data_2009062
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_publ_section_title
;
(-)-(2S,3S,4S,5R,R~S~)--1-tert-Butoxycarbonyl-3-hydroxy-5-(1(S)-{N-[(R)-1-
hydroxy-3-methylbut-2-yl]-4-methylphenylsulfonimidoyl}ethyl)-4-methyl-2-
phenylpyrrolidine at 133 K
;
loop_
_publ_author_name
  'Bats, Jan W.'
  'Heinrich, Timo'
  'Reggelin, Michael'
_chemical_formula_sum  'C30 H44 N2 O5 S'
_chemical_formula_weight  544.73
_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  11.1271(12)
_cell_length_b  9.2899(10)
_cell_length_c  14.565(3)
_cell_angle_alpha  90.00
_cell_angle_beta  100.573(5)
_cell_angle_gamma  90.00
_cell_volume  1480.0(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  133(2)
_exptl_crystal_density_diffrn  1.222
_diffrn_ambient_temperature  133(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
  S  .75034(3)  .85725(4)  .79457(3)  .01723(10) Uani d . 1 . . S
  O3  .34456(11)  .97635(13)  .71451(8)  .0198(2) Uani d . 1 . . O
  O2  .50276(11)  .87462(14)  .43784(8)  .0254(3) Uani d . 1 . . O
  H02  .5090  .8208  .3892  .038 Uiso calc R 1 . . H
  O1  .85311(11)  .78521(13)  .76429(8)  .0220(3) Uani d . 1 . . O
  C10  .14292(16)  .9506(2)  .43890(13)  .0259(4) Uani d . 1 . . C
  H10  .1144 1.0271  .3961  .031 Uiso calc R 1 . . H
  N2  .62923(13)  .78124(16)  .79479(9)  .0192(3) Uani d . 1 . . N
  C14  .43738(14) 1.04428(17)  .68544(11)  .0163(3) Uani d . 1 . . C
  N1  .49404(12)  .95702(14)  .63222(9)  .0162(3) Uani d . 1 . . N
  C8  .30964(14)  .83232(18)  .54276(11)  .0188(3) Uani d . 1 . . C
  O4  .46954(11) 1.16909(13)  .70608(8)  .0205(2) Uani d . 1 . . O
  C15  .25502(16) 1.0542(2)  .76095(12)  .0229(4) Uani d . 1 . . C
  C19  .81116(16)  .92515(19)  .90908(11)  .0217(3) Uani d . 1 . . C
  C22  .89143(17)  .9922(2) 1.09690(13)  .0272(4) Uani d . 1 . . C
  O5  .40795(13)  .73186(18)  .85158(12)  .0426(4) Uani d . 1 . . O
  H05  .4198  .7852  .8041  .064 Uiso calc R 1 . . H
  C7  .75777(15)  .8482(2)  .52302(12)  .0240(3) Uani d . 1 . . C
  H7A  .7400  .9275  .4782  .036 Uiso calc R 1 . . H
  H7B  .7646  .7581  .4894  .036 Uiso calc R 1 . . H
  H7C  .8349  .8674  .5658  .036 Uiso calc R 1 . . H
  C2  .62516(14)  .97668(17)  .62652(10)  .0155(3) Uani d . 1 . . C
  H2  .6310 1.0580  .5825  .019 Uiso calc R 1 . . H
  C4  .53171(15)  .79104(18)  .52062(11)  .0177(3) Uani d . 1 . . C
  H4  .5316  .6861  .5052  .021 Uiso calc R 1 . . H
  C20  .74092(18) 1.0131(2)  .95483(13)  .0291(4) Uani d . 1 . . C
  H20  .6644 1.0501  .9221  .035 Uiso calc R 1 . . H
  C3  .65465(14)  .83533(18)  .57865(10)  .0174(3) Uani d . 1 . . C
  H3  .6788  .7611  .6283  .021 Uiso calc R 1 . . H
  C11  .06190(16)  .8483(2)  .46048(13)  .0304(4) Uani d . 1 . . C
  H11  -.0231  .8536  .4324  .036 Uiso calc R 1 . . H
  C9  .26605(15)  .94188(18)  .47973(11)  .0203(3) Uani d . 1 . . C
  H9  .3221 1.0125  .4643  .024 Uiso calc R 1 . . H
  C18  .19402(19) 1.1726(2)  .69754(14)  .0342(5) Uani d . 1 . . C
  H18A  .1608 1.1324  .6359  .051 Uiso calc R 1 . . H
  H18B  .2542 1.2472  .6913  .051 Uiso calc R 1 . . H
  H18C  .1275 1.2148  .7244  .051 Uiso calc R 1 . . H
  C28  .59927(18)  .5205(2)  .81781(13)  .0270(4) Uani d . 1 . . C
  H28  .5225  .5269  .7700  .032 Uiso calc R 1 . . H
  C26  .62177(16)  .66666(19)  .86460(11)  .0212(3) Uani d . 1 . . C
  H26  .7007  .6635  .9103  .025 Uiso calc R 1 . . H
  C24  .92239(16)  .8718(2)  .95528(12)  .0260(4) Uani d . 1 . . C
  H24  .9720  .8125  .9231  .031 Uiso calc R 1 . . H
  C12  .10327(18)  .7384(2)  .52251(15)  .0340(5) Uani d . 1 . . C
  H12  .0471  .6674  .5372  .041 Uiso calc R 1 . . H
  C1  .70845(15) 1.01340(18)  .72194(11)  .0182(3) Uani d . 1 . . C
  H1  .6610 1.0790  .7564  .022 Uiso calc R 1 . . H
  C21  .78149(18) 1.0477(2) 1.04852(13)  .0321(4) Uani d . 1 . . C
  H21  .7334 1.1102 1.0799  .039 Uiso calc R 1 . . H
  C23  .96087(18)  .9061(2) 1.04949(13)  .0313(4) Uani d . 1 . . C
  H23 1.0374  .8689 1.0821  .038 Uiso calc R 1 . . H
  C30  .7027(2)  .4748(2)  .76814(15)  .0341(4) Uani d . 1 . . C
  H30C  .6832  .3812  .7381  .051 Uiso calc R 1 . . H
  H30B  .7791  .4674  .8137  .051 Uiso calc R 1 . . H
  H30A  .7123  .5466  .7207  .051 Uiso calc R 1 . . H
  C5  .44306(15)  .82220(16)  .58849(11)  .0180(3) Uani d . 1 . . C
  H5  .4524  .7450  .6371  .022 Uiso calc R 1 . . H
  C13  .22665(17)  .7310(2)  .56364(13)  .0277(4) Uani d . 1 . . C
  H13  .2546  .6549  .6069  .033 Uiso calc R 1 . . H
  C25  .9327(2) 1.0259(2) 1.20006(13)  .0355(5) Uani d . 1 . . C
  H25A  .8609 1.0389 1.2294  .053 Uiso calc R 1 . . H
  H25B  .9814 1.1145 1.2068  .053 Uiso calc R 1 . . H
  H25C  .9824  .9462 1.2304  .053 Uiso calc R 1 . . H
  C6  .82464(16) 1.0934(2)  .70967(13)  .0251(4) Uani d . 1 . . C
  H6A  .8722 1.1181  .7711  .038 Uiso calc R 1 . . H
  H6B  .8024 1.1818  .6738  .038 Uiso calc R 1 . . H
  H6C  .8737 1.0318  .6763  .038 Uiso calc R 1 . . H
  C29  .5816(3)  .4046(3)  .88757(18)  .0560(8) Uani d . 1 . . C
  H29C  .6540  .4002  .9372  .084 Uiso calc R 1 . . H
  H29B  .5697  .3113  .8558  .084 Uiso calc R 1 . . H
  H29A  .5095  .4274  .9148  .084 Uiso calc R 1 . . H
  C17  .16315(17)  .9372(2)  .77247(15)  .0322(4) Uani d . 1 . . C
  H17A  .2054  .8577  .8092  .048 Uiso calc R 1 . . H
  H17B  .1241  .9017  .7108  .048 Uiso calc R 1 . . H
  H17C  .1008  .9770  .8048  .048 Uiso calc R 1 . . H
  C16  .3191(2) 1.1089(3)  .85616(14)  .0372(5) Uani d . 1 . . C
  H16A  .3642 1.0297  .8912  .056 Uiso calc R 1 . . H
  H16B  .2580 1.1461  .8908  .056 Uiso calc R 1 . . H
  H16C  .3760 1.1861  .8476  .056 Uiso calc R 1 . . H
  C27  .5200(2)  .7155(2)  .91529(14)  .0355(5) Uani d . 1 . . C
  H27A  .5097  .6435  .9634  .043 Uiso calc R 1 . . H
  H27B  .5430  .8083  .9471  .043 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
  S  .01562(17)  .01930(19)  .01622(17)  .00290(15)  .00150(13)  -.00043(15)
  O3  .0181(6)  .0220(6)  .0210(5)  .0030(4)  .0084(4)  .0005(4)
  O2  .0303(6)  .0305(7)  .0152(5)  .0111(6)  .0034(5)  .0020(5)
  O1  .0188(6)  .0246(6)  .0228(6)  .0042(5)  .0039(5)  -.0010(5)
  C10  .0198(9)  .0312(10)  .0254(8)  .0037(7)  .0007(7)  -.0096(7)
  N2  .0194(7)  .0218(7)  .0163(6)  .0004(5)  .0026(5)  .0010(5)
  C14  .0164(7)  .0184(8)  .0134(7)  .0044(6)  .0010(6)  .0040(6)
  N1  .0145(6)  .0163(6)  .0179(6)  .0000(5)  .0030(5)  -.0012(5)
  C8  .0166(7)  .0191(8)  .0212(7)  -.0004(6)  .0046(6)  -.0048(6)
  O4  .0256(6)  .0174(6)  .0189(5)  .0019(5)  .0051(5)  -.0020(4)
  C15  .0224(9)  .0301(10)  .0178(8)  .0105(7)  .0082(6)  .0032(7)
  C19  .0209(8)  .0256(9)  .0171(7)  .0000(7)  -.0007(6)  -.0020(6)
  C22  .0283(9)  .0293(10)  .0220(8)  -.0095(7)  -.0009(7)  -.0014(7)
  O5  .0309(8)  .0466(9)  .0561(10)  .0141(7)  .0226(7)  .0300(8)
  C7  .0226(8)  .0265(8)  .0257(8)  .0016(7)  .0119(6)  -.0030(8)
  C2  .0142(7)  .0172(8)  .0155(7)  .0009(6)  .0037(6)  .0016(6)
  C4  .0182(8)  .0180(8)  .0164(7)  .0030(6)  .0020(6)  -.0005(6)
  C20  .0268(9)  .0343(10)  .0247(9)  .0067(8)  .0012(7)  -.0063(8)
  C3  .0181(7)  .0183(8)  .0161(7)  .0028(6)  .0036(5)  -.0016(6)
  C11  .0167(8)  .0402(10)  .0341(9)  -.0031(8)  .0044(7)  -.0190(9)
  C9  .0186(8)  .0210(8)  .0211(8)  -.0026(6)  .0031(6)  -.0056(6)
  C18  .0325(11)  .0384(11)  .0348(11)  .0190(9)  .0139(8)  .0106(8)
  C28  .0302(9)  .0266(9)  .0243(9)  -.0007(7)  .0052(7)  -.0005(7)
  C26  .0231(8)  .0230(8)  .0170(7)  .0017(7)  .0019(6)  .0035(6)
  C24  .0211(8)  .0304(10)  .0247(8)  .0045(8)  -.0006(6)  -.0030(8)
  C12  .0266(10)  .0337(11)  .0443(11)  -.0126(8)  .0133(8)  -.0103(9)
  C1  .0167(8)  .0185(8)  .0191(7)  .0008(6)  .0024(6)  -.0009(6)
  C21  .0319(10)  .0364(11)  .0267(10)  .0020(8)  .0016(8)  -.0104(8)
  C23  .0246(9)  .0403(11)  .0256(9)  -.0003(8)  -.0045(7)  -.0010(8)
  C30  .0404(11)  .0246(10)  .0397(11)  .0002(8)  .0140(9)  -.0045(8)
  C5  .0184(8)  .0171(8)  .0182(7)  -.0002(6)  .0026(6)  -.0015(6)
  C13  .0289(10)  .0260(9)  .0302(9)  -.0053(8)  .0106(7)  -.0012(7)
  C25  .0418(12)  .0414(12)  .0212(9)  -.0170(10)  .0004(8)  -.0041(8)
  C6  .0206(9)  .0232(9)  .0313(9)  -.0051(7)  .0043(7)  .0000(7)
  C29  .100(2)  .0298(12)  .0443(13)  -.0180(13)  .0296(14)  -.0023(10)
  C17  .0213(9)  .0422(12)  .0356(10)  .0055(8)  .0123(8)  .0059(9)
  C16  .0377(11)  .0510(13)  .0251(9)  .0040(10)  .0111(8)  -.0065(9)
  C27  .0441(12)  .0317(11)  .0346(10)  .0039(9)  .0173(9)  .0042(8)
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
  S O1 . 1.4612(12) ?
  S N2 . 1.5219(15) ?
  S C19 . 1.7953(17) ?
  S C1 . 1.8055(17) ?
  O3 C14 . 1.343(2) ?
  O3 C15 . 1.4899(19) ?
  O2 C4 . 1.4205(19) ?
  C10 C11 . 1.385(3) ?
  C10 C9 . 1.392(2) ?
  N2 C26 . 1.485(2) ?
  C14 O4 . 1.234(2) ?
  C14 N1 . 1.355(2) ?
  N1 C5 . 1.471(2) ?
  N1 C2 . 1.488(2) ?
  C8 C13 . 1.391(2) ?
  C8 C9 . 1.397(2) ?
  C8 C5 . 1.514(2) ?
  C15 C18 . 1.515(2) ?
  C15 C17 . 1.522(3) ?
  C15 C16 . 1.525(3) ?
  C19 C20 . 1.383(3) ?
  C19 C24 . 1.387(2) ?
  C22 C23 . 1.382(3) ?
  C22 C21 . 1.394(3) ?
  C22 C25 . 1.521(3) ?
  O5 C27 . 1.419(3) ?
  C7 C3 . 1.526(2) ?
  C2 C3 . 1.550(2) ?
  C2 C1 . 1.560(2) ?
  C4 C3 . 1.527(2) ?
  C4 C5 . 1.547(2) ?
  C20 C21 . 1.394(3) ?
  C11 C12 . 1.385(3) ?
  C28 C29 . 1.518(3) ?
  C28 C26 . 1.519(3) ?
  C28 C30 . 1.528(3) ?
  C26 C27 . 1.530(3) ?
  C24 C23 . 1.397(3) ?
  C12 C13 . 1.395(3) ?
  C1 C6 . 1.530(2) ?