# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2014

####################################################################### 
# 
# 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_JUC155
_database_code_depnum_ccdc_archive 'CCDC 1018100'
_audit_update_record             
;
2014-08-06 deposited with the CCDC.
2014-12-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        JUC155
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C21 H7 Co2 N O15 Zn'
_chemical_formula_sum            'C21 H7 Co2 N O15 Zn'
_chemical_formula_weight         696.51

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   I4cm

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

_cell_length_a                   20.796(3)
_cell_length_b                   20.796(3)
_cell_length_c                   17.869(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7728(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Rod
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2752
_exptl_absorpt_coefficient_mu    1.515
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            19487
_diffrn_reflns_av_R_equivalents  0.1576
_diffrn_reflns_av_sigmaI/netI    0.0743
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.38
_diffrn_reflns_theta_max         24.89
_reflns_number_total             3404
_reflns_number_gt                3166
_reflns_threshold_expression     >2sigma(I)

_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-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  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)+(0.0530P)²+120.4764P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         3404
_refine_ls_number_parameters     193
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0787
_refine_ls_wR_factor_ref         0.1721
_refine_ls_wR_factor_gt          0.1679
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.013
_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
Zn1 Zn 0.66067(2) 0.83933(2) 0.84495(4) 0.03139(16) Uani 1 2 d S . .
Co1 Co 0.74471(2) 0.87753(2) 0.69928(4) 0.02154(11) Uani 1 1 d . . .
O1 O 0.66897(13) 0.93963(13) 0.83773(17) 0.0312(7) Uani 1 1 d . . .
O2 O 0.74616(18) 0.95892(15) 0.75362(16) 0.0425(10) Uani 1 1 d . . .
O3 O 0.82408(17) 1.18739(17) 0.74876(15) 0.0420(9) Uani 1 1 d . . .
O4 O 0.8366(2) 1.23990(14) 0.86110(17) 0.0516(10) Uani 1 1 d U . .
O5 O 0.6895(2) 1.05321(19) 1.08400(17) 0.0572(12) Uani 1 1 d . . .
O6 O 0.76666(17) 1.1292(2) 1.0942(2) 0.0530(11) Uani 1 1 d . . .
O7 O 0.66261(13) 0.83739(13) 0.7281(2) 0.0251(10) Uani 1 2 d S . .
O8 O 0.64915(18) 0.85085(18) 0.9589(2) 0.0532(15) Uani 1 2 d S . .
O9 O 0.57272(17) 0.92728(17) 0.6641(3) 0.0715(17) Uani 1 2 d S . .
C1 C 0.71373(19) 0.97159(19) 0.8144(2) 0.0215(4) Uani 1 1 d U . .
C2 C 0.7332(2) 1.0342(2) 0.8555(2) 0.0369(12) Uani 1 1 d . . .
C3 C 0.7203(2) 1.0366(2) 0.9320(2) 0.0264(4) Uani 1 1 d U . .
H3 H 0.6985 1.0034 0.9559 0.032 Uiso 1 1 calc R . .
C4 C 0.7409(3) 1.0901(3) 0.9709(2) 0.0420(14) Uani 1 1 d . . .
C5 C 0.7279(2) 1.0871(2) 1.0569(2) 0.0366(13) Uani 1 1 d . . .
C6 C 0.7726(3) 1.1395(2) 0.9361(2) 0.0345(13) Uani 1 1 d . . .
H6 H 0.7871 1.1741 0.9644 0.041 Uiso 1 1 calc R . .
C7 C 0.7837(2) 1.1391(2) 0.8578(2) 0.0294(4) Uani 1 1 d U . .
C8 C 0.8175(2) 1.1916(2) 0.8214(2) 0.0286(11) Uani 1 1 d . . .
C9 C 0.7640(2) 1.08360(19) 0.8186(2) 0.0248(10) Uani 1 1 d . . .
H9 H 0.7718 1.0803 0.7675 0.030 Uiso 1 1 calc R . .
C10 C 0.6725(4) 0.8275(4) 1.0074(5) 0.080(3) Uani 1 2 d S . .
H10 H 0.7038 0.7962 1.0005 0.097 Uiso 1 2 calc SR . .
C11 C 0.6992(7) 0.8008(7) 1.1337(10) 0.160(6) Uani 1 2 d SU . .
C12 C 0.6060(8) 0.8940(8) 1.0781(13) 0.239(10) Uani 1 2 d S . .
N1 N 0.6542(6) 0.8458(6) 1.0780(6) 0.139(5) Uani 1 2 d S . .


_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
Zn1 O8 2.064(4) . ?
Zn1 O7 2.089(4) . ?
Zn1 O4 2.089(3) 14_644 ?
Zn1 O4 2.089(3) 3_755 ?
Zn1 O1 2.097(3) . ?
Zn1 O1 2.097(3) 15_664 ?
Co1 O6 1.937(4) 5_574 ?
Co1 O2 1.952(3) . ?
Co1 O7 1.9692(17) . ?
Co1 O3 2.003(3) 3_755 ?
O1 C1 1.217(5) . ?
O2 C1 1.306(5) . ?
O3 C8 1.308(5) . ?
O3 Co1 2.003(3) 4_575 ?
O4 C8 1.292(5) . ?
O4 Zn1 2.089(3) 4_575 ?
O5 C5 1.171(6) . ?
O6 C5 1.364(6) . ?
O6 Co1 1.937(4) 5_575 ?
O7 Co1 1.9691(16) 15_664 ?
O8 C10 1.106(11) . ?
C1 C2 1.549(6) . ?
C2 C9 1.378(6) . ?
C2 C3 1.393(6) . ?
C3 C4 1.380(7) . ?
C4 C6 1.370(7) . ?
C4 C5 1.561(6) . ?
C6 C7 1.417(6) . ?
C7 C9 1.411(6) . ?
C7 C8 1.453(6) . ?
C10 N1 1.373(15) . ?
C11 N1 1.66(2) . ?
C12 N1 1.42(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
O8 Zn1 O7 172.11(19) . . ?
O8 Zn1 O4 88.96(14) . 14_644 ?
O7 Zn1 O4 96.81(12) . 14_644 ?
O8 Zn1 O4 88.96(14) . 3_755 ?
O7 Zn1 O4 96.81(12) . 3_755 ?
O4 Zn1 O4 85.8(2) 14_644 3_755 ?
O8 Zn1 O1 87.41(13) . . ?
O7 Zn1 O1 87.48(11) . . ?
O4 Zn1 O1 172.32(14) 14_644 . ?
O4 Zn1 O1 87.38(14) 3_755 . ?
O8 Zn1 O1 87.41(13) . 15_664 ?
O7 Zn1 O1 87.48(11) . 15_664 ?
O4 Zn1 O1 87.38(14) 14_644 15_664 ?
O4 Zn1 O1 172.32(14) 3_755 15_664 ?
O1 Zn1 O1 99.20(16) . 15_664 ?
O6 Co1 O2 122.76(15) 5_574 . ?
O6 Co1 O7 115.29(15) 5_574 . ?
O2 Co1 O7 104.53(15) . . ?
O6 Co1 O3 102.82(14) 5_574 3_755 ?
O2 Co1 O3 104.52(14) . 3_755 ?
O7 Co1 O3 105.11(15) . 3_755 ?
C1 O1 Zn1 128.8(3) . . ?
C1 O2 Co1 125.5(3) . . ?
C8 O3 Co1 116.7(3) . 4_575 ?
C8 O4 Zn1 134.6(3) . 4_575 ?
C5 O6 Co1 106.8(3) . 5_575 ?
Co1 O7 Co1 131.8(2) 15_664 . ?
Co1 O7 Zn1 105.66(11) 15_664 . ?
Co1 O7 Zn1 105.66(11) . . ?
C10 O8 Zn1 132.2(7) . . ?
O1 C1 O2 124.7(4) . . ?
O1 C1 C2 119.8(4) . . ?
O2 C1 C2 115.4(3) . . ?
C9 C2 C3 122.2(4) . . ?
C9 C2 C1 121.4(3) . . ?
C3 C2 C1 116.4(4) . . ?
C4 C3 C2 117.6(4) . . ?
C6 C4 C3 121.6(4) . . ?
C6 C4 C5 124.1(4) . . ?
C3 C4 C5 114.2(4) . . ?
O5 C5 O6 126.0(4) . . ?
O5 C5 C4 123.3(4) . . ?
O6 C5 C4 110.7(4) . . ?
C4 C6 C7 121.5(4) . . ?
C9 C7 C6 116.5(4) . . ?
C9 C7 C8 122.2(4) . . ?
C6 C7 C8 121.1(4) . . ?
O4 C8 O3 124.4(4) . . ?
O4 C8 C7 119.1(4) . . ?
O3 C8 C7 116.4(4) . . ?
C2 C9 C7 120.5(4) . . ?
O8 C10 N1 118.5(12) . . ?
C10 N1 C12 113.2(14) . . ?
C10 N1 C11 103.7(13) . . ?
C12 N1 C11 143.1(15) . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        24.89
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.111
_exptl_crystal_recrystallization_method 'solvent thermal method'
_chemical_properties_physical    supercapacitors
_exptl_crystal_preparation       supercapacitors
