 
data_p 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 ? 
; 
_chemical_name_common             pseuboydone A 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C15 H22 O2' 
_chemical_formula_weight          234.33 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0181   0.0091 
 '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'   0.0492   0.0322 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    P2(1)2(1)2(1) 
 
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                    8.6810(2) 
_cell_length_b                    8.7004(3) 
_cell_length_c                    17.2976(5) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1306.46(7) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     173(2) 
_cell_measurement_reflns_used     ? 
_cell_measurement_theta_min       ? 
_cell_measurement_theta_max       ? 
 
_exptl_crystal_description        rod
_exptl_crystal_colour             colorless 
_exptl_crystal_size_max           0.48 
_exptl_crystal_size_mid           0.32 
_exptl_crystal_size_min           0.30 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.191 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              512 
_exptl_absorpt_coefficient_mu     0.603 
_exptl_absorpt_correction_type    multi-scan 
_exptl_absorpt_correction_T_min   0.956325 
_exptl_absorpt_correction_T_max   1.000000 
_exptl_absorpt_process_details    
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
; 

_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       173(2) 
_diffrn_radiation_wavelength      1.54178 
_diffrn_radiation_type            CuK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method         'ω scans' 
_diffrn_detector_area_resol_mean  16.0855 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             9054 
_diffrn_reflns_av_R_equivalents   0.0292 
_diffrn_reflns_av_sigmaI/netI     0.0252 
_diffrn_reflns_limit_h_min        -10 
_diffrn_reflns_limit_h_max        10 
_diffrn_reflns_limit_k_min        -9 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -20 
_diffrn_reflns_limit_l_max        20 
_diffrn_reflns_theta_min          5.69 
_diffrn_reflns_theta_max          67.09 
_reflns_number_total              2306 
_reflns_number_gt                 2148 
_reflns_threshold_expression      >2sigma(I) 
 
 
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.52 (release 06-11-2009 CrysAlis171 .NET)
(compiled Nov  6 2009,16:24:50)
;
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics     'XP, Ver. 6.10, Bruker AXS Inc., 2000'
_computing_publication_material   'SHELXTL-Bruker AXS Inc., 1998'
 
_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)+(0.0604P)²+0.2394P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     mixed 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_abs_structure_details 
 'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    -0.4(3) 
_chemical_absolute_configuration   unk
_refine_ls_number_reflns          2306 
_refine_ls_number_parameters      154 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0424 
_refine_ls_R_factor_gt            0.0387 
_refine_ls_wR_factor_ref          0.1028 
_refine_ls_wR_factor_gt           0.0993 
_refine_ls_goodness_of_fit_ref    1.074 
_refine_ls_restrained_S_all       1.074 
_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 
O1 O 0.37929(16) -0.03905(15) 0.53974(8) 0.0301(3) Uani 1 1 d . . . 
O2 O 0.30426(17) 0.78681(16) 0.67682(8) 0.0354(4) Uani 1 1 d . . . 
H2A H 0.3258 0.8399 0.6377 0.053 Uiso 1 1 calc R . . 
C1 C 0.4441(2) 0.0797(2) 0.51979(10) 0.0223(4) Uani 1 1 d . . . 
C2 C 0.5358(2) 0.1865(2) 0.57109(10) 0.0233(4) Uani 1 1 d . . . 
H2B H 0.6449 0.1497 0.5694 0.028 Uiso 1 1 calc R . . 
C3 C 0.40087(19) 0.4432(2) 0.55156(9) 0.0194(4) Uani 1 1 d . . . 
H3A H 0.3034 0.3879 0.5648 0.023 Uiso 1 1 calc R . . 
C4 C 0.3774(2) 0.5983(2) 0.51348(10) 0.0226(4) Uani 1 1 d . . . 
H4A H 0.2667 0.6271 0.5066 0.027 Uiso 1 1 calc R . . 
C5 C 0.4789(2) 0.6455(2) 0.44692(10) 0.0255(4) Uani 1 1 d . . . 
H5A H 0.5881 0.6379 0.4629 0.031 Uiso 1 1 calc R . . 
H5B H 0.4576 0.7541 0.4336 0.031 Uiso 1 1 calc R . . 
C6 C 0.4532(2) 0.5456(2) 0.37542(10) 0.0265(4) Uani 1 1 d . . . 
H6A H 0.4858 0.6046 0.3293 0.032 Uiso 1 1 calc R . . 
H6B H 0.3415 0.5252 0.3703 0.032 Uiso 1 1 calc R . . 
C7 C 0.5392(2) 0.3902(2) 0.37547(10) 0.0233(4) Uani 1 1 d . . . 
H7A H 0.6512 0.4157 0.3798 0.028 Uiso 1 1 calc R . . 
C8 C 0.50314(19) 0.2878(2) 0.44297(10) 0.0196(4) Uani 1 1 d . . . 
C9 C 0.5314(2) 0.3396(2) 0.52596(9) 0.0195(4) Uani 1 1 d . . . 
H9A H 0.6323 0.3943 0.5302 0.023 Uiso 1 1 calc R . . 
C10 C 0.4281(2) 0.5896(2) 0.59760(10) 0.0222(4) Uani 1 1 d . . . 
C11 C 0.3055(2) 0.6274(2) 0.65647(10) 0.0263(4) Uani 1 1 d . . . 
H11A H 0.2034 0.5988 0.6353 0.032 Uiso 1 1 calc R . . 
H11B H 0.3232 0.5653 0.7036 0.032 Uiso 1 1 calc R . . 
C12 C 0.5890(2) 0.6341(2) 0.62245(11) 0.0292(4) Uani 1 1 d . . . 
H12A H 0.5851 0.7309 0.6514 0.044 Uiso 1 1 calc R . . 
H12B H 0.6542 0.6472 0.5767 0.044 Uiso 1 1 calc R . . 
H12C H 0.6320 0.5532 0.6554 0.044 Uiso 1 1 calc R . . 
C13 C 0.5201(3) 0.3086(2) 0.29815(11) 0.0331(5) Uani 1 1 d . . . 
H13A H 0.5749 0.2102 0.2995 0.050 Uiso 1 1 calc R . . 
H13B H 0.5626 0.3729 0.2568 0.050 Uiso 1 1 calc R . . 
H13C H 0.4104 0.2902 0.2884 0.050 Uiso 1 1 calc R . . 
C14 C 0.4886(3) 0.1876(2) 0.65614(10) 0.0316(5) Uani 1 1 d . . . 
H14A H 0.4962 0.0833 0.6772 0.047 Uiso 1 1 calc R . . 
H14B H 0.3821 0.2241 0.6607 0.047 Uiso 1 1 calc R . . 
H14C H 0.5570 0.2562 0.6851 0.047 Uiso 1 1 calc R . . 
C15 C 0.4477(2) 0.1438(2) 0.44151(10) 0.0223(4) Uani 1 1 d . . . 
H15A H 0.4156 0.0910 0.3962 0.027 Uiso 1 1 calc R . . 
 
 
_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 
O1 C1 1.226(2) . ? 
O2 C11 1.431(2) . ? 
O2 H2A 0.8400 . ? 
C1 C15 1.464(2) . ? 
C1 C2 1.512(3) . ? 
C2 C14 1.527(2) . ? 
C2 C9 1.544(2) . ? 
C2 H2B 1.0000 . ? 
C3 C9 1.514(2) . ? 
C3 C4 1.516(2) . ? 
C3 C10 1.520(3) . ? 
C3 H3A 1.0000 . ? 
C4 C5 1.507(2) . ? 
C4 C10 1.522(2) . ? 
C4 H4A 1.0000 . ? 
C5 C6 1.528(3) . ? 
C5 H5A 0.9900 . ? 
C5 H5B 0.9900 . ? 
C6 C7 1.544(3) . ? 
C6 H6A 0.9900 . ? 
C6 H6B 0.9900 . ? 
C7 C8 1.501(2) . ? 
C7 C13 1.523(2) . ? 
C7 H7A 1.0000 . ? 
C8 C15 1.343(3) . ? 
C8 C9 1.524(2) . ? 
C9 H9A 1.0000 . ? 
C10 C11 1.509(3) . ? 
C10 C12 1.512(3) . ? 
C11 H11A 0.9900 . ? 
C11 H11B 0.9900 . ? 
C12 H12A 0.9800 . ? 
C12 H12B 0.9800 . ? 
C12 H12C 0.9800 . ? 
C13 H13A 0.9800 . ? 
C13 H13B 0.9800 . ? 
C13 H13C 0.9800 . ? 
C14 H14A 0.9800 . ? 
C14 H14B 0.9800 . ? 
C14 H14C 0.9800 . ? 
C15 H15A 0.9500 . ? 
 
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 
C11 O2 H2A 109.5 . . ? 
O1 C1 C15 126.21(17) . . ? 
O1 C1 C2 126.47(17) . . ? 
C15 C1 C2 107.31(15) . . ? 
C1 C2 C14 115.33(16) . . ? 
C1 C2 C9 102.71(14) . . ? 
C14 C2 C9 118.34(15) . . ? 
C1 C2 H2B 106.6 . . ? 
C14 C2 H2B 106.6 . . ? 
C9 C2 H2B 106.6 . . ? 
C9 C3 C4 120.25(14) . . ? 
C9 C3 C10 122.39(14) . . ? 
C4 C3 C10 60.17(12) . . ? 
C9 C3 H3A 114.5 . . ? 
C4 C3 H3A 114.5 . . ? 
C10 C3 H3A 114.5 . . ? 
C5 C4 C3 119.73(15) . . ? 
C5 C4 C10 125.11(16) . . ? 
C3 C4 C10 60.06(11) . . ? 
C5 C4 H4A 113.8 . . ? 
C3 C4 H4A 113.8 . . ? 
C10 C4 H4A 113.8 . . ? 
C4 C5 C6 112.25(16) . . ? 
C4 C5 H5A 109.2 . . ? 
C6 C5 H5A 109.2 . . ? 
C4 C5 H5B 109.2 . . ? 
C6 C5 H5B 109.2 . . ? 
H5A C5 H5B 107.9 . . ? 
C5 C6 C7 115.29(15) . . ? 
C5 C6 H6A 108.5 . . ? 
C7 C6 H6A 108.5 . . ? 
C5 C6 H6B 108.5 . . ? 
C7 C6 H6B 108.5 . . ? 
H6A C6 H6B 107.5 . . ? 
C8 C7 C13 112.57(16) . . ? 
C8 C7 C6 114.79(15) . . ? 
C13 C7 C6 110.78(15) . . ? 
C8 C7 H7A 106.0 . . ? 
C13 C7 H7A 106.0 . . ? 
C6 C7 H7A 106.0 . . ? 
C15 C8 C7 127.86(16) . . ? 
C15 C8 C9 110.55(15) . . ? 
C7 C8 C9 121.58(15) . . ? 
C3 C9 C8 109.34(14) . . ? 
C3 C9 C2 112.60(14) . . ? 
C8 C9 C2 103.02(13) . . ? 
C3 C9 H9A 110.5 . . ? 
C8 C9 H9A 110.5 . . ? 
C2 C9 H9A 110.5 . . ? 
C11 C10 C12 113.81(15) . . ? 
C11 C10 C3 115.24(15) . . ? 
C12 C10 C3 120.48(15) . . ? 
C11 C10 C4 115.48(15) . . ? 
C12 C10 C4 121.74(16) . . ? 
C3 C10 C4 59.77(11) . . ? 
O2 C11 C10 112.48(15) . . ? 
O2 C11 H11A 109.1 . . ? 
C10 C11 H11A 109.1 . . ? 
O2 C11 H11B 109.1 . . ? 
C10 C11 H11B 109.1 . . ? 
H11A C11 H11B 107.8 . . ? 
C10 C12 H12A 109.5 . . ? 
C10 C12 H12B 109.5 . . ? 
H12A C12 H12B 109.5 . . ? 
C10 C12 H12C 109.5 . . ? 
H12A C12 H12C 109.5 . . ? 
H12B C12 H12C 109.5 . . ? 
C7 C13 H13A 109.5 . . ? 
C7 C13 H13B 109.5 . . ? 
H13A C13 H13B 109.5 . . ? 
C7 C13 H13C 109.5 . . ? 
H13A C13 H13C 109.5 . . ? 
H13B C13 H13C 109.5 . . ? 
C2 C14 H14A 109.5 . . ? 
C2 C14 H14B 109.5 . . ? 
H14A C14 H14B 109.5 . . ? 
C2 C14 H14C 109.5 . . ? 
H14A C14 H14C 109.5 . . ? 
H14B C14 H14C 109.5 . . ? 
C8 C15 C1 110.21(16) . . ? 
C8 C15 H15A 124.9 . . ? 
C1 C15 H15A 124.9 . . ? 
 
loop_ 
 _geom_torsion_atom_site_label_1 
 _geom_torsion_atom_site_label_2 
 _geom_torsion_atom_site_label_3 
 _geom_torsion_atom_site_label_4 
 _geom_torsion 
 _geom_torsion_site_symmetry_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
O1 C1 C2 C14 -27.8(3) . . . . ? 
C15 C1 C2 C14 152.69(15) . . . . ? 
O1 C1 C2 C9 -157.93(17) . . . . ? 
C15 C1 C2 C9 22.51(19) . . . . ? 
C9 C3 C4 C5 3.4(2) . . . . ? 
C10 C3 C4 C5 115.81(18) . . . . ? 
C9 C3 C4 C10 -112.36(17) . . . . ? 
C3 C4 C5 C6 66.3(2) . . . . ? 
C10 C4 C5 C6 138.79(18) . . . . ? 
C4 C5 C6 C7 -81.9(2) . . . . ? 
C5 C6 C7 C8 57.5(2) . . . . ? 
C5 C6 C7 C13 -173.63(16) . . . . ? 
C13 C7 C8 C15 -5.3(3) . . . . ? 
C6 C7 C8 C15 122.7(2) . . . . ? 
C13 C7 C8 C9 173.18(16) . . . . ? 
C6 C7 C8 C9 -58.9(2) . . . . ? 
C4 C3 C9 C8 -65.8(2) . . . . ? 
C10 C3 C9 C8 -137.59(16) . . . . ? 
C4 C3 C9 C2 -179.64(14) . . . . ? 
C10 C3 C9 C2 108.54(18) . . . . ? 
C15 C8 C9 C3 -101.56(17) . . . . ? 
C7 C8 C9 C3 79.7(2) . . . . ? 
C15 C8 C9 C2 18.39(19) . . . . ? 
C7 C8 C9 C2 -160.31(15) . . . . ? 
C1 C2 C9 C3 93.74(16) . . . . ? 
C14 C2 C9 C3 -34.6(2) . . . . ? 
C1 C2 C9 C8 -23.93(17) . . . . ? 
C14 C2 C9 C8 -152.25(16) . . . . ? 
C9 C3 C10 C11 -145.09(16) . . . . ? 
C4 C3 C10 C11 106.00(17) . . . . ? 
C9 C3 C10 C12 -2.4(3) . . . . ? 
C4 C3 C10 C12 -111.31(19) . . . . ? 
C9 C3 C10 C4 108.90(18) . . . . ? 
C5 C4 C10 C11 147.26(18) . . . . ? 
C3 C4 C10 C11 -105.60(17) . . . . ? 
C5 C4 C10 C12 2.1(3) . . . . ? 
C3 C4 C10 C12 109.25(19) . . . . ? 
C5 C4 C10 C3 -107.14(19) . . . . ? 
C12 C10 C11 O2 56.5(2) . . . . ? 
C3 C10 C11 O2 -158.28(15) . . . . ? 
C4 C10 C11 O2 -91.36(19) . . . . ? 
C7 C8 C15 C1 174.21(16) . . . . ? 
C9 C8 C15 C1 -4.4(2) . . . . ? 
O1 C1 C15 C8 168.40(17) . . . . ? 
C2 C1 C15 C8 -12.0(2) . . . . ? 
 
loop_ 
 _geom_hbond_atom_site_label_D 
 _geom_hbond_atom_site_label_H 
 _geom_hbond_atom_site_label_A 
 _geom_hbond_distance_DH 
 _geom_hbond_distance_HA 
 _geom_hbond_distance_DA 
 _geom_hbond_angle_DHA 
 _geom_hbond_site_symmetry_A 
O2 H2A O1  0.84 2.05 2.888(2) 177.6 1_565 
 
_diffrn_measured_fraction_theta_max    0.991 
_diffrn_reflns_theta_full              67.09 
_diffrn_measured_fraction_theta_full   0.991 
_refine_diff_density_max    0.363 
_refine_diff_density_min   -0.206 
_refine_diff_density_rms    0.069 
