# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_mop1 _database_code_depnum_ccdc_archive 'CCDC 909421' #TrackingRef 'structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common Mo(dpma-mes)(NMe2)2 _chemical_formula_moiety 'C33 H45 Mo N5 0.5(C7H8) ' _chemical_formula_sum 'C36.50 H49 Mo N5' _chemical_properties_physical 'air-sensitive, moisture-sensitive, oxygen-sensitive' _exptl_crystal_recrystallization_method 'Cold toluene' _chemical_melting_point ? _exptl_crystal_description plate _exptl_crystal_colour Green _diffrn_ambient_temperature 173(2) _chemical_formula_weight 653.75 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -0.0483 2.7339 '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' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.01950(10) _cell_length_b 11.07540(10) _cell_length_c 19.0449(2) _cell_angle_alpha 86.0570(10) _cell_angle_beta 87.9400(10) _cell_angle_gamma 78.6400(10) _cell_volume 1654.05(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 182 _cell_measurement_theta_min 5.42 _cell_measurement_theta_max 23.45 _exptl_crystal_size_max 0.304 _exptl_crystal_size_mid 0.210 _exptl_crystal_size_min 0.068 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 690 _exptl_absorpt_coefficient_mu 3.480 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5744 _exptl_absorpt_correction_T_max 0.7530 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and phi scans of 0.5\% per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83\%A to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections.Data reduction was performed using the SAINT software which corrects for Lp. Scaling and absorption corrections were applied using SADABS6 multi-scan technique, supplied by George Sheldrick. The structures are solved by the direct method using the SHELXS-97 program and refined by least squares method on F2, SHELXL-97, incorporated in SHELXTL-PC V 6.14. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94 \%A and Uiso(H) = 1.2Ueq(C) C-H (alaphatic) = 0.99 \%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98 \%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%Aand Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method '\w,and/f 0.5 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_reflns_number 19474 _diffrn_reflns_av_R_equivalents 0.0372 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 67.85 _reflns_number_total 5753 _reflns_number_gt 5414 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COSMO (BRUKER, V1.58, 2006)' _computing_cell_refinement 'APEX2 (BRUKER, V2008.5-0, 2006)' _computing_data_reduction 'SAINT (BRUKER, V7.34A, 2006)' _computing_structure_solution 'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_structure_refinement 'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_publication_material 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _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^)+(0.0390P)^2^+1.1234P] 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 5753 _refine_ls_number_parameters 400 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0759 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.062 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.55060(2) 0.202724(15) 0.166057(9) 0.01781(7) Uani 1 1 d . . . N1 N 0.6812(2) 0.03027(17) 0.13540(10) 0.0209(4) Uani 1 1 d . . . N2 N 0.6236(2) 0.37338(17) 0.15361(10) 0.0191(4) Uani 1 1 d . . . N3 N 0.6099(2) 0.23690(17) 0.04261(10) 0.0219(4) Uani 1 1 d . . . N4 N 0.3097(3) 0.21640(18) 0.15931(11) 0.0261(4) Uani 1 1 d . . . N5 N 0.5668(3) 0.17203(18) 0.26620(10) 0.0254(4) Uani 1 1 d . . . C24 C 0.7359(3) 0.3865(2) 0.09807(12) 0.0205(5) Uani 1 1 d . . . C23 C 0.8021(3) 0.4904(2) 0.10336(12) 0.0239(5) Uani 1 1 d . . . H23 H 0.8808 0.5188 0.0727 0.029 Uiso 1 1 calc R . . C22 C 0.7271(3) 0.5461(2) 0.16480(13) 0.0250(5) Uani 1 1 d . . . H22 H 0.7477 0.6183 0.1820 0.030 Uiso 1 1 calc R . . C21 C 0.6185(3) 0.4740(2) 0.19420(12) 0.0207(5) Uani 1 1 d . . . C211 C 0.5000(3) 0.4970(2) 0.25596(12) 0.0216(5) Uani 1 1 d . . . C216 C 0.5635(3) 0.4946(2) 0.32405(13) 0.0257(5) Uani 1 1 d . . . C215 C 0.4481(3) 0.5099(2) 0.38112(13) 0.0296(5) Uani 1 1 d . . . H215 H 0.4899 0.5043 0.4264 0.036 Uiso 1 1 calc R . . C214 C 0.2742(3) 0.5328(2) 0.37252(13) 0.0304(6) Uani 1 1 d . . . C213 C 0.2134(3) 0.5432(2) 0.30462(13) 0.0278(5) Uani 1 1 d . . . H213 H 0.0967 0.5624 0.2979 0.033 Uiso 1 1 calc R . . C212 C 0.3237(3) 0.5254(2) 0.24619(13) 0.0236(5) Uani 1 1 d . . . C21C C 0.7494(3) 0.4839(3) 0.33699(14) 0.0346(6) Uani 1 1 d . . . H21A H 0.7774 0.5645 0.3328 0.052 Uiso 1 1 calc R . . H21B H 0.8150 0.4332 0.3030 0.052 Uiso 1 1 calc R . . H21C H 0.7747 0.4471 0.3835 0.052 Uiso 1 1 calc R . . C21B C 0.1521(4) 0.5507(3) 0.43531(15) 0.0452(7) Uani 1 1 d . . . H21D H 0.1154 0.4746 0.4484 0.068 Uiso 1 1 calc R . . H21E H 0.0552 0.6137 0.4231 0.068 Uiso 1 1 calc R . . H21F H 0.2085 0.5749 0.4741 0.068 Uiso 1 1 calc R . . C21A C 0.2504(3) 0.5450(2) 0.17349(13) 0.0293(5) Uani 1 1 d . . . H21G H 0.1285 0.5604 0.1772 0.044 Uiso 1 1 calc R . . H21H H 0.2898 0.4725 0.1480 0.044 Uiso 1 1 calc R . . H21I H 0.2864 0.6144 0.1490 0.044 Uiso 1 1 calc R . . C31 C 0.6545(3) 0.1159(2) 0.01160(12) 0.0257(5) Uani 1 1 d . . . H31A H 0.7303 0.1209 -0.0289 0.031 Uiso 1 1 calc R . . H31B H 0.5525 0.0918 -0.0039 0.031 Uiso 1 1 calc R . . C32 C 0.7672(3) 0.2884(2) 0.04694(12) 0.0234(5) Uani 1 1 d . . . H32A H 0.8610 0.2235 0.0622 0.028 Uiso 1 1 calc R . . H32B H 0.7968 0.3226 0.0010 0.028 Uiso 1 1 calc R . . C33 C 0.4848(3) 0.3245(2) -0.00063(13) 0.0284(5) Uani 1 1 d . . . H33A H 0.5347 0.3401 -0.0461 0.043 Uiso 1 1 calc R . . H33B H 0.4528 0.4005 0.0222 0.043 Uiso 1 1 calc R . . H33C H 0.3858 0.2896 -0.0061 0.043 Uiso 1 1 calc R . . C41 C 0.2257(4) 0.1804(3) 0.09977(15) 0.0365(6) Uani 1 1 d . . . H41A H 0.1579 0.1211 0.1159 0.055 Uiso 1 1 calc R . . H41B H 0.3098 0.1445 0.0661 0.055 Uiso 1 1 calc R . . H41C H 0.1539 0.2518 0.0780 0.055 Uiso 1 1 calc R . . C42 C 0.1793(3) 0.2587(3) 0.21356(15) 0.0349(6) Uani 1 1 d . . . H42A H 0.0917 0.3215 0.1929 0.052 Uiso 1 1 calc R . . H42B H 0.2307 0.2918 0.2507 0.052 Uiso 1 1 calc R . . H42C H 0.1306 0.1904 0.2323 0.052 Uiso 1 1 calc R . . C51 C 0.4589(4) 0.1245(3) 0.32042(14) 0.0382(6) Uani 1 1 d . . . H51A H 0.5270 0.0603 0.3493 0.057 Uiso 1 1 calc R . . H51B H 0.3727 0.0920 0.2985 0.057 Uiso 1 1 calc R . . H51C H 0.4061 0.1901 0.3491 0.057 Uiso 1 1 calc R . . C52 C 0.7204(4) 0.1922(3) 0.29964(14) 0.0368(6) Uani 1 1 d . . . H52A H 0.6884 0.2479 0.3364 0.055 Uiso 1 1 calc R . . H52B H 0.7907 0.2269 0.2651 0.055 Uiso 1 1 calc R . . H52C H 0.7824 0.1149 0.3193 0.055 Uiso 1 1 calc R . . C14 C 0.7395(3) 0.0226(2) 0.06572(12) 0.0242(5) Uani 1 1 d . . . C13 C 0.8638(3) -0.0799(2) 0.05955(13) 0.0294(5) Uani 1 1 d . . . H13 H 0.9240 -0.1044 0.0186 0.035 Uiso 1 1 calc R . . C12 C 0.8838(3) -0.1418(2) 0.12699(14) 0.0312(6) Uani 1 1 d . . . H12 H 0.9594 -0.2150 0.1385 0.037 Uiso 1 1 calc R . . C11 C 0.7712(3) -0.0744(2) 0.17242(13) 0.0240(5) Uani 1 1 d . . . C111 C 0.7269(3) -0.1131(2) 0.24561(13) 0.0242(5) Uani 1 1 d . . . C116 C 0.8442(3) -0.1243(2) 0.29997(14) 0.0290(5) Uani 1 1 d . . . C115 C 0.7978(4) -0.1633(2) 0.36744(14) 0.0336(6) Uani 1 1 d . . . H115 H 0.8741 -0.1678 0.4036 0.040 Uiso 1 1 calc R . . C114 C 0.6418(4) -0.1958(2) 0.38263(14) 0.0345(6) Uani 1 1 d . . . C113 C 0.5303(3) -0.1900(2) 0.32786(14) 0.0315(6) Uani 1 1 d . . . H113 H 0.4265 -0.2141 0.3370 0.038 Uiso 1 1 calc R . . C112 C 0.5700(3) -0.1492(2) 0.25960(13) 0.0266(5) Uani 1 1 d . . . C11C C 1.0191(4) -0.0964(3) 0.28633(16) 0.0416(7) Uani 1 1 d . . . H11A H 1.0609 -0.0730 0.3290 0.062 Uiso 1 1 calc R . . H11B H 1.0136 -0.0299 0.2508 0.062 Uiso 1 1 calc R . . H11C H 1.0943 -0.1683 0.2705 0.062 Uiso 1 1 calc R . . C11B C 0.5948(5) -0.2361(3) 0.45690(16) 0.0483(8) Uani 1 1 d . . . H11D H 0.5676 -0.1654 0.4847 0.073 Uiso 1 1 calc R . . H11E H 0.6890 -0.2936 0.4771 0.073 Uiso 1 1 calc R . . H11F H 0.4979 -0.2749 0.4561 0.073 Uiso 1 1 calc R . . C11A C 0.4455(3) -0.1462(2) 0.20180(14) 0.0331(6) Uani 1 1 d . . . H11G H 0.3740 -0.2049 0.2140 0.050 Uiso 1 1 calc R . . H11H H 0.5066 -0.1668 0.1586 0.050 Uiso 1 1 calc R . . H11I H 0.3765 -0.0650 0.1959 0.050 Uiso 1 1 calc R . . C2S C 0.8700(6) 1.0990(6) 0.4898(3) 0.0923(18) Uani 1 1 d . . . H2S H 0.7833 1.1676 0.4824 0.111 Uiso 1 1 calc R . . C1S C 0.8427(7) 1.0046(6) 0.5322(3) 0.0953(18) Uani 1 1 d . . . H1S H 0.7369 1.0062 0.5542 0.114 Uiso 1 1 calc R . . C3S C 0.9725(7) 0.9041(5) 0.5436(3) 0.0863(16) Uani 1 1 d . . . H3SA H 0.9536 0.8360 0.5748 0.104 Uiso 0.50 1 d PR . . C4S C 0.9451(9) 0.8092(8) 0.5814(4) 0.0537(17) Uani 0.50 1 d P . . H4S1 H 0.9344 0.8279 0.6300 0.081 Uiso 0.50 1 calc PR . . H4S2 H 1.0384 0.7414 0.5753 0.081 Uiso 0.50 1 calc PR . . H4S3 H 0.8419 0.7873 0.5671 0.081 Uiso 0.50 1 calc PR . . 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 0.01539(11) 0.01729(11) 0.02042(11) 0.00033(6) 0.00018(6) -0.00299(6) N1 0.0189(10) 0.0188(9) 0.0239(10) -0.0013(7) 0.0010(7) -0.0010(7) N2 0.0154(10) 0.0212(9) 0.0211(9) 0.0005(7) -0.0009(7) -0.0048(7) N3 0.0203(11) 0.0240(10) 0.0212(9) 0.0008(8) -0.0021(7) -0.0045(8) N4 0.0242(11) 0.0236(10) 0.0305(11) 0.0008(8) -0.0011(8) -0.0057(8) N5 0.0279(12) 0.0215(10) 0.0253(10) 0.0008(8) 0.0005(8) -0.0023(8) C24 0.0163(12) 0.0243(11) 0.0201(11) 0.0027(9) -0.0014(8) -0.0031(8) C23 0.0181(13) 0.0275(12) 0.0266(12) 0.0029(9) 0.0013(9) -0.0076(9) C22 0.0233(13) 0.0210(11) 0.0320(13) -0.0020(9) -0.0020(9) -0.0068(9) C21 0.0172(12) 0.0204(11) 0.0242(11) -0.0011(9) -0.0023(8) -0.0026(8) C211 0.0221(13) 0.0181(11) 0.0250(12) -0.0021(9) 0.0019(9) -0.0054(8) C216 0.0255(14) 0.0249(12) 0.0273(12) -0.0053(9) -0.0017(9) -0.0052(9) C215 0.0325(15) 0.0315(13) 0.0253(12) -0.0055(10) -0.0013(10) -0.0060(10) C214 0.0327(16) 0.0297(13) 0.0289(13) -0.0042(10) 0.0082(10) -0.0071(10) C213 0.0208(13) 0.0282(13) 0.0334(13) -0.0021(10) 0.0031(10) -0.0031(9) C212 0.0230(13) 0.0193(11) 0.0284(12) 0.0005(9) -0.0003(9) -0.0047(9) C21C 0.0286(15) 0.0436(15) 0.0329(14) -0.0092(11) -0.0064(10) -0.0072(11) C21B 0.0410(19) 0.0595(19) 0.0321(15) -0.0033(13) 0.0118(12) -0.0046(14) C21A 0.0233(14) 0.0337(13) 0.0297(13) 0.0002(10) -0.0027(10) -0.0027(10) C31 0.0279(14) 0.0273(12) 0.0231(12) -0.0047(9) -0.0005(9) -0.0069(10) C32 0.0217(13) 0.0266(12) 0.0228(11) -0.0015(9) 0.0031(9) -0.0071(9) C33 0.0304(15) 0.0301(13) 0.0236(12) 0.0060(10) -0.0060(9) -0.0052(10) C41 0.0258(15) 0.0452(16) 0.0410(15) -0.0023(12) -0.0107(11) -0.0117(11) C42 0.0242(15) 0.0358(14) 0.0445(16) -0.0009(12) 0.0059(11) -0.0073(10) C51 0.0492(19) 0.0340(14) 0.0280(13) 0.0023(11) 0.0109(12) -0.0034(12) C52 0.0451(18) 0.0350(14) 0.0318(14) 0.0025(11) -0.0202(12) -0.0098(12) C14 0.0258(14) 0.0243(12) 0.0240(12) -0.0058(9) 0.0020(9) -0.0076(9) C13 0.0290(15) 0.0285(13) 0.0310(13) -0.0081(10) 0.0064(10) -0.0051(10) C12 0.0249(14) 0.0236(12) 0.0417(15) 0.0002(11) 0.0033(10) 0.0022(9) C11 0.0201(13) 0.0216(11) 0.0291(12) 0.0017(9) 0.0004(9) -0.0026(9) C111 0.0218(13) 0.0164(11) 0.0317(13) 0.0016(9) 0.0016(9) 0.0016(8) C116 0.0226(14) 0.0249(12) 0.0367(14) 0.0025(10) -0.0031(10) 0.0012(9) C115 0.0362(16) 0.0287(13) 0.0330(14) 0.0042(11) -0.0072(11) 0.0001(10) C114 0.0416(17) 0.0246(13) 0.0344(14) 0.0041(11) 0.0033(11) -0.0019(11) C113 0.0289(15) 0.0262(13) 0.0386(14) 0.0046(11) 0.0051(11) -0.0067(10) C112 0.0245(14) 0.0198(11) 0.0337(13) 0.0008(10) 0.0016(10) -0.0011(9) C11C 0.0264(16) 0.0524(18) 0.0464(17) 0.0007(14) -0.0050(12) -0.0090(12) C11B 0.059(2) 0.0468(18) 0.0367(16) 0.0112(13) 0.0037(14) -0.0095(14) C11A 0.0258(15) 0.0358(14) 0.0389(15) 0.0015(11) -0.0002(10) -0.0102(11) C2S 0.051(3) 0.107(4) 0.116(4) -0.063(4) -0.026(3) 0.013(3) C1S 0.065(3) 0.105(4) 0.113(4) -0.059(4) -0.030(3) 0.012(3) C3S 0.076(4) 0.092(4) 0.093(4) -0.046(3) -0.033(3) -0.003(3) C4S 0.034(4) 0.080(5) 0.051(4) -0.014(4) -0.003(3) -0.015(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 N4 1.916(2) . ? Mo1 N5 1.919(2) . ? Mo1 N2 2.0824(18) . ? Mo1 N1 2.0994(18) . ? Mo1 N3 2.4009(19) . ? N1 C14 1.393(3) . ? N1 C11 1.398(3) . ? N2 C24 1.383(3) . ? N2 C21 1.393(3) . ? N3 C31 1.476(3) . ? N3 C33 1.480(3) . ? N3 C32 1.490(3) . ? N4 C41 1.457(3) . ? N4 C42 1.475(3) . ? N5 C51 1.460(3) . ? N5 C52 1.468(3) . ? C24 C23 1.370(3) . ? C24 C32 1.488(3) . ? C23 C22 1.420(3) . ? C22 C21 1.374(3) . ? C21 C211 1.489(3) . ? C211 C212 1.403(4) . ? C211 C216 1.407(3) . ? C216 C215 1.399(3) . ? C216 C21C 1.500(4) . ? C215 C214 1.381(4) . ? C214 C213 1.388(4) . ? C214 C21B 1.516(3) . ? C213 C212 1.396(3) . ? C212 C21A 1.509(3) . ? C31 C14 1.490(3) . ? C14 C13 1.364(3) . ? C13 C12 1.413(4) . ? C12 C11 1.374(3) . ? C11 C111 1.482(3) . ? C111 C112 1.405(3) . ? C111 C116 1.407(4) . ? C116 C115 1.389(4) . ? C116 C11C 1.504(4) . ? C115 C114 1.384(4) . ? C114 C113 1.388(4) . ? C114 C11B 1.511(4) . ? C113 C112 1.393(4) . ? C112 C11A 1.507(4) . ? C2S C1S 1.325(9) . ? C2S C3S 1.390(8) 2_776 ? C1S C3S 1.377(7) . ? C3S C4S 1.283(9) . ? C3S C2S 1.390(8) 2_776 ? 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 N4 Mo1 N5 98.20(9) . . ? N4 Mo1 N2 112.42(8) . . ? N5 Mo1 N2 100.34(8) . . ? N4 Mo1 N1 110.88(8) . . ? N5 Mo1 N1 98.78(8) . . ? N2 Mo1 N1 129.05(7) . . ? N4 Mo1 N3 96.93(8) . . ? N5 Mo1 N3 164.86(8) . . ? N2 Mo1 N3 73.66(7) . . ? N1 Mo1 N3 75.74(7) . . ? C14 N1 C11 106.08(19) . . ? C14 N1 Mo1 117.50(15) . . ? C11 N1 Mo1 133.28(16) . . ? C24 N2 C21 106.37(18) . . ? C24 N2 Mo1 115.40(14) . . ? C21 N2 Mo1 136.73(15) . . ? C31 N3 C33 111.26(19) . . ? C31 N3 C32 108.84(18) . . ? C33 N3 C32 109.03(18) . . ? C31 N3 Mo1 108.31(13) . . ? C33 N3 Mo1 119.23(15) . . ? C32 N3 Mo1 99.23(13) . . ? C41 N4 C42 108.5(2) . . ? C41 N4 Mo1 124.78(17) . . ? C42 N4 Mo1 126.67(17) . . ? C51 N5 C52 108.3(2) . . ? C51 N5 Mo1 133.62(19) . . ? C52 N5 Mo1 118.03(17) . . ? C23 C24 N2 110.3(2) . . ? C23 C24 C32 132.4(2) . . ? N2 C24 C32 117.21(19) . . ? C24 C23 C22 106.5(2) . . ? C21 C22 C23 107.5(2) . . ? C22 C21 N2 109.2(2) . . ? C22 C21 C211 128.7(2) . . ? N2 C21 C211 121.94(19) . . ? C212 C211 C216 119.5(2) . . ? C212 C211 C21 120.0(2) . . ? C216 C211 C21 120.5(2) . . ? C215 C216 C211 118.7(2) . . ? C215 C216 C21C 119.0(2) . . ? C211 C216 C21C 122.2(2) . . ? C214 C215 C216 122.3(2) . . ? C215 C214 C213 118.3(2) . . ? C215 C214 C21B 121.1(3) . . ? C213 C214 C21B 120.6(3) . . ? C214 C213 C212 121.5(2) . . ? C213 C212 C211 119.6(2) . . ? C213 C212 C21A 119.0(2) . . ? C211 C212 C21A 121.4(2) . . ? N3 C31 C14 108.90(19) . . ? C24 C32 N3 108.74(18) . . ? C13 C14 N1 110.1(2) . . ? C13 C14 C31 131.2(2) . . ? N1 C14 C31 118.6(2) . . ? C14 C13 C12 107.1(2) . . ? C11 C12 C13 107.6(2) . . ? C12 C11 N1 109.1(2) . . ? C12 C11 C111 126.8(2) . . ? N1 C11 C111 123.4(2) . . ? C112 C111 C116 119.4(2) . . ? C112 C111 C11 119.1(2) . . ? C116 C111 C11 121.3(2) . . ? C115 C116 C111 119.1(2) . . ? C115 C116 C11C 119.5(2) . . ? C111 C116 C11C 121.4(2) . . ? C114 C115 C116 122.2(3) . . ? C115 C114 C113 118.1(2) . . ? C115 C114 C11B 120.7(3) . . ? C113 C114 C11B 121.2(3) . . ? C114 C113 C112 121.7(2) . . ? C113 C112 C111 119.3(2) . . ? C113 C112 C11A 119.7(2) . . ? C111 C112 C11A 121.0(2) . . ? C1S C2S C3S 120.3(5) . 2_776 ? C2S C1S C3S 119.4(6) . . ? C4S C3S C1S 120.0(7) . . ? C4S C3S C2S 119.5(6) . 2_776 ? C1S C3S C2S 120.3(6) . 2_776 ? 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 N4 Mo1 N1 C14 94.74(18) . . . . ? N5 Mo1 N1 C14 -162.93(17) . . . . ? N2 Mo1 N1 C14 -51.9(2) . . . . ? N3 Mo1 N1 C14 2.66(16) . . . . ? N4 Mo1 N1 C11 -108.5(2) . . . . ? N5 Mo1 N1 C11 -6.1(2) . . . . ? N2 Mo1 N1 C11 104.9(2) . . . . ? N3 Mo1 N1 C11 159.4(2) . . . . ? N4 Mo1 N2 C24 -120.38(16) . . . . ? N5 Mo1 N2 C24 136.19(16) . . . . ? N1 Mo1 N2 C24 25.84(19) . . . . ? N3 Mo1 N2 C24 -29.52(15) . . . . ? N4 Mo1 N2 C21 76.0(2) . . . . ? N5 Mo1 N2 C21 -27.5(2) . . . . ? N1 Mo1 N2 C21 -137.8(2) . . . . ? N3 Mo1 N2 C21 166.8(2) . . . . ? N4 Mo1 N3 C31 -93.13(15) . . . . ? N5 Mo1 N3 C31 87.0(3) . . . . ? N2 Mo1 N3 C31 155.47(16) . . . . ? N1 Mo1 N3 C31 16.71(14) . . . . ? N4 Mo1 N3 C33 35.39(17) . . . . ? N5 Mo1 N3 C33 -144.4(3) . . . . ? N2 Mo1 N3 C33 -76.01(16) . . . . ? N1 Mo1 N3 C33 145.23(17) . . . . ? N4 Mo1 N3 C32 153.39(14) . . . . ? N5 Mo1 N3 C32 -26.4(3) . . . . ? N2 Mo1 N3 C32 41.99(13) . . . . ? N1 Mo1 N3 C32 -96.77(14) . . . . ? N5 Mo1 N4 C41 -148.1(2) . . . . ? N2 Mo1 N4 C41 107.1(2) . . . . ? N1 Mo1 N4 C41 -45.4(2) . . . . ? N3 Mo1 N4 C41 31.9(2) . . . . ? N5 Mo1 N4 C42 28.8(2) . . . . ? N2 Mo1 N4 C42 -76.0(2) . . . . ? N1 Mo1 N4 C42 131.51(19) . . . . ? N3 Mo1 N4 C42 -151.16(19) . . . . ? N4 Mo1 N5 C51 22.2(2) . . . . ? N2 Mo1 N5 C51 136.9(2) . . . . ? N1 Mo1 N5 C51 -90.6(2) . . . . ? N3 Mo1 N5 C51 -158.0(2) . . . . ? N4 Mo1 N5 C52 -161.55(18) . . . . ? N2 Mo1 N5 C52 -46.84(19) . . . . ? N1 Mo1 N5 C52 85.71(18) . . . . ? N3 Mo1 N5 C52 18.3(4) . . . . ? C21 N2 C24 C23 0.9(3) . . . . ? Mo1 N2 C24 C23 -167.51(15) . . . . ? C21 N2 C24 C32 178.85(19) . . . . ? Mo1 N2 C24 C32 10.5(3) . . . . ? N2 C24 C23 C22 -0.5(3) . . . . ? C32 C24 C23 C22 -178.1(2) . . . . ? C24 C23 C22 C21 -0.1(3) . . . . ? C23 C22 C21 N2 0.6(3) . . . . ? C23 C22 C21 C211 -175.0(2) . . . . ? C24 N2 C21 C22 -0.9(3) . . . . ? Mo1 N2 C21 C22 163.71(18) . . . . ? C24 N2 C21 C211 175.0(2) . . . . ? Mo1 N2 C21 C211 -20.3(3) . . . . ? C22 C21 C211 C212 109.9(3) . . . . ? N2 C21 C211 C212 -65.3(3) . . . . ? C22 C21 C211 C216 -68.0(3) . . . . ? N2 C21 C211 C216 116.9(2) . . . . ? C212 C211 C216 C215 5.6(3) . . . . ? C21 C211 C216 C215 -176.5(2) . . . . ? C212 C211 C216 C21C -170.6(2) . . . . ? C21 C211 C216 C21C 7.3(3) . . . . ? C211 C216 C215 C214 -3.1(4) . . . . ? C21C C216 C215 C214 173.3(2) . . . . ? C216 C215 C214 C213 -1.2(4) . . . . ? C216 C215 C214 C21B -179.2(3) . . . . ? C215 C214 C213 C212 2.9(4) . . . . ? C21B C214 C213 C212 -179.1(2) . . . . ? C214 C213 C212 C211 -0.3(4) . . . . ? C214 C213 C212 C21A -176.6(2) . . . . ? C216 C211 C212 C213 -4.0(3) . . . . ? C21 C211 C212 C213 178.1(2) . . . . ? C216 C211 C212 C21A 172.2(2) . . . . ? C21 C211 C212 C21A -5.8(3) . . . . ? C33 N3 C31 C14 -164.18(19) . . . . ? C32 N3 C31 C14 75.7(2) . . . . ? Mo1 N3 C31 C14 -31.3(2) . . . . ? C23 C24 C32 N3 -151.5(2) . . . . ? N2 C24 C32 N3 31.1(3) . . . . ? C31 N3 C32 C24 -161.59(18) . . . . ? C33 N3 C32 C24 76.9(2) . . . . ? Mo1 N3 C32 C24 -48.53(18) . . . . ? C11 N1 C14 C13 -1.7(3) . . . . ? Mo1 N1 C14 C13 160.88(16) . . . . ? C11 N1 C14 C31 174.1(2) . . . . ? Mo1 N1 C14 C31 -23.2(3) . . . . ? N3 C31 C14 C13 -147.6(3) . . . . ? N3 C31 C14 N1 37.6(3) . . . . ? N1 C14 C13 C12 1.3(3) . . . . ? C31 C14 C13 C12 -173.9(2) . . . . ? C14 C13 C12 C11 -0.3(3) . . . . ? C13 C12 C11 N1 -0.7(3) . . . . ? C13 C12 C11 C111 169.4(2) . . . . ? C14 N1 C11 C12 1.5(3) . . . . ? Mo1 N1 C11 C12 -157.17(18) . . . . ? C14 N1 C11 C111 -169.1(2) . . . . ? Mo1 N1 C11 C111 32.3(3) . . . . ? C12 C11 C111 C112 -104.3(3) . . . . ? N1 C11 C111 C112 64.5(3) . . . . ? C12 C11 C111 C116 70.3(3) . . . . ? N1 C11 C111 C116 -120.9(3) . . . . ? C112 C111 C116 C115 -4.1(4) . . . . ? C11 C111 C116 C115 -178.7(2) . . . . ? C112 C111 C116 C11C 175.1(2) . . . . ? C11 C111 C116 C11C 0.5(4) . . . . ? C111 C116 C115 C114 2.3(4) . . . . ? C11C C116 C115 C114 -177.0(3) . . . . ? C116 C115 C114 C113 0.8(4) . . . . ? C116 C115 C114 C11B -179.1(3) . . . . ? C115 C114 C113 C112 -2.0(4) . . . . ? C11B C114 C113 C112 177.9(3) . . . . ? C114 C113 C112 C111 0.1(4) . . . . ? C114 C113 C112 C11A 179.3(2) . . . . ? C116 C111 C112 C113 3.0(3) . . . . ? C11 C111 C112 C113 177.7(2) . . . . ? C116 C111 C112 C11A -176.1(2) . . . . ? C11 C111 C112 C11A -1.4(3) . . . . ? C3S C2S C1S C3S 0.8(8) 2_776 . . . ? C2S C1S C3S C4S -176.1(6) . . . . ? C2S C1S C3S C2S -0.8(8) . . . 2_776 ? _diffrn_measured_fraction_theta_max 0.957 _diffrn_reflns_theta_full 67.85 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 1.339 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.069 _contact_Crystallographer_name 'Richard Staples' _contact_Crystallographer_email xraystaples@chemistry.msu.com data_motbunc_0m _database_code_depnum_ccdc_archive 'CCDC 909422' #TrackingRef 'structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common Mo(dpma-mes)(NMe2)2(tBuNC) _chemical_formula_moiety 'C38 H54 Mo N6, C4 H10 O' _chemical_formula_sum 'C42 H64 Mo N6 O' _chemical_properties_physical 'air-sensitive, moisture-sensitive, oxygen-sensitive' _exptl_crystal_recrystallization_method 'layered diffusion pentane on diethyl ether' _chemical_melting_point ? _exptl_crystal_description chunk _exptl_crystal_colour red _diffrn_ambient_temperature 173(2) _chemical_formula_weight 764.93 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' 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' _symmetry_int_tables_number 14 _chemical_absolute_configuration ad 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 11.1614(2) _cell_length_b 30.3369(7) _cell_length_c 12.4226(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.527(2) _cell_angle_gamma 90.00 _cell_volume 4159.82(16) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9868 _cell_measurement_theta_min 2.282 _cell_measurement_theta_max 26.389 _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1632 _exptl_absorpt_coefficient_mu 0.353 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8440 _exptl_absorpt_correction_T_max 0.9642 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and phi scans of 0.5\% per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83\%A to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections.Data reduction was performed using the SAINT software which corrects for Lp. Scaling and absorption corrections were applied using SADABS6 multi-scan technique, supplied by George Sheldrick. The structures are solved by the direct method using the SHELXS-97 program and refined by least squares method on F2, SHELXL-97, incorporated in SHELXTL-PC V 6.14. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94 \%A and Uiso(H) = 1.2Ueq(C) C-H (alaphatic) = 0.99 \%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98 \%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%Aand Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method '\w,and/f 0.5 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_reflns_number 33709 _diffrn_reflns_av_R_equivalents 0.0428 _diffrn_reflns_av_sigmaI/netI 0.0428 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 26.39 _reflns_number_total 8501 _reflns_number_gt 6532 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COSMO (BRUKER, V1.58, 2006)' _computing_cell_refinement 'APEX2 (BRUKER, V2008.5-0, 2006)' _computing_data_reduction 'SAINT (BRUKER, V7.34A, 2006)' _computing_structure_solution 'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_structure_refinement 'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_publication_material 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _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^)+(0.0408P)^2^+1.6920P] 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 8501 _refine_ls_number_parameters 509 _refine_ls_number_restraints 28 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.0913 _refine_ls_wR_factor_gt 0.0840 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.003 _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 0.851238(17) 0.169024(7) 0.721533(16) 0.02472(7) Uani 1 1 d . . . N6 N 1.0961(2) 0.11900(7) 0.85631(17) 0.0359(5) Uani 1 1 d . . . N4 N 0.70551(18) 0.20814(7) 0.66459(18) 0.0352(5) Uani 1 1 d . . . N2 N 0.73835(18) 0.12917(8) 0.80410(17) 0.0356(5) Uani 1 1 d . . . N3 N 0.84665(19) 0.20437(8) 0.88984(17) 0.0363(5) Uani 1 1 d . . . N1 N 0.96735(17) 0.22410(6) 0.71903(16) 0.0286(5) Uani 1 1 d . . . N5 N 0.85270(17) 0.13962(6) 0.58377(15) 0.0270(4) Uani 1 1 d . . . C63 C 1.2677(4) 0.07026(14) 0.8706(4) 0.1052(18) Uani 1 1 d . . . H63A H 1.2141 0.0462 0.8411 0.158 Uiso 1 1 calc R . . H63B H 1.3368 0.0582 0.9196 0.158 Uiso 1 1 calc R . . H63C H 1.2970 0.0860 0.8108 0.158 Uiso 1 1 calc R . . C62 C 1.1454(4) 0.07887(15) 1.0238(3) 0.1032(18) Uani 1 1 d . . . H62A H 1.0977 0.1001 1.0591 0.155 Uiso 1 1 calc R . . H62B H 1.2111 0.0672 1.0775 0.155 Uiso 1 1 calc R . . H62C H 1.0931 0.0546 0.9935 0.155 Uiso 1 1 calc R . . C21C C 0.8974(4) 0.02744(13) 0.8408(3) 0.0874(14) Uani 1 1 d . . . H21A H 0.8535 0.0135 0.8945 0.131 Uiso 1 1 calc R . . H21B H 0.9169 0.0580 0.8625 0.131 Uiso 1 1 calc R . . H21C H 0.9725 0.0112 0.8370 0.131 Uiso 1 1 calc R . . C22 C 0.6209(4) 0.08012(15) 0.8741(3) 0.0839(14) Uani 1 1 d . . . H22 H 0.5776 0.0540 0.8855 0.101 Uiso 1 1 calc R . . C21B C 0.8087(4) -0.03358(12) 0.4601(4) 0.0808(13) Uani 1 1 d . . . H21D H 0.8845 -0.0232 0.4379 0.121 Uiso 1 1 calc R . . H21E H 0.7441 -0.0329 0.3974 0.121 Uiso 1 1 calc R . . H21F H 0.8193 -0.0638 0.4877 0.121 Uiso 1 1 calc R . . C11B C 1.2139(4) 0.13366(12) 0.3128(3) 0.0714(11) Uani 1 1 d . . . H11A H 1.1522 0.1339 0.2478 0.107 Uiso 1 1 calc R . . H11B H 1.2291 0.1032 0.3377 0.107 Uiso 1 1 calc R . . H11C H 1.2891 0.1466 0.2951 0.107 Uiso 1 1 calc R . . C11C C 1.2669(3) 0.18307(14) 0.7018(3) 0.0688(11) Uani 1 1 d . . . H11D H 1.3226 0.2082 0.7106 0.103 Uiso 1 1 calc R . . H11E H 1.3133 0.1556 0.7113 0.103 Uiso 1 1 calc R . . H11F H 1.2121 0.1847 0.7565 0.103 Uiso 1 1 calc R . . C12 C 1.0967(3) 0.27820(11) 0.6947(3) 0.0647(10) Uani 1 1 d . . . H12 H 1.1562 0.2952 0.6662 0.078 Uiso 1 1 calc R . . C13 C 1.0380(3) 0.28989(10) 0.7837(2) 0.0559(9) Uani 1 1 d . . . H13 H 1.0502 0.3160 0.8262 0.067 Uiso 1 1 calc R . . C215 C 0.8452(3) -0.00189(10) 0.6498(3) 0.0586(9) Uani 1 1 d . . . H215 H 0.9136 -0.0208 0.6649 0.070 Uiso 1 1 calc R . . C61 C 1.2779(3) 0.14001(11) 0.9777(3) 0.0569(9) Uani 1 1 d . . . H61A H 1.3128 0.1541 0.9185 0.085 Uiso 1 1 calc R . . H61B H 1.3432 0.1292 1.0328 0.085 Uiso 1 1 calc R . . H61C H 1.2288 0.1615 1.0107 0.085 Uiso 1 1 calc R . . C21A C 0.5303(3) 0.07885(11) 0.5845(3) 0.0528(8) Uani 1 1 d . . . H21G H 0.5510 0.1083 0.5608 0.079 Uiso 1 1 calc R . . H21H H 0.4916 0.0813 0.6501 0.079 Uiso 1 1 calc R . . H21I H 0.4745 0.0646 0.5265 0.079 Uiso 1 1 calc R . . C11A C 0.9279(3) 0.24510(11) 0.4303(2) 0.0509(8) Uani 1 1 d . . . H11G H 0.8603 0.2370 0.4684 0.076 Uiso 1 1 calc R . . H11H H 0.9015 0.2439 0.3515 0.076 Uiso 1 1 calc R . . H11I H 0.9547 0.2751 0.4511 0.076 Uiso 1 1 calc R . . C42 C 0.5790(2) 0.19566(11) 0.6596(3) 0.0522(8) Uani 1 1 d . . . H42A H 0.5357 0.2187 0.6935 0.078 Uiso 1 1 calc R . . H42B H 0.5736 0.1678 0.6986 0.078 Uiso 1 1 calc R . . H42C H 0.5424 0.1920 0.5834 0.078 Uiso 1 1 calc R . . C214 C 0.7749(3) -0.00396(10) 0.5485(3) 0.0522(8) Uani 1 1 d . . . C32 C 0.7229(3) 0.19520(11) 0.9154(3) 0.0528(8) Uani 1 1 d . . . H32A H 0.7195 0.2016 0.9931 0.063 Uiso 1 1 calc R . . H32B H 0.6629 0.2142 0.8705 0.063 Uiso 1 1 calc R . . C6 C 1.1989(3) 0.10166(10) 0.9327(3) 0.0504(8) Uani 1 1 d . . . C216 C 0.8192(3) 0.02697(10) 0.7303(3) 0.0522(8) Uani 1 1 d . . . C24 C 0.6942(3) 0.14809(12) 0.8919(2) 0.0504(8) Uani 1 1 d . . . C41 C 0.7107(3) 0.25121(10) 0.6152(2) 0.0465(7) Uani 1 1 d . . . H41A H 0.6771 0.2495 0.5378 0.070 Uiso 1 1 calc R . . H41B H 0.7951 0.2611 0.6227 0.070 Uiso 1 1 calc R . . H41C H 0.6634 0.2722 0.6515 0.070 Uiso 1 1 calc R . . C115 C 1.2313(3) 0.15925(10) 0.5069(3) 0.0459(7) Uani 1 1 d . . . H115 H 1.3009 0.1410 0.5230 0.055 Uiso 1 1 calc R . . C21 C 0.6918(3) 0.08658(11) 0.7941(2) 0.0470(7) Uani 1 1 d . . . C213 C 0.6734(3) 0.02247(9) 0.5314(3) 0.0451(7) Uani 1 1 d . . . H213 H 0.6216 0.0206 0.4636 0.054 Uiso 1 1 calc R . . C114 C 1.1699(3) 0.16024(9) 0.4014(3) 0.0455(7) Uani 1 1 d . . . C31 C 0.8646(3) 0.25176(9) 0.8676(2) 0.0437(7) Uani 1 1 d . . . H31A H 0.8890 0.2677 0.9369 0.052 Uiso 1 1 calc R . . H31B H 0.7878 0.2647 0.8311 0.052 Uiso 1 1 calc R . . C33 C 0.9374(3) 0.18979(10) 0.9812(2) 0.0433(7) Uani 1 1 d . . . H33A H 1.0189 0.1951 0.9636 0.065 Uiso 1 1 calc R . . H33B H 0.9269 0.1582 0.9940 0.065 Uiso 1 1 calc R . . H33C H 0.9268 0.2064 1.0469 0.065 Uiso 1 1 calc R . . C116 C 1.1941(2) 0.18414(10) 0.5899(2) 0.0414(7) Uani 1 1 d . . . C113 C 1.0706(3) 0.18779(9) 0.3799(2) 0.0402(7) Uani 1 1 d . . . H113 H 1.0282 0.1892 0.3078 0.048 Uiso 1 1 calc R . . C51 C 0.7666(2) 0.14668(10) 0.4838(2) 0.0409(7) Uani 1 1 d . . . H51A H 0.8103 0.1570 0.4258 0.061 Uiso 1 1 calc R . . H51B H 0.7067 0.1689 0.4972 0.061 Uiso 1 1 calc R . . H51C H 0.7253 0.1189 0.4617 0.061 Uiso 1 1 calc R . . C211 C 0.7192(2) 0.05526(9) 0.7094(2) 0.0408(7) Uani 1 1 d . . . C212 C 0.6439(2) 0.05167(9) 0.6093(2) 0.0389(6) Uani 1 1 d . . . C11 C 1.0529(3) 0.23799(9) 0.6566(2) 0.0376(6) Uani 1 1 d . . . C112 C 1.0304(2) 0.21370(9) 0.4606(2) 0.0352(6) Uani 1 1 d . . . C14 C 0.9604(2) 0.25642(9) 0.7965(2) 0.0367(6) Uani 1 1 d . . . C52 C 0.9403(2) 0.10601(8) 0.5603(2) 0.0330(6) Uani 1 1 d . . . H52A H 0.8970 0.0790 0.5350 0.049 Uiso 1 1 calc R . . H52B H 0.9969 0.0997 0.6267 0.049 Uiso 1 1 calc R . . H52C H 0.9853 0.1169 0.5038 0.049 Uiso 1 1 calc R . . C111 C 1.0919(2) 0.21100(8) 0.5674(2) 0.0326(6) Uani 1 1 d . . . C20 C 1.0117(2) 0.13352(8) 0.80317(19) 0.0272(5) Uani 1 1 d . . . C23 C 0.6234(3) 0.11887(15) 0.9363(3) 0.0834(14) Uani 1 1 d . . . H23 H 0.5833 0.1237 0.9976 0.100 Uiso 1 1 calc R . . C1S C 0.4631(9) 0.0576(5) 0.2389(12) 0.094(4) Uani 0.697(6) 1 d PD A 1 H1S1 H 0.4784 0.0619 0.3179 0.141 Uiso 0.697(6) 1 calc PR A 1 H1S2 H 0.3957 0.0369 0.2205 0.141 Uiso 0.697(6) 1 calc PR A 1 H1S3 H 0.4423 0.0859 0.2030 0.141 Uiso 0.697(6) 1 calc PR A 1 O1S O 0.6668(6) 0.0708(2) 0.2256(6) 0.0684(17) Uani 0.697(6) 1 d PD A 1 C4S C 0.8651(10) 0.0909(5) 0.2185(10) 0.105(4) Uani 0.697(6) 1 d PD A 1 H4S1 H 0.8317 0.1192 0.1900 0.158 Uiso 0.697(6) 1 calc PR A 1 H4S2 H 0.9366 0.0836 0.1847 0.158 Uiso 0.697(6) 1 calc PR A 1 H4S3 H 0.8882 0.0930 0.2975 0.158 Uiso 0.697(6) 1 calc PR A 1 C3S C 0.7767(7) 0.0575(3) 0.1940(6) 0.088(2) Uani 0.697(6) 1 d PD A 1 H3S1 H 0.7646 0.0513 0.1149 0.105 Uiso 0.697(6) 1 calc PR A 1 H3S2 H 0.8050 0.0300 0.2328 0.105 Uiso 0.697(6) 1 calc PR A 1 C2S C 0.5712(6) 0.0398(2) 0.2022(6) 0.0836(18) Uani 0.697(6) 1 d PD A 1 H2S1 H 0.5942 0.0116 0.2399 0.100 Uiso 0.697(6) 1 calc PR A 1 H2S2 H 0.5551 0.0340 0.1229 0.100 Uiso 0.697(6) 1 calc PR A 1 C1B C 0.457(3) 0.0394(11) 0.215(4) 0.138(18) Uani 0.303(6) 1 d PD A 2 H1B1 H 0.4283 0.0330 0.1380 0.207 Uiso 0.303(6) 1 calc PR A 2 H1B2 H 0.3899 0.0504 0.2495 0.207 Uiso 0.303(6) 1 calc PR A 2 H1B3 H 0.4895 0.0124 0.2515 0.207 Uiso 0.303(6) 1 calc PR A 2 C2B C 0.5502(15) 0.0719(5) 0.2224(14) 0.0836(18) Uani 0.303(6) 1 d PD A 2 H2B1 H 0.5575 0.0868 0.2939 0.100 Uiso 0.303(6) 1 calc PR A 2 H2B2 H 0.5296 0.0943 0.1648 0.100 Uiso 0.303(6) 1 calc PR A 2 C3B C 0.7455(16) 0.0868(6) 0.2033(13) 0.077(5) Uani 0.303(6) 1 d PD A 2 H3B1 H 0.7030 0.1084 0.1512 0.093 Uiso 0.303(6) 1 calc PR A 2 H3B2 H 0.7584 0.1014 0.2754 0.093 Uiso 0.303(6) 1 calc PR A 2 C4B C 0.861(3) 0.0798(12) 0.173(3) 0.135(13) Uani 0.303(6) 1 d PD A 2 H4B1 H 0.8949 0.0520 0.2040 0.202 Uiso 0.303(6) 1 calc PR A 2 H4B2 H 0.9154 0.1041 0.2002 0.202 Uiso 0.303(6) 1 calc PR A 2 H4B3 H 0.8543 0.0786 0.0933 0.202 Uiso 0.303(6) 1 calc PR A 2 O1B O 0.6634(15) 0.0511(6) 0.210(2) 0.121(8) Uani 0.303(6) 1 d PD A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Mo1 0.01938(10) 0.02717(12) 0.02845(11) -0.00343(10) 0.00629(7) 0.00120(9) N6 0.0349(12) 0.0359(13) 0.0357(12) -0.0003(10) 0.0018(10) 0.0012(10) N4 0.0240(11) 0.0336(13) 0.0475(13) -0.0063(10) 0.0032(9) 0.0055(9) N2 0.0278(11) 0.0454(14) 0.0358(12) -0.0025(10) 0.0121(9) -0.0078(10) N3 0.0295(11) 0.0453(14) 0.0367(12) -0.0131(10) 0.0135(9) -0.0026(10) N1 0.0263(10) 0.0244(11) 0.0348(11) -0.0027(9) 0.0037(9) 0.0013(9) N5 0.0267(10) 0.0260(11) 0.0291(10) -0.0008(9) 0.0068(8) -0.0006(8) C63 0.080(3) 0.082(3) 0.137(4) -0.038(3) -0.043(3) 0.047(2) C62 0.089(3) 0.119(4) 0.085(3) 0.066(3) -0.042(2) -0.047(3) C21C 0.080(3) 0.060(2) 0.106(3) 0.035(2) -0.038(2) -0.023(2) C22 0.088(3) 0.105(3) 0.069(2) -0.021(2) 0.044(2) -0.065(3) C21B 0.069(2) 0.046(2) 0.136(4) -0.023(2) 0.043(3) 0.0038(19) C11B 0.087(3) 0.056(2) 0.082(3) -0.0157(19) 0.049(2) -0.008(2) C11C 0.0377(17) 0.112(3) 0.055(2) 0.017(2) 0.0011(15) -0.0108(19) C12 0.095(3) 0.054(2) 0.0514(19) -0.0118(16) 0.0292(19) -0.042(2) C13 0.086(2) 0.0358(18) 0.0469(18) -0.0134(14) 0.0118(17) -0.0201(17) C215 0.0332(16) 0.0301(17) 0.111(3) 0.0130(19) 0.0044(18) -0.0005(13) C61 0.0465(18) 0.063(2) 0.0549(19) 0.0039(17) -0.0123(15) -0.0052(16) C21A 0.0370(16) 0.053(2) 0.067(2) -0.0154(16) 0.0029(15) 0.0029(14) C11A 0.0550(19) 0.055(2) 0.0438(17) 0.0136(15) 0.0117(14) 0.0096(16) C42 0.0271(15) 0.052(2) 0.075(2) -0.0112(17) -0.0014(14) 0.0105(13) C214 0.0434(17) 0.0264(16) 0.091(2) -0.0014(16) 0.0220(17) -0.0022(13) C32 0.0375(16) 0.076(2) 0.0501(18) -0.0215(17) 0.0244(14) -0.0050(16) C6 0.0419(17) 0.0476(19) 0.0550(18) 0.0066(15) -0.0149(14) 0.0035(14) C216 0.0391(17) 0.0392(18) 0.074(2) 0.0194(16) -0.0059(15) -0.0170(14) C24 0.0360(16) 0.077(2) 0.0423(16) -0.0153(16) 0.0201(13) -0.0169(16) C41 0.0402(16) 0.0458(18) 0.0523(18) -0.0003(14) 0.0028(13) 0.0133(14) C115 0.0333(15) 0.0411(18) 0.067(2) 0.0137(15) 0.0207(14) -0.0008(12) C21 0.0407(16) 0.060(2) 0.0420(16) -0.0027(14) 0.0112(13) -0.0193(15) C213 0.0406(16) 0.0370(17) 0.0568(18) -0.0063(14) 0.0040(14) -0.0017(13) C114 0.0514(18) 0.0333(17) 0.0589(19) 0.0000(13) 0.0316(15) -0.0100(13) C31 0.0420(16) 0.0415(17) 0.0486(16) -0.0185(14) 0.0099(13) 0.0042(13) C33 0.0450(17) 0.0547(19) 0.0312(14) -0.0105(13) 0.0093(12) -0.0060(14) C116 0.0343(15) 0.0462(17) 0.0452(16) 0.0107(13) 0.0111(12) -0.0122(13) C113 0.0471(17) 0.0423(17) 0.0334(14) 0.0032(12) 0.0133(12) -0.0113(14) C51 0.0388(15) 0.0461(17) 0.0356(14) -0.0050(13) -0.0021(12) 0.0026(13) C211 0.0345(15) 0.0388(16) 0.0496(16) 0.0046(13) 0.0076(12) -0.0161(13) C212 0.0315(14) 0.0319(15) 0.0548(17) -0.0009(13) 0.0109(12) -0.0037(12) C11 0.0464(16) 0.0327(15) 0.0354(14) -0.0007(12) 0.0112(12) -0.0129(13) C112 0.0383(15) 0.0322(15) 0.0370(14) 0.0069(12) 0.0122(12) -0.0057(12) C14 0.0419(15) 0.0276(15) 0.0400(15) -0.0056(12) 0.0043(12) 0.0023(12) C52 0.0370(14) 0.0294(14) 0.0347(14) -0.0067(11) 0.0125(11) 0.0022(11) C111 0.0364(14) 0.0298(14) 0.0337(13) 0.0020(11) 0.0118(11) -0.0123(11) C20 0.0282(13) 0.0269(13) 0.0277(12) -0.0020(10) 0.0084(10) -0.0023(11) C23 0.077(3) 0.127(4) 0.057(2) -0.033(2) 0.047(2) -0.054(3) C1S 0.056(6) 0.138(10) 0.086(5) 0.042(7) 0.002(4) 0.013(6) O1S 0.059(4) 0.067(4) 0.079(3) 0.003(3) 0.013(2) 0.001(3) C4S 0.066(5) 0.153(9) 0.099(8) -0.043(8) 0.023(5) -0.015(5) C3S 0.093(6) 0.077(5) 0.099(5) -0.010(4) 0.033(4) 0.009(5) C2S 0.081(4) 0.078(5) 0.095(4) -0.003(4) 0.026(3) -0.002(4) C1B 0.082(18) 0.16(3) 0.17(3) 0.04(2) -0.001(17) -0.05(2) C2B 0.081(4) 0.078(5) 0.095(4) -0.003(4) 0.026(3) -0.002(4) C3B 0.069(11) 0.093(13) 0.069(9) 0.005(9) 0.007(8) 0.014(11) C4B 0.104(19) 0.19(4) 0.12(3) 0.06(2) 0.045(18) 0.01(2) O1B 0.091(12) 0.112(15) 0.175(15) -0.030(12) 0.065(10) -0.050(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 N5 1.9321(19) . ? Mo1 N4 2.053(2) . ? Mo1 N1 2.117(2) . ? Mo1 N2 2.118(2) . ? Mo1 C20 2.204(2) . ? Mo1 N3 2.357(2) . ? N6 C20 1.155(3) . ? N6 C6 1.474(3) . ? N4 C41 1.449(4) . ? N4 C42 1.454(3) . ? N2 C24 1.386(3) . ? N2 C21 1.391(4) . ? N3 C33 1.473(3) . ? N3 C31 1.483(4) . ? N3 C32 1.489(3) . ? N1 C11 1.382(3) . ? N1 C14 1.384(3) . ? N5 C51 1.469(3) . ? N5 C52 1.471(3) . ? C63 C6 1.506(5) . ? C63 H63A 0.9800 . ? C63 H63B 0.9800 . ? C63 H63C 0.9800 . ? C62 C6 1.522(5) . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C21C C216 1.514(5) . ? C21C H21A 0.9800 . ? C21C H21B 0.9800 . ? C21C H21C 0.9800 . ? C22 C21 1.373(4) . ? C22 C23 1.405(5) . ? C22 H22 0.9500 . ? C21B C214 1.509(5) . ? C21B H21D 0.9800 . ? C21B H21E 0.9800 . ? C21B H21F 0.9800 . ? C11B C114 1.505(4) . ? C11B H11A 0.9800 . ? C11B H11B 0.9800 . ? C11B H11C 0.9800 . ? C11C C116 1.504(4) . ? C11C H11D 0.9800 . ? C11C H11E 0.9800 . ? C11C H11F 0.9800 . ? C12 C11 1.372(4) . ? C12 C13 1.411(4) . ? C12 H12 0.9500 . ? C13 C14 1.359(4) . ? C13 H13 0.9500 . ? C215 C214 1.382(5) . ? C215 C216 1.392(5) . ? C215 H215 0.9500 . ? C61 C6 1.515(4) . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C21A C212 1.505(4) . ? C21A H21G 0.9800 . ? C21A H21H 0.9800 . ? C21A H21I 0.9800 . ? C11A C112 1.493(4) . ? C11A H11G 0.9800 . ? C11A H11H 0.9800 . ? C11A H11I 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C214 C213 1.379(4) . ? C32 C24 1.484(4) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C216 C211 1.401(4) . ? C24 C23 1.358(4) . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C115 C114 1.386(4) . ? C115 C116 1.390(4) . ? C115 H115 0.9500 . ? C21 C211 1.483(4) . ? C213 C212 1.387(4) . ? C213 H213 0.9500 . ? C114 C113 1.382(4) . ? C31 C14 1.492(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C116 C111 1.396(4) . ? C113 C112 1.399(4) . ? C113 H113 0.9500 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C211 C212 1.398(4) . ? C11 C111 1.494(4) . ? C112 C111 1.403(4) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C23 H23 0.9500 . ? C1S C2S 1.456(12) . ? C1S H1S1 0.9800 . ? C1S H1S2 0.9800 . ? C1S H1S3 0.9800 . ? O1S C3S 1.402(8) . ? O1S C2S 1.420(8) . ? C4S C3S 1.416(11) . ? C4S H4S1 0.9800 . ? C4S H4S2 0.9800 . ? C4S H4S3 0.9800 . ? C3S H3S1 0.9900 . ? C3S H3S2 0.9900 . ? C2S H2S1 0.9900 . ? C2S H2S2 0.9900 . ? C1B C2B 1.424(15) . ? C1B H1B1 0.9800 . ? C1B H1B2 0.9800 . ? C1B H1B3 0.9800 . ? C2B O1B 1.439(14) . ? C2B H2B1 0.9900 . ? C2B H2B2 0.9900 . ? C3B C4B 1.418(15) . ? C3B O1B 1.429(13) . ? C3B H3B1 0.9900 . ? C3B H3B2 0.9900 . ? C4B H4B1 0.9800 . ? C4B H4B2 0.9800 . ? C4B H4B3 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Mo1 N4 94.13(8) . . ? N5 Mo1 N1 105.41(8) . . ? N4 Mo1 N1 89.67(8) . . ? N5 Mo1 N2 104.43(8) . . ? N4 Mo1 N2 89.94(9) . . ? N1 Mo1 N2 150.11(8) . . ? N5 Mo1 C20 93.96(8) . . ? N4 Mo1 C20 171.68(8) . . ? N1 Mo1 C20 86.28(8) . . ? N2 Mo1 C20 89.96(8) . . ? N5 Mo1 N3 179.14(8) . . ? N4 Mo1 N3 85.55(8) . . ? N1 Mo1 N3 75.40(7) . . ? N2 Mo1 N3 74.78(8) . . ? C20 Mo1 N3 86.40(8) . . ? C20 N6 C6 174.9(3) . . ? C41 N4 C42 108.4(2) . . ? C41 N4 Mo1 126.02(17) . . ? C42 N4 Mo1 125.38(19) . . ? C24 N2 C21 106.4(2) . . ? C24 N2 Mo1 116.81(19) . . ? C21 N2 Mo1 136.77(18) . . ? C33 N3 C31 109.8(2) . . ? C33 N3 C32 109.5(2) . . ? C31 N3 C32 112.1(2) . . ? C33 N3 Mo1 116.36(16) . . ? C31 N3 Mo1 104.75(15) . . ? C32 N3 Mo1 104.31(15) . . ? C11 N1 C14 106.8(2) . . ? C11 N1 Mo1 136.41(17) . . ? C14 N1 Mo1 116.84(16) . . ? C51 N5 C52 107.73(19) . . ? C51 N5 Mo1 126.23(16) . . ? C52 N5 Mo1 126.04(15) . . ? C6 C63 H63A 109.5 . . ? C6 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C6 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C6 C62 H62A 109.5 . . ? C6 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C6 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C216 C21C H21A 109.5 . . ? C216 C21C H21B 109.5 . . ? H21A C21C H21B 109.5 . . ? C216 C21C H21C 109.5 . . ? H21A C21C H21C 109.5 . . ? H21B C21C H21C 109.5 . . ? C21 C22 C23 108.1(3) . . ? C21 C22 H22 125.9 . . ? C23 C22 H22 125.9 . . ? C214 C21B H21D 109.5 . . ? C214 C21B H21E 109.5 . . ? H21D C21B H21E 109.5 . . ? C214 C21B H21F 109.5 . . ? H21D C21B H21F 109.5 . . ? H21E C21B H21F 109.5 . . ? C114 C11B H11A 109.5 . . ? C114 C11B H11B 109.5 . . ? H11A C11B H11B 109.5 . . ? C114 C11B H11C 109.5 . . ? H11A C11B H11C 109.5 . . ? H11B C11B H11C 109.5 . . ? C116 C11C H11D 109.5 . . ? C116 C11C H11E 109.5 . . ? H11D C11C H11E 109.5 . . ? C116 C11C H11F 109.5 . . ? H11D C11C H11F 109.5 . . ? H11E C11C H11F 109.5 . . ? C11 C12 C13 108.1(3) . . ? C11 C12 H12 126.0 . . ? C13 C12 H12 126.0 . . ? C14 C13 C12 106.4(3) . . ? C14 C13 H13 126.8 . . ? C12 C13 H13 126.8 . . ? C214 C215 C216 122.1(3) . . ? C214 C215 H215 118.9 . . ? C216 C215 H215 118.9 . . ? C6 C61 H61A 109.5 . . ? C6 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C6 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C212 C21A H21G 109.5 . . ? C212 C21A H21H 109.5 . . ? H21G C21A H21H 109.5 . . ? C212 C21A H21I 109.5 . . ? H21G C21A H21I 109.5 . . ? H21H C21A H21I 109.5 . . ? C112 C11A H11G 109.5 . . ? C112 C11A H11H 109.5 . . ? H11G C11A H11H 109.5 . . ? C112 C11A H11I 109.5 . . ? H11G C11A H11I 109.5 . . ? H11H C11A H11I 109.5 . . ? N4 C42 H42A 109.5 . . ? N4 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N4 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C213 C214 C215 117.2(3) . . ? C213 C214 C21B 121.5(3) . . ? C215 C214 C21B 121.3(3) . . ? C24 C32 N3 108.5(2) . . ? C24 C32 H32A 110.0 . . ? N3 C32 H32A 110.0 . . ? C24 C32 H32B 110.0 . . ? N3 C32 H32B 110.0 . . ? H32A C32 H32B 108.4 . . ? N6 C6 C63 107.7(3) . . ? N6 C6 C61 108.6(2) . . ? C63 C6 C61 111.2(3) . . ? N6 C6 C62 106.7(3) . . ? C63 C6 C62 112.3(3) . . ? C61 C6 C62 110.2(3) . . ? C215 C216 C211 119.8(3) . . ? C215 C216 C21C 120.3(3) . . ? C211 C216 C21C 119.9(3) . . ? C23 C24 N2 110.2(3) . . ? C23 C24 C32 132.1(3) . . ? N2 C24 C32 117.5(2) . . ? N4 C41 H41A 109.5 . . ? N4 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N4 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C114 C115 C116 121.9(3) . . ? C114 C115 H115 119.0 . . ? C116 C115 H115 119.0 . . ? C22 C21 N2 108.4(3) . . ? C22 C21 C211 128.6(3) . . ? N2 C21 C211 123.0(2) . . ? C214 C213 C212 122.6(3) . . ? C214 C213 H213 118.7 . . ? C212 C213 H213 118.7 . . ? C113 C114 C115 117.8(3) . . ? C113 C114 C11B 121.4(3) . . ? C115 C114 C11B 120.7(3) . . ? N3 C31 C14 109.3(2) . . ? N3 C31 H31A 109.8 . . ? C14 C31 H31A 109.8 . . ? N3 C31 H31B 109.8 . . ? C14 C31 H31B 109.8 . . ? H31A C31 H31B 108.3 . . ? N3 C33 H33A 109.5 . . ? N3 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N3 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C115 C116 C111 119.6(3) . . ? C115 C116 C11C 119.6(3) . . ? C111 C116 C11C 120.8(3) . . ? C114 C113 C112 122.3(3) . . ? C114 C113 H113 118.9 . . ? C112 C113 H113 118.9 . . ? N5 C51 H51A 109.5 . . ? N5 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? N5 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C212 C211 C216 118.3(3) . . ? C212 C211 C21 121.4(3) . . ? C216 C211 C21 120.3(3) . . ? C213 C212 C211 119.8(3) . . ? C213 C212 C21A 119.1(3) . . ? C211 C212 C21A 121.1(3) . . ? C12 C11 N1 108.6(2) . . ? C12 C11 C111 128.0(3) . . ? N1 C11 C111 123.4(2) . . ? C113 C112 C111 118.8(3) . . ? C113 C112 C11A 119.5(2) . . ? C111 C112 C11A 121.6(2) . . ? C13 C14 N1 110.2(2) . . ? C13 C14 C31 131.7(3) . . ? N1 C14 C31 117.6(2) . . ? N5 C52 H52A 109.5 . . ? N5 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? N5 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C116 C111 C112 119.6(2) . . ? C116 C111 C11 119.4(2) . . ? C112 C111 C11 121.0(2) . . ? N6 C20 Mo1 171.1(2) . . ? C24 C23 C22 106.8(3) . . ? C24 C23 H23 126.6 . . ? C22 C23 H23 126.6 . . ? C3S O1S C2S 114.4(7) . . ? O1S C3S C4S 110.2(9) . . ? O1S C3S H3S1 109.6 . . ? C4S C3S H3S1 109.6 . . ? O1S C3S H3S2 109.6 . . ? C4S C3S H3S2 109.6 . . ? H3S1 C3S H3S2 108.1 . . ? O1S C2S C1S 108.8(8) . . ? O1S C2S H2S1 109.9 . . ? C1S C2S H2S1 109.9 . . ? O1S C2S H2S2 109.9 . . ? C1S C2S H2S2 109.9 . . ? H2S1 C2S H2S2 108.3 . . ? C2B C1B H1B1 109.5 . . ? C2B C1B H1B2 109.5 . . ? H1B1 C1B H1B2 109.5 . . ? C2B C1B H1B3 109.5 . . ? H1B1 C1B H1B3 109.5 . . ? H1B2 C1B H1B3 109.5 . . ? C1B C2B O1B 109(2) . . ? C1B C2B H2B1 109.8 . . ? O1B C2B H2B1 109.8 . . ? C1B C2B H2B2 109.8 . . ? O1B C2B H2B2 109.8 . . ? H2B1 C2B H2B2 108.2 . . ? C4B C3B O1B 121(2) . . ? C4B C3B H3B1 107.0 . . ? O1B C3B H3B1 107.0 . . ? C4B C3B H3B2 107.0 . . ? O1B C3B H3B2 107.0 . . ? H3B1 C3B H3B2 106.7 . . ? C3B C4B H4B1 109.5 . . ? C3B C4B H4B2 109.5 . . ? H4B1 C4B H4B2 109.5 . . ? C3B C4B H4B3 109.5 . . ? H4B1 C4B H4B3 109.5 . . ? H4B2 C4B H4B3 109.5 . . ? C3B O1B C2B 104.8(17) . . ? 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 N5 Mo1 N4 C41 -89.5(2) . . . . ? N1 Mo1 N4 C41 16.0(2) . . . . ? N2 Mo1 N4 C41 166.1(2) . . . . ? C20 Mo1 N4 C41 76.8(7) . . . . ? N3 Mo1 N4 C41 91.3(2) . . . . ? N5 Mo1 N4 C42 85.5(2) . . . . ? N1 Mo1 N4 C42 -169.1(2) . . . . ? N2 Mo1 N4 C42 -19.0(2) . . . . ? C20 Mo1 N4 C42 -108.2(6) . . . . ? N3 Mo1 N4 C42 -93.7(2) . . . . ? N5 Mo1 N2 C24 -163.0(2) . . . . ? N4 Mo1 N2 C24 -68.8(2) . . . . ? N1 Mo1 N2 C24 20.5(3) . . . . ? C20 Mo1 N2 C24 102.9(2) . . . . ? N3 Mo1 N2 C24 16.65(19) . . . . ? N5 Mo1 N2 C21 16.3(3) . . . . ? N4 Mo1 N2 C21 110.5(3) . . . . ? N1 Mo1 N2 C21 -160.2(2) . . . . ? C20 Mo1 N2 C21 -77.8(3) . . . . ? N3 Mo1 N2 C21 -164.1(3) . . . . ? N5 Mo1 N3 C33 111(6) . . . . ? N4 Mo1 N3 C33 178.65(19) . . . . ? N1 Mo1 N3 C33 -90.52(19) . . . . ? N2 Mo1 N3 C33 87.50(19) . . . . ? C20 Mo1 N3 C33 -3.44(19) . . . . ? N5 Mo1 N3 C31 -128(6) . . . . ? N4 Mo1 N3 C31 -59.93(16) . . . . ? N1 Mo1 N3 C31 30.89(16) . . . . ? N2 Mo1 N3 C31 -151.08(17) . . . . ? C20 Mo1 N3 C31 117.98(17) . . . . ? N5 Mo1 N3 C32 -10(6) . . . . ? N4 Mo1 N3 C32 57.99(19) . . . . ? N1 Mo1 N3 C32 148.8(2) . . . . ? N2 Mo1 N3 C32 -33.16(19) . . . . ? C20 Mo1 N3 C32 -124.10(19) . . . . ? N5 Mo1 N1 C11 -13.8(3) . . . . ? N4 Mo1 N1 C11 -108.0(3) . . . . ? N2 Mo1 N1 C11 162.7(2) . . . . ? C20 Mo1 N1 C11 79.3(2) . . . . ? N3 Mo1 N1 C11 166.5(3) . . . . ? N5 Mo1 N1 C14 165.19(17) . . . . ? N4 Mo1 N1 C14 71.00(18) . . . . ? N2 Mo1 N1 C14 -18.3(3) . . . . ? C20 Mo1 N1 C14 -101.72(18) . . . . ? N3 Mo1 N1 C14 -14.48(17) . . . . ? N4 Mo1 N5 C51 -2.2(2) . . . . ? N1 Mo1 N5 C51 -93.0(2) . . . . ? N2 Mo1 N5 C51 88.8(2) . . . . ? C20 Mo1 N5 C51 179.8(2) . . . . ? N3 Mo1 N5 C51 66(6) . . . . ? N4 Mo1 N5 C52 177.98(19) . . . . ? N1 Mo1 N5 C52 87.18(19) . . . . ? N2 Mo1 N5 C52 -91.02(19) . . . . ? C20 Mo1 N5 C52 0.0(2) . . . . ? N3 Mo1 N5 C52 -114(6) . . . . ? C11 C12 C13 C14 -0.1(4) . . . . ? C216 C215 C214 C213 -2.9(5) . . . . ? C216 C215 C214 C21B 176.5(3) . . . . ? C33 N3 C32 C24 -81.0(3) . . . . ? C31 N3 C32 C24 157.0(2) . . . . ? Mo1 N3 C32 C24 44.2(3) . . . . ? C20 N6 C6 C63 162(3) . . . . ? C20 N6 C6 C61 -77(3) . . . . ? C20 N6 C6 C62 41(3) . . . . ? C214 C215 C216 C211 -0.4(4) . . . . ? C214 C215 C216 C21C 178.8(3) . . . . ? C21 N2 C24 C23 0.3(4) . . . . ? Mo1 N2 C24 C23 179.8(3) . . . . ? C21 N2 C24 C32 -175.4(3) . . . . ? Mo1 N2 C24 C32 4.1(3) . . . . ? N3 C32 C24 C23 150.1(4) . . . . ? N3 C32 C24 N2 -35.3(4) . . . . ? C23 C22 C21 N2 -0.6(5) . . . . ? C23 C22 C21 C211 179.0(3) . . . . ? C24 N2 C21 C22 0.2(4) . . . . ? Mo1 N2 C21 C22 -179.2(3) . . . . ? C24 N2 C21 C211 -179.4(3) . . . . ? Mo1 N2 C21 C211 1.3(5) . . . . ? C215 C214 C213 C212 2.9(4) . . . . ? C21B C214 C213 C212 -176.5(3) . . . . ? C116 C115 C114 C113 1.4(4) . . . . ? C116 C115 C114 C11B 178.7(3) . . . . ? C33 N3 C31 C14 83.6(3) . . . . ? C32 N3 C31 C14 -154.5(2) . . . . ? Mo1 N3 C31 C14 -42.0(2) . . . . ? C114 C115 C116 C111 0.1(4) . . . . ? C114 C115 C116 C11C -177.7(3) . . . . ? C115 C114 C113 C112 -0.9(4) . . . . ? C11B C114 C113 C112 -178.1(3) . . . . ? C215 C216 C211 C212 3.8(4) . . . . ? C21C C216 C211 C212 -175.4(3) . . . . ? C215 C216 C211 C21 -179.1(3) . . . . ? C21C C216 C211 C21 1.7(4) . . . . ? C22 C21 C211 C212 87.7(5) . . . . ? N2 C21 C211 C212 -92.9(3) . . . . ? C22 C21 C211 C216 -89.4(4) . . . . ? N2 C21 C211 C216 90.1(4) . . . . ? C214 C213 C212 C211 0.5(4) . . . . ? C214 C213 C212 C21A -179.1(3) . . . . ? C216 C211 C212 C213 -3.9(4) . . . . ? C21 C211 C212 C213 179.1(2) . . . . ? C216 C211 C212 C21A 175.8(3) . . . . ? C21 C211 C212 C21A -1.3(4) . . . . ? C13 C12 C11 N1 0.3(4) . . . . ? C13 C12 C11 C111 -176.6(3) . . . . ? C14 N1 C11 C12 -0.5(3) . . . . ? Mo1 N1 C11 C12 178.6(2) . . . . ? C14 N1 C11 C111 176.6(2) . . . . ? Mo1 N1 C11 C111 -4.3(4) . . . . ? C114 C113 C112 C111 -1.1(4) . . . . ? C114 C113 C112 C11A 175.7(3) . . . . ? C12 C13 C14 N1 -0.2(4) . . . . ? C12 C13 C14 C31 -172.2(3) . . . . ? C11 N1 C14 C13 0.4(3) . . . . ? Mo1 N1 C14 C13 -178.8(2) . . . . ? C11 N1 C14 C31 173.7(2) . . . . ? Mo1 N1 C14 C31 -5.6(3) . . . . ? N3 C31 C14 C13 -153.8(3) . . . . ? N3 C31 C14 N1 34.7(3) . . . . ? C115 C116 C111 C112 -2.2(4) . . . . ? C11C C116 C111 C112 175.6(3) . . . . ? C115 C116 C111 C11 -179.4(2) . . . . ? C11C C116 C111 C11 -1.6(4) . . . . ? C113 C112 C111 C116 2.6(4) . . . . ? C11A C112 C111 C116 -174.1(2) . . . . ? C113 C112 C111 C11 179.9(2) . . . . ? C11A C112 C111 C11 3.1(4) . . . . ? C12 C11 C111 C116 82.4(4) . . . . ? N1 C11 C111 C116 -94.1(3) . . . . ? C12 C11 C111 C112 -94.8(4) . . . . ? N1 C11 C111 C112 88.7(3) . . . . ? C6 N6 C20 Mo1 36(4) . . . . ? N5 Mo1 C20 N6 165.7(14) . . . . ? N4 Mo1 C20 N6 -0.6(18) . . . . ? N1 Mo1 C20 N6 60.4(14) . . . . ? N2 Mo1 C20 N6 -89.9(14) . . . . ? N3 Mo1 C20 N6 -15.1(14) . . . . ? N2 C24 C23 C22 -0.7(5) . . . . ? C32 C24 C23 C22 174.2(4) . . . . ? C21 C22 C23 C24 0.8(5) . . . . ? C2S O1S C3S C4S 178.7(9) . . . . ? C3S O1S C2S C1S 180.0(8) . . . . ? C4B C3B O1B C2B -169(2) . . . . ? C1B C2B O1B C3B 172(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.39 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.379 _refine_diff_density_min -0.572 _refine_diff_density_rms 0.057 _contact_Crystallographer_name 'Richard Staples' _contact_Crystallographer_email xraystaples@chemistry.msu.com data_modpmamesnn_0m _database_code_depnum_ccdc_archive 'CCDC 909423' #TrackingRef 'structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common anti-Mo(dpma-mes)(NMe2)(N) _chemical_formula_moiety 'C31 H39 Mo N5' _chemical_formula_sum 'C31 H39 Mo N5' _chemical_properties_physical 'air-sensitive, moisture-sensitive, oxygen-sensitive' _exptl_crystal_recrystallization_method 'Layered diffusion, pentane on toluene' _exptl_crystal_description chunk _exptl_crystal_colour orange _diffrn_ambient_temperature 173(2) _chemical_formula_weight 577.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_int_tables_number 14 _chemical_absolute_configuration ? 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 9.1791(2) _cell_length_b 13.4130(3) _cell_length_c 23.0593(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.3410(10) _cell_angle_gamma 90.00 _cell_volume 2826.72(11) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9958 _cell_measurement_theta_min 6.12 _cell_measurement_theta_max 54.98 _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.492 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6823 _exptl_absorpt_correction_T_max 0.7455 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and phi scans of 0.5\% per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83\%A to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections.Data reduction was performed using the SAINT software which corrects for Lp. Scaling and absorption corrections were applied using SADABS6 multi-scan technique, supplied by George Sheldrick. The structures are solved by the direct method using the SHELXS-97 program and refined by least squares method on F2, SHELXL-97, incorporated in SHELXTL-PC V 6.14. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94 \%A and Uiso(H) = 1.2Ueq(C) C-H (alaphatic) = 0.99 \%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98 \%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%Aand Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method '\w,and/f 0.5 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_reflns_number 20518 _diffrn_reflns_av_R_equivalents 0.0243 _diffrn_reflns_av_sigmaI/netI 0.0220 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4967 _reflns_number_gt 4331 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COSMO (BRUKER, V1.58, 2006)' _computing_cell_refinement 'APEX2 (BRUKER, V2008.5-0, 2006)' _computing_data_reduction 'SAINT (BRUKER, V7.34A, 2006)' _computing_structure_solution 'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_structure_refinement 'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_publication_material 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _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^)+(0.0426P)^2^+6.4734P] 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 4967 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0486 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.1059 _refine_ls_wR_factor_gt 0.1009 _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_restrained_S_all 1.118 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Mo1 Mo 0.31432(3) 0.08502(2) 0.383264(12) 0.02247(11) Uani 1 1 d . . . N4 N 0.1650(3) 0.1737(2) 0.35185(12) 0.0265(6) Uani 1 1 d . . . N1 N 0.4092(3) 0.1712(2) 0.45409(12) 0.0247(6) Uani 1 1 d . . . N5 N 0.2222(3) 0.0018(2) 0.41760(13) 0.0317(7) Uani 1 1 d . . . N2 N 0.3561(3) 0.0059(2) 0.30631(12) 0.0262(6) Uani 1 1 d . . . C212 C 0.0031(4) -0.0100(3) 0.25299(16) 0.0283(8) Uani 1 1 d . . . N3 N 0.5594(3) 0.0555(2) 0.38966(13) 0.0273(7) Uani 1 1 d . . . C112 C 0.0861(4) 0.2513(3) 0.49847(15) 0.0295(8) Uani 1 1 d . . . C11 C 0.3565(4) 0.2438(3) 0.48946(15) 0.0274(8) Uani 1 1 d . . . C21 C 0.2768(4) -0.0176(3) 0.25415(15) 0.0281(8) Uani 1 1 d . . . C211 C 0.1331(4) 0.0285(3) 0.23402(15) 0.0261(7) Uani 1 1 d . . . C111 C 0.2111(4) 0.2916(3) 0.47675(15) 0.0269(8) Uani 1 1 d . . . C213 C -0.1308(4) 0.0323(3) 0.23229(17) 0.0328(8) Uani 1 1 d . . . H213 H -0.2182 0.0060 0.2453 0.039 Uiso 1 1 calc R . . C113 C -0.0476(4) 0.2993(3) 0.48719(16) 0.0357(9) Uani 1 1 d . . . H113 H -0.1318 0.2718 0.5022 0.043 Uiso 1 1 calc R . . C22 C 0.3537(5) -0.0863(3) 0.22549(18) 0.0434(10) Uani 1 1 d . . . H22 H 0.3235 -0.1157 0.1889 0.052 Uiso 1 1 calc R . . C21A C 0.0076(5) -0.0961(3) 0.29521(18) 0.0388(9) Uani 1 1 d . . . H21A H 0.0497 -0.0737 0.3336 0.058 Uiso 1 1 calc R . . H21B H 0.0679 -0.1498 0.2813 0.058 Uiso 1 1 calc R . . H21C H -0.0920 -0.1208 0.2981 0.058 Uiso 1 1 calc R . . C14 C 0.5482(4) 0.1459(3) 0.47882(15) 0.0283(8) Uani 1 1 d . . . C116 C 0.1993(4) 0.3811(3) 0.44477(16) 0.0331(8) Uani 1 1 d . . . C216 C 0.1257(4) 0.1071(3) 0.19354(15) 0.0287(8) Uani 1 1 d . . . C115 C 0.0628(5) 0.4261(3) 0.43379(17) 0.0408(10) Uani 1 1 d . . . H115 H 0.0546 0.4857 0.4114 0.049 Uiso 1 1 calc R . . C214 C -0.1404(4) 0.1111(3) 0.19364(17) 0.0357(9) Uani 1 1 d . . . C24 C 0.4830(4) -0.0500(3) 0.30859(16) 0.0303(8) Uani 1 1 d . . . C13 C 0.5821(4) 0.2006(3) 0.52796(16) 0.0347(9) Uani 1 1 d . . . H13 H 0.6701 0.1971 0.5531 0.042 Uiso 1 1 calc R . . C11A C 0.0946(4) 0.1546(3) 0.53253(18) 0.0383(9) Uani 1 1 d . . . H11A H -0.0016 0.1392 0.5454 0.057 Uiso 1 1 calc R . . H11B H 0.1662 0.1615 0.5666 0.057 Uiso 1 1 calc R . . H11C H 0.1248 0.1006 0.5077 0.057 Uiso 1 1 calc R . . C11C C 0.3335(5) 0.4299(3) 0.4239(2) 0.0473(11) Uani 1 1 d . . . H11D H 0.3043 0.4730 0.3905 0.071 Uiso 1 1 calc R . . H11E H 0.4006 0.3784 0.4122 0.071 Uiso 1 1 calc R . . H11F H 0.3827 0.4700 0.4555 0.071 Uiso 1 1 calc R . . C31 C 0.6226(4) 0.0616(3) 0.45121(16) 0.0335(9) Uani 1 1 d . . . H31A H 0.7293 0.0739 0.4530 0.040 Uiso 1 1 calc R . . H31B H 0.6060 -0.0016 0.4718 0.040 Uiso 1 1 calc R . . C23 C 0.4857(5) -0.1057(3) 0.26000(18) 0.0406(10) Uani 1 1 d . . . H23 H 0.5616 -0.1495 0.2508 0.049 Uiso 1 1 calc R . . C33 C 0.6206(4) 0.1367(3) 0.35499(18) 0.0388(9) Uani 1 1 d . . . H33A H 0.7259 0.1263 0.3537 0.058 Uiso 1 1 calc R . . H33B H 0.6039 0.2012 0.3732 0.058 Uiso 1 1 calc R . . H33C H 0.5721 0.1360 0.3153 0.058 Uiso 1 1 calc R . . C32 C 0.5843(4) -0.0425(3) 0.36290(16) 0.0337(9) Uani 1 1 d . . . H32A H 0.5644 -0.0969 0.3901 0.040 Uiso 1 1 calc R . . H32B H 0.6871 -0.0481 0.3536 0.040 Uiso 1 1 calc R . . C12 C 0.4610(4) 0.2636(3) 0.53441(16) 0.0348(9) Uani 1 1 d . . . H12 H 0.4534 0.3112 0.5645 0.042 Uiso 1 1 calc R . . C215 C -0.0107(5) 0.1466(3) 0.17417(17) 0.0363(9) Uani 1 1 d . . . H215 H -0.0155 0.1997 0.1468 0.044 Uiso 1 1 calc R . . C114 C -0.0618(5) 0.3861(3) 0.45479(17) 0.0400(10) Uani 1 1 d . . . C42 C 0.2099(5) 0.2568(3) 0.31649(17) 0.0409(10) Uani 1 1 d . . . H42A H 0.1727 0.2463 0.2757 0.061 Uiso 1 1 calc R . . H42B H 0.3170 0.2606 0.3195 0.061 Uiso 1 1 calc R . . H42C H 0.1703 0.3192 0.3306 0.061 Uiso 1 1 calc R . . C21C C 0.2620(5) 0.1491(3) 0.17119(18) 0.0426(10) Uani 1 1 d . . . H21D H 0.2371 0.2092 0.1482 0.064 Uiso 1 1 calc R . . H21E H 0.3049 0.0994 0.1467 0.064 Uiso 1 1 calc R . . H21F H 0.3328 0.1661 0.2042 0.064 Uiso 1 1 calc R . . C41 C 0.0083(4) 0.1732(3) 0.35609(18) 0.0399(10) Uani 1 1 d . . . H41A H -0.0199 0.2341 0.3757 0.060 Uiso 1 1 calc R . . H41B H -0.0179 0.1149 0.3785 0.060 Uiso 1 1 calc R . . H41C H -0.0431 0.1702 0.3169 0.060 Uiso 1 1 calc R . . C11B C -0.2084(5) 0.4356(4) 0.4423(2) 0.0591(14) Uani 1 1 d . . . H11G H -0.2380 0.4329 0.4004 0.089 Uiso 1 1 calc R . . H11H H -0.2016 0.5053 0.4549 0.089 Uiso 1 1 calc R . . H11I H -0.2811 0.4009 0.4634 0.089 Uiso 1 1 calc R . . C21B C -0.2853(5) 0.1580(4) 0.1738(2) 0.0536(12) Uani 1 1 d . . . H21G H -0.3643 0.1112 0.1799 0.080 Uiso 1 1 calc R . . H21H H -0.2880 0.1745 0.1323 0.080 Uiso 1 1 calc R . . H21I H -0.2979 0.2190 0.1962 0.080 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 0.01778(16) 0.02815(18) 0.02130(17) 0.00127(12) 0.00078(11) 0.00150(12) N4 0.0234(15) 0.0325(16) 0.0225(15) -0.0055(12) -0.0040(12) 0.0059(12) N1 0.0188(14) 0.0309(16) 0.0238(15) -0.0011(12) -0.0006(11) -0.0002(12) N5 0.0288(16) 0.0376(18) 0.0286(16) 0.0009(14) 0.0020(13) -0.0039(14) N2 0.0255(15) 0.0306(16) 0.0223(15) 0.0011(12) 0.0014(12) 0.0059(12) C212 0.0316(18) 0.0233(18) 0.0287(18) -0.0044(15) -0.0037(14) -0.0011(15) N3 0.0179(14) 0.0377(17) 0.0264(15) 0.0015(13) 0.0021(12) 0.0039(12) C112 0.0294(18) 0.036(2) 0.0232(18) -0.0041(15) 0.0009(14) 0.0031(16) C11 0.0255(17) 0.0311(19) 0.0256(18) -0.0019(15) 0.0027(14) -0.0026(15) C21 0.0289(19) 0.0295(19) 0.0252(18) 0.0003(15) -0.0016(15) 0.0024(15) C211 0.0298(18) 0.0255(18) 0.0216(17) -0.0042(14) -0.0042(14) 0.0024(15) C111 0.0278(18) 0.0309(19) 0.0213(17) -0.0060(14) -0.0010(14) 0.0018(15) C213 0.0287(19) 0.032(2) 0.036(2) -0.0100(17) -0.0037(16) -0.0024(16) C113 0.0280(19) 0.049(2) 0.031(2) -0.0070(18) 0.0035(16) 0.0071(17) C22 0.049(2) 0.046(2) 0.034(2) -0.0139(19) -0.0038(18) 0.014(2) C21A 0.042(2) 0.036(2) 0.038(2) 0.0038(18) -0.0027(18) -0.0072(18) C14 0.0210(17) 0.038(2) 0.0254(18) 0.0012(15) -0.0015(14) 0.0007(15) C116 0.041(2) 0.0288(19) 0.029(2) -0.0038(16) 0.0018(16) 0.0001(17) C216 0.037(2) 0.0252(19) 0.0232(18) -0.0033(14) -0.0017(15) 0.0009(15) C115 0.058(3) 0.029(2) 0.033(2) -0.0031(17) -0.0049(19) 0.0113(19) C214 0.039(2) 0.029(2) 0.036(2) -0.0130(16) -0.0129(17) 0.0088(17) C24 0.0273(18) 0.035(2) 0.0291(19) 0.0025(16) 0.0045(15) 0.0107(16) C13 0.0221(18) 0.049(2) 0.031(2) -0.0008(18) -0.0055(15) -0.0031(17) C11A 0.032(2) 0.044(2) 0.040(2) 0.0085(18) 0.0083(17) 0.0009(18) C11C 0.056(3) 0.037(2) 0.049(3) 0.006(2) 0.004(2) -0.011(2) C31 0.0205(17) 0.050(2) 0.0290(19) -0.0003(17) -0.0047(14) 0.0052(16) C23 0.039(2) 0.044(2) 0.038(2) -0.0035(18) 0.0041(18) 0.0197(19) C33 0.0250(19) 0.051(3) 0.041(2) 0.0063(19) 0.0081(17) -0.0052(18) C32 0.0260(19) 0.042(2) 0.033(2) 0.0012(17) 0.0031(15) 0.0128(16) C12 0.032(2) 0.042(2) 0.029(2) -0.0084(17) -0.0005(16) -0.0021(17) C215 0.051(2) 0.026(2) 0.029(2) -0.0017(16) -0.0096(17) 0.0042(17) C114 0.044(2) 0.044(2) 0.030(2) -0.0140(18) -0.0078(18) 0.0164(19) C42 0.055(3) 0.036(2) 0.030(2) 0.0027(17) -0.0012(18) 0.006(2) C21C 0.052(3) 0.038(2) 0.039(2) 0.0033(18) 0.0103(19) -0.006(2) C41 0.0247(19) 0.052(3) 0.041(2) -0.013(2) -0.0055(17) 0.0114(18) C11B 0.054(3) 0.071(3) 0.049(3) -0.018(2) -0.016(2) 0.035(3) C21B 0.047(3) 0.048(3) 0.062(3) -0.011(2) -0.019(2) 0.017(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 N5 1.647(3) . ? Mo1 N4 1.906(3) . ? Mo1 N1 2.121(3) . ? Mo1 N2 2.133(3) . ? Mo1 N3 2.275(3) . ? N4 C41 1.450(5) . ? N4 C42 1.463(5) . ? N1 C11 1.386(4) . ? N1 C14 1.390(4) . ? N2 C24 1.381(4) . ? N2 C21 1.383(4) . ? C212 C213 1.397(5) . ? C212 C211 1.407(5) . ? C212 C21A 1.508(5) . ? N3 C32 1.479(5) . ? N3 C31 1.485(5) . ? N3 C33 1.492(5) . ? C112 C113 1.389(5) . ? C112 C111 1.403(5) . ? C112 C11A 1.514(5) . ? C11 C12 1.371(5) . ? C11 C111 1.485(5) . ? C21 C22 1.368(5) . ? C21 C211 1.491(5) . ? C211 C216 1.406(5) . ? C111 C116 1.408(5) . ? C213 C214 1.379(6) . ? C213 H213 0.9500 . ? C113 C114 1.383(6) . ? C113 H113 0.9500 . ? C22 C23 1.411(6) . ? C22 H22 0.9500 . ? C21A H21A 0.9800 . ? C21A H21B 0.9800 . ? C21A H21C 0.9800 . ? C14 C13 1.361(5) . ? C14 C31 1.493(5) . ? C116 C115 1.393(6) . ? C116 C11C 1.512(6) . ? C216 C215 1.394(5) . ? C216 C21C 1.507(5) . ? C115 C114 1.391(6) . ? C115 H115 0.9500 . ? C214 C215 1.395(6) . ? C214 C21B 1.504(5) . ? C24 C23 1.349(6) . ? C24 C32 1.492(5) . ? C13 C12 1.416(5) . ? C13 H13 0.9500 . ? C11A H11A 0.9800 . ? C11A H11B 0.9800 . ? C11A H11C 0.9800 . ? C11C H11D 0.9800 . ? C11C H11E 0.9800 . ? C11C H11F 0.9800 . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C23 H23 0.9500 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C12 H12 0.9500 . ? C215 H215 0.9500 . ? C114 C11B 1.504(6) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C21C H21D 0.9800 . ? C21C H21E 0.9800 . ? C21C H21F 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C11B H11G 0.9800 . ? C11B H11H 0.9800 . ? C11B H11I 0.9800 . ? C21B H21G 0.9800 . ? C21B H21H 0.9800 . ? C21B H21I 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Mo1 N4 102.85(14) . . ? N5 Mo1 N1 101.05(13) . . ? N4 Mo1 N1 100.46(12) . . ? N5 Mo1 N2 101.71(14) . . ? N4 Mo1 N2 99.97(11) . . ? N1 Mo1 N2 145.01(11) . . ? N5 Mo1 N3 113.54(13) . . ? N4 Mo1 N3 143.61(12) . . ? N1 Mo1 N3 73.30(11) . . ? N2 Mo1 N3 73.37(11) . . ? C41 N4 C42 112.0(3) . . ? C41 N4 Mo1 130.8(3) . . ? C42 N4 Mo1 117.2(2) . . ? C11 N1 C14 106.7(3) . . ? C11 N1 Mo1 134.1(2) . . ? C14 N1 Mo1 118.5(2) . . ? C24 N2 C21 106.5(3) . . ? C24 N2 Mo1 117.0(2) . . ? C21 N2 Mo1 135.7(2) . . ? C213 C212 C211 119.3(3) . . ? C213 C212 C21A 120.1(3) . . ? C211 C212 C21A 120.6(3) . . ? C32 N3 C31 112.7(3) . . ? C32 N3 C33 110.2(3) . . ? C31 N3 C33 109.8(3) . . ? C32 N3 Mo1 108.6(2) . . ? C31 N3 Mo1 110.4(2) . . ? C33 N3 Mo1 104.9(2) . . ? C113 C112 C111 119.5(4) . . ? C113 C112 C11A 119.8(3) . . ? C111 C112 C11A 120.7(3) . . ? C12 C11 N1 108.9(3) . . ? C12 C11 C111 128.2(3) . . ? N1 C11 C111 122.9(3) . . ? C22 C21 N2 108.7(3) . . ? C22 C21 C211 127.6(3) . . ? N2 C21 C211 123.8(3) . . ? C216 C211 C212 119.4(3) . . ? C216 C211 C21 120.3(3) . . ? C212 C211 C21 120.2(3) . . ? C112 C111 C116 119.4(3) . . ? C112 C111 C11 120.9(3) . . ? C116 C111 C11 119.7(3) . . ? C214 C213 C212 122.2(4) . . ? C214 C213 H213 118.9 . . ? C212 C213 H213 118.9 . . ? C114 C113 C112 121.9(4) . . ? C114 C113 H113 119.0 . . ? C112 C113 H113 119.0 . . ? C21 C22 C23 107.9(3) . . ? C21 C22 H22 126.1 . . ? C23 C22 H22 126.1 . . ? C212 C21A H21A 109.5 . . ? C212 C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? C212 C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C13 C14 N1 109.9(3) . . ? C13 C14 C31 133.2(3) . . ? N1 C14 C31 116.7(3) . . ? C115 C116 C111 119.3(4) . . ? C115 C116 C11C 120.0(4) . . ? C111 C116 C11C 120.7(4) . . ? C215 C216 C211 119.0(3) . . ? C215 C216 C21C 119.8(3) . . ? C211 C216 C21C 121.2(3) . . ? C114 C115 C116 121.6(4) . . ? C114 C115 H115 119.2 . . ? C116 C115 H115 119.2 . . ? C213 C214 C215 117.7(3) . . ? C213 C214 C21B 121.3(4) . . ? C215 C214 C21B 121.0(4) . . ? C23 C24 N2 110.5(3) . . ? C23 C24 C32 132.5(3) . . ? N2 C24 C32 117.0(3) . . ? C14 C13 C12 106.7(3) . . ? C14 C13 H13 126.6 . . ? C12 C13 H13 126.6 . . ? C112 C11A H11A 109.5 . . ? C112 C11A H11B 109.5 . . ? H11A C11A H11B 109.5 . . ? C112 C11A H11C 109.5 . . ? H11A C11A H11C 109.5 . . ? H11B C11A H11C 109.5 . . ? C116 C11C H11D 109.5 . . ? C116 C11C H11E 109.5 . . ? H11D C11C H11E 109.5 . . ? C116 C11C H11F 109.5 . . ? H11D C11C H11F 109.5 . . ? H11E C11C H11F 109.5 . . ? N3 C31 C14 107.2(3) . . ? N3 C31 H31A 110.3 . . ? C14 C31 H31A 110.3 . . ? N3 C31 H31B 110.3 . . ? C14 C31 H31B 110.3 . . ? H31A C31 H31B 108.5 . . ? C24 C23 C22 106.5(3) . . ? C24 C23 H23 126.7 . . ? C22 C23 H23 126.7 . . ? N3 C33 H33A 109.5 . . ? N3 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N3 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N3 C32 C24 107.5(3) . . ? N3 C32 H32A 110.2 . . ? C24 C32 H32A 110.2 . . ? N3 C32 H32B 110.2 . . ? C24 C32 H32B 110.2 . . ? H32A C32 H32B 108.5 . . ? C11 C12 C13 107.8(3) . . ? C11 C12 H12 126.1 . . ? C13 C12 H12 126.1 . . ? C216 C215 C214 122.3(4) . . ? C216 C215 H215 118.9 . . ? C214 C215 H215 118.9 . . ? C113 C114 C115 118.3(4) . . ? C113 C114 C11B 120.8(4) . . ? C115 C114 C11B 120.9(4) . . ? N4 C42 H42A 109.5 . . ? N4 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N4 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C216 C21C H21D 109.5 . . ? C216 C21C H21E 109.5 . . ? H21D C21C H21E 109.5 . . ? C216 C21C H21F 109.5 . . ? H21D C21C H21F 109.5 . . ? H21E C21C H21F 109.5 . . ? N4 C41 H41A 109.5 . . ? N4 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N4 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C114 C11B H11G 109.5 . . ? C114 C11B H11H 109.5 . . ? H11G C11B H11H 109.5 . . ? C114 C11B H11I 109.5 . . ? H11G C11B H11I 109.5 . . ? H11H C11B H11I 109.5 . . ? C214 C21B H21G 109.5 . . ? C214 C21B H21H 109.5 . . ? H21G C21B H21H 109.5 . . ? C214 C21B H21I 109.5 . . ? H21G C21B H21I 109.5 . . ? H21H C21B H21I 109.5 . . ? 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 N5 Mo1 N4 C41 0.8(3) . . . . ? N1 Mo1 N4 C41 -103.2(3) . . . . ? N2 Mo1 N4 C41 105.3(3) . . . . ? N3 Mo1 N4 C41 -179.2(3) . . . . ? N5 Mo1 N4 C42 -178.3(3) . . . . ? N1 Mo1 N4 C42 77.7(3) . . . . ? N2 Mo1 N4 C42 -73.7(3) . . . . ? N3 Mo1 N4 C42 1.7(4) . . . . ? N5 Mo1 N1 C11 -76.6(3) . . . . ? N4 Mo1 N1 C11 28.8(3) . . . . ? N2 Mo1 N1 C11 153.6(3) . . . . ? N3 Mo1 N1 C11 171.9(3) . . . . ? N5 Mo1 N1 C14 92.5(3) . . . . ? N4 Mo1 N1 C14 -162.0(3) . . . . ? N2 Mo1 N1 C14 -37.2(4) . . . . ? N3 Mo1 N1 C14 -19.0(2) . . . . ? N5 Mo1 N2 C24 -89.4(3) . . . . ? N4 Mo1 N2 C24 165.1(3) . . . . ? N1 Mo1 N2 C24 40.2(4) . . . . ? N3 Mo1 N2 C24 22.0(3) . . . . ? N5 Mo1 N2 C21 78.8(4) . . . . ? N4 Mo1 N2 C21 -26.7(4) . . . . ? N1 Mo1 N2 C21 -151.6(3) . . . . ? N3 Mo1 N2 C21 -169.9(4) . . . . ? N5 Mo1 N3 C32 60.9(3) . . . . ? N4 Mo1 N3 C32 -119.1(3) . . . . ? N1 Mo1 N3 C32 155.9(2) . . . . ? N2 Mo1 N3 C32 -34.9(2) . . . . ? N5 Mo1 N3 C31 -63.1(3) . . . . ? N4 Mo1 N3 C31 116.9(3) . . . . ? N1 Mo1 N3 C31 31.9(2) . . . . ? N2 Mo1 N3 C31 -158.9(3) . . . . ? N5 Mo1 N3 C33 178.7(2) . . . . ? N4 Mo1 N3 C33 -1.3(3) . . . . ? N1 Mo1 N3 C33 -86.3(2) . . . . ? N2 Mo1 N3 C33 82.9(2) . . . . ? C14 N1 C11 C12 0.7(4) . . . . ? Mo1 N1 C11 C12 170.8(3) . . . . ? C14 N1 C11 C111 178.8(3) . . . . ? Mo1 N1 C11 C111 -11.1(5) . . . . ? C24 N2 C21 C22 0.1(4) . . . . ? Mo1 N2 C21 C22 -168.8(3) . . . . ? C24 N2 C21 C211 -178.7(3) . . . . ? Mo1 N2 C21 C211 12.4(6) . . . . ? C213 C212 C211 C216 -1.5(5) . . . . ? C21A C212 C211 C216 178.4(3) . . . . ? C213 C212 C211 C21 -178.2(3) . . . . ? C21A C212 C211 C21 1.8(5) . . . . ? C22 C21 C211 C216 -79.3(5) . . . . ? N2 C21 C211 C216 99.3(4) . . . . ? C22 C21 C211 C212 97.3(5) . . . . ? N2 C21 C211 C212 -84.1(5) . . . . ? C113 C112 C111 C116 1.1(5) . . . . ? C11A C112 C111 C116 179.4(3) . . . . ? C113 C112 C111 C11 178.2(3) . . . . ? C11A C112 C111 C11 -3.5(5) . . . . ? C12 C11 C111 C112 -92.2(5) . . . . ? N1 C11 C111 C112 90.1(4) . . . . ? C12 C11 C111 C116 84.9(5) . . . . ? N1 C11 C111 C116 -92.8(4) . . . . ? C211 C212 C213 C214 0.0(5) . . . . ? C21A C212 C213 C214 -180.0(3) . . . . ? C111 C112 C113 C114 0.3(6) . . . . ? C11A C112 C113 C114 -178.0(4) . . . . ? N2 C21 C22 C23 -0.8(5) . . . . ? C211 C21 C22 C23 177.9(4) . . . . ? C11 N1 C14 C13 -0.1(4) . . . . ? Mo1 N1 C14 C13 -172.0(2) . . . . ? C11 N1 C14 C31 174.6(3) . . . . ? Mo1 N1 C14 C31 2.7(4) . . . . ? C112 C111 C116 C115 -2.0(5) . . . . ? C11 C111 C116 C115 -179.1(3) . . . . ? C112 C111 C116 C11C 176.3(3) . . . . ? C11 C111 C116 C11C -0.8(5) . . . . ? C212 C211 C216 C215 1.5(5) . . . . ? C21 C211 C216 C215 178.1(3) . . . . ? C212 C211 C216 C21C -178.8(3) . . . . ? C21 C211 C216 C21C -2.2(5) . . . . ? C111 C116 C115 C114 1.5(6) . . . . ? C11C C116 C115 C114 -176.7(4) . . . . ? C212 C213 C214 C215 1.6(5) . . . . ? C212 C213 C214 C21B -177.6(4) . . . . ? C21 N2 C24 C23 0.6(4) . . . . ? Mo1 N2 C24 C23 172.0(3) . . . . ? C21 N2 C24 C32 -176.4(3) . . . . ? Mo1 N2 C24 C32 -5.0(4) . . . . ? N1 C14 C13 C12 -0.6(4) . . . . ? C31 C14 C13 C12 -174.1(4) . . . . ? C32 N3 C31 C14 -160.6(3) . . . . ? C33 N3 C31 C14 76.2(4) . . . . ? Mo1 N3 C31 C14 -39.0(3) . . . . ? C13 C14 C31 N3 -161.8(4) . . . . ? N1 C14 C31 N3 25.0(4) . . . . ? N2 C24 C23 C22 -1.1(5) . . . . ? C32 C24 C23 C22 175.3(4) . . . . ? C21 C22 C23 C24 1.2(5) . . . . ? C31 N3 C32 C24 164.4(3) . . . . ? C33 N3 C32 C24 -72.5(4) . . . . ? Mo1 N3 C32 C24 41.8(3) . . . . ? C23 C24 C32 N3 157.9(4) . . . . ? N2 C24 C32 N3 -25.8(5) . . . . ? N1 C11 C12 C13 -1.1(4) . . . . ? C111 C11 C12 C13 -179.0(4) . . . . ? C14 C13 C12 C11 1.0(5) . . . . ? C211 C216 C215 C214 0.1(5) . . . . ? C21C C216 C215 C214 -179.6(4) . . . . ? C213 C214 C215 C216 -1.6(6) . . . . ? C21B C214 C215 C216 177.5(4) . . . . ? C112 C113 C114 C115 -0.8(6) . . . . ? C112 C113 C114 C11B 178.9(4) . . . . ? C116 C115 C114 C113 -0.1(6) . . . . ? C116 C115 C114 C11B -179.8(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 2.654 _refine_diff_density_min -0.440 _refine_diff_density_rms 0.082 data_sd26aug09_0m _database_code_depnum_ccdc_archive 'CCDC 909424' #TrackingRef 'structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common syn-Mo(dpma-mes)(NMe2)(N) _chemical_formula_moiety 'C31 H39 Mo N5' _chemical_formula_sum 'C31 H39 Mo N5' _chemical_properties_physical 'air-sensitive, moisture-sensitive, oxygen-sensitive' _exptl_crystal_recrystallization_method 'Cold Ether' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour orange _diffrn_ambient_temperature 173(2) _chemical_formula_weight 577.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mo Mo -0.0483 2.7339 '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' _symmetry_int_tables_number 4 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.4321(2) _cell_length_b 7.80380(10) _cell_length_c 16.3214(2) _cell_angle_alpha 90.00 _cell_angle_beta 102.4440(10) _cell_angle_gamma 90.00 _cell_volume 1421.89(4) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 140 _cell_measurement_theta_min 5.8 _cell_measurement_theta_max 20.4 _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.349 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 3.977 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4735 _exptl_absorpt_correction_T_max 0.6300 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and phi scans of 0.5\% per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83\%A to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections.Data reduction was performed using the SAINT software which corrects for Lp. Scaling and absorption corrections were applied using SADABS6 multi-scan technique, supplied by George Sheldrick. The structures are solved by the direct method using the SHELXS-97 program and refined by least squares method on F2, SHELXL-97, incorporated in SHELXTL-PC V 6.14. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94 \%A and Uiso(H) = 1.2Ueq(C) C-H (alaphatic) = 0.99 \%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98 \%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%Aand Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method '\w,and/f 0.5 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_reflns_number 9827 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0374 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 68.10 _reflns_number_total 4534 _reflns_number_gt 4490 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COSMO (BRUKER, V1.58, 2006)' _computing_cell_refinement 'APEX2 (BRUKER, V2008.5-0, 2006)' _computing_data_reduction 'SAINT (BRUKER, V7.34A, 2006)' _computing_structure_solution 'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_structure_refinement 'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_publication_material 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _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^)+(0.0168P)^2^+0.2734P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.131(7) _refine_ls_number_reflns 4534 _refine_ls_number_parameters 344 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0204 _refine_ls_R_factor_gt 0.0202 _refine_ls_wR_factor_ref 0.0528 _refine_ls_wR_factor_gt 0.0528 _refine_ls_goodness_of_fit_ref 1.128 _refine_ls_restrained_S_all 1.128 _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 0.150981(13) 0.24354(3) 0.201670(8) 0.01626(6) Uani 1 1 d . . . N5 N 0.05796(19) 0.4070(3) 0.19683(13) 0.0234(5) Uani 1 1 d . . . N2 N 0.12114(18) 0.0481(3) 0.28403(12) 0.0207(4) Uani 1 1 d . . . C24 C 0.0727(2) -0.1023(3) 0.24529(16) 0.0240(5) Uani 1 1 d . . . C32 C 0.0500(2) -0.1063(3) 0.15201(16) 0.0243(5) Uani 1 1 d . . . H32A H -0.0121 -0.1925 0.1293 0.029 Uiso 1 1 calc R . . H32B H 0.1242 -0.1357 0.1332 0.029 Uiso 1 1 calc R . . N3 N 0.00810(18) 0.0697(3) 0.12277(12) 0.0206(4) Uani 1 1 d . . . C31 C 0.0081(2) 0.0962(3) 0.03254(15) 0.0229(5) Uani 1 1 d . . . H31A H -0.0239 -0.0070 0.0000 0.028 Uiso 1 1 calc R . . H31B H -0.0440 0.1946 0.0105 0.028 Uiso 1 1 calc R . . C14 C 0.1321(2) 0.1298(3) 0.02321(14) 0.0213(5) Uani 1 1 d . . . C13 C 0.1898(2) 0.0997(4) -0.04054(15) 0.0270(6) Uani 1 1 d . . . H13 H 0.1587 0.0392 -0.0910 0.032 Uiso 1 1 calc R . . C12 C 0.3036(2) 0.1754(4) -0.01727(16) 0.0280(6) Uani 1 1 d . . . H12 H 0.3633 0.1758 -0.0497 0.034 Uiso 1 1 calc R . . C11 C 0.31378(19) 0.2488(6) 0.06067(13) 0.0227(4) Uani 1 1 d . . . C111 C 0.4199(2) 0.3366(3) 0.11194(14) 0.0210(5) Uani 1 1 d . . . C112 C 0.4161(2) 0.5102(3) 0.13398(15) 0.0229(5) Uani 1 1 d . . . C113 C 0.5186(2) 0.5878(3) 0.18140(15) 0.0256(5) Uani 1 1 d . . . H113 H 0.5150 0.7046 0.1970 0.031 Uiso 1 1 calc R . . C114 C 0.6251(2) 0.4995(4) 0.20640(15) 0.0266(6) Uani 1 1 d . . . C115 C 0.6284(2) 0.3288(4) 0.18347(16) 0.0271(5) Uani 1 1 d . . . H115 H 0.7010 0.2664 0.2004 0.032 Uiso 1 1 calc R . . C116 C 0.52801(19) 0.2465(6) 0.13625(13) 0.0251(4) Uani 1 1 d . . . C11C C 0.5389(3) 0.0586(4) 0.1147(2) 0.0369(7) Uani 1 1 d . . . H11A H 0.5501 0.0486 0.0571 0.055 Uiso 1 1 calc R . . H11B H 0.4658 -0.0021 0.1198 0.055 Uiso 1 1 calc R . . H11C H 0.6078 0.0082 0.1534 0.055 Uiso 1 1 calc R . . C11B C 0.7366(3) 0.5874(5) 0.25628(19) 0.0397(7) Uani 1 1 d . . . H11D H 0.8077 0.5211 0.2515 0.060 Uiso 1 1 calc R . . H11E H 0.7317 0.5946 0.3154 0.060 Uiso 1 1 calc R . . H11F H 0.7425 0.7030 0.2341 0.060 Uiso 1 1 calc R . . C11A C 0.3053(2) 0.6173(4) 0.10419(18) 0.0303(6) Uani 1 1 d . . . H11G H 0.3258 0.7390 0.1125 0.045 Uiso 1 1 calc R . . H11H H 0.2450 0.5872 0.1363 0.045 Uiso 1 1 calc R . . H11I H 0.2731 0.5954 0.0445 0.045 Uiso 1 1 calc R . . N1 N 0.20708(16) 0.2212(3) 0.08710(11) 0.0191(5) Uani 1 1 d . . . C33 C -0.1150(2) 0.0940(4) 0.13674(17) 0.0266(5) Uani 1 1 d . . . H33A H -0.1693 0.0116 0.1026 0.040 Uiso 1 1 calc R . . H33B H -0.1421 0.2108 0.1207 0.040 Uiso 1 1 calc R . . H33C H -0.1148 0.0755 0.1962 0.040 Uiso 1 1 calc R . . C23 C 0.0502(3) -0.2154(3) 0.30272(17) 0.0310(7) Uani 1 1 d . . . H23 H 0.0157 -0.3261 0.2921 0.037 Uiso 1 1 calc R . . C22 C 0.0887(3) -0.1351(4) 0.38260(17) 0.0328(6) Uani 1 1 d . . . H22 H 0.0859 -0.1837 0.4355 0.039 Uiso 1 1 calc R . . C21 C 0.1302(2) 0.0239(3) 0.36931(15) 0.0246(5) Uani 1 1 d . . . C211 C 0.1806(3) 0.1548(4) 0.43372(15) 0.0252(5) Uani 1 1 d . . . C212 C 0.1145(3) 0.3010(3) 0.44488(15) 0.0252(6) Uani 1 1 d . . . C213 C 0.1614(3) 0.4182(4) 0.50734(17) 0.0326(6) Uani 1 1 d . . . H213 H 0.1162 0.5173 0.5141 0.039 Uiso 1 1 calc R . . C214 C 0.2728(3) 0.3939(4) 0.56004(18) 0.0385(7) Uani 1 1 d . . . C21B C 0.3192(4) 0.5218(6) 0.6296(2) 0.0612(11) Uani 1 1 d . . . H21A H 0.4015 0.4920 0.6572 0.092 Uiso 1 1 calc R . . H21B H 0.2682 0.5188 0.6708 0.092 Uiso 1 1 calc R . . H21C H 0.3177 0.6372 0.6057 0.092 Uiso 1 1 calc R . . C215 C 0.3367(2) 0.2485(8) 0.54917(14) 0.0387(6) Uani 1 1 d . . . H215 H 0.4132 0.2310 0.5847 0.046 Uiso 1 1 calc R . . C216 C 0.2929(3) 0.1268(4) 0.48797(17) 0.0320(6) Uani 1 1 d . . . C21C C 0.3650(3) -0.0324(5) 0.4823(2) 0.0478(8) Uani 1 1 d . . . H21D H 0.3400 -0.1233 0.5162 0.072 Uiso 1 1 calc R . . H21E H 0.4502 -0.0078 0.5033 0.072 Uiso 1 1 calc R . . H21F H 0.3516 -0.0697 0.4237 0.072 Uiso 1 1 calc R . . C21A C -0.0090(3) 0.3314(4) 0.39146(16) 0.0295(6) Uani 1 1 d . . . H21G H -0.0020 0.3728 0.3360 0.044 Uiso 1 1 calc R . . H21H H -0.0507 0.4173 0.4184 0.044 Uiso 1 1 calc R . . H21I H -0.0544 0.2240 0.3853 0.044 Uiso 1 1 calc R . . N4 N 0.29073(18) 0.3356(3) 0.27668(12) 0.0223(4) Uani 1 1 d . . . C42 C 0.3959(2) 0.2245(6) 0.30349(14) 0.0305(7) Uani 1 1 d . . . H42A H 0.4104 0.2068 0.3643 0.046 Uiso 1 1 calc R . . H42B H 0.4662 0.2789 0.2892 0.046 Uiso 1 1 calc R . . H42C H 0.3812 0.1138 0.2748 0.046 Uiso 1 1 calc R . . C41 C 0.3059(3) 0.4996(4) 0.32010(16) 0.0311(6) Uani 1 1 d . . . H41A H 0.3784 0.5560 0.3105 0.047 Uiso 1 1 calc R . . H41B H 0.3134 0.4809 0.3804 0.047 Uiso 1 1 calc R . . H41C H 0.2362 0.5724 0.2987 0.047 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 0.01589(9) 0.01841(9) 0.01428(8) -0.00120(9) 0.00283(5) 0.00000(10) N5 0.0228(11) 0.0265(11) 0.0207(10) -0.0020(8) 0.0039(8) -0.0031(9) N2 0.0230(11) 0.0211(10) 0.0181(10) 0.0018(8) 0.0044(8) 0.0012(9) C24 0.0227(13) 0.0215(12) 0.0279(13) -0.0030(10) 0.0055(10) 0.0008(10) C32 0.0246(14) 0.0210(12) 0.0270(13) -0.0033(10) 0.0046(10) -0.0019(10) N3 0.0184(10) 0.0223(10) 0.0213(10) -0.0020(8) 0.0049(8) -0.0008(8) C31 0.0238(13) 0.0261(13) 0.0163(11) -0.0038(9) -0.0014(9) -0.0014(10) C14 0.0237(13) 0.0217(13) 0.0165(11) -0.0008(9) 0.0002(9) 0.0002(10) C13 0.0316(15) 0.0308(14) 0.0180(12) -0.0040(10) 0.0041(10) 0.0023(12) C12 0.0292(14) 0.0362(13) 0.0216(12) -0.0003(10) 0.0121(10) 0.0004(11) C11 0.0217(10) 0.0258(10) 0.0217(9) 0.0036(17) 0.0070(8) 0.0032(18) C111 0.0187(12) 0.0267(13) 0.0198(11) 0.0034(10) 0.0092(9) -0.0001(10) C112 0.0215(13) 0.0271(13) 0.0213(12) 0.0046(10) 0.0075(10) 0.0001(10) C113 0.0281(14) 0.0263(13) 0.0236(12) 0.0009(10) 0.0081(10) -0.0012(11) C114 0.0210(13) 0.0393(15) 0.0202(12) 0.0017(10) 0.0058(10) -0.0026(11) C115 0.0181(12) 0.0378(14) 0.0267(12) 0.0059(12) 0.0081(10) 0.0063(11) C116 0.0233(10) 0.0293(11) 0.0252(10) 0.0024(19) 0.0109(8) 0.001(2) C11C 0.0314(15) 0.0324(15) 0.0468(17) 0.0014(13) 0.0083(13) 0.0086(13) C11B 0.0247(15) 0.057(2) 0.0353(16) -0.0053(14) 0.0017(12) -0.0040(14) C11A 0.0262(14) 0.0261(13) 0.0365(15) 0.0042(11) 0.0021(11) 0.0022(11) N1 0.0185(8) 0.0227(13) 0.0162(8) -0.0008(9) 0.0042(6) 0.0003(10) C33 0.0186(13) 0.0326(14) 0.0293(13) -0.0027(11) 0.0063(10) -0.0005(11) C23 0.0388(15) 0.0212(17) 0.0353(13) -0.0017(9) 0.0133(11) -0.0016(10) C22 0.0459(18) 0.0306(14) 0.0251(13) 0.0058(11) 0.0148(12) 0.0023(13) C21 0.0281(14) 0.0277(13) 0.0192(12) 0.0010(10) 0.0075(10) 0.0044(11) C211 0.0319(15) 0.0302(14) 0.0157(11) 0.0019(10) 0.0097(11) -0.0016(12) C212 0.0326(15) 0.0296(14) 0.0160(11) 0.0020(9) 0.0109(11) -0.0019(11) C213 0.0451(18) 0.0288(14) 0.0274(14) -0.0041(11) 0.0157(13) -0.0051(13) C214 0.0442(18) 0.0471(18) 0.0233(14) -0.0017(12) 0.0052(12) -0.0191(15) C21B 0.075(3) 0.062(2) 0.0398(18) -0.0134(17) -0.0033(18) -0.024(2) C215 0.0312(12) 0.0611(17) 0.0211(10) 0.012(2) 0.0000(9) -0.005(3) C216 0.0310(15) 0.0439(17) 0.0214(12) 0.0095(12) 0.0065(11) 0.0024(13) C21C 0.0430(19) 0.060(2) 0.0392(17) 0.0166(16) 0.0055(14) 0.0187(17) C21A 0.0319(15) 0.0335(14) 0.0250(12) 0.0019(11) 0.0107(11) 0.0062(12) N4 0.0178(10) 0.0316(11) 0.0175(9) 0.0007(9) 0.0035(8) -0.0040(9) C42 0.0216(11) 0.046(2) 0.0235(10) 0.0066(14) 0.0033(8) 0.0031(16) C41 0.0307(15) 0.0379(16) 0.0240(13) -0.0078(11) 0.0043(11) -0.0106(12) _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 N5 1.652(2) . ? Mo1 N4 1.930(2) . ? Mo1 N2 2.109(2) . ? Mo1 N1 2.1107(17) . ? Mo1 N3 2.294(2) . ? N2 C21 1.386(3) . ? N2 C24 1.390(3) . ? C24 C23 1.352(4) . ? C24 C32 1.489(4) . ? C32 N3 1.498(3) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? N3 C33 1.486(3) . ? N3 C31 1.487(3) . ? C31 C14 1.482(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C14 C13 1.367(4) . ? C14 N1 1.395(3) . ? C13 C12 1.405(4) . ? C13 H13 0.9500 . ? C12 C11 1.377(4) . ? C12 H12 0.9500 . ? C11 N1 1.395(3) . ? C11 C111 1.485(4) . ? C111 C116 1.403(4) . ? C111 C112 1.405(4) . ? C112 C113 1.395(4) . ? C112 C11A 1.508(4) . ? C113 C114 1.382(4) . ? C113 H113 0.9500 . ? C114 C115 1.386(4) . ? C114 C11B 1.521(4) . ? C115 C116 1.394(4) . ? C115 H115 0.9500 . ? C116 C11C 1.519(5) . ? C11C H11A 0.9800 . ? C11C H11B 0.9800 . ? C11C H11C 0.9800 . ? C11B H11D 0.9800 . ? C11B H11E 0.9800 . ? C11B H11F 0.9800 . ? C11A H11G 0.9800 . ? C11A H11H 0.9800 . ? C11A H11I 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C23 C22 1.428(4) . ? C23 H23 0.9500 . ? C22 C21 1.362(4) . ? C22 H22 0.9500 . ? C21 C211 1.490(4) . ? C211 C212 1.402(4) . ? C211 C216 1.411(4) . ? C212 C213 1.388(4) . ? C212 C21A 1.509(4) . ? C213 C214 1.388(4) . ? C213 H213 0.9500 . ? C214 C215 1.381(6) . ? C214 C21B 1.519(4) . ? C21B H21A 0.9800 . ? C21B H21B 0.9800 . ? C21B H21C 0.9800 . ? C215 C216 1.391(6) . ? C215 H215 0.9500 . ? C216 C21C 1.504(5) . ? C21C H21D 0.9800 . ? C21C H21E 0.9800 . ? C21C H21F 0.9800 . ? C21A H21G 0.9800 . ? C21A H21H 0.9800 . ? C21A H21I 0.9800 . ? N4 C41 1.455(4) . ? N4 C42 1.470(4) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Mo1 N4 100.33(10) . . ? N5 Mo1 N2 113.46(9) . . ? N4 Mo1 N2 95.19(8) . . ? N5 Mo1 N1 109.69(10) . . ? N4 Mo1 N1 102.99(8) . . ? N2 Mo1 N1 128.80(9) . . ? N5 Mo1 N3 93.24(9) . . ? N4 Mo1 N3 165.58(9) . . ? N2 Mo1 N3 74.73(8) . . ? N1 Mo1 N3 76.65(8) . . ? C21 N2 C24 106.1(2) . . ? C21 N2 Mo1 138.69(18) . . ? C24 N2 Mo1 115.09(16) . . ? C23 C24 N2 110.6(2) . . ? C23 C24 C32 132.7(2) . . ? N2 C24 C32 116.6(2) . . ? C24 C32 N3 106.3(2) . . ? C24 C32 H32A 110.5 . . ? N3 C32 H32A 110.5 . . ? C24 C32 H32B 110.5 . . ? N3 C32 H32B 110.5 . . ? H32A C32 H32B 108.7 . . ? C33 N3 C31 109.65(19) . . ? C33 N3 C32 108.4(2) . . ? C31 N3 C32 112.02(19) . . ? C33 N3 Mo1 114.97(15) . . ? C31 N3 Mo1 108.79(14) . . ? C32 N3 Mo1 102.91(14) . . ? C14 C31 N3 109.28(19) . . ? C14 C31 H31A 109.8 . . ? N3 C31 H31A 109.8 . . ? C14 C31 H31B 109.8 . . ? N3 C31 H31B 109.8 . . ? H31A C31 H31B 108.3 . . ? C13 C14 N1 109.7(2) . . ? C13 C14 C31 132.6(2) . . ? N1 C14 C31 117.5(2) . . ? C14 C13 C12 107.0(2) . . ? C14 C13 H13 126.5 . . ? C12 C13 H13 126.5 . . ? C11 C12 C13 108.3(2) . . ? C11 C12 H12 125.9 . . ? C13 C12 H12 125.9 . . ? C12 C11 N1 108.4(2) . . ? C12 C11 C111 127.5(2) . . ? N1 C11 C111 124.0(2) . . ? C116 C111 C112 119.0(3) . . ? C116 C111 C11 119.4(3) . . ? C112 C111 C11 121.5(3) . . ? C113 C112 C111 119.5(2) . . ? C113 C112 C11A 119.0(2) . . ? C111 C112 C11A 121.5(2) . . ? C114 C113 C112 121.9(3) . . ? C114 C113 H113 119.0 . . ? C112 C113 H113 119.0 . . ? C113 C114 C115 118.2(3) . . ? C113 C114 C11B 121.2(3) . . ? C115 C114 C11B 120.6(3) . . ? C114 C115 C116 121.6(3) . . ? C114 C115 H115 119.2 . . ? C116 C115 H115 119.2 . . ? C115 C116 C111 119.7(4) . . ? C115 C116 C11C 118.3(3) . . ? C111 C116 C11C 122.0(3) . . ? C116 C11C H11A 109.5 . . ? C116 C11C H11B 109.5 . . ? H11A C11C H11B 109.5 . . ? C116 C11C H11C 109.5 . . ? H11A C11C H11C 109.5 . . ? H11B C11C H11C 109.5 . . ? C114 C11B H11D 109.5 . . ? C114 C11B H11E 109.5 . . ? H11D C11B H11E 109.5 . . ? C114 C11B H11F 109.5 . . ? H11D C11B H11F 109.5 . . ? H11E C11B H11F 109.5 . . ? C112 C11A H11G 109.5 . . ? C112 C11A H11H 109.5 . . ? H11G C11A H11H 109.5 . . ? C112 C11A H11I 109.5 . . ? H11G C11A H11I 109.5 . . ? H11H C11A H11I 109.5 . . ? C14 N1 C11 106.6(2) . . ? C14 N1 Mo1 116.72(16) . . ? C11 N1 Mo1 135.55(16) . . ? N3 C33 H33A 109.5 . . ? N3 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N3 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C24 C23 C22 106.2(2) . . ? C24 C23 H23 126.9 . . ? C22 C23 H23 126.9 . . ? C21 C22 C23 107.7(2) . . ? C21 C22 H22 126.2 . . ? C23 C22 H22 126.2 . . ? C22 C21 N2 109.3(2) . . ? C22 C21 C211 127.4(2) . . ? N2 C21 C211 123.3(2) . . ? C212 C211 C216 119.2(3) . . ? C212 C211 C21 120.8(2) . . ? C216 C211 C21 119.9(3) . . ? C213 C212 C211 119.8(3) . . ? C213 C212 C21A 119.1(3) . . ? C211 C212 C21A 121.1(2) . . ? C214 C213 C212 121.5(3) . . ? C214 C213 H213 119.2 . . ? C212 C213 H213 119.2 . . ? C215 C214 C213 118.2(3) . . ? C215 C214 C21B 121.8(3) . . ? C213 C214 C21B 120.0(3) . . ? C214 C21B H21A 109.5 . . ? C214 C21B H21B 109.5 . . ? H21A C21B H21B 109.5 . . ? C214 C21B H21C 109.5 . . ? H21A C21B H21C 109.5 . . ? H21B C21B H21C 109.5 . . ? C214 C215 C216 122.3(3) . . ? C214 C215 H215 118.8 . . ? C216 C215 H215 118.8 . . ? C215 C216 C211 118.9(3) . . ? C215 C216 C21C 119.4(3) . . ? C211 C216 C21C 121.7(3) . . ? C216 C21C H21D 109.5 . . ? C216 C21C H21E 109.5 . . ? H21D C21C H21E 109.5 . . ? C216 C21C H21F 109.5 . . ? H21D C21C H21F 109.5 . . ? H21E C21C H21F 109.5 . . ? C212 C21A H21G 109.5 . . ? C212 C21A H21H 109.5 . . ? H21G C21A H21H 109.5 . . ? C212 C21A H21I 109.5 . . ? H21G C21A H21I 109.5 . . ? H21H C21A H21I 109.5 . . ? C41 N4 C42 111.7(2) . . ? C41 N4 Mo1 129.21(18) . . ? C42 N4 Mo1 118.8(2) . . ? N4 C42 H42A 109.5 . . ? N4 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N4 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N4 C41 H41A 109.5 . . ? N4 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N4 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? 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 N5 Mo1 N2 C21 -66.9(3) . . . . ? N4 Mo1 N2 C21 36.7(3) . . . . ? N1 Mo1 N2 C21 148.0(2) . . . . ? N3 Mo1 N2 C21 -153.8(3) . . . . ? N5 Mo1 N2 C24 109.11(18) . . . . ? N4 Mo1 N2 C24 -147.26(18) . . . . ? N1 Mo1 N2 C24 -36.0(2) . . . . ? N3 Mo1 N2 C24 22.24(17) . . . . ? C21 N2 C24 C23 1.0(3) . . . . ? Mo1 N2 C24 C23 -176.29(18) . . . . ? C21 N2 C24 C32 178.0(2) . . . . ? Mo1 N2 C24 C32 0.7(3) . . . . ? C23 C24 C32 N3 139.2(3) . . . . ? N2 C24 C32 N3 -37.0(3) . . . . ? C24 C32 N3 C33 -71.7(2) . . . . ? C24 C32 N3 C31 167.2(2) . . . . ? C24 C32 N3 Mo1 50.5(2) . . . . ? N5 Mo1 N3 C33 -35.55(18) . . . . ? N4 Mo1 N3 C33 124.7(3) . . . . ? N2 Mo1 N3 C33 77.90(17) . . . . ? N1 Mo1 N3 C33 -145.02(18) . . . . ? N5 Mo1 N3 C31 87.83(16) . . . . ? N4 Mo1 N3 C31 -111.9(3) . . . . ? N2 Mo1 N3 C31 -158.72(17) . . . . ? N1 Mo1 N3 C31 -21.65(15) . . . . ? N5 Mo1 N3 C32 -153.21(15) . . . . ? N4 Mo1 N3 C32 7.0(4) . . . . ? N2 Mo1 N3 C32 -39.76(14) . . . . ? N1 Mo1 N3 C32 97.32(15) . . . . ? C33 N3 C31 C14 161.2(2) . . . . ? C32 N3 C31 C14 -78.4(2) . . . . ? Mo1 N3 C31 C14 34.7(2) . . . . ? N3 C31 C14 C13 151.3(3) . . . . ? N3 C31 C14 N1 -34.5(3) . . . . ? N1 C14 C13 C12 -0.7(3) . . . . ? C31 C14 C13 C12 173.9(3) . . . . ? C14 C13 C12 C11 0.6(4) . . . . ? C13 C12 C11 N1 -0.3(4) . . . . ? C13 C12 C11 C111 177.2(3) . . . . ? C12 C11 C111 C116 -59.3(5) . . . . ? N1 C11 C111 C116 117.7(4) . . . . ? C12 C11 C111 C112 118.1(4) . . . . ? N1 C11 C111 C112 -64.9(4) . . . . ? C116 C111 C112 C113 -1.8(3) . . . . ? C11 C111 C112 C113 -179.2(2) . . . . ? C116 C111 C112 C11A 175.4(2) . . . . ? C11 C111 C112 C11A -2.1(3) . . . . ? C111 C112 C113 C114 1.2(4) . . . . ? C11A C112 C113 C114 -176.1(2) . . . . ? C112 C113 C114 C115 -0.3(4) . . . . ? C112 C113 C114 C11B 178.5(2) . . . . ? C113 C114 C115 C116 0.2(4) . . . . ? C11B C114 C115 C116 -178.6(2) . . . . ? C114 C115 C116 C111 -0.9(4) . . . . ? C114 C115 C116 C11C -179.3(2) . . . . ? C112 C111 C116 C115 1.7(3) . . . . ? C11 C111 C116 C115 179.2(2) . . . . ? C112 C111 C116 C11C 180.0(2) . . . . ? C11 C111 C116 C11C -2.5(3) . . . . ? C13 C14 N1 C11 0.5(3) . . . . ? C31 C14 N1 C11 -175.0(3) . . . . ? C13 C14 N1 Mo1 -169.02(18) . . . . ? C31 C14 N1 Mo1 15.5(3) . . . . ? C12 C11 N1 C14 -0.2(4) . . . . ? C111 C11 N1 C14 -177.7(3) . . . . ? C12 C11 N1 Mo1 166.5(2) . . . . ? C111 C11 N1 Mo1 -11.1(6) . . . . ? N5 Mo1 N1 C14 -84.7(2) . . . . ? N4 Mo1 N1 C14 169.19(19) . . . . ? N2 Mo1 N1 C14 61.5(2) . . . . ? N3 Mo1 N1 C14 4.00(18) . . . . ? N5 Mo1 N1 C11 109.7(3) . . . . ? N4 Mo1 N1 C11 3.6(4) . . . . ? N2 Mo1 N1 C11 -104.2(3) . . . . ? N3 Mo1 N1 C11 -161.6(4) . . . . ? N2 C24 C23 C22 -1.3(3) . . . . ? C32 C24 C23 C22 -177.7(3) . . . . ? C24 C23 C22 C21 1.2(3) . . . . ? C23 C22 C21 N2 -0.7(3) . . . . ? C23 C22 C21 C211 -179.5(3) . . . . ? C24 N2 C21 C22 -0.1(3) . . . . ? Mo1 N2 C21 C22 176.1(2) . . . . ? C24 N2 C21 C211 178.7(2) . . . . ? Mo1 N2 C21 C211 -5.0(4) . . . . ? C22 C21 C211 C212 -106.4(3) . . . . ? N2 C21 C211 C212 74.9(3) . . . . ? C22 C21 C211 C216 69.4(4) . . . . ? N2 C21 C211 C216 -109.3(3) . . . . ? C216 C211 C212 C213 1.8(4) . . . . ? C21 C211 C212 C213 177.6(3) . . . . ? C216 C211 C212 C21A -176.6(2) . . . . ? C21 C211 C212 C21A -0.7(3) . . . . ? C211 C212 C213 C214 -0.5(4) . . . . ? C21A C212 C213 C214 177.9(2) . . . . ? C212 C213 C214 C215 -0.2(4) . . . . ? C212 C213 C214 C21B -177.8(3) . . . . ? C213 C214 C215 C216 -0.3(5) . . . . ? C21B C214 C215 C216 177.2(3) . . . . ? C214 C215 C216 C211 1.6(5) . . . . ? C214 C215 C216 C21C -177.2(3) . . . . ? C212 C211 C216 C215 -2.3(4) . . . . ? C21 C211 C216 C215 -178.2(3) . . . . ? C212 C211 C216 C21C 176.5(3) . . . . ? C21 C211 C216 C21C 0.6(4) . . . . ? N5 Mo1 N4 C41 3.2(2) . . . . ? N2 Mo1 N4 C41 -111.8(2) . . . . ? N1 Mo1 N4 C41 116.3(2) . . . . ? N3 Mo1 N4 C41 -156.8(3) . . . . ? N5 Mo1 N4 C42 175.84(17) . . . . ? N2 Mo1 N4 C42 60.83(18) . . . . ? N1 Mo1 N4 C42 -70.98(18) . . . . ? N3 Mo1 N4 C42 15.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 68.10 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.389 _refine_diff_density_min -0.325 _refine_diff_density_rms 0.053 _contact_Crystallographer_name 'Richard Staples' _contact_Crystallographer_email xraystaples@chemistry.msu.com data_sd19mar2012_0m _database_code_depnum_ccdc_archive 'CCDC 909425' #TrackingRef 'structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common Zr(dpmames)(NMe2)2 _chemical_formula_moiety 'Zr C33 H45 N5' _chemical_formula_sum 'C33 H45 N5 Zr' _chemical_properties_physical 'air-sensitive, moisture-sensitive, oxygen-sensitive' _exptl_crystal_recrystallization_method 'toluene and chloroform' _chemical_melting_point ? _exptl_crystal_description prism _exptl_crystal_colour colourless _diffrn_ambient_temperature 173(2) _chemical_formula_weight 602.96 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' Zr Zr -2.9673 0.5597 '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' _symmetry_int_tables_number 4 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.8989(3) _cell_length_b 17.1612(7) _cell_length_c 11.0168(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.5520(10) _cell_angle_gamma 90.00 _cell_volume 1553.79(10) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6295 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 24.51 _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.383 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9184 _exptl_absorpt_correction_T_max 0.9774 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and phi scans of 0.5\% per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83\%A to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections.Data reduction was performed using the SAINT software which corrects for Lp. Scaling and absorption corrections were applied using SADABS6 multi-scan technique, supplied by George Sheldrick. The structures are solved by the direct method using the SHELXS-97 program and refined by least squares method on F2, SHELXL-97, incorporated in SHELXTL-PC V 6.14. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94 \%A and Uiso(H) = 1.2Ueq(C) C-H (alaphatic) = 0.99 \%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98 \%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%Aand Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\w,and/f 0.5 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_reflns_number 13402 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.0659 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.39 _reflns_number_total 5539 _reflns_number_gt 4650 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COSMO (BRUKER, V1.61, 2009)' _computing_cell_refinement 'APEX2 (BRUKER, V2010.11-3, 2010)' _computing_data_reduction 'SAINT (BRUKER, V7.68A, 2010)' _computing_structure_solution 'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_structure_refinement 'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_publication_material 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _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^)+(0.0681P)^2^+0.0630P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(5) _refine_ls_number_reflns 5539 _refine_ls_number_parameters 363 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0636 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1199 _refine_ls_wR_factor_gt 0.1120 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zr1 Zr -0.10980(5) 0.74687(3) 0.75538(4) 0.02969(14) Uani 1 1 d . . . N1 N -0.1946(5) 0.8636(2) 0.6652(4) 0.0253(9) Uani 1 1 d . . . C211 C 0.1656(6) 0.5895(3) 0.9662(4) 0.0251(10) Uani 1 1 d . . . N4 N -0.2514(8) 0.6731(3) 0.6135(5) 0.0632(17) Uani 1 1 d . . . C11 C -0.1602(6) 0.9102(3) 0.5778(5) 0.0264(11) Uani 1 1 d . . . C112 C -0.0773(6) 0.8368(3) 0.4157(5) 0.0294(11) Uani 1 1 d . . . C216 C 0.3291(6) 0.6076(3) 1.0366(5) 0.0314(12) Uani 1 1 d . . . C22 C 0.0094(6) 0.6028(3) 1.1171(4) 0.0303(11) Uani 1 1 d . . . H22 H 0.0664 0.5651 1.1814 0.036 Uiso 1 1 calc R . . C31 C -0.3647(6) 0.8652(3) 0.7961(5) 0.0373(13) Uani 1 1 d . . . H31A H -0.3916 0.9045 0.8503 0.045 Uiso 1 1 calc R . . H31B H -0.4640 0.8346 0.7473 0.045 Uiso 1 1 calc R . . C11C C 0.1657(6) 0.9772(3) 0.6896(5) 0.0384(13) Uani 1 1 d . . . H11A H 0.2841 0.9840 0.7268 0.058 Uiso 1 1 calc R . . H11B H 0.1299 0.9577 0.7577 0.058 Uiso 1 1 calc R . . H11C H 0.1133 1.0274 0.6568 0.058 Uiso 1 1 calc R . . C21A C -0.0485(6) 0.5111(3) 0.7903(5) 0.0398(13) Uani 1 1 d . . . H21A H -0.1172 0.5565 0.7521 0.060 Uiso 1 1 calc R . . H21B H -0.0863 0.4854 0.8529 0.060 Uiso 1 1 calc R . . H21C H -0.0551 0.4744 0.7202 0.060 Uiso 1 1 calc R . . N2 N -0.0708(5) 0.6790(2) 0.9367(4) 0.0260(9) Uani 1 1 d . . . C114 C 0.1980(6) 0.8465(3) 0.4234(5) 0.0343(12) Uani 1 1 d . . . C23 C -0.1201(6) 0.6502(3) 1.1171(5) 0.0306(12) Uani 1 1 d . . . H23 H -0.1667 0.6502 1.1816 0.037 Uiso 1 1 calc R . . C115 C 0.2349(6) 0.8988(3) 0.5276(5) 0.0309(12) Uani 1 1 d . . . H115 H 0.3409 0.9207 0.5648 0.037 Uiso 1 1 calc R . . C21C C 0.3787(7) 0.6632(4) 1.1521(5) 0.0463(15) Uani 1 1 d . . . H21D H 0.3109 0.7101 1.1273 0.069 Uiso 1 1 calc R . . H21E H 0.4932 0.6776 1.1773 0.069 Uiso 1 1 calc R . . H21F H 0.3640 0.6378 1.2264 0.069 Uiso 1 1 calc R . . N5 N 0.1231(6) 0.7511(6) 0.7760(6) 0.0719(19) Uani 1 1 d . . . C21B C 0.5410(9) 0.4897(5) 0.8561(8) 0.080(2) Uani 1 1 d . . . H21G H 0.6396 0.5215 0.8941 0.120 Uiso 1 1 calc R . . H21H H 0.5041 0.4901 0.7600 0.120 Uiso 1 1 calc R . . H21I H 0.5649 0.4361 0.8883 0.120 Uiso 1 1 calc R . . C11A C -0.2482(7) 0.8068(3) 0.3488(5) 0.0435(14) Uani 1 1 d . . . H11D H -0.3177 0.8481 0.2944 0.065 Uiso 1 1 calc R . . H11E H -0.2899 0.7904 0.4153 0.065 Uiso 1 1 calc R . . H11F H -0.2485 0.7622 0.2932 0.065 Uiso 1 1 calc R . . C13 C -0.3409(6) 0.9749(3) 0.6378(5) 0.0322(12) Uani 1 1 d . . . H13 H -0.4126 1.0136 0.6462 0.039 Uiso 1 1 calc R . . C33 C -0.1039(7) 0.8616(3) 0.9785(5) 0.0405(13) Uani 1 1 d . . . H33A H -0.0614 0.8989 0.9322 0.061 Uiso 1 1 calc R . . H33B H -0.0157 0.8275 1.0333 0.061 Uiso 1 1 calc R . . H33C H -0.1486 0.8900 1.0343 0.061 Uiso 1 1 calc R . . C32 C -0.2934(5) 0.7556(4) 0.9541(4) 0.0381(13) Uani 1 1 d . . . H32A H -0.3139 0.7818 1.0263 0.046 Uiso 1 1 calc R . . H32B H -0.3960 0.7312 0.8947 0.046 Uiso 1 1 calc R . . C116 C 0.1192(6) 0.9195(3) 0.5777(5) 0.0273(11) Uani 1 1 d . . . C111 C -0.0377(6) 0.8882(3) 0.5233(4) 0.0243(10) Uani 1 1 d . . . C52 C 0.2444(9) 0.7990(5) 0.8758(8) 0.084(3) Uani 1 1 d . . . H52A H 0.3280 0.7652 0.9372 0.126 Uiso 1 1 calc R . . H52B H 0.1915 0.8291 0.9239 0.126 Uiso 1 1 calc R . . H52C H 0.2950 0.8347 0.8332 0.126 Uiso 1 1 calc R . . C213 C 0.2465(7) 0.5059(3) 0.8267(5) 0.0380(13) Uani 1 1 d . . . H213 H 0.2178 0.4715 0.7536 0.046 Uiso 1 1 calc R . . C24 C -0.1664(6) 0.6960(3) 1.0078(4) 0.0284(11) Uani 1 1 d . . . C214 C 0.4093(7) 0.5229(3) 0.8957(6) 0.0444(14) Uani 1 1 d . . . C113 C 0.0417(6) 0.8167(3) 0.3686(5) 0.0342(12) Uani 1 1 d . . . H113 H 0.0151 0.7816 0.2967 0.041 Uiso 1 1 calc R . . C11B C 0.3258(7) 0.8263(4) 0.3684(6) 0.0509(16) Uani 1 1 d . . . H11G H 0.2939 0.8483 0.2799 0.076 Uiso 1 1 calc R . . H11H H 0.3350 0.7696 0.3643 0.076 Uiso 1 1 calc R . . H11I H 0.4310 0.8482 0.4256 0.076 Uiso 1 1 calc R . . C215 C 0.4475(6) 0.5738(3) 1.0004(6) 0.0405(14) Uani 1 1 d . . . H215 H 0.5585 0.5861 1.0493 0.049 Uiso 1 1 calc R . . N3 N -0.2354(5) 0.8135(2) 0.8802(4) 0.0283(9) Uani 1 1 d . . . C41 C -0.2282(13) 0.6300(5) 0.5097(7) 0.094(3) Uani 1 1 d . . . H41A H -0.2516 0.5748 0.5168 0.142 Uiso 1 1 calc R . . H41B H -0.1154 0.6358 0.5174 0.142 Uiso 1 1 calc R . . H41C H -0.3019 0.6501 0.4244 0.142 Uiso 1 1 calc R . . C21 C 0.0375(5) 0.6215(3) 1.0066(4) 0.0245(10) Uani 1 1 d . . . C51 C 0.1919(9) 0.7087(4) 0.6966(8) 0.078(2) Uani 1 1 d . . . H51A H 0.2196 0.7452 0.6400 0.117 Uiso 1 1 calc R . . H51B H 0.1124 0.6707 0.6421 0.117 Uiso 1 1 calc R . . H51C H 0.2903 0.6814 0.7539 0.117 Uiso 1 1 calc R . . C14 C -0.3049(6) 0.9046(3) 0.7017(5) 0.0292(11) Uani 1 1 d . . . C12 C -0.2498(6) 0.9785(3) 0.5567(5) 0.0370(13) Uani 1 1 d . . . H12 H -0.2503 1.0197 0.4990 0.044 Uiso 1 1 calc R . . C212 C 0.1241(6) 0.5369(3) 0.8599(5) 0.0312(12) Uani 1 1 d . . . C42 C -0.4075(11) 0.6618(6) 0.6166(8) 0.103(3) Uani 1 1 d . . . H42A H -0.4910 0.6727 0.5295 0.154 Uiso 1 1 calc R . . H42B H -0.4215 0.6971 0.6813 0.154 Uiso 1 1 calc R . . H42C H -0.4180 0.6078 0.6410 0.154 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 Zr1 0.0339(2) 0.0294(2) 0.0293(2) 0.0049(3) 0.01605(16) 0.0090(3) N1 0.025(2) 0.022(2) 0.030(2) 0.0029(18) 0.0120(16) 0.0032(17) C211 0.026(2) 0.021(3) 0.026(2) 0.004(2) 0.0081(19) -0.0011(19) N4 0.100(5) 0.025(3) 0.039(3) -0.008(2) -0.002(3) 0.004(3) C11 0.026(2) 0.023(3) 0.027(2) -0.004(2) 0.007(2) -0.001(2) C112 0.030(3) 0.023(3) 0.030(2) 0.003(2) 0.006(2) -0.001(2) C216 0.031(3) 0.027(3) 0.033(3) 0.002(2) 0.008(2) 0.000(2) C22 0.035(3) 0.026(3) 0.026(2) 0.006(2) 0.008(2) 0.000(2) C31 0.035(3) 0.037(3) 0.046(3) 0.013(3) 0.022(2) 0.018(2) C11C 0.035(3) 0.047(4) 0.033(3) -0.013(3) 0.012(2) -0.010(3) C21A 0.040(3) 0.032(3) 0.037(3) -0.008(2) 0.004(2) -0.001(2) N2 0.028(2) 0.026(2) 0.0239(19) 0.0034(18) 0.0103(17) 0.0067(17) C114 0.040(3) 0.032(3) 0.036(3) 0.007(2) 0.020(2) 0.004(2) C23 0.033(3) 0.035(3) 0.027(2) 0.003(2) 0.016(2) -0.004(2) C115 0.028(3) 0.035(3) 0.030(3) 0.008(2) 0.011(2) 0.000(2) C21C 0.038(3) 0.051(4) 0.040(3) -0.012(3) 0.004(2) -0.011(3) N5 0.050(3) 0.087(4) 0.098(4) 0.063(5) 0.051(3) 0.035(4) C21B 0.059(4) 0.082(6) 0.120(7) -0.010(5) 0.058(5) 0.013(4) C11A 0.045(3) 0.036(3) 0.044(3) -0.013(3) 0.011(3) -0.014(3) C13 0.028(3) 0.026(3) 0.046(3) -0.002(2) 0.018(2) 0.002(2) C33 0.049(3) 0.034(3) 0.039(3) -0.011(3) 0.018(3) -0.002(3) C32 0.035(2) 0.049(4) 0.039(2) 0.010(3) 0.0230(19) 0.008(3) C116 0.029(3) 0.023(3) 0.031(3) 0.005(2) 0.012(2) -0.002(2) C111 0.029(2) 0.018(3) 0.027(2) 0.001(2) 0.012(2) -0.001(2) C52 0.056(5) 0.102(7) 0.100(6) 0.036(5) 0.035(4) 0.006(4) C213 0.049(3) 0.026(3) 0.044(3) 0.002(3) 0.024(3) 0.001(2) C24 0.026(2) 0.036(3) 0.026(2) 0.004(2) 0.013(2) 0.002(2) C214 0.042(3) 0.039(4) 0.059(4) 0.005(3) 0.027(3) 0.003(3) C113 0.050(3) 0.029(3) 0.028(3) 0.000(2) 0.019(2) 0.003(2) C11B 0.053(4) 0.053(4) 0.059(4) -0.008(3) 0.034(3) 0.004(3) C215 0.026(3) 0.037(3) 0.055(3) 0.010(3) 0.012(2) 0.000(2) N3 0.027(2) 0.028(2) 0.035(2) 0.0033(19) 0.0175(17) 0.0040(17) C41 0.161(9) 0.060(5) 0.047(4) -0.019(4) 0.021(5) -0.020(6) C21 0.024(2) 0.025(3) 0.021(2) 0.002(2) 0.0043(19) -0.001(2) C51 0.072(5) 0.076(5) 0.106(6) 0.041(5) 0.057(5) 0.033(4) C14 0.025(2) 0.033(3) 0.031(3) -0.005(2) 0.011(2) 0.000(2) C12 0.036(3) 0.028(3) 0.046(3) 0.009(3) 0.015(2) 0.002(2) C212 0.033(3) 0.022(3) 0.036(3) 0.009(2) 0.011(2) 0.004(2) C42 0.075(6) 0.111(8) 0.089(6) -0.038(6) -0.006(5) 0.001(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 Zr1 N5 1.998(4) . ? Zr1 N4 2.031(5) . ? Zr1 N2 2.221(4) . ? Zr1 N1 2.235(4) . ? Zr1 N3 2.372(4) . ? N1 C11 1.374(6) . ? N1 C14 1.386(6) . ? C211 C216 1.397(7) . ? C211 C212 1.411(7) . ? C211 C21 1.478(7) . ? N4 C42 1.415(10) . ? N4 C41 1.441(9) . ? C11 C12 1.386(7) . ? C11 C111 1.481(7) . ? C112 C113 1.390(7) . ? C112 C111 1.409(7) . ? C112 C11A 1.504(7) . ? C216 C215 1.389(7) . ? C216 C21C 1.514(7) . ? C22 C21 1.371(7) . ? C22 C23 1.411(7) . ? C22 H22 0.9500 . ? C31 N3 1.467(6) . ? C31 C14 1.499(7) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C11C C116 1.509(7) . ? C11C H11A 0.9800 . ? C11C H11B 0.9800 . ? C11C H11C 0.9800 . ? C21A C212 1.496(7) . ? C21A H21A 0.9800 . ? C21A H21B 0.9800 . ? C21A H21C 0.9800 . ? N2 C21 1.388(6) . ? N2 C24 1.391(6) . ? C114 C113 1.384(7) . ? C114 C115 1.393(7) . ? C114 C11B 1.519(7) . ? C23 C24 1.363(7) . ? C23 H23 0.9500 . ? C115 C116 1.388(7) . ? C115 H115 0.9500 . ? C21C H21D 0.9800 . ? C21C H21E 0.9800 . ? C21C H21F 0.9800 . ? N5 C51 1.442(10) . ? N5 C52 1.462(12) . ? C21B C214 1.511(8) . ? C21B H21G 0.9800 . ? C21B H21H 0.9800 . ? C21B H21I 0.9800 . ? C11A H11D 0.9800 . ? C11A H11E 0.9800 . ? C11A H11F 0.9800 . ? C13 C14 1.371(7) . ? C13 C12 1.420(7) . ? C13 H13 0.9500 . ? C33 N3 1.501(7) . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C32 C24 1.469(7) . ? C32 N3 1.496(7) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C116 C111 1.398(6) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C213 C212 1.382(7) . ? C213 C214 1.385(8) . ? C213 H213 0.9500 . ? C214 C215 1.381(8) . ? C113 H113 0.9500 . ? C11B H11G 0.9800 . ? C11B H11H 0.9800 . ? C11B H11I 0.9800 . ? C215 H215 0.9500 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C12 H12 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Zr1 N4 114.9(3) . . ? N5 Zr1 N2 96.85(18) . . ? N4 Zr1 N2 101.65(19) . . ? N5 Zr1 N1 100.2(3) . . ? N4 Zr1 N1 102.3(2) . . ? N2 Zr1 N1 141.19(14) . . ? N5 Zr1 N3 128.0(3) . . ? N4 Zr1 N3 117.1(2) . . ? N2 Zr1 N3 71.17(14) . . ? N1 Zr1 N3 70.83(14) . . ? C11 N1 C14 106.3(4) . . ? C11 N1 Zr1 134.8(3) . . ? C14 N1 Zr1 118.8(3) . . ? C216 C211 C212 119.3(4) . . ? C216 C211 C21 120.6(4) . . ? C212 C211 C21 120.0(4) . . ? C42 N4 C41 112.9(6) . . ? C42 N4 Zr1 113.1(5) . . ? C41 N4 Zr1 134.0(6) . . ? N1 C11 C12 109.9(4) . . ? N1 C11 C111 122.2(4) . . ? C12 C11 C111 127.8(5) . . ? C113 C112 C111 119.3(4) . . ? C113 C112 C11A 120.3(5) . . ? C111 C112 C11A 120.4(5) . . ? C215 C216 C211 119.4(5) . . ? C215 C216 C21C 119.7(5) . . ? C211 C216 C21C 120.9(5) . . ? C21 C22 C23 107.0(4) . . ? C21 C22 H22 126.5 . . ? C23 C22 H22 126.5 . . ? N3 C31 C14 108.1(4) . . ? N3 C31 H31A 110.1 . . ? C14 C31 H31A 110.1 . . ? N3 C31 H31B 110.1 . . ? C14 C31 H31B 110.1 . . ? H31A C31 H31B 108.4 . . ? C116 C11C H11A 109.5 . . ? C116 C11C H11B 109.5 . . ? H11A C11C H11B 109.5 . . ? C116 C11C H11C 109.5 . . ? H11A C11C H11C 109.5 . . ? H11B C11C H11C 109.5 . . ? C212 C21A H21A 109.5 . . ? C212 C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? C212 C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C21 N2 C24 106.4(4) . . ? C21 N2 Zr1 135.0(3) . . ? C24 N2 Zr1 118.5(3) . . ? C113 C114 C115 118.5(5) . . ? C113 C114 C11B 121.5(5) . . ? C115 C114 C11B 119.9(5) . . ? C24 C23 C22 107.6(4) . . ? C24 C23 H23 126.2 . . ? C22 C23 H23 126.2 . . ? C116 C115 C114 121.1(5) . . ? C116 C115 H115 119.5 . . ? C114 C115 H115 119.5 . . ? C216 C21C H21D 109.5 . . ? C216 C21C H21E 109.5 . . ? H21D C21C H21E 109.5 . . ? C216 C21C H21F 109.5 . . ? H21D C21C H21F 109.5 . . ? H21E C21C H21F 109.5 . . ? C51 N5 C52 112.1(5) . . ? C51 N5 Zr1 125.2(7) . . ? C52 N5 Zr1 122.7(6) . . ? C214 C21B H21G 109.5 . . ? C214 C21B H21H 109.5 . . ? H21G C21B H21H 109.5 . . ? C214 C21B H21I 109.5 . . ? H21G C21B H21I 109.5 . . ? H21H C21B H21I 109.5 . . ? C112 C11A H11D 109.5 . . ? C112 C11A H11E 109.5 . . ? H11D C11A H11E 109.5 . . ? C112 C11A H11F 109.5 . . ? H11D C11A H11F 109.5 . . ? H11E C11A H11F 109.5 . . ? C14 C13 C12 106.5(4) . . ? C14 C13 H13 126.7 . . ? C12 C13 H13 126.7 . . ? N3 C33 H33A 109.5 . . ? N3 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N3 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C24 C32 N3 108.0(3) . . ? C24 C32 H32A 110.1 . . ? N3 C32 H32A 110.1 . . ? C24 C32 H32B 110.1 . . ? N3 C32 H32B 110.1 . . ? H32A C32 H32B 108.4 . . ? C115 C116 C111 120.1(4) . . ? C115 C116 C11C 118.7(4) . . ? C111 C116 C11C 121.2(4) . . ? C116 C111 C112 119.2(4) . . ? C116 C111 C11 119.8(4) . . ? C112 C111 C11 121.0(4) . . ? N5 C52 H52A 109.5 . . ? N5 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? N5 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C212 C213 C214 122.5(5) . . ? C212 C213 H213 118.7 . . ? C214 C213 H213 118.7 . . ? C23 C24 N2 109.5(4) . . ? C23 C24 C32 133.0(4) . . ? N2 C24 C32 117.5(4) . . ? C215 C214 C213 117.6(5) . . ? C215 C214 C21B 120.7(6) . . ? C213 C214 C21B 121.7(6) . . ? C114 C113 C112 121.8(5) . . ? C114 C113 H113 119.1 . . ? C112 C113 H113 119.1 . . ? C114 C11B H11G 109.5 . . ? C114 C11B H11H 109.5 . . ? H11G C11B H11H 109.5 . . ? C114 C11B H11I 109.5 . . ? H11G C11B H11I 109.5 . . ? H11H C11B H11I 109.5 . . ? C214 C215 C216 122.2(5) . . ? C214 C215 H215 118.9 . . ? C216 C215 H215 118.9 . . ? C31 N3 C32 113.3(4) . . ? C31 N3 C33 109.2(4) . . ? C32 N3 C33 108.0(4) . . ? C31 N3 Zr1 110.8(3) . . ? C32 N3 Zr1 109.5(3) . . ? C33 N3 Zr1 105.8(3) . . ? N4 C41 H41A 109.5 . . ? N4 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N4 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C22 C21 N2 109.5(4) . . ? C22 C21 C211 127.2(4) . . ? N2 C21 C211 123.3(4) . . ? N5 C51 H51A 109.5 . . ? N5 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? N5 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C13 C14 N1 110.5(4) . . ? C13 C14 C31 132.7(5) . . ? N1 C14 C31 116.8(4) . . ? C11 C12 C13 106.8(5) . . ? C11 C12 H12 126.6 . . ? C13 C12 H12 126.6 . . ? C213 C212 C211 119.0(5) . . ? C213 C212 C21A 120.5(5) . . ? C211 C212 C21A 120.4(5) . . ? N4 C42 H42A 109.5 . . ? N4 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N4 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? 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 N5 Zr1 N1 C11 35.7(5) . . . . ? N4 Zr1 N1 C11 -82.7(5) . . . . ? N2 Zr1 N1 C11 150.3(4) . . . . ? N3 Zr1 N1 C11 162.6(5) . . . . ? N5 Zr1 N1 C14 -142.3(4) . . . . ? N4 Zr1 N1 C14 99.2(4) . . . . ? N2 Zr1 N1 C14 -27.7(5) . . . . ? N3 Zr1 N1 C14 -15.5(3) . . . . ? N5 Zr1 N4 C42 170.0(6) . . . . ? N2 Zr1 N4 C42 66.8(6) . . . . ? N1 Zr1 N4 C42 -82.5(6) . . . . ? N3 Zr1 N4 C42 -7.9(6) . . . . ? N5 Zr1 N4 C41 -10.5(7) . . . . ? N2 Zr1 N4 C41 -113.7(7) . . . . ? N1 Zr1 N4 C41 97.0(7) . . . . ? N3 Zr1 N4 C41 171.6(6) . . . . ? C14 N1 C11 C12 -1.4(5) . . . . ? Zr1 N1 C11 C12 -179.7(3) . . . . ? C14 N1 C11 C111 175.9(4) . . . . ? Zr1 N1 C11 C111 -2.3(7) . . . . ? C212 C211 C216 C215 0.2(7) . . . . ? C21 C211 C216 C215 176.9(5) . . . . ? C212 C211 C216 C21C -179.4(5) . . . . ? C21 C211 C216 C21C -2.7(7) . . . . ? N5 Zr1 N2 C21 -32.7(5) . . . . ? N4 Zr1 N2 C21 84.5(5) . . . . ? N1 Zr1 N2 C21 -148.4(4) . . . . ? N3 Zr1 N2 C21 -160.6(5) . . . . ? N5 Zr1 N2 C24 143.8(4) . . . . ? N4 Zr1 N2 C24 -99.0(4) . . . . ? N1 Zr1 N2 C24 28.1(5) . . . . ? N3 Zr1 N2 C24 15.9(3) . . . . ? C21 C22 C23 C24 -0.2(6) . . . . ? C113 C114 C115 C116 1.4(7) . . . . ? C11B C114 C115 C116 178.6(5) . . . . ? N4 Zr1 N5 C51 2.1(7) . . . . ? N2 Zr1 N5 C51 108.4(6) . . . . ? N1 Zr1 N5 C51 -106.7(6) . . . . ? N3 Zr1 N5 C51 179.8(5) . . . . ? N4 Zr1 N5 C52 -178.0(6) . . . . ? N2 Zr1 N5 C52 -71.7(6) . . . . ? N1 Zr1 N5 C52 73.2(6) . . . . ? N3 Zr1 N5 C52 -0.3(7) . . . . ? C114 C115 C116 C111 -0.4(7) . . . . ? C114 C115 C116 C11C -179.3(5) . . . . ? C115 C116 C111 C112 -1.2(7) . . . . ? C11C C116 C111 C112 177.6(5) . . . . ? C115 C116 C111 C11 179.6(4) . . . . ? C11C C116 C111 C11 -1.5(7) . . . . ? C113 C112 C111 C116 1.8(7) . . . . ? C11A C112 C111 C116 -175.5(5) . . . . ? C113 C112 C111 C11 -179.1(4) . . . . ? C11A C112 C111 C11 3.6(7) . . . . ? N1 C11 C111 C116 -98.8(5) . . . . ? C12 C11 C111 C116 78.0(7) . . . . ? N1 C11 C111 C112 82.1(6) . . . . ? C12 C11 C111 C112 -101.1(6) . . . . ? C22 C23 C24 N2 0.4(6) . . . . ? C22 C23 C24 C32 179.3(6) . . . . ? C21 N2 C24 C23 -0.5(5) . . . . ? Zr1 N2 C24 C23 -177.9(3) . . . . ? C21 N2 C24 C32 -179.6(5) . . . . ? Zr1 N2 C24 C32 3.0(6) . . . . ? N3 C32 C24 C23 150.1(5) . . . . ? N3 C32 C24 N2 -31.1(6) . . . . ? C212 C213 C214 C215 -0.8(8) . . . . ? C212 C213 C214 C21B -178.7(6) . . . . ? C115 C114 C113 C112 -0.9(7) . . . . ? C11B C114 C113 C112 -177.9(5) . . . . ? C111 C112 C113 C114 -0.8(7) . . . . ? C11A C112 C113 C114 176.6(5) . . . . ? C213 C214 C215 C216 -0.3(8) . . . . ? C21B C214 C215 C216 177.6(6) . . . . ? C211 C216 C215 C214 0.6(8) . . . . ? C21C C216 C215 C214 -179.8(5) . . . . ? C14 C31 N3 C32 -164.9(4) . . . . ? C14 C31 N3 C33 74.8(5) . . . . ? C14 C31 N3 Zr1 -41.4(5) . . . . ? C24 C32 N3 C31 166.2(4) . . . . ? C24 C32 N3 C33 -72.7(5) . . . . ? C24 C32 N3 Zr1 42.1(5) . . . . ? N5 Zr1 N3 C31 119.2(4) . . . . ? N4 Zr1 N3 C31 -63.2(4) . . . . ? N2 Zr1 N3 C31 -156.9(4) . . . . ? N1 Zr1 N3 C31 31.2(3) . . . . ? N5 Zr1 N3 C32 -115.2(4) . . . . ? N4 Zr1 N3 C32 62.4(3) . . . . ? N2 Zr1 N3 C32 -31.3(3) . . . . ? N1 Zr1 N3 C32 156.8(3) . . . . ? N5 Zr1 N3 C33 1.0(4) . . . . ? N4 Zr1 N3 C33 178.6(3) . . . . ? N2 Zr1 N3 C33 84.8(3) . . . . ? N1 Zr1 N3 C33 -87.1(3) . . . . ? C23 C22 C21 N2 -0.2(6) . . . . ? C23 C22 C21 C211 177.5(5) . . . . ? C24 N2 C21 C22 0.4(5) . . . . ? Zr1 N2 C21 C22 177.2(3) . . . . ? C24 N2 C21 C211 -177.3(4) . . . . ? Zr1 N2 C21 C211 -0.6(7) . . . . ? C216 C211 C21 C22 -69.3(7) . . . . ? C212 C211 C21 C22 107.4(6) . . . . ? C216 C211 C21 N2 108.1(5) . . . . ? C212 C211 C21 N2 -75.2(6) . . . . ? C12 C13 C14 N1 0.3(5) . . . . ? C12 C13 C14 C31 -177.6(5) . . . . ? C11 N1 C14 C13 0.7(5) . . . . ? Zr1 N1 C14 C13 179.2(3) . . . . ? C11 N1 C14 C31 179.0(4) . . . . ? Zr1 N1 C14 C31 -2.5(6) . . . . ? N3 C31 C14 C13 -152.2(5) . . . . ? N3 C31 C14 N1 30.0(6) . . . . ? N1 C11 C12 C13 1.6(6) . . . . ? C111 C11 C12 C13 -175.5(5) . . . . ? C14 C13 C12 C11 -1.2(6) . . . . ? C214 C213 C212 C211 1.6(8) . . . . ? C214 C213 C212 C21A -174.3(5) . . . . ? C216 C211 C212 C213 -1.2(7) . . . . ? C21 C211 C212 C213 -178.0(4) . . . . ? C216 C211 C212 C21A 174.7(4) . . . . ? C21 C211 C212 C21A -2.0(7) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.39 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.491 _refine_diff_density_min -0.439 _refine_diff_density_rms 0.077 _contact_Crystallographer_name 'Richard Staples' _contact_Crystallographer_email staples@chemistry.msu.com data_sd1jun09_0m _database_code_depnum_ccdc_archive 'CCDC 909426' #TrackingRef 'structures.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common Zr(dpma-mes)(NHNMe2)2 _chemical_formula_moiety 'C33 H47 N7 Zr' _chemical_formula_sum 'C33 H47 N7 Zr' _chemical_properties_physical 'air-sensitive, moisture-sensitive, oxygen-sensitive' _exptl_crystal_recrystallization_method 'Layered diffusion diethyl Ether on toluene' _chemical_melting_point 262 _exptl_crystal_description needle _exptl_crystal_colour 'pale yellow' _diffrn_ambient_temperature 173(2) _chemical_formula_weight 633.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -0.1862 2.2449 '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' _symmetry_int_tables_number 4 _chemical_absolute_configuration ad loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3493(9) _cell_length_b 16.361(2) _cell_length_c 11.4593(13) _cell_angle_alpha 90.00 _cell_angle_beta 111.503(7) _cell_angle_gamma 90.00 _cell_volume 1630.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2160 _cell_measurement_theta_min 4.950 _cell_measurement_theta_max 60.416 _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.289 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 668 _exptl_absorpt_coefficient_mu 3.006 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4117 _exptl_absorpt_correction_T_max 0.7928 _exptl_absorpt_process_details SADABS _exptl_special_details ; Data was collected using a BRUKER CCD (charge coupled device) based diffractometer equipped with an Oxford low-temperature apparatus operating at 173 K. A suitable crystal was chosen and mounted on a glass fiber or nylon loop using Paratone oil for Mo radiation and Mineral oil for Copper radiation. Data were measured using omega and phi scans of 0.5\% per frame for 30 s. The total number of images were based on results from the program COSMO where redundancy was expected to be 4 and completeness to 0.83\%A to 100%. Cell parameters were retrieved using APEX II software and refined using SAINT on all observed reflections.Data reduction was performed using the SAINT software which corrects for Lp. Scaling and absorption corrections were applied using SADABS6 multi-scan technique, supplied by George Sheldrick. The structures are solved by the direct method using the SHELXS-97 program and refined by least squares method on F2, SHELXL-97, incorporated in SHELXTL-PC V 6.14. All H atoms were placed in calculated positions and refined using a riding model. C-H(aromatic) = 0.94 \%A and Uiso(H) = 1.2Ueq(C) C-H (alaphatic) = 0.99 \%A and Uiso(H) = 1.2Ueq(C) CH2 = 0.98 \%A and Uiso(H) = 1.2Ueq(C) CH3 = 0.97\%A and Uiso(H) = 1.5Ueq(C) N-H = 0.86 (0.92)\%A and Uiso(H) = 1.2 Ueq(N) O-H(alcohol) = 0.85\%Aand Uiso(H) = 1.2Ueq(O) O-H(acid) = 0.82\%A and Uiso(H) = 1.5Ueq(O) ; _diffrn_radiation_probe x-ray _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54178 _diffrn_source 'fine-focus sealed tube' _diffrn_source_type 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method '\w,and/f 0.5 deg' _diffrn_detector_area_resol_mean 836.6 _diffrn_reflns_number 19509 _diffrn_reflns_av_R_equivalents 0.1516 _diffrn_reflns_av_sigmaI/netI 0.1460 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 4.15 _diffrn_reflns_theta_max 69.53 _reflns_number_total 5417 _reflns_number_gt 3696 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COSMO (BRUKER, V1.58, 2006)' _computing_cell_refinement 'APEX2 (BRUKER, V2008.5-0, 2006)' _computing_data_reduction 'SAINT (BRUKER, V7.34A, 2006)' _computing_structure_solution 'SHELXS (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_structure_refinement 'SHELXL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_molecular_graphics 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _computing_publication_material 'SHELXTL (Sheldrick, Acta Cryst. A64 2008, 112-122)' _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^)+(0.0427P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _refine_ls_number_reflns 5417 _refine_ls_number_parameters 381 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1065 _refine_ls_R_factor_gt 0.0613 _refine_ls_wR_factor_ref 0.1457 _refine_ls_wR_factor_gt 0.1220 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 Zr1 Zr 0.43973(8) 0.63583(5) 0.25904(6) 0.03508(17) Uani 1 1 d . . . C13 C 0.4314(11) 0.7370(5) 0.6106(9) 0.039(2) Uani 1 1 d . . . H13 H 0.3777 0.7386 0.6667 0.047 Uiso 1 1 calc R . . N1 N 0.4987(8) 0.7054(4) 0.4459(6) 0.0335(15) Uani 1 1 d . . . C211 C 0.4426(9) 0.4903(5) -0.0072(8) 0.0332(19) Uani 1 1 d . . . C31 C 0.2720(9) 0.6280(10) 0.4534(8) 0.047(2) Uani 1 1 d . . . H31A H 0.2524 0.5991 0.5219 0.057 Uiso 1 1 calc R . . H31B H 0.1766 0.6568 0.4020 0.057 Uiso 1 1 calc R . . N4 N 0.3352(11) 0.7231(6) 0.1291(9) 0.043(2) Uani 1 1 d . . . H4A H 0.3598 0.7550 0.0776 0.052 Uiso 1 1 calc R . . C12 C 0.5590(10) 0.7842(5) 0.6186(9) 0.041(2) Uani 1 1 d . . . H12 H 0.6094 0.8230 0.6821 0.049 Uiso 1 1 calc R . . C216 C 0.5762(10) 0.4430(5) 0.0344(8) 0.0381(19) Uani 1 1 d . . . N2 N 0.3182(10) 0.5222(5) 0.1504(8) 0.0342(19) Uani 1 1 d . . . C215 C 0.6930(10) 0.4573(5) -0.0128(8) 0.0392(19) Uani 1 1 d . . . H215 H 0.7835 0.4248 0.0158 0.047 Uiso 1 1 calc R . . C14 C 0.3977(10) 0.6881(5) 0.5072(8) 0.0371(19) Uani 1 1 d . . . C21 C 0.3263(10) 0.4759(5) 0.0523(8) 0.0360(19) Uani 1 1 d . . . C212 C 0.4261(10) 0.5505(5) -0.0970(8) 0.037(2) Uani 1 1 d . . . C213 C 0.5424(11) 0.5632(5) -0.1417(8) 0.043(2) Uani 1 1 d . . . H213 H 0.5296 0.6044 -0.2032 0.052 Uiso 1 1 calc R . . C114 C 0.9939(15) 0.8779(8) 0.4777(11) 0.048(3) Uani 1 1 d . . . C21C C 0.6033(11) 0.3766(6) 0.1334(9) 0.048(2) Uani 1 1 d . . . H21A H 0.6071 0.4013 0.2124 0.072 Uiso 1 1 calc R . . H21B H 0.7010 0.3490 0.1464 0.072 Uiso 1 1 calc R . . H21C H 0.5193 0.3367 0.1051 0.072 Uiso 1 1 calc R . . C21A C 0.2801(11) 0.5996(6) -0.1490(9) 0.049(2) Uani 1 1 d . . . H21D H 0.2840 0.6450 -0.0921 0.073 Uiso 1 1 calc R . . H21E H 0.1920 0.5645 -0.1573 0.073 Uiso 1 1 calc R . . H21F H 0.2693 0.6213 -0.2316 0.073 Uiso 1 1 calc R . . C21B C 0.7985(12) 0.5323(7) -0.1550(11) 0.061(3) Uani 1 1 d . . . H21G H 0.8996 0.5186 -0.0924 0.092 Uiso 1 1 calc R . . H21H H 0.7973 0.5899 -0.1789 0.092 Uiso 1 1 calc R . . H21I H 0.7778 0.4977 -0.2292 0.092 Uiso 1 1 calc R . . C214 C 0.6779(11) 0.5181(6) -0.1006(9) 0.043(2) Uani 1 1 d . . . C24 C 0.2106(11) 0.4860(5) 0.1897(9) 0.037(2) Uani 1 1 d . . . C32 C 0.1757(10) 0.5240(6) 0.2947(9) 0.045(2) Uani 1 1 d . . . H32A H 0.0878 0.5621 0.2611 0.054 Uiso 1 1 calc R . . H32B H 0.1484 0.4812 0.3440 0.054 Uiso 1 1 calc R . . C11 C 0.5989(10) 0.7638(5) 0.5160(8) 0.0349(19) Uani 1 1 d . . . N5 N 0.2026(8) 0.7080(5) 0.1609(7) 0.0436(18) Uani 1 1 d . . . N3 N 0.3145(8) 0.5687(4) 0.3751(7) 0.0402(17) Uani 1 1 d . . . C23 C 0.1475(11) 0.4189(6) 0.1147(10) 0.048(2) Uani 1 1 d . . . H23 H 0.0701 0.3833 0.1205 0.058 Uiso 1 1 calc R . . C22 C 0.2211(11) 0.4146(5) 0.0292(9) 0.047(2) Uani 1 1 d . . . H22 H 0.2011 0.3749 -0.0353 0.056 Uiso 1 1 calc R . . C52 C 0.0712(10) 0.6765(7) 0.0568(9) 0.055(2) Uani 1 1 d . . . H52A H 0.0317 0.7192 -0.0071 0.083 Uiso 1 1 calc R . . H52B H -0.0097 0.6602 0.0873 0.083 Uiso 1 1 calc R . . H52C H 0.1031 0.6291 0.0201 0.083 Uiso 1 1 calc R . . C33 C 0.4324(12) 0.5112(6) 0.4569(10) 0.053(2) Uani 1 1 d . . . H33A H 0.5252 0.5417 0.5059 0.080 Uiso 1 1 calc R . . H33B H 0.4579 0.4706 0.4047 0.080 Uiso 1 1 calc R . . H33C H 0.3917 0.4834 0.5139 0.080 Uiso 1 1 calc R . . C72 C 0.8367(11) 0.6609(6) 0.3573(11) 0.067(3) Uani 1 1 d . . . H72A H 0.8294 0.6354 0.4323 0.100 Uiso 1 1 calc R . . H72B H 0.8789 0.7161 0.3778 0.100 Uiso 1 1 calc R . . H72C H 0.9042 0.6281 0.3275 0.100 Uiso 1 1 calc R . . C71 C 0.6930(15) 0.7059(7) 0.1476(11) 0.071(3) Uani 1 1 d . . . H71A H 0.7570 0.6735 0.1137 0.107 Uiso 1 1 calc R . . H71B H 0.7373 0.7606 0.1697 0.107 Uiso 1 1 calc R . . H71C H 0.5889 0.7104 0.0844 0.107 Uiso 1 1 calc R . . C51 C 0.1603(14) 0.7813(7) 0.2179(12) 0.058(3) Uani 1 1 d . . . H51A H 0.2515 0.8021 0.2856 0.087 Uiso 1 1 calc R . . H51B H 0.0816 0.7665 0.2518 0.087 Uiso 1 1 calc R . . H51C H 0.1198 0.8237 0.1537 0.087 Uiso 1 1 calc R . . N6 N 0.6192(10) 0.5860(5) 0.2280(9) 0.050(2) Uani 1 1 d . . . H6A H 0.6443 0.5384 0.2051 0.060 Uiso 1 1 calc R . . N7 N 0.6863(9) 0.6653(5) 0.2609(8) 0.048(2) Uani 1 1 d . . . C11A C 0.5631(11) 0.8745(6) 0.3013(8) 0.047(2) Uani 1 1 d . . . H11A H 0.5722 0.9206 0.2497 0.071 Uiso 1 1 calc R . . H11B H 0.4927 0.8892 0.3436 0.071 Uiso 1 1 calc R . . H11C H 0.5231 0.8267 0.2477 0.071 Uiso 1 1 calc R . . C11C C 0.9106(12) 0.7263(6) 0.6916(9) 0.055(3) Uani 1 1 d . . . H11D H 1.0212 0.7213 0.7395 0.083 Uiso 1 1 calc R . . H11E H 0.8691 0.6728 0.6569 0.083 Uiso 1 1 calc R . . H11F H 0.8589 0.7455 0.7469 0.083 Uiso 1 1 calc R . . C113 C 0.8476(11) 0.8925(5) 0.3898(9) 0.045(2) Uani 1 1 d . . . H113 H 0.8358 0.9292 0.3227 0.053 Uiso 1 1 calc R . . C115 C 1.0090(11) 0.8260(6) 0.5738(9) 0.045(2) Uani 1 1 d . . . H115 H 1.1082 0.8162 0.6351 0.054 Uiso 1 1 calc R . . C111 C 0.7343(9) 0.8003(5) 0.4974(8) 0.0330(18) Uani 1 1 d . . . C112 C 0.7185(10) 0.8549(5) 0.3975(8) 0.038(2) Uani 1 1 d . . . C116 C 0.8836(10) 0.7873(5) 0.5846(8) 0.0383(19) Uani 1 1 d . . . C11B C 1.1338(13) 0.9232(7) 0.4698(12) 0.067(3) Uani 1 1 d . . . H11G H 1.1712 0.9628 0.5386 0.100 Uiso 1 1 calc R . . H11H H 1.1040 0.9520 0.3894 0.100 Uiso 1 1 calc R . . H11I H 1.2154 0.8839 0.4764 0.100 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 Zr1 0.0340(3) 0.0397(3) 0.0323(3) -0.0032(5) 0.0131(2) -0.0024(5) C13 0.046(6) 0.043(5) 0.037(5) 0.006(4) 0.024(4) 0.009(4) N1 0.035(4) 0.047(4) 0.020(3) -0.004(3) 0.011(3) -0.004(3) C211 0.032(5) 0.033(4) 0.027(4) -0.008(4) 0.001(3) -0.002(4) C31 0.042(4) 0.062(6) 0.050(4) -0.013(7) 0.031(4) -0.016(7) N4 0.044(5) 0.057(6) 0.033(4) -0.004(4) 0.019(4) -0.003(4) C12 0.044(5) 0.037(5) 0.044(5) -0.008(4) 0.020(4) 0.000(4) C216 0.039(5) 0.036(4) 0.035(5) -0.002(4) 0.009(4) -0.002(4) N2 0.035(4) 0.038(4) 0.032(4) -0.002(3) 0.016(3) 0.000(3) C215 0.038(5) 0.045(5) 0.035(5) -0.003(4) 0.014(4) 0.003(4) C14 0.035(5) 0.050(5) 0.031(4) 0.002(4) 0.017(4) 0.003(4) C21 0.036(5) 0.036(4) 0.035(5) -0.006(4) 0.012(4) -0.005(4) C212 0.043(5) 0.040(5) 0.026(4) -0.011(4) 0.011(4) 0.003(4) C213 0.065(6) 0.033(4) 0.027(4) -0.007(4) 0.012(4) -0.011(4) C114 0.044(5) 0.048(6) 0.050(8) -0.019(6) 0.016(6) -0.015(4) C21C 0.043(5) 0.062(6) 0.038(5) 0.015(5) 0.014(4) 0.015(5) C21A 0.055(6) 0.052(5) 0.040(5) 0.003(4) 0.019(4) 0.016(4) C21B 0.057(7) 0.067(7) 0.065(7) -0.014(6) 0.029(6) -0.020(5) C214 0.053(6) 0.046(5) 0.032(5) -0.013(4) 0.018(4) -0.008(5) C24 0.036(6) 0.030(4) 0.045(6) 0.000(4) 0.014(4) -0.012(4) C32 0.036(5) 0.059(6) 0.043(6) -0.014(5) 0.016(4) -0.015(4) C11 0.042(5) 0.032(4) 0.033(5) 0.007(4) 0.017(4) 0.006(4) N5 0.023(4) 0.059(5) 0.041(4) 0.000(4) 0.002(3) 0.011(3) N3 0.040(4) 0.046(4) 0.042(4) -0.006(3) 0.022(3) -0.012(3) C23 0.039(6) 0.044(5) 0.057(6) -0.002(5) 0.014(5) -0.010(4) C22 0.046(6) 0.041(5) 0.049(6) -0.010(4) 0.013(5) -0.008(4) C52 0.039(5) 0.076(6) 0.050(6) -0.014(5) 0.015(4) 0.002(5) C33 0.058(7) 0.051(6) 0.049(6) 0.007(5) 0.016(5) -0.008(5) C72 0.043(6) 0.073(8) 0.090(8) -0.042(6) 0.030(5) -0.010(5) C71 0.095(9) 0.074(7) 0.064(7) -0.010(6) 0.051(7) -0.014(7) C51 0.047(7) 0.069(7) 0.059(8) -0.015(6) 0.021(6) 0.013(6) N6 0.047(6) 0.037(4) 0.074(7) -0.017(4) 0.032(5) -0.007(4) N7 0.031(5) 0.065(6) 0.056(5) -0.014(4) 0.026(4) -0.021(4) C11A 0.053(6) 0.041(5) 0.036(5) 0.011(4) 0.003(4) -0.003(4) C11C 0.057(6) 0.061(6) 0.044(6) 0.013(5) 0.013(5) 0.008(5) C113 0.062(6) 0.037(5) 0.041(5) -0.004(4) 0.026(5) -0.012(4) C115 0.040(6) 0.049(5) 0.039(5) -0.007(4) 0.007(4) 0.003(4) C111 0.033(5) 0.031(4) 0.030(4) 0.000(3) 0.005(4) 0.005(4) C112 0.044(5) 0.034(4) 0.036(5) -0.004(4) 0.015(4) 0.002(4) C116 0.039(5) 0.041(5) 0.033(5) -0.003(4) 0.012(4) 0.001(4) C11B 0.059(8) 0.066(7) 0.087(9) -0.020(7) 0.040(7) -0.023(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 N6 2.011(8) . ? Zr1 N4 2.035(10) . ? Zr1 N2 2.293(8) . ? Zr1 N1 2.306(6) . ? Zr1 N3 2.343(7) . ? Zr1 N7 2.348(7) . ? Zr1 N5 2.398(7) . ? C13 C14 1.367(12) . ? C13 C12 1.395(13) . ? N1 C11 1.373(11) . ? N1 C14 1.398(10) . ? C211 C212 1.392(12) . ? C211 C216 1.396(12) . ? C211 C21 1.499(12) . ? C31 N3 1.472(13) . ? C31 C14 1.482(14) . ? N4 N5 1.436(11) . ? C12 C11 1.399(11) . ? C216 C215 1.405(12) . ? C216 C21C 1.524(12) . ? N2 C24 1.378(12) . ? N2 C21 1.380(12) . ? C215 C214 1.385(13) . ? C21 C22 1.361(12) . ? C212 C213 1.378(13) . ? C212 C21A 1.506(12) . ? C213 C214 1.390(14) . ? C114 C115 1.356(17) . ? C114 C113 1.390(17) . ? C114 C11B 1.535(16) . ? C21B C214 1.492(13) . ? C24 C23 1.386(13) . ? C24 C32 1.492(13) . ? C32 N3 1.481(11) . ? C11 C111 1.484(12) . ? N5 C52 1.458(12) . ? N5 C51 1.486(12) . ? N3 C33 1.490(12) . ? C23 C22 1.390(13) . ? C72 N7 1.436(13) . ? C71 N7 1.479(13) . ? N6 N7 1.430(10) . ? C11A C112 1.501(13) . ? C11C C116 1.529(12) . ? C113 C112 1.386(12) . ? C115 C116 1.377(13) . ? C111 C116 1.404(12) . ? C111 C112 1.416(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 N6 Zr1 N4 111.3(4) . . ? N6 Zr1 N2 81.7(3) . . ? N4 Zr1 N2 99.3(3) . . ? N6 Zr1 N1 115.7(3) . . ? N4 Zr1 N1 102.7(3) . . ? N2 Zr1 N1 143.7(3) . . ? N6 Zr1 N3 122.2(3) . . ? N4 Zr1 N3 122.6(3) . . ? N2 Zr1 N3 71.2(3) . . ? N1 Zr1 N3 72.7(2) . . ? N6 Zr1 N7 37.3(3) . . ? N4 Zr1 N7 94.0(3) . . ? N2 Zr1 N7 117.4(3) . . ? N1 Zr1 N7 89.5(3) . . ? N3 Zr1 N7 141.7(3) . . ? N6 Zr1 N5 143.6(3) . . ? N4 Zr1 N5 36.7(3) . . ? N2 Zr1 N5 87.5(3) . . ? N1 Zr1 N5 93.3(3) . . ? N3 Zr1 N5 85.9(3) . . ? N7 Zr1 N5 129.7(3) . . ? C14 C13 C12 107.5(8) . . ? C11 N1 C14 106.7(7) . . ? C11 N1 Zr1 140.1(5) . . ? C14 N1 Zr1 113.1(5) . . ? C212 C211 C216 119.2(8) . . ? C212 C211 C21 123.0(8) . . ? C216 C211 C21 117.7(8) . . ? N3 C31 C14 110.0(6) . . ? N5 N4 Zr1 85.5(5) . . ? C13 C12 C11 107.3(8) . . ? C211 C216 C215 120.0(8) . . ? C211 C216 C21C 122.2(8) . . ? C215 C216 C21C 117.7(8) . . ? C24 N2 C21 107.1(8) . . ? C24 N2 Zr1 116.5(6) . . ? C21 N2 Zr1 136.3(6) . . ? C214 C215 C216 120.9(8) . . ? C13 C14 N1 109.5(8) . . ? C13 C14 C31 130.1(8) . . ? N1 C14 C31 120.2(7) . . ? C22 C21 N2 108.2(8) . . ? C22 C21 C211 128.3(8) . . ? N2 C21 C211 123.3(7) . . ? C213 C212 C211 119.5(8) . . ? C213 C212 C21A 119.8(8) . . ? C211 C212 C21A 120.6(8) . . ? C212 C213 C214 122.7(9) . . ? C115 C114 C113 118.5(11) . . ? C115 C114 C11B 120.9(12) . . ? C113 C114 C11B 120.5(12) . . ? C215 C214 C213 117.7(9) . . ? C215 C214 C21B 121.5(9) . . ? C213 C214 C21B 120.7(9) . . ? N2 C24 C23 109.5(9) . . ? N2 C24 C32 119.1(8) . . ? C23 C24 C32 131.3(8) . . ? N3 C32 C24 107.8(7) . . ? N1 C11 C12 108.9(7) . . ? N1 C11 C111 129.1(7) . . ? C12 C11 C111 121.9(8) . . ? N4 N5 C52 113.6(7) . . ? N4 N5 C51 111.5(8) . . ? C52 N5 C51 111.4(8) . . ? N4 N5 Zr1 57.8(4) . . ? C52 N5 Zr1 124.5(6) . . ? C51 N5 Zr1 122.7(6) . . ? C31 N3 C32 109.6(7) . . ? C31 N3 C33 109.6(8) . . ? C32 N3 C33 110.9(7) . . ? C31 N3 Zr1 109.8(6) . . ? C32 N3 Zr1 112.6(5) . . ? C33 N3 Zr1 104.2(5) . . ? C24 C23 C22 105.6(8) . . ? C21 C22 C23 109.5(8) . . ? N7 N6 Zr1 84.2(5) . . ? N6 N7 C72 111.6(8) . . ? N6 N7 C71 109.3(9) . . ? C72 N7 C71 110.7(8) . . ? N6 N7 Zr1 58.5(4) . . ? C72 N7 Zr1 132.6(7) . . ? C71 N7 Zr1 116.2(7) . . ? C112 C113 C114 121.8(10) . . ? C114 C115 C116 121.5(10) . . ? C116 C111 C112 116.9(8) . . ? C116 C111 C11 121.0(8) . . ? C112 C111 C11 121.9(7) . . ? C113 C112 C111 119.7(8) . . ? C113 C112 C11A 119.3(8) . . ? C111 C112 C11A 121.0(8) . . ? C115 C116 C111 121.6(9) . . ? C115 C116 C11C 118.5(8) . . ? C111 C116 C11C 119.9(8) . . ? 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 N6 Zr1 N1 C11 48.8(10) . . . . ? N4 Zr1 N1 C11 -72.6(9) . . . . ? N2 Zr1 N1 C11 161.4(8) . . . . ? N3 Zr1 N1 C11 166.9(9) . . . . ? N7 Zr1 N1 C11 21.4(9) . . . . ? N5 Zr1 N1 C11 -108.4(9) . . . . ? N6 Zr1 N1 C14 -136.2(6) . . . . ? N4 Zr1 N1 C14 102.3(6) . . . . ? N2 Zr1 N1 C14 -23.7(8) . . . . ? N3 Zr1 N1 C14 -18.2(6) . . . . ? N7 Zr1 N1 C14 -163.7(6) . . . . ? N5 Zr1 N1 C14 66.5(6) . . . . ? N6 Zr1 N4 N5 157.4(5) . . . . ? N2 Zr1 N4 N5 72.8(5) . . . . ? N1 Zr1 N4 N5 -78.2(5) . . . . ? N3 Zr1 N4 N5 -0.7(6) . . . . ? N7 Zr1 N4 N5 -168.5(5) . . . . ? C14 C13 C12 C11 1.3(10) . . . . ? C212 C211 C216 C215 1.0(12) . . . . ? C21 C211 C216 C215 -176.2(7) . . . . ? C212 C211 C216 C21C 179.4(8) . . . . ? C21 C211 C216 C21C 2.1(12) . . . . ? N6 Zr1 N2 C24 142.8(8) . . . . ? N4 Zr1 N2 C24 -106.9(8) . . . . ? N1 Zr1 N2 C24 20.1(10) . . . . ? N3 Zr1 N2 C24 14.5(7) . . . . ? N7 Zr1 N2 C24 153.7(7) . . . . ? N5 Zr1 N2 C24 -72.0(7) . . . . ? N6 Zr1 N2 C21 -35.0(9) . . . . ? N4 Zr1 N2 C21 75.3(9) . . . . ? N1 Zr1 N2 C21 -157.7(8) . . . . ? N3 Zr1 N2 C21 -163.3(10) . . . . ? N7 Zr1 N2 C21 -24.1(10) . . . . ? N5 Zr1 N2 C21 110.2(10) . . . . ? C211 C216 C215 C214 0.1(13) . . . . ? C21C C216 C215 C214 -178.3(8) . . . . ? C12 C13 C14 N1 -2.2(10) . . . . ? C12 C13 C14 C31 -178.3(10) . . . . ? C11 N1 C14 C13 2.2(10) . . . . ? Zr1 N1 C14 C13 -174.4(6) . . . . ? C11 N1 C14 C31 178.7(9) . . . . ? Zr1 N1 C14 C31 2.1(11) . . . . ? N3 C31 C14 C13 -158.0(9) . . . . ? N3 C31 C14 N1 26.3(13) . . . . ? C24 N2 C21 C22 2.3(11) . . . . ? Zr1 N2 C21 C22 -179.7(7) . . . . ? C24 N2 C21 C211 -173.3(8) . . . . ? Zr1 N2 C21 C211 4.7(15) . . . . ? C212 C211 C21 C22 104.4(11) . . . . ? C216 C211 C21 C22 -78.5(12) . . . . ? C212 C211 C21 N2 -80.9(11) . . . . ? C216 C211 C21 N2 96.2(10) . . . . ? C216 C211 C212 C213 -1.0(12) . . . . ? C21 C211 C212 C213 176.1(7) . . . . ? C216 C211 C212 C21A 176.7(8) . . . . ? C21 C211 C212 C21A -6.2(12) . . . . ? C211 C212 C213 C214 -0.2(13) . . . . ? C21A C212 C213 C214 -177.9(8) . . . . ? C216 C215 C214 C213 -1.2(13) . . . . ? C216 C215 C214 C21B -177.9(8) . . . . ? C212 C213 C214 C215 1.2(13) . . . . ? C212 C213 C214 C21B 178.0(8) . . . . ? C21 N2 C24 C23 -1.8(11) . . . . ? Zr1 N2 C24 C23 179.7(7) . . . . ? C21 N2 C24 C32 -179.2(9) . . . . ? Zr1 N2 C24 C32 2.4(12) . . . . ? N2 C24 C32 N3 -27.7(12) . . . . ? C23 C24 C32 N3 155.7(10) . . . . ? C14 N1 C11 C12 -1.3(9) . . . . ? Zr1 N1 C11 C12 173.8(7) . . . . ? C14 N1 C11 C111 176.1(8) . . . . ? Zr1 N1 C11 C111 -8.8(14) . . . . ? C13 C12 C11 N1 0.0(10) . . . . ? C13 C12 C11 C111 -177.6(8) . . . . ? Zr1 N4 N5 C52 -117.1(7) . . . . ? Zr1 N4 N5 C51 116.0(7) . . . . ? N6 Zr1 N5 N4 -37.0(7) . . . . ? N2 Zr1 N5 N4 -109.3(5) . . . . ? N1 Zr1 N5 N4 107.0(5) . . . . ? N3 Zr1 N5 N4 179.4(5) . . . . ? N7 Zr1 N5 N4 15.0(6) . . . . ? N6 Zr1 N5 C52 61.0(9) . . . . ? N4 Zr1 N5 C52 98.1(9) . . . . ? N2 Zr1 N5 C52 -11.2(7) . . . . ? N1 Zr1 N5 C52 -154.9(7) . . . . ? N3 Zr1 N5 C52 -82.5(7) . . . . ? N7 Zr1 N5 C52 113.0(7) . . . . ? N6 Zr1 N5 C51 -133.4(8) . . . . ? N4 Zr1 N5 C51 -96.3(9) . . . . ? N2 Zr1 N5 C51 154.4(8) . . . . ? N1 Zr1 N5 C51 10.7(8) . . . . ? N3 Zr1 N5 C51 83.1(8) . . . . ? N7 Zr1 N5 C51 -81.4(9) . . . . ? C14 C31 N3 C32 -164.4(8) . . . . ? C14 C31 N3 C33 73.7(10) . . . . ? C14 C31 N3 Zr1 -40.2(10) . . . . ? C24 C32 N3 C31 161.5(9) . . . . ? C24 C32 N3 C33 -77.3(9) . . . . ? C24 C32 N3 Zr1 39.0(9) . . . . ? N6 Zr1 N3 C31 141.6(6) . . . . ? N4 Zr1 N3 C31 -62.7(7) . . . . ? N2 Zr1 N3 C31 -151.8(6) . . . . ? N1 Zr1 N3 C31 31.7(6) . . . . ? N7 Zr1 N3 C31 97.5(7) . . . . ? N5 Zr1 N3 C31 -63.1(6) . . . . ? N6 Zr1 N3 C32 -96.1(7) . . . . ? N4 Zr1 N3 C32 59.7(7) . . . . ? N2 Zr1 N3 C32 -29.4(6) . . . . ? N1 Zr1 N3 C32 154.0(6) . . . . ? N7 Zr1 N3 C32 -140.1(6) . . . . ? N5 Zr1 N3 C32 59.3(6) . . . . ? N6 Zr1 N3 C33 24.2(7) . . . . ? N4 Zr1 N3 C33 180.0(6) . . . . ? N2 Zr1 N3 C33 90.9(6) . . . . ? N1 Zr1 N3 C33 -85.7(6) . . . . ? N7 Zr1 N3 C33 -19.8(8) . . . . ? N5 Zr1 N3 C33 179.6(6) . . . . ? N2 C24 C23 C22 0.7(12) . . . . ? C32 C24 C23 C22 177.5(10) . . . . ? N2 C21 C22 C23 -1.9(11) . . . . ? C211 C21 C22 C23 173.4(9) . . . . ? C24 C23 C22 C21 0.8(12) . . . . ? N4 Zr1 N6 N7 67.1(6) . . . . ? N2 Zr1 N6 N7 163.9(6) . . . . ? N1 Zr1 N6 N7 -49.6(7) . . . . ? N3 Zr1 N6 N7 -134.6(5) . . . . ? N5 Zr1 N6 N7 89.8(7) . . . . ? Zr1 N6 N7 C72 127.7(7) . . . . ? Zr1 N6 N7 C71 -109.5(8) . . . . ? N4 Zr1 N7 N6 -120.6(6) . . . . ? N2 Zr1 N7 N6 -18.0(7) . . . . ? N1 Zr1 N7 N6 136.7(6) . . . . ? N3 Zr1 N7 N6 76.0(8) . . . . ? N5 Zr1 N7 N6 -129.5(5) . . . . ? N6 Zr1 N7 C72 -91.3(10) . . . . ? N4 Zr1 N7 C72 148.1(9) . . . . ? N2 Zr1 N7 C72 -109.3(9) . . . . ? N1 Zr1 N7 C72 45.4(9) . . . . ? N3 Zr1 N7 C72 -15.3(11) . . . . ? N5 Zr1 N7 C72 139.2(8) . . . . ? N6 Zr1 N7 C71 97.5(10) . . . . ? N4 Zr1 N7 C71 -23.0(8) . . . . ? N2 Zr1 N7 C71 79.6(8) . . . . ? N1 Zr1 N7 C71 -125.8(7) . . . . ? N3 Zr1 N7 C71 173.6(6) . . . . ? N5 Zr1 N7 C71 -31.9(9) . . . . ? C115 C114 C113 C112 -0.7(15) . . . . ? C11B C114 C113 C112 -177.3(9) . . . . ? C113 C114 C115 C116 0.9(15) . . . . ? C11B C114 C115 C116 177.5(9) . . . . ? N1 C11 C111 C116 -114.2(10) . . . . ? C12 C11 C111 C116 62.8(11) . . . . ? N1 C11 C111 C112 71.0(12) . . . . ? C12 C11 C111 C112 -112.0(10) . . . . ? C114 C113 C112 C111 0.3(13) . . . . ? C114 C113 C112 C11A 178.7(9) . . . . ? C116 C111 C112 C113 -0.1(12) . . . . ? C11 C111 C112 C113 174.9(8) . . . . ? C116 C111 C112 C11A -178.4(8) . . . . ? C11 C111 C112 C11A -3.4(12) . . . . ? C114 C115 C116 C111 -0.7(14) . . . . ? C114 C115 C116 C11C 176.8(9) . . . . ? C112 C111 C116 C115 0.3(12) . . . . ? C11 C111 C116 C115 -174.7(8) . . . . ? C112 C111 C116 C11C -177.2(8) . . . . ? C11 C111 C116 C11C 7.8(12) . . . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 69.53 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.585 _refine_diff_density_min -0.833 _refine_diff_density_rms 0.103 _contact_Crystallographer_name 'Richard Staples' _contact_Crystallographer_email xraystaples@chemistry.msu.com