# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_x
_database_code_depnum_ccdc_archive 'CCDC 1869021'
_audit_update_record             
;
2018-09-21 deposited with the CCDC.
2019-02-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H34 O6'
_chemical_formula_weight         418.51

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   P21
_chemical_absolute_configuration unk

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

_cell_length_a                   7.2720(15)
_cell_length_b                   12.369(3)
_cell_length_c                   12.296(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 105.99(3)
_cell_angle_gamma                90.00
_cell_volume                     1063.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9
_cell_measurement_theta_max      13

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             452
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.9728
_exptl_absorpt_correction_T_max  0.9908
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_decay_%        1
_diffrn_reflns_number            2215
_diffrn_reflns_av_R_equivalents  0.0973
_diffrn_reflns_av_sigmaI/netI    0.1203
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         25.40
_reflns_number_total             2049
_reflns_number_gt                935
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0100P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(2)
_refine_ls_number_reflns         2049
_refine_ls_number_parameters     271
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1439
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.0808
_refine_ls_wR_factor_gt          0.0651
_refine_ls_goodness_of_fit_ref   0.954
_refine_ls_restrained_S_all      0.954
_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 0.8324(6) 0.6977(4) 0.4277(4) 0.0659(16) Uani 1 1 d . . .
C1 C 0.9252(11) 0.8004(7) 0.4520(7) 0.086(3) Uani 1 1 d . . .
H1A H 1.0464 0.8000 0.4334 0.104 Uiso 1 1 calc R . .
H1B H 0.9485 0.8182 0.5315 0.104 Uiso 1 1 calc R . .
O2 O 0.6902(7) 0.8157(4) 0.2873(4) 0.0651(15) Uani 1 1 d . . .
C2 C 0.7914(12) 0.8795(7) 0.3803(8) 0.106(3) Uani 1 1 d . . .
H2A H 0.7057 0.9099 0.4203 0.127 Uiso 1 1 calc R . .
H2B H 0.8604 0.9377 0.3560 0.127 Uiso 1 1 calc R . .
C3 C 0.7092(10) 0.7026(5) 0.3145(6) 0.0448(19) Uani 1 1 d . . .
O3 O 0.0732(7) 0.0326(4) 0.0434(4) 0.0665(15) Uani 1 1 d . . .
O4 O 0.2028(7) -0.1267(4) 0.1150(4) 0.0683(16) Uani 1 1 d . . .
C4 C 0.5111(9) 0.6561(5) 0.3118(6) 0.0395(18) Uani 1 1 d . . .
C5 C 0.5142(8) 0.5314(5) 0.3267(5) 0.0382(17) Uani 1 1 d . . .
O5 O 0.3926(6) 0.6752(4) 0.2004(4) 0.0587(14) Uani 1 1 d . . .
H5A H 0.3523 0.7374 0.1958 0.088 Uiso 1 1 calc R . .
C6 C 0.5948(8) 0.4798(5) 0.2368(5) 0.0373(18) Uani 1 1 d . . .
H6A H 0.5123 0.5027 0.1632 0.045 Uiso 1 1 calc R . .
O6 O 0.5567(6) 0.1289(3) 0.2991(4) 0.0640(15) Uani 1 1 d . . .
C7 C 0.7982(8) 0.5236(5) 0.2448(5) 0.0479(18) Uani 1 1 d . . .
H7A H 0.8846 0.5035 0.3172 0.057 Uiso 1 1 calc R . .
H7B H 0.8450 0.4912 0.1857 0.057 Uiso 1 1 calc R . .
C8 C 0.7962(9) 0.6463(5) 0.2325(6) 0.054(2) Uani 1 1 d . . .
H8A H 0.9264 0.6717 0.2441 0.065 Uiso 1 1 calc R . .
H8B H 0.7246 0.6653 0.1560 0.065 Uiso 1 1 calc R . .
C9 C 0.3087(8) 0.4921(5) 0.3070(5) 0.0463(19) Uani 1 1 d . . .
H9A H 0.2650 0.5102 0.3725 0.056 Uiso 1 1 calc R . .
H9B H 0.2274 0.5299 0.2423 0.056 Uiso 1 1 calc R . .
C10 C 0.2875(9) 0.3721(5) 0.2864(5) 0.0449(18) Uani 1 1 d . . .
H10A H 0.1764 0.3396 0.2941 0.054 Uiso 1 1 calc R . .
C11 C 0.4140(9) 0.3090(5) 0.2581(5) 0.0367(17) Uani 1 1 d . . .
C12 C 0.5948(9) 0.3565(5) 0.2366(5) 0.0396(18) Uani 1 1 d . . .
H12A H 0.7057 0.3312 0.2963 0.047 Uiso 1 1 calc R . .
C13 C 0.3841(9) 0.1888(5) 0.2426(6) 0.0452(19) Uani 1 1 d . . .
C14 C 0.4806(10) 0.1296(6) 0.1683(6) 0.056(2) Uani 1 1 d . . .
C15 C 0.6232(9) 0.1892(6) 0.1179(6) 0.068(2) Uani 1 1 d . . .
H15A H 0.7519 0.1674 0.1585 0.081 Uiso 1 1 calc R . .
H15B H 0.6014 0.1674 0.0396 0.081 Uiso 1 1 calc R . .
C16 C 0.6091(9) 0.3112(5) 0.1229(6) 0.055(2) Uani 1 1 d . . .
H16A H 0.4975 0.3345 0.0641 0.066 Uiso 1 1 calc R . .
H16B H 0.7207 0.3424 0.1062 0.066 Uiso 1 1 calc R . .
C17 C 0.2067(9) 0.1405(5) 0.2610(6) 0.054(2) Uani 1 1 d . . .
H17A H 0.0960 0.1737 0.2091 0.064 Uiso 1 1 calc R . .
H17B H 0.2021 0.1565 0.3374 0.064 Uiso 1 1 calc R . .
C18 C 0.1965(10) 0.0204(6) 0.2436(5) 0.058(2) Uani 1 1 d . . .
H18A H 0.2969 -0.0135 0.3024 0.069 Uiso 1 1 calc R . .
H18B H 0.0748 -0.0055 0.2511 0.069 Uiso 1 1 calc R . .
C19 C 0.2174(10) -0.0130(5) 0.1304(6) 0.0457(19) Uani 1 1 d . . .
C20 C 0.4081(9) 0.0227(5) 0.1185(6) 0.059(2) Uani 1 1 d . . .
H20A H 0.5019 -0.0319 0.1531 0.070 Uiso 1 1 calc R . .
H20B H 0.4006 0.0245 0.0385 0.070 Uiso 1 1 calc R . .
C21 C -0.0752(11) -0.0421(6) 0.0169(7) 0.076(3) Uani 1 1 d . . .
H21A H -0.1358 -0.0425 -0.0640 0.091 Uiso 1 1 calc R . .
H21B H -0.1708 -0.0241 0.0555 0.091 Uiso 1 1 calc R . .
C22 C 0.0100(10) -0.1482(6) 0.0542(7) 0.078(3) Uani 1 1 d . . .
H22A H -0.0572 -0.1834 0.1025 0.094 Uiso 1 1 calc R . .
H22B H 0.0045 -0.1945 -0.0103 0.094 Uiso 1 1 calc R . .
C23 C 0.4276(8) 0.7167(5) 0.3971(5) 0.063(2) Uani 1 1 d . . .
H23A H 0.4276 0.7930 0.3827 0.095 Uiso 1 1 calc R . .
H23B H 0.5043 0.7021 0.4726 0.095 Uiso 1 1 calc R . .
H23C H 0.2989 0.6928 0.3889 0.095 Uiso 1 1 calc R . .
C24 C 0.6240(8) 0.4982(5) 0.4471(5) 0.0544(19) Uani 1 1 d . . .
H24A H 0.7545 0.5217 0.4624 0.082 Uiso 1 1 calc R . .
H24B H 0.6203 0.4210 0.4541 0.082 Uiso 1 1 calc R . .
H24C H 0.5660 0.5312 0.5001 0.082 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 1.431(8) . ?
O1 C3 1.434(7) . ?
C1 C2 1.486(9) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
O2 C2 1.418(8) . ?
O2 C3 1.436(8) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.501(8) . ?
C3 C4 1.543(7) . ?
O3 C21 1.390(7) . ?
O3 C19 1.394(7) . ?
O4 C19 1.419(7) . ?
O4 C22 1.421(7) . ?
C4 O5 1.423(7) . ?
C4 C23 1.543(8) . ?
C4 C5 1.553(8) . ?
C5 C6 1.526(8) . ?
C5 C9 1.526(8) . ?
C5 C24 1.532(7) . ?
O5 H5A 0.8200 . ?
C6 C12 1.525(8) . ?
C6 C7 1.553(8) . ?
C6 H6A 0.9800 . ?
O6 C13 1.458(7) . ?
O6 C14 1.551(9) . ?
C7 C8 1.525(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.508(8) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.324(7) . ?
C10 H10A 0.9300 . ?
C11 C13 1.507(8) . ?
C11 C12 1.527(7) . ?
C12 C16 1.536(8) . ?
C12 H12A 0.9800 . ?
C13 C14 1.489(8) . ?
C13 C17 1.494(8) . ?
C14 C20 1.491(8) . ?
C14 C15 1.535(8) . ?
C15 C16 1.514(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.500(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.499(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.500(8) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.470(9) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
C1 O1 C3 107.3(6) . . ?
O1 C1 C2 105.5(6) . . ?
O1 C1 H1A 110.6 . . ?
C2 C1 H1A 110.6 . . ?
O1 C1 H1B 110.6 . . ?
C2 C1 H1B 110.6 . . ?
H1A C1 H1B 108.8 . . ?
C2 O2 C3 111.0(6) . . ?
O2 C2 C1 102.8(6) . . ?
O2 C2 H2A 111.2 . . ?
C1 C2 H2A 111.2 . . ?
O2 C2 H2B 111.2 . . ?
C1 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
O1 C3 O2 105.2(6) . . ?
O1 C3 C8 111.5(6) . . ?
O2 C3 C8 109.0(6) . . ?
O1 C3 C4 109.5(5) . . ?
O2 C3 C4 109.2(5) . . ?
C8 C3 C4 112.1(5) . . ?
C21 O3 C19 106.4(6) . . ?
C19 O4 C22 106.4(6) . . ?
O5 C4 C23 109.0(5) . . ?
O5 C4 C3 105.8(5) . . ?
C23 C4 C3 110.1(5) . . ?
O5 C4 C5 105.3(5) . . ?
C23 C4 C5 113.5(6) . . ?
C3 C4 C5 112.6(5) . . ?
C6 C5 C9 107.9(5) . . ?
C6 C5 C24 112.7(5) . . ?
C9 C5 C24 107.2(5) . . ?
C6 C5 C4 109.0(5) . . ?
C9 C5 C4 108.4(5) . . ?
C24 C5 C4 111.5(5) . . ?
C4 O5 H5A 109.5 . . ?
C12 C6 C5 114.8(6) . . ?
C12 C6 C7 110.4(5) . . ?
C5 C6 C7 111.0(5) . . ?
C12 C6 H6A 106.7 . . ?
C5 C6 H6A 106.7 . . ?
C7 C6 H6A 106.7 . . ?
C13 O6 C14 59.2(4) . . ?
C8 C7 C6 111.0(5) . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C3 C8 C7 112.9(6) . . ?
C3 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
C3 C8 H8B 109.0 . . ?
C7 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C10 C9 C5 113.0(5) . . ?
C10 C9 H9A 109.0 . . ?
C5 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C5 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C11 C10 C9 125.3(6) . . ?
C11 C10 H10A 117.3 . . ?
C9 C10 H10A 117.3 . . ?
C10 C11 C13 121.8(6) . . ?
C10 C11 C12 120.8(6) . . ?
C13 C11 C12 117.3(6) . . ?
C6 C12 C11 112.6(5) . . ?
C6 C12 C16 111.5(6) . . ?
C11 C12 C16 107.1(5) . . ?
C6 C12 H12A 108.5 . . ?
C11 C12 H12A 108.5 . . ?
C16 C12 H12A 108.5 . . ?
O6 C13 C14 63.5(5) . . ?
O6 C13 C17 113.0(5) . . ?
C14 C13 C17 117.9(6) . . ?
O6 C13 C11 111.4(5) . . ?
C14 C13 C11 119.1(6) . . ?
C17 C13 C11 118.4(6) . . ?
C13 C14 C20 121.0(6) . . ?
C13 C14 C15 119.7(6) . . ?
C20 C14 C15 117.6(6) . . ?
C13 C14 O6 57.3(4) . . ?
C20 C14 O6 113.9(6) . . ?
C15 C14 O6 109.5(6) . . ?
C16 C15 C14 113.7(6) . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15B 108.8 . . ?
C14 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 C12 115.0(6) . . ?
C15 C16 H16A 108.5 . . ?
C12 C16 H16A 108.5 . . ?
C15 C16 H16B 108.5 . . ?
C12 C16 H16B 108.5 . . ?
H16A C16 H16B 107.5 . . ?
C13 C17 C18 112.7(6) . . ?
C13 C17 H17A 109.1 . . ?
C18 C17 H17A 109.1 . . ?
C13 C17 H17B 109.1 . . ?
C18 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C19 C18 C17 113.1(6) . . ?
C19 C18 H18A 109.0 . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
C17 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
O3 C19 O4 106.6(6) . . ?
O3 C19 C18 110.7(6) . . ?
O4 C19 C18 112.0(6) . . ?
O3 C19 C20 109.0(6) . . ?
O4 C19 C20 108.4(6) . . ?
C18 C19 C20 110.0(6) . . ?
C14 C20 C19 116.9(6) . . ?
C14 C20 H20A 108.1 . . ?
C19 C20 H20A 108.1 . . ?
C14 C20 H20B 108.1 . . ?
C19 C20 H20B 108.1 . . ?
H20A C20 H20B 107.3 . . ?
O3 C21 C22 106.7(5) . . ?
O3 C21 H21A 110.4 . . ?
C22 C21 H21A 110.4 . . ?
O3 C21 H21B 110.4 . . ?
C22 C21 H21B 110.4 . . ?
H21A C21 H21B 108.6 . . ?
O4 C22 C21 105.5(6) . . ?
O4 C22 H22A 110.6 . . ?
C21 C22 H22A 110.6 . . ?
O4 C22 H22B 110.6 . . ?
C21 C22 H22B 110.6 . . ?
H22A C22 H22B 108.8 . . ?
C4 C23 H23A 109.5 . . ?
C4 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C4 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C5 C24 H24A 109.5 . . ?
C5 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C5 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
C3 O1 C1 C2 27.7(9) . . . . ?
C3 O2 C2 C1 18.3(9) . . . . ?
O1 C1 C2 O2 -27.7(9) . . . . ?
C1 O1 C3 O2 -16.2(7) . . . . ?
C1 O1 C3 C8 101.8(7) . . . . ?
C1 O1 C3 C4 -133.5(6) . . . . ?
C2 O2 C3 O1 -1.9(8) . . . . ?
C2 O2 C3 C8 -121.6(7) . . . . ?
C2 O2 C3 C4 115.6(7) . . . . ?
O1 C3 C4 O5 173.6(6) . . . . ?
O2 C3 C4 O5 58.8(7) . . . . ?
C8 C3 C4 O5 -62.1(7) . . . . ?
O1 C3 C4 C23 55.9(7) . . . . ?
O2 C3 C4 C23 -58.8(7) . . . . ?
C8 C3 C4 C23 -179.8(6) . . . . ?
O1 C3 C4 C5 -71.9(7) . . . . ?
O2 C3 C4 C5 173.4(6) . . . . ?
C8 C3 C4 C5 52.4(7) . . . . ?
O5 C4 C5 C6 59.6(6) . . . . ?
C23 C4 C5 C6 178.7(5) . . . . ?
C3 C4 C5 C6 -55.3(7) . . . . ?
O5 C4 C5 C9 -57.6(7) . . . . ?
C23 C4 C5 C9 61.5(6) . . . . ?
C3 C4 C5 C9 -172.5(5) . . . . ?
O5 C4 C5 C24 -175.4(5) . . . . ?
C23 C4 C5 C24 -56.2(7) . . . . ?
C3 C4 C5 C24 69.8(7) . . . . ?
C9 C5 C6 C12 -58.9(7) . . . . ?
C24 C5 C6 C12 59.3(7) . . . . ?
C4 C5 C6 C12 -176.4(5) . . . . ?
C9 C5 C6 C7 175.1(5) . . . . ?
C24 C5 C6 C7 -66.8(7) . . . . ?
C4 C5 C6 C7 57.6(6) . . . . ?
C12 C6 C7 C8 174.0(6) . . . . ?
C5 C6 C7 C8 -57.6(7) . . . . ?
O1 C3 C8 C7 71.8(7) . . . . ?
O2 C3 C8 C7 -172.5(6) . . . . ?
C4 C3 C8 C7 -51.4(7) . . . . ?
C6 C7 C8 C3 54.0(8) . . . . ?
C6 C5 C9 C10 45.7(7) . . . . ?
C24 C5 C9 C10 -75.9(7) . . . . ?
C4 C5 C9 C10 163.7(6) . . . . ?
C5 C9 C10 C11 -17.0(10) . . . . ?
C9 C10 C11 C13 178.0(6) . . . . ?
C9 C10 C11 C12 -3.7(10) . . . . ?
C5 C6 C12 C11 39.6(8) . . . . ?
C7 C6 C12 C11 165.9(5) . . . . ?
C5 C6 C12 C16 160.0(5) . . . . ?
C7 C6 C12 C16 -73.7(7) . . . . ?
C10 C11 C12 C6 -7.3(9) . . . . ?
C13 C11 C12 C6 171.1(6) . . . . ?
C10 C11 C12 C16 -130.2(7) . . . . ?
C13 C11 C12 C16 48.2(8) . . . . ?
C14 O6 C13 C17 110.9(7) . . . . ?
C14 O6 C13 C11 -112.8(7) . . . . ?
C10 C11 C13 O6 -134.1(6) . . . . ?
C12 C11 C13 O6 47.5(8) . . . . ?
C10 C11 C13 C14 155.2(6) . . . . ?
C12 C11 C13 C14 -23.2(9) . . . . ?
C10 C11 C13 C17 -0.5(10) . . . . ?
C12 C11 C13 C17 -178.9(5) . . . . ?
O6 C13 C14 C20 100.2(7) . . . . ?
C17 C13 C14 C20 -3.1(10) . . . . ?
C11 C13 C14 C20 -158.9(7) . . . . ?
O6 C13 C14 C15 -95.1(7) . . . . ?
C17 C13 C14 C15 161.6(6) . . . . ?
C11 C13 C14 C15 5.8(10) . . . . ?
C17 C13 C14 O6 -103.3(7) . . . . ?
C11 C13 C14 O6 100.9(7) . . . . ?
C13 O6 C14 C20 -112.6(7) . . . . ?
C13 O6 C14 C15 113.5(6) . . . . ?
C13 C14 C15 C16 -16.5(10) . . . . ?
C20 C14 C15 C16 148.7(7) . . . . ?
O6 C14 C15 C16 -79.2(8) . . . . ?
C14 C15 C16 C12 45.3(9) . . . . ?
C6 C12 C16 C15 176.1(6) . . . . ?
C11 C12 C16 C15 -60.3(7) . . . . ?
O6 C13 C17 C18 -46.6(8) . . . . ?
C14 C13 C17 C18 24.5(9) . . . . ?
C11 C13 C17 C18 -179.6(6) . . . . ?
C13 C17 C18 C19 -54.5(8) . . . . ?
C21 O3 C19 O4 30.1(8) . . . . ?
C21 O3 C19 C18 -92.0(7) . . . . ?
C21 O3 C19 C20 146.9(6) . . . . ?
C22 O4 C19 O3 -25.0(8) . . . . ?
C22 O4 C19 C18 96.3(7) . . . . ?
C22 O4 C19 C20 -142.2(6) . . . . ?
C17 C18 C19 O3 -59.8(8) . . . . ?
C17 C18 C19 O4 -178.6(6) . . . . ?
C17 C18 C19 C20 60.8(7) . . . . ?
C13 C14 C20 C19 10.0(10) . . . . ?
C15 C14 C20 C19 -155.0(6) . . . . ?
O6 C14 C20 C19 75.0(8) . . . . ?
O3 C19 C20 C14 84.2(8) . . . . ?
O4 C19 C20 C14 -160.1(6) . . . . ?
C18 C19 C20 C14 -37.4(8) . . . . ?
C19 O3 C21 C22 -23.1(8) . . . . ?
C19 O4 C22 C21 10.5(9) . . . . ?
O3 C21 C22 O4 7.6(9) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.40
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.160
_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_b
_database_code_depnum_ccdc_archive 'CCDC 1869024'
_audit_update_record             
;
2018-09-21 deposited with the CCDC.
2019-02-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H43 N O7'
_chemical_formula_weight         529.65

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'
N N 0.0061 0.0033 '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           Hexagonal
_symmetry_space_group_name_H-M   P65

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'-x, -y, z+1/2'
'y, -x+y, z+1/6'
'x-y, x, z+5/6'

_cell_length_a                   17.407(3)
_cell_length_b                   17.407(3)
_cell_length_c                   17.977(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4717.6(13)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9
_cell_measurement_theta_max      13

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1716
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.9768
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_decay_%        1
_diffrn_reflns_number            3305
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_sigmaI/netI    0.1131
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.35
_diffrn_reflns_theta_max         25.40
_reflns_number_total             2995
_reflns_number_gt                1248
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -2(4)
_refine_ls_number_reflns         2995
_refine_ls_number_parameters     325
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.2159
_refine_ls_R_factor_gt           0.0896
_refine_ls_wR_factor_ref         0.2444
_refine_ls_wR_factor_gt          0.1926
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.032
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
OW1 O -0.010(5) 0.099(4) 0.336(4) 0.734 Uani 1 1 d . . .
HW1A H -0.0181 0.0463 0.3390 0.880 Uiso 1 1 d R . .
HW1B H -0.0506 0.1072 0.3192 0.880 Uiso 1 1 d R . .
OW2 O 0.039(6) 0.109(5) 0.597(5) 0.874 Uani 1 1 d . . .
HW2A H -0.0029 0.1200 0.5909 1.048 Uiso 1 1 d R . .
HW2B H 0.0304 0.0631 0.6201 1.048 Uiso 1 1 d R . .
OW3 O 0.123(4) 0.034(7) 0.373(6) 1.003 Uani 1 1 d . . .
HW3A H 0.1148 -0.0038 0.4067 1.204 Uiso 1 1 d R . .
HW3B H 0.0949 0.0167 0.3321 1.204 Uiso 1 1 d R . .
N N 0.2688(9) 0.3600(13) -0.0414(6) 0.150(5) Uani 1 1 d . . .
C1 C 0.4401(6) 0.3622(6) 0.3148(5) 0.069(3) Uani 1 1 d . . .
O1 O 0.2987(6) 0.3270(6) 0.5109(4) 0.136(4) Uani 1 1 d . . .
O2 O 0.8222(5) 0.5606(6) 0.2580(5) 0.119(3) Uani 1 1 d . . .
C2 C 0.3909(7) 0.4133(7) 0.3282(5) 0.077(3) Uani 1 1 d . . .
H2A H 0.4239 0.4715 0.3055 0.092 Uiso 1 1 calc R . .
H2B H 0.3332 0.3820 0.3045 0.092 Uiso 1 1 calc R . .
O3 O 0.7688(5) 0.5243(5) 0.0680(3) 0.087(2) Uani 1 1 d . . .
C3 C 0.3789(7) 0.4239(8) 0.4089(5) 0.090(3) Uani 1 1 d . . .
H3A H 0.3380 0.4462 0.4139 0.108 Uiso 1 1 calc R . .
H3B H 0.4355 0.4685 0.4292 0.108 Uiso 1 1 calc R . .
C4 C 0.3444(8) 0.3400(8) 0.4559(6) 0.096(4) Uani 1 1 d . . .
O4 O 0.9143(5) 0.5828(7) 0.0847(5) 0.129(3) Uani 1 1 d . . .
C5 C 0.3690(7) 0.2760(7) 0.4285(5) 0.083(3) Uani 1 1 d . . .
H5A H 0.3515 0.2249 0.4564 0.099 Uiso 1 1 calc R . .
C6 C 0.4152(7) 0.2862(6) 0.3659(5) 0.073(3) Uani 1 1 d . . .
C7 C 0.4452(9) 0.2237(7) 0.3428(6) 0.102(4) Uani 1 1 d . . .
H7A H 0.4056 0.1837 0.3051 0.122 Uiso 1 1 calc R . .
H7B H 0.4437 0.1884 0.3852 0.122 Uiso 1 1 calc R . .
C8 C 0.5401(7) 0.2752(7) 0.3118(5) 0.081(3) Uani 1 1 d . . .
H8A H 0.5797 0.3150 0.3497 0.097 Uiso 1 1 calc R . .
H8B H 0.5601 0.2340 0.2987 0.097 Uiso 1 1 calc R . .
C9 C 0.5437(7) 0.3279(6) 0.2442(5) 0.066(2) Uani 1 1 d . . .
H9A H 0.5127 0.2861 0.2036 0.079 Uiso 1 1 calc R . .
C10 C 0.4974(5) 0.3804(5) 0.2585(5) 0.058(2) Uani 1 1 d . . .
C11 C 0.6376(6) 0.3865(6) 0.2212(5) 0.066(3) Uani 1 1 d . . .
H11A H 0.6675 0.4262 0.2633 0.080 Uiso 1 1 calc R . .
C12 C 0.6502(6) 0.4461(6) 0.1545(4) 0.061(2) Uani 1 1 d . . .
C13 C 0.6131(6) 0.5053(6) 0.1769(5) 0.066(2) Uani 1 1 d . . .
H13A H 0.6180 0.5425 0.1348 0.079 Uiso 1 1 calc R . .
H13B H 0.6492 0.5441 0.2168 0.079 Uiso 1 1 calc R . .
C14 C 0.5158(6) 0.4549(6) 0.2026(5) 0.061(2) Uani 1 1 d . . .
H14A H 0.5073 0.4982 0.2308 0.074 Uiso 1 1 calc R . .
C15 C 0.6927(7) 0.3436(8) 0.2015(6) 0.091(3) Uani 1 1 d . . .
H15A H 0.6588 0.2912 0.1711 0.109 Uiso 1 1 calc R . .
H15B H 0.7124 0.3271 0.2460 0.109 Uiso 1 1 calc R . .
C16 C 0.7726(8) 0.4163(8) 0.1576(6) 0.093(4) Uani 1 1 d . . .
H16A H 0.7803 0.3926 0.1111 0.112 Uiso 1 1 calc R . .
H16B H 0.8267 0.4389 0.1865 0.112 Uiso 1 1 calc R . .
C17 C 0.7503(6) 0.4918(7) 0.1423(5) 0.075(3) Uani 1 1 d . . .
C18 C 0.6034(6) 0.3946(6) 0.0839(5) 0.073(3) Uani 1 1 d . . .
H18A H 0.5403 0.3660 0.0907 0.109 Uiso 1 1 calc R . .
H18B H 0.6201 0.3507 0.0741 0.109 Uiso 1 1 calc R . .
H18C H 0.6205 0.4349 0.0426 0.109 Uiso 1 1 calc R . .
C19 C 0.7992(7) 0.5700(10) 0.1971(8) 0.099(4) Uani 1 1 d . . .
C20 C 0.8148(8) 0.6604(9) 0.1741(7) 0.117(4) Uani 1 1 d . . .
H20A H 0.8451 0.7023 0.2134 0.176 Uiso 1 1 calc R . .
H20B H 0.7589 0.6570 0.1647 0.176 Uiso 1 1 calc R . .
H20C H 0.8504 0.6794 0.1298 0.176 Uiso 1 1 calc R . .
C21 C 0.8533(10) 0.5711(10) 0.0449(7) 0.108(4) Uani 1 1 d . . .
C22 C 0.8622(9) 0.6007(10) -0.0331(8) 0.133(5) Uani 1 1 d . . .
H22A H 0.9238 0.6330 -0.0464 0.199 Uiso 1 1 calc R . .
H22B H 0.8369 0.6384 -0.0386 0.199 Uiso 1 1 calc R . .
H22C H 0.8316 0.5500 -0.0650 0.199 Uiso 1 1 calc R . .
C23 C 0.4486(7) 0.4251(7) 0.1392(5) 0.065(2) Uani 1 1 d . . .
C24 C 0.4557(7) 0.4891(8) 0.0872(6) 0.091(3) Uani 1 1 d . . .
H24A H 0.5003 0.5479 0.0924 0.109 Uiso 1 1 calc R . .
C25 C 0.3962(11) 0.4647(13) 0.0280(7) 0.120(5) Uani 1 1 d . . .
H25A H 0.4025 0.5078 -0.0059 0.144 Uiso 1 1 calc R . .
C26 C 0.3272(10) 0.3772(13) 0.0181(7) 0.104(4) Uani 1 1 d . . .
C27 C 0.3185(7) 0.3171(9) 0.0705(6) 0.093(3) Uani 1 1 d . . .
H27A H 0.2718 0.2590 0.0670 0.112 Uiso 1 1 calc R . .
C28 C 0.3776(8) 0.3408(8) 0.1287(5) 0.084(3) Uani 1 1 d . . .
H28A H 0.3691 0.2972 0.1630 0.101 Uiso 1 1 calc R . .
C29 C 0.2977(13) 0.4293(17) -0.1041(8) 0.226(11) Uani 1 1 d . . .
H29A H 0.3378 0.4871 -0.0844 0.340 Uiso 1 1 calc R . .
H29B H 0.2465 0.4288 -0.1244 0.340 Uiso 1 1 calc R . .
H29C H 0.3269 0.4151 -0.1425 0.340 Uiso 1 1 calc R . .
C30 C 0.2056(14) 0.2636(16) -0.0545(11) 0.211(10) Uani 1 1 d . . .
H30A H 0.1964 0.2315 -0.0089 0.317 Uiso 1 1 calc R . .
H30B H 0.2298 0.2416 -0.0912 0.317 Uiso 1 1 calc R . .
H30C H 0.1500 0.2559 -0.0719 0.317 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
OW1 HW1A 0.8501 . ?
OW1 HW1B 0.8500 . ?
OW2 HW2A 0.8499 . ?
OW2 HW2B 0.8499 . ?
OW3 HW3A 0.8501 . ?
OW3 HW3B 0.8500 . ?
N C26 1.402(15) . ?
N C30 1.50(2) . ?
N C29 1.54(2) . ?
C1 C10 1.343(11) . ?
C1 C6 1.486(12) . ?
C1 C2 1.531(13) . ?
O1 C4 1.217(12) . ?
O2 C19 1.204(13) . ?
C2 C3 1.490(12) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O3 C21 1.341(14) . ?
O3 C17 1.424(11) . ?
C3 C4 1.525(15) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.464(15) . ?
O4 C21 1.210(13) . ?
C5 C6 1.342(12) . ?
C5 H5A 0.9300 . ?
C6 C7 1.484(13) . ?
C7 C8 1.537(15) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.504(12) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C11 1.488(12) . ?
C9 C10 1.514(11) . ?
C9 H9A 0.9800 . ?
C10 C14 1.542(11) . ?
C11 C15 1.522(12) . ?
C11 C12 1.527(12) . ?
C11 H11A 0.9800 . ?
C12 C13 1.519(11) . ?
C12 C17 1.527(12) . ?
C12 C18 1.532(11) . ?
C13 C14 1.538(12) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C23 1.526(13) . ?
C14 H14A 0.9800 . ?
C15 C16 1.549(15) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.569(13) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C19 1.546(17) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.515(16) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.475(17) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C28 1.380(13) . ?
C23 C24 1.412(12) . ?
C24 C25 1.394(16) . ?
C24 H24A 0.9300 . ?
C25 C26 1.402(17) . ?
C25 H25A 0.9300 . ?
C26 C27 1.357(16) . ?
C27 C28 1.378(13) . ?
C27 H27A 0.9300 . ?
C28 H28A 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 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
HW1A OW1 HW1B 120.0 . . ?
HW2A OW2 HW2B 120.0 . . ?
HW3A OW3 HW3B 120.0 . . ?
C26 N C30 114.1(15) . . ?
C26 N C29 118.3(15) . . ?
C30 N C29 122.2(13) . . ?
C10 C1 C6 121.9(8) . . ?
C10 C1 C2 123.1(8) . . ?
C6 C1 C2 114.8(8) . . ?
C3 C2 C1 112.3(8) . . ?
C3 C2 H2A 109.1 . . ?
C1 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
C21 O3 C17 119.5(8) . . ?
C2 C3 C4 115.6(9) . . ?
C2 C3 H3A 108.4 . . ?
C4 C3 H3A 108.4 . . ?
C2 C3 H3B 108.4 . . ?
C4 C3 H3B 108.4 . . ?
H3A C3 H3B 107.4 . . ?
O1 C4 C5 122.9(10) . . ?
O1 C4 C3 122.4(11) . . ?
C5 C4 C3 114.7(10) . . ?
C6 C5 C4 124.4(9) . . ?
C6 C5 H5A 117.8 . . ?
C4 C5 H5A 117.8 . . ?
C5 C6 C7 123.0(9) . . ?
C5 C6 C1 121.7(8) . . ?
C7 C6 C1 115.3(8) . . ?
C6 C7 C8 110.1(8) . . ?
C6 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.2 . . ?
C9 C8 C7 110.7(8) . . ?
C9 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C9 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C11 C9 C8 109.9(8) . . ?
C11 C9 C10 111.5(7) . . ?
C8 C9 C10 111.0(7) . . ?
C11 C9 H9A 108.1 . . ?
C8 C9 H9A 108.1 . . ?
C10 C9 H9A 108.1 . . ?
C1 C10 C9 122.8(8) . . ?
C1 C10 C14 120.5(7) . . ?
C9 C10 C14 116.6(7) . . ?
C9 C11 C15 118.2(8) . . ?
C9 C11 C12 114.8(7) . . ?
C15 C11 C12 103.8(7) . . ?
C9 C11 H11A 106.4 . . ?
C15 C11 H11A 106.4 . . ?
C12 C11 H11A 106.4 . . ?
C13 C12 C11 106.8(7) . . ?
C13 C12 C17 116.5(7) . . ?
C11 C12 C17 101.8(8) . . ?
C13 C12 C18 109.5(7) . . ?
C11 C12 C18 113.5(7) . . ?
C17 C12 C18 108.6(7) . . ?
C12 C13 C14 114.3(7) . . ?
C12 C13 H13A 108.7 . . ?
C14 C13 H13A 108.7 . . ?
C12 C13 H13B 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C23 C14 C13 114.1(7) . . ?
C23 C14 C10 113.5(7) . . ?
C13 C14 C10 112.5(6) . . ?
C23 C14 H14A 105.2 . . ?
C13 C14 H14A 105.2 . . ?
C10 C14 H14A 105.2 . . ?
C11 C15 C16 104.3(8) . . ?
C11 C15 H15A 110.9 . . ?
C16 C15 H15A 110.9 . . ?
C11 C15 H15B 110.9 . . ?
C16 C15 H15B 110.9 . . ?
H15A C15 H15B 108.9 . . ?
C15 C16 C17 106.0(8) . . ?
C15 C16 H16A 110.5 . . ?
C17 C16 H16A 110.5 . . ?
C15 C16 H16B 110.5 . . ?
C17 C16 H16B 110.5 . . ?
H16A C16 H16B 108.7 . . ?
O3 C17 C12 108.3(7) . . ?
O3 C17 C19 109.4(9) . . ?
C12 C17 C19 110.5(7) . . ?
O3 C17 C16 113.2(8) . . ?
C12 C17 C16 103.6(8) . . ?
C19 C17 C16 111.6(9) . . ?
C12 C18 H18A 109.5 . . ?
C12 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C12 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O2 C19 C20 119.3(13) . . ?
O2 C19 C17 122.2(13) . . ?
C20 C19 C17 118.4(11) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4 C21 O3 121.5(11) . . ?
O4 C21 C22 125.0(14) . . ?
O3 C21 C22 113.4(12) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C28 C23 C24 115.3(10) . . ?
C28 C23 C14 126.2(8) . . ?
C24 C23 C14 118.5(10) . . ?
C25 C24 C23 120.4(12) . . ?
C25 C24 H24A 119.8 . . ?
C23 C24 H24A 119.8 . . ?
C24 C25 C26 122.0(12) . . ?
C24 C25 H25A 119.0 . . ?
C26 C25 H25A 119.0 . . ?
C27 C26 C25 117.1(11) . . ?
C27 C26 N 125.1(16) . . ?
C25 C26 N 117.6(16) . . ?
C26 C27 C28 121.1(12) . . ?
C26 C27 H27A 119.4 . . ?
C28 C27 H27A 119.4 . . ?
C27 C28 C23 124.0(10) . . ?
C27 C28 H28A 118.0 . . ?
C23 C28 H28A 118.0 . . ?
N C29 H29A 109.5 . . ?
N C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N C30 H30A 109.5 . . ?
N C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
C10 C1 C2 C3 -144.5(10) . . . . ?
C6 C1 C2 C3 39.5(12) . . . . ?
C1 C2 C3 C4 -47.3(13) . . . . ?
C2 C3 C4 O1 -149.4(11) . . . . ?
C2 C3 C4 C5 29.4(14) . . . . ?
O1 C4 C5 C6 176.2(11) . . . . ?
C3 C4 C5 C6 -2.5(16) . . . . ?
C4 C5 C6 C7 175.0(11) . . . . ?
C4 C5 C6 C1 -4.7(16) . . . . ?
C10 C1 C6 C5 169.6(9) . . . . ?
C2 C1 C6 C5 -14.3(13) . . . . ?
C10 C1 C6 C7 -10.1(14) . . . . ?
C2 C1 C6 C7 165.9(9) . . . . ?
C5 C6 C7 C8 -138.7(10) . . . . ?
C1 C6 C7 C8 41.0(12) . . . . ?
C6 C7 C8 C9 -61.4(11) . . . . ?
C7 C8 C9 C11 172.4(8) . . . . ?
C7 C8 C9 C10 48.6(11) . . . . ?
C6 C1 C10 C9 -2.5(14) . . . . ?
C2 C1 C10 C9 -178.2(8) . . . . ?
C6 C1 C10 C14 174.9(8) . . . . ?
C2 C1 C10 C14 -0.8(13) . . . . ?
C11 C9 C10 C1 -140.5(8) . . . . ?
C8 C9 C10 C1 -17.7(12) . . . . ?
C11 C9 C10 C14 42.0(10) . . . . ?
C8 C9 C10 C14 164.9(8) . . . . ?
C8 C9 C11 C15 59.0(10) . . . . ?
C10 C9 C11 C15 -177.5(7) . . . . ?
C8 C9 C11 C12 -177.8(7) . . . . ?
C10 C9 C11 C12 -54.3(10) . . . . ?
C9 C11 C12 C13 61.0(9) . . . . ?
C15 C11 C12 C13 -168.5(8) . . . . ?
C9 C11 C12 C17 -176.4(7) . . . . ?
C15 C11 C12 C17 -45.9(9) . . . . ?
C9 C11 C12 C18 -59.9(10) . . . . ?
C15 C11 C12 C18 70.7(9) . . . . ?
C11 C12 C13 C14 -56.2(9) . . . . ?
C17 C12 C13 C14 -169.1(7) . . . . ?
C18 C12 C13 C14 67.1(9) . . . . ?
C12 C13 C14 C23 -84.3(9) . . . . ?
C12 C13 C14 C10 46.9(10) . . . . ?
C1 C10 C14 C23 -84.7(10) . . . . ?
C9 C10 C14 C23 92.8(9) . . . . ?
C1 C10 C14 C13 143.8(8) . . . . ?
C9 C10 C14 C13 -38.7(10) . . . . ?
C9 C11 C15 C16 162.6(8) . . . . ?
C12 C11 C15 C16 34.1(9) . . . . ?
C11 C15 C16 C17 -9.7(10) . . . . ?
C21 O3 C17 C12 176.7(8) . . . . ?
C21 O3 C17 C19 56.2(11) . . . . ?
C21 O3 C17 C16 -69.0(12) . . . . ?
C13 C12 C17 O3 -85.1(9) . . . . ?
C11 C12 C17 O3 159.2(7) . . . . ?
C18 C12 C17 O3 39.1(10) . . . . ?
C13 C12 C17 C19 34.8(12) . . . . ?
C11 C12 C17 C19 -80.9(9) . . . . ?
C18 C12 C17 C19 159.0(9) . . . . ?
C13 C12 C17 C16 154.4(8) . . . . ?
C11 C12 C17 C16 38.7(8) . . . . ?
C18 C12 C17 C16 -81.4(8) . . . . ?
C15 C16 C17 O3 -135.2(9) . . . . ?
C15 C16 C17 C12 -18.1(10) . . . . ?
C15 C16 C17 C19 100.8(10) . . . . ?
O3 C17 C19 O2 -152.1(10) . . . . ?
C12 C17 C19 O2 88.7(11) . . . . ?
C16 C17 C19 O2 -26.0(14) . . . . ?
O3 C17 C19 C20 30.7(12) . . . . ?
C12 C17 C19 C20 -88.5(11) . . . . ?
C16 C17 C19 C20 156.8(10) . . . . ?
C17 O3 C21 O4 3.8(17) . . . . ?
C17 O3 C21 C22 -179.7(10) . . . . ?
C13 C14 C23 C28 129.7(9) . . . . ?
C10 C14 C23 C28 -1.0(12) . . . . ?
C13 C14 C23 C24 -53.2(10) . . . . ?
C10 C14 C23 C24 176.1(7) . . . . ?
C28 C23 C24 C25 -3.2(13) . . . . ?
C14 C23 C24 C25 179.4(9) . . . . ?
C23 C24 C25 C26 0.8(17) . . . . ?
C24 C25 C26 C27 2.4(18) . . . . ?
C24 C25 C26 N 177.5(10) . . . . ?
C30 N C26 C27 -13.7(18) . . . . ?
C29 N C26 C27 -168.1(13) . . . . ?
C30 N C26 C25 171.6(13) . . . . ?
C29 N C26 C25 17.2(18) . . . . ?
C25 C26 C27 C28 -3.0(16) . . . . ?
N C26 C27 C28 -177.7(10) . . . . ?
C26 C27 C28 C23 0.4(16) . . . . ?
C24 C23 C28 C27 2.7(14) . . . . ?
C14 C23 C28 C27 179.9(8) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.40
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.179
_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_b_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1869022'
_audit_update_record             
;
2018-09-21 deposited with the CCDC.
2019-02-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H34 O5'
_chemical_formula_weight         402.51

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   P21

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

_cell_length_a                   7.3230(15)
_cell_length_b                   12.384(3)
_cell_length_c                   12.233(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.42(3)
_cell_angle_gamma                90.00
_cell_volume                     1064.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9
_cell_measurement_theta_max      13

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9745
_exptl_absorpt_correction_T_max  0.9914
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_decay_%        1
_diffrn_reflns_number            4212
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.74
_diffrn_reflns_theta_max         25.42
_reflns_number_total             3898
_reflns_number_gt                2723
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   2.0(17)
_refine_ls_number_reflns         3898
_refine_ls_number_parameters     262
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_ref         0.1751
_refine_ls_wR_factor_gt          0.1519
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.002
_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 0.3020(5) 0.9206(2) 0.2093(3) 0.0679(9) Uani 1 1 d . . .
C1 C 0.1946(10) 0.9805(5) 0.1133(6) 0.105(2) Uani 1 1 d . . .
H1A H 0.2772 1.0126 0.0727 0.126 Uiso 1 1 calc R . .
H1B H 0.1221 1.0373 0.1365 0.126 Uiso 1 1 calc R . .
O2 O 0.1635(4) 0.8000(2) 0.0696(3) 0.0642(8) Uani 1 1 d . . .
C2 C 0.0669(7) 0.8996(4) 0.0419(5) 0.0831(16) Uani 1 1 d . . .
H2A H -0.0546 0.8978 0.0590 0.100 Uiso 1 1 calc R . .
H2B H 0.0447 0.9160 -0.0384 0.100 Uiso 1 1 calc R . .
O3 O 0.8007(4) -0.0215(2) 0.3793(3) 0.0632(8) Uani 1 1 d . . .
C3 C 0.2886(6) 0.8073(3) 0.1838(3) 0.0495(10) Uani 1 1 d . . .
O4 O 0.9333(4) 0.1324(2) 0.4619(2) 0.0609(8) Uani 1 1 d . . .
C4 C 0.2043(6) 0.7506(3) 0.2669(4) 0.0537(10) Uani 1 1 d . . .
H4A H 0.0735 0.7739 0.2539 0.064 Uiso 1 1 calc R . .
H4B H 0.2741 0.7717 0.3437 0.064 Uiso 1 1 calc R . .
O5 O 0.6036(4) 0.7838(2) 0.2991(2) 0.0591(8) Uani 1 1 d . . .
H5A H 0.6466 0.8452 0.3026 0.089 Uiso 1 1 calc R . .
C5 C 0.2086(5) 0.6285(3) 0.2577(4) 0.0505(9) Uani 1 1 d . . .
H5B H 0.1645 0.5967 0.3181 0.061 Uiso 1 1 calc R . .
H5C H 0.1222 0.6063 0.1854 0.061 Uiso 1 1 calc R . .
C6 C 0.4089(5) 0.5860(3) 0.2660(3) 0.0364(8) Uani 1 1 d . . .
H6A H 0.4915 0.6104 0.3396 0.044 Uiso 1 1 calc R . .
C7 C 0.4870(5) 0.6374(3) 0.1735(3) 0.0382(8) Uani 1 1 d . . .
C8 C 0.4869(5) 0.7634(3) 0.1869(3) 0.0448(9) Uani 1 1 d . . .
C9 C 0.4166(5) 0.4618(3) 0.2678(3) 0.0412(8) Uani 1 1 d . . .
H9A H 0.3131 0.4356 0.2036 0.049 Uiso 1 1 calc R . .
C10 C 0.6020(5) 0.4175(3) 0.2535(3) 0.0368(8) Uani 1 1 d . . .
C11 C 0.7221(5) 0.4817(3) 0.2201(3) 0.0414(8) Uani 1 1 d . . .
H11A H 0.8339 0.4506 0.2131 0.050 Uiso 1 1 calc R . .
C12 C 0.6932(5) 0.5993(3) 0.1927(3) 0.0452(9) Uani 1 1 d . . .
H12A H 0.7317 0.6143 0.1245 0.054 Uiso 1 1 calc R . .
H12B H 0.7753 0.6407 0.2546 0.054 Uiso 1 1 calc R . .
C13 C 0.3855(6) 0.4153(3) 0.3765(4) 0.0601(12) Uani 1 1 d . . .
H13A H 0.2645 0.4408 0.3843 0.072 Uiso 1 1 calc R . .
H13B H 0.4850 0.4412 0.4416 0.072 Uiso 1 1 calc R . .
C14 C 0.3861(6) 0.2926(4) 0.3769(5) 0.0666(13) Uani 1 1 d . . .
H14A H 0.3908 0.2673 0.4527 0.080 Uiso 1 1 calc R . .
H14B H 0.2682 0.2669 0.3249 0.080 Uiso 1 1 calc R . .
C15 C 0.5496(5) 0.2455(3) 0.3430(4) 0.0454(9) Uani 1 1 d . . .
C16 C 0.6480(5) 0.3028(3) 0.2847(3) 0.0392(8) Uani 1 1 d . . .
C17 C 0.5985(6) 0.1308(3) 0.3802(4) 0.0569(10) Uani 1 1 d . . .
H17A H 0.5987 0.1237 0.4592 0.068 Uiso 1 1 calc R . .
H17B H 0.4998 0.0837 0.3351 0.068 Uiso 1 1 calc R . .
C18 C 0.7877(5) 0.0932(3) 0.3691(3) 0.0450(9) Uani 1 1 d . . .
C19 C 0.8154(7) 0.1303(3) 0.2588(3) 0.0588(11) Uani 1 1 d . . .
H19A H 0.7155 0.1006 0.1962 0.071 Uiso 1 1 calc R . .
H19B H 0.9366 0.1038 0.2522 0.071 Uiso 1 1 calc R . .
C20 C 0.8117(6) 0.2528(3) 0.2507(4) 0.0520(10) Uani 1 1 d . . .
H20A H 0.9303 0.2812 0.2995 0.062 Uiso 1 1 calc R . .
H20B H 0.8031 0.2737 0.1730 0.062 Uiso 1 1 calc R . .
C21 C 0.9889(7) -0.0482(4) 0.4410(5) 0.0739(14) Uani 1 1 d . . .
H21A H 1.0552 -0.0822 0.3917 0.089 Uiso 1 1 calc R . .
H21B H 0.9898 -0.0970 0.5032 0.089 Uiso 1 1 calc R . .
C22 C 1.0781(7) 0.0551(4) 0.4845(5) 0.0808(15) Uani 1 1 d . . .
H22A H 1.1389 0.0503 0.5658 0.097 Uiso 1 1 calc R . .
H22B H 1.1736 0.0742 0.4468 0.097 Uiso 1 1 calc R . .
C23 C 0.5662(6) 0.8224(3) 0.0994(4) 0.0659(13) Uani 1 1 d . . .
H23A H 0.5632 0.8989 0.1114 0.099 Uiso 1 1 calc R . .
H23B H 0.4897 0.8052 0.0238 0.099 Uiso 1 1 calc R . .
H23C H 0.6950 0.7999 0.1085 0.099 Uiso 1 1 calc R . .
C24 C 0.3737(6) 0.6000(3) 0.0537(3) 0.0546(10) Uani 1 1 d . . .
H24A H 0.2433 0.6222 0.0388 0.082 Uiso 1 1 calc R . .
H24B H 0.3795 0.5227 0.0492 0.082 Uiso 1 1 calc R . .
H24C H 0.4274 0.6316 -0.0019 0.082 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 C3 1.435(4) . ?
O1 C1 1.423(6) . ?
C1 C2 1.477(8) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
O2 C2 1.415(5) . ?
O2 C3 1.441(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O3 C21 1.411(5) . ?
O3 C18 1.427(4) . ?
C3 C4 1.504(6) . ?
C3 C8 1.541(5) . ?
O4 C18 1.406(4) . ?
O4 C22 1.397(5) . ?
C4 C5 1.517(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
O5 C8 1.419(5) . ?
O5 H5A 0.8200 . ?
C5 C6 1.534(5) . ?
C5 H5B 0.9700 . ?
C5 H5C 0.9700 . ?
C6 C7 1.542(5) . ?
C6 C9 1.539(5) . ?
C6 H6A 0.9800 . ?
C7 C24 1.538(5) . ?
C7 C8 1.568(5) . ?
C7 C12 1.536(5) . ?
C8 C23 1.538(6) . ?
C9 C10 1.519(5) . ?
C9 C13 1.524(6) . ?
C9 H9A 0.9800 . ?
C10 C11 1.333(5) . ?
C10 C16 1.485(5) . ?
C11 C12 1.496(5) . ?
C11 H11A 0.9300 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.519(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.492(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.350(5) . ?
C15 C17 1.503(5) . ?
C16 C20 1.508(5) . ?
C17 C18 1.504(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.493(5) . ?
C19 C20 1.520(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.467(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 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
C3 O1 C1 110.0(4) . . ?
O1 C1 C2 104.2(5) . . ?
O1 C1 H1A 110.9 . . ?
C2 C1 H1A 110.9 . . ?
O1 C1 H1B 110.9 . . ?
C2 C1 H1B 110.9 . . ?
H1A C1 H1B 108.9 . . ?
C2 O2 C3 108.4(4) . . ?
O2 C2 C1 105.0(4) . . ?
O2 C2 H2A 110.7 . . ?
C1 C2 H2A 110.7 . . ?
O2 C2 H2B 110.7 . . ?
C1 C2 H2B 110.7 . . ?
H2A C2 H2B 108.8 . . ?
C21 O3 C18 108.1(3) . . ?
O1 C3 O2 105.0(3) . . ?
O1 C3 C4 109.0(3) . . ?
O2 C3 C4 110.9(3) . . ?
O1 C3 C8 109.5(3) . . ?
O2 C3 C8 109.8(3) . . ?
C4 C3 C8 112.5(3) . . ?
C18 O4 C22 106.4(3) . . ?
C3 C4 C5 113.2(3) . . ?
C3 C4 H4A 108.9 . . ?
C5 C4 H4A 108.9 . . ?
C3 C4 H4B 108.9 . . ?
C5 C4 H4B 108.9 . . ?
H4A C4 H4B 107.8 . . ?
C8 O5 H5A 109.5 . . ?
C6 C5 C4 112.1(3) . . ?
C6 C5 H5B 109.2 . . ?
C4 C5 H5B 109.2 . . ?
C6 C5 H5C 109.2 . . ?
C4 C5 H5C 109.2 . . ?
H5B C5 H5C 107.9 . . ?
C7 C6 C5 110.8(3) . . ?
C7 C6 C9 113.8(3) . . ?
C5 C6 C9 112.0(3) . . ?
C7 C6 H6A 106.6 . . ?
C5 C6 H6A 106.6 . . ?
C9 C6 H6A 106.6 . . ?
C6 C7 C24 111.3(3) . . ?
C6 C7 C8 108.9(3) . . ?
C24 C7 C8 112.5(3) . . ?
C6 C7 C12 108.3(3) . . ?
C24 C7 C12 107.1(3) . . ?
C8 C7 C12 108.6(3) . . ?
O5 C8 C23 110.2(3) . . ?
O5 C8 C3 105.5(3) . . ?
C23 C8 C3 110.7(3) . . ?
O5 C8 C7 105.1(3) . . ?
C23 C8 C7 112.9(3) . . ?
C3 C8 C7 112.1(3) . . ?
C10 C9 C13 108.8(3) . . ?
C10 C9 C6 112.9(3) . . ?
C13 C9 C6 112.1(3) . . ?
C10 C9 H9A 107.6 . . ?
C13 C9 H9A 107.6 . . ?
C6 C9 H9A 107.6 . . ?
C11 C10 C16 121.9(3) . . ?
C11 C10 C9 120.6(3) . . ?
C16 C10 C9 117.5(3) . . ?
C10 C11 C12 125.9(3) . . ?
C10 C11 H11A 117.1 . . ?
C12 C11 H11A 117.1 . . ?
C11 C12 C7 113.8(3) . . ?
C11 C12 H12A 108.8 . . ?
C7 C12 H12A 108.8 . . ?
C11 C12 H12B 108.8 . . ?
C7 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C9 C13 C14 112.3(4) . . ?
C9 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
C9 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
C15 C14 C13 113.1(3) . . ?
C15 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C16 C15 C14 122.1(3) . . ?
C16 C15 C17 122.6(3) . . ?
C14 C15 C17 115.3(3) . . ?
C15 C16 C10 121.5(3) . . ?
C15 C16 C20 121.0(3) . . ?
C10 C16 C20 117.5(3) . . ?
C18 C17 C15 114.4(3) . . ?
C18 C17 H17A 108.7 . . ?
C15 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C15 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
O4 C18 O3 104.9(3) . . ?
O4 C18 C17 109.1(3) . . ?
O3 C18 C17 109.9(3) . . ?
O4 C18 C19 111.0(3) . . ?
O3 C18 C19 111.3(3) . . ?
C17 C18 C19 110.5(3) . . ?
C18 C19 C20 111.2(3) . . ?
C18 C19 H19A 109.4 . . ?
C20 C19 H19A 109.4 . . ?
C18 C19 H19B 109.4 . . ?
C20 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
C16 C20 C19 113.1(3) . . ?
C16 C20 H20A 109.0 . . ?
C19 C20 H20A 109.0 . . ?
C16 C20 H20B 109.0 . . ?
C19 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
O3 C21 C22 104.9(4) . . ?
O3 C21 H21A 110.8 . . ?
C22 C21 H21A 110.8 . . ?
O3 C21 H21B 110.8 . . ?
C22 C21 H21B 110.8 . . ?
H21A C21 H21B 108.8 . . ?
O4 C22 C21 106.9(4) . . ?
O4 C22 H22A 110.3 . . ?
C21 C22 H22A 110.3 . . ?
O4 C22 H22B 110.3 . . ?
C21 C22 H22B 110.3 . . ?
H22A C22 H22B 108.6 . . ?
C8 C23 H23A 109.5 . . ?
C8 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C8 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C7 C24 H24A 109.5 . . ?
C7 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C7 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
C3 O1 C1 C2 17.5(6) . . . . ?
C3 O2 C2 C1 26.3(5) . . . . ?
O1 C1 C2 O2 -26.5(6) . . . . ?
C1 O1 C3 O2 -1.9(5) . . . . ?
C1 O1 C3 C4 -120.7(4) . . . . ?
C1 O1 C3 C8 115.9(4) . . . . ?
C2 O2 C3 O1 -15.5(4) . . . . ?
C2 O2 C3 C4 102.0(4) . . . . ?
C2 O2 C3 C8 -133.2(3) . . . . ?
O1 C3 C4 C5 -172.2(3) . . . . ?
O2 C3 C4 C5 72.8(4) . . . . ?
C8 C3 C4 C5 -50.6(5) . . . . ?
C3 C4 C5 C6 53.2(5) . . . . ?
C4 C5 C6 C7 -57.0(4) . . . . ?
C4 C5 C6 C9 174.7(3) . . . . ?
C5 C6 C7 C24 -67.3(4) . . . . ?
C9 C6 C7 C24 60.0(4) . . . . ?
C5 C6 C7 C8 57.3(4) . . . . ?
C9 C6 C7 C8 -175.4(3) . . . . ?
C5 C6 C7 C12 175.2(3) . . . . ?
C9 C6 C7 C12 -57.5(4) . . . . ?
O1 C3 C8 O5 59.6(4) . . . . ?
O2 C3 C8 O5 174.4(3) . . . . ?
C4 C3 C8 O5 -61.7(4) . . . . ?
O1 C3 C8 C23 -59.6(4) . . . . ?
O2 C3 C8 C23 55.2(4) . . . . ?
C4 C3 C8 C23 179.1(4) . . . . ?
O1 C3 C8 C7 173.5(3) . . . . ?
O2 C3 C8 C7 -71.8(4) . . . . ?
C4 C3 C8 C7 52.2(4) . . . . ?
C6 C7 C8 O5 58.8(4) . . . . ?
C24 C7 C8 O5 -177.4(3) . . . . ?
C12 C7 C8 O5 -58.9(4) . . . . ?
C6 C7 C8 C23 179.0(3) . . . . ?
C24 C7 C8 C23 -57.2(4) . . . . ?
C12 C7 C8 C23 61.3(4) . . . . ?
C6 C7 C8 C3 -55.2(4) . . . . ?
C24 C7 C8 C3 68.6(4) . . . . ?
C12 C7 C8 C3 -173.0(3) . . . . ?
C7 C6 C9 C10 42.5(4) . . . . ?
C5 C6 C9 C10 169.2(3) . . . . ?
C7 C6 C9 C13 165.9(3) . . . . ?
C5 C6 C9 C13 -67.5(4) . . . . ?
C13 C9 C10 C11 -137.8(4) . . . . ?
C6 C9 C10 C11 -12.6(5) . . . . ?
C13 C9 C10 C16 38.7(4) . . . . ?
C6 C9 C10 C16 163.9(3) . . . . ?
C16 C10 C11 C12 -176.7(3) . . . . ?
C9 C10 C11 C12 -0.4(6) . . . . ?
C10 C11 C12 C7 -16.1(5) . . . . ?
C6 C7 C12 C11 43.0(4) . . . . ?
C24 C7 C12 C11 -77.1(4) . . . . ?
C8 C7 C12 C11 161.1(3) . . . . ?
C10 C9 C13 C14 -56.4(5) . . . . ?
C6 C9 C13 C14 178.0(3) . . . . ?
C9 C13 C14 C15 47.7(5) . . . . ?
C13 C14 C15 C16 -19.6(6) . . . . ?
C13 C14 C15 C17 159.4(4) . . . . ?
C14 C15 C16 C10 1.7(6) . . . . ?
C17 C15 C16 C10 -177.2(4) . . . . ?
C14 C15 C16 C20 -179.5(4) . . . . ?
C17 C15 C16 C20 1.6(6) . . . . ?
C11 C10 C16 C15 164.3(4) . . . . ?
C9 C10 C16 C15 -12.2(5) . . . . ?
C11 C10 C16 C20 -14.6(5) . . . . ?
C9 C10 C16 C20 169.0(3) . . . . ?
C16 C15 C17 C18 12.1(6) . . . . ?
C14 C15 C17 C18 -166.9(4) . . . . ?
C22 O4 C18 O3 30.3(4) . . . . ?
C22 O4 C18 C17 148.0(4) . . . . ?
C22 O4 C18 C19 -90.0(4) . . . . ?
C21 O3 C18 O4 -24.9(4) . . . . ?
C21 O3 C18 C17 -142.0(4) . . . . ?
C21 O3 C18 C19 95.2(4) . . . . ?
C15 C17 C18 O4 79.6(4) . . . . ?
C15 C17 C18 O3 -165.9(3) . . . . ?
C15 C17 C18 C19 -42.7(5) . . . . ?
O4 C18 C19 C20 -60.7(4) . . . . ?
O3 C18 C19 C20 -177.1(3) . . . . ?
C17 C18 C19 C20 60.5(4) . . . . ?
C15 C16 C20 C19 15.8(5) . . . . ?
C10 C16 C20 C19 -165.3(3) . . . . ?
C18 C19 C20 C16 -46.8(5) . . . . ?
C18 O3 C21 C22 9.8(5) . . . . ?
C18 O4 C22 C21 -24.5(5) . . . . ?
O3 C21 C22 O4 8.9(6) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.42
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.045
####################################################################### 
# 
# 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_x_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1869023'
_audit_update_record             
;
2018-09-21 deposited with the CCDC.
2019-02-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H35 N O3'
_chemical_formula_weight         433.57

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'
N N 0.0061 0.0033 '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   P212121


_chemical_absolute_configuration unk

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                   10.391(2)
_cell_length_b                   12.429(3)
_cell_length_c                   18.269(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2359.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9
_cell_measurement_theta_max      13

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             936
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  0.9845
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 200
_diffrn_standards_interval_time  2h
_diffrn_standards_decay_%        1
_diffrn_reflns_number            4705
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0854
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.55
_diffrn_reflns_theta_max         25.37
_reflns_number_total             4278
_reflns_number_gt                2706
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_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)+(0.0880P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.035(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   4(3)
_refine_ls_number_reflns         4278
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1157
_refine_ls_R_factor_gt           0.0623
_refine_ls_wR_factor_ref         0.1676
_refine_ls_wR_factor_gt          0.1390
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_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
N N -0.0381(3) 0.3742(3) -0.04531(19) 0.0619(10) Uani 1 1 d . . .
O1 O 0.5749(3) 0.7572(2) 0.05685(14) 0.0655(9) Uani 1 1 d . . .
H1A H 0.5633 0.6964 0.0407 0.098 Uiso 1 1 calc R . .
C1 C 0.5272(4) 0.7630(3) 0.12966(19) 0.0449(10) Uani 1 1 d . . .
O2 O 0.6436(3) 0.7569(3) 0.24293(17) 0.0685(9) Uani 1 1 d . . .
C2 C 0.3959(4) 0.7045(3) 0.14284(19) 0.0411(9) Uani 1 1 d . . .
C3 C 0.3447(3) 0.7657(3) 0.21045(19) 0.0400(9) Uani 1 1 d . . .
H3A H 0.4014 0.7471 0.2514 0.048 Uiso 1 1 calc R . .
O3 O -0.0435(3) 0.4533(3) 0.48930(15) 0.0709(10) Uani 1 1 d . . .
C4 C 0.3699(4) 0.8839(3) 0.1925(2) 0.0568(11) Uani 1 1 d . . .
H4A H 0.3806 0.9259 0.2368 0.068 Uiso 1 1 calc R . .
H4B H 0.2995 0.9140 0.1642 0.068 Uiso 1 1 calc R . .
C5 C 0.4952(4) 0.8823(3) 0.1473(2) 0.0566(11) Uani 1 1 d . . .
H5A H 0.5647 0.9147 0.1751 0.068 Uiso 1 1 calc R . .
H5B H 0.4839 0.9228 0.1024 0.068 Uiso 1 1 calc R . .
C6 C 0.4043(3) 0.5862(3) 0.1636(2) 0.0394(9) Uani 1 1 d . . .
H6A H 0.4682 0.5777 0.2018 0.047 Uiso 1 1 calc R . .
H6B H 0.4333 0.5455 0.1214 0.047 Uiso 1 1 calc R . .
C7 C 0.2746(3) 0.5381(3) 0.19071(19) 0.0363(8) Uani 1 1 d . . .
H7A H 0.2976 0.4732 0.2182 0.044 Uiso 1 1 calc R . .
C8 C 0.2033(3) 0.6097(3) 0.24486(18) 0.0347(8) Uani 1 1 d . . .
C9 C 0.2097(4) 0.7314(3) 0.23230(19) 0.0401(9) Uani 1 1 d . . .
H9A H 0.1529 0.7479 0.1910 0.048 Uiso 1 1 calc R . .
C10 C 0.1320(3) 0.5674(3) 0.29990(18) 0.0372(9) Uani 1 1 d . . .
C11 C 0.0549(4) 0.6359(3) 0.3489(2) 0.0398(9) Uani 1 1 d . . .
C12 C 0.0350(4) 0.7494(3) 0.3258(2) 0.0499(10) Uani 1 1 d . . .
H12A H 0.0048 0.7917 0.3670 0.060 Uiso 1 1 calc R . .
H12B H -0.0296 0.7526 0.2876 0.060 Uiso 1 1 calc R . .
C13 C 0.1609(4) 0.7952(3) 0.2978(2) 0.0456(10) Uani 1 1 d . . .
H13A H 0.2246 0.7931 0.3366 0.055 Uiso 1 1 calc R . .
H13B H 0.1485 0.8697 0.2837 0.055 Uiso 1 1 calc R . .
C14 C 0.1143(4) 0.4485(3) 0.3123(2) 0.0504(10) Uani 1 1 d . . .
H14A H 0.1860 0.4103 0.2903 0.060 Uiso 1 1 calc R . .
H14B H 0.0363 0.4253 0.2878 0.060 Uiso 1 1 calc R . .
C15 C 0.1058(5) 0.4184(4) 0.3927(2) 0.0603(12) Uani 1 1 d . . .
H15A H 0.0789 0.3439 0.3966 0.072 Uiso 1 1 calc R . .
H15B H 0.1907 0.4243 0.4144 0.072 Uiso 1 1 calc R . .
C16 C 0.0138(4) 0.4876(4) 0.4351(2) 0.0543(11) Uani 1 1 d . . .
C17 C 0.0000(4) 0.5969(3) 0.4097(2) 0.0499(10) Uani 1 1 d . . .
H17A H -0.0504 0.6434 0.4375 0.060 Uiso 1 1 calc R . .
C18 C 0.6312(4) 0.7216(3) 0.1814(2) 0.0513(10) Uani 1 1 d . . .
C19 C 0.7214(5) 0.6363(4) 0.1531(3) 0.0792(15) Uani 1 1 d . . .
H19A H 0.7822 0.6178 0.1906 0.119 Uiso 1 1 calc R . .
H19B H 0.7665 0.6633 0.1110 0.119 Uiso 1 1 calc R . .
H19C H 0.6730 0.5736 0.1396 0.119 Uiso 1 1 calc R . .
C20 C 0.3109(4) 0.7225(3) 0.07472(19) 0.0510(11) Uani 1 1 d . . .
H20A H 0.2296 0.6873 0.0816 0.077 Uiso 1 1 calc R . .
H20B H 0.3531 0.6931 0.0324 0.077 Uiso 1 1 calc R . .
H20C H 0.2972 0.7982 0.0678 0.077 Uiso 1 1 calc R . .
C21 C 0.1893(3) 0.4992(3) 0.12728(19) 0.0374(9) Uani 1 1 d . . .
C22 C 0.2384(4) 0.4282(3) 0.0754(2) 0.0450(10) Uani 1 1 d . . .
H22A H 0.3237 0.4063 0.0793 0.054 Uiso 1 1 calc R . .
C23 C 0.1654(4) 0.3895(3) 0.0186(2) 0.0498(11) Uani 1 1 d . . .
H23A H 0.2033 0.3441 -0.0157 0.060 Uiso 1 1 calc R . .
C24 C 0.0362(4) 0.4163(3) 0.01108(19) 0.0420(9) Uani 1 1 d . . .
C25 C -0.0138(4) 0.4870(3) 0.0630(2) 0.0458(10) Uani 1 1 d . . .
H25A H -0.0996 0.5075 0.0596 0.055 Uiso 1 1 calc R . .
C26 C 0.0598(4) 0.5271(3) 0.11889(19) 0.0431(10) Uani 1 1 d . . .
H26A H 0.0225 0.5743 0.1522 0.052 Uiso 1 1 calc R . .
C27 C 0.0172(5) 0.3070(5) -0.0991(3) 0.0831(16) Uani 1 1 d . . .
H27A H 0.0864 0.3444 -0.1228 0.125 Uiso 1 1 calc R . .
H27B H -0.0469 0.2879 -0.1346 0.125 Uiso 1 1 calc R . .
H27C H 0.0498 0.2429 -0.0763 0.125 Uiso 1 1 calc R . .
C28 C -0.1736(5) 0.3894(4) -0.0458(3) 0.0718(14) Uani 1 1 d . . .
H28A H -0.1973 0.4381 -0.0072 0.108 Uiso 1 1 calc R . .
H28B H -0.2157 0.3215 -0.0383 0.108 Uiso 1 1 calc R . .
H28C H -0.1995 0.4190 -0.0921 0.108 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
N C24 1.390(5) . ?
N C27 1.412(6) . ?
N C28 1.421(6) . ?
O1 C1 1.421(4) . ?
O1 H1A 0.8200 . ?
C1 C18 1.525(6) . ?
C1 C5 1.553(5) . ?
C1 C2 1.565(5) . ?
O2 C18 1.214(5) . ?
C2 C6 1.522(5) . ?
C2 C20 1.542(5) . ?
C2 C3 1.545(5) . ?
C3 C9 1.519(5) . ?
C3 C4 1.528(5) . ?
C3 H3A 0.9800 . ?
O3 C16 1.231(5) . ?
C4 C5 1.541(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.555(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.523(5) . ?
C7 C21 1.537(5) . ?
C7 H7A 0.9800 . ?
C8 C10 1.355(5) . ?
C8 C9 1.531(5) . ?
C9 C13 1.522(5) . ?
C9 H9A 0.9800 . ?
C10 C11 1.473(5) . ?
C10 C14 1.506(5) . ?
C11 C17 1.340(5) . ?
C11 C12 1.487(5) . ?
C12 C13 1.516(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.518(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.502(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.443(6) . ?
C17 H17A 0.9300 . ?
C18 C19 1.506(6) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.392(5) . ?
C21 C26 1.398(5) . ?
C22 C23 1.373(5) . ?
C22 H22A 0.9300 . ?
C23 C24 1.390(5) . ?
C23 H23A 0.9300 . ?
C24 C25 1.393(5) . ?
C25 C26 1.370(5) . ?
C25 H25A 0.9300 . ?
C26 H26A 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
C24 N C27 120.8(4) . . ?
C24 N C28 120.3(4) . . ?
C27 N C28 118.6(4) . . ?
C1 O1 H1A 109.5 . . ?
O1 C1 C18 108.4(3) . . ?
O1 C1 C5 108.6(3) . . ?
C18 C1 C5 110.2(3) . . ?
O1 C1 C2 115.1(3) . . ?
C18 C1 C2 111.4(3) . . ?
C5 C1 C2 103.0(3) . . ?
C6 C2 C20 111.9(3) . . ?
C6 C2 C3 107.2(3) . . ?
C20 C2 C3 112.1(3) . . ?
C6 C2 C1 116.0(3) . . ?
C20 C2 C1 107.9(3) . . ?
C3 C2 C1 101.2(3) . . ?
C9 C3 C4 118.9(3) . . ?
C9 C3 C2 113.0(3) . . ?
C4 C3 C2 104.0(3) . . ?
C9 C3 H3A 106.7 . . ?
C4 C3 H3A 106.7 . . ?
C2 C3 H3A 106.7 . . ?
C3 C4 C5 104.3(3) . . ?
C3 C4 H4A 110.9 . . ?
C5 C4 H4A 110.9 . . ?
C3 C4 H4B 110.9 . . ?
C5 C4 H4B 110.9 . . ?
H4A C4 H4B 108.9 . . ?
C4 C5 C1 107.8(3) . . ?
C4 C5 H5A 110.2 . . ?
C1 C5 H5A 110.2 . . ?
C4 C5 H5B 110.2 . . ?
C1 C5 H5B 110.2 . . ?
H5A C5 H5B 108.5 . . ?
C2 C6 C7 113.6(3) . . ?
C2 C6 H6A 108.8 . . ?
C7 C6 H6A 108.8 . . ?
C2 C6 H6B 108.8 . . ?
C7 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C8 C7 C21 113.2(3) . . ?
C8 C7 C6 113.9(3) . . ?
C21 C7 C6 112.4(3) . . ?
C8 C7 H7A 105.5 . . ?
C21 C7 H7A 105.5 . . ?
C6 C7 H7A 105.5 . . ?
C10 C8 C7 121.4(3) . . ?
C10 C8 C9 121.2(3) . . ?
C7 C8 C9 117.3(3) . . ?
C3 C9 C13 111.6(3) . . ?
C3 C9 C8 110.9(3) . . ?
C13 C9 C8 112.4(3) . . ?
C3 C9 H9A 107.2 . . ?
C13 C9 H9A 107.2 . . ?
C8 C9 H9A 107.2 . . ?
C8 C10 C11 121.6(3) . . ?
C8 C10 C14 124.0(3) . . ?
C11 C10 C14 114.2(3) . . ?
C17 C11 C10 121.8(3) . . ?
C17 C11 C12 121.3(3) . . ?
C10 C11 C12 116.9(3) . . ?
C11 C12 C13 109.4(3) . . ?
C11 C12 H12A 109.8 . . ?
C13 C12 H12A 109.8 . . ?
C11 C12 H12B 109.8 . . ?
C13 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
C12 C13 C9 111.0(3) . . ?
C12 C13 H13A 109.4 . . ?
C9 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
C9 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
C10 C14 C15 113.2(3) . . ?
C10 C14 H14A 108.9 . . ?
C15 C14 H14A 108.9 . . ?
C10 C14 H14B 108.9 . . ?
C15 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C14 113.3(4) . . ?
C16 C15 H15A 108.9 . . ?
C14 C15 H15A 108.9 . . ?
C16 C15 H15B 108.9 . . ?
C14 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
O3 C16 C17 122.5(4) . . ?
O3 C16 C15 121.6(4) . . ?
C17 C16 C15 115.9(4) . . ?
C11 C17 C16 124.4(4) . . ?
C11 C17 H17A 117.8 . . ?
C16 C17 H17A 117.8 . . ?
O2 C18 C19 120.4(4) . . ?
O2 C18 C1 121.8(4) . . ?
C19 C18 C1 117.8(4) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C2 C20 H20A 109.5 . . ?
C2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C26 115.8(3) . . ?
C22 C21 C7 120.1(3) . . ?
C26 C21 C7 124.0(3) . . ?
C23 C22 C21 122.3(4) . . ?
C23 C22 H22A 118.8 . . ?
C21 C22 H22A 118.8 . . ?
C22 C23 C24 121.6(4) . . ?
C22 C23 H23A 119.2 . . ?
C24 C23 H23A 119.2 . . ?
C23 C24 N 121.3(4) . . ?
C23 C24 C25 116.4(4) . . ?
N C24 C25 122.3(4) . . ?
C26 C25 C24 121.9(4) . . ?
C26 C25 H25A 119.0 . . ?
C24 C25 H25A 119.0 . . ?
C25 C26 C21 121.9(4) . . ?
C25 C26 H26A 119.0 . . ?
C21 C26 H26A 119.0 . . ?
N C27 H27A 109.5 . . ?
N C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
N C28 H28A 109.5 . . ?
N C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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 C6 88.5(4) . . . . ?
C18 C1 C2 C6 -35.5(4) . . . . ?
C5 C1 C2 C6 -153.6(3) . . . . ?
O1 C1 C2 C20 -38.0(4) . . . . ?
C18 C1 C2 C20 -162.0(3) . . . . ?
C5 C1 C2 C20 79.9(4) . . . . ?
O1 C1 C2 C3 -155.9(3) . . . . ?
C18 C1 C2 C3 80.1(4) . . . . ?
C5 C1 C2 C3 -38.0(3) . . . . ?
C6 C2 C3 C9 -63.0(4) . . . . ?
C20 C2 C3 C9 60.3(4) . . . . ?
C1 C2 C3 C9 175.1(3) . . . . ?
C6 C2 C3 C4 166.6(3) . . . . ?
C20 C2 C3 C4 -70.1(4) . . . . ?
C1 C2 C3 C4 44.7(4) . . . . ?
C9 C3 C4 C5 -160.1(3) . . . . ?
C2 C3 C4 C5 -33.4(4) . . . . ?
C3 C4 C5 C1 9.0(5) . . . . ?
O1 C1 C5 C4 140.7(3) . . . . ?
C18 C1 C5 C4 -100.7(4) . . . . ?
C2 C1 C5 C4 18.3(4) . . . . ?
C20 C2 C6 C7 -66.9(4) . . . . ?
C3 C2 C6 C7 56.5(4) . . . . ?
C1 C2 C6 C7 168.7(3) . . . . ?
C2 C6 C7 C8 -45.0(4) . . . . ?
C2 C6 C7 C21 85.3(4) . . . . ?
C21 C7 C8 C10 84.0(4) . . . . ?
C6 C7 C8 C10 -146.1(3) . . . . ?
C21 C7 C8 C9 -93.0(4) . . . . ?
C6 C7 C8 C9 36.9(4) . . . . ?
C4 C3 C9 C13 -56.2(4) . . . . ?
C2 C3 C9 C13 -178.5(3) . . . . ?
C4 C3 C9 C8 177.6(3) . . . . ?
C2 C3 C9 C8 55.2(4) . . . . ?
C10 C8 C9 C3 141.3(3) . . . . ?
C7 C8 C9 C3 -41.7(4) . . . . ?
C10 C8 C9 C13 15.5(5) . . . . ?
C7 C8 C9 C13 -167.5(3) . . . . ?
C7 C8 C10 C11 -175.2(3) . . . . ?
C9 C8 C10 C11 1.7(5) . . . . ?
C7 C8 C10 C14 -1.1(5) . . . . ?
C9 C8 C10 C14 175.8(3) . . . . ?
C8 C10 C11 C17 -169.8(4) . . . . ?
C14 C10 C11 C17 15.5(5) . . . . ?
C8 C10 C11 C12 13.2(5) . . . . ?
C14 C10 C11 C12 -161.4(3) . . . . ?
C17 C11 C12 C13 139.3(4) . . . . ?
C10 C11 C12 C13 -43.7(5) . . . . ?
C11 C12 C13 C9 60.3(4) . . . . ?
C3 C9 C13 C12 -171.7(3) . . . . ?
C8 C9 C13 C12 -46.3(4) . . . . ?
C8 C10 C14 C15 145.1(4) . . . . ?
C11 C10 C14 C15 -40.4(5) . . . . ?
C10 C14 C15 C16 48.2(5) . . . . ?
C14 C15 C16 O3 151.0(4) . . . . ?
C14 C15 C16 C17 -30.8(5) . . . . ?
C10 C11 C17 C16 2.5(6) . . . . ?
C12 C11 C17 C16 179.3(4) . . . . ?
O3 C16 C17 C11 -176.2(4) . . . . ?
C15 C16 C17 C11 5.6(6) . . . . ?
O1 C1 C18 O2 147.7(4) . . . . ?
C5 C1 C18 O2 29.0(5) . . . . ?
C2 C1 C18 O2 -84.6(5) . . . . ?
O1 C1 C18 C19 -30.8(5) . . . . ?
C5 C1 C18 C19 -149.5(4) . . . . ?
C2 C1 C18 C19 96.9(4) . . . . ?
C8 C7 C21 C22 -176.4(3) . . . . ?
C6 C7 C21 C22 52.9(4) . . . . ?
C8 C7 C21 C26 0.8(5) . . . . ?
C6 C7 C21 C26 -129.9(3) . . . . ?
C26 C21 C22 C23 1.2(6) . . . . ?
C7 C21 C22 C23 178.7(3) . . . . ?
C21 C22 C23 C24 -2.2(6) . . . . ?
C22 C23 C24 N -178.0(4) . . . . ?
C22 C23 C24 C25 1.8(6) . . . . ?
C27 N C24 C23 -3.3(6) . . . . ?
C28 N C24 C23 170.5(4) . . . . ?
C27 N C24 C25 176.8(4) . . . . ?
C28 N C24 C25 -9.4(6) . . . . ?
C23 C24 C25 C26 -0.7(6) . . . . ?
N C24 C25 C26 179.2(4) . . . . ?
C24 C25 C26 C21 -0.2(6) . . . . ?
C22 C21 C26 C25 0.0(5) . . . . ?
C7 C21 C26 C25 -177.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.37
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.189
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.040
