# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_exp_698
_database_code_depnum_ccdc_archive 'CCDC 1039219'
_audit_update_record             
;
2014-12-14 deposited with the CCDC.
2015-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H38 O2'
_chemical_formula_weight         526.68

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           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   9.6115(5)
_cell_length_b                   12.5777(8)
_cell_length_c                   14.3804(10)
_cell_angle_alpha                110.013(6)
_cell_angle_beta                 107.490(5)
_cell_angle_gamma                99.474(5)
_cell_volume                     1486.96(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    292.1(4)
_cell_measurement_reflns_used    3545
_cell_measurement_theta_min      3.7130
_cell_measurement_theta_max      28.5900

_exptl_crystal_description       block
_exptl_crystal_colour            'fluorescent light yellow'
_exptl_crystal_size_max          0.3900
_exptl_crystal_size_mid          0.2100
_exptl_crystal_size_min          0.0700
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             552
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_min  0.64979
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      292.1(4)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_detector_area_resol_mean 16.0793
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         13276
_diffrn_standards_interval_count 1
_diffrn_standards_interval_time  7.0000
_diffrn_standards_decay_%        none
_diffrn_reflns_number            12303
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0403
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         26.37
_reflns_number_total             6064
_reflns_number_gt                3795
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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)+(0.0748P)²+0.7058P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.014(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6064
_refine_ls_number_parameters     364
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1051
_refine_ls_R_factor_gt           0.0674
_refine_ls_wR_factor_ref         0.2033
_refine_ls_wR_factor_gt          0.1743
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4004(3) 0.6826(2) 1.07495(18) 0.0515(6) Uani 1 1 d . . .
C2 C 0.4726(3) 0.6212(3) 1.1327(2) 0.0677(8) Uani 1 1 d . . .
H2 H 0.4227 0.5894 1.1678 0.081 Uiso 1 1 calc R . .
C3 C 0.6111(4) 0.6079(3) 1.1380(3) 0.0831(9) Uani 1 1 d . . .
H3 H 0.6553 0.5675 1.1764 0.100 Uiso 1 1 calc R . .
C4 C 0.6883(4) 0.6554(3) 1.0853(3) 0.0843(10) Uani 1 1 d . . .
H4 H 0.7838 0.6464 1.0893 0.101 Uiso 1 1 calc R . .
C5 C 0.6250(3) 0.7138(3) 1.0289(2) 0.0697(8) Uani 1 1 d . . .
H5 H 0.6776 0.7435 0.9940 0.084 Uiso 1 1 calc R . .
C6 C 0.4794(3) 0.7311(2) 1.02135(18) 0.0518(6) Uani 1 1 d . . .
C7 C 0.4131(3) 0.7920(2) 0.96315(17) 0.0475(6) Uani 1 1 d . . .
C8 C 0.2698(3) 0.8077(2) 0.95910(17) 0.0472(6) Uani 1 1 d . . .
C9 C 0.1907(3) 0.7585(2) 1.01278(18) 0.0477(6) Uani 1 1 d . . .
C10 C 0.2560(3) 0.6959(2) 1.06978(18) 0.0492(6) Uani 1 1 d . . .
C11 C 0.0436(3) 0.7745(2) 1.0042(2) 0.0592(7) Uani 1 1 d . . .
H11 H -0.0107 0.7422 1.0368 0.071 Uiso 1 1 calc R . .
C12 C -0.0176(3) 0.8351(3) 0.9502(2) 0.0689(8) Uani 1 1 d . . .
H12 H -0.1133 0.8437 0.9460 0.083 Uiso 1 1 calc R . .
C13 C 0.0612(3) 0.8858(3) 0.8999(2) 0.0657(7) Uani 1 1 d . . .
H13 H 0.0181 0.9284 0.8636 0.079 Uiso 1 1 calc R . .
C14 C 0.1997(3) 0.8726(2) 0.9045(2) 0.0571(6) Uani 1 1 d . . .
H14 H 0.2506 0.9067 0.8712 0.069 Uiso 1 1 calc R . .
C15 C 0.1742(3) 0.6428(2) 1.1236(2) 0.0570(6) Uani 1 1 d . . .
H15 H 0.1319 0.5608 1.0917 0.068 Uiso 1 1 calc R . .
C16 C 0.1564(3) 0.7003(2) 1.2110(2) 0.0547(6) Uani 1 1 d . . .
H16 H 0.2028 0.7818 1.2428 0.066 Uiso 1 1 calc R . .
C17 C 0.0736(3) 0.6555(2) 1.26697(18) 0.0480(6) Uani 1 1 d . . .
C18 C -0.0137(3) 0.5383(2) 1.22731(18) 0.0512(6) Uani 1 1 d . . .
H18 H -0.0203 0.4841 1.1619 0.061 Uiso 1 1 calc R . .
C19 C -0.0906(3) 0.5006(2) 1.28228(19) 0.0527(6) Uani 1 1 d . . .
H19 H -0.1480 0.4215 1.2536 0.063 Uiso 1 1 calc R . .
C20 C -0.0834(3) 0.5792(2) 1.38028(18) 0.0478(6) Uani 1 1 d . . .
C21 C 0.0030(3) 0.6957(2) 1.4216(2) 0.0605(7) Uani 1 1 d . . .
H21 H 0.0101 0.7495 1.4874 0.073 Uiso 1 1 calc R . .
C22 C 0.0794(3) 0.7325(2) 1.3648(2) 0.0618(7) Uani 1 1 d . . .
H22 H 0.1365 0.8116 1.3934 0.074 Uiso 1 1 calc R . .
C23 C -0.1585(3) 0.6119(2) 1.5299(2) 0.0614(7) Uani 1 1 d . . .
H23A H -0.1956 0.6771 1.5230 0.074 Uiso 1 1 calc R . .
H23B H -0.0538 0.6443 1.5817 0.074 Uiso 1 1 calc R . .
C24 C -0.2562(3) 0.5435(2) 1.5671(2) 0.0557(6) Uani 1 1 d . . .
H24A H -0.2192 0.4777 1.5724 0.067 Uiso 1 1 calc R . .
H24B H -0.3604 0.5112 1.5145 0.067 Uiso 1 1 calc R . .
C25 C -0.2547(4) 0.6202(3) 1.6746(2) 0.0707(8) Uani 1 1 d . . .
H25A H -0.2919 0.6858 1.6689 0.085 Uiso 1 1 calc R . .
H25B H -0.1503 0.6530 1.7269 0.085 Uiso 1 1 calc R . .
C26 C -0.3520(4) 0.5529(3) 1.7142(3) 0.0824(9) Uani 1 1 d . . .
H26A H -0.4567 0.5241 1.6648 0.124 Uiso 1 1 calc R . .
H26B H -0.3442 0.6049 1.7836 0.124 Uiso 1 1 calc R . .
H26C H -0.3166 0.4872 1.7191 0.124 Uiso 1 1 calc R . .
C27 C 0.4923(3) 0.8363(2) 0.90330(19) 0.0533(6) Uani 1 1 d . . .
H27 H 0.5837 0.8975 0.9430 0.064 Uiso 1 1 calc R . .
C28 C 0.4426(3) 0.7956(2) 0.7992(2) 0.0579(7) Uani 1 1 d . . .
H28 H 0.3513 0.7341 0.7627 0.069 Uiso 1 1 calc R . .
C29 C 0.5076(3) 0.8310(2) 0.73055(19) 0.0502(6) Uani 1 1 d . . .
C30 C 0.6418(3) 0.9223(2) 0.7694(2) 0.0524(6) Uani 1 1 d . . .
H30 H 0.6955 0.9643 0.8430 0.063 Uiso 1 1 calc R . .
C31 C 0.6960(3) 0.9511(2) 0.6998(2) 0.0579(7) Uani 1 1 d . . .
H31 H 0.7864 1.0120 0.7272 0.070 Uiso 1 1 calc R . .
C32 C 0.6174(3) 0.8905(2) 0.5895(2) 0.0603(7) Uani 1 1 d . . .
C33 C 0.4858(3) 0.7991(3) 0.5497(2) 0.0682(8) Uani 1 1 d . . .
H33 H 0.4329 0.7565 0.4761 0.082 Uiso 1 1 calc R . .
C34 C 0.4328(3) 0.7711(2) 0.6205(2) 0.0638(7) Uani 1 1 d . . .
H34 H 0.3431 0.7095 0.5928 0.077 Uiso 1 1 calc R . .
C35 C 0.5936(5) 0.8718(4) 0.4131(3) 0.1033(12) Uani 1 1 d U . .
H35A H 0.4875 0.8697 0.3971 0.124 Uiso 1 1 calc R . .
H35B H 0.5974 0.7908 0.3859 0.124 Uiso 1 1 calc R . .
C36 C 0.6601(5) 0.9376(4) 0.3585(3) 0.1044(12) Uani 1 1 d U . .
H36A H 0.5960 0.9024 0.2826 0.125 Uiso 1 1 calc R . .
H36B H 0.6601 1.0195 0.3881 0.125 Uiso 1 1 calc R . .
C37 C 0.8082(5) 0.9348(5) 0.3709(4) 0.1290(16) Uani 1 1 d U . .
H37A H 0.8094 0.8530 0.3464 0.155 Uiso 1 1 calc R . .
H37B H 0.8737 0.9754 0.4465 0.155 Uiso 1 1 calc R . .
C38 C 0.8752(6) 0.9956(5) 0.3059(4) 0.1395(18) Uani 1 1 d U . .
H38A H 0.8151 0.9522 0.2305 0.209 Uiso 1 1 calc R . .
H38B H 0.9792 0.9951 0.3199 0.209 Uiso 1 1 calc R . .
H38C H 0.8714 1.0759 0.3282 0.209 Uiso 1 1 calc R . .
O1 O -0.1649(2) 0.53318(16) 1.42811(14) 0.0611(5) Uani 1 1 d . . .
O2 O 0.6778(3) 0.92887(19) 0.52760(16) 0.0854(7) 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 C10 1.408(3) . ?
C1 C2 1.426(4) . ?
C1 C6 1.437(3) . ?
C2 C3 1.353(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.409(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.352(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.429(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.404(3) . ?
C7 C8 1.410(3) . ?
C7 C27 1.487(3) . ?
C8 C14 1.427(3) . ?
C8 C9 1.443(3) . ?
C9 C10 1.408(3) . ?
C9 C11 1.435(3) . ?
C10 C15 1.487(3) . ?
C11 C12 1.344(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.411(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.353(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.296(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.466(3) . ?
C16 H16 0.9300 . ?
C17 C22 1.387(3) . ?
C17 C18 1.389(3) . ?
C18 C19 1.374(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.390(3) . ?
C19 H19 0.9300 . ?
C20 O1 1.367(3) . ?
C20 C21 1.377(3) . ?
C21 C22 1.389(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O1 1.435(3) . ?
C23 C24 1.502(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.511(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.518(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.302(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.464(3) . ?
C28 H28 0.9300 . ?
C29 C34 1.383(3) . ?
C29 C30 1.391(3) . ?
C30 C31 1.380(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.390(4) . ?
C31 H31 0.9300 . ?
C32 O2 1.369(3) . ?
C32 C33 1.373(4) . ?
C33 C34 1.385(3) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 O2 1.442(4) . ?
C35 C36 1.512(4) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.388(5) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.601(5) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C2 121.6(2) . . ?
C10 C1 C6 120.3(2) . . ?
C2 C1 C6 118.1(2) . . ?
C3 C2 C1 122.1(3) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 119.8(3) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 120.7(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 121.8(3) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
C7 C6 C5 122.1(2) . . ?
C7 C6 C1 120.3(2) . . ?
C5 C6 C1 117.6(2) . . ?
C6 C7 C8 119.9(2) . . ?
C6 C7 C27 119.8(2) . . ?
C8 C7 C27 120.4(2) . . ?
C7 C8 C14 122.2(2) . . ?
C7 C8 C9 119.7(2) . . ?
C14 C8 C9 118.1(2) . . ?
C10 C9 C11 122.0(2) . . ?
C10 C9 C8 120.5(2) . . ?
C11 C9 C8 117.5(2) . . ?
C9 C10 C1 119.4(2) . . ?
C9 C10 C15 121.0(2) . . ?
C1 C10 C15 119.6(2) . . ?
C12 C11 C9 121.7(2) . . ?
C12 C11 H11 119.2 . . ?
C9 C11 H11 119.2 . . ?
C11 C12 C13 120.9(3) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C12 120.0(3) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C8 121.8(2) . . ?
C13 C14 H14 119.1 . . ?
C8 C14 H14 119.1 . . ?
C16 C15 C10 125.9(2) . . ?
C16 C15 H15 117.0 . . ?
C10 C15 H15 117.0 . . ?
C15 C16 C17 129.3(2) . . ?
C15 C16 H16 115.3 . . ?
C17 C16 H16 115.3 . . ?
C22 C17 C18 116.7(2) . . ?
C22 C17 C16 119.5(2) . . ?
C18 C17 C16 123.8(2) . . ?
C19 C18 C17 121.7(2) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 120.7(2) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 H19 119.6 . . ?
O1 C20 C21 125.0(2) . . ?
O1 C20 C19 116.3(2) . . ?
C21 C20 C19 118.7(2) . . ?
C20 C21 C22 119.8(2) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C17 C22 C21 122.3(2) . . ?
C17 C22 H22 118.9 . . ?
C21 C22 H22 118.9 . . ?
O1 C23 C24 108.6(2) . . ?
O1 C23 H23A 110.0 . . ?
C24 C23 H23A 110.0 . . ?
O1 C23 H23B 110.0 . . ?
C24 C23 H23B 110.0 . . ?
H23A C23 H23B 108.3 . . ?
C23 C24 C25 111.9(2) . . ?
C23 C24 H24A 109.2 . . ?
C25 C24 H24A 109.2 . . ?
C23 C24 H24B 109.2 . . ?
C25 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C24 C25 C26 112.9(3) . . ?
C24 C25 H25A 109.0 . . ?
C26 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
C26 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C7 124.6(2) . . ?
C28 C27 H27 117.7 . . ?
C7 C27 H27 117.7 . . ?
C27 C28 C29 130.3(2) . . ?
C27 C28 H28 114.8 . . ?
C29 C28 H28 114.8 . . ?
C34 C29 C30 117.3(2) . . ?
C34 C29 C28 118.9(2) . . ?
C30 C29 C28 123.8(2) . . ?
C31 C30 C29 120.6(2) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C32 120.9(2) . . ?
C30 C31 H31 119.5 . . ?
C32 C31 H31 119.5 . . ?
O2 C32 C33 124.4(2) . . ?
O2 C32 C31 116.3(2) . . ?
C33 C32 C31 119.2(2) . . ?
C32 C33 C34 119.2(2) . . ?
C32 C33 H33 120.4 . . ?
C34 C33 H33 120.4 . . ?
C29 C34 C33 122.7(2) . . ?
C29 C34 H34 118.6 . . ?
C33 C34 H34 118.6 . . ?
O2 C35 C36 110.6(3) . . ?
O2 C35 H35A 109.5 . . ?
C36 C35 H35A 109.5 . . ?
O2 C35 H35B 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 108.1 . . ?
C37 C36 C35 112.1(4) . . ?
C37 C36 H36A 109.2 . . ?
C35 C36 H36A 109.2 . . ?
C37 C36 H36B 109.2 . . ?
C35 C36 H36B 109.2 . . ?
H36A C36 H36B 107.9 . . ?
C36 C37 C38 112.6(4) . . ?
C36 C37 H37A 109.1 . . ?
C38 C37 H37A 109.1 . . ?
C36 C37 H37B 109.1 . . ?
C38 C37 H37B 109.1 . . ?
H37A C37 H37B 107.8 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C20 O1 C23 117.58(19) . . ?
C32 O2 C35 117.3(2) . . ?

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
C10 C1 C2 C3 179.9(3) . . . . ?
C6 C1 C2 C3 0.0(4) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C2 C3 C4 C5 -0.3(6) . . . . ?
C3 C4 C5 C6 0.8(5) . . . . ?
C4 C5 C6 C7 179.8(3) . . . . ?
C4 C5 C6 C1 -0.9(4) . . . . ?
C10 C1 C6 C7 -0.1(4) . . . . ?
C2 C1 C6 C7 179.8(2) . . . . ?
C10 C1 C6 C5 -179.5(2) . . . . ?
C2 C1 C6 C5 0.5(4) . . . . ?
C5 C6 C7 C8 -179.4(2) . . . . ?
C1 C6 C7 C8 1.3(3) . . . . ?
C5 C6 C7 C27 2.5(4) . . . . ?
C1 C6 C7 C27 -176.8(2) . . . . ?
C6 C7 C8 C14 177.6(2) . . . . ?
C27 C7 C8 C14 -4.3(3) . . . . ?
C6 C7 C8 C9 -1.5(3) . . . . ?
C27 C7 C8 C9 176.6(2) . . . . ?
C7 C8 C9 C10 0.5(3) . . . . ?
C14 C8 C9 C10 -178.6(2) . . . . ?
C7 C8 C9 C11 -178.6(2) . . . . ?
C14 C8 C9 C11 2.3(3) . . . . ?
C11 C9 C10 C1 179.7(2) . . . . ?
C8 C9 C10 C1 0.6(3) . . . . ?
C11 C9 C10 C15 0.3(3) . . . . ?
C8 C9 C10 C15 -178.8(2) . . . . ?
C2 C1 C10 C9 179.2(2) . . . . ?
C6 C1 C10 C9 -0.8(3) . . . . ?
C2 C1 C10 C15 -1.3(4) . . . . ?
C6 C1 C10 C15 178.6(2) . . . . ?
C10 C9 C11 C12 179.5(2) . . . . ?
C8 C9 C11 C12 -1.4(4) . . . . ?
C9 C11 C12 C13 -0.2(4) . . . . ?
C11 C12 C13 C14 0.8(4) . . . . ?
C12 C13 C14 C8 0.2(4) . . . . ?
C7 C8 C14 C13 179.1(2) . . . . ?
C9 C8 C14 C13 -1.8(4) . . . . ?
C9 C10 C15 C16 -73.7(4) . . . . ?
C1 C10 C15 C16 106.8(3) . . . . ?
C10 C15 C16 C17 177.8(2) . . . . ?
C15 C16 C17 C22 174.9(3) . . . . ?
C15 C16 C17 C18 -5.7(4) . . . . ?
C22 C17 C18 C19 0.0(4) . . . . ?
C16 C17 C18 C19 -179.4(2) . . . . ?
C17 C18 C19 C20 0.0(4) . . . . ?
C18 C19 C20 O1 179.4(2) . . . . ?
C18 C19 C20 C21 -0.3(4) . . . . ?
O1 C20 C21 C22 -179.1(2) . . . . ?
C19 C20 C21 C22 0.6(4) . . . . ?
C18 C17 C22 C21 0.3(4) . . . . ?
C16 C17 C22 C21 179.7(2) . . . . ?
C20 C21 C22 C17 -0.6(4) . . . . ?
O1 C23 C24 C25 179.6(2) . . . . ?
C23 C24 C25 C26 -179.7(2) . . . . ?
C6 C7 C27 C28 112.2(3) . . . . ?
C8 C7 C27 C28 -65.9(4) . . . . ?
C7 C27 C28 C29 179.5(3) . . . . ?
C27 C28 C29 C34 178.8(3) . . . . ?
C27 C28 C29 C30 -1.2(5) . . . . ?
C34 C29 C30 C31 0.3(4) . . . . ?
C28 C29 C30 C31 -179.8(2) . . . . ?
C29 C30 C31 C32 0.5(4) . . . . ?
C30 C31 C32 O2 177.7(2) . . . . ?
C30 C31 C32 C33 -1.4(4) . . . . ?
O2 C32 C33 C34 -177.6(3) . . . . ?
C31 C32 C33 C34 1.4(4) . . . . ?
C30 C29 C34 C33 -0.3(4) . . . . ?
C28 C29 C34 C33 179.7(3) . . . . ?
C32 C33 C34 C29 -0.5(5) . . . . ?
O2 C35 C36 C37 64.4(5) . . . . ?
C35 C36 C37 C38 175.6(4) . . . . ?
C21 C20 O1 C23 -0.9(4) . . . . ?
C19 C20 O1 C23 179.4(2) . . . . ?
C24 C23 O1 C20 179.7(2) . . . . ?
C33 C32 O2 C35 2.4(5) . . . . ?
C31 C32 O2 C35 -176.5(3) . . . . ?
C36 C35 O2 C32 170.2(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.429
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.039
####################################################################### 
# 
# 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_exp_724
_database_code_depnum_ccdc_archive 'CCDC 1039220'
_audit_update_record             
;
2014-12-14 deposited with the CCDC.
2015-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H38 O2'
_chemical_formula_weight         526.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   9.3559(4)
_cell_length_b                   9.9674(3)
_cell_length_c                   16.4761(8)
_cell_angle_alpha                99.935(3)
_cell_angle_beta                 101.993(4)
_cell_angle_gamma                96.700(3)
_cell_volume                     1461.72(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    100.00(10)
_cell_measurement_reflns_used    5553
_cell_measurement_theta_min      4.5550
_cell_measurement_theta_max      70.9670

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_size_max          0.3400
_exptl_crystal_size_mid          0.1600
_exptl_crystal_size_min          0.0300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564
_exptl_absorpt_coefficient_mu    0.554
_exptl_absorpt_correction_T_min  0.69813
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;


_diffrn_ambient_temperature      100.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.0793
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         9892
_diffrn_standards_interval_count 1
_diffrn_standards_interval_time  1
_diffrn_standards_decay_%        none
_diffrn_reflns_number            9459
_diffrn_reflns_av_R_equivalents  0.0168
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         4.56
_diffrn_reflns_theta_max         67.07
_reflns_number_total             5219
_reflns_number_gt                4673
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0618P)²+0.3472P] 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         5219
_refine_ls_number_parameters     419
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1139
_refine_ls_wR_factor_gt          0.1098
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_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
C1 C 0.33211(13) 0.62740(11) 0.63787(7) 0.0213(3) Uani 1 1 d . . .
C2 C 0.37732(13) 0.65000(12) 0.72878(7) 0.0233(3) Uani 1 1 d . A .
C3 C 0.52507(14) 0.70391(13) 0.77055(8) 0.0280(3) Uani 1 1 d . . .
C4 C 0.62926(13) 0.73493(11) 0.72316(8) 0.0244(3) Uani 1 1 d . A .
C5 C 0.78208(14) 0.78572(13) 0.76230(9) 0.0303(3) Uani 1 1 d . . .
H5 H 0.8137 0.7989 0.8209 0.036 Uiso 1 1 calc R A .
C6 C 0.88173(15) 0.81511(13) 0.71635(10) 0.0355(3) Uani 1 1 d . A .
H6 H 0.9802 0.8484 0.7435 0.043 Uiso 1 1 calc R . .
C7 C 0.83667(16) 0.79543(15) 0.62734(10) 0.0380(3) Uani 1 1 d . . .
H7 H 0.9055 0.8161 0.5961 0.046 Uiso 1 1 calc R A .
C8 C 0.69297(15) 0.74634(14) 0.58698(9) 0.0319(3) Uani 1 1 d . A .
H8 H 0.6651 0.7340 0.5283 0.038 Uiso 1 1 calc R . .
C9 C 0.58400(13) 0.71329(11) 0.63243(8) 0.0226(3) Uani 1 1 d . . .
C10 C 0.43548(13) 0.66136(11) 0.59043(7) 0.0215(3) Uani 1 1 d . A .
C11 C 0.18073(14) 0.56999(12) 0.59853(8) 0.0263(3) Uani 1 1 d . . .
H11 H 0.1499 0.5519 0.5398 0.032 Uiso 1 1 calc R . .
C12 C 0.08126(14) 0.54134(13) 0.64497(8) 0.0310(3) Uani 1 1 d . . .
H12 H -0.0162 0.5041 0.6177 0.037 Uiso 1 1 calc R . .
C13 C 0.12477(15) 0.56778(14) 0.73448(9) 0.0318(3) Uani 1 1 d . A .
H13 H 0.0555 0.5497 0.7659 0.038 Uiso 1 1 calc R . .
C14 C 0.26739(14) 0.61951(14) 0.77444(8) 0.0296(3) Uani 1 1 d . . .
H14 H 0.2945 0.6356 0.8333 0.035 Uiso 1 1 calc R A .
C15 C 0.5832(3) 0.7707(5) 0.8596(2) 0.0196(9) Uani 0.415(4) 1 d P A 1
H15 H 0.6184 0.8649 0.8738 0.024 Uiso 0.415(4) 1 calc PR A 1
C16 C 0.5862(3) 0.6977(3) 0.9209(2) 0.0202(7) Uani 0.415(4) 1 d P A 1
H16 H 0.5531 0.6033 0.9042 0.024 Uiso 0.415(4) 1 calc PR A 1
C17 C 0.6371(4) 0.7539(5) 1.0115(2) 0.0202(7) Uani 0.415(4) 1 d P A 1
C18 C 0.6738(4) 0.6655(5) 1.0669(2) 0.0231(9) Uani 0.415(4) 1 d P A 1
H18 H 0.6630 0.5714 1.0455 0.028 Uiso 0.415(4) 1 calc PR A 1
C19 C 0.7262(11) 0.7153(8) 1.1534(5) 0.0184(13) Uani 0.415(4) 1 d P A 1
H19 H 0.7536 0.6551 1.1890 0.022 Uiso 0.415(4) 1 calc PR A 1
C20 C 0.73881(13) 0.87155(14) 1.19055(7) 0.0257(3) Uani 1 1 d . . .
C21 C 0.6988(5) 0.9430(5) 1.1333(3) 0.0204(7) Uani 0.415(4) 1 d P A 1
H21 H 0.7036 1.0372 1.1526 0.024 Uiso 0.415(4) 1 calc PR A 1
C22 C 0.6494(4) 0.8941(6) 1.0460(3) 0.0204(7) Uani 0.415(4) 1 d P A 1
H22 H 0.6247 0.9552 1.0106 0.024 Uiso 0.415(4) 1 calc PR A 1
C23 C 0.70244(13) 0.88869(12) 1.33436(7) 0.0224(3) Uani 1 1 d . . .
C24 C 0.65106(16) 0.73621(13) 1.32754(8) 0.0325(3) Uani 1 1 d . A .
H24A H 0.5873 0.6984 1.2726 0.049 Uiso 1 1 calc R . .
H24B H 0.5979 0.7244 1.3704 0.049 Uiso 1 1 calc R . .
H24C H 0.7354 0.6893 1.3352 0.049 Uiso 1 1 calc R . .
C25 C 0.57159(15) 0.96513(14) 1.31696(9) 0.0336(3) Uani 1 1 d . A .
H25A H 0.6069 1.0604 1.3191 0.050 Uiso 1 1 calc R . .
H25B H 0.5152 0.9586 1.3590 0.050 Uiso 1 1 calc R . .
H25C H 0.5101 0.9247 1.2618 0.050 Uiso 1 1 calc R . .
C26 C 0.80461(16) 0.95029(16) 1.42023(8) 0.0373(3) Uani 1 1 d . A .
H26A H 0.8862 0.9002 1.4292 0.056 Uiso 1 1 calc R . .
H26B H 0.7512 0.9446 1.4637 0.056 Uiso 1 1 calc R . .
H26C H 0.8412 1.0452 1.4223 0.056 Uiso 1 1 calc R . .
C27 C 0.38969(14) 0.64431(12) 0.49702(7) 0.0249(3) Uani 1 1 d . . .
H27 H 0.4248 0.5756 0.4643 0.030 Uiso 1 1 calc R A .
C28 C 0.30388(15) 0.71828(13) 0.45710(8) 0.0283(3) Uani 1 1 d . A .
H28 H 0.2724 0.7877 0.4913 0.034 Uiso 1 1 calc R . .
C29 C 0.25048(13) 0.70664(12) 0.36552(7) 0.0227(3) Uani 1 1 d . . .
C30 C 0.16393(14) 0.80127(13) 0.33593(7) 0.0261(3) Uani 1 1 d . A .
H30 H 0.1452 0.8728 0.3747 0.031 Uiso 1 1 calc R . .
C31 C 0.10540(13) 0.79079(12) 0.25024(7) 0.0235(3) Uani 1 1 d . . .
H31 H 0.0473 0.8543 0.2320 0.028 Uiso 1 1 calc R A .
C32 C 0.13351(12) 0.68544(12) 0.19171(7) 0.0200(2) Uani 1 1 d . A .
C33 C 0.21997(13) 0.59041(12) 0.21995(7) 0.0226(3) Uani 1 1 d . . .
H33 H 0.2392 0.5196 0.1810 0.027 Uiso 1 1 calc R A .
C34 C 0.27728(13) 0.60087(12) 0.30559(7) 0.0230(3) Uani 1 1 d . A .
H34 H 0.3345 0.5366 0.3236 0.028 Uiso 1 1 calc R . .
C35 C 0.12771(13) 0.74619(12) 0.05332(7) 0.0219(3) Uani 1 1 d . A .
C36 C 0.11452(15) 0.89692(13) 0.08020(8) 0.0302(3) Uani 1 1 d . . .
H36A H 0.0144 0.9045 0.0834 0.045 Uiso 1 1 calc R . .
H36B H 0.1412 0.9473 0.0395 0.045 Uiso 1 1 calc R . .
H36C H 0.1797 0.9342 0.1347 0.045 Uiso 1 1 calc R . .
C37 C 0.28700(15) 0.72564(15) 0.05764(9) 0.0351(3) Uani 1 1 d . . .
H37A H 0.3456 0.7636 0.1139 0.053 Uiso 1 1 calc R . .
H37B H 0.3249 0.7715 0.0180 0.053 Uiso 1 1 calc R . .
H37C H 0.2914 0.6289 0.0437 0.053 Uiso 1 1 calc R . .
C38 C 0.03165(15) 0.68714(14) -0.03457(8) 0.0322(3) Uani 1 1 d . . .
H38A H 0.0381 0.5910 -0.0499 0.048 Uiso 1 1 calc R . .
H38B H 0.0652 0.7353 -0.0745 0.048 Uiso 1 1 calc R . .
H38C H -0.0692 0.6976 -0.0351 0.048 Uiso 1 1 calc R . .
C15' C 0.5622(3) 0.7034(3) 0.86636(16) 0.0201(6) Uani 0.585(4) 1 d P A 2
H15' H 0.5556 0.6198 0.8843 0.024 Uiso 0.585(4) 1 calc PR A 2
C16' C 0.6033(2) 0.8201(2) 0.92316(13) 0.0202(6) Uani 0.585(4) 1 d P A 2
H16' H 0.6029 0.9009 0.9022 0.024 Uiso 0.585(4) 1 calc PR A 2
C17' C 0.6496(2) 0.8368(4) 1.01591(16) 0.0171(6) Uani 0.585(4) 1 d P A 2
C18' C 0.6631(2) 0.9679(3) 1.06576(15) 0.0193(6) Uani 0.585(4) 1 d P A 2
H18' H 0.6417 1.0410 1.0395 0.023 Uiso 0.585(4) 1 calc PR A 2
C19' C 0.7074(4) 0.9920(3) 1.15288(19) 0.0191(6) Uani 0.585(4) 1 d P A 2
H19' H 0.7170 1.0795 1.1861 0.023 Uiso 0.585(4) 1 calc PR A 2
C21' C 0.7295(8) 0.7533(6) 1.1439(4) 0.0236(11) Uani 0.585(4) 1 d P A 2
H21' H 0.7547 0.6804 1.1695 0.028 Uiso 0.585(4) 1 calc PR A 2
C22' C 0.6834(3) 0.7293(3) 1.05658(17) 0.0198(6) Uani 0.585(4) 1 d P A 2
H22' H 0.6749 0.6408 1.0249 0.024 Uiso 0.585(4) 1 calc PR A 2
O1 O 0.06489(9) 0.66375(8) 0.10675(5) 0.0222(2) Uani 1 1 d . . .
O2 O 0.79808(9) 0.90955(8) 1.27619(5) 0.02243(19) Uani 1 1 d . A .


_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 C10 1.4106(18) . ?
C1 C11 1.4334(17) . ?
C1 C2 1.4392(16) . ?
C2 C3 1.4061(18) . ?
C2 C14 1.4296(18) . ?
C3 C4 1.4088(19) . ?
C3 C15 1.462(3) . ?
C3 C15' 1.545(3) . ?
C4 C5 1.4323(17) . ?
C4 C9 1.4370(16) . ?
C5 C6 1.354(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.411(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.3608(19) . ?
C7 H7 0.9300 . ?
C8 C9 1.4256(18) . ?
C8 H8 0.9300 . ?
C9 C10 1.4095(17) . ?
C10 C27 1.4832(16) . ?
C11 C12 1.3573(19) . ?
C11 H11 0.9300 . ?
C12 C13 1.4147(18) . ?
C12 H12 0.9300 . ?
C13 C14 1.3553(19) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.340(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.457(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.395(5) . ?
C17 C22 1.396(5) . ?
C18 C19 1.387(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.554(8) . ?
C19 H19 0.9300 . ?
C20 C21' 1.275(7) . ?
C20 C21 1.297(5) . ?
C20 O2 1.3724(14) . ?
C20 C19' 1.475(3) . ?
C21 C22 1.397(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O2 1.4644(14) . ?
C23 C26 1.5145(16) . ?
C23 C24 1.5171(17) . ?
C23 C25 1.5194(17) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.3065(17) . ?
C27 H27 0.9300 . ?
C28 C29 1.4671(16) . ?
C28 H28 0.9300 . ?
C29 C34 1.3980(17) . ?
C29 C30 1.3985(16) . ?
C30 C31 1.3851(16) . ?
C30 H30 0.9300 . ?
C31 C32 1.3864(17) . ?
C31 H31 0.9300 . ?
C32 O1 1.3813(13) . ?
C32 C33 1.3938(16) . ?
C33 C34 1.3824(16) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 O1 1.4654(14) . ?
C35 C38 1.5141(16) . ?
C35 C37 1.5166(17) . ?
C35 C36 1.5182(17) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C15' C16' 1.322(4) . ?
C15' H15' 0.9300 . ?
C16' C17' 1.473(3) . ?
C16' H16' 0.9300 . ?
C17' C22' 1.391(4) . ?
C17' C18' 1.395(4) . ?
C18' C19' 1.379(3) . ?
C18' H18' 0.9300 . ?
C19' H19' 0.9300 . ?
C21' C22' 1.382(7) . ?
C21' H21' 0.9300 . ?
C22' H22' 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
C10 C1 C11 122.14(11) . . ?
C10 C1 C2 120.06(10) . . ?
C11 C1 C2 117.80(11) . . ?
C3 C2 C14 121.71(11) . . ?
C3 C2 C1 120.18(11) . . ?
C14 C2 C1 118.09(11) . . ?
C2 C3 C4 119.85(11) . . ?
C2 C3 C15 127.91(17) . . ?
C4 C3 C15 109.95(18) . . ?
C2 C3 C15' 114.30(15) . . ?
C4 C3 C15' 125.23(14) . . ?
C15 C3 C15' 27.16(13) . . ?
C3 C4 C5 122.12(11) . . ?
C3 C4 C9 120.00(11) . . ?
C5 C4 C9 117.87(12) . . ?
C6 C5 C4 121.82(12) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C7 120.21(12) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C8 C7 C6 120.30(14) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C7 C8 C9 121.64(13) . . ?
C7 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C10 C9 C8 121.54(11) . . ?
C10 C9 C4 120.31(11) . . ?
C8 C9 C4 118.15(11) . . ?
C9 C10 C1 119.57(11) . . ?
C9 C10 C27 119.55(11) . . ?
C1 C10 C27 120.88(10) . . ?
C12 C11 C1 121.61(11) . . ?
C12 C11 H11 119.2 . . ?
C1 C11 H11 119.2 . . ?
C11 C12 C13 120.50(12) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C14 C13 C12 120.01(12) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C2 121.93(12) . . ?
C13 C14 H14 119.0 . . ?
C2 C14 H14 119.0 . . ?
C16 C15 C3 120.8(4) . . ?
C16 C15 H15 119.6 . . ?
C3 C15 H15 119.6 . . ?
C15 C16 C17 125.5(3) . . ?
C15 C16 H16 117.2 . . ?
C17 C16 H16 117.2 . . ?
C18 C17 C22 118.0(3) . . ?
C18 C17 C16 119.5(3) . . ?
C22 C17 C16 122.5(4) . . ?
C19 C18 C17 121.3(4) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
C18 C19 C20 119.9(5) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C21' C20 C21 100.5(3) . . ?
C21' C20 O2 126.8(3) . . ?
C21 C20 O2 132.0(2) . . ?
C21' C20 C19' 120.9(3) . . ?
C21 C20 C19' 20.50(17) . . ?
O2 C20 C19' 111.52(15) . . ?
C21' C20 C19 13.6(4) . . ?
C21 C20 C19 113.3(3) . . ?
O2 C20 C19 114.6(3) . . ?
C19' C20 C19 133.8(3) . . ?
C20 C21 C22 127.1(4) . . ?
C20 C21 H21 116.4 . . ?
C22 C21 H21 116.4 . . ?
C17 C22 C21 120.4(4) . . ?
C17 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
O2 C23 C26 102.56(9) . . ?
O2 C23 C24 110.83(10) . . ?
C26 C23 C24 110.41(11) . . ?
O2 C23 C25 110.14(10) . . ?
C26 C23 C25 111.52(11) . . ?
C24 C23 C25 111.08(11) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C10 125.06(11) . . ?
C28 C27 H27 117.5 . . ?
C10 C27 H27 117.5 . . ?
C27 C28 C29 128.72(12) . . ?
C27 C28 H28 115.6 . . ?
C29 C28 H28 115.6 . . ?
C34 C29 C30 117.80(11) . . ?
C34 C29 C28 122.79(10) . . ?
C30 C29 C28 119.36(11) . . ?
C31 C30 C29 121.48(11) . . ?
C31 C30 H30 119.3 . . ?
C29 C30 H30 119.3 . . ?
C30 C31 C32 119.91(10) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
O1 C32 C31 121.28(10) . . ?
O1 C32 C33 118.90(10) . . ?
C31 C32 C33 119.45(10) . . ?
C34 C33 C32 120.37(11) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C29 120.98(10) . . ?
C33 C34 H34 119.5 . . ?
C29 C34 H34 119.5 . . ?
O1 C35 C38 103.49(9) . . ?
O1 C35 C37 109.42(10) . . ?
C38 C35 C37 111.01(11) . . ?
O1 C35 C36 110.24(9) . . ?
C38 C35 C36 110.36(10) . . ?
C37 C35 C36 112.00(11) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C16' C15' C3 120.9(3) . . ?
C16' C15' H15' 119.6 . . ?
C3 C15' H15' 119.6 . . ?
C15' C16' C17' 127.4(2) . . ?
C15' C16' H16' 116.3 . . ?
C17' C16' H16' 116.3 . . ?
C22' C17' C18' 118.1(2) . . ?
C22' C17' C16' 123.6(3) . . ?
C18' C17' C16' 118.4(2) . . ?
C19' C18' C17' 121.8(2) . . ?
C19' C18' H18' 119.1 . . ?
C17' C18' H18' 119.1 . . ?
C18' C19' C20 116.4(2) . . ?
C18' C19' H19' 121.8 . . ?
C20 C19' H19' 121.8 . . ?
C20 C21' C22' 122.4(4) . . ?
C20 C21' H21' 118.8 . . ?
C22' C21' H21' 118.8 . . ?
C21' C22' C17' 120.4(3) . . ?
C21' C22' H22' 119.8 . . ?
C17' C22' H22' 119.8 . . ?
C32 O1 C35 118.72(8) . . ?
C20 O2 C23 118.87(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
C10 C1 C2 C3 -1.01(17) . . . . ?
C11 C1 C2 C3 178.93(11) . . . . ?
C10 C1 C2 C14 177.40(10) . . . . ?
C11 C1 C2 C14 -2.66(16) . . . . ?
C14 C2 C3 C4 -178.80(11) . . . . ?
C1 C2 C3 C4 -0.45(17) . . . . ?
C14 C2 C3 C15 -17.8(3) . . . . ?
C1 C2 C3 C15 160.5(3) . . . . ?
C14 C2 C3 C15' 9.8(2) . . . . ?
C1 C2 C3 C15' -171.83(15) . . . . ?
C2 C3 C4 C5 -177.90(11) . . . . ?
C15 C3 C4 C5 18.0(2) . . . . ?
C15' C3 C4 C5 -7.5(2) . . . . ?
C2 C3 C4 C9 0.88(17) . . . . ?
C15 C3 C4 C9 -163.2(2) . . . . ?
C15' C3 C4 C9 171.25(17) . . . . ?
C3 C4 C5 C6 179.88(12) . . . . ?
C9 C4 C5 C6 1.08(17) . . . . ?
C4 C5 C6 C7 -0.30(19) . . . . ?
C5 C6 C7 C8 -0.2(2) . . . . ?
C6 C7 C8 C9 0.0(2) . . . . ?
C7 C8 C9 C10 -179.45(12) . . . . ?
C7 C8 C9 C4 0.83(18) . . . . ?
C3 C4 C9 C10 0.14(16) . . . . ?
C5 C4 C9 C10 178.97(10) . . . . ?
C3 C4 C9 C8 179.86(11) . . . . ?
C5 C4 C9 C8 -1.30(16) . . . . ?
C8 C9 C10 C1 178.70(10) . . . . ?
C4 C9 C10 C1 -1.59(16) . . . . ?
C8 C9 C10 C27 -1.85(17) . . . . ?
C4 C9 C10 C27 177.87(10) . . . . ?
C11 C1 C10 C9 -177.92(10) . . . . ?
C2 C1 C10 C9 2.01(16) . . . . ?
C11 C1 C10 C27 2.63(17) . . . . ?
C2 C1 C10 C27 -177.44(10) . . . . ?
C10 C1 C11 C12 -178.11(11) . . . . ?
C2 C1 C11 C12 1.96(17) . . . . ?
C1 C11 C12 C13 0.05(19) . . . . ?
C11 C12 C13 C14 -1.3(2) . . . . ?
C12 C13 C14 C2 0.5(2) . . . . ?
C3 C2 C14 C13 179.87(12) . . . . ?
C1 C2 C14 C13 1.49(18) . . . . ?
C2 C3 C15 C16 70.1(3) . . . . ?
C4 C3 C15 C16 -127.4(3) . . . . ?
C15' C3 C15 C16 2.2(2) . . . . ?
C3 C15 C16 C17 -177.9(2) . . . . ?
C15 C16 C17 C18 -162.1(3) . . . . ?
C15 C16 C17 C22 18.5(5) . . . . ?
C22 C17 C18 C19 -2.3(7) . . . . ?
C16 C17 C18 C19 178.4(5) . . . . ?
C17 C18 C19 C20 2.4(10) . . . . ?
C18 C19 C20 C21' -22(2) . . . . ?
C18 C19 C20 C21 -1.0(9) . . . . ?
C18 C19 C20 O2 -177.2(5) . . . . ?
C18 C19 C20 C19' -0.9(11) . . . . ?
C21' C20 C21 C22 4.3(6) . . . . ?
O2 C20 C21 C22 174.8(3) . . . . ?
C19' C20 C21 C22 179.6(13) . . . . ?
C19 C20 C21 C22 -0.6(7) . . . . ?
C18 C17 C22 C21 0.7(5) . . . . ?
C16 C17 C22 C21 -180.0(3) . . . . ?
C20 C21 C22 C17 0.8(7) . . . . ?
C9 C10 C27 C28 -110.65(15) . . . . ?
C1 C10 C27 C28 68.80(17) . . . . ?
C10 C27 C28 C29 -178.46(12) . . . . ?
C27 C28 C29 C34 5.5(2) . . . . ?
C27 C28 C29 C30 -177.16(14) . . . . ?
C34 C29 C30 C31 0.44(19) . . . . ?
C28 C29 C30 C31 -177.05(12) . . . . ?
C29 C30 C31 C32 -0.63(19) . . . . ?
C30 C31 C32 O1 173.37(10) . . . . ?
C30 C31 C32 C33 0.39(18) . . . . ?
O1 C32 C33 C34 -173.12(10) . . . . ?
C31 C32 C33 C34 0.03(18) . . . . ?
C32 C33 C34 C29 -0.22(18) . . . . ?
C30 C29 C34 C33 -0.01(18) . . . . ?
C28 C29 C34 C33 177.38(11) . . . . ?
C2 C3 C15' C16' -116.5(2) . . . . ?
C4 C3 C15' C16' 72.7(2) . . . . ?
C15 C3 C15' C16' 10.2(3) . . . . ?
C3 C15' C16' C17' -176.53(18) . . . . ?
C15' C16' C17' C22' 12.6(4) . . . . ?
C15' C16' C17' C18' -168.6(2) . . . . ?
C22' C17' C18' C19' -0.5(3) . . . . ?
C16' C17' C18' C19' -179.3(2) . . . . ?
C17' C18' C19' C20 -0.4(3) . . . . ?
C21' C20 C19' C18' 2.2(5) . . . . ?
C21 C20 C19' C18' -3.2(8) . . . . ?
O2 C20 C19' C18' 172.97(18) . . . . ?
C19 C20 C19' C18' -3.5(6) . . . . ?
C21 C20 C21' C22' -1.2(7) . . . . ?
O2 C20 C21' C22' -172.4(3) . . . . ?
C19' C20 C21' C22' -3.1(8) . . . . ?
C19 C20 C21' C22' 159(3) . . . . ?
C20 C21' C22' C17' 2.2(8) . . . . ?
C18' C17' C22' C21' -0.3(5) . . . . ?
C16' C17' C22' C21' 178.5(4) . . . . ?
C31 C32 O1 C35 83.35(13) . . . . ?
C33 C32 O1 C35 -103.63(12) . . . . ?
C38 C35 O1 C32 176.00(10) . . . . ?
C37 C35 O1 C32 57.60(13) . . . . ?
C36 C35 O1 C32 -65.98(12) . . . . ?
C21' C20 O2 C23 -88.1(4) . . . . ?
C21 C20 O2 C23 103.6(3) . . . . ?
C19' C20 O2 C23 101.76(17) . . . . ?
C19 C20 O2 C23 -81.1(4) . . . . ?
C26 C23 O2 C20 -176.69(11) . . . . ?
C24 C23 O2 C20 65.46(13) . . . . ?
C25 C23 O2 C20 -57.87(13) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        67.07
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.043
####################################################################### 
# 
# 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_exp_706
_database_code_depnum_ccdc_archive 'CCDC 1039221'
_audit_update_record             
;
2014-12-14 deposited with the CCDC.
2015-01-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H38 O2'
_chemical_formula_weight         526.68

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           triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   5.5707(5)
_cell_length_b                   8.2832(9)
_cell_length_c                   15.9643(15)
_cell_angle_alpha                92.864(8)
_cell_angle_beta                 96.899(7)
_cell_angle_gamma                93.150(8)
_cell_volume                     729.02(12)
_cell_formula_units_Z            1
_cell_measurement_temperature    293.20(10)
_cell_measurement_reflns_used    3453
_cell_measurement_theta_min      3.6800
_cell_measurement_theta_max      27.4180

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             282
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_min  0.51927
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293.20(10)
_diffrn_ambient_environment      air
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Eos
_diffrn_detector_area_resol_mean 16.0793
_diffrn_measurement_method       'ω scans'
_diffrn_standards_number         10077
_diffrn_standards_interval_count 1
_diffrn_standards_interval_time  11.7650
_diffrn_standards_decay_%        none
_diffrn_reflns_number            8992
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.46
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2948
_reflns_number_gt                2078
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34k (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,16:31:05)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker 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)+(0.0668P)²+0.2237P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.025(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2948
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0788
_refine_ls_R_factor_gt           0.0574
_refine_ls_wR_factor_ref         0.1760
_refine_ls_wR_factor_gt          0.1558
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2945(3) 0.5176(2) 0.27036(12) 0.0439(5) Uani 1 1 d . . .
C2 C 0.4588(4) 0.3979(3) 0.28060(14) 0.0542(6) Uani 1 1 d . . .
H2 H 0.5824 0.4098 0.3255 0.065 Uiso 1 1 calc R . .
C3 C 0.4444(4) 0.2610(3) 0.22604(15) 0.0582(6) Uani 1 1 d . . .
H3 H 0.5578 0.1831 0.2339 0.070 Uiso 1 1 calc R . .
C4 C 0.2601(4) 0.2422(3) 0.16016(15) 0.0566(6) Uani 1 1 d . . .
H4 H 0.2489 0.1507 0.1234 0.068 Uiso 1 1 calc R . .
C5 C 0.0914(4) 0.3576(3) 0.14791(13) 0.0519(5) Uani 1 1 d . . .
H5 H -0.0327 0.3435 0.1032 0.062 Uiso 1 1 calc R . .
C6 C 0.1074(4) 0.4951(2) 0.20257(12) 0.0440(5) Uani 1 1 d . . .
C7 C 0.3085(4) 0.6625(3) 0.32819(13) 0.0496(5) Uani 1 1 d . . .
H7 H 0.1755 0.7259 0.3223 0.060 Uiso 1 1 calc R . .
C8 C 0.4829(4) 0.7128(3) 0.38633(14) 0.0576(6) Uani 1 1 d . . .
H8 H 0.6178 0.6511 0.3922 0.069 Uiso 1 1 calc R . .
C9 C 0.4894(4) 0.8588(3) 0.44446(12) 0.0461(5) Uani 1 1 d . . .
C10 C 0.3344(4) 0.8671(3) 0.50790(12) 0.0467(5) Uani 1 1 d . . .
C11 C 0.3445(3) 1.0099(3) 0.56357(12) 0.0463(5) Uani 1 1 d . . .
C12 C 0.1839(4) 1.0141(3) 0.62675(14) 0.0571(6) Uani 1 1 d . . .
H12 H 0.1900 1.1051 0.6637 0.068 Uiso 1 1 calc R . .
C13 C 0.0219(4) 0.8879(3) 0.63427(15) 0.0660(7) Uani 1 1 d . . .
H13 H -0.0837 0.8948 0.6751 0.079 Uiso 1 1 calc R . .
C14 C 0.1640(4) 0.7367(3) 0.52010(14) 0.0563(6) Uani 1 1 d . . .
H14 H 0.1565 0.6424 0.4855 0.068 Uiso 1 1 calc R . .
C15 C 0.0137(4) 0.7472(3) 0.58055(15) 0.0647(7) Uani 1 1 d . . .
H15 H -0.0957 0.6609 0.5866 0.078 Uiso 1 1 calc R . .
C16 C -0.2338(4) 0.6067(3) 0.12409(13) 0.0492(5) Uani 1 1 d . . .
H16A H -0.3460 0.5145 0.1281 0.059 Uiso 1 1 calc R . .
H16B H -0.1629 0.5927 0.0718 0.059 Uiso 1 1 calc R . .
C17 C -0.3657(4) 0.7611(3) 0.12479(13) 0.0492(5) Uani 1 1 d . . .
H17 H -0.4327 0.7731 0.1786 0.059 Uiso 1 1 calc R . .
C18 C -0.5765(4) 0.7460(3) 0.05338(16) 0.0661(7) Uani 1 1 d . . .
H18A H -0.5145 0.7329 0.0000 0.099 Uiso 1 1 calc R . .
H18B H -0.6653 0.8420 0.0545 0.099 Uiso 1 1 calc R . .
H18C H -0.6819 0.6536 0.0608 0.099 Uiso 1 1 calc R . .
C19 C -0.1971(5) 0.9084(3) 0.11754(17) 0.0666(7) Uani 1 1 d . . .
H19A H -0.0639 0.9117 0.1618 0.100 Uiso 1 1 calc R . .
H19B H -0.2840 1.0047 0.1225 0.100 Uiso 1 1 calc R . .
H19C H -0.1368 0.9020 0.0637 0.100 Uiso 1 1 calc R . .
O1 O -0.0477(3) 0.61700(18) 0.19459(9) 0.0553(4) 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 1.388(3) . ?
C1 C6 1.407(3) . ?
C1 C7 1.469(3) . ?
C2 C3 1.387(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9300 . ?
C6 O1 1.366(2) . ?
C7 C8 1.296(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.483(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.409(3) . ?
C9 C11 1.410(3) 2_676 ?
C10 C14 1.435(3) . ?
C10 C11 1.438(3) . ?
C11 C9 1.410(3) 2_676 ?
C11 C12 1.427(3) . ?
C12 C13 1.363(3) . ?
C12 H12 0.9300 . ?
C13 C15 1.407(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.354(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 O1 1.431(2) . ?
C16 C17 1.510(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C19 1.516(3) . ?
C17 C18 1.531(3) . ?
C17 H17 0.9800 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 117.62(18) . . ?
C2 C1 C7 122.32(18) . . ?
C6 C1 C7 120.05(18) . . ?
C3 C2 C1 122.1(2) . . ?
C3 C2 H2 118.9 . . ?
C1 C2 H2 118.9 . . ?
C4 C3 C2 119.1(2) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?
C3 C4 C5 120.8(2) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 119.9(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
O1 C6 C5 124.13(18) . . ?
O1 C6 C1 115.39(17) . . ?
C5 C6 C1 120.47(19) . . ?
C8 C7 C1 128.1(2) . . ?
C8 C7 H7 115.9 . . ?
C1 C7 H7 115.9 . . ?
C7 C8 C9 126.7(2) . . ?
C7 C8 H8 116.7 . . ?
C9 C8 H8 116.7 . . ?
C10 C9 C11 119.77(19) . 2_676 ?
C10 C9 C8 121.0(2) . . ?
C11 C9 C8 119.21(19) 2_676 . ?
C9 C10 C14 122.4(2) . . ?
C9 C10 C11 119.94(19) . . ?
C14 C10 C11 117.61(19) . . ?
C9 C11 C12 121.4(2) 2_676 . ?
C9 C11 C10 120.28(18) 2_676 . ?
C12 C11 C10 118.3(2) . . ?
C13 C12 C11 121.6(2) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C15 120.3(2) . . ?
C12 C13 H13 119.9 . . ?
C15 C13 H13 119.9 . . ?
C15 C14 C10 121.8(2) . . ?
C15 C14 H14 119.1 . . ?
C10 C14 H14 119.1 . . ?
C14 C15 C13 120.4(2) . . ?
C14 C15 H15 119.8 . . ?
C13 C15 H15 119.8 . . ?
O1 C16 C17 108.43(16) . . ?
O1 C16 H16A 110.0 . . ?
C17 C16 H16A 110.0 . . ?
O1 C16 H16B 110.0 . . ?
C17 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
C16 C17 C19 111.74(17) . . ?
C16 C17 C18 108.71(18) . . ?
C19 C17 C18 111.69(19) . . ?
C16 C17 H17 108.2 . . ?
C19 C17 H17 108.2 . . ?
C18 C17 H17 108.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C6 O1 C16 118.40(15) . . ?

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
C6 C1 C2 C3 0.9(3) . . . . ?
C7 C1 C2 C3 179.75(19) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
C2 C3 C4 C5 0.2(3) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C4 C5 C6 O1 178.64(19) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C2 C1 C6 O1 -179.26(17) . . . . ?
C7 C1 C6 O1 1.9(3) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
C7 C1 C6 C5 -179.43(18) . . . . ?
C2 C1 C7 C8 10.9(4) . . . . ?
C6 C1 C7 C8 -170.2(2) . . . . ?
C1 C7 C8 C9 -179.1(2) . . . . ?
C7 C8 C9 C10 68.4(3) . . . . ?
C7 C8 C9 C11 -112.3(3) . . . 2_676 ?
C11 C9 C10 C14 -179.06(18) 2_676 . . . ?
C8 C9 C10 C14 0.2(3) . . . . ?
C11 C9 C10 C11 0.6(3) 2_676 . . . ?
C8 C9 C10 C11 179.89(17) . . . . ?
C9 C10 C11 C9 -0.6(3) . . . 2_676 ?
C14 C10 C11 C9 179.07(18) . . . 2_676 ?
C9 C10 C11 C12 179.71(18) . . . . ?
C14 C10 C11 C12 -0.6(3) . . . . ?
C9 C11 C12 C13 179.5(2) 2_676 . . . ?
C10 C11 C12 C13 -0.9(3) . . . . ?
C11 C12 C13 C15 1.6(4) . . . . ?
C9 C10 C14 C15 -179.0(2) . . . . ?
C11 C10 C14 C15 1.2(3) . . . . ?
C10 C14 C15 C13 -0.5(3) . . . . ?
C12 C13 C15 C14 -1.0(4) . . . . ?
O1 C16 C17 C19 60.3(2) . . . . ?
O1 C16 C17 C18 -175.95(17) . . . . ?
C5 C6 O1 C16 -2.3(3) . . . . ?
C1 C6 O1 C16 176.34(17) . . . . ?
C17 C16 O1 C6 -174.95(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.039
