# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global data_tj11_0m #TrackingRef 'Fe-CO.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C33 H38 Fe N2 O3' _chemical_formula_weight 566.50 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 16.3433(8) _cell_length_b 11.3928(6) _cell_length_c 16.7688(8) _cell_angle_alpha 90.00 _cell_angle_beta 106.838(2) _cell_angle_gamma 90.00 _cell_volume 2988.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 60497 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 30.64 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.259 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.539 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 60497 _diffrn_reflns_av_R_equivalents 0.1047 _diffrn_reflns_av_sigmaI/netI 0.0931 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 30.64 _reflns_number_total 9186 _reflns_number_gt 5508 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0546P)^2^+1.2138P] 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 9186 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1224 _refine_ls_R_factor_gt 0.0570 _refine_ls_wR_factor_ref 0.1328 _refine_ls_wR_factor_gt 0.1111 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.163487(19) 0.09166(3) 0.02386(2) 0.01752(9) Uani 1 1 d . . . O1 O 0.05574(12) 0.02791(17) -0.14275(11) 0.0364(5) Uani 1 1 d . . . O2 O 0.02707(12) 0.20560(17) 0.07818(12) 0.0368(5) Uani 1 1 d . . . O3 O 0.13384(13) -0.12101(17) 0.11206(14) 0.0433(5) Uani 1 1 d . . . N1 N 0.21324(11) 0.23977(16) 0.01129(11) 0.0162(4) Uani 1 1 d . . . N2 N 0.27447(11) 0.03834(16) 0.02353(11) 0.0179(4) Uani 1 1 d . . . C1 C 0.3568(2) -0.0391(3) 0.27840(19) 0.0522(9) Uani 1 1 d . . . H1A H 0.3672 0.0273 0.3172 0.078 Uiso 1 1 calc R . . H1B H 0.3978 -0.1018 0.3015 0.078 Uiso 1 1 calc R . . H1C H 0.2985 -0.0684 0.2700 0.078 Uiso 1 1 calc R . . C2 C 0.36743(16) 0.0010(2) 0.19492(16) 0.0302(6) Uani 1 1 d . . . H2A H 0.3240 0.0635 0.1722 0.036 Uiso 1 1 calc R . . C3 C 0.4554(2) 0.0558(3) 0.2098(2) 0.0505(8) Uani 1 1 d . . . H3A H 0.4627 0.0818 0.1566 0.076 Uiso 1 1 calc R . . H3B H 0.4994 -0.0024 0.2352 0.076 Uiso 1 1 calc R . . H3C H 0.4609 0.1232 0.2472 0.076 Uiso 1 1 calc R . . C4 C 0.32491(18) -0.1534(3) -0.15266(17) 0.0376(7) Uani 1 1 d . . . H4A H 0.3726 -0.1002 -0.1277 0.056 Uiso 1 1 calc R . . H4B H 0.2992 -0.1322 -0.2112 0.056 Uiso 1 1 calc R . . H4C H 0.3460 -0.2343 -0.1491 0.056 Uiso 1 1 calc R . . C5 C 0.25763(15) -0.1430(2) -0.10559(15) 0.0252(5) Uani 1 1 d . . . H5A H 0.2356 -0.0606 -0.1119 0.030 Uiso 1 1 calc R . . C6 C 0.18243(18) -0.2250(3) -0.14326(18) 0.0388(7) Uani 1 1 d . . . H6A H 0.1401 -0.2173 -0.1124 0.058 Uiso 1 1 calc R . . H6B H 0.2029 -0.3063 -0.1397 0.058 Uiso 1 1 calc R . . H6C H 0.1561 -0.2041 -0.2018 0.058 Uiso 1 1 calc R . . C7 C 0.30924(13) -0.0774(2) 0.04639(14) 0.0189(5) Uani 1 1 d . . . C8 C 0.29793(14) -0.1663(2) -0.01330(14) 0.0208(5) Uani 1 1 d . . . C9 C 0.32766(16) -0.2787(2) 0.01378(16) 0.0265(5) Uani 1 1 d . . . H9A H 0.3197 -0.3409 -0.0255 0.032 Uiso 1 1 calc R . . C10 C 0.36844(16) -0.3007(2) 0.09672(17) 0.0291(6) Uani 1 1 d . . . H10A H 0.3876 -0.3778 0.1142 0.035 Uiso 1 1 calc R . . C11 C 0.38148(16) -0.2108(2) 0.15438(16) 0.0281(6) Uani 1 1 d . . . H11A H 0.4109 -0.2267 0.2111 0.034 Uiso 1 1 calc R . . C12 C 0.35228(14) -0.0974(2) 0.13105(14) 0.0216(5) Uani 1 1 d . . . C13 C 0.2072(2) 0.3661(3) 0.24664(16) 0.0425(7) Uani 1 1 d . . . H13A H 0.1471 0.3422 0.2307 0.064 Uiso 1 1 calc R . . H13B H 0.2117 0.4495 0.2616 0.064 Uiso 1 1 calc R . . H13C H 0.2395 0.3195 0.2945 0.064 Uiso 1 1 calc R . . C14 C 0.24385(17) 0.3459(2) 0.17337(14) 0.0288(6) Uani 1 1 d . . . H14A H 0.2414 0.2597 0.1617 0.035 Uiso 1 1 calc R . . C15 C 0.33781(18) 0.3829(3) 0.19760(17) 0.0406(7) Uani 1 1 d . . . H15A H 0.3608 0.3697 0.1505 0.061 Uiso 1 1 calc R . . H15B H 0.3703 0.3363 0.2454 0.061 Uiso 1 1 calc R . . H15C H 0.3425 0.4663 0.2124 0.061 Uiso 1 1 calc R . . C16 C 0.01494(16) 0.3256(3) -0.17968(17) 0.0352(6) Uani 1 1 d . . . H16A H -0.0048 0.2771 -0.1407 0.053 Uiso 1 1 calc R . . H16B H 0.0059 0.2834 -0.2324 0.053 Uiso 1 1 calc R . . H16C H -0.0173 0.3994 -0.1897 0.053 Uiso 1 1 calc R . . C17 C 0.10991(15) 0.3521(2) -0.14268(14) 0.0219(5) Uani 1 1 d . . . H17A H 0.1416 0.2759 -0.1353 0.026 Uiso 1 1 calc R . . C18 C 0.14210(19) 0.4279(3) -0.20263(16) 0.0362(7) Uani 1 1 d . . . H18A H 0.2031 0.4442 -0.1781 0.054 Uiso 1 1 calc R . . H18B H 0.1103 0.5020 -0.2127 0.054 Uiso 1 1 calc R . . H18C H 0.1335 0.3861 -0.2555 0.054 Uiso 1 1 calc R . . C19 C 0.17712(13) 0.3547(2) 0.01523(14) 0.0174(5) Uani 1 1 d . . . C20 C 0.19242(14) 0.4075(2) 0.09435(14) 0.0214(5) Uani 1 1 d . . . C21 C 0.15961(17) 0.5190(2) 0.09717(16) 0.0287(6) Uani 1 1 d . . . H21A H 0.1702 0.5573 0.1495 0.034 Uiso 1 1 calc R . . C22 C 0.11207(17) 0.5760(2) 0.02642(17) 0.0312(6) Uani 1 1 d . . . H22A H 0.0908 0.6527 0.0302 0.037 Uiso 1 1 calc R . . C23 C 0.09554(16) 0.5209(2) -0.05012(16) 0.0271(5) Uani 1 1 d . . . H23A H 0.0614 0.5597 -0.0985 0.033 Uiso 1 1 calc R . . C24 C 0.12798(14) 0.4099(2) -0.05762(13) 0.0191(4) Uani 1 1 d . . . C25 C 0.28946(14) 0.2350(2) -0.00526(13) 0.0174(5) Uani 1 1 d . . . C26 C 0.33675(15) 0.3297(2) -0.02397(15) 0.0235(5) Uani 1 1 d . . . H26A H 0.3147 0.4073 -0.0277 0.028 Uiso 1 1 calc R . . C27 C 0.41433(16) 0.3087(2) -0.03671(17) 0.0309(6) Uani 1 1 d . . . H27A H 0.4460 0.3724 -0.0493 0.037 Uiso 1 1 calc R . . C28 C 0.44825(16) 0.1936(2) -0.03138(17) 0.0318(6) Uani 1 1 d . . . H28A H 0.5019 0.1810 -0.0413 0.038 Uiso 1 1 calc R . . C29 C 0.40468(14) 0.1003(2) -0.01216(15) 0.0254(5) Uani 1 1 d . . . H29A H 0.4281 0.0235 -0.0081 0.030 Uiso 1 1 calc R . . C30 C 0.32442(13) 0.1196(2) 0.00164(13) 0.0177(5) Uani 1 1 d . . . C31 C 0.09623(15) 0.0509(2) -0.07759(17) 0.0269(6) Uani 1 1 d . . . C32 C 0.08015(15) 0.1625(2) 0.05665(15) 0.0228(5) Uani 1 1 d . . . C33 C 0.14595(15) -0.0391(2) 0.07805(16) 0.0272(5) 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 Fe1 0.01474(15) 0.01463(17) 0.02363(17) 0.00166(14) 0.00624(12) -0.00051(14) O1 0.0362(10) 0.0404(12) 0.0253(10) -0.0092(9) -0.0027(8) 0.0013(9) O2 0.0312(10) 0.0335(12) 0.0527(13) 0.0057(9) 0.0235(9) 0.0070(8) O3 0.0451(12) 0.0284(11) 0.0652(14) 0.0165(10) 0.0300(11) -0.0004(9) N1 0.0166(9) 0.0142(10) 0.0177(9) 0.0014(7) 0.0051(7) -0.0004(7) N2 0.0157(9) 0.0135(10) 0.0245(10) 0.0027(8) 0.0055(7) 0.0007(7) C1 0.064(2) 0.054(2) 0.0438(19) -0.0151(16) 0.0243(17) -0.0095(17) C2 0.0244(13) 0.0292(15) 0.0310(14) -0.0013(11) -0.0015(11) 0.0045(11) C3 0.0442(18) 0.057(2) 0.0448(19) -0.0051(16) 0.0048(14) -0.0179(16) C4 0.0429(16) 0.0382(17) 0.0344(15) 0.0034(13) 0.0156(13) 0.0068(13) C5 0.0283(13) 0.0210(13) 0.0261(13) 0.0019(10) 0.0074(10) 0.0038(10) C6 0.0350(15) 0.0361(17) 0.0407(16) -0.0031(13) 0.0034(13) -0.0035(13) C7 0.0148(10) 0.0145(12) 0.0287(12) 0.0059(9) 0.0083(9) 0.0025(8) C8 0.0197(11) 0.0176(12) 0.0272(12) 0.0042(10) 0.0100(9) -0.0003(9) C9 0.0292(13) 0.0157(13) 0.0363(14) 0.0007(10) 0.0119(11) 0.0006(10) C10 0.0311(13) 0.0167(13) 0.0423(15) 0.0130(11) 0.0151(12) 0.0051(10) C11 0.0262(13) 0.0309(15) 0.0273(13) 0.0113(11) 0.0079(10) 0.0071(11) C12 0.0168(10) 0.0208(12) 0.0273(12) 0.0038(10) 0.0066(9) 0.0030(10) C13 0.060(2) 0.0454(18) 0.0234(14) 0.0011(13) 0.0148(13) -0.0168(15) C14 0.0439(15) 0.0232(14) 0.0172(12) -0.0020(10) 0.0055(11) -0.0056(12) C15 0.0377(16) 0.052(2) 0.0268(14) 0.0039(13) 0.0005(12) 0.0008(13) C16 0.0292(14) 0.0394(17) 0.0323(15) -0.0060(12) 0.0015(11) -0.0012(12) C17 0.0248(12) 0.0208(13) 0.0181(11) 0.0029(9) 0.0033(9) 0.0024(10) C18 0.0482(17) 0.0378(17) 0.0231(13) 0.0033(12) 0.0112(12) -0.0039(13) C19 0.0190(11) 0.0115(11) 0.0226(11) -0.0006(9) 0.0073(9) -0.0012(8) C20 0.0255(11) 0.0183(12) 0.0215(11) 0.0001(10) 0.0084(9) -0.0038(10) C21 0.0378(15) 0.0222(14) 0.0286(13) -0.0074(11) 0.0135(11) -0.0009(11) C22 0.0350(14) 0.0186(14) 0.0412(15) -0.0037(12) 0.0129(12) 0.0064(11) C23 0.0287(13) 0.0196(13) 0.0310(13) 0.0061(11) 0.0056(11) 0.0069(10) C24 0.0201(10) 0.0176(12) 0.0200(11) 0.0018(10) 0.0065(8) -0.0004(10) C25 0.0171(10) 0.0171(12) 0.0173(11) 0.0022(9) 0.0036(8) -0.0006(9) C26 0.0234(11) 0.0183(12) 0.0293(12) 0.0072(11) 0.0083(9) -0.0017(10) C27 0.0235(13) 0.0281(15) 0.0435(16) 0.0116(12) 0.0135(11) -0.0047(11) C28 0.0192(12) 0.0344(16) 0.0455(16) 0.0108(13) 0.0155(11) 0.0020(11) C29 0.0188(11) 0.0235(13) 0.0356(13) 0.0073(11) 0.0109(10) 0.0047(10) C30 0.0153(10) 0.0191(12) 0.0183(11) 0.0036(9) 0.0043(8) 0.0001(8) C31 0.0231(12) 0.0247(14) 0.0352(15) 0.0019(11) 0.0120(11) -0.0006(10) C32 0.0210(12) 0.0191(13) 0.0289(13) 0.0043(10) 0.0082(10) -0.0006(10) C33 0.0229(12) 0.0246(14) 0.0353(14) 0.0026(11) 0.0105(11) -0.0004(10) _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 Fe1 C31 1.798(3) . ? Fe1 C32 1.801(2) . ? Fe1 C33 1.811(3) . ? Fe1 N1 1.9111(18) . ? Fe1 N2 1.9144(18) . ? O1 C31 1.132(3) . ? O2 C32 1.142(3) . ? O3 C33 1.140(3) . ? N1 C25 1.353(3) . ? N1 C19 1.445(3) . ? N2 C30 1.354(3) . ? N2 C7 1.443(3) . ? C1 C2 1.529(4) . ? C2 C3 1.520(4) . ? C2 C12 1.521(3) . ? C4 C5 1.533(3) . ? C5 C8 1.519(3) . ? C5 C6 1.527(4) . ? C7 C8 1.398(3) . ? C7 C12 1.408(3) . ? C8 C9 1.398(3) . ? C9 C10 1.380(3) . ? C10 C11 1.382(4) . ? C11 C12 1.394(3) . ? C13 C14 1.532(4) . ? C14 C20 1.520(3) . ? C14 C15 1.529(4) . ? C16 C17 1.525(3) . ? C17 C24 1.520(3) . ? C17 C18 1.529(3) . ? C19 C24 1.402(3) . ? C19 C20 1.411(3) . ? C20 C21 1.385(3) . ? C21 C22 1.378(4) . ? C22 C23 1.383(4) . ? C23 C24 1.391(3) . ? C25 C26 1.414(3) . ? C25 C30 1.425(3) . ? C26 C27 1.366(3) . ? C27 C28 1.417(4) . ? C28 C29 1.369(3) . ? C29 C30 1.414(3) . ? 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 C31 Fe1 C32 95.48(11) . . ? C31 Fe1 C33 96.90(11) . . ? C32 Fe1 C33 88.41(11) . . ? C31 Fe1 N1 106.64(10) . . ? C32 Fe1 N1 91.22(9) . . ? C33 Fe1 N1 156.37(10) . . ? C31 Fe1 N2 103.62(10) . . ? C32 Fe1 N2 160.76(9) . . ? C33 Fe1 N2 91.61(9) . . ? N1 Fe1 N2 81.15(8) . . ? C30 N2 C7 118.37(18) . . ? C30 N2 Fe1 115.47(15) . . ? C7 N2 Fe1 126.14(14) . . ? C25 N1 C19 117.26(18) . . ? C25 N1 Fe1 115.69(15) . . ? C19 N1 Fe1 127.03(14) . . ? C3 C2 C12 111.8(2) . . ? C3 C2 C1 109.0(2) . . ? C12 C2 C1 112.7(2) . . ? C8 C5 C6 112.0(2) . . ? C8 C5 C4 110.3(2) . . ? C6 C5 C4 110.6(2) . . ? C8 C7 C12 121.9(2) . . ? C8 C7 N2 120.8(2) . . ? C12 C7 N2 117.3(2) . . ? C9 C8 C7 118.0(2) . . ? C9 C8 C5 119.9(2) . . ? C7 C8 C5 122.1(2) . . ? C10 C9 C8 120.9(2) . . ? C9 C10 C11 120.2(2) . . ? C10 C11 C12 121.3(2) . . ? C11 C12 C7 117.6(2) . . ? C11 C12 C2 120.9(2) . . ? C7 C12 C2 121.5(2) . . ? C20 C14 C15 111.3(2) . . ? C20 C14 C13 112.6(2) . . ? C15 C14 C13 109.9(2) . . ? C24 C17 C16 111.4(2) . . ? C24 C17 C18 111.2(2) . . ? C16 C17 C18 110.3(2) . . ? C24 C19 C20 121.9(2) . . ? C24 C19 N1 120.34(19) . . ? C20 C19 N1 117.74(19) . . ? C21 C20 C19 117.3(2) . . ? C21 C20 C14 121.0(2) . . ? C19 C20 C14 121.7(2) . . ? C22 C21 C20 122.0(2) . . ? C21 C22 C23 119.7(2) . . ? C22 C23 C24 121.3(2) . . ? C23 C24 C19 117.8(2) . . ? C23 C24 C17 120.2(2) . . ? C19 C24 C17 122.0(2) . . ? N1 C25 C26 127.6(2) . . ? N1 C25 C30 113.05(19) . . ? C26 C25 C30 119.3(2) . . ? C27 C26 C25 119.6(2) . . ? C26 C27 C28 121.0(2) . . ? C29 C28 C27 120.9(2) . . ? C28 C29 C30 119.3(2) . . ? N2 C30 C29 126.8(2) . . ? N2 C30 C25 113.21(19) . . ? C29 C30 C25 120.0(2) . . ? O1 C31 Fe1 177.4(2) . . ? O2 C32 Fe1 178.7(2) . . ? O3 C33 Fe1 179.1(2) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 30.64 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.862 _refine_diff_density_min -0.591 _refine_diff_density_rms 0.082 _database_code_depnum_ccdc_archive 'CCDC 935013' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment 'Fe-tol.cif' data_tj7_0m #TrackingRef 'Fe-tol.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C37 H46 Fe N2' _chemical_formula_weight 574.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n 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 10.5211(6) _cell_length_b 17.3327(11) _cell_length_c 17.7438(17) _cell_angle_alpha 90.00 _cell_angle_beta 91.243(4) _cell_angle_gamma 90.00 _cell_volume 3235.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 28548 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 27.50 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.180 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.493 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6839 _exptl_absorpt_correction_T_max 0.7467 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 28548 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7423 _reflns_number_gt 5934 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0411P)^2^+1.3421P] 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 7423 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0927 _refine_ls_wR_factor_gt 0.0855 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe1 Fe 0.19489(2) 0.856222(12) 0.229199(12) 0.01854(7) Uani 1 1 d . . . N1 N 0.03093(12) 0.88680(7) 0.19741(7) 0.0179(3) Uani 1 1 d . . . N2 N 0.21768(11) 0.96312(7) 0.24213(7) 0.0180(3) Uani 1 1 d . . . C1 C 0.0162(2) 0.76471(13) -0.01035(12) 0.0473(5) Uani 1 1 d . . . H1A H 0.0543 0.7215 0.0177 0.071 Uiso 1 1 calc R . . H1B H 0.0754 0.7825 -0.0486 0.071 Uiso 1 1 calc R . . H1C H -0.0632 0.7478 -0.0350 0.071 Uiso 1 1 calc R . . C2 C -0.01163(18) 0.83111(11) 0.04422(10) 0.0318(4) Uani 1 1 d . . . H2A H 0.0713 0.8491 0.0664 0.038 Uiso 1 1 calc R . . C3 C -0.0711(2) 0.89867(13) 0.00015(12) 0.0517(6) Uani 1 1 d . . . H3A H -0.0888 0.9411 0.0349 0.078 Uiso 1 1 calc R . . H3B H -0.1506 0.8817 -0.0245 0.078 Uiso 1 1 calc R . . H3C H -0.0120 0.9163 -0.0381 0.078 Uiso 1 1 calc R . . C4 C -0.2449(3) 0.90585(14) 0.33941(13) 0.0574(6) Uani 1 1 d . . . H4A H -0.2509 0.9463 0.3009 0.086 Uiso 1 1 calc R . . H4B H -0.2264 0.9293 0.3887 0.086 Uiso 1 1 calc R . . H4C H -0.3257 0.8778 0.3411 0.086 Uiso 1 1 calc R . . C5 C -0.13842(19) 0.84991(11) 0.31989(10) 0.0345(4) Uani 1 1 d . . . H5A H -0.0567 0.8794 0.3214 0.041 Uiso 1 1 calc R . . C6 C -0.1288(2) 0.78643(14) 0.37983(13) 0.0551(6) Uani 1 1 d . . . H6A H -0.0603 0.7507 0.3672 0.083 Uiso 1 1 calc R . . H6B H -0.2095 0.7583 0.3814 0.083 Uiso 1 1 calc R . . H6C H -0.1104 0.8097 0.4292 0.083 Uiso 1 1 calc R . . C7 C -0.07523(14) 0.83699(8) 0.18163(9) 0.0211(3) Uani 1 1 d . . . C8 C -0.15698(16) 0.81784(9) 0.24075(10) 0.0271(4) Uani 1 1 d . . . C9 C -0.25894(18) 0.76877(11) 0.22481(13) 0.0385(5) Uani 1 1 d . . . H9A H -0.3147 0.7550 0.2640 0.046 Uiso 1 1 calc R . . C10 C -0.28052(18) 0.73991(11) 0.15359(14) 0.0442(5) Uani 1 1 d . . . H10A H -0.3506 0.7065 0.1440 0.053 Uiso 1 1 calc R . . C11 C -0.20048(18) 0.75934(11) 0.09607(12) 0.0382(5) Uani 1 1 d . . . H11A H -0.2167 0.7393 0.0469 0.046 Uiso 1 1 calc R . . C12 C -0.09582(16) 0.80789(9) 0.10854(10) 0.0263(4) Uani 1 1 d . . . C13 C 0.2574(2) 0.94224(12) 0.47222(11) 0.0420(5) Uani 1 1 d . . . H13A H 0.3036 0.8966 0.4552 0.063 Uiso 1 1 calc R . . H13B H 0.1825 0.9260 0.5000 0.063 Uiso 1 1 calc R . . H13C H 0.3131 0.9733 0.5052 0.063 Uiso 1 1 calc R . . C14 C 0.21508(17) 0.99055(10) 0.40371(10) 0.0299(4) Uani 1 1 d . . . H14A H 0.1556 0.9585 0.3721 0.036 Uiso 1 1 calc R . . C15 C 0.1426(2) 1.06217(13) 0.42944(11) 0.0441(5) Uani 1 1 d . . . H15A H 0.1159 1.0926 0.3853 0.066 Uiso 1 1 calc R . . H15B H 0.1979 1.0936 0.4623 0.066 Uiso 1 1 calc R . . H15C H 0.0675 1.0462 0.4572 0.066 Uiso 1 1 calc R . . C16 C 0.38856(19) 1.08528(12) 0.10677(10) 0.0387(5) Uani 1 1 d . . . H16A H 0.3072 1.1039 0.1256 0.058 Uiso 1 1 calc R . . H16B H 0.3803 1.0752 0.0525 0.058 Uiso 1 1 calc R . . H16C H 0.4542 1.1245 0.1159 0.058 Uiso 1 1 calc R . . C17 C 0.42592(15) 1.01097(10) 0.14765(9) 0.0257(4) Uani 1 1 d . . . H17A H 0.3598 0.9712 0.1354 0.031 Uiso 1 1 calc R . . C18 C 0.55323(17) 0.98191(12) 0.11821(11) 0.0360(4) Uani 1 1 d . . . H18A H 0.5772 0.9342 0.1445 0.054 Uiso 1 1 calc R . . H18B H 0.6189 1.0211 0.1274 0.054 Uiso 1 1 calc R . . H18C H 0.5450 0.9719 0.0640 0.054 Uiso 1 1 calc R . . C19 C 0.32544(14) 1.00047(8) 0.27683(9) 0.0190(3) Uani 1 1 d . . . C20 C 0.32634(15) 1.01361(9) 0.35514(9) 0.0230(3) Uani 1 1 d . . . C21 C 0.43167(17) 1.05031(10) 0.38775(10) 0.0286(4) Uani 1 1 d . . . H21A H 0.4341 1.0593 0.4406 0.034 Uiso 1 1 calc R . . C22 C 0.53273(17) 1.07402(10) 0.34495(10) 0.0308(4) Uani 1 1 d . . . H22A H 0.6031 1.0997 0.3682 0.037 Uiso 1 1 calc R . . C23 C 0.53101(16) 1.06016(10) 0.26817(10) 0.0280(4) Uani 1 1 d . . . H23A H 0.6011 1.0761 0.2391 0.034 Uiso 1 1 calc R . . C24 C 0.42825(14) 1.02316(9) 0.23261(9) 0.0213(3) Uani 1 1 d . . . C25 C 0.00842(14) 0.96443(8) 0.19811(8) 0.0180(3) Uani 1 1 d . . . C26 C -0.10604(15) 1.00258(9) 0.17886(9) 0.0237(3) Uani 1 1 d . . . H26A H -0.1784 0.9739 0.1625 0.028 Uiso 1 1 calc R . . C27 C -0.11226(15) 1.08187(9) 0.18393(10) 0.0277(4) Uani 1 1 d . . . H27A H -0.1892 1.1077 0.1708 0.033 Uiso 1 1 calc R . . C28 C -0.00572(15) 1.12486(9) 0.20837(10) 0.0248(3) Uani 1 1 d . . . H28A H -0.0115 1.1795 0.2112 0.030 Uiso 1 1 calc R . . C29 C 0.10652(15) 1.08897(9) 0.22822(9) 0.0212(3) Uani 1 1 d . . . H29A H 0.1777 1.1185 0.2450 0.025 Uiso 1 1 calc R . . C30 C 0.11540(14) 1.00778(8) 0.22350(8) 0.0173(3) Uani 1 1 d . . . C31 C 0.36099(19) 0.79109(12) 0.08669(11) 0.0394(5) Uani 1 1 d . . . H31A H 0.4177 0.7477 0.0763 0.059 Uiso 1 1 calc R . . H31B H 0.4071 0.8397 0.0805 0.059 Uiso 1 1 calc R . . H31C H 0.2880 0.7897 0.0515 0.059 Uiso 1 1 calc R . . C32 C 0.31505(16) 0.78522(9) 0.16623(10) 0.0276(4) Uani 1 1 d . . . C33 C 0.38459(16) 0.81945(9) 0.22693(10) 0.0281(4) Uani 1 1 d . . . H33A H 0.4515 0.8583 0.2150 0.034 Uiso 1 1 calc R . . C34 C 0.34026(17) 0.81627(10) 0.30121(10) 0.0292(4) Uani 1 1 d . . . H34A H 0.3776 0.8523 0.3398 0.035 Uiso 1 1 calc R . . C35 C 0.22458(17) 0.77849(10) 0.31667(10) 0.0307(4) Uani 1 1 d . . . H35A H 0.1828 0.7870 0.3661 0.037 Uiso 1 1 calc R . . C36 C 0.15682(17) 0.74171(9) 0.25704(10) 0.0294(4) Uani 1 1 d . . . H36A H 0.0667 0.7258 0.2650 0.035 Uiso 1 1 calc R . . C37 C 0.20210(16) 0.74494(9) 0.18296(10) 0.0280(4) Uani 1 1 d . . . H37A H 0.1419 0.7320 0.1404 0.034 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 Fe1 0.01643(12) 0.01460(11) 0.02444(13) -0.00079(9) -0.00321(8) 0.00218(8) N1 0.0158(6) 0.0157(6) 0.0222(7) -0.0002(5) -0.0011(5) -0.0006(5) N2 0.0146(6) 0.0173(6) 0.0219(7) -0.0020(5) -0.0017(5) -0.0004(5) C1 0.0551(14) 0.0498(13) 0.0369(11) -0.0127(9) -0.0026(10) 0.0047(11) C2 0.0313(10) 0.0367(10) 0.0272(9) -0.0051(7) -0.0055(7) -0.0028(8) C3 0.0725(16) 0.0455(12) 0.0370(12) 0.0053(10) 0.0013(11) 0.0063(12) C4 0.0731(17) 0.0513(14) 0.0484(13) -0.0013(11) 0.0130(12) 0.0250(12) C5 0.0362(10) 0.0350(10) 0.0326(10) 0.0057(8) 0.0094(8) 0.0010(8) C6 0.0677(16) 0.0524(14) 0.0462(13) 0.0166(10) 0.0195(11) 0.0166(12) C7 0.0159(7) 0.0148(7) 0.0324(9) 0.0012(6) -0.0023(6) 0.0003(6) C8 0.0216(8) 0.0216(8) 0.0383(10) 0.0040(7) 0.0036(7) 0.0008(7) C9 0.0240(9) 0.0289(9) 0.0629(14) 0.0058(9) 0.0086(9) -0.0055(8) C10 0.0229(9) 0.0315(10) 0.0781(16) -0.0029(10) -0.0046(10) -0.0120(8) C11 0.0299(10) 0.0309(10) 0.0532(12) -0.0111(9) -0.0128(9) -0.0050(8) C12 0.0216(8) 0.0222(8) 0.0346(9) -0.0018(7) -0.0067(7) 0.0004(6) C13 0.0545(13) 0.0407(11) 0.0311(10) 0.0066(8) 0.0071(9) 0.0052(10) C14 0.0318(9) 0.0344(9) 0.0235(9) -0.0011(7) 0.0009(7) -0.0021(8) C15 0.0456(12) 0.0524(13) 0.0348(11) 0.0048(9) 0.0121(9) 0.0138(10) C16 0.0400(11) 0.0506(12) 0.0256(9) 0.0004(8) 0.0027(8) 0.0140(9) C17 0.0187(8) 0.0314(9) 0.0271(9) -0.0058(7) 0.0008(6) -0.0001(7) C18 0.0269(9) 0.0425(11) 0.0390(11) -0.0046(8) 0.0063(8) 0.0033(8) C19 0.0148(7) 0.0166(7) 0.0253(8) -0.0018(6) -0.0050(6) 0.0020(6) C20 0.0239(8) 0.0200(7) 0.0250(8) -0.0007(6) -0.0030(6) 0.0028(6) C21 0.0314(9) 0.0285(9) 0.0255(9) -0.0044(7) -0.0103(7) 0.0010(7) C22 0.0244(9) 0.0297(9) 0.0376(10) -0.0038(7) -0.0129(8) -0.0048(7) C23 0.0178(8) 0.0290(9) 0.0370(10) -0.0009(7) -0.0024(7) -0.0023(7) C24 0.0173(7) 0.0212(7) 0.0254(8) -0.0023(6) -0.0030(6) 0.0026(6) C25 0.0166(7) 0.0168(7) 0.0206(8) 0.0008(6) 0.0012(6) 0.0001(6) C26 0.0151(7) 0.0216(8) 0.0343(9) 0.0014(7) -0.0031(6) -0.0007(6) C27 0.0168(8) 0.0227(8) 0.0436(10) 0.0042(7) -0.0012(7) 0.0047(6) C28 0.0222(8) 0.0159(7) 0.0364(9) 0.0001(6) 0.0022(7) 0.0023(6) C29 0.0185(8) 0.0170(7) 0.0279(8) -0.0022(6) 0.0009(6) -0.0018(6) C30 0.0154(7) 0.0170(7) 0.0195(8) 0.0002(6) 0.0004(6) 0.0010(6) C31 0.0366(11) 0.0392(11) 0.0425(11) -0.0112(9) 0.0057(9) 0.0056(9) C32 0.0250(9) 0.0207(8) 0.0372(10) -0.0046(7) 0.0003(7) 0.0086(7) C33 0.0204(8) 0.0199(8) 0.0437(10) -0.0010(7) -0.0049(7) 0.0068(6) C34 0.0282(9) 0.0227(8) 0.0362(10) -0.0005(7) -0.0115(8) 0.0077(7) C35 0.0349(10) 0.0223(8) 0.0348(10) 0.0060(7) -0.0047(8) 0.0070(7) C36 0.0271(9) 0.0176(8) 0.0434(10) 0.0056(7) -0.0029(8) 0.0031(7) C37 0.0274(9) 0.0173(7) 0.0390(10) -0.0050(7) -0.0078(8) 0.0063(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 Fe1 N1 1.8795(13) . ? Fe1 N2 1.8816(13) . ? Fe1 C35 2.0739(17) . ? Fe1 C36 2.0862(16) . ? Fe1 C34 2.0896(17) . ? Fe1 C33 2.0965(16) . ? Fe1 C37 2.0981(16) . ? Fe1 C32 2.1030(16) . ? N1 C25 1.3663(19) . ? N1 C7 1.4345(19) . ? N2 C30 1.3605(19) . ? N2 C19 1.4330(18) . ? C1 C2 1.536(3) . ? C2 C12 1.514(3) . ? C2 C3 1.534(3) . ? C4 C5 1.527(3) . ? C5 C8 1.519(3) . ? C5 C6 1.532(3) . ? C7 C12 1.404(2) . ? C7 C8 1.411(2) . ? C8 C9 1.393(2) . ? C9 C10 1.373(3) . ? C10 C11 1.379(3) . ? C11 C12 1.400(2) . ? C13 C14 1.534(3) . ? C14 C20 1.522(2) . ? C14 C15 1.532(3) . ? C16 C17 1.526(3) . ? C17 C24 1.522(2) . ? C17 C18 1.533(2) . ? C19 C24 1.406(2) . ? C19 C20 1.408(2) . ? C20 C21 1.393(2) . ? C21 C22 1.382(3) . ? C22 C23 1.383(2) . ? C23 C24 1.396(2) . ? C25 C26 1.409(2) . ? C25 C30 1.419(2) . ? C26 C27 1.379(2) . ? C27 C28 1.407(2) . ? C28 C29 1.374(2) . ? C29 C30 1.413(2) . ? C31 C32 1.505(3) . ? C32 C37 1.415(2) . ? C32 C33 1.419(2) . ? C33 C34 1.409(3) . ? C34 C35 1.414(3) . ? C35 C36 1.415(3) . ? C36 C37 1.409(3) . ? 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 N1 Fe1 N2 82.68(5) . . ? N1 Fe1 C35 122.02(7) . . ? N2 Fe1 C35 122.12(6) . . ? N1 Fe1 C36 99.19(6) . . ? N2 Fe1 C36 158.83(7) . . ? C35 Fe1 C36 39.76(7) . . ? N1 Fe1 C34 158.72(7) . . ? N2 Fe1 C34 99.33(6) . . ? C35 Fe1 C34 39.71(7) . . ? C36 Fe1 C34 71.44(7) . . ? N1 Fe1 C33 161.43(6) . . ? N2 Fe1 C33 100.54(6) . . ? C35 Fe1 C33 71.87(7) . . ? C36 Fe1 C33 84.44(7) . . ? C34 Fe1 C33 39.33(7) . . ? N1 Fe1 C37 100.52(6) . . ? N2 Fe1 C37 161.32(6) . . ? C35 Fe1 C37 71.90(7) . . ? C36 Fe1 C37 39.35(7) . . ? C34 Fe1 C37 84.39(7) . . ? C33 Fe1 C37 70.76(7) . . ? N1 Fe1 C32 124.33(6) . . ? N2 Fe1 C32 124.37(6) . . ? C35 Fe1 C32 86.27(7) . . ? C36 Fe1 C32 71.93(7) . . ? C34 Fe1 C32 71.97(7) . . ? C33 Fe1 C32 39.49(7) . . ? C37 Fe1 C32 39.37(7) . . ? C25 N1 C7 117.39(12) . . ? C25 N1 Fe1 115.66(10) . . ? C7 N1 Fe1 126.48(10) . . ? C30 N2 C19 117.49(12) . . ? C30 N2 Fe1 115.63(10) . . ? C19 N2 Fe1 126.50(10) . . ? C12 C2 C3 110.37(16) . . ? C12 C2 C1 113.49(16) . . ? C3 C2 C1 109.38(16) . . ? C8 C5 C4 111.21(17) . . ? C8 C5 C6 112.60(17) . . ? C4 C5 C6 109.65(17) . . ? C12 C7 C8 121.21(15) . . ? C12 C7 N1 120.03(14) . . ? C8 C7 N1 118.77(14) . . ? C9 C8 C7 118.16(17) . . ? C9 C8 C5 119.61(16) . . ? C7 C8 C5 122.22(15) . . ? C10 C9 C8 121.35(18) . . ? C9 C10 C11 120.05(17) . . ? C10 C11 C12 121.38(18) . . ? C11 C12 C7 117.85(16) . . ? C11 C12 C2 120.77(16) . . ? C7 C12 C2 121.32(14) . . ? C20 C14 C15 110.50(15) . . ? C20 C14 C13 112.24(15) . . ? C15 C14 C13 110.12(15) . . ? C24 C17 C16 110.62(14) . . ? C24 C17 C18 112.80(14) . . ? C16 C17 C18 109.48(15) . . ? C24 C19 C20 121.12(14) . . ? C24 C19 N2 119.84(13) . . ? C20 C19 N2 119.04(13) . . ? C21 C20 C19 118.17(15) . . ? C21 C20 C14 119.97(15) . . ? C19 C20 C14 121.84(14) . . ? C22 C21 C20 121.48(16) . . ? C21 C22 C23 119.72(15) . . ? C22 C23 C24 121.22(16) . . ? C23 C24 C19 118.29(15) . . ? C23 C24 C17 120.47(14) . . ? C19 C24 C17 121.19(13) . . ? N1 C25 C26 127.39(14) . . ? N1 C25 C30 112.83(13) . . ? C26 C25 C30 119.76(13) . . ? C27 C26 C25 119.56(15) . . ? C26 C27 C28 120.62(15) . . ? C29 C28 C27 120.94(15) . . ? C28 C29 C30 119.55(14) . . ? N2 C30 C29 127.24(14) . . ? N2 C30 C25 113.19(13) . . ? C29 C30 C25 119.56(13) . . ? C37 C32 C33 117.94(16) . . ? C37 C32 C31 121.21(16) . . ? C33 C32 C31 120.85(16) . . ? C37 C32 Fe1 70.13(9) . . ? C33 C32 Fe1 70.01(9) . . ? C31 C32 Fe1 131.88(13) . . ? C34 C33 C32 121.21(16) . . ? C34 C33 Fe1 70.07(10) . . ? C32 C33 Fe1 70.50(9) . . ? C33 C34 C35 120.23(16) . . ? C33 C34 Fe1 70.60(10) . . ? C35 C34 Fe1 69.54(10) . . ? C34 C35 C36 119.04(17) . . ? C34 C35 Fe1 70.75(10) . . ? C36 C35 Fe1 70.59(10) . . ? C37 C36 C35 120.32(17) . . ? C37 C36 Fe1 70.78(9) . . ? C35 C36 Fe1 69.65(10) . . ? C36 C37 C32 121.18(16) . . ? C36 C37 Fe1 69.87(9) . . ? C32 C37 Fe1 70.50(9) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.303 _refine_diff_density_min -0.295 _refine_diff_density_rms 0.049 _database_code_depnum_ccdc_archive 'CCDC 935014' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment 'Li2L.cif' data_tj18_0m #TrackingRef 'Li2L.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H62 Li2 N2 O3' _chemical_formula_weight 656.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.9983(4) _cell_length_b 17.1078(7) _cell_length_c 11.1127(4) _cell_angle_alpha 90.00 _cell_angle_beta 110.887(2) _cell_angle_gamma 90.00 _cell_volume 1953.52(13) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 11742 _cell_measurement_theta_min 3.09 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.88 _exptl_crystal_size_mid 0.62 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.117 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6721 _exptl_absorpt_correction_T_max 0.7471 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11742 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0189 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.09 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3461 _reflns_number_gt 3341 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0518P)^2^+0.2752P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -1.1(10) _refine_ls_number_reflns 3461 _refine_ls_number_parameters 442 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0310 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0791 _refine_ls_wR_factor_gt 0.0779 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Li1 Li -0.5865(3) -0.37302(19) -0.6569(3) 0.0239(6) Uani 1 1 d . . . Li2 Li -0.7650(3) -0.45931(19) -0.7404(3) 0.0307(7) Uani 1 1 d . . . O1 O -0.44979(12) -0.29766(8) -0.60045(14) 0.0298(3) Uani 1 1 d . . . O2 O -0.53559(14) -0.47440(8) -0.72253(14) 0.0328(3) Uani 1 1 d . . . O3 O -0.83348(14) -0.53838(9) -0.87238(14) 0.0349(3) Uani 1 1 d . . . N1 N -0.70084(14) -0.41872(9) -0.55734(14) 0.0182(3) Uani 1 1 d . . . N2 N -0.77340(14) -0.34600(9) -0.78270(14) 0.0196(3) Uani 1 1 d . . . C1 C -0.5907(2) -0.31537(18) -1.0608(2) 0.0449(6) Uani 1 1 d . . . H1A H -0.6102 -0.3701 -1.0868 0.067 Uiso 1 1 calc R . . H1B H -0.4962 -0.3080 -1.0245 0.067 Uiso 1 1 calc R . . H1C H -0.6279 -0.2814 -1.1360 0.067 Uiso 1 1 calc R . . C2 C -0.64953(19) -0.29469(13) -0.95972(19) 0.0289(4) Uani 1 1 d . . . H2A H -0.6066 -0.3284 -0.8827 0.035 Uiso 1 1 calc R . . C3 C -0.6200(2) -0.20950(16) -0.9172(3) 0.0461(6) Uani 1 1 d . . . H3A H -0.6582 -0.1971 -0.8521 0.069 Uiso 1 1 calc R . . H3B H -0.6573 -0.1750 -0.9917 0.069 Uiso 1 1 calc R . . H3C H -0.5256 -0.2018 -0.8805 0.069 Uiso 1 1 calc R . . C4 C -1.1510(3) -0.27652(16) -0.8554(3) 0.0470(6) Uani 1 1 d . . . H4A H -1.0996 -0.2283 -0.8346 0.070 Uiso 1 1 calc R . . H4B H -1.1897 -0.2862 -0.7898 0.070 Uiso 1 1 calc R . . H4C H -1.2203 -0.2711 -0.9399 0.070 Uiso 1 1 calc R . . C5 C -1.06279(18) -0.34515(13) -0.85837(19) 0.0299(4) Uani 1 1 d . . . H5A H -0.9961 -0.3509 -0.7699 0.036 Uiso 1 1 calc R . . C6 C -1.1414(2) -0.42048(15) -0.8905(2) 0.0423(6) Uani 1 1 d . . . H6A H -1.0841 -0.4641 -0.8918 0.063 Uiso 1 1 calc R . . H6B H -1.2105 -0.4155 -0.9752 0.063 Uiso 1 1 calc R . . H6C H -1.1803 -0.4303 -0.8251 0.063 Uiso 1 1 calc R . . C7 C -0.85245(17) -0.32528(10) -0.90905(17) 0.0207(4) Uani 1 1 d . . . C8 C -0.99083(17) -0.32915(11) -0.95052(18) 0.0247(4) Uani 1 1 d . . . C9 C -1.06469(19) -0.32002(13) -1.08081(19) 0.0306(4) Uani 1 1 d . . . H9A H -1.1568 -0.3229 -1.1080 0.037 Uiso 1 1 calc R . . C10 C -1.0082(2) -0.30687(14) -1.17144(19) 0.0358(5) Uani 1 1 d . . . H10A H -1.0605 -0.3023 -1.2600 0.043 Uiso 1 1 calc R . . C11 C -0.8744(2) -0.30034(13) -1.13179(19) 0.0302(4) Uani 1 1 d . . . H11A H -0.8352 -0.2904 -1.1938 0.036 Uiso 1 1 calc R . . C12 C -0.79561(18) -0.30812(11) -1.00201(17) 0.0225(4) Uani 1 1 d . . . C13 C -1.0247(3) -0.4412(2) -0.4681(3) 0.0673(9) Uani 1 1 d . . . H13A H -0.9847 -0.3921 -0.4275 0.101 Uiso 1 1 calc R . . H13B H -1.0375 -0.4756 -0.4030 0.101 Uiso 1 1 calc R . . H13C H -1.1090 -0.4302 -0.5354 0.101 Uiso 1 1 calc R . . C14 C -0.93601(18) -0.48128(13) -0.5276(2) 0.0330(5) Uani 1 1 d . . . H14A H -0.9276 -0.4461 -0.5960 0.040 Uiso 1 1 calc R . . C15 C -0.9969(2) -0.55763(16) -0.5913(3) 0.0460(6) Uani 1 1 d . . . H15A H -0.9392 -0.5827 -0.6297 0.069 Uiso 1 1 calc R . . H15B H -1.0812 -0.5468 -0.6587 0.069 Uiso 1 1 calc R . . H15C H -1.0093 -0.5925 -0.5267 0.069 Uiso 1 1 calc R . . C16 C -0.4210(2) -0.36152(13) -0.2943(2) 0.0344(5) Uani 1 1 d . . . H16A H -0.5000 -0.3299 -0.3311 0.052 Uiso 1 1 calc R . . H16B H -0.3482 -0.3353 -0.3087 0.052 Uiso 1 1 calc R . . H16C H -0.4011 -0.3679 -0.2016 0.052 Uiso 1 1 calc R . . C17 C -0.44257(18) -0.44191(13) -0.35907(19) 0.0270(4) Uani 1 1 d . . . H17A H -0.4574 -0.4336 -0.4523 0.032 Uiso 1 1 calc R . . C18 C -0.31928(19) -0.49155(15) -0.3020(2) 0.0389(5) Uani 1 1 d . . . H18A H -0.3335 -0.5430 -0.3435 0.058 Uiso 1 1 calc R . . H18B H -0.2991 -0.4980 -0.2092 0.058 Uiso 1 1 calc R . . H18C H -0.2465 -0.4654 -0.3166 0.058 Uiso 1 1 calc R . . C19 C -0.68831(17) -0.46303(10) -0.44567(17) 0.0198(4) Uani 1 1 d . . . C20 C -0.80031(18) -0.49475(11) -0.42871(19) 0.0252(4) Uani 1 1 d . . . C21 C -0.7867(2) -0.54160(13) -0.3223(2) 0.0330(5) Uani 1 1 d . . . H21A H -0.8621 -0.5629 -0.3119 0.040 Uiso 1 1 calc R . . C22 C -0.6657(2) -0.55775(13) -0.2316(2) 0.0352(5) Uani 1 1 d . . . H22A H -0.6581 -0.5898 -0.1594 0.042 Uiso 1 1 calc R . . C23 C -0.5562(2) -0.52718(12) -0.24640(19) 0.0312(5) Uani 1 1 d . . . H23A H -0.4730 -0.5389 -0.1843 0.037 Uiso 1 1 calc R . . C24 C -0.56468(17) -0.47926(11) -0.35095(17) 0.0227(4) Uani 1 1 d . . . C25 C -0.74665(15) -0.34258(11) -0.55868(17) 0.0182(4) Uani 1 1 d . . . C26 C -0.75888(17) -0.30251(11) -0.45385(17) 0.0228(4) Uani 1 1 d . . . H26A H -0.7384 -0.3288 -0.3738 0.027 Uiso 1 1 calc R . . C27 C -0.8005(2) -0.22464(12) -0.46384(19) 0.0285(4) Uani 1 1 d . . . H27A H -0.8089 -0.1990 -0.3914 0.034 Uiso 1 1 calc R . . C28 C -0.82950(19) -0.18502(12) -0.57927(19) 0.0287(4) Uani 1 1 d . . . H28A H -0.8552 -0.1317 -0.5859 0.034 Uiso 1 1 calc R . . C29 C -0.82046(18) -0.22426(11) -0.68597(18) 0.0237(4) Uani 1 1 d . . . H29A H -0.8405 -0.1968 -0.7650 0.028 Uiso 1 1 calc R . . C30 C -0.78303(15) -0.30242(10) -0.68025(16) 0.0185(4) Uani 1 1 d . . . C31 C -0.3148(2) -0.31479(14) -0.5781(2) 0.0398(5) Uani 1 1 d . . . H31A H -0.3058 -0.3389 -0.6555 0.048 Uiso 1 1 calc R . . H31B H -0.2793 -0.3514 -0.5048 0.048 Uiso 1 1 calc R . . C32 C -0.2442(2) -0.23840(14) -0.5484(3) 0.0397(5) Uani 1 1 d . . . H32A H -0.2444 -0.2123 -0.6280 0.048 Uiso 1 1 calc R . . H32B H -0.1532 -0.2455 -0.4894 0.048 Uiso 1 1 calc R . . C33 C -0.3224(2) -0.19210(13) -0.4846(2) 0.0362(5) Uani 1 1 d . . . H33A H -0.3129 -0.1352 -0.4945 0.043 Uiso 1 1 calc R . . H33B H -0.2951 -0.2048 -0.3918 0.043 Uiso 1 1 calc R . . C34 C -0.4612(2) -0.21868(12) -0.5572(2) 0.0339(5) Uani 1 1 d . . . H34A H -0.5126 -0.2184 -0.4999 0.041 Uiso 1 1 calc R . . H34B H -0.5040 -0.1840 -0.6315 0.041 Uiso 1 1 calc R . . C35 C -0.4916(3) -0.54455(15) -0.6475(2) 0.0437(6) Uani 1 1 d . . . H35A H -0.5495 -0.5577 -0.5996 0.052 Uiso 1 1 calc R . . H35B H -0.4019 -0.5378 -0.5851 0.052 Uiso 1 1 calc R . . C36 C -0.4960(3) -0.60721(15) -0.7428(3) 0.0498(6) Uani 1 1 d . . . H36A H -0.5854 -0.6276 -0.7855 0.060 Uiso 1 1 calc R . . H36B H -0.4369 -0.6510 -0.7019 0.060 Uiso 1 1 calc R . . C37 C -0.4495(3) -0.56269(18) -0.8367(3) 0.0637(9) Uani 1 1 d . . . H37A H -0.3533 -0.5619 -0.8069 0.076 Uiso 1 1 calc R . . H37B H -0.4841 -0.5864 -0.9236 0.076 Uiso 1 1 calc R . . C38 C -0.5032(2) -0.48102(15) -0.8378(2) 0.0404(5) Uani 1 1 d . . . H38A H -0.4373 -0.4414 -0.8371 0.049 Uiso 1 1 calc R . . H38B H -0.5816 -0.4731 -0.9157 0.049 Uiso 1 1 calc R . . C39 C -0.8838(2) -0.61603(14) -0.8712(2) 0.0425(6) Uani 1 1 d . . . H39A H -0.8964 -0.6265 -0.7887 0.051 Uiso 1 1 calc R . . H39B H -0.8239 -0.6558 -0.8835 0.051 Uiso 1 1 calc R . . C40 C -1.0122(2) -0.61693(13) -0.9820(2) 0.0384(5) Uani 1 1 d . . . H40A H -1.0835 -0.5981 -0.9547 0.046 Uiso 1 1 calc R . . H40B H -1.0335 -0.6701 -1.0184 0.046 Uiso 1 1 calc R . . C41 C -0.9893(2) -0.56119(16) -1.0789(2) 0.0472(6) Uani 1 1 d . . . H41A H -0.9835 -0.5903 -1.1537 0.057 Uiso 1 1 calc R . . H41B H -1.0607 -0.5225 -1.1101 0.057 Uiso 1 1 calc R . . C42 C -0.8623(3) -0.52141(15) -1.0059(2) 0.0426(6) Uani 1 1 d . . . H42A H -0.7924 -0.5415 -1.0342 0.051 Uiso 1 1 calc R . . H42B H -0.8700 -0.4643 -1.0209 0.051 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 Li1 0.0217(15) 0.0269(16) 0.0233(16) -0.0007(13) 0.0083(12) -0.0010(12) Li2 0.0387(18) 0.0213(16) 0.0244(17) -0.0030(13) 0.0017(14) -0.0009(14) O1 0.0235(7) 0.0255(7) 0.0391(8) -0.0073(6) 0.0093(6) -0.0025(6) O2 0.0432(8) 0.0279(7) 0.0304(8) -0.0030(6) 0.0171(6) 0.0062(6) O3 0.0357(8) 0.0306(8) 0.0330(8) -0.0112(6) 0.0058(6) -0.0075(6) N1 0.0195(7) 0.0192(7) 0.0160(7) -0.0002(6) 0.0064(6) 0.0024(6) N2 0.0205(7) 0.0229(7) 0.0140(7) 0.0003(6) 0.0045(6) 0.0027(6) C1 0.0375(12) 0.0678(17) 0.0362(12) 0.0004(12) 0.0214(10) 0.0012(11) C2 0.0295(10) 0.0356(11) 0.0238(10) 0.0032(8) 0.0121(8) -0.0018(9) C3 0.0438(13) 0.0471(15) 0.0486(15) -0.0077(11) 0.0179(11) -0.0177(11) C4 0.0446(13) 0.0536(16) 0.0537(15) -0.0005(12) 0.0310(12) 0.0057(11) C5 0.0225(9) 0.0422(12) 0.0238(10) -0.0002(9) 0.0068(8) -0.0010(9) C6 0.0366(12) 0.0474(14) 0.0438(14) 0.0017(11) 0.0157(10) -0.0086(10) C7 0.0259(9) 0.0178(8) 0.0167(9) -0.0009(7) 0.0055(7) 0.0013(7) C8 0.0238(9) 0.0265(10) 0.0222(10) -0.0003(8) 0.0061(8) -0.0001(8) C9 0.0239(9) 0.0390(11) 0.0228(10) -0.0012(8) 0.0010(8) 0.0015(8) C10 0.0405(11) 0.0449(13) 0.0154(9) 0.0001(9) 0.0017(8) 0.0045(10) C11 0.0393(11) 0.0361(11) 0.0168(9) 0.0018(8) 0.0119(8) 0.0029(9) C12 0.0286(9) 0.0205(9) 0.0191(9) 0.0008(7) 0.0094(7) 0.0018(7) C13 0.0323(13) 0.078(2) 0.087(2) -0.0162(18) 0.0151(13) 0.0174(13) C14 0.0223(9) 0.0337(11) 0.0433(12) 0.0120(10) 0.0121(9) 0.0016(8) C15 0.0357(12) 0.0504(15) 0.0488(15) 0.0017(12) 0.0110(11) -0.0045(11) C16 0.0273(10) 0.0419(13) 0.0298(11) -0.0021(9) 0.0050(8) -0.0046(9) C17 0.0218(9) 0.0371(11) 0.0195(9) 0.0022(8) 0.0045(7) 0.0042(8) C18 0.0255(10) 0.0542(14) 0.0348(12) 0.0055(11) 0.0080(9) 0.0113(10) C19 0.0243(9) 0.0184(8) 0.0191(9) -0.0006(7) 0.0105(7) 0.0044(7) C20 0.0266(10) 0.0221(9) 0.0297(10) 0.0027(8) 0.0134(8) 0.0042(7) C21 0.0366(11) 0.0312(11) 0.0396(12) 0.0082(9) 0.0240(9) 0.0039(9) C22 0.0477(13) 0.0352(12) 0.0275(11) 0.0128(9) 0.0192(10) 0.0097(10) C23 0.0350(11) 0.0335(11) 0.0229(10) 0.0082(8) 0.0075(8) 0.0111(9) C24 0.0254(9) 0.0254(9) 0.0181(9) -0.0003(7) 0.0086(7) 0.0049(8) C25 0.0143(7) 0.0204(8) 0.0191(9) -0.0008(7) 0.0049(6) -0.0006(6) C26 0.0266(9) 0.0246(9) 0.0161(9) 0.0003(7) 0.0063(7) 0.0040(8) C27 0.0362(10) 0.0270(10) 0.0223(10) -0.0045(8) 0.0106(8) 0.0054(8) C28 0.0345(10) 0.0208(9) 0.0299(11) 0.0004(8) 0.0104(8) 0.0074(8) C29 0.0269(9) 0.0227(9) 0.0203(9) 0.0038(7) 0.0068(7) 0.0029(7) C30 0.0157(8) 0.0222(9) 0.0169(9) -0.0012(7) 0.0049(6) 0.0000(7) C31 0.0319(11) 0.0389(13) 0.0541(15) -0.0090(11) 0.0222(10) -0.0041(9) C32 0.0304(11) 0.0387(13) 0.0496(15) -0.0051(10) 0.0138(10) -0.0069(9) C33 0.0389(12) 0.0307(11) 0.0359(12) -0.0075(9) 0.0093(9) -0.0077(9) C34 0.0335(11) 0.0256(10) 0.0399(12) -0.0056(9) 0.0099(9) 0.0003(8) C35 0.0574(15) 0.0388(12) 0.0379(13) 0.0043(10) 0.0207(11) 0.0166(11) C36 0.0510(14) 0.0334(13) 0.0577(16) -0.0066(12) 0.0104(12) 0.0132(11) C37 0.084(2) 0.064(2) 0.0499(17) -0.0077(14) 0.0312(15) 0.0290(16) C38 0.0489(13) 0.0434(13) 0.0345(12) -0.0040(10) 0.0216(10) 0.0041(11) C39 0.0541(14) 0.0342(12) 0.0310(12) -0.0044(10) 0.0050(10) -0.0108(11) C40 0.0362(11) 0.0323(12) 0.0423(13) -0.0089(10) 0.0087(10) -0.0103(9) C41 0.0449(13) 0.0534(15) 0.0318(13) 0.0027(11) -0.0004(11) -0.0066(12) C42 0.0594(15) 0.0377(12) 0.0371(13) -0.0122(10) 0.0252(11) -0.0169(11) _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 Li1 O1 1.909(3) . ? Li1 O2 2.036(4) . ? Li1 N1 2.100(4) . ? Li1 N2 2.085(3) . ? Li1 Li2 2.366(5) . ? Li1 C30 2.408(3) . ? Li1 C25 2.436(3) . ? Li2 O3 1.939(3) . ? Li2 N1 2.023(4) . ? Li2 N2 1.989(4) . ? Li2 O2 2.473(4) . ? O1 C31 1.445(2) . ? O1 C34 1.455(2) . ? O2 C35 1.443(3) . ? O2 C38 1.451(3) . ? O3 C42 1.432(3) . ? O3 C39 1.441(3) . ? N1 C25 1.395(2) . ? N1 C19 1.418(2) . ? N2 C30 1.396(2) . ? N2 C7 1.408(2) . ? C1 C2 1.524(3) . ? C2 C12 1.522(3) . ? C2 C3 1.531(3) . ? C4 C5 1.531(3) . ? C5 C6 1.522(3) . ? C5 C8 1.526(3) . ? C7 C12 1.416(3) . ? C7 C8 1.426(3) . ? C8 C9 1.393(3) . ? C9 C10 1.378(3) . ? C10 C11 1.381(3) . ? C11 C12 1.399(3) . ? C13 C14 1.523(3) . ? C14 C20 1.523(3) . ? C14 C15 1.523(3) . ? C16 C17 1.531(3) . ? C17 C24 1.519(3) . ? C17 C18 1.533(3) . ? C19 C20 1.419(3) . ? C19 C24 1.419(3) . ? C20 C21 1.391(3) . ? C21 C22 1.381(3) . ? C22 C23 1.376(3) . ? C23 C24 1.398(3) . ? C25 C26 1.399(3) . ? C25 C30 1.439(2) . ? C26 C27 1.400(3) . ? C27 C28 1.384(3) . ? C28 C29 1.397(3) . ? C29 C30 1.394(3) . ? C31 C32 1.496(3) . ? C32 C33 1.518(3) . ? C33 C34 1.520(3) . ? C35 C36 1.496(3) . ? C36 C37 1.521(5) . ? C37 C38 1.515(4) . ? C39 C40 1.506(3) . ? C40 C41 1.525(4) . ? C41 C42 1.505(3) . ? 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 Li1 O2 114.09(16) . . ? O1 Li1 N2 122.92(17) . . ? O2 Li1 N2 106.25(15) . . ? O1 Li1 N1 128.91(17) . . ? O2 Li1 N1 99.46(15) . . ? N2 Li1 N1 78.65(12) . . ? O1 Li1 Li2 175.3(2) . . ? O2 Li1 Li2 67.88(13) . . ? N2 Li1 Li2 52.64(11) . . ? N1 Li1 Li2 53.49(12) . . ? O1 Li1 C30 105.56(15) . . ? O2 Li1 C30 137.69(16) . . ? N2 Li1 C30 35.29(8) . . ? N1 Li1 C30 63.91(10) . . ? Li2 Li1 C30 71.52(13) . . ? O1 Li1 C25 108.61(15) . . ? O2 Li1 C25 132.66(16) . . ? N2 Li1 C25 63.60(10) . . ? N1 Li1 C25 34.82(8) . . ? Li2 Li1 C25 71.19(13) . . ? C30 Li1 C25 34.56(7) . . ? O3 Li2 N2 121.89(18) . . ? O3 Li2 N1 154.4(2) . . ? N2 Li2 N1 82.72(13) . . ? O3 Li2 Li1 140.9(2) . . ? N2 Li2 Li1 56.41(12) . . ? N1 Li2 Li1 56.52(12) . . ? O3 Li2 O2 95.62(15) . . ? N2 Li2 O2 94.64(15) . . ? N1 Li2 O2 88.57(13) . . ? Li1 Li2 O2 49.71(11) . . ? C31 O1 C34 109.61(15) . . ? C31 O1 Li1 124.06(16) . . ? C34 O1 Li1 125.85(15) . . ? C35 O2 C38 107.94(16) . . ? C35 O2 Li1 125.42(16) . . ? C38 O2 Li1 124.63(16) . . ? C35 O2 Li2 104.80(15) . . ? C38 O2 Li2 120.14(14) . . ? Li1 O2 Li2 62.41(12) . . ? C42 O3 C39 104.64(16) . . ? C42 O3 Li2 121.66(17) . . ? C39 O3 Li2 133.07(18) . . ? C30 N2 C7 118.64(14) . . ? C30 N2 Li2 109.78(15) . . ? C7 N2 Li2 116.18(15) . . ? C30 N2 Li1 85.12(13) . . ? C7 N2 Li1 146.66(15) . . ? Li2 N2 Li1 70.96(14) . . ? C25 N1 C19 115.50(14) . . ? C25 N1 Li2 108.34(14) . . ? C19 N1 Li2 125.91(15) . . ? C25 N1 Li1 85.90(13) . . ? C19 N1 Li1 140.38(14) . . ? Li2 N1 Li1 69.99(14) . . ? C12 C2 C1 114.59(17) . . ? C12 C2 C3 108.87(18) . . ? C1 C2 C3 110.5(2) . . ? C6 C5 C8 112.46(18) . . ? C6 C5 C4 110.04(18) . . ? C8 C5 C4 111.18(19) . . ? N2 C7 C12 120.23(16) . . ? N2 C7 C8 121.28(16) . . ? C12 C7 C8 118.15(16) . . ? C9 C8 C7 119.36(18) . . ? C9 C8 C5 117.89(16) . . ? C7 C8 C5 122.73(16) . . ? C10 C9 C8 122.01(18) . . ? C9 C10 C11 119.12(19) . . ? C10 C11 C12 121.28(19) . . ? C11 C12 C7 119.95(17) . . ? C11 C12 C2 120.12(17) . . ? C7 C12 C2 119.88(16) . . ? C20 C14 C15 111.17(18) . . ? C20 C14 C13 111.7(2) . . ? C15 C14 C13 110.2(2) . . ? C24 C17 C16 109.99(16) . . ? C24 C17 C18 114.38(18) . . ? C16 C17 C18 109.71(17) . . ? N1 C19 C20 120.17(16) . . ? N1 C19 C24 121.47(16) . . ? C20 C19 C24 118.32(16) . . ? C21 C20 C19 119.83(17) . . ? C21 C20 C14 118.76(17) . . ? C19 C20 C14 121.36(17) . . ? C22 C21 C20 121.31(18) . . ? C23 C22 C21 119.55(19) . . ? C22 C23 C24 121.37(18) . . ? C23 C24 C19 119.60(17) . . ? C23 C24 C17 119.85(16) . . ? C19 C24 C17 120.49(16) . . ? N1 C25 C26 126.18(16) . . ? N1 C25 C30 115.74(15) . . ? C26 C25 C30 118.08(16) . . ? N1 C25 Li1 59.27(11) . . ? C26 C25 Li1 141.02(14) . . ? C30 C25 Li1 71.65(12) . . ? C25 C26 C27 121.73(17) . . ? C28 C27 C26 120.02(18) . . ? C27 C28 C29 119.27(18) . . ? C30 C29 C28 122.12(17) . . ? C29 C30 N2 125.60(16) . . ? C29 C30 C25 118.65(16) . . ? N2 C30 C25 115.72(15) . . ? C29 C30 Li1 136.49(15) . . ? N2 C30 Li1 59.60(11) . . ? C25 C30 Li1 73.79(12) . . ? O1 C31 C32 106.35(18) . . ? C31 C32 C33 102.87(18) . . ? C32 C33 C34 102.98(17) . . ? O1 C34 C33 105.37(16) . . ? O2 C35 C36 105.48(19) . . ? C35 C36 C37 101.2(2) . . ? C38 C37 C36 104.0(2) . . ? O2 C38 C37 106.4(2) . . ? O3 C39 C40 104.65(18) . . ? C39 C40 C41 103.22(18) . . ? C42 C41 C40 104.89(19) . . ? O3 C42 C41 106.66(19) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.283 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.028 _database_code_depnum_ccdc_archive 'CCDC 935015' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_global # Attachment 'Mo.cif' data_tj16-sr-sr #TrackingRef 'Mo.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C76 H108 Cl2 Li2 Mo N4 O4' _chemical_formula_weight 1322.38 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' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.8154(18) _cell_length_b 25.039(3) _cell_length_c 16.3773(13) _cell_angle_alpha 90.00 _cell_angle_beta 118.185(4) _cell_angle_gamma 90.00 _cell_volume 7885.3(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 23017 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 25.00 _exptl_crystal_description plate _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.114 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2824 _exptl_absorpt_coefficient_mu 0.280 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5883 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 23017 _diffrn_reflns_av_R_equivalents 0.0704 _diffrn_reflns_av_sigmaI/netI 0.1190 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.51 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6890 _reflns_number_gt 4470 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0956P)^2^+4.1732P] 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 6890 _refine_ls_number_parameters 405 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1277 _refine_ls_R_factor_gt 0.0820 _refine_ls_wR_factor_ref 0.1829 _refine_ls_wR_factor_gt 0.1700 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 1.0000 0.13689(2) 0.2500 0.0215(2) Uani 1 2 d S . . Li1 Li 0.7746(4) 0.1805(3) 0.2807(5) 0.0287(19) Uani 1 1 d . A . Cl1 Cl 0.90839(6) 0.20775(5) 0.17200(7) 0.0230(3) Uani 1 1 d . . . O1 O 0.7164(2) 0.16646(16) 0.3393(3) 0.0450(10) Uani 1 1 d . . . O2 O 0.72572(18) 0.24189(15) 0.2008(2) 0.0376(9) Uani 1 1 d . . . N1 N 0.8771(2) 0.18674(15) 0.3738(2) 0.0222(9) Uani 1 1 d . . . N2 N 0.8054(2) 0.11159(15) 0.2439(2) 0.0233(9) Uani 1 1 d . . . C1 C 0.9714(3) 0.3209(2) 0.3388(4) 0.0468(15) Uani 1 1 d . . . H1A H 1.0069 0.2932 0.3539 0.070 Uiso 1 1 calc R . . H1B H 0.9914 0.3511 0.3813 0.070 Uiso 1 1 calc R . . H1C H 0.9552 0.3330 0.2750 0.070 Uiso 1 1 calc R . . C2 C 0.9098(3) 0.2979(2) 0.3485(3) 0.0324(13) Uani 1 1 d . A . H2A H 0.8882 0.2690 0.3011 0.039 Uiso 1 1 calc R . . C3 C 0.8551(3) 0.3415(2) 0.3264(4) 0.0446(15) Uani 1 1 d . . . H3A H 0.8159 0.3271 0.3329 0.067 Uiso 1 1 calc R . . H3B H 0.8387 0.3541 0.2628 0.067 Uiso 1 1 calc R . . H3C H 0.8758 0.3714 0.3695 0.067 Uiso 1 1 calc R . . C4 C 0.9608(3) 0.1029(3) 0.5694(4) 0.0545(17) Uani 1 1 d . . . H4A H 0.9758 0.1055 0.5218 0.082 Uiso 1 1 calc R . . H4B H 0.9423 0.0670 0.5681 0.082 Uiso 1 1 calc R . . H4C H 1.0005 0.1095 0.6305 0.082 Uiso 1 1 calc R . . C5 C 0.9043(3) 0.1442(2) 0.5504(3) 0.0431(15) Uani 1 1 d . A . H5A H 0.8632 0.1345 0.4901 0.052 Uiso 1 1 calc R . . C6 C 0.8816(3) 0.1399(3) 0.6260(4) 0.0574(18) Uani 1 1 d . . . H6A H 0.8510 0.1699 0.6203 0.086 Uiso 1 1 calc R . . H6B H 0.9227 0.1408 0.6871 0.086 Uiso 1 1 calc R . . H6C H 0.8566 0.1063 0.6186 0.086 Uiso 1 1 calc R . . C7 C 0.9135(2) 0.2209(2) 0.4527(3) 0.0252(12) Uani 1 1 d . A . C8 C 0.9308(2) 0.2733(2) 0.4432(3) 0.0284(12) Uani 1 1 d . . . C9 C 0.9654(3) 0.3049(2) 0.5225(3) 0.0399(14) Uani 1 1 d . A . H9A H 0.9786 0.3404 0.5170 0.048 Uiso 1 1 calc R . . C10 C 0.9807(3) 0.2850(3) 0.6096(3) 0.0504(17) Uani 1 1 d . . . H10A H 1.0046 0.3064 0.6634 0.060 Uiso 1 1 calc R A . C11 C 0.9607(3) 0.2342(3) 0.6163(3) 0.0476(16) Uani 1 1 d . A . H11A H 0.9706 0.2211 0.6757 0.057 Uiso 1 1 calc R . . C12 C 0.9264(3) 0.2005(2) 0.5401(3) 0.0332(13) Uani 1 1 d . . . C13 C 0.6824(5) 0.1196(3) -0.0528(4) 0.091(3) Uani 1 1 d . . . H13A H 0.6411 0.0971 -0.0854 0.137 Uiso 1 1 calc R . . H13B H 0.7208 0.1047 -0.0608 0.137 Uiso 1 1 calc R . . H13C H 0.6721 0.1559 -0.0784 0.137 Uiso 1 1 calc R . . C14 C 0.7028(3) 0.1213(2) 0.0493(3) 0.0451(16) Uani 1 1 d . A . H14A H 0.7413 0.1451 0.0817 0.054 Uiso 1 1 d R . . C15 C 0.6394(4) 0.1441(3) 0.0571(5) 0.0663(19) Uani 1 1 d . . . H15A H 0.6521 0.1496 0.1211 0.099 Uiso 1 1 d R . . H15B H 0.6014 0.1193 0.0303 0.099 Uiso 1 1 d R . . H15C H 0.6257 0.1775 0.0246 0.099 Uiso 1 1 d R . . C16 C 0.8822(4) -0.0331(3) 0.3723(5) 0.087(3) Uani 1 1 d . . . H16D H 0.9032 -0.0320 0.3310 0.131 Uiso 1 1 calc R . . H16E H 0.8589 -0.0676 0.3655 0.131 Uiso 1 1 calc R . . H16F H 0.9185 -0.0286 0.4365 0.131 Uiso 1 1 calc R . . C17 C 0.8293(3) 0.0116(2) 0.3469(4) 0.0482(16) Uani 1 1 d . A . H17A H 0.8556 0.0460 0.3677 0.058 Uiso 1 1 calc R . . C18 C 0.7869(4) 0.0050(4) 0.3991(5) 0.094(3) Uani 1 1 d . . . H18A H 0.8186 0.0002 0.4653 0.142 Uiso 1 1 calc R . . H18B H 0.7566 -0.0263 0.3752 0.142 Uiso 1 1 calc R . . H18C H 0.7584 0.0369 0.3901 0.142 Uiso 1 1 calc R . . C19 C 0.7710(3) 0.0643(2) 0.1954(3) 0.0310(12) Uani 1 1 d . A . C20 C 0.7819(3) 0.0156(2) 0.2436(4) 0.0358(13) Uani 1 1 d . . . C21 C 0.7455(3) -0.0291(2) 0.1951(5) 0.0506(16) Uani 1 1 d . A . H21A H 0.7520 -0.0618 0.2275 0.061 Uiso 1 1 calc R . . C22 C 0.7006(4) -0.0277(3) 0.1025(5) 0.0604(19) Uani 1 1 d . . . H22A H 0.6775 -0.0593 0.0709 0.072 Uiso 1 1 calc R A . C23 C 0.6889(3) 0.0199(3) 0.0550(4) 0.0585(19) Uani 1 1 d . A . H23A H 0.6574 0.0207 -0.0095 0.070 Uiso 1 1 calc R . . C24 C 0.7224(3) 0.0673(2) 0.0995(3) 0.0371(14) Uani 1 1 d . . . C25 C 0.9133(2) 0.15487(19) 0.3491(3) 0.0214(11) Uani 1 1 d . A . C26 C 0.9864(2) 0.1548(2) 0.3809(3) 0.0239(11) Uani 1 1 d . . . H26A H 1.0132 0.1857 0.4202 0.029 Uiso 1 1 calc R A . C27 C 1.0249(3) 0.1067(2) 0.3893(3) 0.0273(12) Uani 1 1 d . A . H27A H 1.0735 0.1007 0.4396 0.033 Uiso 1 1 calc R . . C28 C 0.9860(3) 0.0678(2) 0.3232(3) 0.0313(13) Uani 1 1 d . . . H28A H 1.0073 0.0325 0.3227 0.038 Uiso 1 1 calc R A . C29 C 0.9155(3) 0.07980(19) 0.2547(3) 0.0276(12) Uani 1 1 d . A . H29A H 0.8915 0.0540 0.2025 0.033 Uiso 1 1 calc R . . C30 C 0.8730(3) 0.11367(18) 0.2773(3) 0.0228(11) Uani 1 1 d . A . C31A C 0.6590(8) 0.1229(6) 0.2997(10) 0.045(4) Uiso 0.50 1 d P A 1 H31A H 0.6179 0.1359 0.2433 0.054 Uiso 0.50 1 calc PR A 1 H31B H 0.6767 0.0902 0.2841 0.054 Uiso 0.50 1 calc PR A 1 C32A C 0.6411(8) 0.1124(6) 0.3762(10) 0.051(4) Uiso 0.50 1 d P A 1 H32A H 0.6466 0.0741 0.3928 0.062 Uiso 0.50 1 calc PR A 1 H32B H 0.5924 0.1230 0.3571 0.062 Uiso 0.50 1 calc PR A 1 C33A C 0.6923(6) 0.1466(5) 0.4591(8) 0.029(3) Uiso 0.50 1 d P A 1 H33A H 0.6696 0.1621 0.4937 0.035 Uiso 0.50 1 calc PR A 1 H33B H 0.7335 0.1257 0.5021 0.035 Uiso 0.50 1 calc PR A 1 C34A C 0.7113(6) 0.1893(5) 0.4094(7) 0.027(3) Uiso 0.50 1 d P A 1 H34A H 0.6750 0.2174 0.3857 0.032 Uiso 0.50 1 calc PR A 1 H34B H 0.7561 0.2061 0.4527 0.032 Uiso 0.50 1 calc PR A 1 C31B C 0.6614(9) 0.1373(7) 0.3218(11) 0.058(5) Uiso 0.50 1 d P A 2 H31C H 0.6613 0.1045 0.2881 0.069 Uiso 0.50 1 calc PR A 2 H31D H 0.6184 0.1577 0.2828 0.069 Uiso 0.50 1 calc PR A 2 C32B C 0.6641(9) 0.1231(6) 0.4131(11) 0.056(4) Uiso 0.50 1 d P A 2 H32C H 0.6938 0.0914 0.4416 0.067 Uiso 0.50 1 calc PR A 2 H32D H 0.6170 0.1162 0.4057 0.067 Uiso 0.50 1 calc PR A 2 C33B C 0.6965(7) 0.1742(6) 0.4706(9) 0.052(4) Uiso 0.50 1 d P A 2 H33C H 0.6602 0.1953 0.4761 0.063 Uiso 0.50 1 calc PR A 2 H33D H 0.7328 0.1646 0.5337 0.063 Uiso 0.50 1 calc PR A 2 C34B C 0.7276(8) 0.2062(6) 0.4221(9) 0.046(4) Uiso 0.50 1 d P A 2 H34C H 0.7775 0.2135 0.4632 0.055 Uiso 0.50 1 calc PR A 2 H34D H 0.7026 0.2404 0.3983 0.055 Uiso 0.50 1 calc PR A 2 C35 C 0.7361(3) 0.2651(2) 0.1266(3) 0.0403(14) Uani 1 1 d . A . H35A H 0.7253 0.2386 0.0768 0.048 Uiso 1 1 calc R . . H35B H 0.7849 0.2769 0.1506 0.048 Uiso 1 1 calc R . . C36 C 0.6866(3) 0.3128(3) 0.0899(4) 0.0538(17) Uani 1 1 d . . . H36A H 0.7092 0.3460 0.1236 0.065 Uiso 1 1 calc R A . H36B H 0.6700 0.3182 0.0228 0.065 Uiso 1 1 calc R . . C37 C 0.6279(3) 0.2962(3) 0.1087(4) 0.0562(17) Uani 1 1 d . A . H37A H 0.5949 0.2721 0.0596 0.067 Uiso 1 1 calc R . . H37B H 0.6023 0.3276 0.1138 0.067 Uiso 1 1 calc R . . C38 C 0.6660(3) 0.2673(3) 0.2005(4) 0.0512(16) Uani 1 1 d . A . H38A H 0.6810 0.2929 0.2525 0.061 Uiso 1 1 calc R . . H38B H 0.6354 0.2402 0.2067 0.061 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 Mo1 0.0143(4) 0.0342(4) 0.0192(3) 0.000 0.0107(3) 0.000 Li1 0.022(5) 0.040(5) 0.022(4) -0.003(4) 0.008(4) -0.002(4) Cl1 0.0158(7) 0.0358(7) 0.0182(5) -0.0002(5) 0.0086(5) 0.0024(5) O1 0.037(3) 0.060(3) 0.053(2) 0.006(2) 0.033(2) 0.003(2) O2 0.025(2) 0.055(3) 0.0333(18) 0.0116(17) 0.0140(17) 0.0099(17) N1 0.019(3) 0.032(2) 0.0173(18) 0.0015(17) 0.0100(18) 0.0022(18) N2 0.022(3) 0.029(2) 0.0226(19) -0.0029(18) 0.0129(19) -0.0039(18) C1 0.047(4) 0.053(4) 0.053(3) -0.003(3) 0.034(3) -0.003(3) C2 0.039(4) 0.033(3) 0.032(3) -0.012(2) 0.022(3) -0.005(2) C3 0.038(4) 0.053(4) 0.039(3) -0.002(3) 0.016(3) 0.005(3) C4 0.059(5) 0.070(5) 0.046(3) 0.019(3) 0.034(3) 0.013(3) C5 0.034(4) 0.075(5) 0.022(2) 0.012(3) 0.014(2) 0.011(3) C6 0.046(4) 0.099(5) 0.034(3) 0.019(3) 0.024(3) 0.017(4) C7 0.012(3) 0.046(3) 0.017(2) -0.006(2) 0.005(2) 0.004(2) C8 0.012(3) 0.050(4) 0.021(2) -0.010(2) 0.007(2) 0.001(2) C9 0.029(4) 0.053(4) 0.038(3) -0.020(3) 0.016(3) -0.005(3) C10 0.036(4) 0.082(5) 0.025(3) -0.023(3) 0.007(3) 0.002(3) C11 0.039(4) 0.084(5) 0.014(2) -0.004(3) 0.007(2) 0.007(3) C12 0.019(3) 0.064(4) 0.014(2) 0.001(2) 0.006(2) 0.006(3) C13 0.126(8) 0.102(7) 0.051(4) -0.002(4) 0.045(5) -0.029(5) C14 0.048(4) 0.051(4) 0.029(3) -0.002(3) 0.012(3) -0.015(3) C15 0.045(5) 0.070(5) 0.073(4) 0.006(4) 0.019(4) 0.002(4) C16 0.086(7) 0.081(6) 0.093(6) 0.044(5) 0.041(5) 0.030(5) C17 0.042(4) 0.042(4) 0.059(4) 0.016(3) 0.024(3) 0.002(3) C18 0.076(7) 0.157(8) 0.064(5) 0.016(5) 0.045(5) 0.015(6) C19 0.020(3) 0.041(3) 0.041(3) -0.004(3) 0.023(3) -0.004(2) C20 0.026(4) 0.035(3) 0.053(3) 0.002(3) 0.024(3) -0.003(3) C21 0.051(5) 0.034(4) 0.075(4) 0.000(3) 0.036(4) -0.008(3) C22 0.067(5) 0.044(4) 0.077(5) -0.020(4) 0.039(4) -0.026(4) C23 0.059(5) 0.069(5) 0.050(4) -0.023(4) 0.028(3) -0.028(4) C24 0.030(4) 0.049(4) 0.036(3) -0.014(3) 0.018(3) -0.014(3) C25 0.021(3) 0.032(3) 0.010(2) 0.0056(19) 0.008(2) 0.004(2) C26 0.011(3) 0.042(3) 0.017(2) 0.002(2) 0.005(2) 0.004(2) C27 0.015(3) 0.047(3) 0.020(2) 0.006(2) 0.008(2) 0.000(2) C28 0.026(4) 0.036(3) 0.047(3) 0.011(3) 0.029(3) 0.008(2) C29 0.023(4) 0.031(3) 0.037(3) -0.003(2) 0.021(3) 0.000(2) C30 0.027(4) 0.026(3) 0.026(2) 0.003(2) 0.021(2) -0.001(2) C35 0.034(4) 0.054(4) 0.031(3) 0.006(3) 0.013(3) 0.003(3) C36 0.047(5) 0.065(4) 0.044(3) 0.014(3) 0.016(3) 0.011(3) C37 0.037(5) 0.059(4) 0.064(4) 0.021(3) 0.017(3) 0.014(3) C38 0.032(4) 0.068(4) 0.057(4) 0.018(3) 0.024(3) 0.018(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 C28 2.205(5) 2_755 ? Mo1 C28 2.205(5) . ? Mo1 C27 2.213(4) 2_755 ? Mo1 C27 2.213(4) . ? Mo1 C26 2.341(4) . ? Mo1 C26 2.341(4) 2_755 ? Mo1 C29 2.363(5) . ? Mo1 C29 2.363(5) 2_755 ? Mo1 Cl1 2.5224(12) 2_755 ? Mo1 Cl1 2.5224(12) . ? Li1 O1 1.954(8) . ? Li1 O2 1.973(9) . ? Li1 N1 2.032(9) . ? Li1 N2 2.043(9) . ? O1 C31B 1.314(17) . ? O1 C34A 1.333(11) . ? O1 C31A 1.551(15) . ? O1 C34B 1.605(14) . ? O2 C38 1.448(6) . ? O2 C35 1.457(6) . ? N1 C25 1.313(6) . ? N1 C7 1.437(6) . ? N2 C30 1.310(6) . ? N2 C19 1.426(6) . ? C1 C2 1.537(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C8 1.524(7) . ? C2 C3 1.530(7) . ? C2 H2A 1.0000 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.524(8) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C12 1.525(8) . ? C5 C6 1.539(7) . ? C5 H5A 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.394(7) . ? C7 C12 1.418(6) . ? C8 C9 1.398(7) . ? C9 C10 1.395(8) . ? C9 H9A 0.9500 . ? C10 C11 1.367(8) . ? C10 H10A 0.9500 . ? C11 C12 1.394(7) . ? C11 H11A 0.9500 . ? C13 C14 1.515(8) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C24 1.536(8) . ? C14 C15 1.557(9) . ? C14 H14A 0.9601 . ? C15 H15A 0.9601 . ? C15 H15B 0.9601 . ? C15 H15C 0.9599 . ? C16 C17 1.517(9) . ? C16 H16D 0.9800 . ? C16 H16E 0.9800 . ? C16 H16F 0.9800 . ? C17 C20 1.514(8) . ? C17 C18 1.537(8) . ? C17 H17A 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 C20 1.409(7) . ? C19 C24 1.423(7) . ? C20 C21 1.386(8) . ? C21 C22 1.363(9) . ? C21 H21A 0.9500 . ? C22 C23 1.380(9) . ? C22 H22A 0.9500 . ? C23 C24 1.403(8) . ? C23 H23A 0.9500 . ? C25 C26 1.425(7) . ? C25 C30 1.498(7) . ? C26 C27 1.437(7) . ? C26 H26A 1.0000 . ? C27 C28 1.404(7) . ? C27 H27A 1.0000 . ? C28 C29 1.444(7) . ? C28 H28A 1.0000 . ? C29 C30 1.428(6) . ? C29 H29A 1.0000 . ? C31A C32A 1.503(19) . ? C31A H31A 0.9900 . ? C31A H31B 0.9900 . ? C32A C33A 1.547(17) . ? C32A H32A 0.9900 . ? C32A H32B 0.9900 . ? C33A C34A 1.515(15) . ? C33A H33A 0.9900 . ? C33A H33B 0.9900 . ? C34A H34A 0.9900 . ? C34A H34B 0.9900 . ? C31B C32B 1.51(2) . ? C31B H31C 0.9900 . ? C31B H31D 0.9900 . ? C32B C33B 1.55(2) . ? C32B H32C 0.9900 . ? C32B H32D 0.9900 . ? C33B C34B 1.498(18) . ? C33B H33C 0.9900 . ? C33B H33D 0.9900 . ? C34B H34C 0.9900 . ? C34B H34D 0.9900 . ? C35 C36 1.530(8) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.511(8) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 C38 1.514(8) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? 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 C28 Mo1 C28 76.7(3) 2_755 . ? C28 Mo1 C27 37.07(18) 2_755 2_755 ? C28 Mo1 C27 105.2(2) . 2_755 ? C28 Mo1 C27 105.2(2) 2_755 . ? C28 Mo1 C27 37.07(18) . . ? C27 Mo1 C27 140.1(3) 2_755 . ? C28 Mo1 C26 139.23(18) 2_755 . ? C28 Mo1 C26 62.81(18) . . ? C27 Mo1 C26 158.93(18) 2_755 . ? C27 Mo1 C26 36.64(17) . . ? C28 Mo1 C26 62.81(18) 2_755 2_755 ? C28 Mo1 C26 139.23(18) . 2_755 ? C27 Mo1 C26 36.64(17) 2_755 2_755 ? C27 Mo1 C26 158.93(18) . 2_755 ? C26 Mo1 C26 157.9(2) . 2_755 ? C28 Mo1 C29 81.59(17) 2_755 . ? C28 Mo1 C29 36.64(17) . . ? C27 Mo1 C29 90.67(17) 2_755 . ? C27 Mo1 C29 64.87(17) . . ? C26 Mo1 C29 69.38(17) . . ? C26 Mo1 C29 125.73(16) 2_755 . ? C28 Mo1 C29 36.64(17) 2_755 2_755 ? C28 Mo1 C29 81.59(17) . 2_755 ? C27 Mo1 C29 64.87(17) 2_755 2_755 ? C27 Mo1 C29 90.67(17) . 2_755 ? C26 Mo1 C29 125.73(16) . 2_755 ? C26 Mo1 C29 69.38(17) 2_755 2_755 ? C29 Mo1 C29 105.5(2) . 2_755 ? C28 Mo1 Cl1 123.15(13) 2_755 2_755 ? C28 Mo1 Cl1 123.79(14) . 2_755 ? C27 Mo1 Cl1 120.81(13) 2_755 2_755 ? C27 Mo1 Cl1 88.17(13) . 2_755 ? C26 Mo1 Cl1 79.30(13) . 2_755 ? C26 Mo1 Cl1 85.19(12) 2_755 2_755 ? C29 Mo1 Cl1 148.52(11) . 2_755 ? C29 Mo1 Cl1 89.91(12) 2_755 2_755 ? C28 Mo1 Cl1 123.79(14) 2_755 . ? C28 Mo1 Cl1 123.15(13) . . ? C27 Mo1 Cl1 88.17(13) 2_755 . ? C27 Mo1 Cl1 120.81(13) . . ? C26 Mo1 Cl1 85.19(12) . . ? C26 Mo1 Cl1 79.30(13) 2_755 . ? C29 Mo1 Cl1 89.91(12) . . ? C29 Mo1 Cl1 148.52(11) 2_755 . ? Cl1 Mo1 Cl1 90.59(6) 2_755 . ? O1 Li1 O2 101.1(4) . . ? O1 Li1 N1 112.7(4) . . ? O2 Li1 N1 119.8(4) . . ? O1 Li1 N2 111.9(4) . . ? O2 Li1 N2 127.8(4) . . ? N1 Li1 N2 83.6(3) . . ? C34A O1 C31A 106.5(8) . . ? C31B O1 C34B 106.7(9) . . ? C31B O1 Li1 137.0(8) . . ? C34A O1 Li1 133.2(6) . . ? C31A O1 Li1 120.2(6) . . ? C34B O1 Li1 115.4(6) . . ? C38 O2 C35 108.4(4) . . ? C38 O2 Li1 123.2(4) . . ? C35 O2 Li1 127.9(4) . . ? C25 N1 C7 118.8(4) . . ? C25 N1 Li1 109.3(4) . . ? C7 N1 Li1 131.7(4) . . ? C30 N2 C19 117.3(4) . . ? C30 N2 Li1 107.8(4) . . ? C19 N2 Li1 134.9(4) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C8 C2 C3 110.8(4) . . ? C8 C2 C1 113.5(4) . . ? C3 C2 C1 109.2(5) . . ? C8 C2 H2A 107.7 . . ? C3 C2 H2A 107.7 . . ? C1 C2 H2A 107.7 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C5 C4 H4A 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C5 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C4 C5 C12 112.6(5) . . ? C4 C5 C6 108.9(4) . . ? C12 C5 C6 113.1(5) . . ? C4 C5 H5A 107.3 . . ? C12 C5 H5A 107.3 . . ? C6 C5 H5A 107.3 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C12 121.1(4) . . ? C8 C7 N1 121.6(4) . . ? C12 C7 N1 117.1(4) . . ? C7 C8 C9 119.0(5) . . ? C7 C8 C2 121.7(4) . . ? C9 C8 C2 119.2(5) . . ? C10 C9 C8 120.7(6) . . ? C10 C9 H9A 119.6 . . ? C8 C9 H9A 119.6 . . ? C11 C10 C9 118.9(5) . . ? C11 C10 H10A 120.5 . . ? C9 C10 H10A 120.5 . . ? C10 C11 C12 123.2(5) . . ? C10 C11 H11A 118.4 . . ? C12 C11 H11A 118.4 . . ? C11 C12 C7 116.9(5) . . ? C11 C12 C5 121.6(4) . . ? C7 C12 C5 121.5(4) . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C13 C14 C24 115.4(5) . . ? C13 C14 C15 106.9(5) . . ? C24 C14 C15 108.2(5) . . ? C13 C14 H14A 110.7 . . ? C24 C14 H14A 107.6 . . ? C15 C14 H14A 107.8 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.6 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.3 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 H16D 109.5 . . ? C17 C16 H16E 109.5 . . ? H16D C16 H16E 109.5 . . ? C17 C16 H16F 109.5 . . ? H16D C16 H16F 109.5 . . ? H16E C16 H16F 109.5 . . ? C20 C17 C16 112.6(5) . . ? C20 C17 C18 110.8(5) . . ? C16 C17 C18 110.3(6) . . ? C20 C17 H17A 107.6 . . ? C16 C17 H17A 107.6 . . ? C18 C17 H17A 107.6 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C24 120.3(5) . . ? C20 C19 N2 120.1(4) . . ? C24 C19 N2 119.5(5) . . ? C21 C20 C19 118.6(5) . . ? C21 C20 C17 119.4(5) . . ? C19 C20 C17 122.0(5) . . ? C22 C21 C20 122.2(6) . . ? C22 C21 H21A 118.9 . . ? C20 C21 H21A 118.9 . . ? C21 C22 C23 119.6(6) . . ? C21 C22 H22A 120.2 . . ? C23 C22 H22A 120.2 . . ? C22 C23 C24 121.6(6) . . ? C22 C23 H23A 119.2 . . ? C24 C23 H23A 119.2 . . ? C23 C24 C19 117.6(5) . . ? C23 C24 C14 121.4(5) . . ? C19 C24 C14 120.7(5) . . ? N1 C25 C26 128.3(4) . . ? N1 C25 C30 116.4(4) . . ? C26 C25 C30 115.3(4) . . ? C25 C26 C27 122.6(5) . . ? C25 C26 Mo1 105.6(3) . . ? C27 C26 Mo1 66.8(2) . . ? C25 C26 H26A 116.6 . . ? C27 C26 H26A 116.6 . . ? Mo1 C26 H26A 116.6 . . ? C28 C27 C26 113.2(4) . . ? C28 C27 Mo1 71.2(3) . . ? C26 C27 Mo1 76.6(3) . . ? C28 C27 H27A 123.3 . . ? C26 C27 H27A 123.3 . . ? Mo1 C27 H27A 123.3 . . ? C27 C28 C29 119.3(5) . . ? C27 C28 Mo1 71.8(3) . . ? C29 C28 Mo1 77.6(3) . . ? C27 C28 H28A 120.4 . . ? C29 C28 H28A 120.4 . . ? Mo1 C28 H28A 120.4 . . ? C30 C29 C28 120.4(4) . . ? C30 C29 Mo1 105.1(3) . . ? C28 C29 Mo1 65.7(3) . . ? C30 C29 H29A 117.7 . . ? C28 C29 H29A 117.7 . . ? Mo1 C29 H29A 117.7 . . ? N2 C30 C29 127.5(4) . . ? N2 C30 C25 118.9(4) . . ? C29 C30 C25 113.6(5) . . ? N2 C30 Li1 45.2(3) . . ? C32A C31A O1 104.5(11) . . ? C32A C31A H31A 110.9 . . ? O1 C31A H31A 110.9 . . ? C32A C31A H31B 110.9 . . ? O1 C31A H31B 110.9 . . ? H31A C31A H31B 108.9 . . ? C31A C32A C33A 105.7(11) . . ? C31A C32A H32A 110.6 . . ? C33A C32A H32A 110.6 . . ? C31A C32A H32B 110.6 . . ? C33A C32A H32B 110.6 . . ? H32A C32A H32B 108.7 . . ? C34A C33A C32A 100.7(9) . . ? C34A C33A H33A 111.6 . . ? C32A C33A H33A 111.6 . . ? C34A C33A H33B 111.6 . . ? C32A C33A H33B 111.6 . . ? H33A C33A H33B 109.4 . . ? O1 C34A C33A 108.4(10) . . ? O1 C34A H34A 110.0 . . ? C33A C34A H34A 110.0 . . ? O1 C34A H34B 110.0 . . ? C33A C34A H34B 110.0 . . ? H34A C34A H34B 108.4 . . ? O1 C31B C32B 108.1(13) . . ? O1 C31B H31C 110.1 . . ? C32B C31B H31C 110.1 . . ? O1 C31B H31D 110.1 . . ? C32B C31B H31D 110.1 . . ? H31C C31B H31D 108.4 . . ? C31B C32B C33B 101.5(12) . . ? C31B C32B H32C 111.5 . . ? C33B C32B H32C 111.5 . . ? C31B C32B H32D 111.5 . . ? C33B C32B H32D 111.5 . . ? H32C C32B H32D 109.3 . . ? C34B C33B C32B 108.1(11) . . ? C34B C33B H33C 110.1 . . ? C32B C33B H33C 110.1 . . ? C34B C33B H33D 110.1 . . ? C32B C33B H33D 110.1 . . ? H33C C33B H33D 108.4 . . ? C33B C34B O1 100.9(10) . . ? C33B C34B H34C 111.6 . . ? O1 C34B H34C 111.6 . . ? C33B C34B H34D 111.6 . . ? O1 C34B H34D 111.6 . . ? H34C C34B H34D 109.4 . . ? O2 C35 C36 106.3(4) . . ? O2 C35 H35A 110.5 . . ? C36 C35 H35A 110.5 . . ? O2 C35 H35B 110.5 . . ? C36 C35 H35B 110.5 . . ? H35A C35 H35B 108.7 . . ? C37 C36 C35 102.3(5) . . ? C37 C36 H36A 111.3 . . ? C35 C36 H36A 111.3 . . ? C37 C36 H36B 111.3 . . ? C35 C36 H36B 111.3 . . ? H36A C36 H36B 109.2 . . ? C36 C37 C38 102.3(5) . . ? C36 C37 H37A 111.3 . . ? C38 C37 H37A 111.3 . . ? C36 C37 H37B 111.3 . . ? C38 C37 H37B 111.3 . . ? H37A C37 H37B 109.2 . . ? O2 C38 C37 106.5(4) . . ? O2 C38 H38A 110.4 . . ? C37 C38 H38A 110.4 . . ? O2 C38 H38B 110.4 . . ? C37 C38 H38B 110.4 . . ? H38A C38 H38B 108.6 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.069 _refine_diff_density_min -0.817 _refine_diff_density_rms 0.092 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 -0.010 440 144 ' ' 2 0.500 0.000 0.007 440 144 ' ' 3 0.500 0.450 0.250 14 3 ' ' 4 1.000 0.950 0.250 14 3 ' ' 5 0.500 0.550 0.750 14 3 ' ' 6 1.000 0.050 0.750 14 3 ' ' _platon_squeeze_details ; ; _database_code_depnum_ccdc_archive 'CCDC 935016' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H48 Li N2 O' _chemical_formula_weight 507.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P4(3)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' 'x+1/2, -y+1/2, -z+1/4' '-x+1/2, y+1/2, -z+3/4' '-x, -y, z+1/2' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 10.4120(5) _cell_length_b 10.4120(5) _cell_length_c 29.2952(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3175.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 28934 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 27.50 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.062 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1108 _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6754 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_process_details SADABS-2008/1 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Kappa Apex II' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 28934 _diffrn_reflns_av_R_equivalents 0.0492 _diffrn_reflns_av_sigmaI/netI 0.0226 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2193 _reflns_number_gt 1636 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Apex2 v2012.2-0' _computing_cell_refinement 'Bruker Apex2 v2012.2-0' _computing_data_reduction 'Bruker Apex2 v2012.2-0' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Mercury 3.0' _computing_publication_material 'SHELXS-97 (Sheldrick, 2008)' _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^)+(0.1111P)^2^+0.7073P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -4(5) _refine_ls_number_reflns 2193 _refine_ls_number_parameters 231 _refine_ls_number_restraints 53 _refine_ls_R_factor_all 0.0823 _refine_ls_R_factor_gt 0.0587 _refine_ls_wR_factor_ref 0.1855 _refine_ls_wR_factor_gt 0.1633 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.020 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Li1 Li 0.0500(5) 1.0500(5) 0.0000 0.0562(19) Uani 1 2 d PD C . O1 O 0.1778(2) 1.1778(2) 0.0000 0.0805(12) Uani 1 2 d SDU . . N1 N 0.0435(2) 0.8615(2) 0.00670(8) 0.0408(5) Uani 1 1 d . . . C1 C 0.2417(11) 0.8822(8) -0.0865(3) 0.112(3) Uani 0.60 1 d P A 1 H1A H 0.1700 0.9422 -0.0904 0.168 Uiso 0.60 1 d PR A 1 H1B H 0.2798 0.8629 -0.1163 0.168 Uiso 0.60 1 d PR A 1 H1C H 0.3068 0.9212 -0.0666 0.168 Uiso 0.60 1 d PR A 1 C1A C 0.3490(9) 0.8127(14) -0.0872(4) 0.091(4) Uani 0.40 1 d P A 2 H1AA H 0.3796 0.8886 -0.0706 0.136 Uiso 0.40 1 d PR A 2 H1AB H 0.3464 0.8315 -0.1200 0.136 Uiso 0.40 1 d PR A 2 H1AC H 0.4075 0.7406 -0.0816 0.136 Uiso 0.40 1 d PR A 2 C2 C 0.1741(9) 0.7607(8) -0.0725(3) 0.062(2) Uani 0.60 1 d P A 1 H2A H 0.0797 0.7782 -0.0722 0.075 Uiso 0.60 1 calc PR A 1 C2A C 0.2199(10) 0.7973(11) -0.0636(4) 0.045(2) Uani 0.40 1 d P A 2 H2AA H 0.1855 0.8852 -0.0572 0.054 Uiso 0.40 1 calc PR A 2 C3 C 0.2000(7) 0.6594(8) -0.1082(2) 0.079(2) Uani 0.60 1 d P A 1 H3A H 0.1270 0.6001 -0.1098 0.118 Uiso 0.60 1 calc PR A 1 H3B H 0.2779 0.6117 -0.1001 0.118 Uiso 0.60 1 calc PR A 1 H3C H 0.2119 0.7007 -0.1380 0.118 Uiso 0.60 1 calc PR A 1 C3A C 0.1227(14) 0.7277(15) -0.0934(4) 0.089(4) Uani 0.40 1 d P A 2 H3AA H 0.0472 0.7052 -0.0751 0.134 Uiso 0.40 1 calc PR A 2 H3AB H 0.1616 0.6493 -0.1057 0.134 Uiso 0.40 1 calc PR A 2 H3AC H 0.0967 0.7838 -0.1186 0.134 Uiso 0.40 1 calc PR A 2 C4 C 0.0350(5) 0.6576(5) 0.13068(16) 0.0969(15) Uani 1 1 d . B . H4A H -0.0205 0.5971 0.1143 0.145 Uiso 1 1 calc R . . H4B H -0.0121 0.6939 0.1566 0.145 Uiso 1 1 calc R . . H4C H 0.1114 0.6124 0.1418 0.145 Uiso 1 1 calc R . . C5 C 0.0752(4) 0.7639(4) 0.09895(11) 0.0590(9) Uani 1 1 d . . . C6 C 0.160(2) 0.854(3) 0.1308(8) 0.112(9) Uani 0.50 1 d P B 1 H6A H 0.1895 0.9285 0.1132 0.168 Uiso 0.50 1 calc PR B 1 H6B H 0.2341 0.8060 0.1421 0.168 Uiso 0.50 1 calc PR B 1 H6C H 0.1079 0.8837 0.1566 0.168 Uiso 0.50 1 calc PR B 1 C6A C 0.123(2) 0.882(2) 0.1212(8) 0.084(6) Uani 0.50 1 d P B 2 H6AA H 0.0701 0.9548 0.1120 0.126 Uiso 0.50 1 calc PR B 2 H6AB H 0.2124 0.8967 0.1120 0.126 Uiso 0.50 1 calc PR B 2 H6AC H 0.1192 0.8712 0.1544 0.126 Uiso 0.50 1 calc PR B 2 C7 C 0.1389(3) 0.7676(3) 0.01501(10) 0.0427(6) Uani 1 1 d . A . C8 C 0.1588(3) 0.7209(3) 0.05930(10) 0.0482(7) Uani 1 1 d . A . C9 C 0.2599(3) 0.6342(4) 0.06646(13) 0.0619(9) Uani 1 1 d . . . H9A H 0.2753 0.6025 0.0964 0.074 Uiso 1 1 calc R B . C10 C 0.3373(3) 0.5939(3) 0.03112(13) 0.0595(9) Uani 1 1 d . B . H10A H 0.4054 0.5352 0.0367 0.071 Uiso 1 1 calc R . . C11 C 0.3154(3) 0.6389(3) -0.01183(13) 0.0579(9) Uani 1 1 d . . . H11A H 0.3685 0.6099 -0.0361 0.069 Uiso 1 1 calc R B . C12 C 0.2177(3) 0.7260(3) -0.02130(12) 0.0564(8) Uani 1 1 d . A . C13 C -0.0787(2) 0.8219(2) 0.00336(8) 0.0354(5) Uani 1 1 d . C . C14 C -0.1196(3) 0.6917(3) 0.00562(9) 0.0433(6) Uani 1 1 d . . . H14A H -0.0573 0.6259 0.0093 0.052 Uiso 1 1 calc R C . C15 C -0.2462(3) 0.6593(3) 0.00259(9) 0.0486(7) Uani 1 1 d . C . H15A H -0.2706 0.5714 0.0040 0.058 Uiso 1 1 calc R . . H5 H -0.005(4) 0.784(4) 0.0881(14) 0.079(12) Uiso 1 1 d . . . C17 C 0.2958(7) 1.1837(12) 0.0214(5) 0.109(5) Uani 0.50 1 d PDU C 1 H17A H 0.2859 1.2164 0.0529 0.131 Uiso 0.50 1 calc PR C 1 H17B H 0.3540 1.2421 0.0046 0.131 Uiso 0.50 1 calc PR C 1 C16 C 0.3479(12) 1.0548(11) 0.0220(6) 0.105(5) Uani 0.50 1 d PDU C 1 H16A H 0.4317 1.0553 0.0373 0.158 Uiso 0.50 1 calc PR C 1 H16B H 0.3582 1.0239 -0.0094 0.158 Uiso 0.50 1 calc PR C 1 H16C H 0.2892 0.9978 0.0385 0.158 Uiso 0.50 1 calc PR C 1 C16A C 0.3529(19) 1.0798(19) 0.0420(4) 0.137(7) Uani 0.50 1 d PDU C 2 H16D H 0.4468 1.0741 0.0411 0.205 Uiso 0.50 1 calc PR C 2 H16E H 0.3161 0.9932 0.0408 0.205 Uiso 0.50 1 calc PR C 2 H16F H 0.3262 1.1221 0.0703 0.205 Uiso 0.50 1 calc PR C 2 C17A C 0.3079(4) 1.1535(19) 0.0032(5) 0.142(6) Uani 0.50 1 d PDU C 2 H17C H 0.3532 1.2371 0.0035 0.170 Uiso 0.50 1 calc PR C 2 H17D H 0.3345 1.1078 -0.0249 0.170 Uiso 0.50 1 calc PR C 2 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 Li1 0.038(2) 0.038(2) 0.092(5) 0.001(3) -0.001(3) -0.006(3) O1 0.0689(15) 0.0689(15) 0.104(3) 0.0223(17) -0.0223(17) -0.035(2) N1 0.0357(11) 0.0340(11) 0.0528(13) -0.0028(10) 0.0076(10) -0.0053(10) C1 0.166(10) 0.075(5) 0.093(5) -0.001(4) 0.051(6) -0.023(6) C1A 0.044(5) 0.137(10) 0.091(7) 0.047(7) 0.023(5) -0.007(6) C2 0.060(6) 0.066(5) 0.062(6) -0.008(4) 0.026(4) -0.010(4) C2A 0.033(5) 0.047(6) 0.056(5) 0.002(5) 0.013(4) -0.002(4) C3 0.068(4) 0.092(5) 0.076(4) -0.035(4) 0.023(3) -0.011(4) C3A 0.100(10) 0.114(11) 0.054(6) 0.001(6) -0.010(6) -0.019(9) C4 0.094(3) 0.094(3) 0.102(3) -0.001(3) 0.036(3) 0.000(3) C5 0.061(2) 0.066(2) 0.0496(16) -0.0080(15) -0.0045(15) 0.0061(18) C6 0.14(2) 0.15(2) 0.050(7) -0.026(9) 0.025(11) -0.048(15) C6A 0.074(8) 0.083(8) 0.094(15) -0.040(9) 0.007(7) -0.014(6) C7 0.0344(13) 0.0319(12) 0.0618(16) -0.0064(12) 0.0063(12) -0.0057(12) C8 0.0397(15) 0.0470(15) 0.0580(16) -0.0081(13) -0.0072(12) -0.0003(14) C9 0.0511(18) 0.063(2) 0.072(2) -0.0116(16) -0.0167(16) 0.0083(17) C10 0.0354(15) 0.0514(17) 0.092(2) -0.0099(17) -0.0094(16) 0.0030(14) C11 0.0374(14) 0.0463(16) 0.090(2) -0.0136(17) 0.0190(16) -0.0020(14) C12 0.0472(16) 0.0488(16) 0.073(2) 0.0021(15) 0.0201(15) 0.0022(15) C13 0.0389(13) 0.0361(13) 0.0311(11) -0.0051(10) 0.0049(10) -0.0079(11) C14 0.0493(16) 0.0372(14) 0.0434(14) 0.0000(12) -0.0004(12) -0.0067(13) C15 0.0580(18) 0.0423(15) 0.0455(14) 0.0035(12) -0.0040(14) -0.0203(14) C17 0.093(8) 0.124(9) 0.111(10) -0.051(8) -0.017(7) -0.033(7) C16 0.055(6) 0.112(9) 0.150(14) -0.033(10) -0.026(8) -0.015(6) C16A 0.134(13) 0.187(17) 0.090(9) 0.033(10) 0.027(9) 0.066(13) C17A 0.053(6) 0.267(18) 0.106(10) 0.051(11) -0.013(5) -0.067(10) _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 Li1 O1 1.882(7) . ? Li1 N1 1.974(6) 7_465 ? Li1 N1 1.974(6) . ? O1 C17 1.380(2) . ? O1 C17 1.380(2) 7_465 ? O1 C17A 1.381(2) . ? O1 C17A 1.381(2) 7_465 ? N1 C13 1.341(3) . ? N1 C7 1.415(4) . ? C1 C2 1.505(11) . ? C1A C2A 1.521(13) . ? C2 C3 1.510(10) . ? C2 C12 1.608(10) . ? C2A C12 1.444(12) . ? C2A C3A 1.521(14) . ? C4 C5 1.505(6) . ? C5 C6A 1.47(2) . ? C5 C8 1.519(4) . ? C5 C6 1.59(3) . ? C7 C8 1.401(4) . ? C7 C12 1.411(4) . ? C8 C9 1.403(5) . ? C9 C10 1.377(5) . ? C10 C11 1.362(5) . ? C11 C12 1.390(5) . ? C13 C14 1.422(4) . ? C13 C13 1.478(5) 7_465 ? C14 C15 1.364(4) . ? C15 C15 1.400(6) 7_465 ? C17 C16 1.448(2) . ? C16A C17A 1.448(2) . ? 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 Li1 N1 136.67(16) . 7_465 ? O1 Li1 N1 136.67(16) . . ? N1 Li1 N1 86.7(3) 7_465 . ? C17 O1 C17 97.3(13) . 7_465 ? C17 O1 C17A 98.7(7) 7_465 . ? C17 O1 C17A 98.7(7) . 7_465 ? C17A O1 C17A 111.4(17) . 7_465 ? C17 O1 Li1 131.4(6) . . ? C17 O1 Li1 131.4(6) 7_465 . ? C17A O1 Li1 124.3(9) . . ? C17A O1 Li1 124.3(9) 7_465 . ? C13 N1 C7 117.8(2) . . ? C13 N1 Li1 109.4(2) . . ? C7 N1 Li1 132.9(2) . . ? C1 C2 C3 108.4(6) . . ? C1 C2 C12 108.1(8) . . ? C3 C2 C12 116.1(7) . . ? C12 C2A C3A 103.7(8) . . ? C12 C2A C1A 117.3(8) . . ? C3A C2A C1A 112.1(11) . . ? C6A C5 C4 115.6(11) . . ? C6A C5 C8 112.9(10) . . ? C4 C5 C8 114.5(3) . . ? C4 C5 C6 103.1(10) . . ? C8 C5 C6 107.8(9) . . ? C8 C7 C12 120.4(3) . . ? C8 C7 N1 120.2(3) . . ? C12 C7 N1 119.4(3) . . ? C7 C8 C9 118.2(3) . . ? C7 C8 C5 121.4(3) . . ? C9 C8 C5 120.4(3) . . ? C10 C9 C8 121.5(3) . . ? C11 C10 C9 119.4(3) . . ? C10 C11 C12 122.1(3) . . ? C11 C12 C7 118.4(3) . . ? C11 C12 C2A 119.7(5) . . ? C7 C12 C2A 119.8(5) . . ? C11 C12 C2 122.6(4) . . ? C7 C12 C2 118.0(4) . . ? N1 C13 C14 125.0(3) . . ? N1 C13 C13 117.31(15) . 7_465 ? C14 C13 C13 117.66(16) . 7_465 ? C15 C14 C13 121.5(3) . . ? C14 C15 C15 120.82(18) . 7_465 ? O1 C17 C16 107.3(8) . . ? O1 C17A C16A 117.9(11) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.228 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.041 _database_code_depnum_ccdc_archive 'CCDC 935017'