# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Jeffrey Moore' 'Stefan Kraft' 'Wei Zhang' _publ_contact_author_name 'Prof Jeffrey Moore' _publ_contact_author_address ; Departments of Chemistry and Materials Science & Engineering University of Illinois at Urbana-Champaign 600 S. Matthews Ave. Urbana Illinois 61801 UNITED STATES OF AMERICA ; _publ_contact_author_email JS-MOORE@UIUC.EDU _publ_requested_journal 'Chemical Communications' _publ_section_title ; A reductive recycle strategy for the facile synthesis of molybdenum(VI) alkylidyne catalysts for alkyne metathesis ; _publ_requested_category CM _publ_section_references ; Sheldrick, G.M. (2001). SHELX-97-2. Program for crystal structure solution and refinement. Institute fur anorg chemie, G\"ottingen, Germany. Bruker AXS, Inc. (2001). Madison, Wisconsin, USA. ; _publ_section_figure_captions ; Figure 1. SHELXTL (Bruker, 2000) plot showing 35% probability ellipsoids for non-H atoms and circles of arbitrary size for H atoms. ; _publ_section_exptl_prep ; Crystals were grown from pentane. Five frame series were filtered for statistical outliers then corrected for absorption by integration using SHELXTL/XPREP (Bruker, 2001) before using SAINT/SADABS (Bruker, 2001) to sort, merge, and scale the combined data. A series of identical frames were collected twice during the experiment to monitor decay. No decay correction was applied. ; _publ_section_exptl_refinement ; Systematic conditions suggested the un??ambiguous space group. Structure was solved by direct methods (Sheldrick, 2001). Methyl H atom positions, R-CH~3~, were optimized by rotation about R-C bonds with idealized C-H, R--H and H--H distances. Remaining H atoms were included as riding idealized contributors. H atom U's were assigned as 1.2 times Ueq of adjacent non-H atoms. The space group choice was confirmed by successful convergence of the full-matrix least-squares refinement on F^2^ (Sheldrick, 2001). The highest peaks in the final difference Fourier map were in the vicinity of atoms C39, C36, and Mo1; the final map had no other significant features. A final analysis of variance between observed and calculated structure factors showed no dependence on amplitude or resolution. ; _publ_section_acknowledgements ; The Materials Chemistry Laboratory at the Univeristy of Illinois was supported in part by Grant No. NSF CHE 95-03145 from the National Science Foundation. ; data_p91tas _database_code_CSD 200432 _audit_creation_method SHELXL-97 _audit_update_record ; 2002-10-22 text and data added, srw & wz ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C39 H59 Mo N3' _chemical_formula_sum 'C39 H59 Mo N3' _chemical_formula_structural ? _chemical_formula_weight 665.83 _chemical_absolute_configuration . _chemical_formula_analytical ? _chemical_compound_source ? 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' Mo Mo -1.6832 0.6857 '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/c ' _symmetry_space_group_name_Hall '-P 2ybc ' 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 19.144(10) _cell_length_b 10.513(6) _cell_length_c 19.324(11) _cell_angle_alpha 90.00 _cell_angle_beta 104.075(9) _cell_angle_gamma 90.00 _cell_volume 3772(4) _cell_formula_units_Z 4 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 1015 _cell_measurement_theta_min 2.9 _cell_measurement_theta_max 28.0 _exptl_crystal_description platy _exptl_crystal_colour yellow _exptl_crystal_size_max 0.59 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.172 _exptl_crystal_density_method ? _exptl_crystal_F_000 1424 _exptl_crystal_id p91tas _exptl_crystal_preparation ; The data crystal was mounted using oil (Parantone-N, Exxon) to a 0.4 mm cryo-loop (Hampton Research) with the (1 1 -1) scattering planes roughly normal to the spindle axis. ; _exptl_absorpt_coefficient_mu 0.376 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min 0.7692 _exptl_absorpt_correction_T_max 0.9809 _exptl_absorpt_process_details '(Bruker, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_wavelength_id p91tas _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_device 'Siemens Platform/CCD' _diffrn_measurement_method 'profile data from \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 381 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 458 _diffrn_standards_decay_% 1.6 _diffrn_reflns_number 39471 _diffrn_reflns_av_R_equivalents 0.0446 _diffrn_reflns_av_sigmaI/netI 0.0307 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.36 _reflns_number_total 6919 _reflns_number_gt 5701 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5 (Bruker, 2001)' _computing_cell_refinement 'SAINT V6 (Bruker, 2001)' _computing_data_reduction 'SAINT V6 (Bruker, 2001)' _computing_structure_solution 'SHELXTL V6 (Bruker, 2001)' _computing_structure_refinement 'SHELXTL V6 (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL V6 (Bruker, 2001)' _computing_publication_material 'CIFTAB (Sheldrick, 2001)' _refine_special_details ; ? ; _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^)+(0.0392P)^2^+2.3444P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6919 _refine_ls_number_parameters 404 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0453 _refine_ls_R_factor_gt 0.0327 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0792 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 0.032 _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 0.22758(13) 1.1323(2) 0.33110(12) 0.0345(5) Uani 1 1 d . . . C2 C 0.20252(14) 1.2123(2) 0.27299(13) 0.0381(6) Uani 1 1 d . . . H2 H 0.2341 1.2376 0.2444 0.046 Uiso 1 1 calc R . . C3 C 0.13122(15) 1.2560(3) 0.25617(14) 0.0457(6) Uani 1 1 d . . . C4 C 0.08577(14) 1.2180(3) 0.29796(14) 0.0462(7) Uani 1 1 d . . . H4 H 0.0375 1.2479 0.2869 0.055 Uiso 1 1 calc R . . C5 C 0.10915(14) 1.1365(3) 0.35610(14) 0.0421(6) Uani 1 1 d . . . C6 C 0.18018(13) 1.0956(2) 0.37218(13) 0.0370(6) Uani 1 1 d . . . H6 H 0.1970 1.0414 0.4121 0.044 Uiso 1 1 calc R . . C7 C 0.10475(18) 1.3420(3) 0.19261(17) 0.0663(9) Uani 1 1 d . . . H7A H 0.0881 1.2903 0.1496 0.080 Uiso 1 1 calc R . . H7B H 0.1441 1.3974 0.1868 0.080 Uiso 1 1 calc R . . H7C H 0.0648 1.3942 0.2002 0.080 Uiso 1 1 calc R . . C8 C 0.05766(15) 1.0909(3) 0.39907(17) 0.0549(8) Uani 1 1 d . . . H8A H 0.0120 1.1372 0.3841 0.066 Uiso 1 1 calc R . . H8B H 0.0787 1.1064 0.4499 0.066 Uiso 1 1 calc R . . H8C H 0.0489 0.9996 0.3911 0.066 Uiso 1 1 calc R . . C9 C 0.35289(14) 1.1503(3) 0.40796(13) 0.0432(6) Uani 1 1 d . . . C10 C 0.35625(16) 1.0785(3) 0.47734(14) 0.0592(8) Uani 1 1 d . . . H10A H 0.3087 1.0797 0.4879 0.071 Uiso 1 1 calc R . . H10B H 0.3914 1.1194 0.5164 0.071 Uiso 1 1 calc R . . H10C H 0.3708 0.9903 0.4723 0.071 Uiso 1 1 calc R . . C11 C 0.42700(15) 1.1515(3) 0.39199(15) 0.0543(8) Uani 1 1 d . . . H11A H 0.4426 1.0639 0.3871 0.065 Uiso 1 1 calc R . . H11B H 0.4615 1.1935 0.4311 0.065 Uiso 1 1 calc R . . H11C H 0.4245 1.1978 0.3475 0.065 Uiso 1 1 calc R . . C12 C 0.33029(18) 1.2871(3) 0.41650(18) 0.0690(9) Uani 1 1 d . . . H12A H 0.3272 1.3336 0.3719 0.083 Uiso 1 1 calc R . . H12B H 0.3660 1.3280 0.4551 0.083 Uiso 1 1 calc R . . H12C H 0.2832 1.2879 0.4280 0.083 Uiso 1 1 calc R . . C13 C 0.30716(13) 1.0459(2) 0.16495(12) 0.0337(5) Uani 1 1 d . . . C14 C 0.33603(13) 1.1680(2) 0.17816(13) 0.0372(6) Uani 1 1 d . . . H14 H 0.3790 1.1800 0.2144 0.045 Uiso 1 1 calc R . . C15 C 0.30318(14) 1.2725(3) 0.13937(13) 0.0417(6) Uani 1 1 d . . . C16 C 0.24144(15) 1.2515(3) 0.08484(14) 0.0454(6) Uani 1 1 d . . . H16 H 0.2189 1.3217 0.0573 0.054 Uiso 1 1 calc R . . C17 C 0.21219(14) 1.1311(3) 0.06985(14) 0.0450(6) Uani 1 1 d . . . C18 C 0.24484(13) 1.0284(3) 0.11093(12) 0.0367(5) Uani 1 1 d . . . H18 H 0.2244 0.9459 0.1020 0.044 Uiso 1 1 calc R . . C19 C 0.33239(18) 1.4048(3) 0.15770(16) 0.0546(8) Uani 1 1 d . . . H19A H 0.3070 1.4647 0.1214 0.066 Uiso 1 1 calc R . . H19B H 0.3839 1.4061 0.1593 0.066 Uiso 1 1 calc R . . H19C H 0.3252 1.4295 0.2044 0.066 Uiso 1 1 calc R . . C20 C 0.14619(17) 1.1111(3) 0.00983(17) 0.0644(9) Uani 1 1 d . . . H20A H 0.1327 1.0210 0.0074 0.077 Uiso 1 1 calc R . . H20B H 0.1566 1.1370 -0.0354 0.077 Uiso 1 1 calc R . . H20C H 0.1064 1.1624 0.0184 0.077 Uiso 1 1 calc R . . C21 C 0.40128(13) 0.8764(3) 0.18153(14) 0.0404(6) Uani 1 1 d . . . C22 C 0.47277(15) 0.9343(3) 0.22210(19) 0.0666(9) Uani 1 1 d . . . H22A H 0.4729 1.0256 0.2120 0.080 Uiso 1 1 calc R . . H22B H 0.5125 0.8932 0.2068 0.080 Uiso 1 1 calc R . . H22C H 0.4788 0.9211 0.2734 0.080 Uiso 1 1 calc R . . C23 C 0.40035(18) 0.7355(3) 0.19583(19) 0.0659(9) Uani 1 1 d . . . H23A H 0.4053 0.7212 0.2469 0.079 Uiso 1 1 calc R . . H23B H 0.4404 0.6946 0.1811 0.079 Uiso 1 1 calc R . . H23C H 0.3547 0.6992 0.1688 0.079 Uiso 1 1 calc R . . C24 C 0.39329(18) 0.8981(4) 0.10204(16) 0.0665(9) Uani 1 1 d . . . H24A H 0.3491 0.8570 0.0750 0.080 Uiso 1 1 calc R . . H24B H 0.4348 0.8616 0.0879 0.080 Uiso 1 1 calc R . . H24C H 0.3908 0.9896 0.0921 0.080 Uiso 1 1 calc R . . C25 C 0.17657(12) 0.8114(2) 0.22529(13) 0.0341(5) Uani 1 1 d . . . C26 C 0.18130(14) 0.7257(2) 0.17135(14) 0.0401(6) Uani 1 1 d . . . H26 H 0.2183 0.6634 0.1802 0.048 Uiso 1 1 calc R . . C27 C 0.13272(15) 0.7302(3) 0.10497(14) 0.0450(6) Uani 1 1 d . . . C28 C 0.08000(14) 0.8235(3) 0.09280(14) 0.0466(7) Uani 1 1 d . . . H28 H 0.0468 0.8273 0.0475 0.056 Uiso 1 1 calc R . . C29 C 0.07420(14) 0.9111(3) 0.14453(15) 0.0443(6) Uani 1 1 d . . . C30 C 0.12281(12) 0.9033(2) 0.21181(13) 0.0355(5) Uani 1 1 d . . . H30 H 0.1189 0.9613 0.2484 0.043 Uiso 1 1 calc R . . C31 C 0.1367(2) 0.6347(3) 0.04786(16) 0.0663(9) Uani 1 1 d . . . H31A H 0.1871 0.6115 0.0518 0.080 Uiso 1 1 calc R . . H31B H 0.1163 0.6720 0.0008 0.080 Uiso 1 1 calc R . . H31C H 0.1092 0.5586 0.0539 0.080 Uiso 1 1 calc R . . C32 C 0.01527(16) 1.0093(3) 0.13173(17) 0.0653(9) Uani 1 1 d . . . H32A H 0.0088 1.0448 0.0837 0.078 Uiso 1 1 calc R . . H32B H 0.0284 1.0776 0.1671 0.078 Uiso 1 1 calc R . . H32C H -0.0298 0.9696 0.1361 0.078 Uiso 1 1 calc R . . C33 C 0.21326(15) 0.7025(3) 0.34272(15) 0.0478(7) Uani 1 1 d . . . C34 C 0.25206(16) 0.7348(3) 0.41913(14) 0.0558(8) Uani 1 1 d . . . H34A H 0.3040 0.7387 0.4232 0.067 Uiso 1 1 calc R . . H34B H 0.2419 0.6691 0.4513 0.067 Uiso 1 1 calc R . . H34C H 0.2352 0.8174 0.4321 0.067 Uiso 1 1 calc R . . C35 C 0.13306(18) 0.6985(5) 0.3398(2) 0.1019(17) Uani 1 1 d . . . H35A H 0.1161 0.7846 0.3465 0.122 Uiso 1 1 calc R . . H35B H 0.1248 0.6429 0.3777 0.122 Uiso 1 1 calc R . . H35C H 0.1067 0.6657 0.2933 0.122 Uiso 1 1 calc R . . C36 C 0.2399(3) 0.5755(3) 0.3233(2) 0.0967(15) Uani 1 1 d . . . H36A H 0.2125 0.5507 0.2755 0.116 Uiso 1 1 calc R . . H36B H 0.2333 0.5112 0.3580 0.116 Uiso 1 1 calc R . . H36C H 0.2911 0.5819 0.3239 0.116 Uiso 1 1 calc R . . C37 C 0.38046(13) 0.8509(3) 0.35361(13) 0.0410(6) Uani 1 1 d . . . C38 C 0.44443(17) 0.7935(4) 0.40496(19) 0.0754(11) Uani 1 1 d . . . H38A H 0.4883 0.8249 0.3919 0.091 Uiso 1 1 calc R . . H38B H 0.4455 0.8273 0.4530 0.091 Uiso 1 1 calc R . . C39 C 0.4497(2) 0.6556(4) 0.4105(2) 0.1089(17) Uani 1 1 d . . . H39A H 0.4095 0.6225 0.4283 0.131 Uiso 1 1 calc R . . H39B H 0.4953 0.6321 0.4435 0.131 Uiso 1 1 calc R . . H39C H 0.4478 0.6193 0.3633 0.131 Uiso 1 1 calc R . . Mo1 Mo 0.307833(10) 0.923955(19) 0.295974(10) 0.02804(7) Uani 1 1 d . . . N1 N 0.30107(10) 1.08572(19) 0.34691(10) 0.0328(4) Uani 1 1 d . . . N2 N 0.34085(10) 0.93801(19) 0.20658(10) 0.0327(4) Uani 1 1 d . . . N3 N 0.22734(10) 0.80579(18) 0.29458(10) 0.0320(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0349(13) 0.0317(13) 0.0347(13) -0.0088(10) 0.0044(10) -0.0014(10) C2 0.0425(14) 0.0336(13) 0.0366(13) 0.0005(11) 0.0065(11) -0.0003(11) C3 0.0497(16) 0.0369(15) 0.0452(15) -0.0007(12) 0.0017(12) 0.0075(12) C4 0.0387(15) 0.0429(15) 0.0535(16) -0.0078(13) 0.0045(12) 0.0112(12) C5 0.0406(15) 0.0392(15) 0.0469(15) -0.0089(12) 0.0116(12) 0.0037(12) C6 0.0385(14) 0.0364(14) 0.0353(13) -0.0039(11) 0.0074(11) 0.0037(11) C7 0.068(2) 0.056(2) 0.066(2) 0.0151(16) 0.0001(17) 0.0143(17) C8 0.0421(16) 0.062(2) 0.0647(19) -0.0033(15) 0.0208(14) 0.0067(14) C9 0.0375(14) 0.0506(17) 0.0367(13) -0.0072(12) -0.0001(11) -0.0084(12) C10 0.0479(17) 0.092(2) 0.0343(14) -0.0042(15) 0.0024(12) -0.0115(17) C11 0.0387(15) 0.074(2) 0.0471(16) -0.0070(15) 0.0041(12) -0.0197(15) C12 0.068(2) 0.060(2) 0.069(2) -0.0283(17) -0.0024(17) -0.0114(17) C13 0.0330(13) 0.0381(14) 0.0310(12) 0.0030(10) 0.0099(10) 0.0002(10) C14 0.0350(13) 0.0423(15) 0.0334(13) -0.0005(11) 0.0066(10) -0.0066(11) C15 0.0501(16) 0.0387(15) 0.0377(13) 0.0024(11) 0.0137(12) -0.0057(12) C16 0.0492(16) 0.0451(16) 0.0411(14) 0.0128(12) 0.0093(12) 0.0014(13) C17 0.0388(15) 0.0521(17) 0.0402(14) 0.0104(13) 0.0023(11) -0.0058(13) C18 0.0353(13) 0.0381(13) 0.0349(13) 0.0032(11) 0.0052(10) -0.0048(11) C19 0.073(2) 0.0399(17) 0.0493(16) 0.0022(13) 0.0117(15) -0.0088(14) C20 0.0521(18) 0.067(2) 0.0594(19) 0.0215(16) -0.0152(15) -0.0112(16) C21 0.0310(13) 0.0485(15) 0.0431(14) -0.0013(12) 0.0116(11) 0.0039(11) C22 0.0328(15) 0.083(2) 0.085(2) -0.0146(19) 0.0176(15) 0.0014(16) C23 0.071(2) 0.0501(19) 0.087(2) -0.0033(17) 0.0395(19) 0.0141(16) C24 0.062(2) 0.091(3) 0.0529(18) -0.0019(17) 0.0259(16) 0.0214(18) C25 0.0300(12) 0.0321(13) 0.0392(13) -0.0001(11) 0.0063(10) -0.0069(10) C26 0.0396(14) 0.0347(14) 0.0471(15) -0.0020(12) 0.0125(11) -0.0028(11) C27 0.0504(16) 0.0427(16) 0.0436(15) -0.0082(12) 0.0147(12) -0.0130(13) C28 0.0403(15) 0.0521(17) 0.0409(14) 0.0010(13) -0.0027(12) -0.0144(13) C29 0.0331(14) 0.0449(16) 0.0495(15) -0.0021(13) -0.0004(11) -0.0038(12) C30 0.0291(12) 0.0340(14) 0.0398(13) -0.0032(11) 0.0017(10) -0.0004(10) C31 0.087(2) 0.065(2) 0.0488(17) -0.0183(16) 0.0203(17) -0.0121(19) C32 0.0477(18) 0.071(2) 0.0625(19) -0.0035(17) -0.0158(15) 0.0174(16) C33 0.0476(16) 0.0413(16) 0.0506(16) 0.0136(13) 0.0047(13) -0.0074(12) C34 0.0571(18) 0.066(2) 0.0459(16) 0.0173(15) 0.0146(14) -0.0012(15) C35 0.054(2) 0.149(4) 0.093(3) 0.070(3) 0.0002(19) -0.038(2) C36 0.176(5) 0.0326(18) 0.073(2) 0.0130(17) 0.013(3) 0.002(2) C37 0.0311(13) 0.0489(16) 0.0408(14) 0.0063(12) 0.0045(11) 0.0037(12) C38 0.0457(18) 0.089(3) 0.077(2) 0.024(2) -0.0132(16) 0.0167(18) C39 0.107(3) 0.110(4) 0.094(3) 0.011(3) -0.008(3) 0.073(3) Mo1 0.02184(11) 0.03216(12) 0.02817(11) 0.00251(9) 0.00232(7) 0.00203(9) N1 0.0285(10) 0.0363(11) 0.0307(10) -0.0028(9) 0.0018(8) -0.0020(9) N2 0.0265(10) 0.0384(12) 0.0326(10) 0.0004(9) 0.0059(8) 0.0026(9) N3 0.0296(10) 0.0287(11) 0.0355(10) 0.0048(8) 0.0038(8) 0.0021(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.392(3) . ? C1 C6 1.397(3) . ? C1 N1 1.450(3) . ? C2 C3 1.401(4) . ? C2 H2 0.9500 . ? C3 C4 1.382(4) . ? C3 C7 1.510(4) . ? C4 C5 1.397(4) . ? C4 H4 0.9500 . ? C5 C6 1.387(4) . ? C5 C8 1.513(4) . ? C6 H6 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 N1 1.506(3) . ? C9 C12 1.523(4) . ? C9 C11 1.523(4) . ? C9 C10 1.526(4) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C18 1.393(3) . ? C13 C14 1.397(3) . ? C13 N2 1.448(3) . ? C14 C15 1.391(4) . ? C14 H14 0.9500 . ? C15 C16 1.396(4) . ? C15 C19 1.509(4) . ? C16 C17 1.386(4) . ? C16 H16 0.9500 . ? C17 C18 1.394(4) . ? C17 C20 1.508(4) . ? C18 H18 0.9500 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 N2 1.505(3) . ? C21 C23 1.507(4) . ? C21 C24 1.523(4) . ? C21 C22 1.528(4) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C30 1.389(3) . ? C25 C26 1.397(4) . ? C25 N3 1.452(3) . ? C26 C27 1.390(4) . ? C26 H26 0.9500 . ? C27 C28 1.385(4) . ? C27 C31 1.507(4) . ? C28 C29 1.384(4) . ? C28 H28 0.9500 . ? C29 C30 1.405(3) . ? C29 C32 1.505(4) . ? C30 H30 0.9500 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 N3 1.497(3) . ? C33 C36 1.508(5) . ? C33 C34 1.521(4) . ? C33 C35 1.523(4) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.503(4) . ? C37 Mo1 1.735(2) . ? C38 C39 1.456(5) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? Mo1 N3 1.974(2) . ? Mo1 N2 1.984(2) . ? Mo1 N1 1.985(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 C6 118.8(2) . . ? C2 C1 N1 120.0(2) . . ? C6 C1 N1 121.2(2) . . ? C1 C2 C3 120.7(2) . . ? C1 C2 H2 119.7 . . ? C3 C2 H2 119.7 . . ? C4 C3 C2 119.1(2) . . ? C4 C3 C7 120.9(3) . . ? C2 C3 C7 120.0(3) . . ? C3 C4 C5 121.5(2) . . ? C3 C4 H4 119.2 . . ? C5 C4 H4 119.2 . . ? C6 C5 C4 118.3(2) . . ? C6 C5 C8 120.9(2) . . ? C4 C5 C8 120.8(2) . . ? C5 C6 C1 121.6(2) . . ? C5 C6 H6 119.2 . . ? C1 C6 H6 119.2 . . ? C3 C7 H7A 109.5 . . ? C3 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C3 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C5 C8 H8A 109.5 . . ? C5 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C5 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 C12 111.1(2) . . ? N1 C9 C11 108.3(2) . . ? C12 C9 C11 108.5(3) . . ? N1 C9 C10 110.1(2) . . ? C12 C9 C10 108.9(3) . . ? C11 C9 C10 109.9(2) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C9 C12 H12A 109.5 . . ? C9 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C9 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C18 C13 C14 119.1(2) . . ? C18 C13 N2 119.8(2) . . ? C14 C13 N2 121.0(2) . . ? C15 C14 C13 121.3(2) . . ? C15 C14 H14 119.3 . . ? C13 C14 H14 119.3 . . ? C14 C15 C16 118.1(2) . . ? C14 C15 C19 120.5(2) . . ? C16 C15 C19 121.3(2) . . ? C17 C16 C15 121.8(2) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 C18 119.1(2) . . ? C16 C17 C20 120.6(3) . . ? C18 C17 C20 120.4(3) . . ? C13 C18 C17 120.5(2) . . ? C13 C18 H18 119.7 . . ? C17 C18 H18 119.7 . . ? C15 C19 H19A 109.5 . . ? C15 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C15 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N2 C21 C23 108.6(2) . . ? N2 C21 C24 111.3(2) . . ? C23 C21 C24 109.2(3) . . ? N2 C21 C22 109.0(2) . . ? C23 C21 C22 110.3(3) . . ? C24 C21 C22 108.4(3) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C21 C23 H23A 109.5 . . ? C21 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C21 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C30 C25 C26 119.2(2) . . ? C30 C25 N3 120.0(2) . . ? C26 C25 N3 120.8(2) . . ? C27 C26 C25 121.1(2) . . ? C27 C26 H26 119.5 . . ? C25 C26 H26 119.5 . . ? C28 C27 C26 118.5(2) . . ? C28 C27 C31 120.8(3) . . ? C26 C27 C31 120.8(3) . . ? C29 C28 C27 122.1(2) . . ? C29 C28 H28 118.9 . . ? C27 C28 H28 118.9 . . ? C28 C29 C30 118.5(2) . . ? C28 C29 C32 121.8(2) . . ? C30 C29 C32 119.6(2) . . ? C25 C30 C29 120.5(2) . . ? C25 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C27 C31 H31A 109.5 . . ? C27 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C27 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N3 C33 C36 111.4(3) . . ? N3 C33 C34 108.8(2) . . ? C36 C33 C34 108.9(3) . . ? N3 C33 C35 109.2(2) . . ? C36 C33 C35 111.4(3) . . ? C34 C33 C35 107.0(3) . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C33 C36 H36A 109.5 . . ? C33 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C33 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C38 C37 Mo1 177.4(3) . . ? C39 C38 C37 118.6(3) . . ? C39 C38 H38A 107.7 . . ? C37 C38 H38A 107.7 . . ? C39 C38 H38B 107.7 . . ? C37 C38 H38B 107.7 . . ? H38A C38 H38B 107.1 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 Mo1 N3 103.38(11) . . ? C37 Mo1 N2 102.51(11) . . ? N3 Mo1 N2 116.60(8) . . ? C37 Mo1 N1 101.50(11) . . ? N3 Mo1 N1 113.64(8) . . ? N2 Mo1 N1 116.17(8) . . ? C1 N1 C9 115.67(19) . . ? C1 N1 Mo1 111.22(14) . . ? C9 N1 Mo1 131.67(16) . . ? C13 N2 C21 115.59(19) . . ? C13 N2 Mo1 110.42(14) . . ? C21 N2 Mo1 132.88(15) . . ? C25 N3 C33 114.92(19) . . ? C25 N3 Mo1 109.41(14) . . ? C33 N3 Mo1 134.91(16) . . ? 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 C6 C1 C2 C3 0.4(4) . . . . ? N1 C1 C2 C3 178.6(2) . . . . ? C1 C2 C3 C4 -0.3(4) . . . . ? C1 C2 C3 C7 -179.6(3) . . . . ? C2 C3 C4 C5 -0.5(4) . . . . ? C7 C3 C4 C5 178.8(3) . . . . ? C3 C4 C5 C6 1.2(4) . . . . ? C3 C4 C5 C8 -177.1(3) . . . . ? C4 C5 C6 C1 -1.1(4) . . . . ? C8 C5 C6 C1 177.1(2) . . . . ? C2 C1 C6 C5 0.3(4) . . . . ? N1 C1 C6 C5 -177.9(2) . . . . ? C18 C13 C14 C15 1.1(4) . . . . ? N2 C13 C14 C15 -178.7(2) . . . . ? C13 C14 C15 C16 -2.1(4) . . . . ? C13 C14 C15 C19 175.9(2) . . . . ? C14 C15 C16 C17 1.2(4) . . . . ? C19 C15 C16 C17 -176.8(3) . . . . ? C15 C16 C17 C18 0.8(4) . . . . ? C15 C16 C17 C20 -179.0(3) . . . . ? C14 C13 C18 C17 0.9(4) . . . . ? N2 C13 C18 C17 -179.3(2) . . . . ? C16 C17 C18 C13 -1.8(4) . . . . ? C20 C17 C18 C13 177.9(3) . . . . ? C30 C25 C26 C27 -0.7(4) . . . . ? N3 C25 C26 C27 179.8(2) . . . . ? C25 C26 C27 C28 1.2(4) . . . . ? C25 C26 C27 C31 -178.0(3) . . . . ? C26 C27 C28 C29 -0.3(4) . . . . ? C31 C27 C28 C29 178.9(3) . . . . ? C27 C28 C29 C30 -1.1(4) . . . . ? C27 C28 C29 C32 -177.9(3) . . . . ? C26 C25 C30 C29 -0.7(4) . . . . ? N3 C25 C30 C29 178.8(2) . . . . ? C28 C29 C30 C25 1.6(4) . . . . ? C32 C29 C30 C25 178.5(3) . . . . ? C2 C1 N1 C9 103.0(3) . . . . ? C6 C1 N1 C9 -78.8(3) . . . . ? C2 C1 N1 Mo1 -89.1(2) . . . . ? C6 C1 N1 Mo1 89.1(2) . . . . ? C12 C9 N1 C1 -28.5(3) . . . . ? C11 C9 N1 C1 -147.5(2) . . . . ? C10 C9 N1 C1 92.3(3) . . . . ? C12 C9 N1 Mo1 166.7(2) . . . . ? C11 C9 N1 Mo1 47.6(3) . . . . ? C10 C9 N1 Mo1 -72.5(3) . . . . ? C37 Mo1 N1 C1 -150.80(17) . . . . ? N3 Mo1 N1 C1 -40.51(17) . . . . ? N2 Mo1 N1 C1 98.93(16) . . . . ? C37 Mo1 N1 C9 14.6(2) . . . . ? N3 Mo1 N1 C9 124.9(2) . . . . ? N2 Mo1 N1 C9 -95.7(2) . . . . ? C18 C13 N2 C21 95.3(3) . . . . ? C14 C13 N2 C21 -84.9(3) . . . . ? C18 C13 N2 Mo1 -95.2(2) . . . . ? C14 C13 N2 Mo1 84.7(2) . . . . ? C23 C21 N2 C13 -146.1(2) . . . . ? C24 C21 N2 C13 -25.8(3) . . . . ? C22 C21 N2 C13 93.7(3) . . . . ? C23 C21 N2 Mo1 47.3(3) . . . . ? C24 C21 N2 Mo1 167.6(2) . . . . ? C22 C21 N2 Mo1 -72.9(3) . . . . ? C37 Mo1 N2 C13 -151.85(17) . . . . ? N3 Mo1 N2 C13 96.05(16) . . . . ? N1 Mo1 N2 C13 -42.18(17) . . . . ? C37 Mo1 N2 C21 15.2(2) . . . . ? N3 Mo1 N2 C21 -96.9(2) . . . . ? N1 Mo1 N2 C21 124.9(2) . . . . ? C30 C25 N3 C33 102.8(3) . . . . ? C26 C25 N3 C33 -77.7(3) . . . . ? C30 C25 N3 Mo1 -85.7(2) . . . . ? C26 C25 N3 Mo1 93.8(2) . . . . ? C36 C33 N3 C25 79.3(3) . . . . ? C34 C33 N3 C25 -160.6(2) . . . . ? C35 C33 N3 C25 -44.2(3) . . . . ? C36 C33 N3 Mo1 -89.4(3) . . . . ? C34 C33 N3 Mo1 30.7(3) . . . . ? C35 C33 N3 Mo1 147.1(3) . . . . ? C37 Mo1 N3 C25 -148.86(16) . . . . ? N2 Mo1 N3 C25 -37.25(17) . . . . ? N1 Mo1 N3 C25 102.00(16) . . . . ? C37 Mo1 N3 C33 20.3(3) . . . . ? N2 Mo1 N3 C33 131.9(2) . . . . ? N1 Mo1 N3 C33 -88.9(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.36 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.459 _refine_diff_density_min -0.298 _refine_diff_density_rms 0.051