# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1947468'
loop_
_audit_author_name
_audit_author_address
'Si-Fu Tang'
;Qingdao Agricultural University
China
;
_audit_update_record             
;
2019-08-16 deposited with the CCDC.	2019-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H15 O8 P2 Tb'
_chemical_formula_weight         472.07

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'
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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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'

_cell_length_a                   6.6668(3)
_cell_length_b                   8.3328(3)
_cell_length_c                   12.2584(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.9370(10)
_cell_angle_gamma                90
_cell_volume                     677.34(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10750
_cell_measurement_theta_min      3.646
_cell_measurement_theta_max      24.992

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.315
_exptl_crystal_F_000             456
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.142
_exptl_crystal_size_mid          0.141
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    5.490
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.477
_exptl_absorpt_correction_T_max  0.821
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8897
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.646
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.968
_reflns_number_total             2343
_reflns_number_gt                2189
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.862
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.968

_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0263P)²+20.2298P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.52(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2343
_refine_ls_number_parameters     182
_refine_ls_number_restraints     58
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1129
_refine_ls_wR_factor_gt          0.1058
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.136
_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
Tb1 Tb 0.67981(10) 0.2485(2) -0.02046(6) 0.0118(2) Uani 1 1 d . . . . .
P1 P 0.5973(8) 0.6275(6) -0.1890(4) 0.0194(11) Uani 1 1 d . . . . .
P2 P 0.1548(8) 0.1020(6) -0.1153(4) 0.0184(11) Uani 1 1 d . . . . .
O1 O 0.612(3) 0.477(2) -0.1247(14) 0.030(4) Uani 1 1 d . U . . .
O1W O 0.693(2) 0.0469(19) -0.1603(14) 0.031(4) Uani 1 1 d . U . . .
H1W H 0.5974 0.0214 -0.1228 0.037 Uiso 1 1 d R U . . .
H2W H 0.6382 0.0644 -0.2250 0.037 Uiso 1 1 d R U . . .
O2W O 0.863(3) 0.039(2) 0.0922(16) 0.030(5) Uani 1 1 d . U . . .
H3W H 0.9568 0.0152 0.0529 0.036 Uiso 1 1 d R U . . .
H4W H 0.8488 -0.0592 0.1081 0.036 Uiso 1 1 d R U . . .
O2 O 0.814(2) 0.788(2) -0.1902(13) 0.041(5) Uani 1 1 d . U . . .
H2B H 0.7685 0.8778 -0.1795 0.062 Uiso 1 1 calc R U . . .
O3 O 0.4592(16) 0.741(3) -0.1501(9) 0.020(2) Uani 1 1 d . U . . .
O4 O -0.012(2) 0.2772(19) -0.0916(11) 0.028(4) Uani 1 1 d . U . . .
O5 O 0.356(2) 0.1654(19) -0.0699(13) 0.028(3) Uani 1 1 d . . . . .
O6 O 0.127(3) -0.066(2) -0.0776(15) 0.023(4) Uani 1 1 d . U . . .
C1 C -0.028(3) 0.475(3) -0.3937(18) 0.030(5) Uani 1 1 d D . . . .
C2 C 0.145(4) 0.560(3) -0.386(2) 0.035(6) Uani 1 1 d . . . . .
H2A H 0.1438 0.6679 -0.4068 0.042 Uiso 1 1 calc R U . . .
C3 C 0.332(3) 0.485(3) -0.3463(19) 0.027(5) Uani 1 1 d D . . . .
C4 C 0.327(4) 0.333(3) -0.3159(18) 0.030(5) Uani 1 1 d . . . . .
H4A H 0.4491 0.2822 -0.2940 0.036 Uiso 1 1 calc R U . . .
C5 C 0.152(2) 0.246(3) -0.3148(12) 0.018(3) Uani 1 1 d D U . . .
C6 C -0.027(4) 0.318(3) -0.3556(18) 0.031(5) Uani 1 1 d . . . . .
H6A H -0.1471 0.2607 -0.3576 0.037 Uiso 1 1 calc R U . . .
C7 C -0.227(3) 0.547(4) -0.438(2) 0.051(8) Uani 1 1 d D . . . .
H7A H -0.2828 0.5923 -0.3754 0.061 Uiso 1 1 d R U . . .
H7B H -0.3236 0.4692 -0.4678 0.061 Uiso 1 1 d R U . . .
H7C H -0.2153 0.6342 -0.4876 0.061 Uiso 1 1 d R U . . .
C8 C 0.522(3) 0.582(2) -0.3325(17) 0.024(5) Uani 1 1 d D U . . .
C9 C 0.150(3) 0.083(2) -0.2624(16) 0.022(4) Uani 1 1 d D . . . .
H9A H 0.2665 0.0223 -0.2800 0.026 Uiso 1 1 calc R U . . .
H9B H 0.0297 0.0258 -0.2913 0.026 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tb1 O6 2.278(18) 2_655 ?
Tb1 O5 2.287(14) . ?
Tb1 O1 2.310(16) . ?
Tb1 O4 2.325(13) 1_655 ?
Tb1 O3 2.373(11) 2_645 ?
Tb1 O1W 2.408(16) . ?
Tb1 O2W 2.469(19) . ?
Tb1 H1W 2.3049 . ?
P1 O3 1.44(2) . ?
P1 O1 1.482(17) . ?
P1 C8 1.82(2) . ?
P1 O2 1.972(17) . ?
P2 O6 1.489(19) . ?
P2 O5 1.496(15) . ?
P2 C9 1.81(2) . ?
P2 O4 1.877(16) . ?
O1W H1W 0.8500 . ?
O1W H2W 0.8500 . ?
O2W H3W 0.8500 . ?
O2W H4W 0.8499 . ?
O2 H2B 0.8200 . ?
O3 Tb1 2.373(11) 2_655 ?
O4 Tb1 2.325(13) 1_455 ?
O6 Tb1 2.278(18) 2_645 ?
C1 C2 1.35(3) . ?
C1 C6 1.39(3) . ?
C1 C7 1.500(14) . ?
C2 C3 1.43(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.32(3) . ?
C3 C8 1.499(13) . ?
C4 C5 1.37(3) . ?
C4 H4A 0.9300 . ?
C5 C6 1.38(3) . ?
C5 C9 1.501(14) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9601 . ?
C7 H7C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
O6 Tb1 O5 144.4(6) 2_655 . ?
O6 Tb1 O1 78.5(6) 2_655 . ?
O5 Tb1 O1 88.6(6) . . ?
O6 Tb1 O4 69.7(6) 2_655 1_655 ?
O5 Tb1 O4 141.0(5) . 1_655 ?
O1 Tb1 O4 80.7(6) . 1_655 ?
O6 Tb1 O3 78.7(7) 2_655 2_645 ?
O5 Tb1 O3 77.4(5) . 2_645 ?
O1 Tb1 O3 115.8(7) . 2_645 ?
O4 Tb1 O3 140.6(4) 1_655 2_645 ?
O6 Tb1 O1W 142.2(6) 2_655 . ?
O5 Tb1 O1W 72.7(6) . . ?
O1 Tb1 O1W 101.5(6) . . ?
O4 Tb1 O1W 72.9(5) 1_655 . ?
O3 Tb1 O1W 131.0(7) 2_645 . ?
O6 Tb1 O2W 88.0(4) 2_655 . ?
O5 Tb1 O2W 109.5(6) . . ?
O1 Tb1 O2W 161.6(6) . . ?
O4 Tb1 O2W 82.9(6) 1_655 . ?
O3 Tb1 O2W 72.9(7) 2_645 . ?
O1W Tb1 O2W 81.6(6) . . ?
O6 Tb1 H1W 159.3 2_655 . ?
O5 Tb1 H1W 56.1 . . ?
O1 Tb1 H1W 110.6 . . ?
O4 Tb1 H1W 92.9 1_655 . ?
O3 Tb1 H1W 111.5 2_645 . ?
O1W Tb1 H1W 20.6 . . ?
O2W Tb1 H1W 78.5 . . ?
O3 P1 O1 113.1(11) . . ?
O3 P1 C8 109.7(8) . . ?
O1 P1 C8 109.5(10) . . ?
O3 P1 O2 92.8(10) . . ?
O1 P1 O2 125.0(9) . . ?
C8 P1 O2 105.2(8) . . ?
O6 P2 O5 110.7(10) . . ?
O6 P2 C9 103.9(10) . . ?
O5 P2 C9 108.9(9) . . ?
O6 P2 O4 125.8(9) . . ?
O5 P2 O4 101.0(8) . . ?
C9 P2 O4 105.8(8) . . ?
P1 O1 Tb1 172.3(11) . . ?
Tb1 O1W H1W 72.8 . . ?
Tb1 O1W H2W 120.1 . . ?
H1W O1W H2W 106.0 . . ?
Tb1 O2W H3W 101.4 . . ?
Tb1 O2W H4W 138.4 . . ?
H3W O2W H4W 90.7 . . ?
P1 O2 H2B 109.5 . . ?
P1 O3 Tb1 129.0(11) . 2_655 ?
P2 O4 Tb1 122.6(8) . 1_455 ?
P2 O5 Tb1 172.5(10) . . ?
P2 O6 Tb1 135.9(11) . 2_645 ?
C2 C1 C6 120(2) . . ?
C2 C1 C7 122(2) . . ?
C6 C1 C7 118(2) . . ?
C1 C2 C3 120(2) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C4 C3 C2 118.2(19) . . ?
C4 C3 C8 122(2) . . ?
C2 C3 C8 120(2) . . ?
C3 C4 C5 124(2) . . ?
C3 C4 H4A 118.2 . . ?
C5 C4 H4A 118.2 . . ?
C4 C5 C6 118(2) . . ?
C4 C5 C9 121.8(18) . . ?
C6 C5 C9 119.9(18) . . ?
C5 C6 C1 120(2) . . ?
C5 C6 H6A 119.9 . . ?
C1 C6 H6A 119.9 . . ?
C1 C7 H7A 105.8 . . ?
C1 C7 H7B 113.8 . . ?
H7A C7 H7B 105.7 . . ?
C1 C7 H7C 113.9 . . ?
H7A C7 H7C 105.7 . . ?
H7B C7 H7C 111.1 . . ?
C3 C8 P1 111.5(15) . . ?
C5 C9 P2 110.5(13) . . ?
C5 C9 H9A 109.6 . . ?
P2 C9 H9A 109.6 . . ?
C5 C9 H9B 109.6 . . ?
P2 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 O3 Tb1 16.4(15) . . . 2_655 ?
C8 P1 O3 Tb1 139.0(10) . . . 2_655 ?
O2 P1 O3 Tb1 -113.8(12) . . . 2_655 ?
O6 P2 O4 Tb1 -9.5(14) . . . 1_455 ?
O5 P2 O4 Tb1 -135.3(8) . . . 1_455 ?
C9 P2 O4 Tb1 111.3(9) . . . 1_455 ?
O5 P2 O6 Tb1 -5.3(18) . . . 2_645 ?
C9 P2 O6 Tb1 111.4(15) . . . 2_645 ?
O4 P2 O6 Tb1 -127.0(12) . . . 2_645 ?
C6 C1 C2 C3 4(4) . . . . ?
C7 C1 C2 C3 -178(2) . . . . ?
C1 C2 C3 C4 -1(4) . . . . ?
C1 C2 C3 C8 -177(2) . . . . ?
C2 C3 C4 C5 -4(3) . . . . ?
C8 C3 C4 C5 172(2) . . . . ?
C3 C4 C5 C6 5(3) . . . . ?
C3 C4 C5 C9 -170(2) . . . . ?
C4 C5 C6 C1 -2(3) . . . . ?
C9 C5 C6 C1 173(2) . . . . ?
C2 C1 C6 C5 -3(4) . . . . ?
C7 C1 C6 C5 180(2) . . . . ?
C4 C3 C8 P1 -71(3) . . . . ?
C2 C3 C8 P1 104(2) . . . . ?
O3 P1 C8 C3 -70.4(19) . . . . ?
O1 P1 C8 C3 54.2(18) . . . . ?
O2 P1 C8 C3 -169.1(15) . . . . ?
C4 C5 C9 P2 79(2) . . . . ?
C6 C5 C9 P2 -95(2) . . . . ?
O6 P2 C9 C5 173.3(14) . . . . ?
O5 P2 C9 C5 -68.7(16) . . . . ?
O4 P2 C9 C5 39.1(15) . . . . ?

_refine_diff_density_max         3.203
_refine_diff_density_min         -1.408
_refine_diff_density_rms         0.283

_shelxl_version_number           2013-2

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

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1947470'
loop_
_audit_author_name
_audit_author_address
'Si-Fu Tang'
;Qingdao Agricultural University
China
;
_audit_update_record             
;
2019-08-16 deposited with the CCDC.	2019-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H15 Eu O8 P2'
_chemical_formula_weight         465.11

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'
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'
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           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                   12.2586(6)
_cell_length_b                   8.3554(4)
_cell_length_c                   13.4007(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.3360(10)
_cell_angle_gamma                90
_cell_volume                     1364.19(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    21835
_cell_measurement_theta_min      3.344
_cell_measurement_theta_max      25.000

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.265
_exptl_crystal_F_000             904
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.036
_exptl_absorpt_coefficient_mu    4.865
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.510
_exptl_absorpt_correction_T_max  0.839
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17597
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.344
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.970
_reflns_number_total             2387
_reflns_number_gt                2086
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.0243P)²+2.2575P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2387
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0270
_refine_ls_R_factor_gt           0.0216
_refine_ls_wR_factor_ref         0.0541
_refine_ls_wR_factor_gt          0.0515
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_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
Eu1 Eu 0.48075(2) 0.25552(2) 0.08870(2) 0.01287(8) Uani 1 1 d . . . . .
P1 P 0.38414(7) 0.39742(10) 0.32564(6) 0.01229(19) Uani 1 1 d . . . . .
P2 P 0.30909(8) -0.13163(11) 0.54834(7) 0.0158(2) Uani 1 1 d . . . . .
O1 O 0.4300(2) 0.3366(3) 0.42814(17) 0.0235(6) Uani 1 1 d . . . . .
O1W O 0.3381(2) 0.0501(3) 0.09409(19) 0.0252(6) Uani 1 1 d . . . . .
H1W H 0.3408 0.0065 0.1516 0.030 Uiso 1 1 d R U . . .
H2W H 0.3367 -0.0318 0.0564 0.030 Uiso 1 1 d R U . . .
O2 O 0.4245(2) 0.5683(3) 0.30674(18) 0.0184(5) Uani 1 1 d . . . . .
O2W O 0.5981(2) 0.4644(3) 0.17943(19) 0.0257(6) Uani 1 1 d . . . . .
H3W H 0.5590 0.5356 0.2036 0.031 Uiso 1 1 d R U . . .
H4W H 0.6404 0.5066 0.1406 0.031 Uiso 1 1 d R U . . .
O3 O 0.4075(2) 0.2859(3) 0.24142(19) 0.0213(6) Uani 1 1 d . . . . .
O4 O 0.3462(2) -0.2572(3) 0.4789(2) 0.0216(6) Uani 1 1 d . . . . .
O5 O 0.3777(2) 0.0171(3) 0.55022(19) 0.0272(6) Uani 1 1 d . . . . .
O6 O 0.3067(2) -0.2055(3) 0.65511(19) 0.0243(6) Uani 1 1 d . . . . .
H6B H 0.3463 -0.1530 0.6962 0.036 Uiso 1 1 calc R U . . .
C1 C 0.1054(3) 0.0210(5) 0.2335(3) 0.0271(9) Uani 1 1 d . . . . .
C2 C 0.1117(3) -0.0625(5) 0.3234(3) 0.0289(10) Uani 1 1 d . . . . .
H2A H 0.0889 -0.1687 0.3232 0.035 Uiso 1 1 calc R U . . .
C3 C 0.1515(3) 0.0090(4) 0.4137(3) 0.0223(8) Uani 1 1 d . . . . .
C4 C 0.1856(3) 0.1679(4) 0.4129(3) 0.0213(8) Uani 1 1 d . . . . .
H4A H 0.2096 0.2184 0.4732 0.026 Uiso 1 1 calc R U . . .
C5 C 0.1841(3) 0.2525(4) 0.3234(3) 0.0203(8) Uani 1 1 d . . . . .
C6 C 0.1432(3) 0.1779(5) 0.2347(3) 0.0248(9) Uani 1 1 d . . . . .
H6A H 0.1409 0.2341 0.1747 0.030 Uiso 1 1 calc R U . . .
C7 C 0.0617(4) -0.0546(6) 0.1355(3) 0.0412(12) Uani 1 1 d . . . . .
H7A H 0.0660 0.0207 0.0820 0.062 Uiso 1 1 calc R U . . .
H7B H -0.0134 -0.0854 0.1380 0.062 Uiso 1 1 calc R U . . .
H7C H 0.1046 -0.1476 0.1240 0.062 Uiso 1 1 calc R U . . .
C8 C 0.1666(3) -0.0838(5) 0.5101(3) 0.0256(9) Uani 1 1 d . . . . .
H8A H 0.1247 -0.1823 0.5019 0.031 Uiso 1 1 calc R U . . .
H8B H 0.1380 -0.0218 0.5626 0.031 Uiso 1 1 calc R U . . .
C9 C 0.2361(3) 0.4154(4) 0.3228(3) 0.0200(8) Uani 1 1 d . . . . .
H9A H 0.2186 0.4758 0.3807 0.024 Uiso 1 1 calc R U . . .
H9B H 0.2069 0.4729 0.2628 0.024 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Eu1 O1 2.305(2) 4_565 ?
Eu1 O5 2.308(2) 4_565 ?
Eu1 O2 2.324(2) 2_645 ?
Eu1 O3 2.338(2) . ?
Eu1 O4 2.400(3) 2_655 ?
Eu1 O1W 2.457(2) . ?
Eu1 O2W 2.491(2) . ?
Eu1 P2 3.4559(9) 2_655 ?
Eu1 P1 3.5488(9) 2_645 ?
P1 O1 1.513(2) . ?
P1 O3 1.515(3) . ?
P1 O2 1.541(2) . ?
P1 C9 1.817(4) . ?
P1 Eu1 3.5488(9) 2_655 ?
P2 O5 1.500(3) . ?
P2 O4 1.505(3) . ?
P2 O6 1.562(3) . ?
P2 C8 1.810(4) . ?
P2 Eu1 3.4559(9) 2_645 ?
O1 Eu1 2.305(2) 4_566 ?
O2 Eu1 2.324(2) 2_655 ?
O4 Eu1 2.400(3) 2_645 ?
O5 Eu1 2.308(2) 4_566 ?
C1 C2 1.387(6) . ?
C1 C6 1.390(6) . ?
C1 C7 1.502(6) . ?
C2 C3 1.389(6) . ?
C3 C4 1.392(5) . ?
C3 C8 1.500(5) . ?
C4 C5 1.391(5) . ?
C5 C6 1.385(6) . ?
C5 C9 1.503(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
O1 Eu1 O5 88.93(9) 4_565 4_565 ?
O1 Eu1 O2 113.81(9) 4_565 2_645 ?
O5 Eu1 O2 156.02(9) 4_565 2_645 ?
O1 Eu1 O3 139.76(9) 4_565 . ?
O5 Eu1 O3 81.52(9) 4_565 . ?
O2 Eu1 O3 76.12(9) 2_645 . ?
O1 Eu1 O4 77.97(9) 4_565 2_655 ?
O5 Eu1 O4 115.90(9) 4_565 2_655 ?
O2 Eu1 O4 78.10(9) 2_645 2_655 ?
O3 Eu1 O4 140.93(9) . 2_655 ?
O1 Eu1 O1W 71.01(9) 4_565 . ?
O5 Eu1 O1W 101.99(9) 4_565 . ?
O2 Eu1 O1W 79.77(9) 2_645 . ?
O3 Eu1 O1W 72.95(9) . . ?
O4 Eu1 O1W 129.95(8) 2_655 . ?
O1 Eu1 O2W 140.46(9) 4_565 . ?
O5 Eu1 O2W 78.73(9) 4_565 . ?
O2 Eu1 O2W 87.36(9) 2_645 . ?
O3 Eu1 O2W 75.72(9) . . ?
O4 Eu1 O2W 74.24(8) 2_655 . ?
O1W Eu1 O2W 148.15(8) . . ?
O1 Eu1 P2 74.65(7) 4_565 2_655 ?
O5 Eu1 P2 94.49(7) 4_565 2_655 ?
O2 Eu1 P2 98.72(6) 2_645 2_655 ?
O3 Eu1 P2 144.72(6) . 2_655 ?
O4 Eu1 P2 21.46(6) 2_655 2_655 ?
O1W Eu1 P2 141.35(6) . 2_655 ?
O2W Eu1 P2 69.15(6) . 2_655 ?
O1 Eu1 P1 95.10(7) 4_565 2_645 ?
O5 Eu1 P1 172.17(7) 4_565 2_645 ?
O2 Eu1 P1 18.75(6) 2_645 2_645 ?
O3 Eu1 P1 91.10(6) . 2_645 ?
O4 Eu1 P1 71.60(6) 2_655 2_645 ?
O1W Eu1 P1 73.14(6) . 2_645 ?
O2W Eu1 P1 102.07(6) . 2_645 ?
P2 Eu1 P1 93.05(2) 2_655 2_645 ?
O1 P1 O3 112.81(15) . . ?
O1 P1 O2 111.52(15) . . ?
O3 P1 O2 110.90(14) . . ?
O1 P1 C9 108.48(16) . . ?
O3 P1 C9 107.79(17) . . ?
O2 P1 C9 104.93(15) . . ?
O1 P1 Eu1 82.90(11) . 2_655 ?
O3 P1 Eu1 129.75(11) . 2_655 ?
O2 P1 Eu1 28.99(9) . 2_655 ?
C9 P1 Eu1 111.51(12) . 2_655 ?
O5 P2 O4 112.39(16) . . ?
O5 P2 O6 112.31(15) . . ?
O4 P2 O6 109.15(15) . . ?
O5 P2 C8 110.12(17) . . ?
O4 P2 C8 109.07(18) . . ?
O6 P2 C8 103.40(17) . . ?
O5 P2 Eu1 77.60(11) . 2_645 ?
O4 P2 Eu1 35.68(11) . 2_645 ?
O6 P2 Eu1 117.99(11) . 2_645 ?
C8 P2 Eu1 131.49(13) . 2_645 ?
P1 O1 Eu1 173.84(16) . 4_566 ?
P1 O2 Eu1 132.27(14) . 2_655 ?
P1 O3 Eu1 147.31(15) . . ?
P2 O4 Eu1 122.86(14) . 2_645 ?
P2 O5 Eu1 168.02(17) . 4_566 ?
C2 C1 C6 118.5(4) . . ?
C2 C1 C7 121.9(4) . . ?
C6 C1 C7 119.6(4) . . ?
C1 C2 C3 121.4(4) . . ?
C2 C3 C4 118.7(4) . . ?
C2 C3 C8 121.7(4) . . ?
C4 C3 C8 119.4(3) . . ?
C5 C4 C3 121.1(4) . . ?
C6 C5 C4 118.7(3) . . ?
C6 C5 C9 121.1(4) . . ?
C4 C5 C9 120.0(4) . . ?
C5 C6 C1 121.5(4) . . ?
C3 C8 P2 112.4(3) . . ?
C5 C9 P1 110.4(2) . . ?

_refine_diff_density_max         2.120
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.112

_shelxl_version_number           2013-2

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

data_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1947469'
loop_
_audit_author_name
_audit_author_address
'Si-Fu Tang'
;Qingdao Agricultural University
China
;
_audit_update_record             
;
2019-08-16 deposited with the CCDC.	2019-12-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H15 Er O8 P2'
_chemical_formula_weight         480.41

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'
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'
Er Er -0.2586 4.9576 '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                   12.2733(5)
_cell_length_b                   8.2942(3)
_cell_length_c                   13.2498(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.3350(10)
_cell_angle_gamma                90
_cell_volume                     1342.95(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    14171
_cell_measurement_theta_min      2.901
_cell_measurement_theta_max      24.996

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.376
_exptl_crystal_F_000             924
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.205
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.041
_exptl_absorpt_coefficient_mu    6.521
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.462
_exptl_absorpt_correction_T_max  0.765
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17103
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.901
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.973
_reflns_number_total             2362
_reflns_number_gt                1838
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.0364P)²+2.9506P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2362
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0269
_refine_ls_wR_factor_ref         0.0675
_refine_ls_wR_factor_gt          0.0610
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_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
Er1 Er 0.47845(2) 0.25371(3) 0.09128(2) 0.01182(10) Uani 1 1 d . . . . .
P1 P 0.38602(11) 0.39607(15) 0.32964(9) 0.0116(3) Uani 1 1 d . . . . .
P2 P 0.31289(12) -0.12838(16) 0.55018(10) 0.0146(3) Uani 1 1 d . . . . .
O1 O 0.4301(3) 0.3325(5) 0.4324(3) 0.0209(9) Uani 1 1 d . . . . .
O1W O 0.3402(3) 0.0514(4) 0.0972(3) 0.0243(9) Uani 1 1 d . . . . .
H1W H 0.3429 0.0078 0.1547 0.029 Uiso 1 1 d R U . . .
H2W H 0.3389 -0.0305 0.0595 0.029 Uiso 1 1 d R U . . .
O2 O 0.4281(3) 0.5678(4) 0.3107(3) 0.0172(8) Uani 1 1 d . . . . .
O2W O 0.5914(3) 0.4613(4) 0.1758(3) 0.0250(9) Uani 1 1 d . . . . .
H3W H 0.5523 0.5325 0.2000 0.030 Uiso 1 1 d R U . . .
H4W H 0.6337 0.5035 0.1370 0.030 Uiso 1 1 d R U . . .
O3 O 0.4100(3) 0.2837(4) 0.2440(3) 0.0175(8) Uani 1 1 d . . . . .
O4 O 0.3554(3) -0.2513(4) 0.4795(3) 0.0207(9) Uani 1 1 d . . . . .
O5 O 0.3757(3) 0.0267(4) 0.5533(3) 0.0243(9) Uani 1 1 d . . . . .
O6 O 0.3107(3) -0.2056(4) 0.6581(3) 0.0238(9) Uani 1 1 d . . . . .
H6B H 0.3502 -0.1534 0.6994 0.036 Uiso 1 1 calc R U . . .
C1 C 0.1054(5) 0.0243(7) 0.2353(4) 0.0258(14) Uani 1 1 d . . . . .
C2 C 0.1130(5) -0.0629(7) 0.3249(4) 0.0250(14) Uani 1 1 d . . . . .
H2A H 0.0906 -0.1701 0.3237 0.030 Uiso 1 1 calc R U . . .
C3 C 0.1532(4) 0.0056(6) 0.4159(4) 0.0194(12) Uani 1 1 d . . . . .
C4 C 0.1866(4) 0.1674(7) 0.4158(4) 0.0198(12) Uani 1 1 d . . . . .
H4A H 0.2106 0.2166 0.4770 0.024 Uiso 1 1 calc R U . . .
C5 C 0.1846(4) 0.2552(6) 0.3274(4) 0.0185(12) Uani 1 1 d . . . . .
C6 C 0.1443(4) 0.1819(7) 0.2374(4) 0.0228(13) Uani 1 1 d . . . . .
H6A H 0.1432 0.2395 0.1771 0.027 Uiso 1 1 calc R U . . .
C7 C 0.0604(5) -0.0501(9) 0.1364(5) 0.0397(17) Uani 1 1 d . . . . .
H7A H 0.0649 0.0264 0.0826 0.059 Uiso 1 1 calc R U . . .
H7B H -0.0147 -0.0799 0.1404 0.059 Uiso 1 1 calc R U . . .
H7C H 0.1022 -0.1443 0.1232 0.059 Uiso 1 1 calc R U . . .
C8 C 0.1697(5) -0.0901(7) 0.5124(4) 0.0239(13) Uani 1 1 d . . . . .
H8A H 0.1314 -0.1921 0.5031 0.029 Uiso 1 1 calc R U . . .
H8B H 0.1381 -0.0317 0.5660 0.029 Uiso 1 1 calc R U . . .
C9 C 0.2387(4) 0.4173(6) 0.3265(4) 0.0183(12) Uani 1 1 d . . . . .
H9A H 0.2207 0.4791 0.3849 0.022 Uiso 1 1 calc R U . . .
H9B H 0.2114 0.4756 0.2659 0.022 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Er1 O5 2.245(4) 4_565 ?
Er1 O1 2.251(3) 4_565 ?
Er1 O2 2.260(3) 2_645 ?
Er1 O3 2.276(3) . ?
Er1 O4 2.323(4) 2_655 ?
Er1 O1W 2.393(4) . ?
Er1 O2W 2.419(4) . ?
P1 O1 1.512(4) . ?
P1 O3 1.518(4) . ?
P1 O2 1.543(4) . ?
P1 C9 1.813(5) . ?
P2 O5 1.498(4) . ?
P2 O4 1.509(4) . ?
P2 O6 1.569(4) . ?
P2 C8 1.811(6) . ?
O1 Er1 2.251(3) 4_566 ?
O2 Er1 2.260(3) 2_655 ?
O4 Er1 2.323(4) 2_645 ?
O5 Er1 2.245(4) 4_566 ?
C1 C2 1.386(8) . ?
C1 C6 1.391(8) . ?
C1 C7 1.507(8) . ?
C2 C3 1.383(8) . ?
C3 C4 1.403(8) . ?
C3 C8 1.502(7) . ?
C4 C5 1.378(8) . ?
C5 C6 1.389(8) . ?
C5 C9 1.500(7) . ?

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
O5 Er1 O1 87.39(13) 4_565 4_565 ?
O5 Er1 O2 157.95(13) 4_565 2_645 ?
O1 Er1 O2 113.38(13) 4_565 2_645 ?
O5 Er1 O3 82.20(13) 4_565 . ?
O1 Er1 O3 141.21(14) 4_565 . ?
O2 Er1 O3 76.87(13) 2_645 . ?
O5 Er1 O4 114.83(13) 4_565 2_655 ?
O1 Er1 O4 77.39(13) 4_565 2_655 ?
O2 Er1 O4 78.60(13) 2_645 2_655 ?
O3 Er1 O4 140.51(13) . 2_655 ?
O5 Er1 O1W 101.00(14) 4_565 . ?
O1 Er1 O1W 71.44(13) 4_565 . ?
O2 Er1 O1W 79.98(13) 2_645 . ?
O3 Er1 O1W 74.08(12) . . ?
O4 Er1 O1W 130.74(13) 2_655 . ?
O5 Er1 O2W 79.17(13) 4_565 . ?
O1 Er1 O2W 138.52(13) 4_565 . ?
O2 Er1 O2W 88.93(13) 2_645 . ?
O3 Er1 O2W 75.76(12) . . ?
O4 Er1 O2W 73.31(12) 2_655 . ?
O1W Er1 O2W 149.49(12) . . ?
O1 P1 O3 112.4(2) . . ?
O1 P1 O2 111.8(2) . . ?
O3 P1 O2 110.7(2) . . ?
O1 P1 C9 109.1(2) . . ?
O3 P1 C9 107.7(2) . . ?
O2 P1 C9 104.7(2) . . ?
O5 P2 O4 113.0(2) . . ?
O5 P2 O6 112.2(2) . . ?
O4 P2 O6 109.0(2) . . ?
O5 P2 C8 109.9(2) . . ?
O4 P2 C8 109.3(3) . . ?
O6 P2 C8 103.0(2) . . ?
P1 O1 Er1 173.8(2) . 4_566 ?
P1 O2 Er1 134.1(2) . 2_655 ?
P1 O3 Er1 147.6(2) . . ?
P2 O4 Er1 127.3(2) . 2_645 ?
P2 O5 Er1 168.4(2) . 4_566 ?
C2 C1 C6 118.6(5) . . ?
C2 C1 C7 121.4(5) . . ?
C6 C1 C7 120.0(6) . . ?
C3 C2 C1 121.5(5) . . ?
C2 C3 C4 118.2(5) . . ?
C2 C3 C8 122.3(5) . . ?
C4 C3 C8 119.3(5) . . ?
C5 C4 C3 121.6(5) . . ?
C4 C5 C6 118.4(5) . . ?
C4 C5 C9 120.5(5) . . ?
C6 C5 C9 120.6(5) . . ?
C5 C6 C1 121.5(5) . . ?
C3 C8 P2 112.2(4) . . ?
C5 C9 P1 110.7(4) . . ?

_refine_diff_density_max         2.337
_refine_diff_density_min         -0.657
_refine_diff_density_rms         0.149

_shelxl_version_number           2013-2

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

data_1_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1947471'
loop_
_audit_author_name
_audit_author_address
'Si-Fu Tang'
;Qingdao Agricultural University
China
;
_audit_update_record             
;
2019-08-16 deposited with the CCDC.	2019-12-02 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT971_1                   
;
PROBLEM: Check Calcd Resid. Dens.  1.37A   From O4             10.85 eA-3
RESPONSE: The crystal quality is poor and the phosphonate group is probable disordered.
;
_vrf_PLAT094_1                   
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       7.51 Report
RESPONSE: The crystal quality is poor.
;
_vrf_PLAT097_1                   
;
PROBLEM: Large Reported Max.  (Positive) Residual Density      11.19 eA-3
RESPONSE: The crystal quality is poor.
;
_vrf_PLAT430_1                   
;
PROBLEM: Short Inter D...A Contact  O2       ..O4W      .       2.84 Ang.
RESPONSE: The crystal quality is poor. It is difficult to locate suitable hydrogen atoms for water oxygen atoms.
;
# Added during the CSD deposition process: Friday 16 August 2019 10:24 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H13 Nd O8 P2'
_chemical_formula_weight         455.37

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'
Nd Nd -0.1943 3.0179 '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'

_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                   12.2412(9)
_cell_length_b                   8.3929(6)
_cell_length_c                   13.4782(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.943(2)
_cell_angle_gamma                90
_cell_volume                     1374.58(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    20534
_cell_measurement_theta_min      3.045
_cell_measurement_theta_max      24.995

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.200
_exptl_crystal_F_000             884
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.208
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.071
_exptl_absorpt_coefficient_mu    4.042
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.573
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14581
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.045
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.966
_reflns_number_total             2400
_reflns_number_gt                2045
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_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)+(0.1222P)²+3.9980P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2400
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0654
_refine_ls_wR_factor_ref         0.1604
_refine_ls_wR_factor_gt          0.1527
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
Nd1 Nd 0.01651(3) 0.26017(5) -0.08518(3) 0.0143(2) Uani 1 1 d . . . . .
P1 P 0.19338(17) 0.6377(2) -0.04624(14) 0.0163(5) Uani 1 1 d . . . . .
P2 P 0.11675(16) 0.0995(2) 0.17800(13) 0.0134(5) Uani 1 1 d . . . . .
O1 O 0.1182(5) 0.4960(7) -0.0455(4) 0.0269(14) Uani 1 1 d . . . . .
O2 O 0.1628(6) 0.7681(6) 0.0223(5) 0.0223(14) Uani 1 1 d . . . . .
O3 O 0.1943(6) 0.7060(7) -0.1540(4) 0.0273(14) Uani 1 1 d . . . . .
O4 O 0.0687(5) 0.1615(8) 0.0765(4) 0.0270(14) Uani 1 1 d . . . . .
O4W O 0.1634(5) 0.0520(7) -0.0917(4) 0.0239(13) Uani 1 1 d . . . . .
O5 O 0.0779(5) -0.0727(6) 0.1955(4) 0.0196(12) Uani 1 1 d . . . . .
O5W O -0.1025(5) 0.4714(7) -0.1829(4) 0.0272(14) Uani 1 1 d . . . . .
O6 O 0.0965(5) 0.2077(7) 0.2631(4) 0.0217(13) Uani 1 1 d . . . . .
C1 C 0.3164(8) 0.2442(9) 0.1776(7) 0.022(2) Uani 1 1 d . . . . .
C2 C 0.3564(7) 0.3220(11) 0.2662(6) 0.0238(19) Uani 1 1 d . . . . .
H2A H 0.3570 0.2682 0.3266 0.029 Uiso 1 1 calc R U . . .
C3 C 0.3961(7) 0.4806(10) 0.2668(6) 0.0248(19) Uani 1 1 d . . . . .
C4 C 0.3887(7) 0.5601(11) 0.1775(6) 0.028(2) Uani 1 1 d . . . . .
H4A H 0.4105 0.6662 0.1773 0.033 Uiso 1 1 calc R U . . .
C5 C 0.3499(6) 0.4885(10) 0.0877(6) 0.0199(18) Uani 1 1 d . . . . .
C6 C 0.3154(7) 0.3279(10) 0.0888(6) 0.0212(18) Uani 1 1 d . . . . .
H6A H 0.2914 0.2773 0.0288 0.025 Uiso 1 1 calc R U . . .
C7 C 0.4391(8) 0.5557(14) 0.3652(7) 0.045(3) Uani 1 1 d . . . . .
H7A H 0.4625 0.6627 0.3541 0.068 Uiso 1 1 calc R U . . .
H7B H 0.5004 0.4950 0.3962 0.068 Uiso 1 1 calc R U . . .
H7C H 0.3819 0.5573 0.4080 0.068 Uiso 1 1 calc R U . . .
C8 C 0.3347(7) 0.5774(10) -0.0095(7) 0.026(2) Uani 1 1 d . . . . .
H8A H 0.3586 0.5104 -0.0615 0.032 Uiso 1 1 calc R U . . .
H8B H 0.3811 0.6715 -0.0037 0.032 Uiso 1 1 calc R U . . .
C9 C 0.2652(7) 0.0835(10) 0.1791(6) 0.0202(17) Uani 1 1 d . . . . .
H9A H 0.2963 0.0266 0.2385 0.024 Uiso 1 1 calc R U . . .
H9B H 0.2815 0.0233 0.1212 0.024 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Nd1 O4 2.347(5) . ?
Nd1 O1 2.365(5) . ?
Nd1 O5 2.368(5) 3 ?
Nd1 O6 2.387(6) 4_565 ?
Nd1 O2 2.458(7) 3_565 ?
Nd1 O4W 2.517(6) . ?
Nd1 O5W 2.557(6) . ?
Nd1 P1 3.402(2) 3_565 ?
P1 O1 1.504(6) . ?
P1 O2 1.508(6) . ?
P1 O3 1.563(6) . ?
P1 C8 1.813(9) . ?
P1 Nd1 3.402(2) 3_565 ?
P2 O6 1.507(6) . ?
P2 O4 1.514(6) . ?
P2 O5 1.548(5) . ?
P2 C9 1.821(8) . ?
O2 Nd1 2.458(7) 3_565 ?
O5 Nd1 2.368(5) 3 ?
O6 Nd1 2.387(6) 4_566 ?
C1 C6 1.386(12) . ?
C1 C2 1.397(12) . ?
C1 C9 1.489(11) . ?
C2 C3 1.416(12) . ?
C2 H2A 0.9300 . ?
C3 C4 1.369(12) . ?
C3 C7 1.505(12) . ?
C4 C5 1.384(12) . ?
C4 H4A 0.9300 . ?
C5 C6 1.413(11) . ?
C5 C8 1.500(11) . ?
C6 H6A 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
O4 Nd1 O1 90.5(2) . . ?
O4 Nd1 O5 114.0(2) . 3 ?
O1 Nd1 O5 154.40(18) . 3 ?
O4 Nd1 O6 137.9(2) . 4_565 ?
O1 Nd1 O6 80.8(2) . 4_565 ?
O5 Nd1 O6 75.9(2) 3 4_565 ?
O4 Nd1 O2 78.4(2) . 3_565 ?
O1 Nd1 O2 118.1(2) . 3_565 ?
O5 Nd1 O2 76.3(2) 3 3_565 ?
O6 Nd1 O2 141.5(2) 4_565 3_565 ?
O4 Nd1 O4W 70.85(19) . . ?
O1 Nd1 O4W 103.3(2) . . ?
O5 Nd1 O4W 79.25(19) 3 . ?
O6 Nd1 O4W 71.33(19) 4_565 . ?
O2 Nd1 O4W 128.07(19) 3_565 . ?
O4 Nd1 O5W 142.87(19) . . ?
O1 Nd1 O5W 77.8(2) . . ?
O5 Nd1 O5W 86.1(2) 3 . ?
O6 Nd1 O5W 75.37(19) 4_565 . ?
O2 Nd1 O5W 76.56(19) 3_565 . ?
O4W Nd1 O5W 145.97(17) . . ?
O4 Nd1 P1 75.13(14) . 3_565 ?
O1 Nd1 P1 94.67(16) . 3_565 ?
O5 Nd1 P1 98.75(15) 3 3_565 ?
O6 Nd1 P1 146.23(15) 4_565 3_565 ?
O2 Nd1 P1 23.47(13) 3_565 3_565 ?
O4W Nd1 P1 141.35(13) . 3_565 ?
O5W Nd1 P1 70.98(13) . 3_565 ?
O1 P1 O2 111.8(4) . . ?
O1 P1 O3 111.7(3) . . ?
O2 P1 O3 109.5(4) . . ?
O1 P1 C8 110.0(4) . . ?
O2 P1 C8 109.6(4) . . ?
O3 P1 C8 104.0(4) . . ?
O1 P1 Nd1 72.2(3) . 3_565 ?
O2 P1 Nd1 40.5(3) . 3_565 ?
O3 P1 Nd1 118.8(3) . 3_565 ?
C8 P1 Nd1 133.2(3) . 3_565 ?
O6 P2 O4 113.5(3) . . ?
O6 P2 O5 111.4(3) . . ?
O4 P2 O5 111.4(3) . . ?
O6 P2 C9 107.1(4) . . ?
O4 P2 C9 108.1(3) . . ?
O5 P2 C9 104.7(3) . . ?
P1 O1 Nd1 165.0(4) . . ?
P1 O2 Nd1 116.1(3) . 3_565 ?
P2 O4 Nd1 173.0(4) . . ?
P2 O5 Nd1 131.3(3) . 3 ?
P2 O6 Nd1 147.4(4) . 4_566 ?
C6 C1 C2 117.8(7) . . ?
C6 C1 C9 120.7(8) . . ?
C2 C1 C9 121.1(8) . . ?
C1 C2 C3 121.9(8) . . ?
C1 C2 H2A 119.1 . . ?
C3 C2 H2A 119.1 . . ?
C4 C3 C2 117.9(8) . . ?
C4 C3 C7 123.3(9) . . ?
C2 C3 C7 118.8(8) . . ?
C3 C4 C5 122.5(8) . . ?
C3 C4 H4A 118.8 . . ?
C5 C4 H4A 118.8 . . ?
C4 C5 C6 118.4(8) . . ?
C4 C5 C8 122.8(8) . . ?
C6 C5 C8 118.6(8) . . ?
C1 C6 C5 121.4(8) . . ?
C1 C6 H6A 119.3 . . ?
C5 C6 H6A 119.3 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 P1 113.0(6) . . ?
C5 C8 H8A 109.0 . . ?
P1 C8 H8A 109.0 . . ?
C5 C8 H8B 109.0 . . ?
P1 C8 H8B 109.0 . . ?
H8A C8 H8B 107.8 . . ?
C1 C9 P2 110.8(6) . . ?
C1 C9 H9A 109.5 . . ?
P2 C9 H9A 109.5 . . ?
C1 C9 H9B 109.5 . . ?
P2 C9 H9B 109.5 . . ?
H9A C9 H9B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 P1 O1 Nd1 158.2(14) . . . . ?
O3 P1 O1 Nd1 35.1(16) . . . . ?
C8 P1 O1 Nd1 -79.8(15) . . . . ?
Nd1 P1 O1 Nd1 149.8(16) 3_565 . . . ?
O1 P1 O2 Nd1 -12.3(5) . . . 3_565 ?
O3 P1 O2 Nd1 111.9(4) . . . 3_565 ?
C8 P1 O2 Nd1 -134.6(4) . . . 3_565 ?
O6 P2 O5 Nd1 138.6(4) . . . 3 ?
O4 P2 O5 Nd1 10.7(5) . . . 3 ?
C9 P2 O5 Nd1 -105.9(5) . . . 3 ?
O4 P2 O6 Nd1 119.7(7) . . . 4_566 ?
O5 P2 O6 Nd1 -7.1(8) . . . 4_566 ?
C9 P2 O6 Nd1 -121.1(7) . . . 4_566 ?
C6 C1 C2 C3 -0.7(13) . . . . ?
C9 C1 C2 C3 -174.1(8) . . . . ?
C1 C2 C3 C4 3.6(13) . . . . ?
C1 C2 C3 C7 -179.3(8) . . . . ?
C2 C3 C4 C5 -3.6(13) . . . . ?
C7 C3 C4 C5 179.4(8) . . . . ?
C3 C4 C5 C6 0.9(12) . . . . ?
C3 C4 C5 C8 176.0(8) . . . . ?
C2 C1 C6 C5 -2.1(12) . . . . ?
C9 C1 C6 C5 171.3(8) . . . . ?
C4 C5 C6 C1 2.1(12) . . . . ?
C8 C5 C6 C1 -173.2(8) . . . . ?
C4 C5 C8 P1 -99.0(9) . . . . ?
C6 C5 C8 P1 76.1(9) . . . . ?
O1 P1 C8 C5 -52.9(7) . . . . ?
O2 P1 C8 C5 70.4(7) . . . . ?
O3 P1 C8 C5 -172.6(6) . . . . ?
Nd1 P1 C8 C5 31.1(8) 3_565 . . . ?
C6 C1 C9 P2 -80.6(9) . . . . ?
C2 C1 C9 P2 92.5(9) . . . . ?
O6 P2 C9 C1 -53.5(7) . . . . ?
O4 P2 C9 C1 69.2(7) . . . . ?
O5 P2 C9 C1 -171.9(6) . . . . ?

_refine_diff_density_max         11.192
_refine_diff_density_min         -1.491
_refine_diff_density_rms         0.372

_shelxl_version_number           2013-2

