#------------------------------------------------------------------------------
#$Date: 2025-08-19 00:06:14 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301780 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/17/1551735.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_1551735
loop_
_publ_author_name
'YOKOYAMA, Takashi'
'YOSHISE, Masakazu'
'HASE, Shintaroh'
'KAWATE, Ayumi'
'AKASHI, Haruo'
'ZENKI, Michio'
_publ_section_title
;
 Crystal Structure of
 Isothiocyanato-N,N′-dimethyl-N,N′-bis(pyridine-2-ylmethyl)propane-1,3-diaminecopper(II)
 Perchlorate
;
_journal_name_full               'X-ray Structure Analysis Online'
_journal_page_first              51
_journal_paper_doi               10.2116/xraystruct.27.51
_journal_volume                  27
_journal_year                    2011
_chemical_formula_moiety         'C18 H24 Cl Cu N5 O4 S '
_chemical_formula_sum            'C18 H24 Cl Cu N5 O4 S'
_chemical_formula_weight         505.48
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             2011-04-20
_audit_creation_method           'by CrystalStructure 3.8'
_cell_angle_alpha                89.638(12)
_cell_angle_beta                 81.053(10)
_cell_angle_gamma                88.841(12)
_cell_formula_units_Z            2
_cell_length_a                   9.257(3)
_cell_length_b                   9.883(4)
_cell_length_c                   11.806(5)
_cell_measurement_reflns_used    4379
_cell_measurement_temperature    93.1
_cell_measurement_theta_max      25.7
_cell_measurement_theta_min      3.0
_cell_volume                     1066.7(7)
_computing_cell_refinement       PROCESS
_computing_data_collection       PROCESS
_computing_data_reduction        CrystalStructure
_computing_molecular_graphics    ORTEP-3
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.921
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_device_type  'Rigaku RAXIS-UNKNOWN'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.038
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7095
_diffrn_reflns_theta_full        25.69
_diffrn_reflns_theta_max         25.69
_exptl_absorpt_coefficient_mu    1.282
_exptl_absorpt_correction_T_max  0.774
_exptl_absorpt_correction_T_min  0.474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
    Higashi, T. (1995). Program for Absorption Correction.
    Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       unknown
_exptl_crystal_F_000             522.00
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.25
_refine_diff_density_min         -0.96
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3736
_refine_ls_R_factor_gt           0.0576
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1025P)²+2.6357P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1788
_reflns_number_gt                3587
_reflns_number_total             3736
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            27_51_1.cif
_cod_data_source_block           General
_cod_original_formula_sum        'C18 H24 Cl Cu N5 O4 S '
_cod_database_code               1551735
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu(1) Cu 0.74216(5) 0.17165(5) 0.25306(4) 0.0171(2) Uani 1.00 1 d .
Cl(1) Cl 1.14542(11) 0.47987(10) 0.26925(10) 0.0263(2) Uani 1.00 1 d .
S(1) S 0.42836(11) -0.19690(11) 0.20106(10) 0.0237(2) Uani 1.00 1 d .
O(1) O 1.2172(5) 0.4712(4) 0.1495(3) 0.0596(13) Uani 1.00 1 d .
O(2) O 1.2571(4) 0.4747(4) 0.3389(4) 0.0535(11) Uani 1.00 1 d .
O(3) O 1.0525(4) 0.3651(3) 0.2872(4) 0.0466(10) Uani 1.00 1 d .
O(4) O 1.0621(4) 0.6039(3) 0.2824(3) 0.0384(8) Uani 1.00 1 d .
N(1) N 0.6831(3) 0.2923(3) 0.4008(3) 0.0161(6) Uani 1.00 1 d .
N(2) N 0.6881(3) 0.3127(3) 0.1380(3) 0.0212(7) Uani 1.00 1 d .
N(3) N 0.9329(3) 0.1511(3) 0.1373(3) 0.0191(7) Uani 1.00 1 d .
N(4) N 0.8004(3) 0.0392(3) 0.3694(3) 0.0193(7) Uani 1.00 1 d .
N(5) N 0.5865(4) 0.0384(4) 0.2183(3) 0.0298(8) Uani 1.00 1 d .
C(1) C 0.7087(4) 0.4414(4) 0.3865(3) 0.0202(8) Uani 1.00 1 d .
C(2) C 0.6545(4) 0.5039(4) 0.2823(4) 0.0244(9) Uani 1.00 1 d .
C(3) C 0.7332(4) 0.4517(4) 0.1685(4) 0.0243(9) Uani 1.00 1 d .
C(4) C 0.7766(4) 0.2712(4) 0.0270(4) 0.0251(9) Uani 1.00 1 d .
C(5) C 0.9283(4) 0.2238(4) 0.0422(3) 0.0189(8) Uani 1.00 1 d .
C(6) C 1.0507(4) 0.2458(4) -0.0391(4) 0.0248(9) Uani 1.00 1 d .
C(7) C 1.1846(4) 0.1892(4) -0.0203(4) 0.0259(9) Uani 1.00 1 d .
C(8) C 1.1897(4) 0.1112(4) 0.0759(4) 0.0249(9) Uani 1.00 1 d .
C(9) C 1.0626(4) 0.0955(4) 0.1534(3) 0.0210(8) Uani 1.00 1 d .
C(10) C 0.8250(4) -0.0943(4) 0.3519(4) 0.0243(9) Uani 1.00 1 d .
C(11) C 0.8415(4) -0.1824(4) 0.4408(4) 0.0255(9) Uani 1.00 1 d .
C(12) C 0.8284(4) -0.1316(4) 0.5505(4) 0.0236(9) Uani 1.00 1 d .
C(13) C 0.8017(4) 0.0054(4) 0.5691(3) 0.0212(8) Uani 1.00 1 d .
C(14) C 0.7913(4) 0.0894(4) 0.4757(3) 0.0197(8) Uani 1.00 1 d .
C(15) C 0.7733(4) 0.2399(4) 0.4855(3) 0.0200(8) Uani 1.00 1 d .
C(16) C 0.5272(4) 0.2646(4) 0.4437(4) 0.0236(9) Uani 1.00 1 d .
C(17) C 0.5305(4) 0.3164(4) 0.1227(4) 0.0262(9) Uani 1.00 1 d .
C(18) C 0.5198(4) -0.0591(4) 0.2117(3) 0.0186(8) Uani 1.00 1 d .
H(1) H 0.8149 0.4572 0.3804 0.024 Uiso 1.00 1 c R
H(2) H 0.6594 0.4885 0.4561 0.024 Uiso 1.00 1 c R
H(3) H 0.5488 0.4860 0.2873 0.029 Uiso 1.00 1 c R
H(4) H 0.6657 0.6032 0.2846 0.029 Uiso 1.00 1 c R
H(5) H 0.7148 0.5158 0.1073 0.029 Uiso 1.00 1 c R
H(6) H 0.8397 0.4497 0.1706 0.029 Uiso 1.00 1 c R
H(7) H 0.7838 0.3488 -0.0269 0.030 Uiso 1.00 1 c R
H(8) H 0.7268 0.1973 -0.0068 0.030 Uiso 1.00 1 c R
H(9) H 1.0437 0.2980 -0.1059 0.030 Uiso 1.00 1 c R
H(10) H 1.2710 0.2045 -0.0734 0.031 Uiso 1.00 1 c R
H(11) H 1.2788 0.0688 0.0890 0.030 Uiso 1.00 1 c R
H(12) H 1.0667 0.0434 0.2208 0.025 Uiso 1.00 1 c R
H(13) H 0.8312 -0.1290 0.2764 0.029 Uiso 1.00 1 c R
H(14) H 0.8615 -0.2760 0.4265 0.031 Uiso 1.00 1 c R
H(15) H 0.8376 -0.1903 0.6131 0.028 Uiso 1.00 1 c R
H(16) H 0.7907 0.0415 0.6444 0.025 Uiso 1.00 1 c R
H(17) H 0.7256 0.2640 0.5639 0.024 Uiso 1.00 1 c R
H(18) H 0.8706 0.2822 0.4717 0.024 Uiso 1.00 1 c R
H(19) H 0.4648 0.3282 0.4084 0.028 Uiso 1.00 1 c R
H(20) H 0.5083 0.2755 0.5272 0.028 Uiso 1.00 1 c R
H(21) H 0.5055 0.1718 0.4240 0.028 Uiso 1.00 1 c R
H(22) H 0.5162 0.2541 0.0613 0.031 Uiso 1.00 1 c R
H(23) H 0.5024 0.4084 0.1024 0.031 Uiso 1.00 1 c R
H(24) H 0.4698 0.2889 0.1943 0.031 Uiso 1.00 1 c R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cu Cu 0.320 1.265
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.125 0.123
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.148 0.159
;
International Tables for Crystallography
(1992, 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
N(1) Cu(1) N(2) 96.29(13) yes
N(1) Cu(1) N(3) 132.78(13) yes
N(1) Cu(1) N(4) 82.03(13) yes
N(1) Cu(1) N(5) 115.75(14) yes
N(2) Cu(1) N(3) 83.71(13) yes
N(2) Cu(1) N(4) 177.45(15) yes
N(2) Cu(1) N(5) 93.26(15) yes
N(3) Cu(1) N(4) 96.01(13) yes
N(3) Cu(1) N(5) 111.37(15) yes
N(4) Cu(1) N(5) 89.21(15) yes
O(1) Cl(1) O(2) 107.2(2) yes
O(1) Cl(1) O(3) 105.6(2) yes
O(1) Cl(1) O(4) 107.9(2) yes
O(2) Cl(1) O(3) 112.1(2) yes
O(2) Cl(1) O(4) 112.4(2) yes
O(3) Cl(1) O(4) 111.3(2) yes
Cu(1) N(1) C(1) 116.5(2) yes
Cu(1) N(1) C(15) 105.5(2) yes
Cu(1) N(1) C(16) 106.3(2) yes
C(1) N(1) C(15) 107.9(3) yes
C(1) N(1) C(16) 111.4(3) yes
C(15) N(1) C(16) 108.7(3) yes
Cu(1) N(2) C(3) 110.7(2) yes
Cu(1) N(2) C(4) 104.1(2) yes
Cu(1) N(2) C(17) 115.2(2) yes
C(3) N(2) C(4) 108.9(3) yes
C(3) N(2) C(17) 109.7(3) yes
C(4) N(2) C(17) 107.9(3) yes
Cu(1) N(3) C(5) 112.1(2) yes
Cu(1) N(3) C(9) 128.8(2) yes
C(5) N(3) C(9) 118.1(3) yes
Cu(1) N(4) C(10) 125.3(3) yes
Cu(1) N(4) C(14) 114.3(2) yes
C(10) N(4) C(14) 119.6(3) yes
Cu(1) N(5) C(18) 163.0(3) yes
N(1) C(1) C(2) 114.3(3) yes
C(1) C(2) C(3) 114.2(3) yes
N(2) C(3) C(2) 114.1(3) yes
N(2) C(4) C(5) 111.7(3) yes
N(3) C(5) C(4) 114.0(3) yes
N(3) C(5) C(6) 122.9(3) yes
C(4) C(5) C(6) 123.0(4) yes
C(5) C(6) C(7) 118.4(4) yes
C(6) C(7) C(8) 119.2(3) yes
C(7) C(8) C(9) 118.7(3) yes
N(3) C(9) C(8) 122.8(4) yes
N(4) C(10) C(11) 121.9(4) yes
C(10) C(11) C(12) 118.6(4) yes
C(11) C(12) C(13) 119.7(4) yes
C(12) C(13) C(14) 118.9(4) yes
N(4) C(14) C(13) 121.2(3) yes
N(4) C(14) C(15) 115.7(3) yes
C(13) C(14) C(15) 123.1(3) yes
N(1) C(15) C(14) 110.2(3) yes
S(1) C(18) N(5) 179.1(3) yes
N(1) C(1) H(1) 108.7 no
N(1) C(1) H(2) 108.7 no
C(2) C(1) H(1) 108.7 no
C(2) C(1) H(2) 108.7 no
H(1) C(1) H(2) 107.6 no
C(1) C(2) H(3) 108.7 no
C(1) C(2) H(4) 108.7 no
C(3) C(2) H(3) 108.7 no
C(3) C(2) H(4) 108.7 no
H(3) C(2) H(4) 107.6 no
N(2) C(3) H(5) 108.7 no
N(2) C(3) H(6) 108.7 no
C(2) C(3) H(5) 108.7 no
C(2) C(3) H(6) 108.7 no
H(5) C(3) H(6) 107.6 no
N(2) C(4) H(7) 109.3 no
N(2) C(4) H(8) 109.3 no
C(5) C(4) H(7) 109.3 no
C(5) C(4) H(8) 109.3 no
H(7) C(4) H(8) 107.9 no
C(5) C(6) H(9) 120.8 no
C(7) C(6) H(9) 120.8 no
C(6) C(7) H(10) 120.4 no
C(8) C(7) H(10) 120.4 no
C(7) C(8) H(11) 120.7 no
C(9) C(8) H(11) 120.6 no
N(3) C(9) H(12) 118.6 no
C(8) C(9) H(12) 118.6 no
N(4) C(10) H(13) 119.1 no
C(11) C(10) H(13) 119.1 no
C(10) C(11) H(14) 120.7 no
C(12) C(11) H(14) 120.7 no
C(11) C(12) H(15) 120.1 no
C(13) C(12) H(15) 120.1 no
C(12) C(13) H(16) 120.5 no
C(14) C(13) H(16) 120.5 no
N(1) C(15) H(17) 109.6 no
N(1) C(15) H(18) 109.6 no
C(14) C(15) H(17) 109.6 no
C(14) C(15) H(18) 109.6 no
H(17) C(15) H(18) 108.1 no
N(1) C(16) H(19) 109.5 no
N(1) C(16) H(20) 109.5 no
N(1) C(16) H(21) 109.5 no
H(19) C(16) H(20) 109.5 no
H(19) C(16) H(21) 109.5 no
H(20) C(16) H(21) 109.5 no
N(2) C(17) H(22) 109.5 no
N(2) C(17) H(23) 109.5 no
N(2) C(17) H(24) 109.5 no
H(22) C(17) H(23) 109.5 no
H(22) C(17) H(24) 109.5 no
H(23) C(17) H(24) 109.5 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu(1) N(1) 2.113(3) yes
Cu(1) N(2) 2.049(3) yes
Cu(1) N(3) 2.065(3) yes
Cu(1) N(4) 2.017(3) yes
Cu(1) N(5) 2.061(4) yes
Cl(1) O(1) 1.468(4) yes
Cl(1) O(2) 1.417(5) yes
Cl(1) O(3) 1.432(3) yes
Cl(1) O(4) 1.432(3) yes
S(1) C(18) 1.634(4) yes
N(1) C(1) 1.502(5) yes
N(1) C(15) 1.484(5) yes
N(1) C(16) 1.484(4) yes
N(2) C(3) 1.505(5) yes
N(2) C(4) 1.489(5) yes
N(2) C(17) 1.497(5) yes
N(3) C(5) 1.335(5) yes
N(3) C(9) 1.350(5) yes
N(4) C(10) 1.346(5) yes
N(4) C(14) 1.343(5) yes
N(5) C(18) 1.164(5) yes
C(1) C(2) 1.521(6) yes
C(2) C(3) 1.514(6) yes
C(4) C(5) 1.508(6) yes
C(5) C(6) 1.386(5) yes
C(6) C(7) 1.398(6) yes
C(7) C(8) 1.376(6) yes
C(8) C(9) 1.385(5) yes
C(10) C(11) 1.385(6) yes
C(11) C(12) 1.379(6) yes
C(12) C(13) 1.384(6) yes
C(13) C(14) 1.390(6) yes
C(14) C(15) 1.497(5) yes
C(1) H(1) 0.990 no
C(1) H(2) 0.990 no
C(2) H(3) 0.990 no
C(2) H(4) 0.990 no
C(3) H(5) 0.990 no
C(3) H(6) 0.990 no
C(4) H(7) 0.990 no
C(4) H(8) 0.990 no
C(6) H(9) 0.950 no
C(7) H(10) 0.950 no
C(8) H(11) 0.950 no
C(9) H(12) 0.950 no
C(10) H(13) 0.950 no
C(11) H(14) 0.950 no
C(12) H(15) 0.950 no
C(13) H(16) 0.950 no
C(15) H(17) 0.990 no
C(15) H(18) 0.990 no
C(16) H(19) 0.980 no
C(16) H(20) 0.980 no
C(16) H(21) 0.980 no
C(17) H(22) 0.980 no
C(17) H(23) 0.980 no
C(17) H(24) 0.980 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168303015
