# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_0.0%P_0.1MPa

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.7425(9)
_cell_length_b                   12.8087(6)
_cell_length_c                   16.1475(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2842.3(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    1695
_cell_measurement_theta_min      1.94
_cell_measurement_theta_max      27.93

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2011)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7093
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_av_sigmaI/netI    0.0522
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2508
_reflns_number_gt                1447
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0672P)²+0.0626P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2508
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1125
_refine_ls_R_factor_gt           0.0611
_refine_ls_wR_factor_ref         0.1531
_refine_ls_wR_factor_gt          0.1291
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_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 0.06371(13) 0.67911(12) 0.05127(12) 0.0703(6) Uani 1 1 d . . .
C1 C 0.2291(2) 0.7942(2) 0.00662(19) 0.0641(8) Uani 1 1 d . . .
H1 H 0.2129(19) 0.735(2) -0.0211(15) 0.074(9) Uiso 1 1 d . . .
C2 C 0.3128(2) 0.8495(3) -0.0093(2) 0.0778(10) Uani 1 1 d . . .
H2 H 0.357(2) 0.827(2) -0.0484(16) 0.075(9) Uiso 1 1 d . . .
C3 C 0.3301(2) 0.9432(3) 0.0309(2) 0.0746(9) Uani 1 1 d . . .
H3 H 0.390(2) 0.981(2) 0.0175(16) 0.086(9) Uiso 1 1 d . . .
C4 C 0.2630(2) 0.9795(3) 0.0857(2) 0.0684(9) Uani 1 1 d . . .
H4 H 0.276(2) 1.041(3) 0.1127(19) 0.111(12) Uiso 1 1 d . . .
C5 C 0.1785(2) 0.9249(2) 0.10213(17) 0.0560(7) Uani 1 1 d . . .
H5 H 0.1298(16) 0.9490(18) 0.1416(13) 0.055(7) Uiso 1 1 d . . .
C6 C 0.16067(17) 0.83054(17) 0.06234(14) 0.0453(6) Uani 1 1 d . . .
C7 C 0.07159(17) 0.76747(18) 0.07963(15) 0.0492(6) Uani 1 1 d . . .
C8 C -0.01103(16) 0.81616(16) 0.12616(14) 0.0432(6) Uani 1 1 d . . .
C9 C -0.0595(2) 0.89449(18) 0.08169(18) 0.0529(7) Uani 1 1 d . . .
H9 H -0.0299(16) 0.9117(18) 0.0285(15) 0.057(7) Uiso 1 1 d . . .
C10 C -0.1426(2) 0.9401(2) 0.1109(2) 0.0617(8) Uani 1 1 d . . .
H10 H -0.1770(18) 0.989(2) 0.0790(14) 0.068(8) Uiso 1 1 d . . .
C11 C -0.1787(2) 0.9093(2) 0.1854(2) 0.0699(9) Uani 1 1 d . . .
H11 H -0.239(2) 0.936(2) 0.2068(17) 0.078(9) Uiso 1 1 d . . .
C12 C -0.1311(2) 0.8334(2) 0.2309(2) 0.0632(8) Uani 1 1 d . . .
H12 H -0.1598(17) 0.8166(18) 0.2838(16) 0.063(8) Uiso 1 1 d . . .
C13 C -0.04705(16) 0.78428(17) 0.20369(15) 0.0471(6) Uani 1 1 d . . .
C14 C 0.00143(19) 0.69840(19) 0.25700(16) 0.0595(7) Uani 1 1 d . . .
C15 C -0.0336(4) 0.7034(4) 0.3473(2) 0.1060(14) Uani 1 1 d . . .
H15A H 0.005(3) 0.775(4) 0.364(3) 0.152(17) Uiso 1 1 d . . .
H15B H 0.004(2) 0.654(3) 0.380(2) 0.111(12) Uiso 1 1 d . . .
H15C H -0.109(3) 0.689(3) 0.347(2) 0.136(15) Uiso 1 1 d . . .
C16 C -0.0284(3) 0.5902(2) 0.2218(3) 0.0860(11) Uani 1 1 d . . .
H16A H -0.003(2) 0.585(3) 0.157(2) 0.121(13) Uiso 1 1 d . . .
H16B H 0.001(2) 0.535(3) 0.2561(19) 0.104(11) Uiso 1 1 d . . .
H16C H -0.101(3) 0.584(3) 0.224(2) 0.113(12) Uiso 1 1 d . . .
C17 C 0.1115(3) 0.7082(3) 0.2572(3) 0.0804(10) Uani 1 1 d . . .
H17A H 0.143(2) 0.663(2) 0.2952(18) 0.088(10) Uiso 1 1 d . . .
H17B H 0.131(3) 0.782(3) 0.284(2) 0.130(13) Uiso 1 1 d . . .
H17C H 0.138(2) 0.693(2) 0.205(2) 0.095(13) Uiso 1 1 d . . .


_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 C7 1.226(3) . ?
C1 C2 1.376(4) . ?
C1 C6 1.382(3) . ?
C1 H1 0.91(3) . ?
C2 C3 1.385(4) . ?
C2 H2 0.93(3) . ?
C3 C4 1.360(4) . ?
C3 H3 0.98(3) . ?
C4 C5 1.382(4) . ?
C4 H4 0.92(3) . ?
C5 C6 1.391(3) . ?
C5 H5 0.97(2) . ?
C6 C7 1.493(3) . ?
C7 C8 1.498(3) . ?
C8 C9 1.402(3) . ?
C8 C13 1.407(3) . ?
C9 C10 1.366(4) . ?
C9 H9 0.98(2) . ?
C10 C11 1.360(4) . ?
C10 H10 0.94(3) . ?
C11 C12 1.382(4) . ?
C11 H11 0.96(3) . ?
C12 C13 1.387(3) . ?
C12 H12 0.96(2) . ?
C13 C14 1.548(3) . ?
C14 C17 1.518(4) . ?
C14 C15 1.538(4) . ?
C14 C16 1.554(4) . ?
C15 H15A 1.09(4) . ?
C15 H15B 0.97(4) . ?
C15 H15C 1.06(4) . ?
C16 H16A 1.11(3) . ?
C16 H16B 0.99(3) . ?
C16 H16C 0.99(3) . ?
C17 H17A 0.94(3) . ?
C17 H17B 1.07(4) . ?
C17 H17C 0.94(3) . ?

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
C2 C1 C6 121.2(3) . . ?
C2 C1 H1 122.8(17) . . ?
C6 C1 H1 115.8(17) . . ?
C1 C2 C3 120.1(3) . . ?
C1 C2 H2 121.1(16) . . ?
C3 C2 H2 118.8(16) . . ?
C4 C3 C2 119.0(3) . . ?
C4 C3 H3 123.0(16) . . ?
C2 C3 H3 118.0(16) . . ?
C3 C4 C5 121.5(3) . . ?
C3 C4 H4 117.7(19) . . ?
C5 C4 H4 121(2) . . ?
C4 C5 C6 119.9(3) . . ?
C4 C5 H5 122.8(13) . . ?
C6 C5 H5 117.2(13) . . ?
C1 C6 C5 118.3(3) . . ?
C1 C6 C7 119.8(2) . . ?
C5 C6 C7 121.9(2) . . ?
O1 C7 C6 120.1(2) . . ?
O1 C7 C8 120.3(2) . . ?
C6 C7 C8 119.3(2) . . ?
C9 C8 C13 119.7(2) . . ?
C9 C8 C7 113.7(2) . . ?
C13 C8 C7 126.3(2) . . ?
C10 C9 C8 121.7(3) . . ?
C10 C9 H9 123.8(14) . . ?
C8 C9 H9 114.5(14) . . ?
C11 C10 C9 119.1(3) . . ?
C11 C10 H10 119.7(15) . . ?
C9 C10 H10 121.1(15) . . ?
C10 C11 C12 120.1(3) . . ?
C10 C11 H11 122.1(16) . . ?
C12 C11 H11 117.7(16) . . ?
C11 C12 C13 123.0(3) . . ?
C11 C12 H12 115.8(14) . . ?
C13 C12 H12 121.2(14) . . ?
C12 C13 C8 116.3(2) . . ?
C12 C13 C14 120.3(2) . . ?
C8 C13 C14 123.4(2) . . ?
C17 C14 C15 107.8(3) . . ?
C17 C14 C13 111.8(2) . . ?
C15 C14 C13 111.3(3) . . ?
C17 C14 C16 109.7(3) . . ?
C15 C14 C16 107.6(3) . . ?
C13 C14 C16 108.5(2) . . ?
C14 C15 H15A 97(2) . . ?
C14 C15 H15B 109(2) . . ?
H15A C15 H15B 99(3) . . ?
C14 C15 H15C 108(2) . . ?
H15A C15 H15C 129(3) . . ?
H15B C15 H15C 114(3) . . ?
C14 C16 H16A 108.6(18) . . ?
C14 C16 H16B 109.0(18) . . ?
H16A C16 H16B 111(3) . . ?
C14 C16 H16C 109(2) . . ?
H16A C16 H16C 110(3) . . ?
H16B C16 H16C 110(3) . . ?
C14 C17 H17A 113.8(17) . . ?
C14 C17 H17B 109(2) . . ?
H17A C17 H17B 100(2) . . ?
C14 C17 H17C 111.8(19) . . ?
H17A C17 H17C 106(3) . . ?
H17B C17 H17C 116(3) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.037
_database_code_depnum_ccdc_archive 'CCDC 986674'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_5.9%P_0.1MPa

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.7873(10)
_cell_length_b                   12.8044(7)
_cell_length_c                   16.1354(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2848.5(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    1273
_cell_measurement_theta_min      1.94
_cell_measurement_theta_max      27.90

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2011)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7171
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0692
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2513
_reflns_number_gt                1265
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0728P)²+0.0000P] 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         2513
_refine_ls_number_parameters     230
_refine_ls_number_restraints     199
_refine_ls_R_factor_all          0.1463
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.1737
_refine_ls_wR_factor_gt          0.1395
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      0.991
_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
O1R O 0.06374(17) 0.1793(2) 0.44870(15) 0.0727(9) Uani 0.941(5) 1 d PDU A 1
C1R C 0.2284(2) 0.2939(3) 0.49297(19) 0.0645(10) Uani 0.941(5) 1 d PDU A 1
H1R H 0.2172 0.2312 0.5204 0.077 Uiso 0.941(5) 1 calc PR A 1
C2R C 0.3131(3) 0.3486(3) 0.5085(2) 0.0749(13) Uani 0.941(5) 1 d PDU A 1
H2R H 0.3588 0.3223 0.5455 0.090 Uiso 0.941(5) 1 calc PR A 1
C3R C 0.3293(3) 0.4424(3) 0.4687(3) 0.0736(12) Uani 0.941(5) 1 d PDU A 1
H3R H 0.3852 0.4805 0.4799 0.088 Uiso 0.941(5) 1 calc PR A 1
C4R C 0.2635(4) 0.4791(3) 0.4130(3) 0.0689(13) Uani 0.941(5) 1 d PDU A 1
H4R H 0.2755 0.5415 0.3853 0.083 Uiso 0.941(5) 1 calc PR A 1
C5R C 0.1789(5) 0.4249(3) 0.3971(5) 0.0596(10) Uani 0.941(5) 1 d PDU A 1
H5R H 0.1343 0.4511 0.3592 0.071 Uiso 0.941(5) 1 calc PR A 1
C6R C 0.1602(2) 0.3306(2) 0.43771(19) 0.0466(9) Uani 0.941(5) 1 d PDU A 1
C7R C 0.0717(2) 0.2676(2) 0.4204(2) 0.0510(9) Uani 0.941(5) 1 d PDU A 1
C8R C -0.0114(2) 0.3164(2) 0.3738(2) 0.0455(10) Uani 0.941(5) 1 d PDU A 1
C9R C -0.0602(3) 0.3939(3) 0.4185(3) 0.0535(10) Uani 0.941(5) 1 d PDU A 1
H9R H -0.0360 0.4147 0.4697 0.064 Uiso 0.941(5) 1 calc PR A 1
C10R C -0.1427(4) 0.4398(4) 0.3886(3) 0.0624(11) Uani 0.941(5) 1 d PDU A 1
H10R H -0.1742 0.4912 0.4191 0.075 Uiso 0.941(5) 1 calc PR A 1
C11R C -0.1782(3) 0.4096(3) 0.3138(2) 0.0668(13) Uani 0.941(5) 1 d PDU A 1
H11R H -0.2346 0.4398 0.2933 0.080 Uiso 0.941(5) 1 calc PR A 1
C12R C -0.1305(3) 0.3338(3) 0.2679(2) 0.0640(12) Uani 0.941(5) 1 d PDU A 1
H12R H -0.1553 0.3154 0.2164 0.077 Uiso 0.941(5) 1 calc PR A 1
C13R C -0.0467(3) 0.2843(3) 0.2961(2) 0.0504(10) Uani 0.941(5) 1 d PDU A 1
C14R C 0.0012(3) 0.1988(3) 0.2433(2) 0.0618(11) Uani 0.941(5) 1 d PDU A 1
C15R C -0.0319(4) 0.2037(4) 0.1527(2) 0.1113(17) Uani 0.941(5) 1 d PDU A 1
H15A H 0.0000 0.1499 0.1215 0.167 Uiso 0.941(5) 1 calc PR A 1
H15B H -0.0156 0.2707 0.1298 0.167 Uiso 0.941(5) 1 calc PR A 1
H15C H -0.1008 0.1937 0.1499 0.167 Uiso 0.941(5) 1 calc PR A 1
C16R C -0.0287(3) 0.0900(3) 0.2781(3) 0.0855(13) Uani 0.941(5) 1 d PDU A 1
H16A H -0.0090 0.0847 0.3350 0.128 Uiso 0.941(5) 1 calc PR A 1
H16B H 0.0024 0.0361 0.2463 0.128 Uiso 0.941(5) 1 calc PR A 1
H16C H -0.0978 0.0822 0.2743 0.128 Uiso 0.941(5) 1 calc PR A 1
C17R C 0.1116(2) 0.2081(3) 0.2437(2) 0.0811(13) Uani 0.941(5) 1 d PD A 1
H17A H 0.1346 0.2081 0.2998 0.122 Uiso 0.941(5) 1 calc PR A 1
H17B H 0.1303 0.2721 0.2170 0.122 Uiso 0.941(5) 1 calc PR A 1
H17C H 0.1392 0.1501 0.2143 0.122 Uiso 0.941(5) 1 calc PR A 1
O1P O 0.0531(2) 0.1559(3) 0.4402(2) 0.043(9) Uiso 0.059(5) 1 d PRDU A 2
C1P C 0.2181(2) 0.2665(3) 0.4923(2) 0.064(3) Uiso 0.059(5) 1 d PRDU A 2
H1P H 0.2081 0.1987 0.5111 0.077 Uiso 0.059(5) 1 calc PR A 2
C2P C 0.284(4) 0.330(3) 0.533(3) 0.069(11) Uiso 0.059(5) 1 d PDU A 2
H2P H 0.3058 0.3130 0.5861 0.083 Uiso 0.059(5) 1 calc PR A 2
C3P C 0.317(4) 0.419(4) 0.495(4) 0.073(3) Uiso 0.059(5) 1 d PDU A 2
H3P H 0.3761 0.4490 0.5088 0.088 Uiso 0.059(5) 1 calc PR A 2
C4P C 0.258(6) 0.463(4) 0.435(5) 0.067(11) Uiso 0.059(5) 1 d PDU A 2
H4P H 0.2696 0.5304 0.4172 0.080 Uiso 0.059(5) 1 calc PR A 2
C5P C 0.183(8) 0.405(5) 0.402(7) 0.060(6) Uiso 0.059(5) 1 d PDU A 2
H5P H 0.1418 0.4367 0.3642 0.072 Uiso 0.059(5) 1 calc PR A 2
C6P C 0.167(2) 0.302(2) 0.424(2) 0.046(6) Uiso 0.059(5) 1 d PDU A 2
C7P C 0.0814(14) 0.2441(14) 0.3888(11) 0.050(6) Uiso 0.059(5) 1 d PDU A 2
C8P C -0.006(2) 0.3143(19) 0.3764(18) 0.045(11) Uiso 0.059(5) 1 d PDU A 2
C9P C -0.034(4) 0.400(5) 0.423(4) 0.054(6) Uiso 0.059(5) 1 d PDU A 2
H9P H 0.0065 0.4274 0.4637 0.065 Uiso 0.059(5) 1 calc PR A 2
C10P C -0.124(5) 0.443(8) 0.408(6) 0.062(6) Uiso 0.059(5) 1 d PDU A 2
H10P H -0.1456 0.4997 0.4392 0.074 Uiso 0.059(5) 1 calc PR A 2
C11P C -0.183(3) 0.402(5) 0.346(4) 0.067(3) Uiso 0.059(5) 1 d PDU A 2
H11P H -0.2451 0.4281 0.3389 0.080 Uiso 0.059(5) 1 calc PR A 2
C12P C -0.149(2) 0.322(5) 0.296(3) 0.067(6) Uiso 0.059(5) 1 d PDU A 2
H12P H -0.1902 0.2909 0.2573 0.080 Uiso 0.059(5) 1 calc PR A 2
C13P C -0.053(3) 0.291(5) 0.303(2) 0.048(11) Uiso 0.059(5) 1 d PDU A 2
C14P C 0.004(2) 0.218(3) 0.2487(14) 0.059(11) Uiso 0.059(5) 1 d PDU A 2
C15P C 0.031(4) 0.267(5) 0.1648(19) 0.104(18) Uiso 0.059(5) 1 d PDU A 2
H15D H 0.0658 0.2167 0.1322 0.156 Uiso 0.059(5) 1 calc PR A 2
H15E H 0.0704 0.3274 0.1735 0.156 Uiso 0.059(5) 1 calc PR A 2
H15F H -0.0275 0.2866 0.1362 0.156 Uiso 0.059(5) 1 calc PR A 2
C16P C -0.053(4) 0.117(4) 0.234(4) 0.100(19) Uiso 0.059(5) 1 d PDU A 2
H16D H -0.0548 0.0770 0.2843 0.150 Uiso 0.059(5) 1 calc PR A 2
H16E H -0.0229 0.0773 0.1910 0.150 Uiso 0.059(5) 1 calc PR A 2
H16F H -0.1184 0.1344 0.2179 0.150 Uiso 0.059(5) 1 calc PR A 2
C17P C 0.0961(18) 0.198(3) 0.3011(11) 0.14(4) Uiso 0.059(5) 1 d PD A 2
H17D H 0.1517 0.2308 0.2749 0.165 Uiso 0.059(5) 1 calc PR A 2
H17E H 0.1082 0.1238 0.3048 0.165 Uiso 0.059(5) 1 calc PR 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
O1R C7R 1.224(3) . ?
C1R C6R 1.378(3) . ?
C1R C2R 1.385(4) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.380(4) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.361(4) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.381(4) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.398(4) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.490(4) . ?
C7R C8R 1.507(4) . ?
C7R C17R 3.003(5) . ?
C8R C9R 1.400(4) . ?
C8R C13R 1.405(4) . ?
C9R C10R 1.368(4) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.358(4) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.386(4) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.394(4) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.537(4) . ?
C14R C17R 1.526(4) . ?
C14R C15R 1.534(4) . ?
C14R C16R 1.557(4) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.454(10) . ?
C1P C6P 1.386(9) . ?
C1P C2P 1.391(10) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.372(10) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.371(10) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.380(10) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.384(10) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.506(9) . ?
C7P C8P 1.514(9) . ?
C7P C17P 1.545(9) . ?
C8P C9P 1.386(9) . ?
C8P C13P 1.386(9) . ?
C9P C10P 1.383(10) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.384(10) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.387(10) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.387(9) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.506(9) . ?
C14P C15P 1.533(9) . ?
C14P C16P 1.537(10) . ?
C14P C17P 1.542(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C6R C1R C2R 121.3(3) . . ?
C6R C1R H1R 119.3 . . ?
C2R C1R H1R 119.3 . . ?
C3R C2R C1R 119.5(3) . . ?
C3R C2R H2R 120.3 . . ?
C1R C2R H2R 120.3 . . ?
C4R C3R C2R 120.0(3) . . ?
C4R C3R H3R 120.0 . . ?
C2R C3R H3R 120.0 . . ?
C3R C4R C5R 120.8(3) . . ?
C3R C4R H4R 119.6 . . ?
C5R C4R H4R 119.6 . . ?
C4R C5R C6R 120.2(3) . . ?
C4R C5R H5R 119.9 . . ?
C6R C5R H5R 119.9 . . ?
C1R C6R C5R 118.2(3) . . ?
C1R C6R C7R 119.7(3) . . ?
C5R C6R C7R 122.1(3) . . ?
O1R C7R C6R 120.3(3) . . ?
O1R C7R C8R 120.1(3) . . ?
C6R C7R C8R 119.5(3) . . ?
O1R C7R C17R 97.8(2) . . ?
C6R C7R C17R 99.51(19) . . ?
C8R C7R C17R 76.7(2) . . ?
C9R C8R C13R 120.0(3) . . ?
C9R C8R C7R 113.7(3) . . ?
C13R C8R C7R 126.0(3) . . ?
C10R C9R C8R 121.5(3) . . ?
C10R C9R H9R 119.2 . . ?
C8R C9R H9R 119.2 . . ?
C11R C10R C9R 119.3(3) . . ?
C11R C10R H10R 120.3 . . ?
C9R C10R H10R 120.3 . . ?
C10R C11R C12R 120.2(3) . . ?
C10R C11R H11R 119.9 . . ?
C12R C11R H11R 119.9 . . ?
C11R C12R C13R 122.5(3) . . ?
C11R C12R H12R 118.7 . . ?
C13R C12R H12R 118.7 . . ?
C12R C13R C8R 116.4(3) . . ?
C12R C13R C14R 120.0(3) . . ?
C8R C13R C14R 123.6(3) . . ?
C17R C14R C15R 107.3(3) . . ?
C17R C14R C13R 111.8(3) . . ?
C15R C14R C13R 111.8(3) . . ?
C17R C14R C16R 109.4(3) . . ?
C15R C14R C16R 107.5(3) . . ?
C13R C14R C16R 108.9(3) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R C7R 80.82(19) . . ?
C14R C17R H17A 109.5 . . ?
C7R C17R H17A 33.3 . . ?
C14R C17R H17B 109.5 . . ?
C7R C17R H17B 104.9 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
C7R C17R H17C 137.5 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 121.2(13) . . ?
C6P C1P H1P 119.4 . . ?
C2P C1P H1P 119.4 . . ?
C3P C2P C1P 119.2(16) . . ?
C3P C2P H2P 120.4 . . ?
C1P C2P H2P 120.4 . . ?
C4P C3P C2P 117.4(16) . . ?
C4P C3P H3P 121.3 . . ?
C2P C3P H3P 121.3 . . ?
C3P C4P C5P 119.8(14) . . ?
C3P C4P H4P 120.1 . . ?
C5P C4P H4P 120.1 . . ?
C4P C5P C6P 122.1(14) . . ?
C4P C5P H5P 119.0 . . ?
C6P C5P H5P 119.0 . . ?
C5P C6P C1P 115.7(15) . . ?
C5P C6P C7P 120.0(14) . . ?
C1P C6P C7P 122.5(10) . . ?
O1P C7P C6P 112.2(10) . . ?
O1P C7P C8P 108.9(13) . . ?
C6P C7P C8P 112.3(12) . . ?
O1P C7P C17P 105.3(12) . . ?
C6P C7P C17P 115.4(13) . . ?
C8P C7P C17P 102.1(9) . . ?
C9P C8P C13P 120.2(14) . . ?
C9P C8P C7P 128.4(12) . . ?
C13P C8P C7P 111.0(9) . . ?
C10P C9P C8P 118.3(14) . . ?
C10P C9P H9P 120.9 . . ?
C8P C9P H9P 120.9 . . ?
C9P C10P C11P 119.9(13) . . ?
C9P C10P H10P 120.0 . . ?
C11P C10P H10P 120.0 . . ?
C10P C11P C12P 120.6(13) . . ?
C10P C11P H11P 119.7 . . ?
C12P C11P H11P 119.7 . . ?
C11P C12P C13P 118.7(14) . . ?
C11P C12P H12P 120.6 . . ?
C13P C12P H12P 120.6 . . ?
C8P C13P C12P 117.6(14) . . ?
C8P C13P C14P 112.4(9) . . ?
C12P C13P C14P 129.3(13) . . ?
C13P C14P C15P 113.1(14) . . ?
C13P C14P C16P 109.5(13) . . ?
C15P C14P C16P 109.1(12) . . ?
C13P C14P C17P 102.5(8) . . ?
C15P C14P C17P 110.9(13) . . ?
C16P C14P C17P 111.6(13) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C14P C17P C7P 109.3(9) . . ?
C14P C17P H17D 109.8 . . ?
C7P C17P H17D 109.8 . . ?
C14P C17P H17E 109.8 . . ?
C7P C17P H17E 109.8 . . ?
H17D C17P H17E 108.3 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.041
_database_code_depnum_ccdc_archive 'CCDC 986675'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_10.5%P_0.1MPa

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.8192(10)
_cell_length_b                   12.7869(8)
_cell_length_c                   16.1471(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2853.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    1245
_cell_measurement_theta_min      1.94
_cell_measurement_theta_max      27.88

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.110
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2011)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7170
_diffrn_reflns_av_R_equivalents  0.0537
_diffrn_reflns_av_sigmaI/netI    0.0789
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2518
_reflns_number_gt                1214
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2011)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2011)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0608P)²+0.0000P] 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         2518
_refine_ls_number_parameters     230
_refine_ls_number_restraints     199
_refine_ls_R_factor_all          0.1630
_refine_ls_R_factor_gt           0.0698
_refine_ls_wR_factor_ref         0.1669
_refine_ls_wR_factor_gt          0.1307
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.020
_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
O1R O 0.06344(19) 0.1786(2) 0.44812(17) 0.0728(11) Uani 0.894(6) 1 d PDU A 1
C1R C 0.2278(3) 0.2935(3) 0.4918(2) 0.0667(10) Uani 0.894(6) 1 d PDU A 1
H1R H 0.2161 0.2309 0.5194 0.080 Uiso 0.894(6) 1 calc PR A 1
C2R C 0.3129(3) 0.3471(4) 0.5077(3) 0.0736(15) Uani 0.894(6) 1 d PDU A 1
H2R H 0.3584 0.3202 0.5444 0.088 Uiso 0.894(6) 1 calc PR A 1
C3R C 0.3290(3) 0.4412(4) 0.4680(3) 0.0743(14) Uani 0.894(6) 1 d PDU A 1
H3R H 0.3846 0.4795 0.4796 0.089 Uiso 0.894(6) 1 calc PR A 1
C4R C 0.2639(4) 0.4782(4) 0.4121(4) 0.0706(16) Uani 0.894(6) 1 d PDU A 1
H4R H 0.2764 0.5406 0.3845 0.085 Uiso 0.894(6) 1 calc PR A 1
C5R C 0.1796(7) 0.4242(5) 0.3959(6) 0.0612(11) Uani 0.894(6) 1 d PDU A 1
H5R H 0.1355 0.4506 0.3578 0.073 Uiso 0.894(6) 1 calc PR A 1
C6R C 0.1602(3) 0.3300(3) 0.4365(3) 0.0497(11) Uani 0.894(6) 1 d PDU A 1
C7R C 0.0716(2) 0.2668(3) 0.4199(3) 0.0551(11) Uani 0.894(6) 1 d PDU A 1
C8R C -0.0110(3) 0.3165(3) 0.3730(3) 0.0456(14) Uani 0.894(6) 1 d PDU A 1
C9R C -0.0590(4) 0.3937(5) 0.4183(4) 0.0528(11) Uani 0.894(6) 1 d PDU A 1
H9R H -0.0345 0.4138 0.4696 0.063 Uiso 0.894(6) 1 calc PR A 1
C10R C -0.1415(3) 0.4406(4) 0.3889(3) 0.0621(13) Uani 0.894(6) 1 d PDU A 1
H10R H -0.1724 0.4923 0.4195 0.074 Uiso 0.894(6) 1 calc PR A 1
C11R C -0.1772(3) 0.4104(4) 0.3142(3) 0.0673(14) Uani 0.894(6) 1 d PDU A 1
H11R H -0.2336 0.4407 0.2939 0.081 Uiso 0.894(6) 1 calc PR A 1
C12R C -0.1299(4) 0.3345(5) 0.2681(3) 0.0661(16) Uani 0.894(6) 1 d PDU A 1
H12R H -0.1546 0.3166 0.2165 0.079 Uiso 0.894(6) 1 calc PR A 1
C13R C -0.0471(3) 0.2842(5) 0.2962(3) 0.0495(13) Uani 0.894(6) 1 d PDU A 1
C14R C 0.0012(3) 0.1986(3) 0.2438(2) 0.0629(14) Uani 0.894(6) 1 d PDU A 1
C15R C -0.0310(4) 0.2046(5) 0.1532(2) 0.118(2) Uani 0.894(6) 1 d PDU A 1
H15A H 0.0008 0.1508 0.1219 0.177 Uiso 0.894(6) 1 calc PR A 1
H15B H -0.0143 0.2718 0.1308 0.177 Uiso 0.894(6) 1 calc PR A 1
H15C H -0.0998 0.1949 0.1500 0.177 Uiso 0.894(6) 1 calc PR A 1
C16R C -0.0297(4) 0.0900(3) 0.2775(3) 0.0895(16) Uani 0.894(6) 1 d PDU A 1
H16A H -0.0104 0.0839 0.3344 0.134 Uiso 0.894(6) 1 calc PR A 1
H16B H 0.0009 0.0361 0.2455 0.134 Uiso 0.894(6) 1 calc PR A 1
H16C H -0.0987 0.0830 0.2734 0.134 Uiso 0.894(6) 1 calc PR A 1
C17R C 0.1115(3) 0.2079(3) 0.2440(3) 0.0879(16) Uani 0.894(6) 1 d PD A 1
H17A H 0.1346 0.2079 0.3001 0.132 Uiso 0.894(6) 1 calc PR A 1
H17B H 0.1302 0.2719 0.2173 0.132 Uiso 0.894(6) 1 calc PR A 1
H17C H 0.1390 0.1497 0.2147 0.132 Uiso 0.894(6) 1 calc PR A 1
O1P O 0.0530(3) 0.1556(3) 0.4405(3) 0.067(9) Uiso 0.106(6) 1 d PRDU A 2
C1P C 0.2181(3) 0.2662(3) 0.4926(3) 0.067(3) Uiso 0.106(6) 1 d PRDU A 2
H1P H 0.2089 0.1980 0.5110 0.081 Uiso 0.106(6) 1 calc PR A 2
C2P C 0.285(3) 0.331(2) 0.5319(19) 0.066(10) Uiso 0.106(6) 1 d PDU A 2
H2P H 0.3085 0.3132 0.5842 0.080 Uiso 0.106(6) 1 calc PR A 2
C3P C 0.317(3) 0.420(3) 0.493(3) 0.073(3) Uiso 0.106(6) 1 d PDU A 2
H3P H 0.3773 0.4485 0.5051 0.088 Uiso 0.106(6) 1 calc PR A 2
C4P C 0.256(3) 0.465(2) 0.436(3) 0.062(10) Uiso 0.106(6) 1 d PDU A 2
H4P H 0.2647 0.5340 0.4203 0.074 Uiso 0.106(6) 1 calc PR A 2
C5P C 0.183(6) 0.406(3) 0.402(5) 0.060(5) Uiso 0.106(6) 1 d PDU A 2
H5P H 0.1443 0.4353 0.3608 0.072 Uiso 0.106(6) 1 calc PR A 2
C6P C 0.1647(19) 0.3037(16) 0.4260(16) 0.048(5) Uiso 0.106(6) 1 d PDU A 2
C7P C 0.0801(11) 0.2454(11) 0.3896(9) 0.056(6) Uiso 0.106(6) 1 d PDU A 2
C8P C -0.008(2) 0.3141(18) 0.3780(14) 0.047(11) Uiso 0.106(6) 1 d PDU A 2
C9P C -0.040(4) 0.395(5) 0.429(3) 0.053(5) Uiso 0.106(6) 1 d PDU A 2
H9P H -0.0002 0.4218 0.4698 0.063 Uiso 0.106(6) 1 calc PR A 2
C10P C -0.132(3) 0.434(4) 0.416(2) 0.063(6) Uiso 0.106(6) 1 d PDU A 2
H10P H -0.1595 0.4790 0.4544 0.076 Uiso 0.106(6) 1 calc PR A 2
C11P C -0.183(2) 0.405(4) 0.346(2) 0.067(3) Uiso 0.106(6) 1 d PDU A 2
H11P H -0.2443 0.4340 0.3362 0.080 Uiso 0.106(6) 1 calc PR A 2
C12P C -0.145(3) 0.335(5) 0.290(3) 0.067(6) Uiso 0.106(6) 1 d PDU A 2
H12P H -0.1803 0.3144 0.2434 0.080 Uiso 0.106(6) 1 calc PR A 2
C13P C -0.053(2) 0.295(4) 0.3027(18) 0.050(10) Uiso 0.106(6) 1 d PDU A 2
C14P C 0.0031(16) 0.219(2) 0.2501(11) 0.062(10) Uiso 0.106(6) 1 d PDU A 2
C15P C 0.027(3) 0.262(3) 0.1640(15) 0.113(14) Uiso 0.106(6) 1 d PDU A 2
H15D H 0.0616 0.2104 0.1328 0.170 Uiso 0.106(6) 1 calc PR A 2
H15E H 0.0656 0.3239 0.1695 0.170 Uiso 0.106(6) 1 calc PR A 2
H15F H -0.0323 0.2791 0.1357 0.170 Uiso 0.106(6) 1 calc PR A 2
C16P C -0.055(3) 0.117(3) 0.241(3) 0.113(17) Uiso 0.106(6) 1 d PDU A 2
H16D H -0.0540 0.0799 0.2932 0.169 Uiso 0.106(6) 1 calc PR A 2
H16E H -0.0263 0.0742 0.1991 0.169 Uiso 0.106(6) 1 calc PR A 2
H16F H -0.1205 0.1330 0.2268 0.169 Uiso 0.106(6) 1 calc PR A 2
C17P C 0.0959(13) 0.202(2) 0.3015(10) 0.075(12) Uiso 0.106(6) 1 d PD A 2
H17D H 0.1113 0.1283 0.3041 0.090 Uiso 0.106(6) 1 calc PR A 2
H17E H 0.1497 0.2383 0.2755 0.090 Uiso 0.106(6) 1 calc PR 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
O1R C7R 1.222(4) . ?
C1R C6R 1.374(4) . ?
C1R C2R 1.385(4) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.382(5) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.359(5) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.379(5) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.398(5) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.491(4) . ?
C7R C8R 1.510(4) . ?
C7R C17R 2.990(7) . ?
C8R C9R 1.396(4) . ?
C8R C13R 1.399(4) . ?
C9R C10R 1.373(4) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.358(4) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.386(5) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.389(4) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.535(4) . ?
C14R C17R 1.529(5) . ?
C14R C15R 1.531(5) . ?
C14R C16R 1.552(5) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.461(9) . ?
C1P C6P 1.389(9) . ?
C1P C2P 1.394(10) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.372(10) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.374(10) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.380(10) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.383(9) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.507(8) . ?
C7P C8P 1.515(9) . ?
C7P C17P 1.541(9) . ?
C8P C13P 1.384(9) . ?
C8P C9P 1.386(9) . ?
C9P C10P 1.383(10) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.385(10) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.386(10) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.386(9) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.507(9) . ?
C14P C15P 1.532(9) . ?
C14P C16P 1.535(10) . ?
C14P C17P 1.542(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C6R C1R C2R 122.0(4) . . ?
C6R C1R H1R 119.0 . . ?
C2R C1R H1R 119.0 . . ?
C3R C2R C1R 118.8(4) . . ?
C3R C2R H2R 120.6 . . ?
C1R C2R H2R 120.6 . . ?
C4R C3R C2R 120.3(4) . . ?
C4R C3R H3R 119.9 . . ?
C2R C3R H3R 119.9 . . ?
C3R C4R C5R 120.7(4) . . ?
C3R C4R H4R 119.6 . . ?
C5R C4R H4R 119.6 . . ?
C4R C5R C6R 120.3(4) . . ?
C4R C5R H5R 119.9 . . ?
C6R C5R H5R 119.9 . . ?
C1R C6R C5R 117.8(3) . . ?
C1R C6R C7R 119.5(3) . . ?
C5R C6R C7R 122.7(3) . . ?
O1R C7R C6R 120.5(3) . . ?
O1R C7R C8R 120.4(3) . . ?
C6R C7R C8R 118.9(3) . . ?
O1R C7R C17R 98.0(2) . . ?
C6R C7R C17R 99.0(2) . . ?
C8R C7R C17R 76.7(2) . . ?
C9R C8R C13R 120.3(3) . . ?
C9R C8R C7R 113.2(3) . . ?
C13R C8R C7R 126.1(3) . . ?
C10R C9R C8R 121.4(4) . . ?
C10R C9R H9R 119.3 . . ?
C8R C9R H9R 119.3 . . ?
C11R C10R C9R 119.0(4) . . ?
C11R C10R H10R 120.5 . . ?
C9R C10R H10R 120.5 . . ?
C10R C11R C12R 120.3(3) . . ?
C10R C11R H11R 119.9 . . ?
C12R C11R H11R 119.9 . . ?
C11R C12R C13R 122.5(4) . . ?
C11R C12R H12R 118.7 . . ?
C13R C12R H12R 118.7 . . ?
C12R C13R C8R 116.4(3) . . ?
C12R C13R C14R 120.5(3) . . ?
C8R C13R C14R 123.0(3) . . ?
C17R C14R C15R 106.8(4) . . ?
C17R C14R C13R 112.1(3) . . ?
C15R C14R C13R 111.4(3) . . ?
C17R C14R C16R 110.0(3) . . ?
C15R C14R C16R 107.5(4) . . ?
C13R C14R C16R 108.9(3) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R C7R 80.7(2) . . ?
C14R C17R H17A 109.5 . . ?
C7R C17R H17A 33.4 . . ?
C14R C17R H17B 109.5 . . ?
C7R C17R H17B 105.1 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
C7R C17R H17C 137.4 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 120.1(11) . . ?
C6P C1P H1P 119.9 . . ?
C2P C1P H1P 119.9 . . ?
C3P C2P C1P 119.8(14) . . ?
C3P C2P H2P 120.1 . . ?
C1P C2P H2P 120.1 . . ?
C2P C3P C4P 117.2(15) . . ?
C2P C3P H3P 121.4 . . ?
C4P C3P H3P 121.4 . . ?
C3P C4P C5P 119.3(14) . . ?
C3P C4P H4P 120.3 . . ?
C5P C4P H4P 120.3 . . ?
C4P C5P C6P 122.3(12) . . ?
C4P C5P H5P 118.8 . . ?
C6P C5P H5P 118.8 . . ?
C5P C6P C1P 116.6(11) . . ?
C5P C6P C7P 119.8(12) . . ?
C1P C6P C7P 122.9(10) . . ?
O1P C7P C6P 111.6(9) . . ?
O1P C7P C8P 108.6(13) . . ?
C6P C7P C8P 112.7(12) . . ?
O1P C7P C17P 106.0(11) . . ?
C6P C7P C17P 115.3(13) . . ?
C8P C7P C17P 102.0(8) . . ?
C13P C8P C9P 120.4(13) . . ?
C13P C8P C7P 111.4(9) . . ?
C9P C8P C7P 127.9(12) . . ?
C10P C9P C8P 118.3(14) . . ?
C10P C9P H9P 120.9 . . ?
C8P C9P H9P 120.9 . . ?
C9P C10P C11P 119.8(13) . . ?
C9P C10P H10P 120.1 . . ?
C11P C10P H10P 120.1 . . ?
C10P C11P C12P 120.6(13) . . ?
C10P C11P H11P 119.7 . . ?
C12P C11P H11P 119.7 . . ?
C13P C12P C11P 119.4(13) . . ?
C13P C12P H12P 120.3 . . ?
C11P C12P H12P 120.3 . . ?
C8P C13P C12P 118.6(12) . . ?
C8P C13P C14P 112.4(9) . . ?
C12P C13P C14P 128.3(12) . . ?
C13P C14P C15P 112.6(13) . . ?
C13P C14P C16P 109.6(13) . . ?
C15P C14P C16P 109.6(12) . . ?
C13P C14P C17P 102.2(8) . . ?
C15P C14P C17P 111.2(12) . . ?
C16P C14P C17P 111.5(13) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C7P C17P C14P 109.2(8) . . ?
C7P C17P H17D 109.8 . . ?
C14P C17P H17D 109.8 . . ?
C7P C17P H17E 109.8 . . ?
C14P C17P H17E 109.8 . . ?
H17D C17P H17E 108.3 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.143
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.037
_database_code_depnum_ccdc_archive 'CCDC 986676'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_0.0%P_0.55GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_0.0%P_0.55GPa       
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.727 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 

;
# end Validation Reply Form
#====================================================================  
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.4655(10)
_cell_length_b                   12.5668(9)
_cell_length_c                   15.7267(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2661.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       550000
_cell_measurement_reflns_used    3444
_cell_measurement_theta_min      3.39
_cell_measurement_theta_max      21.96

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.37
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         550000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14110
_diffrn_reflns_av_R_equivalents  0.0834
_diffrn_reflns_av_sigmaI/netI    0.0603
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1704
_reflns_number_gt                957
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0509P)²+2.0769P] 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       0.0063(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1704
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1237
_refine_ls_R_factor_gt           0.0573
_refine_ls_wR_factor_ref         0.1521
_refine_ls_wR_factor_gt          0.1189
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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 0.06224(18) 0.1788(2) 0.45095(16) 0.0539(8) Uani 1 1 d . . .
C1 C 0.2310(3) 0.2939(3) 0.4967(2) 0.0496(11) Uani 1 1 d . . .
H1 H 0.2199 0.2295 0.5242 0.060 Uiso 1 1 calc R . .
C2 C 0.3163(3) 0.3503(4) 0.5126(3) 0.0585(12) Uani 1 1 d . . .
H2 H 0.3625 0.3241 0.5512 0.070 Uiso 1 1 calc R . .
C3 C 0.3340(3) 0.4452(4) 0.4720(3) 0.0569(12) Uani 1 1 d . . .
H3 H 0.3922 0.4826 0.4827 0.068 Uiso 1 1 calc R . .
C4 C 0.2657(3) 0.4846(3) 0.4157(2) 0.0552(11) Uani 1 1 d . . .
H4 H 0.2774 0.5490 0.3884 0.066 Uiso 1 1 calc R . .
C5 C 0.1793(3) 0.4286(3) 0.3995(2) 0.0474(11) Uani 1 1 d . . .
H5 H 0.1330 0.4557 0.3613 0.057 Uiso 1 1 calc R . .
C6 C 0.1613(3) 0.3329(3) 0.4394(2) 0.0370(9) Uani 1 1 d . . .
C7 C 0.0707(3) 0.2679(3) 0.4221(2) 0.0400(10) Uani 1 1 d . . .
C8 C -0.0125(2) 0.3180(3) 0.3729(2) 0.0352(9) Uani 1 1 d . . .
C9 C -0.0629(3) 0.3974(3) 0.4171(2) 0.0424(10) Uani 1 1 d . . .
H9 H -0.0382 0.4198 0.4693 0.051 Uiso 1 1 calc R . .
C10 C -0.1479(3) 0.4435(3) 0.3860(2) 0.0490(11) Uani 1 1 d . . .
H10 H -0.1804 0.4963 0.4167 0.059 Uiso 1 1 calc R . .
C11 C -0.1841(3) 0.4103(3) 0.3089(3) 0.0538(11) Uani 1 1 d . . .
H11 H -0.2417 0.4404 0.2868 0.065 Uiso 1 1 calc R . .
C12 C -0.1345(3) 0.3323(3) 0.2642(2) 0.0487(11) Uani 1 1 d . . .
H12 H -0.1599 0.3114 0.2118 0.058 Uiso 1 1 calc R . .
C13 C -0.0485(3) 0.2831(3) 0.2935(2) 0.0382(9) Uani 1 1 d . . .
C14 C 0.0013(3) 0.1961(3) 0.2406(2) 0.0449(10) Uani 1 1 d . . .
C15 C -0.0314(3) 0.1989(4) 0.1476(3) 0.0777(15) Uani 1 1 d . . .
H15A H 0.0019 0.1435 0.1167 0.117 Uiso 1 1 calc R . .
H15B H -0.0147 0.2667 0.1234 0.117 Uiso 1 1 calc R . .
H15C H -0.1019 0.1883 0.1443 0.117 Uiso 1 1 calc R . .
C16 C -0.0282(3) 0.0866(3) 0.2765(3) 0.0622(12) Uani 1 1 d . . .
H16A H -0.0078 0.0818 0.3349 0.093 Uiso 1 1 calc R . .
H16B H 0.0037 0.0316 0.2442 0.093 Uiso 1 1 calc R . .
H16C H -0.0990 0.0781 0.2729 0.093 Uiso 1 1 calc R . .
C17 C 0.1139(3) 0.2079(3) 0.2402(3) 0.0620(12) Uani 1 1 d . . .
H17A H 0.1380 0.2079 0.2977 0.093 Uiso 1 1 calc R . .
H17B H 0.1317 0.2737 0.2132 0.093 Uiso 1 1 calc R . .
H17C H 0.1430 0.1496 0.2096 0.093 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 C7 1.214(4) . ?
C1 C2 1.372(5) . ?
C1 C6 1.391(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.373(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.493(5) . ?
C7 C8 1.500(5) . ?
C7 C17 3.014(5) . ?
C8 C9 1.392(5) . ?
C8 C13 1.409(4) . ?
C9 C10 1.373(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.372(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.379(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.392(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.530(5) . ?
C14 C17 1.523(5) . ?
C14 C15 1.527(5) . ?
C14 C16 1.540(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

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
C2 C1 C6 120.0(4) . . ?
C2 C1 H1 120.0 . . ?
C6 C1 H1 120.0 . . ?
C1 C2 C3 120.6(4) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 119.9(4) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 120.5(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 118.9(4) . . ?
C5 C6 C7 122.5(3) . . ?
C1 C6 C7 118.5(3) . . ?
O1 C7 C6 120.9(3) . . ?
O1 C7 C8 120.7(3) . . ?
C6 C7 C8 118.4(3) . . ?
O1 C7 C17 98.2(2) . . ?
C6 C7 C17 98.8(2) . . ?
C8 C7 C17 76.1(2) . . ?
C9 C8 C13 119.9(3) . . ?
C9 C8 C7 114.0(3) . . ?
C13 C8 C7 125.7(3) . . ?
C10 C9 C8 122.0(4) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C11 C10 C9 118.9(4) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 119.7(4) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C11 C12 C13 123.3(4) . . ?
C11 C12 H12 118.3 . . ?
C13 C12 H12 118.3 . . ?
C12 C13 C8 116.2(3) . . ?
C12 C13 C14 120.1(3) . . ?
C8 C13 C14 123.7(3) . . ?
C17 C14 C15 106.3(3) . . ?
C17 C14 C13 111.6(3) . . ?
C15 C14 C13 112.2(3) . . ?
C17 C14 C16 110.2(3) . . ?
C15 C14 C16 107.3(3) . . ?
C13 C14 C16 109.0(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 C7 80.2(2) . . ?
C14 C17 H17A 109.5 . . ?
C7 C17 H17A 34.2 . . ?
C14 C17 H17B 109.5 . . ?
C7 C17 H17B 104.7 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
C7 C17 H17C 138.2 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.727
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.727
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.041
_database_code_depnum_ccdc_archive 'CCDC 986677'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_7.3%P_0.55GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_7.3%P_0.55GPa       
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.729 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
_vrf_PLAT201_7.3%P_0.55GPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         13

RESPONSE: The treatment of several non-H atoms isotropically is a 
consequence of the high-pressure data collection and the low 
fraction of unique reflections measured. 
This is typical for high-pressure data collections.
;
# end Validation Reply Form
#====================================================================   
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.4910(9)
_cell_length_b                   12.5526(9)
_cell_length_c                   15.7300(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2663.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       550000
_cell_measurement_reflns_used    3274
_cell_measurement_theta_min      3.38
_cell_measurement_theta_max      21.95

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.38
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         550000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.971
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14156
_diffrn_reflns_av_R_equivalents  0.0846
_diffrn_reflns_av_sigmaI/netI    0.0614
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         24.97
_reflns_number_total             1707
_reflns_number_gt                942
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0523P)²+3.8278P] 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       0.0067(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1707
_refine_ls_number_parameters     166
_refine_ls_number_restraints     140
_refine_ls_R_factor_all          0.1387
_refine_ls_R_factor_gt           0.0684
_refine_ls_wR_factor_ref         0.1779
_refine_ls_wR_factor_gt          0.1418
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.002

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
O1R O 0.0620(2) 0.1792(3) 0.4514(2) 0.0543(12) Uani 0.927(6) 1 d PDU A 1
C1R C 0.2309(3) 0.2936(4) 0.4967(3) 0.0493(13) Uiso 0.927(6) 1 d PDU A 1
H1R H 0.2195 0.2295 0.5246 0.059 Uiso 0.927(6) 1 calc PR A 1
C2R C 0.3166(4) 0.3495(4) 0.5118(3) 0.0561(15) Uiso 0.927(6) 1 d PDU A 1
H2R H 0.3634 0.3226 0.5496 0.067 Uiso 0.927(6) 1 calc PR A 1
C3R C 0.3338(4) 0.4450(4) 0.4716(3) 0.0572(15) Uiso 0.927(6) 1 d PDU A 1
H3R H 0.3921 0.4823 0.4822 0.069 Uiso 0.927(6) 1 calc PR A 1
C4R C 0.2653(3) 0.4854(4) 0.4160(3) 0.0514(15) Uiso 0.927(6) 1 d PDU A 1
H4R H 0.2767 0.5503 0.3893 0.062 Uiso 0.927(6) 1 calc PR A 1
C5R C 0.1790(3) 0.4290(4) 0.3996(3) 0.0455(15) Uiso 0.927(6) 1 d PDU A 1
H5R H 0.1329 0.4561 0.3612 0.055 Uiso 0.927(6) 1 calc PR A 1
C6R C 0.1608(3) 0.3331(4) 0.4395(3) 0.0374(13) Uiso 0.927(6) 1 d PDU A 1
C7R C 0.0705(3) 0.2678(4) 0.4223(3) 0.0401(12) Uiso 0.927(6) 1 d PDU A 1
C8R C -0.0122(3) 0.3183(3) 0.3726(3) 0.0368(18) Uiso 0.927(6) 1 d PDU A 1
C9R C -0.0633(4) 0.3967(4) 0.4177(3) 0.0437(14) Uiso 0.927(6) 1 d PDU A 1
H9R H -0.0396 0.4181 0.4706 0.052 Uiso 0.927(6) 1 calc PR A 1
C10R C -0.1479(4) 0.4432(4) 0.3856(3) 0.0474(14) Uiso 0.927(6) 1 d PDU A 1
H10R H -0.1807 0.4959 0.4163 0.057 Uiso 0.927(6) 1 calc PR A 1
C11R C -0.1831(4) 0.4111(4) 0.3084(3) 0.0509(16) Uiso 0.927(6) 1 d PDU A 1
H11R H -0.2403 0.4417 0.2862 0.061 Uiso 0.927(6) 1 calc PR A 1
C12R C -0.1338(3) 0.3332(4) 0.2634(3) 0.0468(15) Uiso 0.927(6) 1 d PDU A 1
H12R H -0.1589 0.3127 0.2108 0.056 Uiso 0.927(6) 1 calc PR A 1
C13R C -0.0477(4) 0.2836(4) 0.2930(3) 0.0378(15) Uiso 0.927(6) 1 d PDU A 1
C14R C 0.0017(3) 0.1956(4) 0.2407(3) 0.0458(14) Uani 0.927(6) 1 d PDU A 1
C15R C -0.0316(5) 0.1981(5) 0.1480(3) 0.080(2) Uani 0.927(6) 1 d PDU A 1
H15A H 0.0016 0.1428 0.1170 0.120 Uiso 0.927(6) 1 calc PR A 1
H15B H -0.0154 0.2660 0.1236 0.120 Uiso 0.927(6) 1 calc PR A 1
H15C H -0.1019 0.1872 0.1451 0.120 Uiso 0.927(6) 1 calc PR A 1
C16R C -0.0279(4) 0.0861(4) 0.2772(4) 0.0632(16) Uani 0.927(6) 1 d PDU A 1
H16A H -0.0074 0.0817 0.3356 0.095 Uiso 0.927(6) 1 calc PR A 1
H16B H 0.0037 0.0308 0.2451 0.095 Uiso 0.927(6) 1 calc PR A 1
H16C H -0.0985 0.0778 0.2738 0.095 Uiso 0.927(6) 1 calc PR A 1
C17R C 0.1140(3) 0.2084(4) 0.2405(3) 0.0617(17) Uani 0.927(6) 1 d PDU A 1
H17A H 0.1380 0.2084 0.2979 0.093 Uiso 0.927(6) 1 calc PR A 1
H17B H 0.1312 0.2745 0.2136 0.093 Uiso 0.927(6) 1 calc PR A 1
H17C H 0.1435 0.1504 0.2098 0.093 Uiso 0.927(6) 1 calc PR A 1
O1P O 0.0555(3) 0.1562(4) 0.4370(3) 0.047(17) Uiso 0.073(6) 1 d PRDU A 2
C1P C 0.2205(3) 0.2668(4) 0.4891(3) 0.063(10) Uiso 0.073(6) 1 d PRDU A 2
H1P H 0.2145 0.1950 0.5028 0.075 Uiso 0.073(6) 1 calc PR A 2
C2P C 0.286(3) 0.332(3) 0.534(2) 0.044(9) Uiso 0.073(6) 1 d PDU A 2
H2P H 0.2996 0.3190 0.5914 0.052 Uiso 0.073(6) 1 calc PR A 2
C3P C 0.330(3) 0.416(3) 0.493(3) 0.037(9) Uiso 0.073(6) 1 d PDU A 2
H3P H 0.3839 0.4514 0.5165 0.045 Uiso 0.073(6) 1 calc PR A 2
C4P C 0.291(3) 0.447(4) 0.416(3) 0.049(14) Uiso 0.073(6) 1 d PDU A 2
H4P H 0.3233 0.4977 0.3834 0.058 Uiso 0.073(6) 1 calc PR A 2
C5P C 0.203(3) 0.403(3) 0.388(3) 0.038(14) Uiso 0.073(6) 1 d PDU A 2
H5P H 0.1677 0.4359 0.3449 0.045 Uiso 0.073(6) 1 calc PR A 2
C6P C 0.165(2) 0.310(2) 0.424(2) 0.060(17) Uiso 0.073(6) 1 d PDU A 2
C7P C 0.0800(13) 0.2493(14) 0.3860(12) 0.062(15) Uiso 0.073(6) 1 d PDU A 2
C8P C -0.013(2) 0.3157(18) 0.3744(19) 0.038(19) Uiso 0.073(6) 1 d PDU A 2
C9P C -0.040(3) 0.405(4) 0.421(3) 0.039(9) Uiso 0.073(6) 1 d PDU A 2
H9P H 0.0018 0.4339 0.4613 0.046 Uiso 0.073(6) 1 calc PR A 2
C10P C -0.132(3) 0.449(4) 0.405(4) 0.036(9) Uiso 0.073(6) 1 d PDU A 2
H10P H -0.1554 0.5041 0.4384 0.044 Uiso 0.073(6) 1 calc PR A 2
C11P C -0.190(3) 0.410(4) 0.339(3) 0.035(9) Uiso 0.073(6) 1 d PDU A 2
H11P H -0.2515 0.4403 0.3285 0.042 Uiso 0.073(6) 1 calc PR A 2
C12P C -0.157(2) 0.328(4) 0.288(3) 0.035(9) Uiso 0.073(6) 1 d PDU A 2
H12P H -0.1973 0.2996 0.2452 0.042 Uiso 0.073(6) 1 calc PR A 2
C13P C -0.062(3) 0.287(5) 0.301(3) 0.038(17) Uiso 0.073(6) 1 d PDU A 2
C14P C -0.003(2) 0.210(3) 0.2479(17) 0.044(11) Uiso 0.073(6) 1 d PDU A 2
C15P C 0.010(4) 0.246(6) 0.1558(18) 0.09(2) Uiso 0.073(6) 1 d PDU A 2
H15D H 0.0450 0.1921 0.1245 0.139 Uiso 0.073(6) 1 calc PR A 2
H15E H 0.0465 0.3112 0.1545 0.139 Uiso 0.073(6) 1 calc PR A 2
H15F H -0.0542 0.2567 0.1304 0.139 Uiso 0.073(6) 1 calc PR A 2
C16P C -0.054(4) 0.100(4) 0.250(5) 0.09(2) Uiso 0.073(6) 1 d PDU A 2
H16D H -0.0478 0.0701 0.3063 0.132 Uiso 0.073(6) 1 calc PR A 2
H16E H -0.0235 0.0536 0.2097 0.132 Uiso 0.073(6) 1 calc PR A 2
H16F H -0.1232 0.1082 0.2368 0.132 Uiso 0.073(6) 1 calc PR A 2
C17P C 0.0973(18) 0.207(3) 0.2949(12) 0.077(11) Uiso 0.073(6) 1 d PDU A 2
H17D H 0.1231 0.1353 0.2967 0.092 Uiso 0.073(6) 1 calc PR A 2
H17E H 0.1450 0.2521 0.2655 0.092 Uiso 0.073(6) 1 calc PR 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
O1R C7R 1.208(4) . ?
C1R C2R 1.374(5) . ?
C1R C6R 1.395(5) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.375(6) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.370(6) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.387(5) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.380(5) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.493(5) . ?
C7R C8R 1.503(5) . ?
C7R C17R 3.014(7) . ?
C8R C9R 1.396(5) . ?
C8R C13R 1.409(5) . ?
C9R C10R 1.378(5) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.366(5) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.379(5) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.397(5) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.530(5) . ?
C14R C17R 1.523(5) . ?
C14R C15R 1.526(5) . ?
C14R C16R 1.542(5) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.456(9) . ?
C1P C6P 1.386(9) . ?
C1P C2P 1.402(10) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.371(10) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.372(10) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.386(9) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.381(9) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.502(8) . ?
C7P C8P 1.512(9) . ?
C7P C17P 1.545(9) . ?
C8P C9P 1.383(9) . ?
C8P C13P 1.385(9) . ?
C9P C10P 1.380(9) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.383(9) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.386(9) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.387(9) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.509(9) . ?
C14P C15P 1.530(9) . ?
C14P C16P 1.536(9) . ?
C14P C17P 1.545(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C2R C1R C6R 120.0(4) . . ?
C2R C1R H1R 120.0 . . ?
C6R C1R H1R 120.0 . . ?
C1R C2R C3R 120.5(4) . . ?
C1R C2R H2R 119.7 . . ?
C3R C2R H2R 119.7 . . ?
C4R C3R C2R 120.2(5) . . ?
C4R C3R H3R 119.9 . . ?
C2R C3R H3R 119.9 . . ?
C3R C4R C5R 119.8(5) . . ?
C3R C4R H4R 120.1 . . ?
C5R C4R H4R 120.1 . . ?
C6R C5R C4R 120.6(4) . . ?
C6R C5R H5R 119.7 . . ?
C4R C5R H5R 119.7 . . ?
C5R C6R C1R 118.9(4) . . ?
C5R C6R C7R 122.7(4) . . ?
C1R C6R C7R 118.4(4) . . ?
O1R C7R C6R 121.0(4) . . ?
O1R C7R C8R 121.0(4) . . ?
C6R C7R C8R 118.0(4) . . ?
O1R C7R C17R 98.6(3) . . ?
C6R C7R C17R 98.6(3) . . ?
C8R C7R C17R 75.8(3) . . ?
C9R C8R C13R 120.1(4) . . ?
C9R C8R C7R 113.5(4) . . ?
C13R C8R C7R 125.8(4) . . ?
C10R C9R C8R 121.5(4) . . ?
C10R C9R H9R 119.3 . . ?
C8R C9R H9R 119.3 . . ?
C11R C10R C9R 119.3(4) . . ?
C11R C10R H10R 120.4 . . ?
C9R C10R H10R 120.4 . . ?
C10R C11R C12R 119.9(4) . . ?
C10R C11R H11R 120.1 . . ?
C12R C11R H11R 120.1 . . ?
C11R C12R C13R 123.1(4) . . ?
C11R C12R H12R 118.5 . . ?
C13R C12R H12R 118.5 . . ?
C12R C13R C8R 116.2(4) . . ?
C12R C13R C14R 120.3(4) . . ?
C8R C13R C14R 123.5(4) . . ?
C17R C14R C15R 106.7(4) . . ?
C17R C14R C13R 111.0(4) . . ?
C15R C14R C13R 111.8(4) . . ?
C17R C14R C16R 110.7(4) . . ?
C15R C14R C16R 107.3(4) . . ?
C13R C14R C16R 109.3(4) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R C7R 80.2(2) . . ?
C14R C17R H17A 109.5 . . ?
C7R C17R H17A 34.1 . . ?
C14R C17R H17B 109.5 . . ?
C7R C17R H17B 104.6 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
C7R C17R H17C 138.2 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 119.1(13) . . ?
C6P C1P H1P 120.4 . . ?
C2P C1P H1P 120.4 . . ?
C3P C2P C1P 118.7(14) . . ?
C3P C2P H2P 120.6 . . ?
C1P C2P H2P 120.6 . . ?
C2P C3P C4P 118.1(13) . . ?
C2P C3P H3P 121.0 . . ?
C4P C3P H3P 121.0 . . ?
C3P C4P C5P 119.5(13) . . ?
C3P C4P H4P 120.2 . . ?
C5P C4P H4P 120.2 . . ?
C6P C5P C4P 121.8(14) . . ?
C6P C5P H5P 119.1 . . ?
C4P C5P H5P 119.1 . . ?
C5P C6P C1P 115.5(10) . . ?
C5P C6P C7P 123.4(12) . . ?
C1P C6P C7P 120.3(10) . . ?
O1P C7P C6P 111.4(9) . . ?
O1P C7P C8P 108.8(13) . . ?
C6P C7P C8P 113.3(12) . . ?
O1P C7P C17P 105.8(12) . . ?
C6P C7P C17P 115.1(13) . . ?
C8P C7P C17P 101.6(9) . . ?
C9P C8P C13P 121.1(13) . . ?
C9P C8P C7P 127.2(12) . . ?
C13P C8P C7P 111.0(9) . . ?
C10P C9P C8P 118.0(13) . . ?
C10P C9P H9P 121.0 . . ?
C8P C9P H9P 121.0 . . ?
C9P C10P C11P 120.1(13) . . ?
C9P C10P H10P 120.0 . . ?
C11P C10P H10P 120.0 . . ?
C10P C11P C12P 121.2(12) . . ?
C10P C11P H11P 119.4 . . ?
C12P C11P H11P 119.4 . . ?
C11P C12P C13P 118.6(13) . . ?
C11P C12P H12P 120.7 . . ?
C13P C12P H12P 120.7 . . ?
C8P C13P C12P 118.5(12) . . ?
C8P C13P C14P 111.8(9) . . ?
C12P C13P C14P 129.6(11) . . ?
C13P C14P C15P 113.0(13) . . ?
C13P C14P C16P 109.2(13) . . ?
C15P C14P C16P 109.9(12) . . ?
C13P C14P C17P 102.2(9) . . ?
C15P C14P C17P 110.9(13) . . ?
C16P C14P C17P 111.4(13) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C7P C17P C14P 107.7(9) . . ?
C7P C17P H17D 110.2 . . ?
C14P C17P H17D 110.2 . . ?
C7P C17P H17E 110.2 . . ?
C14P C17P H17E 110.2 . . ?
H17D C17P H17E 108.5 . . ?

_diffrn_measured_fraction_theta_max 0.729
_diffrn_reflns_theta_full        24.97
_diffrn_measured_fraction_theta_full 0.729
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.045
_database_code_depnum_ccdc_archive 'CCDC 986678'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_15.4%P_0.55GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_15.4%P_0.55GPa      
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.729 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
_vrf_PLAT201_15.4%P_0.55GPa      
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         13

RESPONSE: The treatment of several non-H atoms isotropically is a 
consequence of the high-pressure data collection and the low 
fraction of unique reflections measured. 
This is typical for high-pressure data collections.
;
# end Validation Reply Form
#==================================================================== 
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.5452(14)
_cell_length_b                   12.5231(13)
_cell_length_c                   15.7348(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2669.1(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       550000
_cell_measurement_reflns_used    2831
_cell_measurement_theta_min      3.38
_cell_measurement_theta_max      23.3

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.37
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         550000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14174
_diffrn_reflns_av_R_equivalents  0.0967
_diffrn_reflns_av_sigmaI/netI    0.0695
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1711
_reflns_number_gt                866
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0693P)²+3.8128P] 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       0.0066(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1711
_refine_ls_number_parameters     166
_refine_ls_number_restraints     133
_refine_ls_R_factor_all          0.1602
_refine_ls_R_factor_gt           0.0759
_refine_ls_wR_factor_ref         0.2143
_refine_ls_wR_factor_gt          0.1675
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.018
_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
O1R O 0.0611(3) 0.1780(4) 0.4509(3) 0.0600(16) Uani 0.845(9) 1 d PDU A 1
C1R C 0.2302(4) 0.2922(5) 0.4960(3) 0.0571(17) Uiso 0.845(9) 1 d PDU A 1
H1R H 0.2180 0.2284 0.5245 0.069 Uiso 0.845(9) 1 calc PR A 1
C2R C 0.3162(5) 0.3468(5) 0.5112(4) 0.059(2) Uiso 0.845(9) 1 d PDU A 1
H2R H 0.3631 0.3189 0.5482 0.071 Uiso 0.845(9) 1 calc PR A 1
C3R C 0.3330(5) 0.4429(6) 0.4714(4) 0.0609(19) Uiso 0.845(9) 1 d PDU A 1
H3R H 0.3911 0.4800 0.4821 0.073 Uiso 0.845(9) 1 calc PR A 1
C4R C 0.2648(5) 0.4845(6) 0.4162(4) 0.058(3) Uiso 0.845(9) 1 d PD A 1
H4R H 0.2760 0.5503 0.3905 0.069 Uiso 0.845(9) 1 calc PR A 1
C5R C 0.1789(5) 0.4281(5) 0.3989(4) 0.051(2) Uiso 0.845(9) 1 d PDU A 1
H5R H 0.1333 0.4556 0.3605 0.061 Uiso 0.845(9) 1 calc PR A 1
C6R C 0.1608(4) 0.3315(5) 0.4384(4) 0.0450(18) Uiso 0.845(9) 1 d PDU A 1
C7R C 0.0706(4) 0.2664(5) 0.4213(4) 0.0486(17) Uiso 0.845(9) 1 d PDU A 1
C8R C -0.0115(4) 0.3192(5) 0.3723(4) 0.043(3) Uiso 0.845(9) 1 d PDU A 1
C9R C -0.0630(5) 0.3968(6) 0.4184(5) 0.0484(19) Uiso 0.845(9) 1 d PDU A 1
H9R H -0.0397 0.4171 0.4716 0.058 Uiso 0.845(9) 1 calc PR A 1
C10R C -0.1474(6) 0.4441(6) 0.3870(5) 0.0527(19) Uiso 0.845(9) 1 d PDU A 1
H10R H -0.1805 0.4962 0.4180 0.063 Uiso 0.845(9) 1 calc PR A 1
C11R C -0.1814(4) 0.4125(5) 0.3090(4) 0.0543(19) Uiso 0.845(9) 1 d PDU A 1
H11R H -0.2381 0.4438 0.2867 0.065 Uiso 0.845(9) 1 calc PR A 1
C12R C -0.1326(5) 0.3347(5) 0.2630(4) 0.052(2) Uiso 0.845(9) 1 d PDU A 1
H12R H -0.1571 0.3156 0.2099 0.062 Uiso 0.845(9) 1 calc PR A 1
C13R C -0.0480(5) 0.2840(7) 0.2931(4) 0.046(3) Uiso 0.845(9) 1 d PDU A 1
C14R C 0.0013(4) 0.1957(5) 0.2413(3) 0.052(2) Uani 0.845(9) 1 d PDU A 1
C15R C -0.0303(6) 0.2001(6) 0.1480(3) 0.091(3) Uani 0.845(9) 1 d PDU A 1
H15A H 0.0029 0.1447 0.1169 0.136 Uiso 0.845(9) 1 calc PR A 1
H15B H -0.0131 0.2683 0.1245 0.136 Uiso 0.845(9) 1 calc PR A 1
H15C H -0.1003 0.1899 0.1441 0.136 Uiso 0.845(9) 1 calc PR A 1
C16R C -0.0290(6) 0.0861(5) 0.2767(5) 0.071(2) Uani 0.845(9) 1 d PDU A 1
H16A H -0.0088 0.0807 0.3350 0.107 Uiso 0.845(9) 1 calc PR A 1
H16B H 0.0023 0.0308 0.2441 0.107 Uiso 0.845(9) 1 calc PR A 1
H16C H -0.0994 0.0784 0.2730 0.107 Uiso 0.845(9) 1 calc PR A 1
C17R C 0.1134(4) 0.2088(5) 0.2414(5) 0.074(2) Uani 0.845(9) 1 d PD A 1
H17A H 0.1371 0.2087 0.2989 0.111 Uiso 0.845(9) 1 calc PR A 1
H17B H 0.1306 0.2751 0.2146 0.111 Uiso 0.845(9) 1 calc PR A 1
H17C H 0.1429 0.1507 0.2107 0.111 Uiso 0.845(9) 1 calc PR A 1
O1P O 0.0549(4) 0.1565(5) 0.4379(5) 0.056(9) Uiso 0.155(9) 1 d PRDU A 2
C1P C 0.2199(4) 0.2671(5) 0.4900(5) 0.061(5) Uiso 0.155(9) 1 d PRDU A 2
H1P H 0.2111 0.1961 0.5057 0.073 Uiso 0.155(9) 1 calc PR A 2
C2P C 0.290(2) 0.3314(18) 0.5309(17) 0.053(10) Uiso 0.155(9) 1 d PDU A 2
H2P H 0.3113 0.3129 0.5851 0.063 Uiso 0.155(9) 1 calc PR A 2
C3P C 0.327(2) 0.421(2) 0.493(2) 0.055(5) Uiso 0.155(9) 1 d PDU A 2
H3P H 0.3821 0.4552 0.5153 0.065 Uiso 0.155(9) 1 calc PR A 2
C4P C 0.282(2) 0.458(2) 0.4208(19) 0.053(14) Uiso 0.155(9) 1 d PD A 2
H4P H 0.3065 0.5182 0.3929 0.064 Uiso 0.155(9) 1 calc PR A 2
C5P C 0.199(2) 0.4060(19) 0.3902(18) 0.055(8) Uiso 0.155(9) 1 d PDU A 2
H5P H 0.1658 0.4351 0.3440 0.065 Uiso 0.155(9) 1 calc PR A 2
C6P C 0.1640(16) 0.3124(15) 0.4253(15) 0.057(8) Uiso 0.155(9) 1 d PDU A 2
C7P C 0.0803(10) 0.2500(10) 0.3868(10) 0.063(8) Uiso 0.155(9) 1 d PDU A 2
C8P C -0.0120(17) 0.3157(18) 0.3733(14) 0.044(17) Uiso 0.155(9) 1 d PDU A 2
C9P C -0.043(2) 0.401(3) 0.422(2) 0.043(8) Uiso 0.155(9) 1 d PDU A 2
H9P H -0.0041 0.4269 0.4665 0.051 Uiso 0.155(9) 1 calc PR A 2
C10P C -0.132(2) 0.448(3) 0.403(2) 0.047(8) Uiso 0.155(9) 1 d PDU A 2
H10P H -0.1548 0.5052 0.4346 0.056 Uiso 0.155(9) 1 calc PR A 2
C11P C -0.1881(18) 0.410(2) 0.335(2) 0.049(5) Uiso 0.155(9) 1 d PDU A 2
H11P H -0.2506 0.4382 0.3258 0.059 Uiso 0.155(9) 1 calc PR A 2
C12P C -0.1527(16) 0.330(2) 0.2823(19) 0.045(7) Uiso 0.155(9) 1 d PDU A 2
H12P H -0.1909 0.3038 0.2377 0.054 Uiso 0.155(9) 1 calc PR A 2
C13P C -0.059(2) 0.290(4) 0.2976(19) 0.050(15) Uiso 0.155(9) 1 d PDU A 2
C14P C 0.0012(15) 0.211(2) 0.2471(12) 0.049(9) Uiso 0.155(9) 1 d PDU A 2
C15P C 0.019(3) 0.246(4) 0.1553(14) 0.102(15) Uiso 0.155(9) 1 d PDU A 2
H15D H 0.0544 0.1915 0.1254 0.152 Uiso 0.155(9) 1 calc PR A 2
H15E H 0.0567 0.3110 0.1551 0.152 Uiso 0.155(9) 1 calc PR A 2
H15F H -0.0434 0.2584 0.1279 0.152 Uiso 0.155(9) 1 calc PR A 2
C16P C -0.052(3) 0.102(3) 0.249(3) 0.101(18) Uiso 0.155(9) 1 d PDU A 2
H16D H -0.0461 0.0712 0.3041 0.152 Uiso 0.155(9) 1 calc PR A 2
H16E H -0.0224 0.0555 0.2074 0.152 Uiso 0.155(9) 1 calc PR A 2
H16F H -0.1204 0.1123 0.2351 0.152 Uiso 0.155(9) 1 calc PR A 2
C17P C 0.0997(13) 0.206(2) 0.2966(10) 0.072(14) Uiso 0.155(9) 1 d PD A 2
H17D H 0.1236 0.1335 0.2997 0.087 Uiso 0.155(9) 1 calc PR A 2
H17E H 0.1492 0.2496 0.2682 0.087 Uiso 0.155(9) 1 calc PR 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
O1R C7R 1.208(5) . ?
C1R C2R 1.372(6) . ?
C1R C6R 1.396(6) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.375(7) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.370(7) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.388(6) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.382(6) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.493(6) . ?
C7R C8R 1.506(6) . ?
C7R C17R 2.979(10) . ?
C8R C9R 1.400(6) . ?
C8R C13R 1.411(5) . ?
C9R C10R 1.379(6) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.369(6) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.382(6) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.393(6) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.528(6) . ?
C14R C17R 1.527(6) . ?
C14R C15R 1.529(6) . ?
C14R C16R 1.537(6) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.462(9) . ?
C1P C6P 1.390(9) . ?
C1P C2P 1.400(9) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.365(9) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.373(9) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.386(9) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.380(9) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.504(8) . ?
C7P C8P 1.512(8) . ?
C7P C17P 1.542(9) . ?
C8P C9P 1.383(9) . ?
C8P C13P 1.385(9) . ?
C9P C10P 1.378(9) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.386(9) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.389(9) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.391(9) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.509(9) . ?
C14P C15P 1.530(9) . ?
C14P C16P 1.535(9) . ?
C14P C17P 1.547(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C2R C1R C6R 120.6(5) . . ?
C2R C1R H1R 119.7 . . ?
C6R C1R H1R 119.7 . . ?
C1R C2R C3R 119.8(5) . . ?
C1R C2R H2R 120.1 . . ?
C3R C2R H2R 120.1 . . ?
C4R C3R C2R 120.7(6) . . ?
C4R C3R H3R 119.7 . . ?
C2R C3R H3R 119.7 . . ?
C3R C4R C5R 119.7(6) . . ?
C3R C4R H4R 120.1 . . ?
C5R C4R H4R 120.1 . . ?
C6R C5R C4R 120.4(5) . . ?
C6R C5R H5R 119.8 . . ?
C4R C5R H5R 119.8 . . ?
C5R C6R C1R 118.8(5) . . ?
C5R C6R C7R 122.9(4) . . ?
C1R C6R C7R 118.4(5) . . ?
O1R C7R C6R 121.2(5) . . ?
O1R C7R C8R 121.4(5) . . ?
C6R C7R C8R 117.1(5) . . ?
O1R C7R C17R 99.5(4) . . ?
C6R C7R C17R 98.3(4) . . ?
C8R C7R C17R 76.3(3) . . ?
C9R C8R C13R 120.0(5) . . ?
C9R C8R C7R 114.1(5) . . ?
C13R C8R C7R 125.0(5) . . ?
C10R C9R C8R 121.7(5) . . ?
C10R C9R H9R 119.2 . . ?
C8R C9R H9R 119.2 . . ?
C11R C10R C9R 118.5(5) . . ?
C11R C10R H10R 120.8 . . ?
C9R C10R H10R 120.8 . . ?
C10R C11R C12R 120.8(5) . . ?
C10R C11R H11R 119.6 . . ?
C12R C11R H11R 119.6 . . ?
C11R C12R C13R 122.4(5) . . ?
C11R C12R H12R 118.8 . . ?
C13R C12R H12R 118.8 . . ?
C12R C13R C8R 116.5(5) . . ?
C12R C13R C14R 120.5(5) . . ?
C8R C13R C14R 122.9(5) . . ?
C17R C14R C13R 110.9(5) . . ?
C17R C14R C15R 106.0(5) . . ?
C13R C14R C15R 111.4(5) . . ?
C17R C14R C16R 111.1(5) . . ?
C13R C14R C16R 109.6(5) . . ?
C15R C14R C16R 107.7(5) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R C7R 80.4(3) . . ?
C14R C17R H17A 109.5 . . ?
C7R C17R H17A 33.8 . . ?
C14R C17R H17B 109.5 . . ?
C7R C17R H17B 104.8 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
C7R C17R H17C 137.9 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 118.1(10) . . ?
C6P C1P H1P 120.9 . . ?
C2P C1P H1P 120.9 . . ?
C3P C2P C1P 121.3(12) . . ?
C3P C2P H2P 119.4 . . ?
C1P C2P H2P 119.4 . . ?
C2P C3P C4P 118.6(12) . . ?
C2P C3P H3P 120.7 . . ?
C4P C3P H3P 120.7 . . ?
C3P C4P C5P 119.1(12) . . ?
C3P C4P H4P 120.5 . . ?
C5P C4P H4P 120.5 . . ?
C6P C5P C4P 122.8(12) . . ?
C6P C5P H5P 118.6 . . ?
C4P C5P H5P 118.6 . . ?
C5P C6P C1P 116.8(10) . . ?
C5P C6P C7P 122.7(10) . . ?
C1P C6P C7P 119.6(9) . . ?
O1P C7P C6P 111.9(8) . . ?
O1P C7P C8P 108.6(13) . . ?
C6P C7P C8P 113.4(11) . . ?
O1P C7P C17P 105.2(11) . . ?
C6P C7P C17P 115.2(12) . . ?
C8P C7P C17P 101.8(8) . . ?
C9P C8P C13P 121.3(11) . . ?
C9P C8P C7P 126.3(11) . . ?
C13P C8P C7P 111.8(8) . . ?
C10P C9P C8P 117.9(12) . . ?
C10P C9P H9P 121.1 . . ?
C8P C9P H9P 121.1 . . ?
C9P C10P C11P 120.4(12) . . ?
C9P C10P H10P 119.8 . . ?
C11P C10P H10P 119.8 . . ?
C10P C11P C12P 121.2(12) . . ?
C10P C11P H11P 119.4 . . ?
C12P C11P H11P 119.4 . . ?
C11P C12P C13P 118.1(12) . . ?
C11P C12P H12P 121.0 . . ?
C13P C12P H12P 121.0 . . ?
C8P C13P C12P 118.9(11) . . ?
C8P C13P C14P 111.2(8) . . ?
C12P C13P C14P 129.5(11) . . ?
C13P C14P C15P 112.9(13) . . ?
C13P C14P C16P 108.9(13) . . ?
C15P C14P C16P 110.2(12) . . ?
C13P C14P C17P 102.6(8) . . ?
C15P C14P C17P 110.5(12) . . ?
C16P C14P C17P 111.5(13) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C7P C17P C14P 107.8(8) . . ?
C7P C17P H17D 110.2 . . ?
C14P C17P H17D 110.2 . . ?
C7P C17P H17E 110.2 . . ?
C14P C17P H17E 110.2 . . ?
H17D C17P H17E 108.5 . . ?

_diffrn_measured_fraction_theta_max 0.729
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.729
_refine_diff_density_max         0.197
_refine_diff_density_min         -0.209
_refine_diff_density_rms         0.046
_database_code_depnum_ccdc_archive 'CCDC 986679'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_44.0%P_0.55GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_44.0%P_0.55GPa      
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.73 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
_vrf_PLAT201_44.0%P_0.55GPa      
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         18

RESPONSE: The treatment of several non-H atoms isotropically is a 
consequence of the high-pressure data collection and the low 
fraction of unique reflections measured. 
This is typical for high-pressure data collections.
;
# end Validation Reply Form
#==================================================================== 
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.649(3)
_cell_length_b                   12.434(2)
_cell_length_c                   15.727(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2669.1(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       550000
_cell_measurement_reflns_used    1985
_cell_measurement_theta_min      3.37
_cell_measurement_theta_max      25.51

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.32
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         550000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14127
_diffrn_reflns_av_R_equivalents  0.1213
_diffrn_reflns_av_sigmaI/netI    0.0876
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1712
_reflns_number_gt                763
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.1115P)²+7.3976P] 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       0.013(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1712
_refine_ls_number_parameters     141
_refine_ls_number_restraints     107
_refine_ls_R_factor_all          0.2135
_refine_ls_R_factor_gt           0.1077
_refine_ls_wR_factor_ref         0.3258
_refine_ls_wR_factor_gt          0.2603
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.015
_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
O1R O 0.0596(7) 0.1770(9) 0.4521(8) 0.068(5) Uiso 0.560(13) 1 d PD A 1
C1R C 0.2304(8) 0.2883(11) 0.4954(8) 0.065(6) Uiso 0.560(13) 1 d PDU A 1
H1R H 0.2185 0.2240 0.5238 0.078 Uiso 0.560(13) 1 calc PR A 1
C2R C 0.3168(10) 0.3433(11) 0.5093(10) 0.070(6) Uiso 0.560(13) 1 d PD A 1
H2R H 0.3641 0.3149 0.5455 0.084 Uiso 0.560(13) 1 calc PR A 1
C3R C 0.3329(11) 0.4406(12) 0.4694(12) 0.068(6) Uiso 0.560(13) 1 d PD A 1
H3R H 0.3912 0.4777 0.4783 0.081 Uiso 0.560(13) 1 calc PR A 1
C4R C 0.2628(11) 0.4824(13) 0.4168(12) 0.071(8) Uiso 0.560(13) 1 d PD A 1
H4R H 0.2719 0.5501 0.3929 0.085 Uiso 0.560(13) 1 calc PR A 1
C5R C 0.1785(10) 0.4250(10) 0.3987(9) 0.057(6) Uiso 0.560(13) 1 d PDU A 1
H5R H 0.1337 0.4516 0.3593 0.069 Uiso 0.560(13) 1 calc PR A 1
C6R C 0.1608(8) 0.3286(10) 0.4388(9) 0.052(4) Uiso 0.560(13) 1 d PDU A 1
C7R C 0.0705(7) 0.2653(8) 0.4198(8) 0.056(4) Uiso 0.560(13) 1 d PDU A 1
C8R C -0.0131(11) 0.3180(12) 0.3745(9) 0.051(13) Uiso 0.560(13) 1 d PD A 1
C9R C -0.0644(11) 0.3953(12) 0.4204(9) 0.050(5) Uiso 0.560(13) 1 d PDU A 1
H9R H -0.0404 0.4164 0.4731 0.060 Uiso 0.560(13) 1 calc PR A 1
C10R C -0.1496(11) 0.4418(12) 0.3908(8) 0.056(5) Uiso 0.560(13) 1 d PDU A 1
H10R H -0.1817 0.4946 0.4220 0.068 Uiso 0.560(13) 1 calc PR A 1
C11R C -0.1856(11) 0.4079(14) 0.3140(9) 0.067(7) Uiso 0.560(13) 1 d PD A 1
H11R H -0.2425 0.4386 0.2923 0.080 Uiso 0.560(13) 1 calc PR A 1
C12R C -0.1380(9) 0.3287(14) 0.2688(8) 0.057(5) Uiso 0.560(13) 1 d PDU A 1
H12R H -0.1656 0.3053 0.2180 0.068 Uiso 0.560(13) 1 calc PR A 1
C13R C -0.0507(9) 0.2822(14) 0.2957(8) 0.055(7) Uiso 0.560(13) 1 d PDU A 1
C14R C 0.0012(7) 0.1965(9) 0.2422(6) 0.062(5) Uiso 0.560(13) 1 d PDU A 1
C15R C -0.0313(11) 0.2020(12) 0.1494(6) 0.085(5) Uiso 0.560(13) 1 d PD A 1
H15A H 0.0014 0.1469 0.1174 0.127 Uiso 0.560(13) 1 calc PR A 1
H15B H -0.0149 0.2712 0.1263 0.127 Uiso 0.560(13) 1 calc PR A 1
H15C H -0.1009 0.1914 0.1461 0.127 Uiso 0.560(13) 1 calc PR A 1
C16R C -0.0280(11) 0.0849(10) 0.2757(10) 0.075(5) Uiso 0.560(13) 1 d PDU A 1
H16A H -0.0084 0.0782 0.3341 0.113 Uiso 0.560(13) 1 calc PR A 1
H16B H 0.0037 0.0304 0.2425 0.113 Uiso 0.560(13) 1 calc PR A 1
H16C H -0.0978 0.0764 0.2715 0.113 Uiso 0.560(13) 1 calc PR A 1
C17R C 0.1122(6) 0.2128(7) 0.2410(6) 0.088(6) Uiso 0.560(13) 1 d PD A 1
H17A H 0.1366 0.2129 0.2983 0.132 Uiso 0.560(13) 1 calc PR A 1
H17B H 0.1272 0.2804 0.2145 0.132 Uiso 0.560(13) 1 calc PR A 1
H17C H 0.1424 0.1555 0.2096 0.132 Uiso 0.560(13) 1 calc PR A 1
O1P O 0.0537(6) 0.1606(7) 0.4376(6) 0.063(7) Uiso 0.440(13) 1 d PRD A 2
C1P C 0.2187(6) 0.2712(7) 0.4897(6) 0.075(8) Uiso 0.440(13) 1 d PRDU A 2
H1P H 0.2021 0.2044 0.5121 0.090 Uiso 0.440(13) 1 calc PR A 2
C2P C 0.2953(13) 0.3303(14) 0.5254(12) 0.076(8) Uiso 0.440(13) 1 d PD A 2
H2P H 0.3256 0.3055 0.5746 0.091 Uiso 0.440(13) 1 calc PR A 2
C3P C 0.3265(14) 0.4245(14) 0.4889(14) 0.068(7) Uiso 0.440(13) 1 d PD A 2
H3P H 0.3806 0.4605 0.5107 0.082 Uiso 0.440(13) 1 calc PR A 2
C4P C 0.2772(17) 0.4649(17) 0.4203(15) 0.072(10) Uiso 0.440(13) 1 d PD A 2
H4P H 0.2978 0.5284 0.3949 0.087 Uiso 0.440(13) 1 calc PR A 2
C5P C 0.1963(14) 0.4106(13) 0.3890(12) 0.071(8) Uiso 0.440(13) 1 d PDU A 2
H5P H 0.1602 0.4415 0.3452 0.086 Uiso 0.440(13) 1 calc PR A 2
C6P C 0.1675(10) 0.3121(11) 0.4207(9) 0.061(6) Uiso 0.440(13) 1 d PDU A 2
C7P C 0.0826(8) 0.2508(9) 0.3835(7) 0.073(6) Uiso 0.440(13) 1 d PDU A 2
C8P C -0.0059(13) 0.3206(15) 0.3686(10) 0.059(18) Uiso 0.440(13) 1 d PD A 2
C9P C -0.0425(15) 0.3987(16) 0.4224(11) 0.057(7) Uiso 0.440(13) 1 d PDU A 2
H9P H -0.0111 0.4147 0.4734 0.069 Uiso 0.440(13) 1 calc PR A 2
C10P C -0.1270(15) 0.4524(16) 0.3988(11) 0.067(7) Uiso 0.440(13) 1 d PDU A 2
H10P H -0.1537 0.5047 0.4342 0.081 Uiso 0.440(13) 1 calc PR A 2
C11P C -0.1718(14) 0.4279(19) 0.3221(12) 0.069(9) Uiso 0.440(13) 1 d PD A 2
H11P H -0.2303 0.4617 0.3080 0.083 Uiso 0.440(13) 1 calc PR A 2
C12P C -0.1315(14) 0.3543(18) 0.2662(11) 0.075(9) Uiso 0.440(13) 1 d PDU A 2
H12P H -0.1589 0.3435 0.2127 0.090 Uiso 0.440(13) 1 calc PR A 2
C13P C -0.0495(12) 0.2972(17) 0.2915(10) 0.063(9) Uiso 0.440(13) 1 d PDU A 2
C14P C 0.0045(9) 0.2094(11) 0.2441(7) 0.065(6) Uiso 0.440(13) 1 d PDU A 2
C15P C 0.0208(14) 0.2403(16) 0.1514(8) 0.088(7) Uiso 0.440(13) 1 d PD A 2
H15D H 0.0563 0.1841 0.1232 0.132 Uiso 0.440(13) 1 calc PR A 2
H15E H 0.0576 0.3059 0.1487 0.132 Uiso 0.440(13) 1 calc PR A 2
H15F H -0.0414 0.2503 0.1240 0.132 Uiso 0.440(13) 1 calc PR A 2
C16P C -0.0543(15) 0.1048(15) 0.2520(14) 0.101(8) Uiso 0.440(13) 1 d PDU A 2
H16D H -0.0469 0.0762 0.3084 0.152 Uiso 0.440(13) 1 calc PR A 2
H16E H -0.0304 0.0534 0.2114 0.152 Uiso 0.440(13) 1 calc PR A 2
H16F H -0.1222 0.1191 0.2412 0.152 Uiso 0.440(13) 1 calc PR A 2
C17P C 0.1014(8) 0.2021(12) 0.2942(7) 0.079(6) Uiso 0.440(13) 1 d PD A 2
H17D H 0.1526 0.2419 0.2652 0.095 Uiso 0.440(13) 1 calc PR A 2
H17E H 0.1219 0.1276 0.2993 0.095 Uiso 0.440(13) 1 calc PR 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
O1R C7R 1.219(8) . ?
C1R C2R 1.382(9) . ?
C1R C6R 1.394(8) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.381(9) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.367(9) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.384(8) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.376(8) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.493(8) . ?
C7R C8R 1.497(8) . ?
C7R C17R 2.942(18) . ?
C8R C9R 1.390(8) . ?
C8R C13R 1.415(8) . ?
C9R C10R 1.379(9) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.369(9) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.378(8) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.390(8) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.532(8) . ?
C14R C17R 1.528(8) . ?
C14R C15R 1.528(8) . ?
C14R C16R 1.537(8) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.462(8) . ?
C1P C6P 1.387(8) . ?
C1P C2P 1.395(9) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.372(9) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.367(9) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.385(9) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.380(8) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.505(8) . ?
C7P C8P 1.506(8) . ?
C7P C17P 1.550(9) . ?
C8P C9P 1.381(8) . ?
C8P C13P 1.382(8) . ?
C9P C10P 1.384(9) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.385(9) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.383(9) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.384(8) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.513(8) . ?
C14P C15P 1.524(9) . ?
C14P C16P 1.534(9) . ?
C14P C17P 1.543(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C2R C1R C6R 120.3(9) . . ?
C2R C1R H1R 119.9 . . ?
C6R C1R H1R 119.9 . . ?
C3R C2R C1R 119.8(9) . . ?
C3R C2R H2R 120.1 . . ?
C1R C2R H2R 120.1 . . ?
C4R C3R C2R 119.8(9) . . ?
C4R C3R H3R 120.1 . . ?
C2R C3R H3R 120.1 . . ?
C3R C4R C5R 120.7(10) . . ?
C3R C4R H4R 119.7 . . ?
C5R C4R H4R 119.7 . . ?
C6R C5R C4R 120.0(9) . . ?
C6R C5R H5R 120.0 . . ?
C4R C5R H5R 120.0 . . ?
C5R C6R C1R 119.2(8) . . ?
C5R C6R C7R 120.8(8) . . ?
C1R C6R C7R 120.0(8) . . ?
O1R C7R C6R 119.6(8) . . ?
O1R C7R C8R 119.9(10) . . ?
C6R C7R C8R 119.6(9) . . ?
O1R C7R C17R 102.8(10) . . ?
C6R C7R C17R 98.6(8) . . ?
C8R C7R C17R 77.9(7) . . ?
C9R C8R C13R 119.3(8) . . ?
C9R C8R C7R 116.1(9) . . ?
C13R C8R C7R 123.8(8) . . ?
C10R C9R C8R 122.7(9) . . ?
C10R C9R H9R 118.7 . . ?
C8R C9R H9R 118.7 . . ?
C11R C10R C9R 118.1(9) . . ?
C11R C10R H10R 121.0 . . ?
C9R C10R H10R 121.0 . . ?
C10R C11R C12R 120.4(10) . . ?
C10R C11R H11R 119.8 . . ?
C12R C11R H11R 119.8 . . ?
C11R C12R C13R 123.0(9) . . ?
C11R C12R H12R 118.5 . . ?
C13R C12R H12R 118.5 . . ?
C12R C13R C8R 116.5(7) . . ?
C12R C13R C14R 121.3(8) . . ?
C8R C13R C14R 122.2(8) . . ?
C17R C14R C15R 105.7(8) . . ?
C17R C14R C13R 111.9(8) . . ?
C15R C14R C13R 111.0(8) . . ?
C17R C14R C16R 112.5(8) . . ?
C15R C14R C16R 107.0(9) . . ?
C13R C14R C16R 108.6(9) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R C7R 80.0(6) . . ?
C14R C17R H17A 109.5 . . ?
C7R C17R H17A 34.0 . . ?
C14R C17R H17B 109.5 . . ?
C7R C17R H17B 105.3 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
C7R C17R H17C 137.7 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 119.9(8) . . ?
C6P C1P H1P 120.0 . . ?
C2P C1P H1P 120.0 . . ?
C3P C2P C1P 120.9(10) . . ?
C3P C2P H2P 119.5 . . ?
C1P C2P H2P 119.5 . . ?
C4P C3P C2P 119.4(11) . . ?
C4P C3P H3P 120.3 . . ?
C2P C3P H3P 120.3 . . ?
C3P C4P C5P 119.6(11) . . ?
C3P C4P H4P 120.2 . . ?
C5P C4P H4P 120.2 . . ?
C6P C5P C4P 122.1(11) . . ?
C6P C5P H5P 119.0 . . ?
C4P C5P H5P 119.0 . . ?
C5P C6P C1P 117.7(8) . . ?
C5P C6P C7P 121.9(9) . . ?
C1P C6P C7P 120.5(8) . . ?
O1P C7P C6P 111.7(7) . . ?
O1P C7P C8P 108.4(11) . . ?
C6P C7P C8P 112.7(10) . . ?
O1P C7P C17P 105.7(8) . . ?
C6P C7P C17P 115.0(10) . . ?
C8P C7P C17P 102.6(7) . . ?
C9P C8P C13P 122.0(8) . . ?
C9P C8P C7P 126.9(9) . . ?
C13P C8P C7P 111.1(7) . . ?
C8P C9P C10P 118.4(10) . . ?
C8P C9P H9P 120.8 . . ?
C10P C9P H9P 120.8 . . ?
C9P C10P C11P 119.7(10) . . ?
C9P C10P H10P 120.1 . . ?
C11P C10P H10P 120.1 . . ?
C12P C11P C10P 121.6(11) . . ?
C12P C11P H11P 119.2 . . ?
C10P C11P H11P 119.2 . . ?
C11P C12P C13P 118.5(10) . . ?
C11P C12P H12P 120.7 . . ?
C13P C12P H12P 120.7 . . ?
C8P C13P C12P 119.5(9) . . ?
C8P C13P C14P 112.0(8) . . ?
C12P C13P C14P 128.5(9) . . ?
C13P C14P C15P 111.1(10) . . ?
C13P C14P C16P 108.5(11) . . ?
C15P C14P C16P 111.5(10) . . ?
C13P C14P C17P 102.1(7) . . ?
C15P C14P C17P 112.2(10) . . ?
C16P C14P C17P 110.9(10) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C14P C17P C7P 107.3(7) . . ?
C14P C17P H17D 110.3 . . ?
C7P C17P H17D 110.3 . . ?
C14P C17P H17E 110.3 . . ?
C7P C17P H17E 110.3 . . ?
H17D C17P H17E 108.5 . . ?

_diffrn_measured_fraction_theta_max 0.730
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.730
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.055
_database_code_depnum_ccdc_archive 'CCDC 986680'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_100.0%P_0.55GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_100.0%P_0.55GPa     
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.729 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 

;
# end Validation Reply Form
#==================================================================== 
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.8701(12)
_cell_length_b                   12.3384(12)
_cell_length_c                   15.6455(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2677.5(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       550000
_cell_measurement_reflns_used    3072
_cell_measurement_theta_min      3.35
_cell_measurement_theta_max      21.08

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.35
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         550000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14278
_diffrn_reflns_av_R_equivalents  0.0915
_diffrn_reflns_av_sigmaI/netI    0.0668
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.37
_diffrn_reflns_theta_max         24.98
_reflns_number_total             1718
_reflns_number_gt                931
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0554P)²+1.8647P] 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_number_reflns         1718
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1380
_refine_ls_R_factor_gt           0.0608
_refine_ls_wR_factor_ref         0.1571
_refine_ls_wR_factor_gt          0.1258
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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
O1P O 0.0554(2) 0.1570(2) 0.4373(2) 0.0525(9) Uani 1 1 d . . .
HO1P H 0.030(4) 0.184(5) 0.476(4) 0.11(3) Uiso 1 1 d . . .
C1P C 0.2208(3) 0.2670(3) 0.4886(3) 0.0511(12) Uani 1 1 d . . .
H1P H 0.2046 0.2001 0.5120 0.061 Uiso 1 1 calc R . .
C2P C 0.2987(3) 0.3242(4) 0.5212(3) 0.0636(14) Uani 1 1 d . . .
H2P H 0.3336 0.2959 0.5668 0.076 Uiso 1 1 calc R . .
C3P C 0.3248(3) 0.4221(4) 0.4868(3) 0.0612(13) Uani 1 1 d . . .
H3P H 0.3776 0.4597 0.5083 0.073 Uiso 1 1 calc R . .
C4P C 0.2723(3) 0.4640(4) 0.4204(3) 0.0578(12) Uani 1 1 d . . .
H4P H 0.2891 0.5305 0.3968 0.069 Uiso 1 1 calc R . .
C5P C 0.1946(3) 0.4074(3) 0.3887(2) 0.0477(11) Uani 1 1 d . . .
H5P H 0.1596 0.4366 0.3436 0.057 Uiso 1 1 calc R . .
C6P C 0.1672(3) 0.3085(3) 0.4221(2) 0.0403(10) Uani 1 1 d . . .
C7P C 0.0820(3) 0.2488(3) 0.3847(2) 0.0413(10) Uani 1 1 d . . .
C8P C -0.0054(3) 0.3198(3) 0.3717(2) 0.0355(10) Uani 1 1 d . . .
C9P C -0.0446(3) 0.3951(3) 0.4271(2) 0.0441(11) Uani 1 1 d . . .
H9P H -0.0151 0.4091 0.4793 0.053 Uiso 1 1 calc R . .
C10P C -0.1276(3) 0.4491(3) 0.4045(3) 0.0533(12) Uani 1 1 d . . .
H10P H -0.1535 0.5011 0.4410 0.064 Uiso 1 1 calc R . .
C11P C -0.1727(3) 0.4262(4) 0.3277(3) 0.0622(13) Uani 1 1 d . . .
H11P H -0.2293 0.4621 0.3132 0.075 Uiso 1 1 calc R . .
C12P C -0.1340(3) 0.3504(4) 0.2724(3) 0.0580(13) Uani 1 1 d . . .
H12P H -0.1644 0.3353 0.2207 0.070 Uiso 1 1 calc R . .
C13P C -0.0501(3) 0.2973(3) 0.2944(2) 0.0425(11) Uani 1 1 d . . .
C14P C 0.0027(3) 0.2111(3) 0.2444(3) 0.0506(12) Uani 1 1 d . . .
C15P C 0.0171(4) 0.2431(5) 0.1509(3) 0.0938(18) Uani 1 1 d . . .
H15D H 0.0527 0.1873 0.1220 0.141 Uiso 1 1 calc R . .
H15E H 0.0522 0.3100 0.1481 0.141 Uiso 1 1 calc R . .
H15F H -0.0446 0.2520 0.1240 0.141 Uiso 1 1 calc R . .
C16P C -0.0536(4) 0.1045(4) 0.2494(3) 0.0880(18) Uani 1 1 d . . .
H16D H -0.0472 0.0743 0.3057 0.132 Uiso 1 1 calc R . .
H16E H -0.0285 0.0544 0.2081 0.132 Uiso 1 1 calc R . .
H16F H -0.1205 0.1180 0.2376 0.132 Uiso 1 1 calc R . .
C17P C 0.0993(3) 0.2040(4) 0.2926(3) 0.0532(12) Uani 1 1 d . . .
H17D H 0.148(3) 0.251(3) 0.256(2) 0.061(12) Uiso 1 1 d . . .
H17E H 0.127(3) 0.128(4) 0.297(2) 0.077(15) Uiso 1 1 d . . .


_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
O1P C7P 1.447(5) . ?
O1P HO1P 0.78(5) . ?
C1P C6P 1.378(5) . ?
C1P C2P 1.387(6) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.371(6) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.369(6) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.376(5) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.381(5) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.510(5) . ?
C7P C8P 1.510(5) . ?
C7P C17P 1.561(5) . ?
C8P C9P 1.382(5) . ?
C8P C13P 1.387(5) . ?
C9P C10P 1.377(5) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.384(5) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.383(6) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.380(5) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.510(5) . ?
C14P C15P 1.527(6) . ?
C14P C16P 1.532(6) . ?
C14P C17P 1.541(6) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 1.07(4) . ?
C17P H17E 1.02(4) . ?

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
C7P O1P HO1P 103(4) . . ?
C6P C1P C2P 120.6(4) . . ?
C6P C1P H1P 119.7 . . ?
C2P C1P H1P 119.7 . . ?
C3P C2P C1P 120.6(4) . . ?
C3P C2P H2P 119.7 . . ?
C1P C2P H2P 119.7 . . ?
C4P C3P C2P 119.3(4) . . ?
C4P C3P H3P 120.3 . . ?
C2P C3P H3P 120.3 . . ?
C3P C4P C5P 119.9(4) . . ?
C3P C4P H4P 120.1 . . ?
C5P C4P H4P 120.1 . . ?
C4P C5P C6P 121.9(4) . . ?
C4P C5P H5P 119.1 . . ?
C6P C5P H5P 119.1 . . ?
C1P C6P C5P 117.7(4) . . ?
C1P C6P C7P 122.2(4) . . ?
C5P C6P C7P 120.1(4) . . ?
O1P C7P C8P 109.0(3) . . ?
O1P C7P C6P 111.2(3) . . ?
C8P C7P C6P 113.4(3) . . ?
O1P C7P C17P 106.7(4) . . ?
C8P C7P C17P 101.8(3) . . ?
C6P C7P C17P 114.2(3) . . ?
C9P C8P C13P 120.4(4) . . ?
C9P C8P C7P 128.4(4) . . ?
C13P C8P C7P 111.1(3) . . ?
C10P C9P C8P 119.6(4) . . ?
C10P C9P H9P 120.2 . . ?
C8P C9P H9P 120.2 . . ?
C9P C10P C11P 120.1(4) . . ?
C9P C10P H10P 119.9 . . ?
C11P C10P H10P 119.9 . . ?
C12P C11P C10P 120.5(4) . . ?
C12P C11P H11P 119.8 . . ?
C10P C11P H11P 119.8 . . ?
C13P C12P C11P 119.5(4) . . ?
C13P C12P H12P 120.3 . . ?
C11P C12P H12P 120.3 . . ?
C12P C13P C8P 120.0(4) . . ?
C12P C13P C14P 127.9(4) . . ?
C8P C13P C14P 112.1(4) . . ?
C13P C14P C15P 112.2(4) . . ?
C13P C14P C16P 109.3(4) . . ?
C15P C14P C16P 109.7(4) . . ?
C13P C14P C17P 102.0(3) . . ?
C15P C14P C17P 111.7(4) . . ?
C16P C14P C17P 111.7(4) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C14P C17P C7P 107.4(3) . . ?
C14P C17P H17D 105(2) . . ?
C7P C17P H17D 114(2) . . ?
C14P C17P H17E 114(2) . . ?
C7P C17P H17E 109(2) . . ?
H17D C17P H17E 107(3) . . ?

_diffrn_measured_fraction_theta_max 0.729
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.729
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.040
_database_code_depnum_ccdc_archive 'CCDC 986681'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_0.0%P_1.27GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_0.0%P_1.27GPa       
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.729 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 

;
# end Validation Reply Form
#==================================================================== 
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.2329(14)
_cell_length_b                   12.3822(13)
_cell_length_c                   15.3841(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2520.7(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       1270000
_cell_measurement_reflns_used    3479
_cell_measurement_theta_min      3.44
_cell_measurement_theta_max      22.93

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.67
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         1270000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13381
_diffrn_reflns_av_R_equivalents  0.0813
_diffrn_reflns_av_sigmaI/netI    0.0598
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.48
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1623
_reflns_number_gt                994
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0233P)²+3.4800P] 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       0.0043(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1623
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1158
_refine_ls_R_factor_gt           0.0600
_refine_ls_wR_factor_ref         0.1289
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_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 0.06098(19) 0.1788(2) 0.45325(17) 0.0415(8) Uani 1 1 d . . .
C1 C 0.2330(3) 0.2942(3) 0.4994(2) 0.0393(11) Uani 1 1 d . . .
H1 H 0.2219 0.2285 0.5272 0.047 Uiso 1 1 calc R . .
C2 C 0.3203(3) 0.3517(4) 0.5156(3) 0.0437(12) Uani 1 1 d . . .
H2 H 0.3675 0.3250 0.5549 0.052 Uiso 1 1 calc R . .
C3 C 0.3384(3) 0.4477(4) 0.4744(3) 0.0446(12) Uani 1 1 d . . .
H3 H 0.3982 0.4848 0.4850 0.054 Uiso 1 1 calc R . .
C4 C 0.2686(3) 0.4899(3) 0.4172(2) 0.0429(12) Uani 1 1 d . . .
H4 H 0.2803 0.5558 0.3899 0.052 Uiso 1 1 calc R . .
C5 C 0.1807(3) 0.4327(3) 0.4010(2) 0.0362(11) Uani 1 1 d . . .
H5 H 0.1335 0.4605 0.3622 0.043 Uiso 1 1 calc R . .
C6 C 0.1617(3) 0.3347(3) 0.4414(2) 0.0276(9) Uani 1 1 d . . .
C7 C 0.0701(3) 0.2689(3) 0.4227(2) 0.0314(10) Uani 1 1 d . . .
C8 C -0.0146(3) 0.3197(3) 0.3723(2) 0.0268(9) Uani 1 1 d . . .
C9 C -0.0659(3) 0.4008(3) 0.4164(2) 0.0319(10) Uani 1 1 d . . .
H9 H -0.0409 0.4248 0.4695 0.038 Uiso 1 1 calc R . .
C10 C -0.1526(3) 0.4466(3) 0.3836(2) 0.0384(11) Uani 1 1 d . . .
H10 H -0.1864 0.5003 0.4143 0.046 Uiso 1 1 calc R . .
C11 C -0.1884(3) 0.4115(3) 0.3049(3) 0.0419(11) Uani 1 1 d . . .
H11 H -0.2471 0.4411 0.2819 0.050 Uiso 1 1 calc R . .
C12 C -0.1371(3) 0.3321(3) 0.2599(2) 0.0383(11) Uani 1 1 d . . .
H12 H -0.1621 0.3107 0.2061 0.046 Uiso 1 1 calc R . .
C13 C -0.0503(3) 0.2830(3) 0.2908(2) 0.0298(10) Uani 1 1 d . . .
C14 C 0.0019(3) 0.1938(3) 0.2384(2) 0.0325(10) Uani 1 1 d . . .
C15 C -0.0318(3) 0.1952(4) 0.1432(2) 0.0553(13) Uani 1 1 d . . .
H15A H 0.0022 0.1387 0.1120 0.083 Uiso 1 1 calc R . .
H15B H -0.0153 0.2638 0.1178 0.083 Uiso 1 1 calc R . .
H15C H -0.1035 0.1840 0.1401 0.083 Uiso 1 1 calc R . .
C16 C -0.0270(3) 0.0830(3) 0.2768(3) 0.0456(12) Uani 1 1 d . . .
H16A H -0.0057 0.0795 0.3364 0.068 Uiso 1 1 calc R . .
H16B H 0.0056 0.0268 0.2442 0.068 Uiso 1 1 calc R . .
H16C H -0.0990 0.0738 0.2737 0.068 Uiso 1 1 calc R . .
C17 C 0.1160(3) 0.2087(3) 0.2378(3) 0.0478(12) Uani 1 1 d . . .
H17A H 0.1409 0.2087 0.2964 0.072 Uiso 1 1 calc R . .
H17B H 0.1324 0.2762 0.2105 0.072 Uiso 1 1 calc R . .
H17C H 0.1468 0.1507 0.2060 0.072 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 C7 1.216(4) . ?
C1 C2 1.380(5) . ?
C1 C6 1.392(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.488(5) . ?
C7 C8 1.502(5) . ?
C7 C17 3.003(5) . ?
C8 C9 1.390(5) . ?
C8 C13 1.414(5) . ?
C9 C10 1.376(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.370(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.532(5) . ?
C14 C17 1.522(5) . ?
C14 C15 1.532(5) . ?
C14 C16 1.541(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

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
C2 C1 C6 119.8(4) . . ?
C2 C1 H1 120.1 . . ?
C6 C1 H1 120.1 . . ?
C3 C2 C1 120.8(4) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 120.5(4) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 118.9(4) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C4 C5 C6 121.3(4) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 118.7(4) . . ?
C5 C6 C7 122.7(3) . . ?
C1 C6 C7 118.6(4) . . ?
O1 C7 C6 120.6(3) . . ?
O1 C7 C8 120.6(3) . . ?
C6 C7 C8 118.6(4) . . ?
O1 C7 C17 99.1(3) . . ?
C6 C7 C17 98.9(2) . . ?
C8 C7 C17 76.4(2) . . ?
C9 C8 C13 120.1(4) . . ?
C9 C8 C7 114.5(3) . . ?
C13 C8 C7 125.0(3) . . ?
C10 C9 C8 121.7(4) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C11 C10 C9 118.8(4) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C10 C11 C12 120.0(4) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C13 123.2(4) . . ?
C11 C12 H12 118.4 . . ?
C13 C12 H12 118.4 . . ?
C12 C13 C8 116.2(4) . . ?
C12 C13 C14 120.7(3) . . ?
C8 C13 C14 123.1(3) . . ?
C17 C14 C15 106.4(3) . . ?
C17 C14 C13 111.3(3) . . ?
C15 C14 C13 111.3(3) . . ?
C17 C14 C16 110.9(3) . . ?
C15 C14 C16 107.7(3) . . ?
C13 C14 C16 109.2(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 C7 79.8(2) . . ?
C14 C17 H17A 109.5 . . ?
C7 C17 H17A 34.8 . . ?
C14 C17 H17B 109.5 . . ?
C7 C17 H17B 104.1 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
C7 C17 H17C 138.9 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.729
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.729
_refine_diff_density_max         0.206
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.047
_database_code_depnum_ccdc_archive 'CCDC 986682'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_7.8%P_1.27GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_7.8%P_1.27GPa       
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.73 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
_vrf_PLAT201_7.8%P_1.27GPa       
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         13

RESPONSE: The treatment of several non-H atoms isotropically is a 
consequence of the high-pressure data collection and the low 
fraction of unique reflections measured. 
This is typical for high-pressure data collections.
;
# end Validation Reply Form
#==================================================================== 
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.2786(13)
_cell_length_b                   12.3373(13)
_cell_length_c                   15.3991(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2522.7(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       1270000
_cell_measurement_reflns_used    3219
_cell_measurement_theta_min      3.44
_cell_measurement_theta_max      22.43

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         1270000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13355
_diffrn_reflns_av_R_equivalents  0.0869
_diffrn_reflns_av_sigmaI/netI    0.0660
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.48
_diffrn_reflns_theta_max         24.98
_reflns_number_total             1621
_reflns_number_gt                928
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0366P)²+4.8948P] 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       0.0047(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1621
_refine_ls_number_parameters     166
_refine_ls_number_restraints     140
_refine_ls_R_factor_all          0.1306
_refine_ls_R_factor_gt           0.0682
_refine_ls_wR_factor_ref         0.1610
_refine_ls_wR_factor_gt          0.1336
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.017
_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
O1R O 0.0603(2) 0.1789(3) 0.4534(2) 0.0414(10) Uani 0.922(6) 1 d PDU A 1
C1R C 0.2326(3) 0.2929(4) 0.4988(3) 0.0400(13) Uiso 0.922(6) 1 d PDU A 1
H1R H 0.2209 0.2272 0.5265 0.048 Uiso 0.922(6) 1 calc PR A 1
C2R C 0.3198(4) 0.3502(4) 0.5148(3) 0.0423(14) Uiso 0.922(6) 1 d PDU A 1
H2R H 0.3671 0.3227 0.5535 0.051 Uiso 0.922(6) 1 calc PR A 1
C3R C 0.3376(4) 0.4472(5) 0.4741(3) 0.0439(14) Uiso 0.922(6) 1 d PDU A 1
H3R H 0.3973 0.4843 0.4850 0.053 Uiso 0.922(6) 1 calc PR A 1
C4R C 0.2680(4) 0.4902(4) 0.4174(3) 0.0413(15) Uiso 0.922(6) 1 d PDU A 1
H4R H 0.2796 0.5567 0.3908 0.050 Uiso 0.922(6) 1 calc PR A 1
C5R C 0.1802(4) 0.4326(4) 0.4006(3) 0.0352(16) Uiso 0.922(6) 1 d PDU A 1
H5R H 0.1332 0.4605 0.3619 0.042 Uiso 0.922(6) 1 calc PR A 1
C6R C 0.1620(3) 0.3344(4) 0.4407(3) 0.0295(13) Uiso 0.922(6) 1 d PDU A 1
C7R C 0.0700(3) 0.2689(4) 0.4222(3) 0.0334(13) Uiso 0.922(6) 1 d PDU A 1
C8R C -0.0139(3) 0.3203(4) 0.3719(3) 0.0282(18) Uiso 0.922(6) 1 d PDU A 1
C9R C -0.0659(4) 0.4004(4) 0.4167(4) 0.0334(14) Uiso 0.922(6) 1 d PDU A 1
H9R H -0.0416 0.4236 0.4702 0.040 Uiso 0.922(6) 1 calc PR A 1
C10R C -0.1523(4) 0.4464(5) 0.3839(4) 0.0395(14) Uiso 0.922(6) 1 d PDU A 1
H10R H -0.1863 0.4997 0.4150 0.047 Uiso 0.922(6) 1 calc PR A 1
C11R C -0.1875(4) 0.4125(4) 0.3047(3) 0.0411(15) Uiso 0.922(6) 1 d PDU A 1
H11R H -0.2457 0.4429 0.2816 0.049 Uiso 0.922(6) 1 calc PR A 1
C12R C -0.1364(4) 0.3328(4) 0.2593(3) 0.0388(15) Uiso 0.922(6) 1 d PDU A 1
H12R H -0.1607 0.3121 0.2051 0.047 Uiso 0.922(6) 1 calc PR A 1
C13R C -0.0504(4) 0.2825(5) 0.2909(3) 0.0312(13) Uiso 0.922(6) 1 d PDU A 1
C14R C 0.0024(3) 0.1933(4) 0.2388(3) 0.0353(14) Uani 0.922(6) 1 d PDU A 1
C15R C -0.0313(5) 0.1952(5) 0.1436(3) 0.0603(18) Uani 0.922(6) 1 d PDU A 1
H15A H 0.0026 0.1387 0.1122 0.090 Uiso 0.922(6) 1 calc PR A 1
H15B H -0.0148 0.2641 0.1184 0.090 Uiso 0.922(6) 1 calc PR A 1
H15C H -0.1027 0.1839 0.1405 0.090 Uiso 0.922(6) 1 calc PR A 1
C16R C -0.0269(4) 0.0824(4) 0.2766(3) 0.0470(15) Uani 0.922(6) 1 d PDU A 1
H16A H -0.0058 0.0784 0.3361 0.070 Uiso 0.922(6) 1 calc PR A 1
H16B H 0.0054 0.0261 0.2438 0.070 Uiso 0.922(6) 1 calc PR A 1
H16C H -0.0987 0.0736 0.2734 0.070 Uiso 0.922(6) 1 calc PR A 1
C17R C 0.1159(3) 0.2086(4) 0.2384(3) 0.0521(17) Uani 0.922(6) 1 d PDU A 1
H17A H 0.1404 0.2086 0.2970 0.078 Uiso 0.922(6) 1 calc PR A 1
H17B H 0.1321 0.2765 0.2113 0.078 Uiso 0.922(6) 1 calc PR A 1
H17C H 0.1468 0.1505 0.2067 0.078 Uiso 0.922(6) 1 calc PR A 1
O1P O 0.0574(3) 0.1564(4) 0.4349(3) 0.034(10) Uiso 0.078(6) 1 d PRDU A 2
C1P C 0.2224(3) 0.2669(4) 0.4870(3) 0.049(9) Uiso 0.078(6) 1 d PRDU A 2
H1P H 0.2162 0.1934 0.4990 0.058 Uiso 0.078(6) 1 calc PR A 2
C2P C 0.290(3) 0.331(3) 0.534(2) 0.038(9) Uiso 0.078(6) 1 d PDU A 2
H2P H 0.3051 0.3152 0.5920 0.045 Uiso 0.078(6) 1 calc PR A 2
C3P C 0.333(3) 0.418(3) 0.493(3) 0.035(9) Uiso 0.078(6) 1 d PDU A 2
H3P H 0.3906 0.4513 0.5158 0.042 Uiso 0.078(6) 1 calc PR A 2
C4P C 0.290(3) 0.456(4) 0.418(3) 0.046(14) Uiso 0.078(6) 1 d PDU A 2
H4P H 0.3204 0.5106 0.3865 0.055 Uiso 0.078(6) 1 calc PR A 2
C5P C 0.200(3) 0.411(3) 0.390(3) 0.035(15) Uiso 0.078(6) 1 d PDU A 2
H5P H 0.1623 0.4474 0.3481 0.042 Uiso 0.078(6) 1 calc PR A 2
C6P C 0.165(2) 0.314(2) 0.422(2) 0.036(15) Uiso 0.078(6) 1 d PDU A 2
C7P C 0.0794(13) 0.2519(13) 0.3830(12) 0.044(9) Uiso 0.078(6) 1 d PDU A 2
C8P C -0.015(2) 0.3181(19) 0.3721(18) 0.030(19) Uiso 0.078(6) 1 d PDU A 2
C9P C -0.045(4) 0.407(4) 0.421(3) 0.029(9) Uiso 0.078(6) 1 d PDU A 2
H9P H -0.0068 0.4310 0.4677 0.035 Uiso 0.078(6) 1 calc PR A 2
C10P C -0.134(4) 0.458(4) 0.399(4) 0.032(9) Uiso 0.078(6) 1 d PDU A 2
H10P H -0.1538 0.5206 0.4273 0.038 Uiso 0.078(6) 1 calc PR A 2
C11P C -0.195(2) 0.415(4) 0.334(3) 0.030(9) Uiso 0.078(6) 1 d PDU A 2
H11P H -0.2599 0.4401 0.3267 0.037 Uiso 0.078(6) 1 calc PR A 2
C12P C -0.158(2) 0.334(4) 0.280(3) 0.034(9) Uiso 0.078(6) 1 d PDU A 2
H12P H -0.1982 0.3046 0.2362 0.041 Uiso 0.078(6) 1 calc PR A 2
C13P C -0.060(3) 0.298(4) 0.292(2) 0.025(9) Uiso 0.078(6) 1 d PDU A 2
C14P C -0.005(2) 0.210(3) 0.2432(16) 0.037(11) Uiso 0.078(6) 1 d PDU A 2
C15P C 0.007(4) 0.235(6) 0.1466(15) 0.08(2) Uiso 0.078(6) 1 d PDU A 2
H15D H 0.0434 0.1774 0.1189 0.114 Uiso 0.078(6) 1 calc PR A 2
H15E H 0.0440 0.3018 0.1398 0.114 Uiso 0.078(6) 1 calc PR A 2
H15F H -0.0580 0.2425 0.1204 0.114 Uiso 0.078(6) 1 calc PR A 2
C16P C -0.060(4) 0.102(4) 0.256(4) 0.07(2) Uiso 0.078(6) 1 d PDU A 2
H16D H -0.0495 0.0764 0.3141 0.102 Uiso 0.078(6) 1 calc PR A 2
H16E H -0.0336 0.0493 0.2156 0.102 Uiso 0.078(6) 1 calc PR A 2
H16F H -0.1304 0.1116 0.2455 0.102 Uiso 0.078(6) 1 calc PR A 2
C17P C 0.0983(18) 0.210(3) 0.2899(12) 0.076(18) Uiso 0.078(6) 1 d PDU A 2
H17D H 0.1262 0.1377 0.2914 0.091 Uiso 0.078(6) 1 calc PR A 2
H17E H 0.1452 0.2574 0.2599 0.091 Uiso 0.078(6) 1 calc PR 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
O1R C7R 1.217(4) . ?
C1R C2R 1.379(5) . ?
C1R C6R 1.392(5) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.371(6) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.378(6) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.389(5) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.382(5) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.492(5) . ?
C7R C8R 1.498(5) . ?
C8R C9R 1.389(5) . ?
C8R C13R 1.416(5) . ?
C9R C10R 1.375(5) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.372(5) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.384(5) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.388(5) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.532(5) . ?
C14R C17R 1.519(5) . ?
C14R C15R 1.533(5) . ?
C14R C16R 1.536(5) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.453(9) . ?
C1P C6P 1.381(9) . ?
C1P C2P 1.402(10) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.374(10) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.372(10) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.383(9) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.378(9) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.501(8) . ?
C7P C8P 1.511(9) . ?
C7P C17P 1.543(9) . ?
C8P C9P 1.386(9) . ?
C8P C13P 1.389(9) . ?
C9P C10P 1.382(9) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.385(9) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.387(9) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.388(9) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.512(9) . ?
C14P C15P 1.528(9) . ?
C14P C16P 1.535(9) . ?
C14P C17P 1.545(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C2R C1R C6R 119.5(4) . . ?
C2R C1R H1R 120.3 . . ?
C6R C1R H1R 120.3 . . ?
C3R C2R C1R 120.7(4) . . ?
C3R C2R H2R 119.7 . . ?
C1R C2R H2R 119.7 . . ?
C2R C3R C4R 120.7(5) . . ?
C2R C3R H3R 119.7 . . ?
C4R C3R H3R 119.7 . . ?
C3R C4R C5R 118.9(5) . . ?
C3R C4R H4R 120.5 . . ?
C5R C4R H4R 120.5 . . ?
C6R C5R C4R 120.8(4) . . ?
C6R C5R H5R 119.6 . . ?
C4R C5R H5R 119.6 . . ?
C5R C6R C1R 119.4(4) . . ?
C5R C6R C7R 122.2(4) . . ?
C1R C6R C7R 118.4(4) . . ?
O1R C7R C6R 120.4(4) . . ?
O1R C7R C8R 120.8(4) . . ?
C6R C7R C8R 118.6(4) . . ?
C9R C8R C13R 120.1(4) . . ?
C9R C8R C7R 114.4(4) . . ?
C13R C8R C7R 124.8(4) . . ?
C10R C9R C8R 121.8(4) . . ?
C10R C9R H9R 119.1 . . ?
C8R C9R H9R 119.1 . . ?
C11R C10R C9R 119.0(5) . . ?
C11R C10R H10R 120.5 . . ?
C9R C10R H10R 120.5 . . ?
C10R C11R C12R 119.9(5) . . ?
C10R C11R H11R 120.0 . . ?
C12R C11R H11R 120.0 . . ?
C11R C12R C13R 122.9(4) . . ?
C11R C12R H12R 118.5 . . ?
C13R C12R H12R 118.5 . . ?
C12R C13R C8R 116.3(4) . . ?
C12R C13R C14R 120.9(4) . . ?
C8R C13R C14R 122.8(4) . . ?
C17R C14R C13R 111.5(4) . . ?
C17R C14R C15R 106.5(4) . . ?
C13R C14R C15R 110.9(4) . . ?
C17R C14R C16R 111.3(4) . . ?
C13R C14R C16R 109.0(4) . . ?
C15R C14R C16R 107.6(4) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R H17A 109.5 . . ?
C14R C17R H17B 109.5 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 119.4(13) . . ?
C6P C1P H1P 120.3 . . ?
C2P C1P H1P 120.3 . . ?
C3P C2P C1P 118.1(14) . . ?
C3P C2P H2P 121.0 . . ?
C1P C2P H2P 121.0 . . ?
C4P C3P C2P 118.3(13) . . ?
C4P C3P H3P 120.8 . . ?
C2P C3P H3P 120.8 . . ?
C3P C4P C5P 119.8(13) . . ?
C3P C4P H4P 120.1 . . ?
C5P C4P H4P 120.1 . . ?
C6P C5P C4P 121.3(14) . . ?
C6P C5P H5P 119.4 . . ?
C4P C5P H5P 119.4 . . ?
C5P C6P C1P 116.3(10) . . ?
C5P C6P C7P 123.5(12) . . ?
C1P C6P C7P 119.6(10) . . ?
O1P C7P C6P 110.2(9) . . ?
O1P C7P C8P 109.4(13) . . ?
C6P C7P C8P 113.7(12) . . ?
O1P C7P C17P 105.9(12) . . ?
C6P C7P C17P 114.9(13) . . ?
C8P C7P C17P 102.2(9) . . ?
C9P C8P C13P 120.1(13) . . ?
C9P C8P C7P 127.2(12) . . ?
C13P C8P C7P 111.0(9) . . ?
C10P C9P C8P 117.8(12) . . ?
C10P C9P H9P 121.1 . . ?
C8P C9P H9P 121.1 . . ?
C9P C10P C11P 120.0(13) . . ?
C9P C10P H10P 120.0 . . ?
C11P C10P H10P 120.0 . . ?
C10P C11P C12P 120.5(13) . . ?
C10P C11P H11P 119.8 . . ?
C12P C11P H11P 119.8 . . ?
C11P C12P C13P 118.3(13) . . ?
C11P C12P H12P 120.9 . . ?
C13P C12P H12P 120.9 . . ?
C12P C13P C8P 117.6(14) . . ?
C12P C13P C14P 128.0(15) . . ?
C8P C13P C14P 111.2(10) . . ?
C13P C14P C15P 112.8(13) . . ?
C13P C14P C16P 109.6(13) . . ?
C15P C14P C16P 110.4(12) . . ?
C13P C14P C17P 101.3(9) . . ?
C15P C14P C17P 111.1(13) . . ?
C16P C14P C17P 111.3(13) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C7P C17P C14P 106.8(9) . . ?
C7P C17P H17D 110.4 . . ?
C14P C17P H17D 110.4 . . ?
C7P C17P H17E 110.4 . . ?
C14P C17P H17E 110.4 . . ?
H17D C17P H17E 108.6 . . ?

_diffrn_measured_fraction_theta_max 0.730
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.730
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.051
_database_code_depnum_ccdc_archive 'CCDC 986683'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_20.5%P_1.27GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_20.5%P_1.27GPa      
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.726 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
_vrf_PLAT201_20.5%P_1.27GPa      
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         13

RESPONSE: The treatment of several non-H atoms isotropically is a 
consequence of the high-pressure data collection and the low 
fraction of unique reflections measured. 
This is typical for high-pressure data collections.
;
# end Validation Reply Form
#==================================================================== 
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.3379(16)
_cell_length_b                   12.2853(17)
_cell_length_c                   15.4065(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2524.5(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       1270000
_cell_measurement_reflns_used    2438
_cell_measurement_theta_min      3.44
_cell_measurement_theta_max      22.41

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         1270000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13363
_diffrn_reflns_av_R_equivalents  0.1006
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.48
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1619
_reflns_number_gt                848
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0587P)²+8.3414P] 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       0.0093(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1619
_refine_ls_number_parameters     166
_refine_ls_number_restraints     136
_refine_ls_R_factor_all          0.1706
_refine_ls_R_factor_gt           0.0879
_refine_ls_wR_factor_ref         0.2351
_refine_ls_wR_factor_gt          0.1843
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.008
_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
O1R O 0.0590(4) 0.1778(6) 0.4531(5) 0.052(2) Uani 0.795(10) 1 d PDU A 1
C1R C 0.2319(5) 0.2917(7) 0.4986(5) 0.052(2) Uiso 0.795(10) 1 d PDU A 1
H1R H 0.2194 0.2261 0.5268 0.062 Uiso 0.795(10) 1 calc PR A 1
C2R C 0.3192(6) 0.3481(7) 0.5150(5) 0.050(3) Uiso 0.795(10) 1 d PD A 1
H2R H 0.3663 0.3200 0.5535 0.060 Uiso 0.795(10) 1 calc PR A 1
C3R C 0.3366(6) 0.4461(7) 0.4745(6) 0.053(2) Uiso 0.795(10) 1 d PDU A 1
H3R H 0.3956 0.4837 0.4859 0.063 Uiso 0.795(10) 1 calc PR A 1
C4R C 0.2680(6) 0.4896(8) 0.4172(6) 0.050(3) Uiso 0.795(10) 1 d PD A 1
H4R H 0.2797 0.5564 0.3907 0.060 Uiso 0.795(10) 1 calc PR A 1
C5R C 0.1810(6) 0.4314(7) 0.4000(6) 0.047(4) Uiso 0.795(10) 1 d PD A 1
H5R H 0.1343 0.4593 0.3611 0.056 Uiso 0.795(10) 1 calc PR A 1
C6R C 0.1627(5) 0.3326(6) 0.4400(5) 0.041(2) Uiso 0.795(10) 1 d PDU A 1
C7R C 0.0708(5) 0.2675(6) 0.4211(5) 0.047(2) Uiso 0.795(10) 1 d PDU A 1
C8R C -0.0130(6) 0.3209(7) 0.3721(5) 0.040(3) Uiso 0.795(10) 1 d PDU A 1
C9R C -0.0662(8) 0.4004(8) 0.4173(6) 0.039(4) Uiso 0.795(10) 1 d PD A 1
H9R H -0.0427 0.4226 0.4714 0.047 Uiso 0.795(10) 1 calc PR A 1
C10R C -0.1519(7) 0.4470(8) 0.3852(6) 0.049(2) Uiso 0.795(10) 1 d PDU A 1
H10R H -0.1866 0.4990 0.4172 0.058 Uiso 0.795(10) 1 calc PR A 1
C11R C -0.1857(6) 0.4158(7) 0.3048(6) 0.050(3) Uiso 0.795(10) 1 d PDU A 1
H11R H -0.2421 0.4487 0.2809 0.060 Uiso 0.795(10) 1 calc PR A 1
C12R C -0.1355(7) 0.3349(8) 0.2595(6) 0.052(3) Uiso 0.795(10) 1 d PDU A 1
H12R H -0.1589 0.3152 0.2048 0.063 Uiso 0.795(10) 1 calc PR A 1
C13R C -0.0516(6) 0.2819(8) 0.2924(5) 0.042(3) Uiso 0.795(10) 1 d PDU A 1
C14R C 0.0017(5) 0.1936(6) 0.2399(4) 0.045(3) Uani 0.795(10) 1 d PDU A 1
C15R C -0.0309(8) 0.1961(8) 0.1442(4) 0.074(3) Uani 0.795(10) 1 d PDU A 1
H15A H 0.0031 0.1395 0.1129 0.111 Uiso 0.795(10) 1 calc PR A 1
H15B H -0.0140 0.2655 0.1194 0.111 Uiso 0.795(10) 1 calc PR A 1
H15C H -0.1020 0.1850 0.1404 0.111 Uiso 0.795(10) 1 calc PR A 1
C16R C -0.0282(8) 0.0816(6) 0.2759(6) 0.060(3) Uani 0.795(10) 1 d PDU A 1
H16A H -0.0076 0.0762 0.3355 0.090 Uiso 0.795(10) 1 calc PR A 1
H16B H 0.0040 0.0255 0.2426 0.090 Uiso 0.795(10) 1 calc PR A 1
H16C H -0.0996 0.0731 0.2723 0.090 Uiso 0.795(10) 1 calc PR A 1
C17R C 0.1150(5) 0.2094(6) 0.2398(6) 0.068(3) Uani 0.795(10) 1 d PDU A 1
H17A H 0.1392 0.2093 0.2985 0.102 Uiso 0.795(10) 1 calc PR A 1
H17B H 0.1310 0.2776 0.2128 0.102 Uiso 0.795(10) 1 calc PR A 1
H17C H 0.1460 0.1512 0.2081 0.102 Uiso 0.795(10) 1 calc PR A 1
O1P O 0.0565(5) 0.1571(6) 0.4363(6) 0.045(10) Uiso 0.205(10) 1 d PRDU A 2
C1P C 0.2215(5) 0.2677(6) 0.4884(6) 0.056(8) Uiso 0.205(10) 1 d PRDU A 2
H1P H 0.2095 0.1962 0.5053 0.068 Uiso 0.205(10) 1 calc PR A 2
C2P C 0.295(2) 0.330(2) 0.5309(18) 0.056(12) Uiso 0.205(10) 1 d PD A 2
H2P H 0.3176 0.3094 0.5857 0.068 Uiso 0.205(10) 1 calc PR A 2
C3P C 0.333(2) 0.420(2) 0.491(2) 0.044(7) Uiso 0.205(10) 1 d PDU A 2
H3P H 0.3919 0.4519 0.5110 0.053 Uiso 0.205(10) 1 calc PR A 2
C4P C 0.283(2) 0.463(2) 0.421(2) 0.050(13) Uiso 0.205(10) 1 d PD A 2
H4P H 0.3076 0.5253 0.3937 0.060 Uiso 0.205(10) 1 calc PR A 2
C5P C 0.197(2) 0.4136(18) 0.3916(19) 0.042(14) Uiso 0.205(10) 1 d PD A 2
H5P H 0.1575 0.4490 0.3505 0.050 Uiso 0.205(10) 1 calc PR A 2
C6P C 0.1673(15) 0.3130(14) 0.4217(14) 0.040(7) Uiso 0.205(10) 1 d PDU A 2
C7P C 0.0811(10) 0.2513(10) 0.3834(9) 0.041(7) Uiso 0.205(10) 1 d PDU A 2
C8P C -0.0119(17) 0.3190(19) 0.3692(14) 0.039(8) Uiso 0.205(10) 1 d PDU A 2
C9P C -0.047(2) 0.403(3) 0.4208(19) 0.039(15) Uiso 0.205(10) 1 d PD A 2
H9P H -0.0116 0.4254 0.4698 0.047 Uiso 0.205(10) 1 calc PR A 2
C10P C -0.135(2) 0.453(3) 0.397(2) 0.043(7) Uiso 0.205(10) 1 d PDU A 2
H10P H -0.1576 0.5143 0.4271 0.052 Uiso 0.205(10) 1 calc PR A 2
C11P C -0.1916(17) 0.412(3) 0.329(2) 0.043(7) Uiso 0.205(10) 1 d PDU A 2
H11P H -0.2572 0.4353 0.3209 0.052 Uiso 0.205(10) 1 calc PR A 2
C12P C -0.1506(18) 0.336(3) 0.273(2) 0.045(8) Uiso 0.205(10) 1 d PDU A 2
H12P H -0.1870 0.3106 0.2252 0.054 Uiso 0.205(10) 1 calc PR A 2
C13P C -0.0540(18) 0.299(3) 0.2883(14) 0.036(7) Uiso 0.205(10) 1 d PDU A 2
C14P C 0.0018(14) 0.2098(19) 0.2411(11) 0.044(9) Uiso 0.205(10) 1 d PDU A 2
C15P C 0.020(3) 0.238(3) 0.1456(12) 0.083(13) Uiso 0.205(10) 1 d PDU A 2
H15D H 0.0557 0.1794 0.1182 0.124 Uiso 0.205(10) 1 calc PR A 2
H15E H 0.0578 0.3036 0.1415 0.124 Uiso 0.205(10) 1 calc PR A 2
H15F H -0.0438 0.2473 0.1169 0.124 Uiso 0.205(10) 1 calc PR A 2
C16P C -0.056(3) 0.102(3) 0.249(3) 0.079(15) Uiso 0.205(10) 1 d PDU A 2
H16D H -0.0480 0.0737 0.3068 0.119 Uiso 0.205(10) 1 calc PR A 2
H16E H -0.0302 0.0508 0.2079 0.119 Uiso 0.205(10) 1 calc PR A 2
H16F H -0.1258 0.1148 0.2379 0.119 Uiso 0.205(10) 1 calc PR A 2
C17P C 0.1013(12) 0.205(2) 0.2920(10) 0.060(11) Uiso 0.205(10) 1 d PDU A 2
H17D H 0.1251 0.1310 0.2959 0.072 Uiso 0.205(10) 1 calc PR A 2
H17E H 0.1520 0.2487 0.2628 0.072 Uiso 0.205(10) 1 calc PR 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
O1R C7R 1.217(6) . ?
C1R C2R 1.379(7) . ?
C1R C6R 1.385(7) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.376(8) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.379(7) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.388(7) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.382(7) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.493(7) . ?
C7R C8R 1.500(6) . ?
C8R C9R 1.394(7) . ?
C8R C13R 1.415(6) . ?
C9R C10R 1.372(7) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.372(7) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.388(7) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.390(7) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.529(7) . ?
C14R C17R 1.524(7) . ?
C14R C16R 1.536(7) . ?
C14R C15R 1.537(7) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.452(9) . ?
C1P C6P 1.375(9) . ?
C1P C2P 1.402(9) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.368(9) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.372(9) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.382(9) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.377(9) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.500(8) . ?
C7P C8P 1.509(8) . ?
C7P C17P 1.540(9) . ?
C8P C9P 1.385(9) . ?
C8P C13P 1.389(9) . ?
C9P C10P 1.381(9) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.387(9) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.386(9) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.388(9) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.512(9) . ?
C14P C15P 1.530(9) . ?
C14P C16P 1.534(9) . ?
C14P C17P 1.542(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C2R C1R C6R 120.0(6) . . ?
C2R C1R H1R 120.0 . . ?
C6R C1R H1R 120.0 . . ?
C3R C2R C1R 119.9(7) . . ?
C3R C2R H2R 120.1 . . ?
C1R C2R H2R 120.1 . . ?
C2R C3R C4R 121.2(7) . . ?
C2R C3R H3R 119.4 . . ?
C4R C3R H3R 119.4 . . ?
C3R C4R C5R 118.5(7) . . ?
C3R C4R H4R 120.7 . . ?
C5R C4R H4R 120.7 . . ?
C6R C5R C4R 120.9(7) . . ?
C6R C5R H5R 119.5 . . ?
C4R C5R H5R 119.5 . . ?
C5R C6R C1R 119.5(6) . . ?
C5R C6R C7R 121.9(6) . . ?
C1R C6R C7R 118.6(6) . . ?
O1R C7R C6R 120.9(6) . . ?
O1R C7R C8R 120.2(6) . . ?
C6R C7R C8R 118.4(6) . . ?
C9R C8R C13R 119.1(6) . . ?
C9R C8R C7R 115.7(6) . . ?
C13R C8R C7R 124.0(6) . . ?
C10R C9R C8R 122.4(7) . . ?
C10R C9R H9R 118.8 . . ?
C8R C9R H9R 118.8 . . ?
C11R C10R C9R 118.9(7) . . ?
C11R C10R H10R 120.6 . . ?
C9R C10R H10R 120.6 . . ?
C10R C11R C12R 119.7(7) . . ?
C10R C11R H11R 120.1 . . ?
C12R C11R H11R 120.1 . . ?
C11R C12R C13R 122.7(7) . . ?
C11R C12R H12R 118.6 . . ?
C13R C12R H12R 118.6 . . ?
C12R C13R C8R 116.8(6) . . ?
C12R C13R C14R 120.9(6) . . ?
C8R C13R C14R 122.1(5) . . ?
C17R C14R C13R 111.7(6) . . ?
C17R C14R C16R 111.8(6) . . ?
C13R C14R C16R 108.9(6) . . ?
C17R C14R C15R 106.0(6) . . ?
C13R C14R C15R 111.2(6) . . ?
C16R C14R C15R 107.0(6) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R H17A 109.5 . . ?
C14R C17R H17B 109.5 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 119.8(10) . . ?
C6P C1P H1P 120.1 . . ?
C2P C1P H1P 120.1 . . ?
C3P C2P C1P 119.3(12) . . ?
C3P C2P H2P 120.4 . . ?
C1P C2P H2P 120.4 . . ?
C2P C3P C4P 119.2(12) . . ?
C2P C3P H3P 120.4 . . ?
C4P C3P H3P 120.4 . . ?
C3P C4P C5P 119.4(12) . . ?
C3P C4P H4P 120.3 . . ?
C5P C4P H4P 120.3 . . ?
C6P C5P C4P 121.5(12) . . ?
C6P C5P H5P 119.2 . . ?
C4P C5P H5P 119.2 . . ?
C1P C6P C5P 117.8(9) . . ?
C1P C6P C7P 119.5(9) . . ?
C5P C6P C7P 122.7(10) . . ?
O1P C7P C6P 110.8(8) . . ?
O1P C7P C8P 109.5(13) . . ?
C6P C7P C8P 114.1(11) . . ?
O1P C7P C17P 105.2(10) . . ?
C6P C7P C17P 114.2(12) . . ?
C8P C7P C17P 102.3(8) . . ?
C9P C8P C13P 120.7(10) . . ?
C9P C8P C7P 127.2(11) . . ?
C13P C8P C7P 111.4(8) . . ?
C10P C9P C8P 117.9(12) . . ?
C10P C9P H9P 121.0 . . ?
C8P C9P H9P 121.0 . . ?
C9P C10P C11P 120.0(12) . . ?
C9P C10P H10P 120.0 . . ?
C11P C10P H10P 120.0 . . ?
C12P C11P C10P 120.5(12) . . ?
C12P C11P H11P 119.7 . . ?
C10P C11P H11P 119.7 . . ?
C11P C12P C13P 118.4(12) . . ?
C11P C12P H12P 120.8 . . ?
C13P C12P H12P 120.8 . . ?
C12P C13P C8P 118.4(11) . . ?
C12P C13P C14P 127.6(12) . . ?
C8P C13P C14P 111.1(9) . . ?
C13P C14P C15P 112.1(12) . . ?
C13P C14P C16P 109.8(12) . . ?
C15P C14P C16P 110.4(12) . . ?
C13P C14P C17P 101.8(8) . . ?
C15P C14P C17P 111.3(12) . . ?
C16P C14P C17P 111.2(12) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C7P C17P C14P 107.5(8) . . ?
C7P C17P H17D 110.2 . . ?
C14P C17P H17D 110.2 . . ?
C7P C17P H17E 110.2 . . ?
C14P C17P H17E 110.2 . . ?
H17D C17P H17E 108.5 . . ?

_diffrn_measured_fraction_theta_max 0.726
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.726
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.059
_database_code_depnum_ccdc_archive 'CCDC 986684'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_51.9%P_1.27GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_51.9%P_1.27GPa      
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.729 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
_vrf_PLAT201_51.9%P_1.27GPa      
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         18

RESPONSE: The treatment of several non-H atoms isotropically is a 
consequence of the high-pressure data collection and the low 
fraction of unique reflections measured. 
This is typical for high-pressure data collections.
;
# end Validation Reply Form
#====================================================================  
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.433(3)
_cell_length_b                   12.206(3)
_cell_length_c                   15.429(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2529.8(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       1270000
_cell_measurement_reflns_used    1453
_cell_measurement_theta_min      3.44
_cell_measurement_theta_max      26.87

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;


_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         1270000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13299
_diffrn_reflns_av_R_equivalents  0.1393
_diffrn_reflns_av_sigmaI/netI    0.1037
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.46
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1627
_reflns_number_gt                716
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.1381P)²+14.5108P] 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         1627
_refine_ls_number_parameters     140
_refine_ls_number_restraints     115
_refine_ls_R_factor_all          0.2529
_refine_ls_R_factor_gt           0.1416
_refine_ls_wR_factor_ref         0.4121
_refine_ls_wR_factor_gt          0.3450
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.027
_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
O1R O 0.0552(11) 0.1761(14) 0.4527(13) 0.065(7) Uiso 0.481(16) 1 d PDU A 1
C1R C 0.2315(12) 0.2883(16) 0.5001(13) 0.071(6) Uiso 0.481(16) 1 d PDU A 1
H1R H 0.2194 0.2225 0.5285 0.085 Uiso 0.481(16) 1 calc PR A 1
C2R C 0.3173(16) 0.347(2) 0.5165(17) 0.068(6) Uiso 0.481(16) 1 d PDU A 1
H2R H 0.3641 0.3195 0.5553 0.082 Uiso 0.481(16) 1 calc PR A 1
C3R C 0.3342(17) 0.445(2) 0.4758(18) 0.068(6) Uiso 0.481(16) 1 d PDU A 1
H3R H 0.3926 0.4838 0.4872 0.081 Uiso 0.481(16) 1 calc PR A 1
C4R C 0.2664(17) 0.4879(18) 0.4187(17) 0.072(6) Uiso 0.481(16) 1 d PDU A 1
H4R H 0.2768 0.5560 0.3934 0.086 Uiso 0.481(16) 1 calc PR A 1
C5R C 0.1819(15) 0.4277(16) 0.3993(14) 0.057(6) Uiso 0.481(16) 1 d PDU A 1
H5R H 0.1371 0.4538 0.3582 0.068 Uiso 0.481(16) 1 calc PR A 1
C6R C 0.1634(11) 0.3292(14) 0.4405(13) 0.046(5) Uiso 0.481(16) 1 d PDU A 1
C7R C 0.0721(10) 0.2650(13) 0.4193(13) 0.067(6) Uiso 0.481(16) 1 d PDU A 1
C8R C -0.0106(14) 0.3214(17) 0.3715(11) 0.054(6) Uiso 0.481(16) 1 d PDU A 1
C9R C -0.0646(18) 0.398(2) 0.4188(14) 0.051(6) Uiso 0.481(16) 1 d PDU A 1
H9R H -0.0410 0.4189 0.4729 0.061 Uiso 0.481(16) 1 calc PR A 1
C10R C -0.1516(17) 0.444(2) 0.3890(14) 0.062(6) Uiso 0.481(16) 1 d PDU A 1
H10R H -0.1846 0.4968 0.4211 0.074 Uiso 0.481(16) 1 calc PR A 1
C11R C -0.1887(15) 0.409(2) 0.3107(13) 0.065(6) Uiso 0.481(16) 1 d PDU A 1
H11R H -0.2466 0.4400 0.2885 0.078 Uiso 0.481(16) 1 calc PR A 1
C12R C -0.1396(17) 0.328(3) 0.2654(15) 0.067(6) Uiso 0.481(16) 1 d PDU A 1
H12R H -0.1667 0.3049 0.2131 0.081 Uiso 0.481(16) 1 calc PR A 1
C13R C -0.0521(12) 0.2802(18) 0.2936(11) 0.053(6) Uiso 0.481(16) 1 d PDU A 1
C14R C 0.0021(8) 0.1937(12) 0.2391(8) 0.056(6) Uiso 0.481(16) 1 d PDU A 1
C15R C -0.0299(14) 0.2004(17) 0.1440(8) 0.067(7) Uiso 0.481(16) 1 d PDU A 1
H15A H 0.0033 0.1442 0.1115 0.101 Uiso 0.481(16) 1 calc PR A 1
H15B H -0.0125 0.2709 0.1210 0.101 Uiso 0.481(16) 1 calc PR A 1
H15C H -0.1006 0.1901 0.1400 0.101 Uiso 0.481(16) 1 calc PR A 1
C16R C -0.0275(16) 0.0801(14) 0.2732(14) 0.073(8) Uiso 0.481(16) 1 d PDU A 1
H16A H -0.0074 0.0733 0.3327 0.110 Uiso 0.481(16) 1 calc PR A 1
H16B H 0.0048 0.0246 0.2393 0.110 Uiso 0.481(16) 1 calc PR A 1
H16C H -0.0983 0.0714 0.2690 0.110 Uiso 0.481(16) 1 calc PR A 1
C17R C 0.1147(7) 0.2089(9) 0.2416(7) 0.082(8) Uiso 0.481(16) 1 d PDU A 1
H17A H 0.1369 0.2086 0.3008 0.123 Uiso 0.481(16) 1 calc PR A 1
H17B H 0.1318 0.2776 0.2152 0.123 Uiso 0.481(16) 1 calc PR A 1
H17C H 0.1462 0.1503 0.2106 0.123 Uiso 0.481(16) 1 calc PR A 1
O1P O 0.0562(7) 0.1567(9) 0.4382(7) 0.060(7) Uiso 0.519(16) 1 d PRDU A 2
C1P C 0.2212(7) 0.2673(9) 0.4903(7) 0.071(6) Uiso 0.519(16) 1 d PRDU A 2
H1P H 0.2041 0.1987 0.5120 0.085 Uiso 0.519(16) 1 calc PR A 2
C2P C 0.2997(17) 0.3263(18) 0.5278(16) 0.080(6) Uiso 0.519(16) 1 d PDU A 2
H2P H 0.3306 0.3005 0.5777 0.096 Uiso 0.519(16) 1 calc PR A 2
C3P C 0.3306(17) 0.4221(18) 0.4906(17) 0.068(5) Uiso 0.519(16) 1 d PDU A 2
H3P H 0.3855 0.4588 0.5131 0.082 Uiso 0.519(16) 1 calc PR A 2
C4P C 0.2814(17) 0.4644(17) 0.4207(16) 0.077(6) Uiso 0.519(16) 1 d PDU A 2
H4P H 0.3042 0.5280 0.3940 0.092 Uiso 0.519(16) 1 calc PR A 2
C5P C 0.1976(15) 0.4118(14) 0.3900(14) 0.061(6) Uiso 0.519(16) 1 d PDU A 2
H5P H 0.1592 0.4452 0.3474 0.074 Uiso 0.519(16) 1 calc PR A 2
C6P C 0.1695(11) 0.3107(12) 0.4213(10) 0.061(6) Uiso 0.519(16) 1 d PDU A 2
C7P C 0.0821(8) 0.2498(10) 0.3839(8) 0.063(6) Uiso 0.519(16) 1 d PDU A 2
C8P C -0.0093(13) 0.3190(16) 0.3705(10) 0.054(6) Uiso 0.519(16) 1 d PDU A 2
C9P C -0.0459(18) 0.401(2) 0.4237(13) 0.058(6) Uiso 0.519(16) 1 d PDU A 2
H9P H -0.0132 0.4188 0.4748 0.069 Uiso 0.519(16) 1 calc PR A 2
C10P C -0.1320(17) 0.455(2) 0.3999(13) 0.065(6) Uiso 0.519(16) 1 d PDU A 2
H10P H -0.1609 0.5054 0.4374 0.078 Uiso 0.519(16) 1 calc PR A 2
C11P C -0.1754(16) 0.434(2) 0.3201(14) 0.078(6) Uiso 0.519(16) 1 d PDU A 2
H11P H -0.2301 0.4750 0.3024 0.093 Uiso 0.519(16) 1 calc PR A 2
C12P C -0.1380(16) 0.353(2) 0.2666(14) 0.066(6) Uiso 0.519(16) 1 d PDU A 2
H12P H -0.1711 0.3346 0.2157 0.079 Uiso 0.519(16) 1 calc PR A 2
C13P C -0.0509(12) 0.3004(16) 0.2894(9) 0.051(5) Uiso 0.519(16) 1 d PDU A 2
C14P C 0.0030(9) 0.2096(12) 0.2419(8) 0.059(5) Uiso 0.519(16) 1 d PDU A 2
C15P C 0.0214(15) 0.2380(18) 0.1466(8) 0.083(7) Uiso 0.519(16) 1 d PDU A 2
H15D H 0.0576 0.1797 0.1194 0.124 Uiso 0.519(16) 1 calc PR A 2
H15E H 0.0592 0.3046 0.1430 0.124 Uiso 0.519(16) 1 calc PR A 2
H15F H -0.0413 0.2477 0.1177 0.124 Uiso 0.519(16) 1 calc PR A 2
C16P C -0.0566(15) 0.1029(15) 0.2502(15) 0.086(8) Uiso 0.519(16) 1 d PDU A 2
H16D H -0.0490 0.0740 0.3077 0.128 Uiso 0.519(16) 1 calc PR A 2
H16E H -0.0325 0.0505 0.2088 0.128 Uiso 0.519(16) 1 calc PR A 2
H16F H -0.1257 0.1175 0.2393 0.128 Uiso 0.519(16) 1 calc PR A 2
C17P C 0.1016(9) 0.2027(14) 0.2926(8) 0.075(7) Uiso 0.519(16) 1 d PDU A 2
H17D H 0.1529 0.2448 0.2634 0.090 Uiso 0.519(16) 1 calc PR A 2
H17E H 0.1236 0.1271 0.2967 0.090 Uiso 0.519(16) 1 calc PR 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
O1R C7R 1.223(9) . ?
C1R C2R 1.379(9) . ?
C1R C6R 1.390(9) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.376(9) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.369(9) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.384(9) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.382(9) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.493(8) . ?
C7R C8R 1.500(8) . ?
C8R C9R 1.389(9) . ?
C8R C13R 1.417(8) . ?
C9R C10R 1.374(9) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.372(9) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.377(9) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.385(9) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.534(8) . ?
C14R C17R 1.524(9) . ?
C14R C15R 1.530(9) . ?
C14R C16R 1.536(9) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.454(9) . ?
C1P C6P 1.377(8) . ?
C1P C2P 1.402(9) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.367(9) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.367(9) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.381(9) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.378(8) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.505(8) . ?
C7P C8P 1.505(8) . ?
C7P C17P 1.543(9) . ?
C8P C9P 1.381(8) . ?
C8P C13P 1.390(8) . ?
C9P C10P 1.383(9) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.384(9) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.382(9) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.381(8) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.514(8) . ?
C14P C15P 1.530(9) . ?
C14P C16P 1.534(9) . ?
C14P C17P 1.541(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C2R C1R C6R 119.0(10) . . ?
C2R C1R H1R 120.5 . . ?
C6R C1R H1R 120.5 . . ?
C3R C2R C1R 120.4(11) . . ?
C3R C2R H2R 119.8 . . ?
C1R C2R H2R 119.8 . . ?
C4R C3R C2R 121.0(11) . . ?
C4R C3R H3R 119.5 . . ?
C2R C3R H3R 119.5 . . ?
C3R C4R C5R 118.9(11) . . ?
C3R C4R H4R 120.5 . . ?
C5R C4R H4R 120.5 . . ?
C6R C5R C4R 120.6(11) . . ?
C6R C5R H5R 119.7 . . ?
C4R C5R H5R 119.7 . . ?
C5R C6R C1R 119.9(9) . . ?
C5R C6R C7R 120.3(9) . . ?
C1R C6R C7R 119.8(9) . . ?
O1R C7R C6R 121.7(10) . . ?
O1R C7R C8R 118.6(12) . . ?
C6R C7R C8R 118.4(10) . . ?
C9R C8R C13R 118.5(9) . . ?
C9R C8R C7R 115.9(11) . . ?
C13R C8R C7R 123.0(11) . . ?
C10R C9R C8R 122.8(11) . . ?
C10R C9R H9R 118.6 . . ?
C8R C9R H9R 118.6 . . ?
C11R C10R C9R 118.6(11) . . ?
C11R C10R H10R 120.7 . . ?
C9R C10R H10R 120.7 . . ?
C10R C11R C12R 119.5(11) . . ?
C10R C11R H11R 120.2 . . ?
C12R C11R H11R 120.2 . . ?
C11R C12R C13R 123.4(11) . . ?
C11R C12R H12R 118.3 . . ?
C13R C12R H12R 118.3 . . ?
C12R C13R C8R 116.8(9) . . ?
C12R C13R C14R 121.5(9) . . ?
C8R C13R C14R 121.5(9) . . ?
C17R C14R C15R 107.3(10) . . ?
C17R C14R C13R 111.9(9) . . ?
C15R C14R C13R 110.9(10) . . ?
C17R C14R C16R 111.0(10) . . ?
C15R C14R C16R 107.7(10) . . ?
C13R C14R C16R 108.1(11) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R H17A 109.5 . . ?
C14R C17R H17B 109.5 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 120.0(8) . . ?
C6P C1P H1P 120.0 . . ?
C2P C1P H1P 120.0 . . ?
C3P C2P C1P 119.7(11) . . ?
C3P C2P H2P 120.1 . . ?
C1P C2P H2P 120.1 . . ?
C4P C3P C2P 120.5(11) . . ?
C4P C3P H3P 119.8 . . ?
C2P C3P H3P 119.8 . . ?
C3P C4P C5P 119.3(11) . . ?
C3P C4P H4P 120.4 . . ?
C5P C4P H4P 120.4 . . ?
C6P C5P C4P 121.3(11) . . ?
C6P C5P H5P 119.3 . . ?
C4P C5P H5P 119.3 . . ?
C1P C6P C5P 118.5(8) . . ?
C1P C6P C7P 120.0(8) . . ?
C5P C6P C7P 121.4(9) . . ?
O1P C7P C6P 110.6(7) . . ?
O1P C7P C8P 108.8(10) . . ?
C6P C7P C8P 114.3(10) . . ?
O1P C7P C17P 106.0(9) . . ?
C6P C7P C17P 113.7(10) . . ?
C8P C7P C17P 102.9(7) . . ?
C9P C8P C13P 120.7(9) . . ?
C9P C8P C7P 127.9(9) . . ?
C13P C8P C7P 111.1(7) . . ?
C8P C9P C10P 119.0(10) . . ?
C8P C9P H9P 120.5 . . ?
C10P C9P H9P 120.5 . . ?
C9P C10P C11P 120.0(11) . . ?
C9P C10P H10P 120.0 . . ?
C11P C10P H10P 120.0 . . ?
C12P C11P C10P 120.7(11) . . ?
C12P C11P H11P 119.7 . . ?
C10P C11P H11P 119.7 . . ?
C13P C12P C11P 119.3(10) . . ?
C13P C12P H12P 120.4 . . ?
C11P C12P H12P 120.4 . . ?
C12P C13P C8P 119.6(9) . . ?
C12P C13P C14P 128.6(9) . . ?
C8P C13P C14P 111.3(7) . . ?
C13P C14P C15P 112.1(10) . . ?
C13P C14P C16P 109.3(11) . . ?
C15P C14P C16P 110.9(10) . . ?
C13P C14P C17P 101.9(7) . . ?
C15P C14P C17P 111.2(10) . . ?
C16P C14P C17P 111.1(11) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C14P C17P C7P 107.3(7) . . ?
C14P C17P H17D 110.3 . . ?
C7P C17P H17D 110.3 . . ?
C14P C17P H17E 110.3 . . ?
C7P C17P H17E 110.3 . . ?
H17D C17P H17E 108.5 . . ?

_diffrn_measured_fraction_theta_max 0.729
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.729
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.070
_database_code_depnum_ccdc_archive 'CCDC 986685'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_100.0%P_1.27GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_100.0%P_1.27GPa     
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.675 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
# end Validation Reply Form
#====================================================================
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.6610(13)
_cell_length_b                   12.0155(14)
_cell_length_c                   15.4219(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2531.4(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       1270000
_cell_measurement_reflns_used    2649
_cell_measurement_theta_min      3.42
_cell_measurement_theta_max      26.87

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         1270000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12097
_diffrn_reflns_av_R_equivalents  0.0954
_diffrn_reflns_av_sigmaI/netI    0.0716
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.43
_diffrn_reflns_theta_max         24.98
_reflns_number_total             1506
_reflns_number_gt                860
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0167P)²+2.7257P] 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_number_reflns         1506
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1294
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1147
_refine_ls_wR_factor_gt          0.0928
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.107
_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
O1P O 0.0537(2) 0.1499(2) 0.4358(2) 0.0392(8) Uani 1 1 d . . .
HO1P H 0.021(3) 0.176(4) 0.473(3) 0.055(18) Uiso 1 1 d . . .
C1P C 0.2200(3) 0.2624(4) 0.4934(3) 0.0386(11) Uani 1 1 d . . .
H1P H 0.2021 0.1941 0.5170 0.046 Uiso 1 1 calc R . .
C2P C 0.2981(3) 0.3214(4) 0.5288(3) 0.0469(13) Uani 1 1 d . . .
H2P H 0.3314 0.2931 0.5765 0.056 Uiso 1 1 calc R . .
C3P C 0.3260(3) 0.4212(4) 0.4933(3) 0.0461(13) Uani 1 1 d . . .
H3P H 0.3788 0.4599 0.5165 0.055 Uiso 1 1 calc R . .
C4P C 0.2761(3) 0.4639(4) 0.4235(3) 0.0428(12) Uani 1 1 d . . .
H4P H 0.2947 0.5317 0.3996 0.051 Uiso 1 1 calc R . .
C5P C 0.1981(3) 0.4054(4) 0.3890(2) 0.0358(11) Uani 1 1 d . . .
H5P H 0.1645 0.4346 0.3417 0.043 Uiso 1 1 calc R . .
C6P C 0.1690(3) 0.3042(3) 0.4236(2) 0.0293(10) Uani 1 1 d . . .
C7P C 0.0818(3) 0.2448(3) 0.3839(2) 0.0311(11) Uani 1 1 d . . .
C8P C -0.0059(3) 0.3200(3) 0.3714(2) 0.0285(10) Uani 1 1 d . . .
C9P C -0.0439(3) 0.3965(3) 0.4293(2) 0.0338(11) Uani 1 1 d . . .
H9P H -0.0135 0.4091 0.4824 0.041 Uiso 1 1 calc R . .
C10P C -0.1274(3) 0.4536(4) 0.4072(3) 0.0424(12) Uani 1 1 d . . .
H10P H -0.1528 0.5067 0.4449 0.051 Uiso 1 1 calc R . .
C11P C -0.1741(3) 0.4326(4) 0.3290(3) 0.0469(13) Uani 1 1 d . . .
H11P H -0.2311 0.4708 0.3148 0.056 Uiso 1 1 calc R . .
C12P C -0.1361(3) 0.3552(4) 0.2723(3) 0.0443(12) Uani 1 1 d . . .
H12P H -0.1678 0.3404 0.2202 0.053 Uiso 1 1 calc R . .
C13P C -0.0510(3) 0.2998(3) 0.2932(2) 0.0322(11) Uani 1 1 d . . .
C14P C 0.0015(3) 0.2113(4) 0.2414(2) 0.0380(12) Uani 1 1 d . . .
C15P C 0.0178(3) 0.2473(4) 0.1472(3) 0.0705(17) Uani 1 1 d . . .
H15D H 0.0541 0.1908 0.1171 0.106 Uiso 1 1 calc R . .
H15E H 0.0538 0.3158 0.1461 0.106 Uiso 1 1 calc R . .
H15F H -0.0444 0.2577 0.1193 0.106 Uiso 1 1 calc R . .
C16P C -0.0567(4) 0.1022(4) 0.2442(3) 0.0677(16) Uani 1 1 d . . .
H16D H -0.0514 0.0698 0.3009 0.102 Uiso 1 1 calc R . .
H16E H -0.0310 0.0515 0.2019 0.102 Uiso 1 1 calc R . .
H16F H -0.1243 0.1171 0.2316 0.102 Uiso 1 1 calc R . .
C17P C 0.0991(3) 0.2007(5) 0.2906(3) 0.0394(12) Uani 1 1 d . . .
H17D H 0.146(3) 0.252(3) 0.263(2) 0.050(13) Uiso 1 1 d . . .
H17E H 0.130(3) 0.122(4) 0.291(2) 0.050(13) Uiso 1 1 d . . .


_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
O1P C7P 1.446(5) . ?
O1P HO1P 0.79(4) . ?
C1P C6P 1.377(5) . ?
C1P C2P 1.392(5) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.372(6) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.373(5) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.384(5) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.386(5) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.518(5) . ?
C7P C8P 1.513(5) . ?
C7P C17P 1.553(5) . ?
C8P C13P 1.376(5) . ?
C8P C9P 1.383(5) . ?
C9P C10P 1.374(5) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.387(5) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.378(6) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.378(5) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.512(5) . ?
C14P C15P 1.532(5) . ?
C14P C16P 1.533(5) . ?
C14P C17P 1.540(6) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.98(4) . ?
C17P H17E 1.04(4) . ?

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
C7P O1P HO1P 103(3) . . ?
C6P C1P C2P 120.5(4) . . ?
C6P C1P H1P 119.7 . . ?
C2P C1P H1P 119.7 . . ?
C3P C2P C1P 120.1(4) . . ?
C3P C2P H2P 120.0 . . ?
C1P C2P H2P 120.0 . . ?
C2P C3P C4P 120.1(4) . . ?
C2P C3P H3P 120.0 . . ?
C4P C3P H3P 120.0 . . ?
C3P C4P C5P 119.6(4) . . ?
C3P C4P H4P 120.2 . . ?
C5P C4P H4P 120.2 . . ?
C4P C5P C6P 121.2(4) . . ?
C4P C5P H5P 119.4 . . ?
C6P C5P H5P 119.4 . . ?
C1P C6P C5P 118.5(4) . . ?
C1P C6P C7P 122.7(4) . . ?
C5P C6P C7P 118.8(4) . . ?
O1P C7P C8P 109.3(3) . . ?
O1P C7P C6P 110.9(3) . . ?
C8P C7P C6P 113.1(3) . . ?
O1P C7P C17P 106.5(4) . . ?
C8P C7P C17P 102.0(3) . . ?
C6P C7P C17P 114.5(3) . . ?
C13P C8P C9P 121.0(4) . . ?
C13P C8P C7P 111.1(3) . . ?
C9P C8P C7P 127.8(4) . . ?
C10P C9P C8P 118.9(4) . . ?
C10P C9P H9P 120.5 . . ?
C8P C9P H9P 120.5 . . ?
C9P C10P C11P 120.5(4) . . ?
C9P C10P H10P 119.8 . . ?
C11P C10P H10P 119.8 . . ?
C12P C11P C10P 120.1(4) . . ?
C12P C11P H11P 120.0 . . ?
C10P C11P H11P 120.0 . . ?
C11P C12P C13P 119.7(4) . . ?
C11P C12P H12P 120.1 . . ?
C13P C12P H12P 120.1 . . ?
C8P C13P C12P 119.8(4) . . ?
C8P C13P C14P 112.1(4) . . ?
C12P C13P C14P 128.1(4) . . ?
C13P C14P C15P 111.8(4) . . ?
C13P C14P C16P 109.9(4) . . ?
C15P C14P C16P 110.1(3) . . ?
C13P C14P C17P 102.0(3) . . ?
C15P C14P C17P 111.4(4) . . ?
C16P C14P C17P 111.4(4) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C14P C17P C7P 107.2(3) . . ?
C14P C17P H17D 107(2) . . ?
C7P C17P H17D 107(2) . . ?
C14P C17P H17E 115(2) . . ?
C7P C17P H17E 111(2) . . ?
H17D C17P H17E 108(3) . . ?

_diffrn_measured_fraction_theta_max 0.675
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.675
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.040
_database_code_depnum_ccdc_archive 'CCDC 986686'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_0.0%P_1.50GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_0.0%P_1.50GPa       
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.664 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 

;
# end Validation Reply Form
#==================================================================== 
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.170(2)
_cell_length_b                   12.292(2)
_cell_length_c                   15.2402(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2467.2(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       1500000
_cell_measurement_reflns_used    2634
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      26.86

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         1500000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13109
_diffrn_reflns_av_R_equivalents  0.1091
_diffrn_reflns_av_sigmaI/netI    0.0788
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.51
_diffrn_reflns_theta_max         24.98
_reflns_number_total             1440
_reflns_number_gt                796
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0684P)²+4.9977P] 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         1440
_refine_ls_number_parameters     163
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1464
_refine_ls_R_factor_gt           0.0747
_refine_ls_wR_factor_ref         0.2062
_refine_ls_wR_factor_gt          0.1669
_refine_ls_goodness_of_fit_ref   1.073
_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 0.0610(3) 0.1789(4) 0.4538(2) 0.0403(12) Uani 1 1 d . . .
C1 C 0.2340(5) 0.2933(5) 0.4999(3) 0.0366(16) Uani 1 1 d . . .
H1 H 0.2236 0.2263 0.5267 0.044 Uiso 1 1 calc R . .
C2 C 0.3206(5) 0.3519(6) 0.5164(4) 0.0449(19) Uani 1 1 d . . .
H2 H 0.3676 0.3251 0.5565 0.054 Uiso 1 1 calc R . .
C3 C 0.3395(5) 0.4483(6) 0.4753(4) 0.0455(18) Uani 1 1 d . . .
H3 H 0.4000 0.4850 0.4861 0.055 Uiso 1 1 calc R . .
C4 C 0.2690(5) 0.4920(6) 0.4176(3) 0.0428(18) Uani 1 1 d . . .
H4 H 0.2805 0.5586 0.3903 0.051 Uiso 1 1 calc R . .
C5 C 0.1813(5) 0.4338(5) 0.4018(3) 0.0352(17) Uani 1 1 d . . .
H5 H 0.1340 0.4619 0.3625 0.042 Uiso 1 1 calc R . .
C6 C 0.1613(4) 0.3362(5) 0.4417(3) 0.0285(15) Uani 1 1 d . . .
C7 C 0.0706(4) 0.2698(6) 0.4228(3) 0.0315(16) Uani 1 1 d U . .
C8 C -0.0153(4) 0.3200(5) 0.3720(3) 0.0255(14) Uani 1 1 d . . .
C9 C -0.0671(5) 0.4018(5) 0.4161(3) 0.0314(15) Uani 1 1 d . . .
H9 H -0.0422 0.4263 0.4697 0.038 Uiso 1 1 calc R . .
C10 C -0.1540(5) 0.4475(5) 0.3828(3) 0.0353(16) Uani 1 1 d . . .
H10 H -0.1879 0.5016 0.4138 0.042 Uiso 1 1 calc R . .
C11 C -0.1901(5) 0.4124(5) 0.3036(4) 0.0397(16) Uani 1 1 d . . .
H11 H -0.2491 0.4421 0.2802 0.048 Uiso 1 1 calc R . .
C12 C -0.1380(5) 0.3322(5) 0.2586(3) 0.0361(17) Uani 1 1 d . . .
H12 H -0.1631 0.3102 0.2044 0.043 Uiso 1 1 calc R . .
C13 C -0.0512(4) 0.2832(5) 0.2895(3) 0.0288(15) Uani 1 1 d . . .
C14 C 0.0018(5) 0.1937(5) 0.2379(3) 0.0319(15) Uani 1 1 d . . .
C15 C -0.0326(5) 0.1940(6) 0.1409(3) 0.0507(19) Uani 1 1 d . . .
H15A H 0.0018 0.1370 0.1097 0.076 Uiso 1 1 calc R . .
H15B H -0.0164 0.2629 0.1148 0.076 Uiso 1 1 calc R . .
H15C H -0.1046 0.1822 0.1380 0.076 Uiso 1 1 calc R . .
C16 C -0.0274(5) 0.0815(5) 0.2766(3) 0.0444(18) Uani 1 1 d . . .
H16A H -0.0059 0.0778 0.3367 0.067 Uiso 1 1 calc R . .
H16B H 0.0053 0.0250 0.2436 0.067 Uiso 1 1 calc R . .
H16C H -0.0997 0.0722 0.2735 0.067 Uiso 1 1 calc R . .
C17 C 0.1162(5) 0.2096(5) 0.2375(4) 0.0478(18) Uani 1 1 d . . .
H17A H 0.1410 0.2095 0.2968 0.072 Uiso 1 1 calc R . .
H17B H 0.1324 0.2778 0.2102 0.072 Uiso 1 1 calc R . .
H17C H 0.1476 0.1514 0.2054 0.072 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 C7 1.220(7) . ?
C1 C2 1.371(9) . ?
C1 C6 1.409(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.363(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.371(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.475(8) . ?
C7 C8 1.503(8) . ?
C7 C17 2.981(8) . ?
C8 C9 1.389(7) . ?
C8 C13 1.418(7) . ?
C9 C10 1.372(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.368(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.382(8) . ?
C11 H11 0.9300 . ?
C12 C13 1.375(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.522(8) . ?
C14 C17 1.519(8) . ?
C14 C15 1.546(7) . ?
C14 C16 1.549(8) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

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
C2 C1 C6 118.9(6) . . ?
C2 C1 H1 120.5 . . ?
C6 C1 H1 120.5 . . ?
C3 C2 C1 121.6(6) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 120.4(6) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 118.0(7) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C6 C5 C4 122.6(6) . . ?
C6 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C5 C6 C1 118.4(6) . . ?
C5 C6 C7 123.7(5) . . ?
C1 C6 C7 117.8(6) . . ?
O1 C7 C6 121.0(5) . . ?
O1 C7 C8 119.9(5) . . ?
C6 C7 C8 118.8(6) . . ?
O1 C7 C17 99.2(4) . . ?
C6 C7 C17 99.1(3) . . ?
C8 C7 C17 76.4(3) . . ?
C9 C8 C13 119.8(5) . . ?
C9 C8 C7 114.6(4) . . ?
C13 C8 C7 125.3(5) . . ?
C10 C9 C8 121.8(5) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C11 C10 C9 119.2(5) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 119.4(6) . . ?
C10 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C13 C12 C11 123.7(5) . . ?
C13 C12 H12 118.1 . . ?
C11 C12 H12 118.1 . . ?
C12 C13 C8 116.2(5) . . ?
C12 C13 C14 121.5(5) . . ?
C8 C13 C14 122.4(5) . . ?
C17 C14 C13 111.4(5) . . ?
C17 C14 C15 106.7(5) . . ?
C13 C14 C15 110.9(5) . . ?
C17 C14 C16 111.2(5) . . ?
C13 C14 C16 109.5(5) . . ?
C15 C14 C16 107.1(5) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C14 C17 C7 80.1(3) . . ?
C14 C17 H17A 109.5 . . ?
C7 C17 H17A 34.7 . . ?
C14 C17 H17B 109.5 . . ?
C7 C17 H17B 103.8 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
C7 C17 H17C 139.0 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.664
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.664
_refine_diff_density_max         0.205
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.055
_database_code_depnum_ccdc_archive 'CCDC 986687'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_11.2%P_1.50GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_11.2%P_1.50GPa      
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.664 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
_vrf_PLAT201_11.2%P_1.50GPa      
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         13

RESPONSE: The treatment of several non-H atoms isotropically is a 
consequence of the high-pressure data collection and the low 
fraction of unique reflections measured. 
This is typical for high-pressure data collections.
;
# end Validation Reply Form
#==================================================================== 
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.243(2)
_cell_length_b                   12.235(3)
_cell_length_c                   15.2564(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2472.0(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       1500000
_cell_measurement_reflns_used    2424
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      25.77

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         1500000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13060
_diffrn_reflns_av_R_equivalents  0.1205
_diffrn_reflns_av_sigmaI/netI    0.0855
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.50
_diffrn_reflns_theta_max         24.98
_reflns_number_total             1443
_reflns_number_gt                757
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0778P)²+5.2360P] 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       0.007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1443
_refine_ls_number_parameters     166
_refine_ls_number_restraints     140
_refine_ls_R_factor_all          0.1616
_refine_ls_R_factor_gt           0.0789
_refine_ls_wR_factor_ref         0.2276
_refine_ls_wR_factor_gt          0.1818
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.021
_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
O1R O 0.0593(3) 0.1782(4) 0.4540(3) 0.0427(14) Uani 0.888(9) 1 d PDU A 1
C1R C 0.2334(4) 0.2923(6) 0.4993(4) 0.0443(19) Uiso 0.888(9) 1 d PDU A 1
H1R H 0.2225 0.2254 0.5266 0.053 Uiso 0.888(9) 1 calc PR A 1
C2R C 0.3200(6) 0.3507(7) 0.5160(4) 0.049(2) Uiso 0.888(9) 1 d PDU A 1
H2R H 0.3669 0.3235 0.5558 0.058 Uiso 0.888(9) 1 calc PR A 1
C3R C 0.3384(6) 0.4486(7) 0.4749(5) 0.048(2) Uiso 0.888(9) 1 d PDU A 1
H3R H 0.3983 0.4860 0.4859 0.058 Uiso 0.888(9) 1 calc PR A 1
C4R C 0.2689(5) 0.4914(6) 0.4178(4) 0.042(2) Uiso 0.888(9) 1 d PDU A 1
H4R H 0.2805 0.5581 0.3903 0.050 Uiso 0.888(9) 1 calc PR A 1
C5R C 0.1812(5) 0.4334(5) 0.4018(4) 0.036(2) Uiso 0.888(9) 1 d PDU A 1
H5R H 0.1336 0.4623 0.3634 0.043 Uiso 0.888(9) 1 calc PR A 1
C6R C 0.1621(4) 0.3342(5) 0.4409(4) 0.0339(19) Uiso 0.888(9) 1 d PDU A 1
C7R C 0.0698(4) 0.2687(5) 0.4226(4) 0.0351(19) Uiso 0.888(9) 1 d PDU A 1
C8R C -0.0144(5) 0.3210(5) 0.3720(4) 0.031(3) Uiso 0.888(9) 1 d PDU A 1
C9R C -0.0679(5) 0.4007(6) 0.4171(5) 0.0329(19) Uiso 0.888(9) 1 d PDU A 1
H9R H -0.0444 0.4237 0.4715 0.039 Uiso 0.888(9) 1 calc PR A 1
C10R C -0.1544(5) 0.4469(6) 0.3842(4) 0.0389(19) Uiso 0.888(9) 1 d PDU A 1
H10R H -0.1874 0.5021 0.4148 0.047 Uiso 0.888(9) 1 calc PR A 1
C11R C -0.1913(5) 0.4104(6) 0.3056(4) 0.046(2) Uiso 0.888(9) 1 d PDU A 1
H11R H -0.2509 0.4391 0.2831 0.055 Uiso 0.888(9) 1 calc PR A 1
C12R C -0.1397(5) 0.3311(6) 0.2602(4) 0.040(2) Uiso 0.888(9) 1 d PDU A 1
H12R H -0.1655 0.3082 0.2065 0.048 Uiso 0.888(9) 1 calc PR A 1
C13R C -0.0512(6) 0.2832(7) 0.2901(4) 0.034(3) Uiso 0.888(9) 1 d PDU A 1
C14R C 0.0019(5) 0.1930(6) 0.2386(3) 0.038(2) Uani 0.888(9) 1 d PDU A 1
C15R C -0.0310(6) 0.1948(7) 0.1419(3) 0.056(2) Uani 0.888(9) 1 d PDU A 1
H15A H 0.0032 0.1378 0.1105 0.084 Uiso 0.888(9) 1 calc PR A 1
H15B H -0.0142 0.2643 0.1165 0.084 Uiso 0.888(9) 1 calc PR A 1
H15C H -0.1027 0.1835 0.1382 0.084 Uiso 0.888(9) 1 calc PR A 1
C16R C -0.0278(6) 0.0809(6) 0.2763(4) 0.047(2) Uani 0.888(9) 1 d PDU A 1
H16A H -0.0066 0.0765 0.3364 0.070 Uiso 0.888(9) 1 calc PR A 1
H16B H 0.0045 0.0242 0.2431 0.070 Uiso 0.888(9) 1 calc PR A 1
H16C H -0.0997 0.0722 0.2731 0.070 Uiso 0.888(9) 1 calc PR A 1
C17R C 0.1157(5) 0.2092(6) 0.2379(5) 0.054(2) Uani 0.888(9) 1 d PDU A 1
H17A H 0.1405 0.2091 0.2971 0.081 Uiso 0.888(9) 1 calc PR A 1
H17B H 0.1316 0.2777 0.2106 0.081 Uiso 0.888(9) 1 calc PR A 1
H17C H 0.1469 0.1508 0.2057 0.081 Uiso 0.888(9) 1 calc PR A 1
O1P O 0.0572(5) 0.1569(6) 0.4345(5) 0.040(6) Uiso 0.112(9) 1 d PRDU A 2
C1P C 0.2223(5) 0.2675(6) 0.4866(5) 0.052(9) Uiso 0.112(9) 1 d PRDU A 2
H1P H 0.2164 0.1931 0.4980 0.063 Uiso 0.112(9) 1 calc PR A 2
C2P C 0.292(3) 0.332(3) 0.532(2) 0.045(9) Uiso 0.112(9) 1 d PDU A 2
H2P H 0.3092 0.3165 0.5894 0.054 Uiso 0.112(9) 1 calc PR A 2
C3P C 0.335(4) 0.420(4) 0.489(4) 0.047(9) Uiso 0.112(9) 1 d PDU A 2
H3P H 0.3955 0.4495 0.5088 0.056 Uiso 0.112(9) 1 calc PR A 2
C4P C 0.286(3) 0.463(4) 0.418(3) 0.049(9) Uiso 0.112(9) 1 d PDU A 2
H4P H 0.3120 0.5236 0.3893 0.059 Uiso 0.112(9) 1 calc PR A 2
C5P C 0.197(3) 0.415(3) 0.390(3) 0.036(14) Uiso 0.112(9) 1 d PDU A 2
H5P H 0.1602 0.4492 0.3459 0.043 Uiso 0.112(9) 1 calc PR A 2
C6P C 0.162(2) 0.3182(18) 0.424(2) 0.049(16) Uiso 0.112(9) 1 d PDU A 2
C7P C 0.0798(13) 0.2525(13) 0.3818(12) 0.034(12) Uiso 0.112(9) 1 d PDU A 2
C8P C -0.017(2) 0.316(2) 0.3685(17) 0.029(18) Uiso 0.112(9) 1 d PDU A 2
C9P C -0.046(4) 0.408(4) 0.416(3) 0.029(9) Uiso 0.112(9) 1 d PDU A 2
H9P H -0.0075 0.4329 0.4626 0.035 Uiso 0.112(9) 1 calc PR A 2
C10P C -0.134(4) 0.460(4) 0.391(3) 0.036(5) Uiso 0.112(9) 1 d PDU A 2
H10P H -0.1658 0.5081 0.4293 0.044 Uiso 0.112(9) 1 calc PR A 2
C11P C -0.174(3) 0.440(4) 0.309(3) 0.046(9) Uiso 0.112(9) 1 d PDU A 2
H11P H -0.2304 0.4792 0.2899 0.055 Uiso 0.112(9) 1 calc PR A 2
C12P C -0.131(4) 0.363(4) 0.254(2) 0.037(9) Uiso 0.112(9) 1 d PDU A 2
H12P H -0.1509 0.3579 0.1955 0.045 Uiso 0.112(9) 1 calc PR A 2
C13P C -0.058(3) 0.293(4) 0.287(2) 0.031(17) Uiso 0.112(9) 1 d PDU A 2
C14P C 0.002(2) 0.208(3) 0.2386(16) 0.042(11) Uiso 0.112(9) 1 d PDU A 2
C15P C 0.016(4) 0.236(5) 0.1418(16) 0.064(11) Uiso 0.112(9) 1 d PDU A 2
H15D H 0.0525 0.1780 0.1132 0.097 Uiso 0.112(9) 1 calc PR A 2
H15E H 0.0537 0.3027 0.1367 0.097 Uiso 0.112(9) 1 calc PR A 2
H15F H -0.0487 0.2445 0.1146 0.097 Uiso 0.112(9) 1 calc PR A 2
C16P C -0.050(4) 0.096(4) 0.247(4) 0.068(19) Uiso 0.112(9) 1 d PDU A 2
H16D H -0.0409 0.0688 0.3057 0.102 Uiso 0.112(9) 1 calc PR A 2
H16E H -0.0212 0.0458 0.2061 0.102 Uiso 0.112(9) 1 calc PR A 2
H16F H -0.1209 0.1043 0.2355 0.102 Uiso 0.112(9) 1 calc PR A 2
C17P C 0.1034(18) 0.211(3) 0.2889(12) 0.047(10) Uiso 0.112(9) 1 d PDU A 2
H17D H 0.1329 0.1381 0.2916 0.057 Uiso 0.112(9) 1 calc PR A 2
H17E H 0.1507 0.2592 0.2599 0.057 Uiso 0.112(9) 1 calc PR 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
O1R C7R 1.215(6) . ?
C1R C2R 1.375(7) . ?
C1R C6R 1.395(6) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.373(7) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.372(7) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.383(6) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.375(6) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.488(6) . ?
C7R C8R 1.500(6) . ?
C8R C9R 1.388(6) . ?
C8R C13R 1.418(6) . ?
C9R C10R 1.372(6) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.370(6) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.374(7) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.387(6) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.527(6) . ?
C14R C17R 1.521(7) . ?
C14R C16R 1.538(7) . ?
C14R C15R 1.538(6) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.450(9) . ?
C1P C6P 1.386(9) . ?
C1P C2P 1.400(10) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.371(10) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.371(10) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.380(9) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.377(9) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.502(8) . ?
C7P C8P 1.513(9) . ?
C7P C17P 1.539(9) . ?
C8P C9P 1.386(9) . ?
C8P C13P 1.386(9) . ?
C9P C10P 1.382(10) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.387(10) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.383(9) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.384(9) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.512(9) . ?
C14P C15P 1.528(9) . ?
C14P C16P 1.535(9) . ?
C14P C17P 1.545(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C2R C1R C6R 119.4(6) . . ?
C2R C1R H1R 120.3 . . ?
C6R C1R H1R 120.3 . . ?
C3R C2R C1R 121.1(6) . . ?
C3R C2R H2R 119.4 . . ?
C1R C2R H2R 119.4 . . ?
C4R C3R C2R 120.3(6) . . ?
C4R C3R H3R 119.9 . . ?
C2R C3R H3R 119.9 . . ?
C3R C4R C5R 118.6(6) . . ?
C3R C4R H4R 120.7 . . ?
C5R C4R H4R 120.7 . . ?
C6R C5R C4R 122.1(5) . . ?
C6R C5R H5R 119.0 . . ?
C4R C5R H5R 119.0 . . ?
C5R C6R C1R 118.5(5) . . ?
C5R C6R C7R 123.0(5) . . ?
C1R C6R C7R 118.5(5) . . ?
O1R C7R C6R 120.7(5) . . ?
O1R C7R C8R 120.5(5) . . ?
C6R C7R C8R 118.6(5) . . ?
C9R C8R C13R 119.3(5) . . ?
C9R C8R C7R 115.1(5) . . ?
C13R C8R C7R 124.7(5) . . ?
C10R C9R C8R 122.3(5) . . ?
C10R C9R H9R 118.8 . . ?
C8R C9R H9R 118.8 . . ?
C11R C10R C9R 118.9(6) . . ?
C11R C10R H10R 120.6 . . ?
C9R C10R H10R 120.6 . . ?
C10R C11R C12R 119.7(6) . . ?
C10R C11R H11R 120.2 . . ?
C12R C11R H11R 120.2 . . ?
C11R C12R C13R 123.5(5) . . ?
C11R C12R H12R 118.3 . . ?
C13R C12R H12R 118.3 . . ?
C12R C13R C8R 116.3(5) . . ?
C12R C13R C14R 121.6(5) . . ?
C8R C13R C14R 122.1(5) . . ?
C17R C14R C13R 111.4(5) . . ?
C17R C14R C16R 111.8(5) . . ?
C13R C14R C16R 109.5(5) . . ?
C17R C14R C15R 105.8(5) . . ?
C13R C14R C15R 110.7(5) . . ?
C16R C14R C15R 107.5(5) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R H17A 109.5 . . ?
C14R C17R H17B 109.5 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 117.5(13) . . ?
C6P C1P H1P 121.2 . . ?
C2P C1P H1P 121.2 . . ?
C3P C2P C1P 118.9(15) . . ?
C3P C2P H2P 120.5 . . ?
C1P C2P H2P 120.5 . . ?
C2P C3P C4P 118.5(13) . . ?
C2P C3P H3P 120.7 . . ?
C4P C3P H3P 120.7 . . ?
C3P C4P C5P 119.2(13) . . ?
C3P C4P H4P 120.4 . . ?
C5P C4P H4P 120.4 . . ?
C6P C5P C4P 122.1(13) . . ?
C6P C5P H5P 118.9 . . ?
C4P C5P H5P 118.9 . . ?
C5P C6P C1P 116.9(11) . . ?
C5P C6P C7P 122.7(13) . . ?
C1P C6P C7P 118.3(10) . . ?
O1P C7P C6P 110.0(9) . . ?
O1P C7P C8P 108.4(13) . . ?
C6P C7P C8P 113.4(12) . . ?
O1P C7P C17P 106.5(12) . . ?
C6P C7P C17P 115.3(13) . . ?
C8P C7P C17P 102.7(9) . . ?
C9P C8P C13P 121.3(12) . . ?
C9P C8P C7P 125.5(13) . . ?
C13P C8P C7P 110.5(9) . . ?
C10P C9P C8P 117.8(14) . . ?
C10P C9P H9P 121.1 . . ?
C8P C9P H9P 121.1 . . ?
C9P C10P C11P 119.3(14) . . ?
C9P C10P H10P 120.3 . . ?
C11P C10P H10P 120.3 . . ?
C12P C11P C10P 120.6(13) . . ?
C12P C11P H11P 119.7 . . ?
C10P C11P H11P 119.7 . . ?
C11P C12P C13P 119.1(13) . . ?
C11P C12P H12P 120.4 . . ?
C13P C12P H12P 120.4 . . ?
C12P C13P C8P 118.6(13) . . ?
C12P C13P C14P 128.1(15) . . ?
C8P C13P C14P 111.7(9) . . ?
C13P C14P C15P 112.4(13) . . ?
C13P C14P C16P 109.5(13) . . ?
C15P C14P C16P 109.8(12) . . ?
C13P C14P C17P 101.5(9) . . ?
C15P C14P C17P 111.7(13) . . ?
C16P C14P C17P 111.7(13) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C7P C17P C14P 106.8(9) . . ?
C7P C17P H17D 110.4 . . ?
C14P C17P H17D 110.4 . . ?
C7P C17P H17E 110.4 . . ?
C14P C17P H17E 110.4 . . ?
H17D C17P H17E 108.6 . . ?

_diffrn_measured_fraction_theta_max 0.664
_diffrn_reflns_theta_full        24.98
_diffrn_measured_fraction_theta_full 0.664
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.053
_database_code_depnum_ccdc_archive 'CCDC 986688'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_23.8%P_1.50GPa
#====================================================================
# start Validation Reply Form
_vrf_PLAT029_23.8%P_1.50GPa      
;
PROBLEM: diffrn_measured_fraction_theta_full Low .......      0.661 

RESPONSE: A low fraction of unique reflections is typical for data 
collections in a high-pressure cell. 
;
_vrf_PLAT201_23.8%P_1.50GPa      
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         13

RESPONSE: The treatment of several non-H atoms isotropically is a 
consequence of the high-pressure data collection and the low 
fraction of unique reflections measured. 
This is typical for high-pressure data collections.
;
# end Validation Reply Form
#====================================================================  
_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 O'
_chemical_formula_weight         238.31

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           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.288(3)
_cell_length_b                   12.199(3)
_cell_length_c                   15.2870(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2478.0(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    299(2)
_cell_measurement_pressure       1500000
_cell_measurement_reflns_used    2112
_cell_measurement_theta_min      3.07
_cell_measurement_theta_max      23.81

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_process_details   
;   
SCALE3 ABSPACK (Agilent Technologies, 2013)
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      299(2)
_diffrn_ambient_pressure         1500000
_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  'Xcalibur, Eos'
_diffrn_measurement_method       'φ- and ω scans'
_diffrn_detector_area_resol_mean 15.9718
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13047
_diffrn_reflns_av_R_equivalents  0.1385
_diffrn_reflns_av_sigmaI/netI    0.0987
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.49
_diffrn_reflns_theta_max         24.99
_reflns_number_total             1445
_reflns_number_gt                668
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_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)+(0.0712P)²+9.4349P] 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       0.009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1445
_refine_ls_number_parameters     166
_refine_ls_number_restraints     140
_refine_ls_R_factor_all          0.1992
_refine_ls_R_factor_gt           0.0916
_refine_ls_wR_factor_ref         0.2622
_refine_ls_wR_factor_gt          0.2002
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.008
_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
O1R O 0.0575(5) 0.1776(7) 0.4544(6) 0.050(2) Uani 0.762(12) 1 d PDU A 1
C1R C 0.2330(6) 0.2905(9) 0.4995(6) 0.053(3) Uiso 0.762(12) 1 d PDU A 1
H1R H 0.2214 0.2239 0.5274 0.064 Uiso 0.762(12) 1 calc PR A 1
C2R C 0.3197(8) 0.3481(10) 0.5156(7) 0.052(3) Uiso 0.762(12) 1 d PDU A 1
H2R H 0.3674 0.3196 0.5539 0.063 Uiso 0.762(12) 1 calc PR A 1
C3R C 0.3370(8) 0.4475(10) 0.4758(8) 0.053(3) Uiso 0.762(12) 1 d PDU A 1
H3R H 0.3958 0.4858 0.4880 0.064 Uiso 0.762(12) 1 calc PR A 1
C4R C 0.2683(7) 0.4906(9) 0.4184(7) 0.047(4) Uiso 0.762(12) 1 d PDU A 1
H4R H 0.2796 0.5580 0.3917 0.056 Uiso 0.762(12) 1 calc PR A 1
C5R C 0.1819(9) 0.4313(9) 0.4011(8) 0.046(4) Uiso 0.762(12) 1 d PDU A 1
H5R H 0.1356 0.4592 0.3613 0.055 Uiso 0.762(12) 1 calc PR A 1
C6R C 0.1622(6) 0.3325(8) 0.4408(7) 0.042(3) Uiso 0.762(12) 1 d PDU A 1
C7R C 0.0696(5) 0.2671(7) 0.4218(6) 0.045(3) Uiso 0.762(12) 1 d PDU A 1
C8R C -0.0131(7) 0.3225(8) 0.3719(6) 0.035(5) Uiso 0.762(12) 1 d PDU A 1
C9R C -0.0686(8) 0.3994(8) 0.4182(6) 0.038(3) Uiso 0.762(12) 1 d PDU A 1
H9R H -0.0466 0.4201 0.4735 0.045 Uiso 0.762(12) 1 calc PR A 1
C10R C -0.1546(8) 0.4462(9) 0.3857(6) 0.044(3) Uiso 0.762(12) 1 d PDU A 1
H10R H -0.1875 0.5015 0.4162 0.053 Uiso 0.762(12) 1 calc PR A 1
C11R C -0.1908(8) 0.4094(10) 0.3069(7) 0.051(3) Uiso 0.762(12) 1 d PDU A 1
H11R H -0.2501 0.4382 0.2844 0.061 Uiso 0.762(12) 1 calc PR A 1
C12R C -0.1394(8) 0.3298(12) 0.2612(7) 0.048(3) Uiso 0.762(12) 1 d PDU A 1
H12R H -0.1652 0.3068 0.2078 0.057 Uiso 0.762(12) 1 calc PR A 1
C13R C -0.0514(8) 0.2826(12) 0.2910(7) 0.040(3) Uiso 0.762(12) 1 d PDU A 1
C14R C 0.0022(7) 0.1933(8) 0.2386(5) 0.044(3) Uani 0.762(12) 1 d PDU A 1
C15R C -0.0314(10) 0.1963(11) 0.1423(5) 0.071(4) Uani 0.762(12) 1 d PDU A 1
H15A H 0.0025 0.1395 0.1104 0.107 Uiso 0.762(12) 1 calc PR A 1
H15B H -0.0149 0.2663 0.1175 0.107 Uiso 0.762(12) 1 calc PR A 1
H15C H -0.1028 0.1849 0.1390 0.107 Uiso 0.762(12) 1 calc PR A 1
C16R C -0.0271(10) 0.0805(9) 0.2755(7) 0.057(4) Uani 0.762(12) 1 d PDU A 1
H16A H -0.0062 0.0755 0.3355 0.085 Uiso 0.762(12) 1 calc PR A 1
H16B H 0.0053 0.0240 0.2421 0.085 Uiso 0.762(12) 1 calc PR A 1
H16C H -0.0988 0.0715 0.2720 0.085 Uiso 0.762(12) 1 calc PR A 1
C17R C 0.1158(6) 0.2097(8) 0.2392(6) 0.066(4) Uani 0.762(12) 1 d PDU A 1
H17A H 0.1397 0.2095 0.2984 0.099 Uiso 0.762(12) 1 calc PR A 1
H17B H 0.1319 0.2786 0.2122 0.099 Uiso 0.762(12) 1 calc PR A 1
H17C H 0.1474 0.1513 0.2072 0.099 Uiso 0.762(12) 1 calc PR A 1
O1P O 0.0573(6) 0.1575(8) 0.4357(6) 0.042(8) Uiso 0.238(12) 1 d PRDU A 2
C1P C 0.2224(6) 0.2680(8) 0.4878(6) 0.061(8) Uiso 0.238(12) 1 d PRDU A 2
H1P H 0.2125 0.1948 0.5023 0.073 Uiso 0.238(12) 1 calc PR A 2
C2P C 0.296(2) 0.331(2) 0.5299(19) 0.052(8) Uiso 0.238(12) 1 d PDU A 2
H2P H 0.3186 0.3109 0.5853 0.062 Uiso 0.238(12) 1 calc PR A 2
C3P C 0.335(2) 0.421(3) 0.489(2) 0.052(7) Uiso 0.238(12) 1 d PDU A 2
H3P H 0.3946 0.4529 0.5096 0.062 Uiso 0.238(12) 1 calc PR A 2
C4P C 0.286(2) 0.465(2) 0.419(2) 0.054(11) Uiso 0.238(12) 1 d PDU A 2
H4P H 0.3129 0.5237 0.3880 0.065 Uiso 0.238(12) 1 calc PR A 2
C5P C 0.195(3) 0.419(2) 0.394(3) 0.052(13) Uiso 0.238(12) 1 d PDU A 2
H5P H 0.1538 0.4571 0.3556 0.062 Uiso 0.238(12) 1 calc PR A 2
C6P C 0.1646(16) 0.3180(15) 0.4240(16) 0.052(12) Uiso 0.238(12) 1 d PDU A 2
C7P C 0.0811(10) 0.2534(11) 0.3831(9) 0.044(9) Uiso 0.238(12) 1 d PDU A 2
C8P C -0.0143(17) 0.3185(19) 0.3693(14) 0.042(16) Uiso 0.238(12) 1 d PDU A 2
C9P C -0.044(2) 0.409(2) 0.4176(16) 0.034(7) Uiso 0.238(12) 1 d PDU A 2
H9P H -0.0060 0.4340 0.4644 0.040 Uiso 0.238(12) 1 calc PR A 2
C10P C -0.133(2) 0.460(3) 0.3941(18) 0.041(5) Uiso 0.238(12) 1 d PDU A 2
H10P H -0.1631 0.5098 0.4318 0.049 Uiso 0.238(12) 1 calc PR A 2
C11P C -0.176(2) 0.436(3) 0.314(2) 0.056(8) Uiso 0.238(12) 1 d PDU A 2
H11P H -0.2328 0.4755 0.2960 0.067 Uiso 0.238(12) 1 calc PR A 2
C12P C -0.138(3) 0.356(4) 0.260(2) 0.049(8) Uiso 0.238(12) 1 d PDU A 2
H12P H -0.1675 0.3409 0.2061 0.059 Uiso 0.238(12) 1 calc PR A 2
C13P C -0.055(2) 0.297(3) 0.2874(17) 0.034(8) Uiso 0.238(12) 1 d PDU A 2
C14P C 0.0019(15) 0.2066(19) 0.2412(12) 0.045(5) Uiso 0.238(12) 1 d PDU A 2
C15P C 0.016(3) 0.230(3) 0.1437(12) 0.070(10) Uiso 0.238(12) 1 d PDU A 2
H15D H 0.0527 0.1705 0.1173 0.104 Uiso 0.238(12) 1 calc PR A 2
H15E H 0.0534 0.2967 0.1365 0.104 Uiso 0.238(12) 1 calc PR A 2
H15F H -0.0483 0.2369 0.1161 0.104 Uiso 0.238(12) 1 calc PR A 2
C16P C -0.054(3) 0.097(3) 0.254(3) 0.072(15) Uiso 0.238(12) 1 d PDU A 2
H16D H -0.0435 0.0716 0.3124 0.108 Uiso 0.238(12) 1 calc PR A 2
H16E H -0.0276 0.0442 0.2132 0.108 Uiso 0.238(12) 1 calc PR A 2
H16F H -0.1241 0.1076 0.2433 0.108 Uiso 0.238(12) 1 calc PR A 2
C17P C 0.1030(13) 0.208(2) 0.2911(10) 0.049(8) Uiso 0.238(12) 1 d PDU A 2
H17D H 0.1307 0.1348 0.2949 0.058 Uiso 0.238(12) 1 calc PR A 2
H17E H 0.1511 0.2548 0.2611 0.058 Uiso 0.238(12) 1 calc PR 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
O1R C7R 1.210(7) . ?
C1R C2R 1.373(8) . ?
C1R C6R 1.397(7) . ?
C1R H1R 0.9300 . ?
C2R C3R 1.376(8) . ?
C2R H2R 0.9300 . ?
C3R C4R 1.372(8) . ?
C3R H3R 0.9300 . ?
C4R C5R 1.383(8) . ?
C4R H4R 0.9300 . ?
C5R C6R 1.376(7) . ?
C5R H5R 0.9300 . ?
C6R C7R 1.494(7) . ?
C7R C8R 1.499(7) . ?
C8R C9R 1.388(7) . ?
C8R C13R 1.422(7) . ?
C9R C10R 1.370(8) . ?
C9R H9R 0.9300 . ?
C10R C11R 1.372(8) . ?
C10R H10R 0.9300 . ?
C11R C12R 1.376(8) . ?
C11R H11R 0.9300 . ?
C12R C13R 1.381(7) . ?
C12R H12R 0.9300 . ?
C13R C14R 1.528(7) . ?
C14R C17R 1.523(8) . ?
C14R C16R 1.537(8) . ?
C14R C15R 1.538(7) . ?
C15R H15A 0.9600 . ?
C15R H15B 0.9600 . ?
C15R H15C 0.9600 . ?
C16R H16A 0.9600 . ?
C16R H16B 0.9600 . ?
C16R H16C 0.9600 . ?
C17R H17A 0.9600 . ?
C17R H17B 0.9600 . ?
C17R H17C 0.9600 . ?
O1P C7P 1.454(9) . ?
C1P C6P 1.382(9) . ?
C1P C2P 1.401(9) . ?
C1P H1P 0.9300 . ?
C2P C3P 1.368(9) . ?
C2P H2P 0.9300 . ?
C3P C4P 1.372(9) . ?
C3P H3P 0.9300 . ?
C4P C5P 1.382(9) . ?
C4P H4P 0.9300 . ?
C5P C6P 1.375(9) . ?
C5P H5P 0.9300 . ?
C6P C7P 1.498(8) . ?
C7P C8P 1.510(9) . ?
C7P C17P 1.538(9) . ?
C8P C9P 1.383(9) . ?
C8P C13P 1.388(9) . ?
C9P C10P 1.380(9) . ?
C9P H9P 0.9300 . ?
C10P C11P 1.387(9) . ?
C10P H10P 0.9300 . ?
C11P C12P 1.382(9) . ?
C11P H11P 0.9300 . ?
C12P C13P 1.381(9) . ?
C12P H12P 0.9300 . ?
C13P C14P 1.510(9) . ?
C14P C15P 1.529(9) . ?
C14P C16P 1.535(9) . ?
C14P C17P 1.545(9) . ?
C15P H15D 0.9600 . ?
C15P H15E 0.9600 . ?
C15P H15F 0.9600 . ?
C16P H16D 0.9600 . ?
C16P H16E 0.9600 . ?
C16P H16F 0.9600 . ?
C17P H17D 0.9700 . ?
C17P H17E 0.9700 . ?

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
C2R C1R C6R 119.5(8) . . ?
C2R C1R H1R 120.2 . . ?
C6R C1R H1R 120.2 . . ?
C1R C2R C3R 120.8(8) . . ?
C1R C2R H2R 119.6 . . ?
C3R C2R H2R 119.6 . . ?
C4R C3R C2R 120.7(8) . . ?
C4R C3R H3R 119.6 . . ?
C2R C3R H3R 119.6 . . ?
C3R C4R C5R 118.3(8) . . ?
C3R C4R H4R 120.9 . . ?
C5R C4R H4R 120.9 . . ?
C6R C5R C4R 122.2(8) . . ?
C6R C5R H5R 118.9 . . ?
C4R C5R H5R 118.9 . . ?
C5R C6R C1R 118.5(7) . . ?
C5R C6R C7R 122.6(7) . . ?
C1R C6R C7R 118.9(7) . . ?
O1R C7R C6R 120.7(7) . . ?
O1R C7R C8R 121.2(7) . . ?
C6R C7R C8R 117.5(7) . . ?
C9R C8R C13R 119.0(6) . . ?
C9R C8R C7R 115.8(7) . . ?
C13R C8R C7R 123.4(7) . . ?
C10R C9R C8R 122.6(7) . . ?
C10R C9R H9R 118.7 . . ?
C8R C9R H9R 118.7 . . ?
C9R C10R C11R 118.3(8) . . ?
C9R C10R H10R 120.8 . . ?
C11R C10R H10R 120.8 . . ?
C10R C11R C12R 120.1(8) . . ?
C10R C11R H11R 119.9 . . ?
C12R C11R H11R 119.9 . . ?
C11R C12R C13R 123.1(7) . . ?
C11R C12R H12R 118.4 . . ?
C13R C12R H12R 118.4 . . ?
C12R C13R C8R 116.5(6) . . ?
C12R C13R C14R 121.3(6) . . ?
C8R C13R C14R 122.2(6) . . ?
C17R C14R C13R 111.4(7) . . ?
C17R C14R C16R 111.5(7) . . ?
C13R C14R C16R 109.2(7) . . ?
C17R C14R C15R 106.8(7) . . ?
C13R C14R C15R 110.5(7) . . ?
C16R C14R C15R 107.4(7) . . ?
C14R C15R H15A 109.5 . . ?
C14R C15R H15B 109.5 . . ?
H15A C15R H15B 109.5 . . ?
C14R C15R H15C 109.5 . . ?
H15A C15R H15C 109.5 . . ?
H15B C15R H15C 109.5 . . ?
C14R C16R H16A 109.5 . . ?
C14R C16R H16B 109.5 . . ?
H16A C16R H16B 109.5 . . ?
C14R C16R H16C 109.5 . . ?
H16A C16R H16C 109.5 . . ?
H16B C16R H16C 109.5 . . ?
C14R C17R H17A 109.5 . . ?
C14R C17R H17B 109.5 . . ?
H17A C17R H17B 109.5 . . ?
C14R C17R H17C 109.5 . . ?
H17A C17R H17C 109.5 . . ?
H17B C17R H17C 109.5 . . ?
C6P C1P C2P 118.2(11) . . ?
C6P C1P H1P 120.9 . . ?
C2P C1P H1P 120.9 . . ?
C3P C2P C1P 119.9(13) . . ?
C3P C2P H2P 120.1 . . ?
C1P C2P H2P 120.1 . . ?
C2P C3P C4P 119.2(12) . . ?
C2P C3P H3P 120.4 . . ?
C4P C3P H3P 120.4 . . ?
C3P C4P C5P 118.4(12) . . ?
C3P C4P H4P 120.8 . . ?
C5P C4P H4P 120.8 . . ?
C6P C5P C4P 122.0(13) . . ?
C6P C5P H5P 119.0 . . ?
C4P C5P H5P 119.0 . . ?
C5P C6P C1P 117.8(10) . . ?
C5P C6P C7P 123.4(11) . . ?
C1P C6P C7P 118.3(9) . . ?
O1P C7P C6P 110.7(8) . . ?
O1P C7P C8P 108.6(12) . . ?
C6P C7P C8P 113.7(11) . . ?
O1P C7P C17P 105.0(10) . . ?
C6P C7P C17P 115.5(12) . . ?
C8P C7P C17P 102.7(8) . . ?
C9P C8P C13P 121.4(11) . . ?
C9P C8P C7P 125.8(12) . . ?
C13P C8P C7P 110.6(8) . . ?
C10P C9P C8P 117.8(12) . . ?
C10P C9P H9P 121.1 . . ?
C8P C9P H9P 121.1 . . ?
C9P C10P C11P 119.5(12) . . ?
C9P C10P H10P 120.2 . . ?
C11P C10P H10P 120.2 . . ?
C12P C11P C10P 121.4(12) . . ?
C12P C11P H11P 119.3 . . ?
C10P C11P H11P 119.3 . . ?
C13P C12P C11P 118.9(12) . . ?
C13P C12P H12P 120.5 . . ?
C11P C12P H12P 120.5 . . ?
C12P C13P C8P 119.1(10) . . ?
C12P C13P C14P 129.3(11) . . ?
C8P C13P C14P 111.5(8) . . ?
C13P C14P C15P 112.5(13) . . ?
C13P C14P C16P 109.7(13) . . ?
C15P C14P C16P 110.0(12) . . ?
C13P C14P C17P 101.1(9) . . ?
C15P C14P C17P 111.7(12) . . ?
C16P C14P C17P 111.5(13) . . ?
C14P C15P H15D 109.5 . . ?
C14P C15P H15E 109.5 . . ?
H15D C15P H15E 109.5 . . ?
C14P C15P H15F 109.5 . . ?
H15D C15P H15F 109.5 . . ?
H15E C15P H15F 109.5 . . ?
C14P C16P H16D 109.5 . . ?
C14P C16P H16E 109.5 . . ?
H16D C16P H16E 109.5 . . ?
C14P C16P H16F 109.5 . . ?
H16D C16P H16F 109.5 . . ?
H16E C16P H16F 109.5 . . ?
C7P C17P C14P 106.9(8) . . ?
C7P C17P H17D 110.3 . . ?
C14P C17P H17D 110.3 . . ?
C7P C17P H17E 110.3 . . ?
C14P C17P H17E 110.3 . . ?
H17D C17P H17E 108.6 . . ?

_diffrn_measured_fraction_theta_max 0.661
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.661
_refine_diff_density_max         0.220
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.056
_database_code_depnum_ccdc_archive 'CCDC 986689'
