# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 1900790'
loop_
_audit_author_name
_audit_author_address
'chunfeng jiang'
;Shenyang Pharmaceutical University
China
;
_audit_update_record             
;
2019-03-04 deposited with the CCDC.	2019-05-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H41 N O4'
_chemical_formula_weight         551.70

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'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.676(4)
_cell_length_b                   5.9027(13)
_cell_length_c                   16.875(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.625(7)
_cell_angle_gamma                90
_cell_volume                     1510.8(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    748
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      18.77

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7530
_diffrn_reflns_av_unetI/netI     0.0870
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.247
_diffrn_reflns_theta_max         24.943
_diffrn_reflns_theta_full        24.943
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.918
_diffrn_reflns_point_group_measured_fraction_full 0.918
_reflns_number_total             4835
_reflns_number_gt                2806
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.663
_reflns_Friedel_fraction_max     0.820
_reflns_Friedel_fraction_full    0.820

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0492P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 754 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -3.2(10)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         4835
_refine_ls_number_parameters     376
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1060
_refine_ls_R_factor_gt           0.0555
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1068
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_restrained_S_all      0.927
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1346(4) 0.6028(12) 0.9663(4) 0.0739(19) Uani 1 1 d . . . . .
H1 H 0.1308 0.7057 0.9238 0.089 Uiso 1 1 calc R U . . .
C2 C 0.1920(4) 0.6469(12) 1.0420(5) 0.083(2) Uani 1 1 d . . . . .
H2 H 0.2259 0.7782 1.0499 0.100 Uiso 1 1 calc R U . . .
C3 C 0.1983(5) 0.4994(14) 1.1039(4) 0.080(2) Uani 1 1 d . . . . .
H3 H 0.2359 0.5300 1.1550 0.096 Uiso 1 1 calc R U . . .
C4 C 0.1507(5) 0.3086(15) 1.0922(4) 0.084(2) Uani 1 1 d . . . . .
H4 H 0.1562 0.2066 1.1352 0.101 Uiso 1 1 calc R U . . .
C5 C 0.0936(4) 0.2603(11) 1.0172(3) 0.0684(17) Uani 1 1 d . . . . .
H5 H 0.0616 0.1258 1.0101 0.082 Uiso 1 1 calc R U . . .
C6 C 0.0836(4) 0.4113(11) 0.9527(3) 0.0574(15) Uani 1 1 d . . . . .
C7 C 0.0198(4) 0.3623(12) 0.8723(3) 0.0702(19) Uani 1 1 d . . . . .
H7A H 0.0059 0.5029 0.8421 0.084 Uiso 1 1 calc R U . . .
H7B H -0.0344 0.3047 0.8825 0.084 Uiso 1 1 calc R U . . .
C8 C 0.0534(3) 0.1927(11) 0.8196(3) 0.0623(16) Uani 1 1 d . . . . .
H8A H 0.0660 0.0496 0.8484 0.075 Uiso 1 1 calc R U . . .
H8B H 0.0085 0.1666 0.7691 0.075 Uiso 1 1 calc R U . . .
C9 C 0.1706(3) 0.1276(9) 0.7481(3) 0.0476(13) Uani 1 1 d . . . . .
H9 H 0.1596 -0.0307 0.7600 0.057 Uiso 1 1 calc R U . . .
C10 C 0.2701(3) 0.1699(9) 0.7666(3) 0.0481(13) Uani 1 1 d . . . . .
H10 H 0.2971 0.0566 0.7380 0.058 Uiso 1 1 calc R U . . .
C11 C 0.2905(3) 0.4041(10) 0.7404(3) 0.0522(14) Uani 1 1 d . . . . .
H11A H 0.2707 0.5155 0.7741 0.063 Uiso 1 1 calc R U . . .
H11B H 0.3538 0.4203 0.7495 0.063 Uiso 1 1 calc R U . . .
C12 C 0.2469(3) 0.4510(9) 0.6517(3) 0.0456(13) Uani 1 1 d . . . . .
H12 H 0.2713 0.3480 0.6175 0.055 Uiso 1 1 calc R U . . .
C13 C 0.1475(3) 0.4168(9) 0.6329(3) 0.0437(12) Uani 1 1 d . . . . .
C14 C 0.1299(3) 0.1774(9) 0.6579(3) 0.0466(13) Uani 1 1 d . . . . .
H14A H 0.1532 0.0707 0.6250 0.056 Uiso 1 1 calc R U . . .
H14B H 0.0667 0.1540 0.6462 0.056 Uiso 1 1 calc R U . . .
C15 C 0.1042(3) 0.4642(10) 0.5431(3) 0.0534(14) Uani 1 1 d . . . . .
H15A H 0.0420 0.4271 0.5310 0.064 Uiso 1 1 calc R U . . .
H15B H 0.1098 0.6236 0.5314 0.064 Uiso 1 1 calc R U . . .
C16 C 0.1112(4) 0.3734(10) 0.4094(3) 0.0613(17) Uani 1 1 d . . . . .
H16A H 0.1139 0.5342 0.3984 0.074 Uiso 1 1 calc R U . . .
H16B H 0.0500 0.3259 0.3927 0.074 Uiso 1 1 calc R U . . .
C17 C 0.1644(4) 0.2441(10) 0.3627(3) 0.0513(14) Uani 1 1 d . . . . .
C18 C 0.1353(4) 0.0339(11) 0.3299(3) 0.0627(16) Uani 1 1 d . . . . .
H18 H 0.0822 -0.0239 0.3362 0.075 Uiso 1 1 calc R U . . .
C19 C 0.1846(4) -0.0906(12) 0.2876(3) 0.0714(18) Uani 1 1 d . . . . .
H19 H 0.1643 -0.2306 0.2654 0.086 Uiso 1 1 calc R U . . .
C20 C 0.2621(4) -0.0091(13) 0.2786(3) 0.074(2) Uani 1 1 d . . . . .
H20 H 0.2951 -0.0938 0.2507 0.089 Uiso 1 1 calc R U . . .
C21 C 0.2923(4) 0.1978(13) 0.3105(3) 0.076(2) Uani 1 1 d . . . . .
H21 H 0.3456 0.2536 0.3040 0.091 Uiso 1 1 calc R U . . .
C22 C 0.2432(4) 0.3241(11) 0.3525(3) 0.0662(17) Uani 1 1 d . . . . .
H22 H 0.2639 0.4645 0.3740 0.079 Uiso 1 1 calc R U . . .
C23 C 0.3044(4) 0.7127(13) 0.5684(3) 0.088(2) Uani 1 1 d . . . . .
H23A H 0.2579 0.7578 0.5213 0.106 Uiso 1 1 calc R U . . .
H23B H 0.3294 0.5718 0.5551 0.106 Uiso 1 1 calc R U . . .
C24 C 0.3743(4) 0.8912(10) 0.5863(3) 0.0554(15) Uani 1 1 d . . . . .
C25 C 0.3801(4) 1.0376(11) 0.5255(3) 0.0658(17) Uani 1 1 d . . . . .
H25 H 0.3393 1.0287 0.4750 0.079 Uiso 1 1 calc R U . . .
C26 C 0.4452(5) 1.1971(12) 0.5378(4) 0.085(2) Uani 1 1 d . . . . .
H26 H 0.4486 1.2960 0.4958 0.102 Uiso 1 1 calc R U . . .
C27 C 0.5052(5) 1.2111(13) 0.6120(5) 0.091(2) Uani 1 1 d . . . . .
H27 H 0.5497 1.3193 0.6208 0.109 Uiso 1 1 calc R U . . .
C28 C 0.4993(4) 1.0653(14) 0.6729(4) 0.084(2) Uani 1 1 d . . . . .
H28 H 0.5395 1.0753 0.7238 0.101 Uiso 1 1 calc R U . . .
C29 C 0.4344(4) 0.9038(12) 0.6595(4) 0.0679(17) Uani 1 1 d . . . . .
H29 H 0.4317 0.8021 0.7009 0.082 Uiso 1 1 calc R U . . .
C30 C 0.3264(4) -0.0596(10) 0.8848(3) 0.0617(15) Uani 1 1 d . . . . .
H30A H 0.3650 -0.1406 0.8579 0.074 Uiso 1 1 calc R U . . .
H30B H 0.2711 -0.1419 0.8754 0.074 Uiso 1 1 calc R U . . .
C31 C 0.3680(3) -0.0443(10) 0.9746(3) 0.0508(14) Uani 1 1 d . . . . .
C32 C 0.4220(4) -0.2144(11) 1.0134(3) 0.0693(17) Uani 1 1 d . . . . .
H32 H 0.4332 -0.3376 0.9832 0.083 Uiso 1 1 calc R U . . .
C33 C 0.4600(4) -0.2064(13) 1.0960(4) 0.081(2) Uani 1 1 d . . . . .
H33 H 0.4971 -0.3229 1.1211 0.098 Uiso 1 1 calc R U . . .
C34 C 0.4436(4) -0.0282(13) 1.1415(4) 0.077(2) Uani 1 1 d . . . . .
H34 H 0.4681 -0.0245 1.1977 0.093 Uiso 1 1 calc R U . . .
C35 C 0.3911(4) 0.1435(11) 1.1039(3) 0.0700(18) Uani 1 1 d . . . . .
H35 H 0.3810 0.2676 1.1342 0.084 Uiso 1 1 calc R U . . .
C36 C 0.3526(3) 0.1345(10) 1.0206(3) 0.0616(16) Uani 1 1 d . . . . .
H36 H 0.3159 0.2515 0.9956 0.074 Uiso 1 1 calc R U . . .
N1 N 0.1332(3) 0.2795(8) 0.8009(2) 0.0503(12) Uani 1 1 d . . . . .
H1N H 0.169(3) 0.296(10) 0.845(3) 0.060 Uiso 1 1 d . U . . .
O1 O 0.3109(2) 0.1603(6) 0.85244(19) 0.0558(10) Uani 1 1 d . . . . .
O2 O 0.2688(2) 0.6791(6) 0.6357(2) 0.0593(10) Uani 1 1 d . . . . .
O3 O 0.1070(2) 0.5788(6) 0.67450(19) 0.0527(10) Uani 1 1 d D . . . .
H1O H 0.114(3) 0.546(9) 0.7239(17) 0.063 Uiso 1 1 d D U . . .
O4 O 0.1462(2) 0.3303(6) 0.49398(18) 0.0564(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.370(9) . ?
C1 C2 1.389(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.344(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.338(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.385(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.497(7) . ?
C7 C8 1.518(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N1 1.460(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 N1 1.485(6) . ?
C9 C14 1.524(6) . ?
C9 C10 1.532(7) . ?
C9 H9 0.9800 . ?
C10 O1 1.430(5) . ?
C10 C11 1.509(7) . ?
C10 H10 0.9800 . ?
C11 C12 1.506(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 O2 1.432(6) . ?
C12 C13 1.523(6) . ?
C12 H12 0.9800 . ?
C13 O3 1.427(6) . ?
C13 C14 1.520(7) . ?
C13 C15 1.521(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 O4 1.422(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 O4 1.417(5) . ?
C16 C17 1.493(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C22 1.372(7) . ?
C17 C18 1.388(8) . ?
C18 C19 1.388(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.349(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.370(9) . ?
C20 H20 0.9300 . ?
C21 C22 1.388(8) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 O2 1.399(6) . ?
C23 C24 1.495(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C29 1.353(7) . ?
C24 C25 1.362(7) . ?
C25 C26 1.365(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.365(8) . ?
C26 H26 0.9300 . ?
C27 C28 1.362(9) . ?
C27 H27 0.9300 . ?
C28 C29 1.370(9) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 O1 1.405(6) . ?
C30 C31 1.492(7) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.369(7) . ?
C31 C36 1.367(7) . ?
C32 C33 1.371(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.365(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.358(8) . ?
C34 H34 0.9300 . ?
C35 C36 1.383(6) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N1 H1N 0.81(4) . ?
O3 H1O 0.83(2) . ?

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
C6 C1 C2 121.5(6) . . ?
C6 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C3 C2 C1 119.8(7) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 120.1(7) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 121.1(7) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 120.3(6) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C1 C6 C5 117.1(5) . . ?
C1 C6 C7 122.6(6) . . ?
C5 C6 C7 120.3(6) . . ?
C6 C7 C8 114.1(5) . . ?
C6 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
N1 C8 C7 109.8(5) . . ?
N1 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 . . ?
N1 C8 H8B 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N1 C9 C14 110.7(4) . . ?
N1 C9 C10 108.4(4) . . ?
C14 C9 C10 108.7(4) . . ?
N1 C9 H9 109.7 . . ?
C14 C9 H9 109.7 . . ?
C10 C9 H9 109.7 . . ?
O1 C10 C11 105.0(4) . . ?
O1 C10 C9 111.8(4) . . ?
C11 C10 C9 111.7(4) . . ?
O1 C10 H10 109.4 . . ?
C11 C10 H10 109.4 . . ?
C9 C10 H10 109.4 . . ?
C12 C11 C10 112.5(4) . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
C10 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
O2 C12 C11 106.9(4) . . ?
O2 C12 C13 111.5(4) . . ?
C11 C12 C13 111.5(4) . . ?
O2 C12 H12 109.0 . . ?
C11 C12 H12 109.0 . . ?
C13 C12 H12 109.0 . . ?
O3 C13 C14 110.6(4) . . ?
O3 C13 C15 103.0(4) . . ?
C14 C13 C15 112.4(4) . . ?
O3 C13 C12 111.6(4) . . ?
C14 C13 C12 108.3(4) . . ?
C15 C13 C12 111.1(4) . . ?
C13 C14 C9 113.4(4) . . ?
C13 C14 H14A 108.9 . . ?
C9 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
C9 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
O4 C15 C13 108.8(4) . . ?
O4 C15 H15A 109.9 . . ?
C13 C15 H15A 109.9 . . ?
O4 C15 H15B 109.9 . . ?
C13 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
O4 C16 C17 108.3(4) . . ?
O4 C16 H16A 110.0 . . ?
C17 C16 H16A 110.0 . . ?
O4 C16 H16B 110.0 . . ?
C17 C16 H16B 110.0 . . ?
H16A C16 H16B 108.4 . . ?
C22 C17 C18 118.2(6) . . ?
C22 C17 C16 122.0(6) . . ?
C18 C17 C16 119.7(5) . . ?
C17 C18 C19 120.6(6) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C20 C19 C18 120.2(6) . . ?
C20 C19 H19 119.9 . . ?
C18 C19 H19 119.9 . . ?
C19 C20 C21 120.4(7) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C22 119.8(6) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C17 C22 C21 120.8(6) . . ?
C17 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
O2 C23 C24 111.0(5) . . ?
O2 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
O2 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
C29 C24 C25 119.2(6) . . ?
C29 C24 C23 122.0(6) . . ?
C25 C24 C23 118.7(5) . . ?
C24 C25 C26 120.9(6) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C25 C26 C27 119.8(6) . . ?
C25 C26 H26 120.1 . . ?
C27 C26 H26 120.1 . . ?
C28 C27 C26 119.5(7) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 120.2(6) . . ?
C27 C28 H28 119.9 . . ?
C29 C28 H28 119.9 . . ?
C24 C29 C28 120.4(6) . . ?
C24 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
O1 C30 C31 109.1(4) . . ?
O1 C30 H30A 109.9 . . ?
C31 C30 H30A 109.9 . . ?
O1 C30 H30B 109.9 . . ?
C31 C30 H30B 109.9 . . ?
H30A C30 H30B 108.3 . . ?
C32 C31 C36 118.1(5) . . ?
C32 C31 C30 120.0(5) . . ?
C36 C31 C30 121.9(5) . . ?
C31 C32 C33 121.3(6) . . ?
C31 C32 H32 119.4 . . ?
C33 C32 H32 119.4 . . ?
C34 C33 C32 120.2(6) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C35 C34 C33 119.4(6) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C34 C35 C36 120.2(6) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C31 C36 C35 120.8(6) . . ?
C31 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C8 N1 C9 114.1(4) . . ?
C8 N1 H1N 106(4) . . ?
C9 N1 H1N 110(4) . . ?
C30 O1 C10 114.8(4) . . ?
C23 O2 C12 116.7(4) . . ?
C13 O3 H1O 112(4) . . ?
C16 O4 C15 111.6(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.2(10) . . . . ?
C1 C2 C3 C4 1.2(10) . . . . ?
C2 C3 C4 C5 -0.9(11) . . . . ?
C3 C4 C5 C6 -0.8(10) . . . . ?
C2 C1 C6 C5 -1.8(9) . . . . ?
C2 C1 C6 C7 178.6(5) . . . . ?
C4 C5 C6 C1 2.1(9) . . . . ?
C4 C5 C6 C7 -178.2(6) . . . . ?
C1 C6 C7 C8 101.1(7) . . . . ?
C5 C6 C7 C8 -78.5(7) . . . . ?
C6 C7 C8 N1 -60.5(6) . . . . ?
N1 C9 C10 O1 50.7(5) . . . . ?
C14 C9 C10 O1 171.1(4) . . . . ?
N1 C9 C10 C11 -66.6(5) . . . . ?
C14 C9 C10 C11 53.8(5) . . . . ?
O1 C10 C11 C12 -176.1(4) . . . . ?
C9 C10 C11 C12 -54.7(5) . . . . ?
C10 C11 C12 O2 178.1(4) . . . . ?
C10 C11 C12 C13 56.0(6) . . . . ?
O2 C12 C13 O3 -53.5(5) . . . . ?
C11 C12 C13 O3 65.8(5) . . . . ?
O2 C12 C13 C14 -175.4(4) . . . . ?
C11 C12 C13 C14 -56.1(5) . . . . ?
O2 C12 C13 C15 60.7(5) . . . . ?
C11 C12 C13 C15 -179.9(4) . . . . ?
O3 C13 C14 C9 -64.0(5) . . . . ?
C15 C13 C14 C9 -178.5(4) . . . . ?
C12 C13 C14 C9 58.5(5) . . . . ?
N1 C9 C14 C13 61.6(5) . . . . ?
C10 C9 C14 C13 -57.4(5) . . . . ?
O3 C13 C15 O4 173.4(4) . . . . ?
C14 C13 C15 O4 -67.6(5) . . . . ?
C12 C13 C15 O4 53.9(6) . . . . ?
O4 C16 C17 C22 -82.1(6) . . . . ?
O4 C16 C17 C18 96.3(5) . . . . ?
C22 C17 C18 C19 -0.3(8) . . . . ?
C16 C17 C18 C19 -178.8(5) . . . . ?
C17 C18 C19 C20 0.6(8) . . . . ?
C18 C19 C20 C21 -0.5(9) . . . . ?
C19 C20 C21 C22 0.2(9) . . . . ?
C18 C17 C22 C21 0.0(8) . . . . ?
C16 C17 C22 C21 178.5(5) . . . . ?
C20 C21 C22 C17 0.1(8) . . . . ?
O2 C23 C24 C29 41.5(9) . . . . ?
O2 C23 C24 C25 -142.0(6) . . . . ?
C29 C24 C25 C26 -0.6(9) . . . . ?
C23 C24 C25 C26 -177.2(6) . . . . ?
C24 C25 C26 C27 -0.1(10) . . . . ?
C25 C26 C27 C28 0.0(11) . . . . ?
C26 C27 C28 C29 0.9(11) . . . . ?
C25 C24 C29 C28 1.5(9) . . . . ?
C23 C24 C29 C28 177.9(6) . . . . ?
C27 C28 C29 C24 -1.7(10) . . . . ?
O1 C30 C31 C32 -152.3(5) . . . . ?
O1 C30 C31 C36 28.9(7) . . . . ?
C36 C31 C32 C33 -0.1(9) . . . . ?
C30 C31 C32 C33 -179.0(6) . . . . ?
C31 C32 C33 C34 0.8(10) . . . . ?
C32 C33 C34 C35 -1.6(11) . . . . ?
C33 C34 C35 C36 1.9(10) . . . . ?
C32 C31 C36 C35 0.4(8) . . . . ?
C30 C31 C36 C35 179.2(5) . . . . ?
C34 C35 C36 C31 -1.3(9) . . . . ?
C7 C8 N1 C9 -178.9(4) . . . . ?
C14 C9 N1 C8 88.3(5) . . . . ?
C10 C9 N1 C8 -152.7(4) . . . . ?
C31 C30 O1 C10 -179.4(4) . . . . ?
C11 C10 O1 C30 -159.8(4) . . . . ?
C9 C10 O1 C30 79.0(5) . . . . ?
C24 C23 O2 C12 -142.6(5) . . . . ?
C11 C12 O2 C23 128.2(5) . . . . ?
C13 C12 O2 C23 -109.7(5) . . . . ?
C17 C16 O4 C15 174.5(5) . . . . ?
C13 C15 O4 C16 -177.6(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1N O1 0.81(4) 2.34(5) 2.790(5) 116(4) .
O3 H1O N1 0.83(2) 2.02(4) 2.719(6) 142(5) .

_refine_diff_density_max         0.134
_refine_diff_density_min         -0.172
_refine_diff_density_rms         0.036

