#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2013057.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_2013057
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  m563
_journal_page_last  m564
_publ_section_title
;
Dichloro[N,N-dimethyl-1-(1-methyl-1H-tetrazol-5-yl-\kN^4^)methanamine-
\kN]copper(II)
;
_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
  'Ivashkevich, Dmitry O.'
  'Lyakhov, Alexander S.'
  'Voitekhovich, Sergei V.'
  'Gaponik, Pavel N.'
_chemical_formula_moiety  'C5 H11 Cl2 Cu N5'
_chemical_formula_sum  'C5 H11 Cl2 Cu N5'
_chemical_formula_iupac  '[Cu Cl2 (C5 N5 H11)]'
_chemical_formula_weight  275.63
_symmetry_cell_setting  'monoclinic'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  18.043(3)
_cell_length_b  7.1948(13)
_cell_length_c  18.048(3)
_cell_angle_alpha  90
_cell_angle_beta  118.205(13)
_cell_angle_gamma  90
_cell_volume  2064.7(6)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.773
_diffrn_ambient_temperature  293(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
  N1A 0.25795(19) 0.2669(4) 0.61968(17) 0.0333(6) Uani d . 1 . . N
  N2A 0.1808(2) 0.2038(5) 0.6031(2) 0.0436(8) Uani d . 1 . . N
  N3A 0.1816(2) 0.1817(5) 0.6746(2) 0.0435(8) Uani d . 1 . . N
  N4A 0.25869(19) 0.2278(5) 0.73724(18) 0.0361(7) Uani d . 1 . . N
  C5A 0.3052(2) 0.2795(5) 0.7024(2) 0.0291(6) Uani d . 1 . . C
  C6A 0.3927(2) 0.3412(6) 0.7556(2) 0.0341(7) Uani d . 1 . . C
  H6A1 0.3961 0.4757 0.7550 0.041 Uiso calc R 1 . . H
  H6A2 0.4293 0.2895 0.7351 0.041 Uiso calc R 1 . . H
  N5A 0.41822(17) 0.2736(4) 0.84254(17) 0.0303(6) Uani d . 1 . . N
  C7A 0.4497(3) 0.0799(6) 0.8514(3) 0.0473(10) Uani d . 1 . . C
  H7A1 0.4055 0.0010 0.8124 0.071 Uiso calc R 1 . . H
  H7A2 0.4675 0.0373 0.9077 0.071 Uiso calc R 1 . . H
  H7A3 0.4964 0.0762 0.8397 0.071 Uiso calc R 1 . . H
  C8A 0.4870(2) 0.3933(7) 0.9030(2) 0.0434(9) Uani d . 1 . . C
  H8A1 0.4672 0.5189 0.8979 0.065 Uiso calc R 1 . . H
  H8A2 0.5335 0.3889 0.8912 0.065 Uiso calc R 1 . . H
  H8A3 0.5047 0.3496 0.9592 0.065 Uiso calc R 1 . . H
  C9A 0.2770(3) 0.3076(7) 0.5514(2) 0.0519(11) Uani d . 1 . . C
  H9A1 0.2283 0.2829 0.4985 0.078 Uiso calc R 1 . . H
  H9A2 0.3228 0.2306 0.5568 0.078 Uiso calc R 1 . . H
  H9A3 0.2925 0.4360 0.5538 0.078 Uiso calc R 1 . . H
  Cl1A 0.18621(6) 0.29754(17) 0.85725(7) 0.0475(2) Uani d . 1 . . Cl
  Cl2A 0.38137(7) 0.2010(2) 0.99607(6) 0.0556(3) Uani d . 1 . . Cl
  Cu1A 0.31100(3) 0.25693(6) 0.86078(2) 0.03054(11) Uani d . 1 . . Cu
  N1B 0.87934(17) 0.2382(4) 0.74284(18) 0.0324(6) Uani d . 1 . . N
  N2B 0.8954(2) 0.1794(5) 0.8202(2) 0.0407(7) Uani d . 1 . . N
  N3B 0.8238(2) 0.1599(5) 0.81909(19) 0.0418(7) Uani d . 1 . . N
  N4B 0.76154(18) 0.2065(5) 0.74183(18) 0.0352(7) Uani d . 1 . . N
  C5B 0.7967(2) 0.2520(5) 0.6954(2) 0.0294(6) Uani d . 1 . . C
  C6B 0.7438(2) 0.3153(6) 0.6077(2) 0.0336(7) Uani d . 1 . . C
  H6B1 0.7641 0.2634 0.5710 0.040 Uiso calc R 1 . . H
  H6B2 0.7447 0.4497 0.6045 0.040 Uiso calc R 1 . . H
  N5B 0.65677(18) 0.2484(4) 0.58234(17) 0.0310(6) Uani d . 1 . . N
  C7B 0.6484(3) 0.0533(6) 0.5528(3) 0.0466(9) Uani d . 1 . . C
  H7B1 0.6879 -0.0235 0.5976 0.070 Uiso calc R 1 . . H
  H7B2 0.6597 0.0470 0.5060 0.070 Uiso calc R 1 . . H
  H7B3 0.5923 0.0102 0.5358 0.070 Uiso calc R 1 . . H
  C8B 0.5961(3) 0.3651(7) 0.5128(2) 0.0450(9) Uani d . 1 . . C
  H8B1 0.6008 0.4915 0.5315 0.067 Uiso calc R 1 . . H
  H8B2 0.5400 0.3209 0.4954 0.067 Uiso calc R 1 . . H
  H8B3 0.6079 0.3586 0.4663 0.067 Uiso calc R 1 . . H
  C9B 0.9485(3) 0.2739(8) 0.7243(3) 0.0557(12) Uani d . 1 . . C
  H9B1 1.0010 0.2501 0.7735 0.084 Uiso calc R 1 . . H
  H9B2 0.9466 0.4012 0.7076 0.084 Uiso calc R 1 . . H
  H9B3 0.9433 0.1938 0.6795 0.084 Uiso calc R 1 . . H
  Cl1B 0.64304(6) 0.27437(17) 0.81533(6) 0.0488(3) Uani d . 1 . . Cl
  Cl2B 0.50249(6) 0.1940(2) 0.62028(7) 0.0616(3) Uani d . 1 . . Cl
  Cu1B 0.63848(2) 0.23736(6) 0.68995(2) 0.03061(11) Uani d . 1 . . Cu
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
  N1A 0.0353(14) 0.0362(16) 0.0248(12) -0.0006(12) 0.0113(11) -0.0022(12)
  N2A 0.0427(18) 0.048(2) 0.0322(15) -0.0058(15) 0.0111(14) -0.0015(14)
  N3A 0.0336(16) 0.054(2) 0.0366(16) -0.0094(15) 0.0117(13) 0.0023(15)
  N4A 0.0294(14) 0.0473(19) 0.0301(14) -0.0088(13) 0.0128(12) 0.0008(13)
  C5A 0.0311(15) 0.0315(17) 0.0255(14) 0.0005(13) 0.0139(12) -0.0003(12)
  C6A 0.0313(16) 0.045(2) 0.0298(16) -0.0025(15) 0.0175(14) -0.0018(15)
  N5A 0.0258(12) 0.0390(16) 0.0256(12) 0.0009(11) 0.0117(10) -0.0030(11)
  C7A 0.047(2) 0.046(2) 0.050(2) 0.0159(19) 0.0236(19) 0.0021(19)
  C8A 0.0322(17) 0.060(3) 0.0362(18) -0.0077(17) 0.0143(15) -0.0123(18)
  C9A 0.062(3) 0.069(3) 0.0314(18) 0.008(2) 0.0270(19) 0.0028(19)
  Cl1A 0.0368(4) 0.0655(7) 0.0474(5) 0.0025(4) 0.0259(4) 0.0020(5)
  Cl2A 0.0472(5) 0.0879(9) 0.0290(4) 0.0035(5) 0.0158(4) 0.0115(5)
  Cu1A 0.0288(2) 0.0380(2) 0.02599(19) -0.00010(17) 0.01385(16) 0.00172(17)
  N1B 0.0258(13) 0.0381(16) 0.0323(14) 0.0000(12) 0.0130(11) 0.0010(12)
  N2B 0.0324(15) 0.0484(19) 0.0357(16) 0.0002(14) 0.0113(13) 0.0052(14)
  N3B 0.0344(15) 0.055(2) 0.0310(15) 0.0001(15) 0.0113(13) 0.0091(14)
  N4B 0.0283(14) 0.0506(19) 0.0267(13) 0.0023(13) 0.0131(11) 0.0076(12)
  C5B 0.0291(15) 0.0314(16) 0.0294(14) 0.0009(13) 0.0152(12) 0.0014(13)
  C6B 0.0311(16) 0.0429(19) 0.0297(15) 0.0013(15) 0.0168(13) 0.0040(14)
  N5B 0.0276(13) 0.0388(15) 0.0252(12) 0.0025(12) 0.0113(11) -0.0014(12)
  C7B 0.054(2) 0.043(2) 0.046(2) -0.0038(19) 0.027(2) -0.0116(18)
  C8B 0.040(2) 0.060(3) 0.0297(17) 0.0078(19) 0.0125(15) 0.0055(17)
  C9B 0.0334(19) 0.082(4) 0.060(3) 0.000(2) 0.0288(19) 0.007(2)
  Cl1B 0.0456(5) 0.0728(7) 0.0356(4) 0.0006(5) 0.0256(4) -0.0003(5)
  Cl2B 0.0298(4) 0.1044(10) 0.0483(6) -0.0137(5) 0.0166(4) -0.0128(6)
  Cu1B 0.02625(19) 0.0388(2) 0.0282(2) -0.00182(17) 0.01401(16) -0.00178(17)
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
  N1A C5A . 1.327(4) ?
  N1A N2A . 1.356(5) ?
  N1A C9A . 1.458(5) ?
  N2A N3A . 1.295(5) ?
  N3A N4A . 1.355(4) ?
  N4A C5A . 1.318(4) ?
  N4A Cu1A . 1.979(3) yes
  C5A C6A . 1.475(5) ?
  C6A N5A . 1.493(4) ?
  C6A H6A1 . 0.9700 ?
  C6A H6A2 . 0.9700 ?
  N5A C8A . 1.480(5) ?
  N5A C7A . 1.484(5) ?
  N5A Cu1A . 2.114(3) yes
  C7A H7A1 . 0.9600 ?
  C7A H7A2 . 0.9600 ?
  C7A H7A3 . 0.9600 ?
  C8A H8A1 . 0.9600 ?
  C8A H8A2 . 0.9600 ?
  C8A H8A3 . 0.9600 ?
  C9A H9A1 . 0.9600 ?
  C9A H9A2 . 0.9600 ?
  C9A H9A3 . 0.9600 ?
  Cl1A Cu1A . 2.2413(11) yes
  Cl2A Cu1A . 2.1922(11) yes
  N1B C5B . 1.326(4) ?
  N1B N2B . 1.354(4) ?
  N1B C9B . 1.459(5) ?
  N2B N3B . 1.289(4) ?
  N3B N4B . 1.356(4) ?
  N4B C5B . 1.311(4) ?
  N4B Cu1B . 1.973(3) yes
  C5B C6B . 1.481(5) ?
  C6B N5B . 1.492(4) ?
  C6B H6B1 . 0.9700 ?
  C6B H6B2 . 0.9700 ?
  N5B C8B . 1.477(5) ?
  N5B C7B . 1.483(5) ?
  N5B Cu1B . 2.120(3) yes
  C7B H7B1 . 0.9600 ?
  C7B H7B2 . 0.9600 ?
  C7B H7B3 . 0.9600 ?
  C8B H8B1 . 0.9600 ?
  C8B H8B2 . 0.9600 ?
  C8B H8B3 . 0.9600 ?
  C9B H9B1 . 0.9600 ?
  C9B H9B2 . 0.9600 ?
  C9B H9B3 . 0.9600 ?
  Cl1B Cu1B . 2.2411(11) yes
  Cl2B Cu1B . 2.1869(11) yes