#------------------------------------------------------------------------------
#$Date: 2022-03-10 00:54:09 +0200 (Thu, 10 Mar 2022) $
#$Revision: 273569 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/97/7129783.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_7129783
loop_
_publ_author_name
'Zhou, He-Ye'
'Chen, Chuan-Feng'
_publ_section_title
;
 Adsorptive separation of picoline isomers by adaptive calix[3]acridan
 crystals
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC00943A
_journal_year                    2022
_chemical_formula_moiety         'C51 H51 N3, 2(C6 H7 N)'
_chemical_formula_sum            'C66 H65 N2'
_chemical_formula_weight         886.20
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2021-07-24
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-09-04 deposited with the CCDC.	2022-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                102.6520(10)
_cell_angle_beta                 103.668(2)
_cell_angle_gamma                104.100(2)
_cell_formula_units_Z            2
_cell_length_a                   9.6062(2)
_cell_length_b                   14.1110(3)
_cell_length_c                   20.1126(3)
_cell_measurement_reflns_used    15818
_cell_measurement_temperature    169.99(11)
_cell_measurement_theta_max      74.8720
_cell_measurement_theta_min      3.3570
_cell_volume                     2456.15(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00  21.00   0.50    0.08    --  -47.57 100.00  25.00  150
  2  ω     -4.00  82.00   0.50    0.08    --   47.57-100.00 -79.00  172
  3  ω   -146.00-120.00   0.50    0.33    --  -99.00-100.00 -79.00   52
  4  ω   -106.00 -54.00   0.50    0.33    --  -99.00 100.00  25.00  104
  5  ω     59.00  88.00   0.50    0.33    --  103.25-100.00 -79.00   58
  6  ω     93.00 158.00   0.50    0.33    --  103.25 100.00  25.00  130
  7  ω   -118.00 -78.00   0.50    0.08    --  -47.57-125.00  60.00   80
  8  ω    -13.00  13.00   0.50    0.08    --  -47.57  19.00 -60.00   52
  9  ω    -27.00  27.00   0.50    0.08    --   47.57 -19.00  30.00  108
 10  ω    -11.00  45.00   0.50    0.08    --   47.57 -38.00 -90.00  112
 11  ω    -13.00  30.00   0.50    0.08    --   47.57 -19.00  90.00   86
 12  ω    -22.00  47.00   0.50    0.08    --   47.57 -38.00 -30.00  138
 13  ω    -92.00 -30.00   0.50    0.33    --  -99.00  77.00 -60.00  124
 14  ω   -168.00-130.00   0.50    0.33    --  -99.00 -62.00 126.44   76
 15  ω   -167.00 -90.00   0.50    0.33    --  -99.00 -59.00 -29.58  154
 16  ω   -116.00 -82.00   0.50    0.33    --  -99.00 -62.00 126.44   68
 17  ω   -112.00 -77.00   0.50    0.33    --  -99.00 -77.00-120.00   70
 18  ω   -125.00 -73.00   0.50    0.33    --  -99.00 143.00-136.19  104
 19  ω    -55.00 -27.00   0.50    0.33    --  -99.00  61.00 -30.00   56
 20  ω   -166.00 -83.00   0.50    0.33    --  -99.00 -76.00-109.75  166
 21  ω    -67.00 -32.00   0.50    0.33    --  -99.00 143.00-136.19   70
 22  ω   -167.00 -81.00   0.50    0.33    --  -99.00 -66.00   1.74  172
 23  ω   -112.00 -28.00   0.50    0.33    --  -99.00 125.00 -60.00  168
 24  ω     51.00  77.00   0.50    0.33    --  103.25 -94.00-180.00   52
 25  ω     31.00  74.00   0.50    0.33    --  103.25 -61.00   0.00   86
 26  ω     40.00 110.00   0.50    0.33    --  103.25-125.00 150.00  140
 27  ω     83.00 159.00   0.50    0.33    --  103.25  77.00 150.00  152
 28  ω     42.00  89.00   0.50    0.33    --  103.25 -94.00 150.00   94
 29  ω     38.00  65.00   0.50    0.33    --  103.25 -61.00  60.00   54
 30  ω     78.00 111.00   0.50    0.33    --  103.25-125.00-150.00   66
 31  ω     34.00  59.00   0.50    0.33    --  103.25-125.00-150.00   50
 32  ω     31.00 111.00   0.50    0.33    --  103.25-125.00-120.00  160
 33  ω     36.00  64.00   0.50    0.33    --  103.25 -61.00  30.00   56
 34  ω     32.00 111.00   0.50    0.33    --  103.25-125.00 120.00  158
 35  ω     71.00 106.00   0.50    0.33    --  103.25 -94.00 -30.00   70
 36  ω     80.00 105.00   0.50    0.33    --  103.25 -94.00  30.00   50
 37  ω     40.00  66.00   0.50    0.33    --  103.25 -61.00 150.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1016877000
_diffrn_orient_matrix_UB_12      -0.0829874000
_diffrn_orient_matrix_UB_13      -0.0698699000
_diffrn_orient_matrix_UB_21      0.0220294000
_diffrn_orient_matrix_UB_22      -0.0835228000
_diffrn_orient_matrix_UB_23      0.0357940000
_diffrn_orient_matrix_UB_31      -0.1390783000
_diffrn_orient_matrix_UB_32      0.0016313000
_diffrn_orient_matrix_UB_33      0.0252342000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1296
_diffrn_reflns_av_unetI/netI     0.0919
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            30441
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.249
_diffrn_reflns_theta_min         2.365
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.515
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear intense colourless'
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_description       needle
_exptl_crystal_F_000             950
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     624
_refine_ls_number_reflns         9645
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.1147
_refine_ls_R_factor_gt           0.0883
_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)+(0.0815P)²+1.4326P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1666
_refine_ls_wR_factor_ref         0.1757
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8121
_reflns_number_total             9645
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2cc00943a2.cif
_cod_data_source_block           tx6066
_cod_database_code               7129783
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHN
_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.
;
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C22(H22A,H22B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C24(H24), C35(H35), C51(H51), C20(H20), C29(H29), C12(H12), C46(H46),
 C52(H52), C41(H41), C27(H27), C16(H16), C40(H40), C8(H8), C28(H28), C36(H36),
 C26(H26), C45(H45), C57(H57), C64(H64), C59(H59), C66(H66), C56(H56), C60(H60),
  C63(H63), C67(H67)
2.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C32(H32A,H32B,H32C), C54(H54A,H54B,H54C), C34(H34A,H34B,
 H34C), C49(H49A,H49B,H49C), C42(H42A,H42B,H42C), C44(H44A,H44B,H44C), C53(H53A,
 H53B,H53C), C43(H43A,H43B,H43C), C61(H61A,H61B,H61C), C68(H68A,H68B,H68C)
;
_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 2.204
_oxdiff_exptl_absorpt_empirical_full_min 0.264
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
N48 N 0.66136(18) 0.65430(13) 0.46094(8) 0.0313(4) Uani 1 1 d . . . . .
N31 N 0.45589(17) 0.99017(13) 0.86555(9) 0.0289(3) Uani 1 1 d . . . . .
N38 N 0.75634(19) 0.38249(12) 0.83775(9) 0.0303(4) Uani 1 1 d . . . . .
C2 C 0.7584(2) 1.00111(15) 0.87664(10) 0.0263(4) Uani 1 1 d . . . . .
C25 C 0.5055(2) 1.00547(14) 0.80717(10) 0.0273(4) Uani 1 1 d . . . . .
C50 C 0.7518(2) 0.60601(15) 0.49844(10) 0.0281(4) Uani 1 1 d . . . . .
C1 C 0.6527(2) 1.00539(14) 0.80813(10) 0.0256(4) Uani 1 1 d . . . . .
C4 C 0.7236(2) 0.86696(15) 0.94426(10) 0.0279(4) Uani 1 1 d . . . . .
H4 H 0.820554 0.865138 0.946238 0.033 Uiso 1 1 calc R . . . .
C15 C 0.9309(2) 0.51277(15) 0.57684(10) 0.0296(4) Uani 1 1 d . . . . .
C3 C 0.6651(2) 0.92864(14) 0.90781(9) 0.0255(4) Uani 1 1 d . . . . .
C37 C 0.7428(2) 0.46964(15) 0.88170(10) 0.0276(4) Uani 1 1 d . . . . .
C19 C 0.7897(2) 0.81521(15) 0.55490(10) 0.0293(4) Uani 1 1 d . . . . .
C11 C 0.9418(2) 0.49065(15) 0.80047(10) 0.0276(4) Uani 1 1 d . . . . .
C24 C 0.6984(2) 1.01658(14) 0.74892(10) 0.0280(4) Uani 1 1 d . . . . .
H24 H 0.794354 1.014456 0.748757 0.034 Uiso 1 1 calc R . . . .
C9 C 0.8583(2) 0.56345(15) 0.90091(10) 0.0273(4) Uani 1 1 d . . . . .
C7 C 0.7224(2) 0.64789(16) 0.97037(10) 0.0297(4) Uani 1 1 d . . . . .
C47 C 0.6590(2) 0.74949(16) 0.49978(10) 0.0294(4) Uani 1 1 d . . . . .
C13 C 0.9607(2) 0.43768(15) 0.67975(10) 0.0295(4) Uani 1 1 d . . . . .
N55 N 0.0703(2) 0.12056(16) 0.72438(12) 0.0501(5) Uani 1 1 d . . . . .
C35 C 0.6083(2) 0.55503(16) 0.94951(11) 0.0324(4) Uani 1 1 d . . . . .
H35 H 0.523558 0.551827 0.964763 0.039 Uiso 1 1 calc R . . . .
C5 C 0.6427(2) 0.80779(15) 0.97793(10) 0.0293(4) Uani 1 1 d . . . . .
C51 C 0.7131(2) 0.49989(16) 0.48196(10) 0.0325(4) Uani 1 1 d . . . . .
H51 H 0.626343 0.459322 0.444925 0.039 Uiso 1 1 calc R . . . .
C20 C 0.7857(2) 0.90818(16) 0.59359(10) 0.0306(4) Uani 1 1 d . . . . .
H20 H 0.871918 0.951273 0.629973 0.037 Uiso 1 1 calc R . . . .
C29 C 0.4356(2) 0.87075(16) 0.93728(11) 0.0318(4) Uani 1 1 d . . . . .
H29 H 0.338100 0.871519 0.935152 0.038 Uiso 1 1 calc R . . . .
C30 C 0.5175(2) 0.92990(14) 0.90371(10) 0.0271(4) Uani 1 1 d . . . . .
C12 C 1.0033(2) 0.50902(15) 0.74669(10) 0.0288(4) Uani 1 1 d . . . . .
H12 H 1.075750 0.571489 0.755822 0.035 Uiso 1 1 calc R . . . .
C46 C 0.5300(2) 0.78036(17) 0.48629(10) 0.0336(4) Uani 1 1 d . . . . .
H46 H 0.442967 0.737592 0.450225 0.040 Uiso 1 1 calc R . . . .
C52 C 0.8025(2) 0.45430(16) 0.52012(10) 0.0331(4) Uani 1 1 d . . . . .
H52 H 0.776268 0.383388 0.507608 0.040 Uiso 1 1 calc R . . . .
C39 C 0.8275(2) 0.39742(15) 0.78522(10) 0.0279(4) Uani 1 1 d . . . . .
C41 C 0.8549(2) 0.34380(16) 0.66775(10) 0.0320(4) Uani 1 1 d . . . . .
H41 H 0.829178 0.293284 0.624575 0.038 Uiso 1 1 calc R . . . .
C27 C 0.4633(2) 1.03400(16) 0.69094(11) 0.0339(4) Uani 1 1 d . . . . .
H27 H 0.400495 1.045105 0.652518 0.041 Uiso 1 1 calc R . . . .
C16 C 0.9698(2) 0.61857(15) 0.59249(10) 0.0294(4) Uani 1 1 d . . . . .
H16 H 1.056144 0.658555 0.629984 0.035 Uiso 1 1 calc R . . . .
C10 C 0.9971(2) 0.56290(16) 0.87663(10) 0.0316(4) Uani 1 1 d . . . . .
C6 C 0.7125(2) 0.74317(17) 1.01807(10) 0.0333(4) Uani 1 1 d . . . . .
H6A H 0.813225 0.784461 1.048661 0.040 Uiso 1 1 calc R . . . .
H6B H 0.653504 0.723486 1.048682 0.040 Uiso 1 1 calc R . . . .
C18 C 0.9323(2) 0.78277(16) 0.56741(11) 0.0326(4) Uani 1 1 d . . . . .
C40 C 0.7867(2) 0.32423(15) 0.71927(11) 0.0318(4) Uani 1 1 d . . . . .
H40 H 0.713520 0.261889 0.709577 0.038 Uiso 1 1 calc R . . . .
C8 C 0.8453(2) 0.64970(15) 0.94466(10) 0.0292(4) Uani 1 1 d . . . . .
H8 H 0.921926 0.711316 0.957357 0.035 Uiso 1 1 calc R . . . .
C33 C 0.8933(2) 0.96921(17) 0.86381(11) 0.0337(4) Uani 1 1 d . . . . .
H33A H 0.858223 0.901658 0.830930 0.050 Uiso 1 1 calc GR . . . .
H33B H 0.958024 0.969695 0.908371 0.050 Uiso 1 1 calc GR . . . .
H33C H 0.948385 1.016272 0.844086 0.050 Uiso 1 1 calc GR . . . .
C23 C 0.6054(2) 1.03091(15) 0.68969(10) 0.0312(4) Uani 1 1 d . . . . .
C28 C 0.4980(2) 0.81101(16) 0.97369(11) 0.0326(4) Uani 1 1 d . . . . .
H28 H 0.441574 0.772249 0.995755 0.039 Uiso 1 1 calc R . . . .
C36 C 0.6183(2) 0.46729(16) 0.90655(11) 0.0322(4) Uani 1 1 d . . . . .
H36 H 0.541091 0.406016 0.894073 0.039 Uiso 1 1 calc R . . . .
C58 C 0.2439(2) 0.32281(17) 0.74499(12) 0.0364(5) Uani 1 1 d . . . . .
C32 C 0.8164(2) 1.10847(16) 0.93088(11) 0.0336(4) Uani 1 1 d . . . . .
H32A H 0.873691 1.156079 0.912270 0.050 Uiso 1 1 calc GR . . . .
H32B H 0.879385 1.106933 0.975225 0.050 Uiso 1 1 calc GR . . . .
H32C H 0.732361 1.129307 0.938964 0.050 Uiso 1 1 calc GR . . . .
C21 C 0.6578(2) 0.93997(16) 0.58033(10) 0.0323(4) Uani 1 1 d . . . . .
C22 C 0.6588(3) 1.04099(17) 0.62566(11) 0.0361(5) Uani 1 1 d . . . . .
H22A H 0.594160 1.069200 0.596404 0.043 Uiso 1 1 calc R . . . .
H22B H 0.760358 1.088408 0.642328 0.043 Uiso 1 1 calc R . . . .
C26 C 0.4127(2) 1.02085(16) 0.74851(11) 0.0328(4) Uani 1 1 d . . . . .
H26 H 0.316130 1.022310 0.747930 0.039 Uiso 1 1 calc R . . . .
C45 C 0.5305(2) 0.87424(18) 0.52620(10) 0.0351(5) Uani 1 1 d . . . . .
H45 H 0.443522 0.893354 0.516376 0.042 Uiso 1 1 calc R . . . .
N62 N 0.3484(2) 0.73952(18) 0.72655(14) 0.0583(6) Uani 1 1 d . . . . .
C54 C 1.0413(3) 0.83989(18) 0.64269(14) 0.0467(6) Uani 1 1 d . . . . .
H54A H 1.070701 0.912017 0.648491 0.070 Uiso 1 1 calc GR . . . .
H54B H 1.128984 0.817588 0.649254 0.070 Uiso 1 1 calc GR . . . .
H54C H 0.992391 0.825891 0.677540 0.070 Uiso 1 1 calc GR . . . .
C65 C 0.6106(2) 0.68865(17) 0.72039(12) 0.0381(5) Uani 1 1 d . . . . .
C14 C 1.0248(2) 0.46365(16) 0.62168(11) 0.0325(4) Uani 1 1 d . . . . .
H14A H 1.029073 0.401746 0.590873 0.039 Uiso 1 1 calc R . . . .
H14B H 1.126928 0.510019 0.643524 0.039 Uiso 1 1 calc R . . . .
C34 C 0.3065(2) 0.99557(18) 0.86537(12) 0.0369(5) Uani 1 1 d . . . . .
H34A H 0.291867 1.054005 0.851201 0.055 Uiso 1 1 calc GR . . . .
H34B H 0.297468 1.001643 0.912530 0.055 Uiso 1 1 calc GR . . . .
H34C H 0.231680 0.934621 0.832268 0.055 Uiso 1 1 calc GR . . . .
C49 C 0.5282(2) 0.59029(18) 0.40141(11) 0.0372(5) Uani 1 1 d . . . . .
H49A H 0.553413 0.537474 0.372249 0.056 Uiso 1 1 calc GR . . . .
H49B H 0.493241 0.631367 0.373118 0.056 Uiso 1 1 calc GR . . . .
H49C H 0.450282 0.559875 0.419658 0.056 Uiso 1 1 calc GR . . . .
C17 C 0.8842(2) 0.66688(15) 0.55408(10) 0.0288(4) Uani 1 1 d . . . . .
C42 C 0.6492(3) 0.28294(16) 0.82597(13) 0.0394(5) Uani 1 1 d . . . . .
H42A H 0.631535 0.277829 0.870264 0.059 Uiso 1 1 calc GR . . . .
H42B H 0.689581 0.230102 0.808376 0.059 Uiso 1 1 calc GR . . . .
H42C H 0.555967 0.275311 0.791491 0.059 Uiso 1 1 calc GR . . . .
C57 C 0.1746(3) 0.29642(19) 0.79418(13) 0.0448(5) Uani 1 1 d . . . . .
H57 H 0.184735 0.345921 0.835603 0.054 Uiso 1 1 calc R . . . .
C64 C 0.5455(3) 0.67397(18) 0.77307(12) 0.0432(5) Uani 1 1 d . . . . .
H64 H 0.588073 0.646554 0.807778 0.052 Uiso 1 1 calc R . . . .
C44 C 1.0903(3) 0.67004(18) 0.88174(12) 0.0437(6) Uani 1 1 d . . . . .
H44A H 1.175880 0.666262 0.865681 0.066 Uiso 1 1 calc GR . . . .
H44B H 1.124328 0.712170 0.930533 0.066 Uiso 1 1 calc GR . . . .
H44C H 1.029502 0.699093 0.852216 0.066 Uiso 1 1 calc GR . . . .
C53 C 1.0121(3) 0.80811(19) 0.51238(14) 0.0450(5) Uani 1 1 d . . . . .
H53A H 0.945610 0.771758 0.464852 0.068 Uiso 1 1 calc GR . . . .
H53B H 1.101770 0.788058 0.519656 0.068 Uiso 1 1 calc GR . . . .
H53C H 1.038389 0.880268 0.518389 0.068 Uiso 1 1 calc GR . . . .
C59 C 0.2233(3) 0.2442(2) 0.68503(13) 0.0457(5) Uani 1 1 d . . . . .
H59 H 0.267406 0.257478 0.650180 0.055 Uiso 1 1 calc R . . . .
C66 C 0.5418(3) 0.73134(19) 0.67158(12) 0.0436(5) Uani 1 1 d . . . . .
H66 H 0.582316 0.744090 0.635563 0.052 Uiso 1 1 calc R . . . .
C56 C 0.0902(3) 0.1963(2) 0.78149(14) 0.0505(6) Uani 1 1 d . . . . .
H56 H 0.044266 0.180905 0.815322 0.061 Uiso 1 1 calc R . . . .
C43 C 1.0971(3) 0.5191(2) 0.92587(12) 0.0458(6) Uani 1 1 d . . . . .
H43A H 1.041835 0.450432 0.921735 0.069 Uiso 1 1 calc GR . . . .
H43B H 1.125680 0.560628 0.974581 0.069 Uiso 1 1 calc GR . . . .
H43C H 1.185961 0.519150 0.911832 0.069 Uiso 1 1 calc GR . . . .
C60 C 0.1374(3) 0.1460(2) 0.67699(14) 0.0512(6) Uani 1 1 d . . . . .
H60 H 0.125606 0.094719 0.636231 0.061 Uiso 1 1 calc R . . . .
C61 C 0.3352(3) 0.43058(19) 0.75584(14) 0.0472(6) Uani 1 1 d . . . . .
H61A H 0.331835 0.474114 0.799014 0.071 Uiso 1 1 calc GR . . . .
H61B H 0.294459 0.453012 0.715909 0.071 Uiso 1 1 calc GR . . . .
H61C H 0.437788 0.433676 0.759558 0.071 Uiso 1 1 calc GR . . . .
C63 C 0.4175(3) 0.7001(2) 0.77377(14) 0.0522(7) Uani 1 1 d . . . . .
H63 H 0.375923 0.689589 0.809897 0.063 Uiso 1 1 calc R . . . .
C67 C 0.4133(3) 0.7548(2) 0.67652(15) 0.0523(6) Uani 1 1 d . . . . .
H67 H 0.368959 0.783193 0.642876 0.063 Uiso 1 1 calc R . . . .
C68 C 0.7491(3) 0.6595(3) 0.71554(19) 0.0675(8) Uani 1 1 d . . . . .
H68A H 0.837153 0.717389 0.741268 0.101 Uiso 1 1 calc GR . . . .
H68B H 0.745202 0.638136 0.666239 0.101 Uiso 1 1 calc GR . . . .
H68C H 0.753319 0.604509 0.735996 0.101 Uiso 1 1 calc GR . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 '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
C50 N48 C49 118.31(17) . . ?
C47 N48 C50 116.82(15) . . ?
C47 N48 C49 118.21(17) . . ?
C25 N31 C30 117.44(15) . . ?
C25 N31 C34 118.47(16) . . ?
C30 N31 C34 118.55(16) . . ?
C37 N38 C39 116.79(15) . . ?
C37 N38 C42 119.16(17) . . ?
C39 N38 C42 118.90(17) . . ?
C1 C2 C3 107.79(15) . . ?
C1 C2 C33 112.35(15) . . ?
C1 C2 C32 107.94(15) . . ?
C3 C2 C33 112.09(16) . . ?
C3 C2 C32 107.55(15) . . ?
C33 C2 C32 108.93(16) . . ?
N31 C25 C1 119.16(16) . . ?
C26 C25 N31 121.52(17) . . ?
C26 C25 C1 119.32(17) . . ?
C51 C50 N48 121.73(17) . . ?
C51 C50 C17 119.31(18) . . ?
C17 C50 N48 118.95(18) . . ?
C25 C1 C2 118.19(16) . . ?
C24 C1 C2 123.04(16) . . ?
C24 C1 C25 118.60(17) . . ?
C3 C4 C5 122.64(18) . . ?
C52 C15 C16 117.95(18) . . ?
C52 C15 C14 121.48(18) . . ?
C16 C15 C14 120.56(18) . . ?
C4 C3 C2 122.81(16) . . ?
C4 C3 C30 118.65(17) . . ?
C30 C3 C2 118.39(16) . . ?
N38 C37 C9 118.82(17) . . ?
C36 C37 N38 122.45(17) . . ?
C36 C37 C9 118.73(18) . . ?
C47 C19 C18 118.54(18) . . ?
C20 C19 C47 118.76(18) . . ?
C20 C19 C18 122.64(17) . . ?
C12 C11 C39 118.31(17) . . ?
C12 C11 C10 123.80(17) . . ?
C39 C11 C10 117.79(17) . . ?
C1 C24 C23 122.33(18) . . ?
C37 C9 C10 117.73(17) . . ?
C8 C9 C37 118.89(17) . . ?
C8 C9 C10 123.24(17) . . ?
C35 C7 C6 121.40(18) . . ?
C35 C7 C8 117.31(19) . . ?
C8 C7 C6 121.28(18) . . ?
N48 C47 C19 119.14(17) . . ?
C46 C47 N48 122.00(18) . . ?
C46 C47 C19 118.85(19) . . ?
C12 C13 C14 120.57(18) . . ?
C41 C13 C12 117.76(18) . . ?
C41 C13 C14 121.64(18) . . ?
C56 N55 C60 115.9(2) . . ?
C36 C35 C7 121.41(18) . . ?
C4 C5 C6 120.58(17) . . ?
C28 C5 C4 117.64(18) . . ?
C28 C5 C6 121.78(17) . . ?
C52 C51 C50 120.69(18) . . ?
C19 C20 C21 122.86(19) . . ?
C28 C29 C30 120.66(18) . . ?
C3 C30 N31 119.18(16) . . ?
C29 C30 N31 121.73(17) . . ?
C29 C30 C3 119.09(18) . . ?
C11 C12 C13 122.67(18) . . ?
C45 C46 C47 120.66(19) . . ?
C51 C52 C15 121.05(19) . . ?
C11 C39 N38 118.23(17) . . ?
C40 C39 N38 122.16(17) . . ?
C40 C39 C11 119.60(17) . . ?
C13 C41 C40 121.10(18) . . ?
C23 C27 C26 121.23(18) . . ?
C15 C16 C17 122.43(18) . . ?
C11 C10 C43 108.55(17) . . ?
C9 C10 C11 107.17(15) . . ?
C9 C10 C44 112.12(17) . . ?
C9 C10 C43 108.27(16) . . ?
C44 C10 C11 112.41(17) . . ?
C44 C10 C43 108.19(19) . . ?
C7 C6 C5 114.16(16) . . ?
C19 C18 C54 111.23(17) . . ?
C19 C18 C53 108.66(17) . . ?
C54 C18 C53 108.55(19) . . ?
C17 C18 C19 107.89(16) . . ?
C17 C18 C54 112.04(17) . . ?
C17 C18 C53 108.38(17) . . ?
C41 C40 C39 120.36(18) . . ?
C9 C8 C7 122.80(18) . . ?
C24 C23 C22 120.60(18) . . ?
C27 C23 C24 118.01(18) . . ?
C27 C23 C22 121.38(18) . . ?
C29 C28 C5 121.32(18) . . ?
C35 C36 C37 120.84(18) . . ?
C57 C58 C59 116.3(2) . . ?
C57 C58 C61 121.8(2) . . ?
C59 C58 C61 122.0(2) . . ?
C20 C21 C22 120.47(19) . . ?
C45 C21 C20 117.52(19) . . ?
C45 C21 C22 121.98(19) . . ?
C21 C22 C23 112.56(17) . . ?
C27 C26 C25 120.45(18) . . ?
C21 C45 C46 121.35(19) . . ?
C63 N62 C67 115.5(2) . . ?
C64 C65 C66 116.7(2) . . ?
C64 C65 C68 122.1(2) . . ?
C66 C65 C68 121.2(2) . . ?
C13 C14 C15 111.99(16) . . ?
C50 C17 C18 118.73(17) . . ?
C16 C17 C50 118.50(18) . . ?
C16 C17 C18 122.70(17) . . ?
C56 C57 C58 119.7(2) . . ?
C63 C64 C65 119.4(2) . . ?
C60 C59 C58 120.0(2) . . ?
C67 C66 C65 119.7(2) . . ?
N55 C56 C57 124.4(2) . . ?
N55 C60 C59 123.7(2) . . ?
N62 C63 C64 124.7(2) . . ?
N62 C67 C66 124.0(3) . . ?
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
N48 C50 1.411(3) . ?
N48 C47 1.407(3) . ?
N48 C49 1.458(3) . ?
N31 C25 1.407(2) . ?
N31 C30 1.407(3) . ?
N31 C34 1.454(2) . ?
N38 C37 1.403(3) . ?
N38 C39 1.413(2) . ?
N38 C42 1.457(3) . ?
C2 C1 1.529(3) . ?
C2 C3 1.530(2) . ?
C2 C33 1.530(3) . ?
C2 C32 1.541(3) . ?
C25 C1 1.410(3) . ?
C25 C26 1.394(3) . ?
C50 C51 1.394(3) . ?
C50 C17 1.408(3) . ?
C1 C24 1.390(3) . ?
C4 C3 1.390(3) . ?
C4 C5 1.393(3) . ?
C15 C52 1.389(3) . ?
C15 C16 1.391(3) . ?
C15 C14 1.517(3) . ?
C3 C30 1.405(3) . ?
C37 C9 1.411(3) . ?
C37 C36 1.397(3) . ?
C19 C47 1.411(3) . ?
C19 C20 1.386(3) . ?
C19 C18 1.531(3) . ?
C11 C12 1.392(3) . ?
C11 C39 1.411(3) . ?
C11 C10 1.528(3) . ?
C24 C23 1.396(3) . ?
C9 C10 1.525(3) . ?
C9 C8 1.389(3) . ?
C7 C35 1.392(3) . ?
C7 C6 1.509(3) . ?
C7 C8 1.394(3) . ?
C47 C46 1.398(3) . ?
C13 C12 1.392(3) . ?
C13 C41 1.391(3) . ?
C13 C14 1.515(3) . ?
N55 C56 1.325(3) . ?
N55 C60 1.334(3) . ?
C35 C36 1.384(3) . ?
C5 C6 1.516(3) . ?
C5 C28 1.385(3) . ?
C51 C52 1.384(3) . ?
C20 C21 1.395(3) . ?
C29 C30 1.397(3) . ?
C29 C28 1.384(3) . ?
C46 C45 1.389(3) . ?
C39 C40 1.392(3) . ?
C41 C40 1.392(3) . ?
C27 C23 1.382(3) . ?
C27 C26 1.389(3) . ?
C16 C17 1.393(3) . ?
C10 C44 1.526(3) . ?
C10 C43 1.547(3) . ?
C18 C54 1.531(3) . ?
C18 C17 1.530(3) . ?
C18 C53 1.543(3) . ?
C23 C22 1.516(3) . ?
C58 C57 1.383(3) . ?
C58 C59 1.385(3) . ?
C58 C61 1.498(3) . ?
C21 C22 1.511(3) . ?
C21 C45 1.385(3) . ?
N62 C63 1.328(4) . ?
N62 C67 1.332(4) . ?
C65 C64 1.380(3) . ?
C65 C66 1.382(3) . ?
C65 C68 1.502(3) . ?
C57 C56 1.380(3) . ?
C64 C63 1.370(4) . ?
C59 C60 1.382(4) . ?
C66 C67 1.373(4) . ?
