Engineering visible-to-ultraviolet emission switching of benzothiazole-based mechanoresponsive materials
Yoshino, Riku; Kobayashi, Kazuki; Yang, Peiyuan; Fukumoto, Hiroki; Yasui, Motohiro; Yamada, Shigeyuki; Konno, Tsutomu; Morita, Masato; CrystEngComm 27 (2025) 5398–5403; doi:10.1039/D5CE00379B

data_7250579
_publ_section_title
;
 Engineering visible-to-ultraviolet emission switching of
 benzothiazole-based mechanoresponsive materials
;
_journal_issue                   32
_journal_name_full               CrystEngComm
_journal_page_first              5398
_journal_page_last               5403
_journal_paper_doi               10.1039/D5CE00379B
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C19 H17 N S'
_chemical_formula_sum            'C19 H17 N S'
_chemical_formula_weight         291.39
_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             2024-11-29
_audit_creation_method
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-04-03 deposited with the CCDC.	2025-06-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 119.535(5)
_cell_angle_gamma                90
_cell_formula_units_Z            28
_cell_length_a                   17.7329(7)
_cell_length_b                   18.9012(4)
_cell_length_c                   37.5680(14)
_cell_measurement_reflns_used    34821
_cell_measurement_temperature    173
_cell_measurement_theta_max      29.7280
_cell_measurement_theta_min      3.0310
_cell_volume                     10955.5(8)
_computing_cell_refinement       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.118a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      173
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_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   -103.00  76.00   0.50   14.12    --  -13.20  55.00 120.00  358
  2  \w    -71.00  69.00   0.50   14.12    --  -13.20  37.00 150.00  280
  3  \w    -43.00 -17.00   0.50   14.12    --  -13.20  28.00  60.00   52
  4  \w    -35.00   1.00   0.50   14.12    --  -13.20   9.00  90.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): quarter-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0042146000
_diffrn_orient_matrix_UB_12      -0.0368856000
_diffrn_orient_matrix_UB_13      0.0039831000
_diffrn_orient_matrix_UB_21      0.0031625000
_diffrn_orient_matrix_UB_22      -0.0057694000
_diffrn_orient_matrix_UB_23      -0.0178771000
_diffrn_orient_matrix_UB_31      0.0456699000
_diffrn_orient_matrix_UB_32      0.0038162000
_diffrn_orient_matrix_UB_33      0.0116465000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0345
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            98966
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.803
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.91199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.118a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       needle
_exptl_crystal_F_000             4312
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.283
_exptl_crystal_size_min          0.169
_refine_diff_density_max         0.659
_refine_diff_density_min         -0.275
_refine_diff_density_rms         0.065
_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     1407
_refine_ls_number_reflns         25101
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1176
_refine_ls_R_factor_gt           0.0697
_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^)+(0.0868P)^2^+8.3351P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1888
_refine_ls_wR_factor_ref         0.2249
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13494
_reflns_number_total             25101
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00379b2.cif
_cod_data_source_block           t-bu-btz_poly_auto
_cod_depositor_comments
'Adding full bibliography for 7250578--7250579.cif.'
_cod_database_code               7250579
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C19H17NS
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C01C-C03Z \\sim C01C-C1
 with sigma of 0.02
 C01C-C041 \\sim C01C-C2
 with sigma of 0.02
 C01C-C043 \\sim C01C-C0
 with sigma of 0.02
 C02E-C03Y \\sim C02E-C3
 with sigma of 0.02
 C02E-C040 \\sim C02E-C5
 with sigma of 0.02
 C02E-C042 \\sim C02E-C4
 with sigma of 0.02
3. Others
 Sof(C0)=Sof(H0A)=Sof(H0B)=Sof(H0C)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=
 Sof(H2A)=Sof(H2B)=Sof(H2C)=1-FVAR(1)
 Sof(C03Z)=Sof(H03D)=Sof(H03E)=Sof(H03F)=Sof(C041)=Sof(H04G)=Sof(H04H)=
 Sof(H04I)=Sof(C043)=Sof(H04J)=Sof(H04K)=Sof(H04L)=FVAR(1)
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H4C)=Sof(C5)=
 Sof(H5A)=Sof(H5B)=Sof(H5C)=1-FVAR(2)
 Sof(C03Y)=Sof(H03A)=Sof(H03B)=Sof(H03C)=Sof(C040)=Sof(H04A)=Sof(H04B)=
 Sof(H04C)=Sof(C042)=Sof(H04D)=Sof(H04E)=Sof(H04F)=FVAR(2)
4.a Aromatic/amide H refined with riding coordinates:
 C00R(H00R), C00T(H00T), C00X(H00X), C018(H018), C01D(H01D), C01F(H01F),
 C01H(H01H), C01I(H01I), C01O(H01O), C01Q(H01Q), C01R(H01R), C01X(H01X),
 C01Z(H01Z), C020(H020), C027(H027), C028(H028), C029(H029), C02B(H02B),
 C02C(H02C), C02F(H02F), C02H(H02H), C02I(H02I), C02J(H02J), C02K(H02K),
 C02L(H02L), C02N(H02N), C02O(H02O), C02P(H02P), C02R(H02R), C02S(H02S),
 C02T(H02T), C02U(H02U), C02V(H02V), C02W(H02W), C02X(H02X), C02Y(H02Y),
 C02Z(H02Z), C030(H030), C031(H031), C032(H032), C033(H033), C034(H034),
 C035(H035), C036(H036), C037(H037), C038(H038), C039(H039), C03A(H03G),
 C03C(H03Z), C03D(H03T), C03E(H8), C03F(H03U), C03G(H9), C03H(H03), C03I(H1),
 C03J(H10)
4.b Idealised Me refined as rotating group:
 C03B(H03Q,H03R,H03S), C03K(H2,H,HA), C03L(H03H,H03I,H03J), C03M(H5,HB,HC),
 C03N(H03V,H03W,H03X), C03O(H3,HD,HE), C03P(H6,HF,HG), C03Q(H03K,H03L,H03M),
 C03R(H4,HH,HI), C03S(H7,HJ,HK), C03T(H03Y,HL,HM), C03U(H11,HN,HO), C03V(H12,HP,
 HQ), C03W(H03N,H03O,H03P), C03X(H13,HR,HS), C03Y(H03A,H03B,H03C), C03Z(H03D,
 H03E,H03F), C040(H04A,H04B,H04C), C041(H04G,H04H,H04I), C042(H04D,H04E,H04F),
 C043(H04J,H04K,H04L), C0(H0A,H0B,H0C), C1(H1A,H1B,H1C), C2(H2A,H2B,H2C),
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C)
;
_shelx_res_checksum              3445
_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 1.165
_oxdiff_exptl_absorpt_empirical_full_min 0.809