Twisted diphenoquinones fused with thiophene rings: thiophene analogs of bianthrone.
Adachi, Yohei; Hattori, Yuto; Mikie, Tsubasa; Osaka, Itaru; Ohshita, Joji; Chemical communications (Cambridge, England) 60 (2024) 10410–10413; doi:10.1039/d4cc02943g

data_7133544
_publ_section_title
;
 Twisted diphenoquinones fused with thiophene rings: thiophene analogs of
 bianthrone.
;
_journal_issue                   75
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              10410
_journal_page_last               10413
_journal_paper_doi               10.1039/d4cc02943g
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C36 H40 O2 S4'
_chemical_formula_sum            'C36 H40 O2 S4'
_chemical_formula_weight         632.92
_chemical_name_common            dDTCO-Bu
_chemical_name_systematic        dDTCO-Bu
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-03-25
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2024-06-18 deposited with the CCDC.	2024-08-22 downloaded from the CCDC.
;
_cell_angle_alpha                80.602(6)
_cell_angle_beta                 85.926(6)
_cell_angle_gamma                88.569(4)
_cell_formula_units_Z            4
_cell_length_a                   12.6446(8)
_cell_length_b                   15.9134(7)
_cell_length_c                   16.2007(16)
_cell_measurement_reflns_used    4835
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      28.0860
_cell_measurement_theta_min      2.3710
_cell_volume                     3207.7(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.27a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.42.27a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.42.27a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.960
_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      1.00  68.00   0.50   41.00    --    1.66  38.00 -90.00  134
  2  \w     -2.00  68.00   0.50   41.00    --    1.66  38.00 150.00  140
  3  \w     -4.00  68.00   0.50   41.00    --    1.66  38.00  30.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0493128000
_diffrn_orient_matrix_UB_12      -0.0222273000
_diffrn_orient_matrix_UB_13      -0.0003803000
_diffrn_orient_matrix_UB_21      0.0053663000
_diffrn_orient_matrix_UB_22      0.0103342000
_diffrn_orient_matrix_UB_23      -0.0443577000
_diffrn_orient_matrix_UB_31      0.0265070000
_diffrn_orient_matrix_UB_32      0.0379559000
_diffrn_orient_matrix_UB_33      0.0032790000
_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  0.0801
_diffrn_reflns_av_unetI/netI     0.1260
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            24006
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         2.392
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.328
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.27a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark green'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_description       plate
_exptl_crystal_F_000             1344
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.143
_exptl_crystal_size_min          0.033
_refine_diff_density_max         0.581
_refine_diff_density_min         -0.464
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     765
_refine_ls_number_reflns         13603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.973
_refine_ls_R_factor_all          0.1205
_refine_ls_R_factor_gt           0.0590
_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^)+(0.0596P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1222
_refine_ls_wR_factor_ref         0.1448
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8176
_reflns_number_total             13603
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02943g3.cif
_cod_data_source_block           exp_3780
_cod_depositor_comments
'Adding full bibliography for 7133542--7133544.cif.'
_cod_database_code               7133544
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C36H40O2S4
_shelx_estimated_absorpt_t_max   0.990
_shelx_estimated_absorpt_t_min   0.905
_reflns_odcompleteness_completeness 95.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_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:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C15(H15A,H15B), C16(H16A,H16B),
 C17(H17A,H17B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C33(H33A,H33B),
  C34(H34A,H34B), C35(H35A,H35B), C38(H38A,H38B), C39(H39A,H39B), C40(H40A,
 H40B), C51(H51A,H51B), C52(H52A,H52B), C53(H53A,H53B), C56(H56A,H56B),
 C57(H57A,H57B), C58(H58A,H58B), C69(H69A,H69B), C70(H70A,H70B), C71(H71A,H71B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C13(H13), C24(H24), C31(H31), C42(H42), C49(H49), C60(H60), C67(H67)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C36(H36A,H36B,
 H36C), C37(H37A,H37B,H37C), C54(H54A,H54B,H54C), C55(H55A,H55B,H55C), C72(H72A,
 H72B,H72C)
;
_shelx_res_checksum              40424
_shelx_hkl_checksum              10897
_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 1.615
_oxdiff_exptl_absorpt_empirical_full_min 0.727