# 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_compound-1a _database_code_depnum_ccdc_archive 'CCDC 783108' #TrackingRef 'sb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Mn(5-Clsalpn)N3]n' _chemical_formula_moiety 'C17 H14 Cl2 Mn N5 O2' _chemical_formula_sum 'C17 H14 Cl2 Mn N5 O2' _chemical_formula_weight 446.17 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' 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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/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' '-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 24.035(4) _cell_length_b 8.5326(14) _cell_length_c 19.386(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.162(8) _cell_angle_gamma 90.00 _cell_volume 3627.4(10) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7175 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 28.25 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 1.046 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.736 _exptl_absorpt_correction_T_max 0.870 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 20426 _diffrn_reflns_av_R_equivalents 0.0273 _diffrn_reflns_av_sigmaI/netI 0.0219 _diffrn_reflns_limit_h_min -31 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 28.25 _reflns_number_total 4344 _reflns_number_gt 3921 _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 'Bruker SHELXTL' _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^)+(0.0491P)^2^+3.5042P] 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 4344 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0431 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.0968 _refine_ls_wR_factor_gt 0.0936 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 Mn Mn 0.248976(11) 0.30068(3) 0.244061(13) 0.02321(9) Uani 1 1 d . . . Cl1 Cl 0.04803(3) -0.03568(9) 0.38932(4) 0.0625(2) Uani 1 1 d . . . Cl2 Cl 0.54915(3) -0.02603(11) 0.39917(5) 0.0794(3) Uani 1 1 d . . . O1 O 0.21507(6) 0.35388(14) 0.31291(7) 0.0283(3) Uani 1 1 d . . . O2 O 0.32771(5) 0.35033(15) 0.31815(7) 0.0296(3) Uani 1 1 d . . . N1 N 0.16536(7) 0.22090(17) 0.17180(8) 0.0275(3) Uani 1 1 d . . . N2 N 0.28854(7) 0.22236(17) 0.17580(8) 0.0285(3) Uani 1 1 d . . . N3 N 0.23297(7) 0.53988(17) 0.19522(8) 0.0286(3) Uani 1 1 d . . . N4 N 0.21230(7) 0.56416(17) 0.12821(9) 0.0302(3) Uani 1 1 d . . . N5 N 0.19267(10) 0.5909(2) 0.06459(10) 0.0478(5) Uani 1 1 d . . . C1 C 0.17682(8) 0.2648(2) 0.32826(10) 0.0267(3) Uani 1 1 d . . . C2 C 0.17809(9) 0.2678(2) 0.40112(10) 0.0321(4) Uani 1 1 d . . . H2 H 0.2064 0.3341 0.4384 0.039 Uiso 1 1 calc R . . C3 C 0.13903(9) 0.1763(2) 0.41956(11) 0.0360(4) Uani 1 1 d . . . H3 H 0.1407 0.1787 0.4694 0.043 Uiso 1 1 calc R . . C4 C 0.09714(9) 0.0803(3) 0.36496(12) 0.0386(4) Uani 1 1 d . . . C5 C 0.09308(9) 0.0771(2) 0.29238(12) 0.0376(4) Uani 1 1 d . . . H5 H 0.0633 0.0137 0.2553 0.045 Uiso 1 1 calc R . . C6 C 0.13325(8) 0.1683(2) 0.27329(10) 0.0300(4) Uani 1 1 d . . . C7 C 0.12704(8) 0.1664(2) 0.19608(10) 0.0315(4) Uani 1 1 d . . . H7 H 0.0910 0.1203 0.1597 0.038 Uiso 1 1 calc R . . C8 C 0.14742(9) 0.2156(2) 0.08940(10) 0.0343(4) Uani 1 1 d . . . H8A H 0.1418 0.3239 0.0695 0.041 Uiso 1 1 calc R . . H8B H 0.1078 0.1606 0.0651 0.041 Uiso 1 1 calc R . . C9 C 0.19422(10) 0.1329(2) 0.06855(10) 0.0367(4) Uani 1 1 d . . . H9A H 0.2017 0.0273 0.0917 0.044 Uiso 1 1 calc R . . H9B H 0.1770 0.1191 0.0130 0.044 Uiso 1 1 calc R . . C10 C 0.25473(10) 0.2173(2) 0.09303(10) 0.0359(4) Uani 1 1 d . . . H10A H 0.2800 0.1638 0.0707 0.043 Uiso 1 1 calc R . . H10B H 0.2474 0.3258 0.0732 0.043 Uiso 1 1 calc R . . C11 C 0.34323(9) 0.1685(2) 0.20257(11) 0.0334(4) Uani 1 1 d . . . H11 H 0.3568 0.1232 0.1674 0.040 Uiso 1 1 calc R . . C12 C 0.38606(9) 0.1698(2) 0.28057(11) 0.0337(4) Uani 1 1 d . . . C13 C 0.43986(10) 0.0816(3) 0.30090(13) 0.0433(5) Uani 1 1 d . . . H13 H 0.4466 0.0207 0.2640 0.052 Uiso 1 1 calc R . . C14 C 0.48248(10) 0.0836(3) 0.37389(14) 0.0475(5) Uani 1 1 d . . . C15 C 0.47392(10) 0.1738(3) 0.42840(13) 0.0452(5) Uani 1 1 d . . . H15 H 0.5038 0.1738 0.4790 0.054 Uiso 1 1 calc R . . C16 C 0.42206(9) 0.2632(3) 0.40890(11) 0.0377(4) Uani 1 1 d . . . H16 H 0.4169 0.3264 0.4462 0.045 Uiso 1 1 calc R . . C17 C 0.37651(8) 0.2627(2) 0.33470(10) 0.0291(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 Mn 0.02555(15) 0.02295(15) 0.02041(14) -0.00125(9) 0.00868(11) -0.00064(9) Cl1 0.0498(3) 0.0851(5) 0.0527(4) 0.0175(3) 0.0210(3) -0.0239(3) Cl2 0.0523(4) 0.1038(6) 0.0829(5) 0.0336(4) 0.0287(4) 0.0443(4) O1 0.0345(7) 0.0243(6) 0.0300(6) -0.0039(5) 0.0173(5) -0.0039(5) O2 0.0271(6) 0.0273(6) 0.0302(6) -0.0037(5) 0.0075(5) -0.0001(5) N1 0.0308(8) 0.0257(8) 0.0225(7) -0.0003(5) 0.0072(6) 0.0003(6) N2 0.0362(8) 0.0251(8) 0.0257(7) -0.0008(6) 0.0140(6) -0.0005(6) N3 0.0359(8) 0.0233(7) 0.0250(7) 0.0023(5) 0.0106(6) 0.0003(6) N4 0.0356(8) 0.0240(8) 0.0291(8) 0.0004(6) 0.0112(7) -0.0016(6) N5 0.0633(12) 0.0444(10) 0.0286(9) 0.0037(7) 0.0116(8) -0.0025(9) C1 0.0274(9) 0.0236(8) 0.0295(9) 0.0009(7) 0.0121(7) 0.0031(6) C2 0.0351(10) 0.0331(10) 0.0292(9) -0.0016(7) 0.0141(8) -0.0004(8) C3 0.0371(10) 0.0424(11) 0.0322(10) 0.0048(8) 0.0181(8) 0.0019(8) C4 0.0333(10) 0.0434(11) 0.0415(11) 0.0096(9) 0.0178(9) -0.0033(8) C5 0.0325(10) 0.0401(11) 0.0367(10) 0.0011(8) 0.0106(8) -0.0073(8) C6 0.0286(9) 0.0319(9) 0.0296(9) 0.0005(7) 0.0120(7) -0.0004(7) C7 0.0286(9) 0.0316(9) 0.0294(9) -0.0023(7) 0.0071(7) -0.0035(7) C8 0.0373(10) 0.0383(11) 0.0212(8) 0.0015(7) 0.0058(7) -0.0043(8) C9 0.0490(12) 0.0363(10) 0.0218(8) -0.0042(7) 0.0114(8) -0.0021(9) C10 0.0458(11) 0.0404(11) 0.0241(9) 0.0014(7) 0.0171(8) 0.0036(8) C11 0.0393(10) 0.0309(10) 0.0347(10) -0.0018(7) 0.0198(8) 0.0022(8) C12 0.0309(9) 0.0342(10) 0.0369(10) 0.0031(8) 0.0149(8) 0.0022(8) C13 0.0395(11) 0.0435(12) 0.0508(13) 0.0047(10) 0.0223(10) 0.0087(9) C14 0.0332(11) 0.0518(13) 0.0579(14) 0.0173(11) 0.0191(10) 0.0134(10) C15 0.0305(10) 0.0608(14) 0.0389(11) 0.0132(10) 0.0088(9) 0.0014(9) C16 0.0313(10) 0.0464(12) 0.0327(10) 0.0023(8) 0.0104(8) -0.0023(8) C17 0.0274(9) 0.0271(9) 0.0325(9) 0.0033(7) 0.0118(7) -0.0028(7) _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 Mn O1 1.8820(12) . y Mn O2 1.8969(13) . y Mn N2 2.0328(15) . y Mn N1 2.0397(15) . y Mn N3 2.2163(15) . y Mn N3 2.4714(15) 4_545 y Cl1 C4 1.747(2) . ? Cl2 C14 1.744(2) . ? O1 C1 1.317(2) . ? O2 C17 1.315(2) . ? N1 C7 1.281(2) . ? N1 C8 1.475(2) . ? N2 C11 1.285(2) . ? N2 C10 1.473(2) . ? N3 N4 1.204(2) . y N3 Mn 2.4714(15) 4 ? N4 N5 1.149(2) . y C1 C2 1.400(2) . ? C1 C6 1.413(3) . ? C2 C3 1.376(3) . ? C2 H2 0.9500 . ? C3 C4 1.390(3) . ? C3 H3 0.9500 . ? C4 C5 1.370(3) . ? C5 C6 1.402(3) . ? C5 H5 0.9500 . ? C6 C7 1.442(3) . ? C7 H7 0.9500 . ? C8 C9 1.516(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.514(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.439(3) . ? C11 H11 0.9500 . ? C12 C13 1.406(3) . ? C12 C17 1.407(3) . ? C13 C14 1.366(3) . ? C13 H13 0.9500 . ? C14 C15 1.389(3) . ? C15 C16 1.376(3) . ? C15 H15 0.9500 . ? C16 C17 1.407(3) . ? C16 H16 0.9500 . ? 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 Mn O2 89.80(6) . . y O1 Mn N2 174.10(6) . . y O2 Mn N2 88.78(6) . . y O1 Mn N1 88.66(6) . . y O2 Mn N1 172.62(6) . . y N2 Mn N1 92.01(6) . . y O1 Mn N3 91.78(6) . . y O2 Mn N3 93.59(6) . . y N2 Mn N3 94.03(6) . . y N1 Mn N3 93.67(6) . . y O1 Mn N3 85.53(5) . 4_545 y O2 Mn N3 85.08(5) . 4_545 y N2 Mn N3 88.64(6) . 4_545 y N1 Mn N3 87.60(6) . 4_545 y N3 Mn N3 177.00(3) . 4_545 y C1 O1 Mn 124.45(11) . . ? C17 O2 Mn 124.84(12) . . ? C7 N1 C8 116.83(15) . . ? C7 N1 Mn 121.54(12) . . ? C8 N1 Mn 121.55(12) . . ? C11 N2 C10 116.53(16) . . ? C11 N2 Mn 121.91(13) . . ? C10 N2 Mn 121.49(12) . . ? N4 N3 Mn 122.84(12) . . y N4 N3 Mn 105.87(11) . 4 y Mn N3 Mn 131.29(7) . 4 y N5 N4 N3 178.46(19) . . y O1 C1 C2 119.20(16) . . ? O1 C1 C6 122.43(16) . . ? C2 C1 C6 118.36(17) . . ? C3 C2 C1 121.06(18) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 119.68(18) . . ? C2 C3 H3 120.2 . . ? C4 C3 H3 120.2 . . ? C5 C4 C3 121.22(18) . . ? C5 C4 Cl1 119.63(17) . . ? C3 C4 Cl1 119.14(16) . . ? C4 C5 C6 119.52(19) . . ? C4 C5 H5 120.2 . . ? C6 C5 H5 120.2 . . ? C5 C6 C1 120.12(17) . . ? C5 C6 C7 118.55(17) . . ? C1 C6 C7 121.27(17) . . ? N1 C7 C6 126.36(17) . . ? N1 C7 H7 116.8 . . ? C6 C7 H7 116.8 . . ? N1 C8 C9 112.53(15) . . ? N1 C8 H8A 109.1 . . ? C9 C8 H8A 109.1 . . ? N1 C8 H8B 109.1 . . ? C9 C8 H8B 109.1 . . ? H8A C8 H8B 107.8 . . ? C10 C9 C8 114.67(16) . . ? C10 C9 H9A 108.6 . . ? C8 C9 H9A 108.6 . . ? C10 C9 H9B 108.6 . . ? C8 C9 H9B 108.6 . . ? H9A C9 H9B 107.6 . . ? N2 C10 C9 112.71(15) . . ? N2 C10 H10A 109.0 . . ? C9 C10 H10A 109.0 . . ? N2 C10 H10B 109.0 . . ? C9 C10 H10B 109.0 . . ? H10A C10 H10B 107.8 . . ? N2 C11 C12 126.52(18) . . ? N2 C11 H11 116.7 . . ? C12 C11 H11 116.7 . . ? C13 C12 C17 120.31(19) . . ? C13 C12 C11 118.06(19) . . ? C17 C12 C11 121.55(17) . . ? C14 C13 C12 119.8(2) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 120.9(2) . . ? C13 C14 Cl2 119.84(19) . . ? C15 C14 Cl2 119.25(18) . . ? C16 C15 C14 119.9(2) . . ? C16 C15 H15 120.1 . . ? C14 C15 H15 120.1 . . ? C15 C16 C17 121.2(2) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? O2 C17 C16 119.39(17) . . ? O2 C17 C12 122.67(17) . . ? C16 C17 C12 117.93(18) . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.442 _refine_diff_density_min -0.243 _refine_diff_density_rms 0.061 data_compound-1b _database_code_depnum_ccdc_archive 'CCDC 783109' #TrackingRef 'sb3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common '[Mn(5-Clsalpn)N3]n' _chemical_formula_moiety 'C17 H14 Cl2 Mn N5 O2' _chemical_formula_sum 'C17 H14 Cl2 Mn N5 O2' _chemical_formula_weight 446.17 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 '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 12.5241(8) _cell_length_b 17.6241(11) _cell_length_c 8.4720(5) _cell_angle_alpha 90.00 _cell_angle_beta 107.7210(10) _cell_angle_gamma 90.00 _cell_volume 1781.26(19) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4984 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 27.97 _exptl_crystal_description rectangle _exptl_crystal_colour brown _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 1.065 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.770 _exptl_absorpt_correction_T_max 0.918 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20425 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0364 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 28.25 _reflns_number_total 4268 _reflns_number_gt 3791 _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 'Bruker SHELXTL' _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^)+(0.0574P)^2^+1.1114P] 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 4268 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0555 _refine_ls_R_factor_gt 0.0477 _refine_ls_wR_factor_ref 0.1140 _refine_ls_wR_factor_gt 0.1099 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _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 Mn Mn 0.33066(3) 0.244065(18) 0.96425(4) 0.00947(11) Uani 1 1 d . . . Cl1 Cl -0.15732(6) 0.39448(4) 0.37773(9) 0.02877(17) Uani 1 1 d . . . Cl2 Cl 0.84399(5) 0.39291(3) 0.88744(8) 0.02180(16) Uani 1 1 d . . . O1 O 0.21819(13) 0.31651(9) 0.96234(19) 0.0125(3) Uani 1 1 d . . . O2 O 0.44171(13) 0.31557(9) 1.06889(18) 0.0116(3) Uani 1 1 d . . . N1 N 0.20844(16) 0.17304(11) 0.8311(2) 0.0125(4) Uani 1 1 d . . . N2 N 0.45391(16) 0.17351(10) 0.9413(2) 0.0116(4) Uani 1 1 d . . . N3 N 0.33211(16) 0.19592(11) 1.2059(2) 0.0124(4) Uani 1 1 d . . . N4 N 0.33772(16) 0.12840(11) 1.2325(2) 0.0124(4) Uani 1 1 d . . . N5 N 0.34312(18) 0.06429(12) 1.2614(3) 0.0191(4) Uani 1 1 d . . . C1 C 0.13422(19) 0.33271(13) 0.8291(3) 0.0128(5) Uani 1 1 d . . . C2 C 0.0931(2) 0.40743(13) 0.8026(3) 0.0148(5) Uani 1 1 d . . . H2 H 0.1263 0.4456 0.8814 0.018 Uiso 1 1 calc R . . C3 C 0.0058(2) 0.42620(14) 0.6645(3) 0.0170(5) Uani 1 1 d . . . H3 H -0.0195 0.4772 0.6470 0.020 Uiso 1 1 calc R . . C4 C -0.0454(2) 0.37010(15) 0.5503(3) 0.0178(5) Uani 1 1 d . . . C5 C -0.0091(2) 0.29620(14) 0.5732(3) 0.0167(5) Uani 1 1 d . . . H5 H -0.0452 0.2583 0.4956 0.020 Uiso 1 1 calc R . . C6 C 0.08155(19) 0.27692(14) 0.7120(3) 0.0137(5) Uani 1 1 d . . . C7 C 0.1167(2) 0.19837(13) 0.7320(3) 0.0139(5) Uani 1 1 d . . . H7 H 0.0669 0.1621 0.6652 0.017 Uiso 1 1 calc R . . C8 C 0.2244(2) 0.08986(13) 0.8363(3) 0.0155(5) Uani 1 1 d . . . H8A H 0.1592 0.0657 0.7549 0.019 Uiso 1 1 calc R . . H8B H 0.2280 0.0709 0.9478 0.019 Uiso 1 1 calc R . . C9 C 0.3309(2) 0.06724(13) 0.7978(3) 0.0153(5) Uani 1 1 d . . . H9A H 0.3310 0.0115 0.7839 0.018 Uiso 1 1 calc R . . H9B H 0.3297 0.0904 0.6908 0.018 Uiso 1 1 calc R . . C10 C 0.4386(2) 0.09022(12) 0.9282(3) 0.0147(5) Uani 1 1 d . . . H10A H 0.4382 0.0699 1.0370 0.018 Uiso 1 1 calc R . . H10B H 0.5029 0.0673 0.9007 0.018 Uiso 1 1 calc R . . C11 C 0.5474(2) 0.19901(13) 0.9306(3) 0.0138(5) Uani 1 1 d . . . H11 H 0.5966 0.1632 0.9053 0.017 Uiso 1 1 calc R . . C12 C 0.58529(19) 0.27672(13) 0.9530(3) 0.0125(4) Uani 1 1 d . . . C13 C 0.68229(19) 0.29611(13) 0.9112(3) 0.0145(5) Uani 1 1 d . . . H13 H 0.7187 0.2593 0.8637 0.017 Uiso 1 1 calc R . . C14 C 0.72381(19) 0.36838(14) 0.9393(3) 0.0150(5) Uani 1 1 d . . . C15 C 0.67278(19) 0.42308(13) 1.0121(3) 0.0146(5) Uani 1 1 d . . . H15 H 0.7030 0.4729 1.0321 0.018 Uiso 1 1 calc R . . C16 C 0.57821(19) 0.40415(13) 1.0548(3) 0.0131(5) Uani 1 1 d . . . H16 H 0.5441 0.4412 1.1053 0.016 Uiso 1 1 calc R . . C17 C 0.53158(19) 0.33107(13) 1.0248(3) 0.0112(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 Mn 0.01165(19) 0.00978(18) 0.00733(18) -0.00052(12) 0.00340(13) -0.00038(12) Cl1 0.0221(3) 0.0299(4) 0.0249(3) 0.0112(3) -0.0069(3) -0.0008(3) Cl2 0.0173(3) 0.0215(3) 0.0315(4) 0.0045(2) 0.0148(3) -0.0004(2) O1 0.0130(8) 0.0162(8) 0.0079(8) -0.0006(6) 0.0024(6) 0.0023(6) O2 0.0122(8) 0.0148(8) 0.0084(7) -0.0027(6) 0.0038(6) -0.0018(6) N1 0.0155(10) 0.0128(9) 0.0104(9) -0.0003(7) 0.0057(8) -0.0001(8) N2 0.0156(10) 0.0117(9) 0.0076(9) 0.0000(7) 0.0036(7) 0.0004(7) N3 0.0174(10) 0.0129(9) 0.0075(9) 0.0014(7) 0.0048(8) 0.0015(7) N4 0.0133(10) 0.0179(11) 0.0066(9) -0.0018(7) 0.0037(7) -0.0004(8) N5 0.0270(12) 0.0153(10) 0.0153(10) 0.0012(8) 0.0070(9) 0.0008(9) C1 0.0111(11) 0.0188(11) 0.0104(11) 0.0014(9) 0.0062(9) -0.0009(9) C2 0.0147(12) 0.0157(11) 0.0161(12) 0.0002(9) 0.0078(9) -0.0011(9) C3 0.0141(12) 0.0170(12) 0.0215(13) 0.0051(9) 0.0079(10) 0.0021(9) C4 0.0123(11) 0.0264(13) 0.0129(11) 0.0060(10) 0.0012(9) 0.0008(10) C5 0.0158(12) 0.0214(12) 0.0123(11) 0.0000(9) 0.0034(9) -0.0046(10) C6 0.0129(11) 0.0186(11) 0.0105(11) 0.0014(9) 0.0049(9) -0.0011(9) C7 0.0162(11) 0.0177(11) 0.0092(11) -0.0019(8) 0.0060(9) -0.0038(9) C8 0.0198(12) 0.0133(11) 0.0125(11) 0.0005(9) 0.0036(9) -0.0039(9) C9 0.0219(13) 0.0114(11) 0.0132(11) -0.0026(8) 0.0063(10) -0.0024(9) C10 0.0187(12) 0.0110(10) 0.0166(12) 0.0001(9) 0.0085(10) 0.0009(9) C11 0.0161(11) 0.0158(11) 0.0098(11) -0.0001(8) 0.0044(9) 0.0031(9) C12 0.0119(11) 0.0164(11) 0.0089(10) -0.0005(8) 0.0028(8) -0.0004(9) C13 0.0146(11) 0.0178(11) 0.0115(11) 0.0018(9) 0.0045(9) 0.0036(9) C14 0.0108(11) 0.0210(12) 0.0151(11) 0.0036(9) 0.0068(9) -0.0007(9) C15 0.0159(12) 0.0155(11) 0.0113(11) 0.0024(9) 0.0025(9) -0.0012(9) C16 0.0148(11) 0.0159(11) 0.0086(11) -0.0004(8) 0.0036(9) -0.0001(9) C17 0.0120(11) 0.0151(11) 0.0060(10) 0.0026(8) 0.0019(8) 0.0010(9) _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 Mn O2 1.8862(16) . y Mn O1 1.8975(16) . y Mn N1 2.0326(19) . y Mn N2 2.0370(19) . y Mn N3 2.2113(18) . y Mn N3 2.4358(18) 4_565 y Cl1 C4 1.743(2) . ? Cl2 C14 1.746(2) . ? O1 C1 1.319(3) . ? O2 C17 1.318(3) . ? N1 C7 1.280(3) . ? N1 C8 1.478(3) . ? N2 C11 1.284(3) . ? N2 C10 1.480(3) . ? N3 N4 1.209(3) . y N3 Mn 2.4358(18) 4_566 ? N4 N5 1.154(3) . y C1 C2 1.407(3) . ? C1 C6 1.410(3) . ? C2 C3 1.377(3) . ? C2 H2 0.9500 . ? C3 C4 1.395(3) . ? C3 H3 0.9500 . ? C4 C5 1.374(3) . ? C5 C6 1.405(3) . ? C5 H5 0.9500 . ? C6 C7 1.447(3) . ? C7 H7 0.9500 . ? C8 C9 1.519(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.516(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.443(3) . ? C11 H11 0.9500 . ? C12 C13 1.407(3) . ? C12 C17 1.410(3) . ? C13 C14 1.369(3) . ? C13 H13 0.9500 . ? C14 C15 1.400(3) . ? C15 C16 1.380(3) . ? C15 H15 0.9500 . ? C16 C17 1.405(3) . ? C16 H16 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Mn O1 89.64(7) . . y O2 Mn N1 174.44(7) . . y O1 Mn N1 88.74(7) . . y O2 Mn N2 88.91(7) . . y O1 Mn N2 172.77(7) . . y N1 Mn N2 92.04(8) . . y O2 Mn N3 91.38(7) . . y O1 Mn N3 93.61(7) . . y N1 Mn N3 94.02(7) . . y N2 Mn N3 93.50(7) . . y O2 Mn N3 85.76(7) . 4_565 y O1 Mn N3 84.76(7) . 4_565 y N1 Mn N3 88.80(7) . 4_565 y N2 Mn N3 88.07(7) . 4_565 y N3 Mn N3 176.71(5) . 4_565 y C1 O1 Mn 123.33(14) . . ? C17 O2 Mn 125.21(14) . . ? C7 N1 C8 116.9(2) . . ? C7 N1 Mn 121.56(16) . . ? C8 N1 Mn 121.45(15) . . ? C11 N2 C10 116.25(19) . . ? C11 N2 Mn 121.83(16) . . ? C10 N2 Mn 121.86(15) . . ? N4 N3 Mn 122.26(15) . . y N4 N3 Mn 106.01(14) . 4_566 y Mn N3 Mn 131.69(9) . 4_566 y N5 N4 N3 178.5(2) . . y O1 C1 C2 119.8(2) . . ? O1 C1 C6 122.1(2) . . ? C2 C1 C6 118.1(2) . . ? C3 C2 C1 121.2(2) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C2 C3 C4 119.8(2) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C5 C4 C3 120.8(2) . . ? C5 C4 Cl1 119.93(19) . . ? C3 C4 Cl1 119.30(19) . . ? C4 C5 C6 119.7(2) . . ? C4 C5 H5 120.1 . . ? C6 C5 H5 120.1 . . ? C5 C6 C1 120.4(2) . . ? C5 C6 C7 118.0(2) . . ? C1 C6 C7 121.6(2) . . ? N1 C7 C6 126.2(2) . . ? N1 C7 H7 116.9 . . ? C6 C7 H7 116.9 . . ? N1 C8 C9 111.93(19) . . ? N1 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? N1 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C10 C9 C8 114.68(19) . . ? C10 C9 H9A 108.6 . . ? C8 C9 H9A 108.6 . . ? C10 C9 H9B 108.6 . . ? C8 C9 H9B 108.6 . . ? H9A C9 H9B 107.6 . . ? N2 C10 C9 112.70(19) . . ? N2 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? N2 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? N2 C11 C12 126.4(2) . . ? N2 C11 H11 116.8 . . ? C12 C11 H11 116.8 . . ? C13 C12 C17 120.3(2) . . ? C13 C12 C11 118.1(2) . . ? C17 C12 C11 121.4(2) . . ? C14 C13 C12 119.6(2) . . ? C14 C13 H13 120.2 . . ? C12 C13 H13 120.2 . . ? C13 C14 C15 121.1(2) . . ? C13 C14 Cl2 119.84(18) . . ? C15 C14 Cl2 119.00(18) . . ? C16 C15 C14 119.5(2) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 121.1(2) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? O2 C17 C16 118.9(2) . . ? O2 C17 C12 122.8(2) . . ? C16 C17 C12 118.3(2) . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.980 _refine_diff_density_min -0.313 _refine_diff_density_rms 0.101