# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_121109a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H18 N8 O6 Zn' _chemical_formula_weight 627.87 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P4(1)22 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y, x, z+1/4' 'y, -x, z+3/4' '-x, y, -z' 'x, -y, -z+1/2' 'y, x, -z+3/4' '-y, -x, -z+1/4' _cell_length_a 10.0386(2) _cell_length_b 10.0386(2) _cell_length_c 26.4595(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2666.42(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2957 _cell_measurement_theta_min 2.9652 _cell_measurement_theta_max 29.1570 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_absorpt_coefficient_mu 0.982 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.82151 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlisPro, Agilent Technologies' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SuperNova, Single source at offset, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5255 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_unetI/netI 0.0334 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2351 _reflns_number_gt 2217 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Agilent Technologies' _computing_cell_refinement 'CrysAlisPro, Agilent Technologies' _computing_data_reduction 'CrysAlisPro, Agilent Technologies' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0511P)^2^+1.3571P] 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 none _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 0.004(16) _refine_ls_number_reflns 2351 _refine_ls_number_parameters 204 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0387 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0938 _refine_ls_wR_factor_gt 0.0920 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1394(3) 0.6978(3) 0.05252(11) 0.0187(7) Uani 1 1 d . . . Zn1 Zn 0.0000 0.88346(5) 0.0000 0.01710(16) Uani 1 2 d S . . C13 C 0.8002(4) 0.1025(4) 0.01321(12) 0.0262(8) Uani 1 1 d . . . H13 H 0.8262 0.1290 -0.0190 0.024(9) Uiso 1 1 calc R . . O2 O 0.1950(3) 0.6772(3) 0.01165(7) 0.0284(6) Uani 1 1 d . . . N1 N 0.8605(3) -0.0010(3) 0.03385(9) 0.0204(6) Uani 1 1 d . . . N2 N 0.4815(3) 0.3061(3) 0.09521(9) 0.0207(6) Uani 1 1 d . . . O1 O 0.0562(2) 0.7896(2) 0.06022(7) 0.0222(6) Uani 1 1 d . . . C6 C 0.3020(3) 0.4393(3) 0.13684(11) 0.0178(7) Uani 1 1 d . . . C2 C 0.1712(3) 0.6114(3) 0.09746(10) 0.0172(7) Uani 1 1 d . . . N4 N 0.4355(3) 0.2582(3) 0.17342(10) 0.0229(7) Uani 1 1 d . . . H4 H 0.3976 0.2619 0.2025 0.027 Uiso 1 1 calc R . . C10 C 0.6619(3) 0.1348(3) 0.08583(12) 0.0219(7) Uani 1 1 d . . . C3 C 0.1060(3) 0.6358(3) 0.14297(10) 0.0190(7) Uani 1 1 d . . . H3 H 0.0405 0.7012 0.1449 0.010(8) Uiso 1 1 calc R . . C4 C 0.1393(4) 0.5620(4) 0.18524(11) 0.0234(8) Uani 1 1 d . . . H4A H 0.0955 0.5774 0.2157 0.010(8) Uiso 1 1 calc R . . C14 C 0.7006(4) 0.1733(4) 0.03707(11) 0.0266(8) Uani 1 1 d . . . H14 H 0.6599 0.2451 0.0211 0.056(14) Uiso 1 1 calc R . . C11 C 0.7252(4) 0.0273(4) 0.10710(12) 0.0288(9) Uani 1 1 d . . . H11 H 0.7019 -0.0011 0.1394 0.030(10) Uiso 1 1 calc R . . N3 N 0.5331(3) 0.1731(3) 0.16131(10) 0.0229(7) Uani 1 1 d . . . C7 C 0.2674(3) 0.5135(4) 0.09423(11) 0.0180(7) Uani 1 1 d . . . H7 H 0.3094 0.4970 0.0635 0.016(8) Uiso 1 1 calc R . . C8 C 0.4048(3) 0.3362(3) 0.13443(11) 0.0189(7) Uani 1 1 d . . . C12 C 0.8227(4) -0.0378(4) 0.08068(12) 0.0296(8) Uani 1 1 d . . . H12 H 0.8645 -0.1104 0.0957 0.029(10) Uiso 1 1 calc R . . C5 C 0.2374(3) 0.4656(3) 0.18249(11) 0.0209(8) Uani 1 1 d . . . H5 H 0.2605 0.4178 0.2113 0.025(9) Uiso 1 1 calc R . . C9 C 0.5587(3) 0.2056(3) 0.11343(11) 0.0191(7) Uani 1 1 d . . . O3 O 0.6500(4) 1.0000 0.2500 0.0507(11) Uani 1 2 d S . . O4 O 0.5000 0.4629(5) 0.0000 0.0611(13) Uani 1 2 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0218(18) 0.0206(17) 0.0136(13) -0.0026(13) -0.0015(13) 0.0009(14) Zn1 0.0197(3) 0.0212(3) 0.0105(2) 0.000 0.0017(2) 0.000 C13 0.031(2) 0.028(2) 0.0187(15) 0.0024(15) 0.0067(15) 0.0041(16) O2 0.0418(16) 0.0345(15) 0.0090(10) 0.0015(10) 0.0054(10) 0.0109(11) N1 0.0218(14) 0.0209(14) 0.0184(12) -0.0001(12) 0.0045(11) 0.0028(12) N2 0.0248(16) 0.0220(15) 0.0153(12) 0.0000(11) 0.0000(12) -0.0009(13) O1 0.0262(13) 0.0271(14) 0.0133(10) 0.0011(10) -0.0007(9) 0.0073(11) C6 0.0207(19) 0.0182(18) 0.0144(13) 0.0004(13) -0.0006(13) -0.0019(13) C2 0.0212(17) 0.0218(18) 0.0086(13) 0.0004(14) -0.0011(13) -0.0037(15) N4 0.0267(16) 0.0258(17) 0.0161(13) 0.0028(12) 0.0060(12) 0.0080(13) C10 0.0240(19) 0.0213(19) 0.0203(15) -0.0015(14) 0.0008(14) -0.0015(14) C3 0.0198(17) 0.0207(18) 0.0166(14) -0.0048(13) 0.0032(14) 0.0000(14) C4 0.031(2) 0.0279(19) 0.0112(14) 0.0009(13) 0.0055(14) 0.0041(15) C14 0.031(2) 0.030(2) 0.0183(14) 0.0051(15) 0.0056(16) 0.0070(15) C11 0.032(2) 0.034(2) 0.0210(17) 0.0063(16) 0.0102(15) 0.0096(16) N3 0.0225(17) 0.0262(16) 0.0200(13) 0.0039(12) 0.0051(12) 0.0065(12) C7 0.0224(17) 0.0224(18) 0.0093(13) -0.0019(13) 0.0018(13) 0.0000(14) C8 0.0214(18) 0.0215(18) 0.0137(14) -0.0011(13) 0.0006(13) -0.0028(14) C12 0.035(2) 0.031(2) 0.0226(16) 0.0063(15) 0.0055(16) 0.0111(16) C5 0.030(2) 0.024(2) 0.0089(13) 0.0026(13) 0.0030(13) 0.0035(14) C9 0.0195(18) 0.0222(19) 0.0155(14) -0.0005(13) 0.0010(13) -0.0010(14) O3 0.041(2) 0.054(3) 0.057(3) 0.018(2) 0.000 0.000 O4 0.074(3) 0.064(3) 0.045(2) 0.000 0.004(2) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O2 1.234(4) . ? C1 O1 1.260(4) . ? C1 C2 1.506(4) . ? Zn1 O1 1.935(2) 5 ? Zn1 O1 1.935(2) . ? Zn1 N1 2.027(3) 5_665 ? Zn1 N1 2.027(3) 1_465 ? C13 N1 1.321(4) . ? C13 C14 1.380(5) . ? C13 H13 0.9300 . ? N1 C12 1.348(4) . ? N1 Zn1 2.027(3) 1_645 ? N2 C8 1.327(4) . ? N2 C9 1.361(4) . ? C6 C7 1.395(4) . ? C6 C5 1.396(4) . ? C6 C8 1.463(5) . ? C2 C7 1.381(5) . ? C2 C3 1.392(4) . ? N4 C8 1.331(4) . ? N4 N3 1.339(4) . ? N4 H4 0.8600 . ? C10 C11 1.373(5) . ? C10 C14 1.402(4) . ? C10 C9 1.453(5) . ? C3 C4 1.383(4) . ? C3 H3 0.9300 . ? C4 C5 1.383(5) . ? C4 H4A 0.9300 . ? C14 H14 0.9300 . ? C11 C12 1.369(5) . ? C11 H11 0.9300 . ? N3 C9 1.333(4) . ? C7 H7 0.9300 . ? C12 H12 0.9300 . ? C5 H5 0.9300 . ? 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 C1 O1 124.3(3) . . ? O2 C1 C2 120.0(3) . . ? O1 C1 C2 115.7(3) . . ? O1 Zn1 O1 121.74(14) 5 . ? O1 Zn1 N1 96.67(9) 5 5_665 ? O1 Zn1 N1 116.18(10) . 5_665 ? O1 Zn1 N1 116.18(10) 5 1_465 ? O1 Zn1 N1 96.67(9) . 1_465 ? N1 Zn1 N1 110.17(16) 5_665 1_465 ? N1 C13 C14 123.2(3) . . ? N1 C13 H13 118.4 . . ? C14 C13 H13 118.4 . . ? C13 N1 C12 117.8(3) . . ? C13 N1 Zn1 125.7(2) . 1_645 ? C12 N1 Zn1 116.4(2) . 1_645 ? C8 N2 C9 102.8(3) . . ? C1 O1 Zn1 114.58(19) . . ? C7 C6 C5 118.8(3) . . ? C7 C6 C8 121.2(3) . . ? C5 C6 C8 120.0(3) . . ? C7 C2 C3 120.5(3) . . ? C7 C2 C1 120.6(3) . . ? C3 C2 C1 118.8(3) . . ? C8 N4 N3 111.1(3) . . ? C8 N4 H4 124.5 . . ? N3 N4 H4 124.5 . . ? C11 C10 C14 117.8(3) . . ? C11 C10 C9 120.5(3) . . ? C14 C10 C9 121.7(3) . . ? C4 C3 C2 119.4(3) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 120.3(3) . . ? C3 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C13 C14 C10 118.7(3) . . ? C13 C14 H14 120.7 . . ? C10 C14 H14 120.7 . . ? C12 C11 C10 119.8(3) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C9 N3 N4 102.3(3) . . ? C2 C7 C6 120.3(3) . . ? C2 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? N2 C8 N4 109.7(3) . . ? N2 C8 C6 127.2(3) . . ? N4 C8 C6 123.1(3) . . ? N1 C12 C11 122.7(3) . . ? N1 C12 H12 118.6 . . ? C11 C12 H12 118.6 . . ? C4 C5 C6 120.6(3) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? N3 C9 N2 114.1(3) . . ? N3 C9 C10 119.7(3) . . ? N2 C9 C10 126.2(3) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.639 _refine_diff_density_min -0.583 _refine_diff_density_rms 0.066 _iucr_refine_instructions_details ; TITL 121109a in P4(1)22 CELL 0.71073 10.0386 10.0386 26.4595 90.000 90.000 90.000 ZERR 4.00 0.0002 0.0002 0.0008 0.000 0.000 0.000 LATT -1 SYMM -X, -Y, 0.5+Z SYMM -Y, X, 0.25+Z SYMM Y, -X, 0.75+Z SYMM -X, Y, -Z SYMM X, -Y, 0.5-Z SYMM Y, X, 0.75-Z SYMM -Y, -X, 0.25-Z SFAC C H N O Zn UNIT 112 72 32 24 4 OMIT -3.00 50.02 L.S. 20 ACTA BOND $H FMAP 2 PLAN 20 HTAB WGHT 0.051100 1.357100 FVAR 0.135450 MOLE 1 C1 1 0.139404 0.697840 0.052517 11.000000 0.021760 0.020630 = 0.013610 0.002620 0.001540 0.000860 Zn1 5 0.000000 0.883458 0.000000 10.500000 0.019660 0.021160 = 0.010470 0.000000 -0.001670 0.000000 C13 1 0.800224 0.102489 0.013211 11.000000 0.031260 0.028500 = 0.018700 -0.002380 -0.006680 0.004120 AFIX 43 H13 2 0.826185 0.128962 -0.018999 11.000000 0.024270 AFIX 0 O2 4 0.194956 0.677243 0.011648 11.000000 0.041790 0.034500 = 0.008960 -0.001450 -0.005380 0.010870 N1 3 0.860547 -0.000988 0.033850 11.000000 0.021820 0.020880 = 0.018390 0.000090 -0.004470 0.002760 N2 3 0.481460 0.306126 0.095212 11.000000 0.024850 0.022010 = 0.015310 -0.000010 -0.000020 -0.000940 O1 4 0.056199 0.789617 0.060218 11.000000 0.026200 0.027140 = 0.013260 -0.001070 0.000670 0.007270 C6 1 0.302035 0.439290 0.136839 11.000000 0.020730 0.018190 = 0.014400 -0.000410 0.000640 -0.001950 C2 1 0.171200 0.611424 0.097464 11.000000 0.021170 0.021800 = 0.008600 -0.000430 0.001070 -0.003710 N4 3 0.435501 0.258168 0.173416 11.000000 0.026730 0.025760 = 0.016120 -0.002830 -0.006040 0.007990 AFIX 43 H4 2 0.397648 0.261947 0.202539 11.000000 -1.200000 AFIX 0 C10 1 0.661878 0.134807 0.085828 11.000000 0.024030 0.021270 = 0.020280 0.001510 -0.000850 -0.001480 C3 1 0.105970 0.635825 0.142968 11.000000 0.019750 0.020710 = 0.016560 0.004780 -0.003190 0.000030 AFIX 43 H3 2 0.040532 0.701203 0.144911 11.000000 0.010460 AFIX 0 C4 1 0.139291 0.562048 0.185245 11.000000 0.031020 0.027900 = 0.011230 -0.000880 -0.005520 0.004050 AFIX 43 H4A 2 0.095539 0.577362 0.215676 11.000000 0.009880 AFIX 0 C14 1 0.700585 0.173274 0.037071 11.000000 0.031320 0.030230 = 0.018280 -0.005070 -0.005630 0.006960 AFIX 43 H14 2 0.659909 0.245100 0.021112 11.000000 0.056000 AFIX 0 C11 1 0.725162 0.027345 0.107101 11.000000 0.031620 0.033640 = 0.021050 -0.006290 -0.010160 0.009620 AFIX 43 H11 2 0.701868 -0.001139 0.139357 11.000000 0.030450 AFIX 0 N3 3 0.533123 0.173062 0.161310 11.000000 0.022540 0.026200 = 0.019960 -0.003920 -0.005130 0.006530 C7 1 0.267425 0.513522 0.094234 11.000000 0.022420 0.022350 = 0.009280 0.001950 -0.001790 0.000040 AFIX 43 H7 2 0.309355 0.496983 0.063526 11.000000 0.016290 AFIX 0 C8 1 0.404757 0.336168 0.134428 11.000000 0.021350 0.021530 = 0.013690 0.001130 -0.000610 -0.002760 C12 1 0.822683 -0.037772 0.080682 11.000000 0.035200 0.031060 = 0.022590 -0.006320 -0.005550 0.011070 AFIX 43 H12 2 0.864523 -0.110377 0.095669 11.000000 0.028880 AFIX 0 C5 1 0.237374 0.465591 0.182488 11.000000 0.029970 0.023960 = 0.008900 -0.002650 -0.002970 0.003500 AFIX 43 H5 2 0.260479 0.417808 0.211296 11.000000 0.024890 AFIX 0 C9 1 0.558710 0.205560 0.113431 11.000000 0.019530 0.022210 = 0.015490 0.000460 -0.001030 -0.001050 O3 4 0.649983 1.000000 0.250000 10.500000 0.041170 0.054270 = 0.056730 0.018320 0.000000 0.000000 O4 4 0.500000 0.462896 0.000000 10.500000 0.074130 0.063720 = 0.045320 0.000000 -0.004360 0.000000 HKLF 4 END ; _database_code_depnum_ccdc_archive 'CCDC 923370' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_121109b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H38 Cd N8 O14' _chemical_formula_weight 823.06 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 30.7179(12) _cell_length_b 6.9997(4) _cell_length_c 19.1087(8) _cell_angle_alpha 90.00 _cell_angle_beta 127.380(4) _cell_angle_gamma 90.00 _cell_volume 3264.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4880 _cell_measurement_theta_min 3.0062 _cell_measurement_theta_max 28.2079 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.674 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1688 _exptl_absorpt_coefficient_mu 0.752 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.82 _exptl_absorpt_correction_T_max 0.94 _exptl_absorpt_process_details 'CrysAlisPro, Agilent Technologies' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SuperNova, Single source at offset, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5458 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_unetI/netI 0.0520 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2874 _reflns_number_gt 2350 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Agilent Technologies' _computing_cell_refinement 'CrysAlisPro, Agilent Technologies' _computing_data_reduction 'CrysAlisPro, Agilent Technologies' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0327P)^2^+5.8186P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2874 _refine_ls_number_parameters 218 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0836 _refine_ls_wR_factor_gt 0.0759 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.037 _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 C8 C 0.24120(12) 0.9956(5) 0.4982(2) 0.0108(2) Uani 1 1 d . . . Cd1 Cd 0.0000 1.0000 0.5000 0.01029(12) Uani 1 2 d S . . O1 O 0.05976(9) 0.9816(3) 0.46635(14) 0.0127(5) Uani 1 1 d . . . O2 O 0.02945(9) 0.6921(3) 0.40359(16) 0.0179(5) Uani 1 1 d . . . N4 N 0.32140(11) 1.0799(4) 0.55083(17) 0.0108(2) Uani 1 1 d . . . H4 H 0.3512 1.1028 0.5573 0.013 Uiso 1 1 calc R . . N2 N 0.26286(10) 1.0634(4) 0.58015(17) 0.0106(6) Uani 1 1 d . . . N1 N 0.43417(10) 1.3620(4) 0.86245(17) 0.0117(6) Uani 1 1 d . . . C10 C 0.35524(13) 1.1978(5) 0.6980(2) 0.0114(7) Uani 1 1 d . . . C1 C 0.05881(12) 0.8365(5) 0.4246(2) 0.0111(7) Uani 1 1 d . . . C2 C 0.09699(13) 0.8445(5) 0.3995(2) 0.0112(7) Uani 1 1 d . . . C5 C 0.16770(12) 0.8452(4) 0.3552(2) 0.0108(2) Uani 1 1 d . . . H5 H 0.1915 0.8427 0.3404 0.013 Uiso 1 1 calc R . . C7 C 0.14843(12) 0.9256(5) 0.4561(2) 0.0108(2) Uani 1 1 d . . . H7 H 0.1586 0.9830 0.5079 0.013 Uiso 1 1 calc R . . C6 C 0.18515(12) 0.9218(5) 0.4362(2) 0.0108(2) Uani 1 1 d . . . C14 C 0.40958(12) 1.2181(5) 0.7296(2) 0.0108(2) Uani 1 1 d . . . H14 H 0.4205 1.1760 0.6962 0.013 Uiso 1 1 calc R . . C11 C 0.34190(13) 1.2617(5) 0.7515(2) 0.0108(2) Uani 1 1 d . . . H11 H 0.3062 1.2508 0.7332 0.013 Uiso 1 1 calc R . . C12 C 0.38203(13) 1.3417(5) 0.8319(2) 0.0127(7) Uani 1 1 d . . . H12 H 0.3724 1.3839 0.8670 0.015 Uiso 1 1 calc R . . C4 C 0.11524(12) 0.7732(5) 0.2972(2) 0.0108(2) Uani 1 1 d . . . H4C H 0.1033 0.7286 0.2424 0.013 Uiso 1 1 calc R . . C3 C 0.08038(13) 0.7670(5) 0.3199(2) 0.0124(7) Uani 1 1 d . . . H3 H 0.0460 0.7112 0.2821 0.015 Uiso 1 1 calc R . . C9 C 0.31357(12) 1.1142(5) 0.6116(2) 0.0100(7) Uani 1 1 d . . . C13 C 0.44675(13) 1.3010(5) 0.8104(2) 0.0108(2) Uani 1 1 d . . . H13 H 0.4827 1.3155 0.8300 0.013 Uiso 1 1 calc R . . N3 N 0.27558(10) 1.0039(4) 0.47807(17) 0.0108(2) Uani 1 1 d . . . O4 O 0.21807(9) 0.0051(3) 0.67247(15) 0.0155(5) Uani 1 1 d D . . O5 O 0.28865(10) 0.8961(3) 0.34884(15) 0.0170(5) Uani 1 1 d D . . O3 O -0.03633(10) 0.6950(4) 0.45713(16) 0.0192(5) Uani 1 1 d D . . O6 O 0.41291(10) 0.1479(4) 0.56387(16) 0.0191(6) Uani 1 1 d D . . O7 O 0.14832(10) 0.6841(4) 0.15629(17) 0.0227(6) Uani 1 1 d D . . H6A H 0.4319(12) 0.041(3) 0.568(2) 0.011(9) Uiso 1 1 d D . . H4A H 0.2430(13) 0.025(6) 0.7335(12) 0.040(12) Uiso 1 1 d D . . H4B H 0.2363(15) 0.027(6) 0.649(2) 0.044(13) Uiso 1 1 d D . . H5A H 0.2874(17) 0.761(3) 0.348(3) 0.036(12) Uiso 1 1 d D . . H7A H 0.1682(16) 0.789(4) 0.156(3) 0.051(14) Uiso 1 1 d D . . H5B H 0.2814(18) 0.938(5) 0.387(2) 0.044(13) Uiso 1 1 d D . . H6B H 0.4237(17) 0.256(3) 0.550(3) 0.049(14) Uiso 1 1 d D . . H7B H 0.1622(18) 0.573(3) 0.148(3) 0.058(15) Uiso 1 1 d D . . H3A H -0.0196(13) 0.657(6) 0.432(2) 0.038(12) Uiso 1 1 d D . . H3B H -0.0743(7) 0.690(6) 0.415(2) 0.047(13) Uiso 1 1 d 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 C8 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) Cd1 0.00812(17) 0.0149(2) 0.00851(18) 0.00187(15) 0.00538(15) 0.00069(15) O1 0.0106(11) 0.0168(13) 0.0127(12) 0.0016(10) 0.0080(10) 0.0016(10) O2 0.0172(12) 0.0164(13) 0.0264(14) -0.0020(11) 0.0165(12) -0.0035(11) N4 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) N2 0.0093(13) 0.0122(14) 0.0102(14) -0.0017(12) 0.0059(12) 0.0002(12) N1 0.0106(13) 0.0129(15) 0.0106(14) 0.0009(12) 0.0059(12) 0.0010(12) C10 0.0126(16) 0.0074(17) 0.0131(17) 0.0030(14) 0.0072(15) 0.0009(14) C1 0.0070(15) 0.0164(19) 0.0077(16) 0.0042(15) 0.0033(14) 0.0063(15) C2 0.0121(16) 0.0110(17) 0.0104(16) 0.0016(14) 0.0067(15) 0.0014(14) C5 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) C7 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) C6 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) C14 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) C11 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) C12 0.0137(17) 0.0153(18) 0.0120(17) -0.0024(14) 0.0093(15) -0.0009(15) C4 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) C3 0.0082(15) 0.0129(17) 0.0126(17) 0.0004(14) 0.0045(14) 0.0008(14) C9 0.0110(16) 0.0091(17) 0.0104(16) 0.0006(14) 0.0067(14) 0.0011(14) C13 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) N3 0.0097(5) 0.0126(5) 0.0097(5) 0.0006(4) 0.0057(4) 0.0008(4) O4 0.0149(12) 0.0223(14) 0.0121(12) -0.0013(11) 0.0097(11) -0.0023(11) O5 0.0219(13) 0.0183(14) 0.0150(13) -0.0007(11) 0.0134(12) -0.0014(12) O3 0.0153(12) 0.0228(14) 0.0182(13) -0.0012(11) 0.0096(12) -0.0021(11) O6 0.0198(13) 0.0187(14) 0.0282(14) -0.0006(12) 0.0194(12) 0.0011(12) O7 0.0217(13) 0.0234(15) 0.0277(15) -0.0005(13) 0.0173(13) 0.0012(12) _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 C8 N3 1.326(4) . ? C8 N2 1.362(4) . ? C8 C6 1.469(4) . ? Cd1 O1 2.287(2) 5_576 ? Cd1 O1 2.287(2) . ? Cd1 O3 2.316(2) 5_576 ? Cd1 O3 2.316(2) . ? Cd1 N1 2.340(3) 4_546 ? Cd1 N1 2.340(3) 8_475 ? O1 C1 1.281(4) . ? O2 C1 1.248(4) . ? N4 C9 1.343(4) . ? N4 N3 1.349(4) . ? N4 H4 0.8600 . ? N2 C9 1.333(4) . ? N1 C13 1.337(4) . ? N1 C12 1.338(4) . ? N1 Cd1 2.340(3) 4_556 ? C10 C11 1.385(4) . ? C10 C14 1.396(4) . ? C10 C9 1.464(4) . ? C1 C2 1.515(4) . ? C2 C7 1.383(4) . ? C2 C3 1.387(4) . ? C5 C4 1.382(4) . ? C5 C6 1.401(4) . ? C5 H5 0.9300 . ? C7 C6 1.393(4) . ? C7 H7 0.9300 . ? C14 C13 1.373(4) . ? C14 H14 0.9300 . ? C11 C12 1.377(4) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C4 C3 1.378(4) . ? C4 H4C 0.9300 . ? C3 H3 0.9300 . ? C13 H13 0.9300 . ? O4 H4A 0.939(18) . ? O4 H4B 0.926(18) . ? O5 H5A 0.943(18) . ? O5 H5B 0.929(18) . ? O3 H3A 0.931(18) . ? O3 H3B 0.932(18) . ? O6 H6A 0.917(17) . ? O6 H6B 0.922(18) . ? O7 H7A 0.955(18) . ? O7 H7B 0.946(18) . ? 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 N3 C8 N2 113.5(3) . . ? N3 C8 C6 122.1(3) . . ? N2 C8 C6 124.4(3) . . ? O1 Cd1 O1 180.000(1) 5_576 . ? O1 Cd1 O3 98.36(8) 5_576 5_576 ? O1 Cd1 O3 81.64(8) . 5_576 ? O1 Cd1 O3 81.64(8) 5_576 . ? O1 Cd1 O3 98.36(8) . . ? O3 Cd1 O3 180.0 5_576 . ? O1 Cd1 N1 90.07(8) 5_576 4_546 ? O1 Cd1 N1 89.93(8) . 4_546 ? O3 Cd1 N1 94.65(9) 5_576 4_546 ? O3 Cd1 N1 85.35(9) . 4_546 ? O1 Cd1 N1 89.93(8) 5_576 8_475 ? O1 Cd1 N1 90.07(8) . 8_475 ? O3 Cd1 N1 85.35(9) 5_576 8_475 ? O3 Cd1 N1 94.65(9) . 8_475 ? N1 Cd1 N1 180.0 4_546 8_475 ? C1 O1 Cd1 120.06(19) . . ? C9 N4 N3 109.8(2) . . ? C9 N4 H4 125.1 . . ? N3 N4 H4 125.1 . . ? C9 N2 C8 103.4(2) . . ? C13 N1 C12 116.9(3) . . ? C13 N1 Cd1 121.6(2) . 4_556 ? C12 N1 Cd1 121.5(2) . 4_556 ? C11 C10 C14 117.4(3) . . ? C11 C10 C9 120.9(3) . . ? C14 C10 C9 121.7(3) . . ? O2 C1 O1 125.6(3) . . ? O2 C1 C2 118.4(3) . . ? O1 C1 C2 116.1(3) . . ? C7 C2 C3 120.2(3) . . ? C7 C2 C1 120.2(3) . . ? C3 C2 C1 119.5(3) . . ? C4 C5 C6 120.2(3) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C2 C7 C6 120.5(3) . . ? C2 C7 H7 119.7 . . ? C6 C7 H7 119.7 . . ? C7 C6 C5 118.6(3) . . ? C7 C6 C8 121.4(3) . . ? C5 C6 C8 120.0(3) . . ? C13 C14 C10 119.2(3) . . ? C13 C14 H14 120.4 . . ? C10 C14 H14 120.4 . . ? C12 C11 C10 119.3(3) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? N1 C12 C11 123.6(3) . . ? N1 C12 H12 118.2 . . ? C11 C12 H12 118.2 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4C 119.7 . . ? C5 C4 H4C 119.7 . . ? C4 C3 C2 119.5(3) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? N2 C9 N4 109.6(3) . . ? N2 C9 C10 126.7(3) . . ? N4 C9 C10 123.7(3) . . ? N1 C13 C14 123.6(3) . . ? N1 C13 H13 118.2 . . ? C14 C13 H13 118.2 . . ? C8 N3 N4 103.6(2) . . ? H4A O4 H4B 108(2) . . ? H5A O5 H5B 107(2) . . ? Cd1 O3 H3A 98(2) . . ? Cd1 O3 H3B 115(3) . . ? H3A O3 H3B 109(2) . . ? H6A O6 H6B 112(2) . . ? H7A O7 H7B 106(2) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.953 _refine_diff_density_min -0.499 _refine_diff_density_rms 0.097 _iucr_refine_instructions_details ; TITL 121109b in C2/c CELL 0.71073 30.7179 6.9997 19.1087 90.000 127.380 90.000 ZERR 4.00 0.0012 0.0004 0.0008 0.000 0.004 0.000 LATT 7 SYMM -X, Y, 0.5-Z SFAC C H N O Cd UNIT 112 152 32 56 4 OMIT -3.00 50.02 L.S. 20 ACTA BOND $H FMAP 2 PLAN 20 HTAB DFIX 1.52 H7A H7B DFIX 0.96 O7 H7A O7 H7B DFIX 1.52 H6A H6B DFIX 0.96 O6 H6A O6 H6B DFIX 1.52 H5A H5B DFIX 0.96 O5 H5A O5 H5B DFIX 1.52 H4A H4B DFIX 0.96 O4 H4A O4 H4B DFIX 1.52 H3A H3B DFIX 0.96 O3 H3A O3 H3B EADP C8 N3 N4 C7 C6 C5 C4 C13 C14 C11 WGHT 0.032700 5.818600 FVAR 0.073650 MOLE 1 C8 1 0.241204 0.995557 0.498180 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 Cd1 5 0.000000 1.000000 0.500000 10.500000 0.008120 0.014860 = 0.008510 0.001870 0.005380 0.000690 O1 4 0.059757 0.981606 0.466353 11.000000 0.010560 0.016740 = 0.012660 0.001640 0.007950 0.001560 O2 4 0.029452 0.692095 0.403587 11.000000 0.017180 0.016360 = 0.026440 -0.001990 0.016460 -0.003510 N4 3 0.321395 1.079856 0.550829 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 AFIX 43 H4 2 0.351160 1.102844 0.557315 11.000000 -1.200000 AFIX 0 N2 3 0.262855 1.063355 0.580147 11.000000 0.009310 0.012210 = 0.010160 -0.001680 0.005890 0.000170 N1 3 0.434170 1.361968 0.862448 11.000000 0.010570 0.012910 = 0.010630 0.000860 0.005890 0.000980 C10 1 0.355234 1.197770 0.698049 11.000000 0.012610 0.007400 = 0.013090 0.003010 0.007220 0.000900 C1 1 0.058811 0.836504 0.424613 11.000000 0.006980 0.016440 = 0.007650 0.004240 0.003300 0.006270 C2 1 0.096990 0.844471 0.399463 11.000000 0.012050 0.011020 = 0.010440 0.001590 0.006730 0.001440 C5 1 0.167698 0.845151 0.355188 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 AFIX 43 H5 2 0.191480 0.842683 0.340385 11.000000 -1.200000 AFIX 0 C7 1 0.148430 0.925553 0.456116 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 AFIX 43 H7 2 0.158572 0.983041 0.507936 11.000000 -1.200000 AFIX 0 C6 1 0.185150 0.921800 0.436190 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 C14 1 0.409581 1.218126 0.729552 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 AFIX 43 H14 2 0.420476 1.176044 0.696170 11.000000 -1.200000 AFIX 0 C11 1 0.341898 1.261724 0.751464 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 AFIX 43 H11 2 0.306204 1.250773 0.733172 11.000000 -1.200000 AFIX 0 C12 1 0.382028 1.341691 0.831934 11.000000 0.013740 0.015300 = 0.011990 -0.002360 0.009350 -0.000920 AFIX 43 H12 2 0.372381 1.383909 0.866990 11.000000 -1.200000 AFIX 0 C4 1 0.115236 0.773214 0.297239 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 AFIX 43 H4C 2 0.103335 0.728561 0.242381 11.000000 -1.200000 AFIX 0 C3 1 0.080383 0.766962 0.319898 11.000000 0.008210 0.012940 = 0.012630 0.000430 0.004510 0.000820 AFIX 43 H3 2 0.045961 0.711165 0.282111 11.000000 -1.200000 AFIX 0 C9 1 0.313569 1.114188 0.611593 11.000000 0.010960 0.009050 = 0.010400 0.000620 0.006720 0.001140 C13 1 0.446752 1.301017 0.810407 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 AFIX 43 H13 2 0.482653 1.315551 0.830043 11.000000 -1.200000 AFIX 0 N3 3 0.275582 1.003899 0.478068 11.000000 0.009710 0.012640 = 0.009650 0.000610 0.005660 0.000770 O4 4 0.218066 0.005082 0.672465 11.000000 0.014930 0.022260 = 0.012140 -0.001300 0.009680 -0.002310 O5 4 0.288648 0.896054 0.348841 11.000000 0.021900 0.018290 = 0.014990 -0.000730 0.013360 -0.001440 O3 4 -0.036334 0.695010 0.457134 11.000000 0.015290 0.022780 = 0.018240 -0.001200 0.009560 -0.002120 O6 4 0.412915 0.147859 0.563871 11.000000 0.019840 0.018650 = 0.028220 -0.000610 0.019420 0.001130 O7 4 0.148323 0.684121 0.156288 11.000000 0.021650 0.023350 = 0.027710 -0.000540 0.017340 0.001190 H6A 2 0.431879 0.041413 0.568342 11.000000 0.010710 H4A 2 0.243048 0.024565 0.733494 11.000000 0.039550 H4B 2 0.236319 0.027279 0.648594 11.000000 0.044300 H5A 2 0.287361 0.761480 0.348079 11.000000 0.035980 H7A 2 0.168203 0.789084 0.156411 11.000000 0.051040 H5B 2 0.281411 0.937942 0.386980 11.000000 0.044040 H6B 2 0.423698 0.255764 0.550443 11.000000 0.049280 H7B 2 0.162240 0.573206 0.147868 11.000000 0.058390 H3A 2 -0.019604 0.657448 0.431876 11.000000 0.038130 H3B 2 -0.074268 0.689850 0.414720 11.000000 0.047440 HKLF 4 END ; _database_code_depnum_ccdc_archive 'CCDC 923371' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_121124 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H22 Co N8 O6' _chemical_formula_weight 625.47 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' Co Co 0.3494 0.9721 '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' H H 0.0000 0.0000 '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)/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 13.1742(4) _cell_length_b 14.0167(4) _cell_length_c 15.1557(5) _cell_angle_alpha 90.00 _cell_angle_beta 103.318(3) _cell_angle_gamma 90.00 _cell_volume 2723.37(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5174 _cell_measurement_theta_min 3.1152 _cell_measurement_theta_max 29.3488 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1284 _exptl_absorpt_coefficient_mu 0.690 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.84907 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlisPro, Agilent Technologies' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SuperNova, Single source at offset, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9627 _diffrn_reflns_av_R_equivalents 0.0226 _diffrn_reflns_av_unetI/netI 0.0324 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.12 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4769 _reflns_number_gt 4060 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Agilent Technologies' _computing_cell_refinement 'CrysAlisPro, Agilent Technologies' _computing_data_reduction 'CrysAlisPro, Agilent Technologies' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0436P)^2^+1.5888P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4769 _refine_ls_number_parameters 401 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0983 _refine_ls_wR_factor_gt 0.0924 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.21329(2) 0.51222(2) 0.55073(2) 0.02851(12) Uani 1 1 d . . . O2 O 0.20046(13) 0.52842(13) -0.31445(11) 0.0361(4) Uani 1 1 d . . . O1 O 0.08337(13) 0.60175(12) -0.41741(11) 0.0360(4) Uani 1 1 d . . . O5 O 0.10573(13) 0.39800(13) 0.53840(12) 0.0394(4) Uani 1 1 d D . . O3 O 0.33810(13) 0.42092(11) 0.57875(12) 0.0378(4) Uani 1 1 d . . . O4 O 0.26077(15) 0.28324(13) 0.53431(17) 0.0638(7) Uani 1 1 d . . . N5 N 0.31499(15) -0.36638(14) 0.56836(13) 0.0321(5) Uani 1 1 d . . . N1 N 0.19051(17) 0.52085(14) 0.40926(14) 0.0343(5) Uani 1 1 d . . . N4 N 0.16792(18) 0.48237(16) -0.00323(14) 0.0402(5) Uani 1 1 d . . . H4 H 0.1846 0.4512 -0.0467 0.048 Uiso 1 1 calc R . . N8 N 0.46064(15) -0.02787(14) 0.60684(15) 0.0361(5) Uani 1 1 d . . . N7 N 0.61996(16) -0.02221(14) 0.68694(15) 0.0375(5) Uani 1 1 d . . . H7 H 0.6785 0.0011 0.7161 0.045 Uiso 1 1 calc R . . N6 N 0.59762(16) -0.11646(14) 0.67808(15) 0.0391(5) Uani 1 1 d . . . C15 C 0.4167(2) -0.37169(18) 0.60701(19) 0.0422(7) Uani 1 1 d . . . H15 H 0.4461 -0.4316 0.6214 0.051 Uiso 1 1 calc R . . C6 C 0.1536(2) 0.52622(19) 0.12372(17) 0.0358(6) Uani 1 1 d . . . C14 C 0.11958(18) 0.57991(17) -0.33547(16) 0.0311(6) Uani 1 1 d . . . C16 C 0.4802(2) -0.29290(18) 0.6266(2) 0.0443(7) Uani 1 1 d . . . H16 H 0.5505 -0.3002 0.6542 0.053 Uiso 1 1 calc R . . C23 C 0.6275(2) 0.18645(19) 0.6699(2) 0.0442(7) Uani 1 1 d . . . H23 H 0.6905 0.1550 0.6915 0.053 Uiso 1 1 calc R . . C21 C 0.53808(18) 0.02952(17) 0.64400(17) 0.0324(6) Uani 1 1 d . . . C5 C 0.1148(2) 0.57264(19) 0.35656(17) 0.0399(6) Uani 1 1 d . . . H5 H 0.0696 0.6065 0.3838 0.048 Uiso 1 1 calc R . . C17 C 0.43941(18) -0.20324(17) 0.60530(17) 0.0323(5) Uani 1 1 d . . . C18 C 0.3350(2) -0.19769(18) 0.5641(2) 0.0439(7) Uani 1 1 d . . . H18 H 0.3042 -0.1387 0.5476 0.053 Uiso 1 1 calc R . . C22 C 0.53651(18) 0.13429(16) 0.64064(17) 0.0323(6) Uani 1 1 d . . . C24 C 0.6250(2) 0.28463(19) 0.6671(2) 0.0499(8) Uani 1 1 d . . . H24 H 0.6862 0.3194 0.6864 0.060 Uiso 1 1 calc R . . C3 C 0.1662(2) 0.52726(18) 0.22193(16) 0.0348(6) Uani 1 1 d . . . C9 C -0.0080(2) 0.67483(19) -0.11664(19) 0.0440(7) Uani 1 1 d . . . H9 H -0.0340 0.6964 -0.0682 0.053 Uiso 1 1 calc R . . C8 C 0.06812(19) 0.60459(18) -0.10312(16) 0.0337(6) Uani 1 1 d . . . C7 C 0.10825(19) 0.56053(18) -0.01417(16) 0.0332(6) Uani 1 1 d . . . C13 C 0.10679(18) 0.57491(18) -0.17561(16) 0.0337(6) Uani 1 1 d . . . H13 H 0.1578 0.5277 -0.1669 0.040 Uiso 1 1 calc R . . C11 C -0.0058(2) 0.68283(19) -0.27439(18) 0.0418(7) Uani 1 1 d . . . H11 H -0.0311 0.7090 -0.3316 0.050 Uiso 1 1 calc R . . C10 C -0.0452(2) 0.7129(2) -0.20232(19) 0.0486(7) Uani 1 1 d . . . H10 H -0.0973 0.7591 -0.2113 0.058 Uiso 1 1 calc R . . C27 C 0.44319(19) 0.18183(17) 0.60836(17) 0.0342(6) Uani 1 1 d . . . H27 H 0.3820 0.1472 0.5884 0.041 Uiso 1 1 calc R . . C4 C 0.1010(2) 0.57795(19) 0.26368(17) 0.0396(6) Uani 1 1 d . . . H4A H 0.0480 0.6155 0.2295 0.047 Uiso 1 1 calc R . . C2 C 0.2448(2) 0.4740(2) 0.27683(19) 0.0492(7) Uani 1 1 d . . . H2 H 0.2909 0.4389 0.2516 0.059 Uiso 1 1 calc R . . C1 C 0.2537(2) 0.4737(2) 0.36843(18) 0.0485(7) Uani 1 1 d . . . H1 H 0.3074 0.4382 0.4042 0.058 Uiso 1 1 calc R . . C19 C 0.2764(2) -0.27943(19) 0.5474(2) 0.0454(7) Uani 1 1 d . . . H19 H 0.2059 -0.2738 0.5198 0.055 Uiso 1 1 calc R . . C12 C 0.07126(18) 0.61402(17) -0.26176(16) 0.0312(5) Uani 1 1 d . . . C28 C 0.3384(2) 0.33174(18) 0.57050(18) 0.0376(6) Uani 1 1 d . . . C26 C 0.44036(19) 0.28069(17) 0.60556(17) 0.0333(6) Uani 1 1 d . . . N3 N 0.09636(16) 0.59090(15) 0.06569(13) 0.0361(5) Uani 1 1 d . . . N2 N 0.19829(18) 0.45920(17) 0.08513(15) 0.0425(5) Uani 1 1 d . . . C25 C 0.5317(2) 0.33114(18) 0.63568(19) 0.0428(7) Uani 1 1 d . . . H25 H 0.5302 0.3975 0.6347 0.051 Uiso 1 1 calc R . . C20 C 0.50073(18) -0.11598(17) 0.62911(17) 0.0330(6) Uani 1 1 d . . . O6 O 0.21134(18) 0.33615(16) 0.88707(16) 0.0602(6) Uani 1 1 d D . . H5A H 0.144(2) 0.345(2) 0.526(2) 0.089(6) Uiso 1 1 d D . . H5B H 0.0465(19) 0.400(2) 0.492(2) 0.089(6) Uiso 1 1 d D . . H6A H 0.222(3) 0.293(2) 0.9346(19) 0.089(6) Uiso 1 1 d D . . H6B H 0.271(2) 0.339(3) 0.863(2) 0.089(6) Uiso 1 1 d 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 Co1 0.03189(19) 0.0268(2) 0.02511(19) -0.00050(12) 0.00311(14) -0.00098(13) O2 0.0330(9) 0.0477(11) 0.0252(9) 0.0010(7) 0.0016(7) 0.0061(8) O1 0.0350(9) 0.0437(11) 0.0267(9) 0.0039(7) 0.0014(7) 0.0009(8) O5 0.0340(9) 0.0375(11) 0.0422(11) 0.0008(8) -0.0001(8) -0.0045(8) O3 0.0380(9) 0.0227(9) 0.0496(11) 0.0003(7) 0.0040(8) 0.0022(7) O4 0.0418(11) 0.0312(11) 0.1038(18) -0.0158(11) -0.0135(11) 0.0029(9) N5 0.0350(11) 0.0252(11) 0.0344(11) -0.0002(8) 0.0044(9) -0.0037(9) N1 0.0417(12) 0.0325(12) 0.0279(11) 0.0007(8) 0.0059(9) -0.0043(10) N4 0.0505(13) 0.0454(14) 0.0261(11) -0.0008(9) 0.0120(10) 0.0001(11) N8 0.0288(10) 0.0233(11) 0.0520(13) -0.0010(9) 0.0008(10) -0.0008(9) N7 0.0313(11) 0.0256(11) 0.0489(13) -0.0036(9) -0.0044(10) -0.0021(9) N6 0.0360(11) 0.0230(11) 0.0524(14) -0.0015(9) -0.0021(10) 0.0001(9) C15 0.0397(14) 0.0238(13) 0.0595(18) -0.0001(12) 0.0042(13) 0.0037(11) C6 0.0394(14) 0.0396(15) 0.0292(13) -0.0022(11) 0.0094(11) -0.0092(12) C14 0.0300(12) 0.0318(13) 0.0288(13) -0.0004(10) 0.0011(10) -0.0053(11) C16 0.0322(13) 0.0292(14) 0.0656(19) 0.0001(12) -0.0006(13) 0.0018(11) C23 0.0304(13) 0.0318(15) 0.0656(19) 0.0000(12) 0.0013(13) 0.0004(11) C21 0.0296(12) 0.0237(13) 0.0411(14) -0.0002(10) 0.0021(11) 0.0024(10) C5 0.0460(15) 0.0404(15) 0.0342(14) -0.0037(11) 0.0111(12) 0.0030(13) C17 0.0327(12) 0.0245(13) 0.0388(14) -0.0016(10) 0.0063(11) -0.0005(10) C18 0.0377(14) 0.0241(14) 0.0640(19) 0.0034(12) -0.0005(13) 0.0019(11) C22 0.0327(12) 0.0218(12) 0.0408(14) -0.0010(10) 0.0053(11) 0.0000(10) C24 0.0318(13) 0.0301(15) 0.081(2) -0.0024(14) -0.0001(14) -0.0091(12) C3 0.0403(14) 0.0344(14) 0.0296(13) -0.0009(10) 0.0077(11) -0.0094(11) C9 0.0553(16) 0.0399(16) 0.0403(15) -0.0044(12) 0.0183(13) -0.0004(14) C8 0.0362(13) 0.0366(14) 0.0280(13) -0.0027(10) 0.0065(11) -0.0091(11) C7 0.0352(13) 0.0360(15) 0.0290(13) -0.0031(10) 0.0086(11) -0.0076(11) C13 0.0309(12) 0.0388(15) 0.0299(13) -0.0006(10) 0.0041(10) -0.0023(11) C11 0.0496(15) 0.0383(16) 0.0368(15) 0.0040(11) 0.0084(12) 0.0027(13) C10 0.0573(17) 0.0404(17) 0.0496(17) 0.0032(13) 0.0153(14) 0.0125(14) C27 0.0306(12) 0.0262(13) 0.0427(15) -0.0026(10) 0.0020(11) -0.0035(10) C4 0.0453(14) 0.0415(15) 0.0300(14) 0.0038(11) 0.0048(11) 0.0005(13) C2 0.0577(18) 0.0540(18) 0.0377(16) -0.0006(13) 0.0148(14) 0.0140(15) C1 0.0552(17) 0.0563(19) 0.0334(15) 0.0037(12) 0.0091(13) 0.0158(15) C19 0.0332(13) 0.0340(16) 0.0613(18) 0.0043(13) -0.0051(13) -0.0040(12) C12 0.0305(12) 0.0336(14) 0.0288(13) -0.0012(10) 0.0055(10) -0.0065(11) C28 0.0380(14) 0.0289(14) 0.0426(15) -0.0026(11) 0.0028(12) -0.0001(12) C26 0.0346(12) 0.0247(13) 0.0388(14) -0.0009(10) 0.0047(11) -0.0006(10) N3 0.0398(11) 0.0399(13) 0.0293(11) -0.0010(9) 0.0092(9) -0.0060(10) N2 0.0508(13) 0.0467(14) 0.0310(12) 0.0010(10) 0.0114(10) 0.0009(11) C25 0.0444(15) 0.0209(13) 0.0607(18) 0.0000(12) 0.0075(13) -0.0037(12) C20 0.0330(12) 0.0242(13) 0.0400(14) -0.0013(10) 0.0045(11) -0.0006(10) O6 0.0680(14) 0.0518(14) 0.0633(15) 0.0017(11) 0.0205(12) 0.0064(11) _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 O3 2.0493(16) . ? Co1 N1 2.099(2) . ? Co1 O2 2.1009(17) 1_556 ? Co1 O5 2.1175(17) . ? Co1 N5 2.1441(19) 1_565 ? Co1 O1 2.2623(18) 1_556 ? O2 C14 1.265(3) . ? O2 Co1 2.1009(17) 1_554 ? O1 C14 1.261(3) . ? O1 Co1 2.2623(18) 1_554 ? O5 H5A 0.948(18) . ? O5 H5B 0.922(17) . ? O3 C28 1.256(3) . ? O4 C28 1.245(3) . ? N5 C19 1.331(3) . ? N5 C15 1.335(3) . ? N5 Co1 2.1441(19) 1_545 ? N1 C1 1.323(4) . ? N1 C5 1.339(3) . ? N4 C7 1.336(3) . ? N4 N2 1.346(3) . ? N4 H4 0.8600 . ? N8 C21 1.319(3) . ? N8 C20 1.355(3) . ? N7 C21 1.338(3) . ? N7 N6 1.353(3) . ? N7 H7 0.8600 . ? N6 C20 1.321(3) . ? C15 C16 1.376(4) . ? C15 H15 0.9300 . ? C6 N2 1.316(3) . ? C6 N3 1.363(3) . ? C6 C3 1.459(3) . ? C14 C12 1.486(3) . ? C16 C17 1.375(3) . ? C16 H16 0.9300 . ? C23 C24 1.377(4) . ? C23 C22 1.387(3) . ? C23 H23 0.9300 . ? C21 C22 1.469(3) . ? C5 C4 1.379(4) . ? C5 H5 0.9300 . ? C17 C18 1.376(3) . ? C17 C20 1.464(3) . ? C18 C19 1.372(4) . ? C18 H18 0.9300 . ? C22 C27 1.385(3) . ? C24 C25 1.375(4) . ? C24 H24 0.9300 . ? C3 C4 1.376(4) . ? C3 C2 1.388(4) . ? C9 C10 1.385(4) . ? C9 C8 1.386(4) . ? C9 H9 0.9300 . ? C8 C13 1.378(4) . ? C8 C7 1.466(3) . ? C7 N3 1.326(3) . ? C13 C12 1.394(3) . ? C13 H13 0.9300 . ? C11 C10 1.380(4) . ? C11 C12 1.381(4) . ? C11 H11 0.9300 . ? C10 H10 0.9300 . ? C27 C26 1.386(3) . ? C27 H27 0.9300 . ? C4 H4A 0.9300 . ? C2 C1 1.366(4) . ? C2 H2 0.9300 . ? C1 H1 0.9300 . ? C19 H19 0.9300 . ? C28 C26 1.506(3) . ? C26 C25 1.380(3) . ? C25 H25 0.9300 . ? O6 H6A 0.924(17) . ? O6 H6B 0.942(17) . ? 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 O3 Co1 N1 99.60(8) . . ? O3 Co1 O2 96.11(7) . 1_556 ? N1 Co1 O2 164.28(8) . 1_556 ? O3 Co1 O5 92.00(7) . . ? N1 Co1 O5 91.04(7) . . ? O2 Co1 O5 88.02(7) 1_556 . ? O3 Co1 N5 91.22(7) . 1_565 ? N1 Co1 N5 91.13(8) . 1_565 ? O2 Co1 N5 88.91(7) 1_556 1_565 ? O5 Co1 N5 175.77(8) . 1_565 ? O3 Co1 O1 155.86(7) . 1_556 ? N1 Co1 O1 104.41(7) . 1_556 ? O2 Co1 O1 59.88(6) 1_556 1_556 ? O5 Co1 O1 85.09(7) . 1_556 ? N5 Co1 O1 90.85(7) 1_565 1_556 ? C14 O2 Co1 93.93(14) . 1_554 ? C14 O1 Co1 86.70(14) . 1_554 ? Co1 O5 H5A 104(2) . . ? Co1 O5 H5B 118(2) . . ? H5A O5 H5B 106(2) . . ? C28 O3 Co1 128.44(16) . . ? C19 N5 C15 116.5(2) . . ? C19 N5 Co1 120.25(16) . 1_545 ? C15 N5 Co1 123.06(16) . 1_545 ? C1 N1 C5 117.0(2) . . ? C1 N1 Co1 119.45(17) . . ? C5 N1 Co1 123.52(18) . . ? C7 N4 N2 110.7(2) . . ? C7 N4 H4 124.7 . . ? N2 N4 H4 124.7 . . ? C21 N8 C20 103.34(19) . . ? C21 N7 N6 110.38(19) . . ? C21 N7 H7 124.8 . . ? N6 N7 H7 124.8 . . ? C20 N6 N7 102.16(19) . . ? N5 C15 C16 123.3(2) . . ? N5 C15 H15 118.4 . . ? C16 C15 H15 118.4 . . ? N2 C6 N3 115.2(2) . . ? N2 C6 C3 120.2(2) . . ? N3 C6 C3 124.6(2) . . ? O1 C14 O2 119.5(2) . . ? O1 C14 C12 122.1(2) . . ? O2 C14 C12 118.4(2) . . ? C17 C16 C15 119.9(2) . . ? C17 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C24 C23 C22 120.3(2) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? N8 C21 N7 109.6(2) . . ? N8 C21 C22 126.2(2) . . ? N7 C21 C22 124.2(2) . . ? N1 C5 C4 122.9(3) . . ? N1 C5 H5 118.5 . . ? C4 C5 H5 118.5 . . ? C16 C17 C18 117.0(2) . . ? C16 C17 C20 122.8(2) . . ? C18 C17 C20 120.1(2) . . ? C19 C18 C17 119.9(2) . . ? C19 C18 H18 120.1 . . ? C17 C18 H18 120.1 . . ? C27 C22 C23 119.4(2) . . ? C27 C22 C21 119.8(2) . . ? C23 C22 C21 120.8(2) . . ? C25 C24 C23 119.9(2) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C4 C3 C2 117.4(2) . . ? C4 C3 C6 122.5(2) . . ? C2 C3 C6 120.0(3) . . ? C10 C9 C8 120.0(3) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C13 C8 C9 119.0(2) . . ? C13 C8 C7 119.0(2) . . ? C9 C8 C7 122.0(2) . . ? N3 C7 N4 109.9(2) . . ? N3 C7 C8 127.6(2) . . ? N4 C7 C8 122.5(2) . . ? C8 C13 C12 121.5(2) . . ? C8 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C10 C11 C12 120.2(2) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C10 C9 120.5(3) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C22 C27 C26 120.5(2) . . ? C22 C27 H27 119.8 . . ? C26 C27 H27 119.8 . . ? C3 C4 C5 119.5(2) . . ? C3 C4 H4A 120.3 . . ? C5 C4 H4A 120.3 . . ? C1 C2 C3 119.2(3) . . ? C1 C2 H2 120.4 . . ? C3 C2 H2 120.4 . . ? N1 C1 C2 123.9(3) . . ? N1 C1 H1 118.0 . . ? C2 C1 H1 118.0 . . ? N5 C19 C18 123.6(2) . . ? N5 C19 H19 118.2 . . ? C18 C19 H19 118.2 . . ? C11 C12 C13 118.8(2) . . ? C11 C12 C14 123.3(2) . . ? C13 C12 C14 117.9(2) . . ? O4 C28 O3 124.4(2) . . ? O4 C28 C26 118.1(2) . . ? O3 C28 C26 117.4(2) . . ? C25 C26 C27 119.1(2) . . ? C25 C26 C28 120.8(2) . . ? C27 C26 C28 120.1(2) . . ? C7 N3 C6 102.2(2) . . ? C6 N2 N4 102.1(2) . . ? C24 C25 C26 120.9(2) . . ? C24 C25 H25 119.6 . . ? C26 C25 H25 119.6 . . ? N6 C20 N8 114.6(2) . . ? N6 C20 C17 122.8(2) . . ? N8 C20 C17 122.6(2) . . ? H6A O6 H6B 110(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.463 _refine_diff_density_min -0.402 _refine_diff_density_rms 0.055 _iucr_refine_instructions_details ; TITL 121124 CELL 0.71073 13.1742 14.0167 15.1557 90.000 103.318 90.000 ZERR 4 0.0004 0.0004 0.0005 0.000 0.003 0.000 LATT 1 SYMM - X , 0.50000 + Y , 0.50000 - Z SFAC SFAC C 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 = 0.2156 0.0033 0.0016 11.5000 0.680 12.01000 SFAC SFAC Co 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1693 = 1.0118 0.3494 0.9721 4010.0000 1.230 58.93000 SFAC SFAC N 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 = -11.5290 0.0061 0.0033 19.6000 0.680 14.01000 SFAC SFAC O 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 = 0.2508 0.0106 0.0060 32.5000 0.680 16.00000 SFAC H UNIT 112 4 32 24 88 OMIT -3.00 50.02 L.S. 20 ACTA BOND $H FMAP 2 PLAN 20 htab EADP H5A H5B H6A H6B DFIX 1.52 H6A H6B DFIX 0.96 O6 H6A O6 H6B DFIX 1.52 H5A H5B DFIX 0.96 O5 H5A O5 H5B WGHT 0.043600 1.588800 FVAR 0.068600 TEMP 20 Co1 2 0.213290 0.512216 0.550734 11.000000 0.031890 0.026840 = 0.025110 -0.000500 0.003110 -0.000980 O2 4 0.200457 0.528417 -0.314452 11.000000 0.033000 0.047750 = 0.025170 0.001010 0.001560 0.006130 O1 4 0.083371 0.601746 -0.417413 11.000000 0.034950 0.043720 = 0.026670 0.003890 0.001400 0.000920 O5 4 0.105727 0.398003 0.538404 11.000000 0.034050 0.037540 = 0.042210 0.000770 -0.000090 -0.004540 O3 4 0.338096 0.420921 0.578745 11.000000 0.038040 0.022660 = 0.049620 0.000310 0.004000 0.002220 O4 4 0.260775 0.283238 0.534307 11.000000 0.041800 0.031240 = 0.103760 -0.015790 -0.013470 0.002900 N5 3 0.314985 -0.366378 0.568356 11.000000 0.035030 0.025180 = 0.034370 -0.000200 0.004360 -0.003710 N1 3 0.190509 0.520852 0.409255 11.000000 0.041670 0.032490 = 0.027850 0.000660 0.005930 -0.004260 N4 3 0.167923 0.482365 -0.003231 11.000000 0.050540 0.045430 = 0.026150 -0.000770 0.011970 0.000060 AFIX 43 H4 5 0.184625 0.451160 -0.046657 11.000000 -1.200000 AFIX 0 N8 3 0.460642 -0.027873 0.606843 11.000000 0.028810 0.023340 = 0.051960 -0.000960 0.000840 -0.000790 N7 3 0.619964 -0.022212 0.686943 11.000000 0.031340 0.025600 = 0.048860 -0.003560 -0.004420 -0.002110 AFIX 43 H7 5 0.678506 0.001115 0.716052 11.000000 -1.200000 AFIX 0 N6 3 0.597619 -0.116464 0.678084 11.000000 0.036040 0.022950 = 0.052400 -0.001450 -0.002090 0.000110 C15 1 0.416681 -0.371689 0.607008 11.000000 0.039730 0.023750 = 0.059500 -0.000100 0.004180 0.003670 AFIX 43 H15 5 0.446086 -0.431640 0.621413 11.000000 -1.200000 AFIX 0 C6 1 0.153552 0.526219 0.123723 11.000000 0.039430 0.039580 = 0.029180 -0.002230 0.009430 -0.009160 C14 1 0.119581 0.579909 -0.335467 11.000000 0.029970 0.031840 = 0.028800 -0.000410 0.001060 -0.005260 C16 1 0.480161 -0.292895 0.626596 11.000000 0.032210 0.029220 = 0.065640 0.000130 -0.000620 0.001800 AFIX 43 H16 5 0.550469 -0.300240 0.654177 11.000000 -1.200000 AFIX 0 C23 1 0.627493 0.186452 0.669894 11.000000 0.030360 0.031850 = 0.065550 0.000040 0.001300 0.000390 AFIX 43 H23 5 0.690476 0.155001 0.691505 11.000000 -1.200000 AFIX 0 C21 1 0.538079 0.029520 0.644003 11.000000 0.029630 0.023660 = 0.041060 -0.000210 0.002150 0.002410 C5 1 0.114826 0.572642 0.356558 11.000000 0.046000 0.040360 = 0.034200 -0.003720 0.011130 0.003040 AFIX 43 H5 5 0.069572 0.606545 0.383787 11.000000 -1.200000 AFIX 0 C17 1 0.439414 -0.203240 0.605299 11.000000 0.032740 0.024520 = 0.038750 -0.001590 0.006280 -0.000500 C18 1 0.334969 -0.197690 0.564100 11.000000 0.037740 0.024150 = 0.064010 0.003390 -0.000520 0.001900 AFIX 43 H18 5 0.304153 -0.138663 0.547643 11.000000 -1.200000 AFIX 0 C22 1 0.536508 0.134288 0.640640 11.000000 0.032700 0.021800 = 0.040820 -0.000980 0.005320 0.000000 C24 1 0.624953 0.284631 0.667070 11.000000 0.031820 0.030110 = 0.081310 -0.002420 -0.000090 -0.009080 AFIX 43 H24 5 0.686168 0.319412 0.686357 11.000000 -1.200000 AFIX 0 C3 1 0.166173 0.527260 0.221928 11.000000 0.040310 0.034380 = 0.029610 -0.000910 0.007680 -0.009430 C9 1 -0.007961 0.674832 -0.116639 11.000000 0.055310 0.039890 = 0.040330 -0.004440 0.018320 -0.000430 AFIX 43 H9 5 -0.033981 0.696406 -0.068157 11.000000 -1.200000 AFIX 0 C8 1 0.068120 0.604586 -0.103123 11.000000 0.036220 0.036620 = 0.027990 -0.002740 0.006550 -0.009140 C7 1 0.108249 0.560527 -0.014174 11.000000 0.035180 0.035990 = 0.028960 -0.003120 0.008570 -0.007580 C13 1 0.106795 0.574910 -0.175615 11.000000 0.030940 0.038810 = 0.029930 -0.000580 0.004070 -0.002330 AFIX 43 H13 5 0.157759 0.527719 -0.166881 11.000000 -1.200000 AFIX 0 C11 1 -0.005757 0.682829 -0.274387 11.000000 0.049600 0.038290 = 0.036830 0.003980 0.008360 0.002670 AFIX 43 H11 5 -0.031076 0.708967 -0.331633 11.000000 -1.200000 AFIX 0 C10 1 -0.045245 0.712904 -0.202316 11.000000 0.057300 0.040390 = 0.049590 0.003170 0.015280 0.012470 AFIX 43 H10 5 -0.097296 0.759094 -0.211330 11.000000 -1.200000 AFIX 0 C27 1 0.443190 0.181835 0.608362 11.000000 0.030570 0.026200 = 0.042660 -0.002640 0.002020 -0.003540 AFIX 43 H27 5 0.381979 0.147209 0.588421 11.000000 -1.200000 AFIX 0 C4 1 0.100991 0.577949 0.263681 11.000000 0.045300 0.041530 = 0.030000 0.003760 0.004770 0.000530 AFIX 43 H4A 5 0.048032 0.615485 0.229549 11.000000 -1.200000 AFIX 0 C2 1 0.244800 0.473965 0.276834 11.000000 0.057720 0.054050 = 0.037660 -0.000640 0.014830 0.013960 AFIX 43 H2 5 0.290894 0.438856 0.251554 11.000000 -1.200000 AFIX 0 C1 1 0.253701 0.473675 0.368428 11.000000 0.055230 0.056270 = 0.033420 0.003730 0.009090 0.015760 AFIX 43 H1 5 0.307378 0.438201 0.404226 11.000000 -1.200000 AFIX 0 C19 1 0.276394 -0.279426 0.547356 11.000000 0.033170 0.034030 = 0.061290 0.004290 -0.005070 -0.004020 AFIX 43 H19 5 0.205875 -0.273752 0.519829 11.000000 -1.200000 AFIX 0 C12 1 0.071257 0.614024 -0.261760 11.000000 0.030510 0.033560 = 0.028790 -0.001210 0.005530 -0.006510 C28 1 0.338430 0.331736 0.570498 11.000000 0.038010 0.028940 = 0.042580 -0.002590 0.002820 -0.000140 C26 1 0.440361 0.280686 0.605562 11.000000 0.034560 0.024730 = 0.038770 -0.000870 0.004670 -0.000590 N3 3 0.096356 0.590901 0.065693 11.000000 0.039810 0.039930 = 0.029260 -0.001030 0.009210 -0.006030 N2 3 0.198291 0.459204 0.085130 11.000000 0.050820 0.046720 = 0.030960 0.001030 0.011390 0.000890 C25 1 0.531725 0.331139 0.635676 11.000000 0.044440 0.020900 = 0.060700 0.000010 0.007530 -0.003690 AFIX 43 H25 5 0.530226 0.397470 0.634726 11.000000 -1.200000 AFIX 0 C20 1 0.500726 -0.115976 0.629107 11.000000 0.033020 0.024190 = 0.040030 -0.001260 0.004480 -0.000630 O6 4 0.211340 0.336151 0.887065 11.000000 0.067980 0.051810 = 0.063270 0.001670 0.020470 0.006370 H5A 5 0.144155 0.344521 0.525876 11.000000 0.088920 H5B 5 0.046520 0.400317 0.492132 11.000000 0.088920 H6A 5 0.221758 0.293312 0.934615 11.000000 0.088920 H6B 5 0.271362 0.339069 0.863369 11.000000 0.088920 HKLF 4 END ; _database_code_depnum_ccdc_archive 'CCDC 923372' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_121201a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H22 N8 Ni O6' _chemical_formula_weight 625.23 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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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' H H 0.0000 0.0000 '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)/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 12.9802(6) _cell_length_b 13.9605(6) _cell_length_c 15.0889(6) _cell_angle_alpha 90.00 _cell_angle_beta 102.463(4) _cell_angle_gamma 90.00 _cell_volume 2669.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3891 _cell_measurement_theta_min 2.9123 _cell_measurement_theta_max 28.2423 _exptl_crystal_description cubic _exptl_crystal_colour green _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.555 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_absorpt_coefficient_mu 0.788 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.82944 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'CrysAlisPro, Agilent Technologies' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'SuperNova (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'SuperNova, Single source at offset, Eos' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9311 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_unetI/netI 0.0454 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4677 _reflns_number_gt 3840 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Agilent Technologies' _computing_cell_refinement 'CrysAlisPro, Agilent Technologies' _computing_data_reduction 'CrysAlisPro, Agilent Technologies' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 1997)' _computing_publication_material 'SHELXTL (Sheldrick, 1997)' _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^)+(0.0450P)^2^+2.8995P] 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 none _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4677 _refine_ls_number_parameters 401 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.1065 _refine_ls_wR_factor_gt 0.0966 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.026 _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 Ni2 Ni 0.21211(3) 0.51267(3) 0.54849(2) 0.01675(13) Uani 1 1 d . . . O3 O 0.08454(15) 0.60128(15) 0.58063(12) 0.0211(5) Uani 1 1 d . . . O4 O 0.20078(15) 0.52516(15) 0.68333(12) 0.0206(5) Uani 1 1 d . . . O5 O 0.10532(16) 0.40036(15) 0.53877(13) 0.0224(5) Uani 1 1 d D . . O1 O 0.33809(15) 0.42241(14) 0.57388(13) 0.0216(5) Uani 1 1 d . . . O2 O 0.25886(17) 0.28345(16) 0.53165(16) 0.0346(6) Uani 1 1 d . . . N1 N 0.46044(18) -0.02857(17) 0.60661(16) 0.0190(5) Uani 1 1 d . . . N2 N 0.59747(19) -0.11806(17) 0.68113(16) 0.0227(6) Uani 1 1 d . . . N3 N 0.61995(19) -0.02317(17) 0.68996(17) 0.0222(6) Uani 1 1 d . . . H3 H 0.6782 0.0004 0.7203 0.027 Uiso 1 1 calc R . . N7 N 0.1681(2) 0.48216(19) 0.99518(16) 0.0245(6) Uani 1 1 d . . . H7 H 0.1846 0.4508 0.9512 0.029 Uiso 1 1 calc R . . N6 N 0.1996(2) 0.45905(19) 1.08407(16) 0.0252(6) Uani 1 1 d . . . N5 N 0.09574(19) 0.59161(18) 1.06584(15) 0.0221(6) Uani 1 1 d . . . N8 N 0.19161(19) 0.52035(17) 1.40963(16) 0.0195(5) Uani 1 1 d . . . C14 C 0.3338(2) -0.1993(2) 0.5595(2) 0.0241(7) Uani 1 1 d . . . H14 H 0.3040 -0.1402 0.5405 0.029 Uiso 1 1 calc R . . N4 N 0.31275(18) -0.36900(17) 0.56667(15) 0.0180(5) Uani 1 1 d . . . C1 C 0.3379(2) 0.3326(2) 0.56712(19) 0.0220(7) Uani 1 1 d . . . C2 C 0.4411(2) 0.2812(2) 0.60269(19) 0.0195(6) Uani 1 1 d . . . C3 C 0.5335(2) 0.3321(2) 0.63302(19) 0.0238(7) Uani 1 1 d . . . H3A H 0.5323 0.3987 0.6312 0.029 Uiso 1 1 calc R . . C4 C 0.6276(2) 0.2849(2) 0.6660(2) 0.0269(7) Uani 1 1 d . . . H4 H 0.6894 0.3198 0.6855 0.032 Uiso 1 1 calc R . . C5 C 0.6298(2) 0.1863(2) 0.6701(2) 0.0229(7) Uani 1 1 d . . . H5 H 0.6930 0.1547 0.6929 0.027 Uiso 1 1 calc R . . C6 C 0.5374(2) 0.1339(2) 0.64005(19) 0.0193(6) Uani 1 1 d . . . C7 C 0.4432(2) 0.1817(2) 0.60639(19) 0.0200(6) Uani 1 1 d . . . H7A H 0.3813 0.1471 0.5863 0.024 Uiso 1 1 calc R . . C8 C 0.5383(2) 0.0287(2) 0.64449(18) 0.0179(6) Uani 1 1 d . . . C9 C 0.5000(2) -0.1176(2) 0.63003(18) 0.0187(6) Uani 1 1 d . . . C10 C 0.4386(2) -0.2052(2) 0.60557(18) 0.0173(6) Uani 1 1 d . . . C11 C 0.4789(2) -0.2951(2) 0.6300(2) 0.0241(7) Uani 1 1 d . . . H11 H 0.5489 -0.3023 0.6602 0.029 Uiso 1 1 calc R . . C15 C 0.1203(2) 0.5788(2) 0.66281(18) 0.0189(6) Uani 1 1 d . . . C16 C 0.0704(2) 0.6137(2) 0.73728(19) 0.0204(6) Uani 1 1 d . . . C17 C -0.0073(2) 0.6831(2) 0.7245(2) 0.0271(7) Uani 1 1 d . . . H17 H -0.0325 0.7088 0.6671 0.033 Uiso 1 1 calc R . . C18 C -0.0476(3) 0.7145(2) 0.7976(2) 0.0312(8) Uani 1 1 d . . . H18 H -0.0999 0.7612 0.7891 0.037 Uiso 1 1 calc R . . C19 C -0.0096(3) 0.6761(2) 0.8836(2) 0.0270(7) Uani 1 1 d . . . H19 H -0.0356 0.6983 0.9326 0.032 Uiso 1 1 calc R . . C20 C 0.0663(2) 0.6051(2) 0.89652(19) 0.0221(7) Uani 1 1 d . . . C21 C 0.1062(2) 0.5742(2) 0.82279(18) 0.0212(7) Uani 1 1 d . . . H21 H 0.1575 0.5266 0.8310 0.025 Uiso 1 1 calc R . . C22 C 0.1080(2) 0.5605(2) 0.98557(19) 0.0204(6) Uani 1 1 d . . . C23 C 0.1541(2) 0.5267(2) 1.12307(19) 0.0218(7) Uani 1 1 d . . . C27 C 0.2574(3) 0.4735(2) 1.3686(2) 0.0267(7) Uani 1 1 d . . . H27 H 0.3124 0.4389 1.4040 0.032 Uiso 1 1 calc R . . C28 C 0.2478(2) 0.4741(2) 1.2761(2) 0.0267(7) Uani 1 1 d . . . H28 H 0.2947 0.4395 1.2499 0.032 Uiso 1 1 calc R . . C24 C 0.1672(2) 0.5270(2) 1.22215(19) 0.0219(7) Uani 1 1 d . . . C25 C 0.0995(2) 0.5773(2) 1.26501(19) 0.0229(7) Uani 1 1 d . . . H25 H 0.0454 0.6144 1.2314 0.028 Uiso 1 1 calc R . . C26 C 0.1136(2) 0.5713(2) 1.35800(19) 0.0220(7) Uani 1 1 d . . . H26 H 0.0671 0.6041 1.3862 0.026 Uiso 1 1 calc R . . C13 C 0.2748(2) -0.2816(2) 0.5424(2) 0.0232(7) Uani 1 1 d . . . H13 H 0.2046 -0.2761 0.5122 0.028 Uiso 1 1 calc R . . C12 C 0.4144(2) -0.3746(2) 0.6095(2) 0.0231(7) Uani 1 1 d . . . H12 H 0.4430 -0.4347 0.6261 0.028 Uiso 1 1 calc R . . O6 O 0.78972(19) 0.83607(18) 0.61525(16) 0.0356(6) Uani 1 1 d D . . H5A H 0.047(2) 0.403(3) 0.489(2) 0.063(6) Uiso 1 1 d D . . H5B H 0.146(3) 0.348(2) 0.526(2) 0.063(6) Uiso 1 1 d D . . H6B H 0.783(3) 0.788(2) 0.571(2) 0.063(6) Uiso 1 1 d D . . H6A H 0.729(2) 0.833(3) 0.641(2) 0.063(6) Uiso 1 1 d 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 Ni2 0.0164(2) 0.0163(2) 0.0164(2) -0.00017(15) 0.00100(15) -0.00063(15) O3 0.0193(11) 0.0249(12) 0.0181(10) 0.0020(9) 0.0019(8) -0.0003(9) O4 0.0173(11) 0.0255(12) 0.0174(10) 0.0004(9) 0.0000(8) 0.0010(9) O5 0.0191(11) 0.0220(12) 0.0240(11) 0.0001(9) 0.0001(9) -0.0027(9) O1 0.0211(11) 0.0158(11) 0.0264(11) -0.0007(9) 0.0021(8) 0.0015(9) O2 0.0219(12) 0.0216(13) 0.0538(15) -0.0073(11) -0.0065(10) 0.0000(10) N1 0.0174(13) 0.0138(13) 0.0249(13) -0.0003(10) 0.0026(10) 0.0010(10) N2 0.0212(14) 0.0150(13) 0.0288(14) -0.0022(11) -0.0015(11) 0.0000(11) N3 0.0185(13) 0.0155(13) 0.0299(14) -0.0014(11) -0.0008(11) -0.0031(10) N7 0.0264(14) 0.0296(16) 0.0182(13) -0.0010(11) 0.0067(11) -0.0006(12) N6 0.0249(14) 0.0320(16) 0.0193(13) 0.0010(12) 0.0058(11) -0.0005(12) N5 0.0215(14) 0.0249(15) 0.0201(13) -0.0001(11) 0.0047(10) -0.0053(11) N8 0.0220(14) 0.0163(13) 0.0196(12) -0.0005(10) 0.0035(10) -0.0034(10) C14 0.0240(17) 0.0163(16) 0.0295(17) 0.0028(13) 0.0005(13) 0.0010(13) N4 0.0192(13) 0.0166(13) 0.0175(12) -0.0013(10) 0.0022(10) -0.0021(10) C1 0.0217(16) 0.0171(17) 0.0259(16) -0.0002(13) 0.0021(13) -0.0006(13) C2 0.0193(15) 0.0172(16) 0.0211(15) 0.0001(12) 0.0023(12) -0.0018(12) C3 0.0276(17) 0.0144(16) 0.0284(16) -0.0005(13) 0.0036(13) -0.0022(13) C4 0.0193(16) 0.0185(17) 0.0408(18) -0.0027(14) 0.0022(14) -0.0042(13) C5 0.0158(15) 0.0188(16) 0.0322(17) -0.0014(13) 0.0011(12) -0.0003(12) C6 0.0198(16) 0.0150(15) 0.0228(15) -0.0011(12) 0.0044(12) 0.0001(12) C7 0.0176(15) 0.0165(15) 0.0246(15) -0.0036(12) 0.0017(12) -0.0018(12) C8 0.0155(15) 0.0151(15) 0.0213(15) 0.0002(12) 0.0000(12) 0.0004(12) C9 0.0177(15) 0.0172(16) 0.0207(15) 0.0000(12) 0.0031(12) -0.0016(12) C10 0.0175(15) 0.0179(16) 0.0172(14) 0.0000(12) 0.0052(11) 0.0007(12) C11 0.0163(15) 0.0208(17) 0.0329(17) -0.0012(14) 0.0001(13) 0.0005(13) C15 0.0199(16) 0.0182(16) 0.0178(15) -0.0004(12) 0.0024(12) -0.0072(13) C16 0.0167(15) 0.0215(16) 0.0221(15) -0.0010(13) 0.0021(12) -0.0079(13) C17 0.0326(18) 0.0231(18) 0.0244(16) 0.0016(14) 0.0035(14) -0.0029(14) C18 0.036(2) 0.0249(19) 0.0331(18) 0.0020(15) 0.0087(15) 0.0064(15) C19 0.0320(18) 0.0229(18) 0.0279(17) -0.0026(14) 0.0106(14) -0.0024(14) C20 0.0195(16) 0.0247(17) 0.0217(15) -0.0044(13) 0.0038(12) -0.0093(13) C21 0.0140(15) 0.0260(17) 0.0223(15) -0.0009(13) 0.0009(12) -0.0041(13) C22 0.0169(15) 0.0239(17) 0.0204(15) -0.0047(13) 0.0039(12) -0.0056(13) C23 0.0190(16) 0.0275(18) 0.0192(15) -0.0003(13) 0.0052(12) -0.0056(13) C27 0.0273(18) 0.0285(19) 0.0236(16) 0.0015(14) 0.0040(13) 0.0041(14) C28 0.0269(18) 0.0275(18) 0.0259(17) -0.0025(14) 0.0064(13) 0.0005(14) C24 0.0208(16) 0.0206(17) 0.0227(16) 0.0007(13) 0.0011(12) -0.0087(13) C25 0.0221(16) 0.0231(17) 0.0216(15) 0.0026(13) 0.0003(12) -0.0019(13) C26 0.0215(16) 0.0204(16) 0.0246(16) -0.0026(13) 0.0060(12) -0.0013(13) C13 0.0164(16) 0.0209(17) 0.0293(16) 0.0030(13) -0.0021(12) 0.0000(13) C12 0.0237(17) 0.0142(16) 0.0296(16) 0.0035(13) 0.0018(13) 0.0041(13) O6 0.0383(14) 0.0337(14) 0.0364(13) -0.0022(11) 0.0116(11) -0.0040(11) _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 Ni2 O1 2.034(2) . ? Ni2 N8 2.057(2) 1_554 ? Ni2 O5 2.077(2) . ? Ni2 O4 2.0786(19) . ? Ni2 N4 2.087(2) 1_565 ? Ni2 O3 2.203(2) . ? O3 C15 1.266(3) . ? O4 C15 1.269(3) . ? O5 H5A 0.945(18) . ? O5 H5B 0.946(18) . ? O1 C1 1.258(4) . ? O2 C1 1.254(4) . ? N1 C8 1.318(4) . ? N1 C9 1.363(4) . ? N2 C9 1.332(4) . ? N2 N3 1.357(3) . ? N3 C8 1.343(4) . ? N3 H3 0.8600 . ? N7 C22 1.333(4) . ? N7 N6 1.354(3) . ? N7 H7 0.8600 . ? N6 C23 1.318(4) . ? N5 C22 1.328(4) . ? N5 C23 1.363(4) . ? N8 C27 1.330(4) . ? N8 C26 1.341(4) . ? N8 Ni2 2.057(2) 1_556 ? C14 C13 1.373(4) . ? C14 C10 1.390(4) . ? C14 H14 0.9300 . ? N4 C13 1.338(4) . ? N4 C12 1.341(4) . ? N4 Ni2 2.087(2) 1_545 ? C1 C2 1.513(4) . ? C2 C3 1.383(4) . ? C2 C7 1.390(4) . ? C3 C4 1.382(4) . ? C3 H3A 0.9300 . ? C4 C5 1.378(4) . ? C4 H4 0.9300 . ? C5 C6 1.394(4) . ? C5 H5 0.9300 . ? C6 C7 1.391(4) . ? C6 C8 1.470(4) . ? C7 H7A 0.9300 . ? C9 C10 1.463(4) . ? C10 C11 1.379(4) . ? C11 C12 1.383(4) . ? C11 H11 0.9300 . ? C15 C16 1.494(4) . ? C16 C17 1.382(4) . ? C16 C21 1.387(4) . ? C17 C18 1.390(4) . ? C17 H17 0.9300 . ? C18 C19 1.392(4) . ? C18 H18 0.9300 . ? C19 C20 1.381(4) . ? C19 H19 0.9300 . ? C20 C21 1.393(4) . ? C20 C22 1.474(4) . ? C21 H21 0.9300 . ? C23 C24 1.468(4) . ? C27 C28 1.373(4) . ? C27 H27 0.9300 . ? C28 C24 1.391(4) . ? C28 H28 0.9300 . ? C24 C25 1.389(4) . ? C25 C26 1.378(4) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C13 H13 0.9300 . ? C12 H12 0.9300 . ? O6 H6B 0.942(18) . ? O6 H6A 0.948(18) . ? 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 Ni2 N8 98.40(9) . 1_554 ? O1 Ni2 O5 92.45(8) . . ? N8 Ni2 O5 91.70(9) 1_554 . ? O1 Ni2 O4 95.24(8) . . ? N8 Ni2 O4 166.33(9) 1_554 . ? O5 Ni2 O4 86.86(8) . . ? O1 Ni2 N4 90.61(9) . 1_565 ? N8 Ni2 N4 91.86(9) 1_554 1_565 ? O5 Ni2 N4 174.92(8) . 1_565 ? O4 Ni2 N4 88.82(8) . 1_565 ? O1 Ni2 O3 156.66(8) . . ? N8 Ni2 O3 104.88(8) 1_554 . ? O5 Ni2 O3 85.27(8) . . ? O4 Ni2 O3 61.46(7) . . ? N4 Ni2 O3 90.32(8) 1_565 . ? C15 O3 Ni2 86.72(17) . . ? C15 O4 Ni2 92.25(16) . . ? Ni2 O5 H5A 115(3) . . ? Ni2 O5 H5B 102(3) . . ? H5A O5 H5B 105(2) . . ? C1 O1 Ni2 127.94(19) . . ? C8 N1 C9 103.3(2) . . ? C9 N2 N3 102.1(2) . . ? C8 N3 N2 110.3(2) . . ? C8 N3 H3 124.9 . . ? N2 N3 H3 124.9 . . ? C22 N7 N6 110.3(2) . . ? C22 N7 H7 124.8 . . ? N6 N7 H7 124.8 . . ? C23 N6 N7 101.7(2) . . ? C22 N5 C23 101.6(2) . . ? C27 N8 C26 118.0(2) . . ? C27 N8 Ni2 119.6(2) . 1_556 ? C26 N8 Ni2 122.34(19) . 1_556 ? C13 C14 C10 119.4(3) . . ? C13 C14 H14 120.3 . . ? C10 C14 H14 120.3 . . ? C13 N4 C12 116.8(2) . . ? C13 N4 Ni2 120.21(19) . 1_545 ? C12 N4 Ni2 122.7(2) . 1_545 ? O2 C1 O1 124.5(3) . . ? O2 C1 C2 118.2(3) . . ? O1 C1 C2 117.3(3) . . ? C3 C2 C7 119.5(3) . . ? C3 C2 C1 120.8(3) . . ? C7 C2 C1 119.7(3) . . ? C4 C3 C2 120.7(3) . . ? C4 C3 H3A 119.7 . . ? C2 C3 H3A 119.7 . . ? C5 C4 C3 120.0(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? C4 C5 C6 120.2(3) . . ? C4 C5 H5 119.9 . . ? C6 C5 H5 119.9 . . ? C7 C6 C5 119.6(3) . . ? C7 C6 C8 119.6(3) . . ? C5 C6 C8 120.8(3) . . ? C2 C7 C6 120.1(3) . . ? C2 C7 H7A 119.9 . . ? C6 C7 H7A 119.9 . . ? N1 C8 N3 110.0(2) . . ? N1 C8 C6 126.0(3) . . ? N3 C8 C6 124.0(3) . . ? N2 C9 N1 114.3(3) . . ? N2 C9 C10 122.7(3) . . ? N1 C9 C10 122.9(2) . . ? C11 C10 C14 117.5(3) . . ? C11 C10 C9 122.6(3) . . ? C14 C10 C9 119.8(3) . . ? C10 C11 C12 119.6(3) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? O3 C15 O4 119.6(3) . . ? O3 C15 C16 122.0(3) . . ? O4 C15 C16 118.4(2) . . ? C17 C16 C21 119.7(3) . . ? C17 C16 C15 123.0(3) . . ? C21 C16 C15 117.2(3) . . ? C16 C17 C18 120.0(3) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? C17 C18 C19 119.9(3) . . ? C17 C18 H18 120.0 . . ? C19 C18 H18 120.0 . . ? C20 C19 C18 120.5(3) . . ? C20 C19 H19 119.8 . . ? C18 C19 H19 119.8 . . ? C19 C20 C21 119.1(3) . . ? C19 C20 C22 122.8(3) . . ? C21 C20 C22 118.1(3) . . ? C16 C21 C20 120.8(3) . . ? C16 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? N5 C22 N7 110.6(3) . . ? N5 C22 C20 126.9(3) . . ? N7 C22 C20 122.5(3) . . ? N6 C23 N5 115.8(3) . . ? N6 C23 C24 119.5(3) . . ? N5 C23 C24 124.7(3) . . ? N8 C27 C28 122.9(3) . . ? N8 C27 H27 118.5 . . ? C28 C27 H27 118.5 . . ? C27 C28 C24 119.4(3) . . ? C27 C28 H28 120.3 . . ? C24 C28 H28 120.3 . . ? C25 C24 C28 117.8(3) . . ? C25 C24 C23 122.0(3) . . ? C28 C24 C23 120.1(3) . . ? C26 C25 C24 119.0(3) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? N8 C26 C25 122.8(3) . . ? N8 C26 H26 118.6 . . ? C25 C26 H26 118.6 . . ? N4 C13 C14 123.6(3) . . ? N4 C13 H13 118.2 . . ? C14 C13 H13 118.2 . . ? N4 C12 C11 123.1(3) . . ? N4 C12 H12 118.4 . . ? C11 C12 H12 118.4 . . ? H6B O6 H6A 108(2) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.711 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.073 _iucr_refine_instructions_details ; TITL 121201a CELL 0.71073 12.9802 13.9605 15.0889 90.000 102.463 90.000 ZERR 4 0.0006 0.0006 0.0006 0.000 0.004 0.000 LATT 1 SYMM - X , 0.50000 + Y , 0.50000 - Z SFAC SFAC C 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 = 0.2156 0.0033 0.0016 11.5000 0.680 12.01000 SFAC SFAC N 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 = -11.5290 0.0061 0.0033 19.6000 0.680 14.01000 SFAC SFAC Ni 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3422 = 1.0341 0.3393 1.1124 4570.0000 1.500 58.69000 SFAC SFAC O 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 = 0.2508 0.0106 0.0060 32.5000 0.680 16.00000 SFAC H UNIT 112 32 4 24 88 OMIT -3.00 50.02 L.S. 20 ACTA BOND $H FMAP 2 PLAN 20 HTAB EADP H5A H5B H6A H6B DFIX 1.52 H6A H6B DFIX 0.96 O6 H6A O6 H6B DFIX 1.52 H5A H5B DFIX 0.96 O5 H5A O5 H5B FREE Ni2 C15 WGHT 0.045000 2.899500 FVAR 0.066050 TEMP 20 Ni2 3 0.212113 0.512674 0.548489 11.000000 0.016370 0.016310 = 0.016410 -0.000170 0.001000 -0.000630 O3 4 0.084540 0.601281 0.580631 11.000000 0.019340 0.024900 = 0.018110 0.001980 0.001950 -0.000330 O4 4 0.200782 0.525157 0.683327 11.000000 0.017340 0.025480 = 0.017400 0.000370 0.000020 0.001030 O5 4 0.105325 0.400358 0.538768 11.000000 0.019150 0.021980 = 0.024040 0.000050 0.000120 -0.002700 O1 4 0.338087 0.422414 0.573878 11.000000 0.021080 0.015810 = 0.026410 -0.000670 0.002120 0.001460 O2 4 0.258861 0.283451 0.531648 11.000000 0.021910 0.021600 = 0.053790 -0.007300 -0.006490 -0.000020 N1 2 0.460436 -0.028567 0.606605 11.000000 0.017440 0.013790 = 0.024910 -0.000300 0.002580 0.000970 N2 2 0.597467 -0.118061 0.681127 11.000000 0.021170 0.015000 = 0.028750 -0.002190 -0.001470 0.000040 N3 2 0.619950 -0.023166 0.689955 11.000000 0.018490 0.015540 = 0.029940 -0.001410 -0.000830 -0.003080 AFIX 43 H3 5 0.678153 0.000412 0.720317 11.000000 -1.200000 AFIX 0 N7 2 0.168129 0.482161 0.995180 11.000000 0.026360 0.029640 = 0.018240 -0.001010 0.006710 -0.000610 AFIX 43 H7 5 0.184632 0.450793 0.951190 11.000000 -1.200000 AFIX 0 N6 2 0.199559 0.459048 1.084073 11.000000 0.024860 0.032030 = 0.019260 0.001040 0.005760 -0.000550 N5 2 0.095744 0.591615 1.065845 11.000000 0.021500 0.024940 = 0.020060 -0.000100 0.004730 -0.005330 N8 2 0.191611 0.520350 1.409626 11.000000 0.022040 0.016330 = 0.019610 -0.000530 0.003460 -0.003410 C14 1 0.333834 -0.199321 0.559522 11.000000 0.024000 0.016340 = 0.029480 0.002820 0.000530 0.000970 AFIX 43 H14 5 0.303976 -0.140236 0.540509 11.000000 -1.200000 AFIX 0 N4 2 0.312752 -0.369002 0.566672 11.000000 0.019180 0.016580 = 0.017540 -0.001350 0.002170 -0.002060 C1 1 0.337915 0.332628 0.567116 11.000000 0.021680 0.017090 = 0.025940 -0.000250 0.002100 -0.000570 C2 1 0.441147 0.281245 0.602691 11.000000 0.019340 0.017190 = 0.021090 0.000060 0.002290 -0.001810 C3 1 0.533535 0.332067 0.633019 11.000000 0.027600 0.014420 = 0.028360 -0.000480 0.003610 -0.002190 AFIX 43 H3A 5 0.532316 0.398652 0.631181 11.000000 -1.200000 AFIX 0 C4 1 0.627595 0.284935 0.666009 11.000000 0.019320 0.018550 = 0.040780 -0.002710 0.002210 -0.004180 AFIX 43 H4 5 0.689426 0.319752 0.685468 11.000000 -1.200000 AFIX 0 C5 1 0.629764 0.186318 0.670070 11.000000 0.015760 0.018780 = 0.032210 -0.001370 0.001120 -0.000300 AFIX 43 H5 5 0.692977 0.154683 0.692889 11.000000 -1.200000 AFIX 0 C6 1 0.537425 0.133865 0.640052 11.000000 0.019840 0.015020 = 0.022830 -0.001150 0.004440 0.000050 C7 1 0.443153 0.181731 0.606392 11.000000 0.017620 0.016520 = 0.024590 -0.003620 0.001650 -0.001790 AFIX 43 H7A 5 0.381309 0.147106 0.586311 11.000000 -1.200000 AFIX 0 C8 1 0.538297 0.028666 0.644490 11.000000 0.015500 0.015060 = 0.021270 0.000160 0.000030 0.000360 C9 1 0.499989 -0.117642 0.630028 11.000000 0.017750 0.017210 = 0.020730 -0.000050 0.003120 -0.001580 C10 1 0.438621 -0.205248 0.605574 11.000000 0.017470 0.017880 = 0.017230 0.000040 0.005210 0.000720 C11 1 0.478880 -0.295131 0.630030 11.000000 0.016320 0.020760 = 0.032860 -0.001190 0.000140 0.000450 AFIX 43 H11 5 0.548917 -0.302313 0.660171 11.000000 -1.200000 AFIX 0 C15 1 0.120254 0.578808 0.662805 11.000000 0.019940 0.018220 = 0.017790 -0.000440 0.002390 -0.007170 C16 1 0.070417 0.613660 0.737279 11.000000 0.016660 0.021540 = 0.022110 -0.001020 0.002130 -0.007860 C17 1 -0.007279 0.683126 0.724545 11.000000 0.032610 0.023070 = 0.024410 0.001580 0.003480 -0.002870 AFIX 43 H17 5 -0.032546 0.708830 0.667102 11.000000 -1.200000 AFIX 0 C18 1 -0.047620 0.714535 0.797618 11.000000 0.036300 0.024890 = 0.033060 0.002000 0.008710 0.006390 AFIX 43 H18 5 -0.099947 0.761218 0.789102 11.000000 -1.200000 AFIX 0 C19 1 -0.009631 0.676058 0.883567 11.000000 0.032050 0.022860 = 0.027910 -0.002570 0.010640 -0.002390 AFIX 43 H19 5 -0.035586 0.698259 0.932615 11.000000 -1.200000 AFIX 0 C20 1 0.066336 0.605142 0.896519 11.000000 0.019540 0.024680 = 0.021710 -0.004410 0.003790 -0.009310 C21 1 0.106247 0.574223 0.822785 11.000000 0.014010 0.025970 = 0.022300 -0.000880 0.000860 -0.004100 AFIX 43 H21 5 0.157513 0.526583 0.830981 11.000000 -1.200000 AFIX 0 C22 1 0.107966 0.560459 0.985565 11.000000 0.016940 0.023930 = 0.020410 -0.004740 0.003920 -0.005580 C23 1 0.154085 0.526678 1.123066 11.000000 0.018970 0.027540 = 0.019230 -0.000350 0.005210 -0.005640 C27 1 0.257404 0.473534 1.368555 11.000000 0.027260 0.028500 = 0.023560 0.001460 0.003970 0.004130 AFIX 43 H27 5 0.312373 0.438855 1.404007 11.000000 -1.200000 AFIX 0 C28 1 0.247757 0.474139 1.276126 11.000000 0.026890 0.027540 = 0.025870 -0.002500 0.006360 0.000450 AFIX 43 H28 5 0.294660 0.439545 1.249873 11.000000 -1.200000 AFIX 0 C24 1 0.167164 0.526987 1.222148 11.000000 0.020800 0.020560 = 0.022730 0.000690 0.001140 -0.008680 C25 1 0.099494 0.577274 1.265015 11.000000 0.022060 0.023130 = 0.021640 0.002600 0.000270 -0.001890 AFIX 43 H25 5 0.045413 0.614430 1.231448 11.000000 -1.200000 AFIX 0 C26 1 0.113641 0.571321 1.357999 11.000000 0.021460 0.020430 = 0.024630 -0.002580 0.006040 -0.001250 AFIX 43 H26 5 0.067114 0.604060 1.386157 11.000000 -1.200000 AFIX 0 C13 1 0.274797 -0.281551 0.542358 11.000000 0.016420 0.020850 = 0.029280 0.003020 -0.002110 -0.000030 AFIX 43 H13 5 0.204570 -0.276139 0.512171 11.000000 -1.200000 AFIX 0 C12 1 0.414449 -0.374581 0.609458 11.000000 0.023670 0.014210 = 0.029610 0.003450 0.001820 0.004070 AFIX 43 H12 5 0.443031 -0.434702 0.626093 11.000000 -1.200000 AFIX 0 O6 4 0.789716 0.836073 0.615245 11.000000 0.038340 0.033660 = 0.036350 -0.002240 0.011570 -0.004040 H5A 5 0.047164 0.403363 0.488897 11.000000 0.063070 H5B 5 0.145511 0.347558 0.526211 11.000000 0.063070 H6B 5 0.782991 0.788011 0.570569 11.000000 0.063070 H6A 5 0.729412 0.832830 0.641063 11.000000 0.063070 HKLF 4 END ; #===END _database_code_depnum_ccdc_archive 'CCDC 923373'