#------------------------------------------------------------------------------
#$Date: 2022-10-06 01:20:32 +0300 (Thu, 06 Oct 2022) $
#$Revision: 278370 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/56/7245619.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_7245619
loop_
_publ_author_name
'Zhang, Yuyang'
'Chen, Fuqiang'
'Zheng, Jie'
'Song, Zhongming'
'Wang, Yanping'
'Mao, Yueyuan'
'Tang, Jing'
'Guo, Jiahao'
'Wang, Xuchun'
_publ_section_title
;
 Aggregate emission behaviors and reversible mechanofluorochromic
 properties of α-cyanostilbene functionalized indolo[3,2-b]carbazole
 derivatives
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE01015A
_journal_year                    2022
_chemical_formula_moiety         'C39 H34 F3 N2'
_chemical_formula_sum            'C39 H34 F3 N2'
_chemical_formula_weight         587.68
_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             2022-03-11
_audit_creation_method
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_audit_update_record
;
2022-03-11 deposited with the CCDC.	2022-09-15 downloaded from the CCDC.
;
_cell_angle_alpha                101.9360(10)
_cell_angle_beta                 104.1170(10)
_cell_angle_gamma                101.9760(10)
_cell_formula_units_Z            2
_cell_length_a                   10.0055(2)
_cell_length_b                   13.0597(3)
_cell_length_c                   14.2217(3)
_cell_measurement_reflns_used    4728
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      74.47
_cell_measurement_theta_min      3.33
_cell_volume                     1696.84(6)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14629
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         74.466
_diffrn_reflns_theta_min         3.329
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.633
_exptl_absorpt_correction_T_max  0.0872
_exptl_absorpt_correction_T_min  0.0103
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0953 before and 0.0590 after correction.
The Ratio of minimum to maximum transmission is 0.1181.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             618
_refine_diff_density_max         3.923
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.256
_refine_ls_extinction_coef       0.008(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   2.743
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         6759
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      2.759
_refine_ls_R_factor_all          0.2793
_refine_ls_R_factor_gt           0.2604
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.5727
_refine_ls_wR_factor_ref         0.5992
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5024
_reflns_number_total             6759
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01015a2.cif
_cod_data_source_block           11
_cod_database_code               7245619
_shelx_shelxl_version_number     2016/6
_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.
;
_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. Uiso/Uaniso restraints and constraints
Uanis(C36) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Ternary CH refined with riding coordinates:
 C33(H33)
3.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C38(H38A,H38B), C37(H37A,H37B), C34(H34A,H34B), C36(H36A,H36B)
3.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C18(H18), C19(H19), C21(H21), C13(H13), C16(H16), C10(H10),
 C12(H12), C15(H15), C29(H29), C30(H30), C28(H28), C6(H6), C5(H5), C4(H4),
 C3(H3), C27(H27)
3.d Idealised Me refined as rotating group:
 C39(H39A,H39B,H39C), C35(H35A,H35B,H35C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
F3 F 0.3708(7) 0.4484(4) -0.8583(3) 0.1276(19) Uani 1 1 d . . . . .
F1 F 0.3940(9) 0.6153(4) -0.8397(3) 0.142(2) Uani 1 1 d . . . . .
F2 F 0.2283(6) 0.5166(9) -0.8012(5) 0.169(3) Uani 1 1 d . . . . .
N2 N 1.2666(5) 0.8248(4) 0.4690(3) 0.0757(12) Uani 1 1 d . . . . .
N1 N 0.9391(6) 0.5345(4) -0.3819(4) 0.0884(14) Uani 1 1 d . . . . .
C22 C 1.2451(6) 0.8251(5) 0.1205(4) 0.0765(13) Uani 1 1 d . . . . .
H22 H 1.263079 0.772355 0.071748 0.092 Uiso 1 1 calc R U . . .
C18 C 1.1116(6) 0.9501(5) 0.1633(4) 0.0739(13) Uani 1 1 d . . . . .
H18 H 1.039006 0.985161 0.144519 0.089 Uiso 1 1 calc R U . . .
C23 C 1.4017(6) 0.9631(5) 0.3986(4) 0.0712(12) Uani 1 1 d . . . . .
C14 C 1.0369(6) 0.8356(4) -0.0155(4) 0.0712(12) Uani 1 1 d . . . . .
C19 C 1.1957(6) 0.9791(4) 0.2631(4) 0.0742(13) Uani 1 1 d . . . . .
H19 H 1.179064 1.032612 0.311938 0.089 Uiso 1 1 calc R U . . .
C11 C 0.8504(6) 0.7614(4) -0.2132(4) 0.0730(12) Uani 1 1 d . . . . .
C8 C 0.7544(6) 0.6482(5) -0.3956(4) 0.0752(13) Uani 1 1 d . . . . .
C17 C 1.1317(6) 0.8708(5) 0.0901(4) 0.0730(12) Uani 1 1 d . . . . .
C21 C 1.3307(6) 0.8549(5) 0.2189(4) 0.0746(13) Uani 1 1 d . . . . .
H21 H 1.407936 0.823787 0.236688 0.090 Uiso 1 1 calc R U . . .
C24 C 1.3770(6) 0.9128(4) 0.4733(4) 0.0720(12) Uani 1 1 d . . . . .
C9 C 0.8582(6) 0.5874(5) -0.3851(4) 0.0782(14) Uani 1 1 d . . . . .
C13 C 0.8915(6) 0.8269(5) -0.0345(4) 0.0781(14) Uani 1 1 d . . . . .
H13 H 0.854242 0.845742 0.020130 0.094 Uiso 1 1 calc R U . . .
C7 C 0.6491(6) 0.6157(5) -0.4972(4) 0.0758(13) Uani 1 1 d . . . . .
C16 C 0.9973(6) 0.7718(5) -0.1947(4) 0.0767(13) Uani 1 1 d . . . . .
H16 H 1.034296 0.752984 -0.249409 0.092 Uiso 1 1 calc R U . . .
C10 C 0.7498(6) 0.7211(5) -0.3160(4) 0.0774(13) Uani 1 1 d . . . . .
H10 H 0.670430 0.751147 -0.327310 0.093 Uiso 1 1 calc R U . . .
C31 C 1.2952(6) 0.8032(5) 0.5621(4) 0.0752(13) Uani 1 1 d . . . . .
C20 C 1.3054(6) 0.9295(4) 0.2921(4) 0.0727(13) Uani 1 1 d . . . . .
C12 C 0.8000(6) 0.7909(5) -0.1323(4) 0.0793(14) Uani 1 1 d . . . . .
H12 H 0.701095 0.786563 -0.143793 0.095 Uiso 1 1 calc R U . . .
C15 C 1.0898(6) 0.8097(5) -0.0964(4) 0.0763(13) Uani 1 1 d . . . . .
H15 H 1.189531 0.817713 -0.084829 0.092 Uiso 1 1 calc R U . . .
C29 C 1.2687(6) 0.7128(5) 0.6884(4) 0.0774(13) Uani 1 1 d . . . . .
H29 H 1.218344 0.655619 0.708937 0.093 Uiso 1 1 calc R U . . .
C30 C 1.2181(6) 0.7198(5) 0.5905(4) 0.0782(14) Uani 1 1 d . . . . .
H30 H 1.133435 0.669101 0.544430 0.094 Uiso 1 1 calc R U . . .
C2 C 0.4602(7) 0.5609(5) -0.6926(5) 0.0827(15) Uani 1 1 d . . . . .
C28 C 1.3902(7) 0.7868(5) 0.7566(4) 0.0799(14) Uani 1 1 d . . . . .
H28 H 1.421109 0.780709 0.823367 0.096 Uiso 1 1 calc R U . . .
C6 C 0.6469(8) 0.5276(5) -0.5717(5) 0.0868(16) Uani 1 1 d . . . . .
H6 H 0.712116 0.485529 -0.556412 0.104 Uiso 1 1 calc R U . . .
C5 C 0.5525(9) 0.4994(6) -0.6673(5) 0.0935(18) Uani 1 1 d . . . . .
H5 H 0.551114 0.436992 -0.716115 0.112 Uiso 1 1 calc R U . . .
C4 C 0.5517(8) 0.6760(6) -0.5243(5) 0.0952(19) Uani 1 1 d . . . . .
H4 H 0.550257 0.736903 -0.475177 0.114 Uiso 1 1 calc R U . . .
C3 C 0.4589(8) 0.6493(7) -0.6197(5) 0.0947(18) Uani 1 1 d . . . . .
H3 H 0.393786 0.691132 -0.635778 0.114 Uiso 1 1 calc R U . . .
C1 C 0.3583(9) 0.5344(6) -0.7975(5) 0.0946(18) Uani 1 1 d . . . . .
C32 C 1.1462(6) 0.7564(5) 0.3822(4) 0.0821(15) Uani 1 1 d . . . . .
H32A H 1.125743 0.681091 0.388669 0.098 Uiso 1 1 calc R U . . .
H32B H 1.175401 0.755173 0.320389 0.098 Uiso 1 1 calc R U . . .
C38 C 0.7756(16) 0.5692(11) 0.1152(9) 0.154(5) Uani 1 1 d . . . . .
H38A H 0.687617 0.594121 0.101499 0.185 Uiso 1 1 calc R U . . .
H38B H 0.834448 0.593446 0.073034 0.185 Uiso 1 1 calc R U . . .
C33 C 1.0079(9) 0.7924(11) 0.3693(9) 0.137(4) Uani 1 1 d . . . . .
H33 H 1.023335 0.862970 0.351134 0.164 Uiso 1 1 calc R U . . .
C37 C 0.8634(14) 0.6089(13) 0.2316(9) 0.150(5) Uani 1 1 d . . . . .
H37A H 0.807340 0.567243 0.266587 0.180 Uiso 1 1 calc R U . . .
H37B H 0.953121 0.586405 0.238412 0.180 Uiso 1 1 calc R U . . .
C39 C 0.743(3) 0.4516(12) 0.1004(9) 0.185(8) Uani 1 1 d . . . . .
H39A H 0.825196 0.433504 0.139980 0.277 Uiso 1 1 calc R U . . .
H39B H 0.722417 0.415247 0.028869 0.277 Uiso 1 1 calc R U . . .
H39C H 0.659158 0.427157 0.122423 0.277 Uiso 1 1 calc R U . . .
C35 C 0.8356(15) 0.8722(12) 0.4417(16) 0.167(6) Uani 1 1 d . . . . .
H35A H 0.874762 0.940358 0.427164 0.250 Uiso 1 1 calc R U . . .
H35B H 0.815063 0.888331 0.506305 0.250 Uiso 1 1 calc R U . . .
H35C H 0.747062 0.830566 0.388138 0.250 Uiso 1 1 calc R U . . .
C34 C 0.9509(15) 0.8017(11) 0.4476(12) 0.144(4) Uani 1 1 d . . . . .
H34A H 1.029640 0.835842 0.511300 0.172 Uiso 1 1 calc R U . . .
H34B H 0.903922 0.727922 0.449574 0.172 Uiso 1 1 calc R U . . .
C36 C 0.8955(15) 0.7012(14) 0.2768(12) 0.168(5) Uani 1 1 d . U . . .
H36A H 0.804913 0.706926 0.291115 0.201 Uiso 1 1 calc R U . . .
H36B H 0.898038 0.736656 0.221797 0.201 Uiso 1 1 calc R U . . .
C26 C 1.4230(6) 0.8791(4) 0.6295(4) 0.0740(13) Uani 1 1 d . . . . .
C27 C 1.4684(6) 0.8707(5) 0.7284(4) 0.0753(13) Uani 1 1 d . . . . .
H27 H 1.551621 0.921663 0.775828 0.090 Uiso 1 1 calc R U . . .
C25 C 1.4757(6) 0.9495(4) 0.5724(4) 0.0728(12) 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 0.0181 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'
F F 0.0727 0.0534 '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
C24 N2 C32 128.9(5) . . ?
C31 N2 C24 108.1(4) . . ?
C31 N2 C32 122.7(5) . . ?
C17 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C21 C22 C17 121.8(5) . . ?
C19 C18 H18 119.3 . . ?
C19 C18 C17 121.3(5) . . ?
C17 C18 H18 119.3 . . ?
C24 C23 C20 124.3(5) . . ?
C25 C23 C24 116.5(5) 2_876 . ?
C25 C23 C20 119.2(5) 2_876 . ?
C13 C14 C17 119.6(5) . . ?
C15 C14 C17 121.6(5) . . ?
C15 C14 C13 118.8(5) . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.2(5) . . ?
C20 C19 H19 119.9 . . ?
C16 C11 C10 121.9(5) . . ?
C12 C11 C16 118.4(5) . . ?
C12 C11 C10 119.7(5) . . ?
C9 C8 C7 114.4(5) . . ?
C10 C8 C9 120.7(5) . . ?
C10 C8 C7 124.7(6) . . ?
C22 C17 C14 121.4(5) . . ?
C18 C17 C22 117.2(5) . . ?
C18 C17 C14 121.4(5) . . ?
C22 C21 H21 119.7 . . ?
C22 C21 C20 120.6(5) . . ?
C20 C21 H21 119.7 . . ?
N2 C24 C23 130.7(5) . . ?
N2 C24 C25 108.9(5) . . ?
C23 C24 C25 120.4(5) . . ?
N1 C9 C8 176.3(6) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 C14 120.8(5) . . ?
C12 C13 H13 119.6 . . ?
C6 C7 C8 121.4(5) . . ?
C6 C7 C4 116.8(5) . . ?
C4 C7 C8 121.7(5) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 C11 120.5(5) . . ?
C15 C16 H16 119.7 . . ?
C11 C10 H10 115.5 . . ?
C8 C10 C11 129.1(6) . . ?
C8 C10 H10 115.5 . . ?
N2 C31 C30 128.0(5) . . ?
N2 C31 C26 110.1(5) . . ?
C30 C31 C26 121.9(5) . . ?
C19 C20 C23 121.1(5) . . ?
C21 C20 C23 120.0(5) . . ?
C21 C20 C19 118.7(5) . . ?
C11 C12 C13 121.0(5) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C15 C16 120.4(5) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C30 C29 H29 119.2 . . ?
C28 C29 H29 119.2 . . ?
C28 C29 C30 121.6(5) . . ?
C31 C30 C29 117.9(5) . . ?
C31 C30 H30 121.0 . . ?
C29 C30 H30 121.0 . . ?
C5 C2 C3 119.4(6) . . ?
C5 C2 C1 122.0(6) . . ?
C3 C2 C1 118.7(6) . . ?
C29 C28 H28 119.7 . . ?
C29 C28 C27 120.7(5) . . ?
C27 C28 H28 119.7 . . ?
C7 C6 H6 119.2 . . ?
C5 C6 C7 121.6(6) . . ?
C5 C6 H6 119.2 . . ?
C2 C5 C6 120.5(6) . . ?
C2 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C4 H4 119.1 . . ?
C3 C4 C7 121.9(6) . . ?
C3 C4 H4 119.1 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(6) . . ?
C4 C3 H3 120.1 . . ?
F3 C1 F1 103.9(6) . . ?
F3 C1 C2 111.9(6) . . ?
F1 C1 C2 109.5(6) . . ?
F2 C1 F3 106.8(7) . . ?
F2 C1 F1 110.0(8) . . ?
F2 C1 C2 114.2(6) . . ?
N2 C32 H32A 108.5 . . ?
N2 C32 H32B 108.5 . . ?
N2 C32 C33 115.0(6) . . ?
H32A C32 H32B 107.5 . . ?
C33 C32 H32A 108.5 . . ?
C33 C32 H32B 108.5 . . ?
H38A C38 H38B 109.6 . . ?
C37 C38 H38A 111.8 . . ?
C37 C38 H38B 111.8 . . ?
C39 C38 H38A 111.8 . . ?
C39 C38 H38B 111.8 . . ?
C39 C38 C37 99.7(11) . . ?
C32 C33 H33 108.9 . . ?
C32 C33 C36 104.2(8) . . ?
C34 C33 C32 118.0(12) . . ?
C34 C33 H33 108.9 . . ?
C34 C33 C36 107.6(12) . . ?
C36 C33 H33 108.9 . . ?
C38 C37 H37A 107.1 . . ?
C38 C37 H37B 107.1 . . ?
H37A C37 H37B 106.8 . . ?
C36 C37 C38 121.1(16) . . ?
C36 C37 H37A 107.1 . . ?
C36 C37 H37B 107.1 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
C33 C34 C35 114.3(13) . . ?
C33 C34 H34A 108.7 . . ?
C33 C34 H34B 108.7 . . ?
C35 C34 H34A 108.7 . . ?
C35 C34 H34B 108.7 . . ?
H34A C34 H34B 107.6 . . ?
C33 C36 H36A 100.7 . . ?
C33 C36 H36B 100.7 . . ?
C37 C36 C33 144.6(16) . . ?
C37 C36 H36A 100.7 . . ?
C37 C36 H36B 100.7 . . ?
H36A C36 H36B 104.4 . . ?
C31 C26 C25 106.1(5) . . ?
C27 C26 C31 118.3(5) . . ?
C27 C26 C25 135.7(5) . . ?
C28 C27 C26 119.5(5) . . ?
C28 C27 H27 120.2 . . ?
C26 C27 H27 120.2 . . ?
C23 C25 C24 123.0(5) 2_876 . ?
C23 C25 C26 130.2(5) 2_876 . ?
C24 C25 C26 106.8(5) . . ?
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
F3 C1 1.317(10) . ?
F1 C1 1.347(9) . ?
F2 C1 1.259(11) . ?
N2 C24 1.398(7) . ?
N2 C31 1.385(7) . ?
N2 C32 1.464(6) . ?
N1 C9 1.168(8) . ?
C22 H22 0.9500 . ?
C22 C17 1.406(8) . ?
C22 C21 1.378(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.389(7) . ?
C18 C17 1.392(8) . ?
C23 C24 1.404(8) . ?
C23 C20 1.500(7) . ?
C23 C25 1.398(8) 2_876 ?
C14 C17 1.484(7) . ?
C14 C13 1.390(8) . ?
C14 C15 1.390(8) . ?
C19 H19 0.9500 . ?
C19 C20 1.407(8) . ?
C11 C16 1.401(8) . ?
C11 C10 1.473(7) . ?
C11 C12 1.382(8) . ?
C8 C9 1.430(9) . ?
C8 C7 1.482(7) . ?
C8 C10 1.338(8) . ?
C21 H21 0.9500 . ?
C21 C20 1.382(8) . ?
C24 C25 1.428(7) . ?
C13 H13 0.9500 . ?
C13 C12 1.387(7) . ?
C7 C6 1.386(8) . ?
C7 C4 1.406(9) . ?
C16 H16 0.9500 . ?
C16 C15 1.395(7) . ?
C10 H10 0.9500 . ?
C31 C30 1.389(8) . ?
C31 C26 1.421(7) . ?
C12 H12 0.9500 . ?
C15 H15 0.9500 . ?
C29 H29 0.9500 . ?
C29 C30 1.390(8) . ?
C29 C28 1.379(9) . ?
C30 H30 0.9500 . ?
C2 C5 1.376(10) . ?
C2 C3 1.388(10) . ?
C2 C1 1.512(9) . ?
C28 H28 0.9500 . ?
C28 C27 1.396(9) . ?
C6 H6 0.9500 . ?
C6 C5 1.378(8) . ?
C5 H5 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.370(9) . ?
C3 H3 0.9500 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C32 C33 1.533(13) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C38 C37 1.589(15) . ?
C38 C39 1.461(19) . ?
C33 H33 1.0000 . ?
C33 C34 1.364(18) . ?
C33 C36 1.578(15) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C36 1.178(19) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C35 C34 1.615(19) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C26 C27 1.404(7) . ?
C26 C25 1.449(8) . ?
C27 H27 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
N2 C24 C25 C23 -179.8(5) . . . 2_876 ?
N2 C24 C25 C26 0.9(6) . . . . ?
N2 C31 C30 C29 178.9(6) . . . . ?
N2 C31 C26 C27 179.2(5) . . . . ?
N2 C31 C26 C25 -1.1(7) . . . . ?
N2 C32 C33 C34 -56.9(14) . . . . ?
N2 C32 C33 C36 -176.1(10) . . . . ?
C22 C21 C20 C23 -178.5(5) . . . . ?
C22 C21 C20 C19 -3.6(9) . . . . ?
C18 C19 C20 C23 177.2(5) . . . . ?
C18 C19 C20 C21 2.4(8) . . . . ?
C23 C24 C25 C23 1.4(9) . . . 2_876 ?
C23 C24 C25 C26 -177.9(5) . . . . ?
C14 C13 C12 C11 0.9(10) . . . . ?
C19 C18 C17 C22 -3.1(9) . . . . ?
C19 C18 C17 C14 176.7(5) . . . . ?
C11 C16 C15 C14 1.2(9) . . . . ?
C8 C7 C6 C5 -177.7(7) . . . . ?
C8 C7 C4 C3 176.8(7) . . . . ?
C17 C22 C21 C20 1.5(9) . . . . ?
C17 C18 C19 C20 1.0(9) . . . . ?
C17 C14 C13 C12 -178.0(5) . . . . ?
C17 C14 C15 C16 176.9(5) . . . . ?
C21 C22 C17 C18 1.8(9) . . . . ?
C21 C22 C17 C14 -178.0(5) . . . . ?
C24 N2 C31 C30 -176.7(6) . . . . ?
C24 N2 C31 C26 1.7(7) . . . . ?
C24 N2 C32 C33 -93.8(10) . . . . ?
C24 C23 C20 C19 93.0(7) . . . . ?
C24 C23 C20 C21 -92.2(7) . . . . ?
C9 C8 C7 C6 5.1(8) . . . . ?
C9 C8 C7 C4 -171.6(6) . . . . ?
C9 C8 C10 C11 7.8(10) . . . . ?
C13 C14 C17 C22 142.2(6) . . . . ?
C13 C14 C17 C18 -37.6(8) . . . . ?
C13 C14 C15 C16 -2.3(9) . . . . ?
C7 C8 C10 C11 -178.0(6) . . . . ?
C7 C6 C5 C2 2.2(12) . . . . ?
C7 C4 C3 C2 -0.4(13) . . . . ?
C16 C11 C10 C8 32.6(9) . . . . ?
C16 C11 C12 C13 -2.0(9) . . . . ?
C10 C11 C16 C15 -179.6(5) . . . . ?
C10 C11 C12 C13 178.6(5) . . . . ?
C10 C8 C7 C6 -169.4(6) . . . . ?
C10 C8 C7 C4 13.9(10) . . . . ?
C31 N2 C24 C23 177.0(6) . . . . ?
C31 N2 C24 C25 -1.6(6) . . . . ?
C31 N2 C32 C33 92.7(9) . . . . ?
C31 C26 C27 C28 2.1(8) . . . . ?
C31 C26 C25 C23 -179.1(6) . . . 2_876 ?
C31 C26 C25 C24 0.1(6) . . . . ?
C20 C23 C24 N2 0.6(10) . . . . ?
C20 C23 C24 C25 179.2(5) . . . . ?
C12 C11 C16 C15 0.9(9) . . . . ?
C12 C11 C10 C8 -147.9(7) . . . . ?
C15 C14 C17 C22 -37.0(8) . . . . ?
C15 C14 C17 C18 143.2(6) . . . . ?
C15 C14 C13 C12 1.2(9) . . . . ?
C29 C28 C27 C26 -0.4(9) . . . . ?
C30 C31 C26 C27 -2.3(9) . . . . ?
C30 C31 C26 C25 177.4(6) . . . . ?
C30 C29 C28 C27 -1.2(9) . . . . ?
C28 C29 C30 C31 1.0(9) . . . . ?
C6 C7 C4 C3 0.0(11) . . . . ?
C5 C2 C3 C4 1.7(12) . . . . ?
C5 C2 C1 F3 -0.3(10) . . . . ?
C5 C2 C1 F1 -114.9(8) . . . . ?
C5 C2 C1 F2 121.3(9) . . . . ?
C4 C7 C6 C5 -0.9(11) . . . . ?
C3 C2 C5 C6 -2.6(11) . . . . ?
C3 C2 C1 F3 -179.6(7) . . . . ?
C3 C2 C1 F1 65.8(9) . . . . ?
C3 C2 C1 F2 -58.0(10) . . . . ?
C1 C2 C5 C6 178.1(7) . . . . ?
C1 C2 C3 C4 -179.0(7) . . . . ?
C32 N2 C24 C23 2.8(10) . . . . ?
C32 N2 C24 C25 -175.9(5) . . . . ?
C32 N2 C31 C30 -2.0(10) . . . . ?
C32 N2 C31 C26 176.4(5) . . . . ?
C32 C33 C34 C35 162.9(10) . . . . ?
C32 C33 C36 C37 28(3) . . . . ?
C38 C37 C36 C33 -153(2) . . . . ?
C39 C38 C37 C36 -170.7(17) . . . . ?
C34 C33 C36 C37 -98(3) . . . . ?
C36 C33 C34 C35 -79.7(15) . . . . ?
C26 C31 C30 C29 0.7(9) . . . . ?
C27 C26 C25 C23 0.5(11) . . . 2_876 ?
C27 C26 C25 C24 179.7(6) . . . . ?
C25 C23 C24 N2 -179.8(6) 2_876 . . . ?
C25 C23 C24 C25 -1.3(9) 2_876 . . . ?
C25 C23 C20 C19 -86.5(7) 2_876 . . . ?
C25 C23 C20 C21 88.3(7) 2_876 . . . ?
C25 C26 C27 C28 -177.5(6) . . . . ?
