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_4035377
_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_absolute_configuration ad
_chemical_formula_moiety         'C33 H23 N O4 S2'
_chemical_formula_sum            'C33 H23 N O4 S2'
_chemical_formula_weight         561.64
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2017-12-15
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.1873(2)
_cell_length_b                   8.41771(12)
_cell_length_c                   39.3945(7)
_cell_measurement_reflns_used    10613
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.4080
_cell_measurement_theta_min      4.4450
_cell_volume                     5036.28(13)
_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  'XL (Sheldrick, 2008)'
_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 0.986
_diffrn_measured_fraction_theta_max 0.986
_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   -122.00  -1.00   1.00    8.00    --  -42.46 -19.00   0.00  121
  2  \w      1.00  83.00   1.00    8.00    --   42.46 -99.00 -60.00   82
  3  \w     72.00 176.00   1.00   32.00    --  100.00  30.00 -60.00  104
  4  \w     27.00 121.00   1.00   32.00    --  100.00-125.00-150.00   94
  5  \w     24.00 128.00   1.00   32.00    --  100.00 -30.00 120.00  104
  6  \w     28.00 129.00   1.00   32.00    --  100.00 -61.00   0.00  101
  7  \w   -115.00 -14.00   1.00    8.00    --  -42.46 -57.00 -60.00  101
  8  \w   -116.00 -17.00   1.00    8.00    --  -42.46 -44.00-178.00   99
  9  \w     71.00 115.00   1.00   32.00    --  100.00  61.00 120.00   44
;
_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      -0.0169303000
_diffrn_orient_matrix_UB_12      0.0230565000
_diffrn_orient_matrix_UB_13      -0.0382424000
_diffrn_orient_matrix_UB_21      -0.0828287000
_diffrn_orient_matrix_UB_22      0.0984611000
_diffrn_orient_matrix_UB_23      0.0081504000
_diffrn_orient_matrix_UB_31      0.0560644000
_diffrn_orient_matrix_UB_32      0.1525569000
_diffrn_orient_matrix_UB_33      0.0004431000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            24616
_diffrn_reflns_theta_full        70.59
_diffrn_reflns_theta_max         70.59
_diffrn_reflns_theta_min         4.49
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.273
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_correction_T_min  0.687
_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_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             2336
_exptl_crystal_size_max          0.393
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.023
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.151
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     724
_refine_ls_number_reflns         8269
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.151
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0417
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0342P)^2^+6.0090P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1073
_reflns_number_gt                7887
_reflns_number_total             8269
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo8b01173_si_003.cif
_cod_data_source_block           stein1f
_cod_original_cell_volume        5036.27(14)
_cod_database_code               4035377
_chemical_oxdiff_formula         'C33 H23 N O2 S2'
_reflns_odcompleteness_completeness 99.80
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.456(16)
 0.544(16)
2. 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
3.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C18A(H18C,H18D), C19A(H19C,
 H19D), C20A(H20C,H20D)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14), C15(H15), C22(H22),
 C23(H23), C25(H25), C29(H29), C30(H30), C31(H31), C32(H32), C5A(H5A), C7A(H7A),
  C8A(H8A), C12A(H12A), C13A(H13A), C14A(H14A), C15A(H15A), C22A(H22A),
 C23A(H23A), C25A(H25A), C29A(H29A), C30A(H30A), C31A(H31A), C32A(H32A)
3.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C17A(H17D,H17E,H17F)
;
_olex2_date_sample_data_collection 2017-12-14
_olex2_date_sample_submission    2017-12-12
_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 2.649
_oxdiff_exptl_absorpt_empirical_full_min 0.630