#------------------------------------------------------------------------------
#$Date: 2019-11-15 23:40:46 +0200 (Fri, 15 Nov 2019) $
#$Revision: 227888 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/90/7059042.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_7059042
loop_
_publ_author_name
'Landman, Marilé'
'Jansen van Rensburg, Armand'
'van Rooyen, Petrus H.'
'Conradie, Marrigje M.'
'Conradie, Jeanet'
_publ_section_title
;
 Triphenylstibine-substituted Fischer carbene complexes of tungsten(0):
 synthesis, structure, DFT and electrochemistry
;
_journal_issue                   9
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              7301
_journal_paper_doi               10.1039/C8NJ01008K
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C33 H25 O5 S2 Sb W'
_chemical_formula_sum            'C33 H25 O5 S2 Sb W'
_chemical_formula_weight         871.25
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc1ytjmx
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-12-18 deposited with the CCDC.
2018-05-15 downloaded from the CCDC.
;
_cell_angle_alpha                71.22(3)
_cell_angle_beta                 75.47(3)
_cell_angle_gamma                66.92(2)
_cell_formula_units_Z            2
_cell_length_a                   9.587(6)
_cell_length_b                   11.959(7)
_cell_length_c                   15.924(12)
_cell_measurement_reflns_used    9720
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.33
_cell_measurement_theta_min      2.39
_cell_volume                     1573.8(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics
; 
ORTEP-3 for Windows (Farrugia, 1997), 
Mercury (Macrae et al., 2008) 
;
_computing_publication_material
; 
SHELXL-2013, 
PLATON (Spek, 2009) 
;
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker kappa Proton CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar multi-layer optics'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            52111
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         2.333
_diffrn_source                   'I\ms micro focus'
_exptl_absorpt_coefficient_mu    4.682
_exptl_absorpt_correction_T_max  0.7899
_exptl_absorpt_correction_T_min  0.6565
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            bronze
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.197
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.143
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0158
_refine_ls_R_factor_gt           0.0136
_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)+(0.0139P)²+0.9829P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0320
_refine_ls_wR_factor_ref         0.0329
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5489
_reflns_number_total             5772
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8nj01008k2.cif
_cod_data_source_block           compound4
_cod_original_cell_volume        1573.7(18)
_cod_database_code               7059042
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.459
_shelx_estimated_absorpt_t_max   0.554
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
W1 W 0.27654(2) 0.86646(2) 0.19257(2) 0.01692(3) Uani 1 1 d . .
Sb1 Sb 0.56425(2) 0.68991(2) 0.21306(2) 0.01785(4) Uani 1 1 d . .
S1 S 0.14136(6) 0.84159(5) 0.50983(4) 0.02333(12) Uani 1 1 d . .
S2 S -0.19352(8) 0.68083(6) 0.68712(4) 0.03483(14) Uani 1 1 d . .
O1 O 0.3186(2) 0.83703(17) -0.00394(11) 0.0332(4) Uani 1 1 d . .
O2 O 0.3995(2) 1.09240(16) 0.08476(12) 0.0353(4) Uani 1 1 d . .
O3 O -0.06586(19) 1.03450(16) 0.17736(12) 0.0347(4) Uani 1 1 d . .
O4 O 0.1596(2) 0.63336(17) 0.26350(13) 0.0422(5) Uani 1 1 d . .
O6 O 0.31622(17) 0.93689(14) 0.36181(10) 0.0235(3) Uani 1 1 d . .
C1 C 0.3050(2) 0.8450(2) 0.06812(16) 0.0229(5) Uani 1 1 d . .
C2 C 0.3562(2) 1.0122(2) 0.12807(15) 0.0234(5) Uani 1 1 d . .
C3 C 0.0603(3) 0.9755(2) 0.18149(14) 0.0231(5) Uani 1 1 d . .
C4 C 0.2024(3) 0.7172(2) 0.24069(15) 0.0253(5) Uani 1 1 d . .
C6 C 0.2411(2) 0.89359(19) 0.32635(14) 0.0195(4) Uani 1 1 d . .
C7 C 0.1260(2) 0.8598(2) 0.39879(14) 0.0210(4) Uani 1 1 d . .
C8 C -0.0026(3) 0.8363(2) 0.39610(15) 0.0261(5) Uani 1 1 d . .
H8 H -0.031893 0.841367 0.341909 0.031 Uiso 1 1 calc R U
C9 C -0.0858(3) 0.8045(2) 0.48062(15) 0.0272(5) Uani 1 1 d . .
H9 H -0.177520 0.786774 0.489300 0.033 Uiso 1 1 calc R U
C10 C -0.0213(2) 0.8013(2) 0.54984(15) 0.0232(5) Uani 1 1 d . .
C11 C 0.4426(3) 0.9781(2) 0.31093(16) 0.0256(5) Uani 1 1 d . .
H11A H 0.404191 1.062292 0.270113 0.031 Uiso 1 1 calc R U
H11B H 0.511645 0.918775 0.274583 0.031 Uiso 1 1 calc R U
C12 C 0.5268(3) 0.9825(3) 0.37720(19) 0.0422(7) Uani 1 1 d . .
H12A H 0.613776 1.010165 0.344961 0.063 Uiso 1 1 calc R U
H12B H 0.457297 1.041494 0.412662 0.063 Uiso 1 1 calc R U
H12C H 0.564282 0.898605 0.417112 0.063 Uiso 1 1 calc R U
C14 C -0.0704(3) 0.7657(2) 0.64531(15) 0.0246(5) Uani 1 1 d . .
C15 C -0.0293(3) 0.7878(2) 0.71386(15) 0.0268(5) Uani 1 1 d . .
H15 H 0.037023 0.833685 0.704773 0.032 Uiso 1 1 calc R U
C16 C -0.0965(3) 0.7346(2) 0.79885(17) 0.0366(6) Uani 1 1 d . .
H16 H -0.079671 0.740260 0.853409 0.044 Uiso 1 1 calc R U
C17 C -0.1872(3) 0.6748(3) 0.79493(17) 0.0394(6) Uani 1 1 d . .
H17 H -0.241428 0.634036 0.846119 0.047 Uiso 1 1 calc R U
C20 C 0.5840(2) 0.5110(2) 0.20176(15) 0.0210(4) Uani 1 1 d . .
C21 C 0.5342(3) 0.5049(2) 0.12945(17) 0.0387(6) Uani 1 1 d . .
H21 H 0.491846 0.579919 0.086113 0.046 Uiso 1 1 calc R U
C22 C 0.5453(3) 0.3905(2) 0.11954(18) 0.0410(7) Uani 1 1 d . .
H22 H 0.513341 0.387559 0.068665 0.049 Uiso 1 1 calc R U
C23 C 0.6022(3) 0.2816(2) 0.18262(17) 0.0312(5) Uani 1 1 d . .
H23 H 0.609719 0.203374 0.175711 0.037 Uiso 1 1 calc R U
C24 C 0.6481(3) 0.2867(2) 0.25596(18) 0.0319(6) Uani 1 1 d . .
H24 H 0.684944 0.211772 0.300678 0.038 Uiso 1 1 calc R U
C25 C 0.6413(3) 0.4004(2) 0.26547(16) 0.0259(5) Uani 1 1 d . .
H25 H 0.676002 0.402431 0.315684 0.031 Uiso 1 1 calc R U
C30 C 0.7658(2) 0.7112(2) 0.12576(14) 0.0213(4) Uani 1 1 d . .
C31 C 0.7864(3) 0.8269(2) 0.09828(16) 0.0264(5) Uani 1 1 d . .
H31 H 0.708953 0.897082 0.116660 0.032 Uiso 1 1 calc R U
C32 C 0.9194(3) 0.8403(2) 0.04423(17) 0.0326(6) Uani 1 1 d . .
H32 H 0.933513 0.919469 0.026193 0.039 Uiso 1 1 calc R U
C33 C 1.0321(3) 0.7388(2) 0.01633(16) 0.0301(5) Uani 1 1 d . .
H33 H 1.122724 0.748392 -0.021514 0.036 Uiso 1 1 calc R U
C34 C 1.0121(3) 0.6234(2) 0.04376(16) 0.0314(5) Uani 1 1 d . .
H34 H 1.089736 0.553545 0.024991 0.038 Uiso 1 1 calc R U
C35 C 0.8799(3) 0.6088(2) 0.09843(16) 0.0280(5) Uani 1 1 d . .
H35 H 0.867001 0.529127 0.117227 0.034 Uiso 1 1 calc R U
C40 C 0.6471(2) 0.63248(19) 0.33810(14) 0.0202(4) Uani 1 1 d . .
C41 C 0.5427(3) 0.6412(2) 0.41560(15) 0.0255(5) Uani 1 1 d . .
H41 H 0.436017 0.674011 0.412258 0.031 Uiso 1 1 calc R U
C42 C 0.5930(3) 0.6024(2) 0.49809(16) 0.0318(5) Uani 1 1 d . .
H42 H 0.520695 0.610010 0.550852 0.038 Uiso 1 1 calc R U
C43 C 0.7474(3) 0.5530(2) 0.50381(17) 0.0348(6) Uani 1 1 d . .
H43 H 0.781578 0.525778 0.560462 0.042 Uiso 1 1 calc R U
C44 C 0.8529(3) 0.5430(3) 0.42671(19) 0.0424(7) Uani 1 1 d . .
H44 H 0.959478 0.508111 0.430578 0.051 Uiso 1 1 calc R U
C45 C 0.8030(3) 0.5838(3) 0.34390(16) 0.0328(6) Uani 1 1 d . .
H45 H 0.875540 0.578591 0.291023 0.039 Uiso 1 1 calc R U
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1039/C8NJ01008K 2018
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 W1 C1 90.01(9)
C3 W1 C4 87.79(10)
C1 W1 C4 88.51(10)
C3 W1 C2 92.62(10)
C1 W1 C2 84.01(9)
C4 W1 C2 172.50(9)
C3 W1 C6 88.71(9)
C1 W1 C6 178.65(8)
C4 W1 C6 91.90(9)
C2 W1 C6 95.59(9)
C3 W1 Sb1 172.82(6)
C1 W1 Sb1 88.81(7)
C4 W1 Sb1 85.10(8)
C2 W1 Sb1 94.30(8)
C6 W1 Sb1 92.51(6)
C30 Sb1 C40 98.74(9)
C30 Sb1 C20 99.37(9)
C40 Sb1 C20 99.21(9)
C30 Sb1 W1 122.78(7)
C40 Sb1 W1 119.59(7)
C20 Sb1 W1 112.96(7)
C10 S1 C7 92.28(11)
C17 S2 C14 91.54(13)
C6 O6 C11 122.39(17)
O1 C1 W1 177.7(2)
O2 C2 W1 173.73(19)
O3 C3 W1 177.3(2)
O4 C4 W1 176.5(2)
O6 C6 C7 105.47(18)
O6 C6 W1 130.61(16)
C7 C6 W1 123.87(15)
C8 C7 C6 130.2(2)
C8 C7 S1 109.69(17)
C6 C7 S1 120.14(16)
C7 C8 C9 113.8(2)
C7 C8 H8 123.1
C9 C8 H8 123.1
C10 C9 C8 113.2(2)
C10 C9 H9 123.4
C8 C9 H9 123.4
C9 C10 C14 128.5(2)
C9 C10 S1 111.01(18)
C14 C10 S1 120.50(17)
O6 C11 C12 107.1(2)
O6 C11 H11A 110.3
C12 C11 H11A 110.3
O6 C11 H11B 110.3
C12 C11 H11B 110.3
H11A C11 H11B 108.5
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C15 C14 C10 128.7(2)
C15 C14 S2 110.77(18)
C10 C14 S2 120.51(18)
C14 C15 C16 112.4(2)
C14 C15 H15 123.8
C16 C15 H15 123.8
C17 C16 C15 113.1(2)
C17 C16 H16 123.4
C15 C16 H16 123.4
C16 C17 S2 112.2(2)
C16 C17 H17 123.9
S2 C17 H17 123.9
C21 C20 C25 118.5(2)
C21 C20 Sb1 118.99(17)
C25 C20 Sb1 122.49(17)
C20 C21 C22 120.8(2)
C20 C21 H21 119.6
C22 C21 H21 119.6
C23 C22 C21 120.4(2)
C23 C22 H22 119.8
C21 C22 H22 119.8
C22 C23 C24 119.4(2)
C22 C23 H23 120.3
C24 C23 H23 120.3
C23 C24 C25 120.7(2)
C23 C24 H24 119.6
C25 C24 H24 119.6
C20 C25 C24 120.1(2)
C20 C25 H25 119.9
C24 C25 H25 119.9
C31 C30 C35 119.5(2)
C31 C30 Sb1 119.89(17)
C35 C30 Sb1 120.56(17)
C32 C31 C30 120.2(2)
C32 C31 H31 119.9
C30 C31 H31 119.9
C31 C32 C33 120.2(2)
C31 C32 H32 119.9
C33 C32 H32 119.9
C34 C33 C32 119.7(2)
C34 C33 H33 120.1
C32 C33 H33 120.1
C33 C34 C35 120.5(2)
C33 C34 H34 119.8
C35 C34 H34 119.8
C34 C35 C30 119.8(2)
C34 C35 H35 120.1
C30 C35 H35 120.1
C41 C40 C45 119.3(2)
C41 C40 Sb1 119.04(16)
C45 C40 Sb1 121.68(17)
C40 C41 C42 120.4(2)
C40 C41 H41 119.8
C42 C41 H41 119.8
C43 C42 C41 120.3(2)
C43 C42 H42 119.9
C41 C42 H42 119.9
C42 C43 C44 119.8(2)
C42 C43 H43 120.1
C44 C43 H43 120.1
C43 C44 C45 120.1(2)
C43 C44 H44 120.0
C45 C44 H44 120.0
C44 C45 C40 120.2(2)
C44 C45 H45 119.9
C40 C45 H45 119.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
W1 C3 1.986(3)
W1 C1 2.017(3)
W1 C4 2.030(3)
W1 C2 2.043(3)
W1 C6 2.180(3)
W1 Sb1 2.7593(15)
Sb1 C30 2.131(2)
Sb1 C40 2.133(3)
Sb1 C20 2.135(2)
S1 C10 1.721(2)
S1 C7 1.747(2)
S2 C17 1.710(3)
S2 C14 1.725(3)
O1 C1 1.153(3)
O2 C2 1.145(3)
O3 C3 1.143(3)
O4 C4 1.148(3)
O6 C6 1.338(3)
O6 C11 1.444(3)
C6 C7 1.457(3)
C7 C8 1.380(3)
C8 C9 1.401(3)
C8 H8 0.9500
C9 C10 1.377(3)
C9 H9 0.9500
C10 C14 1.448(3)
C11 C12 1.505(3)
C11 H11A 0.9900
C11 H11B 0.9900
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C14 C15 1.378(3)
C15 C16 1.408(4)
C15 H15 0.9500
C16 C17 1.347(4)
C16 H16 0.9500
C17 H17 0.9500
C20 C21 1.384(3)
C20 C25 1.388(3)
C21 C22 1.387(4)
C21 H21 0.9500
C22 C23 1.370(4)
C22 H22 0.9500
C23 C24 1.374(4)
C23 H23 0.9500
C24 C25 1.391(3)
C24 H24 0.9500
C25 H25 0.9500
C30 C31 1.388(3)
C30 C35 1.392(3)
C31 C32 1.383(3)
C31 H31 0.9500
C32 C33 1.384(4)
C32 H32 0.9500
C33 C34 1.381(4)
C33 H33 0.9500
C34 C35 1.385(3)
C34 H34 0.9500
C35 H35 0.9500
C40 C41 1.384(3)
C40 C45 1.391(3)
C41 C42 1.387(3)
C41 H41 0.9500
C42 C43 1.377(4)
C42 H42 0.9500
C43 C44 1.386(4)
C43 H43 0.9500
C44 C45 1.387(4)
C44 H44 0.9500
C45 H45 0.9500
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C11 O6 C6 C7 178.78(18)
C11 O6 C6 W1 1.2(3)
O6 C6 C7 C8 164.3(2)
W1 C6 C7 C8 -17.9(3)
O6 C6 C7 S1 -16.5(2)
W1 C6 C7 S1 161.27(11)
C10 S1 C7 C8 0.77(18)
C10 S1 C7 C6 -178.59(18)
C6 C7 C8 C9 179.1(2)
S1 C7 C8 C9 -0.1(3)
C7 C8 C9 C10 -0.8(3)
C8 C9 C10 C14 -176.3(2)
C8 C9 C10 S1 1.4(3)
C7 S1 C10 C9 -1.21(18)
C7 S1 C10 C14 176.65(18)
C6 O6 C11 C12 -163.3(2)
C9 C10 C14 C15 -164.2(2)
S1 C10 C14 C15 18.3(3)
C9 C10 C14 S2 17.5(3)
S1 C10 C14 S2 -159.99(13)
C17 S2 C14 C15 -0.47(18)
C17 S2 C14 C10 178.11(19)
C10 C14 C15 C16 -177.8(2)
S2 C14 C15 C16 0.6(3)
C14 C15 C16 C17 -0.5(3)
C15 C16 C17 S2 0.2(3)
C14 S2 C17 C16 0.2(2)
C25 C20 C21 C22 -1.8(4)
Sb1 C20 C21 C22 179.8(2)
C20 C21 C22 C23 1.8(5)
C21 C22 C23 C24 0.0(4)
C22 C23 C24 C25 -1.7(4)
C21 C20 C25 C24 0.1(4)
Sb1 C20 C25 C24 178.39(17)
C23 C24 C25 C20 1.7(4)
C35 C30 C31 C32 -0.1(3)
Sb1 C30 C31 C32 177.67(17)
C30 C31 C32 C33 0.7(4)
C31 C32 C33 C34 -0.9(4)
C32 C33 C34 C35 0.5(4)
C33 C34 C35 C30 0.2(4)
C31 C30 C35 C34 -0.4(3)
Sb1 C30 C35 C34 -178.14(18)
C45 C40 C41 C42 0.3(3)
Sb1 C40 C41 C42 178.78(17)
C40 C41 C42 C43 -1.0(4)
C41 C42 C43 C44 0.6(4)
C42 C43 C44 C45 0.6(4)
C43 C44 C45 C40 -1.4(4)
C41 C40 C45 C44 0.9(4)
Sb1 C40 C45 C44 -177.6(2)
