#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012995.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_2012995
_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
;
_space_group_IT_number           4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_[local]_cod_cif_authors_sg_H-M  'P 21'
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  427.15
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  4.9396(7)
_cell_length_b  13.1528(14)
_cell_length_c  8.1780(12)
_cell_angle_alpha  90.00
_cell_angle_beta  102.772(9)
_cell_angle_gamma  90.00
_cell_volume  518.17(12)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.514
_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 0.5700(3) 0.34085(10) 0.75921(16) 0.0342(3) Uani d U 1 . . N
  N2 0.5129(3) 0.44193(10) 0.74881(15) 0.0298(3) Uani d U 1 . . N
  C3 0.6151(3) 0.49316(12) 0.63402(17) 0.0319(3) Uani d U 1 . . C
  H3 0.5962 0.5621 0.6090 0.0445(17) Uiso calc R 1 . . H
  C3A 0.7568(3) 0.42020(12) 0.55988(17) 0.0302(3) Uani d U 1 . . C
  C4 0.9209(3) 0.41530(13) 0.43949(18) 0.0344(3) Uani d U 1 . . C
  H4 0.9559 0.4739 0.3840 0.0445(17) Uiso calc R 1 . . H
  N5 1.0250(3) 0.32733(12) 0.40560(17) 0.0380(3) Uani d U 1 . . N
  C6 0.9690(4) 0.24315(15) 0.4897(2) 0.0413(4) Uani d U 1 . . C
  H6 1.0398 0.1821 0.4599 0.0445(17) Uiso calc R 1 . . H
  N7 0.8271(3) 0.23774(12) 0.60788(18) 0.0400(3) Uani d U 1 . . N
  C7A 0.7196(3) 0.32771(11) 0.64265(17) 0.0306(3) Uani d U 1 . . C
  C1' 0.3648(3) 0.48283(11) 0.87360(17) 0.0299(3) Uani d U 1 . . C
  H1'C 0.2016 0.4407 0.8748 0.0445(17) Uiso calc R 1 . . H
  C2' 0.5555(3) 0.48418(13) 1.04885(18) 0.0344(3) Uani d U 1 . . C
  H2'A 0.5155 0.4278 1.1163 0.0445(17) Uiso calc R 1 . . H
  H2'B 0.7494 0.4816 1.0430 0.0445(17) Uiso calc R 1 . . H
  C3' 0.4834(3) 0.58572(12) 1.11851(17) 0.0315(3) Uani d DU 1 . . C
  H3'C 0.6403 0.6130 1.2019 0.0445(17) Uiso calc R 1 . . H
  O3' 0.2466(3) 0.57069(10) 1.18791(17) 0.0433(3) Uani d DU 1 . . O
  H3'O 0.218(4) 0.6217(14) 1.244(3) 0.0445(17) Uiso d D 1 . . H
  C4' 0.4171(3) 0.65211(11) 0.96105(17) 0.0287(3) Uani d U 1 . . C
  H4O' 0.2865 0.7056 0.9758 0.0445(17) Uiso calc R 1 . . H
  O4' 0.2806(2) 0.58275(9) 0.82936(13) 0.0330(2) Uani d U 1 . . O
  C5' 0.6703(3) 0.70013(13) 0.91727(19) 0.0337(3) Uani d DU 1 . . C
  H5'B 0.7573 0.7469 1.0049 0.0445(17) Uiso calc R 1 . . H
  H5'C 0.8043 0.6481 0.9062 0.0445(17) Uiso calc R 1 . . H
  O5' 0.5824(3) 0.75256(14) 0.76418(19) 0.0530(4) Uani d DU 1 . . O
  H5'O 0.717(4) 0.774(2) 0.727(2) 0.0445(17) 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 0.0468(7) 0.0271(6) 0.0327(6) 0.0008(5) 0.0172(5) 0.0007(4)
  N2 0.0364(6) 0.0274(6) 0.0274(5) -0.0008(4) 0.0106(4) -0.0012(4)
  C3 0.0377(6) 0.0297(6) 0.0296(6) -0.0015(5) 0.0106(5) 0.0015(5)
  C3A 0.0346(6) 0.0302(6) 0.0264(5) -0.0025(5) 0.0079(5) 0.0012(5)
  C4 0.0373(7) 0.0392(8) 0.0283(6) -0.0038(6) 0.0103(5) 0.0031(5)
  N5 0.0401(6) 0.0449(7) 0.0322(6) 0.0011(6) 0.0150(5) -0.0008(6)
  C6 0.0513(9) 0.0377(8) 0.0393(7) 0.0059(7) 0.0198(7) -0.0017(6)
  N7 0.0561(8) 0.0321(6) 0.0364(6) 0.0043(6) 0.0201(6) 0.0009(5)
  C7A 0.0382(6) 0.0285(6) 0.0265(6) -0.0014(5) 0.0101(5) 0.0008(5)
  C1' 0.0324(6) 0.0294(6) 0.0295(6) -0.0010(5) 0.0102(5) -0.0028(5)
  C2' 0.0422(7) 0.0329(6) 0.0280(6) 0.0052(6) 0.0077(5) -0.0007(5)
  C3' 0.0359(6) 0.0317(6) 0.0287(5) -0.0036(5) 0.0108(5) -0.0041(5)
  O3' 0.0552(7) 0.0374(6) 0.0468(6) -0.0086(5) 0.0314(5) -0.0067(5)
  C4' 0.0272(5) 0.0291(6) 0.0316(6) 0.0000(4) 0.0107(5) -0.0028(5)
  O4' 0.0326(5) 0.0316(5) 0.0329(4) 0.0041(4) 0.0028(4) -0.0028(4)
  C5' 0.0288(6) 0.0370(7) 0.0378(7) -0.0023(5) 0.0127(5) 0.0017(6)
  O5' 0.0399(6) 0.0720(11) 0.0503(8) -0.0007(7) 0.0169(5) 0.0235(7)
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 . 1.3402(18) N
  N1 N2 . 1.3579(18) N
  N2 C3 . 1.3417(18) N
  N2 C1' . 1.4817(18) Y
  C3 C3A . 1.402(2) N
  C3 H3 . 0.9300 N
  C3A C4 . 1.4083(19) N
  C3A C7A . 1.424(2) N
  C4 N5 . 1.320(2) N
  C4 H4 . 0.9300 N
  N5 C6 . 1.364(2) N
  C6 N7 . 1.315(2) N
  C6 H6 . 0.9300 N
  N7 C7A . 1.353(2) N
  C1' O4' . 1.4017(19) N
  C1' C2' . 1.531(2) N
  C1' H1'C . 0.9800 N
  C2' C3' . 1.525(2) N
  C2' H2'A . 0.9700 N
  C2' H2'B . 0.9700 N
  C3' O3' . 1.4227(18) N
  C3' C4' . 1.530(2) N
  C3' H3'C . 0.9800 N
  O3' H3'O . 0.842(15) N
  C4' O4' . 1.4579(17) N
  C4' C5' . 1.513(2) N
  C4' H4O' . 0.9800 N
  C5' O5' . 1.411(2) N
  C5' H5'B . 0.9700 N
  C5' H5'C . 0.9700 N
  O5' H5'O . 0.842(15) N