#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:58:33 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/02/8100219.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_8100219
loop_
_publ_author_name
'Laus, G.'
'Wurst, K.'
'Horvath, U. I. E.'
'Schmidhammer, H.'
'Schottenberger, H.'
_publ_section_title
;
Crystal structure of 5,6-didehydro-14-hydroxy-3-methoxy-17-methyl-4-
(trifluoromethylsulfonyloxy)morphinan-6-carbonitrile, 
C₂₀H₂₁F₃N₂O₅S
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              499
_journal_page_last               500
_journal_volume                  219
_journal_year                    2004
_chemical_formula_sum            'C20 H21 F3 N2 O5 S'
_chemical_formula_weight         458.45
_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                 101.542(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.2847(8)
_cell_length_b                   8.2066(3)
_cell_length_c                   11.3780(8)
_cell_measurement_temperature    228(2)
_cell_volume                     1032.40(11)
_diffrn_ambient_temperature      228(2)
_exptl_crystal_density_diffrn    1.475
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               8100219
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.04071(7) 0.47481(9) 0.23097(7) 0.0381(2) Uani 1 2 a d . . .
O1 O -0.15772(17) 0.7594(3) 0.1794(2) 0.0486(6) Uani 1 2 a d . . .
O2 O 0.06588(17) 0.6548(2) 0.19564(17) 0.0324(5) Uani 1 2 a d . . .
O3 O 0.48792(17) 0.8980(3) 0.4038(2) 0.0375(5) Uani 1 2 a d . . .
H3O H 0.496(4) 0.865(6) 0.472(4) 0.080(16) Uiso 1 2 a d . . .
O4 O -0.0337(3) 0.4680(3) 0.3161(2) 0.0672(7) Uani 1 2 a d . . .
O5 O 0.1501(2) 0.3878(3) 0.2475(3) 0.0797(9) Uani 1 2 a d . . .
F1 F -0.0598(3) 0.2482(3) 0.0918(3) 0.0939(9) Uani 1 2 a d . . .
F2 F 0.0146(6) 0.4281(6) 0.0063(3) 0.188(2) Uani 1 2 a d . . .
F3 F -0.1452(4) 0.4716(5) 0.0584(5) 0.221(3) Uani 1 2 a d . . .
N1 N 0.3859(2) 0.8978(3) 0.5961(2) 0.0391(6) Uani 1 2 a d . . .
N2 N 0.4055(3) 0.6853(5) -0.0255(3) 0.0740(10) Uani 1 2 a d . . .
C1 C 0.0012(3) 1.0505(4) 0.4003(3) 0.0383(8) Uani 1 2 a d . . .
H1 H -0.0148 1.1395 0.4467 0.046 Uiso 1 2 a calc . . .
C2 C -0.0942(2) 0.9760(4) 0.3249(3) 0.0436(7) Uani 1 2 a d . . .
H2 H -0.1735 1.0147 0.3197 0.052 Uiso 1 2 a calc . . .
C3 C -0.0724(3) 0.8446(4) 0.2575(3) 0.0364(7) Uani 1 2 a d . . .
C4 C 0.0468(3) 0.7904(3) 0.2703(3) 0.0304(7) Uani 1 2 a d . . .
C5 C 0.3029(2) 0.7391(3) 0.2366(3) 0.0324(7) Uani 1 2 a d . . .
H5 H 0.2836 0.6293 0.2183 0.039 Uiso 1 2 a calc . . .
C6 C 0.3520(3) 0.8277(4) 0.1591(3) 0.0390(8) Uani 1 2 a d . . .
C7 C 0.3862(3) 1.0038(4) 0.1740(3) 0.0444(8) Uani 1 2 a d . . .
H7A H 0.3466 1.0641 0.1025 0.053 Uiso 1 2 a calc . . .
H7B H 0.4739 1.0145 0.1810 0.053 Uiso 1 2 a calc . . .
C8 C 0.3502(3) 1.0780(4) 0.2842(3) 0.0362(7) Uani 1 2 a d . . .
H8A H 0.2656 1.1134 0.2640 0.043 Uiso 1 2 a calc . . .
H8B H 0.4004 1.1740 0.3098 0.043 Uiso 1 2 a calc . . .
C9 C 0.3459(3) 1.0256(3) 0.5041(3) 0.0330(7) Uani 1 2 a d . . .
H9 H 0.4020 1.1188 0.5240 0.040 Uiso 1 2 a calc . . .
C10 C 0.2183(3) 1.0921(4) 0.4931(3) 0.0362(7) Uani 1 2 a d . . .
H10A H 0.1986 1.0939 0.5732 0.043 Uiso 1 2 a calc . . .
H10B H 0.2173 1.2051 0.4649 0.043 Uiso 1 2 a calc . . .
C11 C 0.1203(2) 0.9990(4) 0.4102(2) 0.0306(6) Uani 1 2 a d . . .
C12 C 0.1453(2) 0.8661(3) 0.3415(2) 0.0270(6) Uani 1 2 a d . . .
C13 C 0.2776(2) 0.8086(3) 0.3513(2) 0.0290(6) Uani 1 2 a d . . .
C14 C 0.3657(2) 0.9555(3) 0.3864(2) 0.0296(6) Uani 1 2 a d . . .
C15 C 0.3078(3) 0.7538(4) 0.5757(3) 0.0387(7) Uani 1 2 a d . . .
H15A H 0.2254 0.7843 0.5823 0.046 Uiso 1 2 a calc . . .
H15B H 0.3371 0.6721 0.6375 0.046 Uiso 1 2 a calc . . .
C16 C 0.3057(3) 0.6806(4) 0.4531(3) 0.0353(7) Uani 1 2 a d . . .
H16A H 0.2444 0.5945 0.4381 0.042 Uiso 1 2 a calc . . .
H16B H 0.3844 0.6308 0.4523 0.042 Uiso 1 2 a calc . . .
C17 C 0.4001(3) 0.9572(5) 0.7188(3) 0.0551(9) Uani 1 2 a d . . .
H17A H 0.4504 1.0541 0.7285 0.083 Uiso 1 2 a calc R . .
H17B H 0.4381 0.8737 0.7740 0.083 Uiso 1 2 a calc R . .
H17C H 0.3213 0.9835 0.7356 0.083 Uiso 1 2 a calc R . .
C18 C -0.2777(3) 0.8245(5) 0.1539(4) 0.0706(12) Uani 1 2 a d . . .
H18A H -0.3298 0.7535 0.0979 0.106 Uiso 1 2 a calc R . .
H18B H -0.2766 0.9321 0.1188 0.106 Uiso 1 2 a calc R . .
H18C H -0.3082 0.8321 0.2276 0.106 Uiso 1 2 a calc R . .
C19 C 0.3806(3) 0.7464(5) 0.0561(3) 0.0496(9) Uani 1 2 a d . . .
C20 C -0.0465(5) 0.4031(5) 0.0896(4) 0.0688(11) Uani 1 2 a 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
S1 O4 1.405(2) . ?
S1 O5 1.406(3) . ?
S1 O2 1.571(2) . ?
S1 C20 1.808(4) . ?
O1 C3 1.365(4) . ?
O1 C18 1.431(4) . ?
O2 C4 1.442(3) . ?
O3 H3O 0.81(5) . ?
O3 C14 1.433(3) . ?
F1 C20 1.281(5) . ?
F2 C20 1.295(6) . ?
F3 C20 1.234(6) . ?
N1 C17 1.457(4) . ?
N1 C15 1.465(4) . ?
N1 C9 1.487(4) . ?
N2 C19 1.139(4) . ?
C1 C2 1.378(4) . ?
C1 C11 1.392(4) . ?
C2 C3 1.374(4) . ?
C3 C4 1.397(4) . ?
C4 C12 1.385(4) . ?
C5 C6 1.345(4) . ?
C5 C13 1.503(4) . ?
C6 C19 1.440(5) . ?
C6 C7 1.497(5) . ?
C7 C8 1.521(4) . ?
C8 C14 1.521(4) . ?
C9 C14 1.515(4) . ?
C9 C10 1.521(4) . ?
C10 C11 1.509(4) . ?
C11 C12 1.403(4) . ?
C12 C13 1.548(4) . ?
C13 C16 1.549(4) . ?
C13 C14 1.562(4) . ?
C15 C16 1.514(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21183727
