# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_p21c_a

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 'AsC5H12NO8U'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H11 As N O8 U'
_chemical_formula_sum            'C5 H11 As N O8 U'
_chemical_formula_weight         526.10

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'
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'
As As 0.0499 2.0058 '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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   7.1671(16)
_cell_length_b                   14.704(3)
_cell_length_c                   11.157(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.747(3)
_cell_angle_gamma                90
_cell_volume                     1167.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    125(2)
_cell_measurement_reflns_used    105
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      26.37

_exptl_crystal_description       Needle
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.993
_exptl_crystal_F_000             948
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.003
_exptl_absorpt_coefficient_mu    16.740
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4701
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_process_details   'Bruker SADABS V2012'

_exptl_special_details           
;
 'SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1359 before and 0.0369 after correction.
The Ratio of minimum to maximum transmission is 0.6303.'
;

_diffrn_ambient_temperature      125(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11720
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.302
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2385
_reflns_number_gt                2204
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker 2007)'
_computing_cell_refinement       'APEX2 (Bruker 2007)'
_computing_data_reduction        'SADABS-2012/1 (Bruker,2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'CrystalMaker 8.7 Software Ltd.'
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0135P)²+3.5680P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2385
_refine_ls_number_parameters     148
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0194
_refine_ls_R_factor_gt           0.0166
_refine_ls_wR_factor_ref         0.0381
_refine_ls_wR_factor_gt          0.0370
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
U1 U 0.22260(2) 0.05023(2) 0.84301(2) 0.00954(5) Uani 1 1 d . . . . .
As1 As 0.72008(5) -0.01883(3) 0.83527(3) 0.01061(8) Uani 1 1 d . . . . .
O6 O 0.9078(4) 0.04918(18) 0.8396(2) 0.0146(6) Uani 1 1 d . . . . .
O8 O 0.7076(4) -0.0865(2) 0.7087(2) 0.0191(6) Uani 1 1 d . . . . .
O2 O 0.2159(3) 0.16788(18) 0.8048(2) 0.0147(6) Uani 1 1 d . . . . .
O3 O 0.1605(4) 0.00969(19) 0.6402(2) 0.0171(6) Uani 1 1 d . . . . .
O1 O 0.2342(4) -0.06813(18) 0.8789(2) 0.0167(6) Uani 1 1 d . . . . .
O5 O 0.5295(4) 0.04719(18) 0.8147(2) 0.0158(6) Uani 1 1 d . . . . .
O4 O 0.0147(4) -0.1248(2) 0.6131(3) 0.0215(6) Uani 1 1 d . . . . .
O7 O 0.7232(4) -0.08569(19) 0.9565(2) 0.0156(6) Uani 1 1 d . . . . .
N1 N 0.3069(4) -0.1916(2) 0.4787(3) 0.0138(7) Uani 1 1 d . . . . .
C2 C 0.3207(6) -0.2582(3) 0.5816(4) 0.0231(9) Uani 1 1 d . . . . .
H1 H 0.4309 -0.2437 0.6390 0.035 Uiso 1 1 calc R U . . .
H2 H 0.3330 -0.3199 0.5504 0.035 Uiso 1 1 calc R U . . .
H3 H 0.2072 -0.2543 0.6224 0.035 Uiso 1 1 calc R U . . .
C5 C 0.1427(5) -0.0711(3) 0.5980(3) 0.0157(8) Uani 1 1 d . . . . .
C4 C 0.3006(5) -0.0955(3) 0.5239(3) 0.0156(8) Uani 1 1 d . . . . .
H4 H 0.2922 -0.0543 0.4533 0.019 Uiso 1 1 calc R U . . .
H5 H 0.4214 -0.0826 0.5736 0.019 Uiso 1 1 calc R U . . .
C1 C 0.1384(6) -0.2126(3) 0.3900(4) 0.0212(9) Uani 1 1 d . . . . .
H6 H 0.0243 -0.2074 0.4301 0.032 Uiso 1 1 calc R U . . .
H7 H 0.1489 -0.2746 0.3594 0.032 Uiso 1 1 calc R U . . .
H8 H 0.1321 -0.1694 0.3227 0.032 Uiso 1 1 calc R U . . .
C3 C 0.4820(6) -0.2014(3) 0.4172(4) 0.0229(9) Uani 1 1 d . . . . .
H9 H 0.4788 -0.1574 0.3510 0.034 Uiso 1 1 calc R U . . .
H10 H 0.4884 -0.2631 0.3850 0.034 Uiso 1 1 calc R U . . .
H11 H 0.5927 -0.1899 0.4756 0.034 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
U1 O2 1.781(3) . ?
U1 O1 1.786(3) . ?
U1 O6 2.252(3) 1_455 ?
U1 O5 2.259(3) . ?
U1 O7 2.286(3) 3_657 ?
U1 O3 2.331(3) . ?
As1 O7 1.670(3) . ?
As1 O5 1.670(3) . ?
As1 O6 1.673(3) . ?
As1 O8 1.721(3) . ?
O6 U1 2.252(3) 1_655 ?
O3 C5 1.279(5) . ?
O4 C5 1.237(5) . ?
O7 U1 2.286(3) 3_657 ?
N1 C1 1.500(5) . ?
N1 C4 1.502(5) . ?
N1 C2 1.503(5) . ?
N1 C3 1.507(5) . ?
C5 C4 1.520(5) . ?

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 U1 O1 178.49(12) . . ?
O2 U1 O6 90.22(10) . 1_455 ?
O1 U1 O6 90.98(11) . 1_455 ?
O2 U1 O5 89.15(10) . . ?
O1 U1 O5 89.52(11) . . ?
O6 U1 O5 170.94(10) 1_455 . ?
O2 U1 O7 90.55(11) . 3_657 ?
O1 U1 O7 90.27(11) . 3_657 ?
O6 U1 O7 94.16(9) 1_455 3_657 ?
O5 U1 O7 94.88(10) . 3_657 ?
O2 U1 O3 91.10(11) . . ?
O1 U1 O3 88.11(11) . . ?
O6 U1 O3 84.57(10) 1_455 . ?
O5 U1 O3 86.41(10) . . ?
O7 U1 O3 177.92(9) 3_657 . ?
O7 As1 O5 112.74(13) . . ?
O7 As1 O6 113.21(13) . . ?
O5 As1 O6 107.38(13) . . ?
O7 As1 O8 108.59(14) . . ?
O5 As1 O8 105.10(13) . . ?
O6 As1 O8 109.48(13) . . ?
As1 O6 U1 143.66(15) . 1_655 ?
C5 O3 U1 126.5(2) . . ?
As1 O5 U1 141.89(15) . . ?
As1 O7 U1 130.01(15) . 3_657 ?
C1 N1 C4 111.2(3) . . ?
C1 N1 C2 110.2(3) . . ?
C4 N1 C2 111.0(3) . . ?
C1 N1 C3 109.2(3) . . ?
C4 N1 C3 107.6(3) . . ?
C2 N1 C3 107.6(3) . . ?
O4 C5 O3 125.9(4) . . ?
O4 C5 C4 122.4(3) . . ?
O3 C5 C4 111.8(3) . . ?
N1 C4 C5 117.2(3) . . ?


_refine_diff_density_max         0.855
_refine_diff_density_min         -0.726
_refine_diff_density_rms         0.127

_shelxl_version_number           2013-4



_database_code_depnum_ccdc_archive 'CCDC 985928'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_p21cb_a

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 'C38H40N2O15S4U'
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H28 O15 S4 U, 2(C5 H6 N)'
_chemical_formula_sum            'C38 H40 N2 O15 S4 U'
_chemical_formula_weight         1130.99

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'
S S 0.1246 0.1234 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

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'

_cell_length_a                   12.3917(15)
_cell_length_b                   36.745(4)
_cell_length_c                   10.2457(12)
_cell_angle_alpha                90
_cell_angle_beta                 112.1900(13)
_cell_angle_gamma                90
_cell_volume                     4319.7(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       'Rectangular Prism'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_F_000             2232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.142
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.095
_exptl_absorpt_coefficient_mu    4.020
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_T_max  0.701
_exptl_absorpt_process_details   'Bruker SADABS V2012'

_exptl_special_details           
;
 'SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1359 before and 0.0369 after correction.
The Ratio of minimum to maximum transmission is 0.6303.'
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46962
_diffrn_reflns_av_unetI/netI     0.0510
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.775
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8837
_reflns_number_gt                6990
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_cell_refinement       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'APEX2 (Bruker, 2007)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'CrystalMaker (2014)'
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0231P)²+3.0883P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'intrinsic phasing'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8837
_refine_ls_number_parameters     545
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0734
_refine_ls_wR_factor_gt          0.0677
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
U1 U -0.00336(2) 0.59887(2) 0.21632(2) 0.02797(6) Uani 1 1 d . . . . .
S1 S 0.32109(9) 0.61799(3) 0.35716(12) 0.0349(3) Uani 1 1 d . . . . .
S2 S -0.00517(11) 0.67672(3) 0.42449(13) 0.0401(3) Uani 1 1 d . . . . .
S3 S 0.13319(11) 0.51049(3) 0.20266(12) 0.0404(3) Uani 1 1 d . . . . .
S4 S -0.31966(10) 0.61781(4) 0.06321(13) 0.0408(3) Uani 1 1 d . . . . .
O4 O 0.0033(2) 0.65950(8) 0.2982(3) 0.0375(7) Uani 1 1 d . . . . .
O13 O -0.0235(3) 0.61496(9) 0.0481(3) 0.0434(8) Uani 1 1 d . . . . .
O3 O 0.3707(3) 0.59831(8) 0.2714(3) 0.0452(8) Uani 1 1 d . . . . .
O10 O -0.2007(2) 0.61529(8) 0.1746(3) 0.0380(7) Uani 1 1 d . . . . .
O2 O 0.3672(3) 0.60776(9) 0.5028(4) 0.0575(10) Uani 1 1 d . . . . .
O7 O 0.0995(3) 0.54926(8) 0.1738(3) 0.0403(7) Uani 1 1 d . . . . .
O14 O 0.0108(3) 0.58150(8) 0.3815(3) 0.0405(7) Uani 1 1 d . . . . .
O6 O -0.1263(3) 0.67809(9) 0.4108(4) 0.0636(11) Uani 1 1 d . . . . .
O11 O -0.4013(3) 0.63060(11) 0.1218(4) 0.0589(10) Uani 1 1 d . . . . .
O15 O -0.1416(3) 0.54863(9) 0.1005(4) 0.0506(9) Uani 1 1 d . . . . .
O12 O -0.3529(3) 0.58370(9) -0.0127(4) 0.0562(10) Uani 1 1 d . . . . .
O5 O 0.0728(4) 0.66071(9) 0.5520(4) 0.0662(11) Uani 1 1 d . . . . .
O9 O 0.2117(3) 0.50088(10) 0.1353(4) 0.0631(11) Uani 1 1 d . . . . .
O8 O 0.0318(3) 0.48771(10) 0.1686(4) 0.0702(12) Uani 1 1 d . . . . .
O1 O 0.1932(3) 0.61668(10) 0.2956(5) 0.0735(13) Uani 1 1 d . . . . .
C32 C -0.3126(4) 0.65044(12) -0.0591(4) 0.0349(10) Uani 1 1 d . . . . .
C18 C 0.0375(4) 0.72219(12) 0.4203(5) 0.0353(10) Uani 1 1 d . . . . .
C21 C 0.0923(4) 0.79556(12) 0.4195(5) 0.0409(11) Uani 1 1 d . . . . .
C11 C 0.3539(3) 0.66479(12) 0.3501(4) 0.0318(10) Uani 1 1 d . . . . .
N1 N -0.2346(4) 0.62019(12) 0.4831(5) 0.0574(12) Uani 1 1 d . . . . .
H1 H -0.2174 0.6341 0.4235 0.069 Uiso 1 1 calc R U . . .
C13 C 0.3379(4) 0.72573(13) 0.4191(5) 0.0453(12) Uani 1 1 d . . . . .
H13 H 0.3086 0.7425 0.4681 0.054 Uiso 1 1 calc R U . . .
C37 C -0.3822(4) 0.64680(14) -0.1999(5) 0.0424(12) Uani 1 1 d . . . . .
H37 H -0.4316 0.6262 -0.2316 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3129(4) 0.68933(13) 0.4218(5) 0.0430(12) Uani 1 1 d . . . . .
H12 H 0.2676 0.6812 0.4730 0.052 Uiso 1 1 calc R U . . .
C16 C 0.4214(4) 0.67675(14) 0.2759(5) 0.0437(12) Uani 1 1 d . . . . .
H16 H 0.4504 0.6601 0.2263 0.052 Uiso 1 1 calc R U . . .
C25 C 0.2119(4) 0.50703(11) 0.3867(4) 0.0348(10) Uani 1 1 d . . . . .
N2 N 0.2652(4) 0.57948(13) -0.0171(4) 0.0577(12) Uani 1 1 d . . . . .
H2A H 0.2778 0.5774 0.0730 0.069 Uiso 1 1 calc R U . . .
C23 C 0.1102(4) 0.73894(13) 0.5428(5) 0.0439(12) Uani 1 1 d . . . . .
H23 H 0.1416 0.7254 0.6279 0.053 Uiso 1 1 calc R U . . .
C33 C -0.2391(4) 0.68038(13) -0.0136(5) 0.0463(12) Uani 1 1 d . . . . .
H33 H -0.1903 0.6830 0.0830 0.056 Uiso 1 1 calc R U . . .
C35 C -0.3077(4) 0.70288(15) -0.2519(5) 0.0522(13) Uani 1 1 d . . . . .
C36 C -0.3797(4) 0.67300(15) -0.2939(5) 0.0497(13) Uani 1 1 d . . . . .
H36 H -0.4289 0.6705 -0.3904 0.060 Uiso 1 1 calc R U . . .
C22 C 0.1370(4) 0.77538(13) 0.5410(5) 0.0456(12) Uani 1 1 d . . . . .
H22 H 0.1873 0.7867 0.6254 0.055 Uiso 1 1 calc R U . . .
C2 C -0.3651(4) 0.58266(14) 0.5299(6) 0.0500(13) Uani 1 1 d . . . . .
H2 H -0.4393 0.5713 0.5003 0.060 Uiso 1 1 calc R U . . .
C26 C 0.1606(4) 0.49204(14) 0.4720(5) 0.0480(12) Uani 1 1 d . . . . .
H26 H 0.0813 0.4847 0.4328 0.058 Uiso 1 1 calc R U . . .
C1 C -0.3370(5) 0.60390(15) 0.4401(6) 0.0542(14) Uani 1 1 d . . . . .
H1A H -0.3909 0.6071 0.3460 0.065 Uiso 1 1 calc R U . . .
C34 C -0.2381(5) 0.70599(15) -0.1100(6) 0.0566(14) Uani 1 1 d . . . . .
H34 H -0.1883 0.7265 -0.0789 0.068 Uiso 1 1 calc R U . . .
C28 C 0.3394(5) 0.49845(14) 0.6722(5) 0.0589(15) Uani 1 1 d . . . . .
C3 C -0.2863(5) 0.57775(14) 0.6625(6) 0.0518(13) Uani 1 1 d . . . . .
H3 H -0.3051 0.5626 0.7260 0.062 Uiso 1 1 calc R U . . .
C15 C 0.4448(4) 0.71345(15) 0.2766(5) 0.0512(13) Uani 1 1 d . . . . .
H15 H 0.4907 0.7217 0.2264 0.061 Uiso 1 1 calc R U . . .
C20 C 0.0191(4) 0.77869(13) 0.2984(5) 0.0472(12) Uani 1 1 d . . . . .
H20 H -0.0129 0.7923 0.2135 0.057 Uiso 1 1 calc R U . . .
C14 C 0.4048(4) 0.73847(13) 0.3465(5) 0.0443(12) Uani 1 1 d . . . . .
C19 C -0.0083(4) 0.74214(13) 0.2989(5) 0.0442(12) Uani 1 1 d . . . . .
H19 H -0.0592 0.7309 0.2146 0.053 Uiso 1 1 calc R U . . .
C30 C 0.3258(4) 0.51825(13) 0.4422(5) 0.0461(12) Uani 1 1 d . . . . .
H30 H 0.3612 0.5286 0.3832 0.055 Uiso 1 1 calc R U . . .
C10 C 0.1665(5) 0.56724(14) -0.1115(6) 0.0545(14) Uani 1 1 d . . . . .
H10 H 0.1105 0.5560 -0.0821 0.065 Uiso 1 1 calc R U . . .
C24 C 0.1275(6) 0.83493(13) 0.4166(6) 0.0643(16) Uani 1 1 d . . . . .
H24A H 0.1812 0.8422 0.5108 0.096 Uiso 1 1 calc R U . . .
H24B H 0.0580 0.8504 0.3876 0.096 Uiso 1 1 calc R U . . .
H24C H 0.1661 0.8377 0.3495 0.096 Uiso 1 1 calc R U . . .
C29 C 0.3886(5) 0.51432(14) 0.5859(6) 0.0574(15) Uani 1 1 d . . . . .
H29 H 0.4668 0.5227 0.6254 0.069 Uiso 1 1 calc R U . . .
C9 C 0.1456(5) 0.57069(15) -0.2494(6) 0.0594(15) Uani 1 1 d . . . . .
H9 H 0.0745 0.5619 -0.3174 0.071 Uiso 1 1 calc R U . . .
C27 C 0.2237(5) 0.48769(15) 0.6135(5) 0.0607(15) Uani 1 1 d . . . . .
H27 H 0.1878 0.4772 0.6718 0.073 Uiso 1 1 calc R U . . .
C6 C 0.3457(5) 0.59485(16) -0.0546(6) 0.0640(17) Uani 1 1 d . . . . .
H6 H 0.4164 0.6032 0.0152 0.077 Uiso 1 1 calc R U . . .
C17 C 0.4282(5) 0.77861(14) 0.3427(6) 0.0664(16) Uani 1 1 d . . . . .
H17A H 0.5122 0.7831 0.3882 0.100 Uiso 1 1 calc R U . . .
H17B H 0.3872 0.7920 0.3929 0.100 Uiso 1 1 calc R U . . .
H17C H 0.4005 0.7869 0.2445 0.100 Uiso 1 1 calc R U . . .
C4 C -0.1794(5) 0.59454(16) 0.7061(6) 0.0635(16) Uani 1 1 d . . . . .
H4 H -0.1232 0.5910 0.7987 0.076 Uiso 1 1 calc R U . . .
C8 C 0.2247(5) 0.58649(16) -0.2919(6) 0.0602(15) Uani 1 1 d . . . . .
H8 H 0.2096 0.5892 -0.3895 0.072 Uiso 1 1 calc R U . . .
C5 C -0.1567(5) 0.61629(17) 0.6131(7) 0.0721(18) Uani 1 1 d . . . . .
H5 H -0.0844 0.6289 0.6412 0.087 Uiso 1 1 calc R U . . .
C7 C 0.3266(5) 0.59858(17) -0.1931(7) 0.0736(19) Uani 1 1 d . . . . .
H7 H 0.3840 0.6095 -0.2210 0.088 Uiso 1 1 calc R U . . .
C38 C -0.3057(5) 0.73192(18) -0.3560(6) 0.084(2) Uani 1 1 d . . . . .
H38A H -0.2616 0.7530 -0.3046 0.126 Uiso 1 1 calc R U . . .
H38B H -0.3857 0.7393 -0.4129 0.126 Uiso 1 1 calc R U . . .
H38C H -0.2686 0.7222 -0.4178 0.126 Uiso 1 1 calc R U . . .
C31 C 0.4102(7) 0.49342(19) 0.8291(6) 0.097(3) Uani 1 1 d . . . . .
H31A H 0.4386 0.4683 0.8469 0.146 Uiso 1 1 calc R U . . .
H31B H 0.3609 0.4986 0.8825 0.146 Uiso 1 1 calc R U . . .
H31C H 0.4767 0.5102 0.8589 0.146 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
U1 O13 1.748(3) . ?
U1 O14 1.755(3) . ?
U1 O1 2.351(3) . ?
U1 O7 2.357(3) . ?
U1 O4 2.371(3) . ?
U1 O10 2.396(3) . ?
U1 O15 2.493(3) . ?
S1 O2 1.432(3) . ?
S1 O3 1.442(3) . ?
S1 O1 1.469(3) . ?
S1 C11 1.775(4) . ?
S2 O5 1.426(4) . ?
S2 O6 1.455(4) . ?
S2 O4 1.480(3) . ?
S2 C18 1.758(4) . ?
S3 O9 1.434(4) . ?
S3 O8 1.439(4) . ?
S3 O7 1.483(3) . ?
S3 C25 1.770(4) . ?
S4 O11 1.437(3) . ?
S4 O12 1.450(4) . ?
S4 O10 1.487(3) . ?
S4 C32 1.760(4) . ?
C32 C37 1.380(6) . ?
C32 C33 1.391(6) . ?
C18 C19 1.369(6) . ?
C18 C23 1.382(6) . ?
C21 C22 1.373(6) . ?
C21 C20 1.377(6) . ?
C21 C24 1.515(6) . ?
C11 C12 1.376(6) . ?
C11 C16 1.396(6) . ?
N1 C1 1.320(6) . ?
N1 C5 1.325(7) . ?
C13 C12 1.375(6) . ?
C13 C14 1.388(7) . ?
C37 C36 1.370(7) . ?
C16 C15 1.378(7) . ?
C25 C30 1.371(6) . ?
C25 C26 1.375(6) . ?
N2 C10 1.319(6) . ?
N2 C6 1.323(7) . ?
C23 C22 1.381(6) . ?
C33 C34 1.368(7) . ?
C35 C36 1.377(7) . ?
C35 C34 1.387(7) . ?
C35 C38 1.515(7) . ?
C2 C1 1.348(7) . ?
C2 C3 1.353(7) . ?
C26 C27 1.372(7) . ?
C28 C29 1.378(8) . ?
C28 C27 1.387(8) . ?
C28 C31 1.524(7) . ?
C3 C4 1.375(8) . ?
C15 C14 1.368(7) . ?
C20 C19 1.386(6) . ?
C14 C17 1.507(7) . ?
C30 C29 1.389(7) . ?
C10 C9 1.342(7) . ?
C9 C8 1.345(7) . ?
C6 C7 1.354(8) . ?
C4 C5 1.352(8) . ?
C8 C7 1.361(8) . ?

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
O13 U1 O14 177.26(14) . . ?
O13 U1 O1 89.45(15) . . ?
O14 U1 O1 93.14(15) . . ?
O13 U1 O7 88.00(13) . . ?
O14 U1 O7 91.90(13) . . ?
O1 U1 O7 73.58(12) . . ?
O13 U1 O4 90.22(13) . . ?
O14 U1 O4 91.33(12) . . ?
O1 U1 O4 73.93(11) . . ?
O7 U1 O4 147.48(10) . . ?
O13 U1 O10 89.00(12) . . ?
O14 U1 O10 89.26(13) . . ?
O1 U1 O10 147.81(12) . . ?
O7 U1 O10 138.46(10) . . ?
O4 U1 O10 73.93(10) . . ?
O13 U1 O15 87.95(13) . . ?
O14 U1 O15 89.44(13) . . ?
O1 U1 O15 143.76(12) . . ?
O7 U1 O15 70.20(11) . . ?
O4 U1 O15 142.19(10) . . ?
O10 U1 O15 68.29(10) . . ?
O2 S1 O3 114.1(2) . . ?
O2 S1 O1 112.3(3) . . ?
O3 S1 O1 111.2(2) . . ?
O2 S1 C11 106.8(2) . . ?
O3 S1 C11 107.7(2) . . ?
O1 S1 C11 104.0(2) . . ?
O5 S2 O6 114.8(2) . . ?
O5 S2 O4 112.2(2) . . ?
O6 S2 O4 110.0(2) . . ?
O5 S2 C18 108.0(2) . . ?
O6 S2 C18 105.9(2) . . ?
O4 S2 C18 105.31(19) . . ?
O9 S3 O8 115.4(3) . . ?
O9 S3 O7 109.4(2) . . ?
O8 S3 O7 110.9(2) . . ?
O9 S3 C25 107.1(2) . . ?
O8 S3 C25 107.2(2) . . ?
O7 S3 C25 106.38(19) . . ?
O11 S4 O12 113.9(2) . . ?
O11 S4 O10 110.5(2) . . ?
O12 S4 O10 110.8(2) . . ?
O11 S4 C32 107.9(2) . . ?
O12 S4 C32 106.7(2) . . ?
O10 S4 C32 106.7(2) . . ?
S2 O4 U1 134.97(18) . . ?
S4 O10 U1 143.30(18) . . ?
S3 O7 U1 146.87(19) . . ?
S1 O1 U1 165.2(2) . . ?
C37 C32 C33 119.9(4) . . ?
C37 C32 S4 119.9(4) . . ?
C33 C32 S4 120.2(3) . . ?
C19 C18 C23 119.4(4) . . ?
C19 C18 S2 120.4(3) . . ?
C23 C18 S2 120.0(4) . . ?
C22 C21 C20 118.5(4) . . ?
C22 C21 C24 120.9(5) . . ?
C20 C21 C24 120.6(5) . . ?
C12 C11 C16 120.2(4) . . ?
C12 C11 S1 118.4(3) . . ?
C16 C11 S1 121.4(4) . . ?
C1 N1 C5 122.0(5) . . ?
C12 C13 C14 121.5(5) . . ?
C36 C37 C32 119.7(5) . . ?
C13 C12 C11 119.7(4) . . ?
C15 C16 C11 118.2(5) . . ?
C30 C25 C26 120.5(4) . . ?
C30 C25 S3 119.2(4) . . ?
C26 C25 S3 120.3(4) . . ?
C10 N2 C6 121.6(5) . . ?
C22 C23 C18 119.8(4) . . ?
C34 C33 C32 119.1(5) . . ?
C36 C35 C34 117.8(5) . . ?
C36 C35 C38 121.5(5) . . ?
C34 C35 C38 120.7(5) . . ?
C37 C36 C35 121.6(5) . . ?
C21 C22 C23 121.3(4) . . ?
C1 C2 C3 119.3(5) . . ?
C27 C26 C25 120.2(5) . . ?
N1 C1 C2 119.9(5) . . ?
C33 C34 C35 121.9(5) . . ?
C29 C28 C27 118.6(5) . . ?
C29 C28 C31 120.7(6) . . ?
C27 C28 C31 120.8(6) . . ?
C2 C3 C4 120.5(5) . . ?
C14 C15 C16 122.9(5) . . ?
C21 C20 C19 120.8(5) . . ?
C15 C14 C13 117.5(4) . . ?
C15 C14 C17 122.2(5) . . ?
C13 C14 C17 120.3(5) . . ?
C18 C19 C20 120.3(4) . . ?
C25 C30 C29 119.1(5) . . ?
N2 C10 C9 119.8(5) . . ?
C28 C29 C30 121.2(5) . . ?
C10 C9 C8 120.5(5) . . ?
C26 C27 C28 120.5(5) . . ?
N2 C6 C7 119.7(5) . . ?
C5 C4 C3 117.9(5) . . ?
C9 C8 C7 119.0(5) . . ?
N1 C5 C4 120.4(5) . . ?
C6 C7 C8 119.5(5) . . ?

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
O5 S2 O4 U1 51.3(3) . . . . ?
O6 S2 O4 U1 -77.9(3) . . . . ?
C18 S2 O4 U1 168.5(2) . . . . ?
O11 S4 O10 U1 179.3(3) . . . . ?
O12 S4 O10 U1 52.1(4) . . . . ?
C32 S4 O10 U1 -63.7(3) . . . . ?
O9 S3 O7 U1 -175.8(3) . . . . ?
O8 S3 O7 U1 55.8(4) . . . . ?
C25 S3 O7 U1 -60.4(4) . . . . ?
O2 S1 O1 U1 -57.6(11) . . . . ?
O3 S1 O1 U1 71.7(12) . . . . ?
C11 S1 O1 U1 -172.7(11) . . . . ?
O11 S4 C32 C37 -93.8(4) . . . . ?
O12 S4 C32 C37 28.9(4) . . . . ?
O10 S4 C32 C37 147.4(4) . . . . ?
O11 S4 C32 C33 84.6(4) . . . . ?
O12 S4 C32 C33 -152.7(4) . . . . ?
O10 S4 C32 C33 -34.1(4) . . . . ?
O5 S2 C18 C19 168.0(4) . . . . ?
O6 S2 C18 C19 -68.6(4) . . . . ?
O4 S2 C18 C19 47.9(4) . . . . ?
O5 S2 C18 C23 -17.4(4) . . . . ?
O6 S2 C18 C23 106.0(4) . . . . ?
O4 S2 C18 C23 -137.5(4) . . . . ?
O2 S1 C11 C12 -58.5(4) . . . . ?
O3 S1 C11 C12 178.5(3) . . . . ?
O1 S1 C11 C12 60.5(4) . . . . ?
O2 S1 C11 C16 120.4(4) . . . . ?
O3 S1 C11 C16 -2.6(4) . . . . ?
O1 S1 C11 C16 -120.6(4) . . . . ?
C33 C32 C37 C36 -1.0(7) . . . . ?
S4 C32 C37 C36 177.5(4) . . . . ?
C14 C13 C12 C11 -0.7(7) . . . . ?
C16 C11 C12 C13 0.6(7) . . . . ?
S1 C11 C12 C13 179.5(4) . . . . ?
C12 C11 C16 C15 -0.3(7) . . . . ?
S1 C11 C16 C15 -179.1(3) . . . . ?
O9 S3 C25 C30 39.0(4) . . . . ?
O8 S3 C25 C30 163.4(4) . . . . ?
O7 S3 C25 C30 -77.9(4) . . . . ?
O9 S3 C25 C26 -138.7(4) . . . . ?
O8 S3 C25 C26 -14.3(5) . . . . ?
O7 S3 C25 C26 104.4(4) . . . . ?
C19 C18 C23 C22 -0.9(7) . . . . ?
S2 C18 C23 C22 -175.5(4) . . . . ?
C37 C32 C33 C34 0.6(7) . . . . ?
S4 C32 C33 C34 -177.8(4) . . . . ?
C32 C37 C36 C35 1.1(7) . . . . ?
C34 C35 C36 C37 -0.9(8) . . . . ?
C38 C35 C36 C37 -179.6(5) . . . . ?
C20 C21 C22 C23 0.2(7) . . . . ?
C24 C21 C22 C23 -176.5(5) . . . . ?
C18 C23 C22 C21 0.3(8) . . . . ?
C30 C25 C26 C27 -1.0(7) . . . . ?
S3 C25 C26 C27 176.6(4) . . . . ?
C5 N1 C1 C2 0.3(8) . . . . ?
C3 C2 C1 N1 -1.4(8) . . . . ?
C32 C33 C34 C35 -0.4(8) . . . . ?
C36 C35 C34 C33 0.5(8) . . . . ?
C38 C35 C34 C33 179.3(5) . . . . ?
C1 C2 C3 C4 0.8(8) . . . . ?
C11 C16 C15 C14 0.0(7) . . . . ?
C22 C21 C20 C19 -0.3(7) . . . . ?
C24 C21 C20 C19 176.5(5) . . . . ?
C16 C15 C14 C13 0.0(8) . . . . ?
C16 C15 C14 C17 -178.2(5) . . . . ?
C12 C13 C14 C15 0.4(8) . . . . ?
C12 C13 C14 C17 178.5(5) . . . . ?
C23 C18 C19 C20 0.8(7) . . . . ?
S2 C18 C19 C20 175.5(4) . . . . ?
C21 C20 C19 C18 -0.3(7) . . . . ?
C26 C25 C30 C29 -0.1(7) . . . . ?
S3 C25 C30 C29 -177.8(4) . . . . ?
C6 N2 C10 C9 -0.8(8) . . . . ?
C27 C28 C29 C30 -2.6(9) . . . . ?
C31 C28 C29 C30 178.4(5) . . . . ?
C25 C30 C29 C28 1.9(8) . . . . ?
N2 C10 C9 C8 0.1(9) . . . . ?
C25 C26 C27 C28 0.3(8) . . . . ?
C29 C28 C27 C26 1.5(9) . . . . ?
C31 C28 C27 C26 -179.5(6) . . . . ?
C10 N2 C6 C7 0.7(9) . . . . ?
C2 C3 C4 C5 0.8(9) . . . . ?
C10 C9 C8 C7 0.7(9) . . . . ?
C1 N1 C5 C4 1.4(9) . . . . ?
C3 C4 C5 N1 -1.9(9) . . . . ?
N2 C6 C7 C8 0.1(10) . . . . ?
C9 C8 C7 C6 -0.8(10) . . . . ?

_refine_diff_density_max         0.543
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.098

_shelxl_version_number           2013-4



_database_code_depnum_ccdc_archive 'CCDC 985929'
