#------------------------------------------------------------------------------
#$Date: 2025-03-04 21:04:26 +0200 (Tue, 04 Mar 2025) $
#$Revision: 298100 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/32/1573237.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_1573237
loop_
_publ_author_name
'Dai, Hui'
'Liang, Yaohui'
'Long, Xiang'
'Tang, Tianyi'
'Xie, Haozhi'
'Ma, Zhiwei'
'Li, Gaoyu'
'Yang, Zhan'
'Zhao, Juan'
'Chi, Zhenguo'
_publ_section_title
;
 An effective design strategy for thermally activated delayed fluorescence
 emitters with aggregation-induced emission to enable sky-blue OLEDs that
 achieve an EQE of nearly 30.
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              156
_journal_page_last               162
_journal_paper_doi               10.1039/d4sc06613h
_journal_volume                  16
_journal_year                    2024
_chemical_formula_moiety         'C37 H22 N2 O2'
_chemical_formula_sum            'C37 H22 N2 O2'
_chemical_formula_weight         526.56
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2024-04-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-09-27 deposited with the CCDC.	2024-11-18 downloaded from the CCDC.
;
_cell_angle_alpha                102.633(6)
_cell_angle_beta                 91.040(6)
_cell_angle_gamma                92.503(6)
_cell_formula_units_Z            2
_cell_length_a                   5.7116(5)
_cell_length_b                   12.3669(9)
_cell_length_c                   18.6670(14)
_cell_measurement_reflns_used    3285
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      32.3000
_cell_measurement_theta_min      3.0680
_cell_volume                     1284.87(18)
_computing_cell_refinement       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.92a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -14.00  12.00   1.00   75.00    --  -18.96 -77.00 -60.00   26
  2  ω    -97.00 -70.00   1.00   75.00    --  -18.96 178.00 -60.00   27
  3  ω    -29.00   7.00   1.00   75.00    --  -18.96 -77.00-150.00   36
  4  ω    -49.00  46.00   1.00   75.00    --   19.90 -57.00  60.00   95
  5  ω    -43.00  47.00   1.00   75.00    --   19.90 -57.00 -60.00   90
  6  ω     -1.00  90.00   1.00   75.00    --   19.90  57.00-150.00   91
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0164143000
_diffrn_orient_matrix_UB_12      0.0577626000
_diffrn_orient_matrix_UB_13      0.0058484000
_diffrn_orient_matrix_UB_21      0.1096089000
_diffrn_orient_matrix_UB_22      0.0111523000
_diffrn_orient_matrix_UB_23      0.0192852000
_diffrn_orient_matrix_UB_31      0.0563962000
_diffrn_orient_matrix_UB_32      0.0014739000
_diffrn_orient_matrix_UB_33      -0.0333385000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0990
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.884
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            14566
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.884
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.946
_diffrn_reflns_theta_min         2.490
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.92a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_description       block
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         8535
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.991
_refine_ls_R_factor_all          0.1437
_refine_ls_R_factor_gt           0.0737
_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)+(0.0691P)²+0.2868P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1950
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4629
_reflns_number_total             8535
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc06613h2.cif
_cod_data_source_block           a24032102a0843
_cod_depositor_comments
'Adding full bibliography for 1573236--1573237.cif.'
_cod_database_code               1573237
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C37H22N2O2
_chemical_oxdiff_usercomment     CHON
_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 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C15(H15), C16(H16), C20(H20), C21(H21), C22(H22), C23(H23), C26(H26), C27(H27),
  C30(H30), C33(H33), C34(H34), C35(H35), C36(H36)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.320
_oxdiff_exptl_absorpt_empirical_full_min 0.366
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
O1 O 0.7072(3) 0.51955(12) 0.09334(7) 0.0312(4) Uani 1 1 d . . . . .
O2 O 1.3190(3) 0.62902(13) 0.21116(8) 0.0384(4) Uani 1 1 d . . . . .
N1 N 0.4816(3) 0.28512(14) 0.25373(9) 0.0295(4) Uani 1 1 d . . . . .
N2 N -0.1347(3) 0.13708(14) 0.38389(9) 0.0285(4) Uani 1 1 d . . . . .
C1 C -0.0508(4) -0.16010(18) 0.30601(12) 0.0342(5) Uani 1 1 d . . . . .
H1 H 0.0649 -0.2131 0.3057 0.041 Uiso 1 1 calc R U . . .
C2 C -0.2597(4) -0.19123(19) 0.26703(12) 0.0354(5) Uani 1 1 d . . . . .
H2 H -0.2866 -0.2653 0.2397 0.042 Uiso 1 1 calc R U . . .
C3 C -0.4295(4) -0.1149(2) 0.26770(12) 0.0360(5) Uani 1 1 d . . . . .
H3 H -0.5739 -0.1366 0.2414 0.043 Uiso 1 1 calc R U . . .
C4 C -0.3889(4) -0.00615(19) 0.30691(11) 0.0315(5) Uani 1 1 d . . . . .
H4 H -0.5057 0.0464 0.3078 0.038 Uiso 1 1 calc R U . . .
C5 C -0.1781(4) 0.02488(16) 0.34457(10) 0.0254(4) Uani 1 1 d . . . . .
C6 C -0.0088(4) -0.05196(17) 0.34568(11) 0.0294(5) Uani 1 1 d . . . . .
H6 H 0.1338 -0.0308 0.3732 0.035 Uiso 1 1 calc R U . . .
C7 C -0.2296(4) 0.17863(17) 0.45271(10) 0.0287(5) Uani 1 1 d . . . . .
C8 C -0.4193(4) 0.13647(19) 0.48479(11) 0.0334(5) Uani 1 1 d . . . . .
H8 H -0.5034 0.0700 0.4609 0.040 Uiso 1 1 calc R U . . .
C9 C -0.4819(4) 0.1955(2) 0.55359(11) 0.0365(5) Uani 1 1 d . . . . .
H9 H -0.6128 0.1694 0.5768 0.044 Uiso 1 1 calc R U . . .
C10 C -0.3560(5) 0.2921(2) 0.58906(12) 0.0384(6) Uani 1 1 d . . . . .
H10 H -0.4018 0.3306 0.6361 0.046 Uiso 1 1 calc R U . . .
C11 C -0.1658(5) 0.33260(19) 0.55672(11) 0.0353(5) Uani 1 1 d . . . . .
H11 H -0.0809 0.3985 0.5812 0.042 Uiso 1 1 calc R U . . .
C12 C -0.0994(4) 0.27549(17) 0.48738(10) 0.0280(5) Uani 1 1 d . . . . .
C13 C 0.0537(4) 0.20795(16) 0.37480(10) 0.0260(4) Uani 1 1 d . . . . .
C14 C 0.0837(4) 0.29426(16) 0.43763(10) 0.0273(5) Uani 1 1 d . . . . .
C15 C 0.2564(4) 0.37851(18) 0.44181(11) 0.0317(5) Uani 1 1 d . . . . .
H15 H 0.2730 0.4362 0.4848 0.038 Uiso 1 1 calc R U . . .
C16 C 0.4041(4) 0.37899(17) 0.38395(11) 0.0307(5) Uani 1 1 d . . . . .
H16 H 0.5255 0.4349 0.3868 0.037 Uiso 1 1 calc R U . . .
C17 C 0.3682(4) 0.29414(17) 0.32115(10) 0.0274(5) Uani 1 1 d . . . . .
C18 C 0.1922(4) 0.20834(16) 0.31284(11) 0.0267(4) Uani 1 1 d . . . . .
C19 C 0.1918(4) 0.14730(17) 0.23674(10) 0.0280(5) Uani 1 1 d . . . . .
C20 C 0.0546(4) 0.05908(18) 0.19385(11) 0.0348(5) Uani 1 1 d . . . . .
H20 H -0.0731 0.0260 0.2146 0.042 Uiso 1 1 calc R U . . .
C21 C 0.1074(5) 0.0209(2) 0.12121(12) 0.0415(6) Uani 1 1 d . . . . .
H21 H 0.0126 -0.0378 0.0918 0.050 Uiso 1 1 calc R U . . .
C22 C 0.2965(5) 0.06644(19) 0.09013(12) 0.0421(6) Uani 1 1 d . . . . .
H22 H 0.3321 0.0367 0.0404 0.051 Uiso 1 1 calc R U . . .
C23 C 0.4335(5) 0.15458(19) 0.13070(12) 0.0373(6) Uani 1 1 d . . . . .
H23 H 0.5639 0.1854 0.1099 0.045 Uiso 1 1 calc R U . . .
C24 C 0.3736(4) 0.19635(17) 0.20295(11) 0.0293(5) Uani 1 1 d . . . . .
C25 C 0.6435(4) 0.36513(17) 0.23608(11) 0.0284(5) Uani 1 1 d . . . . .
C26 C 0.8458(4) 0.40109(18) 0.28003(11) 0.0308(5) Uani 1 1 d . . . . .
H26 H 0.8737 0.3738 0.3231 0.037 Uiso 1 1 calc R U . . .
C27 C 1.0030(4) 0.47582(17) 0.26050(10) 0.0304(5) Uani 1 1 d . . . . .
H27 H 1.1401 0.4998 0.2904 0.037 Uiso 1 1 calc R U . . .
C28 C 0.9659(4) 0.51767(17) 0.19741(10) 0.0269(4) Uani 1 1 d . . . . .
C29 C 0.7626(4) 0.48219(17) 0.15552(10) 0.0268(4) Uani 1 1 d . . . . .
C30 C 0.6010(4) 0.40644(17) 0.17423(11) 0.0290(5) Uani 1 1 d . . . . .
H30 H 0.4628 0.3833 0.1448 0.035 Uiso 1 1 calc R U . . .
C31 C 0.8624(4) 0.59306(17) 0.07080(11) 0.0284(5) Uani 1 1 d . . . . .
C32 C 1.0720(4) 0.63205(17) 0.10855(10) 0.0283(5) Uani 1 1 d . . . . .
C33 C 1.2192(5) 0.70590(18) 0.08075(12) 0.0354(5) Uani 1 1 d . . . . .
H33 H 1.3633 0.7335 0.1057 0.042 Uiso 1 1 calc R U . . .
C34 C 1.1555(5) 0.7385(2) 0.01750(12) 0.0413(6) Uani 1 1 d . . . . .
H34 H 1.2562 0.7882 -0.0012 0.050 Uiso 1 1 calc R U . . .
C35 C 0.9443(5) 0.69869(19) -0.01912(12) 0.0382(6) Uani 1 1 d . . . . .
H35 H 0.9015 0.7219 -0.0626 0.046 Uiso 1 1 calc R U . . .
C36 C 0.7958(4) 0.62574(18) 0.00706(11) 0.0342(5) Uani 1 1 d . . . . .
H36 H 0.6516 0.5986 -0.0180 0.041 Uiso 1 1 calc R U . . .
C37 C 1.1364(4) 0.59595(17) 0.17588(11) 0.0284(5) Uani 1 1 d . . . . .
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'
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
C29 O1 C31 118.73(18) . . ?
C17 N1 C25 125.70(18) . . ?
C24 N1 C17 108.22(18) . . ?
C24 N1 C25 124.94(16) . . ?
C7 N2 C5 122.52(17) . . ?
C13 N2 C5 126.32(16) . . ?
C13 N2 C7 108.10(18) . . ?
C2 C1 H1 119.8 . . ?
C2 C1 C6 120.5(2) . . ?
C6 C1 H1 119.8 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 N2 119.65(18) . . ?
C4 C5 C6 120.8(2) . . ?
C6 C5 N2 119.6(2) . . ?
C1 C6 H6 120.5 . . ?
C5 C6 C1 119.0(2) . . ?
C5 C6 H6 120.5 . . ?
N2 C7 C12 108.81(19) . . ?
C8 C7 N2 128.6(2) . . ?
C8 C7 C12 122.62(19) . . ?
C7 C8 H8 121.4 . . ?
C7 C8 C9 117.2(2) . . ?
C9 C8 H8 121.4 . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.2(2) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 H11 120.4 . . ?
C10 C11 C12 119.2(2) . . ?
C12 C11 H11 120.4 . . ?
C7 C12 C14 107.16(17) . . ?
C11 C12 C7 118.8(2) . . ?
C11 C12 C14 134.1(2) . . ?
N2 C13 C14 109.59(17) . . ?
N2 C13 C18 130.03(19) . . ?
C14 C13 C18 120.1(2) . . ?
C13 C14 C12 106.33(19) . . ?
C15 C14 C12 132.41(19) . . ?
C15 C14 C13 121.18(19) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 C14 120.6(2) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 121.2 . . ?
C15 C16 C17 117.5(2) . . ?
C17 C16 H16 121.2 . . ?
C16 C17 N1 126.8(2) . . ?
C16 C17 C18 124.50(19) . . ?
C18 C17 N1 108.43(18) . . ?
C13 C18 C19 136.6(2) . . ?
C17 C18 C13 115.90(19) . . ?
C17 C18 C19 107.27(18) . . ?
C20 C19 C18 135.1(2) . . ?
C20 C19 C24 118.40(18) . . ?
C24 C19 C18 106.48(19) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(2) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 119.3 . . ?
C20 C21 C22 121.4(2) . . ?
C22 C21 H21 119.3 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.9(2) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 121.2 . . ?
C22 C23 C24 117.7(2) . . ?
C24 C23 H23 121.2 . . ?
N1 C24 C19 109.55(17) . . ?
C23 C24 N1 128.1(2) . . ?
C23 C24 C19 122.3(2) . . ?
C26 C25 N1 120.73(18) . . ?
C30 C25 N1 119.1(2) . . ?
C30 C25 C26 120.1(2) . . ?
C25 C26 H26 120.2 . . ?
C27 C26 C25 119.58(19) . . ?
C27 C26 H26 120.2 . . ?
C26 C27 H27 119.3 . . ?
C26 C27 C28 121.4(2) . . ?
C28 C27 H27 119.3 . . ?
C27 C28 C37 121.3(2) . . ?
C29 C28 C27 117.9(2) . . ?
C29 C28 C37 120.79(18) . . ?
O1 C29 C28 122.58(19) . . ?
O1 C29 C30 115.8(2) . . ?
C28 C29 C30 121.67(18) . . ?
C25 C30 C29 119.3(2) . . ?
C25 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
O1 C31 C32 122.83(18) . . ?
O1 C31 C36 115.4(2) . . ?
C32 C31 C36 121.8(2) . . ?
C31 C32 C33 118.50(19) . . ?
C31 C32 C37 120.3(2) . . ?
C33 C32 C37 121.2(2) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 C32 120.2(2) . . ?
C34 C33 H33 119.9 . . ?
C33 C34 H34 119.9 . . ?
C33 C34 C35 120.2(2) . . ?
C35 C34 H34 119.9 . . ?
C34 C35 H35 119.6 . . ?
C36 C35 C34 120.8(2) . . ?
C36 C35 H35 119.6 . . ?
C31 C36 H36 120.8 . . ?
C35 C36 C31 118.5(2) . . ?
C35 C36 H36 120.8 . . ?
O2 C37 C28 122.88(19) . . ?
O2 C37 C32 122.4(2) . . ?
C28 C37 C32 114.7(2) . . ?
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
O1 C29 1.377(2) . ?
O1 C31 1.378(3) . ?
O2 C37 1.228(3) . ?
N1 C17 1.411(2) . ?
N1 C24 1.396(3) . ?
N1 C25 1.420(3) . ?
N2 C5 1.429(3) . ?
N2 C7 1.403(2) . ?
N2 C13 1.395(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.381(3) . ?
C1 C6 1.388(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(3) . ?
C5 C6 1.388(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.384(3) . ?
C7 C12 1.404(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.393(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.395(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.380(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.400(3) . ?
C12 C14 1.455(3) . ?
C13 C14 1.405(3) . ?
C13 C18 1.414(3) . ?
C14 C15 1.392(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.397(3) . ?
C17 C18 1.411(3) . ?
C18 C19 1.456(3) . ?
C19 C20 1.402(3) . ?
C19 C24 1.407(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.378(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.390(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.385(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.389(3) . ?
C25 C26 1.403(3) . ?
C25 C30 1.382(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.371(3) . ?
C27 H27 0.9500 . ?
C27 C28 1.402(3) . ?
C28 C29 1.388(3) . ?
C28 C37 1.466(3) . ?
C29 C30 1.389(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.390(3) . ?
C31 C36 1.390(3) . ?
C32 C33 1.402(3) . ?
C32 C37 1.469(3) . ?
C33 H33 0.9500 . ?
C33 C34 1.376(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.391(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.383(3) . ?
C36 H36 0.9500 . ?
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
O1 C29 C30 C25 -179.83(17) . . . . ?
O1 C31 C32 C33 179.40(17) . . . . ?
O1 C31 C32 C37 -0.4(3) . . . . ?
O1 C31 C36 C35 -179.44(18) . . . . ?
N1 C17 C18 C13 -177.41(16) . . . . ?
N1 C17 C18 C19 -2.3(2) . . . . ?
N1 C25 C26 C27 177.95(18) . . . . ?
N1 C25 C30 C29 -178.03(17) . . . . ?
N2 C5 C6 C1 -178.63(17) . . . . ?
N2 C7 C8 C9 -178.49(19) . . . . ?
N2 C7 C12 C11 178.89(17) . . . . ?
N2 C7 C12 C14 0.0(2) . . . . ?
N2 C13 C14 C12 -0.8(2) . . . . ?
N2 C13 C14 C15 -178.09(18) . . . . ?
N2 C13 C18 C17 178.44(19) . . . . ?
N2 C13 C18 C19 5.2(4) . . . . ?
C1 C2 C3 C4 0.8(3) . . . . ?
C2 C1 C6 C5 -1.1(3) . . . . ?
C2 C3 C4 C5 0.4(3) . . . . ?
C3 C4 C5 N2 178.96(17) . . . . ?
C3 C4 C5 C6 -2.0(3) . . . . ?
C4 C5 C6 C1 2.4(3) . . . . ?
C5 N2 C7 C8 -19.4(3) . . . . ?
C5 N2 C7 C12 160.86(18) . . . . ?
C5 N2 C13 C14 -159.62(18) . . . . ?
C5 N2 C13 C18 26.1(3) . . . . ?
C6 C1 C2 C3 -0.5(3) . . . . ?
C7 N2 C5 C4 78.1(2) . . . . ?
C7 N2 C5 C6 -100.9(2) . . . . ?
C7 N2 C13 C14 0.8(2) . . . . ?
C7 N2 C13 C18 -173.45(19) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
C7 C12 C14 C13 0.5(2) . . . . ?
C7 C12 C14 C15 177.4(2) . . . . ?
C8 C7 C12 C11 -0.9(3) . . . . ?
C8 C7 C12 C14 -179.79(19) . . . . ?
C8 C9 C10 C11 0.4(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 C7 0.2(3) . . . . ?
C10 C11 C12 C14 178.8(2) . . . . ?
C11 C12 C14 C13 -178.2(2) . . . . ?
C11 C12 C14 C15 -1.3(4) . . . . ?
C12 C7 C8 C9 1.2(3) . . . . ?
C12 C14 C15 C16 -176.7(2) . . . . ?
C13 N2 C5 C4 -124.1(2) . . . . ?
C13 N2 C5 C6 56.9(3) . . . . ?
C13 N2 C7 C8 179.3(2) . . . . ?
C13 N2 C7 C12 -0.5(2) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C13 C18 C19 C20 -2.5(4) . . . . ?
C13 C18 C19 C24 175.7(2) . . . . ?
C14 C13 C18 C17 4.7(3) . . . . ?
C14 C13 C18 C19 -168.5(2) . . . . ?
C14 C15 C16 C17 1.8(3) . . . . ?
C15 C16 C17 N1 173.09(19) . . . . ?
C15 C16 C17 C18 0.0(3) . . . . ?
C16 C17 C18 C13 -3.2(3) . . . . ?
C16 C17 C18 C19 171.90(18) . . . . ?
C17 N1 C24 C19 -0.2(2) . . . . ?
C17 N1 C24 C23 -177.2(2) . . . . ?
C17 N1 C25 C26 56.0(3) . . . . ?
C17 N1 C25 C30 -124.8(2) . . . . ?
C17 C18 C19 C20 -176.1(2) . . . . ?
C17 C18 C19 C24 2.1(2) . . . . ?
C18 C13 C14 C12 174.11(17) . . . . ?
C18 C13 C14 C15 -3.2(3) . . . . ?
C18 C19 C20 C21 -179.6(2) . . . . ?
C18 C19 C24 N1 -1.2(2) . . . . ?
C18 C19 C24 C23 175.99(19) . . . . ?
C19 C20 C21 C22 1.4(4) . . . . ?
C20 C19 C24 N1 177.38(17) . . . . ?
C20 C19 C24 C23 -5.5(3) . . . . ?
C20 C21 C22 C23 -2.2(4) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C22 C23 C24 N1 -178.8(2) . . . . ?
C22 C23 C24 C19 4.6(3) . . . . ?
C24 N1 C17 C16 -172.4(2) . . . . ?
C24 N1 C17 C18 1.6(2) . . . . ?
C24 N1 C25 C26 -137.7(2) . . . . ?
C24 N1 C25 C30 41.5(3) . . . . ?
C24 C19 C20 C21 2.4(3) . . . . ?
C25 N1 C17 C16 -4.2(3) . . . . ?
C25 N1 C17 C18 169.78(19) . . . . ?
C25 N1 C24 C19 -168.53(18) . . . . ?
C25 N1 C24 C23 14.5(3) . . . . ?
C25 C26 C27 C28 0.2(3) . . . . ?
C26 C25 C30 C29 1.1(3) . . . . ?
C26 C27 C28 C29 0.8(3) . . . . ?
C26 C27 C28 C37 -178.84(18) . . . . ?
C27 C28 C29 O1 178.84(17) . . . . ?
C27 C28 C29 C30 -0.9(3) . . . . ?
C27 C28 C37 O2 0.0(3) . . . . ?
C27 C28 C37 C32 -179.96(18) . . . . ?
C28 C29 C30 C25 -0.1(3) . . . . ?
C29 O1 C31 C32 -0.6(3) . . . . ?
C29 O1 C31 C36 179.12(17) . . . . ?
C29 C28 C37 O2 -179.6(2) . . . . ?
C29 C28 C37 C32 0.4(3) . . . . ?
C30 C25 C26 C27 -1.2(3) . . . . ?
C31 O1 C29 C28 1.6(3) . . . . ?
C31 O1 C29 C30 -178.64(17) . . . . ?
C31 C32 C33 C34 0.0(3) . . . . ?
C31 C32 C37 O2 -179.4(2) . . . . ?
C31 C32 C37 C28 0.5(3) . . . . ?
C32 C31 C36 C35 0.3(3) . . . . ?
C32 C33 C34 C35 0.3(3) . . . . ?
C33 C32 C37 O2 0.7(3) . . . . ?
C33 C32 C37 C28 -179.29(18) . . . . ?
C33 C34 C35 C36 -0.3(4) . . . . ?
C34 C35 C36 C31 0.0(3) . . . . ?
C36 C31 C32 C33 -0.3(3) . . . . ?
C36 C31 C32 C37 179.83(18) . . . . ?
C37 C28 C29 O1 -1.5(3) . . . . ?
C37 C28 C29 C30 178.77(18) . . . . ?
C37 C32 C33 C34 179.87(19) . . . . ?
