#------------------------------------------------------------------------------
#$Date: 2019-11-08 02:34:53 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224801 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/80/7058011.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_7058011
loop_
_publ_author_name
'Dong, Yujie'
'Qian, Jingyu'
'Liu, Yang'
'Zhu, Nianyong'
'Xu, Bin'
'Ho, Cheuk-Lam'
'Tian, Wenjing'
'Wong, Wai-Yeung'
_publ_section_title
;
 Imidazole-containing cyanostilbene-based molecules with
 aggregation-induced emission characteristics: photophysical and
 electroluminescent properties
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1844
_journal_paper_doi               10.1039/C8NJ04512G
_journal_volume                  43
_journal_year                    2019
_chemical_formula_sum            'C72 H54 N8 O2'
_chemical_formula_weight         1063.23
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-11-21 deposited with the CCDC.
2018-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                107.99(2)
_cell_angle_beta                 99.32(2)
_cell_angle_gamma                97.49(2)
_cell_formula_units_Z            1
_cell_length_a                   10.123(2)
_cell_length_b                   11.857(2)
_cell_length_c                   12.208(2)
_cell_measurement_reflns_used    4118
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.32
_cell_measurement_theta_min      2.50
_cell_volume                     1349.6(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0153
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9082
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.330
_diffrn_reflns_theta_min         2.093
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6835
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_description       block
_exptl_crystal_F_000             558
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.931
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     389
_refine_ls_number_reflns         6357
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      0.937
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0469
_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)+(0.0855P)²+0.6142P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1281
_refine_ls_wR_factor_ref         0.1400
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5207
_reflns_number_total             6357
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj04512g2.cif
_cod_data_source_block           wong0330wy
_cod_depositor_comments          'Adding full bibliography for 7058011.cif.'
_cod_original_cell_volume        1349.7(5)
_cod_database_code               7058011
_shelx_shelxl_version_number     2014/7
_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.
;
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
N1 N 0.36505(11) 0.81527(10) 0.32659(9) 0.0201(2) Uani 1 1 d . . . . .
N2 N 0.54518(11) 0.82326(10) 0.46478(9) 0.0190(2) Uani 1 1 d . . . . .
N3 N 1.07064(14) 0.88712(12) 0.95816(13) 0.0356(3) Uani 1 1 d . . . . .
N4 N 0.3602(2) 0.47794(18) 0.7977(2) 0.0835(8) Uani 1 1 d D . . . .
C1 C 0.40505(12) 0.80639(11) 0.43145(11) 0.0187(2) Uani 1 1 d . . . . .
C2 C 0.59690(12) 0.83942(11) 0.37025(11) 0.0192(2) Uani 1 1 d . . . . .
C3 C 0.48377(13) 0.83515(11) 0.28780(11) 0.0196(2) Uani 1 1 d . . . . .
C4 C 0.49464(13) 0.84312(12) 0.17482(11) 0.0225(3) Uani 1 1 d . . . . .
C5 C 0.37882(15) 0.83530(15) 0.08997(13) 0.0307(3) Uani 1 1 d . . . . .
H5 H 0.2914 0.8296 0.1089 0.037 Uiso 1 1 calc R U . . .
C6 C 0.39138(19) 0.8359(2) -0.02012(15) 0.0474(5) Uani 1 1 d . . . . .
H6 H 0.3126 0.8292 -0.0776 0.057 Uiso 1 1 calc R U . . .
C7 C 0.5201(2) 0.8463(2) -0.04754(16) 0.0544(5) Uani 1 1 d . . . . .
H7 H 0.5284 0.8462 -0.1240 0.065 Uiso 1 1 calc R U . . .
C8 C 0.63512(18) 0.85673(19) 0.03527(15) 0.0418(4) Uani 1 1 d . . . . .
H8 H 0.7220 0.8656 0.0157 0.050 Uiso 1 1 calc R U . . .
C9 C 0.62613(14) 0.85441(13) 0.14879(12) 0.0263(3) Uani 1 1 d . . . . .
C10 C 0.74564(14) 0.85969(12) 0.23689(12) 0.0244(3) Uani 1 1 d . . . . .
C11 C 0.73294(13) 0.85080(11) 0.34865(12) 0.0214(3) Uani 1 1 d . . . . .
C12 C 0.85053(14) 0.85241(13) 0.42909(13) 0.0268(3) Uani 1 1 d . . . . .
H12 H 0.8424 0.8459 0.5034 0.032 Uiso 1 1 calc R U . . .
C13 C 0.97720(14) 0.86330(14) 0.40143(14) 0.0318(3) Uani 1 1 d . . . . .
H13 H 1.0555 0.8643 0.4567 0.038 Uiso 1 1 calc R U . . .
C14 C 0.99085(15) 0.87288(15) 0.29300(15) 0.0347(3) Uani 1 1 d . . . . .
H14 H 1.0784 0.8803 0.2743 0.042 Uiso 1 1 calc R U . . .
C15 C 0.87772(15) 0.87166(15) 0.21273(14) 0.0326(3) Uani 1 1 d . . . . .
H15 H 0.8887 0.8791 0.1393 0.039 Uiso 1 1 calc R U . . .
C16 C 0.30933(13) 0.77614(12) 0.50143(11) 0.0204(3) Uani 1 1 d . . . . .
C17 C 0.20312(15) 0.67677(13) 0.44518(13) 0.0283(3) Uani 1 1 d . . . . .
H17 H 0.1990 0.6277 0.3663 0.034 Uiso 1 1 calc R U . . .
C18 C 0.10375(17) 0.64922(16) 0.50343(16) 0.0397(4) Uani 1 1 d . . . . .
H18 H 0.0323 0.5809 0.4648 0.048 Uiso 1 1 calc R U . . .
C19 C 0.10844(18) 0.72134(18) 0.61829(16) 0.0430(4) Uani 1 1 d . . . . .
H19 H 0.0396 0.7031 0.6579 0.052 Uiso 1 1 calc R U . . .
C20 C 0.21358(18) 0.81989(16) 0.67496(14) 0.0370(4) Uani 1 1 d . . . . .
H20 H 0.2164 0.8694 0.7534 0.044 Uiso 1 1 calc R U . . .
C21 C 0.31498(15) 0.84677(13) 0.61765(12) 0.0270(3) Uani 1 1 d . . . . .
H21 H 0.3882 0.9133 0.6576 0.032 Uiso 1 1 calc R U . . .
C22 C 0.61831(12) 0.79787(11) 0.56328(11) 0.0187(2) Uani 1 1 d . . . . .
C23 C 0.68920(14) 0.89076(12) 0.66436(12) 0.0228(3) Uani 1 1 d . . . . .
H23 H 0.6833 0.9722 0.6729 0.027 Uiso 1 1 calc R U . . .
C24 C 0.76923(13) 0.86346(11) 0.75337(11) 0.0217(3) Uani 1 1 d . . . . .
H24 H 0.8189 0.9269 0.8224 0.026 Uiso 1 1 calc R U . . .
C25 C 0.77717(12) 0.74386(11) 0.74218(10) 0.0181(2) Uani 1 1 d . . . . .
C26 C 0.70162(15) 0.65163(12) 0.64056(12) 0.0247(3) Uani 1 1 d . . . . .
H26 H 0.7050 0.5698 0.6323 0.030 Uiso 1 1 calc R U . . .
C27 C 0.62204(14) 0.67831(12) 0.55190(11) 0.0237(3) Uani 1 1 d . . . . .
H27 H 0.5702 0.6151 0.4836 0.028 Uiso 1 1 calc R U . . .
C28 C 0.86751(12) 0.71445(11) 0.83456(11) 0.0194(2) Uani 1 1 d . . . . .
C29 C 0.98133(13) 0.80967(12) 0.90478(11) 0.0226(3) Uani 1 1 d . . . . .
C30 C 0.84817(13) 0.60548(12) 0.84946(11) 0.0214(3) Uani 1 1 d . . . . .
H30 H 0.7683 0.5510 0.7997 0.026 Uiso 1 1 calc R U . . .
C31 C 0.92865(13) 0.55666(12) 0.92881(11) 0.0203(3) Uani 1 1 d . . . . .
C32 C 1.03329(14) 0.62440(12) 1.02615(11) 0.0232(3) Uani 1 1 d . . . . .
H32 H 1.0564 0.7095 1.0451 0.028 Uiso 1 1 calc R U . . .
C33 C 0.89642(14) 0.43120(12) 0.90486(11) 0.0234(3) Uani 1 1 d . . . . .
H33 H 0.8249 0.3835 0.8400 0.028 Uiso 1 1 calc R U . . .
C34 C 0.4786(2) 0.44459(16) 0.79356(18) 0.0495(5) Uani 1 1 d . . . . .
H34 H 0.5119 0.4090 0.8497 0.059 Uiso 1 1 calc R U . . .
C35 C 0.3038(13) 0.4587(5) 0.9005(11) 0.152(6) Uani 0.662(17) 1 d D . P A 1
H35A H 0.2157 0.4846 0.9006 0.228 Uiso 0.662(17) 1 calc R U P A 1
H35B H 0.2915 0.3728 0.8922 0.228 Uiso 0.662(17) 1 calc R U P A 1
H35C H 0.3679 0.5063 0.9749 0.228 Uiso 0.662(17) 1 calc R U P A 1
C36 C 0.2970(12) 0.5263(12) 0.7134(8) 0.185(7) Uani 0.662(17) 1 d D . P A 1
H36A H 0.2099 0.5457 0.7312 0.278 Uiso 0.662(17) 1 calc R U P A 1
H36B H 0.3570 0.5999 0.7171 0.278 Uiso 0.662(17) 1 calc R U P A 1
H36C H 0.2807 0.4666 0.6341 0.278 Uiso 0.662(17) 1 calc R U P A 1
C35' C 0.2272(13) 0.4440(11) 0.8211(18) 0.120(6) Uani 0.338(17) 1 d D . P A 2
H35D H 0.1707 0.5030 0.8118 0.180 Uiso 0.338(17) 1 calc R U P A 2
H35E H 0.1828 0.3637 0.7654 0.180 Uiso 0.338(17) 1 calc R U P A 2
H35F H 0.2382 0.4425 0.9019 0.180 Uiso 0.338(17) 1 calc R U P A 2
C36' C 0.325(2) 0.5514(16) 0.7167(13) 0.129(8) Uani 0.338(17) 1 d D . P A 2
H36D H 0.2364 0.5738 0.7233 0.194 Uiso 0.338(17) 1 calc R U P A 2
H36E H 0.3954 0.6248 0.7401 0.194 Uiso 0.338(17) 1 calc R U P A 2
H36F H 0.3220 0.5026 0.6349 0.194 Uiso 0.338(17) 1 calc R U P A 2
O1 O 0.54809(13) 0.45480(11) 0.72585(12) 0.0450(3) 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
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
H H 0.0000 0.0000 '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
C1 N1 C3 104.87(10) .
C1 N2 C2 106.28(10) .
C1 N2 C22 125.43(10) .
C2 N2 C22 126.53(10) .
C34 N4 C36 121.7(5) .
C34 N4 C35' 142.5(7) .
C34 N4 C35 112.0(6) .
C36 N4 C35 126.3(6) .
C34 N4 C36' 113.0(8) .
C35' N4 C36' 100.9(11) .
N1 C1 N2 112.48(11) .
N1 C1 C16 123.07(11) .
N2 C1 C16 124.39(11) .
C3 C2 N2 104.94(11) .
C3 C2 C11 122.73(11) .
N2 C2 C11 132.21(11) .
N1 C3 C2 111.38(11) .
N1 C3 C4 126.70(11) .
C2 C3 C4 121.81(12) .
C5 C4 C9 120.50(12) .
C5 C4 C3 121.58(12) .
C9 C4 C3 117.87(12) .
C6 C5 C4 120.36(14) .
C6 C5 H5 119.8 .
C4 C5 H5 119.8 .
C5 C6 C7 119.91(15) .
C5 C6 H6 120.0 .
C7 C6 H6 120.0 .
C8 C7 C6 120.58(15) .
C8 C7 H7 119.7 .
C6 C7 H7 119.7 .
C7 C8 C9 121.17(15) .
C7 C8 H8 119.4 .
C9 C8 H8 119.4 .
C8 C9 C4 117.46(13) .
C8 C9 C10 122.51(13) .
C4 C9 C10 120.01(12) .
C15 C10 C11 117.79(13) .
C15 C10 C9 120.80(13) .
C11 C10 C9 121.40(12) .
C12 C11 C10 119.30(12) .
C12 C11 C2 124.54(12) .
C10 C11 C2 116.16(11) .
C13 C12 C11 120.93(14) .
C13 C12 H12 119.5 .
C11 C12 H12 119.5 .
C12 C13 C14 120.24(14) .
C12 C13 H13 119.9 .
C14 C13 H13 119.9 .
C15 C14 C13 120.08(14) .
C15 C14 H14 120.0 .
C13 C14 H14 120.0 .
C14 C15 C10 121.65(14) .
C14 C15 H15 119.2 .
C10 C15 H15 119.2 .
C21 C16 C17 119.19(13) .
C21 C16 C1 122.94(12) .
C17 C16 C1 117.71(12) .
C18 C17 C16 120.49(14) .
C18 C17 H17 119.8 .
C16 C17 H17 119.8 .
C17 C18 C19 120.02(15) .
C17 C18 H18 120.0 .
C19 C18 H18 120.0 .
C20 C19 C18 119.92(15) .
C20 C19 H19 120.0 .
C18 C19 H19 120.0 .
C19 C20 C21 120.32(15) .
C19 C20 H20 119.8 .
C21 C20 H20 119.8 .
C20 C21 C16 120.03(14) .
C20 C21 H21 120.0 .
C16 C21 H21 120.0 .
C23 C22 C27 120.75(11) .
C23 C22 N2 120.83(11) .
C27 C22 N2 118.33(11) .
C22 C23 C24 119.32(12) .
C22 C23 H23 120.3 .
C24 C23 H23 120.3 .
C23 C24 C25 120.75(12) .
C23 C24 H24 119.6 .
C25 C24 H24 119.6 .
C24 C25 C26 118.73(11) .
C24 C25 C28 120.99(11) .
C26 C25 C28 120.26(11) .
C27 C26 C25 120.73(12) .
C27 C26 H26 119.6 .
C25 C26 H26 119.6 .
C26 C27 C22 119.68(12) .
C26 C27 H27 120.2 .
C22 C27 H27 120.2 .
C30 C28 C29 121.98(11) .
C30 C28 C25 123.05(11) .
C29 C28 C25 114.93(11) .
N3 C29 C28 177.89(14) .
C28 C30 C31 131.41(12) .
C28 C30 H30 114.3 .
C31 C30 H30 114.3 .
C32 C31 C33 117.75(11) .
C32 C31 C30 125.52(12) .
C33 C31 C30 116.74(11) .
C33 C32 C31 120.78(12) 2_767
C33 C32 H32 119.6 2_767
C31 C32 H32 119.6 .
C32 C33 C31 121.47(12) 2_767
C32 C33 H33 119.3 2_767
C31 C33 H33 119.3 .
O1 C34 N4 126.1(2) .
O1 C34 H34 117.0 .
N4 C34 H34 117.0 .
N4 C35 H35A 109.5 .
N4 C35 H35B 109.5 .
H35A C35 H35B 109.5 .
N4 C35 H35C 109.5 .
H35A C35 H35C 109.5 .
H35B C35 H35C 109.5 .
N4 C36 H36A 109.5 .
N4 C36 H36B 109.5 .
H36A C36 H36B 109.5 .
N4 C36 H36C 109.5 .
H36A C36 H36C 109.5 .
H36B C36 H36C 109.5 .
N4 C35' H35D 109.5 .
N4 C35' H35E 109.5 .
H35D C35' H35E 109.5 .
N4 C35' H35F 109.5 .
H35D C35' H35F 109.5 .
H35E C35' H35F 109.5 .
N4 C36' H36D 109.5 .
N4 C36' H36E 109.5 .
H36D C36' H36E 109.5 .
N4 C36' H36F 109.5 .
H36D C36' H36F 109.5 .
H36E C36' H36F 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.3191(15) .
N1 C3 1.3798(16) .
N2 C1 1.3808(16) .
N2 C2 1.3959(16) .
N2 C22 1.4415(15) .
N3 C29 1.1438(19) .
N4 C34 1.313(3) .
N4 C36 1.431(8) .
N4 C35' 1.453(8) .
N4 C35 1.526(7) .
N4 C36' 1.537(8) .
C1 C16 1.4712(18) .
C2 C3 1.3811(17) .
C2 C11 1.4407(17) .
C3 C4 1.4319(17) .
C4 C5 1.4054(19) .
C4 C9 1.4168(19) .
C5 C6 1.372(2) .
C5 H5 0.9500 .
C6 C7 1.396(3) .
C6 H6 0.9500 .
C7 C8 1.377(2) .
C7 H7 0.9500 .
C8 C9 1.412(2) .
C8 H8 0.9500 .
C9 C10 1.4634(19) .
C10 C15 1.4139(19) .
C10 C11 1.4251(19) .
C11 C12 1.4091(18) .
C12 C13 1.378(2) .
C12 H12 0.9500 .
C13 C14 1.390(2) .
C13 H13 0.9500 .
C14 C15 1.377(2) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 C21 1.3946(19) .
C16 C17 1.395(2) .
C17 C18 1.383(2) .
C17 H17 0.9500 .
C18 C19 1.388(3) .
C18 H18 0.9500 .
C19 C20 1.384(3) .
C19 H19 0.9500 .
C20 C21 1.389(2) .
C20 H20 0.9500 .
C21 H21 0.9500 .
C22 C23 1.3851(19) .
C22 C27 1.3872(18) .
C23 C24 1.3937(17) .
C23 H23 0.9500 .
C24 C25 1.3963(17) .
C24 H24 0.9500 .
C25 C26 1.3987(18) .
C25 C28 1.4905(16) .
C26 C27 1.3842(17) .
C26 H26 0.9500 .
C27 H27 0.9500 .
C28 C30 1.3534(18) .
C28 C29 1.4424(19) .
C30 C31 1.4666(17) .
C30 H30 0.9500 .
C31 C32 1.4001(18) .
C31 C33 1.4067(18) .
C32 C33 1.3861(17) 2_767
C32 H32 0.9500 .
C33 C32 1.3862(17) 2_767
C33 H33 0.9500 .
C34 O1 1.192(2) .
C34 H34 0.9500 .
C35 H35A 0.9800 .
C35 H35B 0.9800 .
C35 H35C 0.9800 .
C36 H36A 0.9800 .
C36 H36B 0.9800 .
C36 H36C 0.9800 .
C35' H35D 0.9800 .
C35' H35E 0.9800 .
C35' H35F 0.9800 .
C36' H36D 0.9800 .
C36' H36E 0.9800 .
C36' H36F 0.9800 .
