#------------------------------------------------------------------------------
#$Date: 2022-03-11 01:02:18 +0200 (Fri, 11 Mar 2022) $
#$Revision: 273620 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/98/7129815.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_7129815
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 Br N2 S2 Zn'
_chemical_formula_weight         378.60
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.7673(14)
_cell_length_b                   17.231(3)
_cell_length_c                   19.818(4)
_cell_measurement_reflns_used    9975
_cell_measurement_temperature    230(2)
_cell_measurement_theta_max      28.23
_cell_measurement_theta_min      2.36
_cell_volume                     2652.4(9)
_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      230(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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  0.0880
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            34944
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.381
_diffrn_reflns_theta_min         2.055
_exptl_absorpt_coefficient_mu    5.156
_exptl_absorpt_correction_T_max  0.6883
_exptl_absorpt_correction_T_min  0.5195
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_description       prism
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         3324
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0309
_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)+(0.0234P)²+1.5472P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0697
_refine_ls_wR_factor_ref         0.0757
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2637
_reflns_number_total             3324
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc06963b2.cif
_cod_data_source_block           bpzbrs10
_cod_original_cell_volume        2652.5(8)
_cod_database_code               7129815
_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   0.397
_shelx_estimated_absorpt_t_max   0.577
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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 0.66977(4) 0.14897(2) 0.63637(2) 0.03166(9) Uani 1 1 d . . . . .
Br Br 0.56808(4) 0.26506(2) 0.68265(2) 0.04604(11) Uani 1 1 d . . . . .
S1 S 0.77899(12) 0.06615(5) 0.50420(3) 0.04558(19) Uani 1 1 d . . . . .
S2 S 0.60997(10) -0.02722(4) 0.61169(4) 0.04066(18) Uani 1 1 d . . . . .
N1 N 0.9031(3) 0.17136(12) 0.59182(11) 0.0322(5) Uani 1 1 d . . . . .
N2 N 0.6871(3) 0.07051(12) 0.71326(10) 0.0301(5) Uani 1 1 d . . . . .
C1 C 0.6141(4) 0.06423(16) 0.56788(14) 0.0362(6) Uani 1 1 d . . . . .
C11 C 0.9330(4) 0.13229(15) 0.53474(13) 0.0351(6) Uani 1 1 d . . . . .
C12 C 1.0834(4) 0.14350(19) 0.49731(16) 0.0499(8) Uani 1 1 d . . . . .
H12A H 1.1029 0.1155 0.4573 0.060 Uiso 1 1 calc R U . . .
C13 C 1.2011(4) 0.1960(2) 0.52004(19) 0.0579(9) Uani 1 1 d . . . . .
H13A H 1.3036 0.2041 0.4958 0.069 Uiso 1 1 calc R U . . .
C14 C 1.1704(5) 0.2371(2) 0.5783(2) 0.0567(9) Uani 1 1 d . . . . .
H14A H 1.2507 0.2737 0.5941 0.068 Uiso 1 1 calc R U . . .
C15 C 1.0201(4) 0.22373(17) 0.61302(16) 0.0432(7) Uani 1 1 d . . . . .
H15A H 0.9982 0.2519 0.6527 0.052 Uiso 1 1 calc R U . . .
C21 C 0.6507(3) -0.00299(15) 0.69651(13) 0.0312(5) Uani 1 1 d . . . . .
C22 C 0.6393(4) -0.06147(17) 0.74489(15) 0.0428(7) Uani 1 1 d . . . . .
H22A H 0.6164 -0.1130 0.7322 0.051 Uiso 1 1 calc R U . . .
C23 C 0.6623(4) -0.04191(18) 0.81183(16) 0.0485(8) Uani 1 1 d . . . . .
H23A H 0.6528 -0.0801 0.8455 0.058 Uiso 1 1 calc R U . . .
C24 C 0.6995(4) 0.03425(18) 0.82944(15) 0.0433(7) Uani 1 1 d . . . . .
H24A H 0.7156 0.0484 0.8748 0.052 Uiso 1 1 calc R U . . .
C25 C 0.7121(4) 0.08844(16) 0.77880(13) 0.0357(6) Uani 1 1 d . . . . .
H25A H 0.7391 0.1399 0.7903 0.043 Uiso 1 1 calc R U . . .
H1 H 0.497(5) 0.0683(18) 0.5433(17) 0.052(9) Uiso 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'
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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 N2 92.10(10) . . ?
C1 Zn N1 92.03(10) . . ?
N2 Zn N1 112.77(8) . . ?
C1 Zn Br 143.31(9) . . ?
N2 Zn Br 107.22(6) . . ?
N1 Zn Br 107.83(6) . . ?
C11 S1 C1 104.75(13) . . ?
C21 S2 C1 104.47(12) . . ?
C11 N1 C15 119.0(3) . . ?
C11 N1 Zn 114.98(18) . . ?
C15 N1 Zn 125.9(2) . . ?
C21 N2 C25 119.0(2) . . ?
C21 N2 Zn 115.30(17) . . ?
C25 N2 Zn 125.20(18) . . ?
S1 C1 S2 111.56(15) . . ?
S1 C1 Zn 107.64(14) . . ?
S2 C1 Zn 108.03(14) . . ?
N1 C11 C12 121.6(3) . . ?
N1 C11 S1 120.0(2) . . ?
C12 C11 S1 118.4(2) . . ?
C13 C12 C11 118.5(3) . . ?
C12 C13 C14 120.2(3) . . ?
C15 C14 C13 118.8(3) . . ?
N1 C15 C14 121.9(3) . . ?
N2 C21 C22 121.8(2) . . ?
N2 C21 S2 119.9(2) . . ?
C22 C21 S2 118.3(2) . . ?
C23 C22 C21 118.4(3) . . ?
C22 C23 C24 120.0(3) . . ?
C25 C24 C23 118.3(3) . . ?
N2 C25 C24 122.5(3) . . ?
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 2.040(3) . ?
Zn N2 2.042(2) . ?
Zn N1 2.053(2) . ?
Zn Br 2.3381(5) . ?
S1 C11 1.760(3) . ?
S1 C1 1.798(3) . ?
S2 C21 1.761(3) . ?
S2 C1 1.800(3) . ?
N1 C11 1.337(3) . ?
N1 C15 1.347(4) . ?
N2 C21 1.339(3) . ?
N2 C25 1.349(3) . ?
C11 C12 1.397(4) . ?
C12 C13 1.363(5) . ?
C13 C14 1.375(5) . ?
C14 C15 1.375(5) . ?
C21 C22 1.394(4) . ?
C22 C23 1.380(4) . ?
C23 C24 1.388(4) . ?
C24 C25 1.374(4) . ?
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 -110.83(16) . . . . ?
C11 S1 C1 Zn 7.52(17) . . . . ?
C21 S2 C1 S1 119.68(15) . . . . ?
C21 S2 C1 Zn 1.56(17) . . . . ?
C15 N1 C11 C12 1.1(4) . . . . ?
Zn N1 C11 C12 177.6(2) . . . . ?
C15 N1 C11 S1 -177.7(2) . . . . ?
Zn N1 C11 S1 -1.2(3) . . . . ?
C1 S1 C11 N1 -4.4(2) . . . . ?
C1 S1 C11 C12 176.8(2) . . . . ?
N1 C11 C12 C13 -0.3(4) . . . . ?
S1 C11 C12 C13 178.5(2) . . . . ?
C11 C12 C13 C14 -0.5(5) . . . . ?
C12 C13 C14 C15 0.5(5) . . . . ?
C11 N1 C15 C14 -1.2(4) . . . . ?
Zn N1 C15 C14 -177.2(2) . . . . ?
C13 C14 C15 N1 0.4(5) . . . . ?
C25 N2 C21 C22 -0.5(4) . . . . ?
Zn N2 C21 C22 -173.1(2) . . . . ?
C25 N2 C21 S2 177.7(2) . . . . ?
Zn N2 C21 S2 5.1(3) . . . . ?
C1 S2 C21 N2 -4.4(2) . . . . ?
C1 S2 C21 C22 173.9(2) . . . . ?
N2 C21 C22 C23 1.6(4) . . . . ?
S2 C21 C22 C23 -176.7(2) . . . . ?
C21 C22 C23 C24 -1.3(5) . . . . ?
C22 C23 C24 C25 0.1(5) . . . . ?
C21 N2 C25 C24 -0.8(4) . . . . ?
Zn N2 C25 C24 170.9(2) . . . . ?
C23 C24 C25 N2 1.1(5) . . . . ?
