#------------------------------------------------------------------------------
#$Date: 2016-02-18 13:25:00 +0100 (jue 18 de feb de 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/10/8101098.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_8101098
loop_
_publ_author_name
'Rademacher, O.'
'Berndt, M.'
'Reissig, H.-U.'
_publ_section_title
;
Crystal structure of 4R*,4aS*,5S*-5-hydroxy-4-(1-hydroxy-1-methylethyl)-
5-methyl-4,4a,5,6,7,8-hexahydronaphthalene-2-carbonitrile---water 
(1/1), C₁₅H₂₁NO₂ · H₂O
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              593
_journal_page_last               594
_journal_volume                  216
_journal_year                    2001
_chemical_formula_moiety         'C15 H21 N O2 .  H2O'
_chemical_formula_structural     'C15 H21 N O2 .  H2O'
_chemical_formula_sum            'C15 H23 N O3'
_chemical_formula_weight         265.34
_chemical_melting_point
'379 - 383 (recrystallized from ethyl acetate/h'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 125.85(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   27.14750(10)
_cell_length_b                   6.8323(3)
_cell_length_c                   19.7939(5)
_cell_measurement_temperature    293(2)
_cell_volume                     2976.03(15)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.184
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8101098
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
O1 O 0.24980(4) 0.21413(17) 0.58287(6) 0.0256(3) Uani 1 8 d . . .
O2 O 0.18186(5) 0.58015(15) 0.42960(6) 0.0252(3) Uani 1 8 d . . .
O3 O 0.18659(6) 0.94063(18) 0.36559(8) 0.0384(3) Uani 1 8 d . . .
N1 N -0.06790(7) -0.0286(2) 0.30853(9) 0.0477(4) Uani 1 8 d . . .
C5 C 0.20053(6) 0.2100(2) 0.59060(8) 0.0229(4) Uani 1 8 d . . .
C6 C 0.22224(7) 0.2893(3) 0.67688(9) 0.0287(4) Uani 1 8 d . . .
C7 C 0.17145(7) 0.3078(3) 0.68826(9) 0.0359(4) Uani 1 8 d . . .
C8 C 0.11792(8) 0.4315(3) 0.61867(10) 0.0364(4) Uani 1 8 d . . .
C8A C 0.09838(6) 0.3516(2) 0.53536(8) 0.0263(4) Uani 1 8 d . . .
C1 C 0.04399(7) 0.2698(2) 0.48069(9) 0.0299(4) Uani 1 8 d . . .
C2 C 0.03094(6) 0.1742(2) 0.40505(8) 0.0265(4) Uani 1 8 d . . .
C3 C 0.06937(6) 0.1858(2) 0.38320(8) 0.0236(4) Uani 1 8 d . . .
C4 C 0.12720(6) 0.3022(2) 0.43263(8) 0.0199(3) Uani 1 8 d . . .
C4A C 0.14842(6) 0.3474(2) 0.52287(8) 0.0208(3) Uani 1 8 d . . .
C9 C 0.18090(7) -0.0046(2) 0.57811(10) 0.0306(4) Uani 1 8 d . . .
C10 C 0.12212(6) 0.4919(2) 0.38427(8) 0.0214(4) Uani 1 8 d . . .
C12 C 0.10143(7) 0.4433(2) 0.29547(9) 0.0271(4) Uani 1 8 d . . .
C11 C 0.07980(7) 0.6439(2) 0.38146(10) 0.0277(4) Uani 1 8 d . . .
C13 C -0.02405(7) 0.0608(2) 0.35264(9) 0.0327(4) Uani 1 8 d . . .
HO1 H 0.2643(10) 0.327(4) 0.5921(12) 0.055(6) Uiso 1 8 d . . .
HO2 H 0.2071(10) 0.500(4) 0.4311(12) 0.057(6) Uiso 1 8 d . . .
HO3A H 0.1548(11) 0.934(3) 0.3165(15) 0.059(6) Uiso 1 8 d . . .
HO3B H 0.1888(10) 0.832(4) 0.3894(13) 0.062(6) Uiso 1 8 d . . .
H6A H 0.2403(7) 0.418(3) 0.6829(9) 0.031(4) Uiso 1 8 d . . .
H6B H 0.2558(8) 0.202(3) 0.7201(10) 0.036(4) Uiso 1 8 d . . .
H7A H 0.1554(9) 0.174(3) 0.6873(11) 0.050(5) Uiso 1 8 d . . .
H7B H 0.1881(8) 0.371(3) 0.7422(11) 0.043(5) Uiso 1 8 d . . .
H8A H 0.1306(7) 0.571(3) 0.6243(10) 0.030(4) Uiso 1 8 d . . .
H8B H 0.0837(8) 0.429(2) 0.6236(10) 0.036(4) Uiso 1 8 d . . .
H1 H 0.0129(8) 0.268(3) 0.4904(10) 0.037(5) Uiso 1 8 d . . .
H3 H 0.0595(7) 0.119(2) 0.3325(10) 0.030(4) Uiso 1 8 d . . .
H4 H 0.1575(7) 0.225(2) 0.4360(8) 0.017(4) Uiso 1 8 d . . .
H4A H 0.1676(6) 0.478(2) 0.5374(8) 0.019(4) Uiso 1 8 d . . .
H9A H 0.2136(9) -0.086(3) 0.6231(12) 0.050(5) Uiso 1 8 d . . .
H9B H 0.1433(8) -0.016(3) 0.5750(10) 0.036(4) Uiso 1 8 d . . .
H9C H 0.1717(8) -0.056(3) 0.5239(11) 0.041(5) Uiso 1 8 d . . .
H12A H 0.1016(7) 0.568(3) 0.2674(10) 0.036(4) Uiso 1 8 d . . .
H12B H 0.0572(8) 0.397(3) 0.2597(10) 0.043(5) Uiso 1 8 d . . .
H12C H 0.1281(8) 0.347(3) 0.2954(10) 0.035(4) Uiso 1 8 d . . .
H11A H 0.0951(8) 0.691(2) 0.4372(11) 0.035(4) Uiso 1 8 d . . .
H11B H 0.0385(9) 0.589(3) 0.3542(11) 0.043(5) Uiso 1 8 d . . .
H11C H 0.0785(8) 0.759(3) 0.3504(10) 0.042(5) Uiso 1 8 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
O1 C5 1.4329(17) . ?
O2 C10 1.4475(17) . ?
N1 C13 1.156(2) . ?
C5 C9 1.529(2) . ?
C5 C6 1.542(2) . ?
C5 C4A 1.568(2) . ?
C6 C7 1.527(2) . ?
C7 C8 1.542(2) . ?
C8 C8A 1.508(2) . ?
C8A C1 1.339(2) . ?
C8A C4A 1.517(2) . ?
C1 C2 1.474(2) . ?
C2 C3 1.345(2) . ?
C2 C13 1.446(2) . ?
C3 C4 1.5016(19) . ?
C4 C4A 1.5533(18) . ?
C4 C10 1.5687(19) . ?
C10 C11 1.525(2) . ?
C10 C12 1.5358(19) . ?
