#------------------------------------------------------------------------------
#$Date: 2008-01-26 14:05:32 +0100 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012699.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_2012699
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o298
_journal_page_last  o300
_publ_section_title
;
C---H...\p and \p--\p interactions in the supramolecular structure of
3-methyl-1,4-diphenyl-1H-pyrazolo[3,4-b]pyridine
;
loop_
_publ_author_name
  'Low, John N.'
  'Cobo, Justo'
  'Nogueras, Manuel'
  'S\'anchez, Adolfo'
  'Torres, Harlen'
  'Insuasty, Braulio'
_chemical_formula_moiety  'C19 H15 N3'
_chemical_formula_sum  'C19 H15 N3'
_chemical_formula_iupac  'C19 H15 N3'
_chemical_formula_weight  285.34
_chemical_melting_point  408
_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  8.1392(4)
_cell_length_b  8.4351(4)
_cell_length_c  11.3852(6)
_cell_angle_alpha  77.951(3)
_cell_angle_beta  81.192(2)
_cell_angle_gamma  70.681(2)
_cell_volume  718.39(6)
_cell_formula_units_Z  2
_cell_measurement_temperature  120.0(10)
_exptl_crystal_density_diffrn  1.319
_diffrn_ambient_temperature  120.0(10)
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
  N1 0.2099(2) 0.7124(2) 0.36276(14) 0.0209(4) Uani d . 1 . . N
  C11 0.1372(2) 0.7024(2) 0.26026(17) 0.0206(5) Uani d . 1 . . C
  C12 0.1878(3) 0.7803(3) 0.1474(2) 0.0251(5) Uani d . 1 . . C
  C13 0.1172(3) 0.7719(3) 0.0469(2) 0.0275(5) Uani d . 1 . . C
  C14 -0.0047(3) 0.6870(3) 0.0593(2) 0.0278(5) Uani d . 1 . . C
  C15 -0.0542(3) 0.6081(3) 0.1722(2) 0.0261(5) Uani d . 1 . . C
  C16 0.0170(3) 0.6147(3) 0.2730(2) 0.0227(5) Uani d . 1 . . C
  N2 0.3841(2) 0.7006(2) 0.35580(15) 0.0235(4) Uani d . 1 . . N
  C3A 0.2566(2) 0.7526(2) 0.54031(17) 0.0202(5) Uani d . 1 . . C
  C3 0.4136(3) 0.7226(3) 0.4612(2) 0.0216(5) Uani d . 1 . . C
  C31 0.5912(3) 0.7175(3) 0.4816(2) 0.0269(5) Uani d . 1 . . C
  C4 0.2026(3) 0.7966(2) 0.65522(17) 0.0203(5) Uani d . 1 . . C
  C41 0.3267(3) 0.8092(3) 0.73378(17) 0.0213(5) Uani d . 1 . . C
  C42 0.4536(3) 0.6646(3) 0.7850(2) 0.0264(5) Uani d . 1 . . C
  C43 0.5646(3) 0.6793(3) 0.8599(2) 0.0306(5) Uani d . 1 . . C
  C44 0.5525(3) 0.8376(3) 0.8827(2) 0.0311(6) Uani d . 1 . . C
  C45 0.4285(3) 0.9822(3) 0.8311(2) 0.0289(5) Uani d . 1 . . C
  C46 0.3154(3) 0.9669(3) 0.7580(2) 0.0249(5) Uani d . 1 . . C
  C5 0.0263(3) 0.8325(3) 0.6900(2) 0.0234(5) Uani d . 1 . . C
  C6 -0.0886(3) 0.8222(3) 0.6151(2) 0.0243(5) Uani d . 1 . . C
  N7 -0.0434(2) 0.7795(2) 0.50549(14) 0.0233(4) Uani d . 1 . . N
  C7A 0.1285(2) 0.7469(2) 0.47302(17) 0.0196(5) Uani d . 1 . . C
  H12 0.2712 0.8394 0.1392 0.030 Uiso calc R 1 . . H
  H13 0.1525 0.8246 -0.0307 0.033 Uiso calc R 1 . . H
  H14 -0.0548 0.6827 -0.0095 0.033 Uiso calc R 1 . . H
  H15 -0.1376 0.5490 0.1803 0.031 Uiso calc R 1 . . H
  H16 -0.0163 0.5596 0.3503 0.027 Uiso calc R 1 . . H
  H31A 0.6714 0.6908 0.4099 0.040 Uiso calc R 1 . . H
  H31B 0.6323 0.6297 0.5512 0.040 Uiso calc R 1 . . H
  H31C 0.5871 0.8288 0.4972 0.040 Uiso calc R 1 . . H
  H42 0.4636 0.5558 0.7685 0.032 Uiso calc R 1 . . H
  H43 0.6495 0.5804 0.8957 0.037 Uiso calc R 1 . . H
  H44 0.6294 0.8473 0.9338 0.037 Uiso calc R 1 . . H
  H45 0.4211 1.0912 0.8458 0.035 Uiso calc R 1 . . H
  H46 0.2289 1.0658 0.7239 0.030 Uiso calc R 1 . . H
  H5 -0.0178 0.8650 0.7666 0.028 Uiso calc R 1 . . H
  H6 -0.2086 0.8474 0.6443 0.029 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
  N1 0.0166(9) 0.0283(10) 0.0186(10) -0.0062(7) -0.0009(7) -0.0076(8)
  C11 0.0195(11) 0.0228(12) 0.0182(12) -0.0025(9) -0.0044(9) -0.0057(9)
  C12 0.0251(12) 0.0289(12) 0.0227(12) -0.0089(10) -0.0020(9) -0.0067(10)
  C13 0.0305(13) 0.0295(13) 0.0197(12) -0.0059(10) -0.0009(9) -0.0043(10)
  C14 0.0281(13) 0.0283(13) 0.0276(13) -0.0036(10) -0.0095(10) -0.0097(10)
  C15 0.0228(12) 0.0267(13) 0.0309(13) -0.0066(9) -0.0048(10) -0.0093(10)
  C16 0.0222(12) 0.0212(12) 0.0235(12) -0.0049(9) -0.0007(9) -0.0056(9)
  N2 0.0164(10) 0.0300(10) 0.0247(10) -0.0075(8) -0.0029(7) -0.0049(8)
  C3A 0.0195(11) 0.0198(12) 0.0213(11) -0.0069(9) -0.0034(9) -0.0011(9)
  C3 0.0229(12) 0.0214(11) 0.0213(12) -0.0068(9) -0.0051(9) -0.0033(9)
  C31 0.0206(12) 0.0316(13) 0.0289(12) -0.0077(9) -0.0025(9) -0.0065(10)
  C4 0.0242(12) 0.0181(11) 0.0170(11) -0.0058(9) -0.0020(9) -0.0007(9)
  C41 0.0201(11) 0.0281(13) 0.0164(11) -0.0086(9) 0.0006(9) -0.0052(9)
  C42 0.0285(12) 0.0257(12) 0.0246(12) -0.0042(10) -0.0049(10) -0.0084(10)
  C43 0.0263(13) 0.0346(14) 0.0278(13) -0.0014(10) -0.0063(10) -0.0089(11)
  C44 0.0238(13) 0.0431(15) 0.0284(13) -0.0086(11) -0.0023(10) -0.0132(11)
  C45 0.0288(13) 0.0313(13) 0.0318(13) -0.0119(10) -0.0031(10) -0.0120(11)
  C46 0.0227(12) 0.0244(12) 0.0263(12) -0.0048(9) -0.0040(9) -0.0040(10)
  C5 0.0251(12) 0.0246(12) 0.0198(11) -0.0057(9) -0.0001(9) -0.0069(9)
  C6 0.0208(12) 0.0274(12) 0.0247(12) -0.0086(9) 0.0023(9) -0.0057(10)
  N7 0.0201(10) 0.0264(10) 0.0223(10) -0.0063(8) -0.0008(7) -0.0041(8)
  C7A 0.0199(12) 0.0197(11) 0.0188(11) -0.0058(9) -0.0009(9) -0.0033(9)
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
  N1 C7A . 1.367(2) no
  N1 N2 . 1.380(2) no
  N1 C11 . 1.416(2) no
  C11 C12 . 1.384(3) no
  C11 C16 . 1.384(3) no
  C12 C13 . 1.381(3) no
  C12 H12 . 0.9500 no
  C13 C14 . 1.379(3) no
  C13 H13 . 0.9500 no
  C14 C15 . 1.385(3) no
  C14 H14 . 0.9500 no
  C15 C16 . 1.381(3) no
  C15 H15 . 0.9500 no
  C16 H16 . 0.9500 no
  N2 C3 . 1.320(2) no
  C3A C4 . 1.401(3) no
  C3A C7A . 1.403(3) no
  C3A C3 . 1.427(3) no
  C3 C31 . 1.485(3) no
  C31 H31A . 0.9800 no
  C31 H31B . 0.9800 no
  C31 H31C . 0.9800 no
  C4 C5 . 1.377(3) no
  C4 C41 . 1.489(3) no
  C41 C46 . 1.384(3) no
  C41 C42 . 1.396(3) no
  C42 C43 . 1.383(3) no
  C42 H42 . 0.9500 no
  C43 C44 . 1.381(3) no
  C43 H43 . 0.9500 no
  C44 C45 . 1.386(3) no
  C44 H44 . 0.9500 no
  C45 C46 . 1.384(3) no
  C45 H45 . 0.9500 no
  C46 H46 . 0.9500 no
  C5 C6 . 1.393(3) no
  C5 H5 . 0.9500 no
  C6 N7 . 1.335(2) no
  C6 H6 . 0.9500 no
  N7 C7A . 1.342(2) no