#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:51:50 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179458 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/55/4335541.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_4335541
loop_
_publ_author_name
'Antti Riisiö'
'Ari Väisänen'
'Reijo Sillanpää'
_publ_section_title
;
 Uranyl Complexes of Alkyl-Bridged Ditopic Diaminotetraphenol Ligands and
 Their Use as Uranyl Ion Extractors
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8591
_journal_page_last               8600
_journal_paper_doi               10.1021/ic400663y
_journal_volume                  52
_journal_year                    2013
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C108 H156 N4 O12 U2, 4 (C H2 Cl2)'
_chemical_formula_sum            'C112 H164 Cl8 N4 O12 U2'
_chemical_formula_weight         2518.13
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2012-08-07T14:24:26-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                103.1870(10)
_cell_angle_beta                 107.4660(10)
_cell_angle_gamma                91.5740(10)
_cell_formula_units_Z            1
_cell_length_a                   13.4717(3)
_cell_length_b                   15.1909(3)
_cell_length_c                   15.4542(3)
_cell_measurement_reflns_used    11191
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      28.283
_cell_measurement_theta_min      0.407
_cell_measurement_wavelength     0.71073
_cell_volume                     2921.58(11)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            38367
_diffrn_reflns_theta_full        26
_diffrn_reflns_theta_max         26
_diffrn_reflns_theta_min         2.45
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    3.008
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.583
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_description       plate
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_refine_diff_density_max         2.217
_refine_diff_density_min         -1.66
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     644
_refine_ls_number_reflns         11427
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0412
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0294P)²+13.1959P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.0969
_reflns_number_gt                9962
_reflns_number_total             11427
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic400663y_si_002_5.cif
_cod_data_source_block           ut6-a193_5
_cod_original_cell_volume        2921.58(10)
_cod_database_code               4335541
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
U1 U -0.054198(14) 0.000330(12) 0.247286(13) 0.01900(6) Uani 1 1 d .
Cl1 Cl 0.60152(13) 0.10632(13) 0.30685(11) 0.0504(4) Uani 1 1 d .
Cl2 Cl 0.57204(13) 0.06773(16) 0.10653(12) 0.0650(5) Uani 1 1 d .
Cl3 Cl 0.0727(3) 0.3632(3) 0.5107(2) 0.1232(11) Uani 1 1 d D
Cl4 Cl 0.2349(2) 0.4222(2) 0.6854(2) 0.1228(11) Uani 1 1 d D
O1 O -0.1342(3) 0.0213(2) 0.3229(2) 0.0251(7) Uani 1 1 d .
O2 O 0.0277(3) -0.0195(2) 0.1724(2) 0.0255(8) Uani 1 1 d .
O3 O 0.0803(3) 0.0834(2) 0.3661(2) 0.0239(7) Uani 1 1 d .
O4 O 0.0051(3) -0.1167(2) 0.3083(2) 0.0287(8) Uani 1 1 d .
O5 O 0.1967(3) 0.0784(2) -0.1334(2) 0.0286(8) Uani 1 1 d .
O6 O 0.1155(3) -0.1184(2) -0.1913(2) 0.0250(7) Uani 1 1 d .
N8 N 0.1844(3) -0.0418(3) 0.4639(3) 0.0195(8) Uani 1 1 d D
H8 H 0.138(3) -0.031(4) 0.412(2) 0.023 Uiso 1 1 d D
N28 N 0.2036(3) -0.0167(3) 0.0098(3) 0.0208(8) Uani 1 1 d D
H28 H 0.200(4) -0.022(4) -0.0502(17) 0.025 Uiso 1 1 d D
C1 C 0.1689(4) 0.1365(3) 0.4123(3) 0.0208(10) Uani 1 1 d .
C2 C 0.2043(4) 0.2055(3) 0.3777(3) 0.0214(10) Uani 1 1 d .
C3 C 0.2973(4) 0.2585(3) 0.4305(3) 0.0219(10) Uani 1 1 d .
H3 H 0.3202 0.3049 0.4066 0.026 Uiso 1 1 calc R
C4 C 0.3595(4) 0.2476(3) 0.5172(3) 0.0214(10) Uani 1 1 d .
C5 C 0.3238(4) 0.1790(3) 0.5492(3) 0.0215(10) Uani 1 1 d .
H5 H 0.3642 0.1695 0.6077 0.026 Uiso 1 1 calc R
C6 C 0.2314(4) 0.1234(3) 0.4993(3) 0.0207(10) Uani 1 1 d .
C7 C 0.1949(4) 0.0478(3) 0.5339(3) 0.0215(10) Uani 1 1 d .
H7A H 0.1265 0.059 0.5435 0.026 Uiso 1 1 calc R
H7B H 0.2457 0.0459 0.5947 0.026 Uiso 1 1 calc R
C9 C 0.1317(4) -0.1197(3) 0.4856(3) 0.0234(10) Uani 1 1 d .
H9A H 0.1784 -0.134 0.5426 0.028 Uiso 1 1 calc R
H9B H 0.0663 -0.1015 0.4981 0.028 Uiso 1 1 calc R
C10 C 0.1067(4) -0.2028(3) 0.4054(3) 0.0221(10) Uani 1 1 d .
C11 C 0.1436(4) -0.2848(3) 0.4182(4) 0.0257(11) Uani 1 1 d .
H11 H 0.1875 -0.2878 0.4782 0.031 Uiso 1 1 calc R
C12 C 0.1174(4) -0.3624(3) 0.3450(4) 0.0277(11) Uani 1 1 d .
C13 C 0.0557(4) -0.3535(4) 0.2571(4) 0.0295(12) Uani 1 1 d .
H13 H 0.0388 -0.4055 0.2057 0.035 Uiso 1 1 calc R
C14 C 0.0183(4) -0.2726(3) 0.2419(4) 0.0291(11) Uani 1 1 d .
C15 C 0.0419(4) -0.1959(3) 0.3177(4) 0.0254(11) Uani 1 1 d .
C21 C 0.2584(4) 0.1415(4) -0.0610(4) 0.0264(11) Uani 1 1 d .
C22 C 0.3288(4) 0.2050(4) -0.0729(4) 0.0289(11) Uani 1 1 d .
C23 C 0.3926(4) 0.2673(4) 0.0048(4) 0.0289(11) Uani 1 1 d .
H23 H 0.4398 0.3095 -0.004 0.035 Uiso 1 1 calc R
C24 C 0.3917(4) 0.2718(3) 0.0961(4) 0.0257(11) Uani 1 1 d .
C25 C 0.3208(4) 0.2098(3) 0.1064(4) 0.0237(10) Uani 1 1 d .
H25 H 0.3175 0.2108 0.1672 0.028 Uiso 1 1 calc R
C26 C 0.2542(4) 0.1459(3) 0.0290(3) 0.0228(10) Uani 1 1 d .
C27 C 0.1769(4) 0.0792(3) 0.0390(4) 0.0241(10) Uani 1 1 d .
H27A H 0.1057 0.0853 -0.0005 0.029 Uiso 1 1 calc R
H27B H 0.1776 0.0925 0.1049 0.029 Uiso 1 1 calc R
C29 C 0.1140(4) -0.0885(3) -0.0083(4) 0.0233(10) Uani 1 1 d .
H29A H 0.106 -0.0934 0.0521 0.028 Uiso 1 1 calc R
H29B H 0.0481 -0.0701 -0.0457 0.028 Uiso 1 1 calc R
C30 C 0.1340(4) -0.1785(3) -0.0595(3) 0.0224(10) Uani 1 1 d .
C31 C 0.1583(4) -0.2496(4) -0.0167(4) 0.0284(11) Uani 1 1 d .
H31 H 0.1589 -0.2417 0.0462 0.034 Uiso 1 1 calc R
C32 C 0.1818(4) -0.3318(4) -0.0630(4) 0.0292(11) Uani 1 1 d .
C33 C 0.1766(4) -0.3417(3) -0.1561(4) 0.0263(11) Uani 1 1 d .
H33 H 0.1906 -0.3981 -0.1896 0.032 Uiso 1 1 calc R
C34 C 0.1519(4) -0.2727(3) -0.2023(4) 0.0242(10) Uani 1 1 d .
C35 C 0.1329(4) -0.1888(3) -0.1525(4) 0.0238(10) Uani 1 1 d .
C36 C 0.2867(4) -0.0635(3) 0.4464(3) 0.0242(10) Uani 1 1 d .
H36A H 0.307 -0.1205 0.4645 0.029 Uiso 1 1 calc R
H36B H 0.3422 -0.0141 0.486 0.029 Uiso 1 1 calc R
C37 C 0.2787(4) -0.0740(4) 0.3445(4) 0.0319(12) Uani 1 1 d .
H37A H 0.2313 -0.031 0.3189 0.038 Uiso 1 1 calc R
H37B H 0.2478 -0.1364 0.3085 0.038 Uiso 1 1 calc R
C38 C 0.3845(4) -0.0564(4) 0.3315(4) 0.0268(11) Uani 1 1 d .
H38A H 0.434 -0.0948 0.363 0.032 Uiso 1 1 calc R
H38B H 0.412 0.0079 0.3621 0.032 Uiso 1 1 calc R
C39 C 0.3789(4) -0.0761(4) 0.2288(4) 0.0288(11) Uani 1 1 d .
H39A H 0.4498 -0.0638 0.2248 0.035 Uiso 1 1 calc R
H39B H 0.3554 -0.1413 0.199 0.035 Uiso 1 1 calc R
C40 C 0.3047(4) -0.0191(4) 0.1753(3) 0.0265(11) Uani 1 1 d .
H40A H 0.2329 -0.0342 0.1758 0.032 Uiso 1 1 calc R
H40B H 0.3256 0.046 0.2071 0.032 Uiso 1 1 calc R
C41 C 0.3047(4) -0.0351(4) 0.0750(3) 0.0246(11) Uani 1 1 d .
H41A H 0.3629 0.0046 0.0728 0.03 Uiso 1 1 calc R
H41B H 0.3174 -0.099 0.0527 0.03 Uiso 1 1 calc R
C42 C 0.1398(4) 0.2198(4) 0.2850(4) 0.0277(11) Uani 1 1 d .
H42A H 0.0741 0.2428 0.2904 0.042 Uiso 1 1 calc R
H42B H 0.1244 0.1619 0.2375 0.042 Uiso 1 1 calc R
H42C H 0.1787 0.2639 0.2668 0.042 Uiso 1 1 calc R
C43 C 0.4646(4) 0.3055(3) 0.5690(4) 0.0254(11) Uani 1 1 d .
C44 C 0.5455(4) 0.2611(4) 0.5262(4) 0.0363(13) Uani 1 1 d .
H44A H 0.5438 0.1968 0.5269 0.054 Uiso 1 1 calc R
H44B H 0.6155 0.2918 0.5629 0.054 Uiso 1 1 calc R
H44C H 0.5292 0.2665 0.4615 0.054 Uiso 1 1 calc R
C45 C 0.4597(4) 0.4037(4) 0.5597(4) 0.0335(13) Uani 1 1 d .
H45A H 0.4462 0.4045 0.494 0.05 Uiso 1 1 calc R
H45B H 0.5265 0.4395 0.5977 0.05 Uiso 1 1 calc R
H45C H 0.4033 0.43 0.5816 0.05 Uiso 1 1 calc R
C46 C 0.4996(4) 0.3079(4) 0.6741(4) 0.0347(13) Uani 1 1 d .
H46A H 0.4462 0.3325 0.7014 0.052 Uiso 1 1 calc R
H46B H 0.5659 0.3466 0.7058 0.052 Uiso 1 1 calc R
H46C H 0.5091 0.2461 0.682 0.052 Uiso 1 1 calc R
C47 C 0.1535(4) -0.4560(4) 0.3569(4) 0.0329(12) Uani 1 1 d .
C48 C 0.2185(5) -0.4525(4) 0.4563(5) 0.0435(15) Uani 1 1 d .
H48A H 0.2377 -0.5134 0.4609 0.065 Uiso 1 1 calc R
H48B H 0.178 -0.4309 0.4986 0.065 Uiso 1 1 calc R
H48C H 0.2821 -0.4109 0.4739 0.065 Uiso 1 1 calc R
C49 C 0.0551(5) -0.5244(4) 0.3294(6) 0.0533(19) Uani 1 1 d .
H49A H 0.0766 -0.5834 0.3394 0.08 Uiso 1 1 calc R
H49B H 0.0155 -0.5315 0.2633 0.08 Uiso 1 1 calc R
H49C H 0.0111 -0.5017 0.3682 0.08 Uiso 1 1 calc R
C50 C 0.2173(5) -0.4901(4) 0.2924(5) 0.0474(16) Uani 1 1 d .
H50A H 0.2775 -0.4456 0.3062 0.071 Uiso 1 1 calc R
H50B H 0.1736 -0.4984 0.2271 0.071 Uiso 1 1 calc R
H50C H 0.2419 -0.5483 0.3021 0.071 Uiso 1 1 calc R
C51 C -0.0493(5) -0.2668(4) 0.1463(4) 0.0400(14) Uani 1 1 d .
H51A H -0.0581 -0.3261 0.1018 0.06 Uiso 1 1 calc R
H51B H -0.0159 -0.221 0.1256 0.06 Uiso 1 1 calc R
H51C H -0.118 -0.2496 0.1494 0.06 Uiso 1 1 calc R
C52 C 0.3332(5) 0.2021(5) -0.1709(4) 0.0440(16) Uani 1 1 d .
H52A H 0.3704 0.2588 -0.1701 0.066 Uiso 1 1 calc R
H52B H 0.2619 0.195 -0.2144 0.066 Uiso 1 1 calc R
H52C H 0.3702 0.1506 -0.1911 0.066 Uiso 1 1 calc R
C53 C 0.4655(4) 0.3432(4) 0.1793(4) 0.0302(12) Uani 1 1 d .
C54 C 0.5790(5) 0.3308(5) 0.1834(5) 0.0526(18) Uani 1 1 d .
H54A H 0.5887 0.3359 0.1243 0.079 Uiso 1 1 calc R
H54B H 0.5952 0.2706 0.1933 0.079 Uiso 1 1 calc R
H54C H 0.626 0.3778 0.2351 0.079 Uiso 1 1 calc R
C56 C 0.4429(6) 0.4382(4) 0.1671(4) 0.0459(16) Uani 1 1 d .
H56A H 0.4515 0.4444 0.1079 0.069 Uiso 1 1 calc R
H56B H 0.4917 0.4836 0.2192 0.069 Uiso 1 1 calc R
H56C H 0.371 0.4476 0.1663 0.069 Uiso 1 1 calc R
C57 C 0.4544(5) 0.3362(4) 0.2730(4) 0.0429(15) Uani 1 1 d .
H57A H 0.505 0.3813 0.3239 0.064 Uiso 1 1 calc R
H57B H 0.4676 0.2751 0.2816 0.064 Uiso 1 1 calc R
H57C H 0.3833 0.3475 0.2737 0.064 Uiso 1 1 calc R
C58 C 0.2139(6) -0.4072(4) -0.0116(4) 0.0452(15) Uani 1 1 d .
C59 C 0.3054(10) -0.3697(6) 0.0729(7) 0.135(6) Uani 1 1 d .
H59A H 0.3587 -0.3393 0.0553 0.203 Uiso 1 1 calc R
H59B H 0.3345 -0.4193 0.1001 0.203 Uiso 1 1 calc R
H59C H 0.2832 -0.3259 0.1189 0.203 Uiso 1 1 calc R
C60 C 0.1202(9) -0.4389(6) 0.0142(8) 0.097(4) Uani 1 1 d .
H60A H 0.1399 -0.4849 0.0497 0.145 Uiso 1 1 calc R
H60B H 0.0621 -0.465 -0.0431 0.145 Uiso 1 1 calc R
H60C H 0.0985 -0.3869 0.0524 0.145 Uiso 1 1 calc R
C61 C 0.2412(7) -0.4911(5) -0.0728(6) 0.062(2) Uani 1 1 d .
H61A H 0.3043 -0.4753 -0.0874 0.093 Uiso 1 1 calc R
H61B H 0.183 -0.5127 -0.1311 0.093 Uiso 1 1 calc R
H61C H 0.2538 -0.5392 -0.0391 0.093 Uiso 1 1 calc R
C62 C 0.1477(4) -0.2863(4) -0.3032(4) 0.0310(12) Uani 1 1 d .
H62A H 0.213 -0.2589 -0.306 0.047 Uiso 1 1 calc R
H62B H 0.0887 -0.2573 -0.336 0.047 Uiso 1 1 calc R
H62C H 0.1385 -0.3515 -0.3332 0.047 Uiso 1 1 calc R
C63 C 0.6573(5) 0.0705(5) 0.2164(4) 0.0434(15) Uani 1 1 d .
H63A H 0.7204 0.1123 0.2286 0.052 Uiso 1 1 calc R
H63B H 0.6796 0.0091 0.2171 0.052 Uiso 1 1 calc R
C64 C 0.1375(5) 0.3336(5) 0.6096(5) 0.062(2) Uani 1 1 d D
H64A H 0.1708 0.2775 0.5937 0.075 Uiso 1 1 calc R
H64B H 0.0875 0.3208 0.642 0.075 Uiso 1 1 calc R
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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 '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
O1 U1 O2 179.20(17) . .
O1 U1 O6 88.51(14) . 2
O2 U1 O6 91.37(14) . 2
O1 U1 O3 88.55(14) . .
O2 U1 O3 90.67(14) . .
O6 U1 O3 95.22(12) 2 .
O1 U1 O4 89.37(14) . .
O2 U1 O4 90.74(14) . .
O6 U1 O4 177.81(13) 2 .
O3 U1 O4 84.17(12) . .
O1 U1 O5 87.68(14) . 2
O2 U1 O5 93.09(14) . 2
O6 U1 O5 83.40(13) 2 2
O3 U1 O5 176.02(13) . 2
O4 U1 O5 97.08(13) . 2
C1 O3 U1 161.0(3) . .
C15 O4 U1 162.2(3) . .
C21 O5 U1 162.1(3) . 2
C35 O6 U1 167.3(3) . 2
C7 N8 C36 112.3(4) . .
C7 N8 C9 113.6(4) . .
C36 N8 C9 112.7(4) . .
C7 N8 H8 101(3) . .
C36 N8 H8 110(3) . .
C9 N8 H8 106(3) . .
C41 N28 C27 112.8(4) . .
C41 N28 C29 112.5(4) . .
C27 N28 C29 113.2(4) . .
C41 N28 H28 117(3) . .
C27 N28 H28 103(3) . .
C29 N28 H28 97(3) . .
O3 C1 C2 122.4(4) . .
O3 C1 C6 119.2(4) . .
C2 C1 C6 118.3(4) . .
C3 C2 C1 119.0(4) . .
C3 C2 C42 121.8(4) . .
C1 C2 C42 119.2(4) . .
C2 C3 C4 123.6(4) . .
C2 C3 H3 118.2 . .
C4 C3 H3 118.2 . .
C5 C4 C3 116.4(4) . .
C5 C4 C43 123.0(4) . .
C3 C4 C43 120.5(4) . .
C4 C5 C6 122.6(4) . .
C4 C5 H5 118.7 . .
C6 C5 H5 118.7 . .
C5 C6 C1 120.0(4) . .
C5 C6 C7 122.1(4) . .
C1 C6 C7 117.9(4) . .
C6 C7 N8 110.2(4) . .
C6 C7 H7A 109.6 . .
N8 C7 H7A 109.6 . .
C6 C7 H7B 109.6 . .
N8 C7 H7B 109.6 . .
H7A C7 H7B 108.1 . .
C10 C9 N8 110.9(4) . .
C10 C9 H9A 109.5 . .
N8 C9 H9A 109.5 . .
C10 C9 H9B 109.5 . .
N8 C9 H9B 109.5 . .
H9A C9 H9B 108 . .
C11 C10 C15 120.9(5) . .
C11 C10 C9 121.1(5) . .
C15 C10 C9 118.0(4) . .
C12 C11 C10 121.1(5) . .
C12 C11 H11 119.5 . .
C10 C11 H11 119.5 . .
C11 C12 C13 117.2(5) . .
C11 C12 C47 122.9(5) . .
C13 C12 C47 119.9(5) . .
C14 C13 C12 123.0(5) . .
C14 C13 H13 118.5 . .
C12 C13 H13 118.5 . .
C13 C14 C15 118.8(5) . .
C13 C14 C51 121.1(5) . .
C15 C14 C51 120.1(5) . .
O4 C15 C14 121.7(5) . .
O4 C15 C10 119.5(5) . .
C14 C15 C10 118.9(5) . .
O5 C21 C26 119.8(4) . .
O5 C21 C22 121.4(5) . .
C26 C21 C22 118.8(5) . .
C23 C22 C21 118.9(5) . .
C23 C22 C52 121.6(5) . .
C21 C22 C52 119.5(5) . .
C22 C23 C24 123.4(5) . .
C22 C23 H23 118.3 . .
C24 C23 H23 118.3 . .
C25 C24 C23 116.9(5) . .
C25 C24 C53 122.7(5) . .
C23 C24 C53 120.4(4) . .
C24 C25 C26 121.2(5) . .
C24 C25 H25 119.4 . .
C26 C25 H25 119.4 . .
C21 C26 C25 120.7(4) . .
C21 C26 C27 117.5(5) . .
C25 C26 C27 121.8(4) . .
C26 C27 N28 110.5(4) . .
C26 C27 H27A 109.6 . .
N28 C27 H27A 109.6 . .
C26 C27 H27B 109.6 . .
N28 C27 H27B 109.6 . .
H27A C27 H27B 108.1 . .
C30 C29 N28 110.7(4) . .
C30 C29 H29A 109.5 . .
N28 C29 H29A 109.5 . .
C30 C29 H29B 109.5 . .
N28 C29 H29B 109.5 . .
H29A C29 H29B 108.1 . .
C31 C30 C35 119.9(5) . .
C31 C30 C29 122.0(4) . .
C35 C30 C29 118.0(4) . .
C32 C31 C30 122.0(5) . .
C32 C31 H31 119 . .
C30 C31 H31 119 . .
C31 C32 C33 117.1(5) . .
C31 C32 C58 120.5(5) . .
C33 C32 C58 122.4(5) . .
C34 C33 C32 123.0(5) . .
C34 C33 H33 118.5 . .
C32 C33 H33 118.5 . .
C33 C34 C35 118.6(5) . .
C33 C34 C62 121.2(5) . .
C35 C34 C62 120.2(4) . .
O6 C35 C34 121.2(4) . .
O6 C35 C30 119.5(5) . .
C34 C35 C30 119.3(4) . .
N8 C36 C37 111.7(4) . .
N8 C36 H36A 109.3 . .
C37 C36 H36A 109.3 . .
N8 C36 H36B 109.3 . .
C37 C36 H36B 109.3 . .
H36A C36 H36B 107.9 . .
C36 C37 C38 112.4(4) . .
C36 C37 H37A 109.1 . .
C38 C37 H37A 109.1 . .
C36 C37 H37B 109.1 . .
C38 C37 H37B 109.1 . .
H37A C37 H37B 107.8 . .
C37 C38 C39 112.8(4) . .
C37 C38 H38A 109 . .
C39 C38 H38A 109 . .
C37 C38 H38B 109 . .
C39 C38 H38B 109 . .
H38A C38 H38B 107.8 . .
C40 C39 C38 112.4(4) . .
C40 C39 H39A 109.1 . .
C38 C39 H39A 109.1 . .
C40 C39 H39B 109.1 . .
C38 C39 H39B 109.1 . .
H39A C39 H39B 107.9 . .
C41 C40 C39 111.9(4) . .
C41 C40 H40A 109.2 . .
C39 C40 H40A 109.2 . .
C41 C40 H40B 109.2 . .
C39 C40 H40B 109.2 . .
H40A C40 H40B 107.9 . .
N28 C41 C40 113.0(4) . .
N28 C41 H41A 109 . .
C40 C41 H41A 109 . .
N28 C41 H41B 109 . .
C40 C41 H41B 109 . .
H41A C41 H41B 107.8 . .
C2 C42 H42A 109.5 . .
C2 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C2 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
C45 C43 C4 112.1(4) . .
C45 C43 C44 109.7(4) . .
C4 C43 C44 107.3(4) . .
C45 C43 C46 107.9(4) . .
C4 C43 C46 111.1(4) . .
C44 C43 C46 108.7(4) . .
C43 C44 H44A 109.5 . .
C43 C44 H44B 109.5 . .
H44A C44 H44B 109.5 . .
C43 C44 H44C 109.5 . .
H44A C44 H44C 109.5 . .
H44B C44 H44C 109.5 . .
C43 C45 H45A 109.5 . .
C43 C45 H45B 109.5 . .
H45A C45 H45B 109.5 . .
C43 C45 H45C 109.5 . .
H45A C45 H45C 109.5 . .
H45B C45 H45C 109.5 . .
C43 C46 H46A 109.5 . .
C43 C46 H46B 109.5 . .
H46A C46 H46B 109.5 . .
C43 C46 H46C 109.5 . .
H46A C46 H46C 109.5 . .
H46B C46 H46C 109.5 . .
C48 C47 C50 108.7(5) . .
C48 C47 C12 112.4(5) . .
C50 C47 C12 110.1(5) . .
C48 C47 C49 108.7(5) . .
C50 C47 C49 108.4(5) . .
C12 C47 C49 108.5(4) . .
C47 C48 H48A 109.5 . .
C47 C48 H48B 109.5 . .
H48A C48 H48B 109.5 . .
C47 C48 H48C 109.5 . .
H48A C48 H48C 109.5 . .
H48B C48 H48C 109.5 . .
C47 C49 H49A 109.5 . .
C47 C49 H49B 109.5 . .
H49A C49 H49B 109.5 . .
C47 C49 H49C 109.5 . .
H49A C49 H49C 109.5 . .
H49B C49 H49C 109.5 . .
C47 C50 H50A 109.5 . .
C47 C50 H50B 109.5 . .
H50A C50 H50B 109.5 . .
C47 C50 H50C 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C14 C51 H51A 109.5 . .
C14 C51 H51B 109.5 . .
H51A C51 H51B 109.5 . .
C14 C51 H51C 109.5 . .
H51A C51 H51C 109.5 . .
H51B C51 H51C 109.5 . .
C22 C52 H52A 109.5 . .
C22 C52 H52B 109.5 . .
H52A C52 H52B 109.5 . .
C22 C52 H52C 109.5 . .
H52A C52 H52C 109.5 . .
H52B C52 H52C 109.5 . .
C56 C53 C57 108.4(5) . .
C56 C53 C54 108.7(5) . .
C57 C53 C54 107.8(5) . .
C56 C53 C24 109.6(4) . .
C57 C53 C24 112.6(4) . .
C54 C53 C24 109.6(5) . .
C53 C54 H54A 109.5 . .
C53 C54 H54B 109.5 . .
H54A C54 H54B 109.5 . .
C53 C54 H54C 109.5 . .
H54A C54 H54C 109.5 . .
H54B C54 H54C 109.5 . .
C53 C56 H56A 109.5 . .
C53 C56 H56B 109.5 . .
H56A C56 H56B 109.5 . .
C53 C56 H56C 109.5 . .
H56A C56 H56C 109.5 . .
H56B C56 H56C 109.5 . .
C53 C57 H57A 109.5 . .
C53 C57 H57B 109.5 . .
H57A C57 H57B 109.5 . .
C53 C57 H57C 109.5 . .
H57A C57 H57C 109.5 . .
H57B C57 H57C 109.5 . .
C59 C58 C60 111.6(8) . .
C59 C58 C61 109.6(7) . .
C60 C58 C61 106.3(6) . .
C59 C58 C32 108.5(6) . .
C60 C58 C32 108.0(6) . .
C61 C58 C32 112.9(5) . .
C58 C59 H59A 109.5 . .
C58 C59 H59B 109.5 . .
H59A C59 H59B 109.5 . .
C58 C59 H59C 109.5 . .
H59A C59 H59C 109.5 . .
H59B C59 H59C 109.5 . .
C58 C60 H60A 109.5 . .
C58 C60 H60B 109.5 . .
H60A C60 H60B 109.5 . .
C58 C60 H60C 109.5 . .
H60A C60 H60C 109.5 . .
H60B C60 H60C 109.5 . .
C58 C61 H61A 109.5 . .
C58 C61 H61B 109.5 . .
H61A C61 H61B 109.5 . .
C58 C61 H61C 109.5 . .
H61A C61 H61C 109.5 . .
H61B C61 H61C 109.5 . .
C34 C62 H62A 109.5 . .
C34 C62 H62B 109.5 . .
H62A C62 H62B 109.5 . .
C34 C62 H62C 109.5 . .
H62A C62 H62C 109.5 . .
H62B C62 H62C 109.5 . .
Cl2 C63 Cl1 113.0(3) . .
Cl2 C63 H63A 109 . .
Cl1 C63 H63A 109 . .
Cl2 C63 H63B 109 . .
Cl1 C63 H63B 109 . .
H63A C63 H63B 107.8 . .
Cl3 C64 Cl4 110.6(4) . .
Cl3 C64 H64A 109.5 . .
Cl4 C64 H64A 109.5 . .
Cl3 C64 H64B 109.5 . .
Cl4 C64 H64B 109.5 . .
H64A C64 H64B 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U1 O1 1.798(3) .
U1 O2 1.809(3) .
U1 O6 2.238(3) 2
U1 O3 2.251(3) .
U1 O4 2.253(3) .
U1 O5 2.258(3) 2
Cl1 C63 1.766(6) .
Cl2 C63 1.731(6) .
Cl3 C64 1.685(7) .
Cl4 C64 1.780(6) .
O3 C1 1.326(6) .
O4 C15 1.336(6) .
O5 C21 1.331(6) .
O5 U1 2.258(3) 2
O6 C35 1.335(6) .
O6 U1 2.238(3) 2
N8 C7 1.506(6) .
N8 C36 1.514(6) .
N8 C9 1.516(6) .
N8 H8 0.912(19) .
N28 C41 1.508(6) .
N28 C27 1.511(6) .
N28 C29 1.519(6) .
N28 H28 0.897(19) .
C1 C2 1.412(7) .
C1 C6 1.417(7) .
C2 C3 1.384(7) .
C2 C42 1.503(7) .
C3 C4 1.400(7) .
C3 H3 0.95 .
C4 C5 1.383(7) .
C4 C43 1.532(7) .
C5 C6 1.388(7) .
C5 H5 0.95 .
C6 C7 1.501(6) .
C7 H7A 0.99 .
C7 H7B 0.99 .
C9 C10 1.502(7) .
C9 H9A 0.99 .
C9 H9B 0.99 .
C10 C11 1.387(7) .
C10 C15 1.403(7) .
C11 C12 1.387(7) .
C11 H11 0.95 .
C12 C13 1.402(8) .
C12 C47 1.548(7) .
C13 C14 1.384(7) .
C13 H13 0.95 .
C14 C15 1.401(7) .
C14 C51 1.509(8) .
C21 C26 1.395(7) .
C21 C22 1.413(7) .
C22 C23 1.377(7) .
C22 C52 1.523(7) .
C23 C24 1.401(7) .
C23 H23 0.95 .
C24 C25 1.392(7) .
C24 C53 1.536(7) .
C25 C26 1.399(7) .
C25 H25 0.95 .
C26 C27 1.497(6) .
C27 H27A 0.99 .
C27 H27B 0.99 .
C29 C30 1.491(7) .
C29 H29A 0.99 .
C29 H29B 0.99 .
C30 C31 1.389(7) .
C30 C35 1.404(7) .
C31 C32 1.385(8) .
C31 H31 0.95 .
C32 C33 1.393(7) .
C32 C58 1.537(7) .
C33 C34 1.391(7) .
C33 H33 0.95 .
C34 C35 1.404(7) .
C34 C62 1.509(7) .
C36 C37 1.516(7) .
C36 H36A 0.99 .
C36 H36B 0.99 .
C37 C38 1.522(7) .
C37 H37A 0.99 .
C37 H37B 0.99 .
C38 C39 1.525(7) .
C38 H38A 0.99 .
C38 H38B 0.99 .
C39 C40 1.521(7) .
C39 H39A 0.99 .
C39 H39B 0.99 .
C40 C41 1.513(7) .
C40 H40A 0.99 .
C40 H40B 0.99 .
C41 H41A 0.99 .
C41 H41B 0.99 .
C42 H42A 0.98 .
C42 H42B 0.98 .
C42 H42C 0.98 .
C43 C45 1.532(7) .
C43 C44 1.534(7) .
C43 C46 1.542(7) .
C44 H44A 0.98 .
C44 H44B 0.98 .
C44 H44C 0.98 .
C45 H45A 0.98 .
C45 H45B 0.98 .
C45 H45C 0.98 .
C46 H46A 0.98 .
C46 H46B 0.98 .
C46 H46C 0.98 .
C47 C48 1.510(9) .
C47 C50 1.519(8) .
C47 C49 1.550(8) .
C48 H48A 0.98 .
C48 H48B 0.98 .
C48 H48C 0.98 .
C49 H49A 0.98 .
C49 H49B 0.98 .
C49 H49C 0.98 .
C50 H50A 0.98 .
C50 H50B 0.98 .
C50 H50C 0.98 .
C51 H51A 0.98 .
C51 H51B 0.98 .
C51 H51C 0.98 .
C52 H52A 0.98 .
C52 H52B 0.98 .
C52 H52C 0.98 .
C53 C56 1.524(8) .
C53 C57 1.527(8) .
C53 C54 1.530(8) .
C54 H54A 0.98 .
C54 H54B 0.98 .
C54 H54C 0.98 .
C56 H56A 0.98 .
C56 H56B 0.98 .
C56 H56C 0.98 .
C57 H57A 0.98 .
C57 H57B 0.98 .
C57 H57C 0.98 .
C58 C59 1.484(11) .
C58 C60 1.529(11) .
C58 C61 1.530(10) .
C59 H59A 0.98 .
C59 H59B 0.98 .
C59 H59C 0.98 .
C60 H60A 0.98 .
C60 H60B 0.98 .
C60 H60C 0.98 .
C61 H61A 0.98 .
C61 H61B 0.98 .
C61 H61C 0.98 .
C62 H62A 0.98 .
C62 H62B 0.98 .
C62 H62C 0.98 .
C63 H63A 0.99 .
C63 H63B 0.99 .
C64 H64A 0.99 .
C64 H64B 0.99 .
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
N8 H8 O3 0.912(19) 2.10(4) 2.838(5) 137(4)
N8 H8 O4 0.912(19) 2.16(4) 2.833(5) 130(4)
N28 H28 O5 0.897(19) 2.21(4) 2.887(5) 132(4)
N28 H28 O6 0.897(19) 2.27(4) 2.991(5) 138(4)
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
O1 U1 O3 C1 -153.1(9) .
O2 U1 O3 C1 26.7(9) .
O6 U1 O3 C1 -64.7(9) 2
O4 U1 O3 C1 117.4(9) .
O5 U1 O3 C1 -134.1(17) 2
O1 U1 O4 C15 148.9(11) .
O2 U1 O4 C15 -31.9(11) .
O6 U1 O4 C15 164(3) 2
O3 U1 O4 C15 -122.5(11) .
O5 U1 O4 C15 61.3(11) 2
U1 O3 C1 C2 33.1(12) .
U1 O3 C1 C6 -146.2(7) .
O3 C1 C2 C3 179.6(4) .
C6 C1 C2 C3 -1.1(7) .
O3 C1 C2 C42 0.0(7) .
C6 C1 C2 C42 179.3(4) .
C1 C2 C3 C4 0.2(7) .
C42 C2 C3 C4 179.8(5) .
C2 C3 C4 C5 0.5(7) .
C2 C3 C4 C43 176.6(5) .
C3 C4 C5 C6 -0.3(7) .
C43 C4 C5 C6 -176.2(4) .
C4 C5 C6 C1 -0.7(7) .
C4 C5 C6 C7 178.6(5) .
O3 C1 C6 C5 -179.3(4) .
C2 C1 C6 C5 1.4(7) .
O3 C1 C6 C7 1.4(7) .
C2 C1 C6 C7 -177.9(4) .
C5 C6 C7 N8 -120.4(5) .
C1 C6 C7 N8 58.8(6) .
C36 N8 C7 C6 59.7(5) .
C9 N8 C7 C6 -170.8(4) .
C7 N8 C9 C10 170.1(4) .
C36 N8 C9 C10 -60.6(5) .
N8 C9 C10 C11 123.7(5) .
N8 C9 C10 C15 -58.5(6) .
C15 C10 C11 C12 -0.1(7) .
C9 C10 C11 C12 177.6(4) .
C10 C11 C12 C13 2.3(7) .
C10 C11 C12 C47 -177.8(4) .
C11 C12 C13 C14 -1.9(8) .
C47 C12 C13 C14 178.2(5) .
C12 C13 C14 C15 -0.7(8) .
C12 C13 C14 C51 -179.0(5) .
U1 O4 C15 C14 -29.9(14) .
U1 O4 C15 C10 149.4(9) .
C13 C14 C15 O4 -177.6(5) .
C51 C14 C15 O4 0.7(8) .
C13 C14 C15 C10 3.0(7) .
C51 C14 C15 C10 -178.7(5) .
C11 C10 C15 O4 178.0(4) .
C9 C10 C15 O4 0.2(7) .
C11 C10 C15 C14 -2.6(7) .
C9 C10 C15 C14 179.6(4) .
U1 O5 C21 C26 72.6(12) 2
U1 O5 C21 C22 -107.3(10) 2
O5 C21 C22 C23 -178.4(5) .
C26 C21 C22 C23 1.7(8) .
O5 C21 C22 C52 0.9(8) .
C26 C21 C22 C52 -179.0(5) .
C21 C22 C23 C24 -0.2(8) .
C52 C22 C23 C24 -179.5(5) .
C22 C23 C24 C25 -0.7(8) .
C22 C23 C24 C53 179.8(5) .
C23 C24 C25 C26 0.2(7) .
C53 C24 C25 C26 179.6(5) .
O5 C21 C26 C25 177.9(5) .
C22 C21 C26 C25 -2.2(7) .
O5 C21 C26 C27 -1.4(7) .
C22 C21 C26 C27 178.5(5) .
C24 C25 C26 C21 1.3(7) .
C24 C25 C26 C27 -179.5(5) .
C21 C26 C27 N28 63.7(6) .
C25 C26 C27 N28 -115.5(5) .
C41 N28 C27 C26 67.1(5) .
C29 N28 C27 C26 -163.7(4) .
C41 N28 C29 C30 -65.2(5) .
C27 N28 C29 C30 165.5(4) .
N28 C29 C30 C31 108.7(5) .
N28 C29 C30 C35 -68.0(6) .
C35 C30 C31 C32 -0.1(8) .
C29 C30 C31 C32 -176.8(5) .
C30 C31 C32 C33 -2.1(8) .
C30 C31 C32 C58 176.9(5) .
C31 C32 C33 C34 1.7(8) .
C58 C32 C33 C34 -177.3(5) .
C32 C33 C34 C35 1.0(7) .
C32 C33 C34 C62 179.7(5) .
U1 O6 C35 C34 125.7(14) 2
U1 O6 C35 C30 -55.4(17) 2
C33 C34 C35 O6 175.7(4) .
C62 C34 C35 O6 -3.1(7) .
C33 C34 C35 C30 -3.3(7) .
C62 C34 C35 C30 178.0(4) .
C31 C30 C35 O6 -176.1(4) .
C29 C30 C35 O6 0.7(7) .
C31 C30 C35 C34 2.9(7) .
C29 C30 C35 C34 179.7(4) .
C7 N8 C36 C37 -119.9(4) .
C9 N8 C36 C37 110.1(5) .
N8 C36 C37 C38 156.1(4) .
C36 C37 C38 C39 174.2(4) .
C37 C38 C39 C40 59.1(6) .
C38 C39 C40 C41 176.6(4) .
C27 N28 C41 C40 58.0(5) .
C29 N28 C41 C40 -71.6(5) .
C39 C40 C41 N28 153.6(4) .
C5 C4 C43 C45 -145.5(5) .
C3 C4 C43 C45 38.8(6) .
C5 C4 C43 C44 94.1(6) .
C3 C4 C43 C44 -81.7(6) .
C5 C4 C43 C46 -24.6(7) .
C3 C4 C43 C46 159.6(5) .
C11 C12 C47 C48 0.4(7) .
C13 C12 C47 C48 -179.6(5) .
C11 C12 C47 C50 -120.9(6) .
C13 C12 C47 C50 59.1(6) .
C11 C12 C47 C49 120.6(6) .
C13 C12 C47 C49 -59.4(7) .
C25 C24 C53 C56 -119.1(6) .
C23 C24 C53 C56 60.3(7) .
C25 C24 C53 C57 1.7(7) .
C23 C24 C53 C57 -178.9(5) .
C25 C24 C53 C54 121.7(6) .
C23 C24 C53 C54 -58.9(7) .
C31 C32 C58 C59 -55.9(9) .
C33 C32 C58 C59 123.0(8) .
C31 C32 C58 C60 65.2(8) .
C33 C32 C58 C60 -115.9(7) .
C31 C32 C58 C61 -177.6(6) .
C33 C32 C58 C61 1.4(8) .
