#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/28/4322890.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_4322890
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 H28 Cu N6 O5'
_space_group_IT_number           88
_symmetry_cell_setting           tetragonal
_symmetry_Int_Tables_number      88
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_audit_creation_date             'Sun Nov 23 18:28:02 1997'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16.00
_cell_length_a                   23.114(3)
_cell_length_b                   23.1144
_cell_length_c                   14.973(6)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    20.0
_cell_measurement_theta_max      25.12
_cell_measurement_theta_min      18.75
_cell_volume                     8000(3)
_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    SAPI91
_diffrn_ambient_temperature      20.0
_diffrn_measurement_device       AFC7R
_diffrn_measurement_method       'omega/2-theta scans'
_diffrn_orient_matrix_UB_11      -0.00296
_diffrn_orient_matrix_UB_12      -0.04315
_diffrn_orient_matrix_UB_13      -0.00151
_diffrn_orient_matrix_UB_21      0.00136
_diffrn_orient_matrix_UB_22      -0.00108
_diffrn_orient_matrix_UB_23      0.06673
_diffrn_orient_matrix_UB_31      -0.04314
_diffrn_orient_matrix_UB_32      0.00292
_diffrn_orient_matrix_UB_33      0.00221
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  3.65
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       1
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3200
_diffrn_reflns_theta_max         23.9890
_diffrn_standards_decay_%        0.24
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu_cm 11.278
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.868
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             3568.00
_exptl_crystal_size_max          0.400
_exptl_crystal_size_min          0.100
_refine_diff_density_max         -0.18570
_refine_diff_density_min         0.21570
_refine_ls_extinction_coef       0.06701
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   2.090
_refine_ls_matrix_type           diagonal
_refine_ls_number_parameters     261
_refine_ls_number_reflns         990
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0480
_refine_ls_shift/esd_max         0.1300
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0300
_cod_data_source_file            ic971609c_4.cif
_cod_data_source_block           2"_Cu(buMe)
_cod_original_cell_volume        7999(3)
_cod_original_sg_symbol_H-M      'I 41/a '
_cod_original_formula_sum        'C14 H28 N6 O5 Cu'
_cod_database_code               4322890
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
1/2+x,1/2+y,1/2+z
'   -x,1/2-y,   +z'
'1/2-x,   -y,1/2+z'
3/4-y,1/4+x,1/4+z
1/4-y,3/4+x,3/4+z
1/4+y,1/4-x,1/4+z
3/4+y,3/4-x,3/4+z
'   -x,   -y,   -z'
1/2-x,1/2-y,1/2-z
'   +x,1/2+y,   -z'
'1/2+x,   +y,1/2-z'
3/4+y,1/4-x,1/4-z
1/4+y,3/4-x,3/4-z
1/4-y,1/4+x,1/4-z
3/4-y,3/4+x,3/4-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 0.09498(4) 0.10377(5) 0.04698(9) 0.1041(5) Uij ? ?
O1 0.0242(5) 0.0488(5) 0.5439(10) 0.46(1) Uij ? ?
O2 0.0799(7) 0.145(1) 0.460(1) 1.08(2) Uij ? ?
O3 0.9532(6) 0.1445(5) 0.626(1) 0.52(1) Uij ? ?
O4 0.983(2) 0.210(1) 0.759(1) 0.83(3) Uij ? ?
O5 0.1155(5) 0.0956(5) 0.5655(7) 0.432(8) Uij ? ?
N1 -0.0780(2) 0.1249(2) 0.1373(5) 0.092(3) Uij ? ?
N2 0.0123(2) 0.1139(2) 0.0864(5) 0.097(3) Uij ? ?
N3 0.0540(2) 0.0665(2) -0.0602(5) 0.103(3) Uij ? ?
N4 0.1710(3) 0.0878(3) -0.0136(5) 0.114(3) Uij ? ?
N5 0.1266(3) 0.0326(3) 0.1296(5) 0.112(3) Uij ? ?
N6 0.1569(3) -0.0480(3) 0.2033(6) 0.153(4) Uij ? ?
C1 0.0007(3) 0.1634(3) 0.2304(6) 0.125(4) Uij ? ?
C2 -0.0211(3) 0.1331(3) 0.1504(6) 0.094(4) Uij ? ?
C3 -0.0800(3) 0.0978(3) 0.0566(6) 0.097(4) Uij ? ?
C4 -0.0254(3) 0.0900(3) 0.0261(6) 0.089(3) Uij ? ?
C5 -0.0010(3) 0.0654(3) -0.0514(6) 0.106(4) Uij ? ?
C6 0.0823(3) 0.0429(3) -0.1379(7) 0.130(4) Uij ? ?
C7 0.1099(4) 0.0880(4) -0.1982(7) 0.148(5) Uij ? ?
C8 0.1486(5) 0.1307(4) -0.1552(8) 0.203(7) Uij ? ?
C9 0.1928(4) 0.1184(4) -0.0915(7) 0.153(5) Uij ? ?
C10 0.1967(3) 0.0423(3) 0.0153(7) 0.123(4) Uij ? ?
C11 0.1760(3) 0.0111(3) 0.0890(6) 0.110(4) Uij ? ?
C12 0.1916(4) -0.0369(3) 0.1361(7) 0.138(5) Uij ? ?
C13 0.1183(3) -0.0035(3) 0.1972(7) 0.123(4) Uij ? ?
C14 0.0714(4) 0.0041(4) 0.2621(7) 0.152(5) Uij ? ?
H1 -0.0309 0.1737 0.2675 0.1209 Uij ? ?
H2 0.0211 0.1971 0.2128 0.1362 Uij ? ?
H3 0.0260 0.1383 0.2623 0.1362 Uij ? ?
H4 -0.1142 0.0861 0.0261 0.1151 Uij ? ?
H5 -0.0249 0.0484 -0.0958 0.1209 Uij ? ?
H6 0.0544 0.0224 -0.1725 0.1516 Uij ? ?
H7 0.1117 0.0170 -0.1191 0.1516 Uij ? ?
H8 0.0797 0.1092 -0.2263 0.1645 Uij ? ?
H9 0.1320 0.0685 -0.2423 0.1645 Uij ? ?
H10 0.1238 0.1574 -0.1260 0.2129 Uij ? ?
H11 0.1681 0.1498 -0.2029 0.2129 Uij ? ?
H12 0.2215 0.0952 -0.1197 0.1719 Uij ? ?
H13 0.2096 0.1538 -0.0727 0.1837 Uij ? ?
H14 0.2308 0.0292 -0.0137 0.1392 Uij ? ?
H15 0.2243 -0.0599 0.1218 0.1719 Uij ? ?
H16 0.0728 -0.0262 0.3053 0.1719 Uij ? ?
H17 0.0759 0.0403 0.2918 0.1719 Uij ? ?
H18 0.0352 0.0033 0.2325 0.1815 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 0 224 0.003 0.002 'International Tables'
H 0 448 0.000 0.000 'International Tables'
N 0 96 0.006 0.003 'International Tables'
Cu 0 16 0.320 1.265 'International Tables'
O 0 80 0.011 0.006 '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(1) Cu(1) N(2) 95.4(2) ? ? ? yes
N(1) Cu(1) N(3) 152.0(3) ? ? ? yes
N(1) Cu(1) N(4) 93.6(2) ? ? ? yes
N(1) Cu(1) N(5) 101.6(3) ? ? ? yes
N(2) Cu(1) N(3) 80.8(2) ? ? ? yes
N(2) Cu(1) N(4) 169.3(3) ? ? ? yes
N(2) Cu(1) N(5) 103.8(2) ? ? ? yes
N(3) Cu(1) N(4) 88.5(3) ? ? ? yes
N(3) Cu(1) N(5) 106.3(2) ? ? ? yes
N(4) Cu(1) N(5) 79.9(3) ? ? ? yes
Cu(1) N(1) C(2) 131.0(6) ? ? ? yes
Cu(1) N(1) C(3) 125.0(5) ? ? ? yes
C(2) N(1) C(3) 103.3(6) ? ? ? yes
Cu(1) N(2) C(2) 144.5(5) ? ? ? yes
Cu(1) N(2) C(4) 111.2(5) ? ? ? yes
C(2) N(2) C(4) 104.2(6) ? ? ? yes
Cu(1) N(3) C(5) 112.7(6) ? ? ? yes
Cu(1) N(3) C(6) 125.4(5) ? ? ? yes
C(5) N(3) C(6) 121.8(7) ? ? ? yes
Cu(1) N(4) C(9) 125.0(5) ? ? ? yes
Cu(1) N(4) C(10) 113.8(6) ? ? ? yes
C(9) N(4) C(10) 120.6(7) ? ? ? yes
Cu(1) N(5) C(11) 107.3(5) ? ? ? yes
Cu(1) N(5) C(13) 149.2(5) ? ? ? yes
C(11) N(5) C(13) 103.1(6) ? ? ? yes
C(12) N(6) C(13) 101.5(7) ? ? ? yes
N(1) C(2) N(2) 115.0(7) ? ? ? yes
N(1) C(2) C(1) 121.3(7) ? ? ? yes
N(2) C(2) C(1) 123.7(7) ? ? ? yes
N(1) C(3) C(4) 109.1(6) ? ? ? yes
N(2) C(4) C(3) 108.4(7) ? ? ? yes
N(2) C(4) C(5) 116.8(6) ? ? ? yes
C(3) C(4) C(5) 134.7(7) ? ? ? yes
N(3) C(5) C(4) 118.3(7) ? ? ? yes
N(3) C(6) C(7) 114.3(7) ? ? ? yes
C(6) C(7) C(8) 117.0(9) ? ? ? yes
C(7) C(8) C(9) 126.2(9) ? ? ? yes
N(4) C(9) C(8) 112.7(8) ? ? ? yes
N(4) C(10) C(11) 121.9(7) ? ? ? yes
N(5) C(11) C(10) 116.2(7) ? ? ? yes
N(5) C(11) C(12) 106.4(7) ? ? ? yes
C(10) C(11) C(12) 137.4(8) ? ? ? yes
N(6) C(12) C(11) 113.3(7) ? ? ? yes
N(5) C(13) N(6) 115.6(8) ? ? ? yes
N(5) C(13) C(14) 122.5(7) ? ? ? yes
N(6) C(13) C(14) 121.9(8) ? ? ? 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(1) 1.985(6) ? ? yes
Cu(1) N(2) 2.014(6) ? ? yes
Cu(1) N(3) 2.053(7) ? ? yes
Cu(1) N(4) 2.012(6) ? ? yes
Cu(1) N(5) 2.183(7) ? ? yes
N(1) C(2) 1.344(9) ? ? yes
N(1) C(3) 1.36(1) ? ? yes
N(2) C(2) 1.31(1) ? ? yes
N(2) C(4) 1.372(10) ? ? yes
N(3) C(5) 1.279(9) ? ? yes
N(3) C(6) 1.44(1) ? ? yes
N(4) C(9) 1.46(1) ? ? yes
N(4) C(10) 1.28(1) ? ? yes
N(5) C(11) 1.386(10) ? ? yes
N(5) C(13) 1.33(1) ? ? yes
N(6) C(12) 1.31(1) ? ? yes
N(6) C(13) 1.37(1) ? ? yes
C(1) C(2) 1.48(1) ? ? yes
C(3) C(4) 1.356(10) ? ? yes
C(4) C(5) 1.41(1) ? ? yes
C(6) C(7) 1.52(1) ? ? yes
C(7) C(8) 1.48(1) ? ? yes
C(8) C(9) 1.42(1) ? ? yes
C(10) C(11) 1.40(1) ? ? yes
C(11) C(12) 1.36(1) ? ? yes
C(13) C(14) 1.47(1) ? ? yes
