#------------------------------------------------------------------------------ #$Date: 2014-07-11 21:33:45 +0300 (Fri, 11 Jul 2014) $ #$Revision: 120075 $ #$URL: file:///home/coder/svn-repositories/cod/cif/4/07/51/4075177.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_4075177 loop_ _publ_author_name 'Karshtedt, Dmitry' 'McBee, Jennifer L.' 'Bell, Alexis T.' 'Tilley, T. Don' _publ_section_title ; Stoichiometric and Catalytic Arene Activations by Platinum Complexes Containing Bidentate Monoanionic Nitrogen-Based Ligands ; _journal_issue 7 _journal_name_full Organometallics _journal_page_first 1801 _journal_volume 25 _journal_year 2006 _chemical_formula_sum 'C21 H17 N3 Pt' _chemical_formula_weight 506.48 _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _audit_creation_date 'Wed Jun 15 12:09:12 2005' _audit_creation_method 'by teXsan' _cell_angle_alpha 90 _cell_angle_beta 93.410(3) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 10.295(2) _cell_length_b 26.794(6) _cell_length_c 12.618(3) _cell_measurement_reflns_used 4501 _cell_measurement_temperature 133.2 _cell_measurement_theta_max 24.5 _cell_measurement_theta_min 2.0 _cell_volume 3474.4(13) _computing_cell_refinement 'Bruker-AXS SAINT v6.40' _computing_data_collection 'Bruker-AXS SMART v5.054' _computing_data_reduction 'Bruker-AXS SAINT v6.40' _computing_publication_material teXsan _computing_structure_refinement teXsan _computing_structure_solution SIR97 _diffrn_measured_fraction_theta_full 0.9631 _diffrn_measured_fraction_theta_max 0.9631 _diffrn_measurement_device_type 'Bruker SMART 1000' _diffrn_measurement_method \w-scans _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.7107 _diffrn_reflns_av_R_equivalents 0.043 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_number 15281 _diffrn_reflns_theta_full 24.72 _diffrn_reflns_theta_max 24.72 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 8.052 _exptl_absorpt_correction_T_max 0.696 _exptl_absorpt_correction_T_min 0.334 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details 'Blessing, 1995' _exptl_crystal_colour 'pale yellow' _exptl_crystal_density_diffrn 1.936 _exptl_crystal_density_method 'not measured' _exptl_crystal_description platelike _exptl_crystal_F_000 1936.00 _exptl_crystal_size_max 0.195 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.045 _refine_diff_density_max 1.30 _refine_diff_density_min -2.57 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.368 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 451 _refine_ls_number_reflns 4151 _refine_ls_R_factor_all 0.0624 _refine_ls_R_factor_gt 0.0383 _refine_ls_shift/su_max 0.0005 _refine_ls_structure_factor_coef F _refine_ls_weighting_details 'w = 1/[\s^2^(Fo) + 0.00022|Fo|^2^]' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_all 0.0474 _refine_ls_wR_factor_ref 0.0422 _reflns_number_gt 4151 _reflns_number_total 5710 _reflns_threshold_expression F^2^>3.0\s(F^2^) _[local]_cod_data_source_file om0600902si20060127_023138.cif _[local]_cod_data_source_block Dmitriy_Karshtedt_N2ligand _[local]_cod_cif_authors_sg_H-M 'P 21/c ' _[local]_cod_chemical_formula_sum_orig 'C21 H17 N3 Pt ' _cod_original_cell_volume 3474(1) _cod_database_code 4075177 loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z 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 Pt1 Pt 0.13392(4) 0.15578(1) -0.31581(3) 0.0209(1) Uani 1.00 d Pt2 Pt -0.01596(4) 0.08229(1) -0.03751(3) 0.0228(1) Uani 1.00 d N1 N 0.0678(7) 0.1987(3) -0.1902(5) 0.019(2) Uani 1.00 d N2 N 0.2954(7) 0.1930(3) -0.2728(6) 0.022(2) Uani 1.00 d N3 N -0.0324(8) 0.1225(3) -0.3520(6) 0.026(2) Uani 1.00 d N4 N 0.1652(7) 0.1141(3) 0.0158(6) 0.025(2) Uani 1.00 d N5 N -0.0670(7) 0.1152(3) 0.0952(6) 0.021(2) Uani 1.00 d N6 N 0.0462(7) 0.0458(3) -0.1607(6) 0.025(2) Uani 1.00 d C1 C -0.0520(9) 0.2001(3) -0.1533(8) 0.029(3) Uani 1.00 d C2 C -0.0816(10) 0.2246(3) -0.0625(8) 0.027(3) Uani 1.00 d C3 C 0.0168(10) 0.2493(4) -0.0061(7) 0.026(3) Uani 1.00 d C4 C 0.1419(10) 0.2491(3) -0.0399(7) 0.027(3) Uani 1.00 d C5 C 0.1651(9) 0.2235(3) -0.1343(7) 0.022(3) Uani 1.00 d C6 C 0.2897(10) 0.2203(3) -0.1790(7) 0.025(3) Uani 1.00 d C7 C 0.4084(10) 0.2428(3) -0.1527(8) 0.028(3) Uani 1.00 d C8 C 0.4937(9) 0.2303(3) -0.2326(8) 0.025(3) Uani 1.00 d C9 C 0.6210(10) 0.2426(4) -0.2515(9) 0.036(3) Uani 1.00 d C10 C 0.6734(10) 0.2278(4) -0.3435(8) 0.034(3) Uani 1.00 d C11 C 0.600(1) 0.1989(4) -0.4170(8) 0.034(3) Uani 1.00 d C12 C 0.4732(10) 0.1839(3) -0.4006(8) 0.026(3) Uani 1.00 d C13 C 0.4199(9) 0.1993(3) -0.3072(7) 0.024(3) Uani 1.00 d C14 C -0.127(1) 0.1019(4) -0.3726(7) 0.028(3) Uani 1.00 d C15 C -0.247(1) 0.0740(4) -0.3981(8) 0.038(3) Uani 1.00 d C16 C 0.2149(9) 0.1124(3) -0.4227(7) 0.021(3) Uani 1.00 d C17 C 0.1773(10) 0.1113(4) -0.5309(8) 0.029(3) Uani 1.00 d C18 C 0.240(1) 0.0834(4) -0.6034(9) 0.039(3) Uani 1.00 d C19 C 0.3428(10) 0.0537(4) -0.5705(9) 0.033(3) Uani 1.00 d C20 C 0.3783(9) 0.0508(4) -0.4640(8) 0.032(3) Uani 1.00 d C21 C 0.3157(10) 0.0806(3) -0.3906(8) 0.030(3) Uani 1.00 d C22 C 0.2793(10) 0.1119(4) -0.0291(8) 0.027(3) Uani 1.00 d C23 C 0.3888(9) 0.1368(4) 0.0100(8) 0.031(3) Uani 1.00 d C24 C 0.3806(10) 0.1662(4) 0.1021(9) 0.032(3) Uani 1.00 d C25 C 0.2639(10) 0.1694(3) 0.1481(8) 0.027(3) Uani 1.00 d C26 C 0.1562(9) 0.1430(3) 0.1050(7) 0.024(3) Uani 1.00 d C27 C 0.0314(9) 0.1422(3) 0.1488(7) 0.020(3) Uani 1.00 d C28 C -0.0095(10) 0.1609(3) 0.2438(8) 0.026(3) Uani 1.00 d C29 C -0.1366(9) 0.1430(3) 0.2544(8) 0.023(3) Uani 1.00 d C30 C -0.2209(10) 0.1453(3) 0.3351(7) 0.026(3) Uani 1.00 d C31 C -0.339(1) 0.1206(4) 0.3242(8) 0.034(3) Uani 1.00 d C32 C -0.3733(10) 0.0935(4) 0.2301(9) 0.032(3) Uani 1.00 d C33 C -0.2899(10) 0.0903(4) 0.1488(8) 0.029(3) Uani 1.00 d C34 C -0.1705(9) 0.1148(3) 0.1597(7) 0.024(3) Uani 1.00 d C35 C 0.0686(10) 0.0207(4) -0.2305(8) 0.028(3) Uani 1.00 d C36 C 0.094(1) -0.0111(4) -0.3210(8) 0.038(3) Uani 1.00 d C37 C -0.1933(9) 0.0599(3) -0.0893(7) 0.023(3) Uani 1.00 d C38 C -0.228(1) 0.0101(4) -0.0974(9) 0.036(3) Uani 1.00 d C39 C -0.349(1) -0.0050(4) -0.1363(9) 0.043(4) Uani 1.00 d C40 C -0.4421(10) 0.0298(4) -0.1726(8) 0.035(3) Uani 1.00 d C41 C -0.411(1) 0.0794(4) -0.1668(8) 0.032(3) Uani 1.00 d C42 C -0.2883(10) 0.0946(3) -0.1254(8) 0.027(3) Uani 1.00 d H1 H -0.1202 0.1832 -0.1926 0.0342 Uiso 1.00 calc H2 H -0.1677 0.2244 -0.0392 0.0321 Uiso 1.00 calc H3 H -0.0015 0.2668 0.0568 0.0308 Uiso 1.00 calc H4 H 0.2105 0.2658 -0.0005 0.0319 Uiso 1.00 calc H5 H 0.4289 0.2630 -0.0920 0.0341 Uiso 1.00 calc H6 H 0.6719 0.2614 -0.2004 0.0435 Uiso 1.00 calc H7 H 0.7598 0.2372 -0.3574 0.0405 Uiso 1.00 calc H8 H 0.6377 0.1891 -0.4806 0.0405 Uiso 1.00 calc H9 H 0.4250 0.1640 -0.4512 0.0312 Uiso 1.00 calc H10 H -0.2491 0.0451 -0.3547 0.0450 Uiso 1.00 calc H11 H -0.2510 0.0644 -0.4707 0.0450 Uiso 1.00 calc H12 H -0.3201 0.0945 -0.3854 0.0450 Uiso 1.00 calc H13 H 0.1046 0.1308 -0.5556 0.0349 Uiso 1.00 calc H14 H 0.2127 0.0848 -0.6765 0.0472 Uiso 1.00 calc H15 H 0.3888 0.0353 -0.6205 0.0400 Uiso 1.00 calc H16 H 0.4455 0.0285 -0.4397 0.0381 Uiso 1.00 calc H17 H 0.3432 0.0788 -0.3175 0.0365 Uiso 1.00 calc H18 H 0.2852 0.0921 -0.0912 0.0327 Uiso 1.00 calc H19 H 0.4682 0.1342 -0.0242 0.0374 Uiso 1.00 calc H20 H 0.4549 0.1834 0.1316 0.0380 Uiso 1.00 calc H21 H 0.2561 0.1897 0.2092 0.0324 Uiso 1.00 calc H22 H 0.0390 0.1818 0.2924 0.0309 Uiso 1.00 calc H23 H -0.1982 0.1637 0.3978 0.0312 Uiso 1.00 calc H24 H -0.3965 0.1217 0.3800 0.0403 Uiso 1.00 calc H25 H -0.4556 0.0774 0.2229 0.0379 Uiso 1.00 calc H26 H -0.3133 0.0716 0.0866 0.0350 Uiso 1.00 calc H27 H 0.1364 0.0080 -0.3725 0.0454 Uiso 1.00 calc H28 H 0.0146 -0.0239 -0.3516 0.0454 Uiso 1.00 calc H29 H 0.1491 -0.0380 -0.2978 0.0454 Uiso 1.00 calc H30 H -0.1662 -0.0146 -0.0751 0.0430 Uiso 1.00 calc H31 H -0.3699 -0.0395 -0.1385 0.0519 Uiso 1.00 calc H32 H -0.5253 0.0193 -0.2007 0.0425 Uiso 1.00 calc H33 H -0.4727 0.1038 -0.1912 0.0388 Uiso 1.00 calc H34 H -0.2687 0.1292 -0.1214 0.0322 Uiso 1.00 calc loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Pt1 0.0246(2) 0.0182(2) 0.0190(2) 0.0003(2) -0.0061(2) -0.0002(2) Pt2 0.0262(2) 0.0214(2) 0.0197(2) 0.0010(2) -0.0074(2) 0.0008(2) N1 0.024(5) 0.017(4) 0.014(4) -0.004(3) -0.002(4) 0.003(3) N2 0.025(5) 0.019(4) 0.020(4) 0.001(3) -0.008(4) 0.003(3) N3 0.035(5) 0.015(4) 0.026(5) 0.008(4) -0.013(4) -0.004(4) N4 0.024(5) 0.021(4) 0.030(5) 0.000(4) -0.006(4) 0.003(4) N5 0.020(5) 0.021(4) 0.021(4) -0.002(3) -0.010(4) 0.001(3) N6 0.027(5) 0.023(5) 0.024(5) 0.002(4) -0.006(4) -0.001(4) C1 0.023(6) 0.023(5) 0.038(6) -0.008(5) -0.010(5) 0.007(5) C2 0.032(6) 0.025(6) 0.024(5) 0.005(5) 0.007(5) 0.001(5) C3 0.039(7) 0.022(5) 0.016(5) 0.002(5) 0.003(5) 0.001(4) C4 0.035(7) 0.023(5) 0.020(5) 0.001(5) -0.007(5) -0.006(4) C5 0.026(6) 0.016(5) 0.024(5) 0.002(4) 0.002(5) 0.006(4) C6 0.033(6) 0.022(5) 0.019(5) 0.005(4) -0.005(5) 0.003(4) C7 0.032(6) 0.024(6) 0.028(6) -0.011(5) -0.011(5) -0.006(4) C8 0.028(6) 0.019(5) 0.027(6) 0.001(5) -0.006(5) 0.001(4) C9 0.026(6) 0.042(7) 0.039(7) -0.010(5) -0.016(5) 0.006(5) C10 0.025(6) 0.043(7) 0.034(6) -0.005(5) 0.003(5) 0.009(5) C11 0.035(7) 0.037(6) 0.029(6) 0.005(5) 0.000(5) 0.001(5) C12 0.027(6) 0.024(6) 0.027(6) 0.001(4) -0.002(5) 0.001(4) C13 0.028(6) 0.025(5) 0.018(5) 0.002(4) -0.002(5) 0.007(4) C14 0.043(7) 0.023(6) 0.017(5) 0.007(5) -0.004(5) -0.001(4) C15 0.032(7) 0.056(8) 0.023(6) -0.011(5) -0.013(5) 0.002(5) C16 0.018(5) 0.019(5) 0.026(5) -0.003(4) 0.001(4) 0.004(4) C17 0.030(6) 0.028(6) 0.028(6) 0.001(5) -0.006(5) -0.005(5) C18 0.051(8) 0.034(7) 0.033(6) -0.005(6) 0.000(6) -0.004(5) C19 0.031(6) 0.027(6) 0.041(7) 0.010(5) -0.002(5) -0.000(5) C20 0.025(6) 0.032(6) 0.037(6) 0.013(5) -0.006(5) -0.000(5) C21 0.038(7) 0.020(5) 0.032(6) 0.002(5) -0.009(5) 0.004(5) C22 0.027(6) 0.028(6) 0.027(6) 0.005(5) 0.004(5) -0.002(5) C23 0.017(6) 0.044(7) 0.033(6) 0.001(5) 0.002(5) 0.003(5) C24 0.022(6) 0.032(6) 0.040(7) 0.002(5) -0.004(5) 0.005(5) C25 0.031(6) 0.016(5) 0.032(6) 0.000(4) -0.007(5) -0.005(4) C26 0.029(6) 0.022(5) 0.019(5) 0.007(4) -0.004(5) 0.004(4) C27 0.017(5) 0.019(5) 0.024(5) 0.003(4) -0.008(4) 0.006(4) C28 0.034(6) 0.016(5) 0.026(6) 0.001(5) -0.010(5) -0.003(4) C29 0.013(5) 0.028(6) 0.028(6) 0.001(4) -0.011(4) 0.001(4) C30 0.035(6) 0.021(5) 0.021(5) -0.000(5) -0.012(5) -0.008(4) C31 0.035(7) 0.035(6) 0.032(6) 0.003(5) 0.009(5) 0.006(5) C32 0.024(6) 0.032(6) 0.038(6) -0.005(5) -0.002(5) 0.002(5) C33 0.032(6) 0.033(6) 0.021(5) -0.006(5) -0.008(5) 0.003(4) C34 0.018(6) 0.028(6) 0.025(5) 0.004(4) -0.007(5) 0.007(4) C35 0.024(6) 0.028(6) 0.031(6) 0.006(5) -0.011(5) 0.006(5) C36 0.048(7) 0.036(6) 0.028(6) 0.010(5) -0.000(6) -0.008(5) C37 0.033(6) 0.021(5) 0.014(5) -0.003(4) -0.016(4) -0.003(4) C38 0.038(7) 0.021(5) 0.046(7) 0.002(5) -0.020(6) 0.004(5) C39 0.051(8) 0.022(6) 0.054(7) -0.010(5) -0.024(6) 0.008(5) C40 0.032(7) 0.036(6) 0.037(6) -0.007(5) -0.014(5) -0.004(5) C41 0.034(7) 0.033(6) 0.030(6) 0.006(5) 0.001(5) 0.002(5) C42 0.029(6) 0.024(6) 0.027(6) 0.008(4) -0.003(5) -0.001(4) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Pt Pt -1.703 8.390 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; N N 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; C C 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H H 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag N1 PT1 N2 79.8(3) ? N1 PT1 N3 96.2(3) ? N1 PT1 C16 172.9(3) ? N2 PT1 N3 175.8(3) ? N2 PT1 C16 95.7(3) ? N3 PT1 C16 88.4(3) ? N4 PT2 N5 80.0(3) ? N4 PT2 N6 97.4(3) ? N4 PT2 C37 173.9(3) ? N5 PT2 N6 174.6(3) ? N5 PT2 C37 97.3(3) ? N6 PT2 C37 85.8(3) ? PT1 N1 C1 128.4(6) ? PT1 N1 C5 113.3(6) ? C1 N1 C5 117.9(8) ? PT1 N2 C6 114.7(6) ? PT1 N2 C13 138.6(6) ? C6 N2 C13 106.7(8) ? PT1 N3 C14 178.1(8) ? PT2 N4 C22 128.8(7) ? PT2 N4 C26 112.6(6) ? C22 N4 C26 118.4(8) ? PT2 N5 C27 114.8(6) ? PT2 N5 C34 138.2(6) ? C27 N5 C34 106.5(7) ? PT2 N6 C35 171.0(8) ? N1 C1 C2 123.9(9) ? C1 C2 C3 118.1(9) ? C2 C3 C4 120.7(9) ? C3 C4 C5 118.1(9) ? N1 C5 C4 121.3(8) ? N1 C5 C6 114.5(8) ? C4 C5 C6 124.2(9) ? N2 C6 C5 116.6(8) ? N2 C6 C7 110.5(8) ? C5 C6 C7 132.6(9) ? C6 C7 C8 107.6(8) ? C7 C8 C9 134.3(9) ? C7 C8 C13 106.1(8) ? C9 C8 C13 119.6(9) ? C8 C9 C10 120.1(10) ? C9 C10 C11 119.9(9) ? C10 C11 C12 122.5(9) ? C11 C12 C13 117.5(9) ? N2 C13 C8 109.1(8) ? N2 C13 C12 130.3(9) ? C8 C13 C12 120.3(9) ? N3 C14 C15 178(1) ? PT1 C16 C17 124.6(7) ? PT1 C16 C21 119.7(7) ? C17 C16 C21 115.7(9) ? C16 C17 C18 123.1(9) ? C17 C18 C19 120(1) ? C18 C19 C20 119.1(9) ? C19 C20 C21 120.4(9) ? C16 C21 C20 121.4(9) ? N4 C22 C23 123.3(9) ? C22 C23 C24 118.6(9) ? C23 C24 C25 118.9(9) ? C24 C25 C26 119.9(9) ? N4 C26 C25 120.9(9) ? N4 C26 C27 114.5(9) ? C25 C26 C27 124.6(9) ? N5 C27 C26 117.8(8) ? N5 C27 C28 111.1(8) ? C26 C27 C28 130.9(9) ? C27 C28 C29 106.8(8) ? C28 C29 C30 133.2(9) ? C28 C29 C34 106.4(8) ? C30 C29 C34 120.3(8) ? C29 C30 C31 119.5(8) ? C30 C31 C32 120.3(9) ? C31 C32 C33 121.1(9) ? C32 C33 C34 118.8(9) ? N5 C34 C29 109.2(8) ? N5 C34 C33 130.8(9) ? C29 C34 C33 119.9(9) ? N6 C35 C36 178(1) ? PT2 C37 C38 122.9(7) ? PT2 C37 C42 120.9(7) ? C38 C37 C42 116.2(9) ? C37 C38 C39 122.4(9) ? C38 C39 C40 120.9(9) ? C39 C40 C41 118.4(10) ? C40 C41 C42 120.5(9) ? C37 C42 C41 121.6(9) ? N1 C1 H1 118.062 no C2 C1 H1 118.060 no C1 C2 H2 120.968 no C3 C2 H2 120.964 no C2 C3 H3 119.635 no C4 C3 H3 119.635 no C3 C4 H4 120.944 no C5 C4 H4 120.940 no C6 C7 H5 126.221 no C8 C7 H5 126.224 no C8 C9 H6 119.947 no C10 C9 H6 119.952 no C9 C10 H7 120.045 no C11 C10 H7 120.048 no C10 C11 H8 118.746 no C12 C11 H8 118.745 no C11 C12 H9 121.268 no C13 C12 H9 121.261 no C14 C15 H10 109.475 no C14 C15 H11 109.476 no C14 C15 H12 109.477 no H10 C15 H11 109.462 no H10 C15 H12 109.468 no H11 C15 H12 109.470 no C16 C17 H13 118.431 no C18 C17 H13 118.430 no C17 C18 H14 119.942 no C19 C18 H14 119.944 no C18 C19 H15 120.457 no C20 C19 H15 120.455 no C19 C20 H16 119.809 no C21 C20 H16 119.805 no C16 C21 H17 119.310 no C20 C21 H17 119.308 no N4 C22 H18 118.369 no C23 C22 H18 118.372 no C22 C23 H19 120.689 no C24 C23 H19 120.685 no C23 C24 H20 120.565 no C25 C24 H20 120.565 no C24 C25 H21 120.061 no C26 C25 H21 120.066 no C27 C28 H22 126.587 no C29 C28 H22 126.582 no C29 C30 H23 120.274 no C31 C30 H23 120.272 no C30 C31 H24 119.831 no C32 C31 H24 119.823 no C31 C32 H25 119.433 no C33 C32 H25 119.431 no C32 C33 H26 120.605 no C34 C33 H26 120.607 no C35 C36 H27 109.480 no C35 C36 H28 109.477 no C35 C36 H29 109.475 no H27 C36 H28 109.468 no H27 C36 H29 109.465 no H28 C36 H29 109.463 no C37 C38 H30 118.820 no C39 C38 H30 118.814 no C38 C39 H31 119.575 no C40 C39 H31 119.570 no C39 C40 H32 120.779 no C41 C40 H32 120.781 no C40 C41 H33 119.767 no C42 C41 H33 119.766 no C37 C42 H34 119.176 no C41 C42 H34 119.179 no loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag PT1 N1 2.103(7) yes PT1 N2 1.986(7) yes PT1 N3 1.961(8) yes PT1 C16 2.000(9) yes PT2 N4 2.123(8) yes PT2 N5 1.991(7) yes PT2 N6 1.974(8) yes PT2 C37 1.995(9) yes N1 C1 1.35(1) yes N1 C5 1.36(1) yes N2 C6 1.40(1) yes N2 C13 1.39(1) yes N3 C14 1.14(1) yes N4 C22 1.34(1) yes N4 C26 1.37(1) yes N5 C27 1.39(1) yes N5 C34 1.38(1) yes N6 C35 1.14(1) yes C1 C2 1.37(1) yes C2 C3 1.37(1) yes C3 C4 1.38(1) yes C4 C5 1.41(1) yes C5 C6 1.43(1) yes C6 C7 1.38(1) yes C7 C8 1.42(1) yes C8 C9 1.39(1) yes C8 C13 1.44(1) yes C9 C10 1.37(1) yes C10 C11 1.40(1) yes C11 C12 1.39(1) yes C12 C13 1.39(1) yes C14 C15 1.46(1) yes C16 C17 1.40(1) yes C16 C21 1.38(1) yes C17 C18 1.37(1) yes C18 C19 1.37(1) yes C19 C20 1.37(1) yes C20 C21 1.41(1) yes C22 C23 1.38(1) yes C23 C24 1.41(1) yes C24 C25 1.37(1) yes C25 C26 1.40(1) yes C26 C27 1.43(1) yes C27 C28 1.39(1) yes C28 C29 1.41(1) yes C29 C30 1.38(1) yes C29 C34 1.44(1) yes C30 C31 1.38(1) yes C31 C32 1.42(1) yes C32 C33 1.38(1) yes C33 C34 1.39(1) yes C35 C36 1.46(1) yes C37 C38 1.39(1) yes C37 C42 1.40(1) yes C38 C39 1.37(1) yes C39 C40 1.39(1) yes C40 C41 1.37(1) yes C41 C42 1.40(1) yes C1 H1 0.950 no C2 H2 0.950 no C3 H3 0.950 no C4 H4 0.950 no C7 H5 0.950 no C9 H6 0.950 no C10 H7 0.950 no C11 H8 0.950 no C12 H9 0.950 no C15 H10 0.950 no C15 H11 0.950 no C15 H12 0.950 no C17 H13 0.950 no C18 H14 0.950 no C19 H15 0.950 no C20 H16 0.950 no C21 H17 0.950 no C22 H18 0.950 no C23 H19 0.950 no C24 H20 0.950 no C25 H21 0.950 no C28 H22 0.950 no C30 H23 0.950 no C31 H24 0.950 no C32 H25 0.950 no C33 H26 0.950 no C36 H27 0.950 no C36 H28 0.950 no C36 H29 0.950 no C38 H30 0.950 no C39 H31 0.950 no C40 H32 0.950 no C41 H33 0.950 no C42 H34 0.950 no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_2 PT2 C1 3.489(9) . N1 N4 3.55(1) . N3 N6 3.24(1) . N3 C35 3.27(1) . N4 C5 3.49(1) . N4 C38 3.53(1) 3_555 N5 C2 3.54(1) . N6 C14 3.47(1) . C3 C26 3.45(1) . C3 C27 3.47(1) . C4 C25 3.38(1) . C4 C26 3.38(1) . C5 C22 3.45(1) . C6 C23 3.38(1) . C6 C22 3.47(1) . C7 C23 3.52(1) . C9 C30 3.56(1) 4_654 C14 C35 3.40(1) . C15 C41 3.46(1) . C15 C42 3.53(1) . C15 C19 3.58(1) 3_554 C17 C28 3.59(1) 1_554 C21 C36 3.50(1) . C22 C39 3.59(1) 3_555 C23 C41 3.49(1) 1_655 C24 C32 3.51(1) 1_655 C33 C36 3.57(1) 3_555 C34 C36 3.51(1) 3_555 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 PT1 N1 C1 C2 171.4(7) 1_555 1_555 1_555 1_555 yes PT1 N1 C5 C4 -172.1(7) 1_555 1_555 1_555 1_555 yes PT1 N1 C5 C6 6.8(9) 1_555 1_555 1_555 1_555 yes PT1 N2 C6 C5 -8.2(10) 1_555 1_555 1_555 1_555 yes PT1 N2 C6 C7 176.9(6) 1_555 1_555 1_555 1_555 yes PT1 N2 C13 C8 -176.3(7) 1_555 1_555 1_555 1_555 yes PT1 N2 C13 C12 9(1) 1_555 1_555 1_555 1_555 yes PT1 N3 C14 C15 11(57) 1_555 1_555 1_555 1_555 yes PT1 C16 C17 C18 175.7(8) 1_555 1_555 1_555 1_555 yes PT1 C16 C21 C20 -177.7(7) 1_555 1_555 1_555 1_555 yes PT2 N4 C22 C23 175.8(7) 1_555 1_555 1_555 1_555 yes PT2 N4 C26 C25 -176.1(7) 1_555 1_555 1_555 1_555 yes PT2 N4 C26 C27 5.3(9) 1_555 1_555 1_555 1_555 yes PT2 N5 C27 C26 -0.8(10) 1_555 1_555 1_555 1_555 yes PT2 N5 C27 C28 -175.8(6) 1_555 1_555 1_555 1_555 yes PT2 N5 C34 C29 171.7(7) 1_555 1_555 1_555 1_555 yes PT2 N5 C34 C33 -4(1) 1_555 1_555 1_555 1_555 yes PT2 N6 C35 C36 66(47) 1_555 1_555 1_555 1_555 yes PT2 C37 C38 C39 -177.9(9) 1_555 1_555 1_555 1_555 yes PT2 C37 C42 C41 176.7(7) 1_555 1_555 1_555 1_555 yes N1 PT1 N2 C6 8.9(6) 1_555 1_555 1_555 1_555 yes N1 PT1 N2 C13 -173.9(9) 1_555 1_555 1_555 1_555 yes N1 PT1 N3 C14 -123(23) 1_555 1_555 1_555 1_555 yes N1 PT1 C16 C17 -170(2) 1_555 1_555 1_555 1_555 yes N1 PT1 C16 C21 9(2) 1_555 1_555 1_555 1_555 yes N1 C1 C2 C3 0(1) 1_555 1_555 1_555 1_555 yes N1 C5 C4 C3 -1(1) 1_555 1_555 1_555 1_555 yes N1 C5 C6 N2 0(1) 1_555 1_555 1_555 1_555 yes N1 C5 C6 C7 174.1(10) 1_555 1_555 1_555 1_555 yes N2 PT1 N1 C1 178.8(8) 1_555 1_555 1_555 1_555 yes N2 PT1 N1 C5 -8.7(6) 1_555 1_555 1_555 1_555 yes N2 PT1 N3 C14 -137(21) 1_555 1_555 1_555 1_555 yes N2 PT1 C16 C17 -119.2(8) 1_555 1_555 1_555 1_555 yes N2 PT1 C16 C21 60.8(7) 1_555 1_555 1_555 1_555 yes N2 C6 C5 C4 179.5(8) 1_555 1_555 1_555 1_555 yes N2 C6 C7 C8 0(1) 1_555 1_555 1_555 1_555 yes N2 C13 C8 C7 0(1) 1_555 1_555 1_555 1_555 yes N2 C13 C8 C9 -178.7(8) 1_555 1_555 1_555 1_555 yes N2 C13 C12 C11 175.3(9) 1_555 1_555 1_555 1_555 yes N3 PT1 N1 C1 -0.2(8) 1_555 1_555 1_555 1_555 yes N3 PT1 N1 C5 172.3(6) 1_555 1_555 1_555 1_555 yes N3 PT1 N2 C6 22(4) 1_555 1_555 1_555 1_555 yes N3 PT1 N2 C13 -160(3) 1_555 1_555 1_555 1_555 yes N3 PT1 C16 C17 60.2(8) 1_555 1_555 1_555 1_555 yes N3 PT1 C16 C21 -119.8(7) 1_555 1_555 1_555 1_555 yes N4 PT2 N5 C27 2.8(6) 1_555 1_555 1_555 1_555 yes N4 PT2 N5 C34 -167.2(9) 1_555 1_555 1_555 1_555 yes N4 PT2 N6 C35 155(4) 1_555 1_555 1_555 1_555 yes N4 PT2 C37 C38 -177(2) 1_555 1_555 1_555 1_555 yes N4 PT2 C37 C42 5(3) 1_555 1_555 1_555 1_555 yes N4 C22 C23 C24 0(1) 1_555 1_555 1_555 1_555 yes N4 C26 C25 C24 0(1) 1_555 1_555 1_555 1_555 yes N4 C26 C27 N5 -3(1) 1_555 1_555 1_555 1_555 yes N4 C26 C27 C28 170.6(9) 1_555 1_555 1_555 1_555 yes N5 PT2 N4 C22 -179.9(8) 1_555 1_555 1_555 1_555 yes N5 PT2 N4 C26 -4.5(6) 1_555 1_555 1_555 1_555 yes N5 PT2 N6 C35 94(5) 1_555 1_555 1_555 1_555 yes N5 PT2 C37 C38 -114.1(8) 1_555 1_555 1_555 1_555 yes N5 PT2 C37 C42 69.5(8) 1_555 1_555 1_555 1_555 yes N5 C27 C26 C25 178.3(8) 1_555 1_555 1_555 1_555 yes N5 C27 C28 C29 3(1) 1_555 1_555 1_555 1_555 yes N5 C34 C29 C28 0(1) 1_555 1_555 1_555 1_555 yes N5 C34 C29 C30 -175.5(8) 1_555 1_555 1_555 1_555 yes N5 C34 C33 C32 175.3(9) 1_555 1_555 1_555 1_555 yes N6 PT2 N4 C22 4.8(8) 1_555 1_555 1_555 1_555 yes N6 PT2 N4 C26 -179.7(6) 1_555 1_555 1_555 1_555 yes N6 PT2 N5 C27 64(3) 1_555 1_555 1_555 1_555 yes N6 PT2 N5 C34 -105(3) 1_555 1_555 1_555 1_555 yes N6 PT2 C37 C38 61.5(8) 1_555 1_555 1_555 1_555 yes N6 PT2 C37 C42 -115.0(8) 1_555 1_555 1_555 1_555 yes C1 N1 PT1 C16 -129(2) 1_555 1_555 1_555 1_555 yes C1 N1 C5 C4 1(1) 1_555 1_555 1_555 1_555 yes C1 N1 C5 C6 -179.8(8) 1_555 1_555 1_555 1_555 yes C1 C2 C3 C4 0(1) 1_555 1_555 1_555 1_555 yes C2 C1 N1 C5 0(1) 1_555 1_555 1_555 1_555 yes C2 C3 C4 C5 0(1) 1_555 1_555 1_555 1_555 yes C3 C4 C5 C6 179.8(8) 1_555 1_555 1_555 1_555 yes C4 C5 C6 C7 -7(1) 1_555 1_555 1_555 1_555 yes C5 N1 PT1 C16 42(2) 1_555 1_555 1_555 1_555 yes C5 C6 N2 C13 173.8(7) 1_555 1_555 1_555 1_555 yes C5 C6 C7 C8 -173.0(9) 1_555 1_555 1_555 1_555 yes C6 N2 PT1 C16 -165.5(6) 1_555 1_555 1_555 1_555 yes C6 N2 C13 C8 1.0(10) 1_555 1_555 1_555 1_555 yes C6 N2 C13 C12 -173.6(9) 1_555 1_555 1_555 1_555 yes C6 C7 C8 C9 177(1) 1_555 1_555 1_555 1_555 yes C6 C7 C8 C13 0(1) 1_555 1_555 1_555 1_555 yes C7 C6 N2 C13 -1(1) 1_555 1_555 1_555 1_555 yes C7 C8 C9 C10 -173(1) 1_555 1_555 1_555 1_555 yes C7 C8 C13 C12 174.7(8) 1_555 1_555 1_555 1_555 yes C8 C9 C10 C11 -1(1) 1_555 1_555 1_555 1_555 yes C8 C13 C12 C11 1(1) 1_555 1_555 1_555 1_555 yes C9 C8 C13 C12 -3(1) 1_555 1_555 1_555 1_555 yes C9 C10 C11 C12 0(1) 1_555 1_555 1_555 1_555 yes C10 C9 C8 C13 3(1) 1_555 1_555 1_555 1_555 yes C10 C11 C12 C13 0(1) 1_555 1_555 1_555 1_555 yes C13 N2 PT1 C16 11.7(9) 1_555 1_555 1_555 1_555 yes C14 N3 PT1 C16 50(23) 1_555 1_555 1_555 1_555 yes C16 C17 C18 C19 2(1) 1_555 1_555 1_555 1_555 yes C16 C21 C20 C19 1(1) 1_555 1_555 1_555 1_555 yes C17 C16 C21 C20 2(1) 1_555 1_555 1_555 1_555 yes C17 C18 C19 C20 2(1) 1_555 1_555 1_555 1_555 yes C18 C17 C16 C21 -4(1) 1_555 1_555 1_555 1_555 yes C18 C19 C20 C21 -4(1) 1_555 1_555 1_555 1_555 yes C22 N4 PT2 C37 -115(3) 1_555 1_555 1_555 1_555 yes C22 N4 C26 C25 0(1) 1_555 1_555 1_555 1_555 yes C22 N4 C26 C27 -178.7(8) 1_555 1_555 1_555 1_555 yes C22 C23 C24 C25 0(1) 1_555 1_555 1_555 1_555 yes C23 C22 N4 C26 0(1) 1_555 1_555 1_555 1_555 yes C23 C24 C25 C26 1(1) 1_555 1_555 1_555 1_555 yes C24 C25 C26 C27 177.5(9) 1_555 1_555 1_555 1_555 yes C25 C26 C27 C28 -7(1) 1_555 1_555 1_555 1_555 yes C26 N4 PT2 C37 59(3) 1_555 1_555 1_555 1_555 yes C26 C27 N5 C34 172.3(8) 1_555 1_555 1_555 1_555 yes C26 C27 C28 C29 -170.9(9) 1_555 1_555 1_555 1_555 yes C27 N5 PT2 C37 -171.6(6) 1_555 1_555 1_555 1_555 yes C27 N5 C34 C29 1.1(10) 1_555 1_555 1_555 1_555 yes C27 N5 C34 C33 -174.7(10) 1_555 1_555 1_555 1_555 yes C27 C28 C29 C30 173.2(10) 1_555 1_555 1_555 1_555 yes C27 C28 C29 C34 -2(1) 1_555 1_555 1_555 1_555 yes C28 C27 N5 C34 -2.7(10) 1_555 1_555 1_555 1_555 yes C28 C29 C30 C31 -175.5(10) 1_555 1_555 1_555 1_555 yes C28 C29 C34 C33 177.2(8) 1_555 1_555 1_555 1_555 yes C29 C30 C31 C32 0(1) 1_555 1_555 1_555 1_555 yes C29 C34 C33 C32 0(1) 1_555 1_555 1_555 1_555 yes C30 C29 C34 C33 0(1) 1_555 1_555 1_555 1_555 yes C30 C31 C32 C33 1(1) 1_555 1_555 1_555 1_555 yes C31 C30 C29 C34 0(1) 1_555 1_555 1_555 1_555 yes C31 C32 C33 C34 -1(1) 1_555 1_555 1_555 1_555 yes C34 N5 PT2 C37 18.4(9) 1_555 1_555 1_555 1_555 yes C35 N6 PT2 C37 -30(4) 1_555 1_555 1_555 1_555 yes C37 C38 C39 C40 1(1) 1_555 1_555 1_555 1_555 yes C37 C42 C41 C40 0(1) 1_555 1_555 1_555 1_555 yes C38 C37 C42 C41 0(1) 1_555 1_555 1_555 1_555 yes C38 C39 C40 C41 -1(1) 1_555 1_555 1_555 1_555 yes C39 C38 C37 C42 -1(1) 1_555 1_555 1_555 1_555 yes C39 C40 C41 C42 0(1) 1_555 1_555 1_555 1_555 yes _journal_paper_doi 10.1021/om0600902