# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2312835'
loop_
_audit_author_name
_audit_author_address
'Lu Liu'
;Yunnan University
China
;
_audit_update_record             
;
2023-12-08 deposited with the CCDC.	2024-04-03 downloaded from the CCDC.
;
_audit_creation_date             2023-10-07
_audit_creation_method           
;
FinalCif V88 by Daniel Kratzert, Freiburg 2023,
https://github.com/dkratzert/FinalCif
;
_diffrn_source_power             0.07
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        TPAP1
_chemical_name_common            ?
_chemical_formula_sum            'C48 H48 Cl9 N O9'
_chemical_formula_moiety         'C45 H45 N O9, 3(C H Cl3)'
_chemical_formula_weight         1101.92
_exptl_crystal_colour_primary    colourless
_chemical_melting_point          ?
_chemical_absolute_configuration ad
_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.a Ternary CH refined with riding coordinates:
 C47(H47), C46(H46), C48(H48)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C38(H38), C27(H27), C21(H21), C18(H18), C6(H6), C17(H17), C12(H12),
 C33(H33), C35(H35), C42(H42), C36(H36), C8(H8), C5(H5), C2(H2), C20(H20),
 C32(H32), C23(H23)
2.c Idealised Me refined as rotating group:
 C30(H30A,H30B,H30C), C43(H43A,H43B,H43C), C14(H14A,H14B,H14C), C29(H29A,H29B,
 H29C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C28(H28A,H28B,H28C), C13(H13A,
 H13B,H13C), C15(H15A,H15B,H15C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_space_group_crystal_system      hexagonal
_space_group_IT_number           173
_space_group_name_H-M_alt        'P 63'
_space_group_name_Hall           'P 6c'
_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'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'

_cell_length_a                   18.7603(10)
_cell_length_b                   18.7603(10)
_cell_length_c                   24.880(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7583.4(11)
_cell_formula_units_Z            6
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9891
_cell_measurement_theta_min      2.64
_cell_measurement_theta_max      27.24
_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_F_000             3408
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6907
_exptl_absorpt_correction_T_max  0.7395
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1129 before and 0.0793 after correction.
The Ratio of minimum to maximum transmission is 0.9340.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_shelx_estimated_absorpt_T_min   0.883
_shelx_estimated_absorpt_T_max   0.907
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_special_details           ?
_diffrn_ambient_temperature      100(K)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'mirror optics'
_olex2_diffrn_ambient_temperature_device 'Oxford Cryostream 800'
_diffrn_radiation_probe          x-ray
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_source_current           1.4
_diffrn_detector                 CPAD
_diffrn_detector_type            'Bruker PHOTON'
_diffrn_detector_area_resol_mean 7.41
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_reflns_number            120868
_diffrn_reflns_av_unetI/netI     0.0724
_diffrn_reflns_av_R_equivalents  0.1459
_diffrn_reflns_theta_min         2.062
_diffrn_reflns_theta_max         28.312
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_standards_number         0
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12570
_reflns_number_gt                8766
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.955
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.999
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.40B'
_computing_data_reduction        'SAINT V8.40B'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_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)+(0.0393P)²+4.1820P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         12570
_refine_ls_number_parameters     613
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0994
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1156
_refine_ls_wR_factor_gt          0.0980
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_abs_structure_details 
;
 Flack x determined using 3289 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;

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

_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_
_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
Cl7 Cl 0.05354(8) 0.26788(9) 0.69723(6) 0.0347(3) Uani 1 1 d . . . . .
Cl2 Cl 0.27406(9) 0.40682(10) 0.35449(6) 0.0374(3) Uani 1 1 d . . . . .
Cl4 Cl 0.51560(9) 0.63052(9) 0.53692(6) 0.0385(4) Uani 1 1 d . . . . .
Cl9 Cl 0.05452(9) 0.38164(8) 0.77668(7) 0.0405(4) Uani 1 1 d . . . . .
Cl5 Cl 0.64770(9) 0.60781(9) 0.57595(7) 0.0430(4) Uani 1 1 d . . . . .
Cl6 Cl 0.52284(10) 0.59701(10) 0.64936(6) 0.0420(4) Uani 1 1 d . . . . .
Cl8 Cl 0.07459(10) 0.24597(10) 0.81002(7) 0.0435(4) Uani 1 1 d . . . . .
Cl3 Cl 0.29706(10) 0.44931(10) 0.46696(6) 0.0434(4) Uani 1 1 d . . . . .
Cl1 Cl 0.27457(10) 0.29274(9) 0.43219(7) 0.0461(4) Uani 1 1 d . . . . .
O1 O 0.2389(2) 0.4182(2) 0.59400(15) 0.0267(9) Uani 1 1 d . . . . .
O4 O 0.5540(2) 0.0619(2) 0.42239(15) 0.0261(8) Uani 1 1 d . . . . .
O6 O 0.2455(2) 0.1501(2) 0.73749(16) 0.0298(9) Uani 1 1 d . . . . .
O8 O 0.5355(2) 0.1957(2) 0.42373(16) 0.0291(9) Uani 1 1 d . . . . .
O9 O 0.3976(2) 0.1748(2) 0.74464(14) 0.0270(8) Uani 1 1 d . . . . .
O5 O 0.1099(2) 0.2671(2) 0.58245(15) 0.0271(8) Uani 1 1 d . . . . .
O3 O 0.5279(2) 0.3270(2) 0.75647(16) 0.0313(9) Uani 1 1 d . . . . .
O7 O 0.4264(2) -0.0880(2) 0.40840(16) 0.0282(9) Uani 1 1 d . . . . .
O2 O 0.1296(2) 0.1340(2) 0.58273(18) 0.0330(9) Uani 1 1 d . . . . .
N3 N 0.333333 0.666667 0.7651(3) 0.0238(16) Uani 1 3 d S T P . .
N2 N 0.666667 0.333333 0.5837(3) 0.0244(17) Uani 1 3 d S T P . .
N1 N 0.000000 0.000000 0.4043(3) 0.0272(18) Uani 1 3 d S T P . .
C3 C 0.1721(3) -0.0388(3) 0.3775(2) 0.0221(11) Uani 1 1 d . . . . .
H3 H 0.181813 -0.076372 0.357614 0.026 Uiso 1 1 calc R U . . .
C40 C 0.3856(3) 0.2418(3) 0.7474(2) 0.0229(11) Uani 1 1 d . . . . .
C34 C 0.3495(3) 0.4488(3) 0.7600(2) 0.0211(11) Uani 1 1 d . . . . .
C16 C 0.5874(3) 0.3251(3) 0.5862(2) 0.0217(11) Uani 1 1 d . . . . .
C38 C 0.2937(3) 0.2972(3) 0.7486(2) 0.0246(12) Uani 1 1 d . . . . .
H38 H 0.239506 0.288904 0.746811 0.029 Uiso 1 1 calc R U . . .
C26 C 0.2565(3) 0.3559(3) 0.5924(2) 0.0222(11) Uani 1 1 d . . . . .
C7 C 0.3196(3) 0.0323(3) 0.4094(2) 0.0225(11) Uani 1 1 d . . . . .
C39 C 0.3060(3) 0.2301(3) 0.7442(2) 0.0241(11) Uani 1 1 d . . . . .
C24 C 0.1998(3) 0.2093(3) 0.5859(2) 0.0247(12) Uani 1 1 d . . . . .
C27 C 0.3352(3) 0.3669(3) 0.5944(2) 0.0218(11) Uani 1 1 d . . . . .
H27 H 0.381541 0.420638 0.597826 0.026 Uiso 1 1 calc R U . . .
C21 C 0.5728(3) 0.3784(3) 0.6169(2) 0.0233(11) Uani 1 1 d . . . . .
H21 H 0.616359 0.420587 0.637148 0.028 Uiso 1 1 calc R U . . .
C4 C 0.2361(3) 0.0227(3) 0.4075(2) 0.0208(11) Uani 1 1 d . . . . .
C18 C 0.4452(3) 0.2546(3) 0.5594(2) 0.0213(11) Uani 1 1 d . . . . .
H18 H 0.401467 0.211501 0.539771 0.026 Uiso 1 1 calc R U . . .
C9 C 0.4084(3) -0.0258(3) 0.4107(2) 0.0215(11) Uani 1 1 d . . . . .
C41 C 0.4520(3) 0.3205(3) 0.7545(2) 0.0246(12) Uani 1 1 d . . . . .
C6 C 0.1420(3) 0.0687(3) 0.4363(2) 0.0245(12) Uani 1 1 d . . . . .
H6 H 0.131977 0.105502 0.456890 0.029 Uiso 1 1 calc R U . . .
C17 C 0.5227(3) 0.2631(3) 0.5571(2) 0.0224(11) Uani 1 1 d . . . . .
H17 H 0.531789 0.226495 0.535636 0.027 Uiso 1 1 calc R U . . .
C11 C 0.4659(3) 0.1205(3) 0.4190(2) 0.0230(11) Uani 1 1 d . . . . .
C31 C 0.3370(3) 0.5930(3) 0.7641(2) 0.0224(11) Uani 1 1 d . . . . .
C25 C 0.1879(3) 0.2766(3) 0.5868(2) 0.0235(11) Uani 1 1 d . . . . .
C12 C 0.3873(3) 0.1106(3) 0.4145(2) 0.0219(11) Uani 1 1 d . . . . .
H12 H 0.380253 0.157373 0.414976 0.026 Uiso 1 1 calc R U . . .
C37 C 0.3601(3) 0.3761(3) 0.7557(2) 0.0229(11) Uani 1 1 d . . . . .
C33 C 0.2856(3) 0.4529(3) 0.7338(2) 0.0256(11) Uani 1 1 d . . . . .
H33 H 0.245598 0.406449 0.714368 0.031 Uiso 1 1 calc R U . . .
C35 C 0.4045(3) 0.5175(3) 0.7895(2) 0.0222(11) Uani 1 1 d . . . . .
H35 H 0.447548 0.515838 0.808556 0.027 Uiso 1 1 calc R U . . .
C42 C 0.4394(3) 0.3874(3) 0.7585(2) 0.0240(12) Uani 1 1 d . . . . .
H42 H 0.485210 0.441173 0.763277 0.029 Uiso 1 1 calc R U . . .
C1 C 0.0788(3) 0.0075(3) 0.4058(2) 0.0235(11) Uani 1 1 d . . . . .
C19 C 0.4294(3) 0.3083(3) 0.5901(2) 0.0219(11) Uani 1 1 d . . . . .
C36 C 0.3987(3) 0.5877(3) 0.7920(2) 0.0236(11) Uani 1 1 d . . . . .
H36 H 0.437145 0.633045 0.813015 0.028 Uiso 1 1 calc R U . . .
C10 C 0.4761(3) 0.0527(3) 0.4181(2) 0.0229(11) Uani 1 1 d . . . . .
C8 C 0.3302(3) -0.0358(3) 0.4062(2) 0.0237(12) Uani 1 1 d . . . . .
H8 H 0.283936 -0.089150 0.400899 0.028 Uiso 1 1 calc R U . . .
C5 C 0.2188(3) 0.0761(3) 0.4369(2) 0.0225(11) Uani 1 1 d . . . . .
H5 H 0.261254 0.118551 0.457749 0.027 Uiso 1 1 calc R U . . .
C30 C 0.3066(3) 0.5006(3) 0.5985(3) 0.0316(14) Uani 1 1 d . . . . .
H30A H 0.343715 0.512791 0.567852 0.047 Uiso 1 1 calc R U . . .
H30B H 0.336560 0.506187 0.631964 0.047 Uiso 1 1 calc R U . . .
H30C H 0.285849 0.539312 0.598853 0.047 Uiso 1 1 calc R U . . .
C2 C 0.0947(3) -0.0465(3) 0.3762(2) 0.0263(12) Uani 1 1 d . . . . .
H2 H 0.052325 -0.088504 0.355044 0.032 Uiso 1 1 calc R U . . .
C20 C 0.4956(3) 0.3708(3) 0.6183(2) 0.0230(11) Uani 1 1 d . . . . .
H20 H 0.487413 0.408792 0.638867 0.028 Uiso 1 1 calc R U . . .
C32 C 0.2799(3) 0.5240(3) 0.7356(2) 0.0267(12) Uani 1 1 d . . . . .
H32 H 0.236314 0.525547 0.717216 0.032 Uiso 1 1 calc R U . . .
C23 C 0.2778(3) 0.2200(3) 0.5882(2) 0.0245(12) Uani 1 1 d . . . . .
H23 H 0.285073 0.173408 0.587632 0.029 Uiso 1 1 calc R U . . .
C43 C 0.1639(3) 0.1348(3) 0.7297(3) 0.0333(13) Uani 1 1 d . . . . .
H43A H 0.162930 0.167198 0.699121 0.050 Uiso 1 1 calc R U . . .
H43B H 0.145453 0.150434 0.762132 0.050 Uiso 1 1 calc R U . . .
H43C H 0.127244 0.076098 0.722425 0.050 Uiso 1 1 calc R U . . .
C14 C 0.5813(3) 0.0723(4) 0.4774(2) 0.0312(13) Uani 1 1 d . . . . .
H14A H 0.636523 0.078822 0.478822 0.047 Uiso 1 1 calc R U . . .
H14B H 0.543151 0.023692 0.498293 0.047 Uiso 1 1 calc R U . . .
H14C H 0.582939 0.121250 0.492561 0.047 Uiso 1 1 calc R U . . .
C29 C 0.0859(3) 0.2631(4) 0.5275(2) 0.0325(13) Uani 1 1 d . . . . .
H29A H 0.126593 0.312827 0.508636 0.049 Uiso 1 1 calc R U . . .
H29B H 0.031904 0.259173 0.525707 0.049 Uiso 1 1 calc R U . . .
H29C H 0.082920 0.214567 0.510459 0.049 Uiso 1 1 calc R U . . .
C22 C 0.3460(3) 0.2987(3) 0.5914(2) 0.0220(11) Uani 1 1 d . . . . .
C47 C 0.5813(3) 0.6457(3) 0.5918(2) 0.0307(13) Uani 1 1 d . . . . .
H47 H 0.615188 0.706123 0.599025 0.037 Uiso 1 1 calc R U . . .
C44 C 0.4071(3) 0.1547(3) 0.6905(2) 0.0286(12) Uani 1 1 d . . . . .
H44A H 0.357503 0.141404 0.669819 0.043 Uiso 1 1 calc R U . . .
H44B H 0.415450 0.107159 0.690631 0.043 Uiso 1 1 calc R U . . .
H44C H 0.454840 0.201882 0.674042 0.043 Uiso 1 1 calc R U . . .
C45 C 0.5970(3) 0.4075(3) 0.7619(3) 0.0364(15) Uani 1 1 d . . . . .
H45A H 0.600484 0.440573 0.730446 0.055 Uiso 1 1 calc R U . . .
H45B H 0.647317 0.404139 0.764585 0.055 Uiso 1 1 calc R U . . .
H45C H 0.590743 0.433384 0.794428 0.055 Uiso 1 1 calc R U . . .
C28 C 0.1399(3) 0.0637(3) 0.5859(3) 0.0382(15) Uani 1 1 d . . . . .
H28A H 0.170078 0.062028 0.554197 0.057 Uiso 1 1 calc R U . . .
H28B H 0.085751 0.013667 0.587109 0.057 Uiso 1 1 calc R U . . .
H28C H 0.170860 0.067185 0.618417 0.057 Uiso 1 1 calc R U . . .
C13 C 0.5266(3) 0.2657(3) 0.4121(3) 0.0341(14) Uani 1 1 d . . . . .
H13A H 0.502040 0.259255 0.376409 0.051 Uiso 1 1 calc R U . . .
H13B H 0.580746 0.315704 0.412873 0.051 Uiso 1 1 calc R U . . .
H13C H 0.490836 0.269847 0.439136 0.051 Uiso 1 1 calc R U . . .
C15 C 0.3585(3) -0.1696(3) 0.3997(3) 0.0315(13) Uani 1 1 d . . . . .
H15A H 0.330472 -0.170901 0.366197 0.047 Uiso 1 1 calc R U . . .
H15B H 0.319757 -0.185141 0.429786 0.047 Uiso 1 1 calc R U . . .
H15C H 0.378958 -0.208393 0.397310 0.047 Uiso 1 1 calc R U . . .
C46 C 0.3163(3) 0.3975(3) 0.4153(2) 0.0297(12) Uani 1 1 d . . . . .
H46 H 0.377225 0.422771 0.410761 0.036 Uiso 1 1 calc R U . . .
C48 C 0.0261(3) 0.2781(3) 0.7638(2) 0.0308(13) Uani 1 1 d . . . . .
H48 H -0.034903 0.242861 0.768010 0.037 Uiso 1 1 calc R U . . .


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
Cl7 C48 1.774(6) . ?
Cl2 C46 1.757(6) . ?
Cl4 C47 1.764(6) . ?
Cl9 C48 1.768(5) . ?
Cl5 C47 1.761(6) . ?
Cl6 C47 1.757(6) . ?
Cl8 C48 1.750(6) . ?
Cl3 C46 1.756(6) . ?
Cl1 C46 1.764(5) . ?
O1 C26 1.365(6) . ?
O1 C30 1.433(6) . ?
O4 C10 1.387(6) . ?
O4 C14 1.441(7) . ?
O6 C39 1.366(6) . ?
O6 C43 1.422(6) . ?
O8 C11 1.366(6) . ?
O8 C13 1.434(6) . ?
O9 C40 1.386(6) . ?
O9 C44 1.433(6) . ?
O5 C25 1.387(6) . ?
O5 C29 1.429(7) . ?
O3 C41 1.367(6) . ?
O3 C45 1.422(6) . ?
O7 C9 1.367(6) . ?
O7 C15 1.436(6) . ?
O2 C24 1.370(6) . ?
O2 C28 1.426(6) . ?
N3 C31 1.419(5) 2_665 ?
N3 C31 1.419(5) . ?
N3 C31 1.419(5) 3_565 ?
N2 C16 1.417(5) 3_665 ?
N2 C16 1.417(5) . ?
N2 C16 1.417(5) 2_655 ?
N1 C1 1.414(5) 3 ?
N1 C1 1.414(5) 2 ?
N1 C1 1.414(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.393(7) . ?
C3 C2 1.387(7) . ?
C40 C39 1.399(7) . ?
C40 C41 1.387(7) . ?
C34 C37 1.479(7) . ?
C34 C33 1.400(7) . ?
C34 C35 1.390(7) . ?
C16 C21 1.390(7) . ?
C16 C17 1.393(7) . ?
C38 H38 0.9500 . ?
C38 C39 1.392(7) . ?
C38 C37 1.390(7) . ?
C26 C27 1.386(7) . ?
C26 C25 1.405(7) . ?
C7 C4 1.485(7) . ?
C7 C12 1.386(7) . ?
C7 C8 1.392(7) . ?
C24 C25 1.388(7) . ?
C24 C23 1.376(7) . ?
C27 H27 0.9500 . ?
C27 C22 1.394(7) . ?
C21 H21 0.9500 . ?
C21 C20 1.382(7) . ?
C4 C5 1.404(7) . ?
C18 H18 0.9500 . ?
C18 C17 1.383(7) . ?
C18 C19 1.409(7) . ?
C9 C10 1.395(7) . ?
C9 C8 1.388(7) . ?
C41 C42 1.392(7) . ?
C6 H6 0.9500 . ?
C6 C1 1.392(7) . ?
C6 C5 1.377(7) . ?
C17 H17 0.9500 . ?
C11 C12 1.396(7) . ?
C11 C10 1.378(7) . ?
C31 C36 1.395(7) . ?
C31 C32 1.392(7) . ?
C12 H12 0.9500 . ?
C37 C42 1.396(7) . ?
C33 H33 0.9500 . ?
C33 C32 1.392(7) . ?
C35 H35 0.9500 . ?
C35 C36 1.376(7) . ?
C42 H42 0.9500 . ?
C1 C2 1.400(7) . ?
C19 C20 1.397(7) . ?
C19 C22 1.483(7) . ?
C36 H36 0.9500 . ?
C8 H8 0.9500 . ?
C5 H5 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C2 H2 0.9500 . ?
C20 H20 0.9500 . ?
C32 H32 0.9500 . ?
C23 H23 0.9500 . ?
C23 C22 1.391(7) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C47 H47 1.0000 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C46 H46 1.0000 . ?
C48 H48 1.0000 . ?

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
C26 O1 C30 117.5(4) . . ?
C10 O4 C14 111.8(4) . . ?
C39 O6 C43 117.2(4) . . ?
C11 O8 C13 116.0(4) . . ?
C40 O9 C44 112.5(4) . . ?
C25 O5 C29 111.4(4) . . ?
C41 O3 C45 117.0(4) . . ?
C9 O7 C15 116.7(4) . . ?
C24 O2 C28 116.5(4) . . ?
C31 N3 C31 119.97(3) 3_565 2_665 ?
C31 N3 C31 119.97(3) 3_565 . ?
C31 N3 C31 119.97(3) 2_665 . ?
C16 N2 C16 119.80(7) 2_655 3_665 ?
C16 N2 C16 119.80(7) 2_655 . ?
C16 N2 C16 119.80(7) 3_665 . ?
C1 N1 C1 119.93(4) 3 2 ?
C1 N1 C1 119.93(4) 3 . ?
C1 N1 C1 119.93(4) 2 . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.5(5) . . ?
O9 C40 C39 120.0(4) . . ?
O9 C40 C41 120.4(5) . . ?
C41 C40 C39 119.6(5) . . ?
C33 C34 C37 122.0(5) . . ?
C35 C34 C37 120.8(5) . . ?
C35 C34 C33 117.1(4) . . ?
C21 C16 N2 121.3(5) . . ?
C21 C16 C17 118.8(5) . . ?
C17 C16 N2 119.8(5) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C37 C38 C39 120.5(5) . . ?
O1 C26 C27 124.6(5) . . ?
O1 C26 C25 115.0(4) . . ?
C27 C26 C25 120.3(5) . . ?
C12 C7 C4 119.0(5) . . ?
C12 C7 C8 120.2(5) . . ?
C8 C7 C4 120.8(4) . . ?
O6 C39 C40 114.5(4) . . ?
O6 C39 C38 125.5(5) . . ?
C38 C39 C40 120.0(5) . . ?
O2 C24 C25 115.6(4) . . ?
O2 C24 C23 123.8(5) . . ?
C23 C24 C25 120.7(5) . . ?
C26 C27 H27 120.2 . . ?
C26 C27 C22 119.6(5) . . ?
C22 C27 H27 120.2 . . ?
C16 C21 H21 119.5 . . ?
C20 C21 C16 120.9(5) . . ?
C20 C21 H21 119.5 . . ?
C3 C4 C7 122.5(5) . . ?
C3 C4 C5 117.4(5) . . ?
C5 C4 C7 120.2(5) . . ?
C17 C18 H18 119.1 . . ?
C17 C18 C19 121.7(5) . . ?
C19 C18 H18 119.1 . . ?
O7 C9 C10 115.1(4) . . ?
O7 C9 C8 125.2(5) . . ?
C8 C9 C10 119.8(5) . . ?
O3 C41 C40 116.2(5) . . ?
O3 C41 C42 123.7(5) . . ?
C40 C41 C42 120.1(5) . . ?
C1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C1 120.3(5) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.1(5) . . ?
C18 C17 H17 119.9 . . ?
O8 C11 C12 123.0(5) . . ?
O8 C11 C10 116.9(4) . . ?
C10 C11 C12 120.1(4) . . ?
C36 C31 N3 120.5(5) . . ?
C32 C31 N3 121.6(5) . . ?
C32 C31 C36 117.9(4) . . ?
O5 C25 C26 119.6(4) . . ?
O5 C25 C24 121.4(5) . . ?
C24 C25 C26 119.1(5) . . ?
C7 C12 C11 119.7(5) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C38 C37 C34 122.0(5) . . ?
C38 C37 C42 119.2(5) . . ?
C42 C37 C34 118.8(5) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 C34 121.0(5) . . ?
C32 C33 H33 119.5 . . ?
C34 C35 H35 118.9 . . ?
C36 C35 C34 122.2(5) . . ?
C36 C35 H35 118.9 . . ?
C41 C42 C37 120.5(5) . . ?
C41 C42 H42 119.7 . . ?
C37 C42 H42 119.7 . . ?
C6 C1 N1 120.8(5) . . ?
C6 C1 C2 118.9(4) . . ?
C2 C1 N1 120.3(5) . . ?
C18 C19 C22 120.7(5) . . ?
C20 C19 C18 117.1(5) . . ?
C20 C19 C22 122.2(5) . . ?
C31 C36 H36 119.7 . . ?
C35 C36 C31 120.7(5) . . ?
C35 C36 H36 119.7 . . ?
O4 C10 C9 119.2(4) . . ?
C11 C10 O4 120.5(4) . . ?
C11 C10 C9 120.2(4) . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 119.9(5) . . ?
C9 C8 H8 120.0 . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.7(5) . . ?
C6 C5 H5 119.1 . . ?
O1 C30 H30A 109.5 . . ?
O1 C30 H30B 109.5 . . ?
O1 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C3 C2 C1 120.2(5) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C21 C20 C19 121.3(5) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C31 C32 H32 119.5 . . ?
C33 C32 C31 121.0(5) . . ?
C33 C32 H32 119.5 . . ?
C24 C23 H23 119.9 . . ?
C24 C23 C22 120.3(5) . . ?
C22 C23 H23 119.9 . . ?
O6 C43 H43A 109.5 . . ?
O6 C43 H43B 109.5 . . ?
O6 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O4 C14 H14A 109.5 . . ?
O4 C14 H14B 109.5 . . ?
O4 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O5 C29 H29A 109.5 . . ?
O5 C29 H29B 109.5 . . ?
O5 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C22 C19 121.2(4) . . ?
C23 C22 C27 119.9(5) . . ?
C23 C22 C19 118.9(5) . . ?
Cl4 C47 H47 108.7 . . ?
Cl5 C47 Cl4 109.9(3) . . ?
Cl5 C47 H47 108.7 . . ?
Cl6 C47 Cl4 110.1(3) . . ?
Cl6 C47 Cl5 110.8(3) . . ?
Cl6 C47 H47 108.7 . . ?
O9 C44 H44A 109.5 . . ?
O9 C44 H44B 109.5 . . ?
O9 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
O3 C45 H45A 109.5 . . ?
O3 C45 H45B 109.5 . . ?
O3 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
O2 C28 H28A 109.5 . . ?
O2 C28 H28B 109.5 . . ?
O2 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O8 C13 H13A 109.5 . . ?
O8 C13 H13B 109.5 . . ?
O8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O7 C15 H15A 109.5 . . ?
O7 C15 H15B 109.5 . . ?
O7 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Cl2 C46 Cl1 110.2(3) . . ?
Cl2 C46 H46 108.8 . . ?
Cl3 C46 Cl2 110.3(3) . . ?
Cl3 C46 Cl1 110.0(3) . . ?
Cl3 C46 H46 108.8 . . ?
Cl1 C46 H46 108.8 . . ?
Cl7 C48 H48 108.9 . . ?
Cl9 C48 Cl7 110.1(3) . . ?
Cl9 C48 H48 108.9 . . ?
Cl8 C48 Cl7 110.3(3) . . ?
Cl8 C48 Cl9 109.7(3) . . ?
Cl8 C48 H48 108.9 . . ?

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
O1 C26 C27 C22 -178.7(5) . . . . ?
O1 C26 C25 O5 1.0(7) . . . . ?
O1 C26 C25 C24 -178.7(5) . . . . ?
O8 C11 C12 C7 179.5(5) . . . . ?
O8 C11 C10 O4 0.6(8) . . . . ?
O8 C11 C10 C9 -176.9(5) . . . . ?
O9 C40 C39 O6 -1.0(7) . . . . ?
O9 C40 C39 C38 178.0(5) . . . . ?
O9 C40 C41 O3 2.4(7) . . . . ?
O9 C40 C41 C42 -178.5(4) . . . . ?
O3 C41 C42 C37 179.3(5) . . . . ?
O7 C9 C10 O4 0.0(7) . . . . ?
O7 C9 C10 C11 177.5(5) . . . . ?
O7 C9 C8 C7 179.8(5) . . . . ?
O2 C24 C25 O5 -2.5(8) . . . . ?
O2 C24 C25 C26 177.2(5) . . . . ?
O2 C24 C23 C22 180.0(5) . . . . ?
N3 C31 C36 C35 -177.5(5) . . . . ?
N3 C31 C32 C33 178.2(6) . . . . ?
N2 C16 C21 C20 178.8(5) . . . . ?
N2 C16 C17 C18 180.0(5) . . . . ?
N1 C1 C2 C3 179.8(5) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C40 C41 C42 C37 0.3(8) . . . . ?
C34 C37 C42 C41 -179.9(5) . . . . ?
C34 C33 C32 C31 -0.6(8) . . . . ?
C34 C35 C36 C31 -0.8(8) . . . . ?
C16 N2 C16 C21 -33.6(11) 3_665 . . . ?
C16 N2 C16 C21 137.6(6) 2_655 . . . ?
C16 N2 C16 C17 145.7(5) 3_665 . . . ?
C16 N2 C16 C17 -43.1(11) 2_655 . . . ?
C16 C21 C20 C19 1.6(8) . . . . ?
C38 C37 C42 C41 -0.1(7) . . . . ?
C26 C27 C22 C19 176.3(5) . . . . ?
C26 C27 C22 C23 -2.1(8) . . . . ?
C7 C4 C5 C6 -179.7(5) . . . . ?
C39 C40 C41 O3 -179.1(5) . . . . ?
C39 C40 C41 C42 0.1(8) . . . . ?
C39 C38 C37 C34 179.4(5) . . . . ?
C39 C38 C37 C42 -0.3(7) . . . . ?
C24 C23 C22 C27 2.5(8) . . . . ?
C24 C23 C22 C19 -175.9(5) . . . . ?
C27 C26 C25 O5 -177.1(5) . . . . ?
C27 C26 C25 C24 3.2(8) . . . . ?
C21 C16 C17 C18 -0.7(8) . . . . ?
C4 C3 C2 C1 -0.8(8) . . . . ?
C4 C7 C12 C11 176.9(5) . . . . ?
C4 C7 C8 C9 -176.8(5) . . . . ?
C18 C19 C20 C21 -1.3(8) . . . . ?
C18 C19 C22 C27 -144.6(5) . . . . ?
C18 C19 C22 C23 33.8(7) . . . . ?
C41 C40 C39 O6 -179.6(5) . . . . ?
C41 C40 C39 C38 -0.6(8) . . . . ?
C6 C1 C2 C3 0.2(8) . . . . ?
C17 C16 C21 C20 -0.5(8) . . . . ?
C17 C18 C19 C20 0.1(8) . . . . ?
C17 C18 C19 C22 179.2(5) . . . . ?
C31 N3 C31 C36 37.8(11) 2_665 . . . ?
C31 N3 C31 C36 -145.7(5) 3_565 . . . ?
C31 N3 C31 C32 34.2(11) 3_565 . . . ?
C31 N3 C31 C32 -142.3(5) 2_665 . . . ?
C25 C26 C27 C22 -0.7(8) . . . . ?
C25 C24 C23 C22 -0.1(8) . . . . ?
C12 C7 C4 C3 147.1(5) . . . . ?
C12 C7 C4 C5 -33.4(7) . . . . ?
C12 C7 C8 C9 3.1(8) . . . . ?
C12 C11 C10 O4 179.8(5) . . . . ?
C12 C11 C10 C9 2.4(8) . . . . ?
C37 C34 C33 C32 -175.8(5) . . . . ?
C37 C34 C35 C36 176.5(5) . . . . ?
C37 C38 C39 O6 179.6(5) . . . . ?
C37 C38 C39 C40 0.7(8) . . . . ?
C33 C34 C37 C38 -30.8(7) . . . . ?
C33 C34 C37 C42 148.9(5) . . . . ?
C33 C34 C35 C36 -1.7(7) . . . . ?
C35 C34 C37 C38 151.0(5) . . . . ?
C35 C34 C37 C42 -29.2(7) . . . . ?
C35 C34 C33 C32 2.4(8) . . . . ?
C1 N1 C1 C6 -139.1(6) 3 . . . ?
C1 N1 C1 C6 35.7(11) 2 . . . ?
C1 N1 C1 C2 -143.9(6) 2 . . . ?
C1 N1 C1 C2 41.3(11) 3 . . . ?
C1 C6 C5 C4 -0.5(8) . . . . ?
C19 C18 C17 C16 1.0(8) . . . . ?
C36 C31 C32 C33 -1.9(8) . . . . ?
C10 C9 C8 C7 -0.5(8) . . . . ?
C10 C11 C12 C7 0.2(8) . . . . ?
C8 C7 C4 C3 -33.0(8) . . . . ?
C8 C7 C4 C5 146.5(5) . . . . ?
C8 C7 C12 C11 -3.0(8) . . . . ?
C8 C9 C10 O4 -179.8(5) . . . . ?
C8 C9 C10 C11 -2.3(8) . . . . ?
C5 C6 C1 N1 -179.1(5) . . . . ?
C5 C6 C1 C2 0.5(8) . . . . ?
C30 O1 C26 C27 -0.6(8) . . . . ?
C30 O1 C26 C25 -178.7(5) . . . . ?
C2 C3 C4 C7 -179.7(5) . . . . ?
C2 C3 C4 C5 0.8(8) . . . . ?
C20 C19 C22 C27 34.4(8) . . . . ?
C20 C19 C22 C23 -147.1(5) . . . . ?
C32 C31 C36 C35 2.6(8) . . . . ?
C23 C24 C25 O5 177.5(5) . . . . ?
C23 C24 C25 C26 -2.8(8) . . . . ?
C43 O6 C39 C40 -175.2(5) . . . . ?
C43 O6 C39 C38 5.8(8) . . . . ?
C14 O4 C10 C9 -101.4(6) . . . . ?
C14 O4 C10 C11 81.1(6) . . . . ?
C29 O5 C25 C26 94.9(6) . . . . ?
C29 O5 C25 C24 -85.4(6) . . . . ?
C22 C19 C20 C21 179.6(5) . . . . ?
C44 O9 C40 C39 88.4(6) . . . . ?
C44 O9 C40 C41 -93.1(6) . . . . ?
C45 O3 C41 C40 177.9(5) . . . . ?
C45 O3 C41 C42 -1.2(7) . . . . ?
C28 O2 C24 C25 -175.4(5) . . . . ?
C28 O2 C24 C23 4.5(8) . . . . ?
C13 O8 C11 C12 -13.3(7) . . . . ?
C13 O8 C11 C10 166.0(5) . . . . ?
C15 O7 C9 C10 -178.8(5) . . . . ?
C15 O7 C9 C8 1.0(8) . . . . ?

