Piezochromism of cyanostilbene derivatives: a small structural alteration makes a big photophysical difference
Zhu, Chenfei; Li, Chengjian; Wen, Li; Song, Qingbao; Wang, Kai; Lv, Chunyan; Zhang, Yujiang; New Journal of Chemistry 45 (2021) 12895–12901; doi:10.1039/D1NJ01945G

data_7060802
_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         'C58 H54 N4 O6'
_chemical_formula_sum            'C58 H54 N4 O6'
_chemical_formula_weight         903.05
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 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                90
_cell_angle_beta                 104.8500(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   48.6981(16)
_cell_length_b                   10.7458(4)
_cell_length_c                   18.7001(7)
_cell_measurement_reflns_used    8223
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.032
_cell_measurement_theta_min      2.596
_cell_volume                     9458.9(6)
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_av_unetI/netI     0.0618
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       60
_diffrn_reflns_limit_h_min       -60
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            42749
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.396
_diffrn_reflns_theta_min         2.191
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1549 before and 0.0796 after correction. The Ratio of minimum to maximum transmission is 0.9039. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_description       block
_exptl_crystal_F_000             3824
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Hexane , Dichloromethane'
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     647
_refine_ls_number_reflns         9676
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0505
_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/[\s^2^(Fo^2^)+(0.0507P)^2^+6.6889P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1045
_refine_ls_wR_factor_ref         0.1320
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6252
_reflns_number_total             9676
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1nj01945g2.cif
_cod_data_source_block           p1_0m
_cod_depositor_comments
'Adding full bibliography for 7060801--7060802.cif.'
_cod_database_code               7060802
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.969
_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. Restrained distances
 C30-C60 \\sim C30-C62 \\sim C34-C33
 with sigma of 0.02
 C61-C60 \\sim C63-C62
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C30) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
4. Others
 Fixed Sof: C30(0.5) H30A(0.5) H30B(0.5) C62(0.5) H62A(0.5) H62B(0.5) C60(0.5)
 H60A(0.5) H60B(0.5) C63(0.5) H63A(0.5) H63B(0.5) H63C(0.5) C61(0.5) H61A(0.5)
 H61B(0.5) H61C(0.5) C59(0.5) H59A(0.5) H59B(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B), C34(H34A,H34B), C30(H30A,H30B), C62(H62A,H62B), C60(H60A,
 H60B), C59(H59A,H59B)
5.b Aromatic/amide H refined with riding coordinates:
 C50(H50), C53(H53), C23(H23), C44(H44), C28(H28), C57(H57), C19(H19),
 C25(H25), C40(H40), C41(H41), C43(H43), C36(H36), C46(H46), C20(H20), C49(H49),
  C13(H13), C17(H17), C12(H12), C16(H16), C54(H54), C56(H56), C48(H48), C7(H7),
 C10(H10), C2(H2), C9(H9), C5(H5), C4(H4)
5.c Idealised Me refined as rotating group:
 C51(H51A,H51B,H51C), C1(H1A,H1B,H1C), C14(H14A,H14B,H14C), C58(H58A,H58B,
 H58C), C35(H35A,H35B,H35C), C63(H63A,H63B,H63C), C61(H61A,H61B,H61C)
;
_olex2_submission_special_instructions 'No special instructions were received'