# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Tuczek, Felix' _publ_contact_author_name 'Tuczek, Felix' _publ_contact_author_email ftuczek@ac.uni-kiel.de _publ_section_title ; On-Step Synthesis of Mo(0) and W(0) Bis(Dinitrogen) Complexes with the Linear Tetraphosphine Ligand prP4: Stereoselective Formation of cis-[M(N2)2(rac-prP4 )] and trans-[M(N2)2(meso-prP4 )]; M = Mo, W ; # Attachment '- co318-CuL6-TWIN.CIF' data_twin _database_code_depnum_ccdc_archive 'CCDC 798377' #TrackingRef '- co318-CuL6-TWIN.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H20 Br2 Cu N4 O4 S2' _chemical_formula_weight 787.98 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 17.027(3) _cell_length_b 9.5242(19) _cell_length_c 18.442(4) _cell_angle_alpha 90.00 _cell_angle_beta 104.05(3) _cell_angle_gamma 90.00 _cell_volume 2901.4(10) _cell_formula_units_Z 4 _cell_measurement_temperature 173(1) _cell_measurement_reflns_used 3280 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 21.01 _exptl_crystal_description chip _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1564 _exptl_absorpt_coefficient_mu 3.696 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.445 _exptl_absorpt_correction_T_max 0.691 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 APEX II' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6289 _diffrn_reflns_av_R_equivalents 0.071 _diffrn_reflns_av_sigmaI/netI 0.1424 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 24.99 _reflns_number_total 6289 _reflns_number_gt 3216 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; The material crystallizes as a two-component twin, by 180 degree rotation about the (1,0,1) axis. The refinement was carried out using an HKLF5 format data set containing all the reflections from the larger component, and only those from the sweaker component that overlap with a reflection from the major component. 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^)+(0.0515P)^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 6289 _refine_ls_number_parameters 394 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1035 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1182 _refine_ls_wR_factor_gt 0.1119 _refine_ls_goodness_of_fit_ref 0.927 _refine_ls_restrained_S_all 0.927 _refine_ls_shift/su_max 0.012 _refine_ls_shift/su_mean 0.001 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 Cu1 Cu 0.0000 0.5000 0.0000 0.0343(3) Uani 1 2 d S . . O1 O -0.0151(2) 0.4384(4) 0.0963(3) 0.0332(12) Uani 1 1 d . . . O2 O 0.0950(2) 0.5938(4) 0.0562(2) 0.0303(11) Uani 1 1 d . . . Br1 Br 0.54739(5) 0.43898(9) 0.70935(5) 0.0550(3) Uani 1 1 d . . . S1 S 0.22847(12) 0.83238(19) 0.32945(10) 0.0405(5) Uani 1 1 d . . . N1 N 0.1715(3) 0.5892(5) 0.2563(3) 0.0263(13) Uani 1 1 d . . . N2 N 0.2745(3) 0.5819(5) 0.3699(3) 0.0254(14) Uani 1 1 d . . . C1 C 0.2322(4) 0.7102(6) 0.1631(3) 0.0352(19) Uani 1 1 d . . . H1A H 0.2181 0.8100 0.1627 0.053 Uiso 1 1 calc R . . H1B H 0.2381 0.6826 0.1135 0.053 Uiso 1 1 calc R . . H1C H 0.2834 0.6940 0.2002 0.053 Uiso 1 1 calc R . . C2 C 0.1663(4) 0.6243(6) 0.1831(4) 0.0223(16) Uani 1 1 d . . . C3 C 0.1030(4) 0.5707(7) 0.1272(4) 0.0278(17) Uani 1 1 d . . . C4 C 0.0434(4) 0.4831(7) 0.1481(4) 0.0266(17) Uani 1 1 d . . . C5 C 0.0575(5) 0.4474(7) 0.2245(4) 0.0373(19) Uani 1 1 d . . . H5 H 0.0217 0.3837 0.2399 0.045 Uiso 1 1 calc R . . C6 C 0.1171(4) 0.4984(7) 0.2736(4) 0.0258(17) Uani 1 1 d . . . H6 H 0.1236 0.4716 0.3243 0.031 Uiso 1 1 calc R . . C7 C 0.2277(4) 0.6537(7) 0.3158(4) 0.0269(17) Uani 1 1 d . . . C8 C 0.2972(4) 0.8096(7) 0.4114(3) 0.0305(18) Uani 1 1 d . . . H8 H 0.3200 0.8842 0.4440 0.037 Uiso 1 1 calc R . . C9 C 0.3163(4) 0.6702(7) 0.4255(4) 0.0263(17) Uani 1 1 d . . . C10 C 0.3722(4) 0.6138(7) 0.4920(4) 0.0250(17) Uani 1 1 d . . . C11 C 0.4097(4) 0.7009(7) 0.5505(4) 0.0345(19) Uani 1 1 d . . . H11 H 0.3990 0.7989 0.5466 0.041 Uiso 1 1 calc R . . C12 C 0.4627(4) 0.6492(8) 0.6145(4) 0.038(2) Uani 1 1 d . . . H12 H 0.4883 0.7107 0.6537 0.046 Uiso 1 1 calc R . . C13 C 0.4773(4) 0.5061(8) 0.6200(4) 0.0346(19) Uani 1 1 d . . . C14 C 0.4419(4) 0.4155(7) 0.5634(4) 0.0334(18) Uani 1 1 d . . . H14 H 0.4530 0.3177 0.5679 0.040 Uiso 1 1 calc R . . C15 C 0.3902(4) 0.4686(7) 0.5000(4) 0.0342(19) Uani 1 1 d . . . H15 H 0.3660 0.4063 0.4606 0.041 Uiso 1 1 calc R . . Cu2 Cu 0.0000 1.0000 0.5000 0.0365(4) Uani 1 2 d S . . O3 O 0.1070(3) 1.0559(4) 0.4913(2) 0.0370(12) Uani 1 1 d . . . O4 O 0.0543(3) 0.9016(4) 0.5880(2) 0.0308(12) Uani 1 1 d . . . Br2 Br 0.71070(4) 1.08230(9) 1.06703(4) 0.0520(3) Uani 1 1 d . . . S2 S 0.34031(11) 0.65625(18) 0.73895(11) 0.0396(5) Uani 1 1 d . . . N3 N 0.2705(3) 0.8964(5) 0.6707(3) 0.0242(14) Uani 1 1 d . . . N4 N 0.3836(3) 0.9104(5) 0.7751(3) 0.0215(13) Uani 1 1 d . . . C16 C 0.1602(4) 0.7894(6) 0.7216(3) 0.0353(19) Uani 1 1 d . . . H16A H 0.1619 0.6883 0.7121 0.053 Uiso 1 1 calc R . . H16B H 0.1045 0.8172 0.7205 0.053 Uiso 1 1 calc R . . H16C H 0.1953 0.8110 0.7708 0.053 Uiso 1 1 calc R . . C17 C 0.1889(4) 0.8685(6) 0.6623(4) 0.0272(17) Uani 1 1 d . . . C18 C 0.1343(4) 0.9220(7) 0.6006(3) 0.0242(16) Uani 1 1 d . . . C19 C 0.1599(4) 1.0078(7) 0.5460(4) 0.0334(19) Uani 1 1 d . . . C20 C 0.2445(4) 1.0344(7) 0.5613(4) 0.0377(19) Uani 1 1 d . . . H20 H 0.2651 1.0925 0.5284 0.045 Uiso 1 1 calc R . . C21 C 0.2944(4) 0.9802(7) 0.6201(4) 0.0320(18) Uani 1 1 d . . . H21 H 0.3505 1.0005 0.6278 0.038 Uiso 1 1 calc R . . C22 C 0.3300(4) 0.8372(7) 0.7296(4) 0.0261(17) Uani 1 1 d . . . C23 C 0.4234(4) 0.6833(7) 0.8100(4) 0.0347(19) Uani 1 1 d . . . H23 H 0.4554 0.6104 0.8375 0.042 Uiso 1 1 calc R . . C24 C 0.4383(4) 0.8246(7) 0.8228(4) 0.0244(17) Uani 1 1 d . . . C25 C 0.5029(4) 0.8870(7) 0.8810(3) 0.0236(17) Uani 1 1 d . . . C26 C 0.5691(4) 0.8038(7) 0.9205(4) 0.0320(18) Uani 1 1 d . . . H26 H 0.5714 0.7067 0.9093 0.038 Uiso 1 1 calc R . . C27 C 0.6292(4) 0.8634(8) 0.9743(4) 0.036(2) Uani 1 1 d . . . H27 H 0.6728 0.8076 1.0013 0.043 Uiso 1 1 calc R . . C28 C 0.6262(4) 1.0069(8) 0.9897(3) 0.0293(18) Uani 1 1 d . . . C29 C 0.5637(4) 1.0879(7) 0.9522(3) 0.0263(17) Uani 1 1 d . . . H29 H 0.5628 1.1853 0.9632 0.032 Uiso 1 1 calc R . . C30 C 0.5017(4) 1.0292(6) 0.8983(3) 0.0255(17) Uani 1 1 d . . . H30 H 0.4578 1.0862 0.8729 0.031 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 Cu1 0.0299(7) 0.0360(8) 0.0339(8) -0.0027(7) 0.0018(6) 0.0008(6) O1 0.021(3) 0.031(3) 0.050(3) -0.007(3) 0.011(2) -0.009(2) O2 0.026(3) 0.031(3) 0.029(3) 0.002(2) -0.004(2) 0.000(2) Br1 0.0407(5) 0.0654(6) 0.0523(6) 0.0059(5) -0.0015(4) 0.0074(5) S1 0.0573(14) 0.0219(11) 0.0382(12) -0.0029(10) 0.0037(10) -0.0091(10) N1 0.025(3) 0.029(3) 0.026(3) 0.003(3) 0.009(3) 0.001(3) N2 0.020(3) 0.030(4) 0.028(3) -0.004(3) 0.008(3) -0.006(3) C1 0.037(5) 0.033(5) 0.034(4) 0.004(4) 0.004(4) -0.007(4) C2 0.021(4) 0.014(4) 0.033(5) -0.003(3) 0.008(4) 0.001(3) C3 0.026(4) 0.028(4) 0.027(4) 0.008(4) 0.002(4) 0.011(4) C4 0.024(4) 0.017(4) 0.036(5) -0.004(4) 0.001(4) 0.007(3) C5 0.061(6) 0.027(4) 0.027(5) -0.007(4) 0.018(4) -0.021(4) C6 0.023(4) 0.033(4) 0.023(4) 0.017(4) 0.010(4) 0.007(4) C7 0.029(4) 0.023(4) 0.035(5) -0.010(4) 0.019(4) -0.012(4) C8 0.042(5) 0.027(4) 0.023(4) -0.004(4) 0.009(4) -0.007(4) C9 0.028(4) 0.018(4) 0.038(5) -0.003(4) 0.018(4) -0.010(4) C10 0.017(4) 0.029(5) 0.031(4) -0.003(4) 0.011(3) -0.012(3) C11 0.047(5) 0.023(4) 0.033(5) -0.002(4) 0.008(4) -0.009(4) C12 0.029(5) 0.041(5) 0.044(5) -0.008(4) 0.006(4) -0.016(4) C13 0.015(4) 0.047(5) 0.041(5) 0.004(5) 0.005(4) 0.006(4) C14 0.028(4) 0.029(5) 0.043(5) -0.003(4) 0.009(4) -0.001(4) C15 0.021(4) 0.039(5) 0.043(5) -0.012(4) 0.011(4) -0.010(4) Cu2 0.0332(8) 0.0354(8) 0.0353(8) -0.0031(7) -0.0024(6) 0.0004(6) O3 0.044(3) 0.036(3) 0.029(3) 0.005(2) 0.004(3) 0.005(3) O4 0.032(3) 0.027(3) 0.029(3) -0.002(2) 0.000(2) -0.004(2) Br2 0.0312(5) 0.0800(7) 0.0406(5) -0.0116(5) 0.0003(4) -0.0022(5) S2 0.0417(12) 0.0224(10) 0.0490(13) 0.0046(10) -0.0001(10) -0.0008(10) N3 0.016(3) 0.028(4) 0.029(3) 0.000(3) 0.006(3) 0.000(3) N4 0.016(3) 0.026(3) 0.023(3) -0.005(3) 0.006(3) -0.003(3) C16 0.025(4) 0.032(5) 0.048(5) 0.001(4) 0.006(4) -0.011(3) C17 0.037(5) 0.017(4) 0.027(4) -0.006(3) 0.005(4) -0.003(4) C18 0.023(4) 0.029(4) 0.020(4) -0.010(4) 0.002(3) -0.010(4) C19 0.018(4) 0.029(4) 0.047(5) -0.027(4) -0.004(4) 0.001(4) C20 0.040(5) 0.040(5) 0.031(5) 0.013(4) 0.006(4) 0.007(4) C21 0.026(4) 0.043(5) 0.027(4) 0.000(4) 0.006(4) -0.008(4) C22 0.024(4) 0.026(4) 0.031(4) 0.006(4) 0.013(4) 0.005(4) C23 0.046(5) 0.025(4) 0.034(5) 0.016(4) 0.011(4) 0.007(4) C24 0.021(4) 0.022(4) 0.033(4) 0.011(4) 0.013(4) 0.006(4) C25 0.018(4) 0.033(5) 0.021(4) 0.002(4) 0.008(3) -0.006(3) C26 0.032(5) 0.034(5) 0.033(5) 0.015(4) 0.015(4) 0.008(4) C27 0.026(5) 0.060(6) 0.021(4) 0.019(4) 0.003(4) 0.008(4) C28 0.031(5) 0.036(5) 0.024(4) -0.013(4) 0.013(4) -0.007(4) C29 0.024(4) 0.028(4) 0.027(4) 0.002(4) 0.007(3) 0.006(4) C30 0.033(4) 0.026(5) 0.019(4) 0.005(3) 0.009(3) 0.004(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 Cu1 O2 1.917(4) 3_565 ? Cu1 O2 1.917(4) . ? Cu1 O1 1.946(4) . ? Cu1 O1 1.946(4) 3_565 ? O1 C4 1.274(7) . ? O2 C3 1.301(7) . ? Br1 C13 1.895(7) . ? S1 C8 1.687(6) . ? S1 C7 1.720(6) . ? N1 C6 1.361(7) . ? N1 C2 1.373(7) . ? N1 C7 1.410(7) . ? N2 C7 1.307(7) . ? N2 C9 1.384(7) . ? C1 C2 1.504(8) . ? C2 C3 1.395(8) . ? C3 C4 1.437(9) . ? C4 C5 1.412(8) . ? C5 C6 1.280(8) . ? C8 C9 1.377(8) . ? C9 C10 1.460(8) . ? C10 C11 1.387(8) . ? C10 C15 1.416(8) . ? C11 C12 1.391(8) . ? C12 C13 1.384(9) . ? C13 C14 1.377(9) . ? C14 C15 1.378(8) . ? Cu2 O4 1.907(4) . ? Cu2 O4 1.907(4) 3_576 ? Cu2 O3 1.942(4) 3_576 ? Cu2 O3 1.942(4) . ? O3 C19 1.265(7) . ? O4 C18 1.338(7) . ? Br2 C28 1.904(6) . ? S2 C23 1.698(7) . ? S2 C22 1.736(6) . ? N3 C21 1.364(7) . ? N3 C17 1.386(7) . ? N3 C22 1.411(7) . ? N4 C22 1.285(7) . ? N4 C24 1.382(7) . ? C16 C17 1.503(8) . ? C17 C18 1.381(8) . ? C18 C19 1.445(9) . ? C19 C20 1.420(9) . ? C20 C21 1.310(8) . ? C23 C24 1.379(8) . ? C24 C25 1.464(8) . ? C25 C30 1.393(8) . ? C25 C26 1.424(8) . ? C26 C27 1.364(8) . ? C27 C28 1.399(9) . ? C28 C29 1.359(8) . ? C29 C30 1.381(8) . ? 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 O2 Cu1 O2 180.0(2) 3_565 . ? O2 Cu1 O1 94.15(18) 3_565 . ? O2 Cu1 O1 85.85(18) . . ? O2 Cu1 O1 85.85(18) 3_565 3_565 ? O2 Cu1 O1 94.15(18) . 3_565 ? O1 Cu1 O1 180.0(2) . 3_565 ? C4 O1 Cu1 109.4(4) . . ? C3 O2 Cu1 109.5(4) . . ? C8 S1 C7 89.0(3) . . ? C6 N1 C2 120.0(5) . . ? C6 N1 C7 117.8(5) . . ? C2 N1 C7 121.9(5) . . ? C7 N2 C9 110.9(5) . . ? N1 C2 C3 119.4(6) . . ? N1 C2 C1 120.0(6) . . ? C3 C2 C1 120.4(6) . . ? O2 C3 C2 123.7(6) . . ? O2 C3 C4 117.3(6) . . ? C2 C3 C4 119.0(6) . . ? O1 C4 C5 125.5(6) . . ? O1 C4 C3 117.8(6) . . ? C5 C4 C3 116.6(6) . . ? C6 C5 C4 121.9(6) . . ? C5 C6 N1 122.9(6) . . ? N2 C7 N1 122.6(6) . . ? N2 C7 S1 115.1(5) . . ? N1 C7 S1 121.6(5) . . ? C9 C8 S1 112.0(5) . . ? C8 C9 N2 113.0(6) . . ? C8 C9 C10 126.1(6) . . ? N2 C9 C10 120.8(6) . . ? C11 C10 C15 117.2(6) . . ? C11 C10 C9 121.0(6) . . ? C15 C10 C9 121.8(6) . . ? C10 C11 C12 122.0(6) . . ? C13 C12 C11 118.6(7) . . ? C14 C13 C12 121.6(7) . . ? C14 C13 Br1 121.0(6) . . ? C12 C13 Br1 117.4(6) . . ? C13 C14 C15 119.1(6) . . ? C14 C15 C10 121.6(7) . . ? O4 Cu2 O4 180.000(1) . 3_576 ? O4 Cu2 O3 93.80(18) . 3_576 ? O4 Cu2 O3 86.20(18) 3_576 3_576 ? O4 Cu2 O3 86.20(18) . . ? O4 Cu2 O3 93.80(18) 3_576 . ? O3 Cu2 O3 180.0(2) 3_576 . ? C19 O3 Cu2 109.6(4) . . ? C18 O4 Cu2 109.9(4) . . ? C23 S2 C22 88.3(3) . . ? C21 N3 C17 119.6(6) . . ? C21 N3 C22 118.9(5) . . ? C17 N3 C22 121.5(6) . . ? C22 N4 C24 110.9(5) . . ? C18 C17 N3 118.5(6) . . ? C18 C17 C16 120.7(6) . . ? N3 C17 C16 120.7(6) . . ? O4 C18 C17 123.0(6) . . ? O4 C18 C19 115.3(6) . . ? C17 C18 C19 121.7(6) . . ? O3 C19 C20 125.8(7) . . ? O3 C19 C18 118.9(6) . . ? C20 C19 C18 115.2(7) . . ? C21 C20 C19 121.2(7) . . ? C20 C21 N3 123.7(6) . . ? N4 C22 N3 123.3(6) . . ? N4 C22 S2 115.8(5) . . ? N3 C22 S2 120.6(5) . . ? C24 C23 S2 111.3(5) . . ? C23 C24 N4 113.6(6) . . ? C23 C24 C25 126.6(6) . . ? N4 C24 C25 119.8(6) . . ? C30 C25 C26 118.6(6) . . ? C30 C25 C24 120.8(6) . . ? C26 C25 C24 120.6(6) . . ? C27 C26 C25 120.1(6) . . ? C26 C27 C28 119.7(6) . . ? C29 C28 C27 120.9(6) . . ? C29 C28 Br2 121.5(5) . . ? C27 C28 Br2 117.5(6) . . ? C28 C29 C30 120.2(6) . . ? C29 C30 C25 120.5(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.922 _refine_diff_density_min -0.582 _refine_diff_density_rms 0.104 # Attachment '- co335-HL1-new4pub.cif' data_co335 _database_code_depnum_ccdc_archive 'CCDC 798378' #TrackingRef '- co335-HL1-new4pub.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common Hdapp _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H20 N2 O3' _chemical_formula_weight 276.33 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5438(8) _cell_length_b 9.0878(9) _cell_length_c 11.3719(12) _cell_angle_alpha 85.485(6) _cell_angle_beta 78.375(6) _cell_angle_gamma 69.760(5) _cell_volume 716.44(13) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3617 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 27.87 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.281 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 296 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.894 _exptl_absorpt_correction_T_max 0.996 _exptl_absorpt_process_details 'SADABS (Bruker Nonius, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 APEX II' _diffrn_measurement_method 'area deteector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14821 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 28.13 _reflns_number_total 3490 _reflns_number_gt 2533 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+0.1306P] 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 3490 _refine_ls_number_parameters 193 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0676 _refine_ls_R_factor_gt 0.0459 _refine_ls_wR_factor_ref 0.1281 _refine_ls_wR_factor_gt 0.1173 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.022 _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 C1 C -0.0354(2) 0.39438(19) 0.76236(14) 0.0343(3) Uani 1 1 d . . . H1A H 0.0315 0.4709 0.7545 0.051 Uiso 1 1 calc R . . H1B H 0.0250 0.3064 0.8130 0.051 Uiso 1 1 calc R . . H1C H -0.1706 0.4446 0.7991 0.051 Uiso 1 1 calc R . . C2 C -0.02311(19) 0.33541(16) 0.64102(12) 0.0253(3) Uani 1 1 d . . . C3 C -0.17080(19) 0.39357(15) 0.57936(12) 0.0258(3) Uani 1 1 d . . . C4 C -0.16317(19) 0.33624(16) 0.46415(12) 0.0263(3) Uani 1 1 d . . . C5 C 0.0102(2) 0.21777(18) 0.41738(13) 0.0322(3) Uani 1 1 d . . . H5 H 0.0259 0.1762 0.3404 0.039 Uiso 1 1 calc R . . C6 C 0.1551(2) 0.16217(18) 0.48062(13) 0.0326(3) Uani 1 1 d . . . H6 H 0.2697 0.0817 0.4469 0.039 Uiso 1 1 calc R . . C7 C 0.29628(19) 0.14620(16) 0.65558(12) 0.0253(3) Uani 1 1 d . . . C8 C 0.3218(2) -0.00196(17) 0.70402(13) 0.0291(3) Uani 1 1 d . . . H8 H 0.2423 -0.0580 0.6905 0.035 Uiso 1 1 calc R . . C9 C 0.4623(2) -0.06910(17) 0.77209(13) 0.0299(3) Uani 1 1 d . . . H9 H 0.4784 -0.1712 0.8052 0.036 Uiso 1 1 calc R . . C10 C 0.58166(19) 0.01082(16) 0.79318(12) 0.0252(3) Uani 1 1 d . . . C11 C 0.5549(2) 0.16000(16) 0.74017(13) 0.0278(3) Uani 1 1 d . . . H11 H 0.6355 0.2163 0.7513 0.033 Uiso 1 1 calc R . . C12 C 0.4144(2) 0.22631(16) 0.67239(13) 0.0288(3) Uani 1 1 d . . . H12 H 0.3989 0.3273 0.6372 0.035 Uiso 1 1 calc R . . C13 C 0.7306(2) -0.19952(19) 0.92735(15) 0.0404(4) Uani 1 1 d . . . H13A H 0.6112 -0.1832 0.9861 0.061 Uiso 1 1 calc R . . H13B H 0.8398 -0.2306 0.9692 0.061 Uiso 1 1 calc R . . H13C H 0.7471 -0.2824 0.8718 0.061 Uiso 1 1 calc R . . C14 C 0.8387(2) 0.0294(2) 0.88660(17) 0.0441(4) Uani 1 1 d . . . H14A H 0.8850 0.0789 0.8127 0.066 Uiso 1 1 calc R . . H14B H 0.9487 -0.0431 0.9185 0.066 Uiso 1 1 calc R . . H14C H 0.7620 0.1104 0.9461 0.066 Uiso 1 1 calc R . . C15 C -0.3171(3) 0.4383(2) 0.10181(15) 0.0500(5) Uani 1 1 d . . . H15A H -0.4546 0.4611 0.1333 0.075 Uiso 1 1 calc R . . H15B H -0.2868 0.4022 0.0188 0.075 Uiso 1 1 calc R . . H15C H -0.2848 0.5335 0.1040 0.075 Uiso 1 1 calc R . . N1 N 0.14098(16) 0.21796(14) 0.59010(10) 0.0264(3) Uani 1 1 d . . . N2 N 0.72161(19) -0.05551(15) 0.86083(12) 0.0355(3) Uani 1 1 d . . . O1 O -0.30534(14) 0.39286(12) 0.41058(9) 0.0328(3) Uani 1 1 d . . . O2 O -0.33095(15) 0.50904(12) 0.63044(10) 0.0356(3) Uani 1 1 d . . . O3 O -0.21082(18) 0.32174(14) 0.17193(11) 0.0449(3) Uani 1 1 d . . . H2O H -0.418(3) 0.526(2) 0.5830(18) 0.060(6) Uiso 1 1 d . . . H3O H -0.252(3) 0.352(2) 0.250(2) 0.071(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0289(8) 0.0391(8) 0.0327(8) -0.0081(6) -0.0076(6) -0.0062(6) C2 0.0226(7) 0.0259(7) 0.0264(7) -0.0001(5) -0.0033(5) -0.0078(5) C3 0.0214(7) 0.0247(7) 0.0287(7) 0.0001(5) -0.0026(6) -0.0058(5) C4 0.0231(7) 0.0299(7) 0.0261(7) 0.0057(5) -0.0069(5) -0.0092(6) C5 0.0283(8) 0.0391(8) 0.0253(7) -0.0046(6) -0.0068(6) -0.0048(6) C6 0.0256(7) 0.0382(8) 0.0280(7) -0.0062(6) -0.0042(6) -0.0024(6) C7 0.0201(7) 0.0287(7) 0.0248(7) -0.0003(5) -0.0061(5) -0.0043(5) C8 0.0256(7) 0.0292(7) 0.0347(8) -0.0001(6) -0.0073(6) -0.0110(6) C9 0.0292(7) 0.0257(7) 0.0346(8) 0.0049(6) -0.0080(6) -0.0091(6) C10 0.0215(7) 0.0271(7) 0.0235(7) -0.0026(5) -0.0029(5) -0.0041(5) C11 0.0245(7) 0.0282(7) 0.0324(7) -0.0002(6) -0.0073(6) -0.0101(6) C12 0.0281(7) 0.0258(7) 0.0324(7) 0.0038(6) -0.0067(6) -0.0093(6) C13 0.0349(9) 0.0400(9) 0.0397(9) 0.0089(7) -0.0126(7) -0.0035(7) C14 0.0373(9) 0.0455(10) 0.0541(11) -0.0023(8) -0.0246(8) -0.0104(8) C15 0.0670(13) 0.0448(10) 0.0335(9) 0.0035(7) -0.0139(9) -0.0113(9) N1 0.0216(6) 0.0305(6) 0.0257(6) -0.0003(5) -0.0064(5) -0.0057(5) N2 0.0342(7) 0.0355(7) 0.0398(7) 0.0065(6) -0.0186(6) -0.0103(6) O1 0.0261(5) 0.0387(6) 0.0314(5) 0.0027(4) -0.0116(4) -0.0051(4) O2 0.0257(5) 0.0369(6) 0.0384(6) -0.0091(5) -0.0101(5) 0.0007(4) O3 0.0455(7) 0.0427(7) 0.0369(7) 0.0002(5) -0.0073(5) -0.0034(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.494(2) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.3644(19) . ? C2 N1 1.3788(17) . ? C3 O2 1.3544(16) . ? C3 C4 1.431(2) . ? C4 O1 1.2721(16) . ? C4 C5 1.410(2) . ? C5 C6 1.358(2) . ? C5 H5 0.9500 . ? C6 N1 1.3518(18) . ? C6 H6 0.9500 . ? C7 C8 1.378(2) . ? C7 C12 1.379(2) . ? C7 N1 1.4487(17) . ? C8 C9 1.380(2) . ? C8 H8 0.9500 . ? C9 C10 1.401(2) . ? C9 H9 0.9500 . ? C10 N2 1.3725(18) . ? C10 C11 1.4047(19) . ? C11 C12 1.3765(19) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 N2 1.4466(19) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 N2 1.440(2) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 O3 1.392(2) . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? O2 H2O 0.90(2) . ? O3 H3O 0.91(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 C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 N1 118.92(12) . . ? C3 C2 C1 121.80(12) . . ? N1 C2 C1 119.28(12) . . ? O2 C3 C2 118.24(12) . . ? O2 C3 C4 119.19(12) . . ? C2 C3 C4 122.56(12) . . ? O1 C4 C5 124.49(13) . . ? O1 C4 C3 120.35(12) . . ? C5 C4 C3 115.15(12) . . ? C6 C5 C4 121.05(13) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? N1 C6 C5 121.94(13) . . ? N1 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C8 C7 C12 120.08(13) . . ? C8 C7 N1 119.26(12) . . ? C12 C7 N1 120.63(12) . . ? C7 C8 C9 120.19(13) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C8 C9 C10 121.07(13) . . ? C8 C9 H9 119.5 . . ? C10 C9 H9 119.5 . . ? N2 C10 C9 121.27(12) . . ? N2 C10 C11 121.43(13) . . ? C9 C10 C11 117.29(12) . . ? C12 C11 C10 121.32(13) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? C11 C12 C7 120.00(13) . . ? C11 C12 H12 120.0 . . ? C7 C12 H12 120.0 . . ? N2 C13 H13A 109.5 . . ? N2 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N2 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 C14 H14A 109.5 . . ? N2 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N2 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O3 C15 H15A 109.5 . . ? O3 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? O3 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C6 N1 C2 120.36(12) . . ? C6 N1 C7 118.86(11) . . ? C2 N1 C7 120.69(11) . . ? C10 N2 C14 121.15(13) . . ? C10 N2 C13 120.47(13) . . ? C14 N2 C13 117.31(13) . . ? C3 O2 H2O 107.1(13) . . ? C15 O3 H3O 108.4(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C2 C3 O2 -179.92(12) . . . . ? C1 C2 C3 O2 0.7(2) . . . . ? N1 C2 C3 C4 0.7(2) . . . . ? C1 C2 C3 C4 -178.67(13) . . . . ? O2 C3 C4 O1 -0.2(2) . . . . ? C2 C3 C4 O1 179.19(13) . . . . ? O2 C3 C4 C5 179.11(12) . . . . ? C2 C3 C4 C5 -1.5(2) . . . . ? O1 C4 C5 C6 -179.35(14) . . . . ? C3 C4 C5 C6 1.4(2) . . . . ? C4 C5 C6 N1 -0.5(2) . . . . ? C12 C7 C8 C9 1.7(2) . . . . ? N1 C7 C8 C9 -176.57(12) . . . . ? C7 C8 C9 C10 -0.1(2) . . . . ? C8 C9 C10 N2 179.99(13) . . . . ? C8 C9 C10 C11 -1.3(2) . . . . ? N2 C10 C11 C12 -179.98(13) . . . . ? C9 C10 C11 C12 1.4(2) . . . . ? C10 C11 C12 C7 0.1(2) . . . . ? C8 C7 C12 C11 -1.6(2) . . . . ? N1 C7 C12 C11 176.56(12) . . . . ? C5 C6 N1 C2 -0.4(2) . . . . ? C5 C6 N1 C7 176.12(14) . . . . ? C3 C2 N1 C6 0.3(2) . . . . ? C1 C2 N1 C6 179.69(14) . . . . ? C3 C2 N1 C7 -176.16(12) . . . . ? C1 C2 N1 C7 3.24(19) . . . . ? C8 C7 N1 C6 -71.69(18) . . . . ? C12 C7 N1 C6 110.09(16) . . . . ? C8 C7 N1 C2 104.81(15) . . . . ? C12 C7 N1 C2 -73.41(17) . . . . ? C9 C10 N2 C14 -177.35(14) . . . . ? C11 C10 N2 C14 4.0(2) . . . . ? C9 C10 N2 C13 -9.5(2) . . . . ? C11 C10 N2 C13 171.90(13) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.13 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.246 _refine_diff_density_min -0.213 _refine_diff_density_rms 0.044 # Attachment '- co336-HL3-new4pub.cif' data_co336-2 _database_code_depnum_ccdc_archive 'CCDC 798379' #TrackingRef '- co336-HL3-new4pub.cif' _audit_creation_method shelxl-97 _chemical_name_systematic ; ? ; _chemical_name_common Hzapp _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H30 N4 O6' _chemical_formula_weight 482.53 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 12.9650(17) _cell_length_b 14.3780(18) _cell_length_c 12.9795(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.445(8) _cell_angle_gamma 90.00 _cell_volume 2419.4(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3112 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 24.21 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.325 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1024 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.842 _exptl_absorpt_correction_T_max 0.993 _exptl_absorpt_process_details 'SADABS (Bruker Nonius, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker X8 APEX II' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20040 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0434 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 25.47 _reflns_number_total 4455 _reflns_number_gt 2879 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0519P)^2^+0.2616P] 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 4455 _refine_ls_number_parameters 355 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0809 _refine_ls_R_factor_gt 0.0430 _refine_ls_wR_factor_ref 0.1124 _refine_ls_wR_factor_gt 0.0952 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 c1 c 1.03450(15) -0.05362(16) 0.25979(15) 0.0443(6) uani 1 1 d . . . h1a h 1.0441 0.0112 0.2387 0.067 uiso 1 1 calc r . . h1b h 1.0146 -0.0911 0.1997 0.067 uiso 1 1 calc r . . h1c h 1.0991 -0.0776 0.2890 0.067 uiso 1 1 calc r . . c2 c 0.95187(14) -0.05884(15) 0.33878(14) 0.0342(5) uani 1 1 d . . . c3 c 0.92556(14) 0.01652(14) 0.39663(14) 0.0329(5) uani 1 1 d . . . c4 c 0.84300(14) 0.01588(15) 0.46771(14) 0.0366(5) uani 1 1 d . . . c5 c 0.78967(16) -0.06928(15) 0.47507(16) 0.0436(6) uani 1 1 d . . . h5 h 0.7325 -0.0742 0.5200 0.052 uiso 1 1 calc r . . c6 c 0.81869(15) -0.14408(16) 0.41914(15) 0.0429(5) uani 1 1 d . . . h6 h 0.7821 -0.2008 0.4270 0.051 uiso 1 1 calc r . . c7 c 0.92340(15) -0.22328(14) 0.29401(14) 0.0360(5) uani 1 1 d . . . c8 c 0.85419(16) -0.25675(16) 0.22150(15) 0.0433(5) uani 1 1 d . . . h8 h 0.7905 -0.2256 0.2100 0.052 uiso 1 1 calc r . . c9 c 0.87767(17) -0.33546(16) 0.16585(15) 0.0465(6) uani 1 1 d . . . h9 h 0.8296 -0.3584 0.1164 0.056 uiso 1 1 calc r . . c10 c 0.97038(16) -0.38159(16) 0.18106(15) 0.0418(5) uani 1 1 d . . . c11 c 1.03934(15) -0.34722(15) 0.25492(14) 0.0380(5) uani 1 1 d . . . h11 h 1.1032 -0.3781 0.2666 0.046 uiso 1 1 calc r . . c12 c 1.01540(15) -0.26885(14) 0.31093(14) 0.0362(5) uani 1 1 d . . . h12 h 1.0625 -0.2462 0.3614 0.043 uiso 1 1 calc r . . c13 c 0.86815(15) -0.08586(16) -0.01987(17) 0.0471(6) uani 1 1 d . . . h13a h 0.8898 -0.1511 -0.0216 0.071 uiso 1 1 calc r . . h13b h 0.9143 -0.0508 0.0260 0.071 uiso 1 1 calc r . . h13c h 0.8712 -0.0596 -0.0895 0.071 uiso 1 1 calc r . . c14 c 0.76038(14) -0.07971(14) 0.01890(13) 0.0330(5) uani 1 1 d . . . c15 c 0.69648(14) -0.15509(14) 0.02047(13) 0.0328(5) uani 1 1 d . . . c16 c 0.59640(14) -0.15203(15) 0.06532(14) 0.0346(5) uani 1 1 d . . . c17 c 0.56610(15) -0.06406(15) 0.10213(16) 0.0419(5) uani 1 1 d . . . h17 h 0.4996 -0.0569 0.1314 0.050 uiso 1 1 calc r . . c18 c 0.62952(15) 0.01024(16) 0.09678(15) 0.0419(5) uani 1 1 d . . . h18 h 0.6064 0.0685 0.1222 0.050 uiso 1 1 calc r . . c19 c 0.79175(14) 0.08487(14) 0.06086(14) 0.0334(5) uani 1 1 d . . . c20 c 0.83436(15) 0.11046(15) 0.15455(15) 0.0390(5) uani 1 1 d . . . h20 h 0.8194 0.0753 0.2146 0.047 uiso 1 1 calc r . . c21 c 0.89823(14) 0.18649(15) 0.16120(14) 0.0390(5) uani 1 1 d . . . h21 h 0.9265 0.2041 0.2261 0.047 uiso 1 1 calc r . . c22 c 0.92186(14) 0.23811(15) 0.07350(15) 0.0352(5) uani 1 1 d . . . c23 c 0.87874(15) 0.21078(15) -0.02054(14) 0.0372(5) uani 1 1 d . . . h23 h 0.8944 0.2449 -0.0812 0.045 uiso 1 1 calc r . . c24 c 0.81382(15) 0.13512(15) -0.02679(14) 0.0367(5) uani 1 1 d . . . h24 h 0.7844 0.1176 -0.0912 0.044 uiso 1 1 calc r . . c26 c 0.67439(16) 0.28514(16) -0.22099(16) 0.0498(6) uani 1 1 d . . . h26a h 0.6299 0.3397 -0.2298 0.075 uiso 1 1 calc r . . h26b h 0.7185 0.2783 -0.2815 0.075 uiso 1 1 calc r . . h26c h 0.7175 0.2931 -0.1593 0.075 uiso 1 1 calc r . . n1 n 0.89829(12) -0.14065(12) 0.35216(11) 0.0363(4) uani 1 1 d . . . n2 n 0.9974(2) -0.45674(16) 0.12027(17) 0.0572(6) uani 1 1 d . . . n3 n 0.72518(11) 0.00407(12) 0.05625(11) 0.0342(4) uani 1 1 d . . . n4 n 0.98347(15) 0.31506(14) 0.08118(16) 0.0483(5) uani 1 1 d . . . o1 o 0.82082(10) 0.08917(10) 0.51917(10) 0.0434(4) uani 1 1 d . . . o2 o 0.98094(10) 0.09572(11) 0.38305(10) 0.0400(4) uani 1 1 d . . . o3 o 0.54121(10) -0.22541(10) 0.06990(10) 0.0403(4) uani 1 1 d . . . o4 o 0.73273(11) -0.23538(11) -0.02010(11) 0.0415(4) uani 1 1 d . . . o5 o 0.61277(11) 0.20490(11) -0.21007(12) 0.0496(4) uani 1 1 d . . . o6 o 0.68769(14) 0.05045(14) -0.31518(16) 0.0659(5) uani 1 1 d . . . h2a h 0.949(2) -0.4896(19) 0.098(2) 0.081(10) uiso 1 1 d . . . h2b h 1.056(2) -0.495(2) 0.141(2) 0.094(11) uiso 1 1 d . . . h2o h 0.9500(18) 0.1440(18) 0.421(2) 0.078(9) uiso 1 1 d . . . h4a h 1.0032(18) 0.3439(16) 0.0250(18) 0.058(7) uiso 1 1 d . . . h4b h 1.0232(16) 0.3211(15) 0.1396(18) 0.053(7) uiso 1 1 d . . . h4o h 0.6924(18) -0.2849(16) -0.0061(17) 0.057(7) uiso 1 1 d . . . h5o h 0.5658(19) 0.2141(17) -0.1623(19) 0.070(8) uiso 1 1 d . . . h6a h 0.668(2) 0.106(2) -0.275(3) 0.114(12) uiso 1 1 d . . . h6b h 0.728(2) 0.069(2) -0.361(2) 0.098(11) uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_u_11 _atom_site_aniso_u_22 _atom_site_aniso_u_33 _atom_site_aniso_u_23 _atom_site_aniso_u_13 _atom_site_aniso_u_12 c1 0.0416(12) 0.0567(15) 0.0348(11) -0.0008(10) 0.0121(10) -0.0093(11) c2 0.0262(10) 0.0509(14) 0.0254(9) 0.0056(9) 0.0006(8) -0.0028(10) c3 0.0263(10) 0.0465(14) 0.0259(10) 0.0102(9) 0.0002(8) -0.0008(10) c4 0.0287(11) 0.0523(15) 0.0288(10) 0.0108(10) 0.0012(9) 0.0059(10) c5 0.0329(11) 0.0547(15) 0.0434(12) 0.0103(11) 0.0143(10) 0.0014(11) c6 0.0336(11) 0.0524(15) 0.0427(12) 0.0080(11) 0.0096(10) -0.0051(10) c7 0.0326(11) 0.0483(13) 0.0272(10) 0.0036(9) 0.0017(9) -0.0048(10) c8 0.0317(11) 0.0624(16) 0.0359(11) 0.0047(11) -0.0033(9) -0.0056(11) c9 0.0419(13) 0.0649(16) 0.0325(11) -0.0013(11) -0.0049(10) -0.0126(12) c10 0.0426(13) 0.0528(15) 0.0300(10) 0.0000(10) 0.0071(10) -0.0120(11) c11 0.0333(11) 0.0488(14) 0.0320(10) 0.0061(10) 0.0032(9) -0.0039(10) c12 0.0310(11) 0.0505(14) 0.0271(10) 0.0030(9) -0.0009(8) -0.0073(10) c13 0.0307(11) 0.0539(15) 0.0568(14) -0.0063(11) 0.0110(10) -0.0005(10) c14 0.0253(10) 0.0476(14) 0.0260(9) -0.0006(9) 0.0023(8) 0.0038(10) c15 0.0278(10) 0.0472(14) 0.0235(9) -0.0015(9) 0.0017(8) 0.0043(10) c16 0.0253(10) 0.0528(14) 0.0257(9) 0.0055(9) 0.0018(8) -0.0002(10) c17 0.0274(11) 0.0536(15) 0.0450(12) 0.0005(10) 0.0144(9) 0.0055(11) c18 0.0315(11) 0.0525(15) 0.0418(12) -0.0007(10) 0.0090(9) 0.0076(11) c19 0.0250(10) 0.0429(13) 0.0323(10) 0.0013(9) 0.0041(8) 0.0028(9) c20 0.0318(11) 0.0562(15) 0.0292(10) 0.0070(10) 0.0014(9) 0.0032(11) c21 0.0293(11) 0.0577(15) 0.0298(10) 0.0006(10) -0.0031(9) 0.0009(11) c22 0.0235(10) 0.0454(13) 0.0369(11) 0.0017(9) 0.0035(8) 0.0046(10) c23 0.0340(11) 0.0484(14) 0.0293(10) 0.0048(9) 0.0030(9) 0.0018(10) c24 0.0322(11) 0.0493(14) 0.0286(10) -0.0009(9) 0.0017(8) 0.0026(10) c26 0.0397(13) 0.0649(17) 0.0450(12) 0.0028(11) 0.0104(10) 0.0046(12) n1 0.0307(9) 0.0475(11) 0.0307(8) 0.0036(8) 0.0035(7) -0.0041(8) n2 0.0615(15) 0.0621(15) 0.0482(12) -0.0144(11) 0.0083(11) -0.0099(14) n3 0.0272(9) 0.0449(11) 0.0304(8) 0.0025(8) 0.0047(7) 0.0021(8) n4 0.0456(12) 0.0606(14) 0.0387(11) 0.0046(10) -0.0020(10) -0.0126(10) o1 0.0420(8) 0.0507(10) 0.0377(8) 0.0090(7) 0.0137(7) 0.0098(7) o2 0.0375(8) 0.0465(10) 0.0361(8) 0.0037(7) 0.0106(6) -0.0012(7) o3 0.0309(8) 0.0512(10) 0.0389(8) 0.0030(7) 0.0090(6) -0.0031(7) o4 0.0320(8) 0.0478(10) 0.0448(8) -0.0066(7) 0.0113(7) -0.0029(7) o5 0.0373(8) 0.0664(11) 0.0454(9) -0.0100(8) 0.0162(7) -0.0077(8) o6 0.0580(11) 0.0673(13) 0.0728(12) 0.0063(10) 0.0318(10) 0.0024(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 c1 c2 1.490(3) . ? c1 h1a 0.9800 . ? c1 h1b 0.9800 . ? c1 h1c 0.9800 . ? c2 c3 1.363(3) . ? c2 n1 1.378(2) . ? c3 o2 1.358(2) . ? c3 c4 1.419(3) . ? c4 o1 1.281(2) . ? c4 c5 1.410(3) . ? c5 c6 1.353(3) . ? c5 h5 0.9500 . ? c6 n1 1.355(2) . ? c6 h6 0.9500 . ? c7 c12 1.377(3) . ? c7 c8 1.382(3) . ? c7 n1 1.446(3) . ? c8 c9 1.378(3) . ? c8 h8 0.9500 . ? c9 c10 1.386(3) . ? c9 h9 0.9500 . ? c10 n2 1.385(3) . ? c10 c11 1.396(3) . ? c11 c12 1.378(3) . ? c11 h11 0.9500 . ? c12 h12 0.9500 . ? c13 c14 1.491(3) . ? c13 h13a 0.9800 . ? c13 h13b 0.9800 . ? c13 h13c 0.9800 . ? c14 c15 1.364(3) . ? c14 n3 1.378(2) . ? c15 o4 1.354(2) . ? c15 c16 1.427(3) . ? c16 o3 1.276(2) . ? c16 c17 1.409(3) . ? c17 c18 1.350(3) . ? c17 h17 0.9500 . ? c18 n3 1.354(2) . ? c18 h18 0.9500 . ? c19 c24 1.380(3) . ? c19 c20 1.382(3) . ? c19 n3 1.448(2) . ? c20 c21 1.374(3) . ? c20 h20 0.9500 . ? c21 c22 1.395(3) . ? c21 h21 0.9500 . ? c22 n4 1.368(3) . ? c22 c23 1.395(3) . ? c23 c24 1.378(3) . ? c23 h23 0.9500 . ? c24 h24 0.9500 . ? c26 o5 1.411(3) . ? c26 h26a 0.9800 . ? c26 h26b 0.9800 . ? c26 h26c 0.9800 . ? n2 h2a 0.84(3) . ? n2 h2b 0.97(3) . ? n4 h4a 0.88(2) . ? n4 h4b 0.92(2) . ? o2 h2o 0.94(3) . ? o4 h4o 0.90(2) . ? o5 h5o 0.88(3) . ? o6 h6a 0.98(3) . ? o6 h6b 0.84(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 c2 c1 h1a 109.5 . . ? c2 c1 h1b 109.5 . . ? h1a c1 h1b 109.5 . . ? c2 c1 h1c 109.5 . . ? h1a c1 h1c 109.5 . . ? h1b c1 h1c 109.5 . . ? c3 c2 n1 118.73(17) . . ? c3 c2 c1 121.54(18) . . ? n1 c2 c1 119.70(18) . . ? o2 c3 c2 117.40(17) . . ? o2 c3 c4 119.48(18) . . ? c2 c3 c4 123.12(19) . . ? o1 c4 c5 124.52(18) . . ? o1 c4 c3 120.47(19) . . ? c5 c4 c3 115.00(19) . . ? c6 c5 c4 121.04(19) . . ? c6 c5 h5 119.5 . . ? c4 c5 h5 119.5 . . ? c5 c6 n1 122.1(2) . . ? c5 c6 h6 118.9 . . ? n1 c6 h6 118.9 . . ? c12 c7 c8 120.0(2) . . ? c12 c7 n1 120.39(17) . . ? c8 c7 n1 119.61(18) . . ? c9 c8 c7 119.9(2) . . ? c9 c8 h8 120.1 . . ? c7 c8 h8 120.1 . . ? c8 c9 c10 120.89(19) . . ? c8 c9 h9 119.6 . . ? c10 c9 h9 119.6 . . ? n2 c10 c9 121.0(2) . . ? n2 c10 c11 120.2(2) . . ? c9 c10 c11 118.6(2) . . ? c12 c11 c10 120.41(19) . . ? c12 c11 h11 119.8 . . ? c10 c11 h11 119.8 . . ? c7 c12 c11 120.22(19) . . ? c7 c12 h12 119.9 . . ? c11 c12 h12 119.9 . . ? c14 c13 h13a 109.5 . . ? c14 c13 h13b 109.5 . . ? h13a c13 h13b 109.5 . . ? c14 c13 h13c 109.5 . . ? h13a c13 h13c 109.5 . . ? h13b c13 h13c 109.5 . . ? c15 c14 n3 119.11(17) . . ? c15 c14 c13 121.90(18) . . ? n3 c14 c13 118.97(18) . . ? o4 c15 c14 117.30(17) . . ? o4 c15 c16 120.28(18) . . ? c14 c15 c16 122.39(19) . . ? o3 c16 c17 124.63(17) . . ? o3 c16 c15 120.36(19) . . ? c17 c16 c15 115.01(18) . . ? c18 c17 c16 121.42(18) . . ? c18 c17 h17 119.3 . . ? c16 c17 h17 119.3 . . ? c17 c18 n3 121.9(2) . . ? c17 c18 h18 119.1 . . ? n3 c18 h18 119.1 . . ? c24 c19 c20 120.15(19) . . ? c24 c19 n3 120.89(17) . . ? c20 c19 n3 118.95(17) . . ? c21 c20 c19 120.26(18) . . ? c21 c20 h20 119.9 . . ? c19 c20 h20 119.9 . . ? c20 c21 c22 120.55(18) . . ? c20 c21 h21 119.7 . . ? c22 c21 h21 119.7 . . ? n4 c22 c23 121.43(19) . . ? n4 c22 c21 120.18(19) . . ? c23 c22 c21 118.36(19) . . ? c24 c23 c22 120.97(18) . . ? c24 c23 h23 119.5 . . ? c22 c23 h23 119.5 . . ? c23 c24 c19 119.71(18) . . ? c23 c24 h24 120.1 . . ? c19 c24 h24 120.1 . . ? o5 c26 h26a 109.5 . . ? o5 c26 h26b 109.5 . . ? h26a c26 h26b 109.5 . . ? o5 c26 h26c 109.5 . . ? h26a c26 h26c 109.5 . . ? h26b c26 h26c 109.5 . . ? c6 n1 c2 119.94(18) . . ? c6 n1 c7 118.72(17) . . ? c2 n1 c7 121.32(15) . . ? c10 n2 h2a 116.2(19) . . ? c10 n2 h2b 118.7(17) . . ? h2a n2 h2b 111(3) . . ? c18 n3 c14 120.07(17) . . ? c18 n3 c19 118.61(17) . . ? c14 n3 c19 121.13(15) . . ? c22 n4 h4a 119.7(15) . . ? c22 n4 h4b 117.4(13) . . ? h4a n4 h4b 118(2) . . ? c3 o2 h2o 108.9(15) . . ? c15 o4 h4o 112.9(14) . . ? c26 o5 h5o 110.0(16) . . ? h6a o6 h6b 107(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag n1 c2 c3 o2 178.86(15) . . . . ? c1 c2 c3 o2 -3.1(3) . . . . ? n1 c2 c3 c4 -2.3(3) . . . . ? c1 c2 c3 c4 175.80(17) . . . . ? o2 c3 c4 o1 -0.3(3) . . . . ? c2 c3 c4 o1 -179.10(17) . . . . ? o2 c3 c4 c5 179.22(17) . . . . ? c2 c3 c4 c5 0.4(3) . . . . ? o1 c4 c5 c6 -179.07(19) . . . . ? c3 c4 c5 c6 1.5(3) . . . . ? c4 c5 c6 n1 -1.4(3) . . . . ? c12 c7 c8 c9 -0.3(3) . . . . ? n1 c7 c8 c9 180.00(18) . . . . ? c7 c8 c9 c10 -0.4(3) . . . . ? c8 c9 c10 n2 -175.4(2) . . . . ? c8 c9 c10 c11 0.7(3) . . . . ? n2 c10 c11 c12 175.81(19) . . . . ? c9 c10 c11 c12 -0.3(3) . . . . ? c8 c7 c12 c11 0.8(3) . . . . ? n1 c7 c12 c11 -179.59(17) . . . . ? c10 c11 c12 c7 -0.5(3) . . . . ? n3 c14 c15 o4 177.84(15) . . . . ? c13 c14 c15 o4 -3.6(3) . . . . ? n3 c14 c15 c16 -4.0(3) . . . . ? c13 c14 c15 c16 174.57(18) . . . . ? o4 c15 c16 o3 1.7(3) . . . . ? c14 c15 c16 o3 -176.37(17) . . . . ? o4 c15 c16 c17 -178.19(17) . . . . ? c14 c15 c16 c17 3.7(3) . . . . ? o3 c16 c17 c18 178.51(19) . . . . ? c15 c16 c17 c18 -1.6(3) . . . . ? c16 c17 c18 n3 -0.2(3) . . . . ? c24 c19 c20 c21 0.5(3) . . . . ? n3 c19 c20 c21 179.66(17) . . . . ? c19 c20 c21 c22 -0.8(3) . . . . ? c20 c21 c22 n4 178.39(19) . . . . ? c20 c21 c22 c23 0.3(3) . . . . ? n4 c22 c23 c24 -177.64(19) . . . . ? c21 c22 c23 c24 0.4(3) . . . . ? c22 c23 c24 c19 -0.7(3) . . . . ? c20 c19 c24 c23 0.2(3) . . . . ? n3 c19 c24 c23 -178.93(17) . . . . ? c5 c6 n1 c2 -0.6(3) . . . . ? c5 c6 n1 c7 -179.01(19) . . . . ? c3 c2 n1 c6 2.4(3) . . . . ? c1 c2 n1 c6 -175.75(18) . . . . ? c3 c2 n1 c7 -179.24(17) . . . . ? c1 c2 n1 c7 2.6(3) . . . . ? c12 c7 n1 c6 -113.4(2) . . . . ? c8 c7 n1 c6 66.3(2) . . . . ? c12 c7 n1 c2 68.2(2) . . . . ? c8 c7 n1 c2 -112.1(2) . . . . ? c17 c18 n3 c14 0.0(3) . . . . ? c17 c18 n3 c19 -175.01(18) . . . . ? c15 c14 n3 c18 2.0(3) . . . . ? c13 c14 n3 c18 -176.58(17) . . . . ? c15 c14 n3 c19 176.95(16) . . . . ? c13 c14 n3 c19 -1.7(3) . . . . ? c24 c19 n3 c18 -108.3(2) . . . . ? c20 c19 n3 c18 72.6(2) . . . . ? c24 c19 n3 c14 76.7(2) . . . . ? c20 c19 n3 c14 -102.4(2) . . . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.47 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.165 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.041 # Attachment '- FELIX65.CIF' data_felix65 _database_code_depnum_ccdc_archive 'CCDC 803783' #TrackingRef '- FELIX65.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C43 H44 Mo N4 P4' _chemical_formula_weight 836.64 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4885(8) _cell_length_b 11.4201(11) _cell_length_c 19.3015(17) _cell_angle_alpha 92.688(11) _cell_angle_beta 90.529(10) _cell_angle_gamma 112.629(10) _cell_volume 1927.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 170(2) _cell_measurement_reflns_used 8000 _cell_measurement_theta_min 14 _cell_measurement_theta_max 22 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.442 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 864 _exptl_absorpt_coefficient_mu 0.544 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 170(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 'STOE IPDS-1' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 0 _diffrn_standards_decay_% none _diffrn_reflns_number 14373 _diffrn_reflns_av_R_equivalents 0.0449 _diffrn_reflns_av_sigmaI/netI 0.0565 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.02 _reflns_number_total 7286 _reflns_number_gt 5725 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0462P)^2^+26.8250P] 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 7286 _refine_ls_number_parameters 474 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0952 _refine_ls_R_factor_gt 0.0725 _refine_ls_wR_factor_ref 0.2007 _refine_ls_wR_factor_gt 0.1884 _refine_ls_goodness_of_fit_ref 1.141 _refine_ls_restrained_S_all 1.142 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.33341(7) 0.47648(6) 0.74726(3) 0.01284(18) Uani 1 1 d . . . N1 N 0.1363(8) 0.3880(6) 0.6898(3) 0.0193(14) Uani 1 1 d . . . N2 N 0.0235(9) 0.3397(7) 0.6617(4) 0.0313(17) Uani 1 1 d . . . N3 N 0.2139(7) 0.5606(6) 0.8048(3) 0.0181(13) Uani 1 1 d . . . N4 N 0.1446(9) 0.6036(7) 0.8341(4) 0.0305(17) Uani 1 1 d . . . P1 P 0.4332(2) 0.66038(18) 0.67374(9) 0.0154(4) Uani 1 1 d . . . P2 P 0.4824(2) 0.40154(18) 0.66604(9) 0.0162(4) Uani 1 1 d . B . P3 P 0.5531(2) 0.55774(18) 0.82631(9) 0.0155(4) Uani 1 1 d . B . P4 P 0.2627(2) 0.30289(18) 0.82627(9) 0.0150(4) Uani 1 1 d . . . C1 C 0.5889(9) 0.6475(8) 0.6199(4) 0.0230(17) Uani 1 1 d . . . H1A H 0.6063 0.7030 0.5804 0.028 Uiso 1 1 calc R . . H1B H 0.6849 0.6748 0.6481 0.028 Uiso 1 1 calc R . . C2 C 0.5425(10) 0.5106(8) 0.5935(4) 0.0258(18) Uani 1 1 d . . . H2A H 0.6296 0.5000 0.5701 0.031 Uiso 1 1 calc R . . H2B H 0.4571 0.4885 0.5591 0.031 Uiso 1 1 calc R . . C3 C 0.6714(10) 0.4034(9) 0.6906(5) 0.035(2) Uani 1 1 d D . . H3A H 0.6662 0.3157 0.6818 0.042 Uiso 0.75 1 calc PR A 1 H3B H 0.7447 0.4567 0.6575 0.042 Uiso 0.75 1 calc PR A 1 H3C H 0.6540 0.3262 0.7163 0.042 Uiso 0.25 1 calc PR A 2 H3D H 0.7220 0.3945 0.6472 0.042 Uiso 0.25 1 calc PR A 2 C4 C 0.7413(12) 0.4463(10) 0.7608(5) 0.020(2) Uani 0.75 1 d PD B 1 H4A H 0.8490 0.4547 0.7587 0.024 Uiso 0.75 1 calc PR B 1 H4B H 0.6893 0.3773 0.7920 0.024 Uiso 0.75 1 calc PR B 1 C4' C 0.779(3) 0.510(3) 0.7316(17) 0.047(10) Uiso 0.25 1 d PD B 2 H4C H 0.8234 0.5789 0.6993 0.056 Uiso 0.25 1 calc PR B 2 H4D H 0.8631 0.4839 0.7455 0.056 Uiso 0.25 1 calc PR B 2 C5 C 0.7412(9) 0.5702(9) 0.7954(5) 0.033(2) Uani 1 1 d D . . H5A H 0.7766 0.6376 0.7618 0.039 Uiso 0.75 1 calc PR B 1 H5B H 0.8152 0.5963 0.8353 0.039 Uiso 0.75 1 calc PR B 1 H5C H 0.8008 0.6624 0.7925 0.039 Uiso 0.25 1 calc PR B 2 H5D H 0.7885 0.5433 0.8343 0.039 Uiso 0.25 1 calc PR B 2 C6 C 0.5320(10) 0.4512(8) 0.8992(4) 0.0242(17) Uani 1 1 d . . . H6A H 0.6342 0.4570 0.9149 0.029 Uiso 1 1 calc R B . H6B H 0.4852 0.4798 0.9387 0.029 Uiso 1 1 calc R . . C7 C 0.4329(9) 0.3132(8) 0.8775(4) 0.0238(17) Uani 1 1 d . B . H7A H 0.4002 0.2639 0.9194 0.029 Uiso 1 1 calc R . . H7B H 0.4935 0.2757 0.8495 0.029 Uiso 1 1 calc R . . C11 C 0.5219(9) 0.8265(7) 0.7086(4) 0.0214(16) Uani 1 1 d . . . C12 C 0.4527(10) 0.8648(8) 0.7616(5) 0.0288(19) Uani 1 1 d . . . H12 H 0.3624 0.8054 0.7801 0.035 Uiso 1 1 calc R . . C13 C 0.5131(11) 0.9909(8) 0.7894(5) 0.034(2) Uani 1 1 d . . . H13 H 0.4614 1.0171 0.8250 0.041 Uiso 1 1 calc R . . C14 C 0.6482(11) 1.0769(8) 0.7646(5) 0.036(2) Uani 1 1 d . . . H14 H 0.6915 1.1617 0.7839 0.043 Uiso 1 1 calc R . . C15 C 0.7183(11) 1.0375(9) 0.7117(6) 0.044(3) Uani 1 1 d . . . H15 H 0.8115 1.0950 0.6946 0.053 Uiso 1 1 calc R . . C16 C 0.6531(11) 0.9136(9) 0.6831(6) 0.041(2) Uani 1 1 d . . . H16 H 0.7003 0.8888 0.6452 0.049 Uiso 1 1 calc R . . C21 C 0.2956(9) 0.6716(7) 0.6088(4) 0.0169(15) Uani 1 1 d . . . C22 C 0.1486(10) 0.6501(8) 0.6293(5) 0.0285(18) Uani 1 1 d . . . H22 H 0.1235 0.6319 0.6762 0.034 Uiso 1 1 calc R . . C23 C 0.0376(10) 0.6542(9) 0.5841(5) 0.036(2) Uani 1 1 d . . . H23 H -0.0616 0.6405 0.6001 0.043 Uiso 1 1 calc R . . C24 C 0.0713(12) 0.6785(9) 0.5150(5) 0.037(2) Uani 1 1 d . . . H24 H -0.0045 0.6812 0.4834 0.045 Uiso 1 1 calc R . . C25 C 0.2152(12) 0.6985(9) 0.4932(4) 0.034(2) Uani 1 1 d . . . H25 H 0.2385 0.7138 0.4459 0.041 Uiso 1 1 calc R . . C26 C 0.3275(10) 0.6967(8) 0.5391(4) 0.0256(18) Uani 1 1 d . . . H26 H 0.4272 0.7127 0.5231 0.031 Uiso 1 1 calc R . . C31 C 0.3960(9) 0.2514(8) 0.6127(4) 0.0215(16) Uani 1 1 d . . . C32 C 0.4348(11) 0.1467(8) 0.6154(5) 0.032(2) Uani 1 1 d . B . H32 H 0.5125 0.1496 0.6476 0.038 Uiso 1 1 calc R . . C33 C 0.3648(13) 0.0375(9) 0.5728(6) 0.045(3) Uani 1 1 d . . . H33 H 0.3950 -0.0325 0.5755 0.054 Uiso 1 1 calc R B . C34 C 0.2498(13) 0.0323(9) 0.5261(5) 0.045(3) Uani 1 1 d . B . H34 H 0.2025 -0.0410 0.4959 0.054 Uiso 1 1 calc R . . C35 C 0.2044(11) 0.1324(9) 0.5234(5) 0.037(2) Uani 1 1 d . . . H35 H 0.1234 0.1267 0.4923 0.044 Uiso 1 1 calc R B . C36 C 0.2753(10) 0.2419(8) 0.5655(4) 0.0282(18) Uani 1 1 d . B . H36 H 0.2433 0.3108 0.5628 0.034 Uiso 1 1 calc R . . C41 C 0.6006(9) 0.7097(7) 0.8766(4) 0.0168(15) Uani 1 1 d . . . C42 C 0.7311(10) 0.8172(8) 0.8675(5) 0.0274(18) Uani 1 1 d . B . H42 H 0.8014 0.8139 0.8334 0.033 Uiso 1 1 calc R . . C43 C 0.7610(12) 0.9281(9) 0.9065(5) 0.038(2) Uani 1 1 d . . . H43 H 0.8521 1.0000 0.9000 0.045 Uiso 1 1 calc R B . C44 C 0.6571(13) 0.9355(9) 0.9561(5) 0.040(2) Uani 1 1 d . B . H44 H 0.6788 1.0116 0.9839 0.048 Uiso 1 1 calc R . . C45 C 0.5244(12) 0.8326(9) 0.9642(4) 0.034(2) Uani 1 1 d . . . H45 H 0.4526 0.8378 0.9969 0.041 Uiso 1 1 calc R B . C46 C 0.4948(10) 0.7211(8) 0.9248(4) 0.0253(17) Uani 1 1 d . B . H46 H 0.4016 0.6507 0.9302 0.030 Uiso 1 1 calc R . . C51 C 0.1253(9) 0.3063(7) 0.8928(4) 0.0184(15) Uani 1 1 d . . . C52 C 0.1574(11) 0.3182(10) 0.9648(4) 0.035(2) Uani 1 1 d . . . H52 H 0.2534 0.3220 0.9818 0.042 Uiso 1 1 calc R . . C53 C 0.0489(11) 0.3244(12) 1.0109(5) 0.047(3) Uani 1 1 d . . . H53 H 0.0722 0.3324 1.0593 0.056 Uiso 1 1 calc R . . C54 C -0.0907(11) 0.3192(9) 0.9886(5) 0.035(2) Uani 1 1 d . . . H54 H -0.1630 0.3253 1.0208 0.042 Uiso 1 1 calc R . . C55 C -0.1247(10) 0.3047(9) 0.9169(5) 0.032(2) Uani 1 1 d . . . H55 H -0.2221 0.2976 0.9000 0.039 Uiso 1 1 calc R . . C56 C -0.0155(10) 0.3008(8) 0.8714(4) 0.0253(18) Uani 1 1 d . . . H56 H -0.0387 0.2940 0.8231 0.030 Uiso 1 1 calc R . . C61 C 0.1841(9) 0.1308(7) 0.8017(4) 0.0202(16) Uani 1 1 d . . . C62 C 0.1684(10) 0.0427(8) 0.8515(5) 0.032(2) Uani 1 1 d . . . H62 H 0.1915 0.0704 0.8989 0.039 Uiso 1 1 calc R . . C63 C 0.1185(11) -0.0867(9) 0.8319(6) 0.038(2) Uani 1 1 d . . . H63 H 0.1106 -0.1467 0.8656 0.046 Uiso 1 1 calc R . . C64 C 0.0807(11) -0.1266(8) 0.7627(6) 0.044(3) Uani 1 1 d . . . H64 H 0.0479 -0.2143 0.7490 0.052 Uiso 1 1 calc R . . C65 C 0.0904(11) -0.0404(9) 0.7139(6) 0.039(2) Uani 1 1 d . . . H65 H 0.0616 -0.0689 0.6669 0.046 Uiso 1 1 calc R . . C66 C 0.1422(10) 0.0885(8) 0.7330(5) 0.0299(19) Uani 1 1 d . . . H66 H 0.1490 0.1478 0.6990 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.0143(3) 0.0174(3) 0.0076(3) 0.0017(2) 0.0020(2) 0.0068(2) N1 0.027(4) 0.022(3) 0.010(3) 0.006(2) 0.005(3) 0.010(3) N2 0.027(4) 0.036(4) 0.026(4) 0.003(3) -0.005(3) 0.006(3) N3 0.022(3) 0.021(3) 0.011(3) 0.005(2) 0.005(3) 0.008(3) N4 0.035(4) 0.025(4) 0.035(4) 0.007(3) 0.010(3) 0.015(3) P1 0.0164(10) 0.0200(9) 0.0110(8) 0.0027(7) 0.0030(7) 0.0079(7) P2 0.0190(10) 0.0221(10) 0.0098(8) -0.0004(7) 0.0011(7) 0.0106(8) P3 0.0149(10) 0.0190(9) 0.0119(8) -0.0011(7) 0.0018(7) 0.0059(7) P4 0.0169(10) 0.0181(9) 0.0110(8) 0.0026(7) 0.0016(7) 0.0074(7) C1 0.021(4) 0.028(4) 0.023(4) 0.007(3) 0.007(3) 0.012(3) C2 0.030(5) 0.031(4) 0.021(4) 0.004(3) 0.012(3) 0.015(4) C3 0.024(5) 0.042(5) 0.048(6) -0.016(4) -0.006(4) 0.024(4) C4 0.021(5) 0.032(6) 0.018(5) -0.002(4) 0.002(4) 0.021(5) C5 0.011(4) 0.036(5) 0.043(5) -0.022(4) 0.001(4) 0.003(3) C6 0.023(4) 0.033(4) 0.016(4) 0.006(3) -0.007(3) 0.010(3) C7 0.023(4) 0.024(4) 0.025(4) 0.008(3) 0.002(3) 0.009(3) C11 0.024(4) 0.022(4) 0.019(4) 0.001(3) -0.005(3) 0.009(3) C12 0.026(5) 0.026(4) 0.032(5) 0.004(3) 0.004(4) 0.006(3) C13 0.042(6) 0.026(5) 0.035(5) -0.003(4) 0.002(4) 0.014(4) C14 0.031(5) 0.018(4) 0.058(6) -0.001(4) -0.014(4) 0.010(4) C15 0.023(5) 0.031(5) 0.066(7) 0.003(5) 0.005(5) -0.002(4) C16 0.035(5) 0.029(5) 0.048(6) -0.001(4) 0.017(5) 0.003(4) C21 0.025(4) 0.014(3) 0.013(3) 0.000(3) -0.001(3) 0.010(3) C22 0.020(4) 0.035(5) 0.030(4) 0.006(4) 0.000(3) 0.011(4) C23 0.015(4) 0.042(5) 0.050(6) 0.011(4) 0.001(4) 0.010(4) C24 0.039(6) 0.043(6) 0.034(5) -0.003(4) -0.013(4) 0.020(4) C25 0.051(6) 0.047(6) 0.013(4) -0.003(4) -0.010(4) 0.028(5) C26 0.035(5) 0.037(5) 0.013(4) -0.001(3) 0.000(3) 0.024(4) C31 0.025(4) 0.030(4) 0.012(3) 0.002(3) 0.002(3) 0.013(3) C32 0.046(6) 0.027(4) 0.026(4) -0.003(3) 0.005(4) 0.019(4) C33 0.060(7) 0.021(5) 0.053(6) -0.005(4) 0.011(5) 0.015(5) C34 0.055(7) 0.032(5) 0.034(5) -0.015(4) 0.002(5) 0.002(5) C35 0.033(5) 0.037(5) 0.028(5) -0.009(4) -0.005(4) 0.002(4) C36 0.033(5) 0.032(5) 0.019(4) 0.004(3) 0.000(3) 0.011(4) C41 0.020(4) 0.022(4) 0.011(3) -0.002(3) 0.000(3) 0.010(3) C42 0.025(5) 0.025(4) 0.031(4) -0.003(3) 0.000(4) 0.008(3) C43 0.041(6) 0.021(4) 0.047(6) -0.004(4) -0.001(4) 0.008(4) C44 0.057(7) 0.029(5) 0.040(5) -0.011(4) -0.012(5) 0.025(5) C45 0.053(6) 0.044(5) 0.020(4) -0.004(4) -0.001(4) 0.036(5) C46 0.029(5) 0.032(4) 0.017(4) -0.001(3) 0.002(3) 0.014(4) C51 0.021(4) 0.018(4) 0.015(3) 0.004(3) 0.001(3) 0.006(3) C52 0.023(5) 0.065(7) 0.014(4) 0.002(4) 0.001(3) 0.015(4) C53 0.030(5) 0.088(8) 0.014(4) -0.004(5) 0.005(4) 0.013(5) C54 0.031(5) 0.044(5) 0.029(5) -0.002(4) 0.015(4) 0.012(4) C55 0.023(5) 0.048(6) 0.031(5) 0.008(4) 0.006(4) 0.019(4) C56 0.027(5) 0.040(5) 0.013(4) 0.004(3) 0.004(3) 0.016(4) C61 0.020(4) 0.014(4) 0.025(4) 0.002(3) 0.007(3) 0.004(3) C62 0.024(5) 0.023(4) 0.048(6) 0.012(4) 0.005(4) 0.007(3) C63 0.033(5) 0.024(5) 0.058(6) 0.011(4) 0.010(5) 0.011(4) C64 0.032(5) 0.017(4) 0.075(8) -0.001(5) 0.024(5) 0.002(4) C65 0.032(5) 0.030(5) 0.046(6) -0.011(4) 0.009(4) 0.004(4) C66 0.030(5) 0.024(4) 0.030(4) 0.000(3) 0.008(4) 0.005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 N1 2.037(7) . ? Mo1 N3 2.050(6) . ? Mo1 P3 2.420(2) . ? Mo1 P4 2.4463(19) . ? Mo1 P2 2.4566(19) . ? Mo1 P1 2.469(2) . ? N1 N2 1.119(10) . ? N3 N4 1.106(9) . ? P1 C11 1.844(8) . ? P1 C21 1.845(8) . ? P1 C1 1.861(8) . ? P2 C3 1.843(9) . ? P2 C31 1.846(8) . ? P2 C2 1.862(8) . ? P3 C41 1.841(7) . ? P3 C5 1.843(8) . ? P3 C6 1.865(8) . ? P4 C7 1.847(8) . ? P4 C61 1.849(8) . ? P4 C51 1.849(8) . ? C1 C2 1.513(11) . ? C3 C4' 1.45(2) . ? C3 C4 1.478(13) . ? C4 C5 1.537(12) . ? C4' C5 1.50(2) . ? C6 C7 1.527(11) . ? C11 C12 1.365(12) . ? C11 C16 1.373(12) . ? C12 C13 1.405(12) . ? C13 C14 1.387(14) . ? C14 C15 1.374(15) . ? C15 C16 1.391(14) . ? C21 C22 1.385(11) . ? C21 C26 1.400(10) . ? C22 C23 1.378(13) . ? C23 C24 1.389(14) . ? C24 C25 1.369(14) . ? C25 C26 1.386(12) . ? C31 C32 1.383(12) . ? C31 C36 1.425(12) . ? C32 C33 1.389(13) . ? C33 C34 1.390(16) . ? C34 C35 1.371(15) . ? C35 C36 1.386(12) . ? C41 C42 1.388(11) . ? C41 C46 1.412(10) . ? C42 C43 1.372(12) . ? C43 C44 1.402(14) . ? C44 C45 1.369(15) . ? C45 C46 1.382(12) . ? C51 C56 1.372(12) . ? C51 C52 1.408(11) . ? C52 C53 1.387(13) . ? C53 C54 1.368(15) . ? C54 C55 1.406(13) . ? C55 C56 1.375(11) . ? C61 C66 1.391(12) . ? C61 C62 1.392(12) . ? C62 C63 1.399(13) . ? C63 C64 1.389(16) . ? C64 C65 1.373(15) . ? C65 C66 1.391(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Mo1 N3 86.2(3) . . ? N1 Mo1 P3 172.02(17) . . ? N3 Mo1 P3 93.08(19) . . ? N1 Mo1 P4 91.53(18) . . ? N3 Mo1 P4 90.14(17) . . ? P3 Mo1 P4 80.52(7) . . ? N1 Mo1 P2 92.73(18) . . ? N3 Mo1 P2 171.22(17) . . ? P3 Mo1 P2 89.21(7) . . ? P4 Mo1 P2 98.60(7) . . ? N1 Mo1 P1 94.70(17) . . ? N3 Mo1 P1 91.51(17) . . ? P3 Mo1 P1 93.27(7) . . ? P4 Mo1 P1 173.65(7) . . ? P2 Mo1 P1 79.89(6) . . ? N2 N1 Mo1 175.8(6) . . ? N4 N3 Mo1 177.3(7) . . ? C11 P1 C21 101.3(3) . . ? C11 P1 C1 101.2(4) . . ? C21 P1 C1 103.3(4) . . ? C11 P1 Mo1 123.6(3) . . ? C21 P1 Mo1 115.3(2) . . ? C1 P1 Mo1 109.6(3) . . ? C3 P2 C31 102.7(4) . . ? C3 P2 C2 98.1(4) . . ? C31 P2 C2 97.6(4) . . ? C3 P2 Mo1 121.9(3) . . ? C31 P2 Mo1 122.2(3) . . ? C2 P2 Mo1 109.2(3) . . ? C41 P3 C5 102.2(4) . . ? C41 P3 C6 99.3(3) . . ? C5 P3 C6 99.9(4) . . ? C41 P3 Mo1 120.9(3) . . ? C5 P3 Mo1 119.5(3) . . ? C6 P3 Mo1 111.4(3) . . ? C7 P4 C61 99.2(4) . . ? C7 P4 C51 103.7(4) . . ? C61 P4 C51 99.5(3) . . ? C7 P4 Mo1 109.7(3) . . ? C61 P4 Mo1 126.7(3) . . ? C51 P4 Mo1 115.0(2) . . ? C2 C1 P1 108.6(5) . . ? C1 C2 P2 110.9(5) . . ? C4' C3 C4 36.0(18) . . ? C4' C3 P2 120.2(17) . . ? C4 C3 P2 122.4(7) . . ? C3 C4 C5 119.8(8) . . ? C3 C4' C5 124.8(19) . . ? C4' C5 C4 34.6(17) . . ? C4' C5 P3 129.2(13) . . ? C4 C5 P3 113.9(6) . . ? C7 C6 P3 111.6(5) . . ? C6 C7 P4 110.9(6) . . ? C12 C11 C16 118.6(8) . . ? C12 C11 P1 118.3(6) . . ? C16 C11 P1 123.1(7) . . ? C11 C12 C13 121.0(8) . . ? C14 C13 C12 119.8(9) . . ? C15 C14 C13 118.9(8) . . ? C14 C15 C16 120.2(9) . . ? C11 C16 C15 121.4(9) . . ? C22 C21 C26 117.1(7) . . ? C22 C21 P1 118.2(6) . . ? C26 C21 P1 124.7(6) . . ? C23 C22 C21 122.3(8) . . ? C22 C23 C24 119.8(9) . . ? C25 C24 C23 119.1(8) . . ? C24 C25 C26 121.0(8) . . ? C25 C26 C21 120.8(8) . . ? C32 C31 C36 117.1(8) . . ? C32 C31 P2 126.3(7) . . ? C36 C31 P2 116.6(6) . . ? C31 C32 C33 122.6(9) . . ? C32 C33 C34 118.9(9) . . ? C35 C34 C33 120.4(9) . . ? C34 C35 C36 120.7(10) . . ? C35 C36 C31 120.3(9) . . ? C42 C41 C46 117.3(7) . . ? C42 C41 P3 123.9(6) . . ? C46 C41 P3 118.7(6) . . ? C43 C42 C41 121.5(8) . . ? C42 C43 C44 120.0(9) . . ? C45 C44 C43 119.7(8) . . ? C44 C45 C46 120.0(9) . . ? C45 C46 C41 121.3(8) . . ? C56 C51 C52 117.3(7) . . ? C56 C51 P4 118.6(6) . . ? C52 C51 P4 124.0(6) . . ? C53 C52 C51 120.0(9) . . ? C54 C53 C52 121.8(9) . . ? C53 C54 C55 118.4(8) . . ? C56 C55 C54 119.4(9) . . ? C51 C56 C55 123.0(8) . . ? C66 C61 C62 119.4(8) . . ? C66 C61 P4 120.2(6) . . ? C62 C61 P4 120.5(7) . . ? C61 C62 C63 120.2(9) . . ? C64 C63 C62 119.4(9) . . ? C65 C64 C63 120.5(9) . . ? C64 C65 C66 120.2(10) . . ? C65 C66 C61 120.2(9) . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 2.497 _refine_diff_density_min -1.133 _refine_diff_density_rms 0.150