#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013304.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_2013304
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2003
_journal_volume  59
_journal_page_first  o263
_journal_page_last  o267
_publ_section_title
;
Five (1H-pyrrol-2-yl)pyridines
;
loop_
_publ_author_name
  'Noland, Wayland E.'
  'Cole, Kevin P.'
  'Britton, Doyle'
_chemical_formula_moiety  'C9 H8 N2'
_chemical_formula_sum  'C9 H8 N2'
_chemical_formula_iupac  'C9 H8 N2'
_chemical_formula_weight  144.17
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
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  7.402(2)
_cell_length_b  11.480(3)
_cell_length_c  17.705(4)
_cell_angle_alpha  90.00
_cell_angle_beta  96.230(10)
_cell_angle_gamma  90.00
_cell_volume  1495.6(7)
_cell_formula_units_Z  8
_cell_measurement_temperature  173(2)
_exptl_crystal_density_diffrn  1.281
_diffrn_ambient_temperature  173(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 0.51651(19) 1.03326(13) 0.36614(8) 0.0342(4) Uani d . 1 . . N
  C2A 0.4940(2) 0.91726(16) 0.36095(10) 0.0339(4) Uani d . 1 . . C
  H2A 0.4105 0.8881 0.3209 0.041 Uiso calc R 1 . . H
  C3A 0.5842(2) 0.83744(15) 0.40998(10) 0.0310(4) Uani d . 1 . . C
  H3A 0.5628 0.7564 0.4029 0.037 Uiso calc R 1 . . H
  C4A 0.7073(2) 0.87705(14) 0.47014(9) 0.0269(4) Uani d . 1 . . C
  C5A 0.7320(2) 0.99727(15) 0.47522(10) 0.0313(4) Uani d . 1 . . C
  H5A 0.8152 1.0292 0.5144 0.038 Uiso calc R 1 . . H
  C6A 0.6363(2) 1.06976(16) 0.42358(10) 0.0349(5) Uani d . 1 . . C
  H6A 0.6563 1.1512 0.4289 0.042 Uiso calc R 1 . . H
  C7A 0.8068(2) 0.79937(15) 0.52473(10) 0.0284(4) Uani d . 1 . . C
  N8A 0.82073(19) 0.68110(13) 0.51256(9) 0.0320(4) Uani d . 1 . . N
  H8A 0.766(3) 0.6376(18) 0.4691(13) 0.069(7) Uiso d . 1 . . H
  C9A 0.9270(2) 0.63296(17) 0.57209(11) 0.0383(5) Uani d . 1 . . C
  H9A 0.9588 0.5529 0.5772 0.046 Uiso calc R 1 . . H
  C10A 0.9804(2) 0.71855(18) 0.62330(11) 0.0419(5) Uani d . 1 . . C
  H10A 1.0546 0.7090 0.6701 0.050 Uiso calc R 1 . . H
  C11A 0.9051(2) 0.82348(16) 0.59361(10) 0.0364(5) Uani d . 1 . . C
  H11A 0.9193 0.8979 0.6169 0.044 Uiso calc R 1 . . H
  N1B 0.66800(19) 0.52851(13) 0.39051(9) 0.0370(4) Uani d . 1 . . N
  C2B 0.5705(2) 0.43542(15) 0.40684(10) 0.0326(4) Uani d . 1 . . C
  H2B 0.5490 0.4241 0.4583 0.039 Uiso calc R 1 . . H
  C3B 0.4990(2) 0.35478(14) 0.35406(9) 0.0273(4) Uani d . 1 . . C
  H3B 0.4279 0.2918 0.3692 0.033 Uiso calc R 1 . . H
  C4B 0.5318(2) 0.36635(14) 0.27840(9) 0.0256(4) Uani d . 1 . . C
  C5B 0.6355(2) 0.46278(15) 0.26074(10) 0.0328(4) Uani d . 1 . . C
  H5B 0.6624 0.4749 0.2101 0.039 Uiso calc R 1 . . H
  C6B 0.6980(2) 0.53971(16) 0.31713(11) 0.0379(5) Uani d . 1 . . C
  H6B 0.7666 0.6049 0.3035 0.045 Uiso calc R 1 . . H
  C7B 0.4594(2) 0.28416(15) 0.21977(9) 0.0270(4) Uani d . 1 . . C
  N8B 0.38293(19) 0.17978(13) 0.23726(9) 0.0315(4) Uani d . 1 . . N
  H8B 0.402(3) 0.1393(17) 0.2827(12) 0.064(7) Uiso d . 1 . . H
  C9B 0.3209(2) 0.12374(17) 0.17161(11) 0.0381(5) Uani d . 1 . . C
  H9B 0.2644 0.0493 0.1680 0.046 Uiso calc R 1 . . H
  C10B 0.3541(2) 0.19336(17) 0.11157(11) 0.0401(5) Uani d . 1 . . C
  H10B 0.3230 0.1767 0.0592 0.048 Uiso calc R 1 . . H
  C11B 0.4425(2) 0.29391(16) 0.14198(10) 0.0345(5) Uani d . 1 . . C
  H11B 0.4834 0.3573 0.1138 0.041 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
  N1A 0.0338(8) 0.0355(10) 0.0341(9) 0.0028(7) 0.0068(7) 0.0054(7)
  C2A 0.0327(10) 0.0365(11) 0.0323(11) -0.0014(8) 0.0020(8) -0.0013(8)
  C3A 0.0330(9) 0.0274(10) 0.0325(10) -0.0021(8) 0.0029(8) 0.0000(8)
  C4A 0.0270(8) 0.0255(9) 0.0291(10) -0.0013(7) 0.0073(7) 0.0009(7)
  C5A 0.0337(9) 0.0273(10) 0.0325(10) -0.0017(8) 0.0019(8) -0.0015(8)
  C6A 0.0359(10) 0.0286(11) 0.0411(12) -0.0009(8) 0.0076(9) 0.0008(9)
  C7A 0.0271(9) 0.0265(10) 0.0318(10) -0.0024(7) 0.0043(8) 0.0016(8)
  N8A 0.0342(8) 0.0254(8) 0.0366(10) 0.0007(7) 0.0053(7) 0.0025(7)
  C9A 0.0376(10) 0.0336(11) 0.0445(12) 0.0052(9) 0.0085(9) 0.0107(9)
  C10A 0.0355(10) 0.0480(13) 0.0404(12) -0.0012(9) -0.0050(9) 0.0142(10)
  C11A 0.0356(10) 0.0341(11) 0.0387(11) -0.0057(8) 0.0002(8) 0.0003(9)
  N1B 0.0357(8) 0.0275(9) 0.0466(10) 0.0004(7) -0.0002(7) -0.0040(7)
  C2B 0.0350(10) 0.0306(11) 0.0319(10) 0.0050(8) 0.0027(8) -0.0014(8)
  C3B 0.0285(9) 0.0228(9) 0.0308(10) 0.0012(7) 0.0047(7) 0.0016(7)
  C4B 0.0234(8) 0.0230(9) 0.0300(10) 0.0062(7) 0.0010(7) 0.0013(7)
  C5B 0.0332(9) 0.0300(10) 0.0356(11) 0.0002(8) 0.0054(8) 0.0040(8)
  C6B 0.0352(10) 0.0267(11) 0.0518(13) -0.0054(8) 0.0054(9) 0.0041(9)
  C7B 0.0261(9) 0.0271(10) 0.0281(10) 0.0029(7) 0.0048(7) 0.0015(8)
  N8B 0.0371(8) 0.0295(9) 0.0276(9) -0.0038(7) 0.0027(7) -0.0024(7)
  C9B 0.0383(10) 0.0383(12) 0.0369(11) -0.0032(9) 0.0001(9) -0.0117(9)
  C10B 0.0381(10) 0.0508(13) 0.0299(11) 0.0086(9) -0.0033(8) -0.0068(10)
  C11B 0.0354(10) 0.0384(11) 0.0299(11) 0.0065(8) 0.0047(8) 0.0031(8)
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 C6A . 1.342(2) ?
  N1A C2A . 1.344(2) ?
  C2A C3A . 1.383(2) ?
  C2A H2A . 0.9500 ?
  C3A C4A . 1.400(2) ?
  C3A H3A . 0.9500 ?
  C4A C5A . 1.394(2) ?
  C4A C7A . 1.455(2) ?
  C5A C6A . 1.375(2) ?
  C5A H5A . 0.9500 ?
  C6A H6A . 0.9500 ?
  C7A C11A . 1.379(2) ?
  C7A N8A . 1.380(2) ?
  N8A C9A . 1.362(2) ?
  N8A H8A . 0.97(2) ?
  C9A C10A . 1.366(3) ?
  C9A H9A . 0.9500 ?
  C10A C11A . 1.405(2) ?
  C10A H10A . 0.9500 ?
  C11A H11A . 0.9500 ?
  N1B C2B . 1.339(2) ?
  N1B C6B . 1.348(2) ?
  C2B C3B . 1.379(2) ?
  C2B H2B . 0.9500 ?
  C3B C4B . 1.393(2) ?
  C3B H3B . 0.9500 ?
  C4B C5B . 1.402(2) ?
  C4B C7B . 1.461(2) ?
  C5B C6B . 1.375(2) ?
  C5B H5B . 0.9500 ?
  C6B H6B . 0.9500 ?
  C7B C11B . 1.374(2) ?
  C7B N8B . 1.375(2) ?
  N8B C9B . 1.364(2) ?
  N8B H8B . 0.93(2) ?
  C9B C10B . 1.373(3) ?
  C9B H9B . 0.9500 ?
  C10B C11B . 1.405(2) ?
  C10B H10B . 0.9500 ?
  C11B H11B . 0.9500 ?