# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

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

data_1a
_database_code_depnum_ccdc_archive 'CCDC 1942765'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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         'C44 H38 N2 O4'
_chemical_formula_sum            'C44 H38 N2 O4'
_chemical_formula_weight         658.76

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   32.8955(19)
_cell_length_b                   11.8195(8)
_cell_length_c                   19.8693(14)
_cell_angle_alpha                90
_cell_angle_beta                 115.4213(19)
_cell_angle_gamma                90
_cell_volume                     6977.3(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9963
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      23.84

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             2784
_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    0.080
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32388
_diffrn_reflns_av_unetI/netI     0.0391
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.323
_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             6839
_reflns_number_gt                4386
_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)+(0.0820P)²+8.5114P] 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         6839
_refine_ls_number_parameters     459
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.1096
_refine_ls_R_factor_gt           0.0694
_refine_ls_wR_factor_ref         0.1951
_refine_ls_wR_factor_gt          0.1695
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.089
_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 0.73545(13) 0.5936(4) -0.17559(18) 0.0941(12) Uani 1 1 d . . . . .
H1 H 0.7091 0.6258 -0.1776 0.113 Uiso 1 1 calc R U . . .
C2 C 0.7330(2) 0.4991(5) -0.2155(3) 0.133(2) Uani 1 1 d . . . . .
H2 H 0.7050 0.4676 -0.2451 0.160 Uiso 1 1 calc R U . . .
C3 C 0.7711(3) 0.4493(5) -0.2128(3) 0.136(2) Uani 1 1 d . . . . .
H3 H 0.7692 0.3844 -0.2405 0.163 Uiso 1 1 calc R U . . .
C4 C 0.8124(2) 0.4956(4) -0.1689(3) 0.1308(17) Uani 1 1 d . . . . .
H4 H 0.8387 0.4618 -0.1658 0.157 Uiso 1 1 calc R U . . .
C5 C 0.81423(15) 0.5930(4) -0.1295(2) 0.1059(13) Uani 1 1 d . . . . .
H5 H 0.8421 0.6253 -0.1004 0.127 Uiso 1 1 calc R U . . .
C6 C 0.77626(11) 0.6432(3) -0.13197(17) 0.0740(9) Uani 1 1 d . . . . .
C7 C 0.77666(10) 0.7508(3) -0.0921(2) 0.0856(11) Uani 1 1 d . . . . .
H7A H 0.7637 0.8103 -0.1288 0.103 Uiso 1 1 calc R U . . .
H7B H 0.7575 0.7413 -0.0666 0.103 Uiso 1 1 calc R U . . .
C8 C 0.84418(9) 0.7438(2) 0.03439(16) 0.0564(7) Uani 1 1 d . . . . .
C9 C 0.83080(12) 0.6601(3) 0.0681(2) 0.0787(10) Uani 1 1 d . . . . .
H9 H 0.8031 0.6244 0.0437 0.094 Uiso 1 1 calc R U . . .
C10 C 0.86024(15) 0.6310(3) 0.1400(2) 0.0869(11) Uani 1 1 d . . . . .
H10 H 0.8516 0.5750 0.1641 0.104 Uiso 1 1 calc R U . . .
C11 C 0.90218(13) 0.6815(3) 0.17807(17) 0.0706(9) Uani 1 1 d . . . . .
C12 C 0.93402(16) 0.6465(3) 0.25564(19) 0.1037(14) Uani 1 1 d . . . . .
H12A H 0.9586 0.6992 0.2753 0.156 Uiso 1 1 calc R U . . .
H12B H 0.9455 0.5722 0.2544 0.156 Uiso 1 1 calc R U . . .
H12C H 0.9184 0.6457 0.2868 0.156 Uiso 1 1 calc R U . . .
C13 C 0.91442(10) 0.7660(2) 0.14166(14) 0.0540(7) Uani 1 1 d . . . . .
H13 H 0.9423 0.8013 0.1657 0.065 Uiso 1 1 calc R U . . .
C14 C 0.88552(8) 0.7981(2) 0.06996(13) 0.0454(6) Uani 1 1 d . . . . .
C15 C 0.88886(8) 0.8869(2) 0.01768(12) 0.0433(6) Uani 1 1 d . . . . .
C16 C 0.84553(8) 0.8661(2) -0.05365(15) 0.0521(6) Uani 1 1 d . . . . .
C17 C 0.88762(8) 1.0102(2) 0.04659(13) 0.0459(6) Uani 1 1 d . . . . .
H17 H 0.8884 1.0642 0.0097 0.055 Uiso 1 1 calc R U . . .
C18 C 0.84492(9) 1.0318(2) 0.05749(14) 0.0523(6) Uani 1 1 d . . . . .
C19 C 0.80368(9) 1.0784(2) -0.00360(14) 0.0505(6) Uani 1 1 d . . . . .
C20 C 0.80269(10) 1.1234(3) -0.06832(16) 0.0663(8) Uani 1 1 d . . . . .
H20 H 0.8289 1.1244 -0.0753 0.080 Uiso 1 1 calc R U . . .
C21 C 0.76350(11) 1.1669(3) -0.12280(18) 0.0737(9) Uani 1 1 d . . . . .
H21 H 0.7638 1.1972 -0.1658 0.088 Uiso 1 1 calc R U . . .
C22 C 0.72408(10) 1.1665(3) -0.11492(18) 0.0670(8) Uani 1 1 d . . . . .
C23 C 0.68143(11) 1.2149(4) -0.1748(2) 0.0994(12) Uani 1 1 d . . . . .
H23A H 0.6564 1.1674 -0.1808 0.149 Uiso 1 1 calc R U . . .
H23B H 0.6842 1.2187 -0.2209 0.149 Uiso 1 1 calc R U . . .
H23C H 0.6766 1.2896 -0.1606 0.149 Uiso 1 1 calc R U . . .
C24 C 0.72519(10) 1.1222(3) -0.0498(2) 0.0755(9) Uani 1 1 d . . . . .
H24 H 0.6990 1.1219 -0.0429 0.091 Uiso 1 1 calc R U . . .
C25 C 0.76401(9) 1.0786(3) 0.00483(17) 0.0645(8) Uani 1 1 d . . . . .
H25 H 0.7637 1.0490 0.0479 0.077 Uiso 1 1 calc R U . . .
C26 C 0.94742(10) 0.6687(2) 0.00901(16) 0.0603(7) Uani 1 1 d . . . . .
H26 H 0.9556 0.6734 0.0599 0.072 Uiso 1 1 calc R U . . .
C27 C 0.95000(11) 0.5666(3) -0.0219(2) 0.0782(9) Uani 1 1 d . . . . .
H27 H 0.9596 0.5028 0.0082 0.094 Uiso 1 1 calc R U . . .
C28 C 0.93873(13) 0.5578(4) -0.0960(2) 0.0953(12) Uani 1 1 d . . . . .
H28 H 0.9406 0.4884 -0.1165 0.114 Uiso 1 1 calc R U . . .
C29 C 0.92458(12) 0.6520(4) -0.14037(19) 0.0941(12) Uani 1 1 d . . . . .
H29 H 0.9170 0.6464 -0.1910 0.113 Uiso 1 1 calc R U . . .
C30 C 0.92147(10) 0.7553(3) -0.11014(15) 0.0682(8) Uani 1 1 d . . . . .
H30 H 0.9118 0.8187 -0.1407 0.082 Uiso 1 1 calc R U . . .
C31 C 0.93272(8) 0.7650(2) -0.03477(13) 0.0480(6) Uani 1 1 d . . . . .
C32 C 0.92966(8) 0.8788(2) -0.00265(12) 0.0450(6) Uani 1 1 d . . . . .
H32 H 0.9242 0.9345 -0.0421 0.054 Uiso 1 1 calc R U . . .
C33 C 1.04322(9) 0.9465(2) 0.15164(14) 0.0540(7) Uani 1 1 d . . . . .
C34 C 1.08985(9) 0.9369(3) 0.18964(15) 0.0657(8) Uani 1 1 d . . . . .
H34 H 1.1060 0.9760 0.2338 0.079 Uiso 1 1 calc R U . . .
C35 C 1.11097(10) 0.8676(3) 0.15924(17) 0.0730(9) Uani 1 1 d . . . . .
H35 H 1.1420 0.8587 0.1838 0.088 Uiso 1 1 calc R U . . .
C36 C 1.08723(9) 0.8106(3) 0.09287(16) 0.0676(8) Uani 1 1 d . . . . .
H36 H 1.1028 0.7648 0.0738 0.081 Uiso 1 1 calc R U . . .
C37 C 1.04108(9) 0.8200(3) 0.05442(15) 0.0577(7) Uani 1 1 d . . . . .
H37 H 1.0256 0.7821 0.0096 0.069 Uiso 1 1 calc R U . . .
C38 C 1.01814(8) 0.8880(2) 0.08459(13) 0.0491(6) Uani 1 1 d . . . . .
C39 C 0.97173(8) 0.9160(2) 0.06328(12) 0.0450(6) Uani 1 1 d . . . . .
C40 C 0.97057(8) 0.9880(2) 0.11576(13) 0.0476(6) Uani 1 1 d . . . . .
C41 C 0.92907(8) 1.0309(2) 0.12073(13) 0.0484(6) Uani 1 1 d . . . . .
H41 H 0.9250 0.9852 0.1586 0.058 Uiso 1 1 calc R U . . .
C42 C 0.93377(13) 1.1522(3) 0.14643(18) 0.0793(6) Uani 1 1 d . U . . .
C43 C 0.92141(15) 1.3486(3) 0.1118(2) 0.0975(7) Uani 1 1 d . U . . .
H43A H 0.9046 1.3931 0.0675 0.117 Uiso 0.578(5) 1 calc R U P A 1
H43B H 0.9083 1.3605 0.1466 0.117 Uiso 0.578(5) 1 calc R U P A 1
H43C H 0.9113 1.3613 0.1504 0.117 Uiso 0.422(5) 1 calc R U P A 2
H43D H 0.9519 1.3769 0.1288 0.117 Uiso 0.422(5) 1 calc R U P A 2
C44 C 0.9676(3) 1.3839(5) 0.1449(4) 0.1028(10) Uani 0.578(5) 1 d . U P A 1
H44A H 0.9836 1.3442 0.1910 0.154 Uiso 0.578(5) 1 calc R U P A 1
H44B H 0.9692 1.4638 0.1544 0.154 Uiso 0.578(5) 1 calc R U P A 1
H44C H 0.9810 1.3673 0.1116 0.154 Uiso 0.578(5) 1 calc R U P A 1
C44' C 0.8917(4) 1.4015(7) 0.0430(5) 0.1028(10) Uani 0.422(5) 1 d . U P A 2
H44D H 0.9033 1.3911 0.0066 0.154 Uiso 0.422(5) 1 calc R U P A 2
H44E H 0.8896 1.4809 0.0512 0.154 Uiso 0.422(5) 1 calc R U P A 2
H44F H 0.8624 1.3678 0.0254 0.154 Uiso 0.422(5) 1 calc R U P A 2
N1 N 0.82067(7) 0.7874(2) -0.03826(13) 0.0613(6) Uani 1 1 d . . . . .
N2 N 1.01369(7) 1.0067(2) 0.16999(11) 0.0558(6) Uani 1 1 d . . . . .
H2A H 1.0208 1.0488 0.2087 0.067 Uiso 1 1 calc R U . . .
O1 O 0.83525(6) 0.91098(19) -0.11380(10) 0.0699(6) Uani 1 1 d . . . . .
O2 O 0.84544(7) 1.0094(2) 0.11782(11) 0.0769(6) Uani 1 1 d . . . . .
O3 O 0.94823(10) 1.17942(19) 0.21047(12) 0.0942(7) Uani 1 1 d . U . . .
O4 O 0.91877(9) 1.22631(18) 0.09176(12) 0.0876(6) 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 C2 1.352(7) . ?
C1 C6 1.378(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.367(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.364(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.496(5) . ?
C7 N1 1.448(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.370(4) . ?
C8 C14 1.391(4) . ?
C8 N1 1.410(4) . ?
C9 C10 1.382(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.391(5) . ?
C10 H10 0.9300 . ?
C11 C13 1.391(4) . ?
C11 C12 1.503(5) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.384(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.513(3) . ?
C15 C16 1.538(3) . ?
C15 C32 1.562(3) . ?
C15 C17 1.574(3) . ?
C16 O1 1.215(3) . ?
C16 N1 1.358(4) . ?
C17 C18 1.532(4) . ?
C17 C41 1.538(3) . ?
C17 H17 0.9800 . ?
C18 O2 1.220(3) . ?
C18 C19 1.485(4) . ?
C19 C20 1.379(4) . ?
C19 C25 1.385(4) . ?
C20 C21 1.378(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.371(4) . ?
C21 H21 0.9300 . ?
C22 C24 1.381(4) . ?
C22 C23 1.509(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.373(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.374(4) . ?
C26 C31 1.387(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.359(5) . ?
C27 H27 0.9300 . ?
C28 C29 1.371(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.384(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.385(3) . ?
C30 H30 0.9300 . ?
C31 C32 1.510(4) . ?
C32 C39 1.506(3) . ?
C32 H32 0.9800 . ?
C33 N2 1.374(3) . ?
C33 C34 1.393(4) . ?
C33 C38 1.411(4) . ?
C34 C35 1.371(5) . ?
C34 H34 0.9300 . ?
C35 C36 1.386(4) . ?
C35 H35 0.9300 . ?
C36 C37 1.380(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.401(4) . ?
C37 H37 0.9300 . ?
C38 C39 1.437(3) . ?
C39 C40 1.359(3) . ?
C40 N2 1.382(3) . ?
C40 C41 1.498(4) . ?
C41 C42 1.508(4) . ?
C41 H41 0.9800 . ?
C42 O3 1.195(3) . ?
C42 O4 1.315(4) . ?
C43 C44 1.435(8) . ?
C43 C44' 1.437(9) . ?
C43 O4 1.492(4) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C43 H43D 0.9700 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C44' H44D 0.9600 . ?
C44' H44E 0.9600 . ?
C44' H44F 0.9600 . ?
N2 H2A 0.8600 . ?

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(5) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C1 C2 C3 120.6(5) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C2 C3 C4 119.6(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 119.0(5) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 121.7(4) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C5 C6 C1 117.9(4) . . ?
C5 C6 C7 123.4(3) . . ?
C1 C6 C7 118.7(3) . . ?
N1 C7 C6 115.1(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 . . ?
C9 C8 C14 122.3(3) . . ?
C9 C8 N1 127.9(3) . . ?
C14 C8 N1 109.8(2) . . ?
C8 C9 C10 117.1(3) . . ?
C8 C9 H9 121.4 . . ?
C10 C9 H9 121.4 . . ?
C9 C10 C11 123.1(3) . . ?
C9 C10 H10 118.4 . . ?
C11 C10 H10 118.4 . . ?
C13 C11 C10 117.8(3) . . ?
C13 C11 C12 120.1(3) . . ?
C10 C11 C12 122.1(3) . . ?
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 119.1(2) . . ?
C13 C14 C15 132.6(2) . . ?
C8 C14 C15 108.3(2) . . ?
C14 C15 C16 102.1(2) . . ?
C14 C15 C32 117.30(19) . . ?
C16 C15 C32 108.12(19) . . ?
C14 C15 C17 111.79(18) . . ?
C16 C15 C17 108.97(19) . . ?
C32 C15 C17 108.10(19) . . ?
O1 C16 N1 125.5(2) . . ?
O1 C16 C15 126.4(3) . . ?
N1 C16 C15 108.1(2) . . ?
C18 C17 C41 109.2(2) . . ?
C18 C17 C15 112.0(2) . . ?
C41 C17 C15 110.20(19) . . ?
C18 C17 H17 108.5 . . ?
C41 C17 H17 108.5 . . ?
C15 C17 H17 108.5 . . ?
O2 C18 C19 120.4(2) . . ?
O2 C18 C17 118.4(2) . . ?
C19 C18 C17 121.2(2) . . ?
C20 C19 C25 117.8(2) . . ?
C20 C19 C18 123.6(2) . . ?
C25 C19 C18 118.7(2) . . ?
C21 C20 C19 121.1(3) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C22 C21 C20 121.4(3) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C21 C22 C24 117.5(3) . . ?
C21 C22 C23 120.9(3) . . ?
C24 C22 C23 121.6(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C22 121.6(3) . . ?
C25 C24 H24 119.2 . . ?
C22 C24 H24 119.2 . . ?
C24 C25 C19 120.6(3) . . ?
C24 C25 H25 119.7 . . ?
C19 C25 H25 119.7 . . ?
C27 C26 C31 120.8(3) . . ?
C27 C26 H26 119.6 . . ?
C31 C26 H26 119.6 . . ?
C28 C27 C26 120.8(3) . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C27 C28 C29 119.6(3) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C28 C29 C30 120.4(3) . . ?
C28 C29 H29 119.8 . . ?
C30 C29 H29 119.8 . . ?
C29 C30 C31 120.5(3) . . ?
C29 C30 H30 119.8 . . ?
C31 C30 H30 119.8 . . ?
C30 C31 C26 118.0(3) . . ?
C30 C31 C32 119.7(2) . . ?
C26 C31 C32 122.3(2) . . ?
C39 C32 C31 115.1(2) . . ?
C39 C32 C15 109.15(19) . . ?
C31 C32 C15 112.6(2) . . ?
C39 C32 H32 106.5 . . ?
C31 C32 H32 106.5 . . ?
C15 C32 H32 106.5 . . ?
N2 C33 C34 129.6(3) . . ?
N2 C33 C38 108.1(2) . . ?
C34 C33 C38 122.2(3) . . ?
C35 C34 C33 117.3(3) . . ?
C35 C34 H34 121.4 . . ?
C33 C34 H34 121.4 . . ?
C34 C35 C36 121.7(3) . . ?
C34 C35 H35 119.2 . . ?
C36 C35 H35 119.2 . . ?
C37 C36 C35 121.6(3) . . ?
C37 C36 H36 119.2 . . ?
C35 C36 H36 119.2 . . ?
C36 C37 C38 118.4(3) . . ?
C36 C37 H37 120.8 . . ?
C38 C37 H37 120.8 . . ?
C37 C38 C33 118.7(2) . . ?
C37 C38 C39 134.9(2) . . ?
C33 C38 C39 106.4(2) . . ?
C40 C39 C38 107.1(2) . . ?
C40 C39 C32 122.1(2) . . ?
C38 C39 C32 130.7(2) . . ?
C39 C40 N2 109.9(2) . . ?
C39 C40 C41 126.1(2) . . ?
N2 C40 C41 123.7(2) . . ?
C40 C41 C42 112.3(2) . . ?
C40 C41 C17 110.0(2) . . ?
C42 C41 C17 113.3(2) . . ?
C40 C41 H41 107.0 . . ?
C42 C41 H41 107.0 . . ?
C17 C41 H41 107.0 . . ?
O3 C42 O4 122.5(3) . . ?
O3 C42 C41 123.5(3) . . ?
O4 C42 C41 114.0(3) . . ?
C44 C43 O4 109.5(4) . . ?
C44' C43 O4 103.3(4) . . ?
C44 C43 H43A 109.8 . . ?
O4 C43 H43A 109.8 . . ?
C44 C43 H43B 109.8 . . ?
O4 C43 H43B 109.8 . . ?
H43A C43 H43B 108.2 . . ?
C44' C43 H43C 111.1 . . ?
O4 C43 H43C 111.1 . . ?
C44' C43 H43D 111.1 . . ?
O4 C43 H43D 111.1 . . ?
H43C C43 H43D 109.1 . . ?
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 C44' H44D 109.5 . . ?
C43 C44' H44E 109.5 . . ?
H44D C44' H44E 109.5 . . ?
C43 C44' H44F 109.5 . . ?
H44D C44' H44F 109.5 . . ?
H44E C44' H44F 109.5 . . ?
C16 N1 C8 111.2(2) . . ?
C16 N1 C7 123.1(3) . . ?
C8 N1 C7 125.6(3) . . ?
C33 N2 C40 108.5(2) . . ?
C33 N2 H2A 125.8 . . ?
C40 N2 H2A 125.8 . . ?
C42 O4 C43 117.8(3) . . ?

_refine_diff_density_max         0.677
_refine_diff_density_min         -0.389
_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_1e
_database_code_depnum_ccdc_archive 'CCDC 1942766'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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         'C44 H37 F N2 O4'
_chemical_formula_sum            'C44 H37 F N2 O4'
_chemical_formula_weight         676.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.3472(8)
_cell_length_b                   20.5510(15)
_cell_length_c                   30.017(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6999.8(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9491
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      22.54

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_F_000             2848
_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    0.086
_shelx_estimated_absorpt_T_min   0.980
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            66264
_diffrn_reflns_av_unetI/netI     0.0557
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.160
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             13708
_reflns_number_gt                9052
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.818
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.999

_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)+(0.0983P)²+1.0677P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 3175 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_chemical_absolute_configuration ad
_refine_ls_number_reflns         13708
_refine_ls_number_parameters     954
_refine_ls_number_restraints     131
_refine_ls_R_factor_all          0.1140
_refine_ls_R_factor_gt           0.0691
_refine_ls_wR_factor_ref         0.1940
_refine_ls_wR_factor_gt          0.1726
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.167
_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 0.6344(5) 0.4429(3) 0.39986(17) 0.0567(13) Uani 1 1 d . . . . .
C2 C 0.7186(6) 0.4084(3) 0.4228(2) 0.0684(16) Uani 1 1 d . . . . .
H2 H 0.7983 0.4124 0.4161 0.082 Uiso 1 1 calc R U . . .
C3 C 0.6803(6) 0.3678(3) 0.4561(2) 0.0704(17) Uani 1 1 d . . . . .
H3 H 0.7351 0.3434 0.4720 0.084 Uiso 1 1 calc R U . . .
C4 C 0.5609(6) 0.3623(3) 0.46663(19) 0.0705(17) Uani 1 1 d . . . . .
H4 H 0.5374 0.3346 0.4895 0.085 Uiso 1 1 calc R U . . .
C5 C 0.4776(5) 0.3975(3) 0.44361(17) 0.0584(14) Uani 1 1 d . . . . .
H5 H 0.3983 0.3941 0.4511 0.070 Uiso 1 1 calc R U . . .
C6 C 0.5133(4) 0.4383(2) 0.40893(16) 0.0467(12) Uani 1 1 d . . . . .
C7 C 0.4534(5) 0.4788(2) 0.37676(17) 0.0485(12) Uani 1 1 d . . . . .
C8 C 0.5387(5) 0.5064(2) 0.35085(18) 0.0535(13) Uani 1 1 d . . . . .
C9 C 0.5189(5) 0.5468(3) 0.31060(18) 0.0590(14) Uani 1 1 d . . . . .
H9 H 0.5426 0.5202 0.2850 0.071 Uiso 1 1 calc R U . . .
C10 C 0.5882(8) 0.6101(4) 0.3072(4) 0.1204(13) Uani 1 1 d . U . . .
C11 C 0.7767(8) 0.6532(4) 0.2994(3) 0.1295(14) Uani 1 1 d D U . . .
H11A H 0.7309 0.6882 0.2862 0.155 Uiso 1 1 calc R U . . .
H11B H 0.8358 0.6392 0.2781 0.155 Uiso 1 1 calc R U . . .
C12 C 0.8332(9) 0.6751(5) 0.3421(3) 0.1413(18) Uani 1 1 d D U . . .
H12A H 0.7737 0.6908 0.3621 0.212 Uiso 1 1 calc R U . . .
H12B H 0.8886 0.7093 0.3360 0.212 Uiso 1 1 calc R U . . .
H12C H 0.8736 0.6390 0.3556 0.212 Uiso 1 1 calc R U . . .
C13 C 0.3257(4) 0.4933(2) 0.37023(16) 0.0442(11) Uani 1 1 d . . . . .
H13 H 0.3098 0.5338 0.3864 0.053 Uiso 1 1 calc R U . . .
C14 C 0.2403(4) 0.4426(2) 0.38879(16) 0.0449(11) Uani 1 1 d . . . . .
C15 C 0.1545(4) 0.4620(2) 0.41812(18) 0.0532(13) Uani 1 1 d . . . . .
H15 H 0.1482 0.5058 0.4256 0.064 Uiso 1 1 calc R U . . .
C16 C 0.0766(5) 0.4174(3) 0.4369(2) 0.0601(15) Uani 1 1 d . . . . .
H16 H 0.0202 0.4317 0.4571 0.072 Uiso 1 1 calc R U . . .
C17 C 0.0822(5) 0.3523(3) 0.4259(2) 0.0623(15) Uani 1 1 d . . . . .
C18 C -0.0004(6) 0.3041(3) 0.4477(3) 0.092(2) Uani 1 1 d . . . . .
H18A H -0.0463 0.3260 0.4700 0.137 Uiso 1 1 calc R U . . .
H18B H 0.0447 0.2700 0.4613 0.137 Uiso 1 1 calc R U . . .
H18C H -0.0519 0.2859 0.4256 0.137 Uiso 1 1 calc R U . . .
C19 C 0.1672(5) 0.3329(3) 0.39648(18) 0.0569(14) Uani 1 1 d . . . . .
H19 H 0.1723 0.2892 0.3886 0.068 Uiso 1 1 calc R U . . .
C20 C 0.2460(5) 0.3771(2) 0.37823(17) 0.0508(12) Uani 1 1 d . . . . .
H20 H 0.3036 0.3625 0.3586 0.061 Uiso 1 1 calc R U . . .
C21 C -0.1849(6) 0.4552(4) 0.2500(2) 0.083(2) Uani 1 1 d . . . . .
H21 H -0.1919 0.4841 0.2263 0.099 Uiso 1 1 calc R U . . .
C22 C -0.2716(7) 0.4118(5) 0.2579(3) 0.103(3) Uani 1 1 d . . . . .
H22 H -0.3391 0.4113 0.2403 0.123 Uiso 1 1 calc R U . . .
C23 C -0.2586(8) 0.3681(5) 0.2924(4) 0.112(3) Uani 1 1 d . . . . .
H23 H -0.3180 0.3380 0.2978 0.134 Uiso 1 1 calc R U . . .
C24 C -0.1613(8) 0.3679(4) 0.3188(3) 0.095(2) Uani 1 1 d . . . . .
H24 H -0.1532 0.3372 0.3413 0.114 Uiso 1 1 calc R U . . .
C25 C -0.0746(6) 0.4140(3) 0.3116(2) 0.0761(17) Uani 1 1 d . . . . .
H25 H -0.0091 0.4156 0.3302 0.091 Uiso 1 1 calc R U . . .
C26 C -0.0849(5) 0.4573(3) 0.2771(2) 0.0674(16) Uani 1 1 d . . . . .
C27 C 0.0062(6) 0.5074(3) 0.2662(3) 0.090(2) Uani 1 1 d . . . . .
H27A H 0.0124 0.5111 0.2341 0.108 Uiso 1 1 calc R U . . .
H27B H -0.0200 0.5491 0.2776 0.108 Uiso 1 1 calc R U . . .
C28 C 0.1962(5) 0.4448(3) 0.26860(18) 0.0593(15) Uani 1 1 d . . . . .
C29 C 0.1723(7) 0.3958(3) 0.2381(2) 0.0785(19) Uani 1 1 d . . . . .
H29 H 0.0989 0.3925 0.2246 0.094 Uiso 1 1 calc R U . . .
C30 C 0.2617(8) 0.3518(3) 0.2284(2) 0.086(2) Uani 1 1 d . . . . .
H30 H 0.2484 0.3178 0.2086 0.103 Uiso 1 1 calc R U . . .
C31 C 0.3697(7) 0.3589(3) 0.2484(2) 0.0718(17) Uani 1 1 d . . . . .
C32 C 0.3944(5) 0.4065(3) 0.27871(17) 0.0579(14) Uani 1 1 d . . . . .
H32 H 0.4684 0.4096 0.2919 0.070 Uiso 1 1 calc R U . . .
C33 C 0.3062(4) 0.4497(2) 0.28914(16) 0.0477(12) Uani 1 1 d . . . . .
C34 C 0.3029(4) 0.5080(2) 0.31973(16) 0.0471(12) Uani 1 1 d . . . . .
C35 C 0.1750(5) 0.5315(3) 0.3153(2) 0.0598(15) Uani 1 1 d . . . . .
C36 C 0.3870(5) 0.5632(2) 0.30376(17) 0.0538(13) Uani 1 1 d . . . . .
H36 H 0.3690 0.6025 0.3209 0.065 Uiso 1 1 calc R U . . .
C37 C 0.3655(6) 0.5778(3) 0.25472(17) 0.0574(14) Uani 1 1 d . . . . .
C38 C 0.2650(6) 0.6207(3) 0.24194(17) 0.0593(14) Uani 1 1 d . . . . .
C39 C 0.2257(7) 0.6725(3) 0.2662(2) 0.0739(18) Uani 1 1 d . . . . .
H39 H 0.2643 0.6833 0.2925 0.089 Uiso 1 1 calc R U . . .
C40 C 0.1304(7) 0.7092(3) 0.2528(2) 0.083(2) Uani 1 1 d . . . . .
H40 H 0.1063 0.7443 0.2701 0.099 Uiso 1 1 calc R U . . .
C41 C 0.0697(7) 0.6943(3) 0.2137(2) 0.0775(19) Uani 1 1 d . . . . .
C42 C -0.0364(8) 0.7322(5) 0.1991(3) 0.117(3) Uani 1 1 d . . . . .
H42A H -0.0501 0.7249 0.1680 0.175 Uiso 1 1 calc R U . . .
H42B H -0.0230 0.7777 0.2043 0.175 Uiso 1 1 calc R U . . .
H42C H -0.1039 0.7183 0.2159 0.175 Uiso 1 1 calc R U . . .
C43 C 0.1086(8) 0.6440(4) 0.1888(2) 0.088(2) Uani 1 1 d . . . . .
H43 H 0.0694 0.6335 0.1626 0.106 Uiso 1 1 calc R U . . .
C44 C 0.2045(7) 0.6081(4) 0.2014(2) 0.086(2) Uani 1 1 d . . . . .
H44 H 0.2307 0.5746 0.1831 0.103 Uiso 1 1 calc R U . . .
C45 C 0.4008(4) 0.5882(2) 0.48076(17) 0.0476(12) Uani 1 1 d . . . . .
C46 C 0.3160(5) 0.6218(3) 0.4560(2) 0.0636(16) Uani 1 1 d . . . . .
H46 H 0.2360 0.6170 0.4620 0.076 Uiso 1 1 calc R U . . .
C47 C 0.3552(6) 0.6623(3) 0.4225(2) 0.0671(16) Uani 1 1 d . . . . .
H47 H 0.3006 0.6852 0.4056 0.081 Uiso 1 1 calc R U . . .
C48 C 0.4740(6) 0.6694(3) 0.41351(19) 0.0693(17) Uani 1 1 d . . . . .
H48 H 0.4977 0.6974 0.3908 0.083 Uiso 1 1 calc R U . . .
C49 C 0.5587(5) 0.6357(3) 0.43764(17) 0.0542(13) Uani 1 1 d . . . . .
H49 H 0.6383 0.6405 0.4311 0.065 Uiso 1 1 calc R U . . .
C50 C 0.5225(4) 0.5946(2) 0.47181(15) 0.0462(12) Uani 1 1 d . . . . .
C51 C 0.5807(4) 0.5526(2) 0.50412(15) 0.0410(11) Uani 1 1 d . . . . .
C52 C 0.4963(4) 0.5238(2) 0.52882(17) 0.0450(12) Uani 1 1 d . . . . .
C53 C 0.5174(4) 0.4785(2) 0.56729(17) 0.0456(12) Uani 1 1 d . . . . .
H53 H 0.4984 0.5026 0.5945 0.055 Uiso 1 1 calc R U . . .
C54 C 0.4432(5) 0.4175(3) 0.5675(2) 0.0715(10) Uani 1 1 d . U . . .
O6 O 0.3293(8) 0.4280(4) 0.5733(4) 0.0736(10) Uani 0.517(8) 1 d D U P A 1
C55 C 0.2502(11) 0.3708(5) 0.5802(4) 0.0747(11) Uani 0.517(8) 1 d D U P A 1
H55A H 0.1822 0.3833 0.5978 0.090 Uiso 0.517(8) 1 calc R U P A 1
H55B H 0.2920 0.3366 0.5959 0.090 Uiso 0.517(8) 1 calc R U P A 1
C56 C 0.2109(12) 0.3465(6) 0.5344(4) 0.0798(13) Uani 0.517(8) 1 d D U P A 1
H56A H 0.2712 0.3556 0.5129 0.120 Uiso 0.517(8) 1 calc R U P A 1
H56B H 0.1394 0.3683 0.5259 0.120 Uiso 0.517(8) 1 calc R U P A 1
H56C H 0.1973 0.3005 0.5356 0.120 Uiso 0.517(8) 1 calc R U P A 1
O6' O 0.3302(8) 0.4287(5) 0.5513(4) 0.0734(10) Uani 0.483(8) 1 d D U P A 2
C55' C 0.2420(10) 0.3765(5) 0.5517(5) 0.0751(11) Uani 0.483(8) 1 d D U P A 2
H55C H 0.1663 0.3946 0.5432 0.090 Uiso 0.483(8) 1 calc R U P A 2
H55D H 0.2348 0.3600 0.5819 0.090 Uiso 0.483(8) 1 calc R U P A 2
C56' C 0.2708(13) 0.3206(6) 0.5210(5) 0.0801(14) Uani 0.483(8) 1 d D U P A 2
H56D H 0.2492 0.3319 0.4910 0.120 Uiso 0.483(8) 1 calc R U P A 2
H56E H 0.2278 0.2827 0.5301 0.120 Uiso 0.483(8) 1 calc R U P A 2
H56F H 0.3538 0.3117 0.5222 0.120 Uiso 0.483(8) 1 calc R U P A 2
C57 C 0.7111(4) 0.5376(2) 0.50938(15) 0.0390(10) Uani 1 1 d . . . . .
H57 H 0.7272 0.4994 0.4908 0.047 Uiso 1 1 calc R U . . .
C58 C 0.7947(4) 0.5908(2) 0.49390(15) 0.0393(11) Uani 1 1 d . . . . .
C59 C 0.8812(4) 0.5751(2) 0.46208(16) 0.0493(12) Uani 1 1 d . . . . .
H59 H 0.8856 0.5330 0.4509 0.059 Uiso 1 1 calc R U . . .
C60 C 0.9593(4) 0.6217(3) 0.44728(18) 0.0547(13) Uani 1 1 d . . . . .
H60 H 1.0150 0.6105 0.4259 0.066 Uiso 1 1 calc R U . . .
C61 C 0.9569(4) 0.6845(2) 0.46348(19) 0.0527(14) Uani 1 1 d . . . . .
C62 C 1.0443(6) 0.7361(3) 0.4483(3) 0.083(2) Uani 1 1 d . . . . .
H62A H 1.1226 0.7233 0.4568 0.124 Uiso 1 1 calc R U . . .
H62B H 1.0253 0.7769 0.4621 0.124 Uiso 1 1 calc R U . . .
H62C H 1.0402 0.7407 0.4165 0.124 Uiso 1 1 calc R U . . .
C63 C 0.8730(5) 0.6998(2) 0.49463(19) 0.0533(13) Uani 1 1 d . . . . .
H63 H 0.8698 0.7419 0.5059 0.064 Uiso 1 1 calc R U . . .
C64 C 0.7931(4) 0.6540(2) 0.50969(17) 0.0484(12) Uani 1 1 d . . . . .
H64 H 0.7372 0.6660 0.5308 0.058 Uiso 1 1 calc R U . . .
C65 C 1.2252(5) 0.5725(3) 0.62298(19) 0.0684(16) Uani 1 1 d . . . . .
H65 H 1.2433 0.5406 0.6438 0.082 Uiso 1 1 calc R U . . .
C66 C 1.3013(5) 0.6241(4) 0.6163(2) 0.087(2) Uani 1 1 d . . . . .
H66 H 1.3713 0.6262 0.6324 0.104 Uiso 1 1 calc R U . . .
C67 C 1.2754(6) 0.6712(4) 0.5868(2) 0.085(2) Uani 1 1 d . . . . .
H67 H 1.3258 0.7066 0.5835 0.102 Uiso 1 1 calc R U . . .
C68 C 1.1751(6) 0.6672(4) 0.5617(2) 0.085(2) Uani 1 1 d . . . . .
H68 H 1.1583 0.6991 0.5406 0.102 Uiso 1 1 calc R U . . .
C69 C 1.0997(5) 0.6161(3) 0.5675(2) 0.0729(17) Uani 1 1 d . . . . .
H69 H 1.0320 0.6136 0.5502 0.088 Uiso 1 1 calc R U . . .
C70 C 1.1217(5) 0.5683(3) 0.59855(17) 0.0550(13) Uani 1 1 d . . . . .
C71 C 1.0400(5) 0.5127(3) 0.6065(2) 0.0689(17) Uani 1 1 d . . . . .
H71A H 1.0680 0.4753 0.5899 0.083 Uiso 1 1 calc R U . . .
H71B H 1.0420 0.5016 0.6378 0.083 Uiso 1 1 calc R U . . .
C72 C 0.8449(4) 0.5732(2) 0.61253(16) 0.0479(12) Uani 1 1 d . . . . .
C73 C 0.8722(6) 0.6182(3) 0.64432(18) 0.0631(15) Uani 1 1 d . . . . .
H73 H 0.9473 0.6205 0.6566 0.076 Uiso 1 1 calc R U . . .
C74 C 0.7826(6) 0.6609(3) 0.65783(19) 0.0682(17) Uani 1 1 d . . . . .
H74 H 0.7978 0.6927 0.6791 0.082 Uiso 1 1 calc R U . . .
C75 C 0.6749(6) 0.6555(3) 0.63975(18) 0.0609(15) Uani 1 1 d . . . . .
C76 C 0.6468(5) 0.6118(2) 0.60744(16) 0.0497(12) Uani 1 1 d . . . . .
H76 H 0.5715 0.6105 0.5953 0.060 Uiso 1 1 calc R U . . .
C77 C 0.7333(4) 0.5696(2) 0.59320(15) 0.0410(11) Uani 1 1 d . . . . .
C78 C 0.7334(4) 0.5163(2) 0.55851(15) 0.0404(11) Uani 1 1 d . . . . .
C79 C 0.8607(4) 0.4919(2) 0.56042(16) 0.0424(11) Uani 1 1 d . . . . .
C80 C 0.6464(4) 0.4592(2) 0.57036(15) 0.0423(11) Uani 1 1 d . . . . .
H80 H 0.6600 0.4240 0.5490 0.051 Uiso 1 1 calc R U . . .
C81 C 0.6749(5) 0.4328(2) 0.61706(17) 0.0479(12) Uani 1 1 d . . . . .
C82 C 0.7664(5) 0.3826(2) 0.62298(17) 0.0536(13) Uani 1 1 d . . . . .
C83 C 0.8246(7) 0.3784(3) 0.6639(2) 0.0781(19) Uani 1 1 d . . . . .
H83 H 0.8039 0.4064 0.6869 0.094 Uiso 1 1 calc R U . . .
C84 C 0.9128(7) 0.3328(3) 0.6706(2) 0.091(2) Uani 1 1 d . . . . .
H84 H 0.9511 0.3315 0.6980 0.110 Uiso 1 1 calc R U . . .
C85 C 0.9446(6) 0.2903(3) 0.6385(2) 0.0717(17) Uani 1 1 d . . . . .
C86 C 1.0413(8) 0.2415(4) 0.6470(3) 0.115(3) Uani 1 1 d . . . . .
H86A H 1.1027 0.2616 0.6642 0.172 Uiso 1 1 calc R U . . .
H86B H 1.0728 0.2268 0.6191 0.172 Uiso 1 1 calc R U . . .
H86C H 1.0099 0.2051 0.6631 0.172 Uiso 1 1 calc R U . . .
C87 C 0.8874(6) 0.2933(3) 0.5983(2) 0.0702(16) Uani 1 1 d . . . . .
H87 H 0.9078 0.2643 0.5758 0.084 Uiso 1 1 calc R U . . .
C88 C 0.8002(5) 0.3386(3) 0.59070(19) 0.0581(14) Uani 1 1 d . . . . .
H88 H 0.7632 0.3395 0.5631 0.070 Uiso 1 1 calc R U . . .
F1 F 0.4571(4) 0.31546(19) 0.23742(14) 0.1026(14) Uani 1 1 d . . . . .
F2 F 0.5879(4) 0.69652(17) 0.65441(12) 0.0872(12) Uani 1 1 d . . . . .
N1 N 0.6478(4) 0.4855(2) 0.36410(16) 0.0608(12) Uani 1 1 d . . . . .
H1 H 0.7137 0.4969 0.3523 0.073 Uiso 1 1 calc R U . . .
N2 N 0.1215(4) 0.4937(2) 0.28410(17) 0.0666(13) Uani 1 1 d . . . . .
N3 N 0.3875(4) 0.5450(2) 0.51476(15) 0.0530(11) Uani 1 1 d . . . . .
H3A H 0.3211 0.5327 0.5258 0.064 Uiso 1 1 calc R U . . .
N4 N 0.9179(3) 0.5258(2) 0.59364(14) 0.0501(10) Uani 1 1 d . . . . .
O1 O 0.5508(5) 0.6621(3) 0.2997(2) 0.1154(14) Uani 1 1 d . U . . .
O2 O 0.6996(5) 0.5984(3) 0.3122(2) 0.1255(13) Uani 1 1 d D U . . .
O3 O 0.1311(4) 0.5760(2) 0.33584(15) 0.0769(12) Uani 1 1 d . . . . .
O4 O 0.4232(5) 0.5516(2) 0.22627(14) 0.0875(13) Uani 1 1 d . . . . .
O5 O 0.4834(4) 0.36351(19) 0.57463(15) 0.0716(10) Uani 1 1 d . U . . .
O7 O 0.9052(3) 0.45041(17) 0.53665(12) 0.0557(9) Uani 1 1 d . . . . .
O8 O 0.6233(4) 0.45602(19) 0.64871(12) 0.0703(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 C2 1.376(8) . ?
C1 N1 1.394(7) . ?
C1 C6 1.404(8) . ?
C2 C3 1.372(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.396(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.445(7) . ?
C7 C8 1.365(7) . ?
C7 C13 1.492(7) . ?
C8 N1 1.369(7) . ?
C8 C9 1.483(8) . ?
C9 C10 1.524(9) . ?
C9 C36 1.548(8) . ?
C9 H9 0.9800 . ?
C10 O1 1.171(10) . ?
C10 O2 1.295(10) . ?
C11 O2 1.479(6) . ?
C11 C12 1.504(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.528(7) . ?
C13 C34 1.567(7) . ?
C13 H13 0.9800 . ?
C14 C15 1.372(7) . ?
C14 C20 1.384(7) . ?
C15 C16 1.392(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(8) . ?
C16 H16 0.9300 . ?
C17 C19 1.367(8) . ?
C17 C18 1.512(8) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.388(7) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.349(11) . ?
C21 C26 1.397(9) . ?
C21 H21 0.9300 . ?
C22 C23 1.379(13) . ?
C22 H22 0.9300 . ?
C23 C24 1.357(13) . ?
C23 H23 0.9300 . ?
C24 C25 1.384(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.370(9) . ?
C25 H25 0.9300 . ?
C26 C27 1.495(9) . ?
C27 N2 1.442(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.387(9) . ?
C28 N2 1.395(8) . ?
C28 C33 1.396(7) . ?
C29 C30 1.389(10) . ?
C29 H29 0.9300 . ?
C30 C31 1.372(11) . ?
C30 H30 0.9300 . ?
C31 C32 1.364(8) . ?
C31 F1 1.375(8) . ?
C32 C33 1.374(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.509(7) . ?
C34 C35 1.535(8) . ?
C34 C36 1.557(7) . ?
C35 O3 1.211(7) . ?
C35 N2 1.359(7) . ?
C36 C37 1.522(7) . ?
C36 H36 0.9800 . ?
C37 O4 1.203(6) . ?
C37 C38 1.492(8) . ?
C38 C39 1.364(8) . ?
C38 C44 1.420(8) . ?
C39 C40 1.378(10) . ?
C39 H39 0.9300 . ?
C40 C41 1.396(9) . ?
C40 H40 0.9300 . ?
C41 C43 1.349(10) . ?
C41 C42 1.498(11) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.369(11) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C45 N3 1.361(7) . ?
C45 C46 1.398(7) . ?
C45 C50 1.413(7) . ?
C46 C47 1.380(9) . ?
C46 H46 0.9300 . ?
C47 C48 1.383(9) . ?
C47 H47 0.9300 . ?
C48 C49 1.388(8) . ?
C48 H48 0.9300 . ?
C49 C50 1.391(7) . ?
C49 H49 0.9300 . ?
C50 C51 1.458(7) . ?
C51 C52 1.348(7) . ?
C51 C57 1.519(6) . ?
C52 N3 1.375(6) . ?
C52 C53 1.503(7) . ?
C53 C54 1.510(7) . ?
C53 C80 1.519(7) . ?
C53 H53 0.9800 . ?
C54 O5 1.218(7) . ?
C54 O6 1.322(11) . ?
C54 O6' 1.391(12) . ?
O6 C55 1.494(6) . ?
C55 C56 1.528(7) . ?
C55 H55A 0.9700 . ?
C55 H55B 0.9700 . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
O6' C55' 1.467(6) . ?
C55' C56' 1.510(7) . ?
C55' H55C 0.9700 . ?
C55' H55D 0.9700 . ?
C56' H56D 0.9600 . ?
C56' H56E 0.9600 . ?
C56' H56F 0.9600 . ?
C57 C58 1.521(6) . ?
C57 C78 1.559(6) . ?
C57 H57 0.9800 . ?
C58 C64 1.384(7) . ?
C58 C59 1.406(7) . ?
C59 C60 1.378(7) . ?
C59 H59 0.9300 . ?
C60 C61 1.380(8) . ?
C60 H60 0.9300 . ?
C61 C63 1.370(8) . ?
C61 C62 1.522(8) . ?
C62 H62A 0.9600 . ?
C62 H62B 0.9600 . ?
C62 H62C 0.9600 . ?
C63 C64 1.382(7) . ?
C63 H63 0.9300 . ?
C64 H64 0.9300 . ?
C65 C66 1.382(9) . ?
C65 C70 1.387(8) . ?
C65 H65 0.9300 . ?
C66 C67 1.346(10) . ?
C66 H66 0.9300 . ?
C67 C68 1.368(10) . ?
C67 H67 0.9300 . ?
C68 C69 1.365(9) . ?
C68 H68 0.9300 . ?
C69 C70 1.376(8) . ?
C69 H69 0.9300 . ?
C70 C71 1.491(8) . ?
C71 N4 1.462(7) . ?
C71 H71A 0.9700 . ?
C71 H71B 0.9700 . ?
C72 C73 1.364(7) . ?
C72 C77 1.395(7) . ?
C72 N4 1.399(6) . ?
C73 C74 1.403(8) . ?
C73 H73 0.9300 . ?
C74 C75 1.342(8) . ?
C74 H74 0.9300 . ?
C75 C76 1.359(7) . ?
C75 F2 1.371(6) . ?
C76 C77 1.378(7) . ?
C76 H76 0.9300 . ?
C77 C78 1.511(6) . ?
C78 C79 1.530(7) . ?
C78 C80 1.574(6) . ?
C79 O7 1.222(5) . ?
C79 N4 1.378(6) . ?
C80 C81 1.538(7) . ?
C80 H80 0.9800 . ?
C81 O8 1.214(6) . ?
C81 C82 1.473(7) . ?
C82 C88 1.380(8) . ?
C82 C83 1.398(8) . ?
C83 C84 1.384(10) . ?
C83 H83 0.9300 . ?
C84 C85 1.350(10) . ?
C84 H84 0.9300 . ?
C85 C87 1.373(9) . ?
C85 C86 1.508(9) . ?
C86 H86A 0.9600 . ?
C86 H86B 0.9600 . ?
C86 H86C 0.9600 . ?
C87 C88 1.377(8) . ?
C87 H87 0.9300 . ?
C88 H88 0.9300 . ?
N1 H1 0.8600 . ?
N3 H3A 0.8600 . ?

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 N1 129.4(5) . . ?
C2 C1 C6 123.2(5) . . ?
N1 C1 C6 107.4(5) . . ?
C3 C2 C1 117.3(6) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.4(6) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 120.7(6) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 119.4(6) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 118.0(5) . . ?
C5 C6 C7 135.0(5) . . ?
C1 C6 C7 107.0(5) . . ?
C8 C7 C6 106.7(5) . . ?
C8 C7 C13 122.1(5) . . ?
C6 C7 C13 131.3(5) . . ?
C7 C8 N1 110.2(5) . . ?
C7 C8 C9 126.1(5) . . ?
N1 C8 C9 123.3(5) . . ?
C8 C9 C10 117.0(6) . . ?
C8 C9 C36 112.1(4) . . ?
C10 C9 C36 107.7(5) . . ?
C8 C9 H9 106.5 . . ?
C10 C9 H9 106.5 . . ?
C36 C9 H9 106.5 . . ?
O1 C10 O2 123.1(7) . . ?
O1 C10 C9 127.2(8) . . ?
O2 C10 C9 109.6(7) . . ?
O2 C11 C12 104.9(6) . . ?
O2 C11 H11A 110.8 . . ?
C12 C11 H11A 110.8 . . ?
O2 C11 H11B 110.8 . . ?
C12 C11 H11B 110.8 . . ?
H11A C11 H11B 108.8 . . ?
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 . . ?
C7 C13 C14 115.6(4) . . ?
C7 C13 C34 109.0(4) . . ?
C14 C13 C34 112.3(4) . . ?
C7 C13 H13 106.4 . . ?
C14 C13 H13 106.4 . . ?
C34 C13 H13 106.4 . . ?
C15 C14 C20 117.6(5) . . ?
C15 C14 C13 119.0(4) . . ?
C20 C14 C13 123.4(4) . . ?
C14 C15 C16 121.2(5) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
C17 C16 C15 120.9(5) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C19 C17 C16 118.0(5) . . ?
C19 C17 C18 121.7(5) . . ?
C16 C17 C18 120.2(6) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 C20 121.2(5) . . ?
C17 C19 H19 119.4 . . ?
C20 C19 H19 119.4 . . ?
C14 C20 C19 121.1(5) . . ?
C14 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C22 C21 C26 120.7(7) . . ?
C22 C21 H21 119.6 . . ?
C26 C21 H21 119.6 . . ?
C21 C22 C23 118.9(8) . . ?
C21 C22 H22 120.5 . . ?
C23 C22 H22 120.5 . . ?
C24 C23 C22 121.9(7) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C23 C24 C25 119.0(8) . . ?
C23 C24 H24 120.5 . . ?
C25 C24 H24 120.5 . . ?
C26 C25 C24 120.1(7) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C21 119.3(6) . . ?
C25 C26 C27 123.5(6) . . ?
C21 C26 C27 117.2(6) . . ?
N2 C27 C26 114.4(5) . . ?
N2 C27 H27A 108.7 . . ?
C26 C27 H27A 108.7 . . ?
N2 C27 H27B 108.7 . . ?
C26 C27 H27B 108.7 . . ?
H27A C27 H27B 107.6 . . ?
C29 C28 N2 128.7(6) . . ?
C29 C28 C33 121.3(6) . . ?
N2 C28 C33 110.1(5) . . ?
C28 C29 C30 117.9(6) . . ?
C28 C29 H29 121.1 . . ?
C30 C29 H29 121.1 . . ?
C31 C30 C29 119.4(6) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C32 C31 C30 123.5(7) . . ?
C32 C31 F1 118.5(6) . . ?
C30 C31 F1 118.0(6) . . ?
C31 C32 C33 117.8(6) . . ?
C31 C32 H32 121.1 . . ?
C33 C32 H32 121.1 . . ?
C32 C33 C28 120.2(5) . . ?
C32 C33 C34 132.1(5) . . ?
C28 C33 C34 107.7(5) . . ?
C33 C34 C35 102.7(4) . . ?
C33 C34 C36 112.0(4) . . ?
C35 C34 C36 108.9(4) . . ?
C33 C34 C13 115.5(4) . . ?
C35 C34 C13 107.5(4) . . ?
C36 C34 C13 109.7(4) . . ?
O3 C35 N2 126.7(6) . . ?
O3 C35 C34 125.6(6) . . ?
N2 C35 C34 107.6(5) . . ?
C37 C36 C9 109.0(5) . . ?
C37 C36 C34 110.1(4) . . ?
C9 C36 C34 113.2(4) . . ?
C37 C36 H36 108.1 . . ?
C9 C36 H36 108.1 . . ?
C34 C36 H36 108.1 . . ?
O4 C37 C38 119.9(5) . . ?
O4 C37 C36 120.7(5) . . ?
C38 C37 C36 119.2(5) . . ?
C39 C38 C44 116.2(6) . . ?
C39 C38 C37 125.0(5) . . ?
C44 C38 C37 118.8(6) . . ?
C38 C39 C40 121.8(6) . . ?
C38 C39 H39 119.1 . . ?
C40 C39 H39 119.1 . . ?
C39 C40 C41 120.9(6) . . ?
C39 C40 H40 119.6 . . ?
C41 C40 H40 119.6 . . ?
C43 C41 C40 118.1(7) . . ?
C43 C41 C42 120.0(7) . . ?
C40 C41 C42 121.9(7) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C41 C43 C44 121.3(6) . . ?
C41 C43 H43 119.3 . . ?
C44 C43 H43 119.3 . . ?
C43 C44 C38 121.5(7) . . ?
C43 C44 H44 119.2 . . ?
C38 C44 H44 119.2 . . ?
N3 C45 C46 130.1(5) . . ?
N3 C45 C50 108.2(4) . . ?
C46 C45 C50 121.7(5) . . ?
C47 C46 C45 117.6(6) . . ?
C47 C46 H46 121.2 . . ?
C45 C46 H46 121.2 . . ?
C46 C47 C48 121.4(6) . . ?
C46 C47 H47 119.3 . . ?
C48 C47 H47 119.3 . . ?
C47 C48 C49 121.3(6) . . ?
C47 C48 H48 119.3 . . ?
C49 C48 H48 119.3 . . ?
C48 C49 C50 118.9(5) . . ?
C48 C49 H49 120.6 . . ?
C50 C49 H49 120.6 . . ?
C49 C50 C45 119.1(5) . . ?
C49 C50 C51 135.8(5) . . ?
C45 C50 C51 105.1(4) . . ?
C52 C51 C50 107.7(4) . . ?
C52 C51 C57 123.1(4) . . ?
C50 C51 C57 129.1(4) . . ?
C51 C52 N3 109.3(4) . . ?
C51 C52 C53 125.5(4) . . ?
N3 C52 C53 125.1(4) . . ?
C52 C53 C54 115.4(5) . . ?
C52 C53 C80 111.2(4) . . ?
C54 C53 C80 108.7(4) . . ?
C52 C53 H53 107.0 . . ?
C54 C53 H53 107.0 . . ?
C80 C53 H53 107.0 . . ?
O5 C54 O6 119.4(6) . . ?
O5 C54 O6' 123.9(6) . . ?
O5 C54 C53 123.3(5) . . ?
O6 C54 C53 114.2(6) . . ?
O6' C54 C53 112.0(6) . . ?
C54 O6 C55 118.5(9) . . ?
O6 C55 C56 107.9(8) . . ?
O6 C55 H55A 110.1 . . ?
C56 C55 H55A 110.1 . . ?
O6 C55 H55B 110.1 . . ?
C56 C55 H55B 110.1 . . ?
H55A C55 H55B 108.4 . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C54 O6' C55' 120.3(9) . . ?
O6' C55' C56' 113.8(8) . . ?
O6' C55' H55C 108.8 . . ?
C56' C55' H55C 108.8 . . ?
O6' C55' H55D 108.8 . . ?
C56' C55' H55D 108.8 . . ?
H55C C55' H55D 107.7 . . ?
C55' C56' H56D 109.5 . . ?
C55' C56' H56E 109.5 . . ?
H56D C56' H56E 109.5 . . ?
C55' C56' H56F 109.5 . . ?
H56D C56' H56F 109.5 . . ?
H56E C56' H56F 109.5 . . ?
C51 C57 C58 115.5(4) . . ?
C51 C57 C78 108.3(4) . . ?
C58 C57 C78 112.9(4) . . ?
C51 C57 H57 106.5 . . ?
C58 C57 H57 106.5 . . ?
C78 C57 H57 106.5 . . ?
C64 C58 C59 117.2(4) . . ?
C64 C58 C57 124.2(4) . . ?
C59 C58 C57 118.6(4) . . ?
C60 C59 C58 120.6(5) . . ?
C60 C59 H59 119.7 . . ?
C58 C59 H59 119.7 . . ?
C59 C60 C61 121.5(5) . . ?
C59 C60 H60 119.2 . . ?
C61 C60 H60 119.2 . . ?
C63 C61 C60 117.9(5) . . ?
C63 C61 C62 119.8(5) . . ?
C60 C61 C62 122.2(6) . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 C64 121.5(5) . . ?
C61 C63 H63 119.2 . . ?
C64 C63 H63 119.2 . . ?
C63 C64 C58 121.2(5) . . ?
C63 C64 H64 119.4 . . ?
C58 C64 H64 119.4 . . ?
C66 C65 C70 120.0(6) . . ?
C66 C65 H65 120.0 . . ?
C70 C65 H65 120.0 . . ?
C67 C66 C65 120.7(6) . . ?
C67 C66 H66 119.6 . . ?
C65 C66 H66 119.6 . . ?
C66 C67 C68 120.1(7) . . ?
C66 C67 H67 120.0 . . ?
C68 C67 H67 120.0 . . ?
C69 C68 C67 119.8(7) . . ?
C69 C68 H68 120.1 . . ?
C67 C68 H68 120.1 . . ?
C68 C69 C70 121.5(6) . . ?
C68 C69 H69 119.3 . . ?
C70 C69 H69 119.3 . . ?
C69 C70 C65 117.8(5) . . ?
C69 C70 C71 122.8(5) . . ?
C65 C70 C71 119.3(5) . . ?
N4 C71 C70 114.0(4) . . ?
N4 C71 H71A 108.8 . . ?
C70 C71 H71A 108.8 . . ?
N4 C71 H71B 108.8 . . ?
C70 C71 H71B 108.8 . . ?
H71A C71 H71B 107.6 . . ?
C73 C72 C77 122.2(5) . . ?
C73 C72 N4 128.4(5) . . ?
C77 C72 N4 109.4(4) . . ?
C72 C73 C74 117.5(5) . . ?
C72 C73 H73 121.2 . . ?
C74 C73 H73 121.2 . . ?
C75 C74 C73 119.4(5) . . ?
C75 C74 H74 120.3 . . ?
C73 C74 H74 120.3 . . ?
C74 C75 C76 123.8(5) . . ?
C74 C75 F2 118.4(5) . . ?
C76 C75 F2 117.8(5) . . ?
C75 C76 C77 118.1(5) . . ?
C75 C76 H76 120.9 . . ?
C77 C76 H76 120.9 . . ?
C76 C77 C72 118.9(4) . . ?
C76 C77 C78 132.1(4) . . ?
C72 C77 C78 108.9(4) . . ?
C77 C78 C79 102.3(4) . . ?
C77 C78 C57 116.6(4) . . ?
C79 C78 C57 106.3(4) . . ?
C77 C78 C80 112.6(4) . . ?
C79 C78 C80 109.8(4) . . ?
C57 C78 C80 108.7(4) . . ?
O7 C79 N4 125.5(4) . . ?
O7 C79 C78 126.7(4) . . ?
N4 C79 C78 107.8(4) . . ?
C53 C80 C81 110.5(4) . . ?
C53 C80 C78 113.3(4) . . ?
C81 C80 C78 109.7(4) . . ?
C53 C80 H80 107.7 . . ?
C81 C80 H80 107.7 . . ?
C78 C80 H80 107.7 . . ?
O8 C81 C82 121.4(5) . . ?
O8 C81 C80 118.2(5) . . ?
C82 C81 C80 120.4(4) . . ?
C88 C82 C83 116.4(5) . . ?
C88 C82 C81 124.8(5) . . ?
C83 C82 C81 118.9(5) . . ?
C84 C83 C82 120.8(6) . . ?
C84 C83 H83 119.6 . . ?
C82 C83 H83 119.6 . . ?
C85 C84 C83 121.8(6) . . ?
C85 C84 H84 119.1 . . ?
C83 C84 H84 119.1 . . ?
C84 C85 C87 118.2(6) . . ?
C84 C85 C86 120.3(7) . . ?
C87 C85 C86 121.5(7) . . ?
C85 C86 H86A 109.5 . . ?
C85 C86 H86B 109.5 . . ?
H86A C86 H86B 109.5 . . ?
C85 C86 H86C 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
C85 C87 C88 121.0(6) . . ?
C85 C87 H87 119.5 . . ?
C88 C87 H87 119.5 . . ?
C87 C88 C82 121.8(5) . . ?
C87 C88 H88 119.1 . . ?
C82 C88 H88 119.1 . . ?
C8 N1 C1 108.8(5) . . ?
C8 N1 H1 125.6 . . ?
C1 N1 H1 125.6 . . ?
C35 N2 C28 111.7(5) . . ?
C35 N2 C27 123.4(6) . . ?
C28 N2 C27 124.6(6) . . ?
C45 N3 C52 109.7(4) . . ?
C45 N3 H3A 125.2 . . ?
C52 N3 H3A 125.2 . . ?
C79 N4 C72 111.5(4) . . ?
C79 N4 C71 122.9(5) . . ?
C72 N4 C71 125.6(5) . . ?
C10 O2 C11 113.9(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -177.8(5) . . . . ?
C6 C1 C2 C3 -0.1(8) . . . . ?
C1 C2 C3 C4 -0.8(9) . . . . ?
C2 C3 C4 C5 0.4(9) . . . . ?
C3 C4 C5 C6 0.9(8) . . . . ?
C4 C5 C6 C1 -1.7(7) . . . . ?
C4 C5 C6 C7 176.2(5) . . . . ?
C2 C1 C6 C5 1.3(8) . . . . ?
N1 C1 C6 C5 179.5(4) . . . . ?
C2 C1 C6 C7 -177.2(5) . . . . ?
N1 C1 C6 C7 1.0(5) . . . . ?
C5 C6 C7 C8 -179.2(5) . . . . ?
C1 C6 C7 C8 -1.1(6) . . . . ?
C5 C6 C7 C13 2.3(9) . . . . ?
C1 C6 C7 C13 -179.5(5) . . . . ?
C6 C7 C8 N1 0.7(6) . . . . ?
C13 C7 C8 N1 179.4(5) . . . . ?
C6 C7 C8 C9 173.7(5) . . . . ?
C13 C7 C8 C9 -7.6(8) . . . . ?
C7 C8 C9 C10 133.0(7) . . . . ?
N1 C8 C9 C10 -54.8(8) . . . . ?
C7 C8 C9 C36 7.9(7) . . . . ?
N1 C8 C9 C36 -180.0(5) . . . . ?
C8 C9 C10 O1 -129.1(11) . . . . ?
C36 C9 C10 O1 -1.8(14) . . . . ?
C8 C9 C10 O2 53.5(11) . . . . ?
C36 C9 C10 O2 -179.2(8) . . . . ?
C8 C7 C13 C14 158.5(5) . . . . ?
C6 C7 C13 C14 -23.2(8) . . . . ?
C8 C7 C13 C34 30.9(6) . . . . ?
C6 C7 C13 C34 -150.8(5) . . . . ?
C7 C13 C14 C15 125.1(5) . . . . ?
C34 C13 C14 C15 -109.0(5) . . . . ?
C7 C13 C14 C20 -53.7(7) . . . . ?
C34 C13 C14 C20 72.3(6) . . . . ?
C20 C14 C15 C16 0.6(8) . . . . ?
C13 C14 C15 C16 -178.2(5) . . . . ?
C14 C15 C16 C17 -1.2(9) . . . . ?
C15 C16 C17 C19 0.8(9) . . . . ?
C15 C16 C17 C18 177.9(6) . . . . ?
C16 C17 C19 C20 0.1(9) . . . . ?
C18 C17 C19 C20 -176.9(6) . . . . ?
C15 C14 C20 C19 0.4(8) . . . . ?
C13 C14 C20 C19 179.1(5) . . . . ?
C17 C19 C20 C14 -0.8(8) . . . . ?
C26 C21 C22 C23 -1.8(12) . . . . ?
C21 C22 C23 C24 0.4(13) . . . . ?
C22 C23 C24 C25 2.0(12) . . . . ?
C23 C24 C25 C26 -2.8(11) . . . . ?
C24 C25 C26 C21 1.4(10) . . . . ?
C24 C25 C26 C27 -178.3(7) . . . . ?
C22 C21 C26 C25 0.9(11) . . . . ?
C22 C21 C26 C27 -179.4(7) . . . . ?
C25 C26 C27 N2 20.1(11) . . . . ?
C21 C26 C27 N2 -159.6(7) . . . . ?
N2 C28 C29 C30 -179.1(6) . . . . ?
C33 C28 C29 C30 -0.2(9) . . . . ?
C28 C29 C30 C31 -1.3(9) . . . . ?
C29 C30 C31 C32 1.9(10) . . . . ?
C29 C30 C31 F1 -178.6(5) . . . . ?
C30 C31 C32 C33 -0.8(9) . . . . ?
F1 C31 C32 C33 179.7(5) . . . . ?
C31 C32 C33 C28 -0.8(8) . . . . ?
C31 C32 C33 C34 -178.5(5) . . . . ?
C29 C28 C33 C32 1.3(8) . . . . ?
N2 C28 C33 C32 -179.7(5) . . . . ?
C29 C28 C33 C34 179.5(5) . . . . ?
N2 C28 C33 C34 -1.4(6) . . . . ?
C32 C33 C34 C35 -178.8(5) . . . . ?
C28 C33 C34 C35 3.3(5) . . . . ?
C32 C33 C34 C36 64.5(7) . . . . ?
C28 C33 C34 C36 -113.4(5) . . . . ?
C32 C33 C34 C13 -62.1(7) . . . . ?
C28 C33 C34 C13 119.9(5) . . . . ?
C7 C13 C34 C33 73.5(5) . . . . ?
C14 C13 C34 C33 -56.0(6) . . . . ?
C7 C13 C34 C35 -172.6(4) . . . . ?
C14 C13 C34 C35 58.0(5) . . . . ?
C7 C13 C34 C36 -54.3(5) . . . . ?
C14 C13 C34 C36 176.2(4) . . . . ?
C33 C34 C35 O3 176.4(5) . . . . ?
C36 C34 C35 O3 -64.7(7) . . . . ?
C13 C34 C35 O3 54.2(7) . . . . ?
C33 C34 C35 N2 -4.0(5) . . . . ?
C36 C34 C35 N2 114.9(5) . . . . ?
C13 C34 C35 N2 -126.3(4) . . . . ?
C8 C9 C36 C37 -156.0(4) . . . . ?
C10 C9 C36 C37 73.9(7) . . . . ?
C8 C9 C36 C34 -33.1(6) . . . . ?
C10 C9 C36 C34 -163.2(6) . . . . ?
C33 C34 C36 C37 50.3(6) . . . . ?
C35 C34 C36 C37 -62.6(6) . . . . ?
C13 C34 C36 C37 180.0(4) . . . . ?
C33 C34 C36 C9 -72.0(6) . . . . ?
C35 C34 C36 C9 175.1(5) . . . . ?
C13 C34 C36 C9 57.7(5) . . . . ?
C9 C36 C37 O4 31.0(7) . . . . ?
C34 C36 C37 O4 -93.7(6) . . . . ?
C9 C36 C37 C38 -154.1(5) . . . . ?
C34 C36 C37 C38 81.2(6) . . . . ?
O4 C37 C38 C39 -150.8(6) . . . . ?
C36 C37 C38 C39 34.4(8) . . . . ?
O4 C37 C38 C44 28.9(8) . . . . ?
C36 C37 C38 C44 -146.0(5) . . . . ?
C44 C38 C39 C40 1.9(9) . . . . ?
C37 C38 C39 C40 -178.5(6) . . . . ?
C38 C39 C40 C41 0.4(11) . . . . ?
C39 C40 C41 C43 -1.5(11) . . . . ?
C39 C40 C41 C42 178.1(7) . . . . ?
C40 C41 C43 C44 0.3(11) . . . . ?
C42 C41 C43 C44 -179.4(7) . . . . ?
C41 C43 C44 C38 2.1(11) . . . . ?
C39 C38 C44 C43 -3.2(10) . . . . ?
C37 C38 C44 C43 177.2(6) . . . . ?
N3 C45 C46 C47 -178.9(5) . . . . ?
C50 C45 C46 C47 -0.5(7) . . . . ?
C45 C46 C47 C48 0.1(9) . . . . ?
C46 C47 C48 C49 0.6(9) . . . . ?
C47 C48 C49 C50 -0.7(9) . . . . ?
C48 C49 C50 C45 0.3(7) . . . . ?
C48 C49 C50 C51 -179.3(5) . . . . ?
N3 C45 C50 C49 179.0(4) . . . . ?
C46 C45 C50 C49 0.3(7) . . . . ?
N3 C45 C50 C51 -1.3(5) . . . . ?
C46 C45 C50 C51 -179.9(4) . . . . ?
C49 C50 C51 C52 -179.3(5) . . . . ?
C45 C50 C51 C52 1.0(5) . . . . ?
C49 C50 C51 C57 -3.0(9) . . . . ?
C45 C50 C51 C57 177.3(5) . . . . ?
C50 C51 C52 N3 -0.4(5) . . . . ?
C57 C51 C52 N3 -177.0(4) . . . . ?
C50 C51 C52 C53 -177.5(4) . . . . ?
C57 C51 C52 C53 6.0(7) . . . . ?
C51 C52 C53 C54 -134.3(5) . . . . ?
N3 C52 C53 C54 49.1(7) . . . . ?
C51 C52 C53 C80 -9.9(7) . . . . ?
N3 C52 C53 C80 173.6(4) . . . . ?
C52 C53 C54 O5 133.9(6) . . . . ?
C80 C53 C54 O5 8.1(8) . . . . ?
C52 C53 C54 O6 -66.2(8) . . . . ?
C80 C53 C54 O6 168.1(7) . . . . ?
C52 C53 C54 O6' -35.7(8) . . . . ?
C80 C53 C54 O6' -161.5(7) . . . . ?
O5 C54 O6 C55 -11.1(13) . . . . ?
C53 C54 O6 C55 -171.9(7) . . . . ?
C54 O6 C55 C56 -87.8(13) . . . . ?
O5 C54 O6' C55' 14.7(14) . . . . ?
C53 C54 O6' C55' -175.8(8) . . . . ?
C54 O6' C55' C56' -66.5(16) . . . . ?
C52 C51 C57 C58 -156.2(4) . . . . ?
C50 C51 C57 C58 28.0(7) . . . . ?
C52 C51 C57 C78 -28.5(6) . . . . ?
C50 C51 C57 C78 155.8(4) . . . . ?
C51 C57 C58 C64 56.7(6) . . . . ?
C78 C57 C58 C64 -68.7(6) . . . . ?
C51 C57 C58 C59 -124.5(4) . . . . ?
C78 C57 C58 C59 110.2(5) . . . . ?
C64 C58 C59 C60 -0.7(7) . . . . ?
C57 C58 C59 C60 -179.6(4) . . . . ?
C58 C59 C60 C61 1.0(8) . . . . ?
C59 C60 C61 C63 -0.7(8) . . . . ?
C59 C60 C61 C62 178.5(5) . . . . ?
C60 C61 C63 C64 0.2(8) . . . . ?
C62 C61 C63 C64 -179.1(5) . . . . ?
C61 C63 C64 C58 0.1(8) . . . . ?
C59 C58 C64 C63 0.2(7) . . . . ?
C57 C58 C64 C63 179.0(4) . . . . ?
C70 C65 C66 C67 1.2(10) . . . . ?
C65 C66 C67 C68 -2.6(11) . . . . ?
C66 C67 C68 C69 1.8(11) . . . . ?
C67 C68 C69 C70 0.5(11) . . . . ?
C68 C69 C70 C65 -1.9(9) . . . . ?
C68 C69 C70 C71 178.7(6) . . . . ?
C66 C65 C70 C69 1.1(9) . . . . ?
C66 C65 C70 C71 -179.4(6) . . . . ?
C69 C70 C71 N4 -24.1(9) . . . . ?
C65 C70 C71 N4 156.5(5) . . . . ?
C77 C72 C73 C74 1.0(8) . . . . ?
N4 C72 C73 C74 179.9(5) . . . . ?
C72 C73 C74 C75 0.8(9) . . . . ?
C73 C74 C75 C76 -2.2(9) . . . . ?
C73 C74 C75 F2 178.1(5) . . . . ?
C74 C75 C76 C77 1.6(8) . . . . ?
F2 C75 C76 C77 -178.7(4) . . . . ?
C75 C76 C77 C72 0.3(7) . . . . ?
C75 C76 C77 C78 -179.6(5) . . . . ?
C73 C72 C77 C76 -1.6(7) . . . . ?
N4 C72 C77 C76 179.3(4) . . . . ?
C73 C72 C77 C78 178.3(4) . . . . ?
N4 C72 C77 C78 -0.8(5) . . . . ?
C76 C77 C78 C79 178.6(5) . . . . ?
C72 C77 C78 C79 -1.3(5) . . . . ?
C76 C77 C78 C57 63.1(7) . . . . ?
C72 C77 C78 C57 -116.8(4) . . . . ?
C76 C77 C78 C80 -63.6(6) . . . . ?
C72 C77 C78 C80 116.5(4) . . . . ?
C51 C57 C78 C77 -75.2(5) . . . . ?
C58 C57 C78 C77 54.0(5) . . . . ?
C51 C57 C78 C79 171.6(4) . . . . ?
C58 C57 C78 C79 -59.2(5) . . . . ?
C51 C57 C78 C80 53.4(5) . . . . ?
C58 C57 C78 C80 -177.4(4) . . . . ?
C77 C78 C79 O7 -176.4(4) . . . . ?
C57 C78 C79 O7 -53.6(6) . . . . ?
C80 C78 C79 O7 63.9(6) . . . . ?
C77 C78 C79 N4 2.9(5) . . . . ?
C57 C78 C79 N4 125.7(4) . . . . ?
C80 C78 C79 N4 -116.8(4) . . . . ?
C52 C53 C80 C81 161.1(4) . . . . ?
C54 C53 C80 C81 -70.7(5) . . . . ?
C52 C53 C80 C78 37.5(5) . . . . ?
C54 C53 C80 C78 165.6(4) . . . . ?
C77 C78 C80 C53 69.3(5) . . . . ?
C79 C78 C80 C53 -177.5(4) . . . . ?
C57 C78 C80 C53 -61.5(5) . . . . ?
C77 C78 C80 C81 -54.8(5) . . . . ?
C79 C78 C80 C81 58.5(5) . . . . ?
C57 C78 C80 C81 174.4(4) . . . . ?
C53 C80 C81 O8 -33.9(6) . . . . ?
C78 C80 C81 O8 91.8(5) . . . . ?
C53 C80 C81 C82 148.8(4) . . . . ?
C78 C80 C81 C82 -85.5(5) . . . . ?
O8 C81 C82 C88 156.8(5) . . . . ?
C80 C81 C82 C88 -25.9(7) . . . . ?
O8 C81 C82 C83 -23.3(8) . . . . ?
C80 C81 C82 C83 153.9(5) . . . . ?
C88 C82 C83 C84 1.2(9) . . . . ?
C81 C82 C83 C84 -178.7(6) . . . . ?
C82 C83 C84 C85 -1.1(11) . . . . ?
C83 C84 C85 C87 0.4(11) . . . . ?
C83 C84 C85 C86 179.8(7) . . . . ?
C84 C85 C87 C88 0.3(10) . . . . ?
C86 C85 C87 C88 -179.2(6) . . . . ?
C85 C87 C88 C82 -0.2(9) . . . . ?
C83 C82 C88 C87 -0.6(8) . . . . ?
C81 C82 C88 C87 179.3(5) . . . . ?
C7 C8 N1 C1 -0.1(6) . . . . ?
C9 C8 N1 C1 -173.3(5) . . . . ?
C2 C1 N1 C8 177.4(6) . . . . ?
C6 C1 N1 C8 -0.6(6) . . . . ?
O3 C35 N2 C28 -177.0(5) . . . . ?
C34 C35 N2 C28 3.5(6) . . . . ?
O3 C35 N2 C27 9.0(9) . . . . ?
C34 C35 N2 C27 -170.5(5) . . . . ?
C29 C28 N2 C35 177.6(6) . . . . ?
C33 C28 N2 C35 -1.3(6) . . . . ?
C29 C28 N2 C27 -8.5(9) . . . . ?
C33 C28 N2 C27 172.6(5) . . . . ?
C26 C27 N2 C35 -115.3(7) . . . . ?
C26 C27 N2 C28 71.5(8) . . . . ?
C46 C45 N3 C52 179.6(5) . . . . ?
C50 C45 N3 C52 1.0(5) . . . . ?
C51 C52 N3 C45 -0.4(5) . . . . ?
C53 C52 N3 C45 176.7(4) . . . . ?
O7 C79 N4 C72 175.7(4) . . . . ?
C78 C79 N4 C72 -3.7(5) . . . . ?
O7 C79 N4 C71 -4.0(7) . . . . ?
C78 C79 N4 C71 176.7(4) . . . . ?
C73 C72 N4 C79 -176.1(5) . . . . ?
C77 C72 N4 C79 2.9(5) . . . . ?
C73 C72 N4 C71 3.5(8) . . . . ?
C77 C72 N4 C71 -177.5(5) . . . . ?
C70 C71 N4 C79 116.6(6) . . . . ?
C70 C71 N4 C72 -63.0(7) . . . . ?
O1 C10 O2 C11 -10.9(16) . . . . ?
C9 C10 O2 C11 166.6(7) . . . . ?
C12 C11 O2 C10 113.7(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3A O6' 0.86 2.27 2.707(10) 111.4 .
N3 H3A O6 0.86 2.58 3.050(10) 115.1 .
N1 H1 O2 0.86 2.41 2.854(7) 112.4 .

_refine_diff_density_max         0.551
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_1k
_database_code_depnum_ccdc_archive 'CCDC 1942768'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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         'C44 H37 Cl N2 O5, C4 H8 O2'
_chemical_formula_sum            'C48 H45 Cl N2 O7'
_chemical_formula_weight         797.31

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                   10.8744(11)
_cell_length_b                   13.9883(15)
_cell_length_c                   14.7217(14)
_cell_angle_alpha                101.625(3)
_cell_angle_beta                 106.436(3)
_cell_angle_gamma                93.568(4)
_cell_volume                     2086.8(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7984
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      25.80

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_F_000             840
_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    0.146
_shelx_estimated_absorpt_T_min   0.963
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29965
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.318
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             8164
_reflns_number_gt                4995
_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)+(0.0555P)²+0.6766P] 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         8164
_refine_ls_number_parameters     528
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1094
_refine_ls_R_factor_gt           0.0557
_refine_ls_wR_factor_ref         0.1347
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_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 0.9495(2) 0.92248(16) 0.69235(16) 0.0390(6) Uani 1 1 d . . . . .
C2 C 0.9932(3) 1.01075(19) 0.67461(19) 0.0569(7) Uani 1 1 d . . . . .
H2 H 1.0478 1.0124 0.6363 0.068 Uiso 1 1 calc R U . . .
C3 C 0.9526(3) 1.0947(2) 0.7157(2) 0.0675(8) Uani 1 1 d . . . . .
H3 H 0.9814 1.1547 0.7058 0.081 Uiso 1 1 calc R U . . .
C4 C 0.8692(3) 1.09252(19) 0.7719(2) 0.0601(8) Uani 1 1 d . . . . .
H4 H 0.8428 1.1510 0.7980 0.072 Uiso 1 1 calc R U . . .
C5 C 0.8252(2) 1.00626(17) 0.78965(17) 0.0457(6) Uani 1 1 d . . . . .
H5 H 0.7689 1.0057 0.8268 0.055 Uiso 1 1 calc R U . . .
C6 C 0.8672(2) 0.91850(16) 0.75035(15) 0.0350(5) Uani 1 1 d . . . . .
C7 C 0.84594(19) 0.81719(15) 0.75484(14) 0.0316(5) Uani 1 1 d . . . . .
C8 C 0.9117(2) 0.76588(15) 0.69903(14) 0.0324(5) Uani 1 1 d . . . . .
C9 C 0.9139(2) 0.65670(15) 0.67915(14) 0.0319(5) Uani 1 1 d . . . . .
H9 H 1.0007 0.6431 0.7116 0.038 Uiso 1 1 calc R U . . .
C10 C 0.8819(3) 0.61438(17) 0.57100(16) 0.0385(6) Uani 1 1 d . . . . .
C11 C 0.9651(3) 0.6057(2) 0.43562(17) 0.0632(8) Uani 1 1 d . . . . .
H11A H 0.9085 0.5439 0.4085 0.076 Uiso 1 1 calc R U . . .
H11B H 1.0484 0.5952 0.4262 0.076 Uiso 1 1 calc R U . . .
C12 C 0.9106(4) 0.6802(3) 0.3844(2) 0.0996(13) Uani 1 1 d . . . . .
H12A H 0.8239 0.6849 0.3870 0.149 Uiso 1 1 calc R U . . .
H12B H 0.9098 0.6619 0.3177 0.149 Uiso 1 1 calc R U . . .
H12C H 0.9625 0.7428 0.4148 0.149 Uiso 1 1 calc R U . . .
C13 C 0.6145(3) 0.5708(2) 1.12544(18) 0.0599(7) Uani 1 1 d . . . . .
H13 H 0.5912 0.5030 1.1078 0.072 Uiso 1 1 calc R U . . .
C14 C 0.5686(3) 0.6270(3) 1.1940(2) 0.0731(9) Uani 1 1 d . . . . .
H14 H 0.5144 0.5972 1.2219 0.088 Uiso 1 1 calc R U . . .
C15 C 0.6030(3) 0.7266(2) 1.22082(19) 0.0631(8) Uani 1 1 d . . . . .
H15 H 0.5720 0.7649 1.2669 0.076 Uiso 1 1 calc R U . . .
C16 C 0.6830(3) 0.7699(2) 1.17972(19) 0.0610(7) Uani 1 1 d . . . . .
H16 H 0.7069 0.8377 1.1982 0.073 Uiso 1 1 calc R U . . .
C17 C 0.7285(3) 0.71317(19) 1.11079(18) 0.0543(7) Uani 1 1 d . . . . .
H17 H 0.7831 0.7433 1.0834 0.065 Uiso 1 1 calc R U . . .
C18 C 0.6944(2) 0.61316(18) 1.08227(16) 0.0424(6) Uani 1 1 d . . . . .
C19 C 0.7409(3) 0.54659(18) 1.00776(18) 0.0514(7) Uani 1 1 d . . . . .
H19A H 0.8047 0.5099 1.0412 0.062 Uiso 1 1 calc R U . . .
H19B H 0.6684 0.4995 0.9646 0.062 Uiso 1 1 calc R U . . .
C20 C 0.9288(2) 0.63581(15) 0.97354(15) 0.0349(5) Uani 1 1 d . . . . .
C21 C 1.0276(3) 0.63203(17) 1.05516(16) 0.0442(6) Uani 1 1 d . . . . .
H21 H 1.0126 0.6023 1.1028 0.053 Uiso 1 1 calc R U . . .
C22 C 1.1497(3) 0.67420(18) 1.06334(17) 0.0472(6) Uani 1 1 d . . . . .
H22 H 1.2178 0.6720 1.1176 0.057 Uiso 1 1 calc R U . . .
C23 C 1.1748(2) 0.71950(17) 0.99422(16) 0.0427(6) Uani 1 1 d . . . . .
C24 C 1.3098(2) 0.7659(2) 1.0063(2) 0.0731(9) Uani 1 1 d . . . . .
H24A H 1.3507 0.7982 1.0733 0.110 Uiso 1 1 calc R U . . .
H24B H 1.3048 0.8131 0.9666 0.110 Uiso 1 1 calc R U . . .
H24C H 1.3595 0.7157 0.9866 0.110 Uiso 1 1 calc R U . . .
C25 C 1.0725(2) 0.72226(16) 0.91255(15) 0.0375(5) Uani 1 1 d . . . . .
H25 H 1.0874 0.7528 0.8654 0.045 Uiso 1 1 calc R U . . .
C26 C 0.9489(2) 0.67972(15) 0.90141(14) 0.0293(5) Uani 1 1 d . . . . .
C27 C 0.82118(19) 0.66996(15) 0.82263(14) 0.0310(5) Uani 1 1 d . . . . .
C28 C 0.7283(2) 0.61500(15) 0.86266(16) 0.0361(5) Uani 1 1 d . . . . .
C29 C 0.8165(2) 0.60880(15) 0.72013(14) 0.0305(5) Uani 1 1 d . . . . .
H29 H 0.7296 0.6071 0.6758 0.037 Uiso 1 1 calc R U . . .
C30 C 0.8413(2) 0.50259(15) 0.72152(14) 0.0314(5) Uani 1 1 d . . . . .
C31 C 0.7365(2) 0.41943(15) 0.67423(14) 0.0326(5) Uani 1 1 d . . . . .
C32 C 0.6108(2) 0.42914(17) 0.62466(16) 0.0422(6) Uani 1 1 d . . . . .
H32 H 0.5881 0.4917 0.6218 0.051 Uiso 1 1 calc R U . . .
C33 C 0.5179(2) 0.34825(18) 0.57913(17) 0.0462(6) Uani 1 1 d . . . . .
H33 H 0.4341 0.3565 0.5462 0.055 Uiso 1 1 calc R U . . .
C34 C 0.5511(2) 0.25571(18) 0.58314(16) 0.0419(6) Uani 1 1 d . . . . .
C35 C 0.3425(3) 0.1749(3) 0.4842(2) 0.0907(11) Uani 1 1 d . . . . .
H35A H 0.2977 0.2140 0.5226 0.136 Uiso 1 1 calc R U . . .
H35B H 0.2966 0.1097 0.4585 0.136 Uiso 1 1 calc R U . . .
H35C H 0.3476 0.2042 0.4316 0.136 Uiso 1 1 calc R U . . .
C36 C 0.6757(2) 0.24406(18) 0.63258(17) 0.0482(6) Uani 1 1 d . . . . .
H36 H 0.6977 0.1814 0.6357 0.058 Uiso 1 1 calc R U . . .
C37 C 0.7667(2) 0.32435(17) 0.67685(16) 0.0421(6) Uani 1 1 d . . . . .
H37 H 0.8504 0.3154 0.7094 0.051 Uiso 1 1 calc R U . . .
C38 C 0.7682(2) 0.76906(15) 0.80700(14) 0.0316(5) Uani 1 1 d . . . . .
H38 H 0.6803 0.7512 0.7621 0.038 Uiso 1 1 calc R U . . .
C39 C 0.7570(2) 0.83572(15) 0.89824(15) 0.0319(5) Uani 1 1 d . . . . .
C40 C 0.8636(2) 0.89043(16) 0.97101(15) 0.0373(5) Uani 1 1 d . . . . .
H40 H 0.9461 0.8838 0.9660 0.045 Uiso 1 1 calc R U . . .
C41 C 0.8486(2) 0.95440(17) 1.05058(16) 0.0414(6) Uani 1 1 d . . . . .
H41 H 0.9205 0.9909 1.0987 0.050 Uiso 1 1 calc R U . . .
C42 C 0.7270(2) 0.96393(16) 1.05837(16) 0.0401(6) Uani 1 1 d . . . . .
C43 C 0.6200(2) 0.90928(17) 0.98930(18) 0.0463(6) Uani 1 1 d . . . . .
H43 H 0.5381 0.9149 0.9960 0.056 Uiso 1 1 calc R U . . .
C44 C 0.6357(2) 0.84565(17) 0.90961(17) 0.0431(6) Uani 1 1 d . . . . .
H44 H 0.5633 0.8086 0.8625 0.052 Uiso 1 1 calc R U . . .
C1S C 0.5951(5) 0.0542(4) 0.3664(4) 0.156(2) Uani 1 1 d . . . . .
H1S1 H 0.6430 0.0007 0.3521 0.234 Uiso 1 1 calc R U . . .
H1S2 H 0.5179 0.0487 0.3131 0.234 Uiso 1 1 calc R U . . .
H1S3 H 0.5724 0.0519 0.4244 0.234 Uiso 1 1 calc R U . . .
C2S C 0.6766(7) 0.1500(4) 0.3813(4) 0.1173(17) Uani 1 1 d . . . . .
C3S C 0.6631(5) 0.3208(4) 0.3708(4) 0.147(2) Uani 1 1 d . . . . .
H3S1 H 0.6045 0.3660 0.3872 0.176 Uiso 1 1 calc R U . . .
H3S2 H 0.7421 0.3340 0.4249 0.176 Uiso 1 1 calc R U . . .
C4S C 0.6912(5) 0.3367(4) 0.2875(4) 0.160(2) Uani 1 1 d . . . . .
H4S1 H 0.7532 0.2947 0.2735 0.240 Uiso 1 1 calc R U . . .
H4S2 H 0.7261 0.4042 0.2985 0.240 Uiso 1 1 calc R U . . .
H4S3 H 0.6135 0.3220 0.2334 0.240 Uiso 1 1 calc R U . . .
Cl1 Cl 0.70867(7) 1.04645(5) 1.15825(5) 0.0650(2) Uani 1 1 d . . . . .
N1 N 0.97479(18) 0.82872(13) 0.66113(13) 0.0399(5) Uani 1 1 d . . . . .
H1 H 1.0221 0.8120 0.6241 0.048 Uiso 1 1 calc R U . . .
N2 N 0.79762(18) 0.59778(13) 0.94909(13) 0.0391(5) Uani 1 1 d . . . . .
O1 O 0.78127(19) 0.56788(15) 0.52029(12) 0.0658(5) Uani 1 1 d . . . . .
O2 O 0.98093(16) 0.63586(12) 0.53954(11) 0.0521(5) Uani 1 1 d . . . . .
O3 O 0.61270(16) 0.59115(12) 0.82339(12) 0.0515(4) Uani 1 1 d . . . . .
O4 O 0.95139(15) 0.48775(11) 0.76070(11) 0.0430(4) Uani 1 1 d . . . . .
O5 O 0.46873(17) 0.17013(13) 0.54308(12) 0.0596(5) Uani 1 1 d . . . . .
O1S O 0.7918(4) 0.1655(3) 0.4106(2) 0.1364(12) Uani 1 1 d . . . . .
O2S O 0.6028(3) 0.2174(3) 0.3555(2) 0.1254(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 N1 1.371(3) . ?
C1 C2 1.395(3) . ?
C1 C6 1.407(3) . ?
C2 C3 1.367(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.408(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.439(3) . ?
C7 C8 1.364(3) . ?
C7 C38 1.504(3) . ?
C8 N1 1.376(3) . ?
C8 C9 1.499(3) . ?
C9 C10 1.513(3) . ?
C9 C29 1.540(3) . ?
C9 H9 0.9800 . ?
C10 O1 1.196(3) . ?
C10 O2 1.328(3) . ?
C11 O2 1.459(3) . ?
C11 C12 1.466(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.378(4) . ?
C13 C18 1.382(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.367(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.368(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.383(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.372(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.512(3) . ?
C19 N2 1.461(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.380(3) . ?
C20 C26 1.389(3) . ?
C20 N2 1.409(3) . ?
C21 C22 1.382(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.381(3) . ?
C22 H22 0.9300 . ?
C23 C25 1.397(3) . ?
C23 C24 1.515(3) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.387(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.515(3) . ?
C27 C28 1.543(3) . ?
C27 C29 1.563(3) . ?
C27 C38 1.568(3) . ?
C28 O3 1.219(3) . ?
C28 N2 1.359(3) . ?
C29 C30 1.530(3) . ?
C29 H29 0.9800 . ?
C30 O4 1.223(2) . ?
C30 C31 1.482(3) . ?
C31 C32 1.384(3) . ?
C31 C37 1.395(3) . ?
C32 C33 1.385(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.373(3) . ?
C33 H33 0.9300 . ?
C34 O5 1.366(3) . ?
C34 C36 1.382(3) . ?
C35 O5 1.415(3) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.366(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C39 1.513(3) . ?
C38 H38 0.9800 . ?
C39 C44 1.388(3) . ?
C39 C40 1.390(3) . ?
C40 C41 1.380(3) . ?
C40 H40 0.9300 . ?
C41 C42 1.371(3) . ?
C41 H41 0.9300 . ?
C42 C43 1.370(3) . ?
C42 Cl1 1.745(2) . ?
C43 C44 1.382(3) . ?
C43 H43 0.9300 . ?
C44 H44 0.9300 . ?
C1S C2S 1.501(6) . ?
C1S H1S1 0.9600 . ?
C1S H1S2 0.9600 . ?
C1S H1S3 0.9600 . ?
C2S O1S 1.194(6) . ?
C2S O2S 1.320(6) . ?
C3S C4S 1.400(6) . ?
C3S O2S 1.496(5) . ?
C3S H3S1 0.9700 . ?
C3S H3S2 0.9700 . ?
C4S H4S1 0.9600 . ?
C4S H4S2 0.9600 . ?
C4S H4S3 0.9600 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.8(2) . . ?
N1 C1 C6 108.11(19) . . ?
C2 C1 C6 122.1(2) . . ?
C3 C2 C1 117.5(3) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.5(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.6(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 118.5(2) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 C7 106.61(18) . . ?
C5 C6 C7 134.6(2) . . ?
C8 C7 C6 106.54(18) . . ?
C8 C7 C38 122.82(19) . . ?
C6 C7 C38 130.64(18) . . ?
C7 C8 N1 110.15(18) . . ?
C7 C8 C9 125.66(19) . . ?
N1 C8 C9 124.18(18) . . ?
C8 C9 C10 110.30(17) . . ?
C8 C9 C29 109.67(16) . . ?
C10 C9 C29 110.34(18) . . ?
C8 C9 H9 108.8 . . ?
C10 C9 H9 108.8 . . ?
C29 C9 H9 108.8 . . ?
O1 C10 O2 124.3(2) . . ?
O1 C10 C9 124.9(2) . . ?
O2 C10 C9 110.8(2) . . ?
O2 C11 C12 111.3(2) . . ?
O2 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
O2 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
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 C18 121.4(3) . . ?
C14 C13 H13 119.3 . . ?
C18 C13 H13 119.3 . . ?
C15 C14 C13 119.7(3) . . ?
C15 C14 H14 120.1 . . ?
C13 C14 H14 120.1 . . ?
C14 C15 C16 119.8(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C15 C16 C17 120.1(3) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 H16 119.9 . . ?
C18 C17 C16 121.0(2) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C13 117.9(2) . . ?
C17 C18 C19 123.8(2) . . ?
C13 C18 C19 118.2(2) . . ?
N2 C19 C18 114.52(19) . . ?
N2 C19 H19A 108.6 . . ?
C18 C19 H19A 108.6 . . ?
N2 C19 H19B 108.6 . . ?
C18 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
C21 C20 C26 122.3(2) . . ?
C21 C20 N2 127.6(2) . . ?
C26 C20 N2 110.03(19) . . ?
C20 C21 C22 117.3(2) . . ?
C20 C21 H21 121.3 . . ?
C22 C21 H21 121.3 . . ?
C23 C22 C21 122.7(2) . . ?
C23 C22 H22 118.7 . . ?
C21 C22 H22 118.7 . . ?
C22 C23 C25 118.6(2) . . ?
C22 C23 C24 121.1(2) . . ?
C25 C23 C24 120.3(2) . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C23 120.4(2) . . ?
C26 C25 H25 119.8 . . ?
C23 C25 H25 119.8 . . ?
C25 C26 C20 118.74(19) . . ?
C25 C26 C27 132.77(18) . . ?
C20 C26 C27 108.49(18) . . ?
C26 C27 C28 102.00(17) . . ?
C26 C27 C29 115.30(16) . . ?
C28 C27 C29 109.16(16) . . ?
C26 C27 C38 115.71(17) . . ?
C28 C27 C38 107.58(16) . . ?
C29 C27 C38 106.67(15) . . ?
O3 C28 N2 125.9(2) . . ?
O3 C28 C27 125.8(2) . . ?
N2 C28 C27 108.31(19) . . ?
C30 C29 C9 109.31(16) . . ?
C30 C29 C27 112.21(16) . . ?
C9 C29 C27 111.58(17) . . ?
C30 C29 H29 107.9 . . ?
C9 C29 H29 107.9 . . ?
C27 C29 H29 107.9 . . ?
O4 C30 C31 120.68(19) . . ?
O4 C30 C29 118.04(19) . . ?
C31 C30 C29 121.26(19) . . ?
C32 C31 C37 117.4(2) . . ?
C32 C31 C30 124.5(2) . . ?
C37 C31 C30 118.11(19) . . ?
C31 C32 C33 121.9(2) . . ?
C31 C32 H32 119.1 . . ?
C33 C32 H32 119.1 . . ?
C34 C33 C32 119.2(2) . . ?
C34 C33 H33 120.4 . . ?
C32 C33 H33 120.4 . . ?
O5 C34 C33 125.3(2) . . ?
O5 C34 C36 114.7(2) . . ?
C33 C34 C36 120.0(2) . . ?
O5 C35 H35A 109.5 . . ?
O5 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O5 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C34 120.2(2) . . ?
C37 C36 H36 119.9 . . ?
C34 C36 H36 119.9 . . ?
C36 C37 C31 121.3(2) . . ?
C36 C37 H37 119.4 . . ?
C31 C37 H37 119.4 . . ?
C7 C38 C39 114.28(17) . . ?
C7 C38 C27 108.56(16) . . ?
C39 C38 C27 114.29(16) . . ?
C7 C38 H38 106.4 . . ?
C39 C38 H38 106.4 . . ?
C27 C38 H38 106.4 . . ?
C44 C39 C40 117.82(19) . . ?
C44 C39 C38 119.39(19) . . ?
C40 C39 C38 122.76(19) . . ?
C41 C40 C39 120.9(2) . . ?
C41 C40 H40 119.5 . . ?
C39 C40 H40 119.5 . . ?
C42 C41 C40 119.7(2) . . ?
C42 C41 H41 120.2 . . ?
C40 C41 H41 120.2 . . ?
C43 C42 C41 121.0(2) . . ?
C43 C42 Cl1 119.65(18) . . ?
C41 C42 Cl1 119.35(18) . . ?
C42 C43 C44 119.0(2) . . ?
C42 C43 H43 120.5 . . ?
C44 C43 H43 120.5 . . ?
C43 C44 C39 121.5(2) . . ?
C43 C44 H44 119.2 . . ?
C39 C44 H44 119.2 . . ?
C2S C1S H1S1 109.5 . . ?
C2S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
C2S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
O1S C2S O2S 123.0(5) . . ?
O1S C2S C1S 126.6(6) . . ?
O2S C2S C1S 110.4(5) . . ?
C4S C3S O2S 111.4(4) . . ?
C4S C3S H3S1 109.4 . . ?
O2S C3S H3S1 109.4 . . ?
C4S C3S H3S2 109.4 . . ?
O2S C3S H3S2 109.4 . . ?
H3S1 C3S H3S2 108.0 . . ?
C3S C4S H4S1 109.5 . . ?
C3S C4S H4S2 109.5 . . ?
H4S1 C4S H4S2 109.5 . . ?
C3S C4S H4S3 109.5 . . ?
H4S1 C4S H4S3 109.5 . . ?
H4S2 C4S H4S3 109.5 . . ?
C1 N1 C8 108.57(18) . . ?
C1 N1 H1 125.7 . . ?
C8 N1 H1 125.7 . . ?
C28 N2 C20 111.17(17) . . ?
C28 N2 C19 123.4(2) . . ?
C20 N2 C19 125.40(19) . . ?
C10 O2 C11 118.5(2) . . ?
C34 O5 C35 118.2(2) . . ?
C2S O2S C3S 119.6(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1S 0.86 2.24 3.015(4) 149.6 2_766
N1 H1 O2 0.86 2.48 2.938(2) 114.4 .

_refine_diff_density_max         0.234
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.044

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

data_1g
_database_code_depnum_ccdc_archive 'CCDC 1942767'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 Cl N2 O5'
_chemical_formula_sum            'C39 H35 Cl N2 O5'
_chemical_formula_weight         647.14

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                   9.0089(11)
_cell_length_b                   10.2895(14)
_cell_length_c                   18.456(3)
_cell_angle_alpha                81.638(4)
_cell_angle_beta                 81.362(4)
_cell_angle_gamma                78.888(4)
_cell_volume                     1647.7(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9736
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      26.14

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             680
_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    0.164
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23641
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.201
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             6441
_reflns_number_gt                4655
_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)+(0.0625P)²+0.6158P] 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         6441
_refine_ls_number_parameters     435
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1346
_refine_ls_wR_factor_gt          0.1204
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.058
_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 -0.1659(2) 1.3115(2) 0.36445(11) 0.0452(5) Uani 1 1 d . . . . .
C2 C -0.2149(3) 1.4414(2) 0.38205(14) 0.0617(6) Uani 1 1 d . . . . .
H2 H -0.2317 1.4600 0.4307 0.074 Uiso 1 1 calc R U . . .
C3 C -0.2372(3) 1.5406(2) 0.32437(15) 0.0723(8) Uani 1 1 d . . . . .
H3 H -0.2694 1.6285 0.3342 0.087 Uiso 1 1 calc R U . . .
C4 C -0.2129(3) 1.5129(2) 0.25169(14) 0.0670(7) Uani 1 1 d . . . . .
H4 H -0.2299 1.5825 0.2140 0.080 Uiso 1 1 calc R U . . .
C5 C -0.1639(3) 1.3844(2) 0.23403(12) 0.0522(5) Uani 1 1 d . . . . .
H5 H -0.1487 1.3672 0.1851 0.063 Uiso 1 1 calc R U . . .
C6 C -0.1376(2) 1.28023(19) 0.29126(11) 0.0389(4) Uani 1 1 d . . . . .
C7 C -0.08556(19) 1.13817(18) 0.29526(10) 0.0337(4) Uani 1 1 d . . . . .
C8 C -0.0900(2) 1.09078(18) 0.36803(10) 0.0352(4) Uani 1 1 d . . . . .
C9 C -0.0507(2) 0.94871(19) 0.39983(10) 0.0367(4) Uani 1 1 d . . . . .
H9 H 0.0430 0.9403 0.4224 0.044 Uiso 1 1 calc R U . . .
C10 C -0.1742(2) 0.9132(2) 0.46152(11) 0.0444(5) Uani 1 1 d . U . . .
C11 C -0.3729(4) 0.7906(4) 0.50449(17) 0.1079(11) Uani 1 1 d . U . . .
H11A H -0.3303 0.7287 0.5441 0.129 Uiso 1 1 calc R U . . .
H11B H -0.4249 0.8712 0.5251 0.129 Uiso 1 1 calc R U . . .
C12 C -0.4770(4) 0.7349(4) 0.4772(2) 0.1191(13) Uani 1 1 d . U . . .
H12A H -0.5172 0.7945 0.4370 0.179 Uiso 1 1 calc R U . . .
H12B H -0.5587 0.7197 0.5155 0.179 Uiso 1 1 calc R U . . .
H12C H -0.4278 0.6516 0.4601 0.179 Uiso 1 1 calc R U . . .
C13 C -0.04216(19) 1.04865(18) 0.23538(10) 0.0336(4) Uani 1 1 d . . . . .
H13 H -0.1373 1.0264 0.2250 0.040 Uiso 1 1 calc R U . . .
C14 C 0.0301(2) 1.11404(18) 0.16331(10) 0.0336(4) Uani 1 1 d . . . . .
C15 C 0.1369(2) 1.1960(2) 0.16063(10) 0.0421(5) Uani 1 1 d . . . . .
H15 H 0.1705 1.2075 0.2041 0.051 Uiso 1 1 calc R U . . .
C16 C 0.1939(2) 1.2607(2) 0.09453(11) 0.0478(5) Uani 1 1 d . . . . .
H16 H 0.2650 1.3153 0.0944 0.057 Uiso 1 1 calc R U . . .
C17 C 0.1475(2) 1.2459(2) 0.02828(11) 0.0475(5) Uani 1 1 d . . . . .
C18 C 0.2075(4) 1.3190(3) -0.04353(13) 0.0776(8) Uani 1 1 d . . . . .
H18A H 0.1950 1.2742 -0.0838 0.116 Uiso 1 1 calc R U . . .
H18B H 0.3138 1.3207 -0.0437 0.116 Uiso 1 1 calc R U . . .
H18C H 0.1521 1.4087 -0.0489 0.116 Uiso 1 1 calc R U . . .
C19 C 0.0436(3) 1.1624(2) 0.03086(11) 0.0481(5) Uani 1 1 d . . . . .
H19 H 0.0121 1.1491 -0.0128 0.058 Uiso 1 1 calc R U . . .
C20 C -0.0143(2) 1.0983(2) 0.09679(11) 0.0413(5) Uani 1 1 d . . . . .
H20 H -0.0849 1.0432 0.0967 0.050 Uiso 1 1 calc R U . . .
C21 C 0.3432(3) 0.6443(3) -0.00551(14) 0.0619(6) Uani 1 1 d . . . . .
H21 H 0.3303 0.5562 0.0085 0.074 Uiso 1 1 calc R U . . .
C22 C 0.3937(3) 0.6851(3) -0.07801(15) 0.0770(8) Uani 1 1 d . . . . .
H22 H 0.4135 0.6248 -0.1127 0.092 Uiso 1 1 calc R U . . .
C23 C 0.4150(3) 0.8143(4) -0.09925(15) 0.0759(8) Uani 1 1 d . . . . .
H23 H 0.4495 0.8418 -0.1481 0.091 Uiso 1 1 calc R U . . .
C24 C 0.3848(3) 0.9027(3) -0.04781(15) 0.0679(7) Uani 1 1 d . . . . .
H24 H 0.3997 0.9902 -0.0619 0.082 Uiso 1 1 calc R U . . .
C25 C 0.3324(3) 0.8628(2) 0.02483(13) 0.0548(6) Uani 1 1 d . . . . .
H25 H 0.3113 0.9239 0.0591 0.066 Uiso 1 1 calc R U . . .
C26 C 0.3113(2) 0.7329(2) 0.04662(12) 0.0465(5) Uani 1 1 d . . . . .
C27 C 0.2546(3) 0.6815(2) 0.12469(12) 0.0555(6) Uani 1 1 d . . . . .
H27A H 0.1682 0.6387 0.1233 0.067 Uiso 1 1 calc R U . . .
H27B H 0.3345 0.6135 0.1438 0.067 Uiso 1 1 calc R U . . .
C28 C 0.0608(2) 0.81841(19) 0.20594(11) 0.0396(4) Uani 1 1 d . . . . .
C29 C 0.0581(2) 0.91316(18) 0.26373(10) 0.0345(4) Uani 1 1 d . . . . .
C30 C 0.2259(2) 0.91654(18) 0.26156(10) 0.0353(4) Uani 1 1 d . . . . .
C31 C 0.3012(2) 0.9836(2) 0.29987(10) 0.0380(4) Uani 1 1 d . . . . .
H31 H 0.2482 1.0379 0.3348 0.046 Uiso 1 1 calc R U . . .
C32 C 0.4592(2) 0.9671(2) 0.28452(11) 0.0438(5) Uani 1 1 d . . . . .
C33 C 0.5409(2) 0.8830(2) 0.23501(12) 0.0519(6) Uani 1 1 d . . . . .
H33 H 0.6467 0.8719 0.2273 0.062 Uiso 1 1 calc R U . . .
C34 C 0.4653(2) 0.8153(2) 0.19678(12) 0.0512(5) Uani 1 1 d . . . . .
H34 H 0.5187 0.7584 0.1632 0.061 Uiso 1 1 calc R U . . .
C35 C 0.3084(2) 0.83479(19) 0.21001(11) 0.0411(5) Uani 1 1 d . . . . .
C36 C -0.0161(2) 0.85357(18) 0.34010(10) 0.0366(4) Uani 1 1 d . . . . .
H36 H -0.1135 0.8320 0.3325 0.044 Uiso 1 1 calc R U . . .
C37 C 0.0793(3) 0.7246(2) 0.37172(12) 0.0493(5) Uani 1 1 d . . . . .
C38 C 0.2047(17) 0.5112(10) 0.3548(7) 0.088(2) Uani 0.713(5) 1 d . . P A 1
H38A H 0.1461 0.4696 0.3972 0.105 Uiso 0.713(5) 1 calc R U P A 1
H38B H 0.2967 0.5285 0.3701 0.105 Uiso 0.713(5) 1 calc R U P A 1
C39 C 0.2443(8) 0.4221(5) 0.2951(3) 0.119(2) Uani 0.713(5) 1 d . . P A 1
H39A H 0.1559 0.4253 0.2712 0.178 Uiso 0.713(5) 1 calc R U P A 1
H39B H 0.2783 0.3323 0.3162 0.178 Uiso 0.713(5) 1 calc R U P A 1
H39C H 0.3241 0.4516 0.2597 0.178 Uiso 0.713(5) 1 calc R U P A 1
C38' C 0.185(5) 0.489(3) 0.340(2) 0.088(2) Uani 0.287(5) 1 d . . P A 2
H38C H 0.1627 0.4556 0.3919 0.105 Uiso 0.287(5) 1 calc R U P A 2
H38D H 0.1501 0.4343 0.3100 0.105 Uiso 0.287(5) 1 calc R U P A 2
C39' C 0.345(2) 0.4916(12) 0.3207(8) 0.119(2) Uani 0.287(5) 1 d . . P A 2
H39D H 0.3636 0.5294 0.2701 0.178 Uiso 0.287(5) 1 calc R U P A 2
H39E H 0.4018 0.4024 0.3268 0.178 Uiso 0.287(5) 1 calc R U P A 2
H39F H 0.3774 0.5448 0.3520 0.178 Uiso 0.287(5) 1 calc R U P A 2
Cl1 Cl 0.55663(6) 1.06022(7) 0.32645(3) 0.0658(2) Uani 1 1 d . . . . .
N1 N -0.1370(2) 1.19459(17) 0.41045(9) 0.0457(4) Uani 1 1 d . . . . .
H1 H -0.1465 1.1873 0.4579 0.055 Uiso 1 1 calc R U . . .
N2 N 0.20886(19) 0.78069(16) 0.17601(9) 0.0447(4) Uani 1 1 d . . . . .
O1 O -0.2037(2) 0.96583(19) 0.51691(9) 0.0731(5) Uani 1 1 d . U . . .
O2 O -0.2484(2) 0.82325(17) 0.44780(8) 0.0648(5) Uani 1 1 d . U . . .
O3 O -0.04993(17) 0.78610(14) 0.18803(8) 0.0512(4) Uani 1 1 d . . . . .
O4 O 0.1172(2) 0.70554(18) 0.43237(10) 0.0842(6) Uani 1 1 d . . . . .
O5 O 0.1151(2) 0.63507(15) 0.32460(9) 0.0665(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 N1 1.373(3) . ?
C1 C2 1.394(3) . ?
C1 C6 1.409(3) . ?
C2 C3 1.373(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.441(3) . ?
C7 C8 1.358(3) . ?
C7 C13 1.500(2) . ?
C8 N1 1.379(2) . ?
C8 C9 1.490(3) . ?
C9 C10 1.524(3) . ?
C9 C36 1.537(3) . ?
C9 H9 0.9800 . ?
C10 O1 1.197(2) . ?
C10 O2 1.313(2) . ?
C11 C12 1.377(5) . ?
C11 O2 1.469(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.515(2) . ?
C13 C29 1.574(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.387(3) . ?
C14 C20 1.387(3) . ?
C15 C16 1.379(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(3) . ?
C16 H16 0.9300 . ?
C17 C19 1.379(3) . ?
C17 C18 1.505(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.377(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.379(4) . ?
C21 C26 1.383(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.372(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.371(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.383(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.379(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.510(3) . ?
C27 N2 1.453(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 O3 1.214(2) . ?
C28 N2 1.370(3) . ?
C28 C29 1.541(3) . ?
C29 C30 1.514(2) . ?
C29 C36 1.560(3) . ?
C30 C31 1.379(3) . ?
C30 C35 1.394(3) . ?
C31 C32 1.391(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.381(3) . ?
C32 Cl1 1.742(2) . ?
C33 C34 1.385(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.378(3) . ?
C34 H34 0.9300 . ?
C35 N2 1.404(3) . ?
C36 C37 1.526(3) . ?
C36 H36 0.9800 . ?
C37 O4 1.197(3) . ?
C37 O5 1.320(3) . ?
C38 O5 1.455(13) . ?
C38 C39 1.493(11) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C38' C39' 1.44(5) . ?
C38' O5 1.52(3) . ?
C38' H38C 0.9700 . ?
C38' H38D 0.9700 . ?
C39' H39D 0.9600 . ?
C39' H39E 0.9600 . ?
C39' H39F 0.9600 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.3(2) . . ?
N1 C1 C6 107.85(17) . . ?
C2 C1 C6 122.8(2) . . ?
C3 C2 C1 117.1(2) . . ?
C3 C2 H2 121.5 . . ?
C1 C2 H2 121.5 . . ?
C2 C3 C4 121.5(2) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.6(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 118.8(2) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C5 C6 C1 118.25(18) . . ?
C5 C6 C7 135.14(19) . . ?
C1 C6 C7 106.61(17) . . ?
C8 C7 C6 106.74(16) . . ?
C8 C7 C13 122.57(17) . . ?
C6 C7 C13 130.59(17) . . ?
C7 C8 N1 110.05(17) . . ?
C7 C8 C9 126.57(17) . . ?
N1 C8 C9 123.38(16) . . ?
C8 C9 C10 110.29(16) . . ?
C8 C9 C36 112.04(15) . . ?
C10 C9 C36 113.18(16) . . ?
C8 C9 H9 107.0 . . ?
C10 C9 H9 107.0 . . ?
C36 C9 H9 107.0 . . ?
O1 C10 O2 122.95(19) . . ?
O1 C10 C9 122.60(19) . . ?
O2 C10 C9 114.42(17) . . ?
C12 C11 O2 112.6(3) . . ?
C12 C11 H11A 109.1 . . ?
O2 C11 H11A 109.1 . . ?
C12 C11 H11B 109.1 . . ?
O2 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
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 . . ?
C7 C13 C14 113.99(15) . . ?
C7 C13 C29 110.54(15) . . ?
C14 C13 C29 112.49(14) . . ?
C7 C13 H13 106.4 . . ?
C14 C13 H13 106.4 . . ?
C29 C13 H13 106.4 . . ?
C15 C14 C20 117.21(17) . . ?
C15 C14 C13 122.37(16) . . ?
C20 C14 C13 120.36(16) . . ?
C16 C15 C14 121.10(18) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C17 121.44(19) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C19 C17 C16 117.40(19) . . ?
C19 C17 C18 121.4(2) . . ?
C16 C17 C18 121.2(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C17 121.35(18) . . ?
C20 C19 H19 119.3 . . ?
C17 C19 H19 119.3 . . ?
C19 C20 C14 121.49(18) . . ?
C19 C20 H20 119.3 . . ?
C14 C20 H20 119.3 . . ?
C22 C21 C26 120.7(3) . . ?
C22 C21 H21 119.7 . . ?
C26 C21 H21 119.7 . . ?
C23 C22 C21 120.3(3) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 119.4(3) . . ?
C24 C23 H23 120.3 . . ?
C22 C23 H23 120.3 . . ?
C23 C24 C25 120.6(3) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C26 C25 C24 120.3(2) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C21 118.7(2) . . ?
C25 C26 C27 123.60(19) . . ?
C21 C26 C27 117.7(2) . . ?
N2 C27 C26 115.82(18) . . ?
N2 C27 H27A 108.3 . . ?
C26 C27 H27A 108.3 . . ?
N2 C27 H27B 108.3 . . ?
C26 C27 H27B 108.3 . . ?
H27A C27 H27B 107.4 . . ?
O3 C28 N2 125.60(18) . . ?
O3 C28 C29 125.82(17) . . ?
N2 C28 C29 108.53(16) . . ?
C30 C29 C28 101.87(14) . . ?
C30 C29 C36 113.38(15) . . ?
C28 C29 C36 109.24(15) . . ?
C30 C29 C13 115.35(14) . . ?
C28 C29 C13 105.46(14) . . ?
C36 C29 C13 110.70(14) . . ?
C31 C30 C35 119.96(17) . . ?
C31 C30 C29 131.48(16) . . ?
C35 C30 C29 108.56(16) . . ?
C30 C31 C32 117.68(18) . . ?
C30 C31 H31 121.2 . . ?
C32 C31 H31 121.2 . . ?
C33 C32 C31 122.20(19) . . ?
C33 C32 Cl1 118.83(15) . . ?
C31 C32 Cl1 118.92(16) . . ?
C32 C33 C34 120.05(19) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C35 C34 C33 117.90(19) . . ?
C35 C34 H34 121.0 . . ?
C33 C34 H34 121.0 . . ?
C34 C35 C30 122.14(19) . . ?
C34 C35 N2 127.64(19) . . ?
C30 C35 N2 110.22(16) . . ?
C37 C36 C9 107.29(16) . . ?
C37 C36 C29 113.02(15) . . ?
C9 C36 C29 114.61(15) . . ?
C37 C36 H36 107.2 . . ?
C9 C36 H36 107.2 . . ?
C29 C36 H36 107.2 . . ?
O4 C37 O5 123.5(2) . . ?
O4 C37 C36 124.3(2) . . ?
O5 C37 C36 112.25(19) . . ?
O5 C38 C39 107.1(7) . . ?
O5 C38 H38A 110.3 . . ?
C39 C38 H38A 110.3 . . ?
O5 C38 H38B 110.3 . . ?
C39 C38 H38B 110.3 . . ?
H38A C38 H38B 108.5 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C39' C38' O5 102(2) . . ?
C39' C38' H38C 111.3 . . ?
O5 C38' H38C 111.3 . . ?
C39' C38' H38D 111.3 . . ?
O5 C38' H38D 111.3 . . ?
H38C C38' H38D 109.2 . . ?
C38' C39' H39D 109.5 . . ?
C38' C39' H39E 109.5 . . ?
H39D C39' H39E 109.5 . . ?
C38' C39' H39F 109.5 . . ?
H39D C39' H39F 109.5 . . ?
H39E C39' H39F 109.5 . . ?
C1 N1 C8 108.70(16) . . ?
C1 N1 H1 125.6 . . ?
C8 N1 H1 125.6 . . ?
C28 N2 C35 110.73(16) . . ?
C28 N2 C27 123.12(18) . . ?
C35 N2 C27 125.47(17) . . ?
C10 O2 C11 116.11(19) . . ?
C37 O5 C38 112.5(4) . . ?
C37 O5 C38' 127.3(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.49 2.934(2) 112.8 .
N1 H1 O4 0.86 2.51 3.255(3) 145.1 2_576

_refine_diff_density_max         0.360
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_2h
_database_code_depnum_ccdc_archive 'CCDC 1942772'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 H28 Cl N O5'
_chemical_formula_sum            'C36 H28 Cl N O5'
_chemical_formula_weight         590.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.6247(6)
_cell_length_b                   17.7668(11)
_cell_length_c                   18.9536(11)
_cell_angle_alpha                90
_cell_angle_beta                 91.7723(19)
_cell_angle_gamma                90
_cell_volume                     3239.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5909
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      22.13

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.210
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.159
_shelx_estimated_absorpt_T_min   0.966
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.966
_exptl_absorpt_correction_T_max  0.969
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34040
_diffrn_reflns_av_unetI/netI     0.0870
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.345
_diffrn_reflns_theta_max         25.998
_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             6336
_reflns_number_gt                3247
_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)+(0.1483P)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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.012(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6336
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1639
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.2575
_refine_ls_wR_factor_gt          0.2097
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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 0.2004(4) 0.9086(2) -0.06698(19) 0.0454(9) Uani 1 1 d . . . . .
C2 C 0.2231(5) 0.9081(2) -0.1392(2) 0.0553(11) Uani 1 1 d . . . . .
H2 H 0.1495 0.9054 -0.1721 0.066 Uiso 1 1 calc R U . . .
C3 C 0.3584(5) 0.9119(2) -0.1599(2) 0.0629(12) Uani 1 1 d . . . . .
H3 H 0.3766 0.9117 -0.2078 0.075 Uiso 1 1 calc R U . . .
C4 C 0.4699(5) 0.9160(2) -0.1106(2) 0.0565(11) Uani 1 1 d . . . . .
H4 H 0.5603 0.9187 -0.1264 0.068 Uiso 1 1 calc R U . . .
C5 C 0.4481(4) 0.9161(2) -0.0397(2) 0.0495(10) Uani 1 1 d . . . . .
H5 H 0.5227 0.9187 -0.0075 0.059 Uiso 1 1 calc R U . . .
C6 C 0.3120(4) 0.91213(19) -0.01641(19) 0.0419(9) Uani 1 1 d . . . . .
C7 C 0.2511(4) 0.90690(19) 0.05172(18) 0.0393(9) Uani 1 1 d . . . . .
C8 C 0.1112(4) 0.89950(19) 0.04101(18) 0.0388(9) Uani 1 1 d . . . . .
C9 C 0.0071(3) 0.88423(19) 0.09633(18) 0.0391(9) Uani 1 1 d . . . . .
H9 H -0.0540 0.9279 0.1014 0.047 Uiso 1 1 calc R U . . .
C10 C -0.0774(4) 0.8163(2) 0.07150(18) 0.0426(9) Uani 1 1 d . . . . .
C11 C -0.2693(5) 0.7777(3) -0.0016(3) 0.0706(13) Uani 1 1 d . . . . .
H11A H -0.3670 0.7910 -0.0011 0.085 Uiso 1 1 calc R U . . .
H11B H -0.2566 0.7310 0.0243 0.085 Uiso 1 1 calc R U . . .
C12 C -0.2267(7) 0.7673(4) -0.0755(3) 0.110(2) Uani 1 1 d . . . . .
H12A H -0.2386 0.8137 -0.1009 0.166 Uiso 1 1 calc R U . . .
H12B H -0.2831 0.7290 -0.0977 0.166 Uiso 1 1 calc R U . . .
H12C H -0.1308 0.7525 -0.0758 0.166 Uiso 1 1 calc R U . . .
C13 C 0.3240(3) 0.90382(19) 0.12244(17) 0.0380(9) Uani 1 1 d . . . . .
H13 H 0.3872 0.9470 0.1252 0.046 Uiso 1 1 calc R U . . .
C14 C 0.4113(3) 0.8342(2) 0.13282(17) 0.0383(9) Uani 1 1 d . . . . .
C15 C 0.3660(4) 0.7645(2) 0.1083(2) 0.0475(10) Uani 1 1 d . . . . .
H15 H 0.2810 0.7613 0.0839 0.057 Uiso 1 1 calc R U . . .
C16 C 0.4434(5) 0.6995(2) 0.1191(2) 0.0613(11) Uani 1 1 d . . . . .
H16 H 0.4120 0.6531 0.1025 0.074 Uiso 1 1 calc R U . . .
C17 C 0.5709(5) 0.7069(3) 0.1561(2) 0.0666(13) Uani 1 1 d . . . . .
C18 C 0.6204(4) 0.7746(3) 0.1784(2) 0.0726(14) Uani 1 1 d . . . . .
H18 H 0.7072 0.7784 0.2011 0.087 Uiso 1 1 calc R U . . .
C19 C 0.5400(4) 0.8371(2) 0.1669(2) 0.0565(11) Uani 1 1 d . . . . .
H19 H 0.5733 0.8835 0.1827 0.068 Uiso 1 1 calc R U . . .
C20 C 0.2860(3) 0.8983(2) 0.25247(19) 0.0432(9) Uani 1 1 d . . . . .
C21 C 0.3350(3) 0.9700(2) 0.28467(18) 0.0434(9) Uani 1 1 d . . . . .
C22 C 0.4272(4) 0.9821(3) 0.3403(2) 0.0610(12) Uani 1 1 d . . . . .
H22 H 0.4708 0.9423 0.3640 0.073 Uiso 1 1 calc R U . . .
C23 C 0.4522(5) 1.0566(3) 0.3594(3) 0.0766(15) Uani 1 1 d . . . . .
H23 H 0.5136 1.0667 0.3970 0.092 Uiso 1 1 calc R U . . .
C24 C 0.3895(5) 1.1152(3) 0.3248(3) 0.0732(13) Uani 1 1 d . . . . .
H24 H 0.4089 1.1642 0.3393 0.088 Uiso 1 1 calc R U . . .
C25 C 0.2979(4) 1.1032(2) 0.2685(2) 0.0579(11) Uani 1 1 d . . . . .
H25 H 0.2545 1.1431 0.2450 0.069 Uiso 1 1 calc R U . . .
C26 C 0.2730(4) 1.0292(2) 0.24830(19) 0.0451(9) Uani 1 1 d . . . . .
C27 C 0.1888(4) 1.0006(2) 0.18762(19) 0.0407(9) Uani 1 1 d . . . . .
C28 C 0.2137(3) 0.91493(18) 0.18168(17) 0.0358(8) Uani 1 1 d . . . . .
C29 C 0.0825(3) 0.86642(19) 0.16771(17) 0.0347(8) Uani 1 1 d . . . . .
H29 H 0.1159 0.8145 0.1637 0.042 Uiso 1 1 calc R U . . .
C30 C -0.0165(3) 0.86608(19) 0.22807(17) 0.0364(8) Uani 1 1 d . . . . .
C31 C -0.0254(4) 0.8040(2) 0.27313(19) 0.0445(9) Uani 1 1 d . . . . .
H31 H 0.0317 0.7627 0.2657 0.053 Uiso 1 1 calc R U . . .
C32 C -0.1152(4) 0.8018(2) 0.32774(19) 0.0483(10) Uani 1 1 d . . . . .
H32 H -0.1182 0.7593 0.3564 0.058 Uiso 1 1 calc R U . . .
C33 C -0.2011(4) 0.8620(2) 0.34058(19) 0.0479(10) Uani 1 1 d . . . . .
C34 C -0.3020(7) 0.8048(4) 0.4399(3) 0.112(2) Uani 1 1 d . . . . .
H34A H -0.3267 0.7602 0.4139 0.168 Uiso 1 1 calc R U . . .
H34B H -0.3712 0.8148 0.4741 0.168 Uiso 1 1 calc R U . . .
H34C H -0.2134 0.7977 0.4636 0.168 Uiso 1 1 calc R U . . .
C35 C -0.1956(4) 0.9246(2) 0.2969(2) 0.0555(11) Uani 1 1 d . . . . .
H35 H -0.2537 0.9654 0.3044 0.067 Uiso 1 1 calc R U . . .
C36 C -0.1039(4) 0.9262(2) 0.2421(2) 0.0505(10) Uani 1 1 d . . . . .
H36 H -0.1007 0.9689 0.2138 0.061 Uiso 1 1 calc R U . . .
Cl1 Cl 0.67162(18) 0.62571(9) 0.16897(8) 0.1226(7) Uani 1 1 d . . . . .
N1 N 0.0794(3) 0.90111(17) -0.03091(15) 0.0469(8) Uani 1 1 d . . . . .
H1 H -0.0028 0.8979 -0.0498 0.056 Uiso 1 1 calc R U . . .
O1 O -0.0459(3) 0.75230(16) 0.08325(16) 0.0689(9) Uani 1 1 d . . . . .
O2 O -0.1870(3) 0.83657(15) 0.03207(13) 0.0548(7) Uani 1 1 d . . . . .
O3 O 0.2998(3) 0.83567(16) 0.27826(14) 0.0569(8) Uani 1 1 d . . . . .
O4 O 0.1162(3) 1.03861(13) 0.14779(14) 0.0533(7) Uani 1 1 d . . . . .
O5 O -0.2943(3) 0.86604(17) 0.39312(16) 0.0717(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.375(5) . ?
C1 C2 1.393(5) . ?
C1 C6 1.419(5) . ?
C2 C3 1.374(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.404(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.438(5) . ?
C7 C8 1.361(5) . ?
C7 C13 1.494(5) . ?
C8 N1 1.388(4) . ?
C8 C9 1.498(5) . ?
C9 C10 1.522(5) . ?
C9 C29 1.548(4) . ?
C9 H9 0.9800 . ?
C10 O1 1.195(4) . ?
C10 O2 1.324(4) . ?
C11 O2 1.449(5) . ?
C11 C12 1.483(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.505(5) . ?
C13 C28 1.581(5) . ?
C13 H13 0.9800 . ?
C14 C19 1.380(5) . ?
C14 C15 1.388(5) . ?
C15 C16 1.385(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.401(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.357(6) . ?
C17 Cl1 1.751(4) . ?
C18 C19 1.368(6) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O3 1.220(4) . ?
C20 C21 1.484(5) . ?
C20 C28 1.521(5) . ?
C21 C22 1.374(5) . ?
C21 C26 1.382(5) . ?
C22 C23 1.392(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.361(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.379(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.387(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.477(5) . ?
C27 O4 1.217(4) . ?
C27 C28 1.546(5) . ?
C28 C29 1.545(5) . ?
C29 C30 1.512(5) . ?
C29 H29 0.9800 . ?
C30 C36 1.391(5) . ?
C30 C31 1.399(5) . ?
C31 C32 1.369(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.378(5) . ?
C32 H32 0.9300 . ?
C33 O5 1.363(4) . ?
C33 C35 1.389(5) . ?
C34 O5 1.406(6) . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.383(5) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 130.4(4) . . ?
N1 C1 C6 107.7(3) . . ?
C2 C1 C6 121.7(4) . . ?
C3 C2 C1 117.3(4) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.6(4) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.2(4) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 119.0(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 C7 134.4(3) . . ?
C1 C6 C7 106.4(3) . . ?
C8 C7 C6 107.5(3) . . ?
C8 C7 C13 124.4(3) . . ?
C6 C7 C13 127.9(3) . . ?
C7 C8 N1 109.4(3) . . ?
C7 C8 C9 126.4(3) . . ?
N1 C8 C9 124.0(3) . . ?
C8 C9 C10 106.9(3) . . ?
C8 C9 C29 110.0(3) . . ?
C10 C9 C29 109.9(3) . . ?
C8 C9 H9 110.0 . . ?
C10 C9 H9 110.0 . . ?
C29 C9 H9 110.0 . . ?
O1 C10 O2 123.8(3) . . ?
O1 C10 C9 124.5(3) . . ?
O2 C10 C9 111.5(3) . . ?
O2 C11 C12 110.0(4) . . ?
O2 C11 H11A 109.7 . . ?
C12 C11 H11A 109.7 . . ?
O2 C11 H11B 109.7 . . ?
C12 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
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 . . ?
C7 C13 C14 113.1(3) . . ?
C7 C13 C28 109.0(3) . . ?
C14 C13 C28 113.2(3) . . ?
C7 C13 H13 107.1 . . ?
C14 C13 H13 107.1 . . ?
C28 C13 H13 107.1 . . ?
C19 C14 C15 117.3(3) . . ?
C19 C14 C13 121.3(3) . . ?
C15 C14 C13 121.4(3) . . ?
C16 C15 C14 122.2(3) . . ?
C16 C15 H15 118.9 . . ?
C14 C15 H15 118.9 . . ?
C15 C16 C17 117.1(4) . . ?
C15 C16 H16 121.5 . . ?
C17 C16 H16 121.5 . . ?
C18 C17 C16 122.2(4) . . ?
C18 C17 Cl1 120.0(4) . . ?
C16 C17 Cl1 117.8(4) . . ?
C17 C18 C19 118.6(4) . . ?
C17 C18 H18 120.7 . . ?
C19 C18 H18 120.7 . . ?
C18 C19 C14 122.6(4) . . ?
C18 C19 H19 118.7 . . ?
C14 C19 H19 118.7 . . ?
O3 C20 C21 126.1(3) . . ?
O3 C20 C28 124.9(3) . . ?
C21 C20 C28 109.0(3) . . ?
C22 C21 C26 121.5(4) . . ?
C22 C21 C20 129.7(4) . . ?
C26 C21 C20 108.8(3) . . ?
C21 C22 C23 116.7(4) . . ?
C21 C22 H22 121.6 . . ?
C23 C22 H22 121.6 . . ?
C24 C23 C22 122.1(4) . . ?
C24 C23 H23 118.9 . . ?
C22 C23 H23 118.9 . . ?
C23 C24 C25 121.1(4) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C26 117.5(4) . . ?
C24 C25 H25 121.3 . . ?
C26 C25 H25 121.3 . . ?
C21 C26 C25 121.0(4) . . ?
C21 C26 C27 110.1(3) . . ?
C25 C26 C27 128.8(4) . . ?
O4 C27 C26 125.7(3) . . ?
O4 C27 C28 126.0(3) . . ?
C26 C27 C28 108.2(3) . . ?
C20 C28 C29 113.1(3) . . ?
C20 C28 C27 101.3(3) . . ?
C29 C28 C27 115.7(3) . . ?
C20 C28 C13 107.6(3) . . ?
C29 C28 C13 111.8(3) . . ?
C27 C28 C13 106.5(3) . . ?
C30 C29 C28 113.8(3) . . ?
C30 C29 C9 111.9(3) . . ?
C28 C29 C9 113.2(3) . . ?
C30 C29 H29 105.7 . . ?
C28 C29 H29 105.7 . . ?
C9 C29 H29 105.7 . . ?
C36 C30 C31 116.1(3) . . ?
C36 C30 C29 122.7(3) . . ?
C31 C30 C29 121.1(3) . . ?
C32 C31 C30 122.4(3) . . ?
C32 C31 H31 118.8 . . ?
C30 C31 H31 118.8 . . ?
C31 C32 C33 120.5(3) . . ?
C31 C32 H32 119.8 . . ?
C33 C32 H32 119.8 . . ?
O5 C33 C32 125.6(3) . . ?
O5 C33 C35 115.6(3) . . ?
C32 C33 C35 118.8(3) . . ?
O5 C34 H34A 109.5 . . ?
O5 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
O5 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C36 C35 C33 120.1(4) . . ?
C36 C35 H35 120.0 . . ?
C33 C35 H35 120.0 . . ?
C35 C36 C30 122.1(3) . . ?
C35 C36 H36 119.0 . . ?
C30 C36 H36 119.0 . . ?
C1 N1 C8 109.0(3) . . ?
C1 N1 H1 125.5 . . ?
C8 N1 H1 125.5 . . ?
C10 O2 C11 117.9(3) . . ?
C33 O5 C34 117.9(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.86 2.63 3.083(4) 114.1 .
N1 H1 O4 0.86 2.40 3.056(4) 132.9 3_575

_refine_diff_density_max         0.480
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.156


####################################################################### 
# 
# 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_ZSC191108
_database_code_depnum_ccdc_archive 'CCDC 1964704'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2019-11-10 deposited with the CCDC.	2019-12-02 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 N O5'
_chemical_formula_sum            'C36 H29 N O5'
_chemical_formula_weight         555.60

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                   9.1125(4)
_cell_length_b                   12.0056(6)
_cell_length_c                   26.1996(12)
_cell_angle_alpha                90
_cell_angle_beta                 94.5219(15)
_cell_angle_gamma                90
_cell_volume                     2857.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7202
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      24.80

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_F_000             1168
_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    0.086
_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  0.6716
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25959
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.559
_diffrn_reflns_theta_max         25.990
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5601
_reflns_number_gt                3448
_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)+(0.0538P)²+0.9156P] 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         5601
_refine_ls_number_parameters     381
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.1101
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1344
_refine_ls_wR_factor_gt          0.1139
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.040
_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 -0.1629(2) 0.2840(2) 0.00334(8) 0.0454(6) Uani 1 1 d . . . . .
C2 C -0.2824(3) 0.2846(2) -0.03347(9) 0.0591(7) Uani 1 1 d . . . . .
H2 H -0.3088 0.2214 -0.0525 0.071 Uiso 1 1 calc R U . . .
C3 C -0.3589(3) 0.3819(3) -0.04030(10) 0.0659(8) Uani 1 1 d . . . . .
H3 H -0.4383 0.3851 -0.0648 0.079 Uiso 1 1 calc R U . . .
C4 C -0.3210(3) 0.4766(2) -0.01148(10) 0.0604(7) Uani 1 1 d . . . . .
H4 H -0.3760 0.5414 -0.0170 0.072 Uiso 1 1 calc R U . . .
C5 C -0.2034(2) 0.4761(2) 0.02507(9) 0.0498(6) Uani 1 1 d . . . . .
H5 H -0.1785 0.5398 0.0440 0.060 Uiso 1 1 calc R U . . .
C6 C -0.1226(2) 0.37773(18) 0.03315(8) 0.0402(5) Uani 1 1 d . . . . .
C7 C 0.0029(2) 0.34592(17) 0.06666(8) 0.0374(5) Uani 1 1 d . . . . .
C8 C 0.0336(2) 0.23856(18) 0.05538(8) 0.0388(5) Uani 1 1 d . . . . .
C9 C 0.1632(2) 0.17334(17) 0.07739(8) 0.0397(5) Uani 1 1 d . . . . .
H9 H 0.1311 0.1239 0.1041 0.048 Uiso 1 1 calc R U . . .
C10 C 0.2219(3) 0.1032(2) 0.03560(10) 0.0533(6) Uani 1 1 d . . . . .
C11 C 0.3495(5) 0.1060(3) -0.04038(13) 0.1121(12) Uani 1 1 d . U . . .
H11A H 0.4562 0.1032 -0.0384 0.135 Uiso 1 1 calc R U . . .
H11B H 0.3125 0.0302 -0.0425 0.135 Uiso 1 1 calc R U . . .
C12 C 0.2968(8) 0.1657(5) -0.08392(17) 0.213(3) Uani 1 1 d . U . . .
H12A H 0.1934 0.1517 -0.0909 0.320 Uiso 1 1 calc R U . . .
H12B H 0.3484 0.1425 -0.1127 0.320 Uiso 1 1 calc R U . . .
H12C H 0.3124 0.2439 -0.0781 0.320 Uiso 1 1 calc R U . . .
C13 C 0.0895(2) 0.41362(16) 0.10640(7) 0.0351(5) Uani 1 1 d . . . . .
H13 H 0.1492 0.4656 0.0880 0.042 Uiso 1 1 calc R U . . .
C14 C -0.0069(2) 0.48412(16) 0.13846(8) 0.0347(5) Uani 1 1 d . . . . .
C15 C 0.0360(2) 0.58940(18) 0.15406(9) 0.0488(6) Uani 1 1 d . . . . .
H15 H 0.1275 0.6157 0.1462 0.059 Uiso 1 1 calc R U . . .
C16 C -0.0529(3) 0.65747(19) 0.18109(9) 0.0560(7) Uani 1 1 d . . . . .
H16 H -0.0198 0.7275 0.1919 0.067 Uiso 1 1 calc R U . . .
C17 C -0.1900(2) 0.62123(19) 0.19195(8) 0.0454(6) Uani 1 1 d . . . . .
C18 C -0.2434(3) 0.7879(2) 0.23703(11) 0.0727(8) Uani 1 1 d . . . . .
H18A H -0.1560 0.7793 0.2597 0.109 Uiso 1 1 calc R U . . .
H18B H -0.3202 0.8195 0.2555 0.109 Uiso 1 1 calc R U . . .
H18C H -0.2231 0.8364 0.2093 0.109 Uiso 1 1 calc R U . . .
C19 C -0.2353(2) 0.51568(18) 0.17697(8) 0.0436(6) Uani 1 1 d . . . . .
H19 H -0.3275 0.4899 0.1844 0.052 Uiso 1 1 calc R U . . .
C20 C -0.1444(2) 0.44880(18) 0.15115(8) 0.0417(5) Uani 1 1 d . . . . .
H20 H -0.1759 0.3774 0.1418 0.050 Uiso 1 1 calc R U . . .
C21 C 0.1278(2) 0.27630(18) 0.18225(8) 0.0422(5) Uani 1 1 d . . . . .
C22 C 0.1938(3) 0.31940(19) 0.23177(8) 0.0475(6) Uani 1 1 d . . . . .
C23 C 0.1606(3) 0.2891(2) 0.28093(10) 0.0680(8) Uani 1 1 d . . . . .
H23 H 0.0887 0.2364 0.2864 0.082 Uiso 1 1 calc R U . . .
C24 C 0.2404(4) 0.3420(3) 0.32124(11) 0.0859(10) Uani 1 1 d . . . . .
H24 H 0.2210 0.3250 0.3547 0.103 Uiso 1 1 calc R U . . .
C25 C 0.3490(4) 0.4200(3) 0.31281(12) 0.0849(10) Uani 1 1 d . . . . .
H25 H 0.4011 0.4531 0.3408 0.102 Uiso 1 1 calc R U . . .
C26 C 0.3810(3) 0.4491(2) 0.26447(11) 0.0639(7) Uani 1 1 d . . . . .
H26 H 0.4528 0.5018 0.2590 0.077 Uiso 1 1 calc R U . . .
C27 C 0.3020(3) 0.39683(19) 0.22390(8) 0.0477(6) Uani 1 1 d . . . . .
C28 C 0.3147(2) 0.41116(18) 0.16844(9) 0.0423(5) Uani 1 1 d . . . . .
C29 C 0.2004(2) 0.33639(16) 0.13901(7) 0.0353(5) Uani 1 1 d . . . . .
C30 C 0.2768(2) 0.25702(17) 0.10213(8) 0.0358(5) Uani 1 1 d . . . . .
H30 H 0.3073 0.3038 0.0742 0.043 Uiso 1 1 calc R U . . .
C31 C 0.4148(2) 0.19993(17) 0.12496(8) 0.0377(5) Uani 1 1 d . . . . .
C32 C 0.5486(2) 0.22027(19) 0.10479(9) 0.0484(6) Uani 1 1 d . . . . .
H32 H 0.5530 0.2705 0.0779 0.058 Uiso 1 1 calc R U . . .
C33 C 0.6755(3) 0.1670(2) 0.12408(11) 0.0586(7) Uani 1 1 d . . . . .
H33 H 0.7641 0.1813 0.1100 0.070 Uiso 1 1 calc R U . . .
C34 C 0.6715(3) 0.0932(2) 0.16372(11) 0.0637(7) Uani 1 1 d . . . . .
H34 H 0.7571 0.0577 0.1768 0.076 Uiso 1 1 calc R U . . .
C35 C 0.5397(3) 0.0719(2) 0.18417(10) 0.0599(7) Uani 1 1 d . . . . .
H35 H 0.5363 0.0217 0.2111 0.072 Uiso 1 1 calc R U . . .
C36 C 0.4130(2) 0.12462(19) 0.16499(9) 0.0487(6) Uani 1 1 d . . . . .
H36 H 0.3247 0.1094 0.1791 0.058 Uiso 1 1 calc R U . . .
N1 N -0.06612(19) 0.19932(15) 0.01718(7) 0.0484(5) Uani 1 1 d . . . . .
H1 H -0.0675 0.1334 0.0043 0.058 Uiso 1 1 calc R U . . .
O1 O 0.1922(2) 0.00732(16) 0.03007(9) 0.0947(7) Uani 1 1 d . . . . .
O2 O 0.3008(2) 0.16030(16) 0.00515(7) 0.0795(6) Uani 1 1 d . U . . .
O3 O -0.28880(17) 0.68213(14) 0.21722(7) 0.0639(5) Uani 1 1 d . . . . .
O4 O 0.03341(17) 0.20497(13) 0.17711(6) 0.0551(4) Uani 1 1 d . . . . .
O5 O 0.39972(17) 0.47176(14) 0.14889(7) 0.0610(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 N1 1.376(3) . ?
C1 C2 1.397(3) . ?
C1 C6 1.402(3) . ?
C2 C3 1.364(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.437(3) . ?
C7 C8 1.356(3) . ?
C7 C13 1.496(3) . ?
C8 N1 1.380(3) . ?
C8 C9 1.494(3) . ?
C9 C10 1.512(3) . ?
C9 C30 1.548(3) . ?
C9 H9 0.9800 . ?
C10 O1 1.189(3) . ?
C10 O2 1.309(3) . ?
C11 C12 1.400(6) . ?
C11 O2 1.459(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.520(3) . ?
C13 C29 1.573(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.375(3) . ?
C14 C20 1.388(3) . ?
C15 C16 1.384(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.374(3) . ?
C16 H16 0.9300 . ?
C17 O3 1.370(3) . ?
C17 C19 1.380(3) . ?
C18 O3 1.421(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.370(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O4 1.213(2) . ?
C21 C22 1.480(3) . ?
C21 C29 1.536(3) . ?
C22 C27 1.382(3) . ?
C22 C23 1.394(3) . ?
C23 C24 1.388(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.392(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.367(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.386(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.477(3) . ?
C28 O5 1.206(3) . ?
C28 C29 1.536(3) . ?
C29 C30 1.560(3) . ?
C30 C31 1.513(3) . ?
C30 H30 0.9800 . ?
C31 C36 1.386(3) . ?
C31 C32 1.388(3) . ?
C32 C33 1.382(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.367(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.376(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.376(3) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.4(2) . . ?
N1 C1 C6 108.17(18) . . ?
C2 C1 C6 122.4(2) . . ?
C3 C2 C1 117.2(2) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C2 C3 C4 121.7(2) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 121.2(2) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 118.7(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C5 C6 C1 118.8(2) . . ?
C5 C6 C7 134.5(2) . . ?
C1 C6 C7 106.72(19) . . ?
C8 C7 C6 106.70(18) . . ?
C8 C7 C13 124.14(18) . . ?
C6 C7 C13 129.15(19) . . ?
C7 C8 N1 110.29(19) . . ?
C7 C8 C9 125.74(18) . . ?
N1 C8 C9 123.78(18) . . ?
C8 C9 C10 109.05(17) . . ?
C8 C9 C30 107.68(16) . . ?
C10 C9 C30 113.67(17) . . ?
C8 C9 H9 108.8 . . ?
C10 C9 H9 108.8 . . ?
C30 C9 H9 108.8 . . ?
O1 C10 O2 124.3(2) . . ?
O1 C10 C9 122.5(3) . . ?
O2 C10 C9 113.1(2) . . ?
C12 C11 O2 109.3(3) . . ?
C12 C11 H11A 109.8 . . ?
O2 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
O2 C11 H11B 109.8 . . ?
H11A C11 H11B 108.3 . . ?
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 . . ?
C7 C13 C14 113.01(16) . . ?
C7 C13 C29 109.80(16) . . ?
C14 C13 C29 113.74(16) . . ?
C7 C13 H13 106.6 . . ?
C14 C13 H13 106.6 . . ?
C29 C13 H13 106.6 . . ?
C15 C14 C20 116.77(19) . . ?
C15 C14 C13 120.85(18) . . ?
C20 C14 C13 122.30(17) . . ?
C14 C15 C16 122.1(2) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C17 C16 C15 119.8(2) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
O3 C17 C16 125.0(2) . . ?
O3 C17 C19 115.77(19) . . ?
C16 C17 C19 119.2(2) . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C17 120.0(2) . . ?
C20 C19 H19 120.0 . . ?
C17 C19 H19 120.0 . . ?
C19 C20 C14 122.11(19) . . ?
C19 C20 H20 118.9 . . ?
C14 C20 H20 118.9 . . ?
O4 C21 C22 125.4(2) . . ?
O4 C21 C29 126.3(2) . . ?
C22 C21 C29 108.24(19) . . ?
C27 C22 C23 121.5(2) . . ?
C27 C22 C21 110.49(19) . . ?
C23 C22 C21 128.0(2) . . ?
C24 C23 C22 116.4(3) . . ?
C24 C23 H23 121.8 . . ?
C22 C23 H23 121.8 . . ?
C23 C24 C25 121.6(3) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.2 . . ?
C26 C25 C24 121.6(3) . . ?
C26 C25 H25 119.2 . . ?
C24 C25 H25 119.2 . . ?
C25 C26 C27 117.3(3) . . ?
C25 C26 H26 121.3 . . ?
C27 C26 H26 121.3 . . ?
C22 C27 C26 121.6(2) . . ?
C22 C27 C28 109.72(19) . . ?
C26 C27 C28 128.7(2) . . ?
O5 C28 C27 126.2(2) . . ?
O5 C28 C29 124.9(2) . . ?
C27 C28 C29 108.84(19) . . ?
C28 C29 C21 102.65(17) . . ?
C28 C29 C30 110.47(15) . . ?
C21 C29 C30 114.16(17) . . ?
C28 C29 C13 108.02(16) . . ?
C21 C29 C13 112.44(16) . . ?
C30 C29 C13 108.82(15) . . ?
C31 C30 C9 112.27(16) . . ?
C31 C30 C29 115.43(16) . . ?
C9 C30 C29 109.84(15) . . ?
C31 C30 H30 106.2 . . ?
C9 C30 H30 106.2 . . ?
C29 C30 H30 106.2 . . ?
C36 C31 C32 117.8(2) . . ?
C36 C31 C30 122.39(18) . . ?
C32 C31 C30 119.82(19) . . ?
C33 C32 C31 120.9(2) . . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
C34 C33 C32 120.4(2) . . ?
C34 C33 H33 119.8 . . ?
C32 C33 H33 119.8 . . ?
C33 C34 C35 119.5(2) . . ?
C33 C34 H34 120.2 . . ?
C35 C34 H34 120.2 . . ?
C36 C35 C34 120.3(2) . . ?
C36 C35 H35 119.8 . . ?
C34 C35 H35 119.8 . . ?
C35 C36 C31 121.1(2) . . ?
C35 C36 H36 119.4 . . ?
C31 C36 H36 119.4 . . ?
C1 N1 C8 108.10(17) . . ?
C1 N1 H1 125.9 . . ?
C8 N1 H1 125.9 . . ?
C10 O2 C11 118.8(2) . . ?
C17 O3 C18 118.02(19) . . ?

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
N1 C1 C2 C3 -178.5(2) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C3 C4 C5 C6 -0.5(3) . . . . ?
C4 C5 C6 C1 0.8(3) . . . . ?
C4 C5 C6 C7 179.9(2) . . . . ?
N1 C1 C6 C5 178.49(18) . . . . ?
C2 C1 C6 C5 -1.2(3) . . . . ?
N1 C1 C6 C7 -0.8(2) . . . . ?
C2 C1 C6 C7 179.5(2) . . . . ?
C5 C6 C7 C8 -178.1(2) . . . . ?
C1 C6 C7 C8 1.1(2) . . . . ?
C5 C6 C7 C13 1.0(4) . . . . ?
C1 C6 C7 C13 -179.81(19) . . . . ?
C6 C7 C8 N1 -0.9(2) . . . . ?
C13 C7 C8 N1 179.92(18) . . . . ?
C6 C7 C8 C9 174.33(19) . . . . ?
C13 C7 C8 C9 -4.8(3) . . . . ?
C7 C8 C9 C10 -139.9(2) . . . . ?
N1 C8 C9 C10 34.7(3) . . . . ?
C7 C8 C9 C30 -16.2(3) . . . . ?
N1 C8 C9 C30 158.45(19) . . . . ?
C8 C9 C10 O1 -98.6(3) . . . . ?
C30 C9 C10 O1 141.2(2) . . . . ?
C8 C9 C10 O2 77.9(2) . . . . ?
C30 C9 C10 O2 -42.2(3) . . . . ?
C8 C7 C13 C14 -138.2(2) . . . . ?
C6 C7 C13 C14 42.8(3) . . . . ?
C8 C7 C13 C29 -10.1(3) . . . . ?
C6 C7 C13 C29 170.93(19) . . . . ?
C7 C13 C14 C15 -142.6(2) . . . . ?
C29 C13 C14 C15 91.4(2) . . . . ?
C7 C13 C14 C20 34.0(3) . . . . ?
C29 C13 C14 C20 -92.1(2) . . . . ?
C20 C14 C15 C16 0.0(3) . . . . ?
C13 C14 C15 C16 176.7(2) . . . . ?
C14 C15 C16 C17 -1.6(4) . . . . ?
C15 C16 C17 O3 -178.3(2) . . . . ?
C15 C16 C17 C19 2.0(4) . . . . ?
O3 C17 C19 C20 179.57(19) . . . . ?
C16 C17 C19 C20 -0.7(3) . . . . ?
C17 C19 C20 C14 -1.0(3) . . . . ?
C15 C14 C20 C19 1.4(3) . . . . ?
C13 C14 C20 C19 -175.34(19) . . . . ?
O4 C21 C22 C27 177.6(2) . . . . ?
C29 C21 C22 C27 -1.8(2) . . . . ?
O4 C21 C22 C23 -1.1(4) . . . . ?
C29 C21 C22 C23 179.5(2) . . . . ?
C27 C22 C23 C24 0.8(3) . . . . ?
C21 C22 C23 C24 179.4(2) . . . . ?
C22 C23 C24 C25 -0.8(4) . . . . ?
C23 C24 C25 C26 0.7(4) . . . . ?
C24 C25 C26 C27 -0.7(4) . . . . ?
C23 C22 C27 C26 -0.9(3) . . . . ?
C21 C22 C27 C26 -179.70(19) . . . . ?
C23 C22 C27 C28 179.2(2) . . . . ?
C21 C22 C27 C28 0.4(2) . . . . ?
C25 C26 C27 C22 0.8(3) . . . . ?
C25 C26 C27 C28 -179.3(2) . . . . ?
C22 C27 C28 O5 -179.2(2) . . . . ?
C26 C27 C28 O5 0.9(4) . . . . ?
C22 C27 C28 C29 1.2(2) . . . . ?
C26 C27 C28 C29 -178.7(2) . . . . ?
O5 C28 C29 C21 178.3(2) . . . . ?
C27 C28 C29 C21 -2.1(2) . . . . ?
O5 C28 C29 C30 56.2(3) . . . . ?
C27 C28 C29 C30 -124.25(18) . . . . ?
O5 C28 C29 C13 -62.8(3) . . . . ?
C27 C28 C29 C13 116.83(18) . . . . ?
O4 C21 C29 C28 -177.0(2) . . . . ?
C22 C21 C29 C28 2.3(2) . . . . ?
O4 C21 C29 C30 -57.5(3) . . . . ?
C22 C21 C29 C30 121.90(18) . . . . ?
O4 C21 C29 C13 67.1(3) . . . . ?
C22 C21 C29 C13 -113.50(18) . . . . ?
C7 C13 C29 C28 164.42(16) . . . . ?
C14 C13 C29 C28 -67.8(2) . . . . ?
C7 C13 C29 C21 -83.0(2) . . . . ?
C14 C13 C29 C21 44.7(2) . . . . ?
C7 C13 C29 C30 44.5(2) . . . . ?
C14 C13 C29 C30 172.22(16) . . . . ?
C8 C9 C30 C31 -178.95(17) . . . . ?
C10 C9 C30 C31 -58.0(2) . . . . ?
C8 C9 C30 C29 51.2(2) . . . . ?
C10 C9 C30 C29 172.08(18) . . . . ?
C28 C29 C30 C31 45.5(2) . . . . ?
C21 C29 C30 C31 -69.6(2) . . . . ?
C13 C29 C30 C31 163.88(16) . . . . ?
C28 C29 C30 C9 173.61(17) . . . . ?
C21 C29 C30 C9 58.5(2) . . . . ?
C13 C29 C30 C9 -68.0(2) . . . . ?
C9 C30 C31 C36 -62.8(3) . . . . ?
C29 C30 C31 C36 64.1(3) . . . . ?
C9 C30 C31 C32 115.4(2) . . . . ?
C29 C30 C31 C32 -117.6(2) . . . . ?
C36 C31 C32 C33 0.1(3) . . . . ?
C30 C31 C32 C33 -178.3(2) . . . . ?
C31 C32 C33 C34 -0.3(4) . . . . ?
C32 C33 C34 C35 0.4(4) . . . . ?
C33 C34 C35 C36 -0.2(4) . . . . ?
C34 C35 C36 C31 0.0(4) . . . . ?
C32 C31 C36 C35 0.1(3) . . . . ?
C30 C31 C36 C35 178.4(2) . . . . ?
C2 C1 N1 C8 179.9(2) . . . . ?
C6 C1 N1 C8 0.3(2) . . . . ?
C7 C8 N1 C1 0.4(2) . . . . ?
C9 C8 N1 C1 -174.96(19) . . . . ?
O1 C10 O2 C11 3.7(4) . . . . ?
C9 C10 O2 C11 -172.8(2) . . . . ?
C12 C11 O2 C10 121.8(4) . . . . ?
C16 C17 O3 C18 -4.6(3) . . . . ?
C19 C17 O3 C18 175.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1 0.86 2.19 2.964(3) 149.6 3

_refine_diff_density_max         0.308
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_ld191113_sq
_database_code_depnum_ccdc_archive 'CCDC 1965666'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2019-11-14 deposited with the CCDC.	2019-12-02 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 Cl N2 O5'
_chemical_formula_sum            'C39 H35 Cl N2 O5'
_chemical_formula_weight         647.14

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                   10.8649(9)
_cell_length_b                   12.2568(10)
_cell_length_c                   27.648(2)
_cell_angle_alpha                84.114(3)
_cell_angle_beta                 78.954(3)
_cell_angle_gamma                86.279(3)
_cell_volume                     3590.7(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9945
_cell_measurement_theta_min      2.20
_cell_measurement_theta_max      23.74

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_F_000             1360
_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    0.150
_shelx_estimated_absorpt_T_min   0.962
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6883
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51343
_diffrn_reflns_av_unetI/netI     0.0927
_diffrn_reflns_av_R_equivalents  0.0724
_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       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         0.754
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             14009
_reflns_number_gt                7535
_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)+(0.0841P)²+2.2489P] 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         14009
_refine_ls_number_parameters     888
_refine_ls_number_restraints     154
_refine_ls_R_factor_all          0.1560
_refine_ls_R_factor_gt           0.0755
_refine_ls_wR_factor_ref         0.2002
_refine_ls_wR_factor_gt          0.1689
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.040
_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 0.6028(3) 0.2872(3) 0.80750(13) 0.0484(9) Uani 1 1 d . . . . .
C2 C 0.7160(4) 0.3396(4) 0.79790(14) 0.0637(11) Uani 1 1 d . . . . .
H2 H 0.7926 0.3001 0.7921 0.076 Uiso 1 1 calc R U . . .
C3 C 0.7098(5) 0.4521(4) 0.79744(17) 0.0771(13) Uani 1 1 d . . . . .
H3 H 0.7835 0.4900 0.7913 0.093 Uiso 1 1 calc R U . . .
C4 C 0.5945(5) 0.5097(4) 0.80602(17) 0.0767(13) Uani 1 1 d . . . . .
H4 H 0.5933 0.5858 0.8051 0.092 Uiso 1 1 calc R U . . .
C5 C 0.4813(4) 0.4584(3) 0.81597(14) 0.0584(10) Uani 1 1 d . . . . .
H5 H 0.4053 0.4988 0.8220 0.070 Uiso 1 1 calc R U . . .
C6 C 0.4851(3) 0.3440(3) 0.81664(12) 0.0446(9) Uani 1 1 d . . . . .
C7 C 0.3910(3) 0.2627(3) 0.82427(11) 0.0388(8) Uani 1 1 d . . . . .
C8 C 0.4551(3) 0.1639(3) 0.81965(12) 0.0395(8) Uani 1 1 d . . . . .
C9 C 0.3992(3) 0.0538(3) 0.82260(12) 0.0404(8) Uani 1 1 d . . . . .
H9 H 0.4388 0.0203 0.7924 0.048 Uiso 1 1 calc R U . . .
C10 C 0.4342(4) -0.0215(3) 0.86566(13) 0.0486(9) Uani 1 1 d . . . . .
C11 C 0.402(2) -0.183(3) 0.9206(11) 0.086(3) Uani 0.372(13) 1 d . U P A 1
H11A H 0.4859 -0.2114 0.9076 0.103 Uiso 0.372(13) 1 calc R U P A 1
H11B H 0.4036 -0.1492 0.9507 0.103 Uiso 0.372(13) 1 calc R U P A 1
C12 C 0.318(2) -0.2657(14) 0.9298(7) 0.106(5) Uani 0.372(13) 1 d . U P A 1
H12A H 0.2351 -0.2349 0.9290 0.159 Uiso 0.372(13) 1 calc R U P A 1
H12B H 0.3206 -0.3036 0.9618 0.159 Uiso 0.372(13) 1 calc R U P A 1
H12C H 0.3408 -0.3165 0.9049 0.159 Uiso 0.372(13) 1 calc R U P A 1
C11' C 0.3633(13) -0.1686(15) 0.9280(6) 0.084(3) Uani 0.628(13) 1 d . U P A 2
H11C H 0.2807 -0.1794 0.9481 0.101 Uiso 0.628(13) 1 calc R U P A 2
H11D H 0.4146 -0.1355 0.9472 0.101 Uiso 0.628(13) 1 calc R U P A 2
C12' C 0.4244(14) -0.2773(9) 0.9109(4) 0.118(4) Uani 0.628(13) 1 d . U P A 2
H12D H 0.3783 -0.3037 0.8885 0.176 Uiso 0.628(13) 1 calc R U P A 2
H12E H 0.4238 -0.3302 0.9390 0.176 Uiso 0.628(13) 1 calc R U P A 2
H12F H 0.5094 -0.2663 0.8944 0.176 Uiso 0.628(13) 1 calc R U P A 2
C13 C 0.2510(3) 0.2778(3) 0.82911(11) 0.0374(8) Uani 1 1 d . . . . .
H13 H 0.2341 0.2925 0.7954 0.045 Uiso 1 1 calc R U . . .
C14 C 0.1921(3) 0.3734(3) 0.85693(12) 0.0427(8) Uani 1 1 d . . . . .
C15 C 0.1002(4) 0.4408(3) 0.83953(14) 0.0536(10) Uani 1 1 d . . . . .
H15 H 0.0759 0.4271 0.8103 0.064 Uiso 1 1 calc R U . . .
C16 C 0.0433(4) 0.5287(3) 0.86475(17) 0.0705(12) Uani 1 1 d . . . . .
H16 H -0.0179 0.5730 0.8520 0.085 Uiso 1 1 calc R U . . .
C17 C 0.0759(5) 0.5512(3) 0.90810(17) 0.0744(13) Uani 1 1 d . . . . .
C18 C 0.0124(6) 0.6470(4) 0.9359(2) 0.118(2) Uani 1 1 d . . . . .
H18A H -0.0755 0.6515 0.9347 0.176 Uiso 1 1 calc R U . . .
H18B H 0.0495 0.7141 0.9207 0.176 Uiso 1 1 calc R U . . .
H18C H 0.0231 0.6359 0.9697 0.176 Uiso 1 1 calc R U . . .
C19 C 0.1678(5) 0.4851(4) 0.92526(15) 0.0737(13) Uani 1 1 d . . . . .
H19 H 0.1919 0.4993 0.9544 0.088 Uiso 1 1 calc R U . . .
C20 C 0.2256(4) 0.3982(3) 0.90036(13) 0.0586(10) Uani 1 1 d . . . . .
H20 H 0.2882 0.3554 0.9129 0.070 Uiso 1 1 calc R U . . .
C21 C -0.3654(4) 0.2384(4) 0.93300(16) 0.0791(11) Uani 1 1 d . U . . .
H21 H -0.3987 0.1710 0.9316 0.095 Uiso 1 1 calc R U . . .
C22 C -0.4433(5) 0.3248(5) 0.94859(19) 0.0976(13) Uani 1 1 d . U . . .
H22 H -0.5288 0.3150 0.9590 0.117 Uiso 1 1 calc R U . . .
C23 C -0.3975(5) 0.4249(5) 0.94905(19) 0.1009(14) Uani 1 1 d . U . . .
H23 H -0.4521 0.4847 0.9569 0.121 Uiso 1 1 calc R U . . .
C24 C -0.2696(5) 0.4377(5) 0.93779(19) 0.1000(14) Uani 1 1 d . U . . .
H24 H -0.2373 0.5050 0.9400 0.120 Uiso 1 1 calc R U . . .
C25 C -0.1900(5) 0.3497(4) 0.92316(16) 0.0793(11) Uani 1 1 d . U . . .
H25 H -0.1037 0.3576 0.9159 0.095 Uiso 1 1 calc R U . . .
C26 C -0.2377(4) 0.2502(4) 0.91926(14) 0.0600(9) Uani 1 1 d . U . . .
C27 C -0.1576(3) 0.1560(3) 0.89888(15) 0.0569(10) Uani 1 1 d . . . . .
H27A H -0.1773 0.0908 0.9214 0.068 Uiso 1 1 calc R U . . .
H27B H -0.1799 0.1435 0.8676 0.068 Uiso 1 1 calc R U . . .
C28 C 0.0523(3) 0.1748(3) 0.84487(13) 0.0424(8) Uani 1 1 d . . . . .
C29 C 0.1897(3) 0.1658(3) 0.85106(11) 0.0354(7) Uani 1 1 d . . . . .
C30 C 0.1763(3) 0.1458(2) 0.90660(11) 0.0356(8) Uani 1 1 d . . . . .
C31 C 0.2643(3) 0.1308(3) 0.93727(12) 0.0403(8) Uani 1 1 d . . . . .
H31 H 0.3498 0.1295 0.9242 0.048 Uiso 1 1 calc R U . . .
C32 C 0.2213(4) 0.1178(3) 0.98790(12) 0.0464(9) Uani 1 1 d . . . . .
C33 C 0.0964(4) 0.1202(3) 1.00846(13) 0.0501(9) Uani 1 1 d . . . . .
H33 H 0.0711 0.1104 1.0426 0.060 Uiso 1 1 calc R U . . .
C34 C 0.0076(3) 0.1374(3) 0.97820(13) 0.0476(9) Uani 1 1 d . . . . .
H34 H -0.0778 0.1406 0.9916 0.057 Uiso 1 1 calc R U . . .
C35 C 0.0495(3) 0.1495(3) 0.92773(12) 0.0391(8) Uani 1 1 d . . . . .
C36 C 0.2576(3) 0.0734(2) 0.82021(11) 0.0355(8) Uani 1 1 d . . . . .
H36 H 0.2555 0.1000 0.7857 0.043 Uiso 1 1 calc R U . . .
C37 C 0.1876(3) -0.0317(3) 0.82942(13) 0.0416(8) Uani 1 1 d . . . . .
C38 C 0.1930(4) -0.2110(3) 0.80413(15) 0.0585(10) Uani 1 1 d . . . . .
H38A H 0.1134 -0.2103 0.7931 0.070 Uiso 1 1 calc R U . . .
H38B H 0.1797 -0.2364 0.8391 0.070 Uiso 1 1 calc R U . . .
C39 C 0.2860(4) -0.2848(3) 0.77574(19) 0.0830(14) Uani 1 1 d . . . . .
H39A H 0.2981 -0.2594 0.7412 0.124 Uiso 1 1 calc R U . . .
H39B H 0.2560 -0.3579 0.7805 0.124 Uiso 1 1 calc R U . . .
H39C H 0.3642 -0.2852 0.7870 0.124 Uiso 1 1 calc R U . . .
C40 C 0.4012(3) 0.2142(3) 0.68932(12) 0.0465(9) Uani 1 1 d . . . . .
C41 C 0.5051(4) 0.2688(4) 0.69559(13) 0.0610(11) Uani 1 1 d . . . . .
H41 H 0.5806 0.2308 0.6985 0.073 Uiso 1 1 calc R U . . .
C42 C 0.4920(5) 0.3799(4) 0.69731(14) 0.0692(12) Uani 1 1 d . . . . .
H42 H 0.5599 0.4183 0.7013 0.083 Uiso 1 1 calc R U . . .
C43 C 0.3788(5) 0.4368(4) 0.69325(15) 0.0729(13) Uani 1 1 d . . . . .
H43 H 0.3724 0.5122 0.6954 0.087 Uiso 1 1 calc R U . . .
C44 C 0.2756(4) 0.3845(3) 0.68607(13) 0.0579(10) Uani 1 1 d . . . . .
H44 H 0.2010 0.4240 0.6830 0.070 Uiso 1 1 calc R U . . .
C45 C 0.2861(3) 0.2708(3) 0.68361(12) 0.0455(9) Uani 1 1 d . . . . .
C46 C 0.2046(3) 0.1891(3) 0.67574(11) 0.0381(8) Uani 1 1 d . . . . .
C47 C 0.2705(3) 0.0906(3) 0.67757(11) 0.0373(8) Uani 1 1 d . . . . .
C48 C 0.2240(3) -0.0188(3) 0.67292(11) 0.0385(8) Uani 1 1 d . . . . .
H48 H 0.2355 -0.0648 0.7030 0.046 Uiso 1 1 calc R U . . .
C49 C 0.3037(4) -0.0746(3) 0.62985(13) 0.0475(9) Uani 1 1 d . . . . .
C50 C 0.3244(15) -0.2039(16) 0.5740(7) 0.087(2) Uani 0.531(9) 1 d . U P B 1
H50A H 0.4095 -0.2170 0.5799 0.105 Uiso 0.531(9) 1 calc R U P B 1
H50B H 0.3266 -0.1579 0.5432 0.105 Uiso 0.531(9) 1 calc R U P B 1
C51 C 0.2642(11) -0.3132(8) 0.5718(4) 0.098(3) Uani 0.531(9) 1 d . U P B 1
H51A H 0.2760 -0.3626 0.6000 0.146 Uiso 0.531(9) 1 calc R U P B 1
H51B H 0.3031 -0.3452 0.5421 0.146 Uiso 0.531(9) 1 calc R U P B 1
H51C H 0.1761 -0.3000 0.5721 0.146 Uiso 0.531(9) 1 calc R U P B 1
C50' C 0.2978(17) -0.2158(18) 0.5713(8) 0.088(2) Uani 0.469(9) 1 d . U P B 2
H50C H 0.2301 -0.2383 0.5568 0.105 Uiso 0.469(9) 1 calc R U P B 2
H50D H 0.3529 -0.1715 0.5462 0.105 Uiso 0.469(9) 1 calc R U P B 2
C51' C 0.3634(12) -0.3064(10) 0.5889(4) 0.099(3) Uiso 0.469(9) 1 d . U P B 2
H51D H 0.4350 -0.2832 0.6001 0.149 Uiso 0.469(9) 1 calc R U P B 2
H51E H 0.3909 -0.3536 0.5628 0.149 Uiso 0.469(9) 1 calc R U P B 2
H51F H 0.3100 -0.3456 0.6159 0.149 Uiso 0.469(9) 1 calc R U P B 2
C52 C 0.0689(3) 0.2005(3) 0.67031(11) 0.0381(8) Uani 1 1 d . . . . .
H52 H 0.0187 0.1956 0.7039 0.046 Uiso 1 1 calc R U . . .
C53 C 0.0306(3) 0.3096(3) 0.64437(12) 0.0423(8) Uani 1 1 d . . . . .
C54 C -0.0790(4) 0.3653(3) 0.66338(14) 0.0537(10) Uani 1 1 d . . . . .
H54 H -0.1289 0.3361 0.6924 0.064 Uiso 1 1 calc R U . . .
C55 C -0.1169(5) 0.4642(3) 0.64021(19) 0.0701(12) Uani 1 1 d . . . . .
H55 H -0.1916 0.4998 0.6540 0.084 Uiso 1 1 calc R U . . .
C56 C -0.0473(6) 0.5100(3) 0.5979(2) 0.0756(14) Uani 1 1 d . . . . .
C57 C -0.0890(6) 0.6179(3) 0.5717(2) 0.120(2) Uani 1 1 d . . . . .
H57A H -0.1281 0.6664 0.5959 0.180 Uiso 1 1 calc R U . . .
H57B H -0.1479 0.6037 0.5515 0.180 Uiso 1 1 calc R U . . .
H57C H -0.0173 0.6514 0.5513 0.180 Uiso 1 1 calc R U . . .
C58 C 0.0637(5) 0.4551(3) 0.57856(16) 0.0745(14) Uani 1 1 d . . . . .
H58 H 0.1129 0.4848 0.5495 0.089 Uiso 1 1 calc R U . . .
C59 C 0.1031(4) 0.3569(3) 0.60140(14) 0.0591(10) Uani 1 1 d . . . . .
H59 H 0.1788 0.3224 0.5879 0.071 Uiso 1 1 calc R U . . .
C60 C -0.4419(4) 0.2077(4) 0.56597(15) 0.0683(12) Uani 1 1 d . . . . .
H60 H -0.4771 0.1400 0.5673 0.082 Uiso 1 1 calc R U . . .
C61 C -0.5083(5) 0.3038(5) 0.55370(18) 0.0895(16) Uani 1 1 d . . . . .
H61 H -0.5880 0.3003 0.5464 0.107 Uiso 1 1 calc R U . . .
C62 C -0.4586(6) 0.4013(5) 0.55232(18) 0.0910(17) Uani 1 1 d . . . . .
H62 H -0.5056 0.4653 0.5457 0.109 Uiso 1 1 calc R U . . .
C63 C -0.3381(6) 0.4080(4) 0.56066(19) 0.0939(17) Uani 1 1 d . . . . .
H63 H -0.3025 0.4758 0.5583 0.113 Uiso 1 1 calc R U . . .
C64 C -0.2714(4) 0.3128(3) 0.57255(16) 0.0697(12) Uani 1 1 d . . . . .
H64 H -0.1902 0.3167 0.5781 0.084 Uiso 1 1 calc R U . . .
C65 C -0.3228(3) 0.2131(3) 0.57624(12) 0.0462(9) Uani 1 1 d . . . . .
C66 C -0.2594(3) 0.1063(3) 0.59316(15) 0.0544(10) Uani 1 1 d . . . . .
H66A H -0.3118 0.0742 0.6230 0.065 Uiso 1 1 calc R U . . .
H66B H -0.2539 0.0559 0.5679 0.065 Uiso 1 1 calc R U . . .
C67 C -0.0237(3) 0.1183(2) 0.56704(12) 0.0396(8) Uani 1 1 d . . . . .
C68 C -0.0147(4) 0.1296(3) 0.51630(13) 0.0467(9) Uani 1 1 d . . . . .
H68 H -0.0862 0.1373 0.5022 0.056 Uiso 1 1 calc R U . . .
C69 C 0.1036(4) 0.1291(3) 0.48714(13) 0.0496(9) Uani 1 1 d . . . . .
H69 H 0.1128 0.1351 0.4528 0.060 Uiso 1 1 calc R U . . .
C70 C 0.2083(3) 0.1197(3) 0.50917(12) 0.0463(9) Uani 1 1 d . . . . .
C71 C 0.1989(3) 0.1095(3) 0.56028(12) 0.0419(8) Uani 1 1 d . . . . .
H71 H 0.2703 0.1045 0.5744 0.050 Uiso 1 1 calc R U . . .
C72 C 0.0811(3) 0.1069(2) 0.58928(11) 0.0353(8) Uani 1 1 d . . . . .
C73 C 0.0376(3) 0.0989(3) 0.64499(11) 0.0370(8) Uani 1 1 d . . . . .
C74 C -0.1049(3) 0.1008(3) 0.64912(13) 0.0416(8) Uani 1 1 d . . . . .
C75 C 0.0807(3) -0.0063(2) 0.67471(11) 0.0360(8) Uani 1 1 d . . . . .
H75 H 0.0440 0.0031 0.7094 0.043 Uiso 1 1 calc R U . . .
C76 C 0.0246(3) -0.1088(3) 0.66346(13) 0.0427(8) Uani 1 1 d . . . . .
C77 C -0.0017(4) -0.2978(3) 0.68856(16) 0.0695(12) Uani 1 1 d . . . . .
H77A H -0.0901 -0.2899 0.6866 0.083 Uiso 1 1 calc R U . . .
H77B H 0.0440 -0.3213 0.6574 0.083 Uiso 1 1 calc R U . . .
C78 C 0.0160(6) -0.3789(4) 0.7279(2) 0.108(2) Uani 1 1 d . . . . .
H78A H 0.1036 -0.3874 0.7295 0.162 Uiso 1 1 calc R U . . .
H78B H -0.0133 -0.4476 0.7219 0.162 Uiso 1 1 calc R U . . .
H78C H -0.0304 -0.3562 0.7586 0.162 Uiso 1 1 calc R U . . .
Cl1 Cl 0.33222(11) 0.09570(10) 1.02652(4) 0.0760(3) Uani 1 1 d . . . . .
Cl2 Cl 0.35648(10) 0.11928(10) 0.47181(4) 0.0751(3) Uani 1 1 d . . . . .
N1 N 0.5820(3) 0.1771(2) 0.80953(10) 0.0481(7) Uani 1 1 d . . . . .
H1 H 0.6392 0.1253 0.8052 0.058 Uiso 1 1 calc R U . . .
N2 N -0.0234(2) 0.1685(2) 0.89076(10) 0.0447(7) Uani 1 1 d . . . . .
N3 N 0.3888(3) 0.1051(2) 0.68633(10) 0.0448(7) Uani 1 1 d . . . . .
H3A H 0.4455 0.0538 0.6894 0.054 Uiso 1 1 calc R U . . .
N4 N -0.1342(3) 0.1164(2) 0.60325(10) 0.0436(7) Uani 1 1 d . . . . .
O1 O 0.5248(3) -0.0112(2) 0.88347(12) 0.0802(9) Uani 1 1 d . . . . .
O2 O 0.3545(3) -0.0994(2) 0.88215(11) 0.0767(9) Uani 1 1 d . U . . .
O3 O 0.0152(2) 0.1855(2) 0.80548(9) 0.0591(7) Uani 1 1 d . . . . .
O4 O 0.0962(3) -0.0500(2) 0.86029(10) 0.0625(7) Uani 1 1 d . . . . .
O5 O 0.2405(2) -0.10175(18) 0.79635(8) 0.0504(6) Uani 1 1 d . . . . .
O6 O 0.4087(3) -0.0516(2) 0.61134(11) 0.0766(9) Uani 1 1 d . . . . .
O7 O 0.2461(3) -0.1516(2) 0.61460(11) 0.0840(9) Uani 1 1 d . U . . .
O8 O -0.1817(2) 0.0901(2) 0.68797(9) 0.0570(7) Uani 1 1 d . . . . .
O9 O -0.0332(3) -0.1141(2) 0.63114(10) 0.0673(8) Uani 1 1 d . . . . .
O10 O 0.0421(2) -0.19256(18) 0.69654(8) 0.0512(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.376(4) . ?
C1 C2 1.392(5) . ?
C1 C6 1.406(5) . ?
C2 C3 1.376(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.389(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.445(5) . ?
C7 C8 1.363(4) . ?
C7 C13 1.502(5) . ?
C8 N1 1.371(4) . ?
C8 C9 1.503(5) . ?
C9 C10 1.521(5) . ?
C9 C36 1.555(4) . ?
C9 H9 0.9800 . ?
C10 O1 1.201(4) . ?
C10 O2 1.317(4) . ?
C11 C12 1.38(4) . ?
C11 O2 1.54(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C11' O2 1.467(17) . ?
C11' C12' 1.53(2) . ?
C11' H11C 0.9700 . ?
C11' H11D 0.9700 . ?
C12' H12D 0.9600 . ?
C12' H12E 0.9600 . ?
C12' H12F 0.9600 . ?
C13 C14 1.507(4) . ?
C13 C29 1.578(4) . ?
C13 H13 0.9800 . ?
C14 C15 1.380(5) . ?
C14 C20 1.387(5) . ?
C15 C16 1.390(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.371(6) . ?
C16 H16 0.9300 . ?
C17 C19 1.370(6) . ?
C17 C18 1.524(6) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.379(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.365(6) . ?
C21 C26 1.379(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.355(8) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.382(6) . ?
C24 H24 0.9300 . ?
C25 C26 1.377(6) . ?
C25 H25 0.9300 . ?
C26 C27 1.492(5) . ?
C27 N2 1.448(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 O3 1.224(4) . ?
C28 N2 1.371(4) . ?
C28 C29 1.531(4) . ?
C29 C30 1.510(4) . ?
C29 C36 1.550(4) . ?
C30 C31 1.386(4) . ?
C30 C35 1.390(4) . ?
C31 C32 1.384(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.367(5) . ?
C32 Cl1 1.748(3) . ?
C33 C34 1.386(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.378(5) . ?
C34 H34 0.9300 . ?
C35 N2 1.401(4) . ?
C36 C37 1.513(5) . ?
C36 H36 0.9800 . ?
C37 O4 1.196(4) . ?
C37 O5 1.341(4) . ?
C38 O5 1.447(4) . ?
C38 C39 1.476(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 N3 1.365(4) . ?
C40 C41 1.396(5) . ?
C40 C45 1.419(5) . ?
C41 C42 1.365(6) . ?
C41 H41 0.9300 . ?
C42 C43 1.391(6) . ?
C42 H42 0.9300 . ?
C43 C44 1.383(6) . ?
C43 H43 0.9300 . ?
C44 C45 1.398(5) . ?
C44 H44 0.9300 . ?
C45 C46 1.438(5) . ?
C46 C47 1.365(4) . ?
C46 C52 1.506(4) . ?
C47 N3 1.378(4) . ?
C47 C48 1.489(4) . ?
C48 C49 1.527(5) . ?
C48 C75 1.547(4) . ?
C48 H48 0.9800 . ?
C49 O6 1.196(4) . ?
C49 O7 1.311(4) . ?
C50 O7 1.450(17) . ?
C50 C51 1.540(19) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C50' C51' 1.38(3) . ?
C50' O7 1.50(2) . ?
C50' H50C 0.9700 . ?
C50' H50D 0.9700 . ?
C51' H51D 0.9600 . ?
C51' H51E 0.9600 . ?
C51' H51F 0.9600 . ?
C52 C53 1.523(4) . ?
C52 C73 1.576(4) . ?
C52 H52 0.9800 . ?
C53 C54 1.374(5) . ?
C53 C59 1.389(5) . ?
C54 C55 1.388(5) . ?
C54 H54 0.9300 . ?
C55 C56 1.355(6) . ?
C55 H55 0.9300 . ?
C56 C58 1.384(7) . ?
C56 C57 1.526(6) . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 C59 1.382(5) . ?
C58 H58 0.9300 . ?
C59 H59 0.9300 . ?
C60 C65 1.383(5) . ?
C60 C61 1.388(6) . ?
C60 H60 0.9300 . ?
C61 C62 1.338(7) . ?
C61 H61 0.9300 . ?
C62 C63 1.381(7) . ?
C62 H62 0.9300 . ?
C63 C64 1.377(6) . ?
C63 H63 0.9300 . ?
C64 C65 1.363(5) . ?
C64 H64 0.9300 . ?
C65 C66 1.513(5) . ?
C66 N4 1.456(4) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C67 C68 1.381(5) . ?
C67 C72 1.388(4) . ?
C67 N4 1.407(4) . ?
C68 C69 1.380(5) . ?
C68 H68 0.9300 . ?
C69 C70 1.383(5) . ?
C69 H69 0.9300 . ?
C70 C71 1.390(4) . ?
C70 Cl2 1.738(4) . ?
C71 C72 1.374(4) . ?
C71 H71 0.9300 . ?
C72 C73 1.517(4) . ?
C73 C74 1.529(5) . ?
C73 C75 1.551(4) . ?
C74 O8 1.229(4) . ?
C74 N4 1.357(4) . ?
C75 C76 1.516(5) . ?
C75 H75 0.9800 . ?
C76 O9 1.196(4) . ?
C76 O10 1.332(4) . ?
C77 C78 1.428(6) . ?
C77 O10 1.455(4) . ?
C77 H77A 0.9700 . ?
C77 H77B 0.9700 . ?
C78 H78A 0.9600 . ?
C78 H78B 0.9600 . ?
C78 H78C 0.9600 . ?
N1 H1 0.8600 . ?
N3 H3A 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.2(4) . . ?
N1 C1 C6 107.7(3) . . ?
C2 C1 C6 123.1(4) . . ?
C3 C2 C1 117.2(4) . . ?
C3 C2 H2 121.4 . . ?
C1 C2 H2 121.4 . . ?
C2 C3 C4 120.6(4) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 122.7(4) . . ?
C5 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
C4 C5 C6 117.8(4) . . ?
C4 C5 H5 121.1 . . ?
C6 C5 H5 121.1 . . ?
C5 C6 C1 118.6(3) . . ?
C5 C6 C7 134.4(4) . . ?
C1 C6 C7 106.9(3) . . ?
C8 C7 C6 106.0(3) . . ?
C8 C7 C13 123.7(3) . . ?
C6 C7 C13 129.8(3) . . ?
C7 C8 N1 110.6(3) . . ?
C7 C8 C9 126.7(3) . . ?
N1 C8 C9 122.7(3) . . ?
C8 C9 C10 110.7(3) . . ?
C8 C9 C36 108.0(3) . . ?
C10 C9 C36 117.9(3) . . ?
C8 C9 H9 106.5 . . ?
C10 C9 H9 106.5 . . ?
C36 C9 H9 106.5 . . ?
O1 C10 O2 122.7(3) . . ?
O1 C10 C9 123.8(3) . . ?
O2 C10 C9 113.5(3) . . ?
C12 C11 O2 105.6(19) . . ?
C12 C11 H11A 110.6 . . ?
O2 C11 H11A 110.6 . . ?
C12 C11 H11B 110.6 . . ?
O2 C11 H11B 110.6 . . ?
H11A C11 H11B 108.8 . . ?
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 . . ?
O2 C11' C12' 104.7(11) . . ?
O2 C11' H11C 110.8 . . ?
C12' C11' H11C 110.8 . . ?
O2 C11' H11D 110.8 . . ?
C12' C11' H11D 110.8 . . ?
H11C C11' H11D 108.9 . . ?
C11' C12' H12D 109.5 . . ?
C11' C12' H12E 109.5 . . ?
H12D C12' H12E 109.5 . . ?
C11' C12' H12F 109.5 . . ?
H12D C12' H12F 109.5 . . ?
H12E C12' H12F 109.5 . . ?
C7 C13 C14 115.1(3) . . ?
C7 C13 C29 108.9(2) . . ?
C14 C13 C29 112.7(3) . . ?
C7 C13 H13 106.6 . . ?
C14 C13 H13 106.6 . . ?
C29 C13 H13 106.6 . . ?
C15 C14 C20 116.9(3) . . ?
C15 C14 C13 120.1(3) . . ?
C20 C14 C13 123.0(3) . . ?
C14 C15 C16 121.3(4) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 121.1(4) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C19 C17 C16 117.7(4) . . ?
C19 C17 C18 121.4(5) . . ?
C16 C17 C18 120.9(5) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 C20 121.7(4) . . ?
C17 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C14 121.2(4) . . ?
C19 C20 H20 119.4 . . ?
C14 C20 H20 119.4 . . ?
C22 C21 C26 120.5(5) . . ?
C22 C21 H21 119.7 . . ?
C26 C21 H21 119.7 . . ?
C23 C22 C21 120.7(5) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C22 C23 C24 119.9(5) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C25 119.4(6) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 H24 120.3 . . ?
C26 C25 C24 120.4(5) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C21 118.8(4) . . ?
C25 C26 C27 122.6(4) . . ?
C21 C26 C27 118.5(4) . . ?
N2 C27 C26 115.9(3) . . ?
N2 C27 H27A 108.3 . . ?
C26 C27 H27A 108.3 . . ?
N2 C27 H27B 108.3 . . ?
C26 C27 H27B 108.3 . . ?
H27A C27 H27B 107.4 . . ?
O3 C28 N2 125.1(3) . . ?
O3 C28 C29 125.9(3) . . ?
N2 C28 C29 109.0(3) . . ?
C30 C29 C28 101.5(3) . . ?
C30 C29 C36 116.8(3) . . ?
C28 C29 C36 108.0(2) . . ?
C30 C29 C13 113.4(2) . . ?
C28 C29 C13 108.0(2) . . ?
C36 C29 C13 108.5(2) . . ?
C31 C30 C35 119.0(3) . . ?
C31 C30 C29 132.0(3) . . ?
C35 C30 C29 108.8(3) . . ?
C32 C31 C30 118.2(3) . . ?
C32 C31 H31 120.9 . . ?
C30 C31 H31 120.9 . . ?
C33 C32 C31 122.5(3) . . ?
C33 C32 Cl1 119.3(3) . . ?
C31 C32 Cl1 118.2(3) . . ?
C32 C33 C34 119.8(3) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C35 C34 C33 118.1(3) . . ?
C35 C34 H34 121.0 . . ?
C33 C34 H34 121.0 . . ?
C34 C35 C30 122.4(3) . . ?
C34 C35 N2 127.4(3) . . ?
C30 C35 N2 110.2(3) . . ?
C37 C36 C29 113.1(3) . . ?
C37 C36 C9 112.7(3) . . ?
C29 C36 C9 114.4(2) . . ?
C37 C36 H36 105.2 . . ?
C29 C36 H36 105.2 . . ?
C9 C36 H36 105.2 . . ?
O4 C37 O5 124.1(3) . . ?
O4 C37 C36 126.0(3) . . ?
O5 C37 C36 109.9(3) . . ?
O5 C38 C39 108.3(3) . . ?
O5 C38 H38A 110.0 . . ?
C39 C38 H38A 110.0 . . ?
O5 C38 H38B 110.0 . . ?
C39 C38 H38B 110.0 . . ?
H38A C38 H38B 108.4 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N3 C40 C41 129.7(4) . . ?
N3 C40 C45 108.2(3) . . ?
C41 C40 C45 122.1(4) . . ?
C42 C41 C40 117.7(4) . . ?
C42 C41 H41 121.1 . . ?
C40 C41 H41 121.1 . . ?
C41 C42 C43 121.2(4) . . ?
C41 C42 H42 119.4 . . ?
C43 C42 H42 119.4 . . ?
C44 C43 C42 122.0(4) . . ?
C44 C43 H43 119.0 . . ?
C42 C43 H43 119.0 . . ?
C43 C44 C45 118.3(4) . . ?
C43 C44 H44 120.8 . . ?
C45 C44 H44 120.8 . . ?
C44 C45 C40 118.7(3) . . ?
C44 C45 C46 135.2(4) . . ?
C40 C45 C46 106.2(3) . . ?
C47 C46 C45 106.9(3) . . ?
C47 C46 C52 123.2(3) . . ?
C45 C46 C52 129.8(3) . . ?
C46 C47 N3 109.9(3) . . ?
C46 C47 C48 126.7(3) . . ?
N3 C47 C48 123.3(3) . . ?
C47 C48 C49 111.9(3) . . ?
C47 C48 C75 108.5(3) . . ?
C49 C48 C75 117.6(3) . . ?
C47 C48 H48 106.0 . . ?
C49 C48 H48 106.0 . . ?
C75 C48 H48 106.0 . . ?
O6 C49 O7 122.3(3) . . ?
O6 C49 C48 124.2(3) . . ?
O7 C49 C48 113.5(3) . . ?
O7 C50 C51 105.9(10) . . ?
O7 C50 H50A 110.6 . . ?
C51 C50 H50A 110.6 . . ?
O7 C50 H50B 110.6 . . ?
C51 C50 H50B 110.6 . . ?
H50A C50 H50B 108.7 . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C51' C50' O7 107.0(15) . . ?
C51' C50' H50C 110.3 . . ?
O7 C50' H50C 110.3 . . ?
C51' C50' H50D 110.3 . . ?
O7 C50' H50D 110.3 . . ?
H50C C50' H50D 108.6 . . ?
C50' C51' H51D 109.5 . . ?
C50' C51' H51E 109.5 . . ?
H51D C51' H51E 109.5 . . ?
C50' C51' H51F 109.5 . . ?
H51D C51' H51F 109.5 . . ?
H51E C51' H51F 109.5 . . ?
C46 C52 C53 114.7(3) . . ?
C46 C52 C73 108.8(3) . . ?
C53 C52 C73 112.5(2) . . ?
C46 C52 H52 106.8 . . ?
C53 C52 H52 106.8 . . ?
C73 C52 H52 106.8 . . ?
C54 C53 C59 117.4(3) . . ?
C54 C53 C52 120.2(3) . . ?
C59 C53 C52 122.4(3) . . ?
C53 C54 C55 121.4(4) . . ?
C53 C54 H54 119.3 . . ?
C55 C54 H54 119.3 . . ?
C56 C55 C54 121.4(4) . . ?
C56 C55 H55 119.3 . . ?
C54 C55 H55 119.3 . . ?
C55 C56 C58 117.7(4) . . ?
C55 C56 C57 121.8(5) . . ?
C58 C56 C57 120.5(5) . . ?
C56 C57 H57A 109.5 . . ?
C56 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C56 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C59 C58 C56 121.5(4) . . ?
C59 C58 H58 119.2 . . ?
C56 C58 H58 119.2 . . ?
C58 C59 C53 120.5(4) . . ?
C58 C59 H59 119.7 . . ?
C53 C59 H59 119.7 . . ?
C65 C60 C61 119.6(5) . . ?
C65 C60 H60 120.2 . . ?
C61 C60 H60 120.2 . . ?
C62 C61 C60 120.4(5) . . ?
C62 C61 H61 119.8 . . ?
C60 C61 H61 119.8 . . ?
C61 C62 C63 120.7(5) . . ?
C61 C62 H62 119.7 . . ?
C63 C62 H62 119.7 . . ?
C64 C63 C62 119.1(5) . . ?
C64 C63 H63 120.5 . . ?
C62 C63 H63 120.5 . . ?
C65 C64 C63 120.9(4) . . ?
C65 C64 H64 119.5 . . ?
C63 C64 H64 119.5 . . ?
C64 C65 C60 119.2(4) . . ?
C64 C65 C66 123.8(3) . . ?
C60 C65 C66 117.0(4) . . ?
N4 C66 C65 114.8(3) . . ?
N4 C66 H66A 108.6 . . ?
C65 C66 H66A 108.6 . . ?
N4 C66 H66B 108.6 . . ?
C65 C66 H66B 108.6 . . ?
H66A C66 H66B 107.5 . . ?
C68 C67 C72 122.4(3) . . ?
C68 C67 N4 127.3(3) . . ?
C72 C67 N4 110.3(3) . . ?
C69 C68 C67 118.1(3) . . ?
C69 C68 H68 121.0 . . ?
C67 C68 H68 121.0 . . ?
C68 C69 C70 119.7(3) . . ?
C68 C69 H69 120.2 . . ?
C70 C69 H69 120.2 . . ?
C69 C70 C71 122.1(3) . . ?
C69 C70 Cl2 119.0(3) . . ?
C71 C70 Cl2 118.9(3) . . ?
C72 C71 C70 118.1(3) . . ?
C72 C71 H71 120.9 . . ?
C70 C71 H71 120.9 . . ?
C71 C72 C67 119.5(3) . . ?
C71 C72 C73 131.8(3) . . ?
C67 C72 C73 108.6(3) . . ?
C72 C73 C74 101.2(3) . . ?
C72 C73 C75 116.8(3) . . ?
C74 C73 C75 109.1(3) . . ?
C72 C73 C52 114.2(3) . . ?
C74 C73 C52 107.5(3) . . ?
C75 C73 C52 107.4(2) . . ?
O8 C74 N4 124.9(3) . . ?
O8 C74 C73 125.4(3) . . ?
N4 C74 C73 109.7(3) . . ?
C76 C75 C48 113.6(3) . . ?
C76 C75 C73 112.6(3) . . ?
C48 C75 C73 114.2(3) . . ?
C76 C75 H75 105.1 . . ?
C48 C75 H75 105.1 . . ?
C73 C75 H75 105.1 . . ?
O9 C76 O10 123.6(3) . . ?
O9 C76 C75 125.6(3) . . ?
O10 C76 C75 110.7(3) . . ?
C78 C77 O10 110.8(3) . . ?
C78 C77 H77A 109.5 . . ?
O10 C77 H77A 109.5 . . ?
C78 C77 H77B 109.5 . . ?
O10 C77 H77B 109.5 . . ?
H77A C77 H77B 108.1 . . ?
C77 C78 H78A 109.5 . . ?
C77 C78 H78B 109.5 . . ?
H78A C78 H78B 109.5 . . ?
C77 C78 H78C 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C8 N1 C1 108.6(3) . . ?
C8 N1 H1 125.7 . . ?
C1 N1 H1 125.7 . . ?
C28 N2 C35 110.3(3) . . ?
C28 N2 C27 123.6(3) . . ?
C35 N2 C27 124.4(3) . . ?
C40 N3 C47 108.8(3) . . ?
C40 N3 H3A 125.6 . . ?
C47 N3 H3A 125.6 . . ?
C74 N4 C67 110.0(3) . . ?
C74 N4 C66 124.0(3) . . ?
C67 N4 C66 124.5(3) . . ?
C10 O2 C11' 120.5(7) . . ?
C10 O2 C11 112.0(11) . . ?
C37 O5 C38 116.2(3) . . ?
C49 O7 C50 112.3(6) . . ?
C49 O7 C50' 125.5(7) . . ?
C76 O10 C77 116.3(3) . . ?

_refine_diff_density_max         0.545
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.051



####################################################################### 
# 
# 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 1942776'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 H29 N5 O5, C4 H8 O2 '
_chemical_formula_sum            'C42 H37 N5 O7'
_chemical_formula_weight         723.76

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

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4828(8)
_cell_length_b                   12.9792(8)
_cell_length_c                   14.6856(10)
_cell_angle_alpha                63.894(2)
_cell_angle_beta                 73.231(2)
_cell_angle_gamma                72.3116(19)
_cell_volume                     1841.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    7446
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.16

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_F_000             760
_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    0.090
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.977
_exptl_absorpt_correction_T_max  0.982
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26624
_diffrn_reflns_av_unetI/netI     0.0588
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.146
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             7185
_reflns_number_gt                4564
_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)+(0.0525P)²+0.8942P] 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         7185
_refine_ls_number_parameters     491
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.1074
_refine_ls_R_factor_gt           0.0572
_refine_ls_wR_factor_ref         0.1365
_refine_ls_wR_factor_gt          0.1170
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4503(2) 0.27537(19) 0.91598(18) 0.0364(6) Uani 1 1 d . . . . .
C2 C 0.4328(2) 0.1686(2) 0.9947(2) 0.0524(7) Uani 1 1 d . . . . .
H2 H 0.3863 0.1240 0.9904 0.063 Uiso 1 1 calc R U . . .
C3 C 0.4862(3) 0.1311(2) 1.0790(2) 0.0555(7) Uani 1 1 d . . . . .
H3 H 0.4771 0.0592 1.1324 0.067 Uiso 1 1 calc R U . . .
C4 C 0.5542(2) 0.1990(2) 1.08615(19) 0.0488(7) Uani 1 1 d . . . . .
H4 H 0.5886 0.1719 1.1447 0.059 Uiso 1 1 calc R U . . .
C5 C 0.5715(2) 0.3051(2) 1.00849(18) 0.0386(6) Uani 1 1 d . . . . .
H5 H 0.6170 0.3495 1.0143 0.046 Uiso 1 1 calc R U . . .
C6 C 0.51944(19) 0.34544(18) 0.92046(17) 0.0311(5) Uani 1 1 d . . . . .
C7 C 0.51914(19) 0.44615(17) 0.82518(16) 0.0273(5) Uani 1 1 d . . . . .
C8 C 0.44965(19) 0.43472(18) 0.76951(17) 0.0288(5) Uani 1 1 d . . . . .
C9 C 0.42379(19) 0.51741(17) 0.66382(16) 0.0286(5) Uani 1 1 d . . . . .
H9 H 0.4773 0.4817 0.6155 0.034 Uiso 1 1 calc R U . . .
C10 C 0.2898(2) 0.5362(2) 0.65262(18) 0.0335(5) Uani 1 1 d . . . . .
C11 C 0.1308(2) 0.6708(3) 0.5589(2) 0.0607(8) Uani 1 1 d . . . . .
H11A H 0.1307 0.7075 0.4854 0.073 Uiso 1 1 calc R U . . .
H11B H 0.0958 0.6014 0.5870 0.073 Uiso 1 1 calc R U . . .
C12 C 0.0556(3) 0.7512(3) 0.6068(3) 0.0968(13) Uani 1 1 d . . . . .
H12A H 0.0530 0.7138 0.6800 0.145 Uiso 1 1 calc R U . . .
H12B H -0.0272 0.7738 0.5929 0.145 Uiso 1 1 calc R U . . .
H12C H 0.0907 0.8195 0.5795 0.145 Uiso 1 1 calc R U . . .
C13 C 0.58043(19) 0.54820(18) 0.78712(16) 0.0279(5) Uani 1 1 d . . . . .
H13 H 0.5241 0.6054 0.8151 0.033 Uiso 1 1 calc R U . . .
C14 C 0.70538(19) 0.52064(18) 0.81784(16) 0.0293(5) Uani 1 1 d . . . . .
C15 C 0.7345(2) 0.5987(2) 0.84497(18) 0.0361(6) Uani 1 1 d . . . . .
H15 H 0.6761 0.6661 0.8462 0.043 Uiso 1 1 calc R U . . .
C16 C 0.8487(2) 0.5776(2) 0.87012(19) 0.0425(6) Uani 1 1 d . . . . .
H16 H 0.8681 0.6306 0.8873 0.051 Uiso 1 1 calc R U . . .
C17 C 0.9328(2) 0.4772(2) 0.86924(17) 0.0374(6) Uani 1 1 d . . . . .
C18 C 0.9075(2) 0.3971(2) 0.84397(18) 0.0394(6) Uani 1 1 d . . . . .
H18 H 0.9659 0.3293 0.8443 0.047 Uiso 1 1 calc R U . . .
C19 C 0.7932(2) 0.41984(19) 0.81808(18) 0.0361(6) Uani 1 1 d . . . . .
H19 H 0.7748 0.3666 0.8005 0.043 Uiso 1 1 calc R U . . .
C20 C 0.2309(3) 1.0070(3) 0.3320(3) 0.0748(9) Uani 1 1 d . U . . .
H20 H 0.2198 1.0593 0.3628 0.090 Uiso 1 1 calc R U . . .
C21 C 0.1413(3) 1.0181(4) 0.2806(3) 0.0975(12) Uani 1 1 d . U . . .
H21 H 0.0707 1.0777 0.2769 0.117 Uiso 1 1 calc R U . . .
C22 C 0.1560(3) 0.9423(3) 0.2354(3) 0.0768(9) Uani 1 1 d . U . . .
H22 H 0.0948 0.9480 0.2025 0.092 Uiso 1 1 calc R U . . .
C23 C 0.2606(4) 0.8587(3) 0.2390(3) 0.0791(10) Uani 1 1 d . U . . .
H23 H 0.2727 0.8078 0.2067 0.095 Uiso 1 1 calc R U . . .
C24 C 0.3498(3) 0.8480(3) 0.2904(2) 0.0660(8) Uani 1 1 d . U . . .
H24 H 0.4213 0.7897 0.2922 0.079 Uiso 1 1 calc R U . . .
C25 C 0.3349(2) 0.92101(19) 0.33829(17) 0.0364(6) Uani 1 1 d . U . . .
C26 C 0.4343(2) 0.9092(2) 0.39237(17) 0.0375(6) Uani 1 1 d . . . . .
H26A H 0.5150 0.8922 0.3514 0.045 Uiso 1 1 calc R U . . .
H26B H 0.4264 0.9835 0.3967 0.045 Uiso 1 1 calc R U . . .
C27 C 0.3564(2) 0.83082(18) 0.58765(17) 0.0314(5) Uani 1 1 d . . . . .
C28 C 0.2789(2) 0.92969(19) 0.59963(18) 0.0384(6) Uani 1 1 d . . . . .
H28 H 0.2733 1.0022 0.5447 0.046 Uiso 1 1 calc R U . . .
C29 C 0.2091(2) 0.9171(2) 0.69705(19) 0.0400(6) Uani 1 1 d . . . . .
H29 H 0.1570 0.9833 0.7069 0.048 Uiso 1 1 calc R U . . .
C30 C 0.2136(2) 0.8106(2) 0.77999(17) 0.0334(5) Uani 1 1 d . . . . .
C31 C 0.1302(2) 0.7990(2) 0.8828(2) 0.0508(7) Uani 1 1 d . . . . .
H31A H 0.0779 0.8739 0.8784 0.076 Uiso 1 1 calc R U . . .
H31B H 0.1800 0.7721 0.9345 0.076 Uiso 1 1 calc R U . . .
H31C H 0.0795 0.7437 0.9010 0.076 Uiso 1 1 calc R U . . .
C32 C 0.29646(19) 0.71240(19) 0.76659(17) 0.0301(5) Uani 1 1 d . . . . .
H32 H 0.3027 0.6400 0.8216 0.036 Uiso 1 1 calc R U . . .
C33 C 0.36899(19) 0.72327(17) 0.67133(16) 0.0267(5) Uani 1 1 d . . . . .
C34 C 0.46224(19) 0.63385(17) 0.63321(16) 0.0273(5) Uani 1 1 d . . . . .
C35 C 0.4836(2) 0.70280(19) 0.51489(17) 0.0307(5) Uani 1 1 d . . . . .
C36 C 0.59154(19) 0.60655(17) 0.66673(16) 0.0280(5) Uani 1 1 d . . . . .
C37 C 0.6371(2) 0.7163(2) 0.62730(18) 0.0356(6) Uani 1 1 d . . . . .
C38 C 0.6851(2) 0.5281(2) 0.61987(18) 0.0345(5) Uani 1 1 d . . . . .
C1S C 0.1602(3) 0.0651(3) 0.9399(2) 0.0769(10) Uani 1 1 d . . . . .
H1S1 H 0.2172 -0.0079 0.9663 0.115 Uiso 1 1 calc R U . . .
H1S2 H 0.0824 0.0499 0.9424 0.115 Uiso 1 1 calc R U . . .
H1S3 H 0.1474 0.1095 0.9810 0.115 Uiso 1 1 calc R U . . .
C2S C 0.2127(3) 0.1329(2) 0.8313(2) 0.0500(7) Uani 1 1 d . . . . .
C3S C 0.1748(3) 0.2427(3) 0.6612(2) 0.0656(8) Uani 1 1 d . . . . .
H3S1 H 0.2404 0.1934 0.6308 0.079 Uiso 1 1 calc R U . . .
H3S2 H 0.2080 0.3058 0.6562 0.079 Uiso 1 1 calc R U . . .
C4S C 0.0708(3) 0.2910(4) 0.6063(3) 0.1103(15) Uani 1 1 d . . . . .
H4S1 H 0.0321 0.2291 0.6184 0.165 Uiso 1 1 calc R U . . .
H4S2 H 0.1006 0.3279 0.5337 0.165 Uiso 1 1 calc R U . . .
H4S3 H 0.0113 0.3479 0.6304 0.165 Uiso 1 1 calc R U . . .
N1 N 0.40941(17) 0.33194(15) 0.82323(15) 0.0376(5) Uani 1 1 d . . . . .
H1 H 0.3653 0.3064 0.8025 0.045 Uiso 1 1 calc R U . . .
N2 N 1.05343(19) 0.4519(2) 0.89951(16) 0.0483(6) Uani 1 1 d . . . . .
N3 N 0.42895(16) 0.81729(15) 0.49635(14) 0.0328(4) Uani 1 1 d . . . . .
N4 N 0.6738(2) 0.79891(19) 0.59811(18) 0.0584(6) Uani 1 1 d . . . . .
N5 N 0.7590(2) 0.4673(2) 0.58643(19) 0.0631(7) Uani 1 1 d . . . . .
O1 O 0.22468(15) 0.46664(16) 0.70374(14) 0.0529(5) Uani 1 1 d . . . . .
O2 O 0.25787(15) 0.63712(14) 0.57658(13) 0.0473(5) Uani 1 1 d . . . . .
O3 O 1.08973(17) 0.5341(2) 0.89423(16) 0.0651(6) Uani 1 1 d . . . . .
O4 O 1.10958(17) 0.35017(19) 0.92969(16) 0.0663(6) Uani 1 1 d . . . . .
O5 O 0.54450(15) 0.66229(14) 0.45141(12) 0.0415(4) Uani 1 1 d . . . . .
O1S O 0.31646(18) 0.14964(18) 0.80342(16) 0.0708(6) Uani 1 1 d . . . . .
O2S O 0.13146(16) 0.17435(17) 0.76854(15) 0.0579(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 N1 1.376(3) . ?
C1 C2 1.386(3) . ?
C1 C6 1.409(3) . ?
C2 C3 1.369(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.434(3) . ?
C7 C8 1.372(3) . ?
C7 C13 1.500(3) . ?
C8 N1 1.361(3) . ?
C8 C9 1.502(3) . ?
C9 C10 1.529(3) . ?
C9 C34 1.541(3) . ?
C9 H9 0.9800 . ?
C10 O1 1.195(3) . ?
C10 O2 1.325(3) . ?
C11 C12 1.441(4) . ?
C11 O2 1.455(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.520(3) . ?
C13 C36 1.570(3) . ?
C13 H13 0.9800 . ?
C14 C19 1.387(3) . ?
C14 C15 1.391(3) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.369(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.374(3) . ?
C17 N2 1.475(3) . ?
C18 C19 1.381(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C25 1.358(4) . ?
C20 C21 1.383(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.359(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.348(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.380(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.358(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.505(3) . ?
C26 N3 1.465(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.373(3) . ?
C27 C33 1.396(3) . ?
C27 N3 1.413(3) . ?
C28 C29 1.389(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.381(3) . ?
C29 H29 0.9300 . ?
C30 C32 1.394(3) . ?
C30 C31 1.508(3) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.377(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.509(3) . ?
C34 C35 1.549(3) . ?
C34 C36 1.588(3) . ?
C35 O5 1.211(3) . ?
C35 N3 1.361(3) . ?
C36 C38 1.480(3) . ?
C36 C37 1.480(3) . ?
C37 N4 1.129(3) . ?
C38 N5 1.131(3) . ?
C1S C2S 1.487(4) . ?
C1S H1S1 0.9600 . ?
C1S H1S2 0.9600 . ?
C1S H1S3 0.9600 . ?
C2S O1S 1.197(3) . ?
C2S O2S 1.328(3) . ?
C3S O2S 1.450(3) . ?
C3S C4S 1.458(4) . ?
C3S H3S1 0.9700 . ?
C3S H3S2 0.9700 . ?
C4S H4S1 0.9600 . ?
C4S H4S2 0.9600 . ?
C4S H4S3 0.9600 . ?
N1 H1 0.8600 . ?
N2 O4 1.219(3) . ?
N2 O3 1.224(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.7(2) . . ?
N1 C1 C6 107.78(19) . . ?
C2 C1 C6 122.5(2) . . ?
C3 C2 C1 117.8(2) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 121.5(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 119.0(2) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 118.2(2) . . ?
C5 C6 C7 135.5(2) . . ?
C1 C6 C7 106.26(19) . . ?
C8 C7 C6 107.15(18) . . ?
C8 C7 C13 123.35(18) . . ?
C6 C7 C13 129.50(19) . . ?
N1 C8 C7 109.44(19) . . ?
N1 C8 C9 123.42(19) . . ?
C7 C8 C9 127.09(18) . . ?
C8 C9 C10 113.32(18) . . ?
C8 C9 C34 110.02(17) . . ?
C10 C9 C34 112.20(17) . . ?
C8 C9 H9 107.0 . . ?
C10 C9 H9 107.0 . . ?
C34 C9 H9 107.0 . . ?
O1 C10 O2 124.9(2) . . ?
O1 C10 C9 124.0(2) . . ?
O2 C10 C9 111.00(19) . . ?
C12 C11 O2 110.8(2) . . ?
C12 C11 H11A 109.5 . . ?
O2 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
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 . . ?
C7 C13 C14 115.91(17) . . ?
C7 C13 C36 107.23(16) . . ?
C14 C13 C36 111.01(17) . . ?
C7 C13 H13 107.4 . . ?
C14 C13 H13 107.4 . . ?
C36 C13 H13 107.4 . . ?
C19 C14 C15 118.5(2) . . ?
C19 C14 C13 121.72(19) . . ?
C15 C14 C13 119.74(19) . . ?
C16 C15 C14 121.0(2) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 118.7(2) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C16 C17 C18 122.3(2) . . ?
C16 C17 N2 119.1(2) . . ?
C18 C17 N2 118.6(2) . . ?
C17 C18 C19 118.4(2) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?
C18 C19 C14 121.1(2) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?
C25 C20 C21 121.0(3) . . ?
C25 C20 H20 119.5 . . ?
C21 C20 H20 119.5 . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 119.0(3) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C22 C23 C24 120.6(3) . . ?
C22 C23 H23 119.7 . . ?
C24 C23 H23 119.7 . . ?
C25 C24 C23 121.1(3) . . ?
C25 C24 H24 119.4 . . ?
C23 C24 H24 119.4 . . ?
C24 C25 C20 118.0(3) . . ?
C24 C25 C26 120.3(2) . . ?
C20 C25 C26 121.6(2) . . ?
N3 C26 C25 113.64(18) . . ?
N3 C26 H26A 108.8 . . ?
C25 C26 H26A 108.8 . . ?
N3 C26 H26B 108.8 . . ?
C25 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C28 C27 C33 121.2(2) . . ?
C28 C27 N3 128.8(2) . . ?
C33 C27 N3 110.00(18) . . ?
C27 C28 C29 117.3(2) . . ?
C27 C28 H28 121.4 . . ?
C29 C28 H28 121.4 . . ?
C30 C29 C28 122.9(2) . . ?
C30 C29 H29 118.5 . . ?
C28 C29 H29 118.5 . . ?
C29 C30 C32 118.5(2) . . ?
C29 C30 C31 121.3(2) . . ?
C32 C30 C31 120.1(2) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C30 119.6(2) . . ?
C33 C32 H32 120.2 . . ?
C30 C32 H32 120.2 . . ?
C32 C33 C27 120.30(19) . . ?
C32 C33 C34 131.48(19) . . ?
C27 C33 C34 108.10(18) . . ?
C33 C34 C9 116.75(17) . . ?
C33 C34 C35 102.15(16) . . ?
C9 C34 C35 111.86(17) . . ?
C33 C34 C36 110.40(16) . . ?
C9 C34 C36 109.10(16) . . ?
C35 C34 C36 105.95(16) . . ?
O5 C35 N3 126.6(2) . . ?
O5 C35 C34 125.54(19) . . ?
N3 C35 C34 107.70(18) . . ?
C38 C36 C37 107.03(18) . . ?
C38 C36 C13 109.61(17) . . ?
C37 C36 C13 108.97(17) . . ?
C38 C36 C34 109.59(17) . . ?
C37 C36 C34 109.85(16) . . ?
C13 C36 C34 111.67(16) . . ?
N4 C37 C36 178.7(3) . . ?
N5 C38 C36 177.7(2) . . ?
C2S C1S H1S1 109.5 . . ?
C2S C1S H1S2 109.5 . . ?
H1S1 C1S H1S2 109.5 . . ?
C2S C1S H1S3 109.5 . . ?
H1S1 C1S H1S3 109.5 . . ?
H1S2 C1S H1S3 109.5 . . ?
O1S C2S O2S 123.4(3) . . ?
O1S C2S C1S 123.8(3) . . ?
O2S C2S C1S 112.8(2) . . ?
O2S C3S C4S 108.9(3) . . ?
O2S C3S H3S1 109.9 . . ?
C4S C3S H3S1 109.9 . . ?
O2S C3S H3S2 109.9 . . ?
C4S C3S H3S2 109.9 . . ?
H3S1 C3S H3S2 108.3 . . ?
C3S C4S H4S1 109.5 . . ?
C3S C4S H4S2 109.5 . . ?
H4S1 C4S H4S2 109.5 . . ?
C3S C4S H4S3 109.5 . . ?
H4S1 C4S H4S3 109.5 . . ?
H4S2 C4S H4S3 109.5 . . ?
C8 N1 C1 109.36(18) . . ?
C8 N1 H1 125.3 . . ?
C1 N1 H1 125.3 . . ?
O4 N2 O3 124.3(2) . . ?
O4 N2 C17 117.9(2) . . ?
O3 N2 C17 117.8(2) . . ?
C35 N3 C27 110.95(17) . . ?
C35 N3 C26 122.80(19) . . ?
C27 N3 C26 125.82(18) . . ?
C10 O2 C11 117.9(2) . . ?
C2S O2S C3S 116.4(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 178.7(3) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C1 C2 C3 C4 1.1(4) . . . . ?
C2 C3 C4 C5 -0.9(4) . . . . ?
C3 C4 C5 C6 0.0(4) . . . . ?
C4 C5 C6 C1 0.6(3) . . . . ?
C4 C5 C6 C7 -178.1(2) . . . . ?
N1 C1 C6 C5 -179.7(2) . . . . ?
C2 C1 C6 C5 -0.4(4) . . . . ?
N1 C1 C6 C7 -0.7(2) . . . . ?
C2 C1 C6 C7 178.7(2) . . . . ?
C5 C6 C7 C8 -179.9(2) . . . . ?
C1 C6 C7 C8 1.3(2) . . . . ?
C5 C6 C7 C13 0.2(4) . . . . ?
C1 C6 C7 C13 -178.6(2) . . . . ?
C6 C7 C8 N1 -1.5(2) . . . . ?
C13 C7 C8 N1 178.42(18) . . . . ?
C6 C7 C8 C9 -179.0(2) . . . . ?
C13 C7 C8 C9 0.9(3) . . . . ?
N1 C8 C9 C10 43.7(3) . . . . ?
C7 C8 C9 C10 -139.0(2) . . . . ?
N1 C8 C9 C34 170.26(19) . . . . ?
C7 C8 C9 C34 -12.5(3) . . . . ?
C8 C9 C10 O1 -25.7(3) . . . . ?
C34 C9 C10 O1 -151.1(2) . . . . ?
C8 C9 C10 O2 156.65(18) . . . . ?
C34 C9 C10 O2 31.3(2) . . . . ?
C8 C7 C13 C14 -144.8(2) . . . . ?
C6 C7 C13 C14 35.0(3) . . . . ?
C8 C7 C13 C36 -20.2(3) . . . . ?
C6 C7 C13 C36 159.6(2) . . . . ?
C7 C13 C14 C19 40.2(3) . . . . ?
C36 C13 C14 C19 -82.4(2) . . . . ?
C7 C13 C14 C15 -140.8(2) . . . . ?
C36 C13 C14 C15 96.5(2) . . . . ?
C19 C14 C15 C16 1.0(3) . . . . ?
C13 C14 C15 C16 -178.0(2) . . . . ?
C14 C15 C16 C17 -0.9(4) . . . . ?
C15 C16 C17 C18 0.2(4) . . . . ?
C15 C16 C17 N2 -177.9(2) . . . . ?
C16 C17 C18 C19 0.4(4) . . . . ?
N2 C17 C18 C19 178.5(2) . . . . ?
C17 C18 C19 C14 -0.3(4) . . . . ?
C15 C14 C19 C18 -0.4(3) . . . . ?
C13 C14 C19 C18 178.6(2) . . . . ?
C25 C20 C21 C22 0.2(6) . . . . ?
C20 C21 C22 C23 -1.9(6) . . . . ?
C21 C22 C23 C24 1.9(6) . . . . ?
C22 C23 C24 C25 -0.1(6) . . . . ?
C23 C24 C25 C20 -1.6(5) . . . . ?
C23 C24 C25 C26 -179.0(3) . . . . ?
C21 C20 C25 C24 1.6(5) . . . . ?
C21 C20 C25 C26 178.9(3) . . . . ?
C24 C25 C26 N3 -81.8(3) . . . . ?
C20 C25 C26 N3 100.9(3) . . . . ?
C33 C27 C28 C29 -3.1(3) . . . . ?
N3 C27 C28 C29 174.3(2) . . . . ?
C27 C28 C29 C30 -1.0(4) . . . . ?
C28 C29 C30 C32 3.3(3) . . . . ?
C28 C29 C30 C31 -175.9(2) . . . . ?
C29 C30 C32 C33 -1.5(3) . . . . ?
C31 C30 C32 C33 177.7(2) . . . . ?
C30 C32 C33 C27 -2.5(3) . . . . ?
C30 C32 C33 C34 -177.8(2) . . . . ?
C28 C27 C33 C32 4.9(3) . . . . ?
N3 C27 C33 C32 -173.02(18) . . . . ?
C28 C27 C33 C34 -178.75(19) . . . . ?
N3 C27 C33 C34 3.3(2) . . . . ?
C32 C33 C34 C9 45.3(3) . . . . ?
C27 C33 C34 C9 -130.54(19) . . . . ?
C32 C33 C34 C35 167.6(2) . . . . ?
C27 C33 C34 C35 -8.2(2) . . . . ?
C32 C33 C34 C36 -80.1(3) . . . . ?
C27 C33 C34 C36 104.13(19) . . . . ?
C8 C9 C34 C33 -83.8(2) . . . . ?
C10 C9 C34 C33 43.3(2) . . . . ?
C8 C9 C34 C35 159.06(17) . . . . ?
C10 C9 C34 C35 -73.8(2) . . . . ?
C8 C9 C34 C36 42.2(2) . . . . ?
C10 C9 C34 C36 169.33(17) . . . . ?
C33 C34 C35 O5 -173.5(2) . . . . ?
C9 C34 C35 O5 -47.9(3) . . . . ?
C36 C34 C35 O5 70.9(3) . . . . ?
C33 C34 C35 N3 10.5(2) . . . . ?
C9 C34 C35 N3 136.14(18) . . . . ?
C36 C34 C35 N3 -105.10(18) . . . . ?
C7 C13 C36 C38 -70.2(2) . . . . ?
C14 C13 C36 C38 57.3(2) . . . . ?
C7 C13 C36 C37 172.98(17) . . . . ?
C14 C13 C36 C37 -59.5(2) . . . . ?
C7 C13 C36 C34 51.5(2) . . . . ?
C14 C13 C36 C34 178.98(16) . . . . ?
C33 C34 C36 C38 -174.30(17) . . . . ?
C9 C34 C36 C38 56.1(2) . . . . ?
C35 C34 C36 C38 -64.4(2) . . . . ?
C33 C34 C36 C37 -57.0(2) . . . . ?
C9 C34 C36 C37 173.46(18) . . . . ?
C35 C34 C36 C37 52.9(2) . . . . ?
C33 C34 C36 C13 64.0(2) . . . . ?
C9 C34 C36 C13 -65.5(2) . . . . ?
C35 C34 C36 C13 173.91(16) . . . . ?
C7 C8 N1 C1 1.1(3) . . . . ?
C9 C8 N1 C1 178.74(19) . . . . ?
C2 C1 N1 C8 -179.5(3) . . . . ?
C6 C1 N1 C8 -0.2(3) . . . . ?
C16 C17 N2 O4 157.3(2) . . . . ?
C18 C17 N2 O4 -20.9(3) . . . . ?
C16 C17 N2 O3 -21.6(3) . . . . ?
C18 C17 N2 O3 160.3(2) . . . . ?
O5 C35 N3 C27 174.8(2) . . . . ?
C34 C35 N3 C27 -9.2(2) . . . . ?
O5 C35 N3 C26 1.9(3) . . . . ?
C34 C35 N3 C26 177.86(18) . . . . ?
C28 C27 N3 C35 -173.8(2) . . . . ?
C33 C27 N3 C35 3.9(2) . . . . ?
C28 C27 N3 C26 -1.1(4) . . . . ?
C33 C27 N3 C26 176.6(2) . . . . ?
C25 C26 N3 C35 85.2(3) . . . . ?
C25 C26 N3 C27 -86.7(3) . . . . ?
O1 C10 O2 C11 5.3(3) . . . . ?
C9 C10 O2 C11 -177.15(19) . . . . ?
C12 C11 O2 C10 98.0(3) . . . . ?
O1S C2S O2S C3S 0.1(4) . . . . ?
C1S C2S O2S C3S 179.4(3) . . . . ?
C4S C3S O2S C2S -174.1(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O1S 0.86 2.26 3.024(3) 147.6 .

_refine_diff_density_max         0.349
_refine_diff_density_min         -0.285
_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_2b
_database_code_depnum_ccdc_archive 'CCDC 1942771'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 N O5'
_chemical_formula_sum            'C36 H29 N O5'
_chemical_formula_weight         555.60

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

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9805(9)
_cell_length_b                   10.2870(9)
_cell_length_c                   15.3526(14)
_cell_angle_alpha                72.135(3)
_cell_angle_beta                 76.008(3)
_cell_angle_gamma                82.784(3)
_cell_volume                     1453.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    6274
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      24.45

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_F_000             584
_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    0.085
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20125
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.161
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5672
_reflns_number_gt                3468
_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)+(0.0761P)²+0.4476P] 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         5672
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1162
_refine_ls_R_factor_gt           0.0628
_refine_ls_wR_factor_ref         0.1721
_refine_ls_wR_factor_gt          0.1469
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.7472(3) 0.1785(2) 0.56313(18) 0.0534(7) Uani 1 1 d . . . . .
C2 C 0.6914(4) 0.1612(3) 0.6578(2) 0.0675(8) Uani 1 1 d . . . . .
H2 H 0.7451 0.1668 0.6981 0.081 Uiso 1 1 calc R U . . .
C3 C 0.5547(4) 0.1357(3) 0.6893(2) 0.0787(10) Uani 1 1 d . . . . .
H3 H 0.5148 0.1230 0.7525 0.094 Uiso 1 1 calc R U . . .
C4 C 0.4730(4) 0.1283(3) 0.6290(3) 0.0796(10) Uani 1 1 d . . . . .
H4 H 0.3798 0.1116 0.6527 0.096 Uiso 1 1 calc R U . . .
C5 C 0.5284(3) 0.1453(3) 0.5340(2) 0.0664(8) Uani 1 1 d . . . . .
H5 H 0.4736 0.1406 0.4940 0.080 Uiso 1 1 calc R U . . .
C6 C 0.6682(3) 0.1696(2) 0.50094(18) 0.0508(6) Uani 1 1 d . . . . .
C7 C 0.7598(3) 0.1943(2) 0.40989(17) 0.0469(6) Uani 1 1 d . . . . .
C8 C 0.8848(3) 0.2176(2) 0.42043(16) 0.0450(6) Uani 1 1 d . . . . .
C9 C 1.0118(2) 0.2498(2) 0.34498(16) 0.0438(6) Uani 1 1 d . . . . .
H9 H 1.0818 0.1744 0.3566 0.053 Uiso 1 1 calc R U . . .
C10 C 1.0668(3) 0.3801(3) 0.34697(18) 0.0512(6) Uani 1 1 d . . . . .
C11 C 1.1991(4) 0.4757(4) 0.4182(2) 0.0872(11) Uani 1 1 d . . . . .
H11A H 1.2646 0.5194 0.3618 0.105 Uiso 1 1 calc R U . . .
H11B H 1.1224 0.5411 0.4285 0.105 Uiso 1 1 calc R U . . .
C12 C 1.2636(6) 0.4354(4) 0.4952(4) 0.138(2) Uani 1 1 d . . . . .
H12A H 1.1986 0.3915 0.5508 0.207 Uiso 1 1 calc R U . . .
H12B H 1.2950 0.5145 0.5034 0.207 Uiso 1 1 calc R U . . .
H12C H 1.3411 0.3728 0.4839 0.207 Uiso 1 1 calc R U . . .
C13 C 0.7295(2) 0.1938(2) 0.31951(17) 0.0462(6) Uani 1 1 d . . . . .
H13 H 0.6756 0.1139 0.3329 0.055 Uiso 1 1 calc R U . . .
C14 C 0.6419(2) 0.3193(2) 0.27787(17) 0.0460(6) Uani 1 1 d . . . . .
C15 C 0.5374(3) 0.3077(3) 0.2365(2) 0.0591(7) Uani 1 1 d . . . . .
H15 H 0.5216 0.2220 0.2338 0.071 Uiso 1 1 calc R U . . .
C16 C 0.4549(3) 0.4200(3) 0.1989(2) 0.0614(7) Uani 1 1 d . . . . .
H16 H 0.3849 0.4093 0.1716 0.074 Uiso 1 1 calc R U . . .
C17 C 0.4777(3) 0.5466(3) 0.20242(17) 0.0509(7) Uani 1 1 d . . . . .
C18 C 0.2961(3) 0.6562(4) 0.1239(3) 0.0948(12) Uani 1 1 d . . . . .
H18A H 0.3358 0.6263 0.0693 0.142 Uiso 1 1 calc R U . . .
H18B H 0.2494 0.7445 0.1058 0.142 Uiso 1 1 calc R U . . .
H18C H 0.2313 0.5919 0.1665 0.142 Uiso 1 1 calc R U . . .
C19 C 0.5807(3) 0.5607(3) 0.24386(18) 0.0535(7) Uani 1 1 d . . . . .
H19 H 0.5960 0.6465 0.2466 0.064 Uiso 1 1 calc R U . . .
C20 C 0.6615(3) 0.4482(3) 0.28139(18) 0.0510(6) Uani 1 1 d . . . . .
H20 H 0.7303 0.4592 0.3096 0.061 Uiso 1 1 calc R U . . .
C21 C 0.9166(2) 0.0175(2) 0.28489(17) 0.0448(6) Uani 1 1 d . . . . .
C22 C 0.8984(2) -0.0494(2) 0.21669(17) 0.0473(6) Uani 1 1 d . . . . .
C23 C 0.9201(3) -0.1864(3) 0.2198(2) 0.0622(7) Uani 1 1 d . . . . .
H23 H 0.9492 -0.2509 0.2701 0.075 Uiso 1 1 calc R U . . .
C24 C 0.8974(4) -0.2235(3) 0.1467(3) 0.0828(10) Uani 1 1 d . . . . .
H24 H 0.9117 -0.3148 0.1470 0.099 Uiso 1 1 calc R U . . .
C25 C 0.8539(4) -0.1286(4) 0.0728(3) 0.0916(11) Uani 1 1 d . . . . .
H25 H 0.8389 -0.1570 0.0241 0.110 Uiso 1 1 calc R U . . .
C26 C 0.8317(4) 0.0081(3) 0.0689(2) 0.0784(9) Uani 1 1 d . . . . .
H26 H 0.8017 0.0718 0.0187 0.094 Uiso 1 1 calc R U . . .
C27 C 0.8558(3) 0.0467(3) 0.14222(18) 0.0520(6) Uani 1 1 d . . . . .
C28 C 0.8487(3) 0.1857(3) 0.15383(18) 0.0489(6) Uani 1 1 d . . . . .
C29 C 0.8721(2) 0.1697(2) 0.25204(16) 0.0429(6) Uani 1 1 d . . . . .
C30 C 0.9794(2) 0.2691(2) 0.24816(16) 0.0433(6) Uani 1 1 d . . . . .
H30 H 0.9357 0.3613 0.2301 0.052 Uiso 1 1 calc R U . . .
C31 C 1.1099(3) 0.2670(2) 0.17338(16) 0.0457(6) Uani 1 1 d . . . . .
C32 C 1.1333(3) 0.3743(3) 0.09105(17) 0.0544(7) Uani 1 1 d . . . . .
H32 H 1.0680 0.4473 0.0824 0.065 Uiso 1 1 calc R U . . .
C33 C 1.2506(3) 0.3750(3) 0.02225(19) 0.0664(8) Uani 1 1 d . . . . .
H33 H 1.2647 0.4483 -0.0319 0.080 Uiso 1 1 calc R U . . .
C34 C 1.3467(3) 0.2676(3) 0.0335(2) 0.0718(8) Uani 1 1 d . . . . .
H34 H 1.4253 0.2669 -0.0135 0.086 Uiso 1 1 calc R U . . .
C35 C 1.3270(3) 0.1605(3) 0.1144(2) 0.0678(8) Uani 1 1 d . . . . .
H35 H 1.3930 0.0880 0.1224 0.081 Uiso 1 1 calc R U . . .
C36 C 1.2097(3) 0.1603(3) 0.18364(18) 0.0566(7) Uani 1 1 d . . . . .
H36 H 1.1973 0.0874 0.2381 0.068 Uiso 1 1 calc R U . . .
N1 N 0.8792(2) 0.2091(2) 0.51260(14) 0.0524(6) Uani 1 1 d . . . . .
H1 H 0.9466 0.2209 0.5347 0.063 Uiso 1 1 calc R U . . .
O1 O 1.0355(2) 0.49301(19) 0.30232(15) 0.0772(6) Uani 1 1 d . . . . .
O2 O 1.1485(2) 0.3553(2) 0.40668(13) 0.0684(6) Uani 1 1 d . . . . .
O3 O 0.4024(2) 0.6648(2) 0.16841(13) 0.0698(6) Uani 1 1 d . . . . .
O4 O 0.9588(2) -0.04029(17) 0.35550(13) 0.0638(5) Uani 1 1 d . . . . .
O5 O 0.8313(2) 0.29151(18) 0.09578(13) 0.0658(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 N1 1.377(3) . ?
C1 C2 1.389(4) . ?
C1 C6 1.407(4) . ?
C2 C3 1.362(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.397(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.391(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.441(4) . ?
C7 C8 1.355(3) . ?
C7 C13 1.491(3) . ?
C8 N1 1.379(3) . ?
C8 C9 1.490(3) . ?
C9 C10 1.523(4) . ?
C9 C30 1.545(3) . ?
C9 H9 0.9800 . ?
C10 O1 1.200(3) . ?
C10 O2 1.318(3) . ?
C11 C12 1.408(5) . ?
C11 O2 1.469(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.523(3) . ?
C13 C29 1.586(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.380(3) . ?
C14 C20 1.384(3) . ?
C15 C16 1.388(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(4) . ?
C16 H16 0.9300 . ?
C17 O3 1.374(3) . ?
C17 C19 1.376(4) . ?
C18 O3 1.418(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.379(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O4 1.211(3) . ?
C21 C22 1.472(3) . ?
C21 C29 1.534(3) . ?
C22 C27 1.379(3) . ?
C22 C23 1.386(3) . ?
C23 C24 1.366(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.372(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.380(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.383(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.485(3) . ?
C28 O5 1.201(3) . ?
C28 C29 1.537(3) . ?
C29 C30 1.550(3) . ?
C30 C31 1.517(3) . ?
C30 H30 0.9800 . ?
C31 C36 1.384(3) . ?
C31 C32 1.392(3) . ?
C32 C33 1.373(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.366(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.376(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.378(4) . ?
C35 H35 0.9300 . ?
C36 H36 0.9300 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.6(3) . . ?
N1 C1 C6 108.0(2) . . ?
C2 C1 C6 122.3(3) . . ?
C3 C2 C1 117.4(3) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.6(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.3(3) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C6 C5 C4 117.8(3) . . ?
C6 C5 H5 121.1 . . ?
C4 C5 H5 121.1 . . ?
C5 C6 C1 119.5(3) . . ?
C5 C6 C7 133.9(3) . . ?
C1 C6 C7 106.5(2) . . ?
C8 C7 C6 106.9(2) . . ?
C8 C7 C13 124.5(2) . . ?
C6 C7 C13 128.6(2) . . ?
C7 C8 N1 110.3(2) . . ?
C7 C8 C9 126.3(2) . . ?
N1 C8 C9 123.4(2) . . ?
C8 C9 C10 108.59(19) . . ?
C8 C9 C30 110.59(19) . . ?
C10 C9 C30 110.03(19) . . ?
C8 C9 H9 109.2 . . ?
C10 C9 H9 109.2 . . ?
C30 C9 H9 109.2 . . ?
O1 C10 O2 123.6(2) . . ?
O1 C10 C9 124.2(2) . . ?
O2 C10 C9 112.1(2) . . ?
C12 C11 O2 109.6(3) . . ?
C12 C11 H11A 109.8 . . ?
O2 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
O2 C11 H11B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
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 . . ?
C7 C13 C14 113.0(2) . . ?
C7 C13 C29 107.81(19) . . ?
C14 C13 C29 114.64(19) . . ?
C7 C13 H13 107.0 . . ?
C14 C13 H13 107.0 . . ?
C29 C13 H13 107.0 . . ?
C15 C14 C20 117.3(2) . . ?
C15 C14 C13 120.8(2) . . ?
C20 C14 C13 121.9(2) . . ?
C14 C15 C16 122.1(2) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C17 C16 C15 119.3(2) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C16 C17 O3 124.6(2) . . ?
C16 C17 C19 119.7(2) . . ?
O3 C17 C19 115.6(2) . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 C20 120.4(2) . . ?
C17 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C14 121.2(2) . . ?
C19 C20 H20 119.4 . . ?
C14 C20 H20 119.4 . . ?
O4 C21 C22 124.8(2) . . ?
O4 C21 C29 126.4(2) . . ?
C22 C21 C29 108.79(19) . . ?
C27 C22 C23 121.3(2) . . ?
C27 C22 C21 109.9(2) . . ?
C23 C22 C21 128.8(2) . . ?
C24 C23 C22 117.8(3) . . ?
C24 C23 H23 121.1 . . ?
C22 C23 H23 121.1 . . ?
C23 C24 C25 121.1(3) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C26 121.6(3) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C25 C26 C27 117.6(3) . . ?
C25 C26 H26 121.2 . . ?
C27 C26 H26 121.2 . . ?
C22 C27 C26 120.5(3) . . ?
C22 C27 C28 110.2(2) . . ?
C26 C27 C28 129.2(3) . . ?
O5 C28 C27 125.9(2) . . ?
O5 C28 C29 126.3(2) . . ?
C27 C28 C29 107.76(19) . . ?
C21 C29 C28 102.44(18) . . ?
C21 C29 C30 114.82(18) . . ?
C28 C29 C30 111.23(19) . . ?
C21 C29 C13 107.37(18) . . ?
C28 C29 C13 109.83(18) . . ?
C30 C29 C13 110.77(18) . . ?
C31 C30 C9 111.94(18) . . ?
C31 C30 C29 113.28(19) . . ?
C9 C30 C29 112.56(18) . . ?
C31 C30 H30 106.1 . . ?
C9 C30 H30 106.1 . . ?
C29 C30 H30 106.1 . . ?
C36 C31 C32 117.5(2) . . ?
C36 C31 C30 122.1(2) . . ?
C32 C31 C30 120.4(2) . . ?
C33 C32 C31 121.6(3) . . ?
C33 C32 H32 119.2 . . ?
C31 C32 H32 119.2 . . ?
C34 C33 C32 119.8(3) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C34 C35 119.9(3) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C35 C36 120.2(3) . . ?
C34 C35 H35 119.9 . . ?
C36 C35 H35 119.9 . . ?
C35 C36 C31 121.0(2) . . ?
C35 C36 H36 119.5 . . ?
C31 C36 H36 119.5 . . ?
C1 N1 C8 108.3(2) . . ?
C1 N1 H1 125.8 . . ?
C8 N1 H1 125.8 . . ?
C10 O2 C11 116.0(2) . . ?
C17 O3 C18 117.8(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 177.8(2) . . . . ?
C6 C1 C2 C3 -0.4(4) . . . . ?
C1 C2 C3 C4 -0.5(4) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C3 C4 C5 C6 0.2(4) . . . . ?
C4 C5 C6 C1 -1.2(4) . . . . ?
C4 C5 C6 C7 -178.7(3) . . . . ?
N1 C1 C6 C5 -177.3(2) . . . . ?
C2 C1 C6 C5 1.3(4) . . . . ?
N1 C1 C6 C7 0.9(3) . . . . ?
C2 C1 C6 C7 179.4(2) . . . . ?
C5 C6 C7 C8 177.1(3) . . . . ?
C1 C6 C7 C8 -0.6(3) . . . . ?
C5 C6 C7 C13 -3.7(4) . . . . ?
C1 C6 C7 C13 178.6(2) . . . . ?
C6 C7 C8 N1 0.1(3) . . . . ?
C13 C7 C8 N1 -179.2(2) . . . . ?
C6 C7 C8 C9 -179.1(2) . . . . ?
C13 C7 C8 C9 1.6(4) . . . . ?
C7 C8 C9 C10 126.9(3) . . . . ?
N1 C8 C9 C10 -52.2(3) . . . . ?
C7 C8 C9 C30 6.1(3) . . . . ?
N1 C8 C9 C30 -173.0(2) . . . . ?
C8 C9 C10 O1 -91.2(3) . . . . ?
C30 C9 C10 O1 30.0(3) . . . . ?
C8 C9 C10 O2 86.1(2) . . . . ?
C30 C9 C10 O2 -152.8(2) . . . . ?
C8 C7 C13 C14 -107.2(3) . . . . ?
C6 C7 C13 C14 73.7(3) . . . . ?
C8 C7 C13 C29 20.5(3) . . . . ?
C6 C7 C13 C29 -158.5(2) . . . . ?
C7 C13 C14 C15 -139.5(3) . . . . ?
C29 C13 C14 C15 96.4(3) . . . . ?
C7 C13 C14 C20 39.2(3) . . . . ?
C29 C13 C14 C20 -84.9(3) . . . . ?
C20 C14 C15 C16 0.5(4) . . . . ?
C13 C14 C15 C16 179.3(2) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C15 C16 C17 O3 -179.4(2) . . . . ?
C15 C16 C17 C19 -0.6(4) . . . . ?
C16 C17 C19 C20 0.3(4) . . . . ?
O3 C17 C19 C20 179.2(2) . . . . ?
C17 C19 C20 C14 0.5(4) . . . . ?
C15 C14 C20 C19 -0.9(4) . . . . ?
C13 C14 C20 C19 -179.6(2) . . . . ?
O4 C21 C22 C27 -176.9(2) . . . . ?
C29 C21 C22 C27 3.8(3) . . . . ?
O4 C21 C22 C23 2.2(4) . . . . ?
C29 C21 C22 C23 -177.1(2) . . . . ?
C27 C22 C23 C24 -0.2(4) . . . . ?
C21 C22 C23 C24 -179.2(3) . . . . ?
C22 C23 C24 C25 -0.3(5) . . . . ?
C23 C24 C25 C26 0.3(6) . . . . ?
C24 C25 C26 C27 0.4(6) . . . . ?
C23 C22 C27 C26 0.8(4) . . . . ?
C21 C22 C27 C26 180.0(3) . . . . ?
C23 C22 C27 C28 -176.6(2) . . . . ?
C21 C22 C27 C28 2.5(3) . . . . ?
C25 C26 C27 C22 -0.9(5) . . . . ?
C25 C26 C27 C28 176.0(3) . . . . ?
C22 C27 C28 O5 170.5(3) . . . . ?
C26 C27 C28 O5 -6.7(5) . . . . ?
C22 C27 C28 C29 -7.8(3) . . . . ?
C26 C27 C28 C29 175.0(3) . . . . ?
O4 C21 C29 C28 172.6(2) . . . . ?
C22 C21 C29 C28 -8.0(2) . . . . ?
O4 C21 C29 C30 51.9(3) . . . . ?
C22 C21 C29 C30 -128.7(2) . . . . ?
O4 C21 C29 C13 -71.7(3) . . . . ?
C22 C21 C29 C13 107.6(2) . . . . ?
O5 C28 C29 C21 -168.9(3) . . . . ?
C27 C28 C29 C21 9.4(2) . . . . ?
O5 C28 C29 C30 -45.7(3) . . . . ?
C27 C28 C29 C30 132.5(2) . . . . ?
O5 C28 C29 C13 77.3(3) . . . . ?
C27 C28 C29 C13 -104.5(2) . . . . ?
C7 C13 C29 C21 76.2(2) . . . . ?
C14 C13 C29 C21 -157.01(19) . . . . ?
C7 C13 C29 C28 -173.14(18) . . . . ?
C14 C13 C29 C28 -46.4(3) . . . . ?
C7 C13 C29 C30 -49.9(2) . . . . ?
C14 C13 C29 C30 76.9(2) . . . . ?
C8 C9 C30 C31 -165.86(19) . . . . ?
C10 C9 C30 C31 74.2(2) . . . . ?
C8 C9 C30 C29 -36.9(3) . . . . ?
C10 C9 C30 C29 -156.85(19) . . . . ?
C21 C29 C30 C31 67.4(2) . . . . ?
C28 C29 C30 C31 -48.4(2) . . . . ?
C13 C29 C30 C31 -170.83(17) . . . . ?
C21 C29 C30 C9 -60.9(3) . . . . ?
C28 C29 C30 C9 -176.64(18) . . . . ?
C13 C29 C30 C9 60.9(2) . . . . ?
C9 C30 C31 C36 53.9(3) . . . . ?
C29 C30 C31 C36 -74.7(3) . . . . ?
C9 C30 C31 C32 -126.0(2) . . . . ?
C29 C30 C31 C32 105.4(2) . . . . ?
C36 C31 C32 C33 0.1(4) . . . . ?
C30 C31 C32 C33 180.0(2) . . . . ?
C31 C32 C33 C34 0.8(4) . . . . ?
C32 C33 C34 C35 -1.3(5) . . . . ?
C33 C34 C35 C36 0.9(5) . . . . ?
C34 C35 C36 C31 0.0(4) . . . . ?
C32 C31 C36 C35 -0.5(4) . . . . ?
C30 C31 C36 C35 179.6(2) . . . . ?
C2 C1 N1 C8 -179.3(2) . . . . ?
C6 C1 N1 C8 -0.8(3) . . . . ?
C7 C8 N1 C1 0.5(3) . . . . ?
C9 C8 N1 C1 179.7(2) . . . . ?
O1 C10 O2 C11 1.3(4) . . . . ?
C9 C10 O2 C11 -176.0(2) . . . . ?
C12 C11 O2 C10 169.5(3) . . . . ?
C16 C17 O3 C18 -2.0(4) . . . . ?
C19 C17 O3 C18 179.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.86 2.64 3.087(3) 113.9 .
N1 H1 O4 0.86 2.36 2.907(3) 121.4 2_756

_refine_diff_density_max         0.413
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_3f
_database_code_depnum_ccdc_archive 'CCDC 1942775'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 H31 Cl N4 O4'
_chemical_formula_sum            'C35 H31 Cl N4 O4'
_chemical_formula_weight         607.09

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                   14.5005(8)
_cell_length_b                   16.8752(11)
_cell_length_c                   14.5126(10)
_cell_angle_alpha                90
_cell_angle_beta                 118.6192(17)
_cell_angle_gamma                90
_cell_volume                     3117.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5275
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      22.35

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             1272
_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    0.168
_shelx_estimated_absorpt_T_min   0.961
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.960
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25526
_diffrn_reflns_av_unetI/netI     0.0818
_diffrn_reflns_av_R_equivalents  0.0683
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.414
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6115
_reflns_number_gt                3231
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0563P)²+1.8980P] 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         6115
_refine_ls_number_parameters     420
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.1453
_refine_ls_R_factor_gt           0.0637
_refine_ls_wR_factor_ref         0.1590
_refine_ls_wR_factor_gt          0.1286
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.058
_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 0.5852(2) 0.59169(19) -0.1947(3) 0.0479(8) Uani 1 1 d . . . . .
C2 C 0.5417(3) 0.6531(2) -0.2667(3) 0.0636(10) Uani 1 1 d . . . . .
H2 H 0.5142 0.6982 -0.2518 0.076 Uiso 1 1 calc R U . . .
C3 C 0.5411(3) 0.6441(2) -0.3609(3) 0.0738(11) Uani 1 1 d . . . . .
H3 H 0.5130 0.6842 -0.4108 0.089 Uiso 1 1 calc R U . . .
C4 C 0.5813(3) 0.5769(2) -0.3842(3) 0.0688(11) Uani 1 1 d . . . . .
H4 H 0.5798 0.5731 -0.4488 0.083 Uiso 1 1 calc R U . . .
C5 C 0.6232(3) 0.5159(2) -0.3134(3) 0.0554(9) Uani 1 1 d . . . . .
H5 H 0.6494 0.4710 -0.3299 0.067 Uiso 1 1 calc R U . . .
C6 C 0.6258(2) 0.52238(18) -0.2159(2) 0.0431(8) Uani 1 1 d . . . . .
C7 C 0.6609(2) 0.47288(17) -0.1243(2) 0.0369(7) Uani 1 1 d . . . . .
C8 C 0.6428(2) 0.51335(17) -0.0533(2) 0.0384(7) Uani 1 1 d . . . . .
C9 C 0.6621(2) 0.48731(16) 0.0526(2) 0.0363(7) Uani 1 1 d . . . . .
H9 H 0.5936 0.4805 0.0495 0.044 Uiso 1 1 calc R U . . .
C10 C 0.7236(2) 0.5481(2) 0.1377(3) 0.0443(8) Uani 1 1 d . . . . .
C11 C 0.7754(4) 0.5811(2) 0.3148(3) 0.0818(13) Uani 1 1 d . . . . .
H11A H 0.7527 0.5684 0.3661 0.098 Uiso 1 1 calc R U . . .
H11B H 0.7515 0.6343 0.2893 0.098 Uiso 1 1 calc R U . . .
C12 C 0.8929(4) 0.5788(3) 0.3670(4) 0.127(2) Uani 1 1 d . . . . .
H12A H 0.9168 0.5258 0.3897 0.190 Uiso 1 1 calc R U . . .
H12B H 0.9214 0.6136 0.4266 0.190 Uiso 1 1 calc R U . . .
H12C H 0.9160 0.5957 0.3181 0.190 Uiso 1 1 calc R U . . .
C13 C 0.8097(8) 0.3897(5) 0.5882(6) 0.148(2) Uani 0.729(6) 1 d D U P A 1
H13A H 0.8381 0.4379 0.5770 0.223 Uiso 0.729(6) 1 calc R U P A 1
H13B H 0.8504 0.3737 0.6602 0.223 Uiso 0.729(6) 1 calc R U P A 1
H13C H 0.7382 0.3984 0.5725 0.223 Uiso 0.729(6) 1 calc R U P A 1
C14 C 0.8134(7) 0.3251(4) 0.5169(4) 0.138(2) Uani 0.729(6) 1 d D U P A 1
H14A H 0.8793 0.2964 0.5535 0.165 Uiso 0.729(6) 1 calc R U P A 1
H14B H 0.7567 0.2878 0.5003 0.165 Uiso 0.729(6) 1 calc R U P A 1
C13' C 0.7341(16) 0.4359(13) 0.5158(14) 0.143(3) Uani 0.271(6) 1 d D U P A 2
H13D H 0.7276 0.4019 0.5654 0.214 Uiso 0.271(6) 1 calc R U P A 2
H13E H 0.6874 0.4802 0.5000 0.214 Uiso 0.271(6) 1 calc R U P A 2
H13F H 0.8051 0.4547 0.5452 0.214 Uiso 0.271(6) 1 calc R U P A 2
C14' C 0.7055(8) 0.3895(11) 0.4145(11) 0.129(3) Uani 0.271(6) 1 d D U P A 2
H14C H 0.6596 0.3456 0.4081 0.155 Uiso 0.271(6) 1 calc R U P A 2
H14D H 0.6687 0.4238 0.3541 0.155 Uiso 0.271(6) 1 calc R U P A 2
C15 C 0.8037(4) 0.3587(3) 0.4177(3) 0.1096(15) Uani 1 1 d D U . . .
H15A H 0.8646 0.3919 0.4352 0.131 Uiso 0.729(6) 1 calc R U P A 1
H15B H 0.7423 0.3927 0.3867 0.131 Uiso 0.729(6) 1 calc R U P A 1
H15C H 0.8462 0.3350 0.4862 0.131 Uiso 0.271(6) 1 calc R U P A 2
H15D H 0.8426 0.4039 0.4129 0.131 Uiso 0.271(6) 1 calc R U P A 2
C16 C 0.7947(3) 0.2990(2) 0.3359(3) 0.0679(10) Uani 1 1 d D U . . .
H16A H 0.8554 0.2642 0.3657 0.082 Uiso 1 1 calc R U . . .
H16B H 0.7324 0.2668 0.3151 0.082 Uiso 1 1 calc R U . . .
C17 C 0.6952(3) 0.36020(18) 0.1602(2) 0.0436(8) Uani 1 1 d . . . . .
C18 C 0.7185(2) 0.40533(17) 0.0805(2) 0.0359(7) Uani 1 1 d . . . . .
C19 C 0.8372(2) 0.40978(17) 0.1388(2) 0.0366(7) Uani 1 1 d . . . . .
C20 C 0.9059(2) 0.44945(18) 0.1156(2) 0.0456(8) Uani 1 1 d . . . . .
H20 H 0.8824 0.4773 0.0530 0.055 Uiso 1 1 calc R U . . .
C21 C 1.0126(2) 0.4466(2) 0.1892(3) 0.0547(9) Uani 1 1 d . . . . .
C22 C 1.0484(3) 0.4040(2) 0.2811(3) 0.0607(10) Uani 1 1 d . . . . .
H22 H 1.1200 0.4013 0.3274 0.073 Uiso 1 1 calc R U . . .
C23 C 0.9785(3) 0.3654(2) 0.3047(3) 0.0565(9) Uani 1 1 d . . . . .
H23 H 1.0019 0.3372 0.3670 0.068 Uiso 1 1 calc R U . . .
C24 C 0.8732(2) 0.36990(18) 0.2337(2) 0.0439(8) Uani 1 1 d . . . . .
C25 C 0.6738(2) 0.35338(17) -0.0220(2) 0.0371(7) Uani 1 1 d . . . . .
C26 C 0.7141(2) 0.2711(2) 0.0039(2) 0.0426(8) Uani 1 1 d . . . . .
C27 C 0.5582(3) 0.34975(18) -0.0671(2) 0.0433(8) Uani 1 1 d . . . . .
C28 C 0.7008(2) 0.38894(17) -0.1065(2) 0.0385(7) Uani 1 1 d . . . . .
H28 H 0.7775 0.3910 -0.0753 0.046 Uiso 1 1 calc R U . . .
C29 C 0.6597(2) 0.33676(18) -0.2032(2) 0.0402(7) Uani 1 1 d . . . . .
C30 C 0.7272(3) 0.2854(2) -0.2160(3) 0.0518(9) Uani 1 1 d . . . . .
H30 H 0.7974 0.2835 -0.1647 0.062 Uiso 1 1 calc R U . . .
C31 C 0.6931(3) 0.2367(2) -0.3030(3) 0.0603(10) Uani 1 1 d . . . . .
H31 H 0.7400 0.2030 -0.3101 0.072 Uiso 1 1 calc R U . . .
C32 C 0.5899(3) 0.23869(19) -0.3784(3) 0.0517(9) Uani 1 1 d . . . . .
C33 C 0.6172(4) 0.1570(3) -0.4987(4) 0.0973(15) Uani 1 1 d . . . . .
H33A H 0.6601 0.1970 -0.5063 0.146 Uiso 1 1 calc R U . . .
H33B H 0.5775 0.1300 -0.5643 0.146 Uiso 1 1 calc R U . . .
H33C H 0.6612 0.1197 -0.4459 0.146 Uiso 1 1 calc R U . . .
C34 C 0.5206(3) 0.2885(2) -0.3669(3) 0.0512(8) Uani 1 1 d . . . . .
H34 H 0.4503 0.2892 -0.4178 0.061 Uiso 1 1 calc R U . . .
C35 C 0.5554(2) 0.33716(19) -0.2802(2) 0.0468(8) Uani 1 1 d . . . . .
H35 H 0.5081 0.3707 -0.2735 0.056 Uiso 1 1 calc R U . . .
Cl1 Cl 1.10114(7) 0.49856(7) 0.16393(9) 0.0868(4) Uani 1 1 d . . . . .
N1 N 0.59654(19) 0.58520(15) -0.0952(2) 0.0473(7) Uani 1 1 d . . . . .
H1 H 0.5778 0.6202 -0.0643 0.057 Uiso 1 1 calc R U . . .
N2 N 0.7884(2) 0.33924(14) 0.2438(2) 0.0459(6) Uani 1 1 d . . . . .
N3 N 0.7441(2) 0.20817(19) 0.0226(2) 0.0633(8) Uani 1 1 d . . . . .
N4 N 0.4693(2) 0.35046(17) -0.1017(2) 0.0647(8) Uani 1 1 d . . . . .
O1 O 0.76060(18) 0.60740(14) 0.12533(18) 0.0609(6) Uani 1 1 d . . . . .
O2 O 0.72740(18) 0.52565(13) 0.22764(17) 0.0602(6) Uani 1 1 d . . . . .
O3 O 0.60844(17) 0.34281(14) 0.14723(18) 0.0602(6) Uani 1 1 d . . . . .
O4 O 0.5470(2) 0.19323(15) -0.46810(19) 0.0728(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 N1 1.378(4) . ?
C1 C2 1.391(4) . ?
C1 C6 1.408(4) . ?
C2 C3 1.373(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.440(4) . ?
C7 C8 1.362(4) . ?
C7 C28 1.505(4) . ?
C8 N1 1.378(4) . ?
C8 C9 1.490(4) . ?
C9 C10 1.523(4) . ?
C9 C18 1.559(4) . ?
C9 H9 0.9800 . ?
C10 O1 1.189(4) . ?
C10 O2 1.335(4) . ?
C11 O2 1.455(4) . ?
C11 C12 1.498(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.523(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.490(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C13' C14' 1.537(5) . ?
C13' H13D 0.9600 . ?
C13' H13E 0.9600 . ?
C13' H13F 0.9600 . ?
C14' C15 1.496(5) . ?
C14' H14C 0.9700 . ?
C14' H14D 0.9700 . ?
C15 C16 1.515(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?
C16 N2 1.462(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 O3 1.216(3) . ?
C17 N2 1.362(4) . ?
C17 C18 1.551(4) . ?
C18 C19 1.513(4) . ?
C18 C25 1.574(4) . ?
C19 C20 1.369(4) . ?
C19 C24 1.390(4) . ?
C20 C21 1.398(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.379(5) . ?
C21 Cl1 1.733(3) . ?
C22 C23 1.378(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.376(4) . ?
C23 H23 0.9300 . ?
C24 N2 1.405(4) . ?
C25 C27 1.480(4) . ?
C25 C26 1.484(4) . ?
C25 C28 1.575(4) . ?
C26 N3 1.130(4) . ?
C27 N4 1.137(3) . ?
C28 C29 1.515(4) . ?
C28 H28 0.9800 . ?
C29 C35 1.384(4) . ?
C29 C30 1.385(4) . ?
C30 C31 1.384(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.367(5) . ?
C31 H31 0.9300 . ?
C32 O4 1.377(4) . ?
C32 C34 1.379(4) . ?
C33 O4 1.429(4) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.380(4) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.1(3) . . ?
N1 C1 C6 108.1(3) . . ?
C2 C1 C6 122.8(3) . . ?
C3 C2 C1 116.7(3) . . ?
C3 C2 H2 121.6 . . ?
C1 C2 H2 121.6 . . ?
C2 C3 C4 122.0(3) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 H3 119.0 . . ?
C5 C4 C3 121.1(3) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 119.1(3) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 118.2(3) . . ?
C5 C6 C7 135.5(3) . . ?
C1 C6 C7 106.3(3) . . ?
C8 C7 C6 107.2(3) . . ?
C8 C7 C28 122.7(3) . . ?
C6 C7 C28 129.9(3) . . ?
C7 C8 N1 109.7(3) . . ?
C7 C8 C9 128.6(3) . . ?
N1 C8 C9 121.7(2) . . ?
C8 C9 C10 112.7(2) . . ?
C8 C9 C18 110.2(2) . . ?
C10 C9 C18 110.9(2) . . ?
C8 C9 H9 107.6 . . ?
C10 C9 H9 107.6 . . ?
C18 C9 H9 107.6 . . ?
O1 C10 O2 125.2(3) . . ?
O1 C10 C9 125.2(3) . . ?
O2 C10 C9 109.6(3) . . ?
O2 C11 C12 112.2(3) . . ?
O2 C11 H11A 109.2 . . ?
C12 C11 H11A 109.2 . . ?
O2 C11 H11B 109.2 . . ?
C12 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
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 H13A 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C14 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C13 111.5(5) . . ?
C15 C14 H14A 109.3 . . ?
C13 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C13 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C14' C13' H13D 109.5 . . ?
C14' C13' H13E 109.5 . . ?
H13D C13' H13E 109.5 . . ?
C14' C13' H13F 109.5 . . ?
H13D C13' H13F 109.5 . . ?
H13E C13' H13F 109.5 . . ?
C15 C14' C13' 109.3(7) . . ?
C15 C14' H14C 109.8 . . ?
C13' C14' H14C 109.8 . . ?
C15 C14' H14D 109.8 . . ?
C13' C14' H14D 109.8 . . ?
H14C C14' H14D 108.3 . . ?
C14 C15 C16 115.8(4) . . ?
C14' C15 C16 118.9(5) . . ?
C14 C15 H15A 108.3 . . ?
C16 C15 H15A 108.3 . . ?
C14 C15 H15B 108.3 . . ?
C16 C15 H15B 108.3 . . ?
H15A C15 H15B 107.4 . . ?
C14' C15 H15C 107.6 . . ?
C16 C15 H15C 107.6 . . ?
C14' C15 H15D 107.6 . . ?
C16 C15 H15D 107.6 . . ?
H15C C15 H15D 107.0 . . ?
N2 C16 C15 110.5(3) . . ?
N2 C16 H16A 109.5 . . ?
C15 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
O3 C17 N2 125.9(3) . . ?
O3 C17 C18 125.6(3) . . ?
N2 C17 C18 108.4(3) . . ?
C19 C18 C17 101.7(2) . . ?
C19 C18 C9 114.6(2) . . ?
C17 C18 C9 110.8(2) . . ?
C19 C18 C25 113.6(2) . . ?
C17 C18 C25 107.0(2) . . ?
C9 C18 C25 108.7(2) . . ?
C20 C19 C24 120.6(3) . . ?
C20 C19 C18 130.8(3) . . ?
C24 C19 C18 108.4(2) . . ?
C19 C20 C21 117.6(3) . . ?
C19 C20 H20 121.2 . . ?
C21 C20 H20 121.2 . . ?
C22 C21 C20 121.5(3) . . ?
C22 C21 Cl1 119.7(3) . . ?
C20 C21 Cl1 118.8(3) . . ?
C23 C22 C21 120.4(3) . . ?
C23 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
C24 C23 C22 118.2(3) . . ?
C24 C23 H23 120.9 . . ?
C22 C23 H23 120.9 . . ?
C23 C24 C19 121.6(3) . . ?
C23 C24 N2 127.9(3) . . ?
C19 C24 N2 110.5(3) . . ?
C27 C25 C26 107.4(2) . . ?
C27 C25 C18 107.9(2) . . ?
C26 C25 C18 110.4(2) . . ?
C27 C25 C28 108.9(2) . . ?
C26 C25 C28 109.8(2) . . ?
C18 C25 C28 112.3(2) . . ?
N3 C26 C25 179.3(4) . . ?
N4 C27 C25 177.0(3) . . ?
C7 C28 C29 116.1(2) . . ?
C7 C28 C25 105.9(2) . . ?
C29 C28 C25 111.4(2) . . ?
C7 C28 H28 107.7 . . ?
C29 C28 H28 107.7 . . ?
C25 C28 H28 107.7 . . ?
C35 C29 C30 117.6(3) . . ?
C35 C29 C28 122.6(3) . . ?
C30 C29 C28 119.8(3) . . ?
C31 C30 C29 121.8(3) . . ?
C31 C30 H30 119.1 . . ?
C29 C30 H30 119.1 . . ?
C32 C31 C30 119.5(3) . . ?
C32 C31 H31 120.3 . . ?
C30 C31 H31 120.3 . . ?
C31 C32 O4 124.7(3) . . ?
C31 C32 C34 120.0(3) . . ?
O4 C32 C34 115.3(3) . . ?
O4 C33 H33A 109.5 . . ?
O4 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
O4 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C32 C34 C35 120.2(3) . . ?
C32 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C29 121.0(3) . . ?
C34 C35 H35 119.5 . . ?
C29 C35 H35 119.5 . . ?
C1 N1 C8 108.7(2) . . ?
C1 N1 H1 125.6 . . ?
C8 N1 H1 125.6 . . ?
C17 N2 C24 110.8(2) . . ?
C17 N2 C16 122.4(3) . . ?
C24 N2 C16 126.3(3) . . ?
C10 O2 C11 116.5(3) . . ?
C32 O4 C33 117.8(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.86 2.45 2.955(3) 117.8 3_665

_refine_diff_density_max         0.339
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_2j
_database_code_depnum_ccdc_archive 'CCDC 1942773'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 H28 Cl N O4'
_chemical_formula_sum            'C36 H28 Cl N O4'
_chemical_formula_weight         574.04

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                   9.4484(8)
_cell_length_b                   9.7843(8)
_cell_length_c                   16.5100(12)
_cell_angle_alpha                105.221(2)
_cell_angle_beta                 92.073(3)
_cell_angle_gamma                95.141(3)
_cell_volume                     1464.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    4738
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      22.68

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             600
_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    0.172
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21030
_diffrn_reflns_av_unetI/netI     0.0807
_diffrn_reflns_av_R_equivalents  0.0618
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.168
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5738
_reflns_number_gt                3109
_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)+(0.0528P)²+0.3626P] 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         5738
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1359
_refine_ls_R_factor_gt           0.0580
_refine_ls_wR_factor_ref         0.1332
_refine_ls_wR_factor_gt          0.1101
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7770(3) 0.2888(3) -0.04108(15) 0.0453(7) Uani 1 1 d . . . . .
C2 C 0.7388(4) 0.2256(3) -0.12528(16) 0.0559(8) Uani 1 1 d . . . . .
H2 H 0.8057 0.1890 -0.1628 0.067 Uiso 1 1 calc R U . . .
C3 C 0.5987(4) 0.2191(3) -0.15083(17) 0.0643(9) Uani 1 1 d . . . . .
H3 H 0.5704 0.1788 -0.2073 0.077 Uiso 1 1 calc R U . . .
C4 C 0.4965(4) 0.2712(3) -0.09481(19) 0.0630(9) Uani 1 1 d . . . . .
H4 H 0.4020 0.2643 -0.1145 0.076 Uiso 1 1 calc R U . . .
C5 C 0.5341(3) 0.3330(3) -0.01040(17) 0.0523(7) Uani 1 1 d . . . . .
H5 H 0.4660 0.3667 0.0270 0.063 Uiso 1 1 calc R U . . .
C6 C 0.6776(3) 0.3431(3) 0.01705(15) 0.0427(6) Uani 1 1 d . . . . .
C7 C 0.7538(3) 0.3957(2) 0.09745(14) 0.0396(6) Uani 1 1 d . . . . .
C8 C 0.8918(3) 0.3719(2) 0.08633(13) 0.0391(6) Uani 1 1 d . . . . .
C9 C 1.0103(3) 0.4043(2) 0.15288(13) 0.0383(6) Uani 1 1 d . . . . .
H9 H 1.0807 0.4772 0.1431 0.046 Uiso 1 1 calc R U . . .
C10 C 1.0798(3) 0.2687(3) 0.14867(15) 0.0436(6) Uani 1 1 d . . . . .
C11 C 1.2476(4) 0.1200(4) 0.0759(2) 0.0891(11) Uani 1 1 d . . . . .
H11A H 1.3485 0.1435 0.0917 0.107 Uiso 1 1 calc R U . . .
H11B H 1.2086 0.0601 0.1098 0.107 Uiso 1 1 calc R U . . .
C12 C 1.2280(4) 0.0435(3) -0.0120(2) 0.0967(12) Uani 1 1 d . . . . .
H12A H 1.1300 0.0064 -0.0253 0.145 Uiso 1 1 calc R U . . .
H12B H 1.2868 -0.0336 -0.0233 0.145 Uiso 1 1 calc R U . . .
H12C H 1.2543 0.1069 -0.0458 0.145 Uiso 1 1 calc R U . . .
C13 C 0.6982(3) 0.4682(2) 0.17987(14) 0.0393(6) Uani 1 1 d . . . . .
H13 H 0.6370 0.5381 0.1692 0.047 Uiso 1 1 calc R U . . .
C14 C 0.6068(3) 0.3661(3) 0.21648(14) 0.0397(6) Uani 1 1 d . . . . .
C15 C 0.4814(3) 0.4070(3) 0.25217(16) 0.0517(7) Uani 1 1 d . . . . .
H15 H 0.4540 0.4959 0.2523 0.062 Uiso 1 1 calc R U . . .
C16 C 0.3965(3) 0.3190(3) 0.28750(17) 0.0602(8) Uani 1 1 d . . . . .
H16 H 0.3129 0.3483 0.3113 0.072 Uiso 1 1 calc R U . . .
C17 C 0.4366(3) 0.1886(3) 0.28707(15) 0.0526(7) Uani 1 1 d . . . . .
C18 C 0.5591(3) 0.1434(3) 0.25126(16) 0.0528(7) Uani 1 1 d . . . . .
H18 H 0.5852 0.0539 0.2512 0.063 Uiso 1 1 calc R U . . .
C19 C 0.6432(3) 0.2315(3) 0.21542(15) 0.0460(7) Uani 1 1 d . . . . .
H19 H 0.7252 0.2003 0.1903 0.055 Uiso 1 1 calc R U . . .
C20 C 0.8745(3) 0.6915(3) 0.21493(16) 0.0431(6) Uani 1 1 d . . . . .
C21 C 0.8629(3) 0.8144(3) 0.28710(17) 0.0501(7) Uani 1 1 d . . . . .
C22 C 0.9011(4) 0.9574(3) 0.2941(2) 0.0788(10) Uani 1 1 d . . . . .
H22 H 0.9356 0.9880 0.2491 0.095 Uiso 1 1 calc R U . . .
C23 C 0.8858(5) 1.0518(4) 0.3702(3) 0.1099(14) Uani 1 1 d . . . . .
H23 H 0.9101 1.1485 0.3769 0.132 Uiso 1 1 calc R U . . .
C24 C 0.8348(5) 1.0063(4) 0.4374(3) 0.1089(14) Uani 1 1 d . . . . .
H24 H 0.8270 1.0731 0.4883 0.131 Uiso 1 1 calc R U . . .
C25 C 0.7955(4) 0.8647(3) 0.4306(2) 0.0768(10) Uani 1 1 d . . . . .
H25 H 0.7598 0.8345 0.4754 0.092 Uiso 1 1 calc R U . . .
C26 C 0.8117(3) 0.7692(3) 0.35374(16) 0.0493(7) Uani 1 1 d . . . . .
C27 C 0.7863(3) 0.6130(3) 0.33058(15) 0.0409(6) Uani 1 1 d . . . . .
C28 C 0.8278(3) 0.5538(2) 0.23996(13) 0.0358(6) Uani 1 1 d . . . . .
C29 C 0.9506(2) 0.4588(2) 0.24043(13) 0.0352(6) Uani 1 1 d . . . . .
H29 H 0.9081 0.3738 0.2549 0.042 Uiso 1 1 calc R U . . .
C30 C 1.0682(3) 0.5258(2) 0.30841(14) 0.0363(6) Uani 1 1 d . . . . .
C31 C 1.1704(3) 0.6319(3) 0.30149(16) 0.0459(7) Uani 1 1 d . . . . .
H31 H 1.1673 0.6657 0.2539 0.055 Uiso 1 1 calc R U . . .
C32 C 1.2765(3) 0.6884(3) 0.36382(17) 0.0560(8) Uani 1 1 d . . . . .
H32 H 1.3436 0.7598 0.3574 0.067 Uiso 1 1 calc R U . . .
C33 C 1.2858(3) 0.6414(3) 0.43577(16) 0.0537(7) Uani 1 1 d . . . . .
C34 C 1.4080(4) 0.6981(4) 0.50096(19) 0.0868(11) Uani 1 1 d . . . . .
H34A H 1.3782 0.6922 0.5550 0.130 Uiso 1 1 calc R U . . .
H34B H 1.4370 0.7956 0.5031 0.130 Uiso 1 1 calc R U . . .
H34C H 1.4865 0.6424 0.4862 0.130 Uiso 1 1 calc R U . . .
C35 C 1.1825(3) 0.5388(3) 0.44345(15) 0.0549(8) Uani 1 1 d . . . . .
H35 H 1.1843 0.5070 0.4918 0.066 Uiso 1 1 calc R U . . .
C36 C 1.0760(3) 0.4814(3) 0.38140(14) 0.0451(7) Uani 1 1 d . . . . .
H36 H 1.0080 0.4114 0.3887 0.054 Uiso 1 1 calc R U . . .
Cl1 Cl 0.33008(10) 0.07752(9) 0.33274(5) 0.0865(3) Uani 1 1 d . . . . .
N1 N 0.9077(2) 0.3070(2) 0.00226(12) 0.0458(6) Uani 1 1 d . . . . .
H1 H 0.9861 0.2822 -0.0193 0.055 Uiso 1 1 calc R U . . .
O1 O 1.0477(2) 0.1865(2) 0.18858(13) 0.0699(6) Uani 1 1 d . . . . .
O2 O 1.1773(2) 0.2502(2) 0.09227(11) 0.0657(6) Uani 1 1 d . . . . .
O3 O 0.9140(2) 0.69818(19) 0.14688(12) 0.0609(5) Uani 1 1 d . . . . .
O4 O 0.74290(19) 0.54165(19) 0.37602(10) 0.0549(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 N1 1.378(3) . ?
C1 C2 1.385(3) . ?
C1 C6 1.405(4) . ?
C2 C3 1.365(4) . ?
C3 C4 1.397(4) . ?
C4 C5 1.385(4) . ?
C5 C6 1.400(4) . ?
C6 C7 1.432(3) . ?
C7 C8 1.355(3) . ?
C7 C13 1.497(3) . ?
C8 N1 1.386(3) . ?
C8 C9 1.492(3) . ?
C9 C10 1.519(3) . ?
C9 C29 1.550(3) . ?
C10 O1 1.192(3) . ?
C10 O2 1.324(3) . ?
C11 C12 1.445(4) . ?
C11 O2 1.455(4) . ?
C13 C14 1.520(3) . ?
C13 C28 1.574(3) . ?
C14 C15 1.386(3) . ?
C14 C19 1.387(3) . ?
C15 C16 1.378(4) . ?
C16 C17 1.361(4) . ?
C17 C18 1.374(4) . ?
C17 Cl1 1.747(3) . ?
C18 C19 1.380(3) . ?
C20 O3 1.213(3) . ?
C20 C21 1.469(4) . ?
C20 C28 1.543(3) . ?
C21 C26 1.377(4) . ?
C21 C22 1.386(4) . ?
C22 C23 1.371(5) . ?
C23 C24 1.386(5) . ?
C24 C25 1.375(5) . ?
C25 C26 1.387(4) . ?
C26 C27 1.469(3) . ?
C27 O4 1.210(3) . ?
C27 C28 1.535(3) . ?
C28 C29 1.550(3) . ?
C29 C30 1.522(3) . ?
C30 C31 1.383(3) . ?
C30 C36 1.386(3) . ?
C31 C32 1.378(3) . ?
C32 C33 1.384(4) . ?
C33 C35 1.370(4) . ?
C33 C34 1.510(4) . ?
C35 C36 1.379(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.9(3) . . ?
N1 C1 C6 107.6(2) . . ?
C2 C1 C6 122.4(3) . . ?
C3 C2 C1 117.2(3) . . ?
C2 C3 C4 122.0(3) . . ?
C5 C4 C3 120.9(3) . . ?
C4 C5 C6 118.1(3) . . ?
C5 C6 C1 119.3(2) . . ?
C5 C6 C7 133.8(2) . . ?
C1 C6 C7 106.9(2) . . ?
C8 C7 C6 107.3(2) . . ?
C8 C7 C13 124.3(2) . . ?
C6 C7 C13 128.3(2) . . ?
C7 C8 N1 109.5(2) . . ?
C7 C8 C9 126.7(2) . . ?
N1 C8 C9 123.7(2) . . ?
C8 C9 C10 108.49(19) . . ?
C8 C9 C29 109.6(2) . . ?
C10 C9 C29 109.89(18) . . ?
O1 C10 O2 124.0(2) . . ?
O1 C10 C9 124.7(2) . . ?
O2 C10 C9 111.2(2) . . ?
C12 C11 O2 110.6(3) . . ?
C7 C13 C14 112.58(19) . . ?
C7 C13 C28 108.21(19) . . ?
C14 C13 C28 114.40(18) . . ?
C15 C14 C19 117.9(2) . . ?
C15 C14 C13 119.6(2) . . ?
C19 C14 C13 122.6(2) . . ?
C16 C15 C14 121.6(3) . . ?
C17 C16 C15 119.1(3) . . ?
C16 C17 C18 121.0(3) . . ?
C16 C17 Cl1 119.2(2) . . ?
C18 C17 Cl1 119.7(2) . . ?
C17 C18 C19 119.6(3) . . ?
C18 C19 C14 120.7(2) . . ?
O3 C20 C21 125.2(2) . . ?
O3 C20 C28 125.9(2) . . ?
C21 C20 C28 108.9(2) . . ?
C26 C21 C22 121.4(3) . . ?
C26 C21 C20 110.1(2) . . ?
C22 C21 C20 128.5(3) . . ?
C23 C22 C21 117.2(3) . . ?
C22 C23 C24 121.4(3) . . ?
C25 C24 C23 121.7(3) . . ?
C24 C25 C26 116.9(3) . . ?
C21 C26 C25 121.4(3) . . ?
C21 C26 C27 110.1(2) . . ?
C25 C26 C27 128.4(3) . . ?
O4 C27 C26 125.7(2) . . ?
O4 C27 C28 125.1(2) . . ?
C26 C27 C28 109.1(2) . . ?
C27 C28 C20 101.74(19) . . ?
C27 C28 C29 108.96(18) . . ?
C20 C28 C29 112.98(18) . . ?
C27 C28 C13 112.46(19) . . ?
C20 C28 C13 109.71(18) . . ?
C29 C28 C13 110.73(18) . . ?
C30 C29 C9 111.98(19) . . ?
C30 C29 C28 113.42(18) . . ?
C9 C29 C28 113.33(17) . . ?
C31 C30 C36 117.0(2) . . ?
C31 C30 C29 122.9(2) . . ?
C36 C30 C29 120.1(2) . . ?
C32 C31 C30 121.2(2) . . ?
C31 C32 C33 121.6(3) . . ?
C35 C33 C32 117.1(3) . . ?
C35 C33 C34 122.0(3) . . ?
C32 C33 C34 120.9(3) . . ?
C33 C35 C36 121.8(2) . . ?
C35 C36 C30 121.3(2) . . ?
C1 N1 C8 108.7(2) . . ?
C10 O2 C11 118.4(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 178.3(2) . . . . ?
C6 C1 C2 C3 0.8(4) . . . . ?
C1 C2 C3 C4 -1.2(4) . . . . ?
C2 C3 C4 C5 0.4(4) . . . . ?
C3 C4 C5 C6 0.7(4) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C4 C5 C6 C7 -178.4(2) . . . . ?
N1 C1 C6 C5 -177.7(2) . . . . ?
C2 C1 C6 C5 0.3(4) . . . . ?
N1 C1 C6 C7 0.3(3) . . . . ?
C2 C1 C6 C7 178.3(2) . . . . ?
C5 C6 C7 C8 177.2(3) . . . . ?
C1 C6 C7 C8 -0.4(3) . . . . ?
C5 C6 C7 C13 -4.5(4) . . . . ?
C1 C6 C7 C13 178.0(2) . . . . ?
C6 C7 C8 N1 0.3(3) . . . . ?
C13 C7 C8 N1 -178.1(2) . . . . ?
C6 C7 C8 C9 -177.7(2) . . . . ?
C13 C7 C8 C9 3.9(4) . . . . ?
C7 C8 C9 C10 124.9(3) . . . . ?
N1 C8 C9 C10 -52.8(3) . . . . ?
C7 C8 C9 C29 4.9(3) . . . . ?
N1 C8 C9 C29 -172.9(2) . . . . ?
C8 C9 C10 O1 -92.5(3) . . . . ?
C29 C9 C10 O1 27.3(3) . . . . ?
C8 C9 C10 O2 85.0(2) . . . . ?
C29 C9 C10 O2 -155.2(2) . . . . ?
C8 C7 C13 C14 -108.7(3) . . . . ?
C6 C7 C13 C14 73.2(3) . . . . ?
C8 C7 C13 C28 18.7(3) . . . . ?
C6 C7 C13 C28 -159.4(2) . . . . ?
C7 C13 C14 C15 -137.3(2) . . . . ?
C28 C13 C14 C15 98.6(3) . . . . ?
C7 C13 C14 C19 42.3(3) . . . . ?
C28 C13 C14 C19 -81.7(3) . . . . ?
C19 C14 C15 C16 1.5(4) . . . . ?
C13 C14 C15 C16 -178.8(2) . . . . ?
C14 C15 C16 C17 -0.2(4) . . . . ?
C15 C16 C17 C18 -0.7(4) . . . . ?
C15 C16 C17 Cl1 179.4(2) . . . . ?
C16 C17 C18 C19 0.2(4) . . . . ?
Cl1 C17 C18 C19 -179.86(19) . . . . ?
C17 C18 C19 C14 1.2(4) . . . . ?
C15 C14 C19 C18 -2.0(4) . . . . ?
C13 C14 C19 C18 178.3(2) . . . . ?
O3 C20 C21 C26 178.6(3) . . . . ?
C28 C20 C21 C26 -1.2(3) . . . . ?
O3 C20 C21 C22 -4.1(5) . . . . ?
C28 C20 C21 C22 176.1(3) . . . . ?
C26 C21 C22 C23 0.0(5) . . . . ?
C20 C21 C22 C23 -177.0(3) . . . . ?
C21 C22 C23 C24 0.2(6) . . . . ?
C22 C23 C24 C25 -0.8(7) . . . . ?
C23 C24 C25 C26 1.1(6) . . . . ?
C22 C21 C26 C25 0.3(5) . . . . ?
C20 C21 C26 C25 177.8(3) . . . . ?
C22 C21 C26 C27 -177.2(3) . . . . ?
C20 C21 C26 C27 0.3(3) . . . . ?
C24 C25 C26 C21 -0.8(5) . . . . ?
C24 C25 C26 C27 176.2(3) . . . . ?
C21 C26 C27 O4 179.1(2) . . . . ?
C25 C26 C27 O4 1.9(5) . . . . ?
C21 C26 C27 C28 0.8(3) . . . . ?
C25 C26 C27 C28 -176.5(3) . . . . ?
O4 C27 C28 C20 -179.8(2) . . . . ?
C26 C27 C28 C20 -1.4(3) . . . . ?
O4 C27 C28 C29 -60.2(3) . . . . ?
C26 C27 C28 C29 118.2(2) . . . . ?
O4 C27 C28 C13 62.9(3) . . . . ?
C26 C27 C28 C13 -118.7(2) . . . . ?
O3 C20 C28 C27 -178.3(2) . . . . ?
C21 C20 C28 C27 1.5(3) . . . . ?
O3 C20 C28 C29 65.0(3) . . . . ?
C21 C20 C28 C29 -115.1(2) . . . . ?
O3 C20 C28 C13 -59.0(3) . . . . ?
C21 C20 C28 C13 120.8(2) . . . . ?
C7 C13 C28 C27 -170.98(19) . . . . ?
C14 C13 C28 C27 -44.6(3) . . . . ?
C7 C13 C28 C20 76.6(2) . . . . ?
C14 C13 C28 C20 -157.1(2) . . . . ?
C7 C13 C28 C29 -48.8(2) . . . . ?
C14 C13 C28 C29 77.6(2) . . . . ?
C8 C9 C29 C30 -166.66(18) . . . . ?
C10 C9 C29 C30 74.2(2) . . . . ?
C8 C9 C29 C28 -36.8(2) . . . . ?
C10 C9 C29 C28 -155.94(19) . . . . ?
C27 C28 C29 C30 -45.6(2) . . . . ?
C20 C28 C29 C30 66.7(2) . . . . ?
C13 C28 C29 C30 -169.82(17) . . . . ?
C27 C28 C29 C9 -174.77(19) . . . . ?
C20 C28 C29 C9 -62.5(2) . . . . ?
C13 C28 C29 C9 61.0(2) . . . . ?
C9 C29 C30 C31 52.5(3) . . . . ?
C28 C29 C30 C31 -77.4(3) . . . . ?
C9 C29 C30 C36 -127.8(2) . . . . ?
C28 C29 C30 C36 102.4(2) . . . . ?
C36 C30 C31 C32 1.3(4) . . . . ?
C29 C30 C31 C32 -179.0(2) . . . . ?
C30 C31 C32 C33 0.2(4) . . . . ?
C31 C32 C33 C35 -1.7(4) . . . . ?
C31 C32 C33 C34 176.2(3) . . . . ?
C32 C33 C35 C36 1.8(4) . . . . ?
C34 C33 C35 C36 -176.1(3) . . . . ?
C33 C35 C36 C30 -0.4(4) . . . . ?
C31 C30 C36 C35 -1.1(4) . . . . ?
C29 C30 C36 C35 179.1(2) . . . . ?
C2 C1 N1 C8 -177.9(2) . . . . ?
C6 C1 N1 C8 -0.1(3) . . . . ?
C7 C8 N1 C1 -0.1(3) . . . . ?
C9 C8 N1 C1 178.0(2) . . . . ?
O1 C10 O2 C11 1.7(4) . . . . ?
C9 C10 O2 C11 -175.8(2) . . . . ?
C12 C11 O2 C10 122.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.86 2.63 3.070(3) 113.0 .
N1 H1 O3 0.86 2.39 3.025(3) 131.6 2_765

_refine_diff_density_max         0.177
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_1l
_database_code_depnum_ccdc_archive 'CCDC 1942769'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 H33 Cl N2 O5'
_chemical_formula_sum            'C38 H33 Cl N2 O5'
_chemical_formula_weight         633.11

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                   13.4926(7)
_cell_length_b                   9.4573(5)
_cell_length_c                   25.3206(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.8378(17)
_cell_angle_gamma                90
_cell_volume                     3229.3(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    8893
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      26.91

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_F_000             1328
_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    0.166
_shelx_estimated_absorpt_T_min   0.961
_shelx_estimated_absorpt_T_max   0.968
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28168
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_av_R_equivalents  0.0438
_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       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.630
_diffrn_reflns_theta_max         25.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6327
_reflns_number_gt                4107
_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)+(0.0508P)²+1.2319P] 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         6327
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0975
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_ref         0.1245
_refine_ls_wR_factor_gt          0.1063
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.74508(16) 0.2833(2) -0.06111(9) 0.0419(5) Uani 1 1 d . . . . .
C2 C 0.7658(2) 0.2609(3) -0.11378(10) 0.0581(7) Uani 1 1 d . . . . .
H2 H 0.7188 0.2795 -0.1405 0.070 Uiso 1 1 calc R U . . .
C3 C 0.8580(2) 0.2104(3) -0.12494(11) 0.0699(8) Uani 1 1 d . . . . .
H3 H 0.8737 0.1947 -0.1599 0.084 Uiso 1 1 calc R U . . .
C4 C 0.9285(2) 0.1823(3) -0.08504(11) 0.0621(7) Uani 1 1 d . . . . .
H4 H 0.9901 0.1468 -0.0938 0.075 Uiso 1 1 calc R U . . .
C5 C 0.90886(18) 0.2059(2) -0.03308(10) 0.0482(6) Uani 1 1 d . . . . .
H5 H 0.9567 0.1867 -0.0068 0.058 Uiso 1 1 calc R U . . .
C6 C 0.81604(15) 0.2592(2) -0.01995(8) 0.0364(5) Uani 1 1 d . . . . .
C7 C 0.76974(14) 0.29985(19) 0.02806(8) 0.0326(5) Uani 1 1 d . . . . .
C8 C 0.67603(15) 0.3407(2) 0.01467(8) 0.0331(5) Uani 1 1 d . . . . .
C9 C 0.59692(14) 0.3804(2) 0.05168(8) 0.0347(5) Uani 1 1 d . . . . .
H9 H 0.5732 0.4755 0.0426 0.042 Uiso 1 1 calc R U . . .
C10 C 0.51118(15) 0.2770(2) 0.04370(9) 0.0385(5) Uani 1 1 d . . . . .
C11 C 0.45171(18) 0.0488(3) 0.06989(10) 0.0581(7) Uani 1 1 d . . . . .
H11A H 0.4391 0.0199 0.0335 0.070 Uiso 1 1 calc R U . . .
H11B H 0.3898 0.0801 0.0844 0.070 Uiso 1 1 calc R U . . .
C12 C 0.4939(2) -0.0705(3) 0.10137(12) 0.0771(9) Uani 1 1 d . . . . .
H12A H 0.5495 -0.1095 0.0837 0.116 Uiso 1 1 calc R U . . .
H12B H 0.4443 -0.1422 0.1051 0.116 Uiso 1 1 calc R U . . .
H12C H 0.5152 -0.0370 0.1357 0.116 Uiso 1 1 calc R U . . .
C13 C 0.80731(14) 0.29910(19) 0.08446(8) 0.0320(5) Uani 1 1 d . . . . .
H13 H 0.7906 0.2060 0.0987 0.038 Uiso 1 1 calc R U . . .
C14 C 0.91924(14) 0.3127(2) 0.09018(8) 0.0324(5) Uani 1 1 d . . . . .
C15 C 0.97475(16) 0.2061(2) 0.11364(9) 0.0459(6) Uani 1 1 d . . . . .
H15 H 0.9423 0.1292 0.1281 0.055 Uiso 1 1 calc R U . . .
C16 C 1.07716(17) 0.2100(2) 0.11632(10) 0.0531(6) Uani 1 1 d . . . . .
H16 H 1.1132 0.1361 0.1317 0.064 Uiso 1 1 calc R U . . .
C17 C 1.12455(15) 0.3244(2) 0.09589(9) 0.0431(5) Uani 1 1 d . . . . .
C18 C 1.07202(16) 0.4335(2) 0.07295(9) 0.0454(6) Uani 1 1 d . . . . .
H18 H 1.1050 0.5114 0.0595 0.055 Uiso 1 1 calc R U . . .
C19 C 0.96971(15) 0.4268(2) 0.06991(9) 0.0410(5) Uani 1 1 d . . . . .
H19 H 0.9341 0.5004 0.0540 0.049 Uiso 1 1 calc R U . . .
C20 C 1.0089(2) 0.6597(3) 0.27871(11) 0.0734(8) Uani 1 1 d . . . . .
H20 H 0.9658 0.7228 0.2943 0.088 Uiso 1 1 calc R U . . .
C21 C 1.1096(3) 0.6834(5) 0.28289(14) 0.1041(13) Uani 1 1 d . . . . .
H21 H 1.1339 0.7615 0.3014 0.125 Uiso 1 1 calc R U . . .
C22 C 1.1731(3) 0.5931(6) 0.26012(16) 0.1144(14) Uani 1 1 d . . . . .
H22 H 1.2411 0.6083 0.2634 0.137 Uiso 1 1 calc R U . . .
C23 C 1.1372(2) 0.4801(5) 0.23236(15) 0.1057(13) Uani 1 1 d . . . . .
H23 H 1.1807 0.4191 0.2160 0.127 Uiso 1 1 calc R U . . .
C24 C 1.0360(2) 0.4556(3) 0.22828(11) 0.0719(8) Uani 1 1 d . . . . .
H24 H 1.0122 0.3778 0.2094 0.086 Uiso 1 1 calc R U . . .
C25 C 0.97093(17) 0.5445(2) 0.25181(8) 0.0459(6) Uani 1 1 d . . . . .
C26 C 0.86138(16) 0.5161(3) 0.24941(8) 0.0457(6) Uani 1 1 d . . . . .
H26A H 0.8483 0.4297 0.2686 0.055 Uiso 1 1 calc R U . . .
H26B H 0.8276 0.5927 0.2669 0.055 Uiso 1 1 calc R U . . .
C27 C 0.78189(15) 0.3819(2) 0.17521(8) 0.0364(5) Uani 1 1 d . . . . .
C28 C 0.74911(14) 0.41025(19) 0.11752(8) 0.0307(5) Uani 1 1 d . . . . .
C29 C 0.77337(14) 0.56588(19) 0.11139(8) 0.0311(5) Uani 1 1 d . . . . .
C30 C 0.75727(14) 0.6592(2) 0.07043(8) 0.0354(5) Uani 1 1 d . . . . .
H30 H 0.7328 0.6269 0.0378 0.042 Uiso 1 1 calc R U . . .
C31 C 0.77776(15) 0.8029(2) 0.07788(9) 0.0414(5) Uani 1 1 d . . . . .
C32 C 0.7653(2) 0.9051(3) 0.03257(11) 0.0643(8) Uani 1 1 d . . . . .
H32A H 0.7240 0.9823 0.0428 0.096 Uiso 1 1 calc R U . . .
H32B H 0.7350 0.8575 0.0027 0.096 Uiso 1 1 calc R U . . .
H32C H 0.8291 0.9405 0.0232 0.096 Uiso 1 1 calc R U . . .
C33 C 0.81023(16) 0.8479(2) 0.12724(10) 0.0475(6) Uani 1 1 d . . . . .
H33 H 0.8204 0.9441 0.1327 0.057 Uiso 1 1 calc R U . . .
C34 C 0.82830(17) 0.7562(2) 0.16896(9) 0.0451(6) Uani 1 1 d . . . . .
H34 H 0.8513 0.7886 0.2018 0.054 Uiso 1 1 calc R U . . .
C35 C 0.81087(14) 0.6153(2) 0.15977(8) 0.0347(5) Uani 1 1 d . . . . .
C36 C 0.63579(14) 0.3814(2) 0.10945(8) 0.0333(5) Uani 1 1 d . . . . .
H36 H 0.6241 0.2864 0.1234 0.040 Uiso 1 1 calc R U . . .
C37 C 0.57065(16) 0.4809(2) 0.14006(9) 0.0413(5) Uani 1 1 d . . . . .
C38 C 0.5456(2) 0.5880(4) 0.22325(12) 0.0888(10) Uani 1 1 d . . . . .
H38A H 0.5354 0.6761 0.2051 0.133 Uiso 1 1 calc R U . . .
H38B H 0.5828 0.6043 0.2556 0.133 Uiso 1 1 calc R U . . .
H38C H 0.4826 0.5470 0.2310 0.133 Uiso 1 1 calc R U . . .
Cl1 Cl 1.25356(4) 0.33381(8) 0.09846(3) 0.0730(2) Uani 1 1 d . . . . .
N1 N 0.65972(13) 0.33210(19) -0.03894(7) 0.0422(5) Uani 1 1 d . . . . .
H1 H 0.6055 0.3535 -0.0558 0.051 Uiso 1 1 calc R U . . .
N2 N 0.82096(12) 0.50254(17) 0.19595(6) 0.0377(4) Uani 1 1 d . . . . .
O1 O 0.44317(12) 0.2944(2) 0.01360(7) 0.0684(5) Uani 1 1 d . . . . .
O2 O 0.52462(12) 0.16164(16) 0.07250(7) 0.0612(5) Uani 1 1 d . . . . .
O3 O 0.77744(12) 0.26801(16) 0.19765(6) 0.0487(4) Uani 1 1 d . . . . .
O4 O 0.49866(14) 0.5399(2) 0.12227(7) 0.0750(6) Uani 1 1 d . . . . .
O5 O 0.59997(12) 0.49224(18) 0.19021(6) 0.0576(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 N1 1.377(3) . ?
C1 C2 1.388(3) . ?
C1 C6 1.411(3) . ?
C2 C3 1.370(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.391(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.369(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.437(3) . ?
C7 C8 1.355(3) . ?
C7 C13 1.500(3) . ?
C8 N1 1.371(3) . ?
C8 C9 1.491(3) . ?
C9 C10 1.523(3) . ?
C9 C36 1.538(3) . ?
C9 H9 0.9800 . ?
C10 O1 1.185(2) . ?
C10 O2 1.322(3) . ?
C11 O2 1.452(3) . ?
C11 C12 1.485(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.518(3) . ?
C13 C28 1.570(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.379(3) . ?
C14 C19 1.384(3) . ?
C15 C16 1.382(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.367(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.370(3) . ?
C17 Cl1 1.742(2) . ?
C18 C19 1.382(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C25 1.375(3) . ?
C20 C21 1.378(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.352(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.360(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.385(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.366(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.502(3) . ?
C26 N2 1.449(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O3 1.220(2) . ?
C27 N2 1.356(3) . ?
C27 C28 1.536(3) . ?
C28 C29 1.517(3) . ?
C28 C36 1.560(3) . ?
C29 C30 1.374(3) . ?
C29 C35 1.391(3) . ?
C30 C31 1.398(3) . ?
C30 H30 0.9300 . ?
C31 C33 1.378(3) . ?
C31 C32 1.505(3) . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.382(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.371(3) . ?
C34 H34 0.9300 . ?
C35 N2 1.410(3) . ?
C36 C37 1.517(3) . ?
C36 H36 0.9800 . ?
C37 O4 1.196(3) . ?
C37 O5 1.322(3) . ?
C38 O5 1.448(3) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.8(2) . . ?
N1 C1 C6 108.04(18) . . ?
C2 C1 C6 122.2(2) . . ?
C3 C2 C1 117.6(2) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
C2 C3 C4 121.4(3) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
C5 C4 C3 121.2(2) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 C6 119.3(2) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 118.3(2) . . ?
C5 C6 C7 135.5(2) . . ?
C1 C6 C7 106.19(18) . . ?
C8 C7 C6 106.97(18) . . ?
C8 C7 C13 121.60(18) . . ?
C6 C7 C13 131.41(18) . . ?
C7 C8 N1 110.48(18) . . ?
C7 C8 C9 126.55(18) . . ?
N1 C8 C9 122.83(17) . . ?
C8 C9 C10 108.11(16) . . ?
C8 C9 C36 111.73(16) . . ?
C10 C9 C36 111.38(16) . . ?
C8 C9 H9 108.5 . . ?
C10 C9 H9 108.5 . . ?
C36 C9 H9 108.5 . . ?
O1 C10 O2 124.0(2) . . ?
O1 C10 C9 124.4(2) . . ?
O2 C10 C9 111.51(17) . . ?
O2 C11 C12 106.67(19) . . ?
O2 C11 H11A 110.4 . . ?
C12 C11 H11A 110.4 . . ?
O2 C11 H11B 110.4 . . ?
C12 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
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 . . ?
C7 C13 C14 113.28(17) . . ?
C7 C13 C28 110.17(15) . . ?
C14 C13 C28 113.92(15) . . ?
C7 C13 H13 106.3 . . ?
C14 C13 H13 106.3 . . ?
C28 C13 H13 106.3 . . ?
C15 C14 C19 117.59(19) . . ?
C15 C14 C13 120.27(18) . . ?
C19 C14 C13 122.05(17) . . ?
C14 C15 C16 122.0(2) . . ?
C14 C15 H15 119.0 . . ?
C16 C15 H15 119.0 . . ?
C17 C16 C15 118.8(2) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C18 121.0(2) . . ?
C16 C17 Cl1 120.35(17) . . ?
C18 C17 Cl1 118.67(18) . . ?
C17 C18 C19 119.4(2) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C18 C19 C14 121.17(19) . . ?
C18 C19 H19 119.4 . . ?
C14 C19 H19 119.4 . . ?
C25 C20 C21 121.2(3) . . ?
C25 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 119.7(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
C22 C23 C24 120.3(4) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 H23 119.8 . . ?
C25 C24 C23 120.7(3) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C20 118.0(3) . . ?
C24 C25 C26 121.2(2) . . ?
C20 C25 C26 120.8(2) . . ?
N2 C26 C25 113.21(18) . . ?
N2 C26 H26A 108.9 . . ?
C25 C26 H26A 108.9 . . ?
N2 C26 H26B 108.9 . . ?
C25 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
O3 C27 N2 125.94(19) . . ?
O3 C27 C28 125.45(18) . . ?
N2 C27 C28 108.54(17) . . ?
C29 C28 C27 102.13(15) . . ?
C29 C28 C36 111.73(15) . . ?
C27 C28 C36 110.18(15) . . ?
C29 C28 C13 118.81(16) . . ?
C27 C28 C13 104.86(15) . . ?
C36 C28 C13 108.54(15) . . ?
C30 C29 C35 119.53(18) . . ?
C30 C29 C28 132.17(18) . . ?
C35 C29 C28 108.04(16) . . ?
C29 C30 C31 119.78(19) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
C33 C31 C30 118.54(19) . . ?
C33 C31 C32 121.2(2) . . ?
C30 C31 C32 120.3(2) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C31 C33 C34 122.87(19) . . ?
C31 C33 H33 118.6 . . ?
C34 C33 H33 118.6 . . ?
C35 C34 C33 117.0(2) . . ?
C35 C34 H34 121.5 . . ?
C33 C34 H34 121.5 . . ?
C34 C35 C29 122.11(19) . . ?
C34 C35 N2 127.76(19) . . ?
C29 C35 N2 110.03(17) . . ?
C37 C36 C9 107.71(16) . . ?
C37 C36 C28 113.95(16) . . ?
C9 C36 C28 115.37(16) . . ?
C37 C36 H36 106.4 . . ?
C9 C36 H36 106.4 . . ?
C28 C36 H36 106.4 . . ?
O4 C37 O5 122.5(2) . . ?
O4 C37 C36 125.0(2) . . ?
O5 C37 C36 112.38(19) . . ?
O5 C38 H38A 109.5 . . ?
O5 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
O5 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C8 N1 C1 108.29(17) . . ?
C8 N1 H1 125.9 . . ?
C1 N1 H1 125.9 . . ?
C27 N2 C35 110.91(16) . . ?
C27 N2 C26 124.52(18) . . ?
C35 N2 C26 124.44(17) . . ?
C10 O2 C11 120.08(17) . . ?
C37 O5 C38 117.7(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O4 0.86 2.38 3.193(3) 157.6 3_665

_refine_diff_density_max         0.257
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.045

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

data_2a
_database_code_depnum_ccdc_archive 'CCDC 1942770'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 N O5'
_chemical_formula_sum            'C37 H31 N O5'
_chemical_formula_weight         569.63

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      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                   9.5940(17)
_cell_length_b                   9.7016(17)
_cell_length_c                   16.666(3)
_cell_angle_alpha                94.120(5)
_cell_angle_beta                 105.428(5)
_cell_angle_gamma                94.267(5)
_cell_volume                     1484.4(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    2481
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      21.09

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_F_000             600
_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    0.084
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18788
_diffrn_reflns_av_unetI/netI     0.2113
_diffrn_reflns_av_R_equivalents  0.1482
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.213
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_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             5206
_reflns_number_gt                2058
_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)+(0.0747P)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         5206
_refine_ls_number_parameters     391
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2487
_refine_ls_R_factor_gt           0.0839
_refine_ls_wR_factor_ref         0.1767
_refine_ls_wR_factor_gt          0.1461
_refine_ls_goodness_of_fit_ref   0.936
_refine_ls_restrained_S_all      0.936
_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 0.2113(4) 0.2174(5) 0.5391(3) 0.0482(11) Uani 1 1 d . . . . .
C2 C 0.2791(4) 0.2604(6) 0.6224(3) 0.0621(13) Uani 1 1 d . . . . .
H2 H 0.3166 0.1967 0.6596 0.075 Uiso 1 1 calc R U . . .
C3 C 0.2897(5) 0.3982(7) 0.6486(3) 0.0776(16) Uani 1 1 d . . . . .
H3 H 0.3353 0.4289 0.7042 0.093 Uiso 1 1 calc R U . . .
C4 C 0.2333(5) 0.4926(6) 0.5933(3) 0.0751(16) Uani 1 1 d . . . . .
H4 H 0.2411 0.5859 0.6128 0.090 Uiso 1 1 calc R U . . .
C5 C 0.1644(4) 0.4514(5) 0.5083(3) 0.0608(13) Uani 1 1 d . . . . .
H5 H 0.1269 0.5154 0.4713 0.073 Uiso 1 1 calc R U . . .
C6 C 0.1550(4) 0.3098(5) 0.4820(2) 0.0453(11) Uani 1 1 d . . . . .
C7 C 0.0971(4) 0.2311(5) 0.4024(2) 0.0422(11) Uani 1 1 d . . . . .
C8 C 0.1224(4) 0.0976(5) 0.4139(2) 0.0437(11) Uani 1 1 d . . . . .
C9 C 0.0889(4) -0.0229(4) 0.3488(2) 0.0403(10) Uani 1 1 d . . . . .
H9 H 0.0134 -0.0882 0.3584 0.048 Uiso 1 1 calc R U . . .
C10 C 0.2253(5) -0.0940(5) 0.3541(3) 0.0476(12) Uani 1 1 d . . . . .
C11 C 0.3717(6) -0.2584(6) 0.4277(3) 0.0966(18) Uani 1 1 d . . . . .
H11A H 0.3467 -0.3578 0.4154 0.116 Uiso 1 1 calc R U . . .
H11B H 0.4315 -0.2286 0.3923 0.116 Uiso 1 1 calc R U . . .
C12 C 0.4508(5) -0.2282(7) 0.5127(3) 0.114(2) Uani 1 1 d . . . . .
H12A H 0.5022 -0.1373 0.5206 0.171 Uiso 1 1 calc R U . . .
H12B H 0.5189 -0.2958 0.5281 0.171 Uiso 1 1 calc R U . . .
H12C H 0.3849 -0.2309 0.5471 0.171 Uiso 1 1 calc R U . . .
C13 C 0.0221(4) 0.2804(4) 0.3197(2) 0.0432(11) Uani 1 1 d . . . . .
H13 H -0.0510 0.3397 0.3298 0.052 Uiso 1 1 calc R U . . .
C14 C 0.1254(4) 0.3687(4) 0.2851(2) 0.0430(11) Uani 1 1 d . . . . .
C15 C 0.0855(5) 0.4889(5) 0.2499(2) 0.0545(12) Uani 1 1 d . . . . .
H15 H -0.0062 0.5159 0.2481 0.065 Uiso 1 1 calc R U . . .
C16 C 0.1768(6) 0.5703(5) 0.2174(2) 0.0598(13) Uani 1 1 d . . . . .
H16 H 0.1468 0.6512 0.1943 0.072 Uiso 1 1 calc R U . . .
C17 C 0.3105(6) 0.5320(5) 0.2192(2) 0.0523(12) Uani 1 1 d . . . . .
C18 C 0.3791(6) 0.7279(6) 0.1576(3) 0.0980(18) Uani 1 1 d . . . . .
H18A H 0.2894 0.7144 0.1141 0.147 Uiso 1 1 calc R U . . .
H18B H 0.4551 0.7658 0.1357 0.147 Uiso 1 1 calc R U . . .
H18C H 0.3688 0.7909 0.2023 0.147 Uiso 1 1 calc R U . . .
C19 C 0.3551(5) 0.4132(5) 0.2548(3) 0.0566(12) Uani 1 1 d . . . . .
H19 H 0.4472 0.3873 0.2567 0.068 Uiso 1 1 calc R U . . .
C20 C 0.2641(5) 0.3338(4) 0.2872(2) 0.0514(11) Uani 1 1 d . . . . .
H20 H 0.2957 0.2541 0.3112 0.062 Uiso 1 1 calc R U . . .
C21 C -0.2057(4) 0.1100(4) 0.2838(3) 0.0440(11) Uani 1 1 d . . . . .
C22 C -0.3287(5) 0.1271(4) 0.2128(3) 0.0466(11) Uani 1 1 d . . . . .
C23 C -0.4770(6) 0.1013(5) 0.2054(3) 0.0744(14) Uani 1 1 d . . . . .
H23 H -0.5106 0.0725 0.2495 0.089 Uiso 1 1 calc R U . . .
C24 C -0.5705(6) 0.1203(6) 0.1300(5) 0.0989(19) Uani 1 1 d . . . . .
H24 H -0.6698 0.1035 0.1236 0.119 Uiso 1 1 calc R U . . .
C25 C -0.5253(7) 0.1628(7) 0.0639(4) 0.105(2) Uani 1 1 d . . . . .
H25 H -0.5929 0.1724 0.0135 0.126 Uiso 1 1 calc R U . . .
C26 C -0.3781(6) 0.1914(5) 0.0723(3) 0.0799(15) Uani 1 1 d . . . . .
H26 H -0.3454 0.2231 0.0286 0.096 Uiso 1 1 calc R U . . .
C27 C -0.2816(5) 0.1717(4) 0.1472(3) 0.0499(11) Uani 1 1 d . . . . .
C28 C -0.1209(5) 0.1870(4) 0.1703(2) 0.0471(11) Uani 1 1 d . . . . .
C29 C -0.0619(4) 0.1512(4) 0.2598(2) 0.0382(10) Uani 1 1 d . . . . .
C30 C 0.0349(4) 0.0302(4) 0.2607(2) 0.0419(11) Uani 1 1 d . . . . .
H30 H 0.1220 0.0683 0.2467 0.050 Uiso 1 1 calc R U . . .
C31 C -0.0344(4) -0.0891(4) 0.1937(2) 0.0413(11) Uani 1 1 d . . . . .
C32 C -0.1389(4) -0.1884(5) 0.2013(2) 0.0521(12) Uani 1 1 d . . . . .
H32 H -0.1720 -0.1829 0.2489 0.063 Uiso 1 1 calc R U . . .
C33 C -0.1953(4) -0.2953(5) 0.1401(3) 0.0595(13) Uani 1 1 d . . . . .
H33 H -0.2655 -0.3608 0.1476 0.071 Uiso 1 1 calc R U . . .
C34 C -0.1513(6) -0.3088(5) 0.0680(3) 0.0627(13) Uani 1 1 d . . . . .
C35 C -0.2090(6) -0.4328(5) 0.0040(3) 0.108(2) Uani 1 1 d . . . . .
H35A H -0.2045 -0.4082 -0.0501 0.162 Uiso 1 1 calc R U . . .
H35B H -0.3079 -0.4605 0.0024 0.162 Uiso 1 1 calc R U . . .
H35C H -0.1510 -0.5083 0.0191 0.162 Uiso 1 1 calc R U . . .
C36 C -0.0513(6) -0.2076(6) 0.0588(3) 0.0678(14) Uani 1 1 d . . . . .
H36 H -0.0224 -0.2110 0.0098 0.081 Uiso 1 1 calc R U . . .
C37 C 0.0074(4) -0.1013(5) 0.1199(3) 0.0546(12) Uani 1 1 d . . . . .
H37 H 0.0770 -0.0357 0.1119 0.066 Uiso 1 1 calc R U . . .
N1 N 0.1907(3) 0.0875(4) 0.49671(19) 0.0496(9) Uani 1 1 d . . . . .
H1 H 0.2163 0.0124 0.5184 0.059 Uiso 1 1 calc R U . . .
O1 O 0.3120(3) -0.0671(3) 0.31710(19) 0.0712(10) Uani 1 1 d . . . . .
O2 O 0.2399(3) -0.1880(3) 0.40975(18) 0.0708(9) Uani 1 1 d . . . . .
O3 O 0.4135(4) 0.6023(4) 0.18740(19) 0.0831(10) Uani 1 1 d . . . . .
O4 O -0.2120(3) 0.0715(3) 0.35047(17) 0.0683(9) Uani 1 1 d . . . . .
O5 O -0.0483(3) 0.2200(3) 0.12426(16) 0.0645(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.374(5) . ?
C1 C2 1.385(5) . ?
C1 C6 1.387(5) . ?
C2 C3 1.364(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.408(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.432(5) . ?
C7 C8 1.353(5) . ?
C7 C13 1.505(5) . ?
C8 N1 1.375(4) . ?
C8 C9 1.490(5) . ?
C9 C10 1.509(5) . ?
C9 C30 1.560(4) . ?
C9 H9 0.9800 . ?
C10 O1 1.185(4) . ?
C10 O2 1.335(5) . ?
C11 C12 1.416(6) . ?
C11 O2 1.453(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.516(5) . ?
C13 C29 1.568(5) . ?
C13 H13 0.9800 . ?
C14 C15 1.376(5) . ?
C14 C20 1.390(5) . ?
C15 C16 1.377(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.355(6) . ?
C16 H16 0.9300 . ?
C17 C19 1.378(6) . ?
C17 O3 1.398(5) . ?
C18 O3 1.378(6) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.363(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 O4 1.212(4) . ?
C21 C22 1.461(5) . ?
C21 C29 1.568(5) . ?
C22 C27 1.374(5) . ?
C22 C23 1.397(6) . ?
C23 C24 1.369(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.366(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.386(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.378(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.479(5) . ?
C28 O5 1.209(4) . ?
C28 C29 1.525(5) . ?
C29 C30 1.548(5) . ?
C30 C31 1.528(5) . ?
C30 H30 0.9800 . ?
C31 C32 1.376(5) . ?
C31 C37 1.390(5) . ?
C32 C33 1.370(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.377(6) . ?
C33 H33 0.9300 . ?
C34 C36 1.366(6) . ?
C34 C35 1.514(6) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.370(5) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 130.1(4) . . ?
N1 C1 C6 107.7(3) . . ?
C2 C1 C6 122.2(4) . . ?
C3 C2 C1 118.5(5) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 120.7(5) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 121.8(5) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C6 C5 C4 117.0(4) . . ?
C6 C5 H5 121.5 . . ?
C4 C5 H5 121.5 . . ?
C1 C6 C5 119.8(4) . . ?
C1 C6 C7 107.1(4) . . ?
C5 C6 C7 133.0(4) . . ?
C8 C7 C6 106.9(3) . . ?
C8 C7 C13 124.2(4) . . ?
C6 C7 C13 128.9(4) . . ?
C7 C8 N1 109.5(4) . . ?
C7 C8 C9 127.2(3) . . ?
N1 C8 C9 123.3(4) . . ?
C8 C9 C10 108.9(3) . . ?
C8 C9 C30 109.3(3) . . ?
C10 C9 C30 109.6(3) . . ?
C8 C9 H9 109.7 . . ?
C10 C9 H9 109.7 . . ?
C30 C9 H9 109.7 . . ?
O1 C10 O2 123.8(4) . . ?
O1 C10 C9 125.3(4) . . ?
O2 C10 C9 110.8(4) . . ?
C12 C11 O2 110.5(4) . . ?
C12 C11 H11A 109.6 . . ?
O2 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
O2 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
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 . . ?
C7 C13 C14 112.1(3) . . ?
C7 C13 C29 108.3(3) . . ?
C14 C13 C29 115.0(3) . . ?
C7 C13 H13 107.0 . . ?
C14 C13 H13 107.0 . . ?
C29 C13 H13 107.0 . . ?
C15 C14 C20 116.6(4) . . ?
C15 C14 C13 121.1(4) . . ?
C20 C14 C13 122.4(4) . . ?
C14 C15 C16 122.2(4) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 119.7(4) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C16 C17 C19 119.9(4) . . ?
C16 C17 O3 126.2(5) . . ?
C19 C17 O3 114.0(5) . . ?
O3 C18 H18A 109.5 . . ?
O3 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O3 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C17 119.9(4) . . ?
C20 C19 H19 120.0 . . ?
C17 C19 H19 120.0 . . ?
C19 C20 C14 121.7(4) . . ?
C19 C20 H20 119.1 . . ?
C14 C20 H20 119.1 . . ?
O4 C21 C22 126.5(4) . . ?
O4 C21 C29 125.1(4) . . ?
C22 C21 C29 108.4(3) . . ?
C27 C22 C23 120.6(4) . . ?
C27 C22 C21 110.8(4) . . ?
C23 C22 C21 128.6(4) . . ?
C24 C23 C22 116.8(5) . . ?
C24 C23 H23 121.6 . . ?
C22 C23 H23 121.6 . . ?
C25 C24 C23 123.3(5) . . ?
C25 C24 H24 118.4 . . ?
C23 C24 H24 118.4 . . ?
C24 C25 C26 119.6(5) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C27 C26 C25 118.3(5) . . ?
C27 C26 H26 120.9 . . ?
C25 C26 H26 120.9 . . ?
C22 C27 C26 121.4(4) . . ?
C22 C27 C28 109.8(4) . . ?
C26 C27 C28 128.7(4) . . ?
O5 C28 C27 125.0(4) . . ?
O5 C28 C29 125.5(4) . . ?
C27 C28 C29 109.5(3) . . ?
C28 C29 C30 109.4(3) . . ?
C28 C29 C21 101.5(3) . . ?
C30 C29 C21 113.2(3) . . ?
C28 C29 C13 112.1(3) . . ?
C30 C29 C13 111.6(3) . . ?
C21 C29 C13 108.7(3) . . ?
C31 C30 C29 113.3(3) . . ?
C31 C30 C9 111.6(3) . . ?
C29 C30 C9 113.1(3) . . ?
C31 C30 H30 106.1 . . ?
C29 C30 H30 106.1 . . ?
C9 C30 H30 106.1 . . ?
C32 C31 C37 116.4(4) . . ?
C32 C31 C30 123.6(3) . . ?
C37 C31 C30 120.0(4) . . ?
C33 C32 C31 121.4(4) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C32 C33 C34 122.1(4) . . ?
C32 C33 H33 119.0 . . ?
C34 C33 H33 119.0 . . ?
C36 C34 C33 116.7(4) . . ?
C36 C34 C35 122.5(5) . . ?
C33 C34 C35 120.8(5) . . ?
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 C37 121.8(4) . . ?
C34 C36 H36 119.1 . . ?
C37 C36 H36 119.1 . . ?
C36 C37 C31 121.6(4) . . ?
C36 C37 H37 119.2 . . ?
C31 C37 H37 119.2 . . ?
C1 N1 C8 108.7(3) . . ?
C1 N1 H1 125.6 . . ?
C8 N1 H1 125.6 . . ?
C10 O2 C11 118.1(3) . . ?
C18 O3 C17 116.2(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
N1 C1 C2 C3 177.7(4) . . . . ?
C6 C1 C2 C3 0.3(6) . . . . ?
C1 C2 C3 C4 0.4(7) . . . . ?
C2 C3 C4 C5 -0.6(7) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
N1 C1 C6 C5 -178.6(3) . . . . ?
C2 C1 C6 C5 -0.7(6) . . . . ?
N1 C1 C6 C7 0.6(4) . . . . ?
C2 C1 C6 C7 178.5(3) . . . . ?
C4 C5 C6 C1 0.4(5) . . . . ?
C4 C5 C6 C7 -178.5(4) . . . . ?
C1 C6 C7 C8 -1.0(4) . . . . ?
C5 C6 C7 C8 178.0(4) . . . . ?
C1 C6 C7 C13 179.1(4) . . . . ?
C5 C6 C7 C13 -1.8(7) . . . . ?
C6 C7 C8 N1 1.1(4) . . . . ?
C13 C7 C8 N1 -179.1(3) . . . . ?
C6 C7 C8 C9 -176.8(3) . . . . ?
C13 C7 C8 C9 3.1(6) . . . . ?
C7 C8 C9 C10 126.4(4) . . . . ?
N1 C8 C9 C10 -51.2(5) . . . . ?
C7 C8 C9 C30 6.7(5) . . . . ?
N1 C8 C9 C30 -170.9(3) . . . . ?
C8 C9 C10 O1 -90.0(5) . . . . ?
C30 C9 C10 O1 29.5(5) . . . . ?
C8 C9 C10 O2 86.8(4) . . . . ?
C30 C9 C10 O2 -153.7(3) . . . . ?
C8 C7 C13 C14 -110.3(4) . . . . ?
C6 C7 C13 C14 69.5(5) . . . . ?
C8 C7 C13 C29 17.7(5) . . . . ?
C6 C7 C13 C29 -162.5(3) . . . . ?
C7 C13 C14 C15 -136.8(4) . . . . ?
C29 C13 C14 C15 98.9(4) . . . . ?
C7 C13 C14 C20 43.1(5) . . . . ?
C29 C13 C14 C20 -81.2(4) . . . . ?
C20 C14 C15 C16 0.7(6) . . . . ?
C13 C14 C15 C16 -179.4(3) . . . . ?
C14 C15 C16 C17 0.4(6) . . . . ?
C15 C16 C17 C19 -1.1(6) . . . . ?
C15 C16 C17 O3 178.7(4) . . . . ?
C16 C17 C19 C20 0.8(6) . . . . ?
O3 C17 C19 C20 -179.1(3) . . . . ?
C17 C19 C20 C14 0.3(6) . . . . ?
C15 C14 C20 C19 -1.0(5) . . . . ?
C13 C14 C20 C19 179.1(3) . . . . ?
O4 C21 C22 C27 -179.7(4) . . . . ?
C29 C21 C22 C27 0.8(4) . . . . ?
O4 C21 C22 C23 -1.3(7) . . . . ?
C29 C21 C22 C23 179.2(4) . . . . ?
C27 C22 C23 C24 1.0(6) . . . . ?
C21 C22 C23 C24 -177.2(4) . . . . ?
C22 C23 C24 C25 -0.2(8) . . . . ?
C23 C24 C25 C26 -1.4(10) . . . . ?
C24 C25 C26 C27 2.0(8) . . . . ?
C23 C22 C27 C26 -0.4(6) . . . . ?
C21 C22 C27 C26 178.1(4) . . . . ?
C23 C22 C27 C28 -178.3(4) . . . . ?
C21 C22 C27 C28 0.2(5) . . . . ?
C25 C26 C27 C22 -1.1(7) . . . . ?
C25 C26 C27 C28 176.3(5) . . . . ?
C22 C27 C28 O5 177.3(4) . . . . ?
C26 C27 C28 O5 -0.4(7) . . . . ?
C22 C27 C28 C29 -1.2(5) . . . . ?
C26 C27 C28 C29 -178.9(4) . . . . ?
O5 C28 C29 C30 -57.0(5) . . . . ?
C27 C28 C29 C30 121.5(3) . . . . ?
O5 C28 C29 C21 -176.9(4) . . . . ?
C27 C28 C29 C21 1.6(4) . . . . ?
O5 C28 C29 C13 67.3(5) . . . . ?
C27 C28 C29 C13 -114.2(4) . . . . ?
O4 C21 C29 C28 179.0(4) . . . . ?
C22 C21 C29 C28 -1.4(4) . . . . ?
O4 C21 C29 C30 61.9(5) . . . . ?
C22 C21 C29 C30 -118.6(3) . . . . ?
O4 C21 C29 C13 -62.7(5) . . . . ?
C22 C21 C29 C13 116.9(3) . . . . ?
C7 C13 C29 C28 -170.7(3) . . . . ?
C14 C13 C29 C28 -44.4(4) . . . . ?
C7 C13 C29 C30 -47.6(4) . . . . ?
C14 C13 C29 C30 78.7(4) . . . . ?
C7 C13 C29 C21 78.0(4) . . . . ?
C14 C13 C29 C21 -155.7(3) . . . . ?
C28 C29 C30 C31 -46.6(4) . . . . ?
C21 C29 C30 C31 65.8(4) . . . . ?
C13 C29 C30 C31 -171.2(3) . . . . ?
C28 C29 C30 C9 -174.8(3) . . . . ?
C21 C29 C30 C9 -62.4(4) . . . . ?
C13 C29 C30 C9 60.6(4) . . . . ?
C8 C9 C30 C31 -166.6(3) . . . . ?
C10 C9 C30 C31 74.1(4) . . . . ?
C8 C9 C30 C29 -37.6(4) . . . . ?
C10 C9 C30 C29 -156.8(3) . . . . ?
C29 C30 C31 C32 -79.4(4) . . . . ?
C9 C30 C31 C32 49.6(5) . . . . ?
C29 C30 C31 C37 100.4(4) . . . . ?
C9 C30 C31 C37 -130.6(4) . . . . ?
C37 C31 C32 C33 1.7(6) . . . . ?
C30 C31 C32 C33 -178.5(4) . . . . ?
C31 C32 C33 C34 -0.3(6) . . . . ?
C32 C33 C34 C36 -2.0(7) . . . . ?
C32 C33 C34 C35 176.3(4) . . . . ?
C33 C34 C36 C37 2.9(7) . . . . ?
C35 C34 C36 C37 -175.3(4) . . . . ?
C34 C36 C37 C31 -1.6(7) . . . . ?
C32 C31 C37 C36 -0.8(6) . . . . ?
C30 C31 C37 C36 179.4(4) . . . . ?
C2 C1 N1 C8 -177.6(4) . . . . ?
C6 C1 N1 C8 0.0(4) . . . . ?
C7 C8 N1 C1 -0.7(4) . . . . ?
C9 C8 N1 C1 177.2(3) . . . . ?
O1 C10 O2 C11 1.8(6) . . . . ?
C9 C10 O2 C11 -175.1(4) . . . . ?
C12 C11 O2 C10 117.6(5) . . . . ?
C16 C17 O3 C18 5.5(6) . . . . ?
C19 C17 O3 C18 -174.6(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.86 2.62 3.076(5) 114.1 .
N1 H1 O4 0.86 2.40 3.041(4) 132.1 2_556

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.190
_refine_diff_density_rms         0.045

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

data_3b
_database_code_depnum_ccdc_archive 'CCDC 1942774'
loop_
_audit_author_name
_audit_author_address
Yan 'Yangzhou University'
_audit_update_record             
;
2019-07-24 deposited with the CCDC.	2019-12-02 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 H32 N4 O3'
_chemical_formula_sum            'C39 H32 N4 O3'
_chemical_formula_weight         604.68

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

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

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

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

_cell_length_a                   9.4889(8)
_cell_length_b                   24.389(3)
_cell_length_c                   13.7910(13)
_cell_angle_alpha                90
_cell_angle_beta                 97.529(3)
_cell_angle_gamma                90
_cell_volume                     3164.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    8287
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      25.01

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_F_000             1272
_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    0.081
_shelx_estimated_absorpt_T_min   0.979
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.979
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29796
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.600
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6183
_reflns_number_gt                3911
_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)+(0.0594P)²+0.9423P] 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         6183
_refine_ls_number_parameters     418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0535
_refine_ls_wR_factor_ref         0.1351
_refine_ls_wR_factor_gt          0.1153
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_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 -0.1192(2) 0.35208(8) 0.00745(15) 0.0390(5) Uani 1 1 d . . . . .
C2 C -0.1864(2) 0.35631(9) -0.08791(16) 0.0484(6) Uani 1 1 d . . . . .
H2 H -0.2577 0.3320 -0.1125 0.058 Uiso 1 1 calc R U . . .
C3 C -0.1431(2) 0.39800(10) -0.14469(17) 0.0549(6) Uani 1 1 d . . . . .
H3 H -0.1880 0.4026 -0.2083 0.066 Uiso 1 1 calc R U . . .
C4 C -0.0334(3) 0.43334(10) -0.10858(17) 0.0547(6) Uani 1 1 d . . . . .
H4 H -0.0067 0.4611 -0.1486 0.066 Uiso 1 1 calc R U . . .
C5 C 0.0362(2) 0.42822(9) -0.01530(16) 0.0469(5) Uani 1 1 d . . . . .
H5 H 0.1106 0.4517 0.0074 0.056 Uiso 1 1 calc R U . . .
C6 C -0.0069(2) 0.38692(8) 0.04505(15) 0.0383(5) Uani 1 1 d . . . . .
C7 C 0.0305(2) 0.37158(8) 0.14605(14) 0.0361(5) Uani 1 1 d . . . . .
C8 C -0.0605(2) 0.33101(8) 0.16599(14) 0.0367(5) Uani 1 1 d . . . . .
C9 C -0.0691(2) 0.30457(8) 0.26352(14) 0.0359(5) Uani 1 1 d . . . . .
H9 H -0.0332 0.2670 0.2606 0.043 Uiso 1 1 calc R U . . .
C10 C -0.2220(2) 0.30124(9) 0.28638(16) 0.0435(5) Uani 1 1 d . . . . .
C11 C -0.3664(3) 0.28555(15) 0.4108(2) 0.0869(10) Uani 1 1 d . . . . .
H11A H -0.4088 0.3217 0.4016 0.104 Uiso 1 1 calc R U . . .
H11B H -0.4275 0.2597 0.3719 0.104 Uiso 1 1 calc R U . . .
C12 C -0.3559(4) 0.2711(2) 0.5088(3) 0.1355(17) Uani 1 1 d . . . . .
H12A H -0.3077 0.2365 0.5187 0.203 Uiso 1 1 calc R U . . .
H12B H -0.4494 0.2680 0.5277 0.203 Uiso 1 1 calc R U . . .
H12C H -0.3033 0.2987 0.5478 0.203 Uiso 1 1 calc R U . . .
C13 C 0.1446(2) 0.39455(8) 0.22088(14) 0.0384(5) Uani 1 1 d . . . . .
H13 H 0.1048 0.4273 0.2482 0.046 Uiso 1 1 calc R U . . .
C14 C 0.2796(2) 0.41231(8) 0.18210(14) 0.0390(5) Uani 1 1 d . . . . .
C15 C 0.3366(2) 0.46349(9) 0.20689(16) 0.0480(6) Uani 1 1 d . . . . .
H15 H 0.2914 0.4865 0.2470 0.058 Uiso 1 1 calc R U . . .
C16 C 0.4600(2) 0.48090(10) 0.17272(17) 0.0549(6) Uani 1 1 d . . . . .
H16 H 0.4953 0.5157 0.1894 0.066 Uiso 1 1 calc R U . . .
C17 C 0.5319(2) 0.44781(10) 0.11448(16) 0.0502(6) Uani 1 1 d . . . . .
C18 C 0.6678(3) 0.46694(12) 0.0787(2) 0.0717(8) Uani 1 1 d . . . . .
H18A H 0.6827 0.5051 0.0940 0.108 Uiso 1 1 calc R U . . .
H18B H 0.6605 0.4619 0.0091 0.108 Uiso 1 1 calc R U . . .
H18C H 0.7464 0.4460 0.1101 0.108 Uiso 1 1 calc R U . . .
C19 C 0.4740(2) 0.39683(10) 0.08943(16) 0.0514(6) Uani 1 1 d . . . . .
H19 H 0.5201 0.3737 0.0501 0.062 Uiso 1 1 calc R U . . .
C20 C 0.3496(2) 0.37944(9) 0.12144(16) 0.0475(6) Uani 1 1 d . . . . .
H20 H 0.3122 0.3453 0.1022 0.057 Uiso 1 1 calc R U . . .
C21 C 0.1722(3) 0.34143(11) 0.77433(18) 0.0644(7) Uani 1 1 d . . . . .
H21 H 0.0845 0.3400 0.7973 0.077 Uiso 1 1 calc R U . . .
C22 C 0.2898(3) 0.36035(13) 0.8349(2) 0.0795(9) Uani 1 1 d . . . . .
H22 H 0.2807 0.3715 0.8982 0.095 Uiso 1 1 calc R U . . .
C23 C 0.4186(3) 0.36264(11) 0.8022(2) 0.0723(8) Uani 1 1 d . . . . .
H23 H 0.4976 0.3752 0.8433 0.087 Uiso 1 1 calc R U . . .
C24 C 0.4323(3) 0.34647(10) 0.7085(2) 0.0644(7) Uani 1 1 d . . . . .
H24 H 0.5204 0.3483 0.6860 0.077 Uiso 1 1 calc R U . . .
C25 C 0.3148(2) 0.32736(10) 0.64762(18) 0.0541(6) Uani 1 1 d . . . . .
H25 H 0.3245 0.3163 0.5843 0.065 Uiso 1 1 calc R U . . .
C26 C 0.1836(2) 0.32464(9) 0.68017(16) 0.0448(5) Uani 1 1 d . . . . .
C27 C 0.0550(2) 0.30274(10) 0.61568(15) 0.0480(6) Uani 1 1 d . . . . .
H27A H 0.0633 0.2632 0.6112 0.058 Uiso 1 1 calc R U . . .
H27B H -0.0293 0.3106 0.6461 0.058 Uiso 1 1 calc R U . . .
C28 C 0.0660(2) 0.29784(9) 0.43732(15) 0.0388(5) Uani 1 1 d . . . . .
C29 C 0.0273(2) 0.33512(8) 0.34622(14) 0.0360(5) Uani 1 1 d . . . . .
C30 C -0.04053(19) 0.38409(8) 0.39038(14) 0.0362(5) Uani 1 1 d . . . . .
C31 C -0.1133(2) 0.42905(8) 0.34873(16) 0.0433(5) Uani 1 1 d . . . . .
H31 H -0.1238 0.4338 0.2813 0.052 Uiso 1 1 calc R U . . .
C32 C -0.1713(2) 0.46733(9) 0.40742(18) 0.0529(6) Uani 1 1 d . . . . .
C33 C -0.2510(3) 0.51693(11) 0.3624(2) 0.0797(9) Uani 1 1 d . . . . .
H33A H -0.3511 0.5119 0.3635 0.120 Uiso 1 1 calc R U . . .
H33B H -0.2325 0.5212 0.2961 0.120 Uiso 1 1 calc R U . . .
H33C H -0.2197 0.5491 0.3992 0.120 Uiso 1 1 calc R U . . .
C34 C -0.1547(3) 0.45915(10) 0.50731(19) 0.0636(7) Uani 1 1 d . . . . .
H34 H -0.1917 0.4849 0.5468 0.076 Uiso 1 1 calc R U . . .
C35 C -0.0842(3) 0.41359(10) 0.55093(17) 0.0560(6) Uani 1 1 d . . . . .
H35 H -0.0747 0.4085 0.6183 0.067 Uiso 1 1 calc R U . . .
C36 C -0.0292(2) 0.37642(8) 0.49112(15) 0.0409(5) Uani 1 1 d . . . . .
C37 C 0.1714(2) 0.35154(8) 0.30634(14) 0.0380(5) Uani 1 1 d . . . . .
C38 C 0.2718(2) 0.37678(9) 0.38527(16) 0.0454(5) Uani 1 1 d . . . . .
C39 C 0.2391(2) 0.30105(9) 0.27304(15) 0.0416(5) Uani 1 1 d . . . . .
N1 N -0.14826(17) 0.31764(7) 0.08153(12) 0.0418(4) Uani 1 1 d . . . . .
H1 H -0.2110 0.2920 0.0760 0.050 Uiso 1 1 calc R U . . .
N2 N 0.03689(17) 0.32574(7) 0.51722(12) 0.0413(4) Uani 1 1 d . . . . .
N3 N 0.3500(2) 0.39750(10) 0.44324(16) 0.0699(6) Uani 1 1 d . . . . .
N4 N 0.2901(2) 0.26259(9) 0.24700(15) 0.0615(6) Uani 1 1 d . . . . .
O1 O -0.32468(16) 0.31025(8) 0.22900(12) 0.0681(5) Uani 1 1 d . . . . .
O2 O -0.22579(16) 0.28585(7) 0.37780(11) 0.0574(4) Uani 1 1 d . . . . .
O3 O 0.11845(16) 0.25231(6) 0.43738(11) 0.0535(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 N1 1.378(3) . ?
C1 C2 1.388(3) . ?
C1 C6 1.408(3) . ?
C2 C3 1.378(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.392(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.402(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.441(3) . ?
C7 C8 1.365(3) . ?
C7 C13 1.503(3) . ?
C8 N1 1.379(2) . ?
C8 C9 1.503(3) . ?
C9 C10 1.527(3) . ?
C9 C29 1.555(3) . ?
C9 H9 0.9800 . ?
C10 O1 1.192(2) . ?
C10 O2 1.321(3) . ?
C11 C12 1.387(4) . ?
C11 O2 1.465(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.515(3) . ?
C13 C37 1.573(3) . ?
C13 H13 0.9800 . ?
C14 C15 1.385(3) . ?
C14 C20 1.389(3) . ?
C15 C16 1.385(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.380(3) . ?
C16 H16 0.9300 . ?
C17 C19 1.384(3) . ?
C17 C18 1.514(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.380(3) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C26 1.379(3) . ?
C21 C22 1.382(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.358(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.373(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.386(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.379(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.510(3) . ?
C27 N2 1.458(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 O3 1.217(2) . ?
C28 N2 1.354(3) . ?
C28 C29 1.555(3) . ?
C29 C30 1.521(3) . ?
C29 C37 1.590(3) . ?
C30 C31 1.381(3) . ?
C30 C36 1.392(3) . ?
C31 C32 1.395(3) . ?
C31 H31 0.9300 . ?
C32 C34 1.380(3) . ?
C32 C33 1.515(3) . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.392(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.374(3) . ?
C35 H35 0.9300 . ?
C36 N2 1.411(3) . ?
C37 C38 1.483(3) . ?
C37 C39 1.489(3) . ?
C38 N3 1.136(3) . ?
C39 N4 1.135(3) . ?
N1 H1 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 129.51(19) . . ?
N1 C1 C6 108.06(17) . . ?
C2 C1 C6 122.4(2) . . ?
C3 C2 C1 117.3(2) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 H2 121.3 . . ?
C2 C3 C4 121.2(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 121.6(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C4 C5 C6 118.6(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
C5 C6 C1 118.76(19) . . ?
C5 C6 C7 134.93(19) . . ?
C1 C6 C7 106.15(17) . . ?
C8 C7 C6 107.50(17) . . ?
C8 C7 C13 123.35(18) . . ?
C6 C7 C13 129.14(17) . . ?
C7 C8 N1 109.22(17) . . ?
C7 C8 C9 126.96(18) . . ?
N1 C8 C9 123.81(17) . . ?
C8 C9 C10 111.84(16) . . ?
C8 C9 C29 110.79(16) . . ?
C10 C9 C29 110.96(16) . . ?
C8 C9 H9 107.7 . . ?
C10 C9 H9 107.7 . . ?
C29 C9 H9 107.7 . . ?
O1 C10 O2 124.3(2) . . ?
O1 C10 C9 124.7(2) . . ?
O2 C10 C9 110.95(18) . . ?
C12 C11 O2 110.6(3) . . ?
C12 C11 H11A 109.5 . . ?
O2 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
O2 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
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 . . ?
C7 C13 C14 115.52(16) . . ?
C7 C13 C37 107.29(16) . . ?
C14 C13 C37 113.19(16) . . ?
C7 C13 H13 106.8 . . ?
C14 C13 H13 106.8 . . ?
C37 C13 H13 106.8 . . ?
C15 C14 C20 117.84(19) . . ?
C15 C14 C13 119.43(18) . . ?
C20 C14 C13 122.73(19) . . ?
C14 C15 C16 120.8(2) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 121.5(2) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C19 117.4(2) . . ?
C16 C17 C18 121.1(2) . . ?
C19 C17 C18 121.5(2) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C17 121.6(2) . . ?
C20 C19 H19 119.2 . . ?
C17 C19 H19 119.2 . . ?
C19 C20 C14 120.8(2) . . ?
C19 C20 H20 119.6 . . ?
C14 C20 H20 119.6 . . ?
C26 C21 C22 120.8(3) . . ?
C26 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.0(3) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C25 119.9(3) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 120.5(2) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C25 C26 C21 118.5(2) . . ?
C25 C26 C27 121.3(2) . . ?
C21 C26 C27 120.2(2) . . ?
N2 C27 C26 113.56(18) . . ?
N2 C27 H27A 108.9 . . ?
C26 C27 H27A 108.9 . . ?
N2 C27 H27B 108.9 . . ?
C26 C27 H27B 108.9 . . ?
H27A C27 H27B 107.7 . . ?
O3 C28 N2 125.82(19) . . ?
O3 C28 C29 125.97(18) . . ?
N2 C28 C29 108.16(17) . . ?
C30 C29 C9 115.50(15) . . ?
C30 C29 C28 101.72(16) . . ?
C9 C29 C28 111.48(16) . . ?
C30 C29 C37 111.64(16) . . ?
C9 C29 C37 108.46(15) . . ?
C28 C29 C37 107.69(15) . . ?
C31 C30 C36 119.41(18) . . ?
C31 C30 C29 132.21(18) . . ?
C36 C30 C29 108.22(17) . . ?
C30 C31 C32 120.3(2) . . ?
C30 C31 H31 119.9 . . ?
C32 C31 H31 119.9 . . ?
C34 C32 C31 118.7(2) . . ?
C34 C32 C33 120.6(2) . . ?
C31 C32 C33 120.7(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 . . ?
C32 C34 C35 122.2(2) . . ?
C32 C34 H34 118.9 . . ?
C35 C34 H34 118.9 . . ?
C36 C35 C34 117.8(2) . . ?
C36 C35 H35 121.1 . . ?
C34 C35 H35 121.1 . . ?
C35 C36 C30 121.65(19) . . ?
C35 C36 N2 128.0(2) . . ?
C30 C36 N2 110.24(17) . . ?
C38 C37 C39 107.94(16) . . ?
C38 C37 C13 107.36(16) . . ?
C39 C37 C13 110.75(16) . . ?
C38 C37 C29 110.45(16) . . ?
C39 C37 C29 108.88(16) . . ?
C13 C37 C29 111.41(15) . . ?
N3 C38 C37 177.4(2) . . ?
N4 C39 C37 179.5(2) . . ?
C1 N1 C8 108.95(16) . . ?
C1 N1 H1 125.5 . . ?
C8 N1 H1 125.5 . . ?
C28 N2 C36 111.34(16) . . ?
C28 N2 C27 123.54(18) . . ?
C36 N2 C27 124.66(17) . . ?
C10 O2 C11 115.97(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.86 2.58 3.257(2) 137.0 4_565

_refine_diff_density_max         0.334
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.041

