# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H62 Cu O14'
_chemical_formula_weight         998.58

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   21.86(2)
_cell_length_b                   16.453(16)
_cell_length_c                   7.184(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.643(11)
_cell_angle_gamma                90.00
_cell_volume                     2561(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1054
_exptl_absorpt_coefficient_mu    0.492
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            17861
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         0.94
_diffrn_reflns_theta_max         25.00
_reflns_number_total             4510
_reflns_number_gt                3710
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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 > 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)+(0.0881P)²+1.2757P] 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         4510
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1557
_refine_ls_wR_factor_gt          0.1420
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_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
C1 C 1.24857(13) 0.62390(18) 0.3156(4) 0.0478(7) Uani 1 1 d . . .
C2 C 1.30538(13) 0.6619(2) 0.2990(4) 0.0498(7) Uani 1 1 d . . .
C3 C 1.30927(13) 0.7457(2) 0.3062(4) 0.0501(7) Uani 1 1 d . . .
H3 H 1.3465 0.7713 0.2939 0.060 Uiso 1 1 calc R . .
C4 C 1.25765(12) 0.79206(18) 0.3317(4) 0.0458(7) Uani 1 1 d . . .
H4 H 1.2608 0.8484 0.3358 0.055 Uiso 1 1 calc R . .
C5 C 1.20120(12) 0.75546(17) 0.3514(3) 0.0378(6) Uani 1 1 d . . .
C6 C 1.19814(12) 0.67055(17) 0.3421(4) 0.0416(6) Uani 1 1 d . . .
H6 H 1.1610 0.6449 0.3541 0.050 Uiso 1 1 calc R . .
C7 C 1.14811(12) 0.80587(16) 0.3818(3) 0.0371(6) Uani 1 1 d . . .
H7 H 1.1546 0.8617 0.3836 0.045 Uiso 1 1 calc R . .
C8 C 1.09159(11) 0.78140(16) 0.4072(4) 0.0386(6) Uani 1 1 d . . .
H8 H 1.0829 0.7261 0.3993 0.046 Uiso 1 1 calc R . .
C9 C 1.04231(11) 0.83728(15) 0.4472(4) 0.0349(5) Uani 1 1 d . . .
C10 C 0.98457(12) 0.80487(17) 0.4747(4) 0.0427(6) Uani 1 1 d . . .
H10 H 0.9796 0.7489 0.4635 0.051 Uiso 1 1 calc R . .
C11 C 0.93404(12) 0.85034(15) 0.5175(4) 0.0371(6) Uani 1 1 d . . .
C12 C 0.87710(12) 0.80896(17) 0.5536(4) 0.0414(6) Uani 1 1 d . . .
H12 H 0.8741 0.7528 0.5397 0.050 Uiso 1 1 calc R . .
C13 C 0.82937(11) 0.85044(17) 0.6061(4) 0.0402(6) Uani 1 1 d . . .
H13 H 0.8352 0.9062 0.6189 0.048 Uiso 1 1 calc R . .
C14 C 0.76944(12) 0.82053(16) 0.6461(4) 0.0391(6) Uani 1 1 d . . .
C15 C 0.72475(12) 0.87746(17) 0.6840(4) 0.0443(6) Uani 1 1 d . . .
H15 H 0.7348 0.9324 0.6875 0.053 Uiso 1 1 calc R . .
C16 C 0.66620(12) 0.85398(18) 0.7162(4) 0.0452(7) Uani 1 1 d . . .
C17 C 0.65053(12) 0.77084(18) 0.7117(4) 0.0423(6) Uani 1 1 d . . .
C18 C 0.69482(13) 0.71406(18) 0.6747(4) 0.0455(7) Uani 1 1 d . . .
H18 H 0.6851 0.6590 0.6719 0.055 Uiso 1 1 calc R . .
C19 C 0.75318(12) 0.73867(17) 0.6420(4) 0.0424(6) Uani 1 1 d . . .
H19 H 0.7819 0.6998 0.6168 0.051 Uiso 1 1 calc R . .
C20 C 1.19255(19) 0.5002(2) 0.3070(9) 0.0905(15) Uani 1 1 d . . .
H20A H 1.1785 0.5098 0.4262 0.136 Uiso 1 1 calc R . .
H20B H 1.1983 0.4429 0.2905 0.136 Uiso 1 1 calc R . .
H20C H 1.1624 0.5201 0.2083 0.136 Uiso 1 1 calc R . .
C21 C 1.41134(15) 0.6429(3) 0.2606(6) 0.0745(11) Uani 1 1 d . . .
H21A H 1.4243 0.6768 0.3692 0.089 Uiso 1 1 calc R . .
H21B H 1.4099 0.6762 0.1486 0.089 Uiso 1 1 calc R . .
C22 C 1.45618(17) 0.5731(3) 0.2523(7) 0.0884(13) Uani 1 1 d . . .
H22A H 1.4569 0.5403 0.3631 0.133 Uiso 1 1 calc R . .
H22B H 1.4967 0.5943 0.2453 0.133 Uiso 1 1 calc R . .
H22C H 1.4433 0.5406 0.1433 0.133 Uiso 1 1 calc R . .
C23 C 0.63579(19) 0.9896(2) 0.7788(8) 0.0867(14) Uani 1 1 d . . .
H23A H 0.6713 0.9952 0.8720 0.130 Uiso 1 1 calc R . .
H23B H 0.6017 1.0186 0.8184 0.130 Uiso 1 1 calc R . .
H23C H 0.6449 1.0114 0.6616 0.130 Uiso 1 1 calc R . .
C24 C 0.57431(14) 0.6686(2) 0.7398(5) 0.0581(8) Uani 1 1 d . . .
H24A H 0.6027 0.6373 0.8271 0.070 Uiso 1 1 calc R . .
H24B H 0.5748 0.6468 0.6145 0.070 Uiso 1 1 calc R . .
C25 C 0.50995(16) 0.6646(3) 0.7940(6) 0.0797(12) Uani 1 1 d . . .
H25A H 0.5101 0.6868 0.9176 0.120 Uiso 1 1 calc R . .
H25B H 0.4965 0.6090 0.7931 0.120 Uiso 1 1 calc R . .
H25C H 0.4823 0.6954 0.7059 0.120 Uiso 1 1 calc R . .
C26 C 0.9630(3) -0.0533(4) 0.0179(6) 0.1028(17) Uani 1 1 d . . .
H26A H 0.9344 -0.0461 -0.0962 0.123 Uiso 1 1 calc R . .
H26B H 0.9509 -0.1022 0.0791 0.123 Uiso 1 1 calc R . .
C27 C 0.9784(3) 0.0652(3) 0.0311(6) 0.0988(17) Uani 1 1 d . . .
H27A H 0.9788 0.1148 0.1042 0.119 Uiso 1 1 calc R . .
H27B H 0.9500 0.0733 -0.0829 0.119 Uiso 1 1 calc R . .
Cu1 Cu 1.0000 1.0000 0.5000 0.0453(2) Uani 1 2 d S . .
O1 O 1.24863(10) 0.54058(14) 0.3010(4) 0.0743(7) Uani 1 1 d . . .
O2 O 1.35290(10) 0.60964(16) 0.2731(4) 0.0745(7) Uani 1 1 d . . .
O3 O 1.05562(8) 0.91304(11) 0.4570(3) 0.0446(5) Uani 1 1 d . . .
O4 O 0.93378(8) 0.92830(11) 0.5308(3) 0.0461(5) Uani 1 1 d . . .
O5 O 0.62026(9) 0.90596(14) 0.7556(4) 0.0644(6) Uani 1 1 d . . .
O6 O 0.59191(8) 0.75310(13) 0.7457(3) 0.0534(5) Uani 1 1 d . . .
O7 O 0.9575(2) 0.0071(3) 0.1260(9) 0.1569(19) 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 O1 1.375(4) . ?
C1 C6 1.377(4) . ?
C1 C2 1.409(4) . ?
C2 O2 1.380(4) . ?
C2 C3 1.383(5) . ?
C3 C4 1.394(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.400(4) . ?
C5 C7 1.466(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.335(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.473(3) . ?
C8 H8 0.9300 . ?
C9 O3 1.280(3) . ?
C9 C10 1.408(4) . ?
C10 C11 1.402(4) . ?
C10 H10 0.9300 . ?
C11 O4 1.286(3) . ?
C11 C12 1.472(4) . ?
C12 C13 1.342(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.463(4) . ?
C13 H13 0.9300 . ?
C14 C19 1.392(4) . ?
C14 C15 1.406(4) . ?
C15 C16 1.386(4) . ?
C15 H15 0.9300 . ?
C16 O5 1.377(3) . ?
C16 C17 1.409(4) . ?
C17 O6 1.367(3) . ?
C17 C18 1.396(4) . ?
C18 C19 1.388(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 O1 1.400(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 O2 1.404(4) . ?
C21 C22 1.516(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 O5 1.422(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 O6 1.442(4) . ?
C24 C25 1.510(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 O7 1.277(6) . ?
C26 C27 1.385(7) 3_755 ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O7 1.292(6) . ?
C27 C26 1.385(7) 3_755 ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
Cu1 O4 1.903(2) 3_776 ?
Cu1 O4 1.903(2) . ?
Cu1 O3 1.929(2) 3_776 ?
Cu1 O3 1.929(2) . ?

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 C1 C6 125.1(3) . . ?
O1 C1 C2 115.2(2) . . ?
C6 C1 C2 119.7(3) . . ?
O2 C2 C3 125.7(3) . . ?
O2 C2 C1 115.0(3) . . ?
C3 C2 C1 119.3(3) . . ?
C2 C3 C4 120.2(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 121.3(3) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 117.6(2) . . ?
C4 C5 C7 119.9(3) . . ?
C6 C5 C7 122.5(2) . . ?
C1 C6 C5 121.9(3) . . ?
C1 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C8 C7 C5 128.0(3) . . ?
C8 C7 H7 116.0 . . ?
C5 C7 H7 116.0 . . ?
C7 C8 C9 123.5(2) . . ?
C7 C8 H8 118.2 . . ?
C9 C8 H8 118.2 . . ?
O3 C9 C10 124.2(2) . . ?
O3 C9 C8 116.9(2) . . ?
C10 C9 C8 118.9(2) . . ?
C11 C10 C9 125.2(3) . . ?
C11 C10 H10 117.4 . . ?
C9 C10 H10 117.4 . . ?
O4 C11 C10 124.0(2) . . ?
O4 C11 C12 115.9(2) . . ?
C10 C11 C12 120.1(2) . . ?
C13 C12 C11 121.4(3) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 129.3(3) . . ?
C12 C13 H13 115.3 . . ?
C14 C13 H13 115.3 . . ?
C19 C14 C15 117.8(2) . . ?
C19 C14 C13 123.6(2) . . ?
C15 C14 C13 118.5(2) . . ?
C16 C15 C14 121.8(3) . . ?
C16 C15 H15 119.1 . . ?
C14 C15 H15 119.1 . . ?
O5 C16 C15 125.2(3) . . ?
O5 C16 C17 115.2(2) . . ?
C15 C16 C17 119.6(3) . . ?
O6 C17 C18 125.5(3) . . ?
O6 C17 C16 115.7(2) . . ?
C18 C17 C16 118.8(2) . . ?
C19 C18 C17 120.9(3) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C19 C14 121.1(3) . . ?
C18 C19 H19 119.5 . . ?
C14 C19 H19 119.5 . . ?
O1 C20 H20A 109.5 . . ?
O1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
O1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O2 C21 C22 107.8(3) . . ?
O2 C21 H21A 110.1 . . ?
C22 C21 H21A 110.1 . . ?
O2 C21 H21B 110.1 . . ?
C22 C21 H21B 110.1 . . ?
H21A C21 H21B 108.5 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O5 C23 H23A 109.5 . . ?
O5 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O5 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O6 C24 C25 106.8(3) . . ?
O6 C24 H24A 110.4 . . ?
C25 C24 H24A 110.4 . . ?
O6 C24 H24B 110.4 . . ?
C25 C24 H24B 110.4 . . ?
H24A C24 H24B 108.6 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
O7 C26 C27 115.4(5) . 3_755 ?
O7 C26 H26A 108.4 . . ?
C27 C26 H26A 108.4 3_755 . ?
O7 C26 H26B 108.4 . . ?
C27 C26 H26B 108.4 3_755 . ?
H26A C26 H26B 107.5 . . ?
O7 C27 C26 115.7(4) . 3_755 ?
O7 C27 H27A 108.4 . . ?
C26 C27 H27A 108.4 3_755 . ?
O7 C27 H27B 108.4 . . ?
C26 C27 H27B 108.4 3_755 . ?
H27A C27 H27B 107.4 . . ?
O4 Cu1 O4 180.000(1) 3_776 . ?
O4 Cu1 O3 93.68(11) 3_776 3_776 ?
O4 Cu1 O3 86.32(11) . 3_776 ?
O4 Cu1 O3 86.32(11) 3_776 . ?
O4 Cu1 O3 93.68(11) . . ?
O3 Cu1 O3 180.00(12) 3_776 . ?
C1 O1 C20 117.5(2) . . ?
C2 O2 C21 118.3(3) . . ?
C9 O3 Cu1 125.99(17) . . ?
C11 O4 Cu1 126.79(17) . . ?
C16 O5 C23 117.1(3) . . ?
C17 O6 C24 117.0(2) . . ?
C26 O7 C27 100.7(5) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.086
_database_code_depnum_ccdc_archive 'CCDC 991272'
