# 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_kcd129 _database_code_depnum_ccdc_archive 'CCDC 809638' #TrackingRef 'CCDC_809638-809639.cif' _database_code_depnum_ccdc_archive 'CCDC 809638' _audit_creation_method SHELXL-97 _chemical_name_systematic ; rac-\D*-bis(ethane-1,2-diamine)[(S*)-N-methyl-3-nitro-(R*)- alaninato-\k^2^N,O^1^]cobalt(III) tetrachloridozincate ; _chemical_name_common ; rac-cdelta*-bis(ethane-1,2-diamine)((S*)-N-methyl-3-nitro- (R*)-alaninato-kappa$2!N,O$1!)cobalt(iii) tetrachloridozincate ; _chemical_melting_point ? _chemical_formula_moiety 'C8 H23 Co N6 O4, Cl4 Zn' _chemical_formula_sum 'C8 H23 Cl4 Co N6 O4 Zn' _chemical_formula_weight 533.42 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' O O 0.0106 0.0060 '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' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C c' _symmetry_space_group_name_Hall 'C -2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 9.739(2) _cell_length_b 17.035(3) _cell_length_c 11.652(6) _cell_angle_alpha 90.00 _cell_angle_beta 103.84(3) _cell_angle_gamma 90.00 _cell_volume 1876.9(11) _cell_formula_units_Z 4 _cell_measurement_temperature 122(1) _cell_measurement_reflns_used 25110 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 33.00 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.888 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 2.757 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.215 _exptl_absorpt_correction_T_max 0.852 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 122(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area-detector' _diffrn_measurement_method '\w and \f scans' _diffrn_reflns_number 62337 _diffrn_reflns_av_R_equivalents 0.1036 _diffrn_reflns_av_sigmaI/netI 0.0356 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 33.00 _reflns_number_total 6997 _reflns_number_gt 6573 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'COLLECT (Nonius, 1999)' _computing_data_reduction 'EvalCCD (Duisenberg et al., 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ; Ortep-3 (Farrugia, 1997) and Mercury (Macrae et. al., 2006) ; _computing_publication_material SHELXL-97 _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^)+(0.0570P)^2^+6.0734P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.004(11) _refine_ls_number_reflns 6997 _refine_ls_number_parameters 217 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0475 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1094 _refine_ls_wR_factor_gt 0.1028 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _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 Co Co -0.18064(4) 0.18464(2) -0.20298(4) 0.01192(8) Uani 1 1 d . . . N1 N -0.0257(3) 0.13055(18) -0.2551(2) 0.0159(5) Uani 1 1 d . . . H1 H -0.0506 0.0760 -0.2550 0.019 Uiso 1 1 d R . . N2 N -0.2495(3) 0.08411(17) -0.1533(3) 0.0185(5) Uani 1 1 d . . . H2A H -0.1845 0.0451 -0.1548 0.022 Uiso 1 1 calc R . . H2B H -0.2602 0.0884 -0.0772 0.022 Uiso 1 1 calc R . . N3 N -0.3256(3) 0.16980(16) -0.3508(2) 0.0146(4) Uani 1 1 d . . . H3A H -0.3991 0.2042 -0.3534 0.018 Uiso 1 1 calc R . . H3B H -0.2876 0.1801 -0.4143 0.018 Uiso 1 1 calc R . . N4 N -0.3125(3) 0.24231(17) -0.1316(3) 0.0171(5) Uani 1 1 d . . . H4A H -0.4003 0.2191 -0.1521 0.020 Uiso 1 1 calc R . . H4B H -0.2816 0.2410 -0.0505 0.020 Uiso 1 1 calc R . . N5 N -0.1248(3) 0.28792(16) -0.2502(2) 0.0142(4) Uani 1 1 d . . . H5A H -0.0279 0.2908 -0.2362 0.017 Uiso 1 1 calc R . . H5B H -0.1622 0.2955 -0.3298 0.017 Uiso 1 1 calc R . . O1 O -0.0490(3) 0.19582(15) -0.0563(2) 0.0178(4) Uani 1 1 d . . . O2 O 0.1737(3) 0.17353(19) 0.0391(2) 0.0264(6) Uani 1 1 d . . . N13 N 0.1810(4) 0.0185(2) -0.0627(3) 0.0281(7) Uani 1 1 d . . . O3 O 0.0572(4) 0.0087(2) -0.0607(3) 0.0342(7) Uani 1 1 d . . . O4 O 0.2790(4) -0.0203(2) -0.0044(4) 0.0445(9) Uani 1 1 d . . . C10 C -0.0104(4) 0.1408(2) -0.3777(3) 0.0188(6) Uani 1 1 d . . . H10A H 0.0708 0.1102 -0.3886 0.023 Uiso 1 1 calc R . . H10B H 0.0047 0.1964 -0.3922 0.023 Uiso 1 1 calc R . . H10C H -0.0964 0.1224 -0.4334 0.023 Uiso 1 1 calc R . . C11 C 0.1052(3) 0.1441(2) -0.1668(3) 0.0176(5) Uani 1 1 d . . . H11 H 0.1495 0.1902 -0.1969 0.021 Uiso 1 1 calc R . . C12 C 0.0763(4) 0.1718(2) -0.0508(3) 0.0173(5) Uani 1 1 d . . . C13 C 0.2164(4) 0.0813(2) -0.1478(4) 0.0267(7) Uani 1 1 d . . . H13A H 0.3104 0.1045 -0.1133 0.032 Uiso 1 1 calc R . . H13B H 0.2189 0.0567 -0.2243 0.032 Uiso 1 1 calc R . . C21 C -0.3871(4) 0.0635(2) -0.2342(3) 0.0191(6) Uani 1 1 d . . . H21A H -0.4651 0.0918 -0.2110 0.023 Uiso 1 1 calc R . . H21B H -0.4047 0.0064 -0.2310 0.023 Uiso 1 1 calc R . . C31 C -0.3794(4) 0.08719(19) -0.3580(3) 0.0181(5) Uani 1 1 d . . . H31A H -0.3145 0.0519 -0.3873 0.022 Uiso 1 1 calc R . . H31B H -0.4742 0.0840 -0.4127 0.022 Uiso 1 1 calc R . . C41 C -0.3225(4) 0.3249(2) -0.1733(4) 0.0222(6) Uani 1 1 d . . . H41A H -0.3559 0.3591 -0.1169 0.027 Uiso 1 1 calc R . . H41B H -0.3898 0.3291 -0.2515 0.027 Uiso 1 1 calc R . . C51 C -0.1776(4) 0.3490(2) -0.1817(4) 0.0246(7) Uani 1 1 d . . . H51A H -0.1813 0.4005 -0.2218 0.030 Uiso 1 1 calc R . . H51B H -0.1142 0.3537 -0.1017 0.030 Uiso 1 1 calc R . . Zn1 Zn -0.23468(4) -0.14960(2) -0.30371(3) 0.01551(8) Uani 1 1 d . . . Cl1 Cl -0.08810(10) -0.05329(5) -0.33255(10) 0.02818(19) Uani 1 1 d . . . Cl2 Cl -0.14711(8) -0.27241(5) -0.31753(8) 0.02166(15) Uani 1 1 d . . . Cl3 Cl -0.30348(9) -0.14106(5) -0.13093(7) 0.02160(15) Uani 1 1 d . . . Cl4 Cl -0.43725(9) -0.13409(6) -0.44857(7) 0.02254(16) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co 0.01145(16) 0.01387(16) 0.01020(15) 0.00053(13) 0.00208(12) 0.00256(13) N1 0.0111(10) 0.0224(13) 0.0139(11) -0.0041(9) 0.0024(8) 0.0014(9) N2 0.0207(13) 0.0166(12) 0.0185(12) 0.0049(10) 0.0056(10) 0.0050(10) N3 0.0128(11) 0.0139(10) 0.0161(11) 0.0011(9) 0.0014(9) 0.0017(9) N4 0.0176(12) 0.0150(11) 0.0189(12) 0.0012(9) 0.0049(10) 0.0046(9) N5 0.0136(11) 0.0154(11) 0.0122(10) 0.0000(8) 0.0004(8) -0.0006(8) O1 0.0203(11) 0.0193(10) 0.0119(9) -0.0004(8) 0.0004(8) 0.0074(8) O2 0.0195(12) 0.0331(14) 0.0202(12) -0.0011(10) -0.0081(9) 0.0005(10) N13 0.0287(16) 0.0229(14) 0.0275(16) -0.0041(12) -0.0035(13) 0.0051(12) O3 0.0342(16) 0.0289(15) 0.0383(17) 0.0061(12) 0.0064(13) 0.0043(12) O4 0.043(2) 0.0279(16) 0.051(2) 0.0030(14) -0.0106(16) 0.0128(14) C10 0.0180(14) 0.0260(16) 0.0126(12) 0.0024(11) 0.0041(10) 0.0003(11) C11 0.0138(12) 0.0223(14) 0.0153(13) 0.0011(10) 0.0006(10) 0.0062(10) C12 0.0189(14) 0.0168(13) 0.0141(12) 0.0007(10) -0.0004(10) 0.0016(11) C13 0.0151(14) 0.0231(16) 0.038(2) -0.0053(14) -0.0011(13) 0.0049(12) C21 0.0181(13) 0.0173(13) 0.0216(14) 0.0036(11) 0.0041(11) 0.0018(11) C31 0.0166(13) 0.0155(13) 0.0207(14) 0.0006(11) 0.0018(11) 0.0002(10) C41 0.0200(15) 0.0182(14) 0.0290(17) -0.0001(12) 0.0068(12) 0.0024(12) C51 0.0235(16) 0.0195(15) 0.0327(19) -0.0060(13) 0.0104(14) -0.0025(12) Zn1 0.01325(15) 0.01397(14) 0.01938(16) 0.00117(13) 0.00405(12) 0.00034(13) Cl1 0.0217(4) 0.0159(3) 0.0474(5) 0.0010(3) 0.0093(4) -0.0017(3) Cl2 0.0163(3) 0.0157(3) 0.0353(4) 0.0021(3) 0.0108(3) 0.0014(2) Cl3 0.0228(4) 0.0277(4) 0.0125(3) -0.0007(3) 0.0007(3) -0.0008(3) Cl4 0.0179(3) 0.0338(4) 0.0154(3) 0.0018(3) 0.0028(3) 0.0060(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co O1 1.884(3) . y Co N1 1.983(3) . y Co N2 1.976(3) . y Co N3 1.964(3) . y Co N4 1.954(3) . y Co N5 1.959(3) . y N1 C11 1.452(4) . ? N1 C10 1.482(4) . ? N1 H1 0.9601 . ? N2 C21 1.485(5) . ? N2 H2A 0.9200 . ? N2 H2B 0.9200 . ? N3 C31 1.497(4) . ? N3 H3A 0.9200 . ? N3 H3B 0.9200 . ? N4 C41 1.484(5) . ? N4 H4A 0.9200 . ? N4 H4B 0.9200 . ? N5 C51 1.477(5) . ? N5 H5A 0.9200 . ? N5 H5B 0.9200 . ? O1 C12 1.274(4) . ? O2 C12 1.234(4) . ? N13 O3 1.222(5) . ? N13 O4 1.224(5) . ? N13 C13 1.552(6) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C13 1.500(5) . ? C11 C12 1.520(5) . ? C11 H11 1.0000 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C21 C31 1.516(5) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C41 C51 1.495(5) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? Zn1 Cl1 2.2521(10) . ? Zn1 Cl3 2.2733(14) . ? Zn1 Cl2 2.2794(10) . ? Zn1 Cl4 2.2841(13) . ? 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 Co N4 86.39(12) . . ? O1 Co N5 89.42(11) . . ? N4 Co N5 85.58(12) . . ? O1 Co N3 176.52(13) . . ? N4 Co N3 91.73(12) . . ? N5 Co N3 93.37(11) . . ? O1 Co N2 91.54(12) . . ? N4 Co N2 90.43(12) . . ? N5 Co N2 175.83(12) . . ? N3 Co N2 85.54(12) . . ? O1 Co N1 85.53(11) . . ? N4 Co N1 171.77(12) . . ? N5 Co N1 92.80(12) . . ? N3 Co N1 96.41(12) . . ? N2 Co N1 91.32(12) . . ? C11 N1 C10 113.0(3) . . ? C11 N1 Co 108.2(2) . . ? C10 N1 Co 120.0(2) . . ? C11 N1 H1 109.3 . . ? C10 N1 H1 101.4 . . ? Co N1 H1 103.8 . . ? C21 N2 Co 109.7(2) . . ? C21 N2 H2A 109.7 . . ? Co N2 H2A 109.7 . . ? C21 N2 H2B 109.7 . . ? Co N2 H2B 109.7 . . ? H2A N2 H2B 108.2 . . ? C31 N3 Co 109.8(2) . . ? C31 N3 H3A 109.7 . . ? Co N3 H3A 109.7 . . ? C31 N3 H3B 109.7 . . ? Co N3 H3B 109.7 . . ? H3A N3 H3B 108.2 . . ? C41 N4 Co 109.6(2) . . ? C41 N4 H4A 109.8 . . ? Co N4 H4A 109.8 . . ? C41 N4 H4B 109.8 . . ? Co N4 H4B 109.8 . . ? H4A N4 H4B 108.2 . . ? C51 N5 Co 109.0(2) . . ? C51 N5 H5A 109.9 . . ? Co N5 H5A 109.9 . . ? C51 N5 H5B 109.9 . . ? Co N5 H5B 109.9 . . ? H5A N5 H5B 108.3 . . ? C12 O1 Co 116.7(2) . . ? O3 N13 O4 123.9(4) . . ? O3 N13 C13 118.5(3) . . ? O4 N13 C13 117.6(4) . . ? N1 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 C13 118.2(3) . . ? N1 C11 C12 111.2(3) . . ? C13 C11 C12 111.8(3) . . ? N1 C11 H11 104.8 . . ? C13 C11 H11 104.8 . . ? C12 C11 H11 104.8 . . ? O2 C12 O1 124.6(3) . . ? O2 C12 C11 119.6(3) . . ? O1 C12 C11 115.7(3) . . ? C11 C13 N13 108.8(3) . . ? C11 C13 H13A 109.9 . . ? N13 C13 H13A 109.9 . . ? C11 C13 H13B 109.9 . . ? N13 C13 H13B 109.9 . . ? H13A C13 H13B 108.3 . . ? N2 C21 C31 107.3(3) . . ? N2 C21 H21A 110.2 . . ? C31 C21 H21A 110.2 . . ? N2 C21 H21B 110.2 . . ? C31 C21 H21B 110.2 . . ? H21A C21 H21B 108.5 . . ? N3 C31 C21 107.1(3) . . ? N3 C31 H31A 110.3 . . ? C21 C31 H31A 110.3 . . ? N3 C31 H31B 110.3 . . ? C21 C31 H31B 110.3 . . ? H31A C31 H31B 108.6 . . ? N4 C41 C51 107.1(3) . . ? N4 C41 H41A 110.3 . . ? C51 C41 H41A 110.3 . . ? N4 C41 H41B 110.3 . . ? C51 C41 H41B 110.3 . . ? H41A C41 H41B 108.6 . . ? N5 C51 C41 107.3(3) . . ? N5 C51 H51A 110.3 . . ? C41 C51 H51A 110.3 . . ? N5 C51 H51B 110.3 . . ? C41 C51 H51B 110.3 . . ? H51A C51 H51B 108.5 . . ? Cl1 Zn1 Cl3 114.65(4) . . ? Cl1 Zn1 Cl2 113.38(4) . . ? Cl3 Zn1 Cl2 108.41(4) . . ? Cl1 Zn1 Cl4 105.77(4) . . ? Cl3 Zn1 Cl4 105.16(5) . . ? Cl2 Zn1 Cl4 109.00(4) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 Cl1 0.96 2.38 3.276(3) 155.9 . N1 H1 O3 0.96 2.53 3.035(4) 112.9 . N2 H2A O3 0.92 2.43 3.192(5) 140.6 . N2 H2A Cl1 0.92 2.99 3.726(3) 138.6 . N2 H2B Cl4 0.92 2.66 3.442(3) 143.6 2 N2 H2B Cl1 0.92 3.00 3.729(4) 137.2 2 N3 H3A Cl2 0.92 2.58 3.392(3) 147.7 3_455 N3 H3B Cl3 0.92 2.58 3.358(3) 142.8 2_554 N4 H4A Cl2 0.92 2.70 3.464(3) 140.9 3_455 N4 H4B Cl2 0.92 2.77 3.664(4) 164.4 2 N4 H4B Cl4 0.92 2.81 3.265(3) 111.8 2 N5 H5A Cl3 0.92 2.52 3.333(3) 147.7 3 N5 H5B O2 0.92 2.00 2.828(4) 149.1 4_454 N5 H5A Cl4 0.92 3.10 3.530(3) 110.9 3 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 33.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.904 _refine_diff_density_min -1.088 _refine_diff_density_rms 0.186 data_kcd521 _database_code_depnum_ccdc_archive 'CCDC 809639' #TrackingRef 'CCDC_809638-809639.cif' _database_code_depnum_ccdc_archive 'CCDC 809639' _audit_creation_method SHELXL-97 _chemical_name_systematic ; rac-\D*-bis(ethane-1,2-diamine)[(S*)-N-methyl-4-oxo-(R*)- norvalinato-\k^2^N,O^1^]cobalt(III) tetrachloridozincate ; _chemical_name_common ; rac-cdelta*-bis(ethane-1,2-diamine)((S*)-N-methyl-4-oxo-(R*)- norvalinato-kappa$2!N,O$1!)cobalt(iii) tetrachloridozincate ; _chemical_melting_point ? _chemical_formula_moiety 'C10 H26 Co N5 O3, Cl4 Zn' _chemical_formula_sum 'C10 H26 Cl4 Co N5 O3 Zn' _chemical_formula_weight 530.46 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' O O 0.0106 0.0060 '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' 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 9.1773(6) _cell_length_b 17.0562(15) _cell_length_c 12.7279(10) _cell_angle_alpha 90.00 _cell_angle_beta 105.053(6) _cell_angle_gamma 90.00 _cell_volume 1923.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 122(1) _cell_measurement_reflns_used 70112 _cell_measurement_theta_min 2.04 _cell_measurement_theta_max 40.00 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.343 _exptl_crystal_size_mid 0.224 _exptl_crystal_size_min 0.175 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.831 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 2.684 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.541 _exptl_absorpt_correction_T_max 0.689 _exptl_absorpt_process_details ; Gaussian integration (Coppens, 1970) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 122(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD area-detector' _diffrn_measurement_method '\w and \f scans' _diffrn_reflns_number 116854 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0139 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 40.00 _reflns_number_total 11915 _reflns_number_gt 10634 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius, 1999)' _computing_cell_refinement 'COLLECT (Nonius, 1999)' _computing_data_reduction 'EvalCCD (Duisenberg et al., 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ; Ortep-3 (Farrugia, 1997) and Mercury (Macrae et. al., 2006) ; _computing_publication_material SHELXL-97 _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^)+(0.0188P)^2^+0.9854P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11915 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0277 _refine_ls_R_factor_gt 0.0210 _refine_ls_wR_factor_ref 0.0530 _refine_ls_wR_factor_gt 0.0491 _refine_ls_goodness_of_fit_ref 1.120 _refine_ls_restrained_S_all 1.120 _refine_ls_shift/su_max 0.005 _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 Co Co 0.328802(11) 0.925602(6) 0.302986(8) 0.00730(2) Uani 1 1 d . . . N1 N 0.46021(7) 0.83264(4) 0.30019(5) 0.00910(9) Uani 1 1 d . . . H1 H 0.4373 0.7962 0.3512 0.011 Uiso 1 1 d R . . N2 N 0.31406(7) 0.89600(4) 0.44804(5) 0.00994(9) Uani 1 1 d . . . H2A H 0.4074 0.8809 0.4899 0.012 Uiso 1 1 calc R . . H2B H 0.2824 0.9383 0.4811 0.012 Uiso 1 1 calc R . . N3 N 0.13935(8) 0.86752(4) 0.24944(5) 0.01090(9) Uani 1 1 d . . . H3A H 0.0717 0.8974 0.1993 0.013 Uiso 1 1 calc R . . H3B H 0.1571 0.8221 0.2158 0.013 Uiso 1 1 calc R . . N4 N 0.21855(8) 1.02345(4) 0.30919(5) 0.01097(10) Uani 1 1 d . . . H4A H 0.1167 1.0135 0.2947 0.013 Uiso 1 1 calc R . . H4B H 0.2499 1.0452 0.3775 0.013 Uiso 1 1 calc R . . N5 N 0.33651(8) 0.96159(4) 0.15678(5) 0.01145(10) Uani 1 1 d . . . H5A H 0.4339 0.9751 0.1576 0.014 Uiso 1 1 calc R . . H5B H 0.3060 0.9218 0.1071 0.014 Uiso 1 1 calc R . . O1 O 0.50947(6) 0.98040(3) 0.36825(5) 0.01038(8) Uani 1 1 d . . . O2 O 0.75212(7) 0.96133(4) 0.45299(5) 0.01244(9) Uani 1 1 d . . . O3 O 0.60373(7) 0.82559(4) 0.55152(5) 0.01395(10) Uani 1 1 d . . . C10 C 0.43767(10) 0.78649(5) 0.19760(7) 0.01399(12) Uani 1 1 d . . . H10A H 0.5101 0.7431 0.2091 0.017 Uiso 1 1 calc R . . H10B H 0.4533 0.8206 0.1395 0.017 Uiso 1 1 calc R . . H10C H 0.3348 0.7655 0.1769 0.017 Uiso 1 1 calc R . . C11 C 0.62140(8) 0.85833(4) 0.33934(6) 0.00954(10) Uani 1 1 d . . . H11 H 0.6595 0.8651 0.2731 0.011 Uiso 1 1 calc R . . C12 C 0.63109(8) 0.93866(4) 0.39347(6) 0.00938(10) Uani 1 1 d . . . C13 C 0.72276(9) 0.79735(5) 0.41009(6) 0.01180(11) Uani 1 1 d . . . H13A H 0.7115 0.7471 0.3698 0.014 Uiso 1 1 calc R . . H13B H 0.8290 0.8143 0.4224 0.014 Uiso 1 1 calc R . . C14 C 0.69073(8) 0.78331(4) 0.51922(6) 0.01047(10) Uani 1 1 d . . . C15 C 0.77044(9) 0.71610(5) 0.58521(7) 0.01407(12) Uani 1 1 d . . . H15A H 0.8345 0.6897 0.5454 0.017 Uiso 1 1 calc R . . H15B H 0.6960 0.6789 0.5988 0.017 Uiso 1 1 calc R . . H15C H 0.8331 0.7356 0.6547 0.017 Uiso 1 1 calc R . . C21 C 0.20565(9) 0.83058(5) 0.44005(6) 0.01229(11) Uani 1 1 d . . . H21A H 0.1704 0.8271 0.5071 0.015 Uiso 1 1 calc R . . H21B H 0.2536 0.7802 0.4296 0.015 Uiso 1 1 calc R . . C31 C 0.07518(9) 0.84827(5) 0.34305(7) 0.01307(12) Uani 1 1 d . . . H31A H 0.0076 0.8022 0.3253 0.016 Uiso 1 1 calc R . . H31B H 0.0162 0.8932 0.3592 0.016 Uiso 1 1 calc R . . C41 C 0.24909(10) 1.07850(5) 0.22668(6) 0.01278(11) Uani 1 1 d . . . H41A H 0.3517 1.1010 0.2522 0.015 Uiso 1 1 calc R . . H41B H 0.1749 1.1219 0.2129 0.015 Uiso 1 1 calc R . . C51 C 0.23536(10) 1.03084(5) 0.12472(6) 0.01295(12) Uani 1 1 d . . . H51A H 0.1297 1.0137 0.0944 0.016 Uiso 1 1 calc R . . H51B H 0.2668 1.0623 0.0690 0.016 Uiso 1 1 calc R . . Zn Zn 0.197551(10) 0.891801(5) -0.154955(7) 0.00993(2) Uani 1 1 d . . . Cl1 Cl 0.08863(2) 0.854730(11) -0.019873(15) 0.01274(3) Uani 1 1 d . . . Cl2 Cl 0.44406(2) 0.856350(14) -0.099870(19) 0.01853(4) Uani 1 1 d . . . Cl3 Cl 0.07704(2) 0.828580(13) -0.308798(16) 0.01550(3) Uani 1 1 d . . . Cl4 Cl 0.17333(3) 1.023221(12) -0.177294(18) 0.01701(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co 0.00827(4) 0.00719(4) 0.00661(3) -0.00022(3) 0.00223(3) -0.00047(3) N1 0.0102(2) 0.0086(2) 0.0092(2) -0.00139(17) 0.00359(17) -0.00099(17) N2 0.0115(2) 0.0099(2) 0.0087(2) 0.00002(17) 0.00306(18) 0.00026(18) N3 0.0112(2) 0.0123(2) 0.0094(2) -0.00065(18) 0.00309(18) -0.00166(19) N4 0.0124(2) 0.0104(2) 0.0101(2) 0.00080(18) 0.00284(19) 0.00127(19) N5 0.0133(2) 0.0121(2) 0.0093(2) 0.00026(18) 0.00348(19) -0.00072(19) O1 0.0100(2) 0.00887(19) 0.0118(2) -0.00107(16) 0.00200(16) -0.00017(16) O2 0.0106(2) 0.0133(2) 0.0125(2) -0.00243(18) 0.00136(17) -0.00165(17) O3 0.0148(2) 0.0145(2) 0.0141(2) 0.00159(19) 0.00644(19) 0.00446(19) C10 0.0155(3) 0.0139(3) 0.0128(3) -0.0058(2) 0.0040(2) -0.0004(2) C11 0.0099(2) 0.0095(2) 0.0101(2) -0.00098(19) 0.0040(2) -0.00083(19) C12 0.0103(2) 0.0092(2) 0.0092(2) -0.00043(19) 0.00359(19) -0.00105(19) C13 0.0113(3) 0.0117(3) 0.0135(3) 0.0000(2) 0.0052(2) 0.0019(2) C14 0.0092(2) 0.0098(2) 0.0122(3) 0.0002(2) 0.0026(2) -0.0001(2) C15 0.0120(3) 0.0130(3) 0.0162(3) 0.0028(2) 0.0017(2) 0.0021(2) C21 0.0151(3) 0.0110(3) 0.0123(3) 0.0013(2) 0.0064(2) -0.0013(2) C31 0.0119(3) 0.0154(3) 0.0133(3) -0.0003(2) 0.0058(2) -0.0027(2) C41 0.0163(3) 0.0095(3) 0.0123(3) 0.0012(2) 0.0032(2) -0.0004(2) C51 0.0167(3) 0.0118(3) 0.0095(2) 0.0024(2) 0.0020(2) 0.0000(2) Zn 0.01027(3) 0.00941(3) 0.00986(3) 0.00006(3) 0.00215(3) 0.00061(3) Cl1 0.01467(7) 0.01349(7) 0.01082(6) 0.00035(5) 0.00470(5) -0.00022(5) Cl2 0.01031(7) 0.02129(9) 0.02275(9) 0.00177(7) 0.00209(6) 0.00250(6) Cl3 0.01745(8) 0.01709(8) 0.01153(7) -0.00363(6) 0.00298(6) -0.00214(6) Cl4 0.02311(9) 0.00958(7) 0.01873(8) 0.00174(6) 0.00615(7) 0.00099(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co O1 1.8967(6) . y Co N1 1.9980(7) . y Co N2 1.9524(7) . y Co N3 1.9630(7) . y Co N4 1.9639(7) . y Co N5 1.9782(7) . y N1 C10 1.4923(10) . ? N1 C11 1.4986(10) . ? N1 H1 0.9599 . ? N2 C21 1.4808(10) . ? N2 H2A 0.9200 . ? N2 H2B 0.9200 . ? N3 C31 1.4962(10) . ? N3 H3A 0.9200 . ? N3 H3B 0.9200 . ? N4 C41 1.4885(10) . ? N4 H4A 0.9200 . ? N4 H4B 0.9200 . ? N5 C51 1.4921(11) . ? N5 H5A 0.9200 . ? N5 H5B 0.9200 . ? O1 C12 1.2920(9) . ? O2 C12 1.2329(9) . ? O3 C14 1.2235(10) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C13 1.5240(11) . ? C11 C12 1.5259(10) . ? C11 H11 1.0000 . ? C13 C14 1.5117(11) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.4951(11) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C21 C31 1.5104(12) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C41 C51 1.5086(11) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? Zn Cl3 2.2573(3) . ? Zn Cl4 2.2631(3) . ? Zn Cl2 2.2696(3) . ? Zn Cl1 2.2908(2) . ? 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 Co N2 88.89(3) . . ? O1 Co N3 174.54(3) . . ? N2 Co N3 85.71(3) . . ? O1 Co N4 87.97(3) . . ? N2 Co N4 91.08(3) . . ? N3 Co N4 91.36(3) . . ? O1 Co N5 91.05(3) . . ? N2 Co N5 176.42(3) . . ? N3 Co N5 94.29(3) . . ? N4 Co N5 85.34(3) . . ? O1 Co N1 86.32(3) . . ? N2 Co N1 90.11(3) . . ? N3 Co N1 94.45(3) . . ? N4 Co N1 174.14(3) . . ? N5 Co N1 93.46(3) . . ? C10 N1 C11 110.22(6) . . ? C10 N1 Co 119.14(5) . . ? C11 N1 Co 108.08(4) . . ? C10 N1 H1 104.2 . . ? C11 N1 H1 109.6 . . ? Co N1 H1 105.2 . . ? C21 N2 Co 109.89(5) . . ? C21 N2 H2A 109.7 . . ? Co N2 H2A 109.7 . . ? C21 N2 H2B 109.7 . . ? Co N2 H2B 109.7 . . ? H2A N2 H2B 108.2 . . ? C31 N3 Co 109.30(5) . . ? C31 N3 H3A 109.8 . . ? Co N3 H3A 109.8 . . ? C31 N3 H3B 109.8 . . ? Co N3 H3B 109.8 . . ? H3A N3 H3B 108.3 . . ? C41 N4 Co 108.32(5) . . ? C41 N4 H4A 110.0 . . ? Co N4 H4A 110.0 . . ? C41 N4 H4B 110.0 . . ? Co N4 H4B 110.0 . . ? H4A N4 H4B 108.4 . . ? C51 N5 Co 109.34(5) . . ? C51 N5 H5A 109.8 . . ? Co N5 H5A 109.8 . . ? C51 N5 H5B 109.8 . . ? Co N5 H5B 109.8 . . ? H5A N5 H5B 108.3 . . ? C12 O1 Co 115.96(5) . . ? N1 C10 H10A 109.5 . . ? N1 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N1 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 C13 113.28(6) . . ? N1 C11 C12 110.45(6) . . ? C13 C11 C12 113.01(6) . . ? N1 C11 H11 106.5 . . ? C13 C11 H11 106.5 . . ? C12 C11 H11 106.5 . . ? O2 C12 O1 124.20(7) . . ? O2 C12 C11 119.77(7) . . ? O1 C12 C11 115.93(6) . . ? C14 C13 C11 114.61(6) . . ? C14 C13 H13A 108.6 . . ? C11 C13 H13A 108.6 . . ? C14 C13 H13B 108.6 . . ? C11 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? O3 C14 C15 122.00(7) . . ? O3 C14 C13 121.00(7) . . ? C15 C14 C13 117.00(7) . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N2 C21 C31 106.34(6) . . ? N2 C21 H21A 110.5 . . ? C31 C21 H21A 110.5 . . ? N2 C21 H21B 110.5 . . ? C31 C21 H21B 110.5 . . ? H21A C21 H21B 108.7 . . ? N3 C31 C21 107.60(6) . . ? N3 C31 H31A 110.2 . . ? C21 C31 H31A 110.2 . . ? N3 C31 H31B 110.2 . . ? C21 C31 H31B 110.2 . . ? H31A C31 H31B 108.5 . . ? N4 C41 C51 106.14(6) . . ? N4 C41 H41A 110.5 . . ? C51 C41 H41A 110.5 . . ? N4 C41 H41B 110.5 . . ? C51 C41 H41B 110.5 . . ? H41A C41 H41B 108.7 . . ? N5 C51 C41 106.52(6) . . ? N5 C51 H51A 110.4 . . ? C41 C51 H51A 110.4 . . ? N5 C51 H51B 110.4 . . ? C41 C51 H51B 110.4 . . ? H51A C51 H51B 108.6 . . ? Cl3 Zn Cl4 110.741(10) . . ? Cl3 Zn Cl2 111.421(11) . . ? Cl4 Zn Cl2 111.110(9) . . ? Cl3 Zn Cl1 107.951(9) . . ? Cl4 Zn Cl1 108.657(9) . . ? Cl2 Zn Cl1 106.789(10) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O3 0.96 2.66 3.1295(9) 110.8 . N1 H1 Cl2 0.96 2.67 3.4826(7) 142.3 4_576 N2 H2A O3 0.92 2.00 2.9026(9) 164.9 . N2 H2B O2 0.92 1.97 2.8766(9) 169.4 3_676 N3 H3A Cl4 0.92 2.58 3.3439(8) 141.2 3_575 N3 H3B Cl3 0.92 2.67 3.4415(8) 142.1 4_576 N4 H4A Cl4 0.92 2.77 3.6400(8) 159.2 3_575 N4 H4B O2 0.92 2.17 2.9798(9) 147.1 3_676 N4 H4B O3 0.92 2.62 3.3061(10) 132.2 3_676 N5 H5B Cl1 0.92 2.50 3.3008(7) 146.4 . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 40.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.716 _refine_diff_density_min -1.224 _refine_diff_density_rms 0.080