# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1-H2O-2Me2NCHO
_database_code_depnum_ccdc_archive 'CCDC 1870329'
_audit_update_record             
;
2018-09-28 deposited with the CCDC.
2018-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H34 Cl2 N10 O11 U2'
_chemical_formula_weight         1233.61

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0485(5)
_cell_length_b                   14.7628(11)
_cell_length_c                   18.7692(14)
_cell_angle_alpha                73.799(3)
_cell_angle_beta                 89.767(3)
_cell_angle_gamma                89.067(3)
_cell_volume                     1875.2(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9735
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      27.64

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.45
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.185
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1156
_exptl_absorpt_coefficient_mu    8.837
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.0796
_exptl_absorpt_correction_T_max  0.1092
_exptl_absorpt_process_details   
;
'SADABS (Sheldrick 1997)'
and
'XABS2' Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
Cubic fit to sin(theta)/lambda - 24 parameters
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6603
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6603
_reflns_number_gt                5938
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'MERCURY (Macrae et al, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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 > 2σ(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     
'calc w=1/[σ²(Fo²)+(0.0115P)²+17.1025P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6603
_refine_ls_number_parameters     482
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0728
_refine_ls_wR_factor_gt          0.0710
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_restrained_S_all      1.086
_refine_ls_shift/su_max          0.002
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
U1 U 0.73972(4) 0.394465(16) 0.656683(12) 0.02724(8) Uani 1 1 d . . .
U2 U 0.76833(4) 0.189822(16) 0.838752(12) 0.02841(8) Uani 1 1 d . . .
Cl1 Cl 0.6674(5) 0.07287(19) 0.52767(18) 0.0927(10) Uani 1 1 d . . .
Cl2 Cl 0.7558(4) 0.52687(14) 0.95532(14) 0.0717(7) Uani 1 1 d . . .
O1 O 0.7153(9) 0.5433(3) 0.6603(3) 0.0489(14) Uani 1 1 d . . .
O2 O 0.4849(7) 0.3906(4) 0.6542(3) 0.0455(13) Uani 1 1 d . . .
O3 O 0.9903(7) 0.4011(4) 0.6491(3) 0.0426(12) Uani 1 1 d . . .
O4 O 0.7557(7) 0.3541(3) 0.7837(2) 0.0347(11) Uani 1 1 d . . .
H4A H 0.7571 0.3981 0.8107 0.042 Uiso 1 1 calc R . .
O5 O 0.7619(8) 0.2315(3) 0.7092(2) 0.0373(11) Uani 1 1 d . . .
H5A H 0.7676 0.1880 0.6817 0.045 Uiso 1 1 calc R . .
O6 O 0.7721(11) 0.0405(4) 0.8393(3) 0.0641(19) Uani 1 1 d . . .
O7 O 0.5222(9) 0.1896(4) 0.8436(3) 0.0486(14) Uani 1 1 d . . .
O8 O 1.0209(8) 0.1899(4) 0.8427(3) 0.0498(14) Uani 1 1 d . . .
N1 N 0.7483(8) 0.5107(4) 0.5219(3) 0.0313(12) Uani 1 1 d . . .
N2 N 0.7349(9) 0.4718(4) 0.4628(3) 0.0381(14) Uani 1 1 d . . .
H2A H 0.7363 0.5077 0.4180 0.046 Uiso 1 1 calc R . .
N3 N 0.7235(9) 0.3247(4) 0.5450(3) 0.0359(13) Uani 1 1 d . . .
N4 N 0.7035(10) 0.2297(4) 0.5590(3) 0.0448(16) Uani 1 1 d . . .
N5 N 0.7677(9) 0.0816(4) 0.9757(3) 0.0324(13) Uani 1 1 d . . .
N6 N 0.7801(9) 0.1253(4) 1.0317(3) 0.0382(14) Uani 1 1 d . . .
H6 H 0.7878 0.0917 1.0772 0.046 Uiso 1 1 calc R . .
N7 N 0.7722(9) 0.2701(4) 0.9446(3) 0.0327(13) Uani 1 1 d . . .
N8 N 0.7663(10) 0.3656(4) 0.9280(3) 0.0396(14) Uani 1 1 d . . .
C1 C 0.7574(10) 0.6305(5) 0.6277(4) 0.0362(16) Uani 1 1 d . . .
C2 C 0.7689(12) 0.6972(6) 0.6674(5) 0.049(2) Uani 1 1 d . . .
H2 H 0.7487 0.6785 0.7184 0.059 Uiso 1 1 calc R . .
C3 C 0.8088(15) 0.7887(6) 0.6333(6) 0.065(3) Uani 1 1 d . . .
H3 H 0.8138 0.8316 0.6613 0.078 Uiso 1 1 calc R . .
C4 C 0.8419(15) 0.8193(6) 0.5582(6) 0.066(3) Uani 1 1 d . . .
H4 H 0.8726 0.8818 0.5357 0.079 Uiso 1 1 calc R . .
C5 C 0.8290(13) 0.7563(6) 0.5170(5) 0.055(2) Uani 1 1 d . . .
H5 H 0.8466 0.7773 0.4659 0.066 Uiso 1 1 calc R . .
C6 C 0.7900(10) 0.6610(5) 0.5498(4) 0.0366(16) Uani 1 1 d . . .
C7 C 0.7772(10) 0.6013(5) 0.5005(4) 0.0369(17) Uani 1 1 d . . .
H7 H 0.7905 0.6296 0.4499 0.044 Uiso 1 1 calc R . .
C8 C 0.7200(10) 0.3790(5) 0.4753(4) 0.0335(15) Uani 1 1 d . . .
C9 C 0.7011(12) 0.3394(6) 0.4149(4) 0.050(2) Uani 1 1 d . . .
H9 H 0.7011 0.3777 0.3662 0.061 Uiso 1 1 calc R . .
C10 C 0.6830(13) 0.2457(7) 0.4294(5) 0.058(2) Uani 1 1 d . . .
H10 H 0.6700 0.2162 0.3920 0.070 Uiso 1 1 calc R . .
C11 C 0.6852(13) 0.1951(6) 0.5044(5) 0.053(2) Uani 1 1 d . . .
C12 C 0.7476(12) -0.0480(5) 0.8769(4) 0.0417(18) Uani 1 1 d . . .
C13 C 0.7411(10) -0.0738(5) 0.9543(4) 0.0340(15) Uani 1 1 d . . .
C14 C 0.7196(12) -0.1694(5) 0.9931(5) 0.0471(19) Uani 1 1 d . . .
H14 H 0.7168 -0.1873 1.0447 0.057 Uiso 1 1 calc R . .
C15 C 0.7028(15) -0.2361(6) 0.9558(5) 0.059(2) Uani 1 1 d . . .
H15 H 0.6887 -0.2992 0.9820 0.071 Uiso 1 1 calc R . .
C16 C 0.7067(15) -0.2100(6) 0.8794(5) 0.062(3) Uani 1 1 d . . .
H16 H 0.6938 -0.2556 0.8542 0.075 Uiso 1 1 calc R . .
C17 C 0.7295(15) -0.1171(6) 0.8399(5) 0.060(2) Uani 1 1 d . . .
H17 H 0.7330 -0.1004 0.7883 0.072 Uiso 1 1 calc R . .
C18 C 0.7461(11) -0.0098(4) 1.0000(4) 0.0390(18) Uani 1 1 d . . .
H18 H 0.7328 -0.0356 1.0509 0.047 Uiso 1 1 calc R . .
C19 C 0.7803(10) 0.2190(5) 1.0158(4) 0.0341(15) Uani 1 1 d . . .
C20 C 0.7860(13) 0.2616(5) 1.0745(4) 0.047(2) Uani 1 1 d . . .
H20 H 0.7946 0.2252 1.1236 0.057 Uiso 1 1 calc R . .
C21 C 0.7786(13) 0.3570(6) 1.0570(4) 0.049(2) Uani 1 1 d . . .
H21 H 0.7795 0.3890 1.0933 0.058 Uiso 1 1 calc R . .
C22 C 0.7697(12) 0.4050(5) 0.9811(4) 0.0419(18) Uani 1 1 d . . .
O9 O 0.7726(10) 0.0506(4) 1.1838(3) 0.0598(16) Uani 1 1 d . . .
N9 N 0.7795(11) -0.0807(5) 1.2821(4) 0.0521(18) Uani 1 1 d . . .
C23 C 0.7439(12) -0.0333(6) 1.2131(4) 0.0438(18) Uani 1 1 d . . .
H23 H 0.6912 -0.0670 1.1831 0.053 Uiso 1 1 calc R . .
C24 C 0.7343(14) -0.1807(6) 1.3104(5) 0.058(2) Uani 1 1 d . . .
H24A H 0.6708 -0.2010 1.2725 0.087 Uiso 1 1 calc R . .
H24B H 0.6530 -0.1897 1.3529 0.087 Uiso 1 1 calc R . .
H24C H 0.8493 -0.2169 1.3244 0.087 Uiso 1 1 calc R . .
C25 C 0.884(2) -0.0381(9) 1.3301(7) 0.119(6) Uani 1 1 d . . .
H25A H 0.9364 0.0204 1.3013 0.179 Uiso 1 1 calc R . .
H25B H 0.9849 -0.0800 1.3539 0.179 Uiso 1 1 calc R . .
H25C H 0.8003 -0.0263 1.3671 0.179 Uiso 1 1 calc R . .
O10 O 0.5738(13) 0.3696(6) 1.2126(5) 0.101(3) Uani 1 1 d . . .
N10 N 0.7402(10) 0.5037(5) 1.1966(4) 0.0520(17) Uani 1 1 d . . .
C26 C 0.5826(15) 0.4569(7) 1.1973(6) 0.069(3) Uani 1 1 d . . .
H26 H 0.4701 0.4915 1.1855 0.083 Uiso 1 1 calc R . .
C27 C 0.9149(15) 0.4531(8) 1.2168(6) 0.078(3) Uani 1 1 d . . .
H27A H 0.8982 0.3882 1.2183 0.116 Uiso 1 1 calc R . .
H27B H 0.9536 0.4570 1.2648 0.116 Uiso 1 1 calc R . .
H27C H 1.0104 0.4801 1.1809 0.116 Uiso 1 1 calc R . .
C28 C 0.7390(16) 0.6055(7) 1.1778(7) 0.079(3) Uani 1 1 d . . .
H28A H 0.6103 0.6287 1.1732 0.119 Uiso 1 1 calc R . .
H28B H 0.8041 0.6303 1.1316 0.119 Uiso 1 1 calc R . .
H28C H 0.8018 0.6252 1.2162 0.119 Uiso 1 1 calc R . .
O11 O 0.686(3) 0.1853(10) 1.2749(7) 0.229(9) Uani 1 1 d . . .
H11A H 0.6960 0.1591 1.2336 0.344 Uiso 1 1 d R . .
H11B H 0.7065 0.2515 1.2534 0.344 Uiso 1 1 d R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 O3 1.773(5) . ?
U1 O2 1.799(5) . ?
U1 O1 2.220(5) . ?
U1 O4 2.293(4) . ?
U1 O5 2.335(4) . ?
U1 N3 2.584(6) . ?
U1 N1 2.632(5) . ?
U1 U2 3.8821(4) . ?
U2 O7 1.737(6) . ?
U2 O8 1.782(5) . ?
U2 O6 2.202(5) . ?
U2 O5 2.336(4) . ?
U2 O4 2.356(4) . ?
U2 N7 2.582(5) . ?
U2 N5 2.621(5) . ?
Cl1 C11 1.740(9) . ?
Cl2 C22 1.728(7) . ?
O1 C1 1.301(8) . ?
O6 C12 1.314(9) . ?
N1 C7 1.303(8) . ?
N1 N2 1.390(8) . ?
N2 C8 1.328(9) . ?
N3 C8 1.331(8) . ?
N3 N4 1.362(8) . ?
N4 C11 1.275(10) . ?
N5 C18 1.309(8) . ?
N5 N6 1.383(8) . ?
N6 C19 1.332(9) . ?
N7 C19 1.340(8) . ?
N7 N8 1.356(8) . ?
N8 C22 1.288(9) . ?
C1 C2 1.395(10) . ?
C1 C6 1.423(10) . ?
C2 C3 1.358(12) . ?
C3 C4 1.375(14) . ?
C4 C5 1.370(13) . ?
C5 C6 1.401(10) . ?
C6 C7 1.450(10) . ?
C8 C9 1.421(10) . ?
C9 C10 1.342(12) . ?
C10 C11 1.398(12) . ?
C12 C17 1.392(11) . ?
C12 C13 1.396(10) . ?
C13 C14 1.406(10) . ?
C13 C18 1.443(10) . ?
C14 C15 1.365(12) . ?
C15 C16 1.379(13) . ?
C16 C17 1.376(12) . ?
C19 C20 1.413(10) . ?
C20 C21 1.355(11) . ?
C21 C22 1.403(11) . ?
O9 C23 1.226(9) . ?
N9 C23 1.312(9) . ?
N9 C25 1.446(13) . ?
N9 C24 1.462(11) . ?
O10 C26 1.241(12) . ?
N10 C26 1.316(12) . ?
N10 C27 1.426(12) . ?
N10 C28 1.445(12) . ?

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
O3 U1 O2 174.1(2) . . ?
O3 U1 O1 91.8(2) . . ?
O2 U1 O1 88.8(2) . . ?
O3 U1 O4 91.5(2) . . ?
O2 U1 O4 94.3(2) . . ?
O1 U1 O4 86.77(17) . . ?
O3 U1 O5 90.5(2) . . ?
O2 U1 O5 91.5(2) . . ?
O1 U1 O5 154.40(16) . . ?
O4 U1 O5 67.67(15) . . ?
O3 U1 N3 90.8(2) . . ?
O2 U1 N3 84.4(2) . . ?
O1 U1 N3 130.01(18) . . ?
O4 U1 N3 143.04(17) . . ?
O5 U1 N3 75.42(17) . . ?
O3 U1 N1 83.5(2) . . ?
O2 U1 N1 91.2(2) . . ?
O1 U1 N1 69.24(17) . . ?
O4 U1 N1 155.26(17) . . ?
O5 U1 N1 136.32(16) . . ?
N3 U1 N1 61.51(18) . . ?
O3 U1 U2 92.28(16) . . ?
O2 U1 U2 92.48(16) . . ?
O1 U1 U2 120.61(12) . . ?
O4 U1 U2 33.91(11) . . ?
O5 U1 U2 33.80(11) . . ?
N3 U1 U2 109.14(13) . . ?
N1 U1 U2 169.53(12) . . ?
O7 U2 O8 174.7(2) . . ?
O7 U2 O6 90.5(3) . . ?
O8 U2 O6 90.9(3) . . ?
O7 U2 O5 91.8(2) . . ?
O8 U2 O5 93.4(2) . . ?
O6 U2 O5 88.68(17) . . ?
O7 U2 O4 89.3(2) . . ?
O8 U2 O4 91.6(2) . . ?
O6 U2 O4 155.29(17) . . ?
O5 U2 O4 66.63(15) . . ?
O7 U2 N7 88.6(2) . . ?
O8 U2 N7 86.6(2) . . ?
O6 U2 N7 132.11(18) . . ?
O5 U2 N7 139.21(16) . . ?
O4 U2 N7 72.60(16) . . ?
O7 U2 N5 87.1(2) . . ?
O8 U2 N5 88.5(2) . . ?
O6 U2 N5 70.11(18) . . ?
O5 U2 N5 158.74(16) . . ?
O4 U2 N5 134.53(16) . . ?
N7 U2 N5 62.02(17) . . ?
O7 U2 U1 89.59(16) . . ?
O8 U2 U1 94.00(18) . . ?
O6 U2 U1 122.41(13) . . ?
O5 U2 U1 33.78(11) . . ?
O4 U2 U1 32.88(11) . . ?
N7 U2 U1 105.47(12) . . ?
N5 U2 U1 167.11(12) . . ?
C1 O1 U1 145.9(5) . . ?
U1 O4 U2 113.22(18) . . ?
U1 O5 U2 112.42(18) . . ?
C12 O6 U2 147.9(5) . . ?
C7 N1 N2 112.6(6) . . ?
C7 N1 U1 129.8(5) . . ?
N2 N1 U1 117.5(4) . . ?
C8 N2 N1 120.1(5) . . ?
C8 N3 N4 119.6(6) . . ?
C8 N3 U1 122.1(5) . . ?
N4 N3 U1 118.1(4) . . ?
C11 N4 N3 118.7(7) . . ?
C18 N5 N6 113.5(5) . . ?
C18 N5 U2 129.0(4) . . ?
N6 N5 U2 117.3(4) . . ?
C19 N6 N5 120.4(5) . . ?
C19 N7 N8 119.3(5) . . ?
C19 N7 U2 121.1(4) . . ?
N8 N7 U2 119.6(4) . . ?
C22 N8 N7 119.2(6) . . ?
O1 C1 C2 121.3(7) . . ?
O1 C1 C6 120.8(7) . . ?
C2 C1 C6 118.0(7) . . ?
C3 C2 C1 121.5(8) . . ?
C2 C3 C4 121.3(9) . . ?
C5 C4 C3 119.0(8) . . ?
C4 C5 C6 121.7(8) . . ?
C5 C6 C1 118.5(7) . . ?
C5 C6 C7 116.8(7) . . ?
C1 C6 C7 124.7(6) . . ?
N1 C7 C6 124.7(7) . . ?
N2 C8 N3 118.8(6) . . ?
N2 C8 C9 120.1(6) . . ?
N3 C8 C9 121.1(7) . . ?
C10 C9 C8 118.6(8) . . ?
C9 C10 C11 115.8(8) . . ?
N4 C11 C10 126.1(8) . . ?
N4 C11 Cl1 115.4(7) . . ?
C10 C11 Cl1 118.5(7) . . ?
O6 C12 C17 120.2(7) . . ?
O6 C12 C13 120.4(6) . . ?
C17 C12 C13 119.4(7) . . ?
C12 C13 C14 119.0(7) . . ?
C12 C13 C18 125.7(6) . . ?
C14 C13 C18 115.2(7) . . ?
C15 C14 C13 120.7(8) . . ?
C14 C15 C16 119.9(8) . . ?
C17 C16 C15 120.7(8) . . ?
C16 C17 C12 120.2(8) . . ?
N5 C18 C13 125.4(7) . . ?
N6 C19 N7 118.9(6) . . ?
N6 C19 C20 119.1(6) . . ?
N7 C19 C20 122.0(6) . . ?
C21 C20 C19 118.0(7) . . ?
C20 C21 C22 116.3(7) . . ?
N8 C22 C21 125.3(7) . . ?
N8 C22 Cl2 116.2(6) . . ?
C21 C22 Cl2 118.5(6) . . ?
C23 N9 C25 120.5(8) . . ?
C23 N9 C24 121.5(7) . . ?
C25 N9 C24 117.7(8) . . ?
O9 C23 N9 127.0(8) . . ?
C26 N10 C27 119.5(9) . . ?
C26 N10 C28 121.2(9) . . ?
C27 N10 C28 119.2(8) . . ?
O10 C26 N10 124.5(10) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H2A O2 0.86 2.31 2.964(7) 133.3 2_666
N2 H2A O3 0.86 2.50 3.093(8) 127.3 2_766
N6 H6 O9 0.86 1.93 2.758(8) 162.7 .
O11 H11A O9 0.96 2.13 3.017(13) 153.0 .
O11 H11B O10 0.96 1.93 2.750(16) 142.3 .

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         3.227
_refine_diff_density_min         -1.941
_refine_diff_density_rms         0.133
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-H2O
_database_code_depnum_ccdc_archive 'CCDC 1870330'
_audit_update_record             
;
2018-09-28 deposited with the CCDC.
2018-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H23 Cl2 N8 O11.50 U2'
_chemical_formula_weight         1154.46

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'
U U -9.6767 9.6646 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.4436(13)
_cell_length_b                   14.7742(12)
_cell_length_c                   15.3194(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.786(2)
_cell_angle_gamma                90.00
_cell_volume                     3198.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7932
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      26.35

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_size_max          0.61
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.48
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    2.397
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2132
_exptl_absorpt_coefficient_mu    10.352
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.0614
_exptl_absorpt_correction_T_max  0.0827
_exptl_absorpt_process_details   'SADABS (Sheldrick 1997)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20243
_diffrn_reflns_av_R_equivalents  0.0850
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.76
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2812
_reflns_number_gt                2219
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'MERCURY (Macrae et al, 2008)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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 > 2σ(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     
'calc w=1/[σ²(Fo²)+(0.0347P)²+35.3734P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2812
_refine_ls_number_parameters     219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0857
_refine_ls_wR_factor_gt          0.0791
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
U1 U 0.65924(2) 0.17828(2) 0.02570(2) 0.03189(12) Uani 1 1 d . . .
Cl1 Cl 1.0026(3) 0.0777(3) 0.3700(3) 0.1253(19) Uani 1 1 d . . .
O1 O 0.5120(5) 0.1573(4) -0.0864(4) 0.0440(15) Uani 1 1 d . . .
O2 O 0.6239(5) 0.2718(4) 0.0763(5) 0.0439(15) Uani 1 1 d . . .
O3 O 0.6927(5) 0.0804(4) -0.0205(4) 0.0429(15) Uani 1 1 d . . .
O4 O 0.6843(4) 0.2679(4) -0.0864(4) 0.0378(14) Uani 1 1 d . . .
H4A H 0.6387 0.2808 -0.1470 0.045 Uiso 1 1 calc R . .
O5 O 0.1419(6) 0.1771(6) -0.1218(7) 0.076(2) Uani 1 1 d . . .
N1 N 0.5568(5) 0.0883(5) 0.0964(5) 0.0351(17) Uani 1 1 d . . .
N2 N 0.6041(6) 0.0396(6) 0.1812(6) 0.051(2) Uani 1 1 d . . .
H2A H 0.5729 0.0071 0.2051 0.061 Uiso 1 1 calc R . .
N3 N 0.7465(5) 0.0953(5) 0.1885(5) 0.0376(17) Uani 1 1 d . . .
N4 N 0.8389(6) 0.1029(6) 0.2312(6) 0.051(2) Uani 1 1 d . . .
C1 C 0.4224(6) 0.1647(6) -0.0903(6) 0.038(2) Uani 1 1 d . . .
C2 C 0.3499(8) 0.2007(6) -0.1703(7) 0.051(3) Uani 1 1 d . . .
H2 H 0.3646 0.2239 -0.2191 0.061 Uiso 1 1 calc R . .
C3 C 0.2591(8) 0.2033(7) -0.1803(8) 0.055(3) Uani 1 1 d . . .
H3 H 0.2123 0.2269 -0.2354 0.065 Uiso 1 1 calc R . .
C4 C 0.2360(7) 0.1702(7) -0.1065(8) 0.050(3) Uani 1 1 d . . .
C5 C 0.3051(7) 0.1328(7) -0.0272(8) 0.051(3) Uani 1 1 d . . .
H5 H 0.2891 0.1094 0.0208 0.062 Uiso 1 1 calc R . .
C6 C 0.3998(7) 0.1292(6) -0.0170(7) 0.041(2) Uani 1 1 d . . .
C7 C 0.4665(7) 0.0867(6) 0.0677(6) 0.039(2) Uani 1 1 d . . .
C8 C 0.6984(7) 0.0445(6) 0.2243(6) 0.042(2) Uani 1 1 d . . .
C9 C 0.7460(8) -0.0078(7) 0.3099(7) 0.050(3) Uani 1 1 d . . .
H9 H 0.7126 -0.0447 0.3347 0.060 Uiso 1 1 calc R . .
C10 C 0.8393(8) -0.0011(7) 0.3517(7) 0.058(3) Uani 1 1 d . . .
H10 H 0.8743 -0.0347 0.4059 0.070 Uiso 1 1 calc R . .
C11 C 0.8833(7) 0.0582(7) 0.3115(8) 0.058(3) Uani 1 1 d . . .
C12 C 0.1136(12) 0.1428(12) -0.0575(15) 0.117(6) Uani 1 1 d . . .
H12A H 0.0462 0.1488 -0.0800 0.176 Uiso 1 1 calc R . .
H12B H 0.1436 0.1749 0.0016 0.176 Uiso 1 1 calc R . .
H12C H 0.1306 0.0800 -0.0478 0.176 Uiso 1 1 calc R . .
O6 O 0.5000 0.0780(6) -0.2500 0.044(2) Uani 1 2 d S . .
H6A H 0.5033 0.1180 -0.1994 0.065 Uiso 1 1 d R . .
O7 O 0.0000 0.303(2) -0.2500 0.133(14) Uani 0.50 2 d SP . .
H7A H 0.0364 0.2631 -0.1990 0.199 Uiso 0.50 1 d PR . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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 1.775(6) . ?
U1 O3 1.776(6) . ?
U1 O1 2.251(6) . ?
U1 O4 2.322(5) . ?
U1 O4 2.350(6) 7_655 ?
U1 N1 2.612(7) . ?
U1 N3 2.613(7) . ?
U1 U1 3.8405(7) 7_655 ?
Cl1 C11 1.717(11) . ?
O1 C1 1.365(11) . ?
O4 U1 2.350(6) 7_655 ?
O5 C12 1.33(2) . ?
O5 C4 1.380(13) . ?
N1 C7 1.283(11) . ?
N1 N2 1.405(10) . ?
N2 C8 1.336(12) . ?
N3 N4 1.313(10) . ?
N3 C8 1.320(12) . ?
N4 C11 1.320(12) . ?
C1 C2 1.389(13) . ?
C1 C6 1.405(13) . ?
C2 C3 1.349(15) . ?
C3 C4 1.403(15) . ?
C4 C5 1.369(14) . ?
C5 C6 1.408(14) . ?
C6 C7 1.436(13) . ?
C8 C9 1.442(13) . ?
C9 C10 1.324(14) . ?
C10 C11 1.395(15) . ?

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 O3 176.6(3) . . ?
O2 U1 O1 92.6(3) . . ?
O3 U1 O1 87.2(3) . . ?
O2 U1 O4 92.9(3) . . ?
O3 U1 O4 90.4(3) . . ?
O1 U1 O4 86.1(2) . . ?
O2 U1 O4 90.7(3) . 7_655 ?
O3 U1 O4 90.8(3) . 7_655 ?
O1 U1 O4 155.5(2) . 7_655 ?
O4 U1 O4 69.4(2) . 7_655 ?
O2 U1 N1 82.5(3) . . ?
O3 U1 N1 94.2(3) . . ?
O1 U1 N1 69.6(2) . . ?
O4 U1 N1 155.0(2) . . ?
O4 U1 N1 134.9(2) 7_655 . ?
O2 U1 N3 94.6(3) . . ?
O3 U1 N3 82.9(3) . . ?
O1 U1 N3 129.6(2) . . ?
O4 U1 N3 143.0(2) . . ?
O4 U1 N3 74.3(2) 7_655 . ?
N1 U1 N3 62.0(2) . . ?
O2 U1 U1 92.2(2) . 7_655 ?
O3 U1 U1 90.8(2) . 7_655 ?
O1 U1 U1 121.07(16) . 7_655 ?
O4 U1 U1 34.96(14) . 7_655 ?
O4 U1 U1 34.47(13) 7_655 7_655 ?
N1 U1 U1 168.49(16) . 7_655 ?
N3 U1 U1 108.46(16) . 7_655 ?
C1 O1 U1 135.9(6) . . ?
U1 O4 U1 110.6(2) . 7_655 ?
C12 O5 C4 119.0(11) . . ?
C7 N1 N2 113.3(7) . . ?
C7 N1 U1 128.6(6) . . ?
N2 N1 U1 117.9(5) . . ?
C8 N2 N1 119.1(7) . . ?
N4 N3 C8 121.4(8) . . ?
N4 N3 U1 118.3(5) . . ?
C8 N3 U1 120.2(6) . . ?
N3 N4 C11 118.3(8) . . ?
O1 C1 C2 120.8(9) . . ?
O1 C1 C6 120.6(8) . . ?
C2 C1 C6 118.4(9) . . ?
C3 C2 C1 122.8(10) . . ?
C2 C3 C4 119.3(10) . . ?
C5 C4 O5 124.8(10) . . ?
C5 C4 C3 119.8(10) . . ?
O5 C4 C3 115.4(9) . . ?
C4 C5 C6 121.0(10) . . ?
C1 C6 C5 118.6(9) . . ?
C1 C6 C7 124.6(9) . . ?
C5 C6 C7 116.8(9) . . ?
N1 C7 C6 125.9(8) . . ?
N3 C8 N2 120.6(8) . . ?
N3 C8 C9 121.1(9) . . ?
N2 C8 C9 118.3(9) . . ?
C10 C9 C8 117.1(9) . . ?
C9 C10 C11 117.5(9) . . ?
N4 C11 C10 124.3(10) . . ?
N4 C11 Cl1 116.6(8) . . ?
C10 C11 Cl1 119.1(8) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O6 H6A O1 0.96 1.78 2.705(7) 161.1 .
N2 H2A O6 0.86 1.99 2.844(10) 173.9 5_655
O7 H7A O5 0.96 2.03 2.94(2) 158.3 .

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.927
_refine_diff_density_min         -1.002
_refine_diff_density_rms         0.167

#===End
