# 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_mo_hpc3kevin_0m
_database_code_depnum_ccdc_archive 'CCDC 992335'
_audit_update_record             
;
2015-09-08 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            HPC3
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H20 Cu O7'
_chemical_formula_sum            'C28 H20 Cu O7'
_chemical_formula_weight         531.98

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   12.3691(11)
_cell_length_b                   13.9416(13)
_cell_length_c                   13.8663(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.450(2)
_cell_angle_gamma                90.00
_cell_volume                     2351.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    5907
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      30.04

_exptl_crystal_description       cube
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1092
_exptl_absorpt_coefficient_mu    0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7994
_exptl_absorpt_correction_T_max  0.9259
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer QUAZAR mirrors'
_diffrn_measurement_device_type  'Bruker APEX Duo'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6892
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         30.04
_reflns_number_total             6892
_reflns_number_gt                5907
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'APEX2 2012.2 (Bruker AXS Inc.)'
_computing_cell_refinement       'SAINT v7.68A (Bruker AXS Inc.)'
_computing_data_reduction        'SAINT v7.68A (Bruker AXS Inc.)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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 > 2σ(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)+(0.0342P)²+1.2379P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6892
_refine_ls_number_parameters     331
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0746
_refine_ls_wR_factor_gt          0.0710
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.005
_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
O1 O 0.49178(8) 0.98665(6) 0.24749(7) 0.01739(17) Uani 1 1 d D . .
H1A H 0.4302(14) 0.9567(14) 0.2516(16) 0.050 Uiso 1 1 d D . .
H1B H 0.4978(17) 1.0379(12) 0.2831(15) 0.050 Uiso 1 1 d D . .
Cu1 Cu 0.501644(12) 1.001746(9) 0.094462(10) 0.01129(5) Uani 1 1 d . . .
O5 O 0.37212(8) 0.91957(7) 0.05872(6) 0.01858(18) Uani 1 1 d . . .
O2 O 0.59709(8) 0.88898(6) 0.09160(7) 0.01943(18) Uani 1 1 d . . .
O3 O 0.62774(8) 1.08829(7) 0.10352(7) 0.01947(18) Uani 1 1 d . . .
O4 O 0.40595(8) 1.11519(6) 0.07113(7) 0.01937(18) Uani 1 1 d . . .
C6 C 0.74261(10) 0.61438(9) -0.04422(10) 0.0176(2) Uani 1 1 d . . .
C21 C 0.18265(10) 0.80801(9) 0.03670(9) 0.0173(2) Uani 1 1 d . . .
H21 H 0.1964 0.8482 0.0929 0.021 Uiso 1 1 calc R . .
O6 O 0.80293(10) 0.59400(7) -0.19434(9) 0.0329(3) Uani 1 1 d . . .
C15 C 0.33629(10) 0.88911(8) -0.02679(9) 0.0143(2) Uani 1 1 d . . .
C7 C 0.69732(10) 0.70652(8) -0.05559(9) 0.0162(2) Uani 1 1 d . . .
H7 H 0.6770 0.7335 -0.1192 0.019 Uiso 1 1 calc R . .
C3 C 0.71787(11) 0.72105(9) 0.12003(9) 0.0185(2) Uani 1 1 d . . .
H3 H 0.7085 0.7571 0.1761 0.022 Uiso 1 1 calc R . .
C1 C 0.62074(10) 0.85204(8) 0.01485(9) 0.0145(2) Uani 1 1 d . . .
C17 C 0.22312(11) 0.75983(9) -0.12008(9) 0.0194(2) Uani 1 1 d . . .
H17 H 0.2642 0.7681 -0.1711 0.023 Uiso 1 1 calc R . .
C20 C 0.10053(11) 0.73820(9) 0.02766(10) 0.0201(2) Uani 1 1 d . . .
C16 C 0.24416(10) 0.81813(8) -0.03743(9) 0.0152(2) Uani 1 1 d . . .
C2 C 0.68207(10) 0.75859(8) 0.02655(9) 0.0151(2) Uani 1 1 d . . .
C8 C 0.75199(11) 0.55892(9) -0.13526(10) 0.0206(3) Uani 1 1 d . . .
O7 O 0.02286(9) 0.64017(8) 0.13458(9) 0.0365(3) Uani 1 1 d . . .
C5 C 0.77740(11) 0.57681(9) 0.04952(10) 0.0202(2) Uani 1 1 d . . .
H5 H 0.8080 0.5142 0.0573 0.024 Uiso 1 1 calc R . .
C9 C 0.69526(11) 0.46465(9) -0.15276(10) 0.0216(3) Uani 1 1 d . . .
C19 C 0.08160(11) 0.67814(10) -0.05436(11) 0.0244(3) Uani 1 1 d . . .
H19 H 0.0271 0.6295 -0.0592 0.029 Uiso 1 1 calc R . .
C18 C 0.14187(12) 0.68917(10) -0.12849(11) 0.0245(3) Uani 1 1 d . . .
H18 H 0.1281 0.6490 -0.1847 0.029 Uiso 1 1 calc R . .
C4 C 0.76736(11) 0.63104(9) 0.13170(10) 0.0210(3) Uani 1 1 d . . .
H4 H 0.7942 0.6067 0.1956 0.025 Uiso 1 1 calc R . .
C22 C 0.03785(11) 0.72269(11) 0.10887(11) 0.0246(3) Uani 1 1 d . . .
C23 C -0.00526(11) 0.80653(12) 0.15560(11) 0.0272(3) Uani 1 1 d . . .
C14 C 0.62810(12) 0.42927(10) -0.09012(11) 0.0260(3) Uani 1 1 d . . .
H14 H 0.6196 0.4648 -0.0335 0.031 Uiso 1 1 calc R . .
C12 C 0.58444(14) 0.29088(11) -0.19307(14) 0.0375(4) Uani 1 1 d . . .
H12 H 0.5473 0.2314 -0.2066 0.045 Uiso 1 1 calc R . .
C10 C 0.70517(13) 0.41242(11) -0.23712(12) 0.0292(3) Uani 1 1 d . . .
H10 H 0.7497 0.4360 -0.2809 0.035 Uiso 1 1 calc R . .
C24 C -0.02730(14) 0.79814(14) 0.25067(12) 0.0361(4) Uani 1 1 d . . .
H24 H -0.0135 0.7393 0.2852 0.043 Uiso 1 1 calc R . .
C13 C 0.57348(14) 0.34224(11) -0.11017(13) 0.0333(3) Uani 1 1 d . . .
H13 H 0.5287 0.3181 -0.0668 0.040 Uiso 1 1 calc R . .
C28 C -0.02857(14) 0.89289(13) 0.10524(13) 0.0358(4) Uani 1 1 d . . .
H28 H -0.0141 0.8992 0.0406 0.043 Uiso 1 1 calc R . .
C11 C 0.64941(15) 0.32585(12) -0.25643(14) 0.0372(4) Uani 1 1 d . . .
H11 H 0.6560 0.2905 -0.3136 0.045 Uiso 1 1 calc R . .
C27 C -0.07281(17) 0.96972(16) 0.14882(17) 0.0496(5) Uani 1 1 d . . .
H27 H -0.0899 1.0279 0.1136 0.060 Uiso 1 1 calc R . .
C26 C -0.09191(17) 0.96098(18) 0.24431(17) 0.0530(5) Uani 1 1 d . . .
H26 H -0.1206 1.0137 0.2750 0.064 Uiso 1 1 calc R . .
C25 C -0.06913(16) 0.87550(17) 0.29438(14) 0.0483(5) Uani 1 1 d . . .
H25 H -0.0824 0.8698 0.3595 0.058 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
O1 Cu1 2.1577(9) . ?
Cu1 O3 1.9578(9) . ?
Cu1 O5 1.9588(9) . ?
Cu1 O4 1.9668(9) . ?
Cu1 O2 1.9708(9) . ?
Cu1 Cu1 2.6131(4) 3_675 ?
O5 C15 1.2618(15) . ?
O2 C1 1.2634(14) . ?
O3 C15 1.2652(15) 3_675 ?
O4 C1 1.2634(15) 3_675 ?
C6 C5 1.3951(19) . ?
C6 C7 1.3989(16) . ?
C6 C8 1.5027(18) . ?
C21 C16 1.3926(17) . ?
C21 C20 1.3959(17) . ?
O6 C8 1.2225(16) . ?
C15 O3 1.2652(15) 3_675 ?
C15 C16 1.4963(16) . ?
C7 C2 1.3920(16) . ?
C3 C4 1.3928(17) . ?
C3 C2 1.3934(17) . ?
C1 O4 1.2634(15) 3_675 ?
C1 C2 1.5016(16) . ?
C17 C16 1.3904(17) . ?
C17 C18 1.3969(18) . ?
C20 C19 1.397(2) . ?
C20 C22 1.4942(19) . ?
C8 C9 1.4889(18) . ?
O7 C22 1.2284(17) . ?
C5 C4 1.3916(19) . ?
C9 C14 1.396(2) . ?
C9 C10 1.4020(19) . ?
C19 C18 1.383(2) . ?
C22 C23 1.482(2) . ?
C23 C28 1.395(2) . ?
C23 C24 1.399(2) . ?
C14 C13 1.392(2) . ?
C12 C13 1.382(3) . ?
C12 C11 1.383(3) . ?
C10 C11 1.392(2) . ?
C24 C25 1.383(3) . ?
C28 C27 1.390(3) . ?
C27 C26 1.392(3) . ?
C26 C25 1.382(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O5 169.17(4) . . ?
O3 Cu1 O4 87.92(4) . . ?
O5 Cu1 O4 89.34(4) . . ?
O3 Cu1 O2 91.13(4) . . ?
O5 Cu1 O2 89.64(4) . . ?
O4 Cu1 O2 169.43(4) . . ?
O3 Cu1 O1 100.57(4) . . ?
O5 Cu1 O1 90.13(4) . . ?
O4 Cu1 O1 95.77(4) . . ?
O2 Cu1 O1 94.76(4) . . ?
O3 Cu1 Cu1 86.74(3) . 3_675 ?
O5 Cu1 Cu1 82.65(3) . 3_675 ?
O4 Cu1 Cu1 87.17(3) . 3_675 ?
O2 Cu1 Cu1 82.26(3) . 3_675 ?
O1 Cu1 Cu1 172.19(3) . 3_675 ?
C15 O5 Cu1 124.49(8) . . ?
C1 O2 Cu1 124.97(8) . . ?
C15 O3 Cu1 119.81(8) 3_675 . ?
C1 O4 Cu1 119.50(8) 3_675 . ?
C5 C6 C7 119.96(12) . . ?
C5 C6 C8 122.13(11) . . ?
C7 C6 C8 117.92(12) . . ?
C16 C21 C20 119.38(12) . . ?
O5 C15 O3 126.11(11) . 3_675 ?
O5 C15 C16 116.53(10) . . ?
O3 C15 C16 117.35(11) 3_675 . ?
C2 C7 C6 119.84(11) . . ?
C4 C3 C2 120.35(12) . . ?
O4 C1 O2 125.92(11) 3_675 . ?
O4 C1 C2 117.14(10) 3_675 . ?
O2 C1 C2 116.89(11) . . ?
C16 C17 C18 120.35(12) . . ?
C21 C20 C19 120.17(12) . . ?
C21 C20 C22 120.12(12) . . ?
C19 C20 C22 119.57(12) . . ?
C17 C16 C21 120.23(11) . . ?
C17 C16 C15 119.56(11) . . ?
C21 C16 C15 120.17(11) . . ?
C7 C2 C3 119.86(11) . . ?
C7 C2 C1 120.32(11) . . ?
C3 C2 C1 119.70(11) . . ?
O6 C8 C9 121.94(12) . . ?
O6 C8 C6 118.99(12) . . ?
C9 C8 C6 119.02(11) . . ?
C4 C5 C6 120.04(12) . . ?
C14 C9 C10 119.18(13) . . ?
C14 C9 C8 121.77(12) . . ?
C10 C9 C8 118.97(13) . . ?
C18 C19 C20 120.31(12) . . ?
C19 C18 C17 119.53(13) . . ?
C5 C4 C3 119.80(12) . . ?
O7 C22 C23 121.78(13) . . ?
O7 C22 C20 118.72(14) . . ?
C23 C22 C20 119.50(12) . . ?
C28 C23 C24 119.07(16) . . ?
C28 C23 C22 121.32(14) . . ?
C24 C23 C22 119.56(15) . . ?
C13 C14 C9 120.37(14) . . ?
C13 C12 C11 120.13(15) . . ?
C11 C10 C9 119.71(16) . . ?
C25 C24 C23 120.02(18) . . ?
C12 C13 C14 120.04(16) . . ?
C27 C28 C23 120.61(17) . . ?
C12 C11 C10 120.56(15) . . ?
C28 C27 C26 119.6(2) . . ?
C25 C26 C27 119.9(2) . . ?
C26 C25 C24 120.71(18) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        30.04
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.057
