# 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_mpms7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Mn complexes' _chemical_melting_point ? _chemical_formula_moiety 'C23 H30 Cl Mn N2 O2' _chemical_formula_sum 'C23 H32 Cl Mn N2 O2' _chemical_formula_weight 456.90 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 Orthorhombic _symmetry_space_group_name_H-M 'Cmc2(1) ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, z+1/2' '-x, y, z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x+1/2, y+1/2, z' _cell_length_a 20.0544(3) _cell_length_b 15.4190(3) _cell_length_c 7.20250(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2227.15(6) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4106 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 22.40 _exptl_crystal_description NEEDLE _exptl_crystal_colour blue _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1036 _exptl_absorpt_coefficient_mu 0.856 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11821 _diffrn_reflns_av_R_equivalents 0.0359 _diffrn_reflns_av_sigmaI/netI 0.0385 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 27.42 _reflns_number_total 2547 _reflns_number_gt 2178 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _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^)+(0.0473P)^2^+0.3080P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(2) _refine_ls_number_reflns 2547 _refine_ls_number_parameters 136 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0863 _refine_ls_wR_factor_gt 0.0808 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.002 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 0.5000 0.26762(3) 0.36450(7) 0.02997(14) Uani 1 2 d S . . Cl1 Cl 0.5000 0.40234(6) 0.52820(14) 0.0491(3) Uani 1 2 d S . . O1 O 0.43299(9) 0.20835(13) 0.4896(3) 0.0471(5) Uani 1 1 d . . . C6 C 0.33748(14) 0.23255(18) 0.2990(4) 0.0408(7) Uani 1 1 d . . . N1 N 0.43603(9) 0.30206(14) 0.1548(3) 0.0344(5) Uani 1 1 d . . . C1 C 0.37266(12) 0.18353(17) 0.4277(4) 0.0374(6) Uani 1 1 d . . . C11 C 0.43686(15) 0.23162(17) 0.0114(4) 0.0425(6) Uani 1 1 d . . . H12A H 0.4309 0.1761 0.0727 0.051 Uiso 1 1 calc R . . H12B H 0.3995 0.2399 -0.0724 0.051 Uiso 1 1 calc R . . C2 C 0.34580(14) 0.10510(18) 0.4931(4) 0.0422(6) Uani 1 1 d . . . C9 C 0.36681(12) 0.31510(18) 0.2284(4) 0.0417(6) Uani 1 1 d . . . H15A H 0.3680 0.3573 0.3282 0.050 Uiso 1 1 calc R . . H15B H 0.3387 0.3381 0.1305 0.050 Uiso 1 1 calc R . . C5 C 0.27512(13) 0.2038(2) 0.2364(4) 0.0470(7) Uani 1 1 d . . . H17 H 0.2517 0.2371 0.1509 0.056 Uiso 1 1 calc R . . C4 C 0.24786(13) 0.1274(2) 0.2988(4) 0.0485(7) Uani 1 1 d . . . C3 C 0.28398(14) 0.08008(19) 0.4274(4) 0.0484(7) Uani 1 1 d . . . H20 H 0.2657 0.0287 0.4720 0.058 Uiso 1 1 calc R . . C10 C 0.46176(13) 0.38524(17) 0.0769(4) 0.0416(6) Uani 1 1 d . . . H13A H 0.4455 0.4334 0.1509 0.050 Uiso 1 1 calc R . . H13B H 0.4455 0.3926 -0.0489 0.050 Uiso 1 1 calc R . . C12 C 0.5000 0.2291(3) -0.0995(7) 0.0561(13) Uani 1 2 d S . . H11A H 0.5000 0.2780 -0.1844 0.067 Uiso 1 2 calc SR . . H11B H 0.5000 0.1766 -0.1738 0.067 Uiso 1 2 calc SR . . C7 C 0.38555(17) 0.0515(2) 0.6251(5) 0.0672(10) Uani 1 1 d . . . H22A H 0.4265 0.0809 0.6539 0.101 Uiso 1 1 calc R . . H22B H 0.3953 -0.0036 0.5694 0.101 Uiso 1 1 calc R . . H22C H 0.3604 0.0427 0.7370 0.101 Uiso 1 1 calc R . . C8 C 0.18197(15) 0.0947(2) 0.2232(5) 0.0640(9) Uani 1 1 d . . . H19A H 0.1706 0.0410 0.2827 0.096 Uiso 1 1 calc R . . H19B H 0.1858 0.0856 0.0918 0.096 Uiso 1 1 calc R . . H19C H 0.1478 0.1369 0.2471 0.096 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.0349(3) 0.0302(2) 0.0249(3) 0.0033(3) 0.000 0.000 Cl1 0.0653(7) 0.0364(5) 0.0455(6) -0.0074(4) 0.000 0.000 O1 0.0443(11) 0.0632(12) 0.0339(11) 0.0186(9) -0.0094(9) -0.0189(10) C6 0.0365(15) 0.0513(16) 0.0345(15) 0.0019(12) 0.0044(11) 0.0005(12) N1 0.0365(11) 0.0351(11) 0.0315(12) 0.0073(9) -0.0004(10) -0.0004(9) C1 0.0387(13) 0.0429(15) 0.0306(14) 0.0011(11) 0.0017(11) -0.0063(11) C11 0.0496(17) 0.0481(16) 0.0298(14) -0.0001(13) -0.0049(13) -0.0044(13) C2 0.0469(15) 0.0474(15) 0.0322(15) 0.0050(12) 0.0048(13) -0.0084(12) C9 0.0382(15) 0.0476(16) 0.0392(16) 0.0098(13) -0.0014(12) 0.0034(12) C5 0.0361(15) 0.0626(18) 0.0422(17) -0.0012(14) 0.0008(13) 0.0021(13) C4 0.0331(15) 0.069(2) 0.0435(16) -0.0130(14) 0.0090(12) -0.0052(14) C3 0.0438(15) 0.0529(17) 0.0485(17) -0.0061(13) 0.0146(13) -0.0167(13) C10 0.0423(14) 0.0394(14) 0.0430(17) 0.0165(13) -0.0014(12) 0.0018(11) C12 0.063(3) 0.064(3) 0.042(3) -0.009(2) 0.000 0.000 C7 0.069(2) 0.061(2) 0.071(2) 0.0304(18) -0.0098(19) -0.0151(17) C8 0.0377(16) 0.085(2) 0.069(2) -0.019(2) 0.0043(16) -0.0100(15) _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 O1 1.8582(18) . ? Mn1 O1 1.8582(18) 4_655 ? Mn1 N1 2.052(2) . ? Mn1 N1 2.052(2) 4_655 ? Mn1 Cl1 2.3885(10) . ? O1 C1 1.345(3) . ? C6 C1 1.389(4) . ? C6 C5 1.401(4) . ? C6 C9 1.491(4) . ? N1 C10 1.492(3) . ? N1 C11 1.499(4) . ? N1 C9 1.500(3) . ? C1 C2 1.405(4) . ? C11 C12 1.498(4) . ? C11 H12A 0.9700 . ? C11 H12B 0.9700 . ? C2 C3 1.382(4) . ? C2 C7 1.491(4) . ? C9 H15A 0.9700 . ? C9 H15B 0.9700 . ? C5 C4 1.374(4) . ? C5 H17 0.9300 . ? C4 C3 1.384(4) . ? C4 C8 1.515(4) . ? C3 H20 0.9300 . ? C10 C10 1.534(5) 4_655 ? C10 H13A 0.9700 . ? C10 H13B 0.9700 . ? C12 C11 1.498(4) 4_655 ? C12 H11A 0.9700 . ? C12 H11B 0.9700 . ? C7 H22A 0.9600 . ? C7 H22B 0.9600 . ? C7 H22C 0.9600 . ? C8 H19A 0.9600 . ? C8 H19B 0.9600 . ? C8 H19C 0.9600 . ? 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 Mn1 O1 92.64(12) . 4_655 ? O1 Mn1 N1 91.84(8) . . ? O1 Mn1 N1 159.47(9) 4_655 . ? O1 Mn1 N1 159.47(9) . 4_655 ? O1 Mn1 N1 91.84(8) 4_655 4_655 ? N1 Mn1 N1 77.41(11) . 4_655 ? O1 Mn1 Cl1 100.86(7) . . ? O1 Mn1 Cl1 100.86(7) 4_655 . ? N1 Mn1 Cl1 97.95(7) . . ? N1 Mn1 Cl1 97.95(7) 4_655 . ? C1 O1 Mn1 129.03(16) . . ? C1 C6 C5 119.7(3) . . ? C1 C6 C9 119.4(2) . . ? C5 C6 C9 120.9(3) . . ? C10 N1 C11 111.1(2) . . ? C10 N1 C9 109.75(19) . . ? C11 N1 C9 110.6(2) . . ? C10 N1 Mn1 106.43(15) . . ? C11 N1 Mn1 108.22(15) . . ? C9 N1 Mn1 110.68(15) . . ? O1 C1 C6 121.6(2) . . ? O1 C1 C2 118.6(2) . . ? C6 C1 C2 119.8(2) . . ? C12 C11 N1 113.3(2) . . ? C12 C11 H12A 108.9 . . ? N1 C11 H12A 108.9 . . ? C12 C11 H12B 108.9 . . ? N1 C11 H12B 108.9 . . ? H12A C11 H12B 107.7 . . ? C3 C2 C1 118.0(3) . . ? C3 C2 C7 122.9(3) . . ? C1 C2 C7 119.1(3) . . ? C6 C9 N1 111.8(2) . . ? C6 C9 H15A 109.3 . . ? N1 C9 H15A 109.3 . . ? C6 C9 H15B 109.3 . . ? N1 C9 H15B 109.3 . . ? H15A C9 H15B 107.9 . . ? C4 C5 C6 121.4(3) . . ? C4 C5 H17 119.3 . . ? C6 C5 H17 119.3 . . ? C5 C4 C3 117.5(3) . . ? C5 C4 C8 121.0(3) . . ? C3 C4 C8 121.5(3) . . ? C2 C3 C4 123.5(3) . . ? C2 C3 H20 118.3 . . ? C4 C3 H20 118.3 . . ? N1 C10 C10 110.24(13) . 4_655 ? N1 C10 H13A 109.6 . . ? C10 C10 H13A 109.6 4_655 . ? N1 C10 H13B 109.6 . . ? C10 C10 H13B 109.6 4_655 . ? H13A C10 H13B 108.1 . . ? C11 C12 C11 115.4(4) . 4_655 ? C11 C12 H11A 108.4 . . ? C11 C12 H11A 108.4 4_655 . ? C11 C12 H11B 108.4 . . ? C11 C12 H11B 108.4 4_655 . ? H11A C12 H11B 107.5 . . ? C2 C7 H22A 109.5 . . ? C2 C7 H22B 109.5 . . ? H22A C7 H22B 109.5 . . ? C2 C7 H22C 109.5 . . ? H22A C7 H22C 109.5 . . ? H22B C7 H22C 109.5 . . ? C4 C8 H19A 109.5 . . ? C4 C8 H19B 109.5 . . ? H19A C8 H19B 109.5 . . ? C4 C8 H19C 109.5 . . ? H19A C8 H19C 109.5 . . ? H19B C8 H19C 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 O1 Mn1 O1 C1 -145.87(19) 4_655 . . . ? N1 Mn1 O1 C1 14.1(2) . . . . ? N1 Mn1 O1 C1 -43.5(4) 4_655 . . . ? Cl1 Mn1 O1 C1 112.5(2) . . . . ? O1 Mn1 N1 C10 151.97(17) . . . . ? O1 Mn1 N1 C10 -105.5(3) 4_655 . . . ? N1 Mn1 N1 C10 -45.69(18) 4_655 . . . ? Cl1 Mn1 N1 C10 50.73(16) . . . . ? O1 Mn1 N1 C11 -88.54(16) . . . . ? O1 Mn1 N1 C11 14.0(3) 4_655 . . . ? N1 Mn1 N1 C11 73.81(16) 4_655 . . . ? Cl1 Mn1 N1 C11 170.23(15) . . . . ? O1 Mn1 N1 C9 32.76(17) . . . . ? O1 Mn1 N1 C9 135.3(2) 4_655 . . . ? N1 Mn1 N1 C9 -164.89(13) 4_655 . . . ? Cl1 Mn1 N1 C9 -68.47(16) . . . . ? Mn1 O1 C1 C6 -33.2(4) . . . . ? Mn1 O1 C1 C2 145.4(2) . . . . ? C5 C6 C1 O1 179.2(3) . . . . ? C9 C6 C1 O1 -0.5(4) . . . . ? C5 C6 C1 C2 0.6(4) . . . . ? C9 C6 C1 C2 -179.2(3) . . . . ? C10 N1 C11 C12 44.3(3) . . . . ? C9 N1 C11 C12 166.4(3) . . . . ? Mn1 N1 C11 C12 -72.2(3) . . . . ? O1 C1 C2 C3 -179.6(2) . . . . ? C6 C1 C2 C3 -0.9(4) . . . . ? O1 C1 C2 C7 -1.3(4) . . . . ? C6 C1 C2 C7 177.4(3) . . . . ? C1 C6 C9 N1 52.7(3) . . . . ? C5 C6 C9 N1 -127.0(3) . . . . ? C10 N1 C9 C6 177.0(2) . . . . ? C11 N1 C9 C6 54.1(3) . . . . ? Mn1 N1 C9 C6 -65.8(2) . . . . ? C1 C6 C5 C4 -0.4(4) . . . . ? C9 C6 C5 C4 179.3(3) . . . . ? C6 C5 C4 C3 0.6(4) . . . . ? C6 C5 C4 C8 -177.0(3) . . . . ? C1 C2 C3 C4 1.1(4) . . . . ? C7 C2 C3 C4 -177.1(3) . . . . ? C5 C4 C3 C2 -1.0(4) . . . . ? C8 C4 C3 C2 176.6(3) . . . . ? C11 N1 C10 C10 -81.08(18) . . . 4_655 ? C9 N1 C10 C10 156.33(14) . . . 4_655 ? Mn1 N1 C10 C10 36.52(13) . . . 4_655 ? N1 C11 C12 C11 48.7(5) . . . 4_655 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.42 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.417 _refine_diff_density_min -0.245 _refine_diff_density_rms 0.048 _database_code_depnum_ccdc_archive 'CCDC 946644' ####################################################################### # # 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_mprl23464 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Mn COmplexes' _chemical_melting_point ? _chemical_formula_moiety 'C19 H22 Cl Mn N2 O2' _chemical_formula_sum 'C19 H22 Cl Mn N2 O2' _chemical_formula_weight 400.78 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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.8411(2) _cell_length_b 12.6077(2) _cell_length_c 13.0061(2) _cell_angle_alpha 90.00 _cell_angle_beta 113.9890(10) _cell_angle_gamma 90.00 _cell_volume 1773.95(5) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 9996 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 25.06 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.501 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 0.910 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8390 _exptl_absorpt_correction_T_max 0.9145 _exptl_absorpt_process_details '(SADABS; Bruker, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart ApexII CCD area-detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29973 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.0154 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 25.11 _reflns_number_total 3150 _reflns_number_gt 2808 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2008)' _computing_cell_refinement 'SAINT (Bruker, 2008)' _computing_data_reduction 'SAINT (Bruker, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0336P)^2^+0.7714P] 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 3150 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0322 _refine_ls_R_factor_gt 0.0266 _refine_ls_wR_factor_ref 0.0721 _refine_ls_wR_factor_gt 0.0675 _refine_ls_goodness_of_fit_ref 1.093 _refine_ls_restrained_S_all 1.093 _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 C1 C 0.48293(18) 0.92412(15) 0.25398(15) 0.0383(4) Uani 1 1 d . . . C2 C 0.5273(2) 1.00118(17) 0.33805(17) 0.0501(5) Uani 1 1 d . . . H2 H 0.6120 1.0084 0.3795 0.060 Uiso 1 1 calc R . . C3 C 0.4472(3) 1.06629(19) 0.3601(2) 0.0651(7) Uani 1 1 d . . . H3 H 0.4778 1.1163 0.4174 0.078 Uiso 1 1 calc R . . C4 C 0.3220(3) 1.0581(2) 0.2980(2) 0.0725(8) Uani 1 1 d . . . H4 H 0.2679 1.1036 0.3118 0.087 Uiso 1 1 calc R . . C5 C 0.2773(2) 0.98220(19) 0.2153(2) 0.0579(6) Uani 1 1 d . . . H5 H 0.1925 0.9772 0.1732 0.070 Uiso 1 1 calc R . . C6 C 0.35521(18) 0.91316(15) 0.19336(16) 0.0395(4) Uani 1 1 d . . . C7 C 0.30407(18) 0.82094(16) 0.11525(17) 0.0402(4) Uani 1 1 d . . . H7A H 0.3158 0.7570 0.1599 0.048 Uiso 1 1 calc R . . H7B H 0.2158 0.8312 0.0741 0.048 Uiso 1 1 calc R . . C8 C 0.30464(18) 0.70857(15) -0.03725(16) 0.0402(5) Uani 1 1 d . . . H8A H 0.2273 0.7278 -0.0987 0.048 Uiso 1 1 calc R . . H8B H 0.2871 0.6554 0.0082 0.048 Uiso 1 1 calc R . . C9 C 0.39305(17) 0.66253(15) -0.08462(16) 0.0384(4) Uani 1 1 d . . . H9A H 0.4141 0.5902 -0.0585 0.046 Uiso 1 1 calc R . . H9B H 0.3531 0.6615 -0.1662 0.046 Uiso 1 1 calc R . . C10 C 0.34247(18) 0.90076(14) -0.03931(16) 0.0393(4) Uani 1 1 d . . . H10A H 0.3977 0.9563 0.0047 0.047 Uiso 1 1 calc R . . H10B H 0.2584 0.9262 -0.0624 0.047 Uiso 1 1 calc R . . C11 C 0.36689(18) 0.87959(16) -0.14291(15) 0.0406(5) Uani 1 1 d . . . H11A H 0.3660 0.9468 -0.1795 0.049 Uiso 1 1 calc R . . H11B H 0.2995 0.8370 -0.1947 0.049 Uiso 1 1 calc R . . C12 C 0.48755(18) 0.82361(15) -0.12216(15) 0.0370(4) Uani 1 1 d . . . H12A H 0.4873 0.8016 -0.1937 0.044 Uiso 1 1 calc R . . H12B H 0.5554 0.8729 -0.0876 0.044 Uiso 1 1 calc R . . C13 C 0.61382(18) 0.66356(15) -0.04902(17) 0.0415(5) Uani 1 1 d . . . H13A H 0.6317 0.6066 0.0055 0.050 Uiso 1 1 calc R . . H13B H 0.5898 0.6317 -0.1228 0.050 Uiso 1 1 calc R . . C14 C 0.72835(18) 0.72849(15) -0.02250(16) 0.0395(4) Uani 1 1 d . . . C15 C 0.7929(2) 0.72558(19) -0.0904(2) 0.0536(6) Uani 1 1 d . . . H15 H 0.7655 0.6811 -0.1529 0.064 Uiso 1 1 calc R . . C16 C 0.8966(2) 0.7866(2) -0.0681(2) 0.0604(6) Uani 1 1 d . . . H16 H 0.9394 0.7827 -0.1142 0.073 Uiso 1 1 calc R . . C17 C 0.9360(2) 0.85340(19) 0.0236(2) 0.0534(6) Uani 1 1 d . . . H17 H 1.0053 0.8956 0.0388 0.064 Uiso 1 1 calc R . . C18 C 0.87398(18) 0.85865(17) 0.09340(18) 0.0447(5) Uani 1 1 d . . . H18 H 0.9015 0.9045 0.1547 0.054 Uiso 1 1 calc R . . C19 C 0.77033(17) 0.79545(15) 0.07209(15) 0.0366(4) Uani 1 1 d . . . N1 N 0.36013(13) 0.80441(11) 0.03304(12) 0.0315(3) Uani 1 1 d . . . N2 N 0.50821(14) 0.72815(11) -0.04746(12) 0.0317(3) Uani 1 1 d . . . O1 O 0.56416(12) 0.86356(12) 0.23394(11) 0.0485(4) Uani 1 1 d . . . O2 O 0.71168(12) 0.80168(13) 0.14077(11) 0.0476(4) Uani 1 1 d . . . Cl2 Cl 0.53465(5) 0.60806(4) 0.19103(4) 0.05038(15) Uani 1 1 d . . . Mn1 Mn 0.54612(2) 0.77744(2) 0.11252(2) 0.02924(10) 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 C1 0.0506(11) 0.0345(10) 0.0293(9) 0.0004(8) 0.0158(9) -0.0010(9) C2 0.0678(14) 0.0444(12) 0.0341(11) -0.0067(9) 0.0166(10) -0.0056(11) C3 0.104(2) 0.0434(13) 0.0457(13) -0.0090(10) 0.0278(14) 0.0072(13) C4 0.099(2) 0.0557(15) 0.0669(17) -0.0061(13) 0.0373(16) 0.0289(15) C5 0.0615(14) 0.0570(14) 0.0548(14) 0.0014(11) 0.0233(12) 0.0179(12) C6 0.0470(11) 0.0375(10) 0.0352(10) 0.0036(8) 0.0180(9) 0.0025(9) C7 0.0340(10) 0.0415(11) 0.0441(11) -0.0010(9) 0.0147(9) -0.0029(8) C8 0.0363(10) 0.0363(10) 0.0367(10) -0.0038(8) 0.0033(8) -0.0113(8) C9 0.0432(11) 0.0293(9) 0.0324(10) -0.0057(8) 0.0048(8) -0.0089(8) C10 0.0403(10) 0.0298(9) 0.0384(10) 0.0066(8) 0.0066(8) 0.0036(8) C11 0.0417(11) 0.0378(10) 0.0310(10) 0.0078(8) 0.0033(8) -0.0002(8) C12 0.0439(11) 0.0347(10) 0.0274(9) 0.0013(8) 0.0091(8) -0.0042(8) C13 0.0500(12) 0.0343(10) 0.0380(10) -0.0075(8) 0.0156(9) 0.0019(9) C14 0.0402(11) 0.0375(11) 0.0371(10) 0.0017(8) 0.0120(9) 0.0071(8) C15 0.0555(14) 0.0609(15) 0.0487(13) -0.0038(11) 0.0255(11) 0.0104(11) C16 0.0525(14) 0.0786(17) 0.0611(15) 0.0117(13) 0.0343(12) 0.0116(13) C17 0.0369(11) 0.0605(14) 0.0619(14) 0.0159(12) 0.0191(11) 0.0035(10) C18 0.0345(10) 0.0485(12) 0.0437(11) 0.0030(9) 0.0083(9) 0.0017(9) C19 0.0316(9) 0.0414(10) 0.0324(10) 0.0051(8) 0.0084(8) 0.0050(8) N1 0.0312(8) 0.0284(7) 0.0285(7) -0.0004(6) 0.0055(6) -0.0039(6) N2 0.0358(8) 0.0260(7) 0.0260(7) -0.0026(6) 0.0050(6) -0.0030(6) O1 0.0389(7) 0.0612(9) 0.0350(7) -0.0187(7) 0.0044(6) 0.0016(7) O2 0.0324(7) 0.0755(10) 0.0302(7) -0.0113(7) 0.0080(6) -0.0119(7) Cl2 0.0535(3) 0.0398(3) 0.0482(3) 0.0152(2) 0.0107(2) -0.0006(2) Mn1 0.02912(16) 0.02912(16) 0.02261(15) -0.00077(10) 0.00345(11) -0.00190(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 C1 O1 1.334(2) . ? C1 C2 1.396(3) . ? C1 C6 1.399(3) . ? C2 C3 1.370(3) . ? C2 H2 0.9300 . ? C3 C4 1.374(4) . ? C3 H3 0.9300 . ? C4 C5 1.375(4) . ? C4 H4 0.9300 . ? C5 C6 1.380(3) . ? C5 H5 0.9300 . ? C6 C7 1.500(3) . ? C7 N1 1.485(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N1 1.496(2) . ? C8 C9 1.529(3) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N2 1.497(2) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N1 1.498(2) . ? C10 C11 1.512(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.516(3) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N2 1.503(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.499(3) . ? C13 N2 1.499(2) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.384(3) . ? C14 C19 1.406(3) . ? C15 C16 1.376(3) . ? C15 H15 0.9300 . ? C16 C17 1.378(4) . ? C16 H16 0.9300 . ? C17 C18 1.381(3) . ? C17 H17 0.9300 . ? C18 C19 1.393(3) . ? C18 H18 0.9300 . ? C19 O2 1.338(2) . ? N1 Mn1 2.0453(15) . ? N2 Mn1 2.0390(15) . ? O1 Mn1 1.8558(13) . ? O2 Mn1 1.8670(13) . ? Cl2 Mn1 2.3946(5) . ? 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 C1 C2 118.68(19) . . ? O1 C1 C6 122.23(17) . . ? C2 C1 C6 119.09(19) . . ? C3 C2 C1 120.6(2) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 120.4(2) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C5 119.5(2) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C6 121.6(2) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C5 C6 C1 118.78(19) . . ? C5 C6 C7 120.61(19) . . ? C1 C6 C7 120.28(17) . . ? N1 C7 C6 114.89(16) . . ? N1 C7 H7A 108.5 . . ? C6 C7 H7A 108.5 . . ? N1 C7 H7B 108.5 . . ? C6 C7 H7B 108.5 . . ? H7A C7 H7B 107.5 . . ? N1 C8 C9 110.50(15) . . ? N1 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? N1 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N2 C9 C8 110.07(14) . . ? N2 C9 H9A 109.6 . . ? C8 C9 H9A 109.6 . . ? N2 C9 H9B 109.6 . . ? C8 C9 H9B 109.6 . . ? H9A C9 H9B 108.2 . . ? N1 C10 C11 112.83(15) . . ? N1 C10 H10A 109.0 . . ? C11 C10 H10A 109.0 . . ? N1 C10 H10B 109.0 . . ? C11 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? C10 C11 C12 115.55(15) . . ? C10 C11 H11A 108.4 . . ? C12 C11 H11A 108.4 . . ? C10 C11 H11B 108.4 . . ? C12 C11 H11B 108.4 . . ? H11A C11 H11B 107.5 . . ? N2 C12 C11 112.44(15) . . ? N2 C12 H12A 109.1 . . ? C11 C12 H12A 109.1 . . ? N2 C12 H12B 109.1 . . ? C11 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C14 C13 N2 112.45(15) . . ? C14 C13 H13A 109.1 . . ? N2 C13 H13A 109.1 . . ? C14 C13 H13B 109.1 . . ? N2 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? C15 C14 C19 118.94(19) . . ? C15 C14 C13 121.44(19) . . ? C19 C14 C13 119.61(18) . . ? C16 C15 C14 121.9(2) . . ? C16 C15 H15 119.1 . . ? C14 C15 H15 119.1 . . ? C15 C16 C17 118.8(2) . . ? C15 C16 H16 120.6 . . ? C17 C16 H16 120.6 . . ? C16 C17 C18 121.0(2) . . ? C16 C17 H17 119.5 . . ? C18 C17 H17 119.5 . . ? C17 C18 C19 120.2(2) . . ? C17 C18 H18 119.9 . . ? C19 C18 H18 119.9 . . ? O2 C19 C18 119.20(18) . . ? O2 C19 C14 121.64(17) . . ? C18 C19 C14 119.14(18) . . ? C7 N1 C8 109.84(14) . . ? C7 N1 C10 110.45(15) . . ? C8 N1 C10 110.89(14) . . ? C7 N1 Mn1 111.36(11) . . ? C8 N1 Mn1 106.84(11) . . ? C10 N1 Mn1 107.39(11) . . ? C9 N2 C13 110.53(14) . . ? C9 N2 C12 110.26(14) . . ? C13 N2 C12 110.10(15) . . ? C9 N2 Mn1 106.95(11) . . ? C13 N2 Mn1 109.91(11) . . ? C12 N2 Mn1 109.03(11) . . ? C1 O1 Mn1 131.17(12) . . ? C19 O2 Mn1 130.34(12) . . ? O1 Mn1 O2 89.33(6) . . ? O1 Mn1 N2 161.46(6) . . ? O2 Mn1 N2 91.64(6) . . ? O1 Mn1 N1 93.47(6) . . ? O2 Mn1 N1 154.28(7) . . ? N2 Mn1 N1 77.87(6) . . ? O1 Mn1 Cl2 99.54(5) . . ? O2 Mn1 Cl2 107.41(5) . . ? N2 Mn1 Cl2 97.83(4) . . ? N1 Mn1 Cl2 97.34(4) . . ? 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 O1 C1 C2 C3 178.9(2) . . . . ? C6 C1 C2 C3 -0.9(3) . . . . ? C1 C2 C3 C4 -1.4(4) . . . . ? C2 C3 C4 C5 1.7(4) . . . . ? C3 C4 C5 C6 0.4(4) . . . . ? C4 C5 C6 C1 -2.6(3) . . . . ? C4 C5 C6 C7 170.8(2) . . . . ? O1 C1 C6 C5 -176.89(19) . . . . ? C2 C1 C6 C5 2.9(3) . . . . ? O1 C1 C6 C7 9.6(3) . . . . ? C2 C1 C6 C7 -170.61(18) . . . . ? C5 C6 C7 N1 135.4(2) . . . . ? C1 C6 C7 N1 -51.3(2) . . . . ? N1 C8 C9 N2 -0.7(2) . . . . ? N1 C10 C11 C12 -49.7(2) . . . . ? C10 C11 C12 N2 47.9(2) . . . . ? N2 C13 C14 C15 -129.75(19) . . . . ? N2 C13 C14 C19 49.1(2) . . . . ? C19 C14 C15 C16 -0.2(3) . . . . ? C13 C14 C15 C16 178.6(2) . . . . ? C14 C15 C16 C17 -0.9(4) . . . . ? C15 C16 C17 C18 0.9(3) . . . . ? C16 C17 C18 C19 0.3(3) . . . . ? C17 C18 C19 O2 179.94(19) . . . . ? C17 C18 C19 C14 -1.5(3) . . . . ? C15 C14 C19 O2 179.95(18) . . . . ? C13 C14 C19 O2 1.1(3) . . . . ? C15 C14 C19 C18 1.4(3) . . . . ? C13 C14 C19 C18 -177.42(18) . . . . ? C6 C7 N1 C8 178.19(16) . . . . ? C6 C7 N1 C10 -59.2(2) . . . . ? C6 C7 N1 Mn1 60.04(18) . . . . ? C9 C8 N1 C7 -155.96(15) . . . . ? C9 C8 N1 C10 81.68(19) . . . . ? C9 C8 N1 Mn1 -35.04(17) . . . . ? C11 C10 N1 C7 -165.02(15) . . . . ? C11 C10 N1 C8 -43.0(2) . . . . ? C11 C10 N1 Mn1 73.37(16) . . . . ? C8 C9 N2 C13 155.89(15) . . . . ? C8 C9 N2 C12 -82.14(18) . . . . ? C8 C9 N2 Mn1 36.27(17) . . . . ? C14 C13 N2 C9 174.80(15) . . . . ? C14 C13 N2 C12 52.7(2) . . . . ? C14 C13 N2 Mn1 -67.37(17) . . . . ? C11 C12 N2 C9 46.1(2) . . . . ? C11 C12 N2 C13 168.33(15) . . . . ? C11 C12 N2 Mn1 -71.03(16) . . . . ? C2 C1 O1 Mn1 -163.87(15) . . . . ? C6 C1 O1 Mn1 15.9(3) . . . . ? C18 C19 O2 Mn1 151.82(15) . . . . ? C14 C19 O2 Mn1 -26.7(3) . . . . ? C1 O1 Mn1 O2 150.99(18) . . . . ? C1 O1 Mn1 N2 57.8(3) . . . . ? C1 O1 Mn1 N1 -3.42(18) . . . . ? C1 O1 Mn1 Cl2 -101.47(17) . . . . ? C19 O2 Mn1 O1 -156.41(18) . . . . ? C19 O2 Mn1 N2 5.06(18) . . . . ? C19 O2 Mn1 N1 -59.8(3) . . . . ? C19 O2 Mn1 Cl2 103.79(17) . . . . ? C9 N2 Mn1 O1 -108.4(2) . . . . ? C13 N2 Mn1 O1 131.55(19) . . . . ? C12 N2 Mn1 O1 10.8(3) . . . . ? C9 N2 Mn1 O2 158.77(12) . . . . ? C13 N2 Mn1 O2 38.75(12) . . . . ? C12 N2 Mn1 O2 -82.02(12) . . . . ? C9 N2 Mn1 N1 -44.91(11) . . . . ? C13 N2 Mn1 N1 -164.94(12) . . . . ? C12 N2 Mn1 N1 74.30(11) . . . . ? C9 N2 Mn1 Cl2 50.96(11) . . . . ? C13 N2 Mn1 Cl2 -69.07(11) . . . . ? C12 N2 Mn1 Cl2 170.17(11) . . . . ? C7 N1 Mn1 O1 -32.22(13) . . . . ? C8 N1 Mn1 O1 -152.16(12) . . . . ? C10 N1 Mn1 O1 88.82(12) . . . . ? C7 N1 Mn1 O2 -127.91(15) . . . . ? C8 N1 Mn1 O2 112.15(16) . . . . ? C10 N1 Mn1 O2 -6.9(2) . . . . ? C7 N1 Mn1 N2 164.35(12) . . . . ? C8 N1 Mn1 N2 44.41(11) . . . . ? C10 N1 Mn1 N2 -74.61(11) . . . . ? C7 N1 Mn1 Cl2 67.87(12) . . . . ? C8 N1 Mn1 Cl2 -52.07(11) . . . . ? C10 N1 Mn1 Cl2 -171.09(10) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.11 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.304 _refine_diff_density_min -0.183 _refine_diff_density_rms 0.043 _database_code_depnum_ccdc_archive 'CCDC 946645'