#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:23:41 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178386 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/08/4020827.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_4020827
loop_
_publ_author_name
'Stéphane Trudeau'
'Pierre Deslongchamps'
_publ_section_title
;
 Novel Synthesis of Highly Functionalized 14-β-Hydroxysteroids
 Related to Batrachotoxin and Ouabain
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              832
_journal_page_last               838
_journal_paper_doi               10.1021/jo0355606
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C33 H44 O8 Si'
_chemical_formula_weight         596.77
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 96.375(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.5229(17)
_cell_length_b                   7.5825(9)
_cell_length_c                   14.5426(18)
_cell_measurement_temperature    198(2)
_cell_volume                     1591.5(3)
_diffrn_ambient_temperature      198(2)
_exptl_crystal_density_diffrn    1.245
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4020827
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si Si 0.15292(4) 0.43042(10) 0.62151(5) 0.03722(19) Uani 1 1 d . . .
C1 C 0.41317(16) 0.2505(3) 0.74117(16) 0.0319(6) Uani 1 1 d . A .
O1 O 0.48635(12) 0.3235(3) 0.76472(14) 0.0481(5) Uani 1 1 d . . .
C2 C 0.32267(18) 0.3479(4) 0.73058(19) 0.0366(6) Uani 1 1 d . . .
C3 C 0.27323(17) 0.3315(4) 0.63068(18) 0.0355(6) Uani 1 1 d . A .
C4 C 0.27207(18) 0.1394(4) 0.5972(2) 0.0366(6) Uani 1 1 d . . .
C5 C 0.36584(17) 0.0451(4) 0.61321(17) 0.0355(6) Uani 1 1 d . A .
C6 C 0.43348(19) 0.1180(5) 0.5492(2) 0.0477(8) Uani 1 1 d . . .
C7 C 0.53556(17) 0.0820(4) 0.57139(17) 0.0383(6) Uani 1 1 d . A .
O7 O 0.58839(13) 0.1445(3) 0.52019(14) 0.0601(6) Uani 1 1 d . . .
C8 C 0.56912(15) -0.0191(3) 0.65373(16) 0.0315(6) Uani 1 1 d . . .
C9 C 0.50419(15) -0.0276(3) 0.72946(17) 0.0287(5) Uani 1 1 d . A .
C10 C 0.40897(15) 0.0564(3) 0.71480(16) 0.0291(5) Uani 1 1 d . . .
C11 C 0.67343(15) -0.0340(4) 0.68427(17) 0.0352(6) Uani 1 1 d . A .
O11 O 0.71916(11) -0.0638(3) 0.60312(12) 0.0486(5) Uani 1 1 d . . .
C12 C 0.68590(16) -0.2022(3) 0.74653(17) 0.0314(6) Uani 1 1 d . . .
C13 C 0.60001(17) -0.3163(4) 0.72007(19) 0.0343(6) Uani 1 1 d . A .
C14 C 0.52382(16) -0.1920(3) 0.68010(17) 0.0315(6) Uani 1 1 d . A .
C15 C 0.7165(2) 0.1165(4) 0.7435(2) 0.0473(8) Uani 1 1 d . . .
C16 C 0.7150(3) 0.0654(5) 0.8429(2) 0.0559(8) Uani 1 1 d . A .
C17 C 0.69231(18) -0.1313(4) 0.84753(18) 0.0359(6) Uani 1 1 d . A .
C18 C 0.77753(19) -0.2878(3) 0.72937(19) 0.0362(6) Uani 1 1 d . A .
O18 O 0.85185(12) -0.2268(3) 0.75648(13) 0.0481(5) Uani 1 1 d . . .
C19 C 0.34871(17) -0.0447(4) 0.77758(17) 0.0346(6) Uani 1 1 d . A .
O19 O 0.39202(11) -0.0233(2) 0.87103(12) 0.0423(5) Uani 1 1 d . . .
C20 C 0.75539(18) -0.2308(4) 0.92100(18) 0.0372(6) Uani 1 1 d . . .
O20 O 0.74530(12) -0.4135(2) 0.90167(13) 0.0450(5) Uani 1 1 d . A .
C21 C 0.7300(3) -0.1881(6) 1.0176(2) 0.0564(9) Uani 1 1 d . A .
C22 C 0.8214(3) -0.5126(6) 0.9420(4) 0.0786(12) Uani 1 1 d . . .
C23 C 0.8525(2) -0.5185(5) 0.6600(3) 0.0521(8) Uani 1 1 d . A .
O23 O 0.76753(11) -0.4350(3) 0.67805(12) 0.0410(4) Uani 1 1 d . . .
C26 C 0.3860(3) -0.1537(5) 0.9300(2) 0.0644(9) Uani 1 1 d . A .
O26 O 0.3415(4) -0.2792(5) 0.9098(2) 0.163(2) Uani 1 1 d . . .
C27 C 0.4407(3) -0.1191(7) 1.0214(2) 0.0729(11) Uani 1 1 d . . .
C28 C 0.1620(3) 0.6735(5) 0.6351(4) 0.0790(13) Uani 1 1 d . A .
C29 C 0.0876(2) 0.3754(6) 0.5081(2) 0.0591(10) Uani 1 1 d . A .
C30 C 0.09144(15) 0.3421(4) 0.71773(17) 0.035(3) Uani 0.55 1 d PG A .
C31 C 0.05069(17) 0.1761(4) 0.7147(2) 0.046(2) Uani 0.55 1 d PG . .
H31 H 0.0517 0.1043 0.6613 0.055 Uiso 0.55 1 calc PR A .
C32 C 0.00851(19) 0.1150(6) 0.7898(3) 0.069(3) Uani 0.55 1 d PG A .
H32 H -0.0193 0.0015 0.7877 0.082 Uiso 0.55 1 calc PR . .
C33 C 0.0071(2) 0.2200(9) 0.8680(2) 0.086(5) Uani 0.55 1 d PG . .
H33 H -0.0217 0.1783 0.9194 0.103 Uiso 0.55 1 calc PR A .
C34 C 0.0478(2) 0.3861(9) 0.87105(18) 0.077(3) Uani 0.55 1 d PG A .
H34 H 0.0469 0.4578 0.9245 0.093 Uiso 0.55 1 calc PR . .
C35 C 0.0900(2) 0.4472(6) 0.7959(2) 0.062(2) Uani 0.55 1 d PG . .
H35 H 0.1179 0.5607 0.7980 0.075 Uiso 0.55 1 calc PR A .
C30' C 0.08926(15) 0.3191(4) 0.71454(16) 0.062(5) Uani 0.45 1 d PG A 1
C31' C 0.0495(2) 0.1565(4) 0.6903(3) 0.069(4) Uani 0.45 1 d PG A 1
H31' H 0.0536 0.1094 0.6303 0.083 Uiso 0.45 1 calc PR A 1
C32' C 0.0039(2) 0.0627(5) 0.7537(4) 0.091(4) Uani 0.45 1 d PG A 1
H32' H -0.0232 -0.0484 0.7372 0.109 Uiso 0.45 1 calc PR A 1
C33' C -0.0020(2) 0.1316(8) 0.8415(3) 0.095(6) Uani 0.45 1 d PG A 1
H33' H -0.0332 0.0676 0.8848 0.114 Uiso 0.45 1 calc PR A 1
C34' C 0.0377(2) 0.2942(9) 0.86573(17) 0.067(4) Uani 0.45 1 d PG A 1
H34' H 0.0336 0.3413 0.9257 0.081 Uiso 0.45 1 calc PR A 1
C35' C 0.08332(17) 0.3880(6) 0.80227(19) 0.051(3) Uani 0.45 1 d PG A 1
H35' H 0.1105 0.4991 0.8189 0.061 Uiso 0.45 1 calc PR A 1
H2A H 0.2829(17) 0.298(3) 0.7749(18) 0.037(7) Uiso 1 1 d . . .
H2B H 0.3366(17) 0.456(4) 0.7460(17) 0.036(7) Uiso 1 1 d . . .
H3 H 0.3153(17) 0.407(4) 0.5928(17) 0.041(7) Uiso 1 1 d . . .
H4A H 0.2275(18) 0.072(4) 0.6275(19) 0.044(7) Uiso 1 1 d . . .
H4B H 0.2482(15) 0.137(3) 0.5339(18) 0.026(6) Uiso 1 1 d . . .
H5 H 0.3573(17) -0.080(4) 0.5988(18) 0.040(7) Uiso 1 1 d . . .
H6A H 0.4288(19) 0.254(5) 0.548(2) 0.061(10) Uiso 1 1 d . . .
H6B H 0.4122(18) 0.096(4) 0.488(2) 0.050(8) Uiso 1 1 d . . .
H9 H 0.5327(15) -0.015(3) 0.7860(17) 0.024(6) Uiso 1 1 d . . .
H11 H 0.696(3) 0.043(7) 0.554(3) 0.126(15) Uiso 1 1 d . . .
H13A H 0.6105(14) -0.405(3) 0.6692(16) 0.030(6) Uiso 1 1 d . . .
H13B H 0.5765(15) -0.377(3) 0.7719(17) 0.029(6) Uiso 1 1 d . . .
H14 H 0.4756(17) -0.238(3) 0.6419(17) 0.033(7) Uiso 1 1 d . . .
H15A H 0.779(2) 0.120(4) 0.728(2) 0.051(8) Uiso 1 1 d . . .
H15B H 0.688(2) 0.221(4) 0.731(2) 0.052(9) Uiso 1 1 d . . .
H16A H 0.7655(19) 0.084(4) 0.8694(19) 0.036(8) Uiso 1 1 d . . .
H16B H 0.665(2) 0.138(5) 0.870(2) 0.081(11) Uiso 1 1 d . . .
H17 H 0.6357(16) -0.141(3) 0.8698(15) 0.024(6) Uiso 1 1 d . . .
H19A H 0.3461(17) -0.183(4) 0.7597(18) 0.041(7) Uiso 1 1 d . . .
H19B H 0.2893(17) -0.002(3) 0.7728(16) 0.028(6) Uiso 1 1 d . . .
H20 H 0.8180(18) -0.201(3) 0.9131(16) 0.035(7) Uiso 1 1 d . . .
H21A H 0.780(2) -0.251(4) 1.061(2) 0.063(9) Uiso 1 1 d . . .
H21B H 0.663(2) -0.220(5) 1.026(2) 0.078(11) Uiso 1 1 d . . .
H21C H 0.738(2) -0.060(6) 1.022(2) 0.083(12) Uiso 1 1 d . . .
H22A H 0.822(2) -0.635(6) 0.921(3) 0.082(12) Uiso 1 1 d . . .
H22B H 0.880(3) -0.451(6) 0.922(3) 0.099(14) Uiso 1 1 d . . .
H22C H 0.820(3) -0.509(6) 1.018(3) 0.115(15) Uiso 1 1 d . . .
H23A H 0.892(2) -0.435(5) 0.634(2) 0.061(9) Uiso 1 1 d . . .
H23B H 0.889(2) -0.565(5) 0.719(3) 0.081(11) Uiso 1 1 d . . .
H23C H 0.835(2) -0.615(5) 0.622(2) 0.059(10) Uiso 1 1 d . . .
H27A H 0.495(4) -0.023(7) 1.013(4) 0.134(18) Uiso 1 1 d . . .
H27B H 0.459(3) -0.225(8) 1.053(3) 0.125(17) Uiso 1 1 d . . .
H27C H 0.399(3) -0.074(6) 1.058(3) 0.101(14) Uiso 1 1 d . . .
H28A H 0.196(3) 0.700(5) 0.708(3) 0.099(13) Uiso 1 1 d . . .
H28B H 0.209(4) 0.730(9) 0.613(5) 0.18(3) Uiso 1 1 d . . .
H28C H 0.100(3) 0.718(6) 0.627(3) 0.100(13) Uiso 1 1 d . . .
H29A H 0.034(3) 0.424(6) 0.502(3) 0.088(12) Uiso 1 1 d . . .
H29B H 0.119(2) 0.413(5) 0.452(3) 0.084(11) Uiso 1 1 d . . .
H29C H 0.083(3) 0.246(7) 0.504(3) 0.106(16) Uiso 1 1 d . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si C28 1.856(4) . ?
Si C29 1.857(3) . ?
Si C30 1.866(2) . ?
Si C3 1.893(3) . ?
Si C30' 1.917(2) . ?
C1 O1 1.213(3) . ?
C1 C2 1.501(4) . ?
C1 C10 1.520(4) . ?
C2 C3 1.552(4) . ?
C2 H2A 0.99(3) . ?
C2 H2B 0.87(3) . ?
C3 C4 1.535(4) . ?
C3 H3 1.04(3) . ?
C4 C5 1.533(4) . ?
C4 H4A 0.97(3) . ?
C4 H4B 0.95(2) . ?
C5 C6 1.530(4) . ?
C5 C10 1.542(3) . ?
C5 H5 0.98(3) . ?
C6 C7 1.507(4) . ?
C6 H6A 1.04(3) . ?
C6 H6B 0.93(3) . ?
C7 O7 1.223(3) . ?
C7 C8 1.460(3) . ?
C8 C9 1.529(3) . ?
C8 C14 1.535(3) . ?
C8 C11 1.535(3) . ?
C9 C14 1.482(3) . ?
C9 C10 1.516(3) . ?
C9 H9 0.88(2) . ?
C10 C19 1.538(3) . ?
C11 O11 1.435(3) . ?
C11 C15 1.522(4) . ?
C11 C12 1.563(4) . ?
O11 H11 1.11(5) . ?
C12 C18 1.526(3) . ?
C12 C13 1.532(3) . ?
C12 C17 1.557(4) . ?
C13 C14 1.519(4) . ?
C13 H13A 1.02(2) . ?
C13 H13B 0.98(2) . ?
C14 H14 0.91(3) . ?
C15 C16 1.498(5) . ?
C15 H15A 0.95(3) . ?
C15 H15B 0.90(3) . ?
C16 C17 1.530(4) . ?
C16 H16A 0.80(3) . ?
C16 H16B 1.03(4) . ?
C17 C20 1.527(4) . ?
C17 H17 0.92(2) . ?
C18 O18 1.200(3) . ?
C18 O23 1.342(3) . ?
C19 O19 1.442(3) . ?
C19 H19A 1.08(3) . ?
C19 H19B 0.92(2) . ?
O19 C26 1.318(4) . ?
C20 O20 1.418(3) . ?
C20 C21 1.527(4) . ?
C20 H20 0.96(2) . ?
O20 C22 1.409(4) . ?
C21 H21A 1.02(3) . ?
C21 H21B 1.03(3) . ?
C21 H21C 0.98(4) . ?
C22 H22A 0.98(4) . ?
C22 H22B 1.04(4) . ?
C22 H22C 1.11(5) . ?
C23 O23 1.437(3) . ?
C23 H23A 0.96(3) . ?
C23 H23B 1.02(4) . ?
C23 H23C 0.93(4) . ?
C26 O26 1.169(4) . ?
C26 C27 1.494(5) . ?
C27 H27A 1.09(5) . ?
C27 H27B 0.95(6) . ?
C27 H27C 0.91(4) . ?
C28 H28A 1.13(4) . ?
C28 H28B 0.90(6) . ?
C28 H28C 0.95(4) . ?
C29 H29A 0.86(4) . ?
C29 H29B 1.01(4) . ?
C29 H29C 0.98(5) . ?
C30 C31 1.3900 . ?
C30 C35 1.3900 . ?
C31 C32 1.3900 . ?
C31 H31 0.9500 . ?
C32 C33 1.3900 . ?
C32 H32 0.9500 . ?
C33 C34 1.3900 . ?
C33 H33 0.9500 . ?
C34 C35 1.3900 . ?
C34 H34 0.9500 . ?
C35 H35 0.9500 . ?
C30' C31' 1.3900 . ?
C30' C35' 1.3901 . ?
C31' C32' 1.3900 . ?
C31' H31' 0.9500 . ?
C32' C33' 1.3900 . ?
C32' H32' 0.9500 . ?
C33' C34' 1.3900 . ?
C33' H33' 0.9500 . ?
C34' C35' 1.3900 . ?
C34' H34' 0.9500 . ?
C35' H35' 0.9500 . ?
