data_2200907
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2002
_journal_volume  58
_journal_page_first  o224
_journal_page_last  o226
_publ_section_title
;
Methyl (2'R,3'R)-6-deoxy-3,4-O-(2',3'-dimethoxybutane-2',3'-diyl)-
2-O-toluene-p-sulfonyl-\a-L-mannopyranoside
;
loop_
_publ_author_name
  'Barnes, John C.'
  'Brimacombe, John S.'
  'Connolly, Lisa M. C.'
  'Dix, Alexander P.'
_chemical_formula_moiety  'C20 H30 O9 S'
_chemical_formula_sum  'C20 H30 O9 S'
_chemical_formula_iupac  'C20 H30 O9 S'
_chemical_formula_weight  446.50
_chemical_melting_point  '130-131'
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
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  8.7709(3)
_cell_length_b  14.0181(10)
_cell_length_c  18.1744(13)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  2234.6(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.327
_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  .9738(4)  .8151(3)  .7892(2)  .0220(8) Uani d . 1 . . C
  H1 1.0716  .8065  .8144  .031 Uiso calc R 1 . . H
  O1  .9181(3)  .90663(19)  .80578(15)  .0271(7) Uani d . 1 . . O
  C2  .8577(4)  .7461(3)  .8229(2)  .0183(8) Uani d . 1 . . C
  H2  .8334  .7654  .8734  .026 Uiso calc R 1 . . H
  O2  .9276(3)  .65154(17)  .82271(14)  .0192(6) Uani d . 1 . . O
  C3  .7152(4)  .7450(3)  .77667(19)  .0173(8) Uani d . 1 . . C
  H3  .6634  .8064  .7829  .024 Uiso calc R 1 . . H
  O3  .6155(3)  .6718(2)  .80176(13)  .0219(6) Uani d . 1 . . O
  C4  .7474(4)  .7315(3)  .69643(19)  .0175(8) Uani d . 1 . . C
  H4  .7881  .6673  .6881  .024 Uiso calc R 1 . . H
  O4  .6060(3)  .74243(19)  .65738(13)  .0192(6) Uani d . 1 . . O
  C5  .8603(4)  .8054(3)  .6682(2)  .0209(9) Uani d . 1 . . C
  H5  .8157  .8694  .6717  .029 Uiso calc R 1 . . H
  O5  .9959(3)  .79962(19)  .71360(13)  .0224(6) Uani d . 1 . . O
  C6  .9095(5)  .7858(3)  .5902(2)  .0296(10) Uani d . 1 . . C
  H6A  .9772  .8354  .5740  .041 Uiso calc R 1 . . H
  H6B  .8216  .7840  .5588  .041 Uiso calc R 1 . . H
  H6C  .9612  .7255  .5881  .041 Uiso calc R 1 . . H
  C7 1.0310(5)  .9802(3)  .7969(2)  .0361(11) Uani d . 1 . . C
  H7A 1.1088  .9728  .8336  .051 Uiso calc R 1 . . H
  H7B  .9836 1.0416  .8023  .051 Uiso calc R 1 . . H
  H7C 1.0757  .9754  .7488  .051 Uiso calc R 1 . . H
  C14  .4713(4)  .6744(3)  .7649(2)  .0250(9) Uani d . 1 . . C
  O14  .3986(3)  .7623(2)  .78006(16)  .0357(8) Uani d . 1 . . O
  C15  .3821(5)  .7843(4)  .8563(2)  .0517(16) Uani d . 1 . . C
  H15A  .3082  .7422  .8779  .072 Uiso calc R 1 . . H
  H15B  .3486  .8491  .8616  .072 Uiso calc R 1 . . H
  H15C  .4783  .7763  .8806  .072 Uiso calc R 1 . . H
  C16  .3834(5)  .5883(4)  .7926(2)  .0420(13) Uani d . 1 . . C
  H16A  .4377  .5311  .7801  .059 Uiso calc R 1 . . H
  H16B  .2843  .5871  .7702  .059 Uiso calc R 1 . . H
  H16C  .3726  .5923  .8451  .059 Uiso calc R 1 . . H
  C17  .4938(4)  .6745(3)  .6798(2)  .0215(9) Uani d . 1 . . C
  O17  .5458(3)  .58073(18)  .66352(14)  .0268(6) Uani d . 1 . . O
  C18  .5788(5)  .5630(3)  .5873(2)  .0377(12) Uani d . 1 . . C
  H18A  .4850  .5573  .5604  .053 Uiso calc R 1 . . H
  H18B  .6359  .5049  .5829  .053 Uiso calc R 1 . . H
  H18C  .6374  .6150  .5678  .053 Uiso calc R 1 . . H
  C19  .3490(4)  .6998(3)  .6390(2)  .0276(10) Uani d . 1 . . C
  H19A  .3701  .7044  .5873  .039 Uiso calc R 1 . . H
  H19B  .3111  .7598  .6566  .039 Uiso calc R 1 . . H
  H19C  .2739  .6511  .6473  .039 Uiso calc R 1 . . H
  S21  .96432(11)  .60403(7)  .89998(5)  .0199(2) Uani d . 1 . . S
  O22 1.0252(3)  .67532(19)  .94803(14)  .0275(7) Uani d . 1 . . O
  O23 1.0534(3)  .52188(19)  .88131(15)  .0271(7) Uani d . 1 . . O
  C24  .7849(4)  .5673(3)  .9332(2)  .0178(8) Uani d . 1 . . C
  C25  .7267(4)  .4804(3)  .9110(2)  .0258(9) Uani d . 1 . . C
  H25  .7817  .4413  .8793  .036 Uiso calc R 1 . . H
  C26  .5846(5)  .4522(3)  .9369(2)  .0283(10) Uani d . 1 . . C
  H26  .5445  .3937  .9223  .040 Uiso calc R 1 . . H
  C27  .5017(4)  .5101(3)  .9843(2)  .0235(9) Uani d . 1 . . C
  C28  .5626(4)  .5977(3) 1.0052(2)  .0264(9) Uani d . 1 . . C
  H28  .5074  .6374 1.0364  .037 Uiso calc R 1 . . H
  C29  .7049(4)  .6266(3)  .9801(2)  .0232(9) Uani d . 1 . . C
  H29  .7456  .6849  .9946  .032 Uiso calc R 1 . . H
  C30  .3467(5)  .4799(4) 1.0116(3)  .0411(12) Uani d . 1 . . C
  H30A  .2727  .4891  .9733  .058 Uiso calc R 1 . . H
  H30B  .3192  .5175 1.0537  .058 Uiso calc R 1 . . H
  H30C  .3495  .4137 1.0252  .058 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  .018(2)  .025(2)  .023(2)  -.0024(18)  -.0049(17)  .0031(17)
  O1  .0286(16)  .0200(15)  .0328(16)  -.0066(13)  -.0034(12)  -.0007(13)
  C2  .016(2)  .020(2)  .019(2)  .0024(16)  -.0028(15)  .0006(16)
  O2  .0182(15)  .0211(14)  .0183(13)  .0032(11)  -.0006(10)  .0012(11)
  C3  .0121(19)  .024(2)  .0155(19)  -.0031(16)  .0017(15)  .0032(16)
  O3  .0147(14)  .0331(16)  .0179(14)  -.0053(12)  -.0019(11)  .0057(13)
  C4  .016(2)  .019(2)  .0173(19)  -.0001(15)  -.0014(15)  -.0001(16)
  O4  .0151(13)  .0245(15)  .0181(14)  -.0025(11)  -.0041(11)  .0022(12)
  C5  .017(2)  .025(2)  .021(2)  -.0016(16)  -.0018(16)  .0037(17)
  O5  .0150(15)  .0291(16)  .0230(14)  -.0029(11)  -.0005(11)  .0059(12)
  C6  .028(2)  .040(3)  .021(2)  -.0077(19)  .0018(18)  .0039(19)
  C7  .047(3)  .027(2)  .034(2)  -.016(2)  -.007(2)  .007(2)
  C14  .017(2)  .038(2)  .020(2)  -.005(2)  -.0044(17)  -.0003(17)
  O14  .0210(15)  .059(2)  .0274(17)  .0114(15)  -.0022(13)  -.0131(15)
  C15  .030(3)  .093(5)  .032(3)  .010(3)  -.001(2)  -.027(3)
  C16  .027(3)  .074(4)  .025(2)  -.024(3)  -.0055(19)  .009(2)
  C17  .020(2)  .021(2)  .024(2)  -.0048(16)  -.0003(16)  -.0018(17)
  O17  .0335(16)  .0216(15)  .0251(15)  -.0010(13)  -.0025(13)  -.0012(11)
  C18  .048(3)  .033(3)  .032(3)  .007(2)  .001(2)  -.011(2)
  C19  .021(2)  .036(3)  .025(2)  -.0054(19)  -.0008(17)  -.001(2)
  S21  .0172(5)  .0205(5)  .0221(5)  -.0008(4)  -.0030(4)  .0032(4)
  O22  .0273(16)  .0262(15)  .0291(15)  -.0064(13)  -.0077(13)  .0037(12)
  O23  .0228(15)  .0238(16)  .0347(17)  .0039(12)  -.0017(12)  .0037(13)
  C24  .016(2)  .020(2)  .018(2)  -.0004(16)  -.0014(16)  .0041(16)
  C25  .029(2)  .023(2)  .025(2)  -.0006(18)  .0019(18)  -.0046(19)
  C26  .032(3)  .025(2)  .029(2)  -.0075(19)  -.0011(19)  .0041(19)
  C27  .019(2)  .030(2)  .022(2)  -.0023(17)  .0022(16)  .0062(18)
  C28  .028(2)  .031(2)  .020(2)  .004(2)  .0044(16)  .0019(18)
  C29  .029(2)  .022(2)  .018(2)  -.0042(17)  -.0011(17)  .0020(17)
  C30  .029(3)  .058(3)  .037(3)  -.008(2)  .003(2)  .012(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
  C1 O5 . 1.404(4) ?
  C1 O1 . 1.406(5) ?
  C1 C2 . 1.532(5) ?
  O1 C7 . 1.439(5) ?
  C2 O2 . 1.460(4) ?
  C2 C3 . 1.506(5) ?
  O2 S21 . 1.587(3) ?
  C3 O3 . 1.423(4) ?
  C3 C4 . 1.497(5) ?
  O3 C14 . 1.432(4) ?
  C4 O4 . 1.437(4) ?
  C4 C5 . 1.522(5) ?
  O4 C17 . 1.429(4) ?
  C5 O5 . 1.449(4) ?
  C5 C6 . 1.508(5) ?
  C14 O14 . 1.414(5) ?
  C14 C16 . 1.518(6) ?
  C14 C17 . 1.559(5) ?
  O14 C15 . 1.426(5) ?
  C17 O17 . 1.422(5) ?
  C17 C19 . 1.513(5) ?
  O17 C18 . 1.436(5) ?
  S21 O22 . 1.431(3) ?
  S21 O23 . 1.432(3) ?
  S21 C24 . 1.762(4) ?
  C24 C29 . 1.382(5) ?
  C24 C25 . 1.381(5) ?
  C25 C26 . 1.389(6) ?
  C26 C27 . 1.390(6) ?
  C27 C28 . 1.392(6) ?
  C27 C30 . 1.508(5) ?
  C28 C29 . 1.389(5) ?