# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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_man3
_database_code_depnum_ccdc_archive 'CCDC 1846694'
_audit_update_record             
;
2018-08-03 deposited with the CCDC.
2018-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H26 N4 O5, 2Cl, 2(H2 O)'
_chemical_formula_sum            'C14 H30 Cl2 N4 O7'
_chemical_formula_weight         437.32
_chemical_compound_source        'synthesized by the authors'

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.7430(4)
_cell_length_b                   10.3130(5)
_cell_length_c                   21.7340(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2183.82(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6746
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      26.02

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.337
_shelx_estimated_absorpt_T_min   0.849
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(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  'Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            4220
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         3.025
_diffrn_reflns_theta_max         26.021
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4220
_reflns_number_gt                3435
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.758
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_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       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury 3.10 (CCDC, 2017)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0344P)²+0.6622P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.58(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4220
_refine_ls_number_parameters     277
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1080
_refine_ls_wR_factor_gt          0.0980
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001

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
N1 N 0.1906(3) -0.1016(3) 0.45626(15) 0.0396(7) Uani 1 1 d . . . . .
H11 H 0.210(5) -0.176(5) 0.470(2) 0.059(14) Uiso 1 1 d . . . . .
C2 C 0.2249(4) -0.1132(4) 0.38831(18) 0.0430(9) Uani 1 1 d . . . . .
H21 H 0.2069 -0.2036 0.3753 0.052 Uiso 1 1 calc R U . . .
H22 H 0.1615 -0.0565 0.3650 0.052 Uiso 1 1 calc R U . . .
C3 C 0.3702(4) -0.0788(4) 0.3703(2) 0.0441(10) Uani 1 1 d . . . . .
H31 H 0.4345 -0.1139 0.4013 0.053 Uiso 1 1 calc R U . . .
H32 H 0.3920 -0.1194 0.3302 0.053 Uiso 1 1 calc R U . . .
N4 N 0.3892(3) 0.0629(3) 0.36555(15) 0.0358(7) Uani 1 1 d . . . . .
C5 C 0.3343(4) 0.1134(4) 0.30703(17) 0.0385(8) Uani 1 1 d . . . . .
H51 H 0.2398 0.0804 0.3013 0.046 Uiso 1 1 calc R U . . .
H52 H 0.3910 0.0798 0.2727 0.046 Uiso 1 1 calc R U . . .
C6 C 0.3319(4) 0.2600(4) 0.30387(17) 0.0375(8) Uani 1 1 d . . . . .
H61 H 0.4275 0.2921 0.3015 0.045 Uiso 1 1 calc R U . . .
H62 H 0.2844 0.2866 0.2657 0.045 Uiso 1 1 calc R U . . .
N7 N 0.2618(3) 0.3232(3) 0.35799(14) 0.0328(7) Uani 1 1 d . . . . .
H71 H 0.299(4) 0.289(4) 0.3916(18) 0.029(9) Uiso 1 1 d . . . . .
C8 C 0.1084(4) 0.2944(4) 0.35988(18) 0.0387(9) Uani 1 1 d . . . . .
H81 H 0.0579 0.3663 0.3399 0.046 Uiso 1 1 calc R U . . .
H82 H 0.0897 0.2142 0.3363 0.046 Uiso 1 1 calc R U . . .
C9 C 0.0567(4) 0.2778(4) 0.42513(19) 0.0408(9) Uani 1 1 d . . . . .
H91 H 0.0959 0.3468 0.4515 0.049 Uiso 1 1 calc R U . . .
H92 H -0.0445 0.2869 0.4257 0.049 Uiso 1 1 calc R U . . .
N10 N 0.0947(3) 0.1506(3) 0.45006(14) 0.0372(7) Uani 1 1 d . . . . .
C11 C -0.0066(4) 0.0472(4) 0.44131(19) 0.0421(9) Uani 1 1 d . . . . .
H111 H -0.0268 0.0389 0.3968 0.050 Uiso 1 1 calc R U . . .
H112 H -0.0928 0.0719 0.4624 0.050 Uiso 1 1 calc R U . . .
C12 C 0.0401(4) -0.0832(4) 0.4656(2) 0.0444(10) Uani 1 1 d . . . . .
H121 H 0.0186 -0.0893 0.5100 0.053 Uiso 1 1 calc R U . . .
H122 H -0.0104 -0.1531 0.4440 0.053 Uiso 1 1 calc R U . . .
C20 C 0.2637(4) 0.0014(4) 0.49198(17) 0.0415(9) Uani 1 1 d . . . . .
H201 H 0.2458 -0.0115 0.5364 0.050 Uiso 1 1 calc R U . . .
H202 H 0.3637 -0.0074 0.4852 0.050 Uiso 1 1 calc R U . . .
C21 C 0.2200(4) 0.1351(4) 0.47419(16) 0.0368(8) Uani 1 1 d . . . . .
O211 O 0.3003(3) 0.2265(3) 0.48107(12) 0.0469(7) Uani 1 1 d . . . . .
C30 C 0.5305(4) 0.1023(4) 0.37830(18) 0.0399(9) Uani 1 1 d . . . . .
H302 H 0.5586 0.0640 0.4181 0.048 Uiso 1 1 calc R U . . .
H301 H 0.5324 0.1978 0.3831 0.048 Uiso 1 1 calc R U . . .
C31 C 0.6351(4) 0.0649(4) 0.3304(2) 0.0459(10) Uani 1 1 d . . . . .
O311 O 0.7499(3) 0.1316(5) 0.33681(19) 0.0757(12) Uani 1 1 d . . . . .
H311 H 0.799(7) 0.098(7) 0.315(3) 0.10(3) Uiso 1 1 d . . . . .
O312 O 0.6181(3) -0.0153(4) 0.29100(18) 0.0747(11) Uani 1 1 d . . . . .
C40 C 0.2837(4) 0.4662(4) 0.35720(18) 0.0414(9) Uani 1 1 d . . . . .
H401 H 0.2230 0.5073 0.3881 0.050 Uiso 1 1 calc R U . . .
H402 H 0.2584 0.5007 0.3162 0.050 Uiso 1 1 calc R U . . .
C41 C 0.4316(4) 0.5011(4) 0.37115(18) 0.0429(9) Uani 1 1 d . . . . .
O411 O 0.4546(4) 0.6230(3) 0.35696(17) 0.0616(9) Uani 1 1 d . . . . .
H411 H 0.534(6) 0.642(6) 0.365(3) 0.08(2) Uiso 1 1 d . . . . .
O412 O 0.5099(3) 0.4295(3) 0.39568(17) 0.0614(9) Uani 1 1 d . . . . .
Cl1 Cl 0.17778(12) -0.38533(10) 0.49748(5) 0.0565(3) Uani 1 1 d . . . . .
Cl2 Cl 0.98300(11) 0.01841(13) 0.26136(5) 0.0600(4) Uani 1 1 d . . . . .
O1W O 0.6911(4) 0.7050(4) 0.3906(2) 0.0694(10) Uani 1 1 d . . . . .
H11W H 0.744(7) 0.729(7) 0.364(3) 0.10(2) Uiso 1 1 d . . . . .
H12W H 0.688(8) 0.774(8) 0.419(4) 0.13(3) Uiso 1 1 d . . . . .
O2W O 0.9231(5) 0.7488(5) 0.3257(2) 0.0952(14) Uani 1 1 d D . . . .
H21W H 0.964(7) 0.676(5) 0.308(3) 0.114 Uiso 1 1 d D U . . .
H22W H 0.951(10) 0.831(5) 0.310(5) 0.20(5) Uiso 1 1 d 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
N1 C12 1.492(5) . ?
N1 C20 1.496(5) . ?
N1 C2 1.519(5) . ?
N1 H11 0.84(5) . ?
C2 C3 1.511(5) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.476(5) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C30 1.462(5) . ?
N4 C5 1.475(5) . ?
C5 C6 1.513(5) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 N7 1.508(5) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
N7 C40 1.491(5) . ?
N7 C8 1.525(5) . ?
N7 H71 0.89(4) . ?
C8 C9 1.515(5) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 N10 1.467(5) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C21 1.338(5) . ?
N10 C11 1.466(5) . ?
C11 C12 1.514(6) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C20 C21 1.494(5) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 O211 1.235(5) . ?
C30 C31 1.506(6) . ?
C30 H302 0.9900 . ?
C30 H301 0.9900 . ?
C31 O312 1.203(5) . ?
C31 O311 1.320(5) . ?
O311 H311 0.75(7) . ?
C40 C41 1.516(6) . ?
C40 H401 0.9900 . ?
C40 H402 0.9900 . ?
C41 O412 1.188(5) . ?
C41 O411 1.314(5) . ?
O411 H411 0.82(6) . ?
O1W H11W 0.81(7) . ?
O1W H12W 0.95(8) . ?
O2W H21W 0.94(3) . ?
O2W H22W 0.95(3) . ?

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
C12 N1 C20 107.9(3) . . ?
C12 N1 C2 111.0(3) . . ?
C20 N1 C2 117.1(3) . . ?
C12 N1 H11 107(3) . . ?
C20 N1 H11 111(3) . . ?
C2 N1 H11 102(3) . . ?
C3 C2 N1 116.1(4) . . ?
C3 C2 H21 108.3 . . ?
N1 C2 H21 108.3 . . ?
C3 C2 H22 108.3 . . ?
N1 C2 H22 108.3 . . ?
H21 C2 H22 107.4 . . ?
N4 C3 C2 111.6(3) . . ?
N4 C3 H31 109.3 . . ?
C2 C3 H31 109.3 . . ?
N4 C3 H32 109.3 . . ?
C2 C3 H32 109.3 . . ?
H31 C3 H32 108.0 . . ?
C30 N4 C5 114.0(3) . . ?
C30 N4 C3 112.4(3) . . ?
C5 N4 C3 111.4(3) . . ?
N4 C5 C6 113.4(3) . . ?
N4 C5 H51 108.9 . . ?
C6 C5 H51 108.9 . . ?
N4 C5 H52 108.9 . . ?
C6 C5 H52 108.9 . . ?
H51 C5 H52 107.7 . . ?
N7 C6 C5 113.8(3) . . ?
N7 C6 H61 108.8 . . ?
C5 C6 H61 108.8 . . ?
N7 C6 H62 108.8 . . ?
C5 C6 H62 108.8 . . ?
H61 C6 H62 107.7 . . ?
C40 N7 C6 110.7(3) . . ?
C40 N7 C8 109.5(3) . . ?
C6 N7 C8 112.4(3) . . ?
C40 N7 H71 110(2) . . ?
C6 N7 H71 107(2) . . ?
C8 N7 H71 107(2) . . ?
C9 C8 N7 111.9(3) . . ?
C9 C8 H81 109.2 . . ?
N7 C8 H81 109.2 . . ?
C9 C8 H82 109.2 . . ?
N7 C8 H82 109.2 . . ?
H81 C8 H82 107.9 . . ?
N10 C9 C8 111.3(3) . . ?
N10 C9 H91 109.4 . . ?
C8 C9 H91 109.4 . . ?
N10 C9 H92 109.4 . . ?
C8 C9 H92 109.4 . . ?
H91 C9 H92 108.0 . . ?
C21 N10 C9 118.8(3) . . ?
C21 N10 C11 125.3(3) . . ?
C9 N10 C11 115.7(3) . . ?
N10 C11 C12 113.5(3) . . ?
N10 C11 H111 108.9 . . ?
C12 C11 H111 108.9 . . ?
N10 C11 H112 108.9 . . ?
C12 C11 H112 108.9 . . ?
H111 C11 H112 107.7 . . ?
N1 C12 C11 111.2(3) . . ?
N1 C12 H121 109.4 . . ?
C11 C12 H121 109.4 . . ?
N1 C12 H122 109.4 . . ?
C11 C12 H122 109.4 . . ?
H121 C12 H122 108.0 . . ?
C21 C20 N1 112.7(3) . . ?
C21 C20 H201 109.1 . . ?
N1 C20 H201 109.1 . . ?
C21 C20 H202 109.1 . . ?
N1 C20 H202 109.1 . . ?
H201 C20 H202 107.8 . . ?
O211 C21 N10 122.3(4) . . ?
O211 C21 C20 119.5(3) . . ?
N10 C21 C20 118.1(3) . . ?
N4 C30 C31 115.8(3) . . ?
N4 C30 H302 108.3 . . ?
C31 C30 H302 108.3 . . ?
N4 C30 H301 108.3 . . ?
C31 C30 H301 108.3 . . ?
H302 C30 H301 107.4 . . ?
O312 C31 O311 123.3(4) . . ?
O312 C31 C30 125.1(4) . . ?
O311 C31 C30 111.5(4) . . ?
C31 O311 H311 103(5) . . ?
N7 C40 C41 111.6(3) . . ?
N7 C40 H401 109.3 . . ?
C41 C40 H401 109.3 . . ?
N7 C40 H402 109.3 . . ?
C41 C40 H402 109.3 . . ?
H401 C40 H402 108.0 . . ?
O412 C41 O411 126.2(4) . . ?
O412 C41 C40 123.6(4) . . ?
O411 C41 C40 110.0(4) . . ?
C41 O411 H411 110(4) . . ?
H11W O1W H12W 105(6) . . ?
H21W O2W H22W 116(8) . . ?

_refine_diff_density_max         0.321
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_eu
_database_code_depnum_ccdc_archive 'CCDC 1846696'
_audit_update_record             
;
2018-08-03 deposited with the CCDC.
2018-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H27 Eu N4 O9 P, 7.125(H2 O), 3Na, 2Cl'
_chemical_formula_sum            'C15 H41.25 Cl2 Eu N4 Na3 O16.125 P'
_chemical_formula_weight         858.57
_chemical_compound_source        'synthesized by the authors'

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'
P P 0.1023 0.0942 '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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Eu Eu -0.1578 3.6682 '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                   32.1447(5)
_cell_length_b                   9.43790(10)
_cell_length_c                   23.5537(4)
_cell_angle_alpha                90
_cell_angle_beta                 121.0061(8)
_cell_angle_gamma                90
_cell_volume                     6124.65(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    29585
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      27.48

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.862
_exptl_crystal_F_000             3466
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    2.392
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.71215
_exptl_absorpt_correction_T_max  0.86234
_exptl_absorpt_process_details   
;
Gaussian integration (Coppens, 1970)
;
_diffrn_ambient_temperature      150(1)
_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  'Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_standards_number         0
_diffrn_reflns_number            44165
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.478
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7035
_reflns_number_gt                6005
_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       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury 3.10 (CCDC, 2017)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0306P)²+25.4594P] 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         7035
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0709
_refine_ls_wR_factor_gt          0.0658
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
Eu Eu 0.09447(2) 0.54467(2) -0.02659(2) 0.00963(5) Uani 1 1 d . . . . .
O1C O 0.00298(9) 0.5788(3) -0.07954(15) 0.0178(5) Uani 1 1 d . . . . .
H1C1 H 0.0005(19) 0.627(6) -0.054(3) 0.056(17) Uiso 1 1 d . . . . .
H1C2 H -0.0069(17) 0.619(5) -0.109(3) 0.036(15) Uiso 1 1 d . . . . .
N1 N 0.14669(9) 0.3489(3) -0.04905(13) 0.0147(5) Uani 1 1 d . . . . .
C2 C 0.16679(12) 0.4138(4) -0.08786(17) 0.0195(7) Uani 1 1 d . . . . .
H21 H 0.1409 0.4249 -0.1336 0.023 Uiso 1 1 calc R U . . .
H22 H 0.1910 0.3509 -0.0870 0.023 Uiso 1 1 calc R U . . .
C3 C 0.18960(12) 0.5563(4) -0.06011(18) 0.0197(7) Uani 1 1 d . . . . .
H31 H 0.2167 0.5444 -0.0152 0.024 Uiso 1 1 calc R U . . .
H32 H 0.2020 0.5957 -0.0866 0.024 Uiso 1 1 calc R U . . .
N4 N 0.15403(9) 0.6561(3) -0.05989(13) 0.0149(5) Uani 1 1 d . . . . .
C5 C 0.18043(12) 0.7790(3) -0.01500(17) 0.0181(7) Uani 1 1 d . . . . .
H51 H 0.1584 0.8590 -0.0276 0.022 Uiso 1 1 calc R U . . .
H52 H 0.2071 0.8066 -0.0208 0.022 Uiso 1 1 calc R U . . .
C6 C 0.20014(12) 0.7448(4) 0.05706(17) 0.0194(7) Uani 1 1 d . . . . .
H61 H 0.2239 0.6693 0.0706 0.023 Uiso 1 1 calc R U . . .
H62 H 0.2165 0.8276 0.0837 0.023 Uiso 1 1 calc R U . . .
N7 N 0.16124(9) 0.7005(3) 0.06948(13) 0.0146(5) Uani 1 1 d . . . . .
C8 C 0.18273(12) 0.6235(3) 0.13427(16) 0.0184(7) Uani 1 1 d . . . . .
H81 H 0.1597 0.6241 0.1491 0.022 Uiso 1 1 calc R U . . .
H82 H 0.2117 0.6731 0.1671 0.022 Uiso 1 1 calc R U . . .
C9 C 0.19574(12) 0.4722(3) 0.12920(17) 0.0190(7) Uani 1 1 d . . . . .
H91 H 0.2210 0.4719 0.1182 0.023 Uiso 1 1 calc R U . . .
H92 H 0.2086 0.4264 0.1719 0.023 Uiso 1 1 calc R U . . .
N10 N 0.15355(9) 0.3905(3) 0.07855(13) 0.0156(5) Uani 1 1 d . . . . .
C11 C 0.17093(12) 0.2594(3) 0.06191(17) 0.0190(7) Uani 1 1 d . . . . .
H111 H 0.1450 0.1898 0.0435 0.023 Uiso 1 1 calc R U . . .
H112 H 0.1979 0.2201 0.1021 0.023 Uiso 1 1 calc R U . . .
C12 C 0.18687(12) 0.2873(4) 0.01288(17) 0.0203(7) Uani 1 1 d . . . . .
H121 H 0.2142 0.3522 0.0322 0.024 Uiso 1 1 calc R U . . .
H122 H 0.1974 0.1993 0.0029 0.024 Uiso 1 1 calc R U . . .
C20 C 0.11204(11) 0.2358(3) -0.08917(16) 0.0164(7) Uani 1 1 d . . . . .
H201 H 0.1062 0.1757 -0.0606 0.020 Uiso 1 1 calc R U . . .
H202 H 0.1262 0.1776 -0.1088 0.020 Uiso 1 1 calc R U . . .
P1 P 0.05488(3) 0.30721(9) -0.15409(5) 0.02094(19) Uani 1 1 d . . . . .
H1P H 0.0568(13) 0.317(4) -0.2139(18) 0.025(10) Uiso 1 1 d . . . . .
O1P O 0.05208(8) 0.4543(2) -0.13363(11) 0.0181(5) Uani 1 1 d . . . . .
O2P O 0.01583(9) 0.2078(2) -0.16530(12) 0.0212(5) Uani 1 1 d . . . . .
C30 C 0.12154(12) 0.7115(3) -0.12778(16) 0.0169(7) Uani 1 1 d . . . . .
H301 H 0.1105 0.6337 -0.1591 0.020 Uiso 1 1 calc R U . . .
H142 H 0.1395 0.7768 -0.1391 0.020 Uiso 1 1 calc R U . . .
C31 C 0.07762(11) 0.7877(3) -0.13332(16) 0.0154(6) Uani 1 1 d . . . . .
O311 O 0.07022(8) 0.7656(2) -0.08501(11) 0.0158(5) Uani 1 1 d . . . . .
O312 O 0.05152(11) 0.8559(4) -0.18265(16) 0.0511(9) Uani 1 1 d . . . . .
C40 C 0.13450(12) 0.8247(3) 0.07292(17) 0.0160(6) Uani 1 1 d . . . . .
H401 H 0.1264 0.8878 0.0361 0.019 Uiso 1 1 calc R U . . .
H402 H 0.1550 0.8762 0.1137 0.019 Uiso 1 1 calc R U . . .
C41 C 0.08826(11) 0.7786(3) 0.07042(16) 0.0138(6) Uani 1 1 d . . . . .
O411 O 0.07143(8) 0.6561(2) 0.04552(11) 0.0147(5) Uani 1 1 d . . . . .
O412 O 0.06771(8) 0.8612(2) 0.08950(11) 0.0176(5) Uani 1 1 d . . . . .
C50 C 0.12234(11) 0.3454(3) 0.10423(15) 0.0156(6) Uani 1 1 d . . . . .
H501 H 0.1150 0.4262 0.1231 0.019 Uiso 1 1 calc R U . . .
H502 H 0.1392 0.2754 0.1389 0.019 Uiso 1 1 calc R U . . .
C51 C 0.07456(11) 0.2811(3) 0.04730(16) 0.0149(6) Uani 1 1 d . . . . .
O511 O 0.05877(8) 0.3392(2) -0.00950(11) 0.0154(5) Uani 1 1 d . . . . .
O512 O 0.05240(9) 0.1932(2) 0.06053(11) 0.0195(5) Uani 1 1 d . . . . .
Cl1 Cl -0.10311(3) 0.41795(9) -0.22234(4) 0.02233(17) Uani 1 1 d . . . . .
Cl2 Cl 0.19122(3) 0.97232(8) 0.37368(4) 0.02043(17) Uani 1 1 d . . . . .
Na1 Na -0.02192(5) 0.33458(13) -0.10528(7) 0.0191(3) Uani 1 1 d . . . . .
Na2 Na 0.07496(5) 1.06250(13) 0.15877(6) 0.0168(3) Uani 1 1 d . . . . .
Na3 Na 0.0000 0.03270(19) -0.2500 0.0228(4) Uani 1 2 d S T P . .
Na4 Na 0.0000 1.0000 0.0000 0.0151(4) Uani 1 2 d S . P . .
O1W O 0.05431(10) 1.2725(3) 0.19897(14) 0.0253(6) Uani 1 1 d . . . . .
H1W1 H 0.0702(18) 1.343(5) 0.213(2) 0.047(15) Uiso 1 1 d . . . . .
H1W2 H 0.040(2) 1.262(7) 0.218(3) 0.08(2) Uiso 1 1 d . . . . .
O2W O 0.08012(10) 0.9241(3) 0.24805(14) 0.0219(5) Uani 1 1 d . . . . .
H2W1 H 0.1054(18) 0.941(5) 0.280(3) 0.037(14) Uiso 1 1 d . . . . .
H2W2 H 0.0836(17) 0.849(5) 0.241(2) 0.039(15) Uiso 1 1 d . . . . .
O3W O -0.01280(9) 1.0136(3) 0.08899(13) 0.0190(5) Uani 1 1 d . . . . .
H3W1 H -0.0262(13) 1.069(4) 0.0898(18) 0.004(10) Uiso 1 1 d . . . . .
H3W2 H -0.016(2) 0.950(6) 0.111(3) 0.064(19) Uiso 1 1 d . . . . .
O4W O 0.16234(10) 1.0884(3) 0.23048(16) 0.0262(6) Uani 1 1 d . . . . .
H4W1 H 0.172(2) 1.063(5) 0.265(3) 0.050(17) Uiso 1 1 d . . . . .
H4W2 H 0.1811(18) 1.064(5) 0.219(2) 0.042(15) Uiso 1 1 d . . . . .
O5W O 0.23045(10) 1.0343(3) 0.19622(15) 0.0313(6) Uani 1 1 d . . . . .
H5W1 H 0.2475(14) 1.108(4) 0.2013(19) 0.022(10) Uiso 1 1 d . . . . .
H5W2 H 0.251(2) 0.964(6) 0.204(3) 0.09(2) Uiso 1 1 d . . . . .
O6W O 0.19462(11) 0.3609(3) 0.28822(16) 0.0353(7) Uani 1 1 d . . . . .
H6W1 H 0.1826(17) 0.278(5) 0.268(2) 0.046(14) Uiso 1 1 d . . . . .
H6W2 H 0.166(2) 0.423(6) 0.269(3) 0.071(18) Uiso 1 1 d . . . . .
O7W O 0.29547(11) 0.2462(3) 0.21440(19) 0.0432(8) Uani 1 1 d . . . . .
H7W1 H 0.2995(18) 0.304(6) 0.189(3) 0.051(15) Uiso 1 1 d . . . . .
H7W2 H 0.3229(19) 0.213(5) 0.233(3) 0.045(14) Uiso 1 1 d . . . . .
O8W O 0.0000 0.6128(14) -0.2500 0.023(3) Uiso 0.25 2 d S . P . .


_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
Eu O1P 2.324(2) . ?
Eu O511 2.391(2) . ?
Eu O311 2.396(2) . ?
Eu O411 2.415(2) . ?
Eu O1C 2.555(2) . ?
Eu N7 2.624(3) . ?
Eu N4 2.633(3) . ?
Eu N10 2.648(3) . ?
Eu N1 2.725(3) . ?
O1C Na1 2.413(3) . ?
O1C H1C1 0.80(6) . ?
O1C H1C2 0.70(5) . ?
N1 C20 1.479(4) . ?
N1 C12 1.481(4) . ?
N1 C2 1.496(4) . ?
C2 C3 1.510(5) . ?
C2 H21 0.9700 . ?
C2 H22 0.9700 . ?
C3 N4 1.484(4) . ?
C3 H31 0.9700 . ?
C3 H32 0.9700 . ?
N4 C30 1.483(4) . ?
N4 C5 1.503(4) . ?
C5 C6 1.509(5) . ?
C5 H51 0.9700 . ?
C5 H52 0.9700 . ?
C6 N7 1.484(4) . ?
C6 H61 0.9700 . ?
C6 H62 0.9700 . ?
N7 C40 1.481(4) . ?
N7 C8 1.499(4) . ?
C8 C9 1.510(5) . ?
C8 H81 0.9700 . ?
C8 H82 0.9700 . ?
C9 N10 1.480(4) . ?
C9 H91 0.9700 . ?
C9 H92 0.9700 . ?
N10 C50 1.476(4) . ?
N10 C11 1.491(4) . ?
C11 C12 1.509(5) . ?
C11 H111 0.9700 . ?
C11 H112 0.9700 . ?
C12 H121 0.9700 . ?
C12 H122 0.9700 . ?
C20 P1 1.809(3) . ?
C20 H201 0.9700 . ?
C20 H202 0.9700 . ?
P1 O2P 1.478(2) . ?
P1 O1P 1.487(2) . ?
P1 H1P 1.44(4) . ?
O1P Na1 3.003(3) . ?
O2P Na3 2.434(3) . ?
O2P Na1 2.583(3) . ?
C30 C31 1.529(4) . ?
C30 H301 0.9700 . ?
C30 H142 0.9700 . ?
C31 O312 1.210(4) . ?
C31 O311 1.294(4) . ?
O312 Na3 2.310(3) 1_565 ?
C40 C41 1.521(4) . ?
C40 H401 0.9700 . ?
C40 H402 0.9700 . ?
C41 O412 1.245(4) . ?
C41 O411 1.283(4) . ?
O411 Na1 2.613(2) 5_565 ?
O412 Na2 2.436(2) . ?
O412 Na4 2.484(2) . ?
O412 Na1 2.506(3) 5_565 ?
C50 C51 1.550(4) . ?
C50 H501 0.9700 . ?
C50 H502 0.9700 . ?
C51 O512 1.234(4) . ?
C51 O511 1.284(4) . ?
O511 Na1 2.406(3) . ?
O512 Na2 2.382(3) 1_545 ?
O512 Na4 2.392(2) 1_545 ?
Cl1 Na1 2.7603(16) . ?
Na1 O412 2.506(3) 5_565 ?
Na1 O411 2.613(2) 5_565 ?
Na2 O512 2.382(3) 1_565 ?
Na2 O2W 2.408(3) . ?
Na2 O1W 2.432(3) . ?
Na2 O4W 2.432(3) . ?
Na2 O3W 2.469(3) . ?
Na3 O312 2.310(3) 2_544 ?
Na3 O312 2.310(3) 1_545 ?
Na3 O2P 2.434(3) 2_554 ?
Na3 O2W 2.631(3) 6_565 ?
Na3 O2W 2.631(3) 5_565 ?
Na4 O3W 2.338(3) 5_575 ?
Na4 O3W 2.338(3) . ?
Na4 O512 2.392(2) 5_565 ?
Na4 O512 2.392(2) 1_565 ?
Na4 O412 2.484(2) 5_575 ?
O1W H1W1 0.80(5) . ?
O1W H1W2 0.79(6) . ?
O2W Na3 2.631(3) 5_565 ?
O2W H2W1 0.79(5) . ?
O2W H2W2 0.75(5) . ?
O3W H3W1 0.68(4) . ?
O3W H3W2 0.82(6) . ?
O4W H4W1 0.75(6) . ?
O4W H4W2 0.80(5) . ?
O5W H5W1 0.86(4) . ?
O5W H5W2 0.89(6) . ?
O6W H6W1 0.89(5) . ?
O6W H6W2 0.97(6) . ?
O7W H7W1 0.86(5) . ?
O7W H7W2 0.82(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
O1P Eu O511 79.68(8) . . ?
O1P Eu O311 82.01(8) . . ?
O511 Eu O311 139.47(7) . . ?
O1P Eu O411 134.57(8) . . ?
O511 Eu O411 83.52(7) . . ?
O311 Eu O411 84.15(7) . . ?
O1P Eu O1C 68.45(9) . . ?
O511 Eu O1C 69.70(8) . . ?
O311 Eu O1C 69.99(8) . . ?
O411 Eu O1C 66.15(8) . . ?
O1P Eu N7 154.58(8) . . ?
O511 Eu N7 124.04(8) . . ?
O311 Eu N7 83.53(8) . . ?
O411 Eu N7 63.93(7) . . ?
O1C Eu N7 125.08(8) . . ?
O1P Eu N4 86.19(8) . . ?
O511 Eu N4 149.30(8) . . ?
O311 Eu N4 63.43(8) . . ?
O411 Eu N4 124.66(8) . . ?
O1C Eu N4 129.40(9) . . ?
N7 Eu N4 68.63(8) . . ?
O1P Eu N10 123.38(8) . . ?
O511 Eu N10 64.67(8) . . ?
O311 Eu N10 151.58(8) . . ?
O411 Eu N10 85.04(8) . . ?
O1C Eu N10 128.07(9) . . ?
N7 Eu N10 68.12(8) . . ?
N4 Eu N10 102.52(8) . . ?
O1P Eu N1 67.42(8) . . ?
O511 Eu N1 83.09(7) . . ?
O311 Eu N1 121.94(8) . . ?
O411 Eu N1 150.96(8) . . ?
O1C Eu N1 131.30(8) . . ?
N7 Eu N1 103.61(8) . . ?
N4 Eu N1 66.30(8) . . ?
N10 Eu N1 65.94(8) . . ?
Na1 O1C Eu 98.71(9) . . ?
Na1 O1C H1C1 126(4) . . ?
Eu O1C H1C1 104(4) . . ?
Na1 O1C H1C2 110(4) . . ?
Eu O1C H1C2 112(4) . . ?
H1C1 O1C H1C2 105(5) . . ?
C20 N1 C12 109.5(2) . . ?
C20 N1 C2 109.0(3) . . ?
C12 N1 C2 109.3(2) . . ?
C20 N1 Eu 106.07(17) . . ?
C12 N1 Eu 112.76(19) . . ?
C2 N1 Eu 110.14(18) . . ?
N1 C2 C3 111.5(3) . . ?
N1 C2 H21 109.3 . . ?
C3 C2 H21 109.3 . . ?
N1 C2 H22 109.3 . . ?
C3 C2 H22 109.3 . . ?
H21 C2 H22 108.0 . . ?
N4 C3 C2 111.3(3) . . ?
N4 C3 H31 109.4 . . ?
C2 C3 H31 109.4 . . ?
N4 C3 H32 109.4 . . ?
C2 C3 H32 109.4 . . ?
H31 C3 H32 108.0 . . ?
C30 N4 C3 109.6(3) . . ?
C30 N4 C5 108.4(2) . . ?
C3 N4 C5 109.6(2) . . ?
C30 N4 Eu 104.23(17) . . ?
C3 N4 Eu 115.30(19) . . ?
C5 N4 Eu 109.43(18) . . ?
N4 C5 C6 112.6(3) . . ?
N4 C5 H51 109.1 . . ?
C6 C5 H51 109.1 . . ?
N4 C5 H52 109.1 . . ?
C6 C5 H52 109.1 . . ?
H51 C5 H52 107.8 . . ?
N7 C6 C5 112.0(3) . . ?
N7 C6 H61 109.2 . . ?
C5 C6 H61 109.2 . . ?
N7 C6 H62 109.2 . . ?
C5 C6 H62 109.2 . . ?
H61 C6 H62 107.9 . . ?
C40 N7 C6 111.1(2) . . ?
C40 N7 C8 107.7(2) . . ?
C6 N7 C8 110.1(2) . . ?
C40 N7 Eu 104.54(18) . . ?
C6 N7 Eu 112.71(19) . . ?
C8 N7 Eu 110.47(18) . . ?
N7 C8 C9 112.3(3) . . ?
N7 C8 H81 109.2 . . ?
C9 C8 H81 109.2 . . ?
N7 C8 H82 109.2 . . ?
C9 C8 H82 109.2 . . ?
H81 C8 H82 107.9 . . ?
N10 C9 C8 112.4(3) . . ?
N10 C9 H91 109.1 . . ?
C8 C9 H91 109.1 . . ?
N10 C9 H92 109.1 . . ?
C8 C9 H92 109.1 . . ?
H91 C9 H92 107.9 . . ?
C50 N10 C9 110.7(3) . . ?
C50 N10 C11 107.1(2) . . ?
C9 N10 C11 109.4(2) . . ?
C50 N10 Eu 103.31(18) . . ?
C9 N10 Eu 112.69(18) . . ?
C11 N10 Eu 113.30(19) . . ?
N10 C11 C12 112.2(3) . . ?
N10 C11 H111 109.2 . . ?
C12 C11 H111 109.2 . . ?
N10 C11 H112 109.2 . . ?
C12 C11 H112 109.2 . . ?
H111 C11 H112 107.9 . . ?
N1 C12 C11 110.8(3) . . ?
N1 C12 H121 109.5 . . ?
C11 C12 H121 109.5 . . ?
N1 C12 H122 109.5 . . ?
C11 C12 H122 109.5 . . ?
H121 C12 H122 108.1 . . ?
N1 C20 P1 111.9(2) . . ?
N1 C20 H201 109.2 . . ?
P1 C20 H201 109.2 . . ?
N1 C20 H202 109.2 . . ?
P1 C20 H202 109.2 . . ?
H201 C20 H202 107.9 . . ?
O2P P1 O1P 117.56(14) . . ?
O2P P1 C20 108.28(15) . . ?
O1P P1 C20 106.17(14) . . ?
O2P P1 H1P 109.0(15) . . ?
O1P P1 H1P 107.3(14) . . ?
C20 P1 H1P 108.2(15) . . ?
Na1 P1 H1P 140.2(15) . . ?
Na3 P1 H1P 69.9(14) . . ?
Eu P1 H1P 129.1(14) . . ?
P1 O1P Eu 126.49(13) . . ?
P1 O1P Na1 84.73(10) . . ?
Eu O1P Na1 89.19(8) . . ?
P1 O2P Na3 112.15(13) . . ?
P1 O2P Na1 101.74(12) . . ?
Na3 O2P Na1 143.56(11) . . ?
N4 C30 C31 111.4(3) . . ?
N4 C30 H301 109.4 . . ?
C31 C30 H301 109.4 . . ?
N4 C30 H142 109.4 . . ?
C31 C30 H142 109.4 . . ?
H301 C30 H142 108.0 . . ?
O312 C31 O311 125.4(3) . . ?
O312 C31 C30 119.0(3) . . ?
O311 C31 C30 115.4(3) . . ?
C30 C31 Eu 79.79(17) . . ?
C31 O311 Eu 119.53(18) . . ?
C31 O312 Na3 160.2(3) . 1_565 ?
N7 C40 C41 110.8(2) . . ?
N7 C40 H401 109.5 . . ?
C41 C40 H401 109.5 . . ?
N7 C40 H402 109.5 . . ?
C41 C40 H402 109.5 . . ?
H401 C40 H402 108.1 . . ?
O412 C41 O411 123.5(3) . . ?
O412 C41 C40 119.8(3) . . ?
O411 C41 C40 116.7(3) . . ?
C41 O411 Eu 120.26(18) . . ?
C41 O411 Na1 87.35(17) . 5_565 ?
Eu O411 Na1 152.34(10) . 5_565 ?
C41 O412 Na2 147.6(2) . . ?
C41 O412 Na4 114.8(2) . . ?
Na2 O412 Na4 84.07(7) . . ?
C41 O412 Na1 93.07(18) . 5_565 ?
Na2 O412 Na1 109.67(9) . 5_565 ?
Na4 O412 Na1 100.95(8) . 5_565 ?
N10 C50 C51 109.8(2) . . ?
N10 C50 H501 109.7 . . ?
C51 C50 H501 109.7 . . ?
N10 C50 H502 109.7 . . ?
C51 C50 H502 109.7 . . ?
H501 C50 H502 108.2 . . ?
O512 C51 O511 125.5(3) . . ?
O512 C51 C50 119.2(3) . . ?
O511 C51 C50 114.7(2) . . ?
C51 O511 Eu 123.72(19) . . ?
C51 O511 Na1 128.75(18) . . ?
Eu O511 Na1 103.65(9) . . ?
C51 O512 Na2 131.9(2) . 1_545 ?
C51 O512 Na4 133.1(2) . 1_545 ?
Na2 O512 Na4 87.29(8) 1_545 1_545 ?
O511 Na1 O1C 71.90(9) . . ?
O511 Na1 O412 107.82(9) . 5_565 ?
O1C Na1 O412 144.21(10) . 5_565 ?
O511 Na1 O2P 86.45(8) . . ?
O1C Na1 O2P 113.05(9) . . ?
O412 Na1 O2P 102.53(8) 5_565 . ?
O511 Na1 O411 98.96(8) . 5_565 ?
O1C Na1 O411 92.74(9) . 5_565 ?
O412 Na1 O411 51.53(7) 5_565 5_565 ?
O2P Na1 O411 153.98(9) . 5_565 ?
O511 Na1 Cl1 159.92(8) . . ?
O1C Na1 Cl1 89.96(8) . . ?
O412 Na1 Cl1 91.89(7) 5_565 . ?
O2P Na1 Cl1 93.12(7) . . ?
O411 Na1 Cl1 90.21(6) 5_565 . ?
O511 Na1 O1P 66.85(7) . . ?
O1C Na1 O1P 59.88(8) . . ?
O412 Na1 O1P 154.59(8) 5_565 . ?
O2P Na1 O1P 53.36(7) . . ?
O411 Na1 O1P 151.53(8) 5_565 . ?
Cl1 Na1 O1P 96.91(6) . . ?
C41 Na1 O1P 176.73(9) 5_565 . ?
O512 Na2 O2W 168.26(11) 1_565 . ?
O512 Na2 O1W 87.06(10) 1_565 . ?
O2W Na2 O1W 90.69(11) . . ?
O512 Na2 O4W 106.70(10) 1_565 . ?
O2W Na2 O4W 84.98(11) . . ?
O1W Na2 O4W 95.56(11) . . ?
O512 Na2 O412 82.94(9) 1_565 . ?
O2W Na2 O412 95.82(10) . . ?
O1W Na2 O412 160.98(11) . . ?
O4W Na2 O412 102.79(10) . . ?
O512 Na2 O3W 77.20(9) 1_565 . ?
O2W Na2 O3W 91.21(10) . . ?
O1W Na2 O3W 87.94(10) . . ?
O4W Na2 O3W 174.85(11) . . ?
O412 Na2 O3W 74.11(9) . . ?
O312 Na3 O312 87.5(2) 2_544 1_545 ?
O312 Na3 O2P 98.88(11) 2_544 2_554 ?
O312 Na3 O2P 145.73(9) 1_545 2_554 ?
O312 Na3 O2P 145.74(9) 2_544 . ?
O312 Na3 O2P 98.88(11) 1_545 . ?
O2P Na3 O2P 94.48(12) 2_554 . ?
O312 Na3 O2W 117.51(10) 2_544 6_565 ?
O312 Na3 O2W 76.24(10) 1_545 6_565 ?
O2P Na3 O2W 70.95(9) 2_554 6_565 ?
O2P Na3 O2W 96.65(9) . 6_565 ?
O312 Na3 O2W 76.24(10) 2_544 5_565 ?
O312 Na3 O2W 117.51(10) 1_545 5_565 ?
O2P Na3 O2W 96.66(9) 2_554 5_565 ?
O2P Na3 O2W 70.95(9) . 5_565 ?
O2W Na3 O2W 162.16(14) 6_565 5_565 ?
O3W Na4 O3W 180.0 5_575 . ?
O3W Na4 O512 79.56(8) 5_575 5_565 ?
O3W Na4 O512 100.44(8) . 5_565 ?
O3W Na4 O512 100.44(8) 5_575 1_565 ?
O3W Na4 O512 79.56(8) . 1_565 ?
O512 Na4 O512 180.0 5_565 1_565 ?
O3W Na4 O412 104.47(8) 5_575 . ?
O3W Na4 O412 75.53(8) . . ?
O512 Na4 O412 98.27(8) 5_565 . ?
O512 Na4 O412 81.73(8) 1_565 . ?
O3W Na4 O412 75.53(8) 5_575 5_575 ?
O3W Na4 O412 104.47(8) . 5_575 ?
O512 Na4 O412 81.73(8) 5_565 5_575 ?
O512 Na4 O412 98.27(8) 1_565 5_575 ?
O412 Na4 O412 180.0 . 5_575 ?
Na2 O1W H1W1 127(3) . . ?
Na2 O1W H1W2 118(5) . . ?
H1W1 O1W H1W2 107(5) . . ?
Na2 O2W Na3 107.66(11) . 5_565 ?
Na2 O2W H2W1 107(3) . . ?
Na3 O2W H2W1 119(3) 5_565 . ?
Na2 O2W H2W2 106(4) . . ?
Na3 O2W H2W2 114(4) 5_565 . ?
H2W1 O2W H2W2 102(5) . . ?
Na4 O3W Na2 86.49(9) . . ?
Na4 O3W H3W1 118(3) . . ?
Na2 O3W H3W1 111(3) . . ?
Na4 O3W H3W2 130(4) . . ?
Na2 O3W H3W2 100(4) . . ?
H3W1 O3W H3W2 105(5) . . ?
Na2 O4W H4W1 113(4) . . ?
Na2 O4W H4W2 122(4) . . ?
H4W1 O4W H4W2 109(5) . . ?
H5W1 O5W H5W2 103(5) . . ?
H6W1 O6W H6W2 104(4) . . ?
H7W1 O7W H7W2 96(4) . . ?

_refine_diff_density_max         1.941
_refine_diff_density_min         -1.169
_refine_diff_density_rms         0.122

####################################################################### 
# 
# 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_do3aph
_database_code_depnum_ccdc_archive 'CCDC 1846695'
_audit_update_record             
;
2018-08-03 deposited with the CCDC.
2018-08-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H31 N4 O8 P, C4 H8 O, 2(Cl), 3(H2 O)'
_chemical_formula_sum            'C19 H45 Cl2 N4 O12 P'
_chemical_formula_weight         623.46
_chemical_compound_source        'synthesized by the authors'

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'
P P 0.1023 0.0942 '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'

_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                   22.0543(3)
_cell_length_b                   11.19790(10)
_cell_length_c                   24.5815(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.4613(8)
_cell_angle_gamma                90
_cell_volume                     6032.13(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(1)
_cell_measurement_reflns_used    37600
_cell_measurement_theta_min      1.00
_cell_measurement_theta_max      27.48

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             2656
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_absorpt_coefficient_mu    0.329
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(1)
_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  'Nonius KappaCCD area detector'
_diffrn_measurement_method       'φ and ω scans to fill the Ewald sphere'
_diffrn_detector_area_resol_mean 9.091
_diffrn_reflns_number            6889
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.245
_diffrn_reflns_theta_max         27.494
_diffrn_reflns_theta_full        25.241
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6889
_reflns_number_gt                5601
_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       
'COLLECT (Hooft, 1998) and DENZO (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'COLLECT and DENZO'
_computing_data_reduction        'COLLECT and DENZO'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury 3.10 (CCDC, 2017)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0818P)²+7.5786P] 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         6889
_refine_ls_number_parameters     432
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1449
_refine_ls_wR_factor_gt          0.1291
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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
N1 N 0.83300(8) 0.19175(15) 0.63041(7) 0.0186(3) Uani 1 1 d . . . . .
C2 C 0.86070(10) 0.21976(18) 0.68653(8) 0.0219(4) Uani 1 1 d . . . . .
H21 H 0.8294 0.2502 0.7076 0.026 Uiso 1 1 calc R U . . .
H22 H 0.8911 0.2819 0.6849 0.026 Uiso 1 1 calc R U . . .
C3 C 0.89044(9) 0.11209(18) 0.71545(8) 0.0216(4) Uani 1 1 d . . . . .
H31 H 0.9224 0.0826 0.6949 0.026 Uiso 1 1 calc R U . . .
H32 H 0.9092 0.1357 0.7515 0.026 Uiso 1 1 calc R U . . .
N4 N 0.84518(8) 0.01348(15) 0.72141(7) 0.0192(4) Uani 1 1 d . . . . .
H41 H 0.8239(12) 0.004(2) 0.6919(11) 0.023(6) Uiso 1 1 d . . . . .
C5 C 0.87703(10) -0.10450(18) 0.73406(8) 0.0212(4) Uani 1 1 d . . . . .
H51 H 0.8491 -0.1597 0.7487 0.025 Uiso 1 1 calc R U . . .
H52 H 0.9116 -0.0926 0.7616 0.025 Uiso 1 1 calc R U . . .
C6 C 0.89897(9) -0.15744(19) 0.68285(8) 0.0215(4) Uani 1 1 d . . . . .
H61 H 0.9322 -0.1092 0.6721 0.026 Uiso 1 1 calc R U . . .
H62 H 0.9146 -0.2373 0.6909 0.026 Uiso 1 1 calc R U . . .
N7 N 0.84991(7) -0.16317(15) 0.63714(7) 0.0190(3) Uani 1 1 d . . . . .
C8 C 0.87532(9) -0.18675(18) 0.58502(8) 0.0209(4) Uani 1 1 d . . . . .
H81 H 0.8452 -0.2282 0.5601 0.025 Uiso 1 1 calc R U . . .
H82 H 0.9108 -0.2380 0.5919 0.025 Uiso 1 1 calc R U . . .
C9 C 0.89331(9) -0.07175(18) 0.55874(8) 0.0208(4) Uani 1 1 d . . . . .
H91 H 0.9235 -0.0304 0.5837 0.025 Uiso 1 1 calc R U . . .
H92 H 0.9117 -0.0902 0.5257 0.025 Uiso 1 1 calc R U . . .
N10 N 0.83886(8) 0.00888(15) 0.54458(7) 0.0183(3) Uani 1 1 d . . . . .
H101 H 0.8167(12) 0.007(2) 0.5734(11) 0.027(6) Uiso 1 1 d . . . . .
C11 C 0.85931(9) 0.13627(18) 0.53752(8) 0.0209(4) Uani 1 1 d . . . . .
H111 H 0.8258 0.1818 0.5188 0.025 Uiso 1 1 calc R U . . .
H112 H 0.8926 0.1371 0.5149 0.025 Uiso 1 1 calc R U . . .
C12 C 0.88018(9) 0.19505(18) 0.59223(8) 0.0210(4) Uani 1 1 d . . . . .
H121 H 0.9165 0.1547 0.6089 0.025 Uiso 1 1 calc R U . . .
H122 H 0.8909 0.2775 0.5860 0.025 Uiso 1 1 calc R U . . .
C20 C 0.78445(10) 0.27838(18) 0.61320(8) 0.0223(4) Uani 1 1 d . . . . .
H201 H 0.7765 0.2777 0.5736 0.027 Uiso 1 1 calc R U . . .
H202 H 0.7984 0.3578 0.6243 0.027 Uiso 1 1 calc R U . . .
P1 P 0.71442(2) 0.24699(5) 0.64188(2) 0.02317(15) Uani 1 1 d . . . . .
H1 H 0.6936(11) 0.143(2) 0.6209(10) 0.025(6) Uiso 1 1 d . . . . .
O11 O 0.67210(8) 0.34516(16) 0.61308(7) 0.0354(4) Uani 1 1 d . . . . .
H11 H 0.632(2) 0.334(4) 0.6157(17) 0.082(13) Uiso 1 1 d . . . . .
O12 O 0.71985(7) 0.24486(14) 0.70253(6) 0.0283(4) Uani 1 1 d . . . . .
C30 C 0.80163(10) 0.04035(19) 0.76229(8) 0.0220(4) Uani 1 1 d . . . . .
H301 H 0.7991 0.1259 0.7677 0.026 Uiso 1 1 calc R U . . .
H302 H 0.8157 0.0037 0.7972 0.026 Uiso 1 1 calc R U . . .
C31 C 0.73958(10) -0.00884(18) 0.74072(9) 0.0232(4) Uani 1 1 d . . . . .
O311 O 0.69951(7) 0.00150(14) 0.77620(6) 0.0266(3) Uani 1 1 d . . . . .
H311 H 0.6624(18) -0.018(3) 0.7594(16) 0.066(11) Uiso 1 1 d . . . . .
O312 O 0.72944(7) -0.04918(15) 0.69505(6) 0.0291(4) Uani 1 1 d . . . . .
C40 C 0.80447(10) -0.25360(18) 0.64746(9) 0.0218(4) Uani 1 1 d . . . . .
H401 H 0.7972 -0.2498 0.6856 0.026 Uiso 1 1 calc R U . . .
H402 H 0.8205 -0.3322 0.6408 0.026 Uiso 1 1 calc R U . . .
C41 C 0.74486(10) -0.23653(19) 0.61184(9) 0.0230(4) Uani 1 1 d . . . . .
O411 O 0.70322(8) -0.31082(16) 0.62668(7) 0.0315(4) Uani 1 1 d . . . . .
H411 H 0.6724(15) -0.300(3) 0.6086(14) 0.049(10) Uiso 1 1 d . . . . .
O412 O 0.73639(7) -0.16646(15) 0.57461(7) 0.0318(4) Uani 1 1 d . . . . .
C50 C 0.79912(9) -0.03406(18) 0.49492(8) 0.0206(4) Uani 1 1 d . . . . .
H501 H 0.7989 -0.1207 0.4944 0.025 Uiso 1 1 calc R U . . .
H502 H 0.8155 -0.0063 0.4622 0.025 Uiso 1 1 calc R U . . .
C51 C 0.73451(9) 0.01177(18) 0.49519(8) 0.0206(4) Uani 1 1 d . . . . .
O511 O 0.69637(7) -0.04683(14) 0.45992(6) 0.0257(3) Uani 1 1 d . . . . .
H511 H 0.6586(14) -0.026(2) 0.4642(12) 0.035(7) Uiso 1 1 d . . . . .
O512 O 0.72140(7) 0.09401(14) 0.52318(6) 0.0275(3) Uani 1 1 d . . . . .
Cl1 Cl 0.52475(2) 0.55474(5) 0.65536(2) 0.02783(15) Uani 1 1 d . . . . .
Cl2 Cl 0.50567(3) 0.20749(5) 0.50749(2) 0.03339(16) Uani 1 1 d . . . . .
O1A O 0.58858(8) -0.03255(17) 0.72887(7) 0.0387(4) Uani 1 1 d . . . . .
C2A C 0.5800(4) 0.0753(6) 0.6881(3) 0.0358(16) Uani 0.447(8) 1 d . . P A 1
H2A1 H 0.5473 0.1276 0.6967 0.043 Uiso 0.447(8) 1 calc R U P A 1
H2A2 H 0.6173 0.1212 0.6882 0.043 Uiso 0.447(8) 1 calc R U P A 1
C3A C 0.5638(4) 0.0122(8) 0.6342(3) 0.052(2) Uani 0.447(8) 1 d . . P A 1
H3A1 H 0.6001 -0.0150 0.6190 0.063 Uiso 0.447(8) 1 calc R U P A 1
H3A2 H 0.5404 0.0637 0.6079 0.063 Uiso 0.447(8) 1 calc R U P A 1
C4A C 0.5258(4) -0.0919(8) 0.6503(4) 0.0422(19) Uani 0.447(8) 1 d . . P A 1
H4A1 H 0.4849 -0.0671 0.6560 0.051 Uiso 0.447(8) 1 calc R U P A 1
H4A2 H 0.5236 -0.1551 0.6231 0.051 Uiso 0.447(8) 1 calc R U P A 1
C5A C 0.5619(5) -0.1292(9) 0.7025(4) 0.041(2) Uani 0.447(8) 1 d . . P A 1
H5A1 H 0.5352 -0.1682 0.7259 0.049 Uiso 0.447(8) 1 calc R U P A 1
H5A2 H 0.5930 -0.1859 0.6948 0.049 Uiso 0.447(8) 1 calc R U P A 1
C2B C 0.5575(3) 0.0640(6) 0.7120(3) 0.0490(17) Uani 0.553(8) 1 d . . P A 2
H2B1 H 0.5853 0.1266 0.7032 0.059 Uiso 0.553(8) 1 calc R U P A 2
H2B2 H 0.5343 0.0931 0.7405 0.059 Uiso 0.553(8) 1 calc R U P A 2
C3B C 0.5148(3) 0.0309(5) 0.6615(2) 0.0499(18) Uani 0.553(8) 1 d . . P A 2
H3B1 H 0.4764 -0.0002 0.6712 0.060 Uiso 0.553(8) 1 calc R U P A 2
H3B2 H 0.5069 0.0985 0.6371 0.060 Uiso 0.553(8) 1 calc R U P A 2
C4B C 0.5514(5) -0.0643(9) 0.6366(3) 0.060(2) Uani 0.553(8) 1 d . . P A 2
H4B1 H 0.5250 -0.1180 0.6138 0.072 Uiso 0.553(8) 1 calc R U P A 2
H4B2 H 0.5806 -0.0291 0.6146 0.072 Uiso 0.553(8) 1 calc R U P A 2
C5B C 0.5824(4) -0.1273(8) 0.6839(4) 0.055(2) Uani 0.553(8) 1 d . . P A 2
H5B1 H 0.6221 -0.1558 0.6763 0.066 Uiso 0.553(8) 1 calc R U P A 2
H5B2 H 0.5583 -0.1945 0.6940 0.066 Uiso 0.553(8) 1 calc R U P A 2
O1W O 0.56048(8) 0.31123(18) 0.61787(9) 0.0404(4) Uani 1 1 d . . . . .
H1W1 H 0.5438(17) 0.384(4) 0.6265(16) 0.070(11) Uiso 1 1 d . . . . .
H1W2 H 0.5429(19) 0.290(4) 0.5822(19) 0.086(13) Uiso 1 1 d . . . . .
O2W O 0.58280(8) -0.00168(18) 0.46164(8) 0.0361(4) Uani 1 1 d . . . . .
H2W1 H 0.5697(17) 0.056(3) 0.4794(16) 0.066(11) Uiso 1 1 d . . . . .
H2W2 H 0.5597(17) -0.060(3) 0.4706(14) 0.058(10) Uiso 1 1 d . . . . .
O3W O 0.59780(8) -0.33147(19) 0.57004(8) 0.0357(4) Uani 1 1 d . . . . .
H3W1 H 0.5771(15) -0.287(3) 0.5553(13) 0.038(9) Uiso 1 1 d . . . . .
H3W2 H 0.572(2) -0.370(4) 0.5955(19) 0.094(14) Uiso 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
N1 C20 1.471(3) . ?
N1 C12 1.478(3) . ?
N1 C2 1.478(3) . ?
C2 C3 1.511(3) . ?
C2 H21 0.9700 . ?
C2 H22 0.9700 . ?
C3 N4 1.507(3) . ?
C3 H31 0.9700 . ?
C3 H32 0.9700 . ?
N4 C30 1.497(3) . ?
N4 C5 1.512(3) . ?
N4 H41 0.83(3) . ?
C5 C6 1.519(3) . ?
C5 H51 0.9700 . ?
C5 H52 0.9700 . ?
C6 N7 1.471(3) . ?
C6 H61 0.9700 . ?
C6 H62 0.9700 . ?
N7 C40 1.467(3) . ?
N7 C8 1.479(3) . ?
C8 C9 1.514(3) . ?
C8 H81 0.9700 . ?
C8 H82 0.9700 . ?
C9 N10 1.511(3) . ?
C9 H91 0.9700 . ?
C9 H92 0.9700 . ?
N10 C50 1.500(3) . ?
N10 C11 1.512(3) . ?
N10 H101 0.91(3) . ?
C11 C12 1.521(3) . ?
C11 H111 0.9700 . ?
C11 H112 0.9700 . ?
C12 H121 0.9700 . ?
C12 H122 0.9700 . ?
C20 P1 1.803(2) . ?
C20 H201 0.9700 . ?
C20 H202 0.9700 . ?
P1 O12 1.4822(16) . ?
P1 O11 1.5595(17) . ?
P1 H1 1.34(2) . ?
O11 H11 0.90(4) . ?
C30 C31 1.515(3) . ?
C30 H301 0.9700 . ?
C30 H302 0.9700 . ?
C31 O312 1.208(3) . ?
C31 O311 1.315(3) . ?
O311 H311 0.90(4) . ?
C40 C41 1.508(3) . ?
C40 H401 0.9700 . ?
C40 H402 0.9700 . ?
C41 O412 1.204(3) . ?
C41 O411 1.321(3) . ?
O411 H411 0.78(3) . ?
C50 C51 1.515(3) . ?
C50 H501 0.9700 . ?
C50 H502 0.9700 . ?
C51 O512 1.204(3) . ?
C51 O511 1.314(3) . ?
O511 H511 0.88(3) . ?
O1A C2B 1.322(6) . ?
O1A C5A 1.361(10) . ?
O1A C5B 1.528(9) . ?
O1A C2A 1.567(7) . ?
C2A C3A 1.509(11) . ?
C2A H2A1 0.9700 . ?
C2A H2A2 0.9700 . ?
C3A C4A 1.514(12) . ?
C3A H3A1 0.9700 . ?
C3A H3A2 0.9700 . ?
C4A C5A 1.492(12) . ?
C4A H4A1 0.9700 . ?
C4A H4A2 0.9700 . ?
C5A H5A1 0.9700 . ?
C5A H5A2 0.9700 . ?
C2B C3B 1.516(8) . ?
C2B H2B1 0.9700 . ?
C2B H2B2 0.9700 . ?
C3B C4B 1.509(10) . ?
C3B H3B1 0.9700 . ?
C3B H3B2 0.9700 . ?
C4B C5B 1.462(13) . ?
C4B H4B1 0.9700 . ?
C4B H4B2 0.9700 . ?
C5B H5B1 0.9700 . ?
C5B H5B2 0.9700 . ?
O1W H1W1 0.93(4) . ?
O1W H1W2 0.95(5) . ?
O2W H2W1 0.85(4) . ?
O2W H2W2 0.87(4) . ?
O3W H3W1 0.74(3) . ?
O3W H3W2 1.00(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
C20 N1 C12 110.04(16) . . ?
C20 N1 C2 109.84(16) . . ?
C12 N1 C2 109.92(16) . . ?
N1 C2 C3 112.44(16) . . ?
N1 C2 H21 109.1 . . ?
C3 C2 H21 109.1 . . ?
N1 C2 H22 109.1 . . ?
C3 C2 H22 109.1 . . ?
H21 C2 H22 107.8 . . ?
N4 C3 C2 111.91(17) . . ?
N4 C3 H31 109.2 . . ?
C2 C3 H31 109.2 . . ?
N4 C3 H32 109.2 . . ?
C2 C3 H32 109.2 . . ?
H31 C3 H32 107.9 . . ?
C30 N4 C3 113.59(16) . . ?
C30 N4 C5 110.85(15) . . ?
C3 N4 C5 111.27(16) . . ?
C30 N4 H41 105.8(18) . . ?
C3 N4 H41 109.0(17) . . ?
C5 N4 H41 106.0(17) . . ?
N4 C5 C6 110.76(16) . . ?
N4 C5 H51 109.5 . . ?
C6 C5 H51 109.5 . . ?
N4 C5 H52 109.5 . . ?
C6 C5 H52 109.5 . . ?
H51 C5 H52 108.1 . . ?
N7 C6 C5 112.00(16) . . ?
N7 C6 H61 109.2 . . ?
C5 C6 H61 109.2 . . ?
N7 C6 H62 109.2 . . ?
C5 C6 H62 109.2 . . ?
H61 C6 H62 107.9 . . ?
C40 N7 C6 110.86(16) . . ?
C40 N7 C8 111.07(16) . . ?
C6 N7 C8 110.59(16) . . ?
N7 C8 C9 111.16(16) . . ?
N7 C8 H81 109.4 . . ?
C9 C8 H81 109.4 . . ?
N7 C8 H82 109.4 . . ?
C9 C8 H82 109.4 . . ?
H81 C8 H82 108.0 . . ?
N10 C9 C8 111.52(16) . . ?
N10 C9 H91 109.3 . . ?
C8 C9 H91 109.3 . . ?
N10 C9 H92 109.3 . . ?
C8 C9 H92 109.3 . . ?
H91 C9 H92 108.0 . . ?
C50 N10 C9 111.86(15) . . ?
C50 N10 C11 111.32(15) . . ?
C9 N10 C11 110.51(15) . . ?
C50 N10 H101 108.1(16) . . ?
C9 N10 H101 106.8(16) . . ?
C11 N10 H101 108.1(16) . . ?
N10 C11 C12 111.80(16) . . ?
N10 C11 H111 109.3 . . ?
C12 C11 H111 109.3 . . ?
N10 C11 H112 109.3 . . ?
C12 C11 H112 109.3 . . ?
H111 C11 H112 107.9 . . ?
N1 C12 C11 112.70(16) . . ?
N1 C12 H121 109.1 . . ?
C11 C12 H121 109.1 . . ?
N1 C12 H122 109.1 . . ?
C11 C12 H122 109.1 . . ?
H121 C12 H122 107.8 . . ?
N1 C20 P1 112.75(14) . . ?
N1 C20 H201 109.0 . . ?
P1 C20 H201 109.0 . . ?
N1 C20 H202 109.0 . . ?
P1 C20 H202 109.0 . . ?
H201 C20 H202 107.8 . . ?
O12 P1 O11 116.38(10) . . ?
O12 P1 C20 114.88(10) . . ?
O11 P1 C20 100.38(10) . . ?
O12 P1 H1 111.0(10) . . ?
O11 P1 H1 106.2(10) . . ?
C20 P1 H1 107.0(10) . . ?
P1 O11 H11 114(3) . . ?
N4 C30 C31 108.35(16) . . ?
N4 C30 H301 110.0 . . ?
C31 C30 H301 110.0 . . ?
N4 C30 H302 110.0 . . ?
C31 C30 H302 110.0 . . ?
H301 C30 H302 108.4 . . ?
O312 C31 O311 125.6(2) . . ?
O312 C31 C30 121.79(19) . . ?
O311 C31 C30 112.59(18) . . ?
C31 O311 H311 109(2) . . ?
N7 C40 C41 112.34(17) . . ?
N7 C40 H401 109.1 . . ?
C41 C40 H401 109.1 . . ?
N7 C40 H402 109.1 . . ?
C41 C40 H402 109.1 . . ?
H401 C40 H402 107.9 . . ?
O412 C41 O411 124.6(2) . . ?
O412 C41 C40 125.08(19) . . ?
O411 C41 C40 110.35(18) . . ?
C41 O411 H411 109(3) . . ?
N10 C50 C51 110.58(16) . . ?
N10 C50 H501 109.5 . . ?
C51 C50 H501 109.5 . . ?
N10 C50 H502 109.5 . . ?
C51 C50 H502 109.5 . . ?
H501 C50 H502 108.1 . . ?
O512 C51 O511 125.6(2) . . ?
O512 C51 C50 123.23(19) . . ?
O511 C51 C50 111.13(17) . . ?
C51 O511 H511 109.3(18) . . ?
C2B O1A C5B 109.9(4) . . ?
C5A O1A C2A 107.1(5) . . ?
C3A C2A O1A 101.6(5) . . ?
C3A C2A H2A1 111.5 . . ?
O1A C2A H2A1 111.5 . . ?
C3A C2A H2A2 111.5 . . ?
O1A C2A H2A2 111.5 . . ?
H2A1 C2A H2A2 109.3 . . ?
C2A C3A C4A 102.4(6) . . ?
C2A C3A H3A1 111.3 . . ?
C4A C3A H3A1 111.3 . . ?
C2A C3A H3A2 111.3 . . ?
C4A C3A H3A2 111.3 . . ?
H3A1 C3A H3A2 109.2 . . ?
C5A C4A C3A 100.6(7) . . ?
C5A C4A H4A1 111.7 . . ?
C3A C4A H4A1 111.7 . . ?
C5A C4A H4A2 111.7 . . ?
C3A C4A H4A2 111.7 . . ?
H4A1 C4A H4A2 109.4 . . ?
O1A C5A C4A 110.3(7) . . ?
O1A C5A H5A1 109.6 . . ?
C4A C5A H5A1 109.6 . . ?
O1A C5A H5A2 109.6 . . ?
C4A C5A H5A2 109.6 . . ?
H5A1 C5A H5A2 108.1 . . ?
O1A C2B C3B 108.0(4) . . ?
O1A C2B H2B1 110.1 . . ?
C3B C2B H2B1 110.1 . . ?
O1A C2B H2B2 110.1 . . ?
C3B C2B H2B2 110.1 . . ?
H2B1 C2B H2B2 108.4 . . ?
C4B C3B C2B 101.2(5) . . ?
C4B C3B H3B1 111.5 . . ?
C2B C3B H3B1 111.5 . . ?
C4B C3B H3B2 111.5 . . ?
C2B C3B H3B2 111.5 . . ?
H3B1 C3B H3B2 109.3 . . ?
C5B C4B C3B 103.9(6) . . ?
C5B C4B H4B1 111.0 . . ?
C3B C4B H4B1 111.0 . . ?
C5B C4B H4B2 111.0 . . ?
C3B C4B H4B2 111.0 . . ?
H4B1 C4B H4B2 109.0 . . ?
C4B C5B O1A 103.7(6) . . ?
C4B C5B H5B1 111.0 . . ?
O1A C5B H5B1 111.0 . . ?
C4B C5B H5B2 111.0 . . ?
O1A C5B H5B2 111.0 . . ?
H5B1 C5B H5B2 109.0 . . ?
H1W1 O1W H1W2 107(3) . . ?
H2W1 O2W H2W2 101(3) . . ?
H3W1 O3W H3W2 103(3) . . ?

_refine_diff_density_max         0.474
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.089

