# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_wxz-5 _database_code_depnum_ccdc_archive 'CCDC 870789' #TrackingRef 'CCDC two dada.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H12 Co O6' _chemical_formula_sum 'C16 H12 Co O6' _chemical_formula_weight 359.19 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 '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)/c ' _symmetry_space_group_name_Hall '-P 2ybc ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.028(3) _cell_length_b 6.7017(19) _cell_length_c 8.628(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.218(4) _cell_angle_gamma 90.00 _cell_volume 690.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 30 _cell_measurement_theta_min 1.68 _cell_measurement_theta_max 26.24 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.729 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 366 _exptl_absorpt_coefficient_mu 1.274 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7847 _exptl_absorpt_correction_T_max 0.9049 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3837 _diffrn_reflns_av_R_equivalents 0.0901 _diffrn_reflns_av_sigmaI/netI 0.0792 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1173 _reflns_number_gt 872 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT (Bruker, 2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics SHELXTL _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. ; _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^)+(0.0705P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1173 _refine_ls_number_parameters 106 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0596 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1369 _refine_ls_wR_factor_gt 0.0972 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Co1 Co 1.0000 0.0000 1.0000 0.0163(3) Uani 1 2 d S . . O1 O 1.0224(2) 0.1718(5) 0.8142(4) 0.0245(8) Uani 1 1 d . . . O2 O 1.1122(2) 0.3206(5) 0.6376(4) 0.0267(8) Uani 1 1 d . . . O3 O 1.1505(2) -0.1473(4) 0.9428(4) 0.0241(8) Uani 1 1 d . . . C1 C 1.1097(4) 0.2146(6) 0.7580(5) 0.0196(11) Uani 1 1 d . . . C2 C 1.2234(4) 0.1393(7) 0.8297(5) 0.0214(11) Uani 1 1 d . . . C3 C 1.3171(4) 0.2482(8) 0.8050(6) 0.0356(14) Uani 1 1 d . . . H3A H 1.3074 0.3610 0.7419 0.043 Uiso 1 1 calc R . . C4 C 1.4241(4) 0.1982(8) 0.8690(7) 0.0439(16) Uani 1 1 d . . . H4A H 1.4842 0.2780 0.8498 0.053 Uiso 1 1 calc R . . C5 C 1.4431(4) 0.0279(7) 0.9628(6) 0.0267(12) Uani 1 1 d . . . C6 C 1.3497(4) -0.0865(7) 0.9837(5) 0.0221(11) Uani 1 1 d . . . H6A H 1.3598 -0.2033 1.0420 0.027 Uiso 1 1 calc R . . C7 C 1.2424(4) -0.0334(6) 0.9209(5) 0.0199(11) Uani 1 1 d . . . C8 C 1.1678(4) -0.3499(7) 0.9910(7) 0.0383(14) Uani 1 1 d . . . H8A H 1.2390 -0.3949 0.9653 0.057 Uiso 1 1 calc R . . H8B H 1.1093 -0.4316 0.9383 0.057 Uiso 1 1 calc R . . H8C H 1.1668 -0.3593 1.1018 0.057 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0101(5) 0.0222(5) 0.0157(5) -0.0006(4) -0.0022(3) -0.0022(4) O1 0.0118(16) 0.036(2) 0.0254(18) 0.0062(15) 0.0005(14) 0.0011(14) O2 0.0158(17) 0.038(2) 0.0258(18) 0.0138(16) 0.0011(14) 0.0080(15) O3 0.0150(16) 0.0180(17) 0.0379(19) 0.0047(14) -0.0017(14) 0.0008(13) C1 0.018(3) 0.020(2) 0.020(2) -0.0033(19) -0.001(2) 0.003(2) C2 0.015(2) 0.031(3) 0.018(2) 0.001(2) 0.0000(19) 0.003(2) C3 0.023(3) 0.042(3) 0.041(3) 0.023(3) -0.001(2) 0.001(2) C4 0.015(3) 0.055(4) 0.060(4) 0.028(3) -0.004(3) -0.004(3) C5 0.016(3) 0.036(3) 0.027(3) 0.008(2) 0.002(2) 0.005(2) C6 0.018(2) 0.023(2) 0.024(2) 0.005(2) -0.002(2) 0.004(2) C7 0.017(2) 0.025(3) 0.017(2) -0.0015(19) 0.0016(19) 0.0001(19) C8 0.028(3) 0.028(3) 0.058(4) 0.012(3) 0.000(3) 0.001(2) _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 Co1 O1 2.019(3) . ? Co1 O1 2.019(3) 3_757 ? Co1 O2 2.068(3) 4_566 ? Co1 O2 2.068(3) 2_746 ? Co1 O3 2.173(3) 3_757 ? Co1 O3 2.173(3) . ? O1 C1 1.244(6) . ? O2 C1 1.262(5) . ? O2 Co1 2.068(3) 2_756 ? O3 C7 1.376(5) . ? O3 C8 1.427(5) . ? C1 C2 1.515(6) . ? C2 C3 1.382(7) . ? C2 C7 1.402(6) . ? C3 C4 1.377(6) . ? C3 H3A 0.9300 . ? C4 C5 1.401(7) . ? C4 H4A 0.9300 . ? C5 C6 1.391(7) . ? C5 C5 1.484(9) 3_857 ? C6 C7 1.382(6) . ? C6 H6A 0.9300 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Co1 O1 180.000(1) . 3_757 ? O1 Co1 O2 88.95(12) . 4_566 ? O1 Co1 O2 91.05(12) 3_757 4_566 ? O1 Co1 O2 91.05(12) . 2_746 ? O1 Co1 O2 88.95(12) 3_757 2_746 ? O2 Co1 O2 180.0 4_566 2_746 ? O1 Co1 O3 96.86(12) . 3_757 ? O1 Co1 O3 83.14(12) 3_757 3_757 ? O2 Co1 O3 96.18(12) 4_566 3_757 ? O2 Co1 O3 83.82(12) 2_746 3_757 ? O1 Co1 O3 83.14(12) . . ? O1 Co1 O3 96.86(12) 3_757 . ? O2 Co1 O3 83.82(12) 4_566 . ? O2 Co1 O3 96.18(12) 2_746 . ? O3 Co1 O3 180.000(1) 3_757 . ? C1 O1 Co1 130.1(3) . . ? C1 O2 Co1 135.9(3) . 2_756 ? C7 O3 C8 118.5(3) . . ? C7 O3 Co1 119.0(3) . . ? C8 O3 Co1 117.5(3) . . ? O1 C1 O2 124.0(4) . . ? O1 C1 C2 121.8(4) . . ? O2 C1 C2 114.2(4) . . ? C3 C2 C7 116.4(4) . . ? C3 C2 C1 118.2(4) . . ? C7 C2 C1 125.4(4) . . ? C4 C3 C2 123.3(5) . . ? C4 C3 H3A 118.3 . . ? C2 C3 H3A 118.3 . . ? C3 C4 C5 120.4(5) . . ? C3 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C6 C5 C4 116.6(4) . . ? C6 C5 C5 121.4(5) . 3_857 ? C4 C5 C5 122.0(6) . 3_857 ? C7 C6 C5 122.5(4) . . ? C7 C6 H6A 118.7 . . ? C5 C6 H6A 118.7 . . ? O3 C7 C6 122.0(4) . . ? O3 C7 C2 117.3(4) . . ? C6 C7 C2 120.7(4) . . ? O3 C8 H8A 109.5 . . ? O3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? O3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.538 _refine_diff_density_min -0.638 _refine_diff_density_rms 0.212 data_wxz6 _database_code_depnum_ccdc_archive 'CCDC 870790' #TrackingRef 'CCDC two dada.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H12 Mn O6' _chemical_formula_sum 'C16 H12 Mn O6' _chemical_formula_weight 355.20 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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Tetragonal ' _symmetry_space_group_name_H-M 'I-4 ' _symmetry_space_group_name_Hall 'I-4 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 7.7455(14) _cell_length_b 7.7455(14) _cell_length_c 24.912(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1494.5(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 32 _cell_measurement_theta_min 2.65 _cell_measurement_theta_max 26.12 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.579 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 724 _exptl_absorpt_coefficient_mu 0.912 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8907 _exptl_absorpt_correction_T_max 0.8985 _exptl_absorpt_process_details '(SADABS; Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5505 _diffrn_reflns_av_R_equivalents 0.0509 _diffrn_reflns_av_sigmaI/netI 0.0501 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 25.48 _reflns_number_total 1400 _reflns_number_gt 1267 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINT (Bruker, 2005)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics SHELXTL _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. ; _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^)+(0.0892P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens ? _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0021(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.01(6) _refine_ls_number_reflns 1400 _refine_ls_number_parameters 160 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0556 _refine_ls_R_factor_gt 0.0483 _refine_ls_wR_factor_ref 0.1330 _refine_ls_wR_factor_gt 0.1272 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.194 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 0.0000 0.5000 0.00756(2) 0.02635(16) Uani 1 2 d S . . O1 O 0.3172(4) 0.8164(4) -0.02429(9) 0.0456(7) Uani 1 1 d . . . O2 O 0.1283(4) 0.6292(4) -0.05532(9) 0.0438(7) Uani 1 1 d . . . O3 O 0.6349(5) 0.8635(5) -0.08409(10) 0.0784(10) Uani 1 1 d D . . C1 C 0.2424(5) 0.7418(5) -0.06103(15) 0.0444(11) Uani 1 1 d . A . C2 C 0.3387(11) 0.7325(9) -0.1173(3) 0.0318(18) Uani 0.50 1 d P . . C3 C 0.5228(10) 0.7869(9) -0.1250(3) 0.036(2) Uani 0.50 1 d PD A . C4 C 0.5713(10) 0.7835(9) -0.1798(2) 0.0288(17) Uani 0.50 1 d P . . C5 C 0.4657(10) 0.7356(10) -0.2215(3) 0.034(2) Uani 0.50 1 d P A . C6 C 0.2911(11) 0.6921(11) -0.2127(3) 0.038(2) Uani 0.50 1 d P . . C7 C 0.5309(10) 0.7376(10) -0.2779(3) 0.0300(19) Uani 0.50 1 d P . . C8 C 0.4301(10) 0.7811(9) -0.3205(2) 0.0267(17) Uani 0.50 1 d P A . C9 C 0.4903(8) 0.7808(9) -0.3732(3) 0.0199(16) Uani 0.50 1 d P . . C10 C 0.6627(9) 0.7339(9) -0.3845(3) 0.0276(17) Uani 0.50 1 d P A . C11 C 0.7910(7) 0.7084(7) -0.34104(15) 0.0632(14) Uani 1 1 d . . . C12 C 0.7088(12) 0.6894(13) -0.2883(3) 0.044(2) Uani 0.50 1 d P A . C13 C 0.7882(8) 0.8264(12) -0.0948(3) 0.041(2) Uani 0.50 1 d PD A 1 C13A C 0.6678(12) 0.7068(10) -0.0925(3) 0.043(2) Uani 0.50 1 d P A 2 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 0.0309(4) 0.0306(4) 0.0176(3) 0.000 0.000 0.0002(4) O1 0.0568(16) 0.0566(16) 0.0234(11) -0.0008(12) -0.0006(12) -0.0241(13) O2 0.0485(15) 0.0518(15) 0.0311(12) 0.0041(12) 0.0060(12) -0.0259(13) O3 0.109(2) 0.110(2) 0.0168(12) -0.0015(16) -0.0018(16) 0.070(2) C1 0.056(3) 0.054(3) 0.0229(16) 0.0060(16) 0.0029(17) -0.021(2) C2 0.051(4) 0.022(3) 0.022(3) 0.003(3) 0.015(3) -0.008(3) C3 0.051(5) 0.025(4) 0.031(4) 0.006(3) 0.005(3) 0.009(3) C4 0.038(4) 0.036(4) 0.013(3) -0.005(3) 0.003(3) 0.002(3) C5 0.026(4) 0.032(4) 0.044(4) 0.008(3) 0.008(3) 0.005(3) C6 0.050(5) 0.044(4) 0.019(3) -0.003(3) 0.003(3) -0.009(4) C7 0.027(4) 0.034(4) 0.029(4) -0.005(3) -0.003(3) 0.009(3) C8 0.037(4) 0.026(3) 0.017(3) 0.005(3) -0.003(3) 0.002(3) C9 0.012(3) 0.034(4) 0.014(3) 0.000(3) 0.005(2) -0.006(3) C10 0.038(4) 0.023(3) 0.022(3) 0.001(3) 0.008(3) 0.019(3) C11 0.086(3) 0.080(3) 0.0233(18) 0.001(2) -0.005(2) 0.046(3) C12 0.045(4) 0.059(5) 0.030(4) 0.000(4) 0.008(4) 0.016(4) C13 0.017(3) 0.078(6) 0.029(4) 0.026(4) -0.003(3) 0.007(4) C13A 0.072(6) 0.026(4) 0.033(4) 0.013(3) -0.023(4) -0.010(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn1 O1 2.050(3) 4_655 ? Mn1 O1 2.050(3) 3_465 ? Mn1 O2 2.108(2) 2_565 ? Mn1 O2 2.108(2) . ? Mn1 O3 2.418(3) 4_655 ? Mn1 O3 2.418(3) 3_465 ? O1 C1 1.227(4) . ? O1 Mn1 2.050(3) 3_565 ? O2 C1 1.250(4) . ? O3 C13 1.250(7) . ? O3 C13A 1.258(9) . ? O3 C3 1.465(8) . ? O3 C9 1.589(8) 8_654 ? O3 Mn1 2.418(3) 3_565 ? C1 C10 1.546(7) 7_464 ? C1 C2 1.589(8) . ? C2 C10 1.149(10) 7_464 ? C2 C11 1.459(9) 7_464 ? C2 C3 1.500(11) . ? C3 C4 1.416(9) . ? C3 C13A 1.517(11) . ? C4 C5 1.374(10) . ? C4 C8 1.611(10) 8_654 ? C5 C6 1.410(11) . ? C5 C7 1.493(9) . ? C6 C12 1.101(13) 7_464 ? C6 C11 1.490(8) 7_464 ? C7 C8 1.358(10) . ? C7 C12 1.451(11) . ? C8 C9 1.394(9) . ? C8 C4 1.611(10) 7_464 ? C9 C10 1.412(9) . ? C9 O3 1.589(8) 7_464 ? C9 C13 1.592(10) 7_464 ? C10 C2 1.149(10) 8_654 ? C10 C11 1.483(8) . ? C10 C1 1.546(7) 8_654 ? C11 C2 1.459(9) 8_654 ? C11 C12 1.467(9) . ? C11 C6 1.490(8) 8_654 ? C12 C6 1.101(13) 8_654 ? C13 C9 1.592(10) 8_654 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O1 156.53(13) 4_655 3_465 ? O1 Mn1 O2 98.64(11) 4_655 2_565 ? O1 Mn1 O2 98.74(11) 3_465 2_565 ? O1 Mn1 O2 98.74(11) 4_655 . ? O1 Mn1 O2 98.64(11) 3_465 . ? O2 Mn1 O2 84.00(14) 2_565 . ? O1 Mn1 O3 80.49(13) 4_655 4_655 ? O1 Mn1 O3 81.05(13) 3_465 4_655 ? O2 Mn1 O3 175.94(10) 2_565 4_655 ? O2 Mn1 O3 100.05(10) . 4_655 ? O1 Mn1 O3 81.05(13) 4_655 3_465 ? O1 Mn1 O3 80.49(13) 3_465 3_465 ? O2 Mn1 O3 100.05(10) 2_565 3_465 ? O2 Mn1 O3 175.94(10) . 3_465 ? O3 Mn1 O3 75.90(15) 4_655 3_465 ? C1 O1 Mn1 143.5(2) . 3_565 ? C1 O2 Mn1 138.5(2) . . ? C13 O3 C13A 63.3(6) . . ? C13 O3 C3 108.8(5) . . ? C13A O3 C3 67.2(5) . . ? C13 O3 C9 67.0(5) . 8_654 ? C13A O3 C9 113.7(5) . 8_654 ? C3 O3 C9 91.6(4) . 8_654 ? C13 O3 Mn1 132.8(4) . 3_565 ? C13A O3 Mn1 129.9(4) . 3_565 ? C3 O3 Mn1 118.0(4) . 3_565 ? C9 O3 Mn1 115.8(3) 8_654 3_565 ? O1 C1 O2 125.2(3) . . ? O1 C1 C10 116.7(4) . 7_464 ? O2 C1 C10 113.8(4) . 7_464 ? O1 C1 C2 117.3(4) . . ? O2 C1 C2 113.6(4) . . ? C10 C1 C2 43.0(4) 7_464 . ? C10 C2 C11 68.1(6) 7_464 7_464 ? C10 C2 C3 118.6(7) 7_464 . ? C11 C2 C3 127.0(6) 7_464 . ? C10 C2 C1 66.5(5) 7_464 . ? C11 C2 C1 108.0(5) 7_464 . ? C3 C2 C1 123.1(6) . . ? C4 C3 O3 121.4(6) . . ? C4 C3 C2 111.7(6) . . ? O3 C3 C2 126.0(6) . . ? C4 C3 C13A 108.1(7) . . ? O3 C3 C13A 49.9(4) . . ? C2 C3 C13A 121.3(7) . . ? C5 C4 C3 125.2(7) . . ? C5 C4 C8 128.0(6) . 8_654 ? C3 C4 C8 99.8(5) . 8_654 ? C4 C5 C6 121.2(7) . . ? C4 C5 C7 120.5(6) . . ? C6 C5 C7 118.2(7) . . ? C12 C6 C5 121.5(9) 7_464 . ? C12 C6 C11 67.0(6) 7_464 7_464 ? C5 C6 C11 122.1(6) . 7_464 ? C8 C7 C12 118.1(7) . . ? C8 C7 C5 122.8(6) . . ? C12 C7 C5 119.1(6) . . ? C7 C8 C9 122.8(7) . . ? C7 C8 C4 125.3(6) . 7_464 ? C9 C8 C4 103.9(5) . 7_464 ? C8 C9 C10 120.4(6) . . ? C8 C9 O3 115.1(5) . 7_464 ? C10 C9 O3 123.8(5) . 7_464 ? C8 C9 C13 101.9(6) . 7_464 ? C10 C9 C13 124.6(6) . 7_464 ? O3 C9 C13 46.3(3) 7_464 7_464 ? C2 C10 C9 118.6(7) 8_654 . ? C2 C10 C11 65.9(6) 8_654 . ? C9 C10 C11 121.4(6) . . ? C2 C10 C1 70.5(5) 8_654 8_654 ? C9 C10 C1 128.1(6) . 8_654 ? C11 C10 C1 109.0(5) . 8_654 ? C2 C11 C12 130.7(6) 8_654 . ? C2 C11 C10 46.0(4) 8_654 . ? C12 C11 C10 112.1(6) . . ? C2 C11 C6 110.7(6) 8_654 8_654 ? C12 C11 C6 43.7(5) . 8_654 ? C10 C11 C6 131.2(5) . 8_654 ? C6 C12 C7 118.3(10) 8_654 . ? C6 C12 C11 69.3(6) 8_654 . ? C7 C12 C11 123.1(7) . . ? O3 C13 C9 66.7(5) . 8_654 ? O3 C13A C3 62.9(5) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.48 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.435 _refine_diff_density_min -0.380 _refine_diff_density_rms 0.079 #==============================================================================