# 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_3D-MnS _database_code_depnum_ccdc_archive 'CCDC 896280' #TrackingRef '896280.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C2 H6 Mn O6 S' _chemical_formula_weight 213.07 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Fddd loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+3/4, -y+3/4, z' '-x+3/4, y, -z+3/4' 'x, -y+3/4, -z+3/4' 'x, y+1/2, z+1/2' '-x+3/4, -y+5/4, z+1/2' '-x+3/4, y+1/2, -z+5/4' 'x, -y+5/4, -z+5/4' 'x+1/2, y, z+1/2' '-x+5/4, -y+3/4, z+1/2' '-x+5/4, y, -z+5/4' 'x+1/2, -y+3/4, -z+5/4' 'x+1/2, y+1/2, z' '-x+5/4, -y+5/4, z' '-x+5/4, y+1/2, -z+3/4' 'x+1/2, -y+5/4, -z+3/4' '-x, -y, -z' 'x-3/4, y-3/4, -z' 'x-3/4, -y, z-3/4' '-x, y-3/4, z-3/4' '-x, -y+1/2, -z+1/2' 'x-3/4, y-1/4, -z+1/2' 'x-3/4, -y+1/2, z-1/4' '-x, y-1/4, z-1/4' '-x+1/2, -y, -z+1/2' 'x-1/4, y-3/4, -z+1/2' 'x-1/4, -y, z-1/4' '-x+1/2, y-3/4, z-1/4' '-x+1/2, -y+1/2, -z' 'x-1/4, y-1/4, -z' 'x-1/4, -y+1/2, z-3/4' '-x+1/2, y-1/4, z-3/4' _cell_length_a 12.4527(18) _cell_length_b 13.616(2) _cell_length_c 13.984(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2371.2(6) _cell_formula_units_Z 16 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1712 _exptl_absorpt_coefficient_mu 2.546 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4387 _exptl_absorpt_correction_T_max 0.5112 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2983 _diffrn_reflns_av_R_equivalents 0.0401 _diffrn_reflns_av_sigmaI/netI 0.0231 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.65 _diffrn_reflns_theta_max 26.00 _reflns_number_total 590 _reflns_number_gt 572 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SMART (Bruker, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0345P)^2^+4.6964P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 590 _refine_ls_number_parameters 51 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0210 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0558 _refine_ls_wR_factor_gt 0.0553 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 C1 C 0.01226(14) 0.97024(13) 0.45595(12) 0.0148(4) Uani 1 1 d . . . H1 H 0.0204 0.9011 0.4721 0.018 Uiso 1 1 d R . . H2 H -0.0474 0.9783 0.4074 0.018 Uiso 1 1 d R . . Mn1 Mn 0.1250 1.1250 0.30633(2) 0.00931(16) Uani 1 2 d S . . O1 O 0.10771(10) 1.00694(11) 0.41078(10) 0.0188(3) Uani 1 1 d . . . O2 O 0.20396(9) 0.90278(9) 0.17495(9) 0.0123(3) Uani 1 1 d . . . O3 O 0.06844(9) 1.02740(9) 0.19562(8) 0.0119(3) Uani 1 1 d . . . S1 S 0.1250 0.96467(4) 0.1250 0.00835(18) Uani 1 2 d S . . H3 H 0.161(2) 0.984(3) 0.437(2) 0.050(9) Uiso 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 C1 0.0103(8) 0.0185(8) 0.0157(8) 0.0048(7) 0.0007(6) -0.0018(7) Mn1 0.0067(2) 0.0130(3) 0.0082(2) 0.000 0.000 -0.00045(12) O1 0.0087(6) 0.0294(8) 0.0185(7) 0.0124(6) 0.0031(5) 0.0010(5) O2 0.0083(6) 0.0152(6) 0.0134(6) 0.0037(5) -0.0012(5) 0.0010(5) O3 0.0089(6) 0.0146(6) 0.0121(6) -0.0037(4) 0.0007(5) -0.0004(5) S1 0.0063(3) 0.0105(3) 0.0083(3) 0.000 -0.00018(19) 0.000 _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 C1 O1 1.436(2) . ? C1 C1 1.506(3) 17_576 ? C1 H1 0.9730 . ? C1 H2 1.0123 . ? Mn1 O3 2.1585(12) . ? Mn1 O3 2.1585(12) 14_465 ? Mn1 O2 2.1790(11) 26_565 ? Mn1 O2 2.1790(11) 25_575 ? Mn1 O1 2.1828(14) 14_465 ? Mn1 O1 2.1828(14) . ? O1 H3 0.82(3) . ? O2 S1 1.4715(12) . ? O2 Mn1 2.1790(11) 25_575 ? O3 S1 1.4835(12) . ? S1 O2 1.4715(12) 11_454 ? S1 O3 1.4835(12) 11_454 ? 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 C1 C1 109.90(18) . 17_576 ? O1 C1 H1 110.6 . . ? C1 C1 H1 110.6 17_576 . ? O1 C1 H2 106.0 . . ? C1 C1 H2 110.0 17_576 . ? H1 C1 H2 109.7 . . ? O3 Mn1 O3 88.35(6) . 14_465 ? O3 Mn1 O2 82.77(4) . 26_565 ? O3 Mn1 O2 107.35(4) 14_465 26_565 ? O3 Mn1 O2 107.35(4) . 25_575 ? O3 Mn1 O2 82.77(4) 14_465 25_575 ? O2 Mn1 O2 166.20(7) 26_565 25_575 ? O3 Mn1 O1 164.94(5) . 14_465 ? O3 Mn1 O1 89.67(5) 14_465 14_465 ? O2 Mn1 O1 83.58(5) 26_565 14_465 ? O2 Mn1 O1 87.19(5) 25_575 14_465 ? O3 Mn1 O1 89.67(5) . . ? O3 Mn1 O1 164.94(5) 14_465 . ? O2 Mn1 O1 87.19(5) 26_565 . ? O2 Mn1 O1 83.58(5) 25_575 . ? O1 Mn1 O1 95.99(8) 14_465 . ? C1 O1 Mn1 129.23(11) . . ? C1 O1 H3 110(2) . . ? Mn1 O1 H3 120(2) . . ? S1 O2 Mn1 144.06(8) . 25_575 ? S1 O3 Mn1 132.61(7) . . ? O2 S1 O2 110.11(10) 11_454 . ? O2 S1 O3 109.18(6) 11_454 . ? O2 S1 O3 109.33(7) . . ? O2 S1 O3 109.33(7) 11_454 11_454 ? O2 S1 O3 109.18(6) . 11_454 ? O3 S1 O3 109.71(10) . 11_454 ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C1 O1 Mn1 -86.5(2) 17_576 . . . ? O3 Mn1 O1 C1 -77.68(15) . . . . ? O3 Mn1 O1 C1 -160.09(16) 14_465 . . . ? O2 Mn1 O1 C1 5.10(15) 26_565 . . . ? O2 Mn1 O1 C1 174.82(15) 25_575 . . . ? O1 Mn1 O1 C1 88.34(15) 14_465 . . . ? O3 Mn1 O3 S1 69.43(9) 14_465 . . . ? O2 Mn1 O3 S1 177.16(10) 26_565 . . . ? O2 Mn1 O3 S1 -12.46(11) 25_575 . . . ? O1 Mn1 O3 S1 152.02(17) 14_465 . . . ? O1 Mn1 O3 S1 -95.63(10) . . . . ? Mn1 O2 S1 O2 127.10(15) 25_575 . . 11_454 ? Mn1 O2 S1 O3 -112.96(13) 25_575 . . . ? Mn1 O2 S1 O3 7.06(15) 25_575 . . 11_454 ? Mn1 O3 S1 O2 172.27(9) . . . 11_454 ? Mn1 O3 S1 O2 51.75(11) . . . . ? Mn1 O3 S1 O3 -67.94(8) . . . 11_454 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.346 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.076 data_1D-MnS _database_code_depnum_ccdc_archive 'CCDC 896281' #TrackingRef '896281.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H28 Mn2 N4 O18 S4' _chemical_formula_weight 706.46 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c 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 13.0864(10) _cell_length_b 11.9903(9) _cell_length_c 14.3224(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.897(2) _cell_angle_gamma 90.00 _cell_volume 2247.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.088 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1448 _exptl_absorpt_coefficient_mu 1.592 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4387 _exptl_absorpt_correction_T_max 0.5112 _exptl_absorpt_process_details 'SADABS; Bruker, 2000' _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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17692 _diffrn_reflns_av_R_equivalents 0.0480 _diffrn_reflns_av_sigmaI/netI 0.0501 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 28.49 _reflns_number_total 5628 _reflns_number_gt 4476 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2000)' _computing_cell_refinement SMART _computing_data_reduction 'SMART (Bruker, 2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0542P)^2^+3.1023P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5628 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0568 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1238 _refine_ls_wR_factor_gt 0.1167 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.001 _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 O7 O 0.53440(18) 0.4344(2) 0.11636(16) 0.0300(6) Uani 1 1 d . . . O14 O 0.96835(18) 0.5805(2) -0.11839(17) 0.0315(6) Uani 1 1 d . . . Mn1 Mn 0.87140(4) 0.41980(4) 0.10076(3) 0.01612(12) Uani 1 1 d . . . Mn2 Mn 0.62902(4) 0.57918(4) -0.11031(3) 0.01634(13) Uani 1 1 d . . . S2 S 0.86068(6) 0.16614(6) 0.16719(5) 0.01785(17) Uani 1 1 d . . . S1 S 0.63697(6) 0.85736(6) -0.13302(5) 0.01893(17) Uani 1 1 d . . . S3 S 0.87756(6) 0.53914(6) -0.07124(5) 0.01665(17) Uani 1 1 d . . . S4 S 0.62590(6) 0.47647(6) 0.07113(5) 0.01578(16) Uani 1 1 d . . . O1 O 0.63699(18) 0.42385(18) -0.02210(15) 0.0231(5) Uani 1 1 d . . . O2 O 0.85674(19) 0.24486(18) 0.08797(16) 0.0272(5) Uani 1 1 d . . . O3 O 0.78851(17) 0.5760(2) -0.12599(16) 0.0277(5) Uani 1 1 d . . . O4 O 0.87292(19) 0.58461(18) 0.02475(15) 0.0253(5) Uani 1 1 d . . . O5 O 0.62042(19) 0.59633(18) 0.05273(17) 0.0268(5) Uani 1 1 d . . . N3 N 0.5378(2) 0.2265(2) 0.94808(18) 0.0254(6) Uani 1 1 d . . . H3A H 0.4816 0.2140 0.9819 0.030 Uiso 1 1 calc R . . H3B H 0.5581 0.2971 0.9588 0.030 Uiso 1 1 calc R . . O6 O 0.85212(19) 0.2308(2) 0.25398(16) 0.0321(6) Uani 1 1 d . . . C1 C 0.0293(2) 0.2545(2) 0.8598(2) 0.0171(6) Uani 1 1 d . . . H1A H 0.0476 0.3231 0.8918 0.021 Uiso 1 1 calc R . . H1B H -0.0330 0.2676 0.8239 0.021 Uiso 1 1 calc R . . O8 O 0.88021(19) 0.41791(18) -0.05982(16) 0.0270(5) Uani 1 1 d . . . O9 O 0.7736(2) 0.0893(2) 0.15655(18) 0.0321(6) Uani 1 1 d . . . O10 O 0.71368(17) 0.4478(2) 0.13123(15) 0.0248(5) Uani 1 1 d . . . O11 O 0.6196(2) 0.5000(2) -0.24524(17) 0.0261(5) Uani 1 1 d . . . H26 H 0.5606 0.4803 -0.2559 0.039 Uiso 1 1 calc R . . N4 N 0.6858(2) 0.1481(2) 0.81947(19) 0.0271(6) Uani 1 1 d . . . H4A H 0.7416 0.1585 0.7845 0.033 Uiso 1 1 calc R . . H4B H 0.6635 0.0780 0.8100 0.033 Uiso 1 1 calc R . . O12 O 0.8839(2) 0.4979(2) 0.24061(18) 0.0303(6) Uani 1 1 d . . . H25 H 0.9426 0.5198 0.2496 0.045 Uiso 1 1 calc R . . O13 O 0.5620(2) 0.9313(2) -0.1751(2) 0.0485(8) Uani 1 1 d . . . C4 C 0.1961(2) 0.1193(2) 0.9248(2) 0.0187(6) Uani 1 1 d . . . H4C H 0.1857 0.0473 0.8954 0.022 Uiso 1 1 calc R . . H4D H 0.2578 0.1148 0.9630 0.022 Uiso 1 1 calc R . . C11 C 0.7137(3) 0.1628(3) 0.9192(2) 0.0309(8) Uani 1 1 d . . . H11A H 0.7430 0.2364 0.9287 0.037 Uiso 1 1 calc R . . H11B H 0.7647 0.1079 0.9372 0.037 Uiso 1 1 calc R . . N1 N 0.2105(3) 0.2052(3) 0.8510(2) 0.0415(8) Uani 1 1 d . . . H1C H 0.2604 0.1835 0.8124 0.050 Uiso 1 1 calc R . . H1D H 0.2295 0.2702 0.8775 0.050 Uiso 1 1 calc R . . N2 N 0.0120(3) 0.1650(3) 0.9293(2) 0.0416(8) Uani 1 1 d . . . H2A H -0.0074 0.1021 0.8997 0.050 Uiso 1 1 calc R . . H2B H -0.0385 0.1853 0.9677 0.050 Uiso 1 1 calc R . . O15 O 0.6179(2) 0.74263(19) -0.16336(18) 0.0360(6) Uani 1 1 d . . . C8 C 0.5117(3) 0.2140(3) 0.8483(2) 0.0290(8) Uani 1 1 d . . . H8A H 0.4618 0.2701 0.8302 0.035 Uiso 1 1 calc R . . H8B H 0.4815 0.1411 0.8375 0.035 Uiso 1 1 calc R . . C5 C 0.1085(3) 0.1436(3) 0.9855(2) 0.0290(8) Uani 1 1 d . . . H5A H 0.1240 0.2085 1.0236 0.035 Uiso 1 1 calc R . . H5B H 0.0977 0.0809 1.0270 0.035 Uiso 1 1 calc R . . C9 C 0.6062(3) 0.2266(3) 0.7899(2) 0.0292(8) Uani 1 1 d . . . H9A H 0.5886 0.2135 0.7248 0.035 Uiso 1 1 calc R . . H9B H 0.6319 0.3022 0.7956 0.035 Uiso 1 1 calc R . . C2 C 0.1127(3) 0.2214(3) 0.7962(2) 0.0259(7) Uani 1 1 d . . . H2C H 0.1221 0.2787 0.7493 0.031 Uiso 1 1 calc R . . H2D H 0.0945 0.1526 0.7644 0.031 Uiso 1 1 calc R . . C12 C 0.6196(3) 0.1495(3) 0.9796(2) 0.0273(7) Uani 1 1 d . . . H12A H 0.5951 0.0732 0.9757 0.033 Uiso 1 1 calc R . . H12B H 0.6376 0.1650 1.0442 0.033 Uiso 1 1 calc R . . O16 O 0.7389(2) 0.8924(3) -0.1582(2) 0.0473(8) Uani 1 1 d . . . O22 O 0.62963(19) 0.8630(2) -0.02991(16) 0.0313(6) Uani 1 1 d . . . O23 O 0.9557(2) 0.1035(2) 0.16584(19) 0.0367(6) Uani 1 1 d . . . H27 H 0.660(3) 0.473(4) -0.264(3) 0.026(12) Uiso 1 1 d . . . H24 H 0.843(3) 0.525(3) 0.256(3) 0.022(12) Uiso 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 O7 0.0145(12) 0.0488(15) 0.0268(12) 0.0126(11) 0.0016(10) -0.0027(11) O14 0.0132(12) 0.0529(17) 0.0285(12) 0.0197(11) 0.0010(10) -0.0005(11) Mn1 0.0146(3) 0.0166(2) 0.0173(2) 0.00133(15) 0.00075(18) -0.00015(18) Mn2 0.0144(3) 0.0170(2) 0.0176(2) 0.00274(15) 0.00023(18) 0.00005(18) S2 0.0202(4) 0.0158(3) 0.0176(3) 0.0002(2) -0.0001(3) 0.0004(3) S1 0.0231(4) 0.0148(3) 0.0188(3) 0.0037(3) -0.0015(3) -0.0006(3) S3 0.0136(4) 0.0205(4) 0.0158(3) 0.0038(3) 0.0005(3) 0.0008(3) S4 0.0127(4) 0.0190(3) 0.0156(3) 0.0017(2) -0.0001(3) 0.0001(3) O1 0.0299(13) 0.0204(11) 0.0190(10) -0.0011(8) 0.0007(9) -0.0016(9) O2 0.0391(15) 0.0179(10) 0.0247(11) 0.0055(9) 0.0009(10) -0.0023(10) O3 0.0126(12) 0.0429(14) 0.0276(12) 0.0136(10) -0.0007(9) 0.0010(10) O4 0.0310(14) 0.0231(12) 0.0216(11) -0.0025(8) 0.0011(10) -0.0003(10) O5 0.0316(14) 0.0180(11) 0.0306(12) -0.0011(9) -0.0017(10) 0.0035(10) N3 0.0277(16) 0.0249(14) 0.0238(13) -0.0020(10) 0.0068(12) -0.0006(12) O6 0.0344(15) 0.0382(14) 0.0235(12) -0.0111(10) -0.0041(10) 0.0044(11) C1 0.0136(15) 0.0181(13) 0.0195(13) -0.0018(10) -0.0050(11) 0.0037(12) O8 0.0346(15) 0.0194(11) 0.0267(12) -0.0018(9) -0.0018(10) 0.0032(10) O9 0.0343(15) 0.0277(13) 0.0345(13) -0.0001(10) 0.0042(11) -0.0135(11) O10 0.0149(12) 0.0375(13) 0.0220(11) 0.0066(9) -0.0004(9) 0.0019(10) O11 0.0217(14) 0.0283(13) 0.0283(12) -0.0082(10) 0.0014(11) 0.0019(12) N4 0.0325(17) 0.0249(14) 0.0242(14) 0.0008(10) 0.0089(12) 0.0041(13) O12 0.0186(14) 0.0397(15) 0.0328(14) -0.0153(11) 0.0001(11) 0.0030(13) O13 0.061(2) 0.0347(15) 0.0494(17) -0.0038(12) -0.0262(15) 0.0239(14) C4 0.0147(15) 0.0177(14) 0.0236(14) -0.0034(11) -0.0065(12) 0.0043(12) C11 0.028(2) 0.0358(19) 0.0285(17) 0.0012(14) -0.0021(15) 0.0054(16) N1 0.047(2) 0.0363(18) 0.0419(19) -0.0060(14) 0.0080(16) -0.0019(16) N2 0.040(2) 0.048(2) 0.0372(18) 0.0022(15) 0.0039(15) -0.0027(16) O15 0.0529(18) 0.0158(11) 0.0389(14) 0.0014(10) -0.0134(13) -0.0022(11) C8 0.0277(19) 0.0300(18) 0.0290(17) -0.0080(13) -0.0055(14) 0.0047(15) C5 0.034(2) 0.0315(18) 0.0213(15) 0.0041(13) 0.0001(14) -0.0007(15) C9 0.041(2) 0.0279(17) 0.0186(15) 0.0014(12) -0.0001(14) 0.0034(16) C2 0.034(2) 0.0266(16) 0.0169(14) -0.0003(12) 0.0015(13) -0.0005(15) C12 0.034(2) 0.0280(17) 0.0205(15) 0.0038(12) 0.0005(14) 0.0039(15) O16 0.0380(17) 0.067(2) 0.0372(15) 0.0055(14) 0.0087(13) -0.0235(15) O22 0.0288(14) 0.0461(15) 0.0191(11) 0.0010(10) 0.0019(10) -0.0051(12) O23 0.0302(15) 0.0404(15) 0.0395(15) 0.0019(11) 0.0013(12) 0.0161(12) _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 O7 S4 1.460(2) . ? O7 Mn2 2.145(2) 3_665 ? O14 S3 1.462(2) . ? O14 Mn1 2.108(2) 3_765 ? Mn1 O14 2.108(2) 3_765 ? Mn1 O2 2.114(2) . ? Mn1 O10 2.143(2) . ? Mn1 O12 2.215(3) . ? Mn1 O4 2.256(2) . ? Mn1 O8 2.305(2) . ? Mn2 O3 2.103(2) . ? Mn2 O15 2.106(2) . ? Mn2 O7 2.145(2) 3_665 ? Mn2 O11 2.155(2) . ? Mn2 O1 2.252(2) . ? Mn2 O5 2.349(2) . ? S2 O23 1.453(3) . ? S2 O6 1.471(2) . ? S2 O9 1.471(2) . ? S2 O2 1.476(2) . ? S1 O13 1.447(3) . ? S1 O16 1.450(3) . ? S1 O15 1.463(2) . ? S1 O22 1.483(2) . ? S3 O3 1.463(2) . ? S3 O8 1.463(2) . ? S3 O4 1.481(2) . ? S4 O5 1.463(2) . ? S4 O10 1.465(2) . ? S4 O1 1.486(2) . ? N3 C8 1.471(4) . ? N3 C12 1.479(4) . ? C1 N2 1.483(4) . ? C1 C2 1.488(4) . ? N4 C9 1.462(4) . ? N4 C11 1.479(4) . ? C4 C5 1.479(5) . ? C4 N1 1.490(4) . ? C11 C12 1.525(5) . ? N1 C2 1.503(5) . ? N2 C5 1.509(5) . ? C8 C9 1.512(5) . ? 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 S4 O7 Mn2 146.34(15) . 3_665 ? S3 O14 Mn1 139.29(14) . 3_765 ? O14 Mn1 O2 95.60(10) 3_765 . ? O14 Mn1 O10 159.28(10) 3_765 . ? O2 Mn1 O10 94.98(10) . . ? O14 Mn1 O12 80.38(10) 3_765 . ? O2 Mn1 O12 120.22(10) . . ? O10 Mn1 O12 78.90(10) . . ? O14 Mn1 O4 92.46(9) 3_765 . ? O2 Mn1 O4 145.96(8) . . ? O10 Mn1 O4 88.67(9) . . ? O12 Mn1 O4 93.71(10) . . ? O14 Mn1 O8 93.11(9) 3_765 . ? O2 Mn1 O8 84.82(8) . . ? O10 Mn1 O8 105.55(9) . . ? O12 Mn1 O8 154.47(10) . . ? O4 Mn1 O8 61.72(8) . . ? O3 Mn2 O15 92.38(10) . . ? O3 Mn2 O7 169.97(10) . 3_665 ? O15 Mn2 O7 89.60(10) . 3_665 ? O3 Mn2 O11 86.50(10) . . ? O15 Mn2 O11 94.81(10) . . ? O7 Mn2 O11 83.54(10) 3_665 . ? O3 Mn2 O1 90.42(9) . . ? O15 Mn2 O1 166.97(9) . . ? O7 Mn2 O1 89.84(9) 3_665 . ? O11 Mn2 O1 98.06(9) . . ? O3 Mn2 O5 99.83(9) . . ? O15 Mn2 O5 105.85(9) . . ? O7 Mn2 O5 89.06(9) 3_665 . ? O11 Mn2 O5 158.01(9) . . ? O1 Mn2 O5 61.13(8) . . ? O23 S2 O6 111.12(15) . . ? O23 S2 O9 109.68(16) . . ? O6 S2 O9 110.39(15) . . ? O23 S2 O2 109.87(15) . . ? O6 S2 O2 108.07(14) . . ? O9 S2 O2 107.63(15) . . ? O13 S1 O16 109.8(2) . . ? O13 S1 O15 109.95(16) . . ? O16 S1 O15 110.61(18) . . ? O13 S1 O22 109.44(17) . . ? O16 S1 O22 107.98(16) . . ? O15 S1 O22 108.98(15) . . ? O14 S3 O3 107.24(13) . . ? O14 S3 O8 111.74(15) . . ? O3 S3 O8 112.15(15) . . ? O14 S3 O4 110.45(15) . . ? O3 S3 O4 110.04(14) . . ? O8 S3 O4 105.26(13) . . ? O7 S4 O5 112.40(15) . . ? O7 S4 O10 107.41(13) . . ? O5 S4 O10 111.84(14) . . ? O7 S4 O1 110.15(14) . . ? O5 S4 O1 105.10(13) . . ? O10 S4 O1 109.97(14) . . ? S4 O1 Mn2 98.55(11) . . ? S2 O2 Mn1 124.46(14) . . ? S3 O3 Mn2 137.06(14) . . ? S3 O4 Mn1 97.25(11) . . ? S4 O5 Mn2 95.18(11) . . ? C8 N3 C12 112.9(3) . . ? N2 C1 C2 109.8(3) . . ? S3 O8 Mn1 95.76(11) . . ? S4 O10 Mn1 131.75(14) . . ? C9 N4 C11 111.6(3) . . ? C5 C4 N1 112.9(3) . . ? N4 C11 C12 110.2(3) . . ? C4 N1 C2 110.1(3) . . ? C1 N2 C5 110.2(3) . . ? S1 O15 Mn2 139.24(16) . . ? N3 C8 C9 110.3(3) . . ? C4 C5 N2 111.7(3) . . ? N4 C9 C8 111.1(3) . . ? C1 C2 N1 110.0(3) . . ? N3 C12 C11 110.4(3) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 28.49 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.667 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.108