# Electronic Supplementary Material (ESI) for ChemComm.
# 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_4,5-(DAO)Im

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        4,5-(diamidoximyl)imidazole
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 H8 N6 O2'
_chemical_formula_sum            'C5 H8 N6 O2'
_chemical_formula_weight         184.17

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.9861(5)
_cell_length_b                   9.1996(5)
_cell_length_c                   16.6035(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1525.33(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5559
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      25.42

_exptl_crystal_description       fragment
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.129
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6381
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Bruker AXScale'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26437
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.453
_diffrn_reflns_theta_max         26.412
_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             1566
_reflns_number_gt                1284
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1566
_refine_ls_number_parameters     142
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0334
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1084
_refine_ls_goodness_of_fit_ref   0.953
_refine_ls_restrained_S_all      0.953
_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_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
O1 O 0.16592(12) 0.32443(14) 0.73455(7) 0.0240(3) Uani 1 1 d . . . . .
H1B H 0.108(2) 0.266(3) 0.7102(12) 0.036 Uiso 1 1 d . U . . .
O2 O 0.64079(11) 0.11976(12) 0.47467(6) 0.0187(3) Uani 1 1 d . . . . .
H2B H 0.682(2) 0.137(2) 0.4296(12) 0.028 Uiso 1 1 d . U . . .
N1 N 0.63052(12) 0.53194(15) 0.57185(8) 0.0166(3) Uani 1 1 d . . . . .
H1A H 0.693(2) 0.522(2) 0.5336(11) 0.025 Uiso 1 1 d . U . . .
N3 N 0.50534(13) 0.63263(14) 0.66554(7) 0.0170(3) Uani 1 1 d . . . . .
N4 N 0.26067(14) 0.35801(14) 0.67395(7) 0.0186(3) Uani 1 1 d . . . . .
N5 N 0.35623(15) 0.47826(16) 0.78348(8) 0.0206(3) Uani 1 1 d . . . . .
H5B H 0.286(2) 0.469(2) 0.8073(12) 0.031 Uiso 1 1 d . U . . .
H5A H 0.413(2) 0.542(2) 0.8014(13) 0.031 Uiso 1 1 d . U . . .
N6 N 0.64116(12) 0.26563(15) 0.50547(7) 0.0176(3) Uani 1 1 d . . . . .
N7 N 0.46818(15) 0.17231(15) 0.58864(8) 0.0207(3) Uani 1 1 d . . . . .
H7B H 0.460(2) 0.088(2) 0.5577(12) 0.031 Uiso 1 1 d . U . . .
H7A H 0.391(2) 0.201(2) 0.6154(12) 0.031 Uiso 1 1 d . U . . .
C2 C 0.60461(16) 0.65256(18) 0.61498(9) 0.0181(4) Uani 1 1 d . . . . .
H2A H 0.6550(18) 0.736(2) 0.6084(11) 0.027 Uiso 1 1 d . U . . .
C4 C 0.46368(15) 0.49097(16) 0.65403(8) 0.0143(3) Uani 1 1 d . . . . .
C5 C 0.54180(14) 0.42583(16) 0.59557(8) 0.0142(3) Uani 1 1 d . . . . .
C6 C 0.35439(14) 0.43762(16) 0.70533(9) 0.0150(3) Uani 1 1 d . . . . .
C7 C 0.55033(15) 0.27967(16) 0.56016(8) 0.0149(3) Uani 1 1 d . . . . .


_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
O1 N4 1.4154(16) . ?
O2 N6 1.4361(17) . ?
N1 C2 1.346(2) . ?
N1 C5 1.376(2) . ?
N3 C2 1.312(2) . ?
N3 C4 1.381(2) . ?
N4 C6 1.298(2) . ?
N5 C6 1.351(2) . ?
N6 C7 1.2899(18) . ?
N7 C7 1.368(2) . ?
C4 C5 1.382(2) . ?
C4 C6 1.469(2) . ?
C5 C7 1.470(2) . ?

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
C2 N1 C5 107.99(13) . . ?
C2 N3 C4 105.72(13) . . ?
C6 N4 O1 108.65(11) . . ?
C7 N6 O2 110.03(12) . . ?
N3 C2 N1 111.75(14) . . ?
C5 C4 N3 109.65(13) . . ?
C5 C4 C6 132.99(14) . . ?
N3 C4 C6 117.31(13) . . ?
C4 C5 N1 104.89(13) . . ?
C4 C5 C7 135.25(14) . . ?
N1 C5 C7 119.82(13) . . ?
N4 C6 N5 123.49(14) . . ?
N4 C6 C4 119.45(13) . . ?
N5 C6 C4 117.04(13) . . ?
N6 C7 N7 126.34(14) . . ?
N6 C7 C5 114.45(13) . . ?
N7 C7 C5 119.16(13) . . ?

_refine_diff_density_max         0.270
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.046

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
_database_code_depnum_ccdc_archive 'CCDC 1018650'
#######################################################################
#
#                 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_(VO2(4,5-(DAO)Im)2x2H2O

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'di(dioxo-4,5-amidiximatoimidazole-vanadium(V)) dihydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10H14N12O8V2, 2(H2O)'
_chemical_formula_sum            'C10 H18 N12 O10 V2'
_chemical_formula_weight         568.24

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'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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, -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                   16.9496(8)
_cell_length_b                   7.4133(4)
_cell_length_c                   16.5253(8)
_cell_angle_alpha                90
_cell_angle_beta                 111.845(2)
_cell_angle_gamma                90
_cell_volume                     1927.34(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3178
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      32.84

_exptl_crystal_description       irregular
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.958
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.056
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6369
_exptl_absorpt_correction_T_max  0.7468
_exptl_absorpt_process_details   'Bruker AXScale'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20972
_diffrn_reflns_av_unetI/netI     0.0451
_diffrn_reflns_av_R_equivalents  0.0706
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.589
_diffrn_reflns_theta_max         34.380
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4014
_reflns_number_gt                2996
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0578P)²+1.5775P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4014
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0426
_refine_ls_wR_factor_ref         0.1134
_refine_ls_wR_factor_gt          0.1022
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_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
V1 V 0.38661(2) 0.58477(4) 0.65334(2) 0.01346(8) Uani 1 1 d . . . . .
O2 O 0.67439(9) 0.9147(2) 0.45033(10) 0.0210(3) Uani 1 1 d . . . . .
H2C H 0.7214(19) 0.913(4) 0.497(2) 0.031 Uiso 1 1 d . U . . .
O1 O 0.57757(8) 0.46419(19) 0.73838(8) 0.0153(2) Uani 1 1 d . . . . .
O4 O 0.35808(9) 0.7828(2) 0.67686(9) 0.0196(3) Uani 1 1 d . . . . .
O3 O 0.30271(9) 0.4609(2) 0.60359(9) 0.0226(3) Uani 1 1 d . . . . .
O1W O 0.31462(10) 0.8919(2) 0.23374(10) 0.0235(3) Uani 1 1 d . . . . .
H1WB H 0.3207(19) 1.000(5) 0.213(2) 0.035 Uiso 1 1 d . U . . .
H1WA H 0.3217(19) 0.818(4) 0.195(2) 0.035 Uiso 1 1 d . U . . .
N3 N 0.39792(9) 0.6685(2) 0.53506(10) 0.0156(3) Uani 1 1 d . . . . .
N1 N 0.38904(9) 0.7879(2) 0.41058(10) 0.0158(3) Uani 1 1 d . . . . .
H1A H 0.3661(17) 0.818(4) 0.3602(18) 0.024 Uiso 1 1 d . U . . .
N7 N 0.51525(12) 0.9136(4) 0.34792(13) 0.0341(5) Uani 1 1 d . . . . .
H7B H 0.547(2) 0.962(5) 0.339(2) 0.051 Uiso 1 1 d . U . . .
H7A H 0.480(2) 0.861(5) 0.316(2) 0.051 Uiso 1 1 d . U . . .
N6 N 0.61704(10) 0.8444(2) 0.48563(10) 0.0178(3) Uani 1 1 d . . . . .
N5 N 0.62818(10) 0.6536(3) 0.63181(11) 0.0181(3) Uani 1 1 d . . . . .
H5A H 0.6630(19) 0.616(4) 0.678(2) 0.027 Uiso 1 1 d . U . . .
H5B H 0.6366(18) 0.710(4) 0.5914(19) 0.027 Uiso 1 1 d . U . . .
N4 N 0.51488(9) 0.5512(2) 0.66877(10) 0.0147(3) Uani 1 1 d . . . . .
C2 C 0.34547(11) 0.7228(3) 0.45766(11) 0.0168(3) Uani 1 1 d . . . . .
H2A H 0.2852 0.7168 0.4379 0.025 Uiso 1 1 calc R U . . .
C5 C 0.47491(10) 0.7766(3) 0.46021(11) 0.0148(3) Uani 1 1 d . . . . .
C4 C 0.47943(10) 0.7011(3) 0.53783(11) 0.0146(3) Uani 1 1 d . . . . .
C6 C 0.54635(10) 0.6358(3) 0.61712(11) 0.0146(3) Uani 1 1 d . . . . .
C7 C 0.54003(11) 0.8458(3) 0.42941(11) 0.0165(3) Uani 1 1 d . . . . .


_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
V1 O3 1.6345(14) . ?
V1 O4 1.6373(15) . ?
V1 O1 1.8870(14) 2_656 ?
V1 N4 2.1074(15) . ?
V1 N3 2.1263(16) . ?
O2 N6 1.407(2) . ?
O1 N4 1.3996(19) . ?
O1 V1 1.8869(14) 2_656 ?
N3 C2 1.320(2) . ?
N3 C4 1.386(2) . ?
N1 C2 1.346(2) . ?
N1 C5 1.382(2) . ?
N7 C7 1.350(3) . ?
N6 C7 1.290(2) . ?
N5 C6 1.323(2) . ?
N4 C6 1.321(2) . ?
C5 C4 1.375(2) . ?
C5 C7 1.469(3) . ?
C4 C6 1.460(2) . ?

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 V1 O4 110.16(8) . . ?
O3 V1 O1 97.10(7) . 2_656 ?
O4 V1 O1 102.65(7) . 2_656 ?
O3 V1 N4 131.29(7) . . ?
O4 V1 N4 117.37(7) . . ?
O1 V1 N4 82.87(6) 2_656 . ?
O3 V1 N3 93.48(7) . . ?
O4 V1 N3 95.29(7) . . ?
O1 V1 N3 154.51(6) 2_656 . ?
N4 V1 N3 72.77(6) . . ?
N4 O1 V1 116.04(10) . 2_656 ?
C2 N3 C4 106.39(15) . . ?
C2 N3 V1 136.16(13) . . ?
C4 N3 V1 116.75(11) . . ?
C2 N1 C5 108.57(15) . . ?
C7 N6 O2 111.62(15) . . ?
C6 N4 O1 112.60(14) . . ?
C6 N4 V1 120.81(12) . . ?
O1 N4 V1 125.97(11) . . ?
N3 C2 N1 110.68(15) . . ?
C4 C5 N1 105.01(15) . . ?
C4 C5 C7 132.61(15) . . ?
N1 C5 C7 122.30(16) . . ?
C5 C4 N3 109.34(14) . . ?
C5 C4 C6 136.63(16) . . ?
N3 C4 C6 113.81(15) . . ?
N4 C6 N5 125.21(16) . . ?
N4 C6 C4 111.81(15) . . ?
N5 C6 C4 122.90(17) . . ?
N6 C7 N7 125.26(18) . . ?
N6 C7 C5 115.91(16) . . ?
N7 C7 C5 118.74(16) . . ?

_refine_diff_density_max         0.934
_refine_diff_density_min         -0.669
_refine_diff_density_rms         0.103

_shelxl_version_number           2013-4

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
_database_code_depnum_ccdc_archive 'CCDC 1018651'
#######################################################################
#
#                 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_UO2(4,5-(DAO)Im)(OH2)2x3H2O

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
'di(aqua)4,5-diamidoximatoimidazoledioxouranium(VI) trihydrate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C5H10N6O6U, 3(H2O)'
_chemical_formula_sum            'C5 H16 N6 O9 U'
_chemical_formula_weight         542.27

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'
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                   12.7380(6)
_cell_length_b                   21.4891(11)
_cell_length_c                   10.8190(6)
_cell_angle_alpha                90
_cell_angle_beta                 67.784(2)
_cell_angle_gamma                90
_cell_volume                     2741.6(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9740
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      29.00

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.628
_exptl_crystal_F_000             2016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    11.899
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.192334
_exptl_absorpt_correction_T_max  0.745829
_exptl_absorpt_process_details   'TWINABS, Sheldrick, G. M., 1996'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7342
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.727
_diffrn_reflns_theta_max         29.105
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7342
_reflns_number_gt                6505
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          Twin
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1123P)²+18.7862P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7342
_refine_ls_number_parameters     385
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0678
_refine_ls_R_factor_gt           0.0579
_refine_ls_wR_factor_ref         0.1586
_refine_ls_wR_factor_gt          0.1476
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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 -0.09584(3) 0.71181(2) 0.66862(3) 0.01142(11) Uani 1 1 d . . . . .
U2 U 0.33537(3) 0.79402(2) 0.59243(3) 0.01083(11) Uani 1 1 d . . . . .
O4A O 0.0412(6) 0.7120(3) 0.5340(7) 0.0152(14) Uani 1 1 d . . . . .
O3B O 0.1970(6) 0.7963(3) 0.7215(7) 0.0146(14) Uani 1 1 d . . . . .
O1W O 0.0465(6) 0.8984(3) 0.5781(7) 0.0190(14) Uani 1 1 d . . . . .
H1W1 H -0.0059 0.8711 0.6287 0.029 Uiso 1 1 d . U . . .
H1W2 H 0.0991 0.8724 0.5226 0.029 Uiso 1 1 d . U . . .
O3A O -0.2337(6) 0.7182(3) 0.7989(7) 0.0161(14) Uani 1 1 d . . . . .
O4B O 0.4743(6) 0.7857(3) 0.4631(8) 0.0175(15) Uani 1 1 d . . . . .
O2W O 0.6592(6) 0.6541(3) 0.1317(8) 0.0244(16) Uani 1 1 d . . . . .
H2W1 H 0.5897 0.6691 0.1453 0.037 Uiso 1 1 d . U . . .
H2W2 H 0.6633 0.6202 0.0831 0.037 Uiso 1 1 d . U . . .
O1A O -0.1876(6) 0.6845(3) 0.5144(7) 0.0134(13) Uani 1 1 d . . . . .
O1B O 0.4151(6) 0.8220(3) 0.7548(7) 0.0145(13) Uani 1 1 d . . . . .
O3W O 0.5881(7) 0.7931(5) 0.1715(9) 0.042(3) Uani 1 1 d . . . . .
H3W1 H 0.5732 0.8106 0.2521 0.063 Uiso 1 1 d . U . . .
H3W2 H 0.6610 0.8036 0.1256 0.063 Uiso 1 1 d . U . . .
O2A O -0.0208(6) 0.6612(3) 0.8136(7) 0.0185(14) Uani 1 1 d . . . . .
O2B O 0.2635(6) 0.8466(3) 0.4398(7) 0.0159(13) Uani 1 1 d . . . . .
O4W O 0.6109(7) 0.8454(4) -0.0947(8) 0.032(2) Uani 1 1 d . . . . .
H4W1 H 0.6140 0.8056 -0.0717 0.048 Uiso 1 1 d . U . . .
H4W2 H 0.6171 0.8424 -0.1800 0.048 Uiso 1 1 d . U . . .
O5A O -0.0346(6) 0.7952(3) 0.7780(7) 0.0163(14) Uani 1 1 d . . . . .
H5A3 H -0.0704 0.8081 0.8591 0.024 Uiso 1 1 d . U . . .
H5A4 H 0.0330 0.7982 0.7787 0.024 Uiso 1 1 d . U . . .
O5B O 0.2680(6) 0.7088(3) 0.4907(7) 0.0163(14) Uani 1 1 d . . . . .
H5B3 H 0.1977 0.7013 0.4946 0.024 Uiso 1 1 d . U . . .
H5B4 H 0.3113 0.6863 0.4196 0.024 Uiso 1 1 d . U . . .
O5W O 0.5011(7) 0.5636(3) 0.6056(8) 0.0259(16) Uani 1 1 d . . . . .
H5W1 H 0.4423 0.5578 0.5807 0.039 Uiso 1 1 d . U . . .
H5W2 H 0.5336 0.5957 0.5536 0.039 Uiso 1 1 d . U . . .
O6A O -0.1270(6) 0.8102(3) 0.5691(7) 0.0164(14) Uani 1 1 d . . . . .
H6A1 H -0.1991 0.8244 0.5950 0.025 Uiso 1 1 d . U . . .
H6A2 H -0.0947 0.8285 0.4886 0.025 Uiso 1 1 d . U . . .
O6B O 0.3737(7) 0.6970(3) 0.6906(8) 0.0172(14) Uani 1 1 d . . . . .
H6B1 H 0.342(11) 0.685(6) 0.768(13) 0.026 Uiso 1 1 d . U . . .
H6B2 H 0.447(11) 0.689(6) 0.698(13) 0.026 Uiso 1 1 d . U . . .
O6W O 0.2666(8) 0.5817(3) 0.6342(8) 0.0301(18) Uani 1 1 d . . . . .
H6W1 H 0.2617 0.6229 0.6226 0.045 Uiso 1 1 d . U . . .
H6W2 H 0.2375 0.5654 0.5777 0.045 Uiso 1 1 d . U . . .
N1A N -0.0893(7) 0.4530(4) 0.7031(8) 0.0150(15) Uani 1 1 d . . . . .
H1A1 H -0.0714 0.4350 0.7678 0.018 Uiso 1 1 d . U . . .
N3B N 0.3436(7) 1.0536(4) 0.5335(8) 0.0151(16) Uani 1 1 d . . . . .
N3A N -0.1588(7) 0.4650(4) 0.5469(8) 0.0142(15) Uani 1 1 d . . . . .
N1B N 0.4100(7) 1.0422(4) 0.6952(8) 0.0160(16) Uani 1 1 d . . . . .
H1B H 0.4391 1.0520 0.7567 0.024 Uiso 1 1 d . U . . .
N5A N -0.2147(9) 0.5696(4) 0.4355(11) 0.032(2) Uani 1 1 d . . . . .
H5D H -0.2372 0.5990 0.3912 0.038 Uiso 1 1 d . U . . .
H5C H -0.2155 0.5315 0.4026 0.038 Uiso 1 1 d . U . . .
N4B N 0.3941(7) 0.8748(4) 0.6924(9) 0.0164(16) Uani 1 1 d . . . . .
N4A N -0.1585(7) 0.6325(4) 0.5724(8) 0.0150(16) Uani 1 1 d . . . . .
N5B N 0.4549(8) 0.9366(4) 0.8244(9) 0.0207(18) Uani 1 1 d . . . . .
H5B1 H 0.4631 0.9757 0.8523 0.025 Uiso 1 1 d . U . . .
H5B2 H 0.4600 0.9003 0.8624 0.025 Uiso 1 1 d . U . . .
N6A N -0.0583(7) 0.6177(3) 0.7441(8) 0.0151(16) Uani 1 1 d . . . . .
N6B N 0.3092(7) 0.8875(3) 0.5051(8) 0.0145(16) Uani 1 1 d . . . . .
N7A N -0.0169(8) 0.5360(4) 0.8588(9) 0.024(2) Uani 1 1 d . . . . .
H7A1 H -0.0511 0.5006 0.8971 0.033 Uiso 1 1 d . U . . .
H7A2 H 0.0023 0.5648 0.9066 0.033 Uiso 1 1 d . U . . .
N7B N 0.2692(8) 0.9711(4) 0.3921(10) 0.0241(19) Uani 1 1 d . . . . .
H7B1 H 0.2460 0.9533 0.3455 0.054 Uiso 1 1 d . . . . .
H7B2 H 0.2622 1.0067 0.3902 0.024 Uiso 1 1 d . . . . .
C2A C -0.1275(8) 0.4252(5) 0.6170(9) 0.0168(19) Uani 1 1 d . . . . .
H2AA H -0.1312 0.3813 0.6081 0.020 Uiso 1 1 calc R U . . .
C2B C 0.3811(8) 1.0827(5) 0.6161(9) 0.019(2) Uani 1 1 d . . . . .
H2BA H 0.3871 1.1267 0.6202 0.022 Uiso 1 1 calc R U . . .
C4A C -0.1403(8) 0.5227(4) 0.5884(9) 0.0123(17) Uani 1 1 d . . . . .
C5B C 0.3892(9) 0.9835(4) 0.6606(9) 0.0152(18) Uani 1 1 d . . . . .
C5A C -0.0969(8) 0.5161(4) 0.6886(9) 0.0114(17) Uani 1 1 d . . . . .
C4B C 0.3483(8) 0.9913(4) 0.5595(10) 0.0133(17) Uani 1 1 d . . . . .
C6A C -0.1716(8) 0.5776(4) 0.5308(10) 0.0139(17) Uani 1 1 d . . . . .
C7B C 0.4136(8) 0.9295(4) 0.7279(9) 0.0117(17) Uani 1 1 d . . . . .
C7A C -0.0582(8) 0.5588(4) 0.7687(8) 0.0116(17) Uani 1 1 d . . . . .
C6B C 0.3088(8) 0.9475(4) 0.4832(9) 0.0127(17) Uani 1 1 d . . . . .


_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 O3A 1.794(7) . ?
U1 O4A 1.801(7) . ?
U1 N4A 2.292(8) . ?
U1 N6A 2.299(7) . ?
U1 O2A 2.385(7) . ?
U1 O5A 2.434(7) . ?
U1 O1A 2.444(7) . ?
U1 O6A 2.471(6) . ?
U2 O3B 1.788(7) . ?
U2 O4B 1.803(7) . ?
U2 N6B 2.298(8) . ?
U2 N4B 2.313(8) . ?
U2 O1B 2.414(7) . ?
U2 O2B 2.446(7) . ?
U2 O5B 2.453(6) . ?
U2 O6B 2.471(7) . ?
O1A N4A 1.398(10) . ?
O1B N4B 1.396(10) . ?
O2A N6A 1.393(10) . ?
O2B N6B 1.386(10) . ?
N1A C2A 1.344(12) . ?
N1A C5A 1.372(11) . ?
N3B C2B 1.319(13) . ?
N3B C4B 1.375(11) . ?
N3A C2A 1.302(12) . ?
N3A C4A 1.369(11) . ?
N1B C2B 1.365(13) . ?
N1B C5B 1.370(12) . ?
N5A C6A 1.349(13) . ?
N4B C7B 1.290(12) . ?
N4A C6A 1.296(12) . ?
N5B C7B 1.344(12) . ?
N6A C7A 1.293(11) . ?
N6B C6B 1.310(11) . ?
N7A C7A 1.362(11) . ?
N7B C6B 1.365(12) . ?
C4A C5A 1.399(12) . ?
C4A C6A 1.459(12) . ?
C5B C4B 1.387(14) . ?
C5B C7B 1.465(13) . ?
C5A C7A 1.470(12) . ?
C4B C6B 1.462(13) . ?

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
O3A U1 O4A 175.2(3) . . ?
O3A U1 N4A 90.5(3) . . ?
O4A U1 N4A 91.8(3) . . ?
O3A U1 N6A 93.5(3) . . ?
O4A U1 N6A 91.2(3) . . ?
N4A U1 N6A 70.2(3) . . ?
O3A U1 O2A 92.0(3) . . ?
O4A U1 O2A 91.5(3) . . ?
N4A U1 O2A 104.7(2) . . ?
N6A U1 O2A 34.5(2) . . ?
O3A U1 O5A 87.7(3) . . ?
O4A U1 O5A 90.0(3) . . ?
N4A U1 O5A 178.0(3) . . ?
N6A U1 O5A 109.1(3) . . ?
O2A U1 O5A 74.6(2) . . ?
O3A U1 O1A 88.6(3) . . ?
O4A U1 O1A 90.9(3) . . ?
N4A U1 O1A 34.1(2) . . ?
N6A U1 O1A 104.4(2) . . ?
O2A U1 O1A 138.9(2) . . ?
O5A U1 O1A 146.5(2) . . ?
O3A U1 O6A 90.3(3) . . ?
O4A U1 O6A 84.9(3) . . ?
N4A U1 O6A 107.3(3) . . ?
N6A U1 O6A 175.4(3) . . ?
O2A U1 O6A 147.9(2) . . ?
O5A U1 O6A 73.5(2) . . ?
O1A U1 O6A 73.2(2) . . ?
O3B U2 O4B 175.9(3) . . ?
O3B U2 N6B 92.5(3) . . ?
O4B U2 N6B 91.2(3) . . ?
O3B U2 N4B 90.7(3) . . ?
O4B U2 N4B 92.4(3) . . ?
N6B U2 N4B 70.1(3) . . ?
O3B U2 O1B 89.2(3) . . ?
O4B U2 O1B 91.7(3) . . ?
N6B U2 O1B 104.3(2) . . ?
N4B U2 O1B 34.3(2) . . ?
O3B U2 O2B 90.3(3) . . ?
O4B U2 O2B 91.7(3) . . ?
N6B U2 O2B 33.8(2) . . ?
N4B U2 O2B 103.8(3) . . ?
O1B U2 O2B 138.0(2) . . ?
O3B U2 O5B 87.8(3) . . ?
O4B U2 O5B 89.1(3) . . ?
N6B U2 O5B 109.8(3) . . ?
N4B U2 O5B 178.5(3) . . ?
O1B U2 O5B 145.8(2) . . ?
O2B U2 O5B 76.0(2) . . ?
O3B U2 O6B 89.1(3) . . ?
O4B U2 O6B 87.4(3) . . ?
N6B U2 O6B 176.0(3) . . ?
N4B U2 O6B 106.3(3) . . ?
O1B U2 O6B 72.0(2) . . ?
O2B U2 O6B 149.9(2) . . ?
O5B U2 O6B 73.9(2) . . ?
N4A O1A U1 67.0(4) . . ?
N4B O1B U2 68.9(4) . . ?
N6A O2A U1 69.3(4) . . ?
N6B O2B U2 67.2(4) . . ?
C2A N1A C5A 107.5(8) . . ?
C2B N3B C4B 105.5(8) . . ?
C2A N3A C4A 106.0(8) . . ?
C2B N1B C5B 106.8(8) . . ?
C7B N4B O1B 120.1(8) . . ?
C7B N4B U2 162.9(7) . . ?
O1B N4B U2 76.8(4) . . ?
C6A N4A O1A 118.7(8) . . ?
C6A N4A U1 161.4(7) . . ?
O1A N4A U1 78.9(4) . . ?
C7A N6A O2A 121.3(8) . . ?
C7A N6A U1 162.0(7) . . ?
O2A N6A U1 76.1(4) . . ?
C6B N6B O2B 120.1(8) . . ?
C6B N6B U2 160.9(7) . . ?
O2B N6B U2 79.0(4) . . ?
N3A C2A N1A 112.5(9) . . ?
N3B C2B N1B 112.1(9) . . ?
N3A C4A C5A 109.2(8) . . ?
N3A C4A C6A 119.0(8) . . ?
C5A C4A C6A 131.7(8) . . ?
N1B C5B C4B 105.9(8) . . ?
N1B C5B C7B 119.6(9) . . ?
C4B C5B C7B 134.5(8) . . ?
N1A C5A C4A 104.8(8) . . ?
N1A C5A C7A 119.7(8) . . ?
C4A C5A C7A 135.4(8) . . ?
N3B C4B C5B 109.7(8) . . ?
N3B C4B C6B 117.5(8) . . ?
C5B C4B C6B 132.8(8) . . ?
N4A C6A N5A 121.6(9) . . ?
N4A C6A C4A 119.7(9) . . ?
N5A C6A C4A 118.6(8) . . ?
N4B C7B N5B 120.8(8) . . ?
N4B C7B C5B 118.2(8) . . ?
N5B C7B C5B 121.0(8) . . ?
N6A C7A N7A 122.1(8) . . ?
N6A C7A C5A 117.6(8) . . ?
N7A C7A C5A 120.2(8) . . ?
N6B C6B N7B 121.6(8) . . ?
N6B C6B C4B 120.4(8) . . ?
N7B C6B C4B 118.0(8) . . ?

_refine_diff_density_max         11.810
_refine_diff_density_min         -5.654
_refine_diff_density_rms         0.391

_shelxl_version_number           2013-4


#END
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: Water'
_database_code_depnum_ccdc_archive 'CCDC 1018652'
