#------------------------------------------------------------------------------
#$Date: 2025-08-20 16:37:07 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301831 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/08/80/4088067.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4088067
loop_
_publ_author_name
'Ohshita, Joji'
'Nakamura, Masashi'
'Ooyama, Yousuke'
_publ_section_title
;
 Preparation and Reactions of Dichlorodithienogermoles
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              5609
_journal_paper_doi               10.1021/acs.organomet.5b00832
_journal_volume                  34
_journal_year                    2015
_chemical_formula_sum            'C16 H12 Ge2 S4'
_chemical_formula_weight         477.68
_chemical_name_common            20140623DTGH2
_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'
_atom_sites_solution_hydrogens   difmap
_cell_angle_alpha                90
_cell_angle_beta                 93.689(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.745(4)
_cell_length_b                   13.115(5)
_cell_length_c                   15.438(6)
_cell_measurement_reflns_used    2571
_cell_measurement_temperature    173.(2)
_cell_measurement_theta_max      25.3774
_cell_measurement_theta_min      2.6442
_cell_volume                     1766.9(13)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2(Bruker AXS)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'XSHELL V6.3.1(Bruker AXS)'
_computing_publication_material  'Generate Report (Bruker AXS)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'multilayered conforcal mirror'
_diffrn_radiation_type           MoKa
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3796
_diffrn_reflns_theta_full        25.38
_diffrn_reflns_theta_max         25.38
_diffrn_reflns_theta_min         2.64
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Bruker Turbo X-ray Source'
_exptl_absorpt_coefficient_mu    3.867
_exptl_absorpt_correction_T_max  0.70
_exptl_absorpt_correction_T_min  0.52
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.796
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.559
_refine_diff_density_min         -0.371
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1630
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0284
_refine_ls_R_factor_gt           0.0228
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0269P)²+4.0606P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0548
_refine_ls_wR_factor_ref         0.0585
_reflns_number_gt                1449
_reflns_number_total             1630
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om5b00832_si_002.cif
_cod_data_source_block           I
_cod_database_code               4088067
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
Ge Ge1 0.76175(3) 0.65578(2) 0.32795(2) 0.02612(11) Uani d 1
S S1 0.54210(8) 0.45579(5) 0.12315(4) 0.03248(17) Uani d 1
S S2 0.34886(8) 0.85023(5) 0.34534(5) 0.03701(18) Uani d 1
C C1 0.5628(3) 0.52084(17) 0.22074(14) 0.0215(5) Uani d 1
C C2 0.7013(3) 0.56872(18) 0.23038(15) 0.0228(5) Uani d 1
C C3 0.7915(3) 0.5514(2) 0.15831(17) 0.0296(6) Uani d 1
C C4 0.7200(3) 0.4924(2) 0.09598(18) 0.0369(7) Uani d 1
C C5 0.4133(4) 0.8093(2) 0.44616(19) 0.0386(7) Uani d 1
C C6 0.5416(3) 0.7523(2) 0.44327(18) 0.0315(6) Uani d 1
C C7 0.5917(3) 0.74056(18) 0.35762(16) 0.0240(5) Uani d 1
C C8 0.4969(3) 0.78948(18) 0.29746(16) 0.0244(5) Uani d 1
H H1 0.755(4) 0.473(2) 0.049(2) 0.044(9) Uiso d 1
H H2 0.884(4) 0.579(2) 0.1559(18) 0.033(8) Uiso d 1
H H3 0.886(4) 0.718(2) 0.305(2) 0.050(9) Uiso d 1
H H4 0.811(4) 0.595(2) 0.401(2) 0.045(9) Uiso d 1
H H5 0.591(3) 0.725(2) 0.4914(18) 0.029(7) Uiso d 1
H H6 0.356(4) 0.824(2) 0.494(2) 0.054(10) Uiso d 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C7 Ge1 C2 . . 110.32(10)
C7 Ge1 H3 . . 109.9(13)
C2 Ge1 H3 . . 108.8(13)
C7 Ge1 H4 . . 109.5(13)
C2 Ge1 H4 . . 109.8(12)
H3 Ge1 H4 . . 108.6(18)
C4 S1 C1 . . 91.67(13)
C5 S2 C8 . . 91.87(13)
C2 C1 C1 . 2_655 128.9(2)
C2 C1 S1 . . 111.38(17)
C1 C1 S1 2_655 . 119.7(2)
C1 C2 C3 . . 112.0(2)
C1 C2 Ge1 . . 123.55(18)
C3 C2 Ge1 . . 124.40(19)
C4 C3 C2 . . 113.1(2)
C4 C3 H2 . . 125.7(18)
C2 C3 H2 . . 121.2(18)
C3 C4 S1 . . 111.9(2)
C3 C4 H1 . . 127.(2)
S1 C4 H1 . . 121.(2)
C6 C5 S2 . . 111.7(2)
C6 C5 H6 . . 129.(2)
S2 C5 H6 . . 120.(2)
C5 C6 C7 . . 113.3(3)
C5 C6 H5 . . 123.0(18)
C7 C6 H5 . . 123.7(18)
C8 C7 C6 . . 111.7(2)
C8 C7 Ge1 . . 123.46(19)
C6 C7 Ge1 . . 124.6(2)
C7 C8 C8 . 2_655 128.2(2)
C7 C8 S2 . . 111.40(19)
C8 C8 S2 2_655 . 120.2(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ge1 C7 . 1.935(2)
Ge1 C2 . 1.936(2)
Ge1 H3 . 1.42(3)
Ge1 H4 . 1.42(3)
S1 C4 . 1.706(3)
S1 C1 . 1.731(2)
S2 C5 . 1.707(3)
S2 C8 . 1.726(3)
C1 C2 . 1.364(4)
C1 C1 2_655 1.467(5)
C2 C3 . 1.423(3)
C3 C4 . 1.355(4)
C3 H2 . 0.89(3)
C4 H1 . 0.84(3)
C5 C6 . 1.351(4)
C5 H6 . 0.94(4)
C6 C7 . 1.428(4)
C6 H5 . 0.91(3)
C7 C8 . 1.365(4)
C8 C8 2_655 1.470(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 132535345
