# 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_x
_database_code_depnum_ccdc_archive 'CCDC 1913961'
loop_
_audit_author_name
_audit_author_address
'Ding Du'
;China Pharmaceutical University
China
;
_audit_update_record             
;
2019-05-05 deposited with the CCDC.	2019-09-12 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            'C29 H28 N2 O4'
_chemical_formula_weight         468.53

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   31.713(6)
_cell_length_b                   9.7000(19)
_cell_length_c                   18.993(4)
_cell_angle_alpha                90
_cell_angle_beta                 121.61(3)
_cell_angle_gamma                90
_cell_volume                     4976(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9
_cell_measurement_theta_max      14

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_F_000             1984
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.9588
_exptl_absorpt_correction_T_max  0.9781
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7044
_diffrn_reflns_av_unetI/netI     0.0784
_diffrn_reflns_av_R_equivalents  0.0744
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.508
_diffrn_reflns_theta_max         25.377
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4566
_reflns_number_gt                2322
_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       ?
_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)+(0.0900P)²] 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     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4566
_refine_ls_number_parameters     316
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1426
_refine_ls_R_factor_gt           0.0677
_refine_ls_wR_factor_ref         0.1898
_refine_ls_wR_factor_gt          0.1500
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
N2 N 0.17304(10) 0.2381(3) 0.39021(16) 0.0491(7) Uani 1 1 d . . . . .
N1 N 0.14944(9) 0.4748(3) 0.17381(16) 0.0494(7) Uani 1 1 d . . . . .
C1 C 0.19161(11) 0.3517(3) 0.29875(18) 0.0450(8) Uani 1 1 d . . . . .
O1 O 0.21457(11) 0.3807(3) 0.50403(16) 0.0894(9) Uani 1 1 d . . . . .
C2 C 0.14828(12) 0.4498(3) 0.2434(2) 0.0498(8) Uani 1 1 d . . . . .
O2 O 0.15000(12) 0.1706(3) 0.48019(18) 0.0906(10) Uani 1 1 d . . . . .
O3 O 0.15056(9) 0.0198(2) 0.39013(15) 0.0593(7) Uani 1 1 d . . . . .
C3 C 0.19101(11) 0.4118(3) 0.17879(19) 0.0443(8) Uani 1 1 d . . . . .
O4 O 0.11968(10) 0.5006(3) 0.26008(16) 0.0702(7) Uani 1 1 d . . . . .
C4 C 0.20660(13) 0.4226(4) 0.1243(2) 0.0567(9) Uani 1 1 d . . . . .
H4A H 0.1886 0.4720 0.0752 0.068 Uiso 1 1 calc R U . . .
C5 C 0.25055(15) 0.3563(4) 0.1454(3) 0.0681(10) Uani 1 1 d . . . . .
H5A H 0.2626 0.3630 0.1102 0.082 Uiso 1 1 calc R U . . .
C6 C 0.27659(14) 0.2815(4) 0.2168(3) 0.0696(11) Uani 1 1 d . . . . .
H6A H 0.3055 0.2365 0.2288 0.084 Uiso 1 1 calc R U . . .
C7 C 0.26011(12) 0.2724(4) 0.2712(2) 0.0586(10) Uani 1 1 d . . . . .
H7A H 0.2779 0.2224 0.3200 0.070 Uiso 1 1 calc R U . . .
C8 C 0.21705(11) 0.3383(3) 0.25181(19) 0.0440(8) Uani 1 1 d . . . . .
C9 C 0.22217(13) 0.4127(4) 0.38559(19) 0.0598(9) Uani 1 1 d . . . . .
H9A H 0.2570 0.3916 0.4098 0.072 Uiso 1 1 calc R U . . .
H9B H 0.2182 0.5121 0.3838 0.072 Uiso 1 1 calc R U . . .
C10 C 0.20306(14) 0.3483(4) 0.4349(2) 0.0613(10) Uani 1 1 d . . . . .
C11 C 0.17359(12) 0.2118(3) 0.31405(18) 0.0429(7) Uani 1 1 d . . . . .
H11A H 0.1989 0.1421 0.3265 0.051 Uiso 1 1 calc R U . . .
C12 C 0.12510(13) 0.1607(3) 0.2426(2) 0.0512(8) Uani 1 1 d . . . . .
C13 C 0.08018(14) 0.2034(4) 0.2307(2) 0.0672(10) Uani 1 1 d . . . . .
H13A H 0.0796 0.2664 0.2671 0.081 Uiso 1 1 calc R U . . .
C14 C 0.03650(16) 0.1538(5) 0.1656(3) 0.0860(13) Uani 1 1 d . . . . .
H14A H 0.0065 0.1839 0.1577 0.103 Uiso 1 1 calc R U . . .
C15 C 0.0372(2) 0.0615(5) 0.1134(3) 0.0920(14) Uani 1 1 d . . . . .
H15A H 0.0074 0.0264 0.0706 0.110 Uiso 1 1 calc R U . . .
C16 C 0.0800(2) 0.0183(5) 0.1214(3) 0.0869(14) Uani 1 1 d . . . . .
H16A H 0.0797 -0.0433 0.0836 0.104 Uiso 1 1 calc R U . . .
C17 C 0.12535(16) 0.0684(4) 0.1883(2) 0.0698(11) Uani 1 1 d . . . . .
H17A H 0.1552 0.0387 0.1954 0.084 Uiso 1 1 calc R U . . .
C18 C 0.15635(13) 0.1417(4) 0.4250(2) 0.0557(9) Uani 1 1 d . . . . .
C19 C 0.12334(15) -0.0925(4) 0.4028(3) 0.0707(11) Uani 1 1 d . . . . .
C20 C 0.1207(3) -0.2001(5) 0.3442(4) 0.156(3) Uani 1 1 d . . . . .
H20A H 0.1036 -0.2796 0.3469 0.234 Uiso 1 1 calc R U . . .
H20B H 0.1033 -0.1640 0.2890 0.234 Uiso 1 1 calc R U . . .
H20C H 0.1536 -0.2259 0.3592 0.234 Uiso 1 1 calc R U . . .
C21 C 0.1517(2) -0.1377(6) 0.4917(4) 0.140(2) Uani 1 1 d . . . . .
H21A H 0.1340 -0.2102 0.4996 0.210 Uiso 1 1 calc R U . . .
H21B H 0.1838 -0.1708 0.5058 0.210 Uiso 1 1 calc R U . . .
H21C H 0.1556 -0.0611 0.5266 0.210 Uiso 1 1 calc R U . . .
C22 C 0.07257(17) -0.0402(5) 0.3784(4) 0.1166(19) Uani 1 1 d . . . . .
H22A H 0.0546 -0.1120 0.3863 0.175 Uiso 1 1 calc R U . . .
H22B H 0.0759 0.0378 0.4120 0.175 Uiso 1 1 calc R U . . .
H22C H 0.0550 -0.0134 0.3213 0.175 Uiso 1 1 calc R U . . .
C23 C 0.11609(13) 0.5693(4) 0.1094(2) 0.0612(10) Uani 1 1 d . . . . .
H23A H 0.1356 0.6367 0.1009 0.073 Uiso 1 1 calc R U . . .
H23B H 0.0971 0.6183 0.1281 0.073 Uiso 1 1 calc R U . . .
C24 C 0.08082(12) 0.5014(4) 0.0281(2) 0.0541(9) Uani 1 1 d . . . . .
C25 C 0.05186(14) 0.3930(4) 0.0236(2) 0.0672(10) Uani 1 1 d . . . . .
H25A H 0.0557 0.3570 0.0720 0.081 Uiso 1 1 calc R U . . .
C26 C 0.01731(15) 0.3365(4) -0.0511(3) 0.0806(12) Uani 1 1 d . . . . .
H26A H -0.0018 0.2623 -0.0529 0.097 Uiso 1 1 calc R U . . .
C27 C 0.01093(17) 0.3888(6) -0.1226(3) 0.0936(15) Uani 1 1 d . . . . .
H27A H -0.0132 0.3524 -0.1733 0.112 Uiso 1 1 calc R U . . .
C28 C 0.0398(2) 0.4940(6) -0.1196(3) 0.1082(17) Uani 1 1 d . . . . .
H28A H 0.0361 0.5284 -0.1682 0.130 Uiso 1 1 calc R U . . .
C29 C 0.07516(16) 0.5508(5) -0.0438(3) 0.0837(13) Uani 1 1 d . . . . .
H29A H 0.0950 0.6229 -0.0420 0.100 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
N2 C10 1.387(4) . ?
N2 C18 1.399(4) . ?
N2 C11 1.478(4) . ?
N1 C2 1.363(4) . ?
N1 C3 1.411(4) . ?
N1 C23 1.448(4) . ?
C1 C8 1.489(4) . ?
C1 C9 1.528(4) . ?
C1 C2 1.544(4) . ?
C1 C11 1.557(4) . ?
O1 C10 1.206(4) . ?
C2 O4 1.212(4) . ?
O2 C18 1.200(4) . ?
O3 C18 1.320(4) . ?
O3 C19 1.486(4) . ?
C3 C4 1.366(4) . ?
C3 C8 1.383(4) . ?
C4 C5 1.389(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.368(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.383(5) . ?
C6 H6A 0.9300 . ?
C7 C8 1.372(4) . ?
C7 H7A 0.9300 . ?
C9 C10 1.493(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 C12 1.505(4) . ?
C11 H11A 0.9800 . ?
C12 C17 1.369(5) . ?
C12 C13 1.383(5) . ?
C13 C14 1.372(5) . ?
C13 H13A 0.9300 . ?
C14 C15 1.344(6) . ?
C14 H14A 0.9300 . ?
C15 C16 1.352(6) . ?
C15 H15A 0.9300 . ?
C16 C17 1.415(6) . ?
C16 H16A 0.9300 . ?
C17 H17A 0.9300 . ?
C19 C20 1.496(6) . ?
C19 C21 1.503(6) . ?
C19 C22 1.510(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.503(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C29 1.368(5) . ?
C24 C25 1.368(5) . ?
C25 C26 1.372(5) . ?
C25 H25A 0.9300 . ?
C26 C27 1.363(6) . ?
C26 H26A 0.9300 . ?
C27 C28 1.352(7) . ?
C27 H27A 0.9300 . ?
C28 C29 1.394(6) . ?
C28 H28A 0.9300 . ?
C29 H29A 0.9300 . ?

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
C10 N2 C18 122.3(3) . . ?
C10 N2 C11 112.0(3) . . ?
C18 N2 C11 123.3(3) . . ?
C2 N1 C3 110.9(3) . . ?
C2 N1 C23 123.5(3) . . ?
C3 N1 C23 125.0(3) . . ?
C8 C1 C9 116.4(3) . . ?
C8 C1 C2 102.4(3) . . ?
C9 C1 C2 109.3(3) . . ?
C8 C1 C11 113.8(2) . . ?
C9 C1 C11 102.9(2) . . ?
C2 C1 C11 112.4(3) . . ?
O4 C2 N1 125.8(3) . . ?
O4 C2 C1 126.4(3) . . ?
N1 C2 C1 107.7(3) . . ?
C18 O3 C19 121.0(3) . . ?
C4 C3 C8 122.5(3) . . ?
C4 C3 N1 127.8(3) . . ?
C8 C3 N1 109.7(3) . . ?
C3 C4 C5 116.9(3) . . ?
C3 C4 H4A 121.6 . . ?
C5 C4 H4A 121.6 . . ?
C6 C5 C4 121.7(3) . . ?
C6 C5 H5A 119.2 . . ?
C4 C5 H5A 119.2 . . ?
C5 C6 C7 120.4(3) . . ?
C5 C6 H6A 119.8 . . ?
C7 C6 H6A 119.8 . . ?
C8 C7 C6 118.9(3) . . ?
C8 C7 H7A 120.6 . . ?
C6 C7 H7A 120.6 . . ?
C7 C8 C3 119.7(3) . . ?
C7 C8 C1 131.0(3) . . ?
C3 C8 C1 109.2(3) . . ?
C10 C9 C1 106.1(3) . . ?
C10 C9 H9A 110.5 . . ?
C1 C9 H9A 110.5 . . ?
C10 C9 H9B 110.5 . . ?
C1 C9 H9B 110.5 . . ?
H9A C9 H9B 108.7 . . ?
O1 C10 N2 125.9(4) . . ?
O1 C10 C9 125.7(4) . . ?
N2 C10 C9 108.3(3) . . ?
N2 C11 C12 114.1(3) . . ?
N2 C11 C1 103.1(2) . . ?
C12 C11 C1 114.9(3) . . ?
N2 C11 H11A 108.1 . . ?
C12 C11 H11A 108.1 . . ?
C1 C11 H11A 108.1 . . ?
C17 C12 C13 119.0(4) . . ?
C17 C12 C11 119.2(3) . . ?
C13 C12 C11 121.8(3) . . ?
C14 C13 C12 120.6(4) . . ?
C14 C13 H13A 119.7 . . ?
C12 C13 H13A 119.7 . . ?
C15 C14 C13 119.9(5) . . ?
C15 C14 H14A 120.1 . . ?
C13 C14 H14A 120.1 . . ?
C14 C15 C16 121.8(5) . . ?
C14 C15 H15A 119.1 . . ?
C16 C15 H15A 119.1 . . ?
C15 C16 C17 118.8(4) . . ?
C15 C16 H16A 120.6 . . ?
C17 C16 H16A 120.6 . . ?
C12 C17 C16 119.8(4) . . ?
C12 C17 H17A 120.1 . . ?
C16 C17 H17A 120.1 . . ?
O2 C18 O3 127.2(3) . . ?
O2 C18 N2 122.4(3) . . ?
O3 C18 N2 110.5(3) . . ?
O3 C19 C20 101.6(3) . . ?
O3 C19 C21 109.8(4) . . ?
C20 C19 C21 113.5(5) . . ?
O3 C19 C22 108.7(3) . . ?
C20 C19 C22 111.8(5) . . ?
C21 C19 C22 111.0(4) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N1 C23 C24 114.3(3) . . ?
N1 C23 H23A 108.7 . . ?
C24 C23 H23A 108.7 . . ?
N1 C23 H23B 108.7 . . ?
C24 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C29 C24 C25 118.3(4) . . ?
C29 C24 C23 120.6(3) . . ?
C25 C24 C23 121.0(3) . . ?
C24 C25 C26 121.2(4) . . ?
C24 C25 H25A 119.4 . . ?
C26 C25 H25A 119.4 . . ?
C27 C26 C25 120.2(4) . . ?
C27 C26 H26A 119.9 . . ?
C25 C26 H26A 119.9 . . ?
C28 C27 C26 119.7(4) . . ?
C28 C27 H27A 120.1 . . ?
C26 C27 H27A 120.1 . . ?
C27 C28 C29 120.1(5) . . ?
C27 C28 H28A 119.9 . . ?
C29 C28 H28A 119.9 . . ?
C24 C29 C28 120.4(4) . . ?
C24 C29 H29A 119.8 . . ?
C28 C29 H29A 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C2 O4 172.9(3) . . . . ?
C23 N1 C2 O4 0.8(5) . . . . ?
C3 N1 C2 C1 -4.1(3) . . . . ?
C23 N1 C2 C1 -176.2(3) . . . . ?
C8 C1 C2 O4 -173.0(3) . . . . ?
C9 C1 C2 O4 -49.0(4) . . . . ?
C11 C1 C2 O4 64.6(4) . . . . ?
C8 C1 C2 N1 4.0(3) . . . . ?
C9 C1 C2 N1 127.9(3) . . . . ?
C11 C1 C2 N1 -118.4(3) . . . . ?
C2 N1 C3 C4 -174.5(3) . . . . ?
C23 N1 C3 C4 -2.6(5) . . . . ?
C2 N1 C3 C8 2.5(3) . . . . ?
C23 N1 C3 C8 174.5(3) . . . . ?
C8 C3 C4 C5 -0.3(5) . . . . ?
N1 C3 C4 C5 176.4(3) . . . . ?
C3 C4 C5 C6 1.2(5) . . . . ?
C4 C5 C6 C7 -1.4(6) . . . . ?
C5 C6 C7 C8 0.7(6) . . . . ?
C6 C7 C8 C3 0.2(5) . . . . ?
C6 C7 C8 C1 -177.2(3) . . . . ?
C4 C3 C8 C7 -0.4(5) . . . . ?
N1 C3 C8 C7 -177.6(3) . . . . ?
C4 C3 C8 C1 177.5(3) . . . . ?
N1 C3 C8 C1 0.3(3) . . . . ?
C9 C1 C8 C7 55.9(5) . . . . ?
C2 C1 C8 C7 175.0(3) . . . . ?
C11 C1 C8 C7 -63.4(4) . . . . ?
C9 C1 C8 C3 -121.7(3) . . . . ?
C2 C1 C8 C3 -2.6(3) . . . . ?
C11 C1 C8 C3 119.0(3) . . . . ?
C8 C1 C9 C10 -149.4(3) . . . . ?
C2 C1 C9 C10 95.3(3) . . . . ?
C11 C1 C9 C10 -24.3(3) . . . . ?
C18 N2 C10 O1 -6.6(5) . . . . ?
C11 N2 C10 O1 -169.7(3) . . . . ?
C18 N2 C10 C9 168.6(3) . . . . ?
C11 N2 C10 C9 5.6(4) . . . . ?
C1 C9 C10 O1 -172.2(3) . . . . ?
C1 C9 C10 N2 12.6(4) . . . . ?
C10 N2 C11 C12 -146.1(3) . . . . ?
C18 N2 C11 C12 51.1(4) . . . . ?
C10 N2 C11 C1 -20.8(3) . . . . ?
C18 N2 C11 C1 176.3(3) . . . . ?
C8 C1 C11 N2 153.5(2) . . . . ?
C9 C1 C11 N2 26.8(3) . . . . ?
C2 C1 C11 N2 -90.7(3) . . . . ?
C8 C1 C11 C12 -81.7(3) . . . . ?
C9 C1 C11 C12 151.5(3) . . . . ?
C2 C1 C11 C12 34.0(4) . . . . ?
N2 C11 C12 C17 -145.8(3) . . . . ?
C1 C11 C12 C17 95.5(4) . . . . ?
N2 C11 C12 C13 33.7(4) . . . . ?
C1 C11 C12 C13 -85.0(4) . . . . ?
C17 C12 C13 C14 0.3(5) . . . . ?
C11 C12 C13 C14 -179.2(3) . . . . ?
C12 C13 C14 C15 0.8(6) . . . . ?
C13 C14 C15 C16 -2.0(7) . . . . ?
C14 C15 C16 C17 2.2(7) . . . . ?
C13 C12 C17 C16 -0.1(5) . . . . ?
C11 C12 C17 C16 179.3(3) . . . . ?
C15 C16 C17 C12 -1.0(6) . . . . ?
C19 O3 C18 O2 14.9(6) . . . . ?
C19 O3 C18 N2 -166.9(3) . . . . ?
C10 N2 C18 O2 28.9(5) . . . . ?
C11 N2 C18 O2 -169.9(3) . . . . ?
C10 N2 C18 O3 -149.4(3) . . . . ?
C11 N2 C18 O3 11.8(4) . . . . ?
C18 O3 C19 C20 173.0(4) . . . . ?
C18 O3 C19 C21 -66.6(5) . . . . ?
C18 O3 C19 C22 55.0(5) . . . . ?
C2 N1 C23 C24 -113.8(4) . . . . ?
C3 N1 C23 C24 75.2(4) . . . . ?
N1 C23 C24 C29 -130.6(4) . . . . ?
N1 C23 C24 C25 52.5(5) . . . . ?
C29 C24 C25 C26 -1.2(6) . . . . ?
C23 C24 C25 C26 175.7(3) . . . . ?
C24 C25 C26 C27 -0.6(6) . . . . ?
C25 C26 C27 C28 2.0(7) . . . . ?
C26 C27 C28 C29 -1.6(8) . . . . ?
C25 C24 C29 C28 1.6(6) . . . . ?
C23 C24 C29 C28 -175.3(4) . . . . ?
C27 C28 C29 C24 -0.2(8) . . . . ?

_refine_diff_density_max         0.295
_refine_diff_density_min         -0.192
_refine_diff_density_rms         0.050

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_x_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1913962'
loop_
_audit_author_name
_audit_author_address
'Ding Du'
;China Pharmaceutical University
China
;
_audit_update_record             
;
2019-05-05 deposited with the CCDC.	2019-09-12 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            'C31 H29 N3 O5'
_chemical_formula_weight         523.57

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_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, z+1/2'

_cell_length_a                   9.3940(19)
_cell_length_b                   10.781(2)
_cell_length_c                   13.904(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.87(3)
_cell_angle_gamma                90
_cell_volume                     1347.6(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      9
_cell_measurement_theta_max      12

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.088
_shelx_estimated_absorpt_T_min   0.974
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Nonius CAD4'
_diffrn_measurement_method       ω/2θ
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            2626
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_av_R_equivalents  0.00
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.889
_diffrn_reflns_theta_max         25.378
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.531
_diffrn_reflns_point_group_measured_fraction_full 0.533
_reflns_number_total             2626
_reflns_number_gt                1882
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.064
_reflns_Friedel_fraction_max     0.064
_reflns_Friedel_fraction_full    0.063

_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)+(0.1000P)²+0.1500P] 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     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 105 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   10.0(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2626
_refine_ls_number_parameters     352
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1651
_refine_ls_wR_factor_gt          0.1457
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.002
_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
O1 O 0.0653(5) 0.2799(5) 0.2689(4) 0.0681(13) Uani 1 1 d . . . . .
N1 N 0.1902(5) 0.4379(4) 0.3675(3) 0.0459(12) Uani 1 1 d . . . . .
C1 C 0.2586(6) 0.3960(5) 0.2212(4) 0.0408(13) Uani 1 1 d . . . . .
N2 N 0.4006(6) 0.3222(4) 0.1192(3) 0.0455(12) Uani 1 1 d . . . . .
O2 O 0.3035(6) 0.4482(4) -0.0191(3) 0.0716(14) Uani 1 1 d . . . . .
C2 C 0.3434(6) 0.5057(5) 0.2768(4) 0.0428(14) Uani 1 1 d . . . . .
O3 O 0.1658(5) 0.1402(4) 0.1063(3) 0.0573(11) Uani 1 1 d . . . . .
N3 N 0.3081(5) 0.0872(4) 0.2652(3) 0.0450(12) Uani 1 1 d . . . . .
C3 C 0.4416(8) 0.5856(6) 0.2550(5) 0.0621(18) Uani 1 1 d . . . . .
H3A H 0.4728 0.5738 0.1981 0.075 Uiso 1 1 calc R U . . .
O4 O 0.5385(6) 0.2820(5) 0.0117(4) 0.0757(15) Uani 1 1 d . . . . .
C4 C 0.4948(9) 0.6854(6) 0.3192(6) 0.0662(19) Uani 1 1 d . . . . .
H4A H 0.5635 0.7397 0.3056 0.079 Uiso 1 1 calc R U . . .
O5 O 0.5219(6) 0.1439(4) 0.1291(3) 0.0623(12) Uani 1 1 d . . . . .
C5 C 0.4470(9) 0.7040(6) 0.4017(5) 0.067(2) Uani 1 1 d . . . . .
H5A H 0.4839 0.7710 0.4437 0.081 Uiso 1 1 calc R U . . .
C6 C 0.3459(8) 0.6263(5) 0.4240(5) 0.0610(19) Uani 1 1 d . . . . .
H6A H 0.3129 0.6403 0.4800 0.073 Uiso 1 1 calc R U . . .
C7 C 0.2939(7) 0.5262(5) 0.3612(4) 0.0445(14) Uani 1 1 d . . . . .
C8 C 0.1576(7) 0.3623(5) 0.2859(4) 0.0456(14) Uani 1 1 d . . . . .
C9 C 0.1247(8) 0.4261(7) 0.4492(5) 0.0588(17) Uani 1 1 d . . . . .
H9A H 0.0484 0.3626 0.4325 0.071 Uiso 1 1 calc R U . . .
H9B H 0.0774 0.5039 0.4572 0.071 Uiso 1 1 calc R U . . .
C10 C 0.2382(7) 0.3929(5) 0.5474(5) 0.0505(15) Uani 1 1 d . . . . .
C11 C 0.2357(9) 0.4492(7) 0.6360(5) 0.075(2) Uani 1 1 d . . . . .
H11A H 0.1660 0.5109 0.6348 0.090 Uiso 1 1 calc R U . . .
C12 C 0.3361(10) 0.4148(9) 0.7271(6) 0.086(2) Uani 1 1 d . . . . .
H12A H 0.3323 0.4532 0.7862 0.103 Uiso 1 1 calc R U . . .
C13 C 0.4372(9) 0.3276(8) 0.7303(5) 0.078(2) Uani 1 1 d . . . . .
H13A H 0.5019 0.3033 0.7916 0.093 Uiso 1 1 calc R U . . .
C14 C 0.4460(10) 0.2734(8) 0.6425(6) 0.079(2) Uani 1 1 d . . . . .
H14A H 0.5190 0.2146 0.6438 0.095 Uiso 1 1 calc R U . . .
C15 C 0.3460(8) 0.3070(6) 0.5531(5) 0.0650(19) Uani 1 1 d . . . . .
H15A H 0.3523 0.2695 0.4942 0.078 Uiso 1 1 calc R U . . .
C16 C 0.3550(6) 0.2824(5) 0.2077(4) 0.0387(12) Uani 1 1 d . . . . .
C17 C 0.4750(6) 0.2487(5) 0.3027(4) 0.0404(13) Uani 1 1 d . . . . .
C18 C 0.6003(7) 0.3076(6) 0.3578(4) 0.0515(15) Uani 1 1 d . . . . .
H18A H 0.6256 0.3847 0.3376 0.062 Uiso 1 1 calc R U . . .
C19 C 0.6900(8) 0.2523(7) 0.4442(5) 0.0631(18) Uani 1 1 d . . . . .
H19A H 0.7772 0.2909 0.4813 0.076 Uiso 1 1 calc R U . . .
C20 C 0.6480(8) 0.1376(6) 0.4750(5) 0.0598(18) Uani 1 1 d . . . . .
H20A H 0.7070 0.1016 0.5339 0.072 Uiso 1 1 calc R U . . .
C21 C 0.5218(7) 0.0773(6) 0.4202(4) 0.0525(16) Uani 1 1 d . . . . .
H21A H 0.4959 0.0007 0.4409 0.063 Uiso 1 1 calc R U . . .
C22 C 0.4334(6) 0.1329(5) 0.3332(4) 0.0418(13) Uani 1 1 d . . . . .
C23 C 0.2604(6) 0.1629(5) 0.1829(4) 0.0421(13) Uani 1 1 d . . . . .
C24 C 0.2351(8) -0.0289(6) 0.2733(5) 0.0646(19) Uani 1 1 d . . . . .
H24A H 0.1498 -0.0390 0.2157 0.097 Uiso 1 1 calc R U . . .
H24B H 0.3030 -0.0963 0.2762 0.097 Uiso 1 1 calc R U . . .
H24C H 0.2040 -0.0285 0.3332 0.097 Uiso 1 1 calc R U . . .
C25 C 0.1806(7) 0.4304(6) 0.1104(4) 0.0524(16) Uani 1 1 d . . . . .
H25A H 0.0934 0.3791 0.0828 0.063 Uiso 1 1 calc R U . . .
H25B H 0.1510 0.5170 0.1043 0.063 Uiso 1 1 calc R U . . .
C26 C 0.2956(8) 0.4061(5) 0.0593(4) 0.0517(16) Uani 1 1 d . . . . .
C27 C 0.4916(7) 0.2492(6) 0.0787(4) 0.0520(15) Uani 1 1 d . . . . .
C28 C 0.6254(9) 0.0517(7) 0.1065(6) 0.070(2) Uani 1 1 d . . . . .
C29 C 0.5619(14) 0.0061(9) -0.0008(7) 0.127(4) Uani 1 1 d . . . . .
H29A H 0.4646 -0.0278 -0.0093 0.190 Uiso 1 1 calc R U . . .
H29B H 0.5554 0.0742 -0.0464 0.190 Uiso 1 1 calc R U . . .
H29C H 0.6258 -0.0568 -0.0145 0.190 Uiso 1 1 calc R U . . .
C30 C 0.7744(12) 0.1042(9) 0.1220(11) 0.132(4) Uani 1 1 d . . . . .
H30A H 0.8385 0.0426 0.1068 0.198 Uiso 1 1 calc R U . . .
H30B H 0.7684 0.1744 0.0786 0.198 Uiso 1 1 calc R U . . .
H30C H 0.8137 0.1299 0.1907 0.198 Uiso 1 1 calc R U . . .
C31 C 0.6176(14) -0.0527(8) 0.1793(8) 0.126(4) Uani 1 1 d . . . . .
H31A H 0.5170 -0.0820 0.1645 0.189 Uiso 1 1 calc R U . . .
H31B H 0.6812 -0.1195 0.1723 0.189 Uiso 1 1 calc R U . . .
H31C H 0.6495 -0.0219 0.2470 0.189 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 C8 1.216(7) . ?
N1 C8 1.358(7) . ?
N1 C7 1.383(8) . ?
N1 C9 1.446(8) . ?
C1 C2 1.508(8) . ?
C1 C8 1.529(8) . ?
C1 C25 1.547(8) . ?
C1 C16 1.566(8) . ?
N2 C27 1.396(8) . ?
N2 C26 1.416(8) . ?
N2 C16 1.479(7) . ?
O2 C26 1.203(7) . ?
C2 C3 1.359(9) . ?
C2 C7 1.399(8) . ?
O3 C23 1.198(7) . ?
N3 C22 1.370(7) . ?
N3 C23 1.370(7) . ?
N3 C24 1.447(7) . ?
C3 C4 1.395(9) . ?
C3 H3A 0.9300 . ?
O4 C27 1.194(7) . ?
C4 C5 1.362(11) . ?
C4 H4A 0.9300 . ?
O5 C27 1.321(7) . ?
O5 C28 1.487(8) . ?
C5 C6 1.369(11) . ?
C5 H5A 0.9300 . ?
C6 C7 1.385(8) . ?
C6 H6A 0.9300 . ?
C9 C10 1.511(9) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C15 1.358(9) . ?
C10 C11 1.379(9) . ?
C11 C12 1.392(10) . ?
C11 H11A 0.9300 . ?
C12 C13 1.328(12) . ?
C12 H12A 0.9300 . ?
C13 C14 1.377(11) . ?
C13 H13A 0.9300 . ?
C14 C15 1.371(10) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.511(7) . ?
C16 C23 1.546(8) . ?
C17 C18 1.361(8) . ?
C17 C22 1.410(7) . ?
C18 C19 1.385(9) . ?
C18 H18A 0.9300 . ?
C19 C20 1.402(10) . ?
C19 H19A 0.9300 . ?
C20 C21 1.373(9) . ?
C20 H20A 0.9300 . ?
C21 C22 1.388(8) . ?
C21 H21A 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.479(9) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C28 C30 1.466(13) . ?
C28 C29 1.518(11) . ?
C28 C31 1.530(10) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 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
C8 N1 C7 110.6(5) . . ?
C8 N1 C9 124.0(5) . . ?
C7 N1 C9 125.4(5) . . ?
C2 C1 C8 102.1(4) . . ?
C2 C1 C25 110.5(5) . . ?
C8 C1 C25 116.6(5) . . ?
C2 C1 C16 116.0(5) . . ?
C8 C1 C16 111.3(4) . . ?
C25 C1 C16 101.0(4) . . ?
C27 N2 C26 121.7(5) . . ?
C27 N2 C16 122.1(5) . . ?
C26 N2 C16 110.8(5) . . ?
C3 C2 C7 120.0(5) . . ?
C3 C2 C1 132.4(6) . . ?
C7 C2 C1 107.4(5) . . ?
C22 N3 C23 111.7(4) . . ?
C22 N3 C24 126.1(5) . . ?
C23 N3 C24 122.2(5) . . ?
C2 C3 C4 119.1(7) . . ?
C2 C3 H3A 120.4 . . ?
C4 C3 H3A 120.4 . . ?
C5 C4 C3 120.5(7) . . ?
C5 C4 H4A 119.8 . . ?
C3 C4 H4A 119.8 . . ?
C27 O5 C28 121.0(5) . . ?
C4 C5 C6 121.4(6) . . ?
C4 C5 H5A 119.3 . . ?
C6 C5 H5A 119.3 . . ?
C5 C6 C7 118.4(7) . . ?
C5 C6 H6A 120.8 . . ?
C7 C6 H6A 120.8 . . ?
N1 C7 C6 128.5(6) . . ?
N1 C7 C2 110.9(5) . . ?
C6 C7 C2 120.6(6) . . ?
O1 C8 N1 125.2(6) . . ?
O1 C8 C1 126.1(5) . . ?
N1 C8 C1 108.7(5) . . ?
N1 C9 C10 112.4(5) . . ?
N1 C9 H9A 109.1 . . ?
C10 C9 H9A 109.1 . . ?
N1 C9 H9B 109.1 . . ?
C10 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
C15 C10 C11 117.0(6) . . ?
C15 C10 C9 122.2(5) . . ?
C11 C10 C9 120.8(6) . . ?
C10 C11 C12 120.8(7) . . ?
C10 C11 H11A 119.6 . . ?
C12 C11 H11A 119.6 . . ?
C13 C12 C11 120.5(7) . . ?
C13 C12 H12A 119.7 . . ?
C11 C12 H12A 119.7 . . ?
C12 C13 C14 119.8(7) . . ?
C12 C13 H13A 120.1 . . ?
C14 C13 H13A 120.1 . . ?
C15 C14 C13 119.3(8) . . ?
C15 C14 H14A 120.3 . . ?
C13 C14 H14A 120.3 . . ?
C10 C15 C14 122.4(6) . . ?
C10 C15 H15A 118.8 . . ?
C14 C15 H15A 118.8 . . ?
N2 C16 C17 118.3(5) . . ?
N2 C16 C23 110.0(4) . . ?
C17 C16 C23 103.2(4) . . ?
N2 C16 C1 100.9(4) . . ?
C17 C16 C1 113.2(4) . . ?
C23 C16 C1 111.4(4) . . ?
C18 C17 C22 120.9(5) . . ?
C18 C17 C16 133.2(5) . . ?
C22 C17 C16 105.9(5) . . ?
C17 C18 C19 119.7(6) . . ?
C17 C18 H18A 120.1 . . ?
C19 C18 H18A 120.1 . . ?
C18 C19 C20 119.4(6) . . ?
C18 C19 H19A 120.3 . . ?
C20 C19 H19A 120.3 . . ?
C21 C20 C19 121.4(6) . . ?
C21 C20 H20A 119.3 . . ?
C19 C20 H20A 119.3 . . ?
C20 C21 C22 118.8(6) . . ?
C20 C21 H21A 120.6 . . ?
C22 C21 H21A 120.6 . . ?
N3 C22 C21 128.5(5) . . ?
N3 C22 C17 111.6(5) . . ?
C21 C22 C17 119.7(5) . . ?
O3 C23 N3 126.8(5) . . ?
O3 C23 C16 126.7(5) . . ?
N3 C23 C16 106.4(5) . . ?
N3 C24 H24A 109.5 . . ?
N3 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N3 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C1 103.6(5) . . ?
C26 C25 H25A 111.0 . . ?
C1 C25 H25A 111.0 . . ?
C26 C25 H25B 111.0 . . ?
C1 C25 H25B 111.0 . . ?
H25A C25 H25B 109.0 . . ?
O2 C26 N2 124.0(6) . . ?
O2 C26 C25 127.9(6) . . ?
N2 C26 C25 108.1(5) . . ?
O4 C27 O5 126.7(6) . . ?
O4 C27 N2 123.8(6) . . ?
O5 C27 N2 109.5(5) . . ?
C30 C28 O5 111.4(7) . . ?
C30 C28 C29 110.8(9) . . ?
O5 C28 C29 109.2(7) . . ?
C30 C28 C31 114.5(9) . . ?
O5 C28 C31 101.0(5) . . ?
C29 C28 C31 109.4(8) . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C28 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 C1 C2 C3 -173.7(6) . . . . ?
C25 C1 C2 C3 -49.1(8) . . . . ?
C16 C1 C2 C3 65.1(8) . . . . ?
C8 C1 C2 C7 0.6(5) . . . . ?
C25 C1 C2 C7 125.2(5) . . . . ?
C16 C1 C2 C7 -120.6(5) . . . . ?
C7 C2 C3 C4 1.8(9) . . . . ?
C1 C2 C3 C4 175.5(6) . . . . ?
C2 C3 C4 C5 -1.2(10) . . . . ?
C3 C4 C5 C6 -0.1(10) . . . . ?
C4 C5 C6 C7 0.8(9) . . . . ?
C8 N1 C7 C6 173.7(6) . . . . ?
C9 N1 C7 C6 -6.4(9) . . . . ?
C8 N1 C7 C2 -4.7(6) . . . . ?
C9 N1 C7 C2 175.2(5) . . . . ?
C5 C6 C7 N1 -178.5(6) . . . . ?
C5 C6 C7 C2 -0.2(8) . . . . ?
C3 C2 C7 N1 177.4(5) . . . . ?
C1 C2 C7 N1 2.3(6) . . . . ?
C3 C2 C7 C6 -1.1(8) . . . . ?
C1 C2 C7 C6 -176.2(5) . . . . ?
C7 N1 C8 O1 -176.4(6) . . . . ?
C9 N1 C8 O1 3.7(9) . . . . ?
C7 N1 C8 C1 5.0(6) . . . . ?
C9 N1 C8 C1 -174.9(5) . . . . ?
C2 C1 C8 O1 178.1(6) . . . . ?
C25 C1 C8 O1 57.6(8) . . . . ?
C16 C1 C8 O1 -57.6(7) . . . . ?
C2 C1 C8 N1 -3.3(6) . . . . ?
C25 C1 C8 N1 -123.8(5) . . . . ?
C16 C1 C8 N1 121.0(5) . . . . ?
C8 N1 C9 C10 115.4(6) . . . . ?
C7 N1 C9 C10 -64.5(8) . . . . ?
N1 C9 C10 C15 -42.4(9) . . . . ?
N1 C9 C10 C11 137.9(7) . . . . ?
C15 C10 C11 C12 -2.5(11) . . . . ?
C9 C10 C11 C12 177.2(8) . . . . ?
C10 C11 C12 C13 0.5(14) . . . . ?
C11 C12 C13 C14 2.0(14) . . . . ?
C12 C13 C14 C15 -2.5(13) . . . . ?
C11 C10 C15 C14 2.0(10) . . . . ?
C9 C10 C15 C14 -177.7(7) . . . . ?
C13 C14 C15 C10 0.5(12) . . . . ?
C27 N2 C16 C17 55.3(7) . . . . ?
C26 N2 C16 C17 -150.3(5) . . . . ?
C27 N2 C16 C23 -62.9(6) . . . . ?
C26 N2 C16 C23 91.5(5) . . . . ?
C27 N2 C16 C1 179.4(5) . . . . ?
C26 N2 C16 C1 -26.2(5) . . . . ?
C2 C1 C16 N2 -82.1(5) . . . . ?
C8 C1 C16 N2 161.7(4) . . . . ?
C25 C1 C16 N2 37.3(5) . . . . ?
C2 C1 C16 C17 45.3(6) . . . . ?
C8 C1 C16 C17 -70.8(6) . . . . ?
C25 C1 C16 C17 164.8(5) . . . . ?
C2 C1 C16 C23 161.1(4) . . . . ?
C8 C1 C16 C23 45.0(6) . . . . ?
C25 C1 C16 C23 -79.4(5) . . . . ?
N2 C16 C17 C18 51.2(9) . . . . ?
C23 C16 C17 C18 173.0(6) . . . . ?
C1 C16 C17 C18 -66.5(8) . . . . ?
N2 C16 C17 C22 -130.5(5) . . . . ?
C23 C16 C17 C22 -8.8(5) . . . . ?
C1 C16 C17 C22 111.8(5) . . . . ?
C22 C17 C18 C19 1.2(9) . . . . ?
C16 C17 C18 C19 179.3(6) . . . . ?
C17 C18 C19 C20 -1.7(10) . . . . ?
C18 C19 C20 C21 1.6(10) . . . . ?
C19 C20 C21 C22 -1.0(9) . . . . ?
C23 N3 C22 C21 -173.3(6) . . . . ?
C24 N3 C22 C21 3.9(9) . . . . ?
C23 N3 C22 C17 3.1(6) . . . . ?
C24 N3 C22 C17 -179.8(6) . . . . ?
C20 C21 C22 N3 176.5(6) . . . . ?
C20 C21 C22 C17 0.4(8) . . . . ?
C18 C17 C22 N3 -177.3(5) . . . . ?
C16 C17 C22 N3 4.2(6) . . . . ?
C18 C17 C22 C21 -0.6(8) . . . . ?
C16 C17 C22 C21 -179.1(5) . . . . ?
C22 N3 C23 O3 170.2(5) . . . . ?
C24 N3 C23 O3 -7.1(9) . . . . ?
C22 N3 C23 C16 -8.7(6) . . . . ?
C24 N3 C23 C16 174.0(5) . . . . ?
N2 C16 C23 O3 -41.2(7) . . . . ?
C17 C16 C23 O3 -168.4(6) . . . . ?
C1 C16 C23 O3 69.8(7) . . . . ?
N2 C16 C23 N3 137.7(5) . . . . ?
C17 C16 C23 N3 10.6(5) . . . . ?
C1 C16 C23 N3 -111.2(5) . . . . ?
C2 C1 C25 C26 87.1(5) . . . . ?
C8 C1 C25 C26 -157.0(5) . . . . ?
C16 C1 C25 C26 -36.2(5) . . . . ?
C27 N2 C26 O2 -22.3(9) . . . . ?
C16 N2 C26 O2 -176.8(6) . . . . ?
C27 N2 C26 C25 157.9(5) . . . . ?
C16 N2 C26 C25 3.4(6) . . . . ?
C1 C25 C26 O2 -158.3(6) . . . . ?
C1 C25 C26 N2 21.4(6) . . . . ?
C28 O5 C27 O4 0.9(11) . . . . ?
C28 O5 C27 N2 -175.8(6) . . . . ?
C26 N2 C27 O4 33.6(9) . . . . ?
C16 N2 C27 O4 -174.8(6) . . . . ?
C26 N2 C27 O5 -149.5(5) . . . . ?
C16 N2 C27 O5 2.1(8) . . . . ?
C27 O5 C28 C30 60.5(10) . . . . ?
C27 O5 C28 C29 -62.3(9) . . . . ?
C27 O5 C28 C31 -177.5(7) . . . . ?

_refine_diff_density_max         0.217
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.060

