#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/80/1558093.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_1558093
loop_
_publ_author_name
'Samanta, Samaresh'
'Ray, Subir Kumar'
'Deolka, Shubham'
'Saha, Sudipta'
'K R, Pradeep'
'Bhowal, Rohit'
'Ghosh, Nirmalya'
'Chaudhuri, Debangshu'
_publ_section_title
;
 Safeguarding long-lived excitons from excimer traps in H-aggregated
 dye-assemblies.
;
_journal_issue                   22
_journal_name_full               'Chemical science'
_journal_page_first              5710
_journal_page_last               5715
_journal_paper_doi               10.1039/d0sc01784a
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C45 H44 N2 O4'
_chemical_formula_sum            'C45 H44 N2 O4'
_chemical_formula_weight         676.82
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-11-21
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-11-25 deposited with the CCDC.	2020-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.106(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   27.3782(16)
_cell_length_b                   16.4038(6)
_cell_length_c                   8.0743(4)
_cell_measurement_reflns_used    4337
_cell_measurement_temperature    293
_cell_measurement_theta_max      63.9810
_cell_measurement_theta_min      3.1250
_cell_volume                     3605.6(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      293.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -29.00 108.00   1.00   10.00    --   26.31  38.00 120.00  137
  2  ω     57.00 121.00   1.00   10.00    --   26.31 178.00-180.00   64
  3  ω    -12.00 102.00   1.00   10.00    --   26.31  57.00-120.00  114
  4  ω     20.00 147.00   1.00   10.00    --   67.16  45.00 -30.00  127
  5  ω    100.00 153.00   1.00   10.00    --   67.16 111.00   0.00   53
  6  ω     57.00 150.00   1.00   10.00    --   67.16 178.00 -60.00   93
  7  ω    102.00 153.00   1.00   10.00    --   67.16 101.00 136.00   51
  8  ω     57.00 150.00   1.00   10.00    --   67.16 178.00-180.00   93
  9  ω    100.00 153.00   1.00   10.00    --   67.16 111.00 -60.00   53
 10  ω    100.00 153.00   1.00   10.00    --   67.16 111.00  90.00   53
 11  ω     36.00 178.00   1.00   10.00    --  108.00  32.00-120.00  142
 12  ω    101.00 178.00   1.00   10.00    --  108.00 104.00  90.00   77
 13  ω    101.00 178.00   1.00   10.00    --  108.00 104.00 -60.00   77
 14  ω     29.00 145.00   1.00   10.00    --  108.00 -65.00 -60.00  116
 15  ω     86.00 178.00   1.00   10.00    --  108.00 138.00-180.00   92
 16  ω     25.00 178.00   1.00   10.00    --  108.00 -32.00 150.00  153
 17  ω     65.00 178.00   1.00   10.00    --  108.00  77.00 -90.00  113
 18  ω     21.00 113.00   1.00   10.00    --  108.00-104.00  30.00   92
 19  ω     21.00 113.00   1.00   10.00    --  108.00-104.00 150.00   92
 20  ω     86.00 178.00   1.00   10.00    --  108.00 138.00   0.00   92
 21  ω    101.00 178.00   1.00   10.00    --  108.00 104.00 150.00   77
 22  ω    101.00 178.00   1.00   10.00    --  108.00 104.00-150.00   77
 23  ω    -29.00  17.00   1.00   10.00    --   26.31 101.00 136.00   46
 24  ω    -55.00  82.00   1.00   10.00    --   26.31 -38.00-120.00  137
 25  ω    -50.00  64.00   1.00   10.00    --   26.31 -57.00 120.00  114
 26  ω     30.00 144.00   1.00   10.00    --   67.16  61.00-120.00  114
 27  ω     20.00 147.00   1.00   10.00    --   67.16  45.00-180.00  127
 28  ω    100.00 153.00   1.00   10.00    --   67.16 111.00 -90.00   53
 29  ω     20.00 147.00   1.00   10.00    --   67.16  45.00  90.00  127
 30  ω    100.00 153.00   1.00   10.00    --   67.16 111.00  30.00   53
 31  ω     24.00 152.00   1.00   10.00    --   67.16  77.00   0.00  128
 32  ω     65.00 151.00   1.00   10.00    --  108.00  77.00  30.00   86
 33  ω     65.00 178.00   1.00   10.00    --  108.00  77.00-120.00  113
 34  ω     21.00 113.00   1.00   10.00    --  108.00-104.00 -60.00   92
 35  ω     36.00 178.00   1.00   10.00    --  108.00  32.00 150.00  142
 36  ω     25.00 178.00   1.00   10.00    --  108.00  21.00  60.00  153
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0561212000
_diffrn_orient_matrix_UB_12      -0.0119402000
_diffrn_orient_matrix_UB_13      -0.0143333000
_diffrn_orient_matrix_UB_21      0.0073688000
_diffrn_orient_matrix_UB_22      -0.0888561000
_diffrn_orient_matrix_UB_23      0.0593648000
_diffrn_orient_matrix_UB_31      -0.0005367000
_diffrn_orient_matrix_UB_32      0.0280389000
_diffrn_orient_matrix_UB_33      0.1817858000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0606
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            33847
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        66.529
_diffrn_reflns_theta_max         66.529
_diffrn_reflns_theta_min         3.145
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.625
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60569
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'reddish red'
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_description       needle
_exptl_crystal_F_000             1440
_exptl_crystal_preparation       Solvothermal
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     463
_refine_ls_number_reflns         6280
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.1536
_refine_ls_R_factor_gt           0.0831
_refine_ls_shift/su_max          1.391
_refine_ls_shift/su_mean         0.056
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1847P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2492
_refine_ls_wR_factor_ref         0.3254
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2777
_reflns_number_total             6280
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0sc01784a2.cif
_cod_data_source_block           d@new
_cod_depositor_comments
;Adding full bibliography for 1558093.cif.

 Adding full bibliography for 1558093.cif.
;
_cod_database_code               1558093
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C H N O'
_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   0.940
_shelx_estimated_absorpt_t_min   0.940
_reflns_odcompleteness_completeness 97.58
_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 Ternary CH refined with riding coordinates:
 C33(H33)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C42(H42A,H42B), C41(H41A,H41B), C35(H35A,H35B), C40(H40A,H40B),
 C44(H44A,H44B), C43(H43A,H43B), C38(H38A,H38B), C36(H36A,H36B), C37(H37A,H37B),
  C34(H34A,H34B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C15(H15), C19(H19), C24(H24), C3(H3), C25(H25), C14(H14), C30(H30),
 C29(H29), C4(H4), C6(H6), C5(H5)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C45(H45A,H45B,H45C), C39(H39A,H39B,H39C)
;
_olex2_submission_original_sample_id D@New
_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 1.712
_oxdiff_exptl_absorpt_empirical_full_min 0.511
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O2 O 0.54702(12) 0.28638(17) 0.2116(4) 0.1075(9) Uani 1 1 d . . . . .
O1 O 0.50386(13) 0.02320(15) 0.2734(4) 0.1178(11) Uani 1 1 d . . . . .
N1 N 0.52587(13) 0.15512(18) 0.2449(4) 0.0884(9) Uani 1 1 d . . . . .
O4 O 0.16914(13) 0.2338(2) 0.8814(4) 0.1273(11) Uani 1 1 d . . . . .
O3 O 0.20288(13) 0.4942(2) 0.7395(5) 0.1327(12) Uani 1 1 d . . . . .
C17 C 0.39993(14) 0.23112(19) 0.4675(4) 0.0760(10) Uani 1 1 d . . . . .
N2 N 0.18484(15) 0.3648(2) 0.8112(5) 0.1090(12) Uani 1 1 d . . . . .
C13 C 0.44225(15) 0.20578(18) 0.3936(4) 0.0748(10) Uani 1 1 d . . . . .
C16 C 0.36745(14) 0.17181(19) 0.5229(4) 0.0770(10) Uani 1 1 d . . . . .
C22 C 0.31418(15) 0.2843(2) 0.6092(4) 0.0792(10) Uani 1 1 d . . . . .
C12 C 0.47478(15) 0.26396(19) 0.3388(4) 0.0798(10) Uani 1 1 d . . . . .
C18 C 0.39038(14) 0.31668(19) 0.4814(4) 0.0768(10) Uani 1 1 d . . . . .
C23 C 0.32384(15) 0.1990(2) 0.5997(4) 0.0797(10) Uani 1 1 d . . . . .
C9 C 0.51790(17) 0.2381(2) 0.2616(5) 0.0881(11) Uani 1 1 d . . . . .
C27 C 0.27106(15) 0.3106(2) 0.6785(4) 0.0829(11) Uani 1 1 d . . . . .
C20 C 0.46562(16) 0.3454(2) 0.3547(5) 0.0837(11) Uani 1 1 d . . . . .
H20 H 0.4872 0.3837 0.3187 0.100 Uiso 1 1 calc R . . . .
C21 C 0.34637(15) 0.3430(2) 0.5524(5) 0.0810(10) Uani 1 1 d . . . . .
C11 C 0.45169(16) 0.1219(2) 0.3770(5) 0.0833(11) Uani 1 1 d . . . . .
C15 C 0.37900(17) 0.0901(2) 0.5026(5) 0.0878(11) Uani 1 1 d . . . . .
H15 H 0.3583 0.0505 0.5386 0.105 Uiso 1 1 calc R . . . .
C19 C 0.42416(16) 0.3708(2) 0.4244(5) 0.0855(11) Uani 1 1 d . . . . .
H19 H 0.4185 0.4264 0.4336 0.103 Uiso 1 1 calc R . . . .
C24 C 0.29078(17) 0.1455(2) 0.6619(5) 0.0912(12) Uani 1 1 d . . . . .
H24 H 0.2962 0.0897 0.6547 0.109 Uiso 1 1 calc R . . . .
C26 C 0.23937(16) 0.2541(2) 0.7414(5) 0.0874(11) Uani 1 1 d . . . . .
C10 C 0.49475(17) 0.0952(2) 0.2969(5) 0.0912(12) Uani 1 1 d . . . . .
C3 C 0.61971(17) 0.1407(2) 0.4393(5) 0.0874(11) Uani 1 1 d . . . . .
H3 H 0.5917 0.1541 0.4890 0.105 Uiso 1 1 calc R . . . .
C25 C 0.25016(17) 0.1726(3) 0.7340(5) 0.0919(12) Uani 1 1 d . . . . .
H25 H 0.2298 0.1348 0.7783 0.110 Uiso 1 1 calc R . . . .
C7 C 0.61589(17) 0.1255(2) 0.2707(5) 0.0876(11) Uani 1 1 d . . . . .
C28 C 0.25966(17) 0.3941(2) 0.6818(5) 0.0927(12) Uani 1 1 d . . . . .
C14 C 0.42010(18) 0.0660(2) 0.4312(5) 0.0919(12) Uani 1 1 d . . . . .
H14 H 0.4264 0.0107 0.4196 0.110 Uiso 1 1 calc R . . . .
C30 C 0.33385(18) 0.4245(2) 0.5633(6) 0.0985(12) Uani 1 1 d . . . . .
H30 H 0.3551 0.4637 0.5289 0.118 Uiso 1 1 calc R . . . .
C2 C 0.66479(19) 0.1364(2) 0.5370(6) 0.0976(13) Uani 1 1 d . . . . .
C32 C 0.19536(19) 0.2820(3) 0.8164(6) 0.1024(13) Uani 1 1 d . . . . .
C29 C 0.29108(19) 0.4495(3) 0.6230(6) 0.1071(14) Uani 1 1 d . . . . .
H29 H 0.2834 0.5048 0.6234 0.129 Uiso 1 1 calc R . . . .
C31 C 0.21387(19) 0.4231(3) 0.7446(6) 0.1038(13) Uani 1 1 d . . . . .
C8 C 0.56779(19) 0.1299(3) 0.1604(6) 0.1046(14) Uani 1 1 d . . . . .
H8A H 0.5715 0.1678 0.0704 0.125 Uiso 1 1 calc R . . . .
H8B H 0.5609 0.0766 0.1112 0.125 Uiso 1 1 calc R . . . .
C4 C 0.7057(2) 0.1144(3) 0.4608(9) 0.1223(17) Uani 1 1 d . . . . .
H4 H 0.7360 0.1102 0.5239 0.147 Uiso 1 1 calc R . . . .
C6 C 0.6581(2) 0.1050(3) 0.1980(7) 0.1190(16) Uani 1 1 d . . . . .
H6 H 0.6563 0.0957 0.0839 0.143 Uiso 1 1 calc R . . . .
C5 C 0.7019(2) 0.0986(4) 0.2938(10) 0.1367(19) Uani 1 1 d . . . . .
H5 H 0.7298 0.0834 0.2448 0.164 Uiso 1 1 calc R . . . .
C1 C 0.6684(2) 0.1567(3) 0.7193(6) 0.1334(18) Uani 1 1 d . . . . .
H1A H 0.6553 0.2103 0.7334 0.200 Uiso 1 1 calc GR . . . .
H1B H 0.7022 0.1552 0.7654 0.200 Uiso 1 1 calc GR . . . .
H1C H 0.6499 0.1177 0.7757 0.200 Uiso 1 1 calc GR . . . .
C33 C 0.1400(3) 0.3944(4) 0.8960(11) 0.158(2) Uani 1 1 d . . . . .
H33 H 0.1285 0.3467 0.9536 0.189 Uiso 1 1 calc R . . . .
C42 C 0.0379(4) 0.3818(8) 0.5333(19) 0.263(5) Uani 1 1 d . . . . .
H42A H 0.0109 0.3791 0.6018 0.316 Uiso 1 1 calc R . . . .
H42B H 0.0412 0.4386 0.5024 0.316 Uiso 1 1 calc R . . . .
C41 C 0.0857(3) 0.3577(5) 0.6464(13) 0.198(3) Uani 1 1 d . . . . .
H41A H 0.0802 0.3053 0.6968 0.238 Uiso 1 1 calc R . . . .
H41B H 0.1119 0.3508 0.5759 0.238 Uiso 1 1 calc R . . . .
C35 C 0.1294(4) 0.4662(7) 1.1703(13) 0.229(4) Uani 1 1 d . . . . .
H35A H 0.1296 0.4124 1.2203 0.275 Uiso 1 1 calc R . . . .
H35B H 0.0957 0.4773 1.1265 0.275 Uiso 1 1 calc R . . . .
C40 C 0.1023(3) 0.4152(7) 0.7791(12) 0.200(3) Uani 1 1 d . . . . .
H40A H 0.1116 0.4651 0.7263 0.240 Uiso 1 1 calc R . . . .
H40B H 0.0741 0.4281 0.8378 0.240 Uiso 1 1 calc R . . . .
C44 C -0.0238(8) 0.3572(18) 0.282(3) 0.431(15) Uani 1 1 d . . . . .
H44A H -0.0461 0.3155 0.3140 0.518 Uiso 1 1 calc R . . . .
H44B H -0.0349 0.4076 0.3289 0.518 Uiso 1 1 calc R . . . .
C43 C 0.0236(4) 0.3389(10) 0.388(2) 0.315(8) Uani 1 1 d . . . . .
H43A H 0.0226 0.2818 0.4184 0.378 Uiso 1 1 calc R . . . .
H43B H 0.0498 0.3447 0.3169 0.378 Uiso 1 1 calc R . . . .
C38 C 0.1571(14) 0.6477(16) 1.442(5) 0.47(2) Uani 1 1 d . . . . .
H38A H 0.1249 0.6651 1.4667 0.563 Uiso 1 1 calc R . . . .
H38B H 0.1720 0.6156 1.5349 0.563 Uiso 1 1 calc R . . . .
C36 C 0.1409(8) 0.5205(11) 1.298(2) 0.380(13) Uani 1 1 d . . . . .
H36A H 0.1130 0.5199 1.3628 0.456 Uiso 1 1 calc R . . . .
H36B H 0.1679 0.4958 1.3683 0.456 Uiso 1 1 calc R . . . .
C45 C -0.0341(11) 0.3646(15) 0.143(5) 0.63(4) Uani 1 1 d . . . . .
H45A H -0.0271 0.3150 0.0872 0.949 Uiso 1 1 calc GR . . . .
H45B H -0.0155 0.4084 0.1022 0.949 Uiso 1 1 calc GR . . . .
H45C H -0.0686 0.3765 0.1221 0.949 Uiso 1 1 calc GR . . . .
C39 C 0.1807(10) 0.7025(17) 1.422(2) 0.421(17) Uani 1 1 d . . . . .
H39A H 0.1712 0.7251 1.3136 0.631 Uiso 1 1 calc GR . . . .
H39B H 0.2146 0.6863 1.4298 0.631 Uiso 1 1 calc GR . . . .
H39C H 0.1764 0.7427 1.5055 0.631 Uiso 1 1 calc GR . . . .
C37 C 0.1528(5) 0.5975(13) 1.285(2) 0.296(9) Uani 1 1 d . . . . .
H37A H 0.1285 0.6230 1.2058 0.355 Uiso 1 1 calc R . . . .
H37B H 0.1840 0.6001 1.2389 0.355 Uiso 1 1 calc R . . . .
C34 C 0.1552(3) 0.4603(5) 1.0387(10) 0.182(3) Uani 1 1 d . . . . .
H34A H 0.1891 0.4496 1.0810 0.218 Uiso 1 1 calc R . . . .
H34B H 0.1545 0.5134 0.9857 0.218 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 N1 C10 123.7(4) . . ?
C9 N1 C8 117.7(4) . . ?
C10 N1 C8 118.6(3) . . ?
C13 C17 C16 119.8(3) . . ?
C13 C17 C18 118.9(3) . . ?
C16 C17 C18 121.3(4) . . ?
C32 N2 C33 117.8(5) . . ?
C31 N2 C32 124.1(4) . . ?
C31 N2 C33 118.0(4) . . ?
C12 C13 C17 120.3(3) . . ?
C12 C13 C11 120.2(4) . . ?
C11 C13 C17 119.4(3) . . ?
C17 C16 C23 119.2(3) . . ?
C15 C16 C17 117.7(4) . . ?
C15 C16 C23 123.1(4) . . ?
C27 C22 C23 118.9(4) . . ?
C21 C22 C23 121.7(4) . . ?
C21 C22 C27 119.4(3) . . ?
C13 C12 C9 120.4(3) . . ?
C20 C12 C13 120.3(4) . . ?
C20 C12 C9 119.3(4) . . ?
C17 C18 C21 119.2(3) . . ?
C19 C18 C17 117.6(4) . . ?
C19 C18 C21 123.2(3) . . ?
C22 C23 C16 118.9(3) . . ?
C24 C23 C16 123.2(3) . . ?
C24 C23 C22 117.9(4) . . ?
O2 C9 N1 119.3(4) . . ?
O2 C9 C12 122.6(3) . . ?
N1 C9 C12 118.1(4) . . ?
C26 C27 C22 120.8(4) . . ?
C26 C27 C28 119.4(4) . . ?
C28 C27 C22 119.8(4) . . ?
C12 C20 H20 120.1 . . ?
C12 C20 C19 119.9(4) . . ?
C19 C20 H20 120.1 . . ?
C22 C21 C18 119.7(3) . . ?
C30 C21 C22 118.0(4) . . ?
C30 C21 C18 122.2(4) . . ?
C13 C11 C10 119.7(4) . . ?
C14 C11 C13 119.8(4) . . ?
C14 C11 C10 120.5(3) . . ?
C16 C15 H15 118.9 . . ?
C14 C15 C16 122.2(4) . . ?
C14 C15 H15 118.9 . . ?
C18 C19 H19 118.5 . . ?
C20 C19 C18 123.0(3) . . ?
C20 C19 H19 118.5 . . ?
C23 C24 H24 118.9 . . ?
C25 C24 C23 122.1(4) . . ?
C25 C24 H24 118.9 . . ?
C27 C26 C32 120.5(4) . . ?
C25 C26 C27 119.0(4) . . ?
C25 C26 C32 120.5(4) . . ?
O1 C10 N1 119.4(4) . . ?
O1 C10 C11 122.7(4) . . ?
N1 C10 C11 117.9(3) . . ?
C7 C3 H3 119.3 . . ?
C7 C3 C2 121.3(4) . . ?
C2 C3 H3 119.4 . . ?
C24 C25 H25 119.4 . . ?
C26 C25 C24 121.2(4) . . ?
C26 C25 H25 119.4 . . ?
C3 C7 C8 123.0(4) . . ?
C3 C7 C6 118.8(4) . . ?
C6 C7 C8 118.2(4) . . ?
C27 C28 C31 121.1(4) . . ?
C29 C28 C27 119.4(4) . . ?
C29 C28 C31 119.5(4) . . ?
C11 C14 C15 121.1(4) . . ?
C11 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C21 C30 H30 118.8 . . ?
C29 C30 C21 122.4(4) . . ?
C29 C30 H30 118.8 . . ?
C3 C2 C1 120.3(5) . . ?
C4 C2 C3 118.2(5) . . ?
C4 C2 C1 121.5(5) . . ?
O4 C32 N2 121.1(5) . . ?
O4 C32 C26 121.1(4) . . ?
N2 C32 C26 117.8(5) . . ?
C28 C29 C30 120.8(4) . . ?
C28 C29 H29 119.6 . . ?
C30 C29 H29 119.6 . . ?
O3 C31 N2 122.0(5) . . ?
O3 C31 C28 121.1(5) . . ?
N2 C31 C28 116.9(4) . . ?
N1 C8 C7 114.7(4) . . ?
N1 C8 H8A 108.6 . . ?
N1 C8 H8B 108.6 . . ?
C7 C8 H8A 108.6 . . ?
C7 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
C2 C4 H4 119.7 . . ?
C5 C4 C2 120.6(5) . . ?
C5 C4 H4 119.7 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0(5) . . ?
C5 C6 H6 120.0 . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(6) . . ?
C6 C5 H5 119.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.4 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C33 H33 105.7 . . ?
N2 C33 C34 111.9(5) . . ?
C40 C33 N2 110.5(7) . . ?
C40 C33 H33 105.6 . . ?
C40 C33 C34 116.6(7) . . ?
C34 C33 H33 105.7 . . ?
H42A C42 H42B 106.8 . . ?
C41 C42 H42A 107.2 . . ?
C41 C42 H42B 107.2 . . ?
C43 C42 H42A 107.1 . . ?
C43 C42 H42B 107.3 . . ?
C43 C42 C41 120.5(11) . . ?
C42 C41 H41A 108.2 . . ?
C42 C41 H41B 108.2 . . ?
H41A C41 H41B 107.4 . . ?
C40 C41 C42 116.1(9) . . ?
C40 C41 H41A 108.3 . . ?
C40 C41 H41B 108.3 . . ?
H35A C35 H35B 106.5 . . ?
C36 C35 H35A 106.5 . . ?
C36 C35 H35B 106.7 . . ?
C34 C35 H35A 106.6 . . ?
C34 C35 H35B 106.5 . . ?
C34 C35 C36 123.0(12) . . ?
C33 C40 C41 119.9(9) . . ?
C33 C40 H40A 107.3 . . ?
C33 C40 H40B 107.4 . . ?
C41 C40 H40A 107.4 . . ?
C41 C40 H40B 107.4 . . ?
H40A C40 H40B 106.9 . . ?
H44A C44 H44B 105.5 . . ?
C43 C44 H44A 103.7 . . ?
C43 C44 H44B 104.1 . . ?
C45 C44 H44A 102.8 . . ?
C45 C44 H44B 104.3 . . ?
C45 C44 C43 134(3) . . ?
C42 C43 C44 121.7(15) . . ?
C42 C43 H43A 107.0 . . ?
C42 C43 H43B 106.8 . . ?
C44 C43 H43A 107.3 . . ?
C44 C43 H43B 106.5 . . ?
H43A C43 H43B 106.7 . . ?
H38A C38 H38B 108.4 . . ?
C39 C38 H38A 110.5 . . ?
C39 C38 H38B 109.6 . . ?
C39 C38 C37 108(3) . . ?
C37 C38 H38A 110.1 . . ?
C37 C38 H38B 110.1 . . ?
C35 C36 H36A 105.4 . . ?
C35 C36 H36B 105.6 . . ?
H36A C36 H36B 106.1 . . ?
C37 C36 C35 127.2(17) . . ?
C37 C36 H36A 105.4 . . ?
C37 C36 H36B 105.7 . . ?
C44 C45 H45A 111.6 . . ?
C44 C45 H45B 109.1 . . ?
C44 C45 H45C 110.4 . . ?
H45A C45 H45B 108.1 . . ?
H45A C45 H45C 108.8 . . ?
H45B C45 H45C 108.9 . . ?
C38 C39 H39A 109.4 . . ?
C38 C39 H39B 110.2 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.2 . . ?
H39A C39 H39C 109.3 . . ?
H39B C39 H39C 109.3 . . ?
C38 C37 H37A 107.9 . . ?
C38 C37 H37B 108.0 . . ?
C36 C37 C38 117(2) . . ?
C36 C37 H37A 108.2 . . ?
C36 C37 H37B 107.8 . . ?
H37A C37 H37B 107.2 . . ?
C33 C34 H34A 107.4 . . ?
C33 C34 H34B 107.3 . . ?
C35 C34 C33 120.0(9) . . ?
C35 C34 H34A 107.3 . . ?
C35 C34 H34B 107.4 . . ?
H34A C34 H34B 106.9 . . ?
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
O2 C9 1.223(5) . ?
O1 C10 1.226(4) . ?
N1 C9 1.387(5) . ?
N1 C10 1.394(5) . ?
N1 C8 1.456(5) . ?
O4 C32 1.224(5) . ?
O3 C31 1.205(5) . ?
C17 C13 1.420(5) . ?
C17 C16 1.422(5) . ?
C17 C18 1.434(4) . ?
N2 C32 1.388(6) . ?
N2 C31 1.388(6) . ?
N2 C33 1.547(8) . ?
C13 C12 1.408(5) . ?
C13 C11 1.410(4) . ?
C16 C23 1.472(5) . ?
C16 C15 1.390(5) . ?
C22 C23 1.426(5) . ?
C22 C27 1.426(5) . ?
C22 C21 1.415(5) . ?
C12 C9 1.456(6) . ?
C12 C20 1.368(5) . ?
C18 C21 1.454(5) . ?
C18 C19 1.395(5) . ?
C23 C24 1.393(5) . ?
C27 C26 1.401(5) . ?
C27 C28 1.406(5) . ?
C20 H20 0.9300 . ?
C20 C19 1.384(6) . ?
C21 C30 1.384(5) . ?
C11 C10 1.471(6) . ?
C11 C14 1.363(5) . ?
C15 H15 0.9300 . ?
C15 C14 1.376(6) . ?
C19 H19 0.9300 . ?
C24 H24 0.9300 . ?
C24 C25 1.382(6) . ?
C26 C25 1.373(5) . ?
C26 C32 1.477(6) . ?
C3 H3 0.9300 . ?
C3 C7 1.377(5) . ?
C3 C2 1.394(6) . ?
C25 H25 0.9300 . ?
C7 C8 1.511(6) . ?
C7 C6 1.391(7) . ?
C28 C29 1.371(6) . ?
C28 C31 1.479(6) . ?
C14 H14 0.9300 . ?
C30 H30 0.9300 . ?
C30 C29 1.376(6) . ?
C2 C4 1.381(7) . ?
C2 C1 1.503(6) . ?
C29 H29 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C4 H4 0.9300 . ?
C4 C5 1.366(7) . ?
C6 H6 0.9300 . ?
C6 C5 1.362(7) . ?
C5 H5 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C33 H33 0.9800 . ?
C33 C40 1.366(9) . ?
C33 C34 1.602(10) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 C41 1.565(13) . ?
C42 C43 1.388(14) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C41 C40 1.463(10) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 C36 1.374(16) . ?
C35 C34 1.340(10) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 C43 1.505(18) . ?
C44 C45 1.14(4) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.13(3) . ?
C38 C37 1.50(3) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C36 C37 1.312(19) . ?
C45 H45A 0.9671 . ?
C45 H45B 0.9654 . ?
C45 H45C 0.9663 . ?
C39 H39A 0.9614 . ?
C39 H39B 0.9616 . ?
C39 H39C 0.9615 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168306392
