data_2011132
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  890
_journal_page_last  891
_publ_section_title
;
Methyl {1-[2,3-O-isopropylidene-5-O-(4-nitrobenzoyl)-\a-D-
ribofuranosyl]-4-methoxycarbonyl-1,2,3-triazol-5-yl} acetate
;
loop_
_publ_author_name
  'Leban, Ivan'
  '\<Stimac, Anton'
  'Kobe, Jo\<ze'
  'Giester, Gerald'
_chemical_formula_sum  'C22 H24 N4 O11'
_chemical_formula_weight  520.45
_chemical_melting_point  '204-206'
_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+1/2, -z'
  '-x, y+1/2, -z+1/2'
  '-x+1/2, -y, z+1/2'
_cell_length_a  8.845(2)
_cell_length_b  9.931(2)
_cell_length_c  27.325(5)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2400.2(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.440
_exptl_crystal_density_meas  1.42(5)
_diffrn_ambient_temperature  150(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
  C1'  -.6307(4)  -.8855(4)  -.18894(14)  .0376(9) Uani d . 1 . . C
  H1  -.6961  -.8915  -.2187  .056 Uiso calc R 1 . . H
  C2'  -.4774(4)  -.8216(4)  -.20306(14)  .0378(9) Uani d . 1 . . C
  H2  -.4650  -.8148  -.2393  .057 Uiso calc R 1 . . H
  C3'  -.4820(4)  -.6825(4)  -.17878(14)  .0392(9) Uani d . 1 . . C
  H3  -.4540  -.6089  -.2020  .059 Uiso calc R 1 . . H
  C4'  -.6409(5)  -.6661(4)  -.15912(15)  .0379(9) Uani d . 1 . . C
  H4  -.6346  -.6251  -.1258  .057 Uiso calc R 1 . . H
  O4'  -.7006(3)  -.8011(3)  -.15439(9)  .0373(7) Uani d . 1 . . O
  C5'  -.7432(5)  -.5803(4)  -.19017(14)  .0417(10) Uani d . 1 . . C
  H5  -.8449  -.5739  -.1752  .063 Uiso calc R 1 . . H
  H6  -.7013  -.4883  -.1936  .063 Uiso calc R 1 . . H
  O2  -.3545(3)  -.8892(3)  -.18087(11)  .0440(7) Uani d . 1 . . O
  C1  -.2650(5)  -.7883(4)  -.15631(16)  .0453(10) Uani d . 1 . . C
  O3  -.3766(3)  -.6952(3)  -.13990(10)  .0454(7) Uani d . 1 . . O
  C2  -.1880(5)  -.8498(6)  -.11333(18)  .0622(13) Uani d . 1 . . C
  H7  -.1128  -.9152  -.1247  .093 Uiso calc R 1 . . H
  H8  -.2630  -.8955  -.0928  .093 Uiso calc R 1 . . H
  H9  -.1377  -.7793  -.0943  .093 Uiso calc R 1 . . H
  C3  -.1558(5)  -.7230(5)  -.19226(19)  .0545(12) Uani d . 1 . . C
  H10  -.0810  -.7896  -.2029  .082 Uiso calc R 1 . . H
  H11  -.1041  -.6476  -.1763  .082 Uiso calc R 1 . . H
  H12  -.2120  -.6898  -.2207  .082 Uiso calc R 1 . . H
  O11  -.7515(3)  -.6456(3)  -.23720(9)  .0403(7) Uani d . 1 . . O
  O12  -.9497(3)  -.5140(3)  -.25665(10)  .0470(7) Uani d . 1 . . O
  C10  -.8659(4)  -.6053(4)  -.26637(14)  .0387(9) Uani d . 1 . . C
  C11  -.8791(4)  -.6907(4)  -.31113(15)  .0380(9) Uani d . 1 . . C
  C12 -1.0027(5)  -.6691(5)  -.34182(16)  .0482(11) Uani d . 1 . . C
  H13 -1.0718  -.5988  -.3345  .072 Uiso calc R 1 . . H
  C13 -1.0260(5)  -.7470(5)  -.38204(17)  .0510(11) Uani d . 1 . . C
  H14 -1.1100  -.7316  -.4030  .076 Uiso calc R 1 . . H
  C14  -.9246(5)  -.8488(4)  -.39157(15)  .0442(10) Uani d . 1 . . C
  C15  -.8003(5)  -.8719(4)  -.36319(15)  .0469(10) Uani d . 1 . . C
  H15  -.7304  -.9409  -.3715  .070 Uiso calc R 1 . . H
  C16  -.7779(5)  -.7930(4)  -.32216(15)  .0428(10) Uani d . 1 . . C
  H16  -.6932  -.8087  -.3015  .064 Uiso calc R 1 . . H
  N11  -.9517(5)  -.9355(4)  -.43481(15)  .0591(11) Uani d . 1 . . N
  O111  -.8537(5) -1.0111(4)  -.44807(15)  .0944(14) Uani d . 1 . . O
  O112 -1.0716(5)  -.9275(5)  -.45604(16)  .0865(12) Uani d . 1 . . O
  N1  -.6159(4) -1.0186(3)  -.16730(11)  .0373(8) Uani d . 1 . . N
  N2  -.6226(4) -1.1245(4)  -.19845(13)  .0483(9) Uani d . 1 . . N
  N3  -.6018(4) -1.2321(4)  -.17292(16)  .0529(10) Uani d . 1 . . N
  C4  -.5828(5) -1.1970(4)  -.12519(18)  .0493(11) Uani d . 1 . . C
  C5  -.5904(4) -1.0568(4)  -.12095(14)  .0361(9) Uani d . 1 . . C
  C20  -.5770(5)  -.9642(4)  -.07831(14)  .0386(9) Uani d . 1 . . C
  H17  -.5166  -.8846  -.0879  .058 Uiso calc R 1 . . H
  H18  -.5226 -1.0108  -.0516  .058 Uiso calc R 1 . . H
  C21  -.7284(5)  -.9183(4)  -.05990(13)  .0394(10) Uani d . 1 . . C
  O21  -.8440(3)  -.9786(3)  -.06469(10)  .0489(8) Uani d . 1 . . O
  O22  -.7165(4)  -.8023(3)  -.03613(10)  .0545(8) Uani d . 1 . . O
  C22  -.8542(7)  -.7580(6)  -.0119(2)  .0814(19) Uani d . 1 . . C
  H19  -.8351  -.6730  .0052  .122 Uiso calc R 1 . . H
  H20  -.8865  -.8265  .0117  .122 Uiso calc R 1 . . H
  H21  -.9339  -.7446  -.0363  .122 Uiso calc R 1 . . H
  C31  -.5648(7) -1.3016(6)  -.0904(2)  .0708(15) Uani d . 1 . . C
  O31  -.5500(5) -1.4199(3)  -.0977(2)  .0924(14) Uani d . 1 . . O
  O32  -.5689(8) -1.2559(4)  -.04509(18)  .119(2) Uani d . 1 . . O
  C32  -.5566(18) -1.3652(8)  -.0091(3)  .194(6) Uani d . 1 . . C
  H22  -.5566 -1.3272  .0240  .291 Uiso calc R 1 . . H
  H23  -.4622 -1.4148  -.0145  .291 Uiso calc R 1 . . H
  H24  -.6426 -1.4265  -.0128  .291 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
  C1'  .034(2)  .046(2)  .033(2)  -.006(2)  .0025(17)  -.0025(18)
  C2'  .035(2)  .042(2)  .0363(19)  -.0078(19)  .0037(17)  -.0011(18)
  C3'  .033(2)  .041(2)  .043(2)  -.0055(19)  .0012(18)  -.0012(19)
  C4'  .034(2)  .036(2)  .044(2)  -.0064(18)  .0032(18)  -.0044(19)
  O4'  .0333(14)  .0381(15)  .0405(14)  -.0030(13)  .0074(12)  .0011(13)
  C5'  .036(2)  .043(2)  .046(2)  -.003(2)  .0047(19)  -.0060(19)
  O2  .0284(13)  .0425(16)  .0610(17)  -.0063(13)  .0026(13)  .0015(15)
  C1  .032(2)  .047(2)  .057(2)  -.003(2)  .004(2)  -.003(2)
  O3  .0318(14)  .0539(17)  .0505(16)  -.0021(15)  -.0034(13)  -.0108(15)
  C2  .043(2)  .073(3)  .070(3)  .006(3)  -.006(2)  .001(3)
  C3  .034(2)  .049(3)  .081(3)  -.011(2)  .009(2)  -.005(2)
  O11  .0367(14)  .0422(15)  .0420(14)  .0053(13)  .0012(12)  -.0004(13)
  O12  .0396(16)  .0448(16)  .0566(16)  .0098(15)  .0042(14)  .0007(14)
  C10  .031(2)  .037(2)  .048(2)  -.001(2)  .0067(19)  .0085(19)
  C11  .0276(19)  .042(2)  .045(2)  .0009(18)  .0039(17)  .0087(19)
  C12  .033(2)  .052(3)  .059(2)  .011(2)  .001(2)  -.004(2)
  C13  .036(2)  .060(3)  .057(3)  .003(2)  -.009(2)  -.003(2)
  C14  .040(2)  .046(2)  .046(2)  -.002(2)  .0027(19)  .000(2)
  C15  .047(2)  .046(2)  .048(2)  .012(2)  .001(2)  .005(2)
  C16  .037(2)  .047(2)  .045(2)  .005(2)  .0008(19)  .006(2)
  N11  .067(3)  .055(2)  .055(2)  .006(2)  -.004(2)  -.001(2)
  O111  .104(3)  .095(3)  .084(3)  .044(3)  -.024(2)  -.037(2)
  O112  .078(3)  .093(3)  .089(3)  .005(3)  -.029(2)  -.021(2)
  N1  .0351(18)  .0349(17)  .0420(18)  -.0102(15)  .0050(15)  -.0060(15)
  N2  .0409(19)  .048(2)  .056(2)  -.0089(19)  .0123(18)  -.022(2)
  N3  .040(2)  .042(2)  .077(3)  -.0011(17)  .008(2)  -.022(2)
  C4  .039(2)  .037(2)  .072(3)  .004(2)  .006(2)  .000(2)
  C5  .029(2)  .034(2)  .045(2)  -.0032(17)  .0036(18)  .0001(17)
  C20  .040(2)  .039(2)  .037(2)  -.0070(19)  -.0032(18)  .0010(18)
  C21  .049(2)  .039(2)  .0308(19)  .001(2)  -.0069(18)  -.0023(18)
  O21  .0463(17)  .0527(18)  .0478(16)  -.0078(16)  .0087(14)  -.0090(15)
  O22  .069(2)  .0442(17)  .0509(17)  .0097(17)  -.0159(16)  -.0172(14)
  C22  .080(4)  .084(4)  .081(4)  .036(4)  -.018(3)  -.047(3)
  C31  .057(3)  .064(4)  .092(4)  .008(3)  -.007(3)  .000(3)
  O31  .080(3)  .0356(19)  .161(4)  .0039(19)  -.006(3)  .012(2)
  O32  .214(7)  .048(2)  .096(3)  .018(3)  -.034(4)  .032(2)
  C32  .39(2)  .087(5)  .104(6)  .012(10)  -.081(9)  .030(5)
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
  C1' O4' . 1.406(5) yes
  C1' N1 . 1.454(5) yes
  C1' C2' . 1.546(5) yes
  C2' O2 . 1.415(5) ?
  C2' C3' . 1.533(6) yes
  C3' O3 . 1.419(5) ?
  C3' C4' . 1.513(5) yes
  C4' O4' . 1.446(5) yes
  C4' C5' . 1.505(6) yes
  C5' O11 . 1.441(4) yes
  O2 C1 . 1.443(5) ?
  C1 O3 . 1.425(5) ?
  C1 C2 . 1.489(6) ?
  C1 C3 . 1.522(6) ?
  O11 C10 . 1.348(5) ?
  O12 C10 . 1.201(4) ?
  C10 C11 . 1.493(6) ?
  C11 C16 . 1.387(6) ?
  C11 C12 . 1.394(6) ?
  C12 C13 . 1.360(6) ?
  C13 C14 . 1.377(6) ?
  C14 C15 . 1.365(6) ?
  C14 N11 . 1.481(6) yes
  C15 C16 . 1.382(6) ?
  N11 O111 . 1.203(5) yes
  N11 O112 . 1.212(5) yes
  N1 C5 . 1.341(5) yes
  N1 N2 . 1.354(4) yes
  N2 N3 . 1.289(5) yes
  N3 C4 . 1.360(6) yes
  C4 C5 . 1.399(6) yes
  C4 C31 . 1.417(7) ?
  C5 C20 . 1.489(5) ?
  C20 C21 . 1.501(6) ?
  C21 O21 . 1.192(5) ?
  C21 O22 . 1.327(5) ?
  O22 C22 . 1.455(6) ?
  C31 O31 . 1.199(6) ?
  C31 O32 . 1.319(7) ?
  O32 C32 . 1.469(8) ?