 
data_os3_0m 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 		 
 'C19 H18 O' 
_chemical_formula_weight          262.33 
 
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   0.0016 
 '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   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            monoclinic
_symmetry_space_group_name_H-M    'P 2(1)/n'
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x+1/2, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x-1/2, -y-1/2, z-1/2' 
 
_cell_length_a                    7.5369(7) 
_cell_length_b                    10.9410(9) 
_cell_length_c                    16.6813(16) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  102.521(4) 
_cell_angle_gamma                 90.00 
_cell_volume                      1342.8(2) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     100(1) 
_cell_measurement_reflns_used     9989 
_cell_measurement_theta_min       2.50 
_cell_measurement_theta_max       27.80
 
_exptl_crystal_description        plate
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.20 
_exptl_crystal_size_mid           0.15 
_exptl_crystal_size_min           0.07 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.298 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              560 
_exptl_absorpt_coefficient_mu     0.078 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.9845 
_exptl_absorpt_correction_T_max   0.9946 
_exptl_absorpt_process_details    SADABS 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       100(1) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Bruker Kappa APEXII CCD'
_diffrn_measurement_method        ' φ & ω scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             33602 
_diffrn_reflns_av_R_equivalents   0.0352 
_diffrn_reflns_av_sigmaI/netI     0.0268 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -14 
_diffrn_reflns_limit_k_max        12 
_diffrn_reflns_limit_l_min        -21 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          2.24 
_diffrn_reflns_theta_max          27.93 
_reflns_number_total              3124 
_reflns_number_gt                 2459 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'APEX2 (Bruker, 2006)'
_computing_cell_refinement        'SAINT (Bruker, 2006)' 
_computing_data_reduction         'SAINT (Bruker, 2006)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_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 > 2sigma(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)+(0.0897P)²+1.0107P] 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      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          3124 
_refine_ls_number_parameters      194 
_refine_ls_number_restraints      4 
_refine_ls_R_factor_all           0.0762 
_refine_ls_R_factor_gt            0.0598 
_refine_ls_wR_factor_ref          0.1772 
_refine_ls_wR_factor_gt           0.1669 
_refine_ls_goodness_of_fit_ref    1.057 
_refine_ls_restrained_S_all       1.057 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 
 
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 
C1 C 1.0773(2) 0.62299(15) 0.12249(11) 0.0179(4) Uani 1 1 d . . . 
C2 C 0.9423(2) 0.53877(15) 0.13303(11) 0.0184(4) Uani 1 1 d . . . 
C3 C 0.9719(2) 0.47488(16) 0.20719(12) 0.0211(4) Uani 1 1 d . . . 
H3 H 0.9003 0.4048 0.2117 0.025 Uiso 1 1 calc R . . 
C4 C 1.1035(2) 0.51161(16) 0.27426(11) 0.0219(4) Uani 1 1 d . . . 
H4 H 1.1202 0.4670 0.3242 0.026 Uiso 1 1 calc R . . 
C5 C 1.2120(2) 0.61375(16) 0.26918(11) 0.0197(4) Uani 1 1 d . . . 
C6 C 1.2102(2) 0.65823(16) 0.19112(11) 0.0185(4) Uani 1 1 d . . . 
H6 H 1.3017 0.7143 0.1840 0.022 Uiso 1 1 calc R . . 
C7 C 0.7554(2) 0.53324(17) 0.07689(12) 0.0227(4) Uani 1 1 d . . . 
H7A H 0.7101 0.4481 0.0752 0.027 Uiso 1 1 calc R . . 
H7B H 0.7654 0.5559 0.0206 0.027 Uiso 1 1 calc R . . 
C8 C 0.6125(3) 0.62057(19) 0.10471(14) 0.0337(5) Uani 1 1 d . . . 
H8A H 0.5521 0.6710 0.0573 0.040 Uiso 1 1 calc R . . 
H8B H 0.5181 0.5702 0.1219 0.040 Uiso 1 1 calc R . . 
C9 C 0.6986(2) 0.70402(17) 0.17480(13) 0.0242(4) Uani 1 1 d . A . 
C10 C 0.7133(2) 0.66310(16) 0.25486(13) 0.0251(4) Uani 1 1 d . . . 
H10 H 0.6280 0.6050 0.2659 0.030 Uiso 1 1 calc R . . 
C11 C 0.8486(2) 0.70443(16) 0.31910(12) 0.0228(4) Uani 1 1 d . . . 
H11 H 0.8533 0.6761 0.3734 0.027 Uiso 1 1 calc R . . 
C12 C 0.9778(2) 0.78765(15) 0.30413(11) 0.0194(4) Uani 1 1 d . . . 
C13 C 0.9396(2) 0.84701(15) 0.22891(11) 0.0204(4) Uani 1 1 d . A . 
H13 H 1.0116 0.9154 0.2210 0.025 Uiso 1 1 calc R . . 
C14 C 0.7990(3) 0.81000(16) 0.16431(11) 0.0230(4) Uani 1 1 d D . . 
C15 C 1.2942(2) 0.68756(18) 0.34444(11) 0.0238(4) Uani 1 1 d . . . 
H15A H 1.4113 0.7225 0.3378 0.029 Uiso 1 1 calc R . . 
H15B H 1.3192 0.6331 0.3930 0.029 Uiso 1 1 calc R . . 
C16 C 1.1641(3) 0.79518(18) 0.35984(12) 0.0248(4) Uani 1 1 d . . . 
H16A H 1.1516 0.7924 0.4177 0.030 Uiso 1 1 calc R . . 
H16B H 1.2202 0.8745 0.3510 0.030 Uiso 1 1 calc R . . 
C17 C 1.0730(3) 0.68316(18) 0.04283(12) 0.0253(4) Uani 1 1 d . . . 
H17 H 0.9834 0.6561 -0.0029 0.030 Uiso 1 1 calc R . . 
C18 C 1.1776(3) 0.7670(2) 0.03033(12) 0.0318(5) Uani 1 1 d . . . 
H18A H 1.2692 0.7968 0.0743 0.038 Uiso 1 1 calc R . . 
H18B H 1.1650 0.8005 -0.0231 0.038 Uiso 1 1 calc R . . 
C19A C 0.777(3) 0.882(2) 0.0886(9) 0.0366(9) Uani 0.602(6) 1 d PD A 1 
H19A H 0.8749 0.9362 0.0867 0.044 Uiso 0.602(6) 1 calc PR A 1 
O20A O 0.6523(6) 0.8847(4) 0.0276(2) 0.0756(16) Uani 0.602(6) 1 d PD A 1 
C19B C 0.752(4) 0.873(3) 0.0855(13) 0.0366(9) Uani 0.398(6) 1 d PD A 2 
H19B H 0.6524 0.8430 0.0457 0.044 Uiso 0.398(6) 1 calc PR A 2 
O20B O 0.8323(10) 0.9621(6) 0.0669(4) 0.087(3) Uani 0.398(6) 1 d PD A 2 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds 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 
C1 C6 1.402(2) . ? 
C1 C2 1.412(2) . ? 
C1 C17 1.477(3) . ? 
C2 C3 1.396(3) . ? 
C2 C7 1.515(2) . ? 
C3 C4 1.384(3) . ? 
C4 C5 1.398(3) . ? 
C5 C6 1.387(3) . ? 
C5 C15 1.508(3) . ? 
C7 C8 1.582(3) . ? 
C8 C9 1.514(3) . ? 
C9 C10 1.390(3) . ? 
C9 C14 1.416(3) . ? 
C10 C11 1.385(3) . ? 
C11 C12 1.395(2) . ? 
C12 C13 1.387(3) . ? 
C12 C16 1.509(3) . ? 
C13 C14 1.397(3) . ? 
C14 C19B 1.461(5) . ? 
C14 C19A 1.469(4) . ? 
C15 C16 1.589(3) . ? 
C17 C18 1.256(3) . ? 
C19A O20A 1.227(5) . ? 
C19B O20B 1.217(5) . ? 
 
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 
C6 C1 C2 118.97(16) . . ? 
C6 C1 C17 118.99(16) . . ? 
C2 C1 C17 121.82(16) . . ? 
C3 C2 C1 117.13(16) . . ? 
C3 C2 C7 118.46(16) . . ? 
C1 C2 C7 123.23(16) . . ? 
C4 C3 C2 121.32(16) . . ? 
C3 C4 C5 120.60(17) . . ? 
C6 C5 C4 116.75(16) . . ? 
C6 C5 C15 120.82(16) . . ? 
C4 C5 C15 121.17(16) . . ? 
C5 C6 C1 122.02(16) . . ? 
C2 C7 C8 113.29(15) . . ? 
C9 C8 C7 112.70(15) . . ? 
C10 C9 C14 116.67(17) . . ? 
C10 C9 C8 118.64(18) . . ? 
C14 C9 C8 123.32(19) . . ? 
C11 C10 C9 122.03(17) . . ? 
C10 C11 C12 120.00(17) . . ? 
C13 C12 C11 116.85(16) . . ? 
C13 C12 C16 120.99(16) . . ? 
C11 C12 C16 121.21(17) . . ? 
C12 C13 C14 122.42(16) . . ? 
C13 C14 C9 118.57(16) . . ? 
C13 C14 C19B 123.4(4) . . ? 
C9 C14 C19B 118.0(4) . . ? 
C13 C14 C19A 115.6(3) . . ? 
C9 C14 C19A 125.7(4) . . ? 
C19B C14 C19A 8.1(7) . . ? 
C5 C15 C16 112.03(14) . . ? 
C12 C16 C15 112.62(15) . . ? 
C18 C17 C1 125.65(19) . . ? 
O20A C19A C14 130.4(6) . . ? 
O20B C19B C14 124.9(7) . . ? 
 
_diffrn_measured_fraction_theta_max    0.970 
_diffrn_reflns_theta_full              27.93 
_diffrn_measured_fraction_theta_full   0.970 
_refine_diff_density_max    0.550 
_refine_diff_density_min   -0.451 
_refine_diff_density_rms    0.060 
