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#$Date: 2025-08-21 01:01:10 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301838 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/36/4323604.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_4323604
loop_
_publ_author_name
'Hitoshi Miyasaka'
'Shingo Okamura'
'Toshio Nakashima'
'Naohide Matsumoto'
_publ_section_title
;
 Copper(II) Complexes of
 N,N'-Bis((2-substituted-imidazol-4-yl)methylene)-3,3'-diaminodi-
 propylamine (2-Substituent = H, Me): Δ and Λ Enantiomorphs of the
 Protonated Complex and Helical Structure of the Deprotonated Complex
 Formed by Hydrogen Bonds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4329
_journal_page_last               4335
_journal_paper_doi               10.1021/ic970425v
_journal_volume                  36
_journal_year                    1997
_chemical_formula_sum            'C16 H24 Cl Cu N7 O4'
_chemical_formula_weight         477.41
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_audit_creation_date             'Sun Mar 16 21:57:24 1997'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8.00
_cell_length_a                   16.554(4)
_cell_length_b                   20.609(4)
_cell_length_c                   12.423(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    20.0
_cell_measurement_theta_max      29.93
_cell_measurement_theta_min      27.61
_cell_volume                     4238.2(17)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan: PROCESS (MSC)'
_computing_publication_material  'teXsan: FINISH (MSC)'
_computing_structure_refinement  'teXsan: LS (MSC)'
_computing_structure_solution    SHELXS86
_diffrn_ambient_temperature      20.0
_diffrn_measurement_device       AFC7R
_diffrn_measurement_method       'omega/2-theta scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_theta_max         25.0008
_diffrn_standards_decay_%        -0.81
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.1937
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.958
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_description       prismatic
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.30680
_refine_diff_density_min         -0.36640
_refine_ls_extinction_coef       0.41026
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   2.620
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         2715
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0390
_refine_ls_shift/esd_max         0.0090
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0300
_reflns_number_observed          2715
_reflns_number_total             4201
_cod_data_source_file            ic970425v_4.cif
_cod_data_source_block           '[Cu(HL2)]ClO4(2'a)'
_cod_original_cell_volume        4238(1)
_cod_original_sg_symbol_H-M      'P b c a '
_cod_original_formula_sum        C16H24O4N7ClCu
_cod_database_code               4323604
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'1/2+x,1/2-y,   -z'
'   -x,1/2+y,1/2-z'
'1/2-x,   -y,1/2+z'
'   -x,   -y,   -z'
'1/2-x,1/2+y,   +z'
'   +x,1/2-y,1/2+z'
'1/2+x,   +y,1/2-z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
Cu 0.36383(3) 0.14455(2) 0.24269(4) 0.0446 Uij ? ?
Cl 0.84399(7) 0.47473(7) 0.22872(10) 0.0733 Uij ? ?
O1 0.8198(3) 0.5232(2) 0.1584(3) 0.1558 Uij ? ?
O2 0.8815(2) 0.5009(2) 0.3212(3) 0.1049 Uij ? ?
O3 0.8979(2) 0.4333(1) 0.1736(3) 0.0812 Uij ? ?
O4 0.7757(2) 0.4394(2) 0.2612(4) 0.1758 Uij ? ?
N1 0.2490(2) 0.1541(1) 0.1503(2) 0.0433 Uij ? ?
N2 0.1477(2) 0.1683(2) 0.0385(3) 0.0572 Uij ? ?
N3 0.3751(2) 0.0712(1) 0.1412(3) 0.0469 Uij ? ?
N4 0.3524(2) 0.0775(2) 0.3615(3) 0.0532 Uij ? ?
N5 0.3484(2) 0.2203(2) 0.3404(3) 0.0505 Uij ? ?
N6 0.5162(2) 0.2774(2) 0.0735(3) 0.0542 Uij ? ?
N7 0.4391(2) 0.2068(1) 0.1656(2) 0.0428 Uij ? ?
C1 0.1493(3) 0.2388(2) 0.2026(3) 0.0770 Uij ? ?
C2 0.1829(2) 0.1872(2) 0.1315(3) 0.0521 Uij ? ?
C3 0.1943(3) 0.1203(2) -0.0047(3) 0.0590 Uij ? ?
C4 0.2561(3) 0.1108(2) 0.0654(3) 0.0487 Uij ? ?
C5 0.3221(3) 0.0647(2) 0.0682(3) 0.0529 Uij ? ?
C6 0.4362(3) 0.0214(2) 0.1588(4) 0.0644 Uij ? ?
C7 0.4207(2) -0.0130(2) 0.2653(4) 0.0704 Uij ? ?
C8 0.4201(3) 0.0307(2) 0.3614(4) 0.0711 Uij ? ?
C9 0.3376(3) 0.1047(2) 0.4709(4) 0.0825 Uij ? ?
C10 0.2717(3) 0.1555(3) 0.4698(3) 0.0743 Uij ? ?
C11 0.3014(3) 0.2210(2) 0.4412(3) 0.0663 Uij ? ?
C12 0.3820(2) 0.2728(2) 0.3051(3) 0.0514 Uij ? ?
C13 0.4312(2) 0.2680(2) 0.2113(3) 0.0460 Uij ? ?
C14 0.4782(3) 0.3100(2) 0.1544(4) 0.0559 Uij ? ?
C15 0.4908(2) 0.2157(2) 0.0844(3) 0.0470 Uij ? ?
C16 0.5196(3) 0.1632(2) 0.0136(3) 0.0617 Uij ? ?
H1 0.1551 0.2183 0.2855 0.0629 Uij ? ?
H2 0.1752 0.2842 0.1828 0.0629 Uij ? ?
H3 0.0863 0.2339 0.1967 0.0629 Uij ? ?
H4 0.0923 0.1876 0.0009 0.0629 Uij ? ?
H5 0.1811 0.0928 -0.0774 0.0629 Uij ? ?
H6 0.3229 0.0248 0.0001 0.0629 Uij ? ?
H7 0.4382 -0.0128 0.0977 0.0629 Uij ? ?
H8 0.4952 0.0462 0.1583 0.0629 Uij ? ?
H9 0.4684 -0.0449 0.2750 0.0629 Uij ? ?
H10 0.3676 -0.0391 0.2513 0.0629 Uij ? ?
H11 0.4216 0.0091 0.4287 0.0629 Uij ? ?
H12 0.4744 0.0587 0.3590 0.0629 Uij ? ?
H13 0.3035 0.0534 0.3506 0.0629 Uij ? ?
H14 0.3184 0.0653 0.5168 0.0629 Uij ? ?
H15 0.3943 0.1236 0.4852 0.0629 Uij ? ?
H16 0.2550 0.1539 0.5472 0.0629 Uij ? ?
H17 0.2257 0.1402 0.4206 0.0629 Uij ? ?
H18 0.2547 0.2571 0.4195 0.0629 Uij ? ?
H19 0.3270 0.2474 0.5013 0.0629 Uij ? ?
H20 0.3753 0.3207 0.3596 0.0629 Uij ? ?
H21 0.4807 0.3631 0.1702 0.0629 Uij ? ?
H22 0.5430 0.1826 -0.0530 0.0629 Uij ? ?
H23 0.4787 0.1224 -0.0024 0.0629 Uij ? ?
H24 0.5496 0.1251 0.0614 0.0629 Uij ? ?
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 128 0.003 0.002 'International Tables'
H 0 192 0.000 0.000 'International Tables'
O 0 32 0.011 0.006 'International Tables'
N 0 56 0.006 0.003 'International Tables'
Cl 0 8 0.148 0.159 'International Tables'
Cu 0 8 0.320 1.265 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?
? ? ?
? ? ?
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N(1) Cu N(3) 79.6(1) ? ? ? yes
N(1) Cu N(4) 110.8(1) ? ? ? yes
N(1) Cu N(5) 97.8(1) ? ? ? yes
N(1) Cu N(7) 103.0(1) ? ? ? yes
N(3) Cu N(4) 87.3(1) ? ? ? yes
N(3) Cu N(5) 177.2(1) ? ? ? yes
N(3) Cu N(7) 97.2(1) ? ? ? yes
N(4) Cu N(5) 94.5(1) ? ? ? yes
N(4) Cu N(7) 146.2(1) ? ? ? yes
N(5) Cu N(7) 82.6(1) ? ? ? yes
O(1) Cl O(2) 111.4(3) ? ? ? yes
O(1) Cl O(3) 108.3(2) ? ? ? yes
O(1) Cl O(4) 108.8(3) ? ? ? yes
O(2) Cl O(3) 110.4(2) ? ? ? yes
O(2) Cl O(4) 108.5(2) ? ? ? yes
O(3) Cl O(4) 109.5(3) ? ? ? yes
Cu N(1) C(2) 148.1(3) ? ? ? yes
Cu N(1) C(4) 105.3(2) ? ? ? yes
C(2) N(1) C(4) 105.7(3) ? ? ? yes
C(2) N(2) C(3) 107.6(3) ? ? ? yes
Cu N(3) C(5) 118.1(3) ? ? ? yes
Cu N(3) C(6) 120.5(3) ? ? ? yes
C(5) N(3) C(6) 120.9(4) ? ? ? yes
Cu N(4) C(8) 111.8(3) ? ? ? yes
Cu N(4) C(9) 115.0(3) ? ? ? yes
C(8) N(4) C(9) 111.8(4) ? ? ? yes
Cu N(5) C(11) 126.4(3) ? ? ? yes
Cu N(5) C(12) 113.2(3) ? ? ? yes
C(11) N(5) C(12) 120.4(3) ? ? ? yes
C(14) N(6) C(15) 104.2(3) ? ? ? yes
Cu N(7) C(13) 108.9(2) ? ? ? yes
Cu N(7) C(15) 146.8(3) ? ? ? yes
C(13) N(7) C(15) 104.1(3) ? ? ? yes
N(1) C(2) N(2) 111.1(4) ? ? ? yes
N(1) C(2) C(1) 125.4(4) ? ? ? yes
N(2) C(2) C(1) 123.5(4) ? ? ? yes
N(2) C(3) C(4) 106.1(4) ? ? ? yes
N(1) C(4) C(3) 109.4(4) ? ? ? yes
N(1) C(4) C(5) 117.9(4) ? ? ? yes
C(3) C(4) C(5) 132.7(4) ? ? ? yes
N(3) C(5) C(4) 118.0(4) ? ? ? yes
N(3) C(6) C(7) 110.0(3) ? ? ? yes
C(6) C(7) C(8) 114.4(3) ? ? ? yes
N(4) C(8) C(7) 113.5(4) ? ? ? yes
N(4) C(9) C(10) 111.8(4) ? ? ? yes
C(9) C(10) C(11) 113.2(4) ? ? ? yes
N(5) C(11) C(10) 111.7(4) ? ? ? yes
N(5) C(12) C(13) 117.7(4) ? ? ? yes
N(7) C(13) C(12) 116.7(4) ? ? ? yes
N(7) C(13) C(14) 108.2(4) ? ? ? yes
C(12) C(13) C(14) 135.0(4) ? ? ? yes
N(6) C(14) C(13) 109.5(4) ? ? ? yes
N(6) C(15) N(7) 113.9(4) ? ? ? yes
N(6) C(15) C(16) 122.2(4) ? ? ? yes
N(7) C(15) C(16) 123.9(4) ? ? ? yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N(1) 2.229(3) ? ? yes
Cu N(3) 1.977(3) ? ? yes
Cu N(4) 2.030(3) ? ? yes
Cu N(5) 1.994(3) ? ? yes
Cu N(7) 2.028(3) ? ? yes
Cl O(1) 1.387(3) ? ? yes
Cl O(2) 1.412(3) ? ? yes
Cl O(3) 1.412(3) ? ? yes
Cl O(4) 1.405(4) ? ? yes
N(1) C(2) 1.311(4) ? ? yes
N(1) C(4) 1.386(4) ? ? yes
N(2) C(2) 1.352(5) ? ? yes
N(2) C(3) 1.364(5) ? ? yes
N(3) C(5) 1.268(5) ? ? yes
N(3) C(6) 1.457(5) ? ? yes
N(4) C(8) 1.480(5) ? ? yes
N(4) C(9) 1.490(5) ? ? yes
N(5) C(11) 1.475(5) ? ? yes
N(5) C(12) 1.293(4) ? ? yes
N(6) C(14) 1.362(5) ? ? yes
N(6) C(15) 1.347(4) ? ? yes
N(7) C(13) 1.389(4) ? ? yes
N(7) C(15) 1.336(4) ? ? yes
C(1) C(2) 1.489(5) ? ? yes
C(3) C(4) 1.358(5) ? ? yes
C(4) C(5) 1.448(5) ? ? yes
C(6) C(7) 1.523(6) ? ? yes
C(7) C(8) 1.496(6) ? ? yes
C(9) C(10) 1.512(6) ? ? yes
C(10) C(11) 1.480(6) ? ? yes
C(12) C(13) 1.426(5) ? ? yes
C(13) C(14) 1.360(5) ? ? yes
C(15) C(16) 1.474(5) ? ? yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139135091
