#------------------------------------------------------------------------------
#$Date: 2025-08-20 15:05:43 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301829 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/06/73/4067360.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_4067360
loop_
_publ_author_name
'Leung, Wing-Por'
'Wan, Chi-Ling'
'Kan, Kwok-Wai'
'Mak, Thomas C. W.'
_publ_section_title
;
 Synthesis, Structure, and Reactivity of Group 14 Bis(thiophosphinoyl)
 Metal Complexes
;
_journal_issue                   4
_journal_name_full               Organometallics
_journal_page_first              814
_journal_paper_doi               10.1021/om9008923
_journal_volume                  29
_journal_year                    2010
_chemical_formula_sum            'C66 H74 Cl2 Ge2 O4 P4 S6'
_chemical_formula_weight         1463.57
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.501(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.263(3)
_cell_length_b                   13.8672(19)
_cell_length_c                   28.132(4)
_cell_measurement_temperature    293(2)
_cell_volume                     7500.7(19)
_computing_cell_refinement       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_collection       'BRUKER SMART CCD DIFFRACTOMETER'
_computing_data_reduction        'BRUKER SMART CCD DIFFRACTOMETER'
_computing_molecular_graphics    'SIEMENS SHELXTL'
_computing_publication_material  'SIEMENS SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'BRUKER SMART CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA SCAN'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0780
_diffrn_reflns_av_sigmaI/netI    0.1340
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            25403
_diffrn_reflns_theta_full        28.03
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         1.45
_exptl_absorpt_coefficient_mu    1.167
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5374
_exptl_absorpt_correction_type   SADABS
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             3024
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_platon_squeeze_details
;
;
_refine_diff_density_max         0.529
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.829
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         9094
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.829
_refine_ls_R_factor_all          0.1410
_refine_ls_R_factor_gt           0.0573
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0793P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1598
_reflns_number_gt                3879
_reflns_number_total             9094
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om9008923_si_004.cif
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        7500.8(18)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4067360
loop_
_symmetry_equiv_pos_as_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_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ge1 Ge 0.68917(2) 0.77750(3) 0.968191(15) 0.04029(15) Uani 1 1 d .
P1 P 0.61702(6) 0.91874(8) 0.88846(4) 0.0390(3) Uani 1 1 d .
P2 P 0.68821(6) 0.72289(8) 0.86147(4) 0.0433(3) Uani 1 1 d .
S1 S 0.52350(6) 0.86807(10) 0.88047(4) 0.0572(3) Uani 1 1 d .
S2 S 0.62475(8) 0.62390(10) 0.88088(5) 0.0688(4) Uani 1 1 d .
Cl1 Cl 0.58839(7) 0.77418(10) 0.99566(5) 0.0703(4) Uani 1 1 d .
S3 S 0.73999(7) 0.63682(8) 0.98266(4) 0.0497(3) Uani 1 1 d .
C1 C 0.6866(2) 0.8286(3) 0.90123(13) 0.0378(10) Uani 1 1 d .
H1A H 0.7307 0.8625 0.8981 0.045 Uiso 1 1 calc R
C11 C 0.6427(3) 0.9861(3) 0.83680(14) 0.0466(11) Uani 1 1 d .
C12 C 0.7084(3) 1.0220(4) 0.83209(17) 0.0633(14) Uani 1 1 d .
H12A H 0.7433 1.0082 0.8554 0.076 Uiso 1 1 calc R
C13 C 0.7239(3) 1.0776(4) 0.79385(19) 0.0794(18) Uani 1 1 d .
H13A H 0.7686 1.1019 0.7913 0.095 Uiso 1 1 calc R
C14 C 0.6709(4) 1.0972(4) 0.75863(19) 0.085(2) Uani 1 1 d .
H14A H 0.6803 1.1350 0.7325 0.102 Uiso 1 1 calc R
C15 C 0.6069(4) 1.0617(4) 0.76260(18) 0.086(2) Uani 1 1 d .
H15A H 0.5723 1.0748 0.7389 0.103 Uiso 1 1 calc R
C16 C 0.5913(3) 1.0062(4) 0.80105(16) 0.0636(14) Uani 1 1 d .
H16A H 0.5465 0.9820 0.8032 0.076 Uiso 1 1 calc R
C21 C 0.6307(2) 1.0034(3) 0.93811(15) 0.0442(11) Uani 1 1 d .
C22 C 0.5736(3) 1.0345(4) 0.96179(17) 0.0604(13) Uani 1 1 d .
H22A H 0.5294 1.0118 0.9526 0.072 Uiso 1 1 calc R
C23 C 0.5827(4) 1.0993(4) 0.9990(2) 0.0829(18) Uani 1 1 d .
H23A H 0.5443 1.1210 1.0145 0.100 Uiso 1 1 calc R
C24 C 0.6462(4) 1.1308(4) 1.0130(2) 0.089(2) Uani 1 1 d .
H24A H 0.6516 1.1725 1.0389 0.106 Uiso 1 1 calc R
C25 C 0.7040(3) 1.1025(4) 0.98954(19) 0.0700(16) Uani 1 1 d .
H25A H 0.7480 1.1256 0.9993 0.084 Uiso 1 1 calc R
C26 C 0.6957(3) 1.0397(3) 0.95161(16) 0.0552(13) Uani 1 1 d .
H26A H 0.7339 1.0218 0.9350 0.066 Uiso 1 1 calc R
C31 C 0.6707(3) 0.7611(3) 0.80034(15) 0.0467(12) Uani 1 1 d .
C32 C 0.6087(3) 0.7378(4) 0.77823(18) 0.0732(17) Uani 1 1 d .
H32A H 0.5759 0.7042 0.7947 0.088 Uiso 1 1 calc R
C33 C 0.5936(4) 0.7641(5) 0.7304(2) 0.098(2) Uani 1 1 d .
H33A H 0.5513 0.7467 0.7151 0.117 Uiso 1 1 calc R
C34 C 0.6409(4) 0.8153(5) 0.70633(19) 0.0811(19) Uani 1 1 d .
H34A H 0.6310 0.8330 0.6748 0.097 Uiso 1 1 calc R
C35 C 0.7023(3) 0.8398(4) 0.72893(18) 0.0727(16) Uani 1 1 d .
H35A H 0.7341 0.8762 0.7129 0.087 Uiso 1 1 calc R
C36 C 0.7188(3) 0.8115(4) 0.77570(16) 0.0612(14) Uani 1 1 d .
H36A H 0.7620 0.8265 0.7903 0.073 Uiso 1 1 calc R
C41 C 0.7784(3) 0.6870(3) 0.86598(14) 0.0479(12) Uani 1 1 d .
C42 C 0.7946(3) 0.5884(4) 0.86820(16) 0.0720(17) Uani 1 1 d .
H42A H 0.7587 0.5434 0.8670 0.086 Uiso 1 1 calc R
C43 C 0.8632(4) 0.5565(5) 0.8721(2) 0.092(2) Uani 1 1 d .
H43A H 0.8734 0.4911 0.8748 0.110 Uiso 1 1 calc R
C44 C 0.9150(4) 0.6230(7) 0.8720(2) 0.102(3) Uani 1 1 d .
H44A H 0.9609 0.6019 0.8735 0.122 Uiso 1 1 calc R
C45 C 0.9019(3) 0.7196(6) 0.8698(2) 0.0843(19) Uani 1 1 d .
H45A H 0.9384 0.7635 0.8700 0.101 Uiso 1 1 calc R
C46 C 0.8334(3) 0.7519(4) 0.86722(18) 0.0644(15) Uani 1 1 d .
H46A H 0.8244 0.8178 0.8663 0.077 Uiso 1 1 calc R
C51 C 0.8032(8) 1.1638(12) 1.1028(8) 0.203(6) Uani 1 1 d .
H51A H 0.7653 1.1963 1.0850 0.243 Uiso 1 1 calc R
H51B H 0.7859 1.1054 1.1169 0.243 Uiso 1 1 calc R
C52 C 0.8292(11) 1.2123(16) 1.1304(7) 0.283(11) Uani 1 1 d .
H52A H 0.8273 1.1798 1.1608 0.339 Uiso 1 1 calc R
H52B H 0.8005 1.2695 1.1319 0.339 Uiso 1 1 calc R
C53 C 0.8955(14) 1.2429(10) 1.1272(6) 0.229(8) Uani 1 1 d .
H53A H 0.8970 1.3058 1.1122 0.275 Uiso 1 1 calc R
H53B H 0.9199 1.2460 1.1584 0.275 Uiso 1 1 calc R
C54 C 0.9224(6) 1.1750(12) 1.1001(8) 0.215(7) Uani 1 1 d .
H54A H 0.9430 1.1231 1.1193 0.258 Uiso 1 1 calc R
H54B H 0.9571 1.2017 1.0803 0.258 Uiso 1 1 calc R
C61 C 0.8807(8) 1.0861(12) 0.8814(6) 0.305(13) Uani 1 1 d .
H61A H 0.8966 1.0692 0.8504 0.366 Uiso 1 1 calc R
H61B H 0.8416 1.1296 0.8761 0.366 Uiso 1 1 calc R
C62 C 0.9253(8) 1.1278(9) 0.9023(7) 0.243(8) Uani 1 1 d .
H62A H 0.9088 1.1903 0.9122 0.291 Uiso 1 1 calc R
H62B H 0.9639 1.1377 0.8822 0.291 Uiso 1 1 calc R
C63 C 0.9483(6) 1.0695(10) 0.9447(4) 0.206(6) Uani 1 1 d .
H63A H 0.9972 1.0527 0.9443 0.248 Uiso 1 1 calc R
H63B H 0.9404 1.1035 0.9740 0.248 Uiso 1 1 calc R
C64 C 0.9048(5) 0.9852(6) 0.9393(4) 0.156(4) Uani 1 1 d .
H64A H 0.9324 0.9289 0.9324 0.187 Uiso 1 1 calc R
H64B H 0.8810 0.9732 0.9681 0.187 Uiso 1 1 calc R
O1 O 0.8623(12) 1.1432(8) 1.0723(4) 0.275(5) Uani 1 1 d .
O2 O 0.8576(3) 1.0045(4) 0.9019(2) 0.138(2) Uani 1 1 d .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_site_symmetry_3
C1 Ge1 Cl1 112.08(13) .
C1 Ge1 S3 117.99(12) .
Cl1 Ge1 S3 108.48(5) .
C1 Ge1 S3 111.91(13) 7_667
Cl1 Ge1 S3 108.87(6) 7_667
S3 Ge1 S3 96.25(4) 7_667
C11 P1 C21 104.3(2) .
C11 P1 C1 105.8(2) .
C21 P1 C1 102.46(18) .
C11 P1 S1 112.97(17) .
C21 P1 S1 114.30(16) .
C1 P1 S1 115.80(15) .
C41 P2 C31 105.7(2) .
C41 P2 C1 103.2(2) .
C31 P2 C1 109.51(19) .
C41 P2 S2 113.96(18) .
C31 P2 S2 112.96(17) .
C1 P2 S2 110.94(15) .
Ge1 S3 Ge1 83.75(4) 7_667
P2 C1 P1 117.2(2) .
P2 C1 Ge1 106.71(19) .
P1 C1 Ge1 113.3(2) .
C12 C11 C16 118.4(4) .
C12 C11 P1 124.0(3) .
C16 C11 P1 117.5(4) .
C13 C12 C11 121.7(5) .
C12 C13 C14 118.5(6) .
C15 C14 C13 120.2(5) .
C14 C15 C16 121.2(5) .
C15 C16 C11 119.9(5) .
C26 C21 C22 119.1(4) .
C26 C21 P1 122.0(3) .
C22 C21 P1 118.9(4) .
C23 C22 C21 119.8(5) .
C24 C23 C22 120.5(6) .
C23 C24 C25 121.1(6) .
C26 C25 C24 119.2(6) .
C25 C26 C21 120.3(5) .
C32 C31 C36 119.4(5) .
C32 C31 P2 118.4(4) .
C36 C31 P2 122.2(4) .
C31 C32 C33 120.2(6) .
C34 C33 C32 120.2(6) .
C35 C34 C33 119.2(5) .
C34 C35 C36 121.1(6) .
C31 C36 C35 119.8(5) .
C46 C41 C42 117.6(5) .
C46 C41 P2 123.6(4) .
C42 C41 P2 118.8(4) .
C43 C42 C41 121.4(6) .
C44 C43 C42 118.6(6) .
C43 C44 C45 122.2(7) .
C44 C45 C46 119.4(7) .
C41 C46 C45 120.8(5) .
C52 C51 O1 100.8(16) .
C51 C52 C53 122(2) .
C54 C53 C52 102.6(12) .
C53 C54 O1 101.6(13) .
C62 C61 O2 116.8(13) .
C61 C62 C63 108.0(12) .
C64 C63 C62 102.3(8) .
O2 C64 C63 106.1(8) .
C54 O1 C51 104.3(12) .
C61 O2 C64 105.6(7) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ge1 C1 2.010(4) .
Ge1 Cl1 2.1334(14) .
Ge1 S3 2.2093(12) .
Ge1 S3 2.2259(12) 7_667
P1 C11 1.821(5) .
P1 C21 1.831(4) .
P1 C1 1.851(4) .
P1 S1 1.9339(17) .
P2 C41 1.804(5) .
P2 C31 1.812(4) .
P2 C1 1.845(4) .
P2 S2 1.9388(19) .
S3 Ge1 2.2259(12) 7_667
C11 C12 1.374(6) .
C11 C16 1.396(6) .
C12 C13 1.372(6) .
C13 C14 1.405(8) .
C14 C15 1.339(8) .
C15 C16 1.376(7) .
C21 C26 1.380(6) .
C21 C22 1.389(6) .
C22 C23 1.383(7) .
C23 C24 1.334(8) .
C24 C25 1.387(8) .
C25 C26 1.379(6) .
C31 C32 1.352(7) .
C31 C36 1.381(7) .
C32 C33 1.407(7) .
C33 C34 1.367(9) .
C34 C35 1.352(8) .
C35 C36 1.391(6) .
C41 C46 1.390(7) .
C41 C42 1.403(6) .
C42 C43 1.392(8) .
C43 C44 1.359(9) .
C44 C45 1.364(9) .
C45 C46 1.390(7) .
C51 C52 1.121(17) .
C51 O1 1.495(17) .
C52 C53 1.353(19) .
C53 C54 1.335(17) .
C54 O1 1.428(15) .
C61 C62 1.165(16) .
C61 O2 1.357(12) .
C62 C63 1.486(13) .
C63 C64 1.442(11) .
C64 O2 1.373(8) .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.078 0.250 223.2 53.9
2 0.000 -0.078 0.750 223.2 52.9
3 0.500 0.422 0.750 223.2 52.9
4 0.500 0.578 0.250 223.2 53.9
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139100009
