#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008575.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_2008575
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1005
_journal_page_last  1008
_publ_section_title
;
(2S,3S)- and (2R,3S)-2-[2-(benzyloxy)ethyl]-3-(6-chloro-9H-purin-9-yl)oxolane
;
loop_
_publ_author_name
  'George Balayiannis'
  'Ioannis Argiris'
  'Dionissios Papaioannou'
  'Constantin Kavounis'
_chemical_formula_moiety  'C18 H19 Cl N4 O2'
_chemical_formula_sum  'C18 H19 Cl N4 O2'
_chemical_formula_weight  358.82
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
_cell_length_a  7.5238(5)
_cell_length_b  10.9972(8)
_cell_length_c  20.9169(19)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1730.7(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.377
_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
  Cl1  .72676(17)  .29000(7)  .96880(4)  .0763(3) Uani d . 1 . . Cl
  N1  .6024(4)  .5049(2)  .93982(12)  .0506(6) Uani d . 1 . . N
  C2  .5446(4)  .5893(3)  .89852(15)  .0504(7) Uani d . 1 . . C
  H2  .5086  .6627  .9164  .060 Uiso calc R 1 . . H
  N3  .5322(3)  .5812(2)  .83530(11)  .0442(5) Uani d . 1 . . N
  C4  .5835(4)  .4729(2)  .81400(13)  .0383(6) Uani d . 1 . . C
  C5  .6471(4)  .3765(2)  .85101(13)  .0410(6) Uani d . 1 . . C
  C6  .6529(4)  .3998(3)  .91587(14)  .0467(7) Uani d . 1 . . C
  N7  .6867(4)  .2775(2)  .81284(11)  .0493(6) Uani d . 1 . . N
  C8  .6453(4)  .3144(2)  .75548(15)  .0489(7) Uani d . 1 . . C
  H8  .6572  .2653  .7195  .059 Uiso calc R 1 . . H
  N9  .5827(3)  .43177(19)  .75235(10)  .0402(5) Uani d . 1 . . N
  C10  .5141(4)  .4989(2)  .69670(14)  .0421(6) Uani d . 1 . . C
  H10  .4271  .5598  .7105  .051 Uiso calc R 1 . . H
  C11  .6611(5)  .5590(3)  .65801(16)  .0554(8) Uani d . 1 . . C
  H11A  .6170  .6295  .6351  .066 Uiso calc R 1 . . H
  H11B  .7590  .5837  .6853  .066 Uiso calc R 1 . . H
  C12  .7164(5)  .4609(4)  .6131(2)  .0684(9) Uani d . 1 . . C
  H12A  .7456  .4954  .5717  .082 Uiso calc R 1 . . H
  H12B  .8207  .4195  .6294  .082 Uiso calc R 1 . . H
  O13  .5737(3)  .37783(18)  .60688(11)  .0580(6) Uani d . 1 . . O
  C14  .4308(4)  .4131(2)  .64831(12)  .0397(6) Uani d . 1 . . C
  H14  .3848  .3411  .6705  .048 Uiso calc R 1 . . H
  C15  .2820(4)  .4716(3)  .60986(15)  .0471(6) Uani d . 1 . . C
  H15A  .1967  .5077  .6390  .056 Uiso calc R 1 . . H
  H15B  .3311  .5362  .5837  .056 Uiso calc R 1 . . H
  C16  .1880(4)  .3823(3)  .56760(13)  .0498(7) Uani d . 1 . . C
  H16A  .0956  .4232  .5434  .060 Uiso calc R 1 . . H
  H16B  .2713  .3463  .5377  .060 Uiso calc R 1 . . H
  O17  .1126(3)  .29102(19)  .60680(9)  .0522(5) Uani d . 1 . . O
  C18  .0187(5)  .2026(3)  .57215(14)  .0541(7) Uani d . 1 . . C
  H18A  .0918  .1735  .5371  .065 Uiso calc R 1 . . H
  H18B  -.0878  .2386  .5541  .065 Uiso calc R 1 . . H
  C19  -.0319(4)  .0974(3)  .61435(15)  .0494(7) Uani d . 1 . . C
  C20  -.0931(5)  -.0095(3)  .58775(18)  .0636(9) Uani d . 1 . . C
  H20  -.1013  -.0158  .5435  .076 Uiso calc R 1 . . H
  C21  -.1424(6)  -.1070(4)  .6249(2)  .0739(11) Uani d . 1 . . C
  H21  -.1840  -.1779  .6059  .089 Uiso calc R 1 . . H
  C22  -.1298(5)  -.0989(4)  .6901(2)  .0768(11) Uani d . 1 . . C
  H22  -.1632  -.1644  .7155  .092 Uiso calc R 1 . . H
  C23  -.0684(5)  .0052(4)  .71756(18)  .0773(12) Uani d . 1 . . C
  H23  -.0589  .0103  .7618  .093 Uiso calc R 1 . . H
  C24  -.0199(5)  .1035(4)  .67986(16)  .0615(9) Uani d . 1 . . C
  H24  .0212  .1744  .6991  .074 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
  Cl1  .1213(8)  .0563(4)  .0514(4)  .0020(6)  -.0158(5)  .0121(4)
  N1  .0587(15)  .0489(13)  .0441(12)  -.0035(14)  .0023(12)  -.0013(11)
  C2  .0567(18)  .0464(15)  .0480(16)  -.0009(15)  .0037(13)  -.0098(14)
  N3  .0479(13)  .0398(11)  .0450(13)  -.0020(12)  -.0024(10)  -.0026(11)
  C4  .0357(13)  .0369(13)  .0423(14)  -.0054(12)  -.0013(11)  .0001(11)
  C5  .0452(14)  .0355(13)  .0423(14)  -.0068(12)  -.0034(12)  .0003(11)
  C6  .0521(16)  .0427(14)  .0454(14)  -.0076(14)  -.0007(13)  .0056(12)
  N7  .0657(16)  .0327(10)  .0496(13)  .0003(12)  -.0099(13)  -.0014(10)
  C8  .0604(17)  .0367(14)  .0497(16)  .0024(14)  -.0070(15)  -.0053(12)
  N9  .0451(11)  .0329(10)  .0425(12)  -.0002(10)  -.0047(11)  -.0015(9)
  C10  .0479(15)  .0348(12)  .0437(13)  .0004(13)  -.0044(14)  .0023(11)
  C11  .0583(18)  .0493(16)  .0585(17)  -.0138(15)  -.0022(16)  .0083(15)
  C12  .0580(19)  .069(2)  .078(2)  -.0064(18)  .0161(19)  .0069(19)
  O13  .0521(12)  .0550(12)  .0670(13)  .0029(11)  .0086(11)  -.0169(11)
  C14  .0440(14)  .0367(12)  .0384(13)  -.0023(12)  .0013(12)  -.0006(11)
  C15  .0476(15)  .0469(15)  .0467(15)  .0073(13)  -.0009(13)  -.0004(13)
  C16  .0513(16)  .0622(17)  .0359(13)  .0025(16)  -.0070(13)  .0005(13)
  O17  .0525(12)  .0622(12)  .0420(10)  -.0069(11)  -.0076(9)  -.0063(10)
  C18  .0586(18)  .0594(17)  .0442(15)  -.0002(17)  -.0145(14)  -.0054(14)
  C19  .0368(14)  .0583(17)  .0531(16)  .0061(14)  -.0056(13)  -.0073(15)
  C20  .068(2)  .063(2)  .0606(19)  .002(2)  -.0086(18)  -.0070(16)
  C21  .078(2)  .061(2)  .082(3)  -.004(2)  -.001(2)  .001(2)
  C22  .056(2)  .085(3)  .090(3)  .000(2)  .008(2)  .021(3)
  C23  .0536(19)  .123(4)  .056(2)  -.007(3)  .0041(17)  .004(2)
  C24  .0513(17)  .083(2)  .0500(17)  -.010(2)  .0012(15)  -.0074(17)
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
  Cl1 C6 . 1.730(3) ?
  N1 C6 . 1.316(4) yes
  N1 C2 . 1.341(4) yes
  C2 N3 . 1.329(4) yes
  C2 H2 .  .9300 ?
  N3 C4 . 1.329(3) yes
  C4 N9 . 1.367(3) yes
  C4 C5 . 1.398(4) yes
  C5 C6 . 1.381(4) yes
  C5 N7 . 1.382(4) yes
  N7 C8 . 1.305(4) yes
  C8 N9 . 1.375(4) yes
  C8 H8 .  .9300 ?
  N9 C10 . 1.472(3) yes
  C10 C14 . 1.519(4) ?
  C10 C11 . 1.522(4) ?
  C10 H10 .  .9800 ?
  C11 C12 . 1.491(5) ?
  C11 H11A .  .9700 ?
  C11 H11B .  .9700 ?
  C12 O13 . 1.415(4) yes
  C12 H12A .  .9700 ?
  C12 H12B .  .9700 ?
  O13 C14 . 1.435(3) yes
  C14 C15 . 1.521(4) ?
  C14 H14 .  .9800 ?
  C15 C16 . 1.498(4) ?
  C15 H15A .  .9700 ?
  C15 H15B .  .9700 ?
  C16 O17 . 1.415(3) yes
  C16 H16A .  .9700 ?
  C16 H16B .  .9700 ?
  O17 C18 . 1.404(3) yes
  C18 C19 . 1.504(4) ?
  C18 H18A .  .9700 ?
  C18 H18B .  .9700 ?
  C19 C24 . 1.375(5) ?
  C19 C20 . 1.380(4) ?
  C20 C21 . 1.376(5) ?
  C20 H20 .  .9300 ?
  C21 C22 . 1.368(6) ?
  C21 H21 .  .9300 ?
  C22 C23 . 1.362(6) ?
  C22 H22 .  .9300 ?
  C23 C24 . 1.388(5) ?
  C23 H23 .  .9300 ?
  C24 H24 .  .9300 ?