data_global _journal_coden_Cambridge 182 _publ_contact_author_name 'Mealli, Carlo' _publ_contact_author_address ; Dr Carlo Mealli ICCOM CNR Via J. Nardi 39 Firenze 50132 ITALY ; _publ_contact_author_email mealli@fi.cnr.it loop_ _publ_author_name 'Carlo Mealli' 'Agustin Galindo' 'Abdessamad Grirrane' 'Andrea Ienco' 'Antonio Pastor' 'Patrick Rosa' _publ_requested_journal 'Chemical Communications' _publ_section_title ; First example of a tetra-carboxylate bridged dimanganese species ; data_79b _database_code_CSD 198988 _audit_creation_date 2002-10-31T16:09:29-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C14 H12 Mn1 N2 O4 S1' _chemical_formula_sum 'C14 H12 Mn1 N2 O4 S1' _chemical_formula_weight 359.26 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.018(3) _cell_length_b 9.104(3) _cell_length_c 10.484(4) _cell_angle_alpha 73.86(2) _cell_angle_beta 72.86(3) _cell_angle_gamma 80.71(3) _cell_volume 699.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9 _cell_measurement_theta_max 15 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.705 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 366 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.112 _exptl_absorpt_factor_mur 0.275 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_process_details ; North A.C.T., Phillips D.C. & Mathews F.S. (1968) Acta. Cryst. A24, 351 Number of psi-scan sets used was 2 Theta correction was applied. Averaged transmission function was used. No Fourier smoothing was applied. ; _exptl_absorpt_correction_T_min 0.4571 _exptl_absorpt_correction_T_max 0.7543 _exptl_absorpt_correction_t_ave 0.5786 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'scintillation LiI' _diffrn_detector_dtime 1.195 _diffrn_orient_matrix_type ; x-axis points to radiation source the matrix is specified in reciprocal space ; _diffrn_orient_matrix_UB_11 -0.078018 _diffrn_orient_matrix_UB_12 0.095035 _diffrn_orient_matrix_UB_13 0.013436 _diffrn_orient_matrix_UB_21 0.047449 _diffrn_orient_matrix_UB_22 0.051222 _diffrn_orient_matrix_UB_23 -0.09933 _diffrn_orient_matrix_UB_31 -0.093839 _diffrn_orient_matrix_UB_32 -0.038928 _diffrn_orient_matrix_UB_33 -0.023565 _diffrn_measurement_device '\k-geometry diffractometer' _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_standards_number 2 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% 1 _diffrn_standards_decay_corr_max 1.041 _diffrn_standards_decay_corr_min 0.97 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -2 2 -4 -1 4 0 _diffrn_reflns_av_R_equivalents 0.0205 _diffrn_reflns_av_unetI/netI 0.0173 _diffrn_reflns_number 2612 _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 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.1 _diffrn_reflns_theta_max 25.01 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _reflns_number_total 2463 _reflns_number_gt 2294 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SIR-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0836P)^2^+0.4370P] 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_number_reflns 2463 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0485 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1221 _refine_ls_wR_factor_gt 0.1186 _refine_ls_goodness_of_fit_ref 1.124 _refine_ls_restrained_S_all 1.124 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.757 _refine_diff_density_min -0.995 _refine_diff_density_rms 0.134 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' 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 0.40707(5) 0.49142(4) 0.17518(3) 0.02049(18) Uani 1 1 d . . . S S -0.01850(9) 0.16652(9) 0.15798(7) 0.0318(2) Uani 1 1 d . . . O1 O 0.2228(3) 0.3859(3) 0.1229(2) 0.0410(6) Uani 1 1 d . . . O2 O 0.3369(3) 0.4230(3) -0.1031(2) 0.0383(5) Uani 1 1 d . . . O3 O -0.3126(3) 0.3040(2) -0.0434(2) 0.0366(5) Uani 1 1 d . . . O4 O -0.4385(3) 0.2716(2) 0.1812(2) 0.0379(5) Uani 1 1 d . . . N1 N 0.2583(3) 0.3771(3) 0.3963(2) 0.0257(5) Uani 1 1 d . . . N2 N 0.3691(3) 0.6532(3) 0.3195(2) 0.0289(5) Uani 1 1 d . . . C1 C 0.2285(3) 0.3713(3) 0.0070(3) 0.0257(6) Uani 1 1 d . . . C2 C 0.0868(4) 0.2875(3) -0.0048(3) 0.0262(6) Uani 1 1 d . . . H2A H 0.1383 0.2252 -0.0705 0.031 Uiso 1 1 calc R . . H2B H -0.0003 0.3621 -0.0395 0.031 Uiso 1 1 calc R . . C3 C -0.1896(3) 0.1059(3) 0.1087(3) 0.0261(6) Uani 1 1 d . . . H3A H -0.1385 0.067 0.0271 0.031 Uiso 1 1 calc R . . H3B H -0.2453 0.0233 0.1821 0.031 Uiso 1 1 calc R . . C4 C -0.3265(3) 0.2379(3) 0.0797(3) 0.0243(6) Uani 1 1 d . . . C5 C 0.1874(4) 0.2449(3) 0.4265(3) 0.0320(6) Uani 1 1 d . . . H5 H 0.2061 0.1944 0.3569 0.038 Uiso 1 1 calc R . . C6 C 0.0871(4) 0.1787(4) 0.5567(3) 0.0355(7) Uani 1 1 d . . . H6 H 0.0393 0.0863 0.5744 0.043 Uiso 1 1 calc R . . C7 C 0.0603(4) 0.2544(4) 0.6590(3) 0.0376(7) Uani 1 1 d . . . H7 H -0.0076 0.214 0.7472 0.045 Uiso 1 1 calc R . . C8 C 0.1342(4) 0.3895(4) 0.6302(3) 0.0344(7) Uani 1 1 d . . . H8 H 0.1182 0.441 0.6987 0.041 Uiso 1 1 calc R . . C9 C 0.2333(3) 0.4487(3) 0.4972(3) 0.0242(6) Uani 1 1 d . . . C10 C 0.3087(3) 0.5976(3) 0.4558(3) 0.0249(6) Uani 1 1 d . . . C11 C 0.3122(4) 0.6784(4) 0.5491(3) 0.0348(7) Uani 1 1 d . . . H11 H 0.2745 0.6362 0.6433 0.042 Uiso 1 1 calc R . . C12 C 0.3724(4) 0.8218(4) 0.4997(4) 0.0399(7) Uani 1 1 d . . . H12 H 0.3767 0.8776 0.5606 0.048 Uiso 1 1 calc R . . C13 C 0.4264(4) 0.8830(4) 0.3599(4) 0.0395(7) Uani 1 1 d . . . H13 H 0.4623 0.9818 0.3246 0.047 Uiso 1 1 calc R . . C14 C 0.4254(4) 0.7933(4) 0.2741(3) 0.0366(7) Uani 1 1 d . . . H14 H 0.4661 0.8323 0.1796 0.044 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 Mn 0.0232(3) 0.0269(3) 0.0102(3) -0.00675(17) 0.00091(17) -0.00512(17) S 0.0302(4) 0.0429(4) 0.0188(4) 0.0020(3) -0.0058(3) -0.0112(3) O1 0.0518(13) 0.0538(14) 0.0242(11) -0.0047(10) -0.0134(10) -0.0260(11) O2 0.0320(11) 0.0485(13) 0.0348(12) -0.0178(10) 0.0046(9) -0.0162(9) O3 0.0510(13) 0.0352(11) 0.0246(11) -0.0080(9) -0.0141(10) 0.0023(9) O4 0.0356(11) 0.0335(11) 0.0323(12) -0.0082(9) 0.0071(9) 0.0017(9) N1 0.0311(12) 0.0298(12) 0.0137(11) -0.0073(9) -0.0006(9) -0.0018(9) N2 0.0353(13) 0.0341(13) 0.0170(11) -0.0107(9) 0.0003(9) -0.0073(10) C1 0.0243(13) 0.0253(13) 0.0260(15) -0.0056(11) -0.0052(11) -0.0020(10) C2 0.0288(14) 0.0328(14) 0.0166(13) -0.0050(11) -0.0022(11) -0.0106(11) C3 0.0242(13) 0.0250(13) 0.0264(14) -0.0050(11) -0.0025(11) -0.0044(10) C4 0.0252(13) 0.0235(13) 0.0243(14) -0.0058(11) -0.0050(11) -0.0051(10) C5 0.0413(16) 0.0321(15) 0.0212(14) -0.0069(12) -0.0041(12) -0.0064(12) C6 0.0399(16) 0.0361(16) 0.0263(15) 0.0007(12) -0.0068(13) -0.0104(13) C7 0.0412(17) 0.0480(18) 0.0154(14) 0.0015(12) -0.0017(12) -0.0079(14) C8 0.0408(16) 0.0440(17) 0.0140(13) -0.0068(12) -0.0011(12) -0.0033(13) C9 0.0280(13) 0.0307(14) 0.0121(12) -0.0067(10) -0.0038(10) 0.0022(11) C10 0.0250(13) 0.0344(14) 0.0161(13) -0.0119(11) -0.0037(10) 0.0012(11) C11 0.0405(16) 0.0458(17) 0.0207(14) -0.0162(13) -0.0060(12) -0.0007(13) C12 0.0438(18) 0.0486(19) 0.0375(18) -0.0280(15) -0.0093(14) -0.0047(14) C13 0.0404(17) 0.0361(16) 0.0432(19) -0.0187(14) -0.0004(14) -0.0112(13) C14 0.0476(18) 0.0359(16) 0.0230(15) -0.0107(12) 0.0038(13) -0.0124(13) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 2.153(2) . ? Mn O2 2.160(2) 2_665 ? Mn O3 2.164(2) 2_565 ? Mn O4 2.172(2) 1_655 ? Mn N1 2.304(2) . ? Mn N2 2.318(2) . ? S C2 1.802(3) . ? S C3 1.809(3) . ? O1 C1 1.246(4) . ? O2 C1 1.244(4) . ? O2 Mn 2.160(2) 2_665 ? O3 C4 1.243(3) . ? O3 Mn 2.164(2) 2_565 ? O4 C4 1.250(3) . ? O4 Mn 2.172(2) 1_455 ? N1 C5 1.333(4) . ? N1 C9 1.341(3) . ? N2 C14 1.334(4) . ? N2 C10 1.342(4) . ? C1 C2 1.517(4) . ? C2 H2A 0.97 . ? C2 H2B 0.97 . ? C3 C4 1.520(4) . ? C3 H3A 0.97 . ? C3 H3B 0.97 . ? C5 C6 1.387(4) . ? C5 H5 0.93 . ? C6 C7 1.378(5) . ? C6 H6 0.93 . ? C7 C8 1.370(5) . ? C7 H7 0.93 . ? C8 C9 1.391(4) . ? C8 H8 0.93 . ? C9 C10 1.474(4) . ? C10 C11 1.386(4) . ? C11 C12 1.374(5) . ? C11 H11 0.93 . ? C12 C13 1.376(5) . ? C12 H12 0.93 . ? C13 C14 1.375(4) . ? C13 H13 0.93 . ? C14 H14 0.93 . ? 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 144.61(9) . 2_665 ? O1 Mn O3 82.98(9) . 2_565 ? O2 Mn O3 88.71(10) 2_665 2_565 ? O1 Mn O4 85.04(10) . 1_655 ? O2 Mn O4 82.36(9) 2_665 1_655 ? O3 Mn O4 145.04(8) 2_565 1_655 ? O1 Mn N1 82.50(9) . . ? O2 Mn N1 128.78(9) 2_665 . ? O3 Mn N1 125.57(9) 2_565 . ? O4 Mn N1 84.91(8) 1_655 . ? O1 Mn N2 131.94(9) . . ? O2 Mn N2 80.46(9) 2_665 . ? O3 Mn N2 82.95(9) 2_565 . ? O4 Mn N2 128.09(9) 1_655 . ? N1 Mn N2 69.41(8) . . ? C2 S C3 99.51(13) . . ? C1 O1 Mn 127.1(2) . . ? C1 O2 Mn 139.6(2) . 2_665 ? C4 O3 Mn 142.09(19) . 2_565 ? C4 O4 Mn 124.10(19) . 1_455 ? C5 N1 C9 118.4(2) . . ? C5 N1 Mn 121.95(18) . . ? C9 N1 Mn 119.60(19) . . ? C14 N2 C10 118.3(2) . . ? C14 N2 Mn 122.28(19) . . ? C10 N2 Mn 118.85(18) . . ? O1 C1 O2 126.5(3) . . ? O1 C1 C2 118.0(2) . . ? O2 C1 C2 115.5(2) . . ? C1 C2 S 112.11(19) . . ? C1 C2 H2A 109.2 . . ? S C2 H2A 109.2 . . ? C1 C2 H2B 109.2 . . ? S C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? C4 C3 S 111.23(18) . . ? C4 C3 H3A 109.4 . . ? S C3 H3A 109.4 . . ? C4 C3 H3B 109.4 . . ? S C3 H3B 109.4 . . ? H3A C3 H3B 108 . . ? O3 C4 O4 126.6(3) . . ? O3 C4 C3 116.2(2) . . ? O4 C4 C3 117.2(2) . . ? N1 C5 C6 123.2(3) . . ? N1 C5 H5 118.4 . . ? C6 C5 H5 118.4 . . ? C7 C6 C5 117.9(3) . . ? C7 C6 H6 121.1 . . ? C5 C6 H6 121.1 . . ? C8 C7 C6 119.7(3) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C8 C9 119.1(3) . . ? C7 C8 H8 120.4 . . ? C9 C8 H8 120.4 . . ? N1 C9 C8 121.7(3) . . ? N1 C9 C10 115.7(2) . . ? C8 C9 C10 122.5(2) . . ? N2 C10 C11 121.7(3) . . ? N2 C10 C9 115.1(2) . . ? C11 C10 C9 123.1(3) . . ? C12 C11 C10 118.7(3) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.6 . . ? C11 C12 C13 119.9(3) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C12 C13 C14 117.9(3) . . ? C12 C13 H13 121.1 . . ? C14 C13 H13 121.1 . . ? N2 C14 C13 123.3(3) . . ? N2 C14 H14 118.3 . . ? C13 C14 H14 118.3 . . ?