Multi-color mechanochromic luminescence of three polymorphic crystals of a donor‒acceptor-type benzothiadiazole derivative
Ito, Suguru; Nagai, Sayaka; Ubukata, Takashi; Tachikawa, Takashi; CrystEngComm 23 (2021) 5899–5907; doi:10.1039/D1CE00445J

data_7243040
_publ_section_title
;
 Multi-color mechanochromic luminescence of three polymorphic crystals of
 a donor--acceptor-type benzothiadiazole derivative
;
_journal_issue                   34
_journal_name_full               CrystEngComm
_journal_page_first              5899
_journal_page_last               5907
_journal_paper_doi               10.1039/D1CE00445J
_journal_volume                  23
_journal_year                    2021
_chemical_formula_moiety         'C31 H17 N4 S2'
_chemical_formula_sum            'C31 H20 N4 S2'
_chemical_formula_weight         512.63
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-02
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-03-25 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.208(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.5816(6)
_cell_length_b                   20.1048(7)
_cell_length_c                   6.9531(3)
_cell_measurement_reflns_used    13290
_cell_measurement_temperature    223
_cell_measurement_theta_max      75.9020
_cell_measurement_theta_min      3.3350
_cell_volume                     2447.60(16)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      223.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.811
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -82.00 -38.00   0.50    0.89    --    0.00 -38.00-180.00   88
  2  \w    -10.00  29.00   0.50    0.89    --    0.00 -77.00-180.00   78
  3  \w    -22.00  58.00   0.50    0.89    --    0.00  77.00 150.00  160
  4  \w    -18.00  85.00   0.50    0.89    --    0.00  77.00-120.00  206
  5  \w    -62.00 -36.00   0.50    0.89    --    0.00 -77.00-180.00   52
  6  \w     12.00 113.00   0.50    3.55    --   99.10 -30.00-180.00  202
  7  \w     97.00 122.00   0.50    3.55    --   99.10 -82.00  30.00   50
  8  \w     28.00 117.00   0.50    3.55    --   99.10 -15.00-150.00  178
  9  \w     41.00 130.00   0.50    3.55    --   99.10 -82.00 -30.00  178
 10  \w     76.00 173.00   0.50    3.55    --   99.10  15.00-150.00  194
 11  \w     80.00 162.00   0.50    3.55    --   99.10  15.00 120.00  164
 12  \w     17.00  44.00   0.50    3.55    --   99.10 -82.00  30.00   54
 13  \w     81.00 112.00   0.50    3.55    --   99.10  77.00-120.00   62
 14  \w    133.00 158.00   0.50    3.55    --   99.10  77.00-120.00   50
 15  \w     42.00 125.00   0.50    3.55    --   99.10 -82.00 150.00  166
 16  \w     95.00 130.00   0.50    3.55    --   99.10 -82.00-180.00   70
 17  \w     14.00 114.00   0.50    3.55    --   99.10 -30.00  30.00  200
 18  \w     17.00 120.00   0.50    3.55    --   99.10 -61.00 150.00  206
 19  \w     82.00 109.00   0.50    3.55    --   99.10 -82.00  60.00   54
 20  \w     96.00 124.00   0.50    3.55    --   99.10 -82.00-150.00   56
 21  \w     89.00 115.00   0.50    3.55    --   99.10 -82.00   0.00   52
 22  \w     14.00  94.00   0.50    3.55    --   99.10 -61.00 -30.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0741299000
_diffrn_orient_matrix_UB_12      -0.0395273000
_diffrn_orient_matrix_UB_13      -0.0518164000
_diffrn_orient_matrix_UB_21      0.0453365000
_diffrn_orient_matrix_UB_22      -0.0655810000
_diffrn_orient_matrix_UB_23      0.0214422000
_diffrn_orient_matrix_UB_31      -0.0140503000
_diffrn_orient_matrix_UB_32      -0.0030171000
_diffrn_orient_matrix_UB_33      0.2150878000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            23370
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.290
_diffrn_reflns_theta_min         2.524
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.195
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66081
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1064
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: chloroform/hexane'
_exptl_crystal_size_max          0.291
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.134
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     371
_refine_ls_number_reflns         5054
_refine_ls_number_restraints     337
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0609
_refine_ls_R_factor_gt           0.0538
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1044P)^2^+1.4154P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1617
_refine_ls_wR_factor_ref         0.1857
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4511
_reflns_number_total             5054
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce00445j2.cif
_cod_data_source_block           sna283
_cod_depositor_comments
'Adding full bibliography for 7243039--7243041.cif.'
_cod_database_code               7243040
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C31H20N4S2
_shelx_estimated_absorpt_t_max   0.757
_shelx_estimated_absorpt_t_min   0.568
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C25-C24 \\sim C25-C28 \\sim C25-C26
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C30)=Sof(C29)=Sof(C33)=Sof(S2)=1-FVAR(1)
 Sof(S3)=Sof(C32)=Sof(C31)=Sof(C34)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C9(H9), C6(H6), C8(H8), C27(H27), C26(H26), C7(H7), C11(H11),
 C15(H15), C17(H17), C14(H14), C18(H18), C13(H13), C21(H21), C12(H12), C20(H20),
  C19(H19)
;
_shelx_res_checksum              36499
_shelx_hkl_checksum              93488
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.927
_oxdiff_exptl_absorpt_empirical_full_min 0.541