#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011953.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_2011953
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  553
_journal_page_last  555
_publ_section_title
;
(Nicotinato-O,O')(C-rac-5,5,7,12,12,14-hexamethyl-1,4,8,11-
tetraazacyclotetradecane-N,N',N'',N''')nickel(II) perchlorate
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Basiuk, Elena V.'
  'Basiuk, Vladimir A.'
  "Hern\'andez-Ortega, Sim\'on"
  "Mart\'inez-Garc\'ia, Marcos"
  "Saniger-Blesa, Jos\'e-Manuel"
_chemical_name_common  '[Ni(rac-Me6[14]aneN4)(nicotinato)]ClO4'
_chemical_formula_moiety  'C22 H40 N5 Ni O2 + , Cl O4 -'
_chemical_formula_sum  'C22 H40 Cl N5 Ni O6'
_chemical_formula_iupac  '[Ni(C16 H36 N4)(C6 H4 N O2)], (Cl O4)'
_chemical_formula_weight  564.75
_symmetry_cell_setting  monoclinic
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  10.474(2)
_cell_length_b  13.221(2)
_cell_length_c  20.288(3)
_cell_angle_alpha  90
_cell_angle_beta  91.330(10)
_cell_angle_gamma  90
_cell_volume  2808.7(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.336
_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
  Ni1  .21203(5)  .13469(4)  .15470(2)  .04081(14) Uani d . 1 . . Ni
  Cl1  -.13188(12)  .09815(10)  .31852(6)  .0676(3) Uani d . 1 . . Cl
  O1  -.2059(5)  .0300(4)  .3533(3)  .1272(18) Uani d . 1 . . O
  O2  -.2099(5)  .1608(4)  .2779(3)  .144(2) Uani d . 1 . . O
  O3  -.0746(6)  .1727(5)  .3596(3)  .171(3) Uani d . 1 . . O
  O4  -.0379(6)  .0523(3)  .2846(3)  .157(3) Uani d . 1 . . O
  O5  .3763(3)  .2229(2)  .12833(14)  .0574(8) Uani d . 1 . . O
  O6  .2942(3)  .1101(2)  .05975(13)  .0540(7) Uani d . 1 . . O
  N1  .1043(3)  .2693(3)  .13465(17)  .0511(9) Uani d . 1 . . N
  H1  .166(4)  .312(3)  .126(2)  .061 Uiso d . 1 . . H
  C2  .0618(4)  .3008(3)  .2013(2)  .0599(12) Uani d . 1 . . C
  H2A  -.0111  .2605  .2139  .072 Uiso calc R 1 . . H
  H2B  .0358  .3713  .2003  .072 Uiso calc R 1 . . H
  C3  .1687(4)  .2869(3)  .2506(2)  .0606(12) Uani d . 1 . . C
  H3A  .2419  .3267  .2379  .073 Uiso calc R 1 . . H
  H3B  .1424  .3098  .2937  .073 Uiso calc R 1 . . H
  N4  .2034(3)  .1797(3)  .25361(16)  .0489(8) Uani d . 1 . . N
  H4  .146(4)  .141(4)  .268(2)  .059 Uiso d . 1 . . H
  C5  .3197(4)  .1599(4)  .2958(2)  .0642(13) Uani d . 1 . . C
  H5  .3927  .1943  .2763  .077 Uiso calc R 1 . . H
  C6  .3483(5)  .0471(4)  .2997(2)  .0688(13) Uani d . 1 . . C
  H6A  .2707  .0133  .3128  .083 Uiso calc R 1 . . H
  H6B  .4109  .0372  .3351  .083 Uiso calc R 1 . . H
  C7  .3974(4)  -.0084(4)  .2386(2)  .0660(13) Uani d . 1 . . C
  N8  .2991(3)  -.0043(3)  .18354(18)  .0503(9) Uani d . 1 . . N
  H8  .333(4)  -.027(4)  .155(2)  .060 Uiso d . 1 . . H
  C9  .1894(4)  -.0739(3)  .1914(2)  .0596(12) Uani d . 1 . . C
  H9A  .1506  -.0623  .2337  .072 Uiso calc R 1 . . H
  H9B  .2188  -.1435  .1902  .072 Uiso calc R 1 . . H
  C10  .0931(4)  -.0564(3)  .1372(2)  .0576(11) Uani d . 1 . . C
  H10A  .1320  -.0678  .0949  .069 Uiso calc R 1 . . H
  H10B  .0228  -.1035  .1414  .069 Uiso calc R 1 . . H
  N11  .0449(3)  .0488(3)  .14071(17)  .0459(8) Uani d . 1 . . N
  H11  .001(4)  .053(3)  .176(2)  .055 Uiso d . 1 . . H
  C12  -.0431(4)  .0768(4)  .0851(2)  .0559(11) Uani d . 1 . . C
  H12  .0039  .0706  .0441  .067 Uiso calc R 1 . . H
  C13  -.0894(4)  .1848(4)  .0905(3)  .0652(13) Uani d . 1 . . C
  H13A  -.1260  .1925  .1337  .078 Uiso calc R 1 . . H
  H13B  -.1585  .1935  .0583  .078 Uiso calc R 1 . . H
  C14  .0039(5)  .2726(4)  .0813(2)  .0639(12) Uani d . 1 . . C
  C15  .3025(7)  .2001(5)  .3654(3)  .107(2) Uani d . 1 . . C
  H15A  .3741  .1802  .3928  .129 Uiso calc R 1 . . H
  H15B  .2255  .1729  .3831  .129 Uiso calc R 1 . . H
  H15C  .2971  .2726  .3642  .129 Uiso calc R 1 . . H
  C16  .5176(4)  .0410(5)  .2132(3)  .0878(18) Uani d . 1 . . C
  H16A  .4981  .1084  .1984  .105 Uiso calc R 1 . . H
  H16B  .5494  .0021  .1771  .105 Uiso calc R 1 . . H
  H16C  .5812  .0437  .2480  .105 Uiso calc R 1 . . H
  C17  .4284(6)  -.1187(5)  .2581(3)  .0956(19) Uani d . 1 . . C
  H17A  .4450  -.1573  .2191  .115 Uiso calc R 1 . . H
  H17B  .3570  -.1475  .2802  .115 Uiso calc R 1 . . H
  H17C  .5023  -.1199  .2869  .115 Uiso calc R 1 . . H
  C18  -.1597(5)  .0064(4)  .0801(3)  .0817(16) Uani d . 1 . . C
  H18A  -.1316  -.0618  .0732  .098 Uiso calc R 1 . . H
  H18B  -.2139  .0270  .0438  .098 Uiso calc R 1 . . H
  H18C  -.2063  .0100  .1202  .098 Uiso calc R 1 . . H
  C19  .0692(6)  .2662(5)  .0156(2)  .0842(16) Uani d . 1 . . C
  H19A  .1237  .3239  .0104  .101 Uiso calc R 1 . . H
  H19B  .0058  .2652  -.0194  .101 Uiso calc R 1 . . H
  H19C  .1193  .2055  .0140  .101 Uiso calc R 1 . . H
  C20  -.0720(6)  .3724(5)  .0831(3)  .0996(19) Uani d . 1 . . C
  H20A  -.0138  .4284  .0861  .120 Uiso calc R 1 . . H
  H20B  -.1260  .3725  .1207  .120 Uiso calc R 1 . . H
  H20C  -.1237  .3785  .0436  .120 Uiso calc R 1 . . H
  N21  .5854(4)  .1555(4)  -.0727(2)  .0855(14) Uani d . 1 . . N
  C22  .4987(4)  .1375(4)  -.0266(2)  .0636(12) Uani d . 1 . . C
  H22  .4534  .0771  -.0287  .076 Uiso calc R 1 . . H
  C23  .4732(4)  .2041(3)  .0238(2)  .0497(10) Uani d . 1 . . C
  C24  .5387(4)  .2940(4)  .0266(2)  .0664(13) Uani d . 1 . . C
  H24  .5252  .3397  .0605  .080 Uiso calc R 1 . . H
  C25  .6252(5)  .3154(5)  -.0221(3)  .0866(17) Uani d . 1 . . C
  H25  .6691  .3766  -.0225  .104 Uiso calc R 1 . . H
  C26  .6439(6)  .2441(6)  -.0691(3)  .0943(19) Uani d . 1 . . C
  H26  .7026  .2588  -.1014  .113 Uiso calc R 1 . . H
  C27  .3758(4)  .1772(3)  .07360(19)  .0482(10) Uani d . 1 . . C
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
  Ni1  .0394(2)  .0461(3)  .0374(2)  -.0069(2)  .00885(17)  -.0055(3)
  Cl1  .0691(7)  .0683(8)  .0662(7)  .0022(6)  .0193(6)  -.0044(6)
  O1  .111(3)  .133(4)  .141(4)  .002(3)  .074(3)  .043(3)
  O2  .133(4)  .122(4)  .175(5)  .004(3)  -.035(4)  .037(4)
  O3  .140(5)  .193(6)  .179(6)  -.003(4)  -.024(4)  -.099(5)
  O4  .218(6)  .063(3)  .197(5)  .018(3)  .156(5)  .012(3)
  O5  .0530(16)  .071(2)  .0488(17)  -.0168(15)  .0118(13)  -.0109(15)
  O6  .0561(16)  .061(2)  .0456(15)  -.0154(14)  .0128(13)  -.0033(13)
  N1  .053(2)  .051(2)  .049(2)  -.0046(17)  .0021(16)  -.0006(17)
  C2  .070(3)  .046(3)  .065(3)  .005(2)  .011(2)  -.013(2)
  C3  .073(3)  .058(3)  .051(3)  -.010(2)  .009(2)  -.019(2)
  N4  .0502(19)  .052(2)  .0447(19)  -.0105(16)  .0066(15)  -.0063(16)
  C5  .062(3)  .076(4)  .055(3)  -.009(2)  -.006(2)  -.012(2)
  C6  .066(3)  .092(4)  .048(3)  .003(3)  -.005(2)  .004(3)
  C7  .050(2)  .085(4)  .063(3)  .012(2)  .002(2)  .006(3)
  N8  .0428(18)  .057(2)  .051(2)  .0016(16)  .0115(16)  -.0043(17)
  C9  .059(3)  .051(3)  .070(3)  -.002(2)  .019(2)  .003(2)
  C10  .060(3)  .046(3)  .068(3)  -.011(2)  .009(2)  -.008(2)
  N11  .0425(18)  .054(2)  .0422(19)  -.0081(15)  .0098(15)  -.0095(16)
  C12  .050(2)  .066(3)  .052(2)  -.009(2)  .003(2)  -.015(2)
  C13  .050(2)  .077(3)  .068(3)  .007(2)  -.008(2)  -.007(3)
  C14  .071(3)  .056(3)  .064(3)  .010(2)  -.013(2)  .000(2)
  C15  .128(5)  .125(6)  .067(4)  .024(4)  -.033(4)  -.034(4)
  C16  .045(3)  .131(5)  .087(4)  .006(3)  .000(2)  -.004(4)
  C17  .096(4)  .098(5)  .093(4)  .042(4)  -.005(3)  .010(4)
  C18  .061(3)  .096(4)  .087(4)  -.023(3)  -.012(3)  -.019(3)
  C19  .110(4)  .089(4)  .053(3)  -.007(3)  -.009(3)  .017(3)
  C20  .103(4)  .083(4)  .112(5)  .017(4)  -.026(4)  -.005(4)
  N21  .092(3)  .087(4)  .080(3)  .006(3)  .047(2)  .006(3)
  C22  .070(3)  .067(3)  .055(2)  .004(3)  .026(2)  .013(3)
  C23  .044(2)  .063(3)  .043(2)  -.008(2)  .0065(17)  .004(2)
  C24  .060(3)  .084(4)  .056(3)  -.021(3)  .007(2)  -.002(2)
  C25  .067(3)  .104(5)  .089(4)  -.034(3)  .016(3)  .018(4)
  C26  .084(4)  .119(5)  .081(4)  -.008(4)  .043(3)  .016(4)
  C27  .041(2)  .063(3)  .041(2)  -.008(2)  .0102(17)  .004(2)
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
  Ni1 N4 . 2.097(3) yes
  Ni1 N11 . 2.101(3) yes
  Ni1 N8 . 2.127(4) yes
  Ni1 N1 . 2.141(4) yes
  Ni1 O6 . 2.153(3) yes
  Ni1 O5 . 2.156(3) yes
  Ni1 C27 . 2.469(3) ?
  Cl1 O4 . 1.358(4) ?
  Cl1 O1 . 1.391(4) ?
  Cl1 O2 . 1.415(5) ?
  Cl1 O3 . 1.416(5) ?
  O5 C27 . 1.264(5) n
  O6 C27 . 1.259(5) n
  N1 C14 . 1.492(6) n
  N1 C2 . 1.493(5) n
  N1 H1 .  .87(4) ?
  C2 C3 . 1.496(6) ?
  C2 H2A .  .9700 ?
  C2 H2B .  .9700 ?
  C3 N4 . 1.464(6) ?
  C3 H3A .  .9700 ?
  C3 H3B .  .9700 ?
  N4 C5 . 1.495(6) ?
  N4 H4 .  .84(4) ?
  C5 C6 . 1.523(7) ?
  C5 C15 . 1.525(7) ?
  C5 H5 .  .9800 ?
  C6 C7 . 1.539(7) ?
  C6 H6A .  .9700 ?
  C6 H6B .  .9700 ?
  C7 N8 . 1.502(6) n
  C7 C16 . 1.519(7) ?
  C7 C17 . 1.544(8) ?
  N8 C9 . 1.484(5) n
  N8 H8 .  .75(4) ?
  C9 C10 . 1.492(6) ?
  C9 H9A .  .9700 ?
  C9 H9B .  .9700 ?
  C10 N11 . 1.482(6) n
  C10 H10A .  .9700 ?
  C10 H10B .  .9700 ?
  N11 C12 . 1.488(6) n
  N11 H11 .  .86(4) ?
  C12 C13 . 1.513(6) ?
  C12 C18 . 1.537(6) ?
  C12 H12 .  .9800 ?
  C13 C14 . 1.531(7) ?
  C13 H13A .  .9700 ?
  C13 H13B .  .9700 ?
  C14 C19 . 1.516(7) ?
  C14 C20 . 1.541(7) ?
  C15 H15A .  .9600 ?
  C15 H15B .  .9600 ?
  C15 H15C .  .9600 ?
  C16 H16A .  .9600 ?
  C16 H16B .  .9600 ?
  C16 H16C .  .9600 ?
  C17 H17A .  .9600 ?
  C17 H17B .  .9600 ?
  C17 H17C .  .9600 ?
  C18 H18A .  .9600 ?
  C18 H18B .  .9600 ?
  C18 H18C .  .9600 ?
  C19 H19A .  .9600 ?
  C19 H19B .  .9600 ?
  C19 H19C .  .9600 ?
  C20 H20A .  .9600 ?
  C20 H20B .  .9600 ?
  C20 H20C .  .9600 ?
  N21 C26 . 1.323(8) ?
  N21 C22 . 1.340(5) ?
  C22 C23 . 1.379(6) ?
  C22 H22 .  .9300 ?
  C23 C24 . 1.373(6) ?
  C23 C27 . 1.496(5) ?
  C24 C25 . 1.385(7) ?
  C24 H24 .  .9300 ?
  C25 C26 . 1.358(8) ?
  C25 H25 .  .9300 ?
  C26 H26 .  .9300 ?