# 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_60328d
_audit_block_doi                 10.5517/ccny44v
_database_code_depnum_ccdc_archive 'CCDC 623817'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1007/s11243-006-0157-3 2007
_audit_update_record             
;
2006-10-12 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H48 Co2 O18'
_chemical_formula_weight         982.68

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'
Co Co 0.3494 0.9721 '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)/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                   12.744(6)
_cell_length_b                   8.161(4)
_cell_length_c                   21.438(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.233(6)
_cell_angle_gamma                90.00
_cell_volume                     2227.9(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2675
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      23.38

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            RED
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1020
_exptl_absorpt_coefficient_mu    0.821
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.621077
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_process_details   SADABS

_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  'APEX II 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            11553
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3925
_reflns_number_gt                2624
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART APEX II'
_computing_cell_refinement       'Bruker SMART APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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)+(0.0438P)²+0.0000P] 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         3925
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0275
_refine_ls_wR_factor_ref         0.0812
_refine_ls_wR_factor_gt          0.0747
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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
Co1 Co 0.751375(18) 0.24775(3) 0.250053(10) 0.03008(10) Uani 1 1 d . . .
O1 O 0.51514(11) 0.39202(18) 0.21534(7) 0.0569(4) Uani 1 1 d . . .
O2 O 0.60575(10) 0.15975(17) 0.21943(6) 0.0444(4) Uani 1 1 d . . .
O3 O 0.76912(11) 0.33597(17) 0.16077(6) 0.0442(3) Uani 1 1 d . . .
O4 O 0.81244(13) 0.10618(18) 0.11251(6) 0.0599(5) Uani 1 1 d . . .
O5 O 0.81023(10) -0.00249(14) 0.22828(6) 0.0340(3) Uani 1 1 d . . .
H5A H 0.8133 0.0174 0.1895 0.051 Uiso 1 1 d R . .
H5B H 0.8683 -0.0219 0.2477 0.051 Uiso 1 1 d R . .
O6 O 0.89828(10) 0.32979(18) 0.27499(6) 0.0477(4) Uani 1 1 d . . .
H6A H 0.9341 0.2806 0.3035 0.071 Uiso 1 1 d R . .
H6B H 0.8945 0.4336 0.2773 0.071 Uiso 1 1 d R . .
O7 O 0.72686(11) 0.16636(18) 0.33764(6) 0.0485(4) Uani 1 1 d . . .
H7A H 0.7498 0.2135 0.3708 0.073 Uiso 1 1 d R . .
H7B H 0.7247 0.0623 0.3375 0.073 Uiso 1 1 d R . .
C1 C 0.52614(16) 0.2441(3) 0.20264(10) 0.0410(5) Uani 1 1 d . . .
C2 C 0.44328(15) 0.1576(2) 0.16316(9) 0.0393(5) Uani 1 1 d . . .
C3 C 0.47437(17) 0.0654(3) 0.11395(10) 0.0510(6) Uani 1 1 d . . .
H3 H 0.5455 0.0554 0.1067 0.061 Uiso 1 1 calc R . .
C4 C 0.4004(2) -0.0146(3) 0.07416(11) 0.0603(7) Uani 1 1 d . . .
H4 H 0.4228 -0.0754 0.0405 0.072 Uiso 1 1 calc R . .
C5 C 0.2964(2) -0.0032(3) 0.08478(12) 0.0596(7) Uani 1 1 d . . .
H5 H 0.2482 -0.0566 0.0582 0.072 Uiso 1 1 calc R . .
C6 C 0.26050(17) 0.0880(3) 0.13517(10) 0.0480(6) Uani 1 1 d . . .
C7 C 0.15182(18) 0.0995(3) 0.14677(13) 0.0666(7) Uani 1 1 d . . .
H7 H 0.1034 0.0455 0.1205 0.080 Uiso 1 1 calc R . .
C8 C 0.1178(2) 0.1863(4) 0.19474(15) 0.0765(8) Uani 1 1 d . . .
H8 H 0.0462 0.1922 0.2015 0.092 Uiso 1 1 calc R . .
C9 C 0.1891(2) 0.2685(3) 0.23499(14) 0.0696(8) Uani 1 1 d . . .
H9 H 0.1644 0.3286 0.2682 0.083 Uiso 1 1 calc R . .
C10 C 0.29457(18) 0.2612(3) 0.22590(11) 0.0517(6) Uani 1 1 d . . .
H10 H 0.3410 0.3154 0.2533 0.062 Uiso 1 1 calc R . .
C11 C 0.33384(15) 0.1723(3) 0.17531(9) 0.0406(5) Uani 1 1 d . . .
C12 C 0.78592(17) 0.2534(3) 0.11211(9) 0.0423(5) Uani 1 1 d . . .
C13 C 0.77064(17) 0.3419(3) 0.05096(9) 0.0408(5) Uani 1 1 d . . .
C14 C 0.68054(18) 0.4303(3) 0.04125(10) 0.0539(6) Uani 1 1 d . . .
H14 H 0.6327 0.4376 0.0728 0.065 Uiso 1 1 calc R . .
C15 C 0.6592(2) 0.5107(3) -0.01627(13) 0.0734(8) Uani 1 1 d . . .
H15 H 0.5975 0.5703 -0.0225 0.088 Uiso 1 1 calc R . .
C16 C 0.7290(3) 0.5009(3) -0.06222(13) 0.0733(9) Uani 1 1 d . . .
H16 H 0.7142 0.5538 -0.1000 0.088 Uiso 1 1 calc R . .
C17 C 0.8226(2) 0.4131(3) -0.05415(10) 0.0625(7) Uani 1 1 d . . .
C18 C 0.8958(3) 0.4017(4) -0.10191(13) 0.0945(11) Uani 1 1 d . . .
H18 H 0.8812 0.4537 -0.1399 0.113 Uiso 1 1 calc R . .
C19 C 0.9857(3) 0.3179(6) -0.09371(18) 0.1165(14) Uani 1 1 d . . .
H19 H 1.0321 0.3112 -0.1260 0.140 Uiso 1 1 calc R . .
C20 C 1.0097(2) 0.2411(4) -0.03728(17) 0.1007(12) Uani 1 1 d . . .
H20 H 1.0731 0.1857 -0.0317 0.121 Uiso 1 1 calc R . .
C21 C 0.9415(2) 0.2456(3) 0.01037(13) 0.0659(8) Uani 1 1 d . . .
H21 H 0.9586 0.1923 0.0477 0.079 Uiso 1 1 calc R . .
C22 C 0.84581(18) 0.3303(3) 0.00333(9) 0.0469(5) Uani 1 1 d . . .
O8 O 0.70363(15) 0.8485(2) 0.06364(7) 0.0887(6) Uani 1 1 d . . .
H8A H 0.7110 0.7990 0.0292 0.133 Uiso 1 1 d R . .
H8B H 0.7474 0.9255 0.0708 0.133 Uiso 1 1 d R . .
O9 O 0.48919(14) 0.6529(2) 0.13930(9) 0.0906(6) Uani 1 1 d . . .
H9A H 0.4828 0.5642 0.1596 0.136 Uiso 1 1 d R . .
H9B H 0.4325 0.6970 0.1255 0.136 Uiso 1 1 d R . .


_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 O7 2.0274(15) . ?
Co1 O6 2.0398(15) . ?
Co1 O3 2.0657(15) . ?
Co1 O2 2.0726(15) . ?
Co1 O5 2.2312(15) . ?
Co1 O5 2.2395(15) 2_655 ?
O1 C1 1.247(2) . ?
O2 C1 1.266(2) . ?
O3 C12 1.267(2) . ?
O4 C12 1.248(2) . ?
O5 Co1 2.2395(15) 2_645 ?
O5 H5A 0.8502 . ?
O5 H5B 0.8501 . ?
O6 H6A 0.8499 . ?
O6 H6B 0.8501 . ?
O7 H7A 0.8499 . ?
O7 H7B 0.8500 . ?
C1 C2 1.503(3) . ?
C2 C3 1.367(3) . ?
C2 C11 1.434(3) . ?
C3 C4 1.407(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.356(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.420(3) . ?
C6 C11 1.423(3) . ?
C7 C8 1.335(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.399(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.367(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.412(3) . ?
C10 H10 0.9300 . ?
C12 C13 1.503(3) . ?
C13 C14 1.365(3) . ?
C13 C22 1.430(3) . ?
C14 C15 1.414(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.355(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.397(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.415(4) . ?
C17 C22 1.426(3) . ?
C18 C19 1.340(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.386(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.367(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.405(3) . ?
C21 H21 0.9300 . ?
O8 H8A 0.8504 . ?
O8 H8B 0.8504 . ?
O9 H9A 0.8502 . ?
O9 H9B 0.8500 . ?

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
O7 Co1 O6 92.17(6) . . ?
O7 Co1 O3 177.18(5) . . ?
O6 Co1 O3 89.76(6) . . ?
O7 Co1 O2 90.66(6) . . ?
O6 Co1 O2 176.41(5) . . ?
O3 Co1 O2 87.49(6) . . ?
O7 Co1 O5 87.65(6) . . ?
O6 Co1 O5 92.45(6) . . ?
O3 Co1 O5 94.32(5) . . ?
O2 Co1 O5 85.45(6) . . ?
O7 Co1 O5 92.19(6) . 2_655 ?
O6 Co1 O5 88.42(6) . 2_655 ?
O3 Co1 O5 85.80(5) . 2_655 ?
O2 Co1 O5 93.69(6) . 2_655 ?
O5 Co1 O5 179.12(2) . 2_655 ?
C1 O2 Co1 126.82(13) . . ?
C12 O3 Co1 127.26(14) . . ?
Co1 O5 Co1 131.78(6) . 2_645 ?
Co1 O5 H5A 93.4 . . ?
Co1 O5 H5A 114.0 2_645 . ?
Co1 O5 H5B 111.2 . . ?
Co1 O5 H5B 92.0 2_645 . ?
H5A O5 H5B 116.3 . . ?
Co1 O6 H6A 119.7 . . ?
Co1 O6 H6B 106.8 . . ?
H6A O6 H6B 117.3 . . ?
Co1 O7 H7A 124.5 . . ?
Co1 O7 H7B 109.3 . . ?
H7A O7 H7B 117.7 . . ?
O1 C1 O2 124.03(18) . . ?
O1 C1 C2 119.67(18) . . ?
O2 C1 C2 116.26(19) . . ?
C3 C2 C11 119.98(18) . . ?
C3 C2 C1 118.33(18) . . ?
C11 C2 C1 121.69(18) . . ?
C2 C3 C4 121.0(2) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.1(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 121.3(2) . . ?
C5 C6 C11 119.7(2) . . ?
C7 C6 C11 119.0(2) . . ?
C8 C7 C6 121.2(2) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 120.5(2) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 H8 119.8 . . ?
C10 C9 C8 120.6(3) . . ?
C10 C9 H9 119.7 . . ?
C8 C9 H9 119.7 . . ?
C9 C10 C11 120.8(2) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C6 117.95(19) . . ?
C10 C11 C2 123.98(18) . . ?
C6 C11 C2 118.0(2) . . ?
O4 C12 O3 124.12(19) . . ?
O4 C12 C13 119.65(19) . . ?
O3 C12 C13 116.22(19) . . ?
C14 C13 C22 120.6(2) . . ?
C14 C13 C12 117.82(19) . . ?
C22 C13 C12 121.55(19) . . ?
C13 C14 C15 120.7(2) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 119.8(3) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 121.5(2) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C16 C17 C18 121.9(3) . . ?
C16 C17 C22 119.8(2) . . ?
C18 C17 C22 118.3(3) . . ?
C19 C18 C17 121.5(3) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 120.3(3) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C21 C20 C19 121.0(3) . . ?
C21 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C20 C21 C22 120.5(3) . . ?
C20 C21 H21 119.8 . . ?
C22 C21 H21 119.8 . . ?
C21 C22 C17 118.4(2) . . ?
C21 C22 C13 124.0(2) . . ?
C17 C22 C13 117.6(2) . . ?
H8A O8 H8B 114.5 . . ?
H9A O9 H9B 116.2 . . ?

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
O7 Co1 O2 C1 110.76(17) . . . . ?
O6 Co1 O2 C1 -107.3(8) . . . . ?
O3 Co1 O2 C1 -67.11(17) . . . . ?
O5 Co1 O2 C1 -161.65(17) . . . . ?
O5 Co1 O2 C1 18.52(17) 2_655 . . . ?
O7 Co1 O3 C12 -121.5(11) . . . . ?
O6 Co1 O3 C12 105.31(17) . . . . ?
O2 Co1 O3 C12 -72.37(17) . . . . ?
O5 Co1 O3 C12 12.87(17) . . . . ?
O5 Co1 O3 C12 -166.26(17) 2_655 . . . ?
O7 Co1 O5 Co1 44.56(8) . . . 2_645 ?
O6 Co1 O5 Co1 136.63(8) . . . 2_645 ?
O3 Co1 O5 Co1 -133.42(8) . . . 2_645 ?
O2 Co1 O5 Co1 -46.29(8) . . . 2_645 ?
O5 Co1 O5 Co1 -35.2(12) 2_655 . . 2_645 ?
Co1 O2 C1 O1 -17.4(3) . . . . ?
Co1 O2 C1 C2 160.45(13) . . . . ?
O1 C1 C2 C3 131.3(2) . . . . ?
O2 C1 C2 C3 -46.6(3) . . . . ?
O1 C1 C2 C11 -47.5(3) . . . . ?
O2 C1 C2 C11 134.6(2) . . . . ?
C11 C2 C3 C4 0.7(3) . . . . ?
C1 C2 C3 C4 -178.1(2) . . . . ?
C2 C3 C4 C5 -1.0(4) . . . . ?
C3 C4 C5 C6 0.1(4) . . . . ?
C4 C5 C6 C7 -179.6(2) . . . . ?
C4 C5 C6 C11 1.1(3) . . . . ?
C5 C6 C7 C8 -180.0(2) . . . . ?
C11 C6 C7 C8 -0.6(4) . . . . ?
C6 C7 C8 C9 0.0(4) . . . . ?
C7 C8 C9 C10 0.0(4) . . . . ?
C8 C9 C10 C11 0.8(4) . . . . ?
C9 C10 C11 C6 -1.4(3) . . . . ?
C9 C10 C11 C2 -179.3(2) . . . . ?
C5 C6 C11 C10 -179.3(2) . . . . ?
C7 C6 C11 C10 1.3(3) . . . . ?
C5 C6 C11 C2 -1.3(3) . . . . ?
C7 C6 C11 C2 179.3(2) . . . . ?
C3 C2 C11 C10 178.3(2) . . . . ?
C1 C2 C11 C10 -2.9(3) . . . . ?
C3 C2 C11 C6 0.4(3) . . . . ?
C1 C2 C11 C6 179.24(18) . . . . ?
Co1 O3 C12 O4 -13.0(3) . . . . ?
Co1 O3 C12 C13 166.13(13) . . . . ?
O4 C12 C13 C14 131.0(2) . . . . ?
O3 C12 C13 C14 -48.1(3) . . . . ?
O4 C12 C13 C22 -46.8(3) . . . . ?
O3 C12 C13 C22 134.0(2) . . . . ?
C22 C13 C14 C15 0.6(3) . . . . ?
C12 C13 C14 C15 -177.3(2) . . . . ?
C13 C14 C15 C16 -0.3(4) . . . . ?
C14 C15 C16 C17 -0.3(4) . . . . ?
C15 C16 C17 C18 179.8(3) . . . . ?
C15 C16 C17 C22 0.5(4) . . . . ?
C16 C17 C18 C19 179.7(3) . . . . ?
C22 C17 C18 C19 -1.0(5) . . . . ?
C17 C18 C19 C20 -0.8(6) . . . . ?
C18 C19 C20 C21 1.7(6) . . . . ?
C19 C20 C21 C22 -0.8(5) . . . . ?
C20 C21 C22 C17 -1.0(4) . . . . ?
C20 C21 C22 C13 -179.5(2) . . . . ?
C16 C17 C22 C21 -178.8(2) . . . . ?
C18 C17 C22 C21 1.8(3) . . . . ?
C16 C17 C22 C13 -0.2(3) . . . . ?
C18 C17 C22 C13 -179.5(2) . . . . ?
C14 C13 C22 C21 178.2(2) . . . . ?
C12 C13 C22 C21 -4.0(3) . . . . ?
C14 C13 C22 C17 -0.4(3) . . . . ?
C12 C13 C22 C17 177.45(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.228
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_n130401a
_database_code_depnum_ccdc_archive 'CCDC 994391'
_audit_update_record             
;
2014-03-30 deposited with the CCDC.
2015-10-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 Co O7'
_chemical_formula_weight         455.31

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'
Co Co 0.3494 0.9721 '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/c

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

_cell_length_a                   19.851(4)
_cell_length_b                   6.3428(13)
_cell_length_c                   8.0146(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.773(3)
_cell_angle_gamma                90.00
_cell_volume                     994.5(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2906
_cell_measurement_theta_min      3.12
_cell_measurement_theta_max      28.17

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             470
_exptl_absorpt_coefficient_mu    0.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8540
_exptl_absorpt_correction_T_max  0.9393
_exptl_absorpt_process_details   sadabs

_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  '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            4890
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.08
_diffrn_reflns_theta_max         25.01
_reflns_number_total             1753
_reflns_number_gt                1557
_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    '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)+(0.0290P)²+0.7388P] 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         1753
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0740
_refine_ls_wR_factor_gt          0.0718
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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 0.5000 0.5000 1.0000 0.02661(14) Uani 1 2 d S . .
O1 O 0.58826(8) 0.3574(3) 0.9667(2) 0.0504(5) Uani 1 1 d . . .
O2 O 0.60685(8) 0.1390(3) 1.1850(2) 0.0526(5) Uani 1 1 d . . .
O3W O 0.43935(11) 0.2743(3) 0.8670(2) 0.0686(6) Uani 1 1 d . . .
H3A H 0.4243 0.2901 0.7620 0.103 Uiso 1 1 d R . .
H3B H 0.4279 0.1516 0.8944 0.103 Uiso 1 1 d R . .
O4 O 0.5000 0.3458(3) 1.2500 0.0298(4) Uani 1 2 d S . .
H4' H 0.4659 0.2674 1.2576 0.045 Uiso 1 1 d R . .
C1 C 0.69828(10) 0.2074(3) 1.0383(2) 0.0317(5) Uani 1 1 d . . .
C2 C 0.72982(10) 0.3600(3) 0.9593(2) 0.0334(5) Uani 1 1 d . . .
H2 H 0.7053 0.4787 0.9167 0.040 Uiso 1 1 calc R . .
C3 C 0.79928(10) 0.3403(3) 0.9412(2) 0.0325(5) Uani 1 1 d . . .
C4 C 0.83378(12) 0.4985(4) 0.8642(3) 0.0408(5) Uani 1 1 d . . .
H4 H 0.8106 0.6200 0.8228 0.049 Uiso 1 1 calc R . .
C5 C 0.90081(13) 0.4739(4) 0.8502(3) 0.0499(6) Uani 1 1 d . . .
H5 H 0.9229 0.5785 0.7986 0.060 Uiso 1 1 calc R . .
C6 C 0.93678(12) 0.2929(5) 0.9125(3) 0.0517(7) Uani 1 1 d . . .
H6 H 0.9827 0.2791 0.9035 0.062 Uiso 1 1 calc R . .
C7 C 0.90518(12) 0.1376(4) 0.9861(3) 0.0463(6) Uani 1 1 d . . .
H7 H 0.9296 0.0173 1.0257 0.056 Uiso 1 1 calc R . .
C8 C 0.83538(10) 0.1558(4) 1.0036(2) 0.0341(5) Uani 1 1 d . . .
C9 C 0.80106(11) -0.0012(4) 1.0817(3) 0.0398(5) Uani 1 1 d . . .
H9 H 0.8241 -0.1242 1.1202 0.048 Uiso 1 1 calc R . .
C10 C 0.73508(12) 0.0247(4) 1.1013(3) 0.0379(5) Uani 1 1 d . . .
H10 H 0.7138 -0.0783 1.1565 0.045 Uiso 1 1 calc R . .
C11 C 0.62629(11) 0.2351(3) 1.0666(3) 0.0360(5) 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 O1 2.0292(15) . ?
Co1 O1 2.0293(15) 3_667 ?
Co1 O3W 2.0490(17) 3_667 ?
Co1 O3W 2.0491(17) . ?
Co1 O4 2.2297(9) . ?
Co1 O4 2.2297(9) 3_667 ?
O1 C11 1.268(3) . ?
O2 C11 1.243(3) . ?
O3W H3A 0.8500 . ?
O3W H3B 0.8500 . ?
O4 Co1 2.2297(9) 2_657 ?
O4 H4' 0.8500 . ?
C1 C2 1.365(3) . ?
C1 C10 1.416(3) . ?
C1 C11 1.495(3) . ?
C2 C3 1.416(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.414(3) . ?
C3 C8 1.418(3) . ?
C4 C5 1.363(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.355(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.421(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.411(3) . ?
C9 C10 1.356(3) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?

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 Co1 O1 180.00(4) . 3_667 ?
O1 Co1 O3W 86.31(9) . 3_667 ?
O1 Co1 O3W 93.69(9) 3_667 3_667 ?
O1 Co1 O3W 93.69(9) . . ?
O1 Co1 O3W 86.31(9) 3_667 . ?
O3W Co1 O3W 179.998(1) 3_667 . ?
O1 Co1 O4 93.11(5) . . ?
O1 Co1 O4 86.89(5) 3_667 . ?
O3W Co1 O4 85.91(6) 3_667 . ?
O3W Co1 O4 94.09(6) . . ?
O1 Co1 O4 86.89(5) . 3_667 ?
O1 Co1 O4 93.11(5) 3_667 3_667 ?
O3W Co1 O4 94.09(6) 3_667 3_667 ?
O3W Co1 O4 85.91(6) . 3_667 ?
O4 Co1 O4 179.999(1) . 3_667 ?
C11 O1 Co1 128.64(14) . . ?
Co1 O3W H3A 120.6 . . ?
Co1 O3W H3B 131.7 . . ?
H3A O3W H3B 107.4 . . ?
Co1 O4 Co1 127.95(9) 2_657 . ?
Co1 O4 H4' 94.0 2_657 . ?
Co1 O4 H4' 116.3 . . ?
C2 C1 C10 119.72(19) . . ?
C2 C1 C11 120.85(19) . . ?
C10 C1 C11 119.37(19) . . ?
C1 C2 C3 121.09(19) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 122.3(2) . . ?
C4 C3 C8 119.08(19) . . ?
C2 C3 C8 118.62(19) . . ?
C5 C4 C3 120.4(2) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.7(2) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 120.4(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C8 121.0(2) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C9 C8 C3 119.05(19) . . ?
C9 C8 C7 122.6(2) . . ?
C3 C8 C7 118.4(2) . . ?
C10 C9 C8 121.0(2) . . ?
C10 C9 H9 119.5 . . ?
C8 C9 H9 119.5 . . ?
C9 C10 C1 120.5(2) . . ?
C9 C10 H10 119.7 . . ?
C1 C10 H10 119.7 . . ?
O2 C11 O1 123.6(2) . . ?
O2 C11 C1 119.15(19) . . ?
O1 C11 C1 117.25(19) . . ?

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
O1 Co1 O1 C11 -143(16) 3_667 . . . ?
O3W Co1 O1 C11 83.0(2) 3_667 . . . ?
O3W Co1 O1 C11 -97.0(2) . . . . ?
O4 Co1 O1 C11 -2.7(2) . . . . ?
O4 Co1 O1 C11 177.3(2) 3_667 . . . ?
O1 Co1 O4 Co1 121.56(6) . . . 2_657 ?
O1 Co1 O4 Co1 -58.44(6) 3_667 . . 2_657 ?
O3W Co1 O4 Co1 35.49(6) 3_667 . . 2_657 ?
O3W Co1 O4 Co1 -144.51(6) . . . 2_657 ?
O4 Co1 O4 Co1 -90(10) 3_667 . . 2_657 ?
C10 C1 C2 C3 -0.9(3) . . . . ?
C11 C1 C2 C3 176.14(19) . . . . ?
C1 C2 C3 C4 -178.2(2) . . . . ?
C1 C2 C3 C8 1.4(3) . . . . ?
C2 C3 C4 C5 179.6(2) . . . . ?
C8 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 C6 -0.4(4) . . . . ?
C4 C5 C6 C7 0.9(4) . . . . ?
C5 C6 C7 C8 -0.8(4) . . . . ?
C4 C3 C8 C9 179.5(2) . . . . ?
C2 C3 C8 C9 -0.2(3) . . . . ?
C4 C3 C8 C7 0.1(3) . . . . ?
C2 C3 C8 C7 -179.60(19) . . . . ?
C6 C7 C8 C9 -179.1(2) . . . . ?
C6 C7 C8 C3 0.4(3) . . . . ?
C3 C8 C9 C10 -1.7(3) . . . . ?
C7 C8 C9 C10 177.7(2) . . . . ?
C8 C9 C10 C1 2.2(3) . . . . ?
C2 C1 C10 C9 -0.9(3) . . . . ?
C11 C1 C10 C9 -178.0(2) . . . . ?
Co1 O1 C11 O2 19.3(4) . . . . ?
Co1 O1 C11 C1 -160.70(16) . . . . ?
C2 C1 C11 O2 -154.8(2) . . . . ?
C10 C1 C11 O2 22.3(3) . . . . ?
C2 C1 C11 O1 25.2(3) . . . . ?
C10 C1 C11 O1 -157.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.046
