#------------------------------------------------------------------------------
#$Date: 2024-04-17 04:40:43 +0300 (Wed, 17 Apr 2024) $
#$Revision: 291249 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/84/7248430.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_7248430
loop_
_publ_author_name
'Benny, Anjitha Theres'
'Thamim, Masthan'
'Srivastava, Prakhar'
'Suresh, Sindoora'
'Thirumoorthy, Krishnan'
'Rangasamy, Loganathan'
'S., Karthikeyan'
'Easwaran, Nalini'
'Radhakrishnan, Ethiraj Kannatt'
_publ_section_title
;
 Synthesis and study of antibiofilm and antivirulence properties of
 flavonol analogues generated by palladium catalyzed ligand free
 Suzuki--Miyaura coupling against Pseudomonas aeruginosa PAO1
;
_journal_issue                   18
_journal_name_full               'RSC Advances'
_journal_page_first              12278
_journal_page_last               12293
_journal_paper_doi               10.1039/D3RA08617H
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         '2(C25 H19 N O6), C H Cl3'
_chemical_formula_sum            'C51 H39 Cl3 N2 O12'
_chemical_formula_weight         978.19
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-01-08 deposited with the CCDC.	2024-04-09 downloaded from the CCDC.
;
_cell_angle_alpha                100.79(2)
_cell_angle_beta                 95.217(17)
_cell_angle_gamma                100.557(16)
_cell_formula_units_Z            2
_cell_length_a                   8.928(4)
_cell_length_b                   13.417(7)
_cell_length_c                   20.372(7)
_cell_measurement_reflns_used    9793
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.19
_cell_measurement_theta_min      3.44
_cell_volume                     2336.7(18)
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_molecular_graphics
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker Apex3'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            47724
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        66.493
_diffrn_reflns_theta_max         66.493
_diffrn_reflns_theta_min         2.227
_diffrn_source                   micro-focus
_exptl_absorpt_coefficient_mu    2.339
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5103
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.0127(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     652
_refine_ls_number_reflns         8066
_refine_ls_number_restraints     75
_refine_ls_restrained_S_all      1.091
_refine_ls_R_factor_all          0.1051
_refine_ls_R_factor_gt           0.0734
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0959P)²+1.4396P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1840
_refine_ls_wR_factor_ref         0.2071
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5411
_reflns_number_total             8066
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3ra08617h2.cif
_cod_data_source_block           shelx
_cod_original_cell_volume        2336.8(18)
_cod_database_code               7248430
_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   0.541
_shelx_estimated_absorpt_t_max   0.652
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
C1 C 0.2670(4) 0.2451(3) 0.47427(16) 0.0576(8) Uani 1 1 d . . . . .
H1 H 0.200720 0.189894 0.444952 0.069 Uiso 1 1 calc R U . . .
C2 C 0.2078(4) 0.3107(3) 0.51998(16) 0.0603(8) Uani 1 1 d . . . . .
C3 C 0.3072(4) 0.3960(3) 0.56311(16) 0.0581(8) Uani 1 1 d . . . . .
C4 C 0.4629(4) 0.4114(3) 0.55992(16) 0.0605(8) Uani 1 1 d . . . . .
H4 H 0.528677 0.467878 0.588333 0.073 Uiso 1 1 calc R U . . .
C5 C 0.5220(4) 0.3430(3) 0.51442(16) 0.0604(8) Uani 1 1 d . . . . .
C6 C 0.4239(4) 0.2590(2) 0.47070(15) 0.0547(8) Uani 1 1 d . . . . .
C7 C 0.4816(4) 0.1876(2) 0.41987(15) 0.0539(7) Uani 1 1 d . . . . .
C8 C 0.4595(3) 0.1830(2) 0.35270(15) 0.0545(8) Uani 1 1 d . . . . .
C9 C 0.5127(4) 0.1080(3) 0.30513(15) 0.0546(8) Uani 1 1 d . . . . .
C10 C 0.5940(3) 0.0392(2) 0.33443(14) 0.0514(7) Uani 1 1 d . . . . .
C11 C 0.6114(4) 0.0478(2) 0.40391(15) 0.0538(8) Uani 1 1 d . . . . .
C12 C 0.6857(4) -0.0183(3) 0.43328(16) 0.0658(9) Uani 1 1 d . . . . .
H12 H 0.694626 -0.013624 0.479651 0.079 Uiso 1 1 calc R U . . .
C13 C 0.7459(4) -0.0907(3) 0.39282(16) 0.0648(9) Uani 1 1 d . . . . .
H13 H 0.797819 -0.133873 0.412643 0.078 Uiso 1 1 calc R U . . .
C14 C 0.7317(4) -0.1018(3) 0.32222(15) 0.0560(8) Uani 1 1 d . . . . .
C15 C 0.6550(4) -0.0364(2) 0.29482(15) 0.0550(8) Uani 1 1 d . . . . .
H15 H 0.643280 -0.042694 0.248303 0.066 Uiso 1 1 calc R U . . .
C16 C 0.7965(4) -0.1811(3) 0.27949(16) 0.0589(8) Uani 1 1 d . . . . .
C17 C 0.8103(5) -0.2733(3) 0.2986(2) 0.0757(10) Uani 1 1 d . . . . .
H17 H 0.780756 -0.284595 0.339639 0.091 Uiso 1 1 calc R U . . .
C18 C 0.8668(5) -0.3485(3) 0.2582(2) 0.0820(11) Uani 1 1 d . . . . .
H18 H 0.876500 -0.409168 0.272538 0.098 Uiso 1 1 calc R U . . .
C19 C 0.9090(4) -0.3341(3) 0.19656(19) 0.0721(10) Uani 1 1 d . . . . .
C20 C 0.8975(4) -0.2425(3) 0.17661(18) 0.0701(10) Uani 1 1 d . . . . .
H20 H 0.926568 -0.231615 0.135408 0.084 Uiso 1 1 calc R U . . .
C21 C 0.8430(4) -0.1676(3) 0.21774(17) 0.0643(9) Uani 1 1 d . . . . .
H21 H 0.836982 -0.105984 0.203951 0.077 Uiso 1 1 calc R U . . .
C22 C 0.9643(5) -0.4134(4) 0.1536(2) 0.0898(13) Uani 1 1 d . . . . .
C23 C -0.0471(4) 0.2102(4) 0.4904(2) 0.0954(14) Uani 1 1 d . . . . .
H23A H -0.148337 0.209574 0.502924 0.143 Uiso 1 1 calc R U . . .
H23B H -0.013215 0.149618 0.499308 0.143 Uiso 1 1 calc R U . . .
H23C H -0.049238 0.210654 0.443267 0.143 Uiso 1 1 calc R U . . .
C24 C 0.3359(6) 0.5485(3) 0.6493(2) 0.1005(15) Uani 1 1 d . . . . .
H24A H 0.274148 0.588190 0.675155 0.151 Uiso 1 1 calc R U . . .
H24B H 0.391280 0.590145 0.622332 0.151 Uiso 1 1 calc R U . . .
H24C H 0.407442 0.527181 0.679200 0.151 Uiso 1 1 calc R U . . .
C25 C 0.7806(4) 0.4384(3) 0.5503(2) 0.0879(12) Uani 1 1 d . . . . .
H25A H 0.882143 0.438970 0.538109 0.132 Uiso 1 1 calc R U . . .
H25B H 0.780078 0.432337 0.596446 0.132 Uiso 1 1 calc R U . . .
H25C H 0.750486 0.501724 0.544647 0.132 Uiso 1 1 calc R U . . .
N1 N 1.0070(6) -0.4767(4) 0.1191(2) 0.1285(16) Uani 1 1 d . . . . .
O1 O 0.0557(3) 0.3004(2) 0.52851(14) 0.0865(8) Uani 1 1 d . . . . .
O2 O 0.2387(3) 0.45860(19) 0.60621(12) 0.0746(7) Uani 1 1 d . . . . .
O3 O 0.6748(3) 0.3521(2) 0.50776(14) 0.0859(8) Uani 1 1 d . . . . .
O4 O 0.5554(2) 0.12008(17) 0.44614(10) 0.0589(6) Uani 1 1 d . . . . .
O5 O 0.3836(3) 0.25073(19) 0.32940(12) 0.0686(7) Uani 1 1 d . . . . .
H5A H 0.392673 0.248163 0.289464 0.112(17) Uiso 1 1 calc R . . . .
O6 O 0.4893(3) 0.10280(18) 0.24322(11) 0.0680(6) Uani 1 1 d . . . . .
C26 C 0.8331(4) 0.2657(3) 0.02369(15) 0.0563(8) Uani 1 1 d . . . . .
H26 H 0.887914 0.327347 0.051166 0.068 Uiso 1 1 calc R U . . .
C27 C 0.9104(4) 0.2017(3) -0.01460(15) 0.0569(8) Uani 1 1 d . . . . .
C28 C 0.8266(4) 0.1097(3) -0.05646(15) 0.0577(8) Uani 1 1 d . . . . .
C29 C 0.6685(4) 0.0854(3) -0.06088(15) 0.0584(8) Uani 1 1 d . . . . .
H29 H 0.613502 0.025221 -0.089903 0.070 Uiso 1 1 calc R U . . .
C30 C 0.5915(4) 0.1507(3) -0.02200(15) 0.0552(8) Uani 1 1 d . . . . .
C31 C 0.6744(3) 0.2403(2) 0.02220(14) 0.0519(7) Uani 1 1 d . . . . .
C32 C 0.5980(3) 0.3043(2) 0.06950(14) 0.0506(7) Uani 1 1 d . . . . .
C33 C 0.5290(3) 0.2737(2) 0.12093(14) 0.0507(7) Uani 1 1 d . . . . .
C34 C 0.4574(3) 0.3406(2) 0.16558(14) 0.0509(7) Uani 1 1 d . . . . .
C35 C 0.4715(3) 0.4455(2) 0.15416(14) 0.0492(7) Uani 1 1 d . . . . .
C36 C 0.5464(3) 0.4723(2) 0.10115(15) 0.0512(7) Uani 1 1 d . . . . .
C37 C 0.5612(4) 0.5716(3) 0.08829(17) 0.0622(9) Uani 1 1 d . . . . .
H37 H 0.610656 0.588745 0.052448 0.075 Uiso 1 1 calc R U . . .
C38 C 0.5021(4) 0.6439(3) 0.12910(17) 0.0620(9) Uani 1 1 d . . . . .
H38 H 0.511836 0.710143 0.120275 0.074 Uiso 1 1 calc R U . . .
C39 C 0.4274(4) 0.6211(2) 0.18380(15) 0.0547(8) Uani 1 1 d . . . . .
C40 C 0.4121(4) 0.5213(2) 0.19491(15) 0.0550(8) Uani 1 1 d . . . . .
H40 H 0.361215 0.504083 0.230335 0.066 Uiso 1 1 calc R U . . .
C41 C 0.3687(4) 0.7015(2) 0.22837(16) 0.0573(8) Uani 1 1 d . . . . .
C42 C 0.3725(5) 0.7037(3) 0.29731(18) 0.0719(10) Uani 1 1 d . . . . .
H42 H 0.414241 0.654529 0.315315 0.086 Uiso 1 1 calc R U . . .
C43 C 0.3161(5) 0.7768(3) 0.33922(18) 0.0732(10) Uani 1 1 d . . . . .
H43 H 0.318764 0.776165 0.384877 0.088 Uiso 1 1 calc R U . . .
C44 C 0.2554(4) 0.8513(3) 0.31333(18) 0.0627(9) Uani 1 1 d . . . . .
C45 C 0.2557(4) 0.8528(3) 0.24554(18) 0.0655(9) Uani 1 1 d . . . . .
H45 H 0.218753 0.904243 0.228180 0.079 Uiso 1 1 calc R U . . .
C46 C 0.3105(4) 0.7783(3) 0.20369(17) 0.0612(8) Uani 1 1 d . . . . .
H46 H 0.308484 0.779596 0.158131 0.073 Uiso 1 1 calc R U . . .
C47 C 0.1960(4) 0.9277(3) 0.3571(2) 0.0715(10) Uani 1 1 d . . . . .
C48 C 0.3430(4) 0.0533(3) -0.07378(17) 0.0703(10) Uani 1 1 d . . . . .
H48A H 0.236932 0.057352 -0.073143 0.105 Uiso 1 1 calc R U . . .
H48B H 0.357712 -0.012181 -0.064726 0.105 Uiso 1 1 calc R U . . .
H48C H 0.371956 0.059609 -0.117301 0.105 Uiso 1 1 calc R U . . .
C49 C 0.8518(6) -0.0570(3) -0.1136(3) 0.1083(16) Uani 1 1 d . . . . .
H49A H 0.933248 -0.092734 -0.124106 0.162 Uiso 1 1 calc R U . . .
H49B H 0.778751 -0.067911 -0.153154 0.162 Uiso 1 1 calc R U . . .
H49C H 0.801678 -0.083272 -0.078757 0.162 Uiso 1 1 calc R U . . .
C50 C 1.1554(4) 0.3090(3) 0.0299(2) 0.0863(12) Uani 1 1 d . . . . .
H50A H 1.262421 0.311762 0.026006 0.130 Uiso 1 1 calc R U . . .
H50B H 1.137569 0.306089 0.075292 0.130 Uiso 1 1 calc R U . . .
H50C H 1.126502 0.369729 0.018502 0.130 Uiso 1 1 calc R U . . .
N2 N 0.1486(4) 0.9875(3) 0.39260(19) 0.0916(11) Uani 1 1 d . . . . .
O7 O 0.4353(3) 0.1347(2) -0.02386(12) 0.0734(7) Uani 1 1 d . . . . .
O8 O 0.9126(3) 0.0490(2) -0.09142(14) 0.0826(8) Uani 1 1 d . . . . .
O9 O 1.0664(3) 0.2193(2) -0.01484(12) 0.0751(7) Uani 1 1 d . . . . .
O10 O 0.6069(2) 0.40318(17) 0.05899(10) 0.0573(6) Uani 1 1 d . . . . .
O11 O 0.5269(3) 0.17544(16) 0.12947(12) 0.0635(6) Uani 1 1 d . . . . .
H11A H 0.501842 0.170038 0.166593 0.084(13) Uiso 1 1 calc R . . . .
O12 O 0.3887(3) 0.31041(18) 0.21110(11) 0.0683(7) Uani 1 1 d . . . . .
C51 C 1.0322(6) 0.2647(4) 0.2634(3) 0.1201(18) Uani 1 1 d D U . . .
H51 H 1.129464 0.270186 0.244273 0.144 Uiso 1 1 calc R U . A 1
Cl1 Cl 0.8919(5) 0.2513(4) 0.19673(14) 0.191(2) Uani 0.668(5) 1 d D U P B 1
Cl2 Cl 1.0561(6) 0.3662(4) 0.3253(3) 0.207(3) Uani 0.668(5) 1 d D U P B 1
Cl3 Cl 1.0025(5) 0.1438(2) 0.28954(14) 0.1558(15) Uani 0.668(5) 1 d D U P B 1
Cl2' Cl 0.9841(15) 0.3260(10) 0.3450(5) 0.220(6) Uani 0.332(5) 1 d D U P B 2
Cl1' Cl 1.0110(12) 0.3652(10) 0.2222(6) 0.243(5) Uani 0.332(5) 1 d D U P B 2
Cl3' Cl 0.8819(11) 0.1762(8) 0.2424(7) 0.272(7) Uani 0.332(5) 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 0.0181 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
_geom_angle_publ_flag
C2 C1 C6 121.5(3) . . ?
C2 C1 H1 119.2 . . ?
C6 C1 H1 119.2 . . ?
C1 C2 O1 125.2(3) . . ?
C1 C2 C3 119.4(3) . . ?
O1 C2 C3 115.3(3) . . ?
O2 C3 C4 124.5(3) . . ?
O2 C3 C2 115.7(3) . . ?
C4 C3 C2 119.8(3) . . ?
C3 C4 C5 120.2(3) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
O3 C5 C4 124.3(3) . . ?
O3 C5 C6 115.3(3) . . ?
C4 C5 C6 120.3(3) . . ?
C1 C6 C5 118.6(3) . . ?
C1 C6 C7 119.4(3) . . ?
C5 C6 C7 121.9(3) . . ?
C8 C7 O4 121.4(3) . . ?
C8 C7 C6 124.7(3) . . ?
O4 C7 C6 113.8(3) . . ?
C7 C8 O5 118.9(3) . . ?
C7 C8 C9 122.1(3) . . ?
O5 C8 C9 118.9(3) . . ?
O6 C9 C8 121.9(3) . . ?
O6 C9 C10 122.9(3) . . ?
C8 C9 C10 115.3(3) . . ?
C11 C10 C15 118.6(3) . . ?
C11 C10 C9 119.4(3) . . ?
C15 C10 C9 122.0(3) . . ?
O4 C11 C12 117.1(3) . . ?
O4 C11 C10 122.1(3) . . ?
C12 C11 C10 120.8(3) . . ?
C13 C12 C11 119.0(3) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C12 C13 C14 122.2(3) . . ?
C12 C13 H13 118.9 . . ?
C14 C13 H13 118.9 . . ?
C15 C14 C13 117.3(3) . . ?
C15 C14 C16 121.5(3) . . ?
C13 C14 C16 121.2(3) . . ?
C14 C15 C10 122.3(3) . . ?
C14 C15 H15 118.9 . . ?
C10 C15 H15 118.9 . . ?
C17 C16 C21 117.0(3) . . ?
C17 C16 C14 121.3(3) . . ?
C21 C16 C14 121.6(3) . . ?
C18 C17 C16 121.6(4) . . ?
C18 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
C17 C18 C19 120.2(4) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C20 119.3(4) . . ?
C18 C19 C22 120.3(4) . . ?
C20 C19 C22 120.4(4) . . ?
C21 C20 C19 119.9(4) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C20 C21 C16 122.0(4) . . ?
C20 C21 H21 119.0 . . ?
C16 C21 H21 119.0 . . ?
N1 C22 C19 179.3(5) . . ?
O1 C23 H23A 109.5 . . ?
O1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
O3 C25 H25A 109.5 . . ?
O3 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O3 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C2 O1 C23 117.3(3) . . ?
C3 O2 C24 117.3(3) . . ?
C5 O3 C25 117.8(3) . . ?
C11 O4 C7 119.6(2) . . ?
C8 O5 H5A 109.5 . . ?
C27 C26 C31 121.4(3) . . ?
C27 C26 H26 119.3 . . ?
C31 C26 H26 119.3 . . ?
O9 C27 C26 125.2(3) . . ?
O9 C27 C28 115.9(3) . . ?
C26 C27 C28 118.9(3) . . ?
O8 C28 C29 124.2(3) . . ?
O8 C28 C27 115.3(3) . . ?
C29 C28 C27 120.5(3) . . ?
C28 C29 C30 120.0(3) . . ?
C28 C29 H29 120.0 . . ?
C30 C29 H29 120.0 . . ?
O7 C30 C29 124.4(3) . . ?
O7 C30 C31 115.6(3) . . ?
C29 C30 C31 119.9(3) . . ?
C26 C31 C30 119.1(3) . . ?
C26 C31 C32 119.7(3) . . ?
C30 C31 C32 121.1(3) . . ?
C33 C32 O10 121.1(3) . . ?
C33 C32 C31 125.2(3) . . ?
O10 C32 C31 113.6(3) . . ?
C32 C33 O11 118.2(3) . . ?
C32 C33 C34 122.3(3) . . ?
O11 C33 C34 119.5(3) . . ?
O12 C34 C33 121.8(3) . . ?
O12 C34 C35 122.8(3) . . ?
C33 C34 C35 115.4(3) . . ?
C36 C35 C40 118.5(3) . . ?
C36 C35 C34 119.2(3) . . ?
C40 C35 C34 122.3(3) . . ?
O10 C36 C35 122.2(3) . . ?
O10 C36 C37 116.8(3) . . ?
C35 C36 C37 120.9(3) . . ?
C38 C37 C36 119.1(3) . . ?
C38 C37 H37 120.4 . . ?
C36 C37 H37 120.4 . . ?
C37 C38 C39 122.1(3) . . ?
C37 C38 H38 118.9 . . ?
C39 C38 H38 118.9 . . ?
C40 C39 C38 117.6(3) . . ?
C40 C39 C41 121.3(3) . . ?
C38 C39 C41 121.0(3) . . ?
C39 C40 C35 121.7(3) . . ?
C39 C40 H40 119.1 . . ?
C35 C40 H40 119.1 . . ?
C46 C41 C42 117.5(3) . . ?
C46 C41 C39 121.5(3) . . ?
C42 C41 C39 120.9(3) . . ?
C43 C42 C41 121.7(3) . . ?
C43 C42 H42 119.2 . . ?
C41 C42 H42 119.2 . . ?
C42 C43 C44 119.9(3) . . ?
C42 C43 H43 120.1 . . ?
C44 C43 H43 120.1 . . ?
C43 C44 C45 119.4(3) . . ?
C43 C44 C47 119.9(3) . . ?
C45 C44 C47 120.7(3) . . ?
C46 C45 C44 120.3(3) . . ?
C46 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C45 C46 C41 121.1(3) . . ?
C45 C46 H46 119.4 . . ?
C41 C46 H46 119.4 . . ?
N2 C47 C44 178.9(4) . . ?
O7 C48 H48A 109.5 . . ?
O7 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
O7 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
O8 C49 H49A 109.5 . . ?
O8 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
O8 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
O9 C50 H50A 109.5 . . ?
O9 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
O9 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C30 O7 C48 118.7(3) . . ?
C28 O8 C49 118.8(3) . . ?
C27 O9 C50 117.2(3) . . ?
C36 O10 C32 119.7(2) . . ?
C33 O11 H11A 109.5 . . ?
Cl2 C51 Cl1 118.4(4) . . ?
Cl3' C51 Cl1' 108.6(7) . . ?
Cl2 C51 Cl3 114.2(4) . . ?
Cl1 C51 Cl3 106.0(3) . . ?
Cl3' C51 Cl2' 97.5(6) . . ?
Cl1' C51 Cl2' 96.5(6) . . ?
Cl2 C51 H51 105.7 . . ?
Cl1 C51 H51 105.7 . . ?
Cl3 C51 H51 105.7 . . ?
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
C1 C2 1.370(5) . ?
C1 C6 1.389(4) . ?
C1 H1 0.9300 . ?
C2 O1 1.370(4) . ?
C2 C3 1.407(5) . ?
C3 O2 1.364(4) . ?
C3 C4 1.376(5) . ?
C4 C5 1.388(5) . ?
C4 H4 0.9300 . ?
C5 O3 1.369(4) . ?
C5 C6 1.397(4) . ?
C6 C7 1.471(4) . ?
C7 C8 1.353(4) . ?
C7 O4 1.370(4) . ?
C8 O5 1.356(4) . ?
C8 C9 1.439(4) . ?
C9 O6 1.246(4) . ?
C9 C10 1.452(4) . ?
C10 C11 1.391(4) . ?
C10 C15 1.398(4) . ?
C11 O4 1.369(4) . ?
C11 C12 1.389(4) . ?
C12 C13 1.372(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.410(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.372(4) . ?
C14 C16 1.481(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(5) . ?
C16 C21 1.393(5) . ?
C17 C18 1.379(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.383(5) . ?
C19 C22 1.438(6) . ?
C20 C21 1.374(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 N1 1.141(5) . ?
C23 O1 1.421(5) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 O2 1.435(5) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 O3 1.435(4) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
O5 H5A 0.8200 . ?
C26 C27 1.374(4) . ?
C26 C31 1.391(4) . ?
C26 H26 0.9300 . ?
C27 O9 1.370(4) . ?
C27 C28 1.401(5) . ?
C28 O8 1.367(4) . ?
C28 C29 1.380(4) . ?
C29 C30 1.388(4) . ?
C29 H29 0.9300 . ?
C30 O7 1.367(4) . ?
C30 C31 1.397(4) . ?
C31 C32 1.468(4) . ?
C32 C33 1.354(4) . ?
C32 O10 1.372(4) . ?
C33 O11 1.358(4) . ?
C33 C34 1.433(4) . ?
C34 O12 1.246(3) . ?
C34 C35 1.454(4) . ?
C35 C36 1.389(4) . ?
C35 C40 1.402(4) . ?
C36 O10 1.363(4) . ?
C36 C37 1.391(4) . ?
C37 C38 1.369(5) . ?
C37 H37 0.9300 . ?
C38 C39 1.403(4) . ?
C38 H38 0.9300 . ?
C39 C40 1.384(4) . ?
C39 C41 1.479(5) . ?
C40 H40 0.9300 . ?
C41 C46 1.389(4) . ?
C41 C42 1.396(5) . ?
C42 C43 1.374(5) . ?
C42 H42 0.9300 . ?
C43 C44 1.384(5) . ?
C43 H43 0.9300 . ?
C44 C45 1.385(5) . ?
C44 C47 1.440(5) . ?
C45 C46 1.378(5) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 N2 1.143(5) . ?
C48 O7 1.417(4) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 O8 1.398(5) . ?
C49 H49A 0.9600 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9600 . ?
C50 O9 1.420(4) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
O11 H11A 0.8200 . ?
C51 Cl3' 1.586(8) . ?
C51 Cl2 1.640(6) . ?
C51 Cl1 1.722(5) . ?
C51 Cl1' 1.747(8) . ?
C51 Cl3 1.782(6) . ?
C51 Cl2' 1.836(11) . ?
C51 H51 0.9800 . ?
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 N2 0.93 2.66 3.467(5) 145.1 1_545 yes
C23 H23C Cl2' 0.96 2.76 3.603(12) 147.6 1_455 yes
C24 H24A Cl2' 0.96 2.79 3.573(13) 139.2 2_666 yes
C24 H24B O5 0.96 2.62 3.258(5) 124.4 2_666 yes
C25 H25A O1 0.96 2.62 3.349(5) 132.8 1_655 yes
O5 H5A O6 0.82 2.35 2.756(4) 111.5 . yes
O5 H5A O12 0.82 1.94 2.680(3) 150.5 . yes
O11 H11A O6 0.82 1.95 2.702(3) 153.0 . yes
C51 H51 O12 0.98 2.46 3.434(6) 170.4 1_655 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
C6 C1 C2 O1 -177.5(3) . . . . ?
C6 C1 C2 C3 1.8(5) . . . . ?
C1 C2 C3 O2 178.8(3) . . . . ?
O1 C2 C3 O2 -1.9(4) . . . . ?
C1 C2 C3 C4 -1.3(5) . . . . ?
O1 C2 C3 C4 178.0(3) . . . . ?
O2 C3 C4 C5 179.7(3) . . . . ?
C2 C3 C4 C5 -0.2(5) . . . . ?
C3 C4 C5 O3 -179.9(3) . . . . ?
C3 C4 C5 C6 1.1(5) . . . . ?
C2 C1 C6 C5 -0.8(5) . . . . ?
C2 C1 C6 C7 -178.8(3) . . . . ?
O3 C5 C6 C1 -179.7(3) . . . . ?
C4 C5 C6 C1 -0.6(5) . . . . ?
O3 C5 C6 C7 -1.8(5) . . . . ?
C4 C5 C6 C7 177.3(3) . . . . ?
C1 C6 C7 C8 69.5(4) . . . . ?
C5 C6 C7 C8 -108.5(4) . . . . ?
C1 C6 C7 O4 -107.3(3) . . . . ?
C5 C6 C7 O4 74.7(4) . . . . ?
O4 C7 C8 O5 179.0(3) . . . . ?
C6 C7 C8 O5 2.4(5) . . . . ?
O4 C7 C8 C9 -0.4(5) . . . . ?
C6 C7 C8 C9 -177.0(3) . . . . ?
C7 C8 C9 O6 178.5(3) . . . . ?
O5 C8 C9 O6 -0.9(5) . . . . ?
C7 C8 C9 C10 -1.1(4) . . . . ?
O5 C8 C9 C10 179.5(3) . . . . ?
O6 C9 C10 C11 -178.0(3) . . . . ?
C8 C9 C10 C11 1.6(4) . . . . ?
O6 C9 C10 C15 1.6(5) . . . . ?
C8 C9 C10 C15 -178.8(3) . . . . ?
C15 C10 C11 O4 179.8(3) . . . . ?
C9 C10 C11 O4 -0.6(4) . . . . ?
C15 C10 C11 C12 -0.9(5) . . . . ?
C9 C10 C11 C12 178.7(3) . . . . ?
O4 C11 C12 C13 -178.9(3) . . . . ?
C10 C11 C12 C13 1.8(5) . . . . ?
C11 C12 C13 C14 -1.5(5) . . . . ?
C12 C13 C14 C15 0.3(5) . . . . ?
C12 C13 C14 C16 -179.5(3) . . . . ?
C13 C14 C15 C10 0.6(5) . . . . ?
C16 C14 C15 C10 -179.6(3) . . . . ?
C11 C10 C15 C14 -0.3(5) . . . . ?
C9 C10 C15 C14 -179.9(3) . . . . ?
C15 C14 C16 C17 -150.5(3) . . . . ?
C13 C14 C16 C17 29.2(5) . . . . ?
C15 C14 C16 C21 28.0(5) . . . . ?
C13 C14 C16 C21 -152.2(3) . . . . ?
C21 C16 C17 C18 -0.3(6) . . . . ?
C14 C16 C17 C18 178.3(3) . . . . ?
C16 C17 C18 C19 -1.1(6) . . . . ?
C17 C18 C19 C20 1.6(6) . . . . ?
C17 C18 C19 C22 -178.5(4) . . . . ?
C18 C19 C20 C21 -0.7(6) . . . . ?
C22 C19 C20 C21 179.4(3) . . . . ?
C19 C20 C21 C16 -0.8(5) . . . . ?
C17 C16 C21 C20 1.2(5) . . . . ?
C14 C16 C21 C20 -177.4(3) . . . . ?
C1 C2 O1 C23 4.9(5) . . . . ?
C3 C2 O1 C23 -174.4(3) . . . . ?
C4 C3 O2 C24 2.3(5) . . . . ?
C2 C3 O2 C24 -177.8(3) . . . . ?
C4 C5 O3 C25 -0.5(5) . . . . ?
C6 C5 O3 C25 178.5(3) . . . . ?
C12 C11 O4 C7 179.7(3) . . . . ?
C10 C11 O4 C7 -1.0(4) . . . . ?
C8 C7 O4 C11 1.5(4) . . . . ?
C6 C7 O4 C11 178.5(3) . . . . ?
C31 C26 C27 O9 -178.1(3) . . . . ?
C31 C26 C27 C28 0.8(5) . . . . ?
O9 C27 C28 O8 0.7(4) . . . . ?
C26 C27 C28 O8 -178.3(3) . . . . ?
O9 C27 C28 C29 -178.9(3) . . . . ?
C26 C27 C28 C29 2.1(5) . . . . ?
O8 C28 C29 C30 178.3(3) . . . . ?
C27 C28 C29 C30 -2.1(5) . . . . ?
C28 C29 C30 O7 178.5(3) . . . . ?
C28 C29 C30 C31 -0.8(5) . . . . ?
C27 C26 C31 C30 -3.6(5) . . . . ?
C27 C26 C31 C32 172.9(3) . . . . ?
O7 C30 C31 C26 -175.7(3) . . . . ?
C29 C30 C31 C26 3.6(5) . . . . ?
O7 C30 C31 C32 7.8(4) . . . . ?
C29 C30 C31 C32 -172.8(3) . . . . ?
C26 C31 C32 C33 -111.8(4) . . . . ?
C30 C31 C32 C33 64.7(4) . . . . ?
C26 C31 C32 O10 65.8(4) . . . . ?
C30 C31 C32 O10 -117.7(3) . . . . ?
O10 C32 C33 O11 -178.7(3) . . . . ?
C31 C32 C33 O11 -1.2(4) . . . . ?
O10 C32 C33 C34 2.1(4) . . . . ?
C31 C32 C33 C34 179.6(3) . . . . ?
C32 C33 C34 O12 177.0(3) . . . . ?
O11 C33 C34 O12 -2.2(4) . . . . ?
C32 C33 C34 C35 -3.3(4) . . . . ?
O11 C33 C34 C35 177.5(3) . . . . ?
O12 C34 C35 C36 -178.3(3) . . . . ?
C33 C34 C35 C36 2.1(4) . . . . ?
O12 C34 C35 C40 1.8(5) . . . . ?
C33 C34 C35 C40 -177.9(3) . . . . ?
C40 C35 C36 O10 -179.7(3) . . . . ?
C34 C35 C36 O10 0.3(4) . . . . ?
C40 C35 C36 C37 -0.5(4) . . . . ?
C34 C35 C36 C37 179.5(3) . . . . ?
O10 C36 C37 C38 179.9(3) . . . . ?
C35 C36 C37 C38 0.6(5) . . . . ?
C36 C37 C38 C39 0.3(5) . . . . ?
C37 C38 C39 C40 -1.2(5) . . . . ?
C37 C38 C39 C41 178.1(3) . . . . ?
C38 C39 C40 C35 1.3(5) . . . . ?
C41 C39 C40 C35 -178.0(3) . . . . ?
C36 C35 C40 C39 -0.4(4) . . . . ?
C34 C35 C40 C39 179.5(3) . . . . ?
C40 C39 C41 C46 -146.6(3) . . . . ?
C38 C39 C41 C46 34.1(5) . . . . ?
C40 C39 C41 C42 34.5(5) . . . . ?
C38 C39 C41 C42 -144.7(3) . . . . ?
C46 C41 C42 C43 2.2(6) . . . . ?
C39 C41 C42 C43 -178.9(3) . . . . ?
C41 C42 C43 C44 -0.8(6) . . . . ?
C42 C43 C44 C45 -1.6(6) . . . . ?
C42 C43 C44 C47 179.8(4) . . . . ?
C43 C44 C45 C46 2.5(5) . . . . ?
C47 C44 C45 C46 -178.9(3) . . . . ?
C44 C45 C46 C41 -1.0(5) . . . . ?
C42 C41 C46 C45 -1.3(5) . . . . ?
C39 C41 C46 C45 179.8(3) . . . . ?
C29 C30 O7 C48 -7.7(5) . . . . ?
C31 C30 O7 C48 171.6(3) . . . . ?
C29 C28 O8 C49 -23.9(5) . . . . ?
C27 C28 O8 C49 156.5(4) . . . . ?
C26 C27 O9 C50 2.4(5) . . . . ?
C28 C27 O9 C50 -176.6(3) . . . . ?
C35 C36 O10 C32 -1.7(4) . . . . ?
C37 C36 O10 C32 179.1(3) . . . . ?
C33 C32 O10 C36 0.5(4) . . . . ?
C31 C32 O10 C36 -177.2(2) . . . . ?
