# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 207/403 # CIF Belonging to paper B000196L - R. Blaauw et al # CIF-file generated for s1537a data_global #======================================================================= # 0. AUDIT DETAILS _audit_creation_date 'Nov 8 15:44:56 1999' _audit_creation_method 'PLATON option' #======================================================================= # 1. SUBMISSION DETAILS _publ_contact_author_name # Name of author for correspondence ; Dr. A.L. Spek ; _publ_contact_author_address # Address of author for correspondence ; Bijvoet Center for Biomolecular Research Department of Crystal and Structural Chemistry Utrecht University Padualaan 8 3584 CH Utrecht The Netherlands ; _publ_contact_author_email 'spea@chem.uu.nl' _publ_contact_author_fax '+31 30 2533940' _publ_contact_author_phone '+31 30 2532538' #======================================================================= data_s1537a #======================================================================= # 5. CHEMICAL DATA _chemical_name_common 'Bridged (beta-alkoxyalkyl)Co(III)salen' _chemical_formula_moiety 'C22 H25 Co N2 O4, C H2 Cl2' _chemical_formula_sum 'C23 H27 Cl2 Co N2 O4' _chemical_formula_weight 525.30 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source O O 0.0106 0.0060 '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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #======================================================================= # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 12.4467(14) _cell_length_b 11.4978(7) _cell_length_c 19.0943(18) _cell_angle_alpha 90 _cell_angle_beta 125.340(7) _cell_angle_gamma 90 _cell_volume 2229.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.11 _cell_measurement_theta_max 13.84 _cell_special_details ; SET4 ; _exptl_crystal_description needle _exptl_crystal_colour red _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.04 _exptl_absorpt_correction_type none #======================================================================= # 7. EXPERIMENTAL DATA _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rotating Anode' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'CAD4T' _diffrn_measurement_method 'omega-scan' _diffrn_standards_number 3 _diffrn_standards_decay_% 2 # number of measured reflections (redundant set) _diffrn_reflns_number 4578 _diffrn_reflns_av_R_equivalents 0.0701 _diffrn_reflns_av_sigmaI/netI 0.1340 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 25.00 # number of unique reflections _reflns_number_total 3932 # number of observed reflections (> n sig(I)) _reflns_number_gt 2223 _reflns_threshold_expression 'I>2sigma(I)' _computing_data_collection 'Locally modified CAD4-Version 5 Software' _computing_cell_refinement 'SET4 (de Boer & Duisenberg, 1984)' _computing_data_reduction 'HELENA (Spek, 1997)' _computing_structure_solution 'SHELXS86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL96 (Sheldrick, 1996)' _computing_molecular_graphics 'PLATON (Spek, 1990)' _computing_publication_material 'PLATON (Spek, 1990)' #======================================================================= # 8. REFINEMENT DATA _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc ' _refine_ls_weighting_details 'w-1 = sigma**2(Fo**2) + (0.0374P)**2 + 2.16P' _refine_ls_hydrogen_treatment 'H-atom refinement: see text ' _refine_ls_extinction_method none _refine_ls_abs_structure_details none _refine_ls_abs_structure_Flack none _refine_ls_number_reflns 3932 _refine_ls_number_parameters 309 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1424 _refine_ls_R_factor_gt 0.0655 _refine_ls_wR_factor_ref 0.1327 _refine_ls_wR_factor_gt 0.1062 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.604 _refine_diff_density_min -0.437 _refine_diff_density_rms 0.102 #======================================================================= # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv Co1 Co Uani 0.56606(7) 0.40018(7) 0.07168(5) 1.000 0.0150(2) O1 O Uani 0.4050(3) 0.4083(4) -0.0409(2) 1.000 0.0166(12) O2 O Uani 0.6447(3) 0.3413(3) 0.0191(2) 1.000 0.0153(12) O3 O Uani 0.5733(4) 0.0678(4) 0.1752(3) 1.000 0.0312(17) O4 O Uani 0.4632(5) -0.1547(5) 0.0983(4) 1.000 0.067(3) N1 N Uani 0.4873(5) 0.4635(4) 0.1217(3) 1.000 0.0159(17) N2 N Uani 0.7240(4) 0.4119(4) 0.1804(3) 1.000 0.0166(16) C1 C Uani 0.2872(5) 0.3943(5) -0.0553(4) 1.000 0.0175(17) C2 C Uani 0.1800(5) 0.3575(5) -0.1371(4) 1.000 0.0196(17) C3 C Uani 0.0539(6) 0.3523(5) -0.1580(4) 1.000 0.024(2) C4 C Uani 0.0292(6) 0.3814(5) -0.0973(4) 1.000 0.023(2) C5 C Uani 0.1328(5) 0.4160(5) -0.0169(4) 1.000 0.0221(19) C6 C Uani 0.2623(5) 0.4216(5) 0.0058(4) 1.000 0.0180(19) C7 C Uani 0.3651(6) 0.4646(5) 0.0907(4) 1.000 0.0184(17) C8 C Uani 0.5832(5) 0.5178(5) 0.2054(4) 1.000 0.019(2) C9 C Uani 0.7097(6) 0.4472(5) 0.2495(4) 1.000 0.0186(19) C10 C Uani 0.8406(5) 0.3897(5) 0.2006(4) 1.000 0.0187(17) C11 C Uani 0.8707(5) 0.3465(5) 0.1438(3) 1.000 0.0135(17) C12 C Uani 1.0038(6) 0.3292(5) 0.1758(4) 1.000 0.022(2) C13 C Uani 1.0408(6) 0.2882(6) 0.1255(4) 1.000 0.028(2) C14 C Uani 0.9431(6) 0.2638(6) 0.0399(4) 1.000 0.026(2) C15 C Uani 0.8117(6) 0.2819(5) 0.0051(4) 1.000 0.0193(17) C16 C Uani 0.7717(5) 0.3227(5) 0.0556(4) 1.000 0.0172(17) C17 C Uani 0.7139(6) 0.3430(5) 0.2995(4) 1.000 0.0221(19) C18 C Uani 0.6112(6) 0.2472(6) 0.2483(4) 1.000 0.025(2) C19 C Uani 0.6161(6) 0.1872(5) 0.1796(4) 1.000 0.0214(19) C20 C Uani 0.5291(5) 0.2421(5) 0.0914(4) 1.000 0.0193(17) C21 C Uani 0.6297(7) -0.0113(7) 0.1507(6) 1.000 0.053(3) C22 C Uani 0.5961(7) -0.1334(6) 0.1522(5) 1.000 0.037(2) Cl1 Cl Uiso 0.1173(11) 0.5101(14) 0.3990(6) 0.580 0.067(3) Cl2 Cl Uiso 0.2118(8) 0.3899(8) 0.5631(5) 0.580 0.0597(18) C50 C Uani 0.2439(7) 0.4437(8) 0.4922(4) 1.000 0.061(3) Cl11 Cl Uiso 0.1397(18) 0.506(2) 0.3914(9) 0.420 0.093(7) Cl21 Cl Uiso 0.1608(14) 0.4287(13) 0.5398(9) 0.420 0.138(7) H4 H Uiso 0.44960 -0.21280 0.06750 1.000 0.0800 H21 H Uiso 0.19490 0.33580 -0.17890 1.000 0.0230 H31 H Uiso -0.01680 0.32880 -0.21400 1.000 0.0290 H41 H Uiso -0.05750 0.37730 -0.11150 1.000 0.0280 H51 H Uiso 0.11660 0.43660 0.02440 1.000 0.0270 H71 H Uiso 0.33960 0.49540 0.12530 1.000 0.0220 H81 H Uiso 0.54860 0.51830 0.24090 1.000 0.0270 H82 H Uiso 0.60020 0.59910 0.19740 1.000 0.0270 H91 H Uiso 0.78490 0.49960 0.29010 1.000 0.0220 H101 H Uiso 0.91260 0.40340 0.25850 1.000 0.0220 H121 H Uiso 1.07010 0.34660 0.23430 1.000 0.0270 H131 H Uiso 1.13110 0.27680 0.14860 1.000 0.0340 H141 H Uiso 0.96730 0.23390 0.00450 1.000 0.0310 H151 H Uiso 0.74740 0.26640 -0.05400 1.000 0.0230 H171 H Uiso 0.70360 0.37120 0.34430 1.000 0.0300 H172 H Uiso 0.80240 0.30740 0.32920 1.000 0.0300 H181 H Uiso 0.62200 0.18740 0.28920 1.000 0.0340 H182 H Uiso 0.52250 0.28170 0.22070 1.000 0.0340 H191 H Uiso 0.70920 0.18660 0.19760 1.000 0.0250 H201 H Uiso 0.43790 0.24180 0.07530 1.000 0.0260 H202 H Uiso 0.53020 0.19000 0.05050 1.000 0.0260 H211 H Uiso 0.72660 -0.00270 0.18930 1.000 0.0710 H212 H Uiso 0.60150 0.00810 0.09180 1.000 0.0710 H221 H Uiso 0.64220 -0.18360 0.13530 1.000 0.0510 H222 H Uiso 0.62810 -0.15450 0.21150 1.000 0.0510 H501 H Uiso 0.31680 0.50040 0.52370 0.580 0.0830 H502 H Uiso 0.27650 0.37840 0.47550 0.580 0.0830 H503 H Uiso 0.32240 0.49350 0.52830 0.420 0.0830 H504 H Uiso 0.27370 0.36650 0.48670 0.420 0.0830 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 0.0148(4) 0.0144(4) 0.0140(4) 0.0000(4) 0.0073(3) 0.0000(4) O1 0.013(2) 0.019(2) 0.014(2) 0.000(2) 0.0057(17) -0.002(2) O2 0.014(2) 0.018(2) 0.010(2) -0.0008(19) 0.0047(17) 0.0004(18) O3 0.038(3) 0.012(3) 0.051(3) 0.001(2) 0.030(3) -0.001(2) O4 0.042(3) 0.067(5) 0.088(5) -0.054(4) 0.036(3) -0.021(3) N1 0.021(3) 0.011(3) 0.015(3) -0.002(2) 0.010(2) -0.002(2) N2 0.020(3) 0.014(3) 0.012(2) -0.003(2) 0.007(2) -0.001(2) C1 0.020(3) 0.006(3) 0.019(3) -0.001(3) 0.007(3) -0.002(3) C2 0.020(3) 0.013(3) 0.022(3) 0.000(3) 0.010(3) 0.005(3) C3 0.016(3) 0.022(4) 0.026(4) -0.002(3) 0.007(3) -0.004(3) C4 0.017(3) 0.021(4) 0.035(4) 0.000(3) 0.017(3) -0.006(3) C5 0.025(3) 0.019(4) 0.025(3) 0.001(3) 0.016(3) 0.002(3) C6 0.014(3) 0.014(4) 0.023(3) 0.002(3) 0.009(3) 0.000(3) C7 0.024(3) 0.014(3) 0.023(3) 0.007(3) 0.017(3) 0.001(3) C8 0.027(4) 0.017(4) 0.014(3) -0.003(3) 0.012(3) -0.004(3) C9 0.021(3) 0.021(4) 0.009(3) -0.003(3) 0.006(3) -0.004(3) C10 0.017(3) 0.015(3) 0.015(3) 0.005(3) 0.004(3) 0.001(3) C11 0.017(3) 0.011(3) 0.013(3) 0.004(3) 0.009(3) 0.004(3) C12 0.019(3) 0.020(4) 0.023(4) 0.009(3) 0.009(3) 0.003(3) C13 0.021(3) 0.034(4) 0.034(4) 0.007(4) 0.018(3) 0.004(3) C14 0.026(4) 0.024(4) 0.029(4) 0.000(3) 0.017(3) 0.002(3) C15 0.025(3) 0.015(3) 0.014(3) 0.001(3) 0.009(3) 0.001(3) C16 0.017(3) 0.013(3) 0.019(3) 0.000(3) 0.009(3) 0.002(3) C17 0.028(3) 0.026(4) 0.015(3) 0.000(3) 0.014(3) 0.003(3) C18 0.035(4) 0.023(4) 0.019(3) 0.003(3) 0.016(3) -0.001(3) C19 0.025(3) 0.017(3) 0.026(4) 0.006(3) 0.017(3) 0.003(3) C20 0.022(3) 0.013(3) 0.024(3) -0.003(3) 0.014(3) -0.004(3) C21 0.041(5) 0.029(5) 0.085(7) -0.011(5) 0.034(5) -0.001(4) C22 0.039(4) 0.026(4) 0.034(4) -0.007(3) 0.014(4) -0.010(3) C50 0.052(5) 0.078(7) 0.052(6) 0.018(5) 0.029(5) 0.021(5) #======================================================================= # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 1.914(3) . . yes Co1 O2 1.887(4) . . yes Co1 N1 1.867(6) . . yes Co1 N2 1.863(5) . . yes Co1 C20 1.964(6) . . yes Cl1 C50 1.729(14) . . yes Cl2 C50 1.732(13) . . yes Cl11 C50 1.735(17) . . yes Cl21 C50 1.74(2) . . yes O1 C1 1.336(9) . . yes O2 C16 1.325(8) . . yes O3 C19 1.457(8) . . yes O3 C21 1.385(11) . . yes O4 C22 1.373(12) . . yes O4 H4 0.8400 . . no N1 C8 1.470(8) . . yes N1 C7 1.274(11) . . yes N2 C10 1.293(10) . . yes N2 C9 1.486(9) . . yes C1 C6 1.405(10) . . no C1 C2 1.410(9) . . no C2 C3 1.379(11) . . no C3 C4 1.401(11) . . no C4 C5 1.374(9) . . no C5 C6 1.408(11) . . no C6 C7 1.453(9) . . no C8 C9 1.521(10) . . no C9 C17 1.514(9) . . no C10 C11 1.426(9) . . no C11 C16 1.424(8) . . no C11 C12 1.409(11) . . no C12 C13 1.367(11) . . no C13 C14 1.389(9) . . no C14 C15 1.379(12) . . no C15 C16 1.398(10) . . no C17 C18 1.535(10) . . no C18 C19 1.514(10) . . no C19 C20 1.516(9) . . no C21 C22 1.470(11) . . no C2 H21 0.9513 . . no C3 H31 0.9498 . . no C4 H41 0.9496 . . no C5 H51 0.9500 . . no C7 H71 0.9514 . . no C8 H82 0.9896 . . no C8 H81 0.9913 . . no C9 H91 1.0003 . . no C10 H101 0.9508 . . no C12 H121 0.9499 . . no C13 H131 0.9495 . . no C14 H141 0.9494 . . no C15 H151 0.9492 . . no C17 H172 0.9899 . . no C17 H171 0.9900 . . no C18 H181 0.9896 . . no C18 H182 0.9904 . . no C19 H191 1.0001 . . no C20 H201 0.9896 . . no C20 H202 0.9906 . . no C21 H212 0.9905 . . no C21 H211 0.9896 . . no C22 H221 0.9903 . . no C22 H222 0.9889 . . no C50 H501 0.9893 . . no C50 H502 0.9898 . . no C50 H503 0.9892 . . no C50 H504 0.9907 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O2 87.05(17) . . . yes O1 Co1 N1 92.1(2) . . . yes O1 Co1 N2 173.0(2) . . . yes O1 Co1 C20 92.9(2) . . . yes O2 Co1 N1 177.95(19) . . . yes O2 Co1 N2 94.6(2) . . . yes O2 Co1 C20 91.2(2) . . . yes N1 Co1 N2 86.0(2) . . . yes N1 Co1 C20 90.7(3) . . . yes N2 Co1 C20 93.8(2) . . . yes Co1 O1 C1 122.5(4) . . . yes Co1 O2 C16 127.3(3) . . . yes C19 O3 C21 113.5(6) . . . yes C22 O4 H4 109.52 . . . no Co1 N1 C7 127.2(4) . . . yes Co1 N1 C8 112.7(5) . . . yes C7 N1 C8 120.1(6) . . . yes Co1 N2 C10 126.6(4) . . . yes C9 N2 C10 118.6(5) . . . yes Co1 N2 C9 114.7(5) . . . yes O1 C1 C6 123.0(6) . . . yes C2 C1 C6 117.7(7) . . . no O1 C1 C2 119.1(6) . . . yes C1 C2 C3 121.5(6) . . . no C2 C3 C4 120.5(6) . . . no C3 C4 C5 118.7(8) . . . no C4 C5 C6 121.6(7) . . . no C1 C6 C5 119.8(6) . . . no C1 C6 C7 121.9(7) . . . no C5 C6 C7 118.1(6) . . . no N1 C7 C6 124.0(7) . . . yes N1 C8 C9 107.7(5) . . . yes N2 C9 C17 111.4(5) . . . yes C8 C9 C17 114.7(7) . . . no N2 C9 C8 105.8(5) . . . yes N2 C10 C11 125.8(6) . . . yes C10 C11 C16 122.5(6) . . . no C12 C11 C16 118.8(6) . . . no C10 C11 C12 118.7(5) . . . no C11 C12 C13 122.2(6) . . . no C12 C13 C14 118.4(8) . . . no C13 C14 C15 121.6(7) . . . no C14 C15 C16 121.0(6) . . . no O2 C16 C11 122.9(6) . . . yes C11 C16 C15 118.1(7) . . . no O2 C16 C15 118.9(6) . . . yes C9 C17 C18 117.0(5) . . . no C17 C18 C19 116.3(7) . . . no O3 C19 C20 109.0(5) . . . yes C18 C19 C20 114.3(6) . . . no O3 C19 C18 106.4(6) . . . yes Co1 C20 C19 120.2(4) . . . yes O3 C21 C22 114.5(8) . . . yes O4 C22 C21 112.9(7) . . . yes C1 C2 H21 119.30 . . . no C3 C2 H21 119.17 . . . no C2 C3 H31 119.76 . . . no C4 C3 H31 119.71 . . . no C3 C4 H41 120.59 . . . no C5 C4 H41 120.70 . . . no C4 C5 H51 119.15 . . . no C6 C5 H51 119.21 . . . no N1 C7 H71 117.99 . . . no C6 C7 H71 117.99 . . . no N1 C8 H81 110.19 . . . no N1 C8 H82 110.18 . . . no C9 C8 H81 110.16 . . . no C9 C8 H82 110.14 . . . no H81 C8 H82 108.44 . . . no N2 C9 H91 108.28 . . . no C8 C9 H91 108.21 . . . no C17 C9 H91 108.20 . . . no N2 C10 H101 117.03 . . . no C11 C10 H101 117.16 . . . no C11 C12 H121 118.94 . . . no C13 C12 H121 118.83 . . . no C12 C13 H131 120.70 . . . no C14 C13 H131 120.94 . . . no C13 C14 H141 119.24 . . . no C15 C14 H141 119.19 . . . no C14 C15 H151 119.59 . . . no C16 C15 H151 119.43 . . . no C9 C17 H171 108.13 . . . no C9 C17 H172 108.03 . . . no C18 C17 H171 107.99 . . . no C18 C17 H172 107.99 . . . no H171 C17 H172 107.32 . . . no C17 C18 H181 108.24 . . . no C17 C18 H182 108.22 . . . no C19 C18 H181 108.18 . . . no C19 C18 H182 108.22 . . . no H181 C18 H182 107.40 . . . no O3 C19 H191 109.00 . . . no C18 C19 H191 108.95 . . . no C20 C19 H191 109.01 . . . no Co1 C20 H201 107.30 . . . no Co1 C20 H202 107.27 . . . no C19 C20 H201 107.31 . . . no C19 C20 H202 107.30 . . . no H201 C20 H202 106.82 . . . no O3 C21 H211 108.68 . . . no O3 C21 H212 108.64 . . . no C22 C21 H211 108.59 . . . no C22 C21 H212 108.62 . . . no H211 C21 H212 107.57 . . . no O4 C22 H221 109.00 . . . no O4 C22 H222 109.10 . . . no C21 C22 H221 108.98 . . . no C21 C22 H222 109.02 . . . no H221 C22 H222 107.73 . . . no Cl1 C50 Cl2 118.5(8) . . . yes Cl11 C50 Cl21 109.4(11) . . . yes Cl1 C50 H501 107.71 . . . no Cl1 C50 H502 107.62 . . . no Cl2 C50 H501 107.77 . . . no Cl2 C50 H502 107.68 . . . no Cl11 C50 H503 109.71 . . . no Cl11 C50 H504 109.74 . . . no Cl21 C50 H503 109.89 . . . no Cl21 C50 H504 109.85 . . . no H501 C50 H502 107.04 . . . no H503 C50 H504 108.24 . . . no 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 O2 Co1 O1 C1 148.7(5) . . . . no N1 Co1 O1 C1 -33.1(5) . . . . no C20 Co1 O1 C1 57.7(5) . . . . no O1 Co1 O2 C16 171.5(4) . . . . no N2 Co1 O2 C16 -1.7(5) . . . . no C20 Co1 O2 C16 -95.6(5) . . . . no O1 Co1 N1 C7 21.9(5) . . . . no O1 Co1 N1 C8 -157.2(4) . . . . no N2 Co1 N1 C7 -164.8(5) . . . . no N2 Co1 N1 C8 16.0(4) . . . . no C20 Co1 N1 C7 -71.1(5) . . . . no C20 Co1 N1 C8 109.8(4) . . . . no O2 Co1 N2 C9 -174.8(4) . . . . no O2 Co1 N2 C10 3.3(5) . . . . no N1 Co1 N2 C9 7.2(4) . . . . no N1 Co1 N2 C10 -174.7(5) . . . . no C20 Co1 N2 C9 -83.2(4) . . . . no C20 Co1 N2 C10 94.8(5) . . . . no O1 Co1 C20 C19 -171.3(6) . . . . no O2 Co1 C20 C19 101.6(6) . . . . no N1 Co1 C20 C19 -79.1(6) . . . . no N2 Co1 C20 C19 6.9(6) . . . . no Co1 O1 C1 C6 28.1(8) . . . . no Co1 O1 C1 C2 -156.0(4) . . . . no Co1 O2 C16 C11 -0.3(8) . . . . no Co1 O2 C16 C15 -177.9(4) . . . . no C21 O3 C19 C20 86.3(8) . . . . no C19 O3 C21 C22 175.5(6) . . . . no C21 O3 C19 C18 -149.9(6) . . . . no Co1 N1 C8 C9 -34.5(6) . . . . no Co1 N1 C7 C6 -4.2(9) . . . . no C8 N1 C7 C6 174.9(5) . . . . no C7 N1 C8 C9 146.3(6) . . . . no C10 N2 C9 C8 154.8(5) . . . . no Co1 N2 C9 C8 -27.0(6) . . . . no Co1 N2 C9 C17 98.3(6) . . . . no C9 N2 C10 C11 174.9(5) . . . . no C10 N2 C9 C17 -79.9(7) . . . . no Co1 N2 C10 C11 -3.0(9) . . . . no C6 C1 C2 C3 2.3(9) . . . . no O1 C1 C2 C3 -173.7(5) . . . . no C2 C1 C6 C5 -2.5(8) . . . . no O1 C1 C6 C5 173.4(5) . . . . no O1 C1 C6 C7 -1.7(9) . . . . no C2 C1 C6 C7 -177.6(5) . . . . no C1 C2 C3 C4 -1.4(9) . . . . no C2 C3 C4 C5 0.5(9) . . . . no C3 C4 C5 C6 -0.7(9) . . . . no C4 C5 C6 C1 1.7(9) . . . . no C4 C5 C6 C7 177.0(5) . . . . no C1 C6 C7 N1 -11.8(9) . . . . no C5 C6 C7 N1 173.1(6) . . . . no N1 C8 C9 C17 -85.5(7) . . . . no N1 C8 C9 N2 37.7(7) . . . . no N2 C9 C17 C18 -57.6(9) . . . . no C8 C9 C17 C18 62.5(8) . . . . no N2 C10 C11 C16 0.1(10) . . . . no N2 C10 C11 C12 178.7(6) . . . . no C10 C11 C12 C13 -179.9(6) . . . . no C16 C11 C12 C13 -1.3(9) . . . . no C10 C11 C16 O2 1.6(9) . . . . no C10 C11 C16 C15 179.2(6) . . . . no C12 C11 C16 O2 -176.9(5) . . . . no C12 C11 C16 C15 0.7(8) . . . . no C11 C12 C13 C14 0.4(10) . . . . no C12 C13 C14 C15 1.1(10) . . . . no C13 C14 C15 C16 -1.8(10) . . . . no C14 C15 C16 O2 178.5(6) . . . . no C14 C15 C16 C11 0.8(9) . . . . no C9 C17 C18 C19 61.4(9) . . . . no C17 C18 C19 C20 -91.6(8) . . . . no C17 C18 C19 O3 148.0(6) . . . . no O3 C19 C20 Co1 -175.9(5) . . . . no C18 C19 C20 Co1 65.1(8) . . . . no O3 C21 C22 O4 60.2(10) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Co1 Co1 3.2029(12) . 3_665 no Co1 O1 2.360(5) . 3_665 no Co1 O2 3.669(4) . 3_665 no Co1 N1 3.701(5) . 3_665 no Co1 C1 3.111(7) . 3_665 no Co1 C2 3.840(7) . 3_665 no Co1 C6 3.822(7) . 3_665 no Co1 H4 3.3381 . 3_655 no Cl1 C14 3.384(17) . 2_655 no Cl1 C15 3.468(16) . 2_655 no Cl1 C10 3.610(13) . 1_455 no Cl1 C13 3.640(17) . 2_655 no Cl2 C14 3.576(14) . 4_455 no Cl2 C9 3.636(11) . 3_666 no Cl2 C13 3.616(13) . 4_455 no Cl11 C10 3.637(19) . 1_455 no Cl11 C21 3.40(3) . 2_655 no Cl11 C15 3.60(2) . 2_655 no Cl11 C14 3.62(2) . 2_655 no Cl21 C17 3.633(16) . 3_666 no Cl21 C14 3.50(2) . 4_455 no Cl21 C9 3.649(16) . 3_666 no Cl1 H101 2.6993 . 1_455 no Cl2 H201 3.0836 . 4_555 no Cl2 H171 3.1026 . 3_666 no Cl2 H91 3.0561 . 3_666 no Cl2 H141 2.9326 . 4_455 no Cl2 H131 3.0405 . 4_455 no Cl11 H101 2.7428 . 1_455 no Cl11 H212 3.0470 . 2_655 no Cl11 H211 2.8496 . 2_655 no Cl21 H91 3.0242 . 3_666 no Cl21 H141 2.8057 . 4_455 no Cl21 H171 2.9527 . 3_666 no O1 Co1 2.360(5) . 3_665 no O1 O1 2.865(6) . 3_665 no O1 N1 2.957(7) . 3_665 no O1 O2 3.024(6) . 3_665 no O1 C8 3.338(8) . 3_665 no O1 N2 3.000(6) . 3_665 no O2 C6 3.104(7) . 3_665 no O2 C1 3.124(7) . 3_665 no O2 N1 3.139(6) . 3_665 no O2 O4 2.819(7) . 3_655 no O2 Co1 3.669(4) . 3_665 no O2 O1 3.024(6) . 3_665 no O2 C7 3.016(7) . 3_665 no O3 O4 2.872(8) . . no O4 C16 3.313(9) . 3_655 no O4 O3 2.872(8) . . no O4 O2 2.819(7) . 3_655 no O4 C50 3.323(11) . 4_554 no O4 C15 3.151(10) . 3_655 no O2 H4 2.0124 . 3_655 no O3 H503 2.8255 . 4_554 no O3 H501 2.9140 . 4_554 no O3 H81 2.8292 . 2_645 no O4 H202 2.9179 . 3_655 no O4 H501 2.3440 . 4_554 no O4 H171 2.8692 . 2_645 no O4 H503 2.3629 . 4_554 no O4 H151 2.5828 . 3_655 no N1 O1 2.957(7) . 3_665 no N1 Co1 3.701(5) . 3_665 no N1 O2 3.139(6) . 3_665 no N1 C18 3.177(8) . . no N2 C2 3.207(8) . 3_665 no N2 O1 3.000(6) . 3_665 no N2 C1 3.210(8) . 3_665 no N1 H182 2.6789 . . no N2 H191 2.6310 . . no C1 C11 3.429(8) . 3_665 no C1 C16 3.335(8) . 3_665 no C1 N2 3.210(8) . 3_665 no C1 C10 3.360(8) . 3_665 no C1 O2 3.124(7) . 3_665 no C1 Co1 3.111(7) . 3_665 no C2 C11 3.450(8) . 3_665 no C2 N2 3.207(8) . 3_665 no C2 C10 3.102(8) . 3_665 no C2 Co1 3.840(7) . 3_665 no C3 C12 3.539(9) . 4_454 no C3 C10 3.524(9) . 3_665 no C3 C11 3.557(8) . 3_665 no C4 C12 3.574(8) . 3_665 no C5 C15 3.523(8) . 3_665 no C5 C14 3.574(11) . 1_455 no C5 C16 3.464(9) . 3_665 no C6 C15 3.506(8) . 3_665 no C6 Co1 3.822(7) . 3_665 no C6 C16 3.102(8) . 3_665 no C6 O2 3.104(7) . 3_665 no C6 C11 3.541(8) . 3_665 no C6 C20 3.418(10) . . no C7 C16 3.344(8) . 3_665 no C7 C15 3.468(9) . 3_665 no C7 O2 3.016(7) . 3_665 no C8 O1 3.338(8) . 3_665 no C9 Cl2 3.636(11) . 3_666 no C9 Cl21 3.649(16) . 3_666 no C10 Cl1 3.610(13) . 1_655 no C10 C1 3.360(8) . 3_665 no C10 Cl11 3.637(19) . 1_655 no C10 C19 3.478(10) . . no C10 C3 3.524(9) . 3_665 no C10 C2 3.102(8) . 3_665 no C11 C3 3.557(8) . 3_665 no C11 C2 3.450(8) . 3_665 no C11 C6 3.541(8) . 3_665 no C11 C1 3.429(8) . 3_665 no C12 C4 3.574(8) . 3_665 no C12 C3 3.539(9) . 4_655 no C13 Cl2 3.616(13) . 4_654 no C13 Cl1 3.640(17) . 2_645 no C14 Cl21 3.50(2) . 4_654 no C14 C5 3.574(11) . 1_655 no C14 Cl2 3.576(14) . 4_654 no C14 Cl1 3.384(17) . 2_645 no C14 Cl11 3.62(2) . 2_645 no C15 O4 3.151(10) . 3_655 no C15 C7 3.468(9) . 3_665 no C15 Cl11 3.60(2) . 2_645 no C15 C6 3.506(8) . 3_665 no C15 Cl1 3.468(16) . 2_645 no C15 C5 3.523(8) . 3_665 no C16 C7 3.344(8) . 3_665 no C16 C1 3.335(8) . 3_665 no C16 C6 3.102(8) . 3_665 no C16 O4 3.313(9) . 3_655 no C16 C5 3.464(9) . 3_665 no C17 Cl21 3.633(16) . 3_666 no C18 N1 3.177(8) . . no C19 C10 3.478(10) . . no C20 C6 3.418(10) . . no C21 Cl11 3.40(3) . 2_645 no C50 O4 3.323(11) . 4_555 no C1 H201 2.7203 . . no C2 H221 2.9679 . 3_655 no C2 H121 3.0858 . 4_454 no C4 H141 2.9968 . 1_455 no C6 H201 2.7306 . . no C7 H182 2.9659 . . no C7 H201 2.7889 . . no C8 H182 2.8776 . . no C10 H191 2.8325 . . no C10 H172 2.9158 . . no C10 H31 2.9619 . 4_655 no C11 H31 2.9995 . 4_655 no C12 H21 3.0528 . 4_655 no C12 H31 2.9013 . 4_655 no C14 H51 3.0721 . 1_655 no C15 H171 3.0914 . 4_554 no C15 H4 2.8133 . 3_655 no C16 H4 2.6868 . 3_655 no C17 H101 3.0743 . . no C17 H151 2.8691 . 4_555 no C20 H502 2.9416 . 4_554 no C20 H212 2.8360 . . no C20 H504 2.8826 . 4_554 no C21 H202 2.7947 . . no C50 H201 2.9095 . 4_555 no H4 H151 2.3932 . 3_655 no H4 C15 2.8133 . 3_655 no H4 C16 2.6868 . 3_655 no H4 Co1 3.3381 . 3_655 no H4 O2 2.0124 . 3_655 no H4 H202 2.4215 . 3_655 no H21 H221 2.4318 . 3_655 no H21 C12 3.0528 . 4_454 no H21 H121 2.5651 . 4_454 no H31 C11 2.9995 . 4_454 no H31 C12 2.9013 . 4_454 no H31 C10 2.9619 . 4_454 no H41 H172 2.5590 . 4_454 no H51 C14 3.0721 . 1_455 no H51 H71 2.3847 . . no H71 H81 2.2508 . . no H71 H51 2.3847 . . no H81 H71 2.2508 . . no H81 H171 2.4646 . . no H81 O3 2.8292 . 2_655 no H91 H101 2.2855 . . no H91 Cl2 3.0561 . 3_666 no H91 Cl21 3.0242 . 3_666 no H101 Cl11 2.7428 . 1_655 no H101 Cl1 2.6993 . 1_655 no H101 H91 2.2855 . . no H101 H121 2.3518 . . no H101 C17 3.0743 . . no H121 H101 2.3518 . . no H121 C2 3.0858 . 4_655 no H121 H21 2.5651 . 4_655 no H131 Cl2 3.0405 . 4_654 no H141 C4 2.9968 . 1_655 no H141 Cl2 2.9326 . 4_654 no H141 Cl21 2.8057 . 4_654 no H151 O4 2.5828 . 3_655 no H151 H181 2.5052 . 4_554 no H151 H4 2.3932 . 3_655 no H151 C17 2.8691 . 4_554 no H151 H171 2.3122 . 4_554 no H171 Cl21 2.9527 . 3_666 no H171 C15 3.0914 . 4_555 no H171 H151 2.3122 . 4_555 no H171 Cl2 3.1026 . 3_666 no H171 H81 2.4646 . . no H171 O4 2.8692 . 2_655 no H172 C10 2.9158 . . no H172 H191 2.4934 . . no H172 H41 2.5590 . 4_655 no H181 H151 2.5052 . 4_555 no H182 C7 2.9659 . . no H182 C8 2.8776 . . no H182 N1 2.6789 . . no H182 H201 2.3760 . . no H191 N2 2.6310 . . no H191 C10 2.8325 . . no H191 H211 2.2021 . . no H191 H172 2.4934 . . no H201 C6 2.7306 . . no H201 C7 2.7889 . . no H201 C1 2.7203 . . no H201 H504 2.1423 . 4_554 no H201 Cl2 3.0836 . 4_554 no H201 C50 2.9095 . 4_554 no H201 H182 2.3760 . . no H201 H502 2.2690 . 4_554 no H202 C21 2.7947 . . no H202 H212 2.2302 . . no H202 O4 2.9179 . 3_655 no H202 H4 2.4215 . 3_655 no H211 H191 2.2021 . . no H211 Cl11 2.8496 . 2_645 no H212 H202 2.2302 . . no H212 Cl11 3.0470 . 2_645 no H212 C20 2.8360 . . no H221 H21 2.4318 . 3_655 no H221 C2 2.9679 . 3_655 no H501 O3 2.9140 . 4_555 no H501 O4 2.3440 . 4_555 no H502 C20 2.9416 . 4_555 no H502 H201 2.2690 . 4_555 no H503 O3 2.8255 . 4_555 no H503 O4 2.3629 . 4_555 no H504 C20 2.8826 . 4_555 no H504 H201 2.1423 . 4_555 no 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 _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # O4 H4 O2 0.8400 2.0124 2.819(7) 160.86 3_655 yes C10 H101 Cl1 0.9508 2.6993 3.610(13) 160.72 1_655 yes C15 H151 O4 0.9492 2.5828 3.151(10) 118.74 3_655 yes C50 H501 O4 0.9893 2.3440 3.323(11) 170.22 4_555 yes