# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _publ_contact_author_email GIANFRANCO.CIANI@UNIMI.IT _publ_contact_author_name 'Prof Gianfranco Ciani' _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_address ; DCSSI Universita di Milano via venezian 21 Milano ITALY ; _publ_section_title ; A new type of entanglement involving one-dimensional ribbons of rings catenated to a three-dimensional network in the nanoporous structure of [Co(bix)2(H2O)2](SO4).7H2O [bix = 1,4-bis(imidazol-1-ylmethyl)benzene]. ; loop_ _publ_author_name 'Gainfranco Ciani' 'Lucia Carlucci' 'Davide M. Proserpio' data_1 _database_code_depnum_ccdc_archive 'CCDC 224542' _exptl_absorpt_correction_nazim 'Refl/unique da .abs' _diffrn_measurement_domega 0.30 _diffrn_measurement_rtime 30 _chemical_formula_sum 'C28 H46 Co N8 O13 S' _chemical_formula_weight 793.72 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 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 28.132(5) _cell_length_b 12.615(2) _cell_length_c 24.746(4) _cell_angle_alpha 90.00 _cell_angle_beta 120.026(3) _cell_angle_gamma 90.00 _cell_volume 7604(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 938 _cell_measurement_theta_min 3 _cell_measurement_theta_max 25 _exptl_crystal_description block _exptl_crystal_colour pink _exptl_crystal_size_max 0.420 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.220 _exptl_crystal_density_diffrn 1.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3336 _exptl_absorpt_coefficient_mu 0.576 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.789 _exptl_absorpt_correction_T_max 1.000 _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 SMART _diffrn_detector_type CCD_plate _diffrn_measurement_method omega-scan _diffrn_standards_decay_% 0 _diffrn_reflns_number 36237 _diffrn_reflns_av_R_equivalents 0.0491 _diffrn_reflns_av_sigmaI/netI 0.0412 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.31 _diffrn_reflns_theta_max 27.04 _reflns_number_total 8330 _reflns_number_observed 5620 _reflns_observed_criterion >2sigma(I) _computing_structure_solution SIR92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SCHAKAL _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^)+(0.1097P)^2^+21.1340P] 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 mixed _refine_ls_extinction_method none _refine_ls_number_reflns 8330 _refine_ls_number_parameters 480 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.1032 _refine_ls_R_factor_obs 0.0683 _refine_ls_wR_factor_all 0.2185 _refine_ls_wR_factor_obs 0.1893 _refine_ls_goodness_of_fit_all 1.049 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.028 _refine_ls_shift/su_mean 0.005 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 C11 C 0.07261(17) 0.1807(3) 0.3629(2) 0.0464(9) Uani 1 1 d . . . H33 H 0.1053 0.1609 0.3649 0.056 Uiso 1 1 calc R . . C12 C 0.06857(18) 0.2478(3) 0.4023(2) 0.0520(10) Uani 1 1 d . . . H20 H 0.0973 0.2828 0.4358 0.062 Uiso 1 1 calc R . . C13 C -0.01245(16) 0.1921(3) 0.33407(18) 0.0373(8) Uani 1 1 d . . . H14 H -0.0503 0.1825 0.3125 0.045 Uiso 1 1 calc R . . C14 C -0.0104(2) 0.3071(3) 0.4171(2) 0.0568(12) Uani 1 1 d . . . H23A H 0.0062 0.2789 0.4592 0.068 Uiso 1 1 calc R . . H23B H -0.0493 0.2903 0.3961 0.068 Uiso 1 1 calc R . . C15 C -0.0441(3) 0.4895(5) 0.3772(2) 0.0772(16) Uani 1 1 d . . . H36 H -0.0756 0.4599 0.3442 0.093 Uiso 1 1 calc R . . C16 C -0.00363(19) 0.4250(3) 0.42046(19) 0.0466(10) Uani 1 1 d . . . C17 C 0.0426(2) 0.4717(3) 0.4690(2) 0.0524(10) Uani 1 1 d . . . H17 H 0.0704 0.4295 0.4988 0.063 Uiso 1 1 calc R . . C18 C 0.0475(2) 0.5803(4) 0.4734(3) 0.0635(14) Uani 1 1 d . . . H22 H 0.0788 0.6105 0.5063 0.076 Uiso 1 1 calc R . . C21 C -0.0796(3) -0.1210(4) 0.1379(3) 0.0714(15) Uani 1 1 d . . . H44 H -0.1097 -0.1021 0.1419 0.086 Uiso 1 1 calc R . . C22 C 0.0017(3) -0.1325(4) 0.1550(3) 0.0725(16) Uani 1 1 d . . . H43 H 0.0395 -0.1247 0.1724 0.087 Uiso 1 1 calc R . . C23 C -0.0826(4) -0.1816(5) 0.0917(3) 0.092(2) Uani 1 1 d . . . H34 H -0.1137 -0.2127 0.0590 0.110 Uiso 1 1 calc R . . C24 C -0.0126(4) -0.2364(4) 0.0617(4) 0.121(3) Uani 1 1 d . . . H40A H 0.0227 -0.2070 0.0716 0.145 Uiso 1 1 calc R . . H40B H -0.0387 -0.2192 0.0186 0.145 Uiso 1 1 calc R . . C25 C -0.0076(3) -0.3561(4) 0.0692(3) 0.0737(18) Uani 1 1 d . . . C26 C 0.0381(3) -0.4007(5) 0.1171(3) 0.091(2) Uani 1 1 d . . . H39 H 0.0657 -0.3574 0.1464 0.109 Uiso 1 1 calc R . . C31 C 0.32665(15) 0.3983(3) 0.4785(2) 0.0441(9) Uani 1 1 d . . . H30 H 0.3223 0.4503 0.5023 0.053 Uiso 1 1 calc R . . C32 C 0.32122(18) 0.2536(4) 0.4322(2) 0.0527(10) Uani 1 1 d . . . H32 H 0.3120 0.1845 0.4176 0.063 Uiso 1 1 calc R . . C33 C 0.3525(2) 0.3192(4) 0.4200(2) 0.0587(12) Uani 1 1 d . . . H29 H 0.3686 0.3041 0.3960 0.070 Uiso 1 1 calc R . . C34 C 0.38162(17) 0.5098(3) 0.4455(2) 0.0537(11) Uani 1 1 d . . . H19A H 0.3734 0.5662 0.4663 0.064 Uiso 1 1 calc R . . H19B H 0.3656 0.5293 0.4019 0.064 Uiso 1 1 calc R . . C35 C 0.44295(16) 0.5018(3) 0.4739(2) 0.0395(8) Uani 1 1 d . . . C36 C 0.47668(17) 0.4681(3) 0.5348(2) 0.0446(9) Uani 1 1 d . . . H18 H 0.4611 0.4459 0.5583 0.054 Uiso 1 1 calc R . . C37 C 0.46695(17) 0.5332(3) 0.4390(2) 0.0419(9) Uani 1 1 d . . . H16 H 0.4449 0.5551 0.3978 0.050 Uiso 1 1 calc R . . C41 C 0.17325(19) 0.4521(4) 0.4644(2) 0.0556(11) Uani 1 1 d . . . H25 H 0.1782 0.4594 0.5043 0.067 Uiso 1 1 calc R . . C42 C 0.17910(17) 0.3940(4) 0.3876(2) 0.0501(10) Uani 1 1 d . . . H27 H 0.1885 0.3530 0.3632 0.060 Uiso 1 1 calc R . . C43 C 0.1413(2) 0.5155(4) 0.4153(2) 0.0672(13) Uani 1 1 d . . . H35 H 0.1206 0.5731 0.4150 0.081 Uiso 1 1 calc R . . C44 C 0.1180(2) 0.5217(6) 0.3030(2) 0.0770(17) Uani 1 1 d . . . H37A H 0.1274 0.4796 0.2768 0.092 Uiso 1 1 calc R . . H37B H 0.1307 0.5935 0.3040 0.092 Uiso 1 1 calc R . . C45 C 0.0280(2) 0.4270(4) 0.2626(2) 0.0637(12) Uani 1 1 d . . . H41 H 0.0468 0.3630 0.2711 0.076 Uiso 1 1 calc R . . C46 C 0.0568(2) 0.5220(4) 0.2755(2) 0.0563(11) Uani 1 1 d . . . C47 C 0.0282(2) 0.6157(4) 0.2630(2) 0.0600(12) Uani 1 1 d . . . H42 H 0.0470 0.6797 0.2720 0.072 Uiso 1 1 calc R . . N11 N 0.02171(13) 0.1455(2) 0.31926(14) 0.0355(6) Uani 1 1 d . . . N12 N 0.01434(14) 0.2546(2) 0.38387(16) 0.0417(7) Uani 1 1 d . . . N21 N -0.02742(18) -0.0911(3) 0.17785(19) 0.0550(10) Uani 1 1 d . . . N22 N -0.0308(3) -0.1875(3) 0.1029(2) 0.0862(17) Uani 1 1 d . . . N31 N 0.30506(13) 0.3036(3) 0.46918(15) 0.0428(7) Uani 1 1 d . . . N32 N 0.35578(13) 0.4119(3) 0.44972(17) 0.0457(8) Uani 1 1 d . . . N41 N 0.19691(13) 0.3765(3) 0.44689(16) 0.0442(8) Uani 1 1 d . . . N42 N 0.14582(16) 0.4778(3) 0.36673(18) 0.0583(10) Uani 1 1 d . . . O1S O 0.1560(3) 0.2746(6) 0.0993(3) 0.146(2) Uani 1 1 d . . . O2S O 0.1827(3) 0.7059(7) 0.2311(5) 0.199(4) Uani 1 1 d . . . O3S O 0.1337(4) 0.8975(7) 0.2176(6) 0.228(5) Uani 1 1 d . . . O4S O 0.2386(4) 0.4827(8) 0.2984(5) 0.220(5) Uani 1 1 d . . . O5S O 0.2419(4) 0.1372(9) 0.1072(8) 0.299(8) Uani 1 1 d . . . O6S O 0.2203(9) 0.9232(13) 0.420(2) 0.30(2) Uani 0.50 1 d P . . O7S O 0.3094(11) 0.9809(15) 0.3780(11) 0.222(10) Uani 0.50 1 d P . . O8S O 0.2444(19) 0.966(2) 0.3788(10) 0.36(3) Uani 0.50 1 d P . . O9S O 0.2244(11) 0.820(5) 0.484(2) 0.47(4) Uani 0.50 1 d P . . O11 O 0.2074(4) 0.0747(6) 0.2600(4) 0.206(4) Uani 1 1 d D . . O12 O 0.2223(2) 0.2578(6) 0.2707(3) 0.161(3) Uani 1 1 d D . . O13 O 0.14028(19) 0.1853(6) 0.1900(2) 0.129(2) Uani 1 1 d D . . O14 O 0.15771(16) 0.1822(4) 0.29326(18) 0.0831(12) Uani 1 1 d D . . O111 O 0.08304(13) 0.0260(2) 0.26519(15) 0.0567(8) Uani 1 1 d . . . O222 O 0.28681(12) 0.3569(3) 0.57983(14) 0.0547(8) Uani 1 1 d . . . S S 0.18157(6) 0.18044(16) 0.25277(7) 0.0845(5) Uani 1 1 d D . . Co1 Co 0.0000 0.02710(5) 0.2500 0.0368(2) Uani 1 2 d S . . Co2 Co 0.2500 0.2500 0.5000 0.0391(2) Uani 1 2 d S . . 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 C11 0.041(2) 0.050(2) 0.056(2) -0.0087(19) 0.0296(19) -0.0057(18) C12 0.049(2) 0.052(2) 0.058(3) -0.015(2) 0.029(2) -0.0175(19) C13 0.0412(19) 0.0305(18) 0.047(2) -0.0061(16) 0.0274(17) -0.0049(15) C14 0.086(3) 0.041(2) 0.080(3) -0.017(2) 0.068(3) -0.018(2) C15 0.098(4) 0.086(4) 0.042(3) -0.005(3) 0.031(3) 0.010(3) C16 0.073(3) 0.036(2) 0.051(2) -0.0049(18) 0.047(2) -0.0045(19) C17 0.067(3) 0.040(2) 0.067(3) -0.005(2) 0.045(2) -0.001(2) C18 0.092(4) 0.046(3) 0.082(3) -0.020(3) 0.066(3) -0.021(3) C21 0.097(4) 0.052(3) 0.074(3) -0.021(3) 0.049(3) -0.011(3) C22 0.130(5) 0.034(2) 0.102(4) -0.006(2) 0.095(4) -0.006(3) C23 0.154(7) 0.056(3) 0.092(4) -0.026(3) 0.082(5) -0.018(4) C24 0.280(11) 0.031(2) 0.162(7) -0.014(3) 0.193(8) -0.009(4) C25 0.155(6) 0.037(2) 0.072(3) -0.004(2) 0.089(4) -0.003(3) C26 0.152(6) 0.070(4) 0.067(4) -0.030(3) 0.067(4) -0.043(4) C31 0.038(2) 0.044(2) 0.059(2) -0.0015(18) 0.0307(19) -0.0052(16) C32 0.054(2) 0.051(2) 0.066(3) -0.011(2) 0.039(2) -0.016(2) C33 0.062(3) 0.067(3) 0.068(3) -0.013(2) 0.049(3) -0.017(2) C34 0.045(2) 0.046(2) 0.081(3) 0.013(2) 0.040(2) -0.0008(18) C35 0.042(2) 0.0283(17) 0.061(2) -0.0005(16) 0.0346(19) -0.0072(15) C36 0.053(2) 0.039(2) 0.062(2) 0.0045(18) 0.043(2) -0.0062(17) C37 0.051(2) 0.0339(18) 0.052(2) 0.0063(16) 0.0349(19) -0.0036(16) C41 0.060(3) 0.060(3) 0.052(2) 0.000(2) 0.033(2) 0.005(2) C42 0.042(2) 0.064(3) 0.051(2) 0.004(2) 0.0280(19) 0.004(2) C43 0.073(3) 0.070(3) 0.067(3) 0.011(3) 0.041(3) 0.021(3) C44 0.056(3) 0.119(5) 0.060(3) 0.034(3) 0.033(3) 0.015(3) C45 0.077(3) 0.049(3) 0.062(3) 0.007(2) 0.032(3) 0.014(2) C46 0.057(3) 0.069(3) 0.046(2) 0.014(2) 0.029(2) 0.009(2) C47 0.059(3) 0.052(3) 0.059(3) 0.007(2) 0.022(2) -0.003(2) N11 0.0435(17) 0.0303(15) 0.0419(16) -0.0023(12) 0.0283(14) -0.0033(13) N12 0.0528(19) 0.0341(16) 0.0510(19) -0.0104(14) 0.0357(16) -0.0089(14) N21 0.092(3) 0.0315(17) 0.067(2) -0.0046(16) 0.059(2) 0.0002(18) N22 0.184(6) 0.0294(19) 0.103(4) -0.015(2) 0.115(4) -0.013(3) N31 0.0351(16) 0.0471(18) 0.0509(19) -0.0008(15) 0.0252(15) -0.0090(14) N32 0.0392(17) 0.0480(19) 0.060(2) 0.0046(16) 0.0327(16) -0.0052(15) N41 0.0349(16) 0.052(2) 0.0506(19) 0.0039(16) 0.0252(15) -0.0020(14) N42 0.049(2) 0.079(3) 0.053(2) 0.015(2) 0.0296(18) 0.0094(19) O1S 0.146(5) 0.166(6) 0.126(5) 0.033(4) 0.068(4) 0.015(5) O2S 0.123(5) 0.205(8) 0.319(11) 0.094(8) 0.149(7) 0.051(5) O3S 0.190(8) 0.198(8) 0.399(14) -0.089(9) 0.225(9) -0.005(6) O4S 0.223(9) 0.233(9) 0.310(12) 0.082(9) 0.213(9) 0.046(8) O5S 0.189(9) 0.228(11) 0.54(2) -0.102(14) 0.230(13) -0.054(8) O6S 0.128(13) 0.070(9) 0.47(5) -0.016(17) -0.03(2) -0.008(8) O7S 0.27(2) 0.121(13) 0.24(2) -0.025(13) 0.11(2) 0.030(15) O8S 0.50(6) 0.18(2) 0.145(16) -0.067(16) -0.03(3) 0.19(3) O9S 0.18(3) 0.81(11) 0.47(6) -0.26(7) 0.20(4) -0.13(5) O11 0.245(9) 0.179(7) 0.313(11) 0.037(7) 0.229(9) 0.089(7) O12 0.119(4) 0.246(8) 0.134(5) -0.056(5) 0.075(4) -0.098(5) O13 0.087(3) 0.238(7) 0.069(3) -0.033(3) 0.044(2) -0.049(4) O14 0.083(3) 0.109(3) 0.080(2) -0.016(2) 0.057(2) -0.017(2) O111 0.0606(18) 0.0566(18) 0.073(2) 0.0176(15) 0.0486(17) 0.0186(15) O222 0.0472(16) 0.0628(19) 0.0582(18) -0.0101(15) 0.0295(15) -0.0149(14) S 0.0570(8) 0.1398(16) 0.0691(9) -0.0076(9) 0.0409(7) -0.0145(9) Co1 0.0542(4) 0.0267(3) 0.0468(4) 0.000 0.0382(4) 0.000 Co2 0.0305(4) 0.0457(4) 0.0466(4) 0.0019(3) 0.0235(3) -0.0060(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 C11 C12 1.339(6) . ? C11 N11 1.366(5) . ? C12 N12 1.359(5) . ? C13 N11 1.325(5) . ? C13 N12 1.334(5) . ? C14 N12 1.475(5) . ? C14 C16 1.497(6) . ? C15 C16 1.373(7) . ? C15 C26 1.395(9) 2_565 ? C16 C17 1.385(6) . ? C17 C18 1.375(6) . ? C18 C25 1.353(8) 2_565 ? C21 C23 1.343(7) . ? C21 N21 1.351(7) . ? C22 N21 1.315(6) . ? C22 N22 1.341(8) . ? C23 N22 1.341(9) . ? C24 N22 1.486(6) . ? C24 C25 1.519(7) . ? C25 C18 1.353(8) 2_545 ? C25 C26 1.360(10) . ? C26 C15 1.395(9) 2_545 ? C31 N31 1.308(5) . ? C31 N32 1.338(5) . ? C32 C33 1.347(6) . ? C32 N31 1.363(5) . ? C33 N32 1.359(6) . ? C34 N32 1.464(5) . ? C34 C35 1.506(6) . ? C35 C36 1.385(6) . ? C35 C37 1.395(5) . ? C36 C37 1.381(6) 5_666 ? C37 C36 1.381(6) 5_666 ? C41 N41 1.353(6) . ? C41 C43 1.353(7) . ? C42 N41 1.309(5) . ? C42 N42 1.333(6) . ? C43 N42 1.356(6) . ? C44 N42 1.474(6) . ? C44 C46 1.501(7) . ? C45 C45 1.373(10) 2 ? C45 C46 1.392(7) . ? C46 C47 1.375(7) . ? C47 C47 1.383(10) 2 ? N11 Co1 2.120(3) . ? N21 Co1 2.151(4) . ? N31 Co2 2.149(3) . ? N41 Co2 2.131(3) . ? O6S O8S 1.58(5) . ? O7S O8S 1.85(5) . ? O11 S 1.487(6) . ? O12 S 1.398(5) . ? O13 S 1.400(5) . ? O14 S 1.459(4) . ? O111 Co1 2.172(3) . ? O222 Co2 2.178(3) . ? Co1 N11 2.120(3) 2 ? Co1 N21 2.151(4) 2 ? Co1 O111 2.172(3) 2 ? Co2 N41 2.131(3) 7_556 ? Co2 N31 2.149(3) 7_556 ? Co2 O222 2.178(3) 7_556 ? 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 C12 C11 N11 110.1(4) . . ? C11 C12 N12 106.6(4) . . ? N11 C13 N12 111.4(3) . . ? N12 C14 C16 113.2(3) . . ? C16 C15 C26 119.9(6) . 2_565 ? C15 C16 C17 118.4(4) . . ? C15 C16 C14 120.8(5) . . ? C17 C16 C14 120.7(4) . . ? C18 C17 C16 120.4(5) . . ? C25 C18 C17 121.2(5) 2_565 . ? C23 C21 N21 111.3(6) . . ? N21 C22 N22 110.2(6) . . ? N22 C23 C21 104.9(6) . . ? N22 C24 C25 111.8(4) . . ? C18 C25 C26 119.2(5) 2_545 . ? C18 C25 C24 120.3(7) 2_545 . ? C26 C25 C24 120.4(7) . . ? C25 C26 C15 120.9(6) . 2_545 ? N31 C31 N32 112.2(4) . . ? C33 C32 N31 109.9(4) . . ? C32 C33 N32 106.4(4) . . ? N32 C34 C35 113.8(3) . . ? C36 C35 C37 118.7(4) . . ? C36 C35 C34 122.0(3) . . ? C37 C35 C34 119.2(4) . . ? C37 C36 C35 121.1(3) 5_666 . ? C36 C37 C35 120.2(4) 5_666 . ? N41 C41 C43 109.9(4) . . ? N41 C42 N42 111.7(4) . . ? C41 C43 N42 106.0(4) . . ? N42 C44 C46 111.1(4) . . ? C45 C45 C46 120.6(3) 2 . ? C47 C46 C45 118.6(5) . . ? C47 C46 C44 121.0(5) . . ? C45 C46 C44 120.4(5) . . ? C46 C47 C47 120.8(3) . 2 ? C13 N11 C11 104.8(3) . . ? C13 N11 Co1 125.5(3) . . ? C11 N11 Co1 129.2(3) . . ? C13 N12 C12 107.0(3) . . ? C13 N12 C14 125.1(3) . . ? C12 N12 C14 127.3(4) . . ? C22 N21 C21 104.9(5) . . ? C22 N21 Co1 126.2(4) . . ? C21 N21 Co1 127.5(3) . . ? C23 N22 C22 108.6(4) . . ? C23 N22 C24 126.4(6) . . ? C22 N22 C24 124.7(7) . . ? C31 N31 C32 105.0(3) . . ? C31 N31 Co2 125.4(3) . . ? C32 N31 Co2 129.4(3) . . ? C31 N32 C33 106.5(3) . . ? C31 N32 C34 127.2(4) . . ? C33 N32 C34 126.1(4) . . ? C42 N41 C41 105.5(4) . . ? C42 N41 Co2 125.1(3) . . ? C41 N41 Co2 129.4(3) . . ? C42 N42 C43 107.0(4) . . ? C42 N42 C44 127.3(4) . . ? C43 N42 C44 125.6(4) . . ? O6S O8S O7S 142(2) . . ? O12 S O13 114.5(4) . . ? O12 S O14 111.0(3) . . ? O13 S O14 110.5(3) . . ? O12 S O11 108.3(5) . . ? O13 S O11 104.9(5) . . ? O14 S O11 107.3(3) . . ? N11 Co1 N11 90.39(16) 2 . ? N11 Co1 N21 88.78(13) 2 . ? N11 Co1 N21 176.35(14) . . ? N11 Co1 N21 176.35(14) 2 2 ? N11 Co1 N21 88.78(13) . 2 ? N21 Co1 N21 92.3(2) . 2 ? N11 Co1 O111 90.85(12) 2 2 ? N11 Co1 O111 89.68(11) . 2 ? N21 Co1 O111 86.78(14) . 2 ? N21 Co1 O111 92.70(14) 2 2 ? N11 Co1 O111 89.68(11) 2 . ? N11 Co1 O111 90.85(12) . . ? N21 Co1 O111 92.70(14) . . ? N21 Co1 O111 86.78(14) 2 . ? O111 Co1 O111 179.25(17) 2 . ? N41 Co2 N41 180.0(2) . 7_556 ? N41 Co2 N31 87.28(12) . . ? N41 Co2 N31 92.72(12) 7_556 . ? N41 Co2 N31 92.72(12) . 7_556 ? N31 Co2 N31 180.00(8) . 7_556 ? N41 Co2 O222 92.05(13) . 7_556 ? N41 Co2 O222 87.95(13) 7_556 7_556 ? N31 Co2 O222 88.45(12) . 7_556 ? N31 Co2 O222 91.55(12) 7_556 7_556 ? N41 Co2 O222 87.95(13) . . ? N41 Co2 O222 92.05(13) 7_556 . ? N31 Co2 O222 91.55(12) . . ? N31 Co2 O222 88.45(12) 7_556 . ? O222 Co2 O222 180.000(1) 7_556 . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.992 _refine_diff_density_min -0.680 _refine_diff_density_rms 0.090 data_2 _database_code_depnum_ccdc_archive 'CCDC 224543' _exptl_absorpt_correction_nazim 'Refl/unique da .abs' _diffrn_measurement_domega 0.30 _diffrn_measurement_rtime 30 _chemical_formula_sum 'C16 H26 Co N4 O8 S' _chemical_formula_weight 493.40 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P b c m' _symmetry_Int_Tables_number 57 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, y, -z-1/2' '-x, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 9.270(3) _cell_length_b 11.819(4) _cell_length_c 20.639(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2261.3(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 734 _cell_measurement_theta_min 3 _cell_measurement_theta_max 20 _exptl_crystal_description needle _exptl_crystal_colour pink _exptl_crystal_size_max 0.440 _exptl_crystal_size_mid 0.040 _exptl_crystal_size_min 0.020 _exptl_crystal_density_diffrn 1.449 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1028 _exptl_absorpt_coefficient_mu 0.899 _exptl_absorpt_correction_type sadabs _exptl_absorpt_correction_T_min 0.824 _exptl_absorpt_correction_T_max 1.000 _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 SMART _diffrn_detector_type CCD_plate _diffrn_measurement_method omega-scan _diffrn_standards_decay_% 0 _diffrn_reflns_number 17389 _diffrn_reflns_av_R_equivalents 0.0778 _diffrn_reflns_av_sigmaI/netI 0.0504 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2054 _reflns_number_observed 1320 _reflns_observed_criterion >2sigma(I) _computing_structure_solution SIR92 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SCHAKAL _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^)+(0.0886P)^2^+0.9303P] 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 mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2054 _refine_ls_number_parameters 126 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0863 _refine_ls_R_factor_obs 0.0518 _refine_ls_wR_factor_all 0.1532 _refine_ls_wR_factor_obs 0.1384 _refine_ls_goodness_of_fit_all 0.991 _refine_ls_restrained_S_all 0.991 _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 S1 S 0.83355(17) 0.2500 0.5000 0.0622(6) Uani 1 2 d S . . Co2 Co 1.0000 0.5000 0.5000 0.0368(3) Uani 1 2 d S . . N3 N 1.3390(3) 0.3005(3) 0.58022(15) 0.0370(8) Uani 1 1 d . . . O11 O 0.9272(3) 0.3392(2) 0.47235(17) 0.0515(8) Uani 1 1 d . . . N4 N 1.1858(3) 0.4270(3) 0.54353(17) 0.0405(8) Uani 1 1 d . . . C6 C 1.2014(4) 0.3228(3) 0.56479(18) 0.0388(10) Uani 1 1 d . . . H6 H 1.1263 0.2710 0.5686 0.047 Uiso 1 1 calc R . . C7 C 1.3962(5) 0.1956(4) 0.60860(19) 0.0445(10) Uani 1 1 d . . . H7A H 1.4944 0.1844 0.5937 0.053 Uiso 1 1 calc R . . H7B H 1.3390 0.1321 0.5935 0.053 Uiso 1 1 calc R . . C8 C 1.3222(4) 0.4737(4) 0.5455(2) 0.0454(10) Uani 1 1 d . . . H8 H 1.3454 0.5472 0.5332 0.054 Uiso 1 1 calc R . . O13 O 0.8775(4) 0.4878(3) 0.59007(18) 0.0626(9) Uani 1 1 d . . . H113 H 0.933(5) 0.495(3) 0.639(2) 0.050 Uiso 1 1 d . . . H213 H 0.838(5) 0.422(4) 0.586(2) 0.050 Uiso 1 1 d . . . C10 C 1.3946(5) 0.1976(3) 0.68194(19) 0.0412(10) Uani 1 1 d . . . C11 C 1.4165(5) 0.3965(4) 0.5680(2) 0.0493(11) Uani 1 1 d . . . H11 H 1.5151 0.4066 0.5740 0.059 Uiso 1 1 calc R . . O12 O 0.7437(4) 0.2034(3) 0.4483(3) 0.0959(16) Uani 1 1 d . . . C13 C 1.3666(8) 0.2940(4) 0.7164(2) 0.0831(19) Uani 1 1 d . . . H13 H 1.3472 0.3609 0.6943 0.100 Uiso 1 1 calc R . . C14 C 1.4091(9) 0.1015(4) 0.7160(3) 0.098(2) Uani 1 1 d . . . H14 H 1.4194 0.0333 0.6941 0.117 Uiso 1 1 calc 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 S1 0.0304(8) 0.0274(7) 0.1288(17) 0.0087(10) 0.000 0.000 Co2 0.0307(4) 0.0269(4) 0.0528(5) 0.0040(4) 0.0013(4) 0.0022(3) N3 0.0352(18) 0.0394(17) 0.0364(18) 0.0004(15) -0.0040(16) 0.0029(16) O11 0.0365(16) 0.0285(14) 0.089(2) -0.0047(15) 0.0080(16) 0.0002(12) N4 0.0362(19) 0.0360(18) 0.049(2) 0.0009(16) -0.0017(16) 0.0003(15) C6 0.040(2) 0.037(2) 0.040(2) -0.0012(17) 0.0012(18) -0.0030(18) C7 0.050(3) 0.045(2) 0.039(2) -0.001(2) -0.005(2) 0.016(2) C8 0.036(2) 0.044(2) 0.056(3) 0.007(2) -0.004(2) -0.0030(19) O13 0.058(2) 0.065(2) 0.065(2) 0.0073(19) 0.0080(18) 0.0043(17) C10 0.050(2) 0.037(2) 0.037(2) -0.0049(19) -0.0023(19) 0.014(2) C11 0.036(2) 0.060(3) 0.052(3) 0.007(2) -0.002(2) 0.001(2) O12 0.055(2) 0.0471(19) 0.186(5) 0.029(2) -0.058(3) -0.0144(17) C13 0.151(6) 0.047(3) 0.051(3) 0.008(2) -0.001(3) 0.012(3) C14 0.193(7) 0.048(3) 0.053(3) -0.006(3) 0.008(4) 0.011(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 S1 O12 1.461(4) . ? S1 O12 1.461(4) 3_556 ? S1 O11 1.480(3) . ? S1 O11 1.480(3) 3_556 ? Co2 O11 2.096(3) . ? Co2 O11 2.096(3) 5_766 ? Co2 N4 2.125(3) . ? Co2 N4 2.125(3) 5_766 ? Co2 O13 2.183(4) . ? Co2 O13 2.183(4) 5_766 ? N3 C6 1.341(5) . ? N3 C11 1.367(5) . ? N3 C7 1.470(5) . ? N4 C6 1.316(5) . ? N4 C8 1.380(5) . ? C7 C10 1.514(6) . ? C8 C11 1.346(6) . ? C10 C14 1.343(6) . ? C10 C13 1.368(6) . ? C13 C13 1.389(10) 6_557 ? C14 C14 1.402(10) 6_557 ? 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 O12 S1 O12 110.4(4) . 3_556 ? O12 S1 O11 108.8(2) . . ? O12 S1 O11 110.36(18) 3_556 . ? O12 S1 O11 110.36(18) . 3_556 ? O12 S1 O11 108.8(2) 3_556 3_556 ? O11 S1 O11 108.1(2) . 3_556 ? O11 Co2 O11 180.0 . 5_766 ? O11 Co2 N4 90.45(12) . . ? O11 Co2 N4 89.55(12) 5_766 . ? O11 Co2 N4 89.55(12) . 5_766 ? O11 Co2 N4 90.45(12) 5_766 5_766 ? N4 Co2 N4 180.000(1) . 5_766 ? O11 Co2 O13 90.25(14) . . ? O11 Co2 O13 89.75(14) 5_766 . ? N4 Co2 O13 92.00(13) . . ? N4 Co2 O13 88.00(13) 5_766 . ? O11 Co2 O13 89.75(14) . 5_766 ? N4 Co2 O13 88.00(13) . 5_766 ? N4 Co2 O13 92.00(13) 5_766 5_766 ? O13 Co2 O13 180.000(1) . 5_766 ? C6 N3 C11 107.0(3) . . ? C6 N3 C7 127.1(4) . . ? C11 N3 C7 125.8(3) . . ? S1 O11 Co2 136.9(2) . . ? C6 N4 C8 105.3(3) . . ? C6 N4 Co2 127.6(3) . . ? C8 N4 Co2 126.3(3) . . ? N4 C6 N3 111.6(4) . . ? N3 C7 C10 112.4(3) . . ? C11 C8 N4 109.5(4) . . ? C14 C10 C13 116.8(4) . . ? C14 C10 C7 120.6(4) . . ? C13 C10 C7 122.3(4) . . ? C8 C11 N3 106.6(4) . . ? C10 C13 C13 121.3(3) . 6_557 ? C10 C14 C14 121.6(3) . 6_557 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.748 _refine_diff_density_min -0.588 _refine_diff_density_rms 0.070 # * END