#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:07:59 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179232 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/52/4315291.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_4315291
loop_
_publ_author_name
'Peter Nockemann'
'Rik Van Deun'
'Ben Thijs'
'Diederik Huys'
'Evert Vanecht'
'Kristof Van Hecke'
'Luc Van Meervelt'
'Koen Binnemans'
_publ_section_title
;
 Uranyl Complexes of Carboxyl-Functionalized Ionic Liquids
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3351
_journal_page_last               3360
_journal_paper_doi               10.1021/ic902406h
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C18 H24 N6 O8 U, 2(C2 F6 N O4 S2)'
_chemical_formula_sum            'C22 H24 F12 N8 O16 S4 U'
_chemical_formula_weight         1250.80
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.927(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.834(3)
_cell_length_b                   27.155(3)
_cell_length_c                   9.5097(15)
_cell_measurement_reflns_used    7991
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.39
_cell_measurement_theta_min      2.71
_cell_volume                     4200.4(11)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_publication_material  Platon
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'SMART 6000'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'crossed G\"obel mirrors'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1097
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            31455
_diffrn_reflns_theta_full        66.59
_diffrn_reflns_theta_max         66.59
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    13.912
_exptl_absorpt_correction_T_max  0.251
_exptl_absorpt_correction_T_min  0.016
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   Platon
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.978
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         2.318
_refine_diff_density_min         -2.465
_refine_diff_density_rms         0.213
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     708
_refine_ls_number_reflns         7332
_refine_ls_number_restraints     969
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0969
_refine_ls_R_factor_gt           0.0693
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0885P)²+20.9620P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1699
_refine_ls_wR_factor_ref         0.1848
_reflns_number_gt                5250
_reflns_number_total             7332
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic902406h_si_001.cif
_cod_data_source_block           wg181
_cod_original_cell_volume        4200.5(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4315291
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6838(9) 0.3101(6) 0.4699(14) 0.0424(19) Uani 1 1 d U . .
C2 C 0.7326(9) 0.2827(6) 0.3816(15) 0.045(2) Uani 1 1 d U . .
H2A H 0.7719 0.2614 0.4461 0.054 Uiso 1 1 calc R . .
H2B H 0.6953 0.2620 0.3113 0.054 Uiso 1 1 calc R . .
C3 C 0.7574(11) 0.3215(7) 0.1554(16) 0.056(3) Uani 1 1 d U . .
H3 H 0.7152 0.3061 0.0870 0.067 Uiso 1 1 calc R . .
C4 C 0.8085(11) 0.3530(7) 0.1292(17) 0.063(3) Uani 1 1 d U . .
H4 H 0.8100 0.3642 0.0375 0.076 Uiso 1 1 calc R . .
C5 C 0.8397(11) 0.3446(7) 0.3618(17) 0.061(3) Uani 1 1 d U . .
H5 H 0.8646 0.3484 0.4605 0.073 Uiso 1 1 calc R . .
C6 C 0.9279(14) 0.4029(9) 0.277(2) 0.107(7) Uani 1 1 d U . .
H6A H 0.9062 0.4357 0.2684 0.160 Uiso 1 1 calc R . .
H6B H 0.9569 0.3976 0.2033 0.160 Uiso 1 1 calc R . .
H6C H 0.9650 0.3985 0.3712 0.160 Uiso 1 1 calc R . .
C7 C 0.6025(12) 0.4627(6) 0.6779(16) 0.056(2) Uani 1 1 d U . .
C8 C 0.6068(12) 0.5200(6) 0.6854(18) 0.067(3) Uani 1 1 d U . .
H8A H 0.6631 0.5306 0.7258 0.081 Uiso 1 1 calc R . .
H8B H 0.5876 0.5338 0.5885 0.081 Uiso 1 1 calc R . .
C9 C 0.5867(12) 0.5432(6) 0.9305(16) 0.057(3) Uani 1 1 d U . .
H9 H 0.6407 0.5372 0.9823 0.069 Uiso 1 1 calc R . .
C10 C 0.5242(11) 0.5589(5) 0.9852(16) 0.051(3) Uani 1 1 d U . .
H10 H 0.5269 0.5665 1.0817 0.061 Uiso 1 1 calc R . .
C11 C 0.4755(13) 0.5482(6) 0.7483(17) 0.060(3) Uani 1 1 d U . .
H11 H 0.4397 0.5465 0.6559 0.072 Uiso 1 1 calc R . .
C12 C 0.3742(12) 0.5774(7) 0.8744(18) 0.065(4) Uani 1 1 d U . .
H12A H 0.3768 0.6111 0.9059 0.097 Uiso 1 1 calc R . .
H12B H 0.3554 0.5572 0.9422 0.097 Uiso 1 1 calc R . .
H12C H 0.3367 0.5746 0.7798 0.097 Uiso 1 1 calc R . .
C13 C 0.5206(9) 0.3025(5) 0.8333(14) 0.0423(19) Uani 1 1 d U . .
C14 C 0.4754(9) 0.2720(5) 0.9192(15) 0.045(2) Uani 1 1 d U . .
H14A H 0.4368 0.2507 0.8530 0.054 Uiso 1 1 calc R . .
H14B H 0.5146 0.2511 0.9857 0.054 Uiso 1 1 calc R . .
C15 C 0.4613(9) 0.3193(5) 1.1412(14) 0.040(2) Uani 1 1 d U . .
H15 H 0.5154 0.3170 1.1970 0.048 Uiso 1 1 calc R . .
C16 C 0.4005(9) 0.3402(5) 1.1809(15) 0.042(2) Uani 1 1 d U . .
H16 H 0.4033 0.3542 1.2713 0.050 Uiso 1 1 calc R . .
C17 C 0.3527(9) 0.3134(6) 0.9587(14) 0.043(2) Uani 1 1 d U . .
H17 H 0.3175 0.3060 0.8685 0.052 Uiso 1 1 calc R . .
C18 C 0.2460(9) 0.3577(7) 1.0580(17) 0.059(4) Uani 1 1 d U . .
H18A H 0.2498 0.3910 1.0929 0.089 Uiso 1 1 calc R . .
H18B H 0.2207 0.3375 1.1174 0.089 Uiso 1 1 calc R . .
H18C H 0.2133 0.3568 0.9591 0.089 Uiso 1 1 calc R . .
C19 C 1.0069(7) 0.2839(6) 0.8037(19) 0.200(7) Uani 1 1 d DU . .
C20 C 1.0195(8) 0.4362(7) 0.8459(19) 0.258(9) Uani 1 1 d DU . .
N1 N 0.7768(8) 0.3147(5) 0.3044(12) 0.049(2) Uani 1 1 d U . .
N2 N 0.8601(9) 0.3673(6) 0.2573(15) 0.066(3) Uani 1 1 d U . .
N3 N 0.5534(10) 0.5378(5) 0.7802(13) 0.059(2) Uani 1 1 d U . .
N4 N 0.4552(9) 0.5613(4) 0.8675(12) 0.052(2) Uani 1 1 d U . .
N5 N 0.4311(7) 0.3011(4) 1.0019(11) 0.0397(19) Uani 1 1 d U . .
N6 N 0.3320(7) 0.3381(5) 1.0655(12) 0.041(2) Uani 1 1 d U . .
N7 N 0.9321(13) 0.3646(3) 0.8733(14) 0.120(3) Uani 1 1 d DU . .
O1 O 0.6495(6) 0.2849(4) 0.5490(9) 0.0437(17) Uani 1 1 d U . .
O2 O 0.6773(6) 0.3558(4) 0.4649(10) 0.0454(18) Uani 1 1 d U . .
O3 O 0.6300(8) 0.4424(4) 0.5813(10) 0.054(2) Uani 1 1 d U . .
O4 O 0.5741(7) 0.4380(4) 0.7615(10) 0.053(2) Uani 1 1 d U . .
O5 O 0.5253(7) 0.3494(3) 0.8433(10) 0.0452(18) Uani 1 1 d U . .
O6 O 0.5565(6) 0.2811(3) 0.7494(9) 0.0424(17) Uani 1 1 d U . .
O7 O 0.6911(6) 0.3570(4) 0.7967(9) 0.0454(16) Uani 1 1 d U . .
O8 O 0.5124(6) 0.3605(4) 0.5171(10) 0.0473(17) Uani 1 1 d U . .
O9 O 0.8564(8) 0.3057(6) 0.6772(11) 0.116(5) Uani 1 1 d DU . .
O10 O 0.8918(11) 0.2839(6) 0.9322(14) 0.138(5) Uani 1 1 d DU . .
O11 O 0.8958(14) 0.4114(7) 0.6348(11) 0.198(7) Uani 1 1 d DU . .
O12 O 0.8707(12) 0.4473(7) 0.857(2) 0.201(7) Uani 1 1 d DU . .
F1 F 1.0635(9) 0.2949(8) 0.923(2) 0.242(9) Uani 1 1 d DU . .
F2 F 0.9968(11) 0.2361(6) 0.793(3) 0.233(8) Uani 1 1 d DU . .
F3 F 1.0258(11) 0.3016(9) 0.688(2) 0.254(8) Uani 1 1 d DU . .
F4 F 1.0686(11) 0.4082(8) 0.795(3) 0.279(9) Uani 1 1 d DU . .
F5 F 1.0162(14) 0.4818(7) 0.798(3) 0.291(10) Uani 1 1 d DU . .
F6 F 1.0445(14) 0.4362(10) 0.9888(18) 0.292(10) Uani 1 1 d DU . .
S1 S 0.9104(3) 0.3114(2) 0.8149(5) 0.0775(13) Uani 1 1 d DU . .
S2 S 0.9143(6) 0.4137(3) 0.7882(8) 0.143(3) Uani 1 1 d DU . .
U1 U 0.60269(3) 0.358794(15) 0.65738(4) 0.02876(16) Uani 1 1 d U . .
S3A S 0.2989(6) 0.3209(3) 0.5117(9) 0.0606(19) Uani 0.527(7) 1 d PDU A 1
S4A S 0.3102(5) 0.4173(3) 0.6244(9) 0.0649(19) Uani 0.527(7) 1 d PDU A 1
N8A N 0.3003(17) 0.3784(4) 0.4999(15) 0.065(3) Uani 0.527(7) 1 d PDU A 1
O13A O 0.3462(13) 0.3031(9) 0.6481(15) 0.071(5) Uani 0.527(7) 1 d PDU A 1
O14A O 0.3092(12) 0.2991(7) 0.3813(14) 0.075(5) Uani 0.527(7) 1 d PDU A 1
O15A O 0.3776(12) 0.4492(9) 0.626(3) 0.083(5) Uani 0.527(7) 1 d PDU A 1
O16A O 0.2995(13) 0.3986(8) 0.7572(14) 0.077(4) Uani 0.527(7) 1 d PDU A 1
C21A C 0.2205(10) 0.4568(7) 0.553(2) 0.095(3) Uani 0.527(7) 1 d PDU A 1
F7A F 0.2267(16) 0.4771(10) 0.430(2) 0.105(5) Uani 0.527(7) 1 d PDU A 1
F8A F 0.1515(13) 0.4314(8) 0.528(3) 0.104(5) Uani 0.527(7) 1 d PDU A 1
F9A F 0.2163(17) 0.4936(9) 0.642(2) 0.118(5) Uani 0.527(7) 1 d PDU A 1
C22A C 0.1930(8) 0.3049(8) 0.512(2) 0.102(4) Uani 0.527(7) 1 d PDU A 1
F10A F 0.1389(16) 0.3225(9) 0.397(2) 0.119(5) Uani 0.527(7) 1 d PDU A 1
F11A F 0.1857(16) 0.2564(8) 0.510(3) 0.123(6) Uani 0.527(7) 1 d PDU A 1
F12A F 0.1766(15) 0.3218(10) 0.631(2) 0.122(5) Uani 0.527(7) 1 d PDU A 1
S3B S 0.2944(6) 0.3469(4) 0.5345(10) 0.063(2) Uani 0.473(7) 1 d PDU A 2
S4B S 0.2848(7) 0.4370(4) 0.6752(10) 0.072(2) Uani 0.473(7) 1 d PDU A 2
N8B N 0.2701(18) 0.3803(6) 0.651(2) 0.068(3) Uani 0.473(7) 1 d PDU A 2
O14B O 0.3093(13) 0.3731(9) 0.415(2) 0.070(5) Uani 0.473(7) 1 d PDU A 2
O16B O 0.2684(17) 0.4487(11) 0.811(2) 0.087(5) Uani 0.473(7) 1 d PDU A 2
O13B O 0.3479(14) 0.3088(8) 0.604(3) 0.074(5) Uani 0.473(7) 1 d PDU A 2
C22B C 0.1952(9) 0.3164(8) 0.461(2) 0.095(4) Uani 0.473(7) 1 d PDU A 2
F10B F 0.1995(16) 0.2837(10) 0.361(3) 0.111(5) Uani 0.473(7) 1 d PDU A 2
F11B F 0.1671(18) 0.2936(11) 0.562(3) 0.118(5) Uani 0.473(7) 1 d PDU A 2
F12B F 0.1399(17) 0.3498(9) 0.400(3) 0.123(6) Uani 0.473(7) 1 d PDU A 2
O15B O 0.3612(14) 0.4522(14) 0.652(4) 0.080(5) Uani 0.473(7) 1 d PDU A 2
C21B C 0.2038(11) 0.4700(7) 0.5435(18) 0.101(4) Uani 0.473(7) 1 d PDU A 2
F7B F 0.1319(11) 0.4570(11) 0.562(3) 0.115(5) Uani 0.473(7) 1 d PDU A 2
F8B F 0.2056(18) 0.4598(10) 0.4091(17) 0.105(6) Uani 0.473(7) 1 d PDU A 2
F9B F 0.2113(16) 0.5179(7) 0.565(3) 0.114(5) Uani 0.473(7) 1 d PDU A 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -4.3638 13.4090 '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
O2 C1 O1 120.9(13) . . ?
O2 C1 C2 121.6(13) . . ?
O1 C1 C2 117.5(13) . . ?
O2 C1 U1 60.5(7) . . ?
O1 C1 U1 60.6(7) . . ?
C2 C1 U1 175.0(10) . . ?
N1 C2 C1 114.0(13) . . ?
N1 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
N1 C2 H2B 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C4 C3 N1 107.2(15) . . ?
C4 C3 H3 126.4 . . ?
N1 C3 H3 126.4 . . ?
C3 C4 N2 108.8(15) . . ?
C3 C4 H4 125.6 . . ?
N2 C4 H4 125.6 . . ?
N2 C5 N1 108.5(14) . . ?
N2 C5 H5 125.8 . . ?
N1 C5 H5 125.8 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O4 C7 O3 120.7(14) . . ?
O4 C7 C8 122.4(14) . . ?
O3 C7 C8 116.8(13) . . ?
O4 C7 U1 60.5(8) . . ?
O3 C7 U1 60.3(8) . . ?
C8 C7 U1 176.7(12) . . ?
N3 C8 C7 108.7(13) . . ?
N3 C8 H8A 110.0 . . ?
C7 C8 H8A 110.0 . . ?
N3 C8 H8B 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.3 . . ?
C10 C9 N3 106.1(16) . . ?
C10 C9 H9 126.9 . . ?
N3 C9 H9 126.9 . . ?
C9 C10 N4 106.0(14) . . ?
C9 C10 H10 127.0 . . ?
N4 C10 H10 127.0 . . ?
N3 C11 N4 109.2(15) . . ?
N3 C11 H11 125.4 . . ?
N4 C11 H11 125.4 . . ?
N4 C12 H12A 109.5 . . ?
N4 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N4 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O6 C13 O5 118.4(13) . . ?
O6 C13 C14 118.9(13) . . ?
O5 C13 C14 122.7(12) . . ?
O6 C13 U1 59.6(7) . . ?
O5 C13 U1 58.9(7) . . ?
C14 C13 U1 177.4(10) . . ?
N5 C14 C13 113.4(12) . . ?
N5 C14 H14A 108.9 . . ?
C13 C14 H14A 108.9 . . ?
N5 C14 H14B 108.9 . . ?
C13 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 N5 108.0(13) . . ?
C16 C15 H15 126.0 . . ?
N5 C15 H15 126.0 . . ?
C15 C16 N6 108.0(12) . . ?
C15 C16 H16 126.0 . . ?
N6 C16 H16 126.0 . . ?
N5 C17 N6 109.0(12) . . ?
N5 C17 H17 125.5 . . ?
N6 C17 H17 125.5 . . ?
N6 C18 H18A 109.5 . . ?
N6 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N6 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
F1 C19 F3 111.2(13) . . ?
F1 C19 F2 109.9(13) . . ?
F3 C19 F2 110.9(14) . . ?
F1 C19 S1 108.5(10) . . ?
F3 C19 S1 108.2(10) . . ?
F2 C19 S1 108.0(10) . . ?
F4 C20 F6 108.8(14) . . ?
F4 C20 F5 113.0(15) . . ?
F6 C20 F5 109.3(14) . . ?
F4 C20 S2 110.7(12) . . ?
F6 C20 S2 109.9(11) . . ?
F5 C20 S2 105.2(11) . . ?
C5 N1 C3 106.9(14) . . ?
C5 N1 C2 127.6(12) . . ?
C3 N1 C2 125.4(13) . . ?
C5 N2 C4 108.6(15) . . ?
C5 N2 C6 124.7(16) . . ?
C4 N2 C6 126.7(16) . . ?
C11 N3 C9 109.3(15) . . ?
C11 N3 C8 130.7(15) . . ?
C9 N3 C8 120.0(16) . . ?
C11 N4 C10 109.3(16) . . ?
C11 N4 C12 125.3(15) . . ?
C10 N4 C12 125.3(13) . . ?
C17 N5 C15 107.5(12) . . ?
C17 N5 C14 125.5(12) . . ?
C15 N5 C14 126.9(12) . . ?
C17 N6 C16 107.4(12) . . ?
C17 N6 C18 124.7(12) . . ?
C16 N6 C18 127.8(12) . . ?
S2 N7 S1 128.1(9) . . ?
C1 O1 U1 93.0(8) . . ?
C1 O2 U1 93.5(8) . . ?
C7 O3 U1 93.4(9) . . ?
C7 O4 U1 93.9(9) . . ?
C13 O5 U1 94.8(8) . . ?
C13 O6 U1 94.4(8) . . ?
O9 S1 O10 116.7(9) . . ?
O9 S1 N7 118.2(8) . . ?
O10 S1 N7 106.4(9) . . ?
O9 S1 C19 106.0(8) . . ?
O10 S1 C19 102.0(8) . . ?
N7 S1 C19 105.7(10) . . ?
O11 S2 O12 119.7(11) . . ?
O11 S2 N7 117.6(9) . . ?
O12 S2 N7 111.4(10) . . ?
O11 S2 C20 105.4(10) . . ?
O12 S2 C20 102.9(9) . . ?
N7 S2 C20 95.1(10) . . ?
O7 U1 O8 179.4(5) . . ?
O7 U1 O3 93.6(4) . . ?
O8 U1 O3 86.8(4) . . ?
O7 U1 O5 87.5(4) . . ?
O8 U1 O5 91.9(4) . . ?
O3 U1 O5 118.7(3) . . ?
O7 U1 O4 86.3(4) . . ?
O8 U1 O4 93.6(4) . . ?
O3 U1 O4 52.0(3) . . ?
O5 U1 O4 66.9(3) . . ?
O7 U1 O2 93.8(4) . . ?
O8 U1 O2 86.8(4) . . ?
O3 U1 O2 69.1(3) . . ?
O5 U1 O2 172.0(3) . . ?
O4 U1 O2 121.0(3) . . ?
O7 U1 O1 89.6(4) . . ?
O8 U1 O1 90.6(4) . . ?
O3 U1 O1 121.4(3) . . ?
O5 U1 O1 119.9(3) . . ?
O4 U1 O1 171.9(3) . . ?
O2 U1 O1 52.3(3) . . ?
O7 U1 O6 89.5(4) . . ?
O8 U1 O6 90.1(4) . . ?
O3 U1 O6 170.3(3) . . ?
O5 U1 O6 52.3(3) . . ?
O4 U1 O6 119.2(3) . . ?
O2 U1 O6 119.9(3) . . ?
O1 U1 O6 67.7(3) . . ?
O7 U1 C7 89.5(5) . . ?
O8 U1 C7 90.6(5) . . ?
O3 U1 C7 26.4(4) . . ?
O5 U1 C7 92.5(4) . . ?
O4 U1 C7 25.7(4) . . ?
O2 U1 C7 95.4(4) . . ?
O1 U1 C7 147.5(4) . . ?
O6 U1 C7 144.8(4) . . ?
O7 U1 C1 90.6(4) . . ?
O8 U1 C1 89.8(4) . . ?
O3 U1 C1 95.0(4) . . ?
O5 U1 C1 146.3(4) . . ?
O4 U1 C1 146.5(4) . . ?
O2 U1 C1 26.0(3) . . ?
O1 U1 C1 26.4(4) . . ?
O6 U1 C1 94.1(4) . . ?
C7 U1 C1 121.1(4) . . ?
O7 U1 C13 89.3(4) . . ?
O8 U1 C13 90.2(5) . . ?
O3 U1 C13 144.8(4) . . ?
O5 U1 C13 26.3(3) . . ?
O4 U1 C13 93.3(4) . . ?
O2 U1 C13 145.7(4) . . ?
O1 U1 C13 93.7(4) . . ?
O6 U1 C13 26.0(3) . . ?
C7 U1 C13 118.8(4) . . ?
C1 U1 C13 120.0(4) . . ?
O13A S3A O14A 119.3(11) . . ?
O13A S3A N8A 112.9(11) . . ?
O14A S3A N8A 110.1(10) . . ?
O13A S3A C22A 103.6(10) . . ?
O14A S3A C22A 103.8(9) . . ?
N8A S3A C22A 105.6(13) . . ?
O16A S4A O15A 119.5(12) . . ?
O16A S4A N8A 114.8(10) . . ?
O15A S4A N8A 110.4(11) . . ?
O16A S4A C21A 105.0(10) . . ?
O15A S4A C21A 103.0(11) . . ?
N8A S4A C21A 101.4(11) . . ?
S4A N8A S3A 128.3(10) . . ?
F8A C21A F7A 108.8(14) . . ?
F8A C21A F9A 108.7(14) . . ?
F7A C21A F9A 106.5(14) . . ?
F8A C21A S4A 111.3(15) . . ?
F7A C21A S4A 109.1(16) . . ?
F9A C21A S4A 112.2(16) . . ?
F10A C22A F12A 109.6(14) . . ?
F10A C22A F11A 108.0(14) . . ?
F12A C22A F11A 108.5(14) . . ?
F10A C22A S3A 112.2(16) . . ?
F12A C22A S3A 109.6(15) . . ?
F11A C22A S3A 108.9(16) . . ?
O14B S3B O13B 121.2(14) . . ?
O14B S3B N8B 114.1(15) . . ?
O13B S3B N8B 110.0(17) . . ?
O14B S3B C22B 104.8(10) . . ?
O13B S3B C22B 104.7(11) . . ?
N8B S3B C22B 98.7(13) . . ?
O15B S4B O16B 118.0(14) . . ?
O15B S4B N8B 112(2) . . ?
O16B S4B N8B 106.9(15) . . ?
O15B S4B C21B 107.2(18) . . ?
O16B S4B C21B 103.0(15) . . ?
N8B S4B C21B 108.7(14) . . ?
S4B N8B S3B 127.6(13) . . ?
F12B C22B F10B 107.8(14) . . ?
F12B C22B F11B 107.1(14) . . ?
F10B C22B F11B 107.8(14) . . ?
F12B C22B S3B 109.1(17) . . ?
F10B C22B S3B 111.4(16) . . ?
F11B C22B S3B 113.4(17) . . ?
F8B C21B F7B 109.1(14) . . ?
F8B C21B F9B 109.6(14) . . ?
F7B C21B F9B 107.5(14) . . ?
F8B C21B S4B 111.1(12) . . ?
F7B C21B S4B 108.8(12) . . ?
F9B C21B S4B 110.6(12) . . ?
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 O2 1.245(16) . ?
C1 O1 1.261(16) . ?
C1 C2 1.513(18) . ?
C1 U1 2.836(14) . ?
C2 N1 1.458(18) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.28(2) . ?
C3 N1 1.381(18) . ?
C3 H3 0.9300 . ?
C4 N2 1.36(2) . ?
C4 H4 0.9300 . ?
C5 N2 1.29(2) . ?
C5 N1 1.33(2) . ?
C5 H5 0.9300 . ?
C6 N2 1.47(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 O4 1.228(17) . ?
C7 O3 1.258(17) . ?
C7 C8 1.56(2) . ?
C7 U1 2.829(16) . ?
C8 N3 1.51(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.36(2) . ?
C9 N3 1.402(19) . ?
C9 H9 0.9300 . ?
C10 N4 1.39(2) . ?
C10 H10 0.9300 . ?
C11 N3 1.30(2) . ?
C11 N4 1.31(2) . ?
C11 H11 0.9300 . ?
C12 N4 1.45(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 O6 1.260(16) . ?
C13 O5 1.278(16) . ?
C13 C14 1.500(18) . ?
C13 U1 2.870(14) . ?
C14 N5 1.451(17) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.31(2) . ?
C15 N5 1.382(16) . ?
C15 H15 0.9300 . ?
C16 N6 1.373(17) . ?
C16 H16 0.9300 . ?
C17 N5 1.320(18) . ?
C17 N6 1.336(18) . ?
C17 H17 0.9300 . ?
C18 N6 1.527(18) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 F1 1.31(2) . ?
C19 F3 1.31(3) . ?
C19 F2 1.312(10) . ?
C19 S1 1.816(9) . ?
C20 F4 1.31(3) . ?
C20 F6 1.32(3) . ?
C20 F5 1.32(3) . ?
C20 S2 1.819(9) . ?
N7 S2 1.548(8) . ?
N7 S1 1.556(8) . ?
O1 U1 2.474(9) . ?
O2 U1 2.473(9) . ?
O3 U1 2.461(10) . ?
O4 U1 2.467(10) . ?
O5 U1 2.465(9) . ?
O6 U1 2.484(9) . ?
O7 U1 1.719(9) . ?
O8 U1 1.746(10) . ?
O9 S1 1.398(8) . ?
O10 S1 1.442(8) . ?
O11 S2 1.413(8) . ?
O12 S2 1.43(2) . ?
S3A O13A 1.420(9) . ?
S3A O14A 1.425(9) . ?
S3A N8A 1.566(9) . ?
S3A C22A 1.835(9) . ?
S4A O16A 1.414(9) . ?
S4A O15A 1.424(9) . ?
S4A N8A 1.563(9) . ?
S4A C21A 1.834(9) . ?
C21A F8A 1.319(10) . ?
C21A F7A 1.323(10) . ?
C21A F9A 1.325(10) . ?
C22A F10A 1.318(10) . ?
C22A F12A 1.320(10) . ?
C22A F11A 1.322(10) . ?
S3B O14B 1.414(9) . ?
S3B O13B 1.419(10) . ?
S3B N8B 1.569(10) . ?
S3B C22B 1.833(9) . ?
S4B O15B 1.421(10) . ?
S4B O16B 1.426(10) . ?
S4B N8B 1.566(10) . ?
S4B C21B 1.832(10) . ?
C22B F12B 1.321(10) . ?
C22B F10B 1.323(10) . ?
C22B F11B 1.325(10) . ?
C21B F8B 1.317(10) . ?
C21B F7B 1.317(10) . ?
C21B F9B 1.317(10) . ?
