#------------------------------------------------------------------------------
#$Date: 2020-08-06 17:01:59 +0300 (Thu, 06 Aug 2020) $
#$Revision: 254984 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/46/7704600.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_7704600
loop_
_publ_author_name
'Pantalon Juraj, Natalija'
'Krklec, Marko'
'Novosel, Tiana'
'Perić, Berislav'
'Vianello, Robert'
'Raić-Malić, Silvana'
'Kirin, Srećko I'
_publ_section_title
;
 Copper(ii) and zinc(ii) complexes of mono- and
 bis-1,2,3-triazole-substituted heterocyclic ligands.
;
_journal_issue                   26
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9002
_journal_page_last               9015
_journal_paper_doi               10.1039/d0dt01244k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C25 H20 N8 S'
_chemical_formula_sum            'C25 H20 N8 S'
_chemical_formula_weight         464.55
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc24xv42
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-05-13 deposited with the CCDC.	2020-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.1305(7)
_cell_length_b                   10.1117(3)
_cell_length_c                   29.9520(9)
_cell_measurement_reflns_used    2807
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.6610
_cell_measurement_theta_min      4.1420
_cell_volume                     4582.5(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            14281
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.831
_diffrn_reflns_theta_min         4.153
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.504
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60864
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       needle
_exptl_crystal_F_000             1936
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.503
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4701
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0790
_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)+(0.1600P)²+1.3907P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2492
_refine_ls_wR_factor_ref         0.2784
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3298
_reflns_number_total             4701
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt01244k3.cif
_cod_data_source_block           10a
_cod_depositor_comments
'Adding full bibliography for 7704600--7704605.cif.'
_cod_database_code               7704600
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, 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
C1 C 0.3089(3) 0.0182(3) 0.40523(11) 0.0794(11) Uani 1 1 d . . . . .
S1 S 0.21709(11) 0.10015(13) 0.42415(4) 0.1090(5) Uani 1 1 d . . . . .
N1 N 0.3863(2) 0.0596(3) 0.42614(9) 0.0787(8) Uani 1 1 d . . . . .
C2 C 0.2816(5) 0.1900(4) 0.45982(12) 0.121(2) Uani 1 1 d D . . . .
C3 C 0.2575(6) 0.2914(5) 0.48887(16) 0.201(5) Uani 1 1 d D . . . .
H3 H 0.198663 0.317175 0.490926 0.242 Uiso 1 1 calc R U . . .
C4 C 0.3206(6) 0.3537(7) 0.51461(19) 0.247(8) Uani 1 1 d D . . . .
H4 H 0.305736 0.418473 0.535342 0.296 Uiso 1 1 calc R U . . .
C5 C 0.4076(6) 0.3144(7) 0.50785(19) 0.238(7) Uani 1 1 d D . . . .
H5 H 0.451115 0.359505 0.523640 0.285 Uiso 1 1 calc R U . . .
C6 C 0.4355(5) 0.2135(6) 0.47954(16) 0.185(4) Uani 1 1 d D . . . .
H6 H 0.494410 0.188186 0.477411 0.222 Uiso 1 1 calc R U . . .
C7 C 0.3689(4) 0.1526(5) 0.45453(13) 0.124(2) Uani 1 1 d D . . . .
N2 N 0.3031(2) -0.0787(3) 0.37408(10) 0.0701(7) Uani 1 1 d . . . . .
C8_1 C 0.3836(3) -0.1337(3) 0.35545(11) 0.0737(9) Uani 1 1 d . . . . .
H8A_1 H 0.375821 -0.228016 0.351057 0.088 Uiso 1 1 calc R U . . .
H8B_1 H 0.431471 -0.121391 0.376613 0.088 Uiso 1 1 calc R U . . .
C9_1 C 0.4087(2) -0.0714(3) 0.31187(11) 0.0624(7) Uani 1 1 d . . . . .
C10_1 C 0.4267(2) -0.1287(3) 0.27201(10) 0.0622(7) Uani 1 1 d . . . . .
H10_1 H 0.429398 -0.218662 0.265728 0.075 Uiso 1 1 calc R U . . .
N3_1 N 0.4110(2) 0.0621(3) 0.30650(10) 0.0731(8) Uani 1 1 d . . . . .
N4_1 N 0.4294(2) 0.0893(2) 0.26471(10) 0.0699(7) Uani 1 1 d . . . . .
N5_1 N 0.43965(16) -0.0277(2) 0.24337(8) 0.0566(6) Uani 1 1 d . . . . .
C12_1 C 0.4540(2) -0.0313(3) 0.19642(10) 0.0586(7) Uani 1 1 d . . . . .
C13_1 C 0.4859(2) -0.1455(3) 0.17699(11) 0.0639(7) Uani 1 1 d . . . . .
H13_1 H 0.500389 -0.218174 0.194557 0.077 Uiso 1 1 calc R U . . .
C14_1 C 0.4959(3) -0.1507(4) 0.13147(12) 0.0773(9) Uani 1 1 d . . . . .
H14_1 H 0.515702 -0.228265 0.118109 0.093 Uiso 1 1 calc R U . . .
C15_1 C 0.4770(3) -0.0429(4) 0.10560(13) 0.0916(12) Uani 1 1 d . . . . .
H15_1 H 0.483875 -0.047194 0.074782 0.110 Uiso 1 1 calc R U . . .
C16_1 C 0.4480(4) 0.0716(4) 0.12530(14) 0.0982(14) Uani 1 1 d . . . . .
H16_1 H 0.437095 0.145727 0.107760 0.118 Uiso 1 1 calc R U . . .
C17_1 C 0.4347(3) 0.0781(3) 0.17070(12) 0.0773(10) Uani 1 1 d . . . . .
H17_1 H 0.413057 0.154947 0.183811 0.093 Uiso 1 1 calc R U . . .
C8_2 C 0.2198(3) -0.1196(4) 0.35453(13) 0.0800(10) Uani 1 1 d . . . . .
H8A_2 H 0.172191 -0.090092 0.373766 0.096 Uiso 1 1 calc R U . . .
H8B_2 H 0.218097 -0.215424 0.353713 0.096 Uiso 1 1 calc R U . . .
C9_2 C 0.2034(2) -0.0681(3) 0.30826(13) 0.0675(8) Uani 1 1 d . . . . .
C10_2 C 0.2047(2) -0.1349(3) 0.26909(12) 0.0659(8) Uani 1 1 d . . . . .
H10_2 H 0.214857 -0.224819 0.265148 0.079 Uiso 1 1 calc R U . . .
N3_2 N 0.1853(2) 0.0608(3) 0.29922(11) 0.0746(8) Uani 1 1 d . . . . .
N4_2 N 0.1758(2) 0.0758(2) 0.25611(10) 0.0715(7) Uani 1 1 d . . . . .
N5_2 N 0.18828(16) -0.0452(2) 0.23703(10) 0.0588(6) Uani 1 1 d . . . . .
C12_2 C 0.1849(2) -0.0607(3) 0.19013(12) 0.0617(7) Uani 1 1 d . . . . .
C13_2 C 0.2379(3) -0.1550(4) 0.16998(14) 0.0779(10) Uani 1 1 d . . . . .
H13_2 H 0.274942 -0.208204 0.187047 0.094 Uiso 1 1 calc R U . . .
C14_2 C 0.2349(3) -0.1689(5) 0.12385(16) 0.0965(13) Uani 1 1 d . . . . .
H14_2 H 0.271217 -0.230404 0.109828 0.116 Uiso 1 1 calc R U . . .
C15_2 C 0.1789(4) -0.0927(5) 0.09897(15) 0.0974(13) Uani 1 1 d . . . . .
H15_2 H 0.176580 -0.103161 0.068142 0.117 Uiso 1 1 calc R U . . .
C16_2 C 0.1259(4) -0.0005(5) 0.11950(16) 0.0970(13) Uani 1 1 d . . . . .
H16_2 H 0.087757 0.050954 0.102432 0.116 Uiso 1 1 calc R U . . .
C17_2 C 0.1288(3) 0.0166(4) 0.16531(13) 0.0783(10) Uani 1 1 d . . . . .
H17_2 H 0.093164 0.079498 0.179091 0.094 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv.12117558.v1 2020
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
N2 C1 N1 125.6(4) . . ?
N2 C1 S1 121.6(3) . . ?
N1 C1 S1 112.8(3) . . ?
C2 S1 C1 90.0(2) . . ?
C7 N1 C1 110.0(4) . . ?
C7 C2 C3 121.5(7) . . ?
C7 C2 S1 109.2(3) . . ?
C3 C2 S1 129.3(6) . . ?
C4 C3 C2 120.3(7) . . ?
C3 C4 C5 116.3(6) . . ?
C4 C5 C6 125.8(7) . . ?
C5 C6 C7 115.5(6) . . ?
N1 C7 C2 117.9(4) . . ?
N1 C7 C6 121.7(6) . . ?
C2 C7 C6 120.4(6) . . ?
C1 N2 C8_2 122.7(3) . . ?
C1 N2 C8_1 119.1(3) . . ?
C8_2 N2 C8_1 117.7(3) . . ?
N2 C8_1 C9_1 112.8(3) . . ?
C10_1 C9_1 N3_1 108.4(3) . . ?
C10_1 C9_1 C8_1 129.7(3) . . ?
N3_1 C9_1 C8_1 121.8(3) . . ?
N5_1 C10_1 C9_1 105.4(3) . . ?
N4_1 N3_1 C9_1 109.0(3) . . ?
N3_1 N4_1 N5_1 107.0(2) . . ?
C10_1 N5_1 N4_1 110.2(2) . . ?
C10_1 N5_1 C12_1 129.2(2) . . ?
N4_1 N5_1 C12_1 120.4(2) . . ?
C17_1 C12_1 C13_1 120.6(3) . . ?
C17_1 C12_1 N5_1 120.0(3) . . ?
C13_1 C12_1 N5_1 119.4(3) . . ?
C14_1 C13_1 C12_1 119.3(3) . . ?
C15_1 C14_1 C13_1 120.6(3) . . ?
C14_1 C15_1 C16_1 119.7(4) . . ?
C15_1 C16_1 C17_1 120.8(4) . . ?
C16_1 C17_1 C12_1 118.9(3) . . ?
N2 C8_2 C9_2 114.8(3) . . ?
C10_2 C9_2 N3_2 108.0(3) . . ?
C10_2 C9_2 C8_2 128.7(3) . . ?
N3_2 C9_2 C8_2 123.3(3) . . ?
N5_2 C10_2 C9_2 106.3(3) . . ?
N4_2 N3_2 C9_2 109.3(3) . . ?
N3_2 N4_2 N5_2 107.1(2) . . ?
C10_2 N5_2 N4_2 109.4(3) . . ?
C10_2 N5_2 C12_2 129.9(3) . . ?
N4_2 N5_2 C12_2 120.7(3) . . ?
C17_2 C12_2 C13_2 121.0(3) . . ?
C17_2 C12_2 N5_2 119.8(3) . . ?
C13_2 C12_2 N5_2 119.3(3) . . ?
C12_2 C13_2 C14_2 119.0(4) . . ?
C15_2 C14_2 C13_2 120.3(4) . . ?
C14_2 C15_2 C16_2 120.0(4) . . ?
C15_2 C16_2 C17_2 120.7(4) . . ?
C12_2 C17_2 C16_2 119.0(4) . . ?
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
C1 N2 1.356(4) . ?
C1 N1 1.392(5) . ?
C1 S1 1.714(4) . ?
S1 C2 1.708(6) . ?
N1 C7 1.295(6) . ?
C2 C7 1.383(4) . ?
C2 C3 1.393(4) . ?
C3 C4 1.379(5) . ?
C4 C5 1.390(5) . ?
C5 C6 1.392(5) . ?
C6 C7 1.398(4) . ?
N2 C8_2 1.449(5) . ?
N2 C8_1 1.451(5) . ?
C8_1 C9_1 1.498(5) . ?
C9_1 C10_1 1.355(4) . ?
C9_1 N3_1 1.360(4) . ?
C10_1 N5_1 1.348(4) . ?
N3_1 N4_1 1.311(4) . ?
N4_1 N5_1 1.354(3) . ?
N5_1 C12_1 1.423(4) . ?
C12_1 C17_1 1.379(4) . ?
C12_1 C13_1 1.381(4) . ?
C13_1 C14_1 1.373(5) . ?
C14_1 C15_1 1.368(6) . ?
C15_1 C16_1 1.372(6) . ?
C16_1 C17_1 1.376(6) . ?
C8_2 C9_2 1.501(5) . ?
C9_2 C10_2 1.354(5) . ?
C9_2 N3_2 1.359(4) . ?
C10_2 N5_2 1.344(4) . ?
N3_2 N4_2 1.308(4) . ?
N4_2 N5_2 1.363(3) . ?
N5_2 C12_2 1.415(4) . ?
C12_2 C17_2 1.373(5) . ?
C12_2 C13_2 1.384(5) . ?
C13_2 C14_2 1.390(6) . ?
C14_2 C15_2 1.367(7) . ?
C15_2 C16_2 1.375(7) . ?
C16_2 C17_2 1.383(6) . ?
