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#$Date: 2024-08-05 22:50:58 +0300 (Mon, 05 Aug 2024) $
#$Revision: 293917 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/33/7063320.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_7063320
loop_
_publ_author_name
'Kwon, Hyoung Soon'
'Park, Geon Hyeong'
'Ju, Huiyeong'
'Lee, Eunji'
'Kim, Yong-Joo'
_publ_section_title
;
 Facile formation of tetrazole--thiolato Pd(ii) and Pt(ii) complexes
 through deprotonation or oxidative addition using organic
 tetrazole--thiones
;
_journal_issue                   30
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13358
_journal_page_last               13372
_journal_paper_doi               10.1039/D4NJ01429D
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C17 H16 N4 O S'
_chemical_formula_sum            'C17 H16 N4 O S'
_chemical_formula_weight         324.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2024-03-07 deposited with the CCDC.	2024-06-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.725(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.572(5)
_cell_length_b                   8.002(2)
_cell_length_c                   16.371(5)
_cell_measurement_reflns_used    5588
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      28.00
_cell_measurement_theta_min      2.28
_cell_volume                     1612.6(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      223(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0431
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20093
_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         25.987
_diffrn_reflns_theta_min         2.282
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.336
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.266
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.075
_exptl_transmission_factor_max   0.7457
_exptl_transmission_factor_min   0.6537
_refine_diff_density_max         0.713
_refine_diff_density_min         -0.779
_refine_diff_density_rms         0.266
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3172
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0547
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1137P)²+1.2133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1650
_refine_ls_wR_factor_ref         0.2001
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2484
_reflns_number_total             3172
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4nj01429d2.cif
_cod_data_source_block           PGH_27
_cod_depositor_comments
'Adding full bibliography for 7063314--7063321.cif.'
_cod_original_cell_volume        1612.5(9)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7063320
_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   0.946
_shelx_estimated_absorpt_t_max   0.984
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
N1 N 0.43596(19) 0.7889(3) 0.11935(14) 0.0301(5) Uani 1 1 d . . . . .
N2 N 0.4166(2) 0.8897(3) 0.05135(15) 0.0384(6) Uani 1 1 d . . . . .
N3 N 0.3461(2) 0.9992(3) 0.06440(16) 0.0453(7) Uani 1 1 d . . . . .
N4 N 0.3179(2) 0.9746(3) 0.13932(16) 0.0412(6) Uani 1 1 d . . . . .
O1 O 0.5475(2) 0.9000(3) 0.30635(14) 0.0565(7) Uani 1 1 d . . . . .
S1 S 0.35804(6) 0.74964(10) 0.26492(4) 0.0374(3) Uani 1 1 d . . . . .
C1 C 0.5129(3) 0.6826(5) 0.6836(2) 0.0570(9) Uani 1 1 d . . . . .
H1A H 0.5810 0.7271 0.7145 0.086 Uiso 1 1 calc R U . . .
H1B H 0.4529 0.7367 0.7022 0.086 Uiso 1 1 calc R U . . .
H1C H 0.5101 0.5632 0.6932 0.086 Uiso 1 1 calc R U . . .
C2 C 0.5043(3) 0.7149(4) 0.59189(19) 0.0397(7) Uani 1 1 d . . . . .
C3 C 0.5866(3) 0.7984(4) 0.5633(2) 0.0435(7) Uani 1 1 d . . . . .
H3A H 0.6485 0.8335 0.6018 0.052 Uiso 1 1 calc R U . . .
C4 C 0.5794(2) 0.8311(4) 0.47942(19) 0.0411(7) Uani 1 1 d . . . . .
H4A H 0.6358 0.8880 0.4613 0.049 Uiso 1 1 calc R U . . .
C5 C 0.4879(2) 0.7789(3) 0.42201(17) 0.0317(6) Uani 1 1 d . . . . .
C6 C 0.4055(2) 0.6943(4) 0.44961(18) 0.0357(6) Uani 1 1 d . . . . .
H6A H 0.3438 0.6579 0.4112 0.043 Uiso 1 1 calc R U . . .
C7 C 0.4145(3) 0.6636(4) 0.53415(18) 0.0392(7) Uani 1 1 d . . . . .
H7A H 0.3582 0.6068 0.5525 0.047 Uiso 1 1 calc R U . . .
C8 C 0.4810(2) 0.8222(4) 0.33376(17) 0.0333(6) Uani 1 1 d . . . . .
C9 C 0.3743(2) 0.8437(3) 0.17243(17) 0.0307(6) Uani 1 1 d . . . . .
C10 C 0.5131(2) 0.6540(3) 0.12520(16) 0.0305(6) Uani 1 1 d . . . . .
C11 C 0.6228(2) 0.6955(4) 0.14095(17) 0.0364(7) Uani 1 1 d . . . . .
C12 C 0.6954(3) 0.5634(5) 0.1459(2) 0.0480(8) Uani 1 1 d . . . . .
H12A H 0.7704 0.5855 0.1578 0.058 Uiso 1 1 calc R U . . .
C13 C 0.6599(3) 0.4004(5) 0.1339(2) 0.0529(9) Uani 1 1 d . . . . .
H13A H 0.7109 0.3134 0.1380 0.063 Uiso 1 1 calc R U . . .
C14 C 0.5506(3) 0.3636(4) 0.1159(2) 0.0454(8) Uani 1 1 d . . . . .
H14A H 0.5276 0.2522 0.1065 0.054 Uiso 1 1 calc R U . . .
C15 C 0.4741(2) 0.4906(4) 0.11158(17) 0.0346(6) Uani 1 1 d . . . . .
C16 C 0.6617(3) 0.8738(4) 0.1488(2) 0.0444(8) Uani 1 1 d . . . . .
H16A H 0.5997 0.9481 0.1438 0.067 Uiso 1 1 calc R U . . .
H16B H 0.7093 0.8899 0.2028 0.067 Uiso 1 1 calc R U . . .
H16C H 0.7009 0.8983 0.1050 0.067 Uiso 1 1 calc R U . . .
C17 C 0.3554(3) 0.4517(4) 0.0910(2) 0.0436(7) Uani 1 1 d . . . . .
H17A H 0.3142 0.5542 0.0906 0.065 Uiso 1 1 calc R U . . .
H17B H 0.3374 0.3996 0.0364 0.065 Uiso 1 1 calc R U . . .
H17C H 0.3377 0.3759 0.1325 0.065 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'
S S 0.1246 0.1234 '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
C9 N1 N2 107.7(2) . . ?
C9 N1 C10 131.9(2) . . ?
N2 N1 C10 120.4(2) . . ?
N3 N2 N1 106.4(2) . . ?
N2 N3 N4 111.4(2) . . ?
C9 N4 N3 105.6(2) . . ?
C9 S1 C8 99.58(13) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C7 C2 C3 118.3(3) . . ?
C7 C2 C1 121.0(3) . . ?
C3 C2 C1 120.7(3) . . ?
C4 C3 C2 121.5(3) . . ?
C4 C3 H3A 119.2 . . ?
C2 C3 H3A 119.2 . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4A 120.3 . . ?
C5 C4 H4A 120.3 . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 C8 122.4(3) . . ?
C4 C5 C8 117.9(3) . . ?
C7 C6 C5 119.7(3) . . ?
C7 C6 H6A 120.1 . . ?
C5 C6 H6A 120.1 . . ?
C2 C7 C6 121.4(3) . . ?
C2 C7 H7A 119.3 . . ?
C6 C7 H7A 119.3 . . ?
O1 C8 C5 125.7(3) . . ?
O1 C8 S1 120.3(2) . . ?
C5 C8 S1 114.0(2) . . ?
N4 C9 N1 109.0(2) . . ?
N4 C9 S1 123.6(2) . . ?
N1 C9 S1 127.1(2) . . ?
C11 C10 C15 123.7(3) . . ?
C11 C10 N1 117.5(3) . . ?
C15 C10 N1 118.7(2) . . ?
C12 C11 C10 116.3(3) . . ?
C12 C11 C16 121.3(3) . . ?
C10 C11 C16 122.3(3) . . ?
C13 C12 C11 121.5(3) . . ?
C13 C12 H12A 119.3 . . ?
C11 C12 H12A 119.3 . . ?
C14 C13 C12 120.8(3) . . ?
C14 C13 H13A 119.6 . . ?
C12 C13 H13A 119.6 . . ?
C13 C14 C15 120.3(3) . . ?
C13 C14 H14A 119.9 . . ?
C15 C14 H14A 119.9 . . ?
C14 C15 C10 117.3(3) . . ?
C14 C15 C17 120.5(3) . . ?
C10 C15 C17 122.2(3) . . ?
C11 C16 H16A 109.5 . . ?
C11 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C11 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
N1 C9 1.350(3) . ?
N1 N2 1.356(3) . ?
N1 C10 1.441(3) . ?
N2 N3 1.294(4) . ?
N3 N4 1.359(4) . ?
N4 C9 1.318(4) . ?
O1 C8 1.200(3) . ?
S1 C9 1.740(3) . ?
S1 C8 1.814(3) . ?
C1 C2 1.506(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 H1C 0.9700 . ?
C2 C7 1.379(4) . ?
C2 C3 1.390(5) . ?
C3 C4 1.382(4) . ?
C3 H3A 0.9400 . ?
C4 C5 1.393(4) . ?
C4 H4A 0.9400 . ?
C5 C6 1.388(4) . ?
C5 C8 1.471(4) . ?
C6 C7 1.388(4) . ?
C6 H6A 0.9400 . ?
C7 H7A 0.9400 . ?
C10 C11 1.391(4) . ?
C10 C15 1.398(4) . ?
C11 C12 1.388(4) . ?
C11 C16 1.505(5) . ?
C12 C13 1.380(5) . ?
C12 H12A 0.9400 . ?
C13 C14 1.377(5) . ?
C13 H13A 0.9400 . ?
C14 C15 1.391(4) . ?
C14 H14A 0.9400 . ?
C15 C17 1.494(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 H16C 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
