#------------------------------------------------------------------------------ #$Date: 2019-11-07 23:00:35 +0200 (Thu, 07 Nov 2019) $ #$Revision: 223913 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/05/7700516.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_7700516 loop_ _publ_author_name 'Uchida, Kaiji' 'Cosquer, Goulven' 'Sugisaki, Kenji' 'Matsuoka, Hideto' 'Sato, Kazunobu' 'Breedlove, Brian K.' 'Yamashita, Masahiro' _publ_section_title ; Isostructural M(ii) complexes (M = Mn, Fe, Co) with field-induced slow magnetic relaxation for Mn and Co complexes. ; _journal_issue 32 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12023 _journal_page_last 12030 _journal_paper_doi 10.1039/c8dt02150c _journal_volume 48 _journal_year 2019 _chemical_formula_sum 'C26 H24 Mn N10 O6' _chemical_formula_weight 627.49 _space_group_crystal_system monoclinic _space_group_IT_number 15 _space_group_name_Hall '-C 2yc' _space_group_name_H-M_alt 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2018-05-02 deposited with the CCDC. 2019-07-04 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 103.348(12) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 17.507(2) _cell_length_b 21.925(3) _cell_length_c 7.0181(9) _cell_measurement_reflns_used 2086 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 30.4390 _cell_measurement_theta_min 3.0130 _cell_volume 2621.1(6) _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 28.5714 _diffrn_measured_fraction_theta_full 0.972 _diffrn_measured_fraction_theta_max 0.840 _diffrn_measurement_device ; Saturn724+ (4x4 bin mode) ; _diffrn_measurement_method dtprofit.ref _diffrn_radiation_detector CCD _diffrn_radiation_monochromator Confocal _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0561 _diffrn_reflns_av_unetI/netI 0.0985 _diffrn_reflns_Laue_measured_fraction_full 0.972 _diffrn_reflns_Laue_measured_fraction_max 0.840 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_number 5919 _diffrn_reflns_point_group_measured_fraction_full 0.972 _diffrn_reflns_point_group_measured_fraction_max 0.840 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 30.680 _diffrn_reflns_theta_min 1.514 _diffrn_source 'Rotating Anode' _exptl_absorpt_coefficient_mu 0.568 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.72878 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41p (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.590 _exptl_crystal_description block _exptl_crystal_F_000 1292 _exptl_crystal_preparation 'Magnetic properties' _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water,MeOH' _refine_diff_density_max 1.350 _refine_diff_density_min -0.637 _refine_diff_density_rms 0.114 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 198 _refine_ls_number_reflns 3414 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.022 _refine_ls_R_factor_all 0.1232 _refine_ls_R_factor_gt 0.0730 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1133P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1783 _refine_ls_wR_factor_ref 0.2047 _reflns_Friedel_coverage 0.000 _reflns_number_gt 2152 _reflns_number_total 3414 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c8dt02150c2.cif _cod_data_source_block Mn-1 _cod_depositor_comments 'Adding full bibliography for 7700516--7700518.cif.' _cod_database_code 7700516 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_res_file ; 2018-0110-KU314-Mn-bppCOOH.res created by SHELXL-2014/7 TITL 2018-0110-KU314-Mn-bppCOOH_a.res in C2/c REM Yadorkari-X generated CELL 0.71073 17.5074 21.9251 7.0181 90.0000 103.3480 90.0000 ZERR 4.0 0.0021 0.0025 0.0009 0.0000 0.0120 0.0000 LATT 7 SYMM -X, +Y, 1/2-Z REM SPGR C2/c monoclinic SFAC C H N O Mn UNIT 104 96 40 24 4 TEMP -173.0 L.S. 10 FMAP 2 PLAN -20 ACTA CONF LIST 4 BOND $H WGHT 0.113300 FVAR 1.32242 MN1 5 0.500000 0.224267 0.750000 10.50000 0.02074 0.01276 = 0.03087 0.00000 0.00183 0.00000 O3 4 0.547905 0.214494 0.491266 11.00000 0.03597 0.01706 = 0.03439 -0.00579 0.01041 -0.00903 AFIX 43 H9 2 0.532905 0.178942 0.414348 11.00000 -1.20000 AFIX 0 O1 4 0.561354 0.316626 0.836429 11.00000 0.02873 0.01437 = 0.04170 -0.00195 -0.00030 0.00064 O2 4 0.440760 -0.102469 0.645841 11.00000 0.02219 0.01700 = 0.04317 -0.00258 0.00340 -0.00220 N6 3 0.500000 0.118384 0.750000 10.50000 0.02122 0.01737 = 0.02590 0.00000 0.00199 0.00000 N3 3 0.500000 0.540418 0.750000 10.50000 0.02424 0.01819 = 0.02671 0.00000 0.00423 0.00000 N4 3 0.385473 0.186044 0.565031 11.00000 0.02368 0.01432 = 0.03552 -0.00050 0.00283 0.00059 N2 3 0.634297 0.545320 0.825403 11.00000 0.02424 0.01515 = 0.03300 -0.00037 -0.00120 0.00083 C11 1 0.437661 0.087359 0.657288 11.00000 0.01816 0.01825 = 0.02765 0.00044 0.00342 0.00016 C14 1 0.500000 -0.077391 0.750000 10.50000 0.02132 0.01560 = 0.03055 0.00000 0.00742 0.00000 C7 1 0.500000 0.344279 0.750000 10.50000 0.02495 0.01525 = 0.02356 0.00000 0.00325 0.00000 C13 1 0.500000 -0.007364 0.750000 10.50000 0.02714 0.01564 = 0.02834 0.00000 0.01150 0.00000 C6 1 0.500000 0.413609 0.750000 10.50000 0.02537 0.01535 = 0.02136 0.00000 -0.00112 0.00000 C12 1 0.433873 0.023987 0.654173 11.00000 0.02005 0.01809 = 0.02725 -0.00307 0.00372 -0.00068 AFIX 43 H8 2 0.387672 0.003135 0.588778 11.00000 -1.20000 AFIX 0 C4 1 0.566465 0.508319 0.790163 11.00000 0.02308 0.01879 = 0.02335 -0.00172 -0.00063 -0.00270 C5 1 0.570686 0.445406 0.795002 11.00000 0.02429 0.01928 = 0.02580 0.00118 0.00191 0.00250 AFIX 43 H4 2 0.619681 0.424755 0.827611 11.00000 -1.20000 AFIX 0 C8 1 0.320281 0.208572 0.454018 11.00000 0.02339 0.01938 = 0.03541 0.00558 0.00295 0.00313 AFIX 43 H5 2 0.310572 0.250820 0.429790 11.00000 -1.20000 AFIX 0 C9 1 0.266885 0.161729 0.376014 11.00000 0.02198 0.02703 = 0.03842 0.00507 -0.00083 0.00245 AFIX 43 H6 2 0.216083 0.166230 0.292712 11.00000 -1.20000 AFIX 0 C3 1 0.637868 0.604532 0.769081 11.00000 0.02930 0.01641 = 0.03908 -0.00005 -0.00075 -0.00024 AFIX 43 H1 2 0.595739 0.628465 0.697105 11.00000 -1.20000 AFIX 0 C2 1 0.713877 0.622677 0.836430 11.00000 0.03125 0.02254 = 0.04697 0.00036 0.00106 -0.00344 AFIX 43 H2 2 0.735459 0.661784 0.823300 11.00000 -1.20000 AFIX 0 C10 1 0.303529 0.108713 0.445315 11.00000 0.02320 0.01992 = 0.03758 -0.00246 0.00061 -0.00350 AFIX 43 H7 2 0.283244 0.068612 0.419343 11.00000 -1.20000 AFIX 0 C1 1 0.752888 0.571716 0.928247 11.00000 0.02481 0.02568 = 0.05160 -0.00393 0.00171 -0.00299 AFIX 43 H3 2 0.807349 0.571184 0.988708 11.00000 -1.20000 AFIX 0 C15 1 0.598154 0.254689 0.426214 11.00000 0.04764 0.03487 = 0.05166 -0.01134 0.02016 -0.02209 AFIX 33 H10 2 0.610181 0.238729 0.306015 11.00000 -1.50000 H11 2 0.572716 0.294597 0.399616 11.00000 -1.50000 H12 2 0.646879 0.258989 0.527293 11.00000 -1.50000 AFIX 0 N5 3 0.625074 0.124346 0.940883 11.00000 0.01918 0.01591 = 0.03119 -0.00023 0.00337 -0.00019 N1 3 0.293830 0.523914 0.577334 11.00000 0.02125 0.02231 = 0.05250 -0.00332 -0.00597 -0.00244 HKLF 4 1 1 0 1 0 1 0 -1 0 0 REM 2018-0110-KU314-Mn-bppCOOH_a.res in C2/c REM R1 = 0.0730 for 2152 Fo > 4sig(Fo) and 0.1232 for all 3414 data REM 198 parameters refined using 0 restraints END WGHT 0.1133 0.0000 REM Highest difference peak 1.350, deepest hole -0.637, 1-sigma level 0.114 Q1 1 0.4897 0.2241 0.8779 11.00000 0.05 1.35 Q2 1 0.5701 0.2635 0.2695 11.00000 0.05 0.62 Q3 1 0.4267 -0.1039 0.7649 11.00000 0.05 0.44 Q4 1 0.4308 0.0539 0.6848 11.00000 0.05 0.43 Q5 1 0.6024 0.2948 0.5391 11.00000 0.05 0.42 Q6 1 0.4904 0.2220 1.0951 11.00000 0.05 0.41 Q7 1 0.4075 0.1891 0.4445 11.00000 0.05 0.38 Q8 1 0.6574 0.2329 0.4469 11.00000 0.05 0.38 Q9 1 0.5000 -0.0322 0.7500 10.50000 0.05 0.37 Q10 1 0.4641 -0.0967 0.5533 11.00000 0.05 0.37 Q11 1 0.3915 0.1941 0.6958 11.00000 0.05 0.36 Q12 1 0.6493 0.5422 0.7027 11.00000 0.05 0.36 Q13 1 0.6627 0.5411 0.9641 11.00000 0.05 0.36 Q14 1 0.7322 0.5191 0.7786 11.00000 0.05 0.34 Q15 1 0.6237 0.6111 0.8849 11.00000 0.05 0.34 Q16 1 0.4503 0.2491 1.0243 11.00000 0.05 0.33 Q17 1 0.5000 0.1867 0.7500 10.50000 0.05 0.33 Q18 1 0.5014 0.0002 0.6009 11.00000 0.05 0.33 Q19 1 0.4347 0.4787 0.6938 11.00000 0.05 0.32 Q20 1 0.3717 0.1915 0.3980 11.00000 0.05 0.32 ; _shelx_res_checksum 59452 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' 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_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy Mn1 Mn 0.5000 0.22427(3) 0.7500 0.0221(2) Uani 1 2 d S T P O3 O 0.54791(16) 0.21449(11) 0.4913(4) 0.0288(6) Uani 1 1 d . . . H9 H 0.5329 0.1789 0.4143 0.035 Uiso 1 1 calc R U . O1 O 0.56135(15) 0.31663(11) 0.8364(4) 0.0296(6) Uani 1 1 d . . . O2 O 0.44076(14) -0.10247(12) 0.6458(4) 0.0281(6) Uani 1 1 d . . . N6 N 0.5000 0.11838(19) 0.7500 0.0221(9) Uani 1 2 d S T P N3 N 0.5000 0.54042(19) 0.7500 0.0233(9) Uani 1 2 d S T P N4 N 0.38547(18) 0.18604(13) 0.5650(5) 0.0252(7) Uani 1 1 d . . . N2 N 0.63430(17) 0.54532(14) 0.8254(5) 0.0254(7) Uani 1 1 d . . . C11 C 0.4377(2) 0.08736(16) 0.6573(5) 0.0217(7) Uani 1 1 d . . . C14 C 0.5000 -0.0774(2) 0.7500 0.0223(10) Uani 1 2 d S T P C7 C 0.5000 0.3443(2) 0.7500 0.0216(10) Uani 1 2 d S T P C13 C 0.5000 -0.0074(2) 0.7500 0.0229(10) Uani 1 2 d S T P C6 C 0.5000 0.4136(2) 0.7500 0.0218(10) Uani 1 2 d S T P C12 C 0.4339(2) 0.02399(16) 0.6542(5) 0.0221(7) Uani 1 1 d . . . H8 H 0.3877 0.0031 0.5888 0.026 Uiso 1 1 calc R U . C4 C 0.5665(2) 0.50832(16) 0.7902(5) 0.0227(7) Uani 1 1 d . . . C5 C 0.5707(2) 0.44541(16) 0.7950(5) 0.0238(8) Uani 1 1 d . . . H4 H 0.6197 0.4248 0.8276 0.029 Uiso 1 1 calc R U . C8 C 0.3203(2) 0.20857(17) 0.4540(6) 0.0267(8) Uani 1 1 d . . . H5 H 0.3106 0.2508 0.4298 0.032 Uiso 1 1 calc R U . C9 C 0.2669(2) 0.16173(18) 0.3760(6) 0.0304(9) Uani 1 1 d . . . H6 H 0.2161 0.1662 0.2927 0.036 Uiso 1 1 calc R U . C3 C 0.6379(2) 0.60453(17) 0.7691(6) 0.0297(9) Uani 1 1 d . . . H1 H 0.5957 0.6285 0.6971 0.036 Uiso 1 1 calc R U . C2 C 0.7139(2) 0.62268(19) 0.8364(6) 0.0349(10) Uani 1 1 d . . . H2 H 0.7355 0.6618 0.8233 0.042 Uiso 1 1 calc R U . C10 C 0.3035(2) 0.10871(17) 0.4453(6) 0.0279(8) Uani 1 1 d . . . H7 H 0.2832 0.0686 0.4193 0.034 Uiso 1 1 calc R U . C1 C 0.7529(2) 0.57172(19) 0.9282(6) 0.0352(10) Uani 1 1 d . . . H3 H 0.8073 0.5712 0.9887 0.042 Uiso 1 1 calc R U . C15 C 0.5982(3) 0.2547(2) 0.4262(7) 0.0433(11) Uani 1 1 d . . . H10 H 0.6102 0.2387 0.3060 0.065 Uiso 1 1 calc R U . H11 H 0.5727 0.2946 0.3996 0.065 Uiso 1 1 calc R U . H12 H 0.6469 0.2590 0.5273 0.065 Uiso 1 1 calc R U . N5 N 0.62507(17) 0.12435(14) 0.9409(4) 0.0225(7) Uani 1 1 d . . . N1 N 0.29383(18) 0.52391(16) 0.5773(5) 0.0344(8) 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 0.0207(4) 0.0128(4) 0.0309(5) 0.000 0.0018(3) 0.000 O3 0.0360(15) 0.0171(13) 0.0344(15) -0.0058(11) 0.0104(12) -0.0090(11) O1 0.0287(14) 0.0144(12) 0.0417(16) -0.0020(12) -0.0003(13) 0.0006(11) O2 0.0222(13) 0.0170(12) 0.0432(16) -0.0026(12) 0.0034(12) -0.0022(10) N6 0.021(2) 0.017(2) 0.026(2) 0.000 0.0020(18) 0.000 N3 0.024(2) 0.018(2) 0.027(2) 0.000 0.0042(19) 0.000 N4 0.0237(15) 0.0143(14) 0.0355(17) -0.0005(13) 0.0028(14) 0.0006(12) N2 0.0242(15) 0.0151(14) 0.0330(17) -0.0004(13) -0.0012(14) 0.0008(12) C11 0.0182(16) 0.0183(17) 0.0277(18) 0.0004(15) 0.0034(14) 0.0002(14) C14 0.021(2) 0.016(2) 0.031(3) 0.000 0.007(2) 0.000 C7 0.025(2) 0.015(2) 0.024(3) 0.000 0.003(2) 0.000 C13 0.027(3) 0.016(2) 0.028(3) 0.000 0.012(2) 0.000 C6 0.025(2) 0.015(2) 0.021(2) 0.000 -0.001(2) 0.000 C12 0.0200(16) 0.0181(16) 0.0272(18) -0.0031(15) 0.0037(14) -0.0007(14) C4 0.0231(17) 0.0188(17) 0.0233(17) -0.0017(15) -0.0006(14) -0.0027(14) C5 0.0243(17) 0.0193(17) 0.0258(18) 0.0012(16) 0.0019(15) 0.0025(15) C8 0.0234(18) 0.0194(17) 0.035(2) 0.0056(16) 0.0030(16) 0.0031(14) C9 0.0220(17) 0.027(2) 0.038(2) 0.0051(18) -0.0008(17) 0.0024(16) C3 0.0293(19) 0.0164(17) 0.039(2) -0.0001(17) -0.0007(17) -0.0002(15) C2 0.031(2) 0.023(2) 0.047(3) 0.0004(19) 0.0011(19) -0.0034(17) C10 0.0232(17) 0.0199(19) 0.038(2) -0.0025(17) 0.0006(16) -0.0035(15) C1 0.0248(19) 0.026(2) 0.052(3) -0.0039(19) 0.0017(19) -0.0030(17) C15 0.048(3) 0.035(2) 0.052(3) -0.011(2) 0.020(2) -0.022(2) N5 0.0192(14) 0.0159(14) 0.0312(17) -0.0002(13) 0.0034(13) -0.0002(12) N1 0.0212(15) 0.0223(16) 0.052(2) -0.0033(16) -0.0060(15) -0.0024(14) 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' 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 O3 Mn1 O3 168.71(14) . 2_656 O3 Mn1 N4 88.93(11) . 2_656 O3 Mn1 N4 86.93(11) 2_656 2_656 O3 Mn1 N4 86.93(11) . . O3 Mn1 N4 88.93(11) 2_656 . N4 Mn1 N4 136.90(15) 2_656 . O3 Mn1 O1 93.44(9) . . O3 Mn1 O1 96.47(10) 2_656 . N4 Mn1 O1 83.00(10) 2_656 . N4 Mn1 O1 140.06(10) . . O3 Mn1 O1 96.47(10) . 2_656 O3 Mn1 O1 93.44(9) 2_656 2_656 N4 Mn1 O1 140.06(10) 2_656 2_656 N4 Mn1 O1 83.00(10) . 2_656 O1 Mn1 O1 57.24(13) . 2_656 O3 Mn1 N6 84.36(7) . . O3 Mn1 N6 84.36(7) 2_656 . N4 Mn1 N6 68.45(8) 2_656 . N4 Mn1 N6 68.45(8) . . O1 Mn1 N6 151.38(7) . . O1 Mn1 N6 151.38(7) 2_656 . O3 Mn1 C7 95.64(7) . . O3 Mn1 C7 95.64(7) 2_656 . N4 Mn1 C7 111.55(8) 2_656 . N4 Mn1 C7 111.55(8) . . O1 Mn1 C7 28.62(7) . . O1 Mn1 C7 28.62(7) 2_656 . N6 Mn1 C7 180.0 . . C15 O3 Mn1 127.1(2) . . C15 O3 H9 116.4 . . Mn1 O3 H9 116.4 . . C7 O1 Mn1 90.1(2) . . C11 N6 C11 118.1(4) . 2_656 C11 N6 Mn1 121.0(2) . . C11 N6 Mn1 121.0(2) 2_656 . C4 N3 C4 116.3(4) . 2_656 C8 N4 N5 105.1(3) . 2_656 C8 N4 Mn1 136.4(3) . . N5 N4 Mn1 118.4(2) 2_656 . C3 N2 N1 111.9(3) . 2_656 C3 N2 C4 126.1(3) . . N1 N2 C4 122.0(3) 2_656 . N6 C11 C12 123.5(3) . . N6 C11 N5 113.9(3) . 2_656 C12 C11 N5 122.5(3) . 2_656 O2 C14 O2 127.8(5) . 2_656 O2 C14 C13 116.1(2) . . O2 C14 C13 116.1(2) 2_656 . O1 C7 O1 122.5(5) 2_656 . O1 C7 C6 118.8(2) 2_656 . O1 C7 C6 118.8(2) . . O1 C7 Mn1 61.2(2) 2_656 . O1 C7 Mn1 61.2(2) . . C6 C7 Mn1 180.0 . . C12 C13 C12 120.3(5) 2_656 . C12 C13 C14 119.9(2) 2_656 . C12 C13 C14 119.9(2) . . C5 C6 C5 119.9(5) 2_656 . C5 C6 C7 120.1(2) 2_656 . C5 C6 C7 120.1(2) . . C13 C12 C11 117.3(3) . . C13 C12 H8 121.4 . . C11 C12 H8 121.4 . . N3 C4 C5 124.9(3) . . N3 C4 N2 113.0(3) . . C5 C4 N2 122.1(3) . . C4 C5 C6 117.1(3) . . C4 C5 H4 121.5 . . C6 C5 H4 121.5 . . N4 C8 C9 111.2(3) . . N4 C8 H5 124.4 . . C9 C8 H5 124.4 . . C10 C9 C8 105.5(3) . . C10 C9 H6 127.2 . . C8 C9 H6 127.2 . . N2 C3 C2 106.5(3) . . N2 C3 H1 126.8 . . C2 C3 H1 126.8 . . C3 C2 C1 105.2(4) . . C3 C2 H2 127.4 . . C1 C2 H2 127.4 . . C9 C10 N5 106.7(3) . 2_656 C9 C10 H7 126.6 . . N5 C10 H7 126.7 2_656 . N1 C1 C2 112.9(4) 2_656 . N1 C1 H3 123.6 2_656 . C2 C1 H3 123.6 . . O3 C15 H10 109.5 . . O3 C15 H11 109.5 . . H10 C15 H11 109.5 . . O3 C15 H12 109.5 . . H10 C15 H12 109.5 . . H11 C15 H12 109.5 . . C10 N5 N4 111.5(3) 2_656 2_656 C10 N5 C11 130.3(3) 2_656 2_656 N4 N5 C11 118.1(3) 2_656 2_656 C1 N1 N2 103.5(3) 2_656 2_656 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Mn1 O3 2.179(3) . Mn1 O3 2.179(3) 2_656 Mn1 N4 2.282(3) 2_656 Mn1 N4 2.282(3) . Mn1 O1 2.307(3) . Mn1 O1 2.307(3) 2_656 Mn1 N6 2.322(4) . Mn1 C7 2.631(5) . O3 C15 1.394(5) . O3 H9 0.9500 . O1 C7 1.260(3) . O2 C14 1.250(3) . N6 C11 1.323(4) . N6 C11 1.323(4) 2_656 N3 C4 1.333(4) . N3 C4 1.333(4) 2_656 N4 C8 1.320(5) . N4 N5 1.365(4) 2_656 N2 C3 1.363(5) . N2 N1 1.369(4) 2_656 N2 C4 1.412(4) . C11 C12 1.391(5) . C11 N5 1.410(4) 2_656 C14 O2 1.250(3) 2_656 C14 C13 1.535(7) . C7 O1 1.260(3) 2_656 C7 C6 1.520(7) . C13 C12 1.380(4) 2_656 C13 C12 1.380(4) . C6 C5 1.392(4) 2_656 C6 C5 1.392(4) . C12 H8 0.9500 . C4 C5 1.381(5) . C5 H4 0.9500 . C8 C9 1.411(5) . C8 H5 0.9500 . C9 C10 1.362(5) . C9 H6 0.9500 . C3 C2 1.365(6) . C3 H1 0.9500 . C2 C1 1.388(6) . C2 H2 0.9500 . C10 N5 1.363(5) 2_656 C10 H7 0.9500 . C1 N1 1.325(5) 2_656 C1 H3 0.9500 . C15 H10 0.9800 . C15 H11 0.9800 . C15 H12 0.9800 . N5 C10 1.363(5) 2_656 N5 N4 1.365(4) 2_656 N5 C11 1.410(4) 2_656 N1 C1 1.324(5) 2_656 N1 N2 1.369(4) 2_656 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_4 C11 N6 C11 C12 0.8(3) 2_656 . Mn1 N6 C11 C12 -179.2(3) . . C11 N6 C11 N5 -178.6(3) 2_656 2_656 Mn1 N6 C11 N5 1.4(3) . 2_656 Mn1 O1 C7 O1 0.002(1) . 2_656 Mn1 O1 C7 C6 180.000(0) . . O2 C14 C13 C12 -173.8(2) . 2_656 O2 C14 C13 C12 6.2(2) 2_656 2_656 O2 C14 C13 C12 6.2(2) . . O2 C14 C13 C12 -173.8(2) 2_656 . O1 C7 C6 C5 17.5(2) 2_656 2_656 O1 C7 C6 C5 -162.5(2) . 2_656 O1 C7 C6 C5 -162.5(2) 2_656 . O1 C7 C6 C5 17.5(2) . . C12 C13 C12 C11 0.7(2) 2_656 . C14 C13 C12 C11 -179.3(2) . . N6 C11 C12 C13 -1.6(5) . . N5 C11 C12 C13 177.8(3) 2_656 . C4 N3 C4 C5 -0.8(3) 2_656 . C4 N3 C4 N2 178.2(3) 2_656 . C3 N2 C4 N3 -19.9(5) . . N1 N2 C4 N3 160.6(3) 2_656 . C3 N2 C4 C5 159.1(4) . . N1 N2 C4 C5 -20.3(5) 2_656 . N3 C4 C5 C6 1.5(5) . . N2 C4 C5 C6 -177.4(3) . . C5 C6 C5 C4 -0.7(2) 2_656 . C7 C6 C5 C4 179.3(2) . . N5 N4 C8 C9 0.2(4) 2_656 . Mn1 N4 C8 C9 -178.7(3) . . N4 C8 C9 C10 -0.3(5) . . N1 N2 C3 C2 -1.7(5) 2_656 . C4 N2 C3 C2 178.8(4) . . N2 C3 C2 C1 1.2(5) . . C8 C9 C10 N5 0.2(4) . 2_656 C3 C2 C1 N1 -0.3(5) . 2_656