data_2008930
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1560
_journal_page_last  1562
_publ_section_title
;
9-(2'-Deoxy-\a-D-ribofuranosyl)-7-iodo-7-deazaadenine
;
loop_
_publ_author_name
  'Seela, Frank'
  'Zulauf, Matthias'
  'Reuter, Hans'
  'Kastner, Guido'
_chemical_name_common  9-(2'-Deoxy-\a-D-ribofuranosyl)-7-iodo-7-deazaadenine
_chemical_formula_sum  'C11 H13 I N4 O3'
_chemical_formula_weight  376.15
_chemical_melting_point  .469E-305
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  8.5158(8)
_cell_length_b  7.0115(6)
_cell_length_c  10.9335(13)
_cell_angle_alpha  90.00
_cell_angle_beta  97.375(12)
_cell_angle_gamma  90.00
_cell_volume  647.42(11)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.930
_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 0.2853(4) 0.1848(9) 0.7422(3) 0.0286(12) Uani d . 1 . . N
  C2 0.4050(5) 0.1768(13) 0.6730(4) 0.0270(13) Uani d . 1 . . C
  H2 0.5064 0.1893 0.7154 0.040(4) Uiso calc R 1 . . H
  N3 0.3967(3) 0.1533(13) 0.5520(2) 0.0244(6) Uani d . 1 . . N
  C4 0.2464(4) 0.153(3) 0.4973(3) 0.0214(7) Uani d . 1 . . C
  C5 0.1091(4) 0.1611(13) 0.5557(3) 0.0225(7) Uani d . 1 . . C
  C6 0.1357(5) 0.1749(12) 0.6855(4) 0.0257(11) Uani d . 1 . . C
  N6 0.0170(4) 0.1794(11) 0.7565(3) 0.0380(12) Uani d D 1 . . N
  H61 0.0297 0.1291 0.8311 0.040(4) Uiso d RD 1 . . H
  H62 -0.0751 0.2223 0.7216 0.040(4) Uiso d RD 1 . . H
  C7 -0.0223(4) 0.1502(13) 0.4598(3) 0.0255(7) Uani d . 1 . . C
  I7 -0.26236(2) 0.15377(5) 0.48074(2) 0.03015(12) Uani d . 1 . . I
  C8 0.0368(5) 0.1371(13) 0.3519(4) 0.0282(12) Uani d . 1 . . C
  H8 -0.0233 0.1302 0.2747 0.040(4) Uiso calc R 1 . . H
  N9 0.2007(4) 0.1354(11) 0.3731(3) 0.0251(10) Uani d . 1 . . N
  C1' 0.3094(5) 0.1046(7) 0.2813(4) 0.0291(14) Uani d . 1 . . C
  H1' 0.4154 0.0776 0.3242 0.040(4) Uiso calc R 1 . . H
  C2' 0.3189(7) 0.2736(8) 0.1966(5) 0.0392(13) Uani d . 1 . . C
  H2'1 0.4116 0.3508 0.2231 0.040(4) Uiso calc R 1 . . H
  H2'2 0.2250 0.3527 0.1936 0.040(4) Uiso calc R 1 . . H
  C3' 0.3305(5) 0.1815(11) 0.0722(3) 0.0291(13) Uani d . 1 . . C
  H3' 0.4401 0.1425 0.0679 0.040(4) Uiso calc R 1 . . H
  O3' 0.2806(5) 0.3090(6) -0.0258(3) 0.0402(9) Uani d . 1 . . O
  H3'O 0.2497 0.4086 0.0023 0.040(4) Uiso calc R 1 . . H
  C4' 0.2267(5) 0.0040(7) 0.0789(4) 0.0242(9) Uani d . 1 . . C
  H4' 0.1148 0.0375 0.0581 0.040(4) Uiso calc R 1 . . H
  O4' 0.2577(4) -0.0536(5) 0.2057(3) 0.0312(8) Uani d . 1 . . O
  C5' 0.2687(6) -0.1648(8) -0.0001(4) 0.0337(12) Uani d . 1 . . C
  H5'1 0.2702 -0.1236 -0.0846 0.040(4) Uiso calc R 1 . . H
  H5'2 0.3730 -0.2127 0.0310 0.040(4) Uiso calc R 1 . . H
  O5' 0.1555(4) -0.3098(6) 0.0041(3) 0.0466(11) Uani d . 1 . . O
  H5'O 0.1993 -0.4141 0.0057 0.040(4) 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 0.0374(18) 0.031(3) 0.0175(13) 0.005(2) 0.0045(12) -0.0008(17)
  C2 0.0285(18) 0.029(4) 0.0235(16) 0.006(3) 0.0017(14) 0.002(3)
  N3 0.0251(14) 0.0269(16) 0.0215(13) -0.002(4) 0.0041(11) -0.002(4)
  C4 0.0285(17) 0.0200(17) 0.0159(14) -0.001(4) 0.0041(13) -0.004(5)
  C5 0.0252(16) 0.0200(17) 0.0232(15) 0.001(4) 0.0065(13) 0.004(4)
  C6 0.0309(18) 0.023(3) 0.0247(16) 0.003(3) 0.0078(14) 0.002(3)
  N6 0.0367(18) 0.056(4) 0.0236(15) 0.005(3) 0.0122(13) 0.006(2)
  C7 0.0217(16) 0.0250(19) 0.0301(16) -0.001(4) 0.0042(13) -0.002(5)
  I7 0.02179(15) 0.02782(16) 0.04109(17) -0.0003(2) 0.00502(10) -0.0060(3)
  C8 0.0282(18) 0.032(3) 0.0222(16) 0.001(3) -0.0036(14) -0.006(3)
  N9 0.0238(14) 0.035(3) 0.0176(13) 0.000(3) 0.0057(11) 0.000(2)
  C1' 0.028(2) 0.043(4) 0.0180(18) -0.008(2) 0.0083(15) -0.0045(19)
  C2' 0.057(4) 0.038(3) 0.024(3) -0.021(3) 0.011(2) -0.004(2)
  C3' 0.037(2) 0.033(4) 0.0185(16) -0.005(3) 0.0078(14) 0.002(2)
  O3' 0.068(2) 0.0321(19) 0.0238(16) -0.001(2) 0.0168(16) -0.0012(15)
  C4' 0.028(2) 0.028(2) 0.018(2) 0.001(2) 0.0066(16) -0.0052(18)
  O4' 0.042(2) 0.0309(19) 0.0229(17) -0.0044(17) 0.0118(15) -0.0040(15)
  C5' 0.047(3) 0.035(3) 0.022(2) 0.002(2) 0.013(2) -0.006(2)
  O5' 0.050(2) 0.024(3) 0.068(2) -0.0103(18) 0.0185(17) -0.0155(18)
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 C6 . 1.345(5) ?
  N1 C2 . 1.347(5) ?
  C2 N3 . 1.326(5) ?
  C2 H2 . 0.9300 ?
  N3 C4 . 1.342(4) ?
  C4 N9 . 1.369(5) ?
  C4 C5 . 1.404(4) ?
  C5 C6 . 1.411(5) ?
  C5 C7 . 1.434(5) ?
  C6 N6 . 1.351(5) yes
  N6 H61 . 0.8826 ?
  N6 H62 . 0.8797 ?
  C7 C8 . 1.344(5) ?
  C7 I7 . 2.086(3) ?
  C8 N9 . 1.385(5) ?
  C8 H8 . 0.9300 ?
  N9 C1' . 1.466(5) ?
  C1' O4' . 1.419(5) yes
  C1' C2' . 1.512(7) ?
  C1' H1' . 0.9800 ?
  C2' C3' . 1.520(7) ?
  C2' H2'1 . 0.9700 ?
  C2' H2'2 . 0.9700 ?
  C3' O3' . 1.418(7) ?
  C3' C4' . 1.534(8) ?
  C3' H3' . 0.9800 ?
  O3' H3'O . 0.8200 ?
  C4' O4' . 1.436(5) yes
  C4' C5' . 1.534(7) ?
  C4' H4' . 0.9800 ?
  C5' O5' . 1.406(7) ?
  C5' H5'1 . 0.9700 ?
  C5' H5'2 . 0.9700 ?
  O5' H5'O . 0.8200 ?