#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012994.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_2012994
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o593
_journal_page_last  o595
_publ_section_title
;
The regioisomeric 1H-pyrazolo[3,4-d]pyrimidin-1-yl and
2H-pyrazolo[3,4-d]pyrimidin-2-yl 2-deoxy-\b-D-ribofuranosides
;
loop_
_publ_author_name
  'He, Junlin'
  'Seela, Frank'
  'Eickmeier, Henning'
  'Reuter, Hans'
_chemical_formula_moiety  'C10 H12 N4 O3'
_chemical_formula_sum  'C10 H12 N4 O3'
_chemical_formula_iupac  'C10 H12 N4 O3'
_chemical_formula_weight  236.24
_chemical_melting_point  421.15
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
_cell_length_a  6.9306(8)
_cell_length_b  11.1084(15)
_cell_length_c  13.7591(11)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1059.3(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.481
_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 0.8924(3) 0.39168(15) 0.57596(12) 0.0360(4) Uani d . 1 . . N
  N2 1.0487(3) 0.40571(19) 0.51553(14) 0.0477(5) Uani d . 1 . . N
  C3 1.0090(4) 0.4989(2) 0.45950(16) 0.0479(6) Uani d . 1 . . C
  H3A 1.0911 0.5288 0.4118 0.051(2) Uiso calc R 1 . . H
  C3A 0.8249(3) 0.54761(19) 0.48135(15) 0.0379(5) Uani d . 1 . . C
  C4 0.7003(4) 0.6378(2) 0.44932(17) 0.0463(6) Uani d . 1 . . C
  H4A 0.7374 0.6872 0.3981 0.051(2) Uiso calc R 1 . . H
  N5 0.5300(3) 0.65408(18) 0.49068(15) 0.0520(5) Uani d . 1 . . N
  C6 0.4842(4) 0.5813(2) 0.56550(18) 0.0489(6) Uani d . 1 . . C
  H6A 0.3653 0.5956 0.5947 0.051(2) Uiso calc R 1 . . H
  N7 0.5877(3) 0.49145(16) 0.60313(12) 0.0379(4) Uani d . 1 . . N
  C7A 0.7571(3) 0.47689(16) 0.55842(13) 0.0310(4) Uani d . 1 . . C
  C1' 0.8940(3) 0.30189(17) 0.65227(14) 0.0342(4) Uani d . 1 . . C
  H1'A 0.7628 0.2935 0.6779 0.051(2) Uiso calc R 1 . . H
  C2' 0.9654(4) 0.17831(17) 0.62058(15) 0.0412(5) Uani d . 1 . . C
  H2'A 1.0645 0.1845 0.5710 0.051(2) Uiso calc R 1 . . H
  H2'B 0.8606 0.1286 0.5966 0.051(2) Uiso calc R 1 . . H
  O3' 0.8964(3) 0.09209(14) 0.77947(14) 0.0558(5) Uani d D 1 . . O
  H3'O 0.877(4) 0.0222(19) 0.7689(17) 0.051(2) Uiso d D 1 . . H
  C3' 1.0469(3) 0.12955(16) 0.71604(15) 0.0366(5) Uani d D 1 . . C
  H3'C 1.1407 0.0651 0.7048 0.051(2) Uiso calc R 1 . . H
  C4' 1.1416(3) 0.24088(16) 0.75843(13) 0.0323(4) Uani d . 1 . . C
  H4' 1.1428 0.2349 0.8295 0.051(2) Uiso calc R 1 . . H
  O4' 1.0180(3) 0.33941(11) 0.72936(10) 0.0393(4) Uani d . 1 . . O
  C5' 1.3446(4) 0.2612(2) 0.72202(16) 0.0451(5) Uani d D 1 . . C
  H5'A 1.4254 0.1936 0.7404 0.051(2) Uiso calc R 1 . . H
  H5'B 1.3440 0.2668 0.6517 0.051(2) Uiso calc R 1 . . H
  O5' 1.4201(3) 0.3684(2) 0.76204(12) 0.0683(6) Uani d D 1 . . O
  H5'O 1.483(4) 0.401(2) 0.7210(16) 0.051(2) Uiso d D 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 0.0363(9) 0.0364(8) 0.0354(8) 0.0026(8) 0.0028(8) 0.0077(7)
  N2 0.0410(10) 0.0561(11) 0.0461(9) 0.0032(10) 0.0103(9) 0.0122(9)
  C3 0.0466(13) 0.0568(13) 0.0402(10) -0.0023(12) 0.0071(11) 0.0144(10)
  C3A 0.0445(12) 0.0370(10) 0.0323(9) -0.0062(9) -0.0047(10) 0.0029(8)
  C4 0.0593(15) 0.0379(10) 0.0417(11) -0.0043(11) -0.0107(11) 0.0090(10)
  N5 0.0586(13) 0.0423(10) 0.0551(11) 0.0082(10) -0.0069(11) 0.0093(9)
  C6 0.0463(13) 0.0447(11) 0.0556(13) 0.0100(11) 0.0005(13) 0.0018(11)
  N7 0.0386(9) 0.0349(8) 0.0402(8) 0.0008(8) 0.0014(8) 0.0011(7)
  C7A 0.0357(10) 0.0277(8) 0.0296(8) -0.0028(8) -0.0068(8) -0.0011(8)
  C1' 0.0375(10) 0.0291(8) 0.0361(9) 0.0008(8) -0.0006(9) 0.0046(8)
  C2' 0.0519(13) 0.0279(9) 0.0437(10) -0.0034(10) -0.0042(10) -0.0079(8)
  O3' 0.0634(12) 0.0287(7) 0.0754(11) -0.0061(8) 0.0228(11) 0.0080(8)
  C3' 0.0439(11) 0.0216(7) 0.0444(10) 0.0019(8) 0.0067(10) 0.0007(8)
  C4' 0.0419(11) 0.0253(8) 0.0297(8) 0.0037(8) 0.0016(9) 0.0029(7)
  O4' 0.0573(10) 0.0230(6) 0.0378(7) 0.0074(7) -0.0082(8) -0.0025(5)
  C5' 0.0461(12) 0.0483(12) 0.0408(10) -0.0065(11) 0.0039(11) -0.0028(10)
  O5' 0.0808(14) 0.0824(13) 0.0418(8) -0.0455(12) 0.0150(10) -0.0154(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 . 1.354(3) N
  N1 N2 . 1.374(2) N
  N1 C1' . 1.448(2) Y
  N2 C3 . 1.320(3) N
  C3 C3A . 1.418(3) N
  C3 H3A . 0.9300 N
  C3A C4 . 1.394(3) N
  C3A C7A . 1.401(3) N
  C4 N5 . 1.323(3) N
  C4 H4A . 0.9300 N
  N5 C6 . 1.347(3) N
  C6 N7 . 1.334(3) N
  C6 H6A . 0.9300 N
  N7 C7A . 1.335(3) N
  C1' O4' . 1.427(2) N
  C1' C2' . 1.523(3) N
  C1' H1'A . 0.9800 N
  C2' C3' . 1.529(3) N
  C2' H2'A . 0.9700 N
  C2' H2'B . 0.9700 N
  O3' C3' . 1.422(3) N
  O3' H3'O . 0.80(2) N
  C3' C4' . 1.517(3) N
  C3' H3'C . 0.9800 N
  C4' O4' . 1.446(2) N
  C4' C5' . 1.510(3) N
  C4' H4' . 0.9800 N
  C5' O5' . 1.412(3) N
  C5' H5'A . 0.9700 N
  C5' H5'B . 0.9700 N
  O5' H5'O . 0.80(2) N