#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012998.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_2012998
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  m511
_journal_page_last  m513
_publ_section_title
;
5-n-Butylpyridine-2-carboxylato-copper(II) and -iron(III) complexes
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Okabe, Nobuo'
  'Muranishi, Yasunori'
  'Wada, Yoshio'
_chemical_formula_moiety  'C22 H32 Cu N2 O6'
_chemical_formula_sum  'C22 H32 Cu N2 O6'
_chemical_formula_iupac  '[Cu (C10 H12 N O2)2 (C H4 O)2]'
_chemical_formula_weight  484.05
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  x,y,z
  1/2-x,1/2+y,1/2-z
  -x,-y,-z
  1/2+x,1/2-y,1/2+z
_cell_length_a  8.462(4)
_cell_length_b  6.612(4)
_cell_length_c  21.456(3)
_cell_angle_alpha  90
_cell_angle_beta  99.88(2)
_cell_angle_gamma  90
_cell_volume  1182.7(9)
_cell_formula_units_Z  2
_cell_measurement_temperature  296.2
_exptl_crystal_density_diffrn  1.359
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Cu1 1.0000 0.5000 1.0000 0.0504(2) Uani d S 1.00 . . Cu
  O1 1.2595(3) 0.9717(3) 0.9689(2) 0.0656(7) Uani d . 1.00 . . O
  O2 1.0586(2) 0.7512(3) 0.96190(10)
  0.0557(6) Uani d . 1.00 . . O
  O3M 0.9219(3) 0.7222(3) 1.0898(2) 0.0718(7) Uani d . 1.00 . . O
  N1 1.2271(3) 0.5014(3) 1.04190(10)
  0.0433(5) Uani d . 1.00 . . N
  C2 1.3026(3) 0.6691(4) 1.02720(10)
  0.0428(6) Uani d . 1.00 . . C
  C3 1.4620(3) 0.7025(4) 1.0516(2) 0.0508(7) Uani d . 1.00 . . C
  C4 1.5427(3) 0.5608(5) 1.0924(2) 0.0533(7) Uani d . 1.00 . . C
  C5 1.4660(3) 0.3876(5) 1.1084(2) 0.0505(7) Uani d . 1.00 . . C
  C6 1.3051(3) 0.3657(4) 1.0814(2) 0.0493(7) Uani d . 1.00 . . C
  C7 1.2004(3) 0.8104(4) 0.9825(2) 0.0480(6) Uani d . 1.00 . . C
  C8 1.5542(4) 0.2338(6) 1.1530(2) 0.0704(10) Uani d . 1.00 . . C
  C9 1.4605(4) 0.0864(6) 1.1833(2) 0.0639(8) Uani d . 1.00 . . C
  C10 1.5649(5) -0.0517(7) 1.2296(2) 0.0790(10)
  Uani d . 1.00 . . C
  C11 1.4681(7) -0.2034(9) 1.2602(4) 0.128(2) Uani d . 1.00 . . C
  C12 1.0385(6) 0.8093(7) 1.1356(2) 0.0900(10)
  Uani d . 1.00 . . C
  H3 1.5140 0.8178 1.0408 0.0610 Uiso calc . 1.00 . . H
  H3M 0.8771 0.8108 1.0664 0.1078 Uiso calc . 1.00 . . H
  H4 1.6501 0.5817 1.1094 0.0640 Uiso calc . 1.00 . . H
  H6 1.2501 0.2518 1.0914 0.0592 Uiso calc . 1.00 . . H
  H8A 1.6237 0.1581 1.1300 0.0845 Uiso calc . 1.00 . . H
  H8B 1.6230 0.3068 1.1864 0.0845 Uiso calc . 1.00 . . H
  H9A 1.3967 0.0046 1.1508 0.0767 Uiso calc . 1.00 . . H
  H9B 1.3874 0.1590 1.2055 0.0767 Uiso calc . 1.00 . . H
  H10A 1.6385 -0.1237 1.2076 0.0945 Uiso calc . 1.00 . . H
  H10B 1.6281 0.0298 1.2624 0.0945 Uiso calc . 1.00 . . H
  H11A 1.3902 -0.1334 1.2798 0.1917 Uiso calc . 1.00 . . H
  H11B 1.5385 -0.2790 1.2916 0.1917 Uiso calc . 1.00 . . H
  H11C 1.4144 -0.2941 1.2285 0.1917 Uiso calc . 1.00 . . H
  H12A 1.0898 0.9180 1.1171 0.1355 Uiso calc . 1.00 . . H
  H12B 1.1170 0.7092 1.1519 0.1355 Uiso calc . 1.00 . . H
  H12C 0.9891 0.8609 1.1695 0.1355 Uiso calc . 1.00 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  Cu1 0.0314(3) 0.0423(3) 0.0728(4) -0.0144(2) -0.0046(2) 0.0189(2)
  O1 0.0450(10)
  0.0410(10)
  0.110(2) -0.0130(9) 0.0090(10)
  0.0210(10)
  O2 0.0363(9) 0.0450(10)
  0.082(2) -0.0116(8) -0.0015(9) 0.0185(10)
  O3M 0.0600(10)
  0.0510(10)
  0.102(2) -0.0060(10)
  0.0050(10)
  0.0080(10)
  N1 0.0320(10)
  0.0400(10)
  0.0560(10)
  -0.0106(8) 0.0022(9) 0.0049(9)
  C2 0.0340(10)
  0.0350(10)
  0.060(2) -0.0096(10) 0.0100(10)
  -0.0030(10)
  C3 0.0370(10)
  0.0450(10)
  0.070(2) -0.0170(10)
  0.0090(10)
  -0.0020(10)
  C4 0.0310(10)
  0.057(2) 0.069(2) -0.0140(10)
  -0.0010(10)
  -0.0010(10)
  C5 0.0350(10)
  0.054(2) 0.060(2) -0.0060(10)
  0.0020(10)
  0.0040(10)
  C6 0.0370(10)
  0.0440(10)
  0.066(2) -0.0100(10)
  0.0040(10)
  0.0080(10)
  C7 0.0370(10)
  0.0350(10)
  0.072(2) -0.0080(10)
  0.0120(10)
  0.0040(10)
  C8 0.0380(10)
  0.081(2) 0.087(3) -0.003(2) -0.004(2) 0.023(2)
  C9 0.051(2) 0.065(2) 0.073(2) 0.005(2) 0.002(2) 0.013(2)
  C10 0.065(2) 0.078(2) 0.087(3) 0.004(2) -0.005(2) 0.027(2)
  C11 0.108(4) 0.108(4) 0.158(5) -0.014(3) -0.004(4) 0.065(4)
  C12 0.094(3) 0.086(3) 0.086(3) -0.002(2) 0.000(2) -0.011(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  Cu1 O2 . . 1.952(2) yes
  Cu1 O2 . 3_767 1.952(2) no
  Cu1 O3M . . 2.596(3) yes
  Cu1 O3M . 3_767 2.596(3) no
  Cu1 N1 . . 1.977(2) yes
  Cu1 N1 . 3_767 1.977(2) no
  O1 C7 . . 1.234(4) yes
  O2 C7 . . 1.268(3) yes
  O3M C12 . . 1.393(5) no
  O3M H3M . . 0.820 no
  N1 C2 . . 1.344(3) no
  N1 C6 . . 1.329(4) no
  C2 C3 . . 1.378(4) no
  C2 C7 . . 1.502(4) no
  C3 C4 . . 1.380(4) no
  C3 H3 . . 0.930 no
  C4 C5 . . 1.388(4) no
  C4 H4 . . 0.930 no
  C5 C6 . . 1.392(4) no
  C5 C8 . . 1.504(5) no
  C6 H6 . . 0.930 no
  C8 C9 . . 1.477(6) no
  C8 H8A . . 0.970 no
  C8 H8B . . 0.970 no
  C9 C10 . . 1.516(6) no
  C9 H9A . . 0.970 no
  C9 H9B . . 0.970 no
  C10 C11 . . 1.513(8) no
  C10 H10A . . 0.970 no
  C10 H10B . . 0.970 no
  C11 H11A . . 0.960 no
  C11 H11B . . 0.960 no
  C11 H11C . . 0.960 no
  C12 H12A . . 0.960 no
  C12 H12B . . 0.960 no
  C12 H12C . . 0.960 no
_cod_database_code 2012998