#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010386.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2010386
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1995
_journal_volume 51
_journal_page_first  112
_journal_page_last  114
_publ_section_title
;
Methyl (3R,4R)-4-Hydroxy-2-(4-methylphenylsulfonyl)-3-phenyl-
1,2,3,4-tetrahydroisoquiniline-4-methylcarboxylate
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Urtiaga, M.K.'
  'Badi\'a, D.'
  'Dom\'inguez, E.'
  'Gonz\'alez-Cameno, A.M.'
  'Amig\'o, J.M.'
  'Revent\'os, M.M.'
  'Debaerdemaeker, T.'
_chemical_formula_moiety  'C25 H25 N1 O5 S1'
_chemical_formula_sum  'C25 H25 N1 O5 S1'
_chemical_formula_weight  451.536
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  'x,1/2-y,1/2+z'
  '-x,-y,-z'
  '-x,1/2+y,1/2-z'
_cell_length_a  15.606(2)
_cell_length_b  10.624(2)
_cell_length_c  13.499(2)
_cell_angle_alpha  90.
_cell_angle_beta  98.890(10)
_cell_angle_gamma  90.
_cell_volume  2211.2(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  295
_exptl_crystal_density_diffrn  1.356
_refine_ls_R_factor_obs  0.037
_refine_ls_wR_factor_obs  0.037
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
  S1 .14190(8) .05830(10) .86850(10)
  O11 .08130(10)
  -.0075(2) .91860(10)
  O12 .19010(10)
  .1618(2) .91590(10)
  C2 .0852(2) .1107(2) .7532(2)
  C3 .0146(2) .0446(3) .7069(2)
  C4 -.0263(2) .0830(3) .6134(2)
  C5 .0017(2) .1877(3) .5666(2)
  C51 -.0434(2) .2291(4) .4647(2)
  C6 .0717(2) .2540(3) .6153(2)
  C7 .1135(2) .2161(3) .7075(2)
  N8 .21230(10)
  -.0460(2) .84390(10)
  C9 .2983(2) -.0054(2) .8237(2)
  C10 .36260(10)
  -.1103(2) .8645(2)
  O10 .44610(10)
  -.0818(2) .84200(10)
  C11 .3347(2) -.2343(2) .8149(2)
  C12 .3944(2) -.3223(3) .7915(2)
  C13 .3672(2) -.4342(3) .7450(2)
  C14 .2800(2) -.4597(3) .7212(2)
  C15 .2195(2) -.3733(3) .7433(2)
  C16 .2470(2) -.2605(2) .7910(2)
  C17 .1779(2) -.1697(3) .8104(2)
  C18 .3018(2) .0375(2) .7173(2)
  C19 .2661(2) -.0284(3) .6328(2)
  C20 .2691(2) .0192(4) .5378(2)
  C21 .3087(2) .1327(4) .5263(2)
  C22 .3454(2) .1982(3) .6092(3)
  C23 .3423(2) .1515(3) .7046(2)
  C24 .3656(2) -.1151(3) .9798(2)
  C25 .4392(2) -.1914(3) 1.0331(2)
  O251 .41870(10)
  -.3111(2) 1.03920(10)
  O252 .50910(10)
  -.1493(2) 1.06820(10)
  C26 .4833(2) -.3895(3) 1.0978(2)
  H3 -.0038(15) -.023(2)  .73870(10)
  H4 -.0734(15) .035(2)  .5842(17)
  H6 .0959(18) .329(3)  .587(2)
  H7 .1600(14) .260(2)  .7377(16)
  H511 -.102(3)  .173(5)  .439(3)
  H512 -.067(3)  .302(4)  .457(3)
  H513 -.013(3)  .210(4)  .409(3)
  H9 .3137(12) .0642(18) .8659(14)
  H101 .4623(13) -.024(2)  .8687(15)
  H12 .4535(13) -.3042(19) .8061(15)
  H13 .4116(15) -.495(2)  .7299(17)
  H14 .2550(17) -.538(3)  .6847(19)
  H15 .1523(15) -.391(2)  .7214(18)
  H171 .1489(16) -.203(2)  .8588(19)
  H172 .1277(18) -.161(3)  .743(2)
  H19 .2389(15) -.104(2)  .6372(17)
  H20 .2433(16) -.029(2)  .4816(18)
  H21 .3089(18) .166(3)  .457(2)
  H22 .3780(19) .276(3)  .601(2)
  H23 .3710(16) .196(3)  .7700(19)
  H241 .3097(15) -.149(2)  .9953(17)
  H242 .3713(14) -.027(2)  1.0037(16)
  H261 .4967(18) -.356(3)  1.168(2)
  H262 .5388(17) -.392(3)  1.072(2)
  H263 .459(2)  -.472(3)  1.095(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S1 O11 . . 1.428(2) yes
  S1 O12 . . 1.427(2) yes
  S1 C2 . . 1.758(3) yes
  S1 N8 . . 1.630(2) yes
  C2 C3 . . 1.373(4) yes
  C2 C7 . . 1.383(4) yes
  C3 C4 . . 1.385(4) yes
  C4 C5 . . 1.383(4) yes
  C5 C51 . . 1.510(4) yes
  C5 C6 . . 1.378(4) yes
  C6 C7 . . 1.373(4) yes
  N8 C9 . . 1.475(4) yes
  N8 C17 . . 1.464(4) yes
  C9 C10 . . 1.543(3) yes
  C9 C18 . . 1.516(4) yes
  C10 O10 . . 1.416(2) yes
  C10 C11 . . 1.511(3) yes
  C10 C24 . . 1.551(4) yes
  C11 C12 . . 1.390(4) yes
  C11 C16 . . 1.385(4) yes
  C12 C13 . . 1.380(4) yes
  C13 C14 . . 1.376(4) yes
  C14 C15 . . 1.382(4) yes
  C15 C16 . . 1.396(4) yes
  C16 C17 . . 1.500(4) yes
  C18 C19 . . 1.380(4) yes
  C18 C23 . . 1.389(4) yes
  C19 C20 . . 1.386(4) yes
  C20 C21 . . 1.375(6) yes
  C21 C22 . . 1.366(5) yes
  C22 C23 . . 1.388(5) yes
  C24 C25 . . 1.496(4) yes
  C25 O251 . . 1.317(4) yes
  C25 O252 . . 1.206(3) yes
  O251 C26 . . 1.446(3) yes
  C3 H3 . . .91(2)  no
  C4 H4 . . .93(2)  no
  C51 H511 . . 1.11(5)  no
  C51 H512 . . .86(4)  no
  C51 H513 . . .98(4)  no
  C6 H6 . . .99(3)  no
  C7 H7 . . .90(2)  no
  C9 H9 . . .942(19) no
  O10 H101 . . .74(2)  no
  C12 H12 . . .93(2)  no
  C13 H13 . . .99(3)  no
  C14 H14 . . 1.01(3)  no
  C15 H15 . . 1.06(2)  no
  C17 H171 . . .92(3)  no
  C17 H172 . . 1.11(3)  no
  C19 H19 . . .92(3)  no
  C20 H20 . . .95(2)  no
  C21 H21 . . 1.00(3)  no
  C22 H22 . . .99(3)  no
  C23 H23 . . 1.04(3)  no
  C24 H241 . .
  1.00(3)  no
  C24 H242 . . .99(2)  no
  C26 H261 . .
  1.00(3)  no
  C26 H262 . . .98(3)  no
  C26 H263 . . .96(3)  no