#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/29/2012911.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_2012911
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o494
_journal_page_last  o495
_publ_section_title
;
A stacked pyrazolo[3,4-d]pyrimidine-based flexible molecule: the effect of
a bulky benzyl group on intermolecular stacking in comparison with methyl and
ethyl groups
;
loop_
_publ_author_name
  'Avasthi, Kamlakar'
  'Tewari, Ashish'
  'Rawat, Diwan S.'
  'Sharon, Ashoke'
  'Maulik, Prakas R.'
_chemical_name_common  pyrazolo[3,4-d]pyrimidine
_chemical_formula_moiety  'C29 H28 N8 O2 S2'
_chemical_formula_sum  'C29 H28 N8 O2 S2'
_chemical_formula_weight  584.71
_chemical_melting_point  433
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.1500(10)
_cell_length_b  9.4910(10)
_cell_length_c  16.839(2)
_cell_angle_alpha  83.010(10)
_cell_angle_beta  85.260(10)
_cell_angle_gamma  76.390(10)
_cell_volume  1408.5(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.379
_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
  S2 0.67773(9) 0.46166(7) 0.33325(4) 0.0603(2) Uani d . 1 . . S
  S1 0.38237(8) 0.11449(7) 0.20404(4) 0.0616(2) Uani d . 1 . . S
  N1 0.7371(2) 0.3705(2) 0.03235(11) 0.0444(5) Uani d . 1 . . N
  N2 0.7509(2) 0.5115(2) 0.01271(12) 0.0532(5) Uani d . 1 . . N
  C3 0.6415(3) 0.5910(3) 0.05519(15) 0.0520(6) Uani d . 1 . . C
  H3 0.6241 0.6918 0.0541 0.062 Uiso calc R 1 . . H
  C4 0.5545(3) 0.5049(2) 0.10221(13) 0.0429(5) Uani d . 1 . . C
  C5 0.4223(3) 0.5301(3) 0.15497(14) 0.0453(6) Uani d . 1 . . C
  N6 0.3744(2) 0.3985(2) 0.18224(11) 0.0431(5) Uani d . 1 . . N
  C7 0.4543(3) 0.2640(2) 0.16165(13) 0.0420(5) Uani d . 1 . . C
  N8 0.5757(2) 0.2405(2) 0.11473(11) 0.0431(5) Uani d . 1 . . N
  C9 0.6195(3) 0.3648(2) 0.08509(13) 0.0397(5) Uani d . 1 . . C
  C10 0.8353(3) 0.2499(3) -0.00598(14) 0.0478(6) Uani d . 1 . . C
  H10A 0.8081 0.2555 -0.0609 0.057 Uiso calc R 1 . . H
  H10B 0.8190 0.1586 0.0216 0.057 Uiso calc R 1 . . H
  C11 1.0006(3) 0.2504(3) -0.00567(13) 0.0476(6) Uani d . 1 . . C
  H11A 1.0598 0.1628 -0.0268 0.057 Uiso calc R 1 . . H
  H11B 1.0198 0.3333 -0.0412 0.057 Uiso calc R 1 . . H
  C12 1.0529(3) 0.2580(3) 0.07640(13) 0.0471(6) Uani d . 1 . . C
  H12A 1.1617 0.2433 0.0732 0.056 Uiso calc R 1 . . H
  H12B 1.0104 0.3544 0.0928 0.056 Uiso calc R 1 . . H
  N13 1.0095(2) 0.1497(2) 0.13662(11) 0.0446(5) Uani d . 1 . . N
  N14 1.0544(3) 0.0044(2) 0.12774(12) 0.0563(6) Uani d . 1 . . N
  C15 0.9861(3) -0.0610(3) 0.18839(15) 0.0560(7) Uani d . 1 . . C
  H15 0.9966 -0.1614 0.1978 0.067 Uiso calc R 1 . . H
  C16 0.8954(3) 0.0396(2) 0.23711(13) 0.0435(6) Uani d . 1 . . C
  C17 0.7914(3) 0.0338(3) 0.30458(14) 0.0465(6) Uani d . 1 . . C
  N18 0.7237(2) 0.1749(2) 0.32790(10) 0.0425(5) Uani d . 1 . . N
  C19 0.7621(3) 0.3004(2) 0.29037(13) 0.0408(5) Uani d . 1 . . C
  N20 0.8541(2) 0.3057(2) 0.22766(11) 0.0409(4) Uani d . 1 . . N
  C21 0.9151(3) 0.1734(2) 0.20196(13) 0.0397(5) Uani d . 1 . . C
  O22 0.3506(2) 0.64677(19) 0.17553(10) 0.0596(5) Uani d . 1 . . O
  C23 0.2242(3) 0.4163(3) 0.22530(14) 0.0505(6) Uani d . 1 . . C
  H23A 0.1740 0.3465 0.2085 0.061 Uiso calc R 1 . . H
  H23B 0.1652 0.5130 0.2087 0.061 Uiso calc R 1 . . H
  C24 0.2233(3) 0.3970(3) 0.31561(14) 0.0465(6) Uani d . 1 . . C
  C25 0.1778(3) 0.2807(3) 0.35928(16) 0.0597(7) Uani d . 1 . . C
  H25 0.1507 0.2114 0.3325 0.072 Uiso calc R 1 . . H
  C26 0.1719(3) 0.2650(4) 0.44179(17) 0.0695(8) Uani d . 1 . . C
  H26 0.1429 0.1848 0.4703 0.083 Uiso calc R 1 . . H
  C27 0.2089(3) 0.3685(4) 0.48160(17) 0.0711(8) Uani d . 1 . . C
  H27 0.2014 0.3606 0.5373 0.085 Uiso calc R 1 . . H
  C28 0.2567(4) 0.4832(3) 0.43936(18) 0.0757(9) Uani d . 1 . . C
  H28 0.2847 0.5516 0.4665 0.091 Uiso calc R 1 . . H
  C29 0.2637(3) 0.4982(3) 0.35668(16) 0.0613(7) Uani d . 1 . . C
  H29 0.2960 0.5768 0.3284 0.074 Uiso calc R 1 . . H
  C30 0.4974(4) -0.0284(3) 0.1524(2) 0.0816(10) Uani d . 1 . . C
  H30A 0.4913 -0.0023 0.0957 0.122 Uiso calc R 1 . . H
  H30B 0.4629 -0.1165 0.1673 0.122 Uiso calc R 1 . . H
  H30C 0.5999 -0.0433 0.1664 0.122 Uiso calc R 1 . . H
  O31 0.7568(2) -0.07369(19) 0.34170(11) 0.0630(5) Uani d . 1 . . O
  C32 0.6071(3) 0.1810(3) 0.39392(13) 0.0475(6) Uani d . 1 . . C
  H32A 0.5521 0.1066 0.3899 0.057 Uiso calc R 1 . . H
  H32B 0.5363 0.2749 0.3872 0.057 Uiso calc R 1 . . H
  C33 0.6653(3) 0.1599(2) 0.47692(13) 0.0420(5) Uani d . 1 . . C
  C34 0.5623(3) 0.1525(3) 0.54158(14) 0.0527(6) Uani d . 1 . . C
  H34 0.4620 0.1580 0.5328 0.063 Uiso calc R 1 . . H
  C35 0.6076(3) 0.1371(3) 0.61875(15) 0.0593(7) Uani d . 1 . . C
  H35 0.5373 0.1331 0.6616 0.071 Uiso calc R 1 . . H
  C36 0.7550(3) 0.1277(3) 0.63308(15) 0.0564(7) Uani d . 1 . . C
  H36 0.7848 0.1176 0.6854 0.068 Uiso calc R 1 . . H
  C37 0.8583(3) 0.1333(3) 0.56950(16) 0.0567(7) Uani d . 1 . . C
  H37 0.9588 0.1260 0.5786 0.068 Uiso calc R 1 . . H
  C38 0.8128(3) 0.1499(3) 0.49152(15) 0.0514(6) Uani d . 1 . . C
  H38 0.8833 0.1543 0.4487 0.062 Uiso calc R 1 . . H
  C39 0.7735(4) 0.5868(3) 0.27542(18) 0.0750(9) Uani d . 1 . . C
  H39A 0.8801 0.5523 0.2801 0.112 Uiso calc R 1 . . H
  H39B 0.7411 0.6808 0.2949 0.112 Uiso calc R 1 . . H
  H39C 0.7506 0.5945 0.2202 0.112 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
  S2 0.0736(5) 0.0494(4) 0.0572(4) -0.0115(3) 0.0108(4) -0.0176(3)
  S1 0.0661(5) 0.0512(4) 0.0691(5) -0.0244(3) 0.0048(4) 0.0034(3)
  N1 0.0502(12) 0.0412(11) 0.0441(11) -0.0156(9) -0.0007(10) -0.0040(9)
  N2 0.0625(14) 0.0466(12) 0.0538(12) -0.0224(11) 0.0039(11) -0.0035(10)
  C3 0.0659(17) 0.0395(13) 0.0533(15) -0.0187(13) -0.0043(13) -0.0019(11)
  C4 0.0492(14) 0.0403(13) 0.0409(12) -0.0132(11) -0.0051(11) -0.0034(10)
  C5 0.0536(15) 0.0414(14) 0.0405(13) -0.0101(12) -0.0083(11) -0.0007(10)
  N6 0.0451(12) 0.0463(11) 0.0391(10) -0.0131(9) -0.0027(9) -0.0033(8)
  C7 0.0477(14) 0.0392(13) 0.0396(12) -0.0111(11) -0.0102(11) 0.0006(10)
  N8 0.0490(12) 0.0371(10) 0.0431(11) -0.0117(9) -0.0010(10) -0.0018(8)
  C9 0.0446(13) 0.0395(13) 0.0369(12) -0.0134(11) -0.0066(10) -0.0012(9)
  C10 0.0532(15) 0.0517(14) 0.0405(13) -0.0134(12) -0.0013(11) -0.0104(11)
  C11 0.0518(15) 0.0568(15) 0.0353(12) -0.0158(12) 0.0055(11) -0.0077(11)
  C12 0.0505(15) 0.0552(15) 0.0387(12) -0.0192(12) -0.0002(11) -0.0053(11)
  N13 0.0544(12) 0.0450(11) 0.0362(10) -0.0132(9) 0.0012(9) -0.0106(8)
  N14 0.0733(15) 0.0474(12) 0.0461(12) -0.0058(11) 0.0008(11) -0.0152(10)
  C15 0.081(2) 0.0435(14) 0.0432(14) -0.0125(14) -0.0006(14) -0.0088(11)
  C16 0.0544(15) 0.0392(13) 0.0383(12) -0.0112(11) -0.0057(11) -0.0071(10)
  C17 0.0603(16) 0.0424(13) 0.0405(13) -0.0173(12) -0.0085(12) -0.0037(11)
  N18 0.0496(12) 0.0435(11) 0.0365(10) -0.0156(9) 0.0013(9) -0.0055(8)
  C19 0.0481(14) 0.0406(12) 0.0362(12) -0.0122(11) -0.0080(11) -0.0060(10)
  N20 0.0504(12) 0.0392(10) 0.0355(10) -0.0136(9) -0.0022(9) -0.0069(8)
  C21 0.0467(14) 0.0426(13) 0.0329(11) -0.0139(11) -0.0041(10) -0.0077(9)
  O22 0.0723(13) 0.0427(10) 0.0591(11) -0.0042(9) 0.0022(9) -0.0080(8)
  C23 0.0429(14) 0.0603(16) 0.0485(14) -0.0124(12) -0.0037(11) -0.0044(12)
  C24 0.0386(13) 0.0513(15) 0.0479(14) -0.0066(11) 0.0010(11) -0.0082(11)
  C25 0.0583(17) 0.0747(19) 0.0548(16) -0.0324(15) -0.0010(13) -0.0079(14)
  C26 0.0681(19) 0.088(2) 0.0554(17) -0.0338(17) 0.0072(15) 0.0047(16)
  C27 0.077(2) 0.087(2) 0.0445(15) -0.0102(18) 0.0067(15) -0.0111(15)
  C28 0.110(3) 0.0599(18) 0.0581(18) -0.0128(18) -0.0041(18) -0.0234(15)
  C29 0.083(2) 0.0482(15) 0.0524(16) -0.0137(14) 0.0005(14) -0.0104(12)
  C30 0.108(3) 0.0469(17) 0.094(2) -0.0310(17) 0.011(2) -0.0091(16)
  O31 0.0846(14) 0.0471(10) 0.0605(11) -0.0279(10) 0.0071(10) -0.0005(9)
  C32 0.0462(14) 0.0553(15) 0.0432(13) -0.0175(12) 0.0038(11) -0.0056(11)
  C33 0.0492(15) 0.0363(12) 0.0413(12) -0.0131(11) 0.0018(11) -0.0029(9)
  C34 0.0468(15) 0.0636(16) 0.0467(14) -0.0158(13) 0.0027(12) 0.0011(12)
  C35 0.0630(18) 0.0670(18) 0.0443(15) -0.0161(14) 0.0101(13) 0.0022(12)
  C36 0.075(2) 0.0559(16) 0.0397(14) -0.0177(14) -0.0088(14) 0.0012(11)
  C37 0.0527(16) 0.0631(17) 0.0558(16) -0.0147(13) -0.0097(13) -0.0038(13)
  C38 0.0495(16) 0.0608(16) 0.0440(14) -0.0143(13) 0.0035(12) -0.0063(12)
  C39 0.107(3) 0.0441(16) 0.076(2) -0.0199(16) 0.0072(18) -0.0157(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
  S2 C19 . 1.755(2) ?
  S2 C39 . 1.787(3) ?
  S1 C7 . 1.752(2) ?
  S1 C30 . 1.779(3) ?
  N1 C9 . 1.344(3) ?
  N1 N2 . 1.371(3) ?
  N1 C10 . 1.461(3) ?
  N2 C3 . 1.319(3) ?
  C3 C4 . 1.405(3) ?
  C3 H3 . 0.9300 ?
  C4 C9 . 1.378(3) ?
  C4 C5 . 1.431(3) ?
  C5 O22 . 1.221(3) ?
  C5 N6 . 1.431(3) ?
  N6 C7 . 1.383(3) ?
  N6 C23 . 1.483(3) ?
  C7 N8 . 1.300(3) ?
  N8 C9 . 1.360(3) ?
  C10 C11 . 1.515(3) ?
  C10 H10A . 0.9700 ?
  C10 H10B . 0.9700 ?
  C11 C12 . 1.514(3) ?
  C11 H11A . 0.9700 ?
  C11 H11B . 0.9700 ?
  C12 N13 . 1.454(3) ?
  C12 H12A . 0.9700 ?
  C12 H12B . 0.9700 ?
  N13 C21 . 1.349(3) ?
  N13 N14 . 1.366(3) ?
  N14 C15 . 1.320(3) ?
  C15 C16 . 1.407(3) ?
  C15 H15 . 0.9300 ?
  C16 C21 . 1.379(3) ?
  C16 C17 . 1.425(3) ?
  C17 O31 . 1.223(3) ?
  C17 N18 . 1.424(3) ?
  N18 C19 . 1.385(3) ?
  N18 C32 . 1.473(3) ?
  C19 N20 . 1.299(3) ?
  N20 C21 . 1.356(3) ?
  C23 C24 . 1.509(3) ?
  C23 H23A . 0.9700 ?
  C23 H23B . 0.9700 ?
  C24 C25 . 1.379(4) ?
  C24 C29 . 1.381(4) ?
  C25 C26 . 1.377(4) ?
  C25 H25 . 0.9300 ?
  C26 C27 . 1.372(4) ?
  C26 H26 . 0.9300 ?
  C27 C28 . 1.366(4) ?
  C27 H27 . 0.9300 ?
  C28 C29 . 1.380(4) ?
  C28 H28 . 0.9300 ?
  C29 H29 . 0.9300 ?
  C30 H30A . 0.9600 ?
  C30 H30B . 0.9600 ?
  C30 H30C . 0.9600 ?
  C32 C33 . 1.511(3) ?
  C32 H32A . 0.9700 ?
  C32 H32B . 0.9700 ?
  C33 C38 . 1.372(3) ?
  C33 C34 . 1.386(3) ?
  C34 C35 . 1.377(4) ?
  C34 H34 . 0.9300 ?
  C35 C36 . 1.370(4) ?
  C35 H35 . 0.9300 ?
  C36 C37 . 1.373(4) ?
  C36 H36 . 0.9300 ?
  C37 C38 . 1.390(3) ?
  C37 H37 . 0.9300 ?
  C38 H38 . 0.9300 ?
  C39 H39A . 0.9600 ?
  C39 H39B . 0.9600 ?
  C39 H39C . 0.9600 ?
_cod_database_code 2012911