# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012


data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
_publ_contact_author_name        'Chih-Chieh Wang'
_publ_contact_author_email       ccwang@scu.edu.tw
_publ_author_name                'Chih-Chieh Wang'

data_ic15429
_database_code_depnum_ccdc_archive 'CCDC 857815'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H60 Co2 N12 O21'
_chemical_formula_weight         1006.73

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'
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   C2/c

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                   29.964(2)
_cell_length_b                   16.0632(13)
_cell_length_c                   8.6180(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.391(2)
_cell_angle_gamma                90.00
_cell_volume                     4066.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    1056
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      20.70

_exptl_crystal_description       block
_exptl_crystal_colour            deep-yellow
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      not_measured
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2112
_exptl_absorpt_coefficient_mu    0.913
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8038
_exptl_absorpt_correction_T_max  0.9142
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      200(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  'BRUKER SMART APEXCCD area detector'
_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            12975
_diffrn_reflns_av_R_equivalents  0.0797
_diffrn_reflns_av_sigmaI/netI    0.0891
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         27.50
_reflns_number_total             4671
_reflns_number_gt                3207
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINT'
_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^)+(0.0963P)^2^+2.2223P] 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         4671
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0655
_refine_ls_wR_factor_ref         0.1936
_refine_ls_wR_factor_gt          0.1641
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

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
Co Co 0.369537(19) 0.29318(4) 0.61186(7) 0.0184(2) Uani 1 1 d . . .
O1 O 0.26430(11) 0.2085(2) 0.7332(4) 0.0291(8) Uani 1 1 d . . .
O2 O 0.34305(11) 0.1314(2) 0.9344(4) 0.0322(8) Uani 1 1 d . . .
O3 O 0.30916(13) 0.0250(2) 1.1657(4) 0.0365(9) Uani 1 1 d . . .
O4 O 0.21708(12) 0.0891(2) 1.1782(4) 0.0310(8) Uani 1 1 d . . .
O5 O 0.18501(11) 0.1795(2) 0.8854(4) 0.0322(8) Uani 1 1 d . . .
O6 O 0.46536(12) 0.3087(2) 0.3446(5) 0.0382(9) Uani 1 1 d . . .
O7 O 0.43532(11) 0.4828(2) 0.3707(4) 0.0314(8) Uani 1 1 d . . .
O8 O 0.5000 0.5907(3) 0.2500 0.0311(11) Uani 1 2 d S . .
N1 N 0.36404(13) 0.3014(2) 0.8340(4) 0.0256(9) Uani 1 1 d . . .
H1A H 0.3471 0.3476 0.8479 0.031 Uiso 1 1 calc R . .
H1B H 0.3493 0.2551 0.8618 0.031 Uiso 1 1 calc R . .
N2 N 0.43323(12) 0.2631(3) 0.6970(5) 0.0269(9) Uani 1 1 d . . .
H2A H 0.4408 0.2163 0.6464 0.032 Uiso 1 1 calc R . .
H2B H 0.4521 0.3058 0.6790 0.032 Uiso 1 1 calc R . .
N3 N 0.38672(13) 0.4105(2) 0.6047(5) 0.0238(8) Uani 1 1 d . . .
H3A H 0.4069 0.4241 0.6960 0.029 Uiso 1 1 calc R . .
H3B H 0.4009 0.4191 0.5206 0.029 Uiso 1 1 calc R . .
N4 N 0.30713(12) 0.3326(2) 0.5405(4) 0.0225(8) Uani 1 1 d . . .
H4A H 0.2923 0.2991 0.4600 0.027 Uiso 1 1 calc R . .
H4B H 0.2917 0.3297 0.6227 0.027 Uiso 1 1 calc R . .
N5 N 0.34815(13) 0.1775(2) 0.6037(4) 0.0247(8) Uani 1 1 d . . .
H5A H 0.3702 0.1442 0.6623 0.030 Uiso 1 1 calc R . .
H5B H 0.3224 0.1740 0.6466 0.030 Uiso 1 1 calc R . .
N6 N 0.37661(13) 0.2744(2) 0.3939(4) 0.0259(9) Uani 1 1 d . . .
H6A H 0.3540 0.3022 0.3255 0.031 Uiso 1 1 calc R . .
H6B H 0.4042 0.2951 0.3806 0.031 Uiso 1 1 calc R . .
C1 C 0.26389(16) 0.1672(3) 0.8581(5) 0.0229(10) Uani 1 1 d . . .
C2 C 0.30291(16) 0.1261(3) 0.9524(5) 0.0256(10) Uani 1 1 d . . .
C3 C 0.28722(16) 0.0777(3) 1.0764(5) 0.0240(10) Uani 1 1 d . . .
C4 C 0.24009(16) 0.1056(3) 1.0765(5) 0.0241(10) Uani 1 1 d . . .
C5 C 0.22461(15) 0.1543(3) 0.9323(5) 0.0235(10) Uani 1 1 d . . .
C6 C 0.48197(15) 0.3724(3) 0.2952(6) 0.0260(10) Uani 1 1 d . . .
C7 C 0.46786(15) 0.4588(3) 0.3126(5) 0.0223(10) Uani 1 1 d . . .
C8 C 0.5000 0.5130(4) 0.2500 0.0212(13) Uani 1 2 d S . .
C9 C 0.41013(17) 0.3078(3) 0.9364(6) 0.0335(12) Uani 1 1 d . . .
H9A H 0.4090 0.2931 1.0471 0.040 Uiso 1 1 calc R . .
H9B H 0.4221 0.3651 0.9343 0.040 Uiso 1 1 calc R . .
C10 C 0.43966(17) 0.2471(3) 0.8689(6) 0.0340(12) Uani 1 1 d . . .
H10A H 0.4720 0.2548 0.9199 0.041 Uiso 1 1 calc R . .
H10B H 0.4308 0.1892 0.8881 0.041 Uiso 1 1 calc R . .
C11 C 0.34613(17) 0.4650(3) 0.5878(6) 0.0305(11) Uani 1 1 d . . .
H11A H 0.3519 0.5187 0.5392 0.037 Uiso 1 1 calc R . .
H11B H 0.3387 0.4762 0.6928 0.037 Uiso 1 1 calc R . .
C12 C 0.30742(16) 0.4199(3) 0.4837(6) 0.0284(11) Uani 1 1 d . . .
H12A H 0.2782 0.4474 0.4890 0.034 Uiso 1 1 calc R . .
H12B H 0.3114 0.4209 0.3725 0.034 Uiso 1 1 calc R . .
C13 C 0.33782(17) 0.1483(3) 0.4383(6) 0.0292(11) Uani 1 1 d . . .
H13A H 0.3073 0.1678 0.3850 0.035 Uiso 1 1 calc R . .
H13B H 0.3382 0.0867 0.4348 0.035 Uiso 1 1 calc R . .
C14 C 0.37402(17) 0.1835(3) 0.3568(6) 0.0294(11) Uani 1 1 d . . .
H14A H 0.4037 0.1564 0.3969 0.035 Uiso 1 1 calc R . .
H14B H 0.3656 0.1745 0.2410 0.035 Uiso 1 1 calc R . .
O9 O 0.4734(2) 0.1075(4) 0.5927(11) 0.161(4) Uani 1 1 d . . .
H9C H 0.4596 0.0900 0.6668 0.242 Uiso 1 1 d R . .
H9D H 0.4590 0.0720 0.5252 0.242 Uiso 1 1 d R . .
O10 O 0.5000 0.1430(5) 1.2500 0.170(6) Uani 1 2 d S . .
H10C H 0.4941 0.1006 1.1699 0.255 Uiso 0.50 1 d PR . .
H10D H 0.4928 0.1897 1.2067 0.255 Uiso 0.50 1 d PR . .
O11 O 0.3983(2) 0.0205(5) 0.7523(15) 0.198(5) Uani 1 1 d . . .
H11C H 0.4068 -0.0362 0.7187 0.297 Uiso 1 1 d R . .
H11D H 0.4224 0.0256 0.8420 0.297 Uiso 1 1 d R . .
O12 O 0.4337(5) 0.0480(10) 1.0535(18) 0.124(5) Uiso 0.50 1 d P A -1

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
Co 0.0173(3) 0.0212(3) 0.0171(3) 0.0011(2) 0.0044(2) -0.0029(2)
O1 0.0273(18) 0.0370(19) 0.0221(17) 0.0059(15) 0.0027(14) -0.0064(15)
O2 0.0247(18) 0.041(2) 0.0310(19) 0.0044(16) 0.0068(15) -0.0026(15)
O3 0.042(2) 0.035(2) 0.032(2) 0.0069(16) 0.0045(17) 0.0026(17)
O4 0.038(2) 0.0320(19) 0.0279(19) 0.0008(15) 0.0180(16) -0.0028(15)
O5 0.0258(18) 0.044(2) 0.0270(18) 0.0013(16) 0.0055(15) 0.0008(15)
O6 0.0268(19) 0.031(2) 0.057(3) 0.0164(17) 0.0099(18) -0.0024(15)
O7 0.0262(18) 0.040(2) 0.0321(19) 0.0061(16) 0.0151(15) 0.0087(15)
O8 0.036(3) 0.017(2) 0.039(3) 0.000 0.003(2) 0.000
N1 0.027(2) 0.029(2) 0.021(2) -0.0009(16) 0.0048(16) -0.0062(17)
N2 0.020(2) 0.030(2) 0.031(2) 0.0049(18) 0.0062(17) -0.0004(17)
N3 0.022(2) 0.025(2) 0.024(2) 0.0014(16) 0.0056(16) -0.0046(16)
N4 0.023(2) 0.0243(19) 0.022(2) 0.0002(16) 0.0077(16) -0.0013(16)
N5 0.025(2) 0.026(2) 0.023(2) 0.0028(16) 0.0036(16) -0.0015(17)
N6 0.023(2) 0.030(2) 0.026(2) 0.0006(17) 0.0081(17) -0.0023(16)
C1 0.028(2) 0.023(2) 0.018(2) -0.0036(18) 0.0055(19) -0.0066(19)
C2 0.028(3) 0.028(2) 0.021(2) -0.0042(19) 0.005(2) -0.003(2)
C3 0.027(2) 0.023(2) 0.022(2) -0.0003(19) 0.0031(19) -0.0020(19)
C4 0.028(2) 0.021(2) 0.024(2) -0.0060(18) 0.007(2) -0.0080(19)
C5 0.024(2) 0.027(2) 0.018(2) -0.0031(19) 0.0004(19) -0.0034(19)
C6 0.018(2) 0.027(2) 0.032(3) 0.006(2) 0.001(2) 0.0010(19)
C7 0.020(2) 0.028(2) 0.019(2) 0.0021(19) 0.0033(18) 0.0027(19)
C8 0.019(3) 0.026(3) 0.018(3) 0.000 0.003(3) 0.000
C9 0.035(3) 0.042(3) 0.021(2) 0.000(2) -0.001(2) -0.010(2)
C10 0.024(2) 0.045(3) 0.030(3) 0.010(2) -0.003(2) -0.007(2)
C11 0.035(3) 0.022(2) 0.035(3) 0.003(2) 0.009(2) 0.001(2)
C12 0.027(3) 0.023(2) 0.035(3) 0.004(2) 0.006(2) 0.0056(19)
C13 0.035(3) 0.026(2) 0.025(3) -0.002(2) 0.003(2) -0.006(2)
C14 0.035(3) 0.029(3) 0.025(2) -0.004(2) 0.008(2) 0.000(2)
O9 0.095(5) 0.064(4) 0.279(11) -0.052(5) -0.073(6) 0.028(4)
O10 0.303(17) 0.040(5) 0.204(13) 0.000 0.143(13) 0.000
O11 0.078(5) 0.100(6) 0.410(16) 0.073(8) 0.036(7) -0.003(4)

_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
Co N6 1.954(4) . ?
Co N4 1.955(4) . ?
Co N1 1.958(4) . ?
Co N3 1.958(4) . ?
Co N5 1.962(4) . ?
Co N2 1.965(4) . ?
O1 C1 1.266(5) . ?
O2 C2 1.246(5) . ?
O3 C3 1.241(6) . ?
O4 C4 1.246(5) . ?
O5 C5 1.243(5) . ?
O6 C6 1.249(5) . ?
O7 C7 1.243(5) . ?
O8 C8 1.249(8) . ?
N1 C9 1.489(6) . ?
N2 C10 1.478(6) . ?
N3 C11 1.482(6) . ?
N4 C12 1.487(6) . ?
N5 C13 1.474(6) . ?
N6 C14 1.494(6) . ?
C1 C2 1.445(7) . ?
C1 C5 1.461(6) . ?
C2 C3 1.472(6) . ?
C3 C4 1.482(6) . ?
C4 C5 1.464(6) . ?
C6 C6 1.451(9) 2_655 ?
C6 C7 1.468(6) . ?
C7 C8 1.477(6) . ?
C8 C7 1.477(6) 2_655 ?
C9 C10 1.509(7) . ?
C11 C12 1.504(7) . ?
C13 C14 1.514(7) . ?

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
N6 Co N4 91.50(16) . . ?
N6 Co N1 174.82(17) . . ?
N4 Co N1 91.47(16) . . ?
N6 Co N3 92.22(16) . . ?
N4 Co N3 85.39(16) . . ?
N1 Co N3 92.26(16) . . ?
N6 Co N5 85.20(16) . . ?
N4 Co N5 90.57(16) . . ?
N1 Co N5 90.52(16) . . ?
N3 Co N5 175.15(16) . . ?
N6 Co N2 92.26(16) . . ?
N4 Co N2 174.43(17) . . ?
N1 Co N2 85.10(17) . . ?
N3 Co N2 90.36(16) . . ?
N5 Co N2 93.84(17) . . ?
C9 N1 Co 109.7(3) . . ?
C10 N2 Co 110.0(3) . . ?
C11 N3 Co 110.8(3) . . ?
C12 N4 Co 110.0(3) . . ?
C13 N5 Co 109.9(3) . . ?
C14 N6 Co 110.2(3) . . ?
O1 C1 C2 125.1(4) . . ?
O1 C1 C5 126.2(4) . . ?
C2 C1 C5 108.8(4) . . ?
O2 C2 C1 126.3(4) . . ?
O2 C2 C3 125.5(4) . . ?
C1 C2 C3 108.1(4) . . ?
O3 C3 C2 127.2(4) . . ?
O3 C3 C4 126.4(4) . . ?
C2 C3 C4 106.4(4) . . ?
O4 C4 C5 125.7(4) . . ?
O4 C4 C3 126.6(4) . . ?
C5 C4 C3 107.6(4) . . ?
O5 C5 C1 127.7(4) . . ?
O5 C5 C4 124.9(4) . . ?
C1 C5 C4 107.4(4) . . ?
O6 C6 C6 124.9(3) . 2_655 ?
O6 C6 C7 126.7(4) . . ?
C6 C6 C7 108.4(3) 2_655 . ?
O7 C7 C6 126.9(4) . . ?
O7 C7 C8 125.8(4) . . ?
C6 C7 C8 107.4(4) . . ?
O8 C8 C7 126.1(3) . 2_655 ?
O8 C8 C7 126.1(3) . . ?
C7 C8 C7 107.8(5) 2_655 . ?
N1 C9 C10 105.8(4) . . ?
N2 C10 C9 107.7(4) . . ?
N3 C11 C12 107.2(4) . . ?
N4 C12 C11 108.2(4) . . ?
N5 C13 C14 107.3(4) . . ?
N6 C14 C13 106.1(4) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.477
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.131