#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/28/4322888.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_4322888
loop_
_publ_author_name
'Masaaki Mimura'
'Toshihiro Matsuo'
'Toshio Nakashima'
'Naohide Matsumoto'
_publ_contact_author
;
   Naohide Matsumoto
Department of Chemistry, Faculty of Science, Kumamoto University,
 Kurokami 2-39-1, Kumamoto 860, Japan
;
_publ_contact_author_email       'naohide@aster.sci.kumamoto-u.ac.jp '
_publ_contact_author_fax         ' +81-96-342-2751 '
_publ_contact_author_phone       '+81-96-342-2754 '
_publ_section_title
;
 Zigzag-Chain and Cyclic-Tetrameric Compounds Derived by Deprotonation of
 Mononuclear Copper(II) Complexes with
 N,N'-Bis(2-substituted-imidazol-4-ylmethyl- idene)-1,4-diaminobutane
 (2-Substituent = H, Me): Synthesis, Characterization, Structure,
 Substituent Effect, and Interconvertibility
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3553
_journal_page_last               3560
_journal_paper_doi               10.1021/ic971609c
_journal_volume                  37
_journal_year                    1998
_chemical_formula_sum            'C14 H20 Cl Cu N7 O3'
_space_group_IT_number           2
_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             'Fri Nov  7 14:34:58 1997'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                96.73(1)
_cell_angle_beta                 98.17(1)
_cell_angle_gamma                107.830(9)
_cell_formula_units_Z            2.00
_cell_length_a                   10.697(1)
_cell_length_b                   12.729(2)
_cell_length_c                   7.1662(9)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    20.0
_cell_measurement_theta_max      49.85
_cell_measurement_theta_min      45.34
_cell_volume                     906.0(2)
_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)'
_diffrn_ambient_temperature      20.0
_diffrn_measurement_device       AFC7R
_diffrn_measurement_method       'omega/2-theta scans'
_diffrn_orient_matrix_UB_11      -0.00615
_diffrn_orient_matrix_UB_12      0.03259
_diffrn_orient_matrix_UB_13      -0.11999
_diffrn_orient_matrix_UB_21      0.01198
_diffrn_orient_matrix_UB_22      0.07429
_diffrn_orient_matrix_UB_23      0.07722
_diffrn_orient_matrix_UB_31      0.09907
_diffrn_orient_matrix_UB_32      0.02079
_diffrn_orient_matrix_UB_33      0.01038
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.82
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            3384
_diffrn_reflns_theta_max         24.9924
_diffrn_standards_decay_%        -0.04
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu_cm 13.831
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.938
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             446.00
_exptl_crystal_size_max          0.500
_exptl_crystal_size_min          0.300
_refine_diff_density_max         -0.31730
_refine_diff_density_min         0.35780
_refine_ls_extinction_coef       3.35950
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   2.230
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2801
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0300
_refine_ls_shift/esd_max         0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0390
_cod_data_source_file            ic971609c_2.cif
_cod_data_source_block           2_Cu(buMe)Cl_NO3
_cod_original_cell_volume        906.1(2)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C14 H20 N7 O3 Cl Cu'
_cod_database_code               4322888
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,   -y,   -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
Cu1 0.19342(3) -0.23365(3) 0.00775(5) 0.0375(1) Uij ? ?
Cl1 0.09844(9) -0.20703(7) -0.2825(1) 0.0587(3) Uij ? ?
O1 0.2820(2) 0.3780(2) 0.6211(3) 0.0699(8) Uij ? ?
O2 0.2898(2) 0.3017(2) 0.3403(3) 0.0525(7) Uij ? ?
O3 0.3572(3) 0.2400(2) 0.5882(4) 0.0839(10) Uij ? ?
N1 0.5666(2) -0.1980(2) -0.1322(3) 0.0431(7) Uij ? ?
N2 0.3735(2) -0.2064(2) -0.0561(3) 0.0395(6) Uij ? ?
N3 0.3065(2) -0.0954(2) 0.2287(3) 0.0337(6) Uij ? ?
N4 0.0269(2) -0.2564(2) 0.1161(3) 0.0357(6) Uij ? ?
N5 0.1897(2) -0.3796(2) 0.1269(3) 0.0348(6) Uij ? ?
N6 0.1777(2) -0.5325(2) 0.2468(3) 0.0434(7) Uij ? ?
N7 0.3094(2) 0.3060(2) 0.5192(4) 0.0455(7) Uij ? ?
C1 0.3652(4) -0.3312(3) -0.3577(5) 0.067(1) Uij ? ?
C2 0.4329(3) -0.2467(2) -0.1840(4) 0.0428(8) Uij ? ?
C3 0.5937(3) -0.1230(2) 0.0328(4) 0.0428(8) Uij ? ?
C4 0.4735(3) -0.1278(2) 0.0793(4) 0.0351(7) Uij ? ?
C5 0.4309(3) -0.0669(2) 0.2266(4) 0.0367(7) Uij ? ?
C6 0.2556(3) -0.0323(2) 0.3671(4) 0.0409(8) Uij ? ?
C7 0.1378(3) -0.0010(2) 0.2723(4) 0.0441(8) Uij ? ?
C8 -0.0022(3) -0.0823(2) 0.2673(4) 0.0445(8) Uij ? ?
C9 -0.0552(3) -0.1828(2) 0.1076(4) 0.0438(8) Uij ? ?
C10 -0.0067(3) -0.3414(2) 0.1993(4) 0.0375(7) Uij ? ?
C11 0.0763(3) -0.4108(2) 0.2087(4) 0.0353(7) Uij ? ?
C12 0.0683(3) -0.5060(2) 0.2813(4) 0.0431(8) Uij ? ?
C13 0.2494(3) -0.4552(2) 0.1550(4) 0.0394(7) Uij ? ?
C14 0.3763(3) -0.4590(3) 0.0978(5) 0.0549(10) Uij ? ?
H1 0.4302 -0.3452 -0.4252 0.0811 Uij ? ?
H2 0.3076 -0.3039 -0.4371 0.0811 Uij ? ?
H3 0.3143 -0.3985 -0.3221 0.0811 Uij ? ?
H4 0.6312 -0.2134 -0.1995 0.0811 Uij ? ?
H5 0.6795 -0.0766 0.1013 0.0516 Uij ? ?
H6 0.4937 -0.0076 0.3187 0.0443 Uij ? ?
H7 0.2275 -0.0768 0.4605 0.0495 Uij ? ?
H8 0.3258 0.0345 0.4274 0.0495 Uij ? ?
H9 0.1473 0.0052 0.1439 0.0533 Uij ? ?
H10 0.1432 0.0697 0.3393 0.0533 Uij ? ?
H11 -0.0627 -0.0411 0.2569 0.0528 Uij ? ?
H12 -0.0012 -0.1096 0.3851 0.0528 Uij ? ?
H13 -0.1437 -0.2244 0.1174 0.0513 Uij ? ?
H14 -0.0562 -0.1571 -0.0116 0.0533 Uij ? ?
H15 -0.0851 -0.3582 0.2537 0.0439 Uij ? ?
H16 0.0003 -0.5458 0.3434 0.0507 Uij ? ?
H17 0.2000 -0.5952 0.2816 0.0533 Uij ? ?
H18 0.3596 -0.5268 0.0123 0.0658 Uij ? ?
H19 0.4390 -0.4556 0.2082 0.0659 Uij ? ?
H20 0.4112 -0.3971 0.0364 0.0658 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 28 0.003 0.002 'International Tables'
H 0 40 0.000 0.000 'International Tables'
N 0 14 0.006 0.003 'International Tables'
O 0 6 0.011 0.006 'International Tables'
Cl 0 2 0.148 0.159 'International Tables'
Cu 0 2 0.320 1.265 'International Tables'
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
Cl(1) Cu(1) N(2) 94.74(7) ? ? ? yes
Cl(1) Cu(1) N(3) 121.42(6) ? ? ? yes
Cl(1) Cu(1) N(4) 94.08(7) ? ? ? yes
Cl(1) Cu(1) N(5) 132.89(6) ? ? ? yes
N(2) Cu(1) N(3) 80.13(8) ? ? ? yes
N(2) Cu(1) N(4) 170.72(9) ? ? ? yes
N(2) Cu(1) N(5) 95.20(8) ? ? ? yes
N(3) Cu(1) N(4) 92.79(8) ? ? ? yes
N(3) Cu(1) N(5) 105.64(8) ? ? ? yes
N(4) Cu(1) N(5) 80.85(8) ? ? ? yes
C(2) N(1) C(3) 108.6(2) ? ? ? yes
Cu(1) N(2) C(2) 139.7(2) ? ? ? yes
Cu(1) N(2) C(4) 113.2(2) ? ? ? yes
C(2) N(2) C(4) 106.8(2) ? ? ? yes
Cu(1) N(3) C(5) 111.9(2) ? ? ? yes
Cu(1) N(3) C(6) 127.7(2) ? ? ? yes
C(5) N(3) C(6) 120.3(2) ? ? ? yes
Cu(1) N(4) C(9) 124.8(2) ? ? ? yes
Cu(1) N(4) C(10) 115.7(2) ? ? ? yes
C(9) N(4) C(10) 119.5(2) ? ? ? yes
Cu(1) N(5) C(11) 107.9(2) ? ? ? yes
Cu(1) N(5) C(13) 146.4(2) ? ? ? yes
C(11) N(5) C(13) 105.6(2) ? ? ? yes
C(12) N(6) C(13) 108.9(2) ? ? ? yes
O(1) N(7) O(2) 119.2(3) ? ? ? yes
O(1) N(7) O(3) 121.5(3) ? ? ? yes
O(2) N(7) O(3) 119.3(3) ? ? ? yes
N(1) C(2) N(2) 109.5(2) ? ? ? yes
N(1) C(2) C(1) 124.4(3) ? ? ? yes
N(2) C(2) C(1) 126.1(3) ? ? ? yes
N(1) C(3) C(4) 106.2(2) ? ? ? yes
N(2) C(4) C(3) 108.8(2) ? ? ? yes
N(2) C(4) C(5) 116.4(2) ? ? ? yes
C(3) C(4) C(5) 134.6(3) ? ? ? yes
N(3) C(5) C(4) 117.6(2) ? ? ? yes
N(3) C(6) C(7) 112.3(2) ? ? ? yes
C(6) C(7) C(8) 116.7(2) ? ? ? yes
C(7) C(8) C(9) 117.1(2) ? ? ? yes
N(4) C(9) C(8) 112.3(2) ? ? ? yes
N(4) C(10) C(11) 118.5(2) ? ? ? yes
N(5) C(11) C(10) 117.0(2) ? ? ? yes
N(5) C(11) C(12) 109.6(2) ? ? ? yes
C(10) C(11) C(12) 133.4(3) ? ? ? yes
N(6) C(12) C(11) 105.8(2) ? ? ? yes
N(5) C(13) N(6) 110.1(2) ? ? ? yes
N(5) C(13) C(14) 127.3(3) ? ? ? yes
N(6) C(13) C(14) 122.6(2) ? ? ? 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(1) Cl(1) 2.2912(8) ? ? yes
Cu(1) N(2) 1.980(2) ? ? yes
Cu(1) N(3) 2.137(2) ? ? yes
Cu(1) N(4) 1.997(2) ? ? yes
Cu(1) N(5) 2.125(2) ? ? yes
O(1) N(7) 1.235(3) ? ? yes
O(2) N(7) 1.261(3) ? ? yes
O(3) N(7) 1.225(3) ? ? yes
N(1) C(2) 1.350(4) ? ? yes
N(1) C(3) 1.365(4) ? ? yes
N(2) C(2) 1.327(3) ? ? yes
N(2) C(4) 1.382(3) ? ? yes
N(3) C(5) 1.271(3) ? ? yes
N(3) C(6) 1.470(3) ? ? yes
N(4) C(9) 1.468(3) ? ? yes
N(4) C(10) 1.275(3) ? ? yes
N(5) C(11) 1.391(3) ? ? yes
N(5) C(13) 1.327(3) ? ? yes
N(6) C(12) 1.360(4) ? ? yes
N(6) C(13) 1.349(4) ? ? yes
C(1) C(2) 1.478(4) ? ? yes
C(3) C(4) 1.359(4) ? ? yes
C(4) C(5) 1.444(4) ? ? yes
C(6) C(7) 1.528(4) ? ? yes
C(7) C(8) 1.531(4) ? ? yes
C(8) C(9) 1.516(4) ? ? yes
C(10) C(11) 1.433(4) ? ? yes
C(11) C(12) 1.357(4) ? ? yes
C(13) C(14) 1.485(4) ? ? yes
