#------------------------------------------------------------------------------
#$Date: 2021-09-06 14:58:06 +0300 (Mon, 06 Sep 2021) $
#$Revision: 268838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/08/7060801.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_7060801
loop_
_publ_author_name
'Zhu, Chenfei'
'Li, Chengjian'
'Wen, Li'
'Song, Qingbao'
'Wang, Kai'
'Lv, Chunyan'
'Zhang, Yujiang'
_publ_section_title
;
 Piezochromism of cyanostilbene derivatives: a small structural alteration
 makes a big photophysical difference
;
_journal_issue                   29
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12895
_journal_page_last               12901
_journal_paper_doi               10.1039/D1NJ01945G
_journal_volume                  45
_journal_year                    2021
_chemical_formula_moiety         'C54 H46 N4 O2'
_chemical_formula_sum            'C54 H46 N4 O2'
_chemical_formula_weight         782.95
_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             2020-06-29
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-12-02 deposited with the CCDC.	2021-06-09 downloaded from the CCDC.
;
_cell_angle_alpha                106.265(2)
_cell_angle_beta                 99.813(2)
_cell_angle_gamma                97.972(2)
_cell_formula_units_Z            1
_cell_length_a                   9.6640(5)
_cell_length_b                   9.9563(5)
_cell_length_c                   11.7006(6)
_cell_measurement_reflns_used    5173
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.414
_cell_measurement_theta_min      2.380
_cell_volume                     1044.05(9)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12011
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.417
_diffrn_reflns_theta_min         2.181
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5555
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1306 before and 0.0630 after correction. The Ratio of minimum to maximum transmission is 0.7452. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_description       block
_exptl_crystal_F_000             414
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Hexane ?Dichloromethane'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.215
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4243
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0448
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0364P)²+0.4330P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1008
_refine_ls_wR_factor_ref         0.1184
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3300
_reflns_number_total             4243
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj01945g2.cif
_cod_data_source_block           p0_0m
_cod_depositor_comments
'Adding full bibliography for 7060801--7060802.cif.'
_cod_database_code               7060801
_shelx_shelxl_version_number     2018/3
_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   0.991
_shelx_estimated_absorpt_t_min   0.979
_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 Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C26(H26A,H26B)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C21(H21), C18(H18), C14(H14), C24(H24), C8(H8), C17(H17), C1(H1),
 C10(H10), C12(H12), C5(H5), C9(H9), C2(H2), C11(H11), C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_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
O1 O 0.38772(12) 0.26620(11) 0.79559(9) 0.0269(3) Uani 1 1 d . . . . .
N2 N 0.84888(15) 0.51028(13) 0.29548(12) 0.0259(3) Uani 1 1 d . . . . .
N1 N 0.62192(18) 0.84529(15) 0.83239(13) 0.0386(4) Uani 1 1 d . . . . .
C16 C 0.66929(16) 0.55726(16) 0.60717(13) 0.0212(3) Uani 1 1 d . . . . .
C15 C 0.68119(16) 0.66539(16) 0.55176(13) 0.0236(3) Uani 1 1 d . . . . .
H15 H 0.649961 0.751263 0.585795 0.028 Uiso 1 1 calc R . . . .
C13 C 0.78621(16) 0.52588(16) 0.39741(13) 0.0234(3) Uani 1 1 d . . . . .
C21 C 0.58061(16) 0.47593(16) 0.77105(13) 0.0239(3) Uani 1 1 d . . . . .
H21 H 0.577246 0.381166 0.721996 0.029 Uiso 1 1 calc R . . . .
C18 C 0.76896(17) 0.41577(16) 0.44924(14) 0.0257(3) Uani 1 1 d . . . . .
H18 H 0.796860 0.328545 0.413339 0.031 Uiso 1 1 calc R . . . .
C7 C 0.85187(17) 0.36858(16) 0.22200(13) 0.0232(3) Uani 1 1 d . . . . .
C14 C 0.73715(17) 0.64955(16) 0.44913(14) 0.0250(3) Uani 1 1 d . . . . .
H14 H 0.742443 0.723944 0.412986 0.030 Uiso 1 1 calc R . . . .
C23 C 0.44178(16) 0.37946(15) 0.89881(13) 0.0224(3) Uani 1 1 d . . . . .
C22 C 0.54135(16) 0.49043(16) 0.88810(13) 0.0222(3) Uani 1 1 d . . . . .
C19 C 0.62123(16) 0.58011(15) 0.72327(13) 0.0216(3) Uani 1 1 d . . . . .
C24 C 0.40096(16) 0.39062(16) 1.00835(13) 0.0226(3) Uani 1 1 d . . . . .
H24 H 0.332119 0.315789 1.013476 0.027 Uiso 1 1 calc R . . . .
C20 C 0.62004(17) 0.72682(17) 0.78601(13) 0.0256(3) Uani 1 1 d . . . . .
C6 C 0.93503(17) 0.62492(16) 0.27433(14) 0.0254(3) Uani 1 1 d . . . . .
C8 C 0.73217(17) 0.28802(17) 0.13414(14) 0.0278(4) Uani 1 1 d . . . . .
H8 H 0.647614 0.325792 0.122987 0.033 Uiso 1 1 calc R . . . .
C17 C 0.71214(17) 0.43147(16) 0.55160(14) 0.0253(3) Uani 1 1 d . . . . .
H17 H 0.702002 0.354858 0.584937 0.030 Uiso 1 1 calc R . . . .
C1 C 1.00665(18) 0.74862(17) 0.36755(15) 0.0289(4) Uani 1 1 d . . . . .
H1 H 0.996196 0.760342 0.448848 0.035 Uiso 1 1 calc R . . . .
C25 C 0.3157(2) 0.13694(16) 0.80842(14) 0.0307(4) Uani 1 1 d . . . . .
H25A H 0.225468 0.151626 0.834869 0.037 Uiso 1 1 calc R . . . .
H25B H 0.377187 0.108168 0.870555 0.037 Uiso 1 1 calc R . . . .
C10 C 0.85828(19) 0.09706(17) 0.07801(15) 0.0310(4) Uani 1 1 d . . . . .
H10 H 0.860960 0.004486 0.027960 0.037 Uiso 1 1 calc R . . . .
C12 C 0.97403(18) 0.31301(18) 0.23909(15) 0.0305(4) Uani 1 1 d . . . . .
H12 H 1.055800 0.367667 0.300247 0.037 Uiso 1 1 calc R . . . .
C26 C 0.2841(2) 0.02258(17) 0.68622(15) 0.0337(4) Uani 1 1 d . . . . .
H26A H 0.237740 -0.068158 0.694715 0.040 Uiso 1 1 calc R . . . .
H26B H 0.215160 0.049045 0.627479 0.040 Uiso 1 1 calc R . . . .
C5 C 0.9521(2) 0.61118(18) 0.15564(15) 0.0332(4) Uani 1 1 d . . . . .
H5 H 0.902382 0.528422 0.090680 0.040 Uiso 1 1 calc R . . . .
C9 C 0.73561(19) 0.15223(17) 0.06240(15) 0.0313(4) Uani 1 1 d . . . . .
H9 H 0.653232 0.096937 0.002267 0.038 Uiso 1 1 calc R . . . .
C2 C 1.09377(19) 0.85545(18) 0.34177(16) 0.0354(4) Uani 1 1 d . . . . .
H2 H 1.140986 0.940189 0.405657 0.042 Uiso 1 1 calc R . . . .
C11 C 0.97733(19) 0.17709(18) 0.16682(17) 0.0350(4) Uani 1 1 d . . . . .
H11 H 1.061592 0.138956 0.178408 0.042 Uiso 1 1 calc R . . . .
C3 C 1.1122(2) 0.83937(19) 0.22415(18) 0.0391(4) Uani 1 1 d . . . . .
H3 H 1.173080 0.911436 0.207211 0.047 Uiso 1 1 calc R . . . .
C4 C 1.0404(2) 0.71651(19) 0.13180(17) 0.0394(4) Uani 1 1 d . . . . .
H4 H 1.052092 0.704508 0.050782 0.047 Uiso 1 1 calc R . . . .
C27 C 0.4147(2) -0.0014(2) 0.63473(19) 0.0505(5) Uani 1 1 d . . . . .
H27A H 0.387233 -0.081065 0.558476 0.076 Uiso 1 1 calc GR . . . .
H27B H 0.485474 -0.023779 0.693658 0.076 Uiso 1 1 calc GR . . . .
H27C H 0.456322 0.085166 0.618607 0.076 Uiso 1 1 calc GR . . . .
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
C23 O1 C25 117.82(11) . . ?
C13 N2 C7 118.52(12) . . ?
C13 N2 C6 123.65(13) . . ?
C6 N2 C7 116.55(12) . . ?
C15 C16 C19 121.00(13) . . ?
C17 C16 C15 117.16(13) . . ?
C17 C16 C19 121.75(13) . . ?
C16 C15 H15 119.3 . . ?
C14 C15 C16 121.42(14) . . ?
C14 C15 H15 119.3 . . ?
C18 C13 N2 120.60(14) . . ?
C14 C13 N2 121.77(13) . . ?
C14 C13 C18 117.62(14) . . ?
C22 C21 H21 115.8 . . ?
C19 C21 H21 115.8 . . ?
C19 C21 C22 128.31(14) . . ?
C13 C18 H18 119.4 . . ?
C17 C18 C13 121.18(14) . . ?
C17 C18 H18 119.4 . . ?
C8 C7 N2 119.99(14) . . ?
C12 C7 N2 120.04(14) . . ?
C12 C7 C8 119.96(14) . . ?
C15 C14 C13 121.04(14) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
O1 C23 C22 116.09(13) . . ?
O1 C23 C24 123.62(13) . . ?
C24 C23 C22 120.27(14) . . ?
C23 C22 C21 118.83(13) . . ?
C24 C22 C21 123.10(14) 2_667 . ?
C24 C22 C23 118.07(13) 2_667 . ?
C21 C19 C16 124.97(14) . . ?
C21 C19 C20 120.42(13) . . ?
C20 C19 C16 114.62(12) . . ?
C23 C24 C22 121.65(14) . 2_667 ?
C23 C24 H24 119.2 . . ?
C22 C24 H24 119.2 2_667 . ?
N1 C20 C19 177.08(16) . . ?
C1 C6 N2 122.76(14) . . ?
C1 C6 C5 118.55(14) . . ?
C5 C6 N2 118.67(14) . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 119.99(15) . . ?
C9 C8 H8 120.0 . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.45(14) . . ?
C18 C17 H17 119.3 . . ?
C6 C1 H1 119.9 . . ?
C6 C1 C2 120.13(15) . . ?
C2 C1 H1 119.9 . . ?
O1 C25 H25A 110.1 . . ?
O1 C25 H25B 110.1 . . ?
O1 C25 C26 108.02(12) . . ?
H25A C25 H25B 108.4 . . ?
C26 C25 H25A 110.1 . . ?
C26 C25 H25B 110.1 . . ?
C9 C10 H10 120.1 . . ?
C9 C10 C11 119.72(15) . . ?
C11 C10 H10 120.1 . . ?
C7 C12 H12 120.0 . . ?
C7 C12 C11 119.92(15) . . ?
C11 C12 H12 120.0 . . ?
C25 C26 H26A 108.8 . . ?
C25 C26 H26B 108.8 . . ?
H26A C26 H26B 107.6 . . ?
C27 C26 C25 113.99(16) . . ?
C27 C26 H26A 108.8 . . ?
C27 C26 H26B 108.8 . . ?
C6 C5 H5 119.6 . . ?
C4 C5 C6 120.70(16) . . ?
C4 C5 H5 119.6 . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.23(15) . . ?
C10 C9 H9 119.9 . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.80(16) . . ?
C3 C2 H2 119.6 . . ?
C10 C11 C12 120.17(16) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C2 C3 H3 120.6 . . ?
C4 C3 C2 118.83(16) . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 120.97(16) . . ?
C5 C4 H4 119.5 . . ?
C3 C4 H4 119.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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
O1 C23 1.3645(17) . ?
O1 C25 1.4346(18) . ?
N2 C13 1.4078(19) . ?
N2 C7 1.4390(19) . ?
N2 C6 1.4219(19) . ?
N1 C20 1.148(2) . ?
C16 C15 1.405(2) . ?
C16 C19 1.478(2) . ?
C16 C17 1.394(2) . ?
C15 H15 0.9500 . ?
C15 C14 1.378(2) . ?
C13 C18 1.398(2) . ?
C13 C14 1.396(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.457(2) . ?
C21 C19 1.352(2) . ?
C18 H18 0.9500 . ?
C18 C17 1.380(2) . ?
C7 C8 1.383(2) . ?
C7 C12 1.379(2) . ?
C14 H14 0.9500 . ?
C23 C22 1.409(2) . ?
C23 C24 1.384(2) . ?
C22 C24 1.402(2) 2_667 ?
C19 C20 1.442(2) . ?
C24 H24 0.9500 . ?
C6 C1 1.393(2) . ?
C6 C5 1.397(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.386(2) . ?
C17 H17 0.9500 . ?
C1 H1 0.9500 . ?
C1 C2 1.396(2) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.509(2) . ?
C10 H10 0.9500 . ?
C10 C9 1.380(2) . ?
C10 C11 1.383(2) . ?
C12 H12 0.9500 . ?
C12 C11 1.388(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.508(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.379(2) . ?
C9 H9 0.9500 . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C11 H11 0.9500 . ?
C3 H3 0.9500 . ?
C3 C4 1.383(3) . ?
C4 H4 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
