# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1872661'
_audit_update_record             
;
2018-10-14 deposited with the CCDC.
2018-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H24 Co N O9.50 P2'
_chemical_formula_weight         539.26

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 '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                   16.6555(15)
_cell_length_b                   5.7443(5)
_cell_length_c                   22.1480(16)
_cell_angle_alpha                90
_cell_angle_beta                 94.497(5)
_cell_angle_gamma                90
_cell_volume                     2112.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    1951
_cell_measurement_theta_min      2.6612
_cell_measurement_theta_max      51.0414

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    8.321
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6074
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13787
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_av_R_equivalents  0.0923
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.004
_diffrn_reflns_theta_max         52.703
_diffrn_reflns_theta_full        52.703
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2411
_reflns_number_gt                1860
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0458P)²+14.3991P] 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         2411
_refine_ls_number_parameters     317
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0983
_refine_ls_R_factor_gt           0.0729
_refine_ls_wR_factor_ref         0.1787
_refine_ls_wR_factor_gt          0.1624
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.190
_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
Co1 Co 0.16084(11) 0.1208(3) 0.45977(6) 0.0693(7) Uani 1 1 d . . . . .
C1 C 0.3151(5) 0.5540(14) 0.3166(3) 0.039(2) Uani 1 1 d . . . . .
C2 C 0.3616(5) 0.7331(15) 0.2974(4) 0.047(2) Uani 1 1 d . . . . .
H2 H 0.3363 0.8619 0.2789 0.056 Uiso 1 1 calc R U . . .
C3 C 0.4445(5) 0.7277(14) 0.3048(4) 0.046(2) Uani 1 1 d . . . . .
H3 H 0.4733 0.8532 0.2911 0.055 Uiso 1 1 calc R U . . .
C4 C 0.4867(5) 0.5410(14) 0.3320(3) 0.0348(19) Uani 1 1 d . . . . .
C5 C 0.4391(5) 0.3595(15) 0.3515(4) 0.047(2) Uani 1 1 d . . . . .
H5 H 0.4641 0.2298 0.3697 0.057 Uiso 1 1 calc R U . . .
C6 C 0.3559(5) 0.3676(15) 0.3444(4) 0.050(2) Uani 1 1 d . . . . .
H6 H 0.3265 0.2444 0.3586 0.059 Uiso 1 1 calc R U . . .
C7 C 0.2257(4) 0.5612(18) 0.3055(4) 0.057(3) Uani 1 1 d . . . . .
H7A H 0.2146 0.5094 0.2640 0.068 Uiso 1 1 calc R U . A 1
H7B H 0.2119 0.7252 0.3057 0.068 Uiso 1 1 calc R U . A 1
C8 C 0.5761(5) 0.5338(14) 0.3382(3) 0.037(2) Uani 1 1 d . . . . .
C9 C 0.6218(5) 0.7140(18) 0.3175(4) 0.059(3) Uani 1 1 d . . . . .
H9 H 0.5959 0.8448 0.3006 0.071 Uiso 1 1 calc R U . . .
C10 C 0.7043(5) 0.7050(19) 0.3211(4) 0.064(3) Uani 1 1 d . . . . .
H10 H 0.7325 0.8285 0.3058 0.077 Uiso 1 1 calc R U . . .
C11 C 0.7468(5) 0.5193(17) 0.3466(4) 0.047(2) Uani 1 1 d . . . . .
C12 C 0.7019(5) 0.3414(15) 0.3692(4) 0.056(3) Uani 1 1 d . . . . .
H12 H 0.7284 0.2140 0.3874 0.067 Uiso 1 1 calc R U . . .
C13 C 0.6192(5) 0.3479(15) 0.3653(4) 0.052(2) Uani 1 1 d . . . . .
H13 H 0.5912 0.2252 0.3812 0.062 Uiso 1 1 calc R U . . .
C14 C 0.8377(5) 0.5089(18) 0.3500(4) 0.063(3) Uani 1 1 d . . . . .
H14A H 0.8553 0.5485 0.3105 0.076 Uiso 1 1 calc R U . . .
H14B H 0.8544 0.3500 0.3589 0.076 Uiso 1 1 calc R U . . .
C15 C 0.3328(8) 0.2211(18) 0.5071(4) 0.071(3) Uani 1 1 d . . . . .
H15 H 0.3079 0.3536 0.5209 0.086 Uiso 1 1 calc R U . . .
C16 C 0.4146(8) 0.2034(17) 0.5166(4) 0.072(3) Uani 1 1 d . . . . .
H16 H 0.4434 0.3223 0.5369 0.086 Uiso 1 1 calc R U . . .
C17 C 0.4557(6) 0.0106(17) 0.4965(4) 0.065(3) Uani 1 1 d . . . . .
C18 C 0.4061(8) -0.1575(19) 0.4676(5) 0.086(3) Uani 1 1 d . U . . .
H18 H 0.4291 -0.2916 0.4529 0.103 Uiso 1 1 calc R U . . .
C19 C 0.3249(8) -0.1296(18) 0.4605(5) 0.082(3) Uani 1 1 d . U . . .
H19 H 0.2941 -0.2479 0.4417 0.099 Uiso 1 1 calc R U . . .
N1 N 0.2871(5) 0.0594(13) 0.4791(3) 0.065(2) Uani 1 1 d . . . . .
O1 O 0.1852(3) 0.4272(12) 0.4161(3) 0.072(2) Uani 1 1 d . . . . .
O2 O 0.0800(3) 0.5845(10) 0.3374(2) 0.0466(15) Uani 1 1 d . . . . .
H2A H 0.0623 0.5236 0.3687 0.056 Uiso 1 1 d R U . B .
O4 O 0.8437(3) 0.6937(9) 0.4620(2) 0.0425(14) Uani 1 1 d . . . . .
O5 O 0.9723(3) 0.5997(14) 0.4156(3) 0.081(2) Uani 1 1 d . . . . .
H5A H 1.0035 0.6845 0.4385 0.097 Uiso 1 1 d R U . . .
O6 O 0.8911(6) 0.9391(11) 0.3781(3) 0.101(3) Uani 1 1 d . U . . .
O7 O 0.1342(5) -0.1991(13) 0.4967(4) 0.127(3) Uani 1 1 d . U . . .
H7D H 0.1442 -0.2002 0.5349 0.152 Uiso 1 1 d R U . . .
H7C H 0.1593 -0.3099 0.4810 0.152 Uiso 1 1 d R U . . .
O8 O 0.0340(5) 0.1579(15) 0.4453(3) 0.116(3) Uani 1 1 d . U . . .
H8B H 0.0133 0.0513 0.4225 0.140 Uiso 1 1 d R U . . .
H8A H 0.0213 0.2902 0.4303 0.140 Uiso 1 1 d R U . . .
O9 O 0.9744(5) 0.0953(16) 0.2897(3) 0.119(3) Uani 1 1 d . . . . .
H9A H 1.0124 0.1687 0.2747 0.143 Uiso 1 1 d R U . . .
H9B H 0.9945 0.0271 0.3215 0.143 Uiso 1 1 d R U . . .
P1 P 0.1582(2) 0.4331(7) 0.34341(18) 0.0328(15) Uani 0.497(6) 1 d . . P B 1
O3 O 0.1476(7) 0.1940(18) 0.3086(4) 0.047(3) Uani 0.497(6) 1 d . . P B 1
P1' P 0.1667(2) 0.6217(7) 0.37038(17) 0.0309(14) Uani 0.503(6) 1 d . . P B 2
O3' O 0.1858(6) 0.8749(17) 0.3850(4) 0.035(3) Uani 0.503(6) 1 d . U P B 2
O10 O 0.1278(6) 1.0280(19) 0.3638(5) 0.047(3) Uani 0.503(6) 1 d . . P B 2
P2 P 0.88822(13) 0.6980(4) 0.40557(9) 0.0386(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O4 2.040(5) 3_666 ?
Co1 O1 2.064(6) . ?
Co1 O7 2.074(8) . ?
Co1 O8 2.122(8) . ?
Co1 N1 2.143(9) . ?
Co1 O10 2.219(10) 1_545 ?
Co1 O3' 2.240(10) 1_545 ?
C1 C2 1.375(11) . ?
C1 C6 1.386(11) . ?
C1 C7 1.490(11) . ?
C2 C3 1.378(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.393(11) . ?
C3 H3 0.9300 . ?
C4 C5 1.398(11) . ?
C4 C8 1.485(10) . ?
C5 C6 1.384(11) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 P1 1.631(9) . ?
C7 P1' 1.837(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.385(11) . ?
C8 C13 1.397(11) . ?
C9 C10 1.371(11) . ?
C9 H9 0.9300 . ?
C10 C11 1.377(12) . ?
C10 H10 0.9300 . ?
C11 C12 1.383(12) . ?
C11 C14 1.511(11) . ?
C12 C13 1.374(11) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 P2 1.800(8) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N1 1.323(12) . ?
C15 C16 1.366(14) . ?
C15 H15 0.9300 . ?
C16 C17 1.394(13) . ?
C16 H16 0.9300 . ?
C17 C18 1.393(15) . ?
C17 C17 1.48(2) 3_656 ?
C18 C19 1.359(15) . ?
C18 H18 0.9300 . ?
C19 N1 1.336(12) . ?
C19 H19 0.9300 . ?
O1 P1' 1.522(7) . ?
O1 P1 1.637(7) . ?
O2 P1 1.563(6) . ?
O2 P1' 1.580(6) . ?
O2 H2A 0.8501 . ?
O4 P2 1.503(5) . ?
O4 Co1 2.040(5) 3_666 ?
O5 P2 1.511(6) . ?
O5 H5A 0.8500 . ?
O6 P2 1.515(7) . ?
O7 H7D 0.8502 . ?
O7 H7C 0.8500 . ?
O8 H8B 0.8500 . ?
O8 H8A 0.8500 . ?
O9 H9A 0.8500 . ?
O9 H9B 0.8500 . ?
P1 O3 1.579(11) . ?
P1 H2A 1.8094 . ?
P1' O3' 1.519(11) . ?
P1' H2A 1.8242 . ?
O3' O10 1.363(14) . ?
O3' Co1 2.240(10) 1_565 ?
O10 Co1 2.218(10) 1_565 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Co1 O1 88.6(2) 3_666 . ?
O4 Co1 O7 96.0(3) 3_666 . ?
O1 Co1 O7 175.3(3) . . ?
O4 Co1 O8 88.5(3) 3_666 . ?
O1 Co1 O8 94.2(3) . . ?
O7 Co1 O8 84.7(3) . . ?
O4 Co1 N1 91.0(3) 3_666 . ?
O1 Co1 N1 90.5(3) . . ?
O7 Co1 N1 90.7(3) . . ?
O8 Co1 N1 175.3(3) . . ?
O4 Co1 O10 156.4(3) 3_666 1_545 ?
O1 Co1 O10 78.4(3) . 1_545 ?
O7 Co1 O10 96.9(4) . 1_545 ?
O8 Co1 O10 73.1(3) . 1_545 ?
N1 Co1 O10 108.6(3) . 1_545 ?
O4 Co1 O3' 168.0(3) 3_666 1_545 ?
O1 Co1 O3' 97.8(3) . 1_545 ?
O7 Co1 O3' 77.9(3) . 1_545 ?
O8 Co1 O3' 101.1(3) . 1_545 ?
N1 Co1 O3' 78.9(3) . 1_545 ?
O10 Co1 O3' 35.6(3) 1_545 1_545 ?
C2 C1 C6 116.6(7) . . ?
C2 C1 C7 120.5(8) . . ?
C6 C1 C7 122.9(8) . . ?
C1 C2 C3 122.0(8) . . ?
C1 C2 H2 119.0 . . ?
C3 C2 H2 119.0 . . ?
C2 C3 C4 122.4(8) . . ?
C2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C3 C4 C5 115.4(7) . . ?
C3 C4 C8 121.9(7) . . ?
C5 C4 C8 122.6(7) . . ?
C6 C5 C4 121.8(8) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C1 C6 C5 121.9(8) . . ?
C1 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C1 C7 P1 128.5(7) . . ?
C1 C7 P1' 117.8(6) . . ?
C1 C7 H7A 105.2 . . ?
P1 C7 H7A 105.2 . . ?
C1 C7 H7B 105.2 . . ?
P1 C7 H7B 105.2 . . ?
H7A C7 H7B 105.9 . . ?
C9 C8 C13 115.9(7) . . ?
C9 C8 C4 121.5(7) . . ?
C13 C8 C4 122.6(7) . . ?
C10 C9 C8 121.8(9) . . ?
C10 C9 H9 119.1 . . ?
C8 C9 H9 119.1 . . ?
C9 C10 C11 122.3(9) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 H10 118.9 . . ?
C10 C11 C12 116.5(7) . . ?
C10 C11 C14 122.1(9) . . ?
C12 C11 C14 121.4(9) . . ?
C13 C12 C11 121.7(8) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C8 121.8(8) . . ?
C12 C13 H13 119.1 . . ?
C8 C13 H13 119.1 . . ?
C11 C14 P2 115.0(6) . . ?
C11 C14 H14A 108.5 . . ?
P2 C14 H14A 108.5 . . ?
C11 C14 H14B 108.5 . . ?
P2 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
N1 C15 C16 123.4(9) . . ?
N1 C15 H15 118.3 . . ?
C16 C15 H15 118.3 . . ?
C15 C16 C17 121.2(10) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C18 114.1(10) . . ?
C16 C17 C17 122.9(13) . 3_656 ?
C18 C17 C17 122.9(11) . 3_656 ?
C19 C18 C17 121.4(10) . . ?
C19 C18 H18 119.3 . . ?
C17 C18 H18 119.3 . . ?
N1 C19 C18 123.2(11) . . ?
N1 C19 H19 118.4 . . ?
C18 C19 H19 118.4 . . ?
C15 N1 C19 116.6(10) . . ?
C15 N1 Co1 119.8(7) . . ?
C19 N1 Co1 123.4(8) . . ?
P1' O1 Co1 154.2(4) . . ?
P1 O1 Co1 115.5(4) . . ?
P1 O2 H2A 92.4 . . ?
P1' O2 H2A 92.4 . . ?
P2 O4 Co1 138.7(3) . 3_666 ?
P2 O5 H5A 113.0 . . ?
Co1 O7 H7D 111.6 . . ?
Co1 O7 H7C 112.0 . . ?
H7D O7 H7C 109.8 . . ?
Co1 O8 H8B 111.7 . . ?
Co1 O8 H8A 111.4 . . ?
H8B O8 H8A 109.5 . . ?
H9A O9 H9B 107.2 . . ?
O2 P1 O3 112.5(5) . . ?
O2 P1 C7 108.0(4) . . ?
O3 P1 C7 101.3(6) . . ?
O2 P1 O1 104.9(4) . . ?
O3 P1 O1 118.3(5) . . ?
C7 P1 O1 111.6(4) . . ?
O2 P1 H2A 28.0 . . ?
O3 P1 H2A 109.5 . . ?
C7 P1 H2A 133.7 . . ?
O1 P1 H2A 83.2 . . ?
O3' P1' O1 122.2(5) . . ?
O3' P1' O2 113.4(5) . . ?
O1 P1' O2 109.8(4) . . ?
O3' P1' C7 103.4(5) . . ?
O1 P1' C7 106.7(5) . . ?
O2 P1' C7 98.0(4) . . ?
O3' P1' H2A 118.9 . . ?
O1 P1' H2A 86.0 . . ?
O2 P1' H2A 27.7 . . ?
C7 P1' H2A 119.6 . . ?
O10 O3' P1' 114.4(8) . . ?
O10 O3' Co1 71.3(6) . 1_565 ?
P1' O3' Co1 135.6(6) . 1_565 ?
O3' O10 Co1 73.1(6) . 1_565 ?
O4 P2 O5 112.5(3) . . ?
O4 P2 O6 112.4(4) . . ?
O5 P2 O6 110.1(5) . . ?
O4 P2 C14 108.9(4) . . ?
O5 P2 C14 104.7(4) . . ?
O6 P2 C14 107.8(5) . . ?

_refine_diff_density_max         0.662
_refine_diff_density_min         -0.819
_refine_diff_density_rms         0.090

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

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1872673'
_audit_update_record             
;
2018-10-11 deposited with the CCDC.
2018-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H20 Cu N O7 P2'
_chemical_formula_weight         499.84

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'
Cu Cu 0.3201 1.2651 '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'

_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                   10.9957(8)
_cell_length_b                   13.1434(10)
_cell_length_c                   15.1707(13)
_cell_angle_alpha                72.061(3)
_cell_angle_beta                 82.134(3)
_cell_angle_gamma                66.169(2)
_cell_volume                     1907.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2315
_cell_measurement_theta_min      2.82
_cell_measurement_theta_max      25.06

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.740
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.358
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6573
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   'SADABS (Bruker, 2014)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'PHOTON 100 CMOS detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14905
_diffrn_reflns_av_unetI/netI     0.1376
_diffrn_reflns_av_R_equivalents  0.1069
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.817
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6678
_reflns_number_gt                3576
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0117P)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         6678
_refine_ls_number_parameters     541
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1471
_refine_ls_R_factor_gt           0.0605
_refine_ls_wR_factor_ref         0.0796
_refine_ls_wR_factor_gt          0.0695
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.024
_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
C1 C 0.7525(5) 0.2138(4) 0.2549(4) 0.0136(13) Uani 1 1 d . U . . .
C2 C 0.6547(5) 0.2125(5) 0.3232(3) 0.0183(14) Uani 1 1 d . . . . .
H2 H 0.5676 0.2284 0.3060 0.022 Uiso 1 1 calc R U . . .
C3 C 0.6806(5) 0.1891(5) 0.4138(4) 0.0200(15) Uani 1 1 d . . . . .
H3 H 0.6109 0.1888 0.4583 0.024 Uiso 1 1 calc R U . . .
C4 C 0.8056(5) 0.1654(4) 0.4436(4) 0.0122(13) Uani 1 1 d . . . . .
C5 C 0.9052(5) 0.1668(4) 0.3760(4) 0.0169(14) Uani 1 1 d . . . . .
H5 H 0.9922 0.1511 0.3934 0.020 Uiso 1 1 calc R U . . .
C6 C 0.8773(5) 0.1911(5) 0.2827(4) 0.0178(15) Uani 1 1 d . . . . .
H6 H 0.9461 0.1921 0.2375 0.021 Uiso 1 1 calc R U . . .
C7 C 0.8357(5) 0.1369(5) 0.5443(4) 0.0162(15) Uani 1 1 d . . . . .
C8 C 0.7489(5) 0.1052(5) 0.6139(4) 0.0203(15) Uani 1 1 d . . . . .
H8 H 0.6713 0.1014 0.5966 0.024 Uiso 1 1 calc R U . . .
C9 C 0.7733(5) 0.0796(5) 0.7057(4) 0.0210(15) Uani 1 1 d . . . . .
H9 H 0.7125 0.0577 0.7505 0.025 Uiso 1 1 calc R U . . .
C10 C 0.8833(5) 0.0845(5) 0.7352(4) 0.0143(14) Uani 1 1 d . . . . .
C11 C 0.9713(5) 0.1145(4) 0.6671(4) 0.0164(14) Uani 1 1 d . . . . .
H11 H 1.0494 0.1170 0.6847 0.020 Uiso 1 1 calc R U . . .
C12 C 0.9459(5) 0.1409(5) 0.5736(4) 0.0162(14) Uani 1 1 d . . . . .
H12 H 1.0069 0.1623 0.5286 0.019 Uiso 1 1 calc R U . . .
C13 C 0.7232(5) 0.2374(4) 0.1537(4) 0.0170(14) Uani 1 1 d . . . . .
H13A H 0.6562 0.2059 0.1511 0.020 Uiso 1 1 calc R U . . .
H13B H 0.8056 0.1949 0.1233 0.020 Uiso 1 1 calc R U . . .
C14 C 0.9122(5) 0.0558(5) 0.8360(4) 0.0133(15) Uani 1 1 d . . . . .
H14A H 0.9937 0.0686 0.8400 0.016 Uiso 1 1 calc R U . . .
H14B H 0.9320 -0.0278 0.8642 0.016 Uiso 1 1 calc R U . . .
C15 C 0.4408(5) 0.4934(5) -0.2943(4) 0.0202(15) Uani 1 1 d . . . . .
H15 H 0.3699 0.5207 -0.2532 0.024 Uiso 1 1 calc R U . . .
C16 C 0.4133(5) 0.5202(5) -0.3855(4) 0.0216(15) Uani 1 1 d . . . . .
H16 H 0.3243 0.5639 -0.4059 0.026 Uiso 1 1 calc R U . . .
C17 C 0.5137(6) 0.4846(5) -0.4494(4) 0.0136(15) Uani 1 1 d . . . . .
C18 C 0.6392(5) 0.4184(5) -0.4133(4) 0.0219(15) Uani 1 1 d . . . . .
H18 H 0.7113 0.3905 -0.4533 0.026 Uiso 1 1 calc R U . . .
C19 C 0.6618(5) 0.3920(5) -0.3201(4) 0.0210(15) Uani 1 1 d . . . . .
H19 H 0.7493 0.3454 -0.2976 0.025 Uiso 1 1 calc R U . . .
C20 C 0.3805(5) 0.1150(5) 0.7324(4) 0.0131(14) Uani 1 1 d . U . . .
C21 C 0.3332(5) 0.0579(5) 0.6914(4) 0.0200(16) Uani 1 1 d . . . . .
H21 H 0.3163 -0.0078 0.7290 0.024 Uiso 1 1 calc R U . . .
C22 C 0.3098(5) 0.0936(5) 0.5971(4) 0.0214(16) Uani 1 1 d . . . . .
H22 H 0.2748 0.0535 0.5718 0.026 Uiso 1 1 calc R U . . .
C23 C 0.3367(5) 0.1869(5) 0.5393(4) 0.0140(14) Uani 1 1 d . . . . .
C24 C 0.3790(5) 0.2473(5) 0.5815(4) 0.0199(15) Uani 1 1 d . . . . .
H24 H 0.3926 0.3147 0.5442 0.024 Uiso 1 1 calc R U . . .
C25 C 0.4016(5) 0.2129(5) 0.6745(4) 0.0173(14) Uani 1 1 d . . . . .
H25 H 0.4319 0.2557 0.7002 0.021 Uiso 1 1 calc R U . . .
C26 C 0.3232(5) 0.2193(5) 0.4375(4) 0.0155(14) Uani 1 1 d . . . . .
C27 C 0.3407(6) 0.1376(6) 0.3920(4) 0.0333(18) Uani 1 1 d . . . . .
H27 H 0.3591 0.0598 0.4277 0.040 Uiso 1 1 calc R U . . .
C28 C 0.3326(6) 0.1646(6) 0.2960(4) 0.0312(18) Uani 1 1 d . . . . .
H28 H 0.3453 0.1052 0.2683 0.037 Uiso 1 1 calc R U . . .
C29 C 0.3071(5) 0.2738(5) 0.2418(4) 0.0202(14) Uani 1 1 d . U . . .
C30 C 0.2879(5) 0.3584(5) 0.2846(4) 0.0247(16) Uani 1 1 d . . . . .
H30 H 0.2700 0.4357 0.2477 0.030 Uiso 1 1 calc R U . . .
C31 C 0.2942(5) 0.3326(5) 0.3808(4) 0.0201(15) Uani 1 1 d . . . . .
H31 H 0.2786 0.3929 0.4082 0.024 Uiso 1 1 calc R U . . .
C32 C 0.4110(5) 0.0748(5) 0.8338(4) 0.0185(16) Uani 1 1 d . . . . .
H32A H 0.4893 0.0901 0.8418 0.022 Uiso 1 1 calc R U . . .
H32B H 0.4353 -0.0100 0.8559 0.022 Uiso 1 1 calc R U . . .
C33 C 0.3048(5) 0.3038(5) 0.1376(4) 0.0273(17) Uani 1 1 d . . . . .
H33A H 0.3567 0.2325 0.1184 0.033 Uiso 1 1 calc R U . . .
H33B H 0.3497 0.3586 0.1110 0.033 Uiso 1 1 calc R U . . .
C34 C 0.0499(5) 0.3581(5) 0.7035(4) 0.0249(16) Uani 1 1 d . . . . .
H34 H 0.0559 0.2851 0.7443 0.030 Uiso 1 1 calc R U . . .
C35 C 0.0244(5) 0.3809(5) 0.6128(4) 0.0249(15) Uani 1 1 d . . . . .
H35 H 0.0130 0.3240 0.5922 0.030 Uiso 1 1 calc R U . . .
C36 C 0.0147(6) 0.4857(6) 0.5498(4) 0.0160(15) Uani 1 1 d . . . . .
C37 C 0.0365(5) 0.5620(5) 0.5861(4) 0.0203(15) Uani 1 1 d . . . . .
H37 H 0.0355 0.6340 0.5462 0.024 Uiso 1 1 calc R U . . .
C38 C 0.0593(5) 0.5345(5) 0.6789(4) 0.0221(15) Uani 1 1 d . . . . .
H38 H 0.0702 0.5900 0.7018 0.026 Uiso 1 1 calc R U . . .
Cu1 Cu 0.60176(7) 0.40075(7) -0.12206(5) 0.0140(2) Uani 1 1 d . . . . .
Cu2 Cu 0.08950(7) 0.40466(7) 0.87380(5) 0.0142(2) Uani 1 1 d . . . . .
N1 N 0.5636(4) 0.4301(4) -0.2596(3) 0.0153(13) Uani 1 1 d . . . . .
N2 N 0.0670(4) 0.4334(4) 0.7383(3) 0.0160(13) Uani 1 1 d . . . . .
O1 O 0.6847(3) 0.3963(3) -0.0129(3) 0.0164(10) Uani 1 1 d . . . . .
O2 O 0.5250(3) 0.4445(3) 0.1239(2) 0.0153(10) Uani 1 1 d . . . . .
O3 O 0.7609(3) 0.4310(3) 0.1184(2) 0.0188(9) Uani 1 1 d . . . . .
H3A H 0.7763 0.4832 0.0746 0.023 Uiso 1 1 d R U . . .
O4 O 0.7589(3) 0.2611(3) 0.8672(3) 0.0142(10) Uani 1 1 d . . . . .
O5 O 0.6629(3) 0.1063(3) 0.9098(3) 0.0156(10) Uani 1 1 d . . . . .
O6 O 0.8483(3) 0.0909(3) 1.0022(3) 0.0159(10) Uani 1 1 d . . . . .
H6A H 0.8442 0.0257 1.0311 0.019 Uiso 1 1 d R U . . .
O7 O 0.4723(3) 0.3022(3) -0.0607(3) 0.0211(11) Uani 1 1 d . . . . .
H7B H 0.5031 0.2390 -0.0755 0.025 Uiso 1 1 d R U . . .
H7A H 0.3943 0.3411 -0.0823 0.025 Uiso 1 1 d R U . . .
O8 O 0.2479(3) 0.2711(3) 0.8714(3) 0.0153(10) Uani 1 1 d . . . . .
O9 O 0.3338(3) 0.0975(3) 1.0049(3) 0.0166(10) Uani 1 1 d . . . . .
H9A H 0.3336 0.0304 1.0312 0.020 Uiso 1 1 d R U . . .
O10 O 0.1600(3) 0.1118(3) 0.9027(3) 0.0180(10) Uani 1 1 d . . . . .
O11 O 0.0912(4) 0.2671(4) 0.1123(3) 0.0426(13) Uani 1 1 d . . . . .
H11A H 0.0849 0.2711 0.0559 0.051 Uiso 1 1 d R U . . .
O12 O 0.1539(3) 0.4136(3) -0.0143(2) 0.0123(10) Uani 1 1 d . . . . .
O13 O 0.0594(4) 0.4538(4) 0.1382(3) 0.0403(13) Uani 1 1 d . U . . .
O14 O -0.0309(4) 0.2946(4) 0.9567(3) 0.0318(12) Uani 1 1 d . . . . .
H14D H 0.0071 0.2278 0.9481 0.038 Uiso 1 1 d R U . . .
H14C H -0.1083 0.3247 0.9340 0.038 Uiso 1 1 d R U . . .
P1 P 0.66378(15) 0.38662(14) 0.08959(11) 0.0135(4) Uani 1 1 d . . . . .
P2 P 0.78443(15) 0.13455(13) 0.90501(11) 0.0127(4) Uani 1 1 d . . . . .
P3 P 0.27702(14) 0.14232(13) 0.90475(11) 0.0124(4) Uani 1 1 d . . . . .
P4 P 0.14357(15) 0.36624(14) 0.08993(11) 0.0143(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.380(7) . ?
C1 C2 1.388(6) . ?
C1 C13 1.522(7) . ?
C2 C3 1.357(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.388(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(6) . ?
C4 C7 1.506(8) . ?
C5 C6 1.400(8) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C12 1.372(7) . ?
C7 C8 1.404(7) . ?
C8 C9 1.366(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.378(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.393(6) . ?
C10 C14 1.505(8) . ?
C11 C12 1.393(7) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 P1 1.785(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 P2 1.797(6) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 N1 1.344(6) . ?
C15 C16 1.364(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.395(7) . ?
C16 H16 0.9500 . ?
C17 C18 1.379(7) . ?
C17 C17 1.502(12) 2_664 ?
C18 C19 1.380(7) . ?
C18 H18 0.9500 . ?
C19 N1 1.354(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.383(8) . ?
C20 C25 1.404(7) . ?
C20 C32 1.501(8) . ?
C21 C22 1.387(8) . ?
C21 H21 0.9500 . ?
C22 C23 1.386(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.396(8) . ?
C23 C26 1.482(8) . ?
C24 C25 1.367(7) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 C27 1.385(8) . ?
C26 C31 1.400(7) . ?
C27 C28 1.396(8) . ?
C27 H27 0.9500 . ?
C28 C29 1.351(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.386(8) . ?
C29 C33 1.508(7) . ?
C30 C31 1.398(7) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 P3 1.793(6) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 P4 1.774(5) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 N2 1.340(7) . ?
C34 C35 1.358(8) . ?
C34 H34 0.9500 . ?
C35 C36 1.386(7) . ?
C35 H35 0.9500 . ?
C36 C37 1.391(9) . ?
C36 C36 1.488(12) 2_566 ?
C37 C38 1.373(7) . ?
C37 H37 0.9500 . ?
C38 N2 1.334(6) . ?
C38 H38 0.9500 . ?
Cu1 O2 1.941(4) 2_665 ?
Cu1 O1 1.972(4) . ?
Cu1 O4 1.981(4) 1_554 ?
Cu1 N1 2.072(5) . ?
Cu1 O7 2.226(3) . ?
Cu2 O13 1.894(4) 2_566 ?
Cu2 O8 1.915(4) . ?
Cu2 O12 1.979(4) 1_556 ?
Cu2 N2 2.003(5) . ?
Cu2 O14 2.323(3) . ?
O1 P1 1.513(4) . ?
O2 P1 1.505(3) . ?
O2 Cu1 1.941(4) 2_665 ?
O3 P1 1.569(4) . ?
O3 H3A 0.8502 . ?
O4 P2 1.501(4) . ?
O4 Cu1 1.981(4) 1_556 ?
O5 P2 1.512(4) . ?
O6 P2 1.560(4) . ?
O6 H6A 0.8502 . ?
O7 H7B 0.8501 . ?
O7 H7A 0.8500 . ?
O8 P3 1.518(4) . ?
O9 P3 1.568(4) . ?
O9 H9A 0.8500 . ?
O10 P3 1.501(4) . ?
O11 P4 1.558(4) . ?
O11 H11A 0.8500 . ?
O12 P4 1.517(4) . ?
O12 Cu2 1.979(4) 1_554 ?
O13 P4 1.480(5) . ?
O13 Cu2 1.894(4) 2_566 ?
O14 H14D 0.8500 . ?
O14 H14C 0.8500 . ?
P4 H11A 1.8393 . ?

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
C6 C1 C2 117.3(5) . . ?
C6 C1 C13 121.5(5) . . ?
C2 C1 C13 121.2(5) . . ?
C3 C2 C1 121.6(5) . . ?
C3 C2 H2 119.2 . . ?
C1 C2 H2 119.2 . . ?
C2 C3 C4 122.2(5) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 H3 118.9 . . ?
C3 C4 C5 117.1(5) . . ?
C3 C4 C7 122.4(5) . . ?
C5 C4 C7 120.4(5) . . ?
C4 C5 C6 120.2(5) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 121.6(5) . . ?
C1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
C12 C7 C8 116.4(6) . . ?
C12 C7 C4 123.1(5) . . ?
C8 C7 C4 120.5(5) . . ?
C9 C8 C7 121.7(6) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C8 C9 C10 122.0(5) . . ?
C8 C9 H9 119.0 . . ?
C10 C9 H9 119.0 . . ?
C9 C10 C11 117.1(5) . . ?
C9 C10 C14 122.6(5) . . ?
C11 C10 C14 120.2(5) . . ?
C12 C11 C10 120.8(5) . . ?
C12 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C7 C12 C11 122.1(5) . . ?
C7 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C1 C13 P1 114.7(4) . . ?
C1 C13 H13A 108.6 . . ?
P1 C13 H13A 108.6 . . ?
C1 C13 H13B 108.6 . . ?
P1 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C10 C14 P2 117.0(4) . . ?
C10 C14 H14A 108.0 . . ?
P2 C14 H14A 108.0 . . ?
C10 C14 H14B 108.0 . . ?
P2 C14 H14B 108.0 . . ?
H14A C14 H14B 107.3 . . ?
N1 C15 C16 123.1(5) . . ?
N1 C15 H15 118.5 . . ?
C16 C15 H15 118.5 . . ?
C15 C16 C17 121.1(5) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 115.6(5) . . ?
C18 C17 C17 122.4(7) . 2_664 ?
C16 C17 C17 122.0(6) . 2_664 ?
C17 C18 C19 121.2(5) . . ?
C17 C18 H18 119.4 . . ?
C19 C18 H18 119.4 . . ?
N1 C19 C18 122.3(5) . . ?
N1 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?
C21 C20 C25 117.0(5) . . ?
C21 C20 C32 122.6(5) . . ?
C25 C20 C32 120.5(6) . . ?
C20 C21 C22 122.0(5) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 H21 119.0 . . ?
C23 C22 C21 121.0(6) . . ?
C23 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C22 C23 C24 116.8(5) . . ?
C22 C23 C26 121.3(6) . . ?
C24 C23 C26 121.8(5) . . ?
C25 C24 C23 122.3(5) . . ?
C25 C24 H24 118.8 . . ?
C23 C24 H24 118.8 . . ?
C24 C25 C20 120.8(6) . . ?
C24 C25 H25 119.6 . . ?
C20 C25 H25 119.6 . . ?
C27 C26 C31 115.6(5) . . ?
C27 C26 C23 121.5(5) . . ?
C31 C26 C23 123.0(6) . . ?
C26 C27 C28 122.9(6) . . ?
C26 C27 H27 118.5 . . ?
C28 C27 H27 118.5 . . ?
C29 C28 C27 121.0(7) . . ?
C29 C28 H28 119.5 . . ?
C27 C28 H28 119.5 . . ?
C28 C29 C30 118.0(6) . . ?
C28 C29 C33 122.0(6) . . ?
C30 C29 C33 120.0(5) . . ?
C29 C30 C31 121.5(5) . . ?
C29 C30 H30 119.3 . . ?
C31 C30 H30 119.3 . . ?
C30 C31 C26 121.0(6) . . ?
C30 C31 H31 119.5 . . ?
C26 C31 H31 119.5 . . ?
C20 C32 P3 114.4(4) . . ?
C20 C32 H32A 108.7 . . ?
P3 C32 H32A 108.7 . . ?
C20 C32 H32B 108.7 . . ?
P3 C32 H32B 108.7 . . ?
H32A C32 H32B 107.6 . . ?
C29 C33 P4 114.8(4) . . ?
C29 C33 H33A 108.6 . . ?
P4 C33 H33A 108.6 . . ?
C29 C33 H33B 108.6 . . ?
P4 C33 H33B 108.6 . . ?
H33A C33 H33B 107.6 . . ?
N2 C34 C35 123.3(6) . . ?
N2 C34 H34 118.4 . . ?
C35 C34 H34 118.4 . . ?
C34 C35 C36 121.2(6) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 H35 119.4 . . ?
C35 C36 C37 115.1(5) . . ?
C35 C36 C36 122.6(8) . 2_566 ?
C37 C36 C36 122.3(7) . 2_566 ?
C38 C37 C36 120.8(5) . . ?
C38 C37 H37 119.6 . . ?
C36 C37 H37 119.6 . . ?
N2 C38 C37 122.8(6) . . ?
N2 C38 H38 118.6 . . ?
C37 C38 H38 118.6 . . ?
O2 Cu1 O1 89.03(17) 2_665 . ?
O2 Cu1 O4 166.96(13) 2_665 1_554 ?
O1 Cu1 O4 88.01(16) . 1_554 ?
O2 Cu1 N1 90.66(17) 2_665 . ?
O1 Cu1 N1 159.65(15) . . ?
O4 Cu1 N1 87.73(17) 1_554 . ?
O2 Cu1 O7 99.24(13) 2_665 . ?
O1 Cu1 O7 103.26(14) . . ?
O4 Cu1 O7 93.80(14) 1_554 . ?
N1 Cu1 O7 96.86(16) . . ?
O13 Cu2 O8 172.75(16) 2_566 . ?
O13 Cu2 O12 93.48(18) 2_566 1_556 ?
O8 Cu2 O12 89.58(16) . 1_556 ?
O13 Cu2 N2 85.25(19) 2_566 . ?
O8 Cu2 N2 89.39(18) . . ?
O12 Cu2 N2 157.29(16) 1_556 . ?
O13 Cu2 O14 93.10(17) 2_566 . ?
O8 Cu2 O14 93.23(14) . . ?
O12 Cu2 O14 94.31(15) 1_556 . ?
N2 Cu2 O14 108.40(18) . . ?
C15 N1 C19 116.7(5) . . ?
C15 N1 Cu1 121.4(4) . . ?
C19 N1 Cu1 121.8(4) . . ?
C38 N2 C34 116.7(5) . . ?
C38 N2 Cu2 120.0(4) . . ?
C34 N2 Cu2 123.1(4) . . ?
P1 O1 Cu1 142.9(2) . . ?
P1 O2 Cu1 138.9(2) . 2_665 ?
P1 O3 H3A 112.5 . . ?
P2 O4 Cu1 131.3(2) . 1_556 ?
P2 O6 H6A 109.4 . . ?
Cu1 O7 H7B 109.2 . . ?
Cu1 O7 H7A 109.7 . . ?
H7B O7 H7A 108.1 . . ?
P3 O8 Cu2 132.3(2) . . ?
P3 O9 H9A 109.7 . . ?
P4 O11 H11A 95.1 . . ?
P4 O12 Cu2 137.3(2) . 1_554 ?
P4 O13 Cu2 144.4(3) . 2_566 ?
Cu2 O14 H14D 107.4 . . ?
Cu2 O14 H14C 108.6 . . ?
H14D O14 H14C 107.4 . . ?
O2 P1 O1 118.1(2) . . ?
O2 P1 O3 110.0(2) . . ?
O1 P1 O3 107.9(2) . . ?
O2 P1 C13 107.7(2) . . ?
O1 P1 C13 109.3(3) . . ?
O3 P1 C13 102.8(2) . . ?
O4 P2 O5 114.3(2) . . ?
O4 P2 O6 107.8(2) . . ?
O5 P2 O6 111.3(2) . . ?
O4 P2 C14 109.0(2) . . ?
O5 P2 C14 109.7(3) . . ?
O6 P2 C14 104.1(2) . . ?
O10 P3 O8 114.5(2) . . ?
O10 P3 O9 111.5(2) . . ?
O8 P3 O9 106.8(2) . . ?
O10 P3 C32 110.9(3) . . ?
O8 P3 C32 106.7(2) . . ?
O9 P3 C32 106.0(2) . . ?
O13 P4 O12 114.6(2) . . ?
O13 P4 O11 109.6(2) . . ?
O12 P4 O11 109.5(2) . . ?
O13 P4 C33 107.0(3) . . ?
O12 P4 C33 109.1(2) . . ?
O11 P4 C33 106.8(3) . . ?
O13 P4 H11A 123.8 . . ?
O12 P4 H11A 82.0 . . ?
O11 P4 H11A 27.4 . . ?
C33 P4 H11A 117.5 . . ?

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
C6 C1 C2 C3 -0.5(8) . . . . ?
C13 C1 C2 C3 178.6(5) . . . . ?
C1 C2 C3 C4 0.2(9) . . . . ?
C2 C3 C4 C5 0.1(8) . . . . ?
C2 C3 C4 C7 -178.7(5) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C7 C4 C5 C6 178.7(5) . . . . ?
C2 C1 C6 C5 0.6(8) . . . . ?
C13 C1 C6 C5 -178.5(5) . . . . ?
C4 C5 C6 C1 -0.3(9) . . . . ?
C3 C4 C7 C12 -163.7(6) . . . . ?
C5 C4 C7 C12 17.6(9) . . . . ?
C3 C4 C7 C8 15.8(8) . . . . ?
C5 C4 C7 C8 -163.0(5) . . . . ?
C12 C7 C8 C9 -0.1(9) . . . . ?
C4 C7 C8 C9 -179.6(6) . . . . ?
C7 C8 C9 C10 0.7(10) . . . . ?
C8 C9 C10 C11 -1.4(9) . . . . ?
C8 C9 C10 C14 -179.5(6) . . . . ?
C9 C10 C11 C12 1.5(8) . . . . ?
C14 C10 C11 C12 179.7(6) . . . . ?
C8 C7 C12 C11 0.3(8) . . . . ?
C4 C7 C12 C11 179.7(5) . . . . ?
C10 C11 C12 C7 -1.0(9) . . . . ?
C6 C1 C13 P1 -91.9(6) . . . . ?
C2 C1 C13 P1 89.0(6) . . . . ?
C9 C10 C14 P2 -55.6(7) . . . . ?
C11 C10 C14 P2 126.3(5) . . . . ?
N1 C15 C16 C17 -1.4(10) . . . . ?
C15 C16 C17 C18 2.1(9) . . . . ?
C15 C16 C17 C17 -178.6(7) . . . 2_664 ?
C16 C17 C18 C19 -1.1(9) . . . . ?
C17 C17 C18 C19 179.6(7) 2_664 . . . ?
C17 C18 C19 N1 -0.7(9) . . . . ?
C25 C20 C21 C22 1.2(8) . . . . ?
C32 C20 C21 C22 -177.7(5) . . . . ?
C20 C21 C22 C23 1.9(9) . . . . ?
C21 C22 C23 C24 -4.4(8) . . . . ?
C21 C22 C23 C26 174.6(5) . . . . ?
C22 C23 C24 C25 4.1(8) . . . . ?
C26 C23 C24 C25 -174.9(5) . . . . ?
C23 C24 C25 C20 -1.1(8) . . . . ?
C21 C20 C25 C24 -1.5(8) . . . . ?
C32 C20 C25 C24 177.4(5) . . . . ?
C22 C23 C26 C27 -28.5(8) . . . . ?
C24 C23 C26 C27 150.4(6) . . . . ?
C22 C23 C26 C31 152.5(5) . . . . ?
C24 C23 C26 C31 -28.6(8) . . . . ?
C31 C26 C27 C28 1.0(9) . . . . ?
C23 C26 C27 C28 -178.1(5) . . . . ?
C26 C27 C28 C29 0.2(10) . . . . ?
C27 C28 C29 C30 -0.6(9) . . . . ?
C27 C28 C29 C33 176.8(5) . . . . ?
C28 C29 C30 C31 -0.1(8) . . . . ?
C33 C29 C30 C31 -177.7(5) . . . . ?
C29 C30 C31 C26 1.4(8) . . . . ?
C27 C26 C31 C30 -1.8(8) . . . . ?
C23 C26 C31 C30 177.3(5) . . . . ?
C21 C20 C32 P3 -93.9(6) . . . . ?
C25 C20 C32 P3 87.3(6) . . . . ?
C28 C29 C33 P4 99.9(6) . . . . ?
C30 C29 C33 P4 -82.7(6) . . . . ?
N2 C34 C35 C36 0.1(9) . . . . ?
C34 C35 C36 C37 1.7(8) . . . . ?
C34 C35 C36 C36 -179.2(7) . . . 2_566 ?
C35 C36 C37 C38 -2.9(8) . . . . ?
C36 C36 C37 C38 177.9(6) 2_566 . . . ?
C36 C37 C38 N2 2.6(9) . . . . ?
C16 C15 N1 C19 -0.5(8) . . . . ?
C16 C15 N1 Cu1 176.1(4) . . . . ?
C18 C19 N1 C15 1.5(8) . . . . ?
C18 C19 N1 Cu1 -175.0(4) . . . . ?
C37 C38 N2 C34 -0.6(8) . . . . ?
C37 C38 N2 Cu2 -176.2(4) . . . . ?
C35 C34 N2 C38 -0.7(9) . . . . ?
C35 C34 N2 Cu2 174.8(4) . . . . ?
Cu1 O2 P1 O1 -74.3(4) 2_665 . . . ?
Cu1 O2 P1 O3 50.1(4) 2_665 . . . ?
Cu1 O2 P1 C13 161.5(4) 2_665 . . . ?
Cu1 O1 P1 O2 -36.0(5) . . . . ?
Cu1 O1 P1 O3 -161.5(4) . . . . ?
Cu1 O1 P1 C13 87.4(4) . . . . ?
C1 C13 P1 O2 -70.4(4) . . . . ?
C1 C13 P1 O1 160.1(4) . . . . ?
C1 C13 P1 O3 45.8(4) . . . . ?
Cu1 O4 P2 O5 34.1(4) 1_556 . . . ?
Cu1 O4 P2 O6 -90.3(3) 1_556 . . . ?
Cu1 O4 P2 C14 157.3(3) 1_556 . . . ?
C10 C14 P2 O4 -61.5(5) . . . . ?
C10 C14 P2 O5 64.4(5) . . . . ?
C10 C14 P2 O6 -176.3(4) . . . . ?
Cu2 O8 P3 O10 29.4(4) . . . . ?
Cu2 O8 P3 O9 -94.5(3) . . . . ?
Cu2 O8 P3 C32 152.4(3) . . . . ?
C20 C32 P3 O10 64.2(5) . . . . ?
C20 C32 P3 O8 -61.1(5) . . . . ?
C20 C32 P3 O9 -174.7(4) . . . . ?
Cu2 O13 P4 O12 29.8(6) 2_566 . . . ?
Cu2 O13 P4 O11 -93.7(5) 2_566 . . . ?
Cu2 O13 P4 C33 150.8(5) 2_566 . . . ?
Cu2 O12 P4 O13 -109.2(4) 1_554 . . . ?
Cu2 O12 P4 O11 14.3(4) 1_554 . . . ?
Cu2 O12 P4 C33 130.9(4) 1_554 . . . ?
C29 C33 P4 O13 44.4(5) . . . . ?
C29 C33 P4 O12 168.9(4) . . . . ?
C29 C33 P4 O11 -72.9(5) . . . . ?

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
O14 H14C O4 0.85 2.40 3.070(6) 135.9 1_455
O14 H14C O1 0.85 2.22 2.896(5) 135.8 1_456
O14 H14D O10 0.85 1.97 2.742(6) 150.4 .
O11 H11A O14 0.85 1.98 2.730(6) 147.1 1_554
O9 H9A O5 0.85 1.73 2.579(5) 176.7 2_657
O7 H7A O12 0.85 2.60 3.273(5) 136.4 .
O7 H7A O8 0.85 2.42 3.014(5) 127.9 1_554
O7 H7B O5 0.85 1.96 2.705(5) 146.0 1_554
O6 H6A O10 0.85 1.79 2.642(5) 176.9 2_657
O3 H3A O12 0.85 1.78 2.588(4) 159.3 2_665

_refine_diff_density_max         0.511
_refine_diff_density_min         -0.577
_refine_diff_density_rms         0.118

