# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_p1158
_database_code_depnum_ccdc_archive 'CCDC 2176207'
loop_
_audit_author_name
_audit_author_address
'Larry Falvello'
;University of Zaragoza
Spain
;
_audit_update_record             
;
2022-05-31 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H26 Cl4 N2 O6, C H Cl3, 0.5(C5 H12)'
_chemical_formula_sum            'C37.50 H33 Cl7 N2 O6'
_chemical_formula_weight         855.81

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           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

_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, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   18.0917(6)
_cell_length_b                   12.0597(5)
_cell_length_c                   35.4251(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.256(3)
_cell_angle_gamma                90
_cell_volume                     7727.2(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    123(1)
_cell_measurement_reflns_used    4873
_cell_measurement_theta_min      2.8880
_cell_measurement_theta_max      27.0110

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_F_000             3512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.022
_exptl_absorpt_coefficient_mu    0.562
_shelx_estimated_absorpt_T_min   0.915
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_T_min  0.89319
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.44a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(1)
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Sapphire3
_diffrn_detector_area_resol_mean 16.0655
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_number            19828
_diffrn_reflns_av_unetI/netI     0.0727
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.864
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             7362
_reflns_number_gt                5093
_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       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  'SHELXL-2018/1 (Sheldrick, 2018)'
_refine_special_details          
;
A highly disordered pentane site centered at (1/2, 1/2, 1/2) was modeled
using geometrical restraints and a combination of restraints and constraints
for the anisotropic displacement parameters. H atoms were not included for
this disorder assembly. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0433P)²+4.5909P] 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         7362
_refine_ls_number_parameters     528
_refine_ls_number_restraints     262
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1121
_refine_ls_wR_factor_gt          0.0971
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.52139(11) 0.80534(19) 0.31348(6) 0.0170(5) Uani 1 1 d . . . . .
C1 C 0.56579(14) 0.7054(2) 0.31788(7) 0.0169(6) Uani 1 1 d . . . . .
H1 H 0.537384 0.638503 0.309332 0.020 Uiso 1 1 calc R U . . .
C2 C 0.58129(14) 0.7017(2) 0.36094(7) 0.0177(6) Uani 1 1 d . . . . .
H2 H 0.618584 0.760530 0.367179 0.021 Uiso 1 1 calc R U . . .
C3 C 0.50686(14) 0.7393(2) 0.37643(7) 0.0189(6) Uani 1 1 d . . . . .
H3 H 0.471391 0.676185 0.373450 0.023 Uiso 1 1 calc R U . . .
C4 C 0.48176(14) 0.8328(2) 0.34814(7) 0.0178(6) Uani 1 1 d . . . . .
C5 C 0.61230(15) 0.5925(2) 0.37450(7) 0.0190(6) Uani 1 1 d . . . . .
C6 C 0.68825(15) 0.5841(2) 0.38055(7) 0.0210(6) Uani 1 1 d . . . . .
H6 H 0.718535 0.647468 0.377026 0.025 Uiso 1 1 calc R U . . .
C7 C 0.72035(15) 0.4852(2) 0.39160(7) 0.0225(7) Uani 1 1 d . . . . .
Cl1 Cl 0.81511(4) 0.47960(7) 0.39873(2) 0.0377(2) Uani 1 1 d . . . . .
C8 C 0.67695(16) 0.3923(2) 0.39685(7) 0.0240(7) Uani 1 1 d . . . . .
Cl2 Cl 0.71659(4) 0.26787(6) 0.41062(2) 0.0330(2) Uani 1 1 d . . . . .
C9 C 0.60164(17) 0.3995(3) 0.39066(9) 0.0320(8) Uani 1 1 d . . . . .
H9 H 0.571524 0.335940 0.394163 0.038 Uiso 1 1 calc R U . . .
C10 C 0.56959(16) 0.4985(3) 0.37938(8) 0.0285(7) Uani 1 1 d . . . . .
H10 H 0.517669 0.502164 0.374938 0.034 Uiso 1 1 calc R U . . .
C11 C 0.50789(15) 0.7734(2) 0.41737(7) 0.0216(6) Uani 1 1 d . . . . .
C12 C 0.44291(15) 0.7661(2) 0.43753(7) 0.0238(7) Uani 1 1 d . . . . .
H12 H 0.398976 0.740219 0.425269 0.029 Uiso 1 1 calc R U . . .
C13 C 0.44152(16) 0.7960(3) 0.47531(8) 0.0299(7) Uani 1 1 d . . . . .
Cl3 Cl 0.36048(4) 0.78314(8) 0.49962(2) 0.0433(2) Uani 1 1 d . . . . .
C14 C 0.50522(17) 0.8343(3) 0.49316(8) 0.0320(8) Uani 1 1 d . . . . .
Cl4 Cl 0.50575(5) 0.87228(9) 0.54033(2) 0.0517(3) Uani 1 1 d . . . . .
C15 C 0.57017(17) 0.8424(3) 0.47354(8) 0.0347(8) Uani 1 1 d . . . . .
H15 H 0.613865 0.869156 0.485799 0.042 Uiso 1 1 calc R U . . .
C16 C 0.57125(16) 0.8115(3) 0.43612(8) 0.0275(7) Uani 1 1 d . . . . .
H16 H 0.616212 0.816354 0.422861 0.033 Uiso 1 1 calc R U . . .
C17 C 0.64016(15) 0.7111(3) 0.29893(7) 0.0202(6) Uani 1 1 d . . . . .
O1 O 0.67903(10) 0.79167(17) 0.29861(5) 0.0254(5) Uani 1 1 d . . . . .
O2 O 0.65745(10) 0.61148(16) 0.28594(5) 0.0247(5) Uani 1 1 d . . . . .
C18 C 0.72876(17) 0.6042(3) 0.26857(9) 0.0386(9) Uani 1 1 d . . . . .
H18A H 0.728218 0.648077 0.245281 0.058 Uiso 1 1 calc R U . . .
H18B H 0.739516 0.526562 0.262621 0.058 Uiso 1 1 calc R U . . .
H18C H 0.766923 0.632966 0.286011 0.058 Uiso 1 1 calc R U . . .
C19 C 0.50259(15) 0.9482(2) 0.36339(7) 0.0188(6) Uani 1 1 d . . . . .
O3 O 0.45883(10) 1.01195(16) 0.37637(5) 0.0229(5) Uani 1 1 d . . . . .
O4 O 0.57508(10) 0.96296(16) 0.36238(5) 0.0218(4) Uani 1 1 d . . . . .
C20 C 0.60190(16) 1.0659(3) 0.37867(8) 0.0297(7) Uani 1 1 d . . . . .
H20A H 0.573252 1.128019 0.368129 0.045 Uiso 1 1 calc R U . . .
H20B H 0.654190 1.075562 0.372791 0.045 Uiso 1 1 calc R U . . .
H20C H 0.596413 1.063875 0.406125 0.045 Uiso 1 1 calc R U . . .
N2 N 0.40260(11) 0.83491(19) 0.34196(6) 0.0184(5) Uani 1 1 d . . . . .
H2A H 0.377406 0.890749 0.351172 0.022 Uiso 1 1 calc R U . . .
C21 C 0.36533(15) 0.7547(2) 0.32258(7) 0.0200(6) Uani 1 1 d . . . . .
O5 O 0.39371(10) 0.66580(16) 0.31480(5) 0.0268(5) Uani 1 1 d . . . . .
C22 C 0.28764(14) 0.7814(2) 0.31139(7) 0.0192(6) Uani 1 1 d . . . . .
C23 C 0.23796(16) 0.6950(3) 0.30591(8) 0.0291(7) Uani 1 1 d . . . . .
H23 H 0.253674 0.620609 0.309682 0.035 Uiso 1 1 calc R U . . .
C24 C 0.16547(17) 0.7170(3) 0.29496(8) 0.0376(8) Uani 1 1 d . . . . .
H24 H 0.131519 0.657594 0.291442 0.045 Uiso 1 1 calc R U . . .
C25 C 0.14247(17) 0.8243(3) 0.28915(8) 0.0361(8) Uani 1 1 d G . . . .
H25 H 0.092651 0.838777 0.281667 0.043 Uiso 1 1 calc R U . . .
C26 C 0.19116(16) 0.9110(3) 0.29410(8) 0.0308(8) Uani 1 1 d . . . . .
H26 H 0.175008 0.985022 0.289938 0.037 Uiso 1 1 calc R U . . .
C27 C 0.26371(15) 0.8902(3) 0.30517(7) 0.0238(7) Uani 1 1 d . . . . .
H27 H 0.297333 0.950112 0.308544 0.029 Uiso 1 1 calc R U . . .
C28 C 0.51441(14) 0.8766(2) 0.28380(7) 0.0185(6) Uani 1 1 d . . . . .
O6 O 0.48383(11) 0.96598(16) 0.28840(5) 0.0255(5) Uani 1 1 d . . . . .
C29 C 0.54230(14) 0.8453(2) 0.24585(7) 0.0171(6) Uani 1 1 d . . . . .
C30 C 0.54258(14) 0.7368(2) 0.23198(7) 0.0196(6) Uani 1 1 d . . . . .
H30 H 0.527029 0.677361 0.247514 0.023 Uiso 1 1 calc R U . . .
C31 C 0.56553(15) 0.7157(3) 0.19554(7) 0.0233(7) Uani 1 1 d . . . . .
H31 H 0.565748 0.641932 0.186149 0.028 Uiso 1 1 calc R U . . .
C32 C 0.58800(15) 0.8019(3) 0.17303(8) 0.0255(7) Uani 1 1 d . . . . .
H32 H 0.603785 0.787130 0.148129 0.031 Uiso 1 1 calc R U . . .
C33 C 0.58782(15) 0.9093(2) 0.18622(7) 0.0236(7) Uani 1 1 d . . . . .
H33 H 0.603479 0.968224 0.170486 0.028 Uiso 1 1 calc R U . . .
C34 C 0.56465(14) 0.9314(2) 0.22267(7) 0.0205(6) Uani 1 1 d . . . . .
H34 H 0.564108 1.005558 0.231719 0.025 Uiso 1 1 calc R U . . .
C35 C 0.31203(18) 0.1063(3) 0.41698(8) 0.0342(8) Uani 1 1 d . . . . .
H35 H 0.366214 0.096975 0.412953 0.041 Uiso 1 1 calc R U . . .
Cl5 Cl 0.28066(8) -0.00650(10) 0.44250(3) 0.0889(4) Uani 1 1 d . . . . .
Cl6 Cl 0.26673(4) 0.11474(7) 0.37272(2) 0.0385(2) Uani 1 1 d . . . . .
Cl7 Cl 0.29839(6) 0.22793(8) 0.44251(3) 0.0610(3) Uani 1 1 d . . . . .
C41 C 0.6655(15) 0.535(5) 0.4887(12) 0.075(9) Uani 0.25 1 d D U P A -1
C42 C 0.5969(13) 0.527(3) 0.5147(8) 0.058(5) Uani 0.25 1 d D U P A -1
C43 C 0.5227(12) 0.507(4) 0.4931(8) 0.051(5) Uani 0.25 1 d D U P A -1
C43A C 0.4559(12) 0.489(3) 0.5190(7) 0.051(5) Uani 0.25 1 d D U P A -1
C42A C 0.3819(14) 0.460(3) 0.4983(7) 0.058(5) Uani 0.25 1 d D U P A -1
C51 C 0.649(2) 0.549(8) 0.4876(18) 0.087(6) Uani 0.25 1 d D U P B -2
C52 C 0.5796(15) 0.550(2) 0.5131(8) 0.073(6) Uani 0.25 1 d D U P B -2
C53 C 0.5093(17) 0.499(6) 0.4933(11) 0.074(6) Uani 0.25 1 d D U P B -2
C54 C 0.4447(15) 0.520(2) 0.5209(8) 0.087(7) Uani 0.25 1 d D U P B -2
C51A C 0.370(2) 0.461(6) 0.5119(15) 0.087(6) Uani 0.25 1 d D U P B -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
N1 C28 1.362(3) . ?
N1 C1 1.455(3) . ?
N1 C4 1.473(3) . ?
C1 C17 1.518(4) . ?
C1 C2 1.545(3) . ?
C1 H1 1.0000 . ?
C2 C5 1.507(4) . ?
C2 C3 1.534(4) . ?
C2 H2 1.0000 . ?
C3 C11 1.507(4) . ?
C3 C4 1.568(4) . ?
C3 H3 1.0000 . ?
C4 N2 1.444(3) . ?
C4 C19 1.538(4) . ?
C5 C10 1.384(4) . ?
C5 C6 1.390(4) . ?
C6 C7 1.380(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(4) . ?
C7 Cl1 1.729(3) . ?
C8 C9 1.378(4) . ?
C8 Cl2 1.729(3) . ?
C9 C10 1.383(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.390(4) . ?
C11 C12 1.392(4) . ?
C12 C13 1.387(4) . ?
C12 H12 0.9500 . ?
C13 C14 1.382(4) . ?
C13 Cl3 1.724(3) . ?
C14 C15 1.382(4) . ?
C14 Cl4 1.733(3) . ?
C15 C16 1.377(4) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 O1 1.200(3) . ?
C17 O2 1.326(3) . ?
O2 C18 1.444(3) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 O3 1.202(3) . ?
C19 O4 1.325(3) . ?
O4 C20 1.449(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
N2 C21 1.357(3) . ?
N2 H2A 0.8800 . ?
C21 O5 1.223(3) . ?
C21 C22 1.487(4) . ?
C22 C23 1.386(4) . ?
C22 C27 1.398(4) . ?
C23 C24 1.385(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.374(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.376(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.384(4) . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 O6 1.224(3) . ?
C28 C29 1.495(3) . ?
C29 C34 1.389(4) . ?
C29 C30 1.398(4) . ?
C30 C31 1.388(4) . ?
C30 H30 0.9500 . ?
C31 C32 1.377(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.377(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.392(4) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?
C35 Cl5 1.736(3) . ?
C35 Cl7 1.744(3) . ?
C35 Cl6 1.756(3) . ?
C35 H35 1.0000 . ?
C41 C42 1.563(15) . ?
C42 C43 1.549(15) . ?
C43 C43A 1.548(15) . ?
C43A C42A 1.551(15) . ?
C51 C52 1.565(17) . ?
C52 C53 1.564(17) . ?
C53 C54 1.560(17) . ?
C54 C51A 1.552(17) . ?

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
C28 N1 C1 130.3(2) . . ?
C28 N1 C4 117.6(2) . . ?
C1 N1 C4 112.0(2) . . ?
N1 C1 C17 114.1(2) . . ?
N1 C1 C2 102.5(2) . . ?
C17 C1 C2 107.1(2) . . ?
N1 C1 H1 110.9 . . ?
C17 C1 H1 110.9 . . ?
C2 C1 H1 110.9 . . ?
C5 C2 C3 117.9(2) . . ?
C5 C2 C1 113.4(2) . . ?
C3 C2 C1 101.7(2) . . ?
C5 C2 H2 107.7 . . ?
C3 C2 H2 107.7 . . ?
C1 C2 H2 107.7 . . ?
C11 C3 C2 115.6(2) . . ?
C11 C3 C4 114.6(2) . . ?
C2 C3 C4 103.18(19) . . ?
C11 C3 H3 107.7 . . ?
C2 C3 H3 107.7 . . ?
C4 C3 H3 107.7 . . ?
N2 C4 N1 112.1(2) . . ?
N2 C4 C19 105.8(2) . . ?
N1 C4 C19 112.1(2) . . ?
N2 C4 C3 112.5(2) . . ?
N1 C4 C3 103.4(2) . . ?
C19 C4 C3 111.2(2) . . ?
C10 C5 C6 118.3(3) . . ?
C10 C5 C2 123.4(2) . . ?
C6 C5 C2 118.2(2) . . ?
C7 C6 C5 121.0(3) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C8 120.1(3) . . ?
C6 C7 Cl1 119.0(2) . . ?
C8 C7 Cl1 120.9(2) . . ?
C9 C8 C7 119.3(3) . . ?
C9 C8 Cl2 120.1(2) . . ?
C7 C8 Cl2 120.5(2) . . ?
C8 C9 C10 120.5(3) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C9 C10 C5 120.7(3) . . ?
C9 C10 H10 119.6 . . ?
C5 C10 H10 119.6 . . ?
C16 C11 C12 118.2(2) . . ?
C16 C11 C3 122.9(2) . . ?
C12 C11 C3 118.9(2) . . ?
C13 C12 C11 120.8(3) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C14 C13 C12 119.7(3) . . ?
C14 C13 Cl3 120.8(2) . . ?
C12 C13 Cl3 119.5(2) . . ?
C13 C14 C15 120.2(3) . . ?
C13 C14 Cl4 121.1(2) . . ?
C15 C14 Cl4 118.7(2) . . ?
C16 C15 C14 119.7(3) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C11 121.3(3) . . ?
C15 C16 H16 119.3 . . ?
C11 C16 H16 119.3 . . ?
O1 C17 O2 126.0(2) . . ?
O1 C17 C1 124.5(3) . . ?
O2 C17 C1 109.3(2) . . ?
C17 O2 C18 115.0(2) . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O3 C19 O4 125.8(3) . . ?
O3 C19 C4 123.7(2) . . ?
O4 C19 C4 110.3(2) . . ?
C19 O4 C20 115.3(2) . . ?
O4 C20 H20A 109.5 . . ?
O4 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O4 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 N2 C4 123.0(2) . . ?
C21 N2 H2A 118.5 . . ?
C4 N2 H2A 118.5 . . ?
O5 C21 N2 122.2(3) . . ?
O5 C21 C22 121.9(3) . . ?
N2 C21 C22 115.9(2) . . ?
C23 C22 C27 119.1(3) . . ?
C23 C22 C21 118.7(3) . . ?
C27 C22 C21 122.2(3) . . ?
C24 C23 C22 120.2(3) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 120.3(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 C26 120.4(3) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C27 120.0(3) . . ?
C25 C26 H26 120.0 . . ?
C27 C26 H26 120.0 . . ?
C26 C27 C22 120.2(3) . . ?
C26 C27 H27 119.9 . . ?
C22 C27 H27 119.9 . . ?
O6 C28 N1 119.2(2) . . ?
O6 C28 C29 120.3(2) . . ?
N1 C28 C29 120.5(2) . . ?
C34 C29 C30 119.2(2) . . ?
C34 C29 C28 116.8(2) . . ?
C30 C29 C28 123.8(2) . . ?
C31 C30 C29 120.1(3) . . ?
C31 C30 H30 119.9 . . ?
C29 C30 H30 119.9 . . ?
C32 C31 C30 119.9(3) . . ?
C32 C31 H31 120.1 . . ?
C30 C31 H31 120.1 . . ?
C31 C32 C33 120.7(3) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C32 C33 C34 119.9(3) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C29 C34 C33 120.2(3) . . ?
C29 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
Cl5 C35 Cl7 109.73(18) . . ?
Cl5 C35 Cl6 111.04(18) . . ?
Cl7 C35 Cl6 110.23(18) . . ?
Cl5 C35 H35 108.6 . . ?
Cl7 C35 H35 108.6 . . ?
Cl6 C35 H35 108.6 . . ?
C43 C42 C41 114.2(16) . . ?
C43A C43 C42 114.1(16) . . ?
C43 C43A C42A 115.4(15) . . ?
C53 C52 C51 114(2) . . ?
C54 C53 C52 105.6(19) . . ?
C51A C54 C53 117(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C28 N1 C1 C17 35.6(4) . . . . ?
C4 N1 C1 C17 -141.0(2) . . . . ?
C28 N1 C1 C2 151.1(3) . . . . ?
C4 N1 C1 C2 -25.6(3) . . . . ?
N1 C1 C2 C5 167.2(2) . . . . ?
C17 C1 C2 C5 -72.5(3) . . . . ?
N1 C1 C2 C3 39.5(2) . . . . ?
C17 C1 C2 C3 159.9(2) . . . . ?
C5 C2 C3 C11 70.4(3) . . . . ?
C1 C2 C3 C11 -164.9(2) . . . . ?
C5 C2 C3 C4 -163.7(2) . . . . ?
C1 C2 C3 C4 -39.0(3) . . . . ?
C28 N1 C4 N2 62.6(3) . . . . ?
C1 N1 C4 N2 -120.3(2) . . . . ?
C28 N1 C4 C19 -56.2(3) . . . . ?
C1 N1 C4 C19 120.9(2) . . . . ?
C28 N1 C4 C3 -176.0(2) . . . . ?
C1 N1 C4 C3 1.1(3) . . . . ?
C11 C3 C4 N2 -88.2(3) . . . . ?
C2 C3 C4 N2 145.3(2) . . . . ?
C11 C3 C4 N1 150.6(2) . . . . ?
C2 C3 C4 N1 24.1(3) . . . . ?
C11 C3 C4 C19 30.2(3) . . . . ?
C2 C3 C4 C19 -96.4(2) . . . . ?
C3 C2 C5 C10 40.9(4) . . . . ?
C1 C2 C5 C10 -77.8(3) . . . . ?
C3 C2 C5 C6 -142.5(2) . . . . ?
C1 C2 C5 C6 98.8(3) . . . . ?
C10 C5 C6 C7 -0.8(4) . . . . ?
C2 C5 C6 C7 -177.6(2) . . . . ?
C5 C6 C7 C8 0.0(4) . . . . ?
C5 C6 C7 Cl1 -179.97(19) . . . . ?
C6 C7 C8 C9 0.5(4) . . . . ?
Cl1 C7 C8 C9 -179.6(2) . . . . ?
C6 C7 C8 Cl2 179.9(2) . . . . ?
Cl1 C7 C8 Cl2 -0.2(3) . . . . ?
C7 C8 C9 C10 -0.1(4) . . . . ?
Cl2 C8 C9 C10 -179.5(2) . . . . ?
C8 C9 C10 C5 -0.7(5) . . . . ?
C6 C5 C10 C9 1.1(4) . . . . ?
C2 C5 C10 C9 177.7(3) . . . . ?
C2 C3 C11 C16 24.8(4) . . . . ?
C4 C3 C11 C16 -95.0(3) . . . . ?
C2 C3 C11 C12 -154.7(3) . . . . ?
C4 C3 C11 C12 85.4(3) . . . . ?
C16 C11 C12 C13 0.0(4) . . . . ?
C3 C11 C12 C13 179.6(3) . . . . ?
C11 C12 C13 C14 0.4(5) . . . . ?
C11 C12 C13 Cl3 -178.7(2) . . . . ?
C12 C13 C14 C15 -0.2(5) . . . . ?
Cl3 C13 C14 C15 178.9(3) . . . . ?
C12 C13 C14 Cl4 -179.9(2) . . . . ?
Cl3 C13 C14 Cl4 -0.8(4) . . . . ?
C13 C14 C15 C16 -0.4(5) . . . . ?
Cl4 C14 C15 C16 179.3(3) . . . . ?
C14 C15 C16 C11 0.8(5) . . . . ?
C12 C11 C16 C15 -0.6(5) . . . . ?
C3 C11 C16 C15 179.8(3) . . . . ?
N1 C1 C17 O1 39.5(4) . . . . ?
C2 C1 C17 O1 -73.2(3) . . . . ?
N1 C1 C17 O2 -145.7(2) . . . . ?
C2 C1 C17 O2 101.5(2) . . . . ?
O1 C17 O2 C18 -2.9(4) . . . . ?
C1 C17 O2 C18 -177.5(2) . . . . ?
N2 C4 C19 O3 17.5(3) . . . . ?
N1 C4 C19 O3 140.0(2) . . . . ?
C3 C4 C19 O3 -104.8(3) . . . . ?
N2 C4 C19 O4 -166.67(19) . . . . ?
N1 C4 C19 O4 -44.2(3) . . . . ?
C3 C4 C19 O4 71.0(3) . . . . ?
O3 C19 O4 C20 0.1(4) . . . . ?
C4 C19 O4 C20 -175.7(2) . . . . ?
N1 C4 N2 C21 45.9(3) . . . . ?
C19 C4 N2 C21 168.3(2) . . . . ?
C3 C4 N2 C21 -70.2(3) . . . . ?
C4 N2 C21 O5 13.3(4) . . . . ?
C4 N2 C21 C22 -166.8(2) . . . . ?
O5 C21 C22 C23 25.8(4) . . . . ?
N2 C21 C22 C23 -154.1(2) . . . . ?
O5 C21 C22 C27 -152.3(3) . . . . ?
N2 C21 C22 C27 27.8(3) . . . . ?
C27 C22 C23 C24 -0.9(4) . . . . ?
C21 C22 C23 C24 -179.1(2) . . . . ?
C22 C23 C24 C25 0.5(4) . . . . ?
C23 C24 C25 C26 0.1(5) . . . . ?
C24 C25 C26 C27 -0.3(4) . . . . ?
C25 C26 C27 C22 -0.1(4) . . . . ?
C23 C22 C27 C26 0.7(4) . . . . ?
C21 C22 C27 C26 178.8(2) . . . . ?
C1 N1 C28 O6 -167.5(3) . . . . ?
C4 N1 C28 O6 9.0(4) . . . . ?
C1 N1 C28 C29 13.8(4) . . . . ?
C4 N1 C28 C29 -169.7(2) . . . . ?
O6 C28 C29 C34 29.8(4) . . . . ?
N1 C28 C29 C34 -151.5(2) . . . . ?
O6 C28 C29 C30 -146.1(3) . . . . ?
N1 C28 C29 C30 32.6(4) . . . . ?
C34 C29 C30 C31 0.5(4) . . . . ?
C28 C29 C30 C31 176.3(2) . . . . ?
C29 C30 C31 C32 -0.1(4) . . . . ?
C30 C31 C32 C33 -0.2(4) . . . . ?
C31 C32 C33 C34 -0.1(4) . . . . ?
C30 C29 C34 C33 -0.7(4) . . . . ?
C28 C29 C34 C33 -176.8(2) . . . . ?
C32 C33 C34 C29 0.5(4) . . . . ?
C41 C42 C43 C43A 175(3) . . . . ?
C42 C43 C43A C42A -175(4) . . . . ?
C51 C52 C53 C54 -173(5) . . . . ?
C52 C53 C54 C51A -170(5) . . . . ?

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
_geom_hbond_publ_flag
C1 H1 O5 1.00 2.63 3.149(3) 112.3 . yes
C2 H2 O4 1.00 2.57 3.153(3) 117.0 . yes
C3 H3 O5 1.00 2.49 3.090(3) 118.4 . yes
C18 H18A O1 0.98 2.42 3.193(4) 135.0 7_665 yes
C20 H20B Cl2 0.98 2.90 3.378(3) 111.4 1_565 yes
C20 H20C Cl4 0.98 2.79 3.582(3) 138.8 5_676 yes
C35 H35 Cl4 1.00 2.84 3.606(3) 133.7 5_666 yes
C35 H35 O3 1.00 2.37 3.253(4) 146.3 1_545 yes

_refine_diff_density_max         0.511
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.068



####################################################################### 
# 
# 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_cmpnd_2o
_database_code_depnum_ccdc_archive 'CCDC 2177354'
loop_
_audit_author_name
_audit_author_address
'Esteban Urriolabeitia'
;CSIC
Spain
;
_audit_update_record             
;
2022-06-06 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H28 F2 N2 O6,C H2 Cl2'
_chemical_formula_sum            'C35 H30 Cl2 F2 N2 O6'
_chemical_formula_weight         683.51

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'
F F 0.0171 0.0103 '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                   9.6404(8)
_cell_length_b                   10.1481(9)
_cell_length_c                   17.4357(15)
_cell_angle_alpha                96.5540(10)
_cell_angle_beta                 96.0450(10)
_cell_angle_gamma                105.3120(10)
_cell_volume                     1618.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5247
_cell_measurement_theta_min      2.212
_cell_measurement_theta_max      28.815

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_F_000             708
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.261
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5939
_exptl_absorpt_correction_T_max  0.9583
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;

_exptl_absorpt_special_details   ?



_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX CCD system'
_diffrn_measurement_method       'narrow ω frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            17405
_diffrn_reflns_av_unetI/netI     0.1178
_diffrn_reflns_av_R_equivalents  0.0801
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.104
_diffrn_reflns_theta_max         29.381
_diffrn_reflns_theta_full        27.500
_diffrn_measured_fraction_theta_max 0.871
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.871
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.871
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             7779
_reflns_number_gt                4414
_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       'SMART in APEX2 v. 2008.4 (Bruker AXS, 2008)'
_computing_cell_refinement       'SAINT+ in APEX3 v. 2017.3 (Bruker AXS, 2008)'
_computing_data_reduction        'SAINT+ in APEX3 v. 2017.3 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'ORTEP-3 (farrugia, 2012)'
_computing_publication_material  'XCIF program, PLATON(Spek, 1998)'


_refine_special_details          
;
Asymmetric unit contains a highly disordered dichloromethane molecule. Attempts 
to model it in diferent positions with complementary occupancy factors lead.
 to unrealistic geometrical parameters. Therefore, the contribution of their
 atoms to the calculated structure factors has been calculated with SQUEEZE 
program. 

Hydrogen atoms have been observed in Fourier difference maps. To increase
the data/parameter ratio, most of them (except those of N-H fragments)
 have been included in the model in calculated  positions and refined 
with a riding model.  A geometrical restrain concerning a N-H bond 
lenght has been included in the refinement.

;




_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1467P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7779
_refine_ls_number_parameters     407
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1289
_refine_ls_R_factor_gt           0.0851
_refine_ls_wR_factor_ref         0.2648
_refine_ls_wR_factor_gt          0.2397
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.004
_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
F1 F 0.7613(2) 0.2015(3) 0.80579(14) 0.0519(7) Uani 1 1 d . . . . .
F2 F 0.0445(2) 0.1811(2) 0.82394(14) 0.0390(5) Uani 1 1 d . . . . .
O4 O 0.2416(2) 0.5074(2) 0.78381(15) 0.0331(6) Uani 1 1 d . . . . .
O5 O 0.0845(2) 0.3401(2) 0.69828(14) 0.0283(5) Uani 1 1 d . . . . .
O6 O 0.2902(3) 0.3812(2) 0.58820(14) 0.0314(5) Uani 1 1 d . . . . .
O1 O 0.5988(3) 0.2891(2) 0.64986(14) 0.0336(6) Uani 1 1 d . . . . .
O2 O 0.5954(3) 0.5118(2) 0.66212(14) 0.0319(5) Uani 1 1 d . . . . .
O3 O 0.7635(2) 0.5359(2) 0.81460(14) 0.0277(5) Uani 1 1 d . . . . .
N2 N 0.2795(3) 0.2121(2) 0.66183(15) 0.0208(5) Uani 1 1 d D . . . .
N1 N 0.5218(3) 0.5100(2) 0.80351(15) 0.0203(5) Uani 1 1 d . . . . .
C1 C 0.5996(3) 0.2846(3) 0.87419(18) 0.0217(6) Uani 1 1 d . . . . .
C2 C 0.7339(4) 0.2609(3) 0.8733(2) 0.0294(7) Uani 1 1 d . . . . .
C3 C 0.8402(4) 0.2968(4) 0.9370(2) 0.0371(9) Uani 1 1 d . . . . .
H3 H 0.931588 0.279479 0.933053 0.044 Uiso 1 1 calc R U . . .
C4 C 0.8138(4) 0.3578(4) 1.0063(2) 0.0377(9) Uani 1 1 d . . . . .
H4 H 0.886793 0.384192 1.050568 0.045 Uiso 1 1 calc R U . . .
C5 C 0.6790(4) 0.3804(4) 1.0106(2) 0.0346(8) Uani 1 1 d . . . . .
H5 H 0.658796 0.421479 1.058324 0.042 Uiso 1 1 calc R U . . .
C6 C 0.5736(4) 0.3432(4) 0.9456(2) 0.0309(7) Uani 1 1 d . . . . .
H6 H 0.481228 0.357901 0.949798 0.037 Uiso 1 1 calc R U . . .
C7 C 0.4879(3) 0.3783(3) 0.75375(18) 0.0194(6) Uani 1 1 d . . . . .
C8 C 0.4946(3) 0.2553(3) 0.80016(17) 0.0191(6) Uani 1 1 d . . . . .
H8 H 0.510203 0.177699 0.764473 0.023 Uiso 1 1 calc R U . . .
C9 C 0.5692(3) 0.3869(3) 0.68338(18) 0.0226(6) Uani 1 1 d . . . . .
C10 C 0.6625(5) 0.5264(5) 0.5927(3) 0.0521(11) Uani 1 1 d . . . . .
H10A H 0.753806 0.500852 0.599222 0.078 Uiso 1 1 calc R U . . .
H10B H 0.682497 0.622482 0.583159 0.078 Uiso 1 1 calc R U . . .
H10C H 0.597073 0.465727 0.548219 0.078 Uiso 1 1 calc R U . . .
C11 C 0.6611(3) 0.5792(3) 0.83116(18) 0.0217(6) Uani 1 1 d . . . . .
C12 C 0.6831(3) 0.7118(3) 0.88416(18) 0.0239(7) Uani 1 1 d . . . . .
C13 C 0.5912(4) 0.7963(3) 0.8781(2) 0.0321(8) Uani 1 1 d . . . . .
H13 H 0.509101 0.771029 0.838665 0.038 Uiso 1 1 calc R U . . .
C14 C 0.6203(5) 0.9176(3) 0.9300(2) 0.0408(9) Uani 1 1 d . . . . .
H14 H 0.557808 0.975692 0.926045 0.049 Uiso 1 1 calc R U . . .
C15 C 0.7399(5) 0.9546(3) 0.9875(2) 0.0433(10) Uani 1 1 d . . . . .
H15 H 0.758940 1.037698 1.022920 0.052 Uiso 1 1 calc R U . . .
C16 C 0.8314(4) 0.8712(4) 0.9935(2) 0.0391(9) Uani 1 1 d . . . . .
H16 H 0.913660 0.897055 1.032789 0.047 Uiso 1 1 calc R U . . .
C17 C 0.8032(4) 0.7503(3) 0.9423(2) 0.0307(8) Uani 1 1 d . . . . .
H17 H 0.866078 0.692693 0.946731 0.037 Uiso 1 1 calc R U . . .
C18 C 0.2342(3) 0.0854(3) 0.80180(17) 0.0205(6) Uani 1 1 d . . . . .
C19 C 0.0909(4) 0.0658(3) 0.81163(18) 0.0245(7) Uani 1 1 d . . . . .
C20 C -0.0053(4) -0.0600(3) 0.8119(2) 0.0313(8) Uani 1 1 d . . . . .
H20 H -0.103561 -0.067334 0.818392 0.038 Uiso 1 1 calc R U . . .
C21 C 0.0437(4) -0.1765(3) 0.8025(2) 0.0357(9) Uani 1 1 d . . . . .
H21 H -0.020875 -0.265237 0.802600 0.043 Uiso 1 1 calc R U . . .
C22 C 0.1867(4) -0.1631(3) 0.7929(2) 0.0377(9) Uani 1 1 d . . . . .
H22 H 0.220606 -0.242974 0.786347 0.045 Uiso 1 1 calc R U . . .
C23 C 0.2820(4) -0.0330(3) 0.7927(2) 0.0301(8) Uani 1 1 d . . . . .
H23 H 0.380351 -0.024949 0.786256 0.036 Uiso 1 1 calc R U . . .
C24 C 0.3153(3) 0.3080(3) 0.73318(17) 0.0203(6) Uani 1 1 d . . . . .
C25 C 0.3314(3) 0.2292(3) 0.80531(17) 0.0186(6) Uani 1 1 d . . . . .
H25 H 0.319751 0.287328 0.853182 0.022 Uiso 1 1 calc R U . . .
C26 C 0.2122(3) 0.3989(3) 0.74027(17) 0.0193(6) Uani 1 1 d . . . . .
C27 C -0.0229(4) 0.4166(4) 0.7077(3) 0.0409(10) Uani 1 1 d . . . . .
H27A H -0.037222 0.428665 0.762612 0.061 Uiso 1 1 calc R U . . .
H27B H -0.115196 0.365112 0.675642 0.061 Uiso 1 1 calc R U . . .
H27C H 0.011677 0.507335 0.691213 0.061 Uiso 1 1 calc R U . . .
C28 C 0.2662(3) 0.2577(3) 0.59191(18) 0.0225(6) Uani 1 1 d . . . . .
C29 C 0.2228(4) 0.1499(3) 0.52160(19) 0.0260(7) Uani 1 1 d . . . . .
C30 C 0.2842(4) 0.0413(3) 0.5110(2) 0.0339(8) Uani 1 1 d . . . . .
H30 H 0.352839 0.030106 0.551252 0.041 Uiso 1 1 calc R U . . .
C31 C 0.2469(5) -0.0500(4) 0.4431(2) 0.0440(10) Uani 1 1 d . . . . .
H31 H 0.291203 -0.122898 0.435522 0.053 Uiso 1 1 calc R U . . .
C32 C 0.1432(5) -0.0351(4) 0.3849(2) 0.0438(10) Uani 1 1 d . . . . .
H32 H 0.117021 -0.097913 0.337566 0.053 Uiso 1 1 calc R U . . .
C33 C 0.0787(4) 0.0707(4) 0.3960(2) 0.0391(9) Uani 1 1 d . . . . .
H33 H 0.006307 0.078583 0.356782 0.047 Uiso 1 1 calc R U . . .
C34 C 0.1180(4) 0.1641(3) 0.4628(2) 0.0337(8) Uani 1 1 d . . . . .
H34 H 0.074992 0.237964 0.469647 0.040 Uiso 1 1 calc R U . . .
H1N H 0.459(4) 0.552(4) 0.814(2) 0.029(10) Uiso 1 1 d . . . . .
H2N H 0.245(4) 0.122(2) 0.665(2) 0.031(10) Uiso 1 1 d 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
F1 C2 1.345(4) . ?
F2 C19 1.362(4) . ?
O4 C26 1.211(3) . ?
O5 C26 1.315(4) . ?
O5 C27 1.460(4) . ?
O6 C28 1.223(4) . ?
O1 C9 1.209(4) . ?
O2 C9 1.328(4) . ?
O2 C10 1.436(4) . ?
O3 C11 1.230(4) . ?
N2 C28 1.358(4) . ?
N2 C24 1.439(3) . ?
N2 H2N 0.898(18) . ?
N1 C11 1.348(4) . ?
N1 C7 1.445(3) . ?
N1 H1N 0.85(4) . ?
C1 C2 1.379(4) . ?
C1 C6 1.393(4) . ?
C1 C8 1.503(4) . ?
C2 C3 1.373(5) . ?
C3 C4 1.374(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.386(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C9 1.523(4) . ?
C7 C8 1.575(4) . ?
C7 C24 1.611(4) . ?
C8 C25 1.539(4) . ?
C8 H8 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.494(4) . ?
C12 C13 1.390(5) . ?
C12 C17 1.395(5) . ?
C13 C14 1.387(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.385(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.378(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.377(5) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.376(4) . ?
C18 C23 1.394(4) . ?
C18 C25 1.502(4) . ?
C19 C20 1.366(4) . ?
C20 C21 1.384(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.380(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.396(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C26 1.529(4) . ?
C24 C25 1.581(4) . ?
C25 H25 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.490(4) . ?
C29 C30 1.386(5) . ?
C29 C34 1.409(5) . ?
C30 C31 1.370(5) . ?
C30 H30 0.9500 . ?
C31 C32 1.397(6) . ?
C31 H31 0.9500 . ?
C32 C33 1.381(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.365(5) . ?
C33 H33 0.9500 . ?
C34 H34 0.9500 . ?

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 O5 C27 114.5(2) . . ?
C9 O2 C10 115.2(3) . . ?
C28 N2 C24 120.4(2) . . ?
C28 N2 H2N 120(2) . . ?
C24 N2 H2N 118(2) . . ?
C11 N1 C7 120.2(3) . . ?
C11 N1 H1N 116(3) . . ?
C7 N1 H1N 124(3) . . ?
C2 C1 C6 115.9(3) . . ?
C2 C1 C8 120.2(3) . . ?
C6 C1 C8 123.7(3) . . ?
F1 C2 C3 119.0(3) . . ?
F1 C2 C1 117.5(3) . . ?
C3 C2 C1 123.5(3) . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C3 C4 C5 119.0(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C1 121.7(3) . . ?
C5 C6 H6 119.2 . . ?
C1 C6 H6 119.2 . . ?
N1 C7 C9 112.1(2) . . ?
N1 C7 C8 113.1(2) . . ?
C9 C7 C8 115.6(2) . . ?
N1 C7 C24 112.0(2) . . ?
C9 C7 C24 114.6(2) . . ?
C8 C7 C24 87.4(2) . . ?
C1 C8 C25 119.0(2) . . ?
C1 C8 C7 118.5(2) . . ?
C25 C8 C7 89.0(2) . . ?
C1 C8 H8 109.6 . . ?
C25 C8 H8 109.6 . . ?
C7 C8 H8 109.6 . . ?
O1 C9 O2 125.4(3) . . ?
O1 C9 C7 123.1(3) . . ?
O2 C9 C7 111.5(2) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O3 C11 N1 122.4(3) . . ?
O3 C11 C12 122.0(3) . . ?
N1 C11 C12 115.6(3) . . ?
C13 C12 C17 119.5(3) . . ?
C13 C12 C11 123.5(3) . . ?
C17 C12 C11 116.9(3) . . ?
C14 C13 C12 119.5(4) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C15 C14 C13 120.3(4) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C16 C15 C14 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 119.8(4) . . ?
C17 C16 H16 120.1 . . ?
C15 C16 H16 120.1 . . ?
C16 C17 C12 120.5(3) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
C19 C18 C23 116.3(3) . . ?
C19 C18 C25 119.9(3) . . ?
C23 C18 C25 123.8(3) . . ?
F2 C19 C20 118.6(3) . . ?
F2 C19 C18 116.9(3) . . ?
C20 C19 C18 124.5(3) . . ?
C19 C20 C21 118.5(3) . . ?
C19 C20 H20 120.8 . . ?
C21 C20 H20 120.8 . . ?
C22 C21 C20 119.6(3) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 120.4(3) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 H22 119.8 . . ?
C18 C23 C22 120.7(3) . . ?
C18 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
N2 C24 C26 113.0(3) . . ?
N2 C24 C25 110.1(2) . . ?
C26 C24 C25 113.8(2) . . ?
N2 C24 C7 111.5(2) . . ?
C26 C24 C7 119.2(2) . . ?
C25 C24 C7 86.3(2) . . ?
C18 C25 C8 121.1(2) . . ?
C18 C25 C24 118.6(2) . . ?
C8 C25 C24 89.7(2) . . ?
C18 C25 H25 108.6 . . ?
C8 C25 H25 108.6 . . ?
C24 C25 H25 108.6 . . ?
O4 C26 O5 124.2(3) . . ?
O4 C26 C24 123.7(3) . . ?
O5 C26 C24 111.9(2) . . ?
O5 C27 H27A 109.5 . . ?
O5 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O5 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O6 C28 N2 120.8(3) . . ?
O6 C28 C29 122.9(3) . . ?
N2 C28 C29 116.3(3) . . ?
C30 C29 C34 119.7(3) . . ?
C30 C29 C28 123.0(3) . . ?
C34 C29 C28 117.3(3) . . ?
C31 C30 C29 120.6(4) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C30 C31 C32 119.4(4) . . ?
C30 C31 H31 120.3 . . ?
C32 C31 H31 120.3 . . ?
C33 C32 C31 120.2(3) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C34 C33 C32 120.6(4) . . ?
C34 C33 H33 119.7 . . ?
C32 C33 H33 119.7 . . ?
C33 C34 C29 119.4(3) . . ?
C33 C34 H34 120.3 . . ?
C29 C34 H34 120.3 . . ?

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
C6 C1 C2 F1 178.4(3) . . . . ?
C8 C1 C2 F1 -5.0(4) . . . . ?
C6 C1 C2 C3 -2.7(5) . . . . ?
C8 C1 C2 C3 173.9(3) . . . . ?
F1 C2 C3 C4 179.9(3) . . . . ?
C1 C2 C3 C4 1.0(6) . . . . ?
C2 C3 C4 C5 0.8(6) . . . . ?
C3 C4 C5 C6 -0.7(6) . . . . ?
C4 C5 C6 C1 -1.0(6) . . . . ?
C2 C1 C6 C5 2.6(5) . . . . ?
C8 C1 C6 C5 -173.8(3) . . . . ?
C11 N1 C7 C9 -54.2(4) . . . . ?
C11 N1 C7 C8 78.5(3) . . . . ?
C11 N1 C7 C24 175.3(3) . . . . ?
C2 C1 C8 C25 157.2(3) . . . . ?
C6 C1 C8 C25 -26.5(4) . . . . ?
C2 C1 C8 C7 -96.7(3) . . . . ?
C6 C1 C8 C7 79.6(4) . . . . ?
N1 C7 C8 C1 -30.7(4) . . . . ?
C9 C7 C8 C1 100.3(3) . . . . ?
C24 C7 C8 C1 -143.5(3) . . . . ?
N1 C7 C8 C25 92.1(3) . . . . ?
C9 C7 C8 C25 -136.8(2) . . . . ?
C24 C7 C8 C25 -20.70(19) . . . . ?
C10 O2 C9 O1 1.0(5) . . . . ?
C10 O2 C9 C7 -175.7(3) . . . . ?
N1 C7 C9 O1 153.6(3) . . . . ?
C8 C7 C9 O1 22.1(4) . . . . ?
C24 C7 C9 O1 -77.4(4) . . . . ?
N1 C7 C9 O2 -29.6(4) . . . . ?
C8 C7 C9 O2 -161.2(3) . . . . ?
C24 C7 C9 O2 99.4(3) . . . . ?
C7 N1 C11 O3 1.3(5) . . . . ?
C7 N1 C11 C12 -178.0(3) . . . . ?
O3 C11 C12 C13 149.4(3) . . . . ?
N1 C11 C12 C13 -31.3(4) . . . . ?
O3 C11 C12 C17 -30.6(4) . . . . ?
N1 C11 C12 C17 148.7(3) . . . . ?
C17 C12 C13 C14 0.0(5) . . . . ?
C11 C12 C13 C14 180.0(3) . . . . ?
C12 C13 C14 C15 0.0(6) . . . . ?
C13 C14 C15 C16 0.2(6) . . . . ?
C14 C15 C16 C17 -0.4(6) . . . . ?
C15 C16 C17 C12 0.3(5) . . . . ?
C13 C12 C17 C16 -0.2(5) . . . . ?
C11 C12 C17 C16 179.9(3) . . . . ?
C23 C18 C19 F2 177.3(3) . . . . ?
C25 C18 C19 F2 0.3(4) . . . . ?
C23 C18 C19 C20 -0.9(5) . . . . ?
C25 C18 C19 C20 -177.9(3) . . . . ?
F2 C19 C20 C21 -177.5(3) . . . . ?
C18 C19 C20 C21 0.7(5) . . . . ?
C19 C20 C21 C22 -0.2(5) . . . . ?
C20 C21 C22 C23 0.0(6) . . . . ?
C19 C18 C23 C22 0.7(5) . . . . ?
C25 C18 C23 C22 177.5(3) . . . . ?
C21 C22 C23 C18 -0.3(6) . . . . ?
C28 N2 C24 C26 54.3(4) . . . . ?
C28 N2 C24 C25 -177.3(3) . . . . ?
C28 N2 C24 C7 -83.2(3) . . . . ?
N1 C7 C24 N2 156.1(2) . . . . ?
C9 C7 C24 N2 27.1(3) . . . . ?
C8 C7 C24 N2 -89.9(3) . . . . ?
N1 C7 C24 C26 21.6(4) . . . . ?
C9 C7 C24 C26 -107.5(3) . . . . ?
C8 C7 C24 C26 135.5(3) . . . . ?
N1 C7 C24 C25 -93.7(3) . . . . ?
C9 C7 C24 C25 137.2(2) . . . . ?
C8 C7 C24 C25 20.17(19) . . . . ?
C19 C18 C25 C8 175.8(3) . . . . ?
C23 C18 C25 C8 -1.0(4) . . . . ?
C19 C18 C25 C24 -75.4(4) . . . . ?
C23 C18 C25 C24 107.8(3) . . . . ?
C1 C8 C25 C18 -92.8(3) . . . . ?
C7 C8 C25 C18 144.8(3) . . . . ?
C1 C8 C25 C24 143.5(2) . . . . ?
C7 C8 C25 C24 21.08(19) . . . . ?
N2 C24 C25 C18 -34.9(4) . . . . ?
C26 C24 C25 C18 93.1(3) . . . . ?
C7 C24 C25 C18 -146.5(2) . . . . ?
N2 C24 C25 C8 91.0(3) . . . . ?
C26 C24 C25 C8 -141.0(2) . . . . ?
C7 C24 C25 C8 -20.64(19) . . . . ?
C27 O5 C26 O4 0.1(5) . . . . ?
C27 O5 C26 C24 175.1(3) . . . . ?
N2 C24 C26 O4 -160.4(3) . . . . ?
C25 C24 C26 O4 73.1(4) . . . . ?
C7 C24 C26 O4 -26.4(4) . . . . ?
N2 C24 C26 O5 24.6(4) . . . . ?
C25 C24 C26 O5 -101.8(3) . . . . ?
C7 C24 C26 O5 158.6(3) . . . . ?
C24 N2 C28 O6 3.0(5) . . . . ?
C24 N2 C28 C29 -177.5(3) . . . . ?
O6 C28 C29 C30 134.2(4) . . . . ?
N2 C28 C29 C30 -45.3(4) . . . . ?
O6 C28 C29 C34 -43.5(5) . . . . ?
N2 C28 C29 C34 137.0(3) . . . . ?
C34 C29 C30 C31 1.8(5) . . . . ?
C28 C29 C30 C31 -175.8(3) . . . . ?
C29 C30 C31 C32 -1.6(6) . . . . ?
C30 C31 C32 C33 -0.2(6) . . . . ?
C31 C32 C33 C34 1.8(6) . . . . ?
C32 C33 C34 C29 -1.5(6) . . . . ?
C30 C29 C34 C33 -0.2(5) . . . . ?
C28 C29 C34 C33 177.5(3) . . . . ?

_refine_diff_density_max         0.580
_refine_diff_density_min         -0.554
_refine_diff_density_rms         0.095




####################################################################### 
# 
# 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_cmpnd_2s
_database_code_depnum_ccdc_archive 'CCDC 2177355'
loop_
_audit_author_name
_audit_author_address
'Esteban Urriolabeitia'
;CSIC
Spain
;
_audit_update_record             
;
2022-06-06 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H26 F4 N2 O6, C H Cl3'
_chemical_formula_sum            'C35 H27 Cl3 F4 N2 O6'
_chemical_formula_weight         753.93

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'
F F 0.0171 0.0103 '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                   9.4722(13)
_cell_length_b                   10.4254(15)
_cell_length_c                   18.483(3)
_cell_angle_alpha                99.183(2)
_cell_angle_beta                 93.990(2)
_cell_angle_gamma                108.186(2)
_cell_volume                     1697.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    3825
_cell_measurement_theta_min      2.180
_cell_measurement_theta_max      24.704

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_F_000             772
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.115
_exptl_absorpt_coefficient_mu    0.341
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8372
_exptl_absorpt_correction_T_max  0.9583
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?


_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX DUO system'
_diffrn_measurement_method       'narrow ω frames'
_diffrn_detector_area_resol_mean 8.26
_diffrn_reflns_number            17823
_diffrn_reflns_av_unetI/netI     0.0537
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.125
_diffrn_reflns_theta_max         26.401
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6931
_reflns_number_gt                4584
_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       'SMART in APEX2 v. 2008.4 (Bruker AXS, 2008)'
_computing_cell_refinement       'SAINT+ in APEX3 v. 2017.3 (Bruker AXS, 2008)'
_computing_data_reduction        'SAINT+ in APEX3 v. 2017.3 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'ORTEP-3 (farrugia, 2012)'
_computing_publication_material  'XCIF program, PLATON(Spek, 1998)'


_refine_special_details          
;
Asymmetric unit contains a substituted cyclobutane and a CHCl3 solvent 
molecule. 

The solvent molecule has been found to be highly disordered. It has been
included in the model with chlorine atoms in up to four sets of
positions. Hydrogen atom of CHCl3 has not been included in the model.

Hydrogen atoms of the substituted cyclobutane  have been included in 
the model in observed positions and freely refined.

At the end of the refinement, when convergence is achieved, higher  
residual density peaks are observed in the disordered solvent region.
;


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+0.5915P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'Direct method'
_atom_sites_solution_secondary   'Fourier Difference Synthesis'
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6931
_refine_ls_number_parameters     576
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0453
_refine_ls_wR_factor_ref         0.1160
_refine_ls_wR_factor_gt          0.1005
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      447.202
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.001

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
N1 N 0.7256(2) 0.7810(2) 0.32969(10) 0.0203(4) Uani 1 1 d . . . . .
N2 N 0.4842(2) 0.48527(18) 0.18482(10) 0.0200(4) Uani 1 1 d . . . . .
O1 O 0.75369(18) 0.47460(17) 0.23209(10) 0.0371(4) Uani 1 1 d . . . . .
O2 O 0.93412(16) 0.66981(15) 0.28418(9) 0.0288(4) Uani 1 1 d . . . . .
O3 O 0.72006(19) 0.61630(16) 0.39491(9) 0.0321(4) Uani 1 1 d . . . . .
O4 O 0.39360(17) 0.68246(16) 0.33919(9) 0.0286(4) Uani 1 1 d . . . . .
O5 O 0.39783(17) 0.46481(16) 0.31659(9) 0.0290(4) Uani 1 1 d . . . . .
O6 O 0.23524(16) 0.45014(15) 0.17008(9) 0.0251(4) Uani 1 1 d . . . . .
F1 F 0.77439(17) 1.22619(14) 0.15484(9) 0.0459(4) Uani 1 1 d . . . . .
F2 F 1.18433(15) 1.10035(16) 0.23214(9) 0.0479(4) Uani 1 1 d . . . . .
F3 F 0.32729(15) 0.54933(15) -0.05920(7) 0.0365(4) Uani 1 1 d . . . . .
F4 F 0.04718(17) 0.75301(18) 0.09030(9) 0.0542(5) Uani 1 1 d . . . . .
C1 C 0.6925(2) 0.6848(2) 0.26049(12) 0.0195(5) Uani 1 1 d . . . . .
C2 C 0.6862(2) 0.7617(2) 0.19448(12) 0.0194(5) Uani 1 1 d . . . . .
C3 C 0.5176(2) 0.7362(2) 0.20096(12) 0.0202(5) Uani 1 1 d . . . . .
C4 C 0.5166(2) 0.6106(2) 0.23828(12) 0.0197(5) Uani 1 1 d . . . . .
C5 C 0.7929(2) 0.5950(2) 0.25758(12) 0.0232(5) Uani 1 1 d . . . . .
C6 C 1.0383(3) 0.5921(3) 0.2829(2) 0.0437(8) Uani 1 1 d . . . . .
C7 C 0.7361(2) 0.7375(2) 0.39453(12) 0.0233(5) Uani 1 1 d . . . . .
C8 C 0.7699(2) 0.8432(2) 0.46355(12) 0.0239(5) Uani 1 1 d . . . . .
C9 C 0.7085(3) 0.9485(3) 0.47130(14) 0.0317(6) Uani 1 1 d . . . . .
C10 C 0.7398(3) 1.0412(3) 0.53810(15) 0.0405(7) Uani 1 1 d . . . . .
C11 C 0.8332(3) 1.0290(3) 0.59529(16) 0.0420(7) Uani 1 1 d . . . . .
C12 C 0.8955(3) 0.9250(3) 0.58721(14) 0.0361(6) Uani 1 1 d . . . . .
C13 C 0.8628(3) 0.8316(3) 0.52172(13) 0.0297(6) Uani 1 1 d . . . . .
C14 C 0.7897(2) 0.9055(2) 0.19831(12) 0.0207(5) Uani 1 1 d . . . . .
C15 C 0.7326(3) 1.0049(2) 0.17971(13) 0.0257(5) Uani 1 1 d . . . . .
C16 C 0.8312(3) 1.1331(2) 0.17718(14) 0.0302(6) Uani 1 1 d . . . . .
C17 C 0.9834(3) 1.1701(3) 0.19440(13) 0.0304(6) Uani 1 1 d . . . . .
C18 C 1.0350(3) 1.0693(3) 0.21370(13) 0.0302(6) Uani 1 1 d . . . . .
C19 C 0.9440(3) 0.9387(2) 0.21571(13) 0.0261(5) Uani 1 1 d . . . . .
C20 C 0.4079(2) 0.7137(2) 0.13366(12) 0.0201(5) Uani 1 1 d . . . . .
C21 C 0.4252(3) 0.6489(2) 0.06466(13) 0.0238(5) Uani 1 1 d . . . . .
C22 C 0.3124(3) 0.6179(2) 0.00713(12) 0.0261(5) Uani 1 1 d . . . . .
C23 C 0.1841(3) 0.6511(3) 0.01310(14) 0.0305(6) Uani 1 1 d . . . . .
C24 C 0.1726(3) 0.7188(3) 0.08153(14) 0.0312(6) Uani 1 1 d . . . . .
C25 C 0.2804(3) 0.7519(2) 0.14166(14) 0.0267(5) Uani 1 1 d . . . . .
C26 C 0.4268(2) 0.5918(2) 0.30355(12) 0.0224(5) Uani 1 1 d . . . . .
C27 C 0.3180(4) 0.4351(4) 0.37889(18) 0.0435(7) Uani 1 1 d . . . . .
C28 C 0.3414(2) 0.4106(2) 0.15575(12) 0.0208(5) Uani 1 1 d . . . . .
C29 C 0.3220(2) 0.2793(2) 0.10399(12) 0.0213(5) Uani 1 1 d . . . . .
C30 C 0.4151(3) 0.2016(2) 0.11261(14) 0.0276(5) Uani 1 1 d . . . . .
C31 C 0.3888(3) 0.0772(3) 0.06495(14) 0.0332(6) Uani 1 1 d . . . . .
C32 C 0.2720(3) 0.0322(3) 0.00788(14) 0.0332(6) Uani 1 1 d . . . . .
C33 C 0.1815(3) 0.1108(2) -0.00177(14) 0.0297(6) Uani 1 1 d . . . . .
C34 C 0.2060(3) 0.2328(2) 0.04627(13) 0.0260(5) Uani 1 1 d . . . . .
Cl1 Cl 0.59095(12) 0.28488(11) 0.45602(5) 0.0768(3) Uani 1 1 d . . . . .
C50A C 0.6536(4) 0.2918(4) 0.3710(2) 0.0371(9) Uiso 0.726(2) 1 d . . P A 1
Cl3A Cl 0.52099(13) 0.15965(12) 0.30716(7) 0.0624(4) Uani 0.726(2) 1 d . . P A
1
C50B C 0.7277(17) 0.3388(13) 0.4064(7) 0.058(3) Uiso 0.274(2) 1 d . . P A 2
Cl3B Cl 0.8885(4) 0.4174(4) 0.4794(2) 0.0811(14) Uani 0.274(2) 1 d . . P A 2
Cl2A Cl 0.8345(4) 0.2748(7) 0.3743(4) 0.0448(11) Uiso 0.472(17) 1 d . . P B 3
Cl2B Cl 0.8156(7) 0.2406(9) 0.3565(5) 0.0496(14) Uiso 0.364(17) 1 d . . P C 4
Cl2C Cl 0.836(3) 0.329(3) 0.406(2) 0.083(10) Uiso 0.057(7) 1 d . . P D 5
Cl2D Cl 0.7344(13) 0.2042(9) 0.3328(5) 0.049(3) Uiso 0.105(4) 1 d . . P E 6
H1N H 0.748(3) 0.863(3) 0.3300(13) 0.026(7) Uiso 1 1 d . . . . .
H2N H 0.555(3) 0.451(2) 0.1802(13) 0.029(7) Uiso 1 1 d . . . . .
H2 H 0.698(2) 0.702(2) 0.1516(12) 0.013(5) Uiso 1 1 d . . . . .
H3 H 0.507(3) 0.812(2) 0.2386(13) 0.031(7) Uiso 1 1 d . . . . .
H6A H 1.044(3) 0.553(3) 0.2330(18) 0.061(10) Uiso 1 1 d . . . . .
H6B H 1.000(3) 0.520(3) 0.3118(16) 0.054(9) Uiso 1 1 d . . . . .
H6C H 1.125(3) 0.651(3) 0.3071(15) 0.041(8) Uiso 1 1 d . . . . .
H9 H 0.646(3) 0.957(3) 0.4315(15) 0.038(7) Uiso 1 1 d . . . . .
H10 H 0.695(3) 1.109(3) 0.5438(14) 0.035(7) Uiso 1 1 d . . . . .
H11 H 0.851(3) 1.089(3) 0.6369(17) 0.056(9) Uiso 1 1 d . . . . .
H12 H 0.963(3) 0.919(3) 0.6288(15) 0.040(7) Uiso 1 1 d . . . . .
H13 H 0.899(3) 0.758(3) 0.5155(13) 0.032(7) Uiso 1 1 d . . . . .
H15 H 0.629(3) 0.989(2) 0.1665(13) 0.033(7) Uiso 1 1 d . . . . .
H17 H 1.050(3) 1.261(3) 0.1899(14) 0.040(7) Uiso 1 1 d . . . . .
H19 H 0.986(2) 0.871(2) 0.2279(12) 0.020(6) Uiso 1 1 d . . . . .
H21 H 0.507(3) 0.621(2) 0.0572(12) 0.024(6) Uiso 1 1 d . . . . .
H23 H 0.107(3) 0.625(2) -0.0271(14) 0.035(7) Uiso 1 1 d . . . . .
H25 H 0.267(3) 0.800(2) 0.1878(14) 0.028(6) Uiso 1 1 d . . . . .
H27A H 0.383(4) 0.487(3) 0.4225(18) 0.062(10) Uiso 1 1 d . . . . .
H27B H 0.295(4) 0.344(4) 0.3795(18) 0.066(10) Uiso 1 1 d . . . . .
H27C H 0.230(3) 0.458(3) 0.3753(16) 0.051(9) Uiso 1 1 d . . . . .
H30 H 0.495(3) 0.227(2) 0.1523(13) 0.023(6) Uiso 1 1 d . . . . .
H31 H 0.449(3) 0.024(3) 0.0713(13) 0.035(7) Uiso 1 1 d . . . . .
H32 H 0.256(3) -0.051(3) -0.0266(14) 0.036(7) Uiso 1 1 d . . . . .
H33 H 0.105(3) 0.083(2) -0.0386(14) 0.031(7) Uiso 1 1 d . . . . .
H34 H 0.148(2) 0.283(2) 0.0423(12) 0.016(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
N1 C7 1.356(3) . ?
N1 C1 1.442(3) . ?
N1 H1N 0.81(2) . ?
N2 C28 1.354(3) . ?
N2 C4 1.440(3) . ?
N2 H2N 0.86(2) . ?
O1 C5 1.197(3) . ?
O2 C5 1.332(3) . ?
O2 C6 1.458(3) . ?
O3 C7 1.225(3) . ?
O4 C26 1.201(3) . ?
O5 C26 1.331(3) . ?
O5 C27 1.443(3) . ?
O6 C28 1.229(3) . ?
F1 C16 1.351(3) . ?
F2 C18 1.354(3) . ?
F3 C22 1.357(3) . ?
F4 C24 1.356(3) . ?
C1 C5 1.526(3) . ?
C1 C2 1.571(3) . ?
C1 C4 1.594(3) . ?
C2 C14 1.501(3) . ?
C2 C3 1.551(3) . ?
C2 H2 0.96(2) . ?
C3 C20 1.502(3) . ?
C3 C4 1.573(3) . ?
C3 H3 1.00(2) . ?
C4 C26 1.527(3) . ?
C6 H6A 0.96(3) . ?
C6 H6B 0.98(3) . ?
C6 H6C 0.89(3) . ?
C7 C8 1.490(3) . ?
C8 C13 1.386(3) . ?
C8 C9 1.387(3) . ?
C9 C10 1.391(4) . ?
C9 H9 0.94(3) . ?
C10 C11 1.378(4) . ?
C10 H10 0.92(2) . ?
C11 C12 1.380(4) . ?
C11 H11 0.88(3) . ?
C12 C13 1.376(4) . ?
C12 H12 0.99(3) . ?
C13 H13 0.93(2) . ?
C14 C15 1.386(3) . ?
C14 C19 1.394(3) . ?
C15 C16 1.381(3) . ?
C15 H15 0.95(2) . ?
C16 C17 1.371(3) . ?
C17 C18 1.373(3) . ?
C17 H17 0.98(3) . ?
C18 C19 1.373(3) . ?
C19 H19 0.96(2) . ?
C20 C21 1.390(3) . ?
C20 C25 1.395(3) . ?
C21 C22 1.376(3) . ?
C21 H21 0.92(2) . ?
C22 C23 1.371(3) . ?
C23 C24 1.375(3) . ?
C23 H23 0.94(3) . ?
C24 C25 1.377(3) . ?
C25 H25 0.96(2) . ?
C27 H27A 0.95(3) . ?
C27 H27B 0.91(3) . ?
C27 H27C 0.94(3) . ?
C28 C29 1.491(3) . ?
C29 C34 1.386(3) . ?
C29 C30 1.389(3) . ?
C30 C31 1.387(3) . ?
C30 H30 0.95(2) . ?
C31 C32 1.383(4) . ?
C31 H31 0.92(2) . ?
C32 C33 1.379(4) . ?
C32 H32 0.95(3) . ?
C33 C34 1.374(3) . ?
C33 H33 0.90(3) . ?
C34 H34 0.88(2) . ?
Cl1 C50B 1.647(14) . ?
Cl1 C50A 1.722(4) . ?
C50A Cl3A 1.751(4) . ?
C50B Cl3B 1.842(15) . ?
Cl3B Cl3B 2.257(8) 2_766 ?

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
C7 N1 C1 120.34(19) . . ?
C7 N1 H1N 119.2(17) . . ?
C1 N1 H1N 120.0(17) . . ?
C28 N2 C4 120.82(18) . . ?
C28 N2 H2N 121.1(17) . . ?
C4 N2 H2N 116.5(17) . . ?
C5 O2 C6 114.64(19) . . ?
C26 O5 C27 116.1(2) . . ?
N1 C1 C5 111.30(18) . . ?
N1 C1 C2 109.91(17) . . ?
C5 C1 C2 117.08(17) . . ?
N1 C1 C4 111.59(16) . . ?
C5 C1 C4 118.00(17) . . ?
C2 C1 C4 86.75(15) . . ?
C14 C2 C3 119.66(18) . . ?
C14 C2 C1 120.75(18) . . ?
C3 C2 C1 88.34(15) . . ?
C14 C2 H2 109.6(12) . . ?
C3 C2 H2 110.6(12) . . ?
C1 C2 H2 105.9(12) . . ?
C20 C3 C2 120.76(19) . . ?
C20 C3 C4 119.17(18) . . ?
C2 C3 C4 88.18(15) . . ?
C20 C3 H3 108.6(13) . . ?
C2 C3 H3 109.1(14) . . ?
C4 C3 H3 109.4(13) . . ?
N2 C4 C26 112.83(17) . . ?
N2 C4 C3 112.17(17) . . ?
C26 C4 C3 116.27(17) . . ?
N2 C4 C1 111.59(17) . . ?
C26 C4 C1 114.72(17) . . ?
C3 C4 C1 86.76(15) . . ?
O1 C5 O2 123.5(2) . . ?
O1 C5 C1 125.4(2) . . ?
O2 C5 C1 110.99(19) . . ?
O2 C6 H6A 110.4(19) . . ?
O2 C6 H6B 106.6(17) . . ?
H6A C6 H6B 111(3) . . ?
O2 C6 H6C 105.7(17) . . ?
H6A C6 H6C 114(3) . . ?
H6B C6 H6C 108(2) . . ?
O3 C7 N1 120.4(2) . . ?
O3 C7 C8 122.6(2) . . ?
N1 C7 C8 117.02(19) . . ?
C13 C8 C9 120.1(2) . . ?
C13 C8 C7 117.8(2) . . ?
C9 C8 C7 122.1(2) . . ?
C8 C9 C10 119.4(2) . . ?
C8 C9 H9 120.0(16) . . ?
C10 C9 H9 120.6(16) . . ?
C11 C10 C9 119.8(3) . . ?
C11 C10 H10 120.9(16) . . ?
C9 C10 H10 119.2(16) . . ?
C10 C11 C12 120.7(3) . . ?
C10 C11 H11 118.2(19) . . ?
C12 C11 H11 121(2) . . ?
C13 C12 C11 119.7(3) . . ?
C13 C12 H12 121.0(15) . . ?
C11 C12 H12 119.3(15) . . ?
C12 C13 C8 120.2(2) . . ?
C12 C13 H13 121.6(15) . . ?
C8 C13 H13 118.1(15) . . ?
C15 C14 C19 119.2(2) . . ?
C15 C14 C2 119.7(2) . . ?
C19 C14 C2 120.95(19) . . ?
C16 C15 C14 118.8(2) . . ?
C16 C15 H15 117.5(14) . . ?
C14 C15 H15 123.7(14) . . ?
F1 C16 C17 118.2(2) . . ?
F1 C16 C15 118.0(2) . . ?
C17 C16 C15 123.8(2) . . ?
C16 C17 C18 115.5(2) . . ?
C16 C17 H17 121.3(15) . . ?
C18 C17 H17 123.0(15) . . ?
F2 C18 C19 117.9(2) . . ?
F2 C18 C17 118.2(2) . . ?
C19 C18 C17 123.9(2) . . ?
C18 C19 C14 118.8(2) . . ?
C18 C19 H19 120.8(13) . . ?
C14 C19 H19 120.4(13) . . ?
C21 C20 C25 119.1(2) . . ?
C21 C20 C3 122.05(19) . . ?
C25 C20 C3 118.8(2) . . ?
C22 C21 C20 119.0(2) . . ?
C22 C21 H21 119.0(15) . . ?
C20 C21 H21 121.8(15) . . ?
F3 C22 C23 117.7(2) . . ?
F3 C22 C21 118.7(2) . . ?
C23 C22 C21 123.6(2) . . ?
C22 C23 C24 115.8(2) . . ?
C22 C23 H23 121.3(15) . . ?
C24 C23 H23 122.9(15) . . ?
F4 C24 C23 118.0(2) . . ?
F4 C24 C25 118.4(2) . . ?
C23 C24 C25 123.6(2) . . ?
C24 C25 C20 118.8(2) . . ?
C24 C25 H25 120.0(14) . . ?
C20 C25 H25 121.3(14) . . ?
O4 C26 O5 125.8(2) . . ?
O4 C26 C4 123.6(2) . . ?
O5 C26 C4 110.58(18) . . ?
O5 C27 H27A 107.6(19) . . ?
O5 C27 H27B 109(2) . . ?
H27A C27 H27B 109(3) . . ?
O5 C27 H27C 110.3(17) . . ?
H27A C27 H27C 111(3) . . ?
H27B C27 H27C 110(3) . . ?
O6 C28 N2 122.0(2) . . ?
O6 C28 C29 122.4(2) . . ?
N2 C28 C29 115.61(19) . . ?
C34 C29 C30 119.2(2) . . ?
C34 C29 C28 118.8(2) . . ?
C30 C29 C28 122.0(2) . . ?
C31 C30 C29 119.9(2) . . ?
C31 C30 H30 117.3(13) . . ?
C29 C30 H30 122.7(13) . . ?
C32 C31 C30 120.0(2) . . ?
C32 C31 H31 120.0(16) . . ?
C30 C31 H31 119.9(16) . . ?
C33 C32 C31 120.1(2) . . ?
C33 C32 H32 118.9(15) . . ?
C31 C32 H32 120.9(15) . . ?
C34 C33 C32 119.8(2) . . ?
C34 C33 H33 118.8(15) . . ?
C32 C33 H33 121.4(15) . . ?
C33 C34 C29 120.9(2) . . ?
C33 C34 H34 121.3(15) . . ?
C29 C34 H34 117.8(15) . . ?
Cl1 C50A Cl3A 106.8(2) . . ?
Cl1 C50B Cl3B 100.9(7) . . ?
C50B Cl3B Cl3B 148.6(5) . 2_766 ?

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
C7 N1 C1 C5 -48.9(3) . . . . ?
C7 N1 C1 C2 179.77(18) . . . . ?
C7 N1 C1 C4 85.3(2) . . . . ?
N1 C1 C2 C14 35.7(3) . . . . ?
C5 C1 C2 C14 -92.5(2) . . . . ?
C4 C1 C2 C14 147.55(19) . . . . ?
N1 C1 C2 C3 -88.23(18) . . . . ?
C5 C1 C2 C3 143.51(19) . . . . ?
C4 C1 C2 C3 23.57(15) . . . . ?
C14 C2 C3 C20 88.0(3) . . . . ?
C1 C2 C3 C20 -147.14(19) . . . . ?
C14 C2 C3 C4 -148.8(2) . . . . ?
C1 C2 C3 C4 -23.87(15) . . . . ?
C28 N2 C4 C26 52.7(3) . . . . ?
C28 N2 C4 C3 -80.9(2) . . . . ?
C28 N2 C4 C1 -176.41(17) . . . . ?
C20 C3 C4 N2 36.1(3) . . . . ?
C2 C3 C4 N2 -88.49(19) . . . . ?
C20 C3 C4 C26 -95.8(2) . . . . ?
C2 C3 C4 C26 139.58(19) . . . . ?
C20 C3 C4 C1 148.16(19) . . . . ?
C2 C3 C4 C1 23.53(15) . . . . ?
N1 C1 C4 N2 -160.52(17) . . . . ?
C5 C1 C4 N2 -29.8(2) . . . . ?
C2 C1 C4 N2 89.34(18) . . . . ?
N1 C1 C4 C26 -30.6(2) . . . . ?
C5 C1 C4 C26 100.1(2) . . . . ?
C2 C1 C4 C26 -140.76(18) . . . . ?
N1 C1 C4 C3 86.89(18) . . . . ?
C5 C1 C4 C3 -142.34(19) . . . . ?
C2 C1 C4 C3 -23.25(15) . . . . ?
C6 O2 C5 O1 -2.5(3) . . . . ?
C6 O2 C5 C1 -179.5(2) . . . . ?
N1 C1 C5 O1 139.8(2) . . . . ?
C2 C1 C5 O1 -92.6(3) . . . . ?
C4 C1 C5 O1 9.0(3) . . . . ?
N1 C1 C5 O2 -43.2(2) . . . . ?
C2 C1 C5 O2 84.4(2) . . . . ?
C4 C1 C5 O2 -174.08(17) . . . . ?
C1 N1 C7 O3 1.2(3) . . . . ?
C1 N1 C7 C8 -179.72(18) . . . . ?
O3 C7 C8 C13 36.1(3) . . . . ?
N1 C7 C8 C13 -142.9(2) . . . . ?
O3 C7 C8 C9 -142.2(2) . . . . ?
N1 C7 C8 C9 38.8(3) . . . . ?
C13 C8 C9 C10 -0.7(4) . . . . ?
C7 C8 C9 C10 177.6(2) . . . . ?
C8 C9 C10 C11 1.1(4) . . . . ?
C9 C10 C11 C12 -0.4(4) . . . . ?
C10 C11 C12 C13 -0.7(4) . . . . ?
C11 C12 C13 C8 1.2(4) . . . . ?
C9 C8 C13 C12 -0.5(4) . . . . ?
C7 C8 C13 C12 -178.8(2) . . . . ?
C3 C2 C14 C15 -24.4(3) . . . . ?
C1 C2 C14 C15 -131.8(2) . . . . ?
C3 C2 C14 C19 159.8(2) . . . . ?
C1 C2 C14 C19 52.4(3) . . . . ?
C19 C14 C15 C16 1.6(3) . . . . ?
C2 C14 C15 C16 -174.2(2) . . . . ?
C14 C15 C16 F1 176.3(2) . . . . ?
C14 C15 C16 C17 -2.2(4) . . . . ?
F1 C16 C17 C18 -177.3(2) . . . . ?
C15 C16 C17 C18 1.1(4) . . . . ?
C16 C17 C18 F2 -179.2(2) . . . . ?
C16 C17 C18 C19 0.5(4) . . . . ?
F2 C18 C19 C14 178.8(2) . . . . ?
C17 C18 C19 C14 -1.0(4) . . . . ?
C15 C14 C19 C18 -0.2(3) . . . . ?
C2 C14 C19 C18 175.7(2) . . . . ?
C2 C3 C20 C21 32.4(3) . . . . ?
C4 C3 C20 C21 -74.5(3) . . . . ?
C2 C3 C20 C25 -151.4(2) . . . . ?
C4 C3 C20 C25 101.7(2) . . . . ?
C25 C20 C21 C22 -3.3(3) . . . . ?
C3 C20 C21 C22 172.9(2) . . . . ?
C20 C21 C22 F3 -177.15(19) . . . . ?
C20 C21 C22 C23 2.1(4) . . . . ?
F3 C22 C23 C24 179.1(2) . . . . ?
C21 C22 C23 C24 -0.1(4) . . . . ?
C22 C23 C24 F4 -179.6(2) . . . . ?
C22 C23 C24 C25 -0.5(4) . . . . ?
F4 C24 C25 C20 178.3(2) . . . . ?
C23 C24 C25 C20 -0.9(4) . . . . ?
C21 C20 C25 C24 2.8(3) . . . . ?
C3 C20 C25 C24 -173.5(2) . . . . ?
C27 O5 C26 O4 0.7(3) . . . . ?
C27 O5 C26 C4 177.8(2) . . . . ?
N2 C4 C26 O4 -152.4(2) . . . . ?
C3 C4 C26 O4 -20.8(3) . . . . ?
C1 C4 C26 O4 78.3(3) . . . . ?
N2 C4 C26 O5 30.4(2) . . . . ?
C3 C4 C26 O5 162.01(17) . . . . ?
C1 C4 C26 O5 -98.9(2) . . . . ?
C4 N2 C28 O6 4.5(3) . . . . ?
C4 N2 C28 C29 -176.92(18) . . . . ?
O6 C28 C29 C34 30.5(3) . . . . ?
N2 C28 C29 C34 -148.2(2) . . . . ?
O6 C28 C29 C30 -148.6(2) . . . . ?
N2 C28 C29 C30 32.8(3) . . . . ?
C34 C29 C30 C31 -1.8(3) . . . . ?
C28 C29 C30 C31 177.2(2) . . . . ?
C29 C30 C31 C32 1.5(4) . . . . ?
C30 C31 C32 C33 0.0(4) . . . . ?
C31 C32 C33 C34 -1.2(4) . . . . ?
C32 C33 C34 C29 0.9(4) . . . . ?
C30 C29 C34 C33 0.6(3) . . . . ?
C28 C29 C34 C33 -178.4(2) . . . . ?
Cl1 C50B Cl3B Cl3B -146.7(6) . . . 2_766 ?

_refine_diff_density_max         0.495
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.052



