Reversible Triplet Excitation Transfer in a Trimethylene-Linked Thioxanthone and Benzothiophene-2-Carboxanilide that Photochemically Expels Leaving Group Anions.
Ndzeidze, Gilbert N.; Li, Lingzi; Steinmetz, Mark G.; The Journal of organic chemistry 83 (2018) 8995–9007; doi:10.1021/acs.joc.8b01173

data_4035375
_publ_section_title
;
 Reversible Triplet Excitation Transfer in a Trimethylene-Linked
 Thioxanthone and Benzothiophene-2-Carboxanilide that Photochemically
 Expels Leaving Group Anions.
;
_journal_issue                   16
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              8995
_journal_page_last               9007
_journal_paper_doi               10.1021/acs.joc.8b01173
_journal_volume                  83
_journal_year                    2018
_chemical_formula_moiety         'C16 H18 O6 S'
_chemical_formula_sum            'C16 H18 O6 S'
_chemical_formula_weight         338.36
_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             2018-04-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.03 svn.r3497 for OlexSys, GUI svn.r5486)
;
_cell_angle_alpha                90
_cell_angle_beta                 101.3266(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.5505(3)
_cell_length_b                   10.3454(2)
_cell_length_c                   9.53748(17)
_cell_measurement_reflns_used    6731
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.6020
_cell_measurement_theta_min      5.0370
_cell_volume                     1601.22(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29c (Rigaku OD, 2017)'
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3756
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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    -66.00  32.00   1.00    1.00    --  -42.08  37.00 150.00   98
  2  \w     23.00  98.00   1.00    1.00    --   42.08-125.00   0.00   75
  3  \w     23.00  98.00   1.00    1.00    --   42.08-125.00 120.00   75
  4  \w     71.00 172.00   1.00    2.00    --  100.00  61.00  30.00  101
  5  \w     74.00 173.00   1.00    2.00    --  100.00  45.00 150.00   99
  6  \w     74.00 173.00   1.00    2.00    --  100.00  45.00-180.00   99
  7  \w     28.00 129.00   1.00    2.00    --  100.00 -61.00-120.00  101
  8  \w     24.00 133.00   1.00    2.00    --  100.00 -77.00 -60.00  109
  9  \w     27.00 121.00   1.00    2.00    --  100.00-125.00 -90.00   94
 10  \w   -118.00 -10.00   1.00    1.00    --  -42.08 -76.00 -83.00  108
 11  \w   -118.00  -9.00   1.00    1.00    --  -42.08 -77.00  30.00  109
 12  \w   -118.00  -9.00   1.00    1.00    --  -42.08 -77.00 150.00  109
 13  \w     71.00 172.00   1.00    2.00    --  100.00  61.00  90.00  101
 14  \w     71.00 172.00   1.00    2.00    --  100.00  61.00-120.00  101
 15  \w     24.00  67.00   1.00    2.00    --  100.00 -77.00  60.00   43
 16  \w     71.00 172.00   1.00    2.00    --  100.00  61.00 -60.00  101
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0359529000
_diffrn_orient_matrix_UB_12      -0.1165045000
_diffrn_orient_matrix_UB_13      -0.0921210000
_diffrn_orient_matrix_UB_21      -0.0876365000
_diffrn_orient_matrix_UB_22      0.0418044000
_diffrn_orient_matrix_UB_23      0.0125481000
_diffrn_orient_matrix_UB_31      -0.0062697000
_diffrn_orient_matrix_UB_32      0.0828522000
_diffrn_orient_matrix_UB_33      -0.1359293000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            15126
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        70.486
_diffrn_reflns_theta_max         70.486
_diffrn_reflns_theta_min         5.070
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.059
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_correction_T_min  0.620
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29c (Rigaku Oxford Diffraction, 2017)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_description       plate
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.227
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.282
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3033
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0341
_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^)+(0.0453P)^2^+0.7654P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0903
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2639
_reflns_number_total             3033
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b01173_si_004.cif
_cod_data_source_block           stein1g
_cod_database_code               4035375
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         'C16 H18 O6 S'
_shelx_estimated_absorpt_t_max   0.941
_shelx_estimated_absorpt_t_min   0.506
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C15(H15A,H15B,
 H15C), C16(H16A,H16B,H16C)
;
_olex2_date_sample_data_collection 2018-04-16
_olex2_date_sample_submission    2018-04-16
_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 1.545
_oxdiff_exptl_absorpt_empirical_full_min 0.734