The odd–even effect of alkyl chain in organic room temperature phosphorescence luminogens and the corresponding in vivo imaging
Yang, Jie; Gao, Heqi; Wang, Yunsheng; Yu, Yun; Gong, Yanbin; Fang, Manman; Ding, Dan; Hu, Wenping; Tang, Ben Zhong; Li, Zhen; Materials Chemistry Frontiers 3 (2019) 1391–; doi:10.1039/C9QM00108E

data_1554644
_publ_section_title
;
 The odd--even effect of alkyl chain in organic room temperature
 phosphorescence luminogens and the corresponding in vivo imaging
;
_journal_issue                   7
_journal_name_full               'Materials Chemistry Frontiers'
_journal_page_first              1391
_journal_paper_doi               10.1039/C9QM00108E
_journal_volume                  3
_journal_year                    2019
_chemical_formula_moiety         'C16 H17 N O2 S'
_chemical_formula_sum            'C16 H17 N O2 S'
_chemical_formula_weight         287.36
_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     iterative
_audit_creation_date             2016-10-10
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2018-11-15 deposited with the CCDC.	2019-04-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 114.976(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.9325(7)
_cell_length_b                   9.4253(3)
_cell_length_c                   17.2146(6)
_cell_measurement_reflns_used    2387
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.7060
_cell_measurement_theta_min      5.1390
_cell_volume                     2784.59(19)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3376
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega -122.00   -4.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5605  -19.0000   30.0000 118

  2 omega  -37.00   27.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5605   37.0000 -150.0000 64

  3 omega   31.00   57.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.5605 -125.0000  -90.0000 26

  4 omega   46.00   72.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759  -30.0000    0.0000 26

  5 omega   39.00   98.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759  -45.0000    0.0000 59

  6 omega   49.00   90.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759  -30.0000  120.0000 41

  7 omega  126.00  168.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759   61.0000 -180.0000 42

  8 omega   69.00   98.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759  -45.0000   30.0000 29

  9 omega   79.00  177.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759   30.0000  -90.0000 98

 10 omega   58.00   84.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759  -30.0000 -180.0000 26

 11 omega   78.00  176.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759   61.0000  150.0000 98

 12 omega   32.00   59.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      105.8759  -30.0000 -120.0000 27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0821982000
_diffrn_orient_matrix_UB_12      -0.0189721000
_diffrn_orient_matrix_UB_13      0.0038343000
_diffrn_orient_matrix_UB_21      -0.0294301000
_diffrn_orient_matrix_UB_22      -0.1258797000
_diffrn_orient_matrix_UB_23      -0.0626631000
_diffrn_orient_matrix_UB_31      -0.0207061000
_diffrn_orient_matrix_UB_32      0.1026613000
_diffrn_orient_matrix_UB_33      -0.0761505000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0611
_diffrn_reflns_av_unetI/netI     0.0773
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10351
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.052
_diffrn_reflns_theta_min         5.142
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.069
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94229
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_F_000             1216
_refine_diff_density_max         0.259
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         4979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.956
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0435
_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^)+(0.0340P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0894
_refine_ls_wR_factor_ref         0.1002
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3557
_reflns_number_total             4979
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9qm00108e2.cif
_cod_data_source_block           whu-4
_cod_original_cell_volume        2784.58(19)
_cod_database_code               1554644
_shelxl_version_number           2014-1
_chemical_oxdiff_formula         'C H O N S'
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C34(H34A,H34B), C81(H81A,H81B), C90(H90A,H90B), C104(H10A,H10B),
 C105(H10C,H10D)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C24(H24), C32(H32), C48(H48), C51(H51), C66(H66), C70(H70),
 C75(H75), C78(H78), C79(H79), C84(H84), C92(H92), C94(H94), C110(H110),
 C119(H119), C121(H121)
2.c Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C67(H67A,H67B,H67C)
;
_shelx_res_checksum              88001
_shelx_hkl_checksum              70346
_olex2_submission_special_instructions 'No special instructions were received'