data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Zhuojia Lin' _publ_contact_author_email ZL10@ST-ANDREWS.AC.UK _publ_section_title ; Hydrogen Bond Directing Effect in the Ionothermal Synthesis of Metal Coordination Polymers ; loop_ _publ_author_name 'Zhuojia Lin.' 'R Morris' 'A Slawin' # Attachment '1.cif' data_candy79 _database_code_depnum_ccdc_archive 'CCDC 661275' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H43 Br Co2 N8 O12' _chemical_formula_weight 1193.73 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc 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' _cell_length_a 9.9670(12) _cell_length_b 35.170(3) _cell_length_c 15.151(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.658(2) _cell_angle_gamma 90.00 _cell_volume 5060.6(12) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 8204 _cell_measurement_theta_min 1.8250 _cell_measurement_theta_max 28.4967 _exptl_crystal_description Platelet _exptl_crystal_colour PINK _exptl_crystal_size_max 0.1000 _exptl_crystal_size_mid 0.0600 _exptl_crystal_size_min 0.0300 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.567 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2432 _exptl_absorpt_coefficient_mu 1.519 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ???? ; _diffrn_ambient_temperature 113(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 'multiwire proportional' _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17244 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.1344 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -43 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8425 _reflns_number_gt 6248 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0201P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.380(10) _refine_ls_number_reflns 8425 _refine_ls_number_parameters 694 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0735 _refine_ls_R_factor_gt 0.0503 _refine_ls_wR_factor_ref 0.0876 _refine_ls_wR_factor_gt 0.0792 _refine_ls_goodness_of_fit_ref 0.918 _refine_ls_restrained_S_all 0.918 _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 Co1 Co 0.68424(8) 0.19286(2) 0.27577(5) 0.0145(2) Uani 1 1 d . . . Co2 Co 0.85869(8) 0.19115(2) 0.05587(6) 0.0147(2) Uani 1 1 d . . . Br3 Br 1.28876(8) 0.435918(19) 0.14655(5) 0.03379(19) Uani 1 1 d . . . O3 O 0.0748(5) 0.19644(12) 0.0515(3) 0.0159(11) Uani 1 1 d . . . O12 O 0.9360(5) 0.19583(12) 0.1999(3) 0.0138(10) Uani 1 1 d . . . N5 N 0.8063(6) 0.19342(15) -0.0939(4) 0.0159(13) Uani 1 1 d . . . O13 O 1.4685(4) 0.19771(13) 0.2792(3) 0.0153(11) Uani 1 1 d . . . O2 O 0.6128(5) 0.19672(12) 0.1308(3) 0.0151(11) Uani 1 1 d . . . N6 N 0.7369(5) 0.19525(15) -0.5749(3) 0.0127(12) Uani 1 1 d . . . O4 O -0.0235(4) 0.14005(12) 0.0522(3) 0.0153(10) Uani 1 1 d . . . O11 O 0.8666(5) 0.16152(13) 0.3014(3) 0.0208(12) Uani 1 1 d . . . O1 O 0.6800(5) 0.15897(13) 0.0338(3) 0.0199(11) Uani 1 1 d . . . N1 N 0.7331(6) 0.25144(15) 0.2733(4) 0.0149(12) Uani 1 1 d . . . N3 N 0.8136(5) 0.24955(15) 0.0590(3) 0.0145(12) Uani 1 1 d . . . O6 O 0.4715(5) 0.02469(13) 0.0635(4) 0.0354(14) Uani 1 1 d . . . N4 N 0.7530(6) 0.45001(16) 0.0567(4) 0.0292(15) Uani 1 1 d . . . N1S N 1.2947(6) 0.45982(16) 0.5263(4) 0.0292(15) Uani 1 1 d . . . N2 N 0.7977(6) 0.45197(16) 0.3250(4) 0.0268(14) Uani 1 1 d . . . N2S N 1.2249(5) 0.49074(16) 0.3973(4) 0.0271(14) Uani 1 1 d . . . O15 O 1.3225(5) 0.02675(13) 0.3375(3) 0.0325(13) Uani 1 1 d . . . H15A H 1.3120 0.0034 0.3444 0.049 Uiso 1 1 calc R . . O14 O 1.5696(4) 0.14147(12) 0.2840(3) 0.0162(10) Uani 1 1 d . . . O16 O 1.0911(5) 0.02777(13) 0.3197(3) 0.0288(12) Uani 1 1 d . . . O5 O 0.2411(5) 0.02477(13) 0.0521(4) 0.0399(15) Uani 1 1 d . . . H5A H 0.2516 0.0011 0.0534 0.060 Uiso 1 1 calc R . . C1S C 1.3249(8) 0.4502(2) 0.6258(5) 0.047(2) Uani 1 1 d . . . H1SA H 1.2822 0.4693 0.6559 0.071 Uiso 1 1 calc R . . H1SB H 1.4270 0.4497 0.6555 0.071 Uiso 1 1 calc R . . H1SC H 1.2855 0.4251 0.6315 0.071 Uiso 1 1 calc R . . C2S C 1.2264(7) 0.49108(19) 0.4872(5) 0.0292(17) Uani 1 1 d . . . H2SA H 1.1864 0.5099 0.5165 0.035 Uiso 1 1 calc R . . C3S C 1.3407(8) 0.4390(2) 0.4634(5) 0.0318(19) Uani 1 1 d . . . H3SA H 1.3911 0.4157 0.4748 0.038 Uiso 1 1 calc R . . C4S C 1.2988(7) 0.4588(2) 0.3813(5) 0.0336(19) Uani 1 1 d . . . H4SA H 1.3163 0.4522 0.3250 0.040 Uiso 1 1 calc R . . C5S C 1.1651(8) 0.5212(2) 0.3298(6) 0.045(2) Uani 1 1 d . . . H5SA H 1.0690 0.5273 0.3315 0.053 Uiso 1 1 calc R . . H5SB H 1.1581 0.5122 0.2667 0.053 Uiso 1 1 calc R . . C6S C 1.2541(8) 0.5561(2) 0.3508(6) 0.041(2) Uani 1 1 d . . . H6SA H 1.2126 0.5757 0.3047 0.062 Uiso 1 1 calc R . . H6SB H 1.3491 0.5501 0.3488 0.062 Uiso 1 1 calc R . . H6SC H 1.2591 0.5654 0.4126 0.062 Uiso 1 1 calc R . . C8 C 0.0831(7) 0.1604(2) 0.0521(4) 0.0172(16) Uani 1 1 d . . . C9 C 0.3623(8) 0.04146(18) 0.0568(5) 0.0257(16) Uani 1 1 d . . . C16 C 0.7709(7) 0.37100(19) 0.0525(4) 0.0186(16) Uani 1 1 d . . . C17 C 0.9535(7) 0.16934(19) 0.2591(4) 0.0153(15) Uani 1 1 d . . . C18 C 1.4636(7) 0.1618(2) 0.2843(4) 0.0174(16) Uani 1 1 d . . . C19 C 1.1996(7) 0.04445(19) 0.3239(5) 0.0247(16) Uani 1 1 d . . . C20 C 0.6743(7) 0.43390(19) 0.3095(5) 0.0296(18) Uani 1 1 d . . . H20A H 0.5932 0.4487 0.3058 0.035 Uiso 1 1 calc R . . C21 C 0.7701(7) 0.16177(19) -0.1448(4) 0.0154(15) Uani 1 1 d . . . H21A H 0.7512 0.1395 -0.1153 0.018 Uiso 1 1 calc R . . C22 C 0.4631(7) 0.14457(18) 0.0641(4) 0.0131(14) Uani 1 1 d . . . C23 C 0.9152(7) 0.27206(19) 0.1094(5) 0.0172(16) Uani 1 1 d . . . H23A H 0.9989 0.2607 0.1482 0.021 Uiso 1 1 calc R . . C24 C 0.8170(7) 0.22561(18) -0.2313(5) 0.0156(15) Uani 1 1 d . . . H24A H 0.8334 0.2485 -0.2596 0.019 Uiso 1 1 calc R . . C25 C 0.7754(7) 0.37262(19) 0.3048(4) 0.0184(16) Uani 1 1 d . . . C26 C 1.3333(7) 0.14274(18) 0.2911(4) 0.0135(14) Uani 1 1 d . . . C27 C 0.7735(7) 0.16353(19) -0.5253(4) 0.0164(16) Uani 1 1 d . . . H27A H 0.7920 0.1415 -0.5559 0.020 Uiso 1 1 calc R . . C28 C 0.3383(6) 0.16266(18) 0.0619(4) 0.0142(15) Uani 1 1 d . . . H28A H 0.3349 0.1896 0.0654 0.017 Uiso 1 1 calc R . . C29 C 0.8514(7) 0.26764(19) 0.3257(4) 0.0162(15) Uani 1 1 d . . . H29A H 0.9275 0.2514 0.3564 0.019 Uiso 1 1 calc R . . C30 C 1.0861(7) 0.14635(17) 0.2794(4) 0.0132(14) Uani 1 1 d . . . C31 C 0.6308(7) 0.27511(18) 0.2270(4) 0.0140(15) Uani 1 1 d . . . H31A H 0.5471 0.2645 0.1863 0.017 Uiso 1 1 calc R . . C32 C 0.6725(7) 0.30540(18) 0.0029(4) 0.0150(16) Uani 1 1 d . . . H32A H 0.5858 0.3158 -0.0342 0.018 Uiso 1 1 calc R . . C33 C 0.9045(7) 0.31149(18) 0.1077(5) 0.0172(16) Uani 1 1 d . . . H33A H 0.9810 0.3264 0.1437 0.021 Uiso 1 1 calc R . . C34 C 0.7289(7) 0.22642(19) -0.4354(5) 0.0193(17) Uani 1 1 d . . . H34A H 0.7157 0.2491 -0.4050 0.023 Uiso 1 1 calc R . . C35 C 0.2251(7) 0.10165(18) 0.0520(4) 0.0146(15) Uani 1 1 d . . . H35A H 0.1438 0.0869 0.0486 0.018 Uiso 1 1 calc R . . C36 C 0.7617(7) 0.33079(19) 0.2933(5) 0.0166(16) Uani 1 1 d . . . C37 C 0.6928(8) 0.26624(19) 0.0081(5) 0.0194(16) Uani 1 1 d . . . H37A H 0.6178 0.2504 -0.0261 0.023 Uiso 1 1 calc R . . C38 C 0.8709(8) 0.30622(18) 0.3383(5) 0.0190(17) Uani 1 1 d . . . H38A H 0.9576 0.3160 0.3771 0.023 Uiso 1 1 calc R . . C39 C 0.7585(7) 0.1598(2) -0.2384(5) 0.0184(16) Uani 1 1 d . . . H39A H 0.7370 0.1364 -0.2709 0.022 Uiso 1 1 calc R . . C40 C 1.3297(7) 0.10386(18) 0.3062(5) 0.0175(15) Uani 1 1 d . . . H40A H 1.4123 0.0892 0.3133 0.021 Uiso 1 1 calc R . . C41 C 0.7818(7) 0.32933(19) 0.0534(4) 0.0177(16) Uani 1 1 d . . . C42 C 1.2092(6) 0.16431(19) 0.2762(4) 0.0143(15) Uani 1 1 d . . . H42A H 1.2095 0.1908 0.2641 0.017 Uiso 1 1 calc R . . C43 C 0.7862(7) 0.16070(19) -0.4320(5) 0.0166(16) Uani 1 1 d . . . H43A H 0.8092 0.1371 -0.4007 0.020 Uiso 1 1 calc R . . C45 C 0.6412(7) 0.31379(19) 0.2354(5) 0.0200(16) Uani 1 1 d . . . H45A H 0.5649 0.3293 0.2013 0.024 Uiso 1 1 calc R . . C46 C 1.0865(7) 0.10754(17) 0.2998(4) 0.0144(15) Uani 1 1 d . . . H46A H 1.0039 0.0959 0.3061 0.017 Uiso 1 1 calc R . . C47 C 0.4692(7) 0.10577(19) 0.0585(4) 0.0191(15) Uani 1 1 d . . . H47A H 0.5541 0.0938 0.0572 0.023 Uiso 1 1 calc R . . C48 C 0.7787(7) 0.19228(18) -0.2835(4) 0.0127(15) Uani 1 1 d . . . C50 C 0.2179(6) 0.14103(18) 0.0544(4) 0.0118(14) Uani 1 1 d . . . C51 C 1.2076(7) 0.08598(17) 0.3110(4) 0.0144(15) Uani 1 1 d . . . C52 C 0.6449(7) 0.38948(18) 0.0475(5) 0.0216(16) Uani 1 1 d . . . H52A H 0.5622 0.3750 0.0417 0.026 Uiso 1 1 calc R . . C53 C 0.9040(7) 0.39143(19) 0.3205(5) 0.0270(18) Uani 1 1 d . . . H53A H 0.9870 0.3774 0.3244 0.032 Uiso 1 1 calc R . . C56 C 0.7125(7) 0.22697(19) -0.5278(5) 0.0222(17) Uani 1 1 d . . . H56A H 0.6832 0.2499 -0.5613 0.027 Uiso 1 1 calc R . . C57 C 0.3503(7) 0.08353(17) 0.0547(5) 0.0151(14) Uani 1 1 d . . . C58 C 0.8303(7) 0.22449(18) -0.1372(4) 0.0163(16) Uani 1 1 d . . . H58A H 0.8580 0.2471 -0.1019 0.020 Uiso 1 1 calc R . . C59 C 0.6582(7) 0.39567(18) 0.2989(4) 0.0220(16) Uani 1 1 d . . . H59A H 0.5677 0.3846 0.2875 0.026 Uiso 1 1 calc R . . C62 C 0.8868(7) 0.39361(19) 0.0594(5) 0.0225(17) Uani 1 1 d . . . H62A H 0.9750 0.3823 0.0630 0.027 Uiso 1 1 calc R . . C66 C 0.6397(7) 0.4283(2) 0.0509(5) 0.0312(19) Uani 1 1 d . . . H66A H 0.5535 0.4403 0.0492 0.037 Uiso 1 1 calc R . . C68 C 0.9100(7) 0.4300(2) 0.3302(5) 0.034(2) Uani 1 1 d . . . H68A H 0.9990 0.4420 0.3414 0.041 Uiso 1 1 calc R . . C71 C 0.7649(7) 0.19290(17) -0.3849(5) 0.0134(16) Uani 1 1 d . . . C7 C 0.5935(7) 0.16819(19) 0.0771(4) 0.0160(15) Uani 1 1 d . . . C69 C 0.8741(7) 0.43259(19) 0.0608(5) 0.0243(17) Uani 1 1 d . . . H7A H 0.9547 0.4477 0.0649 0.029 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 Co1 0.0131(5) 0.0140(5) 0.0165(5) 0.0007(4) 0.0049(4) 0.0001(4) Co2 0.0133(5) 0.0141(5) 0.0171(5) -0.0006(4) 0.0053(4) -0.0003(4) Br3 0.0437(4) 0.0218(4) 0.0322(4) 0.0006(4) 0.0060(4) 0.0008(4) O3 0.015(3) 0.013(3) 0.019(3) -0.001(2) 0.004(2) 0.001(2) O12 0.014(3) 0.012(3) 0.015(2) 0.0012(19) 0.003(2) -0.0006(19) N5 0.009(3) 0.018(4) 0.022(3) 0.003(3) 0.007(3) -0.001(2) O13 0.013(3) 0.017(3) 0.022(3) 0.000(2) 0.013(2) -0.004(2) O2 0.016(3) 0.017(3) 0.011(2) -0.0016(19) 0.003(2) -0.005(2) N6 0.012(3) 0.014(3) 0.009(3) 0.000(2) 0.000(3) -0.002(2) O4 0.011(2) 0.013(3) 0.023(3) -0.003(2) 0.007(2) -0.0013(19) O11 0.015(3) 0.024(3) 0.027(3) 0.005(2) 0.012(2) 0.005(2) O1 0.013(3) 0.028(3) 0.021(3) -0.002(2) 0.009(2) -0.002(2) N1 0.015(3) 0.016(3) 0.016(3) -0.001(2) 0.008(3) -0.005(2) N3 0.013(3) 0.019(3) 0.009(3) -0.003(2) 0.001(3) -0.006(2) O6 0.022(3) 0.016(3) 0.068(4) -0.002(3) 0.015(3) 0.006(2) N4 0.036(4) 0.011(3) 0.041(4) 0.000(3) 0.013(3) 0.002(3) N1S 0.036(4) 0.021(4) 0.026(4) -0.004(3) 0.004(3) 0.000(3) N2 0.027(3) 0.009(3) 0.041(4) 0.000(3) 0.005(3) 0.003(2) N2S 0.025(3) 0.025(4) 0.030(4) 0.005(3) 0.005(3) 0.004(3) O15 0.027(3) 0.012(3) 0.059(4) 0.008(2) 0.014(3) 0.003(2) O14 0.008(2) 0.019(3) 0.021(3) 0.006(2) 0.003(2) 0.000(2) O16 0.020(3) 0.021(3) 0.046(3) 0.010(2) 0.010(3) -0.004(2) O5 0.029(3) 0.008(3) 0.086(5) 0.004(3) 0.022(3) -0.002(2) C1S 0.052(6) 0.056(6) 0.027(5) 0.010(4) 0.002(4) -0.006(4) C2S 0.026(4) 0.026(4) 0.034(4) 0.001(4) 0.007(4) 0.004(3) C3S 0.025(4) 0.017(4) 0.048(5) -0.007(4) 0.002(4) 0.001(3) C4S 0.034(4) 0.037(5) 0.033(5) -0.006(4) 0.015(4) 0.015(4) C5S 0.032(4) 0.049(6) 0.052(6) 0.028(5) 0.012(4) 0.015(4) C6S 0.044(5) 0.019(5) 0.066(7) 0.013(4) 0.026(5) 0.000(4) C8 0.016(4) 0.023(4) 0.013(3) -0.006(3) 0.005(3) -0.003(3) C9 0.028(4) 0.010(4) 0.036(4) -0.001(3) 0.007(4) -0.004(3) C16 0.023(4) 0.019(4) 0.013(3) 0.000(3) 0.004(3) 0.000(3) C17 0.019(4) 0.012(4) 0.012(3) -0.003(3) 0.000(3) 0.005(3) C18 0.015(4) 0.021(4) 0.009(3) 0.003(3) -0.007(3) -0.001(3) C19 0.021(4) 0.015(4) 0.036(4) 0.006(3) 0.006(4) 0.004(3) C20 0.026(4) 0.015(4) 0.048(5) 0.013(4) 0.011(4) 0.005(3) C21 0.016(4) 0.021(4) 0.010(3) -0.002(3) 0.006(3) -0.001(3) C22 0.017(4) 0.012(4) 0.012(3) -0.003(3) 0.006(3) -0.004(3) C23 0.015(4) 0.013(4) 0.019(4) 0.003(3) -0.001(3) 0.001(3) C24 0.014(4) 0.012(4) 0.021(4) -0.001(3) 0.006(3) -0.003(3) C25 0.019(4) 0.018(4) 0.019(4) 0.002(3) 0.007(3) 0.005(3) C26 0.018(4) 0.010(4) 0.013(3) -0.002(3) 0.006(3) 0.001(3) C27 0.022(4) 0.012(4) 0.019(4) -0.005(3) 0.013(4) -0.001(3) C28 0.014(4) 0.013(4) 0.014(3) -0.001(3) 0.002(3) 0.005(3) C29 0.018(4) 0.015(4) 0.013(3) 0.001(3) 0.000(3) 0.002(3) C30 0.015(4) 0.011(4) 0.015(3) -0.001(3) 0.006(3) -0.001(3) C31 0.012(4) 0.014(4) 0.016(4) 0.001(3) 0.003(3) -0.002(3) C32 0.014(4) 0.016(4) 0.015(4) 0.000(3) 0.005(3) 0.006(3) C33 0.007(3) 0.018(4) 0.025(4) -0.004(3) 0.003(3) 0.002(3) C34 0.030(4) 0.014(4) 0.020(4) -0.003(3) 0.016(4) -0.003(3) C35 0.011(3) 0.013(4) 0.021(4) -0.005(3) 0.006(3) -0.003(3) C36 0.013(4) 0.016(4) 0.024(4) 0.003(3) 0.011(3) -0.006(3) C37 0.023(4) 0.019(4) 0.017(4) 0.004(3) 0.008(4) -0.004(3) C38 0.021(4) 0.014(4) 0.022(4) -0.002(3) 0.005(4) -0.007(3) C39 0.023(4) 0.017(4) 0.016(4) 0.001(3) 0.006(3) 0.001(3) C40 0.012(3) 0.012(4) 0.028(4) -0.003(3) 0.005(3) -0.002(3) C41 0.021(4) 0.014(4) 0.019(4) 0.000(3) 0.008(3) -0.003(3) C42 0.016(4) 0.015(4) 0.013(3) -0.002(3) 0.005(3) 0.002(3) C43 0.014(4) 0.015(4) 0.024(4) 0.000(3) 0.012(4) 0.004(3) C45 0.021(4) 0.015(4) 0.025(4) 0.009(3) 0.009(4) 0.011(3) C46 0.018(4) 0.011(4) 0.018(3) 0.002(3) 0.011(3) -0.003(3) C47 0.016(4) 0.019(4) 0.022(4) -0.004(3) 0.006(3) -0.002(3) C48 0.006(4) 0.021(4) 0.011(4) -0.001(3) 0.002(3) -0.001(3) C50 0.012(3) 0.015(4) 0.007(3) 0.002(3) 0.001(3) 0.005(3) C51 0.015(3) 0.008(3) 0.023(4) 0.004(3) 0.010(3) -0.001(3) C52 0.016(4) 0.008(4) 0.037(4) -0.003(3) 0.003(3) -0.004(3) C53 0.021(4) 0.015(4) 0.049(5) -0.004(4) 0.017(4) -0.001(3) C56 0.026(4) 0.012(4) 0.029(4) -0.003(3) 0.008(4) -0.004(3) C57 0.016(3) 0.007(3) 0.023(4) 0.000(3) 0.008(3) -0.001(3) C58 0.019(4) 0.014(4) 0.016(4) -0.006(3) 0.005(3) -0.006(3) C59 0.023(4) 0.013(4) 0.025(4) 0.004(3) 0.001(3) -0.009(3) C62 0.015(4) 0.018(4) 0.037(4) 0.003(3) 0.011(4) 0.005(3) C66 0.025(4) 0.021(5) 0.049(5) -0.003(4) 0.013(4) -0.003(3) C68 0.021(4) 0.017(4) 0.063(6) -0.005(4) 0.012(4) -0.006(3) C71 0.013(4) 0.011(4) 0.019(4) 0.001(3) 0.010(4) -0.004(3) C7 0.017(4) 0.011(4) 0.013(3) 0.007(3) -0.005(3) 0.005(3) C69 0.018(4) 0.024(4) 0.033(4) 0.001(4) 0.011(4) 0.001(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 Co1 O11 2.060(4) . ? Co1 O2 2.098(4) . ? Co1 N1 2.120(5) . ? Co1 O14 2.162(4) 1_455 ? Co1 N6 2.163(5) 1_556 ? Co1 O13 2.173(4) 1_455 ? Co1 C18 2.494(6) 1_455 ? Co2 O1 2.050(4) . ? Co2 O12 2.088(4) . ? Co2 N3 2.106(5) . ? Co2 O4 2.157(4) 1_655 ? Co2 N5 2.170(5) . ? Co2 O3 2.183(4) 1_655 ? Co2 C8 2.500(7) 1_655 ? O3 C8 1.269(8) . ? O3 Co2 2.183(4) 1_455 ? O12 C17 1.268(7) . ? N5 C58 1.333(8) . ? N5 C21 1.340(8) . ? O13 C18 1.267(8) . ? O13 Co1 2.173(4) 1_655 ? O2 C7 1.269(7) . ? N6 C27 1.333(8) . ? N6 C56 1.385(8) . ? N6 Co1 2.163(5) 1_554 ? O4 C8 1.281(7) . ? O4 Co2 2.157(4) 1_455 ? O11 C17 1.254(7) . ? O1 C7 1.274(7) . ? N1 C29 1.333(8) . ? N1 C31 1.338(8) . ? N3 C23 1.329(8) . ? N3 C37 1.351(8) . ? O6 C9 1.215(8) . ? N4 C69 1.338(8) . ? N4 C66 1.343(8) . ? N1S C2S 1.334(8) . ? N1S C3S 1.384(8) . ? N1S C1S 1.484(8) . ? N2 C20 1.340(8) . ? N2 C68 1.343(8) . ? N2S C2S 1.358(8) . ? N2S C4S 1.403(8) . ? N2S C5S 1.475(8) . ? O15 C19 1.333(7) . ? O15 H15A 0.8400 . ? O14 C18 1.276(7) . ? O14 Co1 2.162(4) 1_655 ? O16 C19 1.214(7) . ? O5 C9 1.325(7) . ? O5 H5A 0.8400 . ? C1S H1SA 0.9800 . ? C1S H1SB 0.9800 . ? C1S H1SC 0.9800 . ? C2S H2SA 0.9500 . ? C3S C4S 1.376(10) . ? C3S H3SA 0.9500 . ? C4S H4SA 0.9500 . ? C5S C6S 1.492(10) . ? C5S H5SA 0.9900 . ? C5S H5SB 0.9900 . ? C6S H6SA 0.9800 . ? C6S H6SB 0.9800 . ? C6S H6SC 0.9800 . ? C8 C50 1.499(8) . ? C8 Co2 2.500(7) 1_455 ? C9 C57 1.484(8) . ? C16 C62 1.380(8) . ? C16 C52 1.396(8) . ? C16 C41 1.469(9) . ? C17 C30 1.499(9) . ? C18 C26 1.493(9) . ? C18 Co1 2.494(6) 1_655 ? C19 C51 1.479(8) . ? C20 C59 1.358(9) . ? C20 H20A 0.9500 . ? C21 C39 1.389(8) . ? C21 H21A 0.9500 . ? C22 C47 1.370(8) . ? C22 C28 1.388(8) . ? C22 C7 1.504(9) . ? C23 C33 1.391(9) . ? C23 H23A 0.9500 . ? C24 C58 1.392(8) . ? C24 C48 1.401(9) . ? C24 H24A 0.9500 . ? C25 C53 1.397(9) . ? C25 C59 1.403(9) . ? C25 C36 1.483(9) . ? C26 C40 1.389(8) . ? C26 C42 1.409(8) . ? C27 C43 1.383(9) . ? C27 H27A 0.9500 . ? C28 C50 1.396(8) . ? C28 H28A 0.9500 . ? C29 C38 1.376(8) . ? C29 H29A 0.9500 . ? C30 C42 1.394(8) . ? C30 C46 1.399(8) . ? C31 C45 1.368(8) . ? C31 H31A 0.9500 . ? C32 C37 1.391(8) . ? C32 C41 1.405(9) . ? C32 H32A 0.9500 . ? C33 C41 1.398(9) . ? C33 H33A 0.9500 . ? C34 C56 1.360(9) . ? C34 C71 1.392(9) . ? C34 H34A 0.9500 . ? C35 C50 1.388(8) . ? C35 C57 1.391(8) . ? C35 H35A 0.9500 . ? C36 C45 1.389(9) . ? C36 C38 1.395(9) . ? C37 H37A 0.9500 . ? C38 H38A 0.9500 . ? C39 C48 1.376(9) . ? C39 H39A 0.9500 . ? C40 C51 1.391(8) . ? C40 H40A 0.9500 . ? C42 H42A 0.9500 . ? C43 C71 1.390(8) . ? C43 H43A 0.9500 . ? C45 H45A 0.9500 . ? C46 C51 1.392(8) . ? C46 H46A 0.9500 . ? C47 C57 1.407(8) . ? C47 H47A 0.9500 . ? C48 C71 1.500(6) . ? C52 C66 1.368(8) . ? C52 H52A 0.9500 . ? C53 C68 1.363(9) . ? C53 H53A 0.9500 . ? C56 H56A 0.9500 . ? C58 H58A 0.9500 . ? C59 H59A 0.9500 . ? C62 C69 1.378(9) . ? C62 H62A 0.9500 . ? C66 H66A 0.9500 . ? C68 H68A 0.9500 . ? C69 H7A 0.9500 . ? 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 O11 Co1 O2 103.40(17) . . ? O11 Co1 N1 109.2(2) . . ? O2 Co1 N1 85.72(19) . . ? O11 Co1 O14 89.63(17) . 1_455 ? O2 Co1 O14 95.56(17) . 1_455 ? N1 Co1 O14 160.33(17) . 1_455 ? O11 Co1 N6 84.47(18) . 1_556 ? O2 Co1 N6 171.88(19) . 1_556 ? N1 Co1 N6 89.8(2) . 1_556 ? O14 Co1 N6 86.39(18) 1_455 1_556 ? O11 Co1 O13 149.38(17) . 1_455 ? O2 Co1 O13 89.76(16) . 1_455 ? N1 Co1 O13 99.12(18) . 1_455 ? O14 Co1 O13 61.31(16) 1_455 1_455 ? N6 Co1 O13 84.25(18) 1_556 1_455 ? O11 Co1 C18 119.8(2) . 1_455 ? O2 Co1 C18 93.31(18) . 1_455 ? N1 Co1 C18 129.6(2) . 1_455 ? O14 Co1 C18 30.79(18) 1_455 1_455 ? N6 Co1 C18 84.3(2) 1_556 1_455 ? O13 Co1 C18 30.53(18) 1_455 1_455 ? O1 Co2 O12 103.95(17) . . ? O1 Co2 N3 111.18(19) . . ? O12 Co2 N3 85.02(18) . . ? O1 Co2 O4 89.35(17) . 1_655 ? O12 Co2 O4 93.53(17) . 1_655 ? N3 Co2 O4 159.18(17) . 1_655 ? O1 Co2 N5 85.89(18) . . ? O12 Co2 N5 170.06(19) . . ? N3 Co2 N5 90.1(2) . . ? O4 Co2 N5 87.90(18) 1_655 . ? O1 Co2 O3 149.14(17) . 1_655 ? O12 Co2 O3 88.26(16) . 1_655 ? N3 Co2 O3 97.87(18) . 1_655 ? O4 Co2 O3 61.32(15) 1_655 1_655 ? N5 Co2 O3 83.79(18) . 1_655 ? O1 Co2 C8 119.8(2) . 1_655 ? O12 Co2 C8 90.49(19) . 1_655 ? N3 Co2 C8 128.4(2) . 1_655 ? O4 Co2 C8 30.83(18) 1_655 1_655 ? N5 Co2 C8 85.7(2) . 1_655 ? O3 Co2 C8 30.50(18) 1_655 1_655 ? C8 O3 Co2 88.7(4) . 1_455 ? C17 O12 Co2 127.5(4) . . ? C58 N5 C21 117.1(6) . . ? C58 N5 Co2 121.5(5) . . ? C21 N5 Co2 120.6(4) . . ? C18 O13 Co1 88.9(4) . 1_655 ? C7 O2 Co1 123.9(4) . . ? C27 N6 C56 116.4(6) . . ? C27 N6 Co1 119.7(4) . 1_554 ? C56 N6 Co1 123.0(5) . 1_554 ? C8 O4 Co2 89.5(4) . 1_455 ? C17 O11 Co1 119.5(4) . . ? C7 O1 Co2 117.8(4) . . ? C29 N1 C31 116.2(6) . . ? C29 N1 Co1 124.8(5) . . ? C31 N1 Co1 118.1(4) . . ? C23 N3 C37 117.5(6) . . ? C23 N3 Co2 117.6(5) . . ? C37 N3 Co2 124.7(5) . . ? C69 N4 C66 118.1(6) . . ? C2S N1S C3S 111.2(6) . . ? C2S N1S C1S 123.9(6) . . ? C3S N1S C1S 124.8(6) . . ? C20 N2 C68 116.2(6) . . ? C2S N2S C4S 109.5(6) . . ? C2S N2S C5S 124.6(6) . . ? C4S N2S C5S 125.7(6) . . ? C19 O15 H15A 109.5 . . ? C18 O14 Co1 89.1(4) . 1_655 ? C9 O5 H5A 109.5 . . ? N1S C1S H1SA 109.5 . . ? N1S C1S H1SB 109.5 . . ? H1SA C1S H1SB 109.5 . . ? N1S C1S H1SC 109.5 . . ? H1SA C1S H1SC 109.5 . . ? H1SB C1S H1SC 109.5 . . ? N1S C2S N2S 106.7(6) . . ? N1S C2S H2SA 126.7 . . ? N2S C2S H2SA 126.7 . . ? C4S C3S N1S 106.4(6) . . ? C4S C3S H3SA 126.8 . . ? N1S C3S H3SA 126.8 . . ? C3S C4S N2S 106.3(6) . . ? C3S C4S H4SA 126.9 . . ? N2S C4S H4SA 126.9 . . ? N2S C5S C6S 111.2(7) . . ? N2S C5S H5SA 109.4 . . ? C6S C5S H5SA 109.4 . . ? N2S C5S H5SB 109.4 . . ? C6S C5S H5SB 109.4 . . ? H5SA C5S H5SB 108.0 . . ? C5S C6S H6SA 109.5 . . ? C5S C6S H6SB 109.5 . . ? H6SA C6S H6SB 109.5 . . ? C5S C6S H6SC 109.5 . . ? H6SA C6S H6SC 109.5 . . ? H6SB C6S H6SC 109.5 . . ? O3 C8 O4 120.4(6) . . ? O3 C8 C50 120.7(6) . . ? O4 C8 C50 118.9(6) . . ? O3 C8 Co2 60.8(3) . 1_455 ? O4 C8 Co2 59.6(3) . 1_455 ? C50 C8 Co2 177.1(5) . 1_455 ? O6 C9 O5 124.6(6) . . ? O6 C9 C57 123.4(6) . . ? O5 C9 C57 112.0(6) . . ? C62 C16 C52 117.1(6) . . ? C62 C16 C41 121.1(6) . . ? C52 C16 C41 121.8(6) . . ? O11 C17 O12 123.7(6) . . ? O11 C17 C30 118.6(6) . . ? O12 C17 C30 117.7(5) . . ? O13 C18 O14 120.7(6) . . ? O13 C18 C26 120.1(6) . . ? O14 C18 C26 119.1(6) . . ? O13 C18 Co1 60.6(3) . 1_655 ? O14 C18 Co1 60.1(3) . 1_655 ? C26 C18 Co1 178.8(5) . 1_655 ? O16 C19 O15 123.0(6) . . ? O16 C19 C51 123.6(6) . . ? O15 C19 C51 113.4(6) . . ? N2 C20 C59 124.0(6) . . ? N2 C20 H20A 118.0 . . ? C59 C20 H20A 118.0 . . ? N5 C21 C39 123.6(6) . . ? N5 C21 H21A 118.2 . . ? C39 C21 H21A 118.2 . . ? C47 C22 C28 120.8(6) . . ? C47 C22 C7 120.3(6) . . ? C28 C22 C7 118.8(6) . . ? N3 C23 C33 122.9(7) . . ? N3 C23 H23A 118.6 . . ? C33 C23 H23A 118.6 . . ? C58 C24 C48 118.7(6) . . ? C58 C24 H24A 120.7 . . ? C48 C24 H24A 120.7 . . ? C53 C25 C59 116.1(6) . . ? C53 C25 C36 122.5(6) . . ? C59 C25 C36 121.4(6) . . ? C40 C26 C42 119.4(6) . . ? C40 C26 C18 121.3(6) . . ? C42 C26 C18 119.1(6) . . ? N6 C27 C43 124.1(6) . . ? N6 C27 H27A 117.9 . . ? C43 C27 H27A 117.9 . . ? C22 C28 C50 119.6(6) . . ? C22 C28 H28A 120.2 . . ? C50 C28 H28A 120.2 . . ? N1 C29 C38 124.5(7) . . ? N1 C29 H29A 117.8 . . ? C38 C29 H29A 117.8 . . ? C42 C30 C46 120.4(6) . . ? C42 C30 C17 118.6(6) . . ? C46 C30 C17 120.9(6) . . ? N1 C31 C45 123.1(7) . . ? N1 C31 H31A 118.4 . . ? C45 C31 H31A 118.4 . . ? C37 C32 C41 119.1(6) . . ? C37 C32 H32A 120.4 . . ? C41 C32 H32A 120.4 . . ? C23 C33 C41 120.5(7) . . ? C23 C33 H33A 119.8 . . ? C41 C33 H33A 119.8 . . ? C56 C34 C71 120.6(6) . . ? C56 C34 H34A 119.7 . . ? C71 C34 H34A 119.7 . . ? C50 C35 C57 120.6(6) . . ? C50 C35 H35A 119.7 . . ? C57 C35 H35A 119.7 . . ? C45 C36 C38 116.0(6) . . ? C45 C36 C25 122.2(6) . . ? C38 C36 C25 121.8(6) . . ? N3 C37 C32 123.5(7) . . ? N3 C37 H37A 118.3 . . ? C32 C37 H37A 118.3 . . ? C29 C38 C36 119.1(7) . . ? C29 C38 H38A 120.4 . . ? C36 C38 H38A 120.4 . . ? C48 C39 C21 119.1(6) . . ? C48 C39 H39A 120.4 . . ? C21 C39 H39A 120.4 . . ? C26 C40 C51 121.4(6) . . ? C26 C40 H40A 119.3 . . ? C51 C40 H40A 119.3 . . ? C33 C41 C32 116.5(6) . . ? C33 C41 C16 120.1(6) . . ? C32 C41 C16 123.3(6) . . ? C30 C42 C26 119.3(6) . . ? C30 C42 H42A 120.4 . . ? C26 C42 H42A 120.4 . . ? C27 C43 C71 119.1(6) . . ? C27 C43 H43A 120.5 . . ? C71 C43 H43A 120.5 . . ? C31 C45 C36 120.9(7) . . ? C31 C45 H45A 119.6 . . ? C36 C45 H45A 119.6 . . ? C51 C46 C30 120.1(6) . . ? C51 C46 H46A 119.9 . . ? C30 C46 H46A 119.9 . . ? C22 C47 C57 120.2(6) . . ? C22 C47 H47A 119.9 . . ? C57 C47 H47A 119.9 . . ? C39 C48 C24 118.0(6) . . ? C39 C48 C71 122.6(6) . . ? C24 C48 C71 119.4(6) . . ? C35 C50 C28 119.8(6) . . ? C35 C50 C8 120.4(6) . . ? C28 C50 C8 119.8(6) . . ? C40 C51 C46 119.2(6) . . ? C40 C51 C19 122.5(6) . . ? C46 C51 C19 118.3(6) . . ? C66 C52 C16 120.4(6) . . ? C66 C52 H52A 119.8 . . ? C16 C52 H52A 119.8 . . ? C68 C53 C25 119.8(6) . . ? C68 C53 H53A 120.1 . . ? C25 C53 H53A 120.1 . . ? C34 C56 N6 122.3(7) . . ? C34 C56 H56A 118.9 . . ? N6 C56 H56A 118.9 . . ? C35 C57 C47 118.9(6) . . ? C35 C57 C9 121.5(6) . . ? C47 C57 C9 119.5(6) . . ? N5 C58 C24 123.5(6) . . ? N5 C58 H58A 118.3 . . ? C24 C58 H58A 118.3 . . ? C20 C59 C25 119.9(6) . . ? C20 C59 H59A 120.0 . . ? C25 C59 H59A 120.0 . . ? C69 C62 C16 119.7(6) . . ? C69 C62 H62A 120.2 . . ? C16 C62 H62A 120.2 . . ? N4 C66 C52 122.0(6) . . ? N4 C66 H66A 119.0 . . ? C52 C66 H66A 119.0 . . ? N2 C68 C53 123.9(6) . . ? N2 C68 H68A 118.1 . . ? C53 C68 H68A 118.1 . . ? C43 C71 C34 117.5(6) . . ? C43 C71 C48 122.3(6) . . ? C34 C71 C48 120.2(6) . . ? O2 C7 O1 122.4(6) . . ? O2 C7 C22 118.5(5) . . ? O1 C7 C22 119.0(6) . . ? N4 C69 C62 122.7(6) . . ? N4 C69 H7A 118.6 . . ? C62 C69 H7A 118.6 . . ? 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 C39 C19 C17 C43 -5.69(6) . . . . ? C52 C16 C41 C32 35.7(9) . . . . ? C59 C25 C36 C31 31.4(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O15 H15A N2 0.84 1.83 2.643(7) 162.6 3_545 O5 H5A N4 0.84 1.80 2.632(7) 173.2 3_445 _diffrn_measured_fraction_theta_max 0.956 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.956 _refine_diff_density_max 0.550 _refine_diff_density_min -0.679 _refine_diff_density_rms 0.089 # Attachment '2.cif' data_candy87 _database_code_depnum_ccdc_archive 'CCDC 661276' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H20 Co N4 O6, C10 H8 N2, C6 H11 N2, Br' _chemical_formula_sum 'C45 H39 Br Co N8 O6' _chemical_formula_weight 926.68 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 2 (1)/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.355(2) _cell_length_b 9.9917(17) _cell_length_c 37.908(7) _cell_angle_alpha 90.00 _cell_angle_beta 94.025(5) _cell_angle_gamma 90.00 _cell_volume 4290.2(14) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 5605 _cell_measurement_theta_min 1.07 _cell_measurement_theta_max 23.24 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.150 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.050 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1900 _exptl_absorpt_coefficient_mu 1.390 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ; _diffrn_ambient_temperature 93(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 ; ; _diffrn_measurement_method 'profile data' _diffrn_detector_area_resol_mean 7.353 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23100 _diffrn_reflns_av_R_equivalents 0.1774 _diffrn_reflns_av_sigmaI/netI 0.2012 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 1.80 _diffrn_reflns_theta_max 25.32 _reflns_number_total 7648 _reflns_number_gt 3879 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement TwinSolve _computing_data_reduction TwinSolve _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0656P)^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 7648 _refine_ls_number_parameters 550 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1701 _refine_ls_R_factor_gt 0.0863 _refine_ls_wR_factor_ref 0.2220 _refine_ls_wR_factor_gt 0.1743 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _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 Br1 Br 0.29119(8) 0.03365(8) 0.06357(2) 0.0456(3) Uani 1 1 d . . . Co1 Co 0.82748(8) 0.93142(9) 0.18894(2) 0.0287(3) Uani 1 1 d . . . C1 C 0.7940(7) 0.5332(6) 0.15156(19) 0.0344(18) Uani 1 1 d . . . C2 C 0.8052(6) 0.4036(6) 0.16550(18) 0.0294(16) Uani 1 1 d . . . H2A H 0.8191 0.3909 0.1897 0.035 Uiso 1 1 calc R . . C3 C 0.7953(6) 0.2932(6) 0.14270(18) 0.0291(16) Uani 1 1 d . . . C4 C 0.7720(6) 0.3126(6) 0.10637(17) 0.0293(17) Uani 1 1 d . . . H4A H 0.7655 0.2393 0.0912 0.035 Uiso 1 1 calc R . . C5 C 0.7588(7) 0.4397(7) 0.09308(18) 0.0368(19) Uani 1 1 d . . . C6 C 0.7734(6) 0.5506(6) 0.11566(18) 0.0335(17) Uani 1 1 d . . . H6A H 0.7691 0.6366 0.1063 0.040 Uiso 1 1 calc R . . C7 C 0.8111(6) 0.6502(7) 0.1765(2) 0.0370(18) Uani 1 1 d . . . C8 C 0.8094(6) 0.1565(7) 0.15799(18) 0.0317(17) Uani 1 1 d . . . C9 C 0.7290(8) 0.4657(8) 0.0541(2) 0.043(2) Uani 1 1 d . . . C11 C 1.0646(7) 0.9160(6) 0.15724(18) 0.0333(17) Uani 1 1 d . . . H11A H 1.0146 0.9022 0.1371 0.040 Uiso 1 1 calc R . . C12 C 1.1832(6) 0.9079(7) 0.15404(18) 0.0321(17) Uani 1 1 d . . . H12A H 1.2117 0.8898 0.1321 0.038 Uiso 1 1 calc R . . C13 C 1.2619(6) 0.9268(6) 0.18352(18) 0.0282(16) Uani 1 1 d . . . C14 C 1.2143(6) 0.9604(7) 0.21501(18) 0.0338(17) Uani 1 1 d . . . H14A H 1.2635 0.9785 0.2351 0.041 Uiso 1 1 calc R . . C15 C 1.0936(7) 0.9669(6) 0.21632(18) 0.0331(18) Uani 1 1 d . . . H15A H 1.0635 0.9889 0.2378 0.040 Uiso 1 1 calc R . . C16 C 1.5727(7) 0.9440(7) 0.15496(19) 0.0348(18) Uani 1 1 d . . . H16A H 1.6111 0.9645 0.1348 0.042 Uiso 1 1 calc R . . C17 C 1.4515(6) 0.9471(6) 0.15291(18) 0.0309(17) Uani 1 1 d . . . H17A H 1.4099 0.9706 0.1318 0.037 Uiso 1 1 calc R . . C18 C 1.3910(6) 0.9154(6) 0.18232(17) 0.0279(16) Uani 1 1 d . . . C19 C 1.4594(6) 0.8742(7) 0.21264(19) 0.0349(17) Uani 1 1 d . . . H19A H 1.4228 0.8473 0.2326 0.042 Uiso 1 1 calc R . . C20 C 1.5803(7) 0.8738(6) 0.21278(18) 0.0319(17) Uani 1 1 d . . . H20A H 1.6237 0.8453 0.2331 0.038 Uiso 1 1 calc R . . C21 C 0.8871(6) 0.8247(7) 0.26470(19) 0.0371(18) Uani 1 1 d . . . H21A H 0.9106 0.7500 0.2524 0.045 Uiso 1 1 calc R . . C22 C 0.9011(7) 0.8232(7) 0.30119(19) 0.0389(19) Uani 1 1 d . . . H22A H 0.9311 0.7474 0.3129 0.047 Uiso 1 1 calc R . . C23 C 0.8705(6) 0.9341(7) 0.32033(18) 0.0347(18) Uani 1 1 d . . . C24 C 0.8253(7) 1.0443(7) 0.30114(19) 0.0384(19) Uani 1 1 d . . . H24A H 0.8049 1.1220 0.3128 0.046 Uiso 1 1 calc R . . C25 C 0.8113(7) 1.0368(7) 0.26475(19) 0.0364(18) Uani 1 1 d . . . H25A H 0.7797 1.1103 0.2524 0.044 Uiso 1 1 calc R . . C26 C 0.9385(8) 1.0473(9) 0.4150(2) 0.061(3) Uani 1 1 d . . . H26A H 0.9633 1.1254 0.4266 0.073 Uiso 1 1 calc R . . C27 C 0.9227(7) 1.0503(8) 0.3782(2) 0.049(2) Uani 1 1 d . . . H27A H 0.9360 1.1291 0.3661 0.059 Uiso 1 1 calc R . . C28 C 0.8877(7) 0.9373(8) 0.3599(2) 0.0395(19) Uani 1 1 d . . . C29 C 0.8673(7) 0.8250(8) 0.3794(2) 0.050(2) Uani 1 1 d . . . H29A H 0.8429 0.7461 0.3681 0.061 Uiso 1 1 calc R . . C30 C 0.8831(8) 0.8291(10) 0.4165(2) 0.070(3) Uani 1 1 d . . . H30A H 0.8672 0.7524 0.4292 0.084 Uiso 1 1 calc R . . N1 N 1.0153(5) 0.9429(5) 0.18789(14) 0.0292(13) Uani 1 1 d . . . N2 N 1.6389(5) 0.9126(5) 0.18489(14) 0.0273(13) Uani 1 1 d . . . N3 N 0.8411(5) 0.9288(5) 0.24626(14) 0.0279(13) Uani 1 1 d . . . N4 N 0.9203(7) 0.9399(8) 0.43450(18) 0.063(2) Uani 1 1 d . . . O1 O 0.8353(4) 0.7616(5) 0.16189(13) 0.0404(13) Uani 1 1 d . . . O2 O 0.7968(5) 0.6352(5) 0.20823(14) 0.0529(16) Uani 1 1 d . . . O3 O 0.8144(4) 0.1434(4) 0.19140(12) 0.0328(12) Uani 1 1 d . . . O4 O 0.8153(4) 0.0556(4) 0.13805(12) 0.0294(11) Uani 1 1 d . . . O5 O 0.7094(4) 0.3561(5) 0.03568(13) 0.0423(13) Uani 1 1 d . . . H5A H 0.6938 0.3756 0.0149 0.063 Uiso 1 1 calc R . . O6 O 0.7191(5) 0.5784(5) 0.04196(14) 0.0534(16) Uani 1 1 d . . . C1S C 1.0660(7) -0.2313(9) 0.0017(2) 0.056(2) Uani 1 1 d . . . H1SA H 1.0320 -0.2823 -0.0179 0.084 Uiso 1 1 calc R . . H1SB H 1.1133 -0.2890 0.0172 0.084 Uiso 1 1 calc R . . H1SC H 1.1145 -0.1614 -0.0069 0.084 Uiso 1 1 calc R . . C2S C 0.8553(7) -0.1871(7) 0.0146(2) 0.044(2) Uani 1 1 d . . . H2SA H 0.8208 -0.2361 -0.0042 0.053 Uiso 1 1 calc R . . C3S C 0.9871(8) -0.0935(8) 0.0515(2) 0.052(2) Uani 1 1 d . . . H3SA H 1.0591 -0.0648 0.0621 0.063 Uiso 1 1 calc R . . C4S C 0.8783(8) -0.0672(8) 0.0626(2) 0.050(2) Uani 1 1 d . . . H4SA H 0.8619 -0.0198 0.0828 0.059 Uiso 1 1 calc R . . C5S C 0.6669(7) -0.1175(8) 0.0397(3) 0.065(3) Uani 1 1 d . . . H5SA H 0.6303 -0.1638 0.0192 0.077 Uiso 1 1 calc R . . H5SB H 0.6445 -0.1638 0.0607 0.077 Uiso 1 1 calc R . . C6S C 0.6222(8) 0.0200(8) 0.0401(3) 0.073(3) Uani 1 1 d . . . H6SA H 0.5379 0.0186 0.0407 0.109 Uiso 1 1 calc R . . H6SB H 0.6432 0.0660 0.0192 0.109 Uiso 1 1 calc R . . H6SC H 0.6564 0.0655 0.0607 0.109 Uiso 1 1 calc R . . N7 N 0.9698(6) -0.1712(6) 0.02142(17) 0.0445(17) Uani 1 1 d . . . N8 N 0.7966(6) -0.1236(6) 0.03839(18) 0.0458(17) Uani 1 1 d . . . C31 C 0.4666(9) -0.7162(8) 0.1800(2) 0.068(3) Uani 1 1 d . . . H31A H 0.4567 -0.8056 0.1860 0.082 Uiso 1 1 calc R . . C32 C 0.4392(8) -0.6792(8) 0.1452(2) 0.061(3) Uani 1 1 d . . . H32A H 0.4117 -0.7421 0.1285 0.073 Uiso 1 1 calc R . . C33 C 0.4536(7) -0.5462(7) 0.13563(19) 0.0386(19) Uani 1 1 d . . . C34 C 0.4983(7) -0.4597(7) 0.16196(19) 0.0384(19) Uani 1 1 d . . . H34A H 0.5129 -0.3705 0.1567 0.046 Uiso 1 1 calc R . . C35 C 0.5208(7) -0.5070(8) 0.1958(2) 0.047(2) Uani 1 1 d . . . H35A H 0.5482 -0.4463 0.2131 0.057 Uiso 1 1 calc R . . C36 C 0.3695(7) -0.3307(7) 0.05616(19) 0.042(2) Uani 1 1 d . . . H36A H 0.3522 -0.2412 0.0515 0.050 Uiso 1 1 calc R . . C37 C 0.3964(7) -0.3688(7) 0.0907(2) 0.0409(19) Uani 1 1 d . . . H37A H 0.3939 -0.3058 0.1087 0.049 Uiso 1 1 calc R . . C38 C 0.4275(7) -0.5017(7) 0.09908(19) 0.0365(18) Uani 1 1 d . . . C39 C 0.4254(7) -0.5893(7) 0.07018(19) 0.044(2) Uani 1 1 d . . . H39A H 0.4433 -0.6793 0.0738 0.053 Uiso 1 1 calc R . . C40 C 0.3968(8) -0.5430(7) 0.0363(2) 0.049(2) Uani 1 1 d . . . H40A H 0.3983 -0.6035 0.0177 0.059 Uiso 1 1 calc R . . N5 N 0.5062(7) -0.6325(7) 0.20557(17) 0.062(2) Uani 1 1 d . . . N6 N 0.3671(6) -0.4169(6) 0.02887(15) 0.0431(17) 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 Br1 0.0519(6) 0.0455(5) 0.0390(5) 0.0037(4) 0.0012(4) 0.0015(4) Co1 0.0332(6) 0.0269(5) 0.0261(5) 0.0005(4) 0.0038(4) 0.0014(4) C1 0.042(5) 0.024(4) 0.037(4) -0.002(3) 0.002(3) 0.000(3) C2 0.023(4) 0.035(4) 0.030(4) -0.002(3) 0.006(3) 0.002(3) C3 0.039(5) 0.017(3) 0.032(4) 0.007(3) 0.004(3) 0.002(3) C4 0.049(5) 0.016(3) 0.023(4) 0.005(3) 0.005(3) 0.005(3) C5 0.051(5) 0.032(4) 0.026(4) 0.002(3) -0.003(3) -0.011(3) C6 0.045(5) 0.022(4) 0.033(4) 0.007(3) 0.002(3) -0.003(3) C7 0.032(5) 0.030(4) 0.049(5) -0.006(4) 0.000(4) 0.000(3) C8 0.035(5) 0.033(4) 0.027(4) -0.006(3) 0.003(3) 0.006(3) C9 0.062(6) 0.036(5) 0.031(4) 0.002(4) 0.006(4) -0.003(4) C11 0.043(5) 0.031(4) 0.026(4) -0.006(3) -0.002(3) 0.001(3) C12 0.024(5) 0.046(4) 0.027(4) 0.000(3) 0.003(3) 0.005(3) C13 0.025(4) 0.026(4) 0.034(4) 0.001(3) 0.004(3) -0.003(3) C14 0.031(5) 0.043(4) 0.027(4) 0.000(3) -0.001(3) -0.007(3) C15 0.042(5) 0.030(4) 0.028(4) -0.007(3) 0.005(3) -0.010(3) C16 0.037(5) 0.035(4) 0.034(4) 0.004(3) 0.011(3) 0.001(3) C17 0.038(5) 0.023(4) 0.031(4) 0.006(3) -0.003(3) -0.005(3) C18 0.040(5) 0.016(3) 0.028(4) 0.001(3) 0.005(3) 0.003(3) C19 0.023(5) 0.047(5) 0.035(4) 0.008(4) 0.007(3) -0.006(3) C20 0.045(5) 0.028(4) 0.022(4) 0.001(3) 0.003(3) -0.001(3) C21 0.043(5) 0.035(4) 0.034(4) -0.007(4) -0.001(3) 0.007(3) C22 0.050(5) 0.033(4) 0.033(4) 0.001(4) -0.006(4) 0.003(4) C23 0.039(5) 0.038(4) 0.027(4) 0.001(3) 0.002(3) -0.003(3) C24 0.042(5) 0.044(5) 0.030(4) 0.000(4) 0.009(3) 0.010(4) C25 0.042(5) 0.033(4) 0.035(4) 0.004(4) 0.008(3) 0.009(3) C26 0.064(7) 0.070(6) 0.048(6) -0.020(5) 0.001(5) 0.003(5) C27 0.057(6) 0.050(5) 0.041(5) -0.015(4) 0.007(4) 0.002(4) C28 0.038(5) 0.050(5) 0.031(4) -0.008(4) 0.005(3) 0.000(4) C29 0.057(6) 0.061(6) 0.033(5) 0.008(4) -0.002(4) -0.019(4) C30 0.075(8) 0.081(7) 0.053(6) 0.024(6) -0.001(5) -0.038(6) N1 0.032(4) 0.027(3) 0.028(3) -0.002(3) -0.002(3) 0.001(3) N2 0.029(4) 0.025(3) 0.028(3) 0.000(3) 0.001(2) 0.002(2) N3 0.033(4) 0.025(3) 0.026(3) 0.001(3) 0.003(3) 0.001(3) N4 0.069(6) 0.089(6) 0.031(4) 0.010(4) 0.005(4) -0.021(5) O1 0.044(3) 0.030(3) 0.049(3) -0.005(3) 0.015(3) -0.007(2) O2 0.089(5) 0.035(3) 0.034(3) -0.008(3) -0.006(3) -0.008(3) O3 0.043(3) 0.028(3) 0.028(3) 0.000(2) 0.003(2) 0.000(2) O4 0.033(3) 0.022(2) 0.034(3) 0.003(2) 0.004(2) -0.001(2) O5 0.063(4) 0.034(3) 0.029(3) 0.001(2) -0.002(2) 0.003(2) O6 0.096(5) 0.026(3) 0.037(3) 0.010(3) -0.003(3) -0.005(3) C1S 0.058(6) 0.082(7) 0.030(4) 0.003(5) 0.013(4) -0.001(5) C2S 0.055(6) 0.037(4) 0.039(5) 0.000(4) -0.004(4) 0.002(4) C3S 0.060(7) 0.049(5) 0.047(5) -0.010(4) -0.003(4) 0.000(4) C4S 0.067(7) 0.040(5) 0.042(5) -0.012(4) 0.002(4) 0.015(4) C5S 0.038(6) 0.047(5) 0.110(9) 0.003(5) 0.012(5) 0.000(4) C6S 0.057(7) 0.062(6) 0.100(8) -0.017(6) 0.016(6) -0.013(5) N7 0.047(5) 0.051(4) 0.037(4) 0.013(3) 0.009(3) 0.013(3) N8 0.066(5) 0.027(3) 0.045(4) -0.001(3) 0.011(4) 0.003(3) C31 0.134(10) 0.028(4) 0.042(5) -0.004(4) 0.005(5) -0.009(5) C32 0.107(8) 0.045(5) 0.031(5) -0.012(4) 0.007(5) 0.002(5) C33 0.052(6) 0.032(4) 0.032(4) 0.008(4) 0.009(4) 0.004(4) C34 0.039(5) 0.041(4) 0.034(4) -0.002(4) -0.003(3) -0.002(3) C35 0.063(6) 0.046(5) 0.032(4) -0.011(4) 0.001(4) -0.002(4) C36 0.060(6) 0.033(4) 0.032(4) -0.002(4) -0.002(4) 0.003(4) C37 0.055(6) 0.032(4) 0.036(4) -0.004(4) 0.007(4) 0.003(4) C38 0.040(5) 0.038(4) 0.032(4) 0.001(4) 0.004(3) -0.002(3) C39 0.069(6) 0.038(4) 0.025(4) 0.001(4) -0.002(4) 0.014(4) C40 0.080(7) 0.036(5) 0.032(4) 0.000(4) 0.005(4) 0.004(4) N5 0.115(7) 0.042(4) 0.029(4) 0.003(4) 0.000(4) 0.005(4) N6 0.064(5) 0.038(4) 0.027(3) -0.003(3) -0.003(3) -0.002(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 Co1 O1 1.987(5) . ? Co1 O3 2.126(4) 1_565 ? Co1 N1 2.139(6) . ? Co1 N2 2.144(6) 1_455 ? Co1 N3 2.168(5) . ? Co1 O4 2.289(4) 1_565 ? C1 C6 1.375(9) . ? C1 C2 1.402(9) . ? C1 C7 1.507(10) . ? C2 C3 1.400(9) . ? C2 H2A 0.9300 . ? C3 C4 1.397(9) . ? C3 C8 1.489(9) . ? C4 C5 1.371(9) . ? C4 H4A 0.9300 . ? C5 C6 1.402(9) . ? C5 C9 1.514(10) . ? C6 H6A 0.9300 . ? C7 O2 1.234(9) . ? C7 O1 1.282(8) . ? C8 O4 1.264(7) . ? C8 O3 1.270(8) . ? C9 O6 1.219(8) . ? C9 O5 1.310(8) . ? C11 N1 1.352(8) . ? C11 C12 1.363(9) . ? C11 H11A 0.9300 . ? C12 C13 1.394(9) . ? C12 H12A 0.9300 . ? C13 C14 1.386(9) . ? C13 C18 1.474(10) . ? C14 C15 1.376(10) . ? C14 H14A 0.9300 . ? C15 N1 1.369(8) . ? C15 H15A 0.9300 . ? C16 N2 1.354(9) . ? C16 C17 1.373(10) . ? C16 H16A 0.9300 . ? C17 C18 1.386(9) . ? C17 H17A 0.9300 . ? C18 C19 1.402(9) . ? C19 C20 1.372(9) . ? C19 H19A 0.9300 . ? C20 N2 1.345(8) . ? C20 H20A 0.9300 . ? C21 N3 1.338(8) . ? C21 C22 1.381(9) . ? C21 H21A 0.9300 . ? C22 C23 1.382(10) . ? C22 H22A 0.9300 . ? C23 C24 1.398(10) . ? C23 C28 1.499(9) . ? C24 C25 1.380(9) . ? C24 H24A 0.9300 . ? C25 N3 1.343(8) . ? C25 H25A 0.9300 . ? C26 N4 1.328(11) . ? C26 C27 1.392(11) . ? C26 H26A 0.9300 . ? C27 C28 1.370(10) . ? C27 H27A 0.9300 . ? C28 C29 1.373(10) . ? C29 C30 1.404(11) . ? C29 H29A 0.9300 . ? C30 N4 1.353(11) . ? C30 H30A 0.9300 . ? N2 Co1 2.144(6) 1_655 ? O3 Co1 2.126(4) 1_545 ? O4 Co1 2.289(4) 1_545 ? O5 H5A 0.8200 . ? O6 H40A 2.5562 3_655 ? O6 C40 3.180(10) 3_655 ? C1S N7 1.493(9) . ? C1S H1SA 0.9600 . ? C1S H1SB 0.9600 . ? C1S H1SC 0.9600 . ? C2S N7 1.317(9) . ? C2S N8 1.321(9) . ? C2S H2SA 0.9300 . ? C3S C4S 1.358(11) . ? C3S N7 1.383(10) . ? C3S H3SA 0.9300 . ? C4S N8 1.379(10) . ? C4S H4SA 0.9300 . ? C5S C6S 1.465(11) . ? C5S N8 1.478(10) . ? C5S H5SA 0.9700 . ? C5S H5SB 0.9700 . ? C6S H6SA 0.9600 . ? C6S H6SB 0.9600 . ? C6S H6SC 0.9600 . ? C31 N5 1.334(10) . ? C31 C32 1.385(11) . ? C31 H31A 0.9300 . ? C32 C33 1.390(10) . ? C32 H32A 0.9300 . ? C33 C34 1.389(10) . ? C33 C38 1.465(10) . ? C34 C35 1.376(10) . ? C34 H34A 0.9300 . ? C35 N5 1.320(10) . ? C35 H35A 0.9300 . ? C36 N6 1.345(9) . ? C36 C37 1.376(10) . ? C36 H36A 0.9300 . ? C37 C38 1.405(10) . ? C37 H37A 0.9300 . ? C38 C39 1.401(10) . ? C39 C40 1.381(10) . ? C39 H39A 0.9300 . ? C40 N6 1.330(9) . ? C40 H40A 0.9300 . ? N5 H19A 2.4313 2_735 ? N5 C19 3.098(10) 2_735 ? 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 O1 Co1 O3 151.5(2) . 1_565 ? O1 Co1 N1 87.4(2) . . ? O3 Co1 N1 91.16(19) 1_565 . ? O1 Co1 N2 88.2(2) . 1_455 ? O3 Co1 N2 91.05(19) 1_565 1_455 ? N1 Co1 N2 174.5(2) . 1_455 ? O1 Co1 N3 120.3(2) . . ? O3 Co1 N3 88.20(18) 1_565 . ? N1 Co1 N3 91.1(2) . . ? N2 Co1 N3 94.1(2) 1_455 . ? O1 Co1 O4 91.73(19) . 1_565 ? O3 Co1 O4 59.79(16) 1_565 1_565 ? N1 Co1 O4 87.52(19) . 1_565 ? N2 Co1 O4 89.22(18) 1_455 1_565 ? N3 Co1 O4 147.89(18) . 1_565 ? C6 C1 C2 119.6(6) . . ? C6 C1 C7 121.9(6) . . ? C2 C1 C7 118.4(7) . . ? C3 C2 C1 119.6(6) . . ? C3 C2 H2A 120.2 . . ? C1 C2 H2A 120.2 . . ? C4 C3 C2 120.1(6) . . ? C4 C3 C8 121.2(6) . . ? C2 C3 C8 118.7(6) . . ? C5 C4 C3 119.9(6) . . ? C5 C4 H4A 120.1 . . ? C3 C4 H4A 120.1 . . ? C4 C5 C6 120.2(7) . . ? C4 C5 C9 121.9(6) . . ? C6 C5 C9 118.0(6) . . ? C1 C6 C5 120.6(6) . . ? C1 C6 H6A 119.7 . . ? C5 C6 H6A 119.7 . . ? O2 C7 O1 125.0(7) . . ? O2 C7 C1 119.8(7) . . ? O1 C7 C1 115.1(7) . . ? O4 C8 O3 120.9(6) . . ? O4 C8 C3 120.5(6) . . ? O3 C8 C3 118.6(6) . . ? O6 C9 O5 124.2(7) . . ? O6 C9 C5 122.4(7) . . ? O5 C9 C5 113.3(6) . . ? N1 C11 C12 124.0(6) . . ? N1 C11 H11A 118.0 . . ? C12 C11 H11A 118.0 . . ? C11 C12 C13 120.2(6) . . ? C11 C12 H12A 119.9 . . ? C13 C12 H12A 119.9 . . ? C14 C13 C12 117.1(7) . . ? C14 C13 C18 119.6(6) . . ? C12 C13 C18 123.2(6) . . ? C15 C14 C13 119.5(6) . . ? C15 C14 H14A 120.3 . . ? C13 C14 H14A 120.3 . . ? N1 C15 C14 123.8(6) . . ? N1 C15 H15A 118.1 . . ? C14 C15 H15A 118.1 . . ? N2 C16 C17 123.3(7) . . ? N2 C16 H16A 118.4 . . ? C17 C16 H16A 118.4 . . ? C16 C17 C18 120.0(7) . . ? C16 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C17 C18 C19 116.7(7) . . ? C17 C18 C13 123.8(6) . . ? C19 C18 C13 119.5(6) . . ? C20 C19 C18 120.0(6) . . ? C20 C19 H19A 120.0 . . ? C18 C19 H19A 120.0 . . ? N2 C20 C19 123.1(6) . . ? N2 C20 H20A 118.4 . . ? C19 C20 H20A 118.4 . . ? N3 C21 C22 123.0(6) . . ? N3 C21 H21A 118.5 . . ? C22 C21 H21A 118.5 . . ? C21 C22 C23 120.1(7) . . ? C21 C22 H22A 120.0 . . ? C23 C22 H22A 120.0 . . ? C22 C23 C24 117.1(7) . . ? C22 C23 C28 121.5(7) . . ? C24 C23 C28 121.4(7) . . ? C25 C24 C23 119.3(7) . . ? C25 C24 H24A 120.4 . . ? C23 C24 H24A 120.4 . . ? N3 C25 C24 123.4(7) . . ? N3 C25 H25A 118.3 . . ? C24 C25 H25A 118.3 . . ? N4 C26 C27 124.1(8) . . ? N4 C26 H26A 117.9 . . ? C27 C26 H26A 117.9 . . ? C28 C27 C26 120.2(8) . . ? C28 C27 H27A 119.9 . . ? C26 C27 H27A 119.9 . . ? C27 C28 C29 117.0(7) . . ? C27 C28 C23 122.6(7) . . ? C29 C28 C23 120.4(7) . . ? C28 C29 C30 120.0(8) . . ? C28 C29 H29A 120.0 . . ? C30 C29 H29A 120.0 . . ? N4 C30 C29 122.9(8) . . ? N4 C30 H30A 118.6 . . ? C29 C30 H30A 118.6 . . ? C11 N1 C15 115.2(6) . . ? C11 N1 Co1 118.6(5) . . ? C15 N1 Co1 126.0(5) . . ? C20 N2 C16 116.7(6) . . ? C20 N2 Co1 121.1(5) . 1_655 ? C16 N2 Co1 122.2(5) . 1_655 ? C21 N3 C25 117.1(6) . . ? C21 N3 Co1 122.1(5) . . ? C25 N3 Co1 120.7(4) . . ? C26 N4 C30 115.8(8) . . ? C7 O1 Co1 120.0(5) . . ? C8 O3 Co1 93.3(4) . 1_545 ? C8 O4 Co1 86.0(4) . 1_545 ? C9 O5 H5A 109.5 . . ? C9 O6 H40A 117.0 . 3_655 ? C9 O6 C40 105.8(5) . 3_655 ? H40A O6 C40 13.9 3_655 3_655 ? N7 C1S H1SA 109.5 . . ? N7 C1S H1SB 109.5 . . ? H1SA C1S H1SB 109.5 . . ? N7 C1S H1SC 109.5 . . ? H1SA C1S H1SC 109.5 . . ? H1SB C1S H1SC 109.5 . . ? N7 C2S N8 110.3(7) . . ? N7 C2S H2SA 124.8 . . ? N8 C2S H2SA 124.8 . . ? C4S C3S N7 106.5(8) . . ? C4S C3S H3SA 126.8 . . ? N7 C3S H3SA 126.8 . . ? C3S C4S N8 107.5(7) . . ? C3S C4S H4SA 126.3 . . ? N8 C4S H4SA 126.3 . . ? C6S C5S N8 112.6(7) . . ? C6S C5S H5SA 109.1 . . ? N8 C5S H5SA 109.1 . . ? C6S C5S H5SB 109.1 . . ? N8 C5S H5SB 109.1 . . ? H5SA C5S H5SB 107.8 . . ? C5S C6S H6SA 109.5 . . ? C5S C6S H6SB 109.5 . . ? H6SA C6S H6SB 109.5 . . ? C5S C6S H6SC 109.5 . . ? H6SA C6S H6SC 109.5 . . ? H6SB C6S H6SC 109.5 . . ? C2S N7 C3S 108.1(7) . . ? C2S N7 C1S 126.9(7) . . ? C3S N7 C1S 125.0(7) . . ? C2S N8 C4S 107.6(7) . . ? C2S N8 C5S 126.5(7) . . ? C4S N8 C5S 126.0(7) . . ? N5 C31 C32 124.5(8) . . ? N5 C31 H31A 117.7 . . ? C32 C31 H31A 117.7 . . ? C31 C32 C33 118.7(8) . . ? C31 C32 H32A 120.6 . . ? C33 C32 H32A 120.6 . . ? C34 C33 C32 116.8(7) . . ? C34 C33 C38 122.0(7) . . ? C32 C33 C38 121.1(7) . . ? C35 C34 C33 119.4(7) . . ? C35 C34 H34A 120.3 . . ? C33 C34 H34A 120.3 . . ? N5 C35 C34 124.7(7) . . ? N5 C35 H35A 117.7 . . ? C34 C35 H35A 117.7 . . ? N6 C36 C37 123.1(7) . . ? N6 C36 H36A 118.5 . . ? C37 C36 H36A 118.5 . . ? C36 C37 C38 120.8(7) . . ? C36 C37 H37A 119.6 . . ? C38 C37 H37A 119.6 . . ? C39 C38 C37 115.0(7) . . ? C39 C38 C33 122.7(7) . . ? C37 C38 C33 122.2(7) . . ? C40 C39 C38 120.5(7) . . ? C40 C39 H39A 119.8 . . ? C38 C39 H39A 119.8 . . ? N6 C40 C39 123.7(7) . . ? N6 C40 H40A 118.2 . . ? C39 C40 H40A 118.2 . . ? C35 N5 C31 115.8(7) . . ? C35 N5 H19A 108.0 . 2_735 ? C31 N5 H19A 136.0 . 2_735 ? C35 N5 C19 104.5(5) . 2_735 ? C31 N5 C19 138.9(6) . 2_735 ? H19A N5 C19 13.6 2_735 2_735 ? C40 N6 C36 116.9(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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C22 C23 C28 C29 -38.0(11) . . . . ? C12 C13 C18 C17 31.4(10) . . . . ? C32 C33 C38 C39 -21.7(12) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5A N6 0.82 1.80 2.610(8) 169.9 3_655 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.32 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.092 _refine_diff_density_min -1.049 _refine_diff_density_rms 0.144 # Attachment '3.cif' data_candy80 _database_code_depnum_ccdc_archive 'CCDC 661277' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H18 Co N4 O6' _chemical_formula_weight 445.29 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 P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.6770(14) _cell_length_b 16.387(2) _cell_length_c 8.2916(15) _cell_angle_alpha 90.00 _cell_angle_beta 116.458(3) _cell_angle_gamma 90.00 _cell_volume 933.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 3223 _cell_measurement_theta_min 2.4857 _cell_measurement_theta_max 28.2238 _exptl_crystal_description Prism _exptl_crystal_colour PURPLE _exptl_crystal_size_max 0.1500 _exptl_crystal_size_mid 0.1000 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.584 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 458 _exptl_absorpt_coefficient_mu 0.964 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ???? ; _diffrn_ambient_temperature 113(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 ? _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6330 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.1056 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 25.99 _reflns_number_total 3363 _reflns_number_gt 2728 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0339P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _refine_ls_number_reflns 3363 _refine_ls_number_parameters 262 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.0967 _refine_ls_wR_factor_gt 0.0860 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.060 _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 Co1 Co 0.76451(8) 0.45055(4) 0.86683(8) 0.02211(18) Uani 1 1 d . . . O2 O 0.5821(5) 0.36525(17) 0.6870(4) 0.0285(8) Uani 1 1 d . . . O1 O 0.6776(5) 0.3310(2) 0.9698(5) 0.0309(9) Uani 1 1 d . . . C3 C 0.3156(7) 0.1340(3) 0.5170(6) 0.0213(11) Uani 1 1 d . . . C7 C 0.5875(7) 0.3146(3) 0.8035(7) 0.0268(12) Uani 1 1 d . . . C2 C 0.4021(7) 0.2106(2) 0.5678(7) 0.0228(11) Uani 1 1 d . . . H2A H 0.4003 0.2467 0.4805 0.027 Uiso 1 1 calc R . . C1 C 0.4907(6) 0.2333(2) 0.7481(6) 0.0189(10) Uani 1 1 d . . . C4 C 0.3094(7) 0.0833(3) 0.6481(6) 0.0217(11) Uani 1 1 d . . . H4A H 0.2450 0.0335 0.6141 0.026 Uiso 1 1 calc R . . C6 C 0.4899(7) 0.1800(2) 0.8775(7) 0.0216(11) Uani 1 1 d . . . H6A H 0.5526 0.1947 0.9984 0.026 Uiso 1 1 calc R . . N1 N 1.0382(6) 0.4029(2) 0.9683(5) 0.0263(10) Uani 1 1 d . . . N2 N 1.3488(6) 0.3852(3) 1.0300(6) 0.0428(12) Uani 1 1 d . . . H2B H 1.4622 0.3929 1.0357 0.051 Uiso 1 1 calc R . . C10 C 1.1092(8) 0.3344(3) 1.0727(7) 0.0343(13) Uani 1 1 d . . . H10A H 1.0378 0.3014 1.1128 0.041 Uiso 1 1 calc R . . C12 C 1.1893(7) 0.4325(3) 0.9432(7) 0.0320(13) Uani 1 1 d . . . H12A H 1.1841 0.4787 0.8760 0.038 Uiso 1 1 calc R . . C11 C 1.2924(8) 0.3216(3) 1.1083(7) 0.0344(13) Uani 1 1 d . . . H11A H 1.3698 0.2783 1.1736 0.041 Uiso 1 1 calc R . . C1S C 0.7513(8) 0.0137(3) 0.6230(8) 0.0403(15) Uani 1 1 d . . . H1SA H 0.6792 -0.0065 0.5025 0.060 Uiso 1 1 calc R . . H1SB H 0.6695 0.0135 0.6832 0.060 Uiso 1 1 calc R . . H1SC H 0.8622 -0.0207 0.6874 0.060 Uiso 1 1 calc R . . C2S C 0.7838(8) 0.1392(3) 0.4698(7) 0.0325(12) Uani 1 1 d . . . H2SA H 0.7116 0.1207 0.3526 0.039 Uiso 1 1 calc R . . N2S N 0.8704(7) 0.2117(2) 0.5167(6) 0.0351(11) Uani 1 1 d . . . C3S C 0.9260(8) 0.1461(3) 0.7618(7) 0.0341(13) Uani 1 1 d . . . H3SA H 0.9698 0.1317 0.8821 0.041 Uiso 1 1 calc R . . N1S N 0.8176(6) 0.0983(2) 0.6170(6) 0.0311(10) Uani 1 1 d . . . C4S C 0.9584(8) 0.2169(3) 0.7010(7) 0.0361(13) Uani 1 1 d . . . H4SA H 1.0272 0.2613 0.7700 0.043 Uiso 1 1 calc R . . C5 C 0.3967(6) 0.1048(3) 0.8289(6) 0.0197(10) Uani 1 1 d . . . C9 C 0.3855(7) 0.0499(3) 0.9689(7) 0.0240(11) Uani 1 1 d . . . O6 O 0.5190(5) 0.0502(2) 1.1268(5) 0.0323(9) Uani 1 1 d . . . O5 O 0.2367(5) 0.00415(17) 0.9179(4) 0.0270(8) Uani 1 1 d . . . C8 C 0.2347(7) 0.1050(3) 0.3245(7) 0.0293(12) Uani 1 1 d . . . O4 O 0.2102(5) 0.02791(18) 0.3026(4) 0.0296(8) Uani 1 1 d . . . O3 O 0.2033(7) 0.1555(2) 0.2042(5) 0.0560(13) Uani 1 1 d . . . C5S C 0.8799(10) 0.2725(3) 0.3889(8) 0.0513(17) Uani 1 1 d . . . H5SA H 1.0043 0.2672 0.3860 0.062 Uiso 1 1 calc R . . H5SB H 0.7789 0.2602 0.2692 0.062 Uiso 1 1 calc R . . C6S C 0.8571(12) 0.3556(3) 0.4321(9) 0.075(2) Uani 1 1 d . . . H6SA H 0.8656 0.3914 0.3443 0.112 Uiso 1 1 calc R . . H6SB H 0.9580 0.3688 0.5494 0.112 Uiso 1 1 calc R . . H6SC H 0.7325 0.3619 0.4314 0.112 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 Co1 0.0281(3) 0.0172(3) 0.0200(4) -0.0002(3) 0.0097(3) -0.0011(3) O2 0.035(2) 0.0192(16) 0.026(2) -0.0003(15) 0.0092(17) -0.0052(15) O1 0.038(2) 0.0300(18) 0.024(2) -0.0061(16) 0.0128(19) -0.0128(17) C3 0.030(3) 0.022(2) 0.009(3) 0.0020(19) 0.006(2) 0.003(2) C7 0.024(3) 0.026(3) 0.033(3) -0.002(2) 0.015(3) 0.003(2) C2 0.029(3) 0.013(2) 0.025(3) -0.001(2) 0.012(2) -0.004(2) C1 0.019(2) 0.014(2) 0.021(3) 0.0005(19) 0.006(2) -0.0026(18) C4 0.028(3) 0.016(2) 0.023(3) -0.001(2) 0.012(2) -0.003(2) C6 0.023(3) 0.020(2) 0.019(3) 0.001(2) 0.007(2) 0.002(2) N1 0.036(2) 0.023(2) 0.020(2) -0.0007(17) 0.012(2) 0.0032(18) N2 0.028(3) 0.062(3) 0.033(3) 0.000(3) 0.008(2) 0.007(2) C10 0.059(4) 0.016(2) 0.035(4) 0.002(2) 0.027(3) 0.004(3) C12 0.028(3) 0.039(4) 0.032(3) 0.004(2) 0.016(2) 0.002(2) C11 0.046(4) 0.030(3) 0.031(4) 0.013(2) 0.020(3) 0.019(3) C1S 0.043(4) 0.030(3) 0.045(4) 0.012(3) 0.017(3) 0.004(2) C2S 0.033(3) 0.034(3) 0.024(3) 0.000(3) 0.007(3) 0.003(2) N2S 0.041(3) 0.036(2) 0.019(3) 0.005(2) 0.005(2) 0.000(2) C3S 0.039(3) 0.042(3) 0.018(3) 0.002(3) 0.010(3) 0.011(3) N1S 0.031(2) 0.035(2) 0.025(3) 0.006(2) 0.011(2) 0.007(2) C4S 0.044(3) 0.032(3) 0.021(3) -0.003(2) 0.003(3) 0.001(3) C5 0.019(3) 0.020(2) 0.019(3) 0.004(2) 0.007(2) -0.0003(19) C9 0.026(3) 0.024(3) 0.023(3) 0.001(2) 0.012(3) 0.004(2) O6 0.035(2) 0.038(2) 0.022(2) 0.0049(16) 0.0106(18) 0.0039(16) O5 0.030(2) 0.0216(17) 0.031(2) 0.0064(15) 0.0155(19) -0.0004(15) C8 0.035(3) 0.031(3) 0.023(3) 0.003(2) 0.014(3) 0.003(2) O4 0.045(2) 0.0171(17) 0.030(2) -0.0075(15) 0.0202(19) -0.0045(15) O3 0.114(4) 0.0230(19) 0.018(2) 0.0066(17) 0.018(2) 0.012(2) C5S 0.062(4) 0.046(4) 0.039(4) 0.009(3) 0.017(4) 0.003(3) C6S 0.138(7) 0.043(4) 0.042(5) 0.001(3) 0.039(5) 0.004(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 Co1 O4 1.965(3) 2_656 ? Co1 O5 1.993(3) 2_657 ? Co1 N1 2.038(4) . ? Co1 O2 2.068(3) . ? Co1 O1 2.350(3) . ? O2 C7 1.260(5) . ? O1 C7 1.265(6) . ? C3 C4 1.386(6) . ? C3 C2 1.396(6) . ? C3 C8 1.508(6) . ? C7 C1 1.495(6) . ? C2 C1 1.389(6) . ? C1 C6 1.385(6) . ? C4 C5 1.387(6) . ? C6 C5 1.391(6) . ? N1 C12 1.357(6) . ? N1 C10 1.374(6) . ? N2 C12 1.354(6) . ? N2 C11 1.395(7) . ? C10 C11 1.319(7) . ? C1S N1S 1.486(6) . ? C2S N1S 1.313(6) . ? C2S N2S 1.331(6) . ? N2S C4S 1.371(6) . ? N2S C5S 1.480(7) . ? C3S C4S 1.333(7) . ? C3S N1S 1.362(6) . ? C5 C9 1.502(6) . ? C9 O6 1.253(5) . ? C9 O5 1.271(5) . ? O5 Co1 1.993(3) 2_647 ? C8 O3 1.234(5) . ? C8 O4 1.279(5) . ? O4 Co1 1.965(3) 2_646 ? C5S C6S 1.437(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 O4 Co1 O5 113.41(13) 2_656 2_657 ? O4 Co1 N1 97.49(15) 2_656 . ? O5 Co1 N1 102.37(14) 2_657 . ? O4 Co1 O2 99.87(13) 2_656 . ? O5 Co1 O2 132.19(13) 2_657 . ? N1 Co1 O2 106.32(14) . . ? O4 Co1 O1 158.79(13) 2_656 . ? O5 Co1 O1 85.79(12) 2_657 . ? N1 Co1 O1 86.44(14) . . ? O2 Co1 O1 59.18(12) . . ? C7 O2 Co1 96.4(3) . . ? C7 O1 Co1 83.5(3) . . ? C4 C3 C2 118.7(4) . . ? C4 C3 C8 120.0(4) . . ? C2 C3 C8 121.2(4) . . ? O2 C7 O1 120.8(4) . . ? O2 C7 C1 120.6(5) . . ? O1 C7 C1 118.6(4) . . ? C1 C2 C3 120.3(4) . . ? C6 C1 C2 119.7(4) . . ? C6 C1 C7 119.8(4) . . ? C2 C1 C7 120.5(4) . . ? C3 C4 C5 121.8(4) . . ? C1 C6 C5 120.9(4) . . ? C12 N1 C10 105.2(4) . . ? C12 N1 Co1 126.5(3) . . ? C10 N1 Co1 128.3(3) . . ? C12 N2 C11 106.3(4) . . ? C11 C10 N1 110.8(5) . . ? N2 C12 N1 110.3(4) . . ? C10 C11 N2 107.4(4) . . ? N1S C2S N2S 108.5(5) . . ? C2S N2S C4S 108.4(4) . . ? C2S N2S C5S 124.7(5) . . ? C4S N2S C5S 126.7(5) . . ? C4S C3S N1S 108.1(5) . . ? C2S N1S C3S 108.4(4) . . ? C2S N1S C1S 125.4(4) . . ? C3S N1S C1S 126.2(4) . . ? C3S C4S N2S 106.5(5) . . ? C4 C5 C6 118.5(4) . . ? C4 C5 C9 121.1(4) . . ? C6 C5 C9 120.4(4) . . ? O6 C9 O5 123.1(4) . . ? O6 C9 C5 120.2(4) . . ? O5 C9 C5 116.7(4) . . ? C9 O5 Co1 108.9(3) . 2_647 ? O3 C8 O4 125.7(5) . . ? O3 C8 C3 119.0(4) . . ? O4 C8 C3 115.2(4) . . ? C8 O4 Co1 133.2(3) . 2_646 ? C6S C5S N2S 114.2(5) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2B O1 0.86 2.21 2.921(6) 140.5 1_655 _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.899 _refine_diff_density_min -0.571 _refine_diff_density_rms 0.086 # Attachment '4.cif' data_candy75 _database_code_depnum_ccdc_archive 'CCDC 661278' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H20 Co N6 O12' _chemical_formula_weight 787.51 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 ? _symmetry_space_group_name_H-M Fddd loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/4, -y+1/4, z' 'x, -y+1/4, -z+1/4' '-x+1/4, y, -z+1/4' 'x, y+1/2, z+1/2' '-x+1/4, -y+3/4, z+1/2' 'x, -y+3/4, -z+3/4' '-x+1/4, y+1/2, -z+3/4' 'x+1/2, y, z+1/2' '-x+3/4, -y+1/4, z+1/2' 'x+1/2, -y+1/4, -z+3/4' '-x+3/4, y, -z+3/4' 'x+1/2, y+1/2, z' '-x+3/4, -y+3/4, z' 'x+1/2, -y+3/4, -z+1/4' '-x+3/4, y+1/2, -z+1/4' '-x, -y, -z' 'x-1/4, y-1/4, -z' '-x, y-1/4, z-1/4' 'x-1/4, -y, z-1/4' '-x, -y+1/2, -z+1/2' 'x-1/4, y+1/4, -z+1/2' '-x, y+1/4, z+1/4' 'x-1/4, -y+1/2, z+1/4' '-x+1/2, -y, -z+1/2' 'x+1/4, y-1/4, -z+1/2' '-x+1/2, y-1/4, z+1/4' 'x+1/4, -y, z+1/4' '-x+1/2, -y+1/2, -z' 'x+1/4, y+1/4, -z' '-x+1/2, y+1/4, z-1/4' 'x+1/4, -y+1/2, z-1/4' _cell_length_a 11.3058(18) _cell_length_b 17.284(3) _cell_length_c 37.082(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7246.0(19) _cell_formula_units_Z 8 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 5023 _cell_measurement_theta_min 2.1968 _cell_measurement_theta_max 28.1300 _exptl_crystal_description Prism _exptl_crystal_colour Green _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.1000 _exptl_crystal_size_min 0.0700 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.444 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3208 _exptl_absorpt_coefficient_mu 0.546 _exptl_absorpt_correction_type None _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ???? ; _diffrn_ambient_temperature 113(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 ? _diffrn_measurement_method dtprofit.ref _diffrn_detector_area_resol_mean 14.6306 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11563 _diffrn_reflns_av_R_equivalents 0.0613 _diffrn_reflns_av_sigmaI/netI 0.0630 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 25.99 _reflns_number_total 1772 _reflns_number_gt 1516 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2006)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1251P)^2^+194.2641P] 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 0.0015(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1772 _refine_ls_number_parameters 156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1170 _refine_ls_R_factor_gt 0.1065 _refine_ls_wR_factor_ref 0.2873 _refine_ls_wR_factor_gt 0.2777 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 Co1 Co 0.1250 0.1250 0.1250 0.0279(6) Uani 1 4 d S . . O1 O 0.2962(4) 0.2399(3) 0.10598(12) 0.0415(12) Uani 1 1 d . . . O2 O 0.2176(4) 0.1954(2) 0.15736(12) 0.0359(11) Uani 1 1 d . . . O3 O 0.4074(6) 0.4351(3) 0.27244(12) 0.0567(16) Uani 1 1 d . . . C1 C 0.3286(5) 0.3122(3) 0.15980(15) 0.0313(14) Uani 1 1 d . . . C2 C 0.3280(6) 0.3123(3) 0.19750(16) 0.0320(14) Uani 1 1 d . . . H2A H 0.2964 0.2705 0.2101 0.038 Uiso 1 1 calc R . . C3 C 0.3750 0.3750 0.2162(2) 0.037(2) Uani 1 2 d S . . C6 C 0.3750 0.3750 0.1415(2) 0.0303(18) Uani 1 2 d S . . H6A H 0.3750 0.3750 0.1164 0.036 Uiso 1 2 calc SR . . C7 C 0.2771(5) 0.2444(4) 0.13946(16) 0.0317(13) Uani 1 1 d . . . C8 C 0.3750 0.3750 0.2570(2) 0.042(2) Uani 1 2 d S . . C10 C 0.3933(12) 0.4941(7) 0.3545(3) 0.034(3) Uani 0.50 1 d P . . H10A H 0.3391 0.5260 0.3407 0.041 Uiso 0.50 1 calc PR . . H10B H 0.4724 0.5152 0.3518 0.041 Uiso 0.50 1 calc PR . . N1 N 0.3901(10) 0.4133(6) 0.3409(3) 0.034(2) Uani 0.50 1 d P . . H1 H 0.4124 0.4224 0.3070 0.03(3) Uiso 0.50 1 d PR . . C11 C 0.4807(6) 0.3700(4) 0.35448(19) 0.0410(16) Uani 1 1 d . . . H11A H 0.5556 0.3859 0.3448 0.049 Uiso 1 1 d R . . H11B H 0.4681 0.3168 0.3482 0.049 Uiso 1 1 d R . . N2Q N -0.0214(11) 0.2365(9) 0.2436(4) 0.050(4) Uani 0.50 1 d P . . N3Q N -0.0534(12) 0.1204(6) 0.2474(2) 0.038(3) Uani 0.50 1 d P . . C1Q C -0.0357(17) 0.1698(14) 0.2256(5) 0.075(6) Uani 0.50 1 d P . . C3Q C 0.0495(14) 0.3464(9) 0.2188(3) 0.101(4) Uani 1 1 d . . . C4Q C 0.0179(12) 0.2879(12) 0.2233(4) 0.129(7) Uani 1 1 d . . . C5Q C 0.0718(17) 0.3945(9) 0.1840(4) 0.055(4) Uani 0.50 1 d P . . 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 Co1 0.0337(10) 0.0240(9) 0.0260(9) 0.000 0.000 0.000 O1 0.048(3) 0.041(3) 0.035(2) -0.010(2) -0.001(2) -0.004(2) O2 0.041(3) 0.027(2) 0.040(3) -0.0016(18) -0.0078(19) -0.0021(19) O3 0.083(4) 0.057(3) 0.030(3) -0.006(2) 0.000(2) -0.026(3) C1 0.035(3) 0.029(3) 0.030(3) -0.003(2) -0.002(2) -0.004(3) C2 0.037(3) 0.027(3) 0.032(3) 0.003(2) -0.003(3) -0.001(3) C3 0.045(5) 0.037(5) 0.030(4) 0.000 0.000 -0.009(4) C6 0.031(4) 0.037(5) 0.023(4) 0.000 0.000 0.002(4) C7 0.030(3) 0.033(3) 0.032(3) -0.004(3) -0.006(2) 0.000(2) C8 0.047(6) 0.054(6) 0.026(4) 0.000 0.000 -0.019(5) C10 0.040(7) 0.037(7) 0.025(6) -0.002(5) 0.003(5) 0.001(5) N1 0.044(6) 0.032(5) 0.026(5) 0.001(4) 0.000(4) 0.004(5) C11 0.032(4) 0.038(4) 0.052(4) -0.007(3) 0.008(3) -0.001(3) N2Q 0.030(9) 0.054(10) 0.066(11) 0.016(8) -0.005(6) -0.001(6) N3Q 0.079(9) 0.026(5) 0.010(4) 0.001(4) 0.007(5) 0.004(5) C1Q 0.068(12) 0.109(17) 0.047(10) -0.049(12) -0.008(8) 0.013(11) C3Q 0.113(11) 0.111(10) 0.079(8) 0.001(8) -0.006(7) 0.033(9) C4Q 0.079(8) 0.199(17) 0.109(10) 0.103(12) -0.023(7) -0.067(10) C5Q 0.078(11) 0.043(8) 0.045(8) 0.012(7) -0.010(8) -0.008(8) _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 Co1 O2 2.004(4) . ? Co1 O2 2.004(4) 2 ? Co1 O2 2.004(4) 4 ? Co1 O2 2.004(4) 3 ? O1 C7 1.263(7) . ? O2 C7 1.268(8) . ? O3 C8 1.242(6) . ? C1 C6 1.384(7) . ? C1 C2 1.398(8) . ? C1 C7 1.511(8) . ? C2 C3 1.392(7) . ? C3 C2 1.392(7) 14 ? C3 C8 1.513(12) . ? C6 C1 1.384(7) 14 ? C8 O3 1.242(6) 14 ? C10 N1 1.484(15) . ? C10 C10 1.58(2) 12 ? N1 C11 1.365(13) . ? N1 N1 1.37(2) 14 ? N1 C11 1.566(13) 14 ? C11 C11 1.532(14) 7 ? C11 N1 1.566(13) 14 ? N2Q N2Q 0.82(2) 21 ? N2Q C4Q 1.25(2) . ? N2Q C4Q 1.298(19) 21 ? N2Q C1Q 1.34(2) . ? N3Q C1Q 1.19(3) . ? N3Q C3Q 1.380(16) 21 ? N3Q C4Q 1.96(2) 21 ? C3Q C4Q 1.085(18) . ? C3Q N3Q 1.380(16) 21 ? C3Q C5Q 1.55(2) . ? C4Q N2Q 1.298(19) 21 ? C4Q N3Q 1.96(2) 21 ? 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 O2 Co1 O2 106.4(3) . 2 ? O2 Co1 O2 105.2(2) . 4 ? O2 Co1 O2 117.0(3) 2 4 ? O2 Co1 O2 117.0(3) . 3 ? O2 Co1 O2 105.2(2) 2 3 ? O2 Co1 O2 106.4(3) 4 3 ? C7 O2 Co1 111.6(4) . . ? C6 C1 C2 119.5(6) . . ? C6 C1 C7 120.6(6) . . ? C2 C1 C7 119.8(5) . . ? C3 C2 C1 119.7(6) . . ? C2 C3 C2 120.3(8) . 14 ? C2 C3 C8 119.8(4) . . ? C2 C3 C8 119.8(4) 14 . ? C1 C6 C1 121.2(8) 14 . ? O1 C7 O2 124.4(6) . . ? O1 C7 C1 118.2(5) . . ? O2 C7 C1 117.5(5) . . ? O3 C8 O3 125.0(9) . 14 ? O3 C8 C3 117.5(4) . . ? O3 C8 C3 117.5(4) 14 . ? N1 C10 C10 108.7(6) . 12 ? C11 N1 N1 69.9(8) . 14 ? C11 N1 C10 111.9(9) . . ? N1 N1 C10 156.4(9) 14 . ? C11 N1 C11 109.5(8) . 14 ? N1 N1 C11 54.9(8) 14 14 ? C10 N1 C11 105.0(9) . 14 ? N1 C11 C11 107.8(6) . 7 ? N1 C11 N1 55.2(8) . 14 ? C11 C11 N1 111.2(5) 7 14 ? N2Q N2Q C4Q 75(2) 21 . ? N2Q N2Q C4Q 68(2) 21 21 ? C4Q N2Q C4Q 142.4(11) . 21 ? N2Q N2Q C1Q 148(3) 21 . ? C4Q N2Q C1Q 110.7(18) . . ? C4Q N2Q C1Q 101.3(16) 21 . ? C1Q N3Q C3Q 108.3(13) . 21 ? C1Q N3Q C4Q 76.4(10) . 21 ? C3Q N3Q C4Q 32.3(7) 21 21 ? N3Q C1Q N2Q 107.2(14) . . ? C4Q C3Q N3Q 104.9(16) . 21 ? C4Q C3Q C5Q 132.9(16) . . ? N3Q C3Q C5Q 121.7(13) 21 . ? C3Q C4Q N2Q 151(2) . . ? C3Q C4Q N2Q 116.1(19) . 21 ? N2Q C4Q N2Q 37.6(11) . 21 ? C3Q C4Q N3Q 42.8(12) . 21 ? N2Q C4Q N3Q 108.3(13) . 21 ? N2Q C4Q N3Q 74.6(11) 21 21 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O3 1.29 1.30 2.573(11) 166.0 . _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.99 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.775 _refine_diff_density_min -0.717 _refine_diff_density_rms 0.144