# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2021

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

data_cu_cyslbxyrj1111_0m
_database_code_depnum_ccdc_archive 'CCDC 2060384'
loop_
_audit_author_name
_audit_author_address
'Xiaolong He'
;Xihua University
China
;
_audit_update_record             
;
2021-02-02 deposited with the CCDC.	2021-08-20 downloaded from the CCDC.
;
_audit_creation_date             2020-11-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H23 N3 O6, C H0.53 Cl3'
_chemical_formula_sum            'C26 H24 Cl3 N3 O6'
_chemical_formula_weight         580.83
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.6783(5)
_cell_length_b                   8.3762(2)
_cell_length_c                   21.0950(6)
_cell_angle_alpha                90
_cell_angle_beta                 101.617(2)
_cell_angle_gamma                90
_cell_volume                     2713.54(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9890
_cell_measurement_temperature    290(2)
_cell_measurement_theta_max      63.61
_cell_measurement_theta_min      3.22
_shelx_estimated_absorpt_T_max   0.724
_shelx_estimated_absorpt_T_min   0.339
_exptl_absorpt_coefficient_mu    3.452
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_correction_T_min  0.3183
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1437 before and 0.0975 after correction. The Ratio of minimum to maximum transmission is 0.4230. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0734
_diffrn_reflns_av_unetI/netI     0.0437
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            27635
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        63.936
_diffrn_reflns_theta_max         63.936
_diffrn_reflns_theta_min         3.221
_diffrn_ambient_temperature      290.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3433
_reflns_number_total             4459
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.775
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         4459
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1055
_refine_ls_R_factor_gt           0.0836
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1191P)²+2.5435P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2221
_refine_ls_wR_factor_ref         0.2474
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(Cl1A)=1-FVAR(1)
 Sof(Cl1)=FVAR(1)
 Sof(Cl2A)=1-FVAR(2)
 Sof(H01)=Sof(Cl2)=FVAR(2)
 Sof(Cl3A)=1-FVAR(3)
 Sof(Cl3)=FVAR(3)
3.a Ternary CH refined with riding coordinates:
 C00F(H00F), C00G(H00G), C00L(H00L), C01(H01)
3.b Aromatic/amide H refined with riding coordinates:
 C00E(H00E), C00J(H00J), C00O(H00O), C00R(H00R), C00S(H00S), C00T(H00T),
 C00U(H00U), C00W(H00W), C00X(H00X), C00Z(H00Z), C010(H010)
3.c Idealised Me refined as rotating group:
 C00V(H00A,H00B,H00C), C00Y(H00D,H00H,H00I), C011(H01A,H01B,H01C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O002 O 0.11900(17) 0.3109(3) 0.35850(15) 0.0802(9) Uani 1 1 d . . . . .
O004 O 0.4623(2) 0.0188(4) 0.29026(15) 0.0868(9) Uani 1 1 d . . . . .
N005 N 0.30658(18) 0.3397(3) 0.35463(14) 0.0560(7) Uani 1 1 d . . . . .
N006 N 0.17650(19) 0.1285(3) 0.43565(15) 0.0606(8) Uani 1 1 d . . . . .
O007 O 0.3572(2) 0.5293(4) 0.56221(15) 0.0940(10) Uani 1 1 d . . . . .
N008 N 0.3146(3) 0.7411(4) 0.37748(18) 0.0799(10) Uani 1 1 d . . . . .
C009 C 0.2585(2) 0.0969(4) 0.47490(17) 0.0563(8) Uani 1 1 d . . . . .
C00A C 0.3186(2) 0.2098(4) 0.46397(17) 0.0539(8) Uani 1 1 d . . . . .
C00B C 0.2728(2) 0.3266(4) 0.41429(16) 0.0527(8) Uani 1 1 d . . . . .
C00D C 0.1790(2) 0.2582(4) 0.39869(18) 0.0570(9) Uani 1 1 d . . . . .
C00E C 0.3587(2) 0.2344(4) 0.33288(17) 0.0554(8) Uani 1 1 d . . . . .
H00E H 0.3694 0.1359 0.3532 0.066 Uiso 1 1 calc R . . . .
C00F C 0.2763(2) 0.5048(4) 0.43641(17) 0.0547(8) Uani 1 1 d . . . . .
H00F H 0.3374 0.5266 0.4557 0.066 Uiso 1 1 calc R . . . .
C00G C 0.2566(2) 0.5992(4) 0.37302(18) 0.0605(9) Uani 1 1 d . . . . .
H00G H 0.1955 0.6334 0.3640 0.073 Uiso 1 1 calc R . . . .
O00H O 0.3903(3) 0.7249(6) 0.4005(2) 0.1298(16) Uani 1 1 d . . . . .
O00I O 0.4838(3) 0.1803(5) 0.2113(2) 0.1232(14) Uani 1 1 d . . . . .
C00J C 0.4028(2) 0.2032(5) 0.49731(18) 0.0631(9) Uani 1 1 d . . . . .
H00J H 0.4436 0.2781 0.4902 0.076 Uiso 1 1 calc R . . . .
O00K O 0.2824(3) 0.8660(4) 0.3588(2) 0.1283(16) Uani 1 1 d . . . . .
C00L C 0.2732(2) 0.4853(4) 0.31908(18) 0.0620(9) Uani 1 1 d . . . . .
H00L H 0.2167 0.4594 0.2917 0.074 Uiso 1 1 calc R . . . .
C00M C 0.2257(2) 0.5478(4) 0.48690(19) 0.0615(9) Uani 1 1 d . . . . .
C00N C 0.3961(2) 0.2692(5) 0.28181(18) 0.0628(9) Uani 1 1 d . . . . .
C00O C 0.4259(3) 0.0803(5) 0.5425(2) 0.0737(11) Uani 1 1 d . . . . .
H00O H 0.4827 0.0739 0.5662 0.088 Uiso 1 1 calc R . . . .
C00P C 0.4516(3) 0.1572(6) 0.2584(2) 0.0756(11) Uani 1 1 d . . . . .
C00Q C 0.2697(3) 0.5577(5) 0.5515(2) 0.0774(12) Uani 1 1 d . . . . .
C00R C 0.3863(3) 0.4315(5) 0.2567(2) 0.0769(12) Uani 1 1 d . . . . .
H00R H 0.4186 0.4632 0.2264 0.092 Uiso 1 1 calc R . . . .
C00S C 0.2810(3) -0.0240(5) 0.5188(2) 0.0727(11) Uani 1 1 d . . . . .
H00S H 0.2404 -0.0995 0.5259 0.087 Uiso 1 1 calc R . . . .
C00T C 0.3661(3) -0.0293(5) 0.5520(2) 0.0780(12) Uani 1 1 d . . . . .
H00T H 0.3830 -0.1105 0.5819 0.094 Uiso 1 1 calc R . . . .
C00U C 0.3326(3) 0.5362(5) 0.2759(2) 0.0751(11) Uani 1 1 d . . . . .
H00U H 0.3321 0.6418 0.2621 0.090 Uiso 1 1 calc R . . . .
C00V C 0.0996(3) 0.0277(6) 0.4318(3) 0.0856(13) Uani 1 1 d . . . . .
H00A H 0.1091 -0.0728 0.4125 0.128 Uiso 1 1 calc GR . . . .
H00B H 0.0500 0.0798 0.4058 0.128 Uiso 1 1 calc GR . . . .
H00C H 0.0890 0.0100 0.4745 0.128 Uiso 1 1 calc GR . . . .
C00W C 0.1377(3) 0.5804(5) 0.4728(3) 0.0787(12) Uani 1 1 d . . . . .
H00W H 0.1072 0.5736 0.4303 0.094 Uiso 1 1 calc R . . . .
C00X C 0.0935(4) 0.6239(6) 0.5222(4) 0.1079(19) Uani 1 1 d . . . . .
H00X H 0.0343 0.6469 0.5124 0.130 Uiso 1 1 calc R . . . .
C00Y C 0.5184(3) -0.0990(7) 0.2717(3) 0.0976(15) Uani 1 1 d . . . . .
H00D H 0.5048 -0.1123 0.2256 0.146 Uiso 1 1 calc GR . . . .
H00H H 0.5104 -0.1987 0.2923 0.146 Uiso 1 1 calc GR . . . .
H00I H 0.5779 -0.0653 0.2849 0.146 Uiso 1 1 calc GR . . . .
C00Z C 0.2259(5) 0.5988(7) 0.5996(3) 0.1091(18) Uani 1 1 d . . . . .
H00Z H 0.2558 0.6040 0.6424 0.131 Uiso 1 1 calc R . . . .
C010 C 0.1388(6) 0.6320(8) 0.5849(4) 0.126(2) Uani 1 1 d . . . . .
H010 H 0.1099 0.6603 0.6177 0.151 Uiso 1 1 calc R . . . .
C011 C 0.4042(5) 0.5184(9) 0.6276(3) 0.139(3) Uani 1 1 d . . . . .
H01A H 0.4628 0.4842 0.6279 0.208 Uiso 1 1 calc GR . . . .
H01B H 0.3762 0.4426 0.6508 0.208 Uiso 1 1 calc GR . . . .
H01C H 0.4053 0.6211 0.6479 0.208 Uiso 1 1 calc GR . . . .
C01 C 0.6403(5) 0.3416(9) 0.1731(3) 0.122(2) Uani 1 1 d . . . . .
H01 H 0.6005 0.2773 0.1930 0.147 Uiso 0.53(2) 1 calc R . P A 1
Cl1 Cl 0.7496(5) 0.338(2) 0.1951(8) 0.245(6) Uani 0.395(16) 1 d . . P A 1
Cl2 Cl 0.6477(18) 0.332(2) 0.0973(7) 0.327(8) Uani 0.53(2) 1 d . . P A 1
Cl3 Cl 0.6514(19) 0.5383(13) 0.1803(10) 0.328(9) Uani 0.423(18) 1 d . . P A 1
Cl1A Cl 0.7192(6) 0.2397(11) 0.2235(3) 0.186(4) Uani 0.605(16) 1 d . . P A 2
Cl2A Cl 0.6135(5) 0.3004(10) 0.0951(3) 0.146(3) Uani 0.47(2) 1 d . . P A 2
Cl3A Cl 0.6056(3) 0.5226(7) 0.1976(2) 0.133(2) Uani 0.577(18) 1 d . . P A 2


_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
O002 C00D 1.215(4) . ?
O004 C00P 1.334(6) . ?
O004 C00Y 1.428(6) . ?
N005 C00B 1.465(5) . ?
N005 C00E 1.344(5) . ?
N005 C00L 1.471(4) . ?
N006 C009 1.407(5) . ?
N006 C00D 1.343(5) . ?
N006 C00V 1.461(5) . ?
O007 C00Q 1.365(6) . ?
O007 C011 1.430(6) . ?
N008 C00G 1.489(5) . ?
N008 O00H 1.195(6) . ?
N008 O00K 1.194(5) . ?
C009 C00A 1.387(5) . ?
C009 C00S 1.369(5) . ?
C00A C00B 1.506(5) . ?
C00A C00J 1.366(5) . ?
C00B C00D 1.550(5) . ?
C00B C00F 1.561(5) . ?
C00E H00E 0.9300 . ?
C00E C00N 1.357(5) . ?
C00F H00F 0.9800 . ?
C00F C00G 1.531(5) . ?
C00F C00M 1.495(5) . ?
C00G H00G 0.9800 . ?
C00G C00L 1.547(6) . ?
O00I C00P 1.218(5) . ?
C00J H00J 0.9300 . ?
C00J C00O 1.400(6) . ?
C00L H00L 0.9800 . ?
C00L C00U 1.491(6) . ?
C00M C00Q 1.401(6) . ?
C00M C00W 1.378(6) . ?
C00N C00P 1.434(6) . ?
C00N C00R 1.456(6) . ?
C00O H00O 0.9300 . ?
C00O C00T 1.356(6) . ?
C00Q C00Z 1.378(8) . ?
C00R H00R 0.9300 . ?
C00R C00U 1.334(6) . ?
C00S H00S 0.9300 . ?
C00S C00T 1.377(6) . ?
C00T H00T 0.9300 . ?
C00U H00U 0.9300 . ?
C00V H00A 0.9600 . ?
C00V H00B 0.9600 . ?
C00V H00C 0.9600 . ?
C00W H00W 0.9300 . ?
C00W C00X 1.411(7) . ?
C00X H00X 0.9300 . ?
C00X C010 1.370(10) . ?
C00Y H00D 0.9600 . ?
C00Y H00H 0.9600 . ?
C00Y H00I 0.9600 . ?
C00Z H00Z 0.9300 . ?
C00Z C010 1.367(10) . ?
C010 H010 0.9300 . ?
C011 H01A 0.9600 . ?
C011 H01B 0.9600 . ?
C011 H01C 0.9600 . ?
C01 H01 0.9800 . ?
C01 Cl1 1.683(9) . ?
C01 Cl2 1.630(13) . ?
C01 Cl3 1.660(13) . ?
C01 Cl1A 1.691(8) . ?
C01 Cl2A 1.650(9) . ?
C01 Cl3A 1.725(9) . ?
Cl1 Cl2 2.34(3) . ?
Cl1 Cl3 2.26(2) . ?
Cl2 Cl3 2.45(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
C00P O004 C00Y 119.0(4) . . ?
C00B N005 C00L 110.3(3) . . ?
C00E N005 C00B 126.5(3) . . ?
C00E N005 C00L 123.2(3) . . ?
C009 N006 C00V 124.8(3) . . ?
C00D N006 C009 111.3(3) . . ?
C00D N006 C00V 123.8(3) . . ?
C00Q O007 C011 118.4(5) . . ?
O00H N008 C00G 118.6(4) . . ?
O00K N008 C00G 117.7(4) . . ?
O00K N008 O00H 123.6(4) . . ?
C00A C009 N006 110.2(3) . . ?
C00S C009 N006 128.1(3) . . ?
C00S C009 C00A 121.7(3) . . ?
C009 C00A C00B 108.2(3) . . ?
C00J C00A C009 120.4(3) . . ?
C00J C00A C00B 131.4(3) . . ?
N005 C00B C00A 116.2(3) . . ?
N005 C00B C00D 109.7(3) . . ?
N005 C00B C00F 100.8(3) . . ?
C00A C00B C00D 102.0(3) . . ?
C00A C00B C00F 115.4(3) . . ?
C00D C00B C00F 113.1(3) . . ?
O002 C00D N006 126.1(3) . . ?
O002 C00D C00B 125.6(3) . . ?
N006 C00D C00B 108.3(3) . . ?
N005 C00E H00E 119.4 . . ?
N005 C00E C00N 121.3(3) . . ?
C00N C00E H00E 119.4 . . ?
C00B C00F H00F 106.0 . . ?
C00G C00F C00B 104.1(3) . . ?
C00G C00F H00F 106.0 . . ?
C00M C00F C00B 116.8(3) . . ?
C00M C00F H00F 106.0 . . ?
C00M C00F C00G 117.0(3) . . ?
N008 C00G C00F 110.1(3) . . ?
N008 C00G H00G 109.8 . . ?
N008 C00G C00L 110.3(3) . . ?
C00F C00G H00G 109.8 . . ?
C00F C00G C00L 106.8(3) . . ?
C00L C00G H00G 109.8 . . ?
C00A C00J H00J 120.9 . . ?
C00A C00J C00O 118.1(4) . . ?
C00O C00J H00J 120.9 . . ?
N005 C00L C00G 103.4(3) . . ?
N005 C00L H00L 107.7 . . ?
N005 C00L C00U 110.3(3) . . ?
C00G C00L H00L 107.7 . . ?
C00U C00L C00G 119.5(3) . . ?
C00U C00L H00L 107.7 . . ?
C00Q C00M C00F 118.6(4) . . ?
C00W C00M C00F 123.1(4) . . ?
C00W C00M C00Q 118.3(4) . . ?
C00E C00N C00P 121.5(4) . . ?
C00E C00N C00R 117.3(4) . . ?
C00P C00N C00R 120.8(4) . . ?
C00J C00O H00O 119.8 . . ?
C00T C00O C00J 120.4(4) . . ?
C00T C00O H00O 119.8 . . ?
O004 C00P C00N 114.7(4) . . ?
O00I C00P O004 121.3(5) . . ?
O00I C00P C00N 123.9(5) . . ?
O007 C00Q C00M 115.6(4) . . ?
O007 C00Q C00Z 123.8(5) . . ?
C00Z C00Q C00M 120.6(5) . . ?
C00N C00R H00R 119.0 . . ?
C00U C00R C00N 122.0(4) . . ?
C00U C00R H00R 119.0 . . ?
C009 C00S H00S 121.3 . . ?
C009 C00S C00T 117.3(4) . . ?
C00T C00S H00S 121.3 . . ?
C00O C00T C00S 122.1(4) . . ?
C00O C00T H00T 119.0 . . ?
C00S C00T H00T 119.0 . . ?
C00L C00U H00U 119.8 . . ?
C00R C00U C00L 120.5(4) . . ?
C00R C00U H00U 119.8 . . ?
N006 C00V H00A 109.5 . . ?
N006 C00V H00B 109.5 . . ?
N006 C00V H00C 109.5 . . ?
H00A C00V H00B 109.5 . . ?
H00A C00V H00C 109.5 . . ?
H00B C00V H00C 109.5 . . ?
C00M C00W H00W 119.6 . . ?
C00M C00W C00X 120.7(5) . . ?
C00X C00W H00W 119.6 . . ?
C00W C00X H00X 120.4 . . ?
C010 C00X C00W 119.3(6) . . ?
C010 C00X H00X 120.4 . . ?
O004 C00Y H00D 109.5 . . ?
O004 C00Y H00H 109.5 . . ?
O004 C00Y H00I 109.5 . . ?
H00D C00Y H00H 109.5 . . ?
H00D C00Y H00I 109.5 . . ?
H00H C00Y H00I 109.5 . . ?
C00Q C00Z H00Z 119.8 . . ?
C010 C00Z C00Q 120.5(6) . . ?
C010 C00Z H00Z 119.8 . . ?
C00X C010 H010 119.7 . . ?
C00Z C010 C00X 120.6(6) . . ?
C00Z C010 H010 119.7 . . ?
O007 C011 H01A 109.5 . . ?
O007 C011 H01B 109.5 . . ?
O007 C011 H01C 109.5 . . ?
H01A C011 H01B 109.5 . . ?
H01A C011 H01C 109.5 . . ?
H01B C011 H01C 109.5 . . ?
Cl1 C01 H01 124.8 . . ?
Cl2 C01 H01 124.8 . . ?
Cl2 C01 Cl1 90.0(12) . . ?
Cl2 C01 Cl3 96.3(11) . . ?
Cl3 C01 H01 124.8 . . ?
Cl3 C01 Cl1 85.0(12) . . ?
Cl1A C01 Cl3A 119.4(4) . . ?
Cl2A C01 Cl1A 121.8(5) . . ?
Cl2A C01 Cl3A 116.8(5) . . ?
C01 Cl1 Cl2 44.1(6) . . ?
C01 Cl1 Cl3 47.1(7) . . ?
Cl3 Cl1 Cl2 64.3(6) . . ?
C01 Cl2 Cl1 45.9(7) . . ?
C01 Cl2 Cl3 42.3(7) . . ?
Cl1 Cl2 Cl3 56.2(7) . . ?
C01 Cl3 Cl1 47.9(7) . . ?
C01 Cl3 Cl2 41.4(6) . . ?
Cl1 Cl3 Cl2 59.5(7) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_210111_s1_wc_06601
_database_code_depnum_ccdc_archive 'CCDC 2060386'
loop_
_audit_author_name
_audit_author_address
'Xiao-Long He'
;Xihua University
China
;
_audit_update_record             
;
2021-02-02 deposited with the CCDC.	2021-08-20 downloaded from the CCDC.
;
_audit_creation_date             2021-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C26 H23 Br N2 O5, C H Cl3'
_chemical_formula_sum            'C27 H24 Br Cl3 N2 O5'
_chemical_formula_weight         642.74
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3br1
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.953(2)
_cell_length_b                   12.3736(16)
_cell_length_c                   16.418(3)
_cell_angle_alpha                90
_cell_angle_beta                 102.001(17)
_cell_angle_gamma                90
_cell_volume                     2772.7(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2177
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.7060
_cell_measurement_theta_min      3.6380
_shelx_estimated_absorpt_T_max   0.660
_shelx_estimated_absorpt_T_min   0.570
_exptl_absorpt_coefficient_mu    1.812
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80077
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0518
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12437
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.985
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -18.00   22.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.6336  -99.0000 -180.0000 40

#__ type_ start__ end____ width___ exp.time_
  2 omega  -54.00   45.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       17.6648  -19.0000  120.0000 99

#__ type_ start__ end____ width___ exp.time_
  3 omega    7.00   87.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       17.6648   38.0000  -60.0000 80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0059003000
_diffrn_orient_matrix_UB_12      0.0140980000
_diffrn_orient_matrix_UB_13      -0.0405083000
_diffrn_orient_matrix_UB_21      0.0510520000
_diffrn_orient_matrix_UB_22      -0.0099065000
_diffrn_orient_matrix_UB_23      0.0121128000
_diffrn_orient_matrix_UB_31      -0.0076650000
_diffrn_orient_matrix_UB_32      -0.0547440000
_diffrn_orient_matrix_UB_33      -0.0126084000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3407
_reflns_number_total             5673
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.819
_refine_diff_density_min         -0.803
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5673
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1126
_refine_ls_R_factor_gt           0.0639
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0901P)²+2.0189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1622
_refine_ls_wR_factor_ref         0.1907
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(Cl2) = Uanis(Cl2A)
Uanis(Cl3) = Uanis(Cl3A)
3. Others
 Sof(H27A)=Sof(Cl2A)=Sof(Cl3A)=1-FVAR(1)
 Sof(Cl2)=Sof(Cl3)=Sof(H27)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C27(H27), C27(H27A)
4.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C9(H9), C10(H10), C14(H14), C15(H15), C17(H17), C19(H19), C20(H20),
 C22(H22), C23(H23)
4.d Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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 0.79809(4) 1.06164(5) 0.24969(4) 0.0787(3) Uani 1 1 d . . . . .
O1 O 0.4901(2) 0.9568(2) 0.38515(19) 0.0484(7) Uani 1 1 d . . . . .
O2 O 0.4449(4) 0.5968(4) 0.6326(3) 0.1165(18) Uani 1 1 d . . . . .
O3 O 0.4047(3) 0.5658(3) 0.5025(3) 0.0810(12) Uani 1 1 d . . . . .
O4 O 0.1061(2) 0.7765(3) 0.2905(2) 0.0684(10) Uani 1 1 d . . . . .
O5 O 0.0512(2) 0.8156(3) 0.4054(2) 0.0734(10) Uani 1 1 d . . . . .
N1 N 0.3889(2) 0.7883(2) 0.42754(19) 0.0361(7) Uani 1 1 d . . . . .
N2 N 0.4444(3) 0.6195(4) 0.5620(3) 0.0629(12) Uani 1 1 d . . . . .
C1 C 0.7215(3) 0.9384(4) 0.2622(3) 0.0530(12) Uani 1 1 d . . . . .
C2 C 0.6507(3) 0.9461(3) 0.3086(3) 0.0455(10) Uani 1 1 d . . . . .
H2 H 0.6396 1.0116 0.3328 0.055 Uiso 1 1 calc R . . . .
C3 C 0.5959(3) 0.8567(3) 0.3191(2) 0.0374(9) Uani 1 1 d . . . . .
C4 C 0.5195(3) 0.8687(3) 0.3687(2) 0.0370(9) Uani 1 1 d . . . . .
C5 C 0.4770(3) 0.7643(3) 0.3972(2) 0.0349(9) Uani 1 1 d . . . . .
C6 C 0.4589(3) 0.6868(3) 0.3232(3) 0.0454(10) Uani 1 1 d . . . . .
H6A H 0.4297 0.6207 0.3385 0.055 Uiso 1 1 calc R . . . .
H6B H 0.4130 0.7194 0.2772 0.055 Uiso 1 1 calc R . . . .
C7 C 0.5536(3) 0.6600(3) 0.2955(3) 0.0501(11) Uani 1 1 d . . . . .
H7A H 0.5934 0.6139 0.3370 0.060 Uiso 1 1 calc R . . . .
H7B H 0.5381 0.6199 0.2437 0.060 Uiso 1 1 calc R . . . .
C8 C 0.6113(3) 0.7578(3) 0.2833(2) 0.0424(10) Uani 1 1 d . . . . .
C9 C 0.6834(3) 0.7531(4) 0.2365(3) 0.0541(12) Uani 1 1 d . . . . .
H9 H 0.6953 0.6878 0.2125 0.065 Uiso 1 1 calc R . . . .
C10 C 0.7370(3) 0.8415(5) 0.2249(3) 0.0590(13) Uani 1 1 d . . . . .
H10 H 0.7838 0.8368 0.1921 0.071 Uiso 1 1 calc R . . . .
C11 C 0.5470(3) 0.7130(3) 0.4752(2) 0.0367(9) Uani 1 1 d . . . . .
H11 H 0.5523 0.6357 0.4640 0.044 Uiso 1 1 calc R . . . .
C12 C 0.4918(3) 0.7240(3) 0.5465(3) 0.0413(10) Uani 1 1 d . . . . .
H12 H 0.5362 0.7487 0.5973 0.050 Uiso 1 1 calc R . . . .
C13 C 0.4126(3) 0.8077(3) 0.5169(2) 0.0385(9) Uani 1 1 d . . . . .
H13 H 0.4428 0.8794 0.5262 0.046 Uiso 1 1 calc R . . . .
C14 C 0.3235(3) 0.8075(4) 0.5535(3) 0.0480(11) Uani 1 1 d . . . . .
H14 H 0.3313 0.8087 0.6111 0.058 Uiso 1 1 calc R . . . .
C15 C 0.2344(3) 0.8055(3) 0.5075(3) 0.0481(11) Uani 1 1 d . . . . .
H15 H 0.1809 0.8090 0.5329 0.058 Uiso 1 1 calc R . . . .
C16 C 0.2185(3) 0.7980(3) 0.4184(3) 0.0435(10) Uani 1 1 d . . . . .
C17 C 0.2973(3) 0.7862(3) 0.3834(3) 0.0396(9) Uani 1 1 d . . . . .
H17 H 0.2872 0.7761 0.3261 0.047 Uiso 1 1 calc R . . . .
C18 C 0.6495(3) 0.7569(3) 0.5001(2) 0.0359(9) Uani 1 1 d . . . . .
C19 C 0.6697(3) 0.8600(3) 0.5320(3) 0.0424(10) Uani 1 1 d . . . . .
H19 H 0.6182 0.9064 0.5352 0.051 Uiso 1 1 calc R . . . .
C20 C 0.7646(3) 0.8950(4) 0.5589(3) 0.0518(11) Uani 1 1 d . . . . .
H20 H 0.7761 0.9647 0.5799 0.062 Uiso 1 1 calc R . . . .
C21 C 0.8431(3) 0.8288(4) 0.5553(3) 0.0599(13) Uani 1 1 d . . . . .
C22 C 0.8230(3) 0.7263(4) 0.5226(3) 0.0584(12) Uani 1 1 d . . . . .
H22 H 0.8746 0.6805 0.5184 0.070 Uiso 1 1 calc R . . . .
C23 C 0.7280(3) 0.6907(4) 0.4961(3) 0.0486(11) Uani 1 1 d . . . . .
H23 H 0.7167 0.6210 0.4751 0.058 Uiso 1 1 calc R . . . .
C24 C 0.9470(4) 0.8672(6) 0.5878(4) 0.098(2) Uani 1 1 d . . . . .
H24A H 0.9470 0.9438 0.5970 0.147 Uiso 1 1 calc GR . . . .
H24B H 0.9862 0.8510 0.5477 0.147 Uiso 1 1 calc GR . . . .
H24C H 0.9739 0.8311 0.6392 0.147 Uiso 1 1 calc GR . . . .
C25 C 0.1228(3) 0.7949(4) 0.3642(3) 0.0527(11) Uani 1 1 d . . . . .
C26 C -0.0461(4) 0.8185(6) 0.3552(4) 0.090(2) Uani 1 1 d . . . . .
H26A H -0.0503 0.8748 0.3143 0.136 Uiso 1 1 calc GR . . . .
H26B H -0.0922 0.8325 0.3899 0.136 Uiso 1 1 calc GR . . . .
H26C H -0.0609 0.7503 0.3276 0.136 Uiso 1 1 calc GR . . . .
Cl1 Cl 0.8870(3) 0.4287(2) 0.45234(17) 0.1598(11) Uani 1 1 d . . . . .
Cl2 Cl 0.760(2) 0.4465(18) 0.3206(12) 0.194(4) Uani 0.372(6) 1 d . . P A 1
Cl3 Cl 0.9234(8) 0.5417(8) 0.2968(7) 0.162(2) Uani 0.372(6) 1 d . . P A 1
C27 C 0.8789(6) 0.4344(5) 0.3452(5) 0.101(2) Uani 1 1 d . . . . .
H27 H 0.8995 0.3656 0.3247 0.121 Uiso 0.372(6) 1 calc R . P A 1
H27A H 0.8846 0.3601 0.3260 0.121 Uiso 0.628(6) 1 calc R . P A 2
Cl2A Cl 0.7652(10) 0.4840(10) 0.2923(6) 0.194(4) Uani 0.628(6) 1 d . . P A 2
Cl3A Cl 0.9889(5) 0.5016(5) 0.3389(4) 0.162(2) Uani 0.628(6) 1 d . . P A 2


_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 C1 1.898(5) . ?
O1 C4 1.213(4) . ?
O2 N2 1.191(6) . ?
O3 N2 1.215(6) . ?
O4 C25 1.206(6) . ?
O5 C25 1.342(6) . ?
O5 C26 1.435(6) . ?
N1 C5 1.450(5) . ?
N1 C13 1.455(5) . ?
N1 C17 1.332(5) . ?
N2 C12 1.498(5) . ?
C1 C2 1.370(6) . ?
C1 C10 1.385(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.375(6) . ?
C3 C4 1.478(5) . ?
C3 C8 1.394(6) . ?
C4 C5 1.535(5) . ?
C5 C6 1.527(5) . ?
C5 C11 1.574(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.521(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.490(6) . ?
C8 C9 1.388(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.360(7) . ?
C10 H10 0.9300 . ?
C11 H11 0.9800 . ?
C11 C12 1.535(6) . ?
C11 C18 1.505(5) . ?
C12 H12 0.9800 . ?
C12 C13 1.519(6) . ?
C13 H13 0.9800 . ?
C13 C14 1.489(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.314(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.436(6) . ?
C16 C17 1.350(6) . ?
C16 C25 1.443(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.386(5) . ?
C18 C23 1.381(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.379(7) . ?
C21 C22 1.382(7) . ?
C21 C24 1.514(7) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(6) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
Cl1 C27 1.741(8) . ?
Cl2 C27 1.63(3) . ?
Cl3 C27 1.727(11) . ?
C27 H27 0.9800 . ?
C27 H27A 0.9800 . ?
C27 Cl2A 1.754(13) . ?
C27 Cl3A 1.767(9) . ?

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
C25 O5 C26 115.5(4) . . ?
C5 N1 C13 110.4(3) . . ?
C17 N1 C5 126.5(3) . . ?
C17 N1 C13 122.9(3) . . ?
O2 N2 O3 124.3(5) . . ?
O2 N2 C12 117.1(5) . . ?
O3 N2 C12 118.6(4) . . ?
C2 C1 Br1 119.5(4) . . ?
C2 C1 C10 120.2(4) . . ?
C10 C1 Br1 120.3(3) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 119.9(4) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 118.2(4) . . ?
C2 C3 C8 121.0(4) . . ?
C8 C3 C4 120.9(4) . . ?
O1 C4 C3 121.9(4) . . ?
O1 C4 C5 121.3(4) . . ?
C3 C4 C5 116.8(3) . . ?
N1 C5 C4 109.9(3) . . ?
N1 C5 C6 113.0(3) . . ?
N1 C5 C11 103.3(3) . . ?
C4 C5 C11 111.9(3) . . ?
C6 C5 C4 107.3(3) . . ?
C6 C5 C11 111.5(3) . . ?
C5 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C7 C6 C5 111.4(3) . . ?
C7 C6 H6A 109.4 . . ?
C7 C6 H6B 109.4 . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 C6 113.0(3) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C3 C8 C7 121.4(4) . . ?
C9 C8 C3 117.6(4) . . ?
C9 C8 C7 121.0(4) . . ?
C8 C9 H9 119.1 . . ?
C10 C9 C8 121.8(4) . . ?
C10 C9 H9 119.1 . . ?
C1 C10 H10 120.2 . . ?
C9 C10 C1 119.5(4) . . ?
C9 C10 H10 120.2 . . ?
C5 C11 H11 107.4 . . ?
C12 C11 C5 105.1(3) . . ?
C12 C11 H11 107.4 . . ?
C18 C11 C5 118.0(3) . . ?
C18 C11 H11 107.4 . . ?
C18 C11 C12 111.1(3) . . ?
N2 C12 C11 111.3(4) . . ?
N2 C12 H12 110.4 . . ?
N2 C12 C13 109.0(3) . . ?
C11 C12 H12 110.4 . . ?
C13 C12 C11 105.3(3) . . ?
C13 C12 H12 110.4 . . ?
N1 C13 C12 102.0(3) . . ?
N1 C13 H13 107.9 . . ?
N1 C13 C14 111.9(3) . . ?
C12 C13 H13 107.9 . . ?
C14 C13 C12 118.8(3) . . ?
C14 C13 H13 107.9 . . ?
C13 C14 H14 118.7 . . ?
C15 C14 C13 122.5(4) . . ?
C15 C14 H14 118.7 . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 121.0(4) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 C25 123.9(4) . . ?
C17 C16 C15 118.2(4) . . ?
C17 C16 C25 117.8(4) . . ?
N1 C17 C16 122.7(4) . . ?
N1 C17 H17 118.6 . . ?
C16 C17 H17 118.6 . . ?
C19 C18 C11 122.8(4) . . ?
C23 C18 C11 119.5(3) . . ?
C23 C18 C19 117.6(4) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.2(4) . . ?
C20 C19 H19 119.4 . . ?
C19 C20 H20 119.4 . . ?
C19 C20 C21 121.3(4) . . ?
C21 C20 H20 119.4 . . ?
C20 C21 C22 117.6(4) . . ?
C20 C21 C24 120.6(5) . . ?
C22 C21 C24 121.8(5) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.4(4) . . ?
C23 C22 H22 119.3 . . ?
C18 C23 H23 119.5 . . ?
C22 C23 C18 121.0(4) . . ?
C22 C23 H23 119.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O4 C25 O5 122.2(4) . . ?
O4 C25 C16 125.8(4) . . ?
O5 C25 C16 112.0(4) . . ?
O5 C26 H26A 109.5 . . ?
O5 C26 H26B 109.5 . . ?
O5 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Cl1 C27 H27 110.5 . . ?
Cl1 C27 H27A 107.1 . . ?
Cl1 C27 Cl2A 112.1(5) . . ?
Cl1 C27 Cl3A 101.7(5) . . ?
Cl2 C27 Cl1 95.9(8) . . ?
Cl2 C27 Cl3 105.1(9) . . ?
Cl2 C27 H27 110.5 . . ?
Cl3 C27 Cl1 122.8(6) . . ?
Cl3 C27 H27 110.5 . . ?
Cl2A C27 H27A 107.1 . . ?
Cl2A C27 Cl3A 120.9(6) . . ?
Cl3A C27 H27A 107.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C1 C2 C3 -178.9(3) . . . . ?
Br1 C1 C10 C9 178.1(3) . . . . ?
O1 C4 C5 N1 11.9(5) . . . . ?
O1 C4 C5 C6 135.1(4) . . . . ?
O1 C4 C5 C11 -102.3(4) . . . . ?
O2 N2 C12 C11 142.0(5) . . . . ?
O2 N2 C12 C13 -102.4(5) . . . . ?
O3 N2 C12 C11 -41.0(5) . . . . ?
O3 N2 C12 C13 74.6(5) . . . . ?
N1 C5 C6 C7 -177.7(3) . . . . ?
N1 C5 C11 C12 -5.4(4) . . . . ?
N1 C5 C11 C18 -129.8(3) . . . . ?
N1 C13 C14 C15 -9.1(6) . . . . ?
N2 C12 C13 N1 -86.6(4) . . . . ?
N2 C12 C13 C14 36.9(5) . . . . ?
C1 C2 C3 C4 -179.3(4) . . . . ?
C1 C2 C3 C8 0.0(6) . . . . ?
C2 C1 C10 C9 -1.9(7) . . . . ?
C2 C3 C4 O1 15.6(6) . . . . ?
C2 C3 C4 C5 -165.8(3) . . . . ?
C2 C3 C8 C7 179.0(4) . . . . ?
C2 C3 C8 C9 -0.3(6) . . . . ?
C3 C4 C5 N1 -166.8(3) . . . . ?
C3 C4 C5 C6 -43.6(4) . . . . ?
C3 C4 C5 C11 79.0(4) . . . . ?
C3 C8 C9 C10 -0.6(6) . . . . ?
C4 C3 C8 C7 -1.7(6) . . . . ?
C4 C3 C8 C9 179.0(4) . . . . ?
C4 C5 C6 C7 61.0(4) . . . . ?
C4 C5 C11 C12 112.8(3) . . . . ?
C4 C5 C11 C18 -11.6(5) . . . . ?
C5 N1 C13 C12 -38.8(4) . . . . ?
C5 N1 C13 C14 -166.8(3) . . . . ?
C5 N1 C17 C16 172.5(4) . . . . ?
C5 C6 C7 C8 -50.1(5) . . . . ?
C5 C11 C12 N2 101.0(4) . . . . ?
C5 C11 C12 C13 -17.0(4) . . . . ?
C5 C11 C18 C19 68.2(5) . . . . ?
C5 C11 C18 C23 -115.7(4) . . . . ?
C6 C5 C11 C12 -127.0(3) . . . . ?
C6 C5 C11 C18 108.6(4) . . . . ?
C6 C7 C8 C3 19.3(6) . . . . ?
C6 C7 C8 C9 -161.4(4) . . . . ?
C7 C8 C9 C10 -179.9(4) . . . . ?
C8 C3 C4 O1 -163.7(4) . . . . ?
C8 C3 C4 C5 15.0(5) . . . . ?
C8 C9 C10 C1 1.6(7) . . . . ?
C10 C1 C2 C3 1.1(7) . . . . ?
C11 C5 C6 C7 -61.8(4) . . . . ?
C11 C12 C13 N1 32.8(4) . . . . ?
C11 C12 C13 C14 156.3(3) . . . . ?
C11 C18 C19 C20 175.9(4) . . . . ?
C11 C18 C23 C22 -176.5(4) . . . . ?
C12 C11 C18 C19 -53.2(5) . . . . ?
C12 C11 C18 C23 122.9(4) . . . . ?
C12 C13 C14 C15 -127.6(5) . . . . ?
C13 N1 C5 C4 -91.8(4) . . . . ?
C13 N1 C5 C6 148.4(3) . . . . ?
C13 N1 C5 C11 27.8(4) . . . . ?
C13 N1 C17 C16 -2.4(6) . . . . ?
C13 C14 C15 C16 3.2(7) . . . . ?
C14 C15 C16 C17 4.1(6) . . . . ?
C14 C15 C16 C25 179.7(4) . . . . ?
C15 C16 C17 N1 -4.5(6) . . . . ?
C15 C16 C25 O4 -171.1(5) . . . . ?
C15 C16 C25 O5 9.1(6) . . . . ?
C17 N1 C5 C4 92.8(4) . . . . ?
C17 N1 C5 C6 -27.0(5) . . . . ?
C17 N1 C5 C11 -147.6(3) . . . . ?
C17 N1 C13 C12 136.8(3) . . . . ?
C17 N1 C13 C14 8.8(5) . . . . ?
C17 C16 C25 O4 4.5(7) . . . . ?
C17 C16 C25 O5 -175.3(4) . . . . ?
C18 C11 C12 N2 -130.4(4) . . . . ?
C18 C11 C12 C13 111.7(3) . . . . ?
C18 C19 C20 C21 -0.1(7) . . . . ?
C19 C18 C23 C22 -0.2(6) . . . . ?
C19 C20 C21 C22 0.9(7) . . . . ?
C19 C20 C21 C24 -178.0(5) . . . . ?
C20 C21 C22 C23 -1.3(8) . . . . ?
C21 C22 C23 C18 0.9(7) . . . . ?
C23 C18 C19 C20 -0.2(6) . . . . ?
C24 C21 C22 C23 177.6(5) . . . . ?
C25 C16 C17 N1 179.6(4) . . . . ?
C26 O5 C25 O4 -2.4(7) . . . . ?
C26 O5 C25 C16 177.5(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
