# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_p
_database_code_depnum_ccdc_archive 'CCDC 996040'
_audit_update_record             
;
2014-04-08 deposited with the CCDC.
2017-08-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H16 Co Mo8 N4 O26'
_chemical_formula_weight         1482.76

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 '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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   ?

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

_cell_length_a                   25.443(4)
_cell_length_b                   8.2809(12)
_cell_length_c                   16.263(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 113.429(4)
_cell_angle_gamma                90.00
_cell_volume                     3143.9(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    3.133
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2796
_exptl_absorpt_coefficient_mu    3.703
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.5246
_exptl_absorpt_correction_T_max  0.6066
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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            7432
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.59
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2756
_reflns_number_gt                2510
_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)+(0.0209P)²+2.5615P] 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         2756
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0202
_refine_ls_wR_factor_ref         0.0484
_refine_ls_wR_factor_gt          0.0464
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_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
Mo1 Mo 0.442969(11) 0.55948(3) 0.516578(18) 0.00970(8) Uani 1 1 d . . .
Mo2 Mo 0.565574(12) 0.73544(3) 0.665779(18) 0.01062(8) Uani 1 1 d . . .
Mo3 Mo 0.572127(12) 1.12421(3) 0.675010(17) 0.01038(8) Uani 1 1 d . . .
Mo4 Mo 0.443120(12) 0.95169(3) 0.528648(18) 0.01053(8) Uani 1 1 d . . .
Co1 Co 0.5000 1.42751(7) 0.7500 0.01250(14) Uani 1 2 d S . .
O1 O 0.37186(10) 0.9538(3) 0.50066(16) 0.0204(5) Uani 1 1 d . . .
O2 O 0.47156(10) 1.0923(3) 0.61314(15) 0.0161(5) Uani 1 1 d . . .
O3 O 0.55407(10) 1.2327(2) 0.56308(15) 0.0134(5) Uani 1 1 d . . .
O4 O 0.55817(10) 1.2683(2) 0.74051(15) 0.0165(5) Uani 1 1 d . . .
O5 O 0.64457(10) 1.1234(3) 0.71206(15) 0.0198(5) Uani 1 1 d . . .
O6 O 0.56455(10) 0.9236(2) 0.72972(14) 0.0147(5) Uani 1 1 d . . .
O7 O 0.55630(10) 0.5961(3) 0.73818(14) 0.0160(5) Uani 1 1 d . . .
O8 O 0.63503(10) 0.7200(3) 0.68121(15) 0.0205(5) Uani 1 1 d . . .
O9 O 0.45438(10) 0.4417(2) 0.60979(14) 0.0147(5) Uani 1 1 d . . .
O10 O 0.46657(10) 0.7547(2) 0.59844(14) 0.0119(5) Uani 1 1 d . . .
O11 O 0.37059(10) 0.5636(3) 0.46431(16) 0.0195(5) Uani 1 1 d . . .
O12 O 0.45249(10) 1.0665(2) 0.43139(14) 0.0123(5) Uani 1 1 d . . .
O13 O 0.46247(9) 0.4149(2) 0.44173(14) 0.0123(5) Uani 1 1 d . . .
N1 N 0.71070(13) 0.3905(4) 0.35861(19) 0.0245(7) Uani 1 1 d . . .
N2 N 0.75373(17) 0.1626(5) 0.3818(2) 0.0500(10) Uani 1 1 d . . .
H2 H 0.7785 0.0886 0.3864 0.060 Uiso 1 1 calc R . .
C1 C 0.75601(16) 0.3116(6) 0.3575(3) 0.0350(10) Uani 1 1 d . . .
H1 H 0.7845 0.3553 0.3420 0.042 Uiso 1 1 calc R . .
C2 C 0.70536(19) 0.1428(5) 0.3992(3) 0.0352(10) Uani 1 1 d . . .
H2A H 0.6932 0.0483 0.4171 0.042 Uiso 1 1 calc R . .
C3 C 0.67978(16) 0.2844(5) 0.3852(2) 0.0298(9) Uani 1 1 d . . .
H3 H 0.6461 0.3080 0.3923 0.036 Uiso 1 1 calc R . .
C4 C 0.6977(2) 0.5630(5) 0.3368(3) 0.0419(11) Uani 1 1 d . . .
H4A H 0.6566 0.5788 0.3109 0.050 Uiso 1 1 calc R . .
H4B H 0.7125 0.5960 0.2928 0.050 Uiso 1 1 calc R . .
C5 C 0.78077(18) 0.7165(5) 0.4489(3) 0.0316(9) Uani 1 1 d . . .
H5 H 0.8017 0.6948 0.4145 0.038 Uiso 1 1 calc R . .
C6 C 0.72427(16) 0.6653(4) 0.4197(3) 0.0276(9) Uani 1 1 d . . .
C7 C 0.69396(17) 0.7006(5) 0.4715(3) 0.0318(9) Uani 1 1 d . . .
H7 H 0.6560 0.6681 0.4524 0.038 Uiso 1 1 calc 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
Mo1 O11 1.694(2) . ?
Mo1 O9 1.727(2) . ?
Mo1 O13 1.909(2) . ?
Mo1 O10 2.028(2) . ?
Mo1 O3 2.173(2) 5_676 ?
Mo1 O13 2.235(2) 5_666 ?
Mo2 O8 1.688(2) . ?
Mo2 O7 1.731(2) . ?
Mo2 O6 1.879(2) . ?
Mo2 O13 2.031(2) 5_666 ?
Mo2 O12 2.195(2) 5_676 ?
Mo2 O10 2.319(2) . ?
Mo3 O5 1.696(2) . ?
Mo3 O4 1.728(2) . ?
Mo3 O3 1.915(2) . ?
Mo3 O6 1.930(2) . ?
Mo3 O12 2.240(2) 5_676 ?
Mo3 O2 2.363(2) . ?
Mo4 O1 1.685(2) . ?
Mo4 O2 1.726(2) . ?
Mo4 O12 1.940(2) . ?
Mo4 O10 1.941(2) . ?
Mo4 O3 2.156(2) 5_676 ?
Mo4 O12 2.475(2) 5_676 ?
Co1 O4 2.034(2) 2_656 ?
Co1 O4 2.034(2) . ?
Co1 O7 2.063(2) 1_565 ?
Co1 O7 2.063(2) 2_666 ?
Co1 O9 2.111(2) 1_565 ?
Co1 O9 2.111(2) 2_666 ?
O3 Mo4 2.156(2) 5_676 ?
O3 Mo1 2.173(2) 5_676 ?
O7 Co1 2.063(2) 1_545 ?
O9 Co1 2.111(2) 1_545 ?
O12 Mo2 2.195(2) 5_676 ?
O12 Mo3 2.240(2) 5_676 ?
O12 Mo4 2.475(2) 5_676 ?
O13 Mo2 2.031(2) 5_666 ?
O13 Mo1 2.235(2) 5_666 ?
N1 C1 1.332(5) . ?
N1 C3 1.360(5) . ?
N1 C4 1.477(4) . ?
N2 C1 1.304(6) . ?
N2 C2 1.377(5) . ?
N2 H2 0.8600 . ?
C1 H1 0.9300 . ?
C2 C3 1.316(5) . ?
C2 H2A 0.9300 . ?
C3 H3 0.9300 . ?
C4 C6 1.506(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C7 1.378(6) 7_666 ?
C5 C6 1.389(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.381(5) . ?
C7 C5 1.378(6) 7_666 ?
C7 H7 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
O11 Mo1 O9 102.81(11) . . ?
O11 Mo1 O13 101.47(10) . . ?
O9 Mo1 O13 102.11(9) . . ?
O11 Mo1 O10 107.01(10) . . ?
O9 Mo1 O10 88.36(9) . . ?
O13 Mo1 O10 146.61(9) . . ?
O11 Mo1 O3 88.48(9) . 5_676 ?
O9 Mo1 O3 159.50(9) . 5_676 ?
O13 Mo1 O3 92.13(8) . 5_676 ?
O10 Mo1 O3 71.86(8) . 5_676 ?
O11 Mo1 O13 167.02(9) . 5_666 ?
O9 Mo1 O13 90.13(9) . 5_666 ?
O13 Mo1 O13 74.44(9) . 5_666 ?
O10 Mo1 O13 73.91(8) . 5_666 ?
O3 Mo1 O13 79.47(8) 5_676 5_666 ?
O8 Mo2 O7 105.44(11) . . ?
O8 Mo2 O6 102.97(10) . . ?
O7 Mo2 O6 98.10(10) . . ?
O8 Mo2 O13 94.03(10) . 5_666 ?
O7 Mo2 O13 94.63(9) . 5_666 ?
O6 Mo2 O13 155.13(9) . 5_666 ?
O8 Mo2 O12 94.06(10) . 5_676 ?
O7 Mo2 O12 160.34(10) . 5_676 ?
O6 Mo2 O12 74.57(9) . 5_676 ?
O13 Mo2 O12 86.37(8) 5_666 5_676 ?
O8 Mo2 O10 162.16(10) . . ?
O7 Mo2 O10 87.18(9) . . ?
O6 Mo2 O10 87.30(9) . . ?
O13 Mo2 O10 72.04(8) 5_666 . ?
O12 Mo2 O10 74.42(8) 5_676 . ?
O5 Mo3 O4 104.14(11) . . ?
O5 Mo3 O3 98.95(10) . . ?
O4 Mo3 O3 103.40(10) . . ?
O5 Mo3 O6 97.26(10) . . ?
O4 Mo3 O6 103.14(10) . . ?
O3 Mo3 O6 144.29(9) . . ?
O5 Mo3 O12 101.67(10) . 5_676 ?
O4 Mo3 O12 154.18(10) . 5_676 ?
O3 Mo3 O12 73.08(8) . 5_676 ?
O6 Mo3 O12 72.59(8) . 5_676 ?
O5 Mo3 O2 172.19(9) . . ?
O4 Mo3 O2 83.48(10) . . ?
O3 Mo3 O2 80.67(8) . . ?
O6 Mo3 O2 79.07(9) . . ?
O12 Mo3 O2 70.70(8) 5_676 . ?
O1 Mo4 O2 105.88(11) . . ?
O1 Mo4 O12 104.04(10) . . ?
O2 Mo4 O12 99.78(9) . . ?
O1 Mo4 O10 102.37(10) . . ?
O2 Mo4 O10 99.64(10) . . ?
O12 Mo4 O10 141.27(9) . . ?
O1 Mo4 O3 98.54(10) . 5_676 ?
O2 Mo4 O3 155.56(10) . 5_676 ?
O12 Mo4 O3 74.60(8) . 5_676 ?
O10 Mo4 O3 73.87(8) . 5_676 ?
O1 Mo4 O12 177.06(9) . 5_676 ?
O2 Mo4 O12 76.45(9) . 5_676 ?
O12 Mo4 O12 77.12(9) . 5_676 ?
O10 Mo4 O12 75.34(8) . 5_676 ?
O3 Mo4 O12 79.11(8) 5_676 5_676 ?
O4 Co1 O4 99.14(13) 2_656 . ?
O4 Co1 O7 177.61(9) 2_656 1_565 ?
O4 Co1 O7 83.01(9) . 1_565 ?
O4 Co1 O7 83.01(9) 2_656 2_666 ?
O4 Co1 O7 177.61(9) . 2_666 ?
O7 Co1 O7 94.85(13) 1_565 2_666 ?
O4 Co1 O9 90.80(9) 2_656 1_565 ?
O4 Co1 O9 93.34(9) . 1_565 ?
O7 Co1 O9 88.03(9) 1_565 1_565 ?
O7 Co1 O9 87.65(9) 2_666 1_565 ?
O4 Co1 O9 93.34(9) 2_656 2_666 ?
O4 Co1 O9 90.80(9) . 2_666 ?
O7 Co1 O9 87.65(9) 1_565 2_666 ?
O7 Co1 O9 88.03(9) 2_666 2_666 ?
O9 Co1 O9 173.61(11) 1_565 2_666 ?
Mo4 O2 Mo3 117.05(11) . . ?
Mo3 O3 Mo4 105.30(9) . 5_676 ?
Mo3 O3 Mo1 152.40(12) . 5_676 ?
Mo4 O3 Mo1 97.46(8) 5_676 5_676 ?
Mo3 O4 Co1 145.98(14) . . ?
Mo2 O6 Mo3 115.64(11) . . ?
Mo2 O7 Co1 143.33(13) . 1_545 ?
Mo1 O9 Co1 143.89(12) . 1_545 ?
Mo4 O10 Mo1 110.13(10) . . ?
Mo4 O10 Mo2 110.96(9) . . ?
Mo1 O10 Mo2 103.76(9) . . ?
Mo4 O12 Mo2 153.47(12) . 5_676 ?
Mo4 O12 Mo3 101.35(8) . 5_676 ?
Mo2 O12 Mo3 93.24(8) 5_676 5_676 ?
Mo4 O12 Mo4 102.88(9) . 5_676 ?
Mo2 O12 Mo4 97.48(8) 5_676 5_676 ?
Mo3 O12 Mo4 95.80(8) 5_676 5_676 ?
Mo1 O13 Mo2 147.39(12) . 5_666 ?
Mo1 O13 Mo1 105.56(9) . 5_666 ?
Mo2 O13 Mo1 106.67(9) 5_666 5_666 ?
C1 N1 C3 107.5(3) . . ?
C1 N1 C4 125.7(4) . . ?
C3 N1 C4 126.8(3) . . ?
C1 N2 C2 109.0(3) . . ?
C1 N2 H2 125.5 . . ?
C2 N2 H2 125.5 . . ?
N2 C1 N1 108.5(4) . . ?
N2 C1 H1 125.8 . . ?
N1 C1 H1 125.8 . . ?
C3 C2 N2 106.2(4) . . ?
C3 C2 H2A 126.9 . . ?
N2 C2 H2A 126.9 . . ?
C2 C3 N1 108.8(4) . . ?
C2 C3 H3 125.6 . . ?
N1 C3 H3 125.6 . . ?
N1 C4 C6 110.5(3) . . ?
N1 C4 H4A 109.5 . . ?
C6 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
C6 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C7 C5 C6 120.4(4) 7_666 . ?
C7 C5 H5 119.8 7_666 . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 118.7(4) . . ?
C7 C6 C4 120.4(4) . . ?
C5 C6 C4 120.8(4) . . ?
C5 C7 C6 120.9(4) 7_666 . ?
C5 C7 H7 119.5 7_666 . ?
C6 C7 H7 119.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.169
