#------------------------------------------------------------------------------
#$Date: 2022-03-11 01:02:18 +0200 (Fri, 11 Mar 2022) $
#$Revision: 273620 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/98/7129811.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_7129811
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            'C11 H9 Cl N2 S2 Zn'
_chemical_formula_weight         334.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 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                90
_cell_angle_beta                 105.6056(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.5944(9)
_cell_length_b                   12.8018(9)
_cell_length_c                   7.6066(5)
_cell_measurement_reflns_used    9969
_cell_measurement_temperature    190(2)
_cell_measurement_theta_max      32.92
_cell_measurement_theta_min      2.22
_cell_volume                     1275.00(15)
_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 0.957
_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  0.0671
_diffrn_reflns_av_unetI/netI     0.0486
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            22444
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         33.149
_diffrn_reflns_theta_min         1.555
_exptl_absorpt_coefficient_mu    2.439
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6170
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.874
_refine_diff_density_min         -1.325
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         4652
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0425
_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)+(0.0552P)²+0.1625P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1104
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3666
_reflns_number_total             4652
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc06963b2.cif
_cod_data_source_block           bpzcls10
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7129811
_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   0.628
_shelx_estimated_absorpt_t_max   0.867
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_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 0.28469(2) 0.50090(2) 0.79039(3) 0.02388(8) Uani 1 1 d . . . . .
Cl Cl 0.42688(3) 0.44418(4) 0.73756(7) 0.03094(12) Uani 1 1 d . . . . .
S1 S 0.09755(4) 0.64607(4) 0.63479(7) 0.03299(13) Uani 1 1 d . . . . .
S2 S 0.06610(4) 0.44673(5) 0.81307(9) 0.03961(15) Uani 1 1 d . . . . .
N1 N 0.29279(11) 0.65881(12) 0.8387(2) 0.0236(3) Uani 1 1 d . . . . .
N2 N 0.26137(12) 0.42164(12) 1.0106(2) 0.0247(3) Uani 1 1 d . . . . .
C1 C 0.13160(16) 0.51064(17) 0.6663(3) 0.0316(4) Uani 1 1 d . . . . .
H1 H 0.113(2) 0.480(2) 0.545(4) 0.035(7) Uiso 1 1 d . . . . .
C11 C 0.20899(13) 0.71236(15) 0.7555(2) 0.0243(3) Uani 1 1 d . . . . .
C12 C 0.20604(17) 0.82155(17) 0.7604(3) 0.0334(4) Uani 1 1 d . . . . .
H12A H 0.1459 0.8584 0.6993 0.040 Uiso 1 1 calc R U . . .
C13 C 0.29187(18) 0.87445(17) 0.8553(3) 0.0359(5) Uani 1 1 d . . . . .
H13A H 0.2915 0.9486 0.8612 0.043 Uiso 1 1 calc R U . . .
C14 C 0.37921(17) 0.81891(17) 0.9424(3) 0.0330(4) Uani 1 1 d . . . . .
H14A H 0.4392 0.8543 1.0088 0.040 Uiso 1 1 calc R U . . .
C15 C 0.37703(14) 0.71203(15) 0.9307(3) 0.0276(4) Uani 1 1 d . . . . .
H15A H 0.4368 0.6739 0.9892 0.033 Uiso 1 1 calc R U . . .
C21 C 0.16313(15) 0.40777(14) 1.0064(3) 0.0280(4) Uani 1 1 d . . . . .
C22 C 0.13499(18) 0.35923(16) 1.1500(4) 0.0374(5) Uani 1 1 d . . . . .
H22A H 0.0650 0.3516 1.1466 0.045 Uiso 1 1 calc R U . . .
C23 C 0.2101(2) 0.32278(17) 1.2962(4) 0.0410(5) Uani 1 1 d . . . . .
H23A H 0.1924 0.2903 1.3958 0.049 Uiso 1 1 calc R U . . .
C24 C 0.3122(2) 0.33358(17) 1.2977(3) 0.0376(5) Uani 1 1 d . . . . .
H24A H 0.3651 0.3065 1.3954 0.045 Uiso 1 1 calc R U . . .
C25 C 0.33453(16) 0.38451(15) 1.1541(3) 0.0304(4) Uani 1 1 d . . . . .
H25A H 0.4041 0.3939 1.1558 0.036 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'
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'
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
C1 Zn N1 91.23(7) . . ?
C1 Zn N2 92.60(8) . . ?
N1 Zn N2 110.68(6) . . ?
C1 Zn Cl 140.43(7) . . ?
N1 Zn Cl 110.50(4) . . ?
N2 Zn Cl 108.76(5) . . ?
C11 S1 C1 103.94(9) . . ?
C21 S2 C1 105.17(10) . . ?
C11 N1 C15 118.82(16) . . ?
C11 N1 Zn 115.04(12) . . ?
C15 N1 Zn 125.81(12) . . ?
C21 N2 C25 119.08(18) . . ?
C21 N2 Zn 114.67(13) . . ?
C25 N2 Zn 126.24(14) . . ?
S1 C1 S2 111.67(12) . . ?
S1 C1 Zn 108.34(10) . . ?
S2 C1 Zn 107.33(11) . . ?
N1 C11 C12 121.84(18) . . ?
N1 C11 S1 120.26(14) . . ?
C12 C11 S1 117.90(15) . . ?
C13 C12 C11 118.69(19) . . ?
C12 C13 C14 119.62(19) . . ?
C15 C14 C13 118.6(2) . . ?
N1 C15 C14 122.43(18) . . ?
N2 C21 C22 121.4(2) . . ?
N2 C21 S2 120.02(16) . . ?
C22 C21 S2 118.51(16) . . ?
C23 C22 C21 119.0(2) . . ?
C22 C23 C24 119.7(2) . . ?
C25 C24 C23 118.3(2) . . ?
N2 C25 C24 122.5(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 C1 2.045(2) . ?
Zn N1 2.0524(16) . ?
Zn N2 2.0547(17) . ?
Zn Cl 2.2007(5) . ?
S1 C11 1.763(2) . ?
S1 C1 1.794(2) . ?
S2 C21 1.763(2) . ?
S2 C1 1.801(2) . ?
N1 C11 1.334(2) . ?
N1 C15 1.354(2) . ?
N2 C21 1.339(2) . ?
N2 C25 1.350(3) . ?
C11 C12 1.399(3) . ?
C12 C13 1.374(3) . ?
C13 C14 1.390(3) . ?
C14 C15 1.371(3) . ?
C21 C22 1.397(3) . ?
C22 C23 1.373(4) . ?
C23 C24 1.392(3) . ?
C24 C25 1.374(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
C11 S1 C1 S2 109.82(12) . . . . ?
C11 S1 C1 Zn -8.17(13) . . . . ?
C21 S2 C1 S1 -116.25(12) . . . . ?
C21 S2 C1 Zn 2.35(13) . . . . ?
C15 N1 C11 C12 0.2(3) . . . . ?
Zn N1 C11 C12 -173.68(15) . . . . ?
C15 N1 C11 S1 -179.81(14) . . . . ?
Zn N1 C11 S1 6.33(19) . . . . ?
C1 S1 C11 N1 1.43(18) . . . . ?
C1 S1 C11 C12 -178.56(17) . . . . ?
N1 C11 C12 C13 -0.6(3) . . . . ?
S1 C11 C12 C13 179.39(16) . . . . ?
C11 C12 C13 C14 0.4(3) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C11 N1 C15 C14 0.4(3) . . . . ?
Zn N1 C15 C14 173.55(15) . . . . ?
C13 C14 C15 N1 -0.6(3) . . . . ?
C25 N2 C21 C22 2.4(3) . . . . ?
Zn N2 C21 C22 -177.24(15) . . . . ?
C25 N2 C21 S2 -175.27(14) . . . . ?
Zn N2 C21 S2 5.12(19) . . . . ?
C1 S2 C21 N2 -4.98(18) . . . . ?
C1 S2 C21 C22 177.31(16) . . . . ?
N2 C21 C22 C23 -1.7(3) . . . . ?
S2 C21 C22 C23 176.01(17) . . . . ?
C21 C22 C23 C24 -0.8(3) . . . . ?
C22 C23 C24 C25 2.4(3) . . . . ?
C21 N2 C25 C24 -0.6(3) . . . . ?
Zn N2 C25 C24 178.94(15) . . . . ?
C23 C24 C25 N2 -1.8(3) . . . . ?
