Side chain effects on the solid-state emission behaviours and mechano-fluorochromic activities of 10H-phenothiazinylbenzo[d]imidazoles
Jiang, Hao; Liu, Xiao-Jing; Jia, Ran-Rong; Xu, Tian-Hui; Xia, Min; RSC Advances 9 (2019) 30381–; doi:10.1039/C9RA05255K

data_7234179
_publ_section_title
;
 Side chain effects on the solid-state emission behaviours and
 mechano-fluorochromic activities of 10H-phenothiazinylbenzo[d]imidazoles
;
_journal_issue                   52
_journal_name_full               'RSC Advances'
_journal_page_first              30381
_journal_paper_doi               10.1039/C9RA05255K
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C34 H32 N4 S'
_chemical_formula_sum            'C34 H32 N4 S'
_chemical_formula_weight         528.69
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2019-01-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-06-03 deposited with the CCDC.    2019-09-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.842(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.5486(12)
_cell_length_b                   8.0467(7)
_cell_length_c                   31.393(4)
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.66
_cell_measurement_theta_min      2.54
_cell_volume                     2910.7(5)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 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    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      272.76
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            46567
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.056
_diffrn_reflns_theta_min         2.543
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.7088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0706 before and 0.0474 after correction.
The Ratio of minimum to maximum transmission is 0.9501.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_description       needle
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.576
_refine_diff_density_min         -0.535
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.278
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         8464
_refine_ls_number_restraints     213
_refine_ls_restrained_S_all      1.346
_refine_ls_R_factor_all          0.1493
_refine_ls_R_factor_gt           0.1046
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3239
_refine_ls_wR_factor_ref         0.3696
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4654
_reflns_number_total             8464
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ra05255k2.cif
_cod_data_source_block           190107_xm190102_0m_a
_cod_original_cell_volume        2910.8(5)
_cod_database_code               7234179
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.962
_shelx_estimated_absorpt_t_min   0.934
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C21-C20
 1.53 with sigma of 0.02
 C21-C22
 1.53 with sigma of 0.02
 C22-C23
 1.53 with sigma of 0.005
 C23-C24
 1.53 with sigma of 0.02
 C24-C25
 1.53 with sigma of 0.005
 C25-C26
 1.53 with sigma of 0.02
 C26-C27
 1.53 with sigma of 0.02
 C20-C22
 2.53 with sigma of 0.02
 C21-C23
 2.53 with sigma of 0.02
 C22-C24
 2.53 with sigma of 0.02
 C23-C25
 2.53 with sigma of 0.02
 C24-C26
 2.53 with sigma of 0.02
 C25-C27
 2.53 with sigma of 0.02
 C20A-C22
 2.53 with sigma of 0.02
 C20A-C21
 1.53 with sigma of 0.02
 C11-N3 \\sim C11-N3A
 with sigma of 0.02
 C15-N3 \\sim C15-N3A
 with sigma of 0.02
 N3-C20 \\sim N3A-C20A
 with sigma of 0.02
 C21-C20 \\sim C21-C20A
 with sigma of 0.02
 C11-C20 \\sim C11-C20A
 with sigma of 0.04
 C15-C20 \\sim C15-C20A
 with sigma of 0.04
 N3-C21 \\sim N3A-C21
 with sigma of 0.04
3. Rigid bond restraints
 C11, N3, C21, C20, C24, C23, C26, C27, C22, C25, C20A, N3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C11 \\sim N3 \\sim C20 \\sim C20A \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim
C25 \\sim C26 \\sim C27: within 3.8A with sigma of 0.04 and sigma for terminal
atoms of 0.08
5. Others
 Sof(S1A)=1-FVAR(1)
 Sof(S1)=FVAR(1)
 Sof(H21C)=Sof(H21D)=Sof(C20A)=Sof(H20C)=Sof(H20D)=Sof(N3A)=1-FVAR(2)
 Sof(N3)=Sof(H21A)=Sof(H21B)=Sof(C20)=Sof(H20A)=Sof(H20B)=FVAR(2)
6.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C21(H21C,H21D), C20(H20A,H20B), C24(H24A,H24B), C23(H23A,
 H23B), C26(H26A,H26B), C22(H22A,H22B), C25(H25A,H25B), C20A(H20C,H20D)
6.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C33(H33), C29(H29), C1(H1), C13(H13), C30(H30), C4(H4), C32(H32),
 C10(H10), C2(H2), C3(H3), C19(H19), C16(H16), C18(H18), C17(H17)
6.c Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C)
;
_shelx_res_checksum              65910
_olex2_submission_special_instructions 'No special instructions were received'