#------------------------------------------------------------------------------
#$Date: 2021-01-07 06:30:35 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260600 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/73/7127360.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_7127360
loop_
_publ_author_name
'Song, Lixing'
'Robeyns, Koen'
'Tumanov, Nikolay'
'Wouters, Johan'
'Leyssens, Tom'
_publ_section_title
;
 Combining API in a dual-drug ternary cocrystal approach.
;
_journal_issue                   86
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              13229
_journal_page_last               13232
_journal_paper_doi               10.1039/d0cc05788f
_journal_volume                  56
_journal_year                    2020
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C22 H36 Ca N6 O6, 2(Cl)'
_chemical_formula_sum            'C22 H36 Ca Cl2 N6 O6'
_chemical_formula_weight         591.55
_chemical_name_common            'CaCl2 Levetiracetam Isonicotinamide'
_chemical_name_systematic
'CaCl2 (S)-2-(2-oxopyrrolidin-1-yl)butanamide pyridine-4-carboxamide'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-08-24 deposited with the CCDC.	2020-10-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.93030(11)
_cell_length_b                   15.1768(2)
_cell_length_c                   23.7226(3)
_cell_measurement_reflns_used    11133
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.6360
_cell_measurement_theta_min      2.8070
_cell_volume                     2855.17(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       MAR
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'MERCURY (Macrae et al., 2008)'
_computing_publication_material
;

'MERCURY (Macrae et al., 2008), Platon (Spek, 2009)'



;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method       '150 images, ΔΦ 1.2° '
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            19720
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.690
_diffrn_reflns_theta_min         2.818
_diffrn_source                   'Rigaku UltraX 18 rotating anode'
_exptl_absorpt_coefficient_mu    0.453
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97553
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_description       fragment
_exptl_crystal_F_000             1248
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.155
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 2098 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.028(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         5423
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0348P)²+0.4850P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0725
_reflns_Friedel_coverage         0.760
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5133
_reflns_number_total             5423
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc05788f2.cif
_cod_data_source_block           ls_R2B4CaCl
_cod_depositor_comments
'Adding full bibliography for 7127358--7127360.cif.'
_cod_database_code               7127360
_shelx_shelxl_version_number     2014/7
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
Ca1 Ca 0.63439(5) 0.48358(3) 0.35405(2) 0.02409(12) Uani 1 1 d . . . . .
Cl2 Cl 0.34765(10) 0.39803(5) 0.50789(3) 0.04399(18) Uani 1 1 d . . . . .
Cl3 Cl 0.90567(10) 0.58016(6) 0.53125(3) 0.0467(2) Uani 1 1 d . . . . .
O4 O 0.6642(3) 0.47626(18) 0.45324(9) 0.0524(6) Uani 1 1 d D . . . .
H4A H 0.719(5) 0.505(3) 0.4753(16) 0.079 Uiso 1 1 d D U . . .
H4B H 0.583(4) 0.456(3) 0.4694(17) 0.079 Uiso 1 1 d D U . . .
O11 O -0.1657(2) 0.59527(13) 0.35965(8) 0.0407(5) Uani 1 1 d . . . . .
C12 C -0.1339(3) 0.66347(17) 0.38596(10) 0.0312(5) Uani 1 1 d . . . . .
C13 C -0.2556(4) 0.7192(2) 0.41832(15) 0.0494(8) Uani 1 1 d . . . . .
H13A H -0.3215 0.6834 0.4441 0.059 Uiso 1 1 calc R U . . .
H13B H -0.3316 0.7499 0.3930 0.059 Uiso 1 1 calc R U . . .
C14 C -0.1464(5) 0.7837(2) 0.45026(16) 0.0592(9) Uani 1 1 d . . . . .
H14A H -0.1928 0.8426 0.4477 0.071 Uiso 1 1 calc R U . . .
H14B H -0.1393 0.7671 0.4897 0.071 Uiso 1 1 calc R U . . .
C15 C 0.0253(4) 0.7802(2) 0.42321(16) 0.0517(8) Uani 1 1 d . . . . .
H15A H 0.0446 0.8317 0.3998 0.062 Uiso 1 1 calc R U . . .
H15B H 0.1134 0.7767 0.4515 0.062 Uiso 1 1 calc R U . . .
N16 N 0.0199(3) 0.69960(14) 0.38892(9) 0.0292(5) Uani 1 1 d . . . . .
C17 C 0.1634(3) 0.66634(16) 0.35713(11) 0.0292(5) Uani 1 1 d . . . . .
H17 H 0.1165 0.6336 0.3251 0.035 Uiso 1 1 calc R U . . .
C18 C 0.2715(3) 0.60107(17) 0.39003(11) 0.0295(5) Uani 1 1 d . . . . .
O19 O 0.4011(2) 0.57250(15) 0.36749(9) 0.0442(5) Uani 1 1 d . . . . .
N20 N 0.2218(3) 0.57642(17) 0.44044(10) 0.0398(6) Uani 1 1 d . . . . .
H20A H 0.2802 0.5388 0.4593 0.048 Uiso 1 1 calc R U . . .
H20B H 0.1308 0.5979 0.4546 0.048 Uiso 1 1 calc R U . . .
C21 C 0.2656(4) 0.7431(2) 0.33177(16) 0.0479(8) Uani 1 1 d . . . . .
H21A H 0.1873 0.7885 0.3198 0.058 Uiso 1 1 calc R U . . .
H21B H 0.3355 0.7681 0.3613 0.058 Uiso 1 1 calc R U . . .
C22 C 0.3777(5) 0.7201(3) 0.28233(18) 0.0737(12) Uani 1 1 d . . . . .
H22A H 0.4702 0.6845 0.2951 0.111 Uiso 1 1 calc R U . . .
H22B H 0.4205 0.7733 0.2657 0.111 Uiso 1 1 calc R U . . .
H22C H 0.3137 0.6880 0.2548 0.111 Uiso 1 1 calc R U . . .
O31 O 0.4541(2) 0.36494(13) 0.35327(9) 0.0398(5) Uani 1 1 d . . . . .
C32 C 0.4072(3) 0.29875(17) 0.37933(11) 0.0299(6) Uani 1 1 d . . . . .
C33 C 0.5144(4) 0.2373(2) 0.41306(15) 0.0497(8) Uani 1 1 d . . . . .
H33A H 0.5862 0.2696 0.4389 0.060 Uiso 1 1 calc R U . . .
H33B H 0.5845 0.2014 0.3887 0.060 Uiso 1 1 calc R U . . .
C34 C 0.3889(5) 0.1810(2) 0.44479(14) 0.0550(9) Uani 1 1 d . . . . .
H34A H 0.3748 0.2023 0.4830 0.066 Uiso 1 1 calc R U . . .
H34B H 0.4263 0.1202 0.4461 0.066 Uiso 1 1 calc R U . . .
C35 C 0.2255(4) 0.18873(19) 0.41224(14) 0.0455(7) Uani 1 1 d . . . . .
H35A H 0.2095 0.1386 0.3875 0.055 Uiso 1 1 calc R U . . .
H35B H 0.1297 0.1932 0.4375 0.055 Uiso 1 1 calc R U . . .
N36 N 0.2480(3) 0.27027(14) 0.37986(10) 0.0278(5) Uani 1 1 d . . . . .
C37 C 0.1188(3) 0.30861(17) 0.34412(11) 0.0299(5) Uani 1 1 d . . . . .
H37 H 0.1776 0.3495 0.3189 0.036 Uiso 1 1 calc R U . . .
C38 C -0.0111(3) 0.36334(18) 0.37532(11) 0.0301(6) Uani 1 1 d . . . . .
O39 O -0.1391(2) 0.38722(14) 0.34942(9) 0.0420(5) Uani 1 1 d . . . . .
N40 N 0.0192(3) 0.38563(18) 0.42785(10) 0.0446(6) Uani 1 1 d . . . . .
H40A H -0.0512 0.4182 0.4458 0.054 Uiso 1 1 calc R U . . .
H40B H 0.1096 0.3676 0.4442 0.054 Uiso 1 1 calc R U . . .
C41 C 0.0358(4) 0.2400(2) 0.30610(15) 0.0520(9) Uani 1 1 d . . . . .
H41A H -0.0131 0.1938 0.3292 0.062 Uiso 1 1 calc R U . . .
H41B H -0.0545 0.2675 0.2848 0.062 Uiso 1 1 calc R U . . .
C42 C 0.1632(6) 0.1997(3) 0.26539(17) 0.0780(13) Uani 1 1 d . . . . .
H42A H 0.2012 0.2440 0.2394 0.117 Uiso 1 1 calc R U . . .
H42B H 0.1109 0.1525 0.2449 0.117 Uiso 1 1 calc R U . . .
H42C H 0.2577 0.1773 0.2862 0.117 Uiso 1 1 calc R U . . .
C51 C 0.2551(3) 0.4789(2) 0.24147(12) 0.0409(7) Uani 1 1 d . . . . .
H51 H 0.2966 0.4739 0.2780 0.049 Uiso 1 1 calc R U . . .
C52 C 0.0835(4) 0.4787(3) 0.23159(12) 0.0471(8) Uani 1 1 d . . . . .
H52 H 0.0110 0.4734 0.2622 0.057 Uiso 1 1 calc R U . . .
N53 N 0.0168(3) 0.48583(19) 0.18022(10) 0.0423(6) Uani 1 1 d . . . . .
C54 C 0.1227(3) 0.4957(2) 0.13756(11) 0.0416(7) Uani 1 1 d . . . . .
H54 H 0.0776 0.5025 0.1016 0.050 Uiso 1 1 calc R U . . .
C55 C 0.2960(3) 0.4965(2) 0.14312(11) 0.0365(6) Uani 1 1 d . . . . .
H55 H 0.3651 0.5037 0.1118 0.044 Uiso 1 1 calc R U . . .
C56 C 0.3646(3) 0.48650(17) 0.19634(10) 0.0273(5) Uani 1 1 d . . . . .
C57 C 0.5516(3) 0.48584(17) 0.20765(10) 0.0266(5) Uani 1 1 d . . . . .
O58 O 0.6046(2) 0.49358(14) 0.25667(7) 0.0367(4) Uani 1 1 d . . . . .
N59 N 0.6529(3) 0.47706(17) 0.16435(9) 0.0355(5) Uani 1 1 d . . . . .
H59A H 0.7603 0.4765 0.1693 0.043 Uiso 1 1 calc R U . . .
H59B H 0.6120 0.4719 0.1309 0.043 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.2262 0.3064 '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
O31 Ca1 O19 87.75(8) . . ?
O31 Ca1 O39 89.27(7) . 1_655 ?
O19 Ca1 O39 173.97(8) . 1_655 ?
O31 Ca1 O11 174.57(8) . 1_655 ?
O19 Ca1 O11 96.45(8) . 1_655 ?
O39 Ca1 O11 86.23(7) 1_655 1_655 ?
O31 Ca1 O58 88.85(7) . . ?
O19 Ca1 O58 91.01(7) . . ?
O39 Ca1 O58 94.17(7) 1_655 . ?
O11 Ca1 O58 94.50(7) 1_655 . ?
O31 Ca1 O4 91.91(8) . . ?
O19 Ca1 O4 88.30(8) . . ?
O39 Ca1 O4 86.57(8) 1_655 . ?
O11 Ca1 O4 84.79(8) 1_655 . ?
O58 Ca1 O4 178.95(9) . . ?
Ca1 O4 H4A 132(3) . . ?
Ca1 O4 H4B 114(3) . . ?
H4A O4 H4B 109(4) . . ?
C12 O11 Ca1 141.18(18) . 1_455 ?
O11 C12 N16 123.7(2) . . ?
O11 C12 C13 127.0(3) . . ?
N16 C12 C13 109.2(2) . . ?
C12 C13 C14 104.7(2) . . ?
C12 C13 H13A 110.8 . . ?
C14 C13 H13A 110.8 . . ?
C12 C13 H13B 110.8 . . ?
C14 C13 H13B 110.8 . . ?
H13A C13 H13B 108.9 . . ?
C15 C14 C13 106.4(3) . . ?
C15 C14 H14A 110.5 . . ?
C13 C14 H14A 110.5 . . ?
C15 C14 H14B 110.5 . . ?
C13 C14 H14B 110.5 . . ?
H14A C14 H14B 108.6 . . ?
N16 C15 C14 103.8(3) . . ?
N16 C15 H15A 111.0 . . ?
C14 C15 H15A 111.0 . . ?
N16 C15 H15B 111.0 . . ?
C14 C15 H15B 111.0 . . ?
H15A C15 H15B 109.0 . . ?
C12 N16 C17 122.9(2) . . ?
C12 N16 C15 113.4(2) . . ?
C17 N16 C15 123.5(2) . . ?
N16 C17 C18 113.6(2) . . ?
N16 C17 C21 110.6(2) . . ?
C18 C17 C21 113.3(2) . . ?
N16 C17 H17 106.3 . . ?
C18 C17 H17 106.3 . . ?
C21 C17 H17 106.3 . . ?
O19 C18 N20 122.9(3) . . ?
O19 C18 C17 118.3(2) . . ?
N20 C18 C17 118.8(2) . . ?
C18 O19 Ca1 158.28(19) . . ?
C18 N20 H20A 120.0 . . ?
C18 N20 H20B 120.0 . . ?
H20A N20 H20B 120.0 . . ?
C22 C21 C17 115.9(3) . . ?
C22 C21 H21A 108.3 . . ?
C17 C21 H21A 108.3 . . ?
C22 C21 H21B 108.3 . . ?
C17 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C32 O31 Ca1 145.00(18) . . ?
O31 C32 N36 123.5(2) . . ?
O31 C32 C33 127.1(2) . . ?
N36 C32 C33 109.3(2) . . ?
C32 C33 C34 104.2(3) . . ?
C32 C33 H33A 110.9 . . ?
C34 C33 H33A 110.9 . . ?
C32 C33 H33B 110.9 . . ?
C34 C33 H33B 110.9 . . ?
H33A C33 H33B 108.9 . . ?
C33 C34 C35 105.4(2) . . ?
C33 C34 H34A 110.7 . . ?
C35 C34 H34A 110.7 . . ?
C33 C34 H34B 110.7 . . ?
C35 C34 H34B 110.7 . . ?
H34A C34 H34B 108.8 . . ?
N36 C35 C34 103.2(2) . . ?
N36 C35 H35A 111.1 . . ?
C34 C35 H35A 111.1 . . ?
N36 C35 H35B 111.1 . . ?
C34 C35 H35B 111.1 . . ?
H35A C35 H35B 109.1 . . ?
C32 N36 C37 122.2(2) . . ?
C32 N36 C35 113.1(2) . . ?
C37 N36 C35 123.9(2) . . ?
N36 C37 C38 114.5(2) . . ?
N36 C37 C41 112.1(2) . . ?
C38 C37 C41 111.6(2) . . ?
N36 C37 H37 106.0 . . ?
C38 C37 H37 106.0 . . ?
C41 C37 H37 106.0 . . ?
O39 C38 N40 123.0(3) . . ?
O39 C38 C37 118.3(2) . . ?
N40 C38 C37 118.6(2) . . ?
C38 O39 Ca1 142.61(19) . 1_455 ?
C38 N40 H40A 120.0 . . ?
C38 N40 H40B 120.0 . . ?
H40A N40 H40B 120.0 . . ?
C42 C41 C37 111.2(3) . . ?
C42 C41 H41A 109.4 . . ?
C37 C41 H41A 109.4 . . ?
C42 C41 H41B 109.4 . . ?
C37 C41 H41B 109.4 . . ?
H41A C41 H41B 108.0 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C52 C51 C56 119.2(2) . . ?
C52 C51 H51 120.4 . . ?
C56 C51 H51 120.4 . . ?
N53 C52 C51 123.1(3) . . ?
N53 C52 H52 118.5 . . ?
C51 C52 H52 118.5 . . ?
C54 N53 C52 117.2(2) . . ?
N53 C54 C55 124.0(2) . . ?
N53 C54 H54 118.0 . . ?
C55 C54 H54 118.0 . . ?
C54 C55 C56 118.5(2) . . ?
C54 C55 H55 120.7 . . ?
C56 C55 H55 120.7 . . ?
C51 C56 C55 117.9(2) . . ?
C51 C56 C57 118.6(2) . . ?
C55 C56 C57 123.4(2) . . ?
O58 C57 N59 122.4(2) . . ?
O58 C57 C56 119.9(2) . . ?
N59 C57 C56 117.7(2) . . ?
C57 O58 Ca1 163.25(17) . . ?
C57 N59 H59A 120.0 . . ?
C57 N59 H59B 120.0 . . ?
H59A N59 H59B 120.0 . . ?
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
Ca1 O31 2.2991(19) . ?
Ca1 O19 2.3121(19) . ?
Ca1 O39 2.3187(18) 1_655 ?
Ca1 O11 2.3249(19) 1_655 ?
Ca1 O58 2.3272(17) . ?
Ca1 O4 2.367(2) . ?
O4 H4A 0.81(3) . ?
O4 H4B 0.81(3) . ?
O11 C12 1.235(3) . ?
O11 Ca1 2.3249(19) 1_455 ?
C12 N16 1.339(3) . ?
C12 C13 1.495(4) . ?
C13 C14 1.511(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.506(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N16 1.470(4) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
N16 C17 1.456(3) . ?
C17 C18 1.525(4) . ?
C17 C21 1.542(4) . ?
C17 H17 0.9800 . ?
C18 O19 1.237(3) . ?
C18 N20 1.313(3) . ?
N20 H20A 0.8600 . ?
N20 H20B 0.8600 . ?
C21 C22 1.513(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O31 C32 1.237(3) . ?
C32 N36 1.335(3) . ?
C32 C33 1.494(4) . ?
C33 C34 1.513(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.513(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 N36 1.467(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
N36 C37 1.451(3) . ?
C37 C38 1.516(4) . ?
C37 C41 1.527(4) . ?
C37 H37 0.9800 . ?
C38 O39 1.241(3) . ?
C38 N40 1.314(4) . ?
O39 Ca1 2.3187(18) 1_455 ?
N40 H40A 0.8600 . ?
N40 H40B 0.8600 . ?
C41 C42 1.526(5) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C51 C52 1.381(4) . ?
C51 C56 1.383(4) . ?
C51 H51 0.9300 . ?
C52 N53 1.333(4) . ?
C52 H52 0.9300 . ?
N53 C54 1.323(4) . ?
C54 C55 1.381(4) . ?
C54 H54 0.9300 . ?
C55 C56 1.383(3) . ?
C55 H55 0.9300 . ?
C56 C57 1.507(3) . ?
C57 O58 1.242(3) . ?
C57 N59 1.311(3) . ?
N59 H59A 0.8600 . ?
N59 H59B 0.8600 . ?
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
Ca1 O11 C12 N16 160.0(2) 1_455 . . . ?
Ca1 O11 C12 C13 -20.8(5) 1_455 . . . ?
O11 C12 C13 C14 170.1(3) . . . . ?
N16 C12 C13 C14 -10.7(4) . . . . ?
C12 C13 C14 C15 15.6(4) . . . . ?
C13 C14 C15 N16 -14.8(4) . . . . ?
O11 C12 N16 C17 5.7(4) . . . . ?
C13 C12 N16 C17 -173.6(2) . . . . ?
O11 C12 N16 C15 -179.5(3) . . . . ?
C13 C12 N16 C15 1.2(3) . . . . ?
C14 C15 N16 C12 8.7(4) . . . . ?
C14 C15 N16 C17 -176.5(3) . . . . ?
C12 N16 C17 C18 -94.2(3) . . . . ?
C15 N16 C17 C18 91.5(3) . . . . ?
C12 N16 C17 C21 137.2(3) . . . . ?
C15 N16 C17 C21 -37.1(4) . . . . ?
N16 C17 C18 O19 -176.5(2) . . . . ?
C21 C17 C18 O19 -49.3(3) . . . . ?
N16 C17 C18 N20 4.7(3) . . . . ?
C21 C17 C18 N20 131.9(3) . . . . ?
N20 C18 O19 Ca1 11.0(7) . . . . ?
C17 C18 O19 Ca1 -167.8(4) . . . . ?
N16 C17 C21 C22 -159.3(3) . . . . ?
C18 C17 C21 C22 71.9(4) . . . . ?
Ca1 O31 C32 N36 144.5(2) . . . . ?
Ca1 O31 C32 C33 -37.4(5) . . . . ?
O31 C32 C33 C34 168.6(3) . . . . ?
N36 C32 C33 C34 -13.0(3) . . . . ?
C32 C33 C34 C35 20.7(4) . . . . ?
C33 C34 C35 N36 -20.7(3) . . . . ?
O31 C32 N36 C37 7.7(4) . . . . ?
C33 C32 N36 C37 -170.7(2) . . . . ?
O31 C32 N36 C35 178.0(3) . . . . ?
C33 C32 N36 C35 -0.4(3) . . . . ?
C34 C35 N36 C32 13.6(3) . . . . ?
C34 C35 N36 C37 -176.3(3) . . . . ?
C32 N36 C37 C38 -108.9(3) . . . . ?
C35 N36 C37 C38 81.8(3) . . . . ?
C32 N36 C37 C41 122.6(3) . . . . ?
C35 N36 C37 C41 -46.6(4) . . . . ?
N36 C37 C38 O39 -169.3(2) . . . . ?
C41 C37 C38 O39 -40.6(3) . . . . ?
N36 C37 C38 N40 12.8(3) . . . . ?
C41 C37 C38 N40 141.5(3) . . . . ?
N40 C38 O39 Ca1 12.0(5) . . . 1_455 ?
C37 C38 O39 Ca1 -165.7(2) . . . 1_455 ?
N36 C37 C41 C42 -62.8(4) . . . . ?
C38 C37 C41 C42 167.2(3) . . . . ?
C56 C51 C52 N53 -0.2(6) . . . . ?
C51 C52 N53 C54 -1.8(5) . . . . ?
C52 N53 C54 C55 1.8(5) . . . . ?
N53 C54 C55 C56 0.0(5) . . . . ?
C52 C51 C56 C55 2.0(5) . . . . ?
C52 C51 C56 C57 -179.5(3) . . . . ?
C54 C55 C56 C51 -2.0(4) . . . . ?
C54 C55 C56 C57 179.7(3) . . . . ?
C51 C56 C57 O58 -12.2(4) . . . . ?
C55 C56 C57 O58 166.2(3) . . . . ?
C51 C56 C57 N59 167.9(3) . . . . ?
C55 C56 C57 N59 -13.7(4) . . . . ?
N59 C57 O58 Ca1 -143.6(5) . . . . ?
C56 C57 O58 Ca1 36.5(8) . . . . ?
