# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1045512'
_audit_update_record             
;
2015-01-26 deposited with the CCDC.
2015-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C6 H6 Co N O3 P'
_chemical_formula_sum            'C6 H6 Co N O3 P'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            blue

_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         230.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.1360(3)
_cell_length_b                   8.5816(5)
_cell_length_c                   8.6869(5)
_cell_angle_alpha                76.136(4)
_cell_angle_beta                 87.027(4)
_cell_angle_gamma                83.209(4)
_cell_volume                     369.00(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    2948
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      31.46
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.070
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             230
_exptl_absorpt_coefficient_mu    2.499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6906
_exptl_absorpt_correction_T_max  0.8645
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5294
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0255
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         25.99
_reflns_number_total             1434
_reflns_number_gt                1280
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0379P)²+0.8353P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1434
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0737
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.002
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.70885(8) -0.12816(5) 0.65613(5) 0.01491(14) Uani 1 1 d . . .
P1 P 0.21123(15) 0.03152(9) 0.72466(9) 0.01430(19) Uani 1 1 d . . .
O1 O 0.3763(4) -0.1311(3) 0.7808(3) 0.0180(5) Uani 1 1 d . . .
O3 O -0.0803(4) 0.0167(3) 0.7226(3) 0.0227(5) Uani 1 1 d . . .
C1 C 0.2564(6) 0.1525(4) 0.8640(4) 0.0162(6) Uani 1 1 d . . .
H1A H 0.1881 0.1006 0.9675 0.019 Uiso 1 1 calc R . .
H1B H 0.4425 0.1570 0.8735 0.019 Uiso 1 1 calc R . .
C2 C 0.1227(6) 0.3213(4) 0.8156(4) 0.0170(6) Uani 1 1 d . . .
C3 C 0.2305(6) 0.4375(4) 0.6952(4) 0.0193(7) Uani 1 1 d . . .
H3 H 0.3858 0.4098 0.6433 0.023 Uiso 1 1 calc R . .
C4 C 0.1069(6) 0.5922(4) 0.6536(4) 0.0210(7) Uani 1 1 d . . .
H4 H 0.1812 0.6673 0.5730 0.025 Uiso 1 1 calc R . .
C5 C -0.2217(6) 0.5281(4) 0.8397(4) 0.0187(7) Uani 1 1 d . . .
H5 H -0.3775 0.5589 0.8894 0.022 Uiso 1 1 calc R . .
C6 C -0.1103(6) 0.3702(4) 0.8879(4) 0.0188(7) Uani 1 1 d . . .
H6 H -0.1903 0.2974 0.9679 0.023 Uiso 1 1 calc R . .
N1 N -0.1177(5) 0.6393(3) 0.7254(3) 0.0171(5) Uani 1 1 d . . .
O2 O 0.3212(5) 0.1221(3) 0.5667(3) 0.0235(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Co1 0.0141(2) 0.0140(2) 0.0172(2) -0.00556(16) -0.00013(16) -0.00012(15)
P1 0.0133(4) 0.0131(4) 0.0171(4) -0.0058(3) -0.0013(3) 0.0009(3)
O1 0.0164(11) 0.0130(11) 0.0238(12) -0.0046(9) -0.0010(9) 0.0022(8)
O3 0.0127(11) 0.0233(12) 0.0363(14) -0.0154(10) -0.0031(10) 0.0004(9)
C1 0.0172(15) 0.0161(15) 0.0159(15) -0.0054(12) -0.0047(13) 0.0013(12)
C2 0.0171(15) 0.0193(16) 0.0171(15) -0.0089(12) -0.0061(13) -0.0002(12)
C3 0.0161(15) 0.0180(15) 0.0244(17) -0.0082(13) 0.0024(13) 0.0015(12)
C4 0.0205(16) 0.0190(16) 0.0240(17) -0.0070(13) 0.0001(14) -0.0006(13)
C5 0.0154(15) 0.0215(16) 0.0208(16) -0.0093(13) -0.0004(13) 0.0009(13)
C6 0.0196(16) 0.0176(15) 0.0199(16) -0.0053(12) -0.0013(13) -0.0020(12)
N1 0.0169(13) 0.0148(13) 0.0199(13) -0.0059(10) -0.0020(11) 0.0017(10)
O2 0.0334(13) 0.0203(12) 0.0183(12) -0.0070(9) 0.0018(10) -0.0045(10)

_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
Co1 O2 1.937(2) 2_656 ?
Co1 O3 1.944(2) 1_655 ?
Co1 O1 1.974(2) . ?
Co1 N1 2.049(3) 1_645 ?
P1 O3 1.519(2) . ?
P1 O2 1.523(2) . ?
P1 O1 1.530(2) . ?
P1 C1 1.812(3) . ?
O3 Co1 1.944(2) 1_455 ?
C1 C2 1.500(4) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C6 1.390(4) . ?
C2 C3 1.402(5) . ?
C3 C4 1.375(4) . ?
C3 H3 0.9300 . ?
C4 N1 1.349(4) . ?
C4 H4 0.9300 . ?
C5 N1 1.339(4) . ?
C5 C6 1.382(4) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
N1 Co1 2.049(3) 1_465 ?
O2 Co1 1.937(2) 2_656 ?

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
O2 Co1 O3 120.64(10) 2_656 1_655 ?
O2 Co1 O1 115.65(10) 2_656 . ?
O3 Co1 O1 107.94(9) 1_655 . ?
O2 Co1 N1 97.60(10) 2_656 1_645 ?
O3 Co1 N1 109.50(10) 1_655 1_645 ?
O1 Co1 N1 103.49(10) . 1_645 ?
O3 P1 O2 113.50(14) . . ?
O3 P1 O1 113.14(13) . . ?
O2 P1 O1 109.73(13) . . ?
O3 P1 C1 107.40(14) . . ?
O2 P1 C1 105.34(14) . . ?
O1 P1 C1 107.21(13) . . ?
P1 O1 Co1 108.65(12) . . ?
P1 O3 Co1 135.20(14) . 1_455 ?
C2 C1 P1 112.9(2) . . ?
C2 C1 H1A 109.0 . . ?
P1 C1 H1A 109.0 . . ?
C2 C1 H1B 109.0 . . ?
P1 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C6 C2 C3 117.1(3) . . ?
C6 C2 C1 122.0(3) . . ?
C3 C2 C1 120.9(3) . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
N1 C4 C3 122.5(3) . . ?
N1 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
N1 C5 C6 123.6(3) . . ?
N1 C5 H5 118.2 . . ?
C6 C5 H5 118.2 . . ?
C5 C6 C2 119.3(3) . . ?
C5 C6 H6 120.4 . . ?
C2 C6 H6 120.4 . . ?
C5 N1 C4 117.4(3) . . ?
C5 N1 Co1 122.3(2) . 1_465 ?
C4 N1 Co1 120.2(2) . 1_465 ?
P1 O2 Co1 137.51(15) . 2_656 ?

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 O1 Co1 142.76(13) . . . . ?
O2 P1 O1 Co1 14.89(16) . . . . ?
C1 P1 O1 Co1 -99.02(15) . . . . ?
O2 Co1 O1 P1 -67.66(15) 2_656 . . . ?
O3 Co1 O1 P1 70.90(14) 1_655 . . . ?
N1 Co1 O1 P1 -173.09(12) 1_645 . . . ?
O2 P1 O3 Co1 83.1(2) . . . 1_455 ?
O1 P1 O3 Co1 -42.8(3) . . . 1_455 ?
C1 P1 O3 Co1 -160.9(2) . . . 1_455 ?
O3 P1 C1 C2 -63.0(3) . . . . ?
O2 P1 C1 C2 58.3(3) . . . . ?
O1 P1 C1 C2 175.1(2) . . . . ?
P1 C1 C2 C6 103.9(3) . . . . ?
P1 C1 C2 C3 -76.6(3) . . . . ?
C6 C2 C3 C4 0.3(5) . . . . ?
C1 C2 C3 C4 -179.2(3) . . . . ?
C2 C3 C4 N1 0.4(5) . . . . ?
N1 C5 C6 C2 0.1(5) . . . . ?
C3 C2 C6 C5 -0.5(5) . . . . ?
C1 C2 C6 C5 179.0(3) . . . . ?
C6 C5 N1 C4 0.6(5) . . . . ?
C6 C5 N1 Co1 179.5(2) . . . 1_465 ?
C3 C4 N1 C5 -0.8(5) . . . . ?
C3 C4 N1 Co1 -179.7(2) . . . 1_465 ?
O3 P1 O2 Co1 -43.3(3) . . . 2_656 ?
O1 P1 O2 Co1 84.3(2) . . . 2_656 ?
C1 P1 O2 Co1 -160.5(2) . . . 2_656 ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.99
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.667
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.087

####################################################################### 
# 
# 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 1045514'
_audit_update_record             
;
2015-01-26 deposited with the CCDC.
2015-10-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C6 H8 Cu N O4 P'
_chemical_formula_sum            'C6 H8 Cu N O4 P'
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            blue

_diffrn_ambient_temperature      296(2)
_chemical_formula_weight         252.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_int_tables_number      61
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.6107(6)
_cell_length_b                   9.9794(7)
_cell_length_c                   18.6737(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1604.62(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    3125
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      30.48
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.092
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    2.898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4573
_exptl_absorpt_correction_T_max  0.7604
_exptl_absorpt_process_details   'SADABS(Bruker, 2000)'

_exptl_special_details           
; 
 ? 
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10154
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0301
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.31
_diffrn_reflns_theta_max         30.60
_reflns_number_total             2457
_reflns_number_gt                2088
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0355P)²+0.8963P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2457
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0708
_refine_ls_wR_factor_gt          0.0673
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.15666(3) 0.61157(2) 0.814188(11) 0.01190(7) Uani 1 1 d . . .
P1 P -0.04079(5) 0.80304(5) 0.71186(2) 0.01152(10) Uani 1 1 d . . .
C1 C 0.1722(3) 0.9463(2) 0.48104(11) 0.0216(4) Uani 1 1 d . . .
H1 H 0.2194 1.0258 0.4669 0.026 Uiso 1 1 calc R . .
C2 C 0.1740(3) 0.9128(2) 0.55309(11) 0.0228(4) Uani 1 1 d . . .
H2 H 0.2215 0.9694 0.5861 0.027 Uiso 1 1 calc R . .
C3 C 0.1049(2) 0.7949(2) 0.57580(10) 0.0196(4) Uani 1 1 d . . .
C4 C 0.0318(3) 0.7170(2) 0.52409(10) 0.0240(4) Uani 1 1 d . . .
H4 H -0.0188 0.6383 0.5370 0.029 Uiso 1 1 calc R . .
C5 C 0.0350(3) 0.7577(2) 0.45327(11) 0.0233(4) Uani 1 1 d . . .
H5 H -0.0147 0.7045 0.4194 0.028 Uiso 1 1 calc R . .
C6 C 0.1129(2) 0.7484(2) 0.65227(10) 0.0220(4) Uani 1 1 d . . .
H6A H 0.2111 0.7782 0.6722 0.026 Uiso 1 1 calc R . .
H6B H 0.1141 0.6512 0.6523 0.026 Uiso 1 1 calc R . .
N1 N 0.1057(2) 0.86944(17) 0.43094(9) 0.0197(3) Uani 1 1 d . . .
O1 O -0.00880(17) 0.73217(13) 0.78227(7) 0.0160(3) Uani 1 1 d . . .
O2 O -0.03154(17) 0.95574(13) 0.71952(7) 0.0196(3) Uani 1 1 d . . .
O3 O -0.19727(16) 0.76523(14) 0.67941(7) 0.0163(3) Uani 1 1 d . . .
O4 O 0.33880(16) 0.49537(14) 0.83095(7) 0.0176(3) Uani 1 1 d . . .
H4A H 0.2978 0.4289 0.8522 0.021 Uiso 1 1 d R . .
H4B H 0.3983 0.4884 0.7948 0.021 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.01392(12) 0.00907(11) 0.01271(12) 0.00024(7) -0.00065(8) 0.00004(8)
P1 0.0125(2) 0.0095(2) 0.0126(2) 0.00095(15) -0.00061(16) -0.00016(16)
C1 0.0245(10) 0.0213(10) 0.0192(9) -0.0003(7) 0.0040(8) -0.0023(8)
C2 0.0240(10) 0.0270(10) 0.0172(9) -0.0046(8) -0.0012(8) -0.0030(9)
C3 0.0171(9) 0.0275(10) 0.0141(8) 0.0002(7) 0.0025(7) 0.0057(8)
C4 0.0261(11) 0.0268(11) 0.0190(9) 0.0033(8) 0.0031(8) -0.0063(9)
C5 0.0262(11) 0.0283(11) 0.0153(8) -0.0020(8) 0.0001(8) -0.0049(9)
C6 0.0178(9) 0.0320(11) 0.0162(8) 0.0039(8) 0.0028(7) 0.0061(8)
N1 0.0210(8) 0.0234(9) 0.0146(7) -0.0004(6) 0.0023(7) 0.0006(7)
O1 0.0187(7) 0.0141(6) 0.0152(6) 0.0031(5) 0.0004(5) 0.0033(5)
O2 0.0217(7) 0.0095(6) 0.0275(7) 0.0021(5) -0.0102(6) -0.0012(5)
O3 0.0144(6) 0.0108(6) 0.0236(7) -0.0010(5) -0.0035(5) -0.0008(5)
O4 0.0180(7) 0.0114(6) 0.0235(7) -0.0016(5) 0.0016(5) 0.0003(5)

_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 1.9579(14) . ?
Cu1 O4 1.9755(14) . ?
Cu1 O3 1.9869(14) 6_657 ?
Cu1 O2 1.9938(14) 3_546 ?
Cu1 N1 2.2320(17) 7_576 ?
P1 O1 1.5181(13) . ?
P1 O3 1.5248(15) . ?
P1 O2 1.5326(14) . ?
P1 C6 1.813(2) . ?
C1 N1 1.338(3) . ?
C1 C2 1.386(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.385(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.390(3) . ?
C3 C6 1.503(3) . ?
C4 C5 1.384(3) . ?
C4 H4 0.9300 . ?
C5 N1 1.337(3) . ?
C5 H5 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
N1 Cu1 2.2320(17) 7_575 ?
O2 Cu1 1.9938(13) 3_556 ?
O3 Cu1 1.9869(14) 6_557 ?
O4 H4A 0.8499 . ?
O4 H4B 0.8495 . ?

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 O4 170.67(6) . . ?
O1 Cu1 O3 90.26(6) . 6_657 ?
O4 Cu1 O3 86.61(6) . 6_657 ?
O1 Cu1 O2 89.43(6) . 3_546 ?
O4 Cu1 O2 91.22(6) . 3_546 ?
O3 Cu1 O2 164.37(6) 6_657 3_546 ?
O1 Cu1 N1 95.86(6) . 7_576 ?
O4 Cu1 N1 92.93(6) . 7_576 ?
O3 Cu1 N1 90.01(6) 6_657 7_576 ?
O2 Cu1 N1 105.57(6) 3_546 7_576 ?
O1 P1 O3 112.91(8) . . ?
O1 P1 O2 111.90(8) . . ?
O3 P1 O2 109.21(8) . . ?
O1 P1 C6 105.01(9) . . ?
O3 P1 C6 109.07(9) . . ?
O2 P1 C6 108.56(10) . . ?
N1 C1 C2 123.1(2) . . ?
N1 C1 H1 118.5 . . ?
C2 C1 H1 118.5 . . ?
C3 C2 C1 119.79(19) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 117.18(18) . . ?
C2 C3 C6 122.26(19) . . ?
C4 C3 C6 120.5(2) . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 123.5(2) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C3 C6 P1 117.19(15) . . ?
C3 C6 H6A 108.0 . . ?
P1 C6 H6A 108.0 . . ?
C3 C6 H6B 108.0 . . ?
P1 C6 H6B 108.0 . . ?
H6A C6 H6B 107.2 . . ?
C5 N1 C1 117.04(17) . . ?
C5 N1 Cu1 117.71(13) . 7_575 ?
C1 N1 Cu1 123.37(14) . 7_575 ?
P1 O1 Cu1 133.01(8) . . ?
P1 O2 Cu1 135.88(8) . 3_556 ?
P1 O3 Cu1 136.59(9) . 6_557 ?
Cu1 O4 H4A 101.7 . . ?
Cu1 O4 H4B 113.6 . . ?
H4A O4 H4B 123.9 . . ?

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 0.1(3) . . . . ?
C1 C2 C3 C4 -1.9(3) . . . . ?
C1 C2 C3 C6 175.6(2) . . . . ?
C2 C3 C4 C5 1.8(3) . . . . ?
C6 C3 C4 C5 -175.7(2) . . . . ?
C3 C4 C5 N1 0.1(4) . . . . ?
C2 C3 C6 P1 90.2(2) . . . . ?
C4 C3 C6 P1 -92.4(2) . . . . ?
O1 P1 C6 C3 175.56(16) . . . . ?
O3 P1 C6 C3 54.3(2) . . . . ?
O2 P1 C6 C3 -64.62(19) . . . . ?
C4 C5 N1 C1 -2.0(3) . . . . ?
C4 C5 N1 Cu1 162.93(18) . . . 7_575 ?
C2 C1 N1 C5 1.9(3) . . . . ?
C2 C1 N1 Cu1 -162.12(17) . . . 7_575 ?
O3 P1 O1 Cu1 120.94(11) . . . . ?
O2 P1 O1 Cu1 -115.35(12) . . . . ?
C6 P1 O1 Cu1 2.23(15) . . . . ?
O3 Cu1 O1 P1 74.48(12) 6_657 . . . ?
O2 Cu1 O1 P1 -89.89(12) 3_546 . . . ?
N1 Cu1 O1 P1 164.52(12) 7_576 . . . ?
O1 P1 O2 Cu1 -136.32(12) . . . 3_556 ?
O3 P1 O2 Cu1 -10.56(15) . . . 3_556 ?
C6 P1 O2 Cu1 108.25(14) . . . 3_556 ?
O1 P1 O3 Cu1 -23.72(15) . . . 6_557 ?
O2 P1 O3 Cu1 -148.89(11) . . . 6_557 ?
C6 P1 O3 Cu1 92.61(14) . . . 6_557 ?

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
O4 H4A O3 0.85 1.94 2.607(2) 134.4 3_546
O4 H4B O2 0.85 1.84 2.6907(19) 174.2 8_655

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        30.60
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.756
_refine_diff_density_rms         0.087

