#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:34:49 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301835 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/38/4133864.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_4133864
loop_
_publ_author_name
'Yin, Jingwei'
'Khalilov, Ali N.'
'Muthupandi, Pandi'
'Ladd, Ruby'
'Birman, Vladimir B.'
_publ_section_title
;
 Phenazine-1,6-dicarboxamides: redox-responsive molecular switches.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b11160
_journal_year                    2019
_chemical_formula_moiety         'C68 H64 N6 O12, 4(C H Cl3)'
_chemical_formula_sum            'C72 H68 Cl12 N6 O12'
_chemical_formula_weight         1634.72
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                102.300(3)
_cell_angle_beta                 103.122(3)
_cell_angle_gamma                107.338(3)
_cell_formula_units_Z            1
_cell_length_a                   9.3674(5)
_cell_length_b                   14.1728(7)
_cell_length_c                   15.4346(9)
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.32
_cell_measurement_theta_min      3.08
_cell_volume                     1816.05(18)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'APEX3 v2018.7--RC8 (Bruker AXS, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 7.41
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18610
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.314
_diffrn_reflns_theta_min         3.084
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    4.740
_exptl_absorpt_correction_T_max  0.5210
_exptl_absorpt_correction_T_min  0.3976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2016/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.495
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             842
_exptl_crystal_size_max          0.182
_exptl_crystal_size_mid          0.124
_exptl_crystal_size_min          0.093
_refine_diff_density_max         0.788
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     470
_refine_ls_number_reflns         6510
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0904
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0647P)²+14.0313P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2172
_refine_ls_wR_factor_ref         0.2348
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5204
_reflns_number_total             6510
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b11160_si_001.cif
_cod_data_source_block           v7519
_cod_original_cell_volume        1816.04(17)
_cod_database_code               4133864
_shelx_shelxl_version_number     2018/3
_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   0.479
_shelx_estimated_absorpt_t_max   0.667
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
O1 O 0.1202(5) 0.3644(3) 0.5879(3) 0.0372(10) Uani 1 1 d . . . . .
O2 O 0.2619(5) 0.5308(3) 0.7378(3) 0.0325(9) Uani 1 1 d . . . . .
O3 O 0.5602(5) 0.5823(3) 0.8394(3) 0.0352(9) Uani 1 1 d . . . . .
O4 O 0.7090(5) 0.2761(3) 0.7113(3) 0.0424(11) Uani 1 1 d . . . . .
O5 O 0.5370(4) 0.1686(3) 0.3792(3) 0.0289(8) Uani 1 1 d . . . . .
O6 O 0.0936(5) 0.2336(3) 0.2074(3) 0.0367(9) Uani 1 1 d . . . . .
N1 N 0.5569(5) 0.2116(3) 0.5593(3) 0.0275(10) Uani 1 1 d . . . . .
H1 H 0.477676 0.215506 0.518735 0.033 Uiso 1 1 calc R U . . .
N2 N 0.3198(5) 0.2323(3) 0.2993(3) 0.0264(9) Uani 1 1 d . . . . .
H2 H 0.389735 0.262591 0.355147 0.032 Uiso 1 1 calc R U . . .
N3 N 0.5075(5) 0.5954(3) 0.5530(3) 0.0277(10) Uani 1 1 d . . . . .
C1 C 0.2719(6) 0.3817(4) 0.6352(4) 0.0295(12) Uani 1 1 d . . . . .
C2 C 0.3463(7) 0.4713(4) 0.7119(4) 0.0288(11) Uani 1 1 d . . . . .
C3 C 0.5015(7) 0.4951(4) 0.7671(4) 0.0294(11) Uani 1 1 d . . . . .
C4 C 0.5808(7) 0.4290(4) 0.7441(4) 0.0290(11) Uani 1 1 d . . . . .
H4 H 0.686159 0.444657 0.780418 0.035 Uiso 1 1 calc R U . . .
C5 C 0.5053(7) 0.3401(4) 0.6677(4) 0.0278(11) Uani 1 1 d . . . . .
C6 C 0.3516(6) 0.3161(4) 0.6130(4) 0.0279(11) Uani 1 1 d . . . . .
H6 H 0.301465 0.255360 0.560840 0.033 Uiso 1 1 calc R U . . .
C7 C 0.0381(7) 0.2722(5) 0.5138(5) 0.0411(15) Uani 1 1 d . . . . .
H7A H 0.091405 0.271428 0.465992 0.062 Uiso 1 1 calc R U . . .
H7B H -0.069604 0.268257 0.486578 0.062 Uiso 1 1 calc R U . . .
H7C H 0.035058 0.212701 0.536978 0.062 Uiso 1 1 calc R U . . .
C8 C 0.3004(8) 0.6255(5) 0.7138(4) 0.0374(13) Uani 1 1 d . . . . .
H8A H 0.263538 0.609911 0.645778 0.056 Uiso 1 1 calc R U . . .
H8B H 0.414754 0.662316 0.736957 0.056 Uiso 1 1 calc R U . . .
H8C H 0.249309 0.669196 0.742162 0.056 Uiso 1 1 calc R U . . .
C9 C 0.7153(8) 0.6088(5) 0.9019(4) 0.0399(14) Uani 1 1 d . . . . .
H9A H 0.791410 0.617417 0.867157 0.060 Uiso 1 1 calc R U . . .
H9B H 0.717257 0.553303 0.930167 0.060 Uiso 1 1 calc R U . . .
H9C H 0.742950 0.673741 0.951014 0.060 Uiso 1 1 calc R U . . .
C10 C 0.5996(7) 0.2738(4) 0.6493(4) 0.0310(12) Uani 1 1 d . . . . .
C11 C 0.6258(6) 0.1425(4) 0.5251(4) 0.0248(11) Uani 1 1 d . . . . .
C12 C 0.7046(6) 0.0963(4) 0.5803(4) 0.0278(11) Uani 1 1 d . . . . .
H12 H 0.717086 0.113139 0.645195 0.033 Uiso 1 1 calc R U . . .
C13 C 0.7654(6) 0.0252(4) 0.5403(4) 0.0289(12) Uani 1 1 d . . . . .
C14 C 0.7447(6) -0.0002(4) 0.4455(4) 0.0297(12) Uani 1 1 d . . . . .
H14 H 0.784648 -0.049508 0.418811 0.036 Uiso 1 1 calc R U . . .
C15 C 0.6667(6) 0.0446(4) 0.3879(4) 0.0271(11) Uani 1 1 d . . . . .
C16 C 0.6496(7) 0.0247(4) 0.2843(4) 0.0298(12) Uani 1 1 d . . . . .
C17 C 0.5021(7) 0.0409(4) 0.2350(4) 0.0294(12) Uani 1 1 d . . . . .
C18 C 0.4148(7) -0.0073(4) 0.1417(4) 0.0315(12) Uani 1 1 d . . . . .
H18 H 0.440950 -0.059530 0.106341 0.038 Uiso 1 1 calc R U . . .
C19 C 0.2904(7) 0.0179(4) 0.0978(4) 0.0315(12) Uani 1 1 d . . . . .
C20 C 0.2531(7) 0.0971(4) 0.1499(4) 0.0325(12) Uani 1 1 d . . . . .
H20 H 0.169869 0.116323 0.120882 0.039 Uiso 1 1 calc R U . . .
C21 C 0.3370(7) 0.1458(4) 0.2422(4) 0.0278(11) Uani 1 1 d . . . . .
C22 C 0.4589(6) 0.1164(4) 0.2853(4) 0.0272(11) Uani 1 1 d . . . . .
C23 C 0.6114(6) 0.1175(4) 0.4300(4) 0.0274(11) Uani 1 1 d . . . . .
C24 C 0.8489(7) -0.0241(5) 0.6011(4) 0.0334(12) Uani 1 1 d . . . . .
H24A H 0.852136 0.003367 0.665736 0.050 Uiso 1 1 calc R U . . .
H24B H 0.792669 -0.099342 0.579296 0.050 Uiso 1 1 calc R U . . .
H24C H 0.956566 -0.008414 0.598109 0.050 Uiso 1 1 calc R U . . .
C25 C 0.7945(7) 0.1060(5) 0.2738(4) 0.0352(13) Uani 1 1 d . . . . .
H25A H 0.798876 0.176097 0.301745 0.053 Uiso 1 1 calc R U . . .
H25B H 0.784276 0.095059 0.207417 0.053 Uiso 1 1 calc R U . . .
H25C H 0.891267 0.097795 0.305511 0.053 Uiso 1 1 calc R U . . .
C26 C 0.6451(8) -0.0846(5) 0.2393(4) 0.0386(14) Uani 1 1 d . . . . .
H26A H 0.738596 -0.094180 0.274003 0.058 Uiso 1 1 calc R U . . .
H26B H 0.643710 -0.092558 0.174392 0.058 Uiso 1 1 calc R U . . .
H26C H 0.550311 -0.136697 0.240789 0.058 Uiso 1 1 calc R U . . .
C27 C 0.2002(8) -0.0343(5) -0.0044(4) 0.0400(14) Uani 1 1 d . . . . .
H27A H 0.271142 -0.050877 -0.037815 0.060 Uiso 1 1 calc R U . . .
H27B H 0.156442 0.012407 -0.029912 0.060 Uiso 1 1 calc R U . . .
H27C H 0.114456 -0.098243 -0.011809 0.060 Uiso 1 1 calc R U . . .
C28 C 0.2078(7) 0.2731(4) 0.2772(4) 0.0276(11) Uani 1 1 d . . . . .
C29 C 0.2344(6) 0.3756(4) 0.3464(4) 0.0270(11) Uani 1 1 d . . . . .
C30 C 0.1153(7) 0.4123(4) 0.3277(4) 0.0312(12) Uani 1 1 d . . . . .
H30 H 0.024996 0.372185 0.275164 0.037 Uiso 1 1 calc R U . . .
C31 C 0.1204(7) 0.5078(4) 0.3835(4) 0.0309(12) Uani 1 1 d . . . . .
H31 H 0.034471 0.530256 0.368593 0.037 Uiso 1 1 calc R U . . .
C32 C 0.2499(6) 0.5666(4) 0.4584(4) 0.0274(11) Uani 1 1 d . . . . .
H32 H 0.253472 0.630075 0.496353 0.033 Uiso 1 1 calc R U . . .
C33 C 0.3799(6) 0.5341(4) 0.4806(4) 0.0255(11) Uani 1 1 d . . . . .
C34 C 0.6271(6) 0.5635(4) 0.5746(4) 0.0256(11) Uani 1 1 d . . . . .
C1S C 0.6571(7) 0.3240(5) 0.0455(4) 0.0358(13) Uani 1 1 d . . . . .
H1S H 0.658247 0.387210 0.089839 0.043 Uiso 1 1 calc R U . . .
C2S C 0.9765(8) 0.7018(5) 0.1765(5) 0.0434(15) Uani 1 1 d D . . . .
H2S H 1.033075 0.711360 0.242840 0.052 Uiso 1 1 calc R U . A 1
Cl1 Cl 0.84056(19) 0.30940(12) 0.08174(11) 0.0440(4) Uani 1 1 d . . . . .
Cl2 Cl 0.50618(19) 0.21349(11) 0.04562(11) 0.0434(4) Uani 1 1 d . . . . .
Cl3 Cl 0.6240(2) 0.33787(13) -0.06763(11) 0.0495(4) Uani 1 1 d . . . . .
Cl4 Cl 1.0785(2) 0.80553(13) 0.14376(13) 0.0502(4) Uani 1 1 d . . . . .
Cl5 Cl 0.9650(2) 0.58237(13) 0.10718(13) 0.0519(4) Uani 1 1 d . . . . .
Cl6 Cl 0.7835(2) 0.69980(16) 0.16889(16) 0.0544(6) Uani 0.934(4) 1 d D . P B 1
Cl6' Cl 0.846(3) 0.727(2) 0.237(2) 0.0544(6) Uani 0.066(4) 1 d D . 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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 '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
C1 O1 C7 117.4(4) . .
C2 O2 C8 113.2(4) . .
C3 O3 C9 118.2(4) . .
C23 O5 C22 116.5(4) . .
C10 N1 C11 127.0(5) . .
C10 N1 H1 116.5 . .
C11 N1 H1 116.5 . .
C28 N2 C21 127.2(5) . .
C28 N2 H2 116.4 . .
C21 N2 H2 116.4 . .
C34 N3 C33 118.9(5) . .
O1 C1 C6 124.4(5) . .
O1 C1 C2 115.5(5) . .
C6 C1 C2 120.1(5) . .
O2 C2 C1 119.5(5) . .
O2 C2 C3 120.1(5) . .
C1 C2 C3 120.2(5) . .
O3 C3 C4 125.7(5) . .
O3 C3 C2 115.0(5) . .
C4 C3 C2 119.3(5) . .
C5 C4 C3 119.8(5) . .
C5 C4 H4 120.1 . .
C3 C4 H4 120.1 . .
C4 C5 C6 121.1(5) . .
C4 C5 C10 115.8(5) . .
C6 C5 C10 123.1(5) . .
C1 C6 C5 119.5(5) . .
C1 C6 H6 120.2 . .
C5 C6 H6 120.2 . .
O1 C7 H7A 109.5 . .
O1 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
O1 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
O2 C8 H8A 109.5 . .
O2 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
O2 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
O3 C9 H9A 109.5 . .
O3 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
O3 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
O4 C10 N1 122.4(5) . .
O4 C10 C5 121.3(5) . .
N1 C10 C5 116.4(5) . .
C12 C11 C23 118.7(5) . .
C12 C11 N1 123.4(5) . .
C23 C11 N1 117.8(4) . .
C11 C12 C13 120.1(5) . .
C11 C12 H12 120.0 . .
C13 C12 H12 120.0 . .
C14 C13 C12 119.7(5) . .
C14 C13 C24 121.2(5) . .
C12 C13 C24 119.1(5) . .
C13 C14 C15 121.9(5) . .
C13 C14 H14 119.0 . .
C15 C14 H14 119.0 . .
C23 C15 C14 117.2(5) . .
C23 C15 C16 118.5(5) . .
C14 C15 C16 124.1(5) . .
C17 C16 C15 109.3(4) . .
C17 C16 C26 111.1(5) . .
C15 C16 C26 111.6(5) . .
C17 C16 C25 107.8(4) . .
C15 C16 C25 108.5(5) . .
C26 C16 C25 108.4(5) . .
C18 C17 C22 117.2(5) . .
C18 C17 C16 124.9(5) . .
C22 C17 C16 117.7(5) . .
C17 C18 C19 122.6(5) . .
C17 C18 H18 118.7 . .
C19 C18 H18 118.7 . .
C18 C19 C20 118.8(5) . .
C18 C19 C27 121.2(5) . .
C20 C19 C27 119.9(5) . .
C21 C20 C19 119.9(5) . .
C21 C20 H20 120.1 . .
C19 C20 H20 120.1 . .
C20 C21 C22 119.9(5) . .
C20 C21 N2 124.9(5) . .
C22 C21 N2 115.0(5) . .
O5 C22 C17 122.0(5) . .
O5 C22 C21 116.4(4) . .
C17 C22 C21 121.6(5) . .
O5 C23 C15 121.5(5) . .
O5 C23 C11 116.2(4) . .
C15 C23 C11 122.3(5) . .
C13 C24 H24A 109.5 . .
C13 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C13 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C16 C25 H25A 109.5 . .
C16 C25 H25B 109.5 . .
H25A C25 H25B 109.5 . .
C16 C25 H25C 109.5 . .
H25A C25 H25C 109.5 . .
H25B C25 H25C 109.5 . .
C16 C26 H26A 109.5 . .
C16 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C16 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C19 C27 H27A 109.5 . .
C19 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C19 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
O6 C28 N2 124.3(5) . .
O6 C28 C29 120.6(5) . .
N2 C28 C29 115.1(5) . .
C30 C29 C34 119.0(5) . 2_666
C30 C29 C28 114.8(5) . .
C34 C29 C28 126.2(5) 2_666 .
C29 C30 C31 122.9(5) . .
C29 C30 H30 118.5 . .
C31 C30 H30 118.5 . .
C32 C31 C30 119.2(5) . .
C32 C31 H31 120.4 . .
C30 C31 H31 120.4 . .
C31 C32 C33 120.8(5) . .
C31 C32 H32 119.6 . .
C33 C32 H32 119.6 . .
N3 C33 C32 119.2(5) . .
N3 C33 C34 121.0(5) . 2_666
C32 C33 C34 119.8(5) . 2_666
N3 C34 C33 120.1(5) . 2_666
N3 C34 C29 121.6(5) . 2_666
C33 C34 C29 118.3(5) 2_666 2_666
Cl3 C1S Cl2 110.2(3) . .
Cl3 C1S Cl1 109.6(3) . .
Cl2 C1S Cl1 109.0(3) . .
Cl3 C1S H1S 109.3 . .
Cl2 C1S H1S 109.3 . .
Cl1 C1S H1S 109.3 . .
Cl4 C2S Cl5 112.1(4) . .
Cl4 C2S Cl6' 114.8(10) . .
Cl5 C2S Cl6' 128.3(11) . .
Cl4 C2S Cl6 110.0(4) . .
Cl5 C2S Cl6 109.4(4) . .
Cl4 C2S H2S 108.4 . .
Cl5 C2S H2S 108.4 . .
Cl6 C2S H2S 108.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.363(7) .
O1 C7 1.404(7) .
O2 C2 1.376(6) .
O2 C8 1.434(7) .
O3 C3 1.343(7) .
O3 C9 1.438(7) .
O4 C10 1.221(7) .
O5 C23 1.385(6) .
O5 C22 1.387(6) .
O6 C28 1.217(7) .
N1 C10 1.371(7) .
N1 C11 1.403(7) .
N1 H1 0.8800 .
N2 C28 1.354(7) .
N2 C21 1.423(6) .
N2 H2 0.8800 .
N3 C34 1.330(7) .
N3 C33 1.339(7) .
C1 C6 1.390(8) .
C1 C2 1.399(8) .
C2 C3 1.407(8) .
C3 C4 1.396(8) .
C4 C5 1.390(8) .
C4 H4 0.9500 .
C5 C6 1.391(8) .
C5 C10 1.497(7) .
C6 H6 0.9500 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C11 C12 1.392(7) .
C11 C23 1.399(8) .
C12 C13 1.399(7) .
C12 H12 0.9500 .
C13 C14 1.383(8) .
C13 C24 1.501(7) .
C14 C15 1.396(8) .
C14 H14 0.9500 .
C15 C23 1.395(7) .
C15 C16 1.526(8) .
C16 C17 1.525(8) .
C16 C26 1.541(7) .
C16 C25 1.563(8) .
C17 C18 1.387(8) .
C17 C22 1.399(7) .
C18 C19 1.392(8) .
C18 H18 0.9500 .
C19 C20 1.416(8) .
C19 C27 1.507(8) .
C20 C21 1.369(8) .
C20 H20 0.9500 .
C21 C22 1.406(8) .
C24 H24A 0.9800 .
C24 H24B 0.9800 .
C24 H24C 0.9800 .
C25 H25A 0.9800 .
C25 H25B 0.9800 .
C25 H25C 0.9800 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
C28 C29 1.523(7) .
C29 C30 1.364(8) .
C29 C34 1.442(8) 2_666
C30 C31 1.422(8) .
C30 H30 0.9500 .
C31 C32 1.361(8) .
C31 H31 0.9500 .
C32 C33 1.423(7) .
C32 H32 0.9500 .
C33 C34 1.436(7) 2_666
C1S Cl3 1.766(6) .
C1S Cl2 1.771(6) .
C1S Cl1 1.771(6) .
C1S H1S 1.0000 .
C2S Cl4 1.740(7) .
C2S Cl5 1.758(7) .
C2S Cl6' 1.769(12) .
C2S Cl6 1.775(7) .
C2S H2S 1.0000 .
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
N2 H2 N3 0.88 2.00 2.716(6) 137.8 2_666 yes
C8 H8B O3 0.98 2.52 3.051(7) 113.9 . yes
C12 H12 O4 0.95 2.35 2.878(7) 114.8 . yes
C20 H20 O6 0.95 2.29 2.890(7) 120.4 . yes
C1S H1S O2 1.00 2.50 3.315(7) 138.3 2_666 yes
C2S H2S^a O4 1.00 2.30 2.946(8) 121.4 2_766 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_4
C7 O1 C1 C6 2.3(8) . .
C7 O1 C1 C2 -176.4(5) . .
C8 O2 C2 C1 -105.8(6) . .
C8 O2 C2 C3 80.0(6) . .
O1 C1 C2 O2 4.2(8) . .
C6 C1 C2 O2 -174.5(5) . .
O1 C1 C2 C3 178.3(5) . .
C6 C1 C2 C3 -0.4(8) . .
C9 O3 C3 C4 -3.2(8) . .
C9 O3 C3 C2 176.8(5) . .
O2 C2 C3 O3 -5.2(8) . .
C1 C2 C3 O3 -179.3(5) . .
O2 C2 C3 C4 174.7(5) . .
C1 C2 C3 C4 0.7(8) . .
O3 C3 C4 C5 179.2(5) . .
C2 C3 C4 C5 -0.7(8) . .
C3 C4 C5 C6 0.6(8) . .
C3 C4 C5 C10 -179.5(5) . .
O1 C1 C6 C5 -178.3(5) . .
C2 C1 C6 C5 0.3(8) . .
C4 C5 C6 C1 -0.4(8) . .
C10 C5 C6 C1 179.7(5) . .
C11 N1 C10 O4 1.0(9) . .
C11 N1 C10 C5 -179.4(5) . .
C4 C5 C10 O4 24.0(8) . .
C6 C5 C10 O4 -156.1(6) . .
C4 C5 C10 N1 -155.6(5) . .
C6 C5 C10 N1 24.4(8) . .
C10 N1 C11 C12 26.0(8) . .
C10 N1 C11 C23 -155.2(5) . .
C23 C11 C12 C13 -1.1(8) . .
N1 C11 C12 C13 177.7(5) . .
C11 C12 C13 C14 -1.0(8) . .
C11 C12 C13 C24 -179.6(5) . .
C12 C13 C14 C15 1.2(8) . .
C24 C13 C14 C15 179.8(5) . .
C13 C14 C15 C23 0.7(8) . .
C13 C14 C15 C16 176.0(5) . .
C23 C15 C16 C17 -31.3(7) . .
C14 C15 C16 C17 153.4(5) . .
C23 C15 C16 C26 -154.7(5) . .
C14 C15 C16 C26 30.0(7) . .
C23 C15 C16 C25 86.0(6) . .
C14 C15 C16 C25 -89.3(6) . .
C15 C16 C17 C18 -152.9(5) . .
C26 C16 C17 C18 -29.2(8) . .
C25 C16 C17 C18 89.4(6) . .
C15 C16 C17 C22 33.0(6) . .
C26 C16 C17 C22 156.6(5) . .
C25 C16 C17 C22 -84.8(6) . .
C22 C17 C18 C19 0.9(8) . .
C16 C17 C18 C19 -173.3(5) . .
C17 C18 C19 C20 1.1(9) . .
C17 C18 C19 C27 178.6(6) . .
C18 C19 C20 C21 -1.2(9) . .
C27 C19 C20 C21 -178.7(6) . .
C19 C20 C21 C22 -0.7(9) . .
C19 C20 C21 N2 174.1(5) . .
C28 N2 C21 C20 8.6(9) . .
C28 N2 C21 C22 -176.3(5) . .
C23 O5 C22 C17 -25.8(7) . .
C23 O5 C22 C21 156.3(5) . .
C18 C17 C22 O5 179.3(5) . .
C16 C17 C22 O5 -6.1(8) . .
C18 C17 C22 C21 -2.9(8) . .
C16 C17 C22 C21 171.8(5) . .
C20 C21 C22 O5 -179.2(5) . .
N2 C21 C22 O5 5.5(7) . .
C20 C21 C22 C17 2.8(8) . .
N2 C21 C22 C17 -172.5(5) . .
C22 O5 C23 C15 27.7(7) . .
C22 O5 C23 C11 -151.6(5) . .
C14 C15 C23 O5 178.0(5) . .
C16 C15 C23 O5 2.4(8) . .
C14 C15 C23 C11 -2.8(8) . .
C16 C15 C23 C11 -178.4(5) . .
C12 C11 C23 O5 -177.7(5) . .
N1 C11 C23 O5 3.5(7) . .
C12 C11 C23 C15 3.0(8) . .
N1 C11 C23 C15 -175.8(5) . .
C21 N2 C28 O6 8.4(9) . .
C21 N2 C28 C29 -170.8(5) . .
O6 C28 C29 C30 5.7(8) . .
N2 C28 C29 C30 -175.1(5) . .
O6 C28 C29 C34 -172.2(5) . 2_666
N2 C28 C29 C34 7.0(8) . 2_666
C34 C29 C30 C31 -0.7(8) 2_666 .
C28 C29 C30 C31 -178.7(5) . .
C29 C30 C31 C32 0.7(9) . .
C30 C31 C32 C33 0.7(8) . .
C34 N3 C33 C32 178.5(5) . .
C34 N3 C33 C34 -1.4(8) . 2_666
C31 C32 C33 N3 177.9(5) . .
C31 C32 C33 C34 -2.2(8) . 2_666
C33 N3 C34 C33 1.4(8) . 2_666
C33 N3 C34 C29 -177.9(5) . 2_666
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336015
