data_2202586
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1636
_journal_page_last  o1637
_publ_section_title
;
3-Ethyl-1-(4-methylphenylsulfonyl)-4-phenethyl-4,5-dihydropyrrole
;
loop_
_publ_author_name
  'Hu, Yi-Min'
  'Li, Yi-Zhi'
  'Li, Yan-Jie'
  'Zhu, Cheng-Jian'
  'Pan, Yi'
_chemical_formula_moiety  'C21 H25 N O2 S'
_chemical_formula_sum  'C21 H25 N O2 S'
_chemical_formula_iupac  'C21 H25 N O2 S'
_chemical_formula_weight  355.48
_symmetry_cell_setting  'Triclinic'
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  8.250(2)
_cell_length_b  10.740(2)
_cell_length_c  12.020(2)
_cell_angle_alpha  66.05(3)
_cell_angle_beta  76.82(3)
_cell_angle_gamma  81.95(3)
_cell_volume  946.3(4)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.248
_diffrn_ambient_temperature  293(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
  S1 0.22026(12) 0.15212(10) 0.57309(8) 0.0649(3) Uani d U 1 . . S
  O1 0.0880(3) 0.1860(3) 0.6575(2) 0.0912(9) Uani d . 1 . . O
  O2 0.3332(3) 0.0372(2) 0.6176(2) 0.0758(7) Uani d U 1 . . O
  N 0.1331(3) 0.1237(3) 0.4785(2) 0.0556(7) Uani d . 1 . . N
  C1 0.5920(5) 0.6519(4) 0.2235(4) 0.0956(14) Uani d . 1 . . C
  H1B 0.6947 0.6248 0.1806 0.143 Uiso calc R 1 . . H
  H1C 0.6151 0.7060 0.2645 0.143 Uiso calc R 1 . . H
  H1D 0.5216 0.7047 0.1652 0.143 Uiso calc R 1 . . H
  C2 0.3523(6) -0.0275(5) 0.1897(4) 0.1006(15) Uani d . 1 . . C
  H2B 0.3830 -0.0432 0.1143 0.151 Uiso calc R 1 . . H
  H2C 0.3034 -0.1070 0.2555 0.151 Uiso calc R 1 . . H
  H2D 0.4497 -0.0087 0.2101 0.151 Uiso calc R 1 . . H
  C3 0.2315(6) 0.0892(4) 0.1730(4) 0.0871(13) Uani d . 1 . . C
  H3A 0.1355 0.0698 0.1500 0.105 Uiso calc R 1 . . H
  H3B 0.2814 0.1679 0.1045 0.105 Uiso calc R 1 . . H
  C4 0.1723(4) 0.1258(3) 0.2831(3) 0.0565(9) Uani d . 1 . . C
  C5 0.2296(4) 0.0781(3) 0.3869(3) 0.0557(9) Uani d . 1 . . C
  H5A 0.3244 0.0200 0.3993 0.067 Uiso calc R 1 . . H
  C6 0.0018(4) 0.2217(3) 0.4193(3) 0.0632(10) Uani d . 1 . . C
  H6A 0.0143 0.3119 0.4154 0.076 Uiso calc R 1 . . H
  H6B -0.1081 0.1924 0.4661 0.076 Uiso calc R 1 . . H
  C7 0.0249(4) 0.2234(3) 0.2889(3) 0.0608(9) Uani d . 1 . . C
  H7A -0.0729 0.1854 0.2834 0.073 Uiso calc R 1 . . H
  C8 0.0468(4) 0.3654(3) 0.1850(3) 0.0613(10) Uani d . 1 . . C
  H8A 0.0442 0.3592 0.1072 0.074 Uiso calc R 1 . . H
  H8B -0.0467 0.4256 0.2008 0.074 Uiso calc R 1 . . H
  C9 0.2082(4) 0.4287(3) 0.1716(3) 0.0551(9) Uani d . 1 . . C
  H9A 0.2238 0.4160 0.2532 0.066 Uiso calc R 1 . . H
  H9B 0.3010 0.3810 0.1369 0.066 Uiso calc R 1 . . H
  C10 0.2108(4) 0.5776(3) 0.0911(3) 0.0477(8) Uani d . 1 . . C
  C11 0.1152(4) 0.6721(4) 0.1314(3) 0.0616(9) Uani d . 1 . . C
  H11A 0.0497 0.6423 0.2105 0.074 Uiso calc R 1 . . H
  C12 0.1135(5) 0.8101(4) 0.0582(4) 0.0712(10) Uani d . 1 . . C
  H12A 0.0470 0.8720 0.0874 0.085 Uiso calc R 1 . . H
  C13 0.2118(5) 0.8549(4) -0.0589(4) 0.0696(10) Uani d . 1 . . C
  H13A 0.2123 0.9475 -0.1091 0.084 Uiso calc R 1 . . H
  C14 0.3078(4) 0.7632(3) -0.1005(3) 0.0611(9) Uani d . 1 . . C
  H14A 0.3738 0.7934 -0.1793 0.073 Uiso calc R 1 . . H
  C15 0.3083(4) 0.6262(3) -0.0270(3) 0.0533(8) Uani d . 1 . . C
  H15A 0.3751 0.5650 -0.0569 0.064 Uiso calc R 1 . . H
  C21 0.3535(5) 0.5391(4) 0.3931(4) 0.0709(11) Uani d . 1 . . C
  H21A 0.3084 0.6253 0.3877 0.085 Uiso calc R 1 . . H
  C22 0.2686(5) 0.4253(4) 0.4756(3) 0.0650(10) Uani d . 1 . . C
  H22A 0.1667 0.4349 0.5247 0.078 Uiso calc R 1 . . H
  C23 0.3355(4) 0.2972(3) 0.4848(3) 0.0521(8) Uani d . 1 . . C
  C24 0.4884(4) 0.2830(3) 0.4126(3) 0.0558(9) Uani d . 1 . . C
  H24A 0.5351 0.1969 0.4191 0.067 Uiso calc R 1 . . H
  C25 0.5701(4) 0.3983(4) 0.3312(3) 0.0635(9) Uani d . 1 . . C
  H25A 0.6731 0.3884 0.2835 0.076 Uiso calc R 1 . . H
  C26 0.5053(5) 0.5270(4) 0.3180(3) 0.0634(10) Uani d . 1 . . C
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
  S1 0.0702(6) 0.0663(6) 0.0410(5) -0.0074(5) 0.0026(4) -0.0092(4)
  O1 0.095(2) 0.104(2) 0.0568(15) -0.0167(16) 0.0293(15) -0.0318(15)
  O2 0.0808(14) 0.0693(13) 0.0512(12) -0.0007(11) -0.0126(11) 0.0020(10)
  N 0.0523(16) 0.0514(16) 0.0475(16) -0.0073(13) 0.0034(14) -0.0088(14)
  C1 0.096(3) 0.075(3) 0.102(3) -0.028(2) -0.009(3) -0.018(2)
  C2 0.097(3) 0.104(4) 0.109(4) -0.006(3) -0.007(3) -0.056(3)
  C3 0.110(3) 0.075(3) 0.085(3) 0.003(3) -0.029(3) -0.037(2)
  C4 0.062(2) 0.0447(19) 0.056(2) -0.0111(17) -0.0094(18) -0.0114(17)
  C5 0.055(2) 0.0406(18) 0.061(2) -0.0085(15) -0.0041(18) -0.0103(17)
  C6 0.0437(19) 0.053(2) 0.071(2) -0.0082(16) 0.0020(17) -0.0073(18)
  C7 0.053(2) 0.054(2) 0.068(2) -0.0153(17) -0.0142(18) -0.0109(18)
  C8 0.050(2) 0.055(2) 0.067(2) -0.0098(16) -0.0161(18) -0.0072(18)
  C9 0.0414(18) 0.0505(19) 0.057(2) -0.0058(15) -0.0067(15) -0.0049(16)
  C10 0.0392(17) 0.0516(19) 0.0459(18) -0.0049(15) -0.0081(15) -0.0115(16)
  C11 0.057(2) 0.066(2) 0.048(2) -0.0051(18) 0.0041(17) -0.0139(18)
  C12 0.074(3) 0.062(2) 0.072(3) 0.0069(19) -0.004(2) -0.028(2)
  C13 0.082(3) 0.047(2) 0.067(2) -0.007(2) -0.016(2) -0.0080(19)
  C14 0.063(2) 0.058(2) 0.0458(19) -0.0118(18) 0.0017(17) -0.0073(18)
  C15 0.0508(19) 0.057(2) 0.0463(19) -0.0037(16) -0.0038(16) -0.0168(17)
  C21 0.083(3) 0.060(2) 0.078(3) -0.001(2) -0.019(2) -0.034(2)
  C22 0.065(2) 0.072(3) 0.061(2) -0.003(2) -0.0008(19) -0.034(2)
  C23 0.054(2) 0.058(2) 0.0415(17) -0.0032(16) -0.0064(16) -0.0179(16)
  C24 0.051(2) 0.057(2) 0.054(2) 0.0002(17) -0.0117(17) -0.0169(17)
  C25 0.050(2) 0.072(3) 0.064(2) -0.0038(19) -0.0080(18) -0.023(2)
  C26 0.066(2) 0.064(2) 0.060(2) -0.016(2) -0.011(2) -0.0205(19)
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
  S1 O1 . 1.427(3) ?
  S1 O2 . 1.431(2) ?
  S1 N . 1.618(3) ?
  S1 C23 . 1.752(3) ?
  N C5 . 1.419(4) ?
  N C6 . 1.487(4) ?
  C1 C26 . 1.504(5) ?
  C1 H1B . 0.9600 ?
  C1 H1C . 0.9600 ?
  C1 H1D . 0.9600 ?
  C2 C3 . 1.463(5) ?
  C2 H2B . 0.9600 ?
  C2 H2C . 0.9600 ?
  C2 H2D . 0.9600 ?
  C3 C4 . 1.489(5) ?
  C3 H3A . 0.9700 ?
  C3 H3B . 0.9700 ?
  C4 C5 . 1.313(4) ?
  C4 C7 . 1.499(5) ?
  C5 H5A . 0.9300 ?
  C6 C7 . 1.528(5) ?
  C6 H6A . 0.9700 ?
  C6 H6B . 0.9700 ?
  C7 C8 . 1.532(4) ?
  C7 H7A . 0.9800 ?
  C8 C9 . 1.525(4) ?
  C8 H8A . 0.9700 ?
  C8 H8B . 0.9700 ?
  C9 C10 . 1.495(4) ?
  C9 H9A . 0.9700 ?
  C9 H9B . 0.9700 ?
  C10 C11 . 1.374(4) ?
  C10 C15 . 1.389(4) ?
  C11 C12 . 1.383(4) ?
  C11 H11A . 0.9300 ?
  C12 C13 . 1.382(5) ?
  C12 H12A . 0.9300 ?
  C13 C14 . 1.359(5) ?
  C13 H13A . 0.9300 ?
  C14 C15 . 1.375(4) ?
  C14 H14A . 0.9300 ?
  C15 H15A . 0.9300 ?
  C21 C22 . 1.381(5) ?
  C21 C26 . 1.391(5) ?
  C21 H21A . 0.9300 ?
  C22 C23 . 1.379(4) ?
  C22 H22A . 0.9300 ?
  C23 C24 . 1.386(4) ?
  C24 C25 . 1.376(5) ?
  C24 H24A . 0.9300 ?
  C25 C26 . 1.370(5) ?
  C25 H25A . 0.9300 ?