# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry
# This journal is © The Royal Society of Chemistry 2011


data_global_1
_journal_name_full               J.Mater.Chem.
_journal_coden_cambridge         1145
loop_
_publ_author_name
A.Abdelhady
K.Ramasamy
M.Mohammad
P.O'Brien
S.Haigh
S.Haigh

# Attachment 's3006p.cif'

data_s3006p
_database_code_depnum_ccdc_archive 'CCDC 715965'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H56 Cu N6 O2 S2'
_chemical_formula_weight         636.45

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'
Cu Cu 0.3201 1.2651 '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                   7.952(2)
_cell_length_b                   11.127(3)
_cell_length_c                   11.142(3)
_cell_angle_alpha                65.992(6)
_cell_angle_beta                 72.469(5)
_cell_angle_gamma                79.123(6)
_cell_volume                     856.2(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    241
_cell_measurement_theta_min      2.2785
_cell_measurement_theta_max      16.307

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             343
_exptl_absorpt_coefficient_mu    0.792
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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            5384
_diffrn_reflns_av_R_equivalents  0.0877
_diffrn_reflns_av_sigmaI/netI    0.4533
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.01
_diffrn_reflns_theta_max         28.35
_reflns_number_total             3796
_reflns_number_gt                1131
_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 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^)+(0.0000P)^2^+0.0000P] 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     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3796
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1681
_refine_ls_R_factor_gt           0.0471
_refine_ls_wR_factor_ref         0.0896
_refine_ls_wR_factor_gt          0.0682
_refine_ls_goodness_of_fit_ref   0.491
_refine_ls_restrained_S_all      0.491
_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
C1 C 0.2304(6) 0.4803(4) -0.3312(4) 0.0254(13) Uani 1 1 d . . .
H1 H 0.3509 0.5104 -0.3542 0.030 Uiso 1 1 calc R . .
C2 C 0.2353(6) 0.4185(5) -0.4297(4) 0.0367(15) Uani 1 1 d . . .
H2A H 0.3229 0.3425 -0.4186 0.055 Uiso 1 1 calc R . .
H2B H 0.2677 0.4834 -0.5226 0.055 Uiso 1 1 calc R . .
H2C H 0.1184 0.3893 -0.4121 0.055 Uiso 1 1 calc R . .
C3 C 0.1009(6) 0.6025(4) -0.3446(5) 0.0404(15) Uani 1 1 d . . .
H3A H -0.0197 0.5774 -0.3226 0.061 Uiso 1 1 calc R . .
H3B H 0.1310 0.6670 -0.4379 0.061 Uiso 1 1 calc R . .
H3C H 0.1081 0.6416 -0.2819 0.061 Uiso 1 1 calc R . .
C4 C 0.0264(6) 0.3229(4) -0.1373(5) 0.0234(12) Uani 1 1 d . . .
H4 H -0.0361 0.3657 -0.2118 0.028 Uiso 1 1 calc R . .
C5 C 0.0467(6) 0.1758(4) -0.1105(5) 0.0377(15) Uani 1 1 d . . .
H5A H 0.1332 0.1597 -0.1873 0.057 Uiso 1 1 calc R . .
H5B H -0.0676 0.1463 -0.0992 0.057 Uiso 1 1 calc R . .
H5C H 0.0878 0.1267 -0.0276 0.057 Uiso 1 1 calc R . .
C6 C -0.0937(6) 0.3538(5) -0.0166(4) 0.0335(14) Uani 1 1 d . . .
H6A H -0.0491 0.3022 0.0642 0.050 Uiso 1 1 calc R . .
H6B H -0.2139 0.3310 -0.0005 0.050 Uiso 1 1 calc R . .
H6C H -0.0955 0.4481 -0.0357 0.050 Uiso 1 1 calc R . .
C7 C 0.3059(6) 0.3606(4) -0.1088(5) 0.0221(12) Uani 1 1 d . . .
C8 C 0.3420(6) 0.2521(5) 0.1129(5) 0.0236(13) Uani 1 1 d . . .
C9 C 0.4174(6) 0.1082(4) 0.3272(4) 0.0231(12) Uani 1 1 d . . .
H9 H 0.4120 0.0117 0.3835 0.028 Uiso 1 1 calc R . .
C10 C 0.6115(6) 0.1358(4) 0.2894(5) 0.0329(14) Uani 1 1 d . . .
H10A H 0.6820 0.0910 0.2287 0.049 Uiso 1 1 calc R . .
H10B H 0.6542 0.1030 0.3718 0.049 Uiso 1 1 calc R . .
H10C H 0.6229 0.2310 0.2433 0.049 Uiso 1 1 calc R . .
C11 C 0.3011(6) 0.1787(4) 0.4187(4) 0.0276(13) Uani 1 1 d . . .
H11A H 0.3184 0.2732 0.3750 0.041 Uiso 1 1 calc R . .
H11B H 0.3331 0.1427 0.5057 0.041 Uiso 1 1 calc R . .
H11C H 0.1767 0.1654 0.4342 0.041 Uiso 1 1 calc R . .
C12 C 0.2908(6) 0.0164(4) 0.2039(5) 0.0222(12) Uani 1 1 d . . .
H12 H 0.2543 0.0480 0.1169 0.027 Uiso 1 1 calc R . .
C13 C 0.4365(6) -0.0947(4) 0.2013(5) 0.0407(15) Uani 1 1 d . . .
H13A H 0.5424 -0.0585 0.1309 0.061 Uiso 1 1 calc R . .
H13B H 0.3956 -0.1609 0.1816 0.061 Uiso 1 1 calc R . .
H13C H 0.4649 -0.1361 0.2898 0.061 Uiso 1 1 calc R . .
C14 C 0.1290(6) -0.0334(4) 0.3182(4) 0.0364(15) Uani 1 1 d . . .
H14A H 0.1611 -0.0691 0.4052 0.055 Uiso 1 1 calc R . .
H14B H 0.0836 -0.1029 0.3066 0.055 Uiso 1 1 calc R . .
H14C H 0.0377 0.0395 0.3168 0.055 Uiso 1 1 calc R . .
Cu1 Cu 0.5000 0.5000 0.0000 0.0199(3) Uani 1 2 d S . .
N1 N 0.1969(5) 0.3842(3) -0.1895(4) 0.0189(10) Uani 1 1 d . . .
N2 N 0.2687(5) 0.2654(3) 0.0128(4) 0.0214(10) Uani 1 1 d . . .
N3 N 0.3526(5) 0.1294(4) 0.2091(4) 0.0205(10) Uani 1 1 d . . .
O1 O 0.3907(4) 0.3450(3) 0.1315(3) 0.0256(9) Uani 1 1 d . . .
S1 S 0.49703(16) 0.44868(12) -0.17691(12) 0.0239(4) Uani 1 1 d . . .

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
C1 0.027(3) 0.033(3) 0.017(3) -0.005(3) -0.011(3) -0.005(3)
C2 0.044(4) 0.043(4) 0.023(3) -0.012(3) -0.015(3) 0.005(3)
C3 0.054(4) 0.025(3) 0.043(4) -0.008(3) -0.024(3) 0.003(3)
C4 0.026(3) 0.023(3) 0.022(3) -0.003(3) -0.017(3) 0.001(2)
C5 0.041(4) 0.032(3) 0.045(4) -0.007(3) -0.025(3) -0.005(3)
C6 0.019(3) 0.045(4) 0.036(3) -0.011(3) -0.011(3) -0.004(3)
C7 0.023(3) 0.012(3) 0.032(3) -0.007(2) -0.011(3) 0.001(2)
C8 0.010(3) 0.025(3) 0.027(3) -0.005(3) -0.004(2) 0.003(2)
C9 0.025(3) 0.019(3) 0.024(3) -0.004(2) -0.010(3) -0.002(2)
C10 0.029(4) 0.030(3) 0.033(3) 0.000(3) -0.014(3) -0.005(3)
C11 0.029(3) 0.027(3) 0.024(3) -0.006(3) -0.011(3) 0.003(2)
C12 0.023(3) 0.019(3) 0.029(3) -0.009(2) -0.013(3) 0.000(2)
C13 0.049(4) 0.021(3) 0.058(4) -0.020(3) -0.025(3) 0.013(3)
C14 0.040(4) 0.037(3) 0.039(4) -0.013(3) -0.016(3) -0.010(3)
Cu1 0.0190(6) 0.0161(6) 0.0252(6) -0.0052(5) -0.0112(5) 0.0007(5)
N1 0.019(3) 0.019(2) 0.018(2) -0.0046(19) -0.007(2) -0.0013(19)
N2 0.017(3) 0.023(3) 0.026(3) -0.008(2) -0.010(2) -0.0028(19)
N3 0.021(3) 0.016(2) 0.025(3) -0.004(2) -0.012(2) -0.0001(19)
O1 0.027(2) 0.015(2) 0.035(2) -0.0018(17) -0.0158(18) -0.0072(16)
S1 0.0217(9) 0.0276(9) 0.0245(8) -0.0087(7) -0.0079(7) -0.0054(7)

_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
C1 N1 1.479(5) . ?
C1 C2 1.502(5) . ?
C1 C3 1.527(6) . ?
C1 H1 1.0000 . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 N1 1.481(5) . ?
C4 C6 1.522(6) . ?
C4 C5 1.525(5) . ?
C4 H4 1.0000 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 N2 1.324(5) . ?
C7 N1 1.349(5) . ?
C7 S1 1.763(4) . ?
C8 O1 1.280(5) . ?
C8 N2 1.352(5) . ?
C8 N3 1.357(5) . ?
C9 N3 1.471(5) . ?
C9 C11 1.522(6) . ?
C9 C10 1.528(6) . ?
C9 H9 1.0000 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 N3 1.461(5) . ?
C12 C14 1.514(6) . ?
C12 C13 1.530(6) . ?
C12 H12 1.0000 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
Cu1 O1 1.902(3) . ?
Cu1 O1 1.902(3) 2_665 ?
Cu1 S1 2.2717(13) 2_665 ?
Cu1 S1 2.2717(13) . ?

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
N1 C1 C2 112.2(4) . . ?
N1 C1 C3 111.2(4) . . ?
C2 C1 C3 113.0(4) . . ?
N1 C1 H1 106.7 . . ?
C2 C1 H1 106.7 . . ?
C3 C1 H1 106.7 . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 C6 112.7(4) . . ?
N1 C4 C5 113.6(4) . . ?
C6 C4 C5 112.4(4) . . ?
N1 C4 H4 105.8 . . ?
C6 C4 H4 105.8 . . ?
C5 C4 H4 105.8 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 N1 117.4(4) . . ?
N2 C7 S1 124.4(3) . . ?
N1 C7 S1 118.0(3) . . ?
O1 C8 N2 126.5(4) . . ?
O1 C8 N3 116.5(4) . . ?
N2 C8 N3 116.8(4) . . ?
N3 C9 C11 114.0(4) . . ?
N3 C9 C10 113.1(4) . . ?
C11 C9 C10 111.7(4) . . ?
N3 C9 H9 105.8 . . ?
C11 C9 H9 105.8 . . ?
C10 C9 H9 105.8 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 C14 111.4(4) . . ?
N3 C12 C13 112.5(4) . . ?
C14 C12 C13 111.3(4) . . ?
N3 C12 H12 107.1 . . ?
C14 C12 H12 107.1 . . ?
C13 C12 H12 107.1 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 Cu1 O1 180.00(13) . 2_665 ?
O1 Cu1 S1 86.90(10) . 2_665 ?
O1 Cu1 S1 93.10(9) 2_665 2_665 ?
O1 Cu1 S1 93.10(10) . . ?
O1 Cu1 S1 86.90(9) 2_665 . ?
S1 Cu1 S1 179.999(1) 2_665 . ?
C7 N1 C1 123.1(4) . . ?
C7 N1 C4 121.5(4) . . ?
C1 N1 C4 115.2(3) . . ?
C7 N2 C8 122.6(4) . . ?
C8 N3 C12 121.7(4) . . ?
C8 N3 C9 120.3(4) . . ?
C12 N3 C9 117.9(4) . . ?
C8 O1 Cu1 128.8(3) . . ?
C7 S1 Cu1 101.14(17) . . ?

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
N2 C7 N1 C1 -175.2(4) . . . . ?
S1 C7 N1 C1 -0.3(6) . . . . ?
N2 C7 N1 C4 10.2(7) . . . . ?
S1 C7 N1 C4 -174.9(3) . . . . ?
C2 C1 N1 C7 124.1(5) . . . . ?
C3 C1 N1 C7 -108.4(5) . . . . ?
C2 C1 N1 C4 -61.0(5) . . . . ?
C3 C1 N1 C4 66.5(5) . . . . ?
C6 C4 N1 C7 56.8(6) . . . . ?
C5 C4 N1 C7 -72.5(6) . . . . ?
C6 C4 N1 C1 -118.2(4) . . . . ?
C5 C4 N1 C1 112.5(4) . . . . ?
N1 C7 N2 C8 -164.8(4) . . . . ?
S1 C7 N2 C8 20.7(7) . . . . ?
O1 C8 N2 C7 30.8(7) . . . . ?
N3 C8 N2 C7 -154.6(4) . . . . ?
O1 C8 N3 C12 176.2(4) . . . . ?
N2 C8 N3 C12 1.1(6) . . . . ?
O1 C8 N3 C9 0.0(6) . . . . ?
N2 C8 N3 C9 -175.1(4) . . . . ?
C14 C12 N3 C8 -112.0(5) . . . . ?
C13 C12 N3 C8 122.2(5) . . . . ?
C14 C12 N3 C9 64.2(5) . . . . ?
C13 C12 N3 C9 -61.5(5) . . . . ?
C11 C9 N3 C8 63.6(5) . . . . ?
C10 C9 N3 C8 -65.3(6) . . . . ?
C11 C9 N3 C12 -112.8(4) . . . . ?
C10 C9 N3 C12 118.3(4) . . . . ?
N2 C8 O1 Cu1 -37.9(7) . . . . ?
N3 C8 O1 Cu1 147.5(3) . . . . ?
O1 Cu1 O1 C8 64(5) 2_665 . . . ?
S1 Cu1 O1 C8 -179.2(4) 2_665 . . . ?
S1 Cu1 O1 C8 0.8(4) . . . . ?
N2 C7 S1 Cu1 -47.4(4) . . . . ?
N1 C7 S1 Cu1 138.1(3) . . . . ?
O1 Cu1 S1 C7 30.66(18) . . . . ?
O1 Cu1 S1 C7 -149.34(18) 2_665 . . . ?
S1 Cu1 S1 C7 151(27) 2_665 . . . ?

_diffrn_measured_fraction_theta_max 0.887
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.445
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.071