Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Nirmalendu Chaudhuri' _publ_contact_author_address ; Department of Inorganic Chemistry Indian Association for the Cultivation of Science Kolkata 700 032 INDIA ; _publ_contact_author_email ICNRC@IACS.RES.IN _publ_section_title ; Structural diversity in manganese squarate frameworks using N,N-donor chelating/bridging ligands: syntheses, crystal structures and magnetic properties ; loop_ _publ_author_name 'Nirmalendu Chaudhuri' 'Ananta Kumar Ghosh' 'Debajyoti Ghoshal' 'Joan Ribas' 'Ennio Zangrando' # Attachment 'B510999J.cif' data_ind258 _database_code_depnum_ccdc_archive 'CCDC 279890' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-[(1,2-bis(4-pyridyl)ethane,N,N')-squarate-bis(aquo)-manganese(II)] (1,2-bis(4-pyridyl)ethane) hydrated ; _chemical_name_common ; catena-((1,2-bis(4-pyridyl)ethane,N,N')-squarate-bis(aquo)- manganese(ii)) (1,2-bis(4-pyridyl)ethane) hydrated ; _chemical_melting_point ? _chemical_formula_moiety 'C16 H16 Mn N4 O6, C12 H12 N2, H2 O' _chemical_formula_sum 'C28 H30 Mn N4 O7' _chemical_formula_weight 589.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z' _cell_length_a 8.348(2) _cell_length_b 12.416(2) _cell_length_c 13.915(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1442.3(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 614 _exptl_absorpt_coefficient_mu 0.508 _exptl_absorpt_correction_type refdelf _exptl_absorpt_correction_T_min 0.5864 _exptl_absorpt_correction_T_max 0.9808 _exptl_absorpt_process_details ; Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56 Cubic fit to sin(theta)/lambda - 24 parameters ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'image plate dip1030' _diffrn_measurement_method 'laser scanner' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15596 _diffrn_reflns_av_R_equivalents 0.0302 _diffrn_reflns_av_sigmaI/netI 0.0476 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.20 _diffrn_reflns_theta_max 26.37 _reflns_number_total 2944 _reflns_number_gt 2579 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Xpress' _computing_cell_refinement 'Mosflm (Acta Cryst. D50, 760, 1994)' _computing_data_reduction 'Scala (Acta Cryst. D50, 760, 1994)' _computing_structure_solution 'SHELX97 (Sheldrick, 1998)' _computing_structure_refinement 'SHELX97 (Sheldrick, 1998)' _computing_molecular_graphics 'Ortep3/windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.64.05 (Farrugia, 1999)' _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^)+(0.0564P)^2^+0.3515P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(3) _refine_ls_number_reflns 2944 _refine_ls_number_parameters 313 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0517 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1149 _refine_ls_wR_factor_gt 0.1045 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.089 _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 Mn Mn 0.5000 0.5000 0.02832(4) 0.03896(17) Uani 1 2 d S . . O1 O 0.7440(2) 0.43475(16) 0.02840(18) 0.0504(5) Uani 1 1 d . . . O2 O 0.9066(3) 0.67192(19) 0.0309(3) 0.0857(10) Uani 1 1 d . . . C1 C 0.8835(3) 0.4714(2) 0.0296(2) 0.0410(6) Uani 1 1 d . . . C2 C 0.9579(3) 0.5776(2) 0.0302(3) 0.0471(7) Uani 1 1 d . . . O1W O 0.4125(3) 0.33611(17) 0.0297(2) 0.0573(6) Uani 1 1 d D . . H1W H 0.307(2) 0.323(4) 0.028(4) 0.107(17) Uiso 1 1 d D . . H2W H 0.472(5) 0.284(3) 0.001(3) 0.108(17) Uiso 1 1 d D . . N1 N 0.5000 0.5000 0.1908(2) 0.0536(8) Uani 1 2 d SD . . C3 C 0.406(2) 0.4313(16) 0.2400(12) 0.058(4) Uani 0.50 1 d PDU A -1 H3 H 0.3328 0.3877 0.2076 0.070 Uiso 0.50 1 calc PR A -1 C4 C 0.4182(18) 0.4258(12) 0.3418(10) 0.076(4) Uani 0.50 1 d PDU A -1 H4 H 0.3461 0.3835 0.3761 0.091 Uiso 0.50 1 calc PR A -1 C5 C 0.5329(12) 0.4807(9) 0.3897(5) 0.072(3) Uani 0.50 1 d PDU A -1 C6 C 0.6318(16) 0.5472(12) 0.3381(10) 0.071(4) Uani 0.50 1 d PDU A -1 H6 H 0.7066 0.5910 0.3686 0.085 Uiso 0.50 1 calc PR A -1 C7 C 0.617(2) 0.5470(16) 0.2425(12) 0.057(4) Uani 0.50 1 d PDU A -1 H7 H 0.6955 0.5833 0.2080 0.068 Uiso 0.50 1 calc PR A -1 C8 C 0.5567(11) 0.4654(8) 0.4984(6) 0.081(3) Uani 0.50 1 d PDU A -1 H8A H 0.5309 0.3917 0.5154 0.098 Uiso 0.50 1 calc PR A -1 H8B H 0.6684 0.4777 0.5142 0.098 Uiso 0.50 1 calc PR A -1 C9 C 0.4551(12) 0.5398(8) 0.5561(6) 0.076(3) Uani 0.50 1 d PDU A -1 H9A H 0.3439 0.5279 0.5391 0.092 Uiso 0.50 1 calc PR A -1 H9B H 0.4817 0.6133 0.5386 0.092 Uiso 0.50 1 calc PR A -1 C10 C 0.541(3) 0.4218(14) 0.8075(12) 0.103(8) Uani 0.50 1 d PDU A -1 H10 H 0.5766 0.3565 0.8323 0.124 Uiso 0.50 1 calc PR A -1 C11 C 0.5297(13) 0.4378(8) 0.7065(7) 0.062(3) Uani 0.50 1 d PDU A -1 H11 H 0.5643 0.3823 0.6667 0.075 Uiso 0.50 1 calc PR A -1 C12 C 0.4726(13) 0.5279(6) 0.6642(6) 0.064(3) Uani 0.50 1 d PDU A -1 C13 C 0.4304(12) 0.6138(8) 0.7223(6) 0.064(2) Uani 0.50 1 d PDU A -1 H13 H 0.3958 0.6797 0.6983 0.077 Uiso 0.50 1 calc PR A -1 C14 C 0.445(2) 0.5924(12) 0.8200(9) 0.070(4) Uani 0.50 1 d PDU A -1 H14 H 0.4125 0.6476 0.8610 0.084 Uiso 0.50 1 calc PR A -1 N2 N 0.5000 0.5000 0.8646(3) 0.0702(11) Uani 1 2 d SD . . N3 N 1.2860(19) 0.2035(12) 0.6751(11) 0.129(5) Uani 0.50 1 d PDU B -1 C15 C 1.2325(19) 0.2332(12) 0.7613(10) 0.089(4) Uani 0.50 1 d PDU B -1 H15 H 1.2651 0.1938 0.8147 0.107 Uiso 0.50 1 calc PR B -1 C16 C 1.1266(19) 0.3233(11) 0.7758(10) 0.107(4) Uani 0.50 1 d PDU B -1 H16 H 1.0978 0.3443 0.8376 0.128 Uiso 0.50 1 calc PR B -1 C17 C 1.070(2) 0.3765(12) 0.6994(12) 0.112(5) Uani 0.50 1 d PDU B -1 C18 C 1.123(2) 0.3467(13) 0.6098(11) 0.106(5) Uani 0.50 1 d PDU B -1 H18 H 1.0907 0.3841 0.5551 0.127 Uiso 0.50 1 calc PR B -1 C19 C 1.222(2) 0.2612(14) 0.6038(13) 0.113(6) Uani 0.50 1 d PDU B -1 H19 H 1.2491 0.2396 0.5419 0.135 Uiso 0.50 1 calc PR B -1 C20 C 0.952(2) 0.4722(12) 0.7137(15) 0.160(8) Uani 0.50 1 d PDU B -1 H20A H 0.8612 0.4597 0.6718 0.192 Uiso 0.50 1 calc PR B -1 H20B H 0.9127 0.4683 0.7792 0.192 Uiso 0.50 1 calc PR B -1 C21 C 1.006(3) 0.5836(12) 0.6973(15) 0.135(6) Uani 0.50 1 d PDU B -1 H21A H 1.0727 0.5830 0.6401 0.162 Uiso 0.50 1 calc PR B -1 H21B H 1.0752 0.6029 0.7506 0.162 Uiso 0.50 1 calc PR B -1 C22 C 0.702(2) 0.8055(13) 0.7402(12) 0.118(5) Uani 0.50 1 d PDU B -1 H22 H 0.6625 0.8446 0.7921 0.142 Uiso 0.50 1 calc PR B -1 C23 C 0.8220(19) 0.7276(13) 0.7627(11) 0.094(5) Uani 0.50 1 d PDU B -1 H23 H 0.8552 0.7142 0.8254 0.113 Uiso 0.50 1 calc PR B -1 C24 C 0.8850(17) 0.6740(11) 0.6853(10) 0.104(4) Uani 0.50 1 d PDU B -1 C25 C 0.8275(18) 0.6939(12) 0.5952(10) 0.086(4) Uani 0.50 1 d PDU B -1 H25 H 0.8671 0.6570 0.5421 0.104 Uiso 0.50 1 calc PR B -1 C26 C 0.7082(17) 0.7707(11) 0.5856(9) 0.095(4) Uani 0.50 1 d PDU B -1 H26 H 0.6721 0.7828 0.5233 0.114 Uiso 0.50 1 calc PR B -1 N4 N 0.638(2) 0.8300(13) 0.6543(10) 0.138(5) Uani 0.50 1 d PDU B -1 O2W O 0.488(3) 1.0345(9) 0.5882(6) 0.155(5) Uani 0.50 1 d PU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn 0.0296(2) 0.0438(3) 0.0435(3) 0.000 0.000 0.0006(3) O1 0.0293(9) 0.0454(11) 0.0764(13) 0.0002(12) -0.0010(11) -0.0017(8) O2 0.0346(12) 0.0411(12) 0.182(3) 0.0134(18) 0.0065(18) -0.0003(10) C1 0.0303(11) 0.0418(16) 0.0508(14) -0.0022(13) -0.0008(14) -0.0003(10) C2 0.0305(15) 0.0387(14) 0.0722(19) 0.0076(17) 0.0018(14) 0.0006(11) O1W 0.0361(12) 0.0448(12) 0.0911(16) -0.0124(13) 0.0025(13) 0.0004(9) N1 0.0548(19) 0.068(2) 0.0382(15) 0.000 0.000 0.000(3) C3 0.063(7) 0.067(8) 0.044(5) 0.000(4) 0.012(4) 0.009(6) C4 0.079(7) 0.092(8) 0.058(5) 0.018(5) 0.010(5) 0.003(6) C5 0.082(7) 0.088(8) 0.047(3) 0.006(4) -0.009(3) 0.019(5) C6 0.074(7) 0.086(7) 0.051(5) -0.013(5) -0.007(5) 0.004(5) C7 0.060(7) 0.062(7) 0.048(5) -0.001(4) -0.001(4) 0.002(6) C8 0.088(6) 0.108(7) 0.048(4) -0.003(4) 0.002(3) 0.017(4) C9 0.090(7) 0.089(6) 0.050(4) 0.002(4) -0.002(3) 0.011(4) C10 0.092(11) 0.122(10) 0.096(11) 0.004(7) -0.006(7) -0.020(7) C11 0.075(6) 0.066(6) 0.046(4) -0.003(4) 0.000(4) 0.017(5) C12 0.066(6) 0.070(7) 0.055(4) -0.005(3) 0.005(4) 0.007(4) C13 0.077(5) 0.068(5) 0.046(4) 0.001(4) -0.005(4) 0.003(4) C14 0.073(6) 0.107(7) 0.029(4) 0.026(4) -0.026(3) -0.016(5) N2 0.063(2) 0.103(3) 0.0452(19) 0.000 0.000 -0.009(5) N3 0.135(9) 0.127(8) 0.125(8) 0.014(7) -0.016(7) -0.042(7) C15 0.091(8) 0.079(7) 0.099(7) 0.023(6) -0.005(6) 0.001(6) C16 0.109(8) 0.114(8) 0.097(7) 0.025(7) 0.001(6) -0.015(7) C17 0.108(9) 0.107(9) 0.121(9) 0.014(7) -0.014(7) -0.007(8) C18 0.108(9) 0.120(9) 0.090(8) 0.014(7) -0.017(7) -0.023(7) C19 0.109(10) 0.105(10) 0.123(9) -0.006(8) -0.017(8) -0.008(8) C20 0.147(12) 0.162(12) 0.169(10) 0.017(9) 0.005(8) -0.028(9) C21 0.125(10) 0.129(9) 0.150(9) 0.017(8) -0.009(9) -0.017(9) C22 0.130(10) 0.117(9) 0.107(8) -0.016(7) -0.002(8) -0.019(7) C23 0.093(9) 0.096(9) 0.093(7) -0.005(7) 0.003(6) -0.006(7) C24 0.097(7) 0.115(8) 0.101(7) 0.002(7) -0.011(6) -0.032(7) C25 0.084(7) 0.085(8) 0.090(7) -0.003(6) -0.002(6) 0.002(6) C26 0.098(8) 0.096(7) 0.092(6) 0.002(6) 0.004(6) -0.015(6) N4 0.148(9) 0.127(9) 0.140(9) -0.023(7) 0.006(7) -0.022(7) O2W 0.145(7) 0.189(10) 0.131(5) 0.034(6) -0.014(8) 0.003(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn O1W 2.162(2) 2_665 ? Mn O1W 2.162(2) . ? Mn O1 2.192(2) 2_665 ? Mn O1 2.192(2) . ? Mn N1 2.261(3) . ? Mn N2 2.279(4) 1_554 ? O1 C1 1.251(3) . ? O2 C2 1.247(4) . ? C1 C2 1.457(4) 2_765 ? C1 C2 1.457(4) . ? C2 C1 1.457(4) 2_765 ? N1 C7 1.345(11) . ? N1 C7 1.345(11) 2_665 ? N1 C3 1.348(11) 2_665 ? N1 C3 1.348(11) . ? C3 C4 1.422(19) . ? C4 C5 1.351(16) . ? C5 C6 1.371(17) . ? C5 C8 1.537(10) . ? C6 C7 1.337(18) . ? C8 C9 1.489(10) . ? C9 C12 1.519(11) . ? C10 N2 1.300(13) . ? C10 C11 1.424(19) . ? C11 C12 1.351(12) . ? C12 C13 1.384(11) . ? C13 C14 1.390(12) . ? C14 N2 1.384(10) . ? N2 C10 1.300(13) 2_665 ? N2 C14 1.384(10) 2_665 ? N2 Mn 2.279(4) 1_556 ? N3 C15 1.332(14) . ? N3 C19 1.337(13) . ? C15 C16 1.440(18) . ? C16 C17 1.337(18) . ? C17 C18 1.372(19) . ? C17 C20 1.557(17) . ? C18 C19 1.349(18) . ? C20 C21 1.472(16) . ? C21 C24 1.521(17) . ? C22 N4 1.345(14) . ? C22 C23 1.429(19) . ? C23 C24 1.371(16) . ? C24 C25 1.365(16) . ? C25 C26 1.386(16) . ? C26 N4 1.343(13) . ? O2W O2W 0.88(2) 2_675 ? 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 O1W Mn O1W 179.00(17) 2_665 . ? O1W Mn O1 88.05(8) 2_665 2_665 ? O1W Mn O1 91.95(8) . 2_665 ? O1W Mn O1 91.95(8) 2_665 . ? O1W Mn O1 88.05(8) . . ? O1 Mn O1 179.94(14) 2_665 . ? O1W Mn N1 89.50(8) 2_665 . ? O1W Mn N1 89.50(8) . . ? O1 Mn N1 89.97(7) 2_665 . ? O1 Mn N1 89.97(7) . . ? O1W Mn N2 90.50(8) 2_665 1_554 ? O1W Mn N2 90.50(8) . 1_554 ? O1 Mn N2 90.03(7) 2_665 1_554 ? O1 Mn N2 90.03(7) . 1_554 ? N1 Mn N2 180.0 . 1_554 ? C1 O1 Mn 136.99(19) . . ? O1 C1 C2 134.0(2) . 2_765 ? O1 C1 C2 136.5(3) . . ? C2 C1 C2 89.4(2) 2_765 . ? O2 C2 C1 134.7(3) . 2_765 ? O2 C2 C1 134.7(2) . . ? C1 C2 C1 90.6(2) 2_765 . ? C7 N1 C7 115.3(17) . 2_665 ? C7 N1 C3 14.1(18) . 2_665 ? C7 N1 C3 115.3(6) 2_665 2_665 ? C7 N1 C3 115.3(6) . . ? C7 N1 C3 14.1(18) 2_665 . ? C3 N1 C3 119.0(17) 2_665 . ? C7 N1 Mn 122.3(8) . . ? C7 N1 Mn 122.3(8) 2_665 . ? C3 N1 Mn 120.5(9) 2_665 . ? C3 N1 Mn 120.5(9) . . ? N1 C3 C4 119.5(15) . . ? C5 C4 C3 121.3(13) . . ? C4 C5 C6 118.2(6) . . ? C4 C5 C8 121.0(10) . . ? C6 C5 C8 120.8(10) . . ? C7 C6 C5 117.6(13) . . ? C6 C7 N1 127.0(15) . . ? C9 C8 C5 112.3(7) . . ? C8 C9 C12 114.7(7) . . ? N2 C10 C11 118.8(14) . . ? C12 C11 C10 124.7(10) . . ? C11 C12 C13 118.3(7) . . ? C11 C12 C9 123.1(7) . . ? C13 C12 C9 118.6(7) . . ? C12 C13 C14 113.7(10) . . ? N2 C14 C13 128.7(14) . . ? C10 N2 C10 104.8(18) . 2_665 ? C10 N2 C14 11.2(14) . 2_665 ? C10 N2 C14 115.8(8) 2_665 2_665 ? C10 N2 C14 115.8(8) . . ? C10 N2 C14 11.2(14) 2_665 . ? C14 N2 C14 126.8(14) 2_665 . ? C10 N2 Mn 127.6(9) . 1_556 ? C10 N2 Mn 127.6(9) 2_665 1_556 ? C14 N2 Mn 116.6(7) 2_665 1_556 ? C14 N2 Mn 116.6(7) . 1_556 ? C15 N3 C19 112.7(15) . . ? N3 C15 C16 123.2(13) . . ? C17 C16 C15 119.2(14) . . ? C16 C17 C18 118.6(13) . . ? C16 C17 C20 119.8(15) . . ? C18 C17 C20 121.6(15) . . ? C19 C18 C17 117.6(15) . . ? N3 C19 C18 128.5(17) . . ? C21 C20 C17 120.2(14) . . ? C20 C21 C24 120.4(15) . . ? N4 C22 C23 128.9(16) . . ? C24 C23 C22 115.2(14) . . ? C25 C24 C23 120.0(13) . . ? C25 C24 C21 117.9(14) . . ? C23 C24 C21 121.9(14) . . ? C24 C25 C26 117.8(13) . . ? N4 C26 C25 128.6(14) . . ? C26 N4 C22 109.6(14) . . ? 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 O1W Mn O1 C1 0.6(3) 2_665 . . . ? O1W Mn O1 C1 -178.4(3) . . . . ? O1 Mn O1 C1 -89(100) 2_665 . . . ? N1 Mn O1 C1 -88.9(3) . . . . ? N2 Mn O1 C1 91.1(3) 1_554 . . . ? Mn O1 C1 C2 179.5(3) . . . 2_765 ? Mn O1 C1 C2 -1.2(6) . . . . ? O1 C1 C2 O2 1.1(8) . . . . ? C2 C1 C2 O2 -179.4(4) 2_765 . . . ? O1 C1 C2 C1 -178.9(3) . . . 2_765 ? C2 C1 C2 C1 0.6(4) 2_765 . . 2_765 ? O1W Mn N1 C7 -39.3(12) 2_665 . . . ? O1W Mn N1 C7 140.7(12) . . . . ? O1 Mn N1 C7 -127.4(12) 2_665 . . . ? O1 Mn N1 C7 52.6(12) . . . . ? N2 Mn N1 C7 -14(100) 1_554 . . . ? O1W Mn N1 C7 140.7(12) 2_665 . . 2_665 ? O1W Mn N1 C7 -39.3(12) . . . 2_665 ? O1 Mn N1 C7 52.6(12) 2_665 . . 2_665 ? O1 Mn N1 C7 -127.4(12) . . . 2_665 ? N2 Mn N1 C7 166(100) 1_554 . . 2_665 ? O1W Mn N1 C3 -23.0(11) 2_665 . . 2_665 ? O1W Mn N1 C3 157.0(11) . . . 2_665 ? O1 Mn N1 C3 -111.0(11) 2_665 . . 2_665 ? O1 Mn N1 C3 69.0(11) . . . 2_665 ? N2 Mn N1 C3 2(100) 1_554 . . 2_665 ? O1W Mn N1 C3 157.0(11) 2_665 . . . ? O1W Mn N1 C3 -23.0(11) . . . . ? O1 Mn N1 C3 69.0(11) 2_665 . . . ? O1 Mn N1 C3 -111.0(11) . . . . ? N2 Mn N1 C3 -178(100) 1_554 . . . ? C7 N1 C3 C4 10(3) . . . . ? C7 N1 C3 C4 -84(7) 2_665 . . . ? C3 N1 C3 C4 -5.7(12) 2_665 . . . ? Mn N1 C3 C4 174.3(12) . . . . ? N1 C3 C4 C5 -6(3) . . . . ? C3 C4 C5 C6 4(2) . . . . ? C3 C4 C5 C8 -173.7(14) . . . . ? C4 C5 C6 C7 -5.2(19) . . . . ? C8 C5 C6 C7 172.2(14) . . . . ? C5 C6 C7 N1 10(3) . . . . ? C7 N1 C7 C6 3.3(15) 2_665 . . . ? C3 N1 C7 C6 96(7) 2_665 . . . ? C3 N1 C7 C6 -12(3) . . . . ? Mn N1 C7 C6 -176.7(15) . . . . ? C4 C5 C8 C9 -88.6(13) . . . . ? C6 C5 C8 C9 94.1(12) . . . . ? C5 C8 C9 C12 179.6(9) . . . . ? N2 C10 C11 C12 -3(3) . . . . ? C10 C11 C12 C13 4(2) . . . . ? C10 C11 C12 C9 -176.9(16) . . . . ? C8 C9 C12 C11 -21.3(14) . . . . ? C8 C9 C12 C13 157.7(10) . . . . ? C11 C12 C13 C14 -3.6(17) . . . . ? C9 C12 C13 C14 177.4(11) . . . . ? C12 C13 C14 N2 3(2) . . . . ? C11 C10 N2 C10 -1.0(11) . . . 2_665 ? C11 C10 N2 C14 -169(11) . . . 2_665 ? C11 C10 N2 C14 2(3) . . . . ? C11 C10 N2 Mn 179.0(11) . . . 1_556 ? C13 C14 N2 C10 -2(3) . . . . ? C13 C14 N2 C10 11(8) . . . 2_665 ? C13 C14 N2 C14 0.5(14) . . . 2_665 ? C13 C14 N2 Mn -179.5(14) . . . 1_556 ? C19 N3 C15 C16 -5(2) . . . . ? N3 C15 C16 C17 4(3) . . . . ? C15 C16 C17 C18 -3(3) . . . . ? C15 C16 C17 C20 178.4(15) . . . . ? C16 C17 C18 C19 3(3) . . . . ? C20 C17 C18 C19 -178.4(16) . . . . ? C15 N3 C19 C18 5(3) . . . . ? C17 C18 C19 N3 -4(3) . . . . ? C16 C17 C20 C21 108(2) . . . . ? C18 C17 C20 C21 -70(3) . . . . ? C17 C20 C21 C24 164.0(14) . . . . ? N4 C22 C23 C24 3(3) . . . . ? C22 C23 C24 C25 -3(2) . . . . ? C22 C23 C24 C21 -176.0(16) . . . . ? C20 C21 C24 C25 -88(2) . . . . ? C20 C21 C24 C23 86(2) . . . . ? C23 C24 C25 C26 1(2) . . . . ? C21 C24 C25 C26 175.2(15) . . . . ? C24 C25 C26 N4 0(3) . . . . ? C25 C26 N4 C22 1(2) . . . . ? C23 C22 N4 C26 -2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.324 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.081 #===END data_ind355b _database_code_depnum_ccdc_archive 'CCDC 279891' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-bis[bisaquo-(1,10-phenanthroline)-manganese(II)-squarate] ; _chemical_name_common ;catena-bis(bisaquo-(1,10-phenanthroline)-manganese(ii)- squarate) ; _chemical_melting_point ? _chemical_formula_moiety 'C32 H24 Mn2 N4 O12' _chemical_formula_sum 'C32 H24 Mn2 N4 O12' _chemical_formula_weight 766.43 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 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 12.370(3) _cell_length_b 21.786(4) _cell_length_c 12.571(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.99(2) _cell_angle_gamma 90.00 _cell_volume 3256.9(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_absorpt_coefficient_mu 6.931 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type Kappa-CCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_detector_area_resol_mean 14 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 37819 _diffrn_reflns_av_R_equivalents 0.0503 _diffrn_reflns_av_sigmaI/netI 0.0623 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.72 _diffrn_reflns_theta_max 58.92 _reflns_number_total 4592 _reflns_number_gt 3094 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Supergui (Nonius BV, 1997-2000)' _computing_cell_refinement 'Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_solution 'SHELX97 (Sheldrick, 1998)' _computing_structure_refinement 'SHELX97 (Sheldrick, 1998)' _computing_molecular_graphics 'Ortep3/windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.70.00 (Farrugia, 1999)' _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^)+(0.0966P)^2^+4.5765P] 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 4592 _refine_ls_number_parameters 475 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0969 _refine_ls_R_factor_gt 0.0633 _refine_ls_wR_factor_ref 0.1867 _refine_ls_wR_factor_gt 0.1649 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.019 _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 Mn1 Mn 0.23536(7) 0.14177(4) 0.05136(7) 0.0421(3) Uani 1 1 d D . . Mn2 Mn 0.76080(8) 0.13268(4) 0.53063(8) 0.0470(3) Uani 1 1 d D . . O1W O 0.1301(4) 0.1442(2) 0.1633(3) 0.0541(11) Uani 1 1 d D . . H1A H 0.065(3) 0.160(3) 0.136(4) 0.065 Uiso 1 1 d D . . H1B H 0.151(4) 0.159(3) 0.229(2) 0.065 Uiso 1 1 d D . . O4W O 0.8218(5) 0.2146(2) 0.4760(5) 0.112(3) Uani 1 1 d D . . H4A H 0.775(4) 0.231(2) 0.420(4) 0.135 Uiso 1 1 d D . . H4B H 0.836(6) 0.2436(14) 0.524(3) 0.135 Uiso 1 1 d D . . O3W O 0.6495(4) 0.1539(2) 0.6328(4) 0.0728(15) Uani 1 1 d D . . H3A H 0.683(3) 0.178(2) 0.686(3) 0.087 Uiso 1 1 d D . . H3B H 0.592(3) 0.174(3) 0.597(2) 0.087 Uiso 1 1 d D . . O2W O 0.2587(4) 0.2376(2) 0.0350(4) 0.0822(17) Uani 1 1 d D . . H2B H 0.328(2) 0.2485(13) 0.051(5) 0.099 Uiso 1 1 d D . . H2A H 0.231(5) 0.2510(14) -0.032(3) 0.099 Uiso 1 1 d D . . N1 N 0.3453(4) 0.1086(2) -0.0561(4) 0.0555(14) Uani 1 1 d . . . N2 N 0.2194(4) 0.0382(2) 0.0418(4) 0.0470(12) Uani 1 1 d . . . C1 C 0.4104(7) 0.1433(4) -0.1003(7) 0.088(3) Uani 1 1 d . . . H1 H 0.4115 0.1855 -0.0889 0.105 Uiso 1 1 calc R . . C2 C 0.4758(8) 0.1190(5) -0.1620(8) 0.109(3) Uani 1 1 d . . . H2 H 0.5232 0.1444 -0.1882 0.131 Uiso 1 1 calc R . . C3 C 0.4719(8) 0.0588(5) -0.1846(8) 0.105(3) Uani 1 1 d . . . H3 H 0.5144 0.0425 -0.2285 0.126 Uiso 1 1 calc R . . C4 C 0.4034(7) 0.0206(4) -0.1418(7) 0.085(2) Uani 1 1 d . . . C5 C 0.3419(5) 0.0486(3) -0.0755(5) 0.0570(17) Uani 1 1 d . . . C6 C 0.2726(5) 0.0096(3) -0.0250(5) 0.0526(16) Uani 1 1 d . . . C7 C 0.2662(7) -0.0526(3) -0.0465(7) 0.076(2) Uani 1 1 d . . . C8 C 0.1989(8) -0.0869(3) 0.0040(9) 0.097(3) Uani 1 1 d . . . H8 H 0.1914 -0.1289 -0.0083 0.117 Uiso 1 1 calc R . . C9 C 0.1440(7) -0.0591(4) 0.0713(8) 0.094(3) Uani 1 1 d . . . H9 H 0.0983 -0.0818 0.1043 0.113 Uiso 1 1 calc R . . C10 C 0.1579(7) 0.0046(3) 0.0901(7) 0.076(2) Uani 1 1 d . . . H10 H 0.1225 0.0235 0.1379 0.091 Uiso 1 1 calc R . . C29 C 0.3904(9) -0.0444(5) -0.1612(9) 0.115(4) Uani 1 1 d . . . H29 H 0.4292 -0.0628 -0.2065 0.138 Uiso 1 1 calc R . . N3 N 0.8596(4) 0.0781(2) 0.4338(4) 0.0555(14) Uani 1 1 d . . . N4 N 0.7198(4) 0.0324(2) 0.5452(4) 0.0432(12) Uani 1 1 d . . . C11 C 0.9311(7) 0.0997(4) 0.3824(7) 0.082(2) Uani 1 1 d . . . H11 H 0.9493 0.1412 0.3891 0.098 Uiso 1 1 calc R . . C12 C 0.9811(8) 0.0622(5) 0.3175(8) 0.106(3) Uani 1 1 d . . . H12 H 1.0324 0.0789 0.2836 0.127 Uiso 1 1 calc R . . C13 C 0.9544(8) 0.0017(5) 0.3044(7) 0.099(3) Uani 1 1 d . . . H13 H 0.9858 -0.0230 0.2605 0.119 Uiso 1 1 calc R . . C14 C 0.8796(6) -0.0228(4) 0.3576(6) 0.071(2) Uani 1 1 d . . . C15 C 0.8350(5) 0.0171(3) 0.4222(5) 0.0511(16) Uani 1 1 d . . . C16 C 0.7596(5) -0.0071(3) 0.4810(5) 0.0453(15) Uani 1 1 d . . . C17 C 0.7323(6) -0.0697(3) 0.4713(6) 0.0563(17) Uani 1 1 d . . . C18 C 0.6599(7) -0.0908(3) 0.5305(7) 0.077(2) Uani 1 1 d . . . H18 H 0.6382 -0.1319 0.5254 0.093 Uiso 1 1 calc R . . C19 C 0.6210(7) -0.0523(3) 0.5950(7) 0.081(2) Uani 1 1 d . . . H19 H 0.5741 -0.0663 0.6362 0.097 Uiso 1 1 calc R . . C20 C 0.6527(6) 0.0089(3) 0.5985(6) 0.068(2) Uani 1 1 d . . . H20 H 0.6239 0.0352 0.6422 0.081 Uiso 1 1 calc R . . C30 C 0.3261(9) -0.0793(4) -0.1178(9) 0.104(3) Uani 1 1 d . . . H30 H 0.3197 -0.1210 -0.1336 0.125 Uiso 1 1 calc R . . C31 C 0.8476(8) -0.0858(4) 0.3487(8) 0.090(3) Uani 1 1 d . . . H31 H 0.8766 -0.1120 0.3050 0.108 Uiso 1 1 calc R . . C32 C 0.7772(7) -0.1075(3) 0.4017(7) 0.083(2) Uani 1 1 d . . . H32 H 0.7566 -0.1486 0.3933 0.100 Uiso 1 1 calc R . . O1 O -0.1100(3) 0.14028(16) -0.3129(3) 0.0475(10) Uani 1 1 d . . . O2 O 0.0843(3) 0.14698(16) -0.0873(3) 0.0464(10) Uani 1 1 d . . . O3 O 0.1415(4) 0.2883(2) -0.1461(4) 0.0737(15) Uani 1 1 d . . . O4 O -0.0548(4) 0.28271(19) -0.3692(4) 0.0733(15) Uani 1 1 d . . . O5 O 0.3818(3) 0.14331(16) 0.1940(3) 0.0475(10) Uani 1 1 d . . . O6 O 0.6080(3) 0.13828(17) 0.3914(3) 0.0492(10) Uani 1 1 d . . . O7 O 0.6939(4) 0.2647(2) 0.3005(4) 0.0889(18) Uani 1 1 d . . . O8 O 0.4697(4) 0.2683(2) 0.1015(4) 0.0860(18) Uani 1 1 d . . . C21 C -0.0437(5) 0.1830(2) -0.2656(5) 0.0392(13) Uani 1 1 d . . . C22 C 0.0451(4) 0.1853(2) -0.1630(5) 0.0386(13) Uani 1 1 d . . . C23 C 0.0715(5) 0.2471(3) -0.1891(5) 0.0522(16) Uani 1 1 d . . . C24 C -0.0184(5) 0.2448(3) -0.2924(5) 0.0501(16) Uani 1 1 d . . . C25 C 0.4677(5) 0.1773(3) 0.2228(5) 0.0422(14) Uani 1 1 d . . . C26 C 0.5702(5) 0.1755(2) 0.3138(5) 0.0414(14) Uani 1 1 d . . . C27 C 0.6078(5) 0.2302(3) 0.2722(5) 0.0556(17) Uani 1 1 d . . . C28 C 0.5069(5) 0.2325(3) 0.1824(6) 0.0569(17) 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 0.0426(6) 0.0367(5) 0.0428(6) 0.0018(4) 0.0051(5) -0.0032(4) Mn2 0.0512(6) 0.0376(5) 0.0435(6) 0.0022(4) -0.0013(5) -0.0051(4) O1W 0.054(3) 0.064(3) 0.043(3) -0.008(2) 0.012(2) 0.007(2) O4W 0.141(5) 0.070(3) 0.081(4) 0.029(3) -0.045(4) -0.053(4) O3W 0.054(3) 0.086(3) 0.066(3) -0.033(3) -0.004(2) 0.024(2) O2W 0.070(3) 0.048(3) 0.098(4) 0.019(3) -0.027(3) -0.012(2) N1 0.056(3) 0.058(3) 0.057(3) 0.002(3) 0.024(3) -0.004(3) N2 0.050(3) 0.037(3) 0.054(3) 0.001(2) 0.015(3) -0.004(2) C1 0.091(6) 0.099(6) 0.086(6) 0.018(5) 0.046(5) -0.015(5) C2 0.111(8) 0.137(9) 0.107(7) 0.015(7) 0.079(7) -0.012(7) C3 0.109(8) 0.133(9) 0.104(7) -0.001(7) 0.081(7) 0.020(6) C4 0.083(6) 0.105(7) 0.080(6) -0.007(5) 0.044(5) 0.024(5) C5 0.048(4) 0.081(5) 0.042(4) 0.001(3) 0.013(3) 0.005(3) C6 0.055(4) 0.045(3) 0.055(4) -0.007(3) 0.011(3) 0.008(3) C7 0.091(6) 0.050(4) 0.084(6) -0.017(4) 0.019(5) 0.003(4) C8 0.124(8) 0.041(4) 0.123(8) -0.009(5) 0.028(7) -0.004(5) C9 0.102(7) 0.058(5) 0.132(8) 0.012(5) 0.049(6) -0.020(4) C10 0.096(6) 0.049(4) 0.091(6) 0.000(4) 0.041(5) -0.014(4) C29 0.141(9) 0.108(8) 0.115(8) -0.026(7) 0.066(7) 0.039(7) N3 0.053(3) 0.063(3) 0.053(3) 0.012(3) 0.018(3) -0.011(3) N4 0.055(3) 0.038(3) 0.041(3) 0.004(2) 0.022(3) 0.003(2) C11 0.076(5) 0.088(5) 0.089(6) 0.020(5) 0.036(5) -0.008(4) C12 0.097(7) 0.133(9) 0.109(8) 0.035(7) 0.064(6) -0.003(6) C13 0.105(7) 0.120(8) 0.101(7) 0.008(6) 0.077(6) 0.017(6) C14 0.070(5) 0.091(6) 0.060(5) 0.002(4) 0.031(4) 0.016(4) C15 0.047(4) 0.058(4) 0.049(4) 0.004(3) 0.015(3) 0.002(3) C16 0.039(3) 0.048(3) 0.045(4) 0.003(3) 0.005(3) 0.001(3) C17 0.064(4) 0.040(3) 0.065(4) -0.002(3) 0.018(4) 0.002(3) C18 0.090(6) 0.042(4) 0.105(6) 0.012(4) 0.033(5) -0.013(4) C19 0.104(6) 0.054(4) 0.106(6) 0.015(4) 0.067(6) -0.009(4) C20 0.093(5) 0.050(4) 0.077(5) 0.006(4) 0.053(5) -0.005(4) C30 0.136(9) 0.066(5) 0.125(8) -0.030(5) 0.060(7) 0.020(6) C31 0.108(7) 0.076(6) 0.101(7) -0.025(5) 0.054(6) 0.021(5) C32 0.100(6) 0.052(4) 0.100(6) -0.018(4) 0.032(6) 0.012(4) O1 0.047(2) 0.039(2) 0.048(2) 0.0092(18) -0.001(2) -0.0101(18) O2 0.046(2) 0.041(2) 0.044(2) 0.0153(19) -0.002(2) -0.0078(18) O3 0.080(3) 0.055(3) 0.065(3) 0.012(2) -0.016(3) -0.029(2) O4 0.082(3) 0.053(3) 0.062(3) 0.023(2) -0.019(3) -0.018(2) O5 0.043(2) 0.044(2) 0.049(2) 0.0089(19) 0.001(2) -0.0109(19) O6 0.054(3) 0.045(2) 0.041(2) 0.0108(19) 0.000(2) -0.0126(19) O7 0.069(3) 0.089(4) 0.083(4) 0.046(3) -0.022(3) -0.036(3) O8 0.063(3) 0.083(3) 0.085(4) 0.047(3) -0.026(3) -0.028(3) C21 0.041(3) 0.034(3) 0.044(4) 0.004(3) 0.016(3) -0.001(3) C22 0.033(3) 0.038(3) 0.044(4) -0.002(3) 0.010(3) -0.003(2) C23 0.050(4) 0.055(4) 0.045(4) 0.005(3) 0.002(3) -0.009(3) C24 0.051(4) 0.045(3) 0.046(4) 0.007(3) 0.000(3) -0.005(3) C25 0.042(4) 0.043(3) 0.037(4) -0.001(3) 0.003(3) 0.000(3) C26 0.051(4) 0.034(3) 0.039(3) 0.003(3) 0.012(3) -0.003(3) C27 0.047(4) 0.058(4) 0.052(4) 0.012(3) -0.003(3) -0.014(3) C28 0.055(4) 0.047(4) 0.059(4) 0.017(3) 0.001(4) -0.008(3) _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 O2W 2.125(4) . ? Mn1 O1W 2.165(4) . ? Mn1 O5 2.170(4) . ? Mn1 O2 2.179(4) . ? Mn1 N2 2.264(5) . ? Mn1 N1 2.282(5) . ? Mn2 O4W 2.124(5) . ? Mn2 O1 2.172(4) 1_656 ? Mn2 O3W 2.176(5) . ? Mn2 O6 2.197(4) . ? Mn2 N4 2.262(4) . ? Mn2 N3 2.282(6) . ? N1 C5 1.328(8) . ? N1 C1 1.331(9) . ? N2 C10 1.319(8) . ? N2 C6 1.354(8) . ? C1 C2 1.373(12) . ? C2 C3 1.341(13) . ? C3 C4 1.397(13) . ? C4 C5 1.413(10) . ? C4 C29 1.438(13) . ? C5 C6 1.471(9) . ? C6 C7 1.379(9) . ? C7 C8 1.394(12) . ? C7 C30 1.435(12) . ? C8 C9 1.362(12) . ? C9 C10 1.412(10) . ? C29 C30 1.321(13) . ? N3 C11 1.317(9) . ? N3 C15 1.362(8) . ? N4 C20 1.307(8) . ? N4 C16 1.361(7) . ? C11 C12 1.414(13) . ? C12 C13 1.357(13) . ? C13 C14 1.389(11) . ? C14 C15 1.402(9) . ? C14 C31 1.424(11) . ? C15 C16 1.440(8) . ? C16 C17 1.403(8) . ? C17 C18 1.391(10) . ? C17 C32 1.420(10) . ? C18 C19 1.346(11) . ? C19 C20 1.385(9) . ? C31 C32 1.321(11) . ? O1 C21 1.275(6) . ? O1 Mn2 2.172(4) 1_454 ? O2 C22 1.258(6) . ? O3 C23 1.261(7) . ? O4 C24 1.257(7) . ? O5 C25 1.263(6) . ? O6 C26 1.256(6) . ? O7 C27 1.271(7) . ? O8 C28 1.262(7) . ? C21 C24 1.443(8) . ? C21 C22 1.447(8) . ? C21 C23 2.037(8) . ? C22 C23 1.444(8) . ? C23 C24 1.459(8) . ? C25 C28 1.441(8) . ? C25 C26 1.456(8) . ? C25 C27 2.031(8) . ? C26 C27 1.430(8) . ? C27 C28 1.435(8) . ? 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 O2W Mn1 O1W 99.3(2) . . ? O2W Mn1 O5 87.71(15) . . ? O1W Mn1 O5 88.69(16) . . ? O2W Mn1 O2 88.90(15) . . ? O1W Mn1 O2 88.95(16) . . ? O5 Mn1 O2 175.51(15) . . ? O2W Mn1 N2 170.2(2) . . ? O1W Mn1 N2 89.96(17) . . ? O5 Mn1 N2 95.74(16) . . ? O2 Mn1 N2 88.08(16) . . ? O2W Mn1 N1 97.7(2) . . ? O1W Mn1 N1 162.86(18) . . ? O5 Mn1 N1 89.78(17) . . ? O2 Mn1 N1 93.60(17) . . ? N2 Mn1 N1 73.21(18) . . ? O4W Mn2 O1 89.45(17) . 1_656 ? O4W Mn2 O3W 110.6(2) . . ? O1 Mn2 O3W 82.91(16) 1_656 . ? O4W Mn2 O6 90.02(17) . . ? O1 Mn2 O6 166.87(16) 1_656 . ? O3W Mn2 O6 85.00(17) . . ? O4W Mn2 N4 161.0(2) . . ? O1 Mn2 N4 97.23(15) 1_656 . ? O3W Mn2 N4 88.01(18) . . ? O6 Mn2 N4 87.43(15) . . ? O4W Mn2 N3 88.5(2) . . ? O1 Mn2 N3 98.87(17) 1_656 . ? O3W Mn2 N3 160.86(19) . . ? O6 Mn2 N3 94.22(17) . . ? N4 Mn2 N3 72.85(17) . . ? C5 N1 C1 118.3(6) . . ? C5 N1 Mn1 115.2(4) . . ? C1 N1 Mn1 126.5(5) . . ? C10 N2 C6 118.0(6) . . ? C10 N2 Mn1 125.6(4) . . ? C6 N2 Mn1 116.3(4) . . ? N1 C1 C2 122.3(9) . . ? C3 C2 C1 120.4(9) . . ? C2 C3 C4 119.4(8) . . ? C3 C4 C5 116.9(8) . . ? C3 C4 C29 124.9(8) . . ? C5 C4 C29 118.3(8) . . ? N1 C5 C4 122.6(7) . . ? N1 C5 C6 118.9(6) . . ? C4 C5 C6 118.5(7) . . ? N2 C6 C7 124.3(7) . . ? N2 C6 C5 116.2(6) . . ? C7 C6 C5 119.5(7) . . ? C6 C7 C8 116.5(7) . . ? C6 C7 C30 120.6(8) . . ? C8 C7 C30 123.0(8) . . ? C9 C8 C7 120.5(7) . . ? C8 C9 C10 118.8(8) . . ? N2 C10 C9 121.9(7) . . ? C30 C29 C4 123.2(8) . . ? C11 N3 C15 117.1(6) . . ? C11 N3 Mn2 127.3(5) . . ? C15 N3 Mn2 115.4(4) . . ? C20 N4 C16 116.2(5) . . ? C20 N4 Mn2 127.5(4) . . ? C16 N4 Mn2 115.9(4) . . ? N3 C11 C12 122.5(8) . . ? C13 C12 C11 120.1(8) . . ? C12 C13 C14 119.1(8) . . ? C13 C14 C15 117.5(8) . . ? C13 C14 C31 122.6(8) . . ? C15 C14 C31 119.9(7) . . ? N3 C15 C14 123.7(6) . . ? N3 C15 C16 117.4(6) . . ? C14 C15 C16 118.9(6) . . ? N4 C16 C17 123.3(6) . . ? N4 C16 C15 117.6(5) . . ? C17 C16 C15 119.1(6) . . ? C18 C17 C16 116.7(6) . . ? C18 C17 C32 123.8(7) . . ? C16 C17 C32 119.4(7) . . ? C19 C18 C17 120.4(6) . . ? C18 C19 C20 118.4(7) . . ? N4 C20 C19 125.0(7) . . ? C29 C30 C7 119.9(8) . . ? C32 C31 C14 120.8(7) . . ? C31 C32 C17 121.8(7) . . ? C21 O1 Mn2 134.2(3) . 1_454 ? C22 O2 Mn1 134.9(3) . . ? C25 O5 Mn1 133.7(4) . . ? C26 O6 Mn2 135.2(4) . . ? O1 C21 C24 136.5(5) . . ? O1 C21 C22 132.4(5) . . ? C24 C21 C22 90.9(4) . . ? O1 C21 C23 176.0(5) . . ? C24 C21 C23 45.8(3) . . ? C22 C21 C23 45.1(3) . . ? O2 C22 C23 136.6(5) . . ? O2 C22 C21 133.7(5) . . ? C23 C22 C21 89.6(4) . . ? O3 C23 C22 137.5(6) . . ? O3 C23 C24 132.1(6) . . ? C22 C23 C24 90.4(5) . . ? O3 C23 C21 177.1(5) . . ? C22 C23 C21 45.3(3) . . ? C24 C23 C21 45.1(3) . . ? O4 C24 C21 137.6(6) . . ? O4 C24 C23 133.3(5) . . ? C21 C24 C23 89.2(5) . . ? O5 C25 C28 136.6(5) . . ? O5 C25 C26 133.7(5) . . ? C28 C25 C26 89.7(5) . . ? O5 C25 C27 178.5(5) . . ? C28 C25 C27 44.9(3) . . ? C26 C25 C27 44.8(3) . . ? O6 C26 C27 137.2(5) . . ? O6 C26 C25 133.2(5) . . ? C27 C26 C25 89.5(5) . . ? O7 C27 C26 136.1(6) . . ? O7 C27 C28 132.9(6) . . ? C26 C27 C28 91.0(5) . . ? O7 C27 C25 178.1(5) . . ? C26 C27 C25 45.8(3) . . ? C28 C27 C25 45.2(3) . . ? O8 C28 C27 134.4(6) . . ? O8 C28 C25 135.7(6) . . ? C27 C28 C25 89.9(5) . . ? 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 O2W Mn1 N1 C5 -173.1(4) . . . . ? O1W Mn1 N1 C5 14.4(9) . . . . ? O5 Mn1 N1 C5 99.2(5) . . . . ? O2 Mn1 N1 C5 -83.7(5) . . . . ? N2 Mn1 N1 C5 3.2(4) . . . . ? O2W Mn1 N1 C1 6.6(6) . . . . ? O1W Mn1 N1 C1 -165.9(6) . . . . ? O5 Mn1 N1 C1 -81.1(6) . . . . ? O2 Mn1 N1 C1 96.0(6) . . . . ? N2 Mn1 N1 C1 -177.1(6) . . . . ? O2W Mn1 N2 C10 -157.8(10) . . . . ? O1W Mn1 N2 C10 3.2(6) . . . . ? O5 Mn1 N2 C10 91.9(6) . . . . ? O2 Mn1 N2 C10 -85.8(6) . . . . ? N1 Mn1 N2 C10 179.9(6) . . . . ? O2W Mn1 N2 C6 17.9(13) . . . . ? O1W Mn1 N2 C6 178.9(4) . . . . ? O5 Mn1 N2 C6 -92.4(4) . . . . ? O2 Mn1 N2 C6 89.9(4) . . . . ? N1 Mn1 N2 C6 -4.4(4) . . . . ? C5 N1 C1 C2 -1.9(12) . . . . ? Mn1 N1 C1 C2 178.5(7) . . . . ? N1 C1 C2 C3 3.4(16) . . . . ? C1 C2 C3 C4 -2.1(16) . . . . ? C2 C3 C4 C5 -0.3(14) . . . . ? C2 C3 C4 C29 179.0(10) . . . . ? C1 N1 C5 C4 -0.8(10) . . . . ? Mn1 N1 C5 C4 178.9(5) . . . . ? C1 N1 C5 C6 178.5(6) . . . . ? Mn1 N1 C5 C6 -1.8(7) . . . . ? C3 C4 C5 N1 1.8(12) . . . . ? C29 C4 C5 N1 -177.6(8) . . . . ? C3 C4 C5 C6 -177.5(7) . . . . ? C29 C4 C5 C6 3.1(11) . . . . ? C10 N2 C6 C7 0.4(10) . . . . ? Mn1 N2 C6 C7 -175.7(5) . . . . ? C10 N2 C6 C5 -178.9(6) . . . . ? Mn1 N2 C6 C5 5.1(7) . . . . ? N1 C5 C6 N2 -2.2(9) . . . . ? C4 C5 C6 N2 177.1(6) . . . . ? N1 C5 C6 C7 178.5(6) . . . . ? C4 C5 C6 C7 -2.2(10) . . . . ? N2 C6 C7 C8 0.8(11) . . . . ? C5 C6 C7 C8 -180.0(7) . . . . ? N2 C6 C7 C30 -179.5(7) . . . . ? C5 C6 C7 C30 -0.3(11) . . . . ? C6 C7 C8 C9 -0.5(13) . . . . ? C30 C7 C8 C9 179.8(9) . . . . ? C7 C8 C9 C10 -0.9(15) . . . . ? C6 N2 C10 C9 -1.8(11) . . . . ? Mn1 N2 C10 C9 173.8(6) . . . . ? C8 C9 C10 N2 2.1(14) . . . . ? C3 C4 C29 C30 178.9(11) . . . . ? C5 C4 C29 C30 -1.7(15) . . . . ? O4W Mn2 N3 C11 6.7(6) . . . . ? O1 Mn2 N3 C11 -82.5(6) 1_656 . . . ? O3W Mn2 N3 C11 -176.5(6) . . . . ? O6 Mn2 N3 C11 96.6(6) . . . . ? N4 Mn2 N3 C11 -177.4(6) . . . . ? O4W Mn2 N3 C15 -168.4(4) . . . . ? O1 Mn2 N3 C15 102.4(4) 1_656 . . . ? O3W Mn2 N3 C15 8.4(8) . . . . ? O6 Mn2 N3 C15 -78.5(4) . . . . ? N4 Mn2 N3 C15 7.5(4) . . . . ? O4W Mn2 N4 C20 -167.5(6) . . . . ? O1 Mn2 N4 C20 82.8(6) 1_656 . . . ? O3W Mn2 N4 C20 0.2(6) . . . . ? O6 Mn2 N4 C20 -84.9(6) . . . . ? N3 Mn2 N4 C20 179.9(6) . . . . ? O4W Mn2 N4 C16 4.5(8) . . . . ? O1 Mn2 N4 C16 -105.2(4) 1_656 . . . ? O3W Mn2 N4 C16 172.2(4) . . . . ? O6 Mn2 N4 C16 87.1(4) . . . . ? N3 Mn2 N4 C16 -8.1(4) . . . . ? C15 N3 C11 C12 0.1(11) . . . . ? Mn2 N3 C11 C12 -174.9(6) . . . . ? N3 C11 C12 C13 1.3(15) . . . . ? C11 C12 C13 C14 -1.4(15) . . . . ? C12 C13 C14 C15 0.2(13) . . . . ? C12 C13 C14 C31 -179.7(9) . . . . ? C11 N3 C15 C14 -1.4(10) . . . . ? Mn2 N3 C15 C14 174.3(5) . . . . ? C11 N3 C15 C16 178.1(6) . . . . ? Mn2 N3 C15 C16 -6.2(7) . . . . ? C13 C14 C15 N3 1.2(11) . . . . ? C31 C14 C15 N3 -178.9(7) . . . . ? C13 C14 C15 C16 -178.3(7) . . . . ? C31 C14 C15 C16 1.6(10) . . . . ? C20 N4 C16 C17 -0.3(9) . . . . ? Mn2 N4 C16 C17 -173.2(5) . . . . ? C20 N4 C16 C15 -179.2(6) . . . . ? Mn2 N4 C16 C15 7.9(7) . . . . ? N3 C15 C16 N4 -1.1(8) . . . . ? C14 C15 C16 N4 178.5(6) . . . . ? N3 C15 C16 C17 -180.0(6) . . . . ? C14 C15 C16 C17 -0.4(9) . . . . ? N4 C16 C17 C18 0.6(10) . . . . ? C15 C16 C17 C18 179.5(6) . . . . ? N4 C16 C17 C32 179.6(6) . . . . ? C15 C16 C17 C32 -1.6(9) . . . . ? C16 C17 C18 C19 -1.3(11) . . . . ? C32 C17 C18 C19 179.8(8) . . . . ? C17 C18 C19 C20 1.6(13) . . . . ? C16 N4 C20 C19 0.7(11) . . . . ? Mn2 N4 C20 C19 172.6(6) . . . . ? C18 C19 C20 N4 -1.3(13) . . . . ? C4 C29 C30 C7 -0.8(17) . . . . ? C6 C7 C30 C29 1.8(15) . . . . ? C8 C7 C30 C29 -178.5(10) . . . . ? C13 C14 C31 C32 179.1(9) . . . . ? C15 C14 C31 C32 -0.8(13) . . . . ? C14 C31 C32 C17 -1.3(14) . . . . ? C18 C17 C32 C31 -178.6(8) . . . . ? C16 C17 C32 C31 2.5(12) . . . . ? O2W Mn1 O2 C22 17.0(5) . . . . ? O1W Mn1 O2 C22 116.3(5) . . . . ? O5 Mn1 O2 C22 58(2) . . . . ? N2 Mn1 O2 C22 -153.7(5) . . . . ? N1 Mn1 O2 C22 -80.7(5) . . . . ? O2W Mn1 O5 C25 -26.6(5) . . . . ? O1W Mn1 O5 C25 -125.9(5) . . . . ? O2 Mn1 O5 C25 -68(2) . . . . ? N2 Mn1 O5 C25 144.3(5) . . . . ? N1 Mn1 O5 C25 71.1(5) . . . . ? O4W Mn2 O6 C26 -2.2(6) . . . . ? O1 Mn2 O6 C26 85.4(8) 1_656 . . . ? O3W Mn2 O6 C26 108.4(5) . . . . ? N4 Mn2 O6 C26 -163.3(5) . . . . ? N3 Mn2 O6 C26 -90.8(5) . . . . ? Mn2 O1 C21 C24 -2.8(10) 1_454 . . . ? Mn2 O1 C21 C22 -176.7(4) 1_454 . . . ? Mn2 O1 C21 C23 -126(7) 1_454 . . . ? Mn1 O2 C22 C23 -9.4(10) . . . . ? Mn1 O2 C22 C21 166.1(4) . . . . ? O1 C21 C22 O2 -1.3(11) . . . . ? C24 C21 C22 O2 -177.1(6) . . . . ? C23 C21 C22 O2 -176.9(8) . . . . ? O1 C21 C22 C23 175.6(6) . . . . ? C24 C21 C22 C23 -0.2(5) . . . . ? O2 C22 C23 O3 -2.4(14) . . . . ? C21 C22 C23 O3 -179.2(9) . . . . ? O2 C22 C23 C24 176.9(7) . . . . ? C21 C22 C23 C24 0.2(5) . . . . ? O2 C22 C23 C21 176.7(9) . . . . ? O1 C21 C23 O3 115(12) . . . . ? C24 C21 C23 O3 -12(12) . . . . ? C22 C21 C23 O3 168(12) . . . . ? O1 C21 C23 C22 -54(7) . . . . ? C24 C21 C23 C22 179.7(6) . . . . ? O1 C21 C23 C24 126(7) . . . . ? C22 C21 C23 C24 -179.7(6) . . . . ? O1 C21 C24 O4 4.8(14) . . . . ? C22 C21 C24 O4 -179.6(8) . . . . ? C23 C21 C24 O4 -179.9(11) . . . . ? O1 C21 C24 C23 -175.3(7) . . . . ? C22 C21 C24 C23 0.2(5) . . . . ? O3 C23 C24 O4 -0.9(13) . . . . ? C22 C23 C24 O4 179.7(8) . . . . ? C21 C23 C24 O4 179.9(10) . . . . ? O3 C23 C24 C21 179.2(8) . . . . ? C22 C23 C24 C21 -0.2(5) . . . . ? Mn1 O5 C25 C28 5.7(11) . . . . ? Mn1 O5 C25 C26 -174.1(4) . . . . ? Mn1 O5 C25 C27 -165(20) . . . . ? Mn2 O6 C26 C27 4.5(11) . . . . ? Mn2 O6 C26 C25 -180.0(4) . . . . ? O5 C25 C26 O6 2.7(11) . . . . ? C28 C25 C26 O6 -177.1(7) . . . . ? C27 C25 C26 O6 -177.0(9) . . . . ? O5 C25 C26 C27 179.7(7) . . . . ? C28 C25 C26 C27 -0.2(5) . . . . ? O6 C26 C27 O7 -3.6(15) . . . . ? C25 C26 C27 O7 179.6(9) . . . . ? O6 C26 C27 C28 176.9(7) . . . . ? C25 C26 C27 C28 0.2(5) . . . . ? O6 C26 C27 C25 176.7(9) . . . . ? O5 C25 C27 O7 178(100) . . . . ? C28 C25 C27 O7 7(19) . . . . ? C26 C25 C27 O7 -173(20) . . . . ? O5 C25 C27 C26 -9(20) . . . . ? C28 C25 C27 C26 179.8(7) . . . . ? O5 C25 C27 C28 171(21) . . . . ? C26 C25 C27 C28 -179.8(7) . . . . ? O7 C27 C28 O8 0.9(15) . . . . ? C26 C27 C28 O8 -179.6(9) . . . . ? C25 C27 C28 O8 -179.5(12) . . . . ? O7 C27 C28 C25 -179.7(8) . . . . ? C26 C27 C28 C25 -0.2(5) . . . . ? O5 C25 C28 O8 -0.2(15) . . . . ? C26 C25 C28 O8 179.6(9) . . . . ? C27 C25 C28 O8 179.5(12) . . . . ? O5 C25 C28 C27 -179.7(7) . . . . ? C26 C25 C28 C27 0.2(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A O4 0.85(2) 1.92(3) 2.724(6) 155(5) 4_566 O1W H1B O3 0.86(2) 1.97(3) 2.782(6) 157(5) 4_566 O4W H4A O7 0.86(2) 1.718(19) 2.577(7) 174(7) . O4W H4B O4 0.86(2) 1.83(4) 2.585(7) 146(8) 1_656 O3W H3A O7 0.858(19) 1.885(19) 2.693(6) 157(3) 4_566 O3W H3B O8 0.846(19) 1.98(2) 2.737(6) 148(3) 4_566 O2W H2B O8 0.862(19) 1.74(2) 2.600(6) 172(6) . O2W H2A O3 0.864(19) 1.76(2) 2.586(6) 160(7) . _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 58.92 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.876 _refine_diff_density_min -0.363 _refine_diff_density_rms 0.078 #===END data_ind356 _database_code_depnum_ccdc_archive 'CCDC 279892' _audit_creation_method SHELXL-97 _chemical_name_systematic ; catena-[aquo-bis(1,10-phenanthroline)-manganese(II)-squarate] tetrahydrate ; _chemical_name_common ;catena-(aquo-bis(1,10-phenanthroline)-manganese(ii)-squarate) tetrahydrate ; _chemical_melting_point ? _chemical_formula_moiety 'C28 H18 Mn N4 O5, 4(H2 O)' _chemical_formula_sum 'C28 H26 Mn N4 O9' _chemical_formula_weight 617.47 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' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.017(3) _cell_length_b 11.446(4) _cell_length_c 13.400(4) _cell_angle_alpha 92.59(2) _cell_angle_beta 101.83(2) _cell_angle_gamma 110.98(2) _cell_volume 1392.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 638 _exptl_absorpt_coefficient_mu 0.536 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'image plate dip1030' _diffrn_measurement_method 'laser scanner' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14209 _diffrn_reflns_av_R_equivalents 0.0449 _diffrn_reflns_av_sigmaI/netI 0.0725 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 28.38 _reflns_number_total 6349 _reflns_number_gt 3791 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius Xpress' _computing_cell_refinement 'Denzo-Scalepack (Macromol. Crystall., 1997)' _computing_data_reduction 'Denzo-Scalepack (Macromol. Crystall., 1997)' _computing_structure_solution 'SHELX97 (Sheldrick, 1998)' _computing_structure_refinement 'SHELX97 (Sheldrick, 1998)' _computing_molecular_graphics 'Ortep3/windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.64.05 (Farrugia, 1999)' _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^)+(0.0492P)^2^] 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 SHELXL _refine_ls_extinction_coef 0.0088(13) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6349 _refine_ls_number_parameters 414 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0768 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1131 _refine_ls_wR_factor_gt 0.1020 _refine_ls_goodness_of_fit_ref 0.894 _refine_ls_restrained_S_all 0.893 _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 Mn Mn 0.97081(4) 0.74219(3) 0.72179(3) 0.04493(13) Uani 1 1 d . . . N1 N 1.04770(19) 0.93343(18) 0.66830(14) 0.0453(4) Uani 1 1 d . . . N2 N 0.7709(2) 0.79789(19) 0.68463(16) 0.0513(5) Uani 1 1 d . . . N3 N 1.0288(2) 0.81314(19) 0.89216(15) 0.0497(5) Uani 1 1 d . . . N4 N 0.8555(2) 0.57585(19) 0.79701(16) 0.0534(5) Uani 1 1 d . . . C1 C 1.1833(3) 0.9985(2) 0.65926(19) 0.0549(6) Uani 1 1 d . . . H1 H 1.2548 0.9642 0.6771 0.066 Uiso 1 1 calc R . . C2 C 1.2229(3) 1.1166(3) 0.6240(2) 0.0660(8) Uani 1 1 d . . . H2 H 1.3185 1.1586 0.6174 0.079 Uiso 1 1 calc R . . C3 C 1.1206(3) 1.1694(3) 0.5994(2) 0.0663(8) Uani 1 1 d . . . H3 H 1.1456 1.2478 0.5757 0.080 Uiso 1 1 calc R . . C4 C 0.9771(3) 1.1050(2) 0.61001(19) 0.0565(6) Uani 1 1 d . . . C5 C 0.9451(2) 0.9859(2) 0.64374(17) 0.0459(5) Uani 1 1 d . . . C6 C 0.7978(3) 0.9145(2) 0.65383(18) 0.0490(6) Uani 1 1 d . . . C7 C 0.6900(3) 0.9668(3) 0.6326(2) 0.0628(7) Uani 1 1 d . . . C8 C 0.5494(3) 0.8939(4) 0.6456(3) 0.0878(10) Uani 1 1 d . . . H8 H 0.4745 0.9250 0.6335 0.105 Uiso 1 1 calc R . . C9 C 0.5239(3) 0.7779(4) 0.6759(3) 0.0938(11) Uani 1 1 d . . . H9 H 0.4311 0.7292 0.6841 0.113 Uiso 1 1 calc R . . C10 C 0.6366(3) 0.7320(3) 0.6946(2) 0.0701(8) Uani 1 1 d . . . H10 H 0.6169 0.6521 0.7149 0.084 Uiso 1 1 calc R . . C11 C 1.1168(3) 0.9278(3) 0.9393(2) 0.0605(7) Uani 1 1 d . . . H11 H 1.1556 0.9898 0.8993 0.073 Uiso 1 1 calc R . . C12 C 1.1540(3) 0.9598(3) 1.0460(2) 0.0724(8) Uani 1 1 d . . . H12 H 1.2163 1.0410 1.0762 0.087 Uiso 1 1 calc R . . C13 C 1.0965(3) 0.8689(3) 1.1046(2) 0.0766(9) Uani 1 1 d . . . H13 H 1.1207 0.8883 1.1757 0.092 Uiso 1 1 calc R . . C14 C 1.0018(3) 0.7469(3) 1.0593(2) 0.0635(7) Uani 1 1 d . . . C15 C 0.9726(3) 0.7227(2) 0.95157(19) 0.0514(6) Uani 1 1 d . . . C16 C 0.8793(2) 0.5977(2) 0.90087(19) 0.0513(6) Uani 1 1 d . . . C17 C 0.8167(3) 0.5020(3) 0.9595(2) 0.0628(7) Uani 1 1 d . . . C18 C 0.7263(3) 0.3828(3) 0.9067(3) 0.0750(9) Uani 1 1 d . . . H18 H 0.6823 0.3177 0.9425 0.090 Uiso 1 1 calc R . . C19 C 0.7030(3) 0.3622(3) 0.8036(3) 0.0756(9) Uani 1 1 d . . . H19 H 0.6436 0.2829 0.7680 0.091 Uiso 1 1 calc R . . C20 C 0.7684(3) 0.4607(2) 0.7511(2) 0.0658(7) Uani 1 1 d . . . H20 H 0.7503 0.4451 0.6799 0.079 Uiso 1 1 calc R . . C21 C 0.8630(4) 1.1539(3) 0.5882(2) 0.0736(8) Uani 1 1 d . . . H21 H 0.8834 1.2327 0.5657 0.088 Uiso 1 1 calc R . . C22 C 0.7269(4) 1.0888(3) 0.5996(2) 0.0774(9) Uani 1 1 d . . . H22 H 0.6555 1.1239 0.5858 0.093 Uiso 1 1 calc R . . C23 C 0.9366(4) 0.6463(4) 1.1163(2) 0.0780(9) Uani 1 1 d . . . H23 H 0.9557 0.6619 1.1876 0.094 Uiso 1 1 calc R . . C24 C 0.8492(4) 0.5312(3) 1.0684(3) 0.0763(9) Uani 1 1 d . . . H24 H 0.8084 0.4683 1.1071 0.092 Uiso 1 1 calc R . . C25 C 0.9592(2) 0.5584(2) 0.53417(17) 0.0425(5) Uani 1 1 d . . . C26 C 0.9307(3) 0.4965(2) 0.43009(18) 0.0489(6) Uani 1 1 d . . . C27 C 0.4524(2) 0.9106(2) 0.96105(19) 0.0488(6) Uani 1 1 d . . . C28 C 0.4776(2) 1.0363(2) 0.93158(19) 0.0502(6) Uani 1 1 d . . . O1 O 0.90764(17) 0.62867(15) 0.57431(12) 0.0516(4) Uani 1 1 d . . . O2 O 0.8482(2) 0.49229(18) 0.34489(14) 0.0700(5) Uani 1 1 d . . . O3 O 0.39385(19) 0.79963(16) 0.91347(14) 0.0641(5) Uani 1 1 d . . . O4 O 0.4507(2) 1.07893(17) 0.84872(14) 0.0681(5) Uani 1 1 d . . . O1W O 1.18641(18) 0.73482(17) 0.74231(14) 0.0577(5) Uani 1 1 d D . . H1A H 1.187(3) 0.6630(19) 0.722(2) 0.086 Uiso 1 1 d D . . H1B H 1.255(3) 0.763(2) 0.7972(17) 0.086 Uiso 1 1 d D . . O2W O 0.5745(3) 0.6610(3) 0.9228(2) 0.1124(9) Uani 1 1 d D . . H2A H 0.533(5) 0.584(2) 0.933(4) 0.169 Uiso 1 1 d D . . H2B H 0.505(4) 0.690(4) 0.918(4) 0.169 Uiso 1 1 d D . . O3W O 0.3234(3) 0.2557(3) 0.86243(19) 0.0933(7) Uani 1 1 d D . . H3A H 0.371(4) 0.207(3) 0.857(3) 0.140 Uiso 1 1 d D . . H3B H 0.350(4) 0.284(4) 0.9269(16) 0.140 Uiso 1 1 d D . . O4W O 0.3991(2) 0.4532(2) 0.7479(2) 0.0853(7) Uani 1 1 d D . . H4A H 0.372(4) 0.390(3) 0.780(3) 0.128 Uiso 1 1 d D . . H4B H 0.324(3) 0.471(3) 0.727(3) 0.128 Uiso 1 1 d D . . O5W O 0.4142(15) 0.4243(14) 0.5402(12) 0.105(5) Uani 0.38(3) 1 d P . . O6W O 0.4766(17) 0.3682(15) 0.5683(6) 0.153(7) Uani 0.62(3) 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn 0.0514(2) 0.0443(2) 0.0407(2) 0.00606(15) 0.01217(14) 0.01898(15) N1 0.0469(10) 0.0471(11) 0.0394(11) 0.0042(9) 0.0079(8) 0.0162(8) N2 0.0510(11) 0.0556(12) 0.0507(12) 0.0081(10) 0.0177(9) 0.0207(9) N3 0.0520(11) 0.0527(12) 0.0452(12) 0.0019(10) 0.0134(9) 0.0200(9) N4 0.0592(12) 0.0499(12) 0.0508(13) 0.0099(10) 0.0135(9) 0.0194(9) C1 0.0522(14) 0.0579(16) 0.0479(15) 0.0076(12) 0.0097(10) 0.0137(11) C2 0.0642(17) 0.0619(18) 0.0559(17) 0.0130(14) 0.0142(13) 0.0043(13) C3 0.0819(19) 0.0472(15) 0.0545(17) 0.0130(13) 0.0055(13) 0.0112(14) C4 0.0759(17) 0.0488(14) 0.0413(14) 0.0067(11) 0.0060(11) 0.0238(13) C5 0.0535(13) 0.0466(13) 0.0351(12) 0.0008(10) 0.0061(9) 0.0190(10) C6 0.0579(14) 0.0533(15) 0.0407(13) 0.0035(11) 0.0126(10) 0.0265(11) C7 0.0689(17) 0.0750(19) 0.0579(17) 0.0083(14) 0.0160(13) 0.0423(15) C8 0.070(2) 0.118(3) 0.099(3) 0.027(2) 0.0301(17) 0.057(2) C9 0.0590(19) 0.119(3) 0.118(3) 0.034(3) 0.0397(18) 0.0387(19) C10 0.0562(16) 0.0737(19) 0.083(2) 0.0199(16) 0.0268(14) 0.0209(14) C11 0.0598(15) 0.0616(17) 0.0594(17) -0.0052(14) 0.0110(12) 0.0254(13) C12 0.0679(18) 0.075(2) 0.068(2) -0.0189(17) 0.0074(14) 0.0276(15) C13 0.083(2) 0.109(3) 0.0460(17) -0.0065(18) 0.0095(14) 0.0505(19) C14 0.0701(17) 0.088(2) 0.0446(15) 0.0040(15) 0.0139(12) 0.0449(15) C15 0.0547(14) 0.0664(16) 0.0427(14) 0.0107(12) 0.0155(10) 0.0313(12) C16 0.0533(14) 0.0605(16) 0.0518(15) 0.0164(12) 0.0192(11) 0.0304(12) C17 0.0645(16) 0.0752(19) 0.0686(19) 0.0331(15) 0.0314(13) 0.0384(15) C18 0.0732(19) 0.0652(19) 0.101(3) 0.0360(18) 0.0399(18) 0.0293(15) C19 0.0735(19) 0.0525(17) 0.098(3) 0.0203(17) 0.0282(17) 0.0155(13) C20 0.0706(17) 0.0535(16) 0.0671(19) 0.0074(14) 0.0157(14) 0.0162(13) C21 0.096(2) 0.0584(18) 0.072(2) 0.0171(15) 0.0089(16) 0.0405(16) C22 0.096(2) 0.085(2) 0.072(2) 0.0135(17) 0.0136(17) 0.0612(19) C23 0.096(2) 0.120(3) 0.0482(17) 0.0309(19) 0.0334(16) 0.065(2) C24 0.093(2) 0.097(3) 0.069(2) 0.0407(19) 0.0439(17) 0.055(2) C25 0.0480(11) 0.0389(12) 0.0398(13) 0.0064(10) 0.0089(9) 0.0160(9) C26 0.0633(14) 0.0433(13) 0.0418(14) 0.0044(11) 0.0074(10) 0.0252(11) C27 0.0475(12) 0.0447(13) 0.0495(15) 0.0057(11) 0.0035(10) 0.0165(10) C28 0.0510(13) 0.0461(14) 0.0490(15) 0.0067(11) 0.0043(10) 0.0169(10) O1 0.0609(9) 0.0537(10) 0.0461(10) -0.0008(8) 0.0092(7) 0.0312(8) O2 0.0951(13) 0.0774(13) 0.0440(11) -0.0065(9) -0.0095(9) 0.0556(11) O3 0.0768(12) 0.0447(10) 0.0573(12) -0.0006(8) -0.0051(9) 0.0193(9) O4 0.0860(13) 0.0582(11) 0.0524(12) 0.0129(9) 0.0026(9) 0.0248(9) O1W 0.0545(10) 0.0606(11) 0.0552(12) -0.0064(9) 0.0019(7) 0.0262(9) O2W 0.122(2) 0.136(2) 0.099(2) 0.000(2) 0.0132(16) 0.080(2) O3W 0.1153(18) 0.1053(19) 0.0798(17) 0.0151(15) 0.0181(14) 0.0679(15) O4W 0.0850(15) 0.0785(16) 0.0986(19) 0.0241(13) 0.0136(12) 0.0409(13) O5W 0.111(6) 0.123(7) 0.081(7) 0.031(5) 0.038(5) 0.035(6) O6W 0.146(8) 0.147(9) 0.095(4) 0.022(4) 0.021(5) -0.026(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mn O1W 2.1531(18) . ? Mn O1 2.1589(18) . ? Mn N4 2.247(2) . ? Mn N1 2.249(2) . ? Mn N3 2.272(2) . ? Mn N2 2.280(2) . ? N1 C1 1.329(3) . ? N1 C5 1.360(3) . ? N2 C10 1.324(3) . ? N2 C6 1.365(3) . ? N3 C11 1.329(3) . ? N3 C15 1.365(3) . ? N4 C20 1.327(3) . ? N4 C16 1.359(3) . ? C1 C2 1.398(4) . ? C2 C3 1.360(4) . ? C3 C4 1.401(4) . ? C4 C5 1.402(3) . ? C4 C21 1.429(4) . ? C5 C6 1.446(3) . ? C6 C7 1.399(3) . ? C7 C8 1.408(4) . ? C7 C22 1.426(4) . ? C8 C9 1.356(5) . ? C9 C10 1.391(4) . ? C11 C12 1.398(4) . ? C12 C13 1.364(4) . ? C13 C14 1.399(4) . ? C14 C15 1.406(4) . ? C14 C23 1.443(4) . ? C15 C16 1.441(3) . ? C16 C17 1.414(4) . ? C17 C18 1.396(4) . ? C17 C24 1.425(4) . ? C18 C19 1.348(4) . ? C19 C20 1.388(4) . ? C21 C22 1.344(4) . ? C23 C24 1.335(4) . ? C25 O1 1.255(3) . ? C25 C26 1.460(3) . ? C25 C26 1.466(3) 2_766 ? C26 O2 1.252(3) . ? C26 C25 1.466(3) 2_766 ? C27 O3 1.266(3) . ? C27 C28 1.457(3) . ? C27 C28 1.461(3) 2_677 ? C28 O4 1.251(3) . ? C28 C27 1.461(3) 2_677 ? O5W O6W 1.076(10) . ? 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 O1W Mn O1 88.72(7) . . ? O1W Mn N4 101.59(8) . . ? O1 Mn N4 92.41(8) . . ? O1W Mn N1 91.70(7) . . ? O1 Mn N1 98.15(7) . . ? N4 Mn N1 163.22(7) . . ? O1W Mn N3 88.14(7) . . ? O1 Mn N3 165.25(7) . . ? N4 Mn N3 74.14(8) . . ? N1 Mn N3 96.35(8) . . ? O1W Mn N2 165.15(8) . . ? O1 Mn N2 92.47(7) . . ? N4 Mn N2 93.15(8) . . ? N1 Mn N2 73.48(7) . . ? N3 Mn N2 94.26(7) . . ? C1 N1 C5 117.9(2) . . ? C1 N1 Mn 125.82(17) . . ? C5 N1 Mn 116.25(15) . . ? C10 N2 C6 118.1(2) . . ? C10 N2 Mn 126.83(19) . . ? C6 N2 Mn 114.97(15) . . ? C11 N3 C15 117.9(2) . . ? C11 N3 Mn 127.64(18) . . ? C15 N3 Mn 114.29(16) . . ? C20 N4 C16 117.6(2) . . ? C20 N4 Mn 127.11(19) . . ? C16 N4 Mn 115.31(16) . . ? N1 C1 C2 122.7(3) . . ? C3 C2 C1 119.5(3) . . ? C2 C3 C4 119.5(3) . . ? C3 C4 C5 117.6(3) . . ? C3 C4 C21 123.6(3) . . ? C5 C4 C21 118.8(3) . . ? N1 C5 C4 122.7(2) . . ? N1 C5 C6 117.6(2) . . ? C4 C5 C6 119.7(2) . . ? N2 C6 C7 122.9(2) . . ? N2 C6 C5 117.7(2) . . ? C7 C6 C5 119.4(2) . . ? C6 C7 C8 116.9(3) . . ? C6 C7 C22 119.3(3) . . ? C8 C7 C22 123.8(3) . . ? C9 C8 C7 119.7(3) . . ? C8 C9 C10 120.0(3) . . ? N2 C10 C9 122.4(3) . . ? N3 C11 C12 123.3(3) . . ? C13 C12 C11 118.3(3) . . ? C12 C13 C14 121.0(3) . . ? C13 C14 C15 116.7(3) . . ? C13 C14 C23 124.0(3) . . ? C15 C14 C23 119.3(3) . . ? N3 C15 C14 122.8(2) . . ? N3 C15 C16 118.1(2) . . ? C14 C15 C16 119.2(2) . . ? N4 C16 C17 122.1(2) . . ? N4 C16 C15 118.1(2) . . ? C17 C16 C15 119.8(2) . . ? C18 C17 C16 117.6(3) . . ? C18 C17 C24 123.5(3) . . ? C16 C17 C24 118.9(3) . . ? C19 C18 C17 119.9(3) . . ? C18 C19 C20 119.4(3) . . ? N4 C20 C19 123.5(3) . . ? C22 C21 C4 121.6(3) . . ? C21 C22 C7 121.1(3) . . ? C24 C23 C14 121.0(3) . . ? C23 C24 C17 121.8(3) . . ? O1 C25 C26 133.9(2) . . ? O1 C25 C26 136.1(2) . 2_766 ? C26 C25 C26 90.06(19) . 2_766 ? O2 C26 C25 135.5(2) . . ? O2 C26 C25 134.5(2) . 2_766 ? C25 C26 C25 89.94(19) . 2_766 ? O3 C27 C28 134.9(2) . . ? O3 C27 C28 134.2(2) . 2_677 ? C28 C27 C28 90.9(2) . 2_677 ? O4 C28 C27 134.8(2) . . ? O4 C28 C27 136.0(2) . 2_677 ? C27 C28 C27 89.1(2) . 2_677 ? C25 O1 Mn 133.80(15) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1W Mn N1 C1 0.04(19) . . . . ? O1 Mn N1 C1 -88.90(19) . . . . ? N4 Mn N1 C1 142.7(2) . . . . ? N3 Mn N1 C1 88.35(19) . . . . ? N2 Mn N1 C1 -179.1(2) . . . . ? O1W Mn N1 C5 -179.67(16) . . . . ? O1 Mn N1 C5 91.38(16) . . . . ? N4 Mn N1 C5 -37.1(3) . . . . ? N3 Mn N1 C5 -91.36(16) . . . . ? N2 Mn N1 C5 1.21(15) . . . . ? O1W Mn N2 C10 177.9(3) . . . . ? O1 Mn N2 C10 83.5(2) . . . . ? N4 Mn N2 C10 -9.0(2) . . . . ? N1 Mn N2 C10 -178.7(2) . . . . ? N3 Mn N2 C10 -83.3(2) . . . . ? O1W Mn N2 C6 -5.6(4) . . . . ? O1 Mn N2 C6 -99.87(17) . . . . ? N4 Mn N2 C6 167.58(17) . . . . ? N1 Mn N2 C6 -2.10(16) . . . . ? N3 Mn N2 C6 93.27(17) . . . . ? O1W Mn N3 C11 75.2(2) . . . . ? O1 Mn N3 C11 153.0(2) . . . . ? N4 Mn N3 C11 177.8(2) . . . . ? N1 Mn N3 C11 -16.3(2) . . . . ? N2 Mn N3 C11 -90.1(2) . . . . ? O1W Mn N3 C15 -100.14(17) . . . . ? O1 Mn N3 C15 -22.4(3) . . . . ? N4 Mn N3 C15 2.47(16) . . . . ? N1 Mn N3 C15 168.36(16) . . . . ? N2 Mn N3 C15 94.54(17) . . . . ? O1W Mn N4 C20 -96.9(2) . . . . ? O1 Mn N4 C20 -7.7(2) . . . . ? N1 Mn N4 C20 121.4(3) . . . . ? N3 Mn N4 C20 178.4(2) . . . . ? N2 Mn N4 C20 84.9(2) . . . . ? O1W Mn N4 C16 83.05(17) . . . . ? O1 Mn N4 C16 172.24(16) . . . . ? N1 Mn N4 C16 -58.7(3) . . . . ? N3 Mn N4 C16 -1.62(15) . . . . ? N2 Mn N4 C16 -95.16(17) . . . . ? C5 N1 C1 C2 -1.2(4) . . . . ? Mn N1 C1 C2 179.08(18) . . . . ? N1 C1 C2 C3 1.3(4) . . . . ? C1 C2 C3 C4 0.2(4) . . . . ? C2 C3 C4 C5 -1.5(4) . . . . ? C2 C3 C4 C21 178.6(3) . . . . ? C1 N1 C5 C4 -0.2(3) . . . . ? Mn N1 C5 C4 179.52(18) . . . . ? C1 N1 C5 C6 -180.0(2) . . . . ? Mn N1 C5 C6 -0.2(3) . . . . ? C3 C4 C5 N1 1.5(4) . . . . ? C21 C4 C5 N1 -178.5(2) . . . . ? C3 C4 C5 C6 -178.7(2) . . . . ? C21 C4 C5 C6 1.2(4) . . . . ? C10 N2 C6 C7 0.0(4) . . . . ? Mn N2 C6 C7 -176.89(19) . . . . ? C10 N2 C6 C5 179.7(2) . . . . ? Mn N2 C6 C5 2.8(3) . . . . ? N1 C5 C6 N2 -1.7(3) . . . . ? C4 C5 C6 N2 178.5(2) . . . . ? N1 C5 C6 C7 177.9(2) . . . . ? C4 C5 C6 C7 -1.8(3) . . . . ? N2 C6 C7 C8 0.8(4) . . . . ? C5 C6 C7 C8 -178.8(2) . . . . ? N2 C6 C7 C22 -179.3(2) . . . . ? C5 C6 C7 C22 1.1(4) . . . . ? C6 C7 C8 C9 -1.0(5) . . . . ? C22 C7 C8 C9 179.1(3) . . . . ? C7 C8 C9 C10 0.4(6) . . . . ? C6 N2 C10 C9 -0.6(4) . . . . ? Mn N2 C10 C9 175.8(2) . . . . ? C8 C9 C10 N2 0.4(5) . . . . ? C15 N3 C11 C12 -0.1(4) . . . . ? Mn N3 C11 C12 -175.26(19) . . . . ? N3 C11 C12 C13 -0.3(4) . . . . ? C11 C12 C13 C14 -0.5(4) . . . . ? C12 C13 C14 C15 1.6(4) . . . . ? C12 C13 C14 C23 -179.8(3) . . . . ? C11 N3 C15 C14 1.3(4) . . . . ? Mn N3 C15 C14 177.08(18) . . . . ? C11 N3 C15 C16 -178.9(2) . . . . ? Mn N3 C15 C16 -3.1(3) . . . . ? C13 C14 C15 N3 -2.0(4) . . . . ? C23 C14 C15 N3 179.3(2) . . . . ? C13 C14 C15 C16 178.1(2) . . . . ? C23 C14 C15 C16 -0.6(4) . . . . ? C20 N4 C16 C17 1.1(4) . . . . ? Mn N4 C16 C17 -178.83(18) . . . . ? C20 N4 C16 C15 -179.4(2) . . . . ? Mn N4 C16 C15 0.6(3) . . . . ? N3 C15 C16 N4 1.7(3) . . . . ? C14 C15 C16 N4 -178.5(2) . . . . ? N3 C15 C16 C17 -178.8(2) . . . . ? C14 C15 C16 C17 1.0(3) . . . . ? N4 C16 C17 C18 -1.0(4) . . . . ? C15 C16 C17 C18 179.5(2) . . . . ? N4 C16 C17 C24 178.6(2) . . . . ? C15 C16 C17 C24 -0.8(4) . . . . ? C16 C17 C18 C19 0.7(4) . . . . ? C24 C17 C18 C19 -178.9(3) . . . . ? C17 C18 C19 C20 -0.6(5) . . . . ? C16 N4 C20 C19 -0.9(4) . . . . ? Mn N4 C20 C19 179.0(2) . . . . ? C18 C19 C20 N4 0.7(5) . . . . ? C3 C4 C21 C22 -179.9(3) . . . . ? C5 C4 C21 C22 0.2(4) . . . . ? C4 C21 C22 C7 -1.0(5) . . . . ? C6 C7 C22 C21 0.3(5) . . . . ? C8 C7 C22 C21 -179.8(3) . . . . ? C13 C14 C23 C24 -178.7(3) . . . . ? C15 C14 C23 C24 -0.1(4) . . . . ? C14 C23 C24 C17 0.2(5) . . . . ? C18 C17 C24 C23 179.8(3) . . . . ? C16 C17 C24 C23 0.2(4) . . . . ? O1 C25 C26 O2 1.1(5) . . . . ? C26 C25 C26 O2 -179.4(4) 2_766 . . . ? O1 C25 C26 C25 -179.5(3) . . . 2_766 ? C26 C25 C26 C25 0.0 2_766 . . 2_766 ? O3 C27 C28 O4 -0.4(5) . . . . ? C28 C27 C28 O4 179.5(4) 2_677 . . . ? O3 C27 C28 C27 -180.0(4) . . . 2_677 ? C28 C27 C28 C27 0.0 2_677 . . 2_677 ? C26 C25 O1 Mn -169.15(18) . . . . ? C26 C25 O1 Mn 11.5(4) 2_766 . . . ? O1W Mn O1 C25 18.6(2) . . . . ? N4 Mn O1 C25 -82.9(2) . . . . ? N1 Mn O1 C25 110.2(2) . . . . ? N3 Mn O1 C25 -59.1(4) . . . . ? N2 Mn O1 C25 -176.2(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A O2 0.858(16) 1.834(16) 2.675(3) 167(3) 2_766 O1W H1B O3 0.856(16) 1.779(17) 2.630(2) 172(3) 1_655 O2W H2A O4W 0.855(18) 2.65(5) 3.008(4) 106(4) . O2W H2B O3 0.859(18) 1.955(19) 2.791(3) 164(4) . O3W H3A O4 0.867(18) 1.909(19) 2.769(3) 171(4) 1_545 O3W H3B O2W 0.860(18) 1.987(19) 2.844(4) 174(4) 2_667 O4W H4A O3W 0.841(17) 1.918(18) 2.757(4) 175(4) . O4W H4B O2 0.845(17) 1.988(18) 2.826(3) 171(4) 2_666 _diffrn_measured_fraction_theta_max 0.908 _diffrn_reflns_theta_full 28.38 _diffrn_measured_fraction_theta_full 0.908 _refine_diff_density_max 0.331 _refine_diff_density_min -0.281 _refine_diff_density_rms 0.050