#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012759.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_2012759
_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  142
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
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  12.4680(10)
_cell_length_b  7.4490(10)
_cell_length_c  15.076(2)
_cell_angle_alpha  90.00
_cell_angle_beta  108.940(10)
_cell_angle_gamma  90.00
_cell_volume  1324.4(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.356
_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 0.20916(16) 0.9282(3) 0.00658(13) 0.0581(6) Uani d . 1 . . N
  N2 0.1691(2) 0.9101(3) -0.08991(14) 0.0661(6) Uani d . 1 . . N
  C3 0.0697(2) 0.8320(4) -0.10896(17) 0.0633(7) Uani d . 1 . . C
  H3 0.0223 0.8059 -0.1693 0.076 Uiso calc R 1 . . H
  C3A 0.0439(2) 0.7932(3) -0.02766(15) 0.0511(6) Uani d . 1 . . C
  C4 -0.0514(2) 0.7118(3) -0.00995(17) 0.0560(6) Uani d . 1 . . C
  N5 -0.03889(15) 0.7023(3) 0.08547(13) 0.0539(5) Uani d . 1 . . N
  C6 0.0535(2) 0.7604(3) 0.15857(16) 0.0525(6) Uani d . 1 . . C
  N7 0.14192(15) 0.8447(3) 0.13688(12) 0.0513(5) Uani d . 1 . . N
  C7A 0.13447(19) 0.8556(3) 0.04462(15) 0.0493(6) Uani d . 1 . . C
  C8 0.3228(2) 0.9998(4) 0.04671(19) 0.0663(7) Uani d . 1 . . C
  H8A 0.3236 1.0818 0.0969 0.080 Uiso calc R 1 . . H
  H8B 0.3411 1.0686 -0.0011 0.080 Uiso calc R 1 . . H
  C9 0.4136(2) 0.8603(4) 0.08494(17) 0.0580(6) Uani d . 1 . . C
  C10 0.3924(2) 0.6790(4) 0.0765(2) 0.0835(9) Uani d . 1 . . C
  H10 0.3190 0.6383 0.0463 0.100 Uiso calc R 1 . . H
  C11 0.4787(3) 0.5570(5) 0.1123(3) 0.1017(11) Uani d . 1 . . C
  H11 0.4634 0.4345 0.1069 0.122 Uiso calc R 1 . . H
  C12 0.5870(3) 0.6161(7) 0.1558(2) 0.0965(12) Uani d . 1 . . C
  H12 0.6458 0.5341 0.1787 0.116 Uiso calc R 1 . . H
  C13 0.6081(3) 0.7957(7) 0.1656(2) 0.0937(11) Uani d . 1 . . C
  H13 0.6813 0.8364 0.1963 0.112 Uiso calc R 1 . . H
  C14 0.5226(2) 0.9156(5) 0.13061(19) 0.0771(9) Uani d . 1 . . C
  H14 0.5383 1.0378 0.1378 0.093 Uiso calc R 1 . . H
  O15 -0.13713(16) 0.6565(3) -0.06912(12) 0.0795(6) Uani d . 1 . . O
  C16 -0.1335(2) 0.6290(4) 0.1117(2) 0.0709(8) Uani d . 1 . . C
  H16A -0.1072 0.5297 0.1537 0.106 Uiso calc R 1 . . H
  H16B -0.1920 0.5889 0.0564 0.106 Uiso calc R 1 . . H
  H16C -0.1631 0.7205 0.1421 0.106 Uiso calc R 1 . . H
  O17 0.05736(15) 0.7429(3) 0.23962(12) 0.0705(6) Uani d . 1 . . O
  C18 0.2302(2) 0.9323(4) 0.21321(17) 0.0726(8) Uani d . 1 . . C
  H18A 0.3026 0.8811 0.2183 0.109 Uiso calc R 1 . . H
  H18B 0.2148 0.9150 0.2710 0.109 Uiso calc R 1 . . H
  H18C 0.2310 1.0585 0.2004 0.109 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 0.0600(12) 0.0600(13) 0.0538(12) 0.0080(11) 0.0178(10) 0.0070(11)
  N2 0.0790(15) 0.0691(15) 0.0534(12) 0.0141(13) 0.0260(11) 0.0080(11)
  C3 0.0744(18) 0.0637(18) 0.0489(14) 0.0156(15) 0.0160(13) -0.0008(13)
  C3A 0.0534(14) 0.0521(13) 0.0428(12) 0.0139(12) 0.0088(11) 0.0003(11)
  C4 0.0579(15) 0.0520(15) 0.0519(14) 0.0117(12) 0.0091(12) -0.0065(12)
  N5 0.0511(11) 0.0527(13) 0.0563(12) 0.0056(10) 0.0152(9) -0.0015(10)
  C6 0.0595(15) 0.0509(15) 0.0462(13) 0.0128(12) 0.0160(12) 0.0006(11)
  N7 0.0520(11) 0.0557(12) 0.0419(10) 0.0032(10) 0.0092(9) 0.0012(9)
  C7A 0.0543(13) 0.0466(13) 0.0468(12) 0.0145(12) 0.0162(11) 0.0064(11)
  C8 0.0630(16) 0.0637(17) 0.0756(17) -0.0007(14) 0.0275(13) 0.0081(14)
  C9 0.0565(15) 0.0669(17) 0.0568(14) 0.0002(13) 0.0268(12) 0.0021(13)
  C10 0.0636(17) 0.072(2) 0.110(2) 0.0072(16) 0.0207(16) 0.0067(18)
  C11 0.096(3) 0.084(2) 0.130(3) 0.027(2) 0.044(2) 0.021(2)
  C12 0.079(2) 0.137(4) 0.082(2) 0.047(2) 0.0378(18) 0.021(2)
  C13 0.0597(19) 0.143(4) 0.078(2) 0.012(2) 0.0226(15) -0.015(2)
  C14 0.0610(17) 0.094(2) 0.0831(19) -0.0039(17) 0.0327(15) -0.0126(17)
  O15 0.0662(12) 0.0913(15) 0.0668(12) -0.0064(11) 0.0020(10) -0.0121(11)
  C16 0.0677(17) 0.0635(17) 0.0863(19) -0.0038(14) 0.0316(15) -0.0029(15)
  O17 0.0825(12) 0.0779(14) 0.0543(11) -0.0013(10) 0.0265(9) 0.0033(9)
  C18 0.0718(17) 0.085(2) 0.0521(14) -0.0112(15) 0.0081(13) -0.0018(14)
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 . 1.355(3) ?
  N1 N2 . 1.383(3) ?
  N1 C8 . 1.449(3) ?
  N2 C3 . 1.314(3) ?
  C3 C3A . 1.395(3) ?
  C3 H3 . 0.9300 ?
  C3A C7A . 1.371(3) ?
  C3A C4 . 1.434(4) ?
  C4 O15 . 1.220(3) ?
  C4 N5 . 1.398(3) ?
  N5 C6 . 1.380(3) ?
  N5 C16 . 1.465(3) ?
  C6 O17 . 1.214(3) ?
  C6 N7 . 1.396(3) ?
  N7 C7A . 1.366(3) ?
  N7 C18 . 1.463(3) ?
  C8 C9 . 1.507(4) ?
  C8 H8A . 0.9700 ?
  C8 H8B . 0.9700 ?
  C9 C14 . 1.373(3) ?
  C9 C10 . 1.374(4) ?
  C10 C11 . 1.378(4) ?
  C10 H10 . 0.9300 ?
  C11 C12 . 1.368(5) ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.362(5) ?
  C12 H12 . 0.9300 ?
  C13 C14 . 1.359(5) ?
  C13 H13 . 0.9300 ?
  C14 H14 . 0.9300 ?
  C16 H16A . 0.9600 ?
  C16 H16B . 0.9600 ?
  C16 H16C . 0.9600 ?
  C18 H18A . 0.9600 ?
  C18 H18B . 0.9600 ?
  C18 H18C . 0.9600 ?