data_grot70 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H28 Br N2 P Pd' _chemical_formula_weight 489.70 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' 'Br' 'Br' -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 '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 9.5657(7) _cell_length_b 16.3449(12) _cell_length_c 12.8255(10) _cell_angle_alpha 90.00 _cell_angle_beta 99.8240(10) _cell_angle_gamma 90.00 _cell_volume 1975.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 147(2) _cell_measurement_reflns_used 7349 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 28.30 _exptl_crystal_description plates _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.646 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 3.043 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.3757 _exptl_absorpt_correction_T_max 0.7506 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 147(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12128 _diffrn_reflns_av_R_equivalents 0.0248 _diffrn_reflns_av_sigmaI/netI 0.0332 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 28.30 _reflns_number_total 4542 _reflns_number_gt 3941 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0400P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4542 _refine_ls_number_parameters 208 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0349 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0686 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group P1 P 0.40870(6) 0.10294(4) 0.70788(5) 0.01551(13) Uani 1 1 d . . . Br1 Br 0.83020(3) 0.196716(16) 0.60170(2) 0.02202(8) Uani 1 1 d . . . Pd1 Pd 0.597697(19) 0.156544(11) 0.645331(14) 0.01501(7) Uani 1 1 d . . . N1 N 0.5375(2) -0.05921(13) 0.78605(17) 0.0209(5) Uani 1 1 d . . . N2 N 0.6550(2) 0.03989(13) 0.72152(16) 0.0180(4) Uani 1 1 d . . . C1 C 0.4249(3) -0.10883(17) 0.8171(3) 0.0318(7) Uani 1 1 d . . . H1A H 0.3376 -0.0765 0.8102 0.048 Uiso 1 1 calc R . . H1B H 0.4529 -0.1264 0.8907 0.048 Uiso 1 1 calc R . . H1C H 0.4085 -0.1570 0.7712 0.048 Uiso 1 1 calc R . . C2 C 0.6739(3) -0.08650(16) 0.7857(2) 0.0242(6) Uani 1 1 d . . . H2A H 0.7113 -0.1385 0.8090 0.029 Uiso 1 1 calc R . . C3 C 0.7446(3) -0.02536(16) 0.7462(2) 0.0220(5) Uani 1 1 d . . . H3A H 0.8410 -0.0273 0.7370 0.026 Uiso 1 1 calc R . . C4 C 0.5301(3) 0.01775(15) 0.74634(19) 0.0167(5) Uani 1 1 d . . . C5 C 0.2508(3) 0.06435(16) 0.6141(2) 0.0203(5) Uani 1 1 d . . . C6 C 0.1350(3) 0.02523(18) 0.6662(2) 0.0280(6) Uani 1 1 d . . . H6A H 0.0569 0.0072 0.6114 0.042 Uiso 1 1 calc R . . H6B H 0.0997 0.0654 0.7121 0.042 Uiso 1 1 calc R . . H6C H 0.1743 -0.0220 0.7085 0.042 Uiso 1 1 calc R . . C7 C 0.1873(3) 0.13726(18) 0.5458(2) 0.0263(6) Uani 1 1 d . . . H7A H 0.1040 0.1190 0.4958 0.039 Uiso 1 1 calc R . . H7B H 0.2584 0.1592 0.5065 0.039 Uiso 1 1 calc R . . H7C H 0.1590 0.1800 0.5915 0.039 Uiso 1 1 calc R . . C8 C 0.3086(3) 0.00247(18) 0.5422(2) 0.0300(6) Uani 1 1 d . . . H8A H 0.2300 -0.0198 0.4910 0.045 Uiso 1 1 calc R . . H8B H 0.3565 -0.0421 0.5853 0.045 Uiso 1 1 calc R . . H8C H 0.3763 0.0298 0.5044 0.045 Uiso 1 1 calc R . . C9 C 0.3683(3) 0.15076(15) 0.8314(2) 0.0195(5) Uani 1 1 d . . . C10 C 0.3108(3) 0.09189(18) 0.9065(2) 0.0288(6) Uani 1 1 d . . . H10A H 0.2931 0.1218 0.9692 0.043 Uiso 1 1 calc R . . H10B H 0.3804 0.0485 0.9282 0.043 Uiso 1 1 calc R . . H10C H 0.2220 0.0676 0.8704 0.043 Uiso 1 1 calc R . . C11 C 0.5103(3) 0.18558(17) 0.8891(2) 0.0236(6) Uani 1 1 d . . . H11A H 0.4959 0.2115 0.9554 0.035 Uiso 1 1 calc R . . H11B H 0.5458 0.2263 0.8440 0.035 Uiso 1 1 calc R . . H11C H 0.5795 0.1411 0.9046 0.035 Uiso 1 1 calc R . . C12 C 0.2633(3) 0.22038(17) 0.8006(2) 0.0260(6) Uani 1 1 d . . . H12A H 0.2409 0.2462 0.8647 0.039 Uiso 1 1 calc R . . H12B H 0.1762 0.1987 0.7583 0.039 Uiso 1 1 calc R . . H12C H 0.3054 0.2610 0.7591 0.039 Uiso 1 1 calc R . . C13 C 0.5100(2) 0.25776(15) 0.5773(2) 0.0182(5) Uani 1 1 d . . . C14 C 0.4683(3) 0.25986(17) 0.4672(2) 0.0238(6) Uani 1 1 d . . . H14A H 0.4791 0.2123 0.4267 0.029 Uiso 1 1 calc R . . C15 C 0.4111(3) 0.33058(18) 0.4161(2) 0.0287(6) Uani 1 1 d . . . H15A H 0.3827 0.3309 0.3414 0.034 Uiso 1 1 calc R . . C16 C 0.3956(3) 0.40051(18) 0.4743(2) 0.0299(6) Uani 1 1 d . . . H16A H 0.3563 0.4489 0.4400 0.036 Uiso 1 1 calc R . . C17 C 0.4378(3) 0.39899(17) 0.5824(2) 0.0269(6) Uani 1 1 d . . . H17A H 0.4285 0.4468 0.6228 0.032 Uiso 1 1 calc R . . C18 C 0.4938(3) 0.32810(16) 0.6331(2) 0.0212(5) Uani 1 1 d . . . H18A H 0.5215 0.3282 0.7079 0.025 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 P1 0.0136(3) 0.0148(3) 0.0180(3) 0.0002(2) 0.0024(2) 0.0000(2) Br1 0.01723(13) 0.02085(15) 0.02912(15) 0.00216(10) 0.00724(10) -0.00163(10) Pd1 0.01410(10) 0.01320(11) 0.01777(11) 0.00131(7) 0.00287(7) 0.00037(7) N1 0.0179(11) 0.0171(11) 0.0269(12) 0.0035(9) 0.0017(9) -0.0011(8) N2 0.0171(10) 0.0172(11) 0.0197(11) -0.0006(8) 0.0030(8) 0.0016(8) C1 0.0265(15) 0.0198(14) 0.0489(18) 0.0122(13) 0.0060(13) -0.0035(11) C2 0.0242(14) 0.0177(13) 0.0297(15) 0.0035(11) 0.0015(11) 0.0060(10) C3 0.0195(13) 0.0222(14) 0.0236(13) 0.0025(11) 0.0013(10) 0.0047(10) C4 0.0164(12) 0.0136(12) 0.0194(12) 0.0003(9) 0.0010(9) 0.0004(9) C5 0.0143(11) 0.0230(13) 0.0224(13) -0.0003(10) -0.0004(9) -0.0007(10) C6 0.0208(13) 0.0305(16) 0.0316(15) 0.0021(12) 0.0010(11) -0.0072(12) C7 0.0167(13) 0.0342(16) 0.0261(14) 0.0080(12) -0.0016(10) -0.0003(11) C8 0.0267(15) 0.0338(16) 0.0270(15) -0.0110(12) -0.0028(11) -0.0004(12) C9 0.0191(12) 0.0197(13) 0.0203(13) -0.0023(10) 0.0046(10) 0.0005(10) C10 0.0339(16) 0.0287(15) 0.0257(14) -0.0035(12) 0.0107(12) -0.0059(12) C11 0.0255(14) 0.0259(14) 0.0191(13) -0.0049(11) 0.0025(10) -0.0021(11) C12 0.0235(14) 0.0243(14) 0.0313(15) -0.0028(12) 0.0084(11) 0.0048(11) C13 0.0132(11) 0.0195(13) 0.0214(13) 0.0037(10) 0.0017(9) -0.0017(10) C14 0.0254(14) 0.0244(14) 0.0210(13) -0.0001(11) 0.0026(10) -0.0001(11) C15 0.0231(14) 0.0387(17) 0.0224(14) 0.0113(12) -0.0016(11) -0.0008(12) C16 0.0239(14) 0.0255(15) 0.0386(17) 0.0146(13) 0.0007(12) 0.0035(11) C17 0.0253(14) 0.0177(13) 0.0374(16) 0.0020(12) 0.0042(12) 0.0007(11) C18 0.0168(13) 0.0206(13) 0.0252(14) 0.0008(10) 0.0012(10) -0.0006(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag P1 C4 1.827(2) . ? P1 C9 1.865(3) . ? P1 C5 1.873(3) . ? P1 Pd1 2.2748(6) . ? Br1 Pd1 2.4729(3) . ? Pd1 C13 1.988(2) . ? Pd1 N2 2.170(2) . ? N1 C4 1.354(3) . ? N1 C2 1.380(3) . ? N1 C1 1.457(3) . ? N2 C4 1.337(3) . ? N2 C3 1.371(3) . ? C2 C3 1.353(4) . ? C5 C6 1.528(4) . ? C5 C8 1.534(4) . ? C5 C7 1.541(4) . ? C9 C12 1.525(4) . ? C9 C10 1.529(4) . ? C9 C11 1.541(4) . ? C13 C18 1.377(4) . ? C13 C14 1.401(4) . ? C14 C15 1.394(4) . ? C15 C16 1.387(4) . ? C16 C17 1.377(4) . ? C17 C18 1.391(4) . ? 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 C4 P1 C9 107.72(11) . . ? C4 P1 C5 108.84(11) . . ? C9 P1 C5 115.20(12) . . ? C4 P1 Pd1 83.21(8) . . ? C9 P1 Pd1 115.49(8) . . ? C5 P1 Pd1 120.36(8) . . ? C13 Pd1 N2 169.79(9) . . ? C13 Pd1 P1 100.02(7) . . ? N2 Pd1 P1 69.98(6) . . ? C13 Pd1 Br1 90.47(7) . . ? N2 Pd1 Br1 99.64(5) . . ? P1 Pd1 Br1 169.003(19) . . ? C4 N1 C2 106.7(2) . . ? C4 N1 C1 128.8(2) . . ? C2 N1 C1 124.4(2) . . ? C4 N2 C3 106.4(2) . . ? C4 N2 Pd1 100.24(15) . . ? C3 N2 Pd1 152.57(18) . . ? C3 C2 N1 107.2(2) . . ? C2 C3 N2 109.2(2) . . ? N2 C4 N1 110.5(2) . . ? N2 C4 P1 106.39(17) . . ? N1 C4 P1 143.1(2) . . ? C6 C5 C8 110.5(2) . . ? C6 C5 C7 109.1(2) . . ? C8 C5 C7 108.4(2) . . ? C6 C5 P1 115.15(18) . . ? C8 C5 P1 105.93(17) . . ? C7 C5 P1 107.54(18) . . ? C12 C9 C10 109.9(2) . . ? C12 C9 C11 109.7(2) . . ? C10 C9 C11 108.2(2) . . ? C12 C9 P1 108.41(18) . . ? C10 C9 P1 114.86(18) . . ? C11 C9 P1 105.63(17) . . ? C18 C13 C14 117.7(2) . . ? C18 C13 Pd1 122.91(19) . . ? C14 C13 Pd1 119.28(19) . . ? C15 C14 C13 121.0(3) . . ? C16 C15 C14 120.0(3) . . ? C17 C16 C15 119.2(2) . . ? C16 C17 C18 120.6(3) . . ? C13 C18 C17 121.4(2) . . ? _diffrn_measured_fraction_theta_max 0.923 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.923 _refine_diff_density_max 0.864 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.091