data_2006871
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_publ_section_title
;
(2S,3R,4R,5R,SS)-2-Benzyl-3-hydroxy-5-{N-[(S)-1-hydroxy-3-
methylbut-2-yl]-4-methylphenylsulfonimidoylmethyl}-4-methyl-1-
(4-methylphenylsulfonyl)pyrrolidine at 140K
;
loop_
_publ_author_name
  'Bolte, Michael'
_chemical_formula_sum  'C32 H42 N2 O5 S2'
_chemical_formula_weight  598.80
_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  11.1376(4)
_cell_length_b  11.3443(4)
_cell_length_c  13.2368(4)
_cell_angle_alpha  90
_cell_angle_beta  109.8840(10)
_cell_angle_gamma  90
_cell_volume  1572.74(9)
_cell_formula_units_Z  2
_cell_measurement_temperature  140
_exptl_crystal_density_diffrn  1.264
_diffrn_ambient_temperature  140
_refine_ls_R_factor_obs  .0437
_refine_ls_wR_factor_obs  .0849
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  C1  .3014(3)  .5760(3)  .7436(2)  .0227(7) Uani d . 1 . C
  H1A  .3562  .5955  .8179  .027 Uiso calc R 1 . H
  H1B  .2114  .5860  .7390  .027 Uiso calc R 1 . H
  S2  .33535(7)  .67813(6)  .65237(6)  .02152(17) Uani d . 1 . S
  O2  .26727(19)  .63325(18)  .54391(16)  .0260(5) Uani d . 1 . O
  C21  .5015(3)  .6607(2)  .6796(2)  .0223(7) Uani d . 1 . C
  C22  .5920(3)  .6964(3)  .7764(2)  .0265(7) Uani d . 1 . C
  H22  .5663  .7289  .8320  .032 Uiso calc R 1 . H
  C23  .7207(3)  .6833(3)  .7900(2)  .0297(7) Uani d . 1 . C
  H23  .7832  .7081  .8554  .036 Uiso calc R 1 . H
  C24  .7603(3)  .6345(3)  .7092(3)  .0290(7) Uani d . 1 . C
  C24'  .8996(3)  .6223(3)  .7226(3)  .0385(9) Uani d . 1 . C
  H24A  .9182  .6689  .6673  .058 Uiso calc R 1 . H
  H24B  .9194  .5393  .7154  .058 Uiso calc R 1 . H
  H24C  .9518  .6510  .7939  .058 Uiso calc R 1 . H
  C25  .6665(3)  .5966(3)  .6143(3)  .0324(8) Uani d . 1 . C
  H25  .6915  .5608  .5597  .039 Uiso calc R 1 . H
  C26  .5388(3)  .6105(3)  .5988(3)  .0289(7) Uani d . 1 . C
  H26  .4763  .5859  .5334  .035 Uiso calc R 1 . H
  N3  .3187(2)  .8066(2)  .6793(2)  .0237(6) Uani d . 1 . N
  C4  .1855(3)  .8508(3)  .6562(2)  .0256(7) Uani d . 1 . C
  H4  .1251  .7826  .6358  .031 Uiso calc R 1 . H
  C5  .1579(3)  .9340(3)  .5599(3)  .0341(8) Uani d . 1 . C
  H5A  .0715  .9679  .5436  .041 Uiso calc R 1 . H
  H5B  .2200  .9997  .5790  .041 Uiso calc R 1 . H
  O5  .1651(2)  .8762(2)  .46594(17)  .0373(6) Uani d . 1 . O
  H5  .2218  .8239  .4841  .045 Uiso calc R 1 . H
  C6  .1708(3)  .9123(3)  .7545(3)  .0334(8) Uani d . 1 . C
  H6  .2275  .9833  .7709  .040 Uiso calc R 1 . H
  C61  .0321(3)  .9545(3)  .7293(3)  .0402(9) Uani d . 1 . C
  H61A  .0081 1.0062  .6663  .060 Uiso calc R 1 . H
  H61B  .0251  .9978  .7911  .060 Uiso calc R 1 . H
  H61C  -.0251  .8861  .7145  .060 Uiso calc R 1 . H
  C62  .2110(3)  .8331(3)  .8531(3)  .0408(9) Uani d . 1 . C
  H62A  .2011  .8757  .9142  .061 Uiso calc R 1 . H
  H62B  .3006  .8101  .8701  .061 Uiso calc R 1 . H
  H62C  .1573  .7624  .8386  .061 Uiso calc R 1 . H
  C11  .3235(3)  .4461(3)  .7207(2)  .0227(7) Uani d . 1 . C
  H11  .4050  .4393  .7050  .027 Uiso calc R 1 . H
  C12  .2147(3)  .3878(3)  .6295(2)  .0248(7) Uani d . 1 . C
  H12  .1630  .4495  .5796  .030 Uiso calc R 1 . H
  C12'  .2657(3)  .2989(3)  .5670(3)  .0331(8) Uani d . 1 . C
  H12A  .3154  .3405  .5296  .050 Uiso calc R 1 . H
  H12B  .1939  .2580  .5144  .050 Uiso calc R 1 . H
  H12C  .3204  .2414  .6170  .050 Uiso calc R 1 . H
  C13  .1350(3)  .3302(3)  .6912(2)  .0256(7) Uani d . 1 . C
  H13  .0844  .3922  .7125  .031 Uiso calc R 1 . H
  O13  .0519(2)  .23902(19)  .63453(18)  .0336(5) Uani d . 1 . O
  H13O  -.0202  .2676  .6008  .040 Uiso calc R 1 . H
  C14  .2346(3)  .2794(3)  .7915(2)  .0226(7) Uani d . 1 . C
  H14  .2720  .2072  .7705  .027 Uiso calc R 1 . H
  C41  .1820(3)  .2459(3)  .8815(2)  .0269(7) Uani d . 1 . C
  H41A  .1211  .1799  .8557  .032 Uiso calc R 1 . H
  H41B  .2538  .2168  .9438  .032 Uiso calc R 1 . H
  C42  .1156(3)  .3438(3)  .9197(2)  .0246(6) Uani d . 1 . C
  C43  -.0168(3)  .3422(3)  .8940(2)  .0316(7) Uani d . 1 . C
  H43  -.0649  .2798  .8514  .038 Uiso calc R 1 . H
  C44  -.0797(3)  .4305(3)  .9296(3)  .0389(9) Uani d . 1 . C
  H44  -.1696  .4273  .9125  .047 Uiso calc R 1 . H
  C45  -.0104(4)  .5224(3)  .9899(3)  .0402(9) Uani d . 1 . C
  H45  -.0531  .5835 1.0133  .048 Uiso calc R 1 . H
  C46  .1212(3)  .5260(3) 1.0164(3)  .0385(9) Uani d . 1 . C
  H46  .1686  .5897 1.0578  .046 Uiso calc R 1 . H
  C47  .1838(3)  .4367(3)  .9825(2)  .0312(8) Uani d . 1 . C
  H47  .2742  .4388 1.0022  .037 Uiso calc R 1 . H
  N15  .3335(2)  .3747(2)  .81891(18)  .0223(6) Uani d . 1 . N
  S51  .47870(7)  .34694(7)  .90178(6)  .02487(18) Uani d . 1 . S
  O51  .54993(19)  .45473(19)  .90965(16)  .0309(5) Uani d . 1 . O
  O52  .4656(2)  .29491(19)  .99697(17)  .0314(5) Uani d . 1 . O
  C51  .5415(3)  .2392(3)  .8378(2)  .0243(7) Uani d . 1 . C
  C52  .6109(3)  .2730(3)  .7719(2)  .0277(7) Uani d . 1 . C
  H52  .6295  .3537  .7650  .033 Uiso calc R 1 . H
  C53  .6524(3)  .1865(3)  .7166(2)  .0307(7) Uani d . 1 . C
  H53  .7013  .2090  .6733  .037 Uiso calc R 1 . H
  C54  .6238(3)  .0684(3)  .7234(3)  .0293(7) Uani d . 1 . C
  C54'  .6723(3)  -.0255(3)  .6656(3)  .0410(9) Uani d . 1 . C
  H54A  .7080  .0121  .6154  .062 Uiso calc R 1 . H
  H54B  .6016  -.0772  .6258  .062 Uiso calc R 1 . H
  H54C  .7387  -.0721  .7182  .062 Uiso calc R 1 . H
  C55  .5527(3)  .0364(3)  .7884(3)  .0300(8) Uani d . 1 . C
  H55  .5310  -.0439  .7926  .036 Uiso calc R 1 . H
  C56  .5137(3)  .1203(3)  .8466(2)  .0270(7) Uani d . 1 . C
  H56  .4681  .0972  .8924  .032 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  .0253(17)  .0214(16)  .0246(16)  -.0014(13)  .0126(13)  -.0012(13)
  S2  .0237(4)  .0194(4)  .0226(4)  -.0011(3)  .0093(3)  -.0002(3)
  O2  .0276(12)  .0282(11)  .0211(11)  .0004(9)  .0070(9)  .0002(9)
  C21  .0248(16)  .0199(17)  .0260(16)  .0030(12)  .0136(13)  .0038(13)
  C22  .0293(17)  .0257(18)  .0256(17)  .0036(14)  .0108(14)  .0031(14)
  C23  .0269(17)  .0300(17)  .0309(17)  -.0019(15)  .0083(14)  .0026(16)
  C24  .0274(18)  .0273(17)  .0361(19)  .0027(14)  .0156(15)  .0113(15)
  C24'  .0294(19)  .040(2)  .050(2)  .0017(16)  .0190(17)  .0112(18)
  C25  .034(2)  .0357(19)  .034(2)  .0025(15)  .0207(16)  -.0016(15)
  C26  .0282(18)  .0328(19)  .0275(18)  -.0025(14)  .0116(14)  -.0053(14)
  N3  .0224(14)  .0192(14)  .0307(15)  -.0004(10)  .0109(12)  -.0007(11)
  C4  .0218(15)  .0211(15)  .0332(17)  -.0025(13)  .0085(13)  -.0032(15)
  C5  .032(2)  .0254(18)  .043(2)  .0027(15)  .0102(16)  .0052(16)
  O5  .0353(14)  .0421(16)  .0322(13)  .0071(11)  .0086(11)  .0099(11)
  C6  .0253(18)  .0295(19)  .047(2)  -.0026(14)  .0150(16)  -.0126(16)
  C61  .035(2)  .033(2)  .055(2)  .0053(16)  .0196(18)  -.0033(18)
  C62  .0330(19)  .057(2)  .0311(19)  .0055(18)  .0095(16)  -.0121(19)
  C11  .0269(17)  .0204(16)  .0219(16)  .0001(13)  .0095(13)  .0023(13)
  C12  .0299(18)  .0217(16)  .0211(16)  -.0026(13)  .0063(14)  -.0015(12)
  C12'  .047(2)  .0308(19)  .0233(17)  -.0068(15)  .0140(16)  -.0045(14)
  C13  .0260(16)  .0219(17)  .0261(16)  -.0027(13)  .0052(13)  -.0023(14)
  O13  .0277(12)  .0272(12)  .0365(14)  -.0080(10)  -.0014(10)  -.0007(11)
  C14  .0207(16)  .0208(16)  .0268(17)  -.0005(12)  .0086(13)  .0012(13)
  C41  .0284(17)  .0236(16)  .0296(18)  -.0047(14)  .0110(14)  .0013(14)
  C42  .0272(16)  .0286(16)  .0197(15)  -.0013(15)  .0101(13)  .0039(14)
  C43  .0318(17)  .0369(18)  .0288(17)  -.0061(16)  .0139(14)  .0018(16)
  C44  .0289(19)  .061(3)  .034(2)  .0026(18)  .0190(16)  .0081(18)
  C45  .044(2)  .055(2)  .0243(19)  .0141(19)  .0155(17)  -.0024(17)
  C46  .041(2)  .047(2)  .0266(18)  .0045(17)  .0099(16)  -.0086(16)
  C47  .0270(18)  .041(2)  .0253(17)  .0039(15)  .0092(14)  -.0025(15)
  N15  .0241(14)  .0196(14)  .0218(13)  -.0014(10)  .0060(11)  .0015(10)
  S51  .0242(4)  .0259(4)  .0231(4)  -.0017(3)  .0062(3)  .0013(3)
  O51  .0312(13)  .0264(12)  .0304(12)  -.0054(10)  .0041(10)  .0005(10)
  O52  .0325(13)  .0377(13)  .0231(12)  -.0003(10)  .0083(10)  .0053(9)
  C51  .0170(15)  .0260(17)  .0270(18)  .0032(13)  .0035(13)  .0030(14)
  C52  .0256(18)  .0268(18)  .0283(18)  -.0026(13)  .0061(15)  .0076(14)
  C53  .0256(17)  .0388(19)  .0303(18)  .0028(16)  .0130(14)  .0088(16)
  C54  .0259(18)  .0355(19)  .0246(17)  .0079(15)  .0063(14)  .0044(15)
  C54'  .046(2)  .039(2)  .043(2)  .0139(18)  .0213(19)  .0087(17)
  C55  .0281(19)  .0262(18)  .0325(19)  .0025(14)  .0060(15)  .0052(15)
  C56  .0228(17)  .0305(18)  .0285(18)  .0011(14)  .0098(14)  .0061(14)
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 C11 . 1.541(4) ?
  C1 S2 . 1.804(3) ?
  S2 O2 . 1.468(2) ?
  S2 N3 . 1.526(2) ?
  S2 C21 . 1.771(3) ?
  C21 C26 . 1.394(4) ?
  C21 C22 . 1.394(4) ?
  C22 C23 . 1.391(4) ?
  C23 C24 . 1.402(4) ?
  C24 C25 . 1.401(5) ?
  C24 C24' . 1.506(4) ?
  C25 C26 . 1.375(4) ?
  N3 C4 . 1.496(4) ?
  C4 C5 . 1.530(4) ?
  C4 C6 . 1.533(4) ?
  C5 O5 . 1.432(4) ?
  C6 C62 . 1.522(5) ?
  C6 C61 . 1.542(4) ?
  C11 N15 . 1.504(4) ?
  C11 C12 . 1.539(4) ?
  C12 C12' . 1.531(4) ?
  C12 C13 . 1.541(4) ?
  C13 O13 . 1.420(3) ?
  C13 C14 . 1.524(4) ?
  C14 N15 . 1.497(4) ?
  C14 C41 . 1.543(4) ?
  C41 C42 . 1.514(4) ?
  C42 C43 . 1.395(4) ?
  C42 C47 . 1.396(4) ?
  C43 C44 . 1.392(5) ?
  C44 C45 . 1.379(5) ?
  C45 C46 . 1.388(5) ?
  C46 C47 . 1.389(4) ?
  N15 S51 . 1.646(2) ?
  S51 O51 . 1.442(2) ?
  S51 O52 . 1.443(2) ?
  S51 C51 . 1.761(3) ?
  C51 C56 . 1.397(4) ?
  C51 C52 . 1.402(4) ?
  C52 C53 . 1.393(5) ?
  C53 C54 . 1.388(5) ?
  C54 C55 . 1.401(4) ?
  C54 C54' . 1.514(5) ?
  C55 C56 . 1.384(4) ?