# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

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

data_4a
_database_code_depnum_ccdc_archive 'CCDC 2155009'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-05-18 deposited with the CCDC.	2022-05-20 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 H21 N O8'
_chemical_formula_sum            'C25 H21 N O8'
_chemical_formula_weight         463.43

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

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

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

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

_cell_length_a                   9.3841(6)
_cell_length_b                   23.6505(15)
_cell_length_c                   10.8848(8)
_cell_angle_alpha                90
_cell_angle_beta                 113.734(2)
_cell_angle_gamma                90
_cell_volume                     2211.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6364
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.20

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_F_000             968
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.105
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6739
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13992
_diffrn_reflns_av_unetI/netI     0.0359
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.523
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4330
_reflns_number_gt                3213
_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)+(0.0489P)²+0.8506P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4330
_refine_ls_number_parameters     313
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1154
_refine_ls_wR_factor_gt          0.1037
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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 0.7366(2) 0.15279(8) 0.78234(19) 0.0413(5) Uani 1 1 d . . . . .
C2 C 0.8686(3) 0.18567(11) 0.8294(3) 0.0672(7) Uani 1 1 d . . . . .
H2 H 0.9020 0.2041 0.7702 0.081 Uiso 1 1 calc R U . . .
C3 C 0.9500(3) 0.19068(13) 0.9657(3) 0.0877(9) Uani 1 1 d . . . . .
H3 H 1.0390 0.2130 0.9993 0.105 Uiso 1 1 calc R U . . .
C4 C 0.9014(3) 0.16301(12) 1.0529(3) 0.0763(8) Uani 1 1 d . . . . .
H4 H 0.9585 0.1662 1.1450 0.092 Uiso 1 1 calc R U . . .
C5 C 0.7675(2) 0.13029(9) 1.0042(2) 0.0505(5) Uani 1 1 d . . . . .
H5 H 0.7344 0.1119 1.0636 0.061 Uiso 1 1 calc R U . . .
C6 C 0.6829(2) 0.12492(7) 0.86673(18) 0.0358(4) Uani 1 1 d . . . . .
C7 C 0.5380(2) 0.08999(7) 0.80322(17) 0.0312(4) Uani 1 1 d . . . . .
H7 H 0.4926 0.0836 0.8689 0.037 Uiso 1 1 calc R U . . .
C8 C 0.41627(19) 0.11904(7) 0.67794(16) 0.0289(4) Uani 1 1 d . . . . .
C9 C 0.4927(2) 0.15376(7) 0.60060(16) 0.0325(4) Uani 1 1 d . . . . .
C10 C 0.4521(2) 0.21448(7) 0.61179(16) 0.0326(4) Uani 1 1 d . . . . .
C11 C 0.5021(2) 0.26230(8) 0.56729(19) 0.0423(5) Uani 1 1 d . . . . .
H11 H 0.5649 0.2596 0.5197 0.051 Uiso 1 1 calc R U . . .
C12 C 0.4555(3) 0.31411(8) 0.5962(2) 0.0487(5) Uani 1 1 d . . . . .
H12 H 0.4856 0.3468 0.5656 0.058 Uiso 1 1 calc R U . . .
C13 C 0.3651(2) 0.31867(8) 0.66959(19) 0.0473(5) Uani 1 1 d . . . . .
H13 H 0.3376 0.3543 0.6890 0.057 Uiso 1 1 calc R U . . .
C14 C 0.3152(2) 0.27117(8) 0.71428(18) 0.0398(4) Uani 1 1 d . . . . .
H14 H 0.2545 0.2741 0.7637 0.048 Uiso 1 1 calc R U . . .
C15 C 0.35881(19) 0.21887(7) 0.68287(16) 0.0318(4) Uani 1 1 d . . . . .
C16 C 0.32193(19) 0.16246(7) 0.71817(16) 0.0313(4) Uani 1 1 d . . . . .
C17 C 0.5628(2) 0.03212(7) 0.74745(18) 0.0357(4) Uani 1 1 d . . . . .
H17 H 0.6478 0.0350 0.7172 0.043 Uiso 1 1 calc R U . . .
C18 C 0.6012(2) -0.01234(8) 0.85589(18) 0.0374(4) Uani 1 1 d . . . . .
C19 C 0.7987(3) -0.04422(10) 1.0597(2) 0.0654(7) Uani 1 1 d . . . . .
H19A H 0.7307 -0.0396 1.1065 0.078 Uiso 1 1 calc R U . . .
H19B H 0.7943 -0.0834 1.0321 0.078 Uiso 1 1 calc R U . . .
C20 C 0.9565(3) -0.02960(15) 1.1478(3) 0.0943(11) Uani 1 1 d . . . . .
H20A H 1.0221 -0.0319 1.0993 0.141 Uiso 1 1 calc R U . . .
H20B H 0.9935 -0.0554 1.2222 0.141 Uiso 1 1 calc R U . . .
H20C H 0.9588 0.0082 1.1806 0.141 Uiso 1 1 calc R U . . .
C21 C 0.3423(2) 0.08762(7) 0.44920(18) 0.0377(4) Uani 1 1 d . . . . .
C22 C 0.3286(2) 0.07113(7) 0.58017(17) 0.0335(4) Uani 1 1 d . . . . .
C23 C 0.1580(2) 0.06059(8) 0.55144(19) 0.0428(5) Uani 1 1 d . . . . .
H23A H 0.1247 0.0264 0.4983 0.051 Uiso 1 1 calc R U . . .
H23B H 0.1488 0.0541 0.6359 0.051 Uiso 1 1 calc R U . . .
C24 C 0.0504(2) 0.10753(9) 0.47913(18) 0.0424(5) Uani 1 1 d . . . . .
C25 C -0.2122(3) 0.13739(14) 0.3918(3) 0.0853(9) Uani 1 1 d . . . . .
H25A H -0.1857 0.1723 0.4410 0.128 Uiso 1 1 calc R U . . .
H25B H -0.3117 0.1246 0.3862 0.128 Uiso 1 1 calc R U . . .
H25C H -0.2168 0.1433 0.3030 0.128 Uiso 1 1 calc R U . . .
N1 N 0.4177(2) 0.01926(7) 0.63409(18) 0.0494(5) Uani 1 1 d . . . . .
O1 O 0.65627(14) 0.14613(6) 0.64422(13) 0.0422(3) Uani 1 1 d . . . . .
O2 O 0.43301(15) 0.13421(5) 0.46595(12) 0.0406(3) Uani 1 1 d . . . . .
O3 O 0.28372(17) 0.06456(6) 0.34318(13) 0.0541(4) Uani 1 1 d . . . . .
O4 O 0.23641(16) 0.15075(6) 0.77312(13) 0.0454(3) Uani 1 1 d . . . . .
O5 O 0.50844(17) -0.04507(6) 0.86587(16) 0.0585(4) Uani 1 1 d . . . . .
O6 O 0.74731(15) -0.00757(6) 0.94216(13) 0.0469(4) Uani 1 1 d . . . . .
O7 O 0.08955(16) 0.15035(6) 0.44254(15) 0.0565(4) Uani 1 1 d . . . . .
O8 O -0.09495(16) 0.09516(7) 0.46006(17) 0.0674(5) Uani 1 1 d . . . . .
H1 H 0.369(4) -0.0032(15) 0.652(4) 0.120(14) Uiso 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(3) . ?
C1 C6 1.380(3) . ?
C1 O1 1.393(2) . ?
C2 C3 1.374(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.374(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.500(2) . ?
C7 C8 1.544(2) . ?
C7 C17 1.552(2) . ?
C7 H7 0.9800 . ?
C8 C16 1.530(2) . ?
C8 C9 1.544(2) . ?
C8 C22 1.546(2) . ?
C9 O2 1.419(2) . ?
C9 O1 1.424(2) . ?
C9 C10 1.503(2) . ?
C10 C11 1.385(2) . ?
C10 C15 1.386(2) . ?
C11 C12 1.379(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.379(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.468(2) . ?
C16 O4 1.210(2) . ?
C17 N1 1.455(2) . ?
C17 C18 1.512(2) . ?
C17 H17 0.9800 . ?
C18 O5 1.202(2) . ?
C18 O6 1.318(2) . ?
C19 C20 1.445(3) . ?
C19 O6 1.457(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 O3 1.192(2) . ?
C21 O2 1.359(2) . ?
C21 C22 1.532(3) . ?
C22 N1 1.468(2) . ?
C22 C23 1.523(3) . ?
C23 C24 1.494(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O7 1.199(2) . ?
C24 O8 1.327(2) . ?
C25 O8 1.450(3) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N1 H1 0.78(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 122.5(2) . . ?
C2 C1 O1 118.71(19) . . ?
C6 C1 O1 118.72(16) . . ?
C3 C2 C1 118.5(2) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 118.01(18) . . ?
C1 C6 C7 117.51(16) . . ?
C5 C6 C7 124.47(18) . . ?
C6 C7 C8 111.91(14) . . ?
C6 C7 C17 114.53(14) . . ?
C8 C7 C17 102.78(13) . . ?
C6 C7 H7 109.1 . . ?
C8 C7 H7 109.1 . . ?
C17 C7 H7 109.1 . . ?
C16 C8 C9 104.38(13) . . ?
C16 C8 C7 110.72(13) . . ?
C9 C8 C7 112.17(13) . . ?
C16 C8 C22 118.68(14) . . ?
C9 C8 C22 104.47(13) . . ?
C7 C8 C22 106.36(13) . . ?
O2 C9 O1 103.13(13) . . ?
O2 C9 C10 112.79(14) . . ?
O1 C9 C10 111.62(14) . . ?
O2 C9 C8 108.25(13) . . ?
O1 C9 C8 115.20(13) . . ?
C10 C9 C8 105.99(14) . . ?
C11 C10 C15 120.90(17) . . ?
C11 C10 C9 128.25(17) . . ?
C15 C10 C9 110.76(15) . . ?
C12 C11 C10 117.52(19) . . ?
C12 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C11 C12 C13 121.71(18) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
C14 C13 C12 120.94(18) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 117.62(19) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
C10 C15 C14 121.29(17) . . ?
C10 C15 C16 110.27(15) . . ?
C14 C15 C16 128.42(17) . . ?
O4 C16 C15 127.63(16) . . ?
O4 C16 C8 124.24(15) . . ?
C15 C16 C8 108.09(14) . . ?
N1 C17 C18 111.37(16) . . ?
N1 C17 C7 106.24(14) . . ?
C18 C17 C7 109.52(14) . . ?
N1 C17 H17 109.9 . . ?
C18 C17 H17 109.9 . . ?
C7 C17 H17 109.9 . . ?
O5 C18 O6 125.04(17) . . ?
O5 C18 C17 124.37(17) . . ?
O6 C18 C17 110.44(16) . . ?
C20 C19 O6 109.2(2) . . ?
C20 C19 H19A 109.8 . . ?
O6 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
O6 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O3 C21 O2 121.37(17) . . ?
O3 C21 C22 127.27(18) . . ?
O2 C21 C22 111.36(14) . . ?
N1 C22 C23 109.17(16) . . ?
N1 C22 C21 109.68(15) . . ?
C23 C22 C21 109.00(15) . . ?
N1 C22 C8 106.11(14) . . ?
C23 C22 C8 119.07(15) . . ?
C21 C22 C8 103.48(14) . . ?
C24 C23 C22 114.73(15) . . ?
C24 C23 H23A 108.6 . . ?
C22 C23 H23A 108.6 . . ?
C24 C23 H23B 108.6 . . ?
C22 C23 H23B 108.6 . . ?
H23A C23 H23B 107.6 . . ?
O7 C24 O8 124.57(19) . . ?
O7 C24 C23 124.76(18) . . ?
O8 C24 C23 110.67(18) . . ?
O8 C25 H25A 109.5 . . ?
O8 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O8 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C17 N1 C22 110.66(15) . . ?
C17 N1 H1 112(3) . . ?
C22 N1 H1 112(3) . . ?
C1 O1 C9 112.80(13) . . ?
C21 O2 C9 111.59(13) . . ?
C18 O6 C19 117.15(16) . . ?
C24 O8 C25 116.65(19) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O5 0.78(3) 2.38(4) 2.771(2) 112(3) .

_refine_diff_density_max         0.238
_refine_diff_density_min         -0.224
_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_4d
_database_code_depnum_ccdc_archive 'CCDC 2155011'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-05-18 deposited with the CCDC.	2022-05-20 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         'C24 H18 Br N O8'
_chemical_formula_sum            'C24 H18 Br N O8'
_chemical_formula_weight         528.30

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.5899(9)
_cell_length_b                   26.536(2)
_cell_length_c                   8.5020(8)
_cell_angle_alpha                90
_cell_angle_beta                 111.815(2)
_cell_angle_gamma                90
_cell_volume                     2218.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5545
_cell_measurement_theta_min      2.58
_cell_measurement_theta_max      23.77

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.906
_shelx_estimated_absorpt_T_min   0.679
_shelx_estimated_absorpt_T_max   0.725
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5639
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19387
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.209
_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             4351
_reflns_number_gt                2721
_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)+(0.0288P)²+2.1624P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4351
_refine_ls_number_parameters     310
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1045
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.0982
_refine_ls_wR_factor_gt          0.0842
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br -0.36167(5) 0.22428(2) 0.19751(6) 0.0808(2) Uani 1 1 d . . . . .
C1 C 0.0452(3) 0.19434(11) 0.6392(4) 0.0338(8) Uani 1 1 d . . . . .
C2 C 0.0150(4) 0.24246(13) 0.5758(5) 0.0517(10) Uani 1 1 d . . . . .
H2 H 0.0771 0.2685 0.6188 0.062 Uiso 1 1 calc R U . . .
C3 C -0.1084(4) 0.25143(14) 0.4481(6) 0.0587(11) Uani 1 1 d . . . . .
H3 H -0.1313 0.2838 0.4052 0.070 Uiso 1 1 calc R U . . .
C4 C -0.1977(4) 0.21233(14) 0.3842(5) 0.0486(10) Uani 1 1 d . . . . .
C5 C -0.1694(3) 0.16443(12) 0.4487(4) 0.0376(8) Uani 1 1 d . . . . .
H5 H -0.2317 0.1385 0.4047 0.045 Uiso 1 1 calc R U . . .
C6 C -0.0468(3) 0.15511(11) 0.5802(4) 0.0298(7) Uani 1 1 d . . . . .
C7 C -0.0012(3) 0.10425(10) 0.6579(4) 0.0273(7) Uani 1 1 d . . . . .
H7 H -0.0631 0.0782 0.5898 0.033 Uiso 1 1 calc R U . . .
C8 C 0.1442(3) 0.09366(10) 0.6669(3) 0.0245(7) Uani 1 1 d . . . . .
C9 C 0.2339(3) 0.14148(11) 0.7156(4) 0.0280(7) Uani 1 1 d . . . . .
C10 C 0.2729(3) 0.15272(11) 0.5670(4) 0.0288(7) Uani 1 1 d . . . . .
C11 C 0.3465(3) 0.19322(12) 0.5452(4) 0.0425(9) Uani 1 1 d . . . . .
H11 H 0.3787 0.2179 0.6284 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3710(4) 0.19625(14) 0.3979(5) 0.0516(10) Uani 1 1 d . . . . .
H12 H 0.4210 0.2232 0.3816 0.062 Uiso 1 1 calc R U . . .
C13 C 0.3227(4) 0.16003(13) 0.2738(4) 0.0464(9) Uani 1 1 d . . . . .
H13 H 0.3412 0.1627 0.1754 0.056 Uiso 1 1 calc R U . . .
C14 C 0.2475(3) 0.11984(13) 0.2933(4) 0.0386(8) Uani 1 1 d . . . . .
H14 H 0.2143 0.0955 0.2094 0.046 Uiso 1 1 calc R U . . .
C15 C 0.2231(3) 0.11701(11) 0.4416(4) 0.0283(7) Uani 1 1 d . . . . .
C16 C 0.1456(3) 0.07872(11) 0.4931(4) 0.0279(7) Uani 1 1 d . . . . .
C17 C 0.0164(3) 0.09855(11) 0.8461(4) 0.0290(7) Uani 1 1 d . . . . .
H17 H 0.0505 0.1305 0.9041 0.035 Uiso 1 1 calc R U . . .
C18 C -0.1121(3) 0.08477(13) 0.8742(4) 0.0350(8) Uani 1 1 d . . . . .
C19 C -0.3211(4) 0.11682(16) 0.8751(6) 0.0660(12) Uani 1 1 d . . . . .
H19A H -0.3639 0.0858 0.8250 0.099 Uiso 1 1 calc R U . . .
H19B H -0.3817 0.1444 0.8266 0.099 Uiso 1 1 calc R U . . .
H19C H -0.2997 0.1158 0.9951 0.099 Uiso 1 1 calc R U . . .
C20 C 0.2085(3) 0.05749(11) 0.8189(4) 0.0274(7) Uani 1 1 d . . . . .
C21 C 0.3429(3) 0.08288(12) 0.9226(4) 0.0328(8) Uani 1 1 d . . . . .
C22 C 0.2315(3) 0.00312(11) 0.7821(4) 0.0321(7) Uani 1 1 d . . . . .
H22A H 0.2669 -0.0154 0.8880 0.039 Uiso 1 1 calc R U . . .
H22B H 0.1451 -0.0119 0.7131 0.039 Uiso 1 1 calc R U . . .
C23 C 0.3283(3) -0.00189(12) 0.6926(4) 0.0301(7) Uani 1 1 d . . . . .
C24 C 0.4180(4) -0.05718(14) 0.5450(5) 0.0583(11) Uani 1 1 d . . . . .
H24A H 0.3955 -0.0359 0.4471 0.087 Uiso 1 1 calc R U . . .
H24B H 0.4117 -0.0918 0.5106 0.087 Uiso 1 1 calc R U . . .
H24C H 0.5090 -0.0501 0.6213 0.087 Uiso 1 1 calc R U . . .
N1 N 0.1198(3) 0.06045(10) 0.9166(3) 0.0329(6) Uani 1 1 d D . . . .
H1 H 0.0840 0.0303 0.9248 0.036(9) Uiso 1 1 d DR . . . .
O1 O 0.1722(2) 0.18380(7) 0.7622(3) 0.0355(5) Uani 1 1 d . . . . .
O2 O 0.0871(2) 0.04235(8) 0.4132(3) 0.0408(6) Uani 1 1 d . . . . .
O3 O -0.1354(3) 0.04470(10) 0.9182(4) 0.0683(8) Uani 1 1 d . . . . .
O4 O -0.1965(2) 0.12356(8) 0.8425(3) 0.0509(7) Uani 1 1 d . . . . .
O5 O 0.4329(2) 0.06752(9) 1.0429(3) 0.0512(6) Uani 1 1 d . . . . .
O6 O 0.3491(2) 0.13076(8) 0.8634(2) 0.0330(5) Uani 1 1 d . . . . .
O7 O 0.3998(2) 0.03147(8) 0.6776(3) 0.0414(6) Uani 1 1 d . . . . .
O8 O 0.3242(2) -0.04780(8) 0.6293(3) 0.0391(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
Br1 C4 1.894(4) . ?
C1 C2 1.377(4) . ?
C1 C6 1.387(4) . ?
C1 O1 1.391(4) . ?
C2 C3 1.374(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.373(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(4) . ?
C5 C6 1.384(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.501(4) . ?
C7 C8 1.539(4) . ?
C7 C17 1.548(4) . ?
C7 H7 0.9800 . ?
C8 C16 1.535(4) . ?
C8 C9 1.546(4) . ?
C8 C20 1.550(4) . ?
C9 O6 1.418(3) . ?
C9 O1 1.428(3) . ?
C9 C10 1.498(4) . ?
C10 C15 1.377(4) . ?
C10 C11 1.379(4) . ?
C11 C12 1.373(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.378(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.378(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.380(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.471(4) . ?
C16 O2 1.210(3) . ?
C17 N1 1.447(4) . ?
C17 C18 1.511(4) . ?
C17 H17 0.9800 . ?
C18 O3 1.183(4) . ?
C18 O4 1.323(4) . ?
C19 O4 1.456(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 N1 1.469(4) . ?
C20 C22 1.515(4) . ?
C20 C21 1.525(4) . ?
C21 O5 1.182(4) . ?
C21 O6 1.377(4) . ?
C22 C23 1.492(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O7 1.202(3) . ?
C23 O8 1.326(4) . ?
C24 O8 1.445(4) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
N1 H1 0.8995 . ?

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 121.6(3) . . ?
C2 C1 O1 120.0(3) . . ?
C6 C1 O1 118.3(3) . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2 120.5 . . ?
C1 C2 H2 120.5 . . ?
C4 C3 C2 119.7(3) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 121.7(3) . . ?
C3 C4 Br1 119.2(3) . . ?
C5 C4 Br1 119.1(3) . . ?
C4 C5 C6 119.2(3) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 118.7(3) . . ?
C5 C6 C7 124.6(3) . . ?
C1 C6 C7 116.6(3) . . ?
C6 C7 C8 109.8(2) . . ?
C6 C7 C17 116.0(2) . . ?
C8 C7 C17 101.4(2) . . ?
C6 C7 H7 109.8 . . ?
C8 C7 H7 109.8 . . ?
C17 C7 H7 109.8 . . ?
C16 C8 C7 111.5(2) . . ?
C16 C8 C9 104.2(2) . . ?
C7 C8 C9 111.5(2) . . ?
C16 C8 C20 119.0(2) . . ?
C7 C8 C20 106.0(2) . . ?
C9 C8 C20 104.4(2) . . ?
O6 C9 O1 104.1(2) . . ?
O6 C9 C10 111.8(2) . . ?
O1 C9 C10 112.1(2) . . ?
O6 C9 C8 108.3(2) . . ?
O1 C9 C8 114.9(2) . . ?
C10 C9 C8 105.8(2) . . ?
C15 C10 C11 120.4(3) . . ?
C15 C10 C9 111.7(3) . . ?
C11 C10 C9 127.9(3) . . ?
C12 C11 C10 118.4(3) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
C11 C12 C13 121.1(3) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 117.7(3) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C10 C15 C14 121.4(3) . . ?
C10 C15 C16 109.9(3) . . ?
C14 C15 C16 128.6(3) . . ?
O2 C16 C15 127.6(3) . . ?
O2 C16 C8 124.0(3) . . ?
C15 C16 C8 108.3(2) . . ?
N1 C17 C18 110.7(2) . . ?
N1 C17 C7 106.2(2) . . ?
C18 C17 C7 114.7(2) . . ?
N1 C17 H17 108.4 . . ?
C18 C17 H17 108.4 . . ?
C7 C17 H17 108.4 . . ?
O3 C18 O4 124.0(3) . . ?
O3 C18 C17 125.0(3) . . ?
O4 C18 C17 111.0(3) . . ?
O4 C19 H19A 109.5 . . ?
O4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C20 C22 110.7(2) . . ?
N1 C20 C21 107.7(2) . . ?
C22 C20 C21 110.6(2) . . ?
N1 C20 C8 105.3(2) . . ?
C22 C20 C8 118.2(2) . . ?
C21 C20 C8 103.6(2) . . ?
O5 C21 O6 120.1(3) . . ?
O5 C21 C20 128.9(3) . . ?
O6 C21 C20 110.9(3) . . ?
C23 C22 C20 112.6(2) . . ?
C23 C22 H22A 109.1 . . ?
C20 C22 H22A 109.1 . . ?
C23 C22 H22B 109.1 . . ?
C20 C22 H22B 109.1 . . ?
H22A C22 H22B 107.8 . . ?
O7 C23 O8 124.0(3) . . ?
O7 C23 C22 124.6(3) . . ?
O8 C23 C22 111.4(3) . . ?
O8 C24 H24A 109.5 . . ?
O8 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O8 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C17 N1 C20 110.3(2) . . ?
C17 N1 H1 112.2 . . ?
C20 N1 H1 111.9 . . ?
C1 O1 C9 111.3(2) . . ?
C18 O4 C19 117.2(3) . . ?
C21 O6 C9 111.5(2) . . ?
C23 O8 C24 115.8(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.90 2.34 3.100(4) 141.6 3_557

_refine_diff_density_max         0.418
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_4c
_database_code_depnum_ccdc_archive 'CCDC 2155010'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-05-18 deposited with the CCDC.	2022-05-20 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 H20 Cl N O8'
_chemical_formula_sum            'C25 H20 Cl N O8'
_chemical_formula_weight         497.87

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                   10.7735(5)
_cell_length_b                   27.2243(14)
_cell_length_c                   8.3743(4)
_cell_angle_alpha                90
_cell_angle_beta                 112.4273(15)
_cell_angle_gamma                90
_cell_volume                     2270.41(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8115
_cell_measurement_theta_min      2.18
_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    1.457
_exptl_crystal_F_000             1032
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.222
_shelx_estimated_absorpt_T_min   0.937
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6424
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18297
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_av_R_equivalents  0.0313
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.178
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             4449
_reflns_number_gt                3398
_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)+(0.0437P)²+0.8696P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4449
_refine_ls_number_parameters     322
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.1010
_refine_ls_wR_factor_gt          0.0914
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.43047(17) 0.19710(7) 0.3182(2) 0.0325(4) Uani 1 1 d . . . . .
C2 C 0.4523(2) 0.24584(7) 0.3635(3) 0.0471(5) Uani 1 1 d . . . . .
H2 H 0.3847 0.2690 0.3154 0.057 Uiso 1 1 calc R U . . .
C3 C 0.5770(2) 0.25981(8) 0.4824(3) 0.0529(6) Uani 1 1 d . . . . .
H3 H 0.5942 0.2925 0.5156 0.063 Uiso 1 1 calc R U . . .
C4 C 0.67482(19) 0.22492(8) 0.5507(3) 0.0432(5) Uani 1 1 d . . . . .
C5 C 0.65397(18) 0.17601(7) 0.5041(2) 0.0361(4) Uani 1 1 d . . . . .
H5 H 0.7223 0.1531 0.5516 0.043 Uiso 1 1 calc R U . . .
C6 C 0.52914(17) 0.16160(6) 0.3852(2) 0.0293(4) Uani 1 1 d . . . . .
C7 C 0.49248(16) 0.10944(6) 0.3267(2) 0.0265(4) Uani 1 1 d . . . . .
H7 H 0.5586 0.0869 0.4053 0.032 Uiso 1 1 calc R U . . .
C8 C 0.35132(15) 0.09712(6) 0.3217(2) 0.0254(4) Uani 1 1 d . . . . .
C9 C 0.35407(16) 0.08535(6) 0.5026(2) 0.0291(4) Uani 1 1 d . . . . .
C10 C 0.26671(16) 0.12103(6) 0.5427(2) 0.0291(4) Uani 1 1 d . . . . .
C11 C 0.23646(19) 0.12416(8) 0.6896(2) 0.0394(5) Uani 1 1 d . . . . .
H11 H 0.2720 0.1019 0.7800 0.047 Uiso 1 1 calc R U . . .
C12 C 0.1520(2) 0.16138(8) 0.6965(3) 0.0488(5) Uani 1 1 d . . . . .
H12 H 0.1294 0.1642 0.7928 0.059 Uiso 1 1 calc R U . . .
C13 C 0.0999(2) 0.19480(8) 0.5620(3) 0.0502(5) Uani 1 1 d . . . . .
H13 H 0.0441 0.2199 0.5705 0.060 Uiso 1 1 calc R U . . .
C14 C 0.12962(19) 0.19148(7) 0.4163(3) 0.0402(5) Uani 1 1 d . . . . .
H14 H 0.0949 0.2140 0.3266 0.048 Uiso 1 1 calc R U . . .
C15 C 0.21249(16) 0.15377(6) 0.4071(2) 0.0282(4) Uani 1 1 d . . . . .
C16 C 0.25386(16) 0.14115(6) 0.2599(2) 0.0265(4) Uani 1 1 d . . . . .
C17 C 0.29310(16) 0.05792(6) 0.1783(2) 0.0275(4) Uani 1 1 d . . . . .
C18 C 0.15500(17) 0.07890(7) 0.0658(2) 0.0318(4) Uani 1 1 d . . . . .
C19 C 0.28020(18) 0.00539(6) 0.2305(2) 0.0338(4) Uani 1 1 d . . . . .
H19A H 0.2496 -0.0151 0.1280 0.041 Uiso 1 1 calc R U . . .
H19B H 0.3680 -0.0064 0.3060 0.041 Uiso 1 1 calc R U . . .
C20 C 0.18464(17) 0.00016(7) 0.3211(2) 0.0317(4) Uani 1 1 d . . . . .
C21 C 0.0982(2) -0.05376(8) 0.4718(3) 0.0536(6) Uani 1 1 d . . . . .
H21A H 0.1194 -0.0329 0.5712 0.080 Uiso 1 1 calc R U . . .
H21B H 0.1046 -0.0875 0.5070 0.080 Uiso 1 1 calc R U . . .
H21C H 0.0085 -0.0470 0.3920 0.080 Uiso 1 1 calc R U . . .
C22 C 0.47611(16) 0.09884(6) 0.1372(2) 0.0286(4) Uani 1 1 d . . . . .
H22 H 0.4413 0.1285 0.0682 0.034 Uiso 1 1 calc R U . . .
C23 C 0.60456(17) 0.08388(7) 0.1175(2) 0.0312(4) Uani 1 1 d . . . . .
C24 C 0.81118(19) 0.11419(8) 0.1140(3) 0.0447(5) Uani 1 1 d . . . . .
H24A H 0.8391 0.0801 0.1334 0.054 Uiso 1 1 calc R U . . .
H24B H 0.8834 0.1344 0.1911 0.054 Uiso 1 1 calc R U . . .
C25 C 0.7837(2) 0.12777(9) -0.0683(3) 0.0554(6) Uani 1 1 d . . . . .
H25A H 0.7093 0.1089 -0.1440 0.083 Uiso 1 1 calc R U . . .
H25B H 0.8617 0.1211 -0.0938 0.083 Uiso 1 1 calc R U . . .
H25C H 0.7624 0.1621 -0.0849 0.083 Uiso 1 1 calc R U . . .
Cl1 Cl 0.82974(6) 0.24299(2) 0.70476(8) 0.0649(2) Uani 1 1 d . . . . .
N1 N 0.37615(15) 0.06039(6) 0.07474(19) 0.0315(3) Uani 1 1 d . . . . .
O1 O 0.30497(12) 0.18267(4) 0.20011(15) 0.0331(3) Uani 1 1 d . . . . .
O2 O 0.42202(13) 0.05357(5) 0.59536(17) 0.0456(4) Uani 1 1 d . . . . .
O3 O 0.06905(13) 0.05987(5) -0.05326(18) 0.0494(4) Uani 1 1 d . . . . .
O4 O 0.14136(11) 0.12619(4) 0.11206(14) 0.0324(3) Uani 1 1 d . . . . .
O5 O 0.11135(13) 0.03233(5) 0.33170(18) 0.0435(3) Uani 1 1 d . . . . .
O6 O 0.19162(13) -0.04449(5) 0.38912(17) 0.0403(3) Uani 1 1 d . . . . .
O7 O 0.62667(14) 0.04364(5) 0.0776(2) 0.0543(4) Uani 1 1 d . . . . .
O8 O 0.68973(12) 0.12140(5) 0.15074(18) 0.0403(3) Uani 1 1 d . . . . .
H1 H 0.410(2) 0.0327(8) 0.066(3) 0.044(6) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.376(3) . ?
C1 C6 1.387(2) . ?
C1 O1 1.393(2) . ?
C2 C3 1.386(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.371(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(3) . ?
C4 Cl1 1.746(2) . ?
C5 C6 1.390(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.505(2) . ?
C7 C8 1.542(2) . ?
C7 C22 1.556(2) . ?
C7 H7 0.9800 . ?
C8 C9 1.538(2) . ?
C8 C16 1.547(2) . ?
C8 C17 1.549(2) . ?
C9 O2 1.206(2) . ?
C9 C10 1.477(2) . ?
C10 C15 1.386(2) . ?
C10 C11 1.390(2) . ?
C11 C12 1.378(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.389(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.382(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.502(2) . ?
C16 O4 1.4221(19) . ?
C16 O1 1.429(2) . ?
C17 N1 1.466(2) . ?
C17 C19 1.517(2) . ?
C17 C18 1.535(2) . ?
C18 O3 1.190(2) . ?
C18 O4 1.369(2) . ?
C19 C20 1.501(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 O5 1.205(2) . ?
C20 O6 1.332(2) . ?
C21 O6 1.445(2) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N1 1.449(2) . ?
C22 C23 1.511(2) . ?
C22 H22 0.9800 . ?
C23 O7 1.195(2) . ?
C23 O8 1.330(2) . ?
C24 O8 1.467(2) . ?
C24 C25 1.486(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N1 H1 0.85(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 122.46(18) . . ?
C2 C1 O1 119.03(17) . . ?
C6 C1 O1 118.51(15) . . ?
C1 C2 C3 118.66(19) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 119.31(19) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 122.27(18) . . ?
C3 C4 Cl1 118.59(16) . . ?
C5 C4 Cl1 119.13(16) . . ?
C4 C5 C6 118.88(18) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 118.40(16) . . ?
C1 C6 C7 117.41(15) . . ?
C5 C6 C7 124.17(16) . . ?
C6 C7 C8 110.36(13) . . ?
C6 C7 C22 114.86(14) . . ?
C8 C7 C22 101.82(13) . . ?
C6 C7 H7 109.8 . . ?
C8 C7 H7 109.8 . . ?
C22 C7 H7 109.8 . . ?
C9 C8 C7 111.72(13) . . ?
C9 C8 C16 104.27(13) . . ?
C7 C8 C16 112.17(13) . . ?
C9 C8 C17 118.03(14) . . ?
C7 C8 C17 105.94(13) . . ?
C16 C8 C17 104.61(13) . . ?
O2 C9 C10 127.48(16) . . ?
O2 C9 C8 124.25(15) . . ?
C10 C9 C8 108.19(14) . . ?
C15 C10 C11 121.21(16) . . ?
C15 C10 C9 110.04(14) . . ?
C11 C10 C9 128.75(17) . . ?
C12 C11 C10 117.63(18) . . ?
C12 C11 H11 121.2 . . ?
C10 C11 H11 121.2 . . ?
C11 C12 C13 121.10(18) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C12 121.15(19) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 118.13(18) . . ?
C13 C14 H14 120.9 . . ?
C15 C14 H14 120.9 . . ?
C14 C15 C10 120.76(16) . . ?
C14 C15 C16 128.04(16) . . ?
C10 C15 C16 111.18(14) . . ?
O4 C16 O1 103.64(12) . . ?
O4 C16 C15 111.02(13) . . ?
O1 C16 C15 112.41(14) . . ?
O4 C16 C8 108.28(13) . . ?
O1 C16 C8 115.28(13) . . ?
C15 C16 C8 106.20(13) . . ?
N1 C17 C19 110.93(14) . . ?
N1 C17 C18 106.71(13) . . ?
C19 C17 C18 110.70(14) . . ?
N1 C17 C8 105.60(13) . . ?
C19 C17 C8 118.73(14) . . ?
C18 C17 C8 103.31(13) . . ?
O3 C18 O4 120.90(16) . . ?
O3 C18 C17 127.90(17) . . ?
O4 C18 C17 111.09(14) . . ?
C20 C19 C17 113.01(14) . . ?
C20 C19 H19A 109.0 . . ?
C17 C19 H19A 109.0 . . ?
C20 C19 H19B 109.0 . . ?
C17 C19 H19B 109.0 . . ?
H19A C19 H19B 107.8 . . ?
O5 C20 O6 124.29(16) . . ?
O5 C20 C19 124.30(17) . . ?
O6 C20 C19 111.41(15) . . ?
O6 C21 H21A 109.5 . . ?
O6 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O6 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C22 C23 110.58(14) . . ?
N1 C22 C7 106.35(13) . . ?
C23 C22 C7 114.16(14) . . ?
N1 C22 H22 108.5 . . ?
C23 C22 H22 108.5 . . ?
C7 C22 H22 108.5 . . ?
O7 C23 O8 124.57(16) . . ?
O7 C23 C22 124.48(16) . . ?
O8 C23 C22 110.95(15) . . ?
O8 C24 C25 109.77(16) . . ?
O8 C24 H24A 109.7 . . ?
C25 C24 H24A 109.7 . . ?
O8 C24 H24B 109.7 . . ?
C25 C24 H24B 109.7 . . ?
H24A C24 H24B 108.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 N1 C17 110.92(13) . . ?
C22 N1 H1 112.9(14) . . ?
C17 N1 H1 112.7(14) . . ?
C1 O1 C16 111.95(12) . . ?
C18 O4 C16 111.58(12) . . ?
C20 O6 C21 115.36(15) . . ?
C23 O8 C24 116.90(14) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O7 0.85(2) 2.36(2) 3.102(2) 146.1(18) 3_655

_refine_diff_density_max         0.288
_refine_diff_density_min         -0.381
_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_7b
_database_code_depnum_ccdc_archive 'CCDC 2155014'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-05-18 deposited with the CCDC.	2022-05-20 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         'C23 H19 N O6'
_chemical_formula_sum            'C23 H19 N O6'
_chemical_formula_weight         405.39

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                   7.7790(10)
_cell_length_b                   10.3103(13)
_cell_length_c                   13.8093(18)
_cell_angle_alpha                101.220(4)
_cell_angle_beta                 102.899(4)
_cell_angle_gamma                107.946(4)
_cell_volume                     984.8(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7375
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      27.14

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_F_000             424
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.100
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6761
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13780
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.889
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3828
_reflns_number_gt                2987
_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)+(0.0602P)²+0.2321P] 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         3828
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0588
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1213
_refine_ls_wR_factor_gt          0.1124
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1419(2) 0.52888(18) 0.84717(15) 0.0495(4) Uani 1 1 d . . . . .
C2 C 0.0553(3) 0.3951(2) 0.8576(2) 0.0728(6) Uani 1 1 d . . . . .
H2 H -0.0400 0.3235 0.8026 0.087 Uiso 1 1 calc R U . . .
C3 C 0.1153(5) 0.3719(3) 0.9525(3) 0.0902(9) Uani 1 1 d . . . . .
H3 H 0.0574 0.2839 0.9620 0.108 Uiso 1 1 calc R U . . .
C4 C 0.2577(5) 0.4757(3) 1.0322(2) 0.0861(8) Uani 1 1 d . . . . .
H4 H 0.2977 0.4574 1.0950 0.103 Uiso 1 1 calc R U . . .
C5 C 0.3429(3) 0.6076(2) 1.02027(16) 0.0637(5) Uani 1 1 d . . . . .
H5 H 0.4412 0.6775 1.0749 0.076 Uiso 1 1 calc R U . . .
C6 C 0.2833(2) 0.63675(18) 0.92769(13) 0.0461(4) Uani 1 1 d . . . . .
C7 C 0.3554(2) 0.78032(16) 0.91076(11) 0.0400(4) Uani 1 1 d . . . . .
H7 H 0.4777 0.8384 0.9632 0.048 Uiso 1 1 calc R U . . .
C8 C 0.37781(19) 0.77000(15) 0.80193(11) 0.0353(3) Uani 1 1 d . . . . .
C9 C 0.2196(2) 0.63943(16) 0.71919(12) 0.0398(4) Uani 1 1 d . . . . .
C10 C 0.3177(2) 0.55199(17) 0.67139(12) 0.0429(4) Uani 1 1 d . . . . .
C11 C 0.2367(3) 0.4246(2) 0.59380(15) 0.0631(5) Uani 1 1 d . . . . .
H11 H 0.1060 0.3827 0.5633 0.076 Uiso 1 1 calc R U . . .
C12 C 0.3552(4) 0.3622(3) 0.56321(19) 0.0835(7) Uani 1 1 d . . . . .
H12 H 0.3038 0.2769 0.5106 0.100 Uiso 1 1 calc R U . . .
C13 C 0.5497(4) 0.4230(3) 0.6088(2) 0.0862(7) Uani 1 1 d . . . . .
H13 H 0.6264 0.3772 0.5872 0.103 Uiso 1 1 calc R U . . .
C14 C 0.6310(3) 0.5497(2) 0.68532(16) 0.0640(5) Uani 1 1 d . . . . .
H14 H 0.7618 0.5913 0.7155 0.077 Uiso 1 1 calc R U . . .
C15 C 0.5119(2) 0.61392(18) 0.71639(12) 0.0443(4) Uani 1 1 d . . . . .
C16 C 0.5615(2) 0.74855(17) 0.79540(12) 0.0402(4) Uani 1 1 d . . . . .
C17 C 0.1573(3) 1.0406(2) 0.83628(18) 0.0709(6) Uani 1 1 d . . . . .
H17A H 0.0355 0.9749 0.7913 0.106 Uiso 1 1 calc R U . . .
H17B H 0.2099 1.1100 0.8030 0.106 Uiso 1 1 calc R U . . .
H17C H 0.1436 1.0874 0.8997 0.106 Uiso 1 1 calc R U . . .
C18 C 0.2194(2) 0.85919(17) 0.91189(13) 0.0455(4) Uani 1 1 d . . . . .
H18A H 0.0895 0.7954 0.8755 0.055 Uiso 1 1 calc R U . . .
H18B H 0.2281 0.9043 0.9823 0.055 Uiso 1 1 calc R U . . .
C19 C 0.1846(2) 0.83215(19) 0.67046(13) 0.0476(4) Uani 1 1 d . . . . .
C20 C 0.3443(2) 0.89976(16) 0.77362(12) 0.0406(4) Uani 1 1 d . . . . .
C21 C 0.5098(3) 1.01677(18) 0.76322(13) 0.0506(4) Uani 1 1 d . . . . .
H21A H 0.4717 1.0966 0.7567 0.061 Uiso 1 1 calc R U . . .
H21B H 0.6145 1.0490 0.8266 0.061 Uiso 1 1 calc R U . . .
C22 C 0.5795(2) 0.97548(18) 0.67396(13) 0.0466(4) Uani 1 1 d . . . . .
C23 C 0.7992(3) 1.0635(3) 0.58645(19) 0.0790(6) Uani 1 1 d . . . . .
H23A H 0.8637 0.9986 0.5942 0.118 Uiso 1 1 calc R U . . .
H23B H 0.8875 1.1529 0.5875 0.118 Uiso 1 1 calc R U . . .
H23C H 0.6994 1.0249 0.5217 0.118 Uiso 1 1 calc R U . . .
N1 N 0.2836(2) 0.96381(14) 0.85879(11) 0.0472(3) Uani 1 1 d . . . . .
O1 O 0.07604(15) 0.55689(12) 0.75424(9) 0.0517(3) Uani 1 1 d . . . . .
O2 O 0.71752(15) 0.82906(14) 0.85003(10) 0.0601(4) Uani 1 1 d . . . . .
O3 O 0.11748(16) 0.68910(13) 0.64579(9) 0.0525(3) Uani 1 1 d . . . . .
O4 O 0.1182(2) 0.89276(16) 0.61622(10) 0.0696(4) Uani 1 1 d . . . . .
O5 O 0.51758(19) 0.86019(14) 0.61316(10) 0.0636(4) Uani 1 1 d . . . . .
O6 O 0.7196(2) 1.08467(14) 0.67064(11) 0.0663(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.379(3) . ?
C1 C2 1.387(3) . ?
C1 O1 1.391(2) . ?
C2 C3 1.382(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.497(2) . ?
C7 C18 1.521(2) . ?
C7 C8 1.538(2) . ?
C7 H7 0.9800 . ?
C8 C16 1.531(2) . ?
C8 C20 1.544(2) . ?
C8 C9 1.544(2) . ?
C9 O3 1.4193(19) . ?
C9 O1 1.4220(19) . ?
C9 C10 1.499(2) . ?
C10 C15 1.382(2) . ?
C10 C11 1.382(2) . ?
C11 C12 1.370(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.371(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.388(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.469(2) . ?
C16 O2 1.2074(18) . ?
C17 N1 1.458(2) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 N1 1.446(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 O4 1.194(2) . ?
C19 O3 1.347(2) . ?
C19 C20 1.532(2) . ?
C20 N1 1.477(2) . ?
C20 C21 1.526(2) . ?
C21 C22 1.493(2) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O5 1.195(2) . ?
C22 O6 1.321(2) . ?
C23 O6 1.445(2) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 122.13(19) . . ?
C6 C1 O1 119.14(15) . . ?
C2 C1 O1 118.62(18) . . ?
C3 C2 C1 117.8(2) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
C4 C3 C2 121.1(2) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 120.5(2) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.15(17) . . ?
C1 C6 C7 117.64(15) . . ?
C5 C6 C7 124.13(17) . . ?
C6 C7 C18 113.92(13) . . ?
C6 C7 C8 111.82(12) . . ?
C18 C7 C8 102.09(12) . . ?
C6 C7 H7 109.6 . . ?
C18 C7 H7 109.6 . . ?
C8 C7 H7 109.6 . . ?
C16 C8 C7 112.02(12) . . ?
C16 C8 C20 118.12(12) . . ?
C7 C8 C20 105.39(11) . . ?
C16 C8 C9 104.25(11) . . ?
C7 C8 C9 112.06(12) . . ?
C20 C8 C9 104.90(12) . . ?
O3 C9 O1 103.00(11) . . ?
O3 C9 C10 111.97(13) . . ?
O1 C9 C10 111.64(13) . . ?
O3 C9 C8 108.03(12) . . ?
O1 C9 C8 116.12(12) . . ?
C10 C9 C8 106.15(12) . . ?
C15 C10 C11 120.87(16) . . ?
C15 C10 C9 111.06(13) . . ?
C11 C10 C9 128.06(15) . . ?
C12 C11 C10 117.9(2) . . ?
C12 C11 H11 121.1 . . ?
C10 C11 H11 121.1 . . ?
C11 C12 C13 121.5(2) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C14 C13 C12 120.94(19) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C14 C15 117.9(2) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C10 C15 C14 120.95(16) . . ?
C10 C15 C16 110.16(13) . . ?
C14 C15 C16 128.88(16) . . ?
O2 C16 C15 127.70(15) . . ?
O2 C16 C8 123.90(14) . . ?
C15 C16 C8 108.35(12) . . ?
N1 C17 H17A 109.5 . . ?
N1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C18 C7 103.20(12) . . ?
N1 C18 H18A 111.1 . . ?
C7 C18 H18A 111.1 . . ?
N1 C18 H18B 111.1 . . ?
C7 C18 H18B 111.1 . . ?
H18A C18 H18B 109.1 . . ?
O4 C19 O3 121.09(16) . . ?
O4 C19 C20 126.98(17) . . ?
O3 C19 C20 111.90(13) . . ?
N1 C20 C21 107.51(12) . . ?
N1 C20 C19 112.88(13) . . ?
C21 C20 C19 110.35(14) . . ?
N1 C20 C8 104.37(12) . . ?
C21 C20 C8 118.76(13) . . ?
C19 C20 C8 102.96(12) . . ?
C22 C21 C20 115.42(14) . . ?
C22 C21 H21A 108.4 . . ?
C20 C21 H21A 108.4 . . ?
C22 C21 H21B 108.4 . . ?
C20 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
O5 C22 O6 124.13(16) . . ?
O5 C22 C21 125.24(16) . . ?
O6 C22 C21 110.62(15) . . ?
O6 C23 H23A 109.5 . . ?
O6 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O6 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C18 N1 C17 113.75(15) . . ?
C18 N1 C20 108.89(12) . . ?
C17 N1 C20 118.27(14) . . ?
C1 O1 C9 114.93(12) . . ?
C19 O3 C9 111.77(12) . . ?
C22 O6 C23 117.55(16) . . ?

_refine_diff_density_max         0.202
_refine_diff_density_min         -0.166
_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_4g
_database_code_depnum_ccdc_archive 'CCDC 2155012'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-05-18 deposited with the CCDC.	2022-05-20 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 H23 N O8'
_chemical_formula_sum            'C26 H23 N O8'
_chemical_formula_weight         477.45

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

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

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

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

_cell_length_a                   9.6614(13)
_cell_length_b                   10.9894(14)
_cell_length_c                   12.1915(15)
_cell_angle_alpha                78.660(4)
_cell_angle_beta                 87.713(4)
_cell_angle_gamma                64.648(4)
_cell_volume                     1145.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7874
_cell_measurement_theta_min      2.34
_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    1.384
_exptl_crystal_F_000             500
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    0.104
_shelx_estimated_absorpt_T_min   0.976
_shelx_estimated_absorpt_T_max   0.982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6840
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14176
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.336
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             4408
_reflns_number_gt                3415
_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)+(0.0402P)²+2.0437P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4408
_refine_ls_number_parameters     322
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0646
_refine_ls_wR_factor_ref         0.1715
_refine_ls_wR_factor_gt          0.1623
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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 0.4159(3) 0.2103(3) 0.3152(2) 0.0310(6) Uani 1 1 d . . . . .
C2 C 0.3538(3) 0.2206(3) 0.4271(2) 0.0313(6) Uani 1 1 d . . . . .
C3 C 0.4327(4) 0.1731(3) 0.5309(3) 0.0405(7) Uani 1 1 d . . . . .
H3 H 0.5392 0.1275 0.5369 0.049 Uiso 1 1 calc R U . . .
C4 C 0.3484(5) 0.1956(4) 0.6243(3) 0.0469(9) Uani 1 1 d . . . . .
H4 H 0.3983 0.1629 0.6949 0.056 Uiso 1 1 calc R U . . .
C5 C 0.1901(4) 0.2663(4) 0.6148(3) 0.0455(8) Uani 1 1 d . . . . .
H5 H 0.1358 0.2827 0.6791 0.055 Uiso 1 1 calc R U . . .
C6 C 0.1113(4) 0.3130(3) 0.5122(3) 0.0393(7) Uani 1 1 d . . . . .
H6 H 0.0049 0.3600 0.5063 0.047 Uiso 1 1 calc R U . . .
C7 C 0.1956(3) 0.2876(3) 0.4183(2) 0.0308(6) Uani 1 1 d . . . . .
C8 C 0.1377(3) 0.3214(3) 0.2982(2) 0.0293(6) Uani 1 1 d . . . . .
C9 C 0.2813(3) 0.2676(3) 0.2291(2) 0.0286(6) Uani 1 1 d . . . . .
C10 C 0.2852(3) 0.1552(3) 0.1688(2) 0.0292(6) Uani 1 1 d . . . . .
H10 H 0.3916 0.0974 0.1544 0.035 Uiso 1 1 calc R U . . .
C11 C 0.2162(3) 0.0671(3) 0.2353(2) 0.0320(7) Uani 1 1 d . . . . .
C12 C 0.2682(4) -0.0715(3) 0.2380(3) 0.0422(8) Uani 1 1 d . . . . .
H12 H 0.3554 -0.1165 0.2005 0.051 Uiso 1 1 calc R U . . .
C13 C 0.1927(5) -0.1445(4) 0.2957(3) 0.0597(11) Uani 1 1 d . . . . .
H13 H 0.2288 -0.2380 0.2973 0.072 Uiso 1 1 calc R U . . .
C14 C 0.0634(6) -0.0773(5) 0.3507(4) 0.0665(12) Uani 1 1 d . . . . .
H14 H 0.0118 -0.1261 0.3888 0.080 Uiso 1 1 calc R U . . .
C15 C 0.0094(5) 0.0603(4) 0.3505(3) 0.0532(9) Uani 1 1 d . . . . .
H15 H -0.0771 0.1048 0.3888 0.064 Uiso 1 1 calc R U . . .
C16 C 0.0864(4) 0.1310(3) 0.2920(2) 0.0342(7) Uani 1 1 d . . . . .
C17 C 0.1956(4) 0.2412(3) 0.0558(2) 0.0363(7) Uani 1 1 d . . . . .
H17 H 0.0855 0.2690 0.0639 0.044 Uiso 1 1 calc R U . . .
C18 C 0.2512(4) 0.1565(4) -0.0337(2) 0.0405(8) Uani 1 1 d . . . . .
C19 C 0.2437(6) -0.0288(5) -0.1000(4) 0.0666(12) Uani 1 1 d . . . . .
H19A H 0.3549 -0.0726 -0.0975 0.080 Uiso 1 1 calc R U . . .
H19B H 0.2072 0.0192 -0.1763 0.080 Uiso 1 1 calc R U . . .
C20 C 0.1855(6) -0.1321(5) -0.0655(4) 0.0762(14) Uani 1 1 d . . . . .
H20A H 0.2176 -0.1759 0.0112 0.114 Uiso 1 1 calc R U . . .
H20B H 0.2250 -0.1995 -0.1120 0.114 Uiso 1 1 calc R U . . .
H20C H 0.0755 -0.0888 -0.0731 0.114 Uiso 1 1 calc R U . . .
C21 C 0.1225(4) 0.5104(3) 0.1678(3) 0.0407(8) Uani 1 1 d . . . . .
C22 C 0.2634(4) 0.3912(3) 0.1350(2) 0.0361(7) Uani 1 1 d . . . . .
C23 C 0.3973(4) 0.4306(4) 0.1180(3) 0.0453(8) Uani 1 1 d . . . . .
H23A H 0.4875 0.3521 0.1033 0.054 Uiso 1 1 calc R U . . .
H23B H 0.3734 0.5038 0.0525 0.054 Uiso 1 1 calc R U . . .
C24 C 0.4339(4) 0.4772(4) 0.2162(3) 0.0456(8) Uani 1 1 d . . . . .
C25 C 0.6111(6) 0.5371(6) 0.2932(5) 0.0839(16) Uani 1 1 d . . . . .
H25A H 0.5236 0.6161 0.3103 0.101 Uiso 1 1 calc R U . . .
H25B H 0.6898 0.5667 0.2665 0.101 Uiso 1 1 calc R U . . .
C26 C 0.6703(5) 0.4313(6) 0.3965(5) 0.0931(18) Uani 1 1 d . . . . .
H26A H 0.5906 0.4061 0.4263 0.140 Uiso 1 1 calc R U . . .
H26B H 0.7034 0.4671 0.4507 0.140 Uiso 1 1 calc R U . . .
H26C H 0.7553 0.3518 0.3798 0.140 Uiso 1 1 calc R U . . .
N1 N 0.2266(4) 0.3613(3) 0.0314(2) 0.0516(8) Uani 1 1 d D . . . .
H1 H 0.297(5) 0.356(6) -0.017(4) 0.11(2) Uiso 1 1 d D . . . .
O1 O 0.5489(2) 0.1636(2) 0.29286(19) 0.0454(6) Uani 1 1 d . . . . .
O2 O 0.0267(2) 0.2719(2) 0.28521(18) 0.0366(5) Uani 1 1 d . . . . .
O3 O 0.3447(4) 0.1645(4) -0.0997(2) 0.0720(9) Uani 1 1 d . . . . .
O4 O 0.1911(3) 0.0680(2) -0.02519(19) 0.0447(6) Uani 1 1 d . . . . .
O5 O 0.0573(2) 0.4656(2) 0.25769(18) 0.0400(5) Uani 1 1 d . . . . .
O6 O 0.0706(3) 0.6280(3) 0.1230(2) 0.0597(7) Uani 1 1 d . . . . .
O7 O 0.3531(3) 0.5023(3) 0.2932(2) 0.0510(6) Uani 1 1 d . . . . .
O8 O 0.5653(4) 0.4882(3) 0.2051(3) 0.0756(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 O1 1.205(4) . ?
C1 C2 1.473(4) . ?
C1 C9 1.528(4) . ?
C2 C7 1.382(4) . ?
C2 C3 1.390(4) . ?
C3 C4 1.373(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.377(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.381(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.506(4) . ?
C8 O2 1.421(3) . ?
C8 O5 1.424(3) . ?
C8 C9 1.544(4) . ?
C9 C10 1.544(4) . ?
C9 C22 1.547(4) . ?
C10 C11 1.497(4) . ?
C10 C17 1.557(4) . ?
C10 H10 0.9800 . ?
C11 C12 1.378(4) . ?
C11 C16 1.382(4) . ?
C12 C13 1.382(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.372(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(4) . ?
C15 H15 0.9300 . ?
C16 O2 1.388(4) . ?
C17 N1 1.448(4) . ?
C17 C18 1.506(4) . ?
C17 H17 0.9800 . ?
C18 O3 1.205(4) . ?
C18 O4 1.317(4) . ?
C19 O4 1.450(4) . ?
C19 C20 1.457(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 O6 1.187(4) . ?
C21 O5 1.356(4) . ?
C21 C22 1.537(5) . ?
C22 N1 1.460(4) . ?
C22 C23 1.526(4) . ?
C23 C24 1.501(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O7 1.193(4) . ?
C24 O8 1.325(4) . ?
C25 O8 1.451(5) . ?
C25 C26 1.476(8) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N1 H1 0.871(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 127.2(3) . . ?
O1 C1 C9 124.5(3) . . ?
C2 C1 C9 108.3(2) . . ?
C7 C2 C3 121.0(3) . . ?
C7 C2 C1 110.3(3) . . ?
C3 C2 C1 128.7(3) . . ?
C4 C3 C2 117.9(3) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C6 C5 C4 121.5(3) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C7 117.8(3) . . ?
C5 C6 H6 121.1 . . ?
C7 C6 H6 121.1 . . ?
C6 C7 C2 121.0(3) . . ?
C6 C7 C8 128.2(3) . . ?
C2 C7 C8 110.8(2) . . ?
O2 C8 O5 103.4(2) . . ?
O2 C8 C7 112.0(2) . . ?
O5 C8 C7 112.1(2) . . ?
O2 C8 C9 115.6(2) . . ?
O5 C8 C9 107.7(2) . . ?
C7 C8 C9 106.1(2) . . ?
C1 C9 C10 110.9(2) . . ?
C1 C9 C8 104.4(2) . . ?
C10 C9 C8 112.4(2) . . ?
C1 C9 C22 118.5(2) . . ?
C10 C9 C22 105.6(2) . . ?
C8 C9 C22 105.1(2) . . ?
C11 C10 C9 112.2(2) . . ?
C11 C10 C17 113.9(2) . . ?
C9 C10 C17 102.2(2) . . ?
C11 C10 H10 109.4 . . ?
C9 C10 H10 109.4 . . ?
C17 C10 H10 109.4 . . ?
C12 C11 C16 118.1(3) . . ?
C12 C11 C10 124.2(3) . . ?
C16 C11 C10 117.6(3) . . ?
C11 C12 C13 120.9(3) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C12 119.3(4) . . ?
C14 C13 H13 120.3 . . ?
C12 C13 H13 120.3 . . ?
C15 C14 C13 121.2(4) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C16 118.4(4) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
C15 C16 C11 122.0(3) . . ?
C15 C16 O2 118.7(3) . . ?
C11 C16 O2 119.2(3) . . ?
N1 C17 C18 111.7(3) . . ?
N1 C17 C10 105.7(2) . . ?
C18 C17 C10 109.4(3) . . ?
N1 C17 H17 110.0 . . ?
C18 C17 H17 110.0 . . ?
C10 C17 H17 110.0 . . ?
O3 C18 O4 125.1(3) . . ?
O3 C18 C17 123.9(3) . . ?
O4 C18 C17 110.8(3) . . ?
O4 C19 C20 109.1(3) . . ?
O4 C19 H19A 109.9 . . ?
C20 C19 H19A 109.9 . . ?
O4 C19 H19B 109.9 . . ?
C20 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O6 C21 O5 121.4(3) . . ?
O6 C21 C22 127.3(3) . . ?
O5 C21 C22 111.3(3) . . ?
N1 C22 C23 109.5(3) . . ?
N1 C22 C21 109.5(3) . . ?
C23 C22 C21 109.7(3) . . ?
N1 C22 C9 106.6(2) . . ?
C23 C22 C9 118.1(3) . . ?
C21 C22 C9 103.1(2) . . ?
C24 C23 C22 113.7(3) . . ?
C24 C23 H23A 108.8 . . ?
C22 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
O7 C24 O8 125.1(3) . . ?
O7 C24 C23 123.8(3) . . ?
O8 C24 C23 111.1(3) . . ?
O8 C25 C26 112.7(4) . . ?
O8 C25 H25A 109.0 . . ?
C26 C25 H25A 109.0 . . ?
O8 C25 H25B 109.0 . . ?
C26 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
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 . . ?
C17 N1 C22 110.1(2) . . ?
C17 N1 H1 114(4) . . ?
C22 N1 H1 111(4) . . ?
C16 O2 C8 114.6(2) . . ?
C18 O4 C19 117.2(3) . . ?
C21 O5 C8 112.2(2) . . ?
C24 O8 C25 116.5(3) . . ?

_refine_diff_density_max         0.272
_refine_diff_density_min         -0.214
_refine_diff_density_rms         0.057

####################################################################### 
# 
# 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_k
_database_code_depnum_ccdc_archive 'CCDC 2155015'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-05-18 deposited with the CCDC.	2022-05-20 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         'C27 H26 Br N O7 S'
_chemical_formula_sum            'C27 H26 Br N O7 S'
_chemical_formula_weight         588.46

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.3861(8)
_cell_length_b                   11.8929(9)
_cell_length_c                   13.0322(9)
_cell_angle_alpha                95.335(2)
_cell_angle_beta                 105.086(2)
_cell_angle_gamma                114.424(2)
_cell_volume                     1510.51(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7961
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      26.04

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_F_000             604
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_exptl_absorpt_coefficient_mu    1.470
_shelx_estimated_absorpt_T_min   0.719
_shelx_estimated_absorpt_T_max   0.778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3511
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21709
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.098
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5929
_reflns_number_gt                4016
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       '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)+(0.0687P)²+0.5665P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0206(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5929
_refine_ls_number_parameters     348
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0478
_refine_ls_wR_factor_ref         0.1405
_refine_ls_wR_factor_gt          0.1266
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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
Br1 Br 0.7583(11) 0.0768(5) 0.1601(8) 0.0949(13) Uani 0.48(4) 1 d . . P A 1
Br1' Br 0.7381(10) 0.0728(5) 0.1428(10) 0.1010(14) Uani 0.52(4) 1 d . . P A 2
C1 C 1.0342(3) 0.4982(3) 0.1818(2) 0.0337(6) Uani 1 1 d . . . . .
C2 C 1.0289(3) 0.4040(3) 0.1063(2) 0.0463(8) Uani 1 1 d . . . . .
H2 H 1.0831 0.4260 0.0619 0.056 Uiso 1 1 calc R U . . .
C3 C 0.9442(4) 0.2791(3) 0.0970(3) 0.0577(9) Uani 1 1 d . . . . .
H3 H 0.9397 0.2161 0.0459 0.069 Uiso 1 1 calc R U . . .
C4 C 0.8656(4) 0.2475(3) 0.1646(3) 0.0520(8) Uani 1 1 d . . . . .
C5 C 0.8704(3) 0.3404(3) 0.2401(2) 0.0418(7) Uani 1 1 d . . . . .
H5 H 0.8182 0.3177 0.2860 0.050 Uiso 1 1 calc R U . . .
C6 C 0.9525(3) 0.4666(2) 0.2475(2) 0.0310(6) Uani 1 1 d . . . . .
C7 C 0.9528(3) 0.5700(2) 0.3237(2) 0.0283(6) Uani 1 1 d . . . . .
H7 H 0.9452 0.5412 0.3908 0.034 Uiso 1 1 calc R U . . .
C8 C 1.0854(3) 0.6935(2) 0.3549(2) 0.0303(6) Uani 1 1 d . . . . .
C9 C 1.1485(3) 0.7293(3) 0.2625(2) 0.0355(6) Uani 1 1 d . . . . .
C10 C 1.3003(3) 0.7941(3) 0.3217(2) 0.0374(7) Uani 1 1 d . . . . .
C11 C 1.4037(3) 0.8647(3) 0.2829(3) 0.0534(8) Uani 1 1 d . . . . .
H11 H 1.3844 0.8822 0.2141 0.064 Uiso 1 1 calc R U . . .
C12 C 1.5367(4) 0.9079(4) 0.3504(4) 0.0706(11) Uani 1 1 d . . . . .
H12 H 1.6078 0.9561 0.3263 0.085 Uiso 1 1 calc R U . . .
C13 C 1.5677(4) 0.8823(4) 0.4522(4) 0.0717(11) Uani 1 1 d . . . . .
H13 H 1.6586 0.9123 0.4947 0.086 Uiso 1 1 calc R U . . .
C14 C 1.4660(3) 0.8130(3) 0.4915(3) 0.0565(9) Uani 1 1 d . . . . .
H14 H 1.4859 0.7953 0.5601 0.068 Uiso 1 1 calc R U . . .
C15 C 1.3311(3) 0.7701(3) 0.4244(2) 0.0413(7) Uani 1 1 d . . . . .
C16 C 1.2034(3) 0.6959(3) 0.4461(2) 0.0360(7) Uani 1 1 d . . . . .
C17 C 1.0419(3) 0.7924(3) 0.3917(2) 0.0346(6) Uani 1 1 d . . . . .
H17 H 1.1034 0.8758 0.3844 0.041 Uiso 1 1 calc R U . . .
C18 C 1.0306(3) 0.8030(3) 0.5078(2) 0.0483(8) Uani 1 1 d . . . . .
H18A H 1.1138 0.8711 0.5597 0.058 Uiso 1 1 calc R U . . .
H18B H 1.0154 0.7244 0.5309 0.058 Uiso 1 1 calc R U . . .
C19 C 0.8467(3) 0.8222(3) 0.3500(3) 0.0482(8) Uani 1 1 d . . . . .
H19A H 0.7486 0.7811 0.3137 0.058 Uiso 1 1 calc R U . . .
H19B H 0.8847 0.9057 0.3345 0.058 Uiso 1 1 calc R U . . .
C20 C 0.8344(3) 0.6089(3) 0.2806(2) 0.0304(6) Uani 1 1 d . . . . .
C21 C 0.7809(3) 0.5689(3) 0.1553(2) 0.0354(6) Uani 1 1 d . . . . .
C22 C 0.6337(5) 0.3988(4) 0.0008(3) 0.0872(15) Uani 1 1 d . . . . .
H22A H 0.5926 0.4463 -0.0379 0.105 Uiso 1 1 calc R U . . .
H22B H 0.7104 0.4065 -0.0226 0.105 Uiso 1 1 calc R U . . .
C23 C 0.5366(6) 0.2698(5) -0.0251(4) 0.118(2) Uani 1 1 d . . . . .
H23A H 0.5746 0.2244 0.0183 0.177 Uiso 1 1 calc R U . . .
H23B H 0.5131 0.2342 -0.1011 0.177 Uiso 1 1 calc R U . . .
H23C H 0.4561 0.2632 -0.0100 0.177 Uiso 1 1 calc R U . . .
C24 C 0.7213(3) 0.5405(3) 0.3291(2) 0.0342(6) Uani 1 1 d . . . . .
H24A H 0.7019 0.4520 0.3191 0.041 Uiso 1 1 calc R U . . .
H24B H 0.7564 0.5765 0.4070 0.041 Uiso 1 1 calc R U . . .
C25 C 0.5892(3) 0.5466(3) 0.2824(2) 0.0370(7) Uani 1 1 d . . . . .
C26 C 0.3686(3) 0.4848(4) 0.2964(3) 0.0577(9) Uani 1 1 d . . . . .
H26A H 0.3129 0.4248 0.2267 0.069 Uiso 1 1 calc R U . . .
H26B H 0.3781 0.5679 0.2879 0.069 Uiso 1 1 calc R U . . .
C27 C 0.3042(4) 0.4456(4) 0.3809(3) 0.0702(11) Uani 1 1 d . . . . .
H27A H 0.3041 0.3674 0.3940 0.105 Uiso 1 1 calc R U . . .
H27B H 0.2120 0.4339 0.3561 0.105 Uiso 1 1 calc R U . . .
H27C H 0.3550 0.5102 0.4473 0.105 Uiso 1 1 calc R U . . .
N1 N 0.9061(2) 0.7479(2) 0.31204(18) 0.0339(5) Uani 1 1 d . . . . .
O1 O 1.1240(2) 0.61884(19) 0.18584(16) 0.0483(5) Uani 1 1 d . . . . .
O2 O 1.1103(2) 0.8053(2) 0.20269(17) 0.0476(5) Uani 1 1 d . . . . .
H2A H 1.0282 0.7817 0.1890 0.071 Uiso 1 1 calc R U . . .
O3 O 1.1913(2) 0.6455(2) 0.52182(16) 0.0492(5) Uani 1 1 d . . . . .
O4 O 0.8301(2) 0.6350(2) 0.09800(16) 0.0494(5) Uani 1 1 d . . . . .
O5 O 0.6825(2) 0.4520(2) 0.11933(15) 0.0480(5) Uani 1 1 d . . . . .
O6 O 0.5639(2) 0.5980(3) 0.2114(2) 0.0616(7) Uani 1 1 d . . . . .
O7 O 0.5025(2) 0.4878(2) 0.33250(17) 0.0496(6) Uani 1 1 d . . . . .
S1 S 0.88667(9) 0.83574(8) 0.49933(7) 0.0543(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
Br1 C4 1.872(6) . ?
Br1' C4 1.920(6) . ?
C1 O1 1.361(3) . ?
C1 C6 1.387(4) . ?
C1 C2 1.391(4) . ?
C2 C3 1.368(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.382(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(4) . ?
C5 C6 1.380(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.505(4) . ?
C7 C8 1.529(4) . ?
C7 C20 1.587(4) . ?
C7 H7 0.9800 . ?
C8 C16 1.533(4) . ?
C8 C17 1.536(4) . ?
C8 C9 1.563(4) . ?
C9 O2 1.375(3) . ?
C9 O1 1.452(3) . ?
C9 C10 1.507(4) . ?
C10 C15 1.380(4) . ?
C10 C11 1.385(4) . ?
C11 C12 1.382(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.377(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.372(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.397(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.474(4) . ?
C16 O3 1.211(3) . ?
C17 N1 1.460(3) . ?
C17 C18 1.550(4) . ?
C17 H17 0.9800 . ?
C18 S1 1.814(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 N1 1.439(4) . ?
C19 S1 1.856(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N1 1.467(3) . ?
C20 C21 1.536(4) . ?
C20 C24 1.541(3) . ?
C21 O4 1.205(3) . ?
C21 O5 1.314(3) . ?
C22 C23 1.413(6) . ?
C22 O5 1.475(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.502(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 O6 1.194(3) . ?
C25 O7 1.318(3) . ?
C26 O7 1.458(4) . ?
C26 C27 1.484(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O2 H2A 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C6 124.2(2) . . ?
O1 C1 C2 115.4(2) . . ?
C6 C1 C2 120.4(3) . . ?
C3 C2 C1 120.3(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 119.3(3) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 Br1 120.0(3) . . ?
C5 C4 Br1 119.0(3) . . ?
C3 C4 Br1' 118.4(3) . . ?
C5 C4 Br1' 120.5(3) . . ?
C6 C5 C4 120.0(3) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C1 119.1(2) . . ?
C5 C6 C7 121.2(2) . . ?
C1 C6 C7 119.7(2) . . ?
C6 C7 C8 112.3(2) . . ?
C6 C7 C20 116.4(2) . . ?
C8 C7 C20 105.1(2) . . ?
C6 C7 H7 107.6 . . ?
C8 C7 H7 107.6 . . ?
C20 C7 H7 107.6 . . ?
C7 C8 C16 113.9(2) . . ?
C7 C8 C17 102.2(2) . . ?
C16 C8 C17 111.3(2) . . ?
C7 C8 C9 116.4(2) . . ?
C16 C8 C9 103.1(2) . . ?
C17 C8 C9 110.1(2) . . ?
O2 C9 O1 107.5(2) . . ?
O2 C9 C10 110.8(2) . . ?
O1 C9 C10 105.0(2) . . ?
O2 C9 C8 116.6(2) . . ?
O1 C9 C8 112.6(2) . . ?
C10 C9 C8 103.8(2) . . ?
C15 C10 C11 120.4(3) . . ?
C15 C10 C9 111.5(2) . . ?
C11 C10 C9 127.9(3) . . ?
C12 C11 C10 117.3(3) . . ?
C12 C11 H11 121.3 . . ?
C10 C11 H11 121.3 . . ?
C13 C12 C11 122.4(3) . . ?
C13 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
C14 C13 C12 120.7(3) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 117.4(3) . . ?
C13 C14 H14 121.3 . . ?
C15 C14 H14 121.3 . . ?
C10 C15 C14 121.8(3) . . ?
C10 C15 C16 109.4(2) . . ?
C14 C15 C16 128.8(3) . . ?
O3 C16 C15 127.2(3) . . ?
O3 C16 C8 125.1(2) . . ?
C15 C16 C8 107.7(2) . . ?
N1 C17 C8 102.5(2) . . ?
N1 C17 C18 108.7(2) . . ?
C8 C17 C18 116.6(2) . . ?
N1 C17 H17 109.6 . . ?
C8 C17 H17 109.6 . . ?
C18 C17 H17 109.6 . . ?
C17 C18 S1 106.3(2) . . ?
C17 C18 H18A 110.5 . . ?
S1 C18 H18A 110.5 . . ?
C17 C18 H18B 110.5 . . ?
S1 C18 H18B 110.5 . . ?
H18A C18 H18B 108.7 . . ?
N1 C19 S1 107.2(2) . . ?
N1 C19 H19A 110.3 . . ?
S1 C19 H19A 110.3 . . ?
N1 C19 H19B 110.3 . . ?
S1 C19 H19B 110.3 . . ?
H19A C19 H19B 108.5 . . ?
N1 C20 C21 108.0(2) . . ?
N1 C20 C24 117.5(2) . . ?
C21 C20 C24 111.3(2) . . ?
N1 C20 C7 103.21(19) . . ?
C21 C20 C7 108.0(2) . . ?
C24 C20 C7 108.1(2) . . ?
O4 C21 O5 124.4(3) . . ?
O4 C21 C20 123.4(3) . . ?
O5 C21 C20 112.0(2) . . ?
C23 C22 O5 110.5(3) . . ?
C23 C22 H22A 109.6 . . ?
O5 C22 H22A 109.6 . . ?
C23 C22 H22B 109.6 . . ?
O5 C22 H22B 109.6 . . ?
H22A C22 H22B 108.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C20 116.1(2) . . ?
C25 C24 H24A 108.3 . . ?
C20 C24 H24A 108.3 . . ?
C25 C24 H24B 108.3 . . ?
C20 C24 H24B 108.3 . . ?
H24A C24 H24B 107.4 . . ?
O6 C25 O7 123.4(3) . . ?
O6 C25 C24 126.3(2) . . ?
O7 C25 C24 110.3(2) . . ?
O7 C26 C27 107.3(3) . . ?
O7 C26 H26A 110.3 . . ?
C27 C26 H26A 110.3 . . ?
O7 C26 H26B 110.3 . . ?
C27 C26 H26B 110.3 . . ?
H26A C26 H26B 108.5 . . ?
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 . . ?
C19 N1 C17 106.8(2) . . ?
C19 N1 C20 122.5(2) . . ?
C17 N1 C20 110.8(2) . . ?
C1 O1 C9 123.55(19) . . ?
C9 O2 H2A 109.5 . . ?
C21 O5 C22 116.6(2) . . ?
C25 O7 C26 117.2(2) . . ?
C18 S1 C19 91.50(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2A N1 0.82 2.34 2.915(3) 127.6 .
O2 H2A O4 0.82 2.12 2.832(3) 144.7 .

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.056



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

data_6g
_database_code_depnum_ccdc_archive 'CCDC 2155013'
loop_
_audit_author_name
_audit_author_address
'Chao-Guo Yan' 'Yangzhou University'
_audit_update_record             
;
2022-05-18 deposited with the CCDC.	2022-05-20 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 H22 Cl N O6'
_chemical_formula_sum            'C26 H22 Cl N O6'
_chemical_formula_weight         479.89

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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'

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

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

_cell_length_a                   32.278(6)
_cell_length_b                   11.396(2)
_cell_length_c                   12.247(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4504.7(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9425
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      24.69

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_F_000             2000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.214
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5047
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32668
_diffrn_reflns_av_unetI/netI     0.0635
_diffrn_reflns_av_R_equivalents  0.1147
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.522
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3952
_reflns_number_gt                2782
_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)+(0.0619P)²+10.3883P] 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         3952
_refine_ls_number_parameters     308
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0770
_refine_ls_wR_factor_ref         0.1870
_refine_ls_wR_factor_gt          0.1764
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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 0.29177(12) 0.8234(3) 0.0667(4) 0.0380(10) Uani 1 1 d . . . . .
C2 C 0.25601(13) 0.7847(4) 0.1154(4) 0.0498(12) Uani 1 1 d . . . . .
H2 H 0.2442 0.7138 0.0940 0.060 Uiso 1 1 calc R U . . .
C3 C 0.23758(14) 0.8510(4) 0.1960(4) 0.0541(13) Uani 1 1 d . . . . .
H3 H 0.2133 0.8254 0.2293 0.065 Uiso 1 1 calc R U . . .
C4 C 0.25581(13) 0.9569(4) 0.2270(4) 0.0473(11) Uani 1 1 d . . . . .
C5 C 0.29269(12) 0.9935(4) 0.1804(3) 0.0393(10) Uani 1 1 d . . . . .
H5 H 0.3051 1.0629 0.2035 0.047 Uiso 1 1 calc R U . . .
C6 C 0.31131(11) 0.9264(3) 0.0989(3) 0.0325(9) Uani 1 1 d . . . . .
C7 C 0.34944(12) 0.9642(3) 0.0378(3) 0.0329(9) Uani 1 1 d . . . . .
H7 H 0.3660 1.0168 0.0837 0.039 Uiso 1 1 calc R U . . .
C8 C 0.37643(11) 0.8619(3) -0.0019(3) 0.0288(8) Uani 1 1 d . . . . .
C9 C 0.40752(12) 0.8183(3) 0.0825(3) 0.0351(9) Uani 1 1 d . . . . .
C10 C 0.39855(13) 0.6934(3) 0.1059(3) 0.0369(10) Uani 1 1 d . . . . .
C11 C 0.41698(14) 0.6199(4) 0.1822(4) 0.0502(12) Uani 1 1 d . . . . .
H11 H 0.4387 0.6458 0.2258 0.060 Uiso 1 1 calc R U . . .
C12 C 0.40176(16) 0.5063(4) 0.1910(4) 0.0569(13) Uani 1 1 d . . . . .
H12 H 0.4135 0.4552 0.2414 0.068 Uiso 1 1 calc R U . . .
C13 C 0.36983(17) 0.4682(4) 0.1270(5) 0.0628(14) Uani 1 1 d . . . . .
H13 H 0.3599 0.3922 0.1360 0.075 Uiso 1 1 calc R U . . .
C14 C 0.35181(16) 0.5402(4) 0.0491(4) 0.0526(12) Uani 1 1 d . . . . .
H14 H 0.3306 0.5130 0.0044 0.063 Uiso 1 1 calc R U . . .
C15 C 0.36657(13) 0.6543(3) 0.0399(3) 0.0379(10) Uani 1 1 d . . . . .
C16 C 0.35045(12) 0.7512(3) -0.0317(3) 0.0350(9) Uani 1 1 d . . . . .
C17 C 0.33820(12) 1.0268(3) -0.0703(3) 0.0330(9) Uani 1 1 d . . . . .
H17 H 0.3150 0.9865 -0.1058 0.040 Uiso 1 1 calc R U . . .
C18 C 0.32870(14) 1.1590(3) -0.0597(4) 0.0461(11) Uani 1 1 d . . . . .
H18A H 0.3028 1.1785 -0.0956 0.055 Uiso 1 1 calc R U . . .
H18B H 0.3270 1.1821 0.0164 0.055 Uiso 1 1 calc R U . . .
C19 C 0.36495(16) 1.2185(4) -0.1159(5) 0.0624(14) Uani 1 1 d . . . . .
H19A H 0.3577 1.2406 -0.1900 0.075 Uiso 1 1 calc R U . . .
H19B H 0.3734 1.2882 -0.0762 0.075 Uiso 1 1 calc R U . . .
C20 C 0.39906(14) 1.1273(3) -0.1155(4) 0.0478(11) Uani 1 1 d . . . . .
H20A H 0.4195 1.1430 -0.1717 0.057 Uiso 1 1 calc R U . . .
H20B H 0.4127 1.1232 -0.0451 0.057 Uiso 1 1 calc R U . . .
C21 C 0.37814(12) 0.8135(3) -0.1959(4) 0.0367(9) Uani 1 1 d . . . . .
C22 C 0.39496(12) 0.9053(3) -0.1142(3) 0.0321(9) Uani 1 1 d . . . . .
C23 C 0.44217(12) 0.9107(3) -0.1261(4) 0.0407(10) Uani 1 1 d . . . . .
H23A H 0.4488 0.9437 -0.1970 0.049 Uiso 1 1 calc R U . . .
H23B H 0.4531 0.9634 -0.0710 0.049 Uiso 1 1 calc R U . . .
C24 C 0.46331(13) 0.7941(4) -0.1153(3) 0.0420(10) Uani 1 1 d . . . . .
C25 C 0.52772(15) 0.6988(5) -0.0861(5) 0.0629(14) Uani 1 1 d . . . . .
H25A H 0.5566 0.7145 -0.1021 0.076 Uiso 1 1 calc R U . . .
H25B H 0.5180 0.6406 -0.1379 0.076 Uiso 1 1 calc R U . . .
C26 C 0.52416(17) 0.6511(5) 0.0258(5) 0.0744(16) Uani 1 1 d . . . . .
H26A H 0.5307 0.7115 0.0777 0.112 Uiso 1 1 calc R U . . .
H26B H 0.5431 0.5868 0.0344 0.112 Uiso 1 1 calc R U . . .
H26C H 0.4964 0.6241 0.0379 0.112 Uiso 1 1 calc R U . . .
Cl1 Cl 0.23205(4) 1.04424(13) 0.32531(12) 0.0718(5) Uani 1 1 d . . . . .
N1 N 0.37542(10) 1.0190(2) -0.1390(3) 0.0344(8) Uani 1 1 d . . . . .
O1 O 0.30663(8) 0.7612(2) -0.0221(2) 0.0413(7) Uani 1 1 d . . . . .
O2 O 0.35577(9) 0.7288(2) -0.1455(2) 0.0407(7) Uani 1 1 d . . . . .
O3 O 0.43447(9) 0.8785(3) 0.1232(2) 0.0482(8) Uani 1 1 d . . . . .
O4 O 0.38254(10) 0.8135(2) -0.2927(2) 0.0463(8) Uani 1 1 d . . . . .
O5 O 0.44608(9) 0.7011(3) -0.1230(3) 0.0547(8) Uani 1 1 d . . . . .
O6 O 0.50382(9) 0.8067(3) -0.0997(3) 0.0585(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 C2 1.372(6) . ?
C1 O1 1.384(5) . ?
C1 C6 1.389(5) . ?
C2 C3 1.378(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.395(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(6) . ?
C4 Cl1 1.740(5) . ?
C5 C6 1.394(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.504(5) . ?
C7 C8 1.535(5) . ?
C7 C17 1.547(5) . ?
C7 H7 0.9800 . ?
C8 C9 1.524(5) . ?
C8 C16 1.558(5) . ?
C8 C22 1.579(5) . ?
C9 O3 1.214(5) . ?
C9 C10 1.481(5) . ?
C10 C15 1.385(6) . ?
C10 C11 1.388(6) . ?
C11 C12 1.389(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.366(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(7) . ?
C13 H13 0.9300 . ?
C14 C15 1.389(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.504(5) . ?
C16 O1 1.424(5) . ?
C16 O2 1.427(5) . ?
C17 N1 1.469(5) . ?
C17 C18 1.543(5) . ?
C17 H17 0.9800 . ?
C18 C19 1.517(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.514(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N1 1.479(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 O4 1.194(5) . ?
C21 O2 1.354(5) . ?
C21 C22 1.547(5) . ?
C22 N1 1.473(5) . ?
C22 C23 1.532(6) . ?
C23 C24 1.499(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 O5 1.201(5) . ?
C24 O6 1.329(5) . ?
C25 O6 1.462(6) . ?
C25 C26 1.478(8) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 O1 117.9(4) . . ?
C2 C1 C6 122.0(4) . . ?
O1 C1 C6 119.9(3) . . ?
C1 C2 C3 119.9(4) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 119.1(4) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C5 C4 C3 120.8(4) . . ?
C5 C4 Cl1 119.4(4) . . ?
C3 C4 Cl1 119.8(3) . . ?
C4 C5 C6 120.0(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 118.1(4) . . ?
C1 C6 C7 118.2(4) . . ?
C5 C6 C7 123.5(3) . . ?
C6 C7 C8 113.8(3) . . ?
C6 C7 C17 111.5(3) . . ?
C8 C7 C17 102.2(3) . . ?
C6 C7 H7 109.7 . . ?
C8 C7 H7 109.7 . . ?
C17 C7 H7 109.7 . . ?
C9 C8 C7 114.0(3) . . ?
C9 C8 C16 104.5(3) . . ?
C7 C8 C16 112.6(3) . . ?
C9 C8 C22 116.3(3) . . ?
C7 C8 C22 104.6(3) . . ?
C16 C8 C22 104.7(3) . . ?
O3 C9 C10 127.1(4) . . ?
O3 C9 C8 124.5(4) . . ?
C10 C9 C8 108.4(3) . . ?
C15 C10 C11 121.2(4) . . ?
C15 C10 C9 110.0(3) . . ?
C11 C10 C9 128.8(4) . . ?
C10 C11 C12 117.6(5) . . ?
C10 C11 H11 121.2 . . ?
C12 C11 H11 121.2 . . ?
C13 C12 C11 121.2(4) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
C12 C13 C14 121.6(4) . . ?
C12 C13 H13 119.2 . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C15 117.7(5) . . ?
C13 C14 H14 121.1 . . ?
C15 C14 H14 121.1 . . ?
C10 C15 C14 120.7(4) . . ?
C10 C15 C16 111.2(3) . . ?
C14 C15 C16 128.0(4) . . ?
O1 C16 O2 102.4(3) . . ?
O1 C16 C15 110.7(3) . . ?
O2 C16 C15 113.4(3) . . ?
O1 C16 C8 116.8(3) . . ?
O2 C16 C8 108.0(3) . . ?
C15 C16 C8 105.8(3) . . ?
N1 C17 C18 105.6(3) . . ?
N1 C17 C7 105.7(3) . . ?
C18 C17 C7 115.1(3) . . ?
N1 C17 H17 110.0 . . ?
C18 C17 H17 110.0 . . ?
C7 C17 H17 110.0 . . ?
C19 C18 C17 104.2(3) . . ?
C19 C18 H18A 110.9 . . ?
C17 C18 H18A 110.9 . . ?
C19 C18 H18B 110.9 . . ?
C17 C18 H18B 110.9 . . ?
H18A C18 H18B 108.9 . . ?
C20 C19 C18 104.6(3) . . ?
C20 C19 H19A 110.8 . . ?
C18 C19 H19A 110.8 . . ?
C20 C19 H19B 110.8 . . ?
C18 C19 H19B 110.8 . . ?
H19A C19 H19B 108.9 . . ?
N1 C20 C19 101.3(4) . . ?
N1 C20 H20A 111.5 . . ?
C19 C20 H20A 111.5 . . ?
N1 C20 H20B 111.5 . . ?
C19 C20 H20B 111.5 . . ?
H20A C20 H20B 109.3 . . ?
O4 C21 O2 121.1(4) . . ?
O4 C21 C22 126.9(4) . . ?
O2 C21 C22 112.0(3) . . ?
N1 C22 C23 111.8(3) . . ?
N1 C22 C21 108.1(3) . . ?
C23 C22 C21 108.3(3) . . ?
N1 C22 C8 107.1(3) . . ?
C23 C22 C8 118.2(3) . . ?
C21 C22 C8 102.6(3) . . ?
C24 C23 C22 114.1(3) . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
O5 C24 O6 124.2(4) . . ?
O5 C24 C23 124.4(4) . . ?
O6 C24 C23 111.4(4) . . ?
O6 C25 C26 112.0(4) . . ?
O6 C25 H25A 109.2 . . ?
C26 C25 H25A 109.2 . . ?
O6 C25 H25B 109.2 . . ?
C26 C25 H25B 109.2 . . ?
H25A C25 H25B 107.9 . . ?
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 . . ?
C17 N1 C22 106.6(3) . . ?
C17 N1 C20 105.1(3) . . ?
C22 N1 C20 118.2(3) . . ?
C1 O1 C16 116.7(3) . . ?
C21 O2 C16 112.4(3) . . ?
C24 O6 C25 116.4(4) . . ?

_refine_diff_density_max         0.309
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.062

