# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021

####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 2033682'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C40 H32 F N3 O2'
_chemical_formula_sum            'C40 H32 F N3 O2'
_chemical_formula_weight         605.68

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.6468(7)
_cell_length_b                   15.0615(12)
_cell_length_c                   22.4916(15)
_cell_angle_alpha                90
_cell_angle_beta                 99.820(2)
_cell_angle_gamma                90
_cell_volume                     3220.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    7968
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      23.46

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6177
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29239
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_av_R_equivalents  0.0632
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.183
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6304
_reflns_number_gt                3803
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0610P)²+1.0218P] 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         6304
_refine_ls_number_parameters     416
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1140
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1474
_refine_ls_wR_factor_gt          0.1249
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_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 0.2166(2) 0.94157(13) 0.01194(9) 0.0375(5) Uani 1 1 d . . . . .
C2 C 0.3178(2) 1.00807(14) 0.01987(10) 0.0463(6) Uani 1 1 d . . . . .
H2 H 0.3845 1.0094 0.0550 0.056 Uiso 1 1 calc R U . . .
C3 C 0.3208(3) 1.07231(15) -0.02382(11) 0.0555(6) Uani 1 1 d . . . . .
H3 H 0.3900 1.1159 -0.0183 0.067 Uiso 1 1 calc R U . . .
C4 C 0.2211(3) 1.07159(17) -0.07555(11) 0.0574(7) Uani 1 1 d . . . . .
H4 H 0.2219 1.1153 -0.1047 0.069 Uiso 1 1 calc R U . . .
C5 C 0.1209(3) 1.00644(16) -0.08391(10) 0.0519(6) Uani 1 1 d . . . . .
H5 H 0.0537 1.0066 -0.1189 0.062 Uiso 1 1 calc R U . . .
C6 C 0.1171(2) 0.93984(14) -0.04118(9) 0.0423(5) Uani 1 1 d . . . . .
C7 C 0.0109(2) 0.86651(15) -0.05282(10) 0.0512(6) Uani 1 1 d . . . . .
H7A H -0.0151 0.8571 -0.0959 0.061 Uiso 1 1 calc R U . . .
H7B H -0.0731 0.8832 -0.0372 0.061 Uiso 1 1 calc R U . . .
C8 C 0.0706(2) 0.78118(14) -0.02280(9) 0.0478(6) Uani 1 1 d . . . . .
H8A H 0.1524 0.7629 -0.0396 0.057 Uiso 1 1 calc R U . . .
H8B H 0.0008 0.7343 -0.0302 0.057 Uiso 1 1 calc R U . . .
C9 C 0.1121(2) 0.79666(13) 0.04493(9) 0.0369(5) Uani 1 1 d . . . . .
H9 H 0.0264 0.8140 0.0600 0.044 Uiso 1 1 calc R U . . .
C10 C 0.2142(2) 0.87190(13) 0.05837(9) 0.0353(5) Uani 1 1 d . . . . .
C11 C 0.3962(3) 0.81309(16) 0.26084(10) 0.0604(7) Uani 1 1 d . . . . .
H11 H 0.3100 0.7920 0.2681 0.072 Uiso 1 1 calc R U . . .
C12 C 0.5074(4) 0.8257(2) 0.30822(13) 0.0931(11) Uani 1 1 d . . . . .
H12 H 0.4959 0.8120 0.3474 0.112 Uiso 1 1 calc R U . . .
C13 C 0.6337(4) 0.8580(3) 0.29778(18) 0.1150(14) Uani 1 1 d . . . . .
H13 H 0.7074 0.8666 0.3297 0.138 Uiso 1 1 calc R U . . .
C14 C 0.6508(3) 0.8775(2) 0.24063(18) 0.1072(13) Uani 1 1 d . . . . .
H14 H 0.7366 0.8994 0.2336 0.129 Uiso 1 1 calc R U . . .
C15 C 0.5432(3) 0.86524(18) 0.19319(13) 0.0677(7) Uani 1 1 d . . . . .
H15 H 0.5562 0.8792 0.1542 0.081 Uiso 1 1 calc R U . . .
C16 C 0.4158(2) 0.83231(14) 0.20287(9) 0.0438(5) Uani 1 1 d . . . . .
C17 C -0.0937(3) 0.6314(2) 0.33852(13) 0.0756(8) Uani 1 1 d . . . . .
H17 H -0.1366 0.5779 0.3254 0.091 Uiso 1 1 calc R U . . .
C18 C -0.0825(4) 0.6554(3) 0.39780(15) 0.0947(11) Uani 1 1 d . . . . .
H18 H -0.1177 0.6180 0.4246 0.114 Uiso 1 1 calc R U . . .
C19 C -0.0211(4) 0.7324(3) 0.41775(14) 0.0972(12) Uani 1 1 d . . . . .
H19 H -0.0139 0.7480 0.4582 0.117 Uiso 1 1 calc R U . . .
C20 C 0.0314(4) 0.7888(2) 0.37816(15) 0.1036(12) Uani 1 1 d . . . . .
H20 H 0.0747 0.8419 0.3917 0.124 Uiso 1 1 calc R U . . .
C21 C 0.0183(3) 0.7646(2) 0.31847(12) 0.0792(9) Uani 1 1 d . . . . .
H21 H 0.0510 0.8026 0.2913 0.095 Uiso 1 1 calc R U . . .
C22 C -0.0422(3) 0.68531(17) 0.29838(11) 0.0558(6) Uani 1 1 d . . . . .
C23 C -0.0607(3) 0.66112(18) 0.23335(11) 0.0623(7) Uani 1 1 d . . . . .
H23A H -0.0862 0.5989 0.2290 0.075 Uiso 1 1 calc R U . . .
H23B H -0.1381 0.6954 0.2115 0.075 Uiso 1 1 calc R U . . .
C24 C 0.0836(2) 0.75129(15) 0.17438(9) 0.0398(5) Uani 1 1 d . . . . .
C25 C 0.2196(2) 0.73891(13) 0.14812(8) 0.0357(5) Uani 1 1 d . . . . .
C26 C 0.2843(2) 0.65850(13) 0.18272(9) 0.0422(5) Uani 1 1 d . . . . .
C27 C 0.4138(3) 0.61932(15) 0.18560(11) 0.0550(6) Uani 1 1 d . . . . .
H27 H 0.4816 0.6426 0.1652 0.066 Uiso 1 1 calc R U . . .
C28 C 0.4382(3) 0.54346(18) 0.22047(13) 0.0722(8) Uani 1 1 d . . . . .
C29 C 0.3422(4) 0.50790(17) 0.25193(13) 0.0768(9) Uani 1 1 d . . . . .
H29 H 0.3645 0.4572 0.2752 0.092 Uiso 1 1 calc R U . . .
C30 C 0.2130(3) 0.54717(16) 0.24903(12) 0.0663(8) Uani 1 1 d . . . . .
H30 H 0.1459 0.5238 0.2698 0.080 Uiso 1 1 calc R U . . .
C31 C 0.1858(3) 0.62270(14) 0.21409(9) 0.0466(6) Uani 1 1 d . . . . .
C32 C 0.1705(2) 0.71360(13) 0.08056(9) 0.0368(5) Uani 1 1 d . . . . .
H32 H 0.0944 0.6700 0.0784 0.044 Uiso 1 1 calc R U . . .
C33 C 0.2883(2) 0.67258(14) 0.05287(9) 0.0403(5) Uani 1 1 d . . . . .
C34 C 0.2679(2) 0.58317(14) 0.02415(10) 0.0451(6) Uani 1 1 d . . . . .
C35 C 0.3315(4) 0.5640(2) -0.02386(15) 0.1051(13) Uani 1 1 d . . . . .
H35 H 0.3841 0.6076 -0.0391 0.126 Uiso 1 1 calc R U . . .
C36 C 0.3194(5) 0.4810(2) -0.05054(16) 0.1090(13) Uani 1 1 d . . . . .
H36 H 0.3621 0.4708 -0.0840 0.131 Uiso 1 1 calc R U . . .
C37 C 0.2486(3) 0.41492(17) -0.02987(14) 0.0650(7) Uani 1 1 d . . . . .
C38 C 0.2418(3) 0.32353(19) -0.05825(16) 0.0936(11) Uani 1 1 d . . . . .
H38A H 0.1695 0.3226 -0.0933 0.140 Uiso 1 1 calc R U . . .
H38B H 0.2208 0.2803 -0.0297 0.140 Uiso 1 1 calc R U . . .
H38C H 0.3307 0.3098 -0.0697 0.140 Uiso 1 1 calc R U . . .
C39 C 0.1881(3) 0.43330(19) 0.01900(17) 0.0971(11) Uani 1 1 d . . . . .
H39 H 0.1411 0.3882 0.0356 0.117 Uiso 1 1 calc R U . . .
C40 C 0.1940(3) 0.51696(17) 0.04496(14) 0.0803(9) Uani 1 1 d . . . . .
H40 H 0.1467 0.5278 0.0770 0.096 Uiso 1 1 calc R U . . .
F1 F 0.5671(2) 0.50466(12) 0.22417(10) 0.1129(7) Uani 1 1 d . . . . .
N1 N 0.30067(18) 0.88104(11) 0.10834(7) 0.0385(4) Uani 1 1 d . . . . .
N2 N 0.30602(18) 0.81866(11) 0.15321(7) 0.0411(4) Uani 1 1 d . . . . .
N3 N 0.0638(2) 0.67616(12) 0.20597(8) 0.0461(5) Uani 1 1 d . . . . .
O1 O 0.00423(16) 0.81440(10) 0.16706(6) 0.0507(4) Uani 1 1 d . . . . .
O2 O 0.39684(17) 0.71354(10) 0.05281(7) 0.0560(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.389(3) . ?
C1 C6 1.399(3) . ?
C1 C10 1.483(3) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.368(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.499(3) . ?
C7 C8 1.519(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.526(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.498(3) . ?
C9 C32 1.540(3) . ?
C9 H9 0.9800 . ?
C10 N1 1.288(2) . ?
C11 C16 1.380(3) . ?
C11 C12 1.390(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.369(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.355(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.368(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.377(3) . ?
C15 H15 0.9300 . ?
C16 N2 1.417(3) . ?
C17 C18 1.368(4) . ?
C17 C22 1.369(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.345(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.376(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.372(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.488(3) . ?
C23 N3 1.458(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O1 1.214(2) . ?
C24 N3 1.367(3) . ?
C24 C25 1.539(3) . ?
C25 N2 1.455(3) . ?
C25 C26 1.515(3) . ?
C25 C32 1.560(3) . ?
C26 C27 1.374(3) . ?
C26 C31 1.385(3) . ?
C27 C28 1.383(4) . ?
C27 H27 0.9300 . ?
C28 F1 1.363(3) . ?
C28 C29 1.367(4) . ?
C29 C30 1.372(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.382(3) . ?
C30 H30 0.9300 . ?
C31 N3 1.412(3) . ?
C32 C33 1.517(3) . ?
C32 H32 0.9800 . ?
C33 O2 1.215(2) . ?
C33 C34 1.492(3) . ?
C34 C40 1.355(3) . ?
C34 C35 1.360(3) . ?
C35 C36 1.384(4) . ?
C35 H35 0.9300 . ?
C36 C37 1.334(4) . ?
C36 H36 0.9300 . ?
C37 C39 1.358(4) . ?
C37 C38 1.514(3) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.386(4) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
N1 N2 1.373(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.18(19) . . ?
C2 C1 C10 120.98(18) . . ?
C6 C1 C10 119.83(19) . . ?
C3 C2 C1 120.8(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 121.5(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C6 C1 118.7(2) . . ?
C5 C6 C7 120.5(2) . . ?
C1 C6 C7 120.77(18) . . ?
C6 C7 C8 110.45(18) . . ?
C6 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C7 C8 C9 109.25(18) . . ?
C7 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
C10 C9 C8 111.63(17) . . ?
C10 C9 C32 109.86(16) . . ?
C8 C9 C32 113.95(16) . . ?
C10 C9 H9 107.0 . . ?
C8 C9 H9 107.0 . . ?
C32 C9 H9 107.0 . . ?
N1 C10 C1 116.95(18) . . ?
N1 C10 C9 124.25(18) . . ?
C1 C10 C9 118.79(17) . . ?
C16 C11 C12 118.9(3) . . ?
C16 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 120.8(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C14 C15 C16 120.3(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 119.7(2) . . ?
C15 C16 N2 119.7(2) . . ?
C11 C16 N2 120.7(2) . . ?
C18 C17 C22 120.6(3) . . ?
C18 C17 H17 119.7 . . ?
C22 C17 H17 119.7 . . ?
C19 C18 C17 120.7(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C20 120.1(3) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 118.8(3) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C17 C22 C21 118.8(3) . . ?
C17 C22 C23 120.4(3) . . ?
C21 C22 C23 120.6(2) . . ?
N3 C23 C22 114.1(2) . . ?
N3 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
N3 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
O1 C24 N3 125.3(2) . . ?
O1 C24 C25 127.02(19) . . ?
N3 C24 C25 107.64(18) . . ?
N2 C25 C26 116.05(16) . . ?
N2 C25 C24 112.58(16) . . ?
C26 C25 C24 101.71(16) . . ?
N2 C25 C32 110.68(15) . . ?
C26 C25 C32 109.57(16) . . ?
C24 C25 C32 105.44(16) . . ?
C27 C26 C31 120.4(2) . . ?
C27 C26 C25 131.2(2) . . ?
C31 C26 C25 108.35(19) . . ?
C26 C27 C28 116.6(2) . . ?
C26 C27 H27 121.7 . . ?
C28 C27 H27 121.7 . . ?
F1 C28 C29 119.4(3) . . ?
F1 C28 C27 117.0(3) . . ?
C29 C28 C27 123.5(3) . . ?
C28 C29 C30 119.8(2) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 H29 120.1 . . ?
C29 C30 C31 117.7(3) . . ?
C29 C30 H30 121.2 . . ?
C31 C30 H30 121.2 . . ?
C30 C31 C26 122.0(2) . . ?
C30 C31 N3 128.0(2) . . ?
C26 C31 N3 109.93(18) . . ?
C33 C32 C9 110.52(16) . . ?
C33 C32 C25 112.02(16) . . ?
C9 C32 C25 109.38(15) . . ?
C33 C32 H32 108.3 . . ?
C9 C32 H32 108.3 . . ?
C25 C32 H32 108.3 . . ?
O2 C33 C34 120.5(2) . . ?
O2 C33 C32 119.95(19) . . ?
C34 C33 C32 119.51(19) . . ?
C40 C34 C35 116.9(2) . . ?
C40 C34 C33 123.6(2) . . ?
C35 C34 C33 119.4(2) . . ?
C34 C35 C36 121.3(3) . . ?
C34 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C37 C36 C35 122.2(3) . . ?
C37 C36 H36 118.9 . . ?
C35 C36 H36 118.9 . . ?
C36 C37 C39 116.5(2) . . ?
C36 C37 C38 121.3(3) . . ?
C39 C37 C38 122.2(3) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C37 C39 C40 122.3(3) . . ?
C37 C39 H39 118.9 . . ?
C40 C39 H39 118.9 . . ?
C34 C40 C39 120.6(3) . . ?
C34 C40 H40 119.7 . . ?
C39 C40 H40 119.7 . . ?
C10 N1 N2 120.38(16) . . ?
N1 N2 C16 114.16(16) . . ?
N1 N2 C25 123.89(15) . . ?
C16 N2 C25 121.52(16) . . ?
C24 N3 C31 110.62(18) . . ?
C24 N3 C23 123.1(2) . . ?
C31 N3 C23 125.82(19) . . ?

_refine_diff_density_max         0.189
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.039


####################################################################### 
# 
# 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_2a
_database_code_depnum_ccdc_archive 'CCDC 2033684'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C36 H33 N3 O2'
_chemical_formula_sum            'C36 H33 N3 O2'
_chemical_formula_weight         539.65

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                   9.2150(6)
_cell_length_b                   13.2112(8)
_cell_length_c                   13.7823(9)
_cell_angle_alpha                113.7342(18)
_cell_angle_beta                 105.5749(19)
_cell_angle_gamma                95.9208(19)
_cell_volume                     1436.49(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6701
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      25.48

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_F_000             572
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6696
_exptl_absorpt_correction_T_max  0.7456
_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_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20079
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.363
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5607
_reflns_number_gt                3517
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0544P)²+0.3881P] 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         5607
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1010
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1346
_refine_ls_wR_factor_gt          0.1153
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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 0.6332(3) 0.2250(2) 0.4996(2) 0.0706(7) Uani 1 1 d . . . . .
H1 H 0.6253 0.2838 0.5626 0.085 Uiso 1 1 calc R U . . .
C2 C 0.6189(3) 0.1165(3) 0.4917(2) 0.0893(9) Uani 1 1 d . . . . .
H2 H 0.5985 0.1027 0.5483 0.107 Uiso 1 1 calc R U . . .
C3 C 0.6344(3) 0.0299(2) 0.4021(2) 0.0833(8) Uani 1 1 d . . . . .
H3 H 0.6265 -0.0426 0.3980 0.100 Uiso 1 1 calc R U . . .
C4 C 0.6615(3) 0.0500(2) 0.3187(2) 0.0768(8) Uani 1 1 d . . . . .
H4 H 0.6725 -0.0090 0.2573 0.092 Uiso 1 1 calc R U . . .
C5 C 0.6729(3) 0.1577(2) 0.32457(19) 0.0675(7) Uani 1 1 d . . . . .
H5 H 0.6902 0.1701 0.2664 0.081 Uiso 1 1 calc R U . . .
C6 C 0.6591(2) 0.24686(19) 0.41548(18) 0.0527(5) Uani 1 1 d . . . . .
C7 C 0.6781(3) 0.3679(2) 0.43051(18) 0.0654(6) Uani 1 1 d . . . . .
H7A H 0.5862 0.3932 0.4418 0.078 Uiso 1 1 calc R U . . .
H7B H 0.7656 0.4161 0.4985 0.078 Uiso 1 1 calc R U . . .
C8 C 0.5940(2) 0.40598(16) 0.26444(17) 0.0472(5) Uani 1 1 d . . . . .
C9 C 0.6598(2) 0.41350(16) 0.17494(16) 0.0409(5) Uani 1 1 d . . . . .
C10 C 0.8199(2) 0.39116(15) 0.21189(16) 0.0412(5) Uani 1 1 d . . . . .
C11 C 0.9438(2) 0.39216(17) 0.17401(18) 0.0490(5) Uani 1 1 d . . . . .
H11 H 0.9349 0.4033 0.1104 0.059 Uiso 1 1 calc R U . . .
C12 C 1.0818(2) 0.37657(18) 0.2309(2) 0.0578(6) Uani 1 1 d . . . . .
H12 H 1.1650 0.3763 0.2049 0.069 Uiso 1 1 calc R U . . .
C13 C 1.0957(3) 0.36151(19) 0.3257(2) 0.0610(6) Uani 1 1 d . . . . .
H13 H 1.1885 0.3502 0.3625 0.073 Uiso 1 1 calc R U . . .
C14 C 0.9751(3) 0.36276(18) 0.36761(18) 0.0583(6) Uani 1 1 d . . . . .
H14 H 0.9853 0.3536 0.4324 0.070 Uiso 1 1 calc R U . . .
C15 C 0.8392(2) 0.37822(16) 0.30943(16) 0.0451(5) Uani 1 1 d . . . . .
C16 C 0.5353(2) 0.33325(15) 0.05926(16) 0.0423(5) Uani 1 1 d . . . . .
H16 H 0.4437 0.3650 0.0574 0.051 Uiso 1 1 calc R U . . .
C17 C 0.4836(2) 0.21392(17) 0.04477(17) 0.0475(5) Uani 1 1 d . . . . .
C18 C 0.3207(2) 0.14863(17) -0.02406(17) 0.0468(5) Uani 1 1 d . . . . .
C19 C 0.2739(3) 0.04095(18) -0.03415(19) 0.0607(6) Uani 1 1 d . . . . .
H19 H 0.3450 0.0106 0.0009 0.073 Uiso 1 1 calc R U . . .
C20 C 0.1233(3) -0.0220(2) -0.0954(2) 0.0706(7) Uani 1 1 d . . . . .
H20 H 0.0950 -0.0942 -0.1010 0.085 Uiso 1 1 calc R U . . .
C21 C 0.0139(3) 0.0192(2) -0.1487(2) 0.0648(6) Uani 1 1 d . . . . .
C22 C -0.1521(3) -0.0486(2) -0.2131(2) 0.0920(9) Uani 1 1 d . . . . .
H22A H -0.1568 -0.1277 -0.2335 0.138 Uiso 1 1 calc R U . . .
H22B H -0.1904 -0.0390 -0.2801 0.138 Uiso 1 1 calc R U . . .
H22C H -0.2146 -0.0222 -0.1668 0.138 Uiso 1 1 calc R U . . .
C23 C 0.0626(3) 0.1250(2) -0.1417(2) 0.0753(7) Uani 1 1 d . . . . .
H23 H -0.0080 0.1535 -0.1796 0.090 Uiso 1 1 calc R U . . .
C24 C 0.2126(3) 0.18986(19) -0.0802(2) 0.0646(6) Uani 1 1 d . . . . .
H24 H 0.2413 0.2613 -0.0765 0.078 Uiso 1 1 calc R U . . .
C25 C 0.6790(3) 0.66172(18) 0.36363(17) 0.0560(6) Uani 1 1 d . . . . .
H25 H 0.5818 0.6195 0.3493 0.067 Uiso 1 1 calc R U . . .
C26 C 0.7497(3) 0.7589(2) 0.46432(19) 0.0677(7) Uani 1 1 d . . . . .
H26 H 0.7008 0.7809 0.5178 0.081 Uiso 1 1 calc R U . . .
C27 C 0.8907(3) 0.8225(2) 0.4858(2) 0.0792(8) Uani 1 1 d . . . . .
H27 H 0.9374 0.8887 0.5531 0.095 Uiso 1 1 calc R U . . .
C28 C 0.9624(3) 0.7887(2) 0.4081(2) 0.0900(9) Uani 1 1 d . . . . .
H28 H 1.0591 0.8318 0.4229 0.108 Uiso 1 1 calc R U . . .
C29 C 0.8936(3) 0.6904(2) 0.3066(2) 0.0704(7) Uani 1 1 d . . . . .
H29 H 0.9444 0.6681 0.2543 0.084 Uiso 1 1 calc R U . . .
C30 C 0.7511(2) 0.62662(16) 0.28393(16) 0.0441(5) Uani 1 1 d . . . . .
C31 C 0.6787(2) 0.44974(17) -0.00493(17) 0.0437(5) Uani 1 1 d . . . . .
C32 C 0.5813(2) 0.33465(16) -0.03932(16) 0.0447(5) Uani 1 1 d . . . . .
H32 H 0.4845 0.3252 -0.0970 0.054 Uiso 1 1 calc R U . . .
C33 C 0.6549(3) 0.23847(18) -0.09759(18) 0.0555(6) Uani 1 1 d . . . . .
H33A H 0.7488 0.2406 -0.0432 0.067 Uiso 1 1 calc R U . . .
H33B H 0.5833 0.1653 -0.1275 0.067 Uiso 1 1 calc R U . . .
C34 C 0.6934(3) 0.2524(2) -0.19278(19) 0.0642(6) Uani 1 1 d . . . . .
H34A H 0.7417 0.1923 -0.2278 0.077 Uiso 1 1 calc R U . . .
H34B H 0.5981 0.2446 -0.2495 0.077 Uiso 1 1 calc R U . . .
C35 C 0.8012(3) 0.3668(2) -0.15169(19) 0.0635(6) Uani 1 1 d . . . . .
H35A H 0.8207 0.3730 -0.2150 0.076 Uiso 1 1 calc R U . . .
H35B H 0.8996 0.3727 -0.0991 0.076 Uiso 1 1 calc R U . . .
C36 C 0.7303(3) 0.46377(19) -0.09384(18) 0.0550(6) Uani 1 1 d . . . . .
H36A H 0.8064 0.5357 -0.0598 0.066 Uiso 1 1 calc R U . . .
H36B H 0.6421 0.4659 -0.1497 0.066 Uiso 1 1 calc R U . . .
N1 N 0.7026(2) 0.38453(14) 0.33745(14) 0.0497(4) Uani 1 1 d . . . . .
N2 N 0.67055(17) 0.52813(13) 0.17751(13) 0.0413(4) Uani 1 1 d . . . . .
N3 N 0.71803(18) 0.53670(13) 0.09148(14) 0.0441(4) Uani 1 1 d . . . . .
O1 O 0.46358(17) 0.41244(13) 0.26597(13) 0.0629(4) Uani 1 1 d . . . . .
O2 O 0.57579(18) 0.17285(12) 0.08955(13) 0.0688(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.374(3) . ?
C1 C2 1.383(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.358(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.357(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.380(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.512(3) . ?
C7 N1 1.455(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.219(2) . ?
C8 N1 1.357(3) . ?
C8 C9 1.545(3) . ?
C9 N2 1.493(2) . ?
C9 C10 1.527(3) . ?
C9 C16 1.545(3) . ?
C10 C11 1.378(3) . ?
C10 C15 1.389(3) . ?
C11 C12 1.386(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.374(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.382(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(3) . ?
C14 H14 0.9300 . ?
C15 N1 1.414(3) . ?
C16 C17 1.514(3) . ?
C16 C32 1.534(3) . ?
C16 H16 0.9800 . ?
C17 O2 1.216(2) . ?
C17 C18 1.486(3) . ?
C18 C19 1.382(3) . ?
C18 C24 1.387(3) . ?
C19 C20 1.377(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.374(3) . ?
C20 H20 0.9300 . ?
C21 C23 1.379(3) . ?
C21 C22 1.510(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.381(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.381(3) . ?
C25 C30 1.382(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.360(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.356(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.391(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.368(3) . ?
C29 H29 0.9300 . ?
C30 N2 1.441(2) . ?
C31 N3 1.282(2) . ?
C31 C36 1.497(3) . ?
C31 C32 1.501(3) . ?
C32 C33 1.539(3) . ?
C32 H32 0.9800 . ?
C33 C34 1.520(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.513(3) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.528(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
N2 N3 1.409(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.7(2) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.8(2) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 120.4(3) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C1 C6 C5 117.8(2) . . ?
C1 C6 C7 118.2(2) . . ?
C5 C6 C7 123.93(19) . . ?
N1 C7 C6 115.29(18) . . ?
N1 C7 H7A 108.5 . . ?
C6 C7 H7A 108.5 . . ?
N1 C7 H7B 108.5 . . ?
C6 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
O1 C8 N1 125.57(19) . . ?
O1 C8 C9 125.69(19) . . ?
N1 C8 C9 108.65(17) . . ?
N2 C9 C10 111.72(15) . . ?
N2 C9 C8 111.61(14) . . ?
C10 C9 C8 101.70(15) . . ?
N2 C9 C16 103.69(14) . . ?
C10 C9 C16 121.94(15) . . ?
C8 C9 C16 106.09(15) . . ?
C11 C10 C15 118.42(17) . . ?
C11 C10 C9 132.95(17) . . ?
C15 C10 C9 108.32(16) . . ?
C10 C11 C12 119.90(19) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 121.6(2) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C15 C14 C13 117.2(2) . . ?
C15 C14 H14 121.4 . . ?
C13 C14 H14 121.4 . . ?
C14 C15 C10 122.79(19) . . ?
C14 C15 N1 127.11(19) . . ?
C10 C15 N1 110.09(16) . . ?
C17 C16 C32 112.84(15) . . ?
C17 C16 C9 113.57(16) . . ?
C32 C16 C9 112.42(15) . . ?
C17 C16 H16 105.7 . . ?
C32 C16 H16 105.7 . . ?
C9 C16 H16 105.7 . . ?
O2 C17 C18 120.93(19) . . ?
O2 C17 C16 119.65(19) . . ?
C18 C17 C16 119.41(17) . . ?
C19 C18 C24 118.0(2) . . ?
C19 C18 C17 118.82(19) . . ?
C24 C18 C17 123.20(19) . . ?
C20 C19 C18 120.9(2) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C21 C20 C19 121.7(2) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C23 117.1(2) . . ?
C20 C21 C22 121.6(2) . . ?
C23 C21 C22 121.3(2) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 C24 122.2(2) . . ?
C21 C23 H23 118.9 . . ?
C24 C23 H23 118.9 . . ?
C23 C24 C18 120.1(2) . . ?
C23 C24 H24 120.0 . . ?
C18 C24 H24 120.0 . . ?
C26 C25 C30 120.6(2) . . ?
C26 C25 H25 119.7 . . ?
C30 C25 H25 119.7 . . ?
C27 C26 C25 120.4(2) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C28 C27 C26 119.4(2) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 121.0(3) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 H28 119.5 . . ?
C30 C29 C28 119.9(2) . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C29 C30 C25 118.65(19) . . ?
C29 C30 N2 122.14(19) . . ?
C25 C30 N2 119.12(18) . . ?
N3 C31 C36 117.60(18) . . ?
N3 C31 C32 126.35(18) . . ?
C36 C31 C32 116.03(17) . . ?
C31 C32 C16 110.27(15) . . ?
C31 C32 C33 111.65(16) . . ?
C16 C32 C33 116.66(16) . . ?
C31 C32 H32 105.8 . . ?
C16 C32 H32 105.8 . . ?
C33 C32 H32 105.8 . . ?
C34 C33 C32 109.93(17) . . ?
C34 C33 H33A 109.7 . . ?
C32 C33 H33A 109.7 . . ?
C34 C33 H33B 109.7 . . ?
C32 C33 H33B 109.7 . . ?
H33A C33 H33B 108.2 . . ?
C35 C34 C33 112.09(18) . . ?
C35 C34 H34A 109.2 . . ?
C33 C34 H34A 109.2 . . ?
C35 C34 H34B 109.2 . . ?
C33 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
C34 C35 C36 110.74(18) . . ?
C34 C35 H35A 109.5 . . ?
C36 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 108.1 . . ?
C31 C36 C35 111.68(17) . . ?
C31 C36 H36A 109.3 . . ?
C35 C36 H36A 109.3 . . ?
C31 C36 H36B 109.3 . . ?
C35 C36 H36B 109.3 . . ?
H36A C36 H36B 107.9 . . ?
C8 N1 C15 111.17(16) . . ?
C8 N1 C7 123.74(18) . . ?
C15 N1 C7 125.08(17) . . ?
N3 N2 C30 110.66(15) . . ?
N3 N2 C9 113.89(13) . . ?
C30 N2 C9 117.95(15) . . ?
C31 N3 N2 119.72(16) . . ?

_refine_diff_density_max         0.165
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.034


####################################################################### 
# 
# 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_2aa
_database_code_depnum_ccdc_archive 'CCDC 2033685'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C36 H33 N3 O2'
_chemical_formula_sum            'C36 H33 N3 O2'
_chemical_formula_weight         539.65

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   11.7931(6)
_cell_length_b                   14.9063(7)
_cell_length_c                   16.3539(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2874.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8468
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      23.58

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6816
_exptl_absorpt_correction_T_max  0.7456
_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_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24228
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.530
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5632
_reflns_number_gt                3979
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.778
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.998

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0651P)²+1.2269P] 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 1365 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.3(5)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5632
_refine_ls_number_parameters     427
_refine_ls_number_restraints     182
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.1490
_refine_ls_wR_factor_gt          0.1307
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.032
_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 0.3674(4) 0.3493(3) 0.8873(3) 0.0588(12) Uani 1 1 d . . . . .
H1 H 0.3309 0.3615 0.8381 0.071 Uiso 1 1 calc R U . . .
C2 C 0.3260(5) 0.3858(3) 0.9593(3) 0.0755(15) Uani 1 1 d . . . . .
H2 H 0.2616 0.4218 0.9582 0.091 Uiso 1 1 calc R U . . .
C3 C 0.3794(6) 0.3692(4) 1.0322(3) 0.0849(17) Uani 1 1 d . . . . .
H3 H 0.3514 0.3937 1.0805 0.102 Uiso 1 1 calc R U . . .
C4 C 0.4742(5) 0.3163(3) 1.0334(3) 0.0735(14) Uani 1 1 d . . . . .
H4 H 0.5114 0.3059 1.0826 0.088 Uiso 1 1 calc R U . . .
C5 C 0.5155(4) 0.2782(3) 0.9624(3) 0.0559(11) Uani 1 1 d . . . . .
H5 H 0.5790 0.2412 0.9643 0.067 Uiso 1 1 calc R U . . .
C6 C 0.4620(3) 0.2951(3) 0.8879(2) 0.0450(10) Uani 1 1 d . . . . .
C7 C 0.6841(3) 0.2343(3) 0.7548(3) 0.0452(10) Uani 1 1 d . . . . .
C8 C 0.8100(4) 0.2369(3) 0.7633(3) 0.0650(13) Uani 1 1 d . . . . .
H8A H 0.8298 0.2394 0.8208 0.078 Uiso 1 1 calc R U . . .
H8B H 0.8387 0.2909 0.7374 0.078 Uiso 1 1 calc R U . . .
C9 C 0.8652(4) 0.1560(4) 0.7248(3) 0.0718(14) Uani 1 1 d . . . . .
H9A H 0.9469 0.1634 0.7259 0.086 Uiso 1 1 calc R U . . .
H9B H 0.8465 0.1030 0.7565 0.086 Uiso 1 1 calc R U . . .
C10 C 0.8269(4) 0.1428(4) 0.6380(4) 0.0801(16) Uani 1 1 d . . . . .
H10A H 0.8624 0.0895 0.6156 0.096 Uiso 1 1 calc R U . . .
H10B H 0.8504 0.1938 0.6052 0.096 Uiso 1 1 calc R U . . .
C11 C 0.6991(4) 0.1331(4) 0.6337(3) 0.0677(13) Uani 1 1 d . . . . .
H11A H 0.6767 0.0788 0.6621 0.081 Uiso 1 1 calc R U . . .
H11B H 0.6763 0.1272 0.5769 0.081 Uiso 1 1 calc R U . . .
C12 C 0.6367(3) 0.2141(3) 0.6721(2) 0.0453(10) Uani 1 1 d . . . . .
H12 H 0.6482 0.2666 0.6370 0.054 Uiso 1 1 calc R U . . .
C13 C 0.0696(5) 0.3717(4) 0.7822(5) 0.0961(10) Uani 1 1 d . U . . .
H13 H 0.1164 0.3389 0.8168 0.115 Uiso 1 1 calc R U . . .
C14 C -0.0067(5) 0.4354(4) 0.8154(5) 0.0997(10) Uani 1 1 d . U . . .
H14 H -0.0098 0.4447 0.8716 0.120 Uiso 1 1 calc R U . . .
C15 C -0.0732(5) 0.4813(5) 0.7663(5) 0.1012(10) Uani 1 1 d . U . . .
H15 H -0.1231 0.5227 0.7889 0.121 Uiso 1 1 calc R U . . .
C16 C -0.0720(5) 0.4711(5) 0.6870(5) 0.1006(10) Uani 1 1 d . U . . .
H16 H -0.1202 0.5051 0.6543 0.121 Uiso 1 1 calc R U . . .
C17 C 0.0024(5) 0.4085(4) 0.6510(5) 0.0976(10) Uani 1 1 d . U . . .
H17 H 0.0028 0.4010 0.5945 0.117 Uiso 1 1 calc R U . . .
C18 C 0.0749(5) 0.3582(4) 0.6991(5) 0.0938(10) Uani 1 1 d . U . . .
C19 C 0.1533(4) 0.2900(4) 0.6637(3) 0.0674(14) Uani 1 1 d . . . . .
H19A H 0.1268 0.2308 0.6791 0.081 Uiso 1 1 calc R U . . .
H19B H 0.1498 0.2940 0.6045 0.081 Uiso 1 1 calc R U . . .
C20 C 0.3402(3) 0.3741(3) 0.6714(2) 0.0459(10) Uani 1 1 d . . . . .
C21 C 0.3110(4) 0.4543(3) 0.6342(3) 0.0598(12) Uani 1 1 d . . . . .
H21 H 0.2392 0.4634 0.6123 0.072 Uiso 1 1 calc R U . . .
C22 C 0.3930(4) 0.5204(3) 0.6312(3) 0.0628(13) Uani 1 1 d . . . . .
H22 H 0.3759 0.5749 0.6065 0.075 Uiso 1 1 calc R U . . .
C23 C 0.4992(4) 0.5077(3) 0.6637(3) 0.0552(12) Uani 1 1 d . . . . .
H23 H 0.5517 0.5542 0.6622 0.066 Uiso 1 1 calc R U . . .
C24 C 0.5292(4) 0.4259(3) 0.6989(2) 0.0463(10) Uani 1 1 d . . . . .
H24 H 0.6016 0.4167 0.7199 0.056 Uiso 1 1 calc R U . . .
C25 C 0.4487(3) 0.3593(2) 0.7019(2) 0.0389(9) Uani 1 1 d . . . . .
C26 C 0.4529(3) 0.2656(2) 0.7366(2) 0.0393(9) Uani 1 1 d . . . . .
C27 C 0.3263(3) 0.2382(3) 0.7369(2) 0.0447(10) Uani 1 1 d . . . . .
C28 C 0.5102(3) 0.1958(2) 0.6785(2) 0.0420(9) Uani 1 1 d . . . . .
H28 H 0.5007 0.1363 0.7031 0.050 Uiso 1 1 calc R U . . .
C29 C 0.4538(4) 0.1941(3) 0.5944(2) 0.0492(10) Uani 1 1 d . . . . .
C30 C 0.3772(3) 0.1189(2) 0.5732(2) 0.0499(9) Uani 1 1 d D U . . .
C31 C 0.377(3) 0.0372(12) 0.614(2) 0.050(3) Uani 0.28(3) 1 d D U P A 1
H31 H 0.4177 0.0339 0.6627 0.060 Uiso 0.28(3) 1 calc R U P A 1
C32 C 0.320(3) -0.040(2) 0.5892(17) 0.055(3) Uani 0.28(3) 1 d D U P A 1
H32 H 0.3243 -0.0935 0.6181 0.066 Uiso 0.28(3) 1 calc R U P A 1
C33 C 0.258(3) -0.0308(16) 0.5177(16) 0.058(3) Uani 0.28(3) 1 d D U P A 1
C34 C 0.199(3) -0.111(3) 0.478(2) 0.064(6) Uani 0.28(3) 1 d . U P A 1
H34A H 0.2096 -0.1635 0.5116 0.096 Uiso 0.28(3) 1 calc R U P A 1
H34B H 0.2322 -0.1222 0.4250 0.096 Uiso 0.28(3) 1 calc R U P A 1
H34C H 0.1200 -0.0992 0.4719 0.096 Uiso 0.28(3) 1 calc R U P A 1
C35 C 0.255(2) 0.0486(13) 0.4734(15) 0.059(3) Uani 0.28(3) 1 d D U P A 1
H35 H 0.2098 0.0531 0.4268 0.071 Uiso 0.28(3) 1 calc R U P A 1
C36 C 0.319(2) 0.1213(14) 0.4993(9) 0.056(3) Uani 0.28(3) 1 d D U P A 1
H36 H 0.3233 0.1724 0.4667 0.067 Uiso 0.28(3) 1 calc R U P A 1
C31' C 0.3933(10) 0.0337(4) 0.6056(8) 0.0510(18) Uani 0.72(3) 1 d D U P A 2
H31' H 0.4505 0.0233 0.6436 0.061 Uiso 0.72(3) 1 calc R U P A 2
C32' C 0.3228(10) -0.0355(10) 0.5804(7) 0.060(2) Uani 0.72(3) 1 d D U P A 2
H32' H 0.3359 -0.0929 0.6007 0.071 Uiso 0.72(3) 1 calc R U P A 2
C33' C 0.2338(10) -0.0227(6) 0.5263(8) 0.068(2) Uani 0.72(3) 1 d D U P A 2
C34' C 0.1627(14) -0.1013(11) 0.5008(9) 0.086(4) Uani 0.72(3) 1 d . U P A 2
H34D H 0.1699 -0.1484 0.5405 0.130 Uiso 0.72(3) 1 calc R U P A 2
H34E H 0.1878 -0.1225 0.4484 0.130 Uiso 0.72(3) 1 calc R U P A 2
H34F H 0.0847 -0.0831 0.4972 0.130 Uiso 0.72(3) 1 calc R U P A 2
C35' C 0.2144(10) 0.0642(6) 0.4991(7) 0.067(2) Uani 0.72(3) 1 d D U P A 2
H35' H 0.1532 0.0755 0.4648 0.081 Uiso 0.72(3) 1 calc R U P A 2
C36' C 0.2848(7) 0.1345(5) 0.5221(7) 0.059(2) Uani 0.72(3) 1 d D U P A 2
H36' H 0.2701 0.1922 0.5034 0.071 Uiso 0.72(3) 1 calc R U P A 2
N1 N 0.5081(3) 0.2553(2) 0.81610(19) 0.0415(7) Uani 1 1 d . . . . .
N2 N 0.6261(3) 0.2519(2) 0.8190(2) 0.0447(8) Uani 1 1 d . . . . .
N3 N 0.2708(3) 0.2992(2) 0.6891(2) 0.0521(9) Uani 1 1 d . . . . .
O1 O 0.2856(3) 0.1713(2) 0.7669(2) 0.0597(8) Uani 1 1 d . . . . .
O2 O 0.4737(3) 0.2537(2) 0.54567(19) 0.0705(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.379(6) . ?
C1 C2 1.386(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.395(6) . ?
C5 H5 0.9300 . ?
C6 N1 1.423(5) . ?
C7 N2 1.279(5) . ?
C7 C8 1.491(6) . ?
C7 C12 1.494(6) . ?
C8 C9 1.508(7) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.503(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.516(7) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.547(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C28 1.520(6) . ?
C12 H12 0.9800 . ?
C13 C18 1.376(10) . ?
C13 C14 1.416(9) . ?
C13 H13 0.9300 . ?
C14 C15 1.314(9) . ?
C14 H14 0.9300 . ?
C15 C16 1.306(10) . ?
C15 H15 0.9300 . ?
C16 C17 1.410(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.383(9) . ?
C17 H17 0.9300 . ?
C18 C19 1.491(8) . ?
C19 N3 1.453(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.385(6) . ?
C20 C25 1.390(6) . ?
C20 N3 1.414(5) . ?
C21 C22 1.381(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.373(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.393(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.375(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.508(5) . ?
C26 N1 1.462(5) . ?
C26 C27 1.548(6) . ?
C26 C28 1.563(5) . ?
C27 O1 1.211(5) . ?
C27 N3 1.367(5) . ?
C28 C29 1.528(6) . ?
C28 H28 0.9800 . ?
C29 O2 1.217(5) . ?
C29 C30 1.481(6) . ?
C30 C31' 1.389(3) . ?
C30 C31 1.390(3) . ?
C30 C36 1.390(3) . ?
C30 C36' 1.392(3) . ?
C31 C32 1.389(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.389(3) . ?
C32 H32 0.9300 . ?
C33 C35 1.389(3) . ?
C33 C34 1.53(4) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.390(3) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C31' C32' 1.387(3) . ?
C31' H31' 0.9300 . ?
C32' C33' 1.387(3) . ?
C32' H32' 0.9300 . ?
C33' C35' 1.388(3) . ?
C33' C34' 1.500(17) . ?
C34' H34D 0.9600 . ?
C34' H34E 0.9600 . ?
C34' H34F 0.9600 . ?
C35' C36' 1.389(3) . ?
C35' H35' 0.9300 . ?
C36' H36' 0.9300 . ?
N1 N2 1.394(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.6(5) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.5(5) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 119.4(5) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 120.9(5) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 120.0(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 118.6(4) . . ?
C1 C6 N1 123.2(4) . . ?
C5 C6 N1 118.2(4) . . ?
N2 C7 C8 116.8(4) . . ?
N2 C7 C12 125.7(4) . . ?
C8 C7 C12 117.5(4) . . ?
C7 C8 C9 111.7(4) . . ?
C7 C8 H8A 109.3 . . ?
C9 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 107.9 . . ?
C10 C9 C8 111.6(4) . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9B 109.3 . . ?
C8 C9 H9B 109.3 . . ?
H9A C9 H9B 108.0 . . ?
C9 C10 C11 110.8(4) . . ?
C9 C10 H10A 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C11 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
C10 C11 C12 112.2(4) . . ?
C10 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
C10 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C7 C12 C28 109.9(3) . . ?
C7 C12 C11 110.3(3) . . ?
C28 C12 C11 110.7(4) . . ?
C7 C12 H12 108.6 . . ?
C28 C12 H12 108.6 . . ?
C11 C12 H12 108.6 . . ?
C18 C13 C14 120.4(7) . . ?
C18 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 119.6(8) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C16 C15 C14 122.6(8) . . ?
C16 C15 H15 118.7 . . ?
C14 C15 H15 118.7 . . ?
C15 C16 C17 119.9(8) . . ?
C15 C16 H16 120.0 . . ?
C17 C16 H16 120.0 . . ?
C18 C17 C16 120.4(8) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C13 C18 C17 117.0(6) . . ?
C13 C18 C19 120.8(6) . . ?
C17 C18 C19 122.2(7) . . ?
N3 C19 C18 114.6(4) . . ?
N3 C19 H19A 108.6 . . ?
C18 C19 H19A 108.6 . . ?
N3 C19 H19B 108.6 . . ?
C18 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
C21 C20 C25 121.6(4) . . ?
C21 C20 N3 128.9(4) . . ?
C25 C20 N3 109.5(3) . . ?
C22 C21 C20 117.2(4) . . ?
C22 C21 H21 121.4 . . ?
C20 C21 H21 121.4 . . ?
C23 C22 C21 121.8(4) . . ?
C23 C22 H22 119.1 . . ?
C21 C22 H22 119.1 . . ?
C22 C23 C24 120.8(4) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C25 C24 C23 118.1(4) . . ?
C25 C24 H24 120.9 . . ?
C23 C24 H24 120.9 . . ?
C24 C25 C20 120.5(4) . . ?
C24 C25 C26 131.2(4) . . ?
C20 C25 C26 108.3(3) . . ?
N1 C26 C25 116.6(3) . . ?
N1 C26 C27 113.5(3) . . ?
C25 C26 C27 102.3(3) . . ?
N1 C26 C28 106.2(3) . . ?
C25 C26 C28 113.6(3) . . ?
C27 C26 C28 104.1(3) . . ?
O1 C27 N3 126.2(4) . . ?
O1 C27 C26 127.0(4) . . ?
N3 C27 C26 106.5(3) . . ?
C12 C28 C29 111.7(3) . . ?
C12 C28 C26 110.3(3) . . ?
C29 C28 C26 111.7(3) . . ?
C12 C28 H28 107.6 . . ?
C29 C28 H28 107.6 . . ?
C26 C28 H28 107.6 . . ?
O2 C29 C30 121.1(4) . . ?
O2 C29 C28 119.5(4) . . ?
C30 C29 C28 119.3(3) . . ?
C31 C30 C36 116.1(18) . . ?
C31' C30 C36' 119.2(7) . . ?
C31' C30 C29 121.3(7) . . ?
C31 C30 C29 123.5(16) . . ?
C36 C30 C29 119.0(8) . . ?
C36' C30 C29 119.5(4) . . ?
C32 C31 C30 126(3) . . ?
C32 C31 H31 117.1 . . ?
C30 C31 H31 117.1 . . ?
C33 C32 C31 115(4) . . ?
C33 C32 H32 122.6 . . ?
C31 C32 H32 122.6 . . ?
C32 C33 C35 123(3) . . ?
C32 C33 C34 121(2) . . ?
C35 C33 C34 116(2) . . ?
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 . . ?
C33 C35 C36 119(2) . . ?
C33 C35 H35 120.3 . . ?
C36 C35 H35 120.3 . . ?
C35 C36 C30 121.0(14) . . ?
C35 C36 H36 119.5 . . ?
C30 C36 H36 119.5 . . ?
C32' C31' C30 119.0(12) . . ?
C32' C31' H31' 120.5 . . ?
C30 C31' H31' 120.5 . . ?
C33' C32' C31' 122.7(13) . . ?
C33' C32' H32' 118.7 . . ?
C31' C32' H32' 118.7 . . ?
C32' C33' C35' 117.3(11) . . ?
C32' C33' C34' 119.6(10) . . ?
C35' C33' C34' 123.1(10) . . ?
C33' C34' H34D 109.5 . . ?
C33' C34' H34E 109.5 . . ?
H34D C34' H34E 109.5 . . ?
C33' C34' H34F 109.5 . . ?
H34D C34' H34F 109.5 . . ?
H34E C34' H34F 109.5 . . ?
C33' C35' C36' 121.2(8) . . ?
C33' C35' H35' 119.4 . . ?
C36' C35' H35' 119.4 . . ?
C35' C36' C30 120.3(6) . . ?
C35' C36' H36' 119.8 . . ?
C30 C36' H36' 119.8 . . ?
N2 N1 C6 111.7(3) . . ?
N2 N1 C26 118.6(3) . . ?
C6 N1 C26 121.3(3) . . ?
C7 N2 N1 120.9(3) . . ?
C27 N3 C20 111.4(3) . . ?
C27 N3 C19 123.9(4) . . ?
C20 N3 C19 124.6(4) . . ?

_refine_diff_density_max         0.492
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.039


####################################################################### 
# 
# 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_2b
_database_code_depnum_ccdc_archive 'CCDC 2033686'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C37 H35 N3 O3'
_chemical_formula_sum            'C37 H35 N3 O3'
_chemical_formula_weight         569.68

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      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                   9.7417(9)
_cell_length_b                   13.6679(13)
_cell_length_c                   14.8331(14)
_cell_angle_alpha                108.461(3)
_cell_angle_beta                 108.554(3)
_cell_angle_gamma                98.943(3)
_cell_volume                     1702.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5248
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      22.32

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.071
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6786
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            24293
_diffrn_reflns_av_unetI/netI     0.0870
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.220
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6638
_reflns_number_gt                3632
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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)+(0.0805P)²+0.6079P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.016(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6638
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1372
_refine_ls_R_factor_gt           0.0678
_refine_ls_wR_factor_ref         0.1835
_refine_ls_wR_factor_gt          0.1564
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_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 -0.1422(4) 0.2459(3) 0.2267(2) 0.0525(8) Uani 1 1 d . . . . .
H1 H -0.2213 0.2561 0.2474 0.063 Uiso 1 1 calc R U . . .
C2 C -0.1728(4) 0.1928(3) 0.1231(3) 0.0693(11) Uani 1 1 d . . . . .
H2 H -0.2719 0.1669 0.0747 0.083 Uiso 1 1 calc R U . . .
C3 C -0.0561(5) 0.1784(3) 0.0920(3) 0.0729(11) Uani 1 1 d . . . . .
H3 H -0.0758 0.1441 0.0223 0.087 Uiso 1 1 calc R U . . .
C4 C 0.0893(5) 0.2148(3) 0.1639(3) 0.0725(11) Uani 1 1 d . . . . .
H4 H 0.1678 0.2035 0.1429 0.087 Uiso 1 1 calc R U . . .
C5 C 0.1203(4) 0.2682(3) 0.2676(2) 0.0559(9) Uani 1 1 d . . . . .
H5 H 0.2194 0.2936 0.3159 0.067 Uiso 1 1 calc R U . . .
C6 C 0.0031(3) 0.2837(2) 0.2992(2) 0.0368(7) Uani 1 1 d . . . . .
C7 C 0.2152(3) 0.4808(2) 0.5504(2) 0.0354(7) Uani 1 1 d . . . . .
C8 C 0.3514(3) 0.5780(2) 0.5982(2) 0.0485(8) Uani 1 1 d . . . . .
H8A H 0.3216 0.6426 0.6228 0.058 Uiso 1 1 calc R U . . .
H8B H 0.3892 0.5822 0.5460 0.058 Uiso 1 1 calc R U . . .
C9 C 0.4766(3) 0.5725(3) 0.6878(3) 0.0579(9) Uani 1 1 d . . . . .
H9A H 0.5577 0.6392 0.7209 0.070 Uiso 1 1 calc R U . . .
H9B H 0.5173 0.5144 0.6615 0.070 Uiso 1 1 calc R U . . .
C10 C 0.4194(3) 0.5543(3) 0.7674(2) 0.0545(9) Uani 1 1 d . . . . .
H10A H 0.3882 0.6160 0.7988 0.065 Uiso 1 1 calc R U . . .
H10B H 0.5007 0.5477 0.8214 0.065 Uiso 1 1 calc R U . . .
C11 C 0.2861(3) 0.4526(2) 0.7177(2) 0.0420(7) Uani 1 1 d . . . . .
H11A H 0.2474 0.4463 0.7689 0.050 Uiso 1 1 calc R U . . .
H11B H 0.3207 0.3900 0.6942 0.050 Uiso 1 1 calc R U . . .
C12 C 0.1585(3) 0.4546(2) 0.6257(2) 0.0338(7) Uani 1 1 d . . . . .
H12 H 0.1205 0.5143 0.6546 0.041 Uiso 1 1 calc R U . . .
C13 C -0.3004(4) -0.1945(3) 0.1969(3) 0.0656(10) Uani 1 1 d . . . . .
H13 H -0.3404 -0.2203 0.2369 0.079 Uiso 1 1 calc R U . . .
C14 C -0.3260(5) -0.2634(3) 0.0973(3) 0.0879(14) Uani 1 1 d . . . . .
H14 H -0.3842 -0.3345 0.0705 0.106 Uiso 1 1 calc R U . . .
C15 C -0.2650(6) -0.2258(4) 0.0391(3) 0.1028(16) Uani 1 1 d . . . . .
H15 H -0.2810 -0.2715 -0.0272 0.123 Uiso 1 1 calc R U . . .
C16 C -0.1823(5) -0.1229(4) 0.0779(3) 0.0911(14) Uani 1 1 d . . . . .
H16 H -0.1411 -0.0978 0.0380 0.109 Uiso 1 1 calc R U . . .
C17 C -0.1572(4) -0.0535(3) 0.1762(2) 0.0650(10) Uani 1 1 d . . . . .
H17 H -0.0996 0.0176 0.2016 0.078 Uiso 1 1 calc R U . . .
C18 C -0.2165(3) -0.0886(2) 0.2366(2) 0.0424(7) Uani 1 1 d . . . . .
C19 C -0.1896(3) -0.0176(2) 0.3457(2) 0.0446(8) Uani 1 1 d . . . . .
H19A H -0.2855 -0.0081 0.3476 0.053 Uiso 1 1 calc R U . . .
H19B H -0.1535 -0.0544 0.3907 0.053 Uiso 1 1 calc R U . . .
C20 C -0.1190(3) 0.1814(2) 0.41209(19) 0.0335(7) Uani 1 1 d . . . . .
C21 C 0.0273(3) 0.2760(2) 0.46840(19) 0.0302(6) Uani 1 1 d . . . . .
C22 C 0.1481(3) 0.2167(2) 0.47486(19) 0.0306(6) Uani 1 1 d . . . . .
C23 C 0.3045(3) 0.2511(2) 0.5145(2) 0.0367(7) Uani 1 1 d . . . . .
H23 H 0.3545 0.3244 0.5468 0.044 Uiso 1 1 calc R U . . .
C24 C 0.3876(3) 0.1766(2) 0.5063(2) 0.0415(7) Uani 1 1 d . . . . .
C25 C 0.5575(3) 0.2150(3) 0.5534(3) 0.0659(10) Uani 1 1 d . . . . .
H25A H 0.5941 0.2034 0.6162 0.099 Uiso 1 1 calc R U . . .
H25B H 0.5903 0.2904 0.5683 0.099 Uiso 1 1 calc R U . . .
H25C H 0.5963 0.1758 0.5059 0.099 Uiso 1 1 calc R U . . .
C26 C 0.3118(3) 0.0685(2) 0.4557(2) 0.0458(8) Uani 1 1 d . . . . .
H26 H 0.3673 0.0189 0.4503 0.055 Uiso 1 1 calc R U . . .
C27 C 0.1544(3) 0.0310(2) 0.4124(2) 0.0423(7) Uani 1 1 d . . . . .
H27 H 0.1043 -0.0421 0.3775 0.051 Uiso 1 1 calc R U . . .
C28 C 0.0767(3) 0.1067(2) 0.42359(19) 0.0327(6) Uani 1 1 d . . . . .
C29 C 0.0210(3) 0.3532(2) 0.56872(19) 0.0306(6) Uani 1 1 d . . . . .
H29 H -0.0679 0.3785 0.5465 0.037 Uiso 1 1 calc R U . . .
C30 C -0.0047(3) 0.2969(2) 0.6371(2) 0.0332(6) Uani 1 1 d . . . . .
C31 C -0.0589(3) 0.3488(2) 0.7188(2) 0.0357(7) Uani 1 1 d . . . . .
C32 C -0.0621(3) 0.3023(2) 0.7891(2) 0.0462(8) Uani 1 1 d . . . . .
H32 H -0.0249 0.2433 0.7866 0.055 Uiso 1 1 calc R U . . .
C33 C -0.1195(4) 0.3422(3) 0.8629(2) 0.0547(9) Uani 1 1 d . . . . .
H33 H -0.1207 0.3104 0.9097 0.066 Uiso 1 1 calc R U . . .
C34 C -0.1751(3) 0.4299(3) 0.8661(2) 0.0508(8) Uani 1 1 d . . . . .
C35 C -0.2484(5) 0.4262(4) 1.0049(3) 0.0896(14) Uani 1 1 d . . . . .
H35A H -0.3095 0.3528 0.9671 0.134 Uiso 1 1 calc R U . . .
H35B H -0.2937 0.4651 1.0479 0.134 Uiso 1 1 calc R U . . .
H35C H -0.1492 0.4284 1.0472 0.134 Uiso 1 1 calc R U . . .
C36 C -0.1680(3) 0.4786(3) 0.7989(2) 0.0489(8) Uani 1 1 d . . . . .
H36 H -0.2018 0.5392 0.8031 0.059 Uiso 1 1 calc R U . . .
C37 C -0.1115(3) 0.4382(2) 0.7255(2) 0.0402(7) Uani 1 1 d . . . . .
H37 H -0.1085 0.4713 0.6799 0.048 Uiso 1 1 calc R U . . .
N1 N 0.0294(2) 0.34209(17) 0.40596(16) 0.0339(6) Uani 1 1 d . . . . .
N2 N 0.1585(3) 0.43192(18) 0.45242(18) 0.0375(6) Uani 1 1 d . . . . .
N3 N -0.0827(2) 0.08792(17) 0.38682(16) 0.0347(6) Uani 1 1 d . . . . .
O1 O -0.2460(2) 0.19063(16) 0.39641(15) 0.0450(5) Uani 1 1 d . . . . .
O2 O 0.0180(2) 0.20960(16) 0.62540(15) 0.0500(6) Uani 1 1 d . . . . .
O3 O -0.2374(3) 0.4743(2) 0.93425(18) 0.0775(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.371(4) . ?
C1 C2 1.382(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.375(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(4) . ?
C5 H5 0.9300 . ?
C6 N1 1.445(3) . ?
C7 N2 1.274(3) . ?
C7 C12 1.506(4) . ?
C7 C8 1.512(4) . ?
C8 C9 1.523(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.525(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.531(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.536(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C29 1.545(4) . ?
C12 H12 0.9800 . ?
C13 C18 1.377(4) . ?
C13 C14 1.394(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.369(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.341(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.512(4) . ?
C19 N3 1.452(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 O1 1.219(3) . ?
C20 N3 1.349(3) . ?
C20 C21 1.544(4) . ?
C21 N1 1.487(3) . ?
C21 C22 1.524(4) . ?
C21 C29 1.555(3) . ?
C22 C23 1.386(4) . ?
C22 C28 1.392(4) . ?
C23 C24 1.395(4) . ?
C23 H23 0.9300 . ?
C24 C26 1.378(4) . ?
C24 C25 1.505(4) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.396(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.374(4) . ?
C27 H27 0.9300 . ?
C28 N3 1.422(3) . ?
C29 C30 1.510(4) . ?
C29 H29 0.9800 . ?
C30 O2 1.215(3) . ?
C30 C31 1.493(4) . ?
C31 C37 1.385(4) . ?
C31 C32 1.388(4) . ?
C32 C33 1.384(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.384(5) . ?
C33 H33 0.9300 . ?
C34 O3 1.370(4) . ?
C34 C36 1.374(4) . ?
C35 O3 1.423(5) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.375(4) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
N1 N2 1.413(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.9(3) . . ?
C6 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.6(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C4 C5 C6 119.8(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 119.2(3) . . ?
C1 C6 N1 118.6(2) . . ?
C5 C6 N1 122.1(3) . . ?
N2 C7 C12 127.0(2) . . ?
N2 C7 C8 117.8(3) . . ?
C12 C7 C8 115.1(2) . . ?
C7 C8 C9 111.6(3) . . ?
C7 C8 H8A 109.3 . . ?
C9 C8 H8A 109.3 . . ?
C7 C8 H8B 109.3 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
C8 C9 C10 111.7(3) . . ?
C8 C9 H9A 109.3 . . ?
C10 C9 H9A 109.3 . . ?
C8 C9 H9B 109.3 . . ?
C10 C9 H9B 109.3 . . ?
H9A C9 H9B 107.9 . . ?
C9 C10 C11 111.3(2) . . ?
C9 C10 H10A 109.4 . . ?
C11 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
C11 C10 H10B 109.4 . . ?
H10A C10 H10B 108.0 . . ?
C10 C11 C12 111.7(2) . . ?
C10 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
C10 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C7 C12 C11 112.2(2) . . ?
C7 C12 C29 110.6(2) . . ?
C11 C12 C29 115.2(2) . . ?
C7 C12 H12 106.0 . . ?
C11 C12 H12 106.0 . . ?
C29 C12 H12 106.0 . . ?
C18 C13 C14 120.7(4) . . ?
C18 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 119.6(4) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C16 C15 C14 119.9(4) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 121.0(4) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 120.6(4) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C13 118.2(3) . . ?
C17 C18 C19 123.2(3) . . ?
C13 C18 C19 118.6(3) . . ?
N3 C19 C18 115.0(2) . . ?
N3 C19 H19A 108.5 . . ?
C18 C19 H19A 108.5 . . ?
N3 C19 H19B 108.5 . . ?
C18 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
O1 C20 N3 125.9(2) . . ?
O1 C20 C21 125.0(2) . . ?
N3 C20 C21 109.1(2) . . ?
N1 C21 C22 112.8(2) . . ?
N1 C21 C20 109.7(2) . . ?
C22 C21 C20 101.6(2) . . ?
N1 C21 C29 104.1(2) . . ?
C22 C21 C29 120.2(2) . . ?
C20 C21 C29 108.2(2) . . ?
C23 C22 C28 118.3(2) . . ?
C23 C22 C21 133.1(2) . . ?
C28 C22 C21 108.4(2) . . ?
C22 C23 C24 120.4(3) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C26 C24 C23 119.1(3) . . ?
C26 C24 C25 121.1(3) . . ?
C23 C24 C25 119.9(3) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 C27 122.1(3) . . ?
C24 C26 H26 119.0 . . ?
C27 C26 H26 119.0 . . ?
C28 C27 C26 117.1(3) . . ?
C28 C27 H27 121.4 . . ?
C26 C27 H27 121.4 . . ?
C27 C28 C22 122.9(3) . . ?
C27 C28 N3 127.2(2) . . ?
C22 C28 N3 109.9(2) . . ?
C30 C29 C12 113.6(2) . . ?
C30 C29 C21 112.7(2) . . ?
C12 C29 C21 111.4(2) . . ?
C30 C29 H29 106.1 . . ?
C12 C29 H29 106.1 . . ?
C21 C29 H29 106.1 . . ?
O2 C30 C31 120.2(2) . . ?
O2 C30 C29 120.2(2) . . ?
C31 C30 C29 119.6(2) . . ?
C37 C31 C32 118.4(3) . . ?
C37 C31 C30 123.3(3) . . ?
C32 C31 C30 118.2(3) . . ?
C33 C32 C31 121.3(3) . . ?
C33 C32 H32 119.4 . . ?
C31 C32 H32 119.4 . . ?
C32 C33 C34 119.1(3) . . ?
C32 C33 H33 120.5 . . ?
C34 C33 H33 120.5 . . ?
O3 C34 C36 116.0(3) . . ?
O3 C34 C33 123.9(3) . . ?
C36 C34 C33 120.1(3) . . ?
O3 C35 H35A 109.5 . . ?
O3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 C37 120.5(3) . . ?
C34 C36 H36 119.8 . . ?
C37 C36 H36 119.8 . . ?
C36 C37 C31 120.6(3) . . ?
C36 C37 H37 119.7 . . ?
C31 C37 H37 119.7 . . ?
N2 N1 C6 110.3(2) . . ?
N2 N1 C21 113.73(19) . . ?
C6 N1 C21 115.7(2) . . ?
C7 N2 N1 118.8(2) . . ?
C20 N3 C28 110.9(2) . . ?
C20 N3 C19 124.2(2) . . ?
C28 N3 C19 123.9(2) . . ?
C34 O3 C35 118.2(3) . . ?

_refine_diff_density_max         0.322
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_3a
_database_code_depnum_ccdc_archive 'CCDC 2033688'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C48 H50 N4 O3'
_chemical_formula_sum            'C48 H50 N4 O3'
_chemical_formula_weight         730.92

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                   10.1127(7)
_cell_length_b                   19.0109(13)
_cell_length_c                   21.7708(13)
_cell_angle_alpha                90
_cell_angle_beta                 103.430(2)
_cell_angle_gamma                90
_cell_volume                     4071.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5584
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      21.17

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.193
_exptl_crystal_F_000             1560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.075
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6308
_exptl_absorpt_correction_T_max  0.7456
_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_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30196
_diffrn_reflns_av_unetI/netI     0.2329
_diffrn_reflns_av_R_equivalents  0.1599
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.331
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measured_fraction_theta_full 0.892
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_Laue_measured_fraction_full 0.892
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_point_group_measured_fraction_full 0.892
_reflns_number_total             7219
_reflns_number_gt                2658
_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)+(0.0338P)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         7219
_refine_ls_number_parameters     502
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2339
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_ref         0.1323
_refine_ls_wR_factor_gt          0.0979
_refine_ls_goodness_of_fit_ref   0.898
_refine_ls_restrained_S_all      0.898
_refine_ls_shift/su_max          0.001
_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 -0.1358(4) 0.2706(2) 0.03928(19) 0.0819(11) Uani 1 1 d . . . . .
H1 H -0.1481 0.2260 0.0545 0.098 Uiso 1 1 calc R U . . .
C2 C -0.1774(4) 0.2838(3) -0.0248(2) 0.1006(14) Uani 1 1 d . . . . .
H2 H -0.2144 0.2477 -0.0523 0.121 Uiso 1 1 calc R U . . .
C3 C -0.1645(4) 0.3491(3) -0.04760(19) 0.0978(14) Uani 1 1 d . . . . .
H3 H -0.1953 0.3583 -0.0905 0.117 Uiso 1 1 calc R U . . .
C4 C -0.1063(4) 0.4011(2) -0.00728(19) 0.0940(12) Uani 1 1 d . . . . .
H4 H -0.0947 0.4457 -0.0227 0.113 Uiso 1 1 calc R U . . .
C5 C -0.0643(4) 0.3874(2) 0.05696(16) 0.0770(10) Uani 1 1 d . . . . .
H5 H -0.0271 0.4237 0.0842 0.092 Uiso 1 1 calc R U . . .
C6 C -0.0762(3) 0.32252(18) 0.08115(15) 0.0569(8) Uani 1 1 d . . . . .
C7 C -0.0338(3) 0.30564(16) 0.15174(15) 0.0654(9) Uani 1 1 d . . . . .
H7A H -0.1120 0.2875 0.1654 0.078 Uiso 1 1 calc R U . . .
H7B H 0.0347 0.2689 0.1583 0.078 Uiso 1 1 calc R U . . .
C8 C 0.0218(3) 0.36805(15) 0.19195(13) 0.0500(8) Uani 1 1 d . . . . .
C9 C -0.0506(3) 0.51637(14) 0.27239(13) 0.0455(7) Uani 1 1 d . . . . .
C10 C -0.1832(3) 0.53375(18) 0.24233(15) 0.0639(9) Uani 1 1 d . . . . .
H10 H -0.2269 0.5107 0.2055 0.077 Uiso 1 1 calc R U . . .
C11 C -0.2486(4) 0.5854(2) 0.26778(18) 0.0753(10) Uani 1 1 d . . . . .
H11 H -0.3373 0.5974 0.2478 0.090 Uiso 1 1 calc R U . . .
C12 C -0.1855(4) 0.61985(18) 0.32230(18) 0.0729(10) Uani 1 1 d . . . . .
H12 H -0.2300 0.6556 0.3387 0.087 Uiso 1 1 calc R U . . .
C13 C -0.0561(4) 0.60051(17) 0.35199(16) 0.0689(10) Uani 1 1 d . . . . .
H13 H -0.0134 0.6227 0.3894 0.083 Uiso 1 1 calc R U . . .
C14 C 0.0117(3) 0.54912(16) 0.32756(14) 0.0573(8) Uani 1 1 d . . . . .
H14 H 0.0996 0.5365 0.3483 0.069 Uiso 1 1 calc R U . . .
C15 C 0.7804(3) 0.39110(16) 0.35958(17) 0.0611(9) Uani 1 1 d . . . . .
H15 H 0.7807 0.3746 0.3194 0.073 Uiso 1 1 calc R U . . .
C16 C 0.9019(4) 0.39703(18) 0.4040(2) 0.0788(11) Uani 1 1 d . . . . .
H16 H 0.9829 0.3845 0.3936 0.095 Uiso 1 1 calc R U . . .
C17 C 0.9033(4) 0.42087(19) 0.4623(2) 0.0815(11) Uani 1 1 d . . . . .
H17 H 0.9854 0.4249 0.4920 0.098 Uiso 1 1 calc R U . . .
C18 C 0.7842(4) 0.43929(18) 0.47824(17) 0.0774(11) Uani 1 1 d . . . . .
H18 H 0.7852 0.4555 0.5186 0.093 Uiso 1 1 calc R U . . .
C19 C 0.6614(3) 0.43331(17) 0.43300(16) 0.0655(9) Uani 1 1 d . . . . .
H19 H 0.5806 0.4459 0.4435 0.079 Uiso 1 1 calc R U . . .
C20 C 0.6585(3) 0.40917(14) 0.37359(14) 0.0469(7) Uani 1 1 d . . . . .
C21 C 0.5301(3) 0.39964(14) 0.32219(13) 0.0488(8) Uani 1 1 d . . . . .
H21A H 0.5475 0.4174 0.2831 0.059 Uiso 1 1 calc R U . . .
H21B H 0.5129 0.3496 0.3166 0.059 Uiso 1 1 calc R U . . .
C22 C 0.3700(3) 0.50181(15) 0.30478(12) 0.0429(7) Uani 1 1 d . . . . .
C23 C 0.4593(3) 0.55759(17) 0.32241(14) 0.0584(9) Uani 1 1 d . . . . .
H23 H 0.5416 0.5501 0.3513 0.070 Uiso 1 1 calc R U . . .
C24 C 0.4282(3) 0.62369(17) 0.29787(16) 0.0631(9) Uani 1 1 d . . . . .
H24 H 0.4911 0.6597 0.3099 0.076 Uiso 1 1 calc R U . . .
C25 C 0.3070(3) 0.63839(15) 0.25605(14) 0.0524(8) Uani 1 1 d . . . . .
C26 C 0.2737(4) 0.71110(15) 0.22982(16) 0.0773(10) Uani 1 1 d . . . . .
H26A H 0.2969 0.7449 0.2633 0.116 Uiso 1 1 calc R U . . .
H26B H 0.1783 0.7141 0.2107 0.116 Uiso 1 1 calc R U . . .
H26C H 0.3247 0.7207 0.1987 0.116 Uiso 1 1 calc R U . . .
C27 C 0.2189(3) 0.58238(15) 0.23856(13) 0.0508(8) Uani 1 1 d . . . . .
H27 H 0.1366 0.5907 0.2099 0.061 Uiso 1 1 calc R U . . .
C28 C 0.2467(3) 0.51420(14) 0.26148(12) 0.0407(7) Uani 1 1 d . . . . .
C29 C 0.1459(3) 0.45830(14) 0.23775(12) 0.0402(7) Uani 1 1 d . . . . .
C30 C 0.1547(3) 0.39673(14) 0.20454(12) 0.0441(7) Uani 1 1 d . . . . .
C31 C 0.2712(3) 0.36282(17) 0.18598(13) 0.0505(8) Uani 1 1 d . . . . .
C32 C 0.3686(3) 0.40276(15) 0.15829(12) 0.0462(7) Uani 1 1 d . . . . .
C33 C 0.4870(3) 0.36944(17) 0.15200(14) 0.0572(8) Uani 1 1 d . . . . .
H33 H 0.5057 0.3239 0.1672 0.069 Uiso 1 1 calc R U . . .
C34 C 0.5770(3) 0.40359(18) 0.12326(15) 0.0653(9) Uani 1 1 d . . . . .
H34 H 0.6560 0.3805 0.1199 0.078 Uiso 1 1 calc R U . . .
C35 C 0.5536(3) 0.47108(18) 0.09934(14) 0.0583(8) Uani 1 1 d . . . . .
C36 C 0.6525(4) 0.50542(19) 0.06763(17) 0.0876(11) Uani 1 1 d . . . . .
H36A H 0.6108 0.5457 0.0444 0.131 Uiso 1 1 calc R U . . .
H36B H 0.6792 0.4726 0.0392 0.131 Uiso 1 1 calc R U . . .
H36C H 0.7312 0.5200 0.0989 0.131 Uiso 1 1 calc R U . . .
C37 C 0.4354(3) 0.50326(16) 0.10608(14) 0.0610(9) Uani 1 1 d . . . . .
H37 H 0.4168 0.5488 0.0910 0.073 Uiso 1 1 calc R U . . .
C38 C 0.3429(3) 0.46975(16) 0.13473(13) 0.0538(8) Uani 1 1 d . . . . .
H38 H 0.2636 0.4927 0.1379 0.065 Uiso 1 1 calc R U . . .
C39 C 0.3253(3) 0.40510(16) 0.36840(14) 0.0475(8) Uani 1 1 d . . . . .
C40 C 0.2639(3) 0.23662(16) 0.39026(14) 0.0580(8) Uani 1 1 d . . . . .
C41 C 0.3907(4) 0.19675(17) 0.38262(17) 0.0798(11) Uani 1 1 d . . . . .
H41A H 0.4438 0.1834 0.4235 0.120 Uiso 1 1 calc R U . . .
H41B H 0.4439 0.2265 0.3621 0.120 Uiso 1 1 calc R U . . .
H41C H 0.3638 0.1554 0.3576 0.120 Uiso 1 1 calc R U . . .
C42 C 0.1770(4) 0.25469(18) 0.32504(14) 0.0826(11) Uani 1 1 d . . . . .
H42A H 0.1389 0.2124 0.3041 0.124 Uiso 1 1 calc R U . . .
H42B H 0.2324 0.2773 0.3005 0.124 Uiso 1 1 calc R U . . .
H42C H 0.1049 0.2858 0.3294 0.124 Uiso 1 1 calc R U . . .
C43 C 0.1775(4) 0.19285(18) 0.42518(16) 0.0762(10) Uani 1 1 d . . . . .
H43A H 0.0890 0.2148 0.4198 0.091 Uiso 1 1 calc R U . . .
H43B H 0.1639 0.1465 0.4061 0.091 Uiso 1 1 calc R U . . .
C44 C 0.2406(4) 0.18478(19) 0.49567(16) 0.0816(11) Uani 1 1 d . . . . .
H44A H 0.1804 0.1580 0.5156 0.098 Uiso 1 1 calc R U . . .
H44B H 0.3266 0.1601 0.5021 0.098 Uiso 1 1 calc R U . . .
C45 C 0.2621(4) 0.25690(19) 0.52388(16) 0.0788(11) Uani 1 1 d . . . . .
H45A H 0.3022 0.2525 0.5687 0.095 Uiso 1 1 calc R U . . .
H45B H 0.1744 0.2795 0.5192 0.095 Uiso 1 1 calc R U . . .
C46 C 0.3529(4) 0.30398(17) 0.49460(14) 0.0619(9) Uani 1 1 d . . . . .
C47 C 0.3421(4) 0.37940(19) 0.51717(15) 0.0881(12) Uani 1 1 d . . . . .
H47A H 0.4131 0.4074 0.5070 0.132 Uiso 1 1 calc R U . . .
H47B H 0.3512 0.3796 0.5621 0.132 Uiso 1 1 calc R U . . .
H47C H 0.2553 0.3986 0.4966 0.132 Uiso 1 1 calc R U . . .
C48 C 0.5027(4) 0.28122(19) 0.51371(17) 0.0849(11) Uani 1 1 d . . . . .
H48A H 0.5087 0.2312 0.5089 0.127 Uiso 1 1 calc R U . . .
H48B H 0.5400 0.2938 0.5570 0.127 Uiso 1 1 calc R U . . .
H48C H 0.5528 0.3044 0.4872 0.127 Uiso 1 1 calc R U . . .
N1 N 0.0152(2) 0.46293(12) 0.24374(10) 0.0468(6) Uani 1 1 d . . . . .
N2 N -0.0630(3) 0.40787(13) 0.21454(11) 0.0551(7) Uani 1 1 d . . . . .
N3 N 0.4046(2) 0.43333(12) 0.33159(11) 0.0461(6) Uani 1 1 d . . . . .
N4 N 0.2904(2) 0.30445(12) 0.42557(10) 0.0521(6) Uani 1 1 d . . . . .
O1 O 0.2835(2) 0.29857(12) 0.19120(11) 0.0776(7) Uani 1 1 d . . . . .
O2 O 0.2241(2) 0.43153(11) 0.37702(10) 0.0626(6) Uani 1 1 d . . . . .
O3 O 0.3812(2) 0.34354(10) 0.39445(9) 0.0523(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.382(5) . ?
C1 C6 1.383(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.355(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.362(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.357(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.531(4) . ?
C7 C8 1.504(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 N2 1.321(3) . ?
C8 C30 1.417(4) . ?
C9 C14 1.370(4) . ?
C9 C10 1.388(4) . ?
C9 N1 1.434(3) . ?
C10 C11 1.371(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.375(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.369(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.370(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.380(4) . ?
C15 C16 1.381(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.344(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.374(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.399(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.366(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.516(4) . ?
C21 N3 1.478(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.388(4) . ?
C22 C28 1.398(4) . ?
C22 N3 1.436(3) . ?
C23 C24 1.373(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.375(4) . ?
C24 H24 0.9300 . ?
C25 C27 1.384(4) . ?
C25 C26 1.504(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.394(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.480(4) . ?
C29 N1 1.361(3) . ?
C29 C30 1.389(3) . ?
C30 C31 1.480(4) . ?
C31 O1 1.230(3) . ?
C31 C32 1.478(4) . ?
C32 C38 1.375(4) . ?
C32 C33 1.389(4) . ?
C33 C34 1.381(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.384(4) . ?
C34 H34 0.9300 . ?
C35 C37 1.381(4) . ?
C35 C36 1.491(4) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.393(4) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 O2 1.193(3) . ?
C39 O3 1.364(3) . ?
C39 N3 1.368(4) . ?
C40 N4 1.493(3) . ?
C40 C42 1.525(4) . ?
C40 C43 1.530(4) . ?
C40 C41 1.531(5) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.527(5) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.498(4) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.524(5) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 N4 1.489(4) . ?
C46 C47 1.528(4) . ?
C46 C48 1.536(5) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
N1 N2 1.375(3) . ?
N4 O3 1.464(3) . ?

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
C2 C1 C6 121.3(4) . . ?
C2 C1 H1 119.3 . . ?
C6 C1 H1 119.3 . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 119.5(4) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 119.9(4) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 121.8(4) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C1 117.2(3) . . ?
C5 C6 C7 123.4(3) . . ?
C1 C6 C7 119.3(3) . . ?
C8 C7 C6 113.5(3) . . ?
C8 C7 H7A 108.9 . . ?
C6 C7 H7A 108.9 . . ?
C8 C7 H7B 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
N2 C8 C30 112.1(2) . . ?
N2 C8 C7 118.8(3) . . ?
C30 C8 C7 128.8(3) . . ?
C14 C9 C10 120.2(3) . . ?
C14 C9 N1 122.5(3) . . ?
C10 C9 N1 117.3(3) . . ?
C11 C10 C9 118.9(3) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 121.3(3) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 118.7(3) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C12 C13 C14 121.2(3) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C9 C14 C13 119.6(3) . . ?
C9 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
C20 C15 C16 121.3(3) . . ?
C20 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 120.1(3) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C16 C17 C18 120.5(3) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C17 C18 C19 119.2(3) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C20 C19 C18 120.9(3) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C20 C15 118.0(3) . . ?
C19 C20 C21 124.4(3) . . ?
C15 C20 C21 117.6(3) . . ?
N3 C21 C20 117.5(2) . . ?
N3 C21 H21A 107.9 . . ?
C20 C21 H21A 107.9 . . ?
N3 C21 H21B 107.9 . . ?
C20 C21 H21B 107.9 . . ?
H21A C21 H21B 107.2 . . ?
C23 C22 C28 118.6(3) . . ?
C23 C22 N3 119.9(3) . . ?
C28 C22 N3 121.5(2) . . ?
C24 C23 C22 121.0(3) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 122.2(3) . . ?
C23 C24 H24 118.9 . . ?
C25 C24 H24 118.9 . . ?
C24 C25 C27 116.3(3) . . ?
C24 C25 C26 121.7(3) . . ?
C27 C25 C26 122.0(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 C28 123.6(3) . . ?
C25 C27 H27 118.2 . . ?
C28 C27 H27 118.2 . . ?
C27 C28 C22 118.2(3) . . ?
C27 C28 C29 118.5(3) . . ?
C22 C28 C29 123.3(3) . . ?
N1 C29 C30 106.6(2) . . ?
N1 C29 C28 121.7(2) . . ?
C30 C29 C28 131.7(3) . . ?
C29 C30 C8 104.6(3) . . ?
C29 C30 C31 131.3(3) . . ?
C8 C30 C31 124.0(3) . . ?
O1 C31 C32 119.0(3) . . ?
O1 C31 C30 118.5(3) . . ?
C32 C31 C30 122.4(3) . . ?
C38 C32 C33 118.6(3) . . ?
C38 C32 C31 122.8(3) . . ?
C33 C32 C31 118.5(3) . . ?
C34 C33 C32 120.3(3) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C35 122.2(3) . . ?
C33 C34 H34 118.9 . . ?
C35 C34 H34 118.9 . . ?
C37 C35 C34 116.6(3) . . ?
C37 C35 C36 123.1(3) . . ?
C34 C35 C36 120.3(3) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 C38 122.2(3) . . ?
C35 C37 H37 118.9 . . ?
C38 C37 H37 118.9 . . ?
C32 C38 C37 120.2(3) . . ?
C32 C38 H38 119.9 . . ?
C37 C38 H38 119.9 . . ?
O2 C39 O3 125.7(3) . . ?
O2 C39 N3 124.6(3) . . ?
O3 C39 N3 109.8(3) . . ?
N4 C40 C42 106.3(2) . . ?
N4 C40 C43 105.6(2) . . ?
C42 C40 C43 108.2(3) . . ?
N4 C40 C41 115.4(3) . . ?
C42 C40 C41 109.1(3) . . ?
C43 C40 C41 111.9(3) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C40 113.6(3) . . ?
C44 C43 H43A 108.8 . . ?
C40 C43 H43A 108.8 . . ?
C44 C43 H43B 108.8 . . ?
C40 C43 H43B 108.8 . . ?
H43A C43 H43B 107.7 . . ?
C45 C44 C43 107.9(3) . . ?
C45 C44 H44A 110.1 . . ?
C43 C44 H44A 110.1 . . ?
C45 C44 H44B 110.1 . . ?
C43 C44 H44B 110.1 . . ?
H44A C44 H44B 108.4 . . ?
C44 C45 C46 114.2(3) . . ?
C44 C45 H45A 108.7 . . ?
C46 C45 H45A 108.7 . . ?
C44 C45 H45B 108.7 . . ?
C46 C45 H45B 108.7 . . ?
H45A C45 H45B 107.6 . . ?
N4 C46 C45 105.7(3) . . ?
N4 C46 C47 105.9(2) . . ?
C45 C46 C47 108.8(3) . . ?
N4 C46 C48 115.8(3) . . ?
C45 C46 C48 111.9(3) . . ?
C47 C46 C48 108.5(3) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C29 N1 N2 111.9(2) . . ?
C29 N1 C9 130.3(2) . . ?
N2 N1 C9 117.7(2) . . ?
C8 N2 N1 104.8(2) . . ?
C39 N3 C22 118.2(2) . . ?
C39 N3 C21 123.4(2) . . ?
C22 N3 C21 118.2(2) . . ?
O3 N4 C46 107.8(2) . . ?
O3 N4 C40 104.89(19) . . ?
C46 N4 C40 119.9(2) . . ?
C39 O3 N4 112.6(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -2.2(7) . . . . ?
C1 C2 C3 C4 2.1(7) . . . . ?
C2 C3 C4 C5 -1.9(7) . . . . ?
C3 C4 C5 C6 1.8(6) . . . . ?
C4 C5 C6 C1 -1.8(5) . . . . ?
C4 C5 C6 C7 -178.7(3) . . . . ?
C2 C1 C6 C5 2.0(5) . . . . ?
C2 C1 C6 C7 179.1(4) . . . . ?
C5 C6 C7 C8 0.3(5) . . . . ?
C1 C6 C7 C8 -176.6(3) . . . . ?
C6 C7 C8 N2 90.5(3) . . . . ?
C6 C7 C8 C30 -81.6(4) . . . . ?
C14 C9 C10 C11 1.9(4) . . . . ?
N1 C9 C10 C11 -178.9(3) . . . . ?
C9 C10 C11 C12 -0.2(5) . . . . ?
C10 C11 C12 C13 -1.5(5) . . . . ?
C11 C12 C13 C14 1.6(5) . . . . ?
C10 C9 C14 C13 -1.8(4) . . . . ?
N1 C9 C14 C13 179.0(3) . . . . ?
C12 C13 C14 C9 0.1(5) . . . . ?
C20 C15 C16 C17 -0.1(5) . . . . ?
C15 C16 C17 C18 0.3(6) . . . . ?
C16 C17 C18 C19 -0.4(6) . . . . ?
C17 C18 C19 C20 0.3(5) . . . . ?
C18 C19 C20 C15 -0.2(5) . . . . ?
C18 C19 C20 C21 178.7(3) . . . . ?
C16 C15 C20 C19 0.1(5) . . . . ?
C16 C15 C20 C21 -178.9(3) . . . . ?
C19 C20 C21 N3 14.6(4) . . . . ?
C15 C20 C21 N3 -166.5(3) . . . . ?
C28 C22 C23 C24 -0.2(4) . . . . ?
N3 C22 C23 C24 -179.5(3) . . . . ?
C22 C23 C24 C25 1.4(5) . . . . ?
C23 C24 C25 C27 -1.6(4) . . . . ?
C23 C24 C25 C26 179.6(3) . . . . ?
C24 C25 C27 C28 0.7(4) . . . . ?
C26 C25 C27 C28 179.5(3) . . . . ?
C25 C27 C28 C22 0.4(4) . . . . ?
C25 C27 C28 C29 -178.2(3) . . . . ?
C23 C22 C28 C27 -0.6(4) . . . . ?
N3 C22 C28 C27 178.6(2) . . . . ?
C23 C22 C28 C29 177.9(3) . . . . ?
N3 C22 C28 C29 -2.9(4) . . . . ?
C27 C28 C29 N1 -58.0(3) . . . . ?
C22 C28 C29 N1 123.5(3) . . . . ?
C27 C28 C29 C30 118.3(3) . . . . ?
C22 C28 C29 C30 -60.2(4) . . . . ?
N1 C29 C30 C8 0.6(3) . . . . ?
C28 C29 C30 C8 -176.1(3) . . . . ?
N1 C29 C30 C31 -177.5(3) . . . . ?
C28 C29 C30 C31 5.8(5) . . . . ?
N2 C8 C30 C29 0.5(3) . . . . ?
C7 C8 C30 C29 173.0(3) . . . . ?
N2 C8 C30 C31 178.7(3) . . . . ?
C7 C8 C30 C31 -8.7(5) . . . . ?
C29 C30 C31 O1 138.0(3) . . . . ?
C8 C30 C31 O1 -39.7(4) . . . . ?
C29 C30 C31 C32 -45.4(4) . . . . ?
C8 C30 C31 C32 136.9(3) . . . . ?
O1 C31 C32 C38 161.6(3) . . . . ?
C30 C31 C32 C38 -15.0(4) . . . . ?
O1 C31 C32 C33 -14.0(4) . . . . ?
C30 C31 C32 C33 169.4(2) . . . . ?
C38 C32 C33 C34 0.7(4) . . . . ?
C31 C32 C33 C34 176.5(3) . . . . ?
C32 C33 C34 C35 -0.5(4) . . . . ?
C33 C34 C35 C37 0.5(4) . . . . ?
C33 C34 C35 C36 -178.9(3) . . . . ?
C34 C35 C37 C38 -0.7(4) . . . . ?
C36 C35 C37 C38 178.7(3) . . . . ?
C33 C32 C38 C37 -0.9(4) . . . . ?
C31 C32 C38 C37 -176.5(3) . . . . ?
C35 C37 C38 C32 0.9(5) . . . . ?
N4 C40 C43 C44 -53.8(4) . . . . ?
C42 C40 C43 C44 -167.3(3) . . . . ?
C41 C40 C43 C44 72.5(4) . . . . ?
C40 C43 C44 C45 57.9(4) . . . . ?
C43 C44 C45 C46 -58.4(4) . . . . ?
C44 C45 C46 N4 54.8(4) . . . . ?
C44 C45 C46 C47 168.1(3) . . . . ?
C44 C45 C46 C48 -72.1(4) . . . . ?
C30 C29 N1 N2 -1.5(3) . . . . ?
C28 C29 N1 N2 175.7(2) . . . . ?
C30 C29 N1 C9 -178.4(2) . . . . ?
C28 C29 N1 C9 -1.2(4) . . . . ?
C14 C9 N1 C29 -39.8(4) . . . . ?
C10 C9 N1 C29 141.0(3) . . . . ?
C14 C9 N1 N2 143.4(3) . . . . ?
C10 C9 N1 N2 -35.8(3) . . . . ?
C30 C8 N2 N1 -1.3(3) . . . . ?
C7 C8 N2 N1 -174.7(2) . . . . ?
C29 N1 N2 C8 1.7(3) . . . . ?
C9 N1 N2 C8 179.1(2) . . . . ?
O2 C39 N3 C22 4.6(4) . . . . ?
O3 C39 N3 C22 -174.1(2) . . . . ?
O2 C39 N3 C21 179.5(2) . . . . ?
O3 C39 N3 C21 0.8(3) . . . . ?
C23 C22 N3 C39 116.0(3) . . . . ?
C28 C22 N3 C39 -63.3(3) . . . . ?
C23 C22 N3 C21 -59.2(3) . . . . ?
C28 C22 N3 C21 121.6(3) . . . . ?
C20 C21 N3 C39 -80.5(3) . . . . ?
C20 C21 N3 C22 94.3(3) . . . . ?
C45 C46 N4 O3 -174.6(2) . . . . ?
C47 C46 N4 O3 70.1(3) . . . . ?
C48 C46 N4 O3 -50.1(3) . . . . ?
C45 C46 N4 C40 -55.0(3) . . . . ?
C47 C46 N4 C40 -170.2(3) . . . . ?
C48 C46 N4 C40 69.5(4) . . . . ?
C42 C40 N4 O3 -69.2(3) . . . . ?
C43 C40 N4 O3 176.0(2) . . . . ?
C41 C40 N4 O3 51.8(3) . . . . ?
C42 C40 N4 C46 169.7(3) . . . . ?
C43 C40 N4 C46 54.9(3) . . . . ?
C41 C40 N4 C46 -69.3(3) . . . . ?
O2 C39 O3 N4 11.1(4) . . . . ?
N3 C39 O3 N4 -170.2(2) . . . . ?
C46 N4 O3 C39 -113.1(2) . . . . ?
C40 N4 O3 C39 118.1(2) . . . . ?

_refine_diff_density_max         0.137
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.030


####################################################################### 
# 
# 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_1g
_database_code_depnum_ccdc_archive 'CCDC 2033683'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C40 H32 Cl N3 O3'
_chemical_formula_sum            'C40 H32 Cl N3 O3'
_chemical_formula_weight         638.13

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.5960(10)
_cell_length_b                   15.5753(15)
_cell_length_c                   22.487(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.734(4)
_cell_angle_gamma                90
_cell_volume                     3322.0(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9392
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      24.51

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.158
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6697
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32043
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.459
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6515
_reflns_number_gt                4024
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0557P)²+0.8660P] 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         6515
_refine_ls_number_parameters     425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1285
_refine_ls_wR_factor_gt          0.1073
_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
C1 C 0.2051(2) 0.93861(12) 0.01194(9) 0.0416(5) Uani 1 1 d . . . . .
C2 C 0.3085(2) 1.00176(13) 0.01832(10) 0.0502(5) Uani 1 1 d . . . . .
H2 H 0.3718 1.0051 0.0539 0.060 Uiso 1 1 calc R U . . .
C3 C 0.3189(2) 1.05952(14) -0.02732(11) 0.0601(6) Uani 1 1 d . . . . .
H3 H 0.3896 1.1009 -0.0225 0.072 Uiso 1 1 calc R U . . .
C4 C 0.2250(3) 1.05606(15) -0.07983(11) 0.0604(6) Uani 1 1 d . . . . .
H4 H 0.2318 1.0950 -0.1106 0.072 Uiso 1 1 calc R U . . .
C5 C 0.1211(2) 0.99477(14) -0.08661(10) 0.0542(6) Uani 1 1 d . . . . .
H5 H 0.0568 0.9934 -0.1220 0.065 Uiso 1 1 calc R U . . .
C6 C 0.1095(2) 0.93453(13) -0.04190(9) 0.0451(5) Uani 1 1 d . . . . .
C7 C -0.0006(2) 0.86587(14) -0.05118(10) 0.0540(6) Uani 1 1 d . . . . .
H7A H -0.0249 0.8540 -0.0938 0.065 Uiso 1 1 calc R U . . .
H7B H -0.0850 0.8858 -0.0365 0.065 Uiso 1 1 calc R U . . .
C8 C 0.0513(2) 0.78408(13) -0.01834(9) 0.0503(5) Uani 1 1 d . . . . .
H8A H 0.1325 0.7621 -0.0345 0.060 Uiso 1 1 calc R U . . .
H8B H -0.0222 0.7408 -0.0242 0.060 Uiso 1 1 calc R U . . .
C9 C 0.0917(2) 0.80279(12) 0.04844(8) 0.0390(5) Uani 1 1 d . . . . .
H9 H 0.0058 0.8215 0.0633 0.047 Uiso 1 1 calc R U . . .
C10 C 0.1962(2) 0.87485(12) 0.06009(9) 0.0382(5) Uani 1 1 d . . . . .
C11 C 0.3767(3) 0.82225(14) 0.26244(10) 0.0569(6) Uani 1 1 d . . . . .
H11 H 0.2892 0.8054 0.2715 0.068 Uiso 1 1 calc R U . . .
C12 C 0.4914(3) 0.83066(19) 0.30805(11) 0.0810(8) Uani 1 1 d . . . . .
H12 H 0.4806 0.8191 0.3477 0.097 Uiso 1 1 calc R U . . .
C13 C 0.6201(3) 0.8558(2) 0.29490(15) 0.0985(10) Uani 1 1 d . . . . .
H13 H 0.6966 0.8613 0.3255 0.118 Uiso 1 1 calc R U . . .
C14 C 0.6357(3) 0.8728(2) 0.23692(14) 0.0932(10) Uani 1 1 d . . . . .
H14 H 0.7231 0.8898 0.2280 0.112 Uiso 1 1 calc R U . . .
C15 C 0.5239(2) 0.86503(16) 0.19159(11) 0.0639(7) Uani 1 1 d . . . . .
H15 H 0.5357 0.8774 0.1522 0.077 Uiso 1 1 calc R U . . .
C16 C 0.3939(2) 0.83907(12) 0.20374(9) 0.0421(5) Uani 1 1 d . . . . .
C17 C -0.0939(3) 0.64530(19) 0.35150(12) 0.0734(7) Uani 1 1 d . . . . .
H17 H -0.1416 0.5949 0.3391 0.088 Uiso 1 1 calc R U . . .
C18 C -0.0680(3) 0.6654(2) 0.41131(14) 0.0911(9) Uani 1 1 d . . . . .
H18 H -0.0985 0.6286 0.4393 0.109 Uiso 1 1 calc R U . . .
C19 C 0.0015(4) 0.7381(2) 0.43013(13) 0.0923(10) Uani 1 1 d . . . . .
H19 H 0.0205 0.7507 0.4710 0.111 Uiso 1 1 calc R U . . .
C20 C 0.0445(3) 0.7940(2) 0.38889(14) 0.0930(10) Uani 1 1 d . . . . .
H20 H 0.0920 0.8443 0.4017 0.112 Uiso 1 1 calc R U . . .
C21 C 0.0163(3) 0.77433(18) 0.32850(11) 0.0717(7) Uani 1 1 d . . . . .
H21 H 0.0424 0.8124 0.3003 0.086 Uiso 1 1 calc R U . . .
C22 C -0.0500(2) 0.69891(15) 0.30974(10) 0.0521(6) Uani 1 1 d . . . . .
C23 C -0.0803(2) 0.67740(16) 0.24426(10) 0.0574(6) Uani 1 1 d . . . . .
H23A H -0.1100 0.6179 0.2399 0.069 Uiso 1 1 calc R U . . .
H23B H -0.1580 0.7127 0.2255 0.069 Uiso 1 1 calc R U . . .
C24 C 0.0582(2) 0.76214(13) 0.17975(8) 0.0412(5) Uani 1 1 d . . . . .
C25 C 0.1947(2) 0.74997(12) 0.15228(8) 0.0375(5) Uani 1 1 d . . . . .
C26 C 0.2602(2) 0.67286(12) 0.18715(8) 0.0403(5) Uani 1 1 d . . . . .
C27 C 0.3897(2) 0.63492(13) 0.18839(9) 0.0483(5) Uani 1 1 d . . . . .
H27 H 0.4565 0.6579 0.1670 0.058 Uiso 1 1 calc R U . . .
C28 C 0.4177(2) 0.56114(14) 0.22262(11) 0.0577(6) Uani 1 1 d . . . . .
C29 C 0.3207(3) 0.52643(15) 0.25467(11) 0.0670(7) Uani 1 1 d . . . . .
H29 H 0.3427 0.4769 0.2772 0.080 Uiso 1 1 calc R U . . .
C30 C 0.1900(3) 0.56491(14) 0.25362(10) 0.0601(6) Uani 1 1 d . . . . .
H30 H 0.1233 0.5419 0.2751 0.072 Uiso 1 1 calc R U . . .
C31 C 0.1620(2) 0.63847(13) 0.21960(9) 0.0451(5) Uani 1 1 d . . . . .
C32 C 0.1469(2) 0.72381(12) 0.08539(8) 0.0367(5) Uani 1 1 d . . . . .
H32 H 0.0698 0.6823 0.0840 0.044 Uiso 1 1 calc R U . . .
C33 C 0.2667(2) 0.68171(12) 0.05890(8) 0.0397(5) Uani 1 1 d . . . . .
C34 C 0.2482(2) 0.59334(12) 0.03416(9) 0.0426(5) Uani 1 1 d . . . . .
C35 C 0.3158(3) 0.57086(15) -0.01343(11) 0.0638(7) Uani 1 1 d . . . . .
H35 H 0.3716 0.6114 -0.0290 0.077 Uiso 1 1 calc R U . . .
C36 C 0.3033(3) 0.48990(15) -0.03873(11) 0.0659(7) Uani 1 1 d . . . . .
H36 H 0.3485 0.4767 -0.0713 0.079 Uiso 1 1 calc R U . . .
C37 C 0.2236(2) 0.42937(14) -0.01536(11) 0.0554(6) Uani 1 1 d . . . . .
C38 C 0.2710(3) 0.32221(17) -0.08568(13) 0.0809(8) Uani 1 1 d . . . . .
H38A H 0.2423 0.3592 -0.1195 0.121 Uiso 1 1 calc R U . . .
H38B H 0.2456 0.2640 -0.0966 0.121 Uiso 1 1 calc R U . . .
H38C H 0.3712 0.3261 -0.0740 0.121 Uiso 1 1 calc R U . . .
C39 C 0.1585(3) 0.44963(14) 0.03335(12) 0.0680(7) Uani 1 1 d . . . . .
H39 H 0.1072 0.4079 0.0502 0.082 Uiso 1 1 calc R U . . .
C40 C 0.1685(2) 0.53113(13) 0.05737(11) 0.0575(6) Uani 1 1 d . . . . .
H40 H 0.1214 0.5445 0.0894 0.069 Uiso 1 1 calc R U . . .
Cl1 Cl 0.58167(8) 0.51247(5) 0.22469(4) 0.0960(3) Uani 1 1 d . . . . .
N1 N 0.28047(17) 0.88504(10) 0.10973(7) 0.0414(4) Uani 1 1 d . . . . .
N2 N 0.28110(17) 0.82745(10) 0.15618(7) 0.0417(4) Uani 1 1 d . . . . .
N3 N 0.03995(18) 0.69019(11) 0.21274(7) 0.0456(4) Uani 1 1 d . . . . .
O1 O -0.02155(16) 0.82272(10) 0.17245(6) 0.0555(4) Uani 1 1 d . . . . .
O2 O 0.37461(15) 0.72153(9) 0.05619(7) 0.0523(4) Uani 1 1 d . . . . .
O3 O 0.20281(18) 0.34770(10) -0.03703(9) 0.0787(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.389(3) . ?
C1 C6 1.405(3) . ?
C1 C10 1.481(3) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.496(3) . ?
C7 C8 1.518(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.521(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.502(3) . ?
C9 C32 1.533(2) . ?
C9 H9 0.9800 . ?
C10 N1 1.285(2) . ?
C11 C16 1.380(3) . ?
C11 C12 1.392(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.371(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.361(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.369(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.378(3) . ?
C15 H15 0.9300 . ?
C16 N2 1.413(2) . ?
C17 C18 1.366(4) . ?
C17 C22 1.370(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.350(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.379(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.378(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.371(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.495(3) . ?
C23 N3 1.457(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O1 1.210(2) . ?
C24 N3 1.370(3) . ?
C24 C25 1.543(3) . ?
C25 N2 1.459(2) . ?
C25 C26 1.518(3) . ?
C25 C32 1.559(3) . ?
C26 C27 1.373(3) . ?
C26 C31 1.384(3) . ?
C27 C28 1.387(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.371(3) . ?
C28 Cl1 1.741(2) . ?
C29 C30 1.388(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.381(3) . ?
C30 H30 0.9300 . ?
C31 N3 1.411(3) . ?
C32 C33 1.521(3) . ?
C32 H32 0.9800 . ?
C33 O2 1.216(2) . ?
C33 C34 1.485(3) . ?
C34 C35 1.378(3) . ?
C34 C40 1.385(3) . ?
C35 C36 1.381(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.368(3) . ?
C36 H36 0.9300 . ?
C37 O3 1.366(3) . ?
C37 C39 1.378(3) . ?
C38 O3 1.414(3) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.377(3) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
N1 N2 1.376(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.93(18) . . ?
C2 C1 C10 121.24(18) . . ?
C6 C1 C10 119.82(18) . . ?
C3 C2 C1 121.1(2) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C3 C4 H4 120.2 . . ?
C4 C5 C6 121.7(2) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C1 118.6(2) . . ?
C5 C6 C7 120.88(19) . . ?
C1 C6 C7 120.51(18) . . ?
C6 C7 C8 111.04(17) . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 C9 109.58(17) . . ?
C7 C8 H8A 109.8 . . ?
C9 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
C9 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
C10 C9 C8 112.26(16) . . ?
C10 C9 C32 109.77(15) . . ?
C8 C9 C32 113.37(16) . . ?
C10 C9 H9 107.0 . . ?
C8 C9 H9 107.0 . . ?
C32 C9 H9 107.0 . . ?
N1 C10 C1 117.00(17) . . ?
N1 C10 C9 124.02(17) . . ?
C1 C10 C9 118.98(17) . . ?
C16 C11 C12 119.4(2) . . ?
C16 C11 H11 120.3 . . ?
C12 C11 H11 120.3 . . ?
C13 C12 C11 120.4(3) . . ?
C13 C12 H12 119.8 . . ?
C11 C12 H12 119.8 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.6(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C16 120.6(2) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C15 C16 C11 119.3(2) . . ?
C15 C16 N2 120.00(19) . . ?
C11 C16 N2 120.71(19) . . ?
C18 C17 C22 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
C22 C17 H17 119.8 . . ?
C19 C18 C17 120.5(3) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C18 C19 C20 120.2(3) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 119.3(3) . . ?
C21 C20 H20 120.4 . . ?
C19 C20 H20 120.4 . . ?
C22 C21 C20 120.4(3) . . ?
C22 C21 H21 119.8 . . ?
C20 C21 H21 119.8 . . ?
C17 C22 C21 119.2(2) . . ?
C17 C22 C23 120.3(2) . . ?
C21 C22 C23 120.4(2) . . ?
N3 C23 C22 113.48(18) . . ?
N3 C23 H23A 108.9 . . ?
C22 C23 H23A 108.9 . . ?
N3 C23 H23B 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.7 . . ?
O1 C24 N3 125.52(19) . . ?
O1 C24 C25 126.83(18) . . ?
N3 C24 C25 107.61(17) . . ?
N2 C25 C26 115.89(15) . . ?
N2 C25 C24 112.55(15) . . ?
C26 C25 C24 101.57(15) . . ?
N2 C25 C32 110.82(14) . . ?
C26 C25 C32 109.27(15) . . ?
C24 C25 C32 105.97(15) . . ?
C27 C26 C31 120.63(18) . . ?
C27 C26 C25 130.82(18) . . ?
C31 C26 C25 108.49(17) . . ?
C26 C27 C28 117.8(2) . . ?
C26 C27 H27 121.1 . . ?
C28 C27 H27 121.1 . . ?
C29 C28 C27 121.9(2) . . ?
C29 C28 Cl1 119.79(18) . . ?
C27 C28 Cl1 118.27(19) . . ?
C28 C29 C30 120.3(2) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C31 C30 C29 117.8(2) . . ?
C31 C30 H30 121.1 . . ?
C29 C30 H30 121.1 . . ?
C30 C31 C26 121.5(2) . . ?
C30 C31 N3 128.5(2) . . ?
C26 C31 N3 109.98(17) . . ?
C33 C32 C9 110.68(15) . . ?
C33 C32 C25 111.19(15) . . ?
C9 C32 C25 109.89(15) . . ?
C33 C32 H32 108.3 . . ?
C9 C32 H32 108.3 . . ?
C25 C32 H32 108.3 . . ?
O2 C33 C34 120.52(18) . . ?
O2 C33 C32 119.96(17) . . ?
C34 C33 C32 119.46(17) . . ?
C35 C34 C40 117.83(19) . . ?
C35 C34 C33 118.87(18) . . ?
C40 C34 C33 123.28(18) . . ?
C34 C35 C36 122.0(2) . . ?
C34 C35 H35 119.0 . . ?
C36 C35 H35 119.0 . . ?
C37 C36 C35 119.3(2) . . ?
C37 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
O3 C37 C36 124.4(2) . . ?
O3 C37 C39 115.9(2) . . ?
C36 C37 C39 119.7(2) . . ?
O3 C38 H38A 109.5 . . ?
O3 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O3 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C40 C39 C37 120.7(2) . . ?
C40 C39 H39 119.7 . . ?
C37 C39 H39 119.7 . . ?
C39 C40 C34 120.5(2) . . ?
C39 C40 H40 119.8 . . ?
C34 C40 H40 119.8 . . ?
C10 N1 N2 120.58(16) . . ?
N1 N2 C16 113.93(15) . . ?
N1 N2 C25 123.81(15) . . ?
C16 N2 C25 120.95(15) . . ?
C24 N3 C31 110.74(17) . . ?
C24 N3 C23 123.45(18) . . ?
C31 N3 C23 125.08(17) . . ?
C37 O3 C38 118.5(2) . . ?

_refine_diff_density_max         0.151
_refine_diff_density_min         -0.330
_refine_diff_density_rms         0.044


####################################################################### 
# 
# 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_4e
_database_code_depnum_ccdc_archive 'CCDC 2033692'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C38 H30 F N3 O3'
_chemical_formula_sum            'C38 H30 F N3 O3'
_chemical_formula_weight         595.65

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'
F F 0.0171 0.0103 '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                   10.6264(9)
_cell_length_b                   14.8156(15)
_cell_length_c                   19.5760(19)
_cell_angle_alpha                90
_cell_angle_beta                 99.660(3)
_cell_angle_gamma                90
_cell_volume                     3038.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4879
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      20.93

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6880
_exptl_absorpt_correction_T_max  0.7456
_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_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28472
_diffrn_reflns_av_unetI/netI     0.0849
_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.111
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5961
_reflns_number_gt                3004
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0563P)²+2.7933P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0054(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5961
_refine_ls_number_parameters     408
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1664
_refine_ls_R_factor_gt           0.0729
_refine_ls_wR_factor_ref         0.1830
_refine_ls_wR_factor_gt          0.1457
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.051
_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 0.3756(4) 0.2165(4) 0.4250(2) 0.0928(9) Uani 1 1 d . U . . .
H1 H 0.4212 0.2526 0.3989 0.111 Uiso 1 1 calc R U . . .
C2 C 0.2925(4) 0.2564(4) 0.4646(2) 0.1020(10) Uani 1 1 d . U . . .
H2 H 0.2809 0.3187 0.4645 0.122 Uiso 1 1 calc R U . . .
C3 C 0.2297(5) 0.2024(4) 0.5028(2) 0.1044(10) Uani 1 1 d . U . . .
H3 H 0.1736 0.2290 0.5285 0.125 Uiso 1 1 calc R U . . .
C4 C 0.2435(4) 0.1132(4) 0.5059(2) 0.1015(10) Uani 1 1 d . U . . .
H4 H 0.2000 0.0788 0.5341 0.122 Uiso 1 1 calc R U . . .
C5 C 0.3258(4) 0.0719(4) 0.4652(2) 0.0929(9) Uani 1 1 d . U . . .
H5 H 0.3359 0.0096 0.4661 0.111 Uiso 1 1 calc R U . . .
C6 C 0.3906(4) 0.1234(4) 0.4245(2) 0.0834(9) Uani 1 1 d . U . . .
C7 C 0.4760(3) 0.0802(3) 0.38044(16) 0.0570(10) Uani 1 1 d . . . . .
H7A H 0.5626 0.1016 0.3952 0.068 Uiso 1 1 calc R U . . .
H7B H 0.4758 0.0154 0.3874 0.068 Uiso 1 1 calc R U . . .
C8 C 0.3402(3) 0.0543(2) 0.26694(17) 0.0442(8) Uani 1 1 d . . . . .
C9 C 0.3289(3) 0.0906(2) 0.19251(16) 0.0427(8) Uani 1 1 d . . . . .
C10 C 0.4254(3) 0.1657(2) 0.20090(16) 0.0417(8) Uani 1 1 d . . . . .
C11 C 0.4602(3) 0.2241(2) 0.15273(18) 0.0519(9) Uani 1 1 d . . . . .
H11 H 0.4160 0.2260 0.1075 0.062 Uiso 1 1 calc R U . . .
C12 C 0.5629(4) 0.2793(2) 0.1741(2) 0.0553(9) Uani 1 1 d . . . . .
C13 C 0.6304(3) 0.2784(2) 0.2396(2) 0.0568(10) Uani 1 1 d . . . . .
H13 H 0.7008 0.3159 0.2515 0.068 Uiso 1 1 calc R U . . .
C14 C 0.5933(3) 0.2211(2) 0.28866(18) 0.0528(9) Uani 1 1 d . . . . .
H14 H 0.6366 0.2204 0.3341 0.063 Uiso 1 1 calc R U . . .
C15 C 0.4907(3) 0.1654(2) 0.26812(16) 0.0419(8) Uani 1 1 d . . . . .
C16 C 0.3578(3) 0.0133(2) 0.14262(16) 0.0448(8) Uani 1 1 d . . . . .
H16 H 0.3495 -0.0451 0.1649 0.054 Uiso 1 1 calc R U . . .
C17 C 0.4922(3) 0.0214(2) 0.12539(19) 0.0518(9) Uani 1 1 d . . . . .
C18 C 0.6018(3) 0.0039(2) 0.18018(18) 0.0504(9) Uani 1 1 d . . . . .
C19 C 0.7170(4) 0.0481(2) 0.1785(2) 0.0601(10) Uani 1 1 d . . . . .
H19 H 0.7260 0.0819 0.1396 0.072 Uiso 1 1 calc R U . . .
C20 C 0.8169(3) 0.0435(3) 0.2323(2) 0.0631(11) Uani 1 1 d . . . . .
H20 H 0.8924 0.0742 0.2299 0.076 Uiso 1 1 calc R U . . .
C21 C 0.8052(3) -0.0070(3) 0.2899(2) 0.0584(10) Uani 1 1 d . . . . .
C22 C 1.0156(4) 0.0289(3) 0.3486(3) 0.0983(16) Uani 1 1 d . . . . .
H22A H 1.0548 0.0050 0.3118 0.148 Uiso 1 1 calc R U . . .
H22B H 1.0698 0.0177 0.3922 0.148 Uiso 1 1 calc R U . . .
H22C H 1.0033 0.0928 0.3423 0.148 Uiso 1 1 calc R U . . .
C23 C 0.6941(3) -0.0553(3) 0.2922(2) 0.0610(10) Uani 1 1 d . . . . .
H23 H 0.6874 -0.0919 0.3299 0.073 Uiso 1 1 calc R U . . .
C24 C 0.5943(3) -0.0484(2) 0.2380(2) 0.0584(10) Uani 1 1 d . . . . .
H24 H 0.5193 -0.0798 0.2402 0.070 Uiso 1 1 calc R U . . .
C25 C 0.1622(3) 0.2221(2) 0.24908(18) 0.0530(9) Uani 1 1 d . . . . .
H25 H 0.2379 0.2041 0.2767 0.064 Uiso 1 1 calc R U . . .
C26 C 0.0880(3) 0.2873(3) 0.2725(2) 0.0612(10) Uani 1 1 d . . . . .
H26 H 0.1145 0.3135 0.3157 0.073 Uiso 1 1 calc R U . . .
C27 C -0.0242(4) 0.3143(3) 0.2331(2) 0.0705(11) Uani 1 1 d . . . . .
H27 H -0.0746 0.3581 0.2493 0.085 Uiso 1 1 calc R U . . .
C28 C -0.0608(4) 0.2756(3) 0.1694(2) 0.0778(13) Uani 1 1 d . . . . .
H28 H -0.1370 0.2937 0.1422 0.093 Uiso 1 1 calc R U . . .
C29 C 0.0119(3) 0.2107(3) 0.14458(19) 0.0597(10) Uani 1 1 d . . . . .
H29 H -0.0146 0.1856 0.1010 0.072 Uiso 1 1 calc R U . . .
C30 C 0.1249(3) 0.1830(2) 0.18474(18) 0.0473(9) Uani 1 1 d . . . . .
C31 C 0.2491(3) 0.0242(2) 0.08302(17) 0.0515(9) Uani 1 1 d . . . . .
C32 C 0.2328(4) -0.0292(2) 0.01780(17) 0.0605(10) Uani 1 1 d . . . . .
H32A H 0.3078 -0.0214 -0.0038 0.073 Uiso 1 1 calc R U . . .
H32B H 0.1599 -0.0060 -0.0138 0.073 Uiso 1 1 calc R U . . .
C33 C 0.2133(3) -0.1288(2) 0.02953(16) 0.0513(9) Uani 1 1 d . . . . .
C34 C 0.2839(4) -0.1929(3) 0.00293(17) 0.0602(10) Uani 1 1 d . . . . .
H34 H 0.3485 -0.1750 -0.0208 0.072 Uiso 1 1 calc R U . . .
C35 C 0.2612(4) -0.2834(3) 0.0107(2) 0.0730(12) Uani 1 1 d . . . . .
H35 H 0.3102 -0.3259 -0.0080 0.088 Uiso 1 1 calc R U . . .
C36 C 0.1675(4) -0.3112(3) 0.0455(2) 0.0766(12) Uani 1 1 d . . . . .
H36 H 0.1512 -0.3724 0.0501 0.092 Uiso 1 1 calc R U . . .
C37 C 0.0981(4) -0.2481(3) 0.0734(2) 0.0812(13) Uani 1 1 d . . . . .
H37 H 0.0351 -0.2665 0.0982 0.097 Uiso 1 1 calc R U . . .
C38 C 0.1198(4) -0.1578(3) 0.0656(2) 0.0714(12) Uani 1 1 d . . . . .
H38 H 0.0711 -0.1156 0.0848 0.086 Uiso 1 1 calc R U . . .
F1 F 0.5992(2) 0.33633(15) 0.12640(12) 0.0849(7) Uani 1 1 d . . . . .
N1 N 0.4374(2) 0.09948(18) 0.30682(13) 0.0445(7) Uani 1 1 d . . . . .
N2 N 0.1976(3) 0.1144(2) 0.16159(15) 0.0574(8) Uani 1 1 d . . . . .
N3 N 0.1626(3) 0.0788(2) 0.09565(14) 0.0555(8) Uani 1 1 d . . . . .
O1 O 0.2778(2) -0.00612(16) 0.28608(12) 0.0591(7) Uani 1 1 d . . . . .
O2 O 0.5053(2) 0.04984(19) 0.06823(13) 0.0722(8) Uani 1 1 d . . . . .
O3 O 0.8948(2) -0.0138(2) 0.34809(15) 0.0810(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.389(7) . ?
C1 C2 1.400(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.346(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.329(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.417(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.369(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.496(5) . ?
C7 N1 1.459(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.210(4) . ?
C8 N1 1.362(4) . ?
C8 C9 1.539(4) . ?
C9 N2 1.467(4) . ?
C9 C10 1.504(4) . ?
C9 C16 1.568(4) . ?
C10 C11 1.375(4) . ?
C10 C15 1.381(4) . ?
C11 C12 1.372(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.361(5) . ?
C12 F1 1.362(4) . ?
C13 C14 1.387(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(4) . ?
C14 H14 0.9300 . ?
C15 N1 1.411(4) . ?
C16 C31 1.506(5) . ?
C16 C17 1.527(4) . ?
C16 H16 0.9800 . ?
C17 O2 1.225(4) . ?
C17 C18 1.468(5) . ?
C18 C24 1.386(5) . ?
C18 C19 1.393(5) . ?
C19 C20 1.366(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.376(5) . ?
C20 H20 0.9300 . ?
C21 O3 1.360(4) . ?
C21 C23 1.388(5) . ?
C22 O3 1.431(5) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.371(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.374(5) . ?
C25 C30 1.382(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.366(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.369(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.372(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.383(4) . ?
C29 H29 0.9300 . ?
C30 N2 1.398(4) . ?
C31 N3 1.279(4) . ?
C31 C32 1.487(5) . ?
C32 C33 1.513(5) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.367(5) . ?
C33 C38 1.380(5) . ?
C34 C35 1.375(5) . ?
C34 H34 0.9300 . ?
C35 C36 1.362(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.361(6) . ?
C36 H36 0.9300 . ?
C37 C38 1.371(6) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
N2 N3 1.386(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.5(5) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 118.3(6) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C4 C3 C2 123.7(5) . . ?
C4 C3 H3 118.1 . . ?
C2 C3 H3 118.1 . . ?
C3 C4 C5 118.5(5) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C6 C5 C4 120.3(5) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 118.6(5) . . ?
C5 C6 C7 120.7(5) . . ?
C1 C6 C7 120.7(4) . . ?
N1 C7 C6 112.8(3) . . ?
N1 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
O1 C8 N1 126.0(3) . . ?
O1 C8 C9 126.3(3) . . ?
N1 C8 C9 107.6(3) . . ?
N2 C9 C10 116.8(3) . . ?
N2 C9 C8 113.1(2) . . ?
C10 C9 C8 102.2(2) . . ?
N2 C9 C16 101.0(2) . . ?
C10 C9 C16 114.0(2) . . ?
C8 C9 C16 110.0(3) . . ?
C11 C10 C15 120.4(3) . . ?
C11 C10 C9 130.4(3) . . ?
C15 C10 C9 109.0(3) . . ?
C12 C11 C10 117.3(3) . . ?
C12 C11 H11 121.4 . . ?
C10 C11 H11 121.4 . . ?
C13 C12 F1 119.2(3) . . ?
C13 C12 C11 123.2(3) . . ?
F1 C12 C11 117.6(3) . . ?
C12 C13 C14 119.5(3) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C15 C14 C13 118.0(3) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C15 C10 121.6(3) . . ?
C14 C15 N1 129.0(3) . . ?
C10 C15 N1 109.3(3) . . ?
C31 C16 C17 116.4(3) . . ?
C31 C16 C9 101.5(3) . . ?
C17 C16 C9 111.7(3) . . ?
C31 C16 H16 109.0 . . ?
C17 C16 H16 109.0 . . ?
C9 C16 H16 109.0 . . ?
O2 C17 C18 122.0(3) . . ?
O2 C17 C16 118.8(3) . . ?
C18 C17 C16 118.8(3) . . ?
C24 C18 C19 117.0(3) . . ?
C24 C18 C17 123.3(3) . . ?
C19 C18 C17 119.5(3) . . ?
C20 C19 C18 122.1(4) . . ?
C20 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
C19 C20 C21 119.6(3) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
O3 C21 C20 125.5(3) . . ?
O3 C21 C23 114.5(4) . . ?
C20 C21 C23 120.0(4) . . ?
O3 C22 H22A 109.5 . . ?
O3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C21 119.3(4) . . ?
C24 C23 H23 120.4 . . ?
C21 C23 H23 120.4 . . ?
C23 C24 C18 122.0(3) . . ?
C23 C24 H24 119.0 . . ?
C18 C24 H24 119.0 . . ?
C26 C25 C30 120.4(3) . . ?
C26 C25 H25 119.8 . . ?
C30 C25 H25 119.8 . . ?
C27 C26 C25 120.8(4) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 118.7(4) . . ?
C26 C27 H27 120.7 . . ?
C28 C27 H27 120.7 . . ?
C27 C28 C29 121.7(4) . . ?
C27 C28 H28 119.2 . . ?
C29 C28 H28 119.2 . . ?
C28 C29 C30 119.6(4) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C25 C30 C29 118.8(3) . . ?
C25 C30 N2 120.7(3) . . ?
C29 C30 N2 120.4(3) . . ?
N3 C31 C32 121.2(3) . . ?
N3 C31 C16 113.6(3) . . ?
C32 C31 C16 124.9(3) . . ?
C31 C32 C33 112.8(3) . . ?
C31 C32 H32A 109.0 . . ?
C33 C32 H32A 109.0 . . ?
C31 C32 H32B 109.0 . . ?
C33 C32 H32B 109.0 . . ?
H32A C32 H32B 107.8 . . ?
C34 C33 C38 117.8(4) . . ?
C34 C33 C32 121.5(3) . . ?
C38 C33 C32 120.7(3) . . ?
C33 C34 C35 121.2(4) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C36 C35 C34 120.5(4) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C37 C36 C35 118.9(4) . . ?
C37 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?
C36 C37 C38 120.9(4) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.6 . . ?
C37 C38 C33 120.7(4) . . ?
C37 C38 H38 119.7 . . ?
C33 C38 H38 119.7 . . ?
C8 N1 C15 111.5(3) . . ?
C8 N1 C7 122.1(3) . . ?
C15 N1 C7 126.4(3) . . ?
N3 N2 C30 120.1(3) . . ?
N3 N2 C9 112.4(2) . . ?
C30 N2 C9 125.4(3) . . ?
C31 N3 N2 109.4(3) . . ?
C21 O3 C22 118.3(3) . . ?

_refine_diff_density_max         0.643
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.041




#==============================================
####################################################################### 
# 
# 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_3d
_database_code_depnum_ccdc_archive 'CCDC 2033690'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C48 H50 N4 O3'
_chemical_formula_sum            'C48 H50 N4 O3'
_chemical_formula_weight         730.92

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                   11.8274(11)
_cell_length_b                   18.9122(16)
_cell_length_c                   20.320(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.266(3)
_cell_angle_gamma                90
_cell_volume                     4405.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    3641
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      21.84

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_F_000             1560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.069
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6728
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(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            20496
_diffrn_reflns_av_unetI/netI     0.1209
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.332
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             8446
_reflns_number_gt                3758
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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)+(0.0997P)²+0.5237P] 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         8446
_refine_ls_number_parameters     502
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1839
_refine_ls_R_factor_gt           0.0710
_refine_ls_wR_factor_ref         0.2195
_refine_ls_wR_factor_gt          0.1673
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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 0.0020(3) 0.88762(18) 0.35510(19) 0.0563(10) Uani 1 1 d . . . . .
H1 H 0.0528 0.8613 0.3364 0.068 Uiso 1 1 calc R U . . .
C2 C 0.0004(3) 0.8778(2) 0.4219(2) 0.0650(11) Uani 1 1 d . . . . .
H2 H 0.0498 0.8445 0.4478 0.078 Uiso 1 1 calc R U . . .
C3 C -0.0729(4) 0.9165(2) 0.4513(2) 0.0685(11) Uani 1 1 d . . . . .
C4 C -0.0741(5) 0.9055(2) 0.5256(2) 0.1028(16) Uani 1 1 d . . . . .
H4A H -0.0969 0.9486 0.5436 0.154 Uiso 1 1 calc R U . . .
H4B H 0.0024 0.8921 0.5511 0.154 Uiso 1 1 calc R U . . .
H4C H -0.1287 0.8688 0.5287 0.154 Uiso 1 1 calc R U . . .
C5 C -0.1450(4) 0.9654(2) 0.4114(2) 0.0726(11) Uani 1 1 d . . . . .
H5 H -0.1950 0.9923 0.4302 0.087 Uiso 1 1 calc R U . . .
C6 C -0.1447(3) 0.97542(18) 0.34335(19) 0.0582(10) Uani 1 1 d . . . . .
H6 H -0.1941 1.0085 0.3171 0.070 Uiso 1 1 calc R U . . .
C7 C -0.0714(3) 0.93637(16) 0.31565(17) 0.0430(8) Uani 1 1 d . . . . .
C8 C -0.0771(3) 1.00735(16) 0.15610(19) 0.0495(9) Uani 1 1 d . . . . .
C9 C -0.0762(3) 1.07236(17) 0.11376(19) 0.0634(10) Uani 1 1 d . . . . .
H9A H -0.0036 1.0975 0.1314 0.076 Uiso 1 1 calc R U . . .
H9B H -0.0782 1.0579 0.0677 0.076 Uiso 1 1 calc R U . . .
C10 C -0.1758(3) 1.12216(17) 0.11189(16) 0.0475(9) Uani 1 1 d . . . . .
C11 C -0.1563(3) 1.19117(19) 0.13314(19) 0.0646(11) Uani 1 1 d . . . . .
H11 H -0.0801 1.2071 0.1491 0.077 Uiso 1 1 calc R U . . .
C12 C -0.2479(4) 1.2372(2) 0.1312(2) 0.0820(13) Uani 1 1 d . . . . .
H12 H -0.2328 1.2835 0.1463 0.098 Uiso 1 1 calc R U . . .
C13 C -0.3594(4) 1.2151(3) 0.1074(2) 0.0830(13) Uani 1 1 d . . . . .
H13 H -0.4209 1.2464 0.1052 0.100 Uiso 1 1 calc R U . . .
C14 C -0.3810(4) 1.1468(3) 0.0866(2) 0.0800(13) Uani 1 1 d . . . . .
H14 H -0.4575 1.1312 0.0707 0.096 Uiso 1 1 calc R U . . .
C15 C -0.2900(4) 1.1012(2) 0.08915(19) 0.0638(10) Uani 1 1 d . . . . .
H15 H -0.3060 1.0547 0.0751 0.077 Uiso 1 1 calc R U . . .
C16 C 0.2783(3) 0.68973(19) 0.1698(2) 0.0682(11) Uani 1 1 d . . . . .
H16 H 0.2496 0.6982 0.2078 0.082 Uiso 1 1 calc R U . . .
C17 C 0.3714(4) 0.6442(2) 0.1746(3) 0.1008(17) Uani 1 1 d . . . . .
H17 H 0.4049 0.6224 0.2158 0.121 Uiso 1 1 calc R U . . .
C18 C 0.4147(5) 0.6309(3) 0.1195(5) 0.125(2) Uani 1 1 d . . . . .
H18 H 0.4773 0.6001 0.1230 0.150 Uiso 1 1 calc R U . . .
C19 C 0.3649(5) 0.6633(3) 0.0589(3) 0.113(2) Uani 1 1 d . . . . .
H19 H 0.3933 0.6540 0.0210 0.136 Uiso 1 1 calc R U . . .
C20 C 0.2732(4) 0.7096(2) 0.0538(2) 0.0810(13) Uani 1 1 d . . . . .
H20 H 0.2417 0.7322 0.0127 0.097 Uiso 1 1 calc R U . . .
C21 C 0.2275(3) 0.72273(17) 0.10902(19) 0.0497(9) Uani 1 1 d . . . . .
C22 C 0.1247(3) 0.77216(17) 0.10033(17) 0.0481(9) Uani 1 1 d . . . . .
H22A H 0.1350 0.8104 0.0705 0.058 Uiso 1 1 calc R U . . .
H22B H 0.0549 0.7466 0.0777 0.058 Uiso 1 1 calc R U . . .
C23 C 0.0107(3) 0.77656(16) 0.18864(16) 0.0404(8) Uani 1 1 d . . . . .
C24 C -0.0030(3) 0.70391(17) 0.19246(18) 0.0536(9) Uani 1 1 d . . . . .
H24 H 0.0509 0.6740 0.1803 0.064 Uiso 1 1 calc R U . . .
C25 C -0.0951(3) 0.67496(17) 0.21405(18) 0.0553(10) Uani 1 1 d . . . . .
H25 H -0.1029 0.6261 0.2152 0.066 Uiso 1 1 calc R U . . .
C26 C -0.1749(3) 0.71718(17) 0.23367(18) 0.0528(9) Uani 1 1 d . . . . .
C27 C -0.2762(3) 0.6860(2) 0.2573(2) 0.0820(13) Uani 1 1 d . . . . .
H27A H -0.3209 0.6558 0.2225 0.123 Uiso 1 1 calc R U . . .
H27B H -0.3250 0.7235 0.2663 0.123 Uiso 1 1 calc R U . . .
H27C H -0.2470 0.6590 0.2979 0.123 Uiso 1 1 calc R U . . .
C28 C -0.1609(3) 0.78973(16) 0.23050(16) 0.0474(9) Uani 1 1 d . . . . .
H28 H -0.2134 0.8191 0.2447 0.057 Uiso 1 1 calc R U . . .
C29 C -0.0714(3) 0.82035(15) 0.20682(15) 0.0385(8) Uani 1 1 d . . . . .
C30 C -0.0729(3) 0.89780(16) 0.19633(16) 0.0402(8) Uani 1 1 d . . . . .
C31 C -0.0775(3) 0.93528(16) 0.13732(16) 0.0420(8) Uani 1 1 d . . . . .
C32 C -0.0795(3) 0.90759(17) 0.06929(19) 0.0500(9) Uani 1 1 d . . . . .
C33 C -0.1614(3) 0.85079(18) 0.03820(17) 0.0514(9) Uani 1 1 d . . . . .
C34 C -0.1427(4) 0.8138(2) -0.01746(19) 0.0676(11) Uani 1 1 d . . . . .
H34 H -0.0790 0.8251 -0.0347 0.081 Uiso 1 1 calc R U . . .
C35 C -0.2179(5) 0.7606(3) -0.0472(2) 0.0869(14) Uani 1 1 d . . . . .
H35 H -0.2039 0.7358 -0.0839 0.104 Uiso 1 1 calc R U . . .
C36 C -0.3133(4) 0.7439(3) -0.0231(3) 0.0969(16) Uani 1 1 d . . . . .
H36 H -0.3635 0.7079 -0.0431 0.116 Uiso 1 1 calc R U . . .
C37 C -0.3336(4) 0.7807(3) 0.0305(3) 0.0931(14) Uani 1 1 d . . . . .
H37 H -0.3987 0.7699 0.0466 0.112 Uiso 1 1 calc R U . . .
C38 C -0.2588(3) 0.8339(2) 0.0613(2) 0.0685(11) Uani 1 1 d . . . . .
H38 H -0.2741 0.8585 0.0978 0.082 Uiso 1 1 calc R U . . .
C39 C 0.1817(3) 0.85192(17) 0.1993(2) 0.0431(8) Uani 1 1 d . . . . .
C40 C 0.4650(3) 0.88144(19) 0.21480(19) 0.0570(10) Uani 1 1 d . . . . .
C41 C 0.4613(3) 0.8331(2) 0.2737(2) 0.0763(12) Uani 1 1 d . . . . .
H41A H 0.4398 0.8599 0.3088 0.114 Uiso 1 1 calc R U . . .
H41B H 0.5368 0.8124 0.2912 0.114 Uiso 1 1 calc R U . . .
H41C H 0.4048 0.7964 0.2584 0.114 Uiso 1 1 calc R U . . .
C42 C 0.4950(3) 0.8377(2) 0.1580(2) 0.0740(12) Uani 1 1 d . . . . .
H42A H 0.4299 0.8081 0.1374 0.111 Uiso 1 1 calc R U . . .
H42B H 0.5619 0.8087 0.1766 0.111 Uiso 1 1 calc R U . . .
H42C H 0.5119 0.8688 0.1243 0.111 Uiso 1 1 calc R U . . .
C43 C 0.5573(3) 0.9389(2) 0.2405(2) 0.0737(12) Uani 1 1 d . . . . .
H43A H 0.5459 0.9583 0.2826 0.088 Uiso 1 1 calc R U . . .
H43B H 0.6341 0.9174 0.2503 0.088 Uiso 1 1 calc R U . . .
C44 C 0.5533(3) 0.9985(2) 0.1905(2) 0.0786(12) Uani 1 1 d . . . . .
H44A H 0.5677 0.9803 0.1486 0.094 Uiso 1 1 calc R U . . .
H44B H 0.6128 1.0333 0.2092 0.094 Uiso 1 1 calc R U . . .
C45 C 0.4329(3) 1.03228(19) 0.1765(2) 0.0739(12) Uani 1 1 d . . . . .
H45A H 0.4295 1.0711 0.1449 0.089 Uiso 1 1 calc R U . . .
H45B H 0.4210 1.0516 0.2185 0.089 Uiso 1 1 calc R U . . .
C46 C 0.3341(3) 0.97995(18) 0.14697(19) 0.0574(10) Uani 1 1 d . . . . .
C47 C 0.3320(4) 0.9603(2) 0.0731(2) 0.0828(13) Uani 1 1 d . . . . .
H47A H 0.4088 0.9463 0.0704 0.124 Uiso 1 1 calc R U . . .
H47B H 0.3073 1.0005 0.0443 0.124 Uiso 1 1 calc R U . . .
H47C H 0.2786 0.9219 0.0586 0.124 Uiso 1 1 calc R U . . .
C48 C 0.2173(3) 1.01415(19) 0.1469(2) 0.0740(12) Uani 1 1 d . . . . .
H48A H 0.1550 0.9844 0.1227 0.111 Uiso 1 1 calc R U . . .
H48B H 0.2122 1.0595 0.1251 0.111 Uiso 1 1 calc R U . . .
H48C H 0.2112 1.0201 0.1928 0.111 Uiso 1 1 calc R U . . .
N1 N -0.0731(2) 0.94649(13) 0.24569(14) 0.0435(7) Uani 1 1 d . . . . .
N2 N -0.0765(2) 1.01390(13) 0.22135(15) 0.0515(8) Uani 1 1 d . . . . .
N3 N 0.1052(2) 0.80324(13) 0.16281(13) 0.0432(7) Uani 1 1 d . . . . .
N4 N 0.3500(2) 0.91934(13) 0.19644(14) 0.0495(7) Uani 1 1 d . . . . .
O1 O 0.17807(18) 0.87708(12) 0.25330(12) 0.0513(6) Uani 1 1 d . . . . .
O2 O 0.26374(18) 0.86615(11) 0.16396(11) 0.0478(6) Uani 1 1 d . . . . .
O3 O -0.0137(3) 0.93194(13) 0.03668(13) 0.0772(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.374(5) . ?
C1 C7 1.380(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.378(5) . ?
C2 H2 0.9300 . ?
C3 C5 1.378(5) . ?
C3 C4 1.528(5) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.396(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.361(4) . ?
C6 H6 0.9300 . ?
C7 N1 1.430(4) . ?
C8 N2 1.330(4) . ?
C8 C31 1.415(4) . ?
C8 C9 1.502(4) . ?
C9 C10 1.501(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C15 1.374(5) . ?
C10 C11 1.376(4) . ?
C11 C12 1.382(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.354(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.364(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(5) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.382(5) . ?
C16 C17 1.382(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.364(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.372(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.377(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.384(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.509(4) . ?
C22 N3 1.468(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.388(4) . ?
C23 C29 1.394(4) . ?
C23 N3 1.438(4) . ?
C24 C25 1.384(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.369(5) . ?
C25 H25 0.9300 . ?
C26 C28 1.385(4) . ?
C26 C27 1.515(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.392(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.480(4) . ?
C30 N1 1.362(4) . ?
C30 C31 1.382(4) . ?
C31 C32 1.473(5) . ?
C32 O3 1.230(4) . ?
C32 C33 1.480(5) . ?
C33 C38 1.385(5) . ?
C33 C34 1.393(5) . ?
C34 C35 1.381(6) . ?
C34 H34 0.9300 . ?
C35 C36 1.373(6) . ?
C35 H35 0.9300 . ?
C36 C37 1.362(6) . ?
C36 H36 0.9300 . ?
C37 C38 1.383(5) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
C39 O1 1.206(4) . ?
C39 O2 1.369(4) . ?
C39 N3 1.373(4) . ?
C40 N4 1.501(4) . ?
C40 C41 1.515(5) . ?
C40 C42 1.531(5) . ?
C40 C43 1.538(5) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.510(5) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.523(5) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 C46 1.535(5) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 N4 1.506(4) . ?
C46 C48 1.526(5) . ?
C46 C47 1.541(5) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
N1 N2 1.365(3) . ?
N4 O2 1.468(3) . ?

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
C2 C1 C7 120.3(3) . . ?
C2 C1 H1 119.9 . . ?
C7 C1 H1 119.9 . . ?
C1 C2 C3 121.3(4) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C5 C3 C2 117.8(4) . . ?
C5 C3 C4 121.2(4) . . ?
C2 C3 C4 121.0(4) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 C6 121.4(4) . . ?
C3 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C5 119.6(3) . . ?
C7 C6 H6 120.2 . . ?
C5 C6 H6 120.2 . . ?
C6 C7 C1 119.7(3) . . ?
C6 C7 N1 119.0(3) . . ?
C1 C7 N1 121.3(3) . . ?
N2 C8 C31 110.9(3) . . ?
N2 C8 C9 119.7(3) . . ?
C31 C8 C9 129.4(3) . . ?
C10 C9 C8 114.4(3) . . ?
C10 C9 H9A 108.7 . . ?
C8 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
C8 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C15 C10 C11 117.0(3) . . ?
C15 C10 C9 121.8(3) . . ?
C11 C10 C9 121.2(3) . . ?
C10 C11 C12 121.2(4) . . ?
C10 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 120.2(4) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 119.6(4) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C15 119.9(4) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
C14 C15 C10 121.9(3) . . ?
C14 C15 H15 119.0 . . ?
C10 C15 H15 119.0 . . ?
C21 C16 C17 120.5(4) . . ?
C21 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C18 C17 C16 120.8(5) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 119.2(5) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 H18 120.4 . . ?
C18 C19 C20 120.5(5) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C21 120.7(5) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C16 C21 C20 118.2(3) . . ?
C16 C21 C22 123.0(3) . . ?
C20 C21 C22 118.8(3) . . ?
N3 C22 C21 116.1(3) . . ?
N3 C22 H22A 108.2 . . ?
C21 C22 H22A 108.2 . . ?
N3 C22 H22B 108.2 . . ?
C21 C22 H22B 108.2 . . ?
H22A C22 H22B 107.4 . . ?
C24 C23 C29 118.3(3) . . ?
C24 C23 N3 118.7(3) . . ?
C29 C23 N3 122.9(3) . . ?
C25 C24 C23 121.4(3) . . ?
C25 C24 H24 119.3 . . ?
C23 C24 H24 119.3 . . ?
C26 C25 C24 121.0(3) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C25 C26 C28 117.7(3) . . ?
C25 C26 C27 121.4(3) . . ?
C28 C26 C27 120.9(3) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 C29 122.5(3) . . ?
C26 C28 H28 118.7 . . ?
C29 C28 H28 118.7 . . ?
C28 C29 C23 118.9(3) . . ?
C28 C29 C30 118.6(3) . . ?
C23 C29 C30 122.3(3) . . ?
N1 C30 C31 106.6(3) . . ?
N1 C30 C29 124.4(3) . . ?
C31 C30 C29 129.0(3) . . ?
C30 C31 C8 105.3(3) . . ?
C30 C31 C32 128.3(3) . . ?
C8 C31 C32 126.4(3) . . ?
O3 C32 C31 120.5(3) . . ?
O3 C32 C33 118.5(3) . . ?
C31 C32 C33 121.1(3) . . ?
C38 C33 C34 118.1(4) . . ?
C38 C33 C32 122.3(4) . . ?
C34 C33 C32 119.5(4) . . ?
C35 C34 C33 120.5(4) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C36 C35 C34 120.6(4) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C37 C36 C35 119.4(5) . . ?
C37 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
C36 C37 C38 120.9(5) . . ?
C36 C37 H37 119.5 . . ?
C38 C37 H37 119.5 . . ?
C37 C38 C33 120.5(4) . . ?
C37 C38 H38 119.8 . . ?
C33 C38 H38 119.8 . . ?
O1 C39 O2 126.1(3) . . ?
O1 C39 N3 126.1(3) . . ?
O2 C39 N3 107.8(3) . . ?
N4 C40 C41 106.5(3) . . ?
N4 C40 C42 115.8(3) . . ?
C41 C40 C42 109.1(3) . . ?
N4 C40 C43 105.7(3) . . ?
C41 C40 C43 108.4(3) . . ?
C42 C40 C43 111.1(3) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C40 113.4(3) . . ?
C44 C43 H43A 108.9 . . ?
C40 C43 H43A 108.9 . . ?
C44 C43 H43B 108.9 . . ?
C40 C43 H43B 108.9 . . ?
H43A C43 H43B 107.7 . . ?
C43 C44 C45 108.2(3) . . ?
C43 C44 H44A 110.1 . . ?
C45 C44 H44A 110.1 . . ?
C43 C44 H44B 110.1 . . ?
C45 C44 H44B 110.1 . . ?
H44A C44 H44B 108.4 . . ?
C44 C45 C46 112.9(3) . . ?
C44 C45 H45A 109.0 . . ?
C46 C45 H45A 109.0 . . ?
C44 C45 H45B 109.0 . . ?
C46 C45 H45B 109.0 . . ?
H45A C45 H45B 107.8 . . ?
N4 C46 C48 106.7(3) . . ?
N4 C46 C45 105.8(3) . . ?
C48 C46 C45 109.2(3) . . ?
N4 C46 C47 115.9(3) . . ?
C48 C46 C47 107.7(3) . . ?
C45 C46 C47 111.4(3) . . ?
C46 C47 H47A 109.5 . . ?
C46 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C46 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C46 C48 H48A 109.5 . . ?
C46 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C46 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C30 N1 N2 111.7(3) . . ?
C30 N1 C7 129.8(3) . . ?
N2 N1 C7 118.5(3) . . ?
C8 N2 N1 105.5(2) . . ?
C39 N3 C23 120.4(3) . . ?
C39 N3 C22 120.8(3) . . ?
C23 N3 C22 118.5(2) . . ?
O2 N4 C40 105.7(2) . . ?
O2 N4 C46 105.3(2) . . ?
C40 N4 C46 119.0(3) . . ?
C39 O2 N4 113.7(2) . . ?

_refine_diff_density_max         0.250
_refine_diff_density_min         -0.195
_refine_diff_density_rms         0.045



####################################################################### 
# 
# 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_3b
_database_code_depnum_ccdc_archive 'CCDC 2033689'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C48 H50 N4 O4'
_chemical_formula_sum            'C48 H50 N4 O4'
_chemical_formula_weight         746.92

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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.2691(11)
_cell_length_b                   18.703(2)
_cell_length_c                   21.629(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.808(4)
_cell_angle_gamma                90
_cell_volume                     4066.2(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6657
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      25.03

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_F_000             1592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6801
_exptl_absorpt_correction_T_max  0.7456
_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_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37685
_diffrn_reflns_av_unetI/netI     0.1023
_diffrn_reflns_av_R_equivalents  0.0874
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.453
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7994
_reflns_number_gt                3791
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0450P)²+0.7261P] 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         7994
_refine_ls_number_parameters     511
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1704
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1326
_refine_ls_wR_factor_gt          0.1028
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_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 0.3859(3) 0.23472(14) 0.11220(12) 0.0598(7) Uani 1 1 d . . . . .
C2 C 0.5210(3) 0.19704(15) 0.11951(14) 0.0797(9) Uani 1 1 d . . . . .
H2A H 0.5332 0.1810 0.0789 0.120 Uiso 1 1 calc R U . . .
H2B H 0.5236 0.1567 0.1472 0.120 Uiso 1 1 calc R U . . .
H2C H 0.5908 0.2298 0.1370 0.120 Uiso 1 1 calc R U . . .
C3 C 0.3592(3) 0.25299(16) 0.17710(13) 0.0819(9) Uani 1 1 d . . . . .
H3A H 0.4323 0.2802 0.2004 0.123 Uiso 1 1 calc R U . . .
H3B H 0.3496 0.2097 0.1995 0.123 Uiso 1 1 calc R U . . .
H3C H 0.2789 0.2806 0.1723 0.123 Uiso 1 1 calc R U . . .
C4 C 0.2729(3) 0.18738(16) 0.07773(14) 0.0811(9) Uani 1 1 d . . . . .
H4A H 0.2815 0.1403 0.0970 0.097 Uiso 1 1 calc R U . . .
H4B H 0.1888 0.2074 0.0832 0.097 Uiso 1 1 calc R U . . .
C5 C 0.2698(3) 0.17950(17) 0.00794(14) 0.0861(10) Uani 1 1 d . . . . .
H5A H 0.3511 0.1570 0.0015 0.103 Uiso 1 1 calc R U . . .
H5B H 0.1952 0.1498 -0.0115 0.103 Uiso 1 1 calc R U . . .
C6 C 0.2563(3) 0.25291(18) -0.02136(14) 0.0841(9) Uani 1 1 d . . . . .
H6A H 0.1727 0.2738 -0.0161 0.101 Uiso 1 1 calc R U . . .
H6B H 0.2534 0.2485 -0.0663 0.101 Uiso 1 1 calc R U . . .
C7 C 0.3695(3) 0.30307(16) 0.00731(12) 0.0657(8) Uani 1 1 d . . . . .
C8 C 0.4987(3) 0.28230(16) -0.01312(14) 0.0873(10) Uani 1 1 d . . . . .
H8A H 0.5716 0.3084 0.0116 0.131 Uiso 1 1 calc R U . . .
H8B H 0.4914 0.2935 -0.0570 0.131 Uiso 1 1 calc R U . . .
H8C H 0.5140 0.2320 -0.0067 0.131 Uiso 1 1 calc R U . . .
C9 C 0.3320(4) 0.37905(17) -0.01552(13) 0.0970(11) Uani 1 1 d . . . . .
H9A H 0.2594 0.3956 0.0025 0.145 Uiso 1 1 calc R U . . .
H9B H 0.3058 0.3793 -0.0608 0.145 Uiso 1 1 calc R U . . .
H9C H 0.4072 0.4100 -0.0027 0.145 Uiso 1 1 calc R U . . .
C10 C 0.9172(3) 0.39491(13) 0.14311(13) 0.0605(7) Uani 1 1 d . . . . .
H10 H 0.9542 0.3800 0.1839 0.073 Uiso 1 1 calc R U . . .
C11 C 0.9967(3) 0.39990(16) 0.09926(18) 0.0765(9) Uani 1 1 d . . . . .
H11 H 1.0864 0.3881 0.1104 0.092 Uiso 1 1 calc R U . . .
C12 C 0.9430(4) 0.42225(16) 0.03919(17) 0.0793(9) Uani 1 1 d . . . . .
H12 H 0.9962 0.4253 0.0093 0.095 Uiso 1 1 calc R U . . .
C13 C 0.8116(3) 0.44003(15) 0.02316(14) 0.0738(8) Uani 1 1 d . . . . .
H13 H 0.7754 0.4558 -0.0175 0.089 Uiso 1 1 calc R U . . .
C14 C 0.7320(3) 0.43457(14) 0.06757(13) 0.0630(7) Uani 1 1 d . . . . .
H14 H 0.6424 0.4467 0.0563 0.076 Uiso 1 1 calc R U . . .
C15 C 0.7832(2) 0.41162(12) 0.12776(12) 0.0470(6) Uani 1 1 d . . . . .
C16 C 0.7028(2) 0.40271(13) 0.17867(11) 0.0501(6) Uani 1 1 d . . . . .
H16A H 0.6912 0.3519 0.1847 0.060 Uiso 1 1 calc R U . . .
H16B H 0.7553 0.4213 0.2178 0.060 Uiso 1 1 calc R U . . .
C17 C 0.4594(3) 0.40709(14) 0.13224(11) 0.0495(6) Uani 1 1 d . . . . .
C18 C 0.5605(2) 0.50619(12) 0.19474(11) 0.0437(6) Uani 1 1 d . . . . .
C19 C 0.6349(2) 0.56164(14) 0.17793(12) 0.0568(7) Uani 1 1 d . . . . .
H19 H 0.6910 0.5530 0.1501 0.068 Uiso 1 1 calc R U . . .
C20 C 0.6275(3) 0.62958(14) 0.20167(12) 0.0628(7) Uani 1 1 d . . . . .
H20 H 0.6799 0.6657 0.1900 0.075 Uiso 1 1 calc R U . . .
C21 C 0.5439(2) 0.64515(13) 0.24232(11) 0.0520(7) Uani 1 1 d . . . . .
C22 C 0.5346(3) 0.71983(13) 0.26761(14) 0.0767(9) Uani 1 1 d . . . . .
H22A H 0.6178 0.7324 0.2946 0.115 Uiso 1 1 calc R U . . .
H22B H 0.4651 0.7216 0.2912 0.115 Uiso 1 1 calc R U . . .
H22C H 0.5151 0.7529 0.2330 0.115 Uiso 1 1 calc R U . . .
C23 C 0.4704(2) 0.58912(13) 0.25914(11) 0.0494(6) Uani 1 1 d . . . . .
H23 H 0.4134 0.5983 0.2865 0.059 Uiso 1 1 calc R U . . .
C24 C 0.4776(2) 0.51986(12) 0.23716(10) 0.0414(6) Uani 1 1 d . . . . .
C25 C 0.4026(2) 0.46297(12) 0.26165(10) 0.0420(6) Uani 1 1 d . . . . .
C26 C 0.4449(2) 0.40096(13) 0.29506(10) 0.0462(6) Uani 1 1 d . . . . .
C27 C 0.5784(3) 0.36833(15) 0.31331(11) 0.0525(7) Uani 1 1 d . . . . .
C28 C 0.6966(2) 0.41080(13) 0.34145(10) 0.0466(6) Uani 1 1 d . . . . .
C29 C 0.6899(3) 0.47987(14) 0.36397(11) 0.0508(7) Uani 1 1 d . . . . .
H29 H 0.6077 0.5022 0.3597 0.061 Uiso 1 1 calc R U . . .
C30 C 0.8031(3) 0.51565(14) 0.39241(12) 0.0581(7) Uani 1 1 d . . . . .
H30 H 0.7971 0.5622 0.4067 0.070 Uiso 1 1 calc R U . . .
C31 C 0.9259(3) 0.48291(15) 0.39987(12) 0.0545(7) Uani 1 1 d . . . . .
C32 C 1.1575(3) 0.48799(17) 0.44287(14) 0.0849(9) Uani 1 1 d . . . . .
H32A H 1.1518 0.4451 0.4666 0.127 Uiso 1 1 calc R U . . .
H32B H 1.2219 0.5196 0.4672 0.127 Uiso 1 1 calc R U . . .
H32C H 1.1841 0.4761 0.4041 0.127 Uiso 1 1 calc R U . . .
C33 C 0.9360(3) 0.41463(15) 0.37732(12) 0.0599(7) Uani 1 1 d . . . . .
H33 H 1.0185 0.3927 0.3812 0.072 Uiso 1 1 calc R U . . .
C34 C 0.8217(3) 0.37966(14) 0.34892(11) 0.0559(7) Uani 1 1 d . . . . .
H34 H 0.8283 0.3334 0.3341 0.067 Uiso 1 1 calc R U . . .
C35 C 0.4116(3) 0.38148(17) 0.44692(14) 0.0724(8) Uani 1 1 d . . . . .
H35 H 0.4340 0.4169 0.4208 0.087 Uiso 1 1 calc R U . . .
C36 C 0.4393(3) 0.39191(19) 0.51179(15) 0.0864(10) Uani 1 1 d . . . . .
H36 H 0.4787 0.4342 0.5287 0.104 Uiso 1 1 calc R U . . .
C37 C 0.4087(3) 0.3404(2) 0.55037(16) 0.0932(11) Uani 1 1 d . . . . .
H37 H 0.4272 0.3473 0.5939 0.112 Uiso 1 1 calc R U . . .
C38 C 0.3510(4) 0.2789(2) 0.52563(18) 0.0975(12) Uani 1 1 d . . . . .
H38 H 0.3305 0.2434 0.5522 0.117 Uiso 1 1 calc R U . . .
C39 C 0.3226(3) 0.26871(17) 0.46107(16) 0.0829(9) Uani 1 1 d . . . . .
H39 H 0.2827 0.2262 0.4447 0.100 Uiso 1 1 calc R U . . .
C40 C 0.3518(3) 0.31978(15) 0.42031(13) 0.0568(7) Uani 1 1 d . . . . .
C41 C 0.3171(3) 0.30612(14) 0.34964(12) 0.0673(8) Uani 1 1 d . . . . .
H41A H 0.3750 0.2689 0.3395 0.081 Uiso 1 1 calc R U . . .
H41B H 0.2264 0.2885 0.3386 0.081 Uiso 1 1 calc R U . . .
C42 C 0.3294(3) 0.37072(14) 0.30988(11) 0.0517(7) Uani 1 1 d . . . . .
C43 C 0.1734(2) 0.51878(13) 0.22896(11) 0.0464(6) Uani 1 1 d . . . . .
C44 C 0.0713(3) 0.53575(16) 0.25849(12) 0.0648(8) Uani 1 1 d . . . . .
H44 H 0.0652 0.5137 0.2963 0.078 Uiso 1 1 calc R U . . .
C45 C -0.0220(3) 0.58557(18) 0.23181(15) 0.0764(9) Uani 1 1 d . . . . .
H45 H -0.0917 0.5968 0.2516 0.092 Uiso 1 1 calc R U . . .
C46 C -0.0131(3) 0.61884(16) 0.17634(15) 0.0717(8) Uani 1 1 d . . . . .
H46 H -0.0751 0.6533 0.1589 0.086 Uiso 1 1 calc R U . . .
C47 C 0.0883(3) 0.60056(15) 0.14686(13) 0.0678(8) Uani 1 1 d . . . . .
H47 H 0.0941 0.6224 0.1089 0.081 Uiso 1 1 calc R U . . .
C48 C 0.1816(3) 0.55036(14) 0.17261(12) 0.0573(7) Uani 1 1 d . . . . .
H48 H 0.2495 0.5379 0.1520 0.069 Uiso 1 1 calc R U . . .
N1 N 0.3737(2) 0.30347(11) 0.07621(9) 0.0544(6) Uani 1 1 d . . . . .
N2 N 0.57094(19) 0.43651(10) 0.16852(9) 0.0455(5) Uani 1 1 d . . . . .
N3 N 0.2681(2) 0.46642(11) 0.25768(9) 0.0482(5) Uani 1 1 d . . . . .
N4 N 0.2228(2) 0.40999(11) 0.28806(9) 0.0557(6) Uani 1 1 d . . . . .
O1 O 0.49144(16) 0.34488(9) 0.10632(7) 0.0539(4) Uani 1 1 d . . . . .
O2 O 0.35013(18) 0.43313(9) 0.12422(8) 0.0651(5) Uani 1 1 d . . . . .
O3 O 0.58960(18) 0.30351(10) 0.30743(9) 0.0793(6) Uani 1 1 d . . . . .
O4 O 1.03168(19) 0.52205(10) 0.42929(9) 0.0759(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.495(3) . ?
C1 C3 1.523(3) . ?
C1 C4 1.528(4) . ?
C1 C2 1.535(3) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 C5 1.510(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.507(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.524(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 N1 1.482(3) . ?
C7 C9 1.528(4) . ?
C7 C8 1.532(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.376(4) . ?
C10 C15 1.383(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.369(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.364(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.387(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.370(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.515(3) . ?
C16 N2 1.470(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 O2 1.202(3) . ?
C17 O1 1.361(3) . ?
C17 N2 1.365(3) . ?
C18 C19 1.380(3) . ?
C18 C24 1.397(3) . ?
C18 N2 1.434(3) . ?
C19 C20 1.378(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.379(3) . ?
C20 H20 0.9300 . ?
C21 C23 1.383(3) . ?
C21 C22 1.510(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.387(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.474(3) . ?
C25 N3 1.368(3) . ?
C25 C26 1.388(3) . ?
C26 C42 1.409(3) . ?
C26 C27 1.479(3) . ?
C27 O3 1.227(3) . ?
C27 C28 1.474(3) . ?
C28 C29 1.387(3) . ?
C28 C34 1.389(3) . ?
C29 C30 1.373(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.381(3) . ?
C30 H30 0.9300 . ?
C31 O4 1.356(3) . ?
C31 C33 1.378(3) . ?
C32 O4 1.417(3) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.374(3) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?
C35 C40 1.377(4) . ?
C35 C36 1.387(4) . ?
C35 H35 0.9300 . ?
C36 C37 1.353(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.353(4) . ?
C37 H37 0.9300 . ?
C38 C39 1.380(4) . ?
C38 H38 0.9300 . ?
C39 C40 1.374(4) . ?
C39 H39 0.9300 . ?
C40 C41 1.518(4) . ?
C41 C42 1.503(3) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 N4 1.322(3) . ?
C43 C44 1.372(3) . ?
C43 C48 1.372(3) . ?
C43 N3 1.430(3) . ?
C44 C45 1.376(4) . ?
C44 H44 0.9300 . ?
C45 C46 1.371(4) . ?
C45 H45 0.9300 . ?
C46 C47 1.372(4) . ?
C46 H46 0.9300 . ?
C47 C48 1.375(3) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
N1 O1 1.471(2) . ?
N3 N4 1.374(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C3 106.0(2) . . ?
N1 C1 C4 105.7(2) . . ?
C3 C1 C4 108.5(2) . . ?
N1 C1 C2 115.2(2) . . ?
C3 C1 C2 109.7(2) . . ?
C4 C1 C2 111.4(2) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C5 C4 C1 113.7(2) . . ?
C5 C4 H4A 108.8 . . ?
C1 C4 H4A 108.8 . . ?
C5 C4 H4B 108.8 . . ?
C1 C4 H4B 108.8 . . ?
H4A C4 H4B 107.7 . . ?
C6 C5 C4 108.2(2) . . ?
C6 C5 H5A 110.1 . . ?
C4 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
C4 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
C5 C6 C7 113.1(2) . . ?
C5 C6 H6A 109.0 . . ?
C7 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
C7 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
N1 C7 C6 106.0(2) . . ?
N1 C7 C9 105.9(2) . . ?
C6 C7 C9 108.7(2) . . ?
N1 C7 C8 116.3(2) . . ?
C6 C7 C8 111.1(2) . . ?
C9 C7 C8 108.6(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 121.4(3) . . ?
C11 C10 H10 119.3 . . ?
C15 C10 H10 119.3 . . ?
C12 C11 C10 119.6(3) . . ?
C12 C11 H11 120.2 . . ?
C10 C11 H11 120.2 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 119.9(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 121.0(3) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C10 118.0(2) . . ?
C14 C15 C16 124.4(2) . . ?
C10 C15 C16 117.6(2) . . ?
N2 C16 C15 117.83(19) . . ?
N2 C16 H16A 107.8 . . ?
C15 C16 H16A 107.8 . . ?
N2 C16 H16B 107.8 . . ?
C15 C16 H16B 107.8 . . ?
H16A C16 H16B 107.2 . . ?
O2 C17 O1 125.7(2) . . ?
O2 C17 N2 124.6(2) . . ?
O1 C17 N2 109.6(2) . . ?
C19 C18 C24 118.7(2) . . ?
C19 C18 N2 119.3(2) . . ?
C24 C18 N2 122.1(2) . . ?
C20 C19 C18 121.3(2) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C21 121.4(2) . . ?
C19 C20 H20 119.3 . . ?
C21 C20 H20 119.3 . . ?
C20 C21 C23 116.9(2) . . ?
C20 C21 C22 121.3(2) . . ?
C23 C21 C22 121.8(2) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 C24 123.2(2) . . ?
C21 C23 H23 118.4 . . ?
C24 C23 H23 118.4 . . ?
C23 C24 C18 118.6(2) . . ?
C23 C24 C25 118.9(2) . . ?
C18 C24 C25 122.5(2) . . ?
N3 C25 C26 106.0(2) . . ?
N3 C25 C24 122.6(2) . . ?
C26 C25 C24 131.3(2) . . ?
C25 C26 C42 105.4(2) . . ?
C25 C26 C27 131.1(2) . . ?
C42 C26 C27 123.5(2) . . ?
O3 C27 C28 119.2(2) . . ?
O3 C27 C26 118.8(2) . . ?
C28 C27 C26 121.9(2) . . ?
C29 C28 C34 117.4(2) . . ?
C29 C28 C27 123.4(2) . . ?
C34 C28 C27 119.1(2) . . ?
C30 C29 C28 120.9(2) . . ?
C30 C29 H29 119.6 . . ?
C28 C29 H29 119.6 . . ?
C29 C30 C31 120.3(3) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
O4 C31 C33 123.7(3) . . ?
O4 C31 C30 116.1(3) . . ?
C33 C31 C30 120.1(3) . . ?
O4 C32 H32A 109.5 . . ?
O4 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
O4 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 C31 118.7(2) . . ?
C34 C33 H33 120.6 . . ?
C31 C33 H33 120.6 . . ?
C33 C34 C28 122.5(3) . . ?
C33 C34 H34 118.8 . . ?
C28 C34 H34 118.8 . . ?
C40 C35 C36 121.5(3) . . ?
C40 C35 H35 119.3 . . ?
C36 C35 H35 119.3 . . ?
C37 C36 C35 119.9(3) . . ?
C37 C36 H36 120.1 . . ?
C35 C36 H36 120.1 . . ?
C38 C37 C36 120.0(3) . . ?
C38 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C37 C38 C39 120.2(3) . . ?
C37 C38 H38 119.9 . . ?
C39 C38 H38 119.9 . . ?
C40 C39 C38 121.6(3) . . ?
C40 C39 H39 119.2 . . ?
C38 C39 H39 119.2 . . ?
C39 C40 C35 116.9(3) . . ?
C39 C40 C41 119.5(3) . . ?
C35 C40 C41 123.7(2) . . ?
C42 C41 C40 114.3(2) . . ?
C42 C41 H41A 108.7 . . ?
C40 C41 H41A 108.7 . . ?
C42 C41 H41B 108.7 . . ?
C40 C41 H41B 108.7 . . ?
H41A C41 H41B 107.6 . . ?
N4 C42 C26 111.7(2) . . ?
N4 C42 C41 119.4(2) . . ?
C26 C42 C41 128.8(3) . . ?
C44 C43 C48 120.4(2) . . ?
C44 C43 N3 118.2(2) . . ?
C48 C43 N3 121.4(2) . . ?
C43 C44 C45 119.6(3) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C46 C45 C44 120.7(3) . . ?
C46 C45 H45 119.7 . . ?
C44 C45 H45 119.7 . . ?
C45 C46 C47 119.1(3) . . ?
C45 C46 H46 120.5 . . ?
C47 C46 H46 120.5 . . ?
C46 C47 C48 121.0(3) . . ?
C46 C47 H47 119.5 . . ?
C48 C47 H47 119.5 . . ?
C43 C48 C47 119.3(2) . . ?
C43 C48 H48 120.3 . . ?
C47 C48 H48 120.3 . . ?
O1 N1 C7 107.47(18) . . ?
O1 N1 C1 104.39(17) . . ?
C7 N1 C1 120.1(2) . . ?
C17 N2 C18 118.2(2) . . ?
C17 N2 C16 123.5(2) . . ?
C18 N2 C16 118.22(19) . . ?
C25 N3 N4 111.74(19) . . ?
C25 N3 C43 130.4(2) . . ?
N4 N3 C43 117.8(2) . . ?
C42 N4 N3 105.1(2) . . ?
C17 O1 N1 112.72(18) . . ?
C31 O4 C32 117.6(2) . . ?

_refine_diff_density_max         0.163
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.035


####################################################################### 
# 
# 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_2d
_database_code_depnum_ccdc_archive 'CCDC 2033687'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C40 H41 N3 O2'
_chemical_formula_sum            'C40 H41 N3 O2'
_chemical_formula_weight         595.76

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                   14.062(3)
_cell_length_b                   15.079(3)
_cell_length_c                   18.326(4)
_cell_angle_alpha                101.480(5)
_cell_angle_beta                 90.201(6)
_cell_angle_gamma                116.475(5)
_cell_volume                     3390.0(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5428
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      20.29

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.167
_exptl_crystal_F_000             1272
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.072
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6597
_exptl_absorpt_correction_T_max  0.7456
_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_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42663
_diffrn_reflns_av_unetI/netI     0.2148
_diffrn_reflns_av_R_equivalents  0.1375
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.627
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             13162
_reflns_number_gt                4942
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0583P)²+1.0868P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0055(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         13162
_refine_ls_number_parameters     820
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2710
_refine_ls_R_factor_gt           0.0898
_refine_ls_wR_factor_ref         0.1907
_refine_ls_wR_factor_gt          0.1406
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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 -0.1557(4) -0.2582(4) 0.3097(2) 0.0713(13) Uani 1 1 d . . . . .
H1 H -0.1624 -0.2065 0.2932 0.086 Uiso 1 1 calc R U . . .
C2 C -0.2296(4) -0.3584(5) 0.2810(3) 0.0906(16) Uani 1 1 d . . . . .
H2 H -0.2843 -0.3736 0.2447 0.109 Uiso 1 1 calc R U . . .
C3 C -0.2225(5) -0.4343(4) 0.3057(4) 0.1066(19) Uani 1 1 d . . . . .
H3 H -0.2726 -0.5015 0.2869 0.128 Uiso 1 1 calc R U . . .
C4 C -0.1422(5) -0.4121(4) 0.3580(4) 0.1072(19) Uani 1 1 d . . . . .
H4 H -0.1373 -0.4642 0.3750 0.129 Uiso 1 1 calc R U . . .
C5 C -0.0670(4) -0.3118(4) 0.3863(3) 0.0806(14) Uani 1 1 d . . . . .
H5 H -0.0122 -0.2975 0.4222 0.097 Uiso 1 1 calc R U . . .
C6 C -0.0726(3) -0.2337(3) 0.3620(2) 0.0533(11) Uani 1 1 d . . . . .
C7 C 0.0069(3) -0.1238(3) 0.3887(2) 0.0580(11) Uani 1 1 d . . . . .
H7A H 0.0398 -0.0984 0.3458 0.070 Uiso 1 1 calc R U . . .
H7B H -0.0314 -0.0859 0.4085 0.070 Uiso 1 1 calc R U . . .
C8 C 0.1959(3) -0.0665(3) 0.4353(2) 0.0485(10) Uani 1 1 d . . . . .
C9 C 0.2605(3) -0.0453(3) 0.51025(19) 0.0434(10) Uani 1 1 d . . . . .
C10 C 0.1733(3) -0.0686(3) 0.5633(2) 0.0440(10) Uani 1 1 d . . . . .
C11 C 0.1736(3) -0.0659(3) 0.6392(2) 0.0567(11) Uani 1 1 d . . . . .
H11 H 0.2370 -0.0467 0.6681 0.068 Uiso 1 1 calc R U . . .
C12 C 0.0789(3) -0.0921(3) 0.6717(2) 0.0656(12) Uani 1 1 d . . . . .
H12 H 0.0791 -0.0895 0.7229 0.079 Uiso 1 1 calc R U . . .
C13 C -0.0153(3) -0.1221(3) 0.6291(2) 0.0691(13) Uani 1 1 d . . . . .
H13 H -0.0779 -0.1379 0.6522 0.083 Uiso 1 1 calc R U . . .
C14 C -0.0190(3) -0.1291(3) 0.5525(2) 0.0612(12) Uani 1 1 d . . . . .
H14 H -0.0829 -0.1516 0.5232 0.073 Uiso 1 1 calc R U . . .
C15 C 0.0765(3) -0.1011(3) 0.5219(2) 0.0468(10) Uani 1 1 d . . . . .
C16 C 0.3558(3) 0.0613(3) 0.52397(19) 0.0433(10) Uani 1 1 d . . . . .
H16 H 0.3976 0.0604 0.4814 0.052 Uiso 1 1 calc R U . . .
C17 C 0.3257(3) 0.1464(3) 0.52382(19) 0.0482(10) Uani 1 1 d . . . . .
C18 C 0.4125(3) 0.2500(3) 0.5303(2) 0.0496(10) Uani 1 1 d . . . . .
C19 C 0.5108(4) 0.2694(3) 0.5057(2) 0.0620(12) Uani 1 1 d . . . . .
H19 H 0.5227 0.2160 0.4804 0.074 Uiso 1 1 calc R U . . .
C20 C 0.5921(4) 0.3684(4) 0.5184(3) 0.0802(14) Uani 1 1 d . . . . .
H20 H 0.6578 0.3802 0.5009 0.096 Uiso 1 1 calc R U . . .
C21 C 0.5781(5) 0.4496(4) 0.5563(3) 0.0835(16) Uani 1 1 d . . . . .
C22 C 0.6701(4) 0.5566(4) 0.5730(3) 0.134(2) Uani 1 1 d . . . . .
H22A H 0.7099 0.5689 0.6197 0.201 Uiso 1 1 calc R U . . .
H22B H 0.6424 0.6049 0.5762 0.201 Uiso 1 1 calc R U . . .
H22C H 0.7160 0.5635 0.5336 0.201 Uiso 1 1 calc R U . . .
C23 C 0.4785(5) 0.4294(4) 0.5802(3) 0.0919(16) Uani 1 1 d . . . . .
H23 H 0.4666 0.4827 0.6059 0.110 Uiso 1 1 calc R U . . .
C24 C 0.3971(4) 0.3318(4) 0.5666(3) 0.0768(13) Uani 1 1 d . . . . .
H24 H 0.3305 0.3205 0.5820 0.092 Uiso 1 1 calc R U . . .
C25 C 0.2218(4) -0.2628(4) 0.4016(3) 0.0755(13) Uani 1 1 d . . . . .
H25 H 0.2520 -0.2209 0.3684 0.091 Uiso 1 1 calc R U . . .
C26 C 0.1593(5) -0.3647(5) 0.3747(3) 0.1012(17) Uani 1 1 d . . . . .
H26 H 0.1480 -0.3911 0.3233 0.121 Uiso 1 1 calc R U . . .
C27 C 0.1132(4) -0.4285(4) 0.4214(4) 0.0968(17) Uani 1 1 d . . . . .
H27 H 0.0713 -0.4978 0.4024 0.116 Uiso 1 1 calc R U . . .
C28 C 0.1300(4) -0.3882(4) 0.4969(4) 0.0902(16) Uani 1 1 d . . . . .
H28 H 0.0990 -0.4304 0.5297 0.108 Uiso 1 1 calc R U . . .
C29 C 0.1930(3) -0.2850(4) 0.5246(3) 0.0726(13) Uani 1 1 d . . . . .
H29 H 0.2031 -0.2583 0.5760 0.087 Uiso 1 1 calc R U . . .
C30 C 0.2404(3) -0.2219(3) 0.4773(2) 0.0503(10) Uani 1 1 d . . . . .
C31 C 0.4326(3) -0.0108(3) 0.6068(2) 0.0460(10) Uani 1 1 d . . . . .
C32 C 0.5077(3) 0.0031(3) 0.6713(2) 0.0630(12) Uani 1 1 d . . . . .
H32A H 0.5718 0.0023 0.6526 0.076 Uiso 1 1 calc R U . . .
H32B H 0.4742 -0.0530 0.6960 0.076 Uiso 1 1 calc R U . . .
C33 C 0.5381(4) 0.1029(4) 0.7279(2) 0.0821(14) Uani 1 1 d . . . . .
H33A H 0.5647 0.0988 0.7754 0.098 Uiso 1 1 calc R U . . .
H33B H 0.5956 0.1575 0.7107 0.098 Uiso 1 1 calc R U . . .
C34 C 0.4477(3) 0.1277(3) 0.7395(2) 0.0605(12) Uani 1 1 d . . . . .
H34 H 0.3885 0.0649 0.7471 0.073 Uiso 1 1 calc R U . . .
C35 C 0.4572(3) 0.2091(3) 0.8086(2) 0.0656(12) Uani 1 1 d . . . . .
C36 C 0.4848(4) 0.1829(4) 0.8795(2) 0.1165(19) Uani 1 1 d . . . . .
H36A H 0.5547 0.1864 0.8789 0.175 Uiso 1 1 calc R U . . .
H36B H 0.4333 0.1153 0.8816 0.175 Uiso 1 1 calc R U . . .
H36C H 0.4839 0.2304 0.9227 0.175 Uiso 1 1 calc R U . . .
C37 C 0.5438(4) 0.3126(4) 0.8059(3) 0.121(2) Uani 1 1 d . . . . .
H37A H 0.5169 0.3433 0.7756 0.181 Uiso 1 1 calc R U . . .
H37B H 0.6034 0.3062 0.7847 0.181 Uiso 1 1 calc R U . . .
H37C H 0.5663 0.3543 0.8557 0.181 Uiso 1 1 calc R U . . .
C38 C 0.3502(4) 0.2094(5) 0.8142(3) 0.129(2) Uani 1 1 d . . . . .
H38A H 0.3511 0.2509 0.8616 0.194 Uiso 1 1 calc R U . . .
H38B H 0.2953 0.1411 0.8102 0.194 Uiso 1 1 calc R U . . .
H38C H 0.3362 0.2362 0.7744 0.194 Uiso 1 1 calc R U . . .
C39 C 0.4107(3) 0.1440(3) 0.66623(19) 0.0538(11) Uani 1 1 d . . . . .
H39A H 0.4474 0.2159 0.6664 0.065 Uiso 1 1 calc R U . . .
H39B H 0.3348 0.1241 0.6648 0.065 Uiso 1 1 calc R U . . .
C40 C 0.4313(3) 0.0838(3) 0.59435(18) 0.0440(10) Uani 1 1 d . . . . .
H40 H 0.5035 0.1274 0.5836 0.053 Uiso 1 1 calc R U . . .
C41 C 0.5807(4) 0.3431(4) 0.0766(3) 0.0793(14) Uani 1 1 d . . . . .
H41 H 0.5345 0.2793 0.0843 0.095 Uiso 1 1 calc R U . . .
C42 C 0.6807(4) 0.3614(4) 0.0575(3) 0.0981(17) Uani 1 1 d . . . . .
H42 H 0.7031 0.3115 0.0542 0.118 Uiso 1 1 calc R U . . .
C43 C 0.7472(4) 0.4537(5) 0.0435(3) 0.1108(19) Uani 1 1 d . . . . .
H43 H 0.8148 0.4667 0.0295 0.133 Uiso 1 1 calc R U . . .
C44 C 0.7134(5) 0.5272(4) 0.0502(3) 0.109(2) Uani 1 1 d . . . . .
H44 H 0.7589 0.5905 0.0414 0.131 Uiso 1 1 calc R U . . .
C45 C 0.6133(4) 0.5082(3) 0.0697(3) 0.0830(15) Uani 1 1 d . . . . .
H45 H 0.5904 0.5579 0.0728 0.100 Uiso 1 1 calc R U . . .
C46 C 0.5472(4) 0.4164(3) 0.0847(2) 0.0595(12) Uani 1 1 d . . . . .
C47 C 0.4387(3) 0.4004(3) 0.1066(2) 0.0720(13) Uani 1 1 d . . . . .
H47A H 0.4481 0.4473 0.1539 0.086 Uiso 1 1 calc R U . . .
H47B H 0.4049 0.4178 0.0694 0.086 Uiso 1 1 calc R U . . .
C48 C 0.2879(3) 0.2301(3) 0.0607(3) 0.0543(11) Uani 1 1 d . . . . .
C49 C 0.2160(3) 0.1393(3) 0.0938(2) 0.0466(10) Uani 1 1 d . . . . .
C50 C 0.2780(3) 0.1638(3) 0.1691(2) 0.0498(10) Uani 1 1 d . . . . .
C51 C 0.2615(3) 0.1145(3) 0.2270(2) 0.0592(12) Uani 1 1 d . . . . .
H51 H 0.2040 0.0504 0.2224 0.071 Uiso 1 1 calc R U . . .
C52 C 0.3305(4) 0.1601(4) 0.2920(2) 0.0755(13) Uani 1 1 d . . . . .
H52 H 0.3188 0.1270 0.3312 0.091 Uiso 1 1 calc R U . . .
C53 C 0.4159(4) 0.2541(4) 0.2990(3) 0.0840(15) Uani 1 1 d . . . . .
H53 H 0.4624 0.2836 0.3428 0.101 Uiso 1 1 calc R U . . .
C54 C 0.4342(3) 0.3061(3) 0.2418(3) 0.0730(13) Uani 1 1 d . . . . .
H54 H 0.4918 0.3701 0.2465 0.088 Uiso 1 1 calc R U . . .
C55 C 0.3644(3) 0.2597(3) 0.1784(2) 0.0560(11) Uani 1 1 d . . . . .
C56 C 0.1887(3) 0.0398(3) 0.0362(2) 0.0474(10) Uani 1 1 d . . . . .
H56 H 0.1547 0.0440 -0.0089 0.057 Uiso 1 1 calc R U . . .
C57 C 0.2872(3) 0.0291(3) 0.0128(2) 0.0523(11) Uani 1 1 d . . . . .
C58 C 0.2788(4) -0.0492(3) -0.0550(2) 0.0535(11) Uani 1 1 d . . . . .
C59 C 0.3653(4) -0.0687(4) -0.0691(3) 0.0789(14) Uani 1 1 d . . . . .
H59 H 0.4267 -0.0344 -0.0354 0.095 Uiso 1 1 calc R U . . .
C60 C 0.3619(5) -0.1373(4) -0.1316(4) 0.0920(16) Uani 1 1 d . . . . .
H60 H 0.4217 -0.1478 -0.1399 0.110 Uiso 1 1 calc R U . . .
C61 C 0.2730(5) -0.1907(4) -0.1820(3) 0.0876(15) Uani 1 1 d . . . . .
C62 C 0.2710(5) -0.2671(4) -0.2505(3) 0.142(2) Uani 1 1 d . . . . .
H62A H 0.2639 -0.2448 -0.2948 0.214 Uiso 1 1 calc R U . . .
H62B H 0.2116 -0.3321 -0.2516 0.214 Uiso 1 1 calc R U . . .
H62C H 0.3363 -0.2727 -0.2483 0.214 Uiso 1 1 calc R U . . .
C63 C 0.1871(4) -0.1712(4) -0.1681(3) 0.0868(15) Uani 1 1 d . . . . .
H63 H 0.1257 -0.2061 -0.2018 0.104 Uiso 1 1 calc R U . . .
C64 C 0.1892(4) -0.1011(3) -0.1054(3) 0.0694(13) Uani 1 1 d . . . . .
H64 H 0.1301 -0.0894 -0.0976 0.083 Uiso 1 1 calc R U . . .
C65 C 0.1279(4) 0.3099(4) 0.1025(3) 0.0924(17) Uani 1 1 d . . . . .
H65 H 0.1295 0.2955 0.0509 0.111 Uiso 1 1 calc R U . . .
C66 C 0.1344(6) 0.4010(4) 0.1377(4) 0.148(3) Uani 1 1 d . . . . .
H66 H 0.1405 0.4483 0.1099 0.177 Uiso 1 1 calc R U . . .
C67 C 0.1320(7) 0.4239(5) 0.2130(4) 0.171(3) Uani 1 1 d . . . . .
H67 H 0.1382 0.4870 0.2369 0.205 Uiso 1 1 calc R U . . .
C68 C 0.1204(5) 0.3528(5) 0.2534(3) 0.125(2) Uani 1 1 d . . . . .
H68 H 0.1158 0.3669 0.3047 0.150 Uiso 1 1 calc R U . . .
C69 C 0.1154(4) 0.2611(4) 0.2189(3) 0.0800(14) Uani 1 1 d . . . . .
H69 H 0.1097 0.2141 0.2469 0.096 Uiso 1 1 calc R U . . .
C70 C 0.1188(3) 0.2390(3) 0.1423(2) 0.0563(11) Uani 1 1 d . . . . .
C71 C 0.0340(3) -0.0250(3) 0.1131(2) 0.0527(11) Uani 1 1 d . . . . .
C72 C -0.0510(3) -0.1093(3) 0.1426(3) 0.0693(13) Uani 1 1 d . . . . .
H72A H -0.0477 -0.0873 0.1965 0.083 Uiso 1 1 calc R U . . .
H72B H -0.1206 -0.1234 0.1208 0.083 Uiso 1 1 calc R U . . .
C73 C -0.0387(3) -0.2046(3) 0.1253(2) 0.0704(13) Uani 1 1 d . . . . .
H73A H -0.0637 -0.2375 0.0730 0.085 Uiso 1 1 calc R U . . .
H73B H -0.0841 -0.2504 0.1551 0.085 Uiso 1 1 calc R U . . .
C74 C 0.0732(3) -0.1887(3) 0.1398(2) 0.0596(12) Uani 1 1 d . . . . .
H74 H 0.0952 -0.1527 0.1924 0.072 Uiso 1 1 calc R U . . .
C75 C 0.0886(3) -0.2847(3) 0.1339(3) 0.0642(12) Uani 1 1 d . . . . .
C76 C 0.0553(4) -0.3492(4) 0.0545(3) 0.1138(19) Uani 1 1 d . . . . .
H76A H 0.1018 -0.3124 0.0212 0.171 Uiso 1 1 calc R U . . .
H76B H -0.0169 -0.3649 0.0395 0.171 Uiso 1 1 calc R U . . .
H76C H 0.0601 -0.4112 0.0526 0.171 Uiso 1 1 calc R U . . .
C77 C 0.0179(4) -0.3513(4) 0.1843(3) 0.1125(19) Uani 1 1 d . . . . .
H77A H 0.0287 -0.4106 0.1797 0.169 Uiso 1 1 calc R U . . .
H77B H -0.0557 -0.3714 0.1696 0.169 Uiso 1 1 calc R U . . .
H77C H 0.0364 -0.3136 0.2354 0.169 Uiso 1 1 calc R U . . .
C78 C 0.2032(4) -0.2559(4) 0.1555(3) 0.128(2) Uani 1 1 d . . . . .
H78A H 0.2111 -0.3163 0.1537 0.191 Uiso 1 1 calc R U . . .
H78B H 0.2249 -0.2142 0.2054 0.191 Uiso 1 1 calc R U . . .
H78C H 0.2471 -0.2189 0.1213 0.191 Uiso 1 1 calc R U . . .
C79 C 0.1499(3) -0.1146(3) 0.0953(2) 0.0575(11) Uani 1 1 d . . . . .
H79A H 0.1699 -0.1529 0.0547 0.069 Uiso 1 1 calc R U . . .
H79B H 0.2145 -0.0671 0.1280 0.069 Uiso 1 1 calc R U . . .
C80 C 0.1037(3) -0.0537(3) 0.0623(2) 0.0517(11) Uani 1 1 d . . . . .
H80 H 0.0570 -0.0999 0.0171 0.062 Uiso 1 1 calc R U . . .
N1 N 0.0910(2) -0.1027(2) 0.44543(16) 0.0478(8) Uani 1 1 d . . . . .
N2 N 0.3108(2) -0.1155(2) 0.50308(16) 0.0475(8) Uani 1 1 d . . . . .
N3 N 0.3777(2) -0.1008(3) 0.56684(18) 0.0514(8) Uani 1 1 d . . . . .
N4 N 0.3670(3) 0.2986(2) 0.11411(19) 0.0587(9) Uani 1 1 d . . . . .
N5 N 0.1113(2) 0.1424(2) 0.10180(16) 0.0497(8) Uani 1 1 d . . . . .
N6 N 0.0353(2) 0.0622(3) 0.13100(17) 0.0543(9) Uani 1 1 d . . . . .
O1 O 0.2337(2) -0.0513(2) 0.37623(14) 0.0638(8) Uani 1 1 d . . . . .
O2 O 0.2320(2) 0.1289(2) 0.52160(16) 0.0736(9) Uani 1 1 d . . . . .
O3 O 0.2727(2) 0.2408(2) -0.00251(16) 0.0712(8) Uani 1 1 d . . . . .
O4 O 0.3743(2) 0.0854(2) 0.04809(16) 0.0751(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.375(5) . ?
C1 C2 1.386(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.355(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.354(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.372(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.503(5) . ?
C7 N1 1.451(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.224(4) . ?
C8 N1 1.354(4) . ?
C8 C9 1.541(5) . ?
C9 N2 1.501(4) . ?
C9 C10 1.527(5) . ?
C9 C16 1.536(4) . ?
C10 C11 1.383(5) . ?
C10 C15 1.384(4) . ?
C11 C12 1.384(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.374(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.375(5) . ?
C14 H14 0.9300 . ?
C15 N1 1.414(4) . ?
C16 C17 1.521(5) . ?
C16 C40 1.549(4) . ?
C16 H16 0.9800 . ?
C17 O2 1.221(4) . ?
C17 C18 1.473(5) . ?
C18 C19 1.376(5) . ?
C18 C24 1.388(5) . ?
C19 C20 1.389(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.378(6) . ?
C20 H20 0.9300 . ?
C21 C23 1.387(6) . ?
C21 C22 1.519(6) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 C24 1.374(6) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.366(6) . ?
C25 C30 1.374(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.361(7) . ?
C26 H26 0.9300 . ?
C27 C28 1.369(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.385(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.366(5) . ?
C29 H29 0.9300 . ?
C30 N2 1.434(4) . ?
C31 N3 1.281(4) . ?
C31 C40 1.497(5) . ?
C31 C32 1.501(5) . ?
C32 C33 1.524(5) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.483(5) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.537(5) . ?
C34 C39 1.540(5) . ?
C34 H34 0.9800 . ?
C35 C37 1.501(6) . ?
C35 C38 1.511(6) . ?
C35 C36 1.528(5) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 C40 1.550(5) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40 0.9800 . ?
C41 C46 1.365(6) . ?
C41 C42 1.368(6) . ?
C41 H41 0.9300 . ?
C42 C43 1.364(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.373(7) . ?
C43 H43 0.9300 . ?
C44 C45 1.370(7) . ?
C44 H44 0.9300 . ?
C45 C46 1.365(5) . ?
C45 H45 0.9300 . ?
C46 C47 1.503(6) . ?
C47 N4 1.448(4) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 O3 1.232(4) . ?
C48 N4 1.352(4) . ?
C48 C49 1.538(5) . ?
C49 N5 1.500(4) . ?
C49 C50 1.519(5) . ?
C49 C56 1.538(5) . ?
C50 C51 1.376(5) . ?
C50 C55 1.390(5) . ?
C51 C52 1.379(5) . ?
C51 H51 0.9300 . ?
C52 C53 1.370(5) . ?
C52 H52 0.9300 . ?
C53 C54 1.390(5) . ?
C53 H53 0.9300 . ?
C54 C55 1.363(5) . ?
C54 H54 0.9300 . ?
C55 N4 1.409(5) . ?
C56 C57 1.518(5) . ?
C56 C80 1.554(4) . ?
C56 H56 0.9800 . ?
C57 O4 1.220(4) . ?
C57 C58 1.497(5) . ?
C58 C64 1.370(5) . ?
C58 C59 1.386(5) . ?
C59 C60 1.367(6) . ?
C59 H59 0.9300 . ?
C60 C61 1.365(6) . ?
C60 H60 0.9300 . ?
C61 C63 1.379(6) . ?
C61 C62 1.517(6) . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C63 C64 1.388(6) . ?
C63 H63 0.9300 . ?
C64 H64 0.9300 . ?
C65 C66 1.359(6) . ?
C65 C70 1.371(5) . ?
C65 H65 0.9300 . ?
C66 C67 1.359(8) . ?
C66 H66 0.9300 . ?
C67 C68 1.374(7) . ?
C67 H67 0.9300 . ?
C68 C69 1.371(6) . ?
C68 H68 0.9300 . ?
C69 C70 1.383(5) . ?
C69 H69 0.9300 . ?
C70 N5 1.454(5) . ?
C71 N6 1.283(4) . ?
C71 C80 1.497(5) . ?
C71 C72 1.503(5) . ?
C72 C73 1.496(5) . ?
C72 H72A 0.9700 . ?
C72 H72B 0.9700 . ?
C73 C74 1.497(5) . ?
C73 H73A 0.9700 . ?
C73 H73B 0.9700 . ?
C74 C75 1.538(5) . ?
C74 C79 1.540(5) . ?
C74 H74 0.9800 . ?
C75 C78 1.500(5) . ?
C75 C76 1.520(6) . ?
C75 C77 1.529(5) . ?
C76 H76A 0.9600 . ?
C76 H76B 0.9600 . ?
C76 H76C 0.9600 . ?
C77 H77A 0.9600 . ?
C77 H77B 0.9600 . ?
C77 H77C 0.9600 . ?
C78 H78A 0.9600 . ?
C78 H78B 0.9600 . ?
C78 H78C 0.9600 . ?
C79 C80 1.544(5) . ?
C79 H79A 0.9700 . ?
C79 H79B 0.9700 . ?
C80 H80 0.9800 . ?
N2 N3 1.415(4) . ?
N5 N6 1.414(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 121.2(5) . . ?
C6 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
C3 C2 C1 120.2(5) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 119.8(5) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.3(5) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 120.9(5) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 117.7(4) . . ?
C5 C6 C7 124.0(4) . . ?
C1 C6 C7 118.4(4) . . ?
N1 C7 C6 115.7(3) . . ?
N1 C7 H7A 108.4 . . ?
C6 C7 H7A 108.4 . . ?
N1 C7 H7B 108.4 . . ?
C6 C7 H7B 108.4 . . ?
H7A C7 H7B 107.4 . . ?
O1 C8 N1 125.5(3) . . ?
O1 C8 C9 125.4(4) . . ?
N1 C8 C9 109.1(3) . . ?
N2 C9 C10 113.1(3) . . ?
N2 C9 C16 104.2(3) . . ?
C10 C9 C16 120.0(3) . . ?
N2 C9 C8 108.8(3) . . ?
C10 C9 C8 101.3(3) . . ?
C16 C9 C8 109.1(3) . . ?
C11 C10 C15 118.2(3) . . ?
C11 C10 C9 133.4(3) . . ?
C15 C10 C9 108.4(3) . . ?
C10 C11 C12 119.6(4) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C13 C12 C11 120.6(4) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 121.3(4) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C15 C14 C13 116.8(4) . . ?
C15 C14 H14 121.6 . . ?
C13 C14 H14 121.6 . . ?
C14 C15 C10 123.5(3) . . ?
C14 C15 N1 126.1(4) . . ?
C10 C15 N1 110.3(3) . . ?
C17 C16 C9 114.5(3) . . ?
C17 C16 C40 112.1(3) . . ?
C9 C16 C40 112.0(3) . . ?
C17 C16 H16 105.8 . . ?
C9 C16 H16 105.8 . . ?
C40 C16 H16 105.8 . . ?
O2 C17 C18 121.7(4) . . ?
O2 C17 C16 120.2(4) . . ?
C18 C17 C16 118.0(4) . . ?
C19 C18 C24 118.1(4) . . ?
C19 C18 C17 123.0(4) . . ?
C24 C18 C17 118.7(4) . . ?
C18 C19 C20 120.3(4) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 121.7(5) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C20 C21 C23 117.5(5) . . ?
C20 C21 C22 120.6(6) . . ?
C23 C21 C22 121.8(6) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 C21 121.0(5) . . ?
C24 C23 H23 119.5 . . ?
C21 C23 H23 119.5 . . ?
C23 C24 C18 121.2(5) . . ?
C23 C24 H24 119.4 . . ?
C18 C24 H24 119.4 . . ?
C26 C25 C30 120.4(5) . . ?
C26 C25 H25 119.8 . . ?
C30 C25 H25 119.8 . . ?
C27 C26 C25 121.6(5) . . ?
C27 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C26 C27 C28 118.4(5) . . ?
C26 C27 H27 120.8 . . ?
C28 C27 H27 120.8 . . ?
C27 C28 C29 120.4(5) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C30 C29 C28 120.7(5) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
C29 C30 C25 118.5(4) . . ?
C29 C30 N2 123.1(4) . . ?
C25 C30 N2 118.4(4) . . ?
N3 C31 C40 126.1(3) . . ?
N3 C31 C32 117.9(4) . . ?
C40 C31 C32 116.0(3) . . ?
C31 C32 C33 111.6(3) . . ?
C31 C32 H32A 109.3 . . ?
C33 C32 H32A 109.3 . . ?
C31 C32 H32B 109.3 . . ?
C33 C32 H32B 109.3 . . ?
H32A C32 H32B 108.0 . . ?
C34 C33 C32 113.1(4) . . ?
C34 C33 H33A 109.0 . . ?
C32 C33 H33A 109.0 . . ?
C34 C33 H33B 109.0 . . ?
C32 C33 H33B 109.0 . . ?
H33A C33 H33B 107.8 . . ?
C33 C34 C35 118.6(3) . . ?
C33 C34 C39 109.9(3) . . ?
C35 C34 C39 113.1(3) . . ?
C33 C34 H34 104.6 . . ?
C35 C34 H34 104.6 . . ?
C39 C34 H34 104.6 . . ?
C37 C35 C38 111.2(4) . . ?
C37 C35 C36 107.1(4) . . ?
C38 C35 C36 107.8(4) . . ?
C37 C35 C34 112.2(4) . . ?
C38 C35 C34 108.5(4) . . ?
C36 C35 C34 110.0(4) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C34 C39 C40 114.1(3) . . ?
C34 C39 H39A 108.7 . . ?
C40 C39 H39A 108.7 . . ?
C34 C39 H39B 108.7 . . ?
C40 C39 H39B 108.7 . . ?
H39A C39 H39B 107.6 . . ?
C31 C40 C16 111.6(3) . . ?
C31 C40 C39 111.7(3) . . ?
C16 C40 C39 114.3(3) . . ?
C31 C40 H40 106.2 . . ?
C16 C40 H40 106.2 . . ?
C39 C40 H40 106.2 . . ?
C46 C41 C42 121.5(5) . . ?
C46 C41 H41 119.2 . . ?
C42 C41 H41 119.2 . . ?
C43 C42 C41 119.4(5) . . ?
C43 C42 H42 120.3 . . ?
C41 C42 H42 120.3 . . ?
C42 C43 C44 119.4(5) . . ?
C42 C43 H43 120.3 . . ?
C44 C43 H43 120.3 . . ?
C45 C44 C43 120.7(5) . . ?
C45 C44 H44 119.6 . . ?
C43 C44 H44 119.6 . . ?
C46 C45 C44 119.9(5) . . ?
C46 C45 H45 120.1 . . ?
C44 C45 H45 120.1 . . ?
C45 C46 C41 119.0(5) . . ?
C45 C46 C47 117.5(5) . . ?
C41 C46 C47 123.5(4) . . ?
N4 C47 C46 115.6(4) . . ?
N4 C47 H47A 108.4 . . ?
C46 C47 H47A 108.4 . . ?
N4 C47 H47B 108.4 . . ?
C46 C47 H47B 108.4 . . ?
H47A C47 H47B 107.4 . . ?
O3 C48 N4 125.8(4) . . ?
O3 C48 C49 125.6(4) . . ?
N4 C48 C49 108.4(3) . . ?
N5 C49 C50 112.1(3) . . ?
N5 C49 C48 107.0(3) . . ?
C50 C49 C48 101.9(3) . . ?
N5 C49 C56 104.8(3) . . ?
C50 C49 C56 121.0(3) . . ?
C48 C49 C56 109.3(3) . . ?
C51 C50 C55 118.4(4) . . ?
C51 C50 C49 133.6(4) . . ?
C55 C50 C49 107.9(3) . . ?
C50 C51 C52 120.0(4) . . ?
C50 C51 H51 120.0 . . ?
C52 C51 H51 120.0 . . ?
C53 C52 C51 120.3(4) . . ?
C53 C52 H52 119.8 . . ?
C51 C52 H52 119.8 . . ?
C52 C53 C54 121.1(4) . . ?
C52 C53 H53 119.5 . . ?
C54 C53 H53 119.5 . . ?
C55 C54 C53 117.5(4) . . ?
C55 C54 H54 121.2 . . ?
C53 C54 H54 121.2 . . ?
C54 C55 C50 122.7(4) . . ?
C54 C55 N4 127.1(4) . . ?
C50 C55 N4 110.2(4) . . ?
C57 C56 C49 112.8(3) . . ?
C57 C56 C80 113.9(3) . . ?
C49 C56 C80 111.4(3) . . ?
C57 C56 H56 106.0 . . ?
C49 C56 H56 106.0 . . ?
C80 C56 H56 106.0 . . ?
O4 C57 C58 119.3(4) . . ?
O4 C57 C56 120.3(4) . . ?
C58 C57 C56 120.3(4) . . ?
C64 C58 C59 118.1(4) . . ?
C64 C58 C57 122.4(4) . . ?
C59 C58 C57 119.4(4) . . ?
C60 C59 C58 121.2(4) . . ?
C60 C59 H59 119.4 . . ?
C58 C59 H59 119.4 . . ?
C61 C60 C59 121.6(5) . . ?
C61 C60 H60 119.2 . . ?
C59 C60 H60 119.2 . . ?
C60 C61 C63 117.2(5) . . ?
C60 C61 C62 120.5(6) . . ?
C63 C61 C62 122.2(6) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 C64 122.0(5) . . ?
C61 C63 H63 119.0 . . ?
C64 C63 H63 119.0 . . ?
C58 C64 C63 119.8(4) . . ?
C58 C64 H64 120.1 . . ?
C63 C64 H64 120.1 . . ?
C66 C65 C70 120.7(5) . . ?
C66 C65 H65 119.6 . . ?
C70 C65 H65 119.6 . . ?
C67 C66 C65 120.8(5) . . ?
C67 C66 H66 119.6 . . ?
C65 C66 H66 119.6 . . ?
C66 C67 C68 119.2(5) . . ?
C66 C67 H67 120.4 . . ?
C68 C67 H67 120.4 . . ?
C69 C68 C67 120.7(5) . . ?
C69 C68 H68 119.7 . . ?
C67 C68 H68 119.7 . . ?
C68 C69 C70 119.5(5) . . ?
C68 C69 H69 120.2 . . ?
C70 C69 H69 120.2 . . ?
C65 C70 C69 119.0(4) . . ?
C65 C70 N5 118.5(4) . . ?
C69 C70 N5 122.5(4) . . ?
N6 C71 C80 127.0(3) . . ?
N6 C71 C72 116.6(4) . . ?
C80 C71 C72 116.3(4) . . ?
C73 C72 C71 112.3(4) . . ?
C73 C72 H72A 109.1 . . ?
C71 C72 H72A 109.1 . . ?
C73 C72 H72B 109.1 . . ?
C71 C72 H72B 109.1 . . ?
H72A C72 H72B 107.9 . . ?
C72 C73 C74 114.4(3) . . ?
C72 C73 H73A 108.7 . . ?
C74 C73 H73A 108.7 . . ?
C72 C73 H73B 108.7 . . ?
C74 C73 H73B 108.7 . . ?
H73A C73 H73B 107.6 . . ?
C73 C74 C75 116.8(3) . . ?
C73 C74 C79 111.2(3) . . ?
C75 C74 C79 112.7(3) . . ?
C73 C74 H74 105.0 . . ?
C75 C74 H74 105.0 . . ?
C79 C74 H74 105.0 . . ?
C78 C75 C76 109.2(4) . . ?
C78 C75 C77 109.4(4) . . ?
C76 C75 C77 106.5(4) . . ?
C78 C75 C74 110.3(4) . . ?
C76 C75 C74 110.5(4) . . ?
C77 C75 C74 110.9(4) . . ?
C75 C76 H76A 109.5 . . ?
C75 C76 H76B 109.5 . . ?
H76A C76 H76B 109.5 . . ?
C75 C76 H76C 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
C75 C77 H77A 109.5 . . ?
C75 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C75 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
C75 C78 H78A 109.5 . . ?
C75 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
C75 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C74 C79 C80 114.5(3) . . ?
C74 C79 H79A 108.6 . . ?
C80 C79 H79A 108.6 . . ?
C74 C79 H79B 108.6 . . ?
C80 C79 H79B 108.6 . . ?
H79A C79 H79B 107.6 . . ?
C71 C80 C79 112.3(3) . . ?
C71 C80 C56 111.4(3) . . ?
C79 C80 C56 114.3(3) . . ?
C71 C80 H80 106.1 . . ?
C79 C80 H80 106.1 . . ?
C56 C80 H80 106.1 . . ?
C8 N1 C15 110.6(3) . . ?
C8 N1 C7 124.8(3) . . ?
C15 N1 C7 123.8(3) . . ?
N3 N2 C30 109.2(3) . . ?
N3 N2 C9 115.1(3) . . ?
C30 N2 C9 116.4(3) . . ?
C31 N3 N2 119.2(3) . . ?
C48 N4 C55 111.0(3) . . ?
C48 N4 C47 123.2(3) . . ?
C55 N4 C47 125.7(3) . . ?
N6 N5 C70 109.9(3) . . ?
N6 N5 C49 113.9(3) . . ?
C70 N5 C49 115.2(3) . . ?
C71 N6 N5 118.2(3) . . ?

_refine_diff_density_max         0.352
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.038


####################################################################### 
# 
# 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_4a
_database_code_depnum_ccdc_archive 'CCDC 2033691'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2020-09-24 deposited with the CCDC.	2021-02-11 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         'C38 H31 N3 O2'
_chemical_formula_sum            'C38 H31 N3 O2'
_chemical_formula_weight         561.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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                   14.2446(10)
_cell_length_b                   9.5821(6)
_cell_length_c                   22.2848(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.518(2)
_cell_angle_gamma                90
_cell_volume                     3041.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    6331
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      25.69

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.076
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6718
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(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            18333
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.314
_diffrn_reflns_theta_max         25.992
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             5887
_reflns_number_gt                3689
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0502P)²+0.5811P] 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         5887
_refine_ls_number_parameters     389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0963
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1268
_refine_ls_wR_factor_gt          0.1073
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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 0.19321(14) 0.8061(2) 0.37603(8) 0.0686(6) Uani 1 1 d . . . . .
H1 H 0.2343 0.7388 0.3617 0.082 Uiso 1 1 calc R U . . .
C2 C 0.18881(14) 0.8319(2) 0.43660(8) 0.0660(6) Uani 1 1 d . . . . .
H2 H 0.2284 0.7839 0.4628 0.079 Uiso 1 1 calc R U . . .
C3 C 0.12737(15) 0.9265(2) 0.45859(9) 0.0693(6) Uani 1 1 d . . . . .
H3 H 0.1241 0.9429 0.4997 0.083 Uiso 1 1 calc R U . . .
C4 C 0.07023(16) 0.9975(2) 0.41957(9) 0.0737(6) Uani 1 1 d . . . . .
H4 H 0.0275 1.0618 0.4345 0.088 Uiso 1 1 calc R U . . .
C5 C 0.07475(14) 0.9758(2) 0.35864(8) 0.0622(5) Uani 1 1 d . . . . .
H5 H 0.0359 1.0260 0.3327 0.075 Uiso 1 1 calc R U . . .
C6 C 0.13695(13) 0.8796(2) 0.33619(7) 0.0547(5) Uani 1 1 d . . . . .
C7 C 0.09676(13) 0.8757(2) 0.18253(8) 0.0598(5) Uani 1 1 d . . . . .
C8 C 0.03299(14) 0.9084(2) 0.13020(9) 0.0677(6) Uani 1 1 d . . . . .
H8A H -0.0252 0.9473 0.1451 0.081 Uiso 1 1 calc R U . . .
H8B H 0.0180 0.8225 0.1092 0.081 Uiso 1 1 calc R U . . .
C9 C 0.07630(13) 1.0101(2) 0.08670(9) 0.0622(5) Uani 1 1 d . . . . .
C10 C 0.08032(18) 1.1508(3) 0.09929(13) 0.0939(8) Uani 1 1 d . . . . .
H10 H 0.0580 1.1839 0.1357 0.113 Uiso 1 1 calc R U . . .
C11 C 0.1176(2) 1.2439(3) 0.0578(2) 0.1209(11) Uani 1 1 d . . . . .
H11 H 0.1196 1.3389 0.0663 0.145 Uiso 1 1 calc R U . . .
C12 C 0.1510(2) 1.1954(4) 0.00474(19) 0.1179(12) Uani 1 1 d . . . . .
H12 H 0.1760 1.2576 -0.0229 0.142 Uiso 1 1 calc R U . . .
C13 C 0.14823(18) 1.0573(4) -0.00830(12) 0.1017(9) Uani 1 1 d . . . . .
H13 H 0.1720 1.0246 -0.0444 0.122 Uiso 1 1 calc R U . . .
C14 C 0.10989(15) 0.9656(3) 0.03248(9) 0.0772(7) Uani 1 1 d . . . . .
H14 H 0.1067 0.8712 0.0230 0.093 Uiso 1 1 calc R U . . .
C15 C 0.60132(13) 0.6689(2) 0.35420(9) 0.0611(5) Uani 1 1 d . . . . .
H15 H 0.6418 0.6724 0.3217 0.073 Uiso 1 1 calc R U . . .
C16 C 0.63682(17) 0.6440(2) 0.41119(11) 0.0752(6) Uani 1 1 d . . . . .
H16 H 0.7010 0.6314 0.4169 0.090 Uiso 1 1 calc R U . . .
C17 C 0.5779(2) 0.6381(2) 0.45884(11) 0.0792(7) Uani 1 1 d . . . . .
H17 H 0.6021 0.6218 0.4971 0.095 Uiso 1 1 calc R U . . .
C18 C 0.48388(18) 0.6558(2) 0.45081(9) 0.0747(6) Uani 1 1 d . . . . .
H18 H 0.4439 0.6510 0.4835 0.090 Uiso 1 1 calc R U . . .
C19 C 0.44774(15) 0.6812(2) 0.39400(9) 0.0668(6) Uani 1 1 d . . . . .
H19 H 0.3834 0.6934 0.3887 0.080 Uiso 1 1 calc R U . . .
C20 C 0.50647(13) 0.68835(19) 0.34523(8) 0.0527(5) Uani 1 1 d . . . . .
C21 C 0.47258(13) 0.7230(3) 0.28249(8) 0.0698(6) Uani 1 1 d . . . . .
H21A H 0.4949 0.8155 0.2722 0.084 Uiso 1 1 calc R U . . .
H21B H 0.5008 0.6576 0.2548 0.084 Uiso 1 1 calc R U . . .
C22 C 0.31903(14) 0.8353(2) 0.26143(7) 0.0534(5) Uani 1 1 d . . . . .
C23 C 0.21958(12) 0.7851(2) 0.24368(7) 0.0519(5) Uani 1 1 d . . . . .
C24 C 0.22547(12) 0.6305(2) 0.25455(7) 0.0506(5) Uani 1 1 d . . . . .
C25 C 0.15892(15) 0.5262(3) 0.25134(9) 0.0735(6) Uani 1 1 d . . . . .
H25 H 0.0969 0.5468 0.2415 0.088 Uiso 1 1 calc R U . . .
C26 C 0.1864(2) 0.3894(3) 0.26306(11) 0.0917(8) Uani 1 1 d . . . . .
H26 H 0.1423 0.3180 0.2607 0.110 Uiso 1 1 calc R U . . .
C27 C 0.2778(2) 0.3589(3) 0.27801(10) 0.0856(7) Uani 1 1 d . . . . .
H27 H 0.2949 0.2669 0.2856 0.103 Uiso 1 1 calc R U . . .
C28 C 0.34492(16) 0.4629(2) 0.28200(8) 0.0653(6) Uani 1 1 d . . . . .
H28 H 0.4068 0.4425 0.2924 0.078 Uiso 1 1 calc R U . . .
C29 C 0.31724(12) 0.5971(2) 0.27011(7) 0.0473(4) Uani 1 1 d . . . . .
C30 C 0.19727(13) 0.82826(19) 0.17719(7) 0.0514(5) Uani 1 1 d . . . . .
H30 H 0.2360 0.9093 0.1671 0.062 Uiso 1 1 calc R U . . .
C31 C 0.21829(14) 0.7118(2) 0.13281(7) 0.0526(5) Uani 1 1 d . . . . .
C32 C 0.31774(13) 0.68439(18) 0.11791(7) 0.0491(5) Uani 1 1 d . . . . .
C33 C 0.34249(16) 0.5544(2) 0.09584(9) 0.0685(6) Uani 1 1 d . . . . .
H33 H 0.2962 0.4878 0.0888 0.082 Uiso 1 1 calc R U . . .
C34 C 0.43476(18) 0.5226(2) 0.08424(10) 0.0758(6) Uani 1 1 d . . . . .
H34 H 0.4495 0.4343 0.0698 0.091 Uiso 1 1 calc R U . . .
C35 C 0.50620(15) 0.6181(2) 0.09347(8) 0.0620(5) Uani 1 1 d . . . . .
C36 C 0.60760(16) 0.5807(3) 0.08257(11) 0.0929(8) Uani 1 1 d . . . . .
H36A H 0.6443 0.6644 0.0799 0.139 Uiso 1 1 calc R U . . .
H36B H 0.6123 0.5292 0.0458 0.139 Uiso 1 1 calc R U . . .
H36C H 0.6307 0.5245 0.1152 0.139 Uiso 1 1 calc R U . . .
C37 C 0.48141(15) 0.7484(2) 0.11374(8) 0.0620(5) Uani 1 1 d . . . . .
H37 H 0.5276 0.8160 0.1191 0.074 Uiso 1 1 calc R U . . .
C38 C 0.38907(14) 0.7807(2) 0.12632(8) 0.0568(5) Uani 1 1 d . . . . .
H38 H 0.3746 0.8691 0.1408 0.068 Uiso 1 1 calc R U . . .
N1 N 0.14461(12) 0.8592(2) 0.27457(7) 0.0844(6) Uani 1 1 d . . . . .
N2 N 0.07183(11) 0.8985(2) 0.23643(7) 0.0727(5) Uani 1 1 d . . . . .
N3 N 0.37158(9) 0.71956(17) 0.27373(6) 0.0500(4) Uani 1 1 d . . . . .
O1 O 0.34673(12) 0.95454(16) 0.26154(6) 0.0793(4) Uani 1 1 d . . . . .
O2 O 0.15454(10) 0.64120(16) 0.11237(6) 0.0729(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.374(3) . ?
C1 C6 1.383(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.355(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.376(3) . ?
C5 H5 0.9300 . ?
C6 N1 1.392(2) . ?
C7 N2 1.275(2) . ?
C7 C8 1.505(2) . ?
C7 C30 1.508(3) . ?
C8 C9 1.510(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C14 1.371(3) . ?
C9 C10 1.378(3) . ?
C10 C11 1.393(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.361(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.355(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.380(3) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C20 1.377(2) . ?
C15 C16 1.383(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.360(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.360(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.384(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.379(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.512(2) . ?
C21 N3 1.451(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O1 1.209(2) . ?
C22 N3 1.364(2) . ?
C22 C23 1.544(3) . ?
C23 N1 1.460(2) . ?
C23 C24 1.503(3) . ?
C23 C30 1.568(2) . ?
C24 C25 1.379(3) . ?
C24 C29 1.387(2) . ?
C25 C26 1.392(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.373(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.383(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.370(3) . ?
C28 H28 0.9300 . ?
C29 N3 1.408(2) . ?
C30 C31 1.522(2) . ?
C30 H30 0.9800 . ?
C31 O2 1.218(2) . ?
C31 C32 1.481(3) . ?
C32 C38 1.384(3) . ?
C32 C33 1.386(3) . ?
C33 C34 1.376(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.382(3) . ?
C34 H34 0.9300 . ?
C35 C37 1.375(3) . ?
C35 C36 1.510(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.382(3) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?
N1 N2 1.387(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.52(19) . . ?
C2 C1 H1 119.7 . . ?
C6 C1 H1 119.7 . . ?
C3 C2 C1 120.72(19) . . ?
C3 C2 H2 119.6 . . ?
C1 C2 H2 119.6 . . ?
C2 C3 C4 119.07(18) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C3 C4 C5 121.30(19) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C6 119.76(18) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C1 118.60(17) . . ?
C5 C6 N1 120.59(16) . . ?
C1 C6 N1 120.79(17) . . ?
N2 C7 C8 121.54(17) . . ?
N2 C7 C30 113.51(15) . . ?
C8 C7 C30 124.66(16) . . ?
C7 C8 C9 112.63(17) . . ?
C7 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C14 C9 C10 118.0(2) . . ?
C14 C9 C8 120.8(2) . . ?
C10 C9 C8 121.1(2) . . ?
C9 C10 C11 120.4(3) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C12 C11 C10 119.7(3) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C13 C12 C11 120.7(3) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 119.4(3) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C9 C14 C13 121.7(3) . . ?
C9 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C20 C15 C16 120.5(2) . . ?
C20 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 120.0(2) . . ?
C17 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C18 C17 C16 120.4(2) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C17 C18 C19 120.0(2) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 120.4(2) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C15 C20 C19 118.70(17) . . ?
C15 C20 C21 117.96(17) . . ?
C19 C20 C21 123.28(17) . . ?
N3 C21 C20 115.31(15) . . ?
N3 C21 H21A 108.4 . . ?
C20 C21 H21A 108.4 . . ?
N3 C21 H21B 108.4 . . ?
C20 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
O1 C22 N3 126.12(19) . . ?
O1 C22 C23 126.43(18) . . ?
N3 C22 C23 107.36(17) . . ?
N1 C23 C24 116.33(16) . . ?
N1 C23 C22 113.62(16) . . ?
C24 C23 C22 102.48(14) . . ?
N1 C23 C30 100.03(13) . . ?
C24 C23 C30 115.02(15) . . ?
C22 C23 C30 109.71(14) . . ?
C25 C24 C29 119.43(19) . . ?
C25 C24 C23 131.96(18) . . ?
C29 C24 C23 108.61(16) . . ?
C24 C25 C26 118.7(2) . . ?
C24 C25 H25 120.6 . . ?
C26 C25 H25 120.6 . . ?
C27 C26 C25 120.7(2) . . ?
C27 C26 H26 119.6 . . ?
C25 C26 H26 119.6 . . ?
C26 C27 C28 121.0(2) . . ?
C26 C27 H27 119.5 . . ?
C28 C27 H27 119.5 . . ?
C29 C28 C27 117.8(2) . . ?
C29 C28 H28 121.1 . . ?
C27 C28 H28 121.1 . . ?
C28 C29 C24 122.29(19) . . ?
C28 C29 N3 127.89(17) . . ?
C24 C29 N3 109.76(16) . . ?
C7 C30 C31 117.67(16) . . ?
C7 C30 C23 100.92(14) . . ?
C31 C30 C23 112.40(14) . . ?
C7 C30 H30 108.5 . . ?
C31 C30 H30 108.5 . . ?
C23 C30 H30 108.5 . . ?
O2 C31 C32 121.92(17) . . ?
O2 C31 C30 120.00(17) . . ?
C32 C31 C30 118.02(16) . . ?
C38 C32 C33 117.28(18) . . ?
C38 C32 C31 123.62(16) . . ?
C33 C32 C31 119.08(18) . . ?
C34 C33 C32 120.8(2) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C33 C34 C35 121.93(19) . . ?
C33 C34 H34 119.0 . . ?
C35 C34 H34 119.0 . . ?
C37 C35 C34 117.32(19) . . ?
C37 C35 C36 121.2(2) . . ?
C34 C35 C36 121.5(2) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 C38 121.15(19) . . ?
C35 C37 H37 119.4 . . ?
C38 C37 H37 119.4 . . ?
C37 C38 C32 121.48(17) . . ?
C37 C38 H38 119.3 . . ?
C32 C38 H38 119.3 . . ?
N2 N1 C6 120.11(15) . . ?
N2 N1 C23 112.90(14) . . ?
C6 N1 C23 126.67(14) . . ?
C7 N2 N1 108.53(15) . . ?
C22 N3 C29 111.46(15) . . ?
C22 N3 C21 123.38(17) . . ?
C29 N3 C21 124.81(16) . . ?

_refine_diff_density_max         0.155
_refine_diff_density_min         -0.164
_refine_diff_density_rms         0.031


