# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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 2015850'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-08 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         'C29 H28 N2 O5'
_chemical_formula_sum            'C29 H28 N2 O5'
_chemical_formula_weight         484.53

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

_space_group_crystal_system      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                   12.1637(8)
_cell_length_b                   13.7221(9)
_cell_length_c                   15.5122(9)
_cell_angle_alpha                93.1392(19)
_cell_angle_beta                 92.620(2)
_cell_angle_gamma                104.572(2)
_cell_volume                     2497.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    6096
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      23.04

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.089
_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  0.6692
_exptl_absorpt_correction_T_max  0.7455
_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            23157
_diffrn_reflns_av_unetI/netI     0.0790
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.955
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             9520
_reflns_number_gt                5234
_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)+(0.0882P)²+2.9575P] 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         9520
_refine_ls_number_parameters     712
_refine_ls_number_restraints     199
_refine_ls_R_factor_all          0.1652
_refine_ls_R_factor_gt           0.0854
_refine_ls_wR_factor_ref         0.2336
_refine_ls_wR_factor_gt          0.1918
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4059(7) 0.0601(6) -0.0723(5) 0.0850(15) Uani 0.707(7) 1 d D U P A 1
H1 H 0.3765 -0.0095 -0.0790 0.102 Uiso 0.707(7) 1 calc R U P A 1
C2 C 0.4894(7) 0.1063(6) -0.1262(6) 0.0946(16) Uani 0.707(7) 1 d D U P A 1
H2 H 0.5141 0.0678 -0.1688 0.114 Uiso 0.707(7) 1 calc R U P A 1
C3 C 0.5354(6) 0.2094(6) -0.1162(5) 0.0916(17) Uani 0.707(7) 1 d D U P A 1
H3 H 0.5970 0.2397 -0.1473 0.110 Uiso 0.707(7) 1 calc R U P A 1
C4 C 0.4893(6) 0.2673(6) -0.0597(5) 0.0875(16) Uani 0.707(7) 1 d D U P A 1
H4 H 0.5141 0.3373 -0.0564 0.105 Uiso 0.707(7) 1 calc R U P A 1
C5 C 0.4053(6) 0.2188(6) -0.0080(5) 0.0782(15) Uani 0.707(7) 1 d D U P A 1
H5 H 0.3739 0.2582 0.0294 0.094 Uiso 0.707(7) 1 calc R U P A 1
C6 C 0.3654(8) 0.1148(5) -0.0092(7) 0.0703(15) Uani 0.707(7) 1 d D U P A 1
C1' C 0.3496(14) 0.0287(19) -0.0884(11) 0.098(8) Uani 0.293(7) 1 d D . P A 2
H1' H 0.2867 -0.0245 -0.1050 0.118 Uiso 0.293(7) 1 calc R U P A 2
C2' C 0.4455(14) 0.0564(14) -0.1361(12) 0.092(2) Uani 0.293(7) 1 d D U P A 2
H2' H 0.4568 0.0118 -0.1802 0.111 Uiso 0.293(7) 1 calc R U P A 2
C3' C 0.5251(16) 0.1492(15) -0.1195(13) 0.0901(17) Uani 0.293(7) 1 d D U P A 2
H3' H 0.5805 0.1680 -0.1590 0.108 Uiso 0.293(7) 1 calc R U P A 2
C4' C 0.5274(15) 0.2153(15) -0.0482(11) 0.0892(17) Uani 0.293(7) 1 d D U P A 2
H4' H 0.5791 0.2782 -0.0394 0.107 Uiso 0.293(7) 1 calc R U P A 2
C5' C 0.4447(15) 0.1780(14) 0.0088(12) 0.0818(17) Uani 0.293(7) 1 d D U P A 2
H5' H 0.4463 0.2123 0.0625 0.098 Uiso 0.293(7) 1 calc R U P A 2
C6' C 0.360(2) 0.0905(16) -0.0128(16) 0.0756(19) Uani 0.293(7) 1 d D U P A 2
C7 C 0.2754(4) 0.0608(3) 0.0505(3) 0.0603(11) Uani 1 1 d . . . . .
H7A H 0.2277 0.0003 0.0199 0.072 Uiso 0.707(7) 1 calc R U P A 1
H7B H 0.3130 0.0406 0.1005 0.072 Uiso 0.707(7) 1 calc R U P A 1
H7C H 0.2241 -0.0025 0.0278 0.072 Uiso 0.293(7) 1 calc R U P A 2
H7D H 0.3153 0.0460 0.1018 0.072 Uiso 0.293(7) 1 calc R U P A 2
C8 C 0.1153(3) 0.1458(3) 0.0279(2) 0.0413(9) Uani 1 1 d . . . . .
C9 C 0.0774(4) 0.1073(3) -0.0545(3) 0.0557(11) Uani 1 1 d . . . . .
H9 H 0.1143 0.0663 -0.0853 0.067 Uiso 1 1 calc R U . . .
C10 C -0.0167(4) 0.1315(3) -0.0897(3) 0.0646(12) Uani 1 1 d . . . . .
H10 H -0.0444 0.1064 -0.1456 0.078 Uiso 1 1 calc R U . . .
C11 C -0.0709(4) 0.1921(3) -0.0445(3) 0.0659(12) Uani 1 1 d . . . . .
C12 C -0.1687(3) 0.2135(3) -0.0808(3) 0.0677(13) Uani 1 1 d . . . . .
H12A H -0.1474 0.2663 -0.1196 0.102 Uiso 1 1 calc R U . . .
H12B H -0.2106 0.2349 -0.0357 0.102 Uiso 1 1 calc R U . . .
H12C H -0.2153 0.1540 -0.1121 0.102 Uiso 1 1 calc R U . . .
C13 C -0.0320(3) 0.2311(3) 0.0391(3) 0.0588(11) Uani 1 1 d . . . . .
H13 H -0.0697 0.2715 0.0699 0.071 Uiso 1 1 calc R U . . .
C14 C 0.0630(3) 0.2088(3) 0.0752(2) 0.0428(9) Uani 1 1 d . . . . .
C15 C 0.1237(3) 0.2345(3) 0.1638(2) 0.0447(9) Uani 1 1 d . . . . .
C16 C 0.2116(3) 0.1698(3) 0.1600(2) 0.0460(9) Uani 1 1 d . . . . .
C17 C 0.3098(4) 0.3866(3) 0.1666(3) 0.0719(14) Uani 1 1 d . . . . .
H17A H 0.3549 0.4259 0.2157 0.086 Uiso 1 1 calc R U . . .
H17B H 0.3414 0.3304 0.1508 0.086 Uiso 1 1 calc R U . . .
C18 C 0.3075(6) 0.4499(4) 0.0929(4) 0.0886(18) Uani 1 1 d . . . . .
C19 C 0.1723(8) 0.5333(6) 0.0200(5) 0.159(3) Uani 1 1 d . . . . .
H19A H 0.1147 0.4957 -0.0221 0.239 Uiso 1 1 calc R U . . .
H19B H 0.2391 0.5648 -0.0088 0.239 Uiso 1 1 calc R U . . .
H19C H 0.1444 0.5843 0.0502 0.239 Uiso 1 1 calc R U . . .
C20 C 0.1285(4) 0.4203(3) 0.1396(3) 0.0560(11) Uani 1 1 d . . . . .
C21 C 0.1866(3) 0.3494(3) 0.1875(2) 0.0488(10) Uani 1 1 d . . . . .
C22 C 0.0921(3) 0.2880(3) 0.3029(2) 0.0487(10) Uani 1 1 d . . . . .
C23 C 0.0557(3) 0.2130(3) 0.2424(2) 0.0477(10) Uani 1 1 d . . . . .
C24 C -0.0204(4) 0.1188(3) 0.2625(3) 0.0601(12) Uani 1 1 d . . . . .
C25 C -0.0729(4) 0.1213(3) 0.3488(3) 0.0677(13) Uani 1 1 d . . . . .
H25A H -0.0986 0.0528 0.3662 0.081 Uiso 1 1 calc R U . . .
H25B H -0.1391 0.1481 0.3422 0.081 Uiso 1 1 calc R U . . .
C26 C 0.0090(3) 0.1851(3) 0.4207(3) 0.0536(10) Uani 1 1 d . . . . .
C27 C 0.1070(4) 0.1366(4) 0.4393(3) 0.0839(15) Uani 1 1 d . . . . .
H27A H 0.1491 0.1356 0.3886 0.126 Uiso 1 1 calc R U . . .
H27B H 0.0770 0.0688 0.4551 0.126 Uiso 1 1 calc R U . . .
H27C H 0.1564 0.1749 0.4860 0.126 Uiso 1 1 calc R U . . .
C28 C -0.0536(4) 0.1898(4) 0.5034(3) 0.0810(15) Uani 1 1 d . . . . .
H28A H -0.0022 0.2302 0.5481 0.122 Uiso 1 1 calc R U . . .
H28B H -0.0819 0.1228 0.5217 0.122 Uiso 1 1 calc R U . . .
H28C H -0.1161 0.2193 0.4925 0.122 Uiso 1 1 calc R U . . .
C29 C 0.0567(4) 0.2917(3) 0.3929(3) 0.0608(12) Uani 1 1 d . . . . .
H29A H -0.0008 0.3293 0.3968 0.073 Uiso 1 1 calc R U . . .
H29B H 0.1216 0.3262 0.4314 0.073 Uiso 1 1 calc R U . . .
C30 C 0.6774(5) 0.2967(5) 0.3320(4) 0.0999(19) Uani 1 1 d . . . . .
H30 H 0.6888 0.3146 0.3911 0.120 Uiso 1 1 calc R U . . .
C31 C 0.7612(5) 0.3394(4) 0.2781(4) 0.0972(18) Uani 1 1 d . . . . .
H31 H 0.8270 0.3857 0.3012 0.117 Uiso 1 1 calc R U . . .
C32 C 0.7486(6) 0.3148(7) 0.1942(5) 0.127(3) Uani 1 1 d . . . . .
H32 H 0.8060 0.3407 0.1579 0.153 Uiso 1 1 calc R U . . .
C33 C 0.6534(8) 0.2534(10) 0.1636(5) 0.245(7) Uani 1 1 d . . . . .
H33 H 0.6421 0.2374 0.1043 0.294 Uiso 1 1 calc R U . . .
C34 C 0.5672(6) 0.2105(8) 0.2174(5) 0.191(5) Uani 1 1 d . . . . .
H34 H 0.5003 0.1676 0.1923 0.229 Uiso 1 1 calc R U . . .
C35 C 0.5770(4) 0.2281(4) 0.3012(3) 0.0620(12) Uani 1 1 d . . . . .
C36 C 0.4812(4) 0.1811(4) 0.3573(2) 0.0607(11) Uani 1 1 d . . . . .
H36A H 0.4143 0.2037 0.3406 0.073 Uiso 1 1 calc R U . . .
H36B H 0.4624 0.1084 0.3466 0.073 Uiso 1 1 calc R U . . .
C37 C 0.4706(3) 0.2761(3) 0.4964(3) 0.0459(9) Uani 1 1 d . . . . .
C38 C 0.5275(3) 0.2877(3) 0.5888(2) 0.0387(8) Uani 1 1 d . . . . .
C39 C 0.5903(3) 0.2056(2) 0.5853(2) 0.0355(8) Uani 1 1 d . . . . .
C40 C 0.6504(3) 0.1703(3) 0.6479(2) 0.0425(9) Uani 1 1 d . . . . .
H40 H 0.6588 0.1993 0.7042 0.051 Uiso 1 1 calc R U . . .
C41 C 0.6989(3) 0.0910(3) 0.6270(3) 0.0477(10) Uani 1 1 d . . . . .
C42 C 0.7669(4) 0.0562(3) 0.6930(3) 0.0652(12) Uani 1 1 d . . . . .
H42A H 0.7591 -0.0149 0.6822 0.098 Uiso 1 1 calc R U . . .
H42B H 0.7409 0.0687 0.7491 0.098 Uiso 1 1 calc R U . . .
H42C H 0.8454 0.0918 0.6911 0.098 Uiso 1 1 calc R U . . .
C43 C 0.6826(3) 0.0472(3) 0.5437(3) 0.0497(10) Uani 1 1 d . . . . .
H43 H 0.7131 -0.0071 0.5304 0.060 Uiso 1 1 calc R U . . .
C44 C 0.6225(3) 0.0813(3) 0.4794(3) 0.0458(9) Uani 1 1 d . . . . .
H44 H 0.6126 0.0515 0.4233 0.055 Uiso 1 1 calc R U . . .
C45 C 0.5779(3) 0.1609(3) 0.5016(2) 0.0372(8) Uani 1 1 d . . . . .
C46 C 0.6530(3) 0.4579(3) 0.5340(3) 0.0581(11) Uani 1 1 d . . . . .
H46A H 0.6127 0.4276 0.4798 0.070 Uiso 1 1 calc R U . . .
H46B H 0.6488 0.5275 0.5412 0.070 Uiso 1 1 calc R U . . .
C47 C 0.7750(3) 0.4513(3) 0.5365(3) 0.0561(11) Uani 1 1 d . . . . .
C48 C 0.9155(3) 0.4185(4) 0.6474(3) 0.0724(14) Uani 1 1 d . . . . .
H48A H 0.9415 0.4682 0.6948 0.109 Uiso 1 1 calc R U . . .
H48B H 0.9661 0.4333 0.6013 0.109 Uiso 1 1 calc R U . . .
H48C H 0.9144 0.3528 0.6662 0.109 Uiso 1 1 calc R U . . .
C49 C 0.7098(3) 0.4011(3) 0.6674(3) 0.0484(10) Uani 1 1 d . . . . .
C50 C 0.6037(3) 0.3990(3) 0.6099(3) 0.0455(9) Uani 1 1 d . . . . .
C51 C 0.4494(3) 0.3779(3) 0.6894(3) 0.0517(10) Uani 1 1 d . . . . .
C52 C 0.4406(3) 0.2850(3) 0.6555(2) 0.0440(9) Uani 1 1 d . . . . .
C53 C 0.3465(3) 0.2014(3) 0.6724(3) 0.0516(10) Uani 1 1 d . . . . .
C54 C 0.2740(4) 0.2250(3) 0.7441(3) 0.0693(13) Uani 1 1 d . . . . .
H54A H 0.3073 0.2122 0.7990 0.083 Uiso 1 1 calc R U . . .
H54B H 0.1989 0.1790 0.7355 0.083 Uiso 1 1 calc R U . . .
C55 C 0.2610(4) 0.3326(3) 0.7497(3) 0.0637(12) Uani 1 1 d . . . . .
C56 C 0.1909(5) 0.3469(5) 0.6681(4) 0.104(2) Uani 1 1 d . . . . .
H56A H 0.1799 0.4138 0.6712 0.157 Uiso 1 1 calc R U . . .
H56B H 0.1183 0.2985 0.6646 0.157 Uiso 1 1 calc R U . . .
H56C H 0.2310 0.3373 0.6177 0.157 Uiso 1 1 calc R U . . .
C57 C 0.1948(5) 0.3518(4) 0.8269(4) 0.106(2) Uani 1 1 d . . . . .
H57A H 0.2338 0.3403 0.8791 0.159 Uiso 1 1 calc R U . . .
H57B H 0.1200 0.3068 0.8210 0.159 Uiso 1 1 calc R U . . .
H57C H 0.1890 0.4203 0.8292 0.159 Uiso 1 1 calc R U . . .
C58 C 0.3755(3) 0.4096(3) 0.7527(3) 0.0669(13) Uani 1 1 d . . . . .
H58A H 0.3644 0.4749 0.7396 0.080 Uiso 1 1 calc R U . . .
H58B H 0.4119 0.4161 0.8104 0.080 Uiso 1 1 calc R U . . .
N1 N 0.2054(2) 0.1259(2) 0.07892(19) 0.0448(8) Uani 1 1 d . . . . .
N2 N 0.2007(5) 0.4655(3) 0.0813(3) 0.0828(13) Uani 1 1 d . . . . .
N3 N 0.5092(2) 0.2064(2) 0.44950(19) 0.0443(8) Uani 1 1 d . . . . .
N4 N 0.8012(2) 0.4206(2) 0.6165(2) 0.0488(8) Uani 1 1 d . . . . .
O1 O 0.2778(3) 0.1634(2) 0.21902(19) 0.0663(8) Uani 1 1 d . . . . .
O2 O 0.3860(5) 0.4843(4) 0.0497(4) 0.174(3) Uani 1 1 d . . . . .
O3 O 0.0358(3) 0.4330(2) 0.1515(2) 0.0792(10) Uani 1 1 d . . . . .
O4 O 0.1732(2) 0.36760(19) 0.27857(16) 0.0549(7) Uani 1 1 d . . . . .
O5 O -0.0405(3) 0.0438(2) 0.2139(2) 0.0942(12) Uani 1 1 d . . . . .
O6 O 0.4047(2) 0.3228(2) 0.4702(2) 0.0667(8) Uani 1 1 d . . . . .
O7 O 0.8416(3) 0.4712(3) 0.4813(2) 0.0825(10) Uani 1 1 d . . . . .
O8 O 0.7137(2) 0.3874(2) 0.74380(19) 0.0642(8) Uani 1 1 d . . . . .
O9 O 0.5347(2) 0.45012(19) 0.6598(2) 0.0604(8) Uani 1 1 d . . . . .
O10 O 0.3272(3) 0.1197(2) 0.6331(2) 0.0739(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.384(5) . ?
C1 C2 1.395(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.382(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.538(9) . ?
C1' C6' 1.392(5) . ?
C1' C2' 1.393(5) . ?
C1' H1' 0.9300 . ?
C2' C3' 1.395(5) . ?
C2' H2' 0.9300 . ?
C3' C4' 1.387(5) . ?
C3' H3' 0.9300 . ?
C4' C5' 1.389(5) . ?
C4' H4' 0.9300 . ?
C5' C6' 1.387(5) . ?
C5' H5' 0.9300 . ?
C6' C7 1.45(2) . ?
C7 N1 1.446(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C7 H7D 0.9700 . ?
C8 C9 1.368(5) . ?
C8 C14 1.393(5) . ?
C8 N1 1.414(5) . ?
C9 C10 1.370(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.367(6) . ?
C10 H10 0.9300 . ?
C11 C13 1.390(6) . ?
C11 C12 1.397(6) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.372(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.510(5) . ?
C15 C23 1.507(5) . ?
C15 C16 1.553(5) . ?
C15 C21 1.584(5) . ?
C16 O1 1.213(4) . ?
C16 N1 1.355(5) . ?
C17 C18 1.476(8) . ?
C17 C21 1.513(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 O2 1.204(6) . ?
C18 N2 1.375(7) . ?
C19 N2 1.455(7) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 O3 1.205(5) . ?
C20 N2 1.355(6) . ?
C20 C21 1.540(6) . ?
C21 O4 1.445(4) . ?
C22 C23 1.328(5) . ?
C22 O4 1.358(4) . ?
C22 C29 1.482(5) . ?
C23 C24 1.447(5) . ?
C24 O5 1.208(5) . ?
C24 C25 1.512(6) . ?
C25 C26 1.535(6) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C29 1.526(6) . ?
C26 C28 1.528(5) . ?
C26 C27 1.528(6) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.383(7) . ?
C30 C35 1.388(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.319(8) . ?
C31 H31 0.9300 . ?
C32 C33 1.301(10) . ?
C32 H32 0.9300 . ?
C33 C34 1.401(10) . ?
C33 H33 0.9300 . ?
C34 C35 1.304(8) . ?
C34 H34 0.9300 . ?
C35 C36 1.519(6) . ?
C36 N3 1.458(5) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 O6 1.214(4) . ?
C37 N3 1.358(5) . ?
C37 C38 1.546(5) . ?
C38 C52 1.508(5) . ?
C38 C39 1.512(5) . ?
C38 C50 1.583(5) . ?
C39 C40 1.370(5) . ?
C39 C45 1.390(5) . ?
C40 C41 1.393(5) . ?
C40 H40 0.9300 . ?
C41 C43 1.379(5) . ?
C41 C42 1.462(6) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.381(5) . ?
C43 H43 0.9300 . ?
C44 C45 1.371(5) . ?
C44 H44 0.9300 . ?
C45 N3 1.413(5) . ?
C46 C47 1.508(6) . ?
C46 C50 1.523(5) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 O7 1.201(5) . ?
C47 N4 1.381(5) . ?
C48 N4 1.457(5) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 O8 1.211(5) . ?
C49 N4 1.373(5) . ?
C49 C50 1.528(6) . ?
C50 O9 1.447(4) . ?
C51 C52 1.329(5) . ?
C51 O9 1.357(4) . ?
C51 C58 1.482(5) . ?
C52 C53 1.446(5) . ?
C53 O10 1.210(4) . ?
C53 C54 1.522(5) . ?
C54 C55 1.522(6) . ?
C54 H54A 0.9700 . ?
C54 H54B 0.9700 . ?
C55 C58 1.519(6) . ?
C55 C57 1.519(6) . ?
C55 C56 1.543(7) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 H57A 0.9600 . ?
C57 H57B 0.9600 . ?
C57 H57C 0.9600 . ?
C58 H58A 0.9700 . ?
C58 H58B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 121.9(8) . . ?
C6 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C3 C2 C1 119.8(7) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C4 C3 C2 119.6(7) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 118.6(7) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C6 123.5(7) . . ?
C4 C5 H5 118.2 . . ?
C6 C5 H5 118.2 . . ?
C1 C6 C5 115.9(8) . . ?
C1 C6 C7 120.4(6) . . ?
C5 C6 C7 123.6(6) . . ?
C6' C1' C2' 111.6(18) . . ?
C6' C1' H1' 124.2 . . ?
C2' C1' H1' 124.2 . . ?
C1' C2' C3' 121.7(19) . . ?
C1' C2' H2' 119.1 . . ?
C3' C2' H2' 119.1 . . ?
C4' C3' C2' 124.6(19) . . ?
C4' C3' H3' 117.7 . . ?
C2' C3' H3' 117.7 . . ?
C3' C4' C5' 113.1(17) . . ?
C3' C4' H4' 123.5 . . ?
C5' C4' H4' 123.5 . . ?
C6' C5' C4' 121.2(18) . . ?
C6' C5' H5' 119.4 . . ?
C4' C5' H5' 119.4 . . ?
C5' C6' C1' 126(2) . . ?
C5' C6' C7 116.3(14) . . ?
C1' C6' C7 117.8(14) . . ?
N1 C7 C6' 121.7(11) . . ?
N1 C7 C6 111.0(4) . . ?
N1 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
N1 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N1 C7 H7C 106.9 . . ?
C6' C7 H7C 106.9 . . ?
N1 C7 H7D 106.9 . . ?
C6' C7 H7D 106.9 . . ?
H7C C7 H7D 106.7 . . ?
C9 C8 C14 122.6(4) . . ?
C9 C8 N1 127.4(4) . . ?
C14 C8 N1 110.0(3) . . ?
C8 C9 C10 117.6(4) . . ?
C8 C9 H9 121.2 . . ?
C10 C9 H9 121.2 . . ?
C11 C10 C9 121.3(4) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C10 C11 C13 121.0(4) . . ?
C10 C11 C12 120.4(4) . . ?
C13 C11 C12 118.7(4) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C11 118.7(4) . . ?
C14 C13 H13 120.7 . . ?
C11 C13 H13 120.7 . . ?
C13 C14 C8 118.9(3) . . ?
C13 C14 C15 132.2(3) . . ?
C8 C14 C15 108.8(3) . . ?
C23 C15 C14 118.9(3) . . ?
C23 C15 C16 110.0(3) . . ?
C14 C15 C16 101.5(3) . . ?
C23 C15 C21 99.5(3) . . ?
C14 C15 C21 116.8(3) . . ?
C16 C15 C21 110.2(3) . . ?
O1 C16 N1 125.9(4) . . ?
O1 C16 C15 125.4(4) . . ?
N1 C16 C15 108.6(3) . . ?
C18 C17 C21 104.9(4) . . ?
C18 C17 H17A 110.8 . . ?
C21 C17 H17A 110.8 . . ?
C18 C17 H17B 110.8 . . ?
C21 C17 H17B 110.8 . . ?
H17A C17 H17B 108.8 . . ?
O2 C18 N2 124.4(7) . . ?
O2 C18 C17 126.4(7) . . ?
N2 C18 C17 109.2(4) . . ?
N2 C19 H19A 109.5 . . ?
N2 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N2 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 N2 126.1(5) . . ?
O3 C20 C21 126.4(4) . . ?
N2 C20 C21 107.5(4) . . ?
O4 C21 C17 111.0(3) . . ?
O4 C21 C20 106.5(3) . . ?
C17 C21 C20 102.8(3) . . ?
O4 C21 C15 106.0(3) . . ?
C17 C21 C15 118.5(3) . . ?
C20 C21 C15 111.5(3) . . ?
C23 C22 O4 114.9(3) . . ?
C23 C22 C29 127.1(4) . . ?
O4 C22 C29 118.0(3) . . ?
C22 C23 C24 120.8(3) . . ?
C22 C23 C15 109.8(3) . . ?
C24 C23 C15 128.1(3) . . ?
O5 C24 C23 122.4(4) . . ?
O5 C24 C25 122.6(4) . . ?
C23 C24 C25 115.0(3) . . ?
C24 C25 C26 113.5(3) . . ?
C24 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.7 . . ?
C29 C26 C28 109.6(3) . . ?
C29 C26 C27 109.3(4) . . ?
C28 C26 C27 108.5(4) . . ?
C29 C26 C25 110.1(4) . . ?
C28 C26 C25 109.8(3) . . ?
C27 C26 C25 109.5(4) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C22 C29 C26 110.3(3) . . ?
C22 C29 H29A 109.6 . . ?
C26 C29 H29A 109.6 . . ?
C22 C29 H29B 109.6 . . ?
C26 C29 H29B 109.6 . . ?
H29A C29 H29B 108.1 . . ?
C31 C30 C35 122.4(6) . . ?
C31 C30 H30 118.8 . . ?
C35 C30 H30 118.8 . . ?
C32 C31 C30 120.4(6) . . ?
C32 C31 H31 119.8 . . ?
C30 C31 H31 119.8 . . ?
C33 C32 C31 118.1(6) . . ?
C33 C32 H32 121.0 . . ?
C31 C32 H32 121.0 . . ?
C32 C33 C34 122.0(8) . . ?
C32 C33 H33 119.0 . . ?
C34 C33 H33 119.0 . . ?
C35 C34 C33 122.7(7) . . ?
C35 C34 H34 118.7 . . ?
C33 C34 H34 118.7 . . ?
C34 C35 C30 114.3(5) . . ?
C34 C35 C36 121.2(5) . . ?
C30 C35 C36 124.4(4) . . ?
N3 C36 C35 113.4(3) . . ?
N3 C36 H36A 108.9 . . ?
C35 C36 H36A 108.9 . . ?
N3 C36 H36B 108.9 . . ?
C35 C36 H36B 108.9 . . ?
H36A C36 H36B 107.7 . . ?
O6 C37 N3 126.3(4) . . ?
O6 C37 C38 125.7(4) . . ?
N3 C37 C38 108.0(3) . . ?
C52 C38 C39 118.6(3) . . ?
C52 C38 C37 110.7(3) . . ?
C39 C38 C37 101.8(3) . . ?
C52 C38 C50 99.6(3) . . ?
C39 C38 C50 115.9(3) . . ?
C37 C38 C50 110.5(3) . . ?
C40 C39 C45 119.3(3) . . ?
C40 C39 C38 131.7(3) . . ?
C45 C39 C38 109.0(3) . . ?
C39 C40 C41 119.8(3) . . ?
C39 C40 H40 120.1 . . ?
C41 C40 H40 120.1 . . ?
C43 C41 C40 119.2(4) . . ?
C43 C41 C42 121.1(4) . . ?
C40 C41 C42 119.8(4) . . ?
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 122.2(4) . . ?
C41 C43 H43 118.9 . . ?
C44 C43 H43 118.9 . . ?
C45 C44 C43 117.2(4) . . ?
C45 C44 H44 121.4 . . ?
C43 C44 H44 121.4 . . ?
C44 C45 C39 122.3(3) . . ?
C44 C45 N3 128.3(3) . . ?
C39 C45 N3 109.3(3) . . ?
C47 C46 C50 103.9(3) . . ?
C47 C46 H46A 111.0 . . ?
C50 C46 H46A 111.0 . . ?
C47 C46 H46B 111.0 . . ?
C50 C46 H46B 111.0 . . ?
H46A C46 H46B 109.0 . . ?
O7 C47 N4 124.0(4) . . ?
O7 C47 C46 127.9(4) . . ?
N4 C47 C46 108.1(4) . . ?
N4 C48 H48A 109.5 . . ?
N4 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
N4 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O8 C49 N4 125.6(4) . . ?
O8 C49 C50 126.8(4) . . ?
N4 C49 C50 107.6(4) . . ?
O9 C50 C46 112.3(3) . . ?
O9 C50 C49 106.9(3) . . ?
C46 C50 C49 102.7(3) . . ?
O9 C50 C38 105.4(3) . . ?
C46 C50 C38 117.5(3) . . ?
C49 C50 C38 111.8(3) . . ?
C52 C51 O9 114.8(3) . . ?
C52 C51 C58 127.0(4) . . ?
O9 C51 C58 118.2(3) . . ?
C51 C52 C53 121.7(3) . . ?
C51 C52 C38 109.6(3) . . ?
C53 C52 C38 127.8(3) . . ?
O10 C53 C52 123.0(3) . . ?
O10 C53 C54 122.8(4) . . ?
C52 C53 C54 114.2(3) . . ?
C53 C54 C55 114.9(4) . . ?
C53 C54 H54A 108.5 . . ?
C55 C54 H54A 108.5 . . ?
C53 C54 H54B 108.5 . . ?
C55 C54 H54B 108.5 . . ?
H54A C54 H54B 107.5 . . ?
C58 C55 C57 110.6(4) . . ?
C58 C55 C54 111.7(4) . . ?
C57 C55 C54 111.4(4) . . ?
C58 C55 C56 108.0(4) . . ?
C57 C55 C56 106.8(4) . . ?
C54 C55 C56 108.2(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 . . ?
C55 C57 H57A 109.5 . . ?
C55 C57 H57B 109.5 . . ?
H57A C57 H57B 109.5 . . ?
C55 C57 H57C 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C51 C58 C55 110.3(3) . . ?
C51 C58 H58A 109.6 . . ?
C55 C58 H58A 109.6 . . ?
C51 C58 H58B 109.6 . . ?
C55 C58 H58B 109.6 . . ?
H58A C58 H58B 108.1 . . ?
C16 N1 C8 110.8(3) . . ?
C16 N1 C7 124.6(3) . . ?
C8 N1 C7 124.5(3) . . ?
C20 N2 C18 112.7(4) . . ?
C20 N2 C19 123.5(6) . . ?
C18 N2 C19 123.5(5) . . ?
C37 N3 C45 111.5(3) . . ?
C37 N3 C36 123.8(3) . . ?
C45 N3 C36 124.6(3) . . ?
C49 N4 C47 112.6(3) . . ?
C49 N4 C48 123.1(4) . . ?
C47 N4 C48 124.0(4) . . ?
C22 O4 C21 107.3(3) . . ?
C51 O9 C50 107.3(3) . . ?

_refine_diff_density_max         0.626
_refine_diff_density_min         -0.352
_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_4b
_database_code_depnum_ccdc_archive 'CCDC 2015853'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-08 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         'C29 H19 Cl N2 O6'
_chemical_formula_sum            'C29 H19 Cl N2 O6'
_chemical_formula_weight         526.91

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/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.1504(14)
_cell_length_b                   11.8706(13)
_cell_length_c                   16.1002(16)
_cell_angle_alpha                90
_cell_angle_beta                 98.637(3)
_cell_angle_gamma                90
_cell_volume                     2484.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4057
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      22.02

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_F_000             1088
_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    0.202
_shelx_estimated_absorpt_T_min   0.949
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6671
_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            23003
_diffrn_reflns_av_unetI/netI     0.0927
_diffrn_reflns_av_R_equivalents  0.0815
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.536
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4866
_reflns_number_gt                2461
_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)+(0.0431P)²+0.7519P] 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         4866
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1499
_refine_ls_R_factor_gt           0.0558
_refine_ls_wR_factor_ref         0.1219
_refine_ls_wR_factor_gt          0.0972
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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 0.5792(2) 0.5535(3) 0.40559(19) 0.0545(8) Uani 1 1 d . . . . .
H1 H 0.5729 0.4760 0.3984 0.065 Uiso 1 1 calc R U . . .
C2 C 0.6049(2) 0.5970(3) 0.48566(19) 0.0629(9) Uani 1 1 d . . . . .
H2 H 0.6155 0.5488 0.5317 0.075 Uiso 1 1 calc R U . . .
C3 C 0.6148(2) 0.7100(3) 0.4973(2) 0.0620(9) Uani 1 1 d . . . . .
H3 H 0.6318 0.7395 0.5511 0.074 Uiso 1 1 calc R U . . .
C4 C 0.5997(3) 0.7794(3) 0.4296(2) 0.0776(11) Uani 1 1 d . . . . .
H4 H 0.6073 0.8567 0.4373 0.093 Uiso 1 1 calc R U . . .
C5 C 0.5735(3) 0.7370(3) 0.3501(2) 0.0678(10) Uani 1 1 d . . . . .
H5 H 0.5626 0.7860 0.3046 0.081 Uiso 1 1 calc R U . . .
C6 C 0.56301(19) 0.6223(2) 0.33690(17) 0.0384(7) Uani 1 1 d . . . . .
C7 C 0.5366(2) 0.5784(2) 0.24894(16) 0.0461(8) Uani 1 1 d . . . . .
H7A H 0.5841 0.6101 0.2147 0.055 Uiso 1 1 calc R U . . .
H7B H 0.5454 0.4973 0.2496 0.055 Uiso 1 1 calc R U . . .
C8 C 0.4064(2) 0.6990(3) 0.16431(16) 0.0391(7) Uani 1 1 d . . . . .
C9 C 0.28869(19) 0.6961(2) 0.13199(15) 0.0359(7) Uani 1 1 d . . . . .
C10 C 0.2563(2) 0.5948(2) 0.17862(16) 0.0355(7) Uani 1 1 d . . . . .
C11 C 0.1607(2) 0.5525(2) 0.18557(17) 0.0442(7) Uani 1 1 d . . . . .
H11 H 0.1016 0.5860 0.1571 0.053 Uiso 1 1 calc R U . . .
C12 C 0.1540(2) 0.4584(3) 0.23598(18) 0.0475(8) Uani 1 1 d . . . . .
C13 C 0.2405(3) 0.4098(3) 0.27970(18) 0.0525(8) Uani 1 1 d . . . . .
H13 H 0.2342 0.3469 0.3130 0.063 Uiso 1 1 calc R U . . .
C14 C 0.3371(2) 0.4532(2) 0.27480(17) 0.0454(8) Uani 1 1 d . . . . .
H14 H 0.3960 0.4212 0.3049 0.054 Uiso 1 1 calc R U . . .
C15 C 0.3428(2) 0.5452(2) 0.22383(16) 0.0371(7) Uani 1 1 d . . . . .
C16 C 0.1578(3) 0.4290(3) -0.0742(2) 0.0756(11) Uani 1 1 d . . . . .
H16A H 0.0918 0.4316 -0.0556 0.113 Uiso 1 1 calc R U . . .
H16B H 0.1920 0.3600 -0.0557 0.113 Uiso 1 1 calc R U . . .
H16C H 0.1488 0.4325 -0.1345 0.113 Uiso 1 1 calc R U . . .
C17 C 0.3211(3) 0.5402(3) -0.04966(17) 0.0478(8) Uani 1 1 d . . . . .
C18 C 0.3549(2) 0.6523(2) -0.01390(17) 0.0480(8) Uani 1 1 d . . . . .
H18A H 0.3648 0.7048 -0.0582 0.058 Uiso 1 1 calc R U . . .
H18B H 0.4187 0.6458 0.0248 0.058 Uiso 1 1 calc R U . . .
C19 C 0.2678(2) 0.6912(2) 0.03182(15) 0.0388(7) Uani 1 1 d . . . . .
C20 C 0.1791(2) 0.6127(2) -0.00063(16) 0.0406(7) Uani 1 1 d . . . . .
C21 C 0.2339(2) 0.8611(2) 0.22379(19) 0.0465(8) Uani 1 1 d . . . . .
C22 C 0.23971(19) 0.8073(2) 0.14553(16) 0.0369(7) Uani 1 1 d . . . . .
C23 C 0.2126(2) 0.8609(2) 0.07252(17) 0.0395(7) Uani 1 1 d . . . . .
C24 C 0.1677(2) 0.9709(2) 0.06550(18) 0.0410(7) Uani 1 1 d . . . . .
C25 C 0.1315(2) 1.0277(3) -0.0090(2) 0.0531(8) Uani 1 1 d . . . . .
H25 H 0.1364 0.9947 -0.0607 0.064 Uiso 1 1 calc R U . . .
C26 C 0.0887(2) 1.1328(3) -0.0053(2) 0.0645(10) Uani 1 1 d . . . . .
H26 H 0.0645 1.1712 -0.0547 0.077 Uiso 1 1 calc R U . . .
C27 C 0.0813(3) 1.1817(3) 0.0715(3) 0.0723(10) Uani 1 1 d . . . . .
H27 H 0.0522 1.2529 0.0732 0.087 Uiso 1 1 calc R U . . .
C28 C 0.1164(2) 1.1268(3) 0.1451(2) 0.0643(9) Uani 1 1 d . . . . .
H28 H 0.1115 1.1602 0.1966 0.077 Uiso 1 1 calc R U . . .
C29 C 0.1590(2) 1.0214(2) 0.1416(2) 0.0484(8) Uani 1 1 d . . . . .
Cl1 Cl 0.03419(7) 0.40160(8) 0.24437(6) 0.0753(3) Uani 1 1 d . . . . .
N1 N 0.43162(17) 0.60529(19) 0.21071(13) 0.0382(6) Uani 1 1 d . . . . .
N2 N 0.2194(2) 0.52378(19) -0.03948(14) 0.0457(6) Uani 1 1 d . . . . .
O1 O 0.46457(15) 0.77297(17) 0.14823(11) 0.0504(5) Uani 1 1 d . . . . .
O2 O 0.37147(19) 0.47237(19) -0.08178(13) 0.0720(7) Uani 1 1 d . . . . .
O3 O 0.09030(16) 0.62590(17) 0.00677(13) 0.0575(6) Uani 1 1 d . . . . .
O4 O 0.23351(15) 0.80408(15) 0.00439(11) 0.0486(5) Uani 1 1 d . . . . .
O5 O 0.26147(17) 0.82449(18) 0.29302(13) 0.0678(7) Uani 1 1 d . . . . .
O6 O 0.19301(15) 0.96979(16) 0.21781(12) 0.0530(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.366(4) . ?
C1 C2 1.383(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.358(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.356(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.500(4) . ?
C7 N1 1.460(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.217(3) . ?
C8 N1 1.353(3) . ?
C8 C9 1.558(4) . ?
C9 C22 1.499(3) . ?
C9 C10 1.512(4) . ?
C9 C19 1.596(3) . ?
C10 C11 1.374(4) . ?
C10 C15 1.387(3) . ?
C11 C12 1.391(4) . ?
C11 H11 0.9300 . ?
C12 C13 1.372(4) . ?
C12 Cl1 1.738(3) . ?
C13 C14 1.384(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.375(4) . ?
C14 H14 0.9300 . ?
C15 N1 1.411(3) . ?
C16 N2 1.449(4) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 O2 1.207(3) . ?
C17 N2 1.385(4) . ?
C17 C18 1.492(4) . ?
C18 C19 1.523(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 O4 1.460(3) . ?
C19 C20 1.523(4) . ?
C20 O3 1.202(3) . ?
C20 N2 1.373(3) . ?
C21 O5 1.201(3) . ?
C21 O6 1.395(3) . ?
C21 C22 1.425(4) . ?
C22 C23 1.337(3) . ?
C23 O4 1.351(3) . ?
C23 C24 1.430(4) . ?
C24 C29 1.384(4) . ?
C24 C25 1.396(4) . ?
C25 C26 1.374(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.382(5) . ?
C26 H26 0.9300 . ?
C27 C28 1.371(4) . ?
C27 H27 0.9300 . ?
C28 C29 1.375(4) . ?
C28 H28 0.9300 . ?
C29 O6 1.384(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 121.2(3) . . ?
C6 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
C3 C2 C1 120.1(3) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 120.7(3) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C1 C6 C5 117.7(3) . . ?
C1 C6 C7 122.9(3) . . ?
C5 C6 C7 119.4(3) . . ?
N1 C7 C6 113.1(2) . . ?
N1 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
O1 C8 N1 126.9(3) . . ?
O1 C8 C9 124.7(3) . . ?
N1 C8 C9 108.3(2) . . ?
C22 C9 C10 118.0(2) . . ?
C22 C9 C8 111.0(2) . . ?
C10 C9 C8 101.0(2) . . ?
C22 C9 C19 99.58(19) . . ?
C10 C9 C19 117.0(2) . . ?
C8 C9 C19 110.5(2) . . ?
C11 C10 C15 119.4(3) . . ?
C11 C10 C9 131.4(2) . . ?
C15 C10 C9 109.2(2) . . ?
C10 C11 C12 118.7(3) . . ?
C10 C11 H11 120.7 . . ?
C12 C11 H11 120.7 . . ?
C13 C12 C11 121.1(3) . . ?
C13 C12 Cl1 119.2(2) . . ?
C11 C12 Cl1 119.6(2) . . ?
C12 C13 C14 120.8(3) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 117.6(3) . . ?
C15 C14 H14 121.2 . . ?
C13 C14 H14 121.2 . . ?
C14 C15 C10 122.4(3) . . ?
C14 C15 N1 127.7(2) . . ?
C10 C15 N1 109.8(2) . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C17 N2 124.0(3) . . ?
O2 C17 C18 127.6(3) . . ?
N2 C17 C18 108.4(3) . . ?
C17 C18 C19 104.8(2) . . ?
C17 C18 H18A 110.8 . . ?
C19 C18 H18A 110.8 . . ?
C17 C18 H18B 110.8 . . ?
C19 C18 H18B 110.8 . . ?
H18A C18 H18B 108.9 . . ?
O4 C19 C18 110.6(2) . . ?
O4 C19 C20 105.8(2) . . ?
C18 C19 C20 103.9(2) . . ?
O4 C19 C9 105.72(19) . . ?
C18 C19 C9 118.2(2) . . ?
C20 C19 C9 112.1(2) . . ?
O3 C20 N2 126.3(3) . . ?
O3 C20 C19 126.3(3) . . ?
N2 C20 C19 107.4(2) . . ?
O5 C21 O6 117.3(3) . . ?
O5 C21 C22 127.6(3) . . ?
O6 C21 C22 115.1(3) . . ?
C23 C22 C21 121.4(3) . . ?
C23 C22 C9 110.8(2) . . ?
C21 C22 C9 127.2(2) . . ?
C22 C23 O4 114.6(2) . . ?
C22 C23 C24 123.8(3) . . ?
O4 C23 C24 121.6(2) . . ?
C29 C24 C25 119.3(3) . . ?
C29 C24 C23 114.4(3) . . ?
C25 C24 C23 126.3(3) . . ?
C26 C25 C24 119.4(3) . . ?
C26 C25 H25 120.3 . . ?
C24 C25 H25 120.3 . . ?
C25 C26 C27 120.3(3) . . ?
C25 C26 H26 119.9 . . ?
C27 C26 H26 119.9 . . ?
C28 C27 C26 120.9(3) . . ?
C28 C27 H27 119.5 . . ?
C26 C27 H27 119.5 . . ?
C27 C28 C29 118.9(3) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
C28 C29 O6 116.5(3) . . ?
C28 C29 C24 121.2(3) . . ?
O6 C29 C24 122.3(3) . . ?
C8 N1 C15 111.0(2) . . ?
C8 N1 C7 123.4(2) . . ?
C15 N1 C7 125.3(2) . . ?
C20 N2 C17 113.0(2) . . ?
C20 N2 C16 122.8(3) . . ?
C17 N2 C16 123.9(3) . . ?
C23 O4 C19 107.70(19) . . ?
C29 O6 C21 122.7(2) . . ?

_refine_diff_density_max         0.213
_refine_diff_density_min         -0.270
_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_8b
_database_code_depnum_ccdc_archive 'CCDC 2015856'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-08 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         'C25 H23 Cl N2 O4'
_chemical_formula_sum            'C25 H23 Cl N2 O4'
_chemical_formula_weight         450.90

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                   10.4771(16)
_cell_length_b                   10.7740(16)
_cell_length_c                   11.8272(16)
_cell_angle_alpha                111.554(4)
_cell_angle_beta                 103.706(4)
_cell_angle_gamma                95.583(4)
_cell_volume                     1181.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5186
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      23.79

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_F_000             472
_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    0.195
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_T_max  0.962
_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            15267
_diffrn_reflns_av_unetI/netI     0.0546
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.194
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4603
_reflns_number_gt                2861
_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)+(0.0797P)²+0.5995P] 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         4603
_refine_ls_number_parameters     311
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.1091
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.1768
_refine_ls_wR_factor_gt          0.1531
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.190
_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 0.8176(6) 1.0153(5) 0.5106(7) 0.0964(12) Uani 0.719(4) 1 d D U P A 1
H1A H 0.8574 1.0100 0.4442 0.145 Uiso 0.719(4) 1 calc R U P A 1
H1B H 0.8763 1.0810 0.5906 0.145 Uiso 0.719(4) 1 calc R U P A 1
H1C H 0.7330 1.0424 0.4933 0.145 Uiso 0.719(4) 1 calc R U P A 1
C2 C 0.7957(4) 0.8766(4) 0.5165(5) 0.0860(9) Uani 0.719(4) 1 d D U P A 1
H2A H 0.8702 0.8338 0.4991 0.103 Uiso 0.719(4) 1 calc R U P A 1
H2B H 0.7961 0.8895 0.6023 0.103 Uiso 0.719(4) 1 calc R U P A 1
C1' C 0.7593(14) 0.9878(9) 0.4106(16) 0.0840(14) Uani 0.281(4) 1 d D U P A 2
H1D H 0.7156 1.0359 0.4712 0.126 Uiso 0.281(4) 1 calc R U P A 2
H1E H 0.7338 1.0079 0.3368 0.126 Uiso 0.281(4) 1 calc R U P A 2
H1F H 0.8548 1.0157 0.4482 0.126 Uiso 0.281(4) 1 calc R U P A 2
C2' C 0.7173(13) 0.8330(9) 0.3717(14) 0.0818(8) Uani 0.281(4) 1 d D U P A 2
H2C H 0.6577 0.7972 0.2854 0.098 Uiso 0.281(4) 1 calc R U P A 2
H2D H 0.7979 0.7969 0.3661 0.098 Uiso 0.281(4) 1 calc R U P A 2
C3 C 0.6669(3) 0.7819(3) 0.4248(4) 0.0812(7) Uani 1 1 d D U . . .
H3A H 0.5935 0.8249 0.4455 0.097 Uiso 0.719(4) 1 calc R U P A 1
H3B H 0.6654 0.7751 0.3404 0.097 Uiso 0.719(4) 1 calc R U P A 1
H3C H 0.5797 0.8069 0.4147 0.097 Uiso 0.281(4) 1 calc R U P A 2
H3D H 0.7167 0.8351 0.5135 0.097 Uiso 0.281(4) 1 calc R U P A 2
C4 C 0.6377(3) 0.6394(3) 0.4178(3) 0.0631(6) Uani 1 1 d . U . . .
H4A H 0.7050 0.5910 0.3889 0.076 Uiso 1 1 calc R U . . .
H4B H 0.6427 0.6432 0.5020 0.076 Uiso 1 1 calc R U . . .
C5 C 0.3845(2) 0.5820(3) 0.3618(2) 0.0386(6) Uani 1 1 d . . . . .
C6 C 0.3677(3) 0.6570(3) 0.4781(3) 0.0498(7) Uani 1 1 d . . . . .
H6 H 0.4414 0.7054 0.5491 0.060 Uiso 1 1 calc R U . . .
C7 C 0.2384(3) 0.6580(3) 0.4861(3) 0.0512(7) Uani 1 1 d . . . . .
H7 H 0.2242 0.7080 0.5633 0.061 Uiso 1 1 calc R U . . .
C8 C 0.1304(3) 0.5853(3) 0.3802(3) 0.0434(7) Uani 1 1 d . . . . .
C9 C 0.1466(3) 0.5084(3) 0.2634(2) 0.0394(6) Uani 1 1 d . . . . .
H9 H 0.0729 0.4587 0.1929 0.047 Uiso 1 1 calc R U . . .
C10 C 0.2756(2) 0.5082(2) 0.2551(2) 0.0349(6) Uani 1 1 d . . . . .
C11 C 0.3275(3) 0.4385(3) 0.1429(2) 0.0399(6) Uani 1 1 d . . . . .
C12 C 0.4816(3) 0.4853(3) 0.2062(3) 0.0444(7) Uani 1 1 d . . . . .
C13 C 0.1564(4) 0.3919(4) -0.0656(3) 0.0704(10) Uani 1 1 d . . . . .
H13A H 0.0857 0.3976 -0.0249 0.084 Uiso 1 1 calc R U . . .
H13B H 0.1306 0.4234 -0.1332 0.084 Uiso 1 1 calc R U . . .
C14 C 0.2855(3) 0.4834(3) 0.0307(3) 0.0529(8) Uani 1 1 d . . . . .
H14 H 0.3562 0.4749 -0.0114 0.063 Uiso 1 1 calc R U . . .
C15 C 0.2665(4) 0.6280(4) 0.0726(4) 0.0691(10) Uani 1 1 d . . . . .
C16 C 0.3697(6) 0.8584(4) 0.2004(5) 0.1237(18) Uani 1 1 d . . . . .
H16A H 0.3303 0.8819 0.1310 0.186 Uiso 1 1 calc R U . . .
H16B H 0.4579 0.9139 0.2458 0.186 Uiso 1 1 calc R U . . .
H16C H 0.3149 0.8739 0.2569 0.186 Uiso 1 1 calc R U . . .
C17 C 0.0771(4) -0.0252(5) -0.1541(4) 0.0980(13) Uani 1 1 d . . . . .
H17 H 0.0032 0.0156 -0.1621 0.118 Uiso 1 1 calc R U . . .
C18 C 0.0605(7) -0.1662(6) -0.2055(5) 0.1231(19) Uani 1 1 d . . . . .
H18 H -0.0254 -0.2196 -0.2478 0.148 Uiso 1 1 calc R U . . .
C19 C 0.1668(8) -0.2274(5) -0.1953(4) 0.1124(18) Uani 1 1 d . . . . .
H19 H 0.1539 -0.3219 -0.2294 0.135 Uiso 1 1 calc R U . . .
C20 C 0.2897(6) -0.1516(5) -0.1362(4) 0.1037(15) Uani 1 1 d . . . . .
H20 H 0.3630 -0.1937 -0.1307 0.124 Uiso 1 1 calc R U . . .
C21 C 0.3102(4) -0.0108(4) -0.0826(4) 0.0799(11) Uani 1 1 d . . . . .
H21 H 0.3969 0.0405 -0.0404 0.096 Uiso 1 1 calc R U . . .
C22 C 0.2052(3) 0.0539(3) -0.0908(3) 0.0576(8) Uani 1 1 d . . . . .
C23 C 0.2256(3) 0.2037(3) -0.0345(3) 0.0509(7) Uani 1 1 d . . . . .
C24 C 0.2914(3) 0.2844(3) 0.0885(2) 0.0412(6) Uani 1 1 d . . . . .
C25 C 0.3333(3) 0.2224(3) 0.1745(3) 0.0473(7) Uani 1 1 d . . . . .
Cl1 Cl -0.03025(8) 0.59349(9) 0.39416(8) 0.0681(3) Uani 1 1 d . . . . .
N1 N 0.5053(2) 0.5659(2) 0.3313(2) 0.0523(5) Uani 1 1 d . U . . .
N2 N 0.3691(3) 0.1799(3) 0.2490(3) 0.0744(9) Uani 1 1 d . . . . .
O1 O 0.5663(2) 0.4533(2) 0.1526(2) 0.0624(6) Uani 1 1 d . . . . .
O2 O 0.1699(2) 0.2532(2) -0.11901(19) 0.0712(7) Uani 1 1 d . . . . .
O3 O 0.1635(3) 0.6616(3) 0.0396(3) 0.1007(9) Uani 1 1 d . . . . .
O4 O 0.3786(3) 0.7149(3) 0.1512(2) 0.0823(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.519(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.504(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C1' C2' 1.543(5) . ?
C1' H1D 0.9600 . ?
C1' H1E 0.9600 . ?
C1' H1F 0.9600 . ?
C2' C3 1.154(13) . ?
C2' H2C 0.9700 . ?
C2' H2D 0.9700 . ?
C3 C4 1.503(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C4 N1 1.455(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.378(4) . ?
C5 C10 1.389(3) . ?
C5 N1 1.406(3) . ?
C6 C7 1.382(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.378(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.387(4) . ?
C8 Cl1 1.737(3) . ?
C9 C10 1.378(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.520(3) . ?
C11 C24 1.513(4) . ?
C11 C12 1.553(4) . ?
C11 C14 1.557(4) . ?
C12 O1 1.214(3) . ?
C12 N1 1.358(4) . ?
C13 O2 1.430(4) . ?
C13 C14 1.512(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.501(5) . ?
C14 H14 0.9800 . ?
C15 O3 1.195(4) . ?
C15 O4 1.323(5) . ?
C16 O4 1.460(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C22 1.386(5) . ?
C17 C18 1.388(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.351(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.328(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.384(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.361(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.473(4) . ?
C23 O2 1.342(3) . ?
C23 C24 1.351(4) . ?
C24 C25 1.421(4) . ?
C25 N2 1.140(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C3 C2 C1 114.1(4) . . ?
C3 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
C3 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
C2' C1' H1D 109.5 . . ?
C2' C1' H1E 109.5 . . ?
H1D C1' H1E 109.5 . . ?
C2' C1' H1F 109.5 . . ?
H1D C1' H1F 109.5 . . ?
H1E C1' H1F 109.5 . . ?
C3 C2' C1' 126.2(12) . . ?
C3 C2' H2C 105.8 . . ?
C1' C2' H2C 105.8 . . ?
C3 C2' H2D 105.8 . . ?
C1' C2' H2D 105.8 . . ?
H2C C2' H2D 106.2 . . ?
C2' C3 C4 135.3(7) . . ?
C4 C3 C2 118.8(3) . . ?
C4 C3 H3A 107.6 . . ?
C2 C3 H3A 107.6 . . ?
C4 C3 H3B 107.6 . . ?
C2 C3 H3B 107.6 . . ?
H3A C3 H3B 107.1 . . ?
C2' C3 H3C 103.4 . . ?
C4 C3 H3C 103.4 . . ?
C2' C3 H3D 103.4 . . ?
C4 C3 H3D 103.4 . . ?
H3C C3 H3D 105.2 . . ?
N1 C4 C3 111.2(3) . . ?
N1 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C6 C5 C10 121.7(2) . . ?
C6 C5 N1 128.0(2) . . ?
C10 C5 N1 110.3(2) . . ?
C5 C6 C7 118.0(3) . . ?
C5 C6 H6 121.0 . . ?
C7 C6 H6 121.0 . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 121.9(2) . . ?
C7 C8 Cl1 118.6(2) . . ?
C9 C8 Cl1 119.5(2) . . ?
C10 C9 C8 117.8(2) . . ?
C10 C9 H9 121.1 . . ?
C8 C9 H9 121.1 . . ?
C9 C10 C5 120.2(2) . . ?
C9 C10 C11 131.0(2) . . ?
C5 C10 C11 108.8(2) . . ?
C24 C11 C10 113.9(2) . . ?
C24 C11 C12 108.9(2) . . ?
C10 C11 C12 101.2(2) . . ?
C24 C11 C14 107.7(2) . . ?
C10 C11 C14 115.1(2) . . ?
C12 C11 C14 109.7(2) . . ?
O1 C12 N1 126.0(3) . . ?
O1 C12 C11 125.3(3) . . ?
N1 C12 C11 108.7(2) . . ?
O2 C13 C14 111.7(3) . . ?
O2 C13 H13A 109.3 . . ?
C14 C13 H13A 109.3 . . ?
O2 C13 H13B 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C15 C14 C13 108.2(3) . . ?
C15 C14 C11 113.2(2) . . ?
C13 C14 C11 110.6(2) . . ?
C15 C14 H14 108.2 . . ?
C13 C14 H14 108.2 . . ?
C11 C14 H14 108.2 . . ?
O3 C15 O4 123.7(4) . . ?
O3 C15 C14 124.8(4) . . ?
O4 C15 C14 111.5(3) . . ?
O4 C16 H16A 109.5 . . ?
O4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C22 C17 C18 119.2(5) . . ?
C22 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C19 C18 C17 121.2(5) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C20 C19 C18 119.6(5) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.8(5) . . ?
C19 C20 H20 119.6 . . ?
C21 C20 H20 119.6 . . ?
C22 C21 C20 121.0(4) . . ?
C22 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
C21 C22 C17 118.2(4) . . ?
C21 C22 C23 121.5(3) . . ?
C17 C22 C23 120.3(3) . . ?
O2 C23 C24 122.7(3) . . ?
O2 C23 C22 112.5(2) . . ?
C24 C23 C22 124.8(3) . . ?
C23 C24 C25 118.7(3) . . ?
C23 C24 C11 124.8(2) . . ?
C25 C24 C11 116.4(2) . . ?
N2 C25 C24 176.1(3) . . ?
C12 N1 C5 111.1(2) . . ?
C12 N1 C4 124.0(2) . . ?
C5 N1 C4 124.5(2) . . ?
C23 O2 C13 115.3(2) . . ?
C15 O4 C16 115.8(3) . . ?

_refine_diff_density_max         0.419
_refine_diff_density_min         -0.559
_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_3g
_database_code_depnum_ccdc_archive 'CCDC 2015852'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-08 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         'C26 H21 Cl N2 O5'
_chemical_formula_sum            'C26 H21 Cl N2 O5'
_chemical_formula_weight         476.90

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                   11.451(2)
_cell_length_b                   9.7405(16)
_cell_length_c                   21.015(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.850(6)
_cell_angle_gamma                90
_cell_volume                     2285.4(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    7849
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.209
_shelx_estimated_absorpt_T_min   0.952
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6214
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14399
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.808
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             4407
_reflns_number_gt                3552
_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)+(0.0507P)²+0.6598P] 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         4407
_refine_ls_number_parameters     327
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.1048
_refine_ls_wR_factor_gt          0.0976
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.028
_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 0.57482(18) -0.19621(19) 0.23623(9) 0.0501(4) Uani 1 1 d . . . . .
H1 H 0.5223 -0.1378 0.2511 0.060 Uiso 1 1 calc R U . . .
C2 C 0.6819(2) -0.2328(2) 0.27764(10) 0.0619(5) Uani 1 1 d . . . . .
H2 H 0.7008 -0.1990 0.3201 0.074 Uiso 1 1 calc R U . . .
C3 C 0.7603(2) -0.3182(2) 0.25655(12) 0.0660(6) Uani 1 1 d . . . . .
H3 H 0.8322 -0.3426 0.2845 0.079 Uiso 1 1 calc R U . . .
C4 C 0.7322(2) -0.3673(2) 0.19411(13) 0.0716(6) Uani 1 1 d . . . . .
H4 H 0.7852 -0.4253 0.1794 0.086 Uiso 1 1 calc R U . . .
C5 C 0.62525(19) -0.33093(19) 0.15278(10) 0.0570(5) Uani 1 1 d . . . . .
H5 H 0.6069 -0.3647 0.1103 0.068 Uiso 1 1 calc R U . . .
C6 C 0.54518(16) -0.24538(15) 0.17338(8) 0.0387(4) Uani 1 1 d . . . . .
C7 C 0.42846(17) -0.21028(16) 0.12715(9) 0.0438(4) Uani 1 1 d . . . . .
H7A H 0.4315 -0.2410 0.0836 0.053 Uiso 1 1 calc R U . . .
H7B H 0.3641 -0.2595 0.1403 0.053 Uiso 1 1 calc R U . . .
C8 C 0.29887(15) -0.00945(16) 0.13658(8) 0.0376(4) Uani 1 1 d . . . . .
C9 C 0.30374(14) 0.14876(16) 0.12855(8) 0.0361(4) Uani 1 1 d . . . . .
C10 C 0.42030(14) 0.16671(15) 0.10589(7) 0.0339(3) Uani 1 1 d . . . . .
C11 C 0.47168(15) 0.28029(16) 0.08413(8) 0.0376(4) Uani 1 1 d . . . . .
H11 H 0.4372 0.3668 0.0839 0.045 Uiso 1 1 calc R U . . .
C12 C 0.57691(15) 0.26118(16) 0.06257(8) 0.0380(4) Uani 1 1 d . . . . .
C13 C 0.62884(15) 0.13354(17) 0.06127(8) 0.0408(4) Uani 1 1 d . . . . .
H13 H 0.6990 0.1245 0.0463 0.049 Uiso 1 1 calc R U . . .
C14 C 0.57643(15) 0.01921(17) 0.08219(8) 0.0400(4) Uani 1 1 d . . . . .
H14 H 0.6101 -0.0675 0.0814 0.048 Uiso 1 1 calc R U . . .
C15 C 0.47275(14) 0.03754(15) 0.10430(7) 0.0333(3) Uani 1 1 d . . . . .
C16 C 0.32348(18) 0.14271(19) 0.25658(8) 0.0485(4) Uani 1 1 d . . . . .
H16A H 0.2601 0.1500 0.2803 0.058 Uiso 1 1 calc R U . . .
H16B H 0.3355 0.0466 0.2478 0.058 Uiso 1 1 calc R U . . .
C17 C 0.43645(18) 0.20510(19) 0.29473(9) 0.0487(4) Uani 1 1 d . . . . .
C18 C 0.5458(2) 0.4284(2) 0.29478(12) 0.0685(6) Uani 1 1 d . . . . .
H18A H 0.5927 0.4544 0.2641 0.103 Uiso 1 1 calc R U . . .
H18B H 0.5972 0.3895 0.3329 0.103 Uiso 1 1 calc R U . . .
H18C H 0.5064 0.5080 0.3070 0.103 Uiso 1 1 calc R U . . .
C19 C 0.37215(16) 0.35215(17) 0.20875(9) 0.0425(4) Uani 1 1 d . . . . .
C20 C 0.29218(15) 0.22400(17) 0.19338(8) 0.0405(4) Uani 1 1 d . . . . .
C21 C 0.12155(16) 0.26298(18) 0.11658(9) 0.0459(4) Uani 1 1 d . . . . .
C22 C 0.19039(15) 0.19692(16) 0.08307(8) 0.0397(4) Uani 1 1 d . . . . .
C23 C 0.14636(18) 0.1560(2) 0.01618(9) 0.0550(5) Uani 1 1 d . . . . .
C24 C 0.0136(6) 0.1884(8) -0.0123(3) 0.0697(14) Uani 0.623(8) 1 d . U P A 1
H24A H 0.0004 0.1960 -0.0594 0.084 Uiso 0.623(8) 1 calc R U P A 1
H24B H -0.0353 0.1134 -0.0025 0.084 Uiso 0.623(8) 1 calc R U P A 1
C25 C -0.0245(5) 0.3195(7) 0.0147(2) 0.0725(13) Uani 0.623(8) 1 d . U P A 1
H25A H -0.1095 0.3335 -0.0027 0.087 Uiso 0.623(8) 1 calc R U P A 1
H25B H 0.0180 0.3958 0.0007 0.087 Uiso 0.623(8) 1 calc R U P A 1
C24' C 0.0378(11) 0.2392(12) -0.0185(6) 0.0686(17) Uani 0.377(8) 1 d . U P A 2
H24C H -0.0013 0.1941 -0.0588 0.082 Uiso 0.377(8) 1 calc R U P A 2
H24D H 0.0625 0.3302 -0.0290 0.082 Uiso 0.377(8) 1 calc R U P A 2
C25' C -0.0498(7) 0.2497(12) 0.0285(4) 0.0710(16) Uani 0.377(8) 1 d . U P A 2
H25C H -0.1210 0.2989 0.0064 0.085 Uiso 0.377(8) 1 calc R U P A 2
H25D H -0.0743 0.1578 0.0376 0.085 Uiso 0.377(8) 1 calc R U P A 2
C26 C 0.00026(19) 0.3182(2) 0.09007(11) 0.0644(6) Uani 1 1 d . . . . .
H26A H -0.0056 0.4107 0.1062 0.077 Uiso 0.623(8) 1 calc R U P A 1
H26B H -0.0588 0.2617 0.1043 0.077 Uiso 0.623(8) 1 calc R U P A 1
H26C H -0.0503 0.3022 0.1207 0.077 Uiso 0.377(8) 1 calc R U P A 2
H26D H 0.0045 0.4164 0.0832 0.077 Uiso 0.377(8) 1 calc R U P A 2
Cl1 Cl 0.64640(5) 0.40261(5) 0.03552(2) 0.05418(16) Uani 1 1 d . . . . .
N1 N 0.40173(12) -0.06355(13) 0.12507(6) 0.0366(3) Uani 1 1 d . . . . .
N2 N 0.45635(14) 0.32729(15) 0.26494(7) 0.0464(4) Uani 1 1 d . . . . .
O1 O 0.21780(12) -0.07301(12) 0.15177(7) 0.0518(3) Uani 1 1 d . . . . .
O2 O 0.50070(15) 0.16038(17) 0.34338(7) 0.0742(5) Uani 1 1 d . . . . .
O3 O 0.36122(13) 0.45704(12) 0.17732(7) 0.0566(4) Uani 1 1 d . . . . .
O4 O 0.16952(11) 0.27469(14) 0.18119(6) 0.0527(3) Uani 1 1 d . . . . .
O5 O 0.20331(14) 0.08116(18) -0.01227(7) 0.0764(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.375(2) . ?
C1 C2 1.383(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.368(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.366(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.507(2) . ?
C7 N1 1.4602(19) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.216(2) . ?
C8 N1 1.360(2) . ?
C8 C9 1.553(2) . ?
C9 C22 1.505(2) . ?
C9 C10 1.524(2) . ?
C9 C20 1.578(2) . ?
C10 C11 1.378(2) . ?
C10 C15 1.398(2) . ?
C11 C12 1.391(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.381(2) . ?
C12 Cl1 1.7480(17) . ?
C13 C14 1.382(2) . ?
C13 H13 0.9300 . ?
C14 C15 1.379(2) . ?
C14 H14 0.9300 . ?
C15 N1 1.407(2) . ?
C16 C17 1.491(3) . ?
C16 C20 1.519(2) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 O2 1.201(2) . ?
C17 N2 1.387(2) . ?
C18 N2 1.459(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 O3 1.208(2) . ?
C19 N2 1.370(2) . ?
C19 C20 1.539(2) . ?
C20 O4 1.457(2) . ?
C21 C22 1.333(2) . ?
C21 O4 1.352(2) . ?
C21 C26 1.478(3) . ?
C22 C23 1.440(3) . ?
C23 O5 1.220(2) . ?
C23 C24' 1.527(11) . ?
C23 C24 1.538(7) . ?
C24 C25 1.501(11) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.545(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C24' C25' 1.560(17) . ?
C24' H24C 0.9700 . ?
C24' H24D 0.9700 . ?
C25' C26 1.456(9) . ?
C25' H25C 0.9700 . ?
C25' H25D 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 H26C 0.9700 . ?
C26 H26D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.64(18) . . ?
C6 C1 H1 119.7 . . ?
C2 C1 H1 119.7 . . ?
C3 C2 C1 120.4(2) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C4 C3 C2 119.5(2) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C6 C5 C4 121.10(19) . . ?
C6 C5 H5 119.5 . . ?
C4 C5 H5 119.5 . . ?
C1 C6 C5 118.25(17) . . ?
C1 C6 C7 122.32(16) . . ?
C5 C6 C7 119.43(16) . . ?
N1 C7 C6 113.04(13) . . ?
N1 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
O1 C8 N1 126.24(15) . . ?
O1 C8 C9 125.58(15) . . ?
N1 C8 C9 108.17(13) . . ?
C22 C9 C10 117.22(13) . . ?
C22 C9 C8 109.36(13) . . ?
C10 C9 C8 101.71(12) . . ?
C22 C9 C20 100.21(12) . . ?
C10 C9 C20 117.64(13) . . ?
C8 C9 C20 110.80(13) . . ?
C11 C10 C15 119.82(14) . . ?
C11 C10 C9 131.62(14) . . ?
C15 C10 C9 108.37(13) . . ?
C10 C11 C12 117.74(14) . . ?
C10 C11 H11 121.1 . . ?
C12 C11 H11 121.1 . . ?
C13 C12 C11 122.34(15) . . ?
C13 C12 Cl1 118.29(13) . . ?
C11 C12 Cl1 119.38(12) . . ?
C12 C13 C14 119.97(15) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C15 C14 C13 118.04(15) . . ?
C15 C14 H14 121.0 . . ?
C13 C14 H14 121.0 . . ?
C14 C15 C10 122.08(15) . . ?
C14 C15 N1 127.89(14) . . ?
C10 C15 N1 109.97(13) . . ?
C17 C16 C20 105.40(14) . . ?
C17 C16 H16A 110.7 . . ?
C20 C16 H16A 110.7 . . ?
C17 C16 H16B 110.7 . . ?
C20 C16 H16B 110.7 . . ?
H16A C16 H16B 108.8 . . ?
O2 C17 N2 124.37(18) . . ?
O2 C17 C16 127.15(17) . . ?
N2 C17 C16 108.48(16) . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 N2 126.04(17) . . ?
O3 C19 C20 125.92(17) . . ?
N2 C19 C20 108.03(14) . . ?
O4 C20 C16 111.17(14) . . ?
O4 C20 C19 105.51(13) . . ?
C16 C20 C19 103.02(14) . . ?
O4 C20 C9 105.57(13) . . ?
C16 C20 C9 117.64(14) . . ?
C19 C20 C9 113.42(13) . . ?
C22 C21 O4 114.54(16) . . ?
C22 C21 C26 126.37(18) . . ?
O4 C21 C26 119.07(16) . . ?
C21 C22 C23 121.96(16) . . ?
C21 C22 C9 110.04(15) . . ?
C23 C22 C9 126.77(14) . . ?
O5 C23 C22 122.32(17) . . ?
O5 C23 C24' 123.4(5) . . ?
C22 C23 C24' 113.0(5) . . ?
O5 C23 C24 121.5(3) . . ?
C22 C23 C24 115.1(3) . . ?
C25 C24 C23 111.9(6) . . ?
C25 C24 H24A 109.2 . . ?
C23 C24 H24A 109.2 . . ?
C25 C24 H24B 109.2 . . ?
C23 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C24 C25 C26 112.3(5) . . ?
C24 C25 H25A 109.2 . . ?
C26 C25 H25A 109.2 . . ?
C24 C25 H25B 109.2 . . ?
C26 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
C23 C24' C25' 107.6(9) . . ?
C23 C24' H24C 110.2 . . ?
C25' C24' H24C 110.2 . . ?
C23 C24' H24D 110.2 . . ?
C25' C24' H24D 110.2 . . ?
H24C C24' H24D 108.5 . . ?
C26 C25' C24' 114.3(9) . . ?
C26 C25' H25C 108.7 . . ?
C24' C25' H25C 108.7 . . ?
C26 C25' H25D 108.7 . . ?
C24' C25' H25D 108.7 . . ?
H25C C25' H25D 107.6 . . ?
C25' C26 C21 108.6(3) . . ?
C21 C26 C25 109.4(2) . . ?
C21 C26 H26A 109.8 . . ?
C25 C26 H26A 109.8 . . ?
C21 C26 H26B 109.8 . . ?
C25 C26 H26B 109.8 . . ?
H26A C26 H26B 108.2 . . ?
C25' C26 H26C 110.0 . . ?
C21 C26 H26C 110.0 . . ?
C25' C26 H26D 110.0 . . ?
C21 C26 H26D 110.0 . . ?
H26C C26 H26D 108.3 . . ?
C8 N1 C15 111.54(13) . . ?
C8 N1 C7 123.91(14) . . ?
C15 N1 C7 124.23(14) . . ?
C19 N2 C17 112.71(15) . . ?
C19 N2 C18 122.93(16) . . ?
C17 N2 C18 123.76(17) . . ?
C21 O4 C20 107.97(12) . . ?

_refine_diff_density_max         0.212
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.036


####################################################################### 
# 
# 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_6a
_database_code_depnum_ccdc_archive 'CCDC 2015855'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-08 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         'C29 H21 N3 O4'
_chemical_formula_sum            'C29 H21 N3 O4'
_chemical_formula_weight         475.49

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                   12.2449(8)
_cell_length_b                   9.6059(5)
_cell_length_c                   20.5368(14)
_cell_angle_alpha                90
_cell_angle_beta                 102.962(2)
_cell_angle_gamma                90
_cell_volume                     2354.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8590
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      27.13

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             992
_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    0.091
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6972
_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            21532
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.352
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4608
_reflns_number_gt                3406
_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)+(0.0532P)²+0.6151P] 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         4608
_refine_ls_number_parameters     326
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0691
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1130
_refine_ls_wR_factor_gt          0.1014
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.08180(18) -0.1740(2) 0.23986(10) 0.0560(5) Uani 1 1 d . . . . .
H1 H 1.0273 -0.1233 0.2546 0.067 Uiso 1 1 calc R U . . .
C2 C 1.1816(2) -0.2034(2) 0.28354(11) 0.0714(7) Uani 1 1 d . . . . .
H2 H 1.1937 -0.1739 0.3277 0.086 Uiso 1 1 calc R U . . .
C3 C 1.2631(2) -0.2761(3) 0.26219(13) 0.0746(7) Uani 1 1 d . . . . .
H3 H 1.3312 -0.2944 0.2916 0.090 Uiso 1 1 calc R U . . .
C4 C 1.2444(2) -0.3213(3) 0.19805(13) 0.0785(7) Uani 1 1 d . . . . .
H4 H 1.2995 -0.3715 0.1836 0.094 Uiso 1 1 calc R U . . .
C5 C 1.14342(18) -0.2929(2) 0.15398(11) 0.0602(6) Uani 1 1 d . . . . .
H5 H 1.1310 -0.3244 0.1101 0.072 Uiso 1 1 calc R U . . .
C6 C 1.06139(14) -0.21839(16) 0.17456(9) 0.0392(4) Uani 1 1 d . . . . .
C7 C 0.95090(15) -0.19025(16) 0.12680(9) 0.0424(4) Uani 1 1 d . . . . .
H7A H 0.9556 -0.2201 0.0824 0.051 Uiso 1 1 calc R U . . .
H7B H 0.8930 -0.2451 0.1401 0.051 Uiso 1 1 calc R U . . .
C8 C 0.82268(13) 0.00393(16) 0.13879(8) 0.0333(4) Uani 1 1 d . . . . .
C9 C 0.81544(13) 0.16316(16) 0.12491(8) 0.0317(4) Uani 1 1 d . . . . .
C10 C 0.92419(13) 0.19098(16) 0.10364(8) 0.0321(4) Uani 1 1 d . . . . .
C11 C 0.96721(15) 0.30945(18) 0.08102(9) 0.0430(4) Uani 1 1 d . . . . .
H11 H 0.9295 0.3939 0.0795 0.052 Uiso 1 1 calc R U . . .
C12 C 1.06769(16) 0.3011(2) 0.06049(9) 0.0496(5) Uani 1 1 d . . . . .
H12 H 1.0982 0.3810 0.0461 0.059 Uiso 1 1 calc R U . . .
C13 C 1.12250(15) 0.1756(2) 0.06119(9) 0.0471(5) Uani 1 1 d . . . . .
H13 H 1.1899 0.1722 0.0475 0.057 Uiso 1 1 calc R U . . .
C14 C 1.07909(14) 0.0547(2) 0.08183(9) 0.0429(4) Uani 1 1 d . . . . .
H14 H 1.1152 -0.0304 0.0815 0.051 Uiso 1 1 calc R U . . .
C15 C 0.98003(12) 0.06528(16) 0.10294(8) 0.0324(4) Uani 1 1 d . . . . .
C16 C 1.01284(18) 0.4826(2) 0.28043(11) 0.0635(6) Uani 1 1 d . . . . .
H16A H 1.0532 0.5078 0.2471 0.095 Uiso 1 1 calc R U . . .
H16B H 1.0644 0.4483 0.3194 0.095 Uiso 1 1 calc R U . . .
H16C H 0.9746 0.5629 0.2921 0.095 Uiso 1 1 calc R U . . .
C17 C 0.91918(15) 0.25427(18) 0.28921(9) 0.0417(4) Uani 1 1 d . . . . .
C18 C 0.81570(14) 0.18079(17) 0.25328(8) 0.0383(4) Uani 1 1 d . . . . .
H18A H 0.7553 0.1933 0.2763 0.046 Uiso 1 1 calc R U . . .
H18B H 0.8296 0.0820 0.2497 0.046 Uiso 1 1 calc R U . . .
C19 C 0.78702(13) 0.24842(16) 0.18463(8) 0.0332(4) Uani 1 1 d . . . . .
C20 C 0.85095(13) 0.38716(16) 0.19655(8) 0.0337(4) Uani 1 1 d . . . . .
C21 C 0.70165(14) 0.1482(2) 0.00455(9) 0.0440(4) Uani 1 1 d . . . . .
C22 C 0.71033(13) 0.19163(16) 0.07141(8) 0.0337(4) Uani 1 1 d . . . . .
C23 C 0.63282(13) 0.25534(16) 0.09735(8) 0.0340(4) Uani 1 1 d . . . . .
C24 C 0.52054(13) 0.30462(16) 0.06533(8) 0.0335(4) Uani 1 1 d . . . . .
C25 C 0.48010(14) 0.42658(18) 0.08741(9) 0.0407(4) Uani 1 1 d . . . . .
H25 H 0.5206 0.4712 0.1254 0.049 Uiso 1 1 calc R U . . .
C26 C 0.37970(15) 0.4815(2) 0.05293(10) 0.0497(5) Uani 1 1 d . . . . .
H26 H 0.3532 0.5640 0.0673 0.060 Uiso 1 1 calc R U . . .
C27 C 0.31880(15) 0.4151(2) -0.00239(10) 0.0513(5) Uani 1 1 d . . . . .
H27 H 0.2511 0.4526 -0.0254 0.062 Uiso 1 1 calc R U . . .
C28 C 0.35748(15) 0.2932(2) -0.02404(10) 0.0550(5) Uani 1 1 d . . . . .
H28 H 0.3158 0.2485 -0.0617 0.066 Uiso 1 1 calc R U . . .
C29 C 0.45751(14) 0.2369(2) 0.00969(9) 0.0482(5) Uani 1 1 d . . . . .
H29 H 0.4829 0.1537 -0.0047 0.058 Uiso 1 1 calc R U . . .
N1 N 0.91887(11) -0.04336(13) 0.12443(7) 0.0350(3) Uani 1 1 d . . . . .
N2 N 0.93127(11) 0.37458(14) 0.25401(7) 0.0395(3) Uani 1 1 d . . . . .
N3 N 0.69987(15) 0.1091(2) -0.04826(9) 0.0732(6) Uani 1 1 d . . . . .
O1 O 0.75263(10) -0.06521(12) 0.15777(6) 0.0465(3) Uani 1 1 d . . . . .
O2 O 0.98223(12) 0.22071(16) 0.34034(7) 0.0704(5) Uani 1 1 d . . . . .
O3 O 0.83311(10) 0.48949(12) 0.16149(6) 0.0469(3) Uani 1 1 d . . . . .
O4 O 0.66870(9) 0.28181(12) 0.16401(5) 0.0400(3) 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 1.373(3) . ?
C1 C6 1.376(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.369(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.357(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.375(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.507(2) . ?
C7 N1 1.462(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.2160(19) . ?
C8 N1 1.355(2) . ?
C8 C9 1.555(2) . ?
C9 C10 1.515(2) . ?
C9 C22 1.518(2) . ?
C9 C19 1.577(2) . ?
C10 C11 1.378(2) . ?
C10 C15 1.389(2) . ?
C11 C12 1.390(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.378(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.383(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.380(2) . ?
C14 H14 0.9300 . ?
C15 N1 1.412(2) . ?
C16 N2 1.458(2) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 O2 1.200(2) . ?
C17 N2 1.389(2) . ?
C17 C18 1.493(2) . ?
C18 C19 1.520(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 O4 1.4513(18) . ?
C19 C20 1.537(2) . ?
C20 O3 1.2090(19) . ?
C20 N2 1.362(2) . ?
C21 N3 1.143(2) . ?
C21 C22 1.416(2) . ?
C22 C23 1.336(2) . ?
C23 O4 1.3644(19) . ?
C23 C24 1.463(2) . ?
C24 C25 1.387(2) . ?
C24 C29 1.389(2) . ?
C25 C26 1.379(2) . ?
C25 H25 0.9300 . ?
C26 C27 1.369(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.374(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.375(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.9(2) . . ?
C2 C1 H1 119.6 . . ?
C6 C1 H1 119.6 . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.1(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C1 118.40(17) . . ?
C5 C6 C7 120.30(17) . . ?
C1 C6 C7 121.28(16) . . ?
N1 C7 C6 112.94(13) . . ?
N1 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
O1 C8 N1 126.63(15) . . ?
O1 C8 C9 125.50(15) . . ?
N1 C8 C9 107.85(13) . . ?
C10 C9 C22 114.64(13) . . ?
C10 C9 C8 102.04(12) . . ?
C22 C9 C8 108.31(12) . . ?
C10 C9 C19 119.60(13) . . ?
C22 C9 C19 99.80(12) . . ?
C8 C9 C19 112.44(13) . . ?
C11 C10 C15 119.22(15) . . ?
C11 C10 C9 132.07(15) . . ?
C15 C10 C9 108.43(13) . . ?
C10 C11 C12 119.10(16) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
C13 C12 C11 120.62(17) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
C12 C13 C14 121.20(17) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C15 C14 C13 117.36(16) . . ?
C15 C14 H14 121.3 . . ?
C13 C14 H14 121.3 . . ?
C14 C15 C10 122.45(15) . . ?
C14 C15 N1 127.50(15) . . ?
C10 C15 N1 110.02(13) . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C17 N2 123.81(16) . . ?
O2 C17 C18 127.87(16) . . ?
N2 C17 C18 108.30(13) . . ?
C17 C18 C19 104.49(13) . . ?
C17 C18 H18A 110.9 . . ?
C19 C18 H18A 110.9 . . ?
C17 C18 H18B 110.9 . . ?
C19 C18 H18B 110.9 . . ?
H18A C18 H18B 108.9 . . ?
O4 C19 C18 111.90(13) . . ?
O4 C19 C20 107.11(12) . . ?
C18 C19 C20 102.68(12) . . ?
O4 C19 C9 105.53(12) . . ?
C18 C19 C9 117.00(13) . . ?
C20 C19 C9 112.38(13) . . ?
O3 C20 N2 125.96(15) . . ?
O3 C20 C19 126.34(14) . . ?
N2 C20 C19 107.70(13) . . ?
N3 C21 C22 176.28(19) . . ?
C23 C22 C21 128.02(15) . . ?
C23 C22 C9 110.90(14) . . ?
C21 C22 C9 121.05(14) . . ?
C22 C23 O4 112.81(14) . . ?
C22 C23 C24 130.44(15) . . ?
O4 C23 C24 116.69(14) . . ?
C25 C24 C29 119.41(15) . . ?
C25 C24 C23 119.65(14) . . ?
C29 C24 C23 120.74(15) . . ?
C26 C25 C24 119.85(16) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C27 C26 C25 120.36(18) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C26 C27 C28 120.15(17) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C27 C28 C29 120.30(18) . . ?
C27 C28 H28 119.8 . . ?
C29 C28 H28 119.8 . . ?
C28 C29 C24 119.90(17) . . ?
C28 C29 H29 120.1 . . ?
C24 C29 H29 120.1 . . ?
C8 N1 C15 111.60(13) . . ?
C8 N1 C7 123.78(14) . . ?
C15 N1 C7 124.51(14) . . ?
C20 N2 C17 112.61(13) . . ?
C20 N2 C16 124.10(14) . . ?
C17 N2 C16 122.89(14) . . ?
C23 O4 C19 109.11(12) . . ?

_refine_diff_density_max         0.185
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.039


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

data_5c
_database_code_depnum_ccdc_archive 'CCDC 2015854'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-08 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         'C29 H19 Cl N2 O5'
_chemical_formula_sum            'C29 H19 Cl N2 O5'
_chemical_formula_weight         510.91

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                   12.1740(6)
_cell_length_b                   13.6200(6)
_cell_length_c                   16.6075(8)
_cell_angle_alpha                67.7931(13)
_cell_angle_beta                 87.8840(15)
_cell_angle_gamma                74.3915(13)
_cell_volume                     2448.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9959
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      25.63

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_F_000             1056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.200
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6911
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34136
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.697
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9567
_reflns_number_gt                6274
_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)+(0.0498P)²+0.6818P] 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         9567
_refine_ls_number_parameters     669
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0859
_refine_ls_R_factor_gt           0.0462
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.0995
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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 0.2864(2) 0.4082(2) 0.15403(18) 0.0637(7) Uani 1 1 d . . . . .
H1 H 0.3362 0.3551 0.2006 0.076 Uiso 1 1 calc R U . . .
C2 C 0.2881(3) 0.3956(3) 0.0756(2) 0.0843(9) Uani 1 1 d . . . . .
H2 H 0.3374 0.3337 0.0697 0.101 Uiso 1 1 calc R U . . .
C3 C 0.2173(4) 0.4740(4) 0.0067(2) 0.1041(11) Uani 1 1 d . . . . .
H3 H 0.2182 0.4658 -0.0465 0.125 Uiso 1 1 calc R U . . .
C4 C 0.1454(4) 0.5639(3) 0.0152(2) 0.1124(12) Uani 1 1 d . . . . .
H4 H 0.0978 0.6179 -0.0323 0.135 Uiso 1 1 calc R U . . .
C5 C 0.1425(3) 0.5758(2) 0.09503(17) 0.0847(9) Uani 1 1 d . . . . .
H5 H 0.0926 0.6375 0.1006 0.102 Uiso 1 1 calc R U . . .
C6 C 0.21258(19) 0.49765(18) 0.16498(14) 0.0483(5) Uani 1 1 d . . . . .
C7 C 0.2060(2) 0.49924(16) 0.25548(14) 0.0484(5) Uani 1 1 d . . . . .
H7A H 0.1560 0.4552 0.2871 0.058 Uiso 1 1 calc R U . . .
H7B H 0.2816 0.4640 0.2855 0.058 Uiso 1 1 calc R U . . .
C8 C 0.05286(19) 0.65803(16) 0.26197(13) 0.0445(5) Uani 1 1 d . . . . .
C9 C 0.04490(16) 0.76605(15) 0.27476(13) 0.0409(5) Uani 1 1 d . . . . .
C10 C 0.16737(16) 0.77291(15) 0.26486(12) 0.0384(5) Uani 1 1 d . . . . .
C11 C 0.21679(17) 0.85262(16) 0.26446(13) 0.0420(5) Uani 1 1 d . . . . .
H11 H 0.1729 0.9184 0.2674 0.050 Uiso 1 1 calc R U . . .
C12 C 0.33428(17) 0.83164(16) 0.25947(13) 0.0422(5) Uani 1 1 d . . . . .
C13 C 0.40108(18) 0.73317(17) 0.25807(14) 0.0479(5) Uani 1 1 d . . . . .
H13 H 0.4800 0.7204 0.2572 0.057 Uiso 1 1 calc R U . . .
C14 C 0.35138(17) 0.65311(17) 0.25787(14) 0.0470(5) Uani 1 1 d . . . . .
H14 H 0.3955 0.5867 0.2561 0.056 Uiso 1 1 calc R U . . .
C15 C 0.23468(17) 0.67502(15) 0.26031(12) 0.0387(5) Uani 1 1 d . . . . .
C16 C -0.00502(18) 0.84036(18) 0.40053(15) 0.0486(5) Uani 1 1 d . . . . .
C17 C 0.01509(17) 0.74968(16) 0.36683(13) 0.0437(5) Uani 1 1 d . . . . .
C18 C 0.00366(19) 0.66030(18) 0.43132(14) 0.0547(6) Uani 1 1 d . . . . .
H18 H 0.0131 0.5918 0.4282 0.066 Uiso 1 1 calc R U . . .
C19 C -0.0265(2) 0.6864(2) 0.50913(16) 0.0599(6) Uani 1 1 d . . . . .
C20 C -0.0499(2) 0.8559(2) 0.54416(17) 0.0715(7) Uani 1 1 d . . . . .
H20A H 0.0218 0.8510 0.5697 0.107 Uiso 1 1 calc R U . . .
H20B H -0.0961 0.8241 0.5894 0.107 Uiso 1 1 calc R U . . .
H20C H -0.0891 0.9319 0.5116 0.107 Uiso 1 1 calc R U . . .
C21 C -0.04605(16) 0.86304(16) 0.20738(13) 0.0424(5) Uani 1 1 d . . . . .
H21 H -0.0380 0.9327 0.2076 0.051 Uiso 1 1 calc R U . . .
C22 C -0.03360(18) 0.86487(18) 0.11551(14) 0.0520(6) Uani 1 1 d . . . . .
C23 C -0.14290(19) 0.86248(17) 0.08255(15) 0.0509(5) Uani 1 1 d . . . . .
C24 C -0.1706(2) 0.8614(2) 0.00293(18) 0.0732(7) Uani 1 1 d . . . . .
H24 H -0.1173 0.8633 -0.0388 0.088 Uiso 1 1 calc R U . . .
C25 C -0.2785(3) 0.8575(3) -0.0126(2) 0.0941(10) Uani 1 1 d . . . . .
H25 H -0.2992 0.8568 -0.0657 0.113 Uiso 1 1 calc R U . . .
C26 C -0.3565(3) 0.8547(3) 0.0493(2) 0.0994(10) Uani 1 1 d . . . . .
H26 H -0.4293 0.8517 0.0373 0.119 Uiso 1 1 calc R U . . .
C27 C -0.3305(2) 0.8562(2) 0.1287(2) 0.0776(8) Uani 1 1 d . . . . .
H27 H -0.3845 0.8552 0.1698 0.093 Uiso 1 1 calc R U . . .
C28 C -0.22102(18) 0.85934(17) 0.14513(15) 0.0508(6) Uani 1 1 d . . . . .
C29 C -0.16912(18) 0.85885(16) 0.22431(15) 0.0474(5) Uani 1 1 d . . . . .
C30 C 0.3550(3) 0.5494(3) 0.59044(18) 0.0965(11) Uani 1 1 d . . . . .
H30 H 0.3861 0.5996 0.6002 0.116 Uiso 1 1 calc R U . . .
C31 C 0.3463(4) 0.5521(3) 0.5073(2) 0.1290(16) Uani 1 1 d . . . . .
H31 H 0.3713 0.6040 0.4614 0.155 Uiso 1 1 calc R U . . .
C32 C 0.3015(3) 0.4795(3) 0.4920(2) 0.0980(11) Uani 1 1 d . . . . .
H32 H 0.2954 0.4816 0.4356 0.118 Uiso 1 1 calc R U . . .
C33 C 0.2657(3) 0.4039(3) 0.5589(2) 0.0852(9) Uani 1 1 d . . . . .
H33 H 0.2359 0.3530 0.5489 0.102 Uiso 1 1 calc R U . . .
C34 C 0.2733(2) 0.4021(2) 0.64208(18) 0.0642(7) Uani 1 1 d . . . . .
H34 H 0.2471 0.3508 0.6876 0.077 Uiso 1 1 calc R U . . .
C35 C 0.31871(18) 0.47443(17) 0.65888(14) 0.0458(5) Uani 1 1 d . . . . .
C36 C 0.33214(19) 0.46714(16) 0.75070(14) 0.0463(5) Uani 1 1 d . . . . .
H36A H 0.2864 0.4213 0.7870 0.056 Uiso 1 1 calc R U . . .
H36B H 0.4115 0.4311 0.7724 0.056 Uiso 1 1 calc R U . . .
C37 C 0.18505(17) 0.62998(15) 0.76474(12) 0.0381(5) Uani 1 1 d . . . . .
C38 C 0.08843(18) 0.59598(17) 0.76690(14) 0.0479(5) Uani 1 1 d . . . . .
H38 H 0.0916 0.5284 0.7640 0.058 Uiso 1 1 calc R U . . .
C39 C -0.01400(18) 0.66617(18) 0.77360(15) 0.0498(5) Uani 1 1 d . . . . .
H39 H -0.0811 0.6450 0.7768 0.060 Uiso 1 1 calc R U . . .
C40 C -0.01765(17) 0.76693(17) 0.77555(13) 0.0430(5) Uani 1 1 d . . . . .
C41 C 0.07967(17) 0.80139(16) 0.77346(13) 0.0407(5) Uani 1 1 d . . . . .
H41 H 0.0760 0.8696 0.7752 0.049 Uiso 1 1 calc R U . . .
C42 C 0.18225(16) 0.73095(15) 0.76863(12) 0.0374(4) Uani 1 1 d . . . . .
C43 C 0.30431(16) 0.73891(15) 0.76996(13) 0.0391(5) Uani 1 1 d . . . . .
C44 C 0.37232(18) 0.63326(16) 0.75689(13) 0.0408(5) Uani 1 1 d . . . . .
C45 C 0.41681(19) 0.67648(18) 0.99787(15) 0.0491(5) Uani 1 1 d . . . . .
C46 C 0.41145(18) 0.64594(17) 0.92171(14) 0.0475(5) Uani 1 1 d . . . . .
H46 H 0.4516 0.5792 0.9184 0.057 Uiso 1 1 calc R U . . .
C47 C 0.34054(16) 0.72854(15) 0.85920(13) 0.0385(5) Uani 1 1 d . . . . .
C48 C 0.29265(17) 0.81828(16) 0.89292(14) 0.0422(5) Uani 1 1 d . . . . .
C49 C 0.3191(2) 0.8435(2) 1.03116(15) 0.0582(6) Uani 1 1 d . . . . .
H49A H 0.3315 0.9148 1.0012 0.087 Uiso 1 1 calc R U . . .
H49B H 0.3688 0.8046 1.0835 0.087 Uiso 1 1 calc R U . . .
H49C H 0.2409 0.8523 1.0457 0.087 Uiso 1 1 calc R U . . .
C50 C 0.32646(18) 0.84210(16) 0.69720(14) 0.0458(5) Uani 1 1 d . . . . .
H50 H 0.2722 0.9086 0.6996 0.055 Uiso 1 1 calc R U . . .
C51 C 0.4488(2) 0.85031(17) 0.70399(16) 0.0540(6) Uani 1 1 d . . . . .
C52 C 0.5014(2) 0.84988(18) 0.62264(16) 0.0561(6) Uani 1 1 d . . . . .
C53 C 0.6111(2) 0.8541(2) 0.5985(2) 0.0792(8) Uani 1 1 d . . . . .
H53 H 0.6638 0.8587 0.6352 0.095 Uiso 1 1 calc R U . . .
C54 C 0.6386(3) 0.8512(3) 0.5183(2) 0.0941(10) Uani 1 1 d . . . . .
H54 H 0.7119 0.8530 0.5011 0.113 Uiso 1 1 calc R U . . .
C55 C 0.5620(3) 0.8458(3) 0.4626(2) 0.0887(9) Uani 1 1 d . . . . .
H55 H 0.5838 0.8445 0.4086 0.106 Uiso 1 1 calc R U . . .
C56 C 0.4534(2) 0.8421(2) 0.48610(17) 0.0719(7) Uani 1 1 d . . . . .
H56 H 0.4008 0.8386 0.4487 0.086 Uiso 1 1 calc R U . . .
C57 C 0.42438(19) 0.84374(18) 0.56688(15) 0.0543(6) Uani 1 1 d . . . . .
C58 C 0.3144(2) 0.84053(18) 0.60677(15) 0.0521(6) Uani 1 1 d . . . . .
Cl1 Cl 0.39910(5) 0.93373(5) 0.25320(4) 0.05741(17) Uani 1 1 d . . . . .
Cl2 Cl -0.15032(5) 0.85441(5) 0.77823(5) 0.06476(19) Uani 1 1 d . . . . .
N1 N 0.16512(14) 0.60800(13) 0.25939(11) 0.0439(4) Uani 1 1 d . . . . .
N2 N -0.02942(16) 0.79625(16) 0.48626(12) 0.0553(5) Uani 1 1 d . . . . .
N3 N 0.29860(14) 0.57344(13) 0.75923(11) 0.0419(4) Uani 1 1 d . . . . .
N4 N 0.34324(15) 0.78161(13) 0.97538(11) 0.0459(4) Uani 1 1 d . . . . .
O1 O -0.02771(13) 0.62432(12) 0.25579(11) 0.0579(4) Uani 1 1 d . . . . .
O2 O -0.00200(14) 0.93442(13) 0.36144(10) 0.0632(4) Uani 1 1 d . . . . .
O3 O -0.04888(18) 0.62735(16) 0.57931(11) 0.0869(6) Uani 1 1 d . . . . .
O4 O 0.05262(14) 0.86481(18) 0.07726(11) 0.0881(6) Uani 1 1 d . . . . .
O5 O -0.21496(13) 0.85592(13) 0.29067(11) 0.0646(4) Uani 1 1 d . . . . .
O6 O 0.47356(12) 0.60915(12) 0.74600(10) 0.0514(4) Uani 1 1 d . . . . .
O7 O 0.47391(15) 0.62431(14) 1.06601(10) 0.0706(5) Uani 1 1 d . . . . .
O8 O 0.22283(13) 0.90573(11) 0.85622(10) 0.0560(4) Uani 1 1 d . . . . .
O9 O 0.49229(16) 0.85756(15) 0.76504(12) 0.0736(5) Uani 1 1 d . . . . .
O10 O 0.23020(15) 0.83571(17) 0.57420(11) 0.0770(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.375(4) . ?
C1 C6 1.376(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.359(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.354(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.364(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.510(3) . ?
C7 N1 1.456(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.212(2) . ?
C8 N1 1.360(3) . ?
C8 C9 1.542(3) . ?
C9 C17 1.505(3) . ?
C9 C10 1.518(3) . ?
C9 C21 1.552(3) . ?
C10 C11 1.373(3) . ?
C10 C15 1.392(3) . ?
C11 C12 1.387(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.377(3) . ?
C12 Cl1 1.744(2) . ?
C13 C14 1.383(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.373(3) . ?
C14 H14 0.9300 . ?
C15 N1 1.406(2) . ?
C16 O2 1.208(2) . ?
C16 N2 1.376(3) . ?
C16 C17 1.500(3) . ?
C17 C18 1.320(3) . ?
C18 C19 1.474(3) . ?
C18 H18 0.9300 . ?
C19 O3 1.211(3) . ?
C19 N2 1.388(3) . ?
C20 N2 1.452(3) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C22 1.519(3) . ?
C21 C29 1.526(3) . ?
C21 H21 0.9800 . ?
C22 O4 1.207(2) . ?
C22 C23 1.470(3) . ?
C23 C28 1.379(3) . ?
C23 C24 1.383(3) . ?
C24 C25 1.367(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.370(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.376(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.385(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.477(3) . ?
C29 O5 1.209(2) . ?
C30 C35 1.363(3) . ?
C30 C31 1.374(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.353(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.352(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.379(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.365(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.502(3) . ?
C36 N3 1.455(2) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.370(3) . ?
C37 C42 1.392(3) . ?
C37 N3 1.408(2) . ?
C38 C39 1.382(3) . ?
C38 H38 0.9300 . ?
C39 C40 1.374(3) . ?
C39 H39 0.9300 . ?
C40 C41 1.382(3) . ?
C40 Cl2 1.741(2) . ?
C41 C42 1.376(3) . ?
C41 H41 0.9300 . ?
C42 C43 1.520(3) . ?
C43 C47 1.506(3) . ?
C43 C44 1.544(3) . ?
C43 C50 1.551(3) . ?
C44 O6 1.213(2) . ?
C44 N3 1.356(3) . ?
C45 O7 1.206(2) . ?
C45 N4 1.386(3) . ?
C45 C46 1.482(3) . ?
C46 C47 1.323(3) . ?
C46 H46 0.9300 . ?
C47 C48 1.502(3) . ?
C48 O8 1.207(2) . ?
C48 N4 1.373(3) . ?
C49 N4 1.447(3) . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 C58 1.523(3) . ?
C50 C51 1.534(3) . ?
C50 H50 0.9800 . ?
C51 O9 1.209(3) . ?
C51 C52 1.475(3) . ?
C52 C57 1.382(3) . ?
C52 C53 1.390(3) . ?
C53 C54 1.374(4) . ?
C53 H53 0.9300 . ?
C54 C55 1.373(4) . ?
C54 H54 0.9300 . ?
C55 C56 1.374(4) . ?
C55 H55 0.9300 . ?
C56 C57 1.381(3) . ?
C56 H56 0.9300 . ?
C57 C58 1.476(3) . ?
C58 O10 1.205(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.4(3) . . ?
C2 C1 H1 119.3 . . ?
C6 C1 H1 119.3 . . ?
C3 C2 C1 119.6(3) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C4 C3 C2 120.2(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.1(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C1 118.2(2) . . ?
C5 C6 C7 123.3(2) . . ?
C1 C6 C7 118.3(2) . . ?
N1 C7 C6 115.57(17) . . ?
N1 C7 H7A 108.4 . . ?
C6 C7 H7A 108.4 . . ?
N1 C7 H7B 108.4 . . ?
C6 C7 H7B 108.4 . . ?
H7A C7 H7B 107.4 . . ?
O1 C8 N1 126.56(19) . . ?
O1 C8 C9 125.30(19) . . ?
N1 C8 C9 108.14(17) . . ?
C17 C9 C10 109.38(17) . . ?
C17 C9 C8 108.03(16) . . ?
C10 C9 C8 101.69(15) . . ?
C17 C9 C21 111.50(16) . . ?
C10 C9 C21 115.59(16) . . ?
C8 C9 C21 110.02(17) . . ?
C11 C10 C15 120.13(18) . . ?
C11 C10 C9 131.40(17) . . ?
C15 C10 C9 108.38(16) . . ?
C10 C11 C12 117.76(18) . . ?
C10 C11 H11 121.1 . . ?
C12 C11 H11 121.1 . . ?
C13 C12 C11 121.94(19) . . ?
C13 C12 Cl1 119.00(16) . . ?
C11 C12 Cl1 119.04(15) . . ?
C12 C13 C14 120.34(19) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
C15 C14 C13 117.75(18) . . ?
C15 C14 H14 121.1 . . ?
C13 C14 H14 121.1 . . ?
C14 C15 C10 122.01(18) . . ?
C14 C15 N1 128.22(18) . . ?
C10 C15 N1 109.77(17) . . ?
O2 C16 N2 125.6(2) . . ?
O2 C16 C17 127.9(2) . . ?
N2 C16 C17 106.52(18) . . ?
C18 C17 C16 107.83(19) . . ?
C18 C17 C9 129.78(19) . . ?
C16 C17 C9 122.39(17) . . ?
C17 C18 C19 109.1(2) . . ?
C17 C18 H18 125.4 . . ?
C19 C18 H18 125.4 . . ?
O3 C19 N2 124.9(2) . . ?
O3 C19 C18 128.4(2) . . ?
N2 C19 C18 106.64(19) . . ?
N2 C20 H20A 109.5 . . ?
N2 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N2 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C22 C21 C29 103.68(17) . . ?
C22 C21 C9 112.50(16) . . ?
C29 C21 C9 114.12(16) . . ?
C22 C21 H21 108.8 . . ?
C29 C21 H21 108.8 . . ?
C9 C21 H21 108.8 . . ?
O4 C22 C23 125.9(2) . . ?
O4 C22 C21 125.6(2) . . ?
C23 C22 C21 108.48(18) . . ?
C28 C23 C24 121.5(2) . . ?
C28 C23 C22 109.8(2) . . ?
C24 C23 C22 128.7(2) . . ?
C25 C24 C23 118.1(3) . . ?
C25 C24 H24 121.0 . . ?
C23 C24 H24 121.0 . . ?
C24 C25 C26 120.6(3) . . ?
C24 C25 H25 119.7 . . ?
C26 C25 H25 119.7 . . ?
C25 C26 C27 122.0(3) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 H26 119.0 . . ?
C26 C27 C28 117.7(3) . . ?
C26 C27 H27 121.1 . . ?
C28 C27 H27 121.1 . . ?
C23 C28 C27 120.1(2) . . ?
C23 C28 C29 110.55(19) . . ?
C27 C28 C29 129.4(2) . . ?
O5 C29 C28 126.7(2) . . ?
O5 C29 C21 125.8(2) . . ?
C28 C29 C21 107.52(18) . . ?
C35 C30 C31 121.1(3) . . ?
C35 C30 H30 119.4 . . ?
C31 C30 H30 119.4 . . ?
C32 C31 C30 120.3(3) . . ?
C32 C31 H31 119.9 . . ?
C30 C31 H31 119.9 . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 119.9(3) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C35 C34 C33 121.2(3) . . ?
C35 C34 H34 119.4 . . ?
C33 C34 H34 119.4 . . ?
C30 C35 C34 117.8(2) . . ?
C30 C35 C36 121.8(2) . . ?
C34 C35 C36 120.3(2) . . ?
N3 C36 C35 113.95(17) . . ?
N3 C36 H36A 108.8 . . ?
C35 C36 H36A 108.8 . . ?
N3 C36 H36B 108.8 . . ?
C35 C36 H36B 108.8 . . ?
H36A C36 H36B 107.7 . . ?
C38 C37 C42 122.37(18) . . ?
C38 C37 N3 128.07(17) . . ?
C42 C37 N3 109.56(17) . . ?
C37 C38 C39 117.28(18) . . ?
C37 C38 H38 121.4 . . ?
C39 C38 H38 121.4 . . ?
C40 C39 C38 120.6(2) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
C39 C40 C41 122.20(19) . . ?
C39 C40 Cl2 118.30(16) . . ?
C41 C40 Cl2 119.48(15) . . ?
C42 C41 C40 117.48(17) . . ?
C42 C41 H41 121.3 . . ?
C40 C41 H41 121.3 . . ?
C41 C42 C37 120.02(18) . . ?
C41 C42 C43 131.58(17) . . ?
C37 C42 C43 108.35(16) . . ?
C47 C43 C42 109.67(16) . . ?
C47 C43 C44 107.72(15) . . ?
C42 C43 C44 101.95(15) . . ?
C47 C43 C50 111.80(15) . . ?
C42 C43 C50 114.90(16) . . ?
C44 C43 C50 110.16(16) . . ?
O6 C44 N3 126.50(18) . . ?
O6 C44 C43 125.67(18) . . ?
N3 C44 C43 107.83(17) . . ?
O7 C45 N4 125.0(2) . . ?
O7 C45 C46 128.8(2) . . ?
N4 C45 C46 106.19(18) . . ?
C47 C46 C45 109.27(18) . . ?
C47 C46 H46 125.4 . . ?
C45 C46 H46 125.4 . . ?
C46 C47 C48 107.56(18) . . ?
C46 C47 C43 130.39(18) . . ?
C48 C47 C43 122.01(16) . . ?
O8 C48 N4 125.69(18) . . ?
O8 C48 C47 127.72(19) . . ?
N4 C48 C47 106.58(16) . . ?
N4 C49 H49A 109.5 . . ?
N4 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N4 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C58 C50 C51 103.64(18) . . ?
C58 C50 C43 112.18(16) . . ?
C51 C50 C43 113.20(17) . . ?
C58 C50 H50 109.2 . . ?
C51 C50 H50 109.2 . . ?
C43 C50 H50 109.2 . . ?
O9 C51 C52 126.9(2) . . ?
O9 C51 C50 125.4(2) . . ?
C52 C51 C50 107.73(19) . . ?
C57 C52 C53 120.4(2) . . ?
C57 C52 C51 110.3(2) . . ?
C53 C52 C51 129.4(2) . . ?
C54 C53 C52 117.3(3) . . ?
C54 C53 H53 121.3 . . ?
C52 C53 H53 121.3 . . ?
C55 C54 C53 122.4(3) . . ?
C55 C54 H54 118.8 . . ?
C53 C54 H54 118.8 . . ?
C54 C55 C56 120.4(3) . . ?
C54 C55 H55 119.8 . . ?
C56 C55 H55 119.8 . . ?
C55 C56 C57 118.1(3) . . ?
C55 C56 H56 121.0 . . ?
C57 C56 H56 121.0 . . ?
C56 C57 C52 121.4(2) . . ?
C56 C57 C58 128.3(2) . . ?
C52 C57 C58 110.2(2) . . ?
O10 C58 C57 126.1(2) . . ?
O10 C58 C50 125.8(2) . . ?
C57 C58 C50 108.09(19) . . ?
C8 N1 C15 111.33(16) . . ?
C8 N1 C7 123.50(17) . . ?
C15 N1 C7 125.17(17) . . ?
C16 N2 C19 109.87(19) . . ?
C16 N2 C20 124.3(2) . . ?
C19 N2 C20 125.8(2) . . ?
C44 N3 C37 111.89(15) . . ?
C44 N3 C36 123.75(17) . . ?
C37 N3 C36 124.22(16) . . ?
C48 N4 C45 110.37(17) . . ?
C48 N4 C49 124.10(17) . . ?
C45 N4 C49 125.49(18) . . ?

_refine_diff_density_max         0.184
_refine_diff_density_min         -0.245
_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_3c
_database_code_depnum_ccdc_archive 'CCDC 2015851'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan'
;Yangzhou University
China
;
_audit_update_record             
;
2020-07-13 deposited with the CCDC.	2020-09-08 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         'C28 H25 Cl N2 O5'
_chemical_formula_sum            'C28 H25 Cl N2 O5'
_chemical_formula_weight         504.95

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                   12.2450(13)
_cell_length_b                   13.7517(14)
_cell_length_c                   15.4818(14)
_cell_angle_alpha                93.272(3)
_cell_angle_beta                 92.122(3)
_cell_angle_gamma                105.242(3)
_cell_volume                     2507.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9966
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      27.13

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_F_000             1056
_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    0.194
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6235
_exptl_absorpt_correction_T_max  0.7455
_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            31934
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.956
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             9727
_reflns_number_gt                6896
_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)+(0.0791P)²+1.2877P] 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         9727
_refine_ls_number_parameters     665
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.1649
_refine_ls_wR_factor_gt          0.1473
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_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 0.6808(3) 0.2989(3) -0.1705(2) 0.0725(9) Uani 1 1 d . . . . .
H1 H 0.6930 0.3145 -0.1111 0.087 Uiso 1 1 calc R U . . .
C2 C 0.7654(3) 0.3405(3) -0.2240(2) 0.0765(9) Uani 1 1 d . . . . .
H2 H 0.8337 0.3824 -0.2006 0.092 Uiso 1 1 calc R U . . .
C3 C 0.7490(4) 0.3202(4) -0.3102(3) 0.0974(12) Uani 1 1 d . . . . .
H3 H 0.8061 0.3476 -0.3467 0.117 Uiso 1 1 calc R U . . .
C4 C 0.6492(4) 0.2600(5) -0.3433(3) 0.140(2) Uani 1 1 d . . . . .
H4 H 0.6373 0.2469 -0.4030 0.168 Uiso 1 1 calc R U . . .
C5 C 0.5636(3) 0.2172(4) -0.2893(2) 0.1064(15) Uani 1 1 d . . . . .
H5 H 0.4953 0.1758 -0.3133 0.128 Uiso 1 1 calc R U . . .
C6 C 0.5788(2) 0.2353(2) -0.20177(15) 0.0513(6) Uani 1 1 d . . . . .
C7 C 0.4820(2) 0.1895(2) -0.14598(16) 0.0571(7) Uani 1 1 d . . . . .
H7A H 0.4176 0.2147 -0.1616 0.069 Uiso 1 1 calc R U . . .
H7B H 0.4598 0.1168 -0.1582 0.069 Uiso 1 1 calc R U . . .
C8 C 0.47315(19) 0.28081(18) -0.00422(16) 0.0425(5) Uani 1 1 d . . . . .
C9 C 0.52836(18) 0.28884(15) 0.08825(14) 0.0357(5) Uani 1 1 d . . . . .
C10 C 0.58865(17) 0.20604(15) 0.08195(13) 0.0327(5) Uani 1 1 d . . . . .
C11 C 0.57523(17) 0.16412(16) -0.00304(14) 0.0355(5) Uani 1 1 d . . . . .
C12 C 0.61815(19) 0.08391(18) -0.02769(15) 0.0443(6) Uani 1 1 d . . . . .
H12 H 0.6084 0.0562 -0.0846 0.053 Uiso 1 1 calc R U . . .
C13 C 0.6759(2) 0.04626(17) 0.03464(16) 0.0457(6) Uani 1 1 d . . . . .
H13 H 0.7054 -0.0079 0.0200 0.055 Uiso 1 1 calc R U . . .
C14 C 0.6902(2) 0.08814(16) 0.11820(16) 0.0429(5) Uani 1 1 d . . . . .
C15 C 0.64602(19) 0.16759(16) 0.14341(14) 0.0379(5) Uani 1 1 d . . . . .
H15 H 0.6550 0.1942 0.2006 0.046 Uiso 1 1 calc R U . . .
C16 C 0.6600(2) 0.45928(18) 0.03786(18) 0.0512(6) Uani 1 1 d . . . . .
H16A H 0.6202 0.4311 -0.0170 0.061 Uiso 1 1 calc R U . . .
H16B H 0.6585 0.5293 0.0465 0.061 Uiso 1 1 calc R U . . .
C17 C 0.7799(2) 0.45048(18) 0.03981(18) 0.0499(6) Uani 1 1 d . . . . .
C18 C 0.9152(2) 0.4136(2) 0.1513(2) 0.0660(8) Uani 1 1 d . . . . .
H18A H 0.9422 0.4638 0.1984 0.099 Uiso 1 1 calc R U . . .
H18B H 0.9663 0.4266 0.1052 0.099 Uiso 1 1 calc R U . . .
H18C H 0.9113 0.3479 0.1711 0.099 Uiso 1 1 calc R U . . .
C19 C 0.71047(19) 0.39798(16) 0.16991(17) 0.0420(5) Uani 1 1 d . . . . .
C20 C 0.60712(19) 0.39940(16) 0.11174(16) 0.0417(5) Uani 1 1 d . . . . .
C21 C 0.45177(19) 0.37825(17) 0.19065(16) 0.0427(5) Uani 1 1 d . . . . .
C22 C 0.44166(18) 0.28556(16) 0.15544(14) 0.0380(5) Uani 1 1 d . . . . .
C23 C 0.3455(2) 0.20226(18) 0.17009(16) 0.0438(5) Uani 1 1 d . . . . .
C24 C 0.2717(2) 0.2251(2) 0.24078(18) 0.0554(7) Uani 1 1 d . . . . .
H24A H 0.3033 0.2128 0.2962 0.066 Uiso 1 1 calc R U . . .
H24B H 0.1968 0.1787 0.2316 0.066 Uiso 1 1 calc R U . . .
C25 C 0.2598(2) 0.3336(2) 0.24528(18) 0.0539(7) Uani 1 1 d . . . . .
C26 C 0.1958(3) 0.3502(3) 0.1634(2) 0.0825(10) Uani 1 1 d . . . . .
H26A H 0.1892 0.4184 0.1660 0.124 Uiso 1 1 calc R U . . .
H26B H 0.1215 0.3041 0.1590 0.124 Uiso 1 1 calc R U . . .
H26C H 0.2363 0.3386 0.1136 0.124 Uiso 1 1 calc R U . . .
C27 C 0.1938(3) 0.3519(3) 0.3240(3) 0.0874(11) Uani 1 1 d . . . . .
H27A H 0.1853 0.4194 0.3255 0.131 Uiso 1 1 calc R U . . .
H27B H 0.2343 0.3432 0.3760 0.131 Uiso 1 1 calc R U . . .
H27C H 0.1203 0.3044 0.3198 0.131 Uiso 1 1 calc R U . . .
C28 C 0.3775(2) 0.40909(19) 0.25349(18) 0.0528(6) Uani 1 1 d . . . . .
H28A H 0.3707 0.4761 0.2426 0.063 Uiso 1 1 calc R U . . .
H28B H 0.4103 0.4115 0.3118 0.063 Uiso 1 1 calc R U . . .
C29 C 0.6057(4) 0.9456(4) 0.5760(3) 0.1142(15) Uani 1 1 d . . . . .
H29 H 0.6386 1.0149 0.5824 0.137 Uiso 1 1 calc R U . . .
C30 C 0.5204(5) 0.8991(5) 0.6320(3) 0.136(2) Uani 1 1 d . . . . .
H30 H 0.4962 0.9381 0.6745 0.164 Uiso 1 1 calc R U . . .
C31 C 0.4746(4) 0.7975(5) 0.6228(3) 0.1133(16) Uani 1 1 d . . . . .
H31 H 0.4172 0.7676 0.6581 0.136 Uiso 1 1 calc R U . . .
C32 C 0.5104(3) 0.7396(4) 0.5641(3) 0.1001(13) Uani 1 1 d . . . . .
H32 H 0.4804 0.6699 0.5601 0.120 Uiso 1 1 calc R U . . .
C33 C 0.5923(3) 0.7846(3) 0.5097(2) 0.0825(10) Uani 1 1 d . . . . .
H33 H 0.6172 0.7439 0.4691 0.099 Uiso 1 1 calc R U . . .
C34 C 0.6388(2) 0.8877(2) 0.51290(18) 0.0591(7) Uani 1 1 d . . . . .
C35 C 0.7261(2) 0.93667(19) 0.45033(18) 0.0543(7) Uani 1 1 d . . . . .
H35A H 0.6873 0.9541 0.4001 0.065 Uiso 1 1 calc R U . . .
H35B H 0.7744 0.9988 0.4783 0.065 Uiso 1 1 calc R U . . .
C36 C 0.7890(2) 0.82752(17) 0.34038(15) 0.0410(5) Uani 1 1 d . . . . .
C37 C 0.87700(19) 0.76498(16) 0.33572(14) 0.0387(5) Uani 1 1 d . . . . .
C38 C 0.93754(19) 0.79133(16) 0.42470(14) 0.0388(5) Uani 1 1 d . . . . .
C39 C 1.0319(2) 0.77028(19) 0.45971(19) 0.0558(7) Uani 1 1 d . . . . .
H39 H 1.0698 0.7307 0.4285 0.067 Uiso 1 1 calc R U . . .
C40 C 1.0697(2) 0.8097(2) 0.5435(2) 0.0627(8) Uani 1 1 d . . . . .
C41 C 1.0164(3) 0.8691(2) 0.59005(18) 0.0603(7) Uani 1 1 d . . . . .
H41 H 1.0437 0.8939 0.6461 0.072 Uiso 1 1 calc R U . . .
C42 C 0.9226(2) 0.89239(19) 0.55469(16) 0.0498(6) Uani 1 1 d . . . . .
H42 H 0.8858 0.9330 0.5858 0.060 Uiso 1 1 calc R U . . .
C43 C 0.88516(18) 0.85371(16) 0.47183(14) 0.0369(5) Uani 1 1 d . . . . .
C44 C 0.6917(2) 0.6112(2) 0.3330(2) 0.0615(8) Uani 1 1 d . . . . .
H44A H 0.6593 0.6673 0.3461 0.074 Uiso 1 1 calc R U . . .
H44B H 0.6477 0.5688 0.2849 0.074 Uiso 1 1 calc R U . . .
C45 C 0.6946(4) 0.5522(2) 0.4103(2) 0.0811(11) Uani 1 1 d . . . . .
C46 C 0.8308(5) 0.4731(3) 0.4856(3) 0.132(2) Uani 1 1 d . . . . .
H46A H 0.8673 0.4269 0.4577 0.197 Uiso 1 1 calc R U . . .
H46B H 0.7634 0.4359 0.5108 0.197 Uiso 1 1 calc R U . . .
H46C H 0.8815 0.5144 0.5302 0.197 Uiso 1 1 calc R U . . .
C47 C 0.8725(3) 0.58070(17) 0.36130(16) 0.0502(6) Uani 1 1 d . . . . .
C48 C 0.8155(2) 0.64898(17) 0.31236(15) 0.0425(5) Uani 1 1 d . . . . .
C49 C 0.9102(2) 0.71154(17) 0.19619(15) 0.0435(5) Uani 1 1 d . . . . .
C50 C 0.9448(2) 0.78719(17) 0.25674(15) 0.0435(6) Uani 1 1 d . . . . .
C51 C 1.0207(2) 0.88195(19) 0.23704(17) 0.0560(7) Uani 1 1 d . . . . .
C52 C 1.0740(2) 0.8803(2) 0.15117(18) 0.0644(8) Uani 1 1 d . . . . .
H52A H 1.1398 0.8541 0.1580 0.077 Uiso 1 1 calc R U . . .
H52B H 1.1001 0.9491 0.1342 0.077 Uiso 1 1 calc R U . . .
C53 C 0.9937(2) 0.81640(19) 0.07851(16) 0.0495(6) Uani 1 1 d . . . . .
C54 C 1.0569(3) 0.8122(2) -0.00385(19) 0.0712(9) Uani 1 1 d . . . . .
H54A H 1.0068 0.7697 -0.0480 0.107 Uiso 1 1 calc R U . . .
H54B H 1.1204 0.7853 0.0077 0.107 Uiso 1 1 calc R U . . .
H54C H 1.0834 0.8791 -0.0232 0.107 Uiso 1 1 calc R U . . .
C55 C 0.8950(3) 0.8626(2) 0.0600(2) 0.0735(9) Uani 1 1 d . . . . .
H55A H 0.9240 0.9302 0.0429 0.110 Uiso 1 1 calc R U . . .
H55B H 0.8535 0.8640 0.1112 0.110 Uiso 1 1 calc R U . . .
H55C H 0.8456 0.8226 0.0141 0.110 Uiso 1 1 calc R U . . .
C56 C 0.9464(2) 0.70900(19) 0.10626(16) 0.0523(6) Uani 1 1 d . . . . .
H56A H 0.8822 0.6737 0.0677 0.063 Uiso 1 1 calc R U . . .
H56B H 1.0040 0.6725 0.1022 0.063 Uiso 1 1 calc R U . . .
Cl1 Cl 0.76558(8) 0.04132(6) 0.19381(6) 0.0835(3) Uani 1 1 d . . . . .
Cl2 Cl 1.2019(9) 0.7923(4) 0.5780(10) 0.098(2) Uani 0.60(4) 1 d . . P A 1
Cl2' Cl 1.1694(19) 0.770(2) 0.6051(13) 0.112(5) Uani 0.40(4) 1 d . . P A 2
N1 N 0.51007(15) 0.21183(15) -0.05342(12) 0.0428(5) Uani 1 1 d . . . . .
N2 N 0.80253(16) 0.41739(14) 0.11993(14) 0.0456(5) Uani 1 1 d . . . . .
N3 N 0.79628(16) 0.87234(14) 0.42165(12) 0.0409(4) Uani 1 1 d . . . . .
N4 N 0.8008(3) 0.53770(17) 0.42150(15) 0.0709(8) Uani 1 1 d . . . . .
O1 O 0.40980(16) 0.32938(15) -0.02809(13) 0.0627(5) Uani 1 1 d . . . . .
O2 O 0.84713(17) 0.46953(17) -0.01521(14) 0.0743(6) Uani 1 1 d . . . . .
O3 O 0.71167(15) 0.38281(13) 0.24588(12) 0.0554(5) Uani 1 1 d . . . . .
O4 O 0.53920(13) 0.45051(11) 0.16225(12) 0.0502(4) Uani 1 1 d . . . . .
O5 O 0.32543(16) 0.12125(13) 0.12912(13) 0.0653(5) Uani 1 1 d . . . . .
O6 O 0.72313(16) 0.83274(15) 0.28179(12) 0.0610(5) Uani 1 1 d . . . . .
O7 O 0.6179(3) 0.5210(2) 0.4558(3) 0.1488(15) Uani 1 1 d . . . . .
O8 O 0.96459(19) 0.56785(14) 0.34914(14) 0.0676(5) Uani 1 1 d . . . . .
O9 O 0.82961(14) 0.63115(11) 0.22094(10) 0.0476(4) Uani 1 1 d . . . . .
O10 O 1.0394(2) 0.95726(15) 0.28636(14) 0.0882(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.375(4) . ?
C1 C6 1.376(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.344(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.347(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.394(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.360(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.514(4) . ?
C7 N1 1.457(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O1 1.210(3) . ?
C8 N1 1.361(3) . ?
C8 C9 1.546(3) . ?
C9 C22 1.508(3) . ?
C9 C10 1.512(3) . ?
C9 C20 1.586(3) . ?
C10 C15 1.372(3) . ?
C10 C11 1.392(3) . ?
C11 C12 1.382(3) . ?
C11 N1 1.401(3) . ?
C12 C13 1.378(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(3) . ?
C14 Cl1 1.719(2) . ?
C15 H15 0.9300 . ?
C16 C17 1.504(4) . ?
C16 C20 1.513(3) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 O2 1.199(3) . ?
C17 N2 1.388(3) . ?
C18 N2 1.461(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 O3 1.207(3) . ?
C19 N2 1.368(3) . ?
C19 C20 1.531(3) . ?
C20 O4 1.446(3) . ?
C21 C22 1.330(3) . ?
C21 O4 1.361(3) . ?
C21 C28 1.475(3) . ?
C22 C23 1.446(3) . ?
C23 O5 1.211(3) . ?
C23 C24 1.516(3) . ?
C24 C25 1.534(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.525(4) . ?
C25 C27 1.531(4) . ?
C25 C28 1.535(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C34 1.364(4) . ?
C29 C30 1.425(7) . ?
C29 H29 0.9300 . ?
C30 C31 1.360(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.333(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.377(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.379(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.519(4) . ?
C35 N3 1.449(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 O6 1.209(3) . ?
C36 N3 1.358(3) . ?
C36 C37 1.547(3) . ?
C37 C50 1.504(3) . ?
C37 C38 1.518(3) . ?
C37 C48 1.589(3) . ?
C38 C39 1.363(3) . ?
C38 C43 1.390(3) . ?
C39 C40 1.391(4) . ?
C39 H39 0.9300 . ?
C40 C41 1.363(4) . ?
C40 Cl2' 1.737(12) . ?
C40 Cl2 1.765(8) . ?
C41 C42 1.374(4) . ?
C41 H41 0.9300 . ?
C42 C43 1.374(3) . ?
C42 H42 0.9300 . ?
C43 N3 1.400(3) . ?
C44 C45 1.488(5) . ?
C44 C48 1.520(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 O7 1.198(4) . ?
C45 N4 1.373(5) . ?
C46 N4 1.467(5) . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 O8 1.206(3) . ?
C47 N4 1.356(4) . ?
C47 C48 1.526(4) . ?
C48 O9 1.447(3) . ?
C49 C50 1.330(3) . ?
C49 O9 1.359(3) . ?
C49 C56 1.478(3) . ?
C50 C51 1.444(3) . ?
C51 O10 1.217(3) . ?
C51 C52 1.504(4) . ?
C52 C53 1.535(4) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 C54 1.522(3) . ?
C53 C56 1.531(3) . ?
C53 C55 1.532(4) . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C55 H55A 0.9600 . ?
C55 H55B 0.9600 . ?
C55 H55C 0.9600 . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?

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 122.4(3) . . ?
C2 C1 H1 118.8 . . ?
C6 C1 H1 118.8 . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 120.8(4) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 120.8(4) . . ?
C6 C5 H5 119.6 . . ?
C4 C5 H5 119.6 . . ?
C5 C6 C1 116.7(3) . . ?
C5 C6 C7 118.8(3) . . ?
C1 C6 C7 124.5(2) . . ?
N1 C7 C6 113.5(2) . . ?
N1 C7 H7A 108.9 . . ?
C6 C7 H7A 108.9 . . ?
N1 C7 H7B 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
O1 C8 N1 126.6(2) . . ?
O1 C8 C9 125.2(2) . . ?
N1 C8 C9 108.18(19) . . ?
C22 C9 C10 119.08(18) . . ?
C22 C9 C8 110.93(18) . . ?
C10 C9 C8 101.64(17) . . ?
C22 C9 C20 99.40(16) . . ?
C10 C9 C20 115.60(17) . . ?
C8 C9 C20 110.43(17) . . ?
C15 C10 C11 119.7(2) . . ?
C15 C10 C9 131.58(19) . . ?
C11 C10 C9 108.64(19) . . ?
C12 C11 C10 121.7(2) . . ?
C12 C11 N1 128.2(2) . . ?
C10 C11 N1 109.98(19) . . ?
C13 C12 C11 117.9(2) . . ?
C13 C12 H12 121.0 . . ?
C11 C12 H12 121.0 . . ?
C14 C13 C12 120.4(2) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 121.8(2) . . ?
C13 C14 Cl1 119.24(18) . . ?
C15 C14 Cl1 118.93(18) . . ?
C10 C15 C14 118.4(2) . . ?
C10 C15 H15 120.8 . . ?
C14 C15 H15 120.8 . . ?
C17 C16 C20 104.5(2) . . ?
C17 C16 H16A 110.8 . . ?
C20 C16 H16A 110.8 . . ?
C17 C16 H16B 110.8 . . ?
C20 C16 H16B 110.8 . . ?
H16A C16 H16B 108.9 . . ?
O2 C17 N2 124.3(2) . . ?
O2 C17 C16 128.2(3) . . ?
N2 C17 C16 107.4(2) . . ?
N2 C18 H18A 109.5 . . ?
N2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 N2 125.7(2) . . ?
O3 C19 C20 126.9(2) . . ?
N2 C19 C20 107.4(2) . . ?
O4 C20 C16 112.54(19) . . ?
O4 C20 C19 106.93(19) . . ?
C16 C20 C19 102.70(19) . . ?
O4 C20 C9 105.33(16) . . ?
C16 C20 C9 117.5(2) . . ?
C19 C20 C9 111.52(18) . . ?
C22 C21 O4 114.5(2) . . ?
C22 C21 C28 126.9(2) . . ?
O4 C21 C28 118.6(2) . . ?
C21 C22 C23 121.6(2) . . ?
C21 C22 C9 109.75(19) . . ?
C23 C22 C9 127.49(19) . . ?
O5 C23 C22 122.9(2) . . ?
O5 C23 C24 122.9(2) . . ?
C22 C23 C24 114.2(2) . . ?
C23 C24 C25 114.3(2) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C26 C25 C27 108.8(3) . . ?
C26 C25 C24 109.6(2) . . ?
C27 C25 C24 110.1(2) . . ?
C26 C25 C28 109.5(2) . . ?
C27 C25 C28 108.9(2) . . ?
C24 C25 C28 109.9(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C21 C28 C25 109.8(2) . . ?
C21 C28 H28A 109.7 . . ?
C25 C28 H28A 109.7 . . ?
C21 C28 H28B 109.7 . . ?
C25 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
C34 C29 C30 119.5(5) . . ?
C34 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
C31 C30 C29 119.5(4) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
C32 C31 C30 121.4(4) . . ?
C32 C31 H31 119.3 . . ?
C30 C31 H31 119.3 . . ?
C31 C32 C33 119.1(5) . . ?
C31 C32 H32 120.5 . . ?
C33 C32 H32 120.5 . . ?
C32 C33 C34 122.5(4) . . ?
C32 C33 H33 118.7 . . ?
C34 C33 H33 118.7 . . ?
C29 C34 C33 117.8(3) . . ?
C29 C34 C35 120.2(3) . . ?
C33 C34 C35 122.0(3) . . ?
N3 C35 C34 113.2(2) . . ?
N3 C35 H35A 108.9 . . ?
C34 C35 H35A 108.9 . . ?
N3 C35 H35B 108.9 . . ?
C34 C35 H35B 108.9 . . ?
H35A C35 H35B 107.8 . . ?
O6 C36 N3 126.3(2) . . ?
O6 C36 C37 125.2(2) . . ?
N3 C36 C37 108.44(19) . . ?
C50 C37 C38 118.94(19) . . ?
C50 C37 C36 110.46(19) . . ?
C38 C37 C36 101.52(17) . . ?
C50 C37 C48 99.38(16) . . ?
C38 C37 C48 116.35(19) . . ?
C36 C37 C48 110.38(18) . . ?
C39 C38 C43 119.6(2) . . ?
C39 C38 C37 131.9(2) . . ?
C43 C38 C37 108.4(2) . . ?
C38 C39 C40 118.1(2) . . ?
C38 C39 H39 121.0 . . ?
C40 C39 H39 121.0 . . ?
C41 C40 C39 122.0(3) . . ?
C41 C40 Cl2' 113.4(5) . . ?
C39 C40 Cl2' 123.5(4) . . ?
C41 C40 Cl2 122.7(5) . . ?
C39 C40 Cl2 114.7(5) . . ?
C40 C41 C42 120.4(2) . . ?
C40 C41 H41 119.8 . . ?
C42 C41 H41 119.8 . . ?
C41 C42 C43 117.8(2) . . ?
C41 C42 H42 121.1 . . ?
C43 C42 H42 121.1 . . ?
C42 C43 C38 122.2(2) . . ?
C42 C43 N3 127.4(2) . . ?
C38 C43 N3 110.38(19) . . ?
C45 C44 C48 104.0(3) . . ?
C45 C44 H44A 111.0 . . ?
C48 C44 H44A 111.0 . . ?
C45 C44 H44B 111.0 . . ?
C48 C44 H44B 111.0 . . ?
H44A C44 H44B 109.0 . . ?
O7 C45 N4 124.5(4) . . ?
O7 C45 C44 126.7(4) . . ?
N4 C45 C44 108.9(3) . . ?
N4 C46 H46A 109.5 . . ?
N4 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
N4 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
O8 C47 N4 126.3(3) . . ?
O8 C47 C48 126.4(2) . . ?
N4 C47 C48 107.3(3) . . ?
O9 C48 C44 110.8(2) . . ?
O9 C48 C47 107.59(19) . . ?
C44 C48 C47 103.3(2) . . ?
O9 C48 C37 105.79(17) . . ?
C44 C48 C37 117.7(2) . . ?
C47 C48 C37 111.39(19) . . ?
C50 C49 O9 114.6(2) . . ?
C50 C49 C56 126.9(2) . . ?
O9 C49 C56 118.45(19) . . ?
C49 C50 C51 120.9(2) . . ?
C49 C50 C37 110.2(2) . . ?
C51 C50 C37 127.8(2) . . ?
O10 C51 C50 122.2(2) . . ?
O10 C51 C52 122.8(2) . . ?
C50 C51 C52 115.0(2) . . ?
C51 C52 C53 113.7(2) . . ?
C51 C52 H52A 108.8 . . ?
C53 C52 H52A 108.8 . . ?
C51 C52 H52B 108.8 . . ?
C53 C52 H52B 108.8 . . ?
H52A C52 H52B 107.7 . . ?
C54 C53 C56 109.2(2) . . ?
C54 C53 C55 108.9(2) . . ?
C56 C53 C55 108.9(2) . . ?
C54 C53 C52 110.2(2) . . ?
C56 C53 C52 109.6(2) . . ?
C55 C53 C52 110.0(2) . . ?
C53 C54 H54A 109.5 . . ?
C53 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C53 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C53 C55 H55A 109.5 . . ?
C53 C55 H55B 109.5 . . ?
H55A C55 H55B 109.5 . . ?
C53 C55 H55C 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C49 C56 C53 110.44(19) . . ?
C49 C56 H56A 109.6 . . ?
C53 C56 H56A 109.6 . . ?
C49 C56 H56B 109.6 . . ?
C53 C56 H56B 109.6 . . ?
H56A C56 H56B 108.1 . . ?
C8 N1 C11 111.19(18) . . ?
C8 N1 C7 123.7(2) . . ?
C11 N1 C7 125.1(2) . . ?
C19 N2 C17 112.8(2) . . ?
C19 N2 C18 123.2(2) . . ?
C17 N2 C18 123.7(2) . . ?
C36 N3 C43 111.09(19) . . ?
C36 N3 C35 124.1(2) . . ?
C43 N3 C35 124.6(2) . . ?
C47 N4 C45 113.0(3) . . ?
C47 N4 C46 122.9(3) . . ?
C45 N4 C46 123.8(3) . . ?
C21 O4 C20 107.37(16) . . ?
C49 O9 C48 107.57(16) . . ?

_refine_diff_density_max         0.340
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.045


