#------------------------------------------------------------------------------
#$Date: 2021-08-05 06:37:21 +0300 (Thu, 05 Aug 2021) $
#$Revision: 267956 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/33/7243344.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_7243344
loop_
_publ_author_name
'Sharma, Pragati R.'
'Pandey, Shubham'
'Malik, Apoorva'
'Choudhary, Ganpat'
'Soni, Vineet K.'
'Sharma, Rakesh K.'
_publ_section_title
;
 Calix[4]amido crown functionalized visible sensors for cyanide and iodide
 anions
;
_journal_issue                   43
_journal_name_full               'RSC Advances'
_journal_page_first              26644
_journal_page_last               26654
_journal_paper_doi               10.1039/D1RA03608D
_journal_volume                  11
_journal_year                    2021
_chemical_formula_sum            'C46 H47 Cl3 N4 O10'
_chemical_formula_weight         922.23
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2016-09-23 deposited with the CCDC.	2021-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.478(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.3406(8)
_cell_length_b                   17.5842(11)
_cell_length_c                   19.2583(11)
_cell_measurement_reflns_used    1812
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      19.59
_cell_measurement_theta_min      2.44
_cell_volume                     4680.2(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            36229
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.595
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.256
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1928
_exptl_crystal_size_max          0.216
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.113
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.789
_refine_diff_density_rms         0.217
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.925
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     570
_refine_ls_number_reflns         8200
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      2.145
_refine_ls_R_factor_all          0.1390
_refine_ls_R_factor_gt           0.0930
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²+0.1671P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2791
_refine_ls_wR_factor_ref         0.3244
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5666
_reflns_number_total             8217
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra03608d2.cif
_cod_data_source_block
9,10,11,12,13,14-Hexahydro-29,32-dihydroxy-28H-4,18-(methano[1,3]benzenomethano)-23,27-metheno-6H,22H-dibenzo[n,w][1,13,4,7,10]dioxatriazacyclotetracosine-7,15(8H,16H)-dione-N-benzyl
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7243344
_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.
;
_shelxl_version_number           2013-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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
Cl1 Cl 0.5568(2) 0.25457(17) 0.41660(14) 0.1540(10) Uani 1 1 d . . . . .
Cl2 Cl 0.6002(2) 0.39862(16) 0.48209(15) 0.1593(11) Uani 1 1 d . . . . .
Cl3 Cl 0.41183(16) 0.3723(3) 0.39034(14) 0.2030(18) Uani 1 1 d . . . . .
O1 O 0.0422(2) 0.20790(16) 0.39124(12) 0.0398(7) Uani 1 1 d . . . . .
O2 O 0.1465(2) 0.29329(16) 0.30598(13) 0.0480(8) Uani 1 1 d . . . . .
H2 H 0.1374 0.2832 0.2631 0.072 Uiso 1 1 calc R U . . .
O3 O 0.0789(2) 0.24242(15) 0.16978(12) 0.0376(7) Uani 1 1 d . . . . .
O4 O -0.0534(2) 0.19058(19) 0.24786(14) 0.0503(8) Uani 1 1 d . . . . .
H4 H -0.0212 0.2264 0.2688 0.075 Uiso 1 1 calc R U . . .
O5 O 0.2195(2) 0.08101(19) 0.49339(16) 0.0595(9) Uani 1 1 d . . . . .
O6 O 0.1672(2) 0.07161(17) 0.11246(15) 0.0507(8) Uani 1 1 d . . . . .
O7 O 0.4227(4) -0.0820(3) 0.2283(3) 0.128(2) Uani 1 1 d . . . . .
N1 N 0.2074(3) 0.1447(2) 0.38856(18) 0.0481(10) Uani 1 1 d . . . . .
H1 H 0.1734 0.1759 0.3576 0.058 Uiso 1 1 calc R U . . .
N2 N 0.0725(3) 0.09249(19) 0.18801(17) 0.0418(9) Uani 1 1 d . . . . .
H2A H 0.0422 0.1267 0.2053 0.050 Uiso 1 1 calc R U . . .
N3 N 0.2354(3) 0.0114(2) 0.28567(18) 0.0466(10) Uani 1 1 d . . . . .
N4 N 0.3632(4) 0.0332(3) 0.2041(3) 0.0835(15) Uani 1 1 d . . . . .
H4A H 0.3186 0.0639 0.2089 0.100 Uiso 1 1 calc R U . . .
C1 C -0.0090(3) 0.2709(2) 0.40632(17) 0.0364(10) Uani 1 1 d . . . . .
C2 C -0.1086(3) 0.2641(3) 0.39123(19) 0.0404(11) Uani 1 1 d . . . . .
C3 C -0.1588(4) 0.3272(3) 0.4079(2) 0.0496(12) Uani 1 1 d . . . . .
H3 H -0.2259 0.3251 0.3986 0.060 Uiso 1 1 calc R U . . .
C4 C -0.1103(4) 0.3926(3) 0.4381(2) 0.0508(13) Uani 1 1 d . . . . .
H4B H -0.1443 0.4331 0.4506 0.061 Uiso 1 1 calc R U . . .
C5 C -0.0118(4) 0.3972(3) 0.4495(2) 0.0455(12) Uani 1 1 d . . . . .
H5 H 0.0198 0.4417 0.4686 0.055 Uiso 1 1 calc R U . . .
C6 C 0.0422(3) 0.3374(2) 0.43323(18) 0.0378(10) Uani 1 1 d . . . . .
C7 C 0.1495(3) 0.3470(3) 0.44249(19) 0.0440(11) Uani 1 1 d . . . . .
H7A H 0.1786 0.2975 0.4409 0.053 Uiso 1 1 calc R U . . .
H7B H 0.1787 0.3691 0.4895 0.053 Uiso 1 1 calc R U . . .
C8 C 0.1714(3) 0.3975(2) 0.3848(2) 0.0398(10) Uani 1 1 d . . . . .
C9 C 0.1964(3) 0.4728(3) 0.3992(2) 0.0532(12) Uani 1 1 d . . . . .
H9 H 0.2019 0.4923 0.4450 0.064 Uiso 1 1 calc R U . . .
C10 C 0.2133(4) 0.5194(3) 0.3461(3) 0.0620(14) Uani 1 1 d . . . . .
H10 H 0.2285 0.5704 0.3559 0.074 Uiso 1 1 calc R U . . .
C11 C 0.2077(3) 0.4909(3) 0.2792(3) 0.0525(12) Uani 1 1 d . . . . .
H11 H 0.2203 0.5227 0.2442 0.063 Uiso 1 1 calc R U . . .
C12 C 0.1835(3) 0.4158(3) 0.2622(2) 0.0422(10) Uani 1 1 d . . . . .
C13 C 0.1666(3) 0.3690(2) 0.3167(2) 0.0369(10) Uani 1 1 d . . . . .
C14 C 0.1790(3) 0.3852(3) 0.1874(2) 0.0460(11) Uani 1 1 d . . . . .
H14A H 0.2134 0.4197 0.1637 0.055 Uiso 1 1 calc R U . . .
H14B H 0.2116 0.3364 0.1922 0.055 Uiso 1 1 calc R U . . .
C15 C 0.0766(3) 0.3756(3) 0.1407(2) 0.0423(11) Uani 1 1 d . . . . .
C16 C 0.0252(4) 0.4356(3) 0.1021(2) 0.0524(13) Uani 1 1 d . . . . .
H16 H 0.0552 0.4827 0.1035 0.063 Uiso 1 1 calc R U . . .
C17 C -0.0691(4) 0.4274(3) 0.0615(2) 0.0572(14) Uani 1 1 d . . . . .
H17 H -0.1007 0.4683 0.0346 0.069 Uiso 1 1 calc R U . . .
C18 C -0.1166(4) 0.3600(3) 0.0604(2) 0.0505(12) Uani 1 1 d . . . . .
H18 H -0.1810 0.3560 0.0339 0.061 Uiso 1 1 calc R U . . .
C19 C -0.0699(3) 0.2969(2) 0.09845(18) 0.0412(11) Uani 1 1 d . . . . .
C20 C 0.0271(3) 0.3053(2) 0.13485(19) 0.0403(11) Uani 1 1 d . . . . .
C21 C -0.1247(3) 0.2246(3) 0.0998(2) 0.0478(12) Uani 1 1 d . . . . .
H21A H -0.0791 0.1829 0.1123 0.057 Uiso 1 1 calc R U . . .
H21B H -0.1662 0.2149 0.0519 0.057 Uiso 1 1 calc R U . . .
C22 C -0.1861(3) 0.2267(3) 0.1527(2) 0.0431(11) Uani 1 1 d . . . . .
C23 C -0.2848(4) 0.2443(3) 0.1287(3) 0.0564(13) Uani 1 1 d . . . . .
H23 H -0.3119 0.2553 0.0802 0.068 Uiso 1 1 calc R U . . .
C24 C -0.3422(4) 0.2458(3) 0.1757(3) 0.0645(15) Uani 1 1 d . . . . .
H24 H -0.4076 0.2574 0.1588 0.077 Uiso 1 1 calc R U . . .
C25 C -0.3039(4) 0.2304(3) 0.2463(3) 0.0580(13) Uani 1 1 d . . . . .
H25 H -0.3435 0.2321 0.2774 0.070 Uiso 1 1 calc R U . . .
C26 C -0.2064(3) 0.2119(3) 0.2737(2) 0.0451(11) Uani 1 1 d . . . . .
C27 C -0.1495(3) 0.2114(2) 0.2256(2) 0.0408(10) Uani 1 1 d . . . . .
C28 C -0.1634(3) 0.1965(3) 0.3539(2) 0.0465(11) Uani 1 1 d . . . . .
H28A H -0.2150 0.1841 0.3759 0.056 Uiso 1 1 calc R U . . .
H28B H -0.1202 0.1530 0.3598 0.056 Uiso 1 1 calc R U . . .
C29 C 0.0844(3) 0.1611(2) 0.4519(2) 0.0437(11) Uani 1 1 d . . . . .
H29A H 0.0392 0.1212 0.4555 0.052 Uiso 1 1 calc R U . . .
H29B H 0.0966 0.1915 0.4955 0.052 Uiso 1 1 calc R U . . .
C30 C 0.1771(3) 0.1259(2) 0.4464(2) 0.0426(11) Uani 1 1 d . . . . .
C31 C 0.2962(4) 0.1138(3) 0.3765(3) 0.0618(14) Uani 1 1 d . . . . .
H31A H 0.3483 0.1224 0.4197 0.074 Uiso 1 1 calc R U . . .
H31B H 0.3114 0.1425 0.3379 0.074 Uiso 1 1 calc R U . . .
C32 C 0.2951(4) 0.0306(3) 0.3578(2) 0.0602(14) Uani 1 1 d . . . . .
H32A H 0.3609 0.0143 0.3619 0.072 Uiso 1 1 calc R U . . .
H32B H 0.2717 0.0021 0.3929 0.072 Uiso 1 1 calc R U . . .
C33 C 0.1333(3) -0.0011(3) 0.2827(2) 0.0468(12) Uani 1 1 d . . . . .
H33A H 0.1160 0.0313 0.3181 0.056 Uiso 1 1 calc R U . . .
H33B H 0.1247 -0.0535 0.2955 0.056 Uiso 1 1 calc R U . . .
C34 C 0.0668(3) 0.0150(2) 0.2103(2) 0.0440(11) Uani 1 1 d . . . . .
H34A H 0.0825 -0.0186 0.1752 0.053 Uiso 1 1 calc R U . . .
H34B H 0.0008 0.0042 0.2114 0.053 Uiso 1 1 calc R U . . .
C35 C 0.1221(3) 0.1141(2) 0.14228(19) 0.0374(10) Uani 1 1 d . . . . .
C36 C 0.1224(3) 0.1967(2) 0.1250(2) 0.0428(11) Uani 1 1 d . . . . .
H36A H 0.1886 0.2132 0.1310 0.051 Uiso 1 1 calc R U . . .
H36B H 0.0875 0.2044 0.0749 0.051 Uiso 1 1 calc R U . . .
C37 C 0.2764(4) -0.0549(3) 0.2572(3) 0.0627(14) Uani 1 1 d . . . . .
H37A H 0.2264 -0.0776 0.2186 0.075 Uiso 1 1 calc R U . . .
H37B H 0.2960 -0.0926 0.2951 0.075 Uiso 1 1 calc R U . . .
C38 C 0.3611(4) -0.0358(3) 0.2294(3) 0.0656(15) Uani 1 1 d . . . . .
C39 C 0.4335(6) 0.0633(4) 0.1685(4) 0.099(2) Uani 1 1 d . . . . .
H39A H 0.4277 0.0360 0.1237 0.119 Uiso 1 1 calc R U . . .
H39B H 0.4984 0.0553 0.1991 0.119 Uiso 1 1 calc R U . . .
C40 C 0.4178(4) 0.1456(3) 0.1531(3) 0.0642(15) Uani 1 1 d . . . . .
C41 C 0.3921(4) 0.1712(4) 0.0836(3) 0.0766(17) Uani 1 1 d . . . . .
H41 H 0.3844 0.1368 0.0458 0.092 Uiso 1 1 calc R U . . .
C42 C 0.3775(5) 0.2475(5) 0.0693(5) 0.101(2) Uani 1 1 d . . . . .
H42 H 0.3633 0.2643 0.0218 0.121 Uiso 1 1 calc R U . . .
C43 C 0.3831(5) 0.2973(5) 0.1210(5) 0.100(2) Uani 1 1 d . . . . .
H43 H 0.3711 0.3484 0.1099 0.120 Uiso 1 1 calc R U . . .
C44 C 0.4061(5) 0.2744(5) 0.1896(5) 0.102(2) Uani 1 1 d . . . . .
H44 H 0.4102 0.3101 0.2259 0.122 Uiso 1 1 calc R U . . .
C45 C 0.4239(4) 0.1980(5) 0.2078(3) 0.0812(19) Uani 1 1 d . . . . .
H45 H 0.4396 0.1825 0.2557 0.097 Uiso 1 1 calc R U . . .
C46 C 0.5314(5) 0.3532(5) 0.4053(4) 0.109(3) Uani 1 1 d . . . . .
H46 H 0.5525 0.3712 0.3638 0.130 Uiso 1 1 calc R U . . .
O8W O 0.4223(8) 0.9052(5) 0.5009(5) 0.232(5) Uani 1 1 d . . . . .
O9W O 0.5181(6) 0.9494(6) 0.4557(6) 0.230(4) Uani 1 1 d . . . . .
O10W O 0.6062(8) 0.0354(6) 0.3685(5) 0.236(5) Uani 1 1 d . . . . .
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
C1 O1 C29 114.7(3) . . ?
C13 O2 H2 109.5 . . ?
C20 O3 C36 114.4(3) . . ?
C27 O4 H4 109.5 . . ?
C30 N1 C31 122.0(4) . . ?
C30 N1 H1 119.0 . . ?
C31 N1 H1 119.0 . . ?
C35 N2 C34 123.6(3) . . ?
C35 N2 H2A 118.2 . . ?
C34 N2 H2A 118.2 . . ?
C32 N3 C33 113.3(3) . . ?
C32 N3 C37 110.2(4) . . ?
C33 N3 C37 111.1(4) . . ?
C38 N4 C39 126.6(5) . . ?
C38 N4 H4A 116.7 . . ?
C39 N4 H4A 116.7 . . ?
C2 C1 O1 117.1(4) . . ?
C2 C1 C6 123.9(4) . . ?
O1 C1 C6 118.9(4) . . ?
C1 C2 C3 116.6(4) . . ?
C1 C2 C28 123.3(4) . . ?
C3 C2 C28 120.0(4) . . ?
C4 C3 C2 121.2(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C5 C4 C3 119.6(4) . . ?
C5 C4 H4B 120.2 . . ?
C3 C4 H4B 120.2 . . ?
C4 C5 C6 122.1(4) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C5 C6 C1 116.5(4) . . ?
C5 C6 C7 119.9(4) . . ?
C1 C6 C7 123.6(4) . . ?
C6 C7 C8 112.4(3) . . ?
C6 C7 H7A 109.1 . . ?
C8 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.8 . . ?
C9 C8 C13 118.8(4) . . ?
C9 C8 C7 120.4(4) . . ?
C13 C8 C7 120.8(4) . . ?
C8 C9 C10 120.4(4) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.2(5) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?
C10 C11 C12 121.5(5) . . ?
C10 C11 H11 119.2 . . ?
C12 C11 H11 119.2 . . ?
C11 C12 C13 117.7(4) . . ?
C11 C12 C14 120.4(4) . . ?
C13 C12 C14 121.8(4) . . ?
O2 C13 C8 116.7(3) . . ?
O2 C13 C12 122.0(4) . . ?
C8 C13 C12 121.2(4) . . ?
C15 C14 C12 113.1(3) . . ?
C15 C14 H14A 109.0 . . ?
C12 C14 H14A 109.0 . . ?
C15 C14 H14B 109.0 . . ?
C12 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
C16 C15 C20 116.1(4) . . ?
C16 C15 C14 121.8(4) . . ?
C20 C15 C14 122.1(4) . . ?
C17 C16 C15 121.7(5) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.1 . . ?
C18 C17 C16 120.8(4) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 120.8(5) . . ?
C17 C18 H18 119.6 . . ?
C19 C18 H18 119.6 . . ?
C20 C19 C18 117.2(4) . . ?
C20 C19 C21 122.7(4) . . ?
C18 C19 C21 120.1(4) . . ?
C19 C20 O3 119.4(4) . . ?
C19 C20 C15 123.1(4) . . ?
O3 C20 C15 117.4(4) . . ?
C19 C21 C22 113.1(3) . . ?
C19 C21 H21A 109.0 . . ?
C22 C21 H21A 109.0 . . ?
C19 C21 H21B 109.0 . . ?
C22 C21 H21B 109.0 . . ?
H21A C21 H21B 107.8 . . ?
C27 C22 C23 117.0(4) . . ?
C27 C22 C21 123.0(4) . . ?
C23 C22 C21 120.0(4) . . ?
C24 C23 C22 121.0(4) . . ?
C24 C23 H23 119.5 . . ?
C22 C23 H23 119.5 . . ?
C25 C24 C23 120.3(5) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C24 C25 C26 121.6(5) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 H25 119.2 . . ?
C27 C26 C25 117.3(4) . . ?
C27 C26 C28 121.5(4) . . ?
C25 C26 C28 121.1(4) . . ?
O4 C27 C22 116.3(4) . . ?
O4 C27 C26 120.7(4) . . ?
C22 C27 C26 122.8(4) . . ?
C2 C28 C26 111.2(3) . . ?
C2 C28 H28A 109.4 . . ?
C26 C28 H28A 109.4 . . ?
C2 C28 H28B 109.4 . . ?
C26 C28 H28B 109.4 . . ?
H28A C28 H28B 108.0 . . ?
O1 C29 C30 111.8(3) . . ?
O1 C29 H29A 109.2 . . ?
C30 C29 H29A 109.2 . . ?
O1 C29 H29B 109.3 . . ?
C30 C29 H29B 109.3 . . ?
H29A C29 H29B 107.9 . . ?
O5 C30 N1 124.2(4) . . ?
O5 C30 C29 119.2(4) . . ?
N1 C30 C29 116.6(4) . . ?
N1 C31 C32 116.4(4) . . ?
N1 C31 H31A 108.2 . . ?
C32 C31 H31A 108.2 . . ?
N1 C31 H31B 108.2 . . ?
C32 C31 H31B 108.2 . . ?
H31A C31 H31B 107.3 . . ?
N3 C32 C31 114.7(4) . . ?
N3 C32 H32A 108.6 . . ?
C31 C32 H32A 108.6 . . ?
N3 C32 H32B 108.6 . . ?
C31 C32 H32B 108.6 . . ?
H32A C32 H32B 107.6 . . ?
N3 C33 C34 113.0(3) . . ?
N3 C33 H33A 109.0 . . ?
C34 C33 H33A 109.0 . . ?
N3 C33 H33B 109.0 . . ?
C34 C33 H33B 109.0 . . ?
H33A C33 H33B 107.8 . . ?
N2 C34 C33 112.7(4) . . ?
N2 C34 H34A 109.1 . . ?
C33 C34 H34A 109.1 . . ?
N2 C34 H34B 109.1 . . ?
C33 C34 H34B 109.0 . . ?
H34A C34 H34B 107.8 . . ?
O6 C35 N2 125.4(4) . . ?
O6 C35 C36 117.1(4) . . ?
N2 C35 C36 117.5(3) . . ?
O3 C36 C35 112.6(3) . . ?
O3 C36 H36A 109.1 . . ?
C35 C36 H36A 109.1 . . ?
O3 C36 H36B 109.1 . . ?
C35 C36 H36B 109.1 . . ?
H36A C36 H36B 107.8 . . ?
N3 C37 C38 113.5(4) . . ?
N3 C37 H37A 108.9 . . ?
C38 C37 H37A 108.9 . . ?
N3 C37 H37B 108.9 . . ?
C38 C37 H37B 108.9 . . ?
H37A C37 H37B 107.7 . . ?
O7 C38 N4 121.9(6) . . ?
O7 C38 C37 121.8(5) . . ?
N4 C38 C37 116.3(5) . . ?
N4 C39 C40 111.1(5) . . ?
N4 C39 H39A 109.4 . . ?
C40 C39 H39A 109.4 . . ?
N4 C39 H39B 109.4 . . ?
C40 C39 H39B 109.4 . . ?
H39A C39 H39B 108.0 . . ?
C41 C40 C45 118.1(6) . . ?
C41 C40 C39 120.3(6) . . ?
C45 C40 C39 121.5(6) . . ?
C40 C41 C42 120.4(7) . . ?
C40 C41 H41 119.8 . . ?
C42 C41 H41 119.8 . . ?
C43 C42 C41 121.5(7) . . ?
C43 C42 H42 119.2 . . ?
C41 C42 H42 119.2 . . ?
C42 C43 C44 119.9(8) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.1 . . ?
C43 C44 C45 121.3(7) . . ?
C43 C44 H44 119.3 . . ?
C45 C44 H44 119.4 . . ?
C40 C45 C44 118.7(6) . . ?
C40 C45 H45 120.7 . . ?
C44 C45 H45 120.7 . . ?
Cl3 C46 Cl2 112.0(5) . . ?
Cl3 C46 Cl1 112.3(5) . . ?
Cl2 C46 Cl1 107.1(4) . . ?
Cl3 C46 H46 108.5 . . ?
Cl2 C46 H46 108.5 . . ?
Cl1 C46 H46 108.5 . . ?
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
Cl1 C46 1.774(9) . ?
Cl2 C46 1.737(8) . ?
Cl3 C46 1.694(8) . ?
O1 C1 1.402(5) . ?
O1 C29 1.426(5) . ?
O2 C13 1.365(5) . ?
O2 H2 0.8200 . ?
O3 C20 1.400(5) . ?
O3 C36 1.438(4) . ?
O4 C27 1.379(5) . ?
O4 H4 0.8204 . ?
O5 C30 1.232(5) . ?
O6 C35 1.226(5) . ?
O7 C38 1.204(6) . ?
N1 C30 1.341(5) . ?
N1 C31 1.459(6) . ?
N1 H1 0.8600 . ?
N2 C35 1.327(5) . ?
N2 C34 1.438(5) . ?
N2 H2A 0.8600 . ?
N3 C32 1.463(6) . ?
N3 C33 1.467(6) . ?
N3 C37 1.476(6) . ?
N4 C38 1.312(7) . ?
N4 C39 1.461(8) . ?
N4 H4A 0.8600 . ?
C1 C2 1.384(6) . ?
C1 C6 1.403(6) . ?
C2 C3 1.406(6) . ?
C2 C28 1.500(6) . ?
C3 C4 1.389(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(7) . ?
C4 H4B 0.9300 . ?
C5 C6 1.390(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.512(6) . ?
C7 C8 1.519(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.381(6) . ?
C8 C13 1.388(5) . ?
C9 C10 1.382(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.364(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.405(6) . ?
C12 C14 1.522(6) . ?
C14 C15 1.513(7) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.384(6) . ?
C15 C20 1.415(6) . ?
C16 C17 1.377(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.365(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.398(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.388(6) . ?
C19 C21 1.499(7) . ?
C21 C22 1.515(6) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C27 1.386(6) . ?
C22 C23 1.401(6) . ?
C23 C24 1.377(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.351(7) . ?
C24 H24 0.9300 . ?
C25 C26 1.395(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.388(6) . ?
C26 C28 1.528(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.496(6) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C31 C32 1.507(7) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.491(6) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.490(6) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.491(8) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C39 C40 1.482(9) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C41 1.366(8) . ?
C40 C45 1.384(8) . ?
C41 C42 1.375(10) . ?
C41 H41 0.9300 . ?
C42 C43 1.312(11) . ?
C42 H42 0.9300 . ?
C43 C44 1.335(11) . ?
C43 H43 0.9300 . ?
C44 C45 1.395(10) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?
C46 H46 0.9800 . ?
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
C29 O1 C1 C2 -98.5(4) . . . . ?
C29 O1 C1 C6 83.5(4) . . . . ?
O1 C1 C2 C3 178.8(3) . . . . ?
C6 C1 C2 C3 -3.4(5) . . . . ?
O1 C1 C2 C28 -5.8(5) . . . . ?
C6 C1 C2 C28 172.0(3) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C28 C2 C3 C4 -175.7(3) . . . . ?
C2 C3 C4 C5 2.5(6) . . . . ?
C3 C4 C5 C6 -1.6(6) . . . . ?
C4 C5 C6 C1 -1.7(5) . . . . ?
C4 C5 C6 C7 176.3(3) . . . . ?
C2 C1 C6 C5 4.3(5) . . . . ?
O1 C1 C6 C5 -177.9(3) . . . . ?
C2 C1 C6 C7 -173.6(3) . . . . ?
O1 C1 C6 C7 4.2(5) . . . . ?
C5 C6 C7 C8 -73.2(4) . . . . ?
C1 C6 C7 C8 104.6(4) . . . . ?
C6 C7 C8 C9 100.1(5) . . . . ?
C6 C7 C8 C13 -79.9(5) . . . . ?
C13 C8 C9 C10 2.1(7) . . . . ?
C7 C8 C9 C10 -177.9(4) . . . . ?
C8 C9 C10 C11 -1.6(8) . . . . ?
C9 C10 C11 C12 1.1(8) . . . . ?
C10 C11 C12 C13 -1.2(7) . . . . ?
C10 C11 C12 C14 -179.3(5) . . . . ?
C9 C8 C13 O2 176.7(4) . . . . ?
C7 C8 C13 O2 -3.3(6) . . . . ?
C9 C8 C13 C12 -2.2(6) . . . . ?
C7 C8 C13 C12 177.8(4) . . . . ?
C11 C12 C13 O2 -177.1(4) . . . . ?
C14 C12 C13 O2 0.9(7) . . . . ?
C11 C12 C13 C8 1.7(6) . . . . ?
C14 C12 C13 C8 179.8(4) . . . . ?
C11 C12 C14 C15 -103.9(5) . . . . ?
C13 C12 C14 C15 78.1(5) . . . . ?
C12 C14 C15 C16 83.7(5) . . . . ?
C12 C14 C15 C20 -95.1(5) . . . . ?
C20 C15 C16 C17 1.2(6) . . . . ?
C14 C15 C16 C17 -177.7(4) . . . . ?
C15 C16 C17 C18 2.6(6) . . . . ?
C16 C17 C18 C19 -2.0(6) . . . . ?
C17 C18 C19 C20 -2.3(6) . . . . ?
C17 C18 C19 C21 176.7(4) . . . . ?
C18 C19 C20 O3 -175.7(3) . . . . ?
C21 C19 C20 O3 5.2(5) . . . . ?
C18 C19 C20 C15 6.4(5) . . . . ?
C21 C19 C20 C15 -172.7(3) . . . . ?
C36 O3 C20 C19 87.9(4) . . . . ?
C36 O3 C20 C15 -94.1(4) . . . . ?
C16 C15 C20 C19 -5.8(5) . . . . ?
C14 C15 C20 C19 173.1(3) . . . . ?
C16 C15 C20 O3 176.3(3) . . . . ?
C14 C15 C20 O3 -4.9(5) . . . . ?
C20 C19 C21 C22 99.6(5) . . . . ?
C18 C19 C21 C22 -79.4(4) . . . . ?
C19 C21 C22 C27 -83.2(5) . . . . ?
C19 C21 C22 C23 97.0(5) . . . . ?
C27 C22 C23 C24 -0.4(7) . . . . ?
C21 C22 C23 C24 179.3(5) . . . . ?
C22 C23 C24 C25 0.3(8) . . . . ?
C23 C24 C25 C26 -0.6(8) . . . . ?
C24 C25 C26 C27 1.1(7) . . . . ?
C24 C25 C26 C28 178.5(5) . . . . ?
C23 C22 C27 O4 177.1(4) . . . . ?
C21 C22 C27 O4 -2.7(6) . . . . ?
C23 C22 C27 C26 1.0(7) . . . . ?
C21 C22 C27 C26 -178.8(4) . . . . ?
C25 C26 C27 O4 -177.2(4) . . . . ?
C28 C26 C27 O4 5.4(6) . . . . ?
C25 C26 C27 C22 -1.3(7) . . . . ?
C28 C26 C27 C22 -178.7(4) . . . . ?
C1 C2 C28 C26 -98.4(5) . . . . ?
C3 C2 C28 C26 76.9(5) . . . . ?
C27 C26 C28 C2 76.2(5) . . . . ?
C25 C26 C28 C2 -101.1(5) . . . . ?
C1 O1 C29 C30 -147.4(4) . . . . ?
C31 N1 C30 O5 -1.1(7) . . . . ?
C31 N1 C30 C29 -179.5(4) . . . . ?
O1 C29 C30 O5 -176.6(4) . . . . ?
O1 C29 C30 N1 2.0(5) . . . . ?
C30 N1 C31 C32 69.8(6) . . . . ?
C33 N3 C32 C31 -85.6(5) . . . . ?
C37 N3 C32 C31 149.2(4) . . . . ?
N1 C31 C32 N3 71.1(6) . . . . ?
C32 N3 C33 C34 153.3(4) . . . . ?
C37 N3 C33 C34 -82.0(5) . . . . ?
C35 N2 C34 C33 100.4(5) . . . . ?
N3 C33 C34 N2 -60.5(5) . . . . ?
C34 N2 C35 O6 1.5(6) . . . . ?
C34 N2 C35 C36 -179.2(4) . . . . ?
C20 O3 C36 C35 -144.6(4) . . . . ?
O6 C35 C36 O3 -172.1(4) . . . . ?
N2 C35 C36 O3 8.6(5) . . . . ?
C32 N3 C37 C38 -78.3(5) . . . . ?
C33 N3 C37 C38 155.3(4) . . . . ?
C39 N4 C38 O7 3.5(11) . . . . ?
C39 N4 C38 C37 -174.3(6) . . . . ?
N3 C37 C38 O7 153.2(6) . . . . ?
N3 C37 C38 N4 -28.9(7) . . . . ?
C38 N4 C39 C40 -174.9(6) . . . . ?
N4 C39 C40 C41 -116.4(6) . . . . ?
N4 C39 C40 C45 60.4(9) . . . . ?
C45 C40 C41 C42 3.1(9) . . . . ?
C39 C40 C41 C42 180.0(6) . . . . ?
C40 C41 C42 C43 -3.3(11) . . . . ?
C41 C42 C43 C44 1.9(12) . . . . ?
C42 C43 C44 C45 -0.4(11) . . . . ?
C41 C40 C45 C44 -1.6(9) . . . . ?
C39 C40 C45 C44 -178.5(6) . . . . ?
C43 C44 C45 C40 0.3(10) . . . . ?
