# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_d27909_sq
_database_code_depnum_ccdc_archive 'CCDC 1451350'
_audit_update_record             
;
2016-02-01 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C18 H24 O2), C H2 Cl2'
_chemical_formula_sum            'C37 H50 Cl2 O4'
_chemical_formula_weight         629.67

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   7.6590(4)
_cell_length_b                   20.7140(10)
_cell_length_c                   10.7415(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.162(3)
_cell_angle_gamma                90
_cell_volume                     1702.91(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9984
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      24.63

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_F_000             676
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.227
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.078
_exptl_absorpt_coefficient_mu    0.228
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6628
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS V2014/5 (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 ?
_diffrn_reflns_number            38876
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.897
_diffrn_reflns_theta_max         25.449
_diffrn_reflns_theta_full        25.000
_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 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             6242
_reflns_number_gt                4814
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.925
_reflns_Friedel_fraction_max     0.982
_reflns_Friedel_fraction_full    0.990

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 Structure factors included contributions from the .fab file. 
  
 _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    'SHELXT-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0493P)²+0.2383P] 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 x determined using 1913 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.9(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6242
_refine_ls_number_parameters     367
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1010
_refine_ls_wR_factor_gt          0.0932
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.006
_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 0.4143(3) 0.16758(14) 0.6705(3) 0.0447(7) Uani 1 1 d . . . . .
H1 H 0.4694 0.1495 0.7300 0.067 Uiso 1 1 calc R U . . .
O7 O -0.0772(3) 0.63136(11) 0.3240(2) 0.0300(6) Uani 1 1 d . . . . .
H7 H -0.1815 0.6409 0.3371 0.045 Uiso 1 1 calc R U . . .
O1' O 0.9349(3) 0.13566(11) -0.0865(2) 0.0346(6) Uani 1 1 d . . . . .
H1' H 0.9694 0.1453 -0.1574 0.052 Uiso 1 1 calc R U . . .
O7' O 0.4027(3) 0.61180(10) 0.1295(2) 0.0282(6) Uani 1 1 d . . . . .
H7' H 0.3001 0.6205 0.1048 0.042 Uiso 1 1 calc R U . . .
C1 C 0.5215(5) 0.21726(19) 0.6188(4) 0.0401(10) Uani 1 1 d . . . . .
H1A H 0.5828 0.2412 0.6885 0.048 Uiso 1 1 calc R U . . .
C2 C 0.6586(5) 0.1905(2) 0.5314(4) 0.0497(11) Uani 1 1 d . . . . .
H2A H 0.6200 0.1487 0.4955 0.060 Uiso 1 1 calc R U . . .
H2B H 0.7721 0.1843 0.5769 0.060 Uiso 1 1 calc R U . . .
C3 C 0.6746(6) 0.2420(2) 0.4274(5) 0.0535(12) Uani 1 1 d . . . . .
H3A H 0.7979 0.2549 0.4182 0.064 Uiso 1 1 calc R U . . .
H3B H 0.6270 0.2256 0.3465 0.064 Uiso 1 1 calc R U . . .
C4 C 0.5044(5) 0.34984(17) 0.3829(3) 0.0315(8) Uani 1 1 d . . . . .
H4A H 0.4245 0.3307 0.3184 0.038 Uiso 1 1 calc R U . . .
H4B H 0.6056 0.3685 0.3409 0.038 Uiso 1 1 calc R U . . .
C5 C 0.3424(4) 0.45506(16) 0.3576(3) 0.0259(8) Uani 1 1 d . . . . .
H5A H 0.4273 0.4911 0.3589 0.031 Uiso 1 1 calc R U . . .
H5B H 0.3405 0.4361 0.2729 0.031 Uiso 1 1 calc R U . . .
C6 C 0.1231(4) 0.54492(15) 0.3474(3) 0.0222(7) Uani 1 1 d . . . . .
H6 H 0.2098 0.5718 0.3135 0.027 Uiso 1 1 calc R U . . .
C7 C -0.0443(4) 0.56926(16) 0.3635(3) 0.0261(8) Uani 1 1 d . . . . .
C8 C -0.1691(4) 0.52984(17) 0.4144(3) 0.0313(9) Uani 1 1 d . . . . .
H8 H -0.2830 0.5460 0.4276 0.038 Uiso 1 1 calc R U . . .
C9 C -0.1274(4) 0.46723(18) 0.4458(3) 0.0348(9) Uani 1 1 d . . . . .
H9 H -0.2138 0.4403 0.4801 0.042 Uiso 1 1 calc R U . . .
C10 C 0.0917(4) 0.37450(18) 0.4663(3) 0.0333(9) Uani 1 1 d . . . . .
H10A H 0.1013 0.3470 0.3914 0.040 Uiso 1 1 calc R U . . .
H10B H 0.0029 0.3554 0.5198 0.040 Uiso 1 1 calc R U . . .
C11 C 0.3234(5) 0.31749(19) 0.6118(3) 0.0351(9) Uani 1 1 d . . . . .
H11A H 0.4017 0.3308 0.6826 0.042 Uiso 1 1 calc R U . . .
H11B H 0.2174 0.2985 0.6470 0.042 Uiso 1 1 calc R U . . .
C12 C 0.2893(5) 0.22881(19) 0.4502(4) 0.0428(10) Uani 1 1 d . . . . .
H12A H 0.3418 0.1876 0.4268 0.064 Uiso 1 1 calc R U . . .
H12B H 0.2661 0.2549 0.3753 0.064 Uiso 1 1 calc R U . . .
H12C H 0.1794 0.2206 0.4914 0.064 Uiso 1 1 calc R U . . .
C3A C 0.5667(4) 0.29802(17) 0.4730(3) 0.0314(9) Uani 1 1 d . . . . .
H3A1 H 0.6397 0.3202 0.5393 0.038 Uiso 1 1 calc R U . . .
C4A C 0.4096(4) 0.40282(16) 0.4518(3) 0.0252(8) Uani 1 1 d . . . . .
H4A1 H 0.5001 0.4245 0.5069 0.030 Uiso 1 1 calc R U . . .
C5A C 0.1641(4) 0.48216(15) 0.3803(3) 0.0233(8) Uani 1 1 d . . . . .
C9A C 0.0381(4) 0.44253(17) 0.4284(3) 0.0295(8) Uani 1 1 d . . . . .
C10A C 0.2694(4) 0.37810(18) 0.5380(3) 0.0297(8) Uani 1 1 d . . . . .
H10C H 0.2561 0.4127 0.6018 0.036 Uiso 1 1 calc R U . . .
C11A C 0.4151(4) 0.26512(18) 0.5394(3) 0.0307(8) Uani 1 1 d . . . . .
C1' C 1.0041(4) 0.17998(16) 0.0020(3) 0.0294(8) Uani 1 1 d . . . . .
H1'1 H 0.9671 0.1653 0.0857 0.035 Uiso 1 1 calc R U . . .
C2' C 1.2061(5) 0.18265(18) 0.0069(4) 0.0399(10) Uani 1 1 d . . . . .
H2'1 H 1.2523 0.1735 -0.0761 0.048 Uiso 1 1 calc R U . . .
H2'2 H 1.2553 0.1508 0.0674 0.048 Uiso 1 1 calc R U . . .
C3' C 1.2531(5) 0.25268(18) 0.0489(4) 0.0455(11) Uani 1 1 d . . . . .
H3'1 H 1.3334 0.2523 0.1233 0.055 Uiso 1 1 calc R U . . .
H3'2 H 1.3087 0.2767 -0.0187 0.055 Uiso 1 1 calc R U . . .
C4' C 1.0610(4) 0.35508(17) 0.0786(3) 0.0316(9) Uani 1 1 d . . . . .
H4'1 H 1.0850 0.3718 -0.0053 0.038 Uiso 1 1 calc R U . . .
H4'2 H 1.1483 0.3739 0.1384 0.038 Uiso 1 1 calc R U . . .
C5' C 0.8594(4) 0.44913(16) 0.0938(3) 0.0289(8) Uani 1 1 d . . . . .
H5'1 H 0.9068 0.4714 0.1694 0.035 Uiso 1 1 calc R U . . .
H5'2 H 0.9336 0.4613 0.0240 0.035 Uiso 1 1 calc R U . . .
C6' C 0.6193(4) 0.53180(16) 0.1122(3) 0.0239(8) Uani 1 1 d . . . . .
H6' H 0.6940 0.5570 0.1654 0.029 Uiso 1 1 calc R U . . .
C7' C 0.4515(4) 0.55316(15) 0.0811(3) 0.0238(8) Uani 1 1 d . . . . .
C8' C 0.3425(4) 0.51681(16) 0.0042(3) 0.0289(8) Uani 1 1 d . . . . .
H8' H 0.2270 0.5311 -0.0159 0.035 Uiso 1 1 calc R U . . .
C9' C 0.4033(4) 0.45895(17) -0.0436(3) 0.0302(8) Uani 1 1 d . . . . .
H9' H 0.3283 0.4340 -0.0971 0.036 Uiso 1 1 calc R U . . .
C10' C 0.6446(4) 0.37412(17) -0.0597(3) 0.0293(8) Uani 1 1 d . . . . .
H10D H 0.7355 0.3826 -0.1207 0.035 Uiso 1 1 calc R U . . .
H10E H 0.5509 0.3480 -0.1011 0.035 Uiso 1 1 calc R U . . .
C11' C 0.7640(4) 0.26531(16) 0.0313(3) 0.0272(8) Uani 1 1 d . . . . .
H11C H 0.7476 0.2419 0.1104 0.033 Uiso 1 1 calc R U . . .
H11D H 0.6774 0.2481 -0.0309 0.033 Uiso 1 1 calc R U . . .
C12' C 0.9691(5) 0.27111(17) -0.1475(3) 0.0333(9) Uani 1 1 d . . . . .
H12D H 1.0872 0.2602 -0.1728 0.050 Uiso 1 1 calc R U . . .
H12E H 0.9512 0.3178 -0.1548 0.050 Uiso 1 1 calc R U . . .
H12F H 0.8831 0.2486 -0.2016 0.050 Uiso 1 1 calc R U . . .
C3B C 1.0789(4) 0.28272(17) 0.0790(3) 0.0313(9) Uani 1 1 d . . . . .
H3B1 H 1.0502 0.2676 0.1642 0.038 Uiso 1 1 calc R U . . .
C4B C 0.8757(4) 0.37616(17) 0.1144(3) 0.0269(8) Uani 1 1 d . . . . .
H4B1 H 0.8691 0.3689 0.2062 0.032 Uiso 1 1 calc R U . . .
C5B C 0.6773(4) 0.47385(16) 0.0657(3) 0.0244(8) Uani 1 1 d . . . . .
C9B C 0.5707(4) 0.43698(16) -0.0150(3) 0.0259(8) Uani 1 1 d . . . . .
C10B C 0.7239(4) 0.33730(16) 0.0523(3) 0.0267(8) Uani 1 1 d . . . . .
H10F H 0.6305 0.3375 0.1149 0.032 Uiso 1 1 calc R U . . .
C11B C 0.9474(4) 0.25041(16) -0.0131(3) 0.0252(8) 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
O1 C1 1.441(4) . ?
O1 H1 0.8400 . ?
O7 C7 1.375(4) . ?
O7 H7 0.8400 . ?
O1' C1' 1.411(4) . ?
O1' H1' 0.8400 . ?
O7' C7' 1.378(4) . ?
O7' H7' 0.8400 . ?
C1 C11A 1.524(5) . ?
C1 C2 1.538(6) . ?
C1 H1A 1.0000 . ?
C2 C3 1.552(6) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C3A 1.516(6) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C3A 1.511(5) . ?
C4 C4A 1.523(5) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C5A 1.505(4) . ?
C5 C4A 1.556(5) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C5A 1.380(4) . ?
C6 C7 1.395(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.385(5) . ?
C8 C9 1.374(5) . ?
C8 H8 0.9500 . ?
C9 C9A 1.386(5) . ?
C9 H9 0.9500 . ?
C10 C9A 1.519(5) . ?
C10 C10A 1.540(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C11A 1.522(5) . ?
C11 C10A 1.533(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C11A 1.530(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C3A C11A 1.544(5) . ?
C3A H3A1 1.0000 . ?
C4A C10A 1.532(4) . ?
C4A H4A1 1.0000 . ?
C5A C9A 1.382(4) . ?
C10A H10C 1.0000 . ?
C1' C11B 1.529(5) . ?
C1' C2' 1.547(5) . ?
C1' H1'1 1.0000 . ?
C2' C3' 1.557(5) . ?
C2' H2'1 0.9900 . ?
C2' H2'2 0.9900 . ?
C3' C3B 1.517(5) . ?
C3' H3'1 0.9900 . ?
C3' H3'2 0.9900 . ?
C4' C3B 1.505(5) . ?
C4' C4B 1.547(4) . ?
C4' H4'1 0.9900 . ?
C4' H4'2 0.9900 . ?
C5' C5B 1.506(4) . ?
C5' C4B 1.532(5) . ?
C5' H5'1 0.9900 . ?
C5' H5'2 0.9900 . ?
C6' C5B 1.380(4) . ?
C6' C7' 1.388(5) . ?
C6' H6' 0.9500 . ?
C7' C8' 1.375(5) . ?
C8' C9' 1.391(5) . ?
C8' H8' 0.9500 . ?
C9' C9B 1.384(5) . ?
C9' H9' 0.9500 . ?
C10' C9B 1.505(5) . ?
C10' C10B 1.530(5) . ?
C10' H10D 0.9900 . ?
C10' H10E 0.9900 . ?
C11' C11B 1.532(4) . ?
C11' C10B 1.541(5) . ?
C11' H11C 0.9900 . ?
C11' H11D 0.9900 . ?
C12' C11B 1.521(5) . ?
C12' H12D 0.9800 . ?
C12' H12E 0.9800 . ?
C12' H12F 0.9800 . ?
C3B C11B 1.538(5) . ?
C3B H3B1 1.0000 . ?
C4B C10B 1.545(5) . ?
C4B H4B1 1.0000 . ?
C5B C9B 1.396(4) . ?
C10B H10F 1.0000 . ?

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
C1 O1 H1 109.5 . . ?
C7 O7 H7 109.5 . . ?
C1' O1' H1' 109.5 . . ?
C7' O7' H7' 109.5 . . ?
O1 C1 C11A 112.3(3) . . ?
O1 C1 C2 113.0(3) . . ?
C11A C1 C2 104.8(3) . . ?
O1 C1 H1A 108.9 . . ?
C11A C1 H1A 108.9 . . ?
C2 C1 H1A 108.9 . . ?
C1 C2 C3 105.5(3) . . ?
C1 C2 H2A 110.6 . . ?
C3 C2 H2A 110.6 . . ?
C1 C2 H2B 110.6 . . ?
C3 C2 H2B 110.6 . . ?
H2A C2 H2B 108.8 . . ?
C3A C3 C2 103.5(3) . . ?
C3A C3 H3A 111.1 . . ?
C2 C3 H3A 111.1 . . ?
C3A C3 H3B 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.0 . . ?
C3A C4 C4A 110.2(3) . . ?
C3A C4 H4A 109.6 . . ?
C4A C4 H4A 109.6 . . ?
C3A C4 H4B 109.6 . . ?
C4A C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C5A C5 C4A 115.7(2) . . ?
C5A C5 H5A 108.4 . . ?
C4A C5 H5A 108.4 . . ?
C5A C5 H5B 108.4 . . ?
C4A C5 H5B 108.4 . . ?
H5A C5 H5B 107.4 . . ?
C5A C6 C7 120.7(3) . . ?
C5A C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
O7 C7 C8 123.5(3) . . ?
O7 C7 C6 117.3(3) . . ?
C8 C7 C6 119.1(3) . . ?
C9 C8 C7 119.7(3) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C9A 121.4(3) . . ?
C8 C9 H9 119.3 . . ?
C9A C9 H9 119.3 . . ?
C9A C10 C10A 108.3(3) . . ?
C9A C10 H10A 110.0 . . ?
C10A C10 H10A 110.0 . . ?
C9A C10 H10B 110.0 . . ?
C10A C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
C11A C11 C10A 116.1(3) . . ?
C11A C11 H11A 108.3 . . ?
C10A C11 H11A 108.3 . . ?
C11A C11 H11B 108.3 . . ?
C10A C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
C11A C12 H12A 109.5 . . ?
C11A C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11A C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C3A C3 120.0(3) . . ?
C4 C3A C11A 112.6(3) . . ?
C3 C3A C11A 103.9(3) . . ?
C4 C3A H3A1 106.5 . . ?
C3 C3A H3A1 106.5 . . ?
C11A C3A H3A1 106.5 . . ?
C4 C4A C10A 114.2(3) . . ?
C4 C4A C5 109.7(3) . . ?
C10A C4A C5 113.8(3) . . ?
C4 C4A H4A1 106.1 . . ?
C10A C4A H4A1 106.1 . . ?
C5 C4A H4A1 106.1 . . ?
C6 C5A C9A 120.0(3) . . ?
C6 C5A C5 120.6(3) . . ?
C9A C5A C5 119.3(3) . . ?
C5A C9A C9 119.1(3) . . ?
C5A C9A C10 117.8(3) . . ?
C9 C9A C10 123.1(3) . . ?
C4A C10A C11 113.9(3) . . ?
C4A C10A C10 109.9(3) . . ?
C11 C10A C10 115.8(3) . . ?
C4A C10A H10C 105.4 . . ?
C11 C10A H10C 105.4 . . ?
C10 C10A H10C 105.4 . . ?
C11 C11A C1 115.2(3) . . ?
C11 C11A C12 112.2(3) . . ?
C1 C11A C12 110.0(3) . . ?
C11 C11A C3A 106.9(3) . . ?
C1 C11A C3A 98.6(3) . . ?
C12 C11A C3A 113.2(3) . . ?
O1' C1' C11B 116.8(3) . . ?
O1' C1' C2' 113.3(3) . . ?
C11B C1' C2' 104.4(3) . . ?
O1' C1' H1'1 107.3 . . ?
C11B C1' H1'1 107.3 . . ?
C2' C1' H1'1 107.3 . . ?
C1' C2' C3' 105.2(3) . . ?
C1' C2' H2'1 110.7 . . ?
C3' C2' H2'1 110.7 . . ?
C1' C2' H2'2 110.7 . . ?
C3' C2' H2'2 110.7 . . ?
H2'1 C2' H2'2 108.8 . . ?
C3B C3' C2' 104.4(3) . . ?
C3B C3' H3'1 110.9 . . ?
C2' C3' H3'1 110.9 . . ?
C3B C3' H3'2 110.9 . . ?
C2' C3' H3'2 110.9 . . ?
H3'1 C3' H3'2 108.9 . . ?
C3B C4' C4B 111.4(3) . . ?
C3B C4' H4'1 109.3 . . ?
C4B C4' H4'1 109.3 . . ?
C3B C4' H4'2 109.3 . . ?
C4B C4' H4'2 109.3 . . ?
H4'1 C4' H4'2 108.0 . . ?
C5B C5' C4B 115.7(3) . . ?
C5B C5' H5'1 108.4 . . ?
C4B C5' H5'1 108.4 . . ?
C5B C5' H5'2 108.4 . . ?
C4B C5' H5'2 108.4 . . ?
H5'1 C5' H5'2 107.4 . . ?
C5B C6' C7' 119.8(3) . . ?
C5B C6' H6' 120.1 . . ?
C7' C6' H6' 120.1 . . ?
C8' C7' O7' 122.8(3) . . ?
C8' C7' C6' 120.4(3) . . ?
O7' C7' C6' 116.8(3) . . ?
C7' C8' C9' 119.3(3) . . ?
C7' C8' H8' 120.3 . . ?
C9' C8' H8' 120.3 . . ?
C9B C9' C8' 121.4(3) . . ?
C9B C9' H9' 119.3 . . ?
C8' C9' H9' 119.3 . . ?
C9B C10' C10B 108.9(3) . . ?
C9B C10' H10D 109.9 . . ?
C10B C10' H10D 109.9 . . ?
C9B C10' H10E 109.9 . . ?
C10B C10' H10E 109.9 . . ?
H10D C10' H10E 108.3 . . ?
C11B C11' C10B 115.5(3) . . ?
C11B C11' H11C 108.4 . . ?
C10B C11' H11C 108.4 . . ?
C11B C11' H11D 108.4 . . ?
C10B C11' H11D 108.4 . . ?
H11C C11' H11D 107.5 . . ?
C11B C12' H12D 109.5 . . ?
C11B C12' H12E 109.5 . . ?
H12D C12' H12E 109.5 . . ?
C11B C12' H12F 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C4' C3B C3' 119.3(3) . . ?
C4' C3B C11B 112.0(3) . . ?
C3' C3B C11B 104.2(3) . . ?
C4' C3B H3B1 106.9 . . ?
C3' C3B H3B1 106.9 . . ?
C11B C3B H3B1 106.9 . . ?
C5' C4B C10B 113.3(3) . . ?
C5' C4B C4' 108.2(3) . . ?
C10B C4B C4' 115.3(3) . . ?
C5' C4B H4B1 106.5 . . ?
C10B C4B H4B1 106.5 . . ?
C4' C4B H4B1 106.5 . . ?
C6' C5B C9B 120.8(3) . . ?
C6' C5B C5' 122.1(3) . . ?
C9B C5B C5' 117.0(3) . . ?
C9' C9B C5B 118.3(3) . . ?
C9' C9B C10' 124.7(3) . . ?
C5B C9B C10' 116.9(3) . . ?
C10' C10B C11' 116.3(3) . . ?
C10' C10B C4B 110.5(3) . . ?
C11' C10B C4B 114.6(3) . . ?
C10' C10B H10F 104.7 . . ?
C11' C10B H10F 104.7 . . ?
C4B C10B H10F 104.7 . . ?
C12' C11B C1' 109.2(3) . . ?
C12' C11B C11' 111.9(3) . . ?
C1' C11B C11' 114.8(3) . . ?
C12' C11B C3B 113.3(3) . . ?
C1' C11B C3B 99.8(3) . . ?
C11' C11B C3B 107.3(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 144.9(4) . . . . ?
C11A C1 C2 C3 22.3(4) . . . . ?
C1 C2 C3 C3A 7.9(5) . . . . ?
C5A C6 C7 O7 -177.5(3) . . . . ?
C5A C6 C7 C8 0.7(5) . . . . ?
O7 C7 C8 C9 176.8(3) . . . . ?
C6 C7 C8 C9 -1.3(5) . . . . ?
C7 C8 C9 C9A 0.5(5) . . . . ?
C4A C4 C3A C3 -176.3(3) . . . . ?
C4A C4 C3A C11A 61.0(4) . . . . ?
C2 C3 C3A C4 -161.9(3) . . . . ?
C2 C3 C3A C11A -35.0(4) . . . . ?
C3A C4 C4A C10A -49.6(4) . . . . ?
C3A C4 C4A C5 -178.7(3) . . . . ?
C5A C5 C4A C4 140.4(3) . . . . ?
C5A C5 C4A C10A 11.0(4) . . . . ?
C7 C6 C5A C9A 0.8(5) . . . . ?
C7 C6 C5A C5 177.2(3) . . . . ?
C4A C5 C5A C6 149.4(3) . . . . ?
C4A C5 C5A C9A -34.2(4) . . . . ?
C6 C5A C9A C9 -1.6(5) . . . . ?
C5 C5A C9A C9 -178.1(3) . . . . ?
C6 C5A C9A C10 -178.4(3) . . . . ?
C5 C5A C9A C10 5.1(5) . . . . ?
C8 C9 C9A C5A 1.0(5) . . . . ?
C8 C9 C9A C10 177.6(3) . . . . ?
C10A C10 C9A C5A 44.0(4) . . . . ?
C10A C10 C9A C9 -132.6(4) . . . . ?
C4 C4A C10A C11 41.0(4) . . . . ?
C5 C4A C10A C11 168.1(3) . . . . ?
C4 C4A C10A C10 -90.7(4) . . . . ?
C5 C4A C10A C10 36.3(4) . . . . ?
C11A C11 C10A C4A -43.5(4) . . . . ?
C11A C11 C10A C10 85.4(4) . . . . ?
C9A C10 C10A C4A -64.1(4) . . . . ?
C9A C10 C10A C11 165.2(3) . . . . ?
C10A C11 C11A C1 159.9(3) . . . . ?
C10A C11 C11A C12 -73.3(4) . . . . ?
C10A C11 C11A C3A 51.4(4) . . . . ?
O1 C1 C11A C11 81.1(4) . . . . ?
C2 C1 C11A C11 -155.9(3) . . . . ?
O1 C1 C11A C12 -46.9(4) . . . . ?
C2 C1 C11A C12 76.1(4) . . . . ?
O1 C1 C11A C3A -165.6(3) . . . . ?
C2 C1 C11A C3A -42.5(4) . . . . ?
C4 C3A C11A C11 -60.7(4) . . . . ?
C3 C3A C11A C11 167.9(3) . . . . ?
C4 C3A C11A C1 179.6(3) . . . . ?
C3 C3A C11A C1 48.2(4) . . . . ?
C4 C3A C11A C12 63.4(4) . . . . ?
C3 C3A C11A C12 -68.0(4) . . . . ?
O1' C1' C2' C3' 150.9(3) . . . . ?
C11B C1' C2' C3' 22.7(4) . . . . ?
C1' C2' C3' C3B 6.1(4) . . . . ?
C5B C6' C7' C8' 0.1(5) . . . . ?
C5B C6' C7' O7' -179.2(3) . . . . ?
O7' C7' C8' C9' 178.2(3) . . . . ?
C6' C7' C8' C9' -1.1(5) . . . . ?
C7' C8' C9' C9B 0.4(5) . . . . ?
C4B C4' C3B C3' -178.6(3) . . . . ?
C4B C4' C3B C11B 59.5(4) . . . . ?
C2' C3' C3B C4' -158.4(3) . . . . ?
C2' C3' C3B C11B -32.7(4) . . . . ?
C5B C5' C4B C10B 23.7(4) . . . . ?
C5B C5' C4B C4' 152.9(3) . . . . ?
C3B C4' C4B C5' -171.9(3) . . . . ?
C3B C4' C4B C10B -43.9(4) . . . . ?
C7' C6' C5B C9B 1.6(5) . . . . ?
C7' C6' C5B C5' 178.5(3) . . . . ?
C4B C5' C5B C6' 141.9(3) . . . . ?
C4B C5' C5B C9B -41.1(4) . . . . ?
C8' C9' C9B C5B 1.2(5) . . . . ?
C8' C9' C9B C10' 178.1(3) . . . . ?
C6' C5B C9B C9' -2.2(5) . . . . ?
C5' C5B C9B C9' -179.3(3) . . . . ?
C6' C5B C9B C10' -179.3(3) . . . . ?
C5' C5B C9B C10' 3.6(4) . . . . ?
C10B C10' C9B C9' -129.1(3) . . . . ?
C10B C10' C9B C5B 47.7(4) . . . . ?
C9B C10' C10B C11' 165.1(3) . . . . ?
C9B C10' C10B C4B -62.0(3) . . . . ?
C11B C11' C10B C10' 90.5(4) . . . . ?
C11B C11' C10B C4B -40.5(4) . . . . ?
C5' C4B C10B C10' 26.2(4) . . . . ?
C4' C4B C10B C10' -99.3(3) . . . . ?
C5' C4B C10B C11' 160.0(3) . . . . ?
C4' C4B C10B C11' 34.5(4) . . . . ?
O1' C1' C11B C12' -49.0(4) . . . . ?
C2' C1' C11B C12' 77.0(3) . . . . ?
O1' C1' C11B C11' 77.6(4) . . . . ?
C2' C1' C11B C11' -156.3(3) . . . . ?
O1' C1' C11B C3B -168.0(3) . . . . ?
C2' C1' C11B C3B -42.0(3) . . . . ?
C10B C11' C11B C12' -71.5(4) . . . . ?
C10B C11' C11B C1' 163.2(3) . . . . ?
C10B C11' C11B C3B 53.4(4) . . . . ?
C4' C3B C11B C12' 60.7(4) . . . . ?
C3' C3B C11B C12' -69.5(4) . . . . ?
C4' C3B C11B C1' 176.6(3) . . . . ?
C3' C3B C11B C1' 46.4(3) . . . . ?
C4' C3B C11B C11' -63.4(4) . . . . ?
C3' C3B C11B C11' 166.4(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
# O7' H7' O1'  0.84 1.83 2.656(3) 167.4 2_655 
O1 H1 O7' 0.84 1.93 2.772(3) 177.4 2_646
O7 H7 O1 0.84 1.87 2.691(3) 167.4 2_556
O1' H1' O7 0.84 2.02 2.813(3) 157.4 2_645
C6 H6 O7' 0.95 2.65 3.517(4) 152.7 .

_refine_diff_density_max         0.201
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.037


# start Validation Reply Form
_vrf_CHEMW03_d27909_sq           
;
PROBLEM: ALERT: The ratio of given/expected molecular weight as
RESPONSE: ...
A molecule of CH2Cl2 has been squeezed from the lattice.
The EF represents the best estimate of the cell contents.
;
# end Validation Reply Form


####################################################################### 
# 
# 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_d6409
_database_code_depnum_ccdc_archive 'CCDC 1451351'
_audit_update_record             
;
2016-02-01 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H26 O2'
_chemical_formula_sum            'C19 H26 O2'
_chemical_formula_weight         286.40

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      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

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

_cell_length_a                   28.082(4)
_cell_length_b                   9.2623(11)
_cell_length_c                   12.2258(16)
_cell_angle_alpha                90
_cell_angle_beta                 99.923(7)
_cell_angle_gamma                90
_cell_volume                     3132.4(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9162
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      35.62

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.409
_exptl_crystal_size_mid          0.334
_exptl_crystal_size_min          0.277
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.979
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7431
_exptl_absorpt_correction_T_max  0.8625
_exptl_absorpt_process_details   'SADABS V2014/5 (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 ?
_diffrn_reflns_number            62477
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.472
_diffrn_reflns_theta_max         36.023
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             13883
_reflns_number_gt                12210
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.779
_reflns_Friedel_fraction_max     0.858
_reflns_Friedel_fraction_full    0.987

_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    'SHELXT-2013 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
  
All  H atoms were positioned geometrically and refined using a 
riding model with C---H = 0.95--0.99 Å and with Uiso(H) 
= 1.2 (1.5 for methyl groups) times Ueq(C). 
  
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0693P)²+0.1980P] 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 x determined using 4723 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.05(19)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         13883
_refine_ls_number_parameters     385
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.0984
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.56224(3) 0.04857(11) 0.08231(7) 0.01964(17) Uani 1 1 d . . . . .
H1 H 0.5403 0.0240 0.1173 0.029 Uiso 1 1 calc R U . . .
O8 O 0.93055(3) 0.09483(12) 0.47331(8) 0.02425(19) Uani 1 1 d . . . . .
O1' O 0.52617(3) -0.03299(11) 0.86231(7) 0.02068(17) Uani 1 1 d . . . . .
H1' H 0.5425 -0.0125 0.9246 0.031 Uiso 1 1 calc R U . . .
O8' O 0.90422(3) 0.06720(12) 1.11060(8) 0.02509(19) Uani 1 1 d . . . . .
C1 C 0.58139(4) 0.18515(13) 0.12197(9) 0.01639(19) Uani 1 1 d . . . . .
H1A H 0.5965 0.2298 0.0617 0.020 Uiso 1 1 calc R U . . .
C2 C 0.54326(4) 0.29200(15) 0.15029(10) 0.0207(2) Uani 1 1 d . . . . .
H2A H 0.5169 0.2397 0.1776 0.025 Uiso 1 1 calc R U . . .
H2B H 0.5292 0.3488 0.0839 0.025 Uiso 1 1 calc R U . . .
C3 C 0.57035(4) 0.39224(15) 0.24196(11) 0.0212(2) Uani 1 1 d . . . . .
H3A H 0.5668 0.4948 0.2192 0.025 Uiso 1 1 calc R U . . .
H3B H 0.5581 0.3795 0.3126 0.025 Uiso 1 1 calc R U . . .
C4 C 0.65800(4) 0.37595(13) 0.35977(9) 0.01656(19) Uani 1 1 d . . . . .
H4A H 0.6467 0.3289 0.4234 0.020 Uiso 1 1 calc R U . . .
H4B H 0.6594 0.4814 0.3732 0.020 Uiso 1 1 calc R U . . .
C5 C 0.74373(4) 0.33763(13) 0.45814(9) 0.01709(19) Uani 1 1 d . . . . .
H5A H 0.7487 0.4420 0.4733 0.021 Uiso 1 1 calc R U . . .
H5B H 0.7290 0.2961 0.5191 0.021 Uiso 1 1 calc R U . . .
C6 C 0.83117(4) 0.30207(13) 0.54267(9) 0.01651(19) Uani 1 1 d . . . . .
H6 H 0.8262 0.3685 0.5989 0.020 Uiso 1 1 calc R U . . .
C7 C 0.87654(4) 0.24280(13) 0.54614(9) 0.0174(2) Uani 1 1 d . . . . .
H7 H 0.9023 0.2681 0.6041 0.021 Uiso 1 1 calc R U . . .
C8 C 0.88426(4) 0.14576(13) 0.46408(9) 0.01671(19) Uani 1 1 d . . . . .
C9 C 0.84606(4) 0.10751(13) 0.38085(9) 0.01661(19) Uani 1 1 d . . . . .
H9 H 0.8512 0.0404 0.3252 0.020 Uiso 1 1 calc R U . . .
C10 C 0.75913(4) 0.12522(13) 0.28682(9) 0.01622(19) Uani 1 1 d . . . . .
H10A H 0.7609 0.0200 0.2739 0.019 Uiso 1 1 calc R U . . .
H10B H 0.7636 0.1748 0.2176 0.019 Uiso 1 1 calc R U . . .
C11 C 0.66990(4) 0.12961(13) 0.21024(9) 0.01513(18) Uani 1 1 d . . . . .
H11A H 0.6785 0.1777 0.1440 0.018 Uiso 1 1 calc R U . . .
H11B H 0.6687 0.0243 0.1962 0.018 Uiso 1 1 calc R U . . .
C12 C 0.60132(4) 0.09287(14) 0.31629(9) 0.0187(2) Uani 1 1 d . . . . .
H12A H 0.5967 -0.0076 0.2915 0.028 Uiso 1 1 calc R U . . .
H12B H 0.5704 0.1328 0.3289 0.028 Uiso 1 1 calc R U . . .
H12C H 0.6248 0.0965 0.3856 0.028 Uiso 1 1 calc R U . . .
C13 C 0.93971(5) -0.0049(2) 0.39192(13) 0.0412(5) Uani 1 1 d . . . . .
H13A H 0.9211 -0.0932 0.3974 0.062 Uiso 1 1 calc R U . . .
H13B H 0.9743 -0.0282 0.4040 0.062 Uiso 1 1 calc R U . . .
H13C H 0.9302 0.0375 0.3180 0.062 Uiso 1 1 calc R U . . .
C3A C 0.62320(4) 0.34364(12) 0.25383(9) 0.01534(18) Uani 1 1 d . . . . .
H3A1 H 0.6367 0.3910 0.1923 0.018 Uiso 1 1 calc R U . . .
C4A C 0.70842(4) 0.31952(12) 0.34946(9) 0.01407(17) Uani 1 1 d . . . . .
H4A1 H 0.7206 0.3799 0.2923 0.017 Uiso 1 1 calc R U . . .
C5A C 0.79221(4) 0.26740(12) 0.45891(9) 0.01430(17) Uani 1 1 d . . . . .
C9A C 0.79994(4) 0.16770(12) 0.37864(9) 0.01425(17) Uani 1 1 d . . . . .
C10A C 0.70899(4) 0.16174(12) 0.31133(8) 0.01377(17) Uani 1 1 d . . . . .
H10E H 0.7028 0.0989 0.3739 0.017 Uiso 1 1 calc R U . . .
C11A C 0.62012(3) 0.18152(12) 0.22730(8) 0.01344(17) Uani 1 1 d . . . . .
C1' C 0.55802(4) -0.05666(14) 0.78442(9) 0.0180(2) Uani 1 1 d . . . . .
H1'1 H 0.5691 -0.1594 0.7906 0.022 Uiso 1 1 calc R U . . .
C2' C 0.53141(4) -0.03004(17) 0.66511(10) 0.0240(2) Uani 1 1 d . . . . .
H2'1 H 0.5050 0.0410 0.6647 0.029 Uiso 1 1 calc R U . . .
H2'2 H 0.5174 -0.1211 0.6313 0.029 Uiso 1 1 calc R U . . .
C3' C 0.57016(4) 0.02929(16) 0.60043(9) 0.0206(2) Uani 1 1 d . . . . .
H3'1 H 0.5713 -0.0288 0.5329 0.025 Uiso 1 1 calc R U . . .
H3'2 H 0.5635 0.1312 0.5786 0.025 Uiso 1 1 calc R U . . .
C4' C 0.66131(4) 0.10595(14) 0.66895(9) 0.0178(2) Uani 1 1 d . . . . .
H4'1 H 0.6535 0.2099 0.6731 0.021 Uiso 1 1 calc R U . . .
H4'2 H 0.6701 0.0867 0.5953 0.021 Uiso 1 1 calc R U . . .
C5' C 0.74767(4) 0.16341(14) 0.75643(9) 0.0187(2) Uani 1 1 d . . . . .
H5'1 H 0.7591 0.1458 0.6854 0.022 Uiso 1 1 calc R U . . .
H5'2 H 0.7375 0.2657 0.7572 0.022 Uiso 1 1 calc R U . . .
C6' C 0.83507(4) 0.19250(14) 0.84449(10) 0.0202(2) Uani 1 1 d . . . . .
H6' H 0.8395 0.2445 0.7800 0.024 Uiso 1 1 calc R U . . .
C7' C 0.87447(4) 0.17264(15) 0.92864(10) 0.0213(2) Uani 1 1 d . . . . .
H7' H 0.9052 0.2112 0.9224 0.026 Uiso 1 1 calc R U . . .
C8' C 0.86797(4) 0.09524(14) 1.02222(10) 0.0193(2) Uani 1 1 d . . . . .
C9' C 0.82240(4) 0.04207(14) 1.03119(10) 0.0186(2) Uani 1 1 d . . . . .
H9' H 0.8182 -0.0098 1.0959 0.022 Uiso 1 1 calc R U . . .
C10' C 0.73387(4) 0.00312(14) 0.95834(9) 0.0178(2) Uani 1 1 d . . . . .
H10C H 0.7287 0.0181 1.0356 0.021 Uiso 1 1 calc R U . . .
H10D H 0.7339 -0.1022 0.9446 0.021 Uiso 1 1 calc R U . . .
C11' C 0.64436(4) -0.00651(13) 0.88742(9) 0.01608(19) Uani 1 1 d . . . . .
H11C H 0.6491 -0.1119 0.8812 0.019 Uiso 1 1 calc R U . . .
H11D H 0.6357 0.0129 0.9612 0.019 Uiso 1 1 calc R U . . .
C12' C 0.58829(4) 0.19858(13) 0.81336(9) 0.0179(2) Uani 1 1 d . . . . .
H12D H 0.5766 0.2079 0.8840 0.027 Uiso 1 1 calc R U . . .
H12E H 0.5626 0.2270 0.7523 0.027 Uiso 1 1 calc R U . . .
H12F H 0.6164 0.2614 0.8141 0.027 Uiso 1 1 calc R U . . .
C13' C 0.95249(4) 0.09024(19) 1.09287(12) 0.0291(3) Uani 1 1 d . . . . .
H13D H 0.9579 0.0364 1.0271 0.044 Uiso 1 1 calc R U . . .
H13E H 0.9752 0.0568 1.1579 0.044 Uiso 1 1 calc R U . . .
H13F H 0.9576 0.1934 1.0815 0.044 Uiso 1 1 calc R U . . .
C3A' C 0.61764(4) 0.01591(14) 0.68318(9) 0.01678(19) Uani 1 1 d . . . . .
H3A' H 0.6278 -0.0874 0.6818 0.020 Uiso 1 1 calc R U . . .
C4A' C 0.70386(4) 0.06758(13) 0.76084(9) 0.01580(18) Uani 1 1 d . . . . .
H4A' H 0.7136 -0.0337 0.7468 0.019 Uiso 1 1 calc R U . . .
C5A' C 0.78914(4) 0.13903(13) 0.85089(9) 0.01720(19) Uani 1 1 d . . . . .
C9A' C 0.78276(4) 0.06369(13) 0.94667(9) 0.01669(19) Uani 1 1 d . . . . .
C10B C 0.69181(4) 0.07142(13) 0.87896(9) 0.01540(18) Uani 1 1 d . . . . .
H10F H 0.6888 0.1746 0.9009 0.018 Uiso 1 1 calc R U . . .
C11B C 0.60277(4) 0.04132(13) 0.79725(9) 0.01516(18) 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
O1 C1 1.4265(15) . ?
O1 H1 0.8400 . ?
O8 C8 1.3690(13) . ?
O8 C13 1.4135(18) . ?
O1' C1' 1.4311(14) . ?
O1' H1' 0.8400 . ?
O8' C8' 1.3754(14) . ?
O8' C13' 1.4252(15) . ?
C1 C11A 1.5360(14) . ?
C1 C2 1.5407(17) . ?
C1 H1A 1.0000 . ?
C2 C3 1.5500(18) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C3A 1.5338(16) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C3A 1.5119(15) . ?
C4 C4A 1.5346(15) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C5A 1.5075(15) . ?
C5 C4A 1.5240(15) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.3812(16) . ?
C6 C5A 1.4009(14) . ?
C6 H6 0.9500 . ?
C7 C8 1.3916(17) . ?
C7 H7 0.9500 . ?
C8 C9 1.3913(15) . ?
C9 C9A 1.4061(14) . ?
C9 H9 0.9500 . ?
C10 C9A 1.5116(14) . ?
C10 C10A 1.5272(14) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C11A 1.5263(14) . ?
C11 C10A 1.5341(14) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C11A 1.5279(15) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C3A C11A 1.5355(16) . ?
C3A H3A1 1.0000 . ?
C4A C10A 1.5348(16) . ?
C4A H4A1 1.0000 . ?
C5A C9A 1.3916(15) . ?
C10A H10E 1.0000 . ?
C1' C11B 1.5361(16) . ?
C1' C2' 1.5399(16) . ?
C1' H1'1 1.0000 . ?
C2' C3' 1.5520(18) . ?
C2' H2'1 0.9900 . ?
C2' H2'2 0.9900 . ?
C3' C3A' 1.5333(16) . ?
C3' H3'1 0.9900 . ?
C3' H3'2 0.9900 . ?
C4' C3A' 1.5178(16) . ?
C4' C4A' 1.5341(15) . ?
C4' H4'1 0.9900 . ?
C4' H4'2 0.9900 . ?
C5' C5A' 1.5091(16) . ?
C5' C4A' 1.5256(16) . ?
C5' H5'1 0.9900 . ?
C5' H5'2 0.9900 . ?
C6' C7' 1.3872(17) . ?
C6' C5A' 1.3962(16) . ?
C6' H6' 0.9500 . ?
C7' C8' 1.3885(18) . ?
C7' H7' 0.9500 . ?
C8' C9' 1.3931(16) . ?
C9' C9A' 1.3967(15) . ?
C9' H9' 0.9500 . ?
C10' C9A' 1.5124(15) . ?
C10' C10B 1.5303(15) . ?
C10' H10C 0.9900 . ?
C10' H10D 0.9900 . ?
C11' C11B 1.5271(14) . ?
C11' C10B 1.5345(15) . ?
C11' H11C 0.9900 . ?
C11' H11D 0.9900 . ?
C12' C11B 1.5341(17) . ?
C12' H12D 0.9800 . ?
C12' H12E 0.9800 . ?
C12' H12F 0.9800 . ?
C13' H13D 0.9800 . ?
C13' H13E 0.9800 . ?
C13' H13F 0.9800 . ?
C3A' C11B 1.5411(15) . ?
C3A' H3A' 1.0000 . ?
C4A' C10B 1.5394(15) . ?
C4A' H4A' 1.0000 . ?
C5A' C9A' 1.4009(16) . ?
C10B H10F 1.0000 . ?

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
C1 O1 H1 109.5 . . ?
C8 O8 C13 116.91(9) . . ?
C1' O1' H1' 109.5 . . ?
C8' O8' C13' 116.53(11) . . ?
O1 C1 C11A 115.88(9) . . ?
O1 C1 C2 114.21(9) . . ?
C11A C1 C2 104.16(9) . . ?
O1 C1 H1A 107.4 . . ?
C11A C1 H1A 107.4 . . ?
C2 C1 H1A 107.4 . . ?
C1 C2 C3 105.89(9) . . ?
C1 C2 H2A 110.6 . . ?
C3 C2 H2A 110.6 . . ?
C1 C2 H2B 110.6 . . ?
C3 C2 H2B 110.6 . . ?
H2A C2 H2B 108.7 . . ?
C3A C3 C2 103.82(10) . . ?
C3A C3 H3A 111.0 . . ?
C2 C3 H3A 111.0 . . ?
C3A C3 H3B 111.0 . . ?
C2 C3 H3B 111.0 . . ?
H3A C3 H3B 109.0 . . ?
C3A C4 C4A 109.36(9) . . ?
C3A C4 H4A 109.8 . . ?
C4A C4 H4A 109.8 . . ?
C3A C4 H4B 109.8 . . ?
C4A C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
C5A C5 C4A 114.15(9) . . ?
C5A C5 H5A 108.7 . . ?
C4A C5 H5A 108.7 . . ?
C5A C5 H5B 108.7 . . ?
C4A C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C7 C6 C5A 122.10(10) . . ?
C7 C6 H6 119.0 . . ?
C5A C6 H6 119.0 . . ?
C6 C7 C8 119.48(10) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
O8 C8 C9 125.03(10) . . ?
O8 C8 C7 115.27(10) . . ?
C9 C8 C7 119.70(10) . . ?
C8 C9 C9A 120.31(10) . . ?
C8 C9 H9 119.8 . . ?
C9A C9 H9 119.8 . . ?
C9A C10 C10A 113.78(9) . . ?
C9A C10 H10A 108.8 . . ?
C10A C10 H10A 108.8 . . ?
C9A C10 H10B 108.8 . . ?
C10A C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C11A C11 C10A 111.95(8) . . ?
C11A C11 H11A 109.2 . . ?
C10A C11 H11A 109.2 . . ?
C11A C11 H11B 109.2 . . ?
C10A C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C11A C12 H12A 109.5 . . ?
C11A C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11A C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O8 C13 H13A 109.5 . . ?
O8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C4 C3A C3 119.67(10) . . ?
C4 C3A C11A 112.28(9) . . ?
C3 C3A C11A 104.39(9) . . ?
C4 C3A H3A1 106.6 . . ?
C3 C3A H3A1 106.6 . . ?
C11A C3A H3A1 106.6 . . ?
C5 C4A C4 111.21(9) . . ?
C5 C4A C10A 109.29(9) . . ?
C4 C4A C10A 114.04(9) . . ?
C5 C4A H4A1 107.3 . . ?
C4 C4A H4A1 107.3 . . ?
C10A C4A H4A1 107.3 . . ?
C9A C5A C6 118.08(10) . . ?
C9A C5A C5 122.16(9) . . ?
C6 C5A C5 119.76(10) . . ?
C5A C9A C9 120.31(9) . . ?
C5A C9A C10 120.41(9) . . ?
C9 C9A C10 119.28(9) . . ?
C10 C10A C11 110.78(8) . . ?
C10 C10A C4A 109.20(9) . . ?
C11 C10A C4A 112.70(9) . . ?
C10 C10A H10E 108.0 . . ?
C11 C10A H10E 108.0 . . ?
C4A C10A H10E 108.0 . . ?
C11 C11A C12 111.41(9) . . ?
C11 C11A C3A 108.50(9) . . ?
C12 C11A C3A 112.89(9) . . ?
C11 C11A C1 115.16(9) . . ?
C12 C11A C1 109.10(8) . . ?
C3A C11A C1 99.30(8) . . ?
O1' C1' C11B 115.82(10) . . ?
O1' C1' C2' 110.42(9) . . ?
C11B C1' C2' 104.89(10) . . ?
O1' C1' H1'1 108.5 . . ?
C11B C1' H1'1 108.5 . . ?
C2' C1' H1'1 108.5 . . ?
C1' C2' C3' 105.71(9) . . ?
C1' C2' H2'1 110.6 . . ?
C3' C2' H2'1 110.6 . . ?
C1' C2' H2'2 110.6 . . ?
C3' C2' H2'2 110.6 . . ?
H2'1 C2' H2'2 108.7 . . ?
C3A' C3' C2' 103.98(9) . . ?
C3A' C3' H3'1 111.0 . . ?
C2' C3' H3'1 111.0 . . ?
C3A' C3' H3'2 111.0 . . ?
C2' C3' H3'2 111.0 . . ?
H3'1 C3' H3'2 109.0 . . ?
C3A' C4' C4A' 109.36(9) . . ?
C3A' C4' H4'1 109.8 . . ?
C4A' C4' H4'1 109.8 . . ?
C3A' C4' H4'2 109.8 . . ?
C4A' C4' H4'2 109.8 . . ?
H4'1 C4' H4'2 108.2 . . ?
C5A' C5' C4A' 113.99(9) . . ?
C5A' C5' H5'1 108.8 . . ?
C4A' C5' H5'1 108.8 . . ?
C5A' C5' H5'2 108.8 . . ?
C4A' C5' H5'2 108.8 . . ?
H5'1 C5' H5'2 107.6 . . ?
C7' C6' C5A' 122.53(11) . . ?
C7' C6' H6' 118.7 . . ?
C5A' C6' H6' 118.7 . . ?
C6' C7' C8' 118.58(11) . . ?
C6' C7' H7' 120.7 . . ?
C8' C7' H7' 120.7 . . ?
O8' C8' C7' 124.07(11) . . ?
O8' C8' C9' 115.90(11) . . ?
C7' C8' C9' 120.02(11) . . ?
C8' C9' C9A' 121.13(11) . . ?
C8' C9' H9' 119.4 . . ?
C9A' C9' H9' 119.4 . . ?
C9A' C10' C10B 113.63(9) . . ?
C9A' C10' H10C 108.8 . . ?
C10B C10' H10C 108.8 . . ?
C9A' C10' H10D 108.8 . . ?
C10B C10' H10D 108.8 . . ?
H10C C10' H10D 107.7 . . ?
C11B C11' C10B 112.33(9) . . ?
C11B C11' H11C 109.1 . . ?
C10B C11' H11C 109.1 . . ?
C11B C11' H11D 109.1 . . ?
C10B C11' H11D 109.1 . . ?
H11C C11' H11D 107.9 . . ?
C11B C12' H12D 109.5 . . ?
C11B C12' H12E 109.5 . . ?
H12D C12' H12E 109.5 . . ?
C11B C12' H12F 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
O8' C13' H13D 109.5 . . ?
O8' C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
O8' C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
C4' C3A' C3' 120.52(10) . . ?
C4' C3A' C11B 111.72(9) . . ?
C3' C3A' C11B 104.15(9) . . ?
C4' C3A' H3A' 106.5 . . ?
C3' C3A' H3A' 106.5 . . ?
C11B C3A' H3A' 106.5 . . ?
C5' C4A' C4' 111.74(9) . . ?
C5' C4A' C10B 109.19(9) . . ?
C4' C4A' C10B 114.34(9) . . ?
C5' C4A' H4A' 107.1 . . ?
C4' C4A' H4A' 107.1 . . ?
C10B C4A' H4A' 107.1 . . ?
C6' C5A' C9A' 118.43(10) . . ?
C6' C5A' C5' 120.16(10) . . ?
C9A' C5A' C5' 121.41(10) . . ?
C9' C9A' C5A' 119.30(10) . . ?
C9' C9A' C10' 119.85(10) . . ?
C5A' C9A' C10' 120.84(10) . . ?
C10' C10B C11' 110.31(9) . . ?
C10' C10B C4A' 108.36(9) . . ?
C11' C10B C4A' 112.71(9) . . ?
C10' C10B H10F 108.5 . . ?
C11' C10B H10F 108.5 . . ?
C4A' C10B H10F 108.5 . . ?
C11' C11B C12' 111.68(9) . . ?
C11' C11B C1' 114.38(10) . . ?
C12' C11B C1' 110.11(9) . . ?
C11' C11B C3A' 108.43(8) . . ?
C12' C11B C3A' 112.35(9) . . ?
C1' C11B C3A' 99.31(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 151.92(10) . . . . ?
C11A C1 C2 C3 24.54(12) . . . . ?
C1 C2 C3 C3A 4.24(12) . . . . ?
C5A C6 C7 C8 0.20(18) . . . . ?
C13 O8 C8 C9 -0.4(2) . . . . ?
C13 O8 C8 C7 179.52(14) . . . . ?
C6 C7 C8 O8 178.84(11) . . . . ?
C6 C7 C8 C9 -1.22(18) . . . . ?
O8 C8 C9 C9A -179.32(11) . . . . ?
C7 C8 C9 C9A 0.74(18) . . . . ?
C4A C4 C3A C3 -178.69(10) . . . . ?
C4A C4 C3A C11A 58.45(12) . . . . ?
C2 C3 C3A C4 -158.29(10) . . . . ?
C2 C3 C3A C11A -31.66(11) . . . . ?
C5A C5 C4A C4 172.54(10) . . . . ?
C5A C5 C4A C10A 45.77(13) . . . . ?
C3A C4 C4A C5 -174.92(10) . . . . ?
C3A C4 C4A C10A -50.80(12) . . . . ?
C7 C6 C5A C9A 1.29(17) . . . . ?
C7 C6 C5A C5 -178.85(11) . . . . ?
C4A C5 C5A C9A -14.25(16) . . . . ?
C4A C5 C5A C6 165.89(10) . . . . ?
C6 C5A C9A C9 -1.76(16) . . . . ?
C5 C5A C9A C9 178.38(11) . . . . ?
C6 C5A C9A C10 179.49(10) . . . . ?
C5 C5A C9A C10 -0.37(17) . . . . ?
C8 C9 C9A C5A 0.77(17) . . . . ?
C8 C9 C9A C10 179.54(11) . . . . ?
C10A C10 C9A C5A -18.01(15) . . . . ?
C10A C10 C9A C9 163.23(10) . . . . ?
C9A C10 C10A C11 174.33(9) . . . . ?
C9A C10 C10A C4A 49.63(13) . . . . ?
C11A C11 C10A C10 -173.25(9) . . . . ?
C11A C11 C10A C4A -50.57(12) . . . . ?
C5 C4A C10A C10 -63.59(11) . . . . ?
C4 C4A C10A C10 171.26(9) . . . . ?
C5 C4A C10A C11 172.84(9) . . . . ?
C4 C4A C10A C11 47.69(12) . . . . ?
C10A C11 C11A C12 -68.33(12) . . . . ?
C10A C11 C11A C3A 56.54(11) . . . . ?
C10A C11 C11A C1 166.75(9) . . . . ?
C4 C3A C11A C11 -61.94(11) . . . . ?
C3 C3A C11A C11 166.96(9) . . . . ?
C4 C3A C11A C12 62.06(11) . . . . ?
C3 C3A C11A C12 -69.05(11) . . . . ?
C4 C3A C11A C1 177.46(8) . . . . ?
C3 C3A C11A C1 46.36(10) . . . . ?
O1 C1 C11A C11 75.00(12) . . . . ?
C2 C1 C11A C11 -158.66(10) . . . . ?
O1 C1 C11A C12 -51.12(12) . . . . ?
C2 C1 C11A C12 75.23(11) . . . . ?
O1 C1 C11A C3A -169.40(9) . . . . ?
C2 C1 C11A C3A -43.06(10) . . . . ?
O1' C1' C2' C3' 147.85(11) . . . . ?
C11B C1' C2' C3' 22.40(13) . . . . ?
C1' C2' C3' C3A' 6.47(14) . . . . ?
C5A' C6' C7' C8' 0.71(19) . . . . ?
C13' O8' C8' C7' -14.85(19) . . . . ?
C13' O8' C8' C9' 165.87(12) . . . . ?
C6' C7' C8' O8' 179.39(12) . . . . ?
C6' C7' C8' C9' -1.37(19) . . . . ?
O8' C8' C9' C9A' -179.96(11) . . . . ?
C7' C8' C9' C9A' 0.74(19) . . . . ?
C4A' C4' C3A' C3' -178.32(10) . . . . ?
C4A' C4' C3A' C11B 58.98(12) . . . . ?
C2' C3' C3A' C4' -159.27(11) . . . . ?
C2' C3' C3A' C11B -33.00(13) . . . . ?
C5A' C5' C4A' C4' 175.02(10) . . . . ?
C5A' C5' C4A' C10B 47.53(13) . . . . ?
C3A' C4' C4A' C5' -175.39(9) . . . . ?
C3A' C4' C4A' C10B -50.73(13) . . . . ?
C7' C6' C5A' C9A' 0.60(19) . . . . ?
C7' C6' C5A' C5' -179.71(12) . . . . ?
C4A' C5' C5A' C6' 164.83(11) . . . . ?
C4A' C5' C5A' C9A' -15.50(16) . . . . ?
C8' C9' C9A' C5A' 0.59(18) . . . . ?
C8' C9' C9A' C10' 179.30(11) . . . . ?
C6' C5A' C9A' C9' -1.24(17) . . . . ?
C5' C5A' C9A' C9' 179.08(11) . . . . ?
C6' C5A' C9A' C10' -179.94(11) . . . . ?
C5' C5A' C9A' C10' 0.39(17) . . . . ?
C10B C10' C9A' C9' 162.69(11) . . . . ?
C10B C10' C9A' C5A' -18.62(16) . . . . ?
C9A' C10' C10B C11' 174.07(9) . . . . ?
C9A' C10' C10B C4A' 50.25(13) . . . . ?
C11B C11' C10B C10' -170.88(9) . . . . ?
C11B C11' C10B C4A' -49.62(13) . . . . ?
C5' C4A' C10B C10' -64.95(12) . . . . ?
C4' C4A' C10B C10' 169.04(10) . . . . ?
C5' C4A' C10B C11' 172.69(9) . . . . ?
C4' C4A' C10B C11' 46.67(13) . . . . ?
C10B C11' C11B C12' -67.72(11) . . . . ?
C10B C11' C11B C1' 166.38(9) . . . . ?
C10B C11' C11B C3A' 56.61(12) . . . . ?
O1' C1' C11B C11' 81.03(12) . . . . ?
C2' C1' C11B C11' -156.98(10) . . . . ?
O1' C1' C11B C12' -45.68(13) . . . . ?
C2' C1' C11B C12' 76.30(11) . . . . ?
O1' C1' C11B C3A' -163.75(10) . . . . ?
C2' C1' C11B C3A' -41.76(11) . . . . ?
C4' C3A' C11B C11' -62.46(12) . . . . ?
C3' C3A' C11B C11' 165.93(10) . . . . ?
C4' C3A' C11B C12' 61.46(12) . . . . ?
C3' C3A' C11B C12' -70.15(12) . . . . ?
C4' C3A' C11B C1' 177.83(9) . . . . ?
C3' C3A' C11B C1' 46.22(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O1' 0.84 2.00 2.7880(12) 156.8 2_656
O1' H1' O1 0.84 1.99 2.8093(12) 163.4 1_556
C13 H13C O8' 0.98 2.53 3.4767(19) 162.6 1_554
# C13' H13F O1'  0.98 2.64 3.567(2) 157.0 4_657 

_refine_diff_density_max         0.418
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_d13708
_database_code_depnum_ccdc_archive 'CCDC 1497516'
_audit_update_record             
;
2016-08-03 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H28 O2'
_chemical_formula_weight         300.42

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   P2~1~

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

_cell_length_a                   5.9170(3)
_cell_length_b                   11.5030(6)
_cell_length_c                   12.0635(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.153(2)
_cell_angle_gamma                90.00
_cell_volume                     812.78(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9075
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      30.24

_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      no
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             328
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9685
_exptl_absorpt_correction_T_max  0.9800
_exptl_absorpt_process_details   'sadabs v2008/1'

_exptl_special_details           
; 
All H atoms were added in their calculated positions 
and were treated using appropriate riding models. 
  
;

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20540
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         30.24
_reflns_number_total             4821
_reflns_number_gt                4564
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker-Apex II (Bruker, 2006)'
_computing_cell_refinement       'Bruker-Apex II (Bruker, 2006)'
_computing_data_reduction        'Bruker-SAINT   (Bruker, 2006)'

_computing_structure_solution    'Bruker-SHELXTL (Sheldrick, G.M., 2008)'
_computing_structure_refinement  'Bruker-SHELXTL (Sheldrick, G.M., 2008)'
_computing_molecular_graphics    'Bruker-SHELXTL (Sheldrick, G.M., 2008)'
_computing_publication_material  'Bruker-SHELXTL (Sheldrick, G.M., 2008)'


_chemical_absolute_configuration ad

_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)+(0.0556P)²+0.1154P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    noref
_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   0.0(7)
_refine_ls_number_reflns         4821
_refine_ls_number_parameters     202
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0917
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.20691(15) 0.47179(8) 0.96607(7) 0.02054(17) Uani 1 1 d . . .
H1 H 0.1479 0.4236 1.0058 0.031 Uiso 1 1 calc R . .
O7' O 0.86096(14) -0.18526(7) 0.84484(7) 0.01927(17) Uani 1 1 d . . .
C1 C 0.20998(18) 0.42431(10) 0.85716(9) 0.0158(2) Uani 1 1 d . . .
H1A H 0.0543 0.4329 0.8133 0.019 Uiso 1 1 calc R . .
C2 C 0.3817(2) 0.49185(10) 0.79674(10) 0.0204(2) Uani 1 1 d . . .
H2A H 0.5075 0.5232 0.8514 0.025 Uiso 1 1 calc R . .
H2B H 0.3052 0.5572 0.7531 0.025 Uiso 1 1 calc R . .
C3 C 0.47448(19) 0.40244(10) 0.71786(10) 0.0191(2) Uani 1 1 d . . .
H3A H 0.4543 0.4309 0.6396 0.023 Uiso 1 1 calc R . .
H3B H 0.6383 0.3862 0.7422 0.023 Uiso 1 1 calc R . .
C4 C 0.41128(19) 0.17659(9) 0.69385(9) 0.0151(2) Uani 1 1 d . . .
H4A H 0.5621 0.1595 0.7376 0.018 Uiso 1 1 calc R . .
H4B H 0.4307 0.1794 0.6137 0.018 Uiso 1 1 calc R . .
C5 C 0.24210(17) 0.07735(9) 0.71202(8) 0.01390(19) Uani 1 1 d . . .
C6 C 0.17752(18) 0.08444(10) 0.83234(9) 0.0157(2) Uani 1 1 d . . .
H6A H 0.0526 0.0286 0.8386 0.019 Uiso 1 1 calc R . .
H6B H 0.3110 0.0604 0.8864 0.019 Uiso 1 1 calc R . .
C7 C 0.10124(18) 0.20640(10) 0.86476(9) 0.01514(19) Uani 1 1 d . . .
H7A H -0.0424 0.2276 0.8166 0.018 Uiso 1 1 calc R . .
H7B H 0.0714 0.2056 0.9435 0.018 Uiso 1 1 calc R . .
C8 C 0.49989(18) 0.27565(10) 0.93631(9) 0.0171(2) Uani 1 1 d . . .
H8A H 0.4594 0.2759 1.0123 0.026 Uiso 1 1 calc R . .
H8B H 0.6111 0.3374 0.9294 0.026 Uiso 1 1 calc R . .
H8C H 0.5665 0.2003 0.9213 0.026 Uiso 1 1 calc R . .
C2' C 0.02028(19) 0.08632(11) 0.62789(10) 0.0203(2) Uani 1 1 d . . .
H2'1 H -0.1013 0.0413 0.6569 0.024 Uiso 1 1 calc R . .
H2'2 H -0.0289 0.1686 0.6219 0.024 Uiso 1 1 calc R . .
C3' C 0.0472(2) 0.04162(12) 0.51202(10) 0.0244(2) Uani 1 1 d . . .
H3'1 H -0.0947 0.0563 0.4598 0.029 Uiso 1 1 calc R . .
H3'2 H 0.1738 0.0832 0.4836 0.029 Uiso 1 1 calc R . .
C4' C 0.0970(2) -0.08737(11) 0.51771(9) 0.0211(2) Uani 1 1 d . . .
H4'1 H -0.0399 -0.1298 0.5344 0.025 Uiso 1 1 calc R . .
H4'2 H 0.1323 -0.1145 0.4442 0.025 Uiso 1 1 calc R . .
C5' C 0.4199(2) -0.21594(10) 0.59927(10) 0.0195(2) Uani 1 1 d . . .
H5' H 0.3733 -0.2675 0.5388 0.023 Uiso 1 1 calc R . .
C6' C 0.6084(2) -0.24529(10) 0.67623(10) 0.0192(2) Uani 1 1 d . . .
H6' H 0.6894 -0.3156 0.6691 0.023 Uiso 1 1 calc R . .
C7' C 0.67528(18) -0.16871(10) 0.76407(9) 0.0158(2) Uani 1 1 d . . .
C8' C 0.55187(18) -0.06757(9) 0.77435(9) 0.0152(2) Uani 1 1 d . . .
H8' H 0.5980 -0.0169 0.8356 0.018 Uiso 1 1 calc R . .
C9' C 1.0127(2) -0.27788(11) 0.82681(10) 0.0228(2) Uani 1 1 d . . .
H9'1 H 0.9337 -0.3525 0.8299 0.034 Uiso 1 1 calc R . .
H9'2 H 1.1462 -0.2759 0.8850 0.034 Uiso 1 1 calc R . .
H9'3 H 1.0623 -0.2688 0.7531 0.034 Uiso 1 1 calc R . .
C3A C 0.32916(17) 0.29432(9) 0.72891(9) 0.01429(19) Uani 1 1 d . . .
H3A1 H 0.1787 0.3087 0.6818 0.017 Uiso 1 1 calc R . .
C7A C 0.28437(17) 0.29663(9) 0.85135(8) 0.01276(18) Uani 1 1 d . . .
C4A' C 0.29607(18) -0.11398(10) 0.60700(9) 0.0169(2) Uani 1 1 d . . .
C8A' C 0.36172(17) -0.03838(9) 0.69709(9) 0.01377(19) 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
O1 C1 1.4253(13) . ?
O1 H1 0.8400 . ?
O7' C7' 1.3744(13) . ?
O7' C9' 1.4297(13) . ?
C1 C7A 1.5377(15) . ?
C1 C2 1.5418(16) . ?
C1 H1A 1.0000 . ?
C2 C3 1.5533(16) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C3A 1.5285(15) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C3A 1.5190(15) . ?
C4 C5 1.5542(15) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C8A' 1.5303(15) . ?
C5 C2' 1.5445(15) . ?
C5 C6 1.5546(14) . ?
C6 C7 1.5410(15) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C7A 1.5256(14) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C7A 1.5376(14) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C2' C3' 1.5188(17) . ?
C2' H2'1 0.9900 . ?
C2' H2'2 0.9900 . ?
C3' C4' 1.5124(18) . ?
C3' H3'1 0.9900 . ?
C3' H3'2 0.9900 . ?
C4' C4A' 1.5106(15) . ?
C4' H4'1 0.9900 . ?
C4' H4'2 0.9900 . ?
C5' C6' 1.3882(17) . ?
C5' C4A' 1.3929(16) . ?
C5' H5' 0.9500 . ?
C6' C7' 1.3915(15) . ?
C6' H6' 0.9500 . ?
C7' C8' 1.3885(15) . ?
C8' C8A' 1.3963(14) . ?
C8' H8' 0.9500 . ?
C9' H9'1 0.9800 . ?
C9' H9'2 0.9800 . ?
C9' H9'3 0.9800 . ?
C3A C7A 1.5375(14) . ?
C3A H3A1 1.0000 . ?
C4A' C8A' 1.4031(15) . ?

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
C1 O1 H1 109.5 . . ?
C7' O7' C9' 116.84(9) . . ?
O1 C1 C7A 116.69(9) . . ?
O1 C1 C2 109.76(9) . . ?
C7A C1 C2 104.34(8) . . ?
O1 C1 H1A 108.6 . . ?
C7A C1 H1A 108.6 . . ?
C2 C1 H1A 108.6 . . ?
C1 C2 C3 105.66(9) . . ?
C1 C2 H2A 110.6 . . ?
C3 C2 H2A 110.6 . . ?
C1 C2 H2B 110.6 . . ?
C3 C2 H2B 110.6 . . ?
H2A C2 H2B 108.7 . . ?
C3A C3 C2 103.49(9) . . ?
C3A C3 H3A 111.1 . . ?
C2 C3 H3A 111.1 . . ?
C3A C3 H3B 111.1 . . ?
C2 C3 H3B 111.1 . . ?
H3A C3 H3B 109.0 . . ?
C3A C4 C5 112.19(8) . . ?
C3A C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
C3A C4 H4B 109.2 . . ?
C5 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C8A' C5 C2' 110.18(9) . . ?
C8A' C5 C4 107.73(8) . . ?
C2' C5 C4 111.26(9) . . ?
C8A' C5 C6 109.54(8) . . ?
C2' C5 C6 108.15(8) . . ?
C4 C5 C6 109.98(9) . . ?
C7 C6 C5 113.85(9) . . ?
C7 C6 H6A 108.8 . . ?
C5 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C7A C7 C6 110.76(8) . . ?
C7A C7 H7A 109.5 . . ?
C6 C7 H7A 109.5 . . ?
C7A C7 H7B 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C7A C8 H8A 109.5 . . ?
C7A C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7A C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3' C2' C5 113.07(9) . . ?
C3' C2' H2'1 109.0 . . ?
C5 C2' H2'1 109.0 . . ?
C3' C2' H2'2 109.0 . . ?
C5 C2' H2'2 109.0 . . ?
H2'1 C2' H2'2 107.8 . . ?
C4' C3' C2' 109.60(10) . . ?
C4' C3' H3'1 109.7 . . ?
C2' C3' H3'1 109.7 . . ?
C4' C3' H3'2 109.7 . . ?
C2' C3' H3'2 109.7 . . ?
H3'1 C3' H3'2 108.2 . . ?
C4A' C4' C3' 111.00(10) . . ?
C4A' C4' H4'1 109.4 . . ?
C3' C4' H4'1 109.4 . . ?
C4A' C4' H4'2 109.4 . . ?
C3' C4' H4'2 109.4 . . ?
H4'1 C4' H4'2 108.0 . . ?
C6' C5' C4A' 122.71(10) . . ?
C6' C5' H5' 118.6 . . ?
C4A' C5' H5' 118.6 . . ?
C5' C6' C7' 118.04(10) . . ?
C5' C6' H6' 121.0 . . ?
C7' C6' H6' 121.0 . . ?
O7' C7' C8' 115.49(9) . . ?
O7' C7' C6' 124.37(10) . . ?
C8' C7' C6' 120.14(10) . . ?
C7' C8' C8A' 121.74(10) . . ?
C7' C8' H8' 119.1 . . ?
C8A' C8' H8' 119.1 . . ?
O7' C9' H9'1 109.5 . . ?
O7' C9' H9'2 109.5 . . ?
H9'1 C9' H9'2 109.5 . . ?
O7' C9' H9'3 109.5 . . ?
H9'1 C9' H9'3 109.5 . . ?
H9'2 C9' H9'3 109.5 . . ?
C4 C3A C3 119.67(8) . . ?
C4 C3A C7A 112.86(8) . . ?
C3 C3A C7A 104.21(8) . . ?
C4 C3A H3A1 106.4 . . ?
C3 C3A H3A1 106.4 . . ?
C7A C3A H3A1 106.4 . . ?
C7 C7A C3A 108.18(8) . . ?
C7 C7A C8 110.92(9) . . ?
C3A C7A C8 113.45(8) . . ?
C7 C7A C1 115.65(8) . . ?
C3A C7A C1 98.61(8) . . ?
C8 C7A C1 109.59(9) . . ?
C5' C4A' C8A' 118.90(10) . . ?
C5' C4A' C4' 119.16(10) . . ?
C8A' C4A' C4' 121.94(10) . . ?
C8' C8A' C4A' 118.45(10) . . ?
C8' C8A' C5 118.23(9) . . ?
C4A' C8A' C5 123.26(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 149.27(9) . . . . ?
C7A C1 C2 C3 23.51(11) . . . . ?
C1 C2 C3 C3A 6.29(11) . . . . ?
C3A C4 C5 C8A' -168.72(8) . . . . ?
C3A C4 C5 C2' 70.42(11) . . . . ?
C3A C4 C5 C6 -49.38(11) . . . . ?
C8A' C5 C6 C7 168.15(9) . . . . ?
C2' C5 C6 C7 -71.75(11) . . . . ?
C4 C5 C6 C7 49.93(11) . . . . ?
C5 C6 C7 C7A -55.94(11) . . . . ?
C8A' C5 C2' C3' -41.31(13) . . . . ?
C4 C5 C2' C3' 78.09(12) . . . . ?
C6 C5 C2' C3' -161.02(10) . . . . ?
C5 C2' C3' C4' 64.82(13) . . . . ?
C2' C3' C4' C4A' -52.54(13) . . . . ?
C4A' C5' C6' C7' -0.26(17) . . . . ?
C9' O7' C7' C8' -170.04(9) . . . . ?
C9' O7' C7' C6' 9.87(16) . . . . ?
C5' C6' C7' O7' -178.57(10) . . . . ?
C5' C6' C7' C8' 1.34(16) . . . . ?
O7' C7' C8' C8A' 178.77(9) . . . . ?
C6' C7' C8' C8A' -1.15(16) . . . . ?
C5 C4 C3A C3 179.58(9) . . . . ?
C5 C4 C3A C7A 56.43(11) . . . . ?
C2 C3 C3A C4 -161.28(9) . . . . ?
C2 C3 C3A C7A -34.03(10) . . . . ?
C6 C7 C7A C3A 58.31(10) . . . . ?
C6 C7 C7A C8 -66.71(11) . . . . ?
C6 C7 C7A C1 167.73(9) . . . . ?
C4 C3A C7A C7 -59.97(10) . . . . ?
C3 C3A C7A C7 168.66(8) . . . . ?
C4 C3A C7A C8 63.54(11) . . . . ?
C3 C3A C7A C8 -67.83(10) . . . . ?
C4 C3A C7A C1 179.34(9) . . . . ?
C3 C3A C7A C1 47.97(9) . . . . ?
O1 C1 C7A C7 80.46(12) . . . . ?
C2 C1 C7A C7 -158.27(9) . . . . ?
O1 C1 C7A C3A -164.54(9) . . . . ?
C2 C1 C7A C3A -43.27(10) . . . . ?
O1 C1 C7A C8 -45.78(12) . . . . ?
C2 C1 C7A C8 75.49(10) . . . . ?
C6' C5' C4A' C8A' -1.04(17) . . . . ?
C6' C5' C4A' C4' 178.33(11) . . . . ?
C3' C4' C4A' C5' -156.80(11) . . . . ?
C3' C4' C4A' C8A' 22.55(15) . . . . ?
C7' C8' C8A' C4A' -0.17(15) . . . . ?
C7' C8' C8A' C5 -177.37(10) . . . . ?
C5' C4A' C8A' C8' 1.23(15) . . . . ?
C4' C4A' C8A' C8' -178.12(10) . . . . ?
C5' C4A' C8A' C5 178.28(9) . . . . ?
C4' C4A' C8A' C5 -1.06(17) . . . . ?
C2' C5 C8A' C8' -172.92(9) . . . . ?
C4 C5 C8A' C8' 65.55(11) . . . . ?
C6 C5 C8A' C8' -54.06(12) . . . . ?
C2' C5 C8A' C4A' 10.02(14) . . . . ?
C4 C5 C8A' C4A' -111.52(11) . . . . ?
C6 C5 C8A' C4A' 128.88(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.042
####################################################################### 
# 
# 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_d11108
_database_code_depnum_ccdc_archive 'CCDC 1497517'
_audit_update_record             
;
2016-08-03 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H22 O2'
_chemical_formula_weight         258.35

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   P2~1~2~1~2~1~

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'

_cell_length_a                   6.4809(7)
_cell_length_b                   9.8124(13)
_cell_length_c                   21.726(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1381.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2264
_cell_measurement_theta_min      3.28
_cell_measurement_theta_max      20.85

_exptl_crystal_description       irregular
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      no
_exptl_crystal_density_diffrn    1.242
_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  0.9777
_exptl_absorpt_correction_T_max  0.9909
_exptl_absorpt_process_details   'sadabs v2008/1'

_exptl_special_details           
; 
All H atoms were added in their calculated positions 
and were treated using appropriate riding models. 
  
;

_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12272
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_sigmaI/netI    0.0783
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.28
_diffrn_reflns_theta_max         27.47
_reflns_number_total             3116
_reflns_number_gt                2335
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker-Apex II (Bruker, 2006)'
_computing_cell_refinement       'Bruker-Apex II (Bruker, 2006)'
_computing_data_reduction        'Bruker-SAINT   (Bruker, 2006)'

_computing_structure_solution    'Bruker-SHELXTL (Sheldrick, G.M., 2008)'
_computing_structure_refinement  'Bruker-SHELXTL (Sheldrick, G.M., 2008)'
_computing_molecular_graphics    'Bruker-SHELXTL (Sheldrick, G.M., 2008)'
_computing_publication_material  'Bruker-SHELXTL (Sheldrick, G.M., 2008)'


_chemical_absolute_configuration ad
_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)+(0.0356P)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    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.4(14)
_refine_ls_number_reflns         3116
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.0949
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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 -0.01264(18) 0.25910(15) 0.07843(6) 0.0223(3) Uani 1 1 d . . .
H1 H 0.0723 0.3012 0.0563 0.033 Uiso 1 1 calc R . .
O1AR O 0.74627(19) -0.09755(15) 0.50608(6) 0.0233(4) Uani 1 1 d . . .
H1AR H 0.6736 -0.1477 0.5287 0.035 Uiso 1 1 calc R . .
C1 C 0.0970(3) 0.1845(2) 0.12557(8) 0.0208(5) Uani 1 1 d . . .
H1A H 0.0149 0.1008 0.1350 0.025 Uiso 1 1 calc R . .
C2 C 0.3148(3) 0.1376(2) 0.10531(9) 0.0277(6) Uani 1 1 d . . .
H2A H 0.3098 0.0440 0.0883 0.033 Uiso 1 1 calc R . .
H2B H 0.3714 0.1996 0.0736 0.033 Uiso 1 1 calc R . .
C3 C 0.4488(3) 0.1418(3) 0.16427(9) 0.0358(6) Uani 1 1 d . . .
H3A H 0.5209 0.0539 0.1705 0.043 Uiso 1 1 calc R . .
H3B H 0.5526 0.2156 0.1618 0.043 Uiso 1 1 calc R . .
C4 C 0.3762(3) 0.2283(3) 0.27640(9) 0.0264(5) Uani 1 1 d . . .
H4A H 0.4626 0.1597 0.2977 0.032 Uiso 1 1 calc R . .
H4B H 0.4633 0.3087 0.2675 0.032 Uiso 1 1 calc R . .
C5 C 0.1999(3) 0.2696(2) 0.31764(9) 0.0211(5) Uani 1 1 d . . .
C6 C 0.0098(3) 0.2846(2) 0.29607(9) 0.0272(5) Uani 1 1 d . . .
H6 H -0.0939 0.3106 0.3246 0.033 Uiso 1 1 calc R . .
C7 C -0.0562(3) 0.2640(2) 0.22980(9) 0.0255(5) Uani 1 1 d . . .
H7A H -0.1498 0.3388 0.2174 0.031 Uiso 1 1 calc R . .
H7B H -0.1331 0.1771 0.2262 0.031 Uiso 1 1 calc R . .
C5' C 0.2513(3) 0.3003(2) 0.38420(8) 0.0239(5) Uani 1 1 d . . .
H5'1 H 0.3253 0.3884 0.3861 0.029 Uiso 1 1 calc R . .
H5'2 H 0.1208 0.3108 0.4074 0.029 Uiso 1 1 calc R . .
C1AR C 0.3815(3) 0.1929(2) 0.41571(8) 0.0199(5) Uani 1 1 d . . .
C2AR C 0.3010(3) 0.0659(2) 0.43034(8) 0.0213(5) Uani 1 1 d . . .
H2AR H 0.1624 0.0455 0.4195 0.026 Uiso 1 1 calc R . .
C3AR C 0.4182(3) -0.0323(2) 0.46043(9) 0.0199(5) Uani 1 1 d . . .
H3AR H 0.3601 -0.1187 0.4698 0.024 Uiso 1 1 calc R . .
C4AR C 0.6215(3) -0.0032(2) 0.47675(9) 0.0178(5) Uani 1 1 d . . .
C5AR C 0.7056(3) 0.1216(2) 0.46184(9) 0.0206(5) Uani 1 1 d . . .
H5AR H 0.8449 0.1413 0.4722 0.025 Uiso 1 1 calc R . .
C6AR C 0.5866(3) 0.2182(2) 0.43175(8) 0.0222(5) Uani 1 1 d . . .
H6AR H 0.6461 0.3039 0.4218 0.027 Uiso 1 1 calc R . .
C3A C 0.2956(3) 0.1686(2) 0.21618(9) 0.0242(5) Uani 1 1 d . . .
H3A1 H 0.2277 0.0798 0.2262 0.029 Uiso 1 1 calc R . .
C7A C 0.1306(3) 0.2609(2) 0.18660(8) 0.0180(5) Uani 1 1 d . . .
C7A' C 0.2094(3) 0.4056(2) 0.17567(9) 0.0251(5) Uani 1 1 d . . .
H7A1 H 0.1057 0.4575 0.1527 0.038 Uiso 1 1 calc R . .
H7A2 H 0.3380 0.4021 0.1520 0.038 Uiso 1 1 calc R . .
H7A3 H 0.2351 0.4500 0.2153 0.038 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.445(2) . ?
O1 H1 0.8400 . ?
O1AR C4AR 1.385(2) . ?
O1AR H1AR 0.8400 . ?
C1 C7A 1.538(3) . ?
C1 C2 1.549(3) . ?
C1 H1A 1.0000 . ?
C2 C3 1.548(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C3A 1.526(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.508(3) . ?
C4 C3A 1.526(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.326(3) . ?
C5 C5' 1.514(3) . ?
C6 C7 1.516(3) . ?
C6 H6 0.9500 . ?
C7 C7A 1.533(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C5' C1AR 1.513(3) . ?
C5' H5'1 0.9900 . ?
C5' H5'2 0.9900 . ?
C1AR C2AR 1.388(3) . ?
C1AR C6AR 1.396(3) . ?
C2AR C3AR 1.390(3) . ?
C2AR H2AR 0.9500 . ?
C3AR C4AR 1.394(3) . ?
C3AR H3AR 0.9500 . ?
C4AR C5AR 1.379(3) . ?
C5AR C6AR 1.386(3) . ?
C5AR H5AR 0.9500 . ?
C6AR H6AR 0.9500 . ?
C3A C7A 1.541(3) . ?
C3A H3A1 1.0000 . ?
C7A C7A' 1.527(3) . ?
C7A' H7A1 0.9800 . ?
C7A' H7A2 0.9800 . ?
C7A' H7A3 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
C1 O1 H1 109.5 . . ?
C4AR O1AR H1AR 109.5 . . ?
O1 C1 C7A 115.72(16) . . ?
O1 C1 C2 113.42(16) . . ?
C7A C1 C2 105.11(14) . . ?
O1 C1 H1A 107.4 . . ?
C7A C1 H1A 107.4 . . ?
C2 C1 H1A 107.4 . . ?
C3 C2 C1 105.56(16) . . ?
C3 C2 H2A 110.6 . . ?
C1 C2 H2A 110.6 . . ?
C3 C2 H2B 110.6 . . ?
C1 C2 H2B 110.6 . . ?
H2A C2 H2B 108.8 . . ?
C3A C3 C2 104.55(15) . . ?
C3A C3 H3A 110.8 . . ?
C2 C3 H3A 110.8 . . ?
C3A C3 H3B 110.8 . . ?
C2 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
C5 C4 C3A 110.70(17) . . ?
C5 C4 H4A 109.5 . . ?
C3A C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3A C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C6 C5 C4 121.58(18) . . ?
C6 C5 C5' 121.33(18) . . ?
C4 C5 C5' 117.03(16) . . ?
C5 C6 C7 125.69(18) . . ?
C5 C6 H6 117.2 . . ?
C7 C6 H6 117.2 . . ?
C6 C7 C7A 111.17(16) . . ?
C6 C7 H7A 109.4 . . ?
C7A C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C7A C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C1AR C5' C5 114.63(18) . . ?
C1AR C5' H5'1 108.6 . . ?
C5 C5' H5'1 108.6 . . ?
C1AR C5' H5'2 108.6 . . ?
C5 C5' H5'2 108.6 . . ?
H5'1 C5' H5'2 107.6 . . ?
C2AR C1AR C6AR 117.36(19) . . ?
C2AR C1AR C5' 121.27(18) . . ?
C6AR C1AR C5' 121.36(19) . . ?
C1AR C2AR C3AR 121.67(18) . . ?
C1AR C2AR H2AR 119.2 . . ?
C3AR C2AR H2AR 119.2 . . ?
C2AR C3AR C4AR 119.59(19) . . ?
C2AR C3AR H3AR 120.2 . . ?
C4AR C3AR H3AR 120.2 . . ?
C5AR C4AR O1AR 118.08(17) . . ?
C5AR C4AR C3AR 119.75(19) . . ?
O1AR C4AR C3AR 122.13(19) . . ?
C4AR C5AR C6AR 119.84(18) . . ?
C4AR C5AR H5AR 120.1 . . ?
C6AR C5AR H5AR 120.1 . . ?
C5AR C6AR C1AR 121.8(2) . . ?
C5AR C6AR H6AR 119.1 . . ?
C1AR C6AR H6AR 119.1 . . ?
C3 C3A C4 118.51(17) . . ?
C3 C3A C7A 104.16(16) . . ?
C4 C3A C7A 111.69(17) . . ?
C3 C3A H3A1 107.3 . . ?
C4 C3A H3A1 107.3 . . ?
C7A C3A H3A1 107.3 . . ?
C7A' C7A C7 109.94(17) . . ?
C7A' C7A C1 111.46(16) . . ?
C7 C7A C1 115.19(16) . . ?
C7A' C7A C3A 112.28(16) . . ?
C7 C7A C3A 107.72(16) . . ?
C1 C7A C3A 99.87(16) . . ?
C7A C7A' H7A1 109.5 . . ?
C7A C7A' H7A2 109.5 . . ?
H7A1 C7A' H7A2 109.5 . . ?
C7A C7A' H7A3 109.5 . . ?
H7A1 C7A' H7A3 109.5 . . ?
H7A2 C7A' H7A3 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 147.08(18) . . . . ?
C7A C1 C2 C3 19.7(2) . . . . ?
C1 C2 C3 C3A 8.6(2) . . . . ?
C3A C4 C5 C6 -16.6(3) . . . . ?
C3A C4 C5 C5' 166.41(19) . . . . ?
C4 C5 C6 C7 -0.2(4) . . . . ?
C5' C5 C6 C7 176.7(2) . . . . ?
C5 C6 C7 C7A -15.4(3) . . . . ?
C6 C5 C5' C1AR 133.9(2) . . . . ?
C4 C5 C5' C1AR -49.1(3) . . . . ?
C5 C5' C1AR C2AR -70.6(2) . . . . ?
C5 C5' C1AR C6AR 110.0(2) . . . . ?
C6AR C1AR C2AR C3AR 0.8(3) . . . . ?
C5' C1AR C2AR C3AR -178.63(17) . . . . ?
C1AR C2AR C3AR C4AR 0.3(3) . . . . ?
C2AR C3AR C4AR C5AR -1.3(3) . . . . ?
C2AR C3AR C4AR O1AR -179.16(17) . . . . ?
O1AR C4AR C5AR C6AR 179.17(17) . . . . ?
C3AR C4AR C5AR C6AR 1.2(3) . . . . ?
C4AR C5AR C6AR C1AR -0.1(3) . . . . ?
C2AR C1AR C6AR C5AR -0.9(3) . . . . ?
C5' C1AR C6AR C5AR 178.55(17) . . . . ?
C2 C3 C3A C4 -158.6(2) . . . . ?
C2 C3 C3A C7A -33.8(2) . . . . ?
C5 C4 C3A C3 170.4(2) . . . . ?
C5 C4 C3A C7A 49.3(3) . . . . ?
C6 C7 C7A C7A' -77.2(2) . . . . ?
C6 C7 C7A C1 155.89(19) . . . . ?
C6 C7 C7A C3A 45.4(2) . . . . ?
O1 C1 C7A C7A' -46.7(2) . . . . ?
C2 C1 C7A C7A' 79.3(2) . . . . ?
O1 C1 C7A C7 79.4(2) . . . . ?
C2 C1 C7A C7 -154.60(18) . . . . ?
O1 C1 C7A C3A -165.51(16) . . . . ?
C2 C1 C7A C3A -39.6(2) . . . . ?
C3 C3A C7A C7A' -72.8(2) . . . . ?
C4 C3A C7A C7A' 56.2(2) . . . . ?
C3 C3A C7A C7 165.98(18) . . . . ?
C4 C3A C7A C7 -65.0(2) . . . . ?
C3 C3A C7A C1 45.4(2) . . . . ?
C4 C3A C7A C1 174.44(17) . . . . ?

_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.185
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.046
