# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_LE1094
_database_code_depnum_ccdc_archive 'CCDC 1939061'
loop_
_audit_author_name
_audit_author_address
'Wen-Xuan Wang'
;South Central University for Nationalities
China
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H40 Cl3 N O9'
_chemical_formula_iupac          ?
_chemical_formula_weight         676.99
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.1478(3)
_cell_length_b                   12.7979(4)
_cell_length_c                   15.6927(5)
_cell_angle_alpha                90
_cell_angle_beta                 101.5590(10)
_cell_angle_gamma                90
_cell_volume                     1603.17(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9906
_cell_measurement_theta_min      2.8742
_cell_measurement_theta_max      79.2188
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            'light colourless'
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.135
_exptl_crystal_size_min          0.129
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712

_exptl_absorpt_coefficient_mu    3.049
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   
;
;
_exptl_absorpt_correction_T_min  0.44
_exptl_absorpt_correction_T_max  0.69

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            45142
_diffrn_reflns_av_R_equivalents  0.1664
_diffrn_reflns_av_unetI/netI     0.0663
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         79.56
_diffrn_reflns_theta_full        79.56
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             6825
_reflns_number_gt                6590
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0725
_refine_ls_R_factor_gt           0.0710
_refine_ls_wR_factor_gt          0.1882
_refine_ls_wR_factor_ref         0.1900
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.123
_refine_ls_number_reflns         6825
_refine_ls_number_parameters     450
_refine_ls_number_restraints     88
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1083P)²+1.0092P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.656
_refine_diff_density_min         -0.410
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.05(3)

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'
N N 0.0311 0.0180 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C32 0.2596(8) 0.6335(6) 0.4110(4) 0.0556(15) Uani d U . D 1.0 . .
Cl Cl1A 0.0428(5) 0.6320(7) 0.3669(4) 0.073(2) Uani d U P D 0.60(2) A 1
Cl Cl2A 0.2746(16) 0.6187(17) 0.5226(6) 0.121(5) Uani d U P D 0.60(2) A 1
Cl Cl3A 0.3417(8) 0.7533(3) 0.3934(5) 0.0682(18) Uani d U P D 0.60(2) A 1
Cl Cl1B 0.061(2) 0.6311(12) 0.3561(12) 0.132(6) Uani d U P D 0.40(2) A 2
Cl Cl2B 0.2888(14) 0.5865(15) 0.5173(9) 0.077(3) Uani d U P D 0.40(2) A 2
Cl Cl3B 0.3500(15) 0.7632(13) 0.4109(14) 0.132(5) Uani d U P D 0.40(2) A 2
O O1 0.4037(4) 0.4393(2) 0.0205(2) 0.0280(6) Uani d . . . 1.0 . .
C C1 0.4922(5) 0.5029(3) 0.0674(3) 0.0228(8) Uani d . . . 1.0 . .
O O2 1.0174(4) 0.5092(3) 0.1628(2) 0.0290(7) Uani d . . . 1.0 . .
N N2 0.4847(5) 0.6065(3) 0.0559(3) 0.0268(7) Uani d . . . 1.0 . .
O O3 0.9298(4) 0.3262(3) 0.0354(2) 0.0309(7) Uani d . . . 1.0 . .
H H3O 1.006(9) 0.317(4) 0.078(5) 0.046 Uiso calc U . R 1.0 . .
H H32 0.312(11) 0.575(7) 0.386(6) 0.06(2) Uiso d . . . 1.0 . .
H H2N 0.416(10) 0.633(7) 0.016(5) 0.05(2) Uiso d . . . 1.0 . .
C C3 0.6032(5) 0.6671(3) 0.1177(3) 0.0259(8) Uani d . . . 1.0 . .
H H3 0.665199 0.71509 0.085035 0.031 Uiso calc U . R 1.0 . .
O O4 0.7356(4) 0.1939(2) 0.1018(2) 0.0275(6) Uani d . . . 1.0 . .
H H4O 0.807(9) 0.214(5) 0.078(4) 0.031(15) Uiso d . . . 1.0 . .
C C4 0.7277(5) 0.5824(3) 0.1649(3) 0.0234(8) Uani d . . . 1.0 . .
H H4 0.751606 0.596562 0.228824 0.028 Uiso calc U . R 1.0 . .
O O5 0.1191(4) 0.2433(3) 0.1900(2) 0.0284(7) Uani d . . . 1.0 . .
H H5O 0.052(10) 0.228(6) 0.198(5) 0.04(2) Uiso d . . . 1.0 . .
C C5 0.8911(5) 0.5895(3) 0.1313(3) 0.0260(8) Uani d . . . 1.0 . .
C C6 0.9317(5) 0.5082(4) 0.0715(3) 0.0273(9) Uani d . . . 1.0 . .
C C7 0.8241(5) 0.4111(3) 0.0527(3) 0.0257(8) Uani d . . . 1.0 . .
H H7 0.736596 0.423829 -0.000759 0.031 Uiso calc U . R 1.0 . .
C C8 0.7358(5) 0.3833(3) 0.1279(3) 0.0225(8) Uani d . . . 1.0 . .
H H8 0.825254 0.371683 0.180803 0.027 Uiso calc U . R 1.0 . .
O O8 0.6859(4) 0.4249(2) 0.2968(2) 0.0256(6) Uani d . . . 1.0 . .
C C21 0.5483(5) 0.4485(3) 0.2249(3) 0.0215(8) Uani d . . . 1.0 . .
H H21 0.480743 0.50837 0.2402 0.026 Uiso calc U . R 1.0 . .
O O6 0.0046(5) 0.2017(3) 0.3255(3) 0.0397(8) Uani d . . . 1.0 . .
C C9 0.6303(5) 0.4777(3) 0.1471(3) 0.0221(8) Uani d . . . 1.0 . .
O O9 0.6069(5) 0.5445(3) 0.3860(3) 0.0424(9) Uani d . . . 1.0 . .
C C27 0.8568(7) 0.9540(4) 0.3263(4) 0.0406(11) Uani d . . . 1.0 . .
H H27 0.931472 1.003381 0.358573 0.049 Uiso calc U . R 1.0 . .
C C25 0.7008(7) 0.7936(4) 0.3188(3) 0.0363(10) Uani d . . . 1.0 . .
H H25 0.669581 0.732919 0.346606 0.044 Uiso calc U . R 1.0 . .
C C10 0.5153(6) 0.7326(4) 0.1775(4) 0.0317(9) Uani d . . . 1.0 . .
H H10A 0.420402 0.770891 0.141691 0.038 Uiso calc U . R 1.0 . .
H H10B 0.469549 0.685493 0.217046 0.038 Uiso calc U . R 1.0 . .
C C31 0.8337(10) 0.4269(6) 0.4406(4) 0.0580(17) Uani d . . . 1.0 . .
H H31A 0.939061 0.430458 0.419636 0.087 Uiso calc U . R 1.0 . .
H H31B 0.807302 0.353777 0.450616 0.087 Uiso calc U . R 1.0 . .
H H31C 0.845288 0.465977 0.495235 0.087 Uiso calc U . R 1.0 . .
O O7 0.2545(4) 0.4122(2) 0.3025(2) 0.0280(6) Uani d . . . 1.0 . .
H H7O 0.171(9) 0.428(4) 0.254(4) 0.042 Uiso calc U . R 1.0 . .
C C30 0.6947(7) 0.4739(4) 0.3736(3) 0.0333(10) Uani d . . . 1.0 . .
C C11 0.9671(6) 0.6982(4) 0.1330(4) 0.0352(10) Uani d . . . 1.0 . .
H H11A 0.923101 0.73372 0.077864 0.053 Uiso calc U . R 1.0 . .
H H11B 1.089186 0.692542 0.141344 0.053 Uiso calc U . R 1.0 . .
H H11C 0.937823 0.738403 0.181028 0.053 Uiso calc U . R 1.0 . .
C C28 0.7916(7) 0.9712(4) 0.2391(4) 0.0360(10) Uani d . . . 1.0 . .
H H28 0.822319 1.032174 0.211496 0.043 Uiso calc U . R 1.0 . .
C C26 0.8130(8) 0.8646(5) 0.3665(4) 0.0439(12) Uani d . . . 1.0 . .
H H26 0.859087 0.851765 0.426121 0.053 Uiso calc U . R 1.0 . .
C C12 1.0340(6) 0.5365(4) 0.0047(4) 0.0375(11) Uani d . . . 1.0 . .
H H12A 1.087316 0.473502 -0.012644 0.056 Uiso calc U . R 1.0 . .
H H12B 1.120465 0.587211 0.029741 0.056 Uiso calc U . R 1.0 . .
H H12C 0.960781 0.567174 -0.046326 0.056 Uiso calc U . R 1.0 . .
C C24 0.6342(6) 0.8104(3) 0.2313(3) 0.0287(9) Uani d . . . 1.0 . .
C C23 0.2642(7) 0.0300(4) 0.2406(4) 0.0382(11) Uani d . . . 1.0 . .
H H23A 0.166857 0.034952 0.192613 0.057 Uiso calc U . R 1.0 . .
H H23B 0.226616 0.01386 0.294642 0.057 Uiso calc U . R 1.0 . .
H H23C 0.338821 -0.025571 0.228161 0.057 Uiso calc U . R 1.0 . .
C C13 0.6316(5) 0.2823(3) 0.1123(3) 0.0247(8) Uani d . . . 1.0 . .
H H13 0.543826 0.290647 0.058186 0.03 Uiso calc U . R 1.0 . .
C C16 0.3584(6) 0.1341(3) 0.2504(3) 0.0291(9) Uani d . . . 1.0 . .
H H16 0.451103 0.128602 0.302672 0.035 Uiso calc U . R 1.0 . .
C C17 0.2463(5) 0.2274(3) 0.2651(3) 0.0256(8) Uani d . . . 1.0 . .
C C15 0.4378(6) 0.1583(3) 0.1716(3) 0.0286(9) Uani d . . . 1.0 . .
H H15A 0.507834 0.098564 0.16063 0.034 Uiso calc U . R 1.0 . .
H H15B 0.348438 0.168457 0.119367 0.034 Uiso calc U . R 1.0 . .
C C19 0.3527(5) 0.3270(3) 0.2830(3) 0.0254(8) Uani d . . . 1.0 . .
H H19 0.441932 0.313626 0.335669 0.031 Uiso calc U . R 1.0 . .
C C18 0.1571(6) 0.2077(4) 0.3413(3) 0.0311(9) Uani d . . . 1.0 . .
C C14 0.5461(5) 0.2572(3) 0.1882(3) 0.0248(8) Uani d . . . 1.0 . .
H H14 0.635594 0.244786 0.240908 0.03 Uiso calc U . R 1.0 . .
C C20 0.4404(5) 0.3506(3) 0.2072(3) 0.0230(8) Uani d . . . 1.0 . .
H H20 0.351842 0.363719 0.154157 0.028 Uiso calc U . R 1.0 . .
C C22 0.2563(8) 0.1968(6) 0.4316(4) 0.0471(13) Uani d . . . 1.0 . .
H H22A 0.343863 0.144115 0.432531 0.071 Uiso calc U . R 1.0 . .
H H22B 0.182232 0.175212 0.470457 0.071 Uiso calc U . R 1.0 . .
H H22C 0.308064 0.26407 0.451123 0.071 Uiso calc U . R 1.0 . .
C C29 0.6817(6) 0.9001(4) 0.1917(3) 0.0334(10) Uani d . . . 1.0 . .
H H29 0.638278 0.912365 0.131754 0.04 Uiso calc U . R 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C32 Cl1B . 1.675(13) ?
C32 Cl3A . 1.718(8) ?
C32 Cl2A . 1.740(11) ?
C32 Cl2B . 1.744(12) ?
C32 Cl1A . 1.763(8) ?
C32 Cl3B . 1.817(15) ?
C32 H32 . 0.98(9) ?
O1 C1 . 1.230(5) ?
C1 N2 . 1.337(6) ?
C1 C9 . 1.540(6) ?
O2 C6 . 1.462(6) ?
O2 C5 . 1.467(5) ?
N2 C3 . 1.449(6) ?
N2 H2N . 0.83(9) ?
O3 C7 . 1.445(5) ?
O3 H3O . 0.83(8) ?
C3 C10 . 1.538(6) ?
C3 C4 . 1.565(6) ?
C3 H3 . 1.0 ?
O4 C13 . 1.442(5) ?
O4 H4O . 0.79(7) ?
C4 C5 . 1.530(5) ?
C4 C9 . 1.554(6) ?
C4 H4 . 1.0 ?
O5 C17 . 1.420(6) ?
O5 H5O . 0.62(8) ?
C5 C6 . 1.482(6) ?
C5 C11 . 1.521(6) ?
C6 C12 . 1.508(6) ?
C6 C7 . 1.516(6) ?
C7 C8 . 1.541(6) ?
C7 H7 . 1.0 ?
C8 C13 . 1.538(6) ?
C8 C9 . 1.547(5) ?
C8 H8 . 1.0 ?
O8 C30 . 1.347(6) ?
O8 C21 . 1.454(5) ?
C21 C20 . 1.524(5) ?
C21 C9 . 1.551(5) ?
C21 H21 . 1.0 ?
O6 C18 . 1.219(6) ?
O9 C30 . 1.193(7) ?
C27 C28 . 1.382(8) ?
C27 C26 . 1.388(8) ?
C27 H27 . 0.95 ?
C25 C24 . 1.389(7) ?
C25 C26 . 1.395(8) ?
C25 H25 . 0.95 ?
C10 C24 . 1.521(6) ?
C10 H10A . 0.99 ?
C10 H10B . 0.99 ?
C31 C30 . 1.508(8) ?
C31 H31A . 0.98 ?
C31 H31B . 0.98 ?
C31 H31C . 0.98 ?
O7 C19 . 1.422(5) ?
O7 H7O . 0.94(8) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C28 C29 . 1.384(7) ?
C28 H28 . 0.95 ?
C26 H26 . 0.95 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C24 C29 . 1.396(7) ?
C23 C16 . 1.530(6) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C13 C14 . 1.529(6) ?
C13 H13 . 1.0 ?
C16 C15 . 1.538(6) ?
C16 C17 . 1.549(6) ?
C16 H16 . 1.0 ?
C17 C19 . 1.535(6) ?
C17 C18 . 1.540(6) ?
C15 C14 . 1.535(6) ?
C15 H15A . 0.99 ?
C15 H15B . 0.99 ?
C19 C20 . 1.536(6) ?
C19 H19 . 1.0 ?
C18 C22 . 1.490(8) ?
C14 C20 . 1.537(5) ?
C14 H14 . 1.0 ?
C20 H20 . 1.0 ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C29 H29 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl3A C32 Cl2A . . 107.9(8) ?
Cl1B C32 Cl2B . . 114.7(9) ?
Cl3A C32 Cl1A . . 109.8(5) ?
Cl2A C32 Cl1A . . 104.9(6) ?
Cl1B C32 Cl3B . . 111.5(7) ?
Cl2B C32 Cl3B . . 109.8(9) ?
Cl1B C32 H32 . . 104.(5) ?
Cl3A C32 H32 . . 114.(5) ?
Cl2A C32 H32 . . 111.(5) ?
Cl2B C32 H32 . . 97.(5) ?
Cl1A C32 H32 . . 109.(5) ?
Cl3B C32 H32 . . 119.(5) ?
O1 C1 N2 . . 124.8(4) ?
O1 C1 C9 . . 126.4(4) ?
N2 C1 C9 . . 108.9(4) ?
C6 O2 C5 . . 60.8(3) ?
C1 N2 C3 . . 115.7(4) ?
C1 N2 H2N . . 121.(6) ?
C3 N2 H2N . . 123.(6) ?
C7 O3 H3O . . 109.5 ?
N2 C3 C10 . . 111.8(4) ?
N2 C3 C4 . . 103.1(3) ?
C10 C3 C4 . . 115.2(4) ?
N2 C3 H3 . . 108.8 ?
C10 C3 H3 . . 108.8 ?
C4 C3 H3 . . 108.8 ?
C13 O4 H4O . . 108.(5) ?
C5 C4 C9 . . 116.0(3) ?
C5 C4 C3 . . 108.8(3) ?
C9 C4 C3 . . 104.7(3) ?
C5 C4 H4 . . 109.0 ?
C9 C4 H4 . . 109.0 ?
C3 C4 H4 . . 109.0 ?
C17 O5 H5O . . 109.(7) ?
O2 C5 C6 . . 59.5(3) ?
O2 C5 C11 . . 112.3(3) ?
C6 C5 C11 . . 120.8(4) ?
O2 C5 C4 . . 116.3(3) ?
C6 C5 C4 . . 119.8(4) ?
C11 C5 C4 . . 115.3(4) ?
O2 C6 C5 . . 59.8(3) ?
O2 C6 C12 . . 117.2(4) ?
C5 C6 C12 . . 119.8(4) ?
O2 C6 C7 . . 110.0(4) ?
C5 C6 C7 . . 120.3(3) ?
C12 C6 C7 . . 116.1(4) ?
O3 C7 C6 . . 108.1(3) ?
O3 C7 C8 . . 110.9(3) ?
C6 C7 C8 . . 112.4(4) ?
O3 C7 H7 . . 108.5 ?
C6 C7 H7 . . 108.5 ?
C8 C7 H7 . . 108.5 ?
C13 C8 C7 . . 113.5(3) ?
C13 C8 C9 . . 112.1(3) ?
C7 C8 C9 . . 109.4(3) ?
C13 C8 H8 . . 107.2 ?
C7 C8 H8 . . 107.2 ?
C9 C8 H8 . . 107.2 ?
C30 O8 C21 . . 119.5(4) ?
O8 C21 C20 . . 107.4(3) ?
O8 C21 C9 . . 105.9(3) ?
C20 C21 C9 . . 112.2(3) ?
O8 C21 H21 . . 110.4 ?
C20 C21 H21 . . 110.4 ?
C9 C21 H21 . . 110.4 ?
C1 C9 C8 . . 110.4(3) ?
C1 C9 C21 . . 109.3(3) ?
C8 C9 C21 . . 108.0(3) ?
C1 C9 C4 . . 103.2(3) ?
C8 C9 C4 . . 115.1(3) ?
C21 C9 C4 . . 110.6(3) ?
C28 C27 C26 . . 119.9(5) ?
C28 C27 H27 . . 120.1 ?
C26 C27 H27 . . 120.1 ?
C24 C25 C26 . . 120.9(5) ?
C24 C25 H25 . . 119.5 ?
C26 C25 H25 . . 119.5 ?
C24 C10 C3 . . 111.9(4) ?
C24 C10 H10A . . 109.2 ?
C3 C10 H10A . . 109.2 ?
C24 C10 H10B . . 109.2 ?
C3 C10 H10B . . 109.2 ?
H10A C10 H10B . . 107.9 ?
C30 C31 H31A . . 109.5 ?
C30 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C30 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C19 O7 H7O . . 109.5 ?
O9 C30 O8 . . 124.8(5) ?
O9 C30 C31 . . 125.5(5) ?
O8 C30 C31 . . 109.7(5) ?
C5 C11 H11A . . 109.5 ?
C5 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C5 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C27 C28 C29 . . 120.4(5) ?
C27 C28 H28 . . 119.8 ?
C29 C28 H28 . . 119.8 ?
C27 C26 C25 . . 119.6(5) ?
C27 C26 H26 . . 120.2 ?
C25 C26 H26 . . 120.2 ?
C6 C12 H12A . . 109.5 ?
C6 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C6 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C25 C24 C29 . . 118.6(4) ?
C25 C24 C10 . . 121.8(4) ?
C29 C24 C10 . . 119.6(4) ?
C16 C23 H23A . . 109.5 ?
C16 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C16 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
O4 C13 C14 . . 107.1(3) ?
O4 C13 C8 . . 111.0(3) ?
C14 C13 C8 . . 112.0(3) ?
O4 C13 H13 . . 108.9 ?
C14 C13 H13 . . 108.9 ?
C8 C13 H13 . . 108.9 ?
C23 C16 C15 . . 112.2(4) ?
C23 C16 C17 . . 112.8(4) ?
C15 C16 C17 . . 108.7(4) ?
C23 C16 H16 . . 107.6 ?
C15 C16 H16 . . 107.6 ?
C17 C16 H16 . . 107.6 ?
O5 C17 C19 . . 108.9(3) ?
O5 C17 C18 . . 106.8(3) ?
C19 C17 C18 . . 109.4(4) ?
O5 C17 C16 . . 109.9(4) ?
C19 C17 C16 . . 109.8(3) ?
C18 C17 C16 . . 111.9(4) ?
C14 C15 C16 . . 110.5(4) ?
C14 C15 H15A . . 109.5 ?
C16 C15 H15A . . 109.5 ?
C14 C15 H15B . . 109.5 ?
C16 C15 H15B . . 109.5 ?
H15A C15 H15B . . 108.1 ?
O7 C19 C17 . . 110.8(3) ?
O7 C19 C20 . . 112.6(3) ?
C17 C19 C20 . . 110.8(3) ?
O7 C19 H19 . . 107.5 ?
C17 C19 H19 . . 107.5 ?
C20 C19 H19 . . 107.5 ?
O6 C18 C22 . . 121.7(5) ?
O6 C18 C17 . . 118.1(4) ?
C22 C18 C17 . . 120.2(4) ?
C13 C14 C15 . . 112.2(4) ?
C13 C14 C20 . . 110.4(3) ?
C15 C14 C20 . . 110.4(3) ?
C13 C14 H14 . . 107.9 ?
C15 C14 H14 . . 107.9 ?
C20 C14 H14 . . 107.9 ?
C21 C20 C19 . . 111.2(3) ?
C21 C20 C14 . . 110.4(3) ?
C19 C20 C14 . . 111.3(3) ?
C21 C20 H20 . . 107.9 ?
C19 C20 H20 . . 107.9 ?
C14 C20 H20 . . 107.9 ?
C18 C22 H22A . . 109.5 ?
C18 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C18 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C28 C29 C24 . . 120.6(5) ?
C28 C29 H29 . . 119.7 ?
C24 C29 H29 . . 119.7 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 N2 C3 . . . . -178.7(4) ?
C9 C1 N2 C3 . . . . 0.5(5) ?
C1 N2 C3 C10 . . . . -111.9(4) ?
C1 N2 C3 C4 . . . . 12.5(5) ?
N2 C3 C4 C5 . . . . 104.9(4) ?
C10 C3 C4 C5 . . . . -133.0(4) ?
N2 C3 C4 C9 . . . . -19.7(4) ?
C10 C3 C4 C9 . . . . 102.4(4) ?
C6 O2 C5 C11 . . . . -113.6(4) ?
C6 O2 C5 C4 . . . . 110.6(4) ?
C9 C4 C5 O2 . . . . -57.0(5) ?
C3 C4 C5 O2 . . . . -174.7(4) ?
C9 C4 C5 C6 . . . . 11.2(6) ?
C3 C4 C5 C6 . . . . -106.4(4) ?
C9 C4 C5 C11 . . . . 168.5(4) ?
C3 C4 C5 C11 . . . . 50.8(5) ?
C5 O2 C6 C12 . . . . 110.3(5) ?
C5 O2 C6 C7 . . . . -114.2(4) ?
C11 C5 C6 O2 . . . . 99.3(4) ?
C4 C5 C6 O2 . . . . -104.8(4) ?
O2 C5 C6 C12 . . . . -106.0(4) ?
C11 C5 C6 C12 . . . . -6.8(6) ?
C4 C5 C6 C12 . . . . 149.2(4) ?
O2 C5 C6 C7 . . . . 96.7(4) ?
C11 C5 C6 C7 . . . . -164.0(4) ?
C4 C5 C6 C7 . . . . -8.0(6) ?
O2 C6 C7 O3 . . . . -83.5(4) ?
C5 C6 C7 O3 . . . . -149.5(4) ?
C12 C6 C7 O3 . . . . 52.5(5) ?
O2 C6 C7 C8 . . . . 39.2(4) ?
C5 C6 C7 C8 . . . . -26.7(6) ?
C12 C6 C7 C8 . . . . 175.2(4) ?
O3 C7 C8 C13 . . . . -56.4(5) ?
C6 C7 C8 C13 . . . . -177.5(3) ?
O3 C7 C8 C9 . . . . 177.5(3) ?
C6 C7 C8 C9 . . . . 56.4(4) ?
C30 O8 C21 C20 . . . . -113.0(4) ?
C30 O8 C21 C9 . . . . 127.0(4) ?
O1 C1 C9 C8 . . . . 42.2(5) ?
N2 C1 C9 C8 . . . . -136.9(4) ?
O1 C1 C9 C21 . . . . -76.5(5) ?
N2 C1 C9 C21 . . . . 104.4(4) ?
O1 C1 C9 C4 . . . . 165.8(4) ?
N2 C1 C9 C4 . . . . -13.3(4) ?
C13 C8 C9 C1 . . . . -64.4(4) ?
C7 C8 C9 C1 . . . . 62.4(4) ?
C13 C8 C9 C21 . . . . 55.1(4) ?
C7 C8 C9 C21 . . . . -178.1(3) ?
C13 C8 C9 C4 . . . . 179.2(3) ?
C7 C8 C9 C4 . . . . -53.9(5) ?
O8 C21 C9 C1 . . . . 179.4(3) ?
C20 C21 C9 C1 . . . . 62.6(4) ?
O8 C21 C9 C8 . . . . 59.2(4) ?
C20 C21 C9 C8 . . . . -57.6(4) ?
O8 C21 C9 C4 . . . . -67.6(4) ?
C20 C21 C9 C4 . . . . 175.6(3) ?
C5 C4 C9 C1 . . . . -100.0(4) ?
C3 C4 C9 C1 . . . . 19.9(4) ?
C5 C4 C9 C8 . . . . 20.4(5) ?
C3 C4 C9 C8 . . . . 140.3(3) ?
C5 C4 C9 C21 . . . . 143.2(3) ?
C3 C4 C9 C21 . . . . -96.9(4) ?
N2 C3 C10 C24 . . . . -169.8(4) ?
C4 C3 C10 C24 . . . . 72.8(5) ?
C21 O8 C30 O9 . . . . -8.2(7) ?
C21 O8 C30 C31 . . . . 172.7(5) ?
C26 C27 C28 C29 . . . . 0.5(9) ?
C28 C27 C26 C25 . . . . -1.2(9) ?
C24 C25 C26 C27 . . . . 1.0(9) ?
C26 C25 C24 C29 . . . . 0.0(8) ?
C26 C25 C24 C10 . . . . 178.4(5) ?
C3 C10 C24 C25 . . . . -103.6(5) ?
C3 C10 C24 C29 . . . . 74.8(5) ?
C7 C8 C13 O4 . . . . 60.3(5) ?
C9 C8 C13 O4 . . . . -175.2(3) ?
C7 C8 C13 C14 . . . . 179.9(3) ?
C9 C8 C13 C14 . . . . -55.5(5) ?
C23 C16 C17 O5 . . . . -65.5(5) ?
C15 C16 C17 O5 . . . . 59.6(5) ?
C23 C16 C17 C19 . . . . 174.7(4) ?
C15 C16 C17 C19 . . . . -60.2(5) ?
C23 C16 C17 C18 . . . . 53.0(5) ?
C15 C16 C17 C18 . . . . 178.1(4) ?
C23 C16 C15 C14 . . . . -174.1(4) ?
C17 C16 C15 C14 . . . . 60.5(5) ?
O5 C17 C19 O7 . . . . 63.5(5) ?
C18 C17 C19 O7 . . . . -52.8(5) ?
C16 C17 C19 O7 . . . . -176.1(3) ?
O5 C17 C19 C20 . . . . -62.3(4) ?
C18 C17 C19 C20 . . . . -178.6(3) ?
C16 C17 C19 C20 . . . . 58.2(5) ?
O5 C17 C18 O6 . . . . 4.9(6) ?
C19 C17 C18 O6 . . . . 122.6(5) ?
C16 C17 C18 O6 . . . . -115.5(5) ?
O5 C17 C18 C22 . . . . -174.9(5) ?
C19 C17 C18 C22 . . . . -57.2(6) ?
C16 C17 C18 C22 . . . . 64.8(6) ?
O4 C13 C14 C15 . . . . -59.7(4) ?
C8 C13 C14 C15 . . . . 178.3(3) ?
O4 C13 C14 C20 . . . . 176.7(3) ?
C8 C13 C14 C20 . . . . 54.7(4) ?
C16 C15 C14 C13 . . . . 178.3(4) ?
C16 C15 C14 C20 . . . . -58.1(5) ?
O8 C21 C20 C19 . . . . 67.3(4) ?
C9 C21 C20 C19 . . . . -176.8(3) ?
O8 C21 C20 C14 . . . . -56.8(4) ?
C9 C21 C20 C14 . . . . 59.2(4) ?
O7 C19 C20 C21 . . . . 56.1(5) ?
C17 C19 C20 C21 . . . . -179.2(3) ?
O7 C19 C20 C14 . . . . 179.6(3) ?
C17 C19 C20 C14 . . . . -55.6(4) ?
C13 C14 C20 C21 . . . . -56.3(5) ?
C15 C14 C20 C21 . . . . 179.2(4) ?
C13 C14 C20 C19 . . . . 179.8(3) ?
C15 C14 C20 C19 . . . . 55.2(5) ?
C27 C28 C29 C24 . . . . 0.4(8) ?
C25 C24 C29 C28 . . . . -0.7(7) ?
C10 C24 C29 C28 . . . . -179.1(4) ?

####################################################################### 
# 
# 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_LE1020
_database_code_depnum_ccdc_archive 'CCDC 1939065'
loop_
_audit_author_name
_audit_author_address
'Wen-Xuan Wang'
;South Central University for Nationalities
China
;
_audit_update_record             
;
2019-07-08 deposited with the CCDC.	2019-08-07 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H37 N O7'
_chemical_formula_iupac          ?
_chemical_formula_weight         523.60
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'

_cell_length_a                   10.9844(4)
_cell_length_b                   12.4250(5)
_cell_length_c                   19.6238(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2678.28(18)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9628
_cell_measurement_theta_min      5.3752
_cell_measurement_theta_max      78.6853
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            'light colourless'
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.218
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1120

_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_correction_T_max  0.85

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            42128
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_theta_min         4.21
_diffrn_reflns_theta_max         79.34
_diffrn_reflns_theta_full        79.34
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;
;

_reflns_number_total             5770
_reflns_number_gt                5565
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0325
_refine_ls_R_factor_gt           0.0311
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0786
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_number_reflns         5770
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0452P)²+0.3857P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.186
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2381 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(4)

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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.48156(11) 0.34858(10) 0.22786(6) 0.0234(2) Uani d . . . 1 . .
H H1N 0.676(2) 0.297(2) 0.1664(14) 0.029(6) Uiso d . . . 1 . .
C C1 0.58418(15) 0.32748(12) 0.24877(8) 0.0194(3) Uani d . . . 1 . .
O O2 0.52787(12) 0.02751(10) 0.35880(7) 0.0268(3) Uani d . . . 1 . .
H H2O 0.535(2) -0.032(2) 0.3355(11) 0.04 Uiso calc U . R 1 . .
H H5O 0.522(3) 0.640(3) 0.3794(15) 0.044(8) Uiso d . . . 1 . .
N N2 0.68137(13) 0.30681(12) 0.21018(7) 0.0224(3) Uani d . . . 1 . .
O O3 0.22111(12) 0.53120(12) 0.35522(6) 0.0261(3) Uani d . . . 1 . .
C C3 0.79687(15) 0.29166(13) 0.24524(8) 0.0209(3) Uani d . . . 1 . .
H H3 0.828733 0.218173 0.234567 0.025 Uiso calc U . R 1 . .
C C9 0.62097(14) 0.31579(12) 0.32462(7) 0.0173(3) Uani d . . . 1 . .
C C4 0.76122(14) 0.29623(12) 0.32173(8) 0.0191(3) Uani d . . . 1 . .
H H4 0.802989 0.359404 0.342949 0.023 Uiso calc U . R 1 . .
H H3O 0.226(3) 0.588(3) 0.3411(18) 0.055(10) Uiso d . . . 1 . .
O O4 0.19448(15) 0.71610(12) 0.41906(8) 0.0377(3) Uani d . . . 1 . .
C C10 0.89168(15) 0.37614(14) 0.22252(9) 0.0241(3) Uani d . . . 1 . .
H H10A 0.972572 0.354114 0.239858 0.029 Uiso calc U . R 1 . .
H H10B 0.895841 0.375986 0.172126 0.029 Uiso calc U . R 1 . .
O O7 0.68055(12) 0.59521(10) 0.42622(7) 0.0291(3) Uani d . . . 1 . .
C C6 0.73130(16) 0.09806(13) 0.33228(8) 0.0215(3) Uani d . . . 1 . .
C C7 0.59307(15) 0.11120(13) 0.32499(8) 0.0200(3) Uani d . . . 1 . .
H H7 0.572458 0.108077 0.275394 0.024 Uiso calc U . R 1 . .
C C21 0.58922(14) 0.41990(13) 0.36321(8) 0.0176(3) Uani d . . . 1 . .
H H21 0.616615 0.48384 0.336319 0.021 Uiso calc U . R 1 . .
C C8 0.55130(14) 0.21933(12) 0.35240(7) 0.0183(3) Uani d . . . 1 . .
C C5 0.79733(15) 0.19416(13) 0.36169(8) 0.0209(3) Uani d . . . 1 . .
H H5 0.766783 0.203789 0.409302 0.025 Uiso calc U . R 1 . .
C C25 0.93858(16) 0.53454(15) 0.29746(9) 0.0256(3) Uani d . . . 1 . .
H H25 1.004409 0.494058 0.315603 0.031 Uiso calc U . R 1 . .
O O5 0.44797(12) 0.62656(10) 0.37180(7) 0.0256(3) Uani d . . . 1 . .
C C14 0.41228(14) 0.33420(13) 0.42278(8) 0.0196(3) Uani d . . . 1 . .
H H14 0.448744 0.344363 0.469029 0.024 Uiso calc U . R 1 . .
C C26 0.91609(18) 0.63725(16) 0.32233(9) 0.0311(4) Uani d . . . 1 . .
H H26 0.966492 0.666514 0.357034 0.037 Uiso calc U . R 1 . .
O O6 0.65594(10) 0.41496(9) 0.42805(6) 0.0202(2) Uani d . . . 1 . .
C C11 0.93583(17) 0.18156(17) 0.36630(10) 0.0299(4) Uani d . . . 1 . .
H H11A 0.969634 0.172766 0.320425 0.045 Uiso calc U . R 1 . .
H H11B 0.955459 0.11808 0.393832 0.045 Uiso calc U . R 1 . .
H H11C 0.970984 0.245768 0.387607 0.045 Uiso calc U . R 1 . .
C C24 0.86624(15) 0.48953(13) 0.24623(8) 0.0218(3) Uani d . . . 1 . .
C C23 0.09320(18) 0.44582(18) 0.47194(10) 0.0340(4) Uani d . . . 1 . .
H H23A 0.053952 0.44063 0.427208 0.051 Uiso calc U . R 1 . .
H H23B 0.069714 0.513599 0.493828 0.051 Uiso calc U . R 1 . .
H H23C 0.067327 0.385243 0.500452 0.051 Uiso calc U . R 1 . .
C C22 0.2823(3) 0.66737(19) 0.52528(11) 0.0474(6) Uani d . . . 1 . .
H H22A 0.371127 0.663719 0.52913 0.071 Uiso calc U . R 1 . .
H H22B 0.245466 0.612478 0.554633 0.071 Uiso calc U . R 1 . .
H H22C 0.254206 0.738802 0.53949 0.071 Uiso calc U . R 1 . .
C C29 0.77108(16) 0.55161(15) 0.21967(9) 0.0257(3) Uani d . . . 1 . .
H H29 0.722014 0.523462 0.184011 0.031 Uiso calc U . R 1 . .
C C28 0.74756(17) 0.65448(16) 0.24506(10) 0.0309(4) Uani d . . . 1 . .
H H28 0.681889 0.695404 0.227142 0.037 Uiso calc U . R 1 . .
C C12 0.78392(18) 0.00803(15) 0.31103(11) 0.0318(4) Uani d . . . 1 . .
H H12A 0.869843 0.00038 0.313699 0.038 Uiso calc U . R 1 . .
H H12B 0.735693 -0.048796 0.293139 0.038 Uiso calc U . R 1 . .
C C13 0.45822(15) 0.22926(13) 0.39519(8) 0.0195(3) Uani d . . . 1 . .
H H13 0.417938 0.165368 0.409286 0.023 Uiso calc U . R 1 . .
C C15 0.27336(15) 0.33657(13) 0.43080(8) 0.0229(3) Uani d . . . 1 . .
H H15A 0.234648 0.328113 0.385553 0.027 Uiso calc U . R 1 . .
H H15B 0.247175 0.275636 0.459811 0.027 Uiso calc U . R 1 . .
C C19 0.41671(15) 0.53482(13) 0.41164(8) 0.0204(3) Uani d . . . 1 . .
H H19 0.456123 0.540508 0.457432 0.024 Uiso calc U . R 1 . .
C C30 0.69566(15) 0.50924(14) 0.45349(9) 0.0229(3) Uani d . . . 1 . .
C C16 0.23160(16) 0.44266(14) 0.46306(8) 0.0240(3) Uani d . . . 1 . .
H H16 0.269537 0.448201 0.509251 0.029 Uiso calc U . R 1 . .
C C27 0.81991(19) 0.69721(15) 0.29647(10) 0.0325(4) Uani d . . . 1 . .
H H27 0.803654 0.767112 0.313845 0.039 Uiso calc U . R 1 . .
C C17 0.27675(15) 0.53858(14) 0.42005(8) 0.0222(3) Uani d . . . 1 . .
C C18 0.24559(17) 0.64768(15) 0.45279(9) 0.0283(4) Uani d . . . 1 . .
C C20 0.45346(14) 0.42865(12) 0.37824(7) 0.0180(3) Uani d . . . 1 . .
H H20 0.409171 0.42331 0.333852 0.022 Uiso calc U . R 1 . .
C C31 0.7595(2) 0.49422(18) 0.52018(10) 0.0370(4) Uani d . . . 1 . .
H H31A 0.840857 0.464481 0.512125 0.056 Uiso calc U . R 1 . .
H H31B 0.712668 0.444529 0.548763 0.056 Uiso calc U . R 1 . .
H H31C 0.766737 0.563821 0.543319 0.056 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . 1.228(2) ?
C1 N2 . 1.334(2) ?
C1 C9 . 1.549(2) ?
O2 C7 . 1.426(2) ?
O2 H2O . 0.87(3) ?
N2 C3 . 1.455(2) ?
N2 H1N . 0.87(3) ?
O3 C17 . 1.414(2) ?
O3 H3O . 0.76(4) ?
C3 C10 . 1.544(2) ?
C3 C4 . 1.552(2) ?
C3 H3 . 1.0 ?
C9 C8 . 1.523(2) ?
C9 C21 . 1.539(2) ?
C9 C4 . 1.561(2) ?
C4 C5 . 1.543(2) ?
C4 H4 . 1.0 ?
O4 C18 . 1.215(2) ?
C10 C24 . 1.510(2) ?
C10 H10A . 0.99 ?
C10 H10B . 0.99 ?
O7 C30 . 1.206(2) ?
C6 C12 . 1.326(3) ?
C6 C5 . 1.512(2) ?
C6 C7 . 1.534(2) ?
C7 C8 . 1.518(2) ?
C7 H7 . 1.0 ?
C21 O6 . 1.4697(18) ?
C21 C20 . 1.524(2) ?
C21 H21 . 1.0 ?
C8 C13 . 1.329(2) ?
C5 C11 . 1.532(2) ?
C5 H5 . 1.0 ?
C25 C26 . 1.389(3) ?
C25 C24 . 1.398(2) ?
C25 H25 . 0.95 ?
O5 C19 . 1.424(2) ?
O5 H5O . 0.85(3) ?
C14 C13 . 1.499(2) ?
C14 C20 . 1.532(2) ?
C14 C15 . 1.534(2) ?
C14 H14 . 1.0 ?
C26 C27 . 1.389(3) ?
C26 H26 . 0.95 ?
O6 C30 . 1.346(2) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C24 C29 . 1.400(2) ?
C23 C16 . 1.531(2) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C22 C18 . 1.499(3) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
C29 C28 . 1.396(3) ?
C29 H29 . 0.95 ?
C28 C27 . 1.390(3) ?
C28 H28 . 0.95 ?
C12 H12A . 0.95 ?
C12 H12B . 0.95 ?
C13 H13 . 0.95 ?
C15 C16 . 1.533(2) ?
C15 H15A . 0.99 ?
C15 H15B . 0.99 ?
C19 C20 . 1.527(2) ?
C19 C17 . 1.547(2) ?
C19 H19 . 1.0 ?
C30 C31 . 1.496(2) ?
C16 C17 . 1.542(2) ?
C16 H16 . 1.0 ?
C27 H27 . 0.95 ?
C17 C18 . 1.539(2) ?
C20 H20 . 1.0 ?
C31 H31A . 0.98 ?
C31 H31B . 0.98 ?
C31 H31C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 C1 N2 . . 125.88(14) ?
O1 C1 C9 . . 125.49(14) ?
N2 C1 C9 . . 108.58(13) ?
C7 O2 H2O . . 109.5 ?
C1 N2 C3 . . 117.02(13) ?
C1 N2 H1N . . 122.2(17) ?
C3 N2 H1N . . 120.6(17) ?
C17 O3 H3O . . 104.(3) ?
N2 C3 C10 . . 111.32(13) ?
N2 C3 C4 . . 103.44(13) ?
C10 C3 C4 . . 115.11(13) ?
N2 C3 H3 . . 108.9 ?
C10 C3 H3 . . 108.9 ?
C4 C3 H3 . . 108.9 ?
C8 C9 C21 . . 111.80(12) ?
C8 C9 C1 . . 106.66(12) ?
C21 C9 C1 . . 109.56(12) ?
C8 C9 C4 . . 112.74(13) ?
C21 C9 C4 . . 111.87(12) ?
C1 C9 C4 . . 103.72(12) ?
C5 C4 C3 . . 113.36(13) ?
C5 C4 C9 . . 111.30(13) ?
C3 C4 C9 . . 106.85(12) ?
C5 C4 H4 . . 108.4 ?
C3 C4 H4 . . 108.4 ?
C9 C4 H4 . . 108.4 ?
C24 C10 C3 . . 114.86(13) ?
C24 C10 H10A . . 108.6 ?
C3 C10 H10A . . 108.6 ?
C24 C10 H10B . . 108.6 ?
C3 C10 H10B . . 108.6 ?
H10A C10 H10B . . 107.5 ?
C12 C6 C5 . . 125.25(17) ?
C12 C6 C7 . . 119.46(16) ?
C5 C6 C7 . . 115.25(14) ?
O2 C7 C8 . . 109.19(13) ?
O2 C7 C6 . . 112.08(13) ?
C8 C7 C6 . . 111.12(13) ?
O2 C7 H7 . . 108.1 ?
C8 C7 H7 . . 108.1 ?
C6 C7 H7 . . 108.1 ?
O6 C21 C20 . . 108.86(12) ?
O6 C21 C9 . . 106.13(12) ?
C20 C21 C9 . . 112.15(13) ?
O6 C21 H21 . . 109.9 ?
C20 C21 H21 . . 109.9 ?
C9 C21 H21 . . 109.9 ?
C13 C8 C7 . . 122.58(14) ?
C13 C8 C9 . . 122.68(14) ?
C7 C8 C9 . . 114.69(13) ?
C6 C5 C11 . . 114.73(14) ?
C6 C5 C4 . . 109.39(13) ?
C11 C5 C4 . . 111.68(14) ?
C6 C5 H5 . . 106.9 ?
C11 C5 H5 . . 106.9 ?
C4 C5 H5 . . 106.9 ?
C26 C25 C24 . . 121.28(17) ?
C26 C25 H25 . . 119.4 ?
C24 C25 H25 . . 119.4 ?
C19 O5 H5O . . 107.(2) ?
C13 C14 C20 . . 111.16(12) ?
C13 C14 C15 . . 112.86(14) ?
C20 C14 C15 . . 109.72(13) ?
C13 C14 H14 . . 107.6 ?
C20 C14 H14 . . 107.6 ?
C15 C14 H14 . . 107.6 ?
C25 C26 C27 . . 120.00(17) ?
C25 C26 H26 . . 120.0 ?
C27 C26 H26 . . 120.0 ?
C30 O6 C21 . . 116.51(12) ?
C5 C11 H11A . . 109.5 ?
C5 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C5 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C25 C24 C29 . . 118.15(16) ?
C25 C24 C10 . . 119.31(16) ?
C29 C24 C10 . . 122.53(15) ?
C16 C23 H23A . . 109.5 ?
C16 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C16 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C18 C22 H22A . . 109.5 ?
C18 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
C18 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C28 C29 C24 . . 120.65(17) ?
C28 C29 H29 . . 119.7 ?
C24 C29 H29 . . 119.7 ?
C27 C28 C29 . . 120.20(17) ?
C27 C28 H28 . . 119.9 ?
C29 C28 H28 . . 119.9 ?
C6 C12 H12A . . 120.0 ?
C6 C12 H12B . . 120.0 ?
H12A C12 H12B . . 120.0 ?
C8 C13 C14 . . 124.60(15) ?
C8 C13 H13 . . 117.7 ?
C14 C13 H13 . . 117.7 ?
C16 C15 C14 . . 110.88(14) ?
C16 C15 H15A . . 109.5 ?
C14 C15 H15A . . 109.5 ?
C16 C15 H15B . . 109.5 ?
C14 C15 H15B . . 109.5 ?
H15A C15 H15B . . 108.1 ?
O5 C19 C20 . . 113.08(12) ?
O5 C19 C17 . . 105.90(13) ?
C20 C19 C17 . . 109.55(13) ?
O5 C19 H19 . . 109.4 ?
C20 C19 H19 . . 109.4 ?
C17 C19 H19 . . 109.4 ?
O7 C30 O6 . . 124.17(15) ?
O7 C30 C31 . . 124.26(16) ?
O6 C30 C31 . . 111.57(16) ?
C23 C16 C15 . . 111.48(16) ?
C23 C16 C17 . . 111.21(14) ?
C15 C16 C17 . . 110.02(13) ?
C23 C16 H16 . . 108.0 ?
C15 C16 H16 . . 108.0 ?
C17 C16 H16 . . 108.0 ?
C26 C27 C28 . . 119.70(18) ?
C26 C27 H27 . . 120.2 ?
C28 C27 H27 . . 120.2 ?
O3 C17 C18 . . 109.67(14) ?
O3 C17 C16 . . 107.65(14) ?
C18 C17 C16 . . 112.38(14) ?
O3 C17 C19 . . 109.36(13) ?
C18 C17 C19 . . 107.00(14) ?
C16 C17 C19 . . 110.77(13) ?
O4 C18 C22 . . 121.81(18) ?
O4 C18 C17 . . 119.46(17) ?
C22 C18 C17 . . 118.71(15) ?
C21 C20 C19 . . 113.79(13) ?
C21 C20 C14 . . 110.17(13) ?
C19 C20 C14 . . 109.81(12) ?
C21 C20 H20 . . 107.6 ?
C19 C20 H20 . . 107.6 ?
C14 C20 H20 . . 107.6 ?
C30 C31 H31A . . 109.5 ?
C30 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C30 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 N2 C3 . . . . 175.47(15) ?
C9 C1 N2 C3 . . . . -6.86(18) ?
C1 N2 C3 C10 . . . . -119.41(15) ?
C1 N2 C3 C4 . . . . 4.75(18) ?
O1 C1 C9 C8 . . . . 64.15(19) ?
N2 C1 C9 C8 . . . . -113.53(14) ?
O1 C1 C9 C21 . . . . -57.0(2) ?
N2 C1 C9 C21 . . . . 125.28(13) ?
O1 C1 C9 C4 . . . . -176.61(15) ?
N2 C1 C9 C4 . . . . 5.70(16) ?
N2 C3 C4 C5 . . . . 122.40(14) ?
C10 C3 C4 C5 . . . . -115.95(15) ?
N2 C3 C4 C9 . . . . -0.57(15) ?
C10 C3 C4 C9 . . . . 121.08(14) ?
C8 C9 C4 C5 . . . . -12.14(17) ?
C21 C9 C4 C5 . . . . 114.89(14) ?
C1 C9 C4 C5 . . . . -127.12(13) ?
C8 C9 C4 C3 . . . . 112.10(13) ?
C21 C9 C4 C3 . . . . -120.87(13) ?
C1 C9 C4 C3 . . . . -2.88(15) ?
N2 C3 C10 C24 . . . . 69.99(18) ?
C4 C3 C10 C24 . . . . -47.3(2) ?
C12 C6 C7 O2 . . . . 57.4(2) ?
C5 C6 C7 O2 . . . . -124.85(14) ?
C12 C6 C7 C8 . . . . 179.87(16) ?
C5 C6 C7 C8 . . . . -2.37(18) ?
C8 C9 C21 O6 . . . . 77.34(15) ?
C1 C9 C21 O6 . . . . -164.64(12) ?
C4 C9 C21 O6 . . . . -50.19(15) ?
C8 C9 C21 C20 . . . . -41.41(17) ?
C1 C9 C21 C20 . . . . 76.61(15) ?
C4 C9 C21 C20 . . . . -168.94(12) ?
O2 C7 C8 C13 . . . . -7.2(2) ?
C6 C7 C8 C13 . . . . -131.29(16) ?
O2 C7 C8 C9 . . . . 175.36(13) ?
C6 C7 C8 C9 . . . . 51.23(17) ?
C21 C9 C8 C13 . . . . 12.2(2) ?
C1 C9 C8 C13 . . . . -107.53(16) ?
C4 C9 C8 C13 . . . . 139.27(15) ?
C21 C9 C8 C7 . . . . -170.30(12) ?
C1 C9 C8 C7 . . . . 69.95(16) ?
C4 C9 C8 C7 . . . . -43.24(17) ?
C12 C6 C5 C11 . . . . -0.3(2) ?
C7 C6 C5 C11 . . . . -177.89(14) ?
C12 C6 C5 C4 . . . . 126.10(18) ?
C7 C6 C5 C4 . . . . -51.51(18) ?
C3 C4 C5 C6 . . . . -61.85(17) ?
C9 C4 C5 C6 . . . . 58.63(16) ?
C3 C4 C5 C11 . . . . 66.26(18) ?
C9 C4 C5 C11 . . . . -173.26(13) ?
C24 C25 C26 C27 . . . . 0.2(3) ?
C20 C21 O6 C30 . . . . -92.64(15) ?
C9 C21 O6 C30 . . . . 146.46(13) ?
C26 C25 C24 C29 . . . . 1.0(3) ?
C26 C25 C24 C10 . . . . -177.96(15) ?
C3 C10 C24 C25 . . . . 107.79(18) ?
C3 C10 C24 C29 . . . . -71.1(2) ?
C25 C24 C29 C28 . . . . -1.6(2) ?
C10 C24 C29 C28 . . . . 177.30(16) ?
C24 C29 C28 C27 . . . . 1.0(3) ?
C7 C8 C13 C14 . . . . -178.98(14) ?
C9 C8 C13 C14 . . . . -1.7(2) ?
C20 C14 C13 C8 . . . . 19.9(2) ?
C15 C14 C13 C8 . . . . 143.70(16) ?
C13 C14 C15 C16 . . . . 176.62(13) ?
C20 C14 C15 C16 . . . . -58.82(17) ?
C21 O6 C30 O7 . . . . -0.6(2) ?
C21 O6 C30 C31 . . . . 178.68(15) ?
C14 C15 C16 C23 . . . . -179.52(14) ?
C14 C15 C16 C17 . . . . 56.61(18) ?
C25 C26 C27 C28 . . . . -0.9(3) ?
C29 C28 C27 C26 . . . . 0.2(3) ?
C23 C16 C17 O3 . . . . -60.69(18) ?
C15 C16 C17 O3 . . . . 63.33(17) ?
C23 C16 C17 C18 . . . . 60.17(19) ?
C15 C16 C17 C18 . . . . -175.81(14) ?
C23 C16 C17 C19 . . . . 179.79(14) ?
C15 C16 C17 C19 . . . . -56.19(18) ?
O5 C19 C17 O3 . . . . 61.82(16) ?
C20 C19 C17 O3 . . . . -60.43(17) ?
O5 C19 C17 C18 . . . . -56.89(16) ?
C20 C19 C17 C18 . . . . -179.15(12) ?
O5 C19 C17 C16 . . . . -179.69(12) ?
C20 C19 C17 C16 . . . . 58.05(16) ?
O3 C17 C18 O4 . . . . -9.0(2) ?
C16 C17 C18 O4 . . . . -128.67(19) ?
C19 C17 C18 O4 . . . . 109.54(19) ?
O3 C17 C18 C22 . . . . 172.55(19) ?
C16 C17 C18 C22 . . . . 52.9(2) ?
C19 C17 C18 C22 . . . . -68.9(2) ?
O6 C21 C20 C19 . . . . 67.31(16) ?
C9 C21 C20 C19 . . . . -175.56(12) ?
O6 C21 C20 C14 . . . . -56.50(16) ?
C9 C21 C20 C14 . . . . 60.63(16) ?
O5 C19 C20 C21 . . . . 58.23(17) ?
C17 C19 C20 C21 . . . . 176.09(12) ?
O5 C19 C20 C14 . . . . -177.76(13) ?
C17 C19 C20 C14 . . . . -59.90(16) ?
C13 C14 C20 C21 . . . . -48.01(17) ?
C15 C14 C20 C21 . . . . -173.54(13) ?
C13 C14 C20 C19 . . . . -174.09(13) ?
C15 C14 C20 C19 . . . . 60.37(16) ?

