# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics # This journal is © The Owner Societies 2011 data_global _journal_name_full Phys.Chem.Chem.Phys.(PCCP) _journal_coden_cambridge 1326 #TrackingRef 'web_deposit_cif_file_0_MarcelinoManeiro_1302601635.cif' # #------------------------------------------------------------------------- #2 Person making the deposition # _publ_contact_author 'Maneiro, Marcelino' _publ_contact_author_email marcelino.maneiro@usc.es _journal_volume ? _journal_page_first ? _journal_page_last ? _journal_year ? _ccdc_journal_depnumber ? # #------------------------------------------------------------------------- #4 Chemical and physical data # # Note that the units for melting point are Kelvin # The compound_id is the identifier for the compound in the published # paper, eg. 4a, II, etc. # Provide a brief description of any significant biological activity, # eg. antimalarial activity # If the compound exhibits polymorphism provide brief details, # eg. monoclinic form, low-temperature phase, etc. # For chemdiag leave blank - no longer necessary _ccdc_compound_id ? _ccdc_biological_activity ? _ccdc_polymorph ? _ccdc_chemdiag_type ? _ccdc_chemdiag_records ; ? ; # #------------------------------------------------------------------------- #5 Other data relating to the structure determination and refinement # # Record the radiation type if not X-rays, eg. neutron # Record the temperature of the data collection (Kelvin) # if not room-temperature # Record R_squared if this is the only reliability factor given by # your refinement program # Describe briefly any disorder, eg. t-Butyl C31-33 disordered over # two sites with occupancies 0.6 and 0.4 # Under ccdc_comments record any other important information _ccdc_temp_data_collection ? _ccdc_ls_R_squared ? _ccdc_disorder ? _ccdc_comments ; ? ; loop_ _publ_author_name 'Gustavo Gonzalez-Riopedre' 'M. Isabel Fernandez-Garcia' 'Ana M.Gonzalez-Noya' 'M. Angeles Vazquez-Fernandez' 'Manuel R. Bermejo' 'Marcelino Maneiro' #------------------------------------------------------------------------- #6 Include your "standard" CIF file here # It should contain the following data items: # unit cell parameters and volume, z value, space group symbol, # R-factor(s), atomic coordinates with standard deviations, # occupancy factors, bond lengths and bond angles # Other data items may be present but will not necessarily be # included in the Cambridge Structural Database # # Do NOT include structure factors # # #------------------------------------------------------------------------- #SUBMISSION INFORMATION # # For a journal send the form to the address specified by the journal # # For a private communication to the CCDC send the form to the address # deposit@ccdc.cam.ac.uk # # For up-to-date information on deposition procedures, check the website # http://www.ccdc.cam.ac.uk/ data_MnL1ClO4 _database_code_depnum_ccdc_archive 'CCDC 821534' #TrackingRef 'web_deposit_cif_file_0_MarcelinoManeiro_1302601635.cif' _audit_creation_date 2006-02-07T17:44:40-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common MnL1ClO4 _chemical_formula_moiety 'C22 H28 Cl1 Mn1 N2 O10' _chemical_formula_sum 'C22 H28 Cl1 Mn1 N2 O10' _chemical_formula_weight 590.89 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 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 13.7192(13) _cell_length_b 15.7383(10) _cell_length_c 13.6309(10) _cell_angle_alpha 90 _cell_angle_beta 119.689(4) _cell_angle_gamma 90 _cell_volume 2556.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3317 _cell_measurement_theta_min 0.982 _cell_measurement_theta_max 65.089 _cell_measurement_wavelength 1.5418 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour brown-reddish _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.07 _exptl_crystal_density_diffrn 1.535 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 5.715 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4602 _exptl_absorpt_correction_T_max 0.6703 _exptl_absorpt_process_details 'BRUKER SADABS' #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type CuK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector_area_resol_mean 14 _diffrn_orient_matrix_type 'by Bruker AXS Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.0840797 _diffrn_orient_matrix_ub_12 -0.0058838 _diffrn_orient_matrix_ub_13 0.0455324 _diffrn_orient_matrix_ub_21 0.0013111 _diffrn_orient_matrix_ub_22 0.0400618 _diffrn_orient_matrix_ub_23 0.0571289 _diffrn_orient_matrix_ub_31 -0.0090305 _diffrn_orient_matrix_ub_32 -0.0489661 _diffrn_orient_matrix_ub_33 0.041269 _diffrn_measurement_device '135mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD2000 _diffrn_measurement_method CCD _diffrn_reflns_av_R_equivalents 0.0536 _diffrn_reflns_av_unetI/netI 0.0591 _diffrn_reflns_number 3572 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.71 _diffrn_reflns_theta_max 58.93 _diffrn_reflns_theta_full 58.93 _diffrn_measured_fraction_theta_full 0.971 _diffrn_measured_fraction_theta_max 0.971 _reflns_number_total 3572 _reflns_number_gt 3020 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'XPREP BRUKER' _computing_structure_solution 'SIR-97 (Altomare et al., 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1341P)^2^+4.5024P] 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_number_reflns 3572 _refine_ls_number_parameters 361 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0899 _refine_ls_R_factor_gt 0.0794 _refine_ls_wR_factor_ref 0.2202 _refine_ls_wR_factor_gt 0.2112 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.65 _refine_diff_density_min -0.745 _refine_diff_density_rms 0.107 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.018 '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' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.0942(5) 0.1203(3) 0.3829(5) 0.0425(14) Uani 1 1 d . . . C2 C 1.2134(5) 0.1074(4) 0.4387(5) 0.0464(14) Uani 1 1 d . . . C3 C 1.2847(5) 0.1761(4) 0.4639(6) 0.0568(17) Uani 1 1 d . . . H3 H 1.3619 0.1674 0.5015 0.068 Uiso 1 1 calc R . . C4 C 1.2430(6) 0.2569(4) 0.4342(6) 0.0611(18) Uani 1 1 d . . . H4 H 1.2923 0.3026 0.4542 0.073 Uiso 1 1 calc R . . C5 C 1.1310(6) 0.2708(4) 0.3759(5) 0.0543(16) Uani 1 1 d . . . H5 H 1.1044 0.3257 0.3529 0.065 Uiso 1 1 calc R . . C6 C 1.0537(5) 0.2034(4) 0.3494(5) 0.0459(14) Uani 1 1 d . . . C7 C 0.9375(5) 0.2207(4) 0.2811(5) 0.0510(15) Uani 1 1 d . . . H7 H 0.9171 0.2762 0.2558 0.061 Uiso 1 1 calc R . . C9 C 0.7416(5) 0.1855(4) 0.1636(7) 0.070(2) Uani 1 1 d . . . H9A H 0.7296 0.1677 0.0903 0.083 Uiso 1 1 calc R . . H9B H 0.7292 0.2463 0.1613 0.083 Uiso 1 1 calc R . . C10 C 0.6625(5) 0.1411(4) 0.1893(6) 0.0607(18) Uani 1 1 d . . . C12 C 0.6463(5) -0.0120(4) 0.2181(5) 0.0506(15) Uani 1 1 d . . . H12 H 0.5697 -0.0011 0.1831 0.061 Uiso 1 1 calc R . . C13 C 0.6798(4) -0.0986(4) 0.2524(5) 0.0443(14) Uani 1 1 d . . . C14 C 0.5974(5) -0.1612(4) 0.2207(5) 0.0524(16) Uani 1 1 d . . . H14 H 0.5222 -0.1458 0.1806 0.063 Uiso 1 1 calc R . . C15 C 0.6253(5) -0.2445(4) 0.2476(6) 0.0556(16) Uani 1 1 d . . . H15 H 0.5696 -0.2856 0.2258 0.067 Uiso 1 1 calc R . . C16 C 0.7373(5) -0.2673(4) 0.3075(5) 0.0491(15) Uani 1 1 d . . . H16 H 0.7559 -0.3243 0.325 0.059 Uiso 1 1 calc R . . C17 C 0.8208(4) -0.2089(3) 0.3415(5) 0.0395(13) Uani 1 1 d . . . C18 C 0.7950(4) -0.1221(3) 0.3156(5) 0.0407(13) Uani 1 1 d . . . C21 C 1.3585(5) 0.0023(4) 0.4958(6) 0.0612(18) Uani 1 1 d . . . H21A H 1.4057 0.0167 0.5748 0.073 Uiso 1 1 calc R . . H21B H 1.3852 0.0333 0.4522 0.073 Uiso 1 1 calc R . . C22 C 1.3628(6) -0.0904(5) 0.4790(7) 0.077(2) Uani 1 1 d . . . H22A H 1.3193 -0.1196 0.506 0.116 Uiso 1 1 calc R . . H22B H 1.4393 -0.1094 0.5201 0.116 Uiso 1 1 calc R . . H22C H 1.3327 -0.1021 0.4001 0.116 Uiso 1 1 calc R . . C23 C 0.9654(4) -0.3131(3) 0.4239(5) 0.0428(13) Uani 1 1 d . . . H23A H 0.9394 -0.3435 0.3533 0.051 Uiso 1 1 calc R . . H23B H 0.932 -0.339 0.4649 0.051 Uiso 1 1 calc R . . C24 C 1.0909(5) -0.3170(4) 0.4928(6) 0.0530(15) Uani 1 1 d . . . H24A H 1.1231 -0.286 0.4552 0.08 Uiso 1 1 calc R . . H24B H 1.1149 -0.3752 0.5017 0.08 Uiso 1 1 calc R . . H24C H 1.1151 -0.2924 0.5658 0.08 Uiso 1 1 calc R . . C25 C 0.5481(5) 0.1380(5) 0.0816(7) 0.079(2) Uani 1 1 d . . . H25A H 0.5264 0.1944 0.0517 0.118 Uiso 1 1 calc R . . H25B H 0.4933 0.1152 0.0987 0.118 Uiso 1 1 calc R . . H25C H 0.5527 0.1026 0.0267 0.118 Uiso 1 1 calc R . . C26 C 0.6549(6) 0.1846(5) 0.2838(7) 0.069(2) Uani 1 1 d . . . H26A H 0.7265 0.182 0.3517 0.104 Uiso 1 1 calc R . . H26B H 0.5997 0.1565 0.296 0.104 Uiso 1 1 calc R . . H26C H 0.6338 0.2429 0.2641 0.104 Uiso 1 1 calc R . . N8 N 0.8571(4) 0.1655(3) 0.2510(4) 0.0537(13) Uani 1 1 d . . . N11 N 0.7089(4) 0.0515(3) 0.2300(4) 0.0467(12) Uani 1 1 d . . . O19 O 1.0304(3) 0.0520(2) 0.3631(3) 0.0444(10) Uani 1 1 d . . . O20 O 1.2435(3) 0.0244(3) 0.4588(4) 0.0505(10) Uani 1 1 d . . . O21 O 0.8788(3) -0.0666(2) 0.3507(3) 0.0430(9) Uani 1 1 d . . . O22 O 0.9342(3) -0.2251(2) 0.4023(3) 0.0410(9) Uani 1 1 d . . . O27 O 0.8609(4) 0.0013(3) 0.1414(4) 0.0575(11) Uani 1 1 d D . . O28 O 0.8929(4) 0.0908(3) 0.4716(4) 0.0459(10) Uani 1 1 d D . . O29 O 1.0763(4) -0.0590(3) 0.2139(5) 0.0625(12) Uani 1 1 d D . . O31 O 1.4113(4) 0.0427(3) 0.2472(5) 0.0816(16) Uani 1 1 d . . . O32 O 1.3399(4) -0.0135(6) 0.0683(5) 0.116(3) Uani 1 1 d . . . O33 O 1.3448(5) -0.0951(3) 0.2096(7) 0.114(3) Uani 1 1 d . . . O34 O 1.2170(3) 0.0170(3) 0.1350(4) 0.0596(12) Uani 1 1 d D . . Cl30 Cl 1.32861(11) -0.01135(10) 0.16558(14) 0.0531(5) Uani 1 1 d . . . Mn1 Mn 0.87431(7) 0.04622(5) 0.30467(8) 0.0413(4) Uani 1 1 d . . . H27A H 0.803(4) -0.003(5) 0.071(3) 0.09(3) Uiso 1 1 d D . . H27B H 0.929(4) -0.003(7) 0.149(9) 0.135 Uiso 1 1 d D . . H28B H 0.953(6) 0.102(4) 0.517(6) 0.05(2) Uiso 1 1 d . . . H28A H 0.882(5) 0.047(2) 0.492(5) 0.031(16) Uiso 1 1 d D . . H29A H 1.099(7) -0.038(5) 0.279(3) 0.08(3) Uiso 1 1 d D . . H29B H 1.118(8) -0.033(6) 0.192(9) 0.16(5) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.053(3) 0.036(3) 0.043(4) 0.001(3) 0.028(3) -0.001(3) C2 0.043(3) 0.049(3) 0.048(4) 0.000(3) 0.023(3) -0.005(3) C3 0.053(4) 0.056(4) 0.065(4) -0.007(3) 0.032(3) -0.015(3) C4 0.059(4) 0.060(4) 0.073(5) -0.006(4) 0.039(4) -0.014(3) C5 0.081(5) 0.037(3) 0.056(4) 0.001(3) 0.043(4) -0.006(3) C6 0.053(4) 0.039(3) 0.045(4) -0.003(3) 0.024(3) -0.005(3) C7 0.065(4) 0.034(3) 0.049(4) 0.000(3) 0.025(3) -0.003(3) C9 0.049(4) 0.050(4) 0.086(5) 0.016(4) 0.015(4) 0.004(3) C10 0.035(3) 0.049(4) 0.077(5) 0.001(3) 0.012(3) 0.012(3) C12 0.033(3) 0.060(4) 0.054(4) 0.002(3) 0.017(3) 0.009(3) C13 0.034(3) 0.047(3) 0.049(4) 0.003(3) 0.018(3) 0.004(3) C14 0.027(3) 0.063(4) 0.060(4) -0.005(3) 0.016(3) -0.004(3) C15 0.036(3) 0.060(4) 0.072(5) 0.003(3) 0.029(3) -0.009(3) C16 0.042(3) 0.047(3) 0.057(4) 0.004(3) 0.024(3) -0.002(3) C17 0.031(3) 0.043(3) 0.042(3) 0.000(3) 0.016(2) -0.002(2) C18 0.035(3) 0.043(3) 0.045(3) 0.003(3) 0.020(3) 0.001(2) C21 0.038(3) 0.075(5) 0.069(5) 0.005(4) 0.026(3) 0.000(3) C22 0.051(4) 0.079(5) 0.101(6) 0.005(5) 0.036(4) 0.009(4) C23 0.041(3) 0.034(3) 0.053(4) 0.002(3) 0.022(3) 0.004(2) C24 0.051(4) 0.048(3) 0.059(4) 0.006(3) 0.026(3) 0.012(3) C25 0.047(4) 0.077(5) 0.090(6) 0.017(5) 0.017(4) 0.008(4) C26 0.056(4) 0.060(4) 0.095(6) -0.005(4) 0.040(4) 0.003(3) N8 0.052(3) 0.051(3) 0.049(3) 0.008(3) 0.018(3) 0.008(3) N11 0.037(3) 0.035(3) 0.056(3) 0.004(2) 0.014(2) 0.007(2) O19 0.038(2) 0.034(2) 0.054(3) 0.0031(17) 0.0178(19) -0.0016(16) O20 0.035(2) 0.052(2) 0.067(3) 0.001(2) 0.026(2) -0.0035(18) O21 0.0313(19) 0.042(2) 0.048(2) 0.0011(18) 0.0138(17) -0.0025(17) O22 0.0283(18) 0.0342(19) 0.054(2) 0.0053(17) 0.0154(17) 0.0049(15) O27 0.050(3) 0.062(3) 0.055(3) 0.005(2) 0.023(2) 0.011(2) O28 0.037(2) 0.038(2) 0.054(3) 0.003(2) 0.016(2) 0.001(2) O29 0.056(3) 0.065(3) 0.074(4) -0.012(3) 0.037(3) -0.004(2) O31 0.047(3) 0.088(4) 0.090(4) -0.026(3) 0.019(3) -0.013(2) O32 0.044(3) 0.250(9) 0.048(3) -0.024(4) 0.018(3) -0.010(4) O33 0.070(4) 0.059(3) 0.196(7) 0.030(4) 0.051(4) 0.018(3) O34 0.033(2) 0.053(2) 0.089(3) 0.002(2) 0.028(2) 0.0092(19) Cl30 0.0330(8) 0.0583(9) 0.0624(10) -0.0062(8) 0.0192(7) 0.0015(6) Mn1 0.0329(5) 0.0362(6) 0.0479(6) 0.0037(4) 0.0146(5) 0.0037(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O19 1.327(6) . ? C1 C6 1.407(8) . ? C1 C2 1.436(8) . ? C2 O20 1.357(7) . ? C2 C3 1.381(8) . ? C3 C4 1.371(9) . ? C3 H3 0.93 . ? C4 C5 1.353(9) . ? C4 H4 0.93 . ? C5 C6 1.415(8) . ? C5 H5 0.93 . ? C6 C7 1.418(8) . ? C7 N8 1.300(7) . ? C7 H7 0.93 . ? C9 N8 1.469(8) . ? C9 C10 1.471(10) . ? C9 H9A 0.97 . ? C9 H9B 0.97 . ? C10 C26 1.508(10) . ? C10 C25 1.529(9) . ? C10 N11 1.533(8) . ? C12 N11 1.275(8) . ? C12 C13 1.440(9) . ? C12 H12 0.93 . ? C13 C14 1.396(8) . ? C13 C18 1.424(7) . ? C14 C15 1.365(9) . ? C14 H14 0.93 . ? C15 C16 1.382(8) . ? C15 H15 0.93 . ? C16 C17 1.360(8) . ? C16 H16 0.93 . ? C17 O22 1.376(6) . ? C17 C18 1.412(8) . ? C18 O21 1.331(6) . ? C21 O20 1.441(7) . ? C21 C22 1.482(10) . ? C21 H21A 0.97 . ? C21 H21B 0.97 . ? C22 H22A 0.96 . ? C22 H22B 0.96 . ? C22 H22C 0.96 . ? C23 O22 1.437(6) . ? C23 C24 1.499(8) . ? C23 H23A 0.97 . ? C23 H23B 0.97 . ? C24 H24A 0.96 . ? C24 H24B 0.96 . ? C24 H24C 0.96 . ? C25 H25A 0.96 . ? C25 H25B 0.96 . ? C25 H25C 0.96 . ? C26 H26A 0.96 . ? C26 H26B 0.96 . ? C26 H26C 0.96 . ? N8 Mn1 1.986(5) . ? N11 Mn1 1.976(5) . ? O19 Mn1 1.882(4) . ? O21 Mn1 1.873(4) . ? O27 Mn1 2.254(5) . ? O27 H27A 0.89(2) . ? O27 H27B 0.89(2) . ? O28 Mn1 2.271(5) . ? O28 H28B 0.77(7) . ? O28 H28A 0.79(2) . ? O29 H29A 0.85(2) . ? O29 H29B 0.879(13) . ? O31 Cl30 1.413(5) . ? O32 Cl30 1.409(6) . ? O33 Cl30 1.419(6) . ? O34 Cl30 1.444(4) . ? 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 O19 C1 C6 124.9(5) . . ? O19 C1 C2 117.2(5) . . ? C6 C1 C2 117.8(5) . . ? O20 C2 C3 126.6(5) . . ? O20 C2 C1 113.3(5) . . ? C3 C2 C1 120.1(6) . . ? C4 C3 C2 120.8(6) . . ? C4 C3 H3 119.6 . . ? C2 C3 H3 119.6 . . ? C5 C4 C3 120.7(6) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 121.2(6) . . ? C4 C5 H5 119.4 . . ? C6 C5 H5 119.4 . . ? C1 C6 C5 119.3(5) . . ? C1 C6 C7 121.8(5) . . ? C5 C6 C7 118.7(5) . . ? N8 C7 C6 125.5(5) . . ? N8 C7 H7 117.2 . . ? C6 C7 H7 117.2 . . ? N8 C9 C10 109.4(6) . . ? N8 C9 H9A 109.8 . . ? C10 C9 H9A 109.8 . . ? N8 C9 H9B 109.8 . . ? C10 C9 H9B 109.8 . . ? H9A C9 H9B 108.2 . . ? C9 C10 C26 111.1(6) . . ? C9 C10 C25 108.3(6) . . ? C26 C10 C25 111.2(6) . . ? C9 C10 N11 107.5(5) . . ? C26 C10 N11 107.4(6) . . ? C25 C10 N11 111.3(5) . . ? N11 C12 C13 127.9(5) . . ? N11 C12 H12 116.1 . . ? C13 C12 H12 116.1 . . ? C14 C13 C18 119.4(5) . . ? C14 C13 C12 119.2(5) . . ? C18 C13 C12 121.5(5) . . ? C15 C14 C13 121.2(5) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C14 C15 C16 119.3(6) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? C17 C16 C15 121.9(6) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 O22 126.2(5) . . ? C16 C17 C18 120.3(5) . . ? O22 C17 C18 113.5(4) . . ? O21 C18 C17 118.7(5) . . ? O21 C18 C13 123.4(5) . . ? C17 C18 C13 117.9(5) . . ? O20 C21 C22 107.7(5) . . ? O20 C21 H21A 110.2 . . ? C22 C21 H21A 110.2 . . ? O20 C21 H21B 110.2 . . ? C22 C21 H21B 110.2 . . ? H21A C21 H21B 108.5 . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O22 C23 C24 107.5(4) . . ? O22 C23 H23A 110.2 . . ? C24 C23 H23A 110.2 . . ? O22 C23 H23B 110.2 . . ? C24 C23 H23B 110.2 . . ? H23A C23 H23B 108.5 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C10 C25 H25A 109.5 . . ? C10 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C10 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C10 C26 H26A 109.5 . . ? C10 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C10 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C7 N8 C9 121.2(5) . . ? C7 N8 Mn1 126.0(4) . . ? C9 N8 Mn1 112.6(4) . . ? C12 N11 C10 122.9(5) . . ? C12 N11 Mn1 124.2(4) . . ? C10 N11 Mn1 112.9(4) . . ? C1 O19 Mn1 128.5(3) . . ? C2 O20 C21 118.2(4) . . ? C18 O21 Mn1 128.5(3) . . ? C17 O22 C23 115.8(4) . . ? Mn1 O27 H27A 132(5) . . ? Mn1 O27 H27B 110(7) . . ? H27A O27 H27B 116(9) . . ? Mn1 O28 H28B 114(5) . . ? Mn1 O28 H28A 98(4) . . ? H28B O28 H28A 103(7) . . ? H29A O29 H29B 102(9) . . ? O32 Cl30 O31 109.6(4) . . ? O32 Cl30 O33 108.0(5) . . ? O31 Cl30 O33 109.2(4) . . ? O32 Cl30 O34 109.3(3) . . ? O31 Cl30 O34 111.4(3) . . ? O33 Cl30 O34 109.3(3) . . ? O21 Mn1 O19 93.54(15) . . ? O21 Mn1 N11 92.96(17) . . ? O19 Mn1 N11 172.82(18) . . ? O21 Mn1 N8 175.71(18) . . ? O19 Mn1 N8 90.75(18) . . ? N11 Mn1 N8 82.8(2) . . ? O21 Mn1 O27 90.37(18) . . ? O19 Mn1 O27 87.26(17) . . ? N11 Mn1 O27 89.6(2) . . ? N8 Mn1 O27 89.8(2) . . ? O21 Mn1 O28 89.36(17) . . ? O19 Mn1 O28 91.23(18) . . ? N11 Mn1 O28 91.91(19) . . ? N8 Mn1 O28 90.61(19) . . ? O27 Mn1 O28 178.45(16) . . ? 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 O19 C1 C2 O20 2.9(7) . . . . ? C6 C1 C2 O20 -174.7(5) . . . . ? O19 C1 C2 C3 -178.6(5) . . . . ? C6 C1 C2 C3 3.8(8) . . . . ? O20 C2 C3 C4 176.9(6) . . . . ? C1 C2 C3 C4 -1.4(9) . . . . ? C2 C3 C4 C5 -2.3(10) . . . . ? C3 C4 C5 C6 3.5(10) . . . . ? O19 C1 C6 C5 180.0(5) . . . . ? C2 C1 C6 C5 -2.7(8) . . . . ? O19 C1 C6 C7 -5.7(9) . . . . ? C2 C1 C6 C7 171.7(5) . . . . ? C4 C5 C6 C1 -0.9(9) . . . . ? C4 C5 C6 C7 -175.4(6) . . . . ? C1 C6 C7 N8 6.4(10) . . . . ? C5 C6 C7 N8 -179.3(6) . . . . ? N8 C9 C10 C26 76.1(7) . . . . ? N8 C9 C10 C25 -161.5(6) . . . . ? N8 C9 C10 N11 -41.1(8) . . . . ? N11 C12 C13 C14 -173.0(6) . . . . ? N11 C12 C13 C18 5.6(10) . . . . ? C18 C13 C14 C15 -1.2(9) . . . . ? C12 C13 C14 C15 177.5(6) . . . . ? C13 C14 C15 C16 0.2(10) . . . . ? C14 C15 C16 C17 0.6(10) . . . . ? C15 C16 C17 O22 179.2(5) . . . . ? C15 C16 C17 C18 -0.3(9) . . . . ? C16 C17 C18 O21 179.6(5) . . . . ? O22 C17 C18 O21 0.0(7) . . . . ? C16 C17 C18 C13 -0.7(8) . . . . ? O22 C17 C18 C13 179.7(5) . . . . ? C14 C13 C18 O21 -178.9(5) . . . . ? C12 C13 C18 O21 2.4(9) . . . . ? C14 C13 C18 C17 1.4(8) . . . . ? C12 C13 C18 C17 -177.3(5) . . . . ? C6 C7 N8 C9 -168.5(6) . . . . ? C6 C7 N8 Mn1 6.6(9) . . . . ? C10 C9 N8 C7 -147.5(6) . . . . ? C10 C9 N8 Mn1 36.8(7) . . . . ? C13 C12 N11 C10 179.8(6) . . . . ? C13 C12 N11 Mn1 -1.5(9) . . . . ? C9 C10 N11 C12 -152.2(6) . . . . ? C26 C10 N11 C12 88.2(7) . . . . ? C25 C10 N11 C12 -33.8(9) . . . . ? C9 C10 N11 Mn1 28.9(7) . . . . ? C26 C10 N11 Mn1 -90.7(5) . . . . ? C25 C10 N11 Mn1 147.3(5) . . . . ? C6 C1 O19 Mn1 -8.8(8) . . . . ? C2 C1 O19 Mn1 173.9(4) . . . . ? C3 C2 O20 C21 -9.2(9) . . . . ? C1 C2 O20 C21 169.1(5) . . . . ? C22 C21 O20 C2 -163.4(6) . . . . ? C17 C18 O21 Mn1 165.4(4) . . . . ? C13 C18 O21 Mn1 -14.3(8) . . . . ? C16 C17 O22 C23 4.7(8) . . . . ? C18 C17 O22 C23 -175.7(5) . . . . ? C24 C23 O22 C17 -178.7(4) . . . . ? C18 O21 Mn1 O19 -162.6(4) . . . . ? C18 O21 Mn1 N11 14.4(5) . . . . ? C18 O21 Mn1 N8 17(3) . . . . ? C18 O21 Mn1 O27 -75.3(4) . . . . ? C18 O21 Mn1 O28 106.2(4) . . . . ? C1 O19 Mn1 O21 -164.4(5) . . . . ? C1 O19 Mn1 N11 40.9(17) . . . . ? C1 O19 Mn1 N8 15.7(5) . . . . ? C1 O19 Mn1 O27 105.4(5) . . . . ? C1 O19 Mn1 O28 -75.0(5) . . . . ? C12 N11 Mn1 O21 -6.5(5) . . . . ? C10 N11 Mn1 O21 172.4(4) . . . . ? C12 N11 Mn1 O19 148.2(13) . . . . ? C10 N11 Mn1 O19 -32.9(17) . . . . ? C12 N11 Mn1 N8 173.7(6) . . . . ? C10 N11 Mn1 N8 -7.5(4) . . . . ? C12 N11 Mn1 O27 83.9(5) . . . . ? C10 N11 Mn1 O27 -97.3(4) . . . . ? C12 N11 Mn1 O28 -95.9(5) . . . . ? C10 N11 Mn1 O28 82.9(4) . . . . ? C7 N8 Mn1 O21 166(2) . . . . ? C9 N8 Mn1 O21 -18(3) . . . . ? C7 N8 Mn1 O19 -14.5(5) . . . . ? C9 N8 Mn1 O19 160.9(5) . . . . ? C7 N8 Mn1 N11 168.5(6) . . . . ? C9 N8 Mn1 N11 -16.0(5) . . . . ? C7 N8 Mn1 O27 -101.8(5) . . . . ? C9 N8 Mn1 O27 73.7(5) . . . . ? C7 N8 Mn1 O28 76.7(5) . . . . ? C9 N8 Mn1 O28 -107.8(5) . . . . ?