####################################################################### 
# 
# 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_compound5
_audit_block_doi                 10.5517/ccp5s4r
_database_code_depnum_ccdc_archive 'CCDC 631164'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/ja0640389 2006
_audit_update_record             
;
2006-12-18 deposited with the CCDC.	2019-05-11 downloaded from the CCDC.
;

#data_ic7735

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C66 H62 O2'
_chemical_formula_weight         887.16

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                   10.9408(8)
_cell_length_b                   11.0503(8)
_cell_length_c                   11.3483(8)
_cell_angle_alpha                104.682(2)
_cell_angle_beta                 94.383(2)
_cell_angle_gamma                109.870(2)
_cell_volume                     1228.10(15)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    1940
_cell_measurement_theta_min      1.89
_cell_measurement_theta_max      26.37

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             474
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_type   'empirical used sadabs'
_exptl_absorpt_correction_T_min  0.8608
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      150(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9295
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0916
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         26.37
_reflns_number_total             5016
_reflns_number_gt                2682
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_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)+(0.0400P)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    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0038(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5016
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1201
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1092
_refine_ls_wR_factor_gt          0.0966
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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 0.31578(14) 0.11560(13) 0.77385(13) 0.0311(4) Uani 1 1 d . . .
C1 C 1.01635(19) 0.88729(18) 1.01833(17) 0.0192(5) Uani 1 1 d . . .
C2 C 1.0525(2) 0.77182(19) 1.04069(18) 0.0228(5) Uani 1 1 d . . .
H2A H 0.9736 0.6881 1.0297 0.027 Uiso 1 1 calc R . .
C3 C 1.1359(2) 0.82647(19) 1.17025(19) 0.0239(5) Uani 1 1 d . . .
C4 C 1.1112(2) 0.7724(2) 1.2673(2) 0.0294(5) Uani 1 1 d . . .
H4A H 1.0362 0.6928 1.2569 0.035 Uiso 1 1 calc R . .
C5 C 1.1974(2) 0.8358(2) 1.3805(2) 0.0342(6) Uani 1 1 d . . .
H5A H 1.1812 0.7991 1.4475 0.041 Uiso 1 1 calc R . .
C6 C 1.3063(2) 0.9517(2) 1.3960(2) 0.0351(6) Uani 1 1 d . . .
H6A H 1.3645 0.9944 1.4736 0.042 Uiso 1 1 calc R . .
C7 C 1.3314(2) 1.0063(2) 1.29836(19) 0.0285(5) Uani 1 1 d . . .
H7A H 1.4062 1.0861 1.3090 0.034 Uiso 1 1 calc R . .
C8 C 1.2466(2) 0.9437(2) 1.18656(19) 0.0229(5) Uani 1 1 d . . .
C9 C 1.25674(19) 0.98969(19) 1.06976(17) 0.0221(5) Uani 1 1 d . . .
H9A H 1.3355 1.0736 1.0805 0.026 Uiso 1 1 calc R . .
C10 C 1.25512(19) 0.8690(2) 0.96573(19) 0.0225(5) Uani 1 1 d . . .
C11 C 1.3466(2) 0.8697(2) 0.88745(19) 0.0263(5) Uani 1 1 d . . .
H11A H 1.4208 0.9496 0.8964 0.032 Uiso 1 1 calc R . .
C12 C 1.2181(2) 0.6356(2) 0.7801(2) 0.0345(6) Uani 1 1 d . . .
H12A H 1.2055 0.5560 0.7158 0.041 Uiso 1 1 calc R . .
C13 C 1.3275(2) 0.7509(2) 0.7953(2) 0.0325(6) Uani 1 1 d . . .
H13A H 1.3905 0.7492 0.7423 0.039 Uiso 1 1 calc R . .
C14 C 1.1262(2) 0.6349(2) 0.85811(19) 0.0291(5) Uani 1 1 d . . .
H14A H 1.0514 0.5552 0.8479 0.035 Uiso 1 1 calc R . .
C15 C 1.1449(2) 0.7518(2) 0.95099(18) 0.0230(5) Uani 1 1 d . . .
C16 C 1.12615(18) 1.00496(19) 1.03688(17) 0.0188(5) Uani 1 1 d . . .
C17 C 0.88805(19) 0.87788(19) 0.97860(17) 0.0193(5) Uani 1 1 d . . .
C18 C 0.77876(19) 0.7517(2) 0.94913(18) 0.0209(5) Uani 1 1 d . . .
C19 C 0.6953(2) 0.6409(2) 0.91720(19) 0.0231(5) Uani 1 1 d . . .
C20 C 0.5959(2) 0.50657(19) 0.87765(18) 0.0224(5) Uani 1 1 d . . .
C21 C 0.6240(2) 0.3987(2) 0.8999(2) 0.0292(5) Uani 1 1 d . . .
H21A H 0.7094 0.4140 0.9406 0.035 Uiso 1 1 calc R . .
C22 C 0.5285(2) 0.2708(2) 0.8628(2) 0.0286(5) Uani 1 1 d . . .
H22A H 0.5489 0.1985 0.8780 0.034 Uiso 1 1 calc R . .
C23 C 0.4035(2) 0.2461(2) 0.80396(19) 0.0245(5) Uani 1 1 d . . .
C24 C 0.3740(2) 0.3518(2) 0.78043(19) 0.0272(5) Uani 1 1 d . . .
H24A H 0.2886 0.3357 0.7391 0.033 Uiso 1 1 calc R . .
C25 C 0.4700(2) 0.4803(2) 0.81766(19) 0.0276(5) Uani 1 1 d . . .
H25A H 0.4493 0.5522 0.8019 0.033 Uiso 1 1 calc R . .
C26 C 0.1857(2) 0.0839(2) 0.7090(2) 0.0284(5) Uani 1 1 d . . .
H26A H 0.1905 0.0974 0.6262 0.034 Uiso 1 1 calc R . .
H26B H 0.1445 0.1437 0.7557 0.034 Uiso 1 1 calc R . .
C27 C 0.1044(2) -0.0614(2) 0.69597(19) 0.0282(5) Uani 1 1 d . . .
H27A H 0.0952 -0.0726 0.7791 0.034 Uiso 1 1 calc R . .
H27B H 0.1502 -0.1197 0.6556 0.034 Uiso 1 1 calc R . .
C28 C -0.0323(2) -0.1045(2) 0.6190(2) 0.0340(6) Uani 1 1 d . . .
H28A H -0.0232 -0.1125 0.5315 0.041 Uiso 1 1 calc R . .
H28B H -0.0680 -0.0332 0.6478 0.041 Uiso 1 1 calc R . .
C29 C -0.1321(2) -0.2393(2) 0.6256(2) 0.0434(7) Uani 1 1 d . . .
H29A H -0.1342 -0.2350 0.7136 0.052 Uiso 1 1 calc R . .
H29B H -0.2213 -0.2517 0.5866 0.052 Uiso 1 1 calc R . .
C30 C -0.1005(2) -0.3580(2) 0.5635(2) 0.0462(7) Uani 1 1 d . . .
H30A H -0.0082 -0.3418 0.5972 0.055 Uiso 1 1 calc R . .
H30B H -0.1065 -0.3673 0.4740 0.055 Uiso 1 1 calc R . .
C31 C -0.1935(2) -0.4920(2) 0.5804(2) 0.0438(7) Uani 1 1 d . . .
H31A H -0.1670 -0.5659 0.5360 0.053 Uiso 1 1 calc R . .
H31B H -0.1806 -0.4853 0.6694 0.053 Uiso 1 1 calc R . .
C32 C -0.3393(2) -0.5290(2) 0.5344(2) 0.0346(6) Uani 1 1 d . . .
H32A H -0.3512 -0.5218 0.4495 0.042 Uiso 1 1 calc R . .
H32B H -0.3703 -0.4639 0.5882 0.042 Uiso 1 1 calc R . .
C33 C -0.4233(2) -0.6714(2) 0.5337(2) 0.0370(6) Uani 1 1 d . . .
H33A H -0.5163 -0.6902 0.5040 0.056 Uiso 1 1 calc R . .
H33B H -0.4129 -0.6787 0.6178 0.056 Uiso 1 1 calc R . .
H33C H -0.3947 -0.7365 0.4788 0.056 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 C23 1.370(2) . ?
O1 C26 1.436(2) . ?
C1 C16 1.392(3) . ?
C1 C17 1.402(3) . ?
C1 C2 1.530(3) . ?
C2 C15 1.517(3) . ?
C2 C3 1.526(3) . ?
C3 C4 1.383(3) . ?
C3 C8 1.399(3) . ?
C4 C5 1.393(3) . ?
C5 C6 1.381(3) . ?
C6 C7 1.393(3) . ?
C7 C8 1.374(3) . ?
C8 C9 1.534(3) . ?
C9 C16 1.524(3) . ?
C9 C10 1.535(3) . ?
C10 C11 1.387(3) . ?
C10 C15 1.399(3) . ?
C11 C13 1.395(3) . ?
C12 C13 1.381(3) . ?
C12 C14 1.388(3) . ?
C14 C15 1.386(3) . ?
C16 C17 1.407(3) 2_777 ?
C17 C16 1.407(3) 2_777 ?
C17 C18 1.434(3) . ?
C18 C19 1.195(3) . ?
C19 C20 1.442(3) . ?
C20 C25 1.389(3) . ?
C20 C21 1.403(3) . ?
C21 C22 1.376(3) . ?
C22 C23 1.381(3) . ?
C23 C24 1.392(3) . ?
C24 C25 1.383(3) . ?
C26 C27 1.510(3) . ?
C27 C28 1.527(3) . ?
C28 C29 1.542(3) . ?
C29 C30 1.488(3) . ?
C30 C31 1.554(3) . ?
C31 C32 1.518(3) . ?
C32 C33 1.526(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 O1 C26 117.86(16) . . ?
C16 C1 C17 122.04(18) . . ?
C16 C1 C2 112.91(18) . . ?
C17 C1 C2 125.01(17) . . ?
C15 C2 C3 106.36(16) . . ?
C15 C2 C1 104.66(15) . . ?
C3 C2 C1 106.22(15) . . ?
C4 C3 C8 119.9(2) . . ?
C4 C3 C2 126.66(19) . . ?
C8 C3 C2 113.43(18) . . ?
C3 C4 C5 119.3(2) . . ?
C6 C5 C4 120.5(2) . . ?
C5 C6 C7 120.3(2) . . ?
C8 C7 C6 119.3(2) . . ?
C7 C8 C3 120.7(2) . . ?
C7 C8 C9 126.73(18) . . ?
C3 C8 C9 112.53(18) . . ?
C16 C9 C8 105.51(15) . . ?
C16 C9 C10 105.14(15) . . ?
C8 C9 C10 106.03(16) . . ?
C11 C10 C15 120.54(19) . . ?
C11 C10 C9 126.44(18) . . ?
C15 C10 C9 112.97(18) . . ?
C10 C11 C13 118.7(2) . . ?
C13 C12 C14 120.6(2) . . ?
C12 C13 C11 120.8(2) . . ?
C15 C14 C12 119.2(2) . . ?
C14 C15 C10 120.2(2) . . ?
C14 C15 C2 126.62(19) . . ?
C10 C15 C2 113.12(17) . . ?
C1 C16 C17 120.95(18) . 2_777 ?
C1 C16 C9 113.37(17) . . ?
C17 C16 C9 125.65(17) 2_777 . ?
C1 C17 C16 116.96(17) . 2_777 ?
C1 C17 C18 120.55(18) . . ?
C16 C17 C18 122.41(18) 2_777 . ?
C19 C18 C17 173.2(2) . . ?
C18 C19 C20 179.2(2) . . ?
C25 C20 C21 118.22(19) . . ?
C25 C20 C19 121.28(19) . . ?
C21 C20 C19 120.50(19) . . ?
C22 C21 C20 120.3(2) . . ?
C21 C22 C23 120.9(2) . . ?
O1 C23 C22 115.73(19) . . ?
O1 C23 C24 124.68(19) . . ?
C22 C23 C24 119.59(19) . . ?
C25 C24 C23 119.5(2) . . ?
C24 C25 C20 121.5(2) . . ?
O1 C26 C27 108.13(17) . . ?
C26 C27 C28 110.68(18) . . ?
C27 C28 C29 114.01(19) . . ?
C30 C29 C28 113.33(19) . . ?
C29 C30 C31 113.3(2) . . ?
C32 C31 C30 114.9(2) . . ?
C31 C32 C33 112.5(2) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.048







