# Electronic Supplementary Material (ESI) for Chemical Science # This journal is © The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 1475 loop_ _publ_author_name 'Saines, Paul' 'Cheetham, Tony' 'Jain, Prashant' _publ_contact_author_name 'Saines, Paul' _publ_contact_author_email akc30@cam.ac.uk _publ_section_title ; Evolution of the Structures and Magnetic Properties of the Manganese Dicarboxylates, Mn2(CO2(CH2)nCO2) (OH)2 and Mn4(CO2(CH2)nCO2)3(OH)2 ; # Attachment '- merged.cif' #------------------ SECTION 2. COMPOUND(S) DETAILS -------------------------# data_1 _database_code_depnum_ccdc_archive 'CCDC 823424' #TrackingRef '- merged.cif' _audit_creation_date 2010-11-17T11:59:26-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C3 H3 Mn3 O9' _chemical_formula_sum 'C3 H3 Mn3 O9' _chemical_formula_weight 347.87 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 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 10.9072(5) _cell_length_b 5.7181(2) _cell_length_c 12.6330(5) _cell_angle_alpha 90 _cell_angle_beta 108.259(5) _cell_angle_gamma 90 _cell_volume 748.23(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 1401 _cell_measurement_theta_min 2.9677 _cell_measurement_theta_max 29.0855 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.1706 _exptl_crystal_size_mid 0.0889 _exptl_crystal_size_min 0.0398 _exptl_crystal_density_diffrn 3.088 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 672 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.015 _exptl_absorpt_correction_T_min 0.85761 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_unetI/netI 0.0455 _diffrn_reflns_number 5302 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.97 _diffrn_reflns_theta_max 29.15 _diffrn_reflns_theta_full 26.32 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.876 _reflns_number_total 1764 _reflns_number_gt 1145 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlisPro, Oxford Diffraction, 2010' _computing_cell_refinement 'CrysAlisPro, Oxford Diffraction, 2010' _computing_data_reduction 'CrysAlisPro, Oxford Diffraction, 2010' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Diamond (Brandenburg 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^)+(0.0220P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 1764 _refine_ls_number_parameters 145 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0674 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0797 _refine_ls_wR_factor_gt 0.0648 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.643 _refine_diff_density_min -0.585 _refine_diff_density_rms 0.141 #----------------------------------------------------------------------------# # 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' Mn Mn 0.3368 0.7283 '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' 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 Mn3 Mn 0.83458(5) 0.22375(9) 0.20580(5) 0.00801(16) Uani 1 1 d . . . Mn1 Mn 1.16424(6) 0.27453(9) 0.20252(5) 0.00856(16) Uani 1 1 d . . . Mn2 Mn 1.01015(5) -0.24174(8) 0.29964(5) 0.00851(17) Uani 1 1 d . . . O1 O 0.7586(2) 0.2175(4) 0.0197(2) 0.0104(6) Uani 1 1 d . . . O2H O 0.8347(3) -0.0734(4) 0.3075(2) 0.0092(6) Uani 1 1 d D . . H2H H 0.861(4) -0.024(6) 0.3733(19) 0.014 Uiso 1 1 d D . . O6 O 0.9335(2) 0.4284(4) 0.3594(2) 0.0110(6) Uani 1 1 d . . . O5 O 0.9242(2) 0.2337(4) 0.5109(2) 0.0105(6) Uani 1 1 d . . . O4 O 0.9179(2) 0.7357(4) -0.0077(2) 0.0095(6) Uani 1 1 d . . . O3 O 0.9151(3) 0.5451(4) 0.1471(2) 0.0115(6) Uani 1 1 d . . . O1H O 1.0089(2) 0.0468(4) 0.1905(2) 0.0099(6) Uani 1 1 d D . . H1H H 0.984(4) -0.025(6) 0.130(2) 0.015 Uiso 1 1 d D . . O2 O 0.7497(3) 0.4288(4) -0.1315(2) 0.0135(6) Uani 1 1 d . . . C1 C 0.7890(4) 0.3884(7) -0.0289(3) 0.0123(9) Uani 1 1 d . . . C3 C 0.9588(3) 0.4011(6) 0.4639(3) 0.0081(8) Uani 1 1 d . . . C2 C 0.8818(4) 0.5754(6) 0.0419(3) 0.0099(9) Uani 1 1 d . . . O3H O 1.1812(3) 0.5635(4) 0.3142(2) 0.0100(6) Uani 1 1 d D . . H3H H 1.209(4) 0.504(6) 0.377(2) 0.015 Uiso 1 1 d 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 Mn3 0.0086(3) 0.0087(3) 0.0066(3) 0.0002(2) 0.0022(2) 0.0002(2) Mn1 0.0079(3) 0.0096(3) 0.0080(3) 0.0001(2) 0.0023(2) 0.0001(2) Mn2 0.0080(3) 0.0100(3) 0.0072(3) 0.0008(2) 0.0018(3) 0.0007(2) O1 0.0109(14) 0.0123(13) 0.0077(14) 0.0004(11) 0.0025(11) -0.0023(11) O2H 0.0090(13) 0.0148(13) 0.0038(13) -0.0008(11) 0.0021(11) -0.0025(11) O6 0.0139(14) 0.0109(13) 0.0072(14) -0.0004(11) 0.0019(12) -0.0041(11) O5 0.0109(14) 0.0098(13) 0.0105(15) 0.0027(11) 0.0030(12) -0.0012(11) O4 0.0092(13) 0.0105(13) 0.0085(14) 0.0018(11) 0.0025(12) -0.0016(11) O3 0.0146(14) 0.0122(12) 0.0061(14) -0.0025(11) 0.0012(12) -0.0019(11) O1H 0.0101(14) 0.0095(13) 0.0093(14) -0.0008(11) 0.0017(12) -0.0017(11) O2 0.0174(15) 0.0139(14) 0.0073(14) 0.0020(11) 0.0012(12) -0.0029(11) C1 0.016(2) 0.0101(19) 0.010(2) -0.0023(16) 0.0038(17) 0.0010(16) C3 0.0038(18) 0.0123(18) 0.007(2) 0.0013(16) 0.0002(16) 0.0000(15) C2 0.0072(19) 0.0117(19) 0.009(2) 0.0005(16) -0.0008(16) 0.0030(15) O3H 0.0105(14) 0.0089(13) 0.0091(14) 0.0022(11) 0.0011(12) -0.0005(11) #----------------------------------------------------------------------------# # 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 Mn3 O2H 2.130(3) . ? Mn3 O2H 2.142(3) 2_655 ? Mn3 O1H 2.215(3) . ? Mn3 O6 2.233(2) . ? Mn3 O1 2.235(3) . ? Mn3 O3 2.260(3) . ? Mn1 O1H 2.104(3) . ? Mn1 O3H 2.137(3) 2_745 ? Mn1 O3H 2.143(3) . ? Mn1 O2 2.256(3) 3_765 ? Mn1 O2 2.322(3) 4_666 ? Mn1 O4 2.342(3) 3_765 ? Mn2 O3H 2.131(3) 1_545 ? Mn2 O1H 2.148(3) . ? Mn2 O2H 2.172(3) . ? Mn2 O3 2.241(2) 1_545 ? Mn2 O5 2.273(3) 3_756 ? Mn2 O6 2.285(3) 1_545 ? O1 C1 1.253(5) . ? O2H Mn3 2.142(3) 2_645 ? O6 C3 1.271(5) . ? O6 Mn2 2.285(3) 1_565 ? O5 C3 1.245(4) . ? O5 Mn2 2.273(3) 3_756 ? O4 C2 1.242(4) . ? O4 Mn1 2.341(3) 3_765 ? O3 C2 1.275(5) . ? O3 Mn2 2.241(2) 1_565 ? O2 C1 1.252(5) . ? O2 Mn1 2.256(3) 3_765 ? O2 Mn1 2.322(3) 4_565 ? C1 C2 1.550(5) . ? C3 C3 1.551(7) 3_766 ? O3H Mn2 2.131(3) 1_565 ? O3H Mn1 2.137(3) 2_755 ? 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 O2H Mn3 O2H 108.48(6) . 2_655 ? O2H Mn3 O1H 81.39(10) . . ? O2H Mn3 O1H 169.36(10) 2_655 . ? O2H Mn3 O6 89.13(9) . . ? O2H Mn3 O6 87.39(10) 2_655 . ? O1H Mn3 O6 96.94(10) . . ? O2H Mn3 O1 123.50(9) . . ? O2H Mn3 O1 84.23(10) 2_655 . ? O1H Mn3 O1 86.93(10) . . ? O6 Mn3 O1 147.29(9) . . ? O2H Mn3 O3 156.89(10) . . ? O2H Mn3 O3 87.02(10) 2_655 . ? O1H Mn3 O3 84.84(10) . . ? O6 Mn3 O3 74.17(9) . . ? O1 Mn3 O3 73.86(9) . . ? O1H Mn1 O3H 106.60(10) . 2_745 ? O1H Mn1 O3H 115.23(11) . . ? O3H Mn1 O3H 126.34(6) 2_745 . ? O1H Mn1 O2 149.57(10) . 3_765 ? O3H Mn1 O2 86.90(10) 2_745 3_765 ? O3H Mn1 O2 73.81(10) . 3_765 ? O1H Mn1 O2 80.91(10) . 4_666 ? O3H Mn1 O2 72.58(10) 2_745 4_666 ? O3H Mn1 O2 82.18(9) . 4_666 ? O2 Mn1 O2 129.50(6) 3_765 4_666 ? O1H Mn1 O4 82.78(10) . 3_765 ? O3H Mn1 O4 86.31(10) 2_745 3_765 ? O3H Mn1 O4 129.59(9) . 3_765 ? O2 Mn1 O4 70.77(9) 3_765 3_765 ? O2 Mn1 O4 148.19(8) 4_666 3_765 ? O3H Mn2 O1H 106.63(11) 1_545 . ? O3H Mn2 O2H 171.06(10) 1_545 . ? O1H Mn2 O2H 81.99(10) . . ? O3H Mn2 O3 86.94(10) 1_545 1_545 ? O1H Mn2 O3 87.57(10) . 1_545 ? O2H Mn2 O3 95.96(10) . 1_545 ? O3H Mn2 O5 86.62(10) 1_545 3_756 ? O1H Mn2 O5 126.64(9) . 3_756 ? O2H Mn2 O5 86.23(10) . 3_756 ? O3 Mn2 O5 145.54(9) 1_545 3_756 ? O3H Mn2 O6 86.62(10) 1_545 1_545 ? O1H Mn2 O6 156.49(10) . 1_545 ? O2H Mn2 O6 86.10(10) . 1_545 ? O3 Mn2 O6 73.55(9) 1_545 1_545 ? O5 Mn2 O6 72.31(8) 3_756 1_545 ? C1 O1 Mn3 115.8(2) . . ? Mn3 O2H Mn3 123.16(12) . 2_645 ? Mn3 O2H Mn2 99.20(12) . . ? Mn3 O2H Mn2 120.42(11) 2_645 . ? C3 O6 Mn3 136.6(2) . . ? C3 O6 Mn2 117.5(2) . 1_565 ? Mn3 O6 Mn2 105.82(11) . 1_565 ? C3 O5 Mn2 116.3(2) . 3_756 ? C2 O4 Mn1 115.8(2) . 3_765 ? C2 O3 Mn2 136.6(2) . 1_565 ? C2 O3 Mn3 116.0(2) . . ? Mn2 O3 Mn3 106.43(11) 1_565 . ? Mn1 O1H Mn2 125.89(12) . . ? Mn1 O1H Mn3 113.88(10) . . ? Mn2 O1H Mn3 97.33(12) . . ? C1 O2 Mn1 120.0(2) . 3_765 ? C1 O2 Mn1 138.8(2) . 4_565 ? Mn1 O2 Mn1 96.70(11) 3_765 4_565 ? O2 C1 O1 126.4(4) . . ? O2 C1 C2 114.8(3) . . ? O1 C1 C2 118.7(3) . . ? O5 C3 O6 126.2(3) . . ? O5 C3 C3 119.2(4) . 3_766 ? O6 C3 C3 114.7(4) . 3_766 ? O4 C2 O3 126.5(3) . . ? O4 C2 C1 118.1(3) . . ? O3 C2 C1 115.4(3) . . ? Mn2 O3H Mn1 113.13(11) 1_565 2_755 ? Mn2 O3H Mn1 116.96(12) 1_565 . ? Mn1 O3H Mn1 106.16(13) 2_755 . ? #==END data_2 _database_code_depnum_ccdc_archive 'CCDC 823425' #TrackingRef '- merged.cif' _audit_creation_date 2010-11-17T16:17:51-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C2 H3 Mn1 O3' _chemical_formula_sum 'C2 H3 Mn1 O3' _chemical_formula_weight 129.985 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' _symmetry_space_group_name_Hall '-P 2yab' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 5.8745(3) _cell_length_b 7.4316(5) _cell_length_c 7.9227(5) _cell_angle_alpha 90 _cell_angle_beta 92.414(4) _cell_angle_gamma 90 _cell_volume 345.57(4) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 3608 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 2.498 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 256 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 3.637 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.742 _exptl_absorpt_correction_T_max 0.952 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' _exptl_special_details ; The Tmin and Tmax values may be calculated using the SHELX SIZE command. The ratio of experimental transmission factors from SADABS is available in the HTML report. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker-Nonius Roper CCD camera on \k-goniostat' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_number 5609 _diffrn_reflns_av_R_equivalents 0.0680 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.76 _diffrn_reflns_theta_max 27.70 _diffrn_reflns_theta_full 27.15 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measured_fraction_theta_full 0.999 _reflns_number_total 794 _reflns_number_gt 669 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Diamond (Brandenburg 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^)+(0.0137P)^2^+1.1065P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.014(3) _refine_ls_number_reflns 794 _refine_ls_number_parameters 60 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0434 _refine_ls_R_factor_gt 0.0302 _refine_ls_wR_factor_ref 0.0707 _refine_ls_wR_factor_gt 0.0669 _refine_ls_goodness_of_fit_ref 1.197 _refine_ls_restrained_S_all 1.196 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.601 _refine_diff_density_min -0.742 _refine_diff_density_rms 0.169 #----------------------------------------------------------------------------# # 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' Mn Mn 0.3368 0.7283 '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' 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 O1H O 0.9106(4) 0.1597(3) 0.5730(3) 0.0079(5) Uani 1 1 d D . . H1H H 0.938(7) 0.182(6) 0.676(3) 0.012 Uiso 1 1 d D . . Mn1 Mn 1.24194(9) 0.10153(7) 0.47371(6) 0.00701(19) Uani 1 1 d . . . O2 O 1.1302(4) 0.1980(3) 0.2278(3) 0.0099(5) Uani 1 1 d . . . C2 C 1.0845(6) 0.4242(5) 0.0195(4) 0.0113(8) Uani 1 1 d . . . H2A H 1.047 0.3232 -0.054 0.014 Uiso 1 1 calc R . . H2B H 1.2359 0.4651 -0.0063 0.014 Uiso 1 1 calc R . . C1 C 1.0887(6) 0.3600(5) 0.2008(4) 0.0082(7) Uani 1 1 d . . . O1 O 1.4460(4) -0.0244(3) 0.6834(3) 0.0088(6) 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 O1H 0.0084(12) 0.0074(13) 0.0080(12) -0.0025(10) 0.0006(10) 0.0001(10) Mn1 0.0074(3) 0.0057(3) 0.0079(3) 0.0009(2) 0.00005(18) -0.0001(2) O2 0.0110(13) 0.0096(14) 0.0090(12) 0.0007(10) 0.0009(10) 0.0012(10) C2 0.0167(19) 0.0078(18) 0.0094(16) 0.0013(14) 0.0013(14) 0.0043(15) C1 0.0037(15) 0.0125(19) 0.0081(17) 0.0008(13) -0.0018(13) 0.0006(14) O1 0.0094(13) 0.0080(14) 0.0090(12) 0.0021(10) 0.0000(10) -0.0009(10) #----------------------------------------------------------------------------# # 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 O1H Mn1 2.163(3) 3_756 ? O1H Mn1 2.164(3) 4_565 ? O1H Mn1 2.173(2) . ? Mn1 O2 2.152(2) . ? Mn1 O1H 2.163(3) 3_756 ? Mn1 O1H 2.164(3) 4_665 ? Mn1 O1 2.215(2) . ? Mn1 O1 2.330(3) 3_856 ? O2 C1 1.245(4) . ? C2 C1 1.513(5) . ? C2 C2 1.525(7) 3_765 ? C1 O1 1.280(4) 2_756 ? O1 C1 1.279(4) 2_746 ? O1 Mn1 2.330(3) 3_856 ? 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 Mn1 O1H Mn1 119.58(11) 3_756 4_565 ? Mn1 O1H Mn1 97.50(10) 3_756 . ? Mn1 O1H Mn1 115.78(11) 4_565 . ? O2 Mn1 O1H 92.07(9) . 3_756 ? O2 Mn1 O1H 99.96(9) . 4_665 ? O1H Mn1 O1H 167.93(6) 3_756 4_665 ? O2 Mn1 O1H 91.01(9) . . ? O1H Mn1 O1H 82.50(10) 3_756 . ? O1H Mn1 O1H 96.25(7) 4_665 . ? O2 Mn1 O1 162.65(10) . . ? O1H Mn1 O1 87.50(9) 3_756 . ? O1H Mn1 O1 81.30(9) 4_665 . ? O1H Mn1 O1 106.11(9) . . ? O2 Mn1 O1 79.35(9) . 3_856 ? O1H Mn1 O1 91.00(9) 3_756 3_856 ? O1H Mn1 O1 92.14(9) 4_665 3_856 ? O1H Mn1 O1 168.20(9) . 3_856 ? O1 Mn1 O1 83.31(9) . 3_856 ? C1 O2 Mn1 121.9(2) . . ? C1 C2 C2 114.2(4) . 3_765 ? O2 C1 O1 124.2(3) . 2_756 ? O2 C1 C2 117.6(3) . . ? O1 C1 C2 118.2(3) 2_756 . ? C1 O1 Mn1 136.4(2) 2_746 . ? C1 O1 Mn1 111.8(2) 2_746 3_856 ? Mn1 O1 Mn1 96.69(9) . 3_856 ? #==END data_3 _database_code_depnum_ccdc_archive 'CCDC 823426' #TrackingRef '- merged.cif' _audit_creation_date 2010-11-17T17:30:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C6 H10 Mn2 O6' _chemical_formula_sum 'C6 H10 Mn2 O6' _chemical_formula_weight 288.02 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' _symmetry_space_group_name_Hall '-P 2yab' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 8.1023(2) _cell_length_b 9.3777(3) _cell_length_c 12.5161(4) _cell_angle_alpha 90 _cell_angle_beta 103.948(2) _cell_angle_gamma 90 _cell_volume 922.94(5) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 22677 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description 'cut blade' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 2.073 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.735 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.752 _exptl_absorpt_correction_T_max 1.078 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a __diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX II CCD camera on \k-goniostat' _diffrn_measurement_method '\f & \w scans' _diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm' _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_radiation_probe x-ray _diffrn_reflns_av_unetI/netI 0.0254 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_number 9994 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.35 _diffrn_reflns_theta_max 27.57 _diffrn_reflns_theta_full 27.33 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.982 _reflns_number_total 2098 _reflns_number_gt 1985 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Diamond (Brandenburg 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^)+(0.0231P)^2^+1.9290P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 2098 _refine_ls_number_parameters 134 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0755 _refine_ls_wR_factor_gt 0.073 _refine_ls_goodness_of_fit_ref 1.185 _refine_ls_restrained_S_all 1.185 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.424 _refine_diff_density_min -0.572 _refine_diff_density_rms 0.113 #----------------------------------------------------------------------------# # 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' Mn Mn 0.3368 0.7283 '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' 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 C5 C 0.9897(4) 0.1805(3) 0.3272(2) 0.0144(6) Uani 1 1 d . . . H5A H 1.075 0.106 0.3357 0.017 Uiso 1 1 calc R . . H5B H 0.8827 0.1355 0.3291 0.017 Uiso 1 1 calc R . . C3 C 1.0887(4) 0.2054(3) 0.5355(2) 0.0129(6) Uani 1 1 d . . . H3A H 0.9945 0.1464 0.5443 0.015 Uiso 1 1 calc R . . H3B H 1.1852 0.1435 0.5369 0.015 Uiso 1 1 calc R . . C4 C 1.0395(4) 0.2823(3) 0.4245(2) 0.0131(6) Uani 1 1 d . . . H4A H 0.9449 0.3458 0.4243 0.016 Uiso 1 1 calc R . . H4B H 1.1346 0.3402 0.4158 0.016 Uiso 1 1 calc R . . C2 C 1.1344(4) 0.3108(3) 0.6304(2) 0.0139(6) Uani 1 1 d . . . H2A H 1.2146 0.3791 0.6138 0.017 Uiso 1 1 calc R . . H2B H 1.0323 0.3629 0.6337 0.017 Uiso 1 1 calc R . . Mn1 Mn 0.93738(5) 0.16091(5) -0.02769(3) 0.00670(12) Uani 1 1 d . . . Mn2 Mn 0.67208(5) 0.01645(5) 0.10376(3) 0.00673(12) Uani 1 1 d . . . O1 O 0.7620(3) 0.1603(2) -0.18094(16) 0.0116(4) Uani 1 1 d . . . O1H O 1.0292(3) 0.3654(2) -0.04228(16) 0.0078(4) Uani 1 1 d D . . H1H H 1.082(4) 0.365(4) -0.093(2) 0.012 Uiso 1 1 d D . . O2H O 0.8310(3) -0.0506(2) -0.00475(16) 0.0081(4) Uani 1 1 d D . . H2H H 0.770(4) -0.086(4) -0.062(2) 0.012 Uiso 1 1 d D . . O2 O 0.7847(3) -0.1159(2) 0.24403(17) 0.0146(5) Uani 1 1 d . . . O3 O 0.8800(3) 0.1842(2) 0.13163(16) 0.0113(4) Uani 1 1 d . . . O4 O 1.0468(3) 0.3632(2) 0.20869(17) 0.0157(5) Uani 1 1 d . . . C1 C 1.2102(4) 0.2483(3) 0.7434(2) 0.0090(5) Uani 1 1 d . . . C6 C 0.9713(4) 0.2495(3) 0.2157(2) 0.0088(5) 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 C5 0.0227(16) 0.0105(15) 0.0084(14) 0.0001(11) 0.0009(12) -0.0066(13) C3 0.0195(15) 0.0109(14) 0.0070(14) 0.0003(11) 0.0009(12) -0.0013(12) C4 0.0206(15) 0.0108(15) 0.0067(14) 0.0009(11) 0.0011(12) -0.0025(12) C2 0.0198(16) 0.0111(15) 0.0087(14) 0.0008(11) -0.0005(12) -0.0026(13) Mn1 0.0084(2) 0.0054(2) 0.0059(2) 0.00065(15) 0.00096(16) 0.00030(16) Mn2 0.0078(2) 0.0059(2) 0.0062(2) -0.00006(15) 0.00124(16) -0.00038(16) O1 0.0135(10) 0.0121(11) 0.0074(10) 0.0028(8) -0.0007(8) -0.0023(9) O1H 0.0084(9) 0.0073(10) 0.0078(10) -0.0001(7) 0.0020(7) 0.0000(8) O2H 0.0084(10) 0.0070(10) 0.0084(10) -0.0014(8) 0.0010(7) -0.0009(8) O2 0.0220(12) 0.0091(10) 0.0094(10) 0.0015(8) -0.0025(9) -0.0003(9) O3 0.0141(10) 0.0122(11) 0.0076(10) -0.0026(8) 0.0026(8) -0.0051(9) O4 0.0219(12) 0.0140(11) 0.0110(11) -0.0006(8) 0.0035(9) -0.0081(10) C1 0.0090(13) 0.0097(13) 0.0088(13) 0.0022(11) 0.0033(11) 0.0016(12) C6 0.0083(13) 0.0091(13) 0.0095(13) -0.0006(11) 0.0032(11) 0.0007(12) #----------------------------------------------------------------------------# # 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 C5 C6 1.512(4) . ? C5 C4 1.524(4) . ? C3 C2 1.520(4) . ? C3 C4 1.530(4) . ? C2 C1 1.517(4) . ? Mn1 O1H 2.081(2) . ? Mn1 O1 2.094(2) . ? Mn1 O2H 2.095(2) 3_755 ? Mn1 O3 2.165(2) . ? Mn1 O2H 2.208(2) . ? Mn1 Mn1 3.2061(9) 3_755 ? Mn2 O1H 2.157(2) 2_645 ? Mn2 O4 2.162(2) 4_565 ? Mn2 O2 2.164(2) . ? Mn2 O2H 2.177(2) . ? Mn2 O1H 2.211(2) 4_565 ? Mn2 O3 2.269(2) . ? O1 C1 1.271(4) 4_564 ? O1H Mn2 2.157(2) 2_655 ? O1H Mn2 2.211(2) 4_665 ? O2H Mn1 2.095(2) 3_755 ? O2 C1 1.252(4) 3_756 ? O3 C6 1.286(3) . ? O4 C6 1.242(4) . ? O4 Mn2 2.162(2) 4_665 ? C1 O2 1.251(4) 3_756 ? C1 O1 1.271(4) 4_666 ? 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 C6 C5 C4 114.7(2) . . ? C2 C3 C4 111.3(3) . . ? C5 C4 C3 113.1(2) . . ? C1 C2 C3 116.4(3) . . ? O1H Mn1 O1 95.75(8) . . ? O1H Mn1 O2H 98.61(8) . 3_755 ? O1 Mn1 O2H 123.66(8) . 3_755 ? O1H Mn1 O3 98.55(8) . . ? O1 Mn1 O3 126.52(8) . . ? O2H Mn1 O3 104.63(8) 3_755 . ? O1H Mn1 O2H 176.34(8) . . ? O1 Mn1 O2H 85.22(8) . . ? O2H Mn1 O2H 83.71(8) 3_755 . ? O3 Mn1 O2H 78.09(8) . . ? O1H Mn1 Mn1 141.74(6) . 3_755 ? O1 Mn1 Mn1 107.75(6) . 3_755 ? O2H Mn1 Mn1 43.21(6) 3_755 3_755 ? O3 Mn1 Mn1 91.31(6) . 3_755 ? O2H Mn1 Mn1 40.51(5) . 3_755 ? O1H Mn2 O4 97.72(8) 2_645 4_565 ? O1H Mn2 O2 92.73(8) 2_645 . ? O4 Mn2 O2 88.55(8) 4_565 . ? O1H Mn2 O2H 95.62(8) 2_645 . ? O4 Mn2 O2H 164.72(8) 4_565 . ? O2 Mn2 O2H 98.24(8) . . ? O1H Mn2 O1H 80.45(8) 2_645 4_565 ? O4 Mn2 O1H 90.66(8) 4_565 4_565 ? O2 Mn2 O1H 172.96(8) . 4_565 ? O2H Mn2 O1H 84.23(7) . 4_565 ? O1H Mn2 O3 168.32(8) 2_645 . ? O4 Mn2 O3 89.11(8) 4_565 . ? O2 Mn2 O3 96.92(8) . . ? O2H Mn2 O3 76.54(8) . . ? O1H Mn2 O3 90.06(8) 4_565 . ? C1 O1 Mn1 135.25(19) 4_564 . ? Mn1 O1H Mn2 112.39(9) . 2_655 ? Mn1 O1H Mn2 121.09(9) . 4_665 ? Mn2 O1H Mn2 99.56(8) 2_655 4_665 ? Mn1 O2H Mn2 131.18(10) 3_755 . ? Mn1 O2H Mn1 96.29(8) 3_755 . ? Mn2 O2H Mn1 97.47(8) . . ? C1 O2 Mn2 131.77(19) 3_756 . ? C6 O3 Mn1 126.33(18) . . ? C6 O3 Mn2 135.66(18) . . ? Mn1 O3 Mn2 96.02(8) . . ? C6 O4 Mn2 143.3(2) . 4_665 ? O2 C1 O1 125.5(3) 3_756 4_666 ? O2 C1 C2 119.6(3) 3_756 . ? O1 C1 C2 114.9(3) 4_666 . ? O4 C6 O3 123.2(3) . . ? O4 C6 C5 119.4(3) . . ? O3 C6 C5 117.4(3) . . ? #==END data_4 _database_code_depnum_ccdc_archive 'CCDC 823427' #TrackingRef '- merged.cif' _audit_creation_date 2010-11-18T16:30:53-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C7 H12 Mn2 O6' _chemical_formula_sum 'C7 H12 Mn2 O6' _chemical_formula_weight 302.05 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' _symmetry_space_group_name_Hall '-P 2yab' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 8.1123(10) _cell_length_b 9.3629(11) _cell_length_c 13.4620(18) _cell_angle_alpha 90 _cell_angle_beta 94.880(7) _cell_angle_gamma 90 _cell_volume 1018.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 45415 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description 'cut blade' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.969 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 608 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.483 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.400 _exptl_absorpt_correction_T_max 1.508 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX2 Area Detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm' _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0555 _diffrn_reflns_av_unetI/netI 0.0403 _diffrn_reflns_number 7828 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 27.67 _diffrn_reflns_theta_full 27.26 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.973 _reflns_number_total 2330 _reflns_number_gt 2124 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Diamond (Brandenburg 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^)+(0.1263P)^2^+16.9001P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.011(4) _refine_ls_number_reflns 2330 _refine_ls_number_parameters 144 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0992 _refine_ls_R_factor_gt 0.0915 _refine_ls_wR_factor_ref 0.252 _refine_ls_wR_factor_gt 0.2423 _refine_ls_goodness_of_fit_ref 1.142 _refine_ls_restrained_S_all 1.142 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.875 _refine_diff_density_min -1.463 _refine_diff_density_rms 0.293 #----------------------------------------------------------------------------# # 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' O O 0.0106 0.006 '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 Mn1 Mn 0.04928(14) -0.33845(12) 0.97700(9) 0.0113(4) Uani 1 1 d . . . Mn2 Mn 0.11907(14) 0.01651(12) 0.90504(9) 0.0110(4) Uani 1 1 d . . . O2H O -0.1669(6) -0.4493(6) 1.0033(4) 0.0106(11) Uani 1 1 d D . . O3 O 0.1889(7) -0.3128(6) 0.1198(4) 0.0155(12) Uani 1 1 d . . . O1H O -0.0490(7) -0.1355(6) 0.9627(4) 0.0116(11) Uani 1 1 d D . . O1 O 0.1490(7) -0.3377(6) 0.8391(4) 0.0156(12) Uani 1 1 d . . . O4 O 0.0604(8) -0.1338(6) 0.1910(4) 0.0174(13) Uani 1 1 d . . . O2 O 0.1614(8) -0.1158(7) 0.7773(5) 0.0210(13) Uani 1 1 d . . . C6 C 0.1824(13) -0.3163(10) 0.2967(6) 0.0214(18) Uani 1 1 d . . . H6A H 0.1046 -0.394 0.3025 0.026 Uiso 1 1 calc R . . H6B H 0.2919 -0.3582 0.2975 0.026 Uiso 1 1 calc R . . C4 C 0.1868(13) -0.3084(10) 0.4843(7) 0.0242(19) Uani 1 1 d . . . H4A H 0.094 -0.3741 0.4811 0.029 Uiso 1 1 calc R . . H4B H 0.2873 -0.365 0.4887 0.029 Uiso 1 1 calc R . . C1 C 0.1644(10) -0.2475(9) 0.7689(6) 0.0145(15) Uani 1 1 d . . . C2 C 0.1880(12) -0.3167(10) 0.6694(6) 0.0222(19) Uani 1 1 d . . . H2A H 0.1025 -0.3884 0.6567 0.027 Uiso 1 1 calc R . . H2B H 0.2934 -0.3663 0.6753 0.027 Uiso 1 1 calc R . . C3 C 0.1844(12) -0.2194(9) 0.5789(6) 0.0195(17) Uani 1 1 d . . . H3A H 0.2797 -0.1564 0.5849 0.023 Uiso 1 1 calc R . . H3B H 0.0854 -0.161 0.5753 0.023 Uiso 1 1 calc R . . C5 C 0.1781(12) -0.2219(10) 0.3882(6) 0.0201(18) Uani 1 1 d . . . H5A H 0.0769 -0.1662 0.3827 0.024 Uiso 1 1 calc R . . H5B H 0.2706 -0.1559 0.3908 0.024 Uiso 1 1 calc R . . C7 C 0.1425(10) -0.2446(9) 0.1957(6) 0.0147(15) Uani 1 1 d . . . H2H H -0.202(13) -0.412(11) 1.055(5) 0.022 Uiso 1 1 d D . . H1H H -0.106(12) -0.141(11) 0.907(4) 0.022 Uiso 1 1 d 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 0.0105(6) 0.0057(6) 0.0176(7) 0.0004(4) 0.0004(5) -0.0001(4) Mn2 0.0099(6) 0.0073(6) 0.0158(6) 0.0004(4) 0.0008(4) -0.0005(4) O2H 0.009(2) 0.008(2) 0.015(3) -0.003(2) -0.002(2) 0.001(2) O3 0.016(3) 0.012(3) 0.018(3) -0.004(2) 0.002(2) 0.004(2) O1H 0.011(3) 0.010(2) 0.014(3) -0.002(2) 0.000(2) -0.004(2) O1 0.016(3) 0.014(3) 0.017(3) 0.002(2) 0.002(2) -0.002(2) O4 0.020(3) 0.011(3) 0.021(3) -0.001(2) 0.000(2) 0.008(2) O2 0.024(3) 0.015(3) 0.024(3) -0.002(2) 0.005(3) 0.001(3) C6 0.032(5) 0.015(4) 0.018(4) 0.001(3) 0.006(3) 0.005(4) C4 0.033(5) 0.019(4) 0.020(4) 0.002(4) -0.002(4) -0.001(4) C1 0.013(3) 0.013(4) 0.018(4) -0.002(3) 0.001(3) 0.000(3) C2 0.031(5) 0.021(4) 0.016(4) -0.001(3) 0.008(3) 0.001(4) C3 0.026(4) 0.012(4) 0.021(4) -0.001(3) 0.007(3) 0.001(3) C5 0.026(4) 0.017(4) 0.017(4) -0.003(3) 0.000(3) 0.001(4) C7 0.011(3) 0.014(4) 0.018(4) -0.002(3) -0.005(3) -0.002(3) #----------------------------------------------------------------------------# # 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 Mn1 O1H 2.064(6) . ? Mn1 O1 2.087(6) . ? Mn1 O2H 2.094(6) . ? Mn1 O3 2.160(6) 1_556 ? Mn1 O2H 2.210(5) 3_547 ? Mn1 Mn1 3.203(2) 3_547 ? Mn2 O1H 2.160(6) . ? Mn2 O4 2.162(6) 3_556 ? Mn2 O2 2.170(6) . ? Mn2 O2H 2.184(5) 4_655 ? Mn2 O1H 2.215(6) 3_557 ? Mn2 O3 2.276(6) 2_556 ? O2H Mn2 2.184(5) 4 ? O2H Mn1 2.210(5) 3_547 ? O3 C7 1.288(10) . ? O3 Mn1 2.160(6) 1_554 ? O3 Mn2 2.276(6) 2_546 ? O1H Mn2 2.215(6) 3_557 ? O1 C1 1.282(10) . ? O4 C7 1.232(10) . ? O4 Mn2 2.162(6) 3_556 ? O2 C1 1.238(11) . ? C6 C5 1.518(12) . ? C6 C7 1.527(11) . ? C4 C3 1.523(13) . ? C4 C5 1.524(12) . ? C1 C2 1.515(11) . ? C2 C3 1.520(12) . ? 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 O1H Mn1 O1 95.2(2) . . ? O1H Mn1 O2H 98.6(2) . . ? O1 Mn1 O2H 123.1(2) . . ? O1H Mn1 O3 98.6(2) . 1_556 ? O1 Mn1 O3 125.3(2) . 1_556 ? O2H Mn1 O3 106.7(2) . 1_556 ? O1H Mn1 O2H 176.8(2) . 3_547 ? O1 Mn1 O2H 85.0(2) . 3_547 ? O2H Mn1 O2H 83.9(2) . 3_547 ? O3 Mn1 O2H 78.8(2) 1_556 3_547 ? O1H Mn1 Mn1 141.91(16) . 3_547 ? O1 Mn1 Mn1 107.28(17) . 3_547 ? O2H Mn1 Mn1 43.33(15) . 3_547 ? O3 Mn1 Mn1 93.08(17) 1_556 3_547 ? O2H Mn1 Mn1 40.54(14) 3_547 3_547 ? O1H Mn2 O4 97.8(2) . 3_556 ? O1H Mn2 O2 93.2(2) . . ? O4 Mn2 O2 87.7(2) 3_556 . ? O1H Mn2 O2H 94.9(2) . 4_655 ? O4 Mn2 O2H 165.6(2) 3_556 4_655 ? O2 Mn2 O2H 98.3(2) . 4_655 ? O1H Mn2 O1H 80.2(2) . 3_557 ? O4 Mn2 O1H 91.1(2) 3_556 3_557 ? O2 Mn2 O1H 173.1(2) . 3_557 ? O2H Mn2 O1H 84.4(2) 4_655 3_557 ? O1H Mn2 O3 167.4(2) . 2_556 ? O4 Mn2 O3 89.4(2) 3_556 2_556 ? O2 Mn2 O3 97.4(2) . 2_556 ? O2H Mn2 O3 76.8(2) 4_655 2_556 ? O1H Mn2 O3 89.4(2) 3_557 2_556 ? Mn1 O2H Mn2 132.4(3) . 4 ? Mn1 O2H Mn1 96.1(2) . 3_547 ? Mn2 O2H Mn1 97.3(2) 4 3_547 ? C7 O3 Mn1 126.5(5) . 1_554 ? C7 O3 Mn2 135.6(5) . 2_546 ? Mn1 O3 Mn2 96.0(2) 1_554 2_546 ? Mn1 O1H Mn2 112.9(3) . . ? Mn1 O1H Mn2 120.8(3) . 3_557 ? Mn2 O1H Mn2 99.8(2) . 3_557 ? C1 O1 Mn1 136.7(5) . . ? C7 O4 Mn2 142.4(6) . 3_556 ? C1 O2 Mn2 130.3(6) . . ? C5 C6 C7 116.7(7) . . ? C3 C4 C5 114.6(8) . . ? O2 C1 O1 125.8(8) . . ? O2 C1 C2 120.8(8) . . ? O1 C1 C2 113.4(7) . . ? C1 C2 C3 117.2(8) . . ? C2 C3 C4 109.9(7) . . ? C6 C5 C4 112.1(7) . . ? O4 C7 O3 124.7(8) . . ? O4 C7 C6 119.3(8) . . ? O3 C7 C6 115.8(7) . . ? #==END data_5 _database_code_depnum_ccdc_archive 'CCDC 823428' #TrackingRef '- merged.cif' _audit_creation_date 2010-11-17T17:03:16-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C15 H20 Mn4 O14' _chemical_formula_sum 'C15 H20 Mn4 O14' _chemical_formula_weight 644.07 _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 5.0589(2) _cell_length_b 10.5756(6) _cell_length_c 19.1948(8) _cell_angle_alpha 79.883(3) _cell_angle_beta 87.442(3) _cell_angle_gamma 85.762(3) _cell_volume 1007.68(8) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 41653 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description 'cut needle' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_diffrn 2.123 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 644 _exptl_special_details ; The Tmin and Tmax values may be calculated using the SHELX SIZE command. The ratio of experimental transmission factors from SADABS is available in the HTML report. ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 2.525 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.532 _exptl_absorpt_correction_T_max 1.548 _exptl_absorpt_process_details 'SADABS V2.10 (Sheldrick, G.M., 2003)' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Bruker-Nonius FR591 rotating anode' _diffrn_radiation_monochromator '10cm confocal mirrors' _diffrn_measurement_device_type 'Bruker-Nonius APEX2 Area Detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean '4096x4096pixels / 62x62mm' _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% negligible _diffrn_reflns_av_R_equivalents 0.0552 _diffrn_reflns_av_unetI/netI 0.0479 _diffrn_reflns_number 16405 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 27.43 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.991 _reflns_number_total 4576 _reflns_number_gt 4005 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Diamond (Brandenburg 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^)+(0.0659P)^2^+6.0413P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4576 _refine_ls_number_parameters 305 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0788 _refine_ls_R_factor_gt 0.0667 _refine_ls_wR_factor_ref 0.1697 _refine_ls_wR_factor_gt 0.1580 _refine_ls_goodness_of_fit_ref 1.131 _refine_ls_restrained_S_all 1.131 _refine_ls_shift/su_max 0.023 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 1.04 _refine_diff_density_min -0.911 _refine_diff_density_rms 0.22 #----------------------------------------------------------------------------# # 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' Mn Mn 0.3368 0.7283 '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' 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 0.63834(19) 0.33225(9) 0.36208(5) 0.0114(2) Uani 1 1 d . . . Mn2 Mn 1.11997(18) 0.15220(9) 0.32195(5) 0.0102(2) Uani 1 1 d . . . Mn4 Mn 1.60623(18) 0.36318(9) 0.18748(5) 0.0102(2) Uani 1 1 d . . . O23 O 1.8551(9) 0.4901(4) 0.1219(2) 0.0147(9) Uani 1 1 d . . . O13 O 1.3894(9) 0.0163(4) 0.3813(2) 0.0143(9) Uani 1 1 d . . . O4 O 1.1318(10) -0.0244(4) 0.1688(2) 0.0187(10) Uani 1 1 d . . . O24 O 1.2545(9) 0.3838(4) 0.1232(2) 0.0122(9) Uani 1 1 d . . . O2 O 0.3457(9) 0.4912(4) 0.2436(2) 0.0157(9) Uani 1 1 d . . . O11 O 0.8728(9) 0.3568(4) 0.4449(2) 0.0153(9) Uani 1 1 d . . . C14 C 1.7709(13) -0.1018(6) 0.4352(3) 0.0143(12) Uani 1 1 d . . . H14A H 1.8455 -0.0856 0.4782 0.017 Uiso 1 1 calc R . . H14B H 1.9164 -0.126 0.4045 0.017 Uiso 1 1 calc R . . O12 O 0.2462(9) 0.2841(4) 0.3962(2) 0.0131(9) Uani 1 1 d . . . O3 O 0.9101(9) 0.0354(4) 0.2611(2) 0.0167(10) Uani 1 1 d . . . O1H O 1.4122(9) 0.1931(4) 0.2387(2) 0.0096(8) Uani 1 1 d D . . H1H H 1.538(11) 0.135(5) 0.244(4) 0.014 Uiso 1 1 d D . . O1 O 0.5096(10) 0.5298(4) 0.3436(2) 0.0195(10) Uani 1 1 d . . . O14 O 0.7528(9) 0.1235(4) 0.3873(2) 0.0132(9) Uani 1 1 d . . . O2H O 0.8855(9) 0.3231(4) 0.2712(2) 0.0097(8) Uani 1 1 d D . . H2H H 0.989(12) 0.384(5) 0.267(4) 0.015 Uiso 1 1 d D . . C25 C 1.0934(13) 0.4840(6) 0.1051(3) 0.0131(12) Uani 1 1 d . . . C24 C 1.7890(12) 0.3993(6) -0.0603(3) 0.0147(13) Uani 1 1 d . . . H24A H 1.6593 0.3678 -0.0877 0.018 Uiso 1 1 calc R . . H24B H 1.6969 0.4254 -0.0192 0.018 Uiso 1 1 calc R . . C4 C 0.8172(13) -0.1658(6) 0.2303(3) 0.0149(13) Uani 1 1 d . . . H4A H 0.6858 -0.1571 0.1942 0.018 Uiso 1 1 calc R . . H4B H 0.7237 -0.1747 0.276 0.018 Uiso 1 1 calc R . . C5 C 0.9671(12) -0.0448(6) 0.2195(3) 0.0125(12) Uani 1 1 d . . . C15 C 1.6260(13) 0.0200(6) 0.3988(3) 0.0123(12) Uani 1 1 d . . . Mn3 Mn 1.19626(19) 0.17602(9) 0.14898(5) 0.0119(2) Uani 1 1 d . . . O21 O 1.4632(9) 0.1516(4) 0.0658(2) 0.0150(9) Uani 1 1 d . . . O22 O 0.8017(9) 0.2222(4) 0.1147(2) 0.0124(9) Uani 1 1 d . . . C21 C 1.6984(13) 0.1797(6) 0.0639(3) 0.0122(12) Uani 1 1 d . . . C22 C 1.8752(13) 0.1641(6) -0.0002(3) 0.0122(12) Uani 1 1 d . . . H22A H 1.7729 0.1331 -0.0345 0.015 Uiso 1 1 calc R . . H22B H 2.0181 0.0998 0.0141 0.015 Uiso 1 1 calc R . . C1 C 0.3545(13) 0.5581(6) 0.2925(3) 0.0142(12) Uani 1 1 d . . . C23 C 1.9944(13) 0.2902(6) -0.0355(3) 0.0126(12) Uani 1 1 d . . . H23A H 2.1072 0.3175 -0.0022 0.015 Uiso 1 1 calc R . . H23B H 2.1053 0.2736 -0.0759 0.015 Uiso 1 1 calc R . . C3 C -0.0032(13) 0.7123(6) 0.2272(3) 0.0149(12) Uani 1 1 d . . . H3A H -0.1118 0.642 0.2236 0.018 Uiso 1 1 calc R . . H3B H 0.1119 0.7262 0.1852 0.018 Uiso 1 1 calc R . . C2 C 0.1640(13) 0.6753(6) 0.2917(3) 0.0151(13) Uani 1 1 d . . . H2A H 0.0463 0.6602 0.3331 0.018 Uiso 1 1 calc R . . H2B H 0.2651 0.7478 0.2959 0.018 Uiso 1 1 calc R . . C12 C 1.2577(13) 0.3394(6) 0.5127(3) 0.0131(12) Uani 1 1 d . . . H12A H 1.1289 0.3656 0.5473 0.016 Uiso 1 1 calc R . . H12B H 1.3807 0.4066 0.5007 0.016 Uiso 1 1 calc R . . C13 C 1.5893(13) -0.2141(6) 0.4539(3) 0.0138(12) Uani 1 1 d . . . H13A H 1.4494 -0.192 0.4868 0.017 Uiso 1 1 calc R . . H13B H 1.5072 -0.2275 0.4113 0.017 Uiso 1 1 calc R . . C11 C 1.1163(13) 0.3266(6) 0.4474(3) 0.0118(12) 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 0.0077(4) 0.0119(5) 0.0142(4) -0.0011(3) 0.0004(4) -0.0003(4) Mn2 0.0073(4) 0.0117(4) 0.0111(4) -0.0006(3) 0.0004(3) -0.0008(3) Mn4 0.0073(4) 0.0115(4) 0.0111(4) 0.0001(3) 0.0004(3) -0.0015(3) O23 0.011(2) 0.016(2) 0.017(2) -0.0017(17) -0.0007(18) -0.0029(18) O13 0.009(2) 0.014(2) 0.020(2) 0.0000(17) -0.0043(18) -0.0017(17) O4 0.019(2) 0.013(2) 0.023(2) -0.0023(18) 0.008(2) -0.0014(19) O24 0.009(2) 0.013(2) 0.015(2) -0.0046(17) -0.0005(17) -0.0023(17) O2 0.007(2) 0.019(2) 0.023(2) -0.0098(19) -0.0016(18) -0.0012(18) O11 0.009(2) 0.018(2) 0.019(2) -0.0047(18) -0.0016(18) -0.0004(18) C14 0.010(3) 0.014(3) 0.017(3) 0.000(2) -0.003(2) 0.003(2) O12 0.010(2) 0.017(2) 0.014(2) -0.0084(17) 0.0023(17) -0.0003(17) O3 0.014(2) 0.017(2) 0.021(2) -0.0116(18) 0.0024(19) -0.0002(19) O1H 0.008(2) 0.008(2) 0.0112(19) 0.0010(15) -0.0028(17) 0.0013(16) O1 0.021(3) 0.016(2) 0.022(2) -0.0058(18) -0.004(2) 0.001(2) O14 0.010(2) 0.014(2) 0.014(2) 0.0012(17) -0.0005(17) -0.0028(17) O2H 0.009(2) 0.009(2) 0.0107(19) -0.0012(16) -0.0006(17) -0.0024(16) C25 0.014(3) 0.014(3) 0.011(3) 0.000(2) 0.001(2) -0.002(2) C24 0.005(3) 0.017(3) 0.021(3) -0.001(2) 0.003(2) -0.003(2) C4 0.013(3) 0.015(3) 0.016(3) -0.002(2) -0.001(2) -0.003(2) C5 0.003(3) 0.016(3) 0.018(3) -0.001(2) -0.003(2) 0.003(2) C15 0.013(3) 0.014(3) 0.009(3) 0.001(2) 0.004(2) 0.001(2) Mn3 0.0088(5) 0.0123(5) 0.0146(5) -0.0016(3) -0.0007(4) -0.0014(4) O21 0.012(2) 0.018(2) 0.015(2) -0.0030(17) -0.0008(18) -0.0031(18) O22 0.012(2) 0.014(2) 0.0108(19) -0.0006(16) 0.0019(17) -0.0018(17) C21 0.013(3) 0.008(3) 0.016(3) -0.001(2) -0.002(2) 0.000(2) C22 0.013(3) 0.012(3) 0.011(3) 0.000(2) 0.003(2) -0.002(2) C1 0.012(3) 0.016(3) 0.012(3) 0.003(2) 0.004(2) -0.004(2) C23 0.010(3) 0.018(3) 0.009(3) -0.001(2) 0.002(2) -0.003(2) C3 0.016(3) 0.010(3) 0.019(3) -0.002(2) 0.000(3) 0.000(2) C2 0.014(3) 0.014(3) 0.017(3) -0.003(2) 0.001(3) 0.002(2) C12 0.015(3) 0.011(3) 0.013(3) 0.000(2) -0.002(2) 0.002(2) C13 0.015(3) 0.011(3) 0.014(3) 0.003(2) -0.006(2) -0.001(2) C11 0.016(3) 0.011(3) 0.009(3) 0.001(2) 0.002(2) -0.002(2) #----------------------------------------------------------------------------# # 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 Mn1 O11 2.088(5) . ? Mn1 O2H 2.112(4) . ? Mn1 O1 2.116(5) . ? Mn1 O12 2.131(5) . ? Mn1 O14 2.214(4) . ? Mn1 Mn2 3.1333(13) . ? Mn2 O13 2.120(4) . ? Mn2 O1H 2.137(4) . ? Mn2 O2H 2.188(4) . ? Mn2 O3 2.197(4) . ? Mn2 O14 2.204(4) . ? Mn2 O12 2.301(4) 1_655 ? Mn4 O23 2.117(5) . ? Mn4 O2H 2.153(4) 1_655 ? Mn4 O1H 2.172(4) . ? Mn4 O24 2.187(4) . ? Mn4 O2 2.203(4) 1_655 ? Mn4 O22 2.355(4) 1_655 ? Mn4 Mn3 3.1658(13) . ? O23 C25 1.234(8) 1_655 ? O13 C15 1.263(8) . ? O4 C5 1.252(8) . ? O4 Mn3 2.134(5) . ? O24 C25 1.294(8) . ? O24 Mn3 2.205(4) . ? O2 C1 1.276(8) . ? O2 Mn4 2.203(4) 1_455 ? O11 C11 1.251(8) . ? C14 C15 1.508(8) . ? C14 C13 1.538(9) . ? O12 C11 1.286(7) 1_455 ? O12 Mn2 2.301(4) 1_455 ? O3 C5 1.274(7) . ? O1H Mn3 2.121(4) . ? O1 C1 1.264(8) . ? O14 C15 1.290(8) 1_455 ? O2H Mn4 2.153(4) 1_455 ? C25 O23 1.234(8) 1_455 ? C25 C24 1.519(8) 2_865 ? C24 C25 1.519(8) 2_865 ? C24 C23 1.520(9) . ? C4 C5 1.513(9) . ? C4 C3 1.530(8) 1_645 ? C15 O14 1.290(8) 1_655 ? Mn3 O21 2.084(5) . ? Mn3 O22 2.125(4) . ? O21 C21 1.245(8) . ? O22 C21 1.288(7) 1_455 ? O22 Mn4 2.355(4) 1_455 ? C21 O22 1.288(7) 1_655 ? C21 C22 1.514(8) . ? C22 C23 1.538(8) . ? C1 C2 1.510(9) . ? C3 C2 1.507(9) . ? C3 C4 1.530(8) 1_465 ? C12 C11 1.502(8) . ? C12 C13 1.536(8) 2_856 ? C13 C12 1.536(8) 2_856 ? C11 O12 1.286(7) 1_655 ? 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 O11 Mn1 O2H 108.63(17) . . ? O11 Mn1 O1 91.55(18) . . ? O2H Mn1 O1 100.38(18) . . ? O11 Mn1 O12 113.10(17) . . ? O2H Mn1 O12 136.61(16) . . ? O1 Mn1 O12 90.02(19) . . ? O11 Mn1 O14 87.85(17) . . ? O2H Mn1 O14 83.42(16) . . ? O1 Mn1 O14 176.14(18) . . ? O12 Mn1 O14 86.70(17) . . ? O11 Mn1 Mn2 84.59(13) . . ? O2H Mn1 Mn2 44.19(11) . . ? O1 Mn1 Mn2 139.04(15) . . ? O12 Mn1 Mn2 128.89(12) . . ? O14 Mn1 Mn2 44.70(12) . . ? O13 Mn2 O1H 90.92(17) . . ? O13 Mn2 O2H 167.36(17) . . ? O1H Mn2 O2H 87.75(16) . . ? O13 Mn2 O3 103.53(17) . . ? O1H Mn2 O3 91.85(17) . . ? O2H Mn2 O3 89.08(16) . . ? O13 Mn2 O14 101.06(17) . . ? O1H Mn2 O14 166.43(16) . . ? O2H Mn2 O14 81.94(16) . . ? O3 Mn2 O14 79.24(17) . . ? O13 Mn2 O12 82.94(16) . 1_655 ? O1H Mn2 O12 99.25(16) . 1_655 ? O2H Mn2 O12 84.87(16) . 1_655 ? O3 Mn2 O12 167.11(17) . 1_655 ? O14 Mn2 O12 88.64(16) . 1_655 ? O13 Mn2 Mn1 134.07(13) . . ? O1H Mn2 Mn1 128.07(11) . . ? O2H Mn2 Mn1 42.28(11) . . ? O3 Mn2 Mn1 98.85(12) . . ? O14 Mn2 Mn1 44.97(11) . . ? O12 Mn2 Mn1 69.13(11) 1_655 . ? O23 Mn4 O2H 92.87(17) . 1_655 ? O23 Mn4 O1H 163.56(17) . . ? O2H Mn4 O1H 87.43(16) 1_655 . ? O23 Mn4 O24 100.69(17) . . ? O2H Mn4 O24 165.82(17) 1_655 . ? O1H Mn4 O24 80.73(16) . . ? O23 Mn4 O2 103.81(18) . 1_655 ? O2H Mn4 O2 92.99(16) 1_655 1_655 ? O1H Mn4 O2 92.58(17) . 1_655 ? O24 Mn4 O2 79.87(16) . 1_655 ? O23 Mn4 O22 80.45(16) . 1_655 ? O2H Mn4 O22 98.36(16) 1_655 1_655 ? O1H Mn4 O22 83.24(15) . 1_655 ? O24 Mn4 O22 88.02(15) . 1_655 ? O2 Mn4 O22 167.69(16) 1_655 1_655 ? O23 Mn4 Mn3 130.90(12) . . ? O2H Mn4 Mn3 127.19(12) 1_655 . ? O1H Mn4 Mn3 41.87(11) . . ? O24 Mn4 Mn3 44.10(11) . . ? O2 Mn4 Mn3 101.27(12) 1_655 . ? O22 Mn4 Mn3 68.00(11) 1_655 . ? C25 O23 Mn4 133.6(4) 1_655 . ? C15 O13 Mn2 133.4(4) . . ? C5 O4 Mn3 108.1(4) . . ? C25 O24 Mn4 129.1(4) . . ? C25 O24 Mn3 132.8(4) . . ? Mn4 O24 Mn3 92.26(16) . . ? C1 O2 Mn4 139.9(4) . 1_455 ? C11 O11 Mn1 123.8(4) . . ? C15 C14 C13 112.5(5) . . ? C11 O12 Mn1 124.0(4) 1_455 . ? C11 O12 Mn2 130.0(4) 1_455 1_455 ? Mn1 O12 Mn2 105.96(17) . 1_455 ? C5 O3 Mn2 138.2(4) . . ? Mn3 O1H Mn2 101.30(18) . . ? Mn3 O1H Mn4 95.02(16) . . ? Mn2 O1H Mn4 135.6(2) . . ? C1 O1 Mn1 112.2(4) . . ? C15 O14 Mn2 125.7(4) 1_455 . ? C15 O14 Mn1 135.1(4) 1_455 . ? Mn2 O14 Mn1 90.33(16) . . ? Mn1 O2H Mn4 102.21(18) . 1_455 ? Mn1 O2H Mn2 93.52(16) . . ? Mn4 O2H Mn2 135.2(2) 1_455 . ? O23 C25 O24 124.4(6) 1_455 . ? O23 C25 C24 118.9(6) 1_455 2_865 ? O24 C25 C24 116.6(5) . 2_865 ? C25 C24 C23 113.5(5) 2_865 . ? C5 C4 C3 113.2(5) . 1_645 ? O4 C5 O3 122.6(6) . . ? O4 C5 C4 119.5(5) . . ? O3 C5 C4 117.8(5) . . ? O13 C15 O14 123.3(6) . 1_655 ? O13 C15 C14 119.1(6) . . ? O14 C15 C14 117.5(6) 1_655 . ? O21 Mn3 O1H 108.85(17) . . ? O21 Mn3 O22 112.41(17) . . ? O1H Mn3 O22 136.53(16) . . ? O21 Mn3 O4 91.06(18) . . ? O1H Mn3 O4 101.43(18) . . ? O22 Mn3 O4 91.01(18) . . ? O21 Mn3 O24 87.62(17) . . ? O1H Mn3 O24 81.45(16) . . ? O22 Mn3 O24 87.11(16) . . ? O4 Mn3 O24 177.10(17) . . ? O21 Mn3 Mn4 84.99(13) . . ? O1H Mn3 Mn4 43.11(12) . . ? O22 Mn3 Mn4 128.30(12) . . ? O4 Mn3 Mn4 138.80(14) . . ? O24 Mn3 Mn4 43.64(11) . . ? C21 O21 Mn3 123.4(4) . . ? C21 O22 Mn3 125.3(4) 1_455 . ? C21 O22 Mn4 128.7(4) 1_455 1_455 ? Mn3 O22 Mn4 105.99(17) . 1_455 ? O21 C21 O22 122.8(6) . 1_655 ? O21 C21 C22 119.7(6) . . ? O22 C21 C22 117.4(6) 1_655 . ? C21 C22 C23 112.9(5) . . ? O1 C1 O2 123.6(6) . . ? O1 C1 C2 117.4(6) . . ? O2 C1 C2 119.0(6) . . ? C24 C23 C22 114.0(5) . . ? C2 C3 C4 112.0(5) . 1_465 ? C3 C2 C1 116.0(5) . . ? C11 C12 C13 113.0(5) . 2_856 ? C12 C13 C14 112.0(5) 2_856 . ? O11 C11 O12 121.8(6) . 1_655 ? O11 C11 C12 118.4(5) . . ? O12 C11 C12 119.7(6) 1_655 . ? #==END data_6 _database_code_depnum_ccdc_archive 'CCDC 823429' #TrackingRef '- merged.cif' _audit_creation_date 2010-11-19T09:54:54-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C21 H32 Mn4 O14' _chemical_formula_sum 'C21 H32 Mn4 O14' _chemical_formula_weight 728.23 _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 5.0585(3) _cell_length_b 12.4647(7) _cell_length_c 20.8241(9) _cell_angle_alpha 90.848(4) _cell_angle_beta 90.047(4) _cell_angle_gamma 90.770(5) _cell_volume 1312.75(12) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4958 _cell_measurement_theta_min 3.5437 _cell_measurement_theta_max 71.8303 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.3837 _exptl_crystal_size_mid 0.0177 _exptl_crystal_size_min 0.0155 _exptl_crystal_density_diffrn 1.848 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 740 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 15.901 _exptl_absorpt_correction_T_min 0.149 _exptl_absorpt_correction_T_max 0.798 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.36 (release 02-08-2010 CrysAlis171 .NET) (compiled Aug 2 2010,13:00:58) Analytical numeric absorption correction using a multifaceted crystal model based on expressions derived by R.C. Clark & J.S. Reid. (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type CuK\a _diffrn_radiation_probe x-ray _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_detector_area_resol_mean 16.1183 _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_av_R_equivalents 0.0415 _diffrn_reflns_av_unetI/netI 0.0576 _diffrn_reflns_number 8448 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 72.36 _diffrn_reflns_theta_full 67.08 _diffrn_measured_fraction_theta_full 0.984 _diffrn_measured_fraction_theta_max 0.944 _reflns_number_total 4906 _reflns_number_gt 4209 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CrysAlisPro (Oxford Diffraction 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2007)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^)+(0.0888P)^2^+10.4479P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 4906 _refine_ls_number_parameters 358 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0807 _refine_ls_R_factor_gt 0.0709 _refine_ls_wR_factor_ref 0.2035 _refine_ls_wR_factor_gt 0.1955 _refine_ls_goodness_of_fit_ref 1.127 _refine_ls_restrained_S_all 1.127 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.187 _refine_diff_density_min -1.395 _refine_diff_density_rms 0.216 #----------------------------------------------------------------------------# # 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 0.0181 0.0091 '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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn -0.5299 2.8052 '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 Mn1 Mn -0.3286(2) 0.33762(9) 0.35246(5) 0.0197(3) Uani 1 1 d . . . Mn2 Mn 0.1190(2) 0.17896(9) 0.31082(5) 0.0174(3) Uani 1 1 d . . . Mn3 Mn 0.1606(2) 0.17161(9) 0.15472(5) 0.0196(3) Uani 1 1 d . . . Mn4 Mn 0.6183(2) 0.33754(8) 0.19430(5) 0.0177(3) Uani 1 1 d . . . O1 O -0.4226(11) 0.5003(4) 0.3444(3) 0.0280(11) Uani 1 1 d . . . O1H O 0.4019(10) 0.2019(4) 0.2365(2) 0.0179(9) Uani 1 1 d D . . O2 O -0.6071(11) 0.4592(4) 0.2511(3) 0.0285(12) Uani 1 1 d . . . O2H O -0.0950(9) 0.3159(4) 0.2691(2) 0.0194(10) Uani 1 1 d D . . O3 O -0.1264(11) 0.0730(5) 0.2503(3) 0.0291(12) Uani 1 1 d . . . O4 O 0.0492(11) 0.0036(4) 0.1613(3) 0.0282(11) Uani 1 1 d . . . O11 O -0.0752(10) 0.3729(4) 0.4297(2) 0.0228(10) Uani 1 1 d . . . O12 O 0.2768(10) 0.3016(4) 0.3822(2) 0.0201(10) Uani 1 1 d . . . O13 O 0.3764(10) 0.0729(4) 0.3603(2) 0.0202(10) Uani 1 1 d . . . O14 O -0.2469(10) 0.1682(4) 0.3676(2) 0.0203(10) Uani 1 1 d . . . O21 O 0.4146(10) 0.1313(4) 0.0789(2) 0.0244(11) Uani 1 1 d . . . O22 O 0.7712(10) 0.2064(4) 0.1230(2) 0.0194(10) Uani 1 1 d . . . O23 O -0.1206(10) 0.4369(4) 0.1404(2) 0.0199(10) Uani 1 1 d . . . O24 O 0.2538(10) 0.3424(4) 0.1377(2) 0.0191(10) Uani 1 1 d . . . C1 C -0.5755(15) 0.5208(6) 0.2989(3) 0.0230(15) Uani 1 1 d . . . C2 C -0.7279(18) 0.6244(7) 0.3047(4) 0.0336(18) Uani 1 1 d . . . H2B H -0.8471 0.6183 0.3410 0.040 Uiso 1 1 calc R . . H2A H -0.6030 0.6820 0.3147 0.040 Uiso 1 1 calc R . . C3 C -0.8863(17) 0.6565(6) 0.2476(4) 0.0294(17) Uani 1 1 d . . . H3B H -1.0211 0.6022 0.2387 0.035 Uiso 1 1 calc R . . H3A H -0.7714 0.6606 0.2104 0.035 Uiso 1 1 calc R . . C4 C -0.0193(17) -0.2339(6) 0.2587(4) 0.0304(17) Uani 1 1 d . . . H4B H -0.1308 -0.2376 0.2965 0.036 Uiso 1 1 calc R . . H4A H 0.1160 -0.1794 0.2667 0.036 Uiso 1 1 calc R . . C5 C -0.1868(17) -0.2014(6) 0.2011(4) 0.0300(17) Uani 1 1 d . . . H5A H -0.0764 -0.2002 0.1630 0.036 Uiso 1 1 calc R . . H5B H -0.3255 -0.2548 0.1940 0.036 Uiso 1 1 calc R . . C6 C -0.3100(17) -0.0931(6) 0.2105(4) 0.0303(17) Uani 1 1 d . . . H6B H -0.3976 -0.0910 0.2519 0.036 Uiso 1 1 calc R . . H6A H -0.4437 -0.0838 0.1777 0.036 Uiso 1 1 calc R . . C7 C -0.1131(15) -0.0005(6) 0.2074(3) 0.0225(14) Uani 1 1 d . . . C11 C 0.1608(14) 0.3492(5) 0.4300(3) 0.0190(14) Uani 1 1 d . . . C12 C 0.3249(15) 0.3766(6) 0.4886(3) 0.0219(14) Uani 1 1 d . . . H12B H 0.2117 0.4088 0.5209 0.026 Uiso 1 1 calc R . . H12A H 0.4578 0.4297 0.4770 0.026 Uiso 1 1 calc R . . C13 C 0.4640(15) 0.2795(6) 0.5180(3) 0.0229(15) Uani 1 1 d . . . H13A H 0.5787 0.2478 0.4858 0.027 Uiso 1 1 calc R . . H13B H 0.5744 0.3046 0.5534 0.027 Uiso 1 1 calc R . . C14 C 0.7259(15) -0.1933(6) 0.4576(3) 0.0241(15) Uani 1 1 d . . . H14A H 0.8465 -0.2250 0.4268 0.029 Uiso 1 1 calc R . . H14B H 0.8296 -0.1644 0.4933 0.029 Uiso 1 1 calc R . . C15 C 0.5758(15) -0.1027(6) 0.4260(3) 0.0230(15) Uani 1 1 d . . . H15A H 0.4826 -0.1311 0.3886 0.028 Uiso 1 1 calc R . . H15B H 0.4453 -0.0753 0.4559 0.028 Uiso 1 1 calc R . . C16 C 0.7556(14) -0.0119(6) 0.4058(3) 0.0225(14) Uani 1 1 d . . . H16A H 0.8839 -0.0397 0.3755 0.027 Uiso 1 1 calc R . . H16B H 0.8518 0.0147 0.4432 0.027 Uiso 1 1 calc R . . C17 C 0.6121(14) 0.0819(5) 0.3751(3) 0.0182(14) Uani 1 1 d . . . C21 C 0.6514(14) 0.1544(5) 0.0772(3) 0.0200(14) Uani 1 1 d . . . C22 C 0.8134(14) 0.1226(5) 0.0192(3) 0.0196(13) Uani 1 1 d . . . H22A H 0.6987 0.0874 -0.0122 0.024 Uiso 1 1 calc R . . H22B H 0.9453 0.0714 0.0321 0.024 Uiso 1 1 calc R . . C23 C 0.9530(15) 0.2188(6) -0.0123(3) 0.0216(14) Uani 1 1 d . . . H23B H 1.0701 0.2528 0.0190 0.026 Uiso 1 1 calc R . . H23A H 1.0613 0.1924 -0.0474 0.026 Uiso 1 1 calc R . . C24 C 0.7684(15) 0.3024(6) -0.0379(4) 0.0239(15) Uani 1 1 d . . . H24B H 0.6606 0.3299 -0.0030 0.029 Uiso 1 1 calc R . . H24A H 0.6512 0.2692 -0.0695 0.029 Uiso 1 1 calc R . . C25 C 0.0817(14) 0.6051(6) 0.0685(3) 0.0209(14) Uani 1 1 d . . . H25A H -0.0431 0.5752 0.0375 0.025 Uiso 1 1 calc R . . H25B H -0.0186 0.6326 0.1047 0.025 Uiso 1 1 calc R . . C26 C 0.2605(14) 0.5159(5) 0.0916(3) 0.0195(14) Uani 1 1 d . . . H26A H 0.3523 0.4855 0.0549 0.023 Uiso 1 1 calc R . . H26B H 0.3927 0.5469 0.1204 0.023 Uiso 1 1 calc R . . C27 C 0.1158(14) 0.4266(5) 0.1259(3) 0.0175(13) Uani 1 1 d . . . H2H H 0.046(11) 0.350(6) 0.261(4) 0.026 Uiso 1 1 d D . . H1H H 0.509(14) 0.151(5) 0.238(4) 0.026 Uiso 1 1 d 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 0.0228(6) 0.0192(5) 0.0172(5) 0.0056(4) 0.0021(4) 0.0022(4) Mn2 0.0192(6) 0.0204(5) 0.0128(5) 0.0051(4) -0.0003(4) 0.0015(4) Mn3 0.0222(6) 0.0196(5) 0.0173(5) 0.0048(4) -0.0018(4) 0.0020(4) Mn4 0.0198(6) 0.0198(5) 0.0138(5) 0.0057(4) -0.0002(4) 0.0009(4) O1 0.039(3) 0.022(3) 0.023(3) 0.005(2) -0.005(2) 0.005(2) O1H 0.023(3) 0.017(2) 0.014(2) 0.0046(17) 0.0000(18) 0.0014(18) O2 0.030(3) 0.028(3) 0.027(3) -0.002(2) 0.001(2) 0.006(2) O2H 0.018(3) 0.023(2) 0.017(2) 0.0063(18) -0.0023(18) 0.0004(18) O3 0.028(3) 0.037(3) 0.022(3) -0.007(2) -0.002(2) 0.001(2) O4 0.034(3) 0.023(3) 0.028(3) 0.005(2) 0.002(2) 0.003(2) O11 0.022(3) 0.024(3) 0.022(2) 0.0010(19) -0.0003(19) 0.0031(19) O12 0.023(3) 0.023(2) 0.014(2) -0.0003(18) 0.0013(18) 0.0005(19) O13 0.025(3) 0.019(2) 0.017(2) 0.0054(18) -0.0013(18) 0.0009(18) O14 0.023(3) 0.018(2) 0.020(2) 0.0065(18) 0.0004(18) -0.0005(18) O21 0.022(3) 0.028(3) 0.024(3) -0.001(2) -0.002(2) 0.000(2) O22 0.022(3) 0.022(2) 0.014(2) 0.0029(18) 0.0018(18) 0.0037(18) O23 0.024(3) 0.018(2) 0.018(2) 0.0031(18) 0.0001(19) 0.0008(18) O24 0.023(3) 0.015(2) 0.020(2) 0.0065(18) -0.0039(18) 0.0007(18) C1 0.027(4) 0.021(3) 0.021(3) 0.004(3) 0.004(3) 0.004(3) C2 0.043(5) 0.031(4) 0.027(4) 0.000(3) 0.000(3) 0.012(3) C3 0.038(5) 0.023(4) 0.027(4) -0.001(3) -0.001(3) 0.005(3) C4 0.035(5) 0.026(4) 0.029(4) -0.002(3) 0.000(3) 0.000(3) C5 0.035(5) 0.025(4) 0.031(4) 0.001(3) 0.000(3) -0.001(3) C6 0.035(5) 0.025(4) 0.031(4) 0.010(3) 0.000(3) -0.004(3) C7 0.027(4) 0.021(3) 0.019(3) 0.003(3) -0.006(3) 0.000(3) C11 0.027(4) 0.018(3) 0.012(3) 0.004(2) 0.000(3) -0.003(3) C12 0.028(4) 0.018(3) 0.019(3) 0.001(3) 0.003(3) 0.004(3) C13 0.029(4) 0.022(3) 0.018(3) 0.002(3) -0.005(3) -0.001(3) C14 0.024(4) 0.029(4) 0.020(3) 0.007(3) 0.000(3) 0.003(3) C15 0.025(4) 0.024(4) 0.020(3) 0.006(3) -0.001(3) 0.004(3) C16 0.025(4) 0.027(4) 0.016(3) 0.002(3) 0.000(3) 0.006(3) C17 0.025(4) 0.017(3) 0.013(3) 0.004(2) 0.003(2) 0.004(3) C21 0.025(4) 0.014(3) 0.021(3) 0.005(2) 0.002(3) 0.006(3) C22 0.024(4) 0.018(3) 0.017(3) 0.004(2) 0.001(3) 0.004(2) C23 0.026(4) 0.021(3) 0.018(3) 0.006(3) 0.003(3) 0.002(3) C24 0.026(4) 0.024(4) 0.023(3) 0.009(3) 0.000(3) 0.001(3) C25 0.025(4) 0.021(3) 0.017(3) 0.007(3) -0.001(3) 0.004(3) C26 0.025(4) 0.016(3) 0.017(3) 0.006(2) 0.000(3) 0.004(3) C27 0.023(4) 0.020(3) 0.009(3) 0.002(2) -0.004(2) -0.002(3) #----------------------------------------------------------------------------# # 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 Mn1 O11 2.094(5) . ? Mn1 O1 2.099(5) . ? Mn1 O2H 2.117(5) . ? Mn1 O12 2.135(5) 1_455 ? Mn1 O14 2.184(5) . ? Mn1 Mn2 3.1401(15) . ? Mn2 O1H 2.129(5) . ? Mn2 O13 2.143(5) . ? Mn2 O3 2.186(5) . ? Mn2 O14 2.201(5) . ? Mn2 O2H 2.221(5) . ? Mn2 O12 2.255(5) . ? Mn3 O21 2.095(5) . ? Mn3 O1H 2.121(5) . ? Mn3 O22 2.129(5) 1_455 ? Mn3 O4 2.168(5) . ? Mn3 O24 2.208(5) . ? Mn3 Mn4 3.1833(16) . ? Mn4 O23 2.130(5) 1_655 ? Mn4 O2H 2.150(5) 1_655 ? Mn4 O24 2.189(5) . ? Mn4 O1H 2.196(5) . ? Mn4 O2 2.235(5) 1_655 ? Mn4 O22 2.332(5) . ? O1 C1 1.255(9) . ? O2 C1 1.256(9) . ? O2 Mn4 2.235(5) 1_455 ? O2H Mn4 2.150(5) 1_455 ? O3 C7 1.272(9) . ? O4 C7 1.264(9) . ? O11 C11 1.234(9) . ? O12 C11 1.295(8) . ? O12 Mn1 2.135(5) 1_655 ? O13 C17 1.234(9) . ? O14 C17 1.295(8) 1_455 ? O21 C21 1.229(9) . ? O22 C21 1.293(9) . ? O22 Mn3 2.129(5) 1_655 ? O23 C27 1.242(9) . ? O23 Mn4 2.130(5) 1_455 ? O24 C27 1.295(8) . ? C1 C2 1.516(10) . ? C2 C3 1.496(11) . ? C3 C4 1.546(10) 1_465 ? C4 C5 1.530(11) . ? C4 C3 1.546(10) 1_645 ? C5 C6 1.504(11) . ? C6 C7 1.517(10) . ? C11 C12 1.507(10) . ? C12 C13 1.542(9) . ? C13 C14 1.525(10) 2_656 ? C14 C13 1.525(10) 2_656 ? C14 C15 1.526(9) . ? C15 C16 1.507(10) . ? C16 C17 1.532(9) . ? C17 O14 1.295(8) 1_655 ? C21 C22 1.511(9) . ? C22 C23 1.538(9) . ? C23 C24 1.511(9) . ? C24 C25 1.520(10) 2_665 ? C25 C24 1.520(10) 2_665 ? C25 C26 1.526(9) . ? C26 C27 1.513(9) . ? 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 O11 Mn1 O1 90.9(2) . . ? O11 Mn1 O2H 108.16(19) . . ? O1 Mn1 O2H 100.4(2) . . ? O11 Mn1 O12 112.78(19) . 1_455 ? O1 Mn1 O12 90.4(2) . 1_455 ? O2H Mn1 O12 137.40(19) . 1_455 ? O11 Mn1 O14 87.61(19) . . ? O1 Mn1 O14 175.7(2) . . ? O2H Mn1 O14 83.87(18) . . ? O12 Mn1 O14 86.49(19) 1_455 . ? O11 Mn1 Mn2 83.81(14) . . ? O1 Mn1 Mn2 139.31(17) . . ? O2H Mn1 Mn2 44.94(13) . . ? O12 Mn1 Mn2 128.79(14) 1_455 . ? O14 Mn1 Mn2 44.48(13) . . ? O1H Mn2 O13 91.56(18) . . ? O1H Mn2 O3 92.4(2) . . ? O13 Mn2 O3 104.5(2) . . ? O1H Mn2 O14 164.74(19) . . ? O13 Mn2 O14 102.48(18) . . ? O3 Mn2 O14 78.41(19) . . ? O1H Mn2 O2H 86.38(18) . . ? O13 Mn2 O2H 167.87(19) . . ? O3 Mn2 O2H 87.6(2) . . ? O14 Mn2 O2H 81.11(18) . . ? O1H Mn2 O12 98.69(18) . . ? O13 Mn2 O12 83.56(18) . . ? O3 Mn2 O12 166.1(2) . . ? O14 Mn2 O12 88.92(18) . . ? O2H Mn2 O12 84.94(18) . . ? O1H Mn2 Mn1 126.83(13) . . ? O13 Mn2 Mn1 134.98(14) . . ? O3 Mn2 Mn1 97.11(15) . . ? O14 Mn2 Mn1 44.06(12) . . ? O2H Mn2 Mn1 42.32(13) . . ? O12 Mn2 Mn1 69.58(13) . . ? O21 Mn3 O1H 106.85(19) . . ? O21 Mn3 O22 112.73(19) . 1_455 ? O1H Mn3 O22 138.17(19) . 1_455 ? O21 Mn3 O4 88.8(2) . . ? O1H Mn3 O4 104.5(2) . . ? O22 Mn3 O4 89.5(2) 1_455 . ? O21 Mn3 O24 88.66(19) . . ? O1H Mn3 O24 81.56(18) . . ? O22 Mn3 O24 86.27(18) 1_455 . ? O4 Mn3 O24 173.8(2) . . ? O21 Mn3 Mn4 84.25(14) . . ? O1H Mn3 Mn4 43.42(13) . . ? O22 Mn3 Mn4 127.73(14) 1_455 . ? O4 Mn3 Mn4 141.77(16) . . ? O24 Mn3 Mn4 43.39(13) . . ? O23 Mn4 O2H 92.74(19) 1_655 1_655 ? O23 Mn4 O24 102.20(18) 1_655 . ? O2H Mn4 O24 164.53(19) 1_655 . ? O23 Mn4 O1H 165.24(18) 1_655 . ? O2H Mn4 O1H 86.25(18) 1_655 . ? O24 Mn4 O1H 80.32(18) . . ? O23 Mn4 O2 101.6(2) 1_655 1_655 ? O2H Mn4 O2 93.4(2) 1_655 1_655 ? O24 Mn4 O2 79.8(2) . 1_655 ? O1H Mn4 O2 93.13(19) . 1_655 ? O23 Mn4 O22 82.12(18) 1_655 . ? O2H Mn4 O22 97.82(18) 1_655 . ? O24 Mn4 O22 88.28(18) . . ? O1H Mn4 O22 83.43(17) . . ? O2 Mn4 O22 168.0(2) 1_655 . ? O23 Mn4 Mn3 133.19(14) 1_655 . ? O2H Mn4 Mn3 125.80(14) 1_655 . ? O24 Mn4 Mn3 43.86(12) . . ? O1H Mn4 Mn3 41.58(13) . . ? O2 Mn4 Mn3 101.36(15) 1_655 . ? O22 Mn4 Mn3 68.54(13) . . ? C1 O1 Mn1 114.6(5) . . ? Mn3 O1H Mn2 100.1(2) . . ? Mn3 O1H Mn4 95.01(18) . . ? Mn2 O1H Mn4 137.0(2) . . ? C1 O2 Mn4 139.4(5) . 1_455 ? Mn1 O2H Mn4 101.5(2) . 1_455 ? Mn1 O2H Mn2 92.73(18) . . ? Mn4 O2H Mn2 136.5(2) 1_455 . ? C7 O3 Mn2 142.4(5) . . ? C7 O4 Mn3 105.0(5) . . ? C11 O11 Mn1 123.2(4) . . ? C11 O12 Mn1 123.8(4) . 1_655 ? C11 O12 Mn2 130.2(4) . . ? Mn1 O12 Mn2 105.8(2) 1_655 . ? C17 O13 Mn2 131.3(4) . . ? C17 O14 Mn1 135.6(4) 1_455 . ? C17 O14 Mn2 125.2(4) 1_455 . ? Mn1 O14 Mn2 91.46(18) . . ? C21 O21 Mn3 124.6(5) . . ? C21 O22 Mn3 123.7(4) . 1_655 ? C21 O22 Mn4 130.7(4) . . ? Mn3 O22 Mn4 105.3(2) 1_655 . ? C27 O23 Mn4 131.3(4) . 1_455 ? C27 O24 Mn4 126.5(4) . . ? C27 O24 Mn3 134.9(4) . . ? Mn4 O24 Mn3 92.75(18) . . ? O1 C1 O2 122.9(7) . . ? O1 C1 C2 116.3(7) . . ? O2 C1 C2 120.8(7) . . ? C3 C2 C1 117.0(7) . . ? C2 C3 C4 111.6(7) . 1_465 ? C5 C4 C3 112.0(7) . 1_645 ? C6 C5 C4 112.5(7) . . ? C5 C6 C7 113.6(7) . . ? O4 C7 O3 122.4(7) . . ? O4 C7 C6 119.4(7) . . ? O3 C7 C6 118.1(7) . . ? O11 C11 O12 123.3(6) . . ? O11 C11 C12 118.9(6) . . ? O12 C11 C12 117.8(6) . . ? C11 C12 C13 114.0(6) . . ? C14 C13 C12 113.8(6) 2_656 . ? C13 C14 C15 111.0(6) 2_656 . ? C16 C15 C14 112.5(6) . . ? C15 C16 C17 114.2(6) . . ? O13 C17 O14 124.3(6) . 1_655 ? O13 C17 C16 120.2(6) . . ? O14 C17 C16 115.5(6) 1_655 . ? O21 C21 O22 122.8(6) . . ? O21 C21 C22 119.8(7) . . ? O22 C21 C22 117.4(6) . . ? C21 C22 C23 112.9(6) . . ? C24 C23 C22 114.5(6) . . ? C23 C24 C25 111.9(6) . 2_665 ? C24 C25 C26 113.5(6) 2_665 . ? C27 C26 C25 114.1(6) . . ? O23 C27 O24 124.5(6) . . ? O23 C27 C26 119.9(6) . . ? O24 C27 C26 115.6(6) . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF