data_2011873
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  356
_journal_page_last  358
_publ_section_title
;
[(2-(Imidazol-4-yl)ethylamine]{[2-(imidazol-4-yl)
ethyl][(1-methylimidazol-2-yl)methyl]amine}copper(II) diperchlorate
;
loop_
_publ_author_name
  'Scarpellini, Marciela'
  'Neves, Ademir'
  'Bortoluzzi, Adailton J.'
  'Joussef, Ant\^onio C.'
_chemical_formula_moiety  'C15 H24 Cu N8 2+ , 2Cl O4 -'
_chemical_formula_sum  'C15 H24 Cl2 Cu N8 O8'
_chemical_formula_iupac  '[Cu (C5 H9 N3) (C10 H15 N5)] (Cl O4)2'
_chemical_formula_weight  578.86
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  16.785(3)
_cell_length_b  10.211(2)
_cell_length_c  14.054(3)
_cell_angle_alpha  90
_cell_angle_beta  102.54(3)
_cell_angle_gamma  90
_cell_volume  2351.3(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.635
_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
  Cu1  .24002(3)  .19364(5)  .10398(3)  .0465(2) Uani d . 1 . . Cu
  N1  .3154(2)  .2652(4)  -.0023(2)  .0576(9) Uani d . 1 . . N
  H1A  .2921  .2351  -.0621  .069 Uiso calc R 1 . . H
  H1B  .3127  .3532  -.0046  .069 Uiso calc R 1 . . H
  N6  .4157(2)  .0162(4)  .3115(3)  .0668(11) Uani d . 1 . . N
  H6  .4318  -.0182  .3683  .080 Uiso calc R 1 . . H
  N8  .33474(18)  .0950(3)  .1831(2)  .0481(8) Uani d . 1 . . N
  N11  .19253(19)  .0387(3)  .0275(2)  .0504(9) Uani d . 1 . . N
  N13  .1788(2)  -.1609(4)  -.0283(3)  .0652(10) Uani d . 1 . . N
  H13  .1891  -.2420  -.0370  .078 Uiso calc R 1 . . H
  N18  .13799(19)  .3065(3)  .0449(3)  .0605(10) Uani d . 1 . . N
  H18  .1491  .3420  -.0102  .073 Uiso calc R 1 . . H
  N21  .2633(2)  .3438(3)  .1948(2)  .0534(9) Uani d . 1 . . N
  N24  .2332(3)  .5438(4)  .2311(3)  .0627(10) Uani d . 1 . . N
  C2  .3993(3)  .2280(7)  .0189(4)  .105(2) Uani d D 1 . . C
  H2A  .4147  .2172  -.0450  .126 Uiso d PR  .531(12) . . H
  H2B  .4301  .2944  .0526  .126 Uiso d PR  .531(12) . . H
  H2A'  .4040  .1471  -.0157  .126 Uiso d PR  .469(12) . . H
  H2B'  .4280  .2946  -.0097  .126 Uiso d PR  .469(12) . . H
  C3  .4275(3)  .1117(7)  .0679(4)  .064(3) Uani d PD  .531(12) . . C
  H3A  .4857  .1050  .0713  .077 Uiso d PR  .531(12) . . H
  H3B  .4016  .0372  .0309  .077 Uiso d PR  .531(12) . . H
  C3'  .4422(5)  .2111(12)  .1134(7)  .070(4) Uani d PD  .469(12) . . C
  H3'1  .4399  .2922  .1487  .084 Uiso d PR  .469(12) . . H
  H3'2  .4989  .1954  .1122  .084 Uiso d PR  .469(12) . . H
  C4  .4135(3)  .1015(6)  .1709(3)  .0814(16) Uani d D 1 . . C
  C5  .4628(3)  .0528(5)  .2523(4)  .0775(15) Uani d . 1 . . C
  H5  .5194  .0462  .2643  .093 Uiso calc R 1 . . H
  C7  .3387(3)  .0418(4)  .2678(3)  .0563(12) Uani d . 1 . . C
  H7  .2938  .0240  .2945  .068 Uiso calc R 1 . . H
  C12  .2257(3)  -.0786(4)  .0338(3)  .0597(12) Uani d . 1 . . C
  H12  .2747  -.1011  .0755  .072 Uiso calc R 1 . . H
  C14  .1116(3)  -.0928(5)  -.0754(3)  .0635(12) Uani d . 1 . . C
  H14  .0683  -.1256  -.1222  .076 Uiso calc R 1 . . H
  C15  .1199(3)  .0298(4)  -.0415(3)  .0564(12) Uani d . 1 . . C
  C16  .0649(3)  .1441(5)  -.0698(4)  .0876(17) Uani d . 1 . . C
  H16A  .0103  .1120  -.0972  .105 Uiso calc R 1 . . H
  H16B  .0831  .1924  -.1205  .105 Uiso calc R 1 . . H
  C17  .0608(3)  .2357(5)  .0117(4)  .0801(16) Uani d . 1 . . C
  H17A  .0171  .2982  -.0099  .096 Uiso calc R 1 . . H
  H17B  .0484  .1866  .0657  .096 Uiso calc R 1 . . H
  C19  .1300(3)  .4182(5)  .1065(4)  .0786(15) Uani d . 1 . . C
  H19A  .0868  .4021  .1410  .094 Uiso calc R 1 . . H
  H19B  .1160  .4959  .0666  .094 Uiso calc R 1 . . H
  C20  .2086(3)  .4387(5)  .1773(3)  .0558(11) Uani d . 1 . . C
  C22  .3268(3)  .3919(5)  .2640(3)  .0644(13) Uani d . 1 . . C
  H22  .3746  .3471  .2909  .077 Uiso calc R 1 . . H
  C23  .3086(3)  .5149(5)  .2864(4)  .0745(14) Uani d . 1 . . C
  H23  .3414  .5700  .3313  .089 Uiso calc R 1 . . H
  C25  .1923(4)  .6710(5)  .2237(4)  .0918(18) Uani d . 1 . . C
  H25A  .2162  .7236  .2791  .138 Uiso calc R 1 . . H
  H25B  .1354  .6584  .2219  .138 Uiso calc R 1 . . H
  H25C  .1986  .7143  .1651  .138 Uiso calc R 1 . . H
  Cl1  .10205(7) 1.00686(13)  .30554(10)  .0673(4) Uani d D 1 . . Cl
  O1  .1132(12)  .9288(19)  .2316(14)  .220(17) Uani d PDU  .40(2) . . O
  O1'  .1203(7)  .9659(13)  .2187(6)  .137(5) Uani d PDU  .60(2) . . O
  O2  .0251(7) 1.0511(19)  .2978(16)  .122(8) Uani d PDU  .40(2) . . O
  O2'  .0323(6) 1.0851(12)  .2823(9)  .135(6) Uani d PDU  .60(2) . . O
  O3  .1590(11) 1.1047(14)  .325(2)  .190(13) Uani d PDU  .40(2) . . O
  O3'  .1671(4) 1.0848(11)  .3556(7)  .097(5) Uani d PDU  .60(2) . . O
  O4  .1162(16)  .923(2)  .3876(14)  .240(18) Uani d PDU  .40(2) . . O
  O4'  .0913(8)  .9065(12)  .3641(11)  .167(7) Uani d PDU  .60(2) . . O
  Cl2  .36708(7)  -.15885(11)  .52239(9)  .0608(3) Uani d D 1 . . Cl
  O5  .2913(6)  -.1158(12)  .5396(13)  .126(4) Uani d PDU  .67(3) . . O
  O5'  .2913(7)  -.0964(17)  .496(2)  .110(7) Uani d PDU  .33(3) . . O
  O6  .3539(9)  -.2112(17)  .4312(7)  .124(4) Uani d PDU  .67(3) . . O
  O6'  .3663(11)  -.262(2)  .4547(17)  .115(8) Uani d PDU  .33(3) . . O
  O7  .3999(10)  -.2480(13)  .5925(12)  .180(6) Uani d PDU  .67(3) . . O
  O7'  .3748(16)  -.216(3)  .6139(9)  .127(9) Uani d PDU  .33(3) . . O
  O8  .4169(7)  -.0422(11)  .5250(10)  .068(3) Uani d PDU  .67(3) . . O
  O8'  .4351(10)  -.082(2)  .5159(17)  .051(5) Uani d PDU  .33(3) . . O
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  .0385(3)  .0515(3)  .0470(3)  .0041(2)  .0036(2)  .0011(3)
  N1  .057(2)  .063(2)  .051(2)  -.0037(19)  .0105(17)  .0072(19)
  N6  .070(3)  .088(3)  .039(2)  .024(2)  .005(2)  .015(2)
  N8  .0404(19)  .058(2)  .044(2)  .0043(16)  .0036(15)  .0069(18)
  N11  .044(2)  .049(2)  .054(2)  -.0012(17)  .0015(17)  .0020(17)
  N13  .073(3)  .052(2)  .072(3)  -.005(2)  .021(2)  -.007(2)
  N18  .046(2)  .064(2)  .066(2)  .0134(18)  .0003(18)  -.007(2)
  N21  .058(2)  .053(2)  .047(2)  .0009(19)  .0066(18)  -.0004(17)
  N24  .090(3)  .054(2)  .051(2)  .003(2)  .029(2)  -.003(2)
  C2  .064(4)  .170(6)  .091(4)  .018(4)  .035(3)  .056(4)
  C3  .058(6)  .069(7)  .072(7)  .005(5)  .029(5)  -.001(6)
  C3'  .039(5)  .105(11)  .063(8)  -.009(6)  .007(5)  .013(7)
  C4  .048(3)  .128(5)  .070(3)  .013(3)  .017(3)  .044(3)
  C5  .045(3)  .106(4)  .076(4)  .013(3)  .002(3)  .022(3)
  C7  .054(3)  .061(3)  .055(3)  .011(2)  .014(2)  .013(2)
  C12  .057(3)  .056(3)  .064(3)  .001(3)  .008(2)  -.001(3)
  C14  .051(3)  .068(3)  .068(3)  -.010(3)  .005(2)  -.004(3)
  C15  .049(3)  .054(3)  .061(3)  -.006(2)  .001(2)  -.001(2)
  C16  .061(3)  .078(4)  .101(4)  .000(3)  -.031(3)  -.003(3)
  C17  .039(3)  .080(4)  .113(4)  .009(3)  -.002(3)  -.005(3)
  C19  .074(3)  .084(4)  .075(3)  .025(3)  .010(3)  -.014(3)
  C20  .066(3)  .060(3)  .044(3)  .003(3)  .017(2)  -.002(2)
  C22  .074(3)  .065(3)  .048(3)  -.001(3)  .001(2)  -.009(2)
  C23  .086(4)  .077(4)  .059(3)  -.018(3)  .012(3)  -.014(3)
  C25  .145(5)  .063(4)  .078(4)  .019(3)  .046(4)  -.006(3)
  Cl1  .0565(8)  .0676(9)  .0719(9)  .0094(7)  .0008(6)  -.0098(7)
  O1  .18(2)  .152(16)  .31(3)  .082(14)  .003(18)  -.16(2)
  O1'  .119(9)  .245(14)  .054(6)  -.044(9)  .032(5)  -.055(6)
  O2  .034(7)  .090(11)  .26(2)  .005(6)  .068(10)  .002(11)
  O2'  .103(9)  .087(7)  .174(10)  .033(6)  -.060(8)  -.019(6)
  O3  .18(2)  .072(10)  .36(3)  -.060(11)  .14(2)  -.025(14)
  O3'  .033(4)  .163(12)  .086(6)  .001(5)  -.007(4)  -.073(6)
  O4  .33(3)  .20(3)  .159(18)  .14(3)  -.026(19)  .082(17)
  O4'  .137(8)  .162(13)  .215(16)  -.009(9)  .065(8)  .100(12)
  Cl2  .0596(8)  .0633(8)  .0572(8)  -.0139(6)  .0076(6)  .0006(6)
  O5  .141(9)  .101(7)  .174(10)  -.025(6)  .117(8)  -.042(7)
  O5'  .029(7)  .124(12)  .175(17)  .008(7)  .019(8)  .064(13)
  O6  .204(10)  .085(7)  .094(6)  -.058(6)  .057(6)  -.047(5)
  O6'  .126(12)  .074(12)  .18(2)  -.040(9)  .110(14)  -.080(11)
  O7  .155(9)  .134(8)  .208(14)  -.055(7)  -.056(9)  .109(10)
  O7'  .169(19)  .166(18)  .038(9)  -.102(14)  .005(10)  .006(10)
  O8  .065(5)  .051(5)  .081(5)  -.011(4)  .003(4)  -.003(4)
  O8'  .041(7)  .046(9)  .063(8)  -.003(6)  .006(5)  .013(7)
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 N21 . 1.980(3) y
  Cu1 N11 . 1.980(3) y
  Cu1 N8 . 2.003(3) y
  Cu1 N18 . 2.082(3) y
  Cu1 N1 . 2.277(3) y
  N1 C2 . 1.427(5) ?
  N6 C5 . 1.321(6) ?
  N6 C7 . 1.330(5) ?
  N8 C7 . 1.297(5) ?
  N8 C4 . 1.371(5) ?
  N11 C12 . 1.316(5) ?
  N11 C15 . 1.386(5) ?
  N13 C12 . 1.337(5) ?
  N13 C14 . 1.368(5) ?
  N18 C19 . 1.455(5) ?
  N18 C17 . 1.468(5) ?
  N21 C20 . 1.321(5) ?
  N21 C22 . 1.368(5) ?
  N24 C20 . 1.326(5) ?
  N24 C23 . 1.366(6) ?
  N24 C25 . 1.461(6) ?
  C2 C3' . 1.377(8) ?
  C2 C3 . 1.4021 ?
  C3 C3' . 1.196(13) ?
  C3 C4 . 1.520(6) ?
  C3' C4 . 1.518(9) ?
  C4 C5 . 1.353(6) ?
  C14 C15 . 1.337(6) ?
  C15 C16 . 1.487(6) ?
  C16 C17 . 1.492(7) ?
  C19 C20 . 1.485(6) ?
  C22 C23 . 1.346(7) ?
  Cl1 O2 . 1.350(10) ?
  Cl1 O4' . 1.351(8) ?
  Cl1 O1 . 1.354(11) ?
  Cl1 O3 . 1.368(11) ?
  Cl1 O1' . 1.385(7) ?
  Cl1 O2' . 1.396(9) ?
  Cl1 O3' . 1.409(6) ?
  Cl1 O4 . 1.412(12) ?
  Cl2 O6 . 1.361(7) ?
  Cl2 O7 . 1.366(8) ?
  Cl2 O7' . 1.392(12) ?
  Cl2 O5' . 1.399(10) ?
  Cl2 O8' . 1.404(12) ?
  Cl2 O5 . 1.415(8) ?
  Cl2 O6' . 1.418(12) ?
  Cl2 O8 . 1.451(8) ?
  O5 O5' .  .64(2) ?
  O6 O6' .  .63(2) ?
  O7 O7' .  .66(2) ?
  O8 O8' .  .541(18) ?