#------------------------------------------------------------------------------
#$Date: 2025-08-19 14:52:15 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301804 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/43/2214384.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_2214384
loop_
_publ_author_name
'Li-Juan Ye'
'Zhong-Lu You'
_publ_section_title
Acetonitrile{2-[3-(dimethylamino)propyliminomethyl]-4-nitrophenolato-κ³N,N',O}(thiocyanato-κN)copper(II)
_journal_coeditor_code           RZ2144
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1837
_journal_page_last               m1837
_journal_paper_doi               10.1107/S1600536807025342
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Cu (C12 H16 N3 O3) (N C S) (C2 H3 N)]'
_chemical_formula_moiety         'C15 H19 Cu N5 O3 S'
_chemical_formula_sum            'C15 H19 Cu N5 O3 S'
_chemical_formula_weight         412.95
_chemical_name_systematic
;
Acetonitrile{2-[3-(dimethylamino)propyliminomethyl]-4-nitrophenolato-
κ³N,N',O}(thiocyanato-\kN)copper(II)
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.5430(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.507(2)
_cell_length_b                   11.5520(10)
_cell_length_c                   12.787(2)
_cell_measurement_reflns_used    3875
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      24.5
_cell_measurement_theta_min      2.3
_cell_volume                     1843.9(4)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 2002)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       ω
_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  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15401
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.21
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.321
_exptl_absorpt_correction_T_max  0.770
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.247
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         4186
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0540
_refine_ls_R_factor_gt           0.0367
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0462P)²+0.3686P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0900
_refine_ls_wR_factor_ref         0.0980
_reflns_number_gt                3143
_reflns_number_total             4186
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rz2144.cif
_cod_data_source_block           I
_cod_original_cell_volume        1844.0(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2214384
_cod_database_fobs_code          2214384
loop_
_symmetry_equiv_pos_as_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_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 0.21596(2) 0.93882(2) 0.25457(2) 0.04336(11) Uani d . 1
S S1 0.26057(7) 0.83713(8) -0.09663(6) 0.0811(3) Uani d . 1
O O1 0.36548(13) 0.89111(16) 0.27255(15) 0.0596(5) Uani d . 1
O O2 0.68408(15) 1.2638(2) 0.4508(2) 0.0856(7) Uani d . 1
O O3 0.79311(14) 1.1489(2) 0.38151(18) 0.0819(7) Uani d . 1
N N1 0.23620(14) 1.03387(16) 0.38324(14) 0.0414(4) Uani d . 1
N N2 0.06710(15) 1.01357(17) 0.21204(15) 0.0452(5) Uani d . 1
N N3 0.14008(19) 0.7828(2) 0.3335(2) 0.0679(6) Uani d . 1
N N4 0.22514(18) 0.8813(2) 0.11039(18) 0.0656(6) Uani d . 1
N N5 0.70235(15) 1.1749(2) 0.40349(17) 0.0544(5) Uani d . 1
C C1 0.42878(17) 1.05305(18) 0.37335(17) 0.0387(5) Uani d . 1
C C2 0.44268(19) 0.95528(19) 0.30748(19) 0.0448(5) Uani d . 1
C C3 0.5498(2) 0.9310(2) 0.2819(2) 0.0561(7) Uani d . 1
H H3 0.5630 0.8650 0.2431 0.067 Uiso calc R 1
C C4 0.63293(19) 1.0008(2) 0.31240(19) 0.0537(6) Uani d . 1
H H4 0.7016 0.9838 0.2929 0.064 Uiso calc R 1
C C5 0.61515(17) 1.0982(2) 0.37302(18) 0.0437(5) Uani d . 1
C C6 0.51490(17) 1.1218(2) 0.40523(17) 0.0414(5) Uani d . 1
H H6 0.5049 1.1847 0.4490 0.050 Uiso calc R 1
C C7 0.32677(18) 1.07729(19) 0.41476(18) 0.0408(5) Uani d . 1
H H7 0.3266 1.1297 0.4699 0.049 Uiso calc R 1
C C8 0.14448(19) 1.0635(2) 0.44447(19) 0.0508(6) Uani d . 1
H H8A 0.1690 1.1113 0.5035 0.061 Uiso calc R 1
H H8B 0.1146 0.9930 0.4719 0.061 Uiso calc R 1
C C9 0.05886(19) 1.1266(2) 0.3807(2) 0.0532(6) Uani d . 1
H H9A 0.0908 1.1918 0.3463 0.064 Uiso calc R 1
H H9B 0.0072 1.1570 0.4271 0.064 Uiso calc R 1
C C10 0.00110(19) 1.0514(2) 0.2987(2) 0.0545(6) Uani d . 1
H H10A -0.0255 0.9831 0.3328 0.065 Uiso calc R 1
H H10B -0.0604 1.0937 0.2687 0.065 Uiso calc R 1
C C11 0.0905(2) 1.1145(2) 0.1461(2) 0.0619(7) Uani d . 1
H H11A 0.0247 1.1522 0.1234 0.093 Uiso calc R 1
H H11B 0.1265 1.0890 0.0860 0.093 Uiso calc R 1
H H11C 0.1356 1.1678 0.1860 0.093 Uiso calc R 1
C C12 -0.0019(2) 0.9324(2) 0.1481(2) 0.0624(7) Uani d . 1
H H12A -0.0136 0.8636 0.1879 0.094 Uiso calc R 1
H H12B 0.0328 0.9124 0.0856 0.094 Uiso calc R 1
H H12C -0.0694 0.9687 0.1294 0.094 Uiso calc R 1
C C13 0.24112(19) 0.8638(2) 0.0250(2) 0.0520(6) Uani d . 1
C C14 0.1136(2) 0.7100(2) 0.3835(2) 0.0528(6) Uani d . 1
C C15 0.0798(2) 0.6164(3) 0.4485(2) 0.0713(8) Uani d . 1
H H15A 0.1241 0.6145 0.5125 0.107 Uiso calc R 1
H H15B 0.0862 0.5444 0.4120 0.107 Uiso calc R 1
H H15C 0.0065 0.6281 0.4641 0.107 Uiso calc R 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'
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
O1 Cu1 N4 84.49(9) y
O1 Cu1 N1 89.22(7) y
N4 Cu1 N1 162.26(9) y
O1 Cu1 N2 168.09(8) y
N4 Cu1 N2 89.91(9) y
N1 Cu1 N2 93.04(7) y
O1 Cu1 N3 98.37(8) y
N4 Cu1 N3 101.30(10) y
N1 Cu1 N3 96.01(8) y
N2 Cu1 N3 93.03(8) y
C2 O1 Cu1 125.21(15) ?
C7 N1 C8 116.47(19) ?
C7 N1 Cu1 122.92(15) ?
C8 N1 Cu1 120.52(15) ?
C11 N2 C12 108.2(2) ?
C11 N2 C10 109.4(2) ?
C12 N2 C10 105.38(19) ?
C11 N2 Cu1 105.60(15) ?
C12 N2 Cu1 111.08(16) ?
C10 N2 Cu1 116.96(15) ?
C14 N3 Cu1 170.0(2) ?
C13 N4 Cu1 168.5(3) ?
O2 N5 O3 121.7(2) ?
O2 N5 C5 119.4(2) ?
O3 N5 C5 118.9(2) ?
C6 C1 C2 120.6(2) ?
C6 C1 C7 118.2(2) ?
C2 C1 C7 121.0(2) ?
O1 C2 C1 123.3(2) ?
O1 C2 C3 120.4(2) ?
C1 C2 C3 116.2(2) ?
C4 C3 C2 122.1(2) ?
C4 C3 H3 118.9 ?
C2 C3 H3 118.9 ?
C3 C4 C5 119.7(2) ?
C3 C4 H4 120.1 ?
C5 C4 H4 120.1 ?
C6 C5 C4 120.6(2) ?
C6 C5 N5 119.2(2) ?
C4 C5 N5 120.2(2) ?
C5 C6 C1 120.6(2) ?
C5 C6 H6 119.7 ?
C1 C6 H6 119.7 ?
N1 C7 C1 126.5(2) ?
N1 C7 H7 116.7 ?
C1 C7 H7 116.7 ?
N1 C8 C9 112.3(2) ?
N1 C8 H8A 109.1 ?
C9 C8 H8A 109.1 ?
N1 C8 H8B 109.1 ?
C9 C8 H8B 109.1 ?
H8A C8 H8B 107.9 ?
C8 C9 C10 113.2(2) ?
C8 C9 H9A 108.9 ?
C10 C9 H9A 108.9 ?
C8 C9 H9B 108.9 ?
C10 C9 H9B 108.9 ?
H9A C9 H9B 107.8 ?
N2 C10 C9 115.0(2) ?
N2 C10 H10A 108.5 ?
C9 C10 H10A 108.5 ?
N2 C10 H10B 108.5 ?
C9 C10 H10B 108.5 ?
H10A C10 H10B 107.5 ?
N2 C11 H11A 109.5 ?
N2 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
N2 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 109.5 ?
N2 C12 H12A 109.5 ?
N2 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
N2 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
N4 C13 S1 178.4(3) ?
N3 C14 C15 179.7(3) ?
C14 C15 H15A 109.5 ?
C14 C15 H15B 109.5 ?
H15A C15 H15B 109.5 ?
C14 C15 H15C 109.5 ?
H15A C15 H15C 109.5 ?
H15B C15 H15C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 1.950(2) y
Cu1 N4 1.970(2) y
Cu1 N1 1.981(2) y
Cu1 N2 2.093(2) y
Cu1 N3 2.299(2) y
S1 C13 1.618(3) ?
O1 C2 1.276(3) ?
O2 N5 1.220(3) ?
O3 N5 1.224(3) ?
N1 C7 1.281(3) ?
N1 C8 1.469(3) ?
N2 C11 1.479(3) ?
N2 C12 1.485(3) ?
N2 C10 1.487(3) ?
N3 C14 1.119(3) ?
N4 C13 1.140(3) ?
N5 C5 1.441(3) ?
C1 C6 1.379(3) ?
C1 C2 1.426(3) ?
C1 C7 1.439(3) ?
C2 C3 1.427(3) ?
C3 C4 1.354(4) ?
C3 H3 0.9300 ?
C4 C5 1.391(4) ?
C4 H4 0.9300 ?
C5 C6 1.371(3) ?
C6 H6 0.9300 ?
C7 H7 0.9300 ?
C8 C9 1.495(3) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C9 C10 1.511(3) ?
C9 H9A 0.9700 ?
C9 H9B 0.9700 ?
C10 H10A 0.9700 ?
C10 H10B 0.9700 ?
C11 H11A 0.9600 ?
C11 H11B 0.9600 ?
C11 H11C 0.9600 ?
C12 H12A 0.9600 ?
C12 H12B 0.9600 ?
C12 H12C 0.9600 ?
C14 C15 1.443(4) ?
C15 H15A 0.9600 ?
C15 H15B 0.9600 ?
C15 H15C 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C12 H12B N4 . 0.96 2.43 2.969(3) 114.9
C10 H10B O3 1_455 0.97 2.48 3.082(3) 119.7
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139072552
