# 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_alfa_Cu_1
_database_code_depnum_ccdc_archive 'CCDC 1875467'
loop_
_audit_author_name
_audit_author_address
'Songsong BAO'
;Nanjing University
China
;
_audit_update_record             
;
2018-10-26 deposited with the CCDC.	2019-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H9 Cu O6 P'
_chemical_formula_sum            'C11 H9 Cu O6 P'
_chemical_formula_weight         331.69

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'
Cu Cu 0.3201 1.2651 '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                   37.542(3)
_cell_length_b                   7.6994(7)
_cell_length_c                   7.7667(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.3320(10)
_cell_angle_gamma                90
_cell_volume                     2245.0(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3444
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      28.314

_exptl_crystal_description       sheet-like
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_F_000             1336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.109
_shelx_estimated_absorpt_T_min   0.570
_shelx_estimated_absorpt_T_max   0.817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.600
_exptl_absorpt_correction_T_max  0.812
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7625
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0273
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.170
_diffrn_reflns_theta_max         28.337
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.969
_reflns_number_total             2742
_reflns_number_gt                2501
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0265P)²+45.2347P] 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         2742
_refine_ls_number_parameters     191
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1315
_refine_ls_wR_factor_gt          0.1294
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_restrained_S_all      1.091
_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
Cu1 Cu 0.24374(2) 0.05358(7) 0.07204(7) 0.01317(15) Uani 1 1 d . . . . .
P1 P 0.29331(3) 0.19378(14) 0.32600(14) 0.0115(2) Uani 1 1 d . . . . .
C1 C 0.34117(12) 0.1516(6) 0.3300(6) 0.0157(9) Uani 1 1 d . . . . .
C2 C 0.35291(13) -0.0056(7) 0.3967(7) 0.0204(9) Uani 1 1 d . . . . .
H1 H 0.3365 -0.0895 0.4297 0.024 Uiso 1 1 calc R U . . .
C3 C 0.38945(14) -0.0381(7) 0.4145(7) 0.0241(10) Uani 1 1 d . . . . .
H3 H 0.3970 -0.1456 0.4551 0.029 Uiso 1 1 calc R U . . .
C4 C 0.41424(13) 0.0853(7) 0.3733(7) 0.0255(11) Uani 1 1 d . . . . .
C5 C 0.40382(12) 0.2500(7) 0.3046(7) 0.0213(10) Uani 1 1 d . . . . .
C6 C 0.42790(15) 0.3834(9) 0.2613(8) 0.0331(13) Uani 1 1 d . . . . .
H6 H 0.4522 0.3651 0.2763 0.040 Uiso 1 1 calc R U . . .
C7 C 0.41628(17) 0.5388(9) 0.1977(9) 0.0374(14) Uani 1 1 d . . . . .
H7 H 0.4326 0.6252 0.1709 0.045 Uiso 1 1 calc R U . . .
C8 C 0.37964(16) 0.5684(8) 0.1727(8) 0.0303(12) Uani 1 1 d . . . . .
H8 H 0.3718 0.6754 0.1319 0.036 Uiso 1 1 calc R U . . .
C9 C 0.35552(13) 0.4402(7) 0.2082(7) 0.0220(10) Uani 1 1 d . . . . .
H9 H 0.3315 0.4597 0.1860 0.026 Uiso 1 1 calc R U . . .
C10 C 0.36629(12) 0.2797(7) 0.2777(6) 0.0184(9) Uani 1 1 d . . . . .
C11 C 0.45240(15) 0.0480(8) 0.4204(9) 0.0338(12) Uani 1 1 d D U . . .
O1 O 0.28019(8) 0.2277(4) 0.1418(4) 0.0154(6) Uani 1 1 d . . . . .
O2 O 0.27555(9) 0.0266(4) 0.3918(4) 0.0168(7) Uani 1 1 d . . . . .
O3 O 0.28672(9) 0.3502(4) 0.4432(4) 0.0154(6) Uani 1 1 d . . . . .
O4 O 0.4617(4) -0.1142(10) 0.398(3) 0.043(3) Uani 0.62(3) 1 d D U P A 1
H4A H 0.4820 -0.1289 0.4347 0.064 Uiso 0.62(3) 1 calc R U P A 1
O5 O 0.4724(3) 0.1606(14) 0.482(2) 0.041(2) Uani 0.62(3) 1 d D U P A 1
O4' O 0.4578(6) -0.1129(16) 0.468(4) 0.039(3) Uani 0.38(3) 1 d D U P A 2
H4'A H 0.4783 -0.1236 0.5033 0.059 Uiso 0.38(3) 1 calc R U P A 2
O5' O 0.4767(5) 0.157(3) 0.414(4) 0.044(3) Uani 0.38(3) 1 d D U P A 2
O1W O 0.20881(9) 0.1858(4) 0.2089(4) 0.0178(7) Uani 1 1 d . . . . .
H1WA H 0.2069 0.2911 0.1774 0.027 Uiso 1 1 d R U . . .
H1WB H 0.2158 0.1796 0.3130 0.027 Uiso 1 1 d 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
Cu1 O3 1.942(3) 4_545 ?
Cu1 O2 1.946(3) 6 ?
Cu1 O1W 1.975(3) . ?
Cu1 O1 1.989(3) . ?
P1 O3 1.531(3) . ?
P1 O1 1.533(3) . ?
P1 O2 1.538(3) . ?
P1 C1 1.826(5) . ?
C1 C2 1.387(7) . ?
C1 C10 1.426(7) . ?
C2 C3 1.401(7) . ?
C2 H1 0.9300 . ?
C3 C4 1.369(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.429(7) . ?
C4 C11 1.504(7) . ?
C5 C6 1.410(7) . ?
C5 C10 1.442(6) . ?
C6 C7 1.365(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.407(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.368(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.407(7) . ?
C9 H9 0.9300 . ?
C11 O5' 1.238(10) . ?
C11 O5 1.241(9) . ?
C11 O4' 1.308(10) . ?
C11 O4 1.308(9) . ?
O2 Cu1 1.946(3) 6_556 ?
O3 Cu1 1.942(3) 4 ?
O4 H4A 0.8200 . ?
O4' H4'A 0.8200 . ?
O1W H1WA 0.8502 . ?
O1W H1WB 0.8499 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O2 93.66(14) 4_545 6 ?
O3 Cu1 O1W 93.20(14) 4_545 . ?
O2 Cu1 O1W 164.33(14) 6 . ?
O3 Cu1 O1 164.60(14) 4_545 . ?
O2 Cu1 O1 89.19(14) 6 . ?
O1W Cu1 O1 87.92(14) . . ?
O3 P1 O1 111.64(19) . . ?
O3 P1 O2 112.88(18) . . ?
O1 P1 O2 108.38(19) . . ?
O3 P1 C1 107.0(2) . . ?
O1 P1 C1 110.9(2) . . ?
O2 P1 C1 105.9(2) . . ?
C2 C1 C10 120.1(4) . . ?
C2 C1 P1 118.2(4) . . ?
C10 C1 P1 121.6(4) . . ?
C1 C2 C3 120.1(5) . . ?
C1 C2 H1 120.0 . . ?
C3 C2 H1 120.0 . . ?
C4 C3 C2 121.3(5) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 121.2(5) . . ?
C3 C4 C11 117.3(5) . . ?
C5 C4 C11 121.2(5) . . ?
C6 C5 C4 124.1(5) . . ?
C6 C5 C10 118.5(5) . . ?
C4 C5 C10 117.4(4) . . ?
C7 C6 C5 121.4(5) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C7 C8 120.2(5) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 120.2(5) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C10 121.4(5) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C9 C10 C1 121.9(4) . . ?
C9 C10 C5 118.3(5) . . ?
C1 C10 C5 119.8(4) . . ?
O5' C11 O4' 122.5(15) . . ?
O5 C11 O4 123.9(9) . . ?
O5' C11 C4 124.2(12) . . ?
O5 C11 C4 122.2(8) . . ?
O4' C11 C4 113.3(11) . . ?
O4 C11 C4 113.8(7) . . ?
P1 O1 Cu1 110.86(18) . . ?
P1 O2 Cu1 140.7(2) . 6_556 ?
P1 O3 Cu1 134.0(2) . 4 ?
C11 O4 H4A 109.5 . . ?
C11 O4' H4'A 109.5 . . ?
Cu1 O1W H1WA 113.1 . . ?
Cu1 O1W H1WB 106.3 . . ?
H1WA O1W H1WB 110.6 . . ?

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
O3 P1 C1 C2 116.6(4) . . . . ?
O1 P1 C1 C2 -121.4(4) . . . . ?
O2 P1 C1 C2 -4.0(4) . . . . ?
O3 P1 C1 C10 -59.0(4) . . . . ?
O1 P1 C1 C10 62.9(4) . . . . ?
O2 P1 C1 C10 -179.7(4) . . . . ?
C10 C1 C2 C3 0.6(7) . . . . ?
P1 C1 C2 C3 -175.1(4) . . . . ?
C1 C2 C3 C4 2.6(8) . . . . ?
C2 C3 C4 C5 -2.3(9) . . . . ?
C2 C3 C4 C11 171.4(5) . . . . ?
C3 C4 C5 C6 179.3(6) . . . . ?
C11 C4 C5 C6 5.8(9) . . . . ?
C3 C4 C5 C10 -1.1(8) . . . . ?
C11 C4 C5 C10 -174.6(5) . . . . ?
C4 C5 C6 C7 -179.3(6) . . . . ?
C10 C5 C6 C7 1.0(9) . . . . ?
C5 C6 C7 C8 -0.5(10) . . . . ?
C6 C7 C8 C9 -1.5(10) . . . . ?
C7 C8 C9 C10 3.0(9) . . . . ?
C8 C9 C10 C1 174.1(5) . . . . ?
C8 C9 C10 C5 -2.4(8) . . . . ?
C2 C1 C10 C9 179.5(5) . . . . ?
P1 C1 C10 C9 -4.8(7) . . . . ?
C2 C1 C10 C5 -4.0(7) . . . . ?
P1 C1 C10 C5 171.6(4) . . . . ?
C6 C5 C10 C9 0.4(8) . . . . ?
C4 C5 C10 C9 -179.3(5) . . . . ?
C6 C5 C10 C1 -176.2(5) . . . . ?
C4 C5 C10 C1 4.2(7) . . . . ?
C3 C4 C11 O5' -169.1(18) . . . . ?
C5 C4 C11 O5' 4.6(19) . . . . ?
C3 C4 C11 O5 -138.1(12) . . . . ?
C5 C4 C11 O5 35.6(14) . . . . ?
C3 C4 C11 O4' 11.5(16) . . . . ?
C5 C4 C11 O4' -174.8(15) . . . . ?
C3 C4 C11 O4 38.7(12) . . . . ?
C5 C4 C11 O4 -147.6(11) . . . . ?
O3 P1 O1 Cu1 -121.04(19) . . . . ?
O2 P1 O1 Cu1 3.9(2) . . . . ?
C1 P1 O1 Cu1 119.7(2) . . . . ?
O3 P1 O2 Cu1 5.8(4) . . . 6_556 ?
O1 P1 O2 Cu1 -118.4(3) . . . 6_556 ?
C1 P1 O2 Cu1 122.5(3) . . . 6_556 ?
O1 P1 O3 Cu1 17.7(3) . . . 4 ?
O2 P1 O3 Cu1 -104.7(3) . . . 4 ?
C1 P1 O3 Cu1 139.2(3) . . . 4 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1W H1WB O3 0.85 1.91 2.720(5) 158.8 7_556
O1W H1WB O2 0.85 2.60 3.123(5) 120.7 .
O1W H1WA O2 0.85 2.00 2.802(5) 155.9 4
O4 H4A O5 0.82 1.84 2.664(16) 179.6 5_656
C2 H1 O1W 0.93 2.65 3.416(6) 140.0 4_545

_refine_diff_density_max         1.283
_refine_diff_density_min         -0.918
_refine_diff_density_rms         0.140

_shelxl_version_number           2013-4

####################################################################### 
# 
# 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 1875468'
loop_
_audit_author_name
_audit_author_address
'Songsong BAO'
;Nanjing University
China
;
_audit_update_record             
;
2019-03-30 deposited with the CCDC.	2019-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C11 H9 Cu O6 P), 2(H O0.50)'
_chemical_formula_sum            'C22 H20 Cu2 O13 P2'
_chemical_formula_weight         681.40

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'
Cu Cu 0.3201 1.2651 '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                   42.026(17)
_cell_length_b                   7.671(3)
_cell_length_c                   7.729(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.147(7)
_cell_angle_gamma                90
_cell_volume                     2488.0(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2676
_cell_measurement_theta_min      2.699
_cell_measurement_theta_max      27.447

_exptl_crystal_description       sheet-like
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.908
_shelx_estimated_absorpt_T_min   0.598
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.620
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6991
_diffrn_reflns_av_unetI/netI     0.0660
_diffrn_reflns_av_R_equivalents  0.0588
_diffrn_reflns_limit_h_min       -51
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.941
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             2436
_reflns_number_gt                1984
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.1430P)²+14.9124P] 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         2436
_refine_ls_number_parameters     201
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1974
_refine_ls_wR_factor_gt          0.1833
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.001
_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
Cu1 Cu 0.75583(2) -0.05503(8) 0.93031(8) 0.0081(3) Uani 1 1 d . . . . .
P1 P 0.78882(3) 0.30606(17) 0.83533(16) 0.0074(3) Uani 1 1 d . . . . .
C1 C 0.83112(13) 0.3495(7) 0.8478(7) 0.0110(11) Uani 1 1 d . . . . .
C2 C 0.84172(14) 0.5065(8) 0.9169(7) 0.0140(11) Uani 1 1 d . . . . .
H2 H 0.827018 0.588748 0.950492 0.017 Uiso 1 1 calc R U . . .
C3 C 0.87476(15) 0.5437(7) 0.9370(8) 0.0165(12) Uani 1 1 d . . . . .
H3 H 0.881408 0.652510 0.977947 0.020 Uiso 1 1 calc R U . . .
C4 C 0.89718(13) 0.4213(8) 0.8969(8) 0.0185(13) Uani 1 1 d D . . . .
C5 C 0.88767(13) 0.2573(8) 0.8278(7) 0.0160(12) Uani 1 1 d . . . . .
C6 C 0.90959(14) 0.1248(8) 0.7847(8) 0.0207(13) Uani 1 1 d . . . . .
H6 H 0.931357 0.145832 0.799941 0.025 Uiso 1 1 calc R U . . .
C7 C 0.89925(16) -0.0328(8) 0.7212(9) 0.0243(14) Uani 1 1 d . . . . .
H7 H 0.913948 -0.118641 0.696369 0.029 Uiso 1 1 calc R U . . .
C8 C 0.86638(15) -0.0656(7) 0.6935(8) 0.0195(13) Uani 1 1 d . . . . .
H8 H 0.859448 -0.173624 0.651923 0.023 Uiso 1 1 calc R U . . .
C9 C 0.84467(14) 0.0603(7) 0.7271(8) 0.0167(12) Uani 1 1 d . . . . .
H9 H 0.823132 0.038720 0.702060 0.020 Uiso 1 1 calc R U . . .
C10 C 0.85406(13) 0.2220(7) 0.7989(7) 0.0120(11) Uani 1 1 d . . . . .
C11 C 0.93127(16) 0.4689(8) 0.9370(11) 0.0330(15) Uani 1 1 d D U . . .
O1 O 0.78273(9) 0.1497(5) 0.9542(5) 0.0099(8) Uani 1 1 d . . . . .
O2 O 0.77273(9) 0.4747(5) 0.8954(5) 0.0099(8) Uani 1 1 d . . . . .
O3 O 0.77687(9) 0.2694(5) 0.6471(4) 0.0103(8) Uani 1 1 d . . . . .
O4 O 0.93692(15) 0.6350(8) 0.9243(14) 0.042(2) Uani 0.822(15) 1 d D U P A 1
O5 O 0.95160(15) 0.3585(9) 0.9898(13) 0.045(2) Uani 0.822(15) 1 d D U P A 1
H5B H 0.970786 0.389819 1.011813 0.054 Uiso 0.822(15) 1 d R U P A 1
O4' O 0.9534(3) 0.373(3) 0.875(5) 0.038(4) Uani 0.178(15) 1 d D U P A 2
O5' O 0.9373(4) 0.619(3) 1.002(5) 0.038(4) Uani 0.178(15) 1 d D U P A 2
H5'B H 0.956500 0.649222 1.026640 0.046 Uiso 0.178(15) 1 d R U P A 2
O1W O 0.78711(8) -0.1869(5) 0.8006(5) 0.0106(8) Uani 1 1 d . . . . .
H1WA H 0.779679 -0.287378 0.775271 0.016 Uiso 1 1 d R U . . .
H1WB H 0.790749 -0.132408 0.707991 0.016 Uiso 1 1 d R U . . .
O2W O 0.9703(3) 0.6927(18) 0.973(2) 0.064(4) Uani 0.5 1 d . U P B 1


_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
Cu1 O1 1.938(4) . ?
Cu1 O2 1.953(4) 7_657 ?
Cu1 O1W 1.975(4) . ?
Cu1 O3 1.992(4) 4_646 ?
P1 O3 1.538(4) . ?
P1 O1 1.541(4) . ?
P1 O2 1.543(4) . ?
P1 C1 1.806(5) . ?
C1 C2 1.381(8) . ?
C1 C10 1.438(7) . ?
C2 C3 1.418(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.416(8) . ?
C4 C11 1.495(8) . ?
C5 C6 1.424(8) . ?
C5 C10 1.444(8) . ?
C6 C7 1.366(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.409(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.363(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.406(8) . ?
C9 H9 0.9300 . ?
C11 O5 1.255(9) . ?
C11 O5' 1.280(10) . ?
C11 O4' 1.300(8) . ?
C11 O4 1.301(8) . ?
O5 H5B 0.8497 . ?
O5' H5'B 0.8501 . ?
O1W H1WA 0.8501 . ?
O1W H1WB 0.8500 . ?

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 Cu1 O2 93.20(16) . 7_657 ?
O1 Cu1 O1W 93.60(16) . . ?
O2 Cu1 O1W 164.42(15) 7_657 . ?
O1 Cu1 O3 164.88(15) . 4_646 ?
O2 Cu1 O3 88.89(15) 7_657 4_646 ?
O1W Cu1 O3 88.19(15) . 4_646 ?
O3 P1 O1 111.4(2) . . ?
O3 P1 O2 108.2(2) . . ?
O1 P1 O2 112.5(2) . . ?
O3 P1 C1 110.7(2) . . ?
O1 P1 C1 107.9(2) . . ?
O2 P1 C1 106.0(2) . . ?
C2 C1 C10 119.2(5) . . ?
C2 C1 P1 118.5(4) . . ?
C10 C1 P1 122.2(4) . . ?
C1 C2 C3 120.7(5) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 121.1(5) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.6(5) . . ?
C3 C4 C11 116.5(5) . . ?
C5 C4 C11 122.9(5) . . ?
C4 C5 C6 123.4(5) . . ?
C4 C5 C10 118.6(5) . . ?
C6 C5 C10 118.0(5) . . ?
C7 C6 C5 121.2(6) . . ?
C7 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
C6 C7 C8 120.1(6) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 120.4(5) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 121.6(6) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 H9 119.2 . . ?
C9 C10 C1 121.7(5) . . ?
C9 C10 C5 118.5(5) . . ?
C1 C10 C5 119.7(5) . . ?
O5' C11 O4' 121.9(9) . . ?
O5 C11 O4 124.2(7) . . ?
O5 C11 C4 122.0(6) . . ?
O5' C11 C4 117.9(8) . . ?
O4' C11 C4 118.8(8) . . ?
O4 C11 C4 113.6(6) . . ?
P1 O1 Cu1 133.6(2) . . ?
P1 O2 Cu1 140.2(2) . 7_657 ?
P1 O3 Cu1 110.2(2) . 4_656 ?
C11 O5 H5B 119.7 . . ?
C11 O5' H5'B 119.6 . . ?
Cu1 O1W H1WA 109.6 . . ?
Cu1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 P1 C1 C2 122.1(4) . . . . ?
O1 P1 C1 C2 -115.7(4) . . . . ?
O2 P1 C1 C2 5.1(5) . . . . ?
O3 P1 C1 C10 -61.9(5) . . . . ?
O1 P1 C1 C10 60.2(5) . . . . ?
O2 P1 C1 C10 -179.0(4) . . . . ?
C10 C1 C2 C3 1.0(8) . . . . ?
P1 C1 C2 C3 177.1(4) . . . . ?
C1 C2 C3 C4 -3.4(9) . . . . ?
C2 C3 C4 C5 2.5(9) . . . . ?
C2 C3 C4 C11 -175.0(6) . . . . ?
C3 C4 C5 C6 -179.6(6) . . . . ?
C11 C4 C5 C6 -2.2(10) . . . . ?
C3 C4 C5 C10 0.6(9) . . . . ?
C11 C4 C5 C10 178.0(6) . . . . ?
C4 C5 C6 C7 178.8(6) . . . . ?
C10 C5 C6 C7 -1.4(9) . . . . ?
C5 C6 C7 C8 1.5(10) . . . . ?
C6 C7 C8 C9 1.0(10) . . . . ?
C7 C8 C9 C10 -3.5(9) . . . . ?
C8 C9 C10 C1 -174.8(6) . . . . ?
C8 C9 C10 C5 3.5(8) . . . . ?
C2 C1 C10 C9 -179.7(5) . . . . ?
P1 C1 C10 C9 4.5(7) . . . . ?
C2 C1 C10 C5 2.1(7) . . . . ?
P1 C1 C10 C5 -173.8(4) . . . . ?
C4 C5 C10 C9 178.8(5) . . . . ?
C6 C5 C10 C9 -1.0(8) . . . . ?
C4 C5 C10 C1 -2.9(8) . . . . ?
C6 C5 C10 C1 177.3(5) . . . . ?
C3 C4 C11 O5 143.7(8) . . . . ?
C5 C4 C11 O5 -33.8(12) . . . . ?
C3 C4 C11 O5' -1(2) . . . . ?
C5 C4 C11 O5' -179(2) . . . . ?
C3 C4 C11 O4' -168(2) . . . . ?
C5 C4 C11 O4' 14(2) . . . . ?
C3 C4 C11 O4 -31.4(10) . . . . ?
C5 C4 C11 O4 151.1(8) . . . . ?
O3 P1 O1 Cu1 -16.0(4) . . . . ?
O2 P1 O1 Cu1 105.7(3) . . . . ?
C1 P1 O1 Cu1 -137.7(3) . . . . ?
O3 P1 O2 Cu1 118.4(4) . . . 7_657 ?
O1 P1 O2 Cu1 -5.1(5) . . . 7_657 ?
C1 P1 O2 Cu1 -122.8(4) . . . 7_657 ?
O1 P1 O3 Cu1 120.6(2) . . . 4_656 ?
O2 P1 O3 Cu1 -3.6(3) . . . 4_656 ?
C1 P1 O3 Cu1 -119.3(2) . . . 4_656 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1W H1WB O1 0.85 1.98 2.688(5) 140.7 6 yes
O1W H1WA O2 0.85 2.08 2.773(5) 138.9 1_545 yes
O5^a H5B^a O2W^a 0.85 2.55 3.302(13) 147.8 5_767 yes
C2 H2 O1W 0.93 2.63 3.373(7) 137.6 1_565 yes
O1W H1WA O2 0.85 2.08 2.773(5) 138.9 1_545 yes
O1W H1WB O1 0.85 1.98 2.688(5) 140.7 6 yes
O5^a H5B^a O2W^a 0.85 2.55 3.302(13) 147.8 5_767 yes
C2 H2 O1W 0.93 2.63 3.373(7) 137.6 1_565 yes
O1W H1WB O1 0.85 1.98 2.688(5) 140.7 6 yes
O1W H1WA O2 0.85 2.08 2.773(5) 138.9 1_545 yes
C2 H2 O1W 0.93 2.63 3.373(7) 137.6 1_565 yes
C2 H2 O1W 0.93 2.63 3.373(7) 137.6 1_565 yes
O1W H1WA O2 0.85 2.08 2.773(5) 138.9 1_545 yes
O1W H1WB O1 0.85 1.98 2.688(5) 140.7 6 yes
C2 H2 O1W 0.93 2.63 3.373(7) 137.6 1_565 yes
O1W H1WA O2 0.85 2.08 2.773(5) 138.9 1_545 yes
O1W H1WB O1 0.85 1.98 2.688(5) 140.7 6 yes
C2 H2 O1W 0.93 2.63 3.373(7) 137.6 1_565 yes
O5^a H5B^a O2W^a 0.85 2.55 3.302(13) 147.8 5_767 yes
O1W H1WA O2 0.85 2.08 2.773(5) 138.9 1_545 yes
O1W H1WB O1 0.85 1.98 2.688(5) 140.7 6 yes

_refine_diff_density_max         1.931
_refine_diff_density_min         -1.643
_refine_diff_density_rms         0.213

# start Validation Reply Form
_vrf_PLAT213_1                   
;
PROBLEM: Atom P1 has ADP max/min Ratio ..... 4.6 prolat
RESPONSE: The sheet-like crystal is very thin and easily exfoliated.
The poor quality diffraction data might arise from an imperfect
layers stacking.
;
_vrf_PLAT220_1                   
;
PROBLEM: Non-Solvent Resd 1 O Ueq(max)/Ueq(min) Range 6.6 Ratio
RESPONSE: The sheet-like crystal is very thin and easily exfoliated.
The poor quality diffraction data might arise from an imperfect
layers stacking.
;
_vrf_PLAT414_1                   
;
PROBLEM: Short Intra D-H..H-X H1WB ..H9 1.89 Ang.
RESPONSE: ...
;
_vrf_PLAT430_1                   
;
PROBLEM: Short Inter D...A Contact O2 ..O3 . 2.76 Ang.
RESPONSE: The phosphonate oxygen atoms O2 and O3 
are depronated . There is no hydrogen bonding interaction
between each other.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_beta_Cu
_database_code_depnum_ccdc_archive 'CCDC 1875469'
loop_
_audit_author_name
_audit_author_address
'Songsong BAO'
;Nanjing University
China
;
_audit_update_record             
;
2019-03-30 deposited with the CCDC.	2019-04-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H9 Cu O6 P'
_chemical_formula_sum            'C11 H9 Cu O6 P'
_chemical_formula_weight         331.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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'
Cu Cu -2.7974 3.6876 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2543 0.3332 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   5.1011(6)
_cell_length_b                   6.0470(7)
_cell_length_c                   18.034(2)
_cell_angle_alpha                84.761(8)
_cell_angle_beta                 87.211(8)
_cell_angle_gamma                74.855(7)
_cell_volume                     534.53(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    1558
_cell_measurement_theta_min      4.285
_cell_measurement_theta_max      54.442

_exptl_crystal_description       sheet-like
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.061
_exptl_crystal_F_000             334
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    12.128
_shelx_estimated_absorpt_T_min   0.195
_shelx_estimated_absorpt_T_max   0.793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.200
_exptl_absorpt_correction_T_max  0.793
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Metal Jet'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5065
_diffrn_reflns_av_unetI/netI     0.1309
_diffrn_reflns_av_R_equivalents  0.0876
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.141
_diffrn_reflns_theta_max         56.984
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             2148
_reflns_number_gt                1359
_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       'SMART (Bruker, 2000)'
_computing_cell_refinement       SMART
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0550P)²] 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         2148
_refine_ls_number_parameters     173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1092
_refine_ls_R_factor_gt           0.0635
_refine_ls_wR_factor_ref         0.1419
_refine_ls_wR_factor_gt          0.1254
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_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
Cu1 Cu 0.24577(16) 0.23467(15) 0.51363(5) 0.0180(3) Uani 1 1 d . . . . .
P1 P 0.7312(3) 0.3208(3) 0.40890(9) 0.0148(4) Uani 1 1 d . . . . .
C1 C 0.6819(11) 0.2827(10) 0.3125(3) 0.0163(13) Uani 1 1 d . . . . .
C2 C 0.5332(15) 0.1348(14) 0.2991(4) 0.042(2) Uani 1 1 d . . . . .
H2 H 0.456761 0.060462 0.340015 0.051 Uiso 1 1 calc R U . . .
C3 C 0.4899(18) 0.0893(17) 0.2278(4) 0.061(3) Uani 1 1 d . . . . .
H3 H 0.386250 -0.016561 0.220932 0.073 Uiso 1 1 calc R U . . .
C4 C 0.5936(14) 0.1937(13) 0.1666(4) 0.0343(18) Uani 1 1 d . . . . .
C5 C 0.7476(11) 0.3514(11) 0.1763(4) 0.0219(15) Uani 1 1 d . . . . .
C6 C 0.8546(15) 0.4679(12) 0.1166(4) 0.0332(17) Uani 1 1 d . . . . .
H6 H 0.823951 0.440404 0.067081 0.040 Uiso 1 1 calc R U . . .
C7 C 1.001(2) 0.6185(15) 0.1276(5) 0.061(3) Uani 1 1 d . . . . .
H7 H 1.073407 0.694421 0.086379 0.073 Uiso 1 1 calc R U . . .
C8 C 1.044(2) 0.6621(17) 0.2011(5) 0.079(4) Uani 1 1 d . . . . .
H8 H 1.143450 0.770298 0.208943 0.095 Uiso 1 1 calc R U . . .
C9 C 0.9457(16) 0.5520(13) 0.2607(4) 0.0384(19) Uani 1 1 d . . . . .
H9 H 0.981007 0.581044 0.309609 0.046 Uiso 1 1 calc R U . . .
C10 C 0.7924(11) 0.3954(10) 0.2507(4) 0.0199(14) Uani 1 1 d . . . . .
C11 C 0.5486(16) 0.1223(15) 0.0919(4) 0.047(2) Uani 1 1 d . . . . .
O1 O 0.5849(7) 0.1620(6) 0.4562(2) 0.0148(9) Uani 1 1 d . . . . .
O2 O 1.0356(7) 0.2384(7) 0.4243(2) 0.0167(9) Uani 1 1 d . . . . .
O3 O 0.6123(7) 0.5731(6) 0.4239(2) 0.0148(9) Uani 1 1 d . . . . .
O4 O 0.3582(12) 0.0108(12) 0.0934(3) 0.0597(17) Uani 1 1 d . . . . .
H4 H 0.348847 -0.034230 0.051094 0.090 Uiso 1 1 calc R U . . .
O5 O 0.6773(13) 0.1553(12) 0.0351(3) 0.068(2) Uani 1 1 d . . . . .
O1W O -0.0624(7) 0.2183(7) 0.5834(2) 0.0188(10) Uani 1 1 d . . . . .
H1WA H -0.178176 0.348281 0.581546 0.028 Uiso 1 1 d R U . . .
H1WB H -0.136446 0.117121 0.570806 0.028 Uiso 1 1 d 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
Cu1 O1 1.942(4) . ?
Cu1 O2 1.973(4) 1_455 ?
Cu1 O3 1.975(4) 2_666 ?
Cu1 O1W 1.983(4) . ?
Cu1 O1 2.350(4) 2_656 ?
P1 O3 1.531(4) . ?
P1 O2 1.533(4) . ?
P1 O1 1.539(4) . ?
P1 C1 1.812(6) . ?
C1 C2 1.359(8) . ?
C1 C10 1.423(8) . ?
C2 C3 1.377(10) . ?
C2 H2 0.9500 . ?
C3 C4 1.375(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.412(9) . ?
C4 C11 1.498(10) . ?
C5 C6 1.400(9) . ?
C5 C10 1.432(9) . ?
C6 C7 1.351(10) . ?
C6 H6 0.9500 . ?
C7 C8 1.414(11) . ?
C7 H7 0.9500 . ?
C8 C9 1.356(10) . ?
C8 H8 0.9500 . ?
C9 C10 1.404(9) . ?
C9 H9 0.9500 . ?
C11 O5 1.218(8) . ?
C11 O4 1.317(8) . ?
O4 H4 0.8400 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?

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 Cu1 O2 91.20(15) . 1_455 ?
O1 Cu1 O3 91.21(16) . 2_666 ?
O2 Cu1 O3 144.40(17) 1_455 2_666 ?
O1 Cu1 O1W 163.96(16) . . ?
O2 Cu1 O1W 93.66(16) 1_455 . ?
O3 Cu1 O1W 93.68(16) 2_666 . ?
O1 Cu1 O1 77.23(16) . 2_656 ?
O2 Cu1 O1 101.48(15) 1_455 2_656 ?
O3 Cu1 O1 113.67(14) 2_666 2_656 ?
O1W Cu1 O1 86.82(14) . 2_656 ?
O3 P1 O2 112.3(2) . . ?
O3 P1 O1 111.6(2) . . ?
O2 P1 O1 108.4(2) . . ?
O3 P1 C1 109.7(2) . . ?
O2 P1 C1 108.5(2) . . ?
O1 P1 C1 106.2(3) . . ?
C2 C1 C10 118.5(6) . . ?
C2 C1 P1 117.5(5) . . ?
C10 C1 P1 123.9(5) . . ?
C1 C2 C3 122.0(7) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C4 C3 C2 121.4(7) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 119.7(6) . . ?
C3 C4 C11 117.2(6) . . ?
C5 C4 C11 123.0(6) . . ?
C6 C5 C4 122.9(6) . . ?
C6 C5 C10 118.9(6) . . ?
C4 C5 C10 118.2(6) . . ?
C7 C6 C5 121.5(7) . . ?
C7 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C6 C7 C8 119.5(7) . . ?
C6 C7 H7 120.3 . . ?
C8 C7 H7 120.3 . . ?
C9 C8 C7 121.0(7) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C8 C9 C10 120.7(7) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C9 C10 C1 121.5(6) . . ?
C9 C10 C5 118.4(6) . . ?
C1 C10 C5 120.2(5) . . ?
O5 C11 O4 122.2(7) . . ?
O5 C11 C4 124.8(7) . . ?
O4 C11 C4 113.1(6) . . ?
P1 O1 Cu1 130.3(2) . . ?
P1 O1 Cu1 126.6(2) . 2_656 ?
Cu1 O1 Cu1 102.77(16) . 2_656 ?
P1 O2 Cu1 132.3(2) . 1_655 ?
P1 O3 Cu1 129.1(2) . 2_666 ?
C11 O4 H4 109.5 . . ?
Cu1 O1W H1WA 109.3 . . ?
Cu1 O1W H1WB 109.3 . . ?
H1WA O1W H1WB 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 P1 C1 C2 -119.9(5) . . . . ?
O2 P1 C1 C2 117.1(5) . . . . ?
O1 P1 C1 C2 0.8(6) . . . . ?
O3 P1 C1 C10 61.0(5) . . . . ?
O2 P1 C1 C10 -62.0(5) . . . . ?
O1 P1 C1 C10 -178.3(4) . . . . ?
C10 C1 C2 C3 0.8(11) . . . . ?
P1 C1 C2 C3 -178.3(7) . . . . ?
C1 C2 C3 C4 -0.6(14) . . . . ?
C2 C3 C4 C5 -0.1(13) . . . . ?
C2 C3 C4 C11 176.6(8) . . . . ?
C3 C4 C5 C6 -178.6(7) . . . . ?
C11 C4 C5 C6 4.9(11) . . . . ?
C3 C4 C5 C10 0.5(10) . . . . ?
C11 C4 C5 C10 -175.9(6) . . . . ?
C4 C5 C6 C7 179.8(8) . . . . ?
C10 C5 C6 C7 0.6(10) . . . . ?
C5 C6 C7 C8 -0.8(14) . . . . ?
C6 C7 C8 C9 1.2(16) . . . . ?
C7 C8 C9 C10 -1.5(15) . . . . ?
C8 C9 C10 C1 -178.4(8) . . . . ?
C8 C9 C10 C5 1.3(11) . . . . ?
C2 C1 C10 C9 179.4(7) . . . . ?
P1 C1 C10 C9 -1.6(8) . . . . ?
C2 C1 C10 C5 -0.3(9) . . . . ?
P1 C1 C10 C5 178.7(4) . . . . ?
C6 C5 C10 C9 -0.9(9) . . . . ?
C4 C5 C10 C9 179.9(6) . . . . ?
C6 C5 C10 C1 178.9(6) . . . . ?
C4 C5 C10 C1 -0.3(8) . . . . ?
C3 C4 C11 O5 -161.9(9) . . . . ?
C5 C4 C11 O5 14.7(13) . . . . ?
C3 C4 C11 O4 16.0(11) . . . . ?
C5 C4 C11 O4 -167.5(7) . . . . ?
O3 P1 O1 Cu1 13.3(4) . . . . ?
O2 P1 O1 Cu1 137.5(3) . . . . ?
C1 P1 O1 Cu1 -106.2(3) . . . . ?
O3 P1 O1 Cu1 -159.1(2) . . . 2_656 ?
O2 P1 O1 Cu1 -35.0(3) . . . 2_656 ?
C1 P1 O1 Cu1 81.4(3) . . . 2_656 ?
O3 P1 O2 Cu1 56.3(4) . . . 1_655 ?
O1 P1 O2 Cu1 -67.4(4) . . . 1_655 ?
C1 P1 O2 Cu1 177.7(3) . . . 1_655 ?
O2 P1 O3 Cu1 -20.9(4) . . . 2_666 ?
O1 P1 O3 Cu1 101.0(3) . . . 2_666 ?
C1 P1 O3 Cu1 -141.6(3) . . . 2_666 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1W H1WB O2 0.85 2.07 2.745(5) 135.9 2_656 yes
O1W H1WB O1 0.85 2.52 3.079(5) 124.2 1_455 yes
O1W H1WA O3 0.85 2.15 2.763(5) 129.3 2_566 yes
O4 H4 O5 0.84 1.80 2.640(7) 174.5 2_655 yes
C2 H2 O2 0.95 2.62 3.287(8) 127.8 1_455 yes
C2 H2 O1 0.95 2.40 2.882(8) 111.0 . yes

_refine_diff_density_max         0.685
_refine_diff_density_min         -1.198
_refine_diff_density_rms         0.140

