#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202243.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_2202243
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  m361
_journal_page_last  m363
_publ_section_title
;
[N,N,N',N'-Tetrakis(2-benzimidazolylmethyl)-1,2-ethanediamine]zinc(II)
dinitrate ethanol solvate
;
loop_
_publ_author_name
  'Ying-Chun Liu'
  'Jian-Fang Ma'
  'Ning-Hai Hu'
  'Heng-Qing Jia'
_chemical_formula_moiety  'C34 H32 N10 Zn 2+, 2N O3 1-, C2 H6 O'
_chemical_formula_sum  'C36 H38 N12 O7 Zn'
_chemical_formula_iupac  '[Zn (C34 H32 N10)] (N O3)2, C2 H6 O'
_chemical_formula_weight  816.15
_symmetry_cell_setting  Triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  11.783(3)
_cell_length_b  12.219(4)
_cell_length_c  14.468(6)
_cell_angle_alpha  91.42(3)
_cell_angle_beta  103.51(3)
_cell_angle_gamma  113.653(18)
_cell_volume  1838.9(11)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.474
_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
  Zn 0.62262(4) 0.81089(4) 0.72370(3) 0.04054(13) Uani d . 1 . . Zn
  N1 0.4715(3) 0.7750(2) 0.57566(18) 0.0429(7) Uani d . 1 . . N
  N2 0.4776(2) 0.8363(2) 0.76022(18) 0.0396(7) Uani d . 1 . . N
  N3 0.3193(3) 0.8921(2) 0.71996(19) 0.0502(8) Uani d . 1 . . N
  H3 0.2633 0.9128 0.6849 0.050 Uiso calc R 1 . . H
  N4 0.5076(3) 0.6170(2) 0.70559(19) 0.0447(7) Uani d . 1 . . N
  N5 0.3147(3) 0.4698(2) 0.6474(2) 0.0509(8) Uani d . 1 . . N
  H5 0.2397 0.4293 0.6091 0.051 Uiso calc R 1 . . H
  N6 0.7335(3) 0.7936(2) 0.62202(18) 0.0443(7) Uani d . 1 . . N
  N7 0.7814(2) 0.8038(2) 0.81595(19) 0.0420(7) Uani d . 1 . . N
  N8 0.9218(3) 0.7230(3) 0.8318(2) 0.0538(8) Uani d . 1 . . N
  H8 0.9658 0.6872 0.8164 0.054 Uiso calc R 1 . . H
  N9 0.7148(2) 0.9955(2) 0.69763(18) 0.0418(7) Uani d . 1 . . N
  N10 0.8538(3) 1.1259(3) 0.62927(19) 0.0489(7) Uani d . 1 . . N
  H10 0.9113 1.1534 0.5983 0.049 Uiso calc R 1 . . H
  N11 0.1498(3) 0.0462(3) 0.6324(2) 0.0640(9) Uani d . 1 . . N
  N12 0.0151(4) 0.3603(3) 0.4818(3) 0.0628(9) Uani d . 1 . . N
  O1 0.2134(3) 0.0127(3) 0.5903(2) 0.1001(11) Uani d . 1 . . O
  O2 0.1349(3) 0.0107(3) 0.7092(2) 0.0984(11) Uani d . 1 . . O
  O3 0.1032(3) 0.1141(3) 0.5965(2) 0.0852(9) Uani d . 1 . . O
  O4 -0.0973(3) 0.3112(3) 0.4333(2) 0.1096(12) Uani d . 1 . . O
  O5 0.0443(3) 0.3317(3) 0.5619(2) 0.0896(10) Uani d . 1 . . O
  O6 0.1000(3) 0.4364(3) 0.4520(2) 0.0861(9) Uani d . 1 . . O
  O7 0.0516(3) 0.6129(3) 0.7580(2) 0.0861(9) Uani d D 1 . . O
  H7A 0.036(5) 0.618(5) 0.6984(16) 0.129 Uiso d D 1 . . H
  C1 0.5474(3) 0.7990(3) 0.5047(2) 0.0511(9) Uani d . 1 . . C
  H1A 0.5931 0.8854 0.5062 0.051 Uiso calc R 1 . . H
  H1B 0.4904 0.7659 0.4410 0.051 Uiso calc R 1 . . H
  C2 0.4172(3) 0.8612(3) 0.5902(2) 0.0476(9) Uani d . 1 . . C
  H2A 0.3341 0.8374 0.5444 0.048 Uiso calc R 1 . . H
  H2B 0.4736 0.9410 0.5807 0.048 Uiso calc R 1 . . H
  C3 0.4029(3) 0.8627(3) 0.6901(2) 0.0404(8) Uani d . 1 . . C
  C4 0.4365(3) 0.8471(3) 0.8419(2) 0.0387(8) Uani d . 1 . . C
  C5 0.4772(3) 0.8227(3) 0.9332(2) 0.0459(9) Uani d . 1 . . C
  H5A 0.5420 0.7960 0.9492 0.046 Uiso calc R 1 . . H
  C6 0.4169(3) 0.8400(3) 0.9994(3) 0.0546(10) Uani d . 1 . . C
  H6 0.4417 0.8249 1.0619 0.055 Uiso calc R 1 . . H
  C7 0.3193(3) 0.8797(3) 0.9748(3) 0.0561(10) Uani d . 1 . . C
  H7 0.2818 0.8915 1.0218 0.056 Uiso calc R 1 . . H
  C8 0.2773(3) 0.9018(3) 0.8844(3) 0.0575(10) Uani d . 1 . . C
  H8A 0.2117 0.9276 0.8685 0.058 Uiso calc R 1 . . H
  C9 0.3375(3) 0.8839(3) 0.8168(2) 0.0420(8) Uani d . 1 . . C
  C10 0.3733(3) 0.6490(3) 0.5592(2) 0.0506(9) Uani d . 1 . . C
  H10A 0.3696 0.6099 0.4987 0.051 Uiso calc R 1 . . H
  H10B 0.2899 0.6491 0.5545 0.051 Uiso calc R 1 . . H
  C11 0.4005(3) 0.5784(3) 0.6372(2) 0.0435(8) Uani d . 1 . . C
  C12 0.4904(3) 0.5279(3) 0.7665(2) 0.0434(8) Uani d . 1 . . C
  C13 0.5679(3) 0.5220(3) 0.8523(2) 0.0522(9) Uani d . 1 . . C
  H13 0.6498 0.5829 0.8779 0.052 Uiso calc R 1 . . H
  C14 0.5205(4) 0.4238(3) 0.8984(3) 0.0580(10) Uani d . 1 . . C
  H14 0.5717 0.4186 0.9562 0.058 Uiso calc R 1 . . H
  C15 0.3994(4) 0.3323(4) 0.8622(3) 0.0700(12) Uani d . 1 . . C
  H15 0.3707 0.2676 0.8962 0.070 Uiso calc R 1 . . H
  C16 0.3208(4) 0.3352(3) 0.7771(3) 0.0662(11) Uani d . 1 . . C
  H16 0.2394 0.2733 0.7520 0.066 Uiso calc R 1 . . H
  C17 0.3681(3) 0.4349(3) 0.7299(2) 0.0473(9) Uani d . 1 . . C
  C18 0.6431(3) 0.7427(3) 0.5268(2) 0.0540(10) Uani d . 1 . . C
  H18A 0.5972 0.6563 0.5244 0.054 Uiso calc R 1 . . H
  H18B 0.6906 0.7571 0.4785 0.054 Uiso calc R 1 . . H
  C19 0.7901(3) 0.7123(3) 0.6659(2) 0.0536(10) Uani d . 1 . . C
  H19A 0.7268 0.6292 0.6498 0.054 Uiso calc R 1 . . H
  H19B 0.8629 0.7198 0.6420 0.054 Uiso calc R 1 . . H
  C20 0.8322(3) 0.7469(3) 0.7714(2) 0.0460(9) Uani d . 1 . . C
  C21 0.8445(3) 0.8192(3) 0.9129(2) 0.0395(8) Uani d . 1 . . C
  C22 0.8318(3) 0.8758(3) 0.9918(2) 0.0491(9) Uani d . 1 . . C
  H22 0.7748 0.9118 0.9852 0.049 Uiso calc R 1 . . H
  C23 0.9073(3) 0.8763(3) 1.0803(3) 0.0588(10) Uani d . 1 . . C
  H23 0.9020 0.9142 1.1346 0.059 Uiso calc R 1 . . H
  C24 0.9911(4) 0.8212(4) 1.0896(3) 0.0661(12) Uani d . 1 . . C
  H24 1.0398 0.8221 1.1506 0.066 Uiso calc R 1 . . H
  C25 1.0046(3) 0.7656(3) 1.0125(3) 0.0611(11) Uani d . 1 . . C
  H25 1.0611 0.7288 1.0198 0.061 Uiso calc R 1 . . H
  C26 0.9304(3) 0.7663(3) 0.9228(3) 0.0465(9) Uani d . 1 . . C
  C27 0.8365(3) 0.9144(3) 0.6219(2) 0.0510(9) Uani d . 1 . . C
  H27A 0.9159 0.9234 0.6669 0.051 Uiso calc R 1 . . H
  H27B 0.8510 0.9210 0.5586 0.051 Uiso calc R 1 . . H
  C28 0.8011(3) 1.0120(3) 0.6487(2) 0.0450(8) Uani d . 1 . . C
  C29 0.7120(3) 1.1080(3) 0.7109(2) 0.0408(8) Uani d . 1 . . C
  C30 0.6405(3) 1.1445(3) 0.7569(2) 0.0509(9) Uani d . 1 . . C
  H30 0.5814 1.0905 0.7851 0.051 Uiso calc R 1 . . H
  C31 0.6591(4) 1.2636(3) 0.7597(3) 0.0621(11) Uani d . 1 . . C
  H31 0.6127 1.2904 0.7911 0.062 Uiso calc R 1 . . H
  C32 0.7462(4) 1.3442(3) 0.7164(3) 0.0657(11) Uani d . 1 . . C
  H32 0.7564 1.4238 0.7195 0.066 Uiso calc R 1 . . H
  C33 0.8176(4) 1.3096(3) 0.6693(3) 0.0580(10) Uani d . 1 . . C
  H33 0.8754 1.3634 0.6400 0.058 Uiso calc R 1 . . H
  C34 0.7989(3) 1.1914(3) 0.6680(2) 0.0454(9) Uani d . 1 . . C
  C35 0.1333(5) 0.5574(5) 0.7902(5) 0.110(2) Uani d D 1 . . C
  H35A 0.2206 0.6119 0.7918 0.110 Uiso calc R 1 . . H
  H35B 0.1086 0.4858 0.7460 0.110 Uiso calc R 1 . . H
  C36 0.1282(7) 0.5245(6) 0.8845(5) 0.171(3) Uani d D 1 . . C
  H36A 0.1639 0.5962 0.9299 0.171 Uiso calc R 1 . . H
  H36B 0.1769 0.4778 0.9019 0.171 Uiso calc R 1 . . H
  H36C 0.0405 0.4778 0.8845 0.171 Uiso calc R 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
  Zn 0.0348(2) 0.0475(2) 0.0385(2) 0.01769(19) 0.00673(18) 0.01114(18)
  N1 0.0425(17) 0.0457(17) 0.0384(16) 0.0171(15) 0.0089(13) 0.0099(13)
  N2 0.0321(15) 0.0496(17) 0.0384(16) 0.0187(14) 0.0079(13) 0.0153(13)
  N3 0.0395(17) 0.066(2) 0.0459(18) 0.0286(16) 0.0008(14) 0.0098(15)
  N4 0.0430(17) 0.0454(17) 0.0404(17) 0.0158(14) 0.0061(14) 0.0104(13)
  N5 0.0403(17) 0.0479(18) 0.0514(19) 0.0115(15) 0.0015(14) 0.0038(14)
  N6 0.0466(17) 0.0519(18) 0.0368(16) 0.0233(15) 0.0103(14) 0.0062(13)
  N7 0.0392(16) 0.0493(17) 0.0403(16) 0.0228(14) 0.0076(13) 0.0072(13)
  N8 0.0455(18) 0.064(2) 0.062(2) 0.0346(16) 0.0119(16) 0.0145(17)
  N9 0.0384(16) 0.0494(18) 0.0371(16) 0.0158(14) 0.0132(13) 0.0089(13)
  N10 0.0395(17) 0.0564(19) 0.0458(17) 0.0105(15) 0.0190(14) 0.0150(15)
  N11 0.052(2) 0.088(3) 0.055(2) 0.035(2) 0.0105(18) 0.014(2)
  N12 0.063(2) 0.056(2) 0.066(2) 0.024(2) 0.015(2) 0.0019(19)
  O1 0.132(3) 0.163(3) 0.072(2) 0.117(3) 0.046(2) 0.049(2)
  O2 0.074(2) 0.175(3) 0.0592(19) 0.059(2) 0.0262(17) 0.048(2)
  O3 0.087(2) 0.101(2) 0.091(2) 0.058(2) 0.0290(18) 0.0227(18)
  O4 0.056(2) 0.121(3) 0.110(3) 0.023(2) -0.0222(19) -0.021(2)
  O5 0.076(2) 0.098(2) 0.082(2) 0.0251(18) 0.0147(18) 0.0370(19)
  O6 0.091(2) 0.073(2) 0.084(2) 0.0159(19) 0.0373(19) 0.0166(17)
  O7 0.094(2) 0.099(2) 0.084(2) 0.062(2) 0.019(2) 0.007(2)
  C1 0.052(2) 0.063(2) 0.0311(19) 0.021(2) 0.0055(17) 0.0080(17)
  C2 0.043(2) 0.060(2) 0.036(2) 0.0214(19) 0.0035(16) 0.0119(17)
  C3 0.0314(19) 0.046(2) 0.041(2) 0.0149(17) 0.0080(16) 0.0075(16)
  C4 0.0310(18) 0.0399(19) 0.042(2) 0.0099(16) 0.0111(16) 0.0119(15)
  C5 0.042(2) 0.057(2) 0.042(2) 0.0207(18) 0.0159(17) 0.0170(17)
  C6 0.057(2) 0.060(2) 0.045(2) 0.020(2) 0.017(2) 0.0168(18)
  C7 0.052(2) 0.067(3) 0.051(2) 0.020(2) 0.026(2) 0.0035(19)
  C8 0.043(2) 0.065(3) 0.069(3) 0.026(2) 0.017(2) 0.004(2)
  C9 0.0315(19) 0.050(2) 0.043(2) 0.0149(17) 0.0113(16) 0.0057(16)
  C10 0.044(2) 0.059(2) 0.038(2) 0.0170(19) 0.0010(17) 0.0078(17)
  C11 0.043(2) 0.045(2) 0.038(2) 0.0159(18) 0.0061(17) 0.0042(16)
  C12 0.042(2) 0.043(2) 0.043(2) 0.0160(18) 0.0108(17) 0.0072(16)
  C13 0.049(2) 0.048(2) 0.055(2) 0.0189(18) 0.0087(19) 0.0106(18)
  C14 0.059(3) 0.058(2) 0.055(2) 0.026(2) 0.008(2) 0.020(2)
  C15 0.067(3) 0.066(3) 0.072(3) 0.022(2) 0.017(2) 0.032(2)
  C16 0.052(2) 0.047(2) 0.080(3) 0.004(2) 0.011(2) 0.015(2)
  C17 0.041(2) 0.045(2) 0.051(2) 0.0151(18) 0.0081(18) 0.0052(17)
  C18 0.055(2) 0.064(2) 0.040(2) 0.023(2) 0.0098(18) 0.0021(18)
  C19 0.057(2) 0.062(2) 0.052(2) 0.035(2) 0.0144(19) 0.0075(19)
  C20 0.039(2) 0.053(2) 0.050(2) 0.0239(18) 0.0099(18) 0.0144(18)
  C21 0.0305(18) 0.0388(19) 0.040(2) 0.0081(16) 0.0041(16) 0.0094(15)
  C22 0.036(2) 0.056(2) 0.047(2) 0.0132(18) 0.0073(17) 0.0085(18)
  C23 0.049(2) 0.070(3) 0.043(2) 0.014(2) 0.0062(19) 0.0057(19)
  C24 0.050(3) 0.083(3) 0.045(2) 0.017(2) -0.005(2) 0.019(2)
  C25 0.040(2) 0.074(3) 0.065(3) 0.026(2) 0.002(2) 0.020(2)
  C26 0.0328(19) 0.054(2) 0.051(2) 0.0166(17) 0.0097(17) 0.0165(18)
  C27 0.045(2) 0.068(3) 0.044(2) 0.024(2) 0.0184(18) 0.0144(18)
  C28 0.040(2) 0.054(2) 0.0343(19) 0.0143(18) 0.0071(16) 0.0059(16)
  C29 0.039(2) 0.044(2) 0.0322(18) 0.0111(17) 0.0068(16) 0.0053(15)
  C30 0.053(2) 0.049(2) 0.046(2) 0.0146(19) 0.0161(19) 0.0081(17)
  C31 0.078(3) 0.057(3) 0.053(2) 0.030(2) 0.021(2) 0.002(2)
  C32 0.080(3) 0.040(2) 0.063(3) 0.017(2) 0.008(2) 0.0034(19)
  C33 0.057(3) 0.050(2) 0.053(2) 0.009(2) 0.015(2) 0.0110(19)
  C34 0.041(2) 0.049(2) 0.035(2) 0.0112(18) 0.0020(16) 0.0079(16)
  C35 0.070(4) 0.081(4) 0.169(6) 0.038(3) 0.005(4) -0.007(4)
  C36 0.187(8) 0.129(6) 0.186(8) 0.079(5) 0.001(6) 0.059(5)
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
  Zn N2 . 2.033(3) ?
  Zn N7 . 2.064(3) ?
  Zn N9 . 2.163(3) ?
  Zn N4 . 2.178(3) ?
  Zn N6 . 2.240(3) ?
  Zn N1 . 2.344(3) ?
  N1 C2 . 1.469(4) ?
  N1 C1 . 1.474(4) ?
  N1 C10 . 1.480(4) ?
  N2 C3 . 1.317(4) ?
  N2 C4 . 1.400(4) ?
  N3 C3 . 1.328(4) ?
  N3 C9 . 1.380(4) ?
  N3 H3 . 0.8600 ?
  N4 C11 . 1.307(4) ?
  N4 C12 . 1.399(4) ?
  N5 C11 . 1.345(4) ?
  N5 C17 . 1.376(4) ?
  N5 H5 . 0.8600 ?
  N6 C18 . 1.470(4) ?
  N6 C19 . 1.484(4) ?
  N6 C27 . 1.488(4) ?
  N7 C20 . 1.323(4) ?
  N7 C21 . 1.395(4) ?
  N8 C20 . 1.339(4) ?
  N8 C26 . 1.372(4) ?
  N8 H8 . 0.8600 ?
  N9 C28 . 1.324(4) ?
  N9 C29 . 1.397(4) ?
  N10 C28 . 1.346(4) ?
  N10 C34 . 1.391(4) ?
  N10 H10 . 0.8600 ?
  N11 O2 . 1.227(4) ?
  N11 O3 . 1.230(4) ?
  N11 O1 . 1.244(4) ?
  N12 O5 . 1.230(4) ?
  N12 O4 . 1.230(4) ?
  N12 O6 . 1.235(4) ?
  O7 C35 . 1.391(5) ?
  O7 H7A . 0.849(19) ?
  C1 C18 . 1.521(5) ?
  C1 H1A . 0.9700 ?
  C1 H1B . 0.9700 ?
  C2 C3 . 1.495(4) ?
  C2 H2A . 0.9700 ?
  C2 H2B . 0.9700 ?
  C4 C5 . 1.380(4) ?
  C4 C9 . 1.387(4) ?
  C5 C6 . 1.377(4) ?
  C5 H5A . 0.9300 ?
  C6 C7 . 1.396(5) ?
  C6 H6 . 0.9300 ?
  C7 C8 . 1.361(5) ?
  C7 H7 . 0.9300 ?
  C8 C9 . 1.396(5) ?
  C8 H8A . 0.9300 ?
  C10 C11 . 1.491(4) ?
  C10 H10A . 0.9700 ?
  C10 H10B . 0.9700 ?
  C12 C13 . 1.381(4) ?
  C12 C17 . 1.396(4) ?
  C13 C14 . 1.369(4) ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.379(5) ?
  C14 H14 . 0.9300 ?
  C15 C16 . 1.367(5) ?
  C15 H15 . 0.9300 ?
  C16 C17 . 1.391(4) ?
  C16 H16 . 0.9300 ?
  C18 H18A . 0.9700 ?
  C18 H18B . 0.9700 ?
  C19 C20 . 1.483(5) ?
  C19 H19A . 0.9700 ?
  C19 H19B . 0.9700 ?
  C21 C22 . 1.388(5) ?
  C21 C26 . 1.388(4) ?
  C22 C23 . 1.375(4) ?
  C22 H22 . 0.9300 ?
  C23 C24 . 1.387(5) ?
  C23 H23 . 0.9300 ?
  C24 C25 . 1.366(5) ?
  C24 H24 . 0.9300 ?
  C25 C26 . 1.388(5) ?
  C25 H25 . 0.9300 ?
  C27 C28 . 1.483(5) ?
  C27 H27A . 0.9700 ?
  C27 H27B . 0.9700 ?
  C29 C30 . 1.379(5) ?
  C29 C34 . 1.401(4) ?
  C30 C31 . 1.380(5) ?
  C30 H30 . 0.9300 ?
  C31 C32 . 1.391(5) ?
  C31 H31 . 0.9300 ?
  C32 C33 . 1.375(5) ?
  C32 H32 . 0.9300 ?
  C33 C34 . 1.370(5) ?
  C33 H33 . 0.9300 ?
  C35 C36 . 1.439(7) ?
  C35 H35A . 0.9700 ?
  C35 H35B . 0.9700 ?
  C36 H36A . 0.9600 ?
  C36 H36B . 0.9600 ?
  C36 H36C . 0.9600 ?