# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_121016lt
_database_code_depnum_ccdc_archive 'CCDC 923284'
_audit_update_record             
;
2013-02-05 deposited with the CCDC.
2017-05-30 downloaded from the CCDC.
;
#TrackingRef '121016LT.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H14 O2'
_chemical_formula_weight         250.28

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   'F d d 2'
_symmetry_space_group_name_hall  'F 2 -2d'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x+1/4, y+1/4, z+1/4'
'x+1/4, -y+1/4, z+1/4'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'-x+1/4, y+3/4, z+3/4'
'x+1/4, -y+3/4, z+3/4'
'x+1/2, y, z+1/2'
'-x+1/2, -y, z+1/2'
'-x+3/4, y+1/4, z+3/4'
'x+3/4, -y+1/4, z+3/4'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+3/4, y+3/4, z+1/4'
'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   13.3885(3)
_cell_length_b                   66.3135(18)
_cell_length_c                   5.5816(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4955.6(2)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4792
_cell_measurement_theta_min      3.1044
_cell_measurement_theta_max      26.3515

_exptl_crystal_description       Tabullar
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2112
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8690
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            11029
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_sigmaI/netI    0.0433
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -82
_diffrn_reflns_limit_k_max       82
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.23
_diffrn_reflns_theta_max         26.39
_reflns_number_total             2518
_reflns_number_gt                2316
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0687P)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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(13)
_refine_ls_number_reflns         2518
_refine_ls_number_parameters     174
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.1154
_refine_ls_wR_factor_gt          0.0807
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_restrained_S_all      1.168
_refine_ls_shift/su_max          0.001
_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 -0.65997(10) -0.738453(19) 0.3449(3) 0.0192(3) Uani 1 1 d . . .
O2 O -0.80259(9) -0.72736(2) 0.6571(3) 0.0198(3) Uani 1 1 d . . .
H2 H -0.8046 -0.7356 0.5432 0.030 Uiso 1 1 calc R . .
C1 C -0.59254(14) -0.74261(3) 0.1522(4) 0.0200(4) Uani 1 1 d . . .
H1A H -0.5298 -0.7479 0.2169 0.030 Uiso 1 1 calc R . .
H1B H -0.5792 -0.7302 0.0634 0.030 Uiso 1 1 calc R . .
H1C H -0.6225 -0.7526 0.0445 0.030 Uiso 1 1 calc R . .
C2 C -0.63810(14) -0.72250(3) 0.4950(3) 0.0152(4) Uani 1 1 d . . .
C3 C -0.71258(13) -0.71751(3) 0.6551(4) 0.0152(4) Uani 1 1 d . . .
C4 C -0.69779(14) -0.70204(3) 0.8265(4) 0.0140(4) Uani 1 1 d . . .
C5 C -0.60622(13) -0.69088(3) 0.8213(4) 0.0137(4) Uani 1 1 d . . .
C6 C -0.59200(12) -0.67504(3) 0.9921(4) 0.0146(4) Uani 1 1 d . . .
C7 C -0.50018(13) -0.66212(3) 0.9824(4) 0.0141(4) Uani 1 1 d . . .
C8 C -0.48386(14) -0.64918(3) 0.7895(4) 0.0161(4) Uani 1 1 d . . .
H8 H -0.5298 -0.6490 0.6599 0.019 Uiso 1 1 calc R . .
C9 C -0.40123(14) -0.63654(3) 0.7847(4) 0.0183(4) Uani 1 1 d . . .
H9 H -0.3914 -0.6277 0.6529 0.022 Uiso 1 1 calc R . .
C10 C -0.33272(14) -0.63679(3) 0.9725(4) 0.0184(5) Uani 1 1 d . . .
H10 H -0.2765 -0.6280 0.9701 0.022 Uiso 1 1 calc R . .
C11 C -0.53244(13) -0.69641(3) 0.6532(4) 0.0153(4) Uani 1 1 d . . .
H11 H -0.4712 -0.6892 0.6498 0.018 Uiso 1 1 calc R . .
C12 C -0.54688(14) -0.71190(3) 0.4946(4) 0.0155(4) Uani 1 1 d . . .
H12 H -0.4956 -0.7155 0.3849 0.019 Uiso 1 1 calc R . .
C13 C -0.66314(13) -0.67162(3) 1.1645(4) 0.0159(4) Uani 1 1 d . . .
H13 H -0.6528 -0.6612 1.2788 0.019 Uiso 1 1 calc R . .
C14 C -0.75161(14) -0.68327(3) 1.1755(4) 0.0172(4) Uani 1 1 d . . .
H14 H -0.7990 -0.6809 1.2989 0.021 Uiso 1 1 calc R . .
C15 C -0.76902(13) -0.69801(3) 1.0083(4) 0.0160(4) Uani 1 1 d . . .
H15 H -0.8292 -0.7056 1.0143 0.019 Uiso 1 1 calc R . .
C16 C -0.43074(13) -0.66242(3) 1.1680(4) 0.0171(4) Uani 1 1 d . . .
H16 H -0.4404 -0.6713 1.2998 0.021 Uiso 1 1 calc R . .
C17 C -0.34717(13) -0.64988(3) 1.1629(4) 0.0185(4) Uani 1 1 d . . .
H17 H -0.3001 -0.6503 1.2901 0.022 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 C2 1.381(2) . ?
O1 C1 1.431(3) . ?
O2 C3 1.371(2) . ?
O2 H2 0.8400 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.379(3) . ?
C2 C12 1.409(3) . ?
C3 C4 1.416(3) . ?
C4 C15 1.418(3) . ?
C4 C5 1.432(2) . ?
C5 C11 1.411(3) . ?
C5 C6 1.431(3) . ?
C6 C13 1.373(3) . ?
C6 C7 1.499(2) . ?
C7 C16 1.392(3) . ?
C7 C8 1.394(3) . ?
C8 C9 1.388(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(3) . ?
C9 H9 0.9500 . ?
C10 C17 1.386(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.370(3) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.415(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.371(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.394(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 118.02(15) . . ?
C3 O2 H2 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 O1 115.06(16) . . ?
C3 C2 C12 120.53(17) . . ?
O1 C2 C12 124.40(17) . . ?
O2 C3 C2 121.79(18) . . ?
O2 C3 C4 117.52(17) . . ?
C2 C3 C4 120.69(16) . . ?
C3 C4 C15 121.74(16) . . ?
C3 C4 C5 118.69(17) . . ?
C15 C4 C5 119.51(17) . . ?
C11 C5 C6 122.71(16) . . ?
C11 C5 C4 118.59(16) . . ?
C6 C5 C4 118.67(17) . . ?
C13 C6 C5 119.71(17) . . ?
C13 C6 C7 119.99(17) . . ?
C5 C6 C7 120.29(17) . . ?
C16 C7 C8 118.60(17) . . ?
C16 C7 C6 120.85(18) . . ?
C8 C7 C6 120.53(18) . . ?
C9 C8 C7 120.77(19) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C8 C9 C10 120.20(19) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C17 C10 C9 119.52(18) . . ?
C17 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C12 C11 C5 121.71(17) . . ?
C12 C11 H11 119.1 . . ?
C5 C11 H11 119.1 . . ?
C11 C12 C2 119.70(18) . . ?
C11 C12 H12 120.1 . . ?
C2 C12 H12 120.1 . . ?
C6 C13 C14 121.40(19) . . ?
C6 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C15 C14 C13 120.11(19) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C4 120.48(17) . . ?
C14 C15 H15 119.8 . . ?
C4 C15 H15 119.8 . . ?
C7 C16 C17 120.82(19) . . ?
C7 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C10 C17 C16 120.1(2) . . ?
C10 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.39
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.183


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_161104LT_0m
_audit_block_doi                 10.5517/ccdc.csd.cc1n4f6f
_database_code_depnum_ccdc_archive 'CCDC 1523594'
_audit_update_record             
;
2016-12-20 deposited with the CCDC.
2017-05-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 O2'
_chemical_formula_weight         340.40

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.6111(3)
_cell_length_b                   9.8830(5)
_cell_length_c                   14.4700(8)
_cell_angle_alpha                106.574(2)
_cell_angle_beta                 94.682(2)
_cell_angle_gamma                104.105(2)
_cell_volume                     867.14(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4572
_cell_measurement_theta_min      2.2393
_cell_measurement_theta_max      26.2864

_exptl_crystal_description       Lump
_exptl_crystal_colour            Colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.082
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8919
_exptl_absorpt_correction_T_max  0.9485
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            11883
_diffrn_reflns_av_unetI/netI     0.0266
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.488
_diffrn_reflns_theta_max         26.356
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3534
_reflns_number_gt                3032
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0667P)²+0.2269P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3534
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.1231
_refine_ls_wR_factor_gt          0.1084
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.17578(14) 0.55358(10) 1.34737(6) 0.0187(2) Uani 1 1 d . . . . .
O2 O 1.46614(14) 0.58270(10) 1.22881(6) 0.0194(2) Uani 1 1 d . . . . .
C1 C 0.8007(2) -0.22537(15) 0.44556(10) 0.0258(3) Uani 1 1 d . . . . .
H1 H 0.7768 -0.2859 0.3794 0.031 Uiso 1 1 calc R U . . .
C2 C 0.9956(2) -0.18996(15) 0.50302(10) 0.0234(3) Uani 1 1 d . . . . .
H16 H 1.1063 -0.2252 0.4760 0.028 Uiso 1 1 calc R U . . .
C3 C 1.0297(2) -0.10308(14) 0.59997(9) 0.0187(3) Uani 1 1 d . . . . .
H17 H 1.1643 -0.0791 0.6388 0.022 Uiso 1 1 calc R U . . .
C4 C 0.8692(2) -0.05027(13) 0.64148(9) 0.0157(3) Uani 1 1 d . . . . .
C5 C 0.90586(19) 0.03939(13) 0.74600(9) 0.0150(3) Uani 1 1 d . . . . .
C6 C 1.04296(19) 0.01541(14) 0.81475(9) 0.0165(3) Uani 1 1 d . . . . .
H18 H 1.1123 -0.0590 0.7939 0.020 Uiso 1 1 calc R U . . .
C7 C 1.07950(19) 0.09822(14) 0.91266(9) 0.0163(3) Uani 1 1 d . . . . .
H19 H 1.1744 0.0803 0.9577 0.020 Uiso 1 1 calc R U . . .
C8 C 0.97890(19) 0.20755(13) 0.94611(9) 0.0145(3) Uani 1 1 d . . . . .
C9 C 1.02300(19) 0.29767(13) 1.05139(9) 0.0144(3) Uani 1 1 d . . . . .
C10 C 0.86750(19) 0.28418(13) 1.11349(9) 0.0144(3) Uani 1 1 d . . . . .
C11 C 0.92334(19) 0.36909(14) 1.21450(9) 0.0154(3) Uani 1 1 d . . . . .
C12 C 1.1281(2) 0.46780(14) 1.25029(9) 0.0155(3) Uani 1 1 d . . . . .
C13 C 1.2852(2) 0.49218(16) 1.40778(10) 0.0240(3) Uani 1 1 d . . . . .
H3 H 1.2035 0.3909 1.3986 0.036 Uiso 1 1 calc R U . . .
H2 H 1.3019 0.5511 1.4765 0.036 Uiso 1 1 calc R U . . .
H20 H 1.4248 0.4928 1.3894 0.036 Uiso 1 1 calc R U . . .
C14 C 0.6607(2) 0.18595(14) 1.07980(9) 0.0168(3) Uani 1 1 d . . . . .
H7 H 0.6203 0.1294 1.0127 0.020 Uiso 1 1 calc R U . . .
C15 C 0.5187(2) 0.17162(14) 1.14267(10) 0.0189(3) Uani 1 1 d . . . . .
H6 H 0.3819 0.1046 1.1190 0.023 Uiso 1 1 calc R U . . .
C16 C 0.5747(2) 0.25584(15) 1.24242(10) 0.0192(3) Uani 1 1 d . . . . .
H5 H 0.4753 0.2452 1.2855 0.023 Uiso 1 1 calc R U . . .
C17 C 0.7711(2) 0.35265(14) 1.27749(9) 0.0180(3) Uani 1 1 d . . . . .
H4 H 0.8063 0.4096 1.3447 0.022 Uiso 1 1 calc R U . . .
C18 C 1.22125(19) 0.39393(14) 1.08977(9) 0.0153(3) Uani 1 1 d . . . . .
H8 H 1.3247 0.4015 1.0483 0.018 Uiso 1 1 calc R U . . .
C19 C 1.27476(19) 0.48139(14) 1.18877(9) 0.0155(3) Uani 1 1 d . . . . .
C20 C 1.6174(2) 0.60263(15) 1.16538(10) 0.0204(3) Uani 1 1 d . . . . .
H10 H 1.6505 0.5096 1.1366 0.031 Uiso 1 1 calc R U . . .
H11 H 1.7467 0.6778 1.2027 0.031 Uiso 1 1 calc R U . . .
H9 H 1.5590 0.6341 1.1132 0.031 Uiso 1 1 calc R U . . .
C21 C 0.8061(2) 0.14960(14) 0.77963(9) 0.0182(3) Uani 1 1 d . . . . .
H12 H 0.7129 0.1688 0.7346 0.022 Uiso 1 1 calc R U . . .
C22 C 0.8412(2) 0.23120(15) 0.87781(9) 0.0183(3) Uani 1 1 d . . . . .
H13 H 0.7702 0.3046 0.8990 0.022 Uiso 1 1 calc R U . . .
C23 C 0.6409(2) -0.17238(15) 0.48471(10) 0.0248(3) Uani 1 1 d . . . . .
H15 H 0.5077 -0.1955 0.4450 0.030 Uiso 1 1 calc R U . . .
C24 C 0.6741(2) -0.08554(15) 0.58185(9) 0.0196(3) Uani 1 1 d . . . . .
H14 H 0.5632 -0.0497 0.6081 0.024 Uiso 1 1 calc R U . . .


_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 C12 1.3818(14) . ?
O1 C13 1.4384(15) . ?
O2 C19 1.3679(15) . ?
O2 C20 1.4277(16) . ?
C1 C23 1.382(2) . ?
C1 C2 1.383(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.3867(18) . ?
C2 H16 0.9500 . ?
C3 C4 1.3982(18) . ?
C3 H17 0.9500 . ?
C4 C24 1.3988(17) . ?
C4 C5 1.4840(17) . ?
C5 C21 1.3995(18) . ?
C5 C6 1.3998(17) . ?
C6 C7 1.3862(17) . ?
C6 H18 0.9500 . ?
C7 C8 1.3960(17) . ?
C7 H19 0.9500 . ?
C8 C22 1.3960(17) . ?
C8 C9 1.4918(16) . ?
C9 C18 1.3796(18) . ?
C9 C10 1.4263(18) . ?
C10 C14 1.4228(18) . ?
C10 C11 1.4275(17) . ?
C11 C12 1.4163(18) . ?
C11 C17 1.4230(18) . ?
C12 C19 1.3771(19) . ?
C13 H3 0.9800 . ?
C13 H2 0.9800 . ?
C13 H20 0.9800 . ?
C14 C15 1.3697(19) . ?
C14 H7 0.9500 . ?
C15 C16 1.4108(18) . ?
C15 H6 0.9500 . ?
C16 C17 1.3669(19) . ?
C16 H5 0.9500 . ?
C17 H4 0.9500 . ?
C18 C19 1.4093(17) . ?
C18 H8 0.9500 . ?
C20 H10 0.9800 . ?
C20 H11 0.9800 . ?
C20 H9 0.9800 . ?
C21 C22 1.3870(18) . ?
C21 H12 0.9500 . ?
C22 H13 0.9500 . ?
C23 C24 1.3893(19) . ?
C23 H15 0.9500 . ?
C24 H14 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C12 O1 C13 112.64(9) . . ?
C19 O2 C20 117.55(10) . . ?
C23 C1 C2 119.81(12) . . ?
C23 C1 H1 120.1 . . ?
C2 C1 H1 120.1 . . ?
C1 C2 C3 120.10(13) . . ?
C1 C2 H16 120.0 . . ?
C3 C2 H16 120.0 . . ?
C2 C3 C4 121.04(12) . . ?
C2 C3 H17 119.5 . . ?
C4 C3 H17 119.5 . . ?
C3 C4 C24 118.03(12) . . ?
C3 C4 C5 120.53(11) . . ?
C24 C4 C5 121.44(11) . . ?
C21 C5 C6 117.65(11) . . ?
C21 C5 C4 121.92(11) . . ?
C6 C5 C4 120.43(11) . . ?
C7 C6 C5 121.26(11) . . ?
C7 C6 H18 119.4 . . ?
C5 C6 H18 119.4 . . ?
C6 C7 C8 120.98(11) . . ?
C6 C7 H19 119.5 . . ?
C8 C7 H19 119.5 . . ?
C7 C8 C22 117.90(11) . . ?
C7 C8 C9 120.34(11) . . ?
C22 C8 C9 121.74(11) . . ?
C18 C9 C10 119.41(11) . . ?
C18 C9 C8 118.84(11) . . ?
C10 C9 C8 121.73(11) . . ?
C14 C10 C9 122.80(11) . . ?
C14 C10 C11 118.39(11) . . ?
C9 C10 C11 118.78(11) . . ?
C12 C11 C17 121.19(12) . . ?
C12 C11 C10 119.74(12) . . ?
C17 C11 C10 119.07(12) . . ?
C19 C12 O1 120.59(11) . . ?
C19 C12 C11 120.60(11) . . ?
O1 C12 C11 118.78(11) . . ?
O1 C13 H3 109.5 . . ?
O1 C13 H2 109.5 . . ?
H3 C13 H2 109.5 . . ?
O1 C13 H20 109.5 . . ?
H3 C13 H20 109.5 . . ?
H2 C13 H20 109.5 . . ?
C15 C14 C10 121.02(12) . . ?
C15 C14 H7 119.5 . . ?
C10 C14 H7 119.5 . . ?
C14 C15 C16 120.35(12) . . ?
C14 C15 H6 119.8 . . ?
C16 C15 H6 119.8 . . ?
C17 C16 C15 120.44(12) . . ?
C17 C16 H5 119.8 . . ?
C15 C16 H5 119.8 . . ?
C16 C17 C11 120.72(12) . . ?
C16 C17 H4 119.6 . . ?
C11 C17 H4 119.6 . . ?
C9 C18 C19 121.94(12) . . ?
C9 C18 H8 119.0 . . ?
C19 C18 H8 119.0 . . ?
O2 C19 C12 116.68(11) . . ?
O2 C19 C18 123.84(11) . . ?
C12 C19 C18 119.48(11) . . ?
O2 C20 H10 109.5 . . ?
O2 C20 H11 109.5 . . ?
H10 C20 H11 109.5 . . ?
O2 C20 H9 109.5 . . ?
H10 C20 H9 109.5 . . ?
H11 C20 H9 109.5 . . ?
C22 C21 C5 120.96(11) . . ?
C22 C21 H12 119.5 . . ?
C5 C21 H12 119.5 . . ?
C21 C22 C8 121.25(11) . . ?
C21 C22 H13 119.4 . . ?
C8 C22 H13 119.4 . . ?
C1 C23 C24 120.31(13) . . ?
C1 C23 H15 119.8 . . ?
C24 C23 H15 119.8 . . ?
C23 C24 C4 120.71(13) . . ?
C23 C24 H14 119.6 . . ?
C4 C24 H14 119.6 . . ?

_refine_diff_density_max         0.231
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.049

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_121017lt_0m
_database_code_depnum_ccdc_archive 'CCDC 923283'
_audit_update_record             
;
2013-02-05 deposited with the CCDC.
2017-05-30 downloaded from the CCDC.
;
#TrackingRef '121017LT_0m.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H13 F O2'
_chemical_formula_weight         268.27

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.7021(11)
_cell_length_b                   7.9371(12)
_cell_length_c                   12.170(2)
_cell_angle_alpha                85.327(6)
_cell_angle_beta                 80.530(6)
_cell_angle_gamma                82.517(6)
_cell_volume                     631.92(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3792
_cell_measurement_theta_min      3.0125
_cell_measurement_theta_max      26.3479

_exptl_crystal_description       Lump
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             280
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9019
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            9259
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         26.38
_reflns_number_total             2547
_reflns_number_gt                2152
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.68A (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0516P)²+0.2391P] 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         2547
_refine_ls_number_parameters     183
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0343
_refine_ls_wR_factor_ref         0.1097
_refine_ls_wR_factor_gt          0.0907
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.003
_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
F1 F 0.38092(13) 1.10718(11) 0.41603(7) 0.0287(2) Uani 1 1 d . . .
O1 O 0.17294(14) 0.16042(12) -0.02511(8) 0.0213(2) Uani 1 1 d . . .
O2 O -0.21089(14) 0.18409(12) 0.08612(8) 0.0216(2) Uani 1 1 d . . .
H2 H -0.1506 0.1162 0.0386 0.032 Uiso 1 1 calc R . .
C1 C 0.2694(2) 0.98846(17) 0.39057(12) 0.0203(3) Uani 1 1 d . . .
C2 C 0.2156(2) 1.00090(18) 0.28570(12) 0.0227(3) Uani 1 1 d . . .
H2A H 0.2556 1.0897 0.2328 0.027 Uiso 1 1 calc R . .
C3 C 0.1017(2) 0.88055(18) 0.25914(12) 0.0221(3) Uani 1 1 d . . .
H3 H 0.0646 0.8863 0.1868 0.027 Uiso 1 1 calc R . .
C4 C 0.0408(2) 0.75083(17) 0.33733(11) 0.0183(3) Uani 1 1 d . . .
C5 C -0.0874(2) 0.62487(17) 0.30979(11) 0.0184(3) Uani 1 1 d . . .
C6 C -0.0138(2) 0.51131(16) 0.22235(11) 0.0172(3) Uani 1 1 d . . .
C7 C -0.1463(2) 0.39719(16) 0.19727(11) 0.0172(3) Uani 1 1 d . . .
C8 C -0.0769(2) 0.28668(17) 0.11014(11) 0.0176(3) Uani 1 1 d . . .
C9 C 0.1193(2) 0.28124(17) 0.05328(11) 0.0178(3) Uani 1 1 d . . .
C10 C 0.3629(2) 0.17008(18) -0.09910(12) 0.0219(3) Uani 1 1 d . . .
H10A H 0.3664 0.2858 -0.1337 0.033 Uiso 1 1 calc R . .
H10B H 0.3752 0.0893 -0.1573 0.033 Uiso 1 1 calc R . .
H10C H 0.4762 0.1417 -0.0567 0.033 Uiso 1 1 calc R . .
C11 C 0.2124(2) 0.86406(18) 0.47056(12) 0.0217(3) Uani 1 1 d . . .
H11 H 0.2514 0.8591 0.5425 0.026 Uiso 1 1 calc R . .
C12 C 0.0959(2) 0.74570(17) 0.44312(12) 0.0198(3) Uani 1 1 d . . .
H12 H 0.0531 0.6596 0.4976 0.024 Uiso 1 1 calc R . .
C13 C 0.1857(2) 0.50358(17) 0.16118(12) 0.0192(3) Uani 1 1 d . . .
H13 H 0.2758 0.5783 0.1768 0.023 Uiso 1 1 calc R . .
C14 C 0.2514(2) 0.39041(17) 0.07975(12) 0.0195(3) Uani 1 1 d . . .
H14 H 0.3870 0.3857 0.0410 0.023 Uiso 1 1 calc R . .
C15 C -0.3437(2) 0.39486(17) 0.26110(12) 0.0187(3) Uani 1 1 d . . .
H15 H -0.4316 0.3186 0.2450 0.022 Uiso 1 1 calc R . .
C16 C -0.4072(2) 0.50192(18) 0.34551(12) 0.0206(3) Uani 1 1 d . . .
H16 H -0.5387 0.4985 0.3885 0.025 Uiso 1 1 calc R . .
C17 C -0.2797(2) 0.61759(18) 0.36961(12) 0.0204(3) Uani 1 1 d . . .
H17 H -0.3273 0.6919 0.4282 0.025 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
F1 C1 1.3601(15) . ?
O1 C9 1.3804(16) . ?
O1 C10 1.4401(16) . ?
O2 C8 1.3675(16) . ?
O2 H2 0.8400 . ?
C1 C11 1.374(2) . ?
C1 C2 1.375(2) . ?
C2 C3 1.386(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.398(2) . ?
C3 H3 0.9500 . ?
C4 C12 1.393(2) . ?
C4 C5 1.4906(18) . ?
C5 C17 1.378(2) . ?
C5 C6 1.4338(19) . ?
C6 C13 1.4154(19) . ?
C6 C7 1.4305(18) . ?
C7 C8 1.4118(19) . ?
C7 C15 1.4211(19) . ?
C8 C9 1.3787(19) . ?
C9 C14 1.4065(19) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.3895(19) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.372(2) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.365(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.411(2) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 O1 C10 116.90(10) . . ?
C8 O2 H2 109.5 . . ?
F1 C1 C11 119.05(13) . . ?
F1 C1 C2 117.98(12) . . ?
C11 C1 C2 122.96(13) . . ?
C1 C2 C3 118.33(13) . . ?
C1 C2 H2A 120.8 . . ?
C3 C2 H2A 120.8 . . ?
C2 C3 C4 120.95(13) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C12 C4 C3 118.48(13) . . ?
C12 C4 C5 120.63(12) . . ?
C3 C4 C5 120.85(12) . . ?
C17 C5 C6 119.55(12) . . ?
C17 C5 C4 119.31(12) . . ?
C6 C5 C4 121.14(12) . . ?
C13 C6 C7 118.21(12) . . ?
C13 C6 C5 123.20(12) . . ?
C7 C6 C5 118.57(12) . . ?
C8 C7 C15 121.10(12) . . ?
C8 C7 C6 119.13(12) . . ?
C15 C7 C6 119.76(12) . . ?
O2 C8 C9 121.74(12) . . ?
O2 C8 C7 117.30(12) . . ?
C9 C8 C7 120.95(12) . . ?
C8 C9 O1 115.46(12) . . ?
C8 C9 C14 119.91(12) . . ?
O1 C9 C14 124.59(12) . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1 C11 C12 118.00(13) . . ?
C1 C11 H11 121.0 . . ?
C12 C11 H11 121.0 . . ?
C11 C12 C4 121.26(13) . . ?
C11 C12 H12 119.4 . . ?
C4 C12 H12 119.4 . . ?
C14 C13 C6 121.34(12) . . ?
C14 C13 H13 119.3 . . ?
C6 C13 H13 119.3 . . ?
C13 C14 C9 120.37(12) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
C16 C15 C7 120.15(12) . . ?
C16 C15 H15 119.9 . . ?
C7 C15 H15 119.9 . . ?
C15 C16 C17 120.67(13) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C5 C17 C16 121.26(13) . . ?
C5 C17 H17 119.4 . . ?
C16 C17 H17 119.4 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        26.38
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.049


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_161015
_database_code_depnum_ccdc_archive 'CCDC 1519809'
_audit_update_record             
;
2016-11-29 deposited with the CCDC.
2017-05-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 O3'
_chemical_formula_weight         294.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.3450(12)
_cell_length_b                   15.2538(14)
_cell_length_c                   7.5723(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.819(2)
_cell_angle_gamma                90
_cell_volume                     1518.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1285
_cell_measurement_theta_min      2.6706
_cell_measurement_theta_max      22.7563

_exptl_crystal_description       lump
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8689
_exptl_absorpt_correction_T_max  0.9485
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            12198
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         2.045
_diffrn_reflns_theta_max         26.421
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3116
_reflns_number_gt                1681
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0508P)²+0.1995P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3116
_refine_ls_number_parameters     202
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1172
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1285
_refine_ls_wR_factor_gt          0.1026
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.996
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.89874(12) 0.70476(10) 0.2409(2) 0.0534(5) Uani 1 1 d . . . . .
O2 O 0.65911(12) 0.33061(10) 1.1408(2) 0.0530(5) Uani 1 1 d . . . . .
O3 O 1.02725(12) 0.62883(11) 0.5098(2) 0.0581(5) Uani 1 1 d . . . . .
C1 C 0.9348(2) 0.65571(18) 0.1054(4) 0.0627(7) Uani 1 1 d . . . . .
H1 H 0.9898 0.6169 0.1605 0.094 Uiso 1 1 calc R U . . .
H4 H 0.9603 0.6958 0.0223 0.094 Uiso 1 1 calc R U . . .
H5 H 0.8791 0.6205 0.0399 0.094 Uiso 1 1 calc R U . . .
C2 C 0.86114(18) 0.65406(14) 0.3656(3) 0.0414(6) Uani 1 1 d . . . . .
C3 C 0.75444(17) 0.64719(14) 0.3541(3) 0.0402(5) Uani 1 1 d . . . . .
C4 C 0.71386(16) 0.59626(13) 0.4819(3) 0.0372(5) Uani 1 1 d . . . . .
C5 C 0.78205(16) 0.55333(13) 0.6205(3) 0.0374(5) Uani 1 1 d . . . . .
C6 C 0.74587(15) 0.49653(14) 0.7558(3) 0.0371(5) Uani 1 1 d . . . . .
C7 C 0.77308(17) 0.40822(15) 0.7711(3) 0.0437(6) Uani 1 1 d . . . . .
H16 H 0.8134 0.3842 0.6910 0.052 Uiso 1 1 calc R U . . .
C8 C 0.74297(17) 0.35504(15) 0.8992(3) 0.0462(6) Uani 1 1 d . . . . .
H17 H 0.7621 0.2950 0.9060 0.055 Uiso 1 1 calc R U . . .
C9 C 0.68488(16) 0.38877(14) 1.0184(3) 0.0403(6) Uani 1 1 d . . . . .
C10 C 0.6045(2) 0.36285(18) 1.2719(4) 0.0679(8) Uani 1 1 d . . . . .
H2 H 0.6432 0.4102 1.3395 0.102 Uiso 1 1 calc R U . . .
H18 H 0.5939 0.3153 1.3538 0.102 Uiso 1 1 calc R U . . .
H3 H 0.5384 0.3854 1.2129 0.102 Uiso 1 1 calc R U . . .
C11 C 0.92487(16) 0.61531(14) 0.5035(3) 0.0420(6) Uani 1 1 d . . . . .
C12 C 1.09217(19) 0.6157(2) 0.6763(4) 0.0668(8) Uani 1 1 d . . . . .
H8 H 1.0646 0.6467 0.7708 0.100 Uiso 1 1 calc R U . . .
H7 H 1.1601 0.6385 0.6694 0.100 Uiso 1 1 calc R U . . .
H6 H 1.0967 0.5529 0.7038 0.100 Uiso 1 1 calc R U . . .
C13 C 0.88502(16) 0.56397(14) 0.6289(3) 0.0414(6) Uani 1 1 d . . . . .
H9 H 0.9304 0.5358 0.7219 0.050 Uiso 1 1 calc R U . . .
C14 C 0.6864(2) 0.69096(15) 0.2172(3) 0.0504(6) Uani 1 1 d . . . . .
H13 H 0.7127 0.7260 0.1321 0.060 Uiso 1 1 calc R U . . .
C15 C 0.5838(2) 0.68315(17) 0.2070(4) 0.0603(7) Uani 1 1 d . . . . .
H12 H 0.5394 0.7129 0.1149 0.072 Uiso 1 1 calc R U . . .
C16 C 0.54329(19) 0.63179(17) 0.3304(3) 0.0569(7) Uani 1 1 d . . . . .
H11 H 0.4717 0.6262 0.3209 0.068 Uiso 1 1 calc R U . . .
C17 C 0.60623(17) 0.58958(15) 0.4647(3) 0.0461(6) Uani 1 1 d . . . . .
H10 H 0.5777 0.5551 0.5482 0.055 Uiso 1 1 calc R U . . .
C18 C 0.68750(17) 0.52859(14) 0.8769(3) 0.0434(6) Uani 1 1 d . . . . .
H14 H 0.6677 0.5885 0.8698 0.052 Uiso 1 1 calc R U . . .
C19 C 0.65720(16) 0.47626(14) 1.0077(3) 0.0438(6) Uani 1 1 d . . . . .
H15 H 0.6178 0.5002 1.0893 0.053 Uiso 1 1 calc R U . . .


_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 C2 1.379(3) . ?
O1 C1 1.418(3) . ?
O2 C9 1.369(3) . ?
O2 C10 1.416(3) . ?
O3 C11 1.375(2) . ?
O3 C12 1.417(3) . ?
C1 H1 0.9800 . ?
C1 H4 0.9800 . ?
C1 H5 0.9800 . ?
C2 C11 1.364(3) . ?
C2 C3 1.416(3) . ?
C3 C4 1.419(3) . ?
C3 C14 1.423(3) . ?
C4 C17 1.424(3) . ?
C4 C5 1.426(3) . ?
C5 C13 1.374(3) . ?
C5 C6 1.484(3) . ?
C6 C18 1.390(3) . ?
C6 C7 1.395(3) . ?
C7 C8 1.376(3) . ?
C7 H16 0.9500 . ?
C8 C9 1.385(3) . ?
C8 H17 0.9500 . ?
C9 C19 1.383(3) . ?
C10 H2 0.9800 . ?
C10 H18 0.9800 . ?
C10 H3 0.9800 . ?
C11 C13 1.403(3) . ?
C12 H8 0.9800 . ?
C12 H7 0.9800 . ?
C12 H6 0.9800 . ?
C13 H9 0.9500 . ?
C14 C15 1.362(3) . ?
C14 H13 0.9500 . ?
C15 C16 1.397(3) . ?
C15 H12 0.9500 . ?
C16 C17 1.365(3) . ?
C16 H11 0.9500 . ?
C17 H10 0.9500 . ?
C18 C19 1.385(3) . ?
C18 H14 0.9500 . ?
C19 H15 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 O1 C1 114.02(18) . . ?
C9 O2 C10 117.94(18) . . ?
C11 O3 C12 117.58(18) . . ?
O1 C1 H1 109.5 . . ?
O1 C1 H4 109.5 . . ?
H1 C1 H4 109.5 . . ?
O1 C1 H5 109.5 . . ?
H1 C1 H5 109.5 . . ?
H4 C1 H5 109.5 . . ?
C11 C2 O1 121.0(2) . . ?
C11 C2 C3 120.3(2) . . ?
O1 C2 C3 118.6(2) . . ?
C2 C3 C4 119.7(2) . . ?
C2 C3 C14 121.4(2) . . ?
C4 C3 C14 118.9(2) . . ?
C3 C4 C17 118.2(2) . . ?
C3 C4 C5 118.93(19) . . ?
C17 C4 C5 122.8(2) . . ?
C13 C5 C4 119.2(2) . . ?
C13 C5 C6 118.5(2) . . ?
C4 C5 C6 122.30(19) . . ?
C18 C6 C7 116.9(2) . . ?
C18 C6 C5 122.3(2) . . ?
C7 C6 C5 120.70(19) . . ?
C8 C7 C6 121.6(2) . . ?
C8 C7 H16 119.2 . . ?
C6 C7 H16 119.2 . . ?
C7 C8 C9 120.2(2) . . ?
C7 C8 H17 119.9 . . ?
C9 C8 H17 119.9 . . ?
O2 C9 C19 124.7(2) . . ?
O2 C9 C8 115.70(19) . . ?
C19 C9 C8 119.6(2) . . ?
O2 C10 H2 109.5 . . ?
O2 C10 H18 109.5 . . ?
H2 C10 H18 109.5 . . ?
O2 C10 H3 109.5 . . ?
H2 C10 H3 109.5 . . ?
H18 C10 H3 109.5 . . ?
C2 C11 O3 116.6(2) . . ?
C2 C11 C13 120.1(2) . . ?
O3 C11 C13 123.3(2) . . ?
O3 C12 H8 109.5 . . ?
O3 C12 H7 109.5 . . ?
H8 C12 H7 109.5 . . ?
O3 C12 H6 109.5 . . ?
H8 C12 H6 109.5 . . ?
H7 C12 H6 109.5 . . ?
C5 C13 C11 121.7(2) . . ?
C5 C13 H9 119.1 . . ?
C11 C13 H9 119.1 . . ?
C15 C14 C3 120.7(2) . . ?
C15 C14 H13 119.6 . . ?
C3 C14 H13 119.6 . . ?
C14 C15 C16 120.7(2) . . ?
C14 C15 H12 119.6 . . ?
C16 C15 H12 119.6 . . ?
C17 C16 C15 120.2(2) . . ?
C17 C16 H11 119.9 . . ?
C15 C16 H11 119.9 . . ?
C16 C17 C4 121.2(2) . . ?
C16 C17 H10 119.4 . . ?
C4 C17 H10 119.4 . . ?
C19 C18 C6 122.3(2) . . ?
C19 C18 H14 118.9 . . ?
C6 C18 H14 118.9 . . ?
C9 C19 C18 119.4(2) . . ?
C9 C19 H15 120.3 . . ?
C18 C19 H15 120.3 . . ?

_refine_diff_density_max         0.146
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.040

_shelxl_version_number           2014/6

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_100811lm
_database_code_depnum_ccdc_archive 'CCDC 790259'
_audit_update_record             
;
2010-08-23 deposited with the CCDC.
2017-05-30 downloaded from the CCDC.
;
#TrackingRef '100811m.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 O2'
_chemical_formula_weight         264.31

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           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.654(4)
_cell_length_b                   13.820(8)
_cell_length_c                   13.657(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.379(9)
_cell_angle_gamma                90.00
_cell_volume                     1429.0(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2411
_cell_measurement_theta_min      2.6900
_cell_measurement_theta_max      25.4284

_exptl_crystal_description       Lump
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8266
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      295(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3666
_diffrn_reflns_number            8979
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0295
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.11
_diffrn_reflns_theta_max         26.46
_reflns_number_total             2937
_reflns_number_gt                1981
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V7.34A (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0879P)²+0.0879P] 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         2937
_refine_ls_number_parameters     183
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1581
_refine_ls_wR_factor_gt          0.1271
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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 1.34159(17) 0.43038(9) -0.04510(10) 0.0788(4) Uani 1 1 d . . .
O2 O 0.48471(15) 0.41374(9) 0.42180(9) 0.0720(4) Uani 1 1 d . . .
C1 C 1.4661(3) 0.38503(17) -0.09751(17) 0.0930(7) Uani 1 1 d . . .
H1A H 1.5618 0.3597 -0.0513 0.139 Uiso 1 1 calc R . .
H1B H 1.5110 0.4315 -0.1398 0.139 Uiso 1 1 calc R . .
H1C H 1.4098 0.3331 -0.1369 0.139 Uiso 1 1 calc R . .
C2 C 1.2640(2) 0.37469(12) 0.01877(13) 0.0616(4) Uani 1 1 d . . .
C3 C 1.1462(2) 0.42550(12) 0.06989(14) 0.0648(5) Uani 1 1 d . . .
H3 H 1.1325 0.4919 0.0609 0.078 Uiso 1 1 calc R . .
C4 C 1.0527(2) 0.37883(12) 0.13193(13) 0.0605(4) Uani 1 1 d . . .
H4 H 0.9729 0.4136 0.1634 0.073 Uiso 1 1 calc R . .
C5 C 1.07313(19) 0.27769(11) 0.15041(12) 0.0540(4) Uani 1 1 d . . .
C6 C 0.9787(2) 0.22655(11) 0.21680(12) 0.0575(4) Uani 1 1 d . . .
C7 C 0.8459(2) 0.27653(11) 0.26908(12) 0.0558(4) Uani 1 1 d . . .
C8 C 0.6902(2) 0.31310(13) 0.21758(13) 0.0638(4) Uani 1 1 d . . .
H8 H 0.6693 0.3072 0.1490 0.077 Uiso 1 1 calc R . .
C9 C 0.5655(2) 0.35803(12) 0.26549(12) 0.0614(4) Uani 1 1 d . . .
H9 H 0.4610 0.3808 0.2296 0.074 Uiso 1 1 calc R . .
C10 C 0.5967(2) 0.36904(11) 0.36692(12) 0.0560(4) Uani 1 1 d . . .
C11 C 0.3301(2) 0.45764(18) 0.37032(15) 0.0874(6) Uani 1 1 d . . .
H11A H 0.3631 0.5077 0.3279 0.131 Uiso 1 1 calc R . .
H11B H 0.2620 0.4851 0.4171 0.131 Uiso 1 1 calc R . .
H11C H 0.2609 0.4098 0.3312 0.131 Uiso 1 1 calc R . .
C12 C 1.1980(2) 0.22741(11) 0.10208(12) 0.0564(4) Uani 1 1 d . . .
C13 C 1.2908(2) 0.27746(12) 0.03561(12) 0.0592(4) Uani 1 1 d . . .
H13 H 1.3709 0.2443 0.0029 0.071 Uiso 1 1 calc R . .
C14 C 1.2260(2) 0.12738(12) 0.12132(14) 0.0699(5) Uani 1 1 d . . .
H14 H 1.3074 0.0938 0.0900 0.084 Uiso 1 1 calc R . .
C15 C 1.1353(3) 0.08022(13) 0.18503(16) 0.0790(6) Uani 1 1 d . . .
H15 H 1.1547 0.0145 0.1968 0.095 Uiso 1 1 calc R . .
C16 C 1.0129(2) 0.12955(13) 0.23317(15) 0.0712(5) Uani 1 1 d . . .
H16 H 0.9532 0.0961 0.2773 0.085 Uiso 1 1 calc R . .
C17 C 0.8722(2) 0.28662(12) 0.37125(12) 0.0634(4) Uani 1 1 d . . .
H17 H 0.9746 0.2618 0.4076 0.076 Uiso 1 1 calc R . .
C18 C 0.7511(2) 0.33233(13) 0.41998(13) 0.0651(5) Uani 1 1 d . . .
H18 H 0.7723 0.3387 0.4885 0.078 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 C2 1.363(2) . ?
O1 C1 1.419(2) . ?
O2 C10 1.3657(19) . ?
O2 C11 1.421(2) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C13 1.374(2) . ?
C2 C3 1.406(2) . ?
C3 C4 1.350(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.425(2) . ?
C4 H4 0.9300 . ?
C5 C12 1.420(2) . ?
C5 C6 1.426(2) . ?
C6 C16 1.378(3) . ?
C6 C7 1.494(2) . ?
C7 C17 1.388(2) . ?
C7 C8 1.388(2) . ?
C8 C9 1.381(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.379(2) . ?
C9 H9 0.9300 . ?
C10 C18 1.389(2) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.412(2) . ?
C12 C14 1.418(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.356(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.398(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.371(2) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?

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 O1 C1 117.45(15) . . ?
C10 O2 C11 117.74(14) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C13 126.24(16) . . ?
O1 C2 C3 113.99(15) . . ?
C13 C2 C3 119.76(16) . . ?
C4 C3 C2 120.65(16) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C3 C4 C5 121.70(15) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
C12 C5 C4 117.49(15) . . ?
C12 C5 C6 119.39(14) . . ?
C4 C5 C6 123.09(15) . . ?
C16 C6 C5 118.90(15) . . ?
C16 C6 C7 119.92(15) . . ?
C5 C6 C7 121.18(14) . . ?
C17 C7 C8 117.45(15) . . ?
C17 C7 C6 121.20(14) . . ?
C8 C7 C6 121.34(15) . . ?
C9 C8 C7 121.70(16) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C10 C9 C8 119.67(15) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
O2 C10 C9 124.77(14) . . ?
O2 C10 C18 115.67(15) . . ?
C9 C10 C18 119.55(15) . . ?
O2 C11 H11A 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 C14 121.34(15) . . ?
C13 C12 C5 119.65(15) . . ?
C14 C12 C5 119.00(16) . . ?
C2 C13 C12 120.65(15) . . ?
C2 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C12 120.65(16) . . ?
C15 C14 H14 119.7 . . ?
C12 C14 H14 119.7 . . ?
C14 C15 C16 120.53(16) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C6 C16 C15 121.51(17) . . ?
C6 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C18 C17 C7 121.67(15) . . ?
C18 C17 H17 119.2 . . ?
C7 C17 H17 119.2 . . ?
C17 C18 C10 119.93(16) . . ?
C17 C18 H18 120.0 . . ?
C10 C18 H18 120.0 . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        26.46
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.044


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_101023lt_0m
_database_code_depnum_ccdc_archive 'CCDC 923282'
_audit_update_record             
;
2013-02-05 deposited with the CCDC.
2017-05-30 downloaded from the CCDC.
;
#TrackingRef 'mo_101023lt_0m.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H18 O3'
_chemical_formula_weight         294.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 c 1'
_symmetry_space_group_name_hall  'C -2yc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   8.6905(3)
_cell_length_b                   21.9250(7)
_cell_length_c                   8.2652(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 108.3260(10)
_cell_angle_gamma                90.00
_cell_volume                     1494.97(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    686
_cell_measurement_theta_min      1.8183
_cell_measurement_theta_max      35.1337

_exptl_crystal_description       Lump
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8716
_exptl_absorpt_correction_T_max  0.9486
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            5988
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         26.52
_reflns_number_total             2742
_reflns_number_gt                2650
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'APEX2 v2010.1-2 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.34A (Bruker AXS, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL

_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)+(0.0455P)²+0.3566P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.9(7)
_refine_ls_number_reflns         2742
_refine_ls_number_parameters     202
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0743
_refine_ls_wR_factor_gt          0.0732
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.55103(17) 0.23978(6) 0.19184(15) 0.0164(3) Uani 1 1 d . . .
C2 C 0.69037(17) 0.23911(6) 0.14550(16) 0.0178(3) Uani 1 1 d . . .
C3 C 0.75516(18) 0.18427(6) 0.10475(17) 0.0209(3) Uani 1 1 d . . .
H3 H 0.8502 0.1851 0.0714 0.025 Uiso 1 1 calc R . .
C4 C 0.68075(17) 0.12998(6) 0.11343(16) 0.0197(3) Uani 1 1 d . . .
H4 H 0.7229 0.0934 0.0822 0.024 Uiso 1 1 calc R . .
C5 C 0.54222(16) 0.12727(6) 0.16803(15) 0.0170(3) Uani 1 1 d . . .
C6 C 0.47005(17) 0.07046(6) 0.18579(16) 0.0181(3) Uani 1 1 d . . .
H6 H 0.5122 0.0336 0.1561 0.022 Uiso 1 1 calc R . .
C7 C 0.34035(17) 0.06879(6) 0.24541(15) 0.0185(3) Uani 1 1 d . . .
C8 C 0.27734(18) 0.12331(6) 0.29156(16) 0.0184(3) Uani 1 1 d . . .
H8 H 0.1891 0.1215 0.3361 0.022 Uiso 1 1 calc R . .
C9 C 0.34289(16) 0.17844(6) 0.27226(15) 0.0168(3) Uani 1 1 d . . .
H9 H 0.2982 0.2147 0.3021 0.020 Uiso 1 1 calc R . .
C10 C 0.47683(16) 0.18274(5) 0.20835(15) 0.0153(3) Uani 1 1 d . . .
C11 C 0.47977(16) 0.29898(5) 0.22268(15) 0.0152(3) Uani 1 1 d . . .
C12 C 0.32763(17) 0.31807(6) 0.11840(15) 0.0170(3) Uani 1 1 d . . .
H12 H 0.2662 0.2921 0.0296 0.020 Uiso 1 1 calc R . .
C13 C 0.26454(17) 0.37416(6) 0.14194(15) 0.0170(3) Uani 1 1 d . . .
H13 H 0.1609 0.3864 0.0695 0.020 Uiso 1 1 calc R . .
C14 C 0.35361(17) 0.41265(6) 0.27241(15) 0.0167(3) Uani 1 1 d . . .
C15 C 0.50409(17) 0.39434(6) 0.37862(16) 0.0181(3) Uani 1 1 d . . .
H15 H 0.5644 0.4201 0.4688 0.022 Uiso 1 1 calc R . .
C16 C 0.56648(17) 0.33795(6) 0.35226(16) 0.0174(3) Uani 1 1 d . . .
H16 H 0.6704 0.3259 0.4243 0.021 Uiso 1 1 calc R . .
C17 C 0.9323(2) 0.29667(7) 0.1983(2) 0.0297(3) Uani 1 1 d . . .
H17A H 0.9673 0.2776 0.3112 0.045 Uiso 1 1 calc R . .
H17B H 0.9683 0.3393 0.2081 0.045 Uiso 1 1 calc R . .
H17C H 0.9798 0.2747 0.1223 0.045 Uiso 1 1 calc R . .
C18 C 0.3199(2) -0.03950(6) 0.21894(19) 0.0260(3) Uani 1 1 d . . .
H18A H 0.3140 -0.0379 0.0986 0.039 Uiso 1 1 calc R . .
H18B H 0.2536 -0.0734 0.2367 0.039 Uiso 1 1 calc R . .
H18C H 0.4328 -0.0456 0.2896 0.039 Uiso 1 1 calc R . .
C19 C 0.38048(19) 0.51010(6) 0.40671(18) 0.0246(3) Uani 1 1 d . . .
H19A H 0.4083 0.4927 0.5215 0.037 Uiso 1 1 calc R . .
H19B H 0.3198 0.5481 0.4022 0.037 Uiso 1 1 calc R . .
H19C H 0.4801 0.5186 0.3790 0.037 Uiso 1 1 calc R . .
O1 O 0.76013(13) 0.29446(4) 0.13051(14) 0.0247(2) Uani 1 1 d . . .
O2 O 0.26070(13) 0.01665(4) 0.26549(12) 0.0227(2) Uani 1 1 d . . .
O3 O 0.28296(12) 0.46758(4) 0.28585(12) 0.0210(2) Uani 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
C1 C2 1.3802(19) . ?
C1 C10 1.4332(18) . ?
C1 C11 1.4941(17) . ?
C2 O1 1.3793(16) . ?
C2 C3 1.4126(18) . ?
C3 C4 1.3672(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.4135(19) . ?
C4 H4 0.9500 . ?
C5 C6 1.4229(18) . ?
C5 C10 1.4256(17) . ?
C6 C7 1.365(2) . ?
C6 H6 0.9500 . ?
C7 O2 1.3733(16) . ?
C7 C8 1.4160(18) . ?
C8 C9 1.3669(18) . ?
C8 H8 0.9500 . ?
C9 C10 1.4246(19) . ?
C9 H9 0.9500 . ?
C11 C16 1.3919(18) . ?
C11 C12 1.3962(19) . ?
C12 C13 1.3848(17) . ?
C12 H12 0.9500 . ?
C13 C14 1.3963(17) . ?
C13 H13 0.9500 . ?
C14 O3 1.3721(15) . ?
C14 C15 1.3857(19) . ?
C15 C16 1.3945(18) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 O1 1.4241(19) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 O2 1.4329(17) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 O3 1.4327(17) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

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 C10 118.52(11) . . ?
C2 C1 C11 120.23(12) . . ?
C10 C1 C11 121.25(12) . . ?
O1 C2 C1 117.67(12) . . ?
O1 C2 C3 120.53(12) . . ?
C1 C2 C3 121.70(12) . . ?
C4 C3 C2 119.87(13) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 121.18(12) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 121.14(11) . . ?
C4 C5 C10 118.74(12) . . ?
C6 C5 C10 120.11(11) . . ?
C7 C6 C5 120.09(11) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 O2 124.79(12) . . ?
C6 C7 C8 120.51(12) . . ?
O2 C7 C8 114.70(12) . . ?
C9 C8 C7 120.29(13) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 121.39(12) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C5 117.55(11) . . ?
C9 C10 C1 122.52(11) . . ?
C5 C10 C1 119.85(11) . . ?
C16 C11 C12 118.00(11) . . ?
C16 C11 C1 120.75(12) . . ?
C12 C11 C1 121.20(11) . . ?
C13 C12 C11 121.29(12) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 119.83(12) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
O3 C14 C15 124.07(11) . . ?
O3 C14 C13 116.08(12) . . ?
C15 C14 C13 119.85(11) . . ?
C14 C15 C16 119.59(11) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C11 C16 C15 121.43(12) . . ?
C11 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 O1 C17 115.58(11) . . ?
C7 O2 C18 116.45(11) . . ?
C14 O3 C19 116.48(11) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        26.52
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.194
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.031


