#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2011770.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_2011770
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  192
_journal_page_last  194
_publ_section_title
;
N,N'-(1,2-phenylene)bis(pyridine-2-carboxamide) and
N,N'-(1,2-cyclohexanediyl)bis(pyridine-2-carboxamide)
;
loop_
_publ_author_name
  'Lin, Jun'
  'Zhang, Jun-Yong'
  'Xu, Yan'
  'Ke, Xiao-Kang'
  'Guo, Zijian'
_chemical_formula_moiety  'C18 H20 N4 O2 , 0.5C7 H8'
_chemical_formula_sum  'C21.5 H24 N4 O2'
_chemical_formula_weight  370.45
_symmetry_cell_setting  'Triclinic'
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.899(2)
_cell_length_b  10.492(2)
_cell_length_c  10.795(2)
_cell_angle_alpha  88.52(3)
_cell_angle_beta  64.39(3)
_cell_angle_gamma  89.70(3)
_cell_volume  1010.7(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.217
_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
  C1  .6317(2)  .1930(2)  .5341(2)  .0804(6) Uani d . 1 . . C
  H1A  .7265  .2096  .5284  .096 Uiso calc R 1 . . H
  C2  .6149(2)  .1927(2)  .4146(2)  .0865(7) Uani d . 1 . . C
  H2A  .6967  .2067  .3301  .104 Uiso calc R 1 . . H
  C3  .4756(2)  .1714(3)  .4223(2)  .0929(7) Uani d . 1 . . C
  H3A  .4606  .1708  .3430  .111 Uiso calc R 1 . . H
  C4  .3578(2)  .1509(2)  .5493(2)  .0768(6) Uani d . 1 . . C
  H4A  .2615  .1378  .5573  .092 Uiso calc R 1 . . H
  C5  .38430(10)
  .14990(10)
  .66400(10)
  .0514(4) Uani d . 1 . . C
  C6  .25690(10)
  .12590(10)
  .80400(10)
  .0502(4) Uani d . 1 . . C
  C7  .18550(10)
  .10240(10)
  1.05070(10)
  .0462(3) Uani d . 1 . . C
  H7A  .0884  .0808 1.0525  .055 Uiso calc R 1 . . H
  C8  .1686(2)  .2269(2) 1.1246(2)  .0614(4) Uani d . 1 . . C
  H8A  .2661  .2550 1.1143  .074 Uiso calc R 1 . . H
  H8B  .1302  .2916 1.0826  .074 Uiso calc R 1 . . H
  C9  .0642(2)  .2129(2) 1.2753(2)  .0762(6) Uani d . 1 . . C
  H9A  .0570  .2934 1.3198  .091 Uiso calc R 1 . . H
  H9B  -.0351  .1892 1.2865  .091 Uiso calc R 1 . . H
  C10  .1228(2)  .1118(2) 1.3408(2)  .0783(6) Uani d . 1 . . C
  H10A  .0563  .1036 1.4380  .094 Uiso calc R 1 . . H
  H10B  .2209  .1372 1.3316  .094 Uiso calc R 1 . . H
  C11  .1345(2)  -.0170(2) 1.27340(10)
  .0643(4) Uani d . 1 . . C
  H11A  .1769  -.0791 1.3144  .077 Uiso calc R 1 . . H
  H11B  .0350  -.0463 1.2906  .077 Uiso calc R 1 . . H
  C12  .23180(10)
  -.00790(10)
  1.11890(10)
  .0474(3) Uani d . 1 . . C
  H12A  .3357  .0066 1.1033  .057 Uiso calc R 1 . . H
  C13  .33710(10)
  -.2087(2) 1.00520(10)
  .0514(4) Uani d . 1 . . C
  C14  .3090(2)  -.32450(10)
  .93990(10)
  .0510(4) Uani d . 1 . . C
  C15  .4148(2)  -.4191(2)  .8960(2)  .0722(5) Uani d . 1 . . C
  H15A  .5031  -.4119  .9060  .087 Uiso calc R 1 . . H
  C16  .3872(2)  -.5250(2)  .8366(2)  .0859(6) Uani d . 1 . . C
  H16A  .4563  -.5909  .8069  .103 Uiso calc R 1 . . H
  C17  .2575(2)  -.5313(2)  .8222(2)  .0792(6) Uani d . 1 . . C
  H17A  .2366  -.6013  .7822  .095 Uiso calc R 1 . . H
  C18  .1585(2)  -.4327(2)  .8676(2)  .0733(5) Uani d . 1 . . C
  H18A  .0707  -.4374  .8564  .088 Uiso calc R 1 . . H
  N1  .22550(10)
  -.12650(10)
  1.05450(10)
  .0525(3) Uani d . 1 . . N
  H1B  .1440  -.1443 1.0481  .063 Uiso calc R 1 . . H
  N2  .29410(10)
  .11810(10)
  .90760(10)
  .0486(3) Uani d . 1 . . N
  H2B  .3875  .1226  .8896  .058 Uiso calc R 1 . . H
  N3  .51970(10)
  .17080(10)
  .65840(10)
  .0640(4) Uani d . 1 . . N
  N4  .18080(10)
  -.33020(10)
  .92720(10)
  .0607(4) Uani d . 1 . . N
  O1  .45770(10)
  -.19520(10)
  1.01050(10)
  .0872(4) Uani d . 1 . . O
  O2  .12750(10)
  .1167(2)  .81610(10)
  .0838(4) Uani d . 1 . . O
  C19  .0952(3)  -.5506(3) 1.5290(3)  .1410(10)
  Uani d D 1 . 1 C
  C20  .1656(5)  -.4203(4) 1.3235(4)  .190(2) Uani d D 1 . 1 C
  C21  .1998(7)  -.4994(6) 1.4153(6)  .152(3) Uani d PD  .50 . 1 C
  C22  -.0553(5)  -.5336(4) 1.5667(5)  .111(2) Uani d PDU  .50 . 1 C
  C23  .0158(6)  -.3901(6) 1.3510(6)  .127(2) Uani d PD  .50 . 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
  C1  .0531(8)  .122(2)  .0588(9)  -.0183(9)  -.0174(7)  .0099(9)
  C2  .0641(9)  .131(2)  .0513(9)  -.0140(10)
  -.0136(8)  .0180(10)
  C3  .0760(10)
  .154(2)  .0521(8)  -.0120(10)
  -.0317(7)  .0140(10)
  C4  .0575(8)  .123(2)  .0535(8)  -.0112(9)  -.0273(6)  .0087(9)
  C5  .0486(6)  .0579(8)  .0475(6)  -.0027(6)  -.0205(5)  -.0015(6)
  C6  .0444(6)  .0584(8)  .0495(7)  -.0040(6)  -.0216(5)  -.0040(6)
  C7  .0343(5)  .0610(8)  .0427(6)  .0003(5)  -.0160(5)  -.0039(6)
  C8  .0568(7)  .0574(9)  .0610(8)  .0074(7)  -.0168(6)  -.0083(7)
  C9  .0687(9)  .0850(10)
  .0610(9)  .0037(9)  -.0139(8)  -.0223(8)
  C10  .0800(9)  .1080(10)
  .0448(7)  -.0210(10)
  -.0245(7)  -.0128(8)
  C11  .0690(8)  .0820(10)
  .0475(7)  -.0127(8)  -.0303(6)  .0061(7)
  C12  .0412(5)  .0557(8)  .0493(6)  -.0036(6)  -.0232(5)  -.0031(6)
  C13  .0417(6)  .0596(8)  .0524(7)  -.0020(6)  -.0198(5)  .0010(6)
  C14  .0487(6)  .0518(8)  .0490(7)  -.0022(6)  -.0181(5)  .0055(6)
  C15  .0611(8)  .0630(10)
  .0960(10)
  .0067(7)  -.0375(7)  -.0065(8)
  C16  .0820(10)
  .0580(10)
  .1170(10)
  .0158(8)  -.0410(10)
  -.0170(9)
  C17  .0910(10)
  .0543(9)  .1010(10)
  .0019(8)  -.0489(9)  -.0126(8)
  C18  .0756(8)  .0600(10)
  .0980(10)
  -.0003(8)  -.0499(8)  -.0095(8)
  N1  .0441(5)  .0564(7)  .0628(6)  -.0033(5)  -.0283(4)  -.0040(5)
  N2  .0352(5)  .0642(7)  .0449(5)  -.0019(5)  -.0158(4)  -.0008(5)
  N3  .0503(6)  .0889(9)  .0497(6)  -.0099(6)  -.0187(5)  .0008(6)
  N4  .0577(6)  .0562(7)  .0740(7)  .0003(5)  -.0336(5)  -.0070(6)
  O1  .0525(5)  .0950(9)  .1252(9)  .0130(6)  -.0472(5)  -.0385(7)
  O2  .0470(5)  .1580(10)
  .0567(6)  -.0147(6)  -.0262(4)  .0002(7)
  C19  .159(2)  .129(2)  .151(2)  .017(2)  -.080(2)  -.065(2)
  C20  .239(4)  .152(3)  .167(3)  -.036(3)  -.077(3)  .001(3)
  C21  .146(5)  .152(5)  .138(5)  -.036(4)  -.041(4)  -.024(4)
  C22  .141(3)  .085(2)  .068(2)  -.031(3)  -.007(2)  -.028(2)
  C23  .152(4)  .108(4)  .115(4)  -.034(3)  -.053(3)  -.011(3)
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
  C1 N3 . 1.336(2) yes
  C1 C2 . 1.370(3) ?
  C2 C3 . 1.365(3) ?
  C3 C4 . 1.376(2) ?
  C4 C5 . 1.371(2) ?
  C5 N3 . 1.335(2) yes
  C5 C6 . 1.508(2) ?
  C6 O2 . 1.233(2) yes
  C6 N2 . 1.321(2) yes
  C7 N2 . 1.457(2) yes
  C7 C8 . 1.518(2) ?
  C7 C12 . 1.528(2) ?
  C8 C9 . 1.508(2) ?
  C9 C10 . 1.507(3) ?
  C10 C11 . 1.531(3) ?
  C11 C12 . 1.524(2) ?
  C12 N1 . 1.455(2) yes
  C13 O1 . 1.229(2) yes
  C13 N1 . 1.325(2) yes
  C13 C14 . 1.506(2) ?
  C14 N4 . 1.335(2) yes
  C14 C15 . 1.375(2) ?
  C15 C16 . 1.383(3) ?
  C16 C17 . 1.361(3) ?
  C17 C18 . 1.368(3) ?
  C18 N4 . 1.335(2) yes
  C19 C21 . 1.319(5) ?
  C19 C22 . 1.376(5) ?
  C19 C23 2_548 1.417(6) ?
  C19 C22 2_548 1.519(7) ?
  C20 C22 2_548 1.299(5) ?
  C20 C23 . 1.417(6) ?
  C20 C21 . 1.425(7) ?
  C21 C22 2_548 1.401(8) ?
  C22 C20 2_548 1.299(5) ?
  C22 C23 2_548 1.358(8) ?
  C22 C21 2_548 1.401(8) ?
  C22 C19 2_548 1.519(7) ?
  C22 C22 2_548 1.538(9) ?
  C23 C22 2_548 1.358(8) ?
  C23 C19 2_548 1.417(6) ?