# 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_ludad _database_code_depnum_ccdc_archive 'CCDC 915562' #TrackingRef 'data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H55 Cl2 Lu N2 O2' _chemical_formula_weight 793.69 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Lu Lu -0.4720 5.8584 '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 10.22474(15) _cell_length_b 19.8935(2) _cell_length_c 18.6553(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.4496(13) _cell_angle_gamma 90.00 _cell_volume 3705.37(8) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 20650 _cell_measurement_theta_min 2.8848 _cell_measurement_theta_max 32.5570 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.423 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 2.840 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6005 _exptl_absorpt_correction_T_max 0.8710 _exptl_absorpt_process_details ; SCALE3 ABSPACK, CrysAlisPro, Agilent Technologies (2012) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 Xcalibur,Eos _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 75908 _diffrn_reflns_av_R_equivalents 0.0843 _diffrn_reflns_av_sigmaI/netI 0.0580 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.89 _diffrn_reflns_theta_max 30.00 _reflns_number_total 10778 _reflns_number_gt 8038 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Agilent Technologies' _computing_cell_refinement 'CrysAlisPro, Agilent Technologies' _computing_data_reduction 'CrysAlisPro, Agilent Technologies' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0199P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10778 _refine_ls_number_parameters 391 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0533 _refine_ls_wR_factor_gt 0.0497 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.965 _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 Lu1 Lu -0.170795(9) 0.602750(5) 0.107959(5) 0.01245(2) Uani 1 1 d . . . Cl1 Cl -0.39728(5) 0.56422(3) 0.12738(3) 0.01615(11) Uani 1 1 d . . . Cl2 Cl 0.04247(5) 0.61177(3) 0.06039(3) 0.02012(12) Uani 1 1 d . . . O1 O -0.28003(15) 0.61580(7) -0.01451(8) 0.0172(4) Uani 1 1 d . . . O2 O -0.12881(15) 0.48767(7) 0.11028(8) 0.0194(4) Uani 1 1 d . . . N1 N -0.07469(17) 0.62158(8) 0.23166(9) 0.0127(4) Uani 1 1 d . . . N2 N -0.19650(17) 0.71422(8) 0.13565(9) 0.0124(4) Uani 1 1 d . . . C1 C -0.0976(2) 0.68068(10) 0.25957(11) 0.0134(5) Uani 1 1 d . . . C2 C -0.1689(2) 0.73141(10) 0.20690(11) 0.0127(5) Uani 1 1 d . . . C3 C -0.0561(2) 0.69841(11) 0.33580(12) 0.0240(6) Uani 1 1 d . . . H3A H -0.0088 0.6668 0.3699 0.029 Uiso 0.62(2) 1 calc PR A 1 H3B H -0.0759 0.7417 0.3520 0.029 Uiso 0.62(2) 1 calc PR A 1 H3C H -0.0831 0.6629 0.3661 0.036 Uiso 0.38(2) 1 calc PR A 2 H3D H -0.0983 0.7409 0.3448 0.036 Uiso 0.38(2) 1 calc PR A 2 H3E H 0.0415 0.7035 0.3485 0.036 Uiso 0.38(2) 1 calc PR A 2 C4 C -0.2023(3) 0.79387(11) 0.23476(12) 0.0232(6) Uani 1 1 d . . . H4A H -0.1206 0.8159 0.2615 0.035 Uiso 0.62(2) 1 calc PR A 1 H4B H -0.2631 0.7863 0.2680 0.035 Uiso 0.62(2) 1 calc PR A 1 H4C H -0.2464 0.8226 0.1940 0.035 Uiso 0.62(2) 1 calc PR A 1 H4D H -0.2476 0.8272 0.2022 0.028 Uiso 0.38(2) 1 calc PR A 2 H4E H -0.1794 0.8024 0.2860 0.028 Uiso 0.38(2) 1 calc PR A 2 C5 C -0.0023(2) 0.57216(10) 0.28154(11) 0.0132(5) Uani 1 1 d . . . C6 C -0.0714(2) 0.52968(10) 0.32075(11) 0.0149(5) Uani 1 1 d . . . C7 C 0.0012(2) 0.47982(11) 0.36533(12) 0.0198(5) Uani 1 1 d . . . H7A H -0.0444 0.4501 0.3914 0.024 Uiso 1 1 calc R . . C8 C 0.1375(2) 0.47295(11) 0.37225(12) 0.0223(6) Uani 1 1 d . . . H8A H 0.1847 0.4384 0.4023 0.027 Uiso 1 1 calc R . . C9 C 0.2052(2) 0.51646(11) 0.33538(12) 0.0199(5) Uani 1 1 d . . . H9A H 0.2994 0.5118 0.3410 0.024 Uiso 1 1 calc R . . C10 C 0.1380(2) 0.56733(10) 0.28977(11) 0.0153(5) Uani 1 1 d . . . C11 C 0.2185(2) 0.61665(11) 0.25327(12) 0.0191(5) Uani 1 1 d . . . H11A H 0.1540 0.6426 0.2154 0.023 Uiso 1 1 calc R . . C12 C 0.2931(3) 0.66645(13) 0.31030(13) 0.0327(7) Uani 1 1 d . . . H12A H 0.3449 0.6976 0.2867 0.049 Uiso 1 1 calc R . . H12B H 0.3537 0.6418 0.3493 0.049 Uiso 1 1 calc R . . H12C H 0.2283 0.6918 0.3314 0.049 Uiso 1 1 calc R . . C13 C 0.3176(2) 0.58181(13) 0.21528(14) 0.0296(6) Uani 1 1 d . . . H13A H 0.3665 0.6156 0.1933 0.044 Uiso 1 1 calc R . . H13B H 0.2690 0.5520 0.1768 0.044 Uiso 1 1 calc R . . H13C H 0.3810 0.5554 0.2513 0.044 Uiso 1 1 calc R . . C14 C -0.2201(2) 0.53756(11) 0.31873(12) 0.0172(5) Uani 1 1 d . . . H14A H -0.2563 0.5727 0.2814 0.021 Uiso 1 1 calc R . . C15 C -0.2974(2) 0.47217(11) 0.29585(13) 0.0239(6) Uani 1 1 d . . . H15A H -0.2809 0.4570 0.2486 0.036 Uiso 1 1 calc R . . H15B H -0.3935 0.4802 0.2911 0.036 Uiso 1 1 calc R . . H15C H -0.2673 0.4376 0.3332 0.036 Uiso 1 1 calc R . . C16 C -0.2458(3) 0.56074(13) 0.39288(13) 0.0273(6) Uani 1 1 d . . . H16A H -0.1970 0.6026 0.4077 0.041 Uiso 1 1 calc R . . H16B H -0.2150 0.5260 0.4300 0.041 Uiso 1 1 calc R . . H16C H -0.3420 0.5684 0.3884 0.041 Uiso 1 1 calc R . . C17 C -0.2506(2) 0.76774(10) 0.08593(10) 0.0121(5) Uani 1 1 d . . . C18 C -0.1607(2) 0.80917(10) 0.05854(10) 0.0122(4) Uani 1 1 d . . . C19 C -0.2140(2) 0.86263(10) 0.01256(11) 0.0162(5) Uani 1 1 d . . . H19A H -0.1550 0.8912 -0.0064 0.019 Uiso 1 1 calc R . . C20 C -0.3501(2) 0.87484(11) -0.00596(11) 0.0166(5) Uani 1 1 d . . . H20A H -0.3840 0.9114 -0.0373 0.020 Uiso 1 1 calc R . . C21 C -0.4364(2) 0.83370(10) 0.02129(11) 0.0156(5) Uani 1 1 d . . . H21A H -0.5299 0.8425 0.0085 0.019 Uiso 1 1 calc R . . C22 C -0.3897(2) 0.77933(10) 0.06728(11) 0.0127(5) Uani 1 1 d . . . C23 C -0.4898(2) 0.73675(11) 0.09701(11) 0.0148(5) Uani 1 1 d . . . H23A H -0.4386 0.7017 0.1300 0.018 Uiso 1 1 calc R . . C24 C -0.5862(2) 0.70075(11) 0.03399(12) 0.0200(5) Uani 1 1 d . . . H24A H -0.6505 0.6740 0.0540 0.030 Uiso 1 1 calc R . . H24B H -0.5351 0.6711 0.0082 0.030 Uiso 1 1 calc R . . H24C H -0.6345 0.7342 -0.0004 0.030 Uiso 1 1 calc R . . C25 C -0.5685(2) 0.77850(12) 0.14204(13) 0.0235(6) Uani 1 1 d . . . H25A H -0.6328 0.7496 0.1594 0.035 Uiso 1 1 calc R . . H25B H -0.6166 0.8145 0.1113 0.035 Uiso 1 1 calc R . . H25C H -0.5065 0.7982 0.1842 0.035 Uiso 1 1 calc R . . C26 C -0.0106(2) 0.79895(11) 0.07912(12) 0.0171(5) Uani 1 1 d . . . H26A H 0.0066 0.7538 0.1028 0.020 Uiso 1 1 calc R . . C27 C 0.0544(2) 0.79993(13) 0.01237(13) 0.0270(6) Uani 1 1 d . . . H27A H 0.0123 0.7657 -0.0229 0.040 Uiso 1 1 calc R . . H27B H 0.1503 0.7904 0.0282 0.040 Uiso 1 1 calc R . . H27C H 0.0420 0.8443 -0.0109 0.040 Uiso 1 1 calc R . . C28 C 0.0555(2) 0.85175(13) 0.13511(13) 0.0307(7) Uani 1 1 d . . . H28A H 0.0129 0.8511 0.1774 0.046 Uiso 1 1 calc R . . H28B H 0.0448 0.8964 0.1123 0.046 Uiso 1 1 calc R . . H28C H 0.1511 0.8415 0.1514 0.046 Uiso 1 1 calc R . . C29 C -0.2507(2) 0.66560(11) -0.06681(11) 0.0196(5) Uani 1 1 d . . . H29A H -0.1529 0.6693 -0.0630 0.024 Uiso 1 1 calc R . . H29B H -0.2857 0.7103 -0.0570 0.024 Uiso 1 1 calc R . . C30 C -0.3195(2) 0.64082(12) -0.14223(12) 0.0205(5) Uani 1 1 d . . . H30A H -0.2590 0.6122 -0.1640 0.025 Uiso 1 1 calc R . . H30B H -0.3513 0.6788 -0.1758 0.025 Uiso 1 1 calc R . . C31 C -0.4363(2) 0.60032(12) -0.12627(11) 0.0205(5) Uani 1 1 d . . . H31A H -0.5111 0.6300 -0.1206 0.025 Uiso 1 1 calc R . . H31B H -0.4692 0.5672 -0.1656 0.025 Uiso 1 1 calc R . . C32 C -0.3742(2) 0.56585(11) -0.05488(12) 0.0213(6) Uani 1 1 d . . . H32A H -0.4434 0.5540 -0.0272 0.026 Uiso 1 1 calc R . . H32B H -0.3265 0.5245 -0.0639 0.026 Uiso 1 1 calc R . . C33 C -0.2237(2) 0.43364(11) 0.08105(14) 0.0252(6) Uani 1 1 d . . . H33A H -0.2453 0.4347 0.0267 0.030 Uiso 1 1 calc R . . H33B H -0.3077 0.4390 0.0987 0.030 Uiso 1 1 calc R . . C34 C -0.1556(2) 0.36809(11) 0.10849(13) 0.0240(6) Uani 1 1 d . . . H34A H -0.1280 0.3433 0.0682 0.029 Uiso 1 1 calc R . . H34B H -0.2157 0.3392 0.1302 0.029 Uiso 1 1 calc R . . C35 C -0.0337(2) 0.38991(12) 0.16654(12) 0.0243(6) Uani 1 1 d . . . H35A H -0.0565 0.3957 0.2151 0.029 Uiso 1 1 calc R . . H35B H 0.0406 0.3572 0.1709 0.029 Uiso 1 1 calc R . . C36 C 0.0014(2) 0.45640(11) 0.13593(13) 0.0204(5) Uani 1 1 d . . . H36A H 0.0590 0.4839 0.1744 0.025 Uiso 1 1 calc R . . H36B H 0.0477 0.4495 0.0950 0.025 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 Lu1 0.01355(4) 0.01342(4) 0.01087(3) -0.00348(4) 0.00376(3) -0.00196(4) Cl1 0.0152(2) 0.0145(2) 0.0200(2) -0.0008(2) 0.0064(2) -0.0010(2) Cl2 0.0167(2) 0.0286(3) 0.0165(2) -0.0010(2) 0.0066(2) 0.0000(2) O1 0.0195(8) 0.0178(8) 0.0132(7) 0.0023(6) 0.0010(6) -0.0059(6) O2 0.0170(8) 0.0126(7) 0.0276(8) -0.0029(6) 0.0026(7) 0.0000(6) N1 0.0115(8) 0.0133(9) 0.0133(8) 0.0013(7) 0.0031(7) 0.0013(7) N2 0.0134(9) 0.0101(8) 0.0125(8) 0.0024(7) 0.0004(7) -0.0017(7) C1 0.0153(10) 0.0124(10) 0.0130(10) 0.0002(8) 0.0040(8) 0.0002(8) C2 0.0146(10) 0.0115(9) 0.0118(9) 0.0007(8) 0.0026(8) 0.0010(8) C3 0.0340(14) 0.0166(11) 0.0176(11) -0.0021(9) -0.0026(11) 0.0042(10) C4 0.0354(14) 0.0190(11) 0.0124(10) 0.0013(9) -0.0006(10) 0.0028(10) C5 0.0191(11) 0.0106(9) 0.0090(9) -0.0024(8) 0.0009(8) 0.0021(9) C6 0.0202(11) 0.0130(10) 0.0106(9) -0.0024(8) 0.0018(9) -0.0001(9) C7 0.0295(13) 0.0133(10) 0.0153(10) 0.0038(9) 0.0017(10) 0.0002(10) C8 0.0311(14) 0.0155(11) 0.0175(11) 0.0026(9) -0.0010(10) 0.0071(10) C9 0.0205(12) 0.0199(11) 0.0170(11) -0.0026(9) -0.0012(10) 0.0065(10) C10 0.0195(11) 0.0138(10) 0.0117(10) -0.0023(8) 0.0018(9) 0.0028(9) C11 0.0170(11) 0.0232(13) 0.0171(10) 0.0038(9) 0.0037(9) 0.0011(9) C12 0.0418(16) 0.0315(14) 0.0268(13) -0.0042(11) 0.0120(12) -0.0127(12) C13 0.0225(13) 0.0381(15) 0.0310(13) -0.0007(11) 0.0121(11) 0.0051(11) C14 0.0209(12) 0.0150(10) 0.0161(10) 0.0013(9) 0.0047(9) -0.0026(9) C15 0.0269(13) 0.0195(12) 0.0247(12) -0.0007(10) 0.0043(11) -0.0043(10) C16 0.0288(14) 0.0306(13) 0.0234(12) -0.0079(11) 0.0077(11) -0.0014(11) C17 0.0165(10) 0.0112(9) 0.0080(9) -0.0030(8) 0.0014(8) 0.0023(8) C18 0.0175(10) 0.0114(9) 0.0080(9) -0.0023(8) 0.0032(8) -0.0011(8) C19 0.0234(12) 0.0133(10) 0.0124(10) 0.0010(8) 0.0051(9) -0.0031(9) C20 0.0230(12) 0.0151(10) 0.0101(10) 0.0031(8) 0.0002(9) 0.0031(9) C21 0.0160(11) 0.0163(10) 0.0120(10) -0.0028(8) -0.0028(9) 0.0024(9) C22 0.0159(10) 0.0107(9) 0.0112(9) -0.0026(8) 0.0023(8) -0.0005(8) C23 0.0121(10) 0.0155(10) 0.0165(10) 0.0007(8) 0.0028(9) 0.0013(8) C24 0.0164(11) 0.0190(11) 0.0235(11) -0.0049(9) 0.0019(9) -0.0024(9) C25 0.0245(12) 0.0237(12) 0.0250(12) -0.0024(10) 0.0112(10) 0.0010(10) C26 0.0148(11) 0.0171(11) 0.0198(11) 0.0044(9) 0.0049(9) 0.0007(9) C27 0.0216(12) 0.0350(14) 0.0270(12) 0.0000(11) 0.0111(10) 0.0007(11) C28 0.0175(12) 0.0439(16) 0.0287(13) -0.0092(12) 0.0007(11) -0.0017(12) C29 0.0213(12) 0.0219(11) 0.0147(10) 0.0035(9) 0.0018(9) -0.0065(10) C30 0.0222(12) 0.0239(12) 0.0145(11) 0.0007(9) 0.0020(9) -0.0031(10) C31 0.0208(11) 0.0232(11) 0.0152(10) 0.0009(10) -0.0012(9) -0.0054(11) C32 0.0266(13) 0.0169(11) 0.0174(11) -0.0024(9) -0.0021(10) -0.0075(10) C33 0.0185(12) 0.0159(11) 0.0391(14) -0.0107(10) 0.0017(11) -0.0031(10) C34 0.0313(14) 0.0168(10) 0.0279(12) 0.0029(11) 0.0156(11) -0.0011(10) C35 0.0290(12) 0.0236(12) 0.0222(11) 0.0049(10) 0.0097(10) 0.0078(11) C36 0.0156(11) 0.0174(11) 0.0274(12) -0.0046(10) 0.0026(10) 0.0047(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Lu1 N2 2.3048(17) . ? Lu1 O2 2.3280(14) . ? Lu1 O1 2.3312(13) . ? Lu1 N1 2.3353(16) . ? Lu1 Cl2 2.5316(6) . ? Lu1 Cl1 2.5383(5) . ? O1 C29 1.466(3) . ? O1 C32 1.473(2) . ? O2 C36 1.454(3) . ? O2 C33 1.471(3) . ? N1 C1 1.327(3) . ? N1 C5 1.443(3) . ? N2 C2 1.342(3) . ? N2 C17 1.442(2) . ? C1 C3 1.438(3) . ? C1 C2 1.485(3) . ? C2 C4 1.417(3) . ? C5 C6 1.404(3) . ? C5 C10 1.413(3) . ? C6 C7 1.400(3) . ? C6 C14 1.520(3) . ? C7 C8 1.378(3) . ? C8 C9 1.381(3) . ? C9 C10 1.403(3) . ? C10 C11 1.531(3) . ? C11 C13 1.523(3) . ? C11 C12 1.531(3) . ? C14 C16 1.534(3) . ? C14 C15 1.534(3) . ? C17 C22 1.408(3) . ? C17 C18 1.410(3) . ? C18 C19 1.401(3) . ? C18 C26 1.514(3) . ? C19 C20 1.381(3) . ? C20 C21 1.379(3) . ? C21 C22 1.399(3) . ? C22 C23 1.522(3) . ? C23 C25 1.528(3) . ? C23 C24 1.539(3) . ? C26 C28 1.532(3) . ? C26 C27 1.532(3) . ? C29 C30 1.513(3) . ? C30 C31 1.522(3) . ? C31 C32 1.511(3) . ? C33 C34 1.514(3) . ? C34 C35 1.527(3) . ? C35 C36 1.514(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 N2 Lu1 O2 166.29(5) . . ? N2 Lu1 O1 93.38(5) . . ? O2 Lu1 O1 100.09(5) . . ? N2 Lu1 N1 70.62(6) . . ? O2 Lu1 N1 95.90(5) . . ? O1 Lu1 N1 164.00(5) . . ? N2 Lu1 Cl2 99.14(5) . . ? O2 Lu1 Cl2 84.66(4) . . ? O1 Lu1 Cl2 85.15(4) . . ? N1 Lu1 Cl2 97.14(5) . . ? N2 Lu1 Cl1 96.14(5) . . ? O2 Lu1 Cl1 82.57(4) . . ? O1 Lu1 Cl1 85.09(4) . . ? N1 Lu1 Cl1 96.31(5) . . ? Cl2 Lu1 Cl1 162.306(17) . . ? C29 O1 C32 108.70(15) . . ? C29 O1 Lu1 127.16(11) . . ? C32 O1 Lu1 123.25(12) . . ? C36 O2 C33 107.04(16) . . ? C36 O2 Lu1 125.38(12) . . ? C33 O2 Lu1 127.40(12) . . ? C1 N1 C5 117.38(16) . . ? C1 N1 Lu1 117.22(13) . . ? C5 N1 Lu1 125.16(12) . . ? C2 N2 C17 114.75(16) . . ? C2 N2 Lu1 117.21(13) . . ? C17 N2 Lu1 127.79(12) . . ? N1 C1 C3 124.46(19) . . ? N1 C1 C2 116.45(17) . . ? C3 C1 C2 119.07(19) . . ? N2 C2 C4 124.81(18) . . ? N2 C2 C1 116.77(18) . . ? C4 C2 C1 118.42(18) . . ? C6 C5 C10 121.06(19) . . ? C6 C5 N1 120.01(19) . . ? C10 C5 N1 118.93(19) . . ? C7 C6 C5 118.3(2) . . ? C7 C6 C14 119.2(2) . . ? C5 C6 C14 122.54(19) . . ? C8 C7 C6 121.5(2) . . ? C7 C8 C9 119.8(2) . . ? C8 C9 C10 121.4(2) . . ? C9 C10 C5 117.9(2) . . ? C9 C10 C11 119.5(2) . . ? C5 C10 C11 122.59(18) . . ? C13 C11 C12 109.6(2) . . ? C13 C11 C10 112.99(19) . . ? C12 C11 C10 109.90(18) . . ? C6 C14 C16 111.95(18) . . ? C6 C14 C15 111.85(19) . . ? C16 C14 C15 109.1(2) . . ? C22 C17 C18 121.14(18) . . ? C22 C17 N2 120.47(19) . . ? C18 C17 N2 118.36(18) . . ? C19 C18 C17 117.9(2) . . ? C19 C18 C26 119.76(19) . . ? C17 C18 C26 122.30(18) . . ? C20 C19 C18 121.6(2) . . ? C21 C20 C19 119.60(19) . . ? C20 C21 C22 121.6(2) . . ? C21 C22 C17 118.1(2) . . ? C21 C22 C23 119.10(19) . . ? C17 C22 C23 122.76(18) . . ? C22 C23 C25 111.90(18) . . ? C22 C23 C24 110.55(17) . . ? C25 C23 C24 110.27(18) . . ? C18 C26 C28 110.79(19) . . ? C18 C26 C27 112.68(17) . . ? C28 C26 C27 109.92(19) . . ? O1 C29 C30 106.14(17) . . ? C29 C30 C31 102.55(18) . . ? C32 C31 C30 102.39(17) . . ? O1 C32 C31 104.39(17) . . ? O2 C33 C34 106.59(18) . . ? C33 C34 C35 103.91(18) . . ? C36 C35 C34 101.79(17) . . ? O2 C36 C35 102.89(18) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.003 _refine_diff_density_min -0.780 _refine_diff_density_rms 0.119 data_ydadcl1m _database_code_depnum_ccdc_archive 'CCDC 915563' #TrackingRef 'data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H55 Cl2 N2 O2 Y' _chemical_formula_weight 707.63 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 '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 13.6998(7) _cell_length_b 17.3673(9) _cell_length_c 15.5199(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.2480(10) _cell_angle_gamma 90.00 _cell_volume 3692.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 950 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.273 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1496 _exptl_absorpt_coefficient_mu 1.756 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6034 _exptl_absorpt_correction_T_max 0.8170 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1998)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23765 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.1266 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.17 _diffrn_reflns_theta_max 27.00 _reflns_number_total 15419 _reflns_number_gt 11898 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.133(7) _refine_ls_number_reflns 15419 _refine_ls_number_parameters 786 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0750 _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.1250 _refine_ls_wR_factor_gt 0.1150 _refine_ls_goodness_of_fit_ref 0.923 _refine_ls_restrained_S_all 0.924 _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 Y1A Y -0.27362(2) 0.00268(3) -0.06460(2) 0.01991(8) Uani 1 1 d . . . Cl1A Cl -0.38697(8) -0.03278(8) 0.06158(7) 0.0336(3) Uani 1 1 d . . . Cl2A Cl -0.22151(8) 0.09468(7) -0.18531(7) 0.0286(3) Uani 1 1 d . . . N1A N -0.1295(2) -0.0547(2) -0.0253(2) 0.0194(8) Uani 1 1 d . . . N2A N -0.2474(3) -0.1216(2) -0.1356(2) 0.0200(8) Uani 1 1 d . . . C1A C -0.0905(3) -0.1146(3) -0.0708(3) 0.0230(10) Uani 1 1 d . . . C2A C 0.0013(3) -0.1454(3) -0.0612(3) 0.0328(13) Uani 1 1 d . . . H2AA H 0.0449 -0.1248 -0.0194 0.039 Uiso 1 1 calc R . . H2AB H 0.0211 -0.1873 -0.0964 0.039 Uiso 1 1 calc R . . C3A C -0.1602(3) -0.1504(3) -0.1333(3) 0.0239(11) Uani 1 1 d . . . C4A C -0.1284(4) -0.2155(3) -0.1889(3) 0.0371(13) Uani 1 1 d . . . H4AA H -0.1854 -0.2382 -0.2175 0.056 Uiso 1 1 calc R . . H4AB H -0.0960 -0.2547 -0.1534 0.056 Uiso 1 1 calc R . . H4AC H -0.0827 -0.1965 -0.2325 0.056 Uiso 1 1 calc R . . C5A C -0.0676(3) -0.0254(3) 0.0444(3) 0.0250(11) Uani 1 1 d . . . C6A C -0.0869(3) -0.0524(3) 0.1295(3) 0.0297(12) Uani 1 1 d . . . C7A C -0.0300(4) -0.0203(3) 0.1955(3) 0.0388(15) Uani 1 1 d . . . H7AA H -0.0401 -0.0374 0.2530 0.047 Uiso 1 1 calc R . . C8A C 0.0395(4) 0.0346(4) 0.1806(3) 0.0446(16) Uani 1 1 d . . . H8AA H 0.0759 0.0558 0.2271 0.053 Uiso 1 1 calc R . . C9A C 0.0559(4) 0.0587(3) 0.0976(3) 0.0389(14) Uani 1 1 d . . . H9AA H 0.1046 0.0965 0.0875 0.047 Uiso 1 1 calc R . . C10A C 0.0034(3) 0.0294(3) 0.0274(3) 0.0254(11) Uani 1 1 d . . . C11A C -0.1623(4) -0.1135(3) 0.1476(3) 0.0323(12) Uani 1 1 d . . . H11A H -0.2093 -0.1140 0.0981 0.039 Uiso 1 1 calc R . . C12A C -0.1147(5) -0.1931(4) 0.1522(4) 0.0537(17) Uani 1 1 d . . . H12A H -0.0731 -0.2007 0.1017 0.081 Uiso 1 1 calc R . . H12B H -0.1656 -0.2328 0.1530 0.081 Uiso 1 1 calc R . . H12C H -0.0751 -0.1969 0.2047 0.081 Uiso 1 1 calc R . . C13A C -0.2201(4) -0.0986(4) 0.2285(3) 0.0459(15) Uani 1 1 d . . . H13A H -0.2577 -0.0509 0.2218 0.069 Uiso 1 1 calc R . . H13B H -0.1754 -0.0936 0.2776 0.069 Uiso 1 1 calc R . . H13C H -0.2649 -0.1417 0.2387 0.069 Uiso 1 1 calc R . . C14A C 0.0283(3) 0.0563(3) -0.0631(3) 0.0329(12) Uani 1 1 d . . . H14A H -0.0149 0.0279 -0.1043 0.039 Uiso 1 1 calc R . . C15A C 0.1336(4) 0.0386(4) -0.0866(3) 0.0424(15) Uani 1 1 d . . . H15A H 0.1434 -0.0173 -0.0871 0.064 Uiso 1 1 calc R . . H15B H 0.1774 0.0620 -0.0440 0.064 Uiso 1 1 calc R . . H15C H 0.1477 0.0596 -0.1438 0.064 Uiso 1 1 calc R . . C16A C 0.0070(4) 0.1419(4) -0.0728(4) 0.0481(17) Uani 1 1 d . . . H16A H -0.0616 0.1518 -0.0590 0.072 Uiso 1 1 calc R . . H16B H 0.0199 0.1578 -0.1323 0.072 Uiso 1 1 calc R . . H16C H 0.0490 0.1712 -0.0335 0.072 Uiso 1 1 calc R . . C17A C -0.3229(3) -0.1602(3) -0.1864(3) 0.0223(10) Uani 1 1 d . . . C18A C -0.3843(3) -0.2110(3) -0.1431(3) 0.0238(11) Uani 1 1 d . . . C19A C -0.4594(3) -0.2451(3) -0.1905(3) 0.0315(12) Uani 1 1 d . . . H19A H -0.5002 -0.2819 -0.1633 0.038 Uiso 1 1 calc R . . C20A C -0.4758(4) -0.2268(3) -0.2752(3) 0.0370(14) Uani 1 1 d . . . H20A H -0.5293 -0.2489 -0.3055 0.044 Uiso 1 1 calc R . . C21A C -0.4139(3) -0.1760(3) -0.3160(3) 0.0360(13) Uani 1 1 d . . . H21A H -0.4250 -0.1637 -0.3749 0.043 Uiso 1 1 calc R . . C22A C -0.3357(3) -0.1424(3) -0.2729(3) 0.0273(11) Uani 1 1 d . . . C23A C -0.3680(3) -0.2315(3) -0.0481(3) 0.0291(12) Uani 1 1 d . . . H23A H -0.3430 -0.1841 -0.0188 0.035 Uiso 1 1 calc R . . C24A C -0.2929(4) -0.2942(4) -0.0340(4) 0.0518(17) Uani 1 1 d . . . H24A H -0.2299 -0.2775 -0.0570 0.078 Uiso 1 1 calc R . . H24B H -0.3139 -0.3412 -0.0637 0.078 Uiso 1 1 calc R . . H24C H -0.2863 -0.3045 0.0278 0.078 Uiso 1 1 calc R . . C25A C -0.4641(4) -0.2540(4) -0.0034(4) 0.0452(15) Uani 1 1 d . . . H25A H -0.5121 -0.2127 -0.0112 0.068 Uiso 1 1 calc R . . H25B H -0.4520 -0.2618 0.0583 0.068 Uiso 1 1 calc R . . H25C H -0.4893 -0.3017 -0.0288 0.068 Uiso 1 1 calc R . . C26A C -0.2668(4) -0.0884(3) -0.3228(3) 0.0320(12) Uani 1 1 d U . . H26A H -0.2169 -0.0682 -0.2814 0.038 Uiso 1 1 calc R . . C27A C -0.2128(5) -0.1325(4) -0.3941(3) 0.0558(12) Uani 1 1 d U . . H27A H -0.1809 -0.1780 -0.3693 0.084 Uiso 1 1 calc R . . H27B H -0.1635 -0.0990 -0.4200 0.084 Uiso 1 1 calc R . . H27C H -0.2596 -0.1488 -0.4384 0.084 Uiso 1 1 calc R . . C28A C -0.3206(4) -0.0204(4) -0.3610(3) 0.0589(13) Uani 1 1 d . . . H28A H -0.3512 0.0093 -0.3148 0.088 Uiso 1 1 calc R . . H28B H -0.3709 -0.0389 -0.4010 0.088 Uiso 1 1 calc R . . H28C H -0.2744 0.0125 -0.3921 0.088 Uiso 1 1 calc R . . O1SA O -0.2493(2) 0.11534(19) 0.02092(19) 0.0326(9) Uani 1 1 d . B . C1SA C -0.2316(5) 0.1121(3) 0.1137(3) 0.0473(16) Uani 1 1 d D . . H1SA H -0.1825 0.0723 0.1281 0.057 Uiso 1 1 calc R A 1 H1SD H -0.2926 0.1010 0.1453 0.057 Uiso 1 1 calc R A 1 C2SA C -0.1944(6) 0.1904(4) 0.1348(5) 0.034(2) Uani 0.582(10) 1 d PD B 1 H2SA H -0.1236 0.1944 0.1234 0.041 Uiso 0.582(10) 1 calc PR B 1 H2SD H -0.2065 0.2033 0.1960 0.041 Uiso 0.582(10) 1 calc PR B 1 C2SQ C -0.2658(10) 0.1866(4) 0.1492(5) 0.046(4) Uani 0.418(10) 1 d PD B 2 H2SE H -0.2262 0.2020 0.1999 0.055 Uiso 0.418(10) 1 calc PR B 2 H2SF H -0.3352 0.1835 0.1664 0.055 Uiso 0.418(10) 1 calc PR B 2 C3SA C -0.2523(4) 0.2430(3) 0.0752(3) 0.0392(13) Uani 1 1 d D . . H3SA H -0.3170 0.2555 0.0998 0.047 Uiso 1 1 calc R B 1 H3SB H -0.2166 0.2915 0.0638 0.047 Uiso 1 1 calc R B 1 C4SA C -0.2624(4) 0.1952(3) -0.0057(3) 0.0341(13) Uani 1 1 d . B . H4SA H -0.3276 0.2026 -0.0320 0.041 Uiso 1 1 calc R . . H4SB H -0.2121 0.2100 -0.0482 0.041 Uiso 1 1 calc R . . O2SA O -0.42642(18) 0.0099(2) -0.14010(17) 0.0276(7) Uani 1 1 d . . . C5SA C -0.4639(4) 0.0842(3) -0.1684(3) 0.0371(13) Uani 1 1 d . . . H5SA H -0.4325 0.1004 -0.2228 0.044 Uiso 1 1 calc R . . H5SB H -0.4520 0.1242 -0.1240 0.044 Uiso 1 1 calc R . . C6SA C -0.5736(4) 0.0712(4) -0.1818(3) 0.0424(15) Uani 1 1 d . . . H6SA H -0.6114 0.1178 -0.1669 0.051 Uiso 1 1 calc R . . H6SB H -0.5882 0.0565 -0.2421 0.051 Uiso 1 1 calc R . . C7SA C -0.5958(3) 0.0060(4) -0.1207(3) 0.0379(12) Uani 1 1 d . . . H7SA H -0.6014 0.0245 -0.0606 0.046 Uiso 1 1 calc R . . H7SB H -0.6566 -0.0212 -0.1373 0.046 Uiso 1 1 calc R . . C8SA C -0.5080(3) -0.0444(3) -0.1320(3) 0.0349(13) Uani 1 1 d . . . H8SA H -0.4987 -0.0785 -0.0815 0.042 Uiso 1 1 calc R . . H8SB H -0.5144 -0.0765 -0.1845 0.042 Uiso 1 1 calc R . . Y1B Y -0.71669(2) 0.00280(3) -0.55733(2) 0.02092(9) Uani 1 1 d . . . Cl1B Cl -0.76607(9) 0.09929(7) -0.67487(7) 0.0311(3) Uani 1 1 d . . . Cl2B Cl -0.60370(9) -0.02665(9) -0.42712(8) 0.0424(4) Uani 1 1 d . . . N1B N -0.8603(3) -0.0579(2) -0.5248(2) 0.0235(9) Uani 1 1 d . . . N2B N -0.7410(2) -0.1151(2) -0.6402(2) 0.0191(8) Uani 1 1 d . . . C1B C -0.8992(3) -0.1150(3) -0.5754(3) 0.0245(11) Uani 1 1 d . . . C2B C -0.9900(3) -0.1446(3) -0.5694(3) 0.0351(14) Uani 1 1 d . . . H2BA H -1.0337 -0.1257 -0.5270 0.042 Uiso 1 1 calc R . . H2BB H -1.0102 -0.1843 -0.6076 0.042 Uiso 1 1 calc R . . C3B C -0.8281(3) -0.1471(3) -0.6391(3) 0.0233(11) Uani 1 1 d . . . C4B C -0.8574(4) -0.2119(3) -0.6936(3) 0.0388(14) Uani 1 1 d . . . H4BA H -0.8005 -0.2312 -0.7250 0.058 Uiso 1 1 calc R . . H4BB H -0.9073 -0.1948 -0.7349 0.058 Uiso 1 1 calc R . . H4BC H -0.8842 -0.2530 -0.6576 0.058 Uiso 1 1 calc R . . C5B C -0.9214(3) -0.0327(3) -0.4532(3) 0.0259(11) Uani 1 1 d . . . C6B C -0.9928(3) 0.0219(3) -0.4656(3) 0.0309(13) Uani 1 1 d . . . C7B C -1.0465(4) 0.0468(3) -0.3933(3) 0.0414(15) Uani 1 1 d . . . H7BA H -1.0966 0.0842 -0.4004 0.050 Uiso 1 1 calc R . . C8B C -1.0271(4) 0.0174(4) -0.3125(3) 0.0459(17) Uani 1 1 d . . . H8BA H -1.0627 0.0352 -0.2641 0.055 Uiso 1 1 calc R . . C9B C -0.9563(4) -0.0374(4) -0.3025(3) 0.0412(14) Uani 1 1 d . . . H9BA H -0.9448 -0.0583 -0.2468 0.049 Uiso 1 1 calc R . . C10B C -0.9008(4) -0.0636(3) -0.3706(3) 0.0345(13) Uani 1 1 d . . . C11B C -1.0155(3) 0.0567(3) -0.5543(3) 0.0372(14) Uani 1 1 d . . . H11B H -0.9737 0.0299 -0.5976 0.045 Uiso 1 1 calc R . . C12B C -1.1219(3) 0.0442(4) -0.5806(3) 0.0503(17) Uani 1 1 d . . . H12D H -1.1353 -0.0111 -0.5843 0.076 Uiso 1 1 calc R . . H12E H -1.1339 0.0682 -0.6368 0.076 Uiso 1 1 calc R . . H12F H -1.1648 0.0676 -0.5375 0.076 Uiso 1 1 calc R . . C13B C -0.9906(5) 0.1428(4) -0.5577(4) 0.058(2) Uani 1 1 d . . . H13D H -0.9216 0.1502 -0.5429 0.087 Uiso 1 1 calc R . . H13E H -1.0313 0.1708 -0.5165 0.087 Uiso 1 1 calc R . . H13F H -1.0030 0.1625 -0.6160 0.087 Uiso 1 1 calc R . . C14B C -0.8240(4) -0.1255(3) -0.3572(3) 0.0352(13) Uani 1 1 d . . . H14B H -0.7760 -0.1205 -0.4053 0.042 Uiso 1 1 calc R . . C15B C -0.8680(5) -0.2061(4) -0.3632(4) 0.0567(18) Uani 1 1 d . . . H15D H -0.9038 -0.2114 -0.4177 0.085 Uiso 1 1 calc R . . H15E H -0.9127 -0.2143 -0.3149 0.085 Uiso 1 1 calc R . . H15F H -0.8156 -0.2445 -0.3608 0.085 Uiso 1 1 calc R . . C16B C -0.7661(4) -0.1161(3) -0.2716(3) 0.0423(15) Uani 1 1 d . . . H16D H -0.7475 -0.0620 -0.2642 0.063 Uiso 1 1 calc R . . H16E H -0.7073 -0.1481 -0.2734 0.063 Uiso 1 1 calc R . . H16F H -0.8071 -0.1322 -0.2233 0.063 Uiso 1 1 calc R . . C17B C -0.6650(3) -0.1522(3) -0.6882(3) 0.0200(10) Uani 1 1 d . . . C18B C -0.6412(3) -0.1252(3) -0.7703(3) 0.0283(11) Uani 1 1 d . . . C19B C -0.5574(4) -0.1558(3) -0.8088(3) 0.0348(13) Uani 1 1 d . . . H19B H -0.5372 -0.1379 -0.8637 0.042 Uiso 1 1 calc R . . C20B C -0.5040(3) -0.2120(3) -0.7667(3) 0.0355(13) Uani 1 1 d . . . H20B H -0.4461 -0.2311 -0.7926 0.043 Uiso 1 1 calc R . . C21B C -0.5318(3) -0.2405(3) -0.6900(3) 0.0297(12) Uani 1 1 d . . . H21B H -0.4958 -0.2815 -0.6644 0.036 Uiso 1 1 calc R . . C22B C -0.6129(3) -0.2104(3) -0.6476(3) 0.0247(11) Uani 1 1 d . . . C23B C -0.7054(4) -0.0694(3) -0.8199(3) 0.0320(12) Uani 1 1 d . . . H23B H -0.7551 -0.0481 -0.7793 0.038 Uiso 1 1 calc R . . C24B C -0.7588(5) -0.1102(4) -0.8922(4) 0.0580(18) Uani 1 1 d . . . H24D H -0.8056 -0.0747 -0.9189 0.087 Uiso 1 1 calc R . . H24E H -0.7937 -0.1548 -0.8690 0.087 Uiso 1 1 calc R . . H24F H -0.7117 -0.1274 -0.9354 0.087 Uiso 1 1 calc R . . C25B C -0.6490(4) -0.0035(4) -0.8566(3) 0.0504(15) Uani 1 1 d . . . H25D H -0.6937 0.0314 -0.8868 0.076 Uiso 1 1 calc R . . H25E H -0.6003 -0.0231 -0.8971 0.076 Uiso 1 1 calc R . . H25F H -0.6161 0.0243 -0.8099 0.076 Uiso 1 1 calc R . . C26B C -0.6451(4) -0.2446(3) -0.5620(3) 0.0360(13) Uani 1 1 d . . . H26B H -0.7054 -0.2167 -0.5438 0.043 Uiso 1 1 calc R . . C27B C -0.6711(5) -0.3299(4) -0.5705(4) 0.0558(12) Uani 1 1 d . . . H27D H -0.7061 -0.3467 -0.5189 0.084 Uiso 1 1 calc R . . H27E H -0.6112 -0.3602 -0.5767 0.084 Uiso 1 1 calc R . . H27F H -0.7127 -0.3374 -0.6213 0.084 Uiso 1 1 calc R . . C28B C -0.5729(5) -0.2376(4) -0.4913(4) 0.0589(13) Uani 1 1 d . . . H28D H -0.5628 -0.1831 -0.4776 0.088 Uiso 1 1 calc R . . H28E H -0.5108 -0.2605 -0.5092 0.088 Uiso 1 1 calc R . . H28F H -0.5971 -0.2645 -0.4402 0.088 Uiso 1 1 calc R . . O1SB O -0.7519(2) 0.11133(19) -0.46663(19) 0.0311(8) Uani 1 1 d . . . C1SB C -0.7795(5) 0.1094(3) -0.3754(3) 0.0502(12) Uani 1 1 d D . . H1SB H -0.7472 0.0658 -0.3457 0.060 Uiso 1 1 calc R . . H1SC H -0.8511 0.1036 -0.3695 0.060 Uiso 1 1 calc R . . C2SB C -0.7465(5) 0.1841(3) -0.3380(3) 0.0502(12) Uani 1 1 d D . . H2SB H -0.6809 0.1791 -0.3116 0.060 Uiso 1 1 calc R . . H2SC H -0.7928 0.2026 -0.2937 0.060 Uiso 1 1 calc R . . C3SB C -0.7442(5) 0.2381(3) -0.4139(3) 0.0446(15) Uani 1 1 d D . . H3SC H -0.8095 0.2605 -0.4251 0.054 Uiso 1 1 calc R . . H3SD H -0.6969 0.2804 -0.4043 0.054 Uiso 1 1 calc R . . C4SB C -0.7130(5) 0.1876(3) -0.4869(4) 0.0550(17) Uani 1 1 d D . . H4SC H -0.7400 0.2066 -0.5422 0.066 Uiso 1 1 calc R . . H4SD H -0.6409 0.1861 -0.4910 0.066 Uiso 1 1 calc R . . O2SB O -0.56120(19) 0.0097(2) -0.62687(19) 0.0311(8) Uani 1 1 d . . . C5SB C -0.5225(4) 0.0844(3) -0.6524(4) 0.0455(15) Uani 1 1 d . . . H5SC H -0.5271 0.1219 -0.6045 0.055 Uiso 1 1 calc R . . H5SD H -0.5584 0.1050 -0.7029 0.055 Uiso 1 1 calc R . . C6SB C -0.4149(4) 0.0681(4) -0.6752(4) 0.0462(16) Uani 1 1 d . . . H6SC H -0.4081 0.0515 -0.7359 0.055 Uiso 1 1 calc R . . H6SD H -0.3734 0.1139 -0.6651 0.055 Uiso 1 1 calc R . . C7SB C -0.3894(3) 0.0038(4) -0.6137(3) 0.0402(12) Uani 1 1 d . . . H7SC H -0.3318 -0.0255 -0.6337 0.048 Uiso 1 1 calc R . . H7SD H -0.3765 0.0237 -0.5549 0.048 Uiso 1 1 calc R . . C8SB C -0.4799(3) -0.0447(3) -0.6161(3) 0.0362(13) Uani 1 1 d . . . H8SC H -0.4777 -0.0814 -0.6649 0.043 Uiso 1 1 calc R . . H8SD H -0.4869 -0.0741 -0.5619 0.043 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 Y1A 0.01847(16) 0.01786(19) 0.02341(17) 0.0000(2) 0.00186(14) 0.0012(2) Cl1A 0.0273(5) 0.0403(7) 0.0333(6) 0.0025(5) 0.0105(5) -0.0042(5) Cl2A 0.0299(6) 0.0252(6) 0.0307(5) 0.0058(5) 0.0078(4) 0.0005(5) N1A 0.0175(17) 0.020(2) 0.0209(17) -0.0031(15) 0.0010(13) 0.0011(14) N2A 0.0238(18) 0.0153(19) 0.0209(17) -0.0005(15) 0.0023(14) -0.0018(15) C1A 0.016(2) 0.023(2) 0.029(2) -0.0027(19) 0.0001(17) -0.0027(18) C2A 0.029(3) 0.028(3) 0.041(3) -0.016(2) -0.001(2) 0.010(2) C3A 0.020(2) 0.026(3) 0.026(2) -0.0023(19) 0.0028(17) 0.0008(19) C4A 0.030(3) 0.039(3) 0.042(3) -0.008(2) -0.001(2) 0.004(2) C5A 0.024(2) 0.023(2) 0.028(2) -0.0054(18) -0.0024(17) 0.0037(18) C6A 0.025(2) 0.037(3) 0.028(2) -0.003(2) 0.0000(18) 0.007(2) C7A 0.033(2) 0.055(4) 0.028(2) -0.006(2) -0.007(2) 0.009(2) C8A 0.027(3) 0.072(4) 0.035(3) -0.020(3) -0.009(2) 0.002(3) C9A 0.025(3) 0.040(3) 0.052(3) -0.019(3) -0.001(2) -0.003(2) C10A 0.016(2) 0.025(3) 0.034(2) -0.0055(19) 0.0023(17) 0.0025(17) C11A 0.034(3) 0.033(3) 0.030(2) 0.006(2) -0.004(2) 0.006(2) C12A 0.072(4) 0.035(4) 0.054(4) 0.010(3) 0.020(3) 0.010(3) C13A 0.046(3) 0.054(4) 0.038(3) 0.005(3) 0.012(2) 0.008(3) C14A 0.027(2) 0.028(3) 0.043(3) -0.006(2) -0.003(2) -0.009(2) C15A 0.033(3) 0.054(4) 0.040(3) -0.007(3) 0.006(2) -0.014(2) C16A 0.040(3) 0.036(4) 0.069(4) -0.001(3) 0.002(3) -0.004(3) C17A 0.022(2) 0.018(2) 0.026(2) -0.0107(18) -0.0003(17) 0.0019(18) C18A 0.025(2) 0.020(2) 0.026(2) -0.0078(19) 0.0023(18) -0.0008(19) C19A 0.025(2) 0.030(3) 0.040(3) -0.004(2) 0.000(2) -0.007(2) C20A 0.026(2) 0.040(3) 0.045(3) -0.006(2) -0.009(2) -0.008(2) C21A 0.034(3) 0.042(3) 0.032(3) -0.009(2) -0.010(2) -0.007(2) C22A 0.030(2) 0.029(3) 0.024(2) -0.0049(19) 0.0033(18) -0.002(2) C23A 0.032(2) 0.024(3) 0.031(2) 0.001(2) 0.0076(19) -0.008(2) C24A 0.059(4) 0.043(4) 0.053(3) 0.015(3) -0.002(3) 0.017(3) C25A 0.047(3) 0.047(4) 0.041(3) 0.009(3) 0.006(3) -0.008(3) C26A 0.037(3) 0.037(3) 0.022(2) 0.0037(19) -0.0010(18) -0.012(2) C27A 0.073(3) 0.060(3) 0.035(2) 0.0054(19) 0.0078(18) -0.018(2) C28A 0.073(3) 0.063(3) 0.041(2) 0.011(2) -0.021(2) -0.021(2) O1SA 0.049(2) 0.0208(19) 0.0279(17) -0.0064(14) 0.0048(14) -0.0044(15) C1SA 0.078(4) 0.038(3) 0.026(3) -0.006(2) 0.012(3) -0.007(3) C2SA 0.029(5) 0.047(6) 0.026(4) -0.008(4) 0.000(3) -0.003(4) C2SQ 0.055(9) 0.040(9) 0.043(7) -0.014(6) -0.015(6) 0.020(7) C3SA 0.055(3) 0.018(3) 0.045(3) -0.007(2) -0.003(2) -0.001(2) C4SA 0.038(3) 0.025(3) 0.039(3) -0.004(2) -0.001(2) 0.005(2) O2SA 0.0187(13) 0.0262(18) 0.0379(15) 0.0064(17) -0.0046(11) -0.0014(15) C5SA 0.032(3) 0.032(3) 0.048(3) 0.001(2) -0.003(2) 0.011(2) C6SA 0.029(3) 0.055(4) 0.044(3) -0.009(3) -0.010(2) 0.016(2) C7SA 0.020(2) 0.046(3) 0.048(3) -0.009(3) -0.0009(18) -0.004(3) C8SA 0.014(2) 0.041(3) 0.050(3) -0.003(3) -0.005(2) -0.003(2) Y1B 0.01745(16) 0.0188(2) 0.02650(18) -0.0018(2) 0.00113(14) -0.0011(2) Cl1B 0.0346(6) 0.0245(6) 0.0341(6) 0.0014(5) -0.0034(5) 0.0020(5) Cl2B 0.0276(6) 0.0633(10) 0.0361(6) 0.0025(6) -0.0054(5) 0.0072(6) N1B 0.0237(19) 0.024(2) 0.0228(18) -0.0082(16) 0.0022(14) 0.0017(16) N2B 0.0127(17) 0.019(2) 0.0256(18) -0.0005(15) 0.0043(14) 0.0009(15) C1B 0.021(2) 0.024(3) 0.029(2) 0.000(2) 0.0006(18) -0.0007(19) C2B 0.023(2) 0.040(3) 0.042(3) -0.013(2) 0.004(2) -0.003(2) C3B 0.021(2) 0.022(3) 0.026(2) -0.0015(19) -0.0016(17) 0.0023(19) C4B 0.029(3) 0.031(3) 0.056(3) -0.011(3) 0.004(2) -0.002(2) C5B 0.0141(19) 0.035(3) 0.028(2) -0.011(2) -0.0021(17) -0.0057(19) C6B 0.025(2) 0.036(4) 0.032(2) -0.017(2) 0.0025(18) 0.0016(19) C7B 0.019(2) 0.054(4) 0.052(3) -0.022(3) 0.007(2) 0.003(2) C8B 0.032(2) 0.072(5) 0.034(3) -0.025(3) 0.010(2) -0.008(3) C9B 0.033(3) 0.058(4) 0.032(3) -0.011(3) 0.007(2) -0.019(3) C10B 0.034(3) 0.037(3) 0.033(3) -0.008(2) 0.007(2) -0.017(2) C11B 0.026(2) 0.049(4) 0.036(3) -0.012(3) -0.001(2) 0.015(2) C12B 0.023(3) 0.081(5) 0.047(3) -0.020(3) -0.006(2) 0.011(3) C13B 0.063(4) 0.042(4) 0.068(4) 0.002(3) -0.007(3) 0.022(3) C14B 0.049(3) 0.033(3) 0.023(2) -0.004(2) 0.003(2) -0.002(2) C15B 0.087(5) 0.039(4) 0.044(3) -0.003(3) -0.011(3) -0.010(3) C16B 0.057(3) 0.039(3) 0.031(3) 0.001(2) -0.001(2) -0.003(3) C17B 0.016(2) 0.017(2) 0.027(2) -0.0043(18) -0.0024(17) -0.0023(17) C18B 0.028(2) 0.028(3) 0.029(2) 0.003(2) 0.0039(19) 0.008(2) C19B 0.038(3) 0.033(3) 0.033(3) 0.002(2) 0.013(2) 0.002(2) C20B 0.020(2) 0.038(3) 0.049(3) -0.007(3) 0.009(2) 0.012(2) C21B 0.021(2) 0.037(3) 0.031(2) -0.005(2) -0.0053(19) 0.005(2) C22B 0.022(2) 0.022(3) 0.029(2) -0.006(2) -0.0069(18) 0.0012(19) C23B 0.035(3) 0.035(3) 0.025(2) 0.003(2) 0.0059(19) 0.017(2) C24B 0.074(4) 0.049(4) 0.051(3) -0.003(3) -0.017(3) 0.017(3) C25B 0.061(3) 0.043(3) 0.048(3) 0.026(3) 0.014(2) 0.022(3) C26B 0.044(3) 0.030(3) 0.034(3) 0.010(2) 0.000(2) 0.018(2) C27B 0.073(3) 0.060(3) 0.035(2) 0.0054(19) 0.0078(18) -0.018(2) C28B 0.073(3) 0.063(3) 0.041(2) 0.011(2) -0.021(2) -0.021(2) O1SB 0.0384(19) 0.0230(19) 0.0319(17) -0.0105(15) 0.0012(14) -0.0027(15) C1SB 0.075(3) 0.042(3) 0.033(2) -0.0075(18) 0.0033(19) -0.006(2) C2SB 0.075(3) 0.042(3) 0.033(2) -0.0075(18) 0.0033(19) -0.006(2) C3SB 0.067(4) 0.030(3) 0.037(3) -0.005(2) -0.006(3) 0.003(3) C4SB 0.093(5) 0.023(3) 0.049(3) -0.015(3) 0.025(3) -0.023(3) O2SB 0.0197(14) 0.0255(18) 0.0482(17) -0.0023(18) 0.0099(12) -0.0041(16) C5SB 0.043(3) 0.025(3) 0.068(4) 0.000(3) 0.016(3) -0.009(2) C6SB 0.035(3) 0.047(4) 0.057(3) -0.013(3) 0.010(2) -0.016(3) C7SB 0.025(2) 0.055(3) 0.040(2) -0.006(3) 0.0005(18) -0.003(3) C8SB 0.023(2) 0.035(3) 0.051(3) 0.002(3) 0.009(2) 0.004(2) _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 Y1A N1A 2.292(3) . ? Y1A O1SA 2.387(3) . ? Y1A O2SA 2.398(2) . ? Y1A N2A 2.451(4) . ? Y1A Cl2A 2.5659(12) . ? Y1A Cl1A 2.5791(12) . ? N1A C1A 1.368(6) . ? N1A C5A 1.462(5) . ? N2A C3A 1.295(6) . ? N2A C17A 1.461(5) . ? C1A C2A 1.373(6) . ? C1A C3A 1.494(6) . ? C3A C4A 1.489(7) . ? C5A C10A 1.386(6) . ? C5A C6A 1.428(6) . ? C6A C7A 1.400(6) . ? C6A C11A 1.509(7) . ? C7A C8A 1.368(8) . ? C8A C9A 1.374(7) . ? C9A C10A 1.398(6) . ? C10A C14A 1.521(6) . ? C11A C13A 1.511(7) . ? C11A C12A 1.529(8) . ? C14A C15A 1.521(7) . ? C14A C16A 1.523(8) . ? C17A C22A 1.387(6) . ? C17A C18A 1.395(6) . ? C18A C19A 1.393(6) . ? C18A C23A 1.532(6) . ? C19A C20A 1.370(7) . ? C20A C21A 1.381(7) . ? C21A C22A 1.390(6) . ? C22A C26A 1.541(7) . ? C23A C24A 1.514(7) . ? C23A C25A 1.541(7) . ? C26A C28A 1.513(8) . ? C26A C27A 1.538(8) . ? O1SA C4SA 1.458(6) . ? O1SA C1SA 1.461(5) . ? C1SA C2SQ 1.483(8) . ? C1SA C2SA 1.488(7) . ? C2SA C3SA 1.521(9) . ? C2SQ C3SA 1.521(8) . ? C3SA C4SA 1.511(7) . ? O2SA C5SA 1.456(6) . ? O2SA C8SA 1.468(6) . ? C5SA C6SA 1.533(7) . ? C6SA C7SA 1.508(8) . ? C7SA C8SA 1.499(7) . ? Y1B N1B 2.290(4) . ? Y1B O2SB 2.395(3) . ? Y1B O1SB 2.403(3) . ? Y1B N2B 2.440(4) . ? Y1B Cl1B 2.5658(12) . ? Y1B Cl2B 2.5912(12) . ? N1B C1B 1.371(6) . ? N1B C5B 1.462(5) . ? N2B C3B 1.316(6) . ? N2B C17B 1.435(5) . ? C1B C2B 1.349(6) . ? C1B C3B 1.499(6) . ? C3B C4B 1.463(7) . ? C5B C6B 1.376(6) . ? C5B C10B 1.416(7) . ? C6B C7B 1.413(6) . ? C6B C11B 1.534(7) . ? C7B C8B 1.378(7) . ? C8B C9B 1.369(8) . ? C9B C10B 1.381(7) . ? C10B C14B 1.518(8) . ? C11B C12B 1.527(7) . ? C11B C13B 1.535(9) . ? C14B C15B 1.528(8) . ? C14B C16B 1.552(7) . ? C17B C22B 1.388(6) . ? C17B C18B 1.398(6) . ? C18B C19B 1.401(7) . ? C18B C23B 1.517(6) . ? C19B C20B 1.383(7) . ? C20B C21B 1.346(7) . ? C21B C22B 1.395(7) . ? C22B C26B 1.522(7) . ? C23B C25B 1.494(8) . ? C23B C24B 1.513(8) . ? C26B C28B 1.480(7) . ? C26B C27B 1.528(8) . ? O1SB C4SB 1.463(6) . ? O1SB C1SB 1.468(6) . ? C1SB C2SB 1.492(6) . ? C2SB C3SB 1.506(7) . ? C3SB C4SB 1.495(6) . ? O2SB C5SB 1.457(7) . ? O2SB C8SB 1.470(6) . ? C5SB C6SB 1.544(8) . ? C6SB C7SB 1.509(9) . ? C7SB C8SB 1.498(7) . ? 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 N1A Y1A O1SA 95.18(12) . . ? N1A Y1A O2SA 154.43(13) . . ? O1SA Y1A O2SA 110.39(12) . . ? N1A Y1A N2A 66.98(12) . . ? O1SA Y1A N2A 162.11(11) . . ? O2SA Y1A N2A 87.46(12) . . ? N1A Y1A Cl2A 102.89(9) . . ? O1SA Y1A Cl2A 81.77(8) . . ? O2SA Y1A Cl2A 81.71(8) . . ? N2A Y1A Cl2A 100.28(8) . . ? N1A Y1A Cl1A 102.40(9) . . ? O1SA Y1A Cl1A 81.76(8) . . ? O2SA Y1A Cl1A 81.74(7) . . ? N2A Y1A Cl1A 102.76(9) . . ? Cl2A Y1A Cl1A 150.86(4) . . ? C1A N1A C5A 114.8(3) . . ? C1A N1A Y1A 122.1(3) . . ? C5A N1A Y1A 122.8(3) . . ? C3A N2A C17A 119.2(4) . . ? C3A N2A Y1A 117.7(3) . . ? C17A N2A Y1A 122.8(3) . . ? N1A C1A C2A 126.9(4) . . ? N1A C1A C3A 113.7(4) . . ? C2A C1A C3A 119.4(4) . . ? N2A C3A C4A 123.3(4) . . ? N2A C3A C1A 116.4(4) . . ? C4A C3A C1A 120.3(4) . . ? C10A C5A C6A 122.2(4) . . ? C10A C5A N1A 120.3(4) . . ? C6A C5A N1A 117.4(4) . . ? C7A C6A C5A 116.2(4) . . ? C7A C6A C11A 121.5(4) . . ? C5A C6A C11A 122.2(4) . . ? C8A C7A C6A 122.6(5) . . ? C7A C8A C9A 119.2(4) . . ? C8A C9A C10A 122.2(5) . . ? C5A C10A C9A 117.5(4) . . ? C5A C10A C14A 123.1(4) . . ? C9A C10A C14A 119.4(4) . . ? C6A C11A C13A 113.3(4) . . ? C6A C11A C12A 110.7(4) . . ? C13A C11A C12A 110.0(4) . . ? C10A C14A C15A 112.1(4) . . ? C10A C14A C16A 110.4(4) . . ? C15A C14A C16A 110.8(4) . . ? C22A C17A C18A 122.2(4) . . ? C22A C17A N2A 120.4(4) . . ? C18A C17A N2A 117.2(4) . . ? C19A C18A C17A 117.4(4) . . ? C19A C18A C23A 120.9(4) . . ? C17A C18A C23A 121.6(4) . . ? C20A C19A C18A 121.7(5) . . ? C19A C20A C21A 119.4(4) . . ? C20A C21A C22A 121.4(5) . . ? C17A C22A C21A 117.8(4) . . ? C17A C22A C26A 123.1(4) . . ? C21A C22A C26A 119.0(4) . . ? C24A C23A C18A 113.7(4) . . ? C24A C23A C25A 109.5(4) . . ? C18A C23A C25A 111.8(4) . . ? C28A C26A C27A 110.0(4) . . ? C28A C26A C22A 111.9(4) . . ? C27A C26A C22A 110.9(4) . . ? C4SA O1SA C1SA 109.6(3) . . ? C4SA O1SA Y1A 127.3(3) . . ? C1SA O1SA Y1A 122.6(3) . . ? O1SA C1SA C2SQ 106.3(5) . . ? O1SA C1SA C2SA 103.7(4) . . ? C2SQ C1SA C2SA 39.6(6) . . ? C1SA C2SA C3SA 103.8(5) . . ? C1SA C2SQ C3SA 104.0(6) . . ? C4SA C3SA C2SQ 105.2(5) . . ? C4SA C3SA C2SA 102.7(5) . . ? C2SQ C3SA C2SA 38.6(6) . . ? O1SA C4SA C3SA 106.1(4) . . ? C5SA O2SA C8SA 109.2(3) . . ? C5SA O2SA Y1A 119.9(3) . . ? C8SA O2SA Y1A 126.0(3) . . ? O2SA C5SA C6SA 104.7(4) . . ? C7SA C6SA C5SA 103.1(4) . . ? C8SA C7SA C6SA 101.6(4) . . ? O2SA C8SA C7SA 104.2(4) . . ? N1B Y1B O2SB 152.74(13) . . ? N1B Y1B O1SB 93.29(12) . . ? O2SB Y1B O1SB 113.92(12) . . ? N1B Y1B N2B 67.33(12) . . ? O2SB Y1B N2B 85.66(12) . . ? O1SB Y1B N2B 160.04(11) . . ? N1B Y1B Cl1B 103.48(10) . . ? O2SB Y1B Cl1B 83.05(9) . . ? O1SB Y1B Cl1B 81.44(8) . . ? N2B Y1B Cl1B 97.97(9) . . ? N1B Y1B Cl2B 104.37(9) . . ? O2SB Y1B Cl2B 80.32(8) . . ? O1SB Y1B Cl2B 79.55(8) . . ? N2B Y1B Cl2B 108.96(9) . . ? Cl1B Y1B Cl2B 146.94(5) . . ? C1B N1B C5B 115.4(4) . . ? C1B N1B Y1B 122.6(3) . . ? C5B N1B Y1B 121.7(3) . . ? C3B N2B C17B 118.5(4) . . ? C3B N2B Y1B 117.9(3) . . ? C17B N2B Y1B 123.6(3) . . ? C2B C1B N1B 126.3(4) . . ? C2B C1B C3B 120.4(4) . . ? N1B C1B C3B 113.2(4) . . ? N2B C3B C4B 124.3(4) . . ? N2B C3B C1B 116.3(4) . . ? C4B C3B C1B 119.3(4) . . ? C6B C5B C10B 121.8(4) . . ? C6B C5B N1B 120.6(4) . . ? C10B C5B N1B 117.5(4) . . ? C5B C6B C7B 118.2(4) . . ? C5B C6B C11B 122.6(4) . . ? C7B C6B C11B 119.2(4) . . ? C8B C7B C6B 120.7(5) . . ? C9B C8B C7B 119.7(5) . . ? C8B C9B C10B 122.3(5) . . ? C9B C10B C5B 117.4(5) . . ? C9B C10B C14B 120.7(5) . . ? C5B C10B C14B 121.8(4) . . ? C12B C11B C6B 111.9(4) . . ? C12B C11B C13B 110.0(5) . . ? C6B C11B C13B 111.8(4) . . ? C10B C14B C15B 111.6(5) . . ? C10B C14B C16B 113.2(4) . . ? C15B C14B C16B 110.4(4) . . ? C22B C17B C18B 122.5(4) . . ? C22B C17B N2B 117.6(4) . . ? C18B C17B N2B 119.7(4) . . ? C17B C18B C19B 117.1(4) . . ? C17B C18B C23B 122.7(4) . . ? C19B C18B C23B 120.1(4) . . ? C20B C19B C18B 120.0(5) . . ? C21B C20B C19B 121.8(5) . . ? C20B C21B C22B 120.5(5) . . ? C17B C22B C21B 117.9(4) . . ? C17B C22B C26B 122.0(4) . . ? C21B C22B C26B 119.9(4) . . ? C25B C23B C24B 109.0(4) . . ? C25B C23B C18B 112.5(4) . . ? C24B C23B C18B 110.7(4) . . ? C28B C26B C22B 114.9(5) . . ? C28B C26B C27B 107.4(5) . . ? C22B C26B C27B 111.8(4) . . ? C4SB O1SB C1SB 108.9(3) . . ? C4SB O1SB Y1B 120.7(3) . . ? C1SB O1SB Y1B 126.9(3) . . ? O1SB C1SB C2SB 106.0(4) . . ? C1SB C2SB C3SB 104.1(4) . . ? C4SB C3SB C2SB 103.5(5) . . ? O1SB C4SB C3SB 105.3(4) . . ? C5SB O2SB C8SB 109.1(4) . . ? C5SB O2SB Y1B 119.5(3) . . ? C8SB O2SB Y1B 126.3(3) . . ? O2SB C5SB C6SB 104.3(4) . . ? C7SB C6SB C5SB 102.1(4) . . ? C8SB C7SB C6SB 102.2(4) . . ? O2SB C8SB C7SB 105.5(5) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.708 _refine_diff_density_min -0.425 _refine_diff_density_rms 0.071 data_ydadm _database_code_depnum_ccdc_archive 'CCDC 915564' #TrackingRef 'data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H70 Cl2 Li N2 O4 Y' _chemical_formula_weight 857.77 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' Li Li -0.0003 0.0001 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 '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 10.7796(4) _cell_length_b 21.4931(8) _cell_length_c 20.0970(7) _cell_angle_alpha 90.00 _cell_angle_beta 103.8840(10) _cell_angle_gamma 90.00 _cell_volume 4520.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 59 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.29 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 1.449 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6786 _exptl_absorpt_correction_T_max 0.8453 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1998a)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 47770 _diffrn_reflns_av_R_equivalents 0.0515 _diffrn_reflns_av_sigmaI/netI 0.0532 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 29.25 _reflns_number_total 12187 _reflns_number_gt 9099 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0508P)^2^+0.0473P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 12187 _refine_ls_number_parameters 503 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0657 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.0943 _refine_ls_wR_factor_gt 0.0863 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 Y1 Y 0.426422(17) 0.640548(8) 0.286331(9) 0.01380(5) Uani 1 1 d . . . Cl1 Cl 0.18938(4) 0.62834(2) 0.20483(2) 0.02040(10) Uani 1 1 d . . . O1 O 0.36984(12) 0.74156(6) 0.32127(7) 0.0182(3) Uani 1 1 d . . . N1 N 0.60946(15) 0.64812(7) 0.36838(8) 0.0149(3) Uani 1 1 d . . . C1 C 0.66372(18) 0.70390(9) 0.40131(9) 0.0157(4) Uani 1 1 d . . . Li1 Li 0.2527(3) 0.69479(17) 0.12534(18) 0.0234(7) Uani 1 1 d . . . Cl2 Cl 0.46893(5) 0.70261(2) 0.18086(2) 0.02191(11) Uani 1 1 d . . . O2 O 0.32959(13) 0.59107(6) 0.36786(7) 0.0193(3) Uani 1 1 d . . . N2 N 0.54242(15) 0.55572(7) 0.27914(8) 0.0161(3) Uani 1 1 d . . . C2 C 0.62287(19) 0.72973(9) 0.45695(10) 0.0188(4) Uani 1 1 d . . . O3 O 0.13562(14) 0.76478(7) 0.11218(8) 0.0273(3) Uani 1 1 d . . . C3 C 0.6784(2) 0.78463(10) 0.48713(10) 0.0233(4) Uani 1 1 d . . . H3A H 0.6513 0.8016 0.5250 0.028 Uiso 1 1 calc R . . O4 O 0.23224(13) 0.64954(7) 0.04157(7) 0.0224(3) Uani 1 1 d . . . C4 C 0.7718(2) 0.81472(10) 0.46307(11) 0.0249(5) Uani 1 1 d . . . H4A H 0.8103 0.8516 0.4848 0.030 Uiso 1 1 calc R . . C5 C 0.80924(19) 0.79076(10) 0.40691(11) 0.0230(4) Uani 1 1 d . . . H5A H 0.8718 0.8122 0.3896 0.028 Uiso 1 1 calc R . . C6 C 0.75715(18) 0.73606(9) 0.37543(10) 0.0180(4) Uani 1 1 d . . . C7 C 0.5179(2) 0.69940(10) 0.48431(10) 0.0219(4) Uani 1 1 d . . . H7A H 0.4702 0.6703 0.4483 0.026 Uiso 1 1 calc R . . C8 C 0.4223(2) 0.74659(11) 0.49969(11) 0.0296(5) Uani 1 1 d . . . H8A H 0.3861 0.7709 0.4584 0.044 Uiso 1 1 calc R . . H8B H 0.4659 0.7745 0.5364 0.044 Uiso 1 1 calc R . . H8C H 0.3536 0.7245 0.5141 0.044 Uiso 1 1 calc R . . C9 C 0.5746(2) 0.66084(12) 0.54877(11) 0.0328(5) Uani 1 1 d . . . H9A H 0.6353 0.6305 0.5386 0.049 Uiso 1 1 calc R . . H9B H 0.5057 0.6389 0.5632 0.049 Uiso 1 1 calc R . . H9C H 0.6188 0.6885 0.5856 0.049 Uiso 1 1 calc R . . C10 C 0.80079(19) 0.71200(9) 0.31353(10) 0.0202(4) Uani 1 1 d . . . H10A H 0.7433 0.6768 0.2934 0.024 Uiso 1 1 calc R . . C11 C 0.9374(2) 0.68667(12) 0.33461(13) 0.0331(5) Uani 1 1 d . . . H11A H 0.9425 0.6547 0.3699 0.050 Uiso 1 1 calc R . . H11B H 0.9964 0.7206 0.3529 0.050 Uiso 1 1 calc R . . H11C H 0.9607 0.6685 0.2946 0.050 Uiso 1 1 calc R . . C12 C 0.7920(2) 0.76143(10) 0.25780(11) 0.0269(5) Uani 1 1 d . . . H12A H 0.7043 0.7772 0.2440 0.040 Uiso 1 1 calc R . . H12B H 0.8158 0.7430 0.2180 0.040 Uiso 1 1 calc R . . H12C H 0.8503 0.7958 0.2757 0.040 Uiso 1 1 calc R . . C13 C 0.68536(18) 0.59518(9) 0.38366(9) 0.0161(4) Uani 1 1 d . . . C14 C 0.7897(2) 0.59076(11) 0.43628(11) 0.0241(5) Uani 1 1 d . . . H14B H 0.838(2) 0.5542(11) 0.4434(11) 0.025(6) Uiso 1 1 d . . . H14A H 0.812(2) 0.6233(12) 0.4660(13) 0.031(7) Uiso 1 1 d . . . C15 C 0.64379(18) 0.54148(9) 0.33456(9) 0.0167(4) Uani 1 1 d . . . C16 C 0.7018(2) 0.48567(10) 0.34512(11) 0.0242(5) Uani 1 1 d . . . H16B H 0.771(2) 0.4765(10) 0.3833(12) 0.026(6) Uiso 1 1 d . . . H16A H 0.682(2) 0.4523(12) 0.3166(13) 0.038(7) Uiso 1 1 d . . . C17 C 0.52448(19) 0.51787(9) 0.21925(10) 0.0165(4) Uani 1 1 d . . . C18 C 0.61185(19) 0.52113(9) 0.17686(10) 0.0191(4) Uani 1 1 d . . . C19 C 0.5861(2) 0.48767(10) 0.11561(10) 0.0238(4) Uani 1 1 d . . . H19A H 0.6442 0.4902 0.0869 0.029 Uiso 1 1 calc R . . C20 C 0.4786(2) 0.45093(10) 0.09556(11) 0.0269(5) Uani 1 1 d . . . H20A H 0.4630 0.4287 0.0535 0.032 Uiso 1 1 calc R . . C21 C 0.3939(2) 0.44685(9) 0.13738(10) 0.0230(4) Uani 1 1 d . . . H21A H 0.3202 0.4213 0.1238 0.028 Uiso 1 1 calc R . . C22 C 0.41461(19) 0.47947(9) 0.19894(10) 0.0185(4) Uani 1 1 d . . . C23 C 0.7323(2) 0.56034(10) 0.19522(11) 0.0235(4) Uani 1 1 d . . . H23A H 0.7319 0.5832 0.2385 0.028 Uiso 1 1 calc R . . C24 C 0.8529(2) 0.51981(12) 0.20898(13) 0.0335(5) Uani 1 1 d . . . H24A H 0.8492 0.4891 0.2445 0.050 Uiso 1 1 calc R . . H24B H 0.9285 0.5462 0.2245 0.050 Uiso 1 1 calc R . . H24C H 0.8581 0.4983 0.1667 0.050 Uiso 1 1 calc R . . C25 C 0.7365(2) 0.60904(11) 0.13983(12) 0.0336(5) Uani 1 1 d . . . H25A H 0.6593 0.6348 0.1317 0.050 Uiso 1 1 calc R . . H25B H 0.7409 0.5879 0.0972 0.050 Uiso 1 1 calc R . . H25C H 0.8120 0.6355 0.1552 0.050 Uiso 1 1 calc R . . C26 C 0.32425(19) 0.47004(9) 0.24596(10) 0.0205(4) Uani 1 1 d . . . H26A H 0.3247 0.5092 0.2728 0.025 Uiso 1 1 calc R . . C27 C 0.3743(2) 0.41787(11) 0.29695(12) 0.0310(5) Uani 1 1 d . . . H27A H 0.4629 0.4268 0.3210 0.046 Uiso 1 1 calc R . . H27B H 0.3708 0.3783 0.2723 0.046 Uiso 1 1 calc R . . H27C H 0.3214 0.4151 0.3303 0.046 Uiso 1 1 calc R . . C28 C 0.1861(2) 0.45693(11) 0.20835(12) 0.0295(5) Uani 1 1 d . . . H28A H 0.1547 0.4907 0.1759 0.044 Uiso 1 1 calc R . . H28B H 0.1330 0.4542 0.2416 0.044 Uiso 1 1 calc R . . H28C H 0.1818 0.4175 0.1834 0.044 Uiso 1 1 calc R . . C29 C 0.23995(19) 0.75743(10) 0.32442(11) 0.0248(5) Uani 1 1 d . . . H29A H 0.2240 0.7448 0.3690 0.030 Uiso 1 1 calc R . . H29B H 0.1770 0.7364 0.2872 0.030 Uiso 1 1 calc R . . C30 C 0.2301(2) 0.82798(11) 0.31591(13) 0.0336(5) Uani 1 1 d . . . H30A H 0.1451 0.8403 0.2879 0.040 Uiso 1 1 calc R . . H30B H 0.2455 0.8490 0.3610 0.040 Uiso 1 1 calc R . . C31 C 0.3339(2) 0.84340(10) 0.27969(11) 0.0278(5) Uani 1 1 d . . . H31A H 0.3056 0.8355 0.2298 0.033 Uiso 1 1 calc R . . H31B H 0.3620 0.8872 0.2875 0.033 Uiso 1 1 calc R . . C32 C 0.4376(2) 0.79897(9) 0.31370(11) 0.0219(4) Uani 1 1 d . . . H32A H 0.4990 0.7921 0.2848 0.026 Uiso 1 1 calc R . . H32B H 0.4845 0.8150 0.3589 0.026 Uiso 1 1 calc R . . C33 C 0.1967(2) 0.59152(13) 0.37237(13) 0.0353(6) Uani 1 1 d . . . H33A H 0.1391 0.5831 0.3269 0.042 Uiso 1 1 calc R . . H33B H 0.1742 0.6325 0.3888 0.042 Uiso 1 1 calc R . . C34 C 0.1848(2) 0.54163(15) 0.42198(15) 0.0491(8) Uani 1 1 d . . . H34A H 0.1222 0.5534 0.4487 0.059 Uiso 1 1 calc R . . H34B H 0.1578 0.5019 0.3980 0.059 Uiso 1 1 calc R . . C35 C 0.3155(2) 0.53649(15) 0.46713(15) 0.0497(8) Uani 1 1 d . . . H35A H 0.3302 0.4946 0.4880 0.060 Uiso 1 1 calc R . . H35B H 0.3294 0.5680 0.5041 0.060 Uiso 1 1 calc R . . C36 C 0.4014(2) 0.54797(10) 0.41960(10) 0.0222(4) Uani 1 1 d . . . H36A H 0.4832 0.5668 0.4445 0.027 Uiso 1 1 calc R . . H36B H 0.4197 0.5087 0.3981 0.027 Uiso 1 1 calc R . . C37 C 0.0140(2) 0.76077(11) 0.13056(14) 0.0351(6) Uani 1 1 d . . . H37A H 0.0272 0.7580 0.1809 0.042 Uiso 1 1 calc R . . H37B H -0.0335 0.7234 0.1096 0.042 Uiso 1 1 calc R . . C38 C -0.0582(2) 0.81787(12) 0.10443(17) 0.0465(7) Uani 1 1 d . . . H38A H -0.1085 0.8326 0.1366 0.056 Uiso 1 1 calc R . . H38B H -0.1167 0.8104 0.0590 0.056 Uiso 1 1 calc R . . C39 C 0.0452(2) 0.86466(11) 0.09921(14) 0.0341(5) Uani 1 1 d . . . H39A H 0.0122 0.8966 0.0639 0.041 Uiso 1 1 calc R . . H39B H 0.0807 0.8854 0.1437 0.041 Uiso 1 1 calc R . . C40 C 0.1435(2) 0.82364(11) 0.07873(12) 0.0320(5) Uani 1 1 d . . . H40A H 0.1238 0.8184 0.0283 0.038 Uiso 1 1 calc R . . H40B H 0.2300 0.8418 0.0943 0.038 Uiso 1 1 calc R . . C41 C 0.2899(2) 0.58916(10) 0.04059(12) 0.0290(5) Uani 1 1 d . . . H41A H 0.3400 0.5775 0.0869 0.035 Uiso 1 1 calc R . . H41B H 0.3469 0.5887 0.0086 0.035 Uiso 1 1 calc R . . C42 C 0.1786(2) 0.54533(11) 0.01655(12) 0.0340(5) Uani 1 1 d . . . H42A H 0.1418 0.5323 0.0550 0.041 Uiso 1 1 calc R . . H42B H 0.2044 0.5079 -0.0056 0.041 Uiso 1 1 calc R . . C43 C 0.0854(3) 0.58495(13) -0.03458(15) 0.0459(7) Uani 1 1 d . . . H43A H 0.1013 0.5814 -0.0809 0.055 Uiso 1 1 calc R . . H43B H -0.0039 0.5725 -0.0367 0.055 Uiso 1 1 calc R . . C44 C 0.1111(2) 0.65023(12) -0.00707(13) 0.0381(6) Uani 1 1 d . . . H44A H 0.1130 0.6795 -0.0448 0.046 Uiso 1 1 calc R . . H44B H 0.0431 0.6636 0.0153 0.046 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 Y1 0.01419(9) 0.01473(9) 0.01214(9) 0.00101(7) 0.00251(6) 0.00067(7) Cl1 0.0178(2) 0.0216(2) 0.0195(2) 0.00244(18) 0.00011(18) -0.00213(18) O1 0.0183(7) 0.0152(7) 0.0219(7) -0.0001(6) 0.0061(6) -0.0007(5) N1 0.0157(8) 0.0151(8) 0.0136(7) -0.0002(6) 0.0026(6) 0.0003(6) C1 0.0135(9) 0.0167(9) 0.0145(9) 0.0001(7) -0.0011(7) 0.0024(7) Li1 0.0247(18) 0.0250(18) 0.0200(17) 0.0001(14) 0.0046(14) 0.0024(15) Cl2 0.0209(2) 0.0294(3) 0.0153(2) 0.00492(19) 0.00411(18) -0.0022(2) O2 0.0170(7) 0.0229(7) 0.0190(7) 0.0083(6) 0.0065(6) 0.0022(6) N2 0.0184(8) 0.0160(8) 0.0133(8) 0.0001(6) 0.0029(6) 0.0002(6) C2 0.0192(10) 0.0220(10) 0.0144(9) 0.0009(8) 0.0025(8) 0.0036(8) O3 0.0255(8) 0.0248(8) 0.0329(9) 0.0053(7) 0.0093(7) 0.0043(6) C3 0.0264(11) 0.0232(11) 0.0173(10) -0.0048(8) -0.0007(8) 0.0046(9) O4 0.0213(7) 0.0247(8) 0.0189(7) -0.0010(6) 0.0002(6) 0.0006(6) C4 0.0248(11) 0.0201(10) 0.0251(11) -0.0061(9) -0.0036(9) -0.0004(9) C5 0.0166(10) 0.0225(11) 0.0274(11) 0.0001(9) 0.0005(8) -0.0021(8) C6 0.0132(9) 0.0186(10) 0.0203(10) 0.0002(8) 0.0001(7) 0.0025(7) C7 0.0229(10) 0.0275(11) 0.0159(10) -0.0017(8) 0.0059(8) 0.0011(9) C8 0.0299(12) 0.0414(14) 0.0192(11) -0.0028(10) 0.0091(9) 0.0067(10) C9 0.0335(13) 0.0416(14) 0.0240(12) 0.0071(10) 0.0080(10) 0.0026(11) C10 0.0161(9) 0.0210(10) 0.0249(11) -0.0006(8) 0.0074(8) -0.0009(8) C11 0.0244(12) 0.0381(13) 0.0405(14) 0.0082(11) 0.0150(10) 0.0090(10) C12 0.0284(12) 0.0258(11) 0.0291(12) 0.0012(9) 0.0120(10) -0.0010(9) C13 0.0173(9) 0.0183(9) 0.0142(9) 0.0016(7) 0.0066(7) -0.0002(7) C14 0.0247(11) 0.0203(11) 0.0236(11) 0.0000(9) -0.0016(9) 0.0041(9) C15 0.0175(9) 0.0191(10) 0.0145(9) 0.0020(7) 0.0058(7) 0.0005(8) C16 0.0298(12) 0.0194(11) 0.0206(11) -0.0024(9) 0.0004(9) 0.0058(9) C17 0.0210(10) 0.0123(9) 0.0151(9) 0.0001(7) 0.0022(7) 0.0040(7) C18 0.0241(10) 0.0164(9) 0.0167(10) 0.0011(8) 0.0048(8) 0.0045(8) C19 0.0314(12) 0.0227(11) 0.0193(10) 0.0000(8) 0.0102(9) 0.0043(9) C20 0.0348(12) 0.0242(11) 0.0204(11) -0.0076(9) 0.0041(9) 0.0038(9) C21 0.0266(11) 0.0189(10) 0.0204(10) -0.0027(8) -0.0006(9) -0.0003(8) C22 0.0218(10) 0.0140(9) 0.0186(10) 0.0012(7) 0.0028(8) 0.0032(8) C23 0.0269(11) 0.0228(11) 0.0241(11) -0.0044(8) 0.0128(9) -0.0022(9) C24 0.0268(12) 0.0360(13) 0.0388(14) -0.0053(11) 0.0102(10) -0.0010(10) C25 0.0453(15) 0.0300(13) 0.0319(13) 0.0010(10) 0.0217(11) -0.0037(11) C26 0.0218(10) 0.0160(10) 0.0226(10) -0.0010(8) 0.0032(8) -0.0027(8) C27 0.0344(13) 0.0250(12) 0.0343(13) 0.0089(10) 0.0096(10) 0.0010(10) C28 0.0263(11) 0.0284(12) 0.0325(12) -0.0041(10) 0.0046(10) -0.0033(9) C29 0.0194(10) 0.0266(11) 0.0293(12) -0.0070(9) 0.0076(9) 0.0005(9) C30 0.0277(12) 0.0255(12) 0.0452(15) -0.0070(11) 0.0042(11) 0.0088(10) C31 0.0370(13) 0.0182(10) 0.0239(11) 0.0011(8) -0.0010(10) 0.0006(9) C32 0.0244(11) 0.0154(9) 0.0258(11) -0.0001(8) 0.0061(9) -0.0037(8) C33 0.0181(11) 0.0524(16) 0.0389(14) 0.0228(12) 0.0138(10) 0.0091(10) C34 0.0281(13) 0.068(2) 0.0553(18) 0.0301(15) 0.0175(13) 0.0031(13) C35 0.0325(14) 0.073(2) 0.0476(16) 0.0372(15) 0.0180(12) 0.0106(13) C36 0.0219(10) 0.0239(10) 0.0206(10) 0.0082(8) 0.0048(8) 0.0055(8) C37 0.0287(12) 0.0314(13) 0.0482(15) 0.0076(11) 0.0148(11) 0.0046(10) C38 0.0300(14) 0.0361(15) 0.074(2) 0.0223(14) 0.0136(13) 0.0064(11) C39 0.0297(12) 0.0259(12) 0.0451(15) 0.0070(11) 0.0059(11) 0.0040(10) C40 0.0350(13) 0.0296(12) 0.0329(13) 0.0098(10) 0.0113(10) 0.0011(10) C41 0.0291(12) 0.0307(12) 0.0262(11) -0.0053(9) 0.0044(9) 0.0045(10) C42 0.0431(14) 0.0279(12) 0.0305(13) -0.0013(10) 0.0078(11) -0.0065(11) C43 0.0382(15) 0.0426(16) 0.0503(17) -0.0039(13) -0.0025(13) -0.0071(12) C44 0.0286(12) 0.0408(15) 0.0357(14) -0.0098(11) -0.0105(10) 0.0043(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 Y1 N2 2.2350(16) . ? Y1 N1 2.2533(15) . ? Y1 O2 2.3928(13) . ? Y1 O1 2.4050(13) . ? Y1 Cl2 2.6358(5) . ? Y1 Cl1 2.6968(5) . ? Y1 Li1 3.525(3) . ? Cl1 Li1 2.362(4) . ? O1 C29 1.457(2) . ? O1 C32 1.460(2) . ? N1 C13 1.392(2) . ? N1 C1 1.426(2) . ? C1 C2 1.410(3) . ? C1 C6 1.419(3) . ? Li1 O4 1.911(4) . ? Li1 O3 1.940(4) . ? Li1 Cl2 2.336(4) . ? O2 C33 1.457(2) . ? O2 C36 1.467(2) . ? N2 C15 1.394(2) . ? N2 C17 1.427(2) . ? C2 C3 1.394(3) . ? C2 C7 1.518(3) . ? O3 C40 1.445(3) . ? O3 C37 1.448(3) . ? C3 C4 1.379(3) . ? O4 C44 1.432(3) . ? O4 C41 1.441(3) . ? C4 C5 1.386(3) . ? C5 C6 1.388(3) . ? C6 C10 1.522(3) . ? C7 C8 1.530(3) . ? C7 C9 1.536(3) . ? C10 C11 1.531(3) . ? C10 C12 1.530(3) . ? C13 C14 1.349(3) . ? C13 C15 1.515(3) . ? C15 C16 1.346(3) . ? C17 C18 1.415(3) . ? C17 C22 1.421(3) . ? C18 C19 1.395(3) . ? C18 C23 1.517(3) . ? C19 C20 1.380(3) . ? C20 C21 1.385(3) . ? C21 C22 1.393(3) . ? C22 C26 1.525(3) . ? C23 C24 1.534(3) . ? C23 C25 1.537(3) . ? C26 C27 1.527(3) . ? C26 C28 1.526(3) . ? C29 C30 1.527(3) . ? C30 C31 1.511(3) . ? C31 C32 1.504(3) . ? C33 C34 1.490(3) . ? C34 C35 1.485(4) . ? C35 C36 1.502(3) . ? C37 C38 1.480(3) . ? C38 C39 1.523(3) . ? C39 C40 1.509(3) . ? C41 C42 1.510(3) . ? C42 C43 1.515(3) . ? C43 C44 1.509(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 N2 Y1 N1 72.60(6) . . ? N2 Y1 O2 91.40(5) . . ? N1 Y1 O2 88.87(5) . . ? N2 Y1 O1 160.10(5) . . ? N1 Y1 O1 87.71(5) . . ? O2 Y1 O1 91.06(5) . . ? N2 Y1 Cl2 98.80(4) . . ? N1 Y1 Cl2 105.15(4) . . ? O2 Y1 Cl2 164.59(3) . . ? O1 Y1 Cl2 83.29(3) . . ? N2 Y1 Cl1 110.16(4) . . ? N1 Y1 Cl1 170.83(4) . . ? O2 Y1 Cl1 82.37(3) . . ? O1 Y1 Cl1 89.74(3) . . ? Cl2 Y1 Cl1 83.283(16) . . ? N2 Y1 Li1 113.13(7) . . ? N1 Y1 Li1 145.78(7) . . ? O2 Y1 Li1 123.54(7) . . ? O1 Y1 Li1 81.56(7) . . ? Cl2 Y1 Li1 41.51(6) . . ? Cl1 Y1 Li1 42.05(6) . . ? Li1 Cl1 Y1 88.08(9) . . ? C29 O1 C32 108.47(14) . . ? C29 O1 Y1 122.52(11) . . ? C32 O1 Y1 124.33(11) . . ? C13 N1 C1 115.54(15) . . ? C13 N1 Y1 117.87(12) . . ? C1 N1 Y1 126.17(12) . . ? C2 C1 C6 118.88(18) . . ? C2 C1 N1 121.86(17) . . ? C6 C1 N1 119.19(17) . . ? O4 Li1 O3 109.93(18) . . ? O4 Li1 Cl2 110.38(17) . . ? O3 Li1 Cl2 123.44(18) . . ? O4 Li1 Cl1 107.28(17) . . ? O3 Li1 Cl1 106.08(16) . . ? Cl2 Li1 Cl1 97.90(13) . . ? O4 Li1 Y1 124.32(15) . . ? O3 Li1 Y1 124.50(15) . . ? Cl2 Li1 Y1 48.39(6) . . ? Cl1 Li1 Y1 49.87(7) . . ? Li1 Cl2 Y1 90.10(9) . . ? C33 O2 C36 108.63(14) . . ? C33 O2 Y1 129.55(12) . . ? C36 O2 Y1 121.55(11) . . ? C15 N2 C17 118.05(15) . . ? C15 N2 Y1 118.09(12) . . ? C17 N2 Y1 123.70(12) . . ? C3 C2 C1 119.68(19) . . ? C3 C2 C7 119.01(18) . . ? C1 C2 C7 121.31(18) . . ? C40 O3 C37 109.18(16) . . ? C40 O3 Li1 129.31(17) . . ? C37 O3 Li1 121.23(17) . . ? C4 C3 C2 121.17(19) . . ? C44 O4 C41 109.02(16) . . ? C44 O4 Li1 119.33(17) . . ? C41 O4 Li1 120.77(16) . . ? C3 C4 C5 119.43(19) . . ? C4 C5 C6 121.4(2) . . ? C5 C6 C1 119.37(18) . . ? C5 C6 C10 119.32(18) . . ? C1 C6 C10 121.32(17) . . ? C2 C7 C8 112.66(18) . . ? C2 C7 C9 110.93(17) . . ? C8 C7 C9 109.77(17) . . ? C6 C10 C11 111.09(17) . . ? C6 C10 C12 112.66(17) . . ? C11 C10 C12 109.63(17) . . ? C14 C13 N1 124.43(18) . . ? C14 C13 C15 121.17(18) . . ? N1 C13 C15 114.38(16) . . ? C16 C15 N2 124.55(19) . . ? C16 C15 C13 121.52(18) . . ? N2 C15 C13 113.94(16) . . ? C18 C17 C22 119.03(17) . . ? C18 C17 N2 120.29(17) . . ? C22 C17 N2 120.56(17) . . ? C19 C18 C17 119.03(19) . . ? C19 C18 C23 118.60(18) . . ? C17 C18 C23 122.37(17) . . ? C20 C19 C18 121.9(2) . . ? C19 C20 C21 119.28(19) . . ? C20 C21 C22 121.2(2) . . ? C21 C22 C17 119.53(19) . . ? C21 C22 C26 119.55(18) . . ? C17 C22 C26 120.78(17) . . ? C18 C23 C24 111.55(18) . . ? C18 C23 C25 112.01(18) . . ? C24 C23 C25 110.24(18) . . ? C22 C26 C27 109.75(17) . . ? C22 C26 C28 114.23(17) . . ? C27 C26 C28 110.04(18) . . ? O1 C29 C30 105.60(17) . . ? C31 C30 C29 103.44(18) . . ? C32 C31 C30 101.37(17) . . ? O1 C32 C31 104.36(16) . . ? O2 C33 C34 106.29(18) . . ? C35 C34 C33 104.0(2) . . ? C34 C35 C36 103.8(2) . . ? O2 C36 C35 104.68(17) . . ? O3 C37 C38 106.92(19) . . ? C37 C38 C39 104.0(2) . . ? C40 C39 C38 101.9(2) . . ? O3 C40 C39 105.15(18) . . ? O4 C41 C42 104.71(18) . . ? C41 C42 C43 102.3(2) . . ? C44 C43 C42 103.9(2) . . ? O4 C44 C43 107.32(19) . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 29.25 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.801 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.075 data_ludad1m _database_code_depnum_ccdc_archive 'CCDC 915565' #TrackingRef 'data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H69 Lu N2 O Si2' _chemical_formula_weight 825.12 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Lu Lu -0.4720 5.8584 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.8244(10) _cell_length_b 17.1331(14) _cell_length_c 39.156(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8603.4(12) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.274 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3440 _exptl_absorpt_coefficient_mu 2.380 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4812 _exptl_absorpt_correction_T_max 0.8903 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1998a)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 68189 _diffrn_reflns_av_R_equivalents 0.0917 _diffrn_reflns_av_sigmaI/netI 0.0484 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8394 _reflns_number_gt 6169 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0001P)^2^+58.1191P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8394 _refine_ls_number_parameters 448 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.0878 _refine_ls_wR_factor_gt 0.0827 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _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 Lu1 Lu 0.077469(12) 0.269989(10) 0.132837(4) 0.02106(4) Uani 1 1 d . . . Si1 Si 0.02617(11) 0.39683(9) 0.21410(3) 0.0385(4) Uani 1 1 d . . . O1 O 0.1098(2) 0.16534(16) 0.16838(7) 0.0295(8) Uani 1 1 d . . . N1 N 0.0015(3) 0.35092(19) 0.08817(8) 0.0229(9) Uani 1 1 d . . . C1 C 0.0568(3) 0.4119(2) 0.07017(10) 0.0228(10) Uani 1 1 d . . . Si2 Si 0.35484(9) 0.30976(8) 0.11691(3) 0.0276(3) Uani 1 1 d . . . N2 N -0.0747(3) 0.21999(18) 0.11479(8) 0.0245(8) Uani 1 1 d . . . C2 C 0.1113(3) 0.3905(3) 0.04070(11) 0.0312(12) Uani 1 1 d . . . C3 C 0.1644(4) 0.4484(3) 0.02344(12) 0.0398(13) Uani 1 1 d . . . H3A H 0.2014 0.4354 0.0032 0.048 Uiso 1 1 calc R . . C4 C 0.1654(4) 0.5246(3) 0.03470(12) 0.0401(13) Uani 1 1 d . . . H4A H 0.2035 0.5631 0.0225 0.048 Uiso 1 1 calc R . . C5 C 0.1112(3) 0.5448(3) 0.06355(12) 0.0362(13) Uani 1 1 d . . . H5A H 0.1124 0.5974 0.0712 0.043 Uiso 1 1 calc R . . C6 C 0.0544(3) 0.4894(2) 0.08186(11) 0.0274(11) Uani 1 1 d . . . C7 C 0.1121(4) 0.3070(3) 0.02741(11) 0.0378(13) Uani 1 1 d . . . H7A H 0.0958 0.2719 0.0471 0.045 Uiso 1 1 calc R . . C8 C 0.0271(5) 0.2947(3) 0.00035(14) 0.0629(19) Uani 1 1 d . . . H8A H -0.0417 0.3023 0.0108 0.094 Uiso 1 1 calc R . . H8B H 0.0320 0.2415 -0.0088 0.094 Uiso 1 1 calc R . . H8C H 0.0366 0.3323 -0.0182 0.094 Uiso 1 1 calc R . . C9 C 0.2179(4) 0.2825(3) 0.01331(12) 0.0520(16) Uani 1 1 d . . . H9A H 0.2727 0.2970 0.0296 0.078 Uiso 1 1 calc R . . H9B H 0.2302 0.3089 -0.0085 0.078 Uiso 1 1 calc R . . H9C H 0.2187 0.2259 0.0098 0.078 Uiso 1 1 calc R . . C10 C -0.0094(3) 0.5153(3) 0.11235(12) 0.0308(12) Uani 1 1 d . . . H10A H -0.0357 0.4677 0.1243 0.037 Uiso 1 1 calc R . . C11 C -0.1038(4) 0.5637(3) 0.10086(14) 0.0433(14) Uani 1 1 d . . . H11A H -0.1454 0.5333 0.0846 0.065 Uiso 1 1 calc R . . H11B H -0.0797 0.6118 0.0899 0.065 Uiso 1 1 calc R . . H11C H -0.1467 0.5768 0.1208 0.065 Uiso 1 1 calc R . . C12 C 0.0549(4) 0.5633(3) 0.13796(12) 0.0403(14) Uani 1 1 d . . . H12A H 0.1163 0.5333 0.1449 0.060 Uiso 1 1 calc R . . H12B H 0.0121 0.5750 0.1581 0.060 Uiso 1 1 calc R . . H12C H 0.0771 0.6122 0.1272 0.060 Uiso 1 1 calc R . . C13 C -0.0948(3) 0.3359(2) 0.08060(10) 0.0244(10) Uani 1 1 d . . . C14 C -0.1588(3) 0.3853(3) 0.05689(12) 0.0361(13) Uani 1 1 d . . . H14A H -0.1143 0.4252 0.0464 0.054 Uiso 1 1 calc R . . H14B H -0.2149 0.4106 0.0698 0.054 Uiso 1 1 calc R . . H14C H -0.1890 0.3524 0.0390 0.054 Uiso 1 1 calc R . . C15 C -0.1416(3) 0.2632(3) 0.09500(10) 0.0271(10) Uani 1 1 d . . . C16 C -0.2408(3) 0.2450(2) 0.08695(13) 0.0430(14) Uani 1 1 d D . . H16B H -0.2869(12) 0.2751(12) 0.0729(5) 0.033(12) Uiso 1 1 d D . . H16A H -0.265(2) 0.1954(7) 0.0949(8) 0.055(15) Uiso 1 1 d D . . C17 C -0.1079(3) 0.1419(3) 0.12250(11) 0.0277(11) Uani 1 1 d . . . C18 C -0.1533(3) 0.1248(3) 0.15443(12) 0.0313(12) Uani 1 1 d . B . C19 C -0.1694(4) 0.0472(3) 0.16266(14) 0.0429(14) Uani 1 1 d . . . H19A H -0.1964 0.0345 0.1846 0.052 Uiso 1 1 calc R . . C20 C -0.1478(4) -0.0120(3) 0.14030(15) 0.0499(16) Uani 1 1 d . . . H20A H -0.1590 -0.0648 0.1467 0.060 Uiso 1 1 calc R . . C21 C -0.1095(4) 0.0058(3) 0.10821(14) 0.0445(15) Uani 1 1 d . . . H21A H -0.0963 -0.0350 0.0924 0.053 Uiso 1 1 calc R . . C22 C -0.0899(3) 0.0828(2) 0.09871(12) 0.0312(11) Uani 1 1 d . . . C23 C -0.1847(2) 0.1895(3) 0.17929(12) 0.0425(14) Uani 1 1 d D . . H23A H -0.1303 0.2286 0.1727 0.051 Uiso 1 1 calc R A 1 C24 C -0.1495(6) 0.1753(4) 0.21481(15) 0.091(3) Uani 1 1 d . B . H24A H -0.0733 0.1705 0.2152 0.137 Uiso 1 1 calc R . . H24B H -0.1809 0.1269 0.2233 0.137 Uiso 1 1 calc R . . H24C H -0.1709 0.2190 0.2293 0.137 Uiso 1 1 calc R . . C25 C -0.2794(5) 0.2359(5) 0.1688(3) 0.044(3) Uani 0.344(8) 1 d PDU B 1 H25A H -0.2923 0.2771 0.1857 0.066 Uiso 0.344(8) 1 calc PR B 1 H25B H -0.3401 0.2012 0.1677 0.066 Uiso 0.344(8) 1 calc PR B 1 H25C H -0.2674 0.2594 0.1464 0.066 Uiso 0.344(8) 1 calc PR B 1 C25' C -0.3027(3) 0.1907(5) 0.1823(2) 0.055(2) Uani 0.656(8) 1 d PDU B 2 H25D H -0.3337 0.1928 0.1595 0.083 Uiso 0.656(8) 1 calc PR B 2 H25E H -0.3243 0.2367 0.1954 0.083 Uiso 0.656(8) 1 calc PR B 2 H25F H -0.3262 0.1434 0.1941 0.083 Uiso 0.656(8) 1 calc PR B 2 C26 C -0.0490(4) 0.1004(3) 0.06318(12) 0.0367(13) Uani 1 1 d . . . H26A H -0.0641 0.1567 0.0584 0.044 Uiso 1 1 calc R . . C27 C -0.1031(5) 0.0527(4) 0.03545(15) 0.072(2) Uani 1 1 d . . . H27A H -0.1787 0.0541 0.0391 0.108 Uiso 1 1 calc R . . H27B H -0.0786 -0.0014 0.0364 0.108 Uiso 1 1 calc R . . H27C H -0.0867 0.0748 0.0130 0.108 Uiso 1 1 calc R . . C28 C 0.0686(4) 0.0892(3) 0.05975(12) 0.0429(14) Uani 1 1 d . . . H28A H 0.1044 0.1191 0.0776 0.064 Uiso 1 1 calc R . . H28B H 0.0914 0.1076 0.0373 0.064 Uiso 1 1 calc R . . H28C H 0.0856 0.0337 0.0622 0.064 Uiso 1 1 calc R . . C29 C 0.0942(3) 0.3634(2) 0.17537(10) 0.0270(11) Uani 1 1 d . . . H29A H 0.1654 0.3533 0.1840 0.032 Uiso 1 1 calc R . . H29B H 0.1002 0.4122 0.1620 0.032 Uiso 1 1 calc R . . C30 C -0.1141(4) 0.4162(4) 0.20505(15) 0.0578(18) Uani 1 1 d . . . H30A H -0.1486 0.3674 0.1985 0.087 Uiso 1 1 calc R . . H30B H -0.1200 0.4539 0.1863 0.087 Uiso 1 1 calc R . . H30C H -0.1476 0.4375 0.2255 0.087 Uiso 1 1 calc R . . C31 C 0.0383(6) 0.3251(4) 0.24972(15) 0.085(2) Uani 1 1 d . . . H31A H 0.1122 0.3149 0.2542 0.128 Uiso 1 1 calc R . . H31B H 0.0036 0.2763 0.2433 0.128 Uiso 1 1 calc R . . H31C H 0.0055 0.3465 0.2703 0.128 Uiso 1 1 calc R . . C32 C 0.0812(5) 0.4891(3) 0.23271(13) 0.0612(17) Uani 1 1 d . . . H32A H 0.1550 0.4814 0.2382 0.092 Uiso 1 1 calc R . . H32B H 0.0430 0.5025 0.2536 0.092 Uiso 1 1 calc R . . H32C H 0.0742 0.5316 0.2161 0.092 Uiso 1 1 calc R . . C33 C 0.2419(3) 0.2472(2) 0.10819(10) 0.0270(11) Uani 1 1 d . . . H33A H 0.2624 0.1934 0.1146 0.032 Uiso 1 1 calc R . . H33B H 0.2317 0.2472 0.0831 0.032 Uiso 1 1 calc R . . C34 C 0.4696(4) 0.2927(3) 0.08796(13) 0.0424(14) Uani 1 1 d . . . H34A H 0.4503 0.3057 0.0644 0.064 Uiso 1 1 calc R . . H34B H 0.4904 0.2377 0.0892 0.064 Uiso 1 1 calc R . . H34C H 0.5279 0.3257 0.0952 0.064 Uiso 1 1 calc R . . C35 C 0.3199(4) 0.4143(3) 0.11127(13) 0.0386(13) Uani 1 1 d . . . H35A H 0.2670 0.4290 0.1282 0.058 Uiso 1 1 calc R . . H35B H 0.2921 0.4224 0.0882 0.058 Uiso 1 1 calc R . . H35C H 0.3822 0.4467 0.1144 0.058 Uiso 1 1 calc R . . C36 C 0.4056(4) 0.2969(3) 0.16131(12) 0.0396(13) Uani 1 1 d . . . H36A H 0.3499 0.3081 0.1777 0.059 Uiso 1 1 calc R . . H36B H 0.4640 0.3327 0.1651 0.059 Uiso 1 1 calc R . . H36C H 0.4295 0.2430 0.1643 0.059 Uiso 1 1 calc R . . C37 C 0.1203(4) 0.0840(2) 0.15766(12) 0.0321(12) Uani 1 1 d . . . H37A H 0.1809 0.0777 0.1423 0.038 Uiso 1 1 calc R . . H37B H 0.0567 0.0665 0.1455 0.038 Uiso 1 1 calc R . . C38 C 0.1358(5) 0.0377(3) 0.19022(13) 0.0515(16) Uani 1 1 d . . . H38A H 0.1957 0.0016 0.1880 0.062 Uiso 1 1 calc R . . H38B H 0.0726 0.0069 0.1957 0.062 Uiso 1 1 calc R . . C39 C 0.1565(5) 0.0981(3) 0.21772(14) 0.0539(17) Uani 1 1 d . . . H39A H 0.0960 0.1027 0.2333 0.065 Uiso 1 1 calc R . . H39B H 0.2189 0.0840 0.2313 0.065 Uiso 1 1 calc R . . C40 C 0.1736(5) 0.1724(3) 0.19871(14) 0.0534(16) Uani 1 1 d . . . H40A H 0.1517 0.2178 0.2126 0.064 Uiso 1 1 calc R . . H40B H 0.2481 0.1786 0.1926 0.064 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 Lu1 0.01838(7) 0.02011(7) 0.02469(7) 0.00112(9) -0.00082(8) -0.00003(9) Si1 0.0366(7) 0.0479(8) 0.0311(7) -0.0069(6) 0.0062(6) 0.0016(7) O1 0.0332(17) 0.0218(15) 0.0333(16) 0.0045(13) -0.0065(13) 0.0027(13) N1 0.0248(18) 0.0201(17) 0.0238(17) 0.0003(14) -0.0001(15) 0.0012(15) C1 0.017(2) 0.025(2) 0.026(2) 0.0083(17) -0.0004(16) 0.0005(17) Si2 0.0193(6) 0.0269(6) 0.0366(6) -0.0035(5) 0.0012(5) -0.0010(6) N2 0.0250(16) 0.0197(16) 0.0288(16) 0.0011(14) -0.0012(16) -0.0001(17) C2 0.031(2) 0.037(3) 0.026(2) 0.009(2) -0.0023(19) 0.003(2) C3 0.039(3) 0.051(3) 0.029(2) 0.011(2) 0.008(2) 0.003(3) C4 0.031(3) 0.042(3) 0.047(3) 0.023(2) 0.003(2) -0.007(2) C5 0.028(2) 0.028(2) 0.053(3) 0.011(2) 0.000(2) 0.000(2) C6 0.023(2) 0.021(2) 0.038(2) 0.0097(19) -0.0008(18) 0.0004(18) C7 0.046(3) 0.041(3) 0.027(2) -0.001(2) 0.002(2) 0.008(2) C8 0.079(4) 0.066(4) 0.044(3) -0.016(3) -0.020(3) 0.012(3) C9 0.059(3) 0.061(4) 0.036(3) 0.000(3) 0.018(2) 0.013(3) C10 0.026(2) 0.018(2) 0.048(3) 0.004(2) 0.008(2) 0.0009(19) C11 0.032(3) 0.028(2) 0.070(3) -0.003(3) 0.007(2) 0.005(2) C12 0.046(3) 0.026(2) 0.049(3) -0.003(2) 0.004(2) 0.002(2) C13 0.025(2) 0.022(2) 0.026(2) -0.0003(17) -0.0018(18) 0.0043(18) C14 0.025(2) 0.032(3) 0.051(3) 0.007(2) -0.017(2) 0.000(2) C15 0.027(2) 0.020(2) 0.034(2) 0.001(2) 0.0005(18) 0.000(2) C16 0.027(2) 0.025(3) 0.077(3) 0.016(2) -0.014(2) 0.000(2) C17 0.017(2) 0.024(2) 0.041(3) 0.0052(19) -0.0093(17) -0.0042(18) C18 0.018(2) 0.029(2) 0.046(3) 0.014(2) -0.004(2) -0.0010(19) C19 0.024(2) 0.038(3) 0.067(3) 0.023(3) -0.006(2) -0.009(2) C20 0.029(2) 0.027(2) 0.094(4) 0.017(3) -0.015(3) -0.004(2) C21 0.031(3) 0.026(2) 0.077(4) -0.005(3) -0.020(2) 0.007(2) C22 0.020(2) 0.025(2) 0.048(3) 0.000(2) -0.011(2) 0.0022(19) C23 0.041(3) 0.049(3) 0.038(3) 0.009(2) 0.005(2) -0.004(3) C24 0.125(6) 0.099(6) 0.050(4) 0.007(4) -0.011(4) 0.032(5) C25 0.045(4) 0.042(4) 0.044(4) 0.000(3) -0.002(3) 0.000(3) C25' 0.053(3) 0.057(4) 0.055(3) -0.005(3) -0.004(3) 0.008(3) C26 0.036(3) 0.030(2) 0.044(3) -0.008(2) -0.013(2) 0.011(2) C27 0.051(4) 0.104(5) 0.060(4) -0.022(4) -0.021(3) -0.010(4) C28 0.033(3) 0.049(3) 0.047(3) 0.001(2) -0.006(2) 0.002(3) C29 0.025(2) 0.031(2) 0.025(2) 0.0045(18) 0.0023(18) 0.002(2) C30 0.035(3) 0.067(4) 0.071(4) -0.023(3) 0.011(3) 0.001(3) C31 0.124(6) 0.096(5) 0.035(3) 0.014(3) 0.028(4) 0.013(5) C32 0.054(3) 0.078(4) 0.052(3) -0.032(3) 0.007(3) -0.001(4) C33 0.030(2) 0.020(2) 0.031(2) -0.0010(17) -0.0032(18) -0.0011(18) C34 0.028(2) 0.034(3) 0.066(3) -0.009(2) 0.012(2) -0.002(2) C35 0.030(2) 0.026(2) 0.060(3) -0.003(2) 0.009(2) -0.013(2) C36 0.030(3) 0.041(3) 0.047(3) -0.007(2) -0.009(2) 0.001(2) C37 0.027(2) 0.019(2) 0.050(3) 0.001(2) -0.003(2) 0.0045(19) C38 0.067(4) 0.037(3) 0.050(3) 0.015(3) -0.002(3) 0.002(3) C39 0.069(4) 0.041(3) 0.051(3) 0.014(3) -0.018(3) 0.002(3) C40 0.062(4) 0.042(3) 0.056(3) 0.008(3) -0.019(3) -0.005(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 Lu1 N2 2.246(3) . ? Lu1 O1 2.307(3) . ? Lu1 C29 2.320(4) . ? Lu1 C33 2.352(4) . ? Lu1 N1 2.436(3) . ? Si1 C29 1.841(4) . ? Si1 C30 1.863(5) . ? Si1 C31 1.865(6) . ? Si1 C32 1.878(6) . ? O1 C40 1.447(6) . ? O1 C37 1.461(5) . ? N1 C13 1.295(5) . ? N1 C1 1.447(5) . ? C1 C2 1.398(6) . ? C1 C6 1.404(6) . ? Si2 C33 1.834(4) . ? Si2 C35 1.860(5) . ? Si2 C36 1.869(5) . ? Si2 C34 1.880(5) . ? N2 C15 1.372(5) . ? N2 C17 1.435(5) . ? C2 C3 1.381(6) . ? C2 C7 1.522(7) . ? C3 C4 1.378(7) . ? C4 C5 1.371(7) . ? C5 C6 1.394(6) . ? C6 C10 1.515(6) . ? C7 C9 1.523(7) . ? C7 C8 1.535(7) . ? C10 C11 1.534(6) . ? C10 C12 1.536(6) . ? C13 C15 1.493(6) . ? C13 C14 1.501(6) . ? C15 C16 1.348(6) . ? C17 C22 1.396(6) . ? C17 C18 1.410(6) . ? C18 C19 1.385(6) . ? C18 C23 1.529(6) . ? C19 C20 1.368(7) . ? C20 C21 1.384(8) . ? C21 C22 1.393(6) . ? C22 C26 1.517(6) . ? C23 C24 1.483(7) . ? C23 C25 1.508(5) . ? C23 C25' 1.518(4) . ? C26 C27 1.526(7) . ? C26 C28 1.527(6) . ? C37 C38 1.515(7) . ? C38 C39 1.517(7) . ? C39 C40 1.491(7) . ? 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 N2 Lu1 O1 92.85(11) . . ? N2 Lu1 C29 124.70(13) . . ? O1 Lu1 C29 94.96(12) . . ? N2 Lu1 C33 125.94(12) . . ? O1 Lu1 C33 87.53(12) . . ? C29 Lu1 C33 109.06(14) . . ? N2 Lu1 N1 69.10(11) . . ? O1 Lu1 N1 161.36(11) . . ? C29 Lu1 N1 99.19(13) . . ? C33 Lu1 N1 99.15(12) . . ? C29 Si1 C30 110.9(2) . . ? C29 Si1 C31 111.8(3) . . ? C30 Si1 C31 109.9(3) . . ? C29 Si1 C32 113.8(2) . . ? C30 Si1 C32 106.7(3) . . ? C31 Si1 C32 103.5(3) . . ? C40 O1 C37 105.3(3) . . ? C40 O1 Lu1 122.1(3) . . ? C37 O1 Lu1 125.7(2) . . ? C13 N1 C1 120.0(3) . . ? C13 N1 Lu1 115.6(3) . . ? C1 N1 Lu1 124.4(2) . . ? C2 C1 C6 121.9(4) . . ? C2 C1 N1 117.2(4) . . ? C6 C1 N1 120.9(4) . . ? C33 Si2 C35 110.6(2) . . ? C33 Si2 C36 112.3(2) . . ? C35 Si2 C36 107.9(2) . . ? C33 Si2 C34 114.5(2) . . ? C35 Si2 C34 105.5(2) . . ? C36 Si2 C34 105.6(2) . . ? C15 N2 C17 115.9(3) . . ? C15 N2 Lu1 121.0(3) . . ? C17 N2 Lu1 123.1(2) . . ? C3 C2 C1 117.5(4) . . ? C3 C2 C7 120.3(4) . . ? C1 C2 C7 122.2(4) . . ? C4 C3 C2 121.9(4) . . ? C5 C4 C3 119.9(4) . . ? C4 C5 C6 121.1(4) . . ? C5 C6 C1 117.7(4) . . ? C5 C6 C10 119.2(4) . . ? C1 C6 C10 123.1(4) . . ? C2 C7 C9 112.9(4) . . ? C2 C7 C8 111.1(4) . . ? C9 C7 C8 110.1(4) . . ? C6 C10 C11 110.7(4) . . ? C6 C10 C12 112.4(4) . . ? C11 C10 C12 109.0(4) . . ? N1 C13 C15 117.6(4) . . ? N1 C13 C14 123.4(4) . . ? C15 C13 C14 118.9(4) . . ? C16 C15 N2 126.6(4) . . ? C16 C15 C13 119.0(4) . . ? N2 C15 C13 114.3(3) . . ? C22 C17 C18 120.6(4) . . ? C22 C17 N2 119.1(4) . . ? C18 C17 N2 120.2(4) . . ? C19 C18 C17 117.9(4) . . ? C19 C18 C23 120.6(4) . . ? C17 C18 C23 121.5(4) . . ? C20 C19 C18 122.2(5) . . ? C19 C20 C21 119.3(5) . . ? C20 C21 C22 121.1(5) . . ? C21 C22 C17 118.6(4) . . ? C21 C22 C26 119.7(4) . . ? C17 C22 C26 121.7(4) . . ? C24 C23 C25 125.9(6) . . ? C24 C23 C25' 103.4(5) . . ? C25 C23 C25' 37.9(5) . . ? C24 C23 C18 113.4(4) . . ? C25 C23 C18 114.9(6) . . ? C25' C23 C18 108.8(5) . . ? C22 C26 C27 112.9(4) . . ? C22 C26 C28 113.4(4) . . ? C27 C26 C28 108.6(4) . . ? Si1 C29 Lu1 139.7(2) . . ? Si2 C33 Lu1 122.30(19) . . ? O1 C37 C38 105.7(4) . . ? C37 C38 C39 105.2(4) . . ? C40 C39 C38 104.7(4) . . ? O1 C40 C39 104.8(4) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 2.366 _refine_diff_density_min -2.736 _refine_diff_density_rms 0.111 data_ydadsi1m _database_code_depnum_ccdc_archive 'CCDC 915566' #TrackingRef 'data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H69 N2 O Si2 Y' _chemical_formula_weight 739.06 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.8921(16) _cell_length_b 17.167(2) _cell_length_c 39.247(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8685.9(18) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 60 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.130 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3184 _exptl_absorpt_coefficient_mu 1.427 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5991 _exptl_absorpt_correction_T_max 0.8944 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008a)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 70096 _diffrn_reflns_av_R_equivalents 0.2178 _diffrn_reflns_av_sigmaI/netI 0.1143 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 48 _diffrn_reflns_theta_min 2.08 _diffrn_reflns_theta_max 26.00 _reflns_number_total 8525 _reflns_number_gt 4960 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0603P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8525 _refine_ls_number_parameters 440 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.1396 _refine_ls_R_factor_gt 0.0684 _refine_ls_wR_factor_ref 0.1377 _refine_ls_wR_factor_gt 0.1229 _refine_ls_goodness_of_fit_ref 0.997 _refine_ls_restrained_S_all 0.997 _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 Y1 Y 0.07859(3) 0.27018(2) 0.133127(11) 0.02136(12) Uani 1 1 d . . . Si1 Si 0.02857(11) 0.39943(9) 0.21521(4) 0.0391(4) Uani 1 1 d . . . O1 O 0.1114(2) 0.16372(17) 0.16943(8) 0.0281(8) Uani 1 1 d . . . N1 N 0.0007(3) 0.35128(19) 0.08766(9) 0.0211(8) Uani 1 1 d . . . C1 C 0.0556(3) 0.4133(2) 0.06968(11) 0.0218(10) Uani 1 1 d . . . Si2 Si 0.35760(9) 0.30882(8) 0.11669(4) 0.0271(3) Uani 1 1 d . . . N2 N -0.0760(3) 0.2212(2) 0.11421(9) 0.0243(8) Uani 1 1 d . . . C2 C 0.1126(3) 0.3917(3) 0.04091(12) 0.0277(11) Uani 1 1 d . . . C3 C 0.1658(4) 0.4503(3) 0.02392(13) 0.0373(13) Uani 1 1 d . . . H3A H 0.2037 0.4377 0.0039 0.045 Uiso 1 1 calc R . . C4 C 0.1654(4) 0.5261(3) 0.03518(13) 0.0399(14) Uani 1 1 d . . . H4A H 0.2030 0.5648 0.0231 0.048 Uiso 1 1 calc R . . C5 C 0.1106(3) 0.5458(3) 0.06399(13) 0.0310(12) Uani 1 1 d . . . H5A H 0.1116 0.5981 0.0719 0.037 Uiso 1 1 calc R . . C6 C 0.0534(3) 0.4897(2) 0.08178(12) 0.0252(11) Uani 1 1 d . . . C7 C 0.1135(4) 0.3085(3) 0.02756(13) 0.0356(12) Uani 1 1 d . . . H7A H 0.0971 0.2734 0.0472 0.043 Uiso 1 1 calc R . . C8 C 0.0298(5) 0.2952(4) 0.00019(15) 0.0620(18) Uani 1 1 d . . . H8A H -0.0390 0.3032 0.0102 0.093 Uiso 1 1 calc R . . H8B H 0.0350 0.2419 -0.0085 0.093 Uiso 1 1 calc R . . H8C H 0.0401 0.3321 -0.0186 0.093 Uiso 1 1 calc R . . C9 C 0.2200(4) 0.2840(3) 0.01348(14) 0.0522(16) Uani 1 1 d . . . H9A H 0.2743 0.2987 0.0297 0.078 Uiso 1 1 calc R . . H9B H 0.2323 0.3102 -0.0083 0.078 Uiso 1 1 calc R . . H9C H 0.2212 0.2274 0.0101 0.078 Uiso 1 1 calc R . . C10 C -0.0108(3) 0.5155(3) 0.11207(12) 0.0297(11) Uani 1 1 d . . . H10A H -0.0369 0.4678 0.1239 0.036 Uiso 1 1 calc R . . C11 C -0.1051(3) 0.5636(3) 0.10075(15) 0.0408(14) Uani 1 1 d . . . H11A H -0.1473 0.5329 0.0849 0.061 Uiso 1 1 calc R . . H11B H -0.0813 0.6112 0.0894 0.061 Uiso 1 1 calc R . . H11C H -0.1468 0.5775 0.1207 0.061 Uiso 1 1 calc R . . C12 C 0.0523(4) 0.5637(3) 0.13793(13) 0.0372(13) Uani 1 1 d . . . H12A H 0.1127 0.5336 0.1454 0.056 Uiso 1 1 calc R . . H12B H 0.0087 0.5760 0.1577 0.056 Uiso 1 1 calc R . . H12C H 0.0755 0.6122 0.1272 0.056 Uiso 1 1 calc R . . C13 C -0.0955(3) 0.3366(2) 0.07935(11) 0.0246(11) Uani 1 1 d . . . C14 C -0.1585(4) 0.3860(3) 0.05586(13) 0.0362(13) Uani 1 1 d . . . H14A H -0.1146 0.4268 0.0460 0.054 Uiso 1 1 calc R . . H14B H -0.2156 0.4100 0.0686 0.054 Uiso 1 1 calc R . . H14C H -0.1869 0.3535 0.0375 0.054 Uiso 1 1 calc R . . C15 C -0.1423(3) 0.2644(3) 0.09426(12) 0.0261(10) Uani 1 1 d . . . C16 C -0.2419(4) 0.2459(3) 0.08597(14) 0.0410(14) Uani 1 1 d . . . H16A H -0.2719 0.1990 0.0942 0.049 Uiso 1 1 calc R . . H16B H -0.2814 0.2799 0.0719 0.049 Uiso 1 1 calc R . . C17 C -0.1094(3) 0.1430(3) 0.12245(12) 0.0241(11) Uani 1 1 d . . . C18 C -0.1538(3) 0.1273(3) 0.15427(13) 0.0299(12) Uani 1 1 d . B . C19 C -0.1705(4) 0.0493(3) 0.16324(15) 0.0425(14) Uani 1 1 d . . . H19A H -0.1977 0.0374 0.1851 0.051 Uiso 1 1 calc R . . C20 C -0.1482(4) -0.0102(3) 0.14109(15) 0.0431(15) Uani 1 1 d . . . H20A H -0.1591 -0.0628 0.1477 0.052 Uiso 1 1 calc R . . C21 C -0.1099(4) 0.0069(3) 0.10903(15) 0.0400(14) Uani 1 1 d . . . H21A H -0.0967 -0.0345 0.0936 0.048 Uiso 1 1 calc R . . C22 C -0.0900(3) 0.0836(3) 0.09874(13) 0.0298(12) Uani 1 1 d . . . C23 C -0.1867(3) 0.1918(3) 0.17853(13) 0.0371(13) Uani 1 1 d D . . H23A H -0.1338 0.2313 0.1714 0.044 Uiso 1 1 calc R A 1 C24 C -0.1495(7) 0.1804(4) 0.21372(17) 0.093(3) Uani 1 1 d . B . H24A H -0.0739 0.1742 0.2136 0.139 Uiso 1 1 calc R . . H24B H -0.1817 0.1337 0.2234 0.139 Uiso 1 1 calc R . . H24C H -0.1681 0.2259 0.2275 0.139 Uiso 1 1 calc R . . C25 C -0.2819(11) 0.2382(10) 0.1692(4) 0.040(6) Uani 0.337(17) 1 d PDU B 1 H25A H -0.2915 0.2804 0.1857 0.061 Uiso 0.337(17) 1 calc PR B 1 H25B H -0.3428 0.2041 0.1695 0.061 Uiso 0.337(17) 1 calc PR B 1 H25C H -0.2732 0.2603 0.1464 0.061 Uiso 0.337(17) 1 calc PR B 1 C25' C -0.3046(4) 0.1920(7) 0.1821(3) 0.051(3) Uani 0.663(17) 1 d PDU B 2 H25D H -0.3364 0.1966 0.1595 0.076 Uiso 0.663(17) 1 calc PR B 2 H25E H -0.3260 0.2361 0.1963 0.076 Uiso 0.663(17) 1 calc PR B 2 H25F H -0.3272 0.1432 0.1928 0.076 Uiso 0.663(17) 1 calc PR B 2 C26 C -0.0492(3) 0.1003(3) 0.06355(13) 0.0339(13) Uani 1 1 d . . . H26A H -0.0644 0.1562 0.0584 0.041 Uiso 1 1 calc R . . C27 C -0.1030(4) 0.0510(4) 0.03615(15) 0.067(2) Uani 1 1 d . . . H27A H -0.1783 0.0536 0.0393 0.100 Uiso 1 1 calc R . . H27B H -0.0800 -0.0032 0.0381 0.100 Uiso 1 1 calc R . . H27C H -0.0851 0.0712 0.0135 0.100 Uiso 1 1 calc R . . C28 C 0.0682(3) 0.0891(3) 0.06048(13) 0.0407(13) Uani 1 1 d . . . H28A H 0.1033 0.1201 0.0780 0.061 Uiso 1 1 calc R . . H28B H 0.0912 0.1062 0.0379 0.061 Uiso 1 1 calc R . . H28C H 0.0853 0.0340 0.0636 0.061 Uiso 1 1 calc R . . C29 C 0.0965(4) 0.3649(3) 0.17681(12) 0.0300(12) Uani 1 1 d . . . H29A H 0.1667 0.3535 0.1857 0.036 Uiso 1 1 calc R . . H29B H 0.1047 0.4136 0.1636 0.036 Uiso 1 1 calc R . . C30 C -0.1116(4) 0.4190(3) 0.20577(16) 0.0551(17) Uani 1 1 d . . . H30A H -0.1454 0.3706 0.1986 0.083 Uiso 1 1 calc R . . H30B H -0.1169 0.4578 0.1875 0.083 Uiso 1 1 calc R . . H30C H -0.1457 0.4389 0.2263 0.083 Uiso 1 1 calc R . . C31 C 0.0398(6) 0.3276(4) 0.25073(16) 0.088(2) Uani 1 1 d . . . H31A H 0.1132 0.3182 0.2557 0.132 Uiso 1 1 calc R . . H31B H 0.0067 0.2785 0.2440 0.132 Uiso 1 1 calc R . . H31C H 0.0055 0.3483 0.2711 0.132 Uiso 1 1 calc R . . C32 C 0.0841(5) 0.4911(4) 0.23375(15) 0.0651(19) Uani 1 1 d . . . H32A H 0.1576 0.4830 0.2391 0.098 Uiso 1 1 calc R . . H32B H 0.0464 0.5046 0.2546 0.098 Uiso 1 1 calc R . . H32C H 0.0773 0.5336 0.2172 0.098 Uiso 1 1 calc R . . C33 C 0.2469(3) 0.2450(2) 0.10810(12) 0.0272(12) Uani 1 1 d . . . H33A H 0.2674 0.1917 0.1151 0.033 Uiso 1 1 calc R . . H33B H 0.2372 0.2438 0.0831 0.033 Uiso 1 1 calc R . . C34 C 0.4722(4) 0.2934(3) 0.08780(15) 0.0447(15) Uani 1 1 d . . . H34A H 0.4545 0.3103 0.0647 0.067 Uiso 1 1 calc R . . H34B H 0.4907 0.2381 0.0875 0.067 Uiso 1 1 calc R . . H34C H 0.5313 0.3239 0.0962 0.067 Uiso 1 1 calc R . . C35 C 0.3207(4) 0.4134(3) 0.11130(14) 0.0383(13) Uani 1 1 d . . . H35A H 0.2671 0.4270 0.1280 0.058 Uiso 1 1 calc R . . H35B H 0.2937 0.4216 0.0882 0.058 Uiso 1 1 calc R . . H35C H 0.3818 0.4463 0.1149 0.058 Uiso 1 1 calc R . . C36 C 0.4069(4) 0.2966(3) 0.16132(13) 0.0385(13) Uani 1 1 d . . . H36A H 0.3508 0.3075 0.1775 0.058 Uiso 1 1 calc R . . H36B H 0.4643 0.3330 0.1653 0.058 Uiso 1 1 calc R . . H36C H 0.4314 0.2431 0.1645 0.058 Uiso 1 1 calc R . . C37 C 0.1197(4) 0.0824(3) 0.15926(13) 0.0336(12) Uani 1 1 d . . . H37A H 0.1778 0.0755 0.1431 0.040 Uiso 1 1 calc R . . H37B H 0.0549 0.0652 0.1480 0.040 Uiso 1 1 calc R . . C38 C 0.1385(5) 0.0359(3) 0.19095(15) 0.0537(16) Uani 1 1 d . . . H38A H 0.2010 0.0030 0.1885 0.064 Uiso 1 1 calc R . . H38B H 0.0783 0.0021 0.1961 0.064 Uiso 1 1 calc R . . C39 C 0.1538(5) 0.0970(3) 0.21905(15) 0.0534(16) Uani 1 1 d . . . H39A H 0.0906 0.1022 0.2332 0.064 Uiso 1 1 calc R . . H39B H 0.2130 0.0831 0.2339 0.064 Uiso 1 1 calc R . . C40 C 0.1753(4) 0.1703(3) 0.20001(14) 0.0511(16) Uani 1 1 d . . . H40A H 0.1551 0.2165 0.2136 0.061 Uiso 1 1 calc R . . H40B H 0.2497 0.1744 0.1941 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 Y1 0.01515(19) 0.0209(2) 0.0280(2) 0.0013(2) -0.0014(2) -0.0001(2) Si1 0.0337(8) 0.0463(9) 0.0373(9) -0.0064(7) 0.0053(7) 0.0008(7) O1 0.0265(18) 0.0202(17) 0.038(2) 0.0041(15) -0.0062(14) 0.0013(13) N1 0.0154(19) 0.0181(19) 0.030(2) -0.0009(17) 0.0004(16) 0.0007(15) C1 0.017(2) 0.022(2) 0.027(3) 0.015(2) -0.0020(19) 0.0013(18) Si2 0.0168(6) 0.0243(7) 0.0401(9) -0.0036(6) 0.0007(6) -0.0005(6) N2 0.0207(18) 0.0209(19) 0.031(2) 0.0020(17) -0.0054(17) 0.0012(18) C2 0.022(2) 0.037(3) 0.024(3) 0.008(2) -0.001(2) 0.002(2) C3 0.032(3) 0.047(4) 0.033(3) 0.011(3) 0.008(2) 0.006(3) C4 0.029(3) 0.039(3) 0.052(4) 0.027(3) 0.005(3) -0.006(2) C5 0.023(2) 0.024(3) 0.046(4) 0.013(2) -0.003(2) -0.001(2) C6 0.018(2) 0.018(2) 0.040(3) 0.009(2) -0.003(2) 0.0020(18) C7 0.040(3) 0.035(3) 0.031(3) -0.003(2) 0.001(2) 0.008(2) C8 0.068(4) 0.068(4) 0.050(4) -0.017(3) -0.021(3) 0.014(3) C9 0.058(4) 0.053(4) 0.046(4) -0.005(3) 0.020(3) 0.019(3) C10 0.025(3) 0.018(2) 0.046(3) -0.003(2) 0.008(2) -0.003(2) C11 0.021(3) 0.024(3) 0.077(4) -0.007(3) 0.005(2) 0.004(2) C12 0.040(3) 0.021(2) 0.051(4) -0.003(2) 0.004(2) 0.002(2) C13 0.024(3) 0.019(2) 0.031(3) 0.002(2) -0.005(2) 0.0043(19) C14 0.026(3) 0.027(3) 0.056(4) 0.009(2) -0.015(2) 0.000(2) C15 0.020(2) 0.020(2) 0.038(3) -0.002(2) -0.002(2) -0.002(2) C16 0.022(3) 0.024(3) 0.077(4) 0.011(2) -0.011(3) 0.000(2) C17 0.015(2) 0.018(2) 0.039(3) 0.004(2) -0.0098(19) -0.0034(18) C18 0.018(2) 0.026(3) 0.046(3) 0.015(2) -0.001(2) 0.001(2) C19 0.024(3) 0.034(3) 0.070(4) 0.020(3) -0.007(3) -0.004(2) C20 0.030(3) 0.027(3) 0.072(5) 0.017(3) -0.013(3) -0.007(2) C21 0.025(3) 0.023(3) 0.072(4) -0.003(3) -0.016(3) 0.006(2) C22 0.016(2) 0.026(3) 0.047(3) 0.000(2) -0.012(2) 0.003(2) C23 0.027(3) 0.045(3) 0.039(3) 0.005(3) 0.004(2) -0.005(2) C24 0.135(7) 0.085(6) 0.057(5) -0.007(4) -0.029(5) 0.032(5) C25 0.042(7) 0.038(7) 0.041(7) 0.003(4) -0.002(4) 0.003(4) C25' 0.041(4) 0.056(5) 0.055(5) -0.006(4) -0.005(3) 0.008(3) C26 0.027(3) 0.027(3) 0.047(4) -0.007(2) -0.010(2) 0.006(2) C27 0.050(4) 0.099(5) 0.052(4) -0.019(4) -0.015(3) -0.013(4) C28 0.024(3) 0.051(3) 0.047(4) -0.001(3) -0.005(2) -0.003(2) C29 0.028(3) 0.032(3) 0.031(3) 0.003(2) -0.001(2) 0.000(2) C30 0.034(3) 0.058(4) 0.072(5) -0.013(3) 0.010(3) 0.004(3) C31 0.116(6) 0.102(6) 0.046(4) 0.014(4) 0.027(4) 0.024(5) C32 0.051(4) 0.086(5) 0.059(4) -0.038(4) 0.011(3) -0.003(4) C33 0.022(2) 0.025(3) 0.035(3) 0.002(2) -0.004(2) 0.001(2) C34 0.024(3) 0.031(3) 0.079(4) -0.007(3) 0.011(3) -0.004(2) C35 0.026(3) 0.027(3) 0.062(4) -0.005(3) 0.007(3) -0.007(2) C36 0.026(3) 0.037(3) 0.052(4) -0.007(2) -0.005(2) -0.001(2) C37 0.029(3) 0.023(3) 0.049(4) 0.000(2) -0.007(2) 0.001(2) C38 0.067(4) 0.033(3) 0.061(4) 0.011(3) -0.009(3) 0.002(3) C39 0.064(4) 0.039(3) 0.058(4) 0.013(3) -0.014(3) 0.002(3) C40 0.054(4) 0.045(4) 0.055(4) 0.000(3) -0.019(3) -0.001(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 Y1 N2 2.288(3) . ? Y1 O1 2.356(3) . ? Y1 C29 2.374(5) . ? Y1 C33 2.421(4) . ? Y1 N1 2.476(3) . ? Si1 C29 1.841(5) . ? Si1 C31 1.867(7) . ? Si1 C30 1.875(5) . ? Si1 C32 1.876(6) . ? O1 C37 1.455(5) . ? O1 C40 1.459(6) . ? N1 C13 1.306(5) . ? N1 C1 1.461(5) . ? C1 C6 1.396(6) . ? C1 C2 1.397(6) . ? Si2 C33 1.831(4) . ? Si2 C35 1.869(5) . ? Si2 C36 1.875(5) . ? Si2 C34 1.881(5) . ? N2 C15 1.376(5) . ? N2 C17 1.445(5) . ? C2 C3 1.389(6) . ? C2 C7 1.522(7) . ? C3 C4 1.373(7) . ? C4 C5 1.376(7) . ? C5 C6 1.399(6) . ? C6 C10 1.515(6) . ? C7 C9 1.539(6) . ? C7 C8 1.539(7) . ? C10 C11 1.535(6) . ? C10 C12 1.542(6) . ? C13 C14 1.493(6) . ? C13 C15 1.497(6) . ? C15 C16 1.363(6) . ? C17 C18 1.400(6) . ? C17 C22 1.403(6) . ? C18 C19 1.401(6) . ? C18 C23 1.520(7) . ? C19 C20 1.372(7) . ? C20 C21 1.383(7) . ? C21 C22 1.401(6) . ? C22 C26 1.506(7) . ? C23 C24 1.475(7) . ? C23 C25 1.508(5) . ? C23 C25' 1.527(5) . ? C26 C28 1.530(6) . ? C26 C27 1.534(7) . ? C37 C38 1.498(7) . ? C38 C39 1.535(7) . ? C39 C40 1.489(7) . ? 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 N2 Y1 O1 93.88(11) . . ? N2 Y1 C29 124.82(14) . . ? O1 Y1 C29 94.41(14) . . ? N2 Y1 C33 125.71(14) . . ? O1 Y1 C33 86.88(13) . . ? C29 Y1 C33 109.17(15) . . ? N2 Y1 N1 67.63(12) . . ? O1 Y1 N1 160.91(11) . . ? C29 Y1 N1 100.07(14) . . ? C33 Y1 N1 99.88(13) . . ? C29 Si1 C31 111.2(3) . . ? C29 Si1 C30 110.8(2) . . ? C31 Si1 C30 109.9(3) . . ? C29 Si1 C32 114.0(2) . . ? C31 Si1 C32 103.6(3) . . ? C30 Si1 C32 107.1(3) . . ? C37 O1 C40 105.0(3) . . ? C37 O1 Y1 126.2(3) . . ? C40 O1 Y1 122.6(3) . . ? C13 N1 C1 118.7(3) . . ? C13 N1 Y1 117.1(3) . . ? C1 N1 Y1 124.2(2) . . ? C6 C1 C2 122.4(4) . . ? C6 C1 N1 120.7(4) . . ? C2 C1 N1 116.8(4) . . ? C33 Si2 C35 110.8(2) . . ? C33 Si2 C36 111.7(2) . . ? C35 Si2 C36 107.4(2) . . ? C33 Si2 C34 114.7(2) . . ? C35 Si2 C34 105.5(2) . . ? C36 Si2 C34 106.3(2) . . ? C15 N2 C17 116.3(3) . . ? C15 N2 Y1 121.8(3) . . ? C17 N2 Y1 121.9(3) . . ? C3 C2 C1 117.1(4) . . ? C3 C2 C7 120.8(4) . . ? C1 C2 C7 122.1(4) . . ? C4 C3 C2 122.0(5) . . ? C3 C4 C5 119.9(5) . . ? C4 C5 C6 120.8(5) . . ? C1 C6 C5 117.7(4) . . ? C1 C6 C10 123.6(4) . . ? C5 C6 C10 118.6(4) . . ? C2 C7 C9 112.8(4) . . ? C2 C7 C8 111.9(4) . . ? C9 C7 C8 109.5(4) . . ? C6 C10 C11 111.2(4) . . ? C6 C10 C12 112.7(4) . . ? C11 C10 C12 108.6(4) . . ? N1 C13 C14 124.1(4) . . ? N1 C13 C15 116.4(4) . . ? C14 C13 C15 119.4(4) . . ? C16 C15 N2 126.5(4) . . ? C16 C15 C13 118.6(4) . . ? N2 C15 C13 114.7(4) . . ? C18 C17 C22 121.6(4) . . ? C18 C17 N2 120.0(4) . . ? C22 C17 N2 118.3(4) . . ? C17 C18 C19 118.1(5) . . ? C17 C18 C23 122.2(4) . . ? C19 C18 C23 119.7(5) . . ? C20 C19 C18 121.4(5) . . ? C19 C20 C21 119.6(5) . . ? C20 C21 C22 121.8(5) . . ? C21 C22 C17 117.4(5) . . ? C21 C22 C26 120.5(5) . . ? C17 C22 C26 122.2(4) . . ? C24 C23 C25 124.2(8) . . ? C24 C23 C18 113.5(5) . . ? C25 C23 C18 117.3(7) . . ? C24 C23 C25' 103.8(6) . . ? C25 C23 C25' 37.9(7) . . ? C18 C23 C25' 109.6(5) . . ? C22 C26 C28 113.2(4) . . ? C22 C26 C27 112.3(4) . . ? C28 C26 C27 108.9(4) . . ? Si1 C29 Y1 139.9(2) . . ? Si2 C33 Y1 121.1(2) . . ? O1 C37 C38 107.2(4) . . ? C37 C38 C39 104.7(4) . . ? C40 C39 C38 103.9(5) . . ? O1 C40 C39 104.0(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.876 _refine_diff_density_min -0.763 _refine_diff_density_rms 0.082 data_ydadsim _database_code_depnum_ccdc_archive 'CCDC 915567' #TrackingRef 'data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C66 H106 N4 O2 Si2 Y2' _chemical_formula_weight 1221.55 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 '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 12.8326(6) _cell_length_b 20.5123(10) _cell_length_c 13.8751(7) _cell_angle_alpha 90.00 _cell_angle_beta 109.9730(10) _cell_angle_gamma 90.00 _cell_volume 3432.6(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.182 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 1.759 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6577 _exptl_absorpt_correction_T_max 0.7542 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008a)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 29248 _diffrn_reflns_av_R_equivalents 0.0386 _diffrn_reflns_av_sigmaI/netI 0.0330 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6722 _reflns_number_gt 5146 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0702P)^2^+2.6979P] 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 6722 _refine_ls_number_parameters 376 _refine_ls_number_restraints 73 _refine_ls_R_factor_all 0.0687 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1247 _refine_ls_wR_factor_gt 0.1160 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.095 _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 Y1 Y 0.523968(17) 0.013166(10) 0.881989(15) 0.02549(5) Uani 1 1 d . . . Si1 Si 0.69438(6) 0.16207(3) 0.83136(5) 0.04057(18) Uani 1 1 d U . . O1 O 0.40289(12) 0.03175(7) 0.96152(11) 0.0289(4) Uani 1 1 d . . . N1 N 0.39282(16) -0.00067(9) 0.71688(14) 0.0314(5) Uani 1 1 d . E . N2 N 0.58294(14) -0.06643(9) 0.78442(13) 0.0284(4) Uani 1 1 d . E . C1 C 0.27848(19) 0.01976(11) 0.68281(17) 0.0321(6) Uani 1 1 d . . . C2 C 0.1970(2) -0.02759(12) 0.67234(19) 0.0399(7) Uani 1 1 d . E . C3 C 0.0872(2) -0.00813(14) 0.6420(2) 0.0522(8) Uani 1 1 d . . . H3A H 0.0311 -0.0399 0.6345 0.063 Uiso 1 1 calc R E . C4 C 0.0576(2) 0.05683(15) 0.6221(2) 0.0542(9) Uani 1 1 d . E . H4A H -0.0182 0.0693 0.6007 0.065 Uiso 1 1 calc R . . C5 C 0.1382(2) 0.10291(13) 0.6335(2) 0.0479(8) Uani 1 1 d . . . H5A H 0.1176 0.1474 0.6202 0.058 Uiso 1 1 calc R E . C6 C 0.2505(2) 0.08576(12) 0.66444(18) 0.0389(7) Uani 1 1 d . A . C7 C 0.2249(2) -0.09887(13) 0.6976(2) 0.0478(8) Uani 1 1 d . . . H7A H 0.3063 -0.1041 0.7119 0.057 Uiso 1 1 calc R E . C8 C 0.2025(3) -0.11898(17) 0.7934(2) 0.0751(12) Uani 1 1 d . E . H8A H 0.2443 -0.0907 0.8504 0.113 Uiso 1 1 calc R . . H8B H 0.2257 -0.1643 0.8100 0.113 Uiso 1 1 calc R . . H8C H 0.1231 -0.1149 0.7819 0.113 Uiso 1 1 calc R . . C9 C 0.1656(3) -0.14390(15) 0.6091(2) 0.0706(11) Uani 1 1 d . E . H9A H 0.1798 -0.1295 0.5473 0.106 Uiso 1 1 calc R . . H9B H 0.0857 -0.1428 0.5966 0.106 Uiso 1 1 calc R . . H9C H 0.1931 -0.1885 0.6262 0.106 Uiso 1 1 calc R . . C10 C 0.3374(2) 0.13848(11) 0.67942(15) 0.0476(7) Uani 1 1 d D . . H10A H 0.4115 0.1170 0.6964 0.057 Uiso 0.618(4) 1 calc PR A 1 H10B H 0.4105 0.1219 0.7261 0.057 Uiso 0.382(4) 1 d PR A 2 C11 C 0.3196(5) 0.1827(2) 0.5857(3) 0.0762(17) Uani 0.618(4) 1 d PD A 1 H11A H 0.2556 0.2112 0.5769 0.114 Uiso 0.618(4) 1 calc PR A 1 H11B H 0.3058 0.1558 0.5243 0.114 Uiso 0.618(4) 1 calc PR A 1 H11C H 0.3858 0.2095 0.5962 0.114 Uiso 0.618(4) 1 calc PR A 1 C12 C 0.3400(5) 0.1827(2) 0.7697(3) 0.0697(16) Uani 0.618(4) 1 d PD A 1 H12A H 0.3690 0.1581 0.8339 0.104 Uiso 0.618(4) 1 calc PR A 1 H12B H 0.2648 0.1978 0.7604 0.104 Uiso 0.618(4) 1 calc PR A 1 H12C H 0.3880 0.2203 0.7723 0.104 Uiso 0.618(4) 1 calc PR A 1 C11' C 0.3520(6) 0.1485(5) 0.5749(3) 0.0762(17) Uani 0.382(4) 1 d PD A 2 H11D H 0.3845 0.1092 0.5566 0.114 Uiso 0.382(4) 1 calc PR A 2 H11E H 0.4012 0.1857 0.5790 0.114 Uiso 0.382(4) 1 calc PR A 2 H11F H 0.2796 0.1570 0.5225 0.114 Uiso 0.382(4) 1 calc PR A 2 C12' C 0.3087(6) 0.2014(2) 0.7245(6) 0.0697(16) Uani 0.382(4) 1 d PD A 2 H12D H 0.2887 0.1909 0.7849 0.104 Uiso 0.382(4) 1 calc PR A 2 H12E H 0.2460 0.2229 0.6730 0.104 Uiso 0.382(4) 1 calc PR A 2 H12F H 0.3730 0.2306 0.7445 0.104 Uiso 0.382(4) 1 calc PR A 2 C13 C 0.4246(2) -0.03117(12) 0.64558(17) 0.0354(6) Uani 1 1 d . . . C14 C 0.52658(18) -0.07130(11) 0.68499(16) 0.0312(6) Uani 1 1 d . E . C15 C 0.3652(3) -0.02947(15) 0.53885(19) 0.0545(8) Uani 1 1 d . E . H15A H 0.2980 -0.0056 0.5132 0.082 Uiso 0.50 1 calc PR B 1 H15B H 0.3927 -0.0522 0.4929 0.082 Uiso 0.50 1 calc PR B 1 H15C H 0.3006 -0.0009 0.5253 0.082 Uiso 0.50 1 calc PR B 2 H15D H 0.3406 -0.0736 0.5145 0.082 Uiso 0.50 1 calc PR B 2 H15E H 0.4135 -0.0127 0.5029 0.082 Uiso 0.50 1 calc PR B 2 C16 C 0.5524(2) -0.11562(14) 0.6159(2) 0.0486(8) Uani 1 1 d . . . H16C H 0.6215 -0.1387 0.6525 0.073 Uiso 0.50 1 calc PR C 1 H16D H 0.5612 -0.0911 0.5585 0.073 Uiso 0.50 1 calc PR C 1 H16E H 0.4921 -0.1473 0.5897 0.073 Uiso 0.50 1 calc PR C 1 H16A H 0.6140 -0.1443 0.6409 0.073 Uiso 0.50 1 calc PR C 2 H16B H 0.5079 -0.1162 0.5454 0.073 Uiso 0.50 1 calc PR C 2 C17 C 0.67062(18) -0.11276(11) 0.83099(16) 0.0299(5) Uani 1 1 d . . . C18 C 0.6432(2) -0.17019(11) 0.87005(17) 0.0345(6) Uani 1 1 d . D . C19 C 0.7298(2) -0.21173(13) 0.92557(19) 0.0436(7) Uani 1 1 d . . . H19A H 0.7128 -0.2510 0.9533 0.052 Uiso 1 1 calc R E . C20 C 0.8374(2) -0.19695(14) 0.9406(2) 0.0492(8) Uani 1 1 d . E . H20A H 0.8948 -0.2254 0.9794 0.059 Uiso 1 1 calc R . . C21 C 0.8630(2) -0.14097(14) 0.8997(2) 0.0522(8) Uani 1 1 d . . . H21A H 0.9384 -0.1315 0.9095 0.063 Uiso 1 1 calc R E . C22 C 0.7805(2) -0.09742(13) 0.8437(2) 0.0478(7) Uani 1 1 d U E . C23 C 0.5242(2) -0.18888(11) 0.85260(16) 0.0549(8) Uani 1 1 d D . . H23A H 0.4855 -0.1463 0.8309 0.066 Uiso 0.552(6) 1 calc PR D 1 H23B H 0.4768 -0.1513 0.8174 0.066 Uiso 0.448(6) 1 d PR D 2 C24 C 0.4651(5) -0.2315(3) 0.7613(3) 0.0656(12) Uani 0.552(6) 1 d PDU D 1 H24A H 0.3875 -0.2368 0.7560 0.098 Uiso 0.552(6) 1 calc PR D 1 H24B H 0.5011 -0.2743 0.7701 0.098 Uiso 0.552(6) 1 calc PR D 1 H24C H 0.4685 -0.2110 0.6986 0.098 Uiso 0.552(6) 1 calc PR D 1 C25 C 0.4923(4) -0.2052(3) 0.9463(3) 0.0550(10) Uani 0.552(6) 1 d PDU D 1 H25A H 0.5093 -0.1680 0.9934 0.083 Uiso 0.552(6) 1 calc PR D 1 H25B H 0.5343 -0.2434 0.9812 0.083 Uiso 0.552(6) 1 calc PR D 1 H25C H 0.4127 -0.2147 0.9244 0.083 Uiso 0.552(6) 1 calc PR D 1 C24' C 0.5033(6) -0.2509(2) 0.7839(5) 0.0656(12) Uani 0.448(6) 1 d PDU D 2 H24D H 0.5220 -0.2417 0.7224 0.098 Uiso 0.448(6) 1 calc PR D 2 H24E H 0.4250 -0.2633 0.7637 0.098 Uiso 0.448(6) 1 calc PR D 2 H24F H 0.5497 -0.2867 0.8222 0.098 Uiso 0.448(6) 1 calc PR D 2 C25' C 0.5178(5) -0.2169(3) 0.9530(3) 0.0550(10) Uani 0.448(6) 1 d PDU D 2 H25D H 0.5478 -0.1851 1.0083 0.083 Uiso 0.448(6) 1 calc PR D 2 H25E H 0.5612 -0.2572 0.9701 0.083 Uiso 0.448(6) 1 calc PR D 2 H25F H 0.4403 -0.2262 0.9447 0.083 Uiso 0.448(6) 1 calc PR D 2 C26 C 0.8103(2) -0.03810(17) 0.7932(3) 0.0727(5) Uani 1 1 d U . . H26A H 0.7456 -0.0076 0.7740 0.087 Uiso 1 1 calc R E . C27 C 0.9090(4) -0.0020(2) 0.8606(4) 0.0970(6) Uani 1 1 d U E . H27A H 0.8961 0.0116 0.9233 0.145 Uiso 1 1 calc R . . H27B H 0.9215 0.0366 0.8244 0.145 Uiso 1 1 calc R . . H27C H 0.9743 -0.0304 0.8784 0.145 Uiso 1 1 calc R . . C28 C 0.8313(4) -0.0574(2) 0.6947(3) 0.0992(6) Uani 1 1 d U E . H28A H 0.8459 -0.0182 0.6611 0.149 Uiso 1 1 calc R . . H28B H 0.7659 -0.0798 0.6484 0.149 Uiso 1 1 calc R . . H28C H 0.8956 -0.0866 0.7117 0.149 Uiso 1 1 calc R . . C29 C 0.6640(5) 0.0989(3) 0.9064(4) 0.0485(11) Uani 0.50 1 d PU E 1 H29A H 0.6598 0.1228 0.9670 0.058 Uiso 0.50 1 calc PR E 1 H29B H 0.7346 0.0743 0.9317 0.058 Uiso 0.50 1 calc PR E 1 C29' C 0.6262(5) 0.1070(3) 0.8992(5) 0.0485(11) Uani 0.50 1 d PU E 2 H29C H 0.5793 0.1383 0.9201 0.058 Uiso 0.50 1 calc PR E 2 H29D H 0.6888 0.0977 0.9631 0.058 Uiso 0.50 1 calc PR E 2 C30 C 0.6748(3) 0.13109(15) 0.6993(2) 0.0586(9) Uani 1 1 d . E . H30A H 0.5957 0.1240 0.6622 0.088 Uiso 1 1 calc R . . H30B H 0.7148 0.0898 0.7042 0.088 Uiso 1 1 calc R . . H30C H 0.7037 0.1632 0.6625 0.088 Uiso 1 1 calc R . . C31 C 0.6256(3) 0.24279(17) 0.8178(3) 0.0751(11) Uani 1 1 d . E . H31A H 0.5491 0.2392 0.7702 0.113 Uiso 1 1 calc R . . H31B H 0.6661 0.2744 0.7911 0.113 Uiso 1 1 calc R . . H31C H 0.6251 0.2574 0.8849 0.113 Uiso 1 1 calc R . . C32 C 0.8457(3) 0.18264(19) 0.8935(3) 0.0721(6) Uani 1 1 d U E . H32A H 0.8571 0.2050 0.9587 0.108 Uiso 1 1 calc R . . H32B H 0.8690 0.2112 0.8480 0.108 Uiso 1 1 calc R . . H32C H 0.8896 0.1425 0.9061 0.108 Uiso 1 1 calc R . . C33 C 0.28865(18) 0.05086(13) 0.93047(18) 0.0355(6) Uani 1 1 d . . . H33A H 0.2538 0.0304 0.9757 0.053 Uiso 1 1 calc R E . H33B H 0.2503 0.0368 0.8596 0.053 Uiso 1 1 calc R . . H33C H 0.2838 0.0984 0.9349 0.053 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 Y1 0.03375(10) 0.02322(10) 0.01989(9) -0.00041(8) 0.00968(7) -0.00162(9) Si1 0.0559(4) 0.0265(3) 0.0401(3) 0.0010(3) 0.0174(3) -0.0063(3) O1 0.0289(7) 0.0307(8) 0.0261(7) 0.0031(6) 0.0080(6) 0.0051(6) N1 0.0398(9) 0.0301(10) 0.0234(9) 0.0030(7) 0.0095(8) 0.0124(8) N2 0.0333(8) 0.0256(9) 0.0281(9) 0.0051(7) 0.0128(7) 0.0057(7) C1 0.0413(11) 0.0303(12) 0.0203(10) -0.0022(9) 0.0049(9) 0.0109(10) C2 0.0419(13) 0.0365(13) 0.0295(12) -0.0073(10) -0.0028(10) 0.0050(11) C3 0.0420(14) 0.0488(16) 0.0522(16) -0.0086(13) -0.0014(13) 0.0003(13) C4 0.0394(14) 0.0542(17) 0.0534(17) -0.0105(14) -0.0044(13) 0.0152(13) C5 0.0485(14) 0.0363(13) 0.0477(15) -0.0032(12) 0.0019(12) 0.0177(12) C6 0.0462(13) 0.0329(12) 0.0320(12) -0.0004(10) 0.0060(10) 0.0139(11) C7 0.0481(14) 0.0329(13) 0.0497(16) -0.0015(12) 0.0003(13) 0.0014(12) C8 0.115(3) 0.0542(19) 0.0406(16) 0.0037(14) 0.0069(18) 0.0165(19) C9 0.112(3) 0.0336(15) 0.0520(18) -0.0064(13) 0.0097(18) 0.0046(17) C10 0.0481(14) 0.0373(14) 0.0554(16) 0.0097(12) 0.0150(12) 0.0134(12) C11 0.083(3) 0.071(4) 0.082(3) 0.021(3) 0.038(2) 0.013(3) C12 0.077(3) 0.039(2) 0.085(4) -0.010(2) 0.017(3) -0.009(2) C11' 0.083(3) 0.071(4) 0.082(3) 0.021(3) 0.038(2) 0.013(3) C12' 0.077(3) 0.039(2) 0.085(4) -0.010(2) 0.017(3) -0.009(2) C13 0.0484(12) 0.0337(12) 0.0246(10) 0.0044(9) 0.0131(9) 0.0130(10) C14 0.0406(11) 0.0289(11) 0.0247(10) 0.0020(9) 0.0118(9) 0.0050(9) C15 0.0769(17) 0.0600(17) 0.0260(12) 0.0061(11) 0.0169(12) 0.0297(14) C16 0.0538(14) 0.0490(15) 0.0402(14) -0.0051(12) 0.0126(12) 0.0165(13) C17 0.0381(11) 0.0265(11) 0.0241(10) -0.0007(9) 0.0094(9) 0.0060(9) C18 0.0456(12) 0.0289(12) 0.0292(11) 0.0020(9) 0.0132(10) 0.0048(10) C19 0.0612(15) 0.0322(13) 0.0370(13) 0.0078(10) 0.0160(11) 0.0126(12) C20 0.0512(14) 0.0466(15) 0.0423(14) 0.0012(12) 0.0064(12) 0.0240(12) C21 0.0391(13) 0.0443(15) 0.0720(19) 0.0026(14) 0.0173(13) 0.0117(12) C22 0.0389(12) 0.0373(10) 0.0691(16) 0.0063(9) 0.0210(11) 0.0117(10) C23 0.0478(14) 0.0368(14) 0.0741(18) 0.0242(13) 0.0132(14) -0.0010(12) C24 0.057(2) 0.077(2) 0.0533(19) 0.0097(17) 0.0067(15) -0.0115(18) C25 0.0520(17) 0.0540(18) 0.0642(16) -0.0037(14) 0.0266(13) -0.0044(15) C24' 0.057(2) 0.077(2) 0.0533(19) 0.0097(17) 0.0067(15) -0.0115(18) C25' 0.0520(17) 0.0540(18) 0.0642(16) -0.0037(14) 0.0266(13) -0.0044(15) C26 0.0499(10) 0.0563(13) 0.1229(9) 0.0296(9) 0.0439(7) 0.0149(9) C27 0.0958(8) 0.0962(9) 0.1005(7) 0.0001(6) 0.0356(6) -0.0030(7) C28 0.0982(9) 0.0983(9) 0.0983(7) 0.0059(6) 0.0298(6) -0.0059(7) C29 0.062(3) 0.0484(17) 0.0317(14) 0.0015(12) 0.0121(16) -0.0224(18) C29' 0.062(3) 0.0484(17) 0.0317(14) 0.0015(12) 0.0121(16) -0.0224(18) C30 0.097(2) 0.0413(16) 0.0468(14) 0.0025(12) 0.0362(14) 0.0009(15) C31 0.114(3) 0.0543(19) 0.0520(18) -0.0024(15) 0.0212(18) 0.0236(19) C32 0.0638(6) 0.0734(9) 0.0768(9) -0.0045(7) 0.0210(6) -0.0038(7) C33 0.0299(11) 0.0446(14) 0.0313(11) -0.0019(10) 0.0094(9) 0.0040(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 Y1 O1 2.2246(16) . ? Y1 O1 2.2476(14) 3_657 ? Y1 C29' 2.296(7) . ? Y1 N1 2.3510(18) . ? Y1 N2 2.4022(19) . ? Y1 C29 2.454(6) . ? Y1 Y1 3.5737(5) 3_657 ? Si1 C29 1.787(6) . ? Si1 C31 1.856(3) . ? Si1 C29' 1.868(7) . ? Si1 C30 1.873(3) . ? Si1 C32 1.883(3) . ? O1 C33 1.434(3) . ? O1 Y1 2.2477(14) 3_657 ? N1 C13 1.346(3) . ? N1 C1 1.442(3) . ? N2 C14 1.325(3) . ? N2 C17 1.446(3) . ? C1 C2 1.398(4) . ? C1 C6 1.401(3) . ? C2 C3 1.384(4) . ? C2 C7 1.518(4) . ? C3 C4 1.387(4) . ? C4 C5 1.370(4) . ? C5 C6 1.401(4) . ? C6 C10 1.516(4) . ? C7 C8 1.509(5) . ? C7 C9 1.517(4) . ? C10 C12' 1.533(4) . ? C10 C12 1.537(4) . ? C10 C11 1.538(4) . ? C10 C11' 1.538(4) . ? C13 C15 1.415(3) . ? C13 C14 1.484(3) . ? C14 C16 1.439(4) . ? C17 C18 1.391(3) . ? C17 C22 1.395(4) . ? C18 C19 1.403(3) . ? C18 C23 1.511(3) . ? C19 C20 1.359(4) . ? C20 C21 1.369(4) . ? C21 C22 1.400(4) . ? C22 C26 1.517(5) . ? C23 C24 1.512(4) . ? C23 C25 1.528(4) . ? C23 C25' 1.535(4) . ? C23 C24' 1.557(4) . ? C26 C27 1.489(5) . ? C26 C28 1.533(6) . ? 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 Y1 O1 73.92(6) . 3_657 ? O1 Y1 C29' 106.04(19) . . ? O1 Y1 C29' 102.01(15) 3_657 . ? O1 Y1 N1 96.62(6) . . ? O1 Y1 N1 144.64(6) 3_657 . ? C29' Y1 N1 113.32(15) . . ? O1 Y1 N2 143.50(6) . . ? O1 Y1 N2 99.08(6) 3_657 . ? C29' Y1 N2 110.45(19) . . ? N1 Y1 N2 68.12(6) . . ? O1 Y1 C29 114.30(16) . . ? O1 Y1 C29 96.65(13) 3_657 . ? C29' Y1 C29 11.2(2) . . ? N1 Y1 C29 117.89(14) . . ? N2 Y1 C29 102.00(17) . . ? O1 Y1 Y1 37.18(4) . 3_657 ? O1 Y1 Y1 36.74(4) 3_657 3_657 ? C29' Y1 Y1 107.63(17) . 3_657 ? N1 Y1 Y1 125.78(5) . 3_657 ? N2 Y1 Y1 126.85(4) . 3_657 ? C29 Y1 Y1 109.21(14) . 3_657 ? C29 Si1 C31 121.0(3) . . ? C29 Si1 C29' 15.2(3) . . ? C31 Si1 C29' 107.6(3) . . ? C29 Si1 C30 109.9(2) . . ? C31 Si1 C30 107.66(14) . . ? C29' Si1 C30 111.0(2) . . ? C29 Si1 C32 106.9(2) . . ? C31 Si1 C32 103.12(17) . . ? C29' Si1 C32 119.5(2) . . ? C30 Si1 C32 107.26(17) . . ? C33 O1 Y1 135.50(13) . . ? C33 O1 Y1 116.68(14) . 3_657 ? Y1 O1 Y1 106.08(6) . 3_657 ? C13 N1 C1 115.07(18) . . ? C13 N1 Y1 118.48(15) . . ? C1 N1 Y1 126.45(15) . . ? C14 N2 C17 118.73(19) . . ? C14 N2 Y1 118.24(14) . . ? C17 N2 Y1 122.81(13) . . ? C2 C1 C6 121.1(2) . . ? C2 C1 N1 118.3(2) . . ? C6 C1 N1 120.6(2) . . ? C3 C2 C1 118.6(2) . . ? C3 C2 C7 118.9(3) . . ? C1 C2 C7 122.5(2) . . ? C2 C3 C4 121.2(3) . . ? C5 C4 C3 119.7(3) . . ? C4 C5 C6 121.3(3) . . ? C5 C6 C1 118.1(2) . . ? C5 C6 C10 119.6(2) . . ? C1 C6 C10 122.3(2) . . ? C8 C7 C9 110.7(3) . . ? C8 C7 C2 111.5(3) . . ? C9 C7 C2 112.7(2) . . ? C6 C10 C12' 112.8(4) . . ? C6 C10 C12 110.0(3) . . ? C12' C10 C12 27.4(3) . . ? C6 C10 C11 114.5(3) . . ? C12' C10 C11 82.0(4) . . ? C12 C10 C11 107.2(3) . . ? C6 C10 C11' 106.7(4) . . ? C12' C10 C11' 113.3(5) . . ? C12 C10 C11' 135.5(5) . . ? C11 C10 C11' 32.3(4) . . ? N1 C13 C15 124.6(2) . . ? N1 C13 C14 115.93(19) . . ? C15 C13 C14 119.4(2) . . ? N2 C14 C16 125.0(2) . . ? N2 C14 C13 116.2(2) . . ? C16 C14 C13 118.68(19) . . ? C18 C17 C22 121.4(2) . . ? C18 C17 N2 117.9(2) . . ? C22 C17 N2 120.4(2) . . ? C17 C18 C19 118.0(2) . . ? C17 C18 C23 121.9(2) . . ? C19 C18 C23 120.1(2) . . ? C20 C19 C18 121.4(3) . . ? C19 C20 C21 119.9(2) . . ? C20 C21 C22 121.4(3) . . ? C17 C22 C21 117.8(3) . . ? C17 C22 C26 121.7(2) . . ? C21 C22 C26 120.4(3) . . ? C18 C23 C24 118.1(3) . . ? C18 C23 C25 118.0(2) . . ? C24 C23 C25 112.5(3) . . ? C18 C23 C25' 108.3(3) . . ? C24 C23 C25' 112.1(4) . . ? C25 C23 C25' 14.6(4) . . ? C18 C23 C24' 105.0(4) . . ? C24 C23 C24' 23.5(3) . . ? C25 C23 C24' 107.6(4) . . ? C25' C23 C24' 101.5(4) . . ? C27 C26 C22 113.8(3) . . ? C27 C26 C28 108.5(3) . . ? C22 C26 C28 110.7(3) . . ? Si1 C29 Y1 137.3(3) . . ? Si1 C29' Y1 143.5(3) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.183 _refine_diff_density_min -0.904 _refine_diff_density_rms 0.074 data_ydadclm _database_code_depnum_ccdc_archive 'CCDC 915568' #TrackingRef 'data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H52 Cl2 N2 O2 Y' _chemical_formula_weight 680.59 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Y Y -2.7962 3.5667 '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 10.1030(6) _cell_length_b 19.7166(12) _cell_length_c 18.5131(11) _cell_angle_alpha 90.00 _cell_angle_beta 105.3320(10) _cell_angle_gamma 90.00 _cell_volume 3556.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 900 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.271 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1436 _exptl_absorpt_coefficient_mu 1.820 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5935 _exptl_absorpt_correction_T_max 0.7719 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1998a)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 30475 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6974 _reflns_number_gt 5876 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0409P)^2^+0.5640P] 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 6974 _refine_ls_number_parameters 378 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0292 _refine_ls_wR_factor_ref 0.0703 _refine_ls_wR_factor_gt 0.0670 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _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 Y1 Y -0.158749(14) 0.597356(7) 0.111315(7) 0.01383(3) Uani 1 1 d . . . Cl1 Cl -0.39115(4) 0.553928(18) 0.12443(2) 0.01919(8) Uani 1 1 d . . . Cl2 Cl 0.05399(4) 0.61313(2) 0.06100(2) 0.02234(9) Uani 1 1 d . . . O1 O -0.28066(11) 0.61754(5) -0.01398(6) 0.0201(2) Uani 1 1 d . . . O2 O -0.10269(10) 0.48111(5) 0.11838(6) 0.0200(2) Uani 1 1 d . . . N1 N -0.04973(12) 0.61358(6) 0.24041(6) 0.0145(3) Uani 1 1 d . . . N2 N -0.18775(11) 0.71137(6) 0.14545(7) 0.0146(3) Uani 1 1 d . . . C1 C -0.13970(15) 0.72459(8) 0.21808(8) 0.0188(3) Uani 1 1 d . . . H1A H -0.1531 0.7681 0.2369 0.023 Uiso 1 1 calc R . . C2 C -0.06947(15) 0.67446(7) 0.26680(8) 0.0188(3) Uani 1 1 d . . . H2A H -0.0358 0.6839 0.3188 0.023 Uiso 1 1 calc R . . C3 C 0.03166(15) 0.56648(7) 0.29310(8) 0.0151(3) Uani 1 1 d . . . C4 C -0.03366(15) 0.52004(7) 0.33010(8) 0.0172(3) Uani 1 1 d . . . C5 C 0.04744(16) 0.47426(7) 0.38041(8) 0.0211(4) Uani 1 1 d . . . H5A H 0.0050 0.4430 0.4063 0.025 Uiso 1 1 calc R . . C6 C 0.18871(16) 0.47372(8) 0.39314(8) 0.0227(4) Uani 1 1 d . . . H6A H 0.2426 0.4420 0.4272 0.027 Uiso 1 1 calc R . . C7 C 0.25115(16) 0.51950(8) 0.35607(9) 0.0207(4) Uani 1 1 d . . . H7A H 0.3482 0.5188 0.3652 0.025 Uiso 1 1 calc R . . C8 C 0.17503(15) 0.56664(7) 0.30565(8) 0.0169(3) Uani 1 1 d . . . C9 C 0.24881(15) 0.61819(8) 0.26830(8) 0.0188(3) Uani 1 1 d . . . H9A H 0.1781 0.6407 0.2271 0.023 Uiso 1 1 calc R . . C10 C 0.31588(19) 0.67306(9) 0.32461(10) 0.0330(4) Uani 1 1 d . . . H10A H 0.3554 0.7081 0.2991 0.049 Uiso 1 1 calc R . . H10B H 0.3885 0.6527 0.3646 0.049 Uiso 1 1 calc R . . H10C H 0.2466 0.6935 0.3462 0.049 Uiso 1 1 calc R . . C11 C 0.35501(16) 0.58589(9) 0.23373(10) 0.0281(4) Uani 1 1 d . . . H11A H 0.3096 0.5532 0.1953 0.042 Uiso 1 1 calc R . . H11B H 0.4246 0.5625 0.2728 0.042 Uiso 1 1 calc R . . H11C H 0.3990 0.6212 0.2109 0.042 Uiso 1 1 calc R . . C12 C -0.18853(15) 0.52124(8) 0.31984(9) 0.0213(4) Uani 1 1 d . . . H12A H -0.2300 0.5508 0.2758 0.026 Uiso 1 1 calc R . . C13 C -0.25220(18) 0.45064(9) 0.30349(10) 0.0313(4) Uani 1 1 d . . . H13A H -0.2297 0.4317 0.2592 0.047 Uiso 1 1 calc R . . H13B H -0.3521 0.4540 0.2941 0.047 Uiso 1 1 calc R . . H13C H -0.2156 0.4210 0.3466 0.047 Uiso 1 1 calc R . . C14 C -0.22287(17) 0.55216(10) 0.38819(10) 0.0344(5) Uani 1 1 d . . . H14A H -0.1878 0.5987 0.3954 0.052 Uiso 1 1 calc R . . H14B H -0.1802 0.5251 0.4326 0.052 Uiso 1 1 calc R . . H14C H -0.3226 0.5526 0.3805 0.052 Uiso 1 1 calc R . . C15 C -0.24560(14) 0.76658(7) 0.09663(8) 0.0141(3) Uani 1 1 d . . . C16 C -0.15721(14) 0.80920(7) 0.06956(8) 0.0152(3) Uani 1 1 d . . . C17 C -0.21547(15) 0.85960(7) 0.01816(8) 0.0178(3) Uani 1 1 d . . . H17A H -0.1574 0.8892 0.0000 0.021 Uiso 1 1 calc R . . C18 C -0.35632(15) 0.86734(7) -0.00695(8) 0.0190(3) Uani 1 1 d . . . H18A H -0.3944 0.9015 -0.0426 0.023 Uiso 1 1 calc R . . C19 C -0.44129(15) 0.82505(7) 0.02015(8) 0.0177(3) Uani 1 1 d . . . H19A H -0.5379 0.8307 0.0028 0.021 Uiso 1 1 calc R . . C20 C -0.38865(14) 0.77414(7) 0.07242(8) 0.0154(3) Uani 1 1 d . . . C21 C -0.48631(14) 0.73093(7) 0.10276(8) 0.0182(3) Uani 1 1 d . . . H21A H -0.4314 0.6939 0.1336 0.022 Uiso 1 1 calc R . . C22 C -0.59723(16) 0.69771(8) 0.04041(9) 0.0247(4) Uani 1 1 d . . . H22A H -0.5540 0.6696 0.0094 0.037 Uiso 1 1 calc R . . H22B H -0.6531 0.7329 0.0093 0.037 Uiso 1 1 calc R . . H22C H -0.6558 0.6693 0.0625 0.037 Uiso 1 1 calc R . . C23 C -0.54946(16) 0.77373(8) 0.15441(9) 0.0246(4) Uani 1 1 d . . . H23A H -0.4765 0.7901 0.1969 0.037 Uiso 1 1 calc R . . H23B H -0.6140 0.7459 0.1728 0.037 Uiso 1 1 calc R . . H23C H -0.5982 0.8125 0.1264 0.037 Uiso 1 1 calc R . . C24 C -0.00175(14) 0.80130(8) 0.09491(8) 0.0189(3) Uani 1 1 d . . . H24A H 0.0189 0.7556 0.1187 0.023 Uiso 1 1 calc R . . C25 C 0.06428(15) 0.80489(9) 0.02965(9) 0.0244(4) Uani 1 1 d . . . H25A H 0.0196 0.7722 -0.0090 0.037 Uiso 1 1 calc R . . H25B H 0.1622 0.7940 0.0476 0.037 Uiso 1 1 calc R . . H25C H 0.0534 0.8507 0.0085 0.037 Uiso 1 1 calc R . . C26 C 0.06048(16) 0.85493(9) 0.15430(9) 0.0258(4) Uani 1 1 d . . . H26A H 0.0204 0.8503 0.1968 0.039 Uiso 1 1 calc R . . H26B H 0.0407 0.9003 0.1325 0.039 Uiso 1 1 calc R . . H26C H 0.1600 0.8484 0.1715 0.039 Uiso 1 1 calc R . . C27 C -0.26527(16) 0.67359(8) -0.06262(8) 0.0212(4) Uani 1 1 d . . . H27A H -0.1786 0.6695 -0.0776 0.025 Uiso 1 1 calc R . . H27B H -0.2662 0.7177 -0.0373 0.025 Uiso 1 1 calc R . . C28 C -0.38841(18) 0.66684(8) -0.12983(9) 0.0272(4) Uani 1 1 d . . . H28A H -0.4713 0.6874 -0.1199 0.033 Uiso 1 1 calc R . . H28B H -0.3710 0.6882 -0.1748 0.033 Uiso 1 1 calc R . . C29 C -0.40299(18) 0.59070(8) -0.13880(9) 0.0265(4) Uani 1 1 d . . . H29A H -0.3380 0.5723 -0.1656 0.032 Uiso 1 1 calc R . . H29B H -0.4976 0.5780 -0.1665 0.032 Uiso 1 1 calc R . . C30 C -0.36912(17) 0.56535(8) -0.05882(9) 0.0251(4) Uani 1 1 d . . . H30A H -0.4538 0.5595 -0.0422 0.030 Uiso 1 1 calc R . . H30B H -0.3205 0.5213 -0.0542 0.030 Uiso 1 1 calc R . . C31 C -0.19326(17) 0.42184(8) 0.09925(9) 0.0238(4) Uani 1 1 d . . . H31A H -0.2272 0.4168 0.0442 0.029 Uiso 1 1 calc R . . H31B H -0.2730 0.4265 0.1205 0.029 Uiso 1 1 calc R . . C32 C -0.10561(18) 0.36064(8) 0.13340(10) 0.0289(4) Uani 1 1 d . . . H32A H -0.1526 0.3331 0.1639 0.035 Uiso 1 1 calc R . . H32B H -0.0861 0.3316 0.0938 0.035 Uiso 1 1 calc R . . C33 C 0.02632(18) 0.39149(8) 0.18226(9) 0.0262(4) Uani 1 1 d . . . H33A H 0.0185 0.4009 0.2335 0.031 Uiso 1 1 calc R . . H33B H 0.1060 0.3614 0.1852 0.031 Uiso 1 1 calc R . . C34 C 0.03794(15) 0.45623(8) 0.14094(9) 0.0226(4) Uani 1 1 d . . . H34A H 0.0993 0.4891 0.1741 0.027 Uiso 1 1 calc R . . H34B H 0.0732 0.4472 0.0968 0.027 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 Y1 0.01553(7) 0.01264(7) 0.01258(6) -0.00030(5) 0.00240(5) -0.00093(5) Cl1 0.01800(16) 0.01802(17) 0.02186(18) -0.00024(14) 0.00584(14) -0.00263(14) Cl2 0.02014(17) 0.0285(2) 0.02006(18) 0.00077(15) 0.00826(14) -0.00139(15) O1 0.0228(5) 0.0204(5) 0.0141(5) 0.0021(4) -0.0004(4) -0.0065(4) O2 0.0187(5) 0.0145(5) 0.0265(6) -0.0023(4) 0.0053(4) -0.0004(4) N1 0.0154(6) 0.0143(6) 0.0134(6) 0.0010(5) 0.0030(5) 0.0004(5) N2 0.0133(5) 0.0142(6) 0.0161(6) 0.0013(5) 0.0034(5) 0.0002(5) C1 0.0226(7) 0.0152(7) 0.0183(7) -0.0017(6) 0.0051(6) 0.0010(6) C2 0.0239(8) 0.0181(7) 0.0130(7) -0.0014(6) 0.0022(6) -0.0007(6) C3 0.0208(7) 0.0132(7) 0.0099(6) -0.0016(5) 0.0015(6) 0.0015(6) C4 0.0238(7) 0.0146(7) 0.0122(7) -0.0027(6) 0.0031(6) -0.0023(6) C5 0.0320(8) 0.0145(7) 0.0157(7) -0.0004(6) 0.0044(6) -0.0020(6) C6 0.0321(9) 0.0167(7) 0.0174(8) 0.0023(6) 0.0030(7) 0.0076(6) C7 0.0203(7) 0.0211(8) 0.0199(8) -0.0010(6) 0.0039(6) 0.0049(6) C8 0.0209(7) 0.0162(7) 0.0136(7) -0.0023(6) 0.0045(6) 0.0011(6) C9 0.0184(7) 0.0203(7) 0.0176(7) 0.0027(6) 0.0048(6) 0.0010(6) C10 0.0488(10) 0.0256(9) 0.0288(9) -0.0041(7) 0.0178(8) -0.0125(8) C11 0.0253(8) 0.0311(9) 0.0321(9) 0.0002(7) 0.0151(7) 0.0019(7) C12 0.0224(7) 0.0227(8) 0.0172(7) 0.0044(6) 0.0024(6) -0.0061(6) C13 0.0327(9) 0.0340(9) 0.0248(9) 0.0017(7) 0.0034(7) -0.0146(8) C14 0.0238(8) 0.0449(11) 0.0335(10) -0.0091(8) 0.0061(7) -0.0010(8) C15 0.0185(7) 0.0113(7) 0.0116(6) -0.0017(5) 0.0024(6) 0.0012(6) C16 0.0172(7) 0.0125(7) 0.0157(7) -0.0035(5) 0.0037(6) 0.0002(6) C17 0.0211(7) 0.0155(7) 0.0180(7) -0.0006(6) 0.0071(6) -0.0019(6) C18 0.0238(7) 0.0156(7) 0.0163(7) 0.0020(6) 0.0034(6) 0.0038(6) C19 0.0157(7) 0.0200(7) 0.0158(7) -0.0015(6) 0.0010(6) 0.0029(6) C20 0.0178(7) 0.0138(7) 0.0141(7) -0.0048(6) 0.0033(6) 0.0006(6) C21 0.0171(7) 0.0149(7) 0.0237(8) 0.0014(6) 0.0071(6) 0.0010(6) C22 0.0204(7) 0.0238(8) 0.0302(9) -0.0029(7) 0.0073(7) -0.0033(7) C23 0.0265(8) 0.0241(8) 0.0256(8) -0.0011(7) 0.0112(7) -0.0012(7) C24 0.0157(7) 0.0178(7) 0.0225(8) 0.0046(6) 0.0038(6) 0.0001(6) C25 0.0186(7) 0.0287(9) 0.0270(8) -0.0019(7) 0.0077(6) -0.0003(7) C26 0.0195(8) 0.0322(9) 0.0233(8) -0.0025(7) 0.0018(6) -0.0038(7) C27 0.0303(8) 0.0164(7) 0.0168(7) 0.0007(6) 0.0064(6) -0.0041(6) C28 0.0334(9) 0.0260(9) 0.0190(8) 0.0047(7) 0.0011(7) 0.0021(7) C29 0.0300(8) 0.0287(9) 0.0176(8) -0.0002(7) 0.0006(7) -0.0084(7) C30 0.0311(9) 0.0207(8) 0.0185(8) -0.0010(6) -0.0024(7) -0.0091(7) C31 0.0292(8) 0.0144(7) 0.0290(8) -0.0034(6) 0.0098(7) -0.0053(6) C32 0.0398(9) 0.0174(8) 0.0313(9) 0.0018(7) 0.0125(8) 0.0007(7) C33 0.0353(9) 0.0244(8) 0.0209(8) 0.0025(6) 0.0110(7) 0.0098(7) C34 0.0216(7) 0.0206(8) 0.0255(8) -0.0020(6) 0.0063(6) 0.0047(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Y1 O1 2.3549(10) . ? Y1 O2 2.3563(10) . ? Y1 N1 2.3739(11) . ? Y1 N2 2.3741(12) . ? Y1 Cl1 2.5703(4) . ? Y1 Cl2 2.5774(4) . ? O1 C27 1.4595(18) . ? O1 C30 1.4677(18) . ? O2 C34 1.4560(18) . ? O2 C31 1.4685(18) . ? N1 C2 1.3307(19) . ? N1 C3 1.4373(18) . ? N2 C1 1.3290(18) . ? N2 C15 1.4367(18) . ? C1 C2 1.398(2) . ? C3 C8 1.405(2) . ? C3 C4 1.408(2) . ? C4 C5 1.396(2) . ? C4 C12 1.526(2) . ? C5 C6 1.384(2) . ? C6 C7 1.383(2) . ? C7 C8 1.395(2) . ? C8 C9 1.530(2) . ? C9 C11 1.526(2) . ? C9 C10 1.531(2) . ? C12 C14 1.525(2) . ? C12 C13 1.530(2) . ? C15 C20 1.4033(19) . ? C15 C16 1.411(2) . ? C16 C17 1.394(2) . ? C16 C24 1.524(2) . ? C17 C18 1.384(2) . ? C18 C19 1.383(2) . ? C19 C20 1.398(2) . ? C20 C21 1.519(2) . ? C21 C22 1.527(2) . ? C21 C23 1.535(2) . ? C24 C25 1.528(2) . ? C24 C26 1.535(2) . ? C27 C28 1.515(2) . ? C28 C29 1.513(2) . ? C29 C30 1.514(2) . ? C31 C32 1.531(2) . ? C32 C33 1.526(2) . ? C33 C34 1.508(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 Y1 O2 105.94(4) . . ? O1 Y1 N1 162.09(4) . . ? O2 Y1 N1 91.97(4) . . ? O1 Y1 N2 91.89(4) . . ? O2 Y1 N2 162.00(4) . . ? N1 Y1 N2 70.22(4) . . ? O1 Y1 Cl1 84.06(3) . . ? O2 Y1 Cl1 83.27(3) . . ? N1 Y1 Cl1 98.16(3) . . ? N2 Y1 Cl1 96.33(3) . . ? O1 Y1 Cl2 83.83(3) . . ? O2 Y1 Cl2 85.77(3) . . ? N1 Y1 Cl2 97.95(3) . . ? N2 Y1 Cl2 98.93(3) . . ? Cl1 Y1 Cl2 160.779(13) . . ? C27 O1 C30 109.28(11) . . ? C27 O1 Y1 128.49(8) . . ? C30 O1 Y1 121.35(8) . . ? C34 O2 C31 107.43(11) . . ? C34 O2 Y1 123.07(8) . . ? C31 O2 Y1 129.44(9) . . ? C2 N1 C3 116.62(12) . . ? C2 N1 Y1 114.61(9) . . ? C3 N1 Y1 128.76(9) . . ? C1 N2 C15 117.83(12) . . ? C1 N2 Y1 114.66(9) . . ? C15 N2 Y1 127.47(9) . . ? N2 C1 C2 120.09(13) . . ? N1 C2 C1 120.03(13) . . ? C8 C3 C4 121.09(13) . . ? C8 C3 N1 119.38(13) . . ? C4 C3 N1 119.52(13) . . ? C5 C4 C3 118.49(14) . . ? C5 C4 C12 119.65(14) . . ? C3 C4 C12 121.77(13) . . ? C6 C5 C4 121.03(15) . . ? C7 C6 C5 119.72(14) . . ? C6 C7 C8 121.58(14) . . ? C7 C8 C3 118.09(14) . . ? C7 C8 C9 119.79(13) . . ? C3 C8 C9 122.08(13) . . ? C11 C9 C8 113.14(13) . . ? C11 C9 C10 110.30(13) . . ? C8 C9 C10 110.03(13) . . ? C14 C12 C4 110.72(12) . . ? C14 C12 C13 110.61(14) . . ? C4 C12 C13 111.97(13) . . ? C20 C15 C16 121.22(13) . . ? C20 C15 N2 119.65(13) . . ? C16 C15 N2 118.96(12) . . ? C17 C16 C15 118.31(13) . . ? C17 C16 C24 119.86(13) . . ? C15 C16 C24 121.83(12) . . ? C18 C17 C16 121.27(14) . . ? C19 C18 C17 119.58(13) . . ? C18 C19 C20 121.67(13) . . ? C19 C20 C15 117.93(13) . . ? C19 C20 C21 119.55(13) . . ? C15 C20 C21 122.49(13) . . ? C20 C21 C22 112.30(13) . . ? C20 C21 C23 109.85(12) . . ? C22 C21 C23 111.33(12) . . ? C16 C24 C25 112.44(12) . . ? C16 C24 C26 110.11(12) . . ? C25 C24 C26 110.65(13) . . ? O1 C27 C28 104.00(12) . . ? C29 C28 C27 102.26(13) . . ? C28 C29 C30 103.29(13) . . ? O1 C30 C29 105.55(12) . . ? O2 C31 C32 105.79(12) . . ? C33 C32 C31 104.46(13) . . ? C34 C33 C32 102.10(13) . . ? O2 C34 C33 103.27(13) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.531 _refine_diff_density_min -0.229 _refine_diff_density_rms 0.061 data_lidad1m _database_code_depnum_ccdc_archive 'CCDC 915569' #TrackingRef 'data.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H52 Li N4' _chemical_formula_weight 499.72 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' _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 13.6221(13) _cell_length_b 12.2902(12) _cell_length_c 19.4681(19) _cell_angle_alpha 90.00 _cell_angle_beta 100.295(2) _cell_angle_gamma 90.00 _cell_volume 3206.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4652 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 28.34 _exptl_crystal_description prism _exptl_crystal_colour dark_red _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 1.035 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 0.060 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9822 _exptl_absorpt_correction_T_max 0.9881 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 26863 _diffrn_reflns_av_R_equivalents 0.0453 _diffrn_reflns_av_sigmaI/netI 0.0391 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 26.00 _reflns_number_total 6300 _reflns_number_gt 4571 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0543P)^2^+0.4987P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6300 _refine_ls_number_parameters 354 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0764 _refine_ls_R_factor_gt 0.0492 _refine_ls_wR_factor_ref 0.1187 _refine_ls_wR_factor_gt 0.1095 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 0.24631(18) 0.0215(2) 0.15852(13) 0.0260(6) Uani 1 1 d . . . N1 N 0.15703(9) 0.15261(10) 0.16700(6) 0.0224(3) Uani 1 1 d . . . N2 N 0.35434(9) 0.10579(10) 0.22226(6) 0.0228(3) Uani 1 1 d . . . N3 N 0.26040(10) -0.15544(10) 0.16218(7) 0.0299(3) Uani 1 1 d . . . N4 N 0.23383(9) -0.00158(10) 0.05055(6) 0.0263(3) Uani 1 1 d . . . C1 C 0.05604(11) 0.18135(12) 0.14499(7) 0.0233(3) Uani 1 1 d . . . C2 C 0.02523(11) 0.26548(12) 0.09659(8) 0.0251(3) Uani 1 1 d . . . C3 C -0.07572(12) 0.29357(13) 0.08246(8) 0.0294(4) Uani 1 1 d . . . H3A H -0.0970 0.3514 0.0509 0.035 Uiso 1 1 calc R . . C4 C -0.14517(12) 0.23945(13) 0.11312(8) 0.0307(4) Uani 1 1 d . . . H4A H -0.2129 0.2621 0.1045 0.037 Uiso 1 1 calc R . . C5 C -0.11554(12) 0.15186(13) 0.15656(8) 0.0298(4) Uani 1 1 d . . . H5A H -0.1642 0.1124 0.1757 0.036 Uiso 1 1 calc R . . C6 C -0.01619(11) 0.12038(13) 0.17275(8) 0.0260(3) Uani 1 1 d . . . C7 C 0.09718(12) 0.32305(13) 0.05719(8) 0.0288(4) Uani 1 1 d . . . H7A H 0.1649 0.2907 0.0727 0.035 Uiso 1 1 calc R . . C8 C 0.06757(13) 0.30436(14) -0.02187(8) 0.0360(4) Uani 1 1 d . . . H8A H 0.1163 0.3397 -0.0459 0.054 Uiso 1 1 calc R . . H8B H 0.0013 0.3354 -0.0385 0.054 Uiso 1 1 calc R . . H8C H 0.0662 0.2261 -0.0316 0.054 Uiso 1 1 calc R . . C9 C 0.10413(12) 0.44470(13) 0.07389(9) 0.0336(4) Uani 1 1 d . . . H9A H 0.1299 0.4549 0.1238 0.050 Uiso 1 1 calc R . . H9B H 0.0377 0.4776 0.0620 0.050 Uiso 1 1 calc R . . H9C H 0.1492 0.4796 0.0466 0.050 Uiso 1 1 calc R . . C10 C 0.01749(12) 0.02694(13) 0.22225(8) 0.0309(4) Uani 1 1 d . . . H10A H 0.0771 -0.0065 0.2071 0.037 Uiso 1 1 calc R . . C11 C -0.06020(14) -0.06303(15) 0.22068(10) 0.0443(5) Uani 1 1 d . . . H11A H -0.0820 -0.0876 0.1725 0.067 Uiso 1 1 calc R . . H11B H -0.1176 -0.0349 0.2391 0.067 Uiso 1 1 calc R . . H11C H -0.0308 -0.1243 0.2495 0.067 Uiso 1 1 calc R . . C12 C 0.05164(14) 0.06912(16) 0.29673(9) 0.0414(4) Uani 1 1 d . . . H12A H 0.1046 0.1232 0.2970 0.062 Uiso 1 1 calc R . . H12B H 0.0771 0.0084 0.3274 0.062 Uiso 1 1 calc R . . H12C H -0.0049 0.1028 0.3134 0.062 Uiso 1 1 calc R . . C13 C 0.21825(11) 0.22917(13) 0.19796(8) 0.0248(3) Uani 1 1 d . . . H13A H 0.1952(11) 0.3023(13) 0.2033(8) 0.024(4) Uiso 1 1 d . . . C14 C 0.31753(11) 0.20500(12) 0.22738(8) 0.0253(3) Uani 1 1 d . . . H14A H 0.3588(10) 0.2678(11) 0.2554(7) 0.015(4) Uiso 1 1 d . . . C15 C 0.44769(11) 0.08022(12) 0.26331(8) 0.0245(3) Uani 1 1 d . . . C16 C 0.52845(11) 0.05616(12) 0.22901(9) 0.0286(4) Uani 1 1 d . . . C17 C 0.61721(12) 0.01905(14) 0.26843(10) 0.0372(4) Uani 1 1 d . . . H17A H 0.6715 0.0018 0.2458 0.045 Uiso 1 1 calc R . . C18 C 0.62814(13) 0.00682(15) 0.33965(10) 0.0433(5) Uani 1 1 d . . . H18A H 0.6894 -0.0189 0.3657 0.052 Uiso 1 1 calc R . . C19 C 0.55001(13) 0.03200(14) 0.37297(9) 0.0394(4) Uani 1 1 d . . . H19A H 0.5586 0.0241 0.4222 0.047 Uiso 1 1 calc R . . C20 C 0.45859(12) 0.06872(13) 0.33640(8) 0.0300(4) Uani 1 1 d . . . C21 C 0.51519(12) 0.07367(14) 0.15079(9) 0.0349(4) Uani 1 1 d . . . H21A H 0.4438 0.0575 0.1308 0.042 Uiso 1 1 calc R . . C22 C 0.57897(15) -0.00142(19) 0.11451(11) 0.0572(6) Uani 1 1 d . . . H22A H 0.5676 -0.0771 0.1268 0.086 Uiso 1 1 calc R . . H22B H 0.6496 0.0168 0.1296 0.086 Uiso 1 1 calc R . . H22C H 0.5607 0.0078 0.0638 0.086 Uiso 1 1 calc R . . C23 C 0.53405(16) 0.19249(17) 0.13378(10) 0.0495(5) Uani 1 1 d . . . H23A H 0.4897 0.2396 0.1550 0.074 Uiso 1 1 calc R . . H23B H 0.5209 0.2027 0.0830 0.074 Uiso 1 1 calc R . . H23C H 0.6036 0.2112 0.1524 0.074 Uiso 1 1 calc R . . C24 C 0.37227(13) 0.08737(14) 0.37471(8) 0.0358(4) Uani 1 1 d . . . H24A H 0.3168 0.1223 0.3414 0.043 Uiso 1 1 calc R . . C25 C 0.33380(16) -0.02043(17) 0.39829(11) 0.0553(6) Uani 1 1 d . . . H25A H 0.3127 -0.0672 0.3576 0.083 Uiso 1 1 calc R . . H25B H 0.2769 -0.0068 0.4216 0.083 Uiso 1 1 calc R . . H25C H 0.3871 -0.0565 0.4308 0.083 Uiso 1 1 calc R . . C26 C 0.39995(18) 0.16312(17) 0.43753(11) 0.0569(6) Uani 1 1 d . . . H26A H 0.4244 0.2324 0.4222 0.085 Uiso 1 1 calc R . . H26B H 0.4523 0.1292 0.4720 0.085 Uiso 1 1 calc R . . H26C H 0.3409 0.1763 0.4587 0.085 Uiso 1 1 calc R . . C27 C 0.36454(13) -0.16894(14) 0.19774(9) 0.0352(4) Uani 1 1 d . . . H27A H 0.3824 -0.2462 0.1987 0.053 Uiso 1 1 calc R . . H27B H 0.3718 -0.1415 0.2457 0.053 Uiso 1 1 calc R . . H27C H 0.4087 -0.1281 0.1726 0.053 Uiso 1 1 calc R . . C28 C 0.19492(15) -0.21917(15) 0.19908(11) 0.0460(5) Uani 1 1 d . . . H28A H 0.2133 -0.2962 0.1987 0.069 Uiso 1 1 calc R . . H28B H 0.1255 -0.2101 0.1758 0.069 Uiso 1 1 calc R . . H28C H 0.2023 -0.1938 0.2474 0.069 Uiso 1 1 calc R . . C29 C 0.24993(12) -0.19244(13) 0.08924(9) 0.0325(4) Uani 1 1 d . . . H29A H 0.1792 -0.2109 0.0713 0.039 Uiso 1 1 calc R . . H29B H 0.2902 -0.2591 0.0874 0.039 Uiso 1 1 calc R . . C30 C 0.28361(12) -0.10608(13) 0.04319(8) 0.0305(4) Uani 1 1 d . . . H30A H 0.3568 -0.0965 0.0560 0.037 Uiso 1 1 calc R . . H30B H 0.2682 -0.1300 -0.0061 0.037 Uiso 1 1 calc R . . C31 C 0.27322(13) 0.08383(14) 0.01055(9) 0.0350(4) Uani 1 1 d . . . H31A H 0.2550 0.0679 -0.0394 0.053 Uiso 1 1 calc R . . H31B H 0.3460 0.0865 0.0238 0.053 Uiso 1 1 calc R . . H31C H 0.2450 0.1542 0.0205 0.053 Uiso 1 1 calc R . . C32 C 0.12554(12) -0.00953(14) 0.02673(8) 0.0318(4) Uani 1 1 d . . . H32A H 0.1118 -0.0362 -0.0215 0.048 Uiso 1 1 calc R . . H32B H 0.0953 0.0624 0.0289 0.048 Uiso 1 1 calc R . . H32C H 0.0972 -0.0601 0.0569 0.048 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 0.0243(13) 0.0265(13) 0.0268(13) -0.0011(11) 0.0036(10) 0.0015(11) N1 0.0203(6) 0.0273(7) 0.0201(6) 0.0018(5) 0.0049(5) 0.0035(5) N2 0.0199(6) 0.0263(7) 0.0219(6) 0.0001(5) 0.0027(5) 0.0014(5) N3 0.0307(7) 0.0270(7) 0.0319(7) 0.0010(6) 0.0055(6) -0.0004(6) N4 0.0235(7) 0.0307(7) 0.0249(7) -0.0010(6) 0.0051(5) 0.0043(5) C1 0.0231(8) 0.0276(8) 0.0190(7) -0.0049(6) 0.0035(6) 0.0041(6) C2 0.0257(8) 0.0277(8) 0.0212(7) -0.0040(6) 0.0027(6) 0.0034(6) C3 0.0282(9) 0.0317(9) 0.0262(8) -0.0032(7) -0.0009(7) 0.0090(7) C4 0.0204(8) 0.0390(9) 0.0312(9) -0.0111(7) 0.0011(7) 0.0069(7) C5 0.0245(8) 0.0374(9) 0.0286(8) -0.0081(7) 0.0075(7) -0.0010(7) C6 0.0261(8) 0.0304(8) 0.0217(7) -0.0059(6) 0.0051(6) 0.0001(7) C7 0.0272(8) 0.0325(9) 0.0264(8) 0.0054(7) 0.0041(7) 0.0083(7) C8 0.0424(10) 0.0371(9) 0.0290(9) 0.0066(7) 0.0081(8) 0.0087(8) C9 0.0290(9) 0.0358(9) 0.0338(9) 0.0061(7) -0.0002(7) 0.0026(7) C10 0.0278(9) 0.0353(9) 0.0318(9) 0.0035(7) 0.0111(7) 0.0012(7) C11 0.0435(11) 0.0435(11) 0.0484(11) 0.0069(9) 0.0146(9) -0.0073(9) C12 0.0408(11) 0.0520(11) 0.0312(9) 0.0088(8) 0.0060(8) -0.0016(9) C13 0.0269(8) 0.0234(8) 0.0240(8) -0.0001(6) 0.0045(6) 0.0031(7) C14 0.0258(8) 0.0251(8) 0.0239(8) -0.0014(6) 0.0018(6) -0.0005(7) C15 0.0212(8) 0.0228(8) 0.0277(8) -0.0017(6) -0.0004(6) -0.0001(6) C16 0.0233(8) 0.0259(8) 0.0360(9) -0.0053(7) 0.0036(7) -0.0022(6) C17 0.0201(8) 0.0369(10) 0.0536(11) -0.0078(8) 0.0038(8) 0.0014(7) C18 0.0246(9) 0.0425(11) 0.0560(12) 0.0031(9) -0.0114(8) 0.0057(8) C19 0.0376(10) 0.0419(10) 0.0331(9) 0.0046(8) -0.0085(8) 0.0011(8) C20 0.0299(9) 0.0289(9) 0.0292(8) 0.0005(7) 0.0002(7) 0.0013(7) C21 0.0245(9) 0.0468(10) 0.0347(9) -0.0119(8) 0.0086(7) -0.0055(7) C22 0.0380(11) 0.0832(16) 0.0539(12) -0.0284(12) 0.0175(9) -0.0003(11) C23 0.0552(13) 0.0603(13) 0.0346(10) -0.0017(9) 0.0120(9) -0.0192(10) C24 0.0390(10) 0.0450(10) 0.0231(8) 0.0040(7) 0.0047(7) 0.0074(8) C25 0.0584(13) 0.0556(13) 0.0576(13) -0.0101(10) 0.0259(11) -0.0146(11) C26 0.0772(16) 0.0471(12) 0.0513(12) -0.0113(10) 0.0247(11) -0.0058(11) C27 0.0397(10) 0.0307(9) 0.0325(9) 0.0016(7) -0.0012(8) 0.0018(7) C28 0.0498(12) 0.0342(10) 0.0585(12) 0.0081(9) 0.0217(10) -0.0003(8) C29 0.0291(9) 0.0271(8) 0.0393(10) -0.0078(7) 0.0002(7) 0.0013(7) C30 0.0273(9) 0.0360(9) 0.0273(8) -0.0072(7) 0.0021(7) 0.0055(7) C31 0.0346(9) 0.0427(10) 0.0297(9) 0.0048(8) 0.0108(7) 0.0055(8) C32 0.0252(9) 0.0412(10) 0.0276(8) -0.0041(7) 0.0008(7) 0.0041(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 Li1 N2 2.031(3) . ? Li1 N1 2.043(3) . ? Li1 N4 2.098(3) . ? Li1 N3 2.184(3) . ? Li1 C13 2.711(3) . ? Li1 C14 2.712(3) . ? N1 C13 1.3284(19) . ? N1 C1 1.4107(18) . ? N2 C14 1.3289(19) . ? N2 C15 1.4111(18) . ? N3 C28 1.468(2) . ? N3 C27 1.472(2) . ? N3 C29 1.474(2) . ? N4 C31 1.465(2) . ? N4 C32 1.4684(19) . ? N4 C30 1.4713(19) . ? C1 C2 1.411(2) . ? C1 C6 1.418(2) . ? C2 C3 1.397(2) . ? C2 C7 1.522(2) . ? C3 C4 1.377(2) . ? C4 C5 1.384(2) . ? C5 C6 1.389(2) . ? C6 C10 1.517(2) . ? C7 C9 1.529(2) . ? C7 C8 1.537(2) . ? C10 C11 1.527(2) . ? C10 C12 1.532(2) . ? C13 C14 1.403(2) . ? C15 C20 1.411(2) . ? C15 C16 1.416(2) . ? C16 C17 1.388(2) . ? C16 C21 1.516(2) . ? C17 C18 1.376(3) . ? C18 C19 1.377(3) . ? C19 C20 1.394(2) . ? C20 C24 1.518(2) . ? C21 C22 1.525(2) . ? C21 C23 1.529(3) . ? C24 C25 1.525(3) . ? C24 C26 1.530(3) . ? C29 C30 1.513(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 N2 Li1 N1 85.73(11) . . ? N2 Li1 N4 126.97(14) . . ? N1 Li1 N4 104.18(12) . . ? N2 Li1 N3 115.98(12) . . ? N1 Li1 N3 146.40(14) . . ? N4 Li1 N3 83.61(10) . . ? N2 Li1 C13 58.04(8) . . ? N1 Li1 C13 28.23(6) . . ? N4 Li1 C13 114.89(11) . . ? N3 Li1 C13 160.77(13) . . ? N2 Li1 C14 28.13(6) . . ? N1 Li1 C14 58.00(8) . . ? N4 Li1 C14 124.45(12) . . ? N3 Li1 C14 142.22(12) . . ? C13 Li1 C14 29.98(5) . . ? C13 N1 C1 117.36(12) . . ? C13 N1 Li1 105.11(12) . . ? C1 N1 Li1 137.33(12) . . ? C14 N2 C15 118.41(12) . . ? C14 N2 Li1 105.76(12) . . ? C15 N2 Li1 135.54(12) . . ? C28 N3 C27 109.17(13) . . ? C28 N3 C29 110.14(14) . . ? C27 N3 C29 109.72(13) . . ? C28 N3 Li1 119.34(13) . . ? C27 N3 Li1 101.49(11) . . ? C29 N3 Li1 106.45(11) . . ? C31 N4 C32 108.81(12) . . ? C31 N4 C30 110.77(12) . . ? C32 N4 C30 111.45(12) . . ? C31 N4 Li1 117.64(12) . . ? C32 N4 Li1 102.86(11) . . ? C30 N4 Li1 105.05(11) . . ? N1 C1 C2 122.93(13) . . ? N1 C1 C6 117.21(13) . . ? C2 C1 C6 119.85(13) . . ? C3 C2 C1 118.52(14) . . ? C3 C2 C7 119.06(14) . . ? C1 C2 C7 122.37(13) . . ? C4 C3 C2 121.59(15) . . ? C3 C4 C5 119.53(14) . . ? C4 C5 C6 121.43(15) . . ? C5 C6 C1 118.73(14) . . ? C5 C6 C10 121.82(14) . . ? C1 C6 C10 119.37(13) . . ? C2 C7 C9 111.61(13) . . ? C2 C7 C8 110.95(13) . . ? C9 C7 C8 110.74(13) . . ? C6 C10 C11 113.94(14) . . ? C6 C10 C12 110.57(14) . . ? C11 C10 C12 110.86(14) . . ? N1 C13 C14 121.10(14) . . ? N1 C13 Li1 46.67(9) . . ? C14 C13 Li1 75.04(10) . . ? N2 C14 C13 120.85(14) . . ? N2 C14 Li1 46.11(9) . . ? C13 C14 Li1 74.97(10) . . ? N2 C15 C20 121.02(14) . . ? N2 C15 C16 118.47(14) . . ? C20 C15 C16 120.25(14) . . ? C17 C16 C15 118.76(15) . . ? C17 C16 C21 122.50(15) . . ? C15 C16 C21 118.73(14) . . ? C18 C17 C16 121.30(16) . . ? C17 C18 C19 119.78(16) . . ? C18 C19 C20 121.81(17) . . ? C19 C20 C15 118.08(15) . . ? C19 C20 C24 119.83(15) . . ? C15 C20 C24 121.94(14) . . ? C16 C21 C22 113.82(16) . . ? C16 C21 C23 111.01(14) . . ? C22 C21 C23 110.24(16) . . ? C20 C24 C25 110.77(15) . . ? C20 C24 C26 112.50(16) . . ? C25 C24 C26 109.69(15) . . ? N3 C29 C30 111.55(13) . . ? N4 C30 C29 111.15(13) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.285 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.037