# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1999873'
loop_
_audit_author_name
_audit_author_address
'Yong You'
;Chengdu University
China
;
_audit_update_record             
;
2020-04-29 deposited with the CCDC.	2020-05-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H33 N O3'
_chemical_formula_weight         467.58

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.00370(10)
_cell_length_b                   20.2706(2)
_cell_length_c                   13.21220(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.2310(10)
_cell_angle_gamma                90
_cell_volume                     2677.15(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    290(2)
_cell_measurement_reflns_used    6595
_cell_measurement_theta_min      4.8790
_cell_measurement_theta_max      71.2840

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.230
_exptl_absorpt_coefficient_mu    0.582
_shelx_estimated_absorpt_T_min   0.849
_shelx_estimated_absorpt_T_max   0.878
_exptl_absorpt_correction_T_min  0.74149
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      290(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_reflns_number            10760
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.996
_diffrn_reflns_theta_max         71.214
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5046
_reflns_number_gt                4498
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 (L. J. Farrugia, 2001)'
_computing_publication_material  SHELXL-97

_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)+(0.0874P)²+0.7914P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0117(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5046
_refine_ls_number_parameters     324
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0633
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1690
_refine_ls_wR_factor_gt          0.1632
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.108
_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_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
O1 O 0.34539(13) 0.48870(7) 0.55842(10) 0.0611(4) Uani 1 1 d . . . . .
O2 O 0.38401(15) 0.72243(7) 0.46195(12) 0.0697(4) Uani 1 1 d . . . . .
N1 N 0.13751(15) 0.53165(7) 0.58460(11) 0.0535(4) Uani 1 1 d . . . . .
C9 C 0.30828(15) 0.56896(7) 0.35465(12) 0.0407(4) Uani 1 1 d . . . . .
C22 C 0.35059(16) 0.50210(8) 0.32916(13) 0.0438(4) Uani 1 1 d . . . . .
H22 H 0.3958 0.4772 0.3786 0.053 Uiso 1 1 calc R U . . .
C18 C 0.24146(16) 0.60673(8) 0.27322(12) 0.0429(4) Uani 1 1 d . . . . .
H18 H 0.2192 0.6504 0.2862 0.051 Uiso 1 1 calc R U . . .
C10 C 0.39460(15) 0.60744(8) 0.43172(11) 0.0414(4) Uani 1 1 d . . . . .
H10 H 0.4692 0.5817 0.4614 0.050 Uiso 1 1 calc R U . . .
C2 C 0.26141(15) 0.58606(8) 0.46648(12) 0.0424(4) Uani 1 1 d . . . . .
C3 C 0.13607(16) 0.62353(8) 0.48278(13) 0.0470(4) Uani 1 1 d . . . . .
C11 C 0.42999(16) 0.67835(8) 0.41231(13) 0.0471(4) Uani 1 1 d . . . . .
C19 C 0.21055(16) 0.58262(8) 0.18201(12) 0.0460(4) Uani 1 1 d . . . . .
C1 C 0.25833(17) 0.52912(8) 0.54013(13) 0.0473(4) Uani 1 1 d . . . . .
C21 C 0.32697(17) 0.47538(8) 0.23782(13) 0.0479(4) Uani 1 1 d . . . . .
C12 C 0.52399(17) 0.69142(9) 0.33012(13) 0.0508(4) Uani 1 1 d . . . . .
C4 C 0.06319(18) 0.58666(9) 0.55105(14) 0.0522(4) Uani 1 1 d . . . . .
C8 C 0.0809(2) 0.68107(10) 0.44441(16) 0.0615(5) Uani 1 1 d . . . . .
H8 H 0.1293 0.7076 0.4016 0.074 Uiso 1 1 calc R U . . .
C23 C 0.1432(2) 0.62431(10) 0.09828(14) 0.0585(5) Uani 1 1 d . . . . .
C27 C 0.3833(2) 0.40800(9) 0.20801(17) 0.0631(5) Uani 1 1 d . . . . .
C20 C 0.2455(2) 0.51305(11) 0.16154(15) 0.0690(6) Uani 1 1 d . U . . .
C13 C 0.5796(2) 0.64096(11) 0.27468(17) 0.0696(6) Uani 1 1 d . . . . .
H13 H 0.5600 0.5973 0.2895 0.084 Uiso 1 1 calc R U . . .
C5 C -0.0643(2) 0.60438(11) 0.57738(19) 0.0719(6) Uani 1 1 d . . . . .
H5 H -0.1118 0.5791 0.6224 0.086 Uiso 1 1 calc R U . . .
C17 C 0.5543(2) 0.75672(11) 0.30750(19) 0.0708(6) Uani 1 1 d . . . . .
H17 H 0.5174 0.7909 0.3442 0.085 Uiso 1 1 calc R U . . .
C31 C 0.0999(2) 0.48654(12) 0.66429(17) 0.0732(6) Uani 1 1 d . . . . .
H31A H 0.1595 0.4494 0.6661 0.110 Uiso 1 1 calc R U . . .
H31B H 0.0099 0.4716 0.6510 0.110 Uiso 1 1 calc R U . . .
H31C H 0.1056 0.5089 0.7284 0.110 Uiso 1 1 calc R U . . .
O3 O 0.2120(4) 0.48809(12) 0.08152(18) 0.1590(13) Uani 1 1 d . U . . .
C7 C -0.0475(2) 0.69916(12) 0.4702(2) 0.0810(7) Uani 1 1 d . . . . .
H7 H -0.0855 0.7376 0.4435 0.097 Uiso 1 1 calc R U . . .
C6 C -0.1186(2) 0.66086(13) 0.5346(2) 0.0868(8) Uani 1 1 d . . . . .
H6 H -0.2051 0.6732 0.5497 0.104 Uiso 1 1 calc R U . . .
C16 C 0.6394(3) 0.77054(15) 0.2304(2) 0.0983(9) Uani 1 1 d . . . . .
H16 H 0.6594 0.8141 0.2153 0.118 Uiso 1 1 calc R U . . .
C28 C 0.2705(3) 0.35913(12) 0.1827(2) 0.0932(8) Uani 1 1 d . . . . .
H28A H 0.2120 0.3566 0.2384 0.140 Uiso 1 1 calc R U . . .
H28B H 0.3079 0.3164 0.1705 0.140 Uiso 1 1 calc R U . . .
H28C H 0.2210 0.3737 0.1231 0.140 Uiso 1 1 calc R U . . .
C15 C 0.6945(3) 0.72052(18) 0.1760(2) 0.1043(10) Uani 1 1 d . . . . .
H15 H 0.7523 0.7303 0.1246 0.125 Uiso 1 1 calc R U . . .
C30 C 0.4666(3) 0.37767(12) 0.2953(3) 0.0973(9) Uani 1 1 d . . . . .
H30A H 0.5424 0.4054 0.3112 0.146 Uiso 1 1 calc R U . . .
H30B H 0.4970 0.3347 0.2760 0.146 Uiso 1 1 calc R U . . .
H30C H 0.4129 0.3738 0.3537 0.146 Uiso 1 1 calc R U . . .
C14 C 0.6643(3) 0.65555(16) 0.1973(2) 0.0933(8) Uani 1 1 d . . . . .
H14 H 0.7008 0.6217 0.1597 0.112 Uiso 1 1 calc R U . . .
C24 C 0.0048(3) 0.59822(16) 0.0718(3) 0.1130(12) Uani 1 1 d . . . . .
H24A H 0.0111 0.5534 0.0492 0.170 Uiso 1 1 calc R U . . .
H24B H -0.0360 0.6247 0.0188 0.170 Uiso 1 1 calc R U . . .
H24C H -0.0487 0.6001 0.1305 0.170 Uiso 1 1 calc R U . . .
C26 C 0.1248(4) 0.69498(12) 0.1322(2) 0.1060(11) Uani 1 1 d . . . . .
H26A H 0.0668 0.6960 0.1884 0.159 Uiso 1 1 calc R U . . .
H26B H 0.0857 0.7204 0.0773 0.159 Uiso 1 1 calc R U . . .
H26C H 0.2101 0.7134 0.1525 0.159 Uiso 1 1 calc R U . . .
C29 C 0.4705(5) 0.41688(16) 0.1173(3) 0.1400(17) Uani 1 1 d . . . . .
H29A H 0.4173 0.4339 0.0612 0.210 Uiso 1 1 calc R U . . .
H29B H 0.5078 0.3751 0.0992 0.210 Uiso 1 1 calc R U . . .
H29C H 0.5415 0.4473 0.1343 0.210 Uiso 1 1 calc R U . . .
C25 C 0.2314(4) 0.6258(3) 0.0071(2) 0.154(2) Uani 1 1 d . . . . .
H25A H 0.3217 0.6359 0.0290 0.231 Uiso 1 1 calc R U . . .
H25B H 0.1992 0.6589 -0.0397 0.231 Uiso 1 1 calc R U . . .
H25C H 0.2290 0.5835 -0.0256 0.231 Uiso 1 1 calc R U . . .


_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 1.213(2) . ?
O2 C11 1.210(2) . ?
N1 C1 1.365(2) . ?
N1 C4 1.402(2) . ?
N1 C31 1.455(2) . ?
C9 C18 1.461(2) . ?
C9 C22 1.463(2) . ?
C9 C10 1.524(2) . ?
C9 C2 1.605(2) . ?
C22 C21 1.335(2) . ?
C22 H22 0.9300 . ?
C18 C19 1.326(2) . ?
C18 H18 0.9300 . ?
C10 C2 1.490(2) . ?
C10 C11 1.505(2) . ?
C10 H10 0.9800 . ?
C2 C3 1.489(2) . ?
C2 C1 1.511(2) . ?
C3 C8 1.378(3) . ?
C3 C4 1.398(2) . ?
C11 C12 1.488(2) . ?
C19 C20 1.480(3) . ?
C19 C23 1.528(2) . ?
C21 C20 1.483(3) . ?
C21 C27 1.535(2) . ?
C12 C13 1.387(3) . ?
C12 C17 1.393(3) . ?
C4 C5 1.382(3) . ?
C8 C7 1.391(3) . ?
C8 H8 0.9300 . ?
C23 C24 1.510(3) . ?
C23 C26 1.515(3) . ?
C23 C25 1.521(4) . ?
C27 C29 1.520(4) . ?
C27 C30 1.526(4) . ?
C27 C28 1.529(3) . ?
C20 O3 1.208(3) . ?
C13 C14 1.385(3) . ?
C13 H13 0.9300 . ?
C5 C6 1.379(4) . ?
C5 H5 0.9300 . ?
C17 C16 1.381(4) . ?
C17 H17 0.9300 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C7 C6 1.371(4) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
C16 C15 1.371(5) . ?
C16 H16 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C15 C14 1.383(4) . ?
C15 H15 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C14 H14 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 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 N1 C4 111.17(14) . . ?
C1 N1 C31 123.08(17) . . ?
C4 N1 C31 125.43(16) . . ?
C18 C9 C22 116.37(13) . . ?
C18 C9 C10 117.05(13) . . ?
C22 C9 C10 117.80(13) . . ?
C18 C9 C2 115.01(13) . . ?
C22 C9 C2 120.63(13) . . ?
C10 C9 C2 56.81(9) . . ?
C21 C22 C9 122.76(15) . . ?
C21 C22 H22 118.6 . . ?
C9 C22 H22 118.6 . . ?
C19 C18 C9 124.05(15) . . ?
C19 C18 H18 118.0 . . ?
C9 C18 H18 118.0 . . ?
C2 C10 C11 123.31(14) . . ?
C2 C10 C9 64.35(10) . . ?
C11 C10 C9 120.40(13) . . ?
C2 C10 H10 113.4 . . ?
C11 C10 H10 113.4 . . ?
C9 C10 H10 113.4 . . ?
C3 C2 C10 131.64(14) . . ?
C3 C2 C1 104.96(13) . . ?
C10 C2 C1 117.48(14) . . ?
C3 C2 C9 121.41(13) . . ?
C10 C2 C9 58.84(10) . . ?
C1 C2 C9 116.22(13) . . ?
C8 C3 C4 118.58(16) . . ?
C8 C3 C2 134.88(16) . . ?
C4 C3 C2 106.50(15) . . ?
O2 C11 C12 121.92(16) . . ?
O2 C11 C10 121.08(15) . . ?
C12 C11 C10 117.01(14) . . ?
C18 C19 C20 117.96(16) . . ?
C18 C19 C23 122.34(16) . . ?
C20 C19 C23 119.69(15) . . ?
O1 C1 N1 125.48(16) . . ?
O1 C1 C2 127.72(15) . . ?
N1 C1 C2 106.80(14) . . ?
C22 C21 C20 118.59(15) . . ?
C22 C21 C27 122.61(17) . . ?
C20 C21 C27 118.78(16) . . ?
C13 C12 C17 119.50(19) . . ?
C13 C12 C11 122.14(16) . . ?
C17 C12 C11 118.35(18) . . ?
C5 C4 C3 122.20(19) . . ?
C5 C4 N1 127.58(18) . . ?
C3 C4 N1 110.21(15) . . ?
C3 C8 C7 119.5(2) . . ?
C3 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C24 C23 C26 106.2(2) . . ?
C24 C23 C25 112.2(3) . . ?
C26 C23 C25 107.3(3) . . ?
C24 C23 C19 110.42(18) . . ?
C26 C23 C19 111.34(16) . . ?
C25 C23 C19 109.32(19) . . ?
C29 C27 C30 109.3(3) . . ?
C29 C27 C28 110.2(3) . . ?
C30 C27 C28 106.3(2) . . ?
C29 C27 C21 108.95(19) . . ?
C30 C27 C21 111.10(17) . . ?
C28 C27 C21 110.95(17) . . ?
O3 C20 C19 120.0(2) . . ?
O3 C20 C21 120.4(2) . . ?
C19 C20 C21 119.60(16) . . ?
C14 C13 C12 120.1(2) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C6 C5 C4 117.7(2) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
C16 C17 C12 119.8(2) . . ?
C16 C17 H17 120.1 . . ?
C12 C17 H17 120.1 . . ?
N1 C31 H31A 109.5 . . ?
N1 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N1 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C6 C7 C8 120.6(2) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C7 C6 C5 121.2(2) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C15 C16 C17 120.6(2) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C16 C15 C14 120.1(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C15 C14 C13 119.9(3) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

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
C18 C9 C22 C21 -1.9(2) . . . . ?
C10 C9 C22 C21 -148.58(16) . . . . ?
C2 C9 C22 C21 145.44(16) . . . . ?
C22 C9 C18 C19 4.4(2) . . . . ?
C10 C9 C18 C19 151.32(16) . . . . ?
C2 C9 C18 C19 -144.78(16) . . . . ?
C18 C9 C10 C2 103.49(15) . . . . ?
C22 C9 C10 C2 -110.08(15) . . . . ?
C18 C9 C10 C11 -11.6(2) . . . . ?
C22 C9 C10 C11 134.79(16) . . . . ?
C2 C9 C10 C11 -115.13(16) . . . . ?
C11 C10 C2 C3 4.8(3) . . . . ?
C9 C10 C2 C3 -106.10(19) . . . . ?
C11 C10 C2 C1 -143.63(15) . . . . ?
C9 C10 C2 C1 105.51(15) . . . . ?
C11 C10 C2 C9 110.86(17) . . . . ?
C18 C9 C2 C3 15.6(2) . . . . ?
C22 C9 C2 C3 -132.19(16) . . . . ?
C10 C9 C2 C3 122.72(17) . . . . ?
C18 C9 C2 C10 -107.13(15) . . . . ?
C22 C9 C2 C10 105.10(16) . . . . ?
C18 C9 C2 C1 145.21(14) . . . . ?
C22 C9 C2 C1 -2.6(2) . . . . ?
C10 C9 C2 C1 -107.65(15) . . . . ?
C10 C2 C3 C8 25.4(3) . . . . ?
C1 C2 C3 C8 176.6(2) . . . . ?
C9 C2 C3 C8 -49.0(3) . . . . ?
C10 C2 C3 C4 -157.14(17) . . . . ?
C1 C2 C3 C4 -5.91(17) . . . . ?
C9 C2 C3 C4 128.43(15) . . . . ?
C2 C10 C11 O2 33.2(2) . . . . ?
C9 C10 C11 O2 110.74(19) . . . . ?
C2 C10 C11 C12 -147.12(15) . . . . ?
C9 C10 C11 C12 -69.54(19) . . . . ?
C9 C18 C19 C20 0.2(3) . . . . ?
C9 C18 C19 C23 -178.72(15) . . . . ?
C4 N1 C1 O1 176.44(17) . . . . ?
C31 N1 C1 O1 2.6(3) . . . . ?
C4 N1 C1 C2 -2.91(19) . . . . ?
C31 N1 C1 C2 -176.72(17) . . . . ?
C3 C2 C1 O1 -173.93(17) . . . . ?
C10 C2 C1 O1 -17.8(3) . . . . ?
C9 C2 C1 O1 48.9(2) . . . . ?
C3 C2 C1 N1 5.40(18) . . . . ?
C10 C2 C1 N1 161.47(14) . . . . ?
C9 C2 C1 N1 -131.73(14) . . . . ?
C9 C22 C21 C20 -4.8(3) . . . . ?
C9 C22 C21 C27 173.81(15) . . . . ?
O2 C11 C12 C13 178.35(19) . . . . ?
C10 C11 C12 C13 -1.4(3) . . . . ?
O2 C11 C12 C17 -2.9(3) . . . . ?
C10 C11 C12 C17 177.36(16) . . . . ?
C8 C3 C4 C5 3.1(3) . . . . ?
C2 C3 C4 C5 -174.83(18) . . . . ?
C8 C3 C4 N1 -177.60(17) . . . . ?
C2 C3 C4 N1 4.44(19) . . . . ?
C1 N1 C4 C5 178.3(2) . . . . ?
C31 N1 C4 C5 -8.1(3) . . . . ?
C1 N1 C4 C3 -1.0(2) . . . . ?
C31 N1 C4 C3 172.67(18) . . . . ?
C4 C3 C8 C7 -3.3(3) . . . . ?
C2 C3 C8 C7 174.0(2) . . . . ?
C18 C19 C23 C24 -114.8(2) . . . . ?
C20 C19 C23 C24 66.2(3) . . . . ?
C18 C19 C23 C26 2.9(3) . . . . ?
C20 C19 C23 C26 -176.0(2) . . . . ?
C18 C19 C23 C25 121.3(3) . . . . ?
C20 C19 C23 C25 -57.7(3) . . . . ?
C22 C21 C27 C29 -120.3(3) . . . . ?
C20 C21 C27 C29 58.3(3) . . . . ?
C22 C21 C27 C30 0.1(3) . . . . ?
C20 C21 C27 C30 178.7(2) . . . . ?
C22 C21 C27 C28 118.2(2) . . . . ?
C20 C21 C27 C28 -63.2(3) . . . . ?
C18 C19 C20 O3 175.6(3) . . . . ?
C23 C19 C20 O3 -5.4(4) . . . . ?
C18 C19 C20 C21 -7.2(3) . . . . ?
C23 C19 C20 C21 171.79(18) . . . . ?
C22 C21 C20 O3 -173.3(3) . . . . ?
C27 C21 C20 O3 8.0(4) . . . . ?
C22 C21 C20 C19 9.5(3) . . . . ?
C27 C21 C20 C19 -169.17(18) . . . . ?
C17 C12 C13 C14 -0.2(3) . . . . ?
C11 C12 C13 C14 178.5(2) . . . . ?
C3 C4 C5 C6 -0.6(3) . . . . ?
N1 C4 C5 C6 -179.8(2) . . . . ?
C13 C12 C17 C16 -0.1(3) . . . . ?
C11 C12 C17 C16 -178.9(2) . . . . ?
C3 C8 C7 C6 1.1(4) . . . . ?
C8 C7 C6 C5 1.5(4) . . . . ?
C4 C5 C6 C7 -1.7(4) . . . . ?
C12 C17 C16 C15 -0.1(4) . . . . ?
C17 C16 C15 C14 0.6(5) . . . . ?
C16 C15 C14 C13 -0.9(5) . . . . ?
C12 C13 C14 C15 0.7(4) . . . . ?

_refine_diff_density_max         0.617
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.040

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_yy1
_database_code_depnum_ccdc_archive 'CCDC 1999874'
loop_
_audit_author_name
_audit_author_address
'Yong You'
;Chengdu University
China
;
_audit_update_record             
;
2020-04-29 deposited with the CCDC.	2020-05-28 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C31 H33 N O3'
_chemical_formula_sum            'C31 H33 N O3'
_chemical_formula_iupac          ?
_chemical_formula_weight         467.58

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4791(2)
_cell_length_b                   9.7988(2)
_cell_length_c                   15.5180(4)
_cell_angle_alpha                83.6440(10)
_cell_angle_beta                 83.3400(10)
_cell_angle_gamma                62.8550(10)
_cell_volume                     1271.23(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9927
_cell_measurement_theta_min      2.8731
_cell_measurement_theta_max      72.2312
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.260
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             500

_exptl_absorpt_coefficient_mu    0.613
_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  0.76
_exptl_absorpt_correction_T_max  0.86

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            22434
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         72.33
_diffrn_reflns_theta_full        72.33
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             4956
_reflns_number_gt                4772
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.0940
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_number_reflns         4956
_refine_ls_number_parameters     325
_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)+(0.0384P)²+0.5568P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.211
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_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-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_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 0.78880(9) 0.26142(9) 0.32282(5) 0.02230(19) Uani d . . . 1 . .
O O2 0.47490(10) 0.31359(9) 0.23295(5) 0.02254(19) Uani d . . . 1 . .
O O3 -0.07846(9) 1.05767(9) 0.19456(6) 0.02001(18) Uani d . . . 1 . .
H H3A -0.1073(12) 1.1235(15) 0.2341(10) 0.03 Uiso calc U . R 1 . .
N N1 0.77219(11) 0.40412(11) 0.43515(6) 0.0197(2) Uani d . . . 1 . .
C C1 -0.21870(14) 0.89513(14) 0.32890(8) 0.0241(3) Uani d . . . 1 . .
H H4 -0.247506 1.001591 0.307136 0.036 Uiso calc U . R 1 . .
H H1 -0.164966 0.872926 0.382671 0.036 Uiso calc U . R 1 . .
H H3 -0.315037 0.880709 0.3406 0.036 Uiso calc U . R 1 . .
C C2 -0.10643(12) 0.78530(12) 0.26016(7) 0.0171(2) Uani d . . . 1 . .
C C3 0.05261(12) 0.79430(12) 0.24643(7) 0.0144(2) Uani d . . . 1 . .
C C4 0.19516(12) 0.66497(12) 0.26311(7) 0.0145(2) Uani d . . . 1 . .
H H19 0.193626 0.569918 0.281641 0.017 Uiso calc U . R 1 . .
C C5 0.33961(12) 0.67188(12) 0.25325(7) 0.0148(2) Uani d . . . 1 . .
C C6 0.48792(12) 0.53219(12) 0.27512(7) 0.0145(2) Uani d . . . 1 . .
C C7 0.57210(12) 0.52002(12) 0.34179(7) 0.0150(2) Uani d . . . 1 . .
C C8 0.54452(13) 0.62575(13) 0.40901(7) 0.0166(2) Uani d . . . 1 . .
C C9 0.66899(14) 0.55056(13) 0.46409(7) 0.0190(2) Uani d . . . 1 . .
C C10 0.68074(16) 0.61744(15) 0.53517(8) 0.0266(3) Uani d . . . 1 . .
H H8 0.766394 0.564916 0.571497 0.032 Uiso calc U . R 1 . .
C C11 0.56258(18) 0.76443(15) 0.55153(8) 0.0292(3) Uani d . . . 1 . .
H H2 0.5673 0.81314 0.60001 0.035 Uiso calc U . R 1 . .
C C12 -0.18498(14) 0.82415(14) 0.17373(8) 0.0229(2) Uani d . . . 1 . .
H H7 -0.11169 0.754776 0.130324 0.034 Uiso calc U . R 1 . .
H H6 -0.210666 0.930619 0.153409 0.034 Uiso calc U . R 1 . .
H H5 -0.282718 0.811837 0.182311 0.034 Uiso calc U . R 1 . .
C C13 0.06059(12) 0.93160(12) 0.21499(7) 0.0152(2) Uani d . . . 1 . .
C C14 0.20673(13) 0.93892(12) 0.19779(7) 0.0158(2) Uani d . . . 1 . .
C C15 0.34395(12) 0.80793(12) 0.22037(7) 0.0161(2) Uani d . . . 1 . .
H H20 0.443017 0.811745 0.213107 0.019 Uiso calc U . R 1 . .
C C16 0.72167(12) 0.37877(12) 0.36240(7) 0.0165(2) Uani d . . . 1 . .
C C17 0.43820(16) 0.84079(15) 0.49824(8) 0.0268(3) Uani d . . . 1 . .
H H9 0.358903 0.941078 0.510713 0.032 Uiso calc U . R 1 . .
C C18 0.42760(14) 0.77254(13) 0.42638(7) 0.0210(2) Uani d . . . 1 . .
H H10 0.342008 0.825525 0.39005 0.025 Uiso calc U . R 1 . .
C C19 0.91278(15) 0.29388(15) 0.47707(9) 0.0293(3) Uani d . . . 1 . .
H H13 0.96131 0.198498 0.44681 0.044 Uiso calc U . R 1 . .
H H11 0.883112 0.272349 0.537806 0.044 Uiso calc U . R 1 . .
H H12 0.989024 0.336194 0.474971 0.044 Uiso calc U . R 1 . .
C C20 0.53147(12) 0.40324(12) 0.21580(7) 0.0159(2) Uani d . . . 1 . .
C C21 0.62584(12) 0.40712(12) 0.13239(7) 0.0158(2) Uani d . . . 1 . .
C C22 0.69785(13) 0.50433(13) 0.11798(7) 0.0193(2) Uani d . . . 1 . .
H H14 0.693573 0.564473 0.163111 0.023 Uiso calc U . R 1 . .
C C23 0.77609(14) 0.51375(14) 0.03770(8) 0.0240(3) Uani d . . . 1 . .
H H18 0.825965 0.579586 0.028109 0.029 Uiso calc U . R 1 . .
C C24 0.78113(14) 0.42688(14) -0.02827(8) 0.0242(3) Uani d . . . 1 . .
H H15 0.832003 0.435448 -0.083629 0.029 Uiso calc U . R 1 . .
C C25 0.71226(14) 0.32745(14) -0.01388(8) 0.0233(3) Uani d . . . 1 . .
H H16 0.717842 0.266653 -0.058982 0.028 Uiso calc U . R 1 . .
C C26 0.63523(13) 0.31676(13) 0.06634(7) 0.0195(2) Uani d . . . 1 . .
H H17 0.588869 0.247991 0.076349 0.023 Uiso calc U . R 1 . .
C C27 0.21767(13) 1.08120(13) 0.15073(8) 0.0216(2) Uani d . . . 1 . .
C C28 0.14629(17) 1.11355(16) 0.06211(9) 0.0325(3) Uani d . . . 1 . .
H H22 0.152592 1.203893 0.03158 0.049 Uiso calc U . R 1 . .
H H23 0.034823 1.132976 0.071191 0.049 Uiso calc U . R 1 . .
H H21 0.206043 1.024374 0.027168 0.049 Uiso calc U . R 1 . .
C C29 0.13226(16) 1.22252(14) 0.20458(10) 0.0327(3) Uani d . . . 1 . .
H H24 0.172642 1.197346 0.262526 0.049 Uiso calc U . R 1 . .
H H25 0.01779 1.253531 0.210063 0.049 Uiso calc U . R 1 . .
H H26 0.151715 1.307081 0.175609 0.049 Uiso calc U . R 1 . .
C C30 0.39063(15) 1.05424(14) 0.13249(9) 0.0285(3) Uani d . . . 1 . .
H H27 0.39333 1.144755 0.099984 0.043 Uiso calc U . R 1 . .
H H29 0.449927 0.964169 0.098181 0.043 Uiso calc U . R 1 . .
H H28 0.439171 1.036575 0.187659 0.043 Uiso calc U . R 1 . .
C C31 -0.08260(14) 0.62297(13) 0.29265(8) 0.0226(2) Uani d . . . 1 . .
H H30 -0.18545 0.620397 0.299002 0.034 Uiso calc U . R 1 . .
H H31 -0.036214 0.595487 0.349027 0.034 Uiso calc U . R 1 . .
H H32 -0.010936 0.549405 0.250647 0.034 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 C16 . 1.2257(14) ?
O2 C20 . 1.2145(14) ?
O3 C13 . 1.3742(13) ?
O3 H3A . 0.869(17) ?
N1 C16 . 1.3644(14) ?
N1 C9 . 1.4063(15) ?
N1 C19 . 1.4484(15) ?
C1 C2 . 1.5409(15) ?
C1 H4 . 0.98 ?
C1 H1 . 0.98 ?
C1 H3 . 0.98 ?
C2 C31 . 1.5350(15) ?
C2 C12 . 1.5356(16) ?
C2 C3 . 1.5389(14) ?
C3 C4 . 1.3946(15) ?
C3 C13 . 1.4116(15) ?
C4 C5 . 1.3916(15) ?
C4 H19 . 0.95 ?
C5 C15 . 1.3906(15) ?
C5 C6 . 1.4890(14) ?
C6 C7 . 1.3411(15) ?
C6 C20 . 1.5192(14) ?
C7 C8 . 1.4692(15) ?
C7 C16 . 1.4983(15) ?
C8 C18 . 1.3899(16) ?
C8 C9 . 1.4024(16) ?
C9 C10 . 1.3834(16) ?
C10 C11 . 1.392(2) ?
C10 H8 . 0.95 ?
C11 C17 . 1.385(2) ?
C11 H2 . 0.95 ?
C12 H7 . 0.98 ?
C12 H6 . 0.98 ?
C12 H5 . 0.98 ?
C13 C14 . 1.4129(15) ?
C14 C15 . 1.3946(15) ?
C14 C27 . 1.5417(15) ?
C15 H20 . 0.95 ?
C17 C18 . 1.3977(17) ?
C17 H9 . 0.95 ?
C18 H10 . 0.95 ?
C19 H13 . 0.98 ?
C19 H11 . 0.98 ?
C19 H12 . 0.98 ?
C20 C21 . 1.4929(15) ?
C21 C22 . 1.3907(16) ?
C21 C26 . 1.3965(15) ?
C22 C23 . 1.3903(16) ?
C22 H14 . 0.95 ?
C23 C24 . 1.3855(17) ?
C23 H18 . 0.95 ?
C24 C25 . 1.3869(18) ?
C24 H15 . 0.95 ?
C25 C26 . 1.3870(17) ?
C25 H16 . 0.95 ?
C26 H17 . 0.95 ?
C27 C29 . 1.5322(17) ?
C27 C30 . 1.5335(16) ?
C27 C28 . 1.5406(18) ?
C28 H22 . 0.98 ?
C28 H23 . 0.98 ?
C28 H21 . 0.98 ?
C29 H24 . 0.98 ?
C29 H25 . 0.98 ?
C29 H26 . 0.98 ?
C30 H27 . 0.98 ?
C30 H29 . 0.98 ?
C30 H28 . 0.98 ?
C31 H30 . 0.98 ?
C31 H31 . 0.98 ?
C31 H32 . 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
C13 O3 H3A . . 109.5 ?
C16 N1 C9 . . 110.95(9) ?
C16 N1 C19 . . 124.27(10) ?
C9 N1 C19 . . 124.78(10) ?
C2 C1 H4 . . 109.5 ?
C2 C1 H1 . . 109.5 ?
H4 C1 H1 . . 109.5 ?
C2 C1 H3 . . 109.5 ?
H4 C1 H3 . . 109.5 ?
H1 C1 H3 . . 109.5 ?
C31 C2 C12 . . 107.06(9) ?
C31 C2 C3 . . 111.54(9) ?
C12 C2 C3 . . 110.03(9) ?
C31 C2 C1 . . 107.04(9) ?
C12 C2 C1 . . 110.28(9) ?
C3 C2 C1 . . 110.79(9) ?
C4 C3 C13 . . 117.55(9) ?
C4 C3 C2 . . 120.75(9) ?
C13 C3 C2 . . 121.69(9) ?
C5 C4 C3 . . 121.55(10) ?
C5 C4 H19 . . 119.2 ?
C3 C4 H19 . . 119.2 ?
C15 C5 C4 . . 119.42(10) ?
C15 C5 C6 . . 120.95(9) ?
C4 C5 C6 . . 119.59(9) ?
C7 C6 C5 . . 123.43(10) ?
C7 C6 C20 . . 123.45(9) ?
C5 C6 C20 . . 113.10(9) ?
C6 C7 C8 . . 131.61(10) ?
C6 C7 C16 . . 122.62(10) ?
C8 C7 C16 . . 105.73(9) ?
C18 C8 C9 . . 119.14(10) ?
C18 C8 C7 . . 134.07(10) ?
C9 C8 C7 . . 106.79(10) ?
C10 C9 C8 . . 122.44(11) ?
C10 C9 N1 . . 127.92(11) ?
C8 C9 N1 . . 109.64(10) ?
C9 C10 C11 . . 117.60(12) ?
C9 C10 H8 . . 121.2 ?
C11 C10 H8 . . 121.2 ?
C17 C11 C10 . . 121.01(11) ?
C17 C11 H2 . . 119.5 ?
C10 C11 H2 . . 119.5 ?
C2 C12 H7 . . 109.5 ?
C2 C12 H6 . . 109.5 ?
H7 C12 H6 . . 109.5 ?
C2 C12 H5 . . 109.5 ?
H7 C12 H5 . . 109.5 ?
H6 C12 H5 . . 109.5 ?
O3 C13 C3 . . 117.92(9) ?
O3 C13 C14 . . 119.77(9) ?
C3 C13 C14 . . 122.11(10) ?
C15 C14 C13 . . 117.32(10) ?
C15 C14 C27 . . 120.52(9) ?
C13 C14 C27 . . 122.05(10) ?
C5 C15 C14 . . 121.75(10) ?
C5 C15 H20 . . 119.1 ?
C14 C15 H20 . . 119.1 ?
O1 C16 N1 . . 125.23(10) ?
O1 C16 C7 . . 127.88(10) ?
N1 C16 C7 . . 106.89(9) ?
C11 C17 C18 . . 120.99(12) ?
C11 C17 H9 . . 119.5 ?
C18 C17 H9 . . 119.5 ?
C8 C18 C17 . . 118.81(11) ?
C8 C18 H10 . . 120.6 ?
C17 C18 H10 . . 120.6 ?
N1 C19 H13 . . 109.5 ?
N1 C19 H11 . . 109.5 ?
H13 C19 H11 . . 109.5 ?
N1 C19 H12 . . 109.5 ?
H13 C19 H12 . . 109.5 ?
H11 C19 H12 . . 109.5 ?
O2 C20 C21 . . 123.11(10) ?
O2 C20 C6 . . 119.54(10) ?
C21 C20 C6 . . 116.84(9) ?
C22 C21 C26 . . 119.63(10) ?
C22 C21 C20 . . 121.15(10) ?
C26 C21 C20 . . 119.15(10) ?
C23 C22 C21 . . 120.19(10) ?
C23 C22 H14 . . 119.9 ?
C21 C22 H14 . . 119.9 ?
C24 C23 C22 . . 119.82(11) ?
C24 C23 H18 . . 120.1 ?
C22 C23 H18 . . 120.1 ?
C23 C24 C25 . . 120.32(11) ?
C23 C24 H15 . . 119.8 ?
C25 C24 H15 . . 119.8 ?
C24 C25 C26 . . 120.02(11) ?
C24 C25 H16 . . 120.0 ?
C26 C25 H16 . . 120.0 ?
C25 C26 C21 . . 119.98(11) ?
C25 C26 H17 . . 120.0 ?
C21 C26 H17 . . 120.0 ?
C29 C27 C30 . . 106.79(10) ?
C29 C27 C28 . . 110.46(11) ?
C30 C27 C28 . . 107.09(10) ?
C29 C27 C14 . . 111.94(10) ?
C30 C27 C14 . . 111.70(9) ?
C28 C27 C14 . . 108.75(9) ?
C27 C28 H22 . . 109.5 ?
C27 C28 H23 . . 109.5 ?
H22 C28 H23 . . 109.5 ?
C27 C28 H21 . . 109.5 ?
H22 C28 H21 . . 109.5 ?
H23 C28 H21 . . 109.5 ?
C27 C29 H24 . . 109.5 ?
C27 C29 H25 . . 109.5 ?
H24 C29 H25 . . 109.5 ?
C27 C29 H26 . . 109.5 ?
H24 C29 H26 . . 109.5 ?
H25 C29 H26 . . 109.5 ?
C27 C30 H27 . . 109.5 ?
C27 C30 H29 . . 109.5 ?
H27 C30 H29 . . 109.5 ?
C27 C30 H28 . . 109.5 ?
H27 C30 H28 . . 109.5 ?
H29 C30 H28 . . 109.5 ?
C2 C31 H30 . . 109.5 ?
C2 C31 H31 . . 109.5 ?
H30 C31 H31 . . 109.5 ?
C2 C31 H32 . . 109.5 ?
H30 C31 H32 . . 109.5 ?
H31 C31 H32 . . 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
C31 C2 C3 C4 . . . . 0.00(14) ?
C12 C2 C3 C4 . . . . -118.65(11) ?
C1 C2 C3 C4 . . . . 119.14(11) ?
C31 C2 C3 C13 . . . . 178.66(10) ?
C12 C2 C3 C13 . . . . 60.01(13) ?
C1 C2 C3 C13 . . . . -62.20(13) ?
C13 C3 C4 C5 . . . . 2.99(15) ?
C2 C3 C4 C5 . . . . -178.29(9) ?
C3 C4 C5 C15 . . . . -4.46(16) ?
C3 C4 C5 C6 . . . . 177.65(9) ?
C15 C5 C6 C7 . . . . 69.17(14) ?
C4 C5 C6 C7 . . . . -112.97(12) ?
C15 C5 C6 C20 . . . . -112.49(11) ?
C4 C5 C6 C20 . . . . 65.37(12) ?
C5 C6 C7 C8 . . . . 2.70(18) ?
C20 C6 C7 C8 . . . . -175.47(10) ?
C5 C6 C7 C16 . . . . -179.61(9) ?
C20 C6 C7 C16 . . . . 2.23(16) ?
C6 C7 C8 C18 . . . . -1.6(2) ?
C16 C7 C8 C18 . . . . -179.56(12) ?
C6 C7 C8 C9 . . . . 177.93(11) ?
C16 C7 C8 C9 . . . . -0.06(11) ?
C18 C8 C9 C10 . . . . -0.44(16) ?
C7 C8 C9 C10 . . . . 179.97(10) ?
C18 C8 C9 N1 . . . . 179.48(9) ?
C7 C8 C9 N1 . . . . -0.12(12) ?
C16 N1 C9 C10 . . . . -179.83(11) ?
C19 N1 C9 C10 . . . . 0.66(18) ?
C16 N1 C9 C8 . . . . 0.27(12) ?
C19 N1 C9 C8 . . . . -179.25(10) ?
C8 C9 C10 C11 . . . . 0.44(17) ?
N1 C9 C10 C11 . . . . -179.46(11) ?
C9 C10 C11 C17 . . . . -0.22(18) ?
C4 C3 C13 O3 . . . . 177.04(9) ?
C2 C3 C13 O3 . . . . -1.66(15) ?
C4 C3 C13 C14 . . . . 2.14(15) ?
C2 C3 C13 C14 . . . . -176.56(9) ?
O3 C13 C14 C15 . . . . 179.59(9) ?
C3 C13 C14 C15 . . . . -5.60(15) ?
O3 C13 C14 C27 . . . . -4.22(15) ?
C3 C13 C14 C27 . . . . 170.59(10) ?
C4 C5 C15 C14 . . . . 0.74(16) ?
C6 C5 C15 C14 . . . . 178.61(10) ?
C13 C14 C15 C5 . . . . 4.12(15) ?
C27 C14 C15 C5 . . . . -172.13(10) ?
C9 N1 C16 O1 . . . . 179.60(10) ?
C19 N1 C16 O1 . . . . -0.88(18) ?
C9 N1 C16 C7 . . . . -0.29(12) ?
C19 N1 C16 C7 . . . . 179.23(10) ?
C6 C7 C16 O1 . . . . 2.11(17) ?
C8 C7 C16 O1 . . . . -179.68(10) ?
C6 C7 C16 N1 . . . . -178.00(10) ?
C8 C7 C16 N1 . . . . 0.21(11) ?
C10 C11 C17 C18 . . . . -0.01(19) ?
C9 C8 C18 C17 . . . . 0.19(16) ?
C7 C8 C18 C17 . . . . 179.65(11) ?
C11 C17 C18 C8 . . . . 0.02(17) ?
C7 C6 C20 O2 . . . . 91.92(13) ?
C5 C6 C20 O2 . . . . -86.42(12) ?
C7 C6 C20 C21 . . . . -96.06(12) ?
C5 C6 C20 C21 . . . . 85.60(11) ?
O2 C20 C21 C22 . . . . -175.42(10) ?
C6 C20 C21 C22 . . . . 12.88(15) ?
O2 C20 C21 C26 . . . . 7.67(16) ?
C6 C20 C21 C26 . . . . -164.03(10) ?
C26 C21 C22 C23 . . . . 1.25(16) ?
C20 C21 C22 C23 . . . . -175.64(10) ?
C21 C22 C23 C24 . . . . 0.51(18) ?
C22 C23 C24 C25 . . . . -1.76(18) ?
C23 C24 C25 C26 . . . . 1.23(18) ?
C24 C25 C26 C21 . . . . 0.55(17) ?
C22 C21 C26 C25 . . . . -1.78(16) ?
C20 C21 C26 C25 . . . . 175.17(10) ?
C15 C14 C27 C29 . . . . -118.24(12) ?
C13 C14 C27 C29 . . . . 65.68(14) ?
C15 C14 C27 C30 . . . . 1.46(15) ?
C13 C14 C27 C30 . . . . -174.62(10) ?
C15 C14 C27 C28 . . . . 119.43(11) ?
C13 C14 C27 C28 . . . . -56.64(14) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H3A O1 1_465 0.87 1.89 2.7454(12) 167.4 ?



