# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2154340'
loop_
_audit_author_name
_audit_author_address
'Wu guoqing'
;China Pharmaceutical University
China
;
_audit_update_record             
;
2022-03-01 deposited with the CCDC.	2022-04-14 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            'C34 H28 N3 O3'
_chemical_formula_weight         526.59

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   10.3432(10)
_cell_length_b                   11.855(9)
_cell_length_c                   12.430(9)
_cell_angle_alpha                79.657(15)
_cell_angle_beta                 66.16(2)
_cell_angle_gamma                74.86(4)
_cell_volume                     1341.0(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    831
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      19.52

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             554
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.983
_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            35658
_diffrn_reflns_av_unetI/netI     0.1265
_diffrn_reflns_av_R_equivalents  0.1443
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.426
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4691
_reflns_number_gt                2704
_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)+(0.0161P)²+6.1316P] 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         4691
_refine_ls_number_parameters     338
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2444
_refine_ls_R_factor_gt           0.1549
_refine_ls_wR_factor_ref         0.2436
_refine_ls_wR_factor_gt          0.2141
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_restrained_S_all      1.170
_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 0.8851(10) 0.8229(8) -0.0747(8) 0.080(3) Uani 1 1 d . . . . .
H1A H 0.9577 0.8224 -0.0450 0.119 Uiso 1 1 calc R U . . .
H1B H 0.8397 0.9024 -0.0900 0.119 Uiso 1 1 calc R U . . .
H1C H 0.9292 0.7844 -0.1465 0.119 Uiso 1 1 calc R U . . .
C2 C 0.7752(9) 0.7603(7) 0.0138(7) 0.062(2) Uani 1 1 d . . . . .
H2A H 0.7319 0.7975 0.0873 0.074 Uiso 1 1 calc R U . . .
H2B H 0.6994 0.7631 -0.0143 0.074 Uiso 1 1 calc R U . . .
C3 C 0.7593(9) 0.5762(7) 0.1183(6) 0.0413(18) Uani 1 1 d . . . . .
C4 C 0.6137(7) 0.2504(6) 0.2873(5) 0.0357(17) Uani 1 1 d . . . . .
C5 C 0.7017(7) 0.3142(6) 0.1953(6) 0.0415(18) Uani 1 1 d . . . . .
C6 C 0.7222(8) 0.3037(7) 0.0787(6) 0.052(2) Uani 1 1 d . . . . .
H6 H 0.7813 0.3469 0.0174 0.062 Uiso 1 1 calc R U . . .
C7 C 0.6568(9) 0.2314(7) 0.0538(6) 0.056(2) Uani 1 1 d . . . . .
H7 H 0.6694 0.2278 -0.0241 0.067 Uiso 1 1 calc R U . . .
C8 C 0.5717(8) 0.1630(6) 0.1432(6) 0.0421(18) Uani 1 1 d . . . . .
C9 C 0.5493(7) 0.1713(6) 0.2620(6) 0.0370(17) Uani 1 1 d . . . . .
C10 C 0.4644(7) 0.1008(6) 0.3532(6) 0.0410(18) Uani 1 1 d . . . . .
C11 C 0.4024(9) 0.0276(7) 0.3233(7) 0.056(2) Uani 1 1 d . . . . .
H11 H 0.3450 -0.0182 0.3830 0.067 Uiso 1 1 calc R U . . .
C12 C 0.4227(9) 0.0199(7) 0.2071(8) 0.063(2) Uani 1 1 d . . . . .
H12 H 0.3797 -0.0304 0.1897 0.075 Uiso 1 1 calc R U . . .
C13 C 0.5052(9) 0.0857(7) 0.1203(7) 0.059(2) Uani 1 1 d . . . . .
H13 H 0.5187 0.0800 0.0427 0.071 Uiso 1 1 calc R U . . .
C14 C 0.4831(7) 0.3153(6) 0.5009(5) 0.0315(16) Uani 1 1 d . . . . .
C15 C 0.5965(6) 0.2623(5) 0.4091(5) 0.0278(15) Uani 1 1 d . . . . .
C16 C 0.7152(7) 0.2230(5) 0.4484(5) 0.0297(15) Uani 1 1 d . . . . .
C17 C 0.6692(7) 0.2541(6) 0.5628(5) 0.0338(16) Uani 1 1 d . . . . .
C18 C 0.7565(8) 0.2315(6) 0.6265(6) 0.0454(19) Uani 1 1 d . . . . .
H18 H 0.7232 0.2543 0.7025 0.054 Uiso 1 1 calc R U . . .
C19 C 0.8951(9) 0.1735(7) 0.5710(7) 0.054(2) Uani 1 1 d . . . . .
H19 H 0.9585 0.1559 0.6104 0.065 Uiso 1 1 calc R U . . .
C20 C 0.9439(8) 0.1403(7) 0.4577(7) 0.053(2) Uani 1 1 d . . . . .
H20 H 1.0394 0.1013 0.4229 0.064 Uiso 1 1 calc R U . . .
C21 C 0.8563(7) 0.1629(6) 0.3957(6) 0.0425(18) Uani 1 1 d . . . . .
H21 H 0.8901 0.1386 0.3202 0.051 Uiso 1 1 calc R U . . .
C22 C 0.3277(7) 0.3701(5) 0.5224(5) 0.0335(16) Uani 1 1 d . . . . .
C23 C 0.2278(4) 0.3016(3) 0.6230(3) 0.0366(17) Uani 1 1 d G . . . .
C24 C 0.0854(4) 0.3577(3) 0.6808(4) 0.0450(19) Uani 1 1 d G . . . .
H24 H 0.0538 0.4361 0.6595 0.054 Uiso 1 1 calc R U . . .
C25 C -0.0098(3) 0.2965(4) 0.7704(4) 0.056(2) Uani 1 1 d G . . . .
H25 H -0.1051 0.3340 0.8090 0.067 Uiso 1 1 calc R U . . .
C26 C 0.0374(5) 0.1792(4) 0.8022(4) 0.061(2) Uani 1 1 d G . . . .
H26 H -0.0263 0.1383 0.8622 0.074 Uiso 1 1 calc R U . . .
C27 C 0.1798(5) 0.1231(3) 0.7445(4) 0.051(2) Uani 1 1 d G . . . .
H27 H 0.2114 0.0446 0.7658 0.061 Uiso 1 1 calc R U . . .
C28 C 0.2750(4) 0.1843(4) 0.6549(4) 0.0417(18) Uani 1 1 d G . . . .
H28 H 0.3703 0.1467 0.6162 0.050 Uiso 1 1 calc R U . . .
C29 C 0.2970(5) 0.3881(4) 0.4100(3) 0.0348(16) Uani 1 1 d G . . . .
C30 C 0.1973(5) 0.3365(4) 0.3988(4) 0.0440(18) Uani 1 1 d G . . . .
H30 H 0.1459 0.2897 0.4617 0.053 Uiso 1 1 calc R U . . .
C31 C 0.1746(5) 0.3549(4) 0.2936(4) 0.060(2) Uani 1 1 d G . . . .
H31 H 0.1079 0.3203 0.2862 0.072 Uiso 1 1 calc R U . . .
C32 C 0.2515(6) 0.4248(4) 0.1996(3) 0.058(2) Uani 1 1 d G . . . .
H32 H 0.2363 0.4371 0.1292 0.069 Uiso 1 1 calc R U . . .
C33 C 0.3512(5) 0.4764(4) 0.2107(3) 0.051(2) Uani 1 1 d G . . . .
H33 H 0.4027 0.5232 0.1478 0.062 Uiso 1 1 calc R U . . .
C34 C 0.3740(4) 0.4581(4) 0.3159(4) 0.0395(17) Uani 1 1 d G . . . .
H34 H 0.4407 0.4926 0.3234 0.047 Uiso 1 1 calc R U . . .
N1 N 0.8349(7) 0.4678(5) 0.1314(5) 0.0488(16) Uani 1 1 d . . . . .
H1 H 0.9238 0.4488 0.0850 0.059 Uiso 1 1 calc R U . . .
N2 N 0.7727(6) 0.3863(5) 0.2181(5) 0.0476(16) Uani 1 1 d . . . . .
H2 H 0.7777 0.3800 0.2864 0.057 Uiso 1 1 calc R U . . .
N3 N 0.5277(6) 0.3102(5) 0.5923(4) 0.0377(14) Uani 1 1 d . . . . .
H3 H 0.4737 0.3384 0.6590 0.045 Uiso 1 1 calc R U . . .
O1 O 0.8439(5) 0.6405(4) 0.0328(4) 0.0477(13) Uani 1 1 d . . . . .
O2 O 0.6321(6) 0.6087(4) 0.1724(4) 0.0514(14) Uani 1 1 d . . . . .
O3 O 0.2987(5) 0.4840(4) 0.5664(4) 0.0441(12) Uani 1 1 d . . . . .
H3O H 0.3351 0.5302 0.5116 0.053 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
C1 C2 1.480(10) . ?
C2 O1 1.438(9) . ?
C3 O2 1.202(8) . ?
C3 O1 1.335(8) . ?
C3 N1 1.339(9) . ?
C4 C5 1.384(9) . ?
C4 C9 1.422(9) . ?
C4 C15 1.479(8) . ?
C5 N2 1.390(8) . ?
C5 C6 1.400(9) . ?
C6 C7 1.363(10) . ?
C7 C8 1.388(10) . ?
C8 C13 1.406(10) . ?
C8 C9 1.417(9) . ?
C9 C10 1.412(9) . ?
C10 C11 1.378(10) . ?
C11 C12 1.390(10) . ?
C12 C13 1.342(11) . ?
C14 C15 1.365(8) . ?
C14 N3 1.375(7) . ?
C14 C22 1.499(9) . ?
C15 C16 1.439(8) . ?
C16 C17 1.390(8) . ?
C16 C21 1.385(9) . ?
C17 N3 1.365(8) . ?
C17 C18 1.375(9) . ?
C18 C19 1.363(10) . ?
C19 C20 1.384(10) . ?
C20 C21 1.359(10) . ?
C22 O3 1.460(7) . ?
C22 C29 1.522(7) . ?
C22 C23 1.524(7) . ?
C23 C24 1.3900 . ?
C23 C28 1.3900 . ?
C24 C25 1.3900 . ?
C25 C26 1.3900 . ?
C26 C27 1.3900 . ?
C27 C28 1.3900 . ?
C29 C30 1.3900 . ?
C29 C34 1.3900 . ?
C30 C31 1.3900 . ?
C31 C32 1.3900 . ?
C32 C33 1.3900 . ?
C33 C34 1.3900 . ?
N1 N2 1.379(7) . ?

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
O1 C2 C1 108.8(7) . . ?
O2 C3 O1 125.2(7) . . ?
O2 C3 N1 124.5(7) . . ?
O1 C3 N1 110.2(6) . . ?
C5 C4 C9 119.4(6) . . ?
C5 C4 C15 118.4(6) . . ?
C9 C4 C15 122.1(6) . . ?
C4 C5 N2 120.1(6) . . ?
C4 C5 C6 119.9(7) . . ?
N2 C5 C6 120.0(6) . . ?
C7 C6 C5 121.1(7) . . ?
C6 C7 C8 120.7(7) . . ?
C7 C8 C13 122.2(7) . . ?
C7 C8 C9 119.5(7) . . ?
C13 C8 C9 118.3(7) . . ?
C10 C9 C8 119.6(6) . . ?
C10 C9 C4 121.1(6) . . ?
C8 C9 C4 119.3(6) . . ?
C11 C10 C9 118.4(7) . . ?
C10 C11 C12 122.3(7) . . ?
C13 C12 C11 119.4(7) . . ?
C12 C13 C8 122.0(7) . . ?
C15 C14 N3 108.7(6) . . ?
C15 C14 C22 134.4(5) . . ?
N3 C14 C22 116.8(5) . . ?
C14 C15 C16 105.8(5) . . ?
C14 C15 C4 132.0(6) . . ?
C16 C15 C4 121.9(5) . . ?
C17 C16 C21 118.6(6) . . ?
C17 C16 C15 108.7(5) . . ?
C21 C16 C15 132.8(6) . . ?
N3 C17 C18 130.1(6) . . ?
N3 C17 C16 105.9(5) . . ?
C18 C17 C16 124.0(7) . . ?
C17 C18 C19 115.7(7) . . ?
C20 C19 C18 121.8(7) . . ?
C21 C20 C19 122.0(7) . . ?
C20 C21 C16 118.0(7) . . ?
O3 C22 C14 106.7(5) . . ?
O3 C22 C29 109.1(5) . . ?
C14 C22 C29 111.9(5) . . ?
O3 C22 C23 104.6(4) . . ?
C14 C22 C23 110.9(5) . . ?
C29 C22 C23 113.0(5) . . ?
C24 C23 C28 120.0 . . ?
C24 C23 C22 118.6(4) . . ?
C28 C23 C22 121.4(4) . . ?
C25 C24 C23 120.0 . . ?
C24 C25 C26 120.0 . . ?
C25 C26 C27 120.0 . . ?
C28 C27 C26 120.0 . . ?
C27 C28 C23 120.0 . . ?
C30 C29 C34 120.0 . . ?
C30 C29 C22 122.4(4) . . ?
C34 C29 C22 117.6(4) . . ?
C29 C30 C31 120.0 . . ?
C30 C31 C32 120.0 . . ?
C33 C32 C31 120.0 . . ?
C32 C33 C34 120.0 . . ?
C33 C34 C29 120.0 . . ?
C3 N1 N2 121.2(6) . . ?
N1 N2 C5 120.1(6) . . ?
C17 N3 C14 110.8(5) . . ?
C3 O1 C2 115.1(6) . . ?

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
C9 C4 C5 N2 -175.9(6) . . . . ?
C15 C4 C5 N2 0.6(10) . . . . ?
C9 C4 C5 C6 2.5(10) . . . . ?
C15 C4 C5 C6 179.1(6) . . . . ?
C4 C5 C6 C7 -0.1(11) . . . . ?
N2 C5 C6 C7 178.3(7) . . . . ?
C5 C6 C7 C8 -2.1(12) . . . . ?
C6 C7 C8 C13 -178.7(7) . . . . ?
C6 C7 C8 C9 1.9(11) . . . . ?
C7 C8 C9 C10 -179.2(7) . . . . ?
C13 C8 C9 C10 1.4(10) . . . . ?
C7 C8 C9 C4 0.5(10) . . . . ?
C13 C8 C9 C4 -179.0(6) . . . . ?
C5 C4 C9 C10 177.0(6) . . . . ?
C15 C4 C9 C10 0.6(10) . . . . ?
C5 C4 C9 C8 -2.7(10) . . . . ?
C15 C4 C9 C8 -179.1(6) . . . . ?
C8 C9 C10 C11 -1.6(10) . . . . ?
C4 C9 C10 C11 178.7(6) . . . . ?
C9 C10 C11 C12 1.0(11) . . . . ?
C10 C11 C12 C13 -0.1(13) . . . . ?
C11 C12 C13 C8 -0.2(13) . . . . ?
C7 C8 C13 C12 -179.9(8) . . . . ?
C9 C8 C13 C12 -0.4(12) . . . . ?
N3 C14 C15 C16 0.2(7) . . . . ?
C22 C14 C15 C16 -176.9(7) . . . . ?
N3 C14 C15 C4 -174.6(6) . . . . ?
C22 C14 C15 C4 8.3(12) . . . . ?
C5 C4 C15 C14 108.5(8) . . . . ?
C9 C4 C15 C14 -75.1(10) . . . . ?
C5 C4 C15 C16 -65.6(8) . . . . ?
C9 C4 C15 C16 110.8(7) . . . . ?
C14 C15 C16 C17 -0.1(7) . . . . ?
C4 C15 C16 C17 175.3(6) . . . . ?
C14 C15 C16 C21 179.1(7) . . . . ?
C4 C15 C16 C21 -5.5(11) . . . . ?
C21 C16 C17 N3 -179.3(6) . . . . ?
C15 C16 C17 N3 0.0(7) . . . . ?
C21 C16 C17 C18 1.8(10) . . . . ?
C15 C16 C17 C18 -178.9(6) . . . . ?
N3 C17 C18 C19 -179.6(7) . . . . ?
C16 C17 C18 C19 -1.0(10) . . . . ?
C17 C18 C19 C20 0.2(11) . . . . ?
C18 C19 C20 C21 -0.4(12) . . . . ?
C19 C20 C21 C16 1.2(11) . . . . ?
C17 C16 C21 C20 -1.8(10) . . . . ?
C15 C16 C21 C20 179.0(7) . . . . ?
C15 C14 C22 O3 -131.3(7) . . . . ?
N3 C14 C22 O3 51.8(7) . . . . ?
C15 C14 C22 C29 -12.0(10) . . . . ?
N3 C14 C22 C29 171.1(5) . . . . ?
C15 C14 C22 C23 115.3(8) . . . . ?
N3 C14 C22 C23 -61.6(7) . . . . ?
O3 C22 C23 C24 44.4(5) . . . . ?
C14 C22 C23 C24 159.1(4) . . . . ?
C29 C22 C23 C24 -74.2(5) . . . . ?
O3 C22 C23 C28 -137.7(4) . . . . ?
C14 C22 C23 C28 -23.0(6) . . . . ?
C29 C22 C23 C28 103.7(5) . . . . ?
C28 C23 C24 C25 0.0 . . . . ?
C22 C23 C24 C25 177.9(5) . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C27 0.0 . . . . ?
C25 C26 C27 C28 0.0 . . . . ?
C26 C27 C28 C23 0.0 . . . . ?
C24 C23 C28 C27 0.0 . . . . ?
C22 C23 C28 C27 -177.9(5) . . . . ?
O3 C22 C29 C30 -121.9(4) . . . . ?
C14 C22 C29 C30 120.2(5) . . . . ?
C23 C22 C29 C30 -6.0(6) . . . . ?
O3 C22 C29 C34 58.7(5) . . . . ?
C14 C22 C29 C34 -59.2(6) . . . . ?
C23 C22 C29 C34 174.7(3) . . . . ?
C34 C29 C30 C31 0.0 . . . . ?
C22 C29 C30 C31 -179.3(5) . . . . ?
C29 C30 C31 C32 0.0 . . . . ?
C30 C31 C32 C33 0.0 . . . . ?
C31 C32 C33 C34 0.0 . . . . ?
C32 C33 C34 C29 0.0 . . . . ?
C30 C29 C34 C33 0.0 . . . . ?
C22 C29 C34 C33 179.4(4) . . . . ?
O2 C3 N1 N2 -5.9(11) . . . . ?
O1 C3 N1 N2 177.1(6) . . . . ?
C3 N1 N2 C5 88.7(8) . . . . ?
C4 C5 N2 N1 -166.3(6) . . . . ?
C6 C5 N2 N1 15.3(10) . . . . ?
C18 C17 N3 C14 178.9(7) . . . . ?
C16 C17 N3 C14 0.1(7) . . . . ?
C15 C14 N3 C17 -0.2(7) . . . . ?
C22 C14 N3 C17 177.5(5) . . . . ?
O2 C3 O1 C2 5.2(10) . . . . ?
N1 C3 O1 C2 -177.8(6) . . . . ?
C1 C2 O1 C3 174.6(7) . . . . ?

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.065

####################################################################### 
# 
# 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 2154338'
loop_
_audit_author_name
_audit_author_address
'Wu guoqing'
;China Pharmaceutical University
China
;
_audit_update_record             
;
2022-03-01 deposited with the CCDC.	2022-04-14 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            'C37 H35 N3 O4'
_chemical_formula_weight         585.68

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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   15.4317(10)
_cell_length_b                   13.3076(8)
_cell_length_c                   15.3933(11)
_cell_angle_alpha                90
_cell_angle_beta                 109.518(3)
_cell_angle_gamma                90
_cell_volume                     2979.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4329
_cell_measurement_theta_min      2.266
_cell_measurement_theta_max      29.450

_exptl_crystal_description       bulk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.085
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_T_max  0.892
_exptl_absorpt_process_details   ?
_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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27650
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.227
_diffrn_reflns_theta_max         27.551
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6841
_reflns_number_gt                4711
_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)+(0.0800P)²+2.9000P] 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         6841
_refine_ls_number_parameters     361
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1070
_refine_ls_R_factor_gt           0.0763
_refine_ls_wR_factor_ref         0.2081
_refine_ls_wR_factor_gt          0.1812
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.013
_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 0.25573(15) 0.88700(17) 0.10377(16) 0.0350(5) Uani 1 1 d . . . . .
O1 O 0.46155(16) 0.7327(3) 0.23320(18) 0.0932(10) Uani 1 1 d D . . . .
N1 N 0.27729(15) 0.97966(16) 0.15450(15) 0.0450(5) Uani 1 1 d . . . . .
H1A H 0.3305 1.0079 0.1719 0.054 Uiso 1 1 calc R U . . .
N2 N 0.28551(13) 0.79409(15) 0.16446(13) 0.0361(4) Uani 1 1 d . . . . .
O2 O 0.46186(15) 0.7651(2) 0.37434(15) 0.0851(9) Uani 1 1 d . . . . .
C2 C 0.20080(17) 1.01713(17) 0.17148(17) 0.0389(5) Uani 1 1 d . . . . .
O3 O 0.40226(11) 0.86985(15) 0.08165(13) 0.0464(4) Uani 1 1 d . . . . .
H3A H 0.4103 0.8279 0.1226 0.070 Uiso 1 1 calc R U . . .
C3 C 0.1951(2) 1.09897(19) 0.22566(19) 0.0515(7) Uani 1 1 d . . . . .
H3B H 0.2464 1.1384 0.2545 0.062 Uiso 1 1 calc R U . . .
N3 N 0.34045(14) 0.80642(17) 0.25578(14) 0.0430(5) Uani 1 1 d . . . . .
H3C H 0.3218 0.8405 0.2936 0.052 Uiso 1 1 calc R U . . .
C4 C 0.1111(2) 1.1200(2) 0.2354(2) 0.0565(8) Uani 1 1 d . . . . .
H4A H 0.1066 1.1735 0.2726 0.068 Uiso 1 1 calc R U . . .
C5 C 0.0340(2) 1.0640(2) 0.19177(19) 0.0546(8) Uani 1 1 d . . . . .
H5A H -0.0215 1.0794 0.1999 0.066 Uiso 1 1 calc R U . . .
C6 C 0.03911(18) 0.9834(2) 0.13481(17) 0.0439(6) Uani 1 1 d . . . . .
H6A H -0.0129 0.9453 0.1050 0.053 Uiso 1 1 calc R U . . .
C7 C 0.12201(16) 0.96142(17) 0.12360(16) 0.0364(5) Uani 1 1 d . . . . .
C8 C 0.14830(15) 0.87982(17) 0.06840(15) 0.0328(5) Uani 1 1 d . . . . .
H8A H 0.1224 0.8927 0.0020 0.039 Uiso 1 1 calc R U . . .
C9 C 0.12943(15) 0.77427(17) 0.09152(15) 0.0337(5) Uani 1 1 d . . . . .
C10 C 0.04529(16) 0.72077(18) 0.06173(16) 0.0373(5) Uani 1 1 d . . . . .
C11 C -0.03666(17) 0.7586(2) -0.00351(18) 0.0456(6) Uani 1 1 d . . . . .
H11A H -0.0373 0.8223 -0.0286 0.055 Uiso 1 1 calc R U . . .
C12 C -0.11480(19) 0.7011(2) -0.0294(2) 0.0545(7) Uani 1 1 d . . . . .
H12A H -0.1682 0.7263 -0.0724 0.065 Uiso 1 1 calc R U . . .
C13 C -0.1160(2) 0.6060(2) 0.0072(2) 0.0586(8) Uani 1 1 d . . . . .
H13A H -0.1701 0.5688 -0.0108 0.070 Uiso 1 1 calc R U . . .
C14 C -0.0384(2) 0.5672(2) 0.0693(2) 0.0534(7) Uani 1 1 d . . . . .
H14A H -0.0402 0.5032 0.0930 0.064 Uiso 1 1 calc R U . . .
C15 C 0.04503(18) 0.62174(19) 0.09867(17) 0.0421(6) Uani 1 1 d . . . . .
C16 C 0.1271(2) 0.5821(2) 0.16100(18) 0.0469(6) Uani 1 1 d . . . . .
H16A H 0.1261 0.5184 0.1855 0.056 Uiso 1 1 calc R U . . .
C17 C 0.20826(18) 0.63445(18) 0.18659(17) 0.0415(6) Uani 1 1 d . . . . .
H17A H 0.2622 0.6066 0.2265 0.050 Uiso 1 1 calc R U . . .
C18 C 0.20727(16) 0.73187(17) 0.15043(16) 0.0348(5) Uani 1 1 d . . . . .
C19 C 0.30699(15) 0.87842(18) 0.03188(16) 0.0356(5) Uani 1 1 d . . . . .
C20 C 0.29831(17) 0.97016(18) -0.03021(18) 0.0418(6) Uani 1 1 d . . . . .
C21 C 0.22814(19) 1.0411(2) -0.0490(2) 0.0517(7) Uani 1 1 d . . . . .
H21A H 0.1850 1.0371 -0.0190 0.062 Uiso 1 1 calc R U . . .
C22 C 0.2217(3) 1.1179(2) -0.1119(3) 0.0671(9) Uani 1 1 d . . . . .
H22A H 0.1739 1.1641 -0.1245 0.081 Uiso 1 1 calc R U . . .
C23 C 0.2870(3) 1.1257(3) -0.1562(3) 0.0722(10) Uani 1 1 d . . . . .
H23A H 0.2822 1.1761 -0.1994 0.087 Uiso 1 1 calc R U . . .
C24 C 0.3579(3) 1.0584(3) -0.1354(2) 0.0677(9) Uani 1 1 d . . . . .
H24A H 0.4027 1.0649 -0.1632 0.081 Uiso 1 1 calc R U . . .
C25 C 0.3644(2) 0.9810(2) -0.0740(2) 0.0526(7) Uani 1 1 d . . . . .
H25A H 0.4128 0.9356 -0.0615 0.063 Uiso 1 1 calc R U . . .
C26 C 0.26993(15) 0.78472(17) -0.02860(16) 0.0340(5) Uani 1 1 d . . . . .
C27 C 0.19231(17) 0.79186(19) -0.10677(17) 0.0396(5) Uani 1 1 d . . . . .
H27A H 0.1663 0.8545 -0.1260 0.047 Uiso 1 1 calc R U . . .
C28 C 0.15281(19) 0.7063(2) -0.15688(18) 0.0469(6) Uani 1 1 d . . . . .
H28A H 0.1001 0.7121 -0.2084 0.056 Uiso 1 1 calc R U . . .
C29 C 0.1915(2) 0.6138(2) -0.1302(2) 0.0529(7) Uani 1 1 d . . . . .
H29A H 0.1647 0.5565 -0.1627 0.064 Uiso 1 1 calc R U . . .
C30 C 0.2709(2) 0.6064(2) -0.0544(2) 0.0522(7) Uani 1 1 d . . . . .
H30A H 0.2984 0.5440 -0.0374 0.063 Uiso 1 1 calc R U . . .
C31 C 0.30996(19) 0.6907(2) -0.00360(19) 0.0454(6) Uani 1 1 d . . . . .
H31A H 0.3631 0.6845 0.0474 0.054 Uiso 1 1 calc R U . . .
C32 C 0.4238(2) 0.7632(3) 0.2829(2) 0.0618(8) Uani 1 1 d . . . . .
C33 C 0.5501(4) 0.7111(4) 0.4124(4) 0.116 Uani 1 1 d . . . . .
H33A H 0.5622 0.6997 0.4777 0.139 Uiso 1 1 calc R U . . .
H33B H 0.5443 0.6459 0.3828 0.139 Uiso 1 1 calc R U . . .
C34 C 0.6255(4) 0.7613(5) 0.4013(5) 0.130 Uani 1 1 d . . . . .
H34A H 0.6800 0.7217 0.4277 0.195 Uiso 1 1 calc R U . . .
H34B H 0.6151 0.7713 0.3369 0.195 Uiso 1 1 calc R U . . .
H34C H 0.6331 0.8252 0.4318 0.195 Uiso 1 1 calc R U . . .
O4 O 0.5838(5) 0.5772(5) 0.2132(5) 0.217 Uani 1 1 d . . . . .
C35 C 0.4768(8) 0.4947(9) 0.1850(9) 0.255 Uani 1 1 d . . . . .
H35A H 0.4258 0.4572 0.1452 0.383 Uiso 1 1 calc R U . . .
H35B H 0.5163 0.4506 0.2305 0.383 Uiso 1 1 calc R U . . .
H35C H 0.4545 0.5470 0.2150 0.383 Uiso 1 1 calc R U . . .
C36 C 0.5295(4) 0.5404(5) 0.1293(5) 0.119 Uani 1 1 d . . . . .
C37 C 0.5602(8) 0.6241(9) 0.0822(9) 0.262 Uani 1 1 d . . . . .
H37A H 0.5311 0.6180 0.0167 0.393 Uiso 1 1 calc R U . . .
H37B H 0.5436 0.6872 0.1024 0.393 Uiso 1 1 calc R U . . .
H37C H 0.6258 0.6211 0.0971 0.393 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
C1 N1 1.438(3) . ?
C1 N2 1.525(3) . ?
C1 C19 1.565(3) . ?
C1 C8 1.566(3) . ?
O1 C32 1.178(4) . ?
N1 C2 1.384(3) . ?
N1 H1A 0.8600 . ?
N2 N3 1.388(3) . ?
N2 C18 1.420(3) . ?
O2 C32 1.332(4) . ?
O2 C33 1.477(6) . ?
C2 C3 1.392(3) . ?
C2 C7 1.404(3) . ?
O3 C19 1.417(3) . ?
O3 H3A 0.8200 . ?
C3 C4 1.383(4) . ?
C3 H3B 0.9300 . ?
N3 C32 1.342(4) . ?
N3 H3C 0.8600 . ?
C4 C5 1.374(5) . ?
C4 H4A 0.9300 . ?
C5 C6 1.404(4) . ?
C5 H5A 0.9300 . ?
C6 C7 1.378(3) . ?
C6 H6A 0.9300 . ?
C7 C8 1.515(3) . ?
C8 C9 1.501(3) . ?
C8 H8A 0.9800 . ?
C9 C18 1.362(3) . ?
C9 C10 1.416(3) . ?
C10 C11 1.419(3) . ?
C10 C15 1.436(3) . ?
C11 C12 1.370(4) . ?
C11 H11A 0.9300 . ?
C12 C13 1.388(4) . ?
C12 H12A 0.9300 . ?
C13 C14 1.360(4) . ?
C13 H13A 0.9300 . ?
C14 C15 1.415(4) . ?
C14 H14A 0.9300 . ?
C15 C16 1.411(4) . ?
C16 C17 1.371(4) . ?
C16 H16A 0.9300 . ?
C17 C18 1.409(3) . ?
C17 H17A 0.9300 . ?
C19 C20 1.528(3) . ?
C19 C26 1.547(3) . ?
C20 C21 1.392(4) . ?
C20 C25 1.405(4) . ?
C21 C22 1.388(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.396(5) . ?
C22 H22A 0.9300 . ?
C23 C24 1.368(5) . ?
C23 H23A 0.9300 . ?
C24 C25 1.378(4) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C26 C27 1.389(3) . ?
C26 C31 1.391(3) . ?
C27 C28 1.396(4) . ?
C27 H27A 0.9300 . ?
C28 C29 1.370(4) . ?
C28 H28A 0.9300 . ?
C29 C30 1.384(4) . ?
C29 H29A 0.9300 . ?
C30 C31 1.386(4) . ?
C30 H30A 0.9300 . ?
C31 H31A 0.9300 . ?
C33 C34 1.401(7) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
O4 O4 0.00(2) 1 ?
O4 C36 1.374(8) . ?
O4 C35 1.908(12) . ?
C35 C36 1.493(12) . ?
C35 O4 1.908(12) 1 ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 O4 1.374(8) 1 ?
C36 C37 1.491(12) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 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
N1 C1 N2 113.26(19) . . ?
N1 C1 C19 111.52(19) . . ?
N2 C1 C19 104.72(17) . . ?
N1 C1 C8 105.50(18) . . ?
N2 C1 C8 103.35(17) . . ?
C19 C1 C8 118.45(18) . . ?
C2 N1 C1 110.8(2) . . ?
C2 N1 H1A 124.6 . . ?
C1 N1 H1A 124.6 . . ?
N3 N2 C18 115.07(19) . . ?
N3 N2 C1 118.80(18) . . ?
C18 N2 C1 108.23(17) . . ?
C32 O2 C33 115.6(4) . . ?
N1 C2 C3 128.5(2) . . ?
N1 C2 C7 110.7(2) . . ?
C3 C2 C7 120.7(2) . . ?
C19 O3 H3A 109.5 . . ?
C4 C3 C2 118.2(3) . . ?
C4 C3 H3B 120.9 . . ?
C2 C3 H3B 120.9 . . ?
C32 N3 N2 117.5(2) . . ?
C32 N3 H3C 121.2 . . ?
N2 N3 H3C 121.2 . . ?
C5 C4 C3 121.8(3) . . ?
C5 C4 H4A 119.1 . . ?
C3 C4 H4A 119.1 . . ?
C4 C5 C6 120.0(3) . . ?
C4 C5 H5A 120.0 . . ?
C6 C5 H5A 120.0 . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 H6A 120.4 . . ?
C5 C6 H6A 120.4 . . ?
C6 C7 C2 120.0(2) . . ?
C6 C7 C8 131.0(2) . . ?
C2 C7 C8 109.0(2) . . ?
C9 C8 C7 115.34(19) . . ?
C9 C8 C1 103.97(17) . . ?
C7 C8 C1 102.25(18) . . ?
C9 C8 H8A 111.5 . . ?
C7 C8 H8A 111.5 . . ?
C1 C8 H8A 111.5 . . ?
C18 C9 C10 121.1(2) . . ?
C18 C9 C8 110.3(2) . . ?
C10 C9 C8 128.5(2) . . ?
C9 C10 C11 123.7(2) . . ?
C9 C10 C15 117.2(2) . . ?
C11 C10 C15 119.1(2) . . ?
C12 C11 C10 119.8(3) . . ?
C12 C11 H11A 120.1 . . ?
C10 C11 H11A 120.1 . . ?
C11 C12 C13 121.4(3) . . ?
C11 C12 H12A 119.3 . . ?
C13 C12 H12A 119.3 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13A 119.9 . . ?
C12 C13 H13A 119.9 . . ?
C13 C14 C15 121.5(3) . . ?
C13 C14 H14A 119.2 . . ?
C15 C14 H14A 119.2 . . ?
C16 C15 C14 122.7(3) . . ?
C16 C15 C10 119.5(2) . . ?
C14 C15 C10 117.9(2) . . ?
C17 C16 C15 122.1(2) . . ?
C17 C16 H16A 118.9 . . ?
C15 C16 H16A 118.9 . . ?
C16 C17 C18 117.8(2) . . ?
C16 C17 H17A 121.1 . . ?
C18 C17 H17A 121.1 . . ?
C9 C18 C17 122.3(2) . . ?
C9 C18 N2 112.1(2) . . ?
C17 C18 N2 125.5(2) . . ?
O3 C19 C20 105.11(19) . . ?
O3 C19 C26 111.63(19) . . ?
C20 C19 C26 109.27(19) . . ?
O3 C19 C1 107.56(18) . . ?
C20 C19 C1 115.12(19) . . ?
C26 C19 C1 108.17(18) . . ?
C21 C20 C25 118.0(3) . . ?
C21 C20 C19 124.8(2) . . ?
C25 C20 C19 117.1(2) . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 H21A 119.6 . . ?
C20 C21 H21A 119.6 . . ?
C21 C22 C23 120.1(3) . . ?
C21 C22 H22A 120.0 . . ?
C23 C22 H22A 120.0 . . ?
C24 C23 C22 119.3(3) . . ?
C24 C23 H23A 120.4 . . ?
C22 C23 H23A 120.4 . . ?
C23 C24 C25 121.2(3) . . ?
C23 C24 H24A 119.4 . . ?
C25 C24 H24A 119.4 . . ?
C24 C25 C20 120.5(3) . . ?
C24 C25 H25A 119.7 . . ?
C20 C25 H25A 119.7 . . ?
C27 C26 C31 118.4(2) . . ?
C27 C26 C19 120.3(2) . . ?
C31 C26 C19 121.2(2) . . ?
C26 C27 C28 120.9(2) . . ?
C26 C27 H27A 119.5 . . ?
C28 C27 H27A 119.5 . . ?
C29 C28 C27 120.1(3) . . ?
C29 C28 H28A 120.0 . . ?
C27 C28 H28A 120.0 . . ?
C28 C29 C30 119.4(2) . . ?
C28 C29 H29A 120.3 . . ?
C30 C29 H29A 120.3 . . ?
C29 C30 C31 120.9(3) . . ?
C29 C30 H30A 119.6 . . ?
C31 C30 H30A 119.6 . . ?
C30 C31 C26 120.2(3) . . ?
C30 C31 H31A 119.9 . . ?
C26 C31 H31A 119.9 . . ?
O1 C32 O2 123.6(3) . . ?
O1 C32 N3 125.2(3) . . ?
O2 C32 N3 111.0(3) . . ?
C34 C33 O2 114.4(5) . . ?
C34 C33 H33A 108.7 . . ?
O2 C33 H33A 108.7 . . ?
C34 C33 H33B 108.7 . . ?
O2 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
O4 O4 C36 0(10) 1 . ?
O4 O4 C35 0(10) 1 . ?
C36 O4 C35 51.0(5) . . ?
C36 C35 O4 45.7(4) . 1 ?
C36 C35 O4 45.7(4) . . ?
O4 C35 O4 0.0(4) 1 . ?
C36 C35 H35A 109.5 . . ?
O4 C35 H35A 155.2 1 . ?
O4 C35 H35A 155.2 . . ?
C36 C35 H35B 109.5 . . ?
O4 C35 H35B 84.0 1 . ?
O4 C35 H35B 84.0 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
O4 C35 H35C 84.0 1 . ?
O4 C35 H35C 84.0 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O4 C36 O4 0.0(7) 1 . ?
O4 C36 C37 89.8(6) 1 . ?
O4 C36 C37 89.8(6) . . ?
O4 C36 C35 83.3(6) 1 . ?
O4 C36 C35 83.3(6) . . ?
C37 C36 C35 154.9(8) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 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
N2 C1 N1 C2 -99.2(2) . . . . ?
C19 C1 N1 C2 142.9(2) . . . . ?
C8 C1 N1 C2 13.1(3) . . . . ?
N1 C1 N2 N3 -9.5(3) . . . . ?
C19 C1 N2 N3 112.2(2) . . . . ?
C8 C1 N2 N3 -123.1(2) . . . . ?
N1 C1 N2 C18 124.2(2) . . . . ?
C19 C1 N2 C18 -114.13(19) . . . . ?
C8 C1 N2 C18 10.5(2) . . . . ?
C1 N1 C2 C3 173.1(2) . . . . ?
C1 N1 C2 C7 -8.1(3) . . . . ?
N1 C2 C3 C4 -177.4(3) . . . . ?
C7 C2 C3 C4 3.9(4) . . . . ?
C18 N2 N3 C32 110.4(3) . . . . ?
C1 N2 N3 C32 -119.0(3) . . . . ?
C2 C3 C4 C5 -1.5(4) . . . . ?
C3 C4 C5 C6 -0.5(4) . . . . ?
C4 C5 C6 C7 0.1(4) . . . . ?
C5 C6 C7 C2 2.2(4) . . . . ?
C5 C6 C7 C8 179.2(2) . . . . ?
N1 C2 C7 C6 176.8(2) . . . . ?
C3 C2 C7 C6 -4.3(4) . . . . ?
N1 C2 C7 C8 -0.8(3) . . . . ?
C3 C2 C7 C8 178.1(2) . . . . ?
C6 C7 C8 C9 -56.8(3) . . . . ?
C2 C7 C8 C9 120.4(2) . . . . ?
C6 C7 C8 C1 -168.9(2) . . . . ?
C2 C7 C8 C1 8.3(2) . . . . ?
N1 C1 C8 C9 -132.94(19) . . . . ?
N2 C1 C8 C9 -13.8(2) . . . . ?
C19 C1 C8 C9 101.4(2) . . . . ?
N1 C1 C8 C7 -12.6(2) . . . . ?
N2 C1 C8 C7 106.54(19) . . . . ?
C19 C1 C8 C7 -138.3(2) . . . . ?
C7 C8 C9 C18 -97.9(2) . . . . ?
C1 C8 C9 C18 13.2(2) . . . . ?
C7 C8 C9 C10 80.8(3) . . . . ?
C1 C8 C9 C10 -168.1(2) . . . . ?
C18 C9 C10 C11 -176.2(2) . . . . ?
C8 C9 C10 C11 5.2(4) . . . . ?
C18 C9 C10 C15 2.1(3) . . . . ?
C8 C9 C10 C15 -176.5(2) . . . . ?
C9 C10 C11 C12 179.1(2) . . . . ?
C15 C10 C11 C12 0.8(4) . . . . ?
C10 C11 C12 C13 0.3(4) . . . . ?
C11 C12 C13 C14 -0.9(5) . . . . ?
C12 C13 C14 C15 0.3(5) . . . . ?
C13 C14 C15 C16 -178.2(3) . . . . ?
C13 C14 C15 C10 0.8(4) . . . . ?
C9 C10 C15 C16 -0.7(3) . . . . ?
C11 C10 C15 C16 177.7(2) . . . . ?
C9 C10 C15 C14 -179.7(2) . . . . ?
C11 C10 C15 C14 -1.3(4) . . . . ?
C14 C15 C16 C17 177.8(3) . . . . ?
C10 C15 C16 C17 -1.2(4) . . . . ?
C15 C16 C17 C18 1.7(4) . . . . ?
C10 C9 C18 C17 -1.6(4) . . . . ?
C8 C9 C18 C17 177.2(2) . . . . ?
C10 C9 C18 N2 174.3(2) . . . . ?
C8 C9 C18 N2 -6.9(3) . . . . ?
C16 C17 C18 C9 -0.3(4) . . . . ?
C16 C17 C18 N2 -175.6(2) . . . . ?
N3 N2 C18 C9 132.8(2) . . . . ?
C1 N2 C18 C9 -2.7(3) . . . . ?
N3 N2 C18 C17 -51.5(3) . . . . ?
C1 N2 C18 C17 173.0(2) . . . . ?
N1 C1 C19 O3 67.1(2) . . . . ?
N2 C1 C19 O3 -55.8(2) . . . . ?
C8 C1 C19 O3 -170.20(19) . . . . ?
N1 C1 C19 C20 -49.7(3) . . . . ?
N2 C1 C19 C20 -172.52(18) . . . . ?
C8 C1 C19 C20 73.0(3) . . . . ?
N1 C1 C19 C26 -172.19(18) . . . . ?
N2 C1 C19 C26 65.0(2) . . . . ?
C8 C1 C19 C26 -49.5(3) . . . . ?
O3 C19 C20 C21 -140.6(3) . . . . ?
C26 C19 C20 C21 99.5(3) . . . . ?
C1 C19 C20 C21 -22.4(3) . . . . ?
O3 C19 C20 C25 42.0(3) . . . . ?
C26 C19 C20 C25 -78.0(3) . . . . ?
C1 C19 C20 C25 160.1(2) . . . . ?
C25 C20 C21 C22 2.5(4) . . . . ?
C19 C20 C21 C22 -174.9(3) . . . . ?
C20 C21 C22 C23 -1.0(5) . . . . ?
C21 C22 C23 C24 -1.4(5) . . . . ?
C22 C23 C24 C25 2.3(5) . . . . ?
C23 C24 C25 C20 -0.8(5) . . . . ?
C21 C20 C25 C24 -1.6(4) . . . . ?
C19 C20 C25 C24 176.0(3) . . . . ?
O3 C19 C26 C27 -154.9(2) . . . . ?
C20 C19 C26 C27 -39.0(3) . . . . ?
C1 C19 C26 C27 87.0(3) . . . . ?
O3 C19 C26 C31 28.8(3) . . . . ?
C20 C19 C26 C31 144.6(2) . . . . ?
C1 C19 C26 C31 -89.4(3) . . . . ?
C31 C26 C27 C28 2.8(4) . . . . ?
C19 C26 C27 C28 -173.6(2) . . . . ?
C26 C27 C28 C29 -1.2(4) . . . . ?
C27 C28 C29 C30 -1.2(4) . . . . ?
C28 C29 C30 C31 2.1(4) . . . . ?
C29 C30 C31 C26 -0.4(4) . . . . ?
C27 C26 C31 C30 -2.0(4) . . . . ?
C19 C26 C31 C30 174.4(2) . . . . ?
C33 O2 C32 O1 -9.7(6) . . . . ?
C33 O2 C32 N3 174.5(3) . . . . ?
N2 N3 C32 O1 15.7(5) . . . . ?
N2 N3 C32 O2 -168.6(3) . . . . ?
C32 O2 C33 C34 75.4(6) . . . . ?
C35 O4 C36 O4 0(100) . . . 1 ?
O4 O4 C36 C37 0.0(4) 1 . . . ?
C35 O4 C36 C37 155.9(8) . . . . ?
O4 O4 C36 C35 0.0(4) 1 . . . ?
O4 C35 C36 O4 0.000(1) . . . 1 ?
O4 C35 C36 O4 0.000(1) 1 . . . ?
O4 C35 C36 C37 -75.0(19) 1 . . . ?
O4 C35 C36 C37 -75.0(19) . . . . ?

_refine_diff_density_max         0.701
_refine_diff_density_min         -0.708
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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 2154339'
loop_
_audit_author_name
_audit_author_address
'Wu guoqing'
;China Pharmaceutical University
China
;
_audit_update_record             
;
2022-03-01 deposited with the CCDC.	2022-04-14 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            'C37 H33 N3 O3'
_chemical_formula_weight         567.66

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.9864(5)
_cell_length_b                   9.7311(5)
_cell_length_c                   18.0784(9)
_cell_angle_alpha                78.844(4)
_cell_angle_beta                 81.754(4)
_cell_angle_gamma                75.670(4)
_cell_volume                     1495.17(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4927
_cell_measurement_theta_min      4.7330
_cell_measurement_theta_max      70.6830

_exptl_crystal_description       bulk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_F_000             600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.639
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.85713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4741
_diffrn_reflns_number            9827
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.755
_diffrn_reflns_theta_max         70.768
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             5548
_reflns_number_gt                4938
_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)+(0.1000P)²+1.5000P] 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         5548
_refine_ls_number_parameters     388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1763
_refine_ls_wR_factor_gt          0.1712
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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 0.13799(19) 0.11113(19) -0.02244(8) 0.0279(4) Uani 1 1 d . . . . .
O2 O 0.29110(17) 0.08703(17) 0.07002(8) 0.0215(3) Uani 1 1 d . . . . .
N1 N 0.0298(2) 0.09436(19) 0.34267(9) 0.0186(4) Uani 1 1 d . . . . .
H1A H -0.0325 0.1776 0.3383 0.022 Uiso 1 1 calc R U . . .
N2 N 0.1111(2) -0.05162(19) 0.16872(9) 0.0176(4) Uani 1 1 d . . . . .
N3 N 0.0885(2) -0.0170(2) 0.09222(9) 0.0189(4) Uani 1 1 d . . . . .
H3A H 0.0203 -0.0492 0.0761 0.023 Uiso 1 1 calc R U . . .
C1 C -0.0159(2) 0.0257(2) 0.21913(11) 0.0172(4) Uani 1 1 d . . . . .
C2 C 0.0532(2) -0.0009(2) 0.29360(11) 0.0164(4) Uani 1 1 d . . . . .
C3 C 0.1230(2) 0.0346(2) 0.40062(11) 0.0189(4) Uani 1 1 d . . . . .
C4 C 0.1428(3) 0.0965(2) 0.46054(12) 0.0231(5) Uani 1 1 d . . . . .
H4A H 0.0843 0.1867 0.4684 0.028 Uiso 1 1 calc R U . . .
C5 C 0.2529(3) 0.0187(3) 0.50809(12) 0.0268(5) Uani 1 1 d . . . . .
H5A H 0.2691 0.0566 0.5489 0.032 Uiso 1 1 calc R U . . .
C6 C 0.3401(3) -0.1166(3) 0.49534(13) 0.0268(5) Uani 1 1 d . . . . .
H6A H 0.4151 -0.1660 0.5274 0.032 Uiso 1 1 calc R U . . .
C7 C 0.3183(3) -0.1789(2) 0.43689(12) 0.0227(5) Uani 1 1 d . . . . .
H7A H 0.3776 -0.2691 0.4297 0.027 Uiso 1 1 calc R U . . .
C8 C 0.2048(2) -0.1045(2) 0.38774(11) 0.0182(4) Uani 1 1 d . . . . .
C9 C 0.1542(2) -0.1267(2) 0.31930(11) 0.0166(4) Uani 1 1 d . . . . .
C10 C 0.2039(2) -0.2383(2) 0.27171(11) 0.0173(4) Uani 1 1 d . . . . .
C11 C 0.2682(2) -0.3868(2) 0.29760(12) 0.0187(4) Uani 1 1 d . . . . .
C12 C 0.2585(2) -0.4482(2) 0.37592(12) 0.0206(4) Uani 1 1 d . . . . .
H12A H 0.2117 -0.3900 0.4118 0.025 Uiso 1 1 calc R U . . .
C13 C 0.3171(3) -0.5916(2) 0.39904(13) 0.0236(5) Uani 1 1 d . . . . .
H13A H 0.3092 -0.6295 0.4504 0.028 Uiso 1 1 calc R U . . .
C14 C 0.3890(3) -0.6823(2) 0.34628(13) 0.0250(5) Uani 1 1 d . . . . .
H14A H 0.4293 -0.7794 0.3628 0.030 Uiso 1 1 calc R U . . .
C15 C 0.3998(3) -0.6276(2) 0.27060(13) 0.0241(5) Uani 1 1 d . . . . .
H15A H 0.4483 -0.6879 0.2359 0.029 Uiso 1 1 calc R U . . .
C16 C 0.3381(2) -0.4801(2) 0.24439(12) 0.0205(4) Uani 1 1 d . . . . .
C17 C 0.3391(2) -0.4233(2) 0.16620(12) 0.0218(5) Uani 1 1 d . . . . .
H17A H 0.3928 -0.4803 0.1309 0.026 Uiso 1 1 calc R U . . .
C18 C 0.2621(2) -0.2856(2) 0.14194(12) 0.0208(4) Uani 1 1 d . . . . .
H18A H 0.2581 -0.2522 0.0903 0.025 Uiso 1 1 calc R U . . .
C19 C 0.1888(2) -0.1937(2) 0.19414(11) 0.0171(4) Uani 1 1 d . . . . .
C20 C -0.1620(2) -0.0347(2) 0.23066(11) 0.0173(4) Uani 1 1 d . . . . .
C21 C -0.2882(3) 0.0222(2) 0.27919(12) 0.0221(5) Uani 1 1 d . . . . .
H21A H -0.2814 0.0933 0.3055 0.026 Uiso 1 1 calc R U . . .
C22 C -0.4236(3) -0.0261(2) 0.28858(14) 0.0266(5) Uani 1 1 d . . . . .
H22A H -0.5061 0.0115 0.3217 0.032 Uiso 1 1 calc R U . . .
C23 C -0.4363(3) -0.1306(3) 0.24873(14) 0.0261(5) Uani 1 1 d . . . . .
H23A H -0.5281 -0.1609 0.2538 0.031 Uiso 1 1 calc R U . . .
C24 C -0.3118(3) -0.1890(2) 0.20171(12) 0.0226(5) Uani 1 1 d . . . . .
H24A H -0.3194 -0.2598 0.1754 0.027 Uiso 1 1 calc R U . . .
C25 C -0.1748(2) -0.1430(2) 0.19327(11) 0.0188(4) Uani 1 1 d . . . . .
H25A H -0.0908 -0.1849 0.1623 0.023 Uiso 1 1 calc R U . . .
C26 C 0.1707(2) 0.0658(2) 0.04235(12) 0.0200(4) Uani 1 1 d . . . . .
C27 C 0.3742(3) 0.1850(3) 0.02073(13) 0.0272(5) Uani 1 1 d . . . . .
H27A H 0.3066 0.2794 0.0095 0.033 Uiso 1 1 calc R U . . .
H27B H 0.4141 0.1499 -0.0266 0.033 Uiso 1 1 calc R U . . .
C28 C 0.5043(3) 0.1927(3) 0.06225(14) 0.0291(5) Uani 1 1 d . . . . .
H28A H 0.5628 0.2569 0.0314 0.044 Uiso 1 1 calc R U . . .
H28B H 0.4631 0.2275 0.1089 0.044 Uiso 1 1 calc R U . . .
H28C H 0.5701 0.0986 0.0730 0.044 Uiso 1 1 calc R U . . .
C29 C -0.0471(2) 0.1853(2) 0.18290(11) 0.0193(4) Uani 1 1 d . . . . .
C30 C 0.0622(2) 0.2647(2) 0.18260(12) 0.0213(4) Uani 1 1 d . . . . .
H30A H 0.1507 0.2222 0.2070 0.026 Uiso 1 1 calc R U . . .
C31 C 0.0408(3) 0.4065(2) 0.14639(13) 0.0257(5) Uani 1 1 d . . . . .
H31A H 0.1142 0.4588 0.1473 0.031 Uiso 1 1 calc R U . . .
C32 C -0.0898(3) 0.4707(2) 0.10875(14) 0.0288(5) Uani 1 1 d . . . . .
H32A H -0.1040 0.5656 0.0842 0.035 Uiso 1 1 calc R U . . .
C33 C -0.1983(3) 0.3923(3) 0.10812(14) 0.0321(6) Uani 1 1 d . . . . .
H33A H -0.2858 0.4345 0.0829 0.039 Uiso 1 1 calc R U . . .
C34 C -0.1774(3) 0.2504(3) 0.14500(13) 0.0262(5) Uani 1 1 d . . . . .
H34A H -0.2512 0.1986 0.1443 0.031 Uiso 1 1 calc R U . . .
O3 O 0.97727(19) 0.39083(17) 0.35092(10) 0.0300(4) Uani 1 1 d . . . . .
C35 C 0.7179(3) 0.4601(3) 0.3254(2) 0.0489(8) Uani 1 1 d . . . . .
H35A H 0.6332 0.5395 0.3125 0.073 Uiso 1 1 calc R U . . .
H35B H 0.7419 0.4005 0.2868 0.073 Uiso 1 1 calc R U . . .
H35C H 0.6901 0.4045 0.3731 0.073 Uiso 1 1 calc R U . . .
C36 C 0.8563(3) 0.5158(2) 0.33150(14) 0.0262(5) Uani 1 1 d . . . . .
C37 C 0.8313(4) 0.6148(3) 0.38836(18) 0.0471(7) Uani 1 1 d . . . . .
H37A H 0.7505 0.6974 0.3746 0.071 Uiso 1 1 calc R U . . .
H37B H 0.8026 0.5653 0.4377 0.071 Uiso 1 1 calc R U . . .
H37C H 0.9249 0.6450 0.3892 0.071 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 C26 1.220(3) . ?
O2 C26 1.330(3) . ?
O2 C27 1.447(3) . ?
N1 C2 1.364(3) . ?
N1 C3 1.383(3) . ?
N1 H1A 0.8600 . ?
N2 N3 1.391(2) . ?
N2 C19 1.406(3) . ?
N2 C1 1.497(3) . ?
N3 C26 1.353(3) . ?
N3 H3A 0.8600 . ?
C1 C2 1.514(3) . ?
C1 C29 1.537(3) . ?
C1 C20 1.539(3) . ?
C2 C9 1.374(3) . ?
C3 C4 1.389(3) . ?
C3 C8 1.417(3) . ?
C4 C5 1.383(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.398(3) . ?
C5 H5A 0.9300 . ?
C6 C7 1.374(3) . ?
C6 H6A 0.9300 . ?
C7 C8 1.414(3) . ?
C7 H7A 0.9300 . ?
C8 C9 1.448(3) . ?
C9 C10 1.460(3) . ?
C10 C19 1.401(3) . ?
C10 C11 1.429(3) . ?
C11 C16 1.424(3) . ?
C11 C12 1.426(3) . ?
C12 C13 1.369(3) . ?
C12 H12A 0.9300 . ?
C13 C14 1.405(3) . ?
C13 H13A 0.9300 . ?
C14 C15 1.367(3) . ?
C14 H14A 0.9300 . ?
C15 C16 1.418(3) . ?
C15 H15A 0.9300 . ?
C16 C17 1.414(3) . ?
C17 C18 1.366(3) . ?
C17 H17A 0.9300 . ?
C18 C19 1.408(3) . ?
C18 H18A 0.9300 . ?
C20 C25 1.393(3) . ?
C20 C21 1.398(3) . ?
C21 C22 1.387(3) . ?
C21 H21A 0.9300 . ?
C22 C23 1.389(3) . ?
C22 H22A 0.9300 . ?
C23 C24 1.377(3) . ?
C23 H23A 0.9300 . ?
C24 C25 1.390(3) . ?
C24 H24A 0.9300 . ?
C25 H25A 0.9300 . ?
C27 C28 1.500(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.390(3) . ?
C29 C34 1.392(3) . ?
C30 C31 1.388(3) . ?
C30 H30A 0.9300 . ?
C31 C32 1.391(3) . ?
C31 H31A 0.9300 . ?
C32 C33 1.381(3) . ?
C32 H32A 0.9300 . ?
C33 C34 1.392(3) . ?
C33 H33A 0.9300 . ?
C34 H34A 0.9300 . ?
O3 C36 1.440(3) . ?
C35 C36 1.499(4) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.498(4) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 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
C26 O2 C27 115.37(16) . . ?
C2 N1 C3 108.52(17) . . ?
C2 N1 H1A 125.7 . . ?
C3 N1 H1A 125.7 . . ?
N3 N2 C19 116.32(16) . . ?
N3 N2 C1 114.10(15) . . ?
C19 N2 C1 120.19(16) . . ?
C26 N3 N2 121.93(17) . . ?
C26 N3 H3A 119.0 . . ?
N2 N3 H3A 119.0 . . ?
N2 C1 C2 103.32(15) . . ?
N2 C1 C29 106.38(16) . . ?
C2 C1 C29 112.13(17) . . ?
N2 C1 C20 112.70(16) . . ?
C2 C1 C20 109.76(16) . . ?
C29 C1 C20 112.20(16) . . ?
N1 C2 C9 110.85(17) . . ?
N1 C2 C1 126.05(18) . . ?
C9 C2 C1 123.07(18) . . ?
N1 C3 C4 128.3(2) . . ?
N1 C3 C8 108.05(17) . . ?
C4 C3 C8 123.64(19) . . ?
C5 C4 C3 117.3(2) . . ?
C5 C4 H4A 121.3 . . ?
C3 C4 H4A 121.3 . . ?
C4 C5 C6 120.6(2) . . ?
C4 C5 H5A 119.7 . . ?
C6 C5 H5A 119.7 . . ?
C7 C6 C5 122.0(2) . . ?
C7 C6 H6A 119.0 . . ?
C5 C6 H6A 119.0 . . ?
C6 C7 C8 119.4(2) . . ?
C6 C7 H7A 120.3 . . ?
C8 C7 H7A 120.3 . . ?
C7 C8 C3 116.97(19) . . ?
C7 C8 C9 136.4(2) . . ?
C3 C8 C9 106.34(18) . . ?
C2 C9 C8 106.11(18) . . ?
C2 C9 C10 119.23(18) . . ?
C8 C9 C10 133.93(19) . . ?
C19 C10 C11 118.18(19) . . ?
C19 C10 C9 116.35(18) . . ?
C11 C10 C9 125.46(18) . . ?
C16 C11 C12 117.75(19) . . ?
C16 C11 C10 120.06(19) . . ?
C12 C11 C10 122.11(19) . . ?
C13 C12 C11 120.9(2) . . ?
C13 C12 H12A 119.5 . . ?
C11 C12 H12A 119.5 . . ?
C12 C13 C14 120.9(2) . . ?
C12 C13 H13A 119.5 . . ?
C14 C13 H13A 119.5 . . ?
C15 C14 C13 119.9(2) . . ?
C15 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?
C14 C15 C16 120.8(2) . . ?
C14 C15 H15A 119.6 . . ?
C16 C15 H15A 119.6 . . ?
C17 C16 C15 121.7(2) . . ?
C17 C16 C11 118.6(2) . . ?
C15 C16 C11 119.6(2) . . ?
C18 C17 C16 120.8(2) . . ?
C18 C17 H17A 119.6 . . ?
C16 C17 H17A 119.6 . . ?
C17 C18 C19 120.82(19) . . ?
C17 C18 H18A 119.6 . . ?
C19 C18 H18A 119.6 . . ?
C10 C19 N2 118.95(18) . . ?
C10 C19 C18 120.31(19) . . ?
N2 C19 C18 120.50(18) . . ?
C25 C20 C21 118.23(19) . . ?
C25 C20 C1 122.36(18) . . ?
C21 C20 C1 119.39(18) . . ?
C22 C21 C20 120.8(2) . . ?
C22 C21 H21A 119.6 . . ?
C20 C21 H21A 119.6 . . ?
C21 C22 C23 120.2(2) . . ?
C21 C22 H22A 119.9 . . ?
C23 C22 H22A 119.9 . . ?
C24 C23 C22 119.5(2) . . ?
C24 C23 H23A 120.3 . . ?
C22 C23 H23A 120.3 . . ?
C23 C24 C25 120.5(2) . . ?
C23 C24 H24A 119.8 . . ?
C25 C24 H24A 119.8 . . ?
C24 C25 C20 120.7(2) . . ?
C24 C25 H25A 119.6 . . ?
C20 C25 H25A 119.6 . . ?
O1 C26 O2 124.4(2) . . ?
O1 C26 N3 121.85(19) . . ?
O2 C26 N3 113.69(18) . . ?
O2 C27 C28 106.63(18) . . ?
O2 C27 H27A 110.4 . . ?
C28 C27 H27A 110.4 . . ?
O2 C27 H27B 110.4 . . ?
C28 C27 H27B 110.4 . . ?
H27A C27 H27B 108.6 . . ?
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 . . ?
C30 C29 C34 118.5(2) . . ?
C30 C29 C1 119.77(18) . . ?
C34 C29 C1 121.51(19) . . ?
C31 C30 C29 120.9(2) . . ?
C31 C30 H30A 119.6 . . ?
C29 C30 H30A 119.6 . . ?
C30 C31 C32 120.2(2) . . ?
C30 C31 H31A 119.9 . . ?
C32 C31 H31A 119.9 . . ?
C33 C32 C31 119.4(2) . . ?
C33 C32 H32A 120.3 . . ?
C31 C32 H32A 120.3 . . ?
C32 C33 C34 120.3(2) . . ?
C32 C33 H33A 119.8 . . ?
C34 C33 H33A 119.8 . . ?
C33 C34 C29 120.7(2) . . ?
C33 C34 H34A 119.7 . . ?
C29 C34 H34A 119.7 . . ?
C36 C35 H35A 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C36 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O3 C36 C37 110.5(2) . . ?
O3 C36 C35 105.95(19) . . ?
C37 C36 C35 114.5(2) . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C36 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 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
C19 N2 N3 C26 -106.4(2) . . . . ?
C1 N2 N3 C26 106.9(2) . . . . ?
N3 N2 C1 C2 -166.48(16) . . . . ?
C19 N2 C1 C2 48.2(2) . . . . ?
N3 N2 C1 C29 -48.2(2) . . . . ?
C19 N2 C1 C29 166.46(17) . . . . ?
N3 N2 C1 C20 75.1(2) . . . . ?
C19 N2 C1 C20 -70.2(2) . . . . ?
C3 N1 C2 C9 3.2(2) . . . . ?
C3 N1 C2 C1 -174.88(18) . . . . ?
N2 C1 C2 N1 143.34(19) . . . . ?
C29 C1 C2 N1 29.2(3) . . . . ?
C20 C1 C2 N1 -96.2(2) . . . . ?
N2 C1 C2 C9 -34.5(2) . . . . ?
C29 C1 C2 C9 -148.65(19) . . . . ?
C20 C1 C2 C9 85.9(2) . . . . ?
C2 N1 C3 C4 176.2(2) . . . . ?
C2 N1 C3 C8 -1.3(2) . . . . ?
N1 C3 C4 C5 -174.8(2) . . . . ?
C8 C3 C4 C5 2.4(3) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C7 -1.5(4) . . . . ?
C5 C6 C7 C8 0.2(3) . . . . ?
C6 C7 C8 C3 2.2(3) . . . . ?
C6 C7 C8 C9 175.1(2) . . . . ?
N1 C3 C8 C7 174.03(18) . . . . ?
C4 C3 C8 C7 -3.7(3) . . . . ?
N1 C3 C8 C9 -0.8(2) . . . . ?
C4 C3 C8 C9 -178.5(2) . . . . ?
N1 C2 C9 C8 -3.6(2) . . . . ?
C1 C2 C9 C8 174.51(18) . . . . ?
N1 C2 C9 C10 -175.16(17) . . . . ?
C1 C2 C9 C10 3.0(3) . . . . ?
C7 C8 C9 C2 -170.7(2) . . . . ?
C3 C8 C9 C2 2.7(2) . . . . ?
C7 C8 C9 C10 -1.0(4) . . . . ?
C3 C8 C9 C10 172.4(2) . . . . ?
C2 C9 C10 C19 21.0(3) . . . . ?
C8 C9 C10 C19 -147.7(2) . . . . ?
C2 C9 C10 C11 -160.12(19) . . . . ?
C8 C9 C10 C11 31.2(4) . . . . ?
C19 C10 C11 C16 10.3(3) . . . . ?
C9 C10 C11 C16 -168.50(19) . . . . ?
C19 C10 C11 C12 -166.47(19) . . . . ?
C9 C10 C11 C12 14.7(3) . . . . ?
C16 C11 C12 C13 1.2(3) . . . . ?
C10 C11 C12 C13 178.1(2) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C13 C14 C15 -0.6(3) . . . . ?
C13 C14 C15 C16 -0.5(3) . . . . ?
C14 C15 C16 C17 -175.8(2) . . . . ?
C14 C15 C16 C11 2.0(3) . . . . ?
C12 C11 C16 C17 175.60(19) . . . . ?
C10 C11 C16 C17 -1.3(3) . . . . ?
C12 C11 C16 C15 -2.3(3) . . . . ?
C10 C11 C16 C15 -179.20(19) . . . . ?
C15 C16 C17 C18 171.7(2) . . . . ?
C11 C16 C17 C18 -6.1(3) . . . . ?
C16 C17 C18 C19 4.4(3) . . . . ?
C11 C10 C19 N2 173.36(17) . . . . ?
C9 C10 C19 N2 -7.7(3) . . . . ?
C11 C10 C19 C18 -12.2(3) . . . . ?
C9 C10 C19 C18 166.73(18) . . . . ?
N3 N2 C19 C10 -174.84(17) . . . . ?
C1 N2 C19 C10 -30.3(3) . . . . ?
N3 N2 C19 C18 10.8(3) . . . . ?
C1 N2 C19 C18 155.33(18) . . . . ?
C17 C18 C19 C10 5.0(3) . . . . ?
C17 C18 C19 N2 179.37(18) . . . . ?
N2 C1 C20 C25 -4.2(3) . . . . ?
C2 C1 C20 C25 -118.7(2) . . . . ?
C29 C1 C20 C25 115.9(2) . . . . ?
N2 C1 C20 C21 177.09(17) . . . . ?
C2 C1 C20 C21 62.5(2) . . . . ?
C29 C1 C20 C21 -62.8(2) . . . . ?
C25 C20 C21 C22 -1.2(3) . . . . ?
C1 C20 C21 C22 177.56(19) . . . . ?
C20 C21 C22 C23 -1.0(3) . . . . ?
C21 C22 C23 C24 2.1(4) . . . . ?
C22 C23 C24 C25 -0.8(3) . . . . ?
C23 C24 C25 C20 -1.6(3) . . . . ?
C21 C20 C25 C24 2.5(3) . . . . ?
C1 C20 C25 C24 -176.23(18) . . . . ?
C27 O2 C26 O1 7.5(3) . . . . ?
C27 O2 C26 N3 -174.95(19) . . . . ?
N2 N3 C26 O1 -170.6(2) . . . . ?
N2 N3 C26 O2 11.9(3) . . . . ?
C26 O2 C27 C28 -179.70(19) . . . . ?
N2 C1 C29 C30 -69.5(2) . . . . ?
C2 C1 C29 C30 42.8(3) . . . . ?
C20 C1 C29 C30 166.82(18) . . . . ?
N2 C1 C29 C34 105.5(2) . . . . ?
C2 C1 C29 C34 -142.2(2) . . . . ?
C20 C1 C29 C34 -18.1(3) . . . . ?
C34 C29 C30 C31 1.0(3) . . . . ?
C1 C29 C30 C31 176.21(19) . . . . ?
C29 C30 C31 C32 -1.0(3) . . . . ?
C30 C31 C32 C33 0.3(4) . . . . ?
C31 C32 C33 C34 0.2(4) . . . . ?
C32 C33 C34 C29 -0.1(4) . . . . ?
C30 C29 C34 C33 -0.5(3) . . . . ?
C1 C29 C34 C33 -175.6(2) . . . . ?

_refine_diff_density_max         0.679
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.069

