data_jh-trns2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H30 N3 P3' _chemical_formula_weight 453.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.273(2) _cell_length_b 9.370(2) _cell_length_c 19.600(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.16(1) _cell_angle_gamma 90.00 _cell_volume 2504.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 35 _cell_measurement_theta_min 9 _cell_measurement_theta_max 15 _exptl_crystal_description plates _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.253 _exptl_absorpt_correction_type n/a _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type "Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 147 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 4.21 _diffrn_reflns_number 4489 _diffrn_reflns_av_R_equivalents 0.042 _diffrn_reflns_av_sigmaI/netI 0.074 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4302 _reflns_number_gt 2242 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker XSCANS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0925P)^2^+0.4522P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4302 _refine_ls_number_parameters 284 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.140 _refine_ls_R_factor_gt 0.068 _refine_ls_wR_factor_ref 0.194 _refine_ls_wR_factor_gt 0.166 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.992 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.91082(10) -0.05769(14) 0.60788(7) 0.0702(4) Uani 1 d . . . P2 P 0.77105(9) 0.03465(14) 0.67326(7) 0.0675(4) Uani 1 d . . . P3 P 0.86423(9) 0.23206(13) 0.60779(7) 0.0641(4) Uani 1 d . . . N1 N 0.8287(3) -0.0913(4) 0.6456(2) 0.0773(12) Uani 1 d . . . N2 N 0.7981(3) 0.1946(4) 0.65897(19) 0.0683(10) Uani 1 d . . . N3 N 0.9192(3) 0.1026(4) 0.5825(2) 0.0760(11) Uani 1 d . . . C1 C 0.8946(4) -0.1755(7) 0.5312(3) 0.1004(18) Uani 1 d . . . H1A H 0.9469 -0.1587 0.5098 0.120 Uiso 1 calc R . . H1B H 0.8990 -0.2740 0.5471 0.120 Uiso 1 calc R . . C2 C 0.7904(3) 0.0164(6) 0.7681(2) 0.0766(14) Uani 1 d . . . H2A H 0.7564 0.0929 0.7843 0.092 Uiso 1 calc R . . H2B H 0.7625 -0.0734 0.7774 0.092 Uiso 1 calc R . . C3 C 0.9525(4) 0.3656(6) 0.6524(3) 0.0857(15) Uani 1 d D . . H3A H 0.9173 0.4481 0.6620 0.129 Uiso 0.608(11) calc PR A 1 H3B H 0.9914 0.3276 0.6980 0.129 Uiso 0.608(11) calc PR A 1 H3C H 0.9933 0.3877 0.6220 0.129 Uiso 0.392(11) calc PR A 2 H3D H 0.9170 0.4519 0.6565 0.129 Uiso 0.392(11) calc PR A 2 C4 C 0.7995(5) -0.1522(9) 0.4773(3) 0.132(2) Uani 1 d . . . H4A H 0.7478 -0.1619 0.4991 0.198 Uiso 1 calc R . . H4B H 0.7907 -0.2215 0.4398 0.198 Uiso 1 calc R . . H4C H 0.7978 -0.0580 0.4577 0.198 Uiso 1 calc R . . C5 C 0.8991(4) 0.0207(7) 0.8105(3) 0.0939(17) Uani 1 d . . . H5A H 0.9330 -0.0554 0.7950 0.141 Uiso 1 calc R . . H5B H 0.9060 0.0095 0.8605 0.141 Uiso 1 calc R . . H5C H 0.9266 0.1106 0.8028 0.141 Uiso 1 calc R . . C6 C 1.0211(7) 0.4141(10) 0.6113(5) 0.103(4) Uani 0.608(11) d PD A 1 H6A H 1.0649 0.4853 0.6384 0.155 Uiso 0.608(11) calc PR A 1 H6B H 0.9836 0.4539 0.5664 0.155 Uiso 0.608(11) calc PR A 1 H6C H 1.0583 0.3341 0.6030 0.155 Uiso 0.608(11) calc PR A 1 C6A C 1.0191(13) 0.329(2) 0.7256(7) 0.149(9) Uani 0.392(11) d PD A 2 H6A1 H 1.0618 0.4079 0.7440 0.224 Uiso 0.392(11) calc PR A 2 H6A2 H 1.0575 0.2464 0.7224 0.224 Uiso 0.392(11) calc PR A 2 H6A3 H 0.9802 0.3088 0.7569 0.224 Uiso 0.392(11) calc PR A 2 C11 C 1.0280(4) -0.1154(5) 0.6675(2) 0.0698(13) Uani 1 d . . . C12 C 1.0344(5) -0.2265(6) 0.7148(3) 0.0887(16) Uani 1 d . . . H12 H 0.9773 -0.2721 0.7164 0.106 Uiso 1 calc R . . C13 C 1.1215(6) -0.2710(7) 0.7589(3) 0.108(2) Uani 1 d . . . H13 H 1.1239 -0.3470 0.7898 0.130 Uiso 1 calc R . . C14 C 1.2059(6) -0.2035(8) 0.7576(4) 0.109(2) Uani 1 d . . . H14 H 1.2660 -0.2323 0.7882 0.131 Uiso 1 calc R . . C15 C 1.2011(5) -0.0947(7) 0.7115(4) 0.123(2) Uani 1 d . . . H15 H 1.2587 -0.0496 0.7104 0.148 Uiso 1 calc R . . C16 C 1.1138(5) -0.0492(6) 0.6666(3) 0.0956(17) Uani 1 d . . . H16 H 1.1123 0.0263 0.6355 0.115 Uiso 1 calc R . . C21 C 0.6412(4) 0.0072(6) 0.6347(2) 0.0736(13) Uani 1 d . . . C22 C 0.5767(5) 0.1150(8) 0.6255(4) 0.115(2) Uani 1 d . . . H22 H 0.5993 0.2066 0.6395 0.138 Uiso 1 calc R . . C23 C 0.4771(5) 0.0921(10) 0.5955(4) 0.135(3) Uani 1 d . . . H23 H 0.4345 0.1693 0.5890 0.162 Uiso 1 calc R . . C24 C 0.4404(5) -0.0390(10) 0.5755(4) 0.119(2) Uani 1 d . . . H24 H 0.3733 -0.0545 0.5570 0.142 Uiso 1 calc R . . C25 C 0.5055(6) -0.1465(10) 0.5836(5) 0.164(4) Uani 1 d . . . H25 H 0.4827 -0.2379 0.5693 0.197 Uiso 1 calc R . . C26 C 0.6059(5) -0.1247(7) 0.6126(4) 0.137(3) Uani 1 d . . . H26 H 0.6489 -0.2010 0.6169 0.165 Uiso 1 calc R . . C31 C 0.7902(3) 0.3241(5) 0.5295(2) 0.0659(12) Uani 1 d . . . C32 C 0.8025(4) 0.3091(6) 0.4635(3) 0.0840(15) Uani 1 d . . . H32 H 0.8503 0.2472 0.4573 0.101 Uiso 1 calc R . . C33 C 0.7448(5) 0.3846(7) 0.4054(3) 0.1032(19) Uani 1 d . . . H33 H 0.7551 0.3739 0.3610 0.124 Uiso 1 calc R . . C34 C 0.6739(5) 0.4736(7) 0.4125(4) 0.1050(19) Uani 1 d . . . H34 H 0.6357 0.5241 0.3733 0.126 Uiso 1 calc R . . C35 C 0.6590(5) 0.4883(7) 0.4774(4) 0.110(2) Uani 1 d . . . H35 H 0.6097 0.5482 0.4827 0.132 Uiso 1 calc R . . C36 C 0.7168(4) 0.4149(6) 0.5354(3) 0.0971(18) Uani 1 d . . . H36 H 0.7062 0.4267 0.5796 0.116 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 0.0774(9) 0.0636(8) 0.0718(8) -0.0028(6) 0.0256(7) 0.0001(7) P2 0.0724(8) 0.0692(9) 0.0642(8) 0.0026(6) 0.0253(6) -0.0122(7) P3 0.0721(8) 0.0602(8) 0.0646(7) 0.0033(6) 0.0272(6) -0.0041(6) N1 0.085(3) 0.054(2) 0.095(3) -0.004(2) 0.029(2) -0.009(2) N2 0.083(3) 0.064(2) 0.066(2) -0.0022(19) 0.036(2) 0.000(2) N3 0.085(3) 0.070(3) 0.084(3) 0.010(2) 0.042(2) 0.010(2) C1 0.085(4) 0.114(5) 0.090(4) -0.022(4) 0.008(3) 0.011(4) C2 0.083(3) 0.083(4) 0.068(3) 0.003(3) 0.028(3) -0.018(3) C3 0.088(4) 0.082(4) 0.089(4) -0.003(3) 0.030(3) -0.022(3) C4 0.127(6) 0.153(7) 0.110(5) -0.022(5) 0.026(4) -0.005(5) C5 0.096(4) 0.108(4) 0.072(3) -0.001(3) 0.015(3) -0.020(3) C6 0.096(7) 0.091(7) 0.126(8) 0.001(6) 0.036(6) -0.019(5) C6A 0.146(17) 0.149(18) 0.138(17) 0.007(14) 0.020(14) -0.035(14) C11 0.078(3) 0.062(3) 0.067(3) -0.007(2) 0.018(3) 0.008(3) C12 0.101(4) 0.071(4) 0.096(4) 0.013(3) 0.032(3) 0.009(3) C13 0.136(6) 0.090(5) 0.097(4) 0.018(4) 0.033(4) 0.031(5) C14 0.112(5) 0.099(5) 0.101(5) -0.010(4) 0.006(4) 0.020(4) C15 0.089(5) 0.095(5) 0.171(7) 0.019(5) 0.017(5) -0.001(4) C16 0.090(4) 0.080(4) 0.112(5) 0.017(3) 0.024(4) 0.003(3) C21 0.079(3) 0.079(4) 0.065(3) 0.006(3) 0.024(3) -0.011(3) C22 0.078(4) 0.104(5) 0.164(6) -0.036(4) 0.038(4) -0.008(4) C23 0.080(5) 0.144(8) 0.171(8) -0.019(6) 0.023(5) 0.017(5) C24 0.068(4) 0.142(7) 0.134(6) 0.020(5) 0.012(4) -0.015(5) C25 0.089(5) 0.119(6) 0.233(10) 0.043(6) -0.033(5) -0.039(5) C26 0.079(4) 0.089(5) 0.212(8) 0.039(5) -0.008(5) -0.015(4) C31 0.075(3) 0.056(3) 0.071(3) -0.001(2) 0.028(2) -0.004(2) C32 0.097(4) 0.087(4) 0.077(3) 0.004(3) 0.039(3) 0.010(3) C33 0.137(6) 0.106(5) 0.071(4) 0.018(3) 0.036(4) 0.005(4) C34 0.104(5) 0.096(5) 0.103(5) 0.031(4) 0.012(4) -0.002(4) C35 0.107(5) 0.108(5) 0.126(6) 0.032(5) 0.048(4) 0.033(4) C36 0.106(4) 0.099(4) 0.093(4) 0.017(3) 0.039(4) 0.027(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 P1 N1 1.590(4) . y P1 N3 1.598(4) . y P1 C11 1.817(5) . y P1 C1 1.824(5) . y P2 N2 1.593(4) . y P2 N1 1.621(4) . y P2 C21 1.801(5) . y P2 C2 1.805(5) . y P3 N3 1.600(4) . y P3 N2 1.606(4) . y P3 C31 1.805(5) . y P3 C3 1.808(5) . y C1 C4 1.470(8) . ? C2 C5 1.529(6) . ? C3 C6A 1.508(8) . ? C3 C6 1.509(8) . ? C11 C16 1.377(7) . ? C11 C12 1.379(7) . ? C12 C13 1.354(8) . ? C13 C14 1.367(8) . ? C14 C15 1.351(9) . ? C15 C16 1.364(8) . ? C21 C22 1.342(8) . ? C21 C26 1.357(8) . ? C22 C23 1.386(9) . ? C23 C24 1.347(9) . ? C24 C25 1.348(10) . ? C25 C26 1.392(9) . ? C31 C32 1.363(6) . ? C31 C36 1.381(7) . ? C32 C33 1.386(7) . ? C33 C34 1.349(8) . ? C34 C35 1.358(8) . ? C35 C36 1.375(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 P1 N3 117.6(2) . . y N1 P1 C11 107.9(2) . . y N3 P1 C11 109.9(2) . . y N1 P1 C1 109.3(3) . . y N3 P1 C1 108.4(3) . . y C11 P1 C1 102.6(2) . . y N2 P2 N1 116.9(2) . . y N2 P2 C21 109.5(2) . . y N1 P2 C21 108.5(2) . . y N2 P2 C2 107.4(2) . . y N1 P2 C2 109.7(2) . . y C21 P2 C2 104.2(2) . . y N3 P3 N2 117.37(19) . . y N3 P3 C31 108.4(2) . . y N2 P3 C31 109.4(2) . . y N3 P3 C3 109.8(2) . . y N2 P3 C3 107.7(2) . . y C31 P3 C3 103.3(2) . . y P1 N1 P2 121.9(2) . . y P2 N2 P3 122.2(2) . . y P1 N3 P3 121.9(2) . . y C4 C1 P1 111.6(4) . . ? C5 C2 P2 112.3(3) . . ? C6A C3 C6 104.5(9) . . ? C6A C3 P3 117.1(8) . . ? C6 C3 P3 114.8(5) . . ? C16 C11 C12 117.7(5) . . ? C16 C11 P1 120.7(4) . . ? C12 C11 P1 121.5(4) . . ? C13 C12 C11 121.9(6) . . ? C12 C13 C14 119.6(6) . . ? C15 C14 C13 119.3(7) . . ? C14 C15 C16 121.6(7) . . ? C15 C16 C11 119.8(6) . . ? C22 C21 C26 117.8(5) . . ? C22 C21 P2 121.9(5) . . ? C26 C21 P2 120.2(5) . . ? C21 C22 C23 121.2(6) . . ? C24 C23 C22 121.8(7) . . ? C23 C24 C25 116.8(6) . . ? C24 C25 C26 122.0(8) . . ? C21 C26 C25 120.3(7) . . ? C32 C31 C36 117.1(5) . . ? C32 C31 P3 123.4(4) . . ? C36 C31 P3 119.4(4) . . ? C31 C32 C33 121.0(5) . . ? C34 C33 C32 120.9(6) . . ? C33 C34 C35 119.2(6) . . ? C34 C35 C36 120.1(6) . . ? C35 C36 C31 121.6(6) . . ? 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 C11 P1 C1 C4 176.5(5) . . . . ? C21 P2 C2 C5 174.0(4) . . . . ? C31 P3 C3 C6 -64.1(6) . . . . ? N2 P1 C1 C4 -3.1(7) . . . . ? P1 N1 P2 N2 1.8(4) . . . . ? N1 P2 N2 P3 10.7(4) . . . . ? P2 N2 P3 N3 -11.1(4) . . . . ? N2 P3 N3 P1 -1.1(4) . . . . ? P3 N3 P1 N1 12.7(4) . . . . ? N3 P1 N1 P2 -13.1(4) . . . . ? C14 C11 P1 C1 4(100) . . . . ? _diffrn_measured_fraction_theta_max 0.914 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.914 _refine_diff_density_max 0.32 _refine_diff_density_min -0.27 _refine_diff_density_rms 0.05