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#$Date: 2016-02-16 18:55:33 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176466 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/05/8100566.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_8100566
loop_
_publ_author_name
'Liepa, A. J.'
'Hofmann, A.'
'Tiekink, E. R. T.'
_publ_section_title
;
Crystal structure of 9-hydroxy-8-[1-(4-methylsulfanylbenzyloxyimino)-
butyl]-6-oxa-spiro[4.5]dec-8-en-7-one, C₂₀H₂₇NO₄S
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              89
_journal_page_last               90
_journal_volume                  217
_journal_year                    2002
_chemical_formula_moiety         'C20 H27 N O5 S '
_chemical_formula_structural     'C20 H27 N O5 S '
_chemical_formula_sum            'C20 H27 N O5 S'
_chemical_formula_weight         389.50
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 113.96(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.262(2)
_cell_length_b                   12.391(1)
_cell_length_c                   14.550(1)
_cell_measurement_temperature    293
_cell_volume                     2020.2(4)
_diffrn_ambient_temperature      293
_exptl_crystal_density_diffrn    1.281
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C20 H27 N O5 S '
_cod_database_code               8100566
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
1/2-x,1/2+y,1/2-z
'  -x,  -y,  -z'
1/2+x,1/2-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
S1 S 0.03490(13) 0.35221(11) 0.06885(8) 0.0997(5) Uani 1 4 d . . .
O1 O -0.17906(19) 0.33537(16) -0.43863(15) 0.0471(6) Uani 1 4 d . . .
O2 O -0.02405(18) 0.79004(16) -0.46750(15) 0.0446(6) Uani 1 4 d . . .
O3 O -0.1706(2) 0.70746(18) -0.58617(16) 0.0602(7) Uani 1 4 d . . .
O4 O 0.09399(18) 0.51073(17) -0.30904(15) 0.0501(6) Uani 1 4 d . . .
H4o H 0.0196 0.4492 -0.3393 0.075 Uiso 1 4 d . . .
N1 N -0.0989(2) 0.4224(2) -0.41879(18) 0.0406(7) Uani 1 4 d . . .
C1 C 0.0629(3) 0.7973(3) -0.3623(2) 0.0425(8) Uani 1 4 d . . .
C2 C 0.1398(3) 0.8947(3) -0.3575(3) 0.0583(10) Uani 1 4 d . . .
H2a H 0.1511 0.9015 -0.4195 0.075(2) Uiso 1 4 calc R . .
H2b H 0.2175 0.8875 -0.3021 0.075(2) Uiso 1 4 calc R . .
C3 C 0.0747(4) 0.9930(3) -0.3422(3) 0.0690(11) Uani 1 4 d . . .
H3a H 0.1275 1.0355 -0.2856 0.075(2) Uiso 1 4 calc R . .
H3b H 0.0461 1.0380 -0.4018 0.075(2) Uiso 1 4 calc R . .
C4 C -0.0293(4) 0.9496(3) -0.3219(3) 0.0743(12) Uani 1 4 d . . .
H4a H -0.1037 0.9588 -0.3805 0.075(2) Uiso 1 4 calc R . .
H4b H -0.0352 0.9871 -0.2655 0.075(2) Uiso 1 4 calc R . .
C5 C -0.0032(3) 0.8301(3) -0.2977(3) 0.0530(10) Uani 1 4 d . . .
H5a H 0.0463 0.8194 -0.2269 0.075(2) Uiso 1 4 calc R . .
H5b H -0.0764 0.7892 -0.3158 0.075(2) Uiso 1 4 calc R . .
C6 C -0.3405(4) 0.5459(3) -0.3919(4) 0.0938(15) Uani 1 4 d . . .
H6a H -0.3829 0.5937 -0.3661 0.090(3) Uiso 1 4 calc R . .
H6b H -0.2597 0.5383 -0.3433 0.090(3) Uiso 1 4 calc R . .
H6c H -0.3787 0.4765 -0.4051 0.090(3) Uiso 1 4 calc R . .
C7 C -0.3407(3) 0.5916(3) -0.4882(3) 0.0702(12) Uani 1 4 d . . .
H7a H -0.3040 0.6625 -0.4747 0.075(2) Uiso 1 4 calc R . .
H7b H -0.4226 0.6002 -0.5366 0.075(2) Uiso 1 4 calc R . .
C8 C -0.2749(3) 0.5210(3) -0.5337(2) 0.0506(9) Uani 1 4 d . . .
H8a H -0.3111 0.4500 -0.5472 0.075(2) Uiso 1 4 calc R . .
H8b H -0.2821 0.5519 -0.5972 0.075(2) Uiso 1 4 calc R . .
C9 C -0.1456(3) 0.5105(3) -0.4654(2) 0.0372(8) Uani 1 4 d . . .
C10 C -0.0626(3) 0.6031(2) -0.4395(2) 0.0336(7) Uani 1 4 d . . .
C11 C 0.0478(3) 0.5987(3) -0.3631(2) 0.0402(8) Uani 1 4 d . . .
C12 C 0.1301(3) 0.6920(2) -0.3352(2) 0.0425(9) Uani 1 4 d . . .
H12a H 0.1830 0.6869 -0.3696 0.075(2) Uiso 1 4 calc R . .
H12b H 0.1786 0.6904 -0.2634 0.075(2) Uiso 1 4 calc R . .
C13 C -0.0919(3) 0.7009(3) -0.5024(2) 0.0410(8) Uani 1 4 d . . .
C14 C -0.1179(3) 0.2479(3) -0.3722(2) 0.0499(9) Uani 1 4 d . . .
H14a H -0.0467 0.2298 -0.3824 0.075(2) Uiso 1 4 calc R . .
H14b H -0.1693 0.1849 -0.3891 0.075(2) Uiso 1 4 calc R . .
C15 C -0.0832(3) 0.2752(2) -0.2633(2) 0.0400(8) Uani 1 4 d . . .
C16 C -0.1643(3) 0.3155(3) -0.2294(3) 0.0543(10) Uani 1 4 d . A .
H16 H -0.2429 0.3257 -0.2749 0.0603(19) Uiso 1 4 calc R . .
C17 C -0.1325(4) 0.3412(3) -0.1295(3) 0.0599(10) Uani 1 4 d . . .
H17 H -0.1890 0.3698 -0.1089 0.0603(19) Uiso 1 4 calc R A .
C18 C -0.0177(4) 0.3246(3) -0.0604(3) 0.0568(10) Uani 1 4 d . A .
C19 C 0.0646(3) 0.2839(3) -0.0944(3) 0.0644(11) Uani 1 4 d . . .
H19 H 0.1429 0.2724 -0.0488 0.0603(19) Uiso 1 4 calc R A .
C20 C 0.0322(3) 0.2602(3) -0.1943(3) 0.0530(9) Uani 1 4 d . A .
H20 H 0.0890 0.2337 -0.2156 0.0603(19) Uiso 1 4 calc R . .
C21 C -0.0603(8) 0.3983(7) 0.0951(6) 0.062(2) Uiso 0.50 4 d P A 1
H21a H -0.0288 0.4127 0.1660 0.090(3) Uiso 0.50 4 calc PR A 1
H21b H -0.1250 0.3477 0.0778 0.090(3) Uiso 0.50 4 calc PR A 1
H21c H -0.0889 0.4642 0.0586 0.090(3) Uiso 0.50 4 calc PR A 1
C21' C -0.1195(7) 0.4194(6) 0.0714(6) 0.064(3) Uiso 0.50 1 d P A 2
H21'a H -0.1051 0.4395 0.1391 0.090(3) Uiso 0.50 4 calc PR A 2
H21'b H -0.1830 0.3674 0.0472 0.090(3) Uiso 0.50 4 calc PR A 2
H21'c H -0.1415 0.4822 0.0292 0.090(3) Uiso 0.50 4 calc PR A 2
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
S1 C21 1.483(9) . ?
S1 C18 1.757(3) . ?
S1 C31 2.082(8) . ?
O1 N1 1.408(3) . ?
O1 C14 1.443(3) . ?
O2 C13 1.351(3) . ?
O2 C1 1.470(3) . ?
O3 C13 1.212(3) . ?
O4 C11 1.329(3) . ?
N1 C9 1.290(4) . ?
C1 C12 1.507(4) . ?
C1 C2 1.516(4) . ?
C1 C5 1.524(4) . ?
C2 C3 1.521(5) . ?
C3 C4 1.519(5) . ?
C4 C5 1.526(5) . ?
C6 C7 1.510(5) . ?
C7 C8 1.513(5) . ?
C8 C9 1.496(4) . ?
C9 C10 1.477(4) . ?
C10 C11 1.359(4) . ?
C10 C13 1.473(4) . ?
C11 C12 1.479(4) . ?
C14 C15 1.502(4) . ?
C15 C16 1.371(4) . ?
C15 C20 1.374(4) . ?
C16 C17 1.380(5) . ?
C17 C18 1.372(5) . ?
C18 C19 1.387(5) . ?
C19 C20 1.375(5) . ?
