#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:43:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/85/2208557.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_2208557
loop_
_publ_author_name
'You, Zhong-Lu'
'Wang, Jia'
'Han, Xiao'
_publ_section_title
'[N,N-Diethyl-N'-(2-pyridylmethylene)ethane-1,2-diamine]dithiocyanatocopper(II)'
_journal_coeditor_code           CI2024
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m860
_journal_page_last               m861
_journal_paper_doi               10.1107/S1600536806010506
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Cu (C12 H19 N3)(N C S)2]'
_chemical_formula_moiety         '[Cu (N C S)2 (C12 H19 N3)]'
_chemical_formula_sum            'C14 H19 Cu N5 S2'
_chemical_formula_weight         385.00
_space_group_IT_number           76
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4w'
_symmetry_space_group_name_H-M   'P 41'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.2940(10)
_cell_length_b                   7.2940(10)
_cell_length_c                   33.549(3)
_cell_measurement_reflns_used    3609
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.1
_cell_measurement_theta_min      2.4
_cell_volume                     1784.9(4)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0313
_diffrn_reflns_av_sigmaI/netI    0.0373
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            15425
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.43
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.460
_exptl_absorpt_correction_T_max  0.8678
_exptl_absorpt_correction_T_min  0.6290
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             796
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.241
_refine_ls_abs_structure_details 'Flack (1983); 1995 Friedel pairs'
_refine_ls_abs_structure_Flack   0.027(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         4084
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.965
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0436
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0581P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0989
_refine_ls_wR_factor_ref         0.1084
_reflns_number_gt                2778
_reflns_number_total             4084
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ci2024.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2208557
_cod_database_fobs_code          2208557
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'
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
Cu Cu1 0.92314(7) 0.04551(6) 0.796394(14) 0.07533(17) Uani d . 1
S S1 0.6294(2) 0.57390(17) 0.75221(4) 0.1025(4) Uani d . 1
S S2 1.2512(3) 0.4069(3) 0.89374(6) 0.1442(7) Uani d . 1
N N1 0.7381(5) -0.0536(5) 0.83716(10) 0.0790(9) Uani d . 1
N N2 1.0267(6) -0.1971(5) 0.80643(12) 0.0894(11) Uani d . 1
N N3 1.0962(4) 0.0317(5) 0.74660(13) 0.0824(10) Uani d . 1
N N4 0.7747(6) 0.2505(6) 0.78057(12) 0.1056(15) Uani d . 1
N N5 1.1000(8) 0.1917(8) 0.83668(17) 0.1261(17) Uani d . 1
C C1 0.5989(7) 0.0316(8) 0.85374(14) 0.0999(14) Uani d . 1
H H1 0.5713 0.1507 0.8458 0.120 Uiso calc R 1
C C2 0.4911(9) -0.0529(10) 0.8831(2) 0.125(2) Uani d . 1
H H2 0.3930 0.0087 0.8947 0.149 Uiso calc R 1
C C3 0.5323(11) -0.2226(12) 0.89397(18) 0.133(2) Uani d . 1
H H3 0.4635 -0.2788 0.9139 0.159 Uiso calc R 1
C C4 0.6749(10) -0.3183(9) 0.87647(19) 0.123(2) Uani d . 1
H H4 0.7013 -0.4386 0.8836 0.148 Uiso calc R 1
C C5 0.7764(7) -0.2265(7) 0.84790(14) 0.0871(13) Uani d . 1
C C6 0.9371(9) -0.3015(7) 0.82880(17) 0.1013(16) Uani d . 1
H H6 0.9727 -0.4225 0.8329 0.122 Uiso calc R 1
C C7 1.1875(9) -0.2489(8) 0.7836(2) 0.122(2) Uani d . 1
H H7A 1.1567 -0.3442 0.7646 0.146 Uiso calc R 1
H H7B 1.2824 -0.2951 0.8012 0.146 Uiso calc R 1
C C8 1.2552(7) -0.0763(9) 0.7617(2) 0.1126(18) Uani d . 1
H H8A 1.3271 -0.0014 0.7798 0.135 Uiso calc R 1
H H8B 1.3331 -0.1116 0.7396 0.135 Uiso calc R 1
C C9 1.0083(9) -0.0708(8) 0.71385(19) 0.1080(17) Uani d . 1
H H9A 1.0939 -0.0780 0.6918 0.130 Uiso calc R 1
H H9B 0.9854 -0.1951 0.7229 0.130 Uiso calc R 1
C C10 0.8348(12) 0.0061(10) 0.6989(2) 0.148(3) Uani d . 1
H H10A 0.7490 0.0162 0.7205 0.222 Uiso calc R 1
H H10B 0.7853 -0.0731 0.6788 0.222 Uiso calc R 1
H H10C 0.8569 0.1253 0.6878 0.222 Uiso calc R 1
C C11 1.1598(7) 0.2181(7) 0.73486(17) 0.0951(14) Uani d . 1
H H11A 1.2136 0.2761 0.7581 0.114 Uiso calc R 1
H H11B 1.0533 0.2898 0.7273 0.114 Uiso calc R 1
C C12 1.2982(9) 0.2277(10) 0.7009(2) 0.139(2) Uani d . 1
H H12A 1.4132 0.1777 0.7097 0.208 Uiso calc R 1
H H12B 1.3151 0.3532 0.6931 0.208 Uiso calc R 1
H H12C 1.2536 0.1583 0.6786 0.208 Uiso calc R 1
C C13 0.7145(6) 0.3850(7) 0.76873(12) 0.0775(11) Uani d . 1
C C14 1.1606(6) 0.2808(6) 0.86033(15) 0.0781(11) 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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_publ_flag
N4 Cu1 N2 166.1(2) y
N4 Cu1 N1 95.02(18) y
N2 Cu1 N1 79.66(18) y
N4 Cu1 N3 99.01(17) y
N2 Cu1 N3 82.00(17) y
N1 Cu1 N3 155.49(15) y
N4 Cu1 N5 97.2(2) y
N2 Cu1 N5 96.25(19) y
N1 Cu1 N5 98.6(2) y
N3 Cu1 N5 99.4(2) y
C1 N1 C5 119.5(5) ?
C1 N1 Cu1 128.5(3) ?
C5 N1 Cu1 111.9(3) ?
C6 N2 C7 125.4(4) ?
C6 N2 Cu1 116.9(4) ?
C7 N2 Cu1 117.3(4) ?
C9 N3 C11 113.6(4) ?
C9 N3 C8 108.9(4) ?
C11 N3 C8 109.3(4) ?
C9 N3 Cu1 110.8(3) ?
C11 N3 Cu1 110.8(3) ?
C8 N3 Cu1 102.9(3) ?
C13 N4 Cu1 168.0(4) ?
C14 N5 Cu1 166.5(5) ?
N1 C1 C2 121.5(6) ?
N1 C1 H1 119.3 ?
C2 C1 H1 119.3 ?
C3 C2 C1 118.5(6) ?
C3 C2 H2 120.8 ?
C1 C2 H2 120.8 ?
C2 C3 C4 121.7(6) ?
C2 C3 H3 119.2 ?
C4 C3 H3 119.2 ?
C3 C4 C5 116.9(6) ?
C3 C4 H4 121.6 ?
C5 C4 H4 121.6 ?
N1 C5 C4 122.0(5) ?
N1 C5 C6 114.0(5) ?
C4 C5 C6 124.0(5) ?
N2 C6 C5 117.3(4) ?
N2 C6 H6 121.3 ?
C5 C6 H6 121.3 ?
N2 C7 C8 107.3(4) ?
N2 C7 H7A 110.3 ?
C8 C7 H7A 110.3 ?
N2 C7 H7B 110.3 ?
C8 C7 H7B 110.3 ?
H7A C7 H7B 108.5 ?
N3 C8 C7 110.2(4) ?
N3 C8 H8A 109.6 ?
C7 C8 H8A 109.6 ?
N3 C8 H8B 109.6 ?
C7 C8 H8B 109.6 ?
H8A C8 H8B 108.1 ?
C10 C9 N3 115.7(5) ?
C10 C9 H9A 108.4 ?
N3 C9 H9A 108.4 ?
C10 C9 H9B 108.4 ?
N3 C9 H9B 108.4 ?
H9A C9 H9B 107.4 ?
C9 C10 H10A 109.5 ?
C9 C10 H10B 109.5 ?
H10A C10 H10B 109.5 ?
C9 C10 H10C 109.5 ?
H10A C10 H10C 109.5 ?
H10B C10 H10C 109.5 ?
N3 C11 C12 116.5(5) ?
N3 C11 H11A 108.2 ?
C12 C11 H11A 108.2 ?
N3 C11 H11B 108.2 ?
C12 C11 H11B 108.2 ?
H11A C11 H11B 107.3 ?
C11 C12 H12A 109.5 ?
C11 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
C11 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
N4 C13 S1 179.8(5) ?
N5 C14 S2 178.8(5) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 N4 1.921(4) y
Cu1 N2 1.954(3) y
Cu1 N1 2.053(4) y
Cu1 N3 2.096(4) y
Cu1 N5 2.151(5) y
S1 C13 1.610(5) ?
S2 C14 1.594(5) ?
N1 C1 1.314(7) ?
N1 C5 1.341(6) ?
N2 C6 1.253(7) ?
N2 C7 1.450(7) ?
N3 C9 1.476(7) ?
N3 C11 1.489(6) ?
N3 C8 1.491(7) ?
N4 C13 1.146(5) ?
N5 C14 1.117(6) ?
C1 C2 1.403(8) ?
C1 H1 0.93 ?
C2 C3 1.325(9) ?
C2 H2 0.93 ?
C3 C4 1.383(10) ?
C3 H3 0.93 ?
C4 C5 1.384(8) ?
C4 H4 0.93 ?
C5 C6 1.444(8) ?
C6 H6 0.93 ?
C7 C8 1.540(9) ?
C7 H7A 0.97 ?
C7 H7B 0.97 ?
C8 H8A 0.97 ?
C8 H8B 0.97 ?
C9 C10 1.472(9) ?
C9 H9A 0.97 ?
C9 H9B 0.97 ?
C10 H10A 0.96 ?
C10 H10B 0.96 ?
C10 H10C 0.96 ?
C11 C12 1.523(8) ?
C11 H11A 0.97 ?
C11 H11B 0.97 ?
C12 H12A 0.96 ?
C12 H12B 0.96 ?
C12 H12C 0.96 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139069291
