#------------------------------------------------------------------------------
#$Date: 2008-01-26 14:05:32 +0100 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012758.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_2012758
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o311
_journal_page_last  o313
_publ_section_title
;
Isomeric pyrazolo[3,4-d]pyrimidine-based molecules: disappearance of
dimerization due to interchanged substitutions
;
loop_
_publ_author_name
  'Avasthi, Kamlakar'
  'Rawat, Diwan S.'
  'Chandra, Tilak'
  'Sharon, Ashoke'
  'Maulik, Prakas R.'
_chemical_name_common  pyrazolo[3,4-d]pyrimidine
_chemical_formula_moiety  'C14 H14 N4 O2'
_chemical_formula_sum  'C14 H14 N4 O2'
_chemical_formula_iupac  'C14 H14 N4 O2'
_chemical_formula_weight  270.29
_chemical_melting_point  165
_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  7.4760(10)
_cell_length_b  8.9230(10)
_cell_length_c  10.1550(10)
_cell_angle_alpha  76.680(10)
_cell_angle_beta  89.080(10)
_cell_angle_gamma  80.660(10)
_cell_volume  650.30(10)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.380
_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
  N1 0.02330(18) 0.88518(15) 0.27577(13) 0.0451(3) Uani d . 1 . . N
  N2 0.14767(19) 0.98266(16) 0.22909(15) 0.0500(4) Uani d . 1 . . N
  C3 0.2439(2) 0.98326(18) 0.33610(17) 0.0458(4) Uani d . 1 . . C
  H3 0.3378 1.0404 0.3344 0.055 Uiso calc R 1 . . H
  C3A 0.18683(19) 0.88677(17) 0.45331(16) 0.0394(3) Uani d . 1 . . C
  C4 0.2426(2) 0.84822(18) 0.59221(17) 0.0420(4) Uani d . 1 . . C
  N5 0.14501(17) 0.74149(15) 0.67411(13) 0.0412(3) Uani d . 1 . . N
  C6 0.0018(2) 0.68083(18) 0.63141(16) 0.0424(4) Uani d . 1 . . C
  N7 -0.05104(17) 0.72858(14) 0.49623(13) 0.0425(3) Uani d . 1 . . N
  C7A 0.04519(19) 0.82716(16) 0.40989(15) 0.0381(3) Uani d . 1 . . C
  C8 0.1934(2) 0.6894(2) 0.81865(16) 0.0472(4) Uani d . 1 . . C
  H8A 0.0833 0.6883 0.8704 0.057 Uiso calc R 1 . . H
  H8B 0.2597 0.7636 0.8442 0.057 Uiso calc R 1 . . H
  C9 0.3071(2) 0.52937(18) 0.85475(15) 0.0414(4) Uani d . 1 . . C
  C10 0.2802(2) 0.4252(2) 0.97390(17) 0.0529(4) Uani d . 1 . . C
  H10 0.1897 0.4529 1.0318 0.063 Uiso calc R 1 . . H
  C11 0.3881(3) 0.2788(2) 1.0076(2) 0.0665(6) Uani d . 1 . . C
  H11 0.3689 0.2092 1.0880 0.080 Uiso calc R 1 . . H
  C12 0.5219(3) 0.2363(2) 0.9239(2) 0.0631(5) Uani d . 1 . . C
  H12 0.5924 0.1377 0.9464 0.076 Uiso calc R 1 . . H
  C13 0.5515(3) 0.3398(2) 0.8065(2) 0.0616(5) Uani d . 1 . . C
  H13 0.6436 0.3123 0.7498 0.074 Uiso calc R 1 . . H
  C14 0.4449(2) 0.4849(2) 0.77241(18) 0.0532(4) Uani d . 1 . . C
  H14 0.4660 0.5543 0.6924 0.064 Uiso calc R 1 . . H
  O15 0.36170(17) 0.89873(15) 0.64121(13) 0.0601(4) Uani d . 1 . . O
  C16 -0.0948(3) 0.8539(3) 0.1761(2) 0.0701(6) Uani d . 1 . . C
  H16A -0.0809 0.7434 0.1835 0.105 Uiso calc R 1 . . H
  H16B -0.0629 0.9046 0.0869 0.105 Uiso calc R 1 . . H
  H16C -0.2186 0.8931 0.1922 0.105 Uiso calc R 1 . . H
  C17 -0.2185(3) 0.6832(2) 0.4563(2) 0.0634(5) Uani d . 1 . . C
  H17A -0.3088 0.7746 0.4285 0.095 Uiso calc R 1 . . H
  H17B -0.2615 0.6128 0.5318 0.095 Uiso calc R 1 . . H
  H17C -0.1947 0.6326 0.3826 0.095 Uiso calc R 1 . . H
  O18 -0.07452(17) 0.58907(15) 0.71081(13) 0.0605(4) Uani d . 1 . . 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
  N1 0.0449(7) 0.0438(7) 0.0448(7) -0.0085(6) -0.0043(6) -0.0051(6)
  N2 0.0491(8) 0.0458(7) 0.0509(8) -0.0100(6) 0.0032(6) -0.0011(6)
  C3 0.0401(8) 0.0409(8) 0.0549(9) -0.0105(6) 0.0044(7) -0.0056(7)
  C3A 0.0327(7) 0.0367(7) 0.0485(8) -0.0073(6) 0.0009(6) -0.0084(6)
  C4 0.0332(7) 0.0412(8) 0.0523(9) -0.0081(6) -0.0018(6) -0.0107(7)
  N5 0.0374(6) 0.0430(7) 0.0426(7) -0.0088(5) -0.0020(5) -0.0073(5)
  C6 0.0378(8) 0.0422(8) 0.0476(9) -0.0108(6) 0.0027(6) -0.0079(7)
  N7 0.0377(7) 0.0422(7) 0.0492(7) -0.0152(5) -0.0030(6) -0.0074(6)
  C7A 0.0351(7) 0.0331(7) 0.0453(8) -0.0042(6) 0.0000(6) -0.0082(6)
  C8 0.0467(9) 0.0544(9) 0.0409(8) -0.0086(7) -0.0003(7) -0.0119(7)
  C9 0.0396(8) 0.0477(8) 0.0391(8) -0.0140(6) -0.0034(6) -0.0092(6)
  C10 0.0493(9) 0.0656(11) 0.0435(9) -0.0210(8) -0.0018(7) -0.0036(8)
  C11 0.0752(13) 0.0626(11) 0.0540(11) -0.0254(10) -0.0164(10) 0.0129(9)
  C12 0.0678(12) 0.0474(10) 0.0698(12) -0.0043(9) -0.0219(10) -0.0065(9)
  C13 0.0598(11) 0.0586(11) 0.0635(11) 0.0016(9) -0.0015(9) -0.0159(9)
  C14 0.0568(10) 0.0504(9) 0.0482(9) -0.0062(8) 0.0055(8) -0.0050(7)
  O15 0.0507(7) 0.0701(8) 0.0639(8) -0.0280(6) -0.0115(6) -0.0110(6)
  C16 0.0857(14) 0.0780(13) 0.0489(10) -0.0279(11) -0.0174(10) -0.0077(9)
  C17 0.0544(10) 0.0703(12) 0.0692(12) -0.0340(9) -0.0109(9) -0.0062(9)
  O18 0.0584(8) 0.0665(8) 0.0564(7) -0.0303(6) 0.0048(6) -0.0002(6)
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 . 1.343(2) ?
  N1 N2 . 1.380(2) ?
  N1 C16 . 1.457(2) ?
  N2 C3 . 1.314(2) ?
  C3 C3A . 1.404(2) ?
  C3 H3 . 0.9300 ?
  C3A C7A . 1.380(2) ?
  C3A C4 . 1.425(2) ?
  C4 O15 . 1.2211(19) ?
  C4 N5 . 1.404(2) ?
  N5 C6 . 1.392(2) ?
  N5 C8 . 1.466(2) ?
  C6 O18 . 1.2161(19) ?
  C6 N7 . 1.384(2) ?
  N7 C7A . 1.3747(19) ?
  N7 C17 . 1.467(2) ?
  C8 C9 . 1.506(2) ?
  C8 H8A . 0.9700 ?
  C8 H8B . 0.9700 ?
  C9 C10 . 1.380(2) ?
  C9 C14 . 1.382(2) ?
  C10 C11 . 1.390(3) ?
  C10 H10 . 0.9300 ?
  C11 C12 . 1.366(3) ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.369(3) ?
  C12 H12 . 0.9300 ?
  C13 C14 . 1.378(3) ?
  C13 H13 . 0.9300 ?
  C14 H14 . 0.9300 ?
  C16 H16A . 0.9600 ?
  C16 H16B . 0.9600 ?
  C16 H16C . 0.9600 ?
  C17 H17A . 0.9600 ?
  C17 H17B . 0.9600 ?
  C17 H17C . 0.9600 ?