# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_3e
_database_code_depnum_ccdc_archive 'CCDC 2208724'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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         'C33 H30 Cl N3 O3'
_chemical_formula_sum            'C33 H30 Cl N3 O3'
_chemical_formula_weight         552.05

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                   13.3537(11)
_cell_length_b                   9.0059(7)
_cell_length_c                   24.4471(19)
_cell_angle_alpha                90
_cell_angle_beta                 105.317(2)
_cell_angle_gamma                90
_cell_volume                     2835.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7849
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      21.43

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             1160
_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    0.174
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6871
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37162
_diffrn_reflns_av_unetI/netI     0.0697
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.421
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5568
_reflns_number_gt                2738
_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)+(0.0757P)²+1.1970P] 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         5568
_refine_ls_number_parameters     364
_refine_ls_number_restraints     28
_refine_ls_R_factor_all          0.1538
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.1855
_refine_ls_wR_factor_gt          0.1472
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.074
_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 1.0286(3) 0.2971(5) 0.84994(15) 0.0822(11) Uani 1 1 d . . . . .
H1 H 1.0793 0.3683 0.8640 0.099 Uiso 1 1 calc R U . . .
C2 C 1.0510(4) 0.1728(6) 0.82248(17) 0.0984(14) Uani 1 1 d . . . . .
H2 H 1.1176 0.1616 0.8179 0.118 Uiso 1 1 calc R U . . .
C3 C 0.9784(5) 0.0651(5) 0.80177(17) 0.0923(13) Uani 1 1 d . . . . .
C4 C 1.0058(5) -0.0757(5) 0.77536(19) 0.143(2) Uani 1 1 d . . . . .
H4A H 1.0242 -0.1517 0.8038 0.215 Uiso 1 1 calc R U . . .
H4B H 1.0635 -0.0570 0.7598 0.215 Uiso 1 1 calc R U . . .
H4C H 0.9472 -0.1077 0.7457 0.215 Uiso 1 1 calc R U . . .
C5 C 0.8788(4) 0.0885(4) 0.80598(17) 0.0928(12) Uani 1 1 d . . . . .
H5 H 0.8272 0.0197 0.7904 0.111 Uiso 1 1 calc R U . . .
C6 C 0.8543(3) 0.2117(4) 0.83284(16) 0.0796(10) Uani 1 1 d . . . . .
H6 H 0.7867 0.2261 0.8353 0.096 Uiso 1 1 calc R U . . .
C7 C 0.9301(3) 0.3137(4) 0.85612(13) 0.0623(9) Uani 1 1 d . . . . .
C8 C 0.8745(3) 0.5649(4) 0.85021(16) 0.0790(11) Uani 1 1 d . . . . .
H8 H 0.8935 0.5614 0.8163 0.095 Uiso 1 1 calc R U . . .
C9 C 0.8255(3) 0.6865(4) 0.85808(16) 0.0812(11) Uani 1 1 d . . . . .
H9 H 0.8160 0.7534 0.8282 0.097 Uiso 1 1 calc R U . . .
C10 C 0.7817(2) 0.7402(3) 0.90520(14) 0.0613(8) Uani 1 1 d . . . . .
H10 H 0.8394 0.7844 0.9339 0.074 Uiso 1 1 calc R U . . .
C11 C 0.7047(2) 0.8634(3) 0.88326(14) 0.0581(8) Uani 1 1 d . . . . .
C12 C 0.7108(3) 0.9973(4) 0.91135(15) 0.0684(9) Uani 1 1 d . . . . .
H12 H 0.7621 1.0109 0.9451 0.082 Uiso 1 1 calc R U . . .
C13 C 0.6431(3) 1.1106(4) 0.8907(2) 0.0815(11) Uani 1 1 d . . . . .
H13 H 0.6484 1.1995 0.9106 0.098 Uiso 1 1 calc R U . . .
C14 C 0.5682(4) 1.0938(5) 0.8413(2) 0.0927(13) Uani 1 1 d . . . . .
H14 H 0.5229 1.1715 0.8271 0.111 Uiso 1 1 calc R U . . .
C15 C 0.5597(3) 0.9628(5) 0.81267(18) 0.0933(12) Uani 1 1 d . . . . .
H15 H 0.5072 0.9506 0.7793 0.112 Uiso 1 1 calc R U . . .
C16 C 0.6281(3) 0.8478(4) 0.83257(16) 0.0768(10) Uani 1 1 d . . . . .
H16 H 0.6230 0.7599 0.8120 0.092 Uiso 1 1 calc R U . . .
C17 C 0.9291(3) 0.2990(4) 0.97411(14) 0.0640(9) Uani 1 1 d . . . . .
C18 C 0.8758(2) 0.4211(3) 0.93458(13) 0.0561(8) Uani 1 1 d . . . . .
C19 C 0.8107(2) 0.4941(3) 0.95896(13) 0.0556(8) Uani 1 1 d . . . . .
C20 C 0.8113(3) 0.4121(4) 1.01152(14) 0.0636(9) Uani 1 1 d . . . . .
C21 C 0.9065(3) 0.1912(4) 1.06418(16) 0.0902(12) Uani 1 1 d . . . . .
H21A H 0.9381 0.1045 1.0531 0.135 Uiso 1 1 calc R U . . .
H21B H 0.8429 0.1637 1.0729 0.135 Uiso 1 1 calc R U . . .
H21C H 0.9529 0.2347 1.0971 0.135 Uiso 1 1 calc R U . . .
C22 C 0.6397(3) 0.5407(3) 0.89450(14) 0.0598(8) Uani 1 1 d . . . . .
C23 C 0.7340(2) 0.6153(3) 0.93587(12) 0.0547(8) Uani 1 1 d . . . . .
C24 C 0.6825(2) 0.6886(3) 0.97723(13) 0.0538(8) Uani 1 1 d . . . . .
C25 C 0.7222(2) 0.7796(3) 1.02300(13) 0.0610(8) Uani 1 1 d . . . . .
H25 H 0.7933 0.7959 1.0361 0.073 Uiso 1 1 calc R U . . .
C26 C 0.6532(3) 0.8462(4) 1.04897(13) 0.0647(9) Uani 1 1 d . . . . .
C27 C 0.5484(3) 0.8225(4) 1.03095(15) 0.0734(10) Uani 1 1 d . . . . .
H27 H 0.5042 0.8688 1.0494 0.088 Uiso 1 1 calc R U . . .
C28 C 0.5083(3) 0.7301(4) 0.98551(15) 0.0752(10) Uani 1 1 d . . . . .
H28 H 0.4373 0.7124 0.9729 0.090 Uiso 1 1 calc R U . . .
C29 C 0.5767(2) 0.6646(4) 0.95938(13) 0.0602(8) Uani 1 1 d . . . . .
C30 C 0.4509(3) 0.5152(4) 0.88419(15) 0.0848(10) Uani 1 1 d D U . . .
H30A H 0.4152 0.4918 0.9129 0.102 Uiso 1 1 calc R U . . .
H30B H 0.4580 0.4238 0.8646 0.102 Uiso 1 1 calc R U . . .
C31 C 0.3857(3) 0.6223(5) 0.84240(16) 0.1014(12) Uani 1 1 d D U . . .
H31A H 0.4191 0.6442 0.8126 0.122 Uiso 1 1 calc R U . . .
H31B H 0.3777 0.7145 0.8613 0.122 Uiso 1 1 calc R U . . .
C32 C 0.2775(3) 0.5506(6) 0.8166(2) 0.1412(16) Uani 1 1 d D U . . .
H32A H 0.2858 0.4592 0.7973 0.169 Uiso 1 1 calc R U . . .
H32B H 0.2451 0.5268 0.8466 0.169 Uiso 1 1 calc R U . . .
C33 C 0.2104(5) 0.6546(9) 0.7759(3) 0.223(3) Uani 1 1 d D U . . .
H33A H 0.2081 0.7485 0.7941 0.335 Uiso 1 1 calc R U . . .
H33B H 0.1415 0.6144 0.7635 0.335 Uiso 1 1 calc R U . . .
H33C H 0.2381 0.6681 0.7438 0.335 Uiso 1 1 calc R U . . .
Cl1 Cl 0.69835(8) 0.96659(13) 1.10604(5) 0.1013(4) Uani 1 1 d . . . . .
N1 N 0.9021(2) 0.4414(3) 0.88454(11) 0.0633(7) Uani 1 1 d . . . . .
N2 N 0.8843(2) 0.2983(3) 1.01788(11) 0.0670(7) Uani 1 1 d . . . . .
N3 N 0.5535(2) 0.5715(3) 0.91183(11) 0.0650(7) Uani 1 1 d . . . . .
O1 O 0.9997(2) 0.2198(3) 0.97009(10) 0.0874(8) Uani 1 1 d . . . . .
O2 O 0.7572(2) 0.4302(3) 1.04341(11) 0.0875(8) Uani 1 1 d . . . . .
O3 O 0.64287(18) 0.4638(3) 0.85400(10) 0.0748(7) 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 C7 1.371(4) . ?
C1 C2 1.378(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(6) . ?
C2 H2 0.9300 . ?
C3 C5 1.378(6) . ?
C3 C4 1.511(5) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.372(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.374(5) . ?
C6 H6 0.9300 . ?
C7 N1 1.443(4) . ?
C8 C9 1.315(4) . ?
C8 N1 1.384(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.503(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.511(4) . ?
C10 C23 1.576(4) . ?
C10 H10 0.9800 . ?
C11 C12 1.379(4) . ?
C11 C16 1.390(5) . ?
C12 C13 1.368(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.358(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.361(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(5) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 O1 1.207(4) . ?
C17 N2 1.357(4) . ?
C17 C18 1.512(4) . ?
C18 C19 1.347(4) . ?
C18 N1 1.371(4) . ?
C19 C20 1.480(4) . ?
C19 C23 1.502(4) . ?
C20 O2 1.205(4) . ?
C20 N2 1.395(4) . ?
C21 N2 1.457(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 O3 1.219(4) . ?
C22 N3 1.356(4) . ?
C22 C23 1.545(5) . ?
C23 C24 1.516(4) . ?
C24 C25 1.376(4) . ?
C24 C29 1.381(4) . ?
C25 C26 1.386(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.368(4) . ?
C26 Cl1 1.744(3) . ?
C27 C28 1.378(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.378(4) . ?
C28 H28 0.9300 . ?
C29 N3 1.400(4) . ?
C30 N3 1.450(4) . ?
C30 C31 1.504(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.556(4) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 C33 1.483(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C1 C2 118.7(4) . . ?
C7 C1 H1 120.6 . . ?
C2 C1 H1 120.6 . . ?
C3 C2 C1 122.1(4) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C5 117.8(4) . . ?
C2 C3 C4 121.6(5) . . ?
C5 C3 C4 120.6(5) . . ?
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 . . ?
C6 C5 C3 121.1(4) . . ?
C6 C5 H5 119.5 . . ?
C3 C5 H5 119.5 . . ?
C5 C6 C7 119.8(4) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C1 C7 C6 120.3(3) . . ?
C1 C7 N1 121.2(3) . . ?
C6 C7 N1 118.4(3) . . ?
C9 C8 N1 130.1(3) . . ?
C9 C8 H8 115.0 . . ?
N1 C8 H8 115.0 . . ?
C8 C9 C10 133.6(3) . . ?
C8 C9 H9 113.2 . . ?
C10 C9 H9 113.2 . . ?
C9 C10 C11 109.3(3) . . ?
C9 C10 C23 115.0(3) . . ?
C11 C10 C23 111.8(2) . . ?
C9 C10 H10 106.8 . . ?
C11 C10 H10 106.8 . . ?
C23 C10 H10 106.8 . . ?
C12 C11 C16 117.7(3) . . ?
C12 C11 C10 121.3(3) . . ?
C16 C11 C10 120.9(3) . . ?
C13 C12 C11 121.5(4) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C14 C13 C12 120.3(4) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 119.7(4) . . ?
C13 C14 H14 120.1 . . ?
C15 C14 H14 120.1 . . ?
C14 C15 C16 120.7(4) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C11 120.0(4) . . ?
C15 C16 H16 120.0 . . ?
C11 C16 H16 120.0 . . ?
O1 C17 N2 125.3(3) . . ?
O1 C17 C18 128.6(3) . . ?
N2 C17 C18 106.0(3) . . ?
C19 C18 N1 132.6(3) . . ?
C19 C18 C17 108.8(3) . . ?
N1 C18 C17 118.6(3) . . ?
C18 C19 C20 106.5(3) . . ?
C18 C19 C23 130.1(3) . . ?
C20 C19 C23 122.4(3) . . ?
O2 C20 N2 123.2(3) . . ?
O2 C20 C19 128.9(3) . . ?
N2 C20 C19 107.8(3) . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O3 C22 N3 125.8(3) . . ?
O3 C22 C23 125.5(3) . . ?
N3 C22 C23 108.6(3) . . ?
C19 C23 C24 116.8(2) . . ?
C19 C23 C22 106.7(2) . . ?
C24 C23 C22 101.0(2) . . ?
C19 C23 C10 112.1(2) . . ?
C24 C23 C10 108.5(2) . . ?
C22 C23 C10 111.1(2) . . ?
C25 C24 C29 119.5(3) . . ?
C25 C24 C23 131.0(3) . . ?
C29 C24 C23 109.1(3) . . ?
C24 C25 C26 118.0(3) . . ?
C24 C25 H25 121.0 . . ?
C26 C25 H25 121.0 . . ?
C27 C26 C25 122.2(3) . . ?
C27 C26 Cl1 117.5(3) . . ?
C25 C26 Cl1 120.3(3) . . ?
C26 C27 C28 120.0(3) . . ?
C26 C27 H27 120.0 . . ?
C28 C27 H27 120.0 . . ?
C27 C28 C29 117.9(3) . . ?
C27 C28 H28 121.1 . . ?
C29 C28 H28 121.1 . . ?
C28 C29 C24 122.3(3) . . ?
C28 C29 N3 127.8(3) . . ?
C24 C29 N3 109.9(3) . . ?
N3 C30 C31 113.5(3) . . ?
N3 C30 H30A 108.9 . . ?
C31 C30 H30A 108.9 . . ?
N3 C30 H30B 108.9 . . ?
C31 C30 H30B 108.9 . . ?
H30A C30 H30B 107.7 . . ?
C30 C31 C32 108.5(3) . . ?
C30 C31 H31A 110.0 . . ?
C32 C31 H31A 110.0 . . ?
C30 C31 H31B 110.0 . . ?
C32 C31 H31B 110.0 . . ?
H31A C31 H31B 108.4 . . ?
C33 C32 C31 110.0(4) . . ?
C33 C32 H32A 109.7 . . ?
C31 C32 H32A 109.7 . . ?
C33 C32 H32B 109.7 . . ?
C31 C32 H32B 109.7 . . ?
H32A C32 H32B 108.2 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C18 N1 C8 123.9(3) . . ?
C18 N1 C7 118.9(2) . . ?
C8 N1 C7 114.2(3) . . ?
C17 N2 C20 110.5(3) . . ?
C17 N2 C21 125.1(3) . . ?
C20 N2 C21 124.4(3) . . ?
C22 N3 C29 111.2(3) . . ?
C22 N3 C30 124.0(3) . . ?
C29 N3 C30 124.9(3) . . ?

_refine_diff_density_max         0.346
_refine_diff_density_min         -0.338
_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_3g
_database_code_depnum_ccdc_archive 'CCDC 2208725'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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 H29 N3 O4'
_chemical_formula_sum            'C36 H29 N3 O4'
_chemical_formula_weight         567.62

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                   17.418(5)
_cell_length_b                   9.262(3)
_cell_length_c                   18.010(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.824(7)
_cell_angle_gamma                90
_cell_volume                     2871.1(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4730
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      24.22

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_F_000             1192
_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    0.087
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3679
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18110
_diffrn_reflns_av_unetI/netI     0.1236
_diffrn_reflns_av_R_equivalents  0.1131
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.289
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             4982
_reflns_number_gt                2863
_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)+(0.1898P)²+1.8862P] 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         4982
_refine_ls_number_parameters     455
_refine_ls_number_restraints     609
_refine_ls_R_factor_all          0.1793
_refine_ls_R_factor_gt           0.1145
_refine_ls_wR_factor_ref         0.3221
_refine_ls_wR_factor_gt          0.2933
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.062
_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 0.8918(4) 0.3790(8) 0.5707(4) 0.0682(15) Uani 1 1 d . U . . .
H1 H 0.8801 0.4505 0.6034 0.082 Uiso 1 1 calc R U . . .
C2 C 0.9691(4) 0.3405(9) 0.5702(5) 0.0826(17) Uani 1 1 d . U . . .
H2 H 1.0088 0.3849 0.6026 0.099 Uiso 1 1 calc R U . . .
C3 C 0.9851(4) 0.2381(9) 0.5219(5) 0.0826(17) Uani 1 1 d . U . . .
H3 H 1.0366 0.2150 0.5196 0.099 Uiso 1 1 calc R U . . .
C4 C 0.9274(4) 0.1672(8) 0.4762(5) 0.0722(16) Uani 1 1 d . U . . .
H4 H 0.9391 0.0928 0.4452 0.087 Uiso 1 1 calc R U . . .
C5 C 0.8516(4) 0.2081(6) 0.4770(4) 0.0551(14) Uani 1 1 d . U . . .
H5 H 0.8121 0.1629 0.4447 0.066 Uiso 1 1 calc R U . . .
C6 C 0.8332(3) 0.3138(6) 0.5242(4) 0.0453(12) Uani 1 1 d . U . . .
C7 C 0.7495(3) 0.3539(5) 0.5228(3) 0.0408(12) Uani 1 1 d . U . . .
H7A H 0.7195 0.3141 0.4776 0.049 Uiso 1 1 calc R U . . .
H7B H 0.7311 0.3089 0.5654 0.049 Uiso 1 1 calc R U . . .
C8 C 0.7583(3) 0.6129(5) 0.4766(3) 0.0271(9) Uani 1 1 d . U . . .
C9 C 0.8048(3) 0.5951(6) 0.4214(3) 0.0347(11) Uani 1 1 d . U . . .
H9 H 0.8267 0.5060 0.4132 0.042 Uiso 1 1 calc R U . . .
C10 C 0.8175(3) 0.7149(6) 0.3788(3) 0.0390(11) Uani 1 1 d . U . . .
H10 H 0.8479 0.7059 0.3409 0.047 Uiso 1 1 calc R U . . .
C11 C 0.7858(3) 0.8470(6) 0.3915(3) 0.0388(11) Uani 1 1 d . U . . .
H11 H 0.7954 0.9263 0.3627 0.047 Uiso 1 1 calc R U . . .
C12 C 0.7395(3) 0.8623(6) 0.4472(3) 0.0333(11) Uani 1 1 d . U . . .
H12 H 0.7184 0.9517 0.4561 0.040 Uiso 1 1 calc R U . . .
C13 C 0.7253(3) 0.7449(5) 0.4887(3) 0.0239(9) Uani 1 1 d . U . . .
C14 C 0.6750(3) 0.7286(5) 0.5493(3) 0.0267(9) Uani 1 1 d . U . . .
C15 C 0.6850(3) 0.5670(5) 0.5687(3) 0.0298(10) Uani 1 1 d . U . . .
C16 C 0.5575(3) 0.7497(5) 0.4419(3) 0.0298(10) Uani 1 1 d . U . . .
C17 C 0.5903(3) 0.7589(5) 0.5219(3) 0.0253(9) Uani 1 1 d . U . . .
C18 C 0.5307(3) 0.7945(5) 0.5599(3) 0.0239(9) Uani 1 1 d . U . . .
C19 C 0.4614(3) 0.8280(5) 0.5025(3) 0.0261(10) Uani 1 1 d . U . . .
C20 C 0.4282(3) 0.8057(6) 0.3636(3) 0.0331(12) Uani 1 1 d . U . . .
H20A H 0.3866 0.7378 0.3640 0.050 Uiso 1 1 calc R U . . .
H20B H 0.4561 0.7832 0.3231 0.050 Uiso 1 1 calc R U . . .
H20C H 0.4072 0.9015 0.3570 0.050 Uiso 1 1 calc R U . . .
C21 C 0.8441(3) 0.9128(8) 0.6278(4) 0.0638(14) Uani 1 1 d . U . . .
H21 H 0.8245 0.9922 0.5994 0.077 Uiso 1 1 calc R U . . .
C22 C 0.9232(4) 0.9043(10) 0.6525(5) 0.0817(17) Uani 1 1 d . U . . .
H22 H 0.9562 0.9780 0.6418 0.098 Uiso 1 1 calc R U . . .
C23 C 0.9513(4) 0.7903(10) 0.6913(5) 0.0807(17) Uani 1 1 d . U . . .
H23 H 1.0045 0.7848 0.7076 0.097 Uiso 1 1 calc R U . . .
C24 C 0.9041(4) 0.6778(9) 0.7088(4) 0.0719(16) Uani 1 1 d . U . . .
H24 H 0.9251 0.5976 0.7356 0.086 Uiso 1 1 calc R U . . .
C25 C 0.8236(3) 0.6895(7) 0.6846(3) 0.0535(13) Uani 1 1 d . U . . .
H25 H 0.7905 0.6169 0.6962 0.064 Uiso 1 1 calc R U . . .
C26 C 0.7936(3) 0.8075(6) 0.6439(3) 0.0426(11) Uani 1 1 d . U . . .
C27 C 0.7064(3) 0.8242(6) 0.6193(3) 0.0311(10) Uani 1 1 d . U . . .
H27 H 0.6980 0.9247 0.6032 0.037 Uiso 1 1 calc R U . . .
C28 C 0.6658(3) 0.8058(6) 0.6873(3) 0.0335(11) Uani 1 1 d . U . . .
H28 H 0.6985 0.7956 0.7329 0.040 Uiso 1 1 calc R U . . .
C29 C 0.5906(3) 0.8021(6) 0.6913(3) 0.0324(11) Uani 1 1 d . U . . .
H29 H 0.5784 0.7948 0.7397 0.039 Uiso 1 1 calc R U . . .
C30 C 0.4510(3) 0.7947(6) 0.6589(3) 0.0325(10) Uani 1 1 d . U . . .
C31 C 0.4244(5) 0.9246(13) 0.6883(8) 0.0356(14) Uani 0.669(6) 1 d . U P A 1
H31 H 0.4538 1.0088 0.6905 0.043 Uiso 0.669(6) 1 calc R U P A 1
C32 C 0.3529(5) 0.9215(11) 0.7138(5) 0.0366(14) Uani 0.669(6) 1 d . U P A 1
H32 H 0.3337 1.0050 0.7330 0.044 Uiso 0.669(6) 1 calc R U P A 1
C33 C 0.3109(5) 0.7971(14) 0.7108(5) 0.0401(13) Uani 0.669(6) 1 d . U P A 1
O4 O 0.2393(3) 0.8110(7) 0.7365(3) 0.0493(13) Uani 0.669(6) 1 d . U P A 1
C34 C 0.2021(6) 0.6857(13) 0.7505(7) 0.062(2) Uani 0.669(6) 1 d . U P A 1
H34A H 0.1828 0.6388 0.7038 0.094 Uiso 0.669(6) 1 calc R U P A 1
H34B H 0.1595 0.7077 0.7767 0.094 Uiso 0.669(6) 1 calc R U P A 1
H34C H 0.2379 0.6229 0.7808 0.094 Uiso 0.669(6) 1 calc R U P A 1
C35 C 0.3372(5) 0.6728(12) 0.6819(5) 0.0390(13) Uani 0.669(6) 1 d . U P A 1
H35 H 0.3071 0.5894 0.6783 0.047 Uiso 0.669(6) 1 calc R U P A 1
C36 C 0.4091(5) 0.6732(13) 0.6582(7) 0.0382(14) Uani 0.669(6) 1 d . U P A 1
H36 H 0.4287 0.5878 0.6415 0.046 Uiso 0.669(6) 1 calc R U P A 1
C31' C 0.4082(12) 0.895(3) 0.6859(16) 0.0362(16) Uani 0.331(6) 1 d . U P A 2
H31' H 0.4252 0.9906 0.6907 0.043 Uiso 0.331(6) 1 calc R U P A 2
C32' C 0.3357(12) 0.854(3) 0.7073(12) 0.0389(14) Uani 0.331(6) 1 d . U P A 2
H32' H 0.3037 0.9227 0.7248 0.047 Uiso 0.331(6) 1 calc R U P A 2
C33' C 0.3144(11) 0.714(3) 0.7017(12) 0.0410(14) Uani 0.331(6) 1 d . U P A 2
O4' O 0.2444(6) 0.6673(13) 0.7237(7) 0.0468(15) Uani 0.331(6) 1 d . U P A 2
C34' C 0.1960(12) 0.773(3) 0.7527(14) 0.055(3) Uani 0.331(6) 1 d . U P A 2
H34D H 0.2207 0.8051 0.8013 0.083 Uiso 0.331(6) 1 calc R U P A 2
H34E H 0.1465 0.7313 0.7569 0.083 Uiso 0.331(6) 1 calc R U P A 2
H34F H 0.1887 0.8545 0.7191 0.083 Uiso 0.331(6) 1 calc R U P A 2
C35' C 0.3577(9) 0.604(2) 0.6749(10) 0.0384(16) Uani 0.331(6) 1 d . U P A 2
H35' H 0.3419 0.5081 0.6720 0.046 Uiso 0.331(6) 1 calc R U P A 2
C36' C 0.4267(11) 0.651(3) 0.6528(15) 0.0368(16) Uani 0.331(6) 1 d . U P A 2
H36' H 0.4578 0.5835 0.6333 0.044 Uiso 0.331(6) 1 calc R U P A 2
N1 N 0.7344(2) 0.5072(4) 0.5249(2) 0.0304(9) Uani 1 1 d . U . . .
N2 N 0.4803(2) 0.7977(4) 0.4341(2) 0.0309(9) Uani 1 1 d . U . . .
N3 N 0.5266(2) 0.8073(4) 0.6343(2) 0.0284(9) Uani 1 1 d . U . . .
O1 O 0.6538(2) 0.4999(4) 0.6134(2) 0.0467(10) Uani 1 1 d . U . . .
O2 O 0.5859(2) 0.7050(4) 0.3892(2) 0.0472(10) Uani 1 1 d . U . . .
O3 O 0.39881(19) 0.8801(4) 0.5117(2) 0.0408(10) Uani 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.357(8) . ?
C1 C2 1.394(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.344(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.365(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.366(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.501(7) . ?
C7 N1 1.446(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C13 1.382(6) . ?
C8 C9 1.386(6) . ?
C8 N1 1.414(6) . ?
C9 C10 1.386(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.376(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.387(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.363(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.510(6) . ?
C14 C17 1.508(7) . ?
C14 C15 1.541(7) . ?
C14 C27 1.569(7) . ?
C15 O1 1.210(5) . ?
C15 N1 1.372(6) . ?
C16 O2 1.210(6) . ?
C16 N2 1.402(6) . ?
C16 C17 1.469(7) . ?
C17 C18 1.368(6) . ?
C18 N3 1.358(6) . ?
C18 C19 1.497(7) . ?
C19 O3 1.226(5) . ?
C19 N2 1.351(6) . ?
C20 N2 1.445(6) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C26 1.374(8) . ?
C21 C22 1.384(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.318(11) . ?
C22 H22 0.9300 . ?
C23 C24 1.393(11) . ?
C23 H23 0.9300 . ?
C24 C25 1.407(9) . ?
C24 H24 0.9300 . ?
C25 C26 1.374(8) . ?
C25 H25 0.9300 . ?
C26 C27 1.522(7) . ?
C27 C28 1.514(6) . ?
C27 H27 0.9800 . ?
C28 C29 1.324(6) . ?
C28 H28 0.9300 . ?
C29 N3 1.394(6) . ?
C29 H29 0.9300 . ?
C30 C31' 1.33(3) . ?
C30 C36 1.340(13) . ?
C30 C36' 1.40(3) . ?
C30 C31 1.420(13) . ?
C30 N3 1.458(5) . ?
C31 C32 1.392(12) . ?
C31 H31 0.9300 . ?
C32 C33 1.362(13) . ?
C32 H32 0.9300 . ?
C33 C35 1.370(14) . ?
C33 O4 1.401(10) . ?
O4 C34 1.372(12) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.385(12) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
C31' C32' 1.43(3) . ?
C31' H31' 0.9300 . ?
C32' C33' 1.35(3) . ?
C32' H32' 0.9300 . ?
C33' C35' 1.40(3) . ?
C33' O4' 1.41(2) . ?
O4' C34' 1.44(3) . ?
C34' H34D 0.9600 . ?
C34' H34E 0.9600 . ?
C34' H34F 0.9600 . ?
C35' C36' 1.39(2) . ?
C35' H35' 0.9300 . ?
C36' H36' 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 121.1(6) . . ?
C6 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
C3 C2 C1 118.7(7) . . ?
C3 C2 H2 120.6 . . ?
C1 C2 H2 120.6 . . ?
C2 C3 C4 121.5(7) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C3 C4 C5 118.7(6) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C6 C5 C4 121.4(6) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C1 C6 C5 118.5(5) . . ?
C1 C6 C7 122.4(5) . . ?
C5 C6 C7 119.1(5) . . ?
N1 C7 C6 115.0(4) . . ?
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 . . ?
C13 C8 C9 121.4(4) . . ?
C13 C8 N1 110.3(4) . . ?
C9 C8 N1 128.2(4) . . ?
C10 C9 C8 117.5(5) . . ?
C10 C9 H9 121.3 . . ?
C8 C9 H9 121.3 . . ?
C11 C10 C9 121.2(4) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C12 120.3(5) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C13 C12 C11 119.3(5) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C12 C13 C8 120.3(4) . . ?
C12 C13 C14 130.6(4) . . ?
C8 C13 C14 109.1(4) . . ?
C17 C14 C13 113.1(4) . . ?
C17 C14 C15 109.0(4) . . ?
C13 C14 C15 101.7(3) . . ?
C17 C14 C27 111.2(4) . . ?
C13 C14 C27 110.8(4) . . ?
C15 C14 C27 110.6(4) . . ?
O1 C15 N1 124.1(5) . . ?
O1 C15 C14 127.1(4) . . ?
N1 C15 C14 108.7(4) . . ?
O2 C16 N2 122.2(5) . . ?
O2 C16 C17 130.1(4) . . ?
N2 C16 C17 107.6(4) . . ?
C18 C17 C16 107.0(4) . . ?
C18 C17 C14 131.3(4) . . ?
C16 C17 C14 121.6(4) . . ?
N3 C18 C17 132.3(5) . . ?
N3 C18 C19 120.3(4) . . ?
C17 C18 C19 107.4(4) . . ?
O3 C19 N2 123.4(5) . . ?
O3 C19 C18 128.9(4) . . ?
N2 C19 C18 107.6(4) . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 122.0(7) . . ?
C26 C21 H21 119.0 . . ?
C22 C21 H21 119.0 . . ?
C23 C22 C21 119.0(8) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C22 C23 C24 122.4(7) . . ?
C22 C23 H23 118.8 . . ?
C24 C23 H23 118.8 . . ?
C23 C24 C25 117.8(7) . . ?
C23 C24 H24 121.1 . . ?
C25 C24 H24 121.1 . . ?
C26 C25 C24 120.4(7) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C21 118.3(6) . . ?
C25 C26 C27 121.1(5) . . ?
C21 C26 C27 120.6(6) . . ?
C28 C27 C26 108.8(4) . . ?
C28 C27 C14 115.9(4) . . ?
C26 C27 C14 112.7(4) . . ?
C28 C27 H27 106.2 . . ?
C26 C27 H27 106.2 . . ?
C14 C27 H27 106.2 . . ?
C29 C28 C27 129.5(5) . . ?
C29 C28 H28 115.3 . . ?
C27 C28 H28 115.3 . . ?
C28 C29 N3 130.1(4) . . ?
C28 C29 H29 114.9 . . ?
N3 C29 H29 114.9 . . ?
C31' C30 C36' 121.1(12) . . ?
C36 C30 C31 120.4(6) . . ?
C31' C30 N3 129.6(9) . . ?
C36 C30 N3 125.5(5) . . ?
C36' C30 N3 109.3(8) . . ?
C31 C30 N3 114.0(5) . . ?
C32 C31 C30 117.7(8) . . ?
C32 C31 H31 121.1 . . ?
C30 C31 H31 121.1 . . ?
C33 C32 C31 120.4(9) . . ?
C33 C32 H32 119.8 . . ?
C31 C32 H32 119.8 . . ?
C32 C33 C35 121.2(8) . . ?
C32 C33 O4 114.1(9) . . ?
C35 C33 O4 124.7(11) . . ?
C34 O4 C33 116.9(8) . . ?
O4 C34 H34A 109.5 . . ?
O4 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O4 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C33 C35 C36 119.0(9) . . ?
C33 C35 H35 120.5 . . ?
C36 C35 H35 120.5 . . ?
C30 C36 C35 121.1(9) . . ?
C30 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C30 C31' C32' 118.7(19) . . ?
C30 C31' H31' 120.7 . . ?
C32' C31' H31' 120.7 . . ?
C33' C32' C31' 118.7(19) . . ?
C33' C32' H32' 120.6 . . ?
C31' C32' H32' 120.6 . . ?
C32' C33' C35' 124.7(18) . . ?
C32' C33' O4' 121(2) . . ?
C35' C33' O4' 114.4(18) . . ?
C33' O4' C34' 118.2(16) . . ?
O4' C34' H34D 109.5 . . ?
O4' C34' H34E 109.5 . . ?
H34D C34' H34E 109.5 . . ?
O4' C34' H34F 109.5 . . ?
H34D C34' H34F 109.5 . . ?
H34E C34' H34F 109.5 . . ?
C36' C35' C33' 114.2(18) . . ?
C36' C35' H35' 122.9 . . ?
C33' C35' H35' 122.9 . . ?
C35' C36' C30 122.6(17) . . ?
C35' C36' H36' 118.7 . . ?
C30 C36' H36' 118.7 . . ?
C15 N1 C8 110.1(4) . . ?
C15 N1 C7 123.0(4) . . ?
C8 N1 C7 126.4(4) . . ?
C19 N2 C16 109.8(4) . . ?
C19 N2 C20 125.5(4) . . ?
C16 N2 C20 124.6(4) . . ?
C18 N3 C29 124.5(4) . . ?
C18 N3 C30 118.6(4) . . ?
C29 N3 C30 115.5(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.7(13) . . . . ?
C1 C2 C3 C4 -2.9(14) . . . . ?
C2 C3 C4 C5 3.7(13) . . . . ?
C3 C4 C5 C6 -2.3(11) . . . . ?
C2 C1 C6 C5 0.6(11) . . . . ?
C2 C1 C6 C7 -179.3(7) . . . . ?
C4 C5 C6 C1 0.2(10) . . . . ?
C4 C5 C6 C7 -179.9(6) . . . . ?
C1 C6 C7 N1 43.3(8) . . . . ?
C5 C6 C7 N1 -136.6(6) . . . . ?
C13 C8 C9 C10 0.3(7) . . . . ?
N1 C8 C9 C10 177.2(5) . . . . ?
C8 C9 C10 C11 0.8(8) . . . . ?
C9 C10 C11 C12 -0.7(8) . . . . ?
C10 C11 C12 C13 -0.5(8) . . . . ?
C11 C12 C13 C8 1.6(7) . . . . ?
C11 C12 C13 C14 -176.8(5) . . . . ?
C9 C8 C13 C12 -1.5(7) . . . . ?
N1 C8 C13 C12 -178.9(4) . . . . ?
C9 C8 C13 C14 177.2(4) . . . . ?
N1 C8 C13 C14 -0.2(5) . . . . ?
C12 C13 C14 C17 61.6(7) . . . . ?
C8 C13 C14 C17 -117.0(4) . . . . ?
C12 C13 C14 C15 178.3(5) . . . . ?
C8 C13 C14 C15 -0.2(5) . . . . ?
C12 C13 C14 C27 -64.0(7) . . . . ?
C8 C13 C14 C27 117.4(4) . . . . ?
C17 C14 C15 O1 -57.9(6) . . . . ?
C13 C14 C15 O1 -177.6(5) . . . . ?
C27 C14 C15 O1 64.6(6) . . . . ?
C17 C14 C15 N1 120.2(4) . . . . ?
C13 C14 C15 N1 0.5(5) . . . . ?
C27 C14 C15 N1 -117.2(4) . . . . ?
O2 C16 C17 C18 -170.0(5) . . . . ?
N2 C16 C17 C18 7.0(5) . . . . ?
O2 C16 C17 C14 8.8(8) . . . . ?
N2 C16 C17 C14 -174.2(4) . . . . ?
C13 C14 C17 C18 -159.8(5) . . . . ?
C15 C14 C17 C18 87.8(6) . . . . ?
C27 C14 C17 C18 -34.4(7) . . . . ?
C13 C14 C17 C16 21.7(6) . . . . ?
C15 C14 C17 C16 -90.7(5) . . . . ?
C27 C14 C17 C16 147.1(4) . . . . ?
C16 C17 C18 N3 174.9(5) . . . . ?
C14 C17 C18 N3 -3.8(9) . . . . ?
C16 C17 C18 C19 -7.6(5) . . . . ?
C14 C17 C18 C19 173.7(5) . . . . ?
N3 C18 C19 O3 7.0(7) . . . . ?
C17 C18 C19 O3 -170.8(5) . . . . ?
N3 C18 C19 N2 -176.3(4) . . . . ?
C17 C18 C19 N2 5.8(5) . . . . ?
C26 C21 C22 C23 1.5(11) . . . . ?
C21 C22 C23 C24 -0.3(12) . . . . ?
C22 C23 C24 C25 -0.9(11) . . . . ?
C23 C24 C25 C26 1.2(9) . . . . ?
C24 C25 C26 C21 -0.1(9) . . . . ?
C24 C25 C26 C27 -178.0(5) . . . . ?
C22 C21 C26 C25 -1.2(9) . . . . ?
C22 C21 C26 C27 176.7(6) . . . . ?
C25 C26 C27 C28 51.8(6) . . . . ?
C21 C26 C27 C28 -126.1(5) . . . . ?
C25 C26 C27 C14 -78.2(6) . . . . ?
C21 C26 C27 C14 103.9(6) . . . . ?
C17 C14 C27 C28 59.3(5) . . . . ?
C13 C14 C27 C28 -174.0(4) . . . . ?
C15 C14 C27 C28 -61.9(5) . . . . ?
C17 C14 C27 C26 -174.3(4) . . . . ?
C13 C14 C27 C26 -47.7(6) . . . . ?
C15 C14 C27 C26 64.4(5) . . . . ?
C26 C27 C28 C29 -175.0(5) . . . . ?
C14 C27 C28 C29 -46.7(8) . . . . ?
C27 C28 C29 N3 3.3(10) . . . . ?
C36 C30 C31 C32 -1.9(15) . . . . ?
N3 C30 C31 C32 -179.4(8) . . . . ?
C30 C31 C32 C33 0.5(15) . . . . ?
C31 C32 C33 C35 -0.9(14) . . . . ?
C31 C32 C33 O4 -178.4(9) . . . . ?
C32 C33 O4 C34 -166.1(8) . . . . ?
C35 C33 O4 C34 16.4(13) . . . . ?
C32 C33 C35 C36 2.5(14) . . . . ?
O4 C33 C35 C36 179.8(10) . . . . ?
C31 C30 C36 C35 3.7(16) . . . . ?
N3 C30 C36 C35 -179.1(8) . . . . ?
C33 C35 C36 C30 -4.0(16) . . . . ?
C36' C30 C31' C32' -1(3) . . . . ?
N3 C30 C31' C32' -179.1(14) . . . . ?
C30 C31' C32' C33' 2(3) . . . . ?
C31' C32' C33' C35' -1(3) . . . . ?
C31' C32' C33' O4' 178.5(19) . . . . ?
C32' C33' O4' C34' 0(3) . . . . ?
C35' C33' O4' C34' 179.5(17) . . . . ?
C32' C33' C35' C36' -1(3) . . . . ?
O4' C33' C35' C36' 179.7(18) . . . . ?
C33' C35' C36' C30 2(3) . . . . ?
C31' C30 C36' C35' -1(3) . . . . ?
N3 C30 C36' C35' 177.6(18) . . . . ?
O1 C15 N1 C8 177.5(5) . . . . ?
C14 C15 N1 C8 -0.7(5) . . . . ?
O1 C15 N1 C7 5.4(8) . . . . ?
C14 C15 N1 C7 -172.8(4) . . . . ?
C13 C8 N1 C15 0.6(6) . . . . ?
C9 C8 N1 C15 -176.6(5) . . . . ?
C13 C8 N1 C7 172.4(5) . . . . ?
C9 C8 N1 C7 -4.8(8) . . . . ?
C6 C7 N1 C15 -136.8(5) . . . . ?
C6 C7 N1 C8 52.4(7) . . . . ?
O3 C19 N2 C16 175.6(5) . . . . ?
C18 C19 N2 C16 -1.3(5) . . . . ?
O3 C19 N2 C20 -7.5(8) . . . . ?
C18 C19 N2 C20 175.6(4) . . . . ?
O2 C16 N2 C19 174.0(5) . . . . ?
C17 C16 N2 C19 -3.3(5) . . . . ?
O2 C16 N2 C20 -3.0(8) . . . . ?
C17 C16 N2 C20 179.7(4) . . . . ?
C17 C18 N3 C29 8.4(8) . . . . ?
C19 C18 N3 C29 -168.9(4) . . . . ?
C17 C18 N3 C30 -157.7(5) . . . . ?
C19 C18 N3 C30 25.1(6) . . . . ?
C28 C29 N3 C18 11.1(8) . . . . ?
C28 C29 N3 C30 177.6(5) . . . . ?
C31' C30 N3 C18 -110.1(17) . . . . ?
C36 C30 N3 C18 69.5(9) . . . . ?
C36' C30 N3 C18 71.8(13) . . . . ?
C31 C30 N3 C18 -113.2(7) . . . . ?
C31' C30 N3 C29 82.6(17) . . . . ?
C36 C30 N3 C29 -97.8(9) . . . . ?
C36' C30 N3 C29 -95.4(12) . . . . ?
C31 C30 N3 C29 79.5(8) . . . . ?

_refine_diff_density_max         0.597
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.109

####################################################################### 
# 
# 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_3j
_database_code_depnum_ccdc_archive 'CCDC 2208728'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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         'C34 H33 N3 O4'
_chemical_formula_sum            'C34 H33 N3 O4'
_chemical_formula_weight         547.63

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                   13.6892(12)
_cell_length_b                   9.2534(9)
_cell_length_c                   24.022(2)
_cell_angle_alpha                90
_cell_angle_beta                 104.263(3)
_cell_angle_gamma                90
_cell_volume                     2949.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9090
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      22.01

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_F_000             1160
_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  0.6580
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40435
_diffrn_reflns_av_unetI/netI     0.0522
_diffrn_reflns_av_R_equivalents  0.0678
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.684
_diffrn_reflns_theta_max         25.999
_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             5778
_reflns_number_gt                3134
_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)+(0.0556P)²+1.0789P] 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         5778
_refine_ls_number_parameters     394
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.1303
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1527
_refine_ls_wR_factor_gt          0.1238
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.097
_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 0.6203(2) 0.2047(3) 0.15975(12) 0.0722(8) Uani 1 1 d . . . . .
H1 H 0.6863 0.2029 0.1560 0.087 Uiso 1 1 calc R U . . .
C2 C 0.5819(2) 0.0867(3) 0.18276(12) 0.0774(8) Uani 1 1 d . . . . .
H2 H 0.6217 0.0051 0.1939 0.093 Uiso 1 1 calc R U . . .
C3 C 0.4853(2) 0.0906(3) 0.18910(11) 0.0683(8) Uani 1 1 d . . . . .
C4 C 0.4964(3) -0.1468(4) 0.22888(13) 0.1039(12) Uani 1 1 d . . . . .
H4A H 0.5172 -0.1904 0.1974 0.156 Uiso 1 1 calc R U . . .
H4B H 0.4563 -0.2143 0.2440 0.156 Uiso 1 1 calc R U . . .
H4C H 0.5548 -0.1207 0.2584 0.156 Uiso 1 1 calc R U . . .
C5 C 0.4285(2) 0.2133(3) 0.17366(13) 0.0767(8) Uani 1 1 d . . . . .
H5 H 0.3637 0.2177 0.1792 0.092 Uiso 1 1 calc R U . . .
C6 C 0.46603(19) 0.3292(3) 0.15021(12) 0.0677(7) Uani 1 1 d . . . . .
H6 H 0.4267 0.4113 0.1395 0.081 Uiso 1 1 calc R U . . .
C7 C 0.56199(18) 0.3233(3) 0.14267(10) 0.0550(6) Uani 1 1 d . . . . .
C8 C 0.6440(2) 0.5529(3) 0.15891(11) 0.0683(8) Uani 1 1 d . . . . .
H8 H 0.6314 0.5411 0.1949 0.082 Uiso 1 1 calc R U . . .
C9 C 0.6970(2) 0.6690(3) 0.15314(11) 0.0704(8) Uani 1 1 d . . . . .
H9 H 0.7179 0.7239 0.1864 0.084 Uiso 1 1 calc R U . . .
C10 C 0.72940(17) 0.7275(3) 0.10229(10) 0.0553(6) Uani 1 1 d . . . . .
H10 H 0.6687 0.7658 0.0758 0.066 Uiso 1 1 calc R U . . .
C11 C 0.80023(19) 0.8546(3) 0.12047(11) 0.0585(7) Uani 1 1 d . . . . .
C12 C 0.8822(2) 0.8432(3) 0.16677(12) 0.0752(8) Uani 1 1 d . . . . .
H12 H 0.8946 0.7571 0.1873 0.090 Uiso 1 1 calc R U . . .
C13 C 0.9464(3) 0.9603(5) 0.18292(15) 0.0986(11) Uani 1 1 d . . . . .
H13 H 1.0021 0.9520 0.2140 0.118 Uiso 1 1 calc R U . . .
C14 C 0.9282(3) 1.0882(4) 0.15319(19) 0.1013(12) Uani 1 1 d . . . . .
H14 H 0.9716 1.1660 0.1641 0.122 Uiso 1 1 calc R U . . .
C15 C 0.8468(3) 1.1012(3) 0.10783(18) 0.0944(11) Uani 1 1 d . . . . .
H15 H 0.8341 1.1881 0.0879 0.113 Uiso 1 1 calc R U . . .
C16 C 0.7830(2) 0.9853(3) 0.09149(13) 0.0731(8) Uani 1 1 d . . . . .
H16 H 0.7273 0.9949 0.0605 0.088 Uiso 1 1 calc R U . . .
C17 C 1.2827(4) 0.6147(9) 0.2230(3) 0.149(2) Uani 0.679(5) 1 d D U P A 1
H17A H 1.2860 0.7052 0.2040 0.224 Uiso 0.679(5) 1 calc R U P A 1
H17B H 1.3485 0.5716 0.2332 0.224 Uiso 0.679(5) 1 calc R U P A 1
H17C H 1.2595 0.6309 0.2571 0.224 Uiso 0.679(5) 1 calc R U P A 1
C18 C 1.2104(3) 0.5144(6) 0.1831(2) 0.1068(15) Uani 0.679(5) 1 d D U P A 1
H18A H 1.1946 0.4315 0.2040 0.128 Uiso 0.679(5) 1 calc R U P A 1
H18B H 1.2396 0.4802 0.1526 0.128 Uiso 0.679(5) 1 calc R U P A 1
C17' C 1.2585(8) 0.4941(17) 0.2246(5) 0.126(3) Uani 0.321(5) 1 d D U P A 2
H17D H 1.2358 0.5236 0.2576 0.190 Uiso 0.321(5) 1 calc R U P A 2
H17E H 1.3308 0.4876 0.2346 0.190 Uiso 0.321(5) 1 calc R U P A 2
H17F H 1.2303 0.4014 0.2117 0.190 Uiso 0.321(5) 1 calc R U P A 2
C18' C 1.2248(4) 0.6046(14) 0.1767(5) 0.113(2) Uani 0.321(5) 1 d D U P A 2
H18C H 1.2495 0.6997 0.1904 0.136 Uiso 0.321(5) 1 calc R U P A 2
H18D H 1.2529 0.5799 0.1446 0.136 Uiso 0.321(5) 1 calc R U P A 2
C19 C 1.11177(19) 0.6070(4) 0.15739(13) 0.1024(10) Uani 1 1 d D U . . .
H19A H 1.0772 0.6308 0.1869 0.123 Uiso 0.679(5) 1 calc R U P A 1
H19B H 1.1281 0.6956 0.1401 0.123 Uiso 0.679(5) 1 calc R U P A 1
H19C H 1.0877 0.5941 0.1918 0.123 Uiso 0.321(5) 1 calc R U P A 2
H19D H 1.0937 0.7047 0.1442 0.123 Uiso 0.321(5) 1 calc R U P A 2
C20 C 1.04902(19) 0.5092(4) 0.11311(13) 0.0870(9) Uani 1 1 d D U . . .
H20A H 1.0835 0.4932 0.0829 0.104 Uiso 1 1 calc R U . . .
H20B H 1.0425 0.4164 0.1307 0.104 Uiso 1 1 calc R U . . .
C21 C 0.86617(18) 0.5328(3) 0.10665(10) 0.0528(6) Uani 1 1 d . . . . .
C22 C 0.77443(16) 0.6096(3) 0.06768(9) 0.0491(6) Uani 1 1 d . . . . .
C23 C 0.82249(17) 0.6857(3) 0.02506(9) 0.0492(6) Uani 1 1 d . . . . .
C24 C 0.78257(19) 0.7795(3) -0.01926(10) 0.0603(7) Uani 1 1 d . . . . .
H24 H 0.7133 0.7946 -0.0306 0.072 Uiso 1 1 calc R U . . .
C25 C 0.8467(2) 0.8521(3) -0.04714(11) 0.0681(8) Uani 1 1 d . . . . .
C26 C 0.8065(3) 0.9622(4) -0.09390(14) 0.1069(12) Uani 1 1 d . . . . .
H26A H 0.8344 1.0555 -0.0817 0.160 Uiso 1 1 calc R U . . .
H26B H 0.7344 0.9664 -0.1013 0.160 Uiso 1 1 calc R U . . .
H26C H 0.8253 0.9345 -0.1283 0.160 Uiso 1 1 calc R U . . .
C27 C 0.9486(2) 0.8251(3) -0.03000(12) 0.0747(8) Uani 1 1 d . . . . .
H27 H 0.9914 0.8732 -0.0484 0.090 Uiso 1 1 calc R U . . .
C28 C 0.9896(2) 0.7292(3) 0.01355(11) 0.0709(8) Uani 1 1 d . . . . .
H28 H 1.0585 0.7109 0.0240 0.085 Uiso 1 1 calc R U . . .
C29 C 0.92504(17) 0.6619(3) 0.04085(10) 0.0543(6) Uani 1 1 d . . . . .
C30 C 0.69282(18) 0.4226(3) -0.01142(11) 0.0583(7) Uani 1 1 d . . . . .
C31 C 0.69709(17) 0.4964(3) 0.04371(10) 0.0496(6) Uani 1 1 d . . . . .
C32 C 0.62871(17) 0.4307(3) 0.06722(10) 0.0520(6) Uani 1 1 d . . . . .
C33 C 0.56932(19) 0.3242(3) 0.02405(11) 0.0618(7) Uani 1 1 d . . . . .
C34 C 0.5838(2) 0.2308(4) -0.07094(12) 0.0915(10) Uani 1 1 d . . . . .
H34A H 0.5716 0.1346 -0.0592 0.137 Uiso 1 1 calc R U . . .
H34B H 0.6363 0.2284 -0.0911 0.137 Uiso 1 1 calc R U . . .
H34C H 0.5233 0.2685 -0.0958 0.137 Uiso 1 1 calc R U . . .
N1 N 0.60438(15) 0.4459(2) 0.11909(8) 0.0592(6) Uani 1 1 d . . . . .
N2 N 0.94884(14) 0.5661(2) 0.08773(8) 0.0596(6) Uani 1 1 d . . . . .
N3 N 0.61466(15) 0.3227(2) -0.02058(8) 0.0662(6) Uani 1 1 d . . . . .
O1 O 0.43857(18) -0.0212(3) 0.20932(9) 0.0981(7) Uani 1 1 d . . . . .
O2 O 0.86408(13) 0.4534(2) 0.14676(7) 0.0700(5) Uani 1 1 d . . . . .
O3 O 0.74703(15) 0.4366(2) -0.04393(8) 0.0841(6) Uani 1 1 d . . . . .
O4 O 0.49447(14) 0.2570(2) 0.02582(8) 0.0878(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 C7 1.359(4) . ?
C1 C2 1.385(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.369(4) . ?
C2 H2 0.9300 . ?
C3 O1 1.366(3) . ?
C3 C5 1.374(4) . ?
C4 O1 1.420(4) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C6 1.369(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.371(3) . ?
C6 H6 0.9300 . ?
C7 N1 1.451(3) . ?
C8 C9 1.323(3) . ?
C8 N1 1.391(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.499(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.518(3) . ?
C10 C22 1.585(3) . ?
C10 H10 0.9800 . ?
C11 C12 1.375(4) . ?
C11 C16 1.387(4) . ?
C12 C13 1.389(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.373(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.358(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.377(4) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.515(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.589(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C17' C18' 1.523(5) . ?
C17' H17D 0.9600 . ?
C17' H17E 0.9600 . ?
C17' H17F 0.9600 . ?
C18' C19 1.503(5) . ?
C18' H18C 0.9700 . ?
C18' H18D 0.9700 . ?
C19 C20 1.496(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 H19C 0.9700 . ?
C19 H19D 0.9700 . ?
C20 N2 1.455(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 O2 1.217(3) . ?
C21 N2 1.355(3) . ?
C21 C22 1.543(3) . ?
C22 C31 1.500(3) . ?
C22 C23 1.519(3) . ?
C23 C24 1.378(3) . ?
C23 C29 1.379(3) . ?
C24 C25 1.399(3) . ?
C24 H24 0.9300 . ?
C25 C27 1.377(4) . ?
C25 C26 1.516(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C28 1.381(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.373(3) . ?
C28 H28 0.9300 . ?
C29 N2 1.407(3) . ?
C30 O3 1.210(3) . ?
C30 N3 1.390(3) . ?
C30 C31 1.478(3) . ?
C31 C32 1.351(3) . ?
C32 N1 1.374(3) . ?
C32 C33 1.514(3) . ?
C33 O4 1.208(3) . ?
C33 N3 1.365(3) . ?
C34 N3 1.454(3) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 C1 C2 120.3(2) . . ?
C7 C1 H1 119.8 . . ?
C2 C1 H1 119.8 . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
O1 C3 C2 124.7(3) . . ?
O1 C3 C5 116.0(3) . . ?
C2 C3 C5 119.3(3) . . ?
O1 C4 H4A 109.5 . . ?
O1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
O1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 C3 121.0(3) . . ?
C6 C5 H5 119.5 . . ?
C3 C5 H5 119.5 . . ?
C5 C6 C7 119.5(3) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C1 C7 C6 120.2(2) . . ?
C1 C7 N1 119.2(2) . . ?
C6 C7 N1 120.6(2) . . ?
C9 C8 N1 129.6(2) . . ?
C9 C8 H8 115.2 . . ?
N1 C8 H8 115.2 . . ?
C8 C9 C10 131.2(2) . . ?
C8 C9 H9 114.4 . . ?
C10 C9 H9 114.4 . . ?
C9 C10 C11 109.9(2) . . ?
C9 C10 C22 114.2(2) . . ?
C11 C10 C22 112.35(18) . . ?
C9 C10 H10 106.6 . . ?
C11 C10 H10 106.6 . . ?
C22 C10 H10 106.6 . . ?
C12 C11 C16 118.5(3) . . ?
C12 C11 C10 120.6(2) . . ?
C16 C11 C10 120.9(2) . . ?
C11 C12 C13 120.0(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 119.8(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C11 121.2(3) . . ?
C15 C16 H16 119.4 . . ?
C11 C16 H16 119.4 . . ?
C18 C17 H17A 109.5 . . ?
C18 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C18 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C17 C18 C19 106.0(4) . . ?
C17 C18 H18A 110.5 . . ?
C19 C18 H18A 110.5 . . ?
C17 C18 H18B 110.5 . . ?
C19 C18 H18B 110.5 . . ?
H18A C18 H18B 108.7 . . ?
C18' C17' H17D 109.5 . . ?
C18' C17' H17E 109.5 . . ?
H17D C17' H17E 109.5 . . ?
C18' C17' H17F 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?
C19 C18' C17' 109.9(6) . . ?
C19 C18' H18C 109.7 . . ?
C17' C18' H18C 109.7 . . ?
C19 C18' H18D 109.7 . . ?
C17' C18' H18D 109.7 . . ?
H18C C18' H18D 108.2 . . ?
C20 C19 C18' 125.3(6) . . ?
C20 C19 C18 103.5(3) . . ?
C20 C19 H19A 111.1 . . ?
C18 C19 H19A 111.1 . . ?
C20 C19 H19B 111.1 . . ?
C18 C19 H19B 111.1 . . ?
H19A C19 H19B 109.0 . . ?
C20 C19 H19C 106.0 . . ?
C18' C19 H19C 106.0 . . ?
C20 C19 H19D 106.0 . . ?
C18' C19 H19D 106.0 . . ?
H19C C19 H19D 106.3 . . ?
N2 C20 C19 113.3(2) . . ?
N2 C20 H20A 108.9 . . ?
C19 C20 H20A 108.9 . . ?
N2 C20 H20B 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
O2 C21 N2 126.0(2) . . ?
O2 C21 C22 125.7(2) . . ?
N2 C21 C22 108.3(2) . . ?
C31 C22 C23 116.54(18) . . ?
C31 C22 C21 107.63(19) . . ?
C23 C22 C21 101.51(18) . . ?
C31 C22 C10 110.66(18) . . ?
C23 C22 C10 108.90(19) . . ?
C21 C22 C10 111.25(18) . . ?
C24 C23 C29 119.7(2) . . ?
C24 C23 C22 131.1(2) . . ?
C29 C23 C22 108.7(2) . . ?
C23 C24 C25 119.7(2) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C27 C25 C24 118.6(2) . . ?
C27 C25 C26 119.9(3) . . ?
C24 C25 C26 121.4(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 122.4(2) . . ?
C25 C27 H27 118.8 . . ?
C28 C27 H27 118.8 . . ?
C29 C28 C27 117.6(2) . . ?
C29 C28 H28 121.2 . . ?
C27 C28 H28 121.2 . . ?
C28 C29 C23 121.8(2) . . ?
C28 C29 N2 128.2(2) . . ?
C23 C29 N2 109.9(2) . . ?
O3 C30 N3 122.7(2) . . ?
O3 C30 C31 129.3(2) . . ?
N3 C30 C31 107.9(2) . . ?
C32 C31 C30 106.8(2) . . ?
C32 C31 C22 130.5(2) . . ?
C30 C31 C22 122.3(2) . . ?
C31 C32 N1 132.9(2) . . ?
C31 C32 C33 108.5(2) . . ?
N1 C32 C33 118.6(2) . . ?
O4 C33 N3 125.2(2) . . ?
O4 C33 C32 128.9(2) . . ?
N3 C33 C32 105.9(2) . . ?
N3 C34 H34A 109.5 . . ?
N3 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N3 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C32 N1 C8 123.8(2) . . ?
C32 N1 C7 118.9(2) . . ?
C8 N1 C7 114.46(19) . . ?
C21 N2 C29 111.35(19) . . ?
C21 N2 C20 123.8(2) . . ?
C29 N2 C20 124.9(2) . . ?
C33 N3 C30 110.5(2) . . ?
C33 N3 C34 124.4(2) . . ?
C30 N3 C34 125.1(2) . . ?
C3 O1 C4 117.8(3) . . ?

_refine_diff_density_max         0.222
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_3h
_database_code_depnum_ccdc_archive 'CCDC 2208727'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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 H31 N3 O4'
_chemical_formula_sum            'C37 H31 N3 O4'
_chemical_formula_weight         581.65

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                   8.9086(4)
_cell_length_b                   13.0844(5)
_cell_length_c                   13.9872(5)
_cell_angle_alpha                68.3519(11)
_cell_angle_beta                 79.9344(12)
_cell_angle_gamma                88.3197(13)
_cell_volume                     1490.98(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9069
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      26.36

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             612
_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    0.085
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7047
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21201
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.574
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5797
_reflns_number_gt                4150
_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)+(0.0553P)²+0.3863P] 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         5797
_refine_ls_number_parameters     400
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1252
_refine_ls_wR_factor_gt          0.1118
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.9509(3) 0.63398(17) 0.08970(15) 0.0618(5) Uani 1 1 d . . . . .
H1 H 0.9908 0.5743 0.0742 0.074 Uiso 1 1 calc R U . . .
C2 C 0.8666(3) 0.7087(2) 0.02286(17) 0.0784(7) Uani 1 1 d . . . . .
H2 H 0.8499 0.6990 -0.0371 0.094 Uiso 1 1 calc R U . . .
C3 C 0.8080(3) 0.7968(2) 0.04510(18) 0.0762(7) Uani 1 1 d . . . . .
H3 H 0.7510 0.8467 0.0005 0.091 Uiso 1 1 calc R U . . .
C4 C 0.8330(3) 0.81151(19) 0.13249(17) 0.0722(7) Uani 1 1 d . . . . .
H4 H 0.7934 0.8716 0.1473 0.087 Uiso 1 1 calc R U . . .
C5 C 0.9175(2) 0.73701(16) 0.19949(15) 0.0575(5) Uani 1 1 d . . . . .
H5 H 0.9347 0.7477 0.2589 0.069 Uiso 1 1 calc R U . . .
C6 C 0.97619(19) 0.64745(14) 0.17884(13) 0.0433(4) Uani 1 1 d . . . . .
C7 C 1.0675(2) 0.56551(14) 0.25141(14) 0.0482(4) Uani 1 1 d . . . . .
H7A H 1.1617 0.5540 0.2106 0.058 Uiso 1 1 calc R U . . .
H7B H 1.0943 0.5964 0.2998 0.058 Uiso 1 1 calc R U . . .
C8 C 0.87556(19) 0.43747(13) 0.40170(13) 0.0406(4) Uani 1 1 d . . . . .
C9 C 0.8136(2) 0.50989(15) 0.44661(15) 0.0521(5) Uani 1 1 d . . . . .
H9 H 0.8452 0.5837 0.4188 0.063 Uiso 1 1 calc R U . . .
C10 C 0.7021(2) 0.46853(16) 0.53487(15) 0.0564(5) Uani 1 1 d . . . . .
H10 H 0.6578 0.5163 0.5662 0.068 Uiso 1 1 calc R U . . .
C11 C 0.6536(2) 0.35871(16) 0.57850(14) 0.0494(5) Uani 1 1 d . . . . .
C12 C 0.5321(3) 0.3189(2) 0.67516(17) 0.0735(6) Uani 1 1 d . . . . .
H12A H 0.5740 0.3174 0.7344 0.110 Uiso 1 1 calc R U . . .
H12B H 0.4960 0.2462 0.6866 0.110 Uiso 1 1 calc R U . . .
H12C H 0.4488 0.3678 0.6661 0.110 Uiso 1 1 calc R U . . .
C13 C 0.7202(2) 0.28757(15) 0.53139(13) 0.0449(4) Uani 1 1 d . . . . .
H13 H 0.6901 0.2134 0.5595 0.054 Uiso 1 1 calc R U . . .
C14 C 0.83077(18) 0.32711(13) 0.44314(12) 0.0382(4) Uani 1 1 d . . . . .
C15 C 0.91603(18) 0.27079(13) 0.37354(12) 0.0379(4) Uani 1 1 d . . . . .
C16 C 1.01311(18) 0.36820(14) 0.28632(13) 0.0394(4) Uani 1 1 d . . . . .
C17 C 1.0945(2) 0.18923(14) 0.51330(13) 0.0436(4) Uani 1 1 d . . . . .
C18 C 1.03104(18) 0.18899(13) 0.42219(12) 0.0388(4) Uani 1 1 d . . . . .
C19 C 1.12014(18) 0.12488(13) 0.38154(12) 0.0391(4) Uani 1 1 d . . . . .
C20 C 1.2383(2) 0.07466(15) 0.44951(13) 0.0442(4) Uani 1 1 d . . . . .
C21 C 1.3150(2) 0.10315(18) 0.60142(15) 0.0590(5) Uani 1 1 d . . . . .
H21A H 1.3901 0.0507 0.5954 0.088 Uiso 1 1 calc R U . . .
H21B H 1.2539 0.0758 0.6701 0.088 Uiso 1 1 calc R U . . .
H21C H 1.3651 0.1717 0.5900 0.088 Uiso 1 1 calc R U . . .
C22 C 1.2923(2) -0.01480(15) 0.22183(14) 0.0508(5) Uani 1 1 d . . . . .
H22 H 1.2238 -0.0750 0.2533 0.061 Uiso 1 1 calc R U . . .
C23 C 1.4268(2) -0.02162(16) 0.15940(15) 0.0579(5) Uani 1 1 d . . . . .
H23 H 1.4488 -0.0867 0.1483 0.070 Uiso 1 1 calc R U . . .
C24 C 1.5294(2) 0.06724(17) 0.11311(15) 0.0548(5) Uani 1 1 d . . . . .
C25 C 1.7598(3) 0.1416(3) -0.0079(2) 0.1042(10) Uani 1 1 d . . . . .
H25A H 1.7055 0.1981 -0.0530 0.156 Uiso 1 1 calc R U . . .
H25B H 1.8420 0.1191 -0.0493 0.156 Uiso 1 1 calc R U . . .
H25C H 1.8003 0.1695 0.0374 0.156 Uiso 1 1 calc R U . . .
C26 C 1.4974(2) 0.16358(17) 0.12879(16) 0.0566(5) Uani 1 1 d . . . . .
H26 H 1.5666 0.2234 0.0983 0.068 Uiso 1 1 calc R U . . .
C27 C 1.3614(2) 0.17081(16) 0.19029(15) 0.0514(5) Uani 1 1 d . . . . .
H27 H 1.3383 0.2365 0.2000 0.062 Uiso 1 1 calc R U . . .
C28 C 1.25996(19) 0.08245(14) 0.23719(13) 0.0425(4) Uani 1 1 d . . . . .
C29 C 0.9897(2) 0.10858(15) 0.24878(14) 0.0478(4) Uani 1 1 d . . . . .
H29 H 0.9975 0.0779 0.1979 0.057 Uiso 1 1 calc R U . . .
C30 C 0.8602(2) 0.15781(15) 0.26286(14) 0.0485(5) Uani 1 1 d . . . . .
H30 H 0.7924 0.1516 0.2215 0.058 Uiso 1 1 calc R U . . .
C31 C 0.79808(18) 0.22094(14) 0.32985(13) 0.0413(4) Uani 1 1 d . . . . .
H31 H 0.7314 0.1691 0.3909 0.050 Uiso 1 1 calc R U . . .
C32 C 0.69550(19) 0.30884(15) 0.27177(15) 0.0465(4) Uani 1 1 d . . . . .
C33 C 0.5492(2) 0.3206(2) 0.31954(19) 0.0653(6) Uani 1 1 d . . . . .
H33 H 0.5148 0.2767 0.3891 0.078 Uiso 1 1 calc R U . . .
C34 C 0.4541(3) 0.3967(3) 0.2649(3) 0.0894(9) Uani 1 1 d . . . . .
H34 H 0.3564 0.4037 0.2980 0.107 Uiso 1 1 calc R U . . .
C35 C 0.5027(4) 0.4616(2) 0.1629(3) 0.0966(10) Uani 1 1 d . . . . .
H35 H 0.4383 0.5127 0.1264 0.116 Uiso 1 1 calc R U . . .
C36 C 0.6466(3) 0.4517(2) 0.1141(2) 0.0884(8) Uani 1 1 d . . . . .
H36 H 0.6800 0.4963 0.0446 0.106 Uiso 1 1 calc R U . . .
C37 C 0.7429(2) 0.37472(17) 0.16840(18) 0.0647(6) Uani 1 1 d . . . . .
H37 H 0.8401 0.3677 0.1346 0.078 Uiso 1 1 calc R U . . .
N1 N 0.98764(15) 0.45937(11) 0.31104(11) 0.0419(3) Uani 1 1 d . . . . .
N2 N 1.21798(16) 0.12017(12) 0.52398(11) 0.0476(4) Uani 1 1 d . . . . .
N3 N 1.11647(16) 0.09522(12) 0.29787(11) 0.0443(4) Uani 1 1 d . . . . .
O1 O 1.10040(13) 0.36405(10) 0.21066(9) 0.0499(3) Uani 1 1 d . . . . .
O2 O 1.05643(17) 0.23959(12) 0.56960(11) 0.0667(4) Uani 1 1 d . . . . .
O3 O 1.32900(15) 0.00609(11) 0.44304(10) 0.0617(4) Uani 1 1 d . . . . .
O4 O 1.65935(17) 0.05029(14) 0.05295(13) 0.0835(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 1.378(3) . ?
C1 C2 1.387(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.367(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.509(2) . ?
C7 N1 1.458(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.373(2) . ?
C8 C14 1.384(2) . ?
C8 N1 1.412(2) . ?
C9 C10 1.383(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.386(3) . ?
C10 H10 0.9300 . ?
C11 C13 1.391(2) . ?
C11 C12 1.508(3) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.377(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.518(2) . ?
C15 C18 1.517(2) . ?
C15 C16 1.552(2) . ?
C15 C31 1.569(2) . ?
C16 O1 1.2165(19) . ?
C16 N1 1.362(2) . ?
C17 O2 1.202(2) . ?
C17 N2 1.396(2) . ?
C17 C18 1.483(2) . ?
C18 C19 1.346(2) . ?
C19 N3 1.368(2) . ?
C19 C20 1.514(2) . ?
C20 O3 1.208(2) . ?
C20 N2 1.363(2) . ?
C21 N2 1.452(2) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.375(3) . ?
C22 C28 1.381(2) . ?
C22 H22 0.9300 . ?
C23 C24 1.381(3) . ?
C23 H23 0.9300 . ?
C24 C26 1.371(3) . ?
C24 O4 1.371(2) . ?
C25 O4 1.414(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C27 1.381(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.370(3) . ?
C27 H27 0.9300 . ?
C28 N3 1.447(2) . ?
C29 C30 1.325(2) . ?
C29 N3 1.396(2) . ?
C29 H29 0.9300 . ?
C30 C31 1.493(2) . ?
C30 H30 0.9300 . ?
C31 C32 1.525(2) . ?
C31 H31 0.9800 . ?
C32 C37 1.379(3) . ?
C32 C33 1.389(3) . ?
C33 C34 1.381(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.363(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.369(4) . ?
C35 H35 0.9300 . ?
C36 C37 1.393(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.5(2) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.58(19) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 118.68(17) . . ?
C5 C6 C7 121.08(16) . . ?
C1 C6 C7 120.24(17) . . ?
N1 C7 C6 113.80(14) . . ?
N1 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
N1 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C9 C8 C14 121.87(16) . . ?
C9 C8 N1 128.18(16) . . ?
C14 C8 N1 109.95(14) . . ?
C8 C9 C10 117.27(17) . . ?
C8 C9 H9 121.4 . . ?
C10 C9 H9 121.4 . . ?
C9 C10 C11 122.60(17) . . ?
C9 C10 H10 118.7 . . ?
C11 C10 H10 118.7 . . ?
C10 C11 C13 118.46(17) . . ?
C10 C11 C12 119.88(17) . . ?
C13 C11 C12 121.66(18) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C11 119.91(16) . . ?
C14 C13 H13 120.0 . . ?
C11 C13 H13 120.0 . . ?
C13 C14 C8 119.88(15) . . ?
C13 C14 C15 131.21(15) . . ?
C8 C14 C15 108.85(14) . . ?
C18 C15 C14 115.02(13) . . ?
C18 C15 C16 105.05(13) . . ?
C14 C15 C16 101.75(13) . . ?
C18 C15 C31 113.21(13) . . ?
C14 C15 C31 109.20(13) . . ?
C16 C15 C31 112.00(13) . . ?
O1 C16 N1 125.55(16) . . ?
O1 C16 C15 126.50(15) . . ?
N1 C16 C15 107.91(14) . . ?
O2 C17 N2 122.60(16) . . ?
O2 C17 C18 129.65(16) . . ?
N2 C17 C18 107.72(14) . . ?
C19 C18 C17 106.49(14) . . ?
C19 C18 C15 128.85(14) . . ?
C17 C18 C15 122.81(14) . . ?
C18 C19 N3 132.39(15) . . ?
C18 C19 C20 109.37(14) . . ?
N3 C19 C20 118.14(14) . . ?
O3 C20 N2 126.13(16) . . ?
O3 C20 C19 128.41(16) . . ?
N2 C20 C19 105.41(14) . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C28 119.27(18) . . ?
C23 C22 H22 120.4 . . ?
C28 C22 H22 120.4 . . ?
C22 C23 C24 120.60(18) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C26 C24 O4 124.77(19) . . ?
C26 C24 C23 120.06(18) . . ?
O4 C24 C23 115.18(19) . . ?
O4 C25 H25A 109.5 . . ?
O4 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O4 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 C27 119.27(19) . . ?
C24 C26 H26 120.4 . . ?
C27 C26 H26 120.4 . . ?
C28 C27 C26 120.83(17) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C22 119.96(17) . . ?
C27 C28 N3 118.79(15) . . ?
C22 C28 N3 121.17(16) . . ?
C30 C29 N3 130.55(17) . . ?
C30 C29 H29 114.7 . . ?
N3 C29 H29 114.7 . . ?
C29 C30 C31 134.67(16) . . ?
C29 C30 H30 112.7 . . ?
C31 C30 H30 112.7 . . ?
C30 C31 C32 108.76(14) . . ?
C30 C31 C15 117.17(14) . . ?
C32 C31 C15 111.36(13) . . ?
C30 C31 H31 106.3 . . ?
C32 C31 H31 106.3 . . ?
C15 C31 H31 106.3 . . ?
C37 C32 C33 118.25(19) . . ?
C37 C32 C31 120.59(17) . . ?
C33 C32 C31 121.07(18) . . ?
C34 C33 C32 120.8(2) . . ?
C34 C33 H33 119.6 . . ?
C32 C33 H33 119.6 . . ?
C35 C34 C33 120.3(2) . . ?
C35 C34 H34 119.8 . . ?
C33 C34 H34 119.8 . . ?
C34 C35 C36 120.0(2) . . ?
C34 C35 H35 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 C37 120.1(3) . . ?
C35 C36 H36 120.0 . . ?
C37 C36 H36 120.0 . . ?
C32 C37 C36 120.5(2) . . ?
C32 C37 H37 119.7 . . ?
C36 C37 H37 119.7 . . ?
C16 N1 C8 111.38(14) . . ?
C16 N1 C7 123.92(15) . . ?
C8 N1 C7 124.70(14) . . ?
C20 N2 C17 110.82(14) . . ?
C20 N2 C21 124.86(15) . . ?
C17 N2 C21 124.27(15) . . ?
C19 N3 C29 123.13(14) . . ?
C19 N3 C28 118.32(13) . . ?
C29 N3 C28 115.69(14) . . ?
C24 O4 C25 118.3(2) . . ?

_refine_diff_density_max         0.180
_refine_diff_density_min         -0.198
_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 
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#######################################################################

data_3k
_database_code_depnum_ccdc_archive 'CCDC 2208729'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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         'C39 H35 N3 O3'
_chemical_formula_sum            'C39 H35 N3 O3'
_chemical_formula_weight         593.70

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   12.170(3)
_cell_length_b                   20.468(4)
_cell_length_c                   26.223(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.494(5)
_cell_angle_gamma                90
_cell_volume                     6520(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3293
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      18.37

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_F_000             2512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6297
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53873
_diffrn_reflns_av_unetI/netI     0.3354
_diffrn_reflns_av_R_equivalents  0.3024
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.676
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11478
_reflns_number_gt                3453
_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)+(0.0592P)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         11478
_refine_ls_number_parameters     819
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.3359
_refine_ls_R_factor_gt           0.0935
_refine_ls_wR_factor_ref         0.1756
_refine_ls_wR_factor_gt          0.1344
_refine_ls_goodness_of_fit_ref   0.872
_refine_ls_restrained_S_all      0.872
_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 0.6603(4) 0.2784(2) 0.33107(19) 0.0442(14) Uani 1 1 d . . . . .
H1 H 0.6476 0.2620 0.2982 0.053 Uiso 1 1 calc R U . . .
C2 C 0.7435(4) 0.3233(2) 0.3413(2) 0.0474(15) Uani 1 1 d . . . . .
H2 H 0.7850 0.3376 0.3148 0.057 Uiso 1 1 calc R U . . .
C3 C 0.7661(4) 0.3473(2) 0.3895(2) 0.0440(14) Uani 1 1 d . . . . .
C4 C 0.8585(5) 0.3969(3) 0.4027(2) 0.0582(16) Uani 1 1 d . . . . .
C5 C 0.8110(5) 0.4594(3) 0.4222(2) 0.104(2) Uani 1 1 d . . . . .
H5A H 0.7631 0.4786 0.3959 0.156 Uiso 1 1 calc R U . . .
H5B H 0.8696 0.4892 0.4317 0.156 Uiso 1 1 calc R U . . .
H5C H 0.7700 0.4501 0.4515 0.156 Uiso 1 1 calc R U . . .
C6 C 0.9249(5) 0.4110(3) 0.3567(2) 0.101(2) Uani 1 1 d . . . . .
H6A H 0.8788 0.4323 0.3307 0.151 Uiso 1 1 calc R U . . .
H6B H 0.9518 0.3707 0.3435 0.151 Uiso 1 1 calc R U . . .
H6C H 0.9859 0.4388 0.3667 0.151 Uiso 1 1 calc R U . . .
C7 C 0.9386(4) 0.3679(3) 0.4442(2) 0.083(2) Uani 1 1 d . . . . .
H7A H 0.9978 0.3981 0.4517 0.124 Uiso 1 1 calc R U . . .
H7B H 0.9677 0.3275 0.4323 0.124 Uiso 1 1 calc R U . . .
H7C H 0.9003 0.3600 0.4745 0.124 Uiso 1 1 calc R U . . .
C8 C 0.7000(4) 0.3266(2) 0.4281(2) 0.0494(15) Uani 1 1 d . . . . .
H8 H 0.7129 0.3427 0.4611 0.059 Uiso 1 1 calc R U . . .
C9 C 0.6163(4) 0.2827(2) 0.4179(2) 0.0466(15) Uani 1 1 d . . . . .
H9 H 0.5727 0.2695 0.4440 0.056 Uiso 1 1 calc R U . . .
C10 C 0.5963(4) 0.2580(2) 0.3694(2) 0.0391(14) Uani 1 1 d . . . . .
C11 C 0.4265(4) 0.2311(2) 0.32113(19) 0.0465(14) Uani 1 1 d . . . . .
H11 H 0.4503 0.2586 0.2958 0.056 Uiso 1 1 calc R U . . .
C12 C 0.3213(4) 0.2152(2) 0.31763(19) 0.0445(14) Uani 1 1 d . . . . .
H12 H 0.2801 0.2281 0.2883 0.053 Uiso 1 1 calc R U . . .
C13 C 0.2637(4) 0.1786(2) 0.35657(18) 0.0389(13) Uani 1 1 d . . . . .
H13 H 0.2812 0.2008 0.3891 0.047 Uiso 1 1 calc R U . . .
C14 C 0.1383(4) 0.1816(2) 0.3475(2) 0.0421(14) Uani 1 1 d . . . . .
C15 C 0.0874(4) 0.1688(2) 0.3016(2) 0.0495(15) Uani 1 1 d . . . . .
H15 H 0.1295 0.1610 0.2738 0.059 Uiso 1 1 calc R U . . .
C16 C -0.0273(5) 0.1671(3) 0.2948(3) 0.0693(19) Uani 1 1 d . . . . .
H16 H -0.0614 0.1576 0.2630 0.083 Uiso 1 1 calc R U . . .
C17 C -0.0885(5) 0.1796(3) 0.3355(4) 0.088(3) Uani 1 1 d . . . . .
H17 H -0.1650 0.1781 0.3315 0.106 Uiso 1 1 calc R U . . .
C18 C -0.0392(6) 0.1941(3) 0.3817(3) 0.087(2) Uani 1 1 d . . . . .
H18 H -0.0817 0.2034 0.4091 0.104 Uiso 1 1 calc R U . . .
C19 C 0.0744(5) 0.1952(2) 0.3883(2) 0.0658(18) Uani 1 1 d . . . . .
H19 H 0.1081 0.2051 0.4201 0.079 Uiso 1 1 calc R U . . .
C20 C 0.0722(4) -0.1302(3) 0.2812(2) 0.0615(17) Uani 1 1 d . . . . .
H20 H 0.0059 -0.1132 0.2676 0.074 Uiso 1 1 calc R U . . .
C21 C 0.0814(6) -0.1963(3) 0.2895(2) 0.0737(19) Uani 1 1 d . . . . .
H21 H 0.0217 -0.2235 0.2814 0.088 Uiso 1 1 calc R U . . .
C22 C 0.1755(6) -0.2215(3) 0.3091(2) 0.081(2) Uani 1 1 d . . . . .
H22 H 0.1806 -0.2664 0.3146 0.097 Uiso 1 1 calc R U . . .
C23 C 0.2645(5) -0.1829(3) 0.3213(2) 0.082(2) Uani 1 1 d . . . . .
H23 H 0.3298 -0.2010 0.3350 0.099 Uiso 1 1 calc R U . . .
C24 C 0.2559(5) -0.1157(3) 0.3127(2) 0.0631(17) Uani 1 1 d . . . . .
H24 H 0.3162 -0.0889 0.3206 0.076 Uiso 1 1 calc R U . . .
C25 C 0.1593(5) -0.0888(3) 0.2927(2) 0.0490(15) Uani 1 1 d . . . . .
C26 C 0.1491(4) -0.0173(2) 0.28122(19) 0.0536(15) Uani 1 1 d . . . . .
H26A H 0.1835 -0.0080 0.2496 0.064 Uiso 1 1 calc R U . . .
H26B H 0.0718 -0.0058 0.2764 0.064 Uiso 1 1 calc R U . . .
C27 C 0.1698(4) 0.0249(2) 0.3720(2) 0.0418(14) Uani 1 1 d . . . . .
C28 C 0.0912(4) -0.0118(3) 0.3937(2) 0.0632(17) Uani 1 1 d . . . . .
H28 H 0.0486 -0.0419 0.3747 0.076 Uiso 1 1 calc R U . . .
C29 C 0.0779(5) -0.0022(3) 0.4446(3) 0.084(2) Uani 1 1 d . . . . .
H29 H 0.0263 -0.0272 0.4606 0.101 Uiso 1 1 calc R U . . .
C30 C 0.1392(5) 0.0437(3) 0.4734(2) 0.0722(18) Uani 1 1 d . . . . .
H30 H 0.1277 0.0497 0.5078 0.087 Uiso 1 1 calc R U . . .
C31 C 0.2176(4) 0.0805(3) 0.4500(2) 0.0544(16) Uani 1 1 d . . . . .
H31 H 0.2592 0.1116 0.4685 0.065 Uiso 1 1 calc R U . . .
C32 C 0.2327(4) 0.0705(2) 0.3995(2) 0.0345(13) Uani 1 1 d . . . . .
C33 C 0.3053(4) 0.1054(2) 0.36417(18) 0.0305(12) Uani 1 1 d . . . . .
C34 C 0.2816(4) 0.0682(2) 0.3139(2) 0.0402(14) Uani 1 1 d . . . . .
C35 C 0.4742(4) 0.0462(3) 0.40594(19) 0.0444(14) Uani 1 1 d . . . . .
C36 C 0.4251(4) 0.1051(2) 0.38145(17) 0.0325(13) Uani 1 1 d . . . . .
C37 C 0.5045(4) 0.1510(2) 0.38146(18) 0.0362(13) Uani 1 1 d . . . . .
C38 C 0.6081(4) 0.1236(3) 0.40856(19) 0.0443(15) Uani 1 1 d . . . . .
C39 C 0.6574(4) 0.0175(3) 0.4509(2) 0.079(2) Uani 1 1 d . . . . .
H39A H 0.6768 -0.0170 0.4283 0.118 Uiso 1 1 calc R U . . .
H39B H 0.6235 -0.0007 0.4798 0.118 Uiso 1 1 calc R U . . .
H39C H 0.7225 0.0411 0.4623 0.118 Uiso 1 1 calc R U . . .
C40 C -0.1489(4) 0.0617(2) 0.1599(2) 0.0493(15) Uani 1 1 d . . . . .
H40 H -0.1349 0.0819 0.1914 0.059 Uiso 1 1 calc R U . . .
C41 C -0.2309(4) 0.0149(3) 0.1540(2) 0.0556(16) Uani 1 1 d . . . . .
H41 H -0.2708 0.0045 0.1821 0.067 Uiso 1 1 calc R U . . .
C42 C -0.2561(4) -0.0168(3) 0.1085(2) 0.0480(15) Uani 1 1 d . . . . .
C43 C -0.3460(5) -0.0681(3) 0.1011(3) 0.0702(18) Uani 1 1 d . . . . .
C44 C -0.2933(6) -0.1343(3) 0.0929(4) 0.182(4) Uani 1 1 d . . . . .
H44A H -0.2450 -0.1449 0.1220 0.272 Uiso 1 1 calc R U . . .
H44B H -0.2520 -0.1328 0.0629 0.272 Uiso 1 1 calc R U . . .
H44C H -0.3497 -0.1670 0.0887 0.272 Uiso 1 1 calc R U . . .
C45 C -0.4180(6) -0.0701(4) 0.1444(3) 0.173(4) Uani 1 1 d . . . . .
H45A H -0.4518 -0.0281 0.1482 0.259 Uiso 1 1 calc R U . . .
H45B H -0.3749 -0.0809 0.1751 0.259 Uiso 1 1 calc R U . . .
H45C H -0.4740 -0.1026 0.1380 0.259 Uiso 1 1 calc R U . . .
C46 C -0.4185(6) -0.0535(4) 0.0543(3) 0.181(4) Uani 1 1 d . . . . .
H46A H -0.4657 -0.0902 0.0465 0.272 Uiso 1 1 calc R U . . .
H46B H -0.3737 -0.0453 0.0261 0.272 Uiso 1 1 calc R U . . .
H46C H -0.4624 -0.0156 0.0602 0.272 Uiso 1 1 calc R U . . .
C47 C -0.1921(4) 0.0004(2) 0.0685(2) 0.0522(15) Uani 1 1 d . . . . .
H47 H -0.2051 -0.0199 0.0370 0.063 Uiso 1 1 calc R U . . .
C48 C -0.1088(4) 0.0475(2) 0.0740(2) 0.0464(15) Uani 1 1 d . . . . .
H48 H -0.0672 0.0579 0.0465 0.056 Uiso 1 1 calc R U . . .
C49 C -0.0890(4) 0.0779(2) 0.1198(2) 0.0390(14) Uani 1 1 d . . . . .
C50 C 0.0847(4) 0.1051(2) 0.16226(19) 0.0474(15) Uani 1 1 d . . . . .
H50 H 0.0639 0.0778 0.1883 0.057 Uiso 1 1 calc R U . . .
C51 C 0.1900(4) 0.1211(2) 0.16319(19) 0.0414(14) Uani 1 1 d . . . . .
H51 H 0.2332 0.1091 0.1921 0.050 Uiso 1 1 calc R U . . .
C52 C 0.2464(4) 0.1563(2) 0.12262(18) 0.0370(13) Uani 1 1 d . . . . .
H52 H 0.2284 0.1331 0.0905 0.044 Uiso 1 1 calc R U . . .
C53 C 0.3703(4) 0.1540(2) 0.1319(2) 0.0402(14) Uani 1 1 d . . . . .
C54 C 0.4218(4) 0.1666(2) 0.1782(2) 0.0534(16) Uani 1 1 d . . . . .
H54 H 0.3801 0.1748 0.2061 0.064 Uiso 1 1 calc R U . . .
C55 C 0.5351(6) 0.1677(2) 0.1847(3) 0.0729(19) Uani 1 1 d . . . . .
H55 H 0.5688 0.1773 0.2165 0.088 Uiso 1 1 calc R U . . .
C56 C 0.5987(6) 0.1545(3) 0.1443(4) 0.096(3) Uani 1 1 d . . . . .
H56 H 0.6751 0.1547 0.1489 0.115 Uiso 1 1 calc R U . . .
C57 C 0.5489(6) 0.1412(3) 0.0977(3) 0.085(2) Uani 1 1 d . . . . .
H57 H 0.5911 0.1329 0.0701 0.102 Uiso 1 1 calc R U . . .
C58 C 0.4357(5) 0.1401(2) 0.0917(2) 0.0640(17) Uani 1 1 d . . . . .
H58 H 0.4022 0.1297 0.0599 0.077 Uiso 1 1 calc R U . . .
C59 C 0.4272(4) 0.4620(3) 0.21509(19) 0.0593(16) Uani 1 1 d . . . . .
H59 H 0.4961 0.4458 0.2259 0.071 Uiso 1 1 calc R U . . .
C60 C 0.4067(6) 0.5285(3) 0.2188(2) 0.0731(19) Uani 1 1 d . . . . .
H60 H 0.4610 0.5565 0.2323 0.088 Uiso 1 1 calc R U . . .
C61 C 0.3061(6) 0.5522(3) 0.2022(3) 0.087(2) Uani 1 1 d . . . . .
H61 H 0.2919 0.5968 0.2044 0.104 Uiso 1 1 calc R U . . .
C62 C 0.2254(5) 0.5106(3) 0.1823(3) 0.093(2) Uani 1 1 d . . . . .
H62 H 0.1571 0.5269 0.1706 0.111 Uiso 1 1 calc R U . . .
C63 C 0.2471(5) 0.4436(3) 0.1799(2) 0.0747(19) Uani 1 1 d . . . . .
H63 H 0.1924 0.4152 0.1672 0.090 Uiso 1 1 calc R U . . .
C64 C 0.3477(5) 0.4199(3) 0.1959(2) 0.0498(15) Uani 1 1 d . . . . .
C65 C 0.3694(4) 0.3469(2) 0.1966(2) 0.0583(16) Uani 1 1 d . . . . .
H65A H 0.4480 0.3399 0.1951 0.070 Uiso 1 1 calc R U . . .
H65B H 0.3480 0.3295 0.2289 0.070 Uiso 1 1 calc R U . . .
C66 C 0.2302(4) 0.2673(2) 0.1643(2) 0.0376(14) Uani 1 1 d . . . . .
C67 C 0.2047(4) 0.2292(2) 0.11484(18) 0.0334(13) Uani 1 1 d . . . . .
C68 C 0.2758(4) 0.2632(2) 0.0783(2) 0.0341(13) Uani 1 1 d . . . . .
C69 C 0.2923(4) 0.2523(2) 0.0282(2) 0.0479(15) Uani 1 1 d . . . . .
H69 H 0.2472 0.2232 0.0095 0.057 Uiso 1 1 calc R U . . .
C70 C 0.3754(5) 0.2843(3) 0.0048(2) 0.0657(18) Uani 1 1 d . . . . .
H70 H 0.3865 0.2767 -0.0294 0.079 Uiso 1 1 calc R U . . .
C71 C 0.4418(5) 0.3276(3) 0.0328(3) 0.0669(19) Uani 1 1 d . . . . .
H71 H 0.4986 0.3485 0.0170 0.080 Uiso 1 1 calc R U . . .
C72 C 0.4266(4) 0.3408(3) 0.0832(2) 0.0551(16) Uani 1 1 d . . . . .
H72 H 0.4705 0.3709 0.1016 0.066 Uiso 1 1 calc R U . . .
C73 C 0.3430(4) 0.3073(2) 0.1055(2) 0.0374(13) Uani 1 1 d . . . . .
C74 C 0.0318(4) 0.2879(3) 0.07624(19) 0.0435(14) Uani 1 1 d . . . . .
C75 C 0.0841(4) 0.2290(2) 0.09938(17) 0.0351(13) Uani 1 1 d . . . . .
C76 C 0.0048(4) 0.1837(2) 0.10231(18) 0.0378(13) Uani 1 1 d . . . . .
C77 C -0.1018(5) 0.2111(3) 0.07614(19) 0.0448(15) Uani 1 1 d . . . . .
C78 C -0.1565(4) 0.3185(2) 0.0374(2) 0.081(2) Uani 1 1 d . . . . .
H78A H -0.2128 0.2947 0.0180 0.121 Uiso 1 1 calc R U . . .
H78B H -0.1201 0.3475 0.0151 0.121 Uiso 1 1 calc R U . . .
H78C H -0.1893 0.3434 0.0635 0.121 Uiso 1 1 calc R U . . .
N1 N 0.5070(3) 0.21138(19) 0.35886(15) 0.0416(11) Uani 1 1 d . . . . .
N2 N 0.2006(3) 0.02276(19) 0.32209(17) 0.0429(11) Uani 1 1 d . . . . .
N3 N 0.5805(3) 0.0619(2) 0.42376(16) 0.0499(12) Uani 1 1 d . . . . .
N4 N 0.0010(3) 0.12465(19) 0.12650(16) 0.0444(12) Uani 1 1 d . . . . .
N5 N 0.3134(3) 0.31004(18) 0.15588(18) 0.0392(11) Uani 1 1 d . . . . .
N6 N -0.0761(3) 0.2725(2) 0.06104(16) 0.0519(12) Uani 1 1 d . . . . .
O1 O 0.3245(3) 0.07632(15) 0.27403(13) 0.0477(10) Uani 1 1 d . . . . .
O2 O 0.4332(3) -0.00767(17) 0.41011(14) 0.0647(11) Uani 1 1 d . . . . .
O3 O 0.6977(3) 0.14781(17) 0.41543(14) 0.0662(12) Uani 1 1 d . . . . .
O4 O 0.1888(3) 0.25979(16) 0.20491(14) 0.0552(11) Uani 1 1 d . . . . .
O5 O 0.0735(3) 0.34095(17) 0.07133(15) 0.0696(12) Uani 1 1 d . . . . .
O6 O -0.1914(3) 0.18492(17) 0.07041(13) 0.0616(11) 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 C10 1.374(6) . ?
C1 C2 1.382(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(6) . ?
C2 H2 0.9300 . ?
C3 C8 1.397(6) . ?
C3 C4 1.540(6) . ?
C4 C5 1.506(7) . ?
C4 C6 1.519(7) . ?
C4 C7 1.536(7) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.372(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.376(6) . ?
C9 H9 0.9300 . ?
C10 N1 1.460(5) . ?
C11 C12 1.319(5) . ?
C11 N1 1.409(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.478(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.531(6) . ?
C13 C33 1.590(5) . ?
C13 H13 0.9800 . ?
C14 C15 1.345(6) . ?
C14 C19 1.388(6) . ?
C15 C16 1.397(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.362(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.351(8) . ?
C17 H17 0.9300 . ?
C18 C19 1.383(7) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.374(7) . ?
C20 C25 1.377(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.330(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.363(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.397(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.373(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.498(6) . ?
C26 N2 1.460(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.367(6) . ?
C27 C32 1.382(6) . ?
C27 N2 1.383(5) . ?
C28 C29 1.370(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.392(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.387(6) . ?
C30 H30 0.9300 . ?
C31 C32 1.363(6) . ?
C31 H31 0.9300 . ?
C32 C33 1.500(6) . ?
C33 C36 1.500(6) . ?
C33 C34 1.534(6) . ?
C34 O1 1.209(5) . ?
C34 N2 1.380(5) . ?
C35 O2 1.217(5) . ?
C35 N3 1.386(5) . ?
C35 C36 1.477(6) . ?
C36 C37 1.347(5) . ?
C37 N1 1.372(5) . ?
C37 C38 1.516(6) . ?
C38 O3 1.201(5) . ?
C38 N3 1.372(6) . ?
C39 N3 1.458(5) . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 C49 1.358(6) . ?
C40 C41 1.385(6) . ?
C40 H40 0.9300 . ?
C41 C42 1.378(6) . ?
C41 H41 0.9300 . ?
C42 C47 1.389(6) . ?
C42 C43 1.520(7) . ?
C43 C45 1.476(7) . ?
C43 C46 1.496(8) . ?
C43 C44 1.521(8) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C48 1.400(6) . ?
C47 H47 0.9300 . ?
C48 C49 1.361(6) . ?
C48 H48 0.9300 . ?
C49 N4 1.457(5) . ?
C50 C51 1.321(5) . ?
C50 N4 1.400(5) . ?
C50 H50 0.9300 . ?
C51 C52 1.487(6) . ?
C51 H51 0.9300 . ?
C52 C53 1.513(6) . ?
C52 C67 1.585(6) . ?
C52 H52 0.9800 . ?
C53 C54 1.358(6) . ?
C53 C58 1.389(6) . ?
C54 C55 1.378(6) . ?
C54 H54 0.9300 . ?
C55 C56 1.375(8) . ?
C55 H55 0.9300 . ?
C56 C57 1.357(8) . ?
C56 H56 0.9300 . ?
C57 C58 1.378(7) . ?
C57 H57 0.9300 . ?
C58 H58 0.9300 . ?
C59 C64 1.369(6) . ?
C59 C60 1.388(7) . ?
C59 H59 0.9300 . ?
C60 C61 1.363(7) . ?
C60 H60 0.9300 . ?
C61 C62 1.380(7) . ?
C61 H61 0.9300 . ?
C62 C63 1.398(7) . ?
C62 H62 0.9300 . ?
C63 C64 1.360(6) . ?
C63 H63 0.9300 . ?
C64 C65 1.518(6) . ?
C65 N5 1.444(5) . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C66 O4 1.216(5) . ?
C66 N5 1.366(5) . ?
C66 C67 1.529(6) . ?
C67 C75 1.498(5) . ?
C67 C68 1.502(6) . ?
C68 C69 1.359(6) . ?
C68 C73 1.387(6) . ?
C69 C70 1.378(6) . ?
C69 H69 0.9300 . ?
C70 C71 1.381(7) . ?
C70 H70 0.9300 . ?
C71 C72 1.372(7) . ?
C71 H71 0.9300 . ?
C72 C73 1.385(6) . ?
C72 H72 0.9300 . ?
C73 N5 1.393(5) . ?
C74 O5 1.208(5) . ?
C74 N6 1.385(6) . ?
C74 C75 1.476(6) . ?
C75 C76 1.344(6) . ?
C76 N4 1.368(5) . ?
C76 C77 1.536(6) . ?
C77 O6 1.216(5) . ?
C77 N6 1.360(6) . ?
C78 N6 1.468(5) . ?
C78 H78A 0.9600 . ?
C78 H78B 0.9600 . ?
C78 H78C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C10 C1 C2 120.1(5) . . ?
C10 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 121.4(5) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C2 C3 C8 118.0(5) . . ?
C2 C3 C4 123.1(5) . . ?
C8 C3 C4 118.9(5) . . ?
C5 C4 C6 110.1(5) . . ?
C5 C4 C7 109.1(5) . . ?
C6 C4 C7 107.0(5) . . ?
C5 C4 C3 110.2(5) . . ?
C6 C4 C3 111.3(5) . . ?
C7 C4 C3 109.1(5) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 C3 120.7(5) . . ?
C9 C8 H8 119.7 . . ?
C3 C8 H8 119.7 . . ?
C8 C9 C10 120.5(5) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C1 C10 C9 119.2(5) . . ?
C1 C10 N1 120.6(5) . . ?
C9 C10 N1 120.2(5) . . ?
C12 C11 N1 127.5(5) . . ?
C12 C11 H11 116.3 . . ?
N1 C11 H11 116.3 . . ?
C11 C12 C13 125.2(5) . . ?
C11 C12 H12 117.4 . . ?
C13 C12 H12 117.4 . . ?
C12 C13 C14 112.5(4) . . ?
C12 C13 C33 113.8(4) . . ?
C14 C13 C33 111.4(4) . . ?
C12 C13 H13 106.2 . . ?
C14 C13 H13 106.2 . . ?
C33 C13 H13 106.2 . . ?
C15 C14 C19 118.6(5) . . ?
C15 C14 C13 122.1(5) . . ?
C19 C14 C13 119.2(5) . . ?
C14 C15 C16 121.4(5) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 119.1(6) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C18 C17 C16 120.6(7) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C17 C18 C19 120.1(7) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 C14 120.3(6) . . ?
C18 C19 H19 119.9 . . ?
C14 C19 H19 119.9 . . ?
C21 C20 C25 121.1(6) . . ?
C21 C20 H20 119.4 . . ?
C25 C20 H20 119.4 . . ?
C22 C21 C20 120.3(6) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 121.2(6) . . ?
C21 C22 H22 119.4 . . ?
C23 C22 H22 119.4 . . ?
C22 C23 C24 118.9(6) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
C25 C24 C23 120.7(5) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C20 117.8(5) . . ?
C24 C25 C26 121.8(5) . . ?
C20 C25 C26 120.3(6) . . ?
N2 C26 C25 112.0(4) . . ?
N2 C26 H26A 109.2 . . ?
C25 C26 H26A 109.2 . . ?
N2 C26 H26B 109.2 . . ?
C25 C26 H26B 109.2 . . ?
H26A C26 H26B 107.9 . . ?
C28 C27 C32 122.2(5) . . ?
C28 C27 N2 127.8(5) . . ?
C32 C27 N2 110.0(5) . . ?
C27 C28 C29 117.0(5) . . ?
C27 C28 H28 121.5 . . ?
C29 C28 H28 121.5 . . ?
C28 C29 C30 122.2(5) . . ?
C28 C29 H29 118.9 . . ?
C30 C29 H29 118.9 . . ?
C31 C30 C29 119.2(5) . . ?
C31 C30 H30 120.4 . . ?
C29 C30 H30 120.4 . . ?
C32 C31 C30 119.0(5) . . ?
C32 C31 H31 120.5 . . ?
C30 C31 H31 120.5 . . ?
C31 C32 C27 120.4(5) . . ?
C31 C32 C33 130.4(5) . . ?
C27 C32 C33 109.1(5) . . ?
C32 C33 C36 114.2(4) . . ?
C32 C33 C34 102.0(4) . . ?
C36 C33 C34 112.7(4) . . ?
C32 C33 C13 109.3(4) . . ?
C36 C33 C13 109.7(4) . . ?
C34 C33 C13 108.5(4) . . ?
O1 C34 N2 125.3(5) . . ?
O1 C34 C33 127.3(5) . . ?
N2 C34 C33 107.4(5) . . ?
O2 C35 N3 124.0(5) . . ?
O2 C35 C36 128.4(5) . . ?
N3 C35 C36 107.5(4) . . ?
C37 C36 C35 107.3(4) . . ?
C37 C36 C33 133.0(4) . . ?
C35 C36 C33 119.6(4) . . ?
C36 C37 N1 131.5(4) . . ?
C36 C37 C38 108.6(4) . . ?
N1 C37 C38 119.7(4) . . ?
O3 C38 N3 124.9(5) . . ?
O3 C38 C37 129.7(5) . . ?
N3 C38 C37 105.3(5) . . ?
N3 C39 H39A 109.5 . . ?
N3 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N3 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C49 C40 C41 120.0(5) . . ?
C49 C40 H40 120.0 . . ?
C41 C40 H40 120.0 . . ?
C42 C41 C40 122.9(5) . . ?
C42 C41 H41 118.5 . . ?
C40 C41 H41 118.5 . . ?
C41 C42 C47 115.4(5) . . ?
C41 C42 C43 123.8(6) . . ?
C47 C42 C43 120.8(6) . . ?
C45 C43 C46 106.8(6) . . ?
C45 C43 C42 112.2(5) . . ?
C46 C43 C42 110.6(5) . . ?
C45 C43 C44 111.0(6) . . ?
C46 C43 C44 107.2(6) . . ?
C42 C43 C44 109.0(5) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C43 C45 H45A 109.5 . . ?
C43 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C43 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C42 C47 C48 122.2(5) . . ?
C42 C47 H47 118.9 . . ?
C48 C47 H47 118.9 . . ?
C49 C48 C47 119.6(5) . . ?
C49 C48 H48 120.2 . . ?
C47 C48 H48 120.2 . . ?
C40 C49 C48 119.8(5) . . ?
C40 C49 N4 120.2(5) . . ?
C48 C49 N4 119.9(5) . . ?
C51 C50 N4 127.4(5) . . ?
C51 C50 H50 116.3 . . ?
N4 C50 H50 116.3 . . ?
C50 C51 C52 126.6(5) . . ?
C50 C51 H51 116.7 . . ?
C52 C51 H51 116.7 . . ?
C51 C52 C53 111.6(4) . . ?
C51 C52 C67 112.9(4) . . ?
C53 C52 C67 111.1(4) . . ?
C51 C52 H52 106.9 . . ?
C53 C52 H52 106.9 . . ?
C67 C52 H52 106.9 . . ?
C54 C53 C58 117.6(5) . . ?
C54 C53 C52 122.7(5) . . ?
C58 C53 C52 119.7(5) . . ?
C53 C54 C55 121.1(6) . . ?
C53 C54 H54 119.5 . . ?
C55 C54 H54 119.5 . . ?
C56 C55 C54 120.6(7) . . ?
C56 C55 H55 119.7 . . ?
C54 C55 H55 119.7 . . ?
C57 C56 C55 119.4(7) . . ?
C57 C56 H56 120.3 . . ?
C55 C56 H56 120.3 . . ?
C56 C57 C58 119.7(7) . . ?
C56 C57 H57 120.2 . . ?
C58 C57 H57 120.2 . . ?
C57 C58 C53 121.6(6) . . ?
C57 C58 H58 119.2 . . ?
C53 C58 H58 119.2 . . ?
C64 C59 C60 121.1(6) . . ?
C64 C59 H59 119.4 . . ?
C60 C59 H59 119.4 . . ?
C61 C60 C59 119.3(6) . . ?
C61 C60 H60 120.3 . . ?
C59 C60 H60 120.3 . . ?
C60 C61 C62 120.3(6) . . ?
C60 C61 H61 119.8 . . ?
C62 C61 H61 119.8 . . ?
C61 C62 C63 119.4(6) . . ?
C61 C62 H62 120.3 . . ?
C63 C62 H62 120.3 . . ?
C64 C63 C62 120.3(6) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C63 C64 C59 119.5(5) . . ?
C63 C64 C65 120.6(5) . . ?
C59 C64 C65 119.8(5) . . ?
N5 C65 C64 115.6(4) . . ?
N5 C65 H65A 108.4 . . ?
C64 C65 H65A 108.4 . . ?
N5 C65 H65B 108.4 . . ?
C64 C65 H65B 108.4 . . ?
H65A C65 H65B 107.4 . . ?
O4 C66 N5 125.0(5) . . ?
O4 C66 C67 127.2(5) . . ?
N5 C66 C67 107.8(5) . . ?
C75 C67 C68 114.9(4) . . ?
C75 C67 C66 112.0(4) . . ?
C68 C67 C66 102.1(4) . . ?
C75 C67 C52 109.5(4) . . ?
C68 C67 C52 109.0(4) . . ?
C66 C67 C52 108.9(4) . . ?
C69 C68 C73 119.1(5) . . ?
C69 C68 C67 131.8(5) . . ?
C73 C68 C67 108.6(5) . . ?
C68 C69 C70 120.5(5) . . ?
C68 C69 H69 119.7 . . ?
C70 C69 H69 119.7 . . ?
C69 C70 C71 119.4(6) . . ?
C69 C70 H70 120.3 . . ?
C71 C70 H70 120.3 . . ?
C72 C71 C70 121.9(6) . . ?
C72 C71 H71 119.1 . . ?
C70 C71 H71 119.1 . . ?
C71 C72 C73 117.0(5) . . ?
C71 C72 H72 121.5 . . ?
C73 C72 H72 121.5 . . ?
C72 C73 C68 122.1(5) . . ?
C72 C73 N5 128.3(5) . . ?
C68 C73 N5 109.6(5) . . ?
O5 C74 N6 124.8(5) . . ?
O5 C74 C75 127.2(5) . . ?
N6 C74 C75 108.0(4) . . ?
C76 C75 C74 107.1(4) . . ?
C76 C75 C67 132.9(5) . . ?
C74 C75 C67 120.0(4) . . ?
C75 C76 N4 133.0(5) . . ?
C75 C76 C77 108.3(4) . . ?
N4 C76 C77 118.5(4) . . ?
O6 C77 N6 126.2(5) . . ?
O6 C77 C76 128.5(5) . . ?
N6 C77 C76 105.3(5) . . ?
N6 C78 H78A 109.5 . . ?
N6 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
N6 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C37 N1 C11 122.0(4) . . ?
C37 N1 C10 122.9(4) . . ?
C11 N1 C10 115.1(4) . . ?
C34 N2 C27 111.3(4) . . ?
C34 N2 C26 122.9(5) . . ?
C27 N2 C26 125.6(4) . . ?
C38 N3 C35 110.9(4) . . ?
C38 N3 C39 123.6(4) . . ?
C35 N3 C39 125.3(4) . . ?
C76 N4 C50 121.3(4) . . ?
C76 N4 C49 124.8(4) . . ?
C50 N4 C49 113.8(4) . . ?
C66 N5 C73 111.4(4) . . ?
C66 N5 C65 122.5(5) . . ?
C73 N5 C65 125.8(4) . . ?
C77 N6 C74 111.0(4) . . ?
C77 N6 C78 123.8(4) . . ?
C74 N6 C78 124.8(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 1.6(7) . . . . ?
C1 C2 C3 C8 -2.1(7) . . . . ?
C1 C2 C3 C4 179.5(5) . . . . ?
C2 C3 C4 C5 118.1(6) . . . . ?
C8 C3 C4 C5 -60.4(7) . . . . ?
C2 C3 C4 C6 -4.4(8) . . . . ?
C8 C3 C4 C6 177.2(5) . . . . ?
C2 C3 C4 C7 -122.2(5) . . . . ?
C8 C3 C4 C7 59.4(6) . . . . ?
C2 C3 C8 C9 1.1(7) . . . . ?
C4 C3 C8 C9 179.6(5) . . . . ?
C3 C8 C9 C10 0.3(7) . . . . ?
C2 C1 C10 C9 -0.1(7) . . . . ?
C2 C1 C10 N1 178.9(4) . . . . ?
C8 C9 C10 C1 -0.8(7) . . . . ?
C8 C9 C10 N1 -179.9(4) . . . . ?
N1 C11 C12 C13 7.2(8) . . . . ?
C11 C12 C13 C14 166.5(5) . . . . ?
C11 C12 C13 C33 -65.5(6) . . . . ?
C12 C13 C14 C15 49.3(6) . . . . ?
C33 C13 C14 C15 -79.8(6) . . . . ?
C12 C13 C14 C19 -133.5(5) . . . . ?
C33 C13 C14 C19 97.3(5) . . . . ?
C19 C14 C15 C16 -1.9(7) . . . . ?
C13 C14 C15 C16 175.2(4) . . . . ?
C14 C15 C16 C17 0.9(8) . . . . ?
C15 C16 C17 C18 0.7(10) . . . . ?
C16 C17 C18 C19 -1.2(10) . . . . ?
C17 C18 C19 C14 0.2(9) . . . . ?
C15 C14 C19 C18 1.4(8) . . . . ?
C13 C14 C19 C18 -175.8(5) . . . . ?
C25 C20 C21 C22 0.1(9) . . . . ?
C20 C21 C22 C23 -0.1(10) . . . . ?
C21 C22 C23 C24 -0.2(10) . . . . ?
C22 C23 C24 C25 0.5(9) . . . . ?
C23 C24 C25 C20 -0.4(8) . . . . ?
C23 C24 C25 C26 -177.5(5) . . . . ?
C21 C20 C25 C24 0.1(8) . . . . ?
C21 C20 C25 C26 177.3(5) . . . . ?
C24 C25 C26 N2 -43.5(7) . . . . ?
C20 C25 C26 N2 139.5(5) . . . . ?
C32 C27 C28 C29 -0.9(8) . . . . ?
N2 C27 C28 C29 177.9(5) . . . . ?
C27 C28 C29 C30 1.5(9) . . . . ?
C28 C29 C30 C31 -1.0(9) . . . . ?
C29 C30 C31 C32 -0.2(8) . . . . ?
C30 C31 C32 C27 0.7(7) . . . . ?
C30 C31 C32 C33 175.8(5) . . . . ?
C28 C27 C32 C31 -0.2(7) . . . . ?
N2 C27 C32 C31 -179.2(4) . . . . ?
C28 C27 C32 C33 -176.2(5) . . . . ?
N2 C27 C32 C33 4.7(5) . . . . ?
C31 C32 C33 C36 57.5(7) . . . . ?
C27 C32 C33 C36 -127.0(4) . . . . ?
C31 C32 C33 C34 179.4(5) . . . . ?
C27 C32 C33 C34 -5.0(5) . . . . ?
C31 C32 C33 C13 -65.8(6) . . . . ?
C27 C32 C33 C13 109.7(4) . . . . ?
C12 C13 C33 C32 -173.1(4) . . . . ?
C14 C13 C33 C32 -44.7(5) . . . . ?
C12 C13 C33 C36 60.9(5) . . . . ?
C14 C13 C33 C36 -170.7(4) . . . . ?
C12 C13 C33 C34 -62.7(5) . . . . ?
C14 C13 C33 C34 65.7(5) . . . . ?
C32 C33 C34 O1 -176.5(5) . . . . ?
C36 C33 C34 O1 -53.5(6) . . . . ?
C13 C33 C34 O1 68.2(6) . . . . ?
C32 C33 C34 N2 3.6(5) . . . . ?
C36 C33 C34 N2 126.6(4) . . . . ?
C13 C33 C34 N2 -111.6(4) . . . . ?
O2 C35 C36 C37 -173.9(5) . . . . ?
N3 C35 C36 C37 5.2(5) . . . . ?
O2 C35 C36 C33 8.4(8) . . . . ?
N3 C35 C36 C33 -172.5(4) . . . . ?
C32 C33 C36 C37 -138.7(5) . . . . ?
C34 C33 C36 C37 105.4(6) . . . . ?
C13 C33 C36 C37 -15.7(7) . . . . ?
C32 C33 C36 C35 38.3(6) . . . . ?
C34 C33 C36 C35 -77.5(5) . . . . ?
C13 C33 C36 C35 161.4(4) . . . . ?
C35 C36 C37 N1 171.9(5) . . . . ?
C33 C36 C37 N1 -10.8(9) . . . . ?
C35 C36 C37 C38 -2.5(5) . . . . ?
C33 C36 C37 C38 174.8(5) . . . . ?
C36 C37 C38 O3 177.6(5) . . . . ?
N1 C37 C38 O3 2.3(8) . . . . ?
C36 C37 C38 N3 -1.0(5) . . . . ?
N1 C37 C38 N3 -176.2(4) . . . . ?
C49 C40 C41 C42 -0.2(8) . . . . ?
C40 C41 C42 C47 1.0(7) . . . . ?
C40 C41 C42 C43 -179.7(5) . . . . ?
C41 C42 C43 C45 11.9(9) . . . . ?
C47 C42 C43 C45 -168.9(6) . . . . ?
C41 C42 C43 C46 131.0(6) . . . . ?
C47 C42 C43 C46 -49.8(8) . . . . ?
C41 C42 C43 C44 -111.4(7) . . . . ?
C47 C42 C43 C44 67.8(7) . . . . ?
C41 C42 C47 C48 -0.8(7) . . . . ?
C43 C42 C47 C48 179.9(5) . . . . ?
C42 C47 C48 C49 -0.1(7) . . . . ?
C41 C40 C49 C48 -0.9(7) . . . . ?
C41 C40 C49 N4 -176.9(4) . . . . ?
C47 C48 C49 C40 1.0(7) . . . . ?
C47 C48 C49 N4 177.1(4) . . . . ?
N4 C50 C51 C52 -8.8(8) . . . . ?
C50 C51 C52 C53 -168.4(5) . . . . ?
C50 C51 C52 C67 65.6(6) . . . . ?
C51 C52 C53 C54 -46.6(6) . . . . ?
C67 C52 C53 C54 80.4(6) . . . . ?
C51 C52 C53 C58 135.1(5) . . . . ?
C67 C52 C53 C58 -97.9(5) . . . . ?
C58 C53 C54 C55 2.0(7) . . . . ?
C52 C53 C54 C55 -176.3(4) . . . . ?
C53 C54 C55 C56 -1.3(8) . . . . ?
C54 C55 C56 C57 0.8(10) . . . . ?
C55 C56 C57 C58 -1.0(10) . . . . ?
C56 C57 C58 C53 1.7(9) . . . . ?
C54 C53 C58 C57 -2.2(8) . . . . ?
C52 C53 C58 C57 176.1(5) . . . . ?
C64 C59 C60 C61 -1.0(9) . . . . ?
C59 C60 C61 C62 0.3(10) . . . . ?
C60 C61 C62 C63 0.9(10) . . . . ?
C61 C62 C63 C64 -1.5(10) . . . . ?
C62 C63 C64 C59 0.8(9) . . . . ?
C62 C63 C64 C65 176.0(5) . . . . ?
C60 C59 C64 C63 0.4(8) . . . . ?
C60 C59 C64 C65 -174.8(5) . . . . ?
C63 C64 C65 N5 34.9(7) . . . . ?
C59 C64 C65 N5 -150.0(5) . . . . ?
O4 C66 C67 C75 53.3(6) . . . . ?
N5 C66 C67 C75 -129.9(4) . . . . ?
O4 C66 C67 C68 176.8(5) . . . . ?
N5 C66 C67 C68 -6.5(5) . . . . ?
O4 C66 C67 C52 -68.0(6) . . . . ?
N5 C66 C67 C52 108.7(4) . . . . ?
C51 C52 C67 C75 -60.7(5) . . . . ?
C53 C52 C67 C75 173.0(4) . . . . ?
C51 C52 C67 C68 172.8(4) . . . . ?
C53 C52 C67 C68 46.5(5) . . . . ?
C51 C52 C67 C66 62.2(5) . . . . ?
C53 C52 C67 C66 -64.1(5) . . . . ?
C75 C67 C68 C69 -59.5(7) . . . . ?
C66 C67 C68 C69 179.0(5) . . . . ?
C52 C67 C68 C69 63.8(6) . . . . ?
C75 C67 C68 C73 129.2(4) . . . . ?
C66 C67 C68 C73 7.7(5) . . . . ?
C52 C67 C68 C73 -107.5(4) . . . . ?
C73 C68 C69 C70 0.7(7) . . . . ?
C67 C68 C69 C70 -169.9(5) . . . . ?
C68 C69 C70 C71 -0.1(7) . . . . ?
C69 C70 C71 C72 -1.1(8) . . . . ?
C70 C71 C72 C73 1.7(8) . . . . ?
C71 C72 C73 C68 -1.1(7) . . . . ?
C71 C72 C73 N5 177.5(4) . . . . ?
C69 C68 C73 C72 -0.1(7) . . . . ?
C67 C68 C73 C72 172.5(4) . . . . ?
C69 C68 C73 N5 -178.9(4) . . . . ?
C67 C68 C73 N5 -6.3(5) . . . . ?
O5 C74 C75 C76 173.0(5) . . . . ?
N6 C74 C75 C76 -6.5(5) . . . . ?
O5 C74 C75 C67 -6.5(8) . . . . ?
N6 C74 C75 C67 174.1(4) . . . . ?
C68 C67 C75 C76 140.6(6) . . . . ?
C66 C67 C75 C76 -103.5(6) . . . . ?
C52 C67 C75 C76 17.5(7) . . . . ?
C68 C67 C75 C74 -40.1(6) . . . . ?
C66 C67 C75 C74 75.8(5) . . . . ?
C52 C67 C75 C74 -163.1(4) . . . . ?
C74 C75 C76 N4 -168.9(5) . . . . ?
C67 C75 C76 N4 10.5(10) . . . . ?
C74 C75 C76 C77 4.9(5) . . . . ?
C67 C75 C76 C77 -175.7(5) . . . . ?
C75 C76 C77 O6 179.3(5) . . . . ?
N4 C76 C77 O6 -5.8(8) . . . . ?
C75 C76 C77 N6 -1.8(5) . . . . ?
N4 C76 C77 N6 173.0(4) . . . . ?
C36 C37 N1 C11 -13.2(8) . . . . ?
C38 C37 N1 C11 160.8(4) . . . . ?
C36 C37 N1 C10 171.0(5) . . . . ?
C38 C37 N1 C10 -15.0(7) . . . . ?
C12 C11 N1 C37 33.5(7) . . . . ?
C12 C11 N1 C10 -150.4(5) . . . . ?
C1 C10 N1 C37 118.3(5) . . . . ?
C9 C10 N1 C37 -62.6(6) . . . . ?
C1 C10 N1 C11 -57.7(6) . . . . ?
C9 C10 N1 C11 121.3(5) . . . . ?
O1 C34 N2 C27 179.0(5) . . . . ?
C33 C34 N2 C27 -1.1(5) . . . . ?
O1 C34 N2 C26 -6.2(7) . . . . ?
C33 C34 N2 C26 173.7(4) . . . . ?
C28 C27 N2 C34 178.7(5) . . . . ?
C32 C27 N2 C34 -2.3(5) . . . . ?
C28 C27 N2 C26 4.1(8) . . . . ?
C32 C27 N2 C26 -176.9(4) . . . . ?
C25 C26 N2 C34 124.0(5) . . . . ?
C25 C26 N2 C27 -62.0(6) . . . . ?
O3 C38 N3 C35 -174.2(5) . . . . ?
C37 C38 N3 C35 4.4(5) . . . . ?
O3 C38 N3 C39 0.4(8) . . . . ?
C37 C38 N3 C39 179.1(4) . . . . ?
O2 C35 N3 C38 173.1(5) . . . . ?
C36 C35 N3 C38 -6.0(6) . . . . ?
O2 C35 N3 C39 -1.5(8) . . . . ?
C36 C35 N3 C39 179.4(4) . . . . ?
C75 C76 N4 C50 10.9(8) . . . . ?
C77 C76 N4 C50 -162.4(4) . . . . ?
C75 C76 N4 C49 -171.5(5) . . . . ?
C77 C76 N4 C49 15.2(7) . . . . ?
C51 C50 N4 C76 -30.4(7) . . . . ?
C51 C50 N4 C49 151.8(5) . . . . ?
C40 C49 N4 C76 -117.2(5) . . . . ?
C48 C49 N4 C76 66.8(6) . . . . ?
C40 C49 N4 C50 60.5(6) . . . . ?
C48 C49 N4 C50 -115.5(5) . . . . ?
O4 C66 N5 C73 180.0(4) . . . . ?
C67 C66 N5 C73 3.1(5) . . . . ?
O4 C66 N5 C65 6.4(7) . . . . ?
C67 C66 N5 C65 -170.4(4) . . . . ?
C72 C73 N5 C66 -176.8(5) . . . . ?
C68 C73 N5 C66 2.0(5) . . . . ?
C72 C73 N5 C65 -3.5(7) . . . . ?
C68 C73 N5 C65 175.3(4) . . . . ?
C64 C65 N5 C66 -110.8(5) . . . . ?
C64 C65 N5 C73 76.6(6) . . . . ?
O6 C77 N6 C74 176.5(5) . . . . ?
C76 C77 N6 C74 -2.4(5) . . . . ?
O6 C77 N6 C78 3.3(8) . . . . ?
C76 C77 N6 C78 -175.5(4) . . . . ?
O5 C74 N6 C77 -174.0(5) . . . . ?
C75 C74 N6 C77 5.4(6) . . . . ?
O5 C74 N6 C78 -0.9(8) . . . . ?
C75 C74 N6 C78 178.5(4) . . . . ?

_refine_diff_density_max         0.225
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.050

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

data_6d
_database_code_depnum_ccdc_archive 'CCDC 2208732'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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         'C39 H38 N2 O3'
_chemical_formula_sum            'C39 H38 N2 O3'
_chemical_formula_weight         582.71

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           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

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

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

_cell_length_a                   20.948(2)
_cell_length_b                   6.4429(6)
_cell_length_c                   24.542(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.486(3)
_cell_angle_gamma                90
_cell_volume                     3309.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2738
_cell_measurement_theta_min      2.50
_cell_measurement_theta_max      19.76

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_F_000             1240
_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    0.074
_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  0.6924
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28096
_diffrn_reflns_av_unetI/netI     0.1521
_diffrn_reflns_av_R_equivalents  0.1464
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.504
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5829
_reflns_number_gt                2426
_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)+(0.0588P)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         5829
_refine_ls_number_parameters     433
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.2201
_refine_ls_R_factor_gt           0.0699
_refine_ls_wR_factor_ref         0.1447
_refine_ls_wR_factor_gt          0.1185
_refine_ls_goodness_of_fit_ref   0.932
_refine_ls_restrained_S_all      0.943
_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 0.32073(19) 0.9222(6) 0.34693(14) 0.0778(11) Uani 1 1 d . . . . .
H1 H 0.3083 0.8134 0.3690 0.093 Uiso 1 1 calc R U . . .
C2 C 0.3766(2) 0.9058(9) 0.31927(18) 0.1072(16) Uani 1 1 d . . . . .
H2 H 0.4016 0.7870 0.3232 0.129 Uiso 1 1 calc R U . . .
C3 C 0.3949(3) 1.0598(12) 0.2869(2) 0.128(2) Uani 1 1 d . . . . .
H3 H 0.4324 1.0477 0.2682 0.154 Uiso 1 1 calc R U . . .
C4 C 0.3586(3) 1.2341(11) 0.2814(2) 0.132(2) Uani 1 1 d . . . . .
H4 H 0.3713 1.3406 0.2587 0.159 Uiso 1 1 calc R U . . .
C5 C 0.3029(2) 1.2544(7) 0.30931(15) 0.0903(13) Uani 1 1 d . . . . .
H5 H 0.2787 1.3750 0.3057 0.108 Uiso 1 1 calc R U . . .
C6 C 0.28334(16) 1.0965(6) 0.34229(12) 0.0545(9) Uani 1 1 d . . . . .
C7 C 0.22311(15) 1.1245(4) 0.37235(12) 0.0548(9) Uani 1 1 d . . . . .
H7A H 0.2275 1.2481 0.3948 0.066 Uiso 1 1 calc R U . . .
H7B H 0.1881 1.1482 0.3459 0.066 Uiso 1 1 calc R U . . .
C8 C 0.22176(15) 0.9455(5) 0.46092(13) 0.0439(8) Uani 1 1 d . . . . .
C9 C 0.18921(13) 0.7546(4) 0.48549(10) 0.0361(7) Uani 1 1 d . . . . .
C10 C 0.15176(13) 0.6715(4) 0.43624(11) 0.0353(7) Uani 1 1 d . . . . .
C11 C 0.11015(14) 0.5062(5) 0.43044(12) 0.0444(8) Uani 1 1 d . . . . .
H11 H 0.1014 0.4245 0.4605 0.053 Uiso 1 1 calc R U . . .
C12 C 0.08104(15) 0.4612(5) 0.37938(14) 0.0503(9) Uani 1 1 d . . . . .
C13 C 0.03473(16) 0.2833(5) 0.37238(14) 0.0814(12) Uani 1 1 d . . . . .
H13A H 0.0044 0.2888 0.4006 0.122 Uiso 1 1 calc R U . . .
H13B H 0.0577 0.1544 0.3747 0.122 Uiso 1 1 calc R U . . .
H13C H 0.0126 0.2935 0.3374 0.122 Uiso 1 1 calc R U . . .
C14 C 0.09564(16) 0.5850(5) 0.33611(13) 0.0546(9) Uani 1 1 d . . . . .
H14 H 0.0764 0.5558 0.3021 0.066 Uiso 1 1 calc R U . . .
C15 C 0.13752(15) 0.7508(5) 0.34044(12) 0.0516(9) Uani 1 1 d . . . . .
H15 H 0.1469 0.8311 0.3103 0.062 Uiso 1 1 calc R U . . .
C16 C 0.16455(14) 0.7909(5) 0.39107(12) 0.0388(8) Uani 1 1 d . . . . .
C17 C 0.18017(15) 0.7404(5) 0.57963(12) 0.0494(9) Uani 1 1 d . . . . .
H17 H 0.1661 0.7688 0.6143 0.059 Uiso 1 1 calc R U . . .
C18 C 0.15261(14) 0.8220(4) 0.53442(12) 0.0389(8) Uani 1 1 d . . . . .
C19 C 0.10487(15) 0.9830(5) 0.53052(13) 0.0442(8) Uani 1 1 d . . . . .
C20 C 0.03653(16) 1.2018(5) 0.57797(14) 0.0811(12) Uani 1 1 d . . . . .
H20A H 0.0574 1.3282 0.5682 0.122 Uiso 1 1 calc R U . . .
H20B H 0.0193 1.2169 0.6134 0.122 Uiso 1 1 calc R U . . .
H20C H 0.0026 1.1719 0.5516 0.122 Uiso 1 1 calc R U . . .
C21 C 0.4395(2) 0.7022(7) 0.45675(15) 0.0845(12) Uani 1 1 d . . . . .
H21 H 0.4224 0.8129 0.4756 0.101 Uiso 1 1 calc R U . . .
C22 C 0.5019(2) 0.7161(9) 0.43821(19) 0.1110(17) Uani 1 1 d . . . . .
H22 H 0.5266 0.8335 0.4456 0.133 Uiso 1 1 calc R U . . .
C23 C 0.5256(2) 0.5559(11) 0.4094(2) 0.119(2) Uani 1 1 d . . . . .
H23 H 0.5666 0.5652 0.3964 0.142 Uiso 1 1 calc R U . . .
C24 C 0.4907(2) 0.3838(9) 0.39938(18) 0.1167(17) Uani 1 1 d . . . . .
H24 H 0.5077 0.2748 0.3799 0.140 Uiso 1 1 calc R U . . .
C25 C 0.42990(19) 0.3691(7) 0.41795(15) 0.0880(13) Uani 1 1 d . . . . .
H25 H 0.4060 0.2499 0.4105 0.106 Uiso 1 1 calc R U . . .
C26 C 0.40378(16) 0.5270(6) 0.44726(13) 0.0564(9) Uani 1 1 d . . . . .
C27 C 0.33867(15) 0.5023(5) 0.46658(12) 0.0505(9) Uani 1 1 d . . . . .
H27 H 0.3175 0.3816 0.4555 0.061 Uiso 1 1 calc R U . . .
C28 C 0.30664(14) 0.6274(5) 0.49731(11) 0.0447(8) Uani 1 1 d . . . . .
H28 H 0.3273 0.7450 0.5111 0.054 Uiso 1 1 calc R U . . .
C29 C 0.23870(13) 0.5927(4) 0.51162(10) 0.0393(8) Uani 1 1 d . . . . .
H29 H 0.2258 0.4526 0.5001 0.047 Uiso 1 1 calc R U . . .
C30 C 0.26585(14) 0.5048(5) 0.61180(12) 0.0439(8) Uani 1 1 d . . . . .
C31 C 0.28988(14) 0.3101(5) 0.60173(12) 0.0502(9) Uani 1 1 d . . . . .
H31 H 0.2818 0.2472 0.5680 0.060 Uiso 1 1 calc R U . . .
C32 C 0.32613(15) 0.2083(5) 0.64212(13) 0.0567(9) Uani 1 1 d . . . . .
H32 H 0.3418 0.0767 0.6347 0.068 Uiso 1 1 calc R U . . .
C33 C 0.34008(14) 0.2933(6) 0.69288(13) 0.0532(9) Uani 1 1 d . . . . .
C34 C 0.38173(17) 0.1870(7) 0.73737(15) 0.0761(10) Uani 1 1 d D U . . .
C35 C 0.3400(2) 0.1051(10) 0.7817(2) 0.1012(18) Uani 0.859(4) 1 d . U P A 1
H35A H 0.3662 0.0363 0.8092 0.152 Uiso 0.859(4) 1 calc R U P A 1
H35B H 0.3094 0.0086 0.7661 0.152 Uiso 0.859(4) 1 calc R U P A 1
H35C H 0.3179 0.2186 0.7978 0.152 Uiso 0.859(4) 1 calc R U P A 1
C36 C 0.4334(3) 0.3339(9) 0.7589(2) 0.1060(18) Uani 0.859(4) 1 d . U P A 1
H36A H 0.4145 0.4404 0.7804 0.159 Uiso 0.859(4) 1 calc R U P A 1
H36B H 0.4541 0.3963 0.7289 0.159 Uiso 0.859(4) 1 calc R U P A 1
H36C H 0.4642 0.2583 0.7812 0.159 Uiso 0.859(4) 1 calc R U P A 1
C37 C 0.4172(2) -0.0066(8) 0.71364(18) 0.0966(16) Uani 0.859(4) 1 d . U P A 1
H37A H 0.4453 0.0385 0.6861 0.145 Uiso 0.859(4) 1 calc R U P A 1
H37B H 0.3863 -0.1017 0.6979 0.145 Uiso 0.859(4) 1 calc R U P A 1
H37C H 0.4416 -0.0746 0.7425 0.145 Uiso 0.859(4) 1 calc R U P A 1
C35' C 0.3674(14) 0.293(5) 0.7918(6) 0.094(3) Uani 0.141(4) 1 d D U P A 2
H35D H 0.3857 0.4293 0.7927 0.141 Uiso 0.141(4) 1 calc R U P A 2
H35E H 0.3855 0.2120 0.8215 0.141 Uiso 0.141(4) 1 calc R U P A 2
H35F H 0.3220 0.3025 0.7951 0.141 Uiso 0.141(4) 1 calc R U P A 2
C36' C 0.4489(14) 0.233(6) 0.7297(13) 0.091(3) Uani 0.141(4) 1 d . U P A 2
H36D H 0.4642 0.1483 0.7010 0.137 Uiso 0.141(4) 1 calc R U P A 2
H36E H 0.4733 0.2053 0.7629 0.137 Uiso 0.141(4) 1 calc R U P A 2
H36F H 0.4534 0.3770 0.7203 0.137 Uiso 0.141(4) 1 calc R U P A 2
C37' C 0.3653(15) -0.016(5) 0.7487(13) 0.093(3) Uani 0.141(4) 1 d . U P A 2
H37D H 0.3212 -0.0220 0.7576 0.140 Uiso 0.141(4) 1 calc R U P A 2
H37E H 0.3915 -0.0657 0.7791 0.140 Uiso 0.141(4) 1 calc R U P A 2
H37F H 0.3720 -0.1012 0.7174 0.140 Uiso 0.141(4) 1 calc R U P A 2
C38 C 0.31386(17) 0.4879(6) 0.70182(13) 0.0661(10) Uani 1 1 d . . . . .
H38 H 0.3206 0.5489 0.7359 0.079 Uiso 1 1 calc R U . . .
C39 C 0.27826(16) 0.5946(5) 0.66222(13) 0.0617(10) Uani 1 1 d . . . . .
H39 H 0.2627 0.7265 0.6695 0.074 Uiso 1 1 calc R U . . .
N1 N 0.20633(11) 0.9524(4) 0.40682(9) 0.0430(7) Uani 1 1 d . . . . .
N2 N 0.23013(12) 0.6135(4) 0.57109(9) 0.0477(7) Uani 1 1 d . . . . .
O1 O 0.25493(11) 1.0725(3) 0.48578(8) 0.0601(6) Uani 1 1 d . . . . .
O2 O 0.08802(11) 1.0667(3) 0.48851(9) 0.0635(7) Uani 1 1 d . . . . .
O3 O 0.08203(10) 1.0341(3) 0.57913(8) 0.0618(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 C6 1.371(4) . ?
C1 C2 1.382(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.338(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.500(4) . ?
C7 N1 1.447(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.220(3) . ?
C8 N1 1.354(3) . ?
C8 C9 1.542(4) . ?
C9 C10 1.510(4) . ?
C9 C18 1.516(3) . ?
C9 C29 1.586(4) . ?
C10 C11 1.380(4) . ?
C10 C16 1.385(4) . ?
C11 C12 1.400(4) . ?
C11 H11 0.9300 . ?
C12 C14 1.373(4) . ?
C12 C13 1.507(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.383(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.368(4) . ?
C15 H15 0.9300 . ?
C16 N1 1.403(3) . ?
C17 C18 1.336(3) . ?
C17 N2 1.352(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.441(4) . ?
C19 O2 1.203(3) . ?
C19 O3 1.345(3) . ?
C20 O3 1.440(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C26 1.369(4) . ?
C21 C22 1.405(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.357(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.345(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.375(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.374(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.472(4) . ?
C27 C28 1.309(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.497(4) . ?
C28 H28 0.9300 . ?
C29 N2 1.484(3) . ?
C29 H29 0.9800 . ?
C30 C31 1.378(4) . ?
C30 C39 1.381(4) . ?
C30 N2 1.408(3) . ?
C31 C32 1.387(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.380(4) . ?
C32 H32 0.9300 . ?
C33 C38 1.390(4) . ?
C33 C34 1.529(4) . ?
C34 C37' 1.38(3) . ?
C34 C36' 1.46(3) . ?
C34 C36 1.515(6) . ?
C34 C35 1.520(5) . ?
C34 C35' 1.540(5) . ?
C34 C37 1.577(6) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C35' H35D 0.9600 . ?
C35' H35E 0.9600 . ?
C35' H35F 0.9600 . ?
C36' H36D 0.9600 . ?
C36' H36E 0.9600 . ?
C36' H36F 0.9600 . ?
C37' H37D 0.9600 . ?
C37' H37E 0.9600 . ?
C37' H37F 0.9600 . ?
C38 C39 1.382(4) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.9(4) . . ?
C6 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C3 C2 C1 120.4(5) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.8(6) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C3 C4 C5 120.6(5) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 120.1(5) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C1 C6 C5 118.1(4) . . ?
C1 C6 C7 123.2(3) . . ?
C5 C6 C7 118.7(4) . . ?
N1 C7 C6 115.2(3) . . ?
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 125.1(3) . . ?
O1 C8 C9 126.3(3) . . ?
N1 C8 C9 108.6(3) . . ?
C10 C9 C18 118.2(2) . . ?
C10 C9 C8 101.1(2) . . ?
C18 C9 C8 109.2(2) . . ?
C10 C9 C29 113.5(2) . . ?
C18 C9 C29 102.2(2) . . ?
C8 C9 C29 113.0(2) . . ?
C11 C10 C16 119.3(3) . . ?
C11 C10 C9 131.3(3) . . ?
C16 C10 C9 109.4(3) . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C14 C12 C11 118.0(3) . . ?
C14 C12 C13 121.2(3) . . ?
C11 C12 C13 120.8(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 C15 123.4(3) . . ?
C12 C14 H14 118.3 . . ?
C15 C14 H14 118.3 . . ?
C16 C15 C14 116.9(3) . . ?
C16 C15 H15 121.6 . . ?
C14 C15 H15 121.6 . . ?
C15 C16 C10 122.4(3) . . ?
C15 C16 N1 128.3(3) . . ?
C10 C16 N1 109.3(2) . . ?
C18 C17 N2 114.8(3) . . ?
C18 C17 H17 122.6 . . ?
N2 C17 H17 122.6 . . ?
C17 C18 C19 127.7(3) . . ?
C17 C18 C9 109.3(3) . . ?
C19 C18 C9 121.8(3) . . ?
O2 C19 O3 123.2(3) . . ?
O2 C19 C18 123.8(3) . . ?
O3 C19 C18 112.9(3) . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 120.5(4) . . ?
C26 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C23 C22 C21 119.1(5) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C24 C23 C22 121.0(5) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C23 C24 C25 120.0(5) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 121.2(4) . . ?
C26 C25 H25 119.4 . . ?
C24 C25 H25 119.4 . . ?
C21 C26 C25 118.2(3) . . ?
C21 C26 C27 122.9(4) . . ?
C25 C26 C27 119.0(3) . . ?
C28 C27 C26 128.6(3) . . ?
C28 C27 H27 115.7 . . ?
C26 C27 H27 115.7 . . ?
C27 C28 C29 124.0(3) . . ?
C27 C28 H28 118.0 . . ?
C29 C28 H28 118.0 . . ?
N2 C29 C28 111.9(2) . . ?
N2 C29 C9 103.5(2) . . ?
C28 C29 C9 114.7(2) . . ?
N2 C29 H29 108.8 . . ?
C28 C29 H29 108.8 . . ?
C9 C29 H29 108.8 . . ?
C31 C30 C39 119.1(3) . . ?
C31 C30 N2 120.8(3) . . ?
C39 C30 N2 120.1(3) . . ?
C30 C31 C32 119.7(3) . . ?
C30 C31 H31 120.2 . . ?
C32 C31 H31 120.2 . . ?
C33 C32 C31 123.1(3) . . ?
C33 C32 H32 118.5 . . ?
C31 C32 H32 118.5 . . ?
C32 C33 C38 115.5(3) . . ?
C32 C33 C34 124.0(4) . . ?
C38 C33 C34 120.5(3) . . ?
C37' C34 C36' 117.9(19) . . ?
C36 C34 C35 113.0(4) . . ?
C37' C34 C33 115.3(12) . . ?
C36' C34 C33 109.9(12) . . ?
C36 C34 C33 110.3(3) . . ?
C35 C34 C33 109.8(3) . . ?
C37' C34 C35' 100.6(18) . . ?
C36' C34 C35' 104.3(17) . . ?
C33 C34 C35' 107.1(10) . . ?
C36 C34 C37 106.4(4) . . ?
C35 C34 C37 106.5(4) . . ?
C33 C34 C37 110.7(3) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C34 C36 H36A 109.5 . . ?
C34 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C34 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C34 C35' H35D 109.5 . . ?
C34 C35' H35E 109.5 . . ?
H35D C35' H35E 109.5 . . ?
C34 C35' H35F 109.5 . . ?
H35D C35' H35F 109.5 . . ?
H35E C35' H35F 109.5 . . ?
C34 C36' H36D 109.5 . . ?
C34 C36' H36E 109.5 . . ?
H36D C36' H36E 109.5 . . ?
C34 C36' H36F 109.5 . . ?
H36D C36' H36F 109.5 . . ?
H36E C36' H36F 109.5 . . ?
C34 C37' H37D 109.5 . . ?
C34 C37' H37E 109.5 . . ?
H37D C37' H37E 109.5 . . ?
C34 C37' H37F 109.5 . . ?
H37D C37' H37F 109.5 . . ?
H37E C37' H37F 109.5 . . ?
C39 C38 C33 122.9(3) . . ?
C39 C38 H38 118.6 . . ?
C33 C38 H38 118.6 . . ?
C30 C39 C38 119.8(3) . . ?
C30 C39 H39 120.1 . . ?
C38 C39 H39 120.1 . . ?
C8 N1 C16 111.4(2) . . ?
C8 N1 C7 123.0(3) . . ?
C16 N1 C7 124.9(2) . . ?
C17 N2 C30 125.6(2) . . ?
C17 N2 C29 109.5(2) . . ?
C30 N2 C29 124.7(2) . . ?
C19 O3 C20 115.2(2) . . ?

_refine_diff_density_max         0.168
_refine_diff_density_min         -0.193
_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_3gg
_database_code_depnum_ccdc_archive 'CCDC 2208726'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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 H29 N3 O4'
_chemical_formula_sum            'C36 H29 N3 O4'
_chemical_formula_weight         567.62

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                   11.262(3)
_cell_length_b                   12.483(4)
_cell_length_c                   13.478(4)
_cell_angle_alpha                66.218(9)
_cell_angle_beta                 84.506(9)
_cell_angle_gamma                67.262(8)
_cell_volume                     1595.3(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6965
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      25.65

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.182
_exptl_crystal_F_000             596
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.078
_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  0.6396
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21555
_diffrn_reflns_av_unetI/netI     0.0616
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.002
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             6208
_reflns_number_gt                3756
_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)+(0.0593P)²+0.2034P] 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         6208
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0990
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1348
_refine_ls_wR_factor_gt          0.1163
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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 1.4061(2) 0.7591(2) 0.13383(17) 0.0554(6) Uani 1 1 d . . . . .
H1 H 1.4800 0.6898 0.1367 0.067 Uiso 1 1 calc R U . . .
C2 C 1.4120(3) 0.8776(3) 0.09899(19) 0.0680(7) Uani 1 1 d . . . . .
H2 H 1.4902 0.8869 0.0806 0.082 Uiso 1 1 calc R U . . .
C3 C 1.3031(3) 0.9808(2) 0.09160(19) 0.0675(7) Uani 1 1 d . . . . .
H3 H 1.3070 1.0603 0.0678 0.081 Uiso 1 1 calc R U . . .
C4 C 1.1892(3) 0.9665(2) 0.1191(2) 0.0637(7) Uani 1 1 d . . . . .
H4 H 1.1148 1.0366 0.1134 0.076 Uiso 1 1 calc R U . . .
C5 C 1.1834(2) 0.8476(2) 0.15578(18) 0.0528(6) Uani 1 1 d . . . . .
H5 H 1.1050 0.8389 0.1748 0.063 Uiso 1 1 calc R U . . .
C6 C 1.2913(2) 0.74308(19) 0.16425(16) 0.0421(5) Uani 1 1 d . . . . .
C7 C 1.29114(19) 0.61100(19) 0.20897(18) 0.0488(5) Uani 1 1 d . . . . .
H7A H 1.3438 0.5669 0.1654 0.059 Uiso 1 1 calc R U . . .
H7B H 1.3314 0.5659 0.2824 0.059 Uiso 1 1 calc R U . . .
C8 C 1.0895(2) 0.63489(17) 0.11931(16) 0.0402(5) Uani 1 1 d . . . . .
C9 C 1.1163(2) 0.6795(2) 0.01212(18) 0.0555(6) Uani 1 1 d . . . . .
H9 H 1.1897 0.6980 -0.0086 0.067 Uiso 1 1 calc R U . . .
C10 C 1.0292(3) 0.6959(2) -0.06366(19) 0.0635(7) Uani 1 1 d . . . . .
H10 H 1.0450 0.7253 -0.1369 0.076 Uiso 1 1 calc R U . . .
C11 C 0.9204(3) 0.6698(2) -0.03369(19) 0.0615(7) Uani 1 1 d . . . . .
H11 H 0.8634 0.6826 -0.0867 0.074 Uiso 1 1 calc R U . . .
C12 C 0.8946(2) 0.62498(18) 0.07416(17) 0.0485(5) Uani 1 1 d . . . . .
H12 H 0.8212 0.6065 0.0945 0.058 Uiso 1 1 calc R U . . .
C13 C 0.97977(19) 0.60806(17) 0.15123(15) 0.0386(5) Uani 1 1 d . . . . .
C14 C 0.98289(18) 0.55360(17) 0.27366(15) 0.0346(4) Uani 1 1 d . . . . .
C15 C 1.11392(18) 0.55019(17) 0.30456(17) 0.0374(5) Uani 1 1 d . . . . .
C16 C 1.1031(2) 0.31651(18) 0.31536(16) 0.0397(5) Uani 1 1 d . . . . .
C17 C 0.98489(18) 0.42128(17) 0.31754(15) 0.0345(4) Uani 1 1 d . . . . .
C18 C 0.89291(18) 0.37316(17) 0.35588(15) 0.0354(5) Uani 1 1 d . . . . .
C19 C 0.9521(2) 0.23229(19) 0.37890(16) 0.0410(5) Uani 1 1 d . . . . .
C20 C 1.1710(2) 0.08127(19) 0.3663(2) 0.0590(6) Uani 1 1 d . . . . .
H20A H 1.1648 0.0189 0.4353 0.088 Uiso 1 1 calc R U . . .
H20B H 1.2569 0.0806 0.3616 0.088 Uiso 1 1 calc R U . . .
H20C H 1.1519 0.0620 0.3090 0.088 Uiso 1 1 calc R U . . .
C21 C 0.6011(2) 0.3451(2) 0.36937(18) 0.0563(6) Uani 1 1 d . . . . .
H21 H 0.5915 0.3853 0.2939 0.068 Uiso 1 1 calc R U . . .
C22 C 0.5264(2) 0.2770(2) 0.4238(2) 0.0597(6) Uani 1 1 d . . . . .
H22 H 0.4653 0.2726 0.3855 0.072 Uiso 1 1 calc R U . . .
C23 C 0.5430(2) 0.2157(2) 0.53500(19) 0.0478(5) Uani 1 1 d . . . . .
C24 C 0.3786(3) 0.1381(3) 0.5436(3) 0.0904(9) Uani 1 1 d . . . . .
H24A H 0.3147 0.2222 0.5095 0.136 Uiso 1 1 calc R U . . .
H24B H 0.3395 0.0848 0.5958 0.136 Uiso 1 1 calc R U . . .
H24C H 0.4135 0.1049 0.4894 0.136 Uiso 1 1 calc R U . . .
C25 C 0.6305(2) 0.2264(2) 0.59136(18) 0.0508(6) Uani 1 1 d . . . . .
H25 H 0.6408 0.1857 0.6668 0.061 Uiso 1 1 calc R U . . .
C26 C 0.7026(2) 0.2964(2) 0.53724(18) 0.0471(5) Uani 1 1 d . . . . .
H26 H 0.7602 0.3049 0.5759 0.057 Uiso 1 1 calc R U . . .
C27 C 0.68962(18) 0.35386(18) 0.42617(17) 0.0409(5) Uani 1 1 d . . . . .
C28 C 0.6976(2) 0.56041(19) 0.32749(18) 0.0505(6) Uani 1 1 d . . . . .
H28 H 0.6086 0.5882 0.3166 0.061 Uiso 1 1 calc R U . . .
C29 C 0.74290(19) 0.65030(19) 0.30247(17) 0.0477(5) Uani 1 1 d . . . . .
H29 H 0.6838 0.7326 0.2667 0.057 Uiso 1 1 calc R U . . .
C30 C 0.87670(18) 0.63758(17) 0.32401(16) 0.0369(5) Uani 1 1 d . . . . .
H30 H 0.8954 0.5937 0.4030 0.044 Uiso 1 1 calc R U . . .
C31 C 0.88166(18) 0.76729(17) 0.29286(15) 0.0370(5) Uani 1 1 d . . . . .
C32 C 0.93281(19) 0.79198(19) 0.36638(17) 0.0442(5) Uani 1 1 d . . . . .
H32 H 0.9705 0.7267 0.4329 0.053 Uiso 1 1 calc R U . . .
C33 C 0.9292(2) 0.9119(2) 0.34318(19) 0.0527(6) Uani 1 1 d . . . . .
H33 H 0.9634 0.9269 0.3942 0.063 Uiso 1 1 calc R U . . .
C34 C 0.8752(2) 1.0082(2) 0.24523(19) 0.0555(6) Uani 1 1 d . . . . .
H34 H 0.8708 1.0892 0.2301 0.067 Uiso 1 1 calc R U . . .
C35 C 0.8276(2) 0.9853(2) 0.16902(19) 0.0564(6) Uani 1 1 d . . . . .
H35 H 0.7933 1.0501 0.1014 0.068 Uiso 1 1 calc R U . . .
C36 C 0.8306(2) 0.86536(19) 0.19304(17) 0.0473(5) Uani 1 1 d . . . . .
H36 H 0.7977 0.8505 0.1413 0.057 Uiso 1 1 calc R U . . .
N1 N 1.16449(15) 0.60561(14) 0.21123(13) 0.0399(4) Uani 1 1 d . . . . .
N2 N 1.07896(16) 0.20622(14) 0.35566(13) 0.0432(4) Uani 1 1 d . . . . .
N3 N 0.76500(15) 0.42833(15) 0.36837(13) 0.0425(4) Uani 1 1 d . . . . .
O1 O 1.15970(13) 0.51036(13) 0.39595(11) 0.0495(4) Uani 1 1 d . . . . .
O2 O 1.20646(14) 0.32073(13) 0.28377(12) 0.0531(4) Uani 1 1 d . . . . .
O3 O 0.90142(14) 0.15685(13) 0.40779(13) 0.0587(4) Uani 1 1 d . . . . .
O4 O 0.47850(15) 0.14139(15) 0.59651(13) 0.0683(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 1.382(3) . ?
C1 C2 1.387(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.369(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.511(3) . ?
C7 N1 1.451(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.373(3) . ?
C8 C13 1.388(3) . ?
C8 N1 1.406(2) . ?
C9 C10 1.385(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.370(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.378(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.508(3) . ?
C14 C17 1.505(2) . ?
C14 C15 1.552(3) . ?
C14 C30 1.562(3) . ?
C15 O1 1.208(2) . ?
C15 N1 1.361(2) . ?
C16 O2 1.213(2) . ?
C16 N2 1.387(2) . ?
C16 C17 1.471(3) . ?
C17 C18 1.352(3) . ?
C18 N3 1.363(2) . ?
C18 C19 1.525(3) . ?
C19 O3 1.201(2) . ?
C19 N2 1.372(3) . ?
C20 N2 1.458(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C27 1.375(3) . ?
C21 C22 1.378(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.373(3) . ?
C22 H22 0.9300 . ?
C23 O4 1.364(2) . ?
C23 C25 1.376(3) . ?
C24 O4 1.411(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.370(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.368(3) . ?
C26 H26 0.9300 . ?
C27 N3 1.446(2) . ?
C28 C29 1.318(3) . ?
C28 N3 1.407(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.497(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.523(3) . ?
C30 H30 0.9800 . ?
C31 C32 1.379(3) . ?
C31 C36 1.384(3) . ?
C32 C33 1.385(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.366(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.373(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.385(3) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.6(2) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C5 C6 C1 118.3(2) . . ?
C5 C6 C7 122.83(18) . . ?
C1 C6 C7 118.83(19) . . ?
N1 C7 C6 114.89(16) . . ?
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 . . ?
C9 C8 C13 122.0(2) . . ?
C9 C8 N1 128.0(2) . . ?
C13 C8 N1 109.92(17) . . ?
C8 C9 C10 117.0(2) . . ?
C8 C9 H9 121.5 . . ?
C10 C9 H9 121.5 . . ?
C11 C10 C9 121.8(2) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C12 120.7(2) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C13 118.7(2) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
C12 C13 C8 119.81(19) . . ?
C12 C13 C14 131.08(19) . . ?
C8 C13 C14 108.95(16) . . ?
C17 C14 C13 111.07(14) . . ?
C17 C14 C15 109.92(15) . . ?
C13 C14 C15 101.63(15) . . ?
C17 C14 C30 111.28(15) . . ?
C13 C14 C30 115.62(15) . . ?
C15 C14 C30 106.71(14) . . ?
O1 C15 N1 126.18(18) . . ?
O1 C15 C14 125.66(18) . . ?
N1 C15 C14 108.08(16) . . ?
O2 C16 N2 123.38(18) . . ?
O2 C16 C17 128.00(18) . . ?
N2 C16 C17 108.61(17) . . ?
C18 C17 C16 107.30(16) . . ?
C18 C17 C14 132.91(17) . . ?
C16 C17 C14 119.64(16) . . ?
C17 C18 N3 132.23(17) . . ?
C17 C18 C19 107.96(17) . . ?
N3 C18 C19 119.62(16) . . ?
O3 C19 N2 124.84(18) . . ?
O3 C19 C18 129.13(19) . . ?
N2 C19 C18 105.98(16) . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C27 C21 C22 120.2(2) . . ?
C27 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C23 C22 C21 119.6(2) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
O4 C23 C22 124.4(2) . . ?
O4 C23 C25 115.7(2) . . ?
C22 C23 C25 119.8(2) . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C23 120.5(2) . . ?
C26 C25 H25 119.8 . . ?
C23 C25 H25 119.8 . . ?
C27 C26 C25 119.77(19) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C21 120.04(19) . . ?
C26 C27 N3 120.16(18) . . ?
C21 C27 N3 119.75(19) . . ?
C29 C28 N3 129.08(19) . . ?
C29 C28 H28 115.5 . . ?
N3 C28 H28 115.5 . . ?
C28 C29 C30 128.67(19) . . ?
C28 C29 H29 115.7 . . ?
C30 C29 H29 115.7 . . ?
C29 C30 C31 110.60(15) . . ?
C29 C30 C14 113.80(15) . . ?
C31 C30 C14 113.21(15) . . ?
C29 C30 H30 106.2 . . ?
C31 C30 H30 106.2 . . ?
C14 C30 H30 106.2 . . ?
C32 C31 C36 117.80(18) . . ?
C32 C31 C30 120.31(17) . . ?
C36 C31 C30 121.83(17) . . ?
C31 C32 C33 121.4(2) . . ?
C31 C32 H32 119.3 . . ?
C33 C32 H32 119.3 . . ?
C34 C33 C32 119.8(2) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C34 C35 120.0(2) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C35 C36 119.8(2) . . ?
C34 C35 H35 120.1 . . ?
C36 C35 H35 120.1 . . ?
C31 C36 C35 121.06(19) . . ?
C31 C36 H36 119.5 . . ?
C35 C36 H36 119.5 . . ?
C15 N1 C8 111.09(16) . . ?
C15 N1 C7 123.09(17) . . ?
C8 N1 C7 124.89(17) . . ?
C19 N2 C16 110.05(16) . . ?
C19 N2 C20 124.00(17) . . ?
C16 N2 C20 125.86(17) . . ?
C18 N3 C28 122.80(16) . . ?
C18 N3 C27 121.77(16) . . ?
C28 N3 C27 115.43(16) . . ?
C23 O4 C24 117.65(19) . . ?

_refine_diff_density_max         0.197
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.036


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
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# Crystallographic Data Centre (CCDC).
# 
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# 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_3n
_database_code_depnum_ccdc_archive 'CCDC 2208731'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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         'C35 H25 Cl2 N3 O3'
_chemical_formula_sum            'C35 H25 Cl2 N3 O3'
_chemical_formula_weight         606.48

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      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                   9.1967(9)
_cell_length_b                   10.8849(11)
_cell_length_c                   16.9182(16)
_cell_angle_alpha                72.099(3)
_cell_angle_beta                 88.525(3)
_cell_angle_gamma                70.068(3)
_cell_volume                     1509.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9242
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      27.19

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_F_000             628
_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    0.256
_shelx_estimated_absorpt_T_min   0.941
_shelx_estimated_absorpt_T_max   0.955
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6880
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21424
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.270
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5915
_reflns_number_gt                4308
_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)+(0.0534P)²+0.5489P] 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         5915
_refine_ls_number_parameters     389
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1211
_refine_ls_wR_factor_gt          0.1079
_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 0.4627(3) 1.4097(2) 0.33030(17) 0.0692(7) Uani 1 1 d . . . . .
H1 H 0.5096 1.4697 0.2986 0.083 Uiso 1 1 calc R U . . .
C2 C 0.3417(4) 1.4545(3) 0.3767(2) 0.0876(10) Uani 1 1 d . . . . .
H2 H 0.3074 1.5457 0.3760 0.105 Uiso 1 1 calc R U . . .
C3 C 0.2713(3) 1.3677(4) 0.42367(17) 0.0832(9) Uani 1 1 d . . . . .
H3 H 0.1903 1.3992 0.4547 0.100 Uiso 1 1 calc R U . . .
C4 C 0.3226(3) 1.2330(3) 0.42418(14) 0.0677(7) Uani 1 1 d . . . . .
C5 C 0.4439(2) 1.1846(2) 0.37965(13) 0.0564(6) Uani 1 1 d . . . . .
H5 H 0.4793 1.0928 0.3816 0.068 Uiso 1 1 calc R U . . .
C6 C 0.5124(2) 1.2736(2) 0.33217(13) 0.0511(5) Uani 1 1 d . . . . .
C7 C 0.7785(3) 1.2469(2) 0.29333(15) 0.0562(6) Uani 1 1 d . . . . .
H7 H 0.7706 1.3328 0.2964 0.067 Uiso 1 1 calc R U . . .
C8 C 0.9177(2) 1.1578(2) 0.29544(13) 0.0504(5) Uani 1 1 d . . . . .
H8 H 1.0000 1.1905 0.2879 0.060 Uiso 1 1 calc R U . . .
C9 C 0.9545(2) 1.00744(18) 0.30901(11) 0.0366(4) Uani 1 1 d . . . . .
H9 H 0.8937 0.9772 0.3545 0.044 Uiso 1 1 calc R U . . .
C10 C 1.1231(2) 0.92513(19) 0.34137(11) 0.0382(4) Uani 1 1 d . . . . .
C11 C 1.1612(2) 0.8182(2) 0.41602(12) 0.0487(5) Uani 1 1 d . . . . .
H11 H 1.0827 0.7946 0.4454 0.058 Uiso 1 1 calc R U . . .
C12 C 1.3141(3) 0.7459(2) 0.44757(14) 0.0617(6) Uani 1 1 d . . . . .
H12 H 1.3375 0.6752 0.4983 0.074 Uiso 1 1 calc R U . . .
C13 C 1.4317(3) 0.7780(2) 0.40411(15) 0.0598(6) Uani 1 1 d . . . . .
H13 H 1.5349 0.7280 0.4246 0.072 Uiso 1 1 calc R U . . .
C14 C 1.3959(2) 0.8841(3) 0.33063(14) 0.0577(6) Uani 1 1 d . . . . .
H14 H 1.4751 0.9064 0.3013 0.069 Uiso 1 1 calc R U . . .
C15 C 1.2433(2) 0.9582(2) 0.29953(12) 0.0508(5) Uani 1 1 d . . . . .
H15 H 1.2206 1.0312 0.2499 0.061 Uiso 1 1 calc R U . . .
C16 C 1.3843(3) 0.6527(3) 0.0662(2) 0.0909(10) Uani 1 1 d . . . . .
H16 H 1.3219 0.6377 0.0304 0.109 Uiso 1 1 calc R U . . .
C17 C 1.5395(4) 0.5666(4) 0.0871(2) 0.1075(12) Uani 1 1 d . . . . .
H17 H 1.5787 0.4926 0.0667 0.129 Uiso 1 1 calc R U . . .
C18 C 1.6331(3) 0.5897(3) 0.13683(19) 0.0834(8) Uani 1 1 d . . . . .
H18 H 1.7374 0.5344 0.1487 0.100 Uiso 1 1 calc R U . . .
C19 C 1.5740(3) 0.6928(3) 0.16868(17) 0.0813(8) Uani 1 1 d . . . . .
H19 H 1.6372 0.7085 0.2037 0.098 Uiso 1 1 calc R U . . .
C20 C 1.4204(3) 0.7759(3) 0.14995(15) 0.0675(7) Uani 1 1 d . . . . .
H20 H 1.3810 0.8461 0.1734 0.081 Uiso 1 1 calc R U . . .
C21 C 1.3243(2) 0.7580(2) 0.09801(12) 0.0490(5) Uani 1 1 d . . . . .
C22 C 1.1589(2) 0.8561(2) 0.07382(12) 0.0516(5) Uani 1 1 d . . . . .
H22A H 1.1596 0.9455 0.0395 0.062 Uiso 1 1 calc R U . . .
H22B H 1.1067 0.8226 0.0405 0.062 Uiso 1 1 calc R U . . .
C23 C 1.0261(2) 0.76829(19) 0.20035(11) 0.0386(4) Uani 1 1 d . . . . .
C24 C 1.0653(2) 0.6331(2) 0.20351(13) 0.0482(5) Uani 1 1 d . . . . .
H24 H 1.1307 0.5987 0.1665 0.058 Uiso 1 1 calc R U . . .
C25 C 1.0042(2) 0.5497(2) 0.26358(13) 0.0503(5) Uani 1 1 d . . . . .
H25 H 1.0279 0.4580 0.2669 0.060 Uiso 1 1 calc R U . . .
C26 C 0.9087(2) 0.60203(19) 0.31824(12) 0.0427(4) Uani 1 1 d . . . . .
C27 C 0.8679(2) 0.73892(18) 0.31473(11) 0.0373(4) Uani 1 1 d . . . . .
H27 H 0.8026 0.7734 0.3517 0.045 Uiso 1 1 calc R U . . .
C28 C 0.92724(19) 0.82140(18) 0.25480(10) 0.0344(4) Uani 1 1 d . . . . .
C29 C 0.9006(2) 0.97396(18) 0.23348(10) 0.0345(4) Uani 1 1 d . . . . .
C30 C 1.0011(2) 0.9957(2) 0.15894(11) 0.0390(4) Uani 1 1 d . . . . .
C31 C 0.6525(2) 1.0389(2) 0.13769(11) 0.0405(4) Uani 1 1 d . . . . .
C32 C 0.7321(2) 1.05878(18) 0.20572(10) 0.0358(4) Uani 1 1 d . . . . .
C33 C 0.6248(2) 1.15203(19) 0.23387(11) 0.0385(4) Uani 1 1 d . . . . .
C34 C 0.4695(2) 1.1940(2) 0.18535(12) 0.0439(5) Uani 1 1 d . . . . .
C35 C 0.3811(2) 1.1372(3) 0.06686(13) 0.0623(6) Uani 1 1 d . . . . .
H35A H 0.2831 1.1442 0.0899 0.094 Uiso 1 1 calc R U . . .
H35B H 0.4145 1.0597 0.0464 0.094 Uiso 1 1 calc R U . . .
H35C H 0.3698 1.2199 0.0218 0.094 Uiso 1 1 calc R U . . .
Cl1 Cl 0.23481(9) 1.11971(10) 0.48240(5) 0.1083(3) Uani 1 1 d . . . . .
Cl2 Cl 0.83664(7) 0.49381(6) 0.39410(4) 0.06425(19) Uani 1 1 d . . . . .
N1 N 0.63947(19) 1.22112(17) 0.28667(11) 0.0488(4) Uani 1 1 d . . . . .
N2 N 1.07068(17) 0.87277(17) 0.14563(9) 0.0412(4) Uani 1 1 d . . . . .
N3 N 0.49597(18) 1.11842(18) 0.13128(10) 0.0463(4) Uani 1 1 d . . . . .
O1 O 1.01459(16) 1.10415(15) 0.11900(8) 0.0532(4) Uani 1 1 d . . . . .
O2 O 0.70994(16) 0.96917(16) 0.09410(8) 0.0540(4) Uani 1 1 d . . . . .
O3 O 0.34813(17) 1.27921(17) 0.18957(10) 0.0647(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 1.383(4) . ?
C1 C6 1.383(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.374(3) . ?
C4 Cl1 1.742(3) . ?
C5 C6 1.376(3) . ?
C5 H5 0.9300 . ?
C6 N1 1.433(3) . ?
C7 C8 1.310(3) . ?
C7 N1 1.414(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.498(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.518(2) . ?
C9 C29 1.566(2) . ?
C9 H9 0.9800 . ?
C10 C11 1.383(3) . ?
C10 C15 1.388(3) . ?
C11 C12 1.380(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.376(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.366(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.379(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.357(3) . ?
C16 C17 1.396(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.351(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.337(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.375(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.361(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.509(3) . ?
C22 N2 1.467(2) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.374(3) . ?
C23 C28 1.391(2) . ?
C23 N2 1.403(2) . ?
C24 C25 1.387(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.375(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.389(3) . ?
C26 Cl2 1.7416(19) . ?
C27 C28 1.370(2) . ?
C27 H27 0.9300 . ?
C28 C29 1.519(2) . ?
C29 C32 1.506(2) . ?
C29 C30 1.551(2) . ?
C30 O1 1.213(2) . ?
C30 N2 1.358(2) . ?
C31 O2 1.204(2) . ?
C31 N3 1.391(2) . ?
C31 C32 1.487(2) . ?
C32 C33 1.349(3) . ?
C33 N1 1.367(2) . ?
C33 C34 1.519(3) . ?
C34 O3 1.201(2) . ?
C34 N3 1.374(3) . ?
C35 N3 1.457(2) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.4(3) . . ?
C2 C1 H1 120.8 . . ?
C6 C1 H1 120.8 . . ?
C3 C2 C1 121.6(3) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 118.8(2) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 121.2(3) . . ?
C5 C4 Cl1 118.7(2) . . ?
C3 C4 Cl1 120.2(2) . . ?
C4 C5 C6 119.2(2) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 120.8(2) . . ?
C5 C6 N1 118.45(18) . . ?
C1 C6 N1 120.7(2) . . ?
C8 C7 N1 124.31(19) . . ?
C8 C7 H7 117.8 . . ?
N1 C7 H7 117.8 . . ?
C7 C8 C9 124.93(19) . . ?
C7 C8 H8 117.5 . . ?
C9 C8 H8 117.5 . . ?
C8 C9 C10 111.21(15) . . ?
C8 C9 C29 114.53(15) . . ?
C10 C9 C29 113.57(14) . . ?
C8 C9 H9 105.5 . . ?
C10 C9 H9 105.5 . . ?
C29 C9 H9 105.5 . . ?
C11 C10 C15 117.92(18) . . ?
C11 C10 C9 120.54(16) . . ?
C15 C10 C9 121.47(17) . . ?
C12 C11 C10 121.05(19) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.5(2) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C13 C14 C15 120.6(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C10 120.76(19) . . ?
C14 C15 H15 119.6 . . ?
C10 C15 H15 119.6 . . ?
C21 C16 C17 120.2(3) . . ?
C21 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 120.7(3) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C19 C18 C17 119.2(3) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C18 C19 C20 120.3(3) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C21 C20 C19 121.8(2) . . ?
C21 C20 H20 119.1 . . ?
C19 C20 H20 119.1 . . ?
C16 C21 C20 117.7(2) . . ?
C16 C21 C22 121.3(2) . . ?
C20 C21 C22 120.9(2) . . ?
N2 C22 C21 113.38(16) . . ?
N2 C22 H22A 108.9 . . ?
C21 C22 H22A 108.9 . . ?
N2 C22 H22B 108.9 . . ?
C21 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C24 C23 C28 121.60(17) . . ?
C24 C23 N2 128.91(17) . . ?
C28 C23 N2 109.48(16) . . ?
C23 C24 C25 117.90(18) . . ?
C23 C24 H24 121.1 . . ?
C25 C24 H24 121.1 . . ?
C26 C25 C24 120.31(18) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C27 121.90(18) . . ?
C25 C26 Cl2 119.17(15) . . ?
C27 C26 Cl2 118.94(15) . . ?
C28 C27 C26 117.66(17) . . ?
C28 C27 H27 121.2 . . ?
C26 C27 H27 121.2 . . ?
C27 C28 C23 120.62(17) . . ?
C27 C28 C29 130.12(16) . . ?
C23 C28 C29 109.24(15) . . ?
C32 C29 C28 110.56(14) . . ?
C32 C29 C30 110.26(14) . . ?
C28 C29 C30 101.10(14) . . ?
C32 C29 C9 110.20(14) . . ?
C28 C29 C9 111.50(14) . . ?
C30 C29 C9 112.93(14) . . ?
O1 C30 N2 125.77(17) . . ?
O1 C30 C29 125.80(18) . . ?
N2 C30 C29 108.42(15) . . ?
O2 C31 N3 124.75(17) . . ?
O2 C31 C32 127.60(17) . . ?
N3 C31 C32 107.65(16) . . ?
C33 C32 C31 107.29(16) . . ?
C33 C32 C29 132.65(16) . . ?
C31 C32 C29 119.94(16) . . ?
C32 C33 N1 131.28(17) . . ?
C32 C33 C34 108.44(16) . . ?
N1 C33 C34 119.64(16) . . ?
O3 C34 N3 125.66(18) . . ?
O3 C34 C33 128.32(19) . . ?
N3 C34 C33 105.96(16) . . ?
N3 C35 H35A 109.5 . . ?
N3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 N1 C7 119.70(17) . . ?
C33 N1 C6 120.59(16) . . ?
C7 N1 C6 119.64(17) . . ?
C30 N2 C23 111.71(14) . . ?
C30 N2 C22 123.97(16) . . ?
C23 N2 C22 123.47(17) . . ?
C34 N3 C31 110.54(16) . . ?
C34 N3 C35 124.09(17) . . ?
C31 N3 C35 124.61(17) . . ?

_refine_diff_density_max         0.208
_refine_diff_density_min         -0.322
_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_3m
_database_code_depnum_ccdc_archive 'CCDC 2208730'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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         'C35 H25 Cl2 N3 O3'
_chemical_formula_sum            'C35 H25 Cl2 N3 O3'
_chemical_formula_weight         606.48

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'
Cl Cl 0.1484 0.1585 '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                   18.3180(15)
_cell_length_b                   9.2296(7)
_cell_length_c                   34.735(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.205(2)
_cell_angle_gamma                90
_cell_volume                     5826.2(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6092
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      20.56

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_F_000             2512
_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    0.265
_shelx_estimated_absorpt_T_min   0.934
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6518
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58255
_diffrn_reflns_av_unetI/netI     0.1503
_diffrn_reflns_av_R_equivalents  0.1603
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         1.199
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10238
_reflns_number_gt                4144
_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)+(0.0586P)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         10238
_refine_ls_number_parameters     777
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2153
_refine_ls_R_factor_gt           0.0660
_refine_ls_wR_factor_ref         0.1380
_refine_ls_wR_factor_gt          0.1115
_refine_ls_goodness_of_fit_ref   0.896
_refine_ls_restrained_S_all      0.896
_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 0.3910(3) 0.7865(4) 0.08244(12) 0.0536(13) Uani 1 1 d . . . . .
H1 H 0.3704 0.7806 0.1055 0.064 Uiso 1 1 calc R U . . .
C2 C 0.3478(3) 0.8258(4) 0.04914(14) 0.0650(14) Uani 1 1 d . . . . .
H2 H 0.2983 0.8472 0.0498 0.078 Uiso 1 1 calc R U . . .
C3 C 0.3766(3) 0.8337(5) 0.01526(14) 0.0736(16) Uani 1 1 d . . . . .
H3 H 0.3464 0.8575 -0.0074 0.088 Uiso 1 1 calc R U . . .
C4 C 0.4491(4) 0.8073(6) 0.01403(13) 0.0880(18) Uani 1 1 d . . . . .
H4 H 0.4690 0.8165 -0.0092 0.106 Uiso 1 1 calc R U . . .
C5 C 0.4936(3) 0.7662(5) 0.04796(13) 0.0711(14) Uani 1 1 d . . . . .
H5 H 0.5432 0.7459 0.0472 0.085 Uiso 1 1 calc R U . . .
C6 C 0.4643(3) 0.7555(4) 0.08237(10) 0.0402(11) Uani 1 1 d . . . . .
C7 C 0.5101(2) 0.7090(4) 0.11955(10) 0.0428(11) Uani 1 1 d . . . . .
H7A H 0.5616 0.7257 0.1172 0.051 Uiso 1 1 calc R U . . .
H7B H 0.4972 0.7685 0.1407 0.051 Uiso 1 1 calc R U . . .
C8 C 0.5384(2) 0.4408(4) 0.11563(10) 0.0347(10) Uani 1 1 d . . . . .
C9 C 0.5919(2) 0.4428(4) 0.09138(10) 0.0443(11) Uani 1 1 d . . . . .
H9 H 0.6053 0.5292 0.0804 0.053 Uiso 1 1 calc R U . . .
C10 C 0.6257(2) 0.3141(5) 0.08356(10) 0.0434(11) Uani 1 1 d . . . . .
H10 H 0.6630 0.3132 0.0677 0.052 Uiso 1 1 calc R U . . .
C11 C 0.6036(2) 0.1871(4) 0.09947(10) 0.0400(11) Uani 1 1 d . . . . .
C12 C 0.5499(2) 0.1846(4) 0.12404(10) 0.0376(11) Uani 1 1 d . . . . .
H12 H 0.5363 0.0985 0.1351 0.045 Uiso 1 1 calc R U . . .
C13 C 0.5175(2) 0.3135(4) 0.13157(10) 0.0331(10) Uani 1 1 d . . . . .
C14 C 0.4583(2) 0.3448(4) 0.15691(10) 0.0304(10) Uani 1 1 d . . . . .
C15 C 0.4517(2) 0.5126(4) 0.15347(10) 0.0377(10) Uani 1 1 d . . . . .
C16 C 0.5568(2) 0.2943(4) 0.21629(11) 0.0390(11) Uani 1 1 d . . . . .
C17 C 0.4785(2) 0.3055(4) 0.19883(10) 0.0313(10) Uani 1 1 d . . . . .
C18 C 0.4373(2) 0.2911(4) 0.22820(10) 0.0299(10) Uani 1 1 d . . . . .
C19 C 0.4871(2) 0.2519(4) 0.26477(11) 0.0347(10) Uani 1 1 d . . . . .
C20 C 0.6229(2) 0.2423(4) 0.28323(10) 0.0448(11) Uani 1 1 d . . . . .
H20A H 0.6202 0.3091 0.3042 0.067 Uiso 1 1 calc R U . . .
H20B H 0.6656 0.2634 0.2708 0.067 Uiso 1 1 calc R U . . .
H20C H 0.6262 0.1452 0.2932 0.067 Uiso 1 1 calc R U . . .
C21 C 0.3319(2) 0.4243(5) 0.08181(12) 0.0534(12) Uani 1 1 d . . . . .
H21 H 0.3203 0.4941 0.0994 0.064 Uiso 1 1 calc R U . . .
C22 C 0.3148(3) 0.4501(5) 0.04259(13) 0.0681(15) Uani 1 1 d . . . . .
H22 H 0.2931 0.5372 0.0339 0.082 Uiso 1 1 calc R U . . .
C23 C 0.3300(3) 0.3464(6) 0.01667(12) 0.0688(15) Uani 1 1 d . . . . .
H23 H 0.3176 0.3616 -0.0098 0.083 Uiso 1 1 calc R U . . .
C24 C 0.3632(3) 0.2211(6) 0.02959(13) 0.0703(15) Uani 1 1 d . . . . .
H24 H 0.3744 0.1512 0.0120 0.084 Uiso 1 1 calc R U . . .
C25 C 0.3804(2) 0.1973(5) 0.06880(12) 0.0585(13) Uani 1 1 d . . . . .
H25 H 0.4024 0.1104 0.0773 0.070 Uiso 1 1 calc R U . . .
C26 C 0.3656(2) 0.2991(4) 0.09562(10) 0.0380(11) Uani 1 1 d . . . . .
C27 C 0.3837(2) 0.2683(4) 0.13907(9) 0.0363(10) Uani 1 1 d . . . . .
H27 H 0.3919 0.1637 0.1417 0.044 Uiso 1 1 calc R U . . .
C28 C 0.3186(2) 0.3034(4) 0.15992(11) 0.0475(11) Uani 1 1 d . . . . .
H28 H 0.2757 0.3224 0.1434 0.057 Uiso 1 1 calc R U . . .
C29 C 0.3108(2) 0.3123(4) 0.19720(11) 0.0433(11) Uani 1 1 d . . . . .
H29 H 0.2631 0.3304 0.2025 0.052 Uiso 1 1 calc R U . . .
C30 C 0.3380(2) 0.3341(4) 0.26612(10) 0.0337(10) Uani 1 1 d . . . . .
C31 C 0.3028(2) 0.2308(4) 0.28599(11) 0.0417(11) Uani 1 1 d . . . . .
H31 H 0.2956 0.1379 0.2759 0.050 Uiso 1 1 calc R U . . .
C32 C 0.2787(2) 0.2659(5) 0.32084(11) 0.0421(11) Uani 1 1 d . . . . .
H32 H 0.2556 0.1970 0.3347 0.050 Uiso 1 1 calc R U . . .
C33 C 0.2894(2) 0.4053(5) 0.33481(10) 0.0384(11) Uani 1 1 d . . . . .
C34 C 0.3232(2) 0.5091(4) 0.31536(10) 0.0419(11) Uani 1 1 d . . . . .
H34 H 0.3292 0.6026 0.3252 0.050 Uiso 1 1 calc R U . . .
C35 C 0.3484(2) 0.4729(4) 0.28085(10) 0.0385(10) Uani 1 1 d . . . . .
H35 H 0.3723 0.5419 0.2674 0.046 Uiso 1 1 calc R U . . .
C36 C 0.6117(3) 0.3785(4) 0.41769(12) 0.0581(13) Uani 1 1 d . . . . .
H36 H 0.6340 0.3912 0.3953 0.070 Uiso 1 1 calc R U . . .
C37 C 0.6545(3) 0.3409(5) 0.45136(15) 0.0755(16) Uani 1 1 d . . . . .
H37 H 0.7050 0.3281 0.4517 0.091 Uiso 1 1 calc R U . . .
C38 C 0.6225(4) 0.3224(5) 0.48434(15) 0.0825(18) Uani 1 1 d . . . . .
H38 H 0.6515 0.2995 0.5075 0.099 Uiso 1 1 calc R U . . .
C39 C 0.5477(4) 0.3374(5) 0.48363(14) 0.0818(18) Uani 1 1 d . . . . .
H39 H 0.5258 0.3210 0.5060 0.098 Uiso 1 1 calc R U . . .
C40 C 0.5049(3) 0.3771(4) 0.44944(13) 0.0642(14) Uani 1 1 d . . . . .
H40 H 0.4544 0.3896 0.4491 0.077 Uiso 1 1 calc R U . . .
C41 C 0.5371(3) 0.3982(4) 0.41582(11) 0.0458(11) Uani 1 1 d . . . . .
C42 C 0.4915(2) 0.4437(4) 0.37838(10) 0.0456(12) Uani 1 1 d . . . . .
H42A H 0.5050 0.3843 0.3573 0.055 Uiso 1 1 calc R U . . .
H42B H 0.4400 0.4263 0.3805 0.055 Uiso 1 1 calc R U . . .
C43 C 0.5490(2) 0.6438(4) 0.34440(10) 0.0336(10) Uani 1 1 d . . . . .
C44 C 0.5413(2) 0.8104(4) 0.34013(10) 0.0322(10) Uani 1 1 d . . . . .
C45 C 0.4805(2) 0.8415(4) 0.36530(9) 0.0304(10) Uani 1 1 d . . . . .
C46 C 0.4473(2) 0.9693(4) 0.37310(10) 0.0376(10) Uani 1 1 d . . . . .
H46 H 0.4597 1.0559 0.3619 0.045 Uiso 1 1 calc R U . . .
C47 C 0.3947(2) 0.9645(4) 0.39822(10) 0.0407(11) Uani 1 1 d . . . . .
C48 C 0.3746(2) 0.8372(5) 0.41507(10) 0.0458(12) Uani 1 1 d . . . . .
H48 H 0.3384 0.8382 0.4316 0.055 Uiso 1 1 calc R U . . .
C49 C 0.4085(2) 0.7084(5) 0.40715(10) 0.0420(11) Uani 1 1 d . . . . .
H49 H 0.3959 0.6217 0.4182 0.050 Uiso 1 1 calc R U . . .
C50 C 0.4615(2) 0.7127(4) 0.38236(10) 0.0304(10) Uani 1 1 d . . . . .
C51 C 0.4432(2) 0.8602(4) 0.28028(11) 0.0327(10) Uani 1 1 d . . . . .
C52 C 0.5204(2) 0.8475(4) 0.29797(10) 0.0298(9) Uani 1 1 d . . . . .
C53 C 0.5623(2) 0.8636(4) 0.26879(10) 0.0285(9) Uani 1 1 d . . . . .
C54 C 0.5126(2) 0.9027(4) 0.23237(11) 0.0321(10) Uani 1 1 d . . . . .
C55 C 0.3773(2) 0.9130(4) 0.21363(10) 0.0478(11) Uani 1 1 d . . . . .
H55A H 0.3800 1.0011 0.1992 0.072 Uiso 1 1 calc R U . . .
H55B H 0.3347 0.9155 0.2271 0.072 Uiso 1 1 calc R U . . .
H55C H 0.3738 0.8319 0.1962 0.072 Uiso 1 1 calc R U . . .
C56 C 0.6099(2) 0.9635(5) 0.42783(12) 0.0617(14) Uani 1 1 d . . . . .
H56 H 0.5883 1.0504 0.4189 0.074 Uiso 1 1 calc R U . . .
C57 C 0.6217(3) 0.9363(6) 0.46720(14) 0.0884(18) Uani 1 1 d . . . . .
H57 H 0.6064 1.0034 0.4845 0.106 Uiso 1 1 calc R U . . .
C58 C 0.6556(3) 0.8121(7) 0.48091(14) 0.0846(18) Uani 1 1 d . . . . .
H58 H 0.6638 0.7954 0.5075 0.102 Uiso 1 1 calc R U . . .
C59 C 0.6777(3) 0.7119(6) 0.45591(13) 0.0712(15) Uani 1 1 d . . . . .
H59 H 0.7013 0.6274 0.4653 0.085 Uiso 1 1 calc R U . . .
C60 C 0.6645(2) 0.7382(5) 0.41625(11) 0.0537(12) Uani 1 1 d . . . . .
H60 H 0.6794 0.6699 0.3991 0.064 Uiso 1 1 calc R U . . .
C61 C 0.6297(2) 0.8636(4) 0.40148(10) 0.0392(11) Uani 1 1 d . . . . .
C62 C 0.6135(2) 0.8897(4) 0.35828(9) 0.0354(10) Uani 1 1 d . . . . .
H62 H 0.6043 0.9938 0.3549 0.042 Uiso 1 1 calc R U . . .
C63 C 0.6796(2) 0.8563(4) 0.33845(11) 0.0445(11) Uani 1 1 d . . . . .
H63 H 0.7226 0.8409 0.3553 0.053 Uiso 1 1 calc R U . . .
C64 C 0.6877(2) 0.8450(4) 0.30107(11) 0.0417(11) Uani 1 1 d . . . . .
H64 H 0.7355 0.8265 0.2961 0.050 Uiso 1 1 calc R U . . .
C65 C 0.6633(2) 0.8216(4) 0.23164(10) 0.0336(10) Uani 1 1 d . . . . .
C66 C 0.6984(2) 0.9225(4) 0.21210(10) 0.0398(11) Uani 1 1 d . . . . .
H66 H 0.7056 1.0157 0.2220 0.048 Uiso 1 1 calc R U . . .
C67 C 0.7234(2) 0.8858(4) 0.17741(10) 0.0396(11) Uani 1 1 d . . . . .
H67 H 0.7474 0.9537 0.1638 0.047 Uiso 1 1 calc R U . . .
C68 C 0.7120(2) 0.7471(5) 0.16344(10) 0.0383(10) Uani 1 1 d . . . . .
C69 C 0.6775(2) 0.6441(4) 0.18344(11) 0.0398(11) Uani 1 1 d . . . . .
H69 H 0.6707 0.5504 0.1738 0.048 Uiso 1 1 calc R U . . .
C70 C 0.6533(2) 0.6824(4) 0.21782(10) 0.0370(10) Uani 1 1 d . . . . .
H70 H 0.6302 0.6141 0.2318 0.044 Uiso 1 1 calc R U . . .
Cl1 Cl 0.64677(7) 0.02538(12) 0.08859(3) 0.0626(4) Uani 1 1 d . . . . .
Cl2 Cl 0.25737(6) 0.45199(12) 0.37838(3) 0.0611(4) Uani 1 1 d . . . . .
Cl3 Cl 0.35169(7) 1.12597(12) 0.40921(3) 0.0624(4) Uani 1 1 d . . . . .
Cl4 Cl 0.74453(6) 0.69948(12) 0.12029(3) 0.0614(4) Uani 1 1 d . . . . .
N1 N 0.50002(18) 0.5572(3) 0.12904(8) 0.0355(8) Uani 1 1 d . . . . .
N2 N 0.55738(18) 0.2563(3) 0.25532(8) 0.0371(8) Uani 1 1 d . . . . .
N3 N 0.36311(18) 0.2988(3) 0.22972(8) 0.0365(8) Uani 1 1 d . . . . .
N4 N 0.50130(18) 0.5960(3) 0.36893(8) 0.0333(8) Uani 1 1 d . . . . .
N5 N 0.44318(18) 0.8984(3) 0.24153(8) 0.0348(8) Uani 1 1 d . . . . .
N6 N 0.63618(18) 0.8562(3) 0.26827(8) 0.0337(8) Uani 1 1 d . . . . .
O1 O 0.41151(15) 0.5892(3) 0.16981(7) 0.0510(8) Uani 1 1 d . . . . .
O2 O 0.61295(15) 0.3166(3) 0.20210(7) 0.0511(8) Uani 1 1 d . . . . .
O3 O 0.47130(14) 0.2176(3) 0.29650(7) 0.0472(8) Uani 1 1 d . . . . .
O4 O 0.58923(15) 0.5668(3) 0.32785(7) 0.0496(8) Uani 1 1 d . . . . .
O5 O 0.38662(15) 0.8384(3) 0.29419(7) 0.0475(8) Uani 1 1 d . . . . .
O6 O 0.52974(14) 0.9367(3) 0.20104(7) 0.0474(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 1.366(5) . ?
C1 C6 1.373(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.351(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.356(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.512(5) . ?
C7 N1 1.456(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.371(5) . ?
C8 C13 1.373(5) . ?
C8 N1 1.396(4) . ?
C9 C10 1.382(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.378(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.381(5) . ?
C11 Cl1 1.752(4) . ?
C12 C13 1.370(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.507(5) . ?
C14 C17 1.501(4) . ?
C14 C15 1.557(5) . ?
C14 C27 1.593(5) . ?
C15 O1 1.212(4) . ?
C15 N1 1.364(4) . ?
C16 O2 1.212(4) . ?
C16 N2 1.399(4) . ?
C16 C17 1.489(5) . ?
C17 C18 1.349(4) . ?
C18 N3 1.369(4) . ?
C18 C19 1.511(5) . ?
C19 O3 1.216(4) . ?
C19 N2 1.369(4) . ?
C20 N2 1.451(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C26 1.368(5) . ?
C21 C22 1.380(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.367(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.357(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.376(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.373(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.531(5) . ?
C27 C28 1.506(5) . ?
C27 H27 0.9800 . ?
C28 C29 1.323(4) . ?
C28 H28 0.9300 . ?
C29 N3 1.392(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.383(5) . ?
C30 C35 1.384(5) . ?
C30 N3 1.436(4) . ?
C31 C32 1.379(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.381(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.365(5) . ?
C33 Cl2 1.744(4) . ?
C34 C35 1.378(4) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C36 C37 1.369(5) . ?
C36 C41 1.373(6) . ?
C36 H36 0.9300 . ?
C37 C38 1.361(6) . ?
C37 H37 0.9300 . ?
C38 C39 1.375(7) . ?
C38 H38 0.9300 . ?
C39 C40 1.388(6) . ?
C39 H39 0.9300 . ?
C40 C41 1.387(5) . ?
C40 H40 0.9300 . ?
C41 C42 1.514(5) . ?
C42 N4 1.460(4) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 O4 1.218(4) . ?
C43 N4 1.368(4) . ?
C43 C44 1.550(5) . ?
C44 C52 1.506(4) . ?
C44 C45 1.526(5) . ?
C44 C62 1.573(5) . ?
C45 C46 1.370(4) . ?
C45 C50 1.392(4) . ?
C46 C47 1.379(5) . ?
C46 H46 0.9300 . ?
C47 C48 1.383(5) . ?
C47 Cl3 1.750(4) . ?
C48 C49 1.385(5) . ?
C48 H48 0.9300 . ?
C49 C50 1.377(5) . ?
C49 H49 0.9300 . ?
C50 N4 1.412(4) . ?
C51 O5 1.215(4) . ?
C51 N5 1.391(4) . ?
C51 C52 1.474(5) . ?
C52 C53 1.354(4) . ?
C53 N6 1.357(4) . ?
C53 C54 1.507(5) . ?
C54 O6 1.211(4) . ?
C54 N5 1.350(4) . ?
C55 N5 1.456(4) . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 C61 1.380(5) . ?
C56 C57 1.380(5) . ?
C56 H56 0.9300 . ?
C57 C58 1.362(6) . ?
C57 H57 0.9300 . ?
C58 C59 1.364(6) . ?
C58 H58 0.9300 . ?
C59 C60 1.390(5) . ?
C59 H59 0.9300 . ?
C60 C61 1.388(5) . ?
C60 H60 0.9300 . ?
C61 C62 1.512(5) . ?
C62 C63 1.499(5) . ?
C62 H62 0.9800 . ?
C63 C64 1.329(4) . ?
C63 H63 0.9300 . ?
C64 N6 1.389(4) . ?
C64 H64 0.9300 . ?
C65 C66 1.361(4) . ?
C65 C70 1.376(4) . ?
C65 N6 1.458(4) . ?
C66 C67 1.383(4) . ?
C66 H66 0.9300 . ?
C67 C68 1.376(5) . ?
C67 H67 0.9300 . ?
C68 C69 1.377(5) . ?
C68 Cl4 1.738(4) . ?
C69 C70 1.371(4) . ?
C69 H69 0.9300 . ?
C70 H70 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.1(4) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C3 C2 C1 120.3(5) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 120.6(5) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 119.5(5) . . ?
C3 C4 H4 120.3 . . ?
C5 C4 H4 120.3 . . ?
C6 C5 C4 120.1(5) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C1 C6 C5 118.4(4) . . ?
C1 C6 C7 119.7(4) . . ?
C5 C6 C7 121.8(4) . . ?
N1 C7 C6 113.2(3) . . ?
N1 C7 H7A 108.9 . . ?
C6 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
C9 C8 C13 121.1(4) . . ?
C9 C8 N1 128.6(4) . . ?
C13 C8 N1 110.3(4) . . ?
C8 C9 C10 118.8(4) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 119.4(4) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 122.0(4) . . ?
C10 C11 Cl1 118.4(3) . . ?
C12 C11 Cl1 119.7(3) . . ?
C13 C12 C11 117.6(3) . . ?
C13 C12 H12 121.2 . . ?
C11 C12 H12 121.2 . . ?
C12 C13 C8 121.1(4) . . ?
C12 C13 C14 129.7(4) . . ?
C8 C13 C14 109.2(3) . . ?
C17 C14 C13 114.3(3) . . ?
C17 C14 C15 108.8(3) . . ?
C13 C14 C15 101.6(3) . . ?
C17 C14 C27 111.4(3) . . ?
C13 C14 C27 109.4(3) . . ?
C15 C14 C27 110.9(3) . . ?
O1 C15 N1 126.5(4) . . ?
O1 C15 C14 126.2(4) . . ?
N1 C15 C14 107.3(3) . . ?
O2 C16 N2 122.2(4) . . ?
O2 C16 C17 130.2(4) . . ?
N2 C16 C17 107.5(3) . . ?
C18 C17 C16 106.6(3) . . ?
C18 C17 C14 131.6(4) . . ?
C16 C17 C14 121.3(3) . . ?
C17 C18 N3 132.5(4) . . ?
C17 C18 C19 108.9(4) . . ?
N3 C18 C19 118.5(3) . . ?
O3 C19 N2 124.3(4) . . ?
O3 C19 C18 129.6(4) . . ?
N2 C19 C18 106.1(3) . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C26 C21 C22 121.9(4) . . ?
C26 C21 H21 119.0 . . ?
C22 C21 H21 119.0 . . ?
C23 C22 C21 119.3(4) . . ?
C23 C22 H22 120.3 . . ?
C21 C22 H22 120.3 . . ?
C24 C23 C22 120.0(4) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.0(4) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 121.5(4) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C21 C26 C25 117.3(4) . . ?
C21 C26 C27 122.3(4) . . ?
C25 C26 C27 120.3(4) . . ?
C28 C27 C26 110.3(3) . . ?
C28 C27 C14 114.2(3) . . ?
C26 C27 C14 111.8(3) . . ?
C28 C27 H27 106.7 . . ?
C26 C27 H27 106.7 . . ?
C14 C27 H27 106.7 . . ?
C29 C28 C27 132.3(4) . . ?
C29 C28 H28 113.8 . . ?
C27 C28 H28 113.8 . . ?
C28 C29 N3 129.9(4) . . ?
C28 C29 H29 115.1 . . ?
N3 C29 H29 115.1 . . ?
C31 C30 C35 120.4(3) . . ?
C31 C30 N3 120.2(4) . . ?
C35 C30 N3 119.4(3) . . ?
C32 C31 C30 119.8(4) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C31 C32 C33 118.7(4) . . ?
C31 C32 H32 120.6 . . ?
C33 C32 H32 120.6 . . ?
C34 C33 C32 122.2(3) . . ?
C34 C33 Cl2 118.6(3) . . ?
C32 C33 Cl2 119.1(3) . . ?
C33 C34 C35 118.9(4) . . ?
C33 C34 H34 120.6 . . ?
C35 C34 H34 120.6 . . ?
C34 C35 C30 120.0(3) . . ?
C34 C35 H35 120.0 . . ?
C30 C35 H35 120.0 . . ?
C37 C36 C41 122.3(4) . . ?
C37 C36 H36 118.8 . . ?
C41 C36 H36 118.8 . . ?
C38 C37 C36 119.3(5) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 120.4(5) . . ?
C37 C38 H38 119.8 . . ?
C39 C38 H38 119.8 . . ?
C38 C39 C40 119.8(5) . . ?
C38 C39 H39 120.1 . . ?
C40 C39 H39 120.1 . . ?
C41 C40 C39 120.2(5) . . ?
C41 C40 H40 119.9 . . ?
C39 C40 H40 119.9 . . ?
C36 C41 C40 117.9(4) . . ?
C36 C41 C42 121.1(4) . . ?
C40 C41 C42 121.1(4) . . ?
N4 C42 C41 113.0(3) . . ?
N4 C42 H42A 109.0 . . ?
C41 C42 H42A 109.0 . . ?
N4 C42 H42B 109.0 . . ?
C41 C42 H42B 109.0 . . ?
H42A C42 H42B 107.8 . . ?
O4 C43 N4 125.3(4) . . ?
O4 C43 C44 125.9(4) . . ?
N4 C43 C44 108.7(3) . . ?
C52 C44 C45 113.6(3) . . ?
C52 C44 C43 109.1(3) . . ?
C45 C44 C43 101.3(3) . . ?
C52 C44 C62 112.5(3) . . ?
C45 C44 C62 108.7(3) . . ?
C43 C44 C62 111.2(3) . . ?
C46 C45 C50 120.7(4) . . ?
C46 C45 C44 130.5(3) . . ?
C50 C45 C44 108.8(3) . . ?
C45 C46 C47 117.4(3) . . ?
C45 C46 H46 121.3 . . ?
C47 C46 H46 121.3 . . ?
C46 C47 C48 122.7(4) . . ?
C46 C47 Cl3 118.7(3) . . ?
C48 C47 Cl3 118.6(3) . . ?
C47 C48 C49 119.6(4) . . ?
C47 C48 H48 120.2 . . ?
C49 C48 H48 120.2 . . ?
C50 C49 C48 118.0(4) . . ?
C50 C49 H49 121.0 . . ?
C48 C49 H49 121.0 . . ?
C49 C50 C45 121.6(4) . . ?
C49 C50 N4 128.2(4) . . ?
C45 C50 N4 110.1(3) . . ?
O5 C51 N5 122.0(4) . . ?
O5 C51 C52 130.0(4) . . ?
N5 C51 C52 107.9(3) . . ?
C53 C52 C51 106.5(3) . . ?
C53 C52 C44 130.9(4) . . ?
C51 C52 C44 122.5(3) . . ?
C52 C53 N6 131.6(3) . . ?
C52 C53 C54 108.4(3) . . ?
N6 C53 C54 119.9(3) . . ?
O6 C54 N5 125.3(4) . . ?
O6 C54 C53 128.2(4) . . ?
N5 C54 C53 106.4(3) . . ?
N5 C55 H55A 109.5 . . ?
N5 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
N5 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C61 C56 C57 120.9(4) . . ?
C61 C56 H56 119.5 . . ?
C57 C56 H56 119.5 . . ?
C58 C57 C56 120.5(5) . . ?
C58 C57 H57 119.7 . . ?
C56 C57 H57 119.7 . . ?
C57 C58 C59 120.5(5) . . ?
C57 C58 H58 119.8 . . ?
C59 C58 H58 119.8 . . ?
C58 C59 C60 118.9(5) . . ?
C58 C59 H59 120.5 . . ?
C60 C59 H59 120.5 . . ?
C61 C60 C59 121.8(4) . . ?
C61 C60 H60 119.1 . . ?
C59 C60 H60 119.1 . . ?
C56 C61 C60 117.3(4) . . ?
C56 C61 C62 121.1(4) . . ?
C60 C61 C62 121.6(4) . . ?
C63 C62 C61 110.7(3) . . ?
C63 C62 C44 114.1(3) . . ?
C61 C62 C44 112.0(3) . . ?
C63 C62 H62 106.5 . . ?
C61 C62 H62 106.5 . . ?
C44 C62 H62 106.5 . . ?
C64 C63 C62 131.4(4) . . ?
C64 C63 H63 114.3 . . ?
C62 C63 H63 114.3 . . ?
C63 C64 N6 130.4(4) . . ?
C63 C64 H64 114.8 . . ?
N6 C64 H64 114.8 . . ?
C66 C65 C70 121.0(3) . . ?
C66 C65 N6 121.3(3) . . ?
C70 C65 N6 117.7(3) . . ?
C65 C66 C67 119.7(4) . . ?
C65 C66 H66 120.2 . . ?
C67 C66 H66 120.2 . . ?
C68 C67 C66 118.9(3) . . ?
C68 C67 H67 120.6 . . ?
C66 C67 H67 120.6 . . ?
C67 C68 C69 121.6(3) . . ?
C67 C68 Cl4 119.1(3) . . ?
C69 C68 Cl4 119.3(3) . . ?
C70 C69 C68 118.7(4) . . ?
C70 C69 H69 120.7 . . ?
C68 C69 H69 120.7 . . ?
C69 C70 C65 120.1(3) . . ?
C69 C70 H70 119.9 . . ?
C65 C70 H70 119.9 . . ?
C15 N1 C8 111.6(3) . . ?
C15 N1 C7 122.8(3) . . ?
C8 N1 C7 125.6(3) . . ?
C19 N2 C16 110.3(3) . . ?
C19 N2 C20 124.1(3) . . ?
C16 N2 C20 125.1(3) . . ?
C18 N3 C29 124.0(3) . . ?
C18 N3 C30 118.4(3) . . ?
C29 N3 C30 115.5(3) . . ?
C43 N4 C50 110.9(3) . . ?
C43 N4 C42 123.8(3) . . ?
C50 N4 C42 125.2(3) . . ?
C54 N5 C51 110.4(3) . . ?
C54 N5 C55 124.5(3) . . ?
C51 N5 C55 124.6(3) . . ?
C53 N6 C64 124.7(3) . . ?
C53 N6 C65 118.2(3) . . ?
C64 N6 C65 115.4(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.6(7) . . . . ?
C1 C2 C3 C4 -2.1(8) . . . . ?
C2 C3 C4 C5 2.5(8) . . . . ?
C3 C4 C5 C6 -1.3(8) . . . . ?
C2 C1 C6 C5 0.5(6) . . . . ?
C2 C1 C6 C7 -178.6(4) . . . . ?
C4 C5 C6 C1 -0.2(7) . . . . ?
C4 C5 C6 C7 178.9(4) . . . . ?
C1 C6 C7 N1 79.4(4) . . . . ?
C5 C6 C7 N1 -99.7(4) . . . . ?
C13 C8 C9 C10 -0.9(6) . . . . ?
N1 C8 C9 C10 176.4(4) . . . . ?
C8 C9 C10 C11 1.5(6) . . . . ?
C9 C10 C11 C12 -1.9(6) . . . . ?
C9 C10 C11 Cl1 179.3(3) . . . . ?
C10 C11 C12 C13 1.5(6) . . . . ?
Cl1 C11 C12 C13 -179.7(3) . . . . ?
C11 C12 C13 C8 -0.9(6) . . . . ?
C11 C12 C13 C14 -179.8(4) . . . . ?
C9 C8 C13 C12 0.6(6) . . . . ?
N1 C8 C13 C12 -177.2(3) . . . . ?
C9 C8 C13 C14 179.7(3) . . . . ?
N1 C8 C13 C14 2.0(4) . . . . ?
C12 C13 C14 C17 60.2(5) . . . . ?
C8 C13 C14 C17 -118.8(3) . . . . ?
C12 C13 C14 C15 177.2(4) . . . . ?
C8 C13 C14 C15 -1.8(4) . . . . ?
C12 C13 C14 C27 -65.6(5) . . . . ?
C8 C13 C14 C27 115.4(3) . . . . ?
C17 C14 C15 O1 -57.3(5) . . . . ?
C13 C14 C15 O1 -178.2(4) . . . . ?
C27 C14 C15 O1 65.6(5) . . . . ?
C17 C14 C15 N1 122.1(3) . . . . ?
C13 C14 C15 N1 1.1(4) . . . . ?
C27 C14 C15 N1 -115.0(3) . . . . ?
O2 C16 C17 C18 -170.7(4) . . . . ?
N2 C16 C17 C18 6.8(4) . . . . ?
O2 C16 C17 C14 2.5(6) . . . . ?
N2 C16 C17 C14 180.0(3) . . . . ?
C13 C14 C17 C18 -165.7(4) . . . . ?
C15 C14 C17 C18 81.6(5) . . . . ?
C27 C14 C17 C18 -41.0(5) . . . . ?
C13 C14 C17 C16 23.1(5) . . . . ?
C15 C14 C17 C16 -89.6(4) . . . . ?
C27 C14 C17 C16 147.8(3) . . . . ?
C16 C17 C18 N3 176.6(4) . . . . ?
C14 C17 C18 N3 4.4(7) . . . . ?
C16 C17 C18 C19 -6.9(4) . . . . ?
C14 C17 C18 C19 -179.0(3) . . . . ?
C17 C18 C19 O3 -173.0(4) . . . . ?
N3 C18 C19 O3 4.1(6) . . . . ?
C17 C18 C19 N2 4.6(4) . . . . ?
N3 C18 C19 N2 -178.3(3) . . . . ?
C26 C21 C22 C23 1.7(7) . . . . ?
C21 C22 C23 C24 -1.5(7) . . . . ?
C22 C23 C24 C25 1.2(8) . . . . ?
C23 C24 C25 C26 -1.0(7) . . . . ?
C22 C21 C26 C25 -1.5(6) . . . . ?
C22 C21 C26 C27 -179.0(4) . . . . ?
C24 C25 C26 C21 1.1(6) . . . . ?
C24 C25 C26 C27 178.7(4) . . . . ?
C21 C26 C27 C28 46.3(5) . . . . ?
C25 C26 C27 C28 -131.2(4) . . . . ?
C21 C26 C27 C14 -82.0(5) . . . . ?
C25 C26 C27 C14 100.6(4) . . . . ?
C17 C14 C27 C28 57.9(4) . . . . ?
C13 C14 C27 C28 -174.6(3) . . . . ?
C15 C14 C27 C28 -63.4(4) . . . . ?
C17 C14 C27 C26 -175.9(3) . . . . ?
C13 C14 C27 C26 -48.5(4) . . . . ?
C15 C14 C27 C26 62.7(4) . . . . ?
C26 C27 C28 C29 -170.1(4) . . . . ?
C14 C27 C28 C29 -43.2(6) . . . . ?
C27 C28 C29 N3 3.8(7) . . . . ?
C35 C30 C31 C32 -0.6(6) . . . . ?
N3 C30 C31 C32 -179.8(3) . . . . ?
C30 C31 C32 C33 0.9(6) . . . . ?
C31 C32 C33 C34 -0.2(6) . . . . ?
C31 C32 C33 Cl2 178.7(3) . . . . ?
C32 C33 C34 C35 -0.8(6) . . . . ?
Cl2 C33 C34 C35 -179.8(3) . . . . ?
C33 C34 C35 C30 1.1(6) . . . . ?
C31 C30 C35 C34 -0.4(6) . . . . ?
N3 C30 C35 C34 178.7(3) . . . . ?
C41 C36 C37 C38 -0.2(7) . . . . ?
C36 C37 C38 C39 1.8(8) . . . . ?
C37 C38 C39 C40 -2.5(8) . . . . ?
C38 C39 C40 C41 1.6(7) . . . . ?
C37 C36 C41 C40 -0.8(7) . . . . ?
C37 C36 C41 C42 178.4(4) . . . . ?
C39 C40 C41 C36 0.0(6) . . . . ?
C39 C40 C41 C42 -179.1(4) . . . . ?
C36 C41 C42 N4 -74.4(5) . . . . ?
C40 C41 C42 N4 104.7(4) . . . . ?
O4 C43 C44 C52 56.4(5) . . . . ?
N4 C43 C44 C52 -121.7(3) . . . . ?
O4 C43 C44 C45 176.4(4) . . . . ?
N4 C43 C44 C45 -1.6(4) . . . . ?
O4 C43 C44 C62 -68.3(5) . . . . ?
N4 C43 C44 C62 113.7(3) . . . . ?
C52 C44 C45 C46 -61.9(5) . . . . ?
C43 C44 C45 C46 -178.8(4) . . . . ?
C62 C44 C45 C46 64.0(5) . . . . ?
C52 C44 C45 C50 119.9(3) . . . . ?
C43 C44 C45 C50 3.1(4) . . . . ?
C62 C44 C45 C50 -114.1(3) . . . . ?
C50 C45 C46 C47 -0.1(5) . . . . ?
C44 C45 C46 C47 -178.1(4) . . . . ?
C45 C46 C47 C48 -0.6(6) . . . . ?
C45 C46 C47 Cl3 179.4(3) . . . . ?
C46 C47 C48 C49 0.8(6) . . . . ?
Cl3 C47 C48 C49 -179.2(3) . . . . ?
C47 C48 C49 C50 -0.2(6) . . . . ?
C48 C49 C50 C45 -0.6(6) . . . . ?
C48 C49 C50 N4 -177.4(4) . . . . ?
C46 C45 C50 C49 0.8(6) . . . . ?
C44 C45 C50 C49 179.1(3) . . . . ?
C46 C45 C50 N4 178.1(3) . . . . ?
C44 C45 C50 N4 -3.5(4) . . . . ?
O5 C51 C52 C53 171.5(4) . . . . ?
N5 C51 C52 C53 -6.1(4) . . . . ?
O5 C51 C52 C44 -3.7(6) . . . . ?
N5 C51 C52 C44 178.7(3) . . . . ?
C45 C44 C52 C53 164.9(4) . . . . ?
C43 C44 C52 C53 -82.9(5) . . . . ?
C62 C44 C52 C53 40.9(5) . . . . ?
C45 C44 C52 C51 -21.2(5) . . . . ?
C43 C44 C52 C51 91.0(4) . . . . ?
C62 C44 C52 C51 -145.1(3) . . . . ?
C51 C52 C53 N6 -177.1(4) . . . . ?
C44 C52 C53 N6 -2.4(7) . . . . ?
C51 C52 C53 C54 5.9(4) . . . . ?
C44 C52 C53 C54 -179.4(3) . . . . ?
C52 C53 C54 O6 173.8(4) . . . . ?
N6 C53 C54 O6 -3.6(6) . . . . ?
C52 C53 C54 N5 -3.9(4) . . . . ?
N6 C53 C54 N5 178.7(3) . . . . ?
C61 C56 C57 C58 2.3(8) . . . . ?
C56 C57 C58 C59 -0.7(9) . . . . ?
C57 C58 C59 C60 -0.5(8) . . . . ?
C58 C59 C60 C61 0.2(7) . . . . ?
C57 C56 C61 C60 -2.5(6) . . . . ?
C57 C56 C61 C62 177.0(4) . . . . ?
C59 C60 C61 C56 1.3(6) . . . . ?
C59 C60 C61 C62 -178.2(4) . . . . ?
C56 C61 C62 C63 133.9(4) . . . . ?
C60 C61 C62 C63 -46.7(5) . . . . ?
C56 C61 C62 C44 -97.6(4) . . . . ?
C60 C61 C62 C44 81.8(5) . . . . ?
C52 C44 C62 C63 -59.0(4) . . . . ?
C45 C44 C62 C63 174.4(3) . . . . ?
C43 C44 C62 C63 63.7(4) . . . . ?
C52 C44 C62 C61 174.3(3) . . . . ?
C45 C44 C62 C61 47.7(4) . . . . ?
C43 C44 C62 C61 -63.0(4) . . . . ?
C61 C62 C63 C64 169.8(4) . . . . ?
C44 C62 C63 C64 42.4(6) . . . . ?
C62 C63 C64 N6 -2.3(7) . . . . ?
C70 C65 C66 C67 1.2(6) . . . . ?
N6 C65 C66 C67 -180.0(3) . . . . ?
C65 C66 C67 C68 0.0(6) . . . . ?
C66 C67 C68 C69 -1.0(6) . . . . ?
C66 C67 C68 Cl4 -178.9(3) . . . . ?
C67 C68 C69 C70 0.8(6) . . . . ?
Cl4 C68 C69 C70 178.8(3) . . . . ?
C68 C69 C70 C65 0.4(6) . . . . ?
C66 C65 C70 C69 -1.4(6) . . . . ?
N6 C65 C70 C69 179.7(3) . . . . ?
O1 C15 N1 C8 179.3(4) . . . . ?
C14 C15 N1 C8 -0.1(4) . . . . ?
O1 C15 N1 C7 0.7(6) . . . . ?
C14 C15 N1 C7 -178.7(3) . . . . ?
C9 C8 N1 C15 -178.7(4) . . . . ?
C13 C8 N1 C15 -1.2(4) . . . . ?
C9 C8 N1 C7 -0.1(6) . . . . ?
C13 C8 N1 C7 177.4(3) . . . . ?
C6 C7 N1 C15 -95.2(4) . . . . ?
C6 C7 N1 C8 86.4(4) . . . . ?
O3 C19 N2 C16 177.7(3) . . . . ?
C18 C19 N2 C16 -0.1(4) . . . . ?
O3 C19 N2 C20 -9.8(6) . . . . ?
C18 C19 N2 C20 172.4(3) . . . . ?
O2 C16 N2 C19 173.8(4) . . . . ?
C17 C16 N2 C19 -4.0(4) . . . . ?
O2 C16 N2 C20 1.4(6) . . . . ?
C17 C16 N2 C20 -176.4(3) . . . . ?
C17 C18 N3 C29 6.2(6) . . . . ?
C19 C18 N3 C29 -170.0(3) . . . . ?
C17 C18 N3 C30 -156.2(4) . . . . ?
C19 C18 N3 C30 27.5(5) . . . . ?
C28 C29 N3 C18 8.9(6) . . . . ?
C28 C29 N3 C30 171.8(4) . . . . ?
C31 C30 N3 C18 -110.9(4) . . . . ?
C35 C30 N3 C18 70.0(5) . . . . ?
C31 C30 N3 C29 85.2(4) . . . . ?
C35 C30 N3 C29 -94.0(4) . . . . ?
O4 C43 N4 C50 -178.4(3) . . . . ?
C44 C43 N4 C50 -0.4(4) . . . . ?
O4 C43 N4 C42 -0.7(6) . . . . ?
C44 C43 N4 C42 177.4(3) . . . . ?
C49 C50 N4 C43 179.6(4) . . . . ?
C45 C50 N4 C43 2.5(4) . . . . ?
C49 C50 N4 C42 1.9(6) . . . . ?
C45 C50 N4 C42 -175.2(3) . . . . ?
C41 C42 N4 C43 96.1(4) . . . . ?
C41 C42 N4 C50 -86.5(4) . . . . ?
O6 C54 N5 C51 -177.8(3) . . . . ?
C53 C54 N5 C51 -0.1(4) . . . . ?
O6 C54 N5 C55 9.6(6) . . . . ?
C53 C54 N5 C55 -172.6(3) . . . . ?
O5 C51 N5 C54 -174.1(3) . . . . ?
C52 C51 N5 C54 3.7(4) . . . . ?
O5 C51 N5 C55 -1.6(6) . . . . ?
C52 C51 N5 C55 176.2(3) . . . . ?
C52 C53 N6 C64 -7.8(6) . . . . ?
C54 C53 N6 C64 168.9(3) . . . . ?
C52 C53 N6 C65 156.1(4) . . . . ?
C54 C53 N6 C65 -27.2(5) . . . . ?
C63 C64 N6 C53 -9.1(6) . . . . ?
C63 C64 N6 C65 -173.5(4) . . . . ?
C66 C65 N6 C53 110.3(4) . . . . ?
C70 C65 N6 C53 -70.8(4) . . . . ?
C66 C65 N6 C64 -84.3(4) . . . . ?
C70 C65 N6 C64 94.6(4) . . . . ?

_refine_diff_density_max         0.235
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_6k
_database_code_depnum_ccdc_archive 'CCDC 2208734'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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 H36 N2 O4'
_chemical_formula_sum            'C38 H36 N2 O4'
_chemical_formula_weight         584.69

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                   13.0507(7)
_cell_length_b                   11.5992(6)
_cell_length_c                   21.3575(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.006(2)
_cell_angle_gamma                90
_cell_volume                     3232.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7698
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      22.53

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             1240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6889
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28015
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.349
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5663
_reflns_number_gt                3605
_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)+(0.0853P)²+2.7338P] 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         5663
_refine_ls_number_parameters     402
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1233
_refine_ls_R_factor_gt           0.0756
_refine_ls_wR_factor_ref         0.2066
_refine_ls_wR_factor_gt          0.1887
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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 0.8355(3) 0.5878(3) 0.48571(18) 0.0755(11) Uani 1 1 d . . . . .
H1 H 0.8019 0.5189 0.4767 0.091 Uiso 1 1 calc R U . . .
C2 C 0.8987(4) 0.5944(4) 0.53711(19) 0.0920(13) Uani 1 1 d . . . . .
H2 H 0.9081 0.5302 0.5627 0.110 Uiso 1 1 calc R U . . .
C3 C 0.9486(4) 0.6961(5) 0.5511(2) 0.0989(15) Uani 1 1 d . . . . .
H3 H 0.9915 0.7012 0.5862 0.119 Uiso 1 1 calc R U . . .
C4 C 0.9346(4) 0.7882(5) 0.5133(2) 0.0990(15) Uani 1 1 d . . . . .
H4 H 0.9685 0.8569 0.5222 0.119 Uiso 1 1 calc R U . . .
C5 C 0.8700(3) 0.7814(3) 0.46116(19) 0.0803(11) Uani 1 1 d . . . . .
H5 H 0.8605 0.8457 0.4357 0.096 Uiso 1 1 calc R U . . .
C6 C 0.8204(3) 0.6815(3) 0.44698(16) 0.0598(9) Uani 1 1 d . . . . .
C7 C 0.7490(3) 0.6774(3) 0.39044(18) 0.0713(10) Uani 1 1 d . . . . .
H7A H 0.6818 0.7040 0.4027 0.086 Uiso 1 1 calc R U . . .
H7B H 0.7741 0.7302 0.3590 0.086 Uiso 1 1 calc R U . . .
C8 C 0.8180(2) 0.5044(3) 0.33316(14) 0.0499(8) Uani 1 1 d . . . . .
C9 C 0.9174(3) 0.5383(3) 0.32512(17) 0.0654(9) Uani 1 1 d . . . . .
H9 H 0.9415 0.6086 0.3404 0.078 Uiso 1 1 calc R U . . .
C10 C 0.9801(3) 0.4639(4) 0.29352(18) 0.0742(10) Uani 1 1 d . . . . .
H10 H 1.0471 0.4868 0.2861 0.089 Uiso 1 1 calc R U . . .
C11 C 0.9490(3) 0.3565(3) 0.27208(17) 0.0683(10) Uani 1 1 d . . . . .
C12 C 1.0209(4) 0.2776(4) 0.2377(2) 0.1070(16) Uani 1 1 d . . . . .
H12A H 0.9836 0.2121 0.2220 0.160 Uiso 1 1 calc R U . . .
H12B H 1.0744 0.2520 0.2659 0.160 Uiso 1 1 calc R U . . .
H12C H 1.0506 0.3185 0.2034 0.160 Uiso 1 1 calc R U . . .
C13 C 0.8473(3) 0.3254(3) 0.28124(15) 0.0603(9) Uani 1 1 d . . . . .
H13 H 0.8235 0.2545 0.2667 0.072 Uiso 1 1 calc R U . . .
C14 C 0.7824(2) 0.3980(3) 0.31134(14) 0.0500(8) Uani 1 1 d . . . . .
C15 C 0.6709(2) 0.3861(3) 0.32744(14) 0.0522(8) Uani 1 1 d . . . . .
C16 C 0.6502(3) 0.5019(3) 0.35958(15) 0.0597(9) Uani 1 1 d . . . . .
C17 C 0.5338(2) 0.2775(3) 0.29012(13) 0.0483(7) Uani 1 1 d . . . . .
H17 H 0.4790 0.2528 0.2651 0.058 Uiso 1 1 calc R U . . .
C18 C 0.5944(2) 0.3652(3) 0.27447(13) 0.0490(7) Uani 1 1 d . . . . .
C19 C 0.5843(3) 0.4447(3) 0.22290(15) 0.0552(8) Uani 1 1 d . . . . .
C20 C 0.4891(4) 0.4992(4) 0.13272(18) 0.0930(13) Uani 1 1 d . . . . .
H20A H 0.4688 0.5711 0.1510 0.140 Uiso 1 1 calc R U . . .
H20B H 0.4354 0.4715 0.1054 0.140 Uiso 1 1 calc R U . . .
H20C H 0.5504 0.5104 0.1092 0.140 Uiso 1 1 calc R U . . .
C21 C 0.6681(3) 0.3661(3) 0.57641(18) 0.0689(10) Uani 1 1 d . . . . .
H21 H 0.6101 0.3926 0.5550 0.083 Uiso 1 1 calc R U . . .
C22 C 0.6808(3) 0.3931(3) 0.64066(19) 0.0711(10) Uani 1 1 d . . . . .
H22 H 0.6319 0.4360 0.6616 0.085 Uiso 1 1 calc R U . . .
C23 C 0.7694(3) 0.3532(3) 0.67180(15) 0.0610(9) Uani 1 1 d . . . . .
C24 C 0.7359(5) 0.4622(6) 0.7634(2) 0.130(2) Uani 1 1 d . . . . .
H24A H 0.7423 0.5329 0.7405 0.194 Uiso 1 1 calc R U . . .
H24B H 0.7623 0.4728 0.8053 0.194 Uiso 1 1 calc R U . . .
H24C H 0.6650 0.4404 0.7649 0.194 Uiso 1 1 calc R U . . .
C25 C 0.8368(3) 0.2893(4) 0.63843(18) 0.0742(11) Uani 1 1 d . . . . .
H25 H 0.8957 0.2616 0.6584 0.089 Uiso 1 1 calc R U . . .
C26 C 0.8207(3) 0.2649(4) 0.57710(17) 0.0739(10) Uani 1 1 d . . . . .
H26 H 0.8687 0.2203 0.5564 0.089 Uiso 1 1 calc R U . . .
C27 C 0.7378(3) 0.3028(3) 0.54502(15) 0.0615(9) Uani 1 1 d . . . . .
C28 C 0.7286(3) 0.2735(3) 0.47729(17) 0.0677(10) Uani 1 1 d . . . . .
H28 H 0.7817 0.2299 0.4611 0.081 Uiso 1 1 calc R U . . .
C29 C 0.6563(3) 0.3012(3) 0.43849(14) 0.0537(8) Uani 1 1 d . . . . .
H29 H 0.6004 0.3402 0.4548 0.064 Uiso 1 1 calc R U . . .
C30 C 0.6532(3) 0.2770(3) 0.37063(15) 0.0648(9) Uani 1 1 d . . . . .
H30 H 0.7083 0.2221 0.3622 0.078 Uiso 1 1 calc R U . . .
C31 C 0.4974(3) 0.1451(3) 0.37775(14) 0.0542(8) Uani 1 1 d . . . . .
C32 C 0.5361(3) 0.0354(3) 0.38803(16) 0.0692(10) Uani 1 1 d . . . . .
C33 C 0.6396(4) 0.0006(3) 0.3660(2) 0.0979(15) Uani 1 1 d . . . . .
H33A H 0.6512 0.0337 0.3256 0.147 Uiso 1 1 calc R U . . .
H33B H 0.6431 -0.0819 0.3632 0.147 Uiso 1 1 calc R U . . .
H33C H 0.6910 0.0276 0.3952 0.147 Uiso 1 1 calc R U . . .
C34 C 0.4725(5) -0.0422(4) 0.4200(2) 0.1029(16) Uani 1 1 d . . . . .
H34 H 0.4957 -0.1167 0.4278 0.123 Uiso 1 1 calc R U . . .
C35 C 0.3781(6) -0.0109(5) 0.4398(2) 0.1126(19) Uani 1 1 d . . . . .
H35 H 0.3375 -0.0641 0.4605 0.135 Uiso 1 1 calc R U . . .
C36 C 0.3428(4) 0.0974(5) 0.4296(2) 0.1011(15) Uani 1 1 d . . . . .
H36 H 0.2782 0.1178 0.4437 0.121 Uiso 1 1 calc R U . . .
C37 C 0.4013(3) 0.1787(3) 0.39838(18) 0.0740(11) Uani 1 1 d . . . . .
C38 C 0.3594(4) 0.2975(4) 0.3886(3) 0.1200(19) Uani 1 1 d . . . . .
H38A H 0.4123 0.3531 0.3972 0.180 Uiso 1 1 calc R U . . .
H38B H 0.3033 0.3100 0.4163 0.180 Uiso 1 1 calc R U . . .
H38C H 0.3358 0.3057 0.3460 0.180 Uiso 1 1 calc R U . . .
N1 N 0.7385(2) 0.5641(2) 0.36275(12) 0.0577(7) Uani 1 1 d . . . . .
N2 N 0.55890(19) 0.2280(2) 0.34524(11) 0.0494(6) Uani 1 1 d . . . . .
O1 O 0.5686(2) 0.5333(2) 0.37999(13) 0.0836(8) Uani 1 1 d . . . . .
O2 O 0.6356(2) 0.5295(2) 0.21598(12) 0.0777(8) Uani 1 1 d . . . . .
O3 O 0.5086(2) 0.4155(2) 0.18197(11) 0.0765(7) Uani 1 1 d . . . . .
O4 O 0.7932(2) 0.3726(3) 0.73288(12) 0.0998(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 C2 1.364(6) . ?
C1 C6 1.377(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.378(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.350(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.359(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.514(5) . ?
C7 N1 1.446(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.370(4) . ?
C8 C14 1.397(4) . ?
C8 N1 1.406(4) . ?
C9 C10 1.375(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.385(5) . ?
C10 H10 0.9300 . ?
C11 C13 1.392(5) . ?
C11 C12 1.511(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.364(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.507(4) . ?
C15 C18 1.515(4) . ?
C15 C16 1.534(5) . ?
C15 C30 1.586(4) . ?
C16 O1 1.213(4) . ?
C16 N1 1.361(4) . ?
C17 C18 1.335(4) . ?
C17 N2 1.345(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.441(4) . ?
C19 O2 1.201(4) . ?
C19 O3 1.351(4) . ?
C20 O3 1.451(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C27 1.355(5) . ?
C21 C22 1.414(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.402(5) . ?
C22 H22 0.9300 . ?
C23 O4 1.355(4) . ?
C23 C25 1.362(5) . ?
C24 O4 1.442(6) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.353(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.345(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.489(5) . ?
C28 C29 1.286(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.476(4) . ?
C29 H29 0.9300 . ?
C30 N2 1.451(4) . ?
C30 H30 0.9800 . ?
C31 C32 1.385(5) . ?
C31 C37 1.393(5) . ?
C31 N2 1.439(4) . ?
C32 C34 1.409(6) . ?
C32 C33 1.493(6) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.359(7) . ?
C34 H34 0.9300 . ?
C35 C36 1.355(7) . ?
C35 H35 0.9300 . ?
C36 C37 1.390(6) . ?
C36 H36 0.9300 . ?
C37 C38 1.496(6) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.2(4) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C1 C2 C3 120.0(4) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 119.3(4) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 120.6(4) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C6 C5 C4 120.5(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 118.5(4) . . ?
C5 C6 C7 119.3(3) . . ?
C1 C6 C7 122.3(3) . . ?
N1 C7 C6 114.0(3) . . ?
N1 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 C14 121.5(3) . . ?
C9 C8 N1 128.5(3) . . ?
C14 C8 N1 110.0(3) . . ?
C8 C9 C10 117.0(3) . . ?
C8 C9 H9 121.5 . . ?
C10 C9 H9 121.5 . . ?
C9 C10 C11 123.6(3) . . ?
C9 C10 H10 118.2 . . ?
C11 C10 H10 118.2 . . ?
C10 C11 C13 117.5(3) . . ?
C10 C11 C12 121.6(4) . . ?
C13 C11 C12 120.9(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C11 120.5(3) . . ?
C14 C13 H13 119.7 . . ?
C11 C13 H13 119.7 . . ?
C13 C14 C8 119.8(3) . . ?
C13 C14 C15 131.5(3) . . ?
C8 C14 C15 108.7(3) . . ?
C14 C15 C18 118.0(2) . . ?
C14 C15 C16 101.6(2) . . ?
C18 C15 C16 110.8(3) . . ?
C14 C15 C30 110.9(3) . . ?
C18 C15 C30 101.8(2) . . ?
C16 C15 C30 114.2(3) . . ?
O1 C16 N1 124.8(3) . . ?
O1 C16 C15 125.9(3) . . ?
N1 C16 C15 109.3(3) . . ?
C18 C17 N2 114.0(3) . . ?
C18 C17 H17 123.0 . . ?
N2 C17 H17 123.0 . . ?
C17 C18 C19 129.2(3) . . ?
C17 C18 C15 108.7(3) . . ?
C19 C18 C15 121.2(3) . . ?
O2 C19 O3 122.0(3) . . ?
O2 C19 C18 125.1(3) . . ?
O3 C19 C18 113.0(3) . . ?
O3 C20 H20A 109.5 . . ?
O3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C27 C21 C22 122.1(3) . . ?
C27 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
C23 C22 C21 117.9(3) . . ?
C23 C22 H22 121.0 . . ?
C21 C22 H22 121.0 . . ?
O4 C23 C25 117.1(3) . . ?
O4 C23 C22 125.1(4) . . ?
C25 C23 C22 117.8(3) . . ?
O4 C24 H24A 109.5 . . ?
O4 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O4 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C23 122.0(3) . . ?
C26 C25 H25 119.0 . . ?
C23 C25 H25 119.0 . . ?
C27 C26 C25 122.3(4) . . ?
C27 C26 H26 118.8 . . ?
C25 C26 H26 118.8 . . ?
C26 C27 C21 117.8(3) . . ?
C26 C27 C28 118.1(4) . . ?
C21 C27 C28 124.1(3) . . ?
C29 C28 C27 127.9(4) . . ?
C29 C28 H28 116.0 . . ?
C27 C28 H28 116.0 . . ?
C28 C29 C30 126.3(3) . . ?
C28 C29 H29 116.8 . . ?
C30 C29 H29 116.8 . . ?
N2 C30 C29 116.7(3) . . ?
N2 C30 C15 103.1(2) . . ?
C29 C30 C15 114.7(3) . . ?
N2 C30 H30 107.3 . . ?
C29 C30 H30 107.3 . . ?
C15 C30 H30 107.3 . . ?
C32 C31 C37 122.3(3) . . ?
C32 C31 N2 119.1(3) . . ?
C37 C31 N2 118.6(3) . . ?
C31 C32 C34 116.6(4) . . ?
C31 C32 C33 121.8(3) . . ?
C34 C32 C33 121.6(4) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 C32 121.7(5) . . ?
C35 C34 H34 119.2 . . ?
C32 C34 H34 119.2 . . ?
C36 C35 C34 120.3(5) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C37 121.2(5) . . ?
C35 C36 H36 119.4 . . ?
C37 C36 H36 119.4 . . ?
C36 C37 C31 117.9(4) . . ?
C36 C37 C38 119.3(4) . . ?
C31 C37 C38 122.9(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 . . ?
C16 N1 C8 110.3(3) . . ?
C16 N1 C7 125.1(3) . . ?
C8 N1 C7 124.5(3) . . ?
C17 N2 C31 125.3(3) . . ?
C17 N2 C30 110.6(2) . . ?
C31 N2 C30 123.9(2) . . ?
C19 O3 C20 114.7(3) . . ?
C23 O4 C24 116.3(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.2(7) . . . . ?
C1 C2 C3 C4 -0.4(7) . . . . ?
C2 C3 C4 C5 0.6(7) . . . . ?
C3 C4 C5 C6 -0.6(7) . . . . ?
C4 C5 C6 C1 0.4(6) . . . . ?
C4 C5 C6 C7 178.9(4) . . . . ?
C2 C1 C6 C5 -0.2(6) . . . . ?
C2 C1 C6 C7 -178.7(4) . . . . ?
C5 C6 C7 N1 152.7(3) . . . . ?
C1 C6 C7 N1 -28.8(5) . . . . ?
C14 C8 C9 C10 1.3(5) . . . . ?
N1 C8 C9 C10 -179.2(3) . . . . ?
C8 C9 C10 C11 -2.6(6) . . . . ?
C9 C10 C11 C13 2.6(6) . . . . ?
C9 C10 C11 C12 -179.8(4) . . . . ?
C10 C11 C13 C14 -1.2(5) . . . . ?
C12 C11 C13 C14 -178.8(3) . . . . ?
C11 C13 C14 C8 0.0(5) . . . . ?
C11 C13 C14 C15 -179.8(3) . . . . ?
C9 C8 C14 C13 0.0(5) . . . . ?
N1 C8 C14 C13 -179.7(3) . . . . ?
C9 C8 C14 C15 179.8(3) . . . . ?
N1 C8 C14 C15 0.2(3) . . . . ?
C13 C14 C15 C18 -57.5(4) . . . . ?
C8 C14 C15 C18 122.7(3) . . . . ?
C13 C14 C15 C16 -178.9(3) . . . . ?
C8 C14 C15 C16 1.3(3) . . . . ?
C13 C14 C15 C30 59.4(4) . . . . ?
C8 C14 C15 C30 -120.4(3) . . . . ?
C14 C15 C16 O1 178.6(3) . . . . ?
C18 C15 C16 O1 52.3(4) . . . . ?
C30 C15 C16 O1 -61.9(4) . . . . ?
C14 C15 C16 N1 -2.4(3) . . . . ?
C18 C15 C16 N1 -128.7(3) . . . . ?
C30 C15 C16 N1 117.0(3) . . . . ?
N2 C17 C18 C19 -172.9(3) . . . . ?
N2 C17 C18 C15 -3.5(4) . . . . ?
C14 C15 C18 C17 131.6(3) . . . . ?
C16 C15 C18 C17 -111.9(3) . . . . ?
C30 C15 C18 C17 9.9(3) . . . . ?
C14 C15 C18 C19 -58.0(4) . . . . ?
C16 C15 C18 C19 58.5(4) . . . . ?
C30 C15 C18 C19 -179.6(3) . . . . ?
C17 C18 C19 O2 171.0(3) . . . . ?
C15 C18 C19 O2 2.7(5) . . . . ?
C17 C18 C19 O3 -8.3(5) . . . . ?
C15 C18 C19 O3 -176.5(3) . . . . ?
C27 C21 C22 C23 0.7(5) . . . . ?
C21 C22 C23 O4 179.3(3) . . . . ?
C21 C22 C23 C25 -1.1(5) . . . . ?
O4 C23 C25 C26 -179.8(4) . . . . ?
C22 C23 C25 C26 0.5(6) . . . . ?
C23 C25 C26 C27 0.6(6) . . . . ?
C25 C26 C27 C21 -1.0(6) . . . . ?
C25 C26 C27 C28 178.5(4) . . . . ?
C22 C21 C27 C26 0.4(5) . . . . ?
C22 C21 C27 C28 -179.1(3) . . . . ?
C26 C27 C28 C29 -179.9(4) . . . . ?
C21 C27 C28 C29 -0.4(6) . . . . ?
C27 C28 C29 C30 175.7(3) . . . . ?
C28 C29 C30 N2 132.3(4) . . . . ?
C28 C29 C30 C15 -106.9(4) . . . . ?
C14 C15 C30 N2 -138.8(3) . . . . ?
C18 C15 C30 N2 -12.4(3) . . . . ?
C16 C15 C30 N2 107.1(3) . . . . ?
C14 C15 C30 C29 93.2(3) . . . . ?
C18 C15 C30 C29 -140.3(3) . . . . ?
C16 C15 C30 C29 -20.8(4) . . . . ?
C37 C31 C32 C34 0.8(5) . . . . ?
N2 C31 C32 C34 -180.0(3) . . . . ?
C37 C31 C32 C33 -179.6(4) . . . . ?
N2 C31 C32 C33 -0.3(5) . . . . ?
C31 C32 C34 C35 0.0(6) . . . . ?
C33 C32 C34 C35 -179.7(4) . . . . ?
C32 C34 C35 C36 -0.6(8) . . . . ?
C34 C35 C36 C37 0.6(8) . . . . ?
C35 C36 C37 C31 0.1(7) . . . . ?
C35 C36 C37 C38 -179.5(5) . . . . ?
C32 C31 C37 C36 -0.8(5) . . . . ?
N2 C31 C37 C36 179.9(3) . . . . ?
C32 C31 C37 C38 178.8(4) . . . . ?
N2 C31 C37 C38 -0.4(6) . . . . ?
O1 C16 N1 C8 -178.3(3) . . . . ?
C15 C16 N1 C8 2.7(3) . . . . ?
O1 C16 N1 C7 -0.5(5) . . . . ?
C15 C16 N1 C7 -179.4(3) . . . . ?
C9 C8 N1 C16 178.5(3) . . . . ?
C14 C8 N1 C16 -1.8(4) . . . . ?
C9 C8 N1 C7 0.7(5) . . . . ?
C14 C8 N1 C7 -179.7(3) . . . . ?
C6 C7 N1 C16 116.4(4) . . . . ?
C6 C7 N1 C8 -66.1(4) . . . . ?
C18 C17 N2 C31 169.5(3) . . . . ?
C18 C17 N2 C30 -5.6(4) . . . . ?
C32 C31 N2 C17 117.8(4) . . . . ?
C37 C31 N2 C17 -62.9(4) . . . . ?
C32 C31 N2 C30 -67.8(4) . . . . ?
C37 C31 N2 C30 111.6(4) . . . . ?
C29 C30 N2 C17 138.1(3) . . . . ?
C15 C30 N2 C17 11.4(3) . . . . ?
C29 C30 N2 C31 -37.1(5) . . . . ?
C15 C30 N2 C31 -163.8(3) . . . . ?
O2 C19 O3 C20 -5.0(5) . . . . ?
C18 C19 O3 C20 174.2(3) . . . . ?
C25 C23 O4 C24 165.3(4) . . . . ?
C22 C23 O4 C24 -15.1(5) . . . . ?

_refine_diff_density_max         0.618
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.046

####################################################################### 
# 
# 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_6g
_database_code_depnum_ccdc_archive 'CCDC 2208733'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-09-22 deposited with the CCDC.	2022-12-09 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         'C34 H26 Cl2 N2 O3'
_chemical_formula_sum            'C34 H26 Cl2 N2 O3'
_chemical_formula_weight         581.47

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      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                   9.7184(14)
_cell_length_b                   12.5333(18)
_cell_length_c                   14.973(2)
_cell_angle_alpha                99.526(5)
_cell_angle_beta                 106.553(4)
_cell_angle_gamma                108.581(4)
_cell_volume                     1589.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6338
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      23.21

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.239
_shelx_estimated_absorpt_T_min   0.940
_shelx_estimated_absorpt_T_max   0.954
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6434
_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_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20731
_diffrn_reflns_av_unetI/netI     0.0679
_diffrn_reflns_av_R_equivalents  0.0689
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.297
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             5540
_reflns_number_gt                3459
_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)+(0.1127P)²+0.0237P] 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         5540
_refine_ls_number_parameters     371
_refine_ls_number_restraints     103
_refine_ls_R_factor_all          0.1137
_refine_ls_R_factor_gt           0.0662
_refine_ls_wR_factor_ref         0.1966
_refine_ls_wR_factor_gt          0.1790
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.128
_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 -0.2475(5) 0.0692(4) 0.1924(3) 0.0918(12) Uani 1 1 d . U . . .
H1 H -0.1569 0.1096 0.1828 0.110 Uiso 1 1 calc R U . . .
C2 C -0.3804(6) -0.0109(6) 0.1125(4) 0.1316(16) Uani 1 1 d . U . . .
H2 H -0.3799 -0.0240 0.0497 0.158 Uiso 1 1 calc R U . . .
C3 C -0.5135(6) -0.0698(6) 0.1321(5) 0.1392(18) Uani 1 1 d . U . . .
H3 H -0.6020 -0.1238 0.0811 0.167 Uiso 1 1 calc R U . . .
C4 C -0.5159(6) -0.0504(5) 0.2207(4) 0.1246(16) Uani 1 1 d . U . . .
H4 H -0.6060 -0.0888 0.2316 0.149 Uiso 1 1 calc R U . . .
C5 C -0.3888(4) 0.0244(4) 0.2944(3) 0.0908(12) Uani 1 1 d . U . . .
H5 H -0.3915 0.0355 0.3568 0.109 Uiso 1 1 calc R U . . .
C6 C -0.2525(4) 0.0868(3) 0.2823(3) 0.0642(9) Uani 1 1 d . U . . .
C7 C -0.1179(4) 0.1717(3) 0.3677(3) 0.0580(9) Uani 1 1 d . . . . .
H7A H -0.1123 0.2503 0.3674 0.070 Uiso 1 1 calc R U . . .
H7B H -0.1354 0.1578 0.4261 0.070 Uiso 1 1 calc R U . . .
C8 C 0.0699(3) 0.0684(2) 0.3798(2) 0.0393(7) Uani 1 1 d . . . . .
C9 C -0.0250(3) -0.0436(3) 0.3741(2) 0.0487(8) Uani 1 1 d . . . . .
H9 H -0.1300 -0.0633 0.3638 0.058 Uiso 1 1 calc R U . . .
C10 C 0.0420(4) -0.1249(3) 0.3842(2) 0.0494(8) Uani 1 1 d . . . . .
H10 H -0.0188 -0.2011 0.3800 0.059 Uiso 1 1 calc R U . . .
C11 C 0.1981(3) -0.0942(2) 0.4004(2) 0.0452(7) Uani 1 1 d . . . . .
C12 C 0.2938(3) 0.0185(2) 0.4077(2) 0.0410(7) Uani 1 1 d . . . . .
H12 H 0.3993 0.0385 0.4193 0.049 Uiso 1 1 calc R U . . .
C13 C 0.2268(3) 0.0996(2) 0.39689(19) 0.0363(7) Uani 1 1 d . . . . .
C14 C 0.2994(3) 0.2263(2) 0.4004(2) 0.0376(7) Uani 1 1 d . . . . .
C15 C 0.1588(3) 0.2623(3) 0.3842(2) 0.0413(7) Uani 1 1 d . . . . .
C16 C 0.5505(3) 0.3716(2) 0.4761(2) 0.0416(7) Uani 1 1 d . . . . .
H16 H 0.6406 0.4284 0.5241 0.050 Uiso 1 1 calc R U . . .
C17 C 0.4287(3) 0.3070(2) 0.4949(2) 0.0381(7) Uani 1 1 d . U . . .
C18 C 0.4102(4) 0.3130(3) 0.5872(2) 0.0455(7) Uani 1 1 d . U . . .
C19 C 0.5301(6) 0.3958(4) 0.7570(3) 0.0919(14) Uani 1 1 d . . . . .
H19A H 0.4537 0.4270 0.7625 0.138 Uiso 1 1 calc R U . . .
H19B H 0.6300 0.4468 0.8050 0.138 Uiso 1 1 calc R U . . .
H19C H 0.5016 0.3193 0.7672 0.138 Uiso 1 1 calc R U . . .
C20 C 0.0444(5) 0.2789(4) 0.0614(3) 0.0802(10) Uani 1 1 d . U . . .
H20 H 0.0549 0.3245 0.1205 0.096 Uiso 1 1 calc R U . . .
C21 C -0.0420(5) 0.2923(4) -0.0249(3) 0.1008(13) Uani 1 1 d . U . . .
H21 H -0.0881 0.3469 -0.0230 0.121 Uiso 1 1 calc R U . . .
C22 C -0.0588(6) 0.2256(5) -0.1116(3) 0.1036(14) Uani 1 1 d . U . . .
H22 H -0.1149 0.2353 -0.1692 0.124 Uiso 1 1 calc R U . . .
C23 C 0.0065(6) 0.1449(4) -0.1140(3) 0.0973(13) Uani 1 1 d . U . . .
H23 H -0.0056 0.0989 -0.1734 0.117 Uiso 1 1 calc R U . . .
C24 C 0.0900(5) 0.1308(4) -0.0295(3) 0.0824(11) Uani 1 1 d . U . . .
H24 H 0.1317 0.0736 -0.0327 0.099 Uiso 1 1 calc R U . . .
C25 C 0.1142(4) 0.1992(3) 0.0604(2) 0.0613(9) Uani 1 1 d . U . . .
C26 C 0.2140(4) 0.1885(3) 0.1495(2) 0.0540(8) Uani 1 1 d . . . . .
H26 H 0.2305 0.1190 0.1447 0.065 Uiso 1 1 calc R U . . .
C27 C 0.2831(3) 0.2661(3) 0.2358(2) 0.0460(8) Uani 1 1 d . . . . .
H27 H 0.2712 0.3374 0.2422 0.055 Uiso 1 1 calc R U . . .
C28 C 0.3788(3) 0.2462(2) 0.3236(2) 0.0410(7) Uani 1 1 d . . . . .
H28 H 0.4003 0.1768 0.3029 0.049 Uiso 1 1 calc R U . . .
C29 C 0.6486(3) 0.3856(2) 0.3428(2) 0.0430(7) Uani 1 1 d . . . . .
C30 C 0.6339(4) 0.3290(3) 0.2510(2) 0.0551(8) Uani 1 1 d . . . . .
H30 H 0.5447 0.2630 0.2132 0.066 Uiso 1 1 calc R U . . .
C31 C 0.7501(4) 0.3697(3) 0.2150(3) 0.0637(10) Uani 1 1 d . . . . .
H31 H 0.7390 0.3313 0.1531 0.076 Uiso 1 1 calc R U . . .
C32 C 0.8831(4) 0.4674(3) 0.2710(3) 0.0596(9) Uani 1 1 d . . . . .
C33 C 0.9001(4) 0.5225(3) 0.3621(3) 0.0612(9) Uani 1 1 d . . . . .
H33 H 0.9908 0.5873 0.4000 0.073 Uiso 1 1 calc R U . . .
C34 C 0.7852(4) 0.4836(3) 0.3985(2) 0.0543(8) Uani 1 1 d . . . . .
H34 H 0.7980 0.5224 0.4607 0.065 Uiso 1 1 calc R U . . .
Cl1 Cl 0.28161(10) -0.19727(7) 0.41485(7) 0.0697(3) Uani 1 1 d . . . . .
Cl2 Cl 1.02861(14) 0.52020(9) 0.22533(9) 0.0979(4) Uani 1 1 d . . . . .
N1 N 0.0309(3) 0.1660(2) 0.37152(18) 0.0439(6) Uani 1 1 d . . . . .
N2 N 0.5299(3) 0.3462(2) 0.38017(17) 0.0438(6) Uani 1 1 d . . . . .
O1 O 0.1605(2) 0.36010(18) 0.38496(15) 0.0547(6) Uani 1 1 d . . . . .
O2 O 0.2909(3) 0.2559(2) 0.59719(17) 0.0668(7) Uani 1 1 d . . . . .
O3 O 0.5378(3) 0.3871(2) 0.66153(15) 0.0655(7) 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 1.345(5) . ?
C1 C2 1.415(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.408(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.317(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.328(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.479(5) . ?
C7 N1 1.457(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C13 1.382(4) . ?
C8 C9 1.386(4) . ?
C8 N1 1.404(3) . ?
C9 C10 1.378(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.376(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.388(4) . ?
C11 Cl1 1.742(3) . ?
C12 C13 1.377(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.504(4) . ?
C14 C17 1.519(4) . ?
C14 C15 1.539(4) . ?
C14 C28 1.568(4) . ?
C15 O1 1.219(3) . ?
C15 N1 1.367(4) . ?
C16 C17 1.338(4) . ?
C16 N2 1.360(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.436(4) . ?
C18 O2 1.218(3) . ?
C18 O3 1.333(4) . ?
C19 O3 1.441(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C25 1.374(5) . ?
C20 C21 1.396(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.358(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.355(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.367(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.383(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.464(5) . ?
C26 C27 1.319(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.488(4) . ?
C27 H27 0.9300 . ?
C28 N2 1.487(4) . ?
C28 H28 0.9800 . ?
C29 C30 1.384(4) . ?
C29 C34 1.399(4) . ?
C29 N2 1.407(4) . ?
C30 C31 1.377(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.381(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.361(5) . ?
C32 Cl2 1.734(3) . ?
C33 C34 1.368(4) . ?
C33 H33 0.9300 . ?
C34 H34 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 119.9(5) . . ?
C6 C1 H1 120.1 . . ?
C2 C1 H1 120.1 . . ?
C3 C2 C1 117.3(5) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C4 C3 C2 121.7(5) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 119.6(6) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 122.9(5) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C1 C6 C5 118.7(4) . . ?
C1 C6 C7 121.8(3) . . ?
C5 C6 C7 119.5(4) . . ?
N1 C7 C6 114.3(3) . . ?
N1 C7 H7A 108.7 . . ?
C6 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C6 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C13 C8 C9 121.8(3) . . ?
C13 C8 N1 109.3(2) . . ?
C9 C8 N1 128.9(3) . . ?
C10 C9 C8 117.6(3) . . ?
C10 C9 H9 121.2 . . ?
C8 C9 H9 121.2 . . ?
C11 C10 C9 120.6(3) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 121.9(3) . . ?
C10 C11 Cl1 120.0(2) . . ?
C12 C11 Cl1 118.1(2) . . ?
C13 C12 C11 117.6(3) . . ?
C13 C12 H12 121.2 . . ?
C11 C12 H12 121.2 . . ?
C12 C13 C8 120.5(2) . . ?
C12 C13 C14 129.7(2) . . ?
C8 C13 C14 109.8(2) . . ?
C13 C14 C17 116.5(2) . . ?
C13 C14 C15 101.5(2) . . ?
C17 C14 C15 109.3(2) . . ?
C13 C14 C28 113.8(2) . . ?
C17 C14 C28 102.6(2) . . ?
C15 C14 C28 113.5(2) . . ?
O1 C15 N1 125.4(3) . . ?
O1 C15 C14 126.4(3) . . ?
N1 C15 C14 108.2(2) . . ?
C17 C16 N2 113.6(3) . . ?
C17 C16 H16 123.2 . . ?
N2 C16 H16 123.2 . . ?
C16 C17 C18 128.1(3) . . ?
C16 C17 C14 109.7(2) . . ?
C18 C17 C14 122.2(2) . . ?
O2 C18 O3 123.1(3) . . ?
O2 C18 C17 123.8(3) . . ?
O3 C18 C17 113.1(3) . . ?
O3 C19 H19A 109.5 . . ?
O3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C25 C20 C21 121.0(4) . . ?
C25 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C22 C21 C20 119.9(5) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 C22 C21 119.8(4) . . ?
C23 C22 H22 120.1 . . ?
C21 C22 H22 120.1 . . ?
C22 C23 C24 120.4(4) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C23 C24 C25 121.8(5) . . ?
C23 C24 H24 119.1 . . ?
C25 C24 H24 119.1 . . ?
C20 C25 C24 117.0(4) . . ?
C20 C25 C26 122.3(3) . . ?
C24 C25 C26 120.7(4) . . ?
C27 C26 C25 127.5(3) . . ?
C27 C26 H26 116.3 . . ?
C25 C26 H26 116.3 . . ?
C26 C27 C28 123.9(3) . . ?
C26 C27 H27 118.1 . . ?
C28 C27 H27 118.1 . . ?
N2 C28 C27 114.0(2) . . ?
N2 C28 C14 103.5(2) . . ?
C27 C28 C14 114.1(2) . . ?
N2 C28 H28 108.3 . . ?
C27 C28 H28 108.3 . . ?
C14 C28 H28 108.3 . . ?
C30 C29 C34 118.4(3) . . ?
C30 C29 N2 121.3(3) . . ?
C34 C29 N2 120.3(3) . . ?
C31 C30 C29 120.6(3) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C32 120.0(3) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C33 C32 C31 120.0(3) . . ?
C33 C32 Cl2 119.9(3) . . ?
C31 C32 Cl2 120.1(3) . . ?
C32 C33 C34 120.7(3) . . ?
C32 C33 H33 119.6 . . ?
C34 C33 H33 119.6 . . ?
C33 C34 C29 120.4(3) . . ?
C33 C34 H34 119.8 . . ?
C29 C34 H34 119.8 . . ?
C15 N1 C8 111.2(2) . . ?
C15 N1 C7 123.1(3) . . ?
C8 N1 C7 124.9(2) . . ?
C16 N2 C29 124.8(2) . . ?
C16 N2 C28 109.9(2) . . ?
C29 N2 C28 123.3(2) . . ?
C18 O3 C19 116.5(3) . . ?

_refine_diff_density_max         0.287
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.060


