# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2013

#######################################################################
#
#                 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.
#
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#  fide research purposes only. It may contain copyright material
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data_cz54b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H52 Co2 N8 O2 S6 Sn2'
_chemical_formula_weight         984.30

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'
S S 0.1246 0.1234 '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'
Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0686(6)
_cell_length_b                   9.8673(7)
_cell_length_c                   10.1779(8)
_cell_angle_alpha                96.769(6)
_cell_angle_beta                 94.398(6)
_cell_angle_gamma                102.954(6)
_cell_volume                     876.36(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9924
_cell_measurement_theta_min      2
_cell_measurement_theta_max      28

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             494
_exptl_absorpt_coefficient_mu    2.729
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6341
_exptl_absorpt_correction_T_max  0.7254
_exptl_absorpt_process_details   'X-Red and S-Shale from STOE'

_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  'STOE IPDS-2'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9924
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_sigmaI/netI    0.0314
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         28.00
_reflns_number_total             4210
_reflns_number_gt                3631
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'X-Area, STOE & CIE'
_computing_cell_refinement       'X-Area, STOE & CIE'
_computing_data_reduction        'X-Area, STOE & CIE'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP and Diamond'
_computing_publication_material  SHELXTL-PC

_refine_special_details          
; 
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ 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/[\s^2^(Fo^2^)+(0.0257P)^2^+0.2151P] where P=(Fo^2^+2Fc^2^)/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     SHELXL
_refine_ls_extinction_coef       0.0029(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         4210
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_ref         0.0539
_refine_ls_wR_factor_gt          0.0520
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
Sn1 Sn 0.36720(2) 0.883389(19) 0.561845(17) 0.02167(6) Uani 1 1 d . . .
S1 S 0.40703(9) 0.81694(7) 0.77238(7) 0.03209(17) Uani 1 1 d . . .
S2 S 0.13034(8) 0.77117(8) 0.44659(7) 0.03113(16) Uani 1 1 d . . .
S3 S 0.42063(8) 1.13860(7) 0.56892(7) 0.02841(14) Uani 1 1 d . . .
Co1 Co 0.5000 1.0000 1.0000 0.02307(11) Uani 1 2 d S . .
N1 N 0.5328(3) 1.1620(2) 0.8987(2) 0.0294(5) Uani 1 1 d . . .
H1N H 0.4972 1.1252 0.8129 0.035 Uiso 1 1 calc R . .
C1 C 0.6983(4) 1.2152(3) 0.8982(3) 0.0399(7) Uani 1 1 d . . .
H1A H 0.7403 1.2766 0.9804 0.048 Uiso 1 1 calc R . .
H1B H 0.7186 1.2684 0.8246 0.048 Uiso 1 1 calc R . .
C2 C 0.7696(4) 1.0931(4) 0.8845(3) 0.0415(8) Uani 1 1 d . . .
H2A H 0.8796 1.1254 0.8956 0.050 Uiso 1 1 calc R . .
H2B H 0.7390 1.0391 0.7968 0.050 Uiso 1 1 calc R . .
N2 N 0.7186(3) 1.0046(3) 0.9887(2) 0.0314(5) Uani 1 1 d . . .
H2N H 0.7693 1.0517 1.0674 0.038 Uiso 1 1 calc R . .
C3 C 0.7647(4) 0.8700(4) 0.9681(4) 0.0458(8) Uani 1 1 d . . .
H3A H 0.8744 0.8883 0.9687 0.055 Uiso 1 1 calc R . .
H3B H 0.7194 0.8192 0.8817 0.055 Uiso 1 1 calc R . .
C4 C 0.7156(5) 0.7803(4) 1.0752(4) 0.0505(9) Uani 1 1 d . . .
H4A H 0.7634 0.7015 1.0677 0.061 Uiso 1 1 calc R . .
H4B H 0.7520 0.8356 1.1616 0.061 Uiso 1 1 calc R . .
C5 C 0.5454(4) 0.7249(3) 1.0685(3) 0.0428(8) Uani 1 1 d . . .
H5A H 0.5068 0.6771 0.9796 0.051 Uiso 1 1 calc R . .
H5B H 0.5235 0.6570 1.1302 0.051 Uiso 1 1 calc R . .
Co2 Co 0.0000 0.5000 0.5000 0.02281(11) Uani 1 2 d S . .
N11 N 0.1397(3) 0.5236(2) 0.6644(2) 0.0293(5) Uani 1 1 d . . .
H11N H 0.1940 0.6144 0.6758 0.035 Uiso 1 1 calc R . .
C11 C 0.2512(4) 0.4366(3) 0.6386(3) 0.0389(7) Uani 1 1 d . . .
H11A H 0.2068 0.3395 0.6474 0.047 Uiso 1 1 calc R . .
H11B H 0.3412 0.4701 0.7020 0.047 Uiso 1 1 calc R . .
C12 C 0.2923(3) 0.4478(3) 0.5003(4) 0.0384(7) Uani 1 1 d . . .
H12A H 0.3484 0.5425 0.4943 0.046 Uiso 1 1 calc R . .
H12B H 0.3555 0.3835 0.4758 0.046 Uiso 1 1 calc R . .
N12 N 0.1490(3) 0.4119(3) 0.4105(2) 0.0303(5) Uani 1 1 d . . .
H12N H 0.1127 0.3175 0.4054 0.036 Uiso 1 1 calc R . .
C13 C 0.1776(4) 0.4396(4) 0.2738(3) 0.0432(8) Uani 1 1 d . . .
H13A H 0.2469 0.3850 0.2407 0.052 Uiso 1 1 calc R . .
H13B H 0.2258 0.5381 0.2757 0.052 Uiso 1 1 calc R . .
C14 C 0.0316(5) 0.4025(4) 0.1802(3) 0.0491(9) Uani 1 1 d . . .
H14A H 0.0571 0.4066 0.0897 0.059 Uiso 1 1 calc R . .
H14B H -0.0214 0.3067 0.1857 0.059 Uiso 1 1 calc R . .
C15 C -0.0743(4) 0.4980(3) 0.2096(3) 0.0402(8) Uani 1 1 d . . .
H15A H -0.0187 0.5950 0.2149 0.048 Uiso 1 1 calc R . .
H15B H -0.1558 0.4796 0.1377 0.048 Uiso 1 1 calc R . .
O1 O -0.0053(5) 0.9475(5) 0.6897(4) 0.0958(13) Uani 1 1 d . . .
H1O H 0.0196 0.9113 0.6207 0.144 Uiso 1 1 d R . .
H2O H 0.0070 1.0322 0.6880 0.144 Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.02388(9) 0.02067(9) 0.01815(9) 0.00331(6) 0.00215(6) 0.00014(6)
S1 0.0443(4) 0.0265(3) 0.0200(3) 0.0051(3) -0.0023(3) -0.0021(3)
S2 0.0274(3) 0.0312(4) 0.0294(3) 0.0043(3) -0.0029(3) -0.0023(3)
S3 0.0356(4) 0.0228(3) 0.0297(3) 0.0050(3) 0.0106(3) 0.0095(3)
Co1 0.0259(3) 0.0210(2) 0.0233(2) 0.00574(19) 0.00521(19) 0.00535(19)
N1 0.0417(14) 0.0231(11) 0.0215(11) 0.0035(9) 0.0017(9) 0.0044(10)
C1 0.0445(18) 0.0346(16) 0.0348(16) 0.0104(13) 0.0113(13) -0.0079(13)
C2 0.0314(16) 0.054(2) 0.0363(16) 0.0092(15) 0.0123(13) 0.0010(14)
N2 0.0292(12) 0.0377(13) 0.0261(12) 0.0014(10) 0.0038(9) 0.0070(10)
C3 0.0429(19) 0.056(2) 0.0466(19) 0.0052(16) 0.0074(15) 0.0286(17)
C4 0.065(2) 0.058(2) 0.0416(19) 0.0137(16) 0.0034(17) 0.040(2)
C5 0.071(2) 0.0283(15) 0.0343(16) 0.0084(13) 0.0020(15) 0.0205(15)
Co2 0.0201(2) 0.0284(3) 0.0211(2) 0.00590(19) 0.00172(18) 0.00721(19)
N11 0.0309(12) 0.0256(11) 0.0288(12) 0.0080(9) -0.0039(9) 0.0015(9)
C11 0.0305(15) 0.0341(16) 0.0527(19) 0.0167(14) -0.0079(13) 0.0075(12)
C12 0.0235(14) 0.0337(16) 0.062(2) 0.0152(15) 0.0074(13) 0.0095(12)
N12 0.0306(12) 0.0253(11) 0.0368(13) 0.0064(10) 0.0098(10) 0.0071(9)
C13 0.054(2) 0.0374(17) 0.0437(18) 0.0100(14) 0.0294(16) 0.0130(15)
C14 0.072(3) 0.0439(19) 0.0298(16) 0.0020(14) 0.0168(16) 0.0082(18)
C15 0.058(2) 0.0347(16) 0.0227(14) 0.0078(12) -0.0032(13) 0.0008(14)
O1 0.116(3) 0.118(3) 0.083(3) 0.032(2) 0.047(2) 0.070(3)

_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
Sn1 S2 2.3360(7) . ?
Sn1 S1 2.3390(7) . ?
Sn1 S3 2.4467(7) . ?
Sn1 S3 2.4561(8) 2_676 ?
S1 Co1 2.7151(7) . ?
S3 Sn1 2.4561(8) 2_676 ?
Co1 N1 1.982(2) 2_677 ?
Co1 N1 1.982(2) . ?
Co1 N2 1.986(2) 2_677 ?
Co1 N2 1.986(2) . ?
Co1 S1 2.7151(7) 2_677 ?
N1 C5 1.471(4) 2_677 ?
N1 C1 1.475(4) . ?
C1 C2 1.487(5) . ?
C2 N2 1.488(4) . ?
N2 C3 1.477(4) . ?
C3 C4 1.515(5) . ?
C4 C5 1.511(6) . ?
C5 N1 1.471(4) 2_677 ?
Co2 N11 1.977(2) . ?
Co2 N11 1.977(2) 2_566 ?
Co2 N12 1.985(2) . ?
Co2 N12 1.985(2) 2_566 ?
N11 C15 1.471(4) 2_566 ?
N11 C11 1.485(4) . ?
C11 C12 1.493(5) . ?
C12 N12 1.478(4) . ?
N12 C13 1.481(4) . ?
C13 C14 1.517(5) . ?
C14 C15 1.511(5) . ?
C15 N11 1.471(4) 2_566 ?

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
S2 Sn1 S1 113.92(3) . . ?
S2 Sn1 S3 112.29(3) . . ?
S1 Sn1 S3 112.25(2) . . ?
S2 Sn1 S3 112.63(3) . 2_676 ?
S1 Sn1 S3 110.82(3) . 2_676 ?
S3 Sn1 S3 93.21(2) . 2_676 ?
Sn1 S1 Co1 124.34(3) . . ?
Sn1 S3 Sn1 86.79(2) . 2_676 ?
N1 Co1 N1 180.000(1) 2_677 . ?
N1 Co1 N2 86.31(11) 2_677 2_677 ?
N1 Co1 N2 93.69(11) . 2_677 ?
N1 Co1 N2 93.69(11) 2_677 . ?
N1 Co1 N2 86.31(11) . . ?
N2 Co1 N2 180.000(1) 2_677 . ?
N1 Co1 S1 91.32(7) 2_677 2_677 ?
N1 Co1 S1 88.68(7) . 2_677 ?
N2 Co1 S1 93.65(7) 2_677 2_677 ?
N2 Co1 S1 86.35(7) . 2_677 ?
N1 Co1 S1 88.68(7) 2_677 . ?
N1 Co1 S1 91.32(7) . . ?
N2 Co1 S1 86.35(7) 2_677 . ?
N2 Co1 S1 93.65(7) . . ?
S1 Co1 S1 180.000(1) 2_677 . ?
C5 N1 C1 112.5(3) 2_677 . ?
C5 N1 Co1 119.1(2) 2_677 . ?
C1 N1 Co1 107.91(18) . . ?
N1 C1 C2 108.4(2) . . ?
C1 C2 N2 108.0(3) . . ?
C3 N2 C2 111.1(3) . . ?
C3 N2 Co1 118.5(2) . . ?
C2 N2 Co1 107.09(19) . . ?
N2 C3 C4 111.4(3) . . ?
C5 C4 C3 113.9(3) . . ?
N1 C5 C4 111.8(3) 2_677 . ?
N11 Co2 N11 180.000(1) . 2_566 ?
N11 Co2 N12 86.00(10) . . ?
N11 Co2 N12 94.00(10) 2_566 . ?
N11 Co2 N12 94.00(10) . 2_566 ?
N11 Co2 N12 86.00(10) 2_566 2_566 ?
N12 Co2 N12 180.000(1) . 2_566 ?
C15 N11 C11 111.7(2) 2_566 . ?
C15 N11 Co2 118.6(2) 2_566 . ?
C11 N11 Co2 107.93(19) . . ?
N11 C11 C12 107.8(2) . . ?
N12 C12 C11 107.5(2) . . ?
C12 N12 C13 111.1(3) . . ?
C12 N12 Co2 107.67(19) . . ?
C13 N12 Co2 118.4(2) . . ?
N12 C13 C14 111.8(3) . . ?
C15 C14 C13 113.7(3) . . ?
N11 C15 C14 111.3(3) 2_566 . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        28.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.556
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.084
_database_code_depnum_ccdc_archive 'CCDC 942276'