#------------------------------------------------------------------------------
#$Date: 2022-01-31 03:51:52 +0200 (Mon, 31 Jan 2022) $
#$Revision: 272351 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/43/7244317.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_7244317
loop_
_publ_author_name
'Upadhyay, Aditya'
'Saurav, K. V.'
'Varghese, Evelin Lilly'
'Hodage, Ananda S.'
'Paul, Amit'
'Awasthi, Mahendra Kumar'
'Singh, Sanjay Kumar'
'Kumar, Sangit'
_publ_section_title
;
 Proton reduction by a bimetallic zinc selenolate electrocatalyst
;
_journal_issue                   7
_journal_name_full               'RSC Advances'
_journal_page_first              3801
_journal_page_last               3808
_journal_paper_doi               10.1039/D1RA08614F
_journal_volume                  12
_journal_year                    2022
_chemical_formula_sum            'C15 H18 N O2 S Se Zn'
_chemical_formula_weight         420.69
_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-2018/3
_audit_update_record
;
2019-08-27 deposited with the CCDC.	2022-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                76.941(6)
_cell_angle_beta                 88.026(5)
_cell_angle_gamma                75.718(6)
_cell_formula_units_Z            2
_cell_length_a                   8.4306(14)
_cell_length_b                   9.2108(16)
_cell_length_c                   10.5745(18)
_cell_measurement_reflns_used    4284
_cell_measurement_temperature    164(2)
_cell_measurement_theta_max      30.033
_cell_measurement_theta_min      2.494
_cell_volume                     775.0(2)
_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 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      164(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.943
_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  0.05
_diffrn_reflns_av_unetI/netI     0.0858
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4284
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.033
_diffrn_reflns_theta_min         2.494
_exptl_absorpt_coefficient_mu    4.070
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.803
_exptl_crystal_density_method    '\f and \w scans'
_exptl_crystal_description       rectangle
_exptl_crystal_F_000             422
_refine_diff_density_max         0.818
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.158
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.882
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         4284
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.882
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0477
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1405
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2825
_reflns_number_total             4284
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra08614f4.cif
_cod_data_source_block           shelx
_cod_database_code               7244317
_shelx_shelxl_version_number     2018/3
_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.
;
_publcif_funding_html
;
;
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
Se1 Se 0.79033(5) -0.13029(5) 0.76288(4) 0.02310(15) Uani 1 1 d . . . . .
Zn1 Zn 0.53787(6) -0.08742(5) 0.88501(4) 0.01598(15) Uani 1 1 d . . . . .
S1 S 0.30416(14) -0.32422(13) 1.01016(11) 0.0230(3) Uani 1 1 d . . . . .
O1 O 0.3856(3) 0.1019(3) 0.9289(2) 0.0176(6) Uani 1 1 d . . . . .
O2 O 0.4262(4) -0.2654(3) 0.9151(3) 0.0223(7) Uani 1 1 d . . . . .
N1 N 0.4274(4) 0.0030(4) 0.6888(3) 0.0172(7) Uani 1 1 d . . . . .
C1 C 0.6950(5) 0.0477(5) 0.6321(4) 0.0200(9) Uani 1 1 d . . . . .
C2 C 0.7939(6) 0.1342(6) 0.5571(4) 0.0278(11) Uani 1 1 d . . . . .
H10 H 0.909568 0.100670 0.568094 0.033 Uiso 1 1 calc R U . . .
C3 C 0.7250(7) 0.2692(6) 0.4661(5) 0.0345(12) Uani 1 1 d . . . . .
H1 H 0.792941 0.326870 0.414830 0.041 Uiso 1 1 calc R U . . .
C4 C 0.5569(6) 0.3177(6) 0.4517(4) 0.0318(11) Uani 1 1 d . . . . .
H2 H 0.509393 0.411086 0.391845 0.038 Uiso 1 1 calc R U . . .
C5 C 0.4567(6) 0.2333(5) 0.5223(4) 0.0252(10) Uani 1 1 d . . . . .
H3 H 0.341288 0.267670 0.510074 0.030 Uiso 1 1 calc R U . . .
C6 C 0.5251(5) 0.0970(5) 0.6120(4) 0.0186(9) Uani 1 1 d . . . . .
C7 C 0.2656(5) 0.2152(5) 0.8613(4) 0.0151(8) Uani 1 1 d . . . . .
C8 C 0.2051(5) 0.3507(5) 0.9057(4) 0.0194(9) Uani 1 1 d . . . . .
H9 H 0.250162 0.360307 0.983658 0.023 Uiso 1 1 calc R U . . .
C9 C 0.0830(5) 0.4698(5) 0.8406(4) 0.0216(9) Uani 1 1 d . . . . .
H8 H 0.044520 0.559321 0.874029 0.026 Uiso 1 1 calc R U . . .
C10 C 0.0155(5) 0.4592(5) 0.7252(4) 0.0218(9) Uani 1 1 d . . . . .
H4 H -0.069458 0.540434 0.679568 0.026 Uiso 1 1 calc R U . . .
C11 C 0.0754(5) 0.3275(5) 0.6788(4) 0.0203(9) Uani 1 1 d . . . . .
H7 H 0.031362 0.320446 0.599579 0.024 Uiso 1 1 calc R U . . .
C12 C 0.1977(5) 0.2050(5) 0.7440(4) 0.0165(8) Uani 1 1 d . . . . .
C13 C 0.2486(5) 0.0651(5) 0.6877(4) 0.0197(9) Uani 1 1 d . . . . .
H6 H 0.197834 -0.015685 0.737611 0.024 Uiso 1 1 calc R U . . .
H5 H 0.206376 0.091691 0.597019 0.024 Uiso 1 1 calc R U . . .
C14 C 0.1414(5) -0.1634(5) 1.0203(5) 0.0292(11) Uani 1 1 d . . . . .
H13 H 0.186045 -0.081606 1.039033 0.044 Uiso 1 1 calc R U . . .
H15 H 0.068382 -0.193893 1.089906 0.044 Uiso 1 1 calc R U . . .
H14 H 0.079851 -0.125734 0.937555 0.044 Uiso 1 1 calc R U . . .
C15 C 0.3903(6) -0.3590(6) 1.1687(4) 0.0351(12) Uani 1 1 d . . . . .
H17 H 0.489258 -0.443391 1.178980 0.053 Uiso 1 1 calc R U . . .
H18 H 0.310573 -0.386809 1.233438 0.053 Uiso 1 1 calc R U . . .
H16 H 0.418454 -0.265927 1.180863 0.053 Uiso 1 1 calc R U . . .
H30 H 0.438(5) -0.078(5) 0.666(4) 0.019(13) 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'
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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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 Se1 Zn1 89.33(13) . . ?
O1 Zn1 O2 110.65(12) . . ?
O1 Zn1 O1 78.17(11) . 2_657 ?
O2 Zn1 O1 100.80(11) . 2_657 ?
O1 Zn1 N1 85.28(12) . . ?
O2 Zn1 N1 91.02(13) . . ?
O1 Zn1 N1 162.23(13) 2_657 . ?
O1 Zn1 Se1 133.82(8) . . ?
O2 Zn1 Se1 113.84(8) . . ?
O1 Zn1 Se1 104.61(8) 2_657 . ?
N1 Zn1 Se1 82.22(9) . . ?
O2 S1 C14 107.1(2) . . ?
O2 S1 C15 106.8(2) . . ?
C14 S1 C15 98.0(2) . . ?
C7 O1 Zn1 132.9(2) . . ?
C7 O1 Zn1 125.2(2) . 2_657 ?
Zn1 O1 Zn1 101.83(11) . 2_657 ?
S1 O2 Zn1 136.61(18) . . ?
C6 N1 C13 118.3(3) . . ?
C6 N1 Zn1 108.8(2) . . ?
C13 N1 Zn1 113.7(3) . . ?
C6 N1 H30 111(3) . . ?
C13 N1 H30 104(3) . . ?
Zn1 N1 H30 99(3) . . ?
C2 C1 C6 118.6(4) . . ?
C2 C1 Se1 120.4(3) . . ?
C6 C1 Se1 120.9(3) . . ?
C3 C2 C1 120.9(4) . . ?
C3 C2 H10 119.6 . . ?
C1 C2 H10 119.6 . . ?
C4 C3 C2 119.1(4) . . ?
C4 C3 H1 120.5 . . ?
C2 C3 H1 120.5 . . ?
C5 C4 C3 121.3(5) . . ?
C5 C4 H2 119.4 . . ?
C3 C4 H2 119.4 . . ?
C4 C5 C6 119.9(4) . . ?
C4 C5 H3 120.1 . . ?
C6 C5 H3 120.1 . . ?
C5 C6 C1 120.2(4) . . ?
C5 C6 N1 122.7(4) . . ?
C1 C6 N1 117.1(4) . . ?
O1 C7 C8 119.9(4) . . ?
O1 C7 C12 122.5(4) . . ?
C8 C7 C12 117.5(4) . . ?
C9 C8 C7 122.4(4) . . ?
C9 C8 H9 118.8 . . ?
C7 C8 H9 118.8 . . ?
C8 C9 C10 120.0(4) . . ?
C8 C9 H8 120.0 . . ?
C10 C9 H8 120.0 . . ?
C11 C10 C9 118.4(4) . . ?
C11 C10 H4 120.8 . . ?
C9 C10 H4 120.8 . . ?
C10 C11 C12 122.4(4) . . ?
C10 C11 H7 118.8 . . ?
C12 C11 H7 118.8 . . ?
C11 C12 C7 119.2(4) . . ?
C11 C12 C13 117.9(4) . . ?
C7 C12 C13 122.8(4) . . ?
N1 C13 C12 113.4(3) . . ?
N1 C13 H6 108.9 . . ?
C12 C13 H6 108.9 . . ?
N1 C13 H5 108.9 . . ?
C12 C13 H5 108.9 . . ?
H6 C13 H5 107.7 . . ?
S1 C14 H13 109.5 . . ?
S1 C14 H15 109.5 . . ?
H13 C14 H15 109.5 . . ?
S1 C14 H14 109.5 . . ?
H13 C14 H14 109.5 . . ?
H15 C14 H14 109.5 . . ?
S1 C15 H17 109.5 . . ?
S1 C15 H18 109.5 . . ?
H17 C15 H18 109.5 . . ?
S1 C15 H16 109.5 . . ?
H17 C15 H16 109.5 . . ?
H18 C15 H16 109.5 . . ?
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
Se1 C1 1.910(4) . ?
Se1 Zn1 2.4455(7) . ?
Zn1 O1 2.031(3) . ?
Zn1 O2 2.044(3) . ?
Zn1 O1 2.058(3) 2_657 ?
Zn1 N1 2.199(3) . ?
S1 O2 1.524(3) . ?
S1 C14 1.774(5) . ?
S1 C15 1.779(4) . ?
O1 C7 1.347(4) . ?
N1 C6 1.441(5) . ?
N1 C13 1.474(5) . ?
N1 H30 0.82(5) . ?
C1 C2 1.399(6) . ?
C1 C6 1.400(6) . ?
C2 C3 1.397(7) . ?
C2 H10 0.9500 . ?
C3 C4 1.379(7) . ?
C3 H1 0.9500 . ?
C4 C5 1.376(6) . ?
C4 H2 0.9500 . ?
C5 C6 1.396(6) . ?
C5 H3 0.9500 . ?
C7 C8 1.405(6) . ?
C7 C12 1.415(5) . ?
C8 C9 1.373(6) . ?
C8 H9 0.9500 . ?
C9 C10 1.397(6) . ?
C9 H8 0.9500 . ?
C10 C11 1.384(6) . ?
C10 H4 0.9500 . ?
C11 C12 1.390(6) . ?
C11 H7 0.9500 . ?
C12 C13 1.502(6) . ?
C13 H6 0.9900 . ?
C13 H5 0.9900 . ?
C14 H13 0.9800 . ?
C14 H15 0.9800 . ?
C14 H14 0.9800 . ?
C15 H17 0.9800 . ?
C15 H18 0.9800 . ?
C15 H16 0.9800 . ?
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
C14 S1 O2 Zn1 47.1(3) . . . . ?
C15 S1 O2 Zn1 -57.1(3) . . . . ?
C6 C1 C2 C3 1.6(6) . . . . ?
Se1 C1 C2 C3 -176.5(3) . . . . ?
C1 C2 C3 C4 0.6(7) . . . . ?
C2 C3 C4 C5 -1.9(7) . . . . ?
C3 C4 C5 C6 1.0(7) . . . . ?
C4 C5 C6 C1 1.3(6) . . . . ?
C4 C5 C6 N1 -179.8(4) . . . . ?
C2 C1 C6 C5 -2.6(6) . . . . ?
Se1 C1 C6 C5 175.5(3) . . . . ?
C2 C1 C6 N1 178.5(4) . . . . ?
Se1 C1 C6 N1 -3.4(5) . . . . ?
C13 N1 C6 C5 -9.8(6) . . . . ?
Zn1 N1 C6 C5 -141.5(3) . . . . ?
C13 N1 C6 C1 169.1(4) . . . . ?
Zn1 N1 C6 C1 37.4(4) . . . . ?
Zn1 O1 C7 C8 -165.5(3) . . . . ?
Zn1 O1 C7 C8 13.0(5) 2_657 . . . ?
Zn1 O1 C7 C12 13.6(6) . . . . ?
Zn1 O1 C7 C12 -168.0(3) 2_657 . . . ?
O1 C7 C8 C9 180.0(4) . . . . ?
C12 C7 C8 C9 0.9(6) . . . . ?
C7 C8 C9 C10 -0.5(6) . . . . ?
C8 C9 C10 C11 -0.5(6) . . . . ?
C9 C10 C11 C12 1.1(6) . . . . ?
C10 C11 C12 C7 -0.8(6) . . . . ?
C10 C11 C12 C13 177.5(4) . . . . ?
O1 C7 C12 C11 -179.3(4) . . . . ?
C8 C7 C12 C11 -0.2(6) . . . . ?
O1 C7 C12 C13 2.5(6) . . . . ?
C8 C7 C12 C13 -178.5(4) . . . . ?
C6 N1 C13 C12 -64.0(5) . . . . ?
Zn1 N1 C13 C12 65.4(4) . . . . ?
C11 C12 C13 N1 136.5(4) . . . . ?
C7 C12 C13 N1 -45.2(5) . . . . ?
