#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/28/4322887.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_4322887
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            'C12 H16 Cu N8 O6'
_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             'Wed Dec  3 14:34:09 1997'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                94.56(1)
_cell_angle_beta                 92.52(1)
_cell_angle_gamma                90.01(1)
_cell_formula_units_Z            2.00
_cell_length_a                   8.568(2)
_cell_length_b                   11.703(1)
_cell_length_c                   8.469(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    20.0
_cell_measurement_theta_max      45.18
_cell_measurement_theta_min      40.33
_cell_volume                     845.7(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      -0.00044
_diffrn_orient_matrix_UB_12      0.01535
_diffrn_orient_matrix_UB_13      -0.11451
_diffrn_orient_matrix_UB_21      -0.01213
_diffrn_orient_matrix_UB_22      -0.08391
_diffrn_orient_matrix_UB_23      -0.03075
_diffrn_orient_matrix_UB_31      -0.11620
_diffrn_orient_matrix_UB_32      0.00838
_diffrn_orient_matrix_UB_33      -0.00162
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  1.74
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            3192
_diffrn_reflns_theta_max         25.0001
_diffrn_standards_decay_%        -0.13
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu_cm 13.434
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.825
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             442.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_min          0.200
_refine_diff_density_max         -0.87100
_refine_diff_density_min         0.89960
_refine_ls_extinction_coef       0.00000
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   4.480
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2414
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0560
_refine_ls_shift/esd_max         0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0440
_cod_data_source_file            ic971609c_1.cif
_cod_data_source_block           1_Cu(buH)(NO3)2
_cod_original_cell_volume        845.6(2)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C12 H16 N8 O6 Cu'
_cod_database_code               4322887
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 0.20288(8) -0.23547(5) -0.13688(8) 0.0508(2) Uij ? ?
O1 0.5387(6) -0.2436(4) 0.0280(6) 0.116(2) Uij ? ?
O2 0.3357(5) -0.3343(3) 0.0638(6) 0.089(2) Uij ? ?
O3 0.5534(6) -0.3991(6) 0.1279(7) 0.161(3) Uij ? ?
O4 0.1821(7) 0.2558(4) 0.4248(6) 0.115(2) Uij ? ?
O5 0.0897(6) 0.1153(4) 0.5288(5) 0.111(2) Uij ? ?
O6 0.0763(6) 0.2823(4) 0.6437(6) 0.114(2) Uij ? ?
N1 0.1463(5) 0.0133(4) 0.2293(5) 0.055(1) Uij ? ?
N2 0.1660(5) -0.1110(3) 0.0257(5) 0.047(1) Uij ? ?
N3 0.3123(5) -0.1075(4) -0.2392(5) 0.061(2) Uij ? ?
N4 0.2625(5) -0.3629(3) -0.2903(5) 0.057(2) Uij ? ?
N5 0.0161(5) -0.3353(3) -0.1174(5) 0.043(1) Uij ? ?
N6 -0.1885(5) -0.4425(4) -0.0934(6) 0.058(2) Uij ? ?
N7 0.4767(6) -0.3233(4) 0.0753(6) 0.060(2) Uij ? ?
N8 0.1147(6) 0.2184(4) 0.5319(6) 0.067(2) Uij ? ?
C1 0.1091(6) -0.0925(4) 0.1662(6) 0.056(2) Uij ? ?
C2 0.2307(7) 0.0644(4) 0.1240(7) 0.056(2) Uij ? ?
C3 0.2432(6) -0.0121(4) -0.0032(6) 0.047(2) Uij ? ?
C4 0.3149(7) -0.0137(4) -0.1520(7) 0.064(2) Uij ? ?
C5 0.379(1) -0.1099(6) -0.3965(9) 0.138(4) Uij ? ?
C6 0.380(2) -0.1879(8) -0.491(1) 0.237(6) Uij ? ?
C7 0.4144(9) -0.3095(7) -0.5069(9) 0.112(3) Uij ? ?
C8 0.4146(8) -0.3685(5) -0.3661(8) 0.086(3) Uij ? ?
C9 0.1648(7) -0.4461(4) -0.3062(6) 0.058(2) Uij ? ?
C10 0.0267(6) -0.4343(4) -0.2167(6) 0.047(2) Uij ? ?
C11 -0.1008(7) -0.5009(4) -0.2012(7) 0.058(2) Uij ? ?
C12 -0.1157(6) -0.3441(4) -0.0453(6) 0.051(2) Uij ? ?
H1 0.0480 -0.1480 0.2185 0.0662 Uij ? ?
H2 0.1183 0.0472 0.3325 0.0645 Uij ? ?
H3 0.2752 0.1423 0.1369 0.0641 Uij ? ?
H4 0.3643 0.0553 -0.1874 0.0733 Uij ? ?
H5 0.3468 -0.0428 -0.4454 0.1615 Uij ? ?
H6 0.4949 -0.0995 -0.3746 0.1615 Uij ? ?
H7 0.4191 -0.1578 -0.5833 0.2248 Uij ? ?
H8 0.2611 -0.1895 -0.5151 0.2248 Uij ? ?
H9 0.5161 -0.3176 -0.5536 0.1202 Uij ? ?
H10 0.3414 -0.3509 -0.5833 0.1202 Uij ? ?
H11 0.4966 -0.3347 -0.2929 0.0984 Uij ? ?
H12 0.4466 -0.4484 -0.3884 0.0603 Uij ? ?
H13 0.1858 -0.5157 -0.3750 0.0679 Uij ? ?
H14 -0.1256 -0.5756 -0.2569 0.0674 Uij ? ?
H15 -0.2879 -0.4674 -0.0566 0.0666 Uij ? ?
H16 -0.1562 -0.2861 0.0330 0.0733 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 24 0.003 0.002 'International Tables'
H 0 32 0.000 0.000 'International Tables'
N 0 16 0.006 0.003 'International Tables'
O 0 12 0.011 0.006 '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
N(2) Cu(1) N(3) 81.9(2) ? ? ? yes
N(2) Cu(1) N(4) 173.9(2) ? ? ? yes
N(2) Cu(1) N(5) 101.2(2) ? ? ? yes
N(3) Cu(1) N(4) 97.2(2) ? ? ? yes
N(3) Cu(1) N(5) 150.8(2) ? ? ? yes
N(4) Cu(1) N(5) 82.6(2) ? ? ? yes
C(1) N(1) C(2) 107.8(4) ? ? ? yes
Cu(1) N(2) C(1) 141.1(3) ? ? ? yes
Cu(1) N(2) C(3) 111.7(3) ? ? ? yes
C(1) N(2) C(3) 106.4(4) ? ? ? yes
Cu(1) N(3) C(4) 112.3(4) ? ? ? yes
Cu(1) N(3) C(5) 128.8(4) ? ? ? yes
C(4) N(3) C(5) 118.8(5) ? ? ? yes
Cu(1) N(4) C(8) 123.2(4) ? ? ? yes
Cu(1) N(4) C(9) 114.2(3) ? ? ? yes
C(8) N(4) C(9) 122.2(5) ? ? ? yes
Cu(1) N(5) C(10) 110.0(3) ? ? ? yes
Cu(1) N(5) C(12) 144.3(4) ? ? ? yes
C(10) N(5) C(12) 105.7(4) ? ? ? yes
C(11) N(6) C(12) 108.5(4) ? ? ? yes
O(1) N(7) O(2) 121.1(6) ? ? ? yes
O(1) N(7) O(3) 120.3(6) ? ? ? yes
O(2) N(7) O(3) 118.5(6) ? ? ? yes
O(4) N(8) O(5) 119.3(5) ? ? ? yes
O(4) N(8) O(6) 120.2(5) ? ? ? yes
O(5) N(8) O(6) 120.5(5) ? ? ? yes
N(1) C(1) N(2) 110.6(4) ? ? ? yes
N(1) C(2) C(3) 106.9(4) ? ? ? yes
N(2) C(3) C(2) 108.4(5) ? ? ? yes
N(2) C(3) C(4) 115.7(4) ? ? ? yes
C(2) C(3) C(4) 135.9(5) ? ? ? yes
N(3) C(4) C(3) 117.7(5) ? ? ? yes
N(3) C(5) C(6) 126.6(8) ? ? ? yes
C(5) C(6) C(7) 141(1) ? ? ? yes
C(6) C(7) C(8) 116.9(7) ? ? ? yes
N(4) C(8) C(7) 112.8(6) ? ? ? yes
N(4) C(9) C(10) 117.1(5) ? ? ? yes
N(5) C(10) C(9) 116.1(4) ? ? ? yes
N(5) C(10) C(11) 109.0(5) ? ? ? yes
C(9) C(10) C(11) 134.8(5) ? ? ? yes
N(6) C(11) C(10) 106.0(4) ? ? ? yes
N(5) C(12) N(6) 110.8(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(1) N(2) 1.959(4) ? ? yes
Cu(1) N(3) 2.037(4) ? ? yes
Cu(1) N(4) 1.981(4) ? ? yes
Cu(1) N(5) 2.001(4) ? ? yes
O(1) N(7) 1.180(5) ? ? yes
O(2) N(7) 1.213(5) ? ? yes
O(3) N(7) 1.206(6) ? ? yes
O(4) N(8) 1.207(5) ? ? yes
O(5) N(8) 1.224(5) ? ? yes
O(6) N(8) 1.216(5) ? ? yes
N(1) C(1) 1.342(6) ? ? yes
N(1) C(2) 1.348(6) ? ? yes
N(2) C(1) 1.308(6) ? ? yes
N(2) C(3) 1.377(5) ? ? yes
N(3) C(4) 1.273(6) ? ? yes
N(3) C(5) 1.470(7) ? ? yes
N(4) C(8) 1.477(7) ? ? yes
N(4) C(9) 1.279(6) ? ? yes
N(5) C(10) 1.382(5) ? ? yes
N(5) C(12) 1.315(5) ? ? yes
N(6) C(11) 1.351(6) ? ? yes
N(6) C(12) 1.336(6) ? ? yes
C(2) C(3) 1.353(7) ? ? yes
C(3) C(4) 1.425(7) ? ? yes
C(5) C(6) 1.17(1) ? ? yes
C(6) C(7) 1.45(1) ? ? yes
C(7) C(8) 1.424(9) ? ? yes
C(9) C(10) 1.433(7) ? ? yes
C(10) C(11) 1.359(6) ? ? yes
