#------------------------------------------------------------------------------
#$Date: 2016-02-16 18:55:33 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176466 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/08/8100848.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_8100848
loop_
_publ_author_name
'Frey, Wolfgang'
'Hilgers, Petra'
'Kleban, Martin'
'Jäger, Volker'
_publ_section_title
;
Crystal structure of (3aR,4R,5S,6S,6aR)-4,5,6-triacetoxy-1-benzyl-
3,3a,4,5,6,6a-hexahydro-1H-cyclopent[c]-isoxazole, C₁₉H₂₃NO₇
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              91
_journal_page_last               92
_journal_volume                  216
_journal_year                    2001
_chemical_formula_sum            'C19 H23 N O7'
_chemical_formula_weight         377.4
_chemical_melting_point          382.0(10)
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.854(3)
_cell_length_b                   13.353(3)
_cell_length_c                   14.949(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1967.0(8)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.274
_refine_ls_R_factor_obs          0.0585
_refine_ls_wR_factor_obs         0.1193
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '381-383 K' was changed to
'382.0(10)' - the average value was taken and precision was
estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_formula_sum        'C19 H23 N1 O7'
_cod_database_code               8100848
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.3937(3) 0.0126(2) 0.5626(2) 0.0837(10) Uani 1 d . .
N1 N 0.2702(3) -0.0286(3) 0.5250(2) 0.0666(10) Uani 1 d . .
C1 C 0.4066(4) 0.1124(4) 0.5273(4) 0.089(2) Uani 1 d . .
H1A H 0.4477(4) 0.1110(4) 0.4683(4) 0.107 Uiso 1 calc R .
H1B H 0.4620(4) 0.1535(4) 0.5663(4) 0.107 Uiso 1 calc R .
O2 O 0.1972(3) 0.3220(2) 0.5805(2) 0.0612(7) Uani 1 d . .
C2 C 0.2611(4) 0.1533(3) 0.5223(3) 0.0612(11) Uani 1 d . .
H2 H 0.2443(4) 0.1877(3) 0.4655(3) 0.073 Uiso 1 calc R .
O3 O 0.4199(3) 0.3490(2) 0.5861(3) 0.0886(11) Uani 1 d . .
C3 C 0.2183(4) 0.2180(3) 0.6026(3) 0.0555(9) Uani 1 d . .
H3 H 0.2843(4) 0.2116(3) 0.6513(3) 0.067 Uiso 1 calc R .
O4 O 0.0498(3) 0.2054(2) 0.7204(2) 0.0598(7) Uani 1 d . .
C4 C 0.0830(4) 0.1752(3) 0.6303(2) 0.0512(9) Uani 1 d . .
H4 H 0.0121(4) 0.1975(3) 0.5890(2) 0.061 Uiso 1 calc R .
C5 C 0.1054(3) 0.0634(3) 0.6206(3) 0.0505(9) Uani 1 d . .
H5 H 0.1648(3) 0.0385(3) 0.6683(3) 0.061 Uiso 1 calc R .
O5 O -0.1685(3) 0.2182(4) 0.6841(3) 0.123(2) Uani 1 d . .
O6 O -0.0199(2) 0.0078(2) 0.6190(2) 0.0569(7) Uani 1 d . .
C6 C 0.1761(4) 0.0556(3) 0.5299(3) 0.0546(9) Uani 1 d . .
H6 H 0.1091(4) 0.0519(3) 0.4816(3) 0.066 Uiso 1 calc R .
O7 O -0.0119(4) -0.0162(3) 0.7674(2) 0.0983(12) Uani 1 d . .
C7 C 0.2987(5) -0.0580(4) 0.4305(3) 0.088(2) Uani 1 d . .
H7A H 0.3802(5) -0.0986(4) 0.4285(3) 0.106 Uiso 1 calc R .
H7B H 0.3145(5) 0.0017(4) 0.3951(3) 0.106 Uiso 1 calc R .
C8 C 0.1826(5) -0.1159(4) 0.3911(3) 0.0784(14) Uani 1 d . .
C9 C 0.1122(8) -0.0784(7) 0.3185(5) 0.136(3) Uani 1 d . .
H9 H 0.1346(8) -0.0157(7) 0.2958(5) 0.163 Uiso 1 calc R .
C10 C 0.0107(14) -0.1319(13) 0.2797(10) 0.230(11) Uani 1 d . .
H10 H -0.0350(14) -0.1059(13) 0.2305(10) 0.276 Uiso 1 calc R .
C11 C -0.0234(15) -0.2207(13) 0.3117(12) 0.244(14) Uani 1 d . .
H11 H -0.0912(15) -0.2573(13) 0.2834(12) 0.293 Uiso 1 calc R .
C12 C 0.0387(8) -0.2594(7) 0.3850(7) 0.160(4) Uani 1 d . .
H12 H 0.0116(8) -0.3207(7) 0.4084(7) 0.192 Uiso 1 calc R .
C13 C 0.1431(6) -0.2057(4) 0.4243(4) 0.098(2) Uani 1 d . .
H13 H 0.1868(6) -0.2317(4) 0.4743(4) 0.118 Uiso 1 calc R .
C14 C 0.3076(5) 0.3805(3) 0.5767(3) 0.0616(10) Uani 1 d . .
C15 C 0.2690(5) 0.4871(3) 0.5602(3) 0.0796(14) Uani 1 d . .
H15A H 0.1721(5) 0.4921(3) 0.5552(3) 0.119 Uiso 0.50 calc PR .
H15B H 0.3103(5) 0.5097(3) 0.5057(3) 0.119 Uiso 0.50 calc PR .
H15C H 0.2998(5) 0.5278(3) 0.6090(3) 0.119 Uiso 0.50 calc PR .
H15D H 0.3493(5) 0.5277(3) 0.5581(3) 0.119 Uiso 0.50 calc PR .
H15E H 0.2111(5) 0.5100(3) 0.6076(3) 0.119 Uiso 0.50 calc PR .
H15F H 0.2217(5) 0.4920(3) 0.5042(3) 0.119 Uiso 0.50 calc PR .
C16 C -0.0802(4) 0.2240(4) 0.7390(3) 0.0700(12) Uani 1 d . .
C17 C -0.0982(5) 0.2493(4) 0.8363(3) 0.0867(15) Uani 1 d . .
H17A H -0.0114(5) 0.2490(4) 0.8655(3) 0.130 Uiso 1 calc R .
H17B H -0.1563(5) 0.2005(4) 0.8639(3) 0.130 Uiso 1 calc R .
H17C H -0.1384(5) 0.3145(4) 0.8417(3) 0.130 Uiso 1 calc R .
C18 C -0.0683(4) -0.0250(3) 0.6975(3) 0.0655(11) Uani 1 d . .
C19 C -0.2045(5) -0.0737(4) 0.6851(3) 0.0886(15) Uani 1 d . .
H19A H -0.2289(5) -0.0719(4) 0.6230(3) 0.133 Uiso 1 calc R .
H19B H -0.2713(5) -0.0383(4) 0.7195(3) 0.133 Uiso 1 calc R .
H19C H -0.2001(5) -0.1420(4) 0.7049(3) 0.133 Uiso 1 calc R .
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
O1 C1 1.439(6) . ?
O1 N1 1.449(5) . ?
N1 C6 1.460(5) . ?
N1 C7 1.493(6) . ?
C1 C2 1.536(6) . ?
C1 H1A 0.97 . ?
C1 H1B 0.97 . ?
O2 C14 1.341(5) . ?
O2 C3 1.442(4) . ?
C2 C3 1.538(5) . ?
C2 C6 1.555(5) . ?
C2 H2 0.98 . ?
O3 C14 1.192(5) . ?
C3 C4 1.508(5) . ?
C3 H3 0.98 . ?
O4 C16 1.334(5) . ?
O4 C4 1.443(4) . ?
C4 C5 1.516(5) . ?
C4 H4 0.98 . ?
C5 O6 1.441(4) . ?
C5 C6 1.527(5) . ?
C5 H5 0.98 . ?
O5 C16 1.198(5) . ?
O6 C18 1.342(5) . ?
C6 H6 0.98 . ?
O7 C18 1.189(5) . ?
C7 C8 1.501(7) . ?
C7 H7A 0.97 . ?
C7 H7B 0.97 . ?
C8 C13 1.354(7) . ?
C8 C9 1.382(8) . ?
C9 C10 1.358(15) . ?
C9 H9 0.93 . ?
C10 C11 1.32(2) . ?
C10 H10 0.93 . ?
C11 C12 1.36(2) . ?
C11 H11 0.93 . ?
C12 C13 1.385(9) . ?
C12 H12 0.93 . ?
C13 H13 0.93 . ?
C14 C15 1.493(6) . ?
C15 H15A 0.96 . ?
C15 H15B 0.96 . ?
C15 H15C 0.96 . ?
C15 H15D 0.96 . ?
C15 H15E 0.96 . ?
C15 H15F 0.96 . ?
C16 C17 1.504(6) . ?
C17 H17A 0.96 . ?
C17 H17B 0.96 . ?
C17 H17C 0.96 . ?
C18 C19 1.503(6) . ?
C19 H19A 0.96 . ?
C19 H19B 0.96 . ?
C19 H19C 0.96 . ?
