 
data_solution
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 ?
;
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C17 H24 O3'
_chemical_formula_sum
 'C17 H24 O3'
_chemical_formula_weight          276.36
_chemical_absolute_configuration  unk
 
loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Orthorhombic
_symmetry_space_group_name_H-M    P212121
_symmetry_space_group_name_hall   'P 2ac 2ab'
 
loop_
 _symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, y+1/2, -z+1/2'
 
_cell_length_a                    5.7992(6)
_cell_length_b                    12.0419(10)
_cell_length_c                    20.795(2)
_cell_angle_alpha                 90.00
_cell_angle_beta                  90.00
_cell_angle_gamma                 90.00
_cell_volume                      1452.2(2)
_cell_formula_units_Z             4
_cell_measurement_temperature     120(2)
_cell_measurement_reflns_used     40505
_cell_measurement_theta_min       2.91
_cell_measurement_theta_max       27.48
 
_exptl_crystal_description        plate
_exptl_crystal_colour             colourless
_exptl_crystal_size_max           0.40
_exptl_crystal_size_mid           0.20
_exptl_crystal_size_min           0.03
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.264
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              600
_exptl_absorpt_coefficient_mu     0.085
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9669
_exptl_absorpt_correction_T_max   0.9975
_exptl_absorpt_process_details    'SADABS 2007/2 (Sheldrick, G.M., 2007)' 
 
_exptl_special_details
;
 ?
;
 
_diffrn_ambient_temperature           120(2)
_diffrn_radiation_wavelength           0.71073
_diffrn_radiation_type                      MoK\a
_diffrn_radiation_source                  'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_monochromator    'graphite'
_diffrn_measurement_device_type   'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method          'φ & ω scans'
_diffrn_detector_area_resol_mean   '9.091'
_diffrn_reflns_number             17321
_diffrn_reflns_av_R_equivalents   0.1174
_diffrn_reflns_av_sigmaI/netI     0.0730
_diffrn_reflns_limit_h_min        -7
_diffrn_reflns_limit_h_max        7
_diffrn_reflns_limit_k_min        -15
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -26
_diffrn_reflns_limit_l_max        27
_diffrn_reflns_theta_min          3.39
_diffrn_reflns_theta_max          27.48
_reflns_number_total              1925
_reflns_number_gt                 1440
_reflns_threshold_expression      >2σ(I)
 
_computing_data_collection        
;
'DENZO (Otwinowski and Minor, 1997) & COLLECT (Hooft, 1998) '
;
_computing_cell_refinement        'DENZO and COLLECT'
_computing_data_reduction         'DENZO and COLLECT'
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)' 
_computing_molecular_graphics     'PLATON (Watkin, Pearce 1995)'
_computing_publication_material   SHELXL-97
 
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
 
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
 'calc w=1/[σ²(Fo²)+(0.1078P)²+2.6195P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      direct
_atom_sites_solution_secondary    difmap
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      SHELXL
_refine_ls_extinction_coef        0.089(14)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          1925
_refine_ls_number_parameters      182
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.1277
_refine_ls_R_factor_gt            0.1016
_refine_ls_wR_factor_ref          0.2670
_refine_ls_wR_factor_gt           0.2538
_refine_ls_goodness_of_fit_ref    1.150
_refine_ls_restrained_S_all       1.150
_refine_ls_shift/su_max           0.002
_refine_ls_shift/su_mean          0.001
 
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 0.0623(8) 0.1294(4) 0.78438(19) 0.0316(10) Uani 1 1 d . . .
O2 O 0.0407(9) -0.0067(4) 0.67771(19) 0.0412(13) Uani 1 1 d . . .
O3 O 0.2236(11) 0.0175(5) 0.5832(3) 0.0574(16) Uani 1 1 d . . .
C9 C 0.2182(12) 0.0375(5) 0.7794(3) 0.0307(14) Uani 1 1 d . . .
H9 H 0.1510 -0.0276 0.8026 0.037 Uiso 1 1 calc R . .
C7 C 0.4290(11) 0.2008(5) 0.8155(3) 0.0297(14) Uani 1 1 d . . .
H7 H 0.5581 0.2340 0.7901 0.036 Uiso 1 1 calc R . .
C8 C 0.1931(12) 0.2313(5) 0.7844(3) 0.0346(15) Uani 1 1 d . . .
H8 H 0.1132 0.2861 0.8128 0.041 Uiso 1 1 calc R . .
C17 C 0.2154(13) 0.2816(6) 0.7170(3) 0.0416(17) Uani 1 1 d . . .
H17A H 0.2495 0.3619 0.7210 0.050 Uiso 1 1 calc R . .
H17B H 0.3467 0.2462 0.6946 0.050 Uiso 1 1 calc R . .
C6 C 0.4396(12) 0.0707(5) 0.8118(3) 0.0301(14) Uani 1 1 d . . .
H6 H 0.5745 0.0469 0.7852 0.036 Uiso 1 1 calc R . .
C15 C -0.0020(13) 0.2513(5) 0.6140(3) 0.0399(16) Uani 1 1 d . . .
H15 H 0.1414 0.2543 0.5920 0.048 Uiso 1 1 calc R . .
C14 C -0.2185(14) 0.2288(6) 0.5745(4) 0.0462(19) Uani 1 1 d . . .
H14A H -0.3542 0.2310 0.6034 0.055 Uiso 1 1 calc R . .
H14B H -0.2369 0.2888 0.5423 0.055 Uiso 1 1 calc R . .
C13 C -0.2142(12) 0.1189(6) 0.5402(3) 0.0423(17) Uani 1 1 d . . .
H13A H -0.0839 0.1190 0.5095 0.051 Uiso 1 1 calc R . .
H13B H -0.3581 0.1113 0.5150 0.051 Uiso 1 1 calc R . .
C1 C 0.2542(13) 0.0591(5) 0.9230(3) 0.0350(15) Uani 1 1 d . . .
H1A H 0.2643 0.0250 0.9662 0.042 Uiso 1 1 calc R . .
H1B H 0.1149 0.0312 0.9007 0.042 Uiso 1 1 calc R . .
C3 C 0.4636(12) 0.2243(5) 0.8877(3) 0.0366(16) Uani 1 1 d . . .
H3 H 0.5200 0.3010 0.8973 0.044 Uiso 1 1 calc R . .
C4 C 0.6383(11) 0.1317(6) 0.9039(3) 0.0369(15) Uani 1 1 d . . .
H4A H 0.7808 0.1361 0.8778 0.044 Uiso 1 1 calc R . .
H4B H 0.6768 0.1286 0.9503 0.044 Uiso 1 1 calc R . .
C2 C 0.2569(14) 0.1897(6) 0.9267(3) 0.0415(17) Uani 1 1 d . . .
H2A H 0.1136 0.2211 0.9083 0.050 Uiso 1 1 calc R . .
H2B H 0.2720 0.2150 0.9718 0.050 Uiso 1 1 calc R . .
C16 C -0.0014(12) 0.2668(5) 0.6769(3) 0.0366(15) Uani 1 1 d . . .
H16 H -0.1459 0.2687 0.6985 0.044 Uiso 1 1 calc R . .
C10 C 0.2633(14) 0.0054(6) 0.7101(3) 0.0395(16) Uani 1 1 d . . .
H10A H 0.3563 0.0635 0.6886 0.047 Uiso 1 1 calc R . .
H10B H 0.3497 -0.0654 0.7083 0.047 Uiso 1 1 calc R . .
C5 C 0.4777(12) 0.0377(6) 0.8827(3) 0.0381(16) Uani 1 1 d . . .
H5 H 0.5443 -0.0383 0.8885 0.046 Uiso 1 1 calc R . .
C12 C -0.1904(15) 0.0173(6) 0.5846(3) 0.0435(19) Uani 1 1 d . . .
H12A H -0.3057 0.0222 0.6195 0.052 Uiso 1 1 calc R . .
H12B H -0.2218 -0.0511 0.5597 0.052 Uiso 1 1 calc R . .
C11 C 0.0465(15) 0.0108(6) 0.6131(3) 0.0428(18) Uani 1 1 d . . .
 
 
_geom_special_details
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
 
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 C9 1.432(7) . ?
O1 C8 1.443(7) . ?
O2 C11 1.361(7) . ?
O2 C10 1.463(9) . ?
O3 C11 1.202(10) . ?
C9 C6 1.504(10) . ?
C9 C10 1.515(8) . ?
C9 H9 1.0000 . ?
C7 C3 1.540(9) . ?
C7 C8 1.557(9) . ?
C7 C6 1.569(8) . ?
C7 H7 1.0000 . ?
C8 C17 1.532(10) . ?
C8 H8 1.0000 . ?
C17 C16 1.519(10) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C6 C5 1.542(8) . ?
C6 H6 1.0000 . ?
C15 C16 1.322(10) . ?
C15 C14 1.524(10) . ?
C15 H15 0.9500 . ?
C14 C13 1.503(10) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C13 C12 1.538(10) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C1 C5 1.565(10) . ?
C1 C2 1.575(9) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C3 C2 1.506(10) . ?
C3 C4 1.544(9) . ?
C3 H3 1.0000 . ?
C4 C5 1.532(10) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C16 H16 0.9500 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C5 H5 1.0000 . ?
C12 C11 1.498(11) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
C9 O1 C8 108.9(4) . . ?
C11 O2 C10 114.7(6) . . ?
O1 C9 C6 107.6(5) . . ?
O1 C9 C10 112.0(5) . . ?
C6 C9 C10 110.3(6) . . ?
O1 C9 H9 109.0 . . ?
C6 C9 H9 109.0 . . ?
C10 C9 H9 109.0 . . ?
C3 C7 C8 118.4(6) . . ?
C3 C7 C6 103.1(5) . . ?
C8 C7 C6 104.4(5) . . ?
C3 C7 H7 110.1 . . ?
C8 C7 H7 110.1 . . ?
C6 C7 H7 110.1 . . ?
O1 C8 C17 112.4(5) . . ?
O1 C8 C7 105.2(5) . . ?
C17 C8 C7 113.5(6) . . ?
O1 C8 H8 108.5 . . ?
C17 C8 H8 108.5 . . ?
C7 C8 H8 108.5 . . ?
C16 C17 C8 112.7(6) . . ?
C16 C17 H17A 109.1 . . ?
C8 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
C8 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C9 C6 C5 118.8(6) . . ?
C9 C6 C7 104.7(6) . . ?
C5 C6 C7 102.5(5) . . ?
C9 C6 H6 110.1 . . ?
C5 C6 H6 110.1 . . ?
C7 C6 H6 110.1 . . ?
C16 C15 C14 124.1(7) . . ?
C16 C15 H15 118.0 . . ?
C14 C15 H15 118.0 . . ?
C13 C14 C15 113.4(6) . . ?
C13 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C14 C13 C12 114.7(6) . . ?
C14 C13 H13A 108.6 . . ?
C12 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C5 C1 C2 100.5(6) . . ?
C5 C1 H1A 111.7 . . ?
C2 C1 H1A 111.7 . . ?
C5 C1 H1B 111.7 . . ?
C2 C1 H1B 111.7 . . ?
H1A C1 H1B 109.4 . . ?
C2 C3 C7 111.7(6) . . ?
C2 C3 C4 101.8(5) . . ?
C7 C3 C4 99.5(5) . . ?
C2 C3 H3 114.1 . . ?
C7 C3 H3 114.1 . . ?
C4 C3 H3 114.1 . . ?
C5 C4 C3 94.1(5) . . ?
C5 C4 H4A 112.9 . . ?
C3 C4 H4A 112.9 . . ?
C5 C4 H4B 112.9 . . ?
C3 C4 H4B 112.9 . . ?
H4A C4 H4B 110.3 . . ?
C3 C2 C1 104.9(6) . . ?
C3 C2 H2A 110.8 . . ?
C1 C2 H2A 110.8 . . ?
C3 C2 H2B 110.8 . . ?
C1 C2 H2B 110.8 . . ?
H2A C2 H2B 108.8 . . ?
C15 C16 C17 124.2(7) . . ?
C15 C16 H16 117.9 . . ?
C17 C16 H16 117.9 . . ?
O2 C10 C9 108.2(6) . . ?
O2 C10 H10A 110.1 . . ?
C9 C10 H10A 110.1 . . ?
O2 C10 H10B 110.1 . . ?
C9 C10 H10B 110.1 . . ?
H10A C10 H10B 108.4 . . ?
C4 C5 C6 99.9(5) . . ?
C4 C5 C1 103.2(5) . . ?
C6 C5 C1 110.5(6) . . ?
C4 C5 H5 114.0 . . ?
C6 C5 H5 114.0 . . ?
C1 C5 H5 114.0 . . ?
C11 C12 C13 111.2(6) . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
O3 C11 O2 122.8(7) . . ?
O3 C11 C12 125.1(6) . . ?
O2 C11 C12 112.1(7) . . ?
 
_diffrn_measured_fraction_theta_max    0.990
_diffrn_reflns_theta_full              27.48
_diffrn_measured_fraction_theta_full   0.990
_refine_diff_density_max    0.533
_refine_diff_density_min   -0.393
_refine_diff_density_rms    0.102
