Synthesis, Structure and Optoelectronic Properties of Rigid 3D Tetraindeno-Fused Spirofluorene with Thioxanthene or Dioxothioxanthene Substitutes
Guan, Jing; Zhang, Fangyuan; Zhang, Yijiao; Liu, Zhigang; Wu, Yanli; Xia, Debin; CrystEngComm  (2017) –; doi:10.1039/C7CE01407D

data_7229347
_publ_section_title
;
 Synthesis, Structure and Optoelectronic Properties of Rigid 3D
 Tetraindeno-Fused Spirofluorene with Thioxanthene or Dioxothioxanthene
 Substitutes
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C7CE01407D
_journal_year                    2017
_chemical_formula_moiety         '8(C2 H2 Cl4), C117 H88 O8 S4'
_chemical_formula_sum            'C133 H104 Cl32 O8 S4'
_chemical_formula_weight         3092.80
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-06-30
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2017.06.29 svn.r3433 for OlexSys, GUI svn.r5356)
;
_audit_update_record
;
2017-07-25 deposited with the CCDC.
2017-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.028(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.7737(8)
_cell_length_b                   18.4299(6)
_cell_length_c                   34.7940(6)
_cell_measurement_reflns_used    6429
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      25.8000
_cell_measurement_theta_min      3.2610
_cell_volume                     19998.6(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9737
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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    -52.00  68.00   0.50   17.50    --   21.45 -19.00  60.00  240
  2  \w     37.00 103.00   0.50   17.50    --   21.45-178.00 120.00  132
  3  \w    -11.00  17.00   0.50   17.50    --   21.45  77.00 120.00   56
  4  \w   -105.00 -70.00   0.50   17.50    --  -22.39 178.00  30.00   70
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0085650000
_diffrn_orient_matrix_UB_12      -0.0068296000
_diffrn_orient_matrix_UB_13      -0.0170271000
_diffrn_orient_matrix_UB_21      -0.0029988000
_diffrn_orient_matrix_UB_22      -0.0377969000
_diffrn_orient_matrix_UB_23      0.0022956000
_diffrn_orient_matrix_UB_31      -0.0208564000
_diffrn_orient_matrix_UB_32      0.0026322000
_diffrn_orient_matrix_UB_33      -0.0116547000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0552
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            36447
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_min         3.099
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.514
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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    1.027
_exptl_crystal_description       block
_exptl_crystal_F_000             6296
_refine_diff_density_max         1.585
_refine_diff_density_min         -0.874
_refine_diff_density_rms         0.138
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.612
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     804
_refine_ls_number_reflns         17507
_refine_ls_number_restraints     56
_refine_ls_restrained_S_all      1.619
_refine_ls_R_factor_all          0.1836
_refine_ls_R_factor_gt           0.1438
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4203
_refine_ls_wR_factor_ref         0.4561
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10763
_reflns_number_total             17507
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ce01407d2.cif
_cod_data_source_block           20170628-f-x2_sq
_cod_database_code               7229347
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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. Restrained distances
 Cl14-C8
 2.7 with sigma of 0.02
 C2-C1
 1.5 with sigma of 0.02
3. Rigid body (RIGU) restrains
 Cl16, Cl13, C7, Cl14, C8, Cl15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C15, C14, C18, C17, C16
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Ternary CH refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8)
4.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C18(H18), C19(H19), C24(H24), C25(H25), C27(H27),
 C32(H32), C35(H35), C37(H37), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48),
  C49(H49), C50(H50), C51(H51), C55(H55), C58(H58), C60(H60), C61(H61),
 C66(H66), C67(H67), C68(H68), C69(H69)
4.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C63(H63A,H63B,
 H63C), C64(H64A,H64B,H64C), C65(H65A,H65B,H65C)
;
_shelx_res_checksum              7615
_shelx_fab_checksum              20429
_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 1.224
_oxdiff_exptl_absorpt_empirical_full_min 0.862