#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008241.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_2008241
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  316
_journal_page_last  318
_publ_section_title
;
A dimeric copper(II) bis(4-chlorophenoxy)acetate adduct with
dimethylformamide
;
_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
  'Kani, Yoshiyuki'
  'Tsuchimoto, Masanobu'
  'Ohba, Shigeru'
  'Matsushima, Hideaki'
  'Noguchi, Masakazu'
  'Tokii, Tadashi'
_chemical_formula_moiety  'C62 H50 Cl8 Cu2 N2 O18'
_chemical_formula_sum  'C62 H50 Cl8 Cu2 N2 O18'
_chemical_formula_iupac  '[Cu2 (C14 H9 Cl2 O4)4 (C3 H7 N1 O1)2]'
_chemical_formula_weight  1521.8
_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  10.115(3)
_cell_length_b  10.757(4)
_cell_length_c  30.986(4)
_cell_angle_alpha  90
_cell_angle_beta  96.24(2)
_cell_angle_gamma  90
_cell_volume  3351.0(10)
_cell_formula_units_Z  2
_cell_measurement_temperature  297
_exptl_crystal_density_diffrn  1.508
_diffrn_ambient_temperature  297
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Cu1 0.36827(4) 0.48007(4) 0.497020(10)
  0.03540(10)
  Uani . 1.00 . . Cu
  Cl1 0.1819(2) 0.82500(10)
  0.25105(5) 0.1046(6) Uani . 1.00 . . Cl
  Cl2 0.6036(2) -0.0150(2) 0.22262(6) 0.1321(8) Uani . 1.00 . . Cl
  Cl3 0.9362(2) -0.30840(10)
  0.64114(6) 0.1098(6) Uani . 1.00 . . Cl
  Cl4 0.11430(10)
  0.1423(2) 0.68128(5) 0.0946(5) Uani . 1.00 . . Cl
  O1 0.3861(3) 0.4337(3) 0.43707(8) 0.0500(8) Uani . 1.00 . . O
  O2 0.6050(3) 0.4649(3) 0.44213(9) 0.0586(9) Uani . 1.00 . . O
  O3 0.5392(3) 0.4711(3) 0.34847(9) 0.0577(9) Uani . 1.00 . . O
  O4 0.5880(3) 0.2832(3) 0.38010(8) 0.0557(9) Uani . 1.00 . . O
  O5 0.4267(3) 0.3096(2) 0.51435(9) 0.0479(8) Uani . 1.00 . . O
  O6 0.6451(3) 0.3448(2) 0.52166(10) 0.0555(9) Uani . 1.00 . . O
  O7 0.6654(3) 0.1435(2) 0.57332(9) 0.0516(8) Uani . 1.00 . . O
  O8 0.4584(3) 0.0729(2) 0.54211(8) 0.0459(7) Uani . 1.00 . . O
  O9 0.1680(3) 0.4244(3) 0.49790(10)
  0.0596(9) Uani . 1.00 . . O
  N1 0.0213(4) 0.3395(5) 0.5409(2) 0.090(2) Uani . 1.00 . . N
  C1 0.4971(4) 0.4313(3) 0.42300(10)
  0.0440(10)
  Uani . 1.00 . . C
  C2 0.4968(4) 0.3795(4) 0.37690(10)
  0.0480(10)
  Uani . 1.00 . . C
  C3 0.4450(4) 0.5464(4) 0.32560(10)
  0.0490(10)
  Uani . 1.00 . . C
  C4 0.3212(5) 0.5714(4) 0.33800(10)
  0.0580(10)
  Uani . 1.00 . . C
  C5 0.2378(5) 0.6548(4) 0.3141(2) 0.0640(10)
  Uani . 1.00 . . C
  C6 0.2806(5) 0.7131(4) 0.27840(10)
  0.0640(10)
  Uani . 1.00 . . C
  C7 0.4036(6) 0.6852(5) 0.26580(10)
  0.072(2) Uani . 1.00 . . C
  C8 0.4864(5) 0.5998(4) 0.28890(10)
  0.0630(10)
  Uani . 1.00 . . C
  C9 0.5886(4) 0.2133(4) 0.34170(10)
  0.0480(10)
  Uani . 1.00 . . C
  C10 0.6851(5) 0.2367(4) 0.3158(2) 0.067(2) Uani . 1.00 . . C
  C11 0.6896(6) 0.1659(5) 0.2783(2) 0.081(2) Uani . 1.00 . . C
  C12 0.5973(6) 0.0725(5) 0.2695(2) 0.074(2) Uani . 1.00 . . C
  C13 0.5012(6) 0.0491(4) 0.2961(2) 0.075(2) Uani . 1.00 . . C
  C14 0.4970(5) 0.1201(4) 0.33340(10)
  0.0630(10)
  Uani . 1.00 . . C
  C15 0.5437(4) 0.2792(3) 0.52350(10)
  0.0400(10)
  Uani . 1.00 . . C
  C16 0.5725(4) 0.1428(3) 0.53660(10)
  0.0440(10)
  Uani . 1.00 . . C
  C17 0.7250(4) 0.0311(4) 0.58640(10)
  0.0450(10)
  Uani . 1.00 . . C
  C18 0.7221(4) -0.0749(4) 0.56180(10)
  0.0530(10)
  Uani . 1.00 . . C
  C19 0.7906(5) -0.1794(4) 0.5786(2) 0.0600(10)
  Uani . 1.00 . . C
  C20 0.8553(4) -0.1764(4) 0.6189(2) 0.0600(10)
  Uani . 1.00 . . C
  C21 0.8574(5) -0.0702(5) 0.6444(2) 0.068(2) Uani . 1.00 . . C
  C22 0.7923(5) 0.0342(4) 0.62790(10)
  0.0550(10)
  Uani . 1.00 . . C
  C23 0.3822(4) 0.0976(3) 0.57570(10)
  0.0430(10)
  Uani . 1.00 . . C
  C24 0.2805(5) 0.0148(4) 0.5791(2) 0.0650(10)
  Uani . 1.00 . . C
  C25 0.1961(5) 0.0276(5) 0.6110(2) 0.074(2) Uani . 1.00 . . C
  C26 0.2160(5) 0.1253(5) 0.63960(10)
  0.0630(10)
  Uani . 1.00 . . C
  C27 0.3169(5) 0.2079(5) 0.63660(10)
  0.067(2) Uani . 1.00 . . C
  C28 0.4007(5) 0.1943(4) 0.60440(10)
  0.0630(10)
  Uani . 1.00 . . C
  C29 0.1187(5) 0.4144(6) 0.5331(2) 0.081(2) Uani . 1.00 . . C
  C30 -0.0317(7) 0.2556(7) 0.5081(3) 0.171(4) Uani . 1.00 . . C
  C31 -0.0368(7) 0.3428(9) 0.5818(3) 0.149(3) Uani . 1.00 . . C
  H2 0.4068 0.3497 0.3654 0.0588 Uiso . 1.00 . . H
  H4 0.2911 0.5299 0.3633 0.0692 Uiso . 1.00 . . H
  H5 0.1484 0.6721 0.3225 0.0769 Uiso . 1.00 . . H
  H7 0.4360 0.7262 0.2406 0.0813 Uiso . 1.00 . . H
  H8 0.5727 0.5763 0.2793 0.0756 Uiso . 1.00 . . H
  H10 0.7509 0.3005 0.3236 0.0790 Uiso . 1.00 . . H
  H11 0.7562 0.1853 0.2581 0.0922 Uiso . 1.00 . . H
  H13 0.4364 -0.0160 0.2885 0.0910 Uiso . 1.00 . . H
  H14 0.4308 0.1041 0.3534 0.0734 Uiso . 1.00 . . H
  H16 0.6164 0.1040 0.5131 0.0548 Uiso . 1.00 . . H
  H18 0.6723 -0.0749 0.5327 0.0619 Uiso . 1.00 . . H
  H19 0.7902 -0.2556 0.5607 0.0691 Uiso . 1.00 . . H
  H21 0.9039 -0.0697 0.6743 0.0790 Uiso . 1.00 . . H
  H22 0.7921 0.1118 0.6455 0.0654 Uiso . 1.00 . . H
  H24 0.2687 -0.0549 0.5586 0.0760 Uiso . 1.00 . . H
  H25 0.1232 -0.0311 0.6133 0.0882 Uiso . 1.00 . . H
  H27 0.3296 0.2751 0.6577 0.0783 Uiso . 1.00 . . H
  H28 0.4740 0.2536 0.6024 0.0759 Uiso . 1.00 . . H
  H29 0.1571 0.4655 0.5576 0.0959 Uiso . 1.00 . . H
  H30A -0.1020 0.2080 0.5170 0.1844 Uiso . 1.00 . . H
  H30B -0.0657 0.3045 0.4823 0.1844 Uiso . 1.00 . . H
  H30C 0.0377 0.2027 0.4996 0.1844 Uiso . 1.00 . . H
  H31A -0.0763 0.4217 0.5866 0.1568 Uiso . 1.00 . . H
  H31B -0.1086 0.2796 0.5815 0.1568 Uiso . 1.00 . . H
  H31C 0.0275 0.3227 0.6060 0.1568 Uiso . 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 0.0370(2) 0.0316(2) 0.0383(2) -0.0036(2) 0.0075(2) 0.0006(2)
  Cl1 0.1370(10)
  0.0751(10) 0.0920(10)
  0.0134(10) -0.0310(10)
  0.0241(8)
  Cl2 0.166(2) 0.129(2) 0.1000(10)
  0.0320(10)
  0.0080(10)
  -0.0720(10)
  Cl3 0.1160(10)
  0.0611(9) 0.1400(10)
  0.0133(9) -0.0420(10)
  0.0296(9)
  Cl4 0.0772(9) 0.1310(10)
  0.0799(9) -0.0182(9) 0.0298(8) -0.0230(9)
  O1 0.055(2) 0.059(2) 0.0370(10)
  -0.0060(10)
  0.0070(10)
  -0.0020(10)
  O2 0.059(2) 0.070(2) 0.049(2) -0.015(2) 0.0140(10)
  -0.023(2)
  O3 0.066(2) 0.057(2) 0.052(2) -0.001(2) 0.0150(10)
  0.0050(10)
  O4 0.076(2) 0.049(2) 0.042(2) 0.013(2) 0.0050(10)
  -0.0060(10)
  O5 0.047(2) 0.040(2) 0.056(2) -0.0020(10)
  0.0020(10)
  0.0090(10)
  O6 0.049(2) 0.0350(10)
  0.083(2) 0.0000(10)
  0.010(2) 0.0090(10)
  O7 0.061(2) 0.0360(10)
  0.055(2) -0.0030(10)
  -0.0060(10)
  -0.0020(10)
  O8 0.057(2) 0.0350(10)
  0.0460(10)
  -0.0080(10)
  0.0040(10)
  0.0000(10)
  O9 0.043(2) 0.062(2) 0.075(2) -0.0050(10)
  0.012(2) -0.001(2)
  N1 0.057(3) 0.090(3) 0.127(4) 0.004(3) 0.033(3) 0.037(3)
  C1 0.061(3) 0.030(2) 0.042(2) -0.003(2) 0.006(2) 0.002(2)
  C2 0.058(3) 0.042(2) 0.045(2) 0.000(2) 0.011(2) -0.004(2)
  C3 0.066(3) 0.040(2) 0.039(2) -0.003(2) 0.002(2) -0.005(2)
  C4 0.078(3) 0.051(2) 0.046(2) -0.002(2) 0.009(2) 0.004(2)
  C5 0.071(3) 0.059(3) 0.061(3) 0.002(3) 0.004(2) -0.005(2)
  C6 0.086(4) 0.051(3) 0.051(3) -0.003(3) -0.010(3) 0.000(2)
  C7 0.108(4) 0.067(3) 0.039(2) -0.022(3) 0.001(3) 0.007(2)
  C8 0.078(3) 0.062(3) 0.049(2) -0.015(3) 0.006(2) 0.000(2)
  C9 0.062(3) 0.042(2) 0.042(2) 0.008(2) 0.007(2) -0.002(2)
  C10 0.069(3) 0.062(3) 0.074(3) -0.012(3) 0.025(3) -0.015(3)
  C11 0.086(4) 0.091(4) 0.072(3) 0.003(3) 0.037(3) -0.018(3)
  C12 0.091(4) 0.066(3) 0.062(3) 0.017(3) 0.003(3) -0.028(3)
  C13 0.082(4) 0.056(3) 0.087(4) -0.006(3) 0.006(3) -0.023(3)
  C14 0.070(3) 0.056(3) 0.064(3) -0.007(2) 0.016(2) -0.005(2)
  C15 0.050(2) 0.033(2) 0.037(2) -0.002(2) 0.008(2) 0.000(2)
  C16 0.049(2) 0.035(2) 0.049(2) -0.003(2) 0.003(2) 0.000(2)
  C17 0.045(2) 0.036(2) 0.052(2) -0.005(2) 0.000(2) 0.008(2)
  C18 0.064(3) 0.043(2) 0.050(2) -0.004(2) -0.008(2) -0.002(2)
  C19 0.062(3) 0.039(2) 0.076(3) -0.002(2) -0.003(3) -0.002(2)
  C20 0.053(3) 0.047(3) 0.077(3) -0.002(2) -0.008(2) 0.017(2)
  C21 0.073(3) 0.062(3) 0.063(3) -0.012(3) -0.014(3) 0.009(2)
  C22 0.065(3) 0.047(2) 0.051(2) -0.007(2) -0.004(2) 0.005(2)
  C23 0.050(2) 0.041(2) 0.039(2) -0.006(2) 0.000(2) 0.000(2)
  C24 0.065(3) 0.056(3) 0.076(3) -0.016(2) 0.011(2) -0.019(2)
  C25 0.064(3) 0.076(3) 0.086(3) -0.025(3) 0.022(3) -0.014(3)
  C26 0.058(3) 0.079(3) 0.053(3) -0.004(3) 0.009(2) -0.009(2)
  C27 0.081(3) 0.071(3) 0.047(2) -0.020(3) 0.007(2) -0.019(2)
  C28 0.071(3) 0.056(3) 0.064(3) -0.022(2) 0.014(2) -0.011(2)
  C29 0.051(3) 0.096(4) 0.094(4) -0.009(3) 0.005(3) 0.023(3)
  C30 0.101(6) 0.111(6) 0.310(10)
  -0.043(5) 0.069(7) -0.109(7)
  C31 0.092(5) 0.224(9) 0.138(6) -0.009(6) 0.042(5) 0.090(6)
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 Cu1 . 3_666 2.6850(10)
  yes
  Cu1 O1 . . 1.951(3) yes
  Cu1 O2 . 3_666 1.967(3) yes
  Cu1 O5 . . 1.982(3) yes
  Cu1 O6 . 3_666 1.971(3) yes
  Cu1 O9 . . 2.115(3) yes
  Cl1 C6 . . 1.726(5) yes
  Cl2 C12 . . 1.738(4) yes
  Cl3 C20 . . 1.743(4) yes
  Cl4 C26 . . 1.747(5) yes
  O1 C1 . . 1.248(5) yes
  O2 C1 . . 1.238(5) yes
  O3 C2 . . 1.418(5) no
  O3 C3 . . 1.385(5) no
  O4 C2 . . 1.384(5) no
  O4 C9 . . 1.408(4) no
  O5 C15 . . 1.232(4) yes
  O6 C15 . . 1.251(4) yes
  O7 C16 . . 1.395(4) no
  O7 C17 . . 1.391(4) no
  O8 C16 . . 1.403(4) no
  O8 C23 . . 1.386(4) no
  O9 C29 . . 1.253(6) yes
  N1 C29 . . 1.315(6) no
  N1 C30 . . 1.421(9) no
  N1 C31 . . 1.455(8) no
  C1 C2 . . 1.535(5) no
  C2 H2 . . 0.993 no
  C3 C4 . . 1.375(6) no
  C3 C8 . . 1.379(6) no
  C4 C5 . . 1.389(6) no
  C4 H4 . . 0.979 no
  C5 C6 . . 1.381(6) no
  C5 H5 . . 0.985 no
  C6 C7 . . 1.377(7) no
  C7 C8 . . 1.390(7) no
  C7 H7 . . 0.983 no
  C8 H8 . . 0.985 no
  C9 C10 . . 1.354(6) no
  C9 C14 . . 1.371(6) no
  C10 C11 . . 1.394(6) no
  C10 H10 . . 0.968 no
  C11 C12 . . 1.378(7) no
  C11 H11 . . 0.989 no
  C12 C13 . . 1.365(7) no
  C13 C14 . . 1.388(6) no
  C13 H13 . . 0.971 no
  C14 H14 . . 0.977 no
  C15 C16 . . 1.542(5) no
  C16 H16 . . 0.986 no
  C17 C18 . . 1.370(6) no
  C17 C22 . . 1.390(5) no
  C18 C19 . . 1.390(6) no
  C18 H18 . . 0.986 no
  C19 C20 . . 1.346(6) no
  C19 H19 . . 0.990 no
  C20 C21 . . 1.388(6) no
  C21 C22 . . 1.373(6) no
  C21 H21 . . 0.990 no
  C22 H22 . . 0.997 no
  C23 C24 . . 1.374(6) no
  C23 C28 . . 1.369(5) no
  C24 C25 . . 1.382(6) no
  C24 H24 . . 0.982 no
  C25 C26 . . 1.374(6) no
  C25 H25 . . 0.979 no
  C26 C27 . . 1.364(6) no
  C27 C28 . . 1.385(6) no
  C27 H27 . . 0.975 no
  C28 H28 . . 0.985 no
  C29 H29 . . 0.983 no
  C30 H30A . . 0.941 no
  C30 H30B . . 0.987 no
  C30 H30C . . 0.962 no
  C31 H31A . . 0.956 no
  C31 H31B . . 0.994 no
  C31 H31C . . 0.963 no