# Copyright The Royal Society of Chemistry, 1998 #_______________________________________________ #S.S.KRISHNAMURTHY #Professor, Dept. of Inorganic & Physical Chem., #Indian Institute of Science, #Bangalore - 560 012, INDIA. #Tel(Off) :- +91-80-309 2401 # +91-80-309 2382 #FAX(Off) :- +91-80-334 1683 #E-Mail :- ipcssk@ipc.iisc.ernet.in # sskrish@hamsadvani.serc.iisc.ernet.in #Title: Synthesis, reactivity and structural characterisation of #bicyclic tetraphosphapentazanes #Natesan Thirupathi, Setharampattu Krishnamurthy* and Munirathinam Nethaji #Department of Inorganic and Physical Chemistry, Indian Institute of Science, #Bangalore- 560 012, India data_bicy _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety (EtN)5P4(O)(OPh)2 _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C22 H35 N5 O3 P4' _chemical_formula_weight 541.43 _chemical_melting_point '103-105 deg' _chemical_compound_source synthesis loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.668(2) _cell_length_b 34.879(7) _cell_length_c 9.7837(10) _cell_angle_alpha 90.00 _cell_angle_beta 107.359(14) _cell_angle_gamma 90.00 _cell_volume 2823.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 290(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8 _cell_measurement_theta_max 12 _exptl_crystal_description 'rectangular prism' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.274 _exptl_crystal_density_method ? _exptl_crystal_F_000 1144 _exptl_absorpt_coefficient_mu 0.299 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 290(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoKa _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD-4 diffractometer' _diffrn_measurement_method 'w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time '3600 sec' _diffrn_standards_decay_% ? _diffrn_reflns_number 5299 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0711 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.17 _diffrn_reflns_theta_max 24.98 _reflns_number_total 4954 _reflns_number_observed 2530 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD-4 Program' _computing_cell_refinement 'least-square refinement' _computing_data_reduction local _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP II' _computing_publication_material CIF _refine_special_details ; Refinement on F^2^ for ALL reflections except for 5 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[s^2^(Fo^2^)+( 0.0743P)^2^+3.7833P] 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 constraint _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4949 _refine_ls_number_parameters 318 _refine_ls_number_restraints 30 _refine_ls_R_factor_all 0.1625 _refine_ls_R_factor_obs 0.0765 _refine_ls_wR_factor_all 0.2185 _refine_ls_wR_factor_obs 0.1616 _refine_ls_goodness_of_fit_all 1.105 _refine_ls_goodness_of_fit_obs 1.175 _refine_ls_restrained_S_all 1.124 _refine_ls_restrained_S_obs 1.201 _refine_ls_shift/esd_max -0.077 _refine_ls_shift/esd_mean 0.004 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group C21 C 0.1354(15) 0.4707(3) 0.7740(12) 0.052(3) Uiso 0.50 d PD . C21' C 0.0618(32) 0.4672(6) 0.8021(24) 0.143(8) Uiso 0.50 d PD . C22 C 0.0002(17) 0.4792(4) 0.8397(16) 0.082(4) Uiso 0.50 d PD . C22' C 0.2082(33) 0.4893(8) 0.8487(31) 0.187(10) Uiso 0.50 d PD . P1 P 0.0100(2) 0.35062(5) 0.5181(2) 0.0660(5) Uani 1 d . . P2 P -0.0148(2) 0.43736(5) 0.5245(2) 0.0702(5) Uani 1 d . . P3 P 0.1706(2) 0.39245(5) 0.7785(2) 0.0652(5) Uani 1 d . . P4 P 0.3613(2) 0.33722(5) 0.6520(2) 0.0727(5) Uani 1 d . . N1 N 0.0295(6) 0.39562(14) 0.4577(5) 0.0636(13) Uani 1 d D . N2 N 0.1001(6) 0.43418(14) 0.6979(5) 0.0715(15) Uani 1 d D . N3 N 0.3238(6) 0.38061(14) 0.7120(5) 0.0654(14) Uani 1 d D . N4 N 0.1848(7) 0.32896(14) 0.5222(5) 0.074(2) Uani 1 d D . N5 N 0.0337(6) 0.36092(13) 0.6898(5) 0.0583(12) Uani 1 d D . O1 O -0.1248(11) 0.3290(2) 0.4502(8) 0.076(2) Uani 0.50 d P . O2 O -0.1926(5) 0.42809(12) 0.5529(5) 0.0753(12) Uani 1 d . . O3 O 0.1979(10) 0.3926(2) 0.9279(8) 0.065(2) Uani 0.50 d P . O4 O 0.3284(5) 0.30701(12) 0.7723(4) 0.0727(12) Uani 1 d . . C11 C 0.0733(9) 0.3996(2) 0.3225(7) 0.087(2) Uani 1 d D . H11A H 0.1537(9) 0.3803(2) 0.3216(7) 0.104 Uiso 1 calc R . H11B H 0.1228(9) 0.4245(2) 0.3221(7) 0.104 Uiso 1 calc R . C12 C -0.0643(11) 0.3957(3) 0.1891(8) 0.120(3) Uani 1 d D . H12A H -0.0261(18) 0.3991(19) 0.1074(8) 0.181 Uiso 1 calc R . H12B H -0.1445(37) 0.4147(12) 0.1882(34) 0.181 Uiso 1 calc R . H12C H -0.1111(51) 0.3706(7) 0.1858(35) 0.181 Uiso 1 calc R . C31 C 0.4505(8) 0.4105(2) 0.7161(8) 0.090(2) Uani 1 d D . H31A H 0.3978(8) 0.4347(2) 0.6832(8) 0.108 Uiso 1 calc R . H31B H 0.5103(8) 0.4031(2) 0.6508(8) 0.108 Uiso 1 calc R . C32 C 0.5674(10) 0.4158(3) 0.8641(9) 0.113(3) Uani 1 d D . H32A H 0.6550(39) 0.4319(14) 0.8586(12) 0.169 Uiso 1 calc R . H32B H 0.6091(56) 0.3913(3) 0.9025(28) 0.169 Uiso 1 calc R . H32C H 0.5124(20) 0.4275(16) 0.9252(19) 0.169 Uiso 1 calc R . C41 C 0.1792(10) 0.2915(2) 0.4439(8) 0.106(3) Uani 1 d D . H41A H 0.2708(10) 0.2759(2) 0.4952(8) 0.127 Uiso 1 calc R . H41B H 0.0815(10) 0.2778(2) 0.4429(8) 0.127 Uiso 1 calc R . C42 C 0.1826(13) 0.2967(3) 0.2964(10) 0.141(4) Uani 1 d D . H42A H 0.1816(94) 0.2722(3) 0.2520(28) 0.212 Uiso 1 calc R . H42B H 0.2790(46) 0.3103(19) 0.2966(10) 0.212 Uiso 1 calc R . H42C H 0.0895(48) 0.3112(19) 0.2438(24) 0.212 Uiso 1 calc R . C51 C -0.0937(11) 0.3478(3) 0.7584(8) 0.109(3) Uani 1 d D . H51A H -0.1206(11) 0.3689(3) 0.8117(8) 0.130 Uiso 1 calc R . H51B H -0.1911(11) 0.3405(3) 0.6838(8) 0.130 Uiso 1 calc R . C52 C -0.0398(15) 0.3163(3) 0.8517(12) 0.167(5) Uani 1 d D . H52A H -0.1245(42) 0.3083(17) 0.8901(78) 0.250 Uiso 1 calc R . H52B H 0.0532(70) 0.3237(8) 0.9286(55) 0.250 Uiso 1 calc R . H52C H -0.0116(106) 0.2954(10) 0.7997(26) 0.250 Uiso 1 calc R . C2A C -0.3293(8) 0.4341(2) 0.4377(7) 0.068(2) Uani 1 d . . C2B C -0.3902(10) 0.4695(3) 0.4069(10) 0.106(3) Uani 1 d . . H2B H -0.3411(10) 0.4904(3) 0.4621(10) 0.128 Uiso 1 calc R . C2C C -0.5268(13) 0.4745(3) 0.2920(14) 0.147(5) Uani 1 d . . H2C H -0.5664(13) 0.4991(3) 0.2676(14) 0.177 Uiso 1 calc R . C2D C -0.6032(12) 0.4450(5) 0.2152(11) 0.125(4) Uani 1 d . . H2D H -0.6972(12) 0.4490(5) 0.1402(11) 0.150 Uiso 1 calc R . C2E C -0.5434(11) 0.4091(4) 0.2469(11) 0.124(4) Uani 1 d . . H2E H -0.5951(11) 0.3882(4) 0.1931(11) 0.149 Uiso 1 calc R . C2F C -0.4039(10) 0.4038(3) 0.3609(9) 0.101(3) Uani 1 d . . H2F H -0.3621(10) 0.3793(3) 0.3840(9) 0.121 Uiso 1 calc R . C4A C 0.4596(8) 0.2969(2) 0.8883(7) 0.065(2) Uani 1 d . . C4B C 0.4960(10) 0.3178(2) 1.0111(8) 0.091(2) Uani 1 d . . H4B H 0.4351(10) 0.3394(2) 1.0173(8) 0.109 Uiso 1 calc R . C4C C 0.6235(12) 0.3069(3) 1.1259(9) 0.104(3) Uani 1 d . . H4C H 0.6493(12) 0.3212(3) 1.2098(9) 0.124 Uiso 1 calc R . C4D C 0.7120(10) 0.2754(3) 1.1183(10) 0.103(3) Uani 1 d . . H4D H 0.7998(10) 0.2685(3) 1.1956(10) 0.124 Uiso 1 calc R . C4E C 0.6711(10) 0.2534(2) 0.9947(11) 0.100(3) Uani 1 d . . H4E H 0.7289(10) 0.2312(2) 0.9904(11) 0.120 Uiso 1 calc R . C4F C 0.5452(9) 0.2644(2) 0.8780(8) 0.081(2) Uani 1 d . . H4F H 0.5187(9) 0.2501(2) 0.7939(8) 0.098 Uiso 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 P1 0.0753(12) 0.0630(10) 0.0595(10) -0.0019(8) 0.0197(9) -0.0009(9) P2 0.0738(12) 0.0624(10) 0.0719(11) 0.0073(9) 0.0180(9) 0.0018(9) P3 0.0692(11) 0.0604(10) 0.0641(11) -0.0013(8) 0.0168(9) -0.0026(9) P4 0.0715(12) 0.0764(12) 0.0717(11) 0.0041(9) 0.0236(9) 0.0084(9) N1 0.073(3) 0.067(3) 0.055(3) 0.007(2) 0.026(3) 0.000(3) N2 0.076(4) 0.058(3) 0.073(3) -0.006(3) 0.012(3) 0.002(3) N3 0.066(3) 0.064(3) 0.068(3) 0.002(3) 0.022(3) -0.011(3) N4 0.088(4) 0.074(4) 0.058(3) -0.011(3) 0.019(3) 0.011(3) N5 0.065(3) 0.057(3) 0.057(3) -0.001(2) 0.023(2) -0.012(2) O1 0.082(6) 0.075(6) 0.063(5) -0.010(4) 0.008(5) -0.017(5) O2 0.074(3) 0.085(3) 0.068(3) 0.005(2) 0.022(2) 0.009(2) O3 0.076(6) 0.068(5) 0.047(5) -0.007(4) 0.011(4) -0.002(4) O4 0.071(3) 0.069(3) 0.073(3) 0.009(2) 0.014(2) 0.006(2) C11 0.102(6) 0.085(5) 0.086(5) 0.014(4) 0.046(5) -0.005(4) C12 0.132(8) 0.161(9) 0.060(5) 0.005(5) 0.017(5) -0.013(6) C31 0.080(5) 0.088(5) 0.101(6) 0.009(4) 0.026(5) -0.009(4) C32 0.086(6) 0.125(7) 0.121(7) -0.007(6) 0.021(5) -0.032(5) C41 0.096(6) 0.132(7) 0.083(5) -0.031(5) 0.015(5) 0.025(5) C42 0.178(10) 0.135(8) 0.115(8) -0.029(6) 0.049(7) 0.036(7) C51 0.128(7) 0.111(7) 0.078(5) -0.008(5) 0.017(5) -0.037(6) C52 0.191(12) 0.155(10) 0.159(10) 0.039(9) 0.059(9) -0.031(9) C2A 0.064(4) 0.086(5) 0.060(4) 0.000(4) 0.028(4) 0.005(4) C2B 0.075(6) 0.095(6) 0.134(7) 0.018(5) 0.008(5) 0.004(5) C2C 0.089(8) 0.137(9) 0.199(12) 0.086(9) 0.016(8) 0.001(7) C2D 0.066(6) 0.204(13) 0.104(7) 0.043(8) 0.022(5) 0.000(8) C2E 0.079(7) 0.196(12) 0.099(7) -0.053(7) 0.029(6) -0.017(7) C2F 0.079(6) 0.115(7) 0.107(6) -0.030(5) 0.024(5) 0.016(5) C4A 0.068(4) 0.057(4) 0.072(4) 0.013(3) 0.022(4) 0.002(3) C4B 0.119(7) 0.065(4) 0.083(5) 0.005(4) 0.024(5) 0.011(4) C4C 0.126(7) 0.090(6) 0.081(6) 0.009(5) 0.011(5) -0.006(6) C4D 0.089(6) 0.119(8) 0.090(6) 0.043(6) 0.008(5) -0.004(6) C4E 0.085(6) 0.091(6) 0.129(8) 0.032(6) 0.039(6) 0.022(5) C4F 0.081(5) 0.078(5) 0.088(5) 0.001(4) 0.029(4) 0.011(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C21 C21' 0.78(3) . ? C21 C22' 1.04(3) . ? C21 N2 1.462(11) . ? C21 C22 1.52(2) . ? C21' C22 0.84(2) . ? C21' C22' 1.44(2) . ? C21' N2 1.64(2) . ? C22 C22' 1.81(3) . ? P1 O1 1.382(8) . ? P1 N5 1.669(5) . ? P1 N4 1.683(6) . ? P1 N1 1.703(5) . ? P2 O2 1.677(5) . ? P2 N1 1.686(5) . ? P2 N2 1.695(5) . ? P3 O3 1.409(7) . ? P3 N5 1.660(5) . ? P3 N2 1.681(5) . ? P3 N3 1.694(5) . ? P4 O4 1.667(4) . ? P4 N3 1.690(5) . ? P4 N4 1.696(5) . ? N1 C11 1.487(7) . ? N3 C31 1.506(8) . ? N4 C41 1.509(8) . ? N5 C51 1.524(9) . ? O2 C2A 1.386(7) . ? O4 C4A 1.391(7) . ? C11 C12 1.489(9) . ? C31 C32 1.510(9) . ? C41 C42 1.464(10) . ? C51 C52 1.416(10) . ? C2A C2B 1.341(10) . ? C2A C2F 1.347(10) . ? C2B C2C 1.379(12) . ? C2C C2D 1.328(14) . ? C2D C2E 1.357(13) . ? C2E C2F 1.391(12) . ? C4A C4B 1.361(9) . ? C4A C4F 1.374(9) . ? C4B C4C 1.374(10) . ? C4C C4D 1.355(11) . ? C4D C4E 1.385(11) . ? C4E C4F 1.377(10) . ? 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 C21' C21 C22' 104.0(21) . . ? C21' C21 N2 88.3(17) . . ? C22' C21 N2 153.3(20) . . ? C21' C21 C22 20.9(18) . . ? C22' C21 C22 88.0(18) . . ? N2 C21 C22 108.3(10) . . ? C21 C21' C22 140.0(35) . . ? C21 C21' C22' 44.4(18) . . ? C22 C21' C22' 102.0(25) . . ? C21 C21' N2 63.4(16) . . ? C22 C21' N2 153.3(30) . . ? C22' C21' N2 104.5(21) . . ? C21' C22 C21 19.1(19) . . ? C21' C22 C22' 50.9(19) . . ? C21 C22 C22' 34.9(9) . . ? C21 C22' C21' 31.6(13) . . ? C21 C22' C22 57.2(15) . . ? C21' C22' C22 27.1(10) . . ? O1 P1 N5 115.7(4) . . ? O1 P1 N4 113.1(4) . . ? N5 P1 N4 103.5(3) . . ? O1 P1 N1 119.5(4) . . ? N5 P1 N1 98.9(2) . . ? N4 P1 N1 103.9(3) . . ? O2 P2 N1 103.0(2) . . ? O2 P2 N2 96.7(3) . . ? N1 P2 N2 101.4(2) . . ? O3 P3 N5 114.7(4) . . ? O3 P3 N2 114.1(4) . . ? N5 P3 N2 103.0(3) . . ? O3 P3 N3 119.3(4) . . ? N5 P3 N3 99.1(2) . . ? N2 P3 N3 104.4(3) . . ? O4 P4 N3 103.2(2) . . ? O4 P4 N4 96.6(3) . . ? N3 P4 N4 100.8(3) . . ? C11 N1 P2 114.3(4) . . ? C11 N1 P1 118.2(4) . . ? P2 N1 P1 127.1(3) . . ? C21 N2 C21' 28.3(9) . . ? C21 N2 P3 121.7(5) . . ? C21' N2 P3 115.4(9) . . ? C21 N2 P2 115.1(5) . . ? C21' N2 P2 114.2(9) . . ? P3 N2 P2 123.3(3) . . ? C31 N3 P4 114.5(4) . . ? C31 N3 P3 118.1(4) . . ? P4 N3 P3 127.3(3) . . ? C41 N4 P1 119.0(5) . . ? C41 N4 P4 114.3(4) . . ? P1 N4 P4 123.1(3) . . ? C51 N5 P3 117.9(4) . . ? C51 N5 P1 119.4(4) . . ? P3 N5 P1 121.5(3) . . ? C2A O2 P2 116.2(4) . . ? C4A O4 P4 117.8(4) . . ? N1 C11 C12 114.9(6) . . ? N3 C31 C32 112.6(6) . . ? C42 C41 N4 112.6(7) . . ? C52 C51 N5 112.0(8) . . ? C2B C2A C2F 120.4(7) . . ? C2B C2A O2 120.4(7) . . ? C2F C2A O2 119.1(7) . . ? C2A C2B C2C 118.9(9) . . ? C2D C2C C2B 121.7(10) . . ? C2C C2D C2E 119.6(10) . . ? C2D C2E C2F 119.1(10) . . ? C2A C2F C2E 120.1(9) . . ? C4B C4A C4F 121.3(7) . . ? C4B C4A O4 120.1(6) . . ? C4F C4A O4 118.5(6) . . ? C4A C4B C4C 119.3(7) . . ? C4D C4C C4B 120.8(8) . . ? C4C C4D C4E 119.6(8) . . ? C4F C4E C4D 120.3(8) . . ? C4A C4F C4E 118.7(7) . . ? _refine_diff_density_max .459 _refine_diff_density_min -.237 _refine_diff_density_rms .058 #=END data_5bic _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety (EtN)5P4(O)(OPh)2(O2C6Cl4) _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C28 H35 Cl4 N5 O5 P4' _chemical_formula_weight 787.29 _chemical_melting_point '136-138 deg' _chemical_compound_source synthesis loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.828(4) _cell_length_b 13.930(5) _cell_length_c 29.316(10) _cell_angle_alpha 90.00 _cell_angle_beta 91.20(3) _cell_angle_gamma 90.00 _cell_volume 3604.5(26) _cell_formula_units_Z 4 _cell_measurement_temperature 290(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8 _cell_measurement_theta_max 12 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method ? _exptl_crystal_F_000 1624 _exptl_absorpt_coefficient_mu 0.550 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 290(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoKa _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD-4 diffractometer' _diffrn_measurement_method 'w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time '3600 sec' _diffrn_standards_decay_% ? _diffrn_reflns_number 6853 _diffrn_reflns_av_R_equivalents 0.0692 _diffrn_reflns_av_sigmaI/netI 0.0300 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 24.98 _reflns_number_total 6353 _reflns_number_observed 4909 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD-4 program' _computing_cell_refinement 'least-square refinement' _computing_data_reduction local _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP II' _computing_publication_material CIF _refine_special_details ; Refinement on F^2^ for ALL reflections except for 2 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[s^2^(Fo^2^)+( 0.0451P)^2^+1.8141P] 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 constraint _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6351 _refine_ls_number_parameters 420 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0588 _refine_ls_R_factor_obs 0.0386 _refine_ls_wR_factor_all 0.1065 _refine_ls_wR_factor_obs 0.0928 _refine_ls_goodness_of_fit_all 1.074 _refine_ls_goodness_of_fit_obs 1.077 _refine_ls_restrained_S_all 1.076 _refine_ls_restrained_S_obs 1.077 _refine_ls_shift/esd_max 0.004 _refine_ls_shift/esd_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group P1 P 0.01491(8) 0.04499(5) 0.31932(2) 0.0507(2) Uani 1 d . . P2 P 0.13948(8) -0.02172(5) 0.40828(2) 0.0526(2) Uani 1 d . . P3 P -0.01317(7) 0.16860(5) 0.39979(2) 0.0449(2) Uani 1 d . . P4 P -0.28316(8) 0.12726(5) 0.33575(3) 0.0565(2) Uani 1 d . . N1 N 0.0221(3) -0.03463(14) 0.36236(8) 0.0529(5) Uani 1 d . . N2 N 0.1005(3) 0.09213(15) 0.42846(7) 0.0518(5) Uani 1 d . . N3 N -0.1869(2) 0.12594(15) 0.38712(7) 0.0493(5) Uani 1 d . . N4 N -0.1672(3) 0.0578(2) 0.30457(8) 0.0576(6) Uani 1 d . . N5 N 0.0644(2) 0.14334(14) 0.34699(7) 0.0460(5) Uani 1 d . . O1 O 0.1067(2) 0.02087(14) 0.27971(6) 0.0634(5) Uani 1 d . . O2 O 0.3060(2) 0.00286(12) 0.38555(6) 0.0557(5) Uani 1 d . . O3 O 0.0224(2) 0.28285(12) 0.38888(6) 0.0501(4) Uani 1 d . . O4 O -0.0820(2) 0.20813(12) 0.45426(6) 0.0530(4) Uani 1 d . . O5 O -0.2330(2) 0.23357(13) 0.31629(6) 0.0598(5) Uani 1 d . . C11 C -0.0583(4) -0.1286(2) 0.35847(12) 0.0690(8) Uani 1 d . . H11A H -0.1546(4) -0.1185(2) 0.34261(12) 0.083 Uiso 1 calc R . H11B H -0.0797(4) -0.1515(2) 0.38890(12) 0.083 Uiso 1 calc R . C12 C 0.0276(5) -0.2043(2) 0.33398(14) 0.0957(12) Uani 1 d . . H12A H -0.0318(14) -0.2619(7) 0.3323(9) 0.144 Uiso 1 calc R . H12B H 0.1210(16) -0.2171(15) 0.3502(5) 0.144 Uiso 1 calc R . H12C H 0.0490(29) -0.1825(9) 0.3037(4) 0.144 Uiso 1 calc R . C21 C 0.1531(4) 0.1034(2) 0.47674(10) 0.0753(9) Uani 1 d . . H21A H 0.2109(4) 0.0471(2) 0.48577(10) 0.090 Uiso 1 calc R . H21B H 0.0656(4) 0.1072(2) 0.49611(10) 0.090 Uiso 1 calc R . C22 C 0.2494(4) 0.1913(3) 0.48422(14) 0.1028(14) Uani 1 d . . H22A H 0.2935(28) 0.1897(11) 0.5144(4) 0.154 Uiso 1 calc R . H22B H 0.1878(8) 0.2477(3) 0.4808(10) 0.154 Uiso 1 calc R . H22C H 0.3285(21) 0.1925(12) 0.4623(7) 0.154 Uiso 1 calc R . C31 C -0.2575(3) 0.0602(2) 0.42153(10) 0.0627(7) Uani 1 d . . H31A H -0.2881(3) 0.0013(2) 0.40630(10) 0.075 Uiso 1 calc R . H31B H -0.1816(3) 0.0438(2) 0.44462(10) 0.075 Uiso 1 calc R . C32 C -0.3930(4) 0.1023(2) 0.44467(11) 0.0749(9) Uani 1 d . . H32A H -0.4334(16) 0.0561(7) 0.4654(6) 0.112 Uiso 1 calc R . H32B H -0.4690(11) 0.1189(16) 0.42213(13) 0.112 Uiso 1 calc R . H32C H -0.3628(7) 0.1589(10) 0.4612(7) 0.112 Uiso 1 calc R . C41 C -0.2258(4) 0.0235(3) 0.25934(11) 0.0750(9) Uani 1 d . . H41A H -0.1646(4) -0.0302(3) 0.24960(11) 0.090 Uiso 1 calc R . H41B H -0.3287(4) 0.0006(3) 0.26268(11) 0.090 Uiso 1 calc R . C42 C -0.2248(6) 0.0986(3) 0.22344(12) 0.1107(15) Uani 1 d . . H42A H -0.2617(37) 0.0719(7) 0.1951(3) 0.166 Uiso 1 calc R . H42B H -0.1232(8) 0.1215(17) 0.2198(8) 0.166 Uiso 1 calc R . H42C H -0.2888(31) 0.1509(11) 0.2322(6) 0.166 Uiso 1 calc R . C51 C 0.2056(3) 0.1921(2) 0.33171(9) 0.0575(7) Uani 1 d . . H51A H 0.2756(3) 0.1439(2) 0.32088(9) 0.069 Uiso 1 calc R . H51B H 0.2533(3) 0.2240(2) 0.35767(9) 0.069 Uiso 1 calc R . C52 C 0.1771(5) 0.2647(3) 0.29444(12) 0.0870(11) Uani 1 d . . H52A H 0.2700(8) 0.2972(14) 0.2878(7) 0.131 Uiso 1 calc R . H52B H 0.1034(24) 0.3105(12) 0.3042(4) 0.131 Uiso 1 calc R . H52C H 0.1399(30) 0.2326(3) 0.2675(3) 0.131 Uiso 1 calc R . C2A C 0.3902(3) -0.0764(2) 0.37080(10) 0.0543(7) Uani 1 d . . C2B C 0.4100(3) -0.0884(2) 0.32454(11) 0.0656(8) Uani 1 d . . H2B H 0.3663(3) -0.0458(2) 0.30371(11) 0.079 Uiso 1 calc R . C2C C 0.4958(4) -0.1650(2) 0.30967(13) 0.0785(9) Uani 1 d . . H2C H 0.5115(4) -0.1733(2) 0.27865(13) 0.094 Uiso 1 calc R . C2D C 0.5581(4) -0.2289(2) 0.34066(15) 0.0812(10) Uani 1 d . . H2D H 0.6148(4) -0.2807(2) 0.33051(15) 0.097 Uiso 1 calc R . C2E C 0.5364(4) -0.2163(2) 0.38641(14) 0.0792(10) Uani 1 d . . H2E H 0.5781(4) -0.2597(2) 0.40723(14) 0.095 Uiso 1 calc R . C2F C 0.4528(3) -0.1393(2) 0.40179(11) 0.0644(8) Uani 1 d . . H2F H 0.4392(3) -0.1303(2) 0.43287(11) 0.077 Uiso 1 calc R . C3A C -0.0430(3) 0.3478(2) 0.41756(9) 0.0479(6) Uani 1 d . . C3B C -0.0488(3) 0.4451(2) 0.41057(9) 0.0539(6) Uani 1 d . . C3C C -0.1271(3) 0.4999(2) 0.44267(11) 0.0601(7) Uani 1 d . . C3D C -0.1928(3) 0.4560(2) 0.47982(10) 0.0607(7) Uani 1 d . . C3E C -0.1811(3) 0.3564(2) 0.48676(9) 0.0559(7) Uani 1 d . . C3F C -0.1062(3) 0.3030(2) 0.45456(9) 0.0495(6) Uani 1 d . . C4A C -0.3108(3) 0.3170(2) 0.32759(9) 0.0551(7) Uani 1 d . . C4B C -0.2802(4) 0.3968(2) 0.30163(11) 0.0717(8) Uani 1 d . . H4B H -0.2140(4) 0.3926(2) 0.27744(11) 0.086 Uiso 1 calc R . C4C C -0.3485(5) 0.4826(3) 0.31179(14) 0.0936(12) Uani 1 d . . H4C H -0.3279(5) 0.5368(3) 0.29450(14) 0.112 Uiso 1 calc R . C4D C -0.4471(5) 0.4888(3) 0.3474(2) 0.0981(13) Uani 1 d . . H4D H -0.4931(5) 0.5471(3) 0.3540(2) 0.118 Uiso 1 calc R . C4E C -0.4772(5) 0.4103(3) 0.37277(14) 0.0955(12) Uani 1 d . . H4E H -0.5444(5) 0.4149(3) 0.39668(14) 0.115 Uiso 1 calc R . C4F C -0.4088(4) 0.3229(2) 0.36352(11) 0.0760(9) Uani 1 d . . H4F H -0.4287(4) 0.2692(2) 0.38125(11) 0.091 Uiso 1 calc R . Cl1 Cl 0.03944(11) 0.49590(5) 0.36499(3) 0.0765(2) Uani 1 d . . Cl2 Cl -0.14208(11) 0.62203(6) 0.43468(3) 0.0877(3) Uani 1 d . . Cl3 Cl -0.28956(11) 0.52416(7) 0.51910(3) 0.0914(3) Uani 1 d . . Cl4 Cl -0.25744(11) 0.30030(7) 0.53330(3) 0.0851(3) Uani 1 d . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 P1 0.0594(4) 0.0425(4) 0.0504(4) -0.0064(3) 0.0067(3) 0.0049(3) P2 0.0604(4) 0.0414(4) 0.0563(4) 0.0031(3) 0.0071(3) 0.0053(3) P3 0.0526(4) 0.0378(3) 0.0448(3) -0.0011(3) 0.0107(3) 0.0007(3) P4 0.0545(4) 0.0556(4) 0.0595(4) -0.0045(3) 0.0033(3) 0.0031(3) N1 0.0600(13) 0.0362(11) 0.0627(14) -0.0023(10) 0.0041(11) -0.0014(10) N2 0.0643(14) 0.0453(12) 0.0459(12) -0.0013(10) 0.0043(10) 0.0073(10) N3 0.0531(13) 0.0446(12) 0.0507(12) 0.0015(9) 0.0102(10) -0.0018(10) N4 0.0640(14) 0.0536(13) 0.0550(13) -0.0107(11) -0.0027(11) 0.0039(11) N5 0.0523(12) 0.0391(11) 0.0470(11) -0.0020(9) 0.0109(9) 0.0002(9) O1 0.0754(13) 0.0586(12) 0.0567(11) -0.0126(9) 0.0130(10) 0.0116(10) O2 0.0552(11) 0.0439(10) 0.0681(12) -0.0021(8) 0.0066(9) 0.0041(8) O3 0.0603(11) 0.0379(9) 0.0528(10) -0.0040(8) 0.0166(8) -0.0002(8) O4 0.0652(11) 0.0453(10) 0.0489(10) -0.0026(8) 0.0141(8) 0.0017(8) O5 0.0657(12) 0.0549(11) 0.0593(11) 0.0031(9) 0.0116(9) 0.0136(9) C11 0.074(2) 0.047(2) 0.087(2) -0.0009(15) 0.004(2) -0.0080(14) C12 0.114(3) 0.052(2) 0.122(3) -0.025(2) 0.015(2) -0.011(2) C21 0.093(2) 0.078(2) 0.055(2) -0.007(2) -0.009(2) 0.031(2) C22 0.084(3) 0.112(3) 0.111(3) -0.059(3) -0.028(2) 0.026(2) C31 0.063(2) 0.057(2) 0.068(2) 0.0048(14) 0.0120(14) -0.0094(14) C32 0.069(2) 0.080(2) 0.076(2) -0.001(2) 0.022(2) -0.012(2) C41 0.076(2) 0.080(2) 0.069(2) -0.022(2) -0.004(2) -0.005(2) C42 0.155(4) 0.114(3) 0.062(2) -0.008(2) -0.010(2) 0.020(3) C51 0.062(2) 0.050(2) 0.062(2) -0.0022(13) 0.0194(13) -0.0021(13) C52 0.108(3) 0.071(2) 0.083(2) 0.021(2) 0.033(2) -0.002(2) C2A 0.0471(15) 0.0416(14) 0.074(2) -0.0029(13) 0.0052(13) 0.0007(12) C2B 0.064(2) 0.061(2) 0.072(2) 0.0005(15) 0.0091(15) 0.0056(15) C2C 0.074(2) 0.072(2) 0.091(2) -0.013(2) 0.024(2) 0.005(2) C2D 0.065(2) 0.055(2) 0.125(3) -0.015(2) 0.019(2) 0.008(2) C2E 0.066(2) 0.055(2) 0.116(3) 0.008(2) -0.001(2) 0.013(2) C2F 0.062(2) 0.055(2) 0.077(2) 0.0019(15) -0.0007(15) 0.0051(14) C3A 0.0490(14) 0.0432(14) 0.0517(14) -0.0072(12) 0.0050(11) 0.0022(11) C3B 0.056(2) 0.0448(14) 0.061(2) -0.0044(12) 0.0017(13) 0.0008(12) C3C 0.060(2) 0.047(2) 0.073(2) -0.0136(14) -0.0071(15) 0.0088(13) C3D 0.053(2) 0.062(2) 0.068(2) -0.0240(15) 0.0005(14) 0.0096(13) C3E 0.053(2) 0.063(2) 0.052(2) -0.0131(13) 0.0077(12) 0.0015(13) C3F 0.0501(14) 0.0458(14) 0.0527(15) -0.0072(12) 0.0032(12) 0.0012(12) C4A 0.057(2) 0.054(2) 0.055(2) -0.0039(13) -0.0043(13) 0.0101(13) C4B 0.085(2) 0.065(2) 0.065(2) 0.003(2) 0.005(2) 0.013(2) C4C 0.116(3) 0.061(2) 0.104(3) 0.006(2) 0.010(2) 0.017(2) C4D 0.108(3) 0.065(2) 0.122(3) -0.016(2) -0.002(3) 0.029(2) C4E 0.096(3) 0.091(3) 0.100(3) -0.014(2) 0.027(2) 0.030(2) C4F 0.079(2) 0.070(2) 0.080(2) 0.003(2) 0.023(2) 0.018(2) Cl1 0.1027(6) 0.0484(4) 0.0790(5) 0.0055(4) 0.0190(5) -0.0035(4) Cl2 0.1060(7) 0.0473(4) 0.1097(7) -0.0156(4) -0.0012(5) 0.0195(4) Cl3 0.0860(6) 0.0879(6) 0.1011(7) -0.0443(5) 0.0207(5) 0.0160(5) Cl4 0.1004(6) 0.0910(6) 0.0653(5) -0.0146(4) 0.0354(4) -0.0087(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 P1 O1 1.469(2) . ? P1 N5 1.647(2) . ? P1 N4 1.666(3) . ? P1 N1 1.680(2) . ? P2 O2 1.662(2) . ? P2 N1 1.691(2) . ? P2 N2 1.730(2) . ? P3 O3 1.655(2) . ? P3 N2 1.677(2) . ? P3 N3 1.679(2) . ? P3 N5 1.742(2) . ? P3 O4 1.806(2) . ? P4 O5 1.651(2) . ? P4 N4 1.691(2) . ? P4 N3 1.714(2) . ? N1 C11 1.492(3) . ? N2 C21 1.489(3) . ? N3 C31 1.507(3) . ? N4 C41 1.492(4) . ? N5 C51 1.496(3) . ? O2 C2A 1.404(3) . ? O3 C3A 1.371(3) . ? O4 C3F 1.339(3) . ? O5 C4A 1.394(3) . ? C11 C12 1.492(4) . ? C21 C22 1.504(5) . ? C31 C32 1.506(4) . ? C41 C42 1.484(5) . ? C51 C52 1.506(4) . ? C2A C2F 1.371(4) . ? C2A C2B 1.381(4) . ? C2B C2C 1.383(4) . ? C2C C2D 1.379(5) . ? C2D C2E 1.370(5) . ? C2E C2F 1.382(4) . ? C3A C3B 1.372(4) . ? C3A C3F 1.379(4) . ? C3B C3C 1.404(4) . ? C3B Cl1 1.714(3) . ? C3C C3D 1.387(4) . ? C3C Cl2 1.722(3) . ? C3D C3E 1.405(4) . ? C3D Cl3 1.732(3) . ? C3E C3F 1.381(3) . ? C3E Cl4 1.722(3) . ? C4A C4B 1.376(4) . ? C4A C4F 1.379(4) . ? C4B C4C 1.374(5) . ? C4C C4D 1.375(5) . ? C4D C4E 1.353(5) . ? C4E C4F 1.388(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 P1 N5 115.77(11) . . ? O1 P1 N4 111.39(12) . . ? N5 P1 N4 106.47(11) . . ? O1 P1 N1 115.47(12) . . ? N5 P1 N1 100.01(11) . . ? N4 P1 N1 106.65(12) . . ? O2 P2 N1 103.60(11) . . ? O2 P2 N2 97.60(10) . . ? N1 P2 N2 104.28(11) . . ? O3 P3 N2 126.44(11) . . ? O3 P3 N3 118.27(10) . . ? N2 P3 N3 114.84(12) . . ? O3 P3 N5 86.72(9) . . ? N2 P3 N5 94.29(11) . . ? N3 P3 N5 96.09(11) . . ? O3 P3 O4 86.93(8) . . ? N2 P3 O4 87.68(10) . . ? N3 P3 O4 88.91(10) . . ? N5 P3 O4 173.26(9) . . ? O5 P4 N4 99.02(11) . . ? O5 P4 N3 100.47(10) . . ? N4 P4 N3 100.02(11) . . ? C11 N1 P1 120.7(2) . . ? C11 N1 P2 115.9(2) . . ? P1 N1 P2 122.71(13) . . ? C21 N2 P3 125.5(2) . . ? C21 N2 P2 111.2(2) . . ? P3 N2 P2 122.17(13) . . ? C31 N3 P3 117.1(2) . . ? C31 N3 P4 113.0(2) . . ? P3 N3 P4 128.65(13) . . ? C41 N4 P1 120.7(2) . . ? C41 N4 P4 117.5(2) . . ? P1 N4 P4 120.87(13) . . ? C51 N5 P1 116.4(2) . . ? C51 N5 P3 121.3(2) . . ? P1 N5 P3 120.05(12) . . ? C2A O2 P2 116.1(2) . . ? C3A O3 P3 115.6(2) . . ? C3F O4 P3 111.3(2) . . ? C4A O5 P4 121.9(2) . . ? N1 C11 C12 114.3(3) . . ? N2 C21 C22 112.9(3) . . ? C32 C31 N3 114.1(2) . . ? C42 C41 N4 113.4(3) . . ? N5 C51 C52 113.3(3) . . ? C2F C2A C2B 121.0(3) . . ? C2F C2A O2 120.5(3) . . ? C2B C2A O2 118.5(3) . . ? C2A C2B C2C 119.0(3) . . ? C2D C2C C2B 120.3(3) . . ? C2E C2D C2C 120.0(3) . . ? C2D C2E C2F 120.4(3) . . ? C2A C2F C2E 119.4(3) . . ? O3 C3A C3B 125.1(2) . . ? O3 C3A C3F 111.5(2) . . ? C3B C3A C3F 123.4(2) . . ? C3A C3B C3C 117.0(3) . . ? C3A C3B Cl1 120.5(2) . . ? C3C C3B Cl1 122.4(2) . . ? C3D C3C C3B 120.4(3) . . ? C3D C3C Cl2 120.7(2) . . ? C3B C3C Cl2 118.9(2) . . ? C3C C3D C3E 121.2(2) . . ? C3C C3D Cl3 120.0(2) . . ? C3E C3D Cl3 118.7(2) . . ? C3F C3E C3D 117.9(3) . . ? C3F C3E Cl4 119.9(2) . . ? C3D C3E Cl4 122.3(2) . . ? O4 C3F C3A 112.0(2) . . ? O4 C3F C3E 127.9(2) . . ? C3A C3F C3E 120.1(2) . . ? C4B C4A C4F 120.5(3) . . ? C4B C4A O5 116.0(3) . . ? C4F C4A O5 123.4(3) . . ? C4C C4B C4A 119.3(3) . . ? C4B C4C C4D 120.5(4) . . ? C4E C4D C4C 120.1(3) . . ? C4D C4E C4F 120.6(4) . . ? C4A C4F C4E 118.9(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 P1 N1 C11 -74.2(2) . . . . ? N5 P1 N1 C11 160.8(2) . . . . ? N4 P1 N1 C11 50.2(2) . . . . ? O1 P1 N1 P2 96.2(2) . . . . ? N5 P1 N1 P2 -28.7(2) . . . . ? N4 P1 N1 P2 -139.43(15) . . . . ? O2 P2 N1 C11 122.6(2) . . . . ? N2 P2 N1 C11 -135.8(2) . . . . ? O2 P2 N1 P1 -48.3(2) . . . . ? N2 P2 N1 P1 53.4(2) . . . . ? O3 P3 N2 C21 60.8(3) . . . . ? N3 P3 N2 C21 -111.4(3) . . . . ? N5 P3 N2 C21 149.9(2) . . . . ? O4 P3 N2 C21 -23.7(2) . . . . ? O3 P3 N2 P2 -132.44(14) . . . . ? N3 P3 N2 P2 55.4(2) . . . . ? N5 P3 N2 P2 -43.4(2) . . . . ? O4 P3 N2 P2 143.1(2) . . . . ? O2 P2 N2 C21 -93.1(2) . . . . ? N1 P2 N2 C21 160.7(2) . . . . ? O2 P2 N2 P3 98.4(2) . . . . ? N1 P2 N2 P3 -7.8(2) . . . . ? O3 P3 N3 C31 -137.8(2) . . . . ? N2 P3 N3 C31 35.1(2) . . . . ? N5 P3 N3 C31 132.7(2) . . . . ? O4 P3 N3 C31 -51.9(2) . . . . ? O3 P3 N3 P4 56.1(2) . . . . ? N2 P3 N3 P4 -131.0(2) . . . . ? N5 P3 N3 P4 -33.4(2) . . . . ? O4 P3 N3 P4 142.0(2) . . . . ? O5 P4 N3 C31 155.4(2) . . . . ? N4 P4 N3 C31 -103.4(2) . . . . ? O5 P4 N3 P3 -38.0(2) . . . . ? N4 P4 N3 P3 63.2(2) . . . . ? O1 P1 N4 C41 14.2(3) . . . . ? N5 P1 N4 C41 141.3(2) . . . . ? N1 P1 N4 C41 -112.6(2) . . . . ? O1 P1 N4 P4 -154.51(15) . . . . ? N5 P1 N4 P4 -27.4(2) . . . . ? N1 P1 N4 P4 78.7(2) . . . . ? O5 P4 N4 C41 -89.9(2) . . . . ? N3 P4 N4 C41 167.7(2) . . . . ? O5 P4 N4 P1 79.2(2) . . . . ? N3 P4 N4 P1 -23.2(2) . . . . ? O1 P1 N5 C51 -5.7(2) . . . . ? N4 P1 N5 C51 -130.1(2) . . . . ? N1 P1 N5 C51 119.1(2) . . . . ? O1 P1 N5 P3 -168.90(13) . . . . ? N4 P1 N5 P3 66.7(2) . . . . ? N1 P1 N5 P3 -44.1(2) . . . . ? O3 P3 N5 C51 42.6(2) . . . . ? N2 P3 N5 C51 -83.7(2) . . . . ? N3 P3 N5 C51 160.7(2) . . . . ? O4 P3 N5 C51 23.1(9) . . . . ? O3 P3 N5 P1 -154.98(14) . . . . ? N2 P3 N5 P1 78.7(2) . . . . ? N3 P3 N5 P1 -36.9(2) . . . . ? O4 P3 N5 P1 -174.6(8) . . . . ? N1 P2 O2 C2A -82.6(2) . . . . ? N2 P2 O2 C2A 170.7(2) . . . . ? N2 P3 O3 C3A -98.8(2) . . . . ? N3 P3 O3 C3A 73.2(2) . . . . ? N5 P3 O3 C3A 168.3(2) . . . . ? O4 P3 O3 C3A -13.9(2) . . . . ? O3 P3 O4 C3F 15.2(2) . . . . ? N2 P3 O4 C3F 141.9(2) . . . . ? N3 P3 O4 C3F -103.2(2) . . . . ? N5 P3 O4 C3F 34.8(9) . . . . ? N4 P4 O5 C4A 172.0(2) . . . . ? N3 P4 O5 C4A -86.0(2) . . . . ? P1 N1 C11 C12 83.2(3) . . . . ? P2 N1 C11 C12 -87.9(3) . . . . ? P3 N2 C21 C22 -63.1(3) . . . . ? P2 N2 C21 C22 128.9(2) . . . . ? P3 N3 C31 C32 112.1(3) . . . . ? P4 N3 C31 C32 -79.6(3) . . . . ? P1 N4 C41 C42 -92.6(3) . . . . ? P4 N4 C41 C42 76.5(4) . . . . ? P1 N5 C51 C52 89.1(3) . . . . ? P3 N5 C51 C52 -107.9(3) . . . . ? P2 O2 C2A C2F -69.3(3) . . . . ? P2 O2 C2A C2B 111.5(2) . . . . ? C2F C2A C2B C2C -0.7(5) . . . . ? O2 C2A C2B C2C 178.5(3) . . . . ? C2A C2B C2C C2D 1.2(5) . . . . ? C2B C2C C2D C2E -0.7(5) . . . . ? C2C C2D C2E C2F -0.3(5) . . . . ? C2B C2A C2F C2E -0.3(4) . . . . ? O2 C2A C2F C2E -179.4(3) . . . . ? C2D C2E C2F C2A 0.8(5) . . . . ? P3 O3 C3A C3B -169.0(2) . . . . ? P3 O3 C3A C3F 9.8(3) . . . . ? O3 C3A C3B C3C 177.0(2) . . . . ? C3F C3A C3B C3C -1.7(4) . . . . ? O3 C3A C3B Cl1 -4.1(4) . . . . ? C3F C3A C3B Cl1 177.2(2) . . . . ? C3A C3B C3C C3D 0.9(4) . . . . ? Cl1 C3B C3C C3D -178.0(2) . . . . ? C3A C3B C3C Cl2 -178.3(2) . . . . ? Cl1 C3B C3C Cl2 2.8(4) . . . . ? C3B C3C C3D C3E 0.9(4) . . . . ? Cl2 C3C C3D C3E -179.9(2) . . . . ? C3B C3C C3D Cl3 -179.8(2) . . . . ? Cl2 C3C C3D Cl3 -0.6(4) . . . . ? C3C C3D C3E C3F -2.1(4) . . . . ? Cl3 C3D C3E C3F 178.7(2) . . . . ? C3C C3D C3E Cl4 178.4(2) . . . . ? Cl3 C3D C3E Cl4 -0.9(4) . . . . ? P3 O4 C3F C3A -12.8(3) . . . . ? P3 O4 C3F C3E 168.4(2) . . . . ? O3 C3A C3F O4 2.8(3) . . . . ? C3B C3A C3F O4 -178.4(2) . . . . ? O3 C3A C3F C3E -178.3(2) . . . . ? C3B C3A C3F C3E 0.6(4) . . . . ? C3D C3E C3F O4 -180.0(3) . . . . ? Cl4 C3E C3F O4 -0.4(4) . . . . ? C3D C3E C3F C3A 1.3(4) . . . . ? Cl4 C3E C3F C3A -179.1(2) . . . . ? P4 O5 C4A C4B -166.1(2) . . . . ? P4 O5 C4A C4F 16.4(4) . . . . ? C4F C4A C4B C4C -0.1(5) . . . . ? O5 C4A C4B C4C -177.7(3) . . . . ? C4A C4B C4C C4D -0.4(6) . . . . ? C4B C4C C4D C4E 0.2(7) . . . . ? C4C C4D C4E C4F 0.3(7) . . . . ? C4B C4A C4F C4E 0.6(5) . . . . ? O5 C4A C4F C4E 178.1(3) . . . . ? C4D C4E C4F C4A -0.8(6) . . . . ? _refine_diff_density_max .281 _refine_diff_density_min -.328 _refine_diff_density_rms .055 #=END data_purbic _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety [Mo(CO)4{(EtN)5P4(OPh)2}] _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H35 Mo N5 O6 P4' _chemical_formula_weight 733.41 _chemical_melting_point '143 degree' _chemical_compound_source synthesis loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Mo' 'Mo' -1.6832 .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 P2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' _cell_length_a 17.299(5) _cell_length_b 12.324(5) _cell_length_c 17.412(6) _cell_angle_alpha 90.00 _cell_angle_beta 111.57(2) _cell_angle_gamma 90.00 _cell_volume 3452.1(21) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8 _cell_measurement_theta_max 12 _exptl_crystal_description rectangular _exptl_crystal_colour colourless _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.411 _exptl_crystal_density_method ? _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.609 _exptl_absorpt_correction_type 'not applied' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoKa _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Enraf-Nonius CAD-4 diffractometer' _diffrn_measurement_method 'w-2theta scan' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time 3600 _diffrn_standards_decay_% ? _diffrn_reflns_number 6345 _diffrn_reflns_av_R_equivalents 0.0943 _diffrn_reflns_av_sigmaI/netI 0.0398 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.27 _diffrn_reflns_theta_max 24.97 _reflns_number_total 6076 _reflns_number_observed 4188 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Enraf-Nonius CAD-4 program' _computing_cell_refinement 'least-square refinement' _computing_data_reduction local _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP II' _computing_publication_material CIF _refine_special_details ; Refinement on F^2^ for ALL reflections except for 2 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[s^2^(Fo^2^)+( 0.1110P)^2^+4.8012P] 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 constraint _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6074 _refine_ls_number_parameters 403 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1001 _refine_ls_R_factor_obs 0.0644 _refine_ls_wR_factor_all 0.1963 _refine_ls_wR_factor_obs 0.1588 _refine_ls_goodness_of_fit_all 1.049 _refine_ls_goodness_of_fit_obs 1.035 _refine_ls_restrained_S_all 1.051 _refine_ls_restrained_S_obs 1.035 _refine_ls_shift/esd_max -0.939 _refine_ls_shift/esd_mean 0.022 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Mo1 Mo 0.0000 0.02169(5) 0.2500 0.0455(2) Uani 1 d S . P1 P -0.07631(9) 0.17565(12) 0.16942(10) 0.0482(4) Uani 1 d . . P2 P 0.05487(12) 0.3442(2) 0.20037(13) 0.0716(6) Uani 1 d . . N1 N -0.1178(3) 0.2610(4) 0.2198(3) 0.0599(13) Uani 1 d D . N2 N 0.0000 0.4099(6) 0.2500 0.079(3) Uani 1 d SD . N3 N -0.0186(3) 0.2606(4) 0.1349(3) 0.0592(13) Uani 1 d D . O1 O -0.0956(4) -0.1668(5) 0.1318(4) 0.127(3) Uani 1 d . . O2 O 0.1337(4) 0.0175(6) 0.1653(4) 0.119(2) Uani 1 d . . O3 O -0.1524(3) 0.1599(4) 0.0805(3) 0.0646(12) Uani 1 d . . C1 C -0.0648(4) -0.0973(6) 0.1729(5) 0.076(2) Uani 1 d . . C2 C 0.0842(5) 0.0214(5) 0.1952(5) 0.069(2) Uani 1 d . . C3 C -0.2032(3) 0.0690(5) 0.0570(4) 0.0519(14) Uani 1 d . . C4 C -0.2066(5) 0.0201(7) -0.0151(5) 0.077(2) Uani 1 d . . H4 H -0.1740(5) 0.0445(7) -0.0437(5) 0.092 Uiso 1 calc R . C5 C -0.2602(6) -0.0668(8) -0.0437(6) 0.100(3) Uani 1 d . . H5 H -0.2642(6) -0.1009(8) -0.0927(6) 0.120 Uiso 1 calc R . C6 C -0.3068(6) -0.1025(8) -0.0013(7) 0.109(3) Uani 1 d . . H6 H -0.3423(6) -0.1612(8) -0.0215(7) 0.131 Uiso 1 calc R . C7 C -0.3029(5) -0.0546(8) 0.0698(6) 0.091(3) Uani 1 d . . H7 H -0.3352(5) -0.0804(8) 0.0984(6) 0.109 Uiso 1 calc R . C8 C -0.2498(4) 0.0342(6) 0.1003(4) 0.065(2) Uani 1 d . . H8 H -0.2465(4) 0.0684(6) 0.1490(4) 0.079 Uiso 1 calc R . C11 C -0.1949(5) 0.3240(8) 0.1702(6) 0.112(3) Uani 1 d D . H11A H -0.1801(5) 0.3990(8) 0.1654(6) 0.135 Uiso 1 calc R . H11B H -0.2188(5) 0.2938(8) 0.1150(6) 0.135 Uiso 1 calc R . C12 C -0.2565(5) 0.3199(12) 0.2097(7) 0.166(6) Uani 1 d D . H12A H -0.3110(10) 0.3318(98) 0.1690(15) 0.250 Uiso 1 calc R . H12B H -0.2443(45) 0.3753(63) 0.2513(52) 0.250 Uiso 1 calc R . H12C H -0.2545(51) 0.2501(35) 0.2348(63) 0.250 Uiso 1 calc R . C21 C 0.0267(15) 0.5243(12) 0.2827(15) 0.134(10) Uani 0.50 d PD . C22 C -0.0399(17) 0.5996(16) 0.2473(35) 0.257(24) Uani 0.50 d PD . C31 C 0.0022(5) 0.2243(7) 0.0629(4) 0.082(2) Uani 1 d D . H31A H 0.0616(5) 0.2313(7) 0.0763(4) 0.099 Uiso 1 calc R . H31B H -0.0125(5) 0.1484(7) 0.0516(4) 0.099 Uiso 1 calc R . C32 C -0.0433(6) 0.2903(10) -0.0119(5) 0.124(4) Uani 1 d D . H32A H -0.0346(41) 0.2600(39) -0.0588(11) 0.186 Uiso 1 calc R . H32B H -0.0231(35) 0.3636(18) -0.0034(20) 0.186 Uiso 1 calc R . H32C H -0.1017(9) 0.2899(55) -0.0216(29) 0.186 Uiso 1 calc R . Mo1' Mo 0.5000 0.50849(5) 0.2500 0.0418(2) Uani 1 d S . P1' P 0.41404(9) 0.66297(12) 0.18017(9) 0.0460(4) Uani 1 d . . P2' P 0.54131(12) 0.83182(14) 0.18802(12) 0.0669(5) Uani 1 d . . N1' N 0.3871(3) 0.7486(4) 0.2426(3) 0.0569(13) Uani 1 d D . N2' N 0.5000 0.8983(6) 0.2500 0.074(2) Uani 1 d SD . N3' N 0.4592(3) 0.7468(4) 0.1325(3) 0.0538(12) Uani 1 d D . O1' O 0.3785(4) 0.3164(4) 0.1643(4) 0.102(2) Uani 1 d . . O2' O 0.4377(4) 0.5014(5) 0.3988(4) 0.107(2) Uani 1 d . . O3' O 0.3212(2) 0.6485(4) 0.1111(3) 0.0640(12) Uani 1 d . . C1' C 0.4197(4) 0.3880(5) 0.1921(4) 0.063(2) Uani 1 d . . C2' C 0.4581(4) 0.5054(5) 0.3441(4) 0.060(2) Uani 1 d . . C3' C 0.2893(3) 0.5547(5) 0.0680(4) 0.0524(14) Uani 1 d . . C4' C 0.3216(5) 0.5124(6) 0.0139(5) 0.071(2) Uani 1 d . . H4' H 0.3675(5) 0.5437(6) 0.0069(5) 0.085 Uiso 1 calc R . C5' C 0.2837(7) 0.4212(8) -0.0303(5) 0.109(3) Uani 1 d . . H5' H 0.3053(7) 0.3900(8) -0.0668(5) 0.131 Uiso 1 calc R . C6' C 0.2156(8) 0.3761(8) -0.0217(7) 0.129(5) Uani 1 d . . H6' H 0.1902(8) 0.3160(8) -0.0531(7) 0.155 Uiso 1 calc R . C7' C 0.1852(6) 0.4196(9) 0.0329(8) 0.124(4) Uani 1 d . . H7' H 0.1393(6) 0.3880(9) 0.0396(8) 0.149 Uiso 1 calc R . C8' C 0.2213(5) 0.5099(7) 0.0785(6) 0.083(2) Uani 1 d . . H8' H 0.2001(5) 0.5399(7) 0.1156(6) 0.100 Uiso 1 calc R . C12' C 0.2425(5) 0.7763(9) 0.2307(6) 0.117(4) Uani 1 d D . H12D H 0.1989(13) 0.7472(40) 0.2464(38) 0.176 Uiso 1 calc R . H12E H 0.2267(27) 0.7709(53) 0.1719(6) 0.176 Uiso 1 calc R . H12F H 0.2515(14) 0.8511(14) 0.2470(38) 0.176 Uiso 1 calc R . C11' C 0.3218(4) 0.7127(6) 0.2730(5) 0.078(2) Uani 1 d D . H11C H 0.3407(4) 0.7237(6) 0.3323(5) 0.093 Uiso 1 calc R . H11D H 0.3111(4) 0.6359(6) 0.2620(5) 0.093 Uiso 1 calc R . C21' C 0.5369(13) 1.0099(11) 0.2731(12) 0.112(8) Uani 0.50 d PD . C22' C 0.4726(25) 1.0837(16) 0.2815(22) 0.225(18) Uani 0.50 d PD . C31' C 0.4088(5) 0.7997(7) 0.0518(4) 0.088(2) Uani 1 d D . H31C H 0.3536(5) 0.7679(7) 0.0309(4) 0.106 Uiso 1 calc R . H31D H 0.4028(5) 0.8763(7) 0.0610(4) 0.106 Uiso 1 calc R . C32' C 0.4467(6) 0.7873(9) -0.0103(5) 0.116(4) Uani 1 d D . H32D H 0.4935(30) 0.8354(45) 0.0024(27) 0.174 Uiso 1 calc R . H32E H 0.4066(16) 0.8047(60) -0.0639(8) 0.174 Uiso 1 calc R . H32F H 0.4651(42) 0.7137(18) -0.0102(32) 0.174 Uiso 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 0.0396(4) 0.0408(4) 0.0490(4) 0.000 0.0079(3) 0.000 P1 0.0366(8) 0.0478(9) 0.0533(9) 0.0039(7) 0.0085(7) -0.0014(6) P2 0.0614(11) 0.0595(11) 0.0832(13) 0.0115(9) 0.0140(10) -0.0190(8) N1 0.035(2) 0.063(3) 0.072(3) 0.003(3) 0.010(2) 0.013(2) N2 0.073(5) 0.045(4) 0.105(7) 0.000 0.015(5) 0.000 N3 0.052(3) 0.059(3) 0.064(3) 0.008(3) 0.018(3) -0.014(2) O1 0.108(5) 0.065(4) 0.141(6) -0.040(4) -0.032(4) -0.006(3) O2 0.112(5) 0.153(6) 0.119(5) 0.017(4) 0.075(5) 0.049(4) O3 0.053(2) 0.066(3) 0.056(3) 0.013(2) -0.002(2) -0.009(2) C1 0.066(4) 0.051(4) 0.080(5) -0.004(4) -0.009(4) -0.002(3) C2 0.067(4) 0.058(4) 0.080(5) 0.006(3) 0.023(4) 0.020(3) C3 0.038(3) 0.053(3) 0.054(4) -0.002(3) 0.004(3) 0.001(3) C4 0.069(5) 0.091(6) 0.070(5) -0.009(4) 0.023(4) -0.008(4) C5 0.110(7) 0.096(7) 0.075(6) -0.024(5) 0.010(5) 0.000(6) C6 0.085(6) 0.090(7) 0.111(8) 0.007(6) -0.012(6) -0.030(5) C7 0.062(5) 0.105(7) 0.093(6) 0.037(5) 0.015(4) -0.018(5) C8 0.050(4) 0.084(5) 0.059(4) 0.011(4) 0.016(3) 0.001(3) C11 0.080(6) 0.107(7) 0.118(7) -0.005(6) 0.000(5) 0.046(5) C12 0.055(5) 0.276(17) 0.152(10) -0.075(11) 0.019(6) 0.057(8) C21 0.142(21) 0.060(11) 0.139(21) 0.017(11) -0.019(14) -0.036(11) C22 0.191(35) 0.051(12) 0.396(48) -0.039(24) -0.047(46) 0.016(14) C31 0.069(5) 0.104(6) 0.076(5) 0.017(4) 0.028(4) -0.007(4) C32 0.099(7) 0.178(11) 0.080(6) 0.048(7) 0.016(5) -0.010(7) Mo1' 0.0368(4) 0.0384(4) 0.0466(4) 0.000 0.0112(3) 0.000 P1' 0.0391(8) 0.0461(8) 0.0446(8) -0.0027(6) 0.0058(6) 0.0027(6) P2' 0.0661(11) 0.0547(10) 0.0666(11) 0.0158(8) 0.0088(9) -0.0113(8) N1' 0.051(3) 0.057(3) 0.059(3) -0.010(2) 0.015(2) 0.006(2) N2' 0.077(5) 0.042(4) 0.089(6) 0.000 0.016(5) 0.000 N3' 0.055(3) 0.051(3) 0.045(3) 0.010(2) 0.006(2) 0.002(2) O1' 0.088(4) 0.060(3) 0.125(5) -0.008(3) 0.000(3) -0.026(3) O2' 0.104(5) 0.144(6) 0.096(4) 0.019(4) 0.065(4) -0.006(4) O3' 0.046(2) 0.060(3) 0.065(3) -0.013(2) -0.003(2) 0.008(2) C1' 0.053(4) 0.046(3) 0.075(4) 0.005(3) 0.007(3) 0.000(3) C2' 0.056(4) 0.070(4) 0.060(4) 0.012(3) 0.027(3) -0.004(3) C3' 0.041(3) 0.058(4) 0.048(3) -0.003(3) 0.004(3) -0.002(3) C4' 0.078(5) 0.071(5) 0.066(4) -0.004(3) 0.028(4) -0.009(4) C5' 0.145(9) 0.088(6) 0.076(6) -0.035(5) 0.018(6) -0.004(7) C6' 0.118(9) 0.073(6) 0.127(9) -0.017(6) -0.037(7) -0.030(6) C7' 0.068(6) 0.101(8) 0.176(12) 0.029(8) 0.014(7) -0.038(6) C8' 0.059(4) 0.095(6) 0.099(6) 0.014(5) 0.033(4) -0.004(4) C12' 0.056(5) 0.150(9) 0.132(8) -0.038(7) 0.019(5) 0.033(5) C11' 0.067(4) 0.090(5) 0.077(5) -0.012(4) 0.029(4) 0.007(4) C21' 0.154(21) 0.046(8) 0.090(14) 0.011(8) -0.008(12) -0.009(9) C22' 0.401(58) 0.045(11) 0.232(41) 0.001(17) 0.120(34) 0.028(22) C31' 0.085(5) 0.089(6) 0.073(5) 0.028(4) 0.007(4) 0.003(4) C32' 0.129(8) 0.152(10) 0.066(5) 0.019(6) 0.035(5) -0.019(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo1 C2 2.014(8) . ? Mo1 C2 2.014(8) 4_556 ? Mo1 C1 2.026(7) . ? Mo1 C1 2.026(7) 4_556 ? Mo1 P1 2.439(2) 4_556 ? Mo1 P1 2.439(2) . ? P1 O3 1.633(4) . ? P1 N1 1.689(5) . ? P1 N3 1.702(5) . ? P2 N2 1.705(4) . ? P2 N3 1.706(5) . ? P2 N1 1.748(6) 4_556 ? N1 C11 1.510(8) . ? N1 P2 1.748(6) 4_556 ? N2 C21 1.53(2) . ? N2 C21 1.53(2) 4_556 ? N2 P2 1.705(4) 4_556 ? N3 C31 1.493(8) . ? O1 C1 1.118(8) . ? O2 C2 1.154(9) . ? O3 C3 1.391(7) . ? C3 C8 1.360(9) . ? C3 C4 1.374(9) . ? C4 C5 1.383(12) . ? C5 C6 1.352(13) . ? C6 C7 1.351(13) . ? C7 C8 1.401(11) . ? C11 C12 1.467(12) . ? C21 C21 1.17(4) 4_556 ? C21 C22 1.13(4) 4_556 ? C21 C22 1.43(2) . ? C22 C21 1.13(4) 4_556 ? C22 C22 1.35(7) 4_556 ? C31 C32 1.492(10) . ? Mo1' C2' 2.021(7) . ? Mo1' C2' 2.021(7) 4_656 ? Mo1' C1' 2.030(6) 4_656 ? Mo1' C1' 2.030(7) . ? Mo1' P1' 2.446(2) 4_656 ? Mo1' P1' 2.446(2) . ? P1' O3' 1.624(4) . ? P1' N3' 1.686(5) . ? P1' N1' 1.698(5) . ? P2' N2' 1.707(4) . ? P2' N1' 1.716(5) 4_656 ? P2' N3' 1.744(5) . ? N1' C11' 1.481(8) . ? N1' P2' 1.716(5) 4_656 ? N2' C21' 1.507(14) . ? N2' C21' 1.507(14) 4_656 ? N2' P2' 1.707(4) 4_656 ? N3' C31' 1.503(7) . ? O1' C1' 1.125(7) . ? O2' C2' 1.133(8) . ? O3' C3' 1.378(7) . ? C3' C4' 1.364(9) . ? C3' C8' 1.370(9) . ? C4' C5' 1.383(11) . ? C5' C6' 1.358(15) . ? C6' C7' 1.36(2) . ? C7' C8' 1.376(14) . ? C12' C11' 1.516(9) . ? C21' C21' 1.23(4) 4_656 ? C21' C22' 1.28(3) 4_656 ? C21' C22' 1.49(2) . ? C22' C21' 1.28(3) 4_656 ? C22' C22' 1.69(6) 4_656 ? C31' C32' 1.465(11) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 Mo1 C2 179.8(4) . 4_556 ? C2 Mo1 C1 90.3(3) . . ? C2 Mo1 C1 89.6(3) 4_556 . ? C2 Mo1 C1 89.6(3) . 4_556 ? C2 Mo1 C1 90.3(3) 4_556 4_556 ? C1 Mo1 C1 87.2(4) . 4_556 ? C2 Mo1 P1 86.6(2) . 4_556 ? C2 Mo1 P1 93.5(2) 4_556 4_556 ? C1 Mo1 P1 174.3(2) . 4_556 ? C1 Mo1 P1 97.6(2) 4_556 4_556 ? C2 Mo1 P1 93.5(2) . . ? C2 Mo1 P1 86.6(2) 4_556 . ? C1 Mo1 P1 97.6(2) . . ? C1 Mo1 P1 174.3(2) 4_556 . ? P1 Mo1 P1 77.86(8) 4_556 . ? O3 P1 N1 102.6(2) . . ? O3 P1 N3 96.4(2) . . ? N1 P1 N3 102.5(3) . . ? O3 P1 Mo1 122.0(2) . . ? N1 P1 Mo1 115.4(2) . . ? N3 P1 Mo1 114.7(2) . . ? N2 P2 N3 102.1(2) . . ? N2 P2 N1 100.1(2) . 4_556 ? N3 P2 N1 105.7(3) . 4_556 ? C11 N1 P1 118.6(5) . . ? C11 N1 P2 108.3(5) . 4_556 ? P1 N1 P2 121.3(3) . 4_556 ? C21 N2 C21 45.2(15) . 4_556 ? C21 N2 P2 113.4(12) . 4_556 ? C21 N2 P2 118.7(12) 4_556 4_556 ? C21 N2 P2 118.7(12) . . ? C21 N2 P2 113.4(12) 4_556 . ? P2 N2 P2 123.3(5) 4_556 . ? C31 N3 P1 117.8(4) . . ? C31 N3 P2 113.0(4) . . ? P1 N3 P2 121.7(3) . . ? C3 O3 P1 125.2(4) . . ? O1 C1 Mo1 175.3(7) . . ? O2 C2 Mo1 177.3(6) . . ? C8 C3 C4 122.3(6) . . ? C8 C3 O3 122.0(6) . . ? C4 C3 O3 115.6(6) . . ? C3 C4 C5 117.8(8) . . ? C6 C5 C4 120.7(9) . . ? C7 C6 C5 121.3(9) . . ? C6 C7 C8 119.6(8) . . ? C3 C8 C7 118.4(7) . . ? C12 C11 N1 110.8(8) . . ? C21 C21 C22 76.8(26) 4_556 4_556 ? C21 C21 C22 50.2(21) 4_556 . ? C22 C21 C22 62.3(34) 4_556 . ? C21 C21 N2 67.4(7) 4_556 . ? C22 C21 N2 132.1(34) 4_556 . ? C22 C21 N2 110.7(15) . . ? C21 C22 C21 53.0(19) 4_556 . ? C21 C22 C22 69.8(36) 4_556 4_556 ? C21 C22 C22 47.8(16) . 4_556 ? C32 C31 N3 110.9(7) . . ? C2' Mo1' C2' 177.8(4) . 4_656 ? C2' Mo1' C1' 88.1(3) . 4_656 ? C2' Mo1' C1' 90.3(3) 4_656 4_656 ? C2' Mo1' C1' 90.3(3) . . ? C2' Mo1' C1' 88.1(3) 4_656 . ? C1' Mo1' C1' 86.0(3) 4_656 . ? C2' Mo1' P1' 86.9(2) . 4_656 ? C2' Mo1' P1' 94.8(2) 4_656 4_656 ? C1' Mo1' P1' 98.2(2) 4_656 4_656 ? C1' Mo1' P1' 174.8(2) . 4_656 ? C2' Mo1' P1' 94.8(2) . . ? C2' Mo1' P1' 86.9(2) 4_656 . ? C1' Mo1' P1' 174.8(2) 4_656 . ? C1' Mo1' P1' 98.2(2) . . ? P1' Mo1' P1' 77.81(8) 4_656 . ? O3' P1' N3' 102.3(2) . . ? O3' P1' N1' 96.5(2) . . ? N3' P1' N1' 102.7(3) . . ? O3' P1' Mo1' 122.5(2) . . ? N3' P1' Mo1' 114.5(2) . . ? N1' P1' Mo1' 115.2(2) . . ? N2' P2' N1' 101.7(2) . 4_656 ? N2' P2' N3' 101.2(2) . . ? N1' P2' N3' 105.1(2) 4_656 . ? C11' N1' P1' 117.9(4) . . ? C11' N1' P2' 111.9(4) . 4_656 ? P1' N1' P2' 121.7(3) . 4_656 ? C21' N2' C21' 48.4(15) . 4_656 ? C21' N2' P2' 111.9(10) . . ? C21' N2' P2' 120.2(10) 4_656 . ? C21' N2' P2' 120.2(10) . 4_656 ? C21' N2' P2' 111.9(10) 4_656 4_656 ? P2' N2' P2' 122.6(4) . 4_656 ? C31' N3' P1' 120.8(4) . . ? C31' N3' P2' 109.4(4) . . ? P1' N3' P2' 121.7(3) . . ? C3' O3' P1' 125.8(4) . . ? O1' C1' Mo1' 175.1(6) . . ? O2' C2' Mo1' 177.1(6) . . ? C4' C3' C8' 121.8(7) . . ? C4' C3' O3' 120.8(6) . . ? C8' C3' O3' 117.2(6) . . ? C3' C4' C5' 117.6(8) . . ? C6' C5' C4' 121.6(9) . . ? C7' C6' C5' 119.4(9) . . ? C6' C7' C8' 120.9(9) . . ? C3' C8' C7' 118.6(9) . . ? N1' C11' C12' 110.2(7) . . ? C21' C21' C22' 72.3(18) 4_656 4_656 ? C21' C21' C22' 55.3(17) 4_656 . ? C22' C21' C22' 75.1(27) 4_656 . ? C21' C21' N2' 65.8(7) 4_656 . ? C22' C21' N2' 121.5(17) 4_656 . ? C22' C21' N2' 109.0(16) . . ? C21' C22' C21' 52.4(18) 4_656 . ? C21' C22' C22' 57.9(19) 4_656 4_656 ? C21' C22' C22' 47.0(15) . 4_656 ? C32' C31' N3' 112.4(7) . . ? 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 O3 P1 N3 C31 -53.4(5) . . . . ? O3 P1 N3 P2 158.9(4) . . . . ? O3 P1 N1 C11 -17.1(6) . . . . ? O3 P1 N1 P2 -155.5(3) . . . 4_556 ? C31 N3 P1 N1 -157.9(4) . . . . ? P2 N3 P1 N1 54.5(4) . . . . ? P1 N3 P2 N2 -52.7(4) . . . . ? C31 N3 P2 N2 158.3(5) . . . . ? C31 N3 P2 N1 -97.4(5) . . . 4_556 ? P1 N3 P2 N1 51.6(4) . . . 4_556 ? C11 N1 P2 N3 167.4(5) . . 4_556 4_556 ? P1 N1 P2 N3 -50.5(4) . . 4_556 4_556 ? O3' P1' N3' C31' 8.7(6) . . . . ? O3' P1' N3' P2' 153.9(3) . . . . ? O3' P1' N1' C11' 55.5(5) . . . . ? O3' P1' N1' P2' -158.9(4) . . . 4_656 ? C31' N3' P1' N1' -91.0(5) . . . . ? P2' N3' P1' N1' 54.3(4) . . . . ? P1' N3' P2' N2' -53.5(4) . . . . ? C31' N3' P2' N2' 95.2(5) . . . . ? C31' N3' P2' N1' -159.2(5) . . . 4_656 ? P1' N3' P2' N1' 52.0(4) . . . 4_656 ? C11' N1' P2' N3' 96.3(5) . . 4_656 4_656 ? P1' N1' P2' N3' -51.2(4) . . 4_656 4_656 ? C11 N1 P2 N3 -134.3(5) . . 4_556 4_656 ? P1 N1 P2 N3 -81.4(3) . . 4_656 4_656 ? P2 N3 P1 N1 -27.1(3) 4_556 4_556 . . ? C11 N1 P2 N3 167.4(5) . . 4_556 4_556 ? N1 P2 N3 C31 -97.4(5) 4_556 . . . ? P1 N1 P2 N3 -50.5(4) . . 4_556 4_556 ? P1 N3 P2 N1 51.6(4) . . . 4_556 ? C11' N1' P2' N3' 96.3(5) . . 4_656 4_656 ? N1 P2 N3 C31 -27.0(5) 4_656 . . . ? P1' N1' P2' N3' -51.2(4) . . 4_656 4_656 ? P1' N3' P2' N1' 52.0(4) . . . 4_656 ? _refine_diff_density_max .802 _refine_diff_density_min -1.699 _refine_diff_density_rms .108 #=END data_low2 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety [Mo(CO)4{(EtN)5P4(O)(OPh)2] _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C26 H35 Mo N5 O7 P4' _chemical_formula_weight 749.41 _chemical_melting_point '182-186 degree' _chemical_compound_source synthesis loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' .1023 .0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Mo' 'Mo' -1.6832 .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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x, y, -z-1/2' '-x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z-1/2' _cell_length_a 17.356(3) _cell_length_b 12.179(3) _cell_length_c 17.301(3) _cell_angle_alpha 90.00 _cell_angle_beta 111.969(13) _cell_angle_gamma 90.00 _cell_volume 3391.5(11) _cell_formula_units_Z 4 _cell_measurement_temperature 158(2) _cell_measurement_reflns_used 21 _cell_measurement_theta_min 5 _cell_measurement_theta_max 12 _exptl_crystal_description parallelogram _exptl_crystal_colour 'pale orange' _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method ? _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.623 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.4622 _exptl_absorpt_correction_T_max 0.5080 _exptl_special_details ; ? ; _diffrn_ambient_temperature 158(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoKa _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4 diffractometer' _diffrn_measurement_method 'w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time 3600 _diffrn_standards_decay_% ? _diffrn_reflns_number 2236 _diffrn_reflns_av_R_equivalents 0.0254 _diffrn_reflns_av_sigmaI/netI 0.0878 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 22.50 _reflns_number_total 2214 _reflns_number_observed 1601 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction local _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP II' _computing_publication_material CIF _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[s^2^(Fo^2^)+( 0.1289P)^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 constraint _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2214 _refine_ls_number_parameters 203 _refine_ls_number_restraints 20 _refine_ls_R_factor_all 0.0990 _refine_ls_R_factor_obs 0.0708 _refine_ls_wR_factor_all 0.1968 _refine_ls_wR_factor_obs 0.1785 _refine_ls_goodness_of_fit_all 0.994 _refine_ls_goodness_of_fit_obs 1.076 _refine_ls_restrained_S_all 0.998 _refine_ls_restrained_S_obs 1.079 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Mo Mo 0.0000 0.02277(10) 0.2500 0.0256(4) Uani 1 d S . P1 P 0.08073(15) 0.1784(2) 0.32642(15) 0.0370(7) Uani 1 d . . P2 P -0.0469(2) 0.3492(2) 0.3039(2) 0.0492(8) Uani 1 d . . N1 N 0.1146(5) 0.2663(7) 0.2693(6) 0.053(3) Uani 1 d D . N2 N 0.0000 0.4172(9) 0.2500 0.037(3) Uani 1 d SD . N3 N 0.0282(6) 0.2656(7) 0.3672(5) 0.049(2) Uani 1 d D . O3 O 0.1661(6) 0.1653(7) 0.4061(6) 0.127(5) Uani 1 d . . O4 O -0.0794(9) 0.4203(12) 0.3449(9) 0.053(4) Uani 0.50 d P . C3 C 0.2049(6) 0.0671(8) 0.4402(6) 0.043(3) Uani 1 d . . C4 C 0.1872(9) 0.0219(9) 0.5036(9) 0.072(4) Uani 1 d . . C5 C 0.2301(13) -0.0676(13) 0.5412(8) 0.108(7) Uani 1 d . . C6 C 0.2930(12) -0.1090(15) 0.5162(11) 0.124(9) Uani 1 d . . C7 C 0.3043(9) -0.0622(19) 0.4483(15) 0.111(8) Uani 1 d . . C8 C 0.2638(11) 0.0256(13) 0.4155(9) 0.080(5) Uani 1 d . . C21 C -0.0348(15) 0.5360(17) 0.2148(16) 0.075(8) Uani 0.50 d PD . C22 C 0.0276(31) 0.6213(21) 0.2633(30) 0.168(25) Uani 0.50 d PD . C32 C 0.0468(8) 0.2910(10) 0.5157(6) 0.065(3) Uani 1 d D . C11 C 0.1777(10) 0.2171(15) 0.2273(11) 0.048(5) Uiso 0.55 d PD . C11' C 0.1911(12) 0.3411(18) 0.3310(13) 0.050(6) Uiso 0.45 d PD . C12 C 0.2580(10) 0.2874(15) 0.2688(11) 0.053(5) Uiso 0.65 d PD . C12' C 0.2588(17) 0.3421(28) 0.2958(19) 0.046(8) Uiso 0.35 d PD . C31 C -0.0069(10) 0.2311(14) 0.4369(9) 0.036(4) Uiso 0.55 d PD . C31' C 0.0921(12) 0.3037(18) 0.4538(10) 0.041(5) Uiso 0.45 d PD . O1 O -0.1244(9) -0.1786(11) 0.1618(8) 0.052(3) Uiso 0.55 d P . O1' O -0.0923(10) -0.1582(14) 0.1263(10) 0.051(4) Uiso 0.45 d P . O2 O 0.1371(9) 0.0284(13) 0.1700(9) 0.057(4) Uiso 0.50 d P . O2' O 0.0590(9) 0.0072(11) 0.0973(9) 0.049(4) Uiso 0.50 d P . C1 C -0.0800(11) -0.1064(15) 0.1943(11) 0.030(4) Uiso 0.55 d P . C1' C -0.0599(12) -0.0874(17) 0.1695(12) 0.026(5) Uiso 0.45 d P . C2 C 0.0846(12) 0.0347(16) 0.1971(12) 0.036(4) Uiso 0.50 d P . C2' C 0.0394(12) 0.0131(16) 0.1536(12) 0.035(4) Uiso 0.50 d P . 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 Mo 0.0161(6) 0.0331(7) 0.0216(6) 0.000 0.0000(4) 0.000 P1 0.0271(14) 0.037(2) 0.0325(14) 0.0108(11) -0.0058(11) -0.0124(11) P2 0.053(2) 0.038(2) 0.055(2) -0.0207(13) 0.0188(15) -0.0086(13) N1 0.022(4) 0.050(6) 0.084(7) 0.024(5) 0.016(4) -0.001(4) N2 0.027(6) 0.036(7) 0.039(6) 0.000 0.002(5) 0.000 N3 0.067(6) 0.046(5) 0.028(4) -0.013(4) 0.012(4) -0.026(5) O3 0.091(7) 0.044(5) 0.130(8) 0.045(5) -0.093(6) -0.037(5) O4 0.069(10) 0.040(9) 0.058(9) -0.009(7) 0.033(8) 0.001(8) C3 0.028(5) 0.036(6) 0.039(6) 0.003(5) -0.020(5) -0.006(5) C4 0.106(10) 0.023(6) 0.125(11) 0.035(7) 0.087(10) 0.025(7) C5 0.224(21) 0.063(10) 0.049(8) 0.016(7) 0.063(11) 0.011(13) C6 0.098(13) 0.104(14) 0.081(11) -0.052(11) -0.069(10) 0.082(12) C7 0.049(9) 0.130(17) 0.159(19) -0.125(16) 0.047(11) -0.028(10) C8 0.114(13) 0.066(9) 0.089(10) -0.057(9) 0.073(10) -0.048(10) C21 0.057(15) 0.071(19) 0.071(17) -0.013(15) -0.008(12) -0.003(15) C22 0.202(60) 0.025(14) 0.125(38) 0.006(19) -0.112(32) 0.001(21) C32 0.081(9) 0.071(9) 0.033(6) -0.013(6) 0.009(6) -0.001(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Mo C1' 1.93(2) 6_556 ? Mo C1' 1.93(2) . ? Mo C2 2.00(2) . ? Mo C2 2.00(2) 6_556 ? Mo C2' 2.03(2) . ? Mo C2' 2.03(2) 6_556 ? Mo C1 2.08(2) 6_556 ? Mo C1 2.08(2) . ? Mo P1 2.433(3) . ? Mo P1 2.433(3) 6_556 ? P1 O3 1.610(7) . ? P1 N1 1.704(8) . ? P1 N3 1.714(9) . ? P2 O4 1.368(14) . ? P2 N2 1.670(6) . ? P2 N3 1.693(10) . ? P2 N1 1.699(9) 6_556 ? N1 C11' 1.63(2) . ? N1 C11 1.64(2) . ? N1 P2 1.699(9) 6_556 ? N2 C21 1.60(2) 6_556 ? N2 C21 1.60(2) . ? N2 P2 1.670(6) 6_556 ? N3 C31' 1.56(2) . ? N3 C31 1.598(15) . ? O3 C3 1.391(13) . ? C3 C8 1.35(2) . ? C3 C4 1.361(15) . ? C4 C5 1.34(2) . ? C5 C6 1.41(3) . ? C6 C7 1.38(3) . ? C7 C8 1.29(3) . ? C21 C22 1.10(3) 6_556 ? C21 C21 1.36(4) 6_556 ? C21 C22 1.51(2) . ? C22 C22 0.89(9) 6_556 ? C22 C21 1.10(3) 6_556 ? C32 C31 1.52(2) . ? C32 C31' 1.55(2) . ? C11 C12 1.56(2) . ? C11' C12' 1.51(2) . ? C11' C12 1.97(3) . ? C12 C12' 0.81(3) . ? C31 C31' 1.85(2) . ? O1 O1' 1.00(2) . ? O1 C1 1.17(2) . ? O1 C1' 1.55(3) . ? O1' C1' 1.14(2) . ? O1' C1 1.28(2) . ? O2 C2 1.17(2) . ? O2 O2' 1.49(2) . ? O2 C2' 1.62(2) . ? O2' C2' 1.15(2) . ? O2' C2 1.65(2) . ? C1 C1' 0.69(2) . ? C2 C2' 0.90(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1' Mo C1' 92.1(12) 6_556 . ? C1' Mo C2 95.2(8) 6_556 . ? C1' Mo C2 90.6(8) . . ? C1' Mo C2 90.6(8) 6_556 6_556 ? C1' Mo C2 95.2(8) . 6_556 ? C2 Mo C2 171.7(11) . 6_556 ? C1' Mo C2' 107.3(8) 6_556 . ? C1' Mo C2' 67.8(9) . . ? C2 Mo C2' 25.8(6) . . ? C2 Mo C2' 155.3(6) 6_556 . ? C1' Mo C2' 67.8(9) 6_556 6_556 ? C1' Mo C2' 107.3(8) . 6_556 ? C2 Mo C2' 155.3(6) . 6_556 ? C2 Mo C2' 25.8(6) 6_556 6_556 ? C2' Mo C2' 173.4(11) . 6_556 ? C1' Mo C1 19.3(6) 6_556 6_556 ? C1' Mo C1 84.0(7) . 6_556 ? C2 Mo C1 77.9(7) . 6_556 ? C2 Mo C1 108.6(7) 6_556 6_556 ? C2' Mo C1 88.0(7) . 6_556 ? C2' Mo C1 87.0(7) 6_556 6_556 ? C1' Mo C1 84.0(7) 6_556 . ? C1' Mo C1 19.3(6) . . ? C2 Mo C1 108.6(7) . . ? C2 Mo C1 77.9(7) 6_556 . ? C2' Mo C1 87.0(7) . . ? C2' Mo C1 88.0(7) 6_556 . ? C1 Mo C1 81.8(9) 6_556 . ? C1' Mo P1 96.0(6) 6_556 . ? C1' Mo P1 167.8(7) . . ? C2 Mo P1 79.6(6) . . ? C2 Mo P1 93.8(6) 6_556 . ? C2' Mo P1 100.9(6) . . ? C2' Mo P1 84.3(5) 6_556 . ? C1 Mo P1 100.8(5) 6_556 . ? C1 Mo P1 171.7(5) . . ? C1' Mo P1 167.8(7) 6_556 6_556 ? C1' Mo P1 96.0(6) . 6_556 ? C2 Mo P1 93.8(6) . 6_556 ? C2 Mo P1 79.6(6) 6_556 6_556 ? C2' Mo P1 84.3(5) . 6_556 ? C2' Mo P1 100.9(6) 6_556 6_556 ? C1 Mo P1 171.7(5) 6_556 6_556 ? C1 Mo P1 100.8(5) . 6_556 ? P1 Mo P1 77.62(12) . 6_556 ? O3 P1 N1 98.7(5) . . ? O3 P1 N3 99.8(6) . . ? N1 P1 N3 101.6(4) . . ? O3 P1 Mo 123.1(3) . . ? N1 P1 Mo 115.3(3) . . ? N3 P1 Mo 114.8(3) . . ? O4 P2 N2 110.9(7) . . ? O4 P2 N3 114.3(7) . . ? N2 P2 N3 103.9(4) . . ? O4 P2 N1 117.3(7) . 6_556 ? N2 P2 N1 103.0(4) . 6_556 ? N3 P2 N1 106.0(4) . 6_556 ? C11' N1 C11 88.9(10) . . ? C11' N1 P2 108.7(10) . 6_556 ? C11 N1 P2 106.1(8) . 6_556 ? C11' N1 P1 110.1(9) . . ? C11 N1 P1 117.4(8) . . ? P2 N1 P1 120.8(5) 6_556 . ? C21 N2 C21 50.2(16) 6_556 . ? C21 N2 P2 117.9(11) 6_556 6_556 ? C21 N2 P2 115.5(11) . 6_556 ? C21 N2 P2 115.5(11) 6_556 . ? C21 N2 P2 117.9(11) . . ? P2 N2 P2 120.4(7) 6_556 . ? C31' N3 C31 71.8(9) . . ? C31' N3 P2 122.7(10) . . ? C31 N3 P2 103.1(8) . . ? C31' N3 P1 106.4(9) . . ? C31 N3 P1 124.0(8) . . ? P2 N3 P1 120.4(4) . . ? C3 O3 P1 126.4(7) . . ? C8 C3 C4 122.2(11) . . ? C8 C3 O3 119.5(13) . . ? C4 C3 O3 118.0(11) . . ? C5 C4 C3 117.8(12) . . ? C4 C5 C6 119.6(14) . . ? C7 C6 C5 119.0(14) . . ? C8 C7 C6 119.2(13) . . ? C7 C8 C3 121.7(14) . . ? C22 C21 C21 75.0(18) 6_556 6_556 ? C22 C21 C22 35.9(43) 6_556 . ? C21 C21 C22 44.6(13) 6_556 . ? C22 C21 N2 138.4(25) 6_556 . ? C21 C21 N2 64.9(8) 6_556 . ? C22 C21 N2 108.8(16) . . ? C22 C22 C21 98.0(52) 6_556 6_556 ? C22 C22 C21 46.1(17) 6_556 . ? C21 C22 C21 60.3(24) 6_556 . ? C31 C32 C31' 74.2(10) . . ? C12 C11 N1 103.0(12) . . ? C12' C11' N1 107.7(18) . . ? C12' C11' C12 22.5(13) . . ? N1 C11' C12 87.6(10) . . ? C12' C12 C11 122.4(27) . . ? C12' C12 C11' 45.5(21) . . ? C11 C12 C11' 80.0(11) . . ? C12 C12' C11' 112.0(32) . . ? C32 C31 N3 105.8(10) . . ? C32 C31 C31' 53.8(7) . . ? N3 C31 C31' 53.2(7) . . ? C32 C31' N3 105.7(11) . . ? C32 C31' C31 52.0(7) . . ? N3 C31' C31 54.9(7) . . ? O1' O1 C1 72.0(16) . . ? O1' O1 C1' 47.5(13) . . ? C1 O1 C1' 24.6(10) . . ? O1 O1' C1' 92.2(19) . . ? O1 O1' C1 60.0(14) . . ? C1' O1' C1 32.3(11) . . ? C2 O2 O2' 75.6(13) . . ? C2 O2 C2' 32.8(11) . . ? O2' O2 C2' 43.1(9) . . ? C2' O2' O2 74.8(13) . . ? C2' O2' C2 31.6(11) . . ? O2 O2' C2 43.6(9) . . ? C1' C1 O1 110.5(28) . . ? C1' C1 O1' 62.6(23) . . ? O1 C1 O1' 48.1(11) . . ? C1' C1 Mo 68.2(24) . . ? O1 C1 Mo 178.7(16) . . ? O1' C1 Mo 130.6(16) . . ? C1 C1' O1' 85.0(28) . . ? C1 C1' O1 44.9(21) . . ? O1' C1' O1 40.3(11) . . ? C1 C1' Mo 92.6(26) . . ? O1' C1' Mo 174.9(18) . . ? O1 C1' Mo 137.5(15) . . ? C2' C2 O2 102.2(22) . . ? C2' C2 O2' 41.9(15) . . ? O2 C2 O2' 60.8(12) . . ? C2' C2 Mo 78.6(17) . . ? O2 C2 Mo 171.4(17) . . ? O2' C2 Mo 120.4(12) . . ? C2 C2' O2' 106.6(22) . . ? C2 C2' O2 45.0(15) . . ? O2' C2' O2 62.1(12) . . ? C2 C2' Mo 75.6(17) . . ? O2' C2' Mo 177.8(17) . . ? O2 C2' Mo 120.1(12) . . ? _refine_diff_density_max .805 _refine_diff_density_min -.708 _refine_diff_density_rms .224