#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012751.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_2012751
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  m330
_journal_page_last  m333
_publ_section_title
;
New structures in the bipyridine--copper(II) nitrate--methanol system
[(bpy)~2~Cu(NO~3~)](NO~3~)(CH~3~OH)
and [(bpy)~2~Cu(NO~3~)](NO~3~)
;
loop_
_publ_author_name
  'Zavalij, Peter Y.'
  'Burton, Benjamin L.'
  'Jones Jr, Wayne E.'
_chemical_name_common  I
_chemical_formula_moiety  'C20 H16 Cu N5 O3 1+, N1 O3 1-, C1 H4 O1'
_chemical_formula_sum  'C21 H20 Cu N6 O7'
_chemical_formula_iupac  '[Cu (N O3) (C10 H8 N2)2] (N O3), C H4 O'
_chemical_formula_weight  531.97
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.6862(6)
_cell_length_b  11.8902(9)
_cell_length_c  13.3644(11)
_cell_angle_alpha  109.492(3)
_cell_angle_beta  92.902(4)
_cell_angle_gamma  101.347(4)
_cell_volume  1119.9(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.578
_diffrn_ambient_temperature  100(2)
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 0.23697(2) 0.84996(2) 0.72600(2) 0.01783(7) Uani d . 1 . . Cu
  N1 0.20965(17) 0.90586(11) 0.60414(10) 0.0176(2) Uani d . 1 . . N
  N2 0.03918(17) 0.70911(11) 0.63335(10) 0.0178(2) Uani d . 1 . . N
  C1 0.3068(2) 1.00953(13) 0.59701(13) 0.0204(3) Uani d D 1 . . C
  H1 0.383(2) 1.0646(13) 0.6562(11) 0.016(4) Uiso d D 1 . . H
  C2 0.2943(2) 1.03614(14) 0.50417(13) 0.0225(3) Uani d D 1 . . C
  H2 0.359(2) 1.1072(13) 0.5014(16) 0.023(5) Uiso d D 1 . . H
  C3 0.1821(2) 0.95205(15) 0.41525(13) 0.0246(3) Uani d D 1 . . C
  H3 0.180(3) 0.9696(18) 0.3529(11) 0.025(5) Uiso d D 1 . . H
  C4 0.0809(2) 0.84512(14) 0.42264(12) 0.0223(3) Uani d D 1 . . C
  H4 0.004(2) 0.7905(15) 0.3646(12) 0.026(5) Uiso d D 1 . . H
  C5 0.0959(2) 0.82492(13) 0.51849(12) 0.0173(3) Uani d . 1 . . C
  C6 -0.0085(2) 0.71725(12) 0.53801(12) 0.0174(3) Uani d . 1 . . C
  C7 -0.1515(2) 0.63364(14) 0.46644(13) 0.0211(3) Uani d D 1 . . C
  H7 -0.186(3) 0.641(2) 0.4030(12) 0.039(6) Uiso d D 1 . . H
  C8 -0.2482(2) 0.54013(14) 0.49463(13) 0.0236(3) Uani d D 1 . . C
  H8 -0.3473(19) 0.4880(15) 0.4492(13) 0.021(5) Uiso d D 1 . . H
  C9 -0.2005(2) 0.53210(14) 0.59280(14) 0.0244(3) Uani d D 1 . . C
  H9 -0.267(3) 0.4715(16) 0.6124(17) 0.037(6) Uiso d D 1 . . H
  C10 -0.0561(2) 0.61838(14) 0.66021(13) 0.0211(3) Uani d D 1 . . C
  H10 -0.018(2) 0.6158(17) 0.7257(11) 0.024(5) Uiso d D 1 . . H
  N3 0.20821(17) 1.00164(11) 0.85517(10) 0.0187(2) Uani d . 1 . . N
  N4 0.28029(17) 0.79062(11) 0.84546(10) 0.0188(2) Uani d . 1 . . N
  C11 0.1674(2) 1.10588(14) 0.85359(13) 0.0219(3) Uani d D 1 . . C
  H11 0.153(3) 1.1169(17) 0.7885(11) 0.025(5) Uiso d D 1 . . H
  C12 0.1542(2) 1.20003(14) 0.94589(14) 0.0245(3) Uani d D 1 . . C
  H12 0.134(3) 1.2717(14) 0.9415(18) 0.037(6) Uiso d D 1 . . H
  C13 0.1819(2) 1.18545(15) 1.04342(14) 0.0242(3) Uani d D 1 . . C
  H13 0.179(3) 1.2488(14) 1.1031(12) 0.031(5) Uiso d D 1 . . H
  C14 0.2227(2) 1.07764(14) 1.04623(12) 0.0216(3) Uani d D 1 . . C
  H14 0.234(2) 1.0618(16) 1.1091(10) 0.015(4) Uiso d D 1 . . H
  C15 0.23571(19) 0.98758(13) 0.95023(12) 0.0179(3) Uani d . 1 . . C
  C16 0.2819(2) 0.87042(13) 0.94511(12) 0.0184(3) Uani d . 1 . . C
  C17 0.3268(2) 0.84372(15) 1.03520(13) 0.0223(3) Uani d D 1 . . C
  H17 0.331(3) 0.9019(15) 1.1019(11) 0.031(5) Uiso d D 1 . . H
  C18 0.3707(2) 0.73237(15) 1.02250(14) 0.0249(3) Uani d D 1 . . C
  H18 0.389(3) 0.7073(19) 1.0788(13) 0.036(6) Uiso d D 1 . . H
  C19 0.3713(2) 0.65154(15) 0.92011(14) 0.0253(3) Uani d D 1 . . C
  H19 0.404(3) 0.5799(15) 0.913(2) 0.048(7) Uiso d D 1 . . H
  C20 0.3259(2) 0.68346(14) 0.83389(13) 0.0225(3) Uani d D 1 . . C
  H20 0.326(3) 0.6331(15) 0.7651(10) 0.021(5) Uiso d D 1 . . H
  N5 0.58575(18) 0.83052(11) 0.68538(10) 0.0197(3) Uani d . 1 . . N
  O1 0.52226(15) 0.91958(10) 0.74332(9) 0.0207(2) Uani d . 1 . . O
  O2 0.47839(17) 0.73615(10) 0.62568(10) 0.0312(3) Uani d . 1 . . O
  O3 0.74983(15) 0.84163(11) 0.69178(10) 0.0256(2) Uani d . 1 . . O
  N6 0.4511(2) 0.33854(12) 0.73714(11) 0.0259(3) Uani d . 1 . . N
  O4 0.28982(18) 0.29812(13) 0.74079(12) 0.0384(3) Uani d . 1 . . O
  O5 0.50345(19) 0.44698(11) 0.74038(12) 0.0365(3) Uani d . 1 . . O
  O6 0.55977(19) 0.27295(12) 0.73075(13) 0.0410(3) Uani d . 1 . . O
  C1M 0.9560(3) 0.43745(17) 0.84539(18) 0.0343(4) Uani d D 1 . . C
  H1M 0.888(3) 0.3582(14) 0.8351(17) 0.029(5) Uiso d D 1 . . H
  H2M 1.043(3) 0.461(2) 0.9044(17) 0.062(8) Uiso d D 1 . . H
  H3M 1.011(3) 0.434(2) 0.7825(15) 0.053(7) Uiso d D 1 . . H
  O1M 0.8485(2) 0.52427(12) 0.86747(12) 0.0354(3) Uani d . 1 . . O
  H4M 0.764(3) 0.497(2) 0.831(2) 0.039(7) Uiso d . 1 . . 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 0.01944(11) 0.01741(10) 0.01623(10) 0.00382(7) 0.00093(7) 0.00577(7)
  N1 0.0173(6) 0.0181(5) 0.0174(6) 0.0052(4) 0.0019(5) 0.0054(5)
  N2 0.0167(6) 0.0181(5) 0.0189(6) 0.0061(4) 0.0041(5) 0.0053(5)
  C1 0.0199(7) 0.0182(6) 0.0208(7) 0.0031(5) 0.0016(6) 0.0047(6)
  C2 0.0219(8) 0.0220(7) 0.0250(7) 0.0042(5) 0.0052(6) 0.0104(6)
  C3 0.0260(8) 0.0287(8) 0.0207(7) 0.0043(6) 0.0045(6) 0.0114(6)
  C4 0.0226(8) 0.0239(7) 0.0172(7) 0.0026(6) 0.0013(6) 0.0048(6)
  C5 0.0149(7) 0.0183(6) 0.0188(6) 0.0048(5) 0.0035(5) 0.0056(5)
  C6 0.0159(7) 0.0167(6) 0.0187(6) 0.0055(5) 0.0042(5) 0.0037(5)
  C7 0.0200(8) 0.0208(7) 0.0193(7) 0.0049(5) 0.0018(6) 0.0030(6)
  C8 0.0200(8) 0.0194(7) 0.0258(8) 0.0029(5) 0.0038(6) 0.0017(6)
  C9 0.0229(8) 0.0198(7) 0.0299(8) 0.0038(6) 0.0075(6) 0.0081(6)
  C10 0.0207(8) 0.0217(7) 0.0232(7) 0.0070(5) 0.0061(6) 0.0092(6)
  N3 0.0161(6) 0.0203(6) 0.0196(6) 0.0047(4) 0.0031(5) 0.0064(5)
  N4 0.0188(6) 0.0185(5) 0.0182(6) 0.0046(4) 0.0013(5) 0.0054(5)
  C11 0.0208(8) 0.0228(7) 0.0232(7) 0.0071(5) 0.0034(6) 0.0081(6)
  C12 0.0216(8) 0.0212(7) 0.0302(8) 0.0088(6) 0.0054(6) 0.0058(6)
  C13 0.0203(8) 0.0226(7) 0.0251(8) 0.0063(6) 0.0053(6) 0.0012(6)
  C14 0.0180(7) 0.0255(7) 0.0184(7) 0.0041(5) 0.0029(6) 0.0045(6)
  C15 0.0125(7) 0.0212(6) 0.0194(7) 0.0029(5) 0.0030(5) 0.0068(6)
  C16 0.0133(7) 0.0211(6) 0.0202(7) 0.0025(5) 0.0036(5) 0.0071(6)
  C17 0.0203(8) 0.0275(7) 0.0195(7) 0.0040(6) 0.0041(6) 0.0092(6)
  C18 0.0227(8) 0.0308(8) 0.0258(8) 0.0059(6) 0.0020(6) 0.0163(7)
  C19 0.0248(8) 0.0241(7) 0.0307(8) 0.0076(6) 0.0034(7) 0.0131(7)
  C20 0.0231(8) 0.0203(7) 0.0241(7) 0.0057(5) 0.0034(6) 0.0072(6)
  N5 0.0222(7) 0.0207(6) 0.0187(6) 0.0069(5) 0.0050(5) 0.0084(5)
  O1 0.0200(6) 0.0211(5) 0.0202(5) 0.0084(4) 0.0032(4) 0.0041(4)
  O2 0.0315(7) 0.0204(5) 0.0336(7) 0.0023(5) 0.0019(5) 0.0013(5)
  O3 0.0196(6) 0.0343(6) 0.0274(6) 0.0122(5) 0.0076(5) 0.0125(5)
  N6 0.0284(8) 0.0254(6) 0.0216(6) 0.0023(5) -0.0009(5) 0.0082(5)
  O4 0.0275(7) 0.0474(8) 0.0430(8) -0.0014(6) 0.0023(6) 0.0252(7)
  O5 0.0385(8) 0.0250(6) 0.0478(8) 0.0050(5) 0.0105(6) 0.0157(6)
  O6 0.0355(8) 0.0284(6) 0.0527(9) 0.0096(5) -0.0101(7) 0.0069(6)
  C1M 0.0301(10) 0.0286(8) 0.0445(11) 0.0058(7) 0.0046(8) 0.0137(8)
  O1M 0.0364(8) 0.0283(6) 0.0378(8) 0.0092(6) 0.0000(6) 0.0065(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  Cu1 N1 . 1.9700(10)
  yes
  Cu1 N4 . 1.9870(10)
  yes
  Cu1 N2 . 2.0180(10)
  yes
  Cu1 N3 . 2.0980(10)
  yes
  Cu1 O1 . 2.1570(10)
  yes
  Cu1 O2 . 2.6650(10)
  yes
  N1 C1 . 1.345(2) ?
  N1 C5 . 1.354(2) ?
  N2 C10 . 1.343(2) ?
  N2 C6 . 1.348(2) ?
  C1 C2 . 1.382(2) ?
  C1 H1 . 0.924(10) ?
  C2 C3 . 1.386(2) ?
  C2 H2 . 0.905(11) ?
  C3 C4 . 1.391(2) ?
  C3 H3 . 0.925(11) ?
  C4 C5 . 1.383(2) ?
  C4 H4 . 0.915(11) ?
  C5 C6 . 1.480(2) ?
  C6 C7 . 1.393(2) ?
  C7 C8 . 1.383(2) ?
  C7 H7 . 0.914(11) ?
  C8 C9 . 1.383(2) ?
  C8 H8 . 0.921(10) ?
  C9 C10 . 1.389(2) ?
  C9 H9 . 0.920(11) ?
  C10 H10 . 0.921(10) ?
  N3 C11 . 1.3435(19) ?
  N3 C15 . 1.347(2) ?
  N4 C20 . 1.3491(19) ?
  N4 C16 . 1.3507(19) ?
  C11 C12 . 1.386(2) ?
  C11 H11 . 0.926(11) ?
  C12 C13 . 1.383(3) ?
  C12 H12 . 0.916(11) ?
  C13 C14 . 1.390(2) ?
  C13 H13 . 0.902(11) ?
  C14 C15 . 1.393(2) ?
  C14 H14 . 0.924(10) ?
  C15 C16 . 1.485(2) ?
  C16 C17 . 1.388(2) ?
  C17 C18 . 1.388(2) ?
  C17 H17 . 0.922(11) ?
  C18 C19 . 1.386(2) ?
  C18 H18 . 0.911(11) ?
  C19 C20 . 1.377(2) ?
  C19 H19 . 0.911(11) ?
  C20 H20 . 0.914(10) ?
  N5 O3 . 1.2374(17) ?
  N5 O2 . 1.2442(17) ?
  N5 O1 . 1.2860(16) ?
  N6 O6 . 1.2376(19) ?
  N6 O4 . 1.248(2) ?
  N6 O5 . 1.2582(18) ?
  C1M O1M . 1.412(2) ?
  C1M H1M . 0.944(14) ?
  C1M H2M . 0.933(15) ?
  C1M H3M . 0.952(15) ?
  O1M H4M . 0.74(3) ?
  Cu1 Cu1 1_655 7.6862(6) yes
  Cu1 Cu1 1_455 7.6862(6) ?
  Cu1 Cu1 2_677 7.5234(6) yes