# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Ferman Chacez' _publ_contact_author_email ferman.chavez@gmail.com loop_ _publ_author_name P.L.Pawlak A.Y.S.Malkhasian B.Sjlivic M.J.Tiza R.Loloee ; B.E.Kucera ; F.A.Chavez data_05357 _database_code_depnum_ccdc_archive 'CCDC 676113' #TrackingRef '- Chavez.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 05357 _chemical_melting_point ? _chemical_formula_moiety 'C16 H38 Cl4 Fe2 N6, C H4 O' _chemical_formula_sum 'C17 H42 Cl4 Fe2 N6 O' _chemical_formula_weight 600.07 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7321(12) _cell_length_b 7.8896(12) _cell_length_c 11.4945(17) _cell_angle_alpha 107.832(2) _cell_angle_beta 107.827(2) _cell_angle_gamma 92.642(2) _cell_volume 627.85(17) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2216 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 27.10 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.587 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 314 _exptl_absorpt_coefficient_mu 1.603 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5665 _exptl_absorpt_correction_T_max 0.7399 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans per phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7159 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.98 _diffrn_reflns_theta_max 27.15 _reflns_number_total 2725 _reflns_number_gt 2469 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0337P)^2^+0.2210P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2725 _refine_ls_number_parameters 158 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0271 _refine_ls_R_factor_gt 0.0230 _refine_ls_wR_factor_ref 0.0626 _refine_ls_wR_factor_gt 0.0596 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.10395(3) 0.12836(3) 0.42406(2) 0.01761(8) Uani 1 1 d . . . Cl1 Cl 0.18204(5) -0.12954(5) 0.51421(4) 0.02036(9) Uani 1 1 d . . . N1 N 0.34064(18) 0.11325(18) 0.35596(13) 0.0201(3) Uani 1 1 d . . . H1N H 0.429(3) 0.145(3) 0.421(2) 0.032(5) Uiso 1 1 d . . . C1 C 0.3657(2) -0.0668(2) 0.27796(16) 0.0256(3) Uani 1 1 d . . . H1A H 0.3953 -0.1422 0.3341 0.031 Uiso 1 1 calc R . . H1B H 0.4720 -0.0517 0.2492 0.031 Uiso 1 1 calc R . . C2 C 0.1986(2) -0.1651(2) 0.15943(17) 0.0286(4) Uani 1 1 d . . . H2A H 0.2352 -0.2706 0.1046 0.034 Uiso 1 1 calc R . . H2B H 0.1623 -0.0837 0.1085 0.034 Uiso 1 1 calc R . . C3 C 0.0312(2) -0.2302(2) 0.18602(16) 0.0246(3) Uani 1 1 d . . . H3A H -0.0561 -0.3169 0.1044 0.029 Uiso 1 1 calc R . . H3B H 0.0702 -0.2948 0.2490 0.029 Uiso 1 1 calc R . . N2 N -0.06487(19) -0.08178(18) 0.23818(13) 0.0204(3) Uani 1 1 d . . . H2N H -0.134(3) -0.122(3) 0.272(2) 0.032(5) Uiso 1 1 d . . . C4 C -0.1896(3) -0.0306(2) 0.13151(17) 0.0304(4) Uani 1 1 d . . . H4A H -0.3086 -0.1120 0.0953 0.036 Uiso 1 1 calc R . . H4B H -0.1357 -0.0501 0.0615 0.036 Uiso 1 1 calc R . . C5 C -0.2258(2) 0.1622(2) 0.17088(17) 0.0260(3) Uani 1 1 d . . . H5A H -0.2640 0.1872 0.2484 0.031 Uiso 1 1 calc R . . H5B H -0.3290 0.1761 0.0998 0.031 Uiso 1 1 calc R . . C6 C -0.0609(2) 0.2997(2) 0.20105(17) 0.0290(4) Uani 1 1 d . . . H6A H 0.0038 0.2527 0.1384 0.035 Uiso 1 1 calc R . . H6B H -0.1040 0.4117 0.1897 0.035 Uiso 1 1 calc R . . N3 N 0.06947(19) 0.34265(19) 0.33417(13) 0.0227(3) Uani 1 1 d . . . H3N H 0.028(3) 0.429(3) 0.382(2) 0.036(6) Uiso 1 1 d . . . C7 C 0.2596(2) 0.4095(2) 0.34526(17) 0.0253(3) Uani 1 1 d . . . H7A H 0.3315 0.4778 0.4372 0.030 Uiso 1 1 calc R . . H7B H 0.2544 0.4916 0.2946 0.030 Uiso 1 1 calc R . . C8 C 0.3533(2) 0.2514(2) 0.29453(17) 0.0259(3) Uani 1 1 d . . . H8A H 0.2944 0.1966 0.1993 0.031 Uiso 1 1 calc R . . H8B H 0.4842 0.2952 0.3131 0.031 Uiso 1 1 calc R . . Cl2 Cl 0.27366(5) 0.35593(5) 0.63527(4) 0.02641(10) Uani 1 1 d . . . O1 O 0.5861(4) 0.5533(5) 0.9097(3) 0.0514(8) Uani 0.50 1 d PD A -1 H1C H 0.5145 0.5075 0.8327 0.077 Uiso 0.50 1 calc PR A -1 C9 C 0.508(4) 0.506(4) 0.993(3) 0.0438(13) Uani 0.50 1 d PD A -1 H9A H 0.5551 0.4000 1.0102 0.066 Uiso 0.50 1 calc PR A -1 H9B H 0.3737 0.4787 0.9519 0.066 Uiso 0.50 1 calc PR A -1 H9C H 0.5395 0.6069 1.0748 0.066 Uiso 0.50 1 calc PR A -1 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 Fe1 0.01960(13) 0.01891(13) 0.01598(12) 0.00654(9) 0.00732(9) 0.00512(9) Cl1 0.01948(18) 0.02436(19) 0.02138(19) 0.01092(15) 0.00873(14) 0.00776(14) N1 0.0176(6) 0.0219(7) 0.0195(7) 0.0068(5) 0.0045(5) 0.0041(5) C1 0.0252(8) 0.0258(8) 0.0292(9) 0.0093(7) 0.0126(7) 0.0108(7) C2 0.0331(9) 0.0285(9) 0.0239(8) 0.0035(7) 0.0143(7) 0.0073(7) C3 0.0301(8) 0.0184(8) 0.0227(8) 0.0044(6) 0.0080(6) 0.0038(6) N2 0.0219(7) 0.0212(7) 0.0197(7) 0.0087(5) 0.0071(5) 0.0051(5) C4 0.0329(9) 0.0271(9) 0.0243(9) 0.0089(7) -0.0001(7) 0.0043(7) C5 0.0204(8) 0.0306(9) 0.0286(9) 0.0134(7) 0.0062(6) 0.0080(7) C6 0.0315(9) 0.0312(9) 0.0262(9) 0.0138(7) 0.0081(7) 0.0054(7) N3 0.0257(7) 0.0217(7) 0.0228(7) 0.0070(6) 0.0109(6) 0.0075(5) C7 0.0233(8) 0.0208(8) 0.0317(9) 0.0097(7) 0.0088(7) 0.0016(6) C8 0.0248(8) 0.0269(8) 0.0324(9) 0.0139(7) 0.0140(7) 0.0065(7) Cl2 0.0285(2) 0.0242(2) 0.0211(2) 0.00327(15) 0.00564(16) 0.00019(16) O1 0.0495(18) 0.059(2) 0.0335(16) 0.0122(14) 0.0025(13) -0.0076(15) C9 0.047(5) 0.043(3) 0.037(5) 0.015(3) 0.0054(19) 0.010(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 Fe1 N1 2.1947(14) . ? Fe1 N3 2.2226(14) . ? Fe1 N2 2.2229(14) . ? Fe1 Cl2 2.4499(5) . ? Fe1 Cl1 2.5203(5) 2_556 ? Fe1 Cl1 2.5690(5) . ? Cl1 Fe1 2.5203(5) 2_556 ? N1 C8 1.483(2) . ? N1 C1 1.487(2) . ? N1 H1N 0.81(2) . ? C1 C2 1.520(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.520(2) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.485(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N2 C4 1.487(2) . ? N2 H2N 0.85(2) . ? C4 C5 1.514(2) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.515(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N3 1.476(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N3 C7 1.493(2) . ? N3 H3N 0.87(2) . ? C7 C8 1.522(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? O1 C9 1.405(10) . ? O1 H1C 0.8400 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? 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 N1 Fe1 N3 79.87(5) . . ? N1 Fe1 N2 89.73(5) . . ? N3 Fe1 N2 91.99(5) . . ? N1 Fe1 Cl2 94.09(4) . . ? N3 Fe1 Cl2 89.77(4) . . ? N2 Fe1 Cl2 176.02(4) . . ? N1 Fe1 Cl1 175.72(4) . 2_556 ? N3 Fe1 Cl1 99.88(4) . 2_556 ? N2 Fe1 Cl1 86.01(4) . 2_556 ? Cl2 Fe1 Cl1 90.174(17) . 2_556 ? N1 Fe1 Cl1 91.77(4) . . ? N3 Fe1 Cl1 171.59(4) . . ? N2 Fe1 Cl1 87.00(4) . . ? Cl2 Fe1 Cl1 91.771(18) . . ? Cl1 Fe1 Cl1 88.383(14) 2_556 . ? Fe1 Cl1 Fe1 91.617(14) 2_556 . ? C8 N1 C1 112.34(13) . . ? C8 N1 Fe1 110.98(10) . . ? C1 N1 Fe1 117.81(10) . . ? C8 N1 H1N 104.2(15) . . ? C1 N1 H1N 105.4(15) . . ? Fe1 N1 H1N 104.8(15) . . ? N1 C1 C2 113.90(13) . . ? N1 C1 H1A 108.8 . . ? C2 C1 H1A 108.8 . . ? N1 C1 H1B 108.8 . . ? C2 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? C1 C2 C3 116.12(14) . . ? C1 C2 H2A 108.3 . . ? C3 C2 H2A 108.3 . . ? C1 C2 H2B 108.3 . . ? C3 C2 H2B 108.3 . . ? H2A C2 H2B 107.4 . . ? N2 C3 C2 113.13(13) . . ? N2 C3 H3A 109.0 . . ? C2 C3 H3A 109.0 . . ? N2 C3 H3B 109.0 . . ? C2 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C3 N2 C4 110.79(13) . . ? C3 N2 Fe1 115.39(10) . . ? C4 N2 Fe1 120.55(10) . . ? C3 N2 H2N 107.7(14) . . ? C4 N2 H2N 105.8(14) . . ? Fe1 N2 H2N 93.9(14) . . ? N2 C4 C5 114.84(14) . . ? N2 C4 H4A 108.6 . . ? C5 C4 H4A 108.6 . . ? N2 C4 H4B 108.6 . . ? C5 C4 H4B 108.6 . . ? H4A C4 H4B 107.5 . . ? C4 C5 C6 113.56(14) . . ? C4 C5 H5A 108.9 . . ? C6 C5 H5A 108.9 . . ? C4 C5 H5B 108.9 . . ? C6 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? N3 C6 C5 112.74(14) . . ? N3 C6 H6A 109.0 . . ? C5 C6 H6A 109.0 . . ? N3 C6 H6B 109.0 . . ? C5 C6 H6B 109.0 . . ? H6A C6 H6B 107.8 . . ? C6 N3 C7 111.84(13) . . ? C6 N3 Fe1 119.04(10) . . ? C7 N3 Fe1 104.60(10) . . ? C6 N3 H3N 104.4(14) . . ? C7 N3 H3N 109.3(14) . . ? Fe1 N3 H3N 107.4(14) . . ? N3 C7 C8 110.00(13) . . ? N3 C7 H7A 109.7 . . ? C8 C7 H7A 109.7 . . ? N3 C7 H7B 109.7 . . ? C8 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? N1 C8 C7 110.98(13) . . ? N1 C8 H8A 109.4 . . ? C7 C8 H8A 109.4 . . ? N1 C8 H8B 109.4 . . ? C7 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? C9 O1 H1C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Fe1 Cl1 Fe1 -175.72(4) . . . 2_556 ? N3 Fe1 Cl1 Fe1 -169.4(3) . . . 2_556 ? N2 Fe1 Cl1 Fe1 -86.09(4) . . . 2_556 ? Cl2 Fe1 Cl1 Fe1 90.124(17) . . . 2_556 ? Cl1 Fe1 Cl1 Fe1 0.0 2_556 . . 2_556 ? N3 Fe1 N1 C8 2.07(11) . . . . ? N2 Fe1 N1 C8 94.14(11) . . . . ? Cl2 Fe1 N1 C8 -86.97(10) . . . . ? Cl1 Fe1 N1 C8 89.1(5) 2_556 . . . ? Cl1 Fe1 N1 C8 -178.87(10) . . . . ? N3 Fe1 N1 C1 -129.43(12) . . . . ? N2 Fe1 N1 C1 -37.36(12) . . . . ? Cl2 Fe1 N1 C1 141.54(11) . . . . ? Cl1 Fe1 N1 C1 -42.4(6) 2_556 . . . ? Cl1 Fe1 N1 C1 49.64(11) . . . . ? C8 N1 C1 C2 -76.21(18) . . . . ? Fe1 N1 C1 C2 54.67(17) . . . . ? N1 C1 C2 C3 -69.16(19) . . . . ? C1 C2 C3 N2 72.70(19) . . . . ? C2 C3 N2 C4 81.88(17) . . . . ? C2 C3 N2 Fe1 -59.56(16) . . . . ? N1 Fe1 N2 C3 39.39(11) . . . . ? N3 Fe1 N2 C3 119.25(11) . . . . ? Cl2 Fe1 N2 C3 -124.5(5) . . . . ? Cl1 Fe1 N2 C3 -140.98(11) 2_556 . . . ? Cl1 Fe1 N2 C3 -52.40(11) . . . . ? N1 Fe1 N2 C4 -98.02(13) . . . . ? N3 Fe1 N2 C4 -18.17(13) . . . . ? Cl2 Fe1 N2 C4 98.1(5) . . . . ? Cl1 Fe1 N2 C4 81.60(12) 2_556 . . . ? Cl1 Fe1 N2 C4 170.19(12) . . . . ? C3 N2 C4 C5 -153.39(15) . . . . ? Fe1 N2 C4 C5 -14.2(2) . . . . ? N2 C4 C5 C6 70.5(2) . . . . ? C4 C5 C6 N3 -82.28(18) . . . . ? C5 C6 N3 C7 155.17(14) . . . . ? C5 C6 N3 Fe1 32.96(18) . . . . ? N1 Fe1 N3 C6 97.87(12) . . . . ? N2 Fe1 N3 C6 8.49(12) . . . . ? Cl2 Fe1 N3 C6 -167.94(12) . . . . ? Cl1 Fe1 N3 C6 -77.80(12) 2_556 . . . ? Cl1 Fe1 N3 C6 91.4(3) . . . . ? N1 Fe1 N3 C7 -27.89(10) . . . . ? N2 Fe1 N3 C7 -117.26(10) . . . . ? Cl2 Fe1 N3 C7 66.31(10) . . . . ? Cl1 Fe1 N3 C7 156.44(9) 2_556 . . . ? Cl1 Fe1 N3 C7 -34.3(3) . . . . ? C6 N3 C7 C8 -80.06(17) . . . . ? Fe1 N3 C7 C8 50.09(15) . . . . ? C1 N1 C8 C7 158.84(14) . . . . ? Fe1 N1 C8 C7 24.59(16) . . . . ? N3 C7 C8 N1 -51.51(18) . . . . ? 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 H1N Cl1 0.81(2) 2.88(2) 3.5116(15) 136.2(18) 2_656 N2 H2N Cl2 0.85(2) 2.73(2) 3.5276(15) 157.3(18) 2_556 N2 H2N Cl1 0.85(2) 2.79(2) 3.2424(14) 115.5(16) 2_556 N3 H3N Cl2 0.87(2) 2.94(2) 3.6686(15) 142.0(18) 2_566 O1 H1C Cl2 0.84 2.37 3.192(3) 168.3 . _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.15 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.533 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.057 #===END data_05358 _database_code_depnum_ccdc_archive 'CCDC 676114' #TrackingRef '- Chavez.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 05358 _chemical_melting_point ? _chemical_formula_moiety 'C16 H38 Cl4 Mn2 N6, C H4 O' _chemical_formula_sum 'C17 H42 Cl4 Mn2 N6 O' _chemical_formula_weight 598.25 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7607(12) _cell_length_b 7.9068(12) _cell_length_c 11.6111(18) _cell_angle_alpha 108.201(2) _cell_angle_beta 108.041(2) _cell_angle_gamma 92.118(3) _cell_volume 636.47(17) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2433 _cell_measurement_theta_min 2.74 _cell_measurement_theta_max 27.49 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.561 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 312 _exptl_absorpt_coefficient_mu 1.434 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6730 _exptl_absorpt_correction_T_max 0.9318 _exptl_absorpt_process_details 'SADABS, R. Blessing, 1995' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens SMART Platform CCD' _diffrn_measurement_method 'area detector, omega scans per phi' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7638 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2883 _reflns_number_gt 2541 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART, Bruker' _computing_cell_refinement 'SAINT, Bruker' _computing_data_reduction 'SAINT, Bruker' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL, Bruker' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0256P)^2^+0.3105P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2883 _refine_ls_number_parameters 158 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0315 _refine_ls_R_factor_gt 0.0253 _refine_ls_wR_factor_ref 0.0596 _refine_ls_wR_factor_gt 0.0574 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Mn1 Mn 0.39631(3) 0.36967(3) 0.57313(2) 0.01685(8) Uani 1 1 d . . . Cl1 Cl 0.68831(5) 0.36821(5) 0.51377(4) 0.01974(9) Uani 1 1 d . . . Cl2 Cl 0.22519(6) 0.13685(6) 0.36048(4) 0.02598(10) Uani 1 1 d . . . N1 N 0.4303(2) 0.1551(2) 0.66843(14) 0.0225(3) Uani 1 1 d . . . H1N H 0.467(3) 0.063(3) 0.619(2) 0.034(6) Uiso 1 1 d . . . C1 C 0.5584(3) 0.2034(3) 0.80180(18) 0.0286(4) Uani 1 1 d . . . H1A H 0.5998 0.0928 0.8167 0.034 Uiso 1 1 calc R . . H1B H 0.4929 0.2560 0.8624 0.034 Uiso 1 1 calc R . . C2 C 0.7250(2) 0.3369(2) 0.83013(18) 0.0254(4) Uani 1 1 d . . . H2A H 0.8282 0.3213 0.8998 0.030 Uiso 1 1 calc R . . H2B H 0.7610 0.3092 0.7523 0.030 Uiso 1 1 calc R . . C3 C 0.6932(3) 0.5314(2) 0.86991(18) 0.0297(4) Uani 1 1 d . . . H3A H 0.6414 0.5539 0.9404 0.036 Uiso 1 1 calc R . . H3B H 0.8130 0.6098 0.9048 0.036 Uiso 1 1 calc R . . N2 N 0.5693(2) 0.58452(19) 0.76540(14) 0.0205(3) Uani 1 1 d . . . H2N H 0.639(3) 0.631(3) 0.735(2) 0.029(5) Uiso 1 1 d . . . C4 C 0.4701(2) 0.7306(2) 0.81676(17) 0.0242(4) Uani 1 1 d . . . H4A H 0.4289 0.7942 0.7541 0.029 Uiso 1 1 calc R . . H4B H 0.5558 0.8185 0.8977 0.029 Uiso 1 1 calc R . . C5 C 0.3046(3) 0.6640(3) 0.84324(18) 0.0287(4) Uani 1 1 d . . . H5A H 0.3423 0.5806 0.8916 0.034 Uiso 1 1 calc R . . H5B H 0.2694 0.7685 0.9000 0.034 Uiso 1 1 calc R . . C6 C 0.1360(2) 0.5687(2) 0.72616(17) 0.0252(4) Uani 1 1 d . . . H6A H 0.0311 0.5555 0.7557 0.030 Uiso 1 1 calc R . . H6B H 0.1063 0.6452 0.6716 0.030 Uiso 1 1 calc R . . N3 N 0.15688(19) 0.38840(19) 0.64646(14) 0.0191(3) Uani 1 1 d . . . H3N H 0.068(3) 0.358(3) 0.580(2) 0.025(5) Uiso 1 1 d . . . C7 C 0.1460(2) 0.2496(2) 0.70599(18) 0.0251(4) Uani 1 1 d . . . H7A H 0.0157 0.2057 0.6872 0.030 Uiso 1 1 calc R . . H7B H 0.2043 0.3041 0.8006 0.030 Uiso 1 1 calc R . . C8 C 0.2401(2) 0.0917(2) 0.65603(18) 0.0249(4) Uani 1 1 d . . . H8A H 0.2437 0.0092 0.7054 0.030 Uiso 1 1 calc R . . H8B H 0.1693 0.0242 0.5644 0.030 Uiso 1 1 calc R . . C9 C -0.006(4) -0.004(4) 0.011(2) 0.0443(16) Uani 0.50 1 d PD A -1 H9A H -0.0585 -0.0888 -0.0774 0.066 Uiso 0.50 1 calc PR A -1 H9B H 0.1261 -0.0063 0.0434 0.066 Uiso 0.50 1 calc PR A -1 H9C H -0.0275 0.1179 0.0119 0.066 Uiso 0.50 1 calc PR A -1 O1 O -0.0892(5) -0.0528(5) 0.0896(3) 0.0521(8) Uani 0.50 1 d PD A -1 H1C H -0.0193 -0.0106 0.1667 0.078 Uiso 0.50 1 calc PR A -1 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 Mn1 0.01719(13) 0.01842(13) 0.01617(13) 0.00662(10) 0.00652(10) 0.00311(9) Cl1 0.01765(18) 0.0235(2) 0.0218(2) 0.01099(16) 0.00815(15) 0.00647(14) Cl2 0.0274(2) 0.0235(2) 0.0207(2) 0.00284(16) 0.00490(17) -0.00101(16) N1 0.0233(7) 0.0221(7) 0.0228(7) 0.0067(6) 0.0096(6) 0.0058(6) C1 0.0301(9) 0.0313(10) 0.0252(9) 0.0135(8) 0.0067(8) 0.0036(8) C2 0.0197(8) 0.0291(9) 0.0285(9) 0.0126(8) 0.0065(7) 0.0060(7) C3 0.0310(10) 0.0284(10) 0.0239(9) 0.0099(8) 0.0006(7) 0.0043(8) N2 0.0219(7) 0.0211(7) 0.0201(7) 0.0092(6) 0.0071(6) 0.0037(6) C4 0.0294(9) 0.0173(8) 0.0228(9) 0.0045(7) 0.0070(7) 0.0029(7) C5 0.0328(10) 0.0273(9) 0.0245(9) 0.0029(7) 0.0135(8) 0.0051(8) C6 0.0236(9) 0.0252(9) 0.0301(9) 0.0090(7) 0.0135(7) 0.0099(7) N3 0.0161(7) 0.0213(7) 0.0187(7) 0.0069(6) 0.0039(6) 0.0034(5) C7 0.0240(9) 0.0266(9) 0.0309(9) 0.0134(8) 0.0142(7) 0.0044(7) C8 0.0227(9) 0.0202(8) 0.0320(10) 0.0102(7) 0.0086(7) 0.0004(7) C9 0.054(4) 0.043(3) 0.032(8) 0.015(4) 0.007(3) 0.011(2) O1 0.051(2) 0.059(2) 0.0331(17) 0.0111(15) 0.0028(15) -0.0099(16) _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 Mn1 N3 2.2630(14) . ? Mn1 N1 2.2795(15) . ? Mn1 N2 2.2974(14) . ? Mn1 Cl2 2.4896(5) . ? Mn1 Cl1 2.5642(6) . ? Mn1 Cl1 2.5964(5) 2_666 ? Cl1 Mn1 2.5964(5) 2_666 ? N1 C1 1.477(2) . ? N1 C8 1.489(2) . ? N1 H1N 0.89(2) . ? C1 C2 1.521(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.515(2) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.483(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? N2 C4 1.484(2) . ? N2 H2N 0.86(2) . ? C4 C5 1.522(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.521(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N3 1.483(2) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N3 C7 1.481(2) . ? N3 H3N 0.82(2) . ? C7 C8 1.518(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 O1 1.403(10) . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? O1 H1C 0.8400 . ? 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 Mn1 N1 78.25(5) . . ? N3 Mn1 N2 88.42(5) . . ? N1 Mn1 N2 90.40(5) . . ? N3 Mn1 Cl2 95.02(4) . . ? N1 Mn1 Cl2 90.41(4) . . ? N2 Mn1 Cl2 176.55(4) . . ? N3 Mn1 Cl1 174.09(4) . . ? N1 Mn1 Cl1 100.70(4) . . ? N2 Mn1 Cl1 85.76(4) . . ? Cl2 Mn1 Cl1 90.796(18) . . ? N3 Mn1 Cl1 90.95(4) . 2_666 ? N1 Mn1 Cl1 169.01(4) . 2_666 ? N2 Mn1 Cl1 87.22(4) . 2_666 ? Cl2 Mn1 Cl1 92.603(19) . 2_666 ? Cl1 Mn1 Cl1 89.829(15) . 2_666 ? Mn1 Cl1 Mn1 90.170(15) . 2_666 ? C1 N1 C8 112.19(14) . . ? C1 N1 Mn1 118.53(11) . . ? C8 N1 Mn1 104.14(10) . . ? C1 N1 H1N 107.8(14) . . ? C8 N1 H1N 106.5(14) . . ? Mn1 N1 H1N 107.0(14) . . ? N1 C1 C2 112.78(15) . . ? N1 C1 H1A 109.0 . . ? C2 C1 H1A 109.0 . . ? N1 C1 H1B 109.0 . . ? C2 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? C3 C2 C1 113.59(15) . . ? C3 C2 H2A 108.8 . . ? C1 C2 H2A 108.8 . . ? C3 C2 H2B 108.8 . . ? C1 C2 H2B 108.8 . . ? H2A C2 H2B 107.7 . . ? N2 C3 C2 114.97(15) . . ? N2 C3 H3A 108.5 . . ? C2 C3 H3A 108.5 . . ? N2 C3 H3B 108.5 . . ? C2 C3 H3B 108.5 . . ? H3A C3 H3B 107.5 . . ? C3 N2 C4 111.38(14) . . ? C3 N2 Mn1 120.46(11) . . ? C4 N2 Mn1 114.50(10) . . ? C3 N2 H2N 106.2(14) . . ? C4 N2 H2N 105.6(14) . . ? Mn1 N2 H2N 96.0(14) . . ? N2 C4 C5 113.52(14) . . ? N2 C4 H4A 108.9 . . ? C5 C4 H4A 108.9 . . ? N2 C4 H4B 108.9 . . ? C5 C4 H4B 108.9 . . ? H4A C4 H4B 107.7 . . ? C6 C5 C4 116.45(15) . . ? C6 C5 H5A 108.2 . . ? C4 C5 H5A 108.2 . . ? C6 C5 H5B 108.2 . . ? C4 C5 H5B 108.2 . . ? H5A C5 H5B 107.3 . . ? N3 C6 C5 114.21(14) . . ? N3 C6 H6A 108.7 . . ? C5 C6 H6A 108.7 . . ? N3 C6 H6B 108.7 . . ? C5 C6 H6B 108.7 . . ? H6A C6 H6B 107.6 . . ? C7 N3 C6 112.62(14) . . ? C7 N3 Mn1 110.76(10) . . ? C6 N3 Mn1 117.55(10) . . ? C7 N3 H3N 105.6(14) . . ? C6 N3 H3N 106.3(14) . . ? Mn1 N3 H3N 102.6(14) . . ? N3 C7 C8 111.72(14) . . ? N3 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? N3 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? N1 C8 C7 110.79(14) . . ? N1 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? N1 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? C9 O1 H1C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Mn1 Cl1 Mn1 -97.6(4) . . . 2_666 ? N1 Mn1 Cl1 Mn1 -176.83(4) . . . 2_666 ? N2 Mn1 Cl1 Mn1 -87.23(4) . . . 2_666 ? Cl2 Mn1 Cl1 Mn1 92.601(19) . . . 2_666 ? Cl1 Mn1 Cl1 Mn1 0.0 2_666 . . 2_666 ? N3 Mn1 N1 C1 -96.42(13) . . . . ? N2 Mn1 N1 C1 -8.11(13) . . . . ? Cl2 Mn1 N1 C1 168.54(12) . . . . ? Cl1 Mn1 N1 C1 77.65(12) . . . . ? Cl1 Mn1 N1 C1 -85.5(2) 2_666 . . . ? N3 Mn1 N1 C8 29.05(10) . . . . ? N2 Mn1 N1 C8 117.36(11) . . . . ? Cl2 Mn1 N1 C8 -66.00(10) . . . . ? Cl1 Mn1 N1 C8 -156.89(10) . . . . ? Cl1 Mn1 N1 C8 40.0(3) 2_666 . . . ? C8 N1 C1 C2 -155.87(15) . . . . ? Mn1 N1 C1 C2 -34.41(19) . . . . ? N1 C1 C2 C3 84.97(19) . . . . ? C1 C2 C3 N2 -70.6(2) . . . . ? C2 C3 N2 C4 150.58(16) . . . . ? C2 C3 N2 Mn1 12.3(2) . . . . ? N3 Mn1 N2 C3 97.87(14) . . . . ? N1 Mn1 N2 C3 19.64(14) . . . . ? Cl2 Mn1 N2 C3 -83.9(7) . . . . ? Cl1 Mn1 N2 C3 -81.06(13) . . . . ? Cl1 Mn1 N2 C3 -171.10(13) 2_666 . . . ? N3 Mn1 N2 C4 -39.24(12) . . . . ? N1 Mn1 N2 C4 -117.47(12) . . . . ? Cl2 Mn1 N2 C4 139.0(6) . . . . ? Cl1 Mn1 N2 C4 141.83(11) . . . . ? Cl1 Mn1 N2 C4 51.79(11) 2_666 . . . ? C3 N2 C4 C5 -80.51(18) . . . . ? Mn1 N2 C4 C5 60.44(17) . . . . ? N2 C4 C5 C6 -74.6(2) . . . . ? C4 C5 C6 N3 70.4(2) . . . . ? C5 C6 N3 C7 75.61(19) . . . . ? C5 C6 N3 Mn1 -54.97(18) . . . . ? N1 Mn1 N3 C7 -3.57(11) . . . . ? N2 Mn1 N3 C7 -94.30(11) . . . . ? Cl2 Mn1 N3 C7 85.80(11) . . . . ? Cl1 Mn1 N3 C7 -83.9(4) . . . . ? Cl1 Mn1 N3 C7 178.50(11) 2_666 . . . ? N1 Mn1 N3 C6 127.86(12) . . . . ? N2 Mn1 N3 C6 37.13(12) . . . . ? Cl2 Mn1 N3 C6 -142.77(11) . . . . ? Cl1 Mn1 N3 C6 47.5(4) . . . . ? Cl1 Mn1 N3 C6 -50.07(12) 2_666 . . . ? C6 N3 C7 C8 -157.10(14) . . . . ? Mn1 N3 C7 C8 -23.16(17) . . . . ? C1 N1 C8 C7 77.74(18) . . . . ? Mn1 N1 C8 C7 -51.65(16) . . . . ? N3 C7 C8 N1 52.2(2) . . . . ? 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 H1N Cl2 0.89(2) 2.90(2) 3.6222(16) 138.7(17) 2_656 N2 H2N Cl2 0.86(2) 2.75(2) 3.5679(16) 159.8(18) 2_666 N2 H2N Cl1 0.86(2) 2.89(2) 3.3138(16) 112.0(16) . N3 H3N Cl1 0.82(2) 2.82(2) 3.4577(15) 136.2(17) 1_455 O1 H1C Cl2 0.84 2.36 3.182(3) 165.5 . _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.544 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.053 #===END