Regulation and Mechanisms of Full-Visible-Spectrum Emission in Solid and Liquid States for D-π-A Cyanobenzene-Phenothiazine Fluorescent Molecules
Li, Wenhao; Niu, Mengyao; Zhu, Yi-Yun; Zhang, Man; Gao, Haoyu; Zhang, Xin-Chao; Yang, Bo; Wei, Donghui; Chen, Xuenian; Chemical Science  (2025) –; doi:10.1039/D5SC06095H

data_1576399
_publ_section_title
;
 Regulation and Mechanisms of Full-Visible-Spectrum Emission in Solid and
 Liquid States for D-\p-A Cyanobenzene-Phenothiazine Fluorescent Molecules
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC06095H
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H12 N2 S'
_chemical_formula_sum            'C19 H12 N2 S'
_chemical_formula_weight         300.37
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-03-12
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2025-07-21 deposited with the CCDC.	2025-12-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.530(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.4548(6)
_cell_length_b                   16.5184(11)
_cell_length_c                   19.6302(9)
_cell_measurement_reflns_used    6374
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.6130
_cell_measurement_theta_min      3.4660
_cell_volume                     3065.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.952
_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   -108.00 -35.00   1.00    2.50    --  -33.50 178.00 -60.00   73
  2  \w   -101.00 -13.00   1.00    2.50    --  -33.50 -37.00 120.00   88
  3  \w   -103.00 -16.00   1.00    2.50    --  -33.50 -37.00-120.00   87
  4  \w     61.00  92.00   1.00    2.50    --   36.47 178.00  90.00   31
  5  \w     77.00 103.00   1.00    2.50    --   36.47  57.00-150.00   26
  6  \w    103.00 128.00   1.00   12.50    --  108.00 -45.00-120.00   25
  7  \w     58.00  95.00   1.00   12.50    --  108.00-111.00 -90.00   37
  8  \w    101.00 170.00   1.00   12.50    --  108.00  77.00   0.00   69
  9  \w    151.00 176.00   1.00   12.50    --  108.00 111.00-180.00   25
 10  \w    108.00 135.00   1.00   12.50    --  108.00 111.00-180.00   27
 11  \w     99.00 128.00   1.00   12.50    --  108.00 -45.00-150.00   29
 12  \w     43.00 127.00   1.00   12.50    --  108.00 -61.00 -90.00   84
 13  \w     38.00  72.00   1.00   12.50    --  108.00 -45.00-150.00   34
 14  \w     42.00 128.00   1.00   12.50    --  108.00 -30.00  60.00   86
 15  \w     66.00 177.00   1.00   12.50    --  108.00  15.00 150.00  111
 16  \w     -6.00  36.00   1.00    5.50    --  -33.50  37.00 -90.00   42
 17  \w    -54.00 -27.00   1.00    5.50    --  -33.50  37.00 -90.00   27
 18  \w    -28.00  23.00   1.00    5.50    --  -33.50  37.00 -30.00   51
 19  \w    -77.00 -36.00   1.00    5.50    --  -33.50 178.00  30.00   41
 20  \w    -61.00 -19.00   1.00    5.50    --  -33.50 -63.00  40.18   42
 21  \w   -107.00 -66.00   1.00    5.50    --  -33.50 178.00-120.00   41
 22  \w     -2.00  23.00   1.00    5.50    --   36.47  95.00 171.21   25
 23  \w     25.00  69.00   1.00    5.50    --   36.47 -99.00  90.00   44
 24  \w     54.00 103.00   1.00   12.50    --  108.00-111.00 -60.00   49
 25  \w    135.00 178.00   1.00   12.50    --  108.00  45.00-120.00   43
 26  \w     75.00 109.00   1.00   12.50    --  108.00-111.00  60.00   34
 27  \w     89.00 165.00   1.00   12.50    --  108.00  45.00-180.00   76
 28  \w     93.00 118.00   1.00   12.50    --  108.00  61.00  90.00   25
 29  \w    147.00 173.00   1.00   12.50    --  108.00  61.00  90.00   26
 30  \w     57.00 105.00   1.00   12.50    --  108.00-111.00-150.00   48
 31  \w    103.00 126.00   1.00   12.50    --  108.00  45.00-120.00   23
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0465921000
_diffrn_orient_matrix_UB_12      0.0560653000
_diffrn_orient_matrix_UB_13      0.0588015000
_diffrn_orient_matrix_UB_21      -0.0894937000
_diffrn_orient_matrix_UB_22      -0.0499845000
_diffrn_orient_matrix_UB_23      0.0498773000
_diffrn_orient_matrix_UB_31      0.1280676000
_diffrn_orient_matrix_UB_32      -0.0552490000
_diffrn_orient_matrix_UB_33      0.0145033000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            20131
_diffrn_reflns_point_group_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.890
_diffrn_reflns_theta_min         3.497
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.835
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90154
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
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    1.302
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.219
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
;
 Flack x determined using 2455 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.029(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     769
_refine_ls_number_reflns         10859
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0782
_refine_ls_R_factor_gt           0.0566
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0811P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1488
_refine_ls_wR_factor_ref         0.1715
_reflns_Friedel_coverage         0.799
_reflns_Friedel_fraction_full    0.880
_reflns_Friedel_fraction_max     0.818
_reflns_number_gt                7747
_reflns_number_total             10859
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc06095h2.cif
_cod_data_source_block           202311323
_cod_database_code               1576399
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         C17H20N3O1S1
_shelx_estimated_absorpt_t_max   0.838
_shelx_estimated_absorpt_t_min   0.770
_reflns_odcompleteness_completeness 99.96
_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.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C16(H16),
 C19(H19), C18(H18), C17(H17), C6A(H6A), C5A(H5A), C4A(H4A), C3A(H3A), C8A(H8A),
  C9A(H9A), C10A(H10A), C11A(H11A), C16A(H16A), C17A(H17A), C18A(H18A),
 C19A(H19A), C3"(H3"), C4"(H4"), C5"(H5"), C6"(H6"), C8"(H8"), C9"(H9"),
 C10"(H10"), C11"(H11"), C16"(H16"), C17"(H17"), C18"(H18"), C19"(H19"),
 C3'(H3'), C4'(H4'), C5'(H5'), C6'(H6'), C8'(H8'), C9'(H9'), C10'(H10'),
 C11'(H11'), C16'(H16'), C17'(H17'), C18'(H18'), C19'(H19')
2.b Fitted hexagon refined as free rotating group:
 C16(C15,C14,C19,C18,C17), C2A(C7A,C6A,C5A,C4A,C3A)
;
_shelx_res_checksum              10008
_shelx_hkl_checksum              75304
_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 1.184
_oxdiff_exptl_absorpt_empirical_full_min 0.858