#------------------------------------------------------------------------------
#$Date: 2022-04-12 01:47:19 +0300 (Tue, 12 Apr 2022) $
#$Revision: 274456 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/47/7244759.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7244759
loop_
_publ_author_name
'Prapakaran, T.'
'Kuppuswamy, Subramaniam'
'Murugavel, Ramaswamy'
_publ_section_title
;
 Supramolecular aggregation in sterically encumbered monoarylphosphates
 and their H-bonded adducts: Multigram synthesis of elusive
 2,6-di-tert-butylphenyl phosphate
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00172A
_journal_year                    2022
_chemical_formula_moiety         'C14 H22 O4 P, C6 H13 N2'
_chemical_formula_sum            'C20 H35 N2 O4 P'
_chemical_formula_weight         398.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-01-23
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-01-31 deposited with the CCDC.	2022-04-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.019(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   19.7198(4)
_cell_length_b                   15.6597(3)
_cell_length_c                   27.7238(7)
_cell_measurement_reflns_used    12157
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      30.0100
_cell_measurement_theta_min      2.4670
_cell_volume                     8403.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -54.27 145.73   1.00    5.00  81.87  -8.99  31.50    --   200
  2  ω    -99.96  16.04   1.00    5.00    --   -8.99 -59.25  92.08  116
  3  φ   -123.80 108.20   1.00    5.00  16.67  -8.99 -59.25    --   232
  4  ω    -99.96  16.04   1.00    5.00    --   -8.99 -59.25  20.08  116
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0158233000
_diffrn_orient_matrix_UB_12      -0.0347598000
_diffrn_orient_matrix_UB_13      0.0142648000
_diffrn_orient_matrix_UB_21      0.0024062000
_diffrn_orient_matrix_UB_22      0.0249304000
_diffrn_orient_matrix_UB_23      0.0216195000
_diffrn_orient_matrix_UB_31      -0.0329666000
_diffrn_orient_matrix_UB_32      -0.0148789000
_diffrn_orient_matrix_UB_33      0.0029030000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1032
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            184163
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         1.497
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.158
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45758
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_description       block
_exptl_crystal_F_000             3456
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.178
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1021
_refine_ls_number_reflns         18534
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      3.654
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0530
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0841P)²+0.8624P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1440
_refine_ls_wR_factor_ref         0.1716
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11726
_reflns_number_total             18534
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00172a2.cif
_cod_data_source_block           rm_tp_8_150_autored
_cod_database_code               7244759
_shelxl_version_number           2012-9
_chemical_oxdiff_formula         'C20 N2 O4 P'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.972
_shelx_estimated_absorpt_t_min   0.954
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O14-H14 = O24-H24 = O34-H34 = O44-H44
 0.84 with sigma of 0.02
 N2-H2 = N4-H4A = N6-H6 = N8-H8
 0.88 with sigma of 0.02
 C14N-H14D = C14N-H14E = C20N-H20A = C20N-H20B = C10N-H10D = C10N-H10E = C13N-
 H13D = C9N-H9NA = C9N-H9NB = C2N-H2NA = C2N-H2NB = C1N-H1NA = C1N-H1NB = C22N-
 H22D = C8N-H3NB = C16N-H16A = C23N-H23D = C3N-H3NB
 0.99 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C14N(H14D,H14E), C20N(H20A,H20B), C10N(H10D,H10E), C13N(H13D,H13E), C9N(H9NA,
 H9NB), C2N(H2NA,H2NB), C19N(H19A,H19B), C18N(H18A,H18B), C17N(H17A,H17B),
 C1N(H1NA,H1NB), C22N(H22D,H22E), C12N(H12D,H12E), C15N(H15A,H15B), C7N(H7NA,
 H7NB), C8N(H8NA,H8NB), C16N(H16A,H16B), C23N(H23D,H23E), C11N(H11A,H11B),
 C3N(H3NA,H3NB), C21N(H21A,H21B), C4N(H4NA,H4NB), C24N(H24D,H24E), C6N(H6NA,
 H6NB), C5N(H5NA,H5NB)
3.b Aromatic/amide H refined with riding coordinates:
 C33(H33), C3(H3), C45(H45), C17(H17), C47(H47), C31(H31), C5(H5), C46(H46),
 C18(H18), C32(H32), C19(H19), C4(H4)
3.c Idealised Me refined as rotating group:
 C40(H40A,H40B,H40C), C22(H22A,H22B,H22C), C9(H9A,H9B,H9C), C51(H51A,H51B,
 H51C), C13(H13A,H13B,H13C), C41(H41A,H41B,H41C), C28(H28A,H28B,H28C), C36(H36A,
 H36B,H36C), C52(H52A,H52B,H52C), C24(H24A,H24B,H24C), C37(H37A,H37B,H37C),
 C8(H8A,H8B,H8C), C42(H42A,H42B,H42C), C14(H14A,H14B,H14C), C50(H50A,H50B,H50C),
  C26(H26A,H26B,H26C), C38(H38A,H38B,H38C), C56(H56A,H56B,H56C), C12(H12A,H12B,
 H12C), C55(H55A,H55B,H55C), C27(H27A,H27B,H27C), C23(H23A,H23B,H23C), C54(H54A,
 H54B,H54C), C10(H10A,H10B,H10C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.894
_oxdiff_exptl_absorpt_empirical_full_min 0.714
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P -0.02340(2) 0.33560(3) 0.41502(2) 0.01768(13) Uani 1 1 d . . . . .
P2 P -0.23002(2) 0.16226(3) 0.08461(2) 0.01736(13) Uani 1 1 d . . . . .
P3 P 0.27039(2) 0.15231(3) 0.09008(2) 0.01853(13) Uani 1 1 d . . . . .
P4 P 0.02570(2) -0.15996(3) 0.09289(2) 0.02063(13) Uani 1 1 d . . . . .
O21 O -0.19254(6) 0.22084(8) 0.13106(5) 0.0171(3) Uani 1 1 d . . . . .
O31 O 0.30619(6) 0.21629(8) 0.13417(5) 0.0177(3) Uani 1 1 d . . . . .
O41 O 0.06025(6) -0.22413(8) 0.13733(5) 0.0177(3) Uani 1 1 d . . . . .
O11 O -0.05791(6) 0.27441(8) 0.36915(5) 0.0174(3) Uani 1 1 d . . . . .
O24 O -0.28086(6) 0.10351(8) 0.10655(5) 0.0218(3) Uani 1 1 d D . . . .
H24 H -0.3224(8) 0.1241(12) 0.1025(8) 0.026 Uiso 1 1 d DR . . . .
O14 O 0.02646(6) 0.39646(8) 0.39388(5) 0.0220(3) Uani 1 1 d D . . . .
H14 H 0.0688(8) 0.3764(12) 0.3997(8) 0.026 Uiso 1 1 d DR . . . .
O23 O -0.17174(6) 0.10815(8) 0.07440(5) 0.0242(3) Uani 1 1 d . . . . .
O13 O -0.08447(6) 0.38697(9) 0.42352(5) 0.0280(3) Uani 1 1 d . . . . .
O33 O 0.32431(6) 0.14564(9) 0.05904(5) 0.0286(4) Uani 1 1 d . . . . .
O32 O 0.24603(7) 0.07291(9) 0.11037(5) 0.0306(4) Uani 1 1 d . . . . .
O34 O 0.20737(6) 0.20385(9) 0.06117(5) 0.0245(3) Uani 1 1 d D . . . .
H34 H 0.1674(9) 0.1862(13) 0.0690(8) 0.029 Uiso 1 1 d DR . . . .
O22 O -0.26800(7) 0.21611(9) 0.04453(5) 0.0276(3) Uani 1 1 d . . . . .
O12 O 0.01450(7) 0.28414(9) 0.45628(5) 0.0286(3) Uani 1 1 d . . . . .
O44 O -0.03740(7) -0.21085(9) 0.06402(5) 0.0261(3) Uani 1 1 d D . . . .
H44 H -0.0755(9) -0.1938(13) 0.0725(8) 0.031 Uiso 1 1 d DR . . . .
O42 O 0.00242(9) -0.08030(9) 0.11301(6) 0.0394(4) Uani 1 1 d . . . . .
O43 O 0.07951(7) -0.15581(11) 0.06179(6) 0.0370(4) Uani 1 1 d . . . . .
N6 N 0.28712(8) 0.33899(10) 0.42035(6) 0.0204(4) Uani 1 1 d D . . . .
H6 H 0.3332(8) 0.3350(12) 0.4258(7) 0.024 Uiso 1 1 d DR . . . .
N4 N 0.04221(8) 0.65451(10) 0.42130(6) 0.0202(4) Uani 1 1 d D . . . .
H4A H 0.0884(8) 0.6568(12) 0.4274(7) 0.024 Uiso 1 1 d DR . . . .
N3 N -0.08782(8) 0.64350(11) 0.40646(6) 0.0229(4) Uani 1 1 d . . . . .
N2 N -0.21265(8) 0.35118(11) 0.41653(6) 0.0224(4) Uani 1 1 d D . . . .
H2 H -0.1680(8) 0.3633(13) 0.4173(8) 0.027 Uiso 1 1 d DR . . . .
N8 N -0.04212(8) 0.14257(10) 0.08137(6) 0.0219(4) Uani 1 1 d D . . . .
H8 H -0.0863(8) 0.1313(12) 0.0798(8) 0.026 Uiso 1 1 d DR . . . .
N5 N 0.15751(8) 0.35656(10) 0.40706(6) 0.0229(4) Uani 1 1 d . . . . .
N7 N 0.08331(8) 0.16866(11) 0.07827(7) 0.0266(4) Uani 1 1 d . . . . .
N1 N -0.33843(8) 0.32242(11) 0.41756(7) 0.0284(4) Uani 1 1 d . . . . .
C29 C 0.26630(9) 0.25945(12) 0.16261(7) 0.0170(4) Uani 1 1 d . . . . .
C14N C 0.27009(9) 0.40785(12) 0.45350(7) 0.0199(4) Uani 1 1 d D . . . .
H14D H 0.2885 0.4633 0.4446 0.024 Uiso 1 1 calc DR . . . .
H14E H 0.2912 0.3948 0.4880 0.024 Uiso 1 1 calc DR . . . .
C20 C -0.24380(9) 0.21730(12) 0.20315(7) 0.0202(4) Uani 1 1 d . . . . .
C30 C 0.25408(9) 0.22149(12) 0.20660(7) 0.0184(4) Uani 1 1 d . . . . .
C20N C -0.02003(9) 0.08062(12) 0.04630(7) 0.0213(4) Uani 1 1 d D . . . .
H20A H -0.0467 0.0903 0.0127 0.026 Uiso 1 1 calc DR . . . .
H20B H -0.0284 0.0214 0.0561 0.026 Uiso 1 1 calc DR . . . .
C10N C 0.02179(9) 0.58714(12) 0.45404(7) 0.0214(4) Uani 1 1 d D . . . .
H10D H 0.0443 0.5979 0.4886 0.026 Uiso 1 1 calc DR . . . .
H10E H 0.0364 0.5302 0.4443 0.026 Uiso 1 1 calc DR . . . .
C1 C -0.01683(9) 0.23190(11) 0.34119(7) 0.0173(4) Uani 1 1 d . . . . .
C43 C 0.01955(9) -0.26631(11) 0.16574(7) 0.0170(4) Uani 1 1 d . . . . .
C13N C 0.19113(9) 0.41267(12) 0.44764(7) 0.0219(4) Uani 1 1 d D . . . .
H13D H 0.1774 0.3948 0.4786 0.026 Uiso 1 1 calc DR . . . .
H13E H 0.1757 0.4723 0.4407 0.026 Uiso 1 1 calc R . . . .
C2 C 0.00793(9) 0.14925(12) 0.35576(8) 0.0203(4) Uani 1 1 d . . . . .
C35 C 0.26085(10) 0.39721(12) 0.10527(8) 0.0232(4) Uani 1 1 d . . . . .
C9N C -0.05719(9) 0.59004(12) 0.44892(8) 0.0225(4) Uani 1 1 d D . . . .
H9NA H -0.0762 0.5314 0.4443 0.027 Uiso 1 1 calc DR . . . .
H9NB H -0.0692 0.6138 0.4793 0.027 Uiso 1 1 calc DR . . . .
C6 C -0.00402(9) 0.27233(12) 0.29826(7) 0.0206(4) Uani 1 1 d . . . . .
C15 C -0.23208(9) 0.26120(11) 0.16086(7) 0.0178(4) Uani 1 1 d . . . . .
C16 C -0.25672(9) 0.34462(12) 0.14900(8) 0.0201(4) Uani 1 1 d . . . . .
C34 C 0.24113(9) 0.34169(12) 0.14690(8) 0.0209(4) Uani 1 1 d . . . . .
C2N C -0.23862(10) 0.41781(12) 0.44672(8) 0.0252(5) Uani 1 1 d D . . . .
H2NA H -0.2340 0.4750 0.4325 0.030 Uiso 1 1 calc DR . . . .
H2NB H -0.2114 0.4170 0.4806 0.030 Uiso 1 1 calc DR . . . .
C48 C 0.00771(9) -0.22758(12) 0.20950(7) 0.0185(4) Uani 1 1 d . . . . .
C11 C -0.01192(10) 0.09201(12) 0.39653(8) 0.0237(5) Uani 1 1 d . . . . .
C40 C 0.23325(10) 0.06485(12) 0.22089(8) 0.0241(5) Uani 1 1 d . . . . .
H40A H 0.1916 0.0805 0.2333 0.036 Uiso 1 1 calc GR . . . .
H40B H 0.2533 0.0129 0.2375 0.036 Uiso 1 1 calc GR . . . .
H40C H 0.2212 0.0545 0.1854 0.036 Uiso 1 1 calc GR . . . .
C19N C 0.05728(10) 0.09455(13) 0.04748(8) 0.0257(5) Uani 1 1 d . . . . .
H19A H 0.0832 0.0428 0.0607 0.031 Uiso 1 1 calc R . . . .
H19B H 0.0650 0.1040 0.0136 0.031 Uiso 1 1 calc R . . . .
C25 C -0.23809(10) 0.40439(12) 0.10868(8) 0.0238(5) Uani 1 1 d . . . . .
C53 C 0.01284(10) -0.40440(12) 0.10840(8) 0.0243(5) Uani 1 1 d . . . . .
C33 C 0.19517(10) 0.37914(13) 0.17316(8) 0.0261(5) Uani 1 1 d . . . . .
H33 H 0.1757 0.4331 0.1629 0.031 Uiso 1 1 calc R . . . .
C22 C -0.26575(10) 0.06216(12) 0.22119(8) 0.0255(5) Uani 1 1 d . . . . .
H22A H -0.3022 0.0808 0.2384 0.038 Uiso 1 1 calc GR . . . .
H22B H -0.2446 0.0096 0.2363 0.038 Uiso 1 1 calc GR . . . .
H22C H -0.2857 0.0514 0.1866 0.038 Uiso 1 1 calc GR . . . .
C9 C 0.01392(10) 0.42823(12) 0.27912(8) 0.0254(5) Uani 1 1 d . . . . .
H9A H 0.0295 0.4414 0.3140 0.038 Uiso 1 1 calc GR . . . .
H9B H -0.0079 0.4789 0.2620 0.038 Uiso 1 1 calc GR . . . .
H9C H 0.0536 0.4113 0.2648 0.038 Uiso 1 1 calc GR . . . .
C44 C -0.00622(9) -0.34811(12) 0.15007(7) 0.0203(4) Uani 1 1 d . . . . .
C18N C 0.26078(9) 0.36327(14) 0.36824(7) 0.0241(5) Uani 1 1 d . . . . .
H18A H 0.2699 0.3169 0.3461 0.029 Uiso 1 1 calc R . . . .
H18B H 0.2843 0.4156 0.3600 0.029 Uiso 1 1 calc R . . . .
C3 C 0.05548(10) 0.11430(13) 0.32980(8) 0.0262(5) Uani 1 1 d . . . . .
H3 H 0.0753 0.0602 0.3395 0.031 Uiso 1 1 calc R . . . .
C21 C -0.21050(9) 0.13227(12) 0.22476(7) 0.0223(4) Uani 1 1 d . . . . .
C45 C -0.05268(10) -0.38472(13) 0.17593(8) 0.0271(5) Uani 1 1 d . . . . .
H45 H -0.0730 -0.4382 0.1654 0.033 Uiso 1 1 calc R . . . .
C39 C 0.28603(9) 0.13798(12) 0.23105(7) 0.0213(4) Uani 1 1 d . . . . .
C17N C 0.18282(10) 0.37901(14) 0.36185(8) 0.0274(5) Uani 1 1 d . . . . .
H17A H 0.1728 0.4399 0.3539 0.033 Uiso 1 1 calc R . . . .
H17B H 0.1582 0.3442 0.3341 0.033 Uiso 1 1 calc R . . . .
C49 C 0.04007(9) -0.14424(12) 0.23353(7) 0.0218(4) Uani 1 1 d . . . . .
C51 C -0.01331(10) -0.07141(12) 0.22385(8) 0.0257(5) Uani 1 1 d . . . . .
H51A H -0.0270 -0.0621 0.1884 0.039 Uiso 1 1 calc GR . . . .
H51B H 0.0071 -0.0190 0.2396 0.039 Uiso 1 1 calc GR . . . .
H51C H -0.0540 -0.0869 0.2374 0.039 Uiso 1 1 calc GR . . . .
C7 C -0.03854(9) 0.35479(12) 0.27364(7) 0.0223(4) Uani 1 1 d . . . . .
C1N C -0.31490(10) 0.39902(13) 0.44723(8) 0.0267(5) Uani 1 1 d D . . . .
H1NA H -0.3209 0.3898 0.4815 0.032 Uiso 1 1 calc DR . . . .
H1NB H -0.3434 0.4487 0.4339 0.032 Uiso 1 1 calc DR . . . .
C22N C 0.00013(10) 0.12997(14) 0.13141(8) 0.0292(5) Uani 1 1 d D . . . .
H22D H -0.0042 0.0703 0.1423 0.035 Uiso 1 1 calc DR . . . .
H22E H -0.0161 0.1685 0.1551 0.035 Uiso 1 1 calc R . . . .
C13 C -0.07769(10) 0.11879(13) 0.41464(8) 0.0259(5) Uani 1 1 d . . . . .
H13A H -0.0688 0.1714 0.4339 0.039 Uiso 1 1 calc GR . . . .
H13B H -0.0913 0.0734 0.4352 0.039 Uiso 1 1 calc GR . . . .
H13C H -0.1150 0.1287 0.3863 0.039 Uiso 1 1 calc GR . . . .
C12N C 0.01606(10) 0.63047(15) 0.36910(7) 0.0286(5) Uani 1 1 d . . . . .
H12D H 0.0398 0.5784 0.3607 0.034 Uiso 1 1 calc R . . . .
H12E H 0.0249 0.6772 0.3470 0.034 Uiso 1 1 calc R . . . .
C17 C -0.30249(10) 0.37769(13) 0.17675(8) 0.0278(5) Uani 1 1 d . . . . .
H17 H -0.3223 0.4323 0.1686 0.033 Uiso 1 1 calc R . . . .
C15N C 0.17640(10) 0.26725(12) 0.42038(9) 0.0290(5) Uani 1 1 d . . . . .
H15A H 0.1564 0.2291 0.3928 0.035 Uiso 1 1 calc R . . . .
H15B H 0.1570 0.2506 0.4494 0.035 Uiso 1 1 calc R . . . .
C47 C -0.03923(10) -0.26959(13) 0.23329(8) 0.0246(5) Uani 1 1 d . . . . .
H47 H -0.0502 -0.2447 0.2621 0.030 Uiso 1 1 calc R . . . .
C31 C 0.20741(10) 0.26436(13) 0.23034(8) 0.0245(5) Uani 1 1 d . . . . .
H31 H 0.1962 0.2399 0.2592 0.029 Uiso 1 1 calc R . . . .
C5 C 0.04386(10) 0.23242(13) 0.27438(8) 0.0258(5) Uani 1 1 d . . . . .
H5 H 0.0555 0.2589 0.2462 0.031 Uiso 1 1 calc R . . . .
C41 C 0.30430(11) 0.15085(14) 0.28734(8) 0.0304(5) Uani 1 1 d . . . . .
H41A H 0.3347 0.2005 0.2949 0.046 Uiso 1 1 calc GR . . . .
H41B H 0.3279 0.0999 0.3027 0.046 Uiso 1 1 calc GR . . . .
H41C H 0.2619 0.1603 0.3001 0.046 Uiso 1 1 calc GR . . . .
C28 C -0.17390(10) 0.37898(13) 0.08831(8) 0.0259(5) Uani 1 1 d . . . . .
H28A H -0.1350 0.3695 0.1156 0.039 Uiso 1 1 calc GR . . . .
H28B H -0.1623 0.4248 0.0672 0.039 Uiso 1 1 calc GR . . . .
H28C H -0.1834 0.3263 0.0691 0.039 Uiso 1 1 calc GR . . . .
C36 C 0.32188(10) 0.36551(13) 0.08291(8) 0.0280(5) Uani 1 1 d . . . . .
H36A H 0.3614 0.3533 0.1093 0.042 Uiso 1 1 calc GR . . . .
H36B H 0.3347 0.4096 0.0612 0.042 Uiso 1 1 calc GR . . . .
H36C H 0.3085 0.3134 0.0639 0.042 Uiso 1 1 calc GR . . . .
C46 C -0.07014(10) -0.34546(13) 0.21660(8) 0.0283(5) Uani 1 1 d . . . . .
H46 H -0.1033 -0.3708 0.2329 0.034 Uiso 1 1 calc R . . . .
C18 C -0.32006(11) 0.33354(13) 0.21579(9) 0.0303(5) Uani 1 1 d . . . . .
H18 H -0.3527 0.3568 0.2333 0.036 Uiso 1 1 calc R . . . .
C52 C 0.10694(10) -0.11448(13) 0.21793(8) 0.0295(5) Uani 1 1 d . . . . .
H52A H 0.1398 -0.1620 0.2211 0.044 Uiso 1 1 calc GR . . . .
H52B H 0.1272 -0.0673 0.2391 0.044 Uiso 1 1 calc GR . . . .
H52C H 0.0965 -0.0952 0.1837 0.044 Uiso 1 1 calc GR . . . .
C24 C -0.15074(10) 0.09693(14) 0.20255(9) 0.0323(5) Uani 1 1 d . . . . .
H24A H -0.1682 0.0788 0.1686 0.048 Uiso 1 1 calc GR . . . .
H24B H -0.1301 0.0479 0.2219 0.048 Uiso 1 1 calc GR . . . .
H24C H -0.1157 0.1415 0.2029 0.048 Uiso 1 1 calc GR . . . .
C37 C 0.19815(10) 0.40891(14) 0.06327(8) 0.0312(5) Uani 1 1 d . . . . .
H37A H 0.1848 0.3535 0.0479 0.047 Uiso 1 1 calc GR . . . .
H37B H 0.2103 0.4481 0.0387 0.047 Uiso 1 1 calc GR . . . .
H37C H 0.1594 0.4325 0.0765 0.047 Uiso 1 1 calc GR . . . .
C7N C -0.06660(10) 0.73297(13) 0.41731(9) 0.0311(5) Uani 1 1 d . . . . .
H7NA H -0.0883 0.7550 0.4442 0.037 Uiso 1 1 calc R . . . .
H7NB H -0.0823 0.7688 0.3879 0.037 Uiso 1 1 calc R . . . .
C8 C -0.10331(10) 0.38609(14) 0.29181(9) 0.0310(5) Uani 1 1 d . . . . .
H8A H -0.1365 0.3391 0.2901 0.047 Uiso 1 1 calc GR . . . .
H8B H -0.1244 0.4333 0.2710 0.047 Uiso 1 1 calc GR . . . .
H8C H -0.0902 0.4057 0.3259 0.047 Uiso 1 1 calc GR . . . .
C32 C 0.17715(10) 0.34055(13) 0.21343(8) 0.0287(5) Uani 1 1 d . . . . .
H32 H 0.1440 0.3664 0.2295 0.034 Uiso 1 1 calc R . . . .
C19 C -0.28987(10) 0.25558(13) 0.22902(8) 0.0263(5) Uani 1 1 d . . . . .
H19 H -0.3008 0.2268 0.2567 0.032 Uiso 1 1 calc R . . . .
C42 C 0.35357(9) 0.10898(13) 0.21581(8) 0.0270(5) Uani 1 1 d . . . . .
H42A H 0.3437 0.0901 0.1815 0.040 Uiso 1 1 calc GR . . . .
H42B H 0.3738 0.0616 0.2369 0.040 Uiso 1 1 calc GR . . . .
H42C H 0.3862 0.1568 0.2194 0.040 Uiso 1 1 calc GR . . . .
C14 C 0.04810(10) 0.08767(14) 0.44068(8) 0.0324(5) Uani 1 1 d . . . . .
H14A H 0.0900 0.0687 0.4297 0.049 Uiso 1 1 calc GR . . . .
H14B H 0.0368 0.0472 0.4649 0.049 Uiso 1 1 calc GR . . . .
H14C H 0.0559 0.1444 0.4557 0.049 Uiso 1 1 calc GR . . . .
C50 C 0.05889(11) -0.15658(14) 0.28991(8) 0.0311(5) Uani 1 1 d . . . . .
H50A H 0.0168 -0.1677 0.3028 0.047 Uiso 1 1 calc GR . . . .
H50B H 0.0812 -0.1047 0.3052 0.047 Uiso 1 1 calc GR . . . .
H50C H 0.0906 -0.2051 0.2975 0.047 Uiso 1 1 calc GR . . . .
C8N C 0.01271(10) 0.73802(12) 0.43255(8) 0.0266(5) Uani 1 1 d D . . . .
H8NA H 0.0308 0.7843 0.4142 0.032 Uiso 1 1 calc R . . . .
H8NB H 0.0259 0.7504 0.4681 0.032 Uiso 1 1 calc R . . . .
C26 C -0.29969(10) 0.41136(14) 0.06541(9) 0.0325(5) Uani 1 1 d . . . . .
H26A H -0.3081 0.3557 0.0492 0.049 Uiso 1 1 calc GR . . . .
H26B H -0.2893 0.4536 0.0418 0.049 Uiso 1 1 calc GR . . . .
H26C H -0.3409 0.4292 0.0777 0.049 Uiso 1 1 calc GR . . . .
C16N C 0.25530(10) 0.25649(12) 0.43202(8) 0.0273(5) Uani 1 1 d D . . . .
H16A H 0.2709 0.2422 0.4672 0.033 Uiso 1 1 calc DR . . . .
H16B H 0.2693 0.2097 0.4120 0.033 Uiso 1 1 calc R . . . .
C23N C 0.04178(10) 0.24438(13) 0.06071(9) 0.0324(5) Uani 1 1 d D . . . .
H23D H 0.0453 0.2562 0.0262 0.039 Uiso 1 1 calc DR . . . .
H23E H 0.0602 0.2945 0.0808 0.039 Uiso 1 1 calc R . . . .
C38 C 0.28215(11) 0.48644(13) 0.12707(9) 0.0339(5) Uani 1 1 d . . . . .
H38A H 0.2421 0.5143 0.1365 0.051 Uiso 1 1 calc GR . . . .
H38B H 0.2988 0.5214 0.1024 0.051 Uiso 1 1 calc GR . . . .
H38C H 0.3190 0.4802 0.1561 0.051 Uiso 1 1 calc GR . . . .
C11N C -0.06190(10) 0.61413(16) 0.36281(8) 0.0335(5) Uani 1 1 d . . . . .
H11A H -0.0865 0.6447 0.3333 0.040 Uiso 1 1 calc R . . . .
H11B H -0.0712 0.5523 0.3579 0.040 Uiso 1 1 calc R . . . .
C4 C 0.07455(11) 0.15597(13) 0.29042(9) 0.0304(5) Uani 1 1 d . . . . .
H4 H 0.1087 0.1319 0.2745 0.036 Uiso 1 1 calc R . . . .
C56 C -0.04976(11) -0.41497(14) 0.06641(8) 0.0341(5) Uani 1 1 d . . . . .
H56A H -0.0890 -0.4370 0.0796 0.051 Uiso 1 1 calc GR . . . .
H56B H -0.0383 -0.4551 0.0421 0.051 Uiso 1 1 calc GR . . . .
H56C H -0.0619 -0.3595 0.0508 0.051 Uiso 1 1 calc GR . . . .
C12 C -0.02575(11) 0.00055(13) 0.37570(9) 0.0346(6) Uani 1 1 d . . . . .
H12A H -0.0603 0.0027 0.3452 0.052 Uiso 1 1 calc GR . . . .
H12B H -0.0429 -0.0352 0.3998 0.052 Uiso 1 1 calc GR . . . .
H12C H 0.0173 -0.0238 0.3689 0.052 Uiso 1 1 calc GR . . . .
C55 C 0.07452(10) -0.37400(13) 0.08620(8) 0.0287(5) Uani 1 1 d . . . . .
H55A H 0.0618 -0.3219 0.0671 0.043 Uiso 1 1 calc GR . . . .
H55B H 0.0871 -0.4186 0.0647 0.043 Uiso 1 1 calc GR . . . .
H55C H 0.1140 -0.3622 0.1127 0.043 Uiso 1 1 calc GR . . . .
C3N C -0.29601(10) 0.24923(13) 0.43763(9) 0.0342(5) Uani 1 1 d D . . . .
H3NA H -0.3108 0.1981 0.4173 0.041 Uiso 1 1 calc R . . . .
H3NB H -0.3029 0.2375 0.4714 0.041 Uiso 1 1 calc DR . . . .
C27 C -0.22303(12) 0.49443(13) 0.13124(9) 0.0363(6) Uani 1 1 d . . . . .
H27A H -0.2656 0.5187 0.1388 0.054 Uiso 1 1 calc GR . . . .
H27B H -0.2059 0.5314 0.1077 0.054 Uiso 1 1 calc GR . . . .
H27C H -0.1881 0.4902 0.1615 0.054 Uiso 1 1 calc GR . . . .
C23 C -0.18059(12) 0.14632(15) 0.27985(8) 0.0368(6) Uani 1 1 d . . . . .
H23A H -0.1470 0.1931 0.2836 0.055 Uiso 1 1 calc GR . . . .
H23B H -0.1577 0.0939 0.2939 0.055 Uiso 1 1 calc GR . . . .
H23C H -0.2181 0.1608 0.2971 0.055 Uiso 1 1 calc GR . . . .
C21N C 0.07579(11) 0.14986(17) 0.12919(8) 0.0386(6) Uani 1 1 d . . . . .
H21A H 0.0916 0.1996 0.1504 0.046 Uiso 1 1 calc R . . . .
H21B H 0.1051 0.1003 0.1417 0.046 Uiso 1 1 calc R . . . .
C54 C 0.03283(12) -0.49390(13) 0.13035(9) 0.0364(6) Uani 1 1 d . . . . .
H54A H 0.0696 -0.4882 0.1594 0.055 Uiso 1 1 calc GR . . . .
H54B H 0.0492 -0.5294 0.1058 0.055 Uiso 1 1 calc GR . . . .
H54C H -0.0077 -0.5208 0.1397 0.055 Uiso 1 1 calc GR . . . .
C10 C -0.06219(11) 0.33722(14) 0.21819(8) 0.0346(5) Uani 1 1 d . . . . .
H10A H -0.0218 0.3246 0.2036 0.052 Uiso 1 1 calc GR . . . .
H10B H -0.0860 0.3876 0.2022 0.052 Uiso 1 1 calc GR . . . .
H10C H -0.0937 0.2883 0.2136 0.052 Uiso 1 1 calc GR . . . .
C4N C -0.21972(10) 0.26637(13) 0.43842(9) 0.0337(5) Uani 1 1 d . . . . .
H4NA H -0.1936 0.2650 0.4727 0.040 Uiso 1 1 calc R . . . .
H4NB H -0.2007 0.2218 0.4195 0.040 Uiso 1 1 calc R . . . .
C24N C -0.03423(10) 0.23091(13) 0.06398(9) 0.0319(5) Uani 1 1 d . . . . .
H24D H -0.0481 0.2725 0.0872 0.038 Uiso 1 1 calc R . . . .
H24E H -0.0640 0.2395 0.0313 0.038 Uiso 1 1 calc R . . . .
C6N C -0.25255(11) 0.35409(18) 0.36543(8) 0.0422(6) Uani 1 1 d . . . . .
H6NA H -0.2354 0.3099 0.3452 0.051 Uiso 1 1 calc R . . . .
H6NB H -0.2471 0.4106 0.3507 0.051 Uiso 1 1 calc R . . . .
C5N C -0.32923(11) 0.33789(18) 0.36690(9) 0.0445(7) Uani 1 1 d . . . . .
H5NA H -0.3570 0.3880 0.3533 0.053 Uiso 1 1 calc R . . . .
H5NB H -0.3459 0.2878 0.3462 0.053 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O14 P1 O11 105.33(7) . . ?
O13 P1 O11 102.06(7) . . ?
O13 P1 O14 108.24(8) . . ?
O12 P1 O11 110.86(8) . . ?
O12 P1 O14 111.18(8) . . ?
O12 P1 O13 118.12(9) . . ?
O24 P2 O21 104.46(7) . . ?
O23 P2 O21 102.60(7) . . ?
O23 P2 O24 108.19(8) . . ?
O22 P2 O21 111.04(8) . . ?
O22 P2 O24 110.89(8) . . ?
O22 P2 O23 118.50(8) . . ?
O33 P3 O31 102.74(7) . . ?
O33 P3 O34 108.88(8) . . ?
O32 P3 O31 110.84(8) . . ?
O32 P3 O33 118.55(9) . . ?
O32 P3 O34 110.08(8) . . ?
O34 P3 O31 104.71(7) . . ?
O44 P4 O41 104.42(7) . . ?
O42 P4 O41 110.49(8) . . ?
O42 P4 O44 110.50(9) . . ?
O42 P4 O43 119.27(10) . . ?
O43 P4 O41 102.85(7) . . ?
O43 P4 O44 108.11(9) . . ?
C15 O21 P2 120.10(11) . . ?
C29 O31 P3 120.80(11) . . ?
C43 O41 P4 121.01(11) . . ?
C1 O11 P1 120.91(11) . . ?
P2 O24 H24 113.0(13) . . ?
P1 O14 H14 110.9(13) . . ?
P3 O34 H34 111.4(13) . . ?
P4 O44 H44 110.4(14) . . ?
C14N N6 H6 106.7(13) . . ?
C14N N6 C16N 109.65(15) . . ?
C18N N6 H6 109.7(13) . . ?
C18N N6 C14N 109.55(15) . . ?
C18N N6 C16N 110.31(16) . . ?
C16N N6 H6 110.9(13) . . ?
C10N N4 H4A 107.2(13) . . ?
C12N N4 H4A 110.2(13) . . ?
C12N N4 C10N 109.14(16) . . ?
C8N N4 H4A 110.5(13) . . ?
C8N N4 C10N 109.33(15) . . ?
C8N N4 C12N 110.44(16) . . ?
C9N N3 C7N 108.58(16) . . ?
C11N N3 C9N 108.93(16) . . ?
C11N N3 C7N 109.52(16) . . ?
C2N N2 H2 106.3(13) . . ?
C4N N2 H2 110.5(13) . . ?
C4N N2 C2N 109.23(16) . . ?
C4N N2 C6N 110.20(18) . . ?
C6N N2 H2 110.8(14) . . ?
C6N N2 C2N 109.79(17) . . ?
C20N N8 H8 104.3(13) . . ?
C22N N8 H8 113.0(14) . . ?
C22N N8 C20N 109.82(15) . . ?
C24N N8 H8 109.6(13) . . ?
C24N N8 C20N 109.39(16) . . ?
C24N N8 C22N 110.60(17) . . ?
C17N N5 C13N 109.18(15) . . ?
C15N N5 C13N 108.50(16) . . ?
C15N N5 C17N 109.12(16) . . ?
C19N N7 C21N 108.01(17) . . ?
C23N N7 C19N 109.45(16) . . ?
C23N N7 C21N 109.03(17) . . ?
C3N N1 C1N 109.13(16) . . ?
C3N N1 C5N 109.03(18) . . ?
C5N N1 C1N 108.36(18) . . ?
O31 C29 C30 119.43(16) . . ?
O31 C29 C34 118.02(16) . . ?
C30 C29 C34 122.53(17) . . ?
N6 C14N H14D 110.1 . . ?
N6 C14N H14E 110.1 . . ?
N6 C14N C13N 108.20(15) . . ?
H14D C14N H14E 108.4 . . ?
C13N C14N H14D 110.1 . . ?
C13N C14N H14E 110.1 . . ?
C15 C20 C21 127.73(16) . . ?
C19 C20 C15 116.25(18) . . ?
C19 C20 C21 116.01(17) . . ?
C29 C30 C39 127.44(16) . . ?
C31 C30 C29 115.98(18) . . ?
C31 C30 C39 116.58(17) . . ?
N8 C20N H20A 110.1 . . ?
N8 C20N H20B 110.1 . . ?
N8 C20N C19N 107.79(15) . . ?
H20A C20N H20B 108.5 . . ?
C19N C20N H20A 110.1 . . ?
C19N C20N H20B 110.1 . . ?
N4 C10N H10D 110.1 . . ?
N4 C10N H10E 110.1 . . ?
N4 C10N C9N 107.97(15) . . ?
H10D C10N H10E 108.4 . . ?
C9N C10N H10D 110.1 . . ?
C9N C10N H10E 110.1 . . ?
O11 C1 C2 118.94(17) . . ?
O11 C1 C6 118.12(16) . . ?
C6 C1 C2 122.90(17) . . ?
O41 C43 C48 119.25(16) . . ?
O41 C43 C44 117.86(16) . . ?
C48 C43 C44 122.86(17) . . ?
N5 C13N C14N 110.43(15) . . ?
N5 C13N H13D 109.6 . . ?
N5 C13N H13E 109.6 . . ?
C14N C13N H13D 109.6 . . ?
C14N C13N H13E 109.6 . . ?
H13D C13N H13E 108.1 . . ?
C1 C2 C11 128.01(16) . . ?
C3 C2 C1 116.10(18) . . ?
C3 C2 C11 115.89(17) . . ?
C36 C35 C34 116.45(16) . . ?
C36 C35 C37 108.11(18) . . ?
C36 C35 C38 105.90(16) . . ?
C37 C35 C34 110.49(16) . . ?
C37 C35 C38 107.86(17) . . ?
C38 C35 C34 107.65(17) . . ?
N3 C9N C10N 110.07(15) . . ?
N3 C9N H9NA 109.6 . . ?
N3 C9N H9NB 109.6 . . ?
C10N C9N H9NA 109.6 . . ?
C10N C9N H9NB 109.6 . . ?
H9NA C9N H9NB 108.2 . . ?
C1 C6 C7 127.45(16) . . ?
C5 C6 C1 116.34(18) . . ?
C5 C6 C7 116.19(18) . . ?
O21 C15 C20 118.02(16) . . ?
O21 C15 C16 119.29(17) . . ?
C16 C15 C20 122.65(17) . . ?
C15 C16 C25 127.37(16) . . ?
C17 C16 C15 116.49(18) . . ?
C17 C16 C25 116.14(17) . . ?
C29 C34 C35 127.89(17) . . ?
C33 C34 C29 116.45(18) . . ?
C33 C34 C35 115.61(17) . . ?
N2 C2N H2NA 110.0 . . ?
N2 C2N H2NB 110.0 . . ?
N2 C2N C1N 108.29(15) . . ?
H2NA C2N H2NB 108.4 . . ?
C1N C2N H2NA 110.0 . . ?
C1N C2N H2NB 110.0 . . ?
C43 C48 C49 127.51(16) . . ?
C47 C48 C43 115.79(18) . . ?
C47 C48 C49 116.70(17) . . ?
C13 C11 C2 115.28(16) . . ?
C13 C11 C12 105.95(16) . . ?
C14 C11 C2 110.11(16) . . ?
C14 C11 C13 108.82(18) . . ?
C14 C11 C12 108.11(17) . . ?
C12 C11 C2 108.29(17) . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
N7 C19N C20N 111.05(15) . . ?
N7 C19N H19A 109.4 . . ?
N7 C19N H19B 109.4 . . ?
C20N C19N H19A 109.4 . . ?
C20N C19N H19B 109.4 . . ?
H19A C19N H19B 108.0 . . ?
C28 C25 C16 115.70(16) . . ?
C28 C25 C26 108.38(18) . . ?
C28 C25 C27 106.08(16) . . ?
C26 C25 C16 110.07(16) . . ?
C26 C25 C27 108.19(17) . . ?
C27 C25 C16 108.14(17) . . ?
C56 C53 C44 110.54(16) . . ?
C56 C53 C55 108.21(18) . . ?
C56 C53 C54 107.91(17) . . ?
C55 C53 C44 116.31(16) . . ?
C55 C53 C54 106.00(16) . . ?
C54 C53 C44 107.49(17) . . ?
C34 C33 H33 118.9 . . ?
C32 C33 C34 122.23(19) . . ?
C32 C33 H33 118.9 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
C43 C44 C53 128.12(17) . . ?
C45 C44 C43 116.64(18) . . ?
C45 C44 C53 115.21(17) . . ?
N6 C18N H18A 110.1 . . ?
N6 C18N H18B 110.1 . . ?
N6 C18N C17N 108.02(15) . . ?
H18A C18N H18B 108.4 . . ?
C17N C18N H18A 110.1 . . ?
C17N C18N H18B 110.1 . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.11(19) . . ?
C4 C3 H3 118.9 . . ?
C22 C21 C20 110.21(15) . . ?
C22 C21 C23 107.31(17) . . ?
C24 C21 C20 117.07(16) . . ?
C24 C21 C22 107.82(17) . . ?
C24 C21 C23 105.73(17) . . ?
C23 C21 C20 108.23(17) . . ?
C44 C45 H45 119.1 . . ?
C46 C45 C44 121.86(19) . . ?
C46 C45 H45 119.1 . . ?
C40 C39 C30 110.12(15) . . ?
C40 C39 C41 107.52(16) . . ?
C40 C39 C42 108.71(16) . . ?
C41 C39 C30 109.15(16) . . ?
C42 C39 C30 115.42(16) . . ?
C42 C39 C41 105.57(16) . . ?
N5 C17N C18N 110.95(16) . . ?
N5 C17N H17A 109.4 . . ?
N5 C17N H17B 109.4 . . ?
C18N C17N H17A 109.4 . . ?
C18N C17N H17B 109.4 . . ?
H17A C17N H17B 108.0 . . ?
C48 C49 C50 109.22(16) . . ?
C51 C49 C48 109.74(15) . . ?
C51 C49 C50 106.99(16) . . ?
C52 C49 C48 116.12(16) . . ?
C52 C49 C51 108.73(16) . . ?
C52 C49 C50 105.60(16) . . ?
C49 C51 H51A 109.5 . . ?
C49 C51 H51B 109.5 . . ?
C49 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C9 C7 C6 110.39(15) . . ?
C9 C7 C8 108.34(16) . . ?
C9 C7 C10 107.57(17) . . ?
C8 C7 C6 116.19(16) . . ?
C8 C7 C10 105.73(17) . . ?
C10 C7 C6 108.22(16) . . ?
N1 C1N C2N 110.75(16) . . ?
N1 C1N H1NA 109.5 . . ?
N1 C1N H1NB 109.5 . . ?
C2N C1N H1NA 109.5 . . ?
C2N C1N H1NB 109.5 . . ?
H1NA C1N H1NB 108.1 . . ?
N8 C22N H22D 110.1 . . ?
N8 C22N H22E 110.1 . . ?
N8 C22N C21N 108.09(17) . . ?
H22D C22N H22E 108.4 . . ?
C21N C22N H22D 110.1 . . ?
C21N C22N H22E 110.1 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C12N H12D 110.1 . . ?
N4 C12N H12E 110.1 . . ?
N4 C12N C11N 107.81(16) . . ?
H12D C12N H12E 108.5 . . ?
C11N C12N H12D 110.1 . . ?
C11N C12N H12E 110.1 . . ?
C16 C17 H17 118.9 . . ?
C18 C17 C16 122.15(19) . . ?
C18 C17 H17 118.9 . . ?
N5 C15N H15A 109.5 . . ?
N5 C15N H15B 109.5 . . ?
N5 C15N C16N 110.69(15) . . ?
H15A C15N H15B 108.1 . . ?
C16N C15N H15A 109.5 . . ?
C16N C15N H15B 109.5 . . ?
C48 C47 H47 118.7 . . ?
C46 C47 C48 122.57(19) . . ?
C46 C47 H47 118.7 . . ?
C30 C31 H31 118.8 . . ?
C32 C31 C30 122.45(19) . . ?
C32 C31 H31 118.8 . . ?
C6 C5 H5 119.0 . . ?
C4 C5 C6 122.0(2) . . ?
C4 C5 H5 119.0 . . ?
C39 C41 H41A 109.5 . . ?
C39 C41 H41B 109.5 . . ?
C39 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C45 C46 H46 120.2 . . ?
C47 C46 C45 119.66(18) . . ?
C47 C46 H46 120.2 . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.44(19) . . ?
C19 C18 H18 120.3 . . ?
C49 C52 H52A 109.5 . . ?
C49 C52 H52B 109.5 . . ?
C49 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N3 C7N H7NA 109.7 . . ?
N3 C7N H7NB 109.7 . . ?
N3 C7N C8N 109.73(15) . . ?
H7NA C7N H7NB 108.2 . . ?
C8N C7N H7NA 109.7 . . ?
C8N C7N H7NB 109.7 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C33 C32 C31 119.71(18) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C20 C19 H19 118.8 . . ?
C18 C19 C20 122.31(19) . . ?
C18 C19 H19 118.8 . . ?
C39 C42 H42A 109.5 . . ?
C39 C42 H42B 109.5 . . ?
C39 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
N4 C8N C7N 108.31(16) . . ?
N4 C8N H8NA 110.0 . . ?
N4 C8N H8NB 110.0 . . ?
C7N C8N H8NA 110.0 . . ?
C7N C8N H8NB 110.0 . . ?
H8NA C8N H8NB 108.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N6 C16N C15N 108.00(15) . . ?
N6 C16N H16A 110.1 . . ?
N6 C16N H16B 110.1 . . ?
C15N C16N H16A 110.1 . . ?
C15N C16N H16B 110.1 . . ?
H16A C16N H16B 108.4 . . ?
N7 C23N H23D 109.4 . . ?
N7 C23N H23E 109.4 . . ?
N7 C23N C24N 111.00(16) . . ?
H23D C23N H23E 108.0 . . ?
C24N C23N H23D 109.4 . . ?
C24N C23N H23E 109.4 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N3 C11N C12N 110.58(17) . . ?
N3 C11N H11A 109.5 . . ?
N3 C11N H11B 109.5 . . ?
C12N C11N H11A 109.5 . . ?
C12N C11N H11B 109.5 . . ?
H11A C11N H11B 108.1 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.73(18) . . ?
C5 C4 H4 120.1 . . ?
C53 C56 H56A 109.5 . . ?
C53 C56 H56B 109.5 . . ?
C53 C56 H56C 109.5 . . ?
H56A C56 H56B 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C53 C55 H55A 109.5 . . ?
C53 C55 H55B 109.5 . . ?
C53 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
N1 C3N H3NA 109.4 . . ?
N1 C3N H3NB 109.4 . . ?
N1 C3N C4N 111.00(17) . . ?
H3NA C3N H3NB 108.0 . . ?
C4N C3N H3NA 109.4 . . ?
C4N C3N H3NB 109.4 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N7 C21N C22N 110.75(17) . . ?
N7 C21N H21A 109.5 . . ?
N7 C21N H21B 109.5 . . ?
C22N C21N H21A 109.5 . . ?
C22N C21N H21B 109.5 . . ?
H21A C21N H21B 108.1 . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54B 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N2 C4N C3N 108.82(16) . . ?
N2 C4N H4NA 109.9 . . ?
N2 C4N H4NB 109.9 . . ?
C3N C4N H4NA 109.9 . . ?
C3N C4N H4NB 109.9 . . ?
H4NA C4N H4NB 108.3 . . ?
N8 C24N C23N 108.19(16) . . ?
N8 C24N H24D 110.1 . . ?
N8 C24N H24E 110.1 . . ?
C23N C24N H24D 110.1 . . ?
C23N C24N H24E 110.1 . . ?
H24D C24N H24E 108.4 . . ?
N2 C6N H6NA 110.0 . . ?
N2 C6N H6NB 110.0 . . ?
N2 C6N C5N 108.27(18) . . ?
H6NA C6N H6NB 108.4 . . ?
C5N C6N H6NA 110.0 . . ?
C5N C6N H6NB 110.0 . . ?
N1 C5N C6N 110.69(18) . . ?
N1 C5N H5NA 109.5 . . ?
N1 C5N H5NB 109.5 . . ?
C6N C5N H5NA 109.5 . . ?
C6N C5N H5NB 109.5 . . ?
H5NA C5N H5NB 108.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O11 1.6331(13) . ?
P1 O14 1.5616(14) . ?
P1 O13 1.5040(13) . ?
P1 O12 1.4798(15) . ?
P2 O21 1.6378(13) . ?
P2 O24 1.5667(13) . ?
P2 O23 1.4976(13) . ?
P2 O22 1.4794(14) . ?
P3 O31 1.6328(13) . ?
P3 O33 1.4941(13) . ?
P3 O32 1.4820(15) . ?
P3 O34 1.5676(14) . ?
P4 O41 1.6343(13) . ?
P4 O44 1.5631(14) . ?
P4 O42 1.4750(16) . ?
P4 O43 1.4912(14) . ?
O21 C15 1.392(2) . ?
O31 C29 1.391(2) . ?
O41 C43 1.394(2) . ?
O11 C1 1.393(2) . ?
O24 H24 0.868(14) . ?
O14 H14 0.877(14) . ?
O34 H34 0.901(14) . ?
O44 H44 0.871(15) . ?
N6 H6 0.895(14) . ?
N6 C14N 1.496(2) . ?
N6 C18N 1.488(2) . ?
N6 C16N 1.498(2) . ?
N4 H4A 0.894(14) . ?
N4 C10N 1.496(2) . ?
N4 C12N 1.489(3) . ?
N4 C8N 1.488(2) . ?
N3 C9N 1.477(2) . ?
N3 C7N 1.477(3) . ?
N3 C11N 1.474(3) . ?
N2 H2 0.898(14) . ?
N2 C2N 1.489(2) . ?
N2 C4N 1.478(3) . ?
N2 C6N 1.484(3) . ?
N8 H8 0.881(14) . ?
N8 C20N 1.496(2) . ?
N8 C22N 1.488(3) . ?
N8 C24N 1.483(3) . ?
N5 C13N 1.480(2) . ?
N5 C17N 1.477(3) . ?
N5 C15N 1.476(2) . ?
N7 C19N 1.474(3) . ?
N7 C23N 1.470(3) . ?
N7 C21N 1.477(3) . ?
N1 C1N 1.478(3) . ?
N1 C3N 1.465(3) . ?
N1 C5N 1.470(3) . ?
C29 C30 1.418(3) . ?
C29 C34 1.418(3) . ?
C14N H14D 0.9900 . ?
C14N H14E 0.9900 . ?
C14N C13N 1.536(2) . ?
C20 C15 1.415(3) . ?
C20 C21 1.553(3) . ?
C20 C19 1.396(3) . ?
C30 C39 1.550(3) . ?
C30 C31 1.401(3) . ?
C20N H20A 0.9900 . ?
C20N H20B 0.9900 . ?
C20N C19N 1.534(3) . ?
C10N H10D 0.9900 . ?
C10N H10E 0.9900 . ?
C10N C9N 1.537(2) . ?
C1 C2 1.415(3) . ?
C1 C6 1.413(3) . ?
C43 C48 1.415(3) . ?
C43 C44 1.415(3) . ?
C13N H13D 0.9900 . ?
C13N H13E 0.9900 . ?
C2 C11 1.550(3) . ?
C2 C3 1.398(3) . ?
C35 C34 1.553(3) . ?
C35 C36 1.538(3) . ?
C35 C37 1.539(3) . ?
C35 C38 1.548(3) . ?
C9N H9NA 0.9900 . ?
C9N H9NB 0.9900 . ?
C6 C7 1.556(3) . ?
C6 C5 1.400(3) . ?
C15 C16 1.411(3) . ?
C16 C25 1.555(3) . ?
C16 C17 1.393(3) . ?
C34 C33 1.396(3) . ?
C2N H2NA 0.9900 . ?
C2N H2NB 0.9900 . ?
C2N C1N 1.535(3) . ?
C48 C49 1.547(3) . ?
C48 C47 1.399(3) . ?
C11 C13 1.536(3) . ?
C11 C14 1.533(3) . ?
C11 C12 1.549(3) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C40 C39 1.537(3) . ?
C19N H19A 0.9900 . ?
C19N H19B 0.9900 . ?
C25 C28 1.534(3) . ?
C25 C26 1.539(3) . ?
C25 C27 1.548(3) . ?
C53 C44 1.555(3) . ?
C53 C56 1.535(3) . ?
C53 C55 1.540(3) . ?
C53 C54 1.549(3) . ?
C33 H33 0.9500 . ?
C33 C32 1.375(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C22 C21 1.537(3) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 C7 1.535(3) . ?
C44 C45 1.390(3) . ?
C18N H18A 0.9900 . ?
C18N H18B 0.9900 . ?
C18N C17N 1.533(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(3) . ?
C21 C24 1.534(3) . ?
C21 C23 1.544(3) . ?
C45 H45 0.9500 . ?
C45 C46 1.384(3) . ?
C39 C41 1.546(3) . ?
C39 C42 1.541(3) . ?
C17N H17A 0.9900 . ?
C17N H17B 0.9900 . ?
C49 C51 1.540(3) . ?
C49 C52 1.537(3) . ?
C49 C50 1.548(3) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C7 C8 1.540(3) . ?
C7 C10 1.543(3) . ?
C1N H1NA 0.9900 . ?
C1N H1NB 0.9900 . ?
C22N H22D 0.9900 . ?
C22N H22E 0.9900 . ?
C22N C21N 1.537(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C12N H12D 0.9900 . ?
C12N H12E 0.9900 . ?
C12N C11N 1.535(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C15N H15A 0.9900 . ?
C15N H15B 0.9900 . ?
C15N C16N 1.537(3) . ?
C47 H47 0.9500 . ?
C47 C46 1.375(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.376(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.376(3) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C46 H46 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.377(3) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C7N H7NA 0.9900 . ?
C7N H7NB 0.9900 . ?
C7N C8N 1.542(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C32 H32 0.9500 . ?
C19 H19 0.9500 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
C8N H8NA 0.9900 . ?
C8N H8NB 0.9900 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C16N H16A 0.9900 . ?
C16N H16B 0.9900 . ?
C23N H23D 0.9900 . ?
C23N H23E 0.9900 . ?
C23N C24N 1.533(3) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C11N H11A 0.9900 . ?
C11N H11B 0.9900 . ?
C4 H4 0.9500 . ?
C56 H56A 0.9800 . ?
C56 H56B 0.9800 . ?
C56 H56C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C3N H3NA 0.9900 . ?
C3N H3NB 0.9900 . ?
C3N C4N 1.524(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C21N H21A 0.9900 . ?
C21N H21B 0.9900 . ?
C54 H54A 0.9800 . ?
C54 H54B 0.9800 . ?
C54 H54C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C4N H4NA 0.9900 . ?
C4N H4NB 0.9900 . ?
C24N H24D 0.9900 . ?
C24N H24E 0.9900 . ?
C6N H6NA 0.9900 . ?
C6N H6NB 0.9900 . ?
C6N C5N 1.541(3) . ?
C5N H5NA 0.9900 . ?
C5N H5NB 0.9900 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O24 H24 N3 0.868(14) 1.766(15) 2.6213(19) 168(2) 2_445
O14 H14 N5 0.877(14) 1.751(15) 2.615(2) 168(2) .
O34 H34 N7 0.901(14) 1.747(15) 2.638(2) 169(2) .
O44 H44 N1 0.871(15) 1.789(15) 2.647(2) 168(2) 2_445
N6 H6 O43 0.895(14) 1.696(15) 2.583(2) 170.9(19) 2
N4 H4A O33 0.894(14) 1.700(15) 2.5876(19) 171.6(19) 2
N2 H2 O13 0.898(14) 1.664(15) 2.5598(19) 175(2) .
N8 H8 O23 0.881(14) 1.703(15) 2.5833(19) 178(2) .
C14N H14D O32 0.99 2.31 3.115(2) 137.7 2
C14N H14E O23 0.99 2.37 3.338(2) 167.0 4_666
C20N H20A O43 0.99 2.29 3.225(2) 158.0 3
C20N H20B O42 0.99 2.24 3.107(2) 145.3 .
C10N H10D O13 0.99 2.43 3.407(2) 171.2 3_566
C10N H10E O14 0.99 2.51 3.430(2) 155.4 .
C13N H13D O22 0.99 2.60 3.332(2) 130.8 4_666
C9N H9NA O13 0.99 2.33 3.279(2) 159.6 .
C9N H9NB O12 0.99 2.48 3.264(2) 135.4 3_566
C2N H2NA O24 0.99 2.33 3.317(2) 174.8 2_455
C2N H2NB O33 0.99 2.37 3.278(3) 153.0 4_566
C1N H1NA O34 0.99 2.62 3.498(3) 147.6 4_566
C1N H1NB O23 0.99 2.53 3.331(2) 137.8 2_455
C22N H22D O42 0.99 2.51 3.334(3) 141.0 .
C8N H8NB O12 0.99 2.44 3.246(3) 138.2 3_566
C16N H16A O22 0.99 2.50 3.267(3) 134.2 4_666
C3N H3NB O34 0.99 2.62 3.491(3) 146.5 4_566
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 O11 C1 C2 89.69(18) . . . . ?
P1 O11 C1 C6 -92.71(18) . . . . ?
P2 O21 C15 C20 91.73(18) . . . . ?
P2 O21 C15 C16 -90.49(18) . . . . ?
P3 O31 C29 C30 91.13(18) . . . . ?
P3 O31 C29 C34 -90.81(18) . . . . ?
P4 O41 C43 C48 -91.36(18) . . . . ?
P4 O41 C43 C44 90.82(17) . . . . ?
O21 C15 C16 C25 -7.8(3) . . . . ?
O21 C15 C16 C17 172.77(16) . . . . ?
O31 C29 C30 C39 6.3(3) . . . . ?
O31 C29 C30 C31 -173.26(16) . . . . ?
O31 C29 C34 C35 -9.7(3) . . . . ?
O31 C29 C34 C33 173.17(16) . . . . ?
O41 C43 C48 C49 -5.7(3) . . . . ?
O41 C43 C48 C47 173.72(15) . . . . ?
O41 C43 C44 C53 9.2(3) . . . . ?
O41 C43 C44 C45 -173.21(16) . . . . ?
O11 C1 C2 C11 8.4(3) . . . . ?
O11 C1 C2 C3 -172.55(16) . . . . ?
O11 C1 C6 C7 -9.1(3) . . . . ?
O11 C1 C6 C5 172.73(15) . . . . ?
O24 P2 O21 C15 -47.89(14) . . . . ?
O14 P1 O11 C1 50.37(15) . . . . ?
O23 P2 O21 C15 -160.72(13) . . . . ?
O13 P1 O11 C1 163.35(14) . . . . ?
O33 P3 O31 C29 160.46(14) . . . . ?
O32 P3 O31 C29 -71.93(15) . . . . ?
O34 P3 O31 C29 46.74(15) . . . . ?
O22 P2 O21 C15 71.70(15) . . . . ?
O12 P1 O11 C1 -69.99(15) . . . . ?
O44 P4 O41 C43 -46.78(15) . . . . ?
O42 P4 O41 C43 72.04(15) . . . . ?
O43 P4 O41 C43 -159.60(14) . . . . ?
N6 C14N C13N N5 -7.3(2) . . . . ?
N6 C18N C17N N5 -6.0(2) . . . . ?
N4 C10N C9N N3 12.3(2) . . . . ?
N4 C12N C11N N3 11.3(3) . . . . ?
N3 C7N C8N N4 11.6(2) . . . . ?
N2 C2N C1N N1 -0.7(2) . . . . ?
N2 C6N C5N N1 -1.6(3) . . . . ?
N8 C20N C19N N7 -5.6(2) . . . . ?
N8 C22N C21N N7 -4.1(3) . . . . ?
N5 C15N C16N N6 -6.4(2) . . . . ?
N7 C23N C24N N8 -3.3(3) . . . . ?
N1 C3N C4N N2 -2.3(3) . . . . ?
C29 C30 C39 C40 -102.9(2) . . . . ?
C29 C30 C39 C41 139.31(19) . . . . ?
C29 C30 C39 C42 20.7(3) . . . . ?
C29 C30 C31 C32 -2.6(3) . . . . ?
C29 C34 C33 C32 2.7(3) . . . . ?
C14N N6 C18N C17N -57.1(2) . . . . ?
C14N N6 C16N C15N 64.1(2) . . . . ?
C20 C15 C16 C25 169.85(18) . . . . ?
C20 C15 C16 C17 -9.6(3) . . . . ?
C30 C29 C34 C35 168.31(18) . . . . ?
C30 C29 C34 C33 -8.8(3) . . . . ?
C30 C31 C32 C33 -3.2(3) . . . . ?
C20N N8 C22N C21N 63.0(2) . . . . ?
C20N N8 C24N C23N -59.0(2) . . . . ?
C10N N4 C12N C11N 54.0(2) . . . . ?
C10N N4 C8N C7N -67.0(2) . . . . ?
C1 C2 C11 C13 15.6(3) . . . . ?
C1 C2 C11 C14 -108.0(2) . . . . ?
C1 C2 C11 C12 134.0(2) . . . . ?
C1 C2 C3 C4 -3.3(3) . . . . ?
C1 C6 C7 C9 111.0(2) . . . . ?
C1 C6 C7 C8 -12.9(3) . . . . ?
C1 C6 C7 C10 -131.6(2) . . . . ?
C1 C6 C5 C4 2.9(3) . . . . ?
C43 C48 C49 C51 104.1(2) . . . . ?
C43 C48 C49 C52 -19.7(3) . . . . ?
C43 C48 C49 C50 -138.93(19) . . . . ?
C43 C48 C47 C46 2.5(3) . . . . ?
C43 C44 C45 C46 -3.4(3) . . . . ?
C13N N5 C17N C18N 62.8(2) . . . . ?
C13N N5 C15N C16N -56.1(2) . . . . ?
C2 C1 C6 C7 168.35(17) . . . . ?
C2 C1 C6 C5 -9.8(3) . . . . ?
C2 C3 C4 C5 -3.1(3) . . . . ?
C35 C34 C33 C32 -174.85(19) . . . . ?
C9N N3 C7N C8N 53.1(2) . . . . ?
C9N N3 C11N C12N -66.1(2) . . . . ?
C6 C1 C2 C11 -169.07(18) . . . . ?
C6 C1 C2 C3 10.0(3) . . . . ?
C6 C5 C4 C3 3.3(3) . . . . ?
C15 C20 C21 C22 -114.5(2) . . . . ?
C15 C20 C21 C24 9.1(3) . . . . ?
C15 C20 C21 C23 128.4(2) . . . . ?
C15 C20 C19 C18 -2.9(3) . . . . ?
C15 C16 C25 C28 -15.8(3) . . . . ?
C15 C16 C25 C26 107.5(2) . . . . ?
C15 C16 C25 C27 -134.5(2) . . . . ?
C15 C16 C17 C18 3.6(3) . . . . ?
C16 C17 C18 C19 2.2(3) . . . . ?
C34 C29 C30 C39 -171.67(17) . . . . ?
C34 C29 C30 C31 8.8(3) . . . . ?
C34 C33 C32 C31 3.2(3) . . . . ?
C2N N2 C4N C3N 62.0(2) . . . . ?
C2N N2 C6N C5N -59.7(2) . . . . ?
C48 C43 C44 C53 -168.55(18) . . . . ?
C48 C43 C44 C45 9.1(3) . . . . ?
C48 C47 C46 C45 2.8(3) . . . . ?
C11 C2 C3 C4 175.85(19) . . . . ?
C19N N7 C23N C24N 60.8(2) . . . . ?
C19N N7 C21N C22N -57.4(2) . . . . ?
C25 C16 C17 C18 -175.84(19) . . . . ?
C53 C44 C45 C46 174.54(19) . . . . ?
C44 C43 C48 C49 172.04(17) . . . . ?
C44 C43 C48 C47 -8.6(3) . . . . ?
C44 C45 C46 C47 -2.3(3) . . . . ?
C18N N6 C14N C13N 64.98(19) . . . . ?
C18N N6 C16N C15N -56.6(2) . . . . ?
C3 C2 C11 C13 -163.50(18) . . . . ?
C3 C2 C11 C14 72.9(2) . . . . ?
C3 C2 C11 C12 -45.1(2) . . . . ?
C21 C20 C15 O21 8.1(3) . . . . ?
C21 C20 C15 C16 -169.64(17) . . . . ?
C21 C20 C19 C18 176.08(19) . . . . ?
C39 C30 C31 C32 177.80(18) . . . . ?
C17N N5 C13N C14N -54.6(2) . . . . ?
C17N N5 C15N C16N 62.8(2) . . . . ?
C49 C48 C47 C46 -178.08(18) . . . . ?
C7 C6 C5 C4 -175.48(19) . . . . ?
C1N N1 C3N C4N -57.6(2) . . . . ?
C1N N1 C5N C6N 60.6(3) . . . . ?
C22N N8 C20N C19N -57.5(2) . . . . ?
C22N N8 C24N C23N 62.1(2) . . . . ?
C12N N4 C10N C9N -67.77(19) . . . . ?
C12N N4 C8N C7N 53.1(2) . . . . ?
C17 C16 C25 C28 163.65(18) . . . . ?
C17 C16 C25 C26 -73.1(2) . . . . ?
C17 C16 C25 C27 44.9(2) . . . . ?
C17 C18 C19 C20 -2.6(3) . . . . ?
C15N N5 C13N C14N 64.26(19) . . . . ?
C15N N5 C17N C18N -55.7(2) . . . . ?
C47 C48 C49 C51 -75.3(2) . . . . ?
C47 C48 C49 C52 160.92(18) . . . . ?
C47 C48 C49 C50 41.7(2) . . . . ?
C31 C30 C39 C40 76.7(2) . . . . ?
C31 C30 C39 C41 -41.1(2) . . . . ?
C31 C30 C39 C42 -159.80(17) . . . . ?
C5 C6 C7 C9 -70.9(2) . . . . ?
C5 C6 C7 C8 165.25(18) . . . . ?
C5 C6 C7 C10 46.6(2) . . . . ?
C36 C35 C34 C29 -9.1(3) . . . . ?
C36 C35 C34 C33 168.05(18) . . . . ?
C37 C35 C34 C29 114.7(2) . . . . ?
C37 C35 C34 C33 -68.1(2) . . . . ?
C7N N3 C9N C10N -67.36(19) . . . . ?
C7N N3 C11N C12N 52.5(2) . . . . ?
C19 C20 C15 O21 -173.10(16) . . . . ?
C19 C20 C15 C16 9.2(3) . . . . ?
C19 C20 C21 C22 66.6(2) . . . . ?
C19 C20 C21 C24 -169.71(18) . . . . ?
C19 C20 C21 C23 -50.4(2) . . . . ?
C8N N4 C10N C9N 53.1(2) . . . . ?
C8N N4 C12N C11N -66.2(2) . . . . ?
C16N N6 C14N C13N -56.2(2) . . . . ?
C16N N6 C18N C17N 63.7(2) . . . . ?
C23N N7 C19N C20N -55.4(2) . . . . ?
C23N N7 C21N C22N 61.5(2) . . . . ?
C38 C35 C34 C29 -127.8(2) . . . . ?
C38 C35 C34 C33 49.4(2) . . . . ?
C11N N3 C9N C10N 51.8(2) . . . . ?
C11N N3 C7N C8N -65.7(2) . . . . ?
C56 C53 C44 C43 -114.3(2) . . . . ?
C56 C53 C44 C45 68.1(2) . . . . ?
C55 C53 C44 C43 9.6(3) . . . . ?
C55 C53 C44 C45 -168.06(18) . . . . ?
C3N N1 C1N C2N 59.2(2) . . . . ?
C3N N1 C5N C6N -58.0(3) . . . . ?
C21N N7 C19N C20N 63.2(2) . . . . ?
C21N N7 C23N C24N -57.2(2) . . . . ?
C54 C53 C44 C43 128.1(2) . . . . ?
C54 C53 C44 C45 -49.5(2) . . . . ?
C4N N2 C2N C1N -59.9(2) . . . . ?
C4N N2 C6N C5N 60.6(2) . . . . ?
C24N N8 C20N C19N 64.1(2) . . . . ?
C24N N8 C22N C21N -57.8(2) . . . . ?
C6N N2 C2N C1N 61.0(2) . . . . ?
C6N N2 C4N C3N -58.7(2) . . . . ?
C5N N1 C1N C2N -59.4(2) . . . . ?
C5N N1 C3N C4N 60.6(2) . . . . ?
