#------------------------------------------------------------------------------
#$Date: 2023-05-05 06:22:04 +0300 (Fri, 05 May 2023) $
#$Revision: 283470 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/92/7159254.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7159254
loop_
_publ_author_name
'Sierra, Sonia'
'López, Rosa'
'Gómez-Bengoa, Enrique'
'Falvello, Larry R.'
'Urriolabeitia, Esteban P.'
_publ_section_title
;
 Synthesis of 1,2-diaminotruxinic δ-cyclobutanes by
 BF₃-controlled [2 + 2]-photocycloaddition of
 5(4H)-oxazolones and stereoselective expansion of
 δ-cyclobutanes to give highly substituted
 pyrrolidine-2,5-dicarboxylates.
;
_journal_issue                   15
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3203
_journal_page_last               3213
_journal_paper_doi               10.1039/d3ob00284e
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C34 H26 Cl4 N2 O6, C H Cl3, 0.5(C5 H12)'
_chemical_formula_sum            'C37.5 H33 Cl7 N2 O6'
_chemical_formula_weight         855.81
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2022-05-31 deposited with the CCDC.	2023-03-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.256(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.0917(6)
_cell_length_b                   12.0597(5)
_cell_length_c                   35.4251(10)
_cell_measurement_reflns_used    4873
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      27.0110
_cell_measurement_theta_min      2.8880
_cell_volume                     7727.2(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.44a (Rigaku OD, 2018)'
_computing_publication_material  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2015)'
_diffrn_ambient_temperature      123(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0655
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0727
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            19828
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         2.864
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.562
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89319
_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_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_description       plate
_exptl_crystal_F_000             3512
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.022
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     528
_refine_ls_number_reflns         7362
_refine_ls_number_restraints     262
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0485
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0433P)²+4.5909P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_refine_ls_wR_factor_ref         0.1121
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5093
_reflns_number_total             7362
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ob00284e2.cif
_cod_data_source_block           p1158
_cod_depositor_comments
'Adding full bibliography for 7159254--7159256.cif.'
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_original_formula_sum        'C37.50 H33 Cl7 N2 O6'
_cod_database_code               7159254
_shelx_shelxl_version_number     2018/1
_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.
;
_shelx_estimated_absorpt_t_min   0.915
_shelx_estimated_absorpt_t_max   0.988
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'
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
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'
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_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_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
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) . . . . ?
