# Electronic Supplementary Material (ESI) for ChemComm.
# 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 
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data_C36H28CoPSe4
_database_code_depnum_ccdc_archive 'CCDC 1540805'
_audit_update_record             
;
2017-03-28 deposited with the CCDC.
2017-04-27 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C24 H20 P, C12 H8 Co Se4'
_chemical_formula_sum            'C36 H28 Co P Se4'
_chemical_formula_iupac          ?
_chemical_formula_weight         866.32

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_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                   16.1283(8)
_cell_length_b                   12.1688(6)
_cell_length_c                   16.3580(8)
_cell_angle_alpha                90
_cell_angle_beta                 96.567(3)
_cell_angle_gamma                90
_cell_volume                     3189.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9951
_cell_measurement_theta_min      5.1494
_cell_measurement_theta_max      69.9846
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       blade
_exptl_crystal_colour            'dark brown'
_exptl_crystal_size_max          0.159
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.038
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1688

_exptl_absorpt_coefficient_mu    10.100
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   'SADABS 2016/2 (Bruker AXS, 2012)'
_exptl_absorpt_correction_T_min  0.51
_exptl_absorpt_correction_T_max  0.70

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'IuS microsource'
_diffrn_source_type              ?

_diffrn_radiation_type           'CuK\a '
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'multi-layer optics'

_diffrn_measurement_device_type  'Bruker APEX II CCD'
_diffrn_measurement_method       'omega- and phi-scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            41906
_diffrn_reflns_av_R_equivalents  0.0653
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_theta_min         4.56
_diffrn_reflns_theta_max         70.32
_diffrn_reflns_theta_full        70.32
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             3039
_reflns_number_gt                2799
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0268
_refine_ls_R_factor_gt           0.0234
_refine_ls_wR_factor_gt          0.0551
_refine_ls_wR_factor_ref         0.0569
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_number_reflns         3039
_refine_ls_number_parameters     192
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0295P)²+4.0287P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.344
_refine_diff_density_min         -0.402
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       
'Bruker Instrument Service v2012.12.0.3 (Bruker AXS, 2012'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXTL XT 2014/4 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 807)'
_computing_publication_material  'SHELXTL XL 2014/7 (Bruker AXS, 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.69841(14) 0.90425(19) 0.65327(14) 0.0191(5) Uani d . . . 1 . .
C C2 0.64008(14) 0.93727(18) 0.58897(14) 0.0185(4) Uani d . . . 1 . .
C C3 0.58252(15) 1.0192(2) 0.60151(15) 0.0226(5) Uani d . . . 1 . .
H H3 0.5434 1.0429 0.5572 0.027 Uiso calc U . R 1 . .
C C4 0.58238(17) 1.0661(2) 0.67851(16) 0.0276(5) Uani d . . . 1 . .
H H4 0.5429 1.1218 0.687 0.033 Uiso calc U . R 1 . .
C C5 0.63959(18) 1.0323(2) 0.74338(15) 0.0294(6) Uani d . . . 1 . .
H H5 0.6388 1.0642 0.7963 0.035 Uiso calc U . R 1 . .
C C6 0.69787(16) 0.9520(2) 0.73117(14) 0.0248(5) Uani d . . . 1 . .
H H6 0.7374 0.9295 0.7755 0.03 Uiso calc U . R 1 . .
C C7 0.57705(14) 0.68735(18) 0.80651(13) 0.0160(4) Uani d . . . 1 . .
C C8 0.54956(15) 0.78171(19) 0.84400(14) 0.0188(5) Uani d . . . 1 . .
H H8 0.4929 0.8041 0.8338 0.023 Uiso calc U . R 1 . .
C C9 0.60589(16) 0.8422(2) 0.89629(14) 0.0232(5) Uani d . . . 1 . .
H H9 0.588 0.9068 0.9218 0.028 Uiso calc U . R 1 . .
C C10 0.68829(16) 0.8087(2) 0.91141(14) 0.0241(5) Uani d . . . 1 . .
H H10 0.7265 0.8502 0.9476 0.029 Uiso calc U . R 1 . .
C C11 0.71542(15) 0.7153(2) 0.87436(15) 0.0242(5) Uani d . . . 1 . .
H H11 0.7722 0.6934 0.8847 0.029 Uiso calc U . R 1 . .
C C12 0.65952(15) 0.6535(2) 0.82193(14) 0.0206(5) Uani d . . . 1 . .
H H12 0.6777 0.5887 0.7969 0.025 Uiso calc U . R 1 . .
C C13 0.54319(14) 0.51845(18) 0.67477(13) 0.0166(4) Uani d . . . 1 . .
C C14 0.50356(15) 0.4201(2) 0.64946(14) 0.0208(5) Uani d . . . 1 . .
H H14 0.4601 0.3917 0.678 0.025 Uiso calc U . R 1 . .
C C15 0.52814(16) 0.3640(2) 0.58220(15) 0.0246(5) Uani d . . . 1 . .
H H15 0.5024 0.2962 0.5654 0.03 Uiso calc U . R 1 . .
C C16 0.59011(15) 0.4069(2) 0.53983(14) 0.0224(5) Uani d . . . 1 . .
H H16 0.6062 0.3688 0.4935 0.027 Uiso calc U . R 1 . .
C C17 0.62901(15) 0.5051(2) 0.56429(14) 0.0222(5) Uani d . . . 1 . .
H H17 0.6717 0.5337 0.5349 0.027 Uiso calc U . R 1 . .
C C18 0.60562(14) 0.56169(19) 0.63183(14) 0.0191(5) Uani d . . . 1 . .
H H18 0.6319 0.6292 0.6486 0.023 Uiso calc U . R 1 . .
Co Co1 0.75 0.75 0.5 0.01476(12) Uani d . P S 1 . .
P P1 0.5 0.60155(6) 0.75 0.01350(15) Uani d T P S 1 . .
Se Se1 0.77968(2) 0.79518(2) 0.63624(2) 0.01942(8) Uani d . . . 1 . .
Se Se2 0.63947(2) 0.86878(2) 0.48371(2) 0.01853(8) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.388(3) ?
C1 C6 . 1.402(3) ?
C1 Se1 . 1.908(2) ?
C2 C3 . 1.394(3) ?
C2 Se2 . 1.912(2) ?
C3 C4 . 1.383(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.387(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.386(4) ?
C5 H5 . 0.95 ?
C6 H6 . 0.95 ?
C7 C12 . 1.388(3) ?
C7 C8 . 1.398(3) ?
C7 P1 . 1.796(2) ?
C8 C9 . 1.386(3) ?
C8 H8 . 0.95 ?
C9 C10 . 1.385(4) ?
C9 H9 . 0.95 ?
C10 C11 . 1.382(4) ?
C10 H10 . 0.95 ?
C11 C12 . 1.392(4) ?
C11 H11 . 0.95 ?
C12 H12 . 0.95 ?
C13 C18 . 1.395(3) ?
C13 C14 . 1.397(3) ?
C13 P1 . 1.794(2) ?
C14 C15 . 1.391(3) ?
C14 H14 . 0.95 ?
C15 C16 . 1.383(4) ?
C15 H15 . 0.95 ?
C16 C17 . 1.387(4) ?
C16 H16 . 0.95 ?
C17 C18 . 1.390(3) ?
C17 H17 . 0.95 ?
C18 H18 . 0.95 ?
Co1 Se2 . 2.2868(2) ?
Co1 Se2 7_666 2.2869(2) ?
Co1 Se1 . 2.2921(2) ?
Co1 Se1 7_666 2.2921(2) ?
P1 C13 2_656 1.794(2) ?
P1 C7 2_656 1.796(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 119.6(2) ?
C2 C1 Se1 . . 120.54(17) ?
C6 C1 Se1 . . 119.81(19) ?
C1 C2 C3 . . 120.1(2) ?
C1 C2 Se2 . . 119.31(17) ?
C3 C2 Se2 . . 120.64(17) ?
C4 C3 C2 . . 120.0(2) ?
C4 C3 H3 . . 120.0 ?
C2 C3 H3 . . 120.0 ?
C3 C4 C5 . . 120.3(2) ?
C3 C4 H4 . . 119.9 ?
C5 C4 H4 . . 119.9 ?
C6 C5 C4 . . 120.1(2) ?
C6 C5 H5 . . 119.9 ?
C4 C5 H5 . . 119.9 ?
C5 C6 C1 . . 119.9(2) ?
C5 C6 H6 . . 120.1 ?
C1 C6 H6 . . 120.1 ?
C12 C7 C8 . . 120.6(2) ?
C12 C7 P1 . . 120.90(18) ?
C8 C7 P1 . . 117.89(17) ?
C9 C8 C7 . . 119.3(2) ?
C9 C8 H8 . . 120.4 ?
C7 C8 H8 . . 120.4 ?
C10 C9 C8 . . 120.1(2) ?
C10 C9 H9 . . 120.0 ?
C8 C9 H9 . . 120.0 ?
C11 C10 C9 . . 120.6(2) ?
C11 C10 H10 . . 119.7 ?
C9 C10 H10 . . 119.7 ?
C10 C11 C12 . . 119.9(2) ?
C10 C11 H11 . . 120.0 ?
C12 C11 H11 . . 120.0 ?
C7 C12 C11 . . 119.4(2) ?
C7 C12 H12 . . 120.3 ?
C11 C12 H12 . . 120.3 ?
C18 C13 C14 . . 120.4(2) ?
C18 C13 P1 . . 119.47(17) ?
C14 C13 P1 . . 119.07(18) ?
C15 C14 C13 . . 119.5(2) ?
C15 C14 H14 . . 120.2 ?
C13 C14 H14 . . 120.2 ?
C16 C15 C14 . . 119.9(2) ?
C16 C15 H15 . . 120.0 ?
C14 C15 H15 . . 120.0 ?
C15 C16 C17 . . 120.7(2) ?
C15 C16 H16 . . 119.7 ?
C17 C16 H16 . . 119.7 ?
C16 C17 C18 . . 120.1(2) ?
C16 C17 H17 . . 120.0 ?
C18 C17 H17 . . 120.0 ?
C17 C18 C13 . . 119.4(2) ?
C17 C18 H18 . . 120.3 ?
C13 C18 H18 . . 120.3 ?
Se2 Co1 Se2 . 7_666 180.0 ?
Se2 Co1 Se1 . . 92.008(8) ?
Se2 Co1 Se1 7_666 . 87.991(9) ?
Se2 Co1 Se1 . 7_666 87.991(9) ?
Se2 Co1 Se1 7_666 7_666 92.010(9) ?
Se1 Co1 Se1 . 7_666 179.999(12) ?
C13 P1 C13 2_656 . 111.38(15) ?
C13 P1 C7 2_656 2_656 112.37(10) ?
C13 P1 C7 . 2_656 105.95(10) ?
C13 P1 C7 2_656 . 105.94(10) ?
C13 P1 C7 . . 112.37(10) ?
C7 P1 C7 2_656 . 108.92(15) ?
C1 Se1 Co1 . . 103.78(7) ?
C2 Se2 Co1 . . 104.30(7) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 1.4(3) ?
Se1 C1 C2 C3 . . . . -178.16(17) ?
C6 C1 C2 Se2 . . . . -178.35(17) ?
Se1 C1 C2 Se2 . . . . 2.1(3) ?
C1 C2 C3 C4 . . . . -1.3(3) ?
Se2 C2 C3 C4 . . . . 178.41(19) ?
C2 C3 C4 C5 . . . . 0.3(4) ?
C3 C4 C5 C6 . . . . 0.7(4) ?
C4 C5 C6 C1 . . . . -0.6(4) ?
C2 C1 C6 C5 . . . . -0.4(3) ?
Se1 C1 C6 C5 . . . . 179.16(18) ?
C12 C7 C8 C9 . . . . 0.7(3) ?
P1 C7 C8 C9 . . . . 172.11(17) ?
C7 C8 C9 C10 . . . . -0.5(3) ?
C8 C9 C10 C11 . . . . 0.4(4) ?
C9 C10 C11 C12 . . . . -0.6(4) ?
C8 C7 C12 C11 . . . . -0.9(3) ?
P1 C7 C12 C11 . . . . -172.07(18) ?
C10 C11 C12 C7 . . . . 0.9(4) ?
C18 C13 C14 C15 . . . . 1.5(3) ?
P1 C13 C14 C15 . . . . 169.71(19) ?
C13 C14 C15 C16 . . . . -1.4(4) ?
C14 C15 C16 C17 . . . . 0.8(4) ?
C15 C16 C17 C18 . . . . -0.3(4) ?
C16 C17 C18 C13 . . . . 0.4(4) ?
C14 C13 C18 C17 . . . . -1.0(3) ?
P1 C13 C18 C17 . . . . -169.12(18) ?
C18 C13 P1 C13 . . . 2_656 -155.5(2) ?
C14 C13 P1 C13 . . . 2_656 36.16(15) ?
C18 C13 P1 C7 . . . 2_656 82.0(2) ?
C14 C13 P1 C7 . . . 2_656 -86.3(2) ?
C18 C13 P1 C7 . . . . -36.9(2) ?
C14 C13 P1 C7 . . . . 154.85(18) ?
C12 C7 P1 C13 . . . 2_656 90.4(2) ?
C8 C7 P1 C13 . . . 2_656 -80.93(19) ?
C12 C7 P1 C13 . . . . -31.4(2) ?
C8 C7 P1 C13 . . . . 157.23(17) ?
C12 C7 P1 C7 . . . 2_656 -148.5(2) ?
C8 C7 P1 C7 . . . 2_656 40.16(15) ?


_exptl_crystal_recrystallization_method 'Vapour deposition'
