#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/66/2226676.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2226676
loop_
_publ_author_name
'Wang, Fu-Ming'
_publ_section_title
;
 {N,N'-Bis[1-(2-pyridyl)ethylidene]ethane-1,2-diamine-κ⁴N,N',N'',N'''}(thiocyanato-κN)zinc(II)
 perchlorate
;
_journal_coeditor_code           SJ5017
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m778
_journal_page_last               m779
_journal_paper_doi               10.1107/S1600536810021628
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Zn (N C S) (C16 H18 N4)] Cl O4'
_chemical_formula_moiety         'C17 H18 N5 S Zn +, Cl O4 -'
_chemical_formula_sum            'C17 H18 Cl N5 O4 S Zn'
_chemical_formula_weight         489.24
_chemical_name_systematic
;
{N,N'-Bis[1-(2-pyridyl)ethylidene]ethane-1,2-diamine-
κ⁴N,N',N'',N'''}(thiocyanato-
κN)zinc(II) perchlorate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 99.690(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.685(2)
_cell_length_b                   13.963(3)
_cell_length_c                   17.374(2)
_cell_measurement_reflns_used    2719
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.4
_cell_volume                     2076.9(7)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_av_sigmaI/netI    0.0593
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16681
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.38
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.445
_exptl_absorpt_correction_T_max  0.6710
_exptl_absorpt_correction_T_min  0.6548
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.661
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         4529
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1121
_refine_ls_R_factor_gt           0.0555
_refine_ls_shift/su_max_lt       0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0792P)²+0.7526P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1423
_refine_ls_wR_factor_ref         0.1696
_reflns_number_gt                2534
_reflns_number_total             4529
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj5017.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2226676
_cod_database_fobs_code          2226676
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn1 0.40268(7) 0.18336(3) 0.23821(3) 0.0532(2) Uani d . 1 . .
Cl Cl1 0.13446(17) 0.32198(10) 0.93392(9) 0.0761(4) Uani d . 1 . .
S S1 0.80304(19) 0.18105(12) 0.08648(10) 0.0888(5) Uani d . 1 A .
O O1 0.1863(9) 0.2376(4) 0.9693(3) 0.170(3) Uani d U 1 . .
O O2 0.2281(6) 0.3965(4) 0.9651(3) 0.145(2) Uani d U 1 . .
O O3 0.1346(6) 0.3155(3) 0.8524(2) 0.0975(14) Uani d U 1 . .
O O4 -0.0172(5) 0.3397(4) 0.9480(3) 0.1246(19) Uani d . 1 . .
N N1 0.2700(4) 0.3093(2) 0.2175(2) 0.0516(9) Uani d . 1 A .
N N4 0.2661(4) 0.0604(3) 0.2040(2) 0.0547(10) Uani d . 1 A .
N N5 0.5483(6) 0.1840(3) 0.1618(3) 0.0725(13) Uani d . 1 A .
C C1 0.1666(6) 0.3311(4) 0.1535(3) 0.0640(13) Uani d . 1 . .
H H1 0.1435 0.2853 0.1144 0.077 Uiso calc R 1 A .
C C2 0.0928(6) 0.4194(4) 0.1434(3) 0.0724(15) Uani d . 1 A .
H H2 0.0234 0.4328 0.0978 0.087 Uiso calc R 1 . .
C C3 0.1231(7) 0.4857(4) 0.2009(4) 0.0762(16) Uani d . 1 . .
H H3 0.0728 0.5447 0.1959 0.091 Uiso calc R 1 A .
C C4 0.2296(6) 0.4645(3) 0.2672(3) 0.0673(14) Uani d . 1 A .
H H4 0.2531 0.5097 0.3067 0.081 Uiso calc R 1 . .
C C5 0.3015(6) 0.3754(3) 0.2744(3) 0.0524(11) Uani d . 1 . .
C C6 0.4210(6) 0.3474(3) 0.3435(3) 0.0608(13) Uani d . 1 A .
C C7 0.4484(8) 0.4109(4) 0.4138(3) 0.0881(19) Uani d . 1 . .
H H7A 0.3514 0.4216 0.4320 0.132 Uiso calc R 1 A .
H H7B 0.4902 0.4710 0.4003 0.132 Uiso calc R 1 . .
H H7C 0.5212 0.3808 0.4543 0.132 Uiso calc R 1 . .
N N2 0.4901(5) 0.2687(3) 0.3355(3) 0.0713(12) Uani d PD 0.59(3) A 1
N N3 0.4830(4) 0.0850(3) 0.3273(2) 0.0537(10) Uani d PD 0.59(3) A 1
C C8 0.573(2) 0.2217(8) 0.4079(7) 0.076(4) Uani d PDU 0.59(3) A 1
H H8A 0.5077 0.2231 0.4481 0.092 Uiso calc PR 0.59(3) A 1
H H8B 0.6691 0.2557 0.4272 0.092 Uiso calc PR 0.59(3) A 1
C C9 0.6085(18) 0.1192(11) 0.3889(10) 0.073(6) Uani d PDU 0.59(3) A 1
H H9A 0.7083 0.1159 0.3709 0.088 Uiso calc PR 0.59(3) A 1
H H9B 0.6141 0.0795 0.4351 0.088 Uiso calc PR 0.59(3) A 1
N N2' 0.4901(5) 0.2687(3) 0.3355(3) 0.0713(12) Uani d PD 0.41(3) A 2
N N3' 0.4830(4) 0.0850(3) 0.3273(2) 0.0537(10) Uani d PD 0.41(3) A 2
C C8' 0.6313(16) 0.2226(10) 0.3782(13) 0.058(5) Uani d PDU 0.41(3) A 2
H H8'A 0.6739 0.2587 0.4247 0.070 Uiso calc PR 0.41(3) A 2
H H8'B 0.7109 0.2158 0.3456 0.070 Uiso calc PR 0.41(3) A 2
C C9' 0.571(3) 0.1262(15) 0.3990(8) 0.058(6) Uani d PDU 0.41(3) A 2
H H9'A 0.6570 0.0846 0.4201 0.070 Uiso calc PR 0.41(3) A 2
H H9'B 0.5035 0.1335 0.4379 0.070 Uiso calc PR 0.41(3) A 2
C C10 0.4124(6) 0.0058(3) 0.3271(3) 0.0531(12) Uani d . 1 . .
C C11 0.4348(8) -0.0665(4) 0.3924(3) 0.0878(19) Uani d . 1 A .
H H11A 0.5251 -0.0497 0.4299 0.132 Uiso calc R 1 . .
H H11B 0.4493 -0.1290 0.3716 0.132 Uiso calc R 1 . .
H H11C 0.3442 -0.0670 0.4174 0.132 Uiso calc R 1 . .
C C12 0.2956(5) -0.0134(3) 0.2555(3) 0.0518(11) Uani d . 1 A .
C C13 0.2222(6) -0.1010(4) 0.2399(3) 0.0714(15) Uani d . 1 . .
H H13 0.2424 -0.1509 0.2756 0.086 Uiso calc R 1 A .
C C14 0.1198(7) -0.1136(4) 0.1718(4) 0.089(2) Uani d . 1 A .
H H14 0.0677 -0.1716 0.1614 0.107 Uiso calc R 1 . .
C C15 0.0947(7) -0.0406(5) 0.1193(4) 0.093(2) Uani d . 1 . .
H H15 0.0289 -0.0491 0.0717 0.112 Uiso calc R 1 A .
C C16 0.1684(6) 0.0465(4) 0.1376(3) 0.0775(16) Uani d . 1 A .
H H16 0.1487 0.0968 0.1022 0.093 Uiso calc R 1 . .
C C17 0.6548(7) 0.1821(3) 0.1302(3) 0.0544(12) Uani d . 1 . .
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'
Zn Zn 0.2839 1.4301 '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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N5 Zn1 N3 . . 109.08(17) y
N5 Zn1 N1 . . 105.95(16) y
N3 Zn1 N1 . . 141.17(14) y
N5 Zn1 N2 . . 110.56(19) y
N3 Zn1 N2 . . 75.37(15) y
N1 Zn1 N2 . . 77.12(15) y
N5 Zn1 N4 . . 101.91(17) y
N3 Zn1 N4 . . 77.11(14) y
N1 Zn1 N4 . . 111.48(15) y
N2 Zn1 N4 . . 142.71(17) y
O1 Cl1 O2 . . 110.3(5) ?
O1 Cl1 O4 . . 108.8(4) ?
O2 Cl1 O4 . . 108.0(3) ?
O1 Cl1 O3 . . 109.7(3) ?
O2 Cl1 O3 . . 110.0(3) ?
O4 Cl1 O3 . . 110.1(3) ?
C1 N1 C5 . . 118.6(4) ?
C1 N1 Zn1 . . 127.1(3) ?
C5 N1 Zn1 . . 114.2(3) ?
C16 N4 C12 . . 118.9(4) ?
C16 N4 Zn1 . . 127.5(4) ?
C12 N4 Zn1 . . 113.3(3) ?
C17 N5 Zn1 . . 166.6(5) ?
N1 C1 C2 . . 122.5(5) ?
N1 C1 H1 . . 118.7 ?
C2 C1 H1 . . 118.7 ?
C3 C2 C1 . . 119.1(5) ?
C3 C2 H2 . . 120.5 ?
C1 C2 H2 . . 120.5 ?
C2 C3 C4 . . 119.2(5) ?
C2 C3 H3 . . 120.4 ?
C4 C3 H3 . . 120.4 ?
C3 C4 C5 . . 119.7(5) ?
C3 C4 H4 . . 120.1 ?
C5 C4 H4 . . 120.1 ?
N1 C5 C4 . . 121.0(5) ?
N1 C5 C6 . . 115.9(4) ?
C4 C5 C6 . . 123.1(5) ?
N2 C6 C7 . . 126.1(5) ?
N2 C6 C5 . . 114.4(4) ?
C7 C6 C5 . . 119.5(5) ?
C6 C7 H7A . . 109.5 ?
C6 C7 H7B . . 109.5 ?
H7A C7 H7B . . 109.5 ?
C6 C7 H7C . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C6 N2 C8 . . 117.1(7) ?
C6 N2 Zn1 . . 117.7(3) ?
C8 N2 Zn1 . . 119.2(5) ?
C10 N3 C9 . . 125.9(9) ?
C10 N3 Zn1 . . 118.0(3) ?
C9 N3 Zn1 . . 115.9(8) ?
N2 C8 C9 . . 108.5(11) ?
N2 C8 H8A . . 110.0 ?
C9 C8 H8A . . 110.0 ?
N2 C8 H8B . . 110.0 ?
C9 C8 H8B . . 110.0 ?
H8A C8 H8B . . 108.4 ?
N3 C9 C8 . . 108.2(9) ?
N3 C9 H9A . . 110.1 ?
C8 C9 H9A . . 110.1 ?
N3 C9 H9B . . 110.1 ?
C8 C9 H9B . . 110.1 ?
H9A C9 H9B . . 108.4 ?
C9' C8' H8'A . . 111.3 ?
C9' C8' H8'B . . 111.3 ?
H8'A C8' H8'B . . 109.2 ?
C8' C9' H9'A . . 110.2 ?
C8' C9' H9'B . . 110.2 ?
H9'A C9' H9'B . . 108.5 ?
N3 C10 C12 . . 114.9(4) ?
N3 C10 C11 . . 125.6(5) ?
C12 C10 C11 . . 119.4(4) ?
C10 C11 H11A . . 109.5 ?
C10 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C10 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
N4 C12 C13 . . 120.8(4) ?
N4 C12 C10 . . 116.0(4) ?
C13 C12 C10 . . 123.2(4) ?
C14 C13 C12 . . 119.6(5) ?
C14 C13 H13 . . 120.2 ?
C12 C13 H13 . . 120.2 ?
C15 C14 C13 . . 119.4(5) ?
C15 C14 H14 . . 120.3 ?
C13 C14 H14 . . 120.3 ?
C14 C15 C16 . . 119.2(5) ?
C14 C15 H15 . . 120.4 ?
C16 C15 H15 . . 120.4 ?
N4 C16 C15 . . 122.0(5) ?
N4 C16 H16 . . 119.0 ?
C15 C16 H16 . . 119.0 ?
N5 C17 S1 . . 179.2(5) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn1 N5 . 1.982(5) y
Zn1 N3 . 2.099(4) y
Zn1 N1 . 2.100(4) y
Zn1 N2 . 2.102(4) y
Zn1 N4 . 2.115(4) y
Cl1 O1 . 1.370(5) ?
Cl1 O2 . 1.374(4) ?
Cl1 O4 . 1.401(4) ?
Cl1 O3 . 1.419(4) ?
S1 C17 . 1.601(6) ?
N1 C1 . 1.340(6) ?
N1 C5 . 1.347(5) ?
N4 C16 . 1.327(6) ?
N4 C12 . 1.359(6) ?
N5 C17 . 1.153(7) ?
C1 C2 . 1.387(7) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.355(7) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.382(7) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.388(6) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.501(7) ?
C6 N2 . 1.271(6) ?
C6 C7 . 1.495(7) ?
C7 H7A . 0.9600 ?
C7 H7B . 0.9600 ?
C7 H7C . 0.9600 ?
N2 C8 . 1.492(8) ?
N3 C10 . 1.264(5) ?
N3 C9 . 1.472(8) ?
C8 C9 . 1.513(10) ?
C8 H8A . 0.9700 ?
C8 H8B . 0.9700 ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C8' C9' . 1.512(10) ?
C8' H8'A . 0.9700 ?
C8' H8'B . 0.9700 ?
C9' H9'A . 0.9700 ?
C9' H9'B . 0.9700 ?
C10 C12 . 1.492(6) ?
C10 C11 . 1.508(7) ?
C11 H11A . 0.9600 ?
C11 H11B . 0.9600 ?
C11 H11C . 0.9600 ?
C12 C13 . 1.385(6) ?
C13 C14 . 1.368(8) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.360(8) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.387(7) ?
C15 H15 . 0.9300 ?
C16 H16 . 0.9300 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139079192
