data_2011631
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  e600
_journal_page_last  e601
_publ_section_title
;
A dideoxydidehydronucleoside derivative
;
loop_
_publ_author_name
  'Swenson, Dale C.'
  'Nair, Vasu'
  'Bera, Sanjib'
_chemical_formula_moiety  'C11 H13 N3 O4'
_chemical_formula_sum  'C11 H13 N3 O4'
_chemical_formula_weight  251.24
_symmetry_cell_setting  'Monoclinic'
_symmetry_space_group_name_H-M  'I 2'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z'
  'x+1/2, y+1/2, z+1/2'
  '-x+1/2, y+1/2, -z+1/2'
_cell_length_a  15.995(2)
_cell_length_b  6.8650(10)
_cell_length_c  21.934(5)
_cell_angle_alpha  90.00
_cell_angle_beta  94.16(2)
_cell_angle_gamma  90.00
_cell_volume  2402.1(7)
_cell_formula_units_Z  8
_cell_measurement_temperature  213(2)
_exptl_crystal_density_diffrn  1.389
_diffrn_ambient_temperature  213(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
  N1A  .62987(16)  .6799(4)  .32781(12)  .0396(6) Uani d . 1 . . N
  C2A  .6342(2)  .6182(5)  .26694(14)  .0384(8) Uani d . 1 . . C
  O2A  .62436(16)  .4432(3)  .25443(11)  .0497(6) Uani d . 1 . . O
  N3A  .64866(17)  .7528(4)  .22349(12)  .0381(6) Uani d . 1 . . N
  C4A  .66029(18)  .9390(5)  .23880(15)  .0370(7) Uani d . 1 . . C
  N4A  .66864(17) 1.0679(4)  .19433(12)  .0437(7) Uani d . 1 . . N
  H4A1  .6665 1.0301  .1569  .052 Uiso calc R 1 . . H
  H4A2  .6762 1.1891  .2031  .052 Uiso calc R 1 . . H
  C5A  .6635(2) 1.0027(5)  .30127(15)  .0441(8) Uani d . 1 . . C
  H5A  .6764 1.1308  .3119  .053 Uiso calc R 1 . . H
  C6A  .6473(2)  .8713(5)  .34311(15)  .0435(8) Uani d . 1 . . C
  H6A  .6477  .9091  .3838  .052 Uiso calc R 1 . . H
  O1'A  .54676(17)  .3059(5)  .42688(12)  .0733(9) Uani d . 1 . . O
  C2'A  .6119(2)  .3866(6)  .46711(16)  .0518(9) Uani d . 1 . . C
  H2'A  .5881  .4467  .5024  .062 Uiso calc R 1 . . H
  C3'A  .6518(2)  .5394(6)  .42967(15)  .0504(9) Uani d . 1 . . C
  H3'A  .6967  .6179  .4433  .060 Uiso calc R 1 . . H
  C4'A  .61363(19)  .5452(5)  .37491(14)  .0398(7) Uani d . 1 . . C
  C5'A  .5427(2)  .4036(6)  .36962(15)  .0486(8) Uani d . 1 . . C
  H5'3  .4896  .4707  .3622  .058 Uiso calc R 1 . . H
  H5'4  .5494  .3123  .3366  .058 Uiso calc R 1 . . H
  C6'A  .6729(2)  .2301(6)  .48793(19)  .0630(10) Uani d . 1 . . C
  H6'3  .7022  .1852  .4534  .076 Uiso calc R 1 . . H
  H6'4  .7141  .2837  .5179  .076 Uiso calc R 1 . . H
  O6'A  .63128(19)  .0661(5)  .51458(14)  .0757(8) Uani d . 1 . . O
  C7'A  .6220(3)  .0767(10)  .5736(3)  .0867(16) Uani d . 1 . . C
  O7'A  .6488(3)  .2085(9)  .60597(17)  .1191(16) Uani d . 1 . . O
  C8'A  .5717(4)  -.0952(10)  .5941(3)  .127(3) Uani d . 1 . . C
  H8'4  .5969  -.2141  .5814  .191 Uiso calc R 1 . . H
  H8'5  .5154  -.0868  .5760  .191 Uiso calc R 1 . . H
  H8'6  .5710  -.0938  .6378  .191 Uiso calc R 1 . . H
  N1B  .88680(17)  .4728(4)  .53657(12)  .0396(6) Uani d . 1 . . N
  C2B  .8724(2)  .5296(5)  .47537(15)  .0388(7) Uani d . 1 . . C
  O2B  .86200(17)  .7040(3)  .46333(11)  .0542(6) Uani d . 1 . . O
  N3B  .87003(17)  .3921(4)  .43128(12)  .0400(6) Uani d . 1 . . N
  C4B  .8818(2)  .2035(5)  .44639(14)  .0374(7) Uani d . 1 . . C
  N4B  .87731(19)  .0744(5)  .40148(13)  .0513(7) Uani d . 1 . . N
  H4B1  .8672  .1122  .3643  .062 Uiso calc R 1 . . H
  H4B2  .8845  -.0474  .4095  .062 Uiso calc R 1 . . H
  C5B  .8981(2)  .1417(5)  .50832(15)  .0420(8) Uani d . 1 . . C
  H5B  .9066  .0112  .5182  .050 Uiso calc R 1 . . H
  C6B  .9005(2)  .2802(5)  .55164(15)  .0434(8) Uani d . 1 . . C
  H6B  .9116  .2455  .5924  .052 Uiso calc R 1 . . H
  O1'B  .85489(17)  .8726(4)  .64398(12)  .0639(7) Uani d . 1 . . O
  C2'B  .9346(2)  .7969(6)  .66829(17)  .0564(10) Uani d . 1 . . C
  H2'B  .9762  .9019  .6702  .068 Uiso calc R 1 . . H
  C3'B  .9572(2)  .6497(6)  .62247(15)  .0509(9) Uani d . 1 . . C
  H3'B 1.0090  .5888  .6218  .061 Uiso calc R 1 . . H
  C4'B  .8927(2)  .6193(5)  .58317(14)  .0421(8) Uani d . 1 . . C
  C5'B  .8203(2)  .7440(5)  .59756(16)  .0527(9) Uani d . 1 . . C
  H5'1  .7987  .8161  .5618  .063 Uiso calc R 1 . . H
  H5'2  .7755  .6660  .6125  .063 Uiso calc R 1 . . H
  C6'B  .9285(3)  .7125(7)  .73152(17)  .0602(10) Uani d . 1 . . C
  H6'1  .9817  .6544  .7457  .072 Uiso calc R 1 . . H
  H6'2  .9158  .8150  .7598  .072 Uiso calc R 1 . . H
  O6'B  .86357(16)  .5669(5)  .72953(12)  .0590(7) Uani d . 1 . . O
  C7'B  .8842(3)  .3783(8)  .7355(2)  .0701(12) Uani d . 1 . . C
  O7'B  .9543(2)  .3234(6)  .7413(3)  .1290(17) Uani d . 1 . . O
  C8'B  .8083(3)  .2535(8)  .7344(3)  .0978(17) Uani d . 1 . . C
  H8'1  .7757  .2714  .6963  .147 Uiso calc R 1 . . H
  H8'2  .7754  .2889  .7676  .147 Uiso calc R 1 . . H
  H8'3  .8248  .1194  .7385  .147 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
  N1A  .0490(15)  .0345(16)  .0354(14)  -.0043(12)  .0040(11)  -.0028(12)
  C2A  .0431(18)  .0357(19)  .0363(17)  .0042(14)  .0023(13)  -.0052(15)
  O2A  .0752(17)  .0271(13)  .0474(14)  -.0011(11)  .0077(12)  -.0063(11)
  N3A  .0467(15)  .0321(15)  .0358(13)  .0009(12)  .0043(12)  -.0016(12)
  C4A  .0357(17)  .0348(18)  .0402(18)  .0003(14)  .0014(14)  -.0021(14)
  N4A  .0597(17)  .0323(14)  .0387(14)  -.0030(13)  .0015(13)  .0020(12)
  C5A  .061(2)  .0297(18)  .0419(18)  -.0038(15)  .0039(16)  -.0035(15)
  C6A  .059(2)  .0329(17)  .0385(17)  -.0039(16)  .0045(15)  -.0102(16)
  O1'A  .0702(17)  .092(2)  .0558(16)  -.0396(16)  -.0104(13)  .0267(15)
  C2'A  .053(2)  .059(2)  .0429(19)  -.0133(18)  .0019(16)  .0052(19)
  C3'A  .0523(19)  .052(2)  .047(2)  -.0130(18)  .0002(16)  .0014(18)
  C4'A  .0419(17)  .0391(18)  .0388(17)  -.0010(15)  .0067(14)  -.0012(15)
  C5'A  .0507(19)  .053(2)  .0418(19)  -.0118(17)  .0005(14)  .0005(17)
  C6'A  .062(2)  .065(3)  .063(2)  -.007(2)  .0097(19)  .014(2)
  O6'A  .085(2)  .072(2)  .0725(19)  -.0027(17)  .0176(16)  .0191(17)
  C7'A  .072(3)  .112(5)  .077(4)  .029(3)  .012(3)  .038(3)
  O7'A  .111(3)  .177(5)  .068(2)  .007(3)  -.004(2)  .006(3)
  C8'A  .120(5)  .123(5)  .147(5)  .030(4)  .063(4)  .086(5)
  N1B  .0546(17)  .0308(14)  .0333(14)  .0027(12)  .0026(12)  -.0006(12)
  C2B  .0498(19)  .0278(18)  .0385(17)  -.0065(15)  .0025(14)  -.0010(15)
  O2B  .0885(18)  .0292(13)  .0450(13)  -.0015(12)  .0061(12)  .0018(11)
  N3B  .0553(16)  .0290(14)  .0358(14)  -.0021(12)  .0033(12)  .0011(13)
  C4B  .0483(18)  .0276(16)  .0369(17)  -.0031(14)  .0066(14)  -.0011(15)
  N4B  .083(2)  .0312(15)  .0391(15)  .0010(14)  .0031(14)  -.0021(13)
  C5B  .055(2)  .0299(17)  .0407(18)  .0033(14)  .0023(15)  .0028(15)
  C6B  .0516(19)  .041(2)  .0378(18)  .0023(16)  .0061(15)  .0061(16)
  O1'B  .0845(18)  .0507(16)  .0560(15)  .0122(15)  .0016(13)  -.0187(14)
  C2'B  .062(2)  .054(2)  .052(2)  -.012(2)  .0017(18)  -.0180(19)
  C3'B  .0478(19)  .057(2)  .049(2)  -.0045(16)  .0067(16)  -.0121(17)
  C4'B  .052(2)  .0360(18)  .0388(18)  -.0020(15)  .0083(15)  -.0048(15)
  C5'B  .059(2)  .051(2)  .0481(19)  .0062(18)  .0032(16)  -.0081(18)
  C6'B  .063(2)  .068(3)  .049(2)  -.001(2)  -.0021(18)  -.021(2)
  O6'B  .0542(15)  .0656(19)  .0578(16)  .0017(14)  .0080(12)  -.0085(14)
  C7'B  .065(3)  .070(3)  .077(3)  .007(2)  .018(2)  -.005(3)
  O7'B  .072(2)  .091(3)  .225(5)  .022(2)  .018(3)  .006(3)
  C8'B  .090(3)  .072(4)  .136(5)  -.014(3)  .038(3)  -.020(3)
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
  N1A C6A . 1.379(4) yes
  N1A C2A . 1.407(4) yes
  N1A C4'A . 1.425(4) yes
  C2A O2A . 1.239(4) yes
  C2A N3A . 1.359(4) yes
  N3A C4A . 1.331(4) yes
  C4A N4A . 1.331(4) yes
  C4A C5A . 1.435(4) yes
  N4A H4A1 .  .8600 ?
  N4A H4A2 .  .8600 ?
  C5A C6A . 1.326(5) yes
  C5A H5A .  .9300 ?
  C6A H6A .  .9300 ?
  O1'A C5'A . 1.421(4) yes
  O1'A C2'A . 1.428(4) yes
  C2'A C6'A . 1.499(6) yes
  C2'A C3'A . 1.503(5) yes
  C2'A H2'A .  .9800 ?
  C3'A C4'A . 1.308(5) yes
  C3'A H3'A .  .9300 ?
  C4'A C5'A . 1.492(5) yes
  C5'A H5'3 .  .9700 ?
  C5'A H5'4 .  .9700 ?
  C6'A O6'A . 1.452(5) yes
  C6'A H6'3 .  .9700 ?
  C6'A H6'4 .  .9700 ?
  O6'A C7'A . 1.315(6) yes
  C7'A O7'A . 1.210(8) yes
  C7'A C8'A . 1.515(8) yes
  C8'A H8'4 .  .9600 ?
  C8'A H8'5 .  .9600 ?
  C8'A H8'6 .  .9600 ?
  N1B C6B . 1.376(4) yes
  N1B C2B . 1.401(4) yes
  N1B C4'B . 1.432(4) yes
  C2B O2B . 1.235(4) yes
  C2B N3B . 1.350(4) yes
  N3B C4B . 1.346(4) yes
  C4B N4B . 1.323(4) yes
  C4B C5B . 1.429(4) yes
  N4B H4B1 .  .8600 ?
  N4B H4B2 .  .8600 ?
  C5B C6B . 1.343(5) yes
  C5B H5B .  .9300 ?
  C6B H6B .  .9300 ?
  O1'B C5'B . 1.429(4) yes
  O1'B C2'B . 1.442(5) yes
  C2'B C3'B . 1.488(5) yes
  C2'B C6'B . 1.513(6) yes
  C2'B H2'B .  .9800 ?
  C3'B C4'B . 1.312(5) yes
  C3'B H3'B .  .9300 ?
  C4'B C5'B . 1.492(5) yes
  C5'B H5'1 .  .9700 ?
  C5'B H5'2 .  .9700 ?
  C6'B O6'B . 1.440(5) yes
  C6'B H6'1 .  .9700 ?
  C6'B H6'2 .  .9700 ?
  O6'B C7'B . 1.340(6) yes
  C7'B O7'B . 1.181(5) yes
  C7'B C8'B . 1.484(7) yes
  C8'B H8'1 .  .9600 ?
  C8'B H8'2 .  .9600 ?
  C8'B H8'3 .  .9600 ?