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 'Dr Noel Lugan' _publ_contact_author_address ; Laboratoire de Chimie de Coordination CNRS 205 route de Narbonne Toulouse Cedex 31077 FRANCE ; _publ_contact_author_email nlugan@cict.fr _publ_contact_author_fax '+33 5 61 55 30 03' _publ_contact_author_phone '+33 5 61 33 31 71' _publ_section_title ; Subtle reactivity patterns of non-heteroatom-substituted manganese alkynyl carbene complexes in the presence of phosphorus probes ; loop_ _publ_author_name 'Noel Lugan' 'R. Mathieu' 'Yannick Ortin' data_pph3phto _database_code_depnum_ccdc_archive 'CCDC 261452' _audit_creation_date 2003-04-24T16:44:31-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C42 H34 Mn O2 P' _chemical_formula_moiety 'C42 H34 Mn O2 P' _chemical_formula_weight 656.6 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 12.2313(8) _cell_length_b 14.3158(12) _cell_length_c 19.2117(14) _cell_angle_alpha 90 _cell_angle_beta 104.369(8) _cell_angle_gamma 90 _cell_volume 3258.8(4) _cell_formula_units_Z 4 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.23 _cell_measurement_theta_max 26.03 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_F_000 1368 _exptl_crystal_colour yellow _exptl_crystal_description parallelepiped _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_max 0.35 _exptl_crystal_density_diffrn 1.338 _exptl_crystal_density_method 'not measured' _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.491 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. R.H. Blessing, Acta Cryst. (1995), A51, 33-38] ; _exptl_absorpt_correction_T_min 0.8767 _exptl_absorpt_correction_T_max 0.9073 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 158(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_unetI/netI 0.0573 _diffrn_reflns_number 24217 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 26.03 _diffrn_reflns_theta_full 26.03 _diffrn_measured_fraction_theta_full 0.964 _diffrn_measured_fraction_theta_max 0.964 _reflns_number_total 6196 _reflns_number_gt 4297 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'IPDS Software 2.93 Stoe, 2000)' _computing_cell_refinement 'IPDS Software 2.93 Stoe, 2000)' _computing_data_reduction 'Xred 1.08 (Stoe, 1996)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _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^)+(0.0491P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 6196 _refine_ls_number_parameters 417 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0381 _refine_ls_wR_factor_ref 0.0892 _refine_ls_wR_factor_gt 0.0797 _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_restrained_S_all 0.923 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.395 _refine_diff_density_min -0.326 _refine_diff_density_rms 0.053 #----------------------------------------------------------------------------# # 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 0.0033 0.0016 '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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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 0.5493(2) 0.04249(16) 0.77872(13) 0.0286(5) Uani 1 1 d . . . C2 C 0.5733(2) 0.09518(16) 0.66410(13) 0.0303(5) Uani 1 1 d . . . C3 C 0.60134(19) 0.22914(15) 0.78168(12) 0.0249(5) Uani 1 1 d . . . C4 C 0.6777(2) 0.26449(14) 0.75514(11) 0.0238(5) Uani 1 1 d . . . C5 C 0.75908(19) 0.29780(14) 0.72575(11) 0.0225(5) Uani 1 1 d . . . C11 C 0.3327(2) 0.11077(18) 0.64452(14) 0.0412(6) Uani 1 1 d . . . C12 C 0.3597(2) 0.2083(2) 0.64542(16) 0.0470(7) Uani 1 1 d . . . H12 H 0.3724 0.2434 0.6062 0.056 Uiso 1 1 calc R . . C13 C 0.3638(2) 0.24240(19) 0.71365(16) 0.0437(7) Uani 1 1 d . . . H13 H 0.3792 0.3052 0.7289 0.052 Uiso 1 1 calc R . . C14 C 0.3417(2) 0.1694(2) 0.75615(15) 0.0436(7) Uani 1 1 d . . . H14 H 0.3400 0.1735 0.8052 0.052 Uiso 1 1 calc R . . C15 C 0.3225(2) 0.08880(19) 0.71323(15) 0.0414(6) Uani 1 1 d . . . H15 H 0.3052 0.0287 0.7286 0.050 Uiso 1 1 calc R . . C16 C 0.3093(3) 0.0485(3) 0.58111(19) 0.0821(13) Uani 1 1 d . . . H16A H 0.3158 -0.0167 0.5970 0.123 Uiso 1 1 calc R . . H16B H 0.3638 0.0609 0.5525 0.123 Uiso 1 1 calc R . . H16C H 0.2327 0.0601 0.5518 0.123 Uiso 1 1 calc R . . C21 C 0.58370(19) 0.25335(15) 0.85319(12) 0.0251(5) Uani 1 1 d . . . C22 C 0.6191(2) 0.18982(16) 0.91033(12) 0.0324(6) Uani 1 1 d . . . H22 H 0.6554 0.1334 0.9029 0.039 Uiso 1 1 calc R . . C23 C 0.6013(2) 0.20901(19) 0.97703(14) 0.0418(7) Uani 1 1 d . . . H23 H 0.6265 0.1659 1.0153 0.050 Uiso 1 1 calc R . . C24 C 0.5480(2) 0.2893(2) 0.98877(15) 0.0450(7) Uani 1 1 d . . . H24 H 0.5346 0.3014 1.0346 0.054 Uiso 1 1 calc R . . C25 C 0.5136(2) 0.35304(19) 0.93333(15) 0.0442(7) Uani 1 1 d . . . H25 H 0.4768 0.4090 0.9412 0.053 Uiso 1 1 calc R . . C26 C 0.5327(2) 0.33545(17) 0.86652(14) 0.0368(6) Uani 1 1 d . . . H26 H 0.5104 0.3803 0.8293 0.044 Uiso 1 1 calc R . . C31 C 0.74315(19) 0.37805(14) 0.67488(11) 0.0222(4) Uani 1 1 d . . . C32 C 0.63549(19) 0.41352(14) 0.64610(11) 0.0246(5) Uani 1 1 d . . . H32 H 0.5729 0.3866 0.6597 0.030 Uiso 1 1 calc R . . C33 C 0.6178(2) 0.48742(15) 0.59787(12) 0.0276(5) Uani 1 1 d . . . H33 H 0.5434 0.5108 0.5798 0.033 Uiso 1 1 calc R . . C34 C 0.7066(2) 0.52808(15) 0.57546(12) 0.0270(5) Uani 1 1 d . . . C35 C 0.8135(2) 0.49394(15) 0.60508(12) 0.0288(5) Uani 1 1 d . . . H35 H 0.8759 0.5214 0.5916 0.035 Uiso 1 1 calc R . . C36 C 0.8327(2) 0.42085(15) 0.65392(12) 0.0264(5) Uani 1 1 d . . . H36 H 0.9076 0.3995 0.6734 0.032 Uiso 1 1 calc R . . C37 C 0.6862(2) 0.60380(18) 0.51952(14) 0.0408(6) Uani 1 1 d . . . H37A H 0.7563 0.6386 0.5228 0.061 Uiso 1 1 calc R . . H37B H 0.6279 0.6464 0.5276 0.061 Uiso 1 1 calc R . . H37C H 0.6611 0.5758 0.4717 0.061 Uiso 1 1 calc R . . C41 C 0.87708(18) 0.13253(15) 0.79817(11) 0.0242(5) Uani 1 1 d . . . C42 C 0.8923(2) 0.13760(17) 0.87210(12) 0.0327(5) Uani 1 1 d . . . H42 H 0.9083 0.1960 0.8959 0.039 Uiso 1 1 calc R . . C43 C 0.8842(2) 0.05797(19) 0.91137(14) 0.0403(6) Uani 1 1 d . . . H43 H 0.8943 0.0615 0.9620 0.048 Uiso 1 1 calc R . . C44 C 0.8612(2) -0.02658(18) 0.87644(15) 0.0403(6) Uani 1 1 d . . . H44 H 0.8568 -0.0815 0.9033 0.048 Uiso 1 1 calc R . . C45 C 0.8448(2) -0.03230(17) 0.80324(15) 0.0388(6) Uani 1 1 d . . . H45 H 0.8281 -0.0908 0.7797 0.047 Uiso 1 1 calc R . . C46 C 0.8526(2) 0.04734(15) 0.76360(13) 0.0304(5) Uani 1 1 d . . . H46 H 0.8413 0.0435 0.7129 0.036 Uiso 1 1 calc R . . C51 C 0.92712(19) 0.20867(14) 0.66522(12) 0.0236(5) Uani 1 1 d . . . C52 C 0.8392(2) 0.18888(15) 0.60535(12) 0.0274(5) Uani 1 1 d . . . H52 H 0.7638 0.1865 0.6101 0.033 Uiso 1 1 calc R . . C53 C 0.8609(2) 0.17273(17) 0.53897(12) 0.0325(6) Uani 1 1 d . . . H53 H 0.8008 0.1586 0.4985 0.039 Uiso 1 1 calc R . . C54 C 0.9703(2) 0.17723(17) 0.53186(13) 0.0361(6) Uani 1 1 d . . . H54 H 0.9853 0.1663 0.4863 0.043 Uiso 1 1 calc R . . C55 C 1.0578(2) 0.19740(18) 0.59033(13) 0.0359(6) Uani 1 1 d . . . H55 H 1.1327 0.2007 0.5848 0.043 Uiso 1 1 calc R . . C56 C 1.0372(2) 0.21287(16) 0.65722(13) 0.0312(5) Uani 1 1 d . . . H56 H 1.0980 0.2263 0.6975 0.037 Uiso 1 1 calc R . . C61 C 0.9983(2) 0.30412(15) 0.80618(12) 0.0272(5) Uani 1 1 d . . . C62 C 1.1067(2) 0.26874(18) 0.83177(13) 0.0366(6) Uani 1 1 d . . . H62 H 1.1242 0.2074 0.8191 0.044 Uiso 1 1 calc R . . C63 C 1.1891(3) 0.3235(2) 0.87590(14) 0.0460(7) Uani 1 1 d . . . H63 H 1.2641 0.3006 0.8920 0.055 Uiso 1 1 calc R . . C64 C 1.1618(3) 0.4119(2) 0.89643(14) 0.0476(8) Uani 1 1 d . . . H64 H 1.2184 0.4493 0.9266 0.057 Uiso 1 1 calc R . . C65 C 1.0537(3) 0.44527(18) 0.87347(13) 0.0414(7) Uani 1 1 d . . . H65 H 1.0354 0.5051 0.8888 0.050 Uiso 1 1 calc R . . C66 C 0.9714(2) 0.39248(15) 0.82822(12) 0.0311(5) Uani 1 1 d . . . H66 H 0.8968 0.4161 0.8121 0.037 Uiso 1 1 calc R . . P1 P 0.88841(5) 0.23636(4) 0.74790(3) 0.02152(13) Uani 1 1 d . . . Mn1 Mn 0.49055(3) 0.13405(2) 0.720901(18) 0.02602(10) Uani 1 1 d . . . O1 O 0.58896(15) -0.02099(11) 0.81500(10) 0.0373(4) Uani 1 1 d . . . O2 O 0.62387(16) 0.06213(13) 0.62563(9) 0.0416(4) 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 C1 0.0205(13) 0.0288(12) 0.0401(13) -0.0040(10) 0.0141(11) -0.0066(10) C2 0.0270(14) 0.0287(12) 0.0337(13) 0.0045(10) 0.0047(11) -0.0020(10) C3 0.0224(13) 0.0210(10) 0.0321(12) 0.0060(9) 0.0083(10) 0.0020(9) C4 0.0237(13) 0.0225(10) 0.0249(11) -0.0029(9) 0.0055(9) 0.0020(9) C5 0.0235(13) 0.0187(10) 0.0266(11) -0.0003(8) 0.0086(9) -0.0014(8) C11 0.0288(16) 0.0447(15) 0.0421(15) -0.0014(12) -0.0062(12) 0.0090(11) C12 0.0270(17) 0.0558(17) 0.0555(18) 0.0275(14) 0.0053(13) 0.0107(12) C13 0.0230(16) 0.0356(14) 0.0682(19) -0.0045(13) 0.0032(13) 0.0089(11) C14 0.0230(16) 0.0626(18) 0.0465(15) -0.0026(14) 0.0110(12) 0.0053(12) C15 0.0214(15) 0.0455(15) 0.0512(16) 0.0150(13) -0.0026(12) -0.0050(11) C16 0.061(3) 0.105(3) 0.063(2) -0.032(2) -0.0197(18) 0.032(2) C21 0.0223(13) 0.0253(11) 0.0300(11) -0.0003(9) 0.0113(10) -0.0069(9) C22 0.0318(16) 0.0300(12) 0.0335(13) 0.0027(10) 0.0047(11) -0.0061(10) C23 0.0481(19) 0.0461(16) 0.0303(13) 0.0027(11) 0.0083(12) -0.0175(13) C24 0.0427(19) 0.0583(18) 0.0382(15) -0.0142(13) 0.0179(13) -0.0223(14) C25 0.0388(18) 0.0433(16) 0.0543(17) -0.0118(13) 0.0188(13) -0.0027(12) C26 0.0350(17) 0.0343(13) 0.0427(14) -0.0007(11) 0.0128(12) 0.0020(11) C31 0.0234(13) 0.0217(10) 0.0228(10) -0.0037(8) 0.0084(9) 0.0020(9) C32 0.0236(13) 0.0221(11) 0.0305(12) -0.0024(9) 0.0114(10) 0.0008(9) C33 0.0248(14) 0.0266(11) 0.0308(12) -0.0007(9) 0.0060(10) 0.0066(9) C34 0.0327(15) 0.0213(11) 0.0280(11) -0.0008(9) 0.0096(10) 0.0017(9) C35 0.0295(15) 0.0256(11) 0.0352(13) 0.0019(9) 0.0153(11) -0.0031(10) C36 0.0213(14) 0.0254(11) 0.0336(12) 0.0012(9) 0.0087(10) 0.0006(9) C37 0.0443(18) 0.0337(14) 0.0453(15) 0.0116(11) 0.0131(13) 0.0050(11) C41 0.0194(13) 0.0237(11) 0.0308(11) 0.0018(9) 0.0086(9) 0.0032(9) C42 0.0354(15) 0.0325(12) 0.0302(12) 0.0016(10) 0.0085(10) -0.0013(11) C43 0.0384(17) 0.0492(16) 0.0355(14) 0.0133(12) 0.0134(12) 0.0043(12) C44 0.0326(16) 0.0338(14) 0.0586(17) 0.0188(12) 0.0192(13) 0.0074(11) C45 0.0391(17) 0.0239(12) 0.0578(17) 0.0042(11) 0.0205(13) 0.0031(11) C46 0.0300(15) 0.0256(12) 0.0378(13) 0.0003(10) 0.0128(11) 0.0024(10) C51 0.0209(13) 0.0205(10) 0.0303(11) 0.0016(9) 0.0080(10) 0.0021(9) C52 0.0241(14) 0.0292(12) 0.0301(12) 0.0035(9) 0.0091(10) 0.0032(9) C53 0.0356(16) 0.0353(12) 0.0251(12) -0.0004(10) 0.0046(11) 0.0077(11) C54 0.0434(18) 0.0373(13) 0.0313(13) 0.0044(11) 0.0162(12) 0.0143(12) C55 0.0300(16) 0.0425(14) 0.0407(14) 0.0029(11) 0.0193(12) 0.0070(11) C56 0.0241(14) 0.0335(13) 0.0356(13) -0.0002(10) 0.0065(11) 0.0029(10) C61 0.0271(15) 0.0286(12) 0.0253(11) 0.0028(9) 0.0052(10) -0.0057(9) C62 0.0296(16) 0.0410(14) 0.0353(13) 0.0047(11) 0.0009(11) -0.0046(11) C63 0.0337(18) 0.0608(19) 0.0367(14) 0.0092(13) -0.0040(12) -0.0152(13) C64 0.054(2) 0.0532(17) 0.0307(14) 0.0010(12) 0.0004(13) -0.0294(15) C65 0.059(2) 0.0356(14) 0.0299(13) -0.0027(11) 0.0116(13) -0.0194(13) C66 0.0404(16) 0.0280(12) 0.0254(11) 0.0004(9) 0.0094(11) -0.0057(10) P1 0.0200(3) 0.0206(3) 0.0242(3) 0.0004(2) 0.0060(2) -0.0001(2) Mn1 0.0206(2) 0.02504(17) 0.03248(19) 0.00260(15) 0.00664(14) 0.00066(14) O1 0.0312(11) 0.0299(9) 0.0527(11) 0.0144(8) 0.0141(8) 0.0028(7) O2 0.0420(12) 0.0464(11) 0.0407(10) -0.0006(8) 0.0185(9) 0.0024(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.174(3) . ? C1 Mn1 1.753(2) . ? C2 O2 1.174(3) . ? C2 Mn1 1.753(2) . ? C3 C4 1.275(3) . ? C3 C21 1.484(3) . ? C3 Mn1 2.066(2) . ? C4 C5 1.347(3) . ? C5 C31 1.489(3) . ? C5 P1 1.767(2) . ? C11 C15 1.393(4) . ? C11 C12 1.433(4) . ? C11 C16 1.479(4) . ? C11 Mn1 2.141(3) . ? C12 C13 1.388(4) . ? C12 Mn1 2.155(3) . ? C12 H12 0.9500 . ? C13 C14 1.393(4) . ? C13 Mn1 2.173(3) . ? C13 H13 0.9500 . ? C14 C15 1.404(4) . ? C14 Mn1 2.154(3) . ? C14 H14 0.9500 . ? C15 Mn1 2.125(3) . ? C15 H15 0.9500 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C21 C26 1.384(3) . ? C21 C22 1.408(3) . ? C22 C23 1.379(3) . ? C22 H22 0.9500 . ? C23 C24 1.368(4) . ? C23 H23 0.9500 . ? C24 C25 1.386(4) . ? C24 H24 0.9500 . ? C25 C26 1.383(4) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C32 1.391(3) . ? C31 C36 1.399(3) . ? C32 C33 1.387(3) . ? C32 H32 0.9500 . ? C33 C34 1.392(3) . ? C33 H33 0.9500 . ? C34 C35 1.380(3) . ? C34 C37 1.503(3) . ? C35 C36 1.386(3) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C41 C46 1.385(3) . ? C41 C42 1.388(3) . ? C41 P1 1.797(2) . ? C42 C43 1.384(3) . ? C42 H42 0.9500 . ? C43 C44 1.379(4) . ? C43 H43 0.9500 . ? C44 C45 1.373(4) . ? C44 H44 0.9500 . ? C45 C46 1.387(3) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C51 C52 1.395(3) . ? C51 C56 1.394(3) . ? C51 P1 1.810(2) . ? C52 C53 1.385(3) . ? C52 H52 0.9500 . ? C53 C54 1.379(4) . ? C53 H53 0.9500 . ? C54 C55 1.376(4) . ? C54 H54 0.9500 . ? C55 C56 1.387(3) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? C61 C62 1.390(4) . ? C61 C66 1.399(3) . ? C61 P1 1.804(2) . ? C62 C63 1.388(4) . ? C62 H62 0.9500 . ? C63 C64 1.390(4) . ? C63 H63 0.9500 . ? C64 C65 1.371(4) . ? C64 H64 0.9500 . ? C65 C66 1.381(4) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 Mn1 177.2(2) . . ? O2 C2 Mn1 174.3(2) . . ? C4 C3 C21 124.5(2) . . ? C4 C3 Mn1 118.59(17) . . ? C21 C3 Mn1 116.85(15) . . ? C3 C4 C5 177.2(2) . . ? C4 C5 C31 123.9(2) . . ? C4 C5 P1 115.66(16) . . ? C31 C5 P1 120.36(15) . . ? C15 C11 C12 106.4(2) . . ? C15 C11 C16 126.9(3) . . ? C12 C11 C16 126.4(3) . . ? C15 C11 Mn1 70.32(15) . . ? C12 C11 Mn1 71.01(15) . . ? C16 C11 Mn1 128.0(2) . . ? C13 C12 C11 108.0(2) . . ? C13 C12 Mn1 72.01(16) . . ? C11 C12 Mn1 70.01(14) . . ? C13 C12 H12 126.0 . . ? C11 C12 H12 126.0 . . ? Mn1 C12 H12 123.6 . . ? C12 C13 C14 108.8(2) . . ? C12 C13 Mn1 70.59(15) . . ? C14 C13 Mn1 70.50(15) . . ? C12 C13 H13 125.6 . . ? C14 C13 H13 125.6 . . ? Mn1 C13 H13 124.9 . . ? C13 C14 C15 107.5(2) . . ? C13 C14 Mn1 71.94(15) . . ? C15 C14 Mn1 69.73(16) . . ? C13 C14 H14 126.2 . . ? C15 C14 H14 126.2 . . ? Mn1 C14 H14 123.7 . . ? C11 C15 C14 109.2(2) . . ? C11 C15 Mn1 71.58(16) . . ? C14 C15 Mn1 71.98(16) . . ? C11 C15 H15 125.4 . . ? C14 C15 H15 125.4 . . ? Mn1 C15 H15 122.7 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C26 C21 C22 118.0(2) . . ? C26 C21 C3 123.1(2) . . ? C22 C21 C3 118.9(2) . . ? C23 C22 C21 120.4(2) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C24 C23 C22 120.8(3) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C23 C24 C25 119.5(2) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C24 C25 C26 120.3(3) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C21 C26 C25 120.9(2) . . ? C21 C26 H26 119.5 . . ? C25 C26 H26 119.5 . . ? C32 C31 C36 117.2(2) . . ? C32 C31 C5 119.93(19) . . ? C36 C31 C5 122.9(2) . . ? C33 C32 C31 121.3(2) . . ? C33 C32 H32 119.4 . . ? C31 C32 H32 119.4 . . ? C32 C33 C34 121.4(2) . . ? C32 C33 H33 119.3 . . ? C34 C33 H33 119.3 . . ? C35 C34 C33 117.2(2) . . ? C35 C34 C37 121.5(2) . . ? C33 C34 C37 121.3(2) . . ? C34 C35 C36 122.0(2) . . ? C34 C35 H35 119.0 . . ? C36 C35 H35 119.0 . . ? C35 C36 C31 120.8(2) . . ? C35 C36 H36 119.6 . . ? C31 C36 H36 119.6 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C46 C41 C42 119.6(2) . . ? C46 C41 P1 120.46(17) . . ? C42 C41 P1 119.89(17) . . ? C43 C42 C41 120.4(2) . . ? C43 C42 H42 119.8 . . ? C41 C42 H42 119.8 . . ? C44 C43 C42 119.4(2) . . ? C44 C43 H43 120.3 . . ? C42 C43 H43 120.3 . . ? C45 C44 C43 120.8(2) . . ? C45 C44 H44 119.6 . . ? C43 C44 H44 119.6 . . ? C44 C45 C46 120.1(2) . . ? C44 C45 H45 120.0 . . ? C46 C45 H45 120.0 . . ? C41 C46 C45 119.8(2) . . ? C41 C46 H46 120.1 . . ? C45 C46 H46 120.1 . . ? C52 C51 C56 119.1(2) . . ? C52 C51 P1 116.88(17) . . ? C56 C51 P1 123.87(18) . . ? C53 C52 C51 120.6(2) . . ? C53 C52 H52 119.7 . . ? C51 C52 H52 119.7 . . ? C54 C53 C52 119.7(2) . . ? C54 C53 H53 120.1 . . ? C52 C53 H53 120.1 . . ? C55 C54 C53 120.4(2) . . ? C55 C54 H54 119.8 . . ? C53 C54 H54 119.8 . . ? C54 C55 C56 120.4(2) . . ? C54 C55 H55 119.8 . . ? C56 C55 H55 119.8 . . ? C55 C56 C51 119.8(2) . . ? C55 C56 H56 120.1 . . ? C51 C56 H56 120.1 . . ? C62 C61 C66 119.9(2) . . ? C62 C61 P1 121.46(18) . . ? C66 C61 P1 118.62(19) . . ? C63 C62 C61 119.7(3) . . ? C63 C62 H62 120.2 . . ? C61 C62 H62 120.2 . . ? C64 C63 C62 119.9(3) . . ? C64 C63 H63 120.1 . . ? C62 C63 H63 120.1 . . ? C63 C64 C65 120.4(3) . . ? C63 C64 H64 119.8 . . ? C65 C64 H64 119.8 . . ? C66 C65 C64 120.4(3) . . ? C66 C65 H65 119.8 . . ? C64 C65 H65 119.8 . . ? C65 C66 C61 119.7(3) . . ? C65 C66 H66 120.1 . . ? C61 C66 H66 120.1 . . ? C5 P1 C41 110.94(10) . . ? C5 P1 C61 111.50(11) . . ? C41 P1 C61 104.85(10) . . ? C5 P1 C51 108.12(10) . . ? C41 P1 C51 111.24(10) . . ? C61 P1 C51 110.21(11) . . ? C2 Mn1 C1 87.01(10) . . ? C2 Mn1 C3 99.31(10) . . ? C1 Mn1 C3 91.51(10) . . ? C2 Mn1 C15 123.93(11) . . ? C1 Mn1 C15 93.06(10) . . ? C3 Mn1 C15 136.68(10) . . ? C2 Mn1 C11 94.92(11) . . ? C1 Mn1 C11 118.42(11) . . ? C3 Mn1 C11 147.49(9) . . ? C15 Mn1 C11 38.10(10) . . ? C2 Mn1 C14 159.04(11) . . ? C1 Mn1 C14 102.83(11) . . ? C3 Mn1 C14 98.88(10) . . ? C15 Mn1 C14 38.29(11) . . ? C11 Mn1 C14 64.12(11) . . ? C2 Mn1 C12 100.67(11) . . ? C1 Mn1 C12 156.14(11) . . ? C3 Mn1 C12 109.21(11) . . ? C15 Mn1 C12 63.85(11) . . ? C11 Mn1 C12 38.98(11) . . ? C14 Mn1 C12 63.31(11) . . ? C2 Mn1 C13 134.40(11) . . ? C1 Mn1 C13 138.44(11) . . ? C3 Mn1 C13 85.60(10) . . ? C15 Mn1 C13 63.30(11) . . ? C11 Mn1 C13 63.87(10) . . ? C14 Mn1 C13 37.56(11) . . ? C12 Mn1 C13 37.41(11) . . ? data_cetphph _database_code_depnum_ccdc_archive 'CCDC 261453' _audit_creation_date 2003-04-24T17:15:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C35 H40 Mn O2 P' _chemical_formula_sum 'C35 H40 Mn O2 P' _chemical_formula_weight 578.58 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.749(5) _cell_length_b 11.050(5) _cell_length_c 13.349(5) _cell_angle_alpha 74.299(5) _cell_angle_beta 83.501(5) _cell_angle_gamma 71.477(5) _cell_volume 1446.7(11) _cell_formula_units_Z 2 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.00 _cell_measurement_theta_max 25.95 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_colour black _exptl_crystal_description parrallelipiped _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_max 0.28 _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 612 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.542 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. R.H. Blessing, Acta Cryst. (1995), A51, 33-38] ; _exptl_absorpt_correction_T_min 0.8775 _exptl_absorpt_correction_T_max 0.8984 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 160(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0399 _diffrn_reflns_av_unetI/netI 0.0461 _diffrn_reflns_number 14273 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2 _diffrn_reflns_theta_max 25.95 _diffrn_reflns_theta_full 25.95 _diffrn_measured_fraction_theta_full 0.922 _diffrn_measured_fraction_theta_max 0.922 _reflns_number_total 5221 _reflns_number_gt 4044 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'IPDS Software 2.93 Stoe, 2000)' _computing_cell_refinement 'IPDS Software 2.93 Stoe, 2000)' _computing_data_reduction 'Xred 1.08 (Stoe, 1996)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _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^)+(0.0417P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5221 _refine_ls_number_parameters 356 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0470 _refine_ls_R_factor_gt 0.0304 _refine_ls_wR_factor_ref 0.0702 _refine_ls_wR_factor_gt 0.0660 _refine_ls_goodness_of_fit_ref 0.941 _refine_ls_restrained_S_all 0.941 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.403 _refine_diff_density_min -0.224 _refine_diff_density_rms 0.048 #----------------------------------------------------------------------------# # 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 0.0033 0.0016 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.78812(17) 0.72378(18) 0.07347(15) 0.0186(4) Uani 1 1 d . . . C2 C 0.56774(16) 0.77567(18) 0.08794(14) 0.0166(4) Uani 1 1 d . . . C3 C 0.51202(16) 0.72505(18) 0.18843(14) 0.0157(4) Uani 1 1 d . . . C4 C 0.59813(16) 0.62651(18) 0.26394(14) 0.0146(4) Uani 1 1 d . . . C5 C 0.72102(16) 0.54370(18) 0.23691(13) 0.0150(4) Uani 1 1 d . . . C11 C 0.79275(18) 0.9085(2) 0.17017(15) 0.0215(4) Uani 1 1 d . . . C12 C 0.65598(18) 0.96567(19) 0.18336(15) 0.0210(4) Uani 1 1 d . . . H12 H 0.6021 1.0352 0.1358 0.025 Uiso 1 1 calc R . . C13 C 0.61578(19) 0.8992(2) 0.28048(15) 0.0224(4) Uani 1 1 d . . . H13 H 0.5305 0.9179 0.3083 0.027 Uiso 1 1 calc R . . C14 C 0.72508(19) 0.8000(2) 0.32900(15) 0.0233(4) Uani 1 1 d . . . H14 H 0.7250 0.7418 0.3940 0.028 Uiso 1 1 calc R . . C15 C 0.83381(18) 0.80472(19) 0.26188(15) 0.0213(4) Uani 1 1 d . . . H15 H 0.9190 0.7495 0.2746 0.026 Uiso 1 1 calc R . . C16 C 0.8791(2) 0.9549(3) 0.08405(18) 0.0365(5) Uani 1 1 d . . . H16A H 0.8343 0.9837 0.0196 0.055 Uiso 1 1 calc R . . H16B H 0.9578 0.8841 0.0800 0.055 Uiso 1 1 calc R . . H16C H 0.9014 1.0269 0.0966 0.055 Uiso 1 1 calc R . . C21 C 0.37762(16) 0.79694(19) 0.21805(14) 0.0175(4) Uani 1 1 d . . . C22 C 0.31893(18) 0.9310(2) 0.17704(16) 0.0238(4) Uani 1 1 d . . . H22 H 0.3662 0.9807 0.1307 0.029 Uiso 1 1 calc R . . C23 C 0.19010(19) 0.9911(2) 0.20501(17) 0.0308(5) Uani 1 1 d . . . H23 H 0.1518 1.0809 0.1779 0.037 Uiso 1 1 calc R . . C24 C 0.11873(19) 0.9176(2) 0.27306(18) 0.0325(5) Uani 1 1 d . . . H24 H 0.0328 0.9582 0.2921 0.039 Uiso 1 1 calc R . . C25 C 0.17483(18) 0.7843(2) 0.31266(16) 0.0277(5) Uani 1 1 d . . . H25 H 0.1262 0.7349 0.3576 0.033 Uiso 1 1 calc R . . C26 C 0.30363(17) 0.7237(2) 0.28575(15) 0.0214(4) Uani 1 1 d . . . H26 H 0.3410 0.6337 0.3129 0.026 Uiso 1 1 calc R . . C31 C 0.72393(17) 0.47345(18) 0.15437(13) 0.0156(4) Uani 1 1 d . . . C32 C 0.61062(18) 0.44408(19) 0.13984(14) 0.0201(4) Uani 1 1 d . . . H32 H 0.5333 0.4774 0.1756 0.024 Uiso 1 1 calc R . . C33 C 0.6109(2) 0.3670(2) 0.07376(16) 0.0271(5) Uani 1 1 d . . . H33 H 0.5346 0.3481 0.0661 0.033 Uiso 1 1 calc R . . C34 C 0.7237(2) 0.3182(2) 0.01943(16) 0.0303(5) Uani 1 1 d . . . H34 H 0.7244 0.2659 -0.0249 0.036 Uiso 1 1 calc R . . C35 C 0.8362(2) 0.3473(2) 0.03106(15) 0.0282(5) Uani 1 1 d . . . H35 H 0.9125 0.3149 -0.0061 0.034 Uiso 1 1 calc R . . C36 C 0.83705(18) 0.42422(19) 0.09741(14) 0.0204(4) Uani 1 1 d . . . H36 H 0.9136 0.4432 0.1040 0.025 Uiso 1 1 calc R . . C42 C 1.05898(17) 0.4917(2) 0.25775(15) 0.0215(4) Uani 1 1 d . . . H42A H 1.0106 0.5474 0.1963 0.026 Uiso 1 1 calc R . . H42B H 1.0550 0.5465 0.3046 0.026 Uiso 1 1 calc R . . C43 C 1.20196(19) 0.4329(2) 0.22604(17) 0.0305(5) Uani 1 1 d . . . H43A H 1.2060 0.3834 0.1752 0.037 Uiso 1 1 calc R . . H43B H 1.2403 0.5033 0.1940 0.037 Uiso 1 1 calc R . . C44 C 1.28003(19) 0.3425(2) 0.32043(18) 0.0335(5) Uani 1 1 d . . . H44A H 1.3689 0.3014 0.2981 0.040 Uiso 1 1 calc R . . H44B H 1.2845 0.3942 0.3675 0.040 Uiso 1 1 calc R . . C45 C 1.21755(18) 0.2367(2) 0.37732(16) 0.0281(5) Uani 1 1 d . . . H45A H 1.2656 0.1850 0.4398 0.034 Uiso 1 1 calc R . . H45B H 1.2235 0.1782 0.3332 0.034 Uiso 1 1 calc R . . C46 C 1.07378(18) 0.2951(2) 0.40718(15) 0.0238(4) Uani 1 1 d . . . H46A H 1.0683 0.3456 0.4576 0.029 Uiso 1 1 calc R . . H46B H 1.0361 0.2243 0.4395 0.029 Uiso 1 1 calc R . . C52 C 0.62252(17) 0.3359(2) 0.43021(15) 0.0205(4) Uani 1 1 d . . . H52A H 0.5990 0.3985 0.4731 0.025 Uiso 1 1 calc R . . H52B H 0.5750 0.3775 0.3661 0.025 Uiso 1 1 calc R . . C53 C 0.58211(18) 0.2142(2) 0.48723(15) 0.0242(4) Uani 1 1 d . . . H53A H 0.6201 0.1797 0.5556 0.029 Uiso 1 1 calc R . . H53B H 0.4874 0.2387 0.4968 0.029 Uiso 1 1 calc R . . C54 C 0.62657(18) 0.1079(2) 0.42792(16) 0.0239(4) Uani 1 1 d . . . H54A H 0.5812 0.1386 0.3628 0.029 Uiso 1 1 calc R . . H54B H 0.6043 0.0300 0.4684 0.029 Uiso 1 1 calc R . . C55 C 0.77390(18) 0.0728(2) 0.40577(16) 0.0228(4) Uani 1 1 d . . . H55A H 0.8000 0.0063 0.3664 0.027 Uiso 1 1 calc R . . H55B H 0.8194 0.0362 0.4710 0.027 Uiso 1 1 calc R . . C56 C 0.81310(17) 0.19403(19) 0.34437(15) 0.0202(4) Uani 1 1 d . . . H56A H 0.7717 0.2277 0.2774 0.024 Uiso 1 1 calc R . . H56B H 0.9075 0.1698 0.3321 0.024 Uiso 1 1 calc R . . O1 O 0.84282(14) 0.70960(15) -0.00329(11) 0.0290(3) Uani 1 1 d . . . O2 O 0.53328(13) 0.81796(14) -0.00043(10) 0.0250(3) Uani 1 1 d . . . P1 P 0.82169(4) 0.45456(5) 0.35492(3) 0.01475(11) Uani 1 1 d . . . Mn1 Mn 0.69432(2) 0.76158(3) 0.18612(2) 0.01307(8) Uani 1 1 d . . . C41 C 0.99433(16) 0.38504(18) 0.31135(14) 0.0170(4) Uani 1 1 d . . . H41 H 0.9955 0.3322 0.2628 0.020 Uiso 1 1 calc R . . C51 C 0.77095(16) 0.30119(19) 0.40464(14) 0.0166(4) Uani 1 1 d . . . H51 H 0.8124 0.2588 0.4722 0.020 Uiso 1 1 calc R . . H3 H 0.571(2) 0.625(3) 0.335(2) 0.050 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0196(9) 0.0116(11) 0.0242(10) -0.0005(8) -0.0050(8) -0.0062(7) C2 0.0155(8) 0.0099(10) 0.0239(10) -0.0045(8) -0.0049(7) -0.0015(7) C3 0.0144(8) 0.0124(11) 0.0222(9) -0.0035(7) -0.0040(7) -0.0064(7) C4 0.0168(8) 0.0118(10) 0.0175(9) -0.0026(7) -0.0035(7) -0.0072(7) C5 0.0140(8) 0.0130(11) 0.0183(9) -0.0008(7) -0.0037(7) -0.0061(7) C11 0.0267(10) 0.0164(12) 0.0282(10) -0.0078(8) -0.0007(8) -0.0139(8) C12 0.0242(9) 0.0114(11) 0.0278(10) -0.0045(8) -0.0116(8) -0.0025(7) C13 0.0247(10) 0.0229(12) 0.0276(10) -0.0159(9) 0.0027(8) -0.0111(8) C14 0.0366(11) 0.0208(12) 0.0192(9) -0.0060(8) -0.0040(8) -0.0156(9) C15 0.0195(9) 0.0156(12) 0.0327(11) -0.0081(9) -0.0103(8) -0.0054(8) C16 0.0464(13) 0.0356(15) 0.0390(13) -0.0135(11) 0.0129(10) -0.0293(11) C21 0.0130(8) 0.0201(11) 0.0223(9) -0.0081(8) -0.0049(7) -0.0053(7) C22 0.0189(9) 0.0217(12) 0.0308(11) -0.0075(9) -0.0047(8) -0.0040(8) C23 0.0226(10) 0.0245(13) 0.0431(13) -0.0140(10) -0.0094(9) 0.0033(8) C24 0.0133(9) 0.0418(16) 0.0440(13) -0.0221(11) -0.0018(9) -0.0005(9) C25 0.0170(9) 0.0416(15) 0.0311(11) -0.0136(10) -0.0003(8) -0.0143(9) C26 0.0163(9) 0.0220(12) 0.0281(10) -0.0063(8) -0.0055(8) -0.0068(8) C31 0.0198(9) 0.0082(10) 0.0167(9) 0.0016(7) -0.0068(7) -0.0029(7) C32 0.0204(9) 0.0160(11) 0.0234(10) -0.0026(8) -0.0069(8) -0.0044(7) C33 0.0329(11) 0.0192(12) 0.0329(11) -0.0055(9) -0.0153(9) -0.0088(9) C34 0.0459(13) 0.0232(13) 0.0268(11) -0.0105(9) -0.0107(9) -0.0104(9) C35 0.0341(11) 0.0241(13) 0.0234(10) -0.0093(9) 0.0001(8) -0.0022(9) C36 0.0209(9) 0.0195(12) 0.0192(9) -0.0028(8) -0.0045(7) -0.0043(8) C42 0.0181(9) 0.0175(12) 0.0266(10) 0.0025(8) -0.0068(8) -0.0068(8) C43 0.0182(9) 0.0306(14) 0.0380(12) 0.0031(10) -0.0037(9) -0.0094(8) C44 0.0153(9) 0.0326(14) 0.0466(13) 0.0000(10) -0.0096(9) -0.0044(9) C45 0.0209(10) 0.0224(13) 0.0342(11) 0.0017(9) -0.0126(9) -0.0003(8) C46 0.0211(9) 0.0201(12) 0.0260(10) 0.0040(8) -0.0090(8) -0.0059(8) C52 0.0181(9) 0.0187(11) 0.0230(10) -0.0053(8) 0.0023(7) -0.0043(7) C53 0.0215(10) 0.0257(13) 0.0248(10) -0.0019(9) 0.0024(8) -0.0110(8) C54 0.0209(9) 0.0162(12) 0.0347(11) -0.0001(9) -0.0033(8) -0.0102(8) C55 0.0217(9) 0.0127(11) 0.0332(11) -0.0029(8) -0.0026(8) -0.0058(8) C56 0.0167(9) 0.0152(11) 0.0271(10) -0.0042(8) 0.0022(7) -0.0045(7) O1 0.0331(8) 0.0299(10) 0.0248(8) -0.0086(7) 0.0089(6) -0.0125(6) O2 0.0292(7) 0.0245(9) 0.0204(7) -0.0012(6) -0.0117(6) -0.0070(6) P1 0.0147(2) 0.0128(3) 0.0162(2) -0.00103(19) -0.00472(17) -0.00412(18) Mn1 0.01233(13) 0.01132(16) 0.01600(14) -0.00226(11) -0.00334(10) -0.00412(10) C41 0.0147(8) 0.0146(11) 0.0202(9) -0.0012(8) -0.0059(7) -0.0031(7) C51 0.0166(9) 0.0152(11) 0.0165(9) -0.0003(7) -0.0012(7) -0.0055(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.146(2) . ? C1 Mn1 1.784(2) . ? C2 O2 1.199(2) . ? C2 C3 1.448(3) . ? C2 Mn1 1.9370(17) . ? C3 C4 1.427(2) . ? C3 C21 1.478(3) . ? C3 Mn1 2.1180(19) . ? C4 C5 1.420(3) . ? C4 Mn1 2.0673(19) . ? C4 H3 0.97(3) . ? C5 C31 1.502(2) . ? C5 P1 1.8687(17) . ? C5 Mn1 2.249(2) . ? C11 C12 1.415(3) . ? C11 C15 1.432(3) . ? C11 C16 1.479(3) . ? C11 Mn1 2.157(2) . ? C12 C13 1.402(3) . ? C12 Mn1 2.151(2) . ? C12 H12 0.9300 . ? C13 C14 1.404(3) . ? C13 Mn1 2.143(2) . ? C13 H13 0.9300 . ? C14 C15 1.396(3) . ? C14 Mn1 2.1443(19) . ? C14 H14 0.9300 . ? C15 Mn1 2.1346(17) . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C21 C22 1.392(3) . ? C21 C26 1.398(3) . ? C22 C23 1.389(3) . ? C22 H22 0.9300 . ? C23 C24 1.383(3) . ? C23 H23 0.9300 . ? C24 C25 1.378(3) . ? C24 H24 0.9300 . ? C25 C26 1.387(3) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C31 C36 1.395(3) . ? C31 C32 1.402(3) . ? C32 C33 1.382(3) . ? C32 H32 0.9300 . ? C33 C34 1.373(3) . ? C33 H33 0.9300 . ? C34 C35 1.381(3) . ? C34 H34 0.9300 . ? C35 C36 1.386(3) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C42 C43 1.527(3) . ? C42 C41 1.529(3) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.522(3) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 C45 1.516(3) . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C45 C46 1.526(3) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C41 1.541(2) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C52 C53 1.523(3) . ? C52 C51 1.539(2) . ? C52 H52A 0.9700 . ? C52 H52B 0.9700 . ? C53 C54 1.515(3) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C54 C55 1.520(3) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C55 C56 1.527(3) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56 C51 1.532(3) . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? P1 C41 1.8611(19) . ? P1 C51 1.873(2) . ? C41 H41 0.9800 . ? C51 H51 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 Mn1 174.41(16) . . ? O2 C2 C3 137.17(16) . . ? O2 C2 Mn1 145.92(15) . . ? C3 C2 Mn1 75.95(10) . . ? C4 C3 C2 118.13(16) . . ? C4 C3 C21 121.22(17) . . ? C2 C3 C21 119.05(16) . . ? C4 C3 Mn1 68.17(10) . . ? C2 C3 Mn1 62.52(9) . . ? C21 C3 Mn1 131.72(13) . . ? C5 C4 C3 122.86(17) . . ? C5 C4 Mn1 77.91(11) . . ? C3 C4 Mn1 72.00(11) . . ? C5 C4 H3 121.9(15) . . ? C3 C4 H3 115.0(15) . . ? Mn1 C4 H3 117.6(16) . . ? C4 C5 C31 117.87(14) . . ? C4 C5 P1 110.56(13) . . ? C31 C5 P1 119.45(13) . . ? C4 C5 Mn1 63.99(11) . . ? C31 C5 Mn1 117.84(12) . . ? P1 C5 Mn1 114.75(8) . . ? C12 C11 C15 106.46(17) . . ? C12 C11 C16 127.0(2) . . ? C15 C11 C16 126.30(19) . . ? C12 C11 Mn1 70.57(11) . . ? C15 C11 Mn1 69.67(11) . . ? C16 C11 Mn1 129.18(14) . . ? C13 C12 C11 108.15(17) . . ? C13 C12 Mn1 70.65(12) . . ? C11 C12 Mn1 71.07(11) . . ? C13 C12 H12 125.9 . . ? C11 C12 H12 125.9 . . ? Mn1 C12 H12 124.0 . . ? C12 C13 C14 109.00(18) . . ? C12 C13 Mn1 71.23(12) . . ? C14 C13 Mn1 70.93(11) . . ? C12 C13 H13 125.5 . . ? C14 C13 H13 125.5 . . ? Mn1 C13 H13 123.9 . . ? C15 C14 C13 107.51(18) . . ? C15 C14 Mn1 70.59(10) . . ? C13 C14 Mn1 70.84(10) . . ? C15 C14 H14 126.2 . . ? C13 C14 H14 126.2 . . ? Mn1 C14 H14 124.0 . . ? C14 C15 C11 108.89(17) . . ? C14 C15 Mn1 71.34(10) . . ? C11 C15 Mn1 71.37(10) . . ? C14 C15 H15 125.6 . . ? C11 C15 H15 125.6 . . ? Mn1 C15 H15 123.4 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C21 C26 118.79(17) . . ? C22 C21 C3 123.45(18) . . ? C26 C21 C3 117.62(18) . . ? C23 C22 C21 120.4(2) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C24 C23 C22 120.1(2) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C25 C24 C23 120.07(19) . . ? C25 C24 H24 120.0 . . ? C23 C24 H24 120.0 . . ? C24 C25 C26 120.2(2) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 120.39(19) . . ? C25 C26 H26 119.8 . . ? C21 C26 H26 119.8 . . ? C36 C31 C32 117.34(17) . . ? C36 C31 C5 123.61(15) . . ? C32 C31 C5 118.77(16) . . ? C33 C32 C31 121.70(18) . . ? C33 C32 H32 119.2 . . ? C31 C32 H32 119.2 . . ? C34 C33 C32 119.99(18) . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C33 C34 C35 119.51(19) . . ? C33 C34 H34 120.2 . . ? C35 C34 H34 120.2 . . ? C34 C35 C36 120.92(19) . . ? C34 C35 H35 119.5 . . ? C36 C35 H35 119.5 . . ? C35 C36 C31 120.53(17) . . ? C35 C36 H36 119.7 . . ? C31 C36 H36 119.7 . . ? C43 C42 C41 111.88(16) . . ? C43 C42 H42A 109.2 . . ? C41 C42 H42A 109.2 . . ? C43 C42 H42B 109.2 . . ? C41 C42 H42B 109.2 . . ? H42A C42 H42B 107.9 . . ? C44 C43 C42 110.58(17) . . ? C44 C43 H43A 109.5 . . ? C42 C43 H43A 109.5 . . ? C44 C43 H43B 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 108.1 . . ? C45 C44 C43 111.21(16) . . ? C45 C44 H44A 109.4 . . ? C43 C44 H44A 109.4 . . ? C45 C44 H44B 109.4 . . ? C43 C44 H44B 109.4 . . ? H44A C44 H44B 108.0 . . ? C44 C45 C46 111.97(17) . . ? C44 C45 H45A 109.2 . . ? C46 C45 H45A 109.2 . . ? C44 C45 H45B 109.2 . . ? C46 C45 H45B 109.2 . . ? H45A C45 H45B 107.9 . . ? C45 C46 C41 111.38(16) . . ? C45 C46 H46A 109.4 . . ? C41 C46 H46A 109.4 . . ? C45 C46 H46B 109.4 . . ? C41 C46 H46B 109.4 . . ? H46A C46 H46B 108.0 . . ? C53 C52 C51 111.67(15) . . ? C53 C52 H52A 109.3 . . ? C51 C52 H52A 109.3 . . ? C53 C52 H52B 109.3 . . ? C51 C52 H52B 109.3 . . ? H52A C52 H52B 107.9 . . ? C54 C53 C52 111.73(16) . . ? C54 C53 H53A 109.3 . . ? C52 C53 H53A 109.3 . . ? C54 C53 H53B 109.3 . . ? C52 C53 H53B 109.3 . . ? H53A C53 H53B 107.9 . . ? C53 C54 C55 110.73(15) . . ? C53 C54 H54A 109.5 . . ? C55 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? C55 C54 H54B 109.5 . . ? H54A C54 H54B 108.1 . . ? C54 C55 C56 110.95(16) . . ? C54 C55 H55A 109.4 . . ? C56 C55 H55A 109.4 . . ? C54 C55 H55B 109.4 . . ? C56 C55 H55B 109.4 . . ? H55A C55 H55B 108.0 . . ? C55 C56 C51 110.30(16) . . ? C55 C56 H56A 109.6 . . ? C51 C56 H56A 109.6 . . ? C55 C56 H56B 109.6 . . ? C51 C56 H56B 109.6 . . ? H56A C56 H56B 108.1 . . ? C41 P1 C5 108.28(8) . . ? C41 P1 C51 100.88(9) . . ? C5 P1 C51 103.17(8) . . ? C1 Mn1 C2 74.37(8) . . ? C1 Mn1 C4 114.64(8) . . ? C2 Mn1 C4 75.93(8) . . ? C1 Mn1 C3 108.92(7) . . ? C2 Mn1 C3 41.53(8) . . ? C4 Mn1 C3 39.84(7) . . ? C1 Mn1 C15 100.63(8) . . ? C2 Mn1 C15 161.80(8) . . ? C4 Mn1 C15 121.34(7) . . ? C3 Mn1 C15 149.97(8) . . ? C1 Mn1 C13 148.38(8) . . ? C2 Mn1 C13 111.47(8) . . ? C4 Mn1 C13 96.69(8) . . ? C3 Mn1 C13 92.11(7) . . ? C15 Mn1 C13 63.72(8) . . ? C1 Mn1 C14 138.11(8) . . ? C2 Mn1 C14 146.50(8) . . ? C4 Mn1 C14 91.63(8) . . ? C3 Mn1 C14 111.90(7) . . ? C15 Mn1 C14 38.07(8) . . ? C13 Mn1 C14 38.23(8) . . ? C1 Mn1 C12 110.97(8) . . ? C2 Mn1 C12 100.64(7) . . ? C4 Mn1 C12 131.03(8) . . ? C3 Mn1 C12 108.23(7) . . ? C15 Mn1 C12 64.30(7) . . ? C13 Mn1 C12 38.12(8) . . ? C14 Mn1 C12 64.27(7) . . ? C1 Mn1 C11 86.31(8) . . ? C2 Mn1 C11 122.84(8) . . ? C4 Mn1 C11 156.23(7) . . ? C3 Mn1 C11 146.13(8) . . ? C15 Mn1 C11 38.97(7) . . ? C13 Mn1 C11 64.08(8) . . ? C14 Mn1 C11 64.65(8) . . ? C12 Mn1 C11 38.36(7) . . ? C1 Mn1 C5 84.31(8) . . ? C2 Mn1 C5 88.21(7) . . ? C4 Mn1 C5 38.10(7) . . ? C3 Mn1 C5 69.75(7) . . ? C15 Mn1 C5 108.94(7) . . ? C13 Mn1 C5 125.97(8) . . ? C14 Mn1 C5 101.07(7) . . ? C12 Mn1 C5 163.86(7) . . ? C11 Mn1 C5 143.48(7) . . ? C42 C41 C46 108.85(14) . . ? C42 C41 P1 112.58(13) . . ? C46 C41 P1 108.57(13) . . ? C42 C41 H41 108.9 . . ? C46 C41 H41 108.9 . . ? P1 C41 H41 108.9 . . ? C56 C51 C52 110.53(14) . . ? C56 C51 P1 119.82(13) . . ? C52 C51 P1 110.52(13) . . ? C56 C51 H51 104.9 . . ? C52 C51 H51 104.9 . . ? P1 C51 H51 104.9 . . ? data_compound3 _database_code_depnum_ccdc_archive 'CCDC 261454' _audit_creation_date 2003-04-24T10:35:28-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H20 B, C16 H14 Mn O2' _chemical_formula_sum 'C40 H34 B Mn O2' _chemical_formula_weight 612.42 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.9056(7) _cell_length_b 27.574(2) _cell_length_c 13.2761(11) _cell_angle_alpha 90 _cell_angle_beta 100.188(10) _cell_angle_gamma 90 _cell_volume 3208.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 25.95 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_colour yellow _exptl_crystal_description parallelepiped _exptl_crystal_size_min 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_max 0.3 _exptl_crystal_size_rad ? _exptl_crystal_density_diffrn 1.268 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1280 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.445 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. R.H. Blessing, Acta Cryst. (1995), A51, 33-38] ; _exptl_absorpt_correction_T_min 0.8584 _exptl_absorpt_correction_T_max 0.8788 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 160(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0493 _diffrn_reflns_av_unetI/netI 0.0423 _diffrn_reflns_number 22846 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 25.95 _diffrn_reflns_theta_full 25.95 _diffrn_measured_fraction_theta_full 0.988 _diffrn_measured_fraction_theta_max 0.988 _reflns_number_total 6181 _reflns_number_gt 4390 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'IPDS Software 2.93 Stoe, 2000)' _computing_cell_refinement 'IPDS Software 2.93 Stoe, 2000)' _computing_data_reduction 'Xred 1.08 (Stoe, 1996)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _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^)+(0.0765P)^2^+0.3241P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 6181 _refine_ls_number_parameters 399 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0732 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1298 _refine_ls_wR_factor_gt 0.1167 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.001 _refine_diff_density_max 0.582 _refine_diff_density_min -0.369 _refine_diff_density_rms 0.055 #----------------------------------------------------------------------------# # 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 0.0033 0.0016 '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' O O 0.0106 0.006 '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' B B 0.0013 0.0007 '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 0.9579(3) 0.06543(10) 0.5460(2) 0.0411(6) Uani 1 1 d . . . C2 C 0.7495(4) 0.11315(12) 0.4176(2) 0.0551(8) Uani 1 1 d . . . C3 C 1.0112(3) 0.09541(9) 0.37138(19) 0.0408(6) Uani 1 1 d . . . C11 C 1.1367(4) 0.17284(9) 0.4873(2) 0.0463(6) Uani 1 1 d . . . C12 C 0.9978(4) 0.19552(9) 0.4453(2) 0.0486(7) Uani 1 1 d . . . H12 H 0.9745 0.2097 0.3809 0.058 Uiso 1 1 calc R . . C13 C 0.9000(4) 0.19291(10) 0.5184(2) 0.0555(8) Uani 1 1 d . . . H13 H 0.8027 0.2062 0.5109 0.067 Uiso 1 1 calc R . . C14 C 0.9735(4) 0.16727(10) 0.6031(2) 0.0513(7) Uani 1 1 d . . . H14 H 0.9343 0.1603 0.6619 0.062 Uiso 1 1 calc R . . C15 C 1.1193(4) 0.15362(10) 0.5834(2) 0.0472(7) Uani 1 1 d . . . H15 H 1.1912 0.1352 0.6263 0.057 Uiso 1 1 calc R . . C16 C 1.2788(4) 0.17211(12) 0.4410(3) 0.0624(8) Uani 1 1 d . . . H16A H 1.2521 0.1766 0.3683 0.094 Uiso 1 1 calc R . . H16B H 1.3294 0.1415 0.455 0.094 Uiso 1 1 calc R . . H16C H 1.3456 0.1978 0.47 0.094 Uiso 1 1 calc R . . C21 C 1.0707(3) 0.07681(9) 0.28723(18) 0.0368(5) Uani 1 1 d . . . C22 C 1.2053(3) 0.04955(9) 0.3034(2) 0.0414(6) Uani 1 1 d . . . H22 H 1.2551 0.0431 0.3697 0.05 Uiso 1 1 calc R . . C23 C 1.2639(3) 0.03234(9) 0.2210(2) 0.0408(6) Uani 1 1 d . . . H23 H 1.353 0.0141 0.232 0.049 Uiso 1 1 calc R . . C24 C 1.1913(3) 0.04198(9) 0.1217(2) 0.0398(6) Uani 1 1 d . . . C25 C 1.0571(3) 0.06938(10) 0.1060(2) 0.0440(6) Uani 1 1 d . . . H25 H 1.0079 0.0758 0.0396 0.053 Uiso 1 1 calc R . . C26 C 0.9968(3) 0.08687(9) 0.18692(19) 0.0413(6) Uani 1 1 d . . . H26 H 0.9078 0.1052 0.1755 0.05 Uiso 1 1 calc R . . C27 C 1.2566(4) 0.02345(11) 0.0328(2) 0.0566(8) Uani 1 1 d . . . H27A H 1.2913 0.0503 -0.0031 0.085 Uiso 1 1 calc R . . H27B H 1.1795 0.0059 -0.0126 0.085 Uiso 1 1 calc R . . H27C H 1.3408 0.0023 0.057 0.085 Uiso 1 1 calc R . . C31 C 0.5322(3) 0.19705(8) 0.76020(17) 0.0321(5) Uani 1 1 d . . . C32 C 0.6200(3) 0.23065(10) 0.7165(2) 0.0432(6) Uani 1 1 d . . . H32 H 0.7245 0.2256 0.7233 0.052 Uiso 1 1 calc R . . C33 C 0.5558(4) 0.27142(10) 0.6632(2) 0.0521(7) Uani 1 1 d . . . H33 H 0.6182 0.2928 0.6355 0.063 Uiso 1 1 calc R . . C34 C 0.4011(4) 0.28044(10) 0.6511(2) 0.0501(7) Uani 1 1 d . . . H34 H 0.3586 0.3076 0.6153 0.06 Uiso 1 1 calc R . . C35 C 0.3115(3) 0.24845(9) 0.6931(2) 0.0450(6) Uani 1 1 d . . . H35 H 0.2072 0.2539 0.6862 0.054 Uiso 1 1 calc R . . C36 C 0.3760(3) 0.20792(9) 0.74573(19) 0.0374(5) Uani 1 1 d . . . H36 H 0.3122 0.1868 0.7729 0.045 Uiso 1 1 calc R . . C41 C 0.5108(3) 0.10215(8) 0.74989(18) 0.0327(5) Uani 1 1 d . . . C42 C 0.5323(3) 0.09664(9) 0.64795(19) 0.0397(6) Uani 1 1 d . . . H42 H 0.5943 0.1188 0.6219 0.048 Uiso 1 1 calc R . . C43 C 0.4654(3) 0.05976(10) 0.5845(2) 0.0458(6) Uani 1 1 d . . . H43 H 0.485 0.0572 0.5182 0.055 Uiso 1 1 calc R . . C44 C 0.3697(3) 0.02674(9) 0.6194(2) 0.0467(7) Uani 1 1 d . . . H44 H 0.3231 0.0023 0.5768 0.056 Uiso 1 1 calc R . . C45 C 0.3448(3) 0.03071(9) 0.7188(2) 0.0440(6) Uani 1 1 d . . . H45 H 0.2808 0.0087 0.7434 0.053 Uiso 1 1 calc R . . C46 C 0.4148(3) 0.06744(8) 0.7826(2) 0.0368(5) Uani 1 1 d . . . H46 H 0.3971 0.069 0.8495 0.044 Uiso 1 1 calc R . . C51 C 0.5578(3) 0.14526(8) 0.93727(18) 0.0320(5) Uani 1 1 d . . . C52 C 0.6089(3) 0.10677(10) 1.0024(2) 0.0470(6) Uani 1 1 d . . . H52 H 0.6665 0.0825 0.9788 0.056 Uiso 1 1 calc R . . C53 C 0.5773(4) 0.10295(12) 1.1012(2) 0.0569(8) Uani 1 1 d . . . H53 H 0.611 0.076 1.141 0.068 Uiso 1 1 calc R . . C54 C 0.4970(4) 0.13860(12) 1.1402(2) 0.0531(7) Uani 1 1 d . . . H54 H 0.4756 0.1362 1.206 0.064 Uiso 1 1 calc R . . C55 C 0.4490(3) 0.17786(11) 1.0800(2) 0.0491(7) Uani 1 1 d . . . H55 H 0.3964 0.2028 1.1057 0.059 Uiso 1 1 calc R . . C56 C 0.4783(3) 0.18078(9) 0.98076(19) 0.0378(5) Uani 1 1 d . . . H56 H 0.443 0.2077 0.9415 0.045 Uiso 1 1 calc R . . C61 C 0.7809(3) 0.14098(9) 0.83352(18) 0.0335(5) Uani 1 1 d . . . C62 C 0.8782(3) 0.17741(9) 0.8819(2) 0.0404(6) Uani 1 1 d . . . H62 H 0.8349 0.2056 0.9024 0.048 Uiso 1 1 calc R . . C63 C 1.0353(3) 0.17319(10) 0.9003(2) 0.0449(6) Uani 1 1 d . . . H63 H 1.0951 0.1985 0.9317 0.054 Uiso 1 1 calc R . . C64 C 1.1041(3) 0.13140(10) 0.8720(2) 0.0418(6) Uani 1 1 d . . . H64 H 1.2098 0.1283 0.8845 0.05 Uiso 1 1 calc R . . C65 C 1.0130(3) 0.09454(9) 0.82514(19) 0.0378(5) Uani 1 1 d . . . H65 H 1.0573 0.0663 0.8057 0.045 Uiso 1 1 calc R . . C66 C 0.8548(3) 0.09939(9) 0.80671(18) 0.0341(5) Uani 1 1 d . . . H66 H 0.7958 0.0739 0.7753 0.041 Uiso 1 1 calc R . . O1 O 0.9667(3) 0.03027(7) 0.59149(16) 0.0540(5) Uani 1 1 d . . . O2 O 0.6232(3) 0.10736(11) 0.38258(19) 0.0778(7) Uani 1 1 d . . . Mn Mn 0.95066(5) 0.121131(14) 0.47024(3) 0.03824(13) Uani 1 1 d . . . B B 0.5959(3) 0.14671(9) 0.8201(2) 0.0322(6) 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 C1 0.0434(15) 0.0456(14) 0.0340(13) -0.0078(11) 0.0060(11) -0.0039(11) C2 0.058(2) 0.071(2) 0.0377(15) 0.0088(13) 0.0130(14) 0.0038(15) C3 0.0468(15) 0.0408(13) 0.0338(13) 0.0016(10) 0.0047(11) -0.0046(11) C11 0.0615(18) 0.0320(12) 0.0464(15) -0.0005(11) 0.0125(14) -0.0072(12) C12 0.072(2) 0.0354(13) 0.0405(14) 0.0065(11) 0.0149(14) 0.0037(13) C13 0.067(2) 0.0418(14) 0.0619(19) 0.0000(13) 0.0228(16) 0.0113(14) C14 0.082(2) 0.0378(13) 0.0376(14) -0.0063(11) 0.0206(15) -0.0064(14) C15 0.0622(18) 0.0378(13) 0.0387(14) -0.0017(11) 0.0010(13) -0.0076(12) C16 0.061(2) 0.0522(17) 0.076(2) 0.0007(16) 0.0180(17) -0.0136(15) C21 0.0427(14) 0.0351(12) 0.0332(13) -0.0015(10) 0.0090(11) -0.0033(10) C22 0.0433(15) 0.0443(13) 0.0351(13) 0.0057(11) 0.0027(11) -0.0032(11) C23 0.0388(14) 0.0372(12) 0.0458(15) 0.0037(11) 0.0064(12) 0.0010(11) C24 0.0453(15) 0.0344(12) 0.0411(14) -0.0009(10) 0.0117(12) -0.0030(11) C25 0.0520(16) 0.0462(14) 0.0336(13) 0.0027(11) 0.0067(12) 0.0050(12) C26 0.0481(15) 0.0414(13) 0.0352(13) 0.0037(10) 0.0097(12) 0.0066(11) C27 0.065(2) 0.0564(17) 0.0515(17) -0.0055(13) 0.0200(15) 0.0112(15) C31 0.0367(13) 0.0316(11) 0.0285(11) -0.0045(9) 0.0073(10) -0.0024(9) C32 0.0467(15) 0.0425(13) 0.0437(14) 0.0016(11) 0.0171(12) -0.0008(11) C33 0.070(2) 0.0412(14) 0.0482(16) 0.0094(12) 0.0188(15) -0.0059(14) C34 0.069(2) 0.0354(13) 0.0427(15) 0.0053(11) 0.0026(14) 0.0017(13) C35 0.0460(16) 0.0386(13) 0.0459(15) -0.0008(11) -0.0046(13) 0.0038(11) C36 0.0398(14) 0.0337(12) 0.0365(13) -0.0002(10) 0.0009(11) -0.0023(10) C41 0.0267(11) 0.0343(11) 0.0362(12) -0.0009(10) 0.0031(10) 0.0045(9) C42 0.0414(14) 0.0410(13) 0.0360(13) -0.0038(10) 0.0048(11) -0.0024(11) C43 0.0489(16) 0.0476(15) 0.0388(14) -0.0084(11) 0.0017(12) 0.0021(12) C44 0.0411(15) 0.0376(13) 0.0563(17) -0.0147(12) -0.0053(13) 0.0013(11) C45 0.0318(13) 0.0377(13) 0.0629(18) -0.0044(12) 0.0091(12) -0.0020(11) C46 0.0323(12) 0.0342(12) 0.0452(14) -0.0039(10) 0.0101(11) 0.0016(10) C51 0.0277(12) 0.0343(11) 0.0331(12) 0.0002(9) 0.0033(10) -0.0024(9) C52 0.0509(16) 0.0451(14) 0.0442(15) 0.0091(12) 0.0063(13) 0.0099(12) C53 0.0595(19) 0.0646(18) 0.0433(16) 0.0206(14) 0.0003(14) -0.0004(15) C54 0.0502(17) 0.076(2) 0.0327(14) 0.0041(13) 0.0068(13) -0.0109(15) C55 0.0485(16) 0.0622(17) 0.0385(14) -0.0087(13) 0.0126(13) -0.0013(13) C56 0.0396(14) 0.0406(13) 0.0337(13) -0.0019(10) 0.0079(11) 0.0013(10) C61 0.0334(13) 0.0355(11) 0.0322(12) -0.0031(9) 0.0075(10) -0.0005(10) C62 0.0356(13) 0.0429(13) 0.0433(14) -0.0121(11) 0.0086(11) -0.0028(11) C63 0.0368(14) 0.0499(15) 0.0473(15) -0.0068(12) 0.0055(12) -0.0068(11) C64 0.0302(13) 0.0541(15) 0.0420(14) 0.0030(11) 0.0088(11) -0.0008(11) C65 0.0343(13) 0.0437(13) 0.0370(13) 0.0003(10) 0.0101(11) 0.0063(11) C66 0.0353(13) 0.0349(12) 0.0323(12) -0.0019(9) 0.0068(10) -0.0001(10) O1 0.0723(14) 0.0391(10) 0.0502(11) 0.0070(9) 0.0097(10) -0.0072(9) O2 0.0527(15) 0.119(2) 0.0578(14) 0.0139(14) 0.0004(12) -0.0030(14) Mn 0.0484(2) 0.0372(2) 0.0295(2) 0.00115(15) 0.00820(16) 0.00061(17) B 0.0313(14) 0.0307(12) 0.0347(14) -0.0024(11) 0.0064(11) 0.0003(10) #----------------------------------------------------------------------------# # 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 O1 1.138(3) . ? C1 Mn 1.831(3) . ? C2 O2 1.149(4) . ? C2 Mn 1.818(4) . ? C3 C21 1.415(4) . ? C3 Mn 1.663(3) . ? C11 C12 1.410(4) . ? C11 C15 1.414(4) . ? C11 C16 1.502(5) . ? C11 Mn 2.167(3) . ? C12 C13 1.415(4) . ? C12 Mn 2.131(3) . ? C12 H12 0.93 . ? C13 C14 1.390(4) . ? C13 Mn 2.152(3) . ? C13 H13 0.93 . ? C14 C15 1.420(5) . ? C14 Mn 2.155(3) . ? C14 H14 0.93 . ? C15 Mn 2.125(3) . ? C15 H15 0.93 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C21 C22 1.399(4) . ? C21 C26 1.405(4) . ? C22 C23 1.377(4) . ? C22 H22 0.93 . ? C23 C24 1.387(4) . ? C23 H23 0.93 . ? C24 C25 1.398(4) . ? C24 C27 1.496(4) . ? C25 C26 1.371(4) . ? C25 H25 0.93 . ? C26 H26 0.93 . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C27 H27C 0.96 . ? C31 C36 1.402(4) . ? C31 C32 1.402(4) . ? C31 B 1.650(3) . ? C32 C33 1.396(4) . ? C32 H32 0.93 . ? C33 C34 1.381(4) . ? C33 H33 0.93 . ? C34 C35 1.372(4) . ? C34 H34 0.93 . ? C35 C36 1.388(4) . ? C35 H35 0.93 . ? C36 H36 0.93 . ? C41 C46 1.402(3) . ? C41 C42 1.408(3) . ? C41 B 1.644(3) . ? C42 C43 1.386(4) . ? C42 H42 0.93 . ? C43 C44 1.382(4) . ? C43 H43 0.93 . ? C44 C45 1.380(4) . ? C44 H44 0.93 . ? C45 C46 1.395(4) . ? C45 H45 0.93 . ? C46 H46 0.93 . ? C51 C56 1.393(3) . ? C51 C52 1.393(3) . ? C51 B 1.650(4) . ? C52 C53 1.394(4) . ? C52 H52 0.93 . ? C53 C54 1.369(5) . ? C53 H53 0.93 . ? C54 C55 1.368(4) . ? C54 H54 0.93 . ? C55 C56 1.389(4) . ? C55 H55 0.93 . ? C56 H56 0.93 . ? C61 C66 1.399(3) . ? C61 C62 1.405(3) . ? C61 B 1.633(4) . ? C62 C63 1.382(4) . ? C62 H62 0.93 . ? C63 C64 1.387(4) . ? C63 H63 0.93 . ? C64 C65 1.379(4) . ? C64 H64 0.93 . ? C65 C66 1.393(3) . ? C65 H65 0.93 . ? C66 H66 0.93 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 Mn 177.6(3) . . ? O2 C2 Mn 178.4(3) . . ? C21 C3 Mn 175.3(2) . . ? C12 C11 C15 107.1(3) . . ? C12 C11 C16 126.0(3) . . ? C15 C11 C16 126.8(3) . . ? C12 C11 Mn 69.48(16) . . ? C15 C11 Mn 69.17(16) . . ? C16 C11 Mn 129.2(2) . . ? C11 C12 C13 108.0(3) . . ? C11 C12 Mn 72.23(15) . . ? C13 C12 Mn 71.51(16) . . ? C11 C12 H12 126 . . ? C13 C12 H12 126 . . ? Mn C12 H12 122 . . ? C14 C13 C12 108.8(3) . . ? C14 C13 Mn 71.29(16) . . ? C12 C13 Mn 69.93(16) . . ? C14 C13 H13 125.6 . . ? C12 C13 H13 125.6 . . ? Mn C13 H13 124.8 . . ? C13 C14 C15 107.5(3) . . ? C13 C14 Mn 71.05(17) . . ? C15 C14 Mn 69.49(15) . . ? C13 C14 H14 126.3 . . ? C15 C14 H14 126.3 . . ? Mn C14 H14 124.8 . . ? C11 C15 C14 108.5(3) . . ? C11 C15 Mn 72.37(16) . . ? C14 C15 Mn 71.77(17) . . ? C11 C15 H15 125.8 . . ? C14 C15 H15 125.8 . . ? Mn C15 H15 121.8 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C22 C21 C26 119.8(2) . . ? C22 C21 C3 120.2(2) . . ? C26 C21 C3 119.9(2) . . ? C23 C22 C21 119.8(2) . . ? C23 C22 H22 120.1 . . ? C21 C22 H22 120.1 . . ? C22 C23 C24 120.7(2) . . ? C22 C23 H23 119.6 . . ? C24 C23 H23 119.6 . . ? C23 C24 C25 119.2(2) . . ? C23 C24 C27 120.2(3) . . ? C25 C24 C27 120.5(2) . . ? C26 C25 C24 121.1(2) . . ? C26 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C25 C26 C21 119.4(2) . . ? C25 C26 H26 120.3 . . ? C21 C26 H26 120.3 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C36 C31 C32 114.5(2) . . ? C36 C31 B 119.6(2) . . ? C32 C31 B 125.9(2) . . ? C33 C32 C31 122.2(3) . . ? C33 C32 H32 118.9 . . ? C31 C32 H32 118.9 . . ? C34 C33 C32 121.0(3) . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? C35 C34 C33 118.5(3) . . ? C35 C34 H34 120.8 . . ? C33 C34 H34 120.8 . . ? C34 C35 C36 120.3(3) . . ? C34 C35 H35 119.9 . . ? C36 C35 H35 119.9 . . ? C35 C36 C31 123.6(2) . . ? C35 C36 H36 118.2 . . ? C31 C36 H36 118.2 . . ? C46 C41 C42 114.7(2) . . ? C46 C41 B 125.4(2) . . ? C42 C41 B 119.9(2) . . ? C43 C42 C41 123.1(3) . . ? C43 C42 H42 118.5 . . ? C41 C42 H42 118.5 . . ? C44 C43 C42 120.3(3) . . ? C44 C43 H43 119.9 . . ? C42 C43 H43 119.9 . . ? C45 C44 C43 118.8(2) . . ? C45 C44 H44 120.6 . . ? C43 C44 H44 120.6 . . ? C44 C45 C46 120.5(2) . . ? C44 C45 H45 119.7 . . ? C46 C45 H45 119.7 . . ? C45 C46 C41 122.7(2) . . ? C45 C46 H46 118.7 . . ? C41 C46 H46 118.7 . . ? C56 C51 C52 114.4(2) . . ? C56 C51 B 125.3(2) . . ? C52 C51 B 120.3(2) . . ? C51 C52 C53 122.9(3) . . ? C51 C52 H52 118.5 . . ? C53 C52 H52 118.5 . . ? C54 C53 C52 120.5(3) . . ? C54 C53 H53 119.8 . . ? C52 C53 H53 119.8 . . ? C55 C54 C53 118.5(3) . . ? C55 C54 H54 120.7 . . ? C53 C54 H54 120.7 . . ? C54 C55 C56 120.5(3) . . ? C54 C55 H55 119.7 . . ? C56 C55 H55 119.7 . . ? C55 C56 C51 123.1(2) . . ? C55 C56 H56 118.4 . . ? C51 C56 H56 118.4 . . ? C66 C61 C62 115.0(2) . . ? C66 C61 B 124.2(2) . . ? C62 C61 B 120.6(2) . . ? C63 C62 C61 122.9(2) . . ? C63 C62 H62 118.5 . . ? C61 C62 H62 118.5 . . ? C62 C63 C64 120.3(2) . . ? C62 C63 H63 119.9 . . ? C64 C63 H63 119.9 . . ? C65 C64 C63 118.8(2) . . ? C65 C64 H64 120.6 . . ? C63 C64 H64 120.6 . . ? C64 C65 C66 120.3(2) . . ? C64 C65 H65 119.8 . . ? C66 C65 H65 119.8 . . ? C65 C66 C61 122.7(2) . . ? C65 C66 H66 118.6 . . ? C61 C66 H66 118.6 . . ? C3 Mn C2 94.60(14) . . ? C3 Mn C1 95.21(12) . . ? C2 Mn C1 92.67(13) . . ? C3 Mn C15 116.75(13) . . ? C2 Mn C15 148.01(13) . . ? C1 Mn C15 90.77(11) . . ? C3 Mn C12 100.83(12) . . ? C2 Mn C12 105.34(14) . . ? C1 Mn C12 154.67(11) . . ? C15 Mn C12 64.53(11) . . ? C3 Mn C13 137.79(12) . . ? C2 Mn C13 88.94(14) . . ? C1 Mn C13 126.69(12) . . ? C15 Mn C13 63.98(13) . . ? C12 Mn C13 38.57(12) . . ? C3 Mn C14 154.25(13) . . ? C2 Mn C14 109.28(14) . . ? C1 Mn C14 93.24(11) . . ? C15 Mn C14 38.74(12) . . ? C12 Mn C14 64.28(11) . . ? C13 Mn C14 37.66(12) . . ? C3 Mn C11 90.83(12) . . ? C2 Mn C11 143.44(13) . . ? C1 Mn C11 122.84(11) . . ? C15 Mn C11 38.46(11) . . ? C12 Mn C11 38.29(11) . . ? C13 Mn C11 63.91(12) . . ? C14 Mn C11 64.29(12) . . ? C61 B C41 110.15(19) . . ? C61 B C51 105.47(19) . . ? C41 B C51 111.43(19) . . ? C61 B C31 112.9(2) . . ? C41 B C31 105.68(19) . . ? C51 B C31 111.37(19) . . ? data_nl050601 _database_code_depnum_ccdc_archive 'CCDC 261455' _audit_creation_date 2003-03-19T10:28:13-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C24 H19 Mn O2' _chemical_formula_sum 'C24 H19 Mn O2' _chemical_formula_weight 394.33 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.2496(12) _cell_length_b 9.6772(12) _cell_length_c 10.7107(14) _cell_angle_alpha 90.284(15) _cell_angle_beta 104.051(15) _cell_angle_gamma 91.083(15) _cell_volume 929.8(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 1.96 _cell_measurement_theta_max 24.20 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_colour black _exptl_crystal_description needle _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_max 0.40 _exptl_crystal_density_diffrn 1.408 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 408 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.725 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; [c.f. R.H. Blessing, Acta Cryst. (1995), A51, 33-38] ; _exptl_absorpt_correction_T_min 0.7265 _exptl_absorpt_correction_T_max 0.9635 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0346 _diffrn_reflns_av_sigmaI/netI 0.0269 _diffrn_reflns_number 7518 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 24.2 _diffrn_reflns_theta_full 24.2 _diffrn_measured_fraction_theta_full 0.923 _diffrn_measured_fraction_theta_max 0.923 _reflns_number_total 2763 _reflns_number_gt 2626 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'IPDS Software 2.93 Stoe, 2000)' _computing_cell_refinement 'IPDS Software 2.93 Stoe, 2000)' _computing_data_reduction 'Xred 1.08 (Stoe, 1996)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _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^)+(0.0611P)^2^+0.4392P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 2763 _refine_ls_number_parameters 246 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0363 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0991 _refine_ls_wR_factor_gt 0.094 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.286 _refine_diff_density_min -0.31 _refine_diff_density_rms 0.053 #----------------------------------------------------------------------------# # 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 0.0033 0.0016 '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' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 '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 -0.0198(2) 0.4887(3) 0.2470(2) 0.0338(5) Uani 1 1 d . . . C2 C 0.0253(2) 0.2702(2) 0.1271(2) 0.0336(5) Uani 1 1 d . . . C3 C 0.2404(2) 0.3544(2) 0.31863(19) 0.0289(5) Uani 1 1 d . . . C4 C 0.3364(2) 0.2853(2) 0.4218(2) 0.0319(5) Uani 1 1 d . . . C5 C 0.4181(2) 0.2232(2) 0.5069(2) 0.0331(5) Uani 1 1 d . . . C11 C -0.1770(3) 0.2424(3) 0.3261(2) 0.0398(6) Uani 1 1 d . . . H11 H -0.2702 0.2668 0.2769 0.048 Uiso 1 1 calc R . . C12 C -0.0953(3) 0.1264(2) 0.3046(2) 0.0365(5) Uani 1 1 d . . . C13 C 0.0410(3) 0.1286(2) 0.4014(2) 0.0370(5) Uani 1 1 d . . . H13 H 0.1168 0.065 0.41 0.044 Uiso 1 1 calc R . . C14 C 0.0409(3) 0.2446(3) 0.4821(2) 0.0394(6) Uani 1 1 d . . . H14 H 0.1162 0.2696 0.5538 0.047 Uiso 1 1 calc R . . C15 C -0.0920(3) 0.3155(3) 0.4359(2) 0.0419(6) Uani 1 1 d . . . H15 H -0.1196 0.396 0.4709 0.05 Uiso 1 1 calc R . . C16 C -0.1457(3) 0.0180(3) 0.2025(3) 0.0499(7) Uani 1 1 d . . . H16A H -0.1778 -0.0635 0.2398 0.075 Uiso 1 1 calc R . . H16B H -0.0646 -0.0042 0.165 0.075 Uiso 1 1 calc R . . H16C H -0.2271 0.052 0.137 0.075 Uiso 1 1 calc R . . C31 C 0.5174(2) 0.1531(2) 0.6083(2) 0.0310(5) Uani 1 1 d . . . C32 C 0.4702(3) 0.0366(3) 0.6649(2) 0.0419(6) Uani 1 1 d . . . H22 H 0.3731 0.0026 0.6354 0.05 Uiso 1 1 calc R . . C33 C 0.5673(4) -0.0283(3) 0.7644(3) 0.0533(7) Uani 1 1 d . . . H23 H 0.536 -0.1067 0.8012 0.064 Uiso 1 1 calc R . . C34 C 0.7110(4) 0.0228(3) 0.8096(2) 0.0572(8) Uani 1 1 d . . . H24 H 0.7753 -0.0198 0.8782 0.069 Uiso 1 1 calc R . . C35 C 0.7592(3) 0.1367(3) 0.7534(3) 0.0501(7) Uani 1 1 d . . . H25 H 0.8564 0.1703 0.7837 0.06 Uiso 1 1 calc R . . C36 C 0.6644(3) 0.2010(3) 0.6529(2) 0.0394(5) Uani 1 1 d . . . H26 H 0.6982 0.2768 0.6143 0.047 Uiso 1 1 calc R . . C21 C 0.3223(2) 0.4456(2) 0.2464(2) 0.0290(5) Uani 1 1 d . . . C22 C 0.4761(2) 0.4715(2) 0.2923(2) 0.0330(5) Uani 1 1 d . . . H32 H 0.5271 0.4292 0.3675 0.04 Uiso 1 1 calc R . . C23 C 0.5530(2) 0.5583(2) 0.2284(2) 0.0352(5) Uani 1 1 d . . . H33 H 0.6545 0.5738 0.2622 0.042 Uiso 1 1 calc R . . C24 C 0.4839(2) 0.6229(2) 0.1158(2) 0.0326(5) Uani 1 1 d . . . C25 C 0.3321(2) 0.5958(2) 0.0672(2) 0.0334(5) Uani 1 1 d . . . H35 H 0.2828 0.6362 -0.0096 0.04 Uiso 1 1 calc R . . C26 C 0.2534(2) 0.5099(2) 0.1312(2) 0.0320(5) Uani 1 1 d . . . H36 H 0.152 0.4945 0.0966 0.038 Uiso 1 1 calc R . . C27 C 0.5656(3) 0.7217(2) 0.0472(2) 0.0410(6) Uani 1 1 d . . . H37A H 0.5329 0.8141 0.056 0.061 Uiso 1 1 calc R . . H37B H 0.5449 0.6968 -0.0423 0.061 Uiso 1 1 calc R . . H37C H 0.6708 0.7172 0.0844 0.061 Uiso 1 1 calc R . . Mn1 Mn 0.03215(3) 0.31618(3) 0.29031(3) 0.02893(15) Uani 1 1 d . . . O1 O -0.0571(2) 0.60077(19) 0.22163(18) 0.0468(4) Uani 1 1 d . . . O2 O 0.0217(2) 0.23608(19) 0.02309(15) 0.0471(4) 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 C1 0.0244(10) 0.0435(15) 0.0352(12) 0.0019(10) 0.0104(9) 0.0004(10) C2 0.0271(11) 0.0357(12) 0.0363(13) 0.0068(10) 0.0043(9) 0.0012(10) C3 0.0298(11) 0.0301(11) 0.0260(10) 0.0011(9) 0.0050(8) 0.0015(9) C4 0.0293(11) 0.0352(12) 0.0316(11) 0.0019(10) 0.0086(9) -0.0017(10) C5 0.0317(11) 0.0359(12) 0.0306(11) 0.0023(10) 0.0053(9) 0.0024(10) C11 0.0317(12) 0.0443(13) 0.0469(14) 0.0010(11) 0.0172(10) -0.0075(10) C12 0.0350(12) 0.0360(12) 0.0415(13) 0.0034(10) 0.0158(10) -0.0053(10) C13 0.0372(12) 0.0353(12) 0.0406(12) 0.0096(10) 0.0136(10) -0.0011(10) C14 0.0447(13) 0.0451(13) 0.0301(11) 0.0061(10) 0.0129(10) -0.0073(11) C15 0.0439(13) 0.0454(13) 0.0443(13) 0.0000(11) 0.0266(11) -0.0049(11) C16 0.0438(14) 0.0454(15) 0.0608(16) -0.0087(13) 0.0145(12) -0.0115(12) C31 0.0323(11) 0.0332(11) 0.0270(10) 0.0013(9) 0.0054(9) 0.0076(9) C32 0.0437(13) 0.0441(14) 0.0385(12) 0.0061(11) 0.0114(11) 0.0000(11) C33 0.074(2) 0.0462(15) 0.0438(14) 0.0170(12) 0.0202(14) 0.0145(14) C34 0.0695(19) 0.0624(18) 0.0339(13) 0.0031(13) -0.0014(13) 0.0364(16) C35 0.0406(14) 0.0537(16) 0.0474(15) -0.0111(13) -0.0070(11) 0.0150(12) C36 0.0368(12) 0.0386(13) 0.0415(13) -0.0021(10) 0.0067(10) 0.0041(11) C21 0.0251(10) 0.0318(11) 0.0311(11) 0.0007(9) 0.0089(8) 0.0006(9) C22 0.0281(11) 0.0376(12) 0.0321(11) 0.0037(9) 0.0047(9) 0.0021(10) C23 0.0253(10) 0.0397(13) 0.0409(12) -0.0027(10) 0.0091(9) -0.0034(10) C24 0.0352(11) 0.0286(11) 0.0374(12) -0.0025(9) 0.0156(10) -0.0013(9) C25 0.0348(12) 0.0349(12) 0.0316(11) 0.0052(9) 0.0100(9) 0.0025(10) C26 0.0255(10) 0.0381(12) 0.0326(11) 0.0038(9) 0.0072(9) 0.0007(9) C27 0.0441(13) 0.0355(12) 0.0474(13) 0.0019(10) 0.0193(11) -0.0053(11) Mn1 0.0253(2) 0.0328(2) 0.0291(2) 0.00236(14) 0.00761(14) -0.00137(15) O1 0.0460(10) 0.0407(10) 0.0579(11) 0.0113(9) 0.0195(8) 0.0113(8) O2 0.0525(11) 0.0560(11) 0.0313(9) -0.0017(8) 0.0070(8) 0.0007(9) #----------------------------------------------------------------------------# # 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 O1 1.158(3) . ? C1 Mn1 1.778(3) . ? C2 O2 1.153(3) . ? C2 Mn1 1.787(2) . ? C3 C4 1.417(3) . ? C3 C21 1.489(3) . ? C3 Mn1 1.905(2) . ? C4 C5 1.205(3) . ? C5 C31 1.425(3) . ? C11 C12 1.413(3) . ? C11 C15 1.423(3) . ? C11 Mn1 2.170(2) . ? C11 H11 0.9300 . ? C12 C13 1.425(3) . ? C12 C16 1.496(3) . ? C12 Mn1 2.190(2) . ? C13 C14 1.414(3) . ? C13 Mn1 2.167(2) . ? C13 H13 0.9300 . ? C14 C15 1.402(4) . ? C14 Mn1 2.155(2) . ? C14 H14 0.9300 . ? C15 Mn1 2.149(2) . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C31 C32 1.395(3) . ? C31 C36 1.396(3) . ? C32 C33 1.379(4) . ? C32 H22 0.9300 . ? C33 C34 1.380(4) . ? C33 H23 0.9300 . ? C34 C35 1.376(4) . ? C34 H24 0.9300 . ? C35 C36 1.372(4) . ? C35 H25 0.9300 . ? C36 H26 0.9300 . ? C21 C26 1.398(3) . ? C21 C22 1.405(3) . ? C22 C23 1.378(3) . ? C22 H32 0.9300 . ? C23 C24 1.379(3) . ? C23 H33 0.9300 . ? C24 C25 1.393(3) . ? C24 C27 1.508(3) . ? C25 C26 1.385(3) . ? C25 H35 0.9300 . ? C26 H36 0.9300 . ? C27 H37A 0.9600 . ? C27 H37B 0.9600 . ? C27 H37C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 Mn1 177.58(19) . . ? O2 C2 Mn1 177.8(2) . . ? C4 C3 C21 112.92(18) . . ? C4 C3 Mn1 117.16(15) . . ? C21 C3 Mn1 129.91(16) . . ? C5 C4 C3 178.0(2) . . ? C4 C5 C31 178.3(2) . . ? C12 C11 C15 108.2(2) . . ? C12 C11 Mn1 71.85(13) . . ? C15 C11 Mn1 70.00(13) . . ? C12 C11 H11 125.9 . . ? C15 C11 H11 125.9 . . ? Mn1 C11 H11 123.9 . . ? C11 C12 C13 107.4(2) . . ? C11 C12 C16 126.3(2) . . ? C13 C12 C16 126.3(2) . . ? C11 C12 Mn1 70.31(13) . . ? C13 C12 Mn1 70.06(13) . . ? C16 C12 Mn1 126.84(17) . . ? C14 C13 C12 108.0(2) . . ? C14 C13 Mn1 70.44(13) . . ? C12 C13 Mn1 71.78(13) . . ? C14 C13 H13 126.0 . . ? C12 C13 H13 126.0 . . ? Mn1 C13 H13 123.4 . . ? C15 C14 C13 108.5(2) . . ? C15 C14 Mn1 70.79(13) . . ? C13 C14 Mn1 71.38(13) . . ? C15 C14 H14 125.8 . . ? C13 C14 H14 125.8 . . ? Mn1 C14 H14 123.7 . . ? C14 C15 C11 107.9(2) . . ? C14 C15 Mn1 71.21(13) . . ? C11 C15 Mn1 71.54(13) . . ? C14 C15 H15 126.0 . . ? C11 C15 H15 126.0 . . ? Mn1 C15 H15 122.9 . . ? C12 C16 H16A 109.5 . . ? C12 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C12 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C32 C31 C36 118.9(2) . . ? C32 C31 C5 121.0(2) . . ? C36 C31 C5 120.1(2) . . ? C33 C32 C31 120.1(2) . . ? C33 C32 H22 119.9 . . ? C31 C32 H22 119.9 . . ? C32 C33 C34 120.2(3) . . ? C32 C33 H23 119.9 . . ? C34 C33 H23 119.9 . . ? C35 C34 C33 120.2(3) . . ? C35 C34 H24 119.9 . . ? C33 C34 H24 119.9 . . ? C36 C35 C34 120.2(3) . . ? C36 C35 H25 119.9 . . ? C34 C35 H25 119.9 . . ? C35 C36 C31 120.4(2) . . ? C35 C36 H26 119.8 . . ? C31 C36 H26 119.8 . . ? C26 C21 C22 116.2(2) . . ? C26 C21 C3 123.15(19) . . ? C22 C21 C3 120.6(2) . . ? C23 C22 C21 121.4(2) . . ? C23 C22 H32 119.3 . . ? C21 C22 H32 119.3 . . ? C22 C23 C24 122.0(2) . . ? C22 C23 H33 119.0 . . ? C24 C23 H33 119.0 . . ? C23 C24 C25 117.4(2) . . ? C23 C24 C27 122.6(2) . . ? C25 C24 C27 120.1(2) . . ? C26 C25 C24 121.1(2) . . ? C26 C25 H35 119.4 . . ? C24 C25 H35 119.4 . . ? C25 C26 C21 121.8(2) . . ? C25 C26 H36 119.1 . . ? C21 C26 H36 119.1 . . ? C24 C27 H37A 109.5 . . ? C24 C27 H37B 109.5 . . ? H37A C27 H37B 109.5 . . ? C24 C27 H37C 109.5 . . ? H37A C27 H37C 109.5 . . ? H37B C27 H37C 109.5 . . ? C1 Mn1 C2 91.84(10) . . ? C1 Mn1 C3 94.32(9) . . ? C2 Mn1 C3 89.56(9) . . ? C1 Mn1 C15 91.59(10) . . ? C2 Mn1 C15 144.31(10) . . ? C3 Mn1 C15 125.55(9) . . ? C1 Mn1 C14 120.17(10) . . ? C2 Mn1 C14 146.83(10) . . ? C3 Mn1 C14 95.92(9) . . ? C15 Mn1 C14 38.01(10) . . ? C1 Mn1 C13 155.47(10) . . ? C2 Mn1 C13 108.65(10) . . ? C3 Mn1 C13 99.05(9) . . ? C15 Mn1 C13 63.91(10) . . ? C14 Mn1 C13 38.19(9) . . ? C1 Mn1 C11 98.38(10) . . ? C2 Mn1 C11 105.97(10) . . ? C3 Mn1 C11 159.49(10) . . ? C15 Mn1 C11 38.46(9) . . ? C14 Mn1 C11 63.76(10) . . ? C13 Mn1 C11 63.67(10) . . ? C1 Mn1 C12 133.28(9) . . ? C2 Mn1 C12 88.56(10) . . ? C3 Mn1 C12 132.40(9) . . ? C15 Mn1 C12 63.93(9) . . ? C14 Mn1 C12 63.80(9) . . ? C13 Mn1 C12 38.17(9) . . ? C11 Mn1 C12 37.83(9) . . ? data_nl100 _database_code_depnum_ccdc_archive 'CCDC 261456' _audit_creation_date 2003-04-25T10:23:20-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C36 H30 Mn O2 P' _chemical_formula_sum 'C36 H30 Mn O2 P' _chemical_formula_weight 580.51 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _symmetry_Int_Tables_number 14 _cell_length_a 9.625(2) _cell_length_b 20.583(9) _cell_length_c 14.798(3) _cell_angle_alpha 90 _cell_angle_beta 95.87(3) _cell_angle_gamma 90 _cell_volume 2916.3(16) _cell_formula_units_Z 4 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 26.04 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_colour yellow _exptl_crystal_description needle _exptl_crystal_size_min 0.20 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_max 0.45 _exptl_crystal_density_diffrn 1.322 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_correction_type multi-scan _exptl_absorpt_coefficient_mu 0.539 _exptl_absorpt_process_details ; [c.f. R.H. Blessing, Acta Cryst. (1995), A51, 33-38] ; _exptl_absorpt_correction_T_min 0.7932 _exptl_absorpt_correction_T_max 0.9001 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 160(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Stoe IPDS' _diffrn_measurement_method \f _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_unetI/netI 0.026 _diffrn_reflns_number 22133 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 26.04 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.921 _diffrn_measured_fraction_theta_max 0.921 _reflns_number_total 5301 _reflns_number_gt 4685 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'IPDS Software 2.93 Stoe, 2000)' _computing_cell_refinement 'IPDS Software 2.93 Stoe, 2000)' _computing_data_reduction 'Xred 1.08 (Stoe, 1996)' _computing_structure_solution 'SIR92 (Altomare et al., 1993)' _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^)+(0.0524P)^2^+0.6754P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5301 _refine_ls_number_parameters 363 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0355 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0833 _refine_ls_wR_factor_gt 0.0801 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_diff_density_max 0.233 _refine_diff_density_min -0.246 _refine_diff_density_rms 0.041 #----------------------------------------------------------------------------# # 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 0.0033 0.0016 '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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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_ _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 -0.40032(2) -0.112430(10) -0.836880(14) 0.02464(8) Uani 1 1 d . . . P1 P -0.08158(4) -0.153868(17) -0.71600(2) 0.02503(10) Uani 1 1 d . . . O1 O -0.25735(13) -0.00816(6) -0.92453(8) 0.0417(3) Uani 1 1 d . . . O2 O -0.22670(15) -0.20892(7) -0.92026(9) 0.0516(3) Uani 1 1 d . . . C1 C -0.30695(17) -0.04970(8) -0.88631(10) 0.0303(3) Uani 1 1 d . . . C2 C -0.29110(18) -0.17117(8) -0.88539(11) 0.0342(3) Uani 1 1 d . . . C3 C -0.27111(15) -0.13916(7) -0.71099(9) 0.0238(3) Uani 1 1 d . . . C4 C -0.32971(15) -0.07651(7) -0.71314(9) 0.0244(3) Uani 1 1 d . . . C5 C -0.34941(16) -0.02559(7) -0.66093(10) 0.0275(3) Uani 1 1 d . . . H5 H -0.3042 -0.0269 -0.6023 0.033 Uiso 1 1 calc R . . C11 C -0.57531(18) -0.16861(8) -0.90233(12) 0.0373(4) Uani 1 1 d . . . C12 C -0.59076(18) -0.16164(9) -0.80885(12) 0.0393(4) Uani 1 1 d . . . H12 H -0.5939 -0.1953 -0.7672 0.047 Uiso 1 1 calc R . . C13 C -0.60061(19) -0.09493(10) -0.78992(13) 0.0449(4) Uani 1 1 d . . . H13 H -0.6128 -0.0769 -0.7336 0.054 Uiso 1 1 calc R . . C14 C -0.58906(19) -0.06029(9) -0.86995(14) 0.0448(4) Uani 1 1 d . . . H14 H -0.5917 -0.0153 -0.8762 0.054 Uiso 1 1 calc R . . C15 C -0.57271(19) -0.10530(8) -0.93926(13) 0.0403(4) Uani 1 1 d . . . H15 H -0.5620 -0.0952 -0.9994 0.048 Uiso 1 1 calc R . . C16 C -0.5715(2) -0.23053(10) -0.95428(17) 0.0607(6) Uani 1 1 d . . . H16A H -0.6646 -0.2423 -0.9781 0.091 Uiso 1 1 calc R . . H16B H -0.5324 -0.2643 -0.9147 0.091 Uiso 1 1 calc R . . H16C H -0.5149 -0.2249 -1.0035 0.091 Uiso 1 1 calc R . . C21 C -0.33680(16) -0.19453(7) -0.66464(10) 0.0265(3) Uani 1 1 d . . . C22 C -0.30786(18) -0.25886(7) -0.68723(11) 0.0337(3) Uani 1 1 d . . . H22 H -0.2475 -0.2672 -0.7310 0.040 Uiso 1 1 calc R . . C23 C -0.3683(2) -0.31006(8) -0.64495(12) 0.0414(4) Uani 1 1 d . . . H23 H -0.3489 -0.3525 -0.6611 0.050 Uiso 1 1 calc R . . C24 C -0.4570(2) -0.29875(9) -0.57918(12) 0.0441(4) Uani 1 1 d . . . H24 H -0.4975 -0.3334 -0.5511 0.053 Uiso 1 1 calc R . . C25 C -0.4852(2) -0.23550(9) -0.55531(12) 0.0419(4) Uani 1 1 d . . . H25 H -0.5446 -0.2275 -0.5108 0.050 Uiso 1 1 calc R . . C26 C -0.42520(18) -0.18394(8) -0.59760(10) 0.0330(3) Uani 1 1 d . . . H26 H -0.4445 -0.1416 -0.5808 0.040 Uiso 1 1 calc R . . C31 C -0.43446(17) 0.03309(7) -0.68438(10) 0.0289(3) Uani 1 1 d . . . C32 C -0.53086(19) 0.05322(8) -0.62680(12) 0.0398(4) Uani 1 1 d . . . H32 H -0.5410 0.0296 -0.5743 0.048 Uiso 1 1 calc R . . C33 C -0.6124(2) 0.10791(9) -0.64601(15) 0.0480(5) Uani 1 1 d . . . H33 H -0.6761 0.1203 -0.6060 0.058 Uiso 1 1 calc R . . C34 C -0.6013(2) 0.14444(8) -0.72324(15) 0.0451(4) Uani 1 1 d . . . C35 C -0.5017(2) 0.12558(8) -0.77923(14) 0.0480(5) Uani 1 1 d . . . H35 H -0.4899 0.1500 -0.8307 0.058 Uiso 1 1 calc R . . C36 C -0.4193(2) 0.07106(8) -0.76028(12) 0.0405(4) Uani 1 1 d . . . H36 H -0.3528 0.0598 -0.7989 0.049 Uiso 1 1 calc R . . C37 C -0.6919(3) 0.20339(10) -0.7440(2) 0.0702(7) Uani 1 1 d . . . H37A H -0.7869 0.1931 -0.7351 0.105 Uiso 1 1 calc R . . H37B H -0.6870 0.2163 -0.8059 0.105 Uiso 1 1 calc R . . H37C H -0.6597 0.2383 -0.7042 0.105 Uiso 1 1 calc R . . C41 C -0.00871(16) -0.13308(7) -0.60015(10) 0.0276(3) Uani 1 1 d . . . C42 C -0.08590(18) -0.11243(7) -0.53117(10) 0.0316(3) Uani 1 1 d . . . H42 H -0.1824 -0.1086 -0.5424 0.038 Uiso 1 1 calc R . . C43 C -0.0205(2) -0.09746(8) -0.44543(11) 0.0396(4) Uani 1 1 d . . . H43 H -0.0735 -0.0831 -0.4002 0.048 Uiso 1 1 calc R . . C44 C 0.1217(2) -0.10377(9) -0.42707(12) 0.0436(4) Uani 1 1 d . . . H44 H 0.1649 -0.0940 -0.3696 0.052 Uiso 1 1 calc R . . C45 C 0.2001(2) -0.12466(9) -0.49458(14) 0.0465(4) Uani 1 1 d . . . H45 H 0.2964 -0.1287 -0.4825 0.056 Uiso 1 1 calc R . . C46 C 0.13592(19) -0.13965(9) -0.58020(12) 0.0389(4) Uani 1 1 d . . . H46 H 0.1896 -0.1542 -0.6249 0.047 Uiso 1 1 calc R . . C51 C -0.01811(15) -0.08426(7) -0.77667(10) 0.0270(3) Uani 1 1 d . . . C52 C 0.02889(17) -0.09668(8) -0.86106(10) 0.0299(3) Uani 1 1 d . . . H52 H 0.0238 -0.1386 -0.8846 0.036 Uiso 1 1 calc R . . C53 C 0.08313(17) -0.04710(9) -0.91023(10) 0.0350(4) Uani 1 1 d . . . H53 H 0.1126 -0.0556 -0.9670 0.042 Uiso 1 1 calc R . . C54 C 0.09334(18) 0.01495(9) -0.87488(11) 0.0380(4) Uani 1 1 d . . . H54 H 0.1297 0.0482 -0.9079 0.046 Uiso 1 1 calc R . . C55 C 0.04956(19) 0.02783(8) -0.79029(11) 0.0373(4) Uani 1 1 d . . . H55 H 0.0576 0.0696 -0.7663 0.045 Uiso 1 1 calc R . . C56 C -0.00635(17) -0.02164(8) -0.74140(10) 0.0319(3) Uani 1 1 d . . . H56 H -0.0361 -0.0128 -0.6848 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mn1 0.02023(15) 0.02802(13) 0.02581(13) -0.00072(8) 0.00311(8) -0.00004(8) P1 0.0225(2) 0.02640(19) 0.02670(19) 0.00044(13) 0.00516(14) 0.00115(13) O1 0.0348(7) 0.0481(7) 0.0438(6) 0.0205(5) 0.0112(5) 0.0018(5) O2 0.0403(8) 0.0602(8) 0.0553(8) -0.0263(6) 0.0092(6) 0.0064(6) C1 0.0239(9) 0.0402(8) 0.0268(7) 0.0025(6) 0.0029(6) 0.0054(6) C2 0.0292(9) 0.0408(9) 0.0323(8) -0.0070(6) 0.0022(6) -0.0022(7) C3 0.0235(8) 0.0248(7) 0.0235(6) 0.0005(5) 0.0042(5) -0.0008(5) C4 0.0182(8) 0.0280(7) 0.0276(7) 0.0030(5) 0.0060(5) -0.0015(5) C5 0.0267(9) 0.0283(7) 0.0276(7) -0.0007(5) 0.0035(5) 0.0004(6) C11 0.0252(9) 0.0400(9) 0.0444(9) -0.0062(7) -0.0078(7) -0.0018(6) C12 0.0231(9) 0.0497(10) 0.0443(9) 0.0037(7) -0.0005(7) -0.0123(7) C13 0.0197(10) 0.0614(11) 0.0542(11) -0.0204(9) 0.0062(7) -0.0066(7) C14 0.0217(10) 0.0376(9) 0.0734(13) -0.0029(8) -0.0035(8) 0.0031(6) C15 0.0279(10) 0.0467(10) 0.0443(9) 0.0068(7) -0.0067(7) -0.0001(7) C16 0.0484(13) 0.0486(11) 0.0807(15) -0.0261(10) -0.0153(11) -0.0013(9) C21 0.0233(8) 0.0281(7) 0.0283(7) 0.0034(5) 0.0031(5) -0.0014(5) C22 0.0349(10) 0.0290(7) 0.0377(8) 0.0007(6) 0.0065(6) -0.0012(6) C23 0.0472(12) 0.0273(8) 0.0498(10) 0.0045(7) 0.0052(8) -0.0041(7) C24 0.0481(12) 0.0373(9) 0.0475(10) 0.0140(7) 0.0086(8) -0.0106(7) C25 0.0396(11) 0.0472(10) 0.0414(9) 0.0093(7) 0.0154(7) -0.0052(7) C26 0.0330(10) 0.0326(8) 0.0348(8) 0.0034(6) 0.0102(6) -0.0009(6) C31 0.0268(9) 0.0254(7) 0.0344(7) -0.0044(6) 0.0027(6) -0.0011(6) C32 0.0367(11) 0.0403(9) 0.0436(9) 0.0011(7) 0.0109(7) 0.0063(7) C33 0.0344(12) 0.0436(10) 0.0682(12) -0.0042(8) 0.0155(9) 0.0096(7) C34 0.0322(10) 0.0285(8) 0.0737(13) 0.0015(8) 0.0009(8) 0.0037(7) C35 0.0558(13) 0.0314(8) 0.0573(11) 0.0123(8) 0.0075(9) 0.0039(8) C36 0.0476(11) 0.0302(8) 0.0458(9) 0.0036(7) 0.0149(8) 0.0053(7) C37 0.0489(15) 0.0413(11) 0.121(2) 0.0136(12) 0.0089(13) 0.0150(9) C41 0.0282(9) 0.0248(7) 0.0296(7) 0.0041(5) 0.0016(6) -0.0009(6) C42 0.0296(9) 0.0349(8) 0.0300(7) 0.0022(6) 0.0020(6) 0.0001(6) C43 0.0440(11) 0.0427(9) 0.0316(8) -0.0018(7) 0.0016(7) -0.0022(7) C44 0.0465(12) 0.0437(9) 0.0375(9) -0.0027(7) -0.0109(8) -0.0059(8) C45 0.0284(11) 0.0537(11) 0.0543(11) -0.0044(8) -0.0104(8) -0.0008(8) C46 0.0283(10) 0.0441(9) 0.0440(9) -0.0026(7) 0.0021(7) 0.0015(7) C51 0.0195(8) 0.0340(8) 0.0279(7) 0.0039(6) 0.0041(5) 0.0000(6) C52 0.0209(8) 0.0408(8) 0.0284(7) 0.0008(6) 0.0040(6) 0.0022(6) C53 0.0218(9) 0.0555(10) 0.0282(7) 0.0072(7) 0.0057(6) 0.0006(7) C54 0.0263(9) 0.0489(10) 0.0387(9) 0.0173(7) 0.0038(6) -0.0042(7) C55 0.0369(10) 0.0348(8) 0.0400(9) 0.0060(6) 0.0022(7) -0.0046(7) C56 0.0314(9) 0.0352(8) 0.0296(7) 0.0016(6) 0.0054(6) -0.0021(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 Mn1 C1 1.7733(18) . ? Mn1 C2 1.7992(19) . ? Mn1 C4 2.0265(16) . ? Mn1 C14 2.123(2) . ? Mn1 C15 2.1343(18) . ? Mn1 C13 2.146(2) . ? Mn1 C12 2.1710(19) . ? Mn1 C11 2.1859(19) . ? Mn1 C3 2.2013(16) . ? P1 C51 1.8287(17) . ? P1 C41 1.8353(16) . ? P1 C3 1.8582(16) . ? O1 C1 1.155(2) . ? O2 C2 1.149(2) . ? C3 C4 1.407(2) . ? C3 C21 1.503(2) . ? C4 C5 1.327(2) . ? C5 C31 1.480(2) . ? C5 H5 0.9300 . ? C11 C12 1.414(3) . ? C11 C15 1.414(3) . ? C11 C16 1.491(3) . ? C12 C13 1.407(3) . ? C12 H12 0.9300 . ? C13 C14 1.396(3) . ? C13 H13 0.9300 . ? C14 C15 1.403(3) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C21 C26 1.389(2) . ? C21 C22 1.400(2) . ? C22 C23 1.384(2) . ? C22 H22 0.9300 . ? C23 C24 1.378(3) . ? C23 H23 0.9300 . ? C24 C25 1.383(3) . ? C24 H24 0.9300 . ? C25 C26 1.388(2) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C31 C32 1.386(2) . ? C31 C36 1.388(2) . ? C32 C33 1.385(3) . ? C32 H32 0.9300 . ? C33 C34 1.381(3) . ? C33 H33 0.9300 . ? C34 C35 1.385(3) . ? C34 C37 1.508(3) . ? C35 C36 1.386(3) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C41 C42 1.389(2) . ? C41 C46 1.400(2) . ? C42 C43 1.392(2) . ? C42 H42 0.9300 . ? C43 C44 1.374(3) . ? C43 H43 0.9300 . ? C44 C45 1.381(3) . ? C44 H44 0.9300 . ? C45 C46 1.386(3) . ? C45 H45 0.9300 . ? C46 H46 0.9300 . ? C51 C56 1.391(2) . ? C51 C52 1.395(2) . ? C52 C53 1.386(2) . ? C52 H52 0.9300 . ? C53 C54 1.380(3) . ? C53 H53 0.9300 . ? C54 C55 1.387(3) . ? C54 H54 0.9300 . ? C55 C56 1.389(2) . ? C55 H55 0.9300 . ? C56 H56 0.9300 . ? 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 C1 Mn1 C2 89.04(8) . . ? C1 Mn1 C4 88.27(7) . . ? C2 Mn1 C4 116.75(7) . . ? C1 Mn1 C14 89.70(8) . . ? C2 Mn1 C14 140.24(8) . . ? C4 Mn1 C14 102.93(7) . . ? C1 Mn1 C15 92.70(8) . . ? C2 Mn1 C15 101.92(8) . . ? C4 Mn1 C15 141.33(7) . . ? C14 Mn1 C15 38.47(8) . . ? C1 Mn1 C13 121.43(8) . . ? C2 Mn1 C13 145.40(8) . . ? C4 Mn1 C13 82.85(7) . . ? C14 Mn1 C13 38.18(8) . . ? C15 Mn1 C13 63.86(8) . . ? C1 Mn1 C12 153.13(7) . . ? C2 Mn1 C12 107.57(8) . . ? C4 Mn1 C12 102.08(7) . . ? C14 Mn1 C12 63.95(8) . . ? C15 Mn1 C12 63.74(7) . . ? C13 Mn1 C12 38.03(7) . . ? C1 Mn1 C11 127.05(7) . . ? C2 Mn1 C11 85.58(8) . . ? C4 Mn1 C11 139.94(7) . . ? C14 Mn1 C11 64.09(7) . . ? C15 Mn1 C11 38.20(7) . . ? C13 Mn1 C11 63.59(7) . . ? C12 Mn1 C11 37.86(7) . . ? C1 Mn1 C3 105.36(7) . . ? C2 Mn1 C3 82.36(7) . . ? C4 Mn1 C3 38.59(6) . . ? C14 Mn1 C3 135.83(7) . . ? C15 Mn1 C3 161.57(7) . . ? C13 Mn1 C3 102.50(7) . . ? C12 Mn1 C3 97.85(7) . . ? C11 Mn1 C3 125.85(7) . . ? C51 P1 C41 99.26(8) . . ? C51 P1 C3 105.70(8) . . ? C41 P1 C3 101.98(7) . . ? O1 C1 Mn1 173.37(14) . . ? O2 C2 Mn1 176.34(15) . . ? C4 C3 C21 121.29(14) . . ? C4 C3 P1 122.78(12) . . ? C21 C3 P1 110.81(11) . . ? C4 C3 Mn1 63.97(9) . . ? C21 C3 Mn1 110.38(10) . . ? P1 C3 Mn1 118.61(7) . . ? C5 C4 C3 142.34(14) . . ? C5 C4 Mn1 139.42(12) . . ? C3 C4 Mn1 77.44(9) . . ? C4 C5 C31 128.06(14) . . ? C4 C5 H5 116.0 . . ? C31 C5 H5 116.0 . . ? C12 C11 C15 107.01(16) . . ? C12 C11 C16 127.01(18) . . ? C15 C11 C16 125.88(18) . . ? C12 C11 Mn1 70.50(9) . . ? C15 C11 Mn1 68.93(10) . . ? C16 C11 Mn1 128.47(14) . . ? C13 C12 C11 108.05(16) . . ? C13 C12 Mn1 70.00(11) . . ? C11 C12 Mn1 71.64(11) . . ? C13 C12 H12 126.0 . . ? C11 C12 H12 126.0 . . ? Mn1 C12 H12 124.0 . . ? C14 C13 C12 108.46(17) . . ? C14 C13 Mn1 70.05(11) . . ? C12 C13 Mn1 71.97(11) . . ? C14 C13 H13 125.8 . . ? C12 C13 H13 125.8 . . ? Mn1 C13 H13 123.8 . . ? C13 C14 C15 107.91(16) . . ? C13 C14 Mn1 71.76(11) . . ? C15 C14 Mn1 71.18(11) . . ? C13 C14 H14 126.0 . . ? C15 C14 H14 126.0 . . ? Mn1 C14 H14 122.7 . . ? C14 C15 C11 108.55(17) . . ? C14 C15 Mn1 70.35(11) . . ? C11 C15 Mn1 72.88(10) . . ? C14 C15 H15 125.7 . . ? C11 C15 H15 125.7 . . ? Mn1 C15 H15 122.7 . . ? C11 C16 H16A 109.5 . . ? C11 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C11 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C26 C21 C22 118.05(14) . . ? C26 C21 C3 121.61(14) . . ? C22 C21 C3 120.33(14) . . ? C23 C22 C21 120.60(16) . . ? C23 C22 H22 119.7 . . ? C21 C22 H22 119.7 . . ? C24 C23 C22 120.67(16) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 119.43(16) . . ? C23 C24 H24 120.3 . . ? C25 C24 H24 120.3 . . ? C24 C25 C26 120.18(17) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 121.06(16) . . ? C25 C26 H26 119.5 . . ? C21 C26 H26 119.5 . . ? C32 C31 C36 117.50(15) . . ? C32 C31 C5 119.27(15) . . ? C36 C31 C5 123.18(15) . . ? C33 C32 C31 121.19(18) . . ? C33 C32 H32 119.4 . . ? C31 C32 H32 119.4 . . ? C34 C33 C32 121.45(19) . . ? C34 C33 H33 119.3 . . ? C32 C33 H33 119.3 . . ? C33 C34 C35 117.35(16) . . ? C33 C34 C37 120.9(2) . . ? C35 C34 C37 121.7(2) . . ? C34 C35 C36 121.51(18) . . ? C34 C35 H35 119.2 . . ? C36 C35 H35 119.2 . . ? C35 C36 C31 120.92(18) . . ? C35 C36 H36 119.5 . . ? C31 C36 H36 119.5 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C42 C41 C46 118.02(15) . . ? C42 C41 P1 125.15(12) . . ? C46 C41 P1 116.82(12) . . ? C41 C42 C43 120.76(16) . . ? C41 C42 H42 119.6 . . ? C43 C42 H42 119.6 . . ? C44 C43 C42 120.51(17) . . ? C44 C43 H43 119.7 . . ? C42 C43 H43 119.7 . . ? C43 C44 C45 119.56(16) . . ? C43 C44 H44 120.2 . . ? C45 C44 H44 120.2 . . ? C44 C45 C46 120.36(18) . . ? C44 C45 H45 119.8 . . ? C46 C45 H45 119.8 . . ? C45 C46 C41 120.77(17) . . ? C45 C46 H46 119.6 . . ? C41 C46 H46 119.6 . . ? C56 C51 C52 118.97(14) . . ? C56 C51 P1 124.08(12) . . ? C52 C51 P1 116.82(12) . . ? C53 C52 C51 120.61(15) . . ? C53 C52 H52 119.7 . . ? C51 C52 H52 119.7 . . ? C54 C53 C52 119.90(15) . . ? C54 C53 H53 120.0 . . ? C52 C53 H53 120.0 . . ? C53 C54 C55 120.18(15) . . ? C53 C54 H54 119.9 . . ? C55 C54 H54 119.9 . . ? C54 C55 C56 119.98(16) . . ? C54 C55 H55 120.0 . . ? C56 C55 H55 120.0 . . ? C55 C56 C51 120.32(15) . . ? C55 C56 H56 119.8 . . ? C51 C56 H56 119.8 . . ?