#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/00/4500078.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_4500078
loop_
_publ_author_name
'Eric Demers'
'Thierry Maris'
'Janie Cabana'
'Jean-Hugues Fournier'
'James D. Wuest'
_publ_section_title
;
 Weakly Bonded Molecular Networks Built from Tetranitro and
 Tetracyanospirobifluorenes
;
_journal_name_full               'Cryst. Growth & Design'
_journal_page_first              1237
_journal_page_last               1245
_journal_paper_doi               10.1021/cg049590t
_journal_volume                  5
_journal_year                    2005
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C53 H28 N4, 3(C4 H8 O2)'
_chemical_formula_sum            'C65 H52 N4 O6'
_chemical_formula_weight         985.11
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                93.161(3)
_cell_angle_beta                 98.071(3)
_cell_angle_gamma                109.723(3)
_cell_formula_units_Z            2
_cell_length_a                   13.3274(6)
_cell_length_b                   14.2569(7)
_cell_length_c                   14.8016(7)
_cell_measurement_reflns_used    5748
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      69.89
_cell_measurement_theta_min      3.03
_cell_volume                     2605.3(2)
_computing_cell_refinement       'SMART (Bruker, 1999)'
_computing_data_collection       'SAINT (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'XP (Bruker, 1999)'
_computing_publication_material  'UdMX (local program)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      223(2)
_diffrn_detector_area_resol_mean 5.5
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'Bruker AXS Smart 2K/Platform'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Sealed Tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.028
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            31034
_diffrn_reflns_theta_full        70.04
_diffrn_reflns_theta_max         70.04
_diffrn_reflns_theta_min         3.03
_diffrn_standards_decay_%        0.00
_diffrn_standards_number         187
_exptl_absorpt_coefficient_mu    0.644
_exptl_absorpt_correction_T_max  0.9200
_exptl_absorpt_correction_T_min  0.7000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick,1996)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1036
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     695
_refine_ls_number_reflns         9617
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0567
_refine_ls_shift/su_max          0.043
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1198P)²+0.0792P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1776
_refine_ls_wR_factor_ref         0.1884
_reflns_number_gt                7183
_reflns_number_total             9617
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            deposit.cif
_cod_data_source_block           jiw654
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4500078
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.73395(13) 0.91393(13) 0.16617(12) 0.0407(4) Uani 1 1 d . . .
C2 C 0.79952(14) 1.02465(13) 0.19542(12) 0.0410(4) Uani 1 1 d . . .
C3 C 0.90425(14) 1.04844(13) 0.17562(12) 0.0433(4) Uani 1 1 d . . .
C4 C 0.97407(15) 1.14723(14) 0.19129(15) 0.0528(5) Uani 1 1 d . . .
H4 H 1.0443 1.1647 0.1773 0.063 Uiso 1 1 calc . . .
C5 C 0.93891(16) 1.21983(14) 0.22790(15) 0.0529(5) Uani 1 1 d . . .
H5 H 0.9860 1.2869 0.2382 0.064 Uiso 1 1 calc . . .
C6 C 0.83526(15) 1.19584(14) 0.24991(13) 0.0460(4) Uani 1 1 d . . .
C7 C 0.76529(14) 1.09625(13) 0.23313(12) 0.0433(4) Uani 1 1 d . . .
H7 H 0.6952 1.0784 0.2475 0.052 Uiso 1 1 calc . . .
C8 C 0.79881(15) 1.27318(14) 0.29036(14) 0.0514(5) Uani 1 1 d . . .
C9 C 0.8253(2) 1.36785(17) 0.26143(18) 0.0693(6) Uani 1 1 d . . .
H9 H 0.8697 1.3844 0.2164 0.083 Uiso 1 1 calc . . .
C10 C 0.7877(3) 1.43857(19) 0.2977(2) 0.0834(8) Uani 1 1 d . . .
H10 H 0.8068 1.5027 0.2777 0.100 Uiso 1 1 calc . . .
C11 C 0.7218(2) 1.4145(2) 0.36356(18) 0.0751(7) Uani 1 1 d . . .
C12 C 0.6963(2) 1.32080(19) 0.39494(17) 0.0710(6) Uani 1 1 d . . .
H12 H 0.6526 1.3045 0.4405 0.085 Uiso 1 1 calc . . .
C13 C 0.73575(18) 1.25152(16) 0.35849(15) 0.0585(5) Uani 1 1 d . . .
H13 H 0.7194 1.1884 0.3805 0.070 Uiso 1 1 calc . . .
C14 C 0.6779(3) 1.4854(3) 0.3992(2) 0.1097(11) Uani 1 1 d . . .
N14 N 0.6416(4) 1.5404(3) 0.4270(3) 0.1725(18) Uani 1 1 d . . .
C15 C 0.91790(14) 0.95602(13) 0.14032(12) 0.0439(4) Uani 1 1 d . . .
C16 C 1.00425(15) 0.93810(15) 0.10948(15) 0.0528(5) Uani 1 1 d . . .
H16 H 1.0697 0.9911 0.1102 0.063 Uiso 1 1 calc . . .
C17 C 0.99279(15) 0.84175(15) 0.07781(15) 0.0540(5) Uani 1 1 d . . .
H17 H 1.0513 0.8298 0.0570 0.065 Uiso 1 1 calc . . .
C18 C 0.89623(15) 0.76105(14) 0.07580(13) 0.0474(4) Uani 1 1 d . . .
C19 C 0.80965(14) 0.77995(14) 0.10742(13) 0.0452(4) Uani 1 1 d . . .
H19 H 0.7441 0.7271 0.1068 0.054 Uiso 1 1 calc . . .
C20 C 0.82085(14) 0.87554(13) 0.13918(12) 0.0416(4) Uani 1 1 d . . .
C21 C 0.88209(15) 0.65854(14) 0.03643(14) 0.0501(4) Uani 1 1 d . . .
C22 C 0.92851(17) 0.64426(16) -0.03944(15) 0.0585(5) Uani 1 1 d . . .
H22 H 0.9718 0.7003 -0.0640 0.070 Uiso 1 1 calc . . .
C23 C 0.91205(18) 0.54965(17) -0.07890(16) 0.0623(5) Uani 1 1 d . . .
H23 H 0.9437 0.5414 -0.1303 0.075 Uiso 1 1 calc . . .
C24 C 0.84913(17) 0.46678(15) -0.04324(16) 0.0579(5) Uani 1 1 d . . .
C25 C 0.80222(19) 0.47939(16) 0.03210(17) 0.0664(6) Uani 1 1 d . . .
H25 H 0.7590 0.4232 0.0566 0.080 Uiso 1 1 calc . . .
C26 C 0.81910(19) 0.57489(16) 0.07118(16) 0.0637(6) Uani 1 1 d . . .
H26 H 0.7871 0.5830 0.1224 0.076 Uiso 1 1 calc . . .
C27 C 0.83120(18) 0.36754(18) -0.08436(18) 0.0686(6) Uani 1 1 d . . .
N27 N 0.81714(19) 0.28888(16) -0.11649(19) 0.0937(7) Uani 1 1 d . . .
C28 C 0.64708(14) 0.90134(13) 0.08296(12) 0.0419(4) Uani 1 1 d . . .
C29 C 0.66134(14) 0.93298(13) -0.00162(12) 0.0442(4) Uani 1 1 d . . .
H29 H 0.7314 0.9664 -0.0134 0.053 Uiso 1 1 calc . . .
C30 C 0.54378(14) 0.85045(13) 0.10224(13) 0.0437(4) Uani 1 1 d . . .
C31 C 0.57196(14) 0.91568(13) -0.07014(12) 0.0450(4) Uani 1 1 d . . .
C32 C 0.46863(15) 0.86483(15) -0.05013(13) 0.0505(5) Uani 1 1 d . . .
H32 H 0.4077 0.8527 -0.0957 0.061 Uiso 1 1 calc . . .
C33 C 0.45447(14) 0.83234(15) 0.03463(14) 0.0506(5) Uani 1 1 d . . .
H33 H 0.3847 0.7981 0.0465 0.061 Uiso 1 1 calc . . .
C34 C 0.58734(15) 0.95234(14) -0.16038(13) 0.0474(4) Uani 1 1 d . . .
C35 C 0.51988(15) 0.90105(15) -0.24118(14) 0.0523(5) Uani 1 1 d . . .
H35 H 0.4629 0.8409 -0.2387 0.063 Uiso 1 1 calc . . .
C36 C 0.53488(17) 0.93664(16) -0.32488(14) 0.0563(5) Uani 1 1 d . . .
H36 H 0.4878 0.9013 -0.3787 0.068 Uiso 1 1 calc . . .
C37 C 0.61890(17) 1.02408(16) -0.32960(14) 0.0559(5) Uani 1 1 d . . .
C38 C 0.68889(17) 1.07646(15) -0.24984(15) 0.0570(5) Uani 1 1 d . . .
H38 H 0.7467 1.1357 -0.2528 0.068 Uiso 1 1 calc . . .
C39 C 0.67264(16) 1.04064(15) -0.16688(13) 0.0522(5) Uani 1 1 d . . .
H39 H 0.7198 1.0762 -0.1132 0.063 Uiso 1 1 calc . . .
C40 C 0.6360(2) 1.06420(19) -0.41566(16) 0.0681(6) Uani 1 1 d . . .
N40 N 0.6523(2) 1.09723(19) -0.48217(15) 0.0957(8) Uani 1 1 d . . .
C41 C 0.55625(14) 0.82746(13) 0.19798(13) 0.0442(4) Uani 1 1 d . . .
C42 C 0.47968(15) 0.78308(15) 0.25255(14) 0.0519(5) Uani 1 1 d . . .
H42 H 0.4055 0.7585 0.2279 0.062 Uiso 1 1 calc . . .
C43 C 0.51454(15) 0.77585(14) 0.34325(14) 0.0520(5) Uani 1 1 d . . .
H43 H 0.4631 0.7461 0.3802 0.062 Uiso 1 1 calc . . .
C44 C 0.62482(15) 0.81170(13) 0.38204(13) 0.0473(4) Uani 1 1 d . . .
C45 C 0.70080(14) 0.85484(13) 0.32648(13) 0.0454(4) Uani 1 1 d . . .
H45 H 0.7750 0.8785 0.3508 0.054 Uiso 1 1 calc . . .
C46 C 0.66640(14) 0.86256(12) 0.23578(12) 0.0421(4) Uani 1 1 d . . .
C47 C 0.65761(16) 0.80711(14) 0.48103(14) 0.0503(4) Uani 1 1 d . . .
C48 C 0.59781(17) 0.73009(15) 0.52685(15) 0.0569(5) Uani 1 1 d . . .
H48 H 0.5374 0.6780 0.4938 0.068 Uiso 1 1 calc . . .
C49 C 0.62615(19) 0.72927(16) 0.62010(15) 0.0606(5) Uani 1 1 d . . .
H49 H 0.5846 0.6772 0.6502 0.073 Uiso 1 1 calc . . .
C50 C 0.71516(17) 0.80458(17) 0.66923(14) 0.0574(5) Uani 1 1 d . . .
C51 C 0.77788(18) 0.88026(17) 0.62492(16) 0.0634(6) Uani 1 1 d . . .
H51 H 0.8396 0.9308 0.6581 0.076 Uiso 1 1 calc . . .
C52 C 0.74930(18) 0.88107(16) 0.53211(15) 0.0589(5) Uani 1 1 d . . .
H52 H 0.7923 0.9325 0.5023 0.071 Uiso 1 1 calc . . .
C53 C 0.74188(18) 0.80748(19) 0.76738(16) 0.0665(6) Uani 1 1 d . . .
N53 N 0.76498(18) 0.8121(2) 0.84489(15) 0.0873(7) Uani 1 1 d . . .
O60 O 0.10069(15) 0.45225(15) 0.31661(15) 0.1008(7) Uani 1 1 d . . .
C61 C 0.2020(2) 0.4405(2) 0.3338(3) 0.0992(10) Uani 1 1 d . . .
H61A H 0.2050 0.3903 0.2873 0.119 Uiso 1 1 calc R . .
H61B H 0.2116 0.4164 0.3940 0.119 Uiso 1 1 calc R . .
C62 C 0.2902(3) 0.5363(3) 0.3319(3) 0.1124(12) Uani 1 1 d . . .
H62A H 0.3599 0.5268 0.3470 0.135 Uiso 1 1 calc R . .
H62B H 0.2847 0.5567 0.2698 0.135 Uiso 1 1 calc R . .
O63 O 0.28632(16) 0.61242(15) 0.39438(15) 0.1008(7) Uani 1 1 d . . .
C64 C 0.1839(3) 0.6234(2) 0.3766(2) 0.0981(9) Uani 1 1 d . . .
H64A H 0.1731 0.6450 0.3154 0.118 Uiso 1 1 calc R . .
H64B H 0.1809 0.6749 0.4217 0.118 Uiso 1 1 calc R . .
C65 C 0.0975(2) 0.5280(2) 0.3816(2) 0.1014(10) Uani 1 1 d . . .
H65A H 0.1065 0.5078 0.4435 0.122 Uiso 1 1 calc R . .
H65B H 0.0271 0.5366 0.3691 0.122 Uiso 1 1 calc R . .
O66 O 0.3684(3) 0.4436(3) 0.1321(3) 0.1226(15) Uani 0.692(5) 1 d P A 1
C67 C 0.4406(4) 0.5412(3) 0.1332(3) 0.1384(15) Uani 1 1 d . A 1
H67A H 0.4090 0.5898 0.1539 0.166 Uiso 1 1 calc R A 1
H67B H 0.4567 0.5536 0.0715 0.166 Uiso 1 1 calc R A 1
C68 C 0.5393(3) 0.5516(3) 0.1961(3) 0.1247(13) Uani 1 1 d . A 1
H68A H 0.5860 0.6223 0.2080 0.150 Uiso 1 1 calc R A 1
H68B H 0.5212 0.5277 0.2547 0.150 Uiso 1 1 calc R A 1
O69 O 0.5924(2) 0.4963(3) 0.1575(3) 0.1155(14) Uani 0.692(5) 1 d P A 1
C70 C 0.5215(4) 0.3897(3) 0.1488(3) 0.1373(15) Uani 1 1 d . A 1
H70A H 0.5573 0.3468 0.1238 0.165 Uiso 1 1 calc R A 1
H70B H 0.5057 0.3701 0.2092 0.165 Uiso 1 1 calc R A 1
C71 C 0.4205(4) 0.3785(4) 0.0866(3) 0.1480(18) Uani 1 1 d . A 1
H71A H 0.3722 0.3082 0.0772 0.178 Uiso 1 1 calc R A 1
H71B H 0.4361 0.4002 0.0268 0.178 Uiso 1 1 calc R A 1
O66B O 0.4966(8) 0.4332(6) 0.2300(6) 0.127(3) Uani 0.308(5) 1 d PU A 2
O69B O 0.4655(13) 0.4727(10) 0.0524(7) 0.183(6) Uani 0.308(5) 1 d PU A 2
O72 O 0.96895(19) 0.69158(15) 0.42358(16) 0.1011(6) Uani 1 1 d . . .
C73 C 0.9449(3) 0.7339(3) 0.3430(2) 0.1028(10) Uani 1 1 d . . .
H73A H 0.8686 0.7281 0.3337 0.123 Uiso 1 1 calc R . .
H73B H 0.9562 0.6967 0.2900 0.123 Uiso 1 1 calc R . .
C74 C 1.0138(3) 0.8409(3) 0.3487(2) 0.1008(10) Uani 1 1 d . . .
H74A H 1.0898 0.8464 0.3539 0.121 Uiso 1 1 calc R . .
H74B H 0.9946 0.8685 0.2924 0.121 Uiso 1 1 calc R . .
O75 O 1.00068(18) 0.89673(15) 0.42531(17) 0.0979(6) Uani 1 1 d . . .
C76 C 1.0262(3) 0.8556(2) 0.5064(2) 0.0987(9) Uani 1 1 d . . .
H76A H 1.0150 0.8929 0.5593 0.118 Uiso 1 1 calc R . .
H76B H 1.1025 0.8616 0.5152 0.118 Uiso 1 1 calc R . .
C77 C 0.9569(3) 0.7481(2) 0.5004(2) 0.1015(10) Uani 1 1 d . . .
H77A H 0.9764 0.7203 0.5566 0.122 Uiso 1 1 calc R . .
H77B H 0.8810 0.7427 0.4957 0.122 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 0.0181 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'
O O 0.0492 0.0322 '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_publ_flag
C46 C1 C28 101.55(13) y
C46 C1 C2 114.04(14) y
C28 C1 C2 110.78(14) y
C46 C1 C20 119.33(15) y
C28 C1 C20 110.09(14) y
C2 C1 C20 101.23(13) y
C7 C2 C3 121.57(16) y
C7 C2 C1 127.74(15) y
C3 C2 C1 110.65(15) y
C4 C3 C2 119.33(17) y
C4 C3 C15 131.95(16) y
C2 C3 C15 108.71(15) y
C3 C4 C5 119.09(17) y
C3 C4 H4 120.5 ?
C5 C4 H4 120.5 ?
C4 C5 C6 121.66(17) y
C4 C5 H5 119.2 ?
C6 C5 H5 119.2 ?
C7 C6 C5 118.77(17) y
C7 C6 C8 119.76(16) y
C5 C6 C8 121.47(17) y
C2 C7 C6 119.54(16) y
C2 C7 H7 120.2 ?
C6 C7 H7 120.2 ?
C13 C8 C9 118.34(19) y
C13 C8 C6 120.00(18) y
C9 C8 C6 121.66(19) y
C10 C9 C8 121.1(2) y
C10 C9 H9 119.4 ?
C8 C9 H9 119.5 ?
C11 C10 C9 119.7(2) y
C11 C10 H10 120.1 ?
C9 C10 H10 120.1 ?
C10 C11 C12 120.0(2) y
C10 C11 C14 120.6(3) y
C12 C11 C14 119.3(3) y
C13 C12 C11 119.3(2) y
C13 C12 H12 120.4 ?
C11 C12 H12 120.4 ?
C8 C13 C12 121.4(2) y
C8 C13 H13 119.3 ?
C12 C13 H13 119.3 ?
N14 C14 C11 179.0(5) y
C16 C15 C20 119.50(17) y
C16 C15 C3 132.10(16) y
C20 C15 C3 108.39(15) y
C17 C16 C15 119.21(17) y
C17 C16 H16 120.4 ?
C15 C16 H16 120.4 ?
C16 C17 C18 121.79(17) y
C16 C17 H17 119.1 ?
C18 C17 H17 119.1 ?
C17 C18 C19 118.52(17) y
C17 C18 C21 121.53(17) y
C19 C18 C21 119.86(17) y
C20 C19 C18 119.85(16) y
C20 C19 H19 120.1 ?
C18 C19 H19 120.1 ?
C19 C20 C15 121.12(16) y
C19 C20 C1 128.08(15) y
C15 C20 C1 110.41(15) y
C26 C21 C22 118.18(19) y
C26 C21 C18 121.17(18) y
C22 C21 C18 120.59(18) y
C23 C22 C21 121.1(2) y
C23 C22 H22 119.5 ?
C21 C22 H22 119.5 ?
C22 C23 C24 120.1(2) y
C22 C23 H23 120 ?
C24 C23 H23 120 ?
C23 C24 C25 119.7(2) y
C23 C24 C27 120.4(2) y
C25 C24 C27 119.9(2) y
C26 C25 C24 119.8(2) y
C26 C25 H25 120.1 ?
C24 C25 H25 120.1 ?
C21 C26 C25 121.2(2) y
C21 C26 H26 119.4 ?
C25 C26 H26 119.4 ?
N27 C27 C24 179.7(3) y
C29 C28 C30 121.28(17) y
C29 C28 C1 127.65(15) y
C30 C28 C1 111.07(15) y
C28 C29 C31 120.00(16) y
C28 C29 H29 120 ?
C31 C29 H29 120 ?
C33 C30 C28 119.26(17) y
C33 C30 C41 132.91(16) y
C28 C30 C41 107.82(16) y
C29 C31 C32 118.34(17) y
C29 C31 C34 119.88(16) y
C32 C31 C34 121.77(17) y
C33 C32 C31 121.61(17) y
C33 C32 H32 119.2 ?
C31 C32 H32 119.2 ?
C32 C33 C30 119.51(16) y
C32 C33 H33 120.2 ?
C30 C33 H33 120.2 ?
C35 C34 C39 117.75(18) y
C35 C34 C31 121.97(17) y
C39 C34 C31 120.27(17) y
C36 C35 C34 121.27(18) y
C36 C35 H35 119.4 ?
C34 C35 H35 119.4 ?
C35 C36 C37 119.99(18) y
C35 C36 H36 120 ?
C37 C36 H36 120 ?
C36 C37 C38 120.06(19) y
C36 C37 C40 121.5(2) y
C38 C37 C40 118.5(2) y
C39 C38 C37 119.38(19) y
C39 C38 H38 120.3 ?
C37 C38 H38 120.3 ?
C38 C39 C34 121.53(18) y
C38 C39 H39 119.2 ?
C34 C39 H39 119.2 ?
N40 C40 C37 178.1(3) y
C42 C41 C46 119.63(18) y
C42 C41 C30 131.25(17) y
C46 C41 C30 109.07(15) y
C43 C42 C41 118.93(18) y
C43 C42 H42 120.5 ?
C41 C42 H42 120.5 ?
C42 C43 C44 121.86(17) y
C42 C43 H43 119.1 ?
C44 C43 H43 119.1 ?
C45 C44 C43 118.72(18) y
C45 C44 C47 121.55(17) y
C43 C44 C47 119.68(16) y
C46 C45 C44 119.68(17) y
C46 C45 H45 120.2 ?
C44 C45 H45 120.2 ?
C45 C46 C41 121.18(16) y
C45 C46 C1 128.18(16) y
C41 C46 C1 110.48(16) y
C48 C47 C52 117.72(19) y
C48 C47 C44 121.39(18) y
C52 C47 C44 120.88(17) y
C49 C48 C47 120.8(2) y
C49 C48 H48 119.6 ?
C47 C48 H48 119.6 ?
C50 C49 C48 120.2(2) y
C50 C49 H49 119.9 ?
C48 C49 H49 119.9 ?
C49 C50 C51 120.1(2) y
C49 C50 C53 120.6(2) y
C51 C50 C53 119.2(2) y
C52 C51 C50 119.6(2) y
C52 C51 H51 120.2 ?
C50 C51 H51 120.2 ?
C51 C52 C47 121.5(2) y
C51 C52 H52 119.2 ?
C47 C52 H52 119.3 ?
N53 C53 C50 178.2(3) y
C61 O60 C65 109.7(2) y
O60 C61 C62 110.9(3) y
O60 C61 H61A 109.5 ?
C62 C61 H61A 109.5 ?
O60 C61 H61B 109.5 ?
C62 C61 H61B 109.5 ?
H61A C61 H61B 108 ?
O63 C62 C61 111.7(2) y
O63 C62 H62A 109.3 ?
C61 C62 H62A 109.3 ?
O63 C62 H62B 109.3 ?
C61 C62 H62B 109.3 ?
H62A C62 H62B 107.9 ?
C62 O63 C64 110.1(2) y
O63 C64 C65 110.4(3) y
O63 C64 H64A 109.6 ?
C65 C64 H64A 109.6 ?
O63 C64 H64B 109.6 ?
C65 C64 H64B 109.6 ?
H64A C64 H64B 108.1 ?
O60 C65 C64 110.3(3) y
O60 C65 H65A 109.6 ?
C64 C65 H65A 109.6 ?
O60 C65 H65B 109.6 ?
C64 C65 H65B 109.6 ?
H65A C65 H65B 108.1 ?
C67 O66 C71 104.1(3) y
O66 C67 C68 107.7(4) y
O66 C67 H67A 110.2 ?
C68 C67 H67A 110.2 ?
O66 C67 H67B 110.2 ?
C68 C67 H67B 110.2 ?
H67A C67 H67B 108.5 ?
O69 C68 C67 109.1(4) y
O69 C68 H68A 109.9 ?
C67 C68 H68A 109.9 ?
O69 C68 H68B 109.9 ?
C67 C68 H68B 109.9 ?
H68A C68 H68B 108.3 ?
C68 O69 C70 107.0(3) y
C71 C70 O69 107.8(4) y
C71 C70 H70A 110.1 ?
O69 C70 H70A 110.1 ?
C71 C70 H70B 110.1 ?
O69 C70 H70B 110.1 ?
H70A C70 H70B 108.4 ?
C70 C71 O66 106.6(3) y
C70 C71 H71A 110.4 ?
O66 C71 H71A 110.4 ?
C70 C71 H71B 110.4 ?
O66 C71 H71B 110.4 ?
H71A C71 H71B 108.6 ?
C73 O72 C77 109.3(2) y
O72 C73 C74 111.2(3) y
O72 C73 H73A 109.4 ?
C74 C73 H73A 109.4 ?
O72 C73 H73B 109.4 ?
C74 C73 H73B 109.4 ?
H73A C73 H73B 108 ?
O75 C74 C73 110.9(3) y
O75 C74 H74A 109.5 ?
C73 C74 H74A 109.4 ?
O75 C74 H74B 109.5 ?
C73 C74 H74B 109.5 ?
H74A C74 H74B 108 ?
C76 O75 C74 109.5(2) y
O75 C76 C77 110.3(3) y
O75 C76 H76A 109.6 ?
C77 C76 H76A 109.6 ?
O75 C76 H76B 109.6 ?
C77 C76 H76B 109.6 ?
H76A C76 H76B 108.1 ?
O72 C77 C76 111.5(3) y
O72 C77 H77A 109.3 ?
C76 C77 H77A 109.3 ?
O72 C77 H77B 109.3 ?
C76 C77 H77B 109.3 ?
H77A C77 H77B 108 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C46 1.519(2) y
C1 C28 1.525(2) y
C1 C2 1.527(2) y
C1 C20 1.528(2) y
C2 C7 1.373(2) y
C2 C3 1.398(2) y
C3 C4 1.386(2) y
C3 C15 1.468(2) y
C4 C5 1.386(3) y
C4 H4 0.94 ?
C5 C6 1.397(3) y
C5 H5 0.94 ?
C6 C7 1.396(2) y
C6 C8 1.477(3) y
C7 H7 0.94 ?
C8 C13 1.384(3) y
C8 C9 1.384(3) y
C9 C10 1.384(3) y
C9 H9 0.94 ?
C10 C11 1.383(4) y
C10 H10 0.94 ?
C11 C12 1.386(4) y
C11 C14 1.438(4) y
C12 C13 1.384(3) y
C12 H12 0.94 ?
C13 H13 0.94 ?
C14 N14 1.139(4) y
C15 C16 1.390(2) y
C15 C20 1.407(2) y
C16 C17 1.377(3) y
C16 H16 0.94 ?
C17 C18 1.402(3) y
C17 H17 0.94 ?
C18 C19 1.404(2) y
C18 C21 1.483(3) y
C19 C20 1.369(2) y
C19 H19 0.94 ?
C21 C26 1.380(3) y
C21 C22 1.393(3) y
C22 C23 1.373(3) y
C22 H22 0.94 ?
C23 C24 1.379(3) y
C23 H23 0.94 ?
C24 C25 1.384(3) y
C24 C27 1.437(3) y
C25 C26 1.382(3) y
C25 H25 0.9399 ?
C26 H26 0.94 ?
C27 N27 1.137(3) y
C28 C29 1.370(2) y
C28 C30 1.401(2) y
C29 C31 1.394(3) y
C29 H29 0.94 ?
C30 C33 1.384(3) y
C30 C41 1.471(3) y
C31 C32 1.405(3) y
C31 C34 1.477(3) y
C32 C33 1.377(3) y
C32 H32 0.94 ?
C33 H33 0.94 ?
C34 C35 1.390(3) y
C34 C39 1.402(3) y
C35 C36 1.379(3) y
C35 H35 0.94 ?
C36 C37 1.379(3) y
C36 H36 0.94 ?
C37 C38 1.395(3) y
C37 C40 1.441(3) y
C38 C39 1.373(3) y
C38 H38 0.94 ?
C39 H39 0.94 ?
C40 N40 1.131(3) y
C41 C42 1.395(2) y
C41 C46 1.400(2) y
C42 C43 1.379(3) y
C42 H42 0.94 ?
C43 C44 1.405(3) y
C43 H43 0.94 ?
C44 C45 1.396(2) y
C44 C47 1.481(3) y
C45 C46 1.379(3) y
C45 H45 0.94 ?
C47 C48 1.394(3) y
C47 C52 1.400(3) y
C48 C49 1.381(3) y
C48 H48 0.94 ?
C49 C50 1.379(3) y
C49 H49 0.94 ?
C50 C51 1.384(3) y
C50 C53 1.441(3) y
C51 C52 1.375(3) y
C51 H51 0.94 ?
C52 H52 0.94 ?
C53 N53 1.138(3) y
O60 C61 1.406(4) y
O60 C65 1.422(3) y
C61 C62 1.475(4) y
C61 H61a 0.98 ?
C61 H61b 0.98 ?
C62 O63 1.407(3) y
C62 H62a 0.98 ?
C62 H62b 0.98 ?
O63 C64 1.416(4) y
C64 C65 1.469(4) y
C64 H64a 0.98 ?
C64 H64b 0.98 ?
C65 H65a 0.98 ?
C65 H65b 0.98 ?
O66 C67 1.397(5) y
O66 C71 1.516(6) y
C67 C68 1.458(6) y
C67 H67a 0.98 ?
C67 H67b 0.98 ?
C68 O69 1.375(4) y
C68 H68a 0.98 ?
C68 H68b 0.98 ?
O69 C70 1.480(5) y
C70 C71 1.475(6) y
C70 H70a 0.98 ?
C70 H70b 0.98 ?
C71 H71a 0.98 ?
C71 H71b 0.98 ?
O72 C73 1.412(4) y
O72 C77 1.416(4) y
C73 C74 1.482(4) y
C73 H73a 0.98 ?
C73 H73b 0.98 ?
C74 O75 1.415(4) y
C74 H74a 0.98 ?
C74 H74b 0.98 ?
O75 C76 1.414(4) y
C76 C77 1.489(4) y
C76 H76a 0.98 ?
C76 H76b 0.98 ?
C77 H77a 0.98 ?
C77 H77b 0.98 ?
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_publ_flag
C46 C1 C2 C7 -45.4(2) y
C28 C1 C2 C7 68.4(2) y
C20 C1 C2 C7 -174.88(18) y
C46 C1 C2 C3 136.83(16) y
C28 C1 C2 C3 -109.36(17) y
C20 C1 C2 C3 7.38(18) y
C7 C2 C3 C4 -2.4(3) y
C1 C2 C3 C4 175.54(17) y
C7 C2 C3 C15 177.34(16) y
C1 C2 C3 C15 -4.8(2) y
C2 C3 C4 C5 1.2(3) y
C15 C3 C4 C5 -178.4(2) y
C3 C4 C5 C6 0.4(3) y
C4 C5 C6 C7 -1.0(3) y
C4 C5 C6 C8 178.95(19) y
C3 C2 C7 C6 1.8(3) y
C1 C2 C7 C6 -175.70(17) y
C5 C6 C7 C2 -0.2(3) y
C8 C6 C7 C2 179.93(17) y
C7 C6 C8 C13 39.0(3) y
C5 C6 C8 C13 -140.9(2) y
C7 C6 C8 C9 -140.5(2) y
C5 C6 C8 C9 39.6(3) y
C13 C8 C9 C10 -1.7(4) y
C6 C8 C9 C10 177.8(2) y
C8 C9 C10 C11 -0.5(4) y
C9 C10 C11 C12 1.9(4) y
C9 C10 C11 C14 -177.2(3) y
C10 C11 C12 C13 -1.1(4) y
C14 C11 C12 C13 178.0(3) y
C9 C8 C13 C12 2.4(3) y
C6 C8 C13 C12 -177.1(2) y
C11 C12 C13 C8 -1.0(4) y
C4 C3 C15 C16 -1.6(4) y
C2 C3 C15 C16 178.8(2) y
C4 C3 C15 C20 179.4(2) y
C2 C3 C15 C20 -0.3(2) y
C20 C15 C16 C17 0.4(3) y
C3 C15 C16 C17 -178.58(19) y
C15 C16 C17 C18 0.0(3) y
C16 C17 C18 C19 -0.2(3) y
C16 C17 C18 C21 176.25(19) y
C17 C18 C19 C20 0.0(3) y
C21 C18 C19 C20 -176.50(17) y
C18 C19 C20 C15 0.4(3) y
C18 C19 C20 C1 172.48(17) y
C16 C15 C20 C19 -0.6(3) y
C3 C15 C20 C19 178.61(17) y
C16 C15 C20 C1 -173.98(17) y
C3 C15 C20 C1 5.2(2) y
C46 C1 C20 C19 53.6(3) y
C28 C1 C20 C19 -63.1(2) y
C2 C1 C20 C19 179.64(18) y
C46 C1 C20 C15 -133.56(16) y
C28 C1 C20 C15 109.69(16) y
C2 C1 C20 C15 -7.55(18) y
C17 C18 C21 C26 147.4(2) y
C19 C18 C21 C26 -36.2(3) y
C17 C18 C21 C22 -35.4(3) y
C19 C18 C21 C22 141.0(2) y
C26 C21 C22 C23 0.1(3) y
C18 C21 C22 C23 -177.1(2) y
C21 C22 C23 C24 -0.3(3) y
C22 C23 C24 C25 0.4(3) y
C22 C23 C24 C27 179.8(2) y
C23 C24 C25 C26 -0.2(4) y
C27 C24 C25 C26 -179.6(2) y
C22 C21 C26 C25 0.0(3) y
C18 C21 C26 C25 177.3(2) y
C24 C25 C26 C21 0.1(4) y
C46 C1 C28 C29 -179.41(17) y
C2 C1 C28 C29 59.1(2) y
C20 C1 C28 C29 -52.0(2) y
C46 C1 C28 C30 0.40(18) y
C2 C1 C28 C30 -121.09(16) y
C20 C1 C28 C30 127.78(16) y
C30 C28 C29 C31 0.7(3) y
C1 C28 C29 C31 -179.50(16) y
C29 C28 C30 C33 -0.3(3) y
C1 C28 C30 C33 179.83(16) y
C29 C28 C30 C41 -179.82(16) y
C1 C28 C30 C41 0.36(19) y
C28 C29 C31 C32 -0.5(3) y
C28 C29 C31 C34 178.30(16) y
C29 C31 C32 C33 0.0(3) y
C34 C31 C32 C33 -178.81(18) y
C31 C32 C33 C30 0.4(3) y
C28 C30 C33 C32 -0.2(3) y
C41 C30 C33 C32 179.12(19) y
C29 C31 C34 C35 147.31(19) y
C32 C31 C34 C35 -33.9(3) y
C29 C31 C34 C39 -31.9(3) y
C32 C31 C34 C39 146.9(2) y
C39 C34 C35 C36 -1.2(3) y
C31 C34 C35 C36 179.56(19) y
C34 C35 C36 C37 0.8(3) y
C35 C36 C37 C38 0.1(3) y
C35 C36 C37 C40 -179.1(2) y
C36 C37 C38 C39 -0.6(3) y
C40 C37 C38 C39 178.6(2) y
C37 C38 C39 C34 0.2(3) y
C35 C34 C39 C38 0.7(3) y
C31 C34 C39 C38 179.98(19) y
C33 C30 C41 C42 -3.3(3) y
C28 C30 C41 C42 176.09(19) y
C33 C30 C41 C46 179.58(19) y
C28 C30 C41 C46 -1.1(2) y
C46 C41 C42 C43 0.7(3) y
C30 C41 C42 C43 -176.18(18) y
C41 C42 C43 C44 -0.1(3) y
C42 C43 C44 C45 -0.7(3) y
C42 C43 C44 C47 176.68(18) y
C43 C44 C45 C46 0.8(3) y
C47 C44 C45 C46 -176.44(16) y
C44 C45 C46 C41 -0.3(3) y
C44 C45 C46 C1 174.57(17) y
C42 C41 C46 C45 -0.5(3) y
C30 C41 C46 C45 177.00(16) y
C42 C41 C46 C1 -176.19(16) y
C30 C41 C46 C1 1.3(2) y
C28 C1 C46 C45 -176.34(17) y
C2 C1 C46 C45 -57.2(2) y
C20 C1 C46 C45 62.5(2) y
C28 C1 C46 C41 -1.06(18) y
C2 C1 C46 C41 118.13(16) y
C20 C1 C46 C41 -122.19(17) y
C45 C44 C47 C48 -150.31(19) y
C43 C44 C47 C48 32.4(3) y
C45 C44 C47 C52 30.6(3) y
C43 C44 C47 C52 -146.7(2) y
C52 C47 C48 C49 2.4(3) y
C44 C47 C48 C49 -176.79(19) y
C47 C48 C49 C50 -0.6(3) y
C48 C49 C50 C51 -1.4(3) y
C48 C49 C50 C53 176.5(2) y
C49 C50 C51 C52 1.6(3) y
C53 C50 C51 C52 -176.3(2) y
C50 C51 C52 C47 0.2(3) y
C48 C47 C52 C51 -2.2(3) y
C44 C47 C52 C51 177.0(2) y
C65 O60 C61 C62 -56.7(4) y
O60 C61 C62 O63 56.2(4) y
C61 C62 O63 C64 -55.8(4) y
C62 O63 C64 C65 57.3(4) y
C61 O60 C65 C64 58.6(4) y
O63 C64 C65 O60 -59.2(4) y
C71 O66 C67 C68 -67.6(5) y
O66 C67 C68 O69 70.7(5) y
C67 C68 O69 C70 -64.3(5) y
C68 O69 C70 C71 62.1(5) y
O69 C70 C71 O66 -62.1(5) y
C67 O66 C71 C70 65.4(5) y
C77 O72 C73 C74 56.6(4) y
O72 C73 C74 O75 -58.2(4) y
C73 C74 O75 C76 57.9(3) y
C74 O75 C76 C77 -57.5(3) y
C73 O72 C77 C76 -56.7(4) y
O75 C76 C77 O72 58.0(4) y
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139144302
