# Electronic Supplementary Material for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'YunLong Feng' _publ_contact_author_email SKY37@ZJNU.CN _publ_section_title ; An unusual fluorite network constructed by dinuclear manganese and 5-carboxyl-1-carboxymethyl-3-oxidopyridimium ; loop_ _publ_author_name 'YunLong Feng.' 'Jian-Wen Cheng.' 'Mei-Xiang Jiang.' 'Cai-Hong Zhan.' # Attachment 'J.CIF' data_j _database_code_depnum_ccdc_archive 'CCDC 721542' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H9 Mn N O7' _chemical_formula_sum 'C8 H9 Mn N O7' _chemical_formula_weight 286.10 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' 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 10.3259(1) _cell_length_b 9.1606(1) _cell_length_c 11.3351(1) _cell_angle_alpha 90.00 _cell_angle_beta 101.970(1) _cell_angle_gamma 90.00 _cell_volume 1048.89(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 4906 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour bronze _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.153 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.812 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 580 _exptl_absorpt_coefficient_mu 1.283 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.774 _exptl_absorpt_correction_T_max 0.822 _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 P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 8815 _diffrn_reflns_av_R_equivalents 0.0224 _diffrn_reflns_av_sigmaI/netI 0.0217 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2389 _reflns_number_gt 2150 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII (Bruker, 2006)' _computing_cell_refinement 'SAINT (Bruker, 2006)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL (Bruker, 2002)' _computing_publication_material 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. The hydrogen atoms on oxygen atoms were located from the difference Fourier maps and refined with distance restraints of O...H = 0.85(2)\%A and H...H = 1.30(2)\%A in order to fix the hydrogen atoms on oxygen atoms. ; _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^)+(0.0284P)^2^+0.4097P] 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 2389 _refine_ls_number_parameters 166 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0266 _refine_ls_R_factor_gt 0.0232 _refine_ls_wR_factor_ref 0.0606 _refine_ls_wR_factor_gt 0.0587 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.059 _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 Mn1 Mn 0.58965(2) 0.45541(2) 0.137126(18) 0.01733(8) Uani 1 1 d . . . O1 O 0.43272(13) 0.47608(17) 0.23151(12) 0.0436(3) Uani 1 1 d . . . O2 O 0.23526(14) 0.37404(17) 0.16403(12) 0.0443(3) Uani 1 1 d . . . O3 O -0.30240(11) 0.57659(12) 0.29237(9) 0.0242(2) Uani 1 1 d . . . O4 O -0.14883(12) 0.74755(11) 0.29442(10) 0.0306(3) Uani 1 1 d . . . O5 O -0.01704(10) 0.14422(10) 0.46917(9) 0.0210(2) Uani 1 1 d . . . O1W O 0.77042(12) 0.48600(15) 0.06291(11) 0.0331(3) Uani 1 1 d D . . H1WA H 0.8310(18) 0.425(2) 0.0662(18) 0.040 Uiso 1 1 d D . . H1WB H 0.767(2) 0.531(2) 0.0001(15) 0.040 Uiso 1 1 d D . . O2W O -0.03900(15) 0.27287(17) 0.09115(13) 0.0441(3) Uani 1 1 d D . . H2WA H -0.060(2) 0.214(2) 0.1362(19) 0.053 Uiso 1 1 d D . . H2WB H 0.0379(17) 0.296(3) 0.117(2) 0.053 Uiso 1 1 d D . . N1 N 0.15013(12) 0.44855(13) 0.36961(11) 0.0195(3) Uani 1 1 d . . . C1 C 0.05227(15) 0.54504(15) 0.33486(13) 0.0206(3) Uani 1 1 d . . . H1A H 0.0704 0.6368 0.3071 0.025 Uiso 1 1 calc R . . C2 C -0.07605(14) 0.50716(16) 0.34060(12) 0.0175(3) Uani 1 1 d . . . C3 C -0.10157(14) 0.37107(15) 0.38351(12) 0.0179(3) Uani 1 1 d . . . H3A H -0.1879 0.3452 0.3865 0.021 Uiso 1 1 calc R . . C4 C 0.00243(15) 0.27142(15) 0.42281(12) 0.0179(3) Uani 1 1 d . . . C5 C 0.12865(15) 0.31528(16) 0.41178(13) 0.0204(3) Uani 1 1 d . . . H5A H 0.1994 0.2512 0.4340 0.024 Uiso 1 1 calc R . . C6 C -0.18491(15) 0.61910(15) 0.30547(12) 0.0196(3) Uani 1 1 d . . . C7 C 0.28611(15) 0.48733(19) 0.35935(15) 0.0264(3) Uani 1 1 d . . . H7A H 0.3483 0.4420 0.4250 0.032 Uiso 1 1 calc R . . H7B H 0.2971 0.5923 0.3676 0.032 Uiso 1 1 calc R . . C8 C 0.31900(17) 0.43967(17) 0.23970(15) 0.0266(3) 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 Mn1 0.01532(13) 0.01453(12) 0.02172(12) -0.00126(7) 0.00290(8) 0.00059(8) O1 0.0247(7) 0.0622(9) 0.0503(8) -0.0019(7) 0.0223(6) -0.0033(6) O2 0.0391(8) 0.0597(9) 0.0377(7) -0.0124(6) 0.0164(6) -0.0147(7) O3 0.0191(5) 0.0227(5) 0.0292(5) -0.0043(4) 0.0012(4) 0.0016(4) O4 0.0345(7) 0.0140(5) 0.0376(6) 0.0017(4) -0.0054(5) -0.0014(5) O5 0.0243(6) 0.0134(4) 0.0234(5) 0.0040(4) 0.0003(4) -0.0024(4) O1W 0.0247(7) 0.0423(7) 0.0342(6) 0.0054(5) 0.0107(5) 0.0044(5) O2W 0.0374(8) 0.0447(8) 0.0516(8) 0.0110(6) 0.0128(7) 0.0021(7) N1 0.0167(6) 0.0217(6) 0.0218(6) -0.0002(5) 0.0074(5) -0.0020(5) C1 0.0249(8) 0.0158(7) 0.0219(7) 0.0020(5) 0.0069(6) -0.0013(6) C2 0.0190(7) 0.0154(6) 0.0174(6) -0.0010(5) 0.0022(5) 0.0002(5) C3 0.0179(7) 0.0165(6) 0.0186(6) -0.0011(5) 0.0023(5) -0.0023(5) C4 0.0210(7) 0.0153(6) 0.0169(6) -0.0014(5) 0.0026(5) -0.0012(5) C5 0.0196(7) 0.0182(7) 0.0236(7) 0.0009(5) 0.0050(6) 0.0029(6) C6 0.0244(8) 0.0159(7) 0.0165(6) -0.0022(5) -0.0004(5) 0.0015(6) C7 0.0173(7) 0.0308(8) 0.0326(8) 0.0004(6) 0.0089(6) -0.0069(6) C8 0.0241(8) 0.0249(8) 0.0336(8) 0.0058(6) 0.0126(7) 0.0023(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O4 2.0987(11) 2_545 ? Mn1 O1 2.1273(12) . ? Mn1 O5 2.1519(10) 2 ? Mn1 O3 2.1813(10) 1_655 ? Mn1 O5 2.1912(10) 4_665 ? Mn1 O1W 2.2185(12) . ? O1 C8 1.243(2) . ? O2 C8 1.240(2) . ? O3 C6 1.2533(18) . ? O3 Mn1 2.1813(10) 1_455 ? O4 C6 1.2483(17) . ? O4 Mn1 2.0987(11) 2 ? O5 C4 1.3108(16) . ? O5 Mn1 2.1519(10) 2_545 ? O5 Mn1 2.1912(10) 4_566 ? O1W H1WA 0.834(14) . ? O1W H1WB 0.818(14) . ? O2W H2WA 0.806(15) . ? O2W H2WB 0.817(15) . ? N1 C1 1.3389(19) . ? N1 C5 1.3461(18) . ? N1 C7 1.4761(19) . ? C1 C2 1.384(2) . ? C1 H1A 0.9300 . ? C2 C3 1.383(2) . ? C2 C6 1.513(2) . ? C3 C4 1.409(2) . ? C3 H3A 0.9300 . ? C4 C5 1.394(2) . ? C5 H5A 0.9300 . ? C7 C8 1.529(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? 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 O4 Mn1 O1 95.08(5) 2_545 . ? O4 Mn1 O5 167.74(4) 2_545 2 ? O1 Mn1 O5 89.81(5) . 2 ? O4 Mn1 O3 95.89(4) 2_545 1_655 ? O1 Mn1 O3 82.19(5) . 1_655 ? O5 Mn1 O3 95.91(4) 2 1_655 ? O4 Mn1 O5 89.93(4) 2_545 4_665 ? O1 Mn1 O5 100.13(5) . 4_665 ? O5 Mn1 O5 78.13(4) 2 4_665 ? O3 Mn1 O5 173.54(4) 1_655 4_665 ? O4 Mn1 O1W 92.95(5) 2_545 . ? O1 Mn1 O1W 165.47(6) . . ? O5 Mn1 O1W 84.78(5) 2 . ? O3 Mn1 O1W 84.96(5) 1_655 . ? O5 Mn1 O1W 91.95(4) 4_665 . ? C8 O1 Mn1 147.55(13) . . ? C6 O3 Mn1 125.02(9) . 1_455 ? C6 O4 Mn1 152.65(11) . 2 ? C4 O5 Mn1 123.69(8) . 2_545 ? C4 O5 Mn1 128.85(9) . 4_566 ? Mn1 O5 Mn1 101.87(4) 2_545 4_566 ? Mn1 O1W H1WA 125.5(14) . . ? Mn1 O1W H1WB 120.4(15) . . ? H1WA O1W H1WB 105.9(18) . . ? H2WA O2W H2WB 108.7(19) . . ? C1 N1 C5 122.23(13) . . ? C1 N1 C7 119.35(12) . . ? C5 N1 C7 118.41(13) . . ? N1 C1 C2 119.47(13) . . ? N1 C1 H1A 120.3 . . ? C2 C1 H1A 120.3 . . ? C3 C2 C1 119.77(13) . . ? C3 C2 C6 121.21(13) . . ? C1 C2 C6 118.94(13) . . ? C2 C3 C4 120.44(13) . . ? C2 C3 H3A 119.8 . . ? C4 C3 H3A 119.8 . . ? O5 C4 C5 121.07(13) . . ? O5 C4 C3 122.16(13) . . ? C5 C4 C3 116.76(13) . . ? N1 C5 C4 121.28(13) . . ? N1 C5 H5A 119.4 . . ? C4 C5 H5A 119.4 . . ? O4 C6 O3 125.64(14) . . ? O4 C6 C2 116.39(13) . . ? O3 C6 C2 117.95(12) . . ? N1 C7 C8 113.03(13) . . ? N1 C7 H7A 109.0 . . ? C8 C7 H7A 109.0 . . ? N1 C7 H7B 109.0 . . ? C8 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? O2 C8 O1 127.80(16) . . ? O2 C8 C7 120.06(15) . . ? O1 C8 C7 112.14(15) . . ? 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 O4 Mn1 O1 C8 -75.0(2) 2_545 . . . ? O5 Mn1 O1 C8 93.8(2) 2 . . . ? O3 Mn1 O1 C8 -170.2(2) 1_655 . . . ? O5 Mn1 O1 C8 15.9(2) 4_665 . . . ? O1W Mn1 O1 C8 161.7(2) . . . . ? C5 N1 C1 C2 -0.8(2) . . . . ? C7 N1 C1 C2 177.85(13) . . . . ? N1 C1 C2 C3 0.8(2) . . . . ? N1 C1 C2 C6 177.75(12) . . . . ? C1 C2 C3 C4 0.8(2) . . . . ? C6 C2 C3 C4 -176.07(12) . . . . ? Mn1 O5 C4 C5 -99.60(14) 2_545 . . . ? Mn1 O5 C4 C5 49.09(18) 4_566 . . . ? Mn1 O5 C4 C3 81.37(15) 2_545 . . . ? Mn1 O5 C4 C3 -129.94(12) 4_566 . . . ? C2 C3 C4 O5 176.79(12) . . . . ? C2 C3 C4 C5 -2.29(19) . . . . ? C1 N1 C5 C4 -0.8(2) . . . . ? C7 N1 C5 C4 -179.49(13) . . . . ? O5 C4 C5 N1 -176.77(12) . . . . ? C3 C4 C5 N1 2.3(2) . . . . ? Mn1 O4 C6 O3 91.3(3) 2 . . . ? Mn1 O4 C6 C2 -87.1(3) 2 . . . ? Mn1 O3 C6 O4 105.48(15) 1_455 . . . ? Mn1 O3 C6 C2 -76.07(15) 1_455 . . . ? C3 C2 C6 O4 164.16(13) . . . . ? C1 C2 C6 O4 -12.72(19) . . . . ? C3 C2 C6 O3 -14.43(19) . . . . ? C1 C2 C6 O3 168.69(13) . . . . ? C1 N1 C7 C8 -92.06(16) . . . . ? C5 N1 C7 C8 86.68(16) . . . . ? Mn1 O1 C8 O2 -12.7(4) . . . . ? Mn1 O1 C8 C7 168.06(17) . . . . ? N1 C7 C8 O2 -0.8(2) . . . . ? N1 C7 C8 O1 178.49(14) . . . . ? 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 O1W H1WA O2W 0.834(14) 1.915(14) 2.743(2) 172(2) 1_655 O1W H1WB O2 0.818(14) 2.049(15) 2.8640(19) 174(2) 3_665 O2W H2WA O3 0.806(15) 2.172(16) 2.9249(18) 156(2) 2_445 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.298 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.053