# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1053214'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H5 Cu N O9 P3'
_chemical_formula_weight         415.58

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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'
P P 0.2955 0.4335 '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                   9.08250(10)
_cell_length_b                   18.5934(3)
_cell_length_c                   7.86290(10)
_cell_angle_alpha                90
_cell_angle_beta                 109.3520(10)
_cell_angle_gamma                90
_cell_volume                     1252.82(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.203
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    6.622
_shelx_estimated_absorpt_T_min   0.241
_shelx_estimated_absorpt_T_max   0.733
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            22374
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         4.757
_diffrn_reflns_theta_max         68.199
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2293
_reflns_number_gt                2227
_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       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SIR97
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0446P)²+2.6219P] 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     SHELXL
_refine_ls_extinction_coef       0.0032(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2293
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0916
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_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 0.29135(4) 0.39285(2) 0.95565(5) 0.00935(17) Uani 1 1 d . . . . .
P2 P 0.59396(8) 0.43840(4) 1.26968(9) 0.00839(19) Uani 1 1 d . . . . .
P3 P 0.58684(8) 0.35556(4) 0.82691(10) 0.0086(2) Uani 1 1 d . . . . .
P1 P 0.14520(8) 0.29857(4) 0.59360(9) 0.00812(19) Uani 1 1 d . . . . .
O7 O 0.4645(2) 0.34392(11) 0.9137(3) 0.0106(4) Uani 1 1 d . . . . .
O8 O 0.5133(2) 0.37123(11) 0.6204(3) 0.0122(4) Uani 1 1 d . . . . .
O1 O 0.1469(2) 0.34707(11) 0.7483(3) 0.0119(4) Uani 1 1 d . . . . .
O2 O 0.2350(2) 0.32639(11) 0.4749(3) 0.0108(4) Uani 1 1 d . . . . .
O3 O 0.2051(2) 0.22034(11) 0.6567(3) 0.0111(4) Uani 1 1 d . . . . .
O4 O 0.4209(2) 0.42368(11) 1.1936(3) 0.0099(4) Uani 1 1 d . . . . .
O6 O 0.6645(2) 0.48470(10) 1.1581(3) 0.0107(4) Uani 1 1 d . . . . .
O5 O 0.6343(2) 0.47776(11) 1.4578(3) 0.0122(4) Uani 1 1 d . . . . .
O9 O 0.7022(2) 0.41691(11) 0.9057(3) 0.0125(4) Uani 1 1 d . . . . .
N1 N 0.1098(3) 0.45011(13) 0.9854(3) 0.0091(5) Uani 1 1 d . . . . .
C6 C 0.6982(3) 0.35436(15) 1.3220(4) 0.0096(6) Uani 1 1 d . . . . .
C5 C 0.6184(3) 0.28937(15) 1.2992(4) 0.0095(6) Uani 1 1 d . . . . .
H3 H 0.5080 0.2888 1.2465 0.011 Uiso 1 1 calc R U . . .
C4 C 0.6992(3) 0.27491(15) 0.8531(4) 0.0092(6) Uani 1 1 d . . . . .
C1 C -0.1401(3) 0.35450(15) 0.4027(4) 0.0106(6) Uani 1 1 d . . . . .
H1 H -0.0849 0.3987 0.4178 0.013 Uiso 1 1 calc R U . . .
C2 C -0.0580(3) 0.29096(15) 0.4617(4) 0.0093(6) Uani 1 1 d . . . . .
C3 C -0.1387(3) 0.22558(16) 0.4352(4) 0.0103(6) Uani 1 1 d . . . . .
H2 H -0.0836 0.1818 0.4728 0.012 Uiso 1 1 calc R U . . .
C8 C 0.1005(3) 0.46854(15) 1.1466(4) 0.0110(6) Uani 1 1 d . . . . .
H5 H 0.1700 0.4473 1.2529 0.013 Uiso 1 1 calc R U . . .
C7 C 0.0092(3) 0.48182(16) 0.8397(4) 0.0120(6) Uani 1 1 d . . . . .
H4 H 0.0133 0.4700 0.7238 0.014 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
Cu1 O1 1.920(2) . ?
Cu1 O7 1.937(2) . ?
Cu1 O4 1.938(2) . ?
Cu1 N1 2.041(2) . ?
P2 O4 1.510(2) . ?
P2 O6 1.515(2) . ?
P2 O5 1.581(2) . ?
P2 C6 1.802(3) . ?
P3 O7 1.500(2) . ?
P3 O9 1.534(2) . ?
P3 O8 1.565(2) . ?
P3 C4 1.787(3) . ?
P1 O1 1.510(2) . ?
P1 O2 1.519(2) . ?
P1 O3 1.575(2) . ?
P1 C2 1.798(3) . ?
N1 C7 1.342(4) . ?
N1 C8 1.343(4) . ?
C6 C5 1.390(4) . ?
C6 C1 1.394(4) 1_656 ?
C5 C4 1.393(4) 4_566 ?
C5 H3 0.9500 . ?
C4 C5 1.393(4) 4_565 ?
C4 C3 1.399(4) 4_666 ?
C1 C2 1.392(4) . ?
C1 C6 1.394(4) 1_454 ?
C1 H1 0.9500 . ?
C2 C3 1.399(4) . ?
C3 C4 1.399(4) 4_465 ?
C3 H2 0.9500 . ?
C8 C7 1.389(4) 3_567 ?
C8 H5 0.9500 . ?
C7 C8 1.389(4) 3_567 ?
C7 H4 0.9500 . ?

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 O7 90.66(8) . . ?
O1 Cu1 O4 167.57(9) . . ?
O7 Cu1 O4 92.07(8) . . ?
O1 Cu1 N1 88.74(9) . . ?
O7 Cu1 N1 175.57(9) . . ?
O4 Cu1 N1 89.44(9) . . ?
O4 P2 O6 117.28(11) . . ?
O4 P2 O5 110.04(11) . . ?
O6 P2 O5 105.52(11) . . ?
O4 P2 C6 109.41(13) . . ?
O6 P2 C6 109.50(12) . . ?
O5 P2 C6 104.27(12) . . ?
O7 P3 O9 115.70(12) . . ?
O7 P3 O8 111.90(11) . . ?
O9 P3 O8 106.26(12) . . ?
O7 P3 C4 107.91(12) . . ?
O9 P3 C4 106.85(12) . . ?
O8 P3 C4 107.87(12) . . ?
O1 P1 O2 115.27(12) . . ?
O1 P1 O3 112.80(12) . . ?
O2 P1 O3 107.97(11) . . ?
O1 P1 C2 104.27(12) . . ?
O2 P1 C2 109.24(12) . . ?
O3 P1 C2 106.88(12) . . ?
P3 O7 Cu1 140.83(13) . . ?
P1 O1 Cu1 140.43(13) . . ?
P2 O4 Cu1 130.94(12) . . ?
C7 N1 C8 117.2(3) . . ?
C7 N1 Cu1 118.6(2) . . ?
C8 N1 Cu1 123.2(2) . . ?
C5 C6 C1 119.1(3) . 1_656 ?
C5 C6 P2 120.8(2) . . ?
C1 C6 P2 119.8(2) 1_656 . ?
C6 C5 C4 120.5(3) . 4_566 ?
C6 C5 H3 119.8 . . ?
C4 C5 H3 119.8 4_566 . ?
C5 C4 C3 120.2(3) 4_565 4_666 ?
C5 C4 P3 117.5(2) 4_565 . ?
C3 C4 P3 122.2(2) 4_666 . ?
C2 C1 C6 121.2(3) . 1_454 ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 1_454 . ?
C1 C2 C3 119.4(3) . . ?
C1 C2 P1 117.4(2) . . ?
C3 C2 P1 122.8(2) . . ?
C4 C3 C2 119.6(3) 4_465 . ?
C4 C3 H2 120.2 4_465 . ?
C2 C3 H2 120.2 . . ?
N1 C8 C7 120.9(3) . 3_567 ?
N1 C8 H5 119.5 . . ?
C7 C8 H5 119.5 3_567 . ?
N1 C7 C8 121.9(3) . 3_567 ?
N1 C7 H4 119.0 . . ?
C8 C7 H4 119.0 3_567 . ?

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
O9 P3 O7 Cu1 61.7(2) . . . . ?
O8 P3 O7 Cu1 -60.2(2) . . . . ?
C4 P3 O7 Cu1 -178.72(18) . . . . ?
O2 P1 O1 Cu1 -57.1(2) . . . . ?
O3 P1 O1 Cu1 67.5(2) . . . . ?
C2 P1 O1 Cu1 -176.9(2) . . . . ?
O6 P2 O4 Cu1 47.5(2) . . . . ?
O5 P2 O4 Cu1 168.07(14) . . . . ?
C6 P2 O4 Cu1 -77.93(18) . . . . ?
O4 P2 C6 C5 -3.1(3) . . . . ?
O6 P2 C6 C5 -132.9(2) . . . . ?
O5 P2 C6 C5 114.6(2) . . . . ?
O4 P2 C6 C1 -176.8(2) . . . 1_656 ?
O6 P2 C6 C1 53.4(3) . . . 1_656 ?
O5 P2 C6 C1 -59.1(3) . . . 1_656 ?
C1 C6 C5 C4 -1.2(4) 1_656 . . 4_566 ?
P2 C6 C5 C4 -174.9(2) . . . 4_566 ?
O7 P3 C4 C5 51.7(2) . . . 4_565 ?
O9 P3 C4 C5 176.8(2) . . . 4_565 ?
O8 P3 C4 C5 -69.3(2) . . . 4_565 ?
O7 P3 C4 C3 -124.0(2) . . . 4_666 ?
O9 P3 C4 C3 1.0(3) . . . 4_666 ?
O8 P3 C4 C3 114.9(2) . . . 4_666 ?
C6 C1 C2 C3 1.7(4) 1_454 . . . ?
C6 C1 C2 P1 -170.9(2) 1_454 . . . ?
O1 P1 C2 C1 55.3(2) . . . . ?
O2 P1 C2 C1 -68.5(2) . . . . ?
O3 P1 C2 C1 174.9(2) . . . . ?
O1 P1 C2 C3 -117.1(2) . . . . ?
O2 P1 C2 C3 119.2(2) . . . . ?
O3 P1 C2 C3 2.6(3) . . . . ?
C1 C2 C3 C4 -1.2(4) . . . 4_465 ?
P1 C2 C3 C4 171.0(2) . . . 4_465 ?
C7 N1 C8 C7 0.2(4) . . . 3_567 ?
Cu1 N1 C8 C7 168.1(2) . . . 3_567 ?
C8 N1 C7 C8 -0.2(5) . . . 3_567 ?
Cu1 N1 C7 C8 -168.7(2) . . . 3_567 ?

_refine_diff_density_max         0.849
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.100

_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_CuBP-bpy
_database_code_depnum_ccdc_archive 'CCDC 1053215'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            CuBP-bpy
# Get _chemical_formula_moiety using checkCIF
_chemical_formula_moiety         'C16 H11 Cu2 N2 O15 P3'
_chemical_formula_sum            'C16 H25 Cu2 N2 O15 P3'
_chemical_formula_weight         705.387

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu Cu -0.1269 2.2726 'International Tables for Crystallography, Vol. C'
P P 0.1621 0.1866 'International Tables for Crystallography, Vol. C'
O O 0.0196 0.0127 'International Tables for Crystallography, Vol. C'
N N 0.0115 0.0070 'International Tables for Crystallography, Vol. C'
C C 0.0064 0.0035 'International Tables for Crystallography, Vol. C'
H H 0.0000 0.0000 'International Tables for Crystallography, Vol. C'

#===============================================================================
# 6. POWDER SPECIMEN AND CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c a'
_symmetry_space_group_name_Hall  '-C 2bc 2'
_symmetry_Int_Tables_number      64

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y+1/2,z+1/2
3 -x,y+1/2,-z+1/2
4 x,-y,-z
5 -x,-y,-z
6 x,y+1/2,-z+1/2
7 x,-y+1/2,z+1/2
8 -x,y,z
9 x+1/2,y+1/2,z
10 -x+1/2,-y,z+1/2
11 -x+1/2,y,-z+1/2
12 x+1/2,-y+1/2,-z
13 -x+1/2,-y+1/2,-z
14 x+1/2,y,-z+1/2
15 x+1/2,-y,z+1/2
16 -x+1/2,y+1/2,z

_cell_length_a                   28.4774(5)
_cell_length_b                   9.4694(1)
_cell_length_c                   18.8921(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5094.5(1)
# If checkCIF gives a different Z value, change both
# _chemical_formula_sum and _chemical_formula_weight.
_cell_formula_units_Z            8
_cell_measurement_temperature    300
_exptl_crystal_density_diffrn    1.8394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2864.00

# The next three fields give the specimen dimensions in mm.  The equatorial
# plane contains the incident and diffracted beam.

_pd_spec_mounting                'Lindemann glass capillary'
_pd_spec_mount_mode              transmission
_pd_spec_shape                   cylinder
_pd_char_colour                  blue

# 7. EXPERIMENTAL DATA

_diffrn_ambient_temperature      300
_diffrn_source                   synchrotron
_diffrn_measurement_device_type  Debye-Scherrer
_diffrn_detector                 'imaging plate'
_pd_meas_scan_method             fixed
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.997520
_pd_meas_number_of_points        7201
_pd_meas_2theta_range_min        2.0000
_pd_meas_2theta_range_max        74.0000
_pd_meas_2theta_range_inc        0.0100

# 8. REFINEMENT DATA

# Use the next field to give any special details about the fitting of the
# powder pattern.

_pd_proc_ls_special_details      
; Anisotropic line broadening factors Ue and Pe were refined.
;

# The next three items are given as text.

_pd_calc_method                  'Rietveld Refinement'
_pd_proc_ls_profile_function     'split pseudo-Voigt function'
_pd_proc_ls_background_function  'Legendre polynomials'
_pd_proc_ls_pref_orient_corr     
; $P_k = \sum_{j=1}^{m_k} \frac{1}{m_k}
\left( r^2 \cos^2 \alpha_j +r^{-1}\ sin^2 \alpha_j \right)^{-3/2}$
with a preferred-orientation vector, (100),
and <i>r</i> = 1.039(1)
;

_pd_proc_ls_prof_R_factor        0.01250
_pd_proc_ls_prof_wR_factor       0.01706
_pd_proc_ls_prof_wR_expected     0.02396
_refine_ls_R_I_factor            0.03183
_refine_ls_R_Fsqd_factor         0.01524
_refine_ls_R_factor_all          0.01657

_refine_special_details          
;
The virtual chemical species Oh (1O and 0.5H) and Ow (1O and 2H) 
are introduced for O4/O5 and O6-O9 to simulate a pair of proton-sharing 
oxygen atoms of phosphonate groups and water molecules, respectively.
;

_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     1/yi
# The following line must be commented out in the absence of H atoms.
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_parameters     110
_refine_ls_number_restraints     86
_refine_ls_number_constraints    23

# The following item is the same as CHI, the square root of 'CHI squared'
_refine_ls_goodness_of_fit_all   0.7117

# The following item can be obtained by setting NPRINT at 2 in *.ins.
_refine_ls_shift/su_max          0.0
_refine_diff_density_max         0.0
_refine_diff_density_min         0.0

_pd_proc_2theta_range_min        2.5000
_pd_proc_2theta_range_max        65.0000
_pd_proc_2theta_range_inc        0.0100
_pd_proc_info_excluded_regions   
;
3.57 to 3.75, 6.49 to 6.55, and 7.33 to 7.45 degrees excluded due to 
an impurity.
;

# The following items are used to identify the programs used.
_computing_cell_refinement       'RIETAN-FP (Izumi and Momma, 2007)'
_computing_structure_solution    'EXPO-2009 (Altomare et al., 2009)'
_computing_structure_refinement  'RIETAN-FP (Izumi and Momma, 2007)'
_computing_molecular_graphics    'VESTA (Momma and Izumi, 2008)'

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_Wyckoff_symbol
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_type_symbol
Cu1 0.06547(6) 0.1078(2) -0.07449(8) 1 16 g Uiso 0.0127(6) Cu
P1 0 -0.1385(4) -0.0591(2) 1 8 f Uiso 0.010(1) P
P2 0.0965(1) 0.0484(4) -0.2400(2) 1 16 g Uiso 0.010 P
O1 0 0.0188(9) -0.0829(5) 1 8 f Uiso 0.004(1) O
O2 0.0445(2) 0.1724(5) 0.0207(3) 1 16 g Uiso 0.004 O
O3 0.0845(2) 0.0145(5) -0.1609(3) 1 16 g Uiso 0.004 O
O4 0.1134(2) -0.0903(7) -0.2793(3) 1 16 g Uiso 0.004 O
O5 0.1350(2) 0.1656(7) -0.2504(3) 1 16 g Uiso 0.004 O
N1 0.1344(3) 0.1527(7) -0.0486(4) 1 16 g Uiso 0.023(1) N
C1 0 -0.2559(8) -0.1341(4) 1 8 f Uiso 0.023 C
C2 0.0429(2) 0.1103(7) -0.2758(3) 1 16 g Uiso 0.023 C
C3 0 0.0644(9) -0.2476(4) 1 8 f Uiso 0.023 C
C4 0.0426(2) 0.2002(6) -0.3350(4) 1 16 g Uiso 0.023 C
C5 0.2257(2) 0.2315(7) -0.0114(3) 1 16 g Uiso 0.023 C
C6 0.1865(3) 0.2915(7) 0.0228(4) 1 16 g Uiso 0.023 C
C7 0.1415(3) 0.2489(8) 0.0009(4) 1 16 g Uiso 0.023 C
C8 0.1703(4) 0.0920(9) -0.0805(5) 1 16 g Uiso 0.023 C
C9 0.2178(3) 0.1336(8) -0.0638(4) 1 16 g Uiso 0.023 C
H3 0 0.019(4) -0.203(2) 1 8 f Uiso 0.023 H
H4 0.0711(5) 0.213(4) -0.361(2) 1 16 g Uiso 0.023 H
H6 0.1899(5) 0.381(2) 0.045(1) 1 16 g Uiso 0.023 H
H7 0.1157(7) 0.305(4) 0.015(2) 1 16 g Uiso 0.023 H
H8 0.1657(5) 0.001(3) -0.099(2) 1 16 g Uiso 0.023 H
H9 0.242(2) 0.076(4) -0.078(2) 1 16 g Uiso 0.023 H
O6 0.2097(3) -0.0417(6) 0.6743(3) 1 16 g Uiso 0.087(2) O
O7 0.0492(2) 0.3257(6) -0.1180(3) 1 16 g Uiso 0.087 O
O8 0.25 0.282(1) 0.25 1 8 e Uiso 0.087 O
O9 0.4491(3) 0 0 1 8 d Uiso 0.087 O

#===============================================================================

#10. GEOMETRICAL PARAMETERS

_geom_special_details            ?

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 1.931(7) . 1_555 ?
Cu1 O2 2.006(6) . 1_555 ?
Cu1 O1 2.037(4) . 1_555 ?
Cu1 N1 2.090(7) . 1_555 ?
Cu1 O7 2.242(5) . 1_555 ?
P1 O2 1.481(7) . 5_555 ?
P1 O2 1.481(7) . 4_555 ?
P1 O1 1.590(9) . 1_555 ?
P1 C1 1.844(8) . 1_555 ?
P2 O5 1.556(7) . ?_??? ?
P2 O4 1.588(7) . 1_555 ?
P2 O3 1.591(7) . 1_555 ?
P2 C2 1.759(6) . 1_555 ?
N1 C8 1.288(8) . 1_555 ?
N1 C7 1.34(1) . 1_555 ?
C1 C4 1.405(7) . 6_544 ?
C2 C4 1.40(1) . 1_555 ?
C2 C3 1.410(7) . 1_555 ?
C3 H3 0.92(2) . 1_555 ?
C4 H4 0.95(1) . 1_555 ?
C5 C6 1.366(8) . 1_555 ?
C5 C9 1.367(9) . 1_555 ?
C5 C5 1.44(1) . 13_555 ?
C6 H6 0.95(1) . 1_555 ?
C6 C7 1.429(9) . 1_555 ?
C7 H7 0.89(1) . ?_??? ?
C8 H8 0.90(1) . ?_??? ?
C8 C9 1.450(9) . 1_555 ?
C9 H9 0.92(9) . 1_555 ?

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O3 91.3(3) 1_555 . 1_555 ?
O1 Cu1 O2 85.2(4) 1_555 . 1_555 ?
O1 Cu1 N1 165.7(4) 1_555 . 1_555 ?
O1 Cu1 O7 97.7(3) 1_555 . 1_555 ?
O3 Cu1 O2 171.3(3) 1_555 . 1_555 ?
O3 Cu1 N1 90.2(3) 1_555 . 1_555 ?
O3 Cu1 O7 100.1(3) 1_555 . 1_555 ?
O2 Cu1 N1 91.2(3) 1_555 . 1_555 ?
O2 Cu1 O7 88.3(2) 1_555 . 1_555 ?
N1 Cu1 O7 96.0(2) 1_555 . 1_555 ?
C1 P1 O2 104.2(3) 1_555 . 5_555 ?
C1 P1 O2 104.2(3) 1_555 . 4_555 ?
C1 P1 O1 110.5(6) 1_555 . 1_555 ?
O2 P1 O2 115.3(3) 5_555 . 4_555 ?
O2 P1 O1 111.0(3) 5_555 . 1_555 ?
O2 P1 O1 111.0(3) 4_555 . 1_555 ?
C2 P2 O4 113.7(5) 1_555 . 1_555 ?
C2 P2 O5 111.4(4) 1_555 . ?_??? ?
C2 P2 O3 103.2(3) 1_555 . 1_555 ?
O4 P2 O5 106.7(5) 1_555 . ?_??? ?
O4 P2 O3 109.6(4) 1_555 . 1_555 ?
O5 P2 O3 112.3(5) ?_??? . 1_555 ?
P1 O1 Cu1 110.4(3) 1_555 . 1_555 ?
Cu1 O1 Cu1 133.1(5) 1_555 . 8_555 ?
P1 O2 Cu1 128.5(4) 4_555 . 1_555 ?
P2 O3 Cu1 141.2(5) 1_555 . 1_555 ?
C8 N1 C7 119.7(5) 1_555 . 1_555 ?
C8 N1 Cu1 123.7(6) 1_555 . 1_555 ?
C7 N1 Cu1 116.5(6) 1_555 . 1_555 ?
P1 C1 C4 120.6(2) 1_555 . 6_544 ?
C4 C1 C4 118.8(3) 6_544 . 3_544 ?
P2 C2 C3 121.3(3) 1_555 . 1_555 ?
P2 C2 C4 120.0(3) 1_555 . 1_555 ?
C3 C2 C4 118.6(3) 1_555 . 1_555 ?
H3 C3 C2 118.7(3) 1_555 . 1_555 ?
C2 C3 C2 121.2(3) 1_555 . 8_555 ?
H4 C4 C2 118.8(3) 1_555 . 1_555 ?
H4 C4 C1 118.7(7) 1_555 . 3_554 ?
C2 C4 C1 121.4(3) 1_555 . 3_554 ?
C9 C5 C6 118.5(3) 1_555 . 1_555 ?
C9 C5 C5 121.5(4) 1_555 . 13_555 ?
C6 C5 C5 119.7(4) 1_555 . 13_555 ?
H6 C6 C5 118.6(4) 1_555 . 1_555 ?
H6 C6 C7 118.6(4) 1_555 . 1_555 ?
C5 C6 C7 118.6(3) 1_555 . 1_555 ?
H7 C7 N1 118.5(3) ?_??? . 1_555 ?
H7 C7 C6 118.5(3) ?_??? . 1_555 ?
N1 C7 C6 122.2(3) 1_555 . 1_555 ?
H8 C8 N1 118.2(3) ?_??? . 1_555 ?
H8 C8 C9 118.4(3) ?_??? . 1_555 ?
N1 C8 C9 121.1(4) 1_555 . 1_555 ?
H9 C9 C5 118.8(8) 1_555 . 1_555 ?
H9 C9 C8 119(1) 1_555 . 1_555 ?
C5 C9 C8 119.8(5) 1_555 . 1_555 ?
#===END
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1053216'
_audit_update_record             
;
2015-03-11 deposited with the CCDC.
2015-06-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H19 Cu2 N2 O15 P3'
_chemical_formula_weight         723.21

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0180 0.0090 '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 -1.9650 0.5890 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0310 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0490 0.0320 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2960 0.4330 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c a'
_space_group_name_Hall           '-C 2bc 2'

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

_cell_length_a                   33.7186(11)
_cell_length_b                   7.9481(3)
_cell_length_c                   20.5910(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5518.4(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    173
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_F_000             2911
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    4.221
_shelx_estimated_absorpt_T_min   0.418
_shelx_estimated_absorpt_T_max   0.570
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.4184
_exptl_absorpt_correction_T_max  0.5701
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_reflns_number            45227
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.294
_diffrn_reflns_theta_max         68.230
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2581
_reflns_number_gt                2464
_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       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        CrystalStructure
_computing_structure_solution    SIR97
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0398P)²+44.2515P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refU
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2581
_refine_ls_number_parameters     228
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0464
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1164
_refine_ls_wR_factor_gt          0.1153
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_restrained_S_all      1.144
_refine_ls_shift/su_max          0.414
_refine_ls_shift/su_mean         0.002

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
C1 C 0.87639(12) 0.2202(6) -0.02776(19) 0.0301(10) Uani 1 1 d . . . . .
H1 H 0.8963 0.1792 -0.0562 0.016(11) Uiso 1 1 d R . . . .
C2 C 0.83683(13) 0.1917(7) -0.0430(2) 0.0377(12) Uani 1 1 d . . . . .
H2 H 0.8295 0.1321 -0.0811 0.052(16) Uiso 1 1 d R . . . .
C3 C 0.80722(12) 0.2494(8) -0.0020(2) 0.0393(12) Uani 1 1 d . . . . .
C4 C 0.81901(13) 0.3362(7) 0.0535(2) 0.0378(13) Uani 1 1 d . . . . .
H3 H 0.7991 0.3772 0.0820 0.043(15) Uiso 1 1 d R . . . .
C5 C 0.85889(12) 0.3603(6) 0.0659(2) 0.0296(10) Uani 1 1 d . . . . .
H4 H 0.8662 0.4199 0.1040 0.016(10) Uiso 1 1 d R . . . .
C6 C 0.76504(13) 0.2244(8) -0.0180(2) 0.0453(14) Uani 1 1 d D . . . .
C7 C 0.96411(10) 0.2509(5) 0.24748(17) 0.0163(7) Uani 1 1 d . . . . .
C8 C 1.0000 0.2694(7) 0.2151(2) 0.0166(10) Uani 1 2 d S T P . .
H7 H 1.0000 0.2942 0.1700 -0.001(11) Uiso 1 2 d R . P . .
C9 C 1.03582(10) 0.7124(5) 0.18627(17) 0.0157(7) Uani 1 1 d . . . . .
H6 H 1.0601 0.6988 0.1639 0.024(11) Uiso 1 1 d R . . . .
C10 C 1.0000 0.6930(7) 0.1533(2) 0.0153(10) Uani 1 2 d S T P . .
Cu1 Cu 0.94524(2) 0.33315(7) 0.05044(2) 0.01501(18) Uani 1 1 d . . . . .
N1 N 0.88762(9) 0.3028(5) 0.02601(15) 0.0230(7) Uani 1 1 d . . . . .
O1 O 0.93048(7) 0.3707(3) 0.13967(11) 0.0174(5) Uani 1 1 d . . . . .
O2 O 0.90662(8) 0.0944(4) 0.17795(12) 0.0208(6) Uani 1 1 d D . . . .
O3 O 0.88838(7) 0.3573(4) 0.24241(12) 0.0205(6) Uani 1 1 d . . . . .
O4 O 1.0000 0.4286(5) 0.06941(16) 0.0145(7) Uani 1 2 d S T P . .
O5 O 0.96162(7) 0.3129(3) -0.03992(11) 0.0184(6) Uani 1 1 d . . . . .
O6 O 0.95914(9) 0.0599(4) 0.06995(14) 0.0285(7) Uani 1 1 d D . . . .
O7WA O 0.8077(2) 0.3008(16) 0.2496(5) 0.067(4) Uani 0.509(16) 1 d . . P . .
O7WB O 0.8086(2) 0.4365(19) 0.2372(6) 0.075(4) Uani 0.491(16) 1 d . . P . .
O8WA O 0.7508(4) 0.456(2) 0.1680(5) 0.096(5) Uani 0.509(16) 1 d . . P . .
O8WB O 0.7445(4) 0.302(3) 0.1739(5) 0.103(6) Uani 0.491(16) 1 d . . P . .
P1 P 0.91955(3) 0.27588(13) 0.20077(4) 0.0157(2) Uani 1 1 d . . . . .
P2 P 1.0000 0.62468(17) 0.07011(6) 0.0123(3) Uani 1 2 d S T P . .
H5 H 0.761(4) 0.199(13) -0.0626(13) 0.27(8) Uiso 1 1 d D . . . .
H8 H 0.8982(13) 0.021(4) 0.2040(15) 0.042(15) Uiso 1 1 d D . . . .
H9 H 0.9476(13) 0.044(8) 0.1126(10) 0.08(2) Uiso 1 1 d D . . . .
H10 H 0.9875(5) 0.047(19) 0.075(3) 0.41(10) Uiso 1 1 d D . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.342(5) . ?
C1 C2 1.389(6) . ?
C1 H1 0.9489 . ?
C2 C3 1.385(7) . ?
C2 H2 0.9491 . ?
C3 C4 1.394(7) . ?
C3 C6 1.473(6) . ?
C4 C5 1.382(6) . ?
C4 H3 0.9483 . ?
C5 N1 1.350(5) . ?
C5 H4 0.9491 . ?
C6 C6 1.321(10) 13_655 ?
C6 H5 0.9500(12) . ?
C7 C8 1.390(4) . ?
C7 C9 1.398(5) 4_745 ?
C7 P1 1.795(3) . ?
C8 C7 1.390(4) 11_755 ?
C8 H7 0.9493 . ?
C9 C10 1.394(4) . ?
C9 C7 1.398(5) 4_755 ?
C9 H6 0.9469 . ?
C10 C9 1.394(4) 11_755 ?
C10 P2 1.797(5) . ?
Cu1 O1 1.927(2) . ?
Cu1 O5 1.947(2) . ?
Cu1 N1 2.022(3) . ?
Cu1 O4 2.0341(16) . ?
Cu1 O6 2.258(3) . ?
Cu1 P2 2.9904(12) . ?
Cu1 Cu1 3.3690(10) 3_565 ?
O1 P1 1.512(3) . ?
O2 P1 1.579(3) . ?
O2 H8 0.8400(11) . ?
O3 P1 1.503(3) . ?
O4 P2 1.558(4) . ?
O4 Cu1 2.0340(16) 11_755 ?
O5 P2 1.519(3) 9_765 ?
O6 H9 0.9699(11) . ?
O6 H10 0.9700(11) . ?
O7WA O7WB 1.108(12) . ?
O8WA O8WB 1.248(17) . ?
P2 O5 1.519(3) 3_565 ?
P2 O5 1.519(3) 9_765 ?
P2 Cu1 2.9904(12) 11_755 ?

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
N1 C1 C2 122.5(4) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.9 . . ?
C3 C2 C1 120.0(4) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 121.1 . . ?
C2 C3 C4 117.3(4) . . ?
C2 C3 C6 121.0(5) . . ?
C4 C3 C6 121.7(5) . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 H3 121.7 . . ?
C3 C4 H3 118.4 . . ?
N1 C5 C4 122.6(4) . . ?
N1 C5 H4 119.0 . . ?
C4 C5 H4 118.4 . . ?
C6 C6 C3 125.0(6) 13_655 . ?
C6 C6 H5 119(8) 13_655 . ?
C3 C6 H5 113(8) . . ?
C8 C7 C9 119.3(3) . 4_745 ?
C8 C7 P1 117.4(3) . . ?
C9 C7 P1 123.3(3) 4_745 . ?
C7 C8 C7 121.1(5) . 11_755 ?
C7 C8 H7 119.4 . . ?
C7 C8 H7 119.4 11_755 . ?
C10 C9 C7 120.1(3) . 4_755 ?
C10 C9 H6 120.1 . . ?
C7 C9 H6 119.9 4_755 . ?
C9 C10 C9 120.1(4) 11_755 . ?
C9 C10 P2 119.8(2) 11_755 . ?
C9 C10 P2 119.8(2) . . ?
O1 Cu1 O5 175.60(12) . . ?
O1 Cu1 N1 90.42(12) . . ?
O5 Cu1 N1 91.43(12) . . ?
O1 Cu1 O4 89.63(12) . . ?
O5 Cu1 O4 87.52(12) . . ?
N1 Cu1 O4 164.74(14) . . ?
O1 Cu1 O6 91.90(11) . . ?
O5 Cu1 O6 91.82(11) . . ?
N1 Cu1 O6 97.42(13) . . ?
O4 Cu1 O6 97.83(12) . . ?
O1 Cu1 P2 84.85(8) . . ?
O5 Cu1 P2 91.05(8) . . ?
N1 Cu1 P2 136.02(11) . . ?
O4 Cu1 P2 28.89(10) . . ?
O6 Cu1 P2 126.38(8) . . ?
O1 Cu1 Cu1 117.76(8) . 3_565 ?
O5 Cu1 Cu1 58.39(8) . 3_565 ?
N1 Cu1 Cu1 86.59(10) . 3_565 ?
O4 Cu1 Cu1 79.90(10) . 3_565 ?
O6 Cu1 Cu1 150.11(8) . 3_565 ?
P2 Cu1 Cu1 58.23(3) . 3_565 ?
C1 N1 C5 117.7(3) . . ?
C1 N1 Cu1 122.3(3) . . ?
C5 N1 Cu1 119.9(3) . . ?
P1 O1 Cu1 141.16(18) . . ?
P1 O2 H8 122(3) . . ?
P2 O4 Cu1 112.02(10) . 11_755 ?
P2 O4 Cu1 112.02(10) . . ?
Cu1 O4 Cu1 130.38(18) 11_755 . ?
P2 O5 Cu1 127.27(15) 9_765 . ?
Cu1 O6 H9 102(4) . . ?
Cu1 O6 H10 109(9) . . ?
H9 O6 H10 106.1(5) . . ?
O3 P1 O1 115.49(16) . . ?
O3 P1 O2 111.72(15) . . ?
O1 P1 O2 105.98(14) . . ?
O3 P1 C7 109.11(16) . . ?
O1 P1 C7 107.28(16) . . ?
O2 P1 C7 106.83(16) . . ?
O5 P2 O5 116.9(2) 3_565 9_765 ?
O5 P2 O4 108.83(13) 3_565 . ?
O5 P2 O4 108.83(13) 9_765 . ?
O5 P2 C10 106.95(13) 3_565 . ?
O5 P2 C10 106.95(13) 9_765 . ?
O4 P2 C10 108.1(2) . . ?
O5 P2 Cu1 136.35(12) 3_565 11_755 ?
O5 P2 Cu1 70.83(11) 9_765 11_755 ?
O4 P2 Cu1 39.09(3) . 11_755 ?
C10 P2 Cu1 111.30(13) . 11_755 ?
O5 P2 Cu1 70.83(11) 3_565 . ?
O5 P2 Cu1 136.35(12) 9_765 . ?
O4 P2 Cu1 39.10(3) . . ?
C10 P2 Cu1 111.30(13) . . ?
Cu1 P2 Cu1 76.26(4) 11_755 . ?

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
N1 C1 C2 C3 0.0(8) . . . . ?
C1 C2 C3 C4 0.4(8) . . . . ?
C1 C2 C3 C6 178.4(5) . . . . ?
C2 C3 C4 C5 -0.5(8) . . . . ?
C6 C3 C4 C5 -178.5(5) . . . . ?
C3 C4 C5 N1 0.1(8) . . . . ?
C2 C3 C6 C6 -179.8(7) . . . 13_655 ?
C4 C3 C6 C6 -1.8(11) . . . 13_655 ?
C9 C7 C8 C7 -0.2(8) 4_745 . . 11_755 ?
P1 C7 C8 C7 -179.5(3) . . . 11_755 ?
C7 C9 C10 C9 0.1(8) 4_755 . . 11_755 ?
C7 C9 C10 P2 -174.3(3) 4_755 . . . ?
C2 C1 N1 C5 -0.4(7) . . . . ?
C2 C1 N1 Cu1 176.7(4) . . . . ?
C4 C5 N1 C1 0.4(7) . . . . ?
C4 C5 N1 Cu1 -176.8(4) . . . . ?
Cu1 O1 P1 O3 -143.7(2) . . . . ?
Cu1 O1 P1 O2 -19.4(3) . . . . ?
Cu1 O1 P1 C7 94.4(3) . . . . ?
C8 C7 P1 O3 -144.9(3) . . . . ?
C9 C7 P1 O3 35.8(4) 4_745 . . . ?
C8 C7 P1 O1 -19.1(4) . . . . ?
C9 C7 P1 O1 161.6(3) 4_745 . . . ?
C8 C7 P1 O2 94.1(4) . . . . ?
C9 C7 P1 O2 -85.1(3) 4_745 . . . ?
Cu1 O4 P2 O5 142.44(15) 11_755 . . 3_565 ?
Cu1 O4 P2 O5 -14.1(2) . . . 3_565 ?
Cu1 O4 P2 O5 14.1(2) 11_755 . . 9_765 ?
Cu1 O4 P2 O5 -142.44(15) . . . 9_765 ?
Cu1 O4 P2 C10 -101.73(14) 11_755 . . . ?
Cu1 O4 P2 C10 101.73(14) . . . . ?
Cu1 O4 P2 Cu1 -156.5(3) . . . 11_755 ?
Cu1 O4 P2 Cu1 156.5(3) 11_755 . . . ?
C9 C10 P2 O5 29.8(5) 11_755 . . 3_565 ?
C9 C10 P2 O5 -155.7(4) . . . 3_565 ?
C9 C10 P2 O5 155.7(4) 11_755 . . 9_765 ?
C9 C10 P2 O5 -29.8(5) . . . 9_765 ?
C9 C10 P2 O4 -87.2(4) 11_755 . . . ?
C9 C10 P2 O4 87.2(4) . . . . ?
C9 C10 P2 Cu1 -128.7(4) 11_755 . . 11_755 ?
C9 C10 P2 Cu1 45.7(4) . . . 11_755 ?
C9 C10 P2 Cu1 -45.7(4) 11_755 . . . ?
C9 C10 P2 Cu1 128.7(4) . . . . ?

_refine_diff_density_max         0.761
_refine_diff_density_min         -0.737
_refine_diff_density_rms         0.111

_shelxl_version_number           2013-4

