#------------------------------------------------------------------------------
#$Date: 2022-03-11 00:02:18 +0100 (vie 11 de mar de 2022) $
#$Revision: 273620 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/98/7129817.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_7129817
loop_
_publ_author_name
'Shlian, Daniel G.'
'Amemiya, Erika'
'Parkin, Gerard'
_publ_section_title
;
 Synthesis of bis(2-pyridylthio)methyl zinc hydride and catalytic
 hydrosilylation and hydroboration of CO2
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC06963B
_journal_year                    2022
_chemical_formula_sum            'C29 H24 N2 O S2 Si Zn'
_chemical_formula_weight         574.08
_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   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-12-07 deposited with the CCDC.	2022-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                105.3163(10)
_cell_angle_beta                 107.7391(10)
_cell_angle_gamma                106.2558(10)
_cell_formula_units_Z            2
_cell_length_a                   11.0445(8)
_cell_length_b                   11.7845(9)
_cell_length_c                   12.3961(9)
_cell_measurement_reflns_used    9673
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      29.16
_cell_measurement_theta_min      2.24
_cell_volume                     1363.28(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      190(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19286
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         29.179
_diffrn_reflns_theta_min         1.866
_exptl_absorpt_coefficient_mu    1.123
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6255
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_description       plate
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         7327
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0368
_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/[σ²(Fo²)+(0.0434P)²+0.5495P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0869
_refine_ls_wR_factor_ref         0.0961
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5703
_reflns_number_total             7327
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc06963b2.cif
_cod_data_source_block           bzosps10
_cod_original_cell_volume        1363.28(17)
_cod_database_code               7129817
_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   0.774
_shelx_estimated_absorpt_t_max   0.956
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn 0.08245(2) 0.88705(2) 0.29002(2) 0.02481(7) Uani 1 1 d . . . . .
Si Si 0.24370(5) 0.71268(5) 0.35868(5) 0.02309(12) Uani 1 1 d . . . . .
S1 S -0.13848(5) 0.98719(6) 0.33083(5) 0.03427(13) Uani 1 1 d . . . . .
S2 S -0.20318(5) 0.80989(6) 0.08036(5) 0.03466(13) Uani 1 1 d . . . . .
O O 0.22660(15) 0.84345(14) 0.36280(14) 0.0319(3) Uani 1 1 d . . . . .
N1 N 0.13660(17) 1.07628(16) 0.39416(15) 0.0259(3) Uani 1 1 d . . . . .
N2 N 0.06296(18) 0.87200(16) 0.11408(16) 0.0276(4) Uani 1 1 d . . . . .
C1 C -0.1221(2) 0.8488(2) 0.24223(19) 0.0278(4) Uani 1 1 d . . . . .
H1 H -0.169(3) 0.781(2) 0.262(2) 0.036(6) Uiso 1 1 d . . . . .
C11 C 0.0317(2) 1.1050(2) 0.40902(18) 0.0268(4) Uani 1 1 d . . . . .
C12 C 0.0537(3) 1.2260(2) 0.4860(2) 0.0372(5) Uani 1 1 d . . . . .
H12A H -0.0217 1.2451 0.4948 0.045 Uiso 1 1 calc R U . . .
C13 C 0.1863(3) 1.3167(2) 0.5489(2) 0.0435(6) Uani 1 1 d . . . . .
H13A H 0.2037 1.3996 0.6020 0.052 Uiso 1 1 calc R U . . .
C14 C 0.2948(3) 1.2867(2) 0.5345(2) 0.0444(6) Uani 1 1 d . . . . .
H14A H 0.3872 1.3486 0.5776 0.053 Uiso 1 1 calc R U . . .
C15 C 0.2665(2) 1.1663(2) 0.4571(2) 0.0367(5) Uani 1 1 d . . . . .
H15A H 0.3407 1.1456 0.4476 0.044 Uiso 1 1 calc R U . . .
C21 C -0.0663(2) 0.83612(19) 0.03283(19) 0.0282(4) Uani 1 1 d . . . . .
C22 C -0.0966(3) 0.8173(2) -0.0902(2) 0.0399(5) Uani 1 1 d . . . . .
H22A H -0.1889 0.7919 -0.1468 0.048 Uiso 1 1 calc R U . . .
C23 C 0.0096(3) 0.8365(3) -0.1273(2) 0.0488(7) Uani 1 1 d . . . . .
H23A H -0.0088 0.8232 -0.2107 0.059 Uiso 1 1 calc R U . . .
C24 C 0.1436(3) 0.8753(3) -0.0437(3) 0.0501(7) Uani 1 1 d . . . . .
H24A H 0.2183 0.8905 -0.0682 0.060 Uiso 1 1 calc R U . . .
C25 C 0.1660(3) 0.8913(2) 0.0756(2) 0.0398(5) Uani 1 1 d . . . . .
H25A H 0.2578 0.9170 0.1333 0.048 Uiso 1 1 calc R U . . .
C31 C 0.34442(19) 0.67612(19) 0.26586(18) 0.0240(4) Uani 1 1 d . . . . .
C32 C 0.3401(2) 0.55335(19) 0.21379(18) 0.0277(4) Uani 1 1 d . . . . .
H32A H 0.2807 0.4835 0.2221 0.033 Uiso 1 1 calc R U . . .
C33 C 0.4210(2) 0.5314(2) 0.1502(2) 0.0334(5) Uani 1 1 d . . . . .
H33A H 0.4178 0.4476 0.1171 0.040 Uiso 1 1 calc R U . . .
C34 C 0.5060(2) 0.6314(2) 0.1350(2) 0.0369(5) Uani 1 1 d . . . . .
H34A H 0.5612 0.6165 0.0916 0.044 Uiso 1 1 calc R U . . .
C35 C 0.5102(2) 0.7532(2) 0.1833(2) 0.0378(5) Uani 1 1 d . . . . .
H35A H 0.5673 0.8218 0.1717 0.045 Uiso 1 1 calc R U . . .
C36 C 0.4316(2) 0.7758(2) 0.2486(2) 0.0311(4) Uani 1 1 d . . . . .
H36A H 0.4368 0.8602 0.2824 0.037 Uiso 1 1 calc R U . . .
C41 C 0.0714(2) 0.57416(19) 0.28729(19) 0.0261(4) Uani 1 1 d . . . . .
C42 C 0.0196(2) 0.5004(2) 0.3472(2) 0.0314(4) Uani 1 1 d . . . . .
H42A H 0.0774 0.5137 0.4278 0.038 Uiso 1 1 calc R U . . .
C43 C -0.1149(2) 0.4078(2) 0.2914(2) 0.0378(5) Uani 1 1 d . . . . .
H43A H -0.1478 0.3592 0.3342 0.045 Uiso 1 1 calc R U . . .
C44 C -0.2004(2) 0.3863(2) 0.1743(2) 0.0414(6) Uani 1 1 d . . . . .
H44A H -0.2925 0.3243 0.1369 0.050 Uiso 1 1 calc R U . . .
C45 C -0.1510(3) 0.4559(3) 0.1114(2) 0.0490(6) Uani 1 1 d . . . . .
H45A H -0.2086 0.4401 0.0299 0.059 Uiso 1 1 calc R U . . .
C46 C -0.0173(2) 0.5487(2) 0.1675(2) 0.0393(5) Uani 1 1 d . . . . .
H46A H 0.0150 0.5962 0.1237 0.047 Uiso 1 1 calc R U . . .
C51 C 0.34369(19) 0.73089(19) 0.51989(18) 0.0251(4) Uani 1 1 d . . . . .
C52 C 0.3939(2) 0.6407(2) 0.5478(2) 0.0340(5) Uani 1 1 d . . . . .
H52A H 0.3744 0.5643 0.4833 0.041 Uiso 1 1 calc R U . . .
C53 C 0.4714(3) 0.6606(3) 0.6676(2) 0.0436(6) Uani 1 1 d . . . . .
H53A H 0.5053 0.5985 0.6842 0.052 Uiso 1 1 calc R U . . .
C54 C 0.4998(2) 0.7702(3) 0.7630(2) 0.0425(6) Uani 1 1 d . . . . .
H54A H 0.5524 0.7835 0.8451 0.051 Uiso 1 1 calc R U . . .
C55 C 0.4509(2) 0.8607(2) 0.7381(2) 0.0413(5) Uani 1 1 d . . . . .
H55A H 0.4699 0.9363 0.8033 0.050 Uiso 1 1 calc R U . . .
C56 C 0.3741(2) 0.8411(2) 0.6180(2) 0.0323(5) Uani 1 1 d . . . . .
H56A H 0.3415 0.9041 0.6022 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'
N N 0.0061 0.0033 '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'
Si Si 0.0817 0.0704 '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'
Zn Zn 0.2839 1.4301 '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_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O Zn C1 145.00(8) . . ?
O Zn N1 106.44(6) . . ?
C1 Zn N1 91.86(8) . . ?
O Zn N2 109.82(7) . . ?
C1 Zn N2 91.48(8) . . ?
N1 Zn N2 108.31(7) . . ?
O Si C31 110.41(9) . . ?
O Si C41 111.64(8) . . ?
C31 Si C41 107.79(9) . . ?
O Si C51 108.62(9) . . ?
C31 Si C51 107.99(8) . . ?
C41 Si C51 110.34(9) . . ?
C11 S1 C1 104.68(9) . . ?
C21 S2 C1 104.91(10) . . ?
Si O Zn 135.09(9) . . ?
C11 N1 C15 118.91(18) . . ?
C11 N1 Zn 114.82(14) . . ?
C15 N1 Zn 125.84(14) . . ?
C21 N2 C25 118.66(19) . . ?
C21 N2 Zn 115.03(14) . . ?
C25 N2 Zn 126.29(16) . . ?
S2 C1 S1 112.13(11) . . ?
S2 C1 Zn 108.54(10) . . ?
S1 C1 Zn 108.16(10) . . ?
N1 C11 C12 121.7(2) . . ?
N1 C11 S1 119.66(15) . . ?
C12 C11 S1 118.64(16) . . ?
C13 C12 C11 118.7(2) . . ?
C12 C13 C14 119.7(2) . . ?
C15 C14 C13 118.9(2) . . ?
N1 C15 C14 122.2(2) . . ?
N2 C21 C22 121.7(2) . . ?
N2 C21 S2 119.70(16) . . ?
C22 C21 S2 118.56(17) . . ?
C23 C22 C21 118.5(2) . . ?
C22 C23 C24 120.2(2) . . ?
C25 C24 C23 118.3(2) . . ?
N2 C25 C24 122.6(2) . . ?
C32 C31 C36 117.07(18) . . ?
C32 C31 Si 123.34(15) . . ?
C36 C31 Si 119.58(15) . . ?
C33 C32 C31 121.48(19) . . ?
C34 C33 C32 120.1(2) . . ?
C33 C34 C35 119.7(2) . . ?
C34 C35 C36 120.4(2) . . ?
C35 C36 C31 121.3(2) . . ?
C42 C41 C46 116.89(19) . . ?
C42 C41 Si 125.26(16) . . ?
C46 C41 Si 117.65(16) . . ?
C43 C42 C41 121.5(2) . . ?
C44 C43 C42 120.2(2) . . ?
C43 C44 C45 119.6(2) . . ?
C44 C45 C46 120.0(2) . . ?
C45 C46 C41 121.7(2) . . ?
C56 C51 C52 117.16(19) . . ?
C56 C51 Si 119.31(15) . . ?
C52 C51 Si 123.50(16) . . ?
C53 C52 C51 121.4(2) . . ?
C54 C53 C52 120.3(2) . . ?
C53 C54 C55 119.5(2) . . ?
C54 C55 C56 120.2(2) . . ?
C55 C56 C51 121.5(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn O 1.8548(14) . ?
Zn C1 2.033(2) . ?
Zn N1 2.0638(17) . ?
Zn N2 2.0791(17) . ?
Si O 1.5939(15) . ?
Si C31 1.880(2) . ?
Si C41 1.882(2) . ?
Si C51 1.885(2) . ?
S1 C11 1.766(2) . ?
S1 C1 1.799(2) . ?
S2 C21 1.763(2) . ?
S2 C1 1.797(2) . ?
N1 C11 1.344(2) . ?
N1 C15 1.349(3) . ?
N2 C21 1.338(3) . ?
N2 C25 1.348(3) . ?
C11 C12 1.396(3) . ?
C12 C13 1.372(4) . ?
C13 C14 1.389(4) . ?
C14 C15 1.371(3) . ?
C21 C22 1.399(3) . ?
C22 C23 1.369(4) . ?
C23 C24 1.381(4) . ?
C24 C25 1.374(4) . ?
C31 C32 1.401(3) . ?
C31 C36 1.406(3) . ?
C32 C33 1.392(3) . ?
C33 C34 1.382(3) . ?
C34 C35 1.383(3) . ?
C35 C36 1.387(3) . ?
C41 C42 1.398(3) . ?
C41 C46 1.403(3) . ?
C42 C43 1.395(3) . ?
C43 C44 1.378(3) . ?
C44 C45 1.387(4) . ?
C45 C46 1.389(3) . ?
C51 C56 1.397(3) . ?
C51 C52 1.402(3) . ?
C52 C53 1.387(3) . ?
C53 C54 1.381(4) . ?
C54 C55 1.385(4) . ?
C55 C56 1.389(3) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C31 Si O Zn 106.21(14) . . . . ?
C41 Si O Zn -13.67(17) . . . . ?
C51 Si O Zn -135.56(13) . . . . ?
C1 Zn O Si 41.8(2) . . . . ?
N1 Zn O Si 160.49(13) . . . . ?
N2 Zn O Si -82.47(15) . . . . ?
C21 S2 C1 S1 114.06(12) . . . . ?
C21 S2 C1 Zn -5.37(13) . . . . ?
C11 S1 C1 S2 -112.88(12) . . . . ?
C11 S1 C1 Zn 6.77(12) . . . . ?
C15 N1 C11 C12 1.2(3) . . . . ?
Zn N1 C11 C12 174.10(16) . . . . ?
C15 N1 C11 S1 -178.20(16) . . . . ?
Zn N1 C11 S1 -5.3(2) . . . . ?
C1 S1 C11 N1 -1.11(19) . . . . ?
C1 S1 C11 C12 179.48(17) . . . . ?
N1 C11 C12 C13 -0.8(3) . . . . ?
S1 C11 C12 C13 178.58(18) . . . . ?
C11 C12 C13 C14 0.2(4) . . . . ?
C12 C13 C14 C15 0.1(4) . . . . ?
C11 N1 C15 C14 -0.9(3) . . . . ?
Zn N1 C15 C14 -172.99(19) . . . . ?
C13 C14 C15 N1 0.3(4) . . . . ?
C25 N2 C21 C22 0.5(3) . . . . ?
Zn N2 C21 C22 -177.68(16) . . . . ?
C25 N2 C21 S2 179.89(16) . . . . ?
Zn N2 C21 S2 1.7(2) . . . . ?
C1 S2 C21 N2 2.51(19) . . . . ?
C1 S2 C21 C22 -178.12(17) . . . . ?
N2 C21 C22 C23 0.0(3) . . . . ?
S2 C21 C22 C23 -179.37(18) . . . . ?
C21 C22 C23 C24 -0.9(4) . . . . ?
C22 C23 C24 C25 1.2(4) . . . . ?
C21 N2 C25 C24 -0.2(3) . . . . ?
Zn N2 C25 C24 177.83(18) . . . . ?
C23 C24 C25 N2 -0.7(4) . . . . ?
O Si C31 C32 -159.38(16) . . . . ?
C41 Si C31 C32 -37.20(19) . . . . ?
C51 Si C31 C32 82.00(18) . . . . ?
O Si C31 C36 22.06(18) . . . . ?
C41 Si C31 C36 144.23(16) . . . . ?
C51 Si C31 C36 -96.56(17) . . . . ?
C36 C31 C32 C33 1.4(3) . . . . ?
Si C31 C32 C33 -177.16(16) . . . . ?
C31 C32 C33 C34 -1.3(3) . . . . ?
C32 C33 C34 C35 0.0(3) . . . . ?
C33 C34 C35 C36 1.1(4) . . . . ?
C34 C35 C36 C31 -1.0(3) . . . . ?
C32 C31 C36 C35 -0.3(3) . . . . ?
Si C31 C36 C35 178.38(17) . . . . ?
O Si C41 C42 -116.60(18) . . . . ?
C31 Si C41 C42 121.99(18) . . . . ?
C51 Si C41 C42 4.3(2) . . . . ?
O Si C41 C46 58.03(19) . . . . ?
C31 Si C41 C46 -63.38(19) . . . . ?
C51 Si C41 C46 178.92(17) . . . . ?
C46 C41 C42 C43 -1.3(3) . . . . ?
Si C41 C42 C43 173.35(17) . . . . ?
C41 C42 C43 C44 0.3(3) . . . . ?
C42 C43 C44 C45 1.1(4) . . . . ?
C43 C44 C45 C46 -1.6(4) . . . . ?
C44 C45 C46 C41 0.6(4) . . . . ?
C42 C41 C46 C45 0.9(4) . . . . ?
Si C41 C46 C45 -174.2(2) . . . . ?
O Si C51 C56 7.34(19) . . . . ?
C31 Si C51 C56 127.09(16) . . . . ?
C41 Si C51 C56 -115.34(17) . . . . ?
O Si C51 C52 -170.68(17) . . . . ?
C31 Si C51 C52 -50.9(2) . . . . ?
C41 Si C51 C52 66.65(19) . . . . ?
C56 C51 C52 C53 -0.5(3) . . . . ?
Si C51 C52 C53 177.54(18) . . . . ?
C51 C52 C53 C54 0.7(4) . . . . ?
C52 C53 C54 C55 -0.4(4) . . . . ?
C53 C54 C55 C56 0.0(4) . . . . ?
C54 C55 C56 C51 0.2(4) . . . . ?
C52 C51 C56 C55 0.0(3) . . . . ?
Si C51 C56 C55 -178.11(18) . . . . ?
