# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name _publ_author_address _publ_author_footnote 'P Bailey' ; ? # Address for author 1 ; ; ? # Footnote for author 1 ; 'Anna Collins' ; ? # Address 2 ; ; ? # Footnote 2 ; 'Peter Haack' '' '' 'Simon Parsons' '' '' 'Mahmudur Rahman' '' '' 'Damian Smith' '' '' 'Fraser White' '' '' _publ_contact_author_name 'Philip Bailey' _publ_contact_author_email PHILIP.BAILEY@ED.AC.UK _publ_section_title ; Palladium complexes of 6-aminofulvene-2-aldiminate (AFA) ligands ; _publ_contact_author_address ; Department of Chemistry, Joseph Black Builing, West Mains Road, University of Edinburgh, Edinburgh, EH9 3JJ, UK. ; _publ_contact_author_phone '+44 131 650 4806' #looking for refcif # Check this file using the IUCr facility at: # http://checkcif.iucr.org/ # The content below is held in the file 'script/refcif.dat'. This is a text # file which you may edit to reflect local conditions. # Items which need looking at are represented by a '?'. # Items for which there are choices are prefixed with 'choose from'. _publ_contact_letter ; ; data_pb7001 _database_code_depnum_ccdc_archive 'CCDC 741073' #compound 1 in paper _audit_creation_date 07-03-11 _audit_creation_method CRYSTALS_ver_12.83 _chemical_compound_source 'MM Rahman, reaction MMR908 ' _exptl_crystal_recrystallization_method ; Slow diffusion of hexane (top layer) into CH2Cl2 solution (bottom layer). ; _oxford_structure_analysis_title 'pb7001 in P21/n solved sir92' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 10.5970(3) _cell_length_b 16.3536(5) _cell_length_c 13.4978(4) _cell_angle_alpha 90 _cell_angle_beta 94.160(2) _cell_angle_gamma 90 _cell_volume 2332.99(12) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1 ' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x+1/2,y+1/2,-z+1/2 x+1/2,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Pd -0.9988 1.0072 19.3319 0.6987 15.5017 7.9893 5.2954 25.2052 0.6058 76.8986 5.2659 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C27 H28 N4 Pd1 # Dc = 1.47 Fooo = 1056.00 Mu = 8.17 M = 514.95 # Found Formula = C27 H28 N4 Pd1 # Dc = 1.47 FOOO = 1056.00 Mu = 8.17 M = 514.95 _chemical_formula_sum 'C27 H28 N4 Pd1' _chemical_formula_moiety 'C27 H28 N4 Pd1' _chemical_formula_weight 514.95 _cell_measurement_reflns_used 4533 _cell_measurement_theta_min 2 _cell_measurement_theta_max 30 _cell_measurement_temperature 150 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_min 0.05 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_max 0.26 _exptl_crystal_density_diffrn 1.466 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 0.817 # Sheldrick geometric approximatio 0.91 0.96 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.51 _exptl_absorpt_correction_T_max 0.96 _diffrn_measurement_device_type 'Bruker SMART' _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 19154 _reflns_number_total 6128 _diffrn_reflns_av_R_equivalents 0.053 # Number of reflections with Friedels Law is 6128 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 6625 _diffrn_reflns_theta_min 1.959 _diffrn_reflns_theta_max 29.707 _diffrn_measured_fraction_theta_max 0.924 _diffrn_reflns_theta_full 27.924 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _reflns_limit_h_min -14 _reflns_limit_h_max 14 _reflns_limit_k_min 0 _reflns_limit_k_max 21 _reflns_limit_l_min 0 _reflns_limit_l_max 18 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.88 _refine_diff_density_max 0.93 _refine_ls_number_reflns 6128 _refine_ls_number_restraints 27 _refine_ls_number_parameters 318 #_refine_ls_R_factor_ref 0.0716 _refine_ls_wR_factor_ref 0.0995 _refine_ls_goodness_of_fit_ref 0.9009 #_reflns_number_all 6128 _refine_ls_R_factor_all 0.0716 _refine_ls_wR_factor_all 0.0995 # No actual I/u(I) cutoff was used for refinement. The # threshold below is used for "_gt" information ONLY: _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 4650 _refine_ls_R_factor_gt 0.0479 _refine_ls_wR_factor_gt 0.0907 _refine_ls_shift/su_max 0.001081 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment mixed # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.02P)^2^ + 0.00P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; _publ_section_exptl_refinement ; H atoms placed geometrically. The positional parameters of the H-atoms which are part of methyl groups were allowed to refine subject to restraints on the CH distances and HCH angles. Other H-atom positions were reidealised after each cycle of refinement. Checkcif output: A number of A,B,C alterts of the type: 732_ALERT_1_A Angle Calc 110(2), Rep 109.98(10) ...... 9.90 su-Ra H1 -C1 -H2 1.555 1.555 1.555 732_ALERT_1_A Angle Calc 110(2), Rep 110.02(10) ...... 9.90 su-Ra H1 -C1 -H3 1.555 1.555 1.555 731_ALERT_1_B Bond Calc 0.99(3), Rep 0.987(7) ...... 4.29 su-Ra C82 -H821 1.555 1.555 731_ALERT_1_C Bond Calc 0.987(18), Rep 0.986(7) ...... 2.57 su-Ra C1 -H1 1.555 1.555 The use of restraints in the refinement mean that off diagonal terms in the variance-covariance matrix are significant, and the diagonal approximation used in Platon/Checkcif can be badly in error. 061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.63 Sadabs corrects for all systematic errors that lead to disparities in the intensities of symmetry-equivalent data. These may include absorption by the mount, crystal decay, changes in the volume of the crystal illuminated, etc. 912_ALERT_3_B # Missing FCF Reflections Above STH/L=0.6 ...... 473 911_ALERT_3_C # Missing FCF Refl Between THmin & STh/l= 0.600 2 The data collection strategy used aimed to achieve a complete data set to 2\q = 54 deg. Some higher angle data were collected in the process and these have been included in the refinement. #============================================================================== Resolution & Completeness Statistics (Cumulative and Friedel Pairs Averaged) #============================================================================== Theta sin(th)/Lambda Complete Expected Measured Missing #------------------------------------------------------------------------------ 20.82 0.500 1.000 2449 2449 0 23.01 0.550 1.000 3248 3248 0 25.24 0.600 1.000 4220 4218 2 #----------------------------------------------------------- ACTA Min. Res. --- 27.51 0.650 0.998 5375 5364 11 29.71 0.697 0.928 6603 6128 475 164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct... 9 Restraints were applied to the CH distances and HCH angles. Effectively only the torsions have been refined freely. This is reasonable given the quality of the data set. 410_ALERT_2_C Short Intra H...H Contact H81 .. H171 .. 1.99 Ang. A consequence of the conformation of the ligand. 795_ALERT_4_C C-Atom in CIF Coordinate List out of Sequence .. C22 797_ALERT_4_C N-Atom in CIF Coordinate List out of Sequence .. N12 No action taken. ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Larson, A.C. (1970) Crystallographic Computing, Ed Ahmed, F.R., Munksgaard, Copenhagen, 291-294. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_attached_hydrogens Pd1 Pd 0.51246(3) 0.324379(18) 0.22648(2) 0.0159 1.0000 Uani D . . . . . C1 C 0.6248(4) 0.3217(3) 0.1116(3) 0.0285 1.0000 Uani D . . . . . N11 N 0.6308(3) 0.24066(18) 0.2964(2) 0.0156 1.0000 Uani . . . . . . C21 C 0.6957(3) 0.2578(2) 0.3797(3) 0.0184 1.0000 Uani . . . . . . C31 C 0.6786(3) 0.3216(2) 0.4485(2) 0.0179 1.0000 Uani . . . . . . C41 C 0.7744(4) 0.3418(2) 0.5217(3) 0.0199 1.0000 Uani . . . . . . C51 C 0.7322(4) 0.4026(2) 0.5836(3) 0.0215 1.0000 Uani . . . . . . C61 C 0.6057(4) 0.4179(2) 0.5528(3) 0.0213 1.0000 Uani . . . . . . C71 C 0.5691(4) 0.3704(2) 0.4685(3) 0.0191 1.0000 Uani . . . . . . C81 C 0.4403(4) 0.3653(2) 0.4331(3) 0.0199 1.0000 Uani . . . . . . N91 N 0.3943(3) 0.33320(19) 0.3498(2) 0.0176 1.0000 Uani . . . . . . C101 C 0.6593(4) 0.1663(2) 0.2459(3) 0.0176 1.0000 Uani . . . . . . C111 C 0.7787(4) 0.1304(2) 0.2503(3) 0.0222 1.0000 Uani . . . . . . C121 C 0.7978(4) 0.0581(3) 0.1995(3) 0.0271 1.0000 Uani . . . . . . C131 C 0.7000(4) 0.0217(2) 0.1425(3) 0.0267 1.0000 Uani . . . . . . C141 C 0.5810(4) 0.0575(3) 0.1371(3) 0.0285 1.0000 Uani . . . . . . C151 C 0.5618(4) 0.1296(2) 0.1883(3) 0.0231 1.0000 Uani . . . . . . C161 C 0.2605(3) 0.3248(3) 0.3300(3) 0.0199 1.0000 Uani . . . . . . C171 C 0.1708(4) 0.3652(3) 0.3822(3) 0.0284 1.0000 Uani . . . . . . C181 C 0.0428(4) 0.3525(3) 0.3578(4) 0.0332 1.0000 Uani . . . . . . C191 C 0.0028(4) 0.3010(3) 0.2812(4) 0.0301 1.0000 Uani . . . . . . C201 C 0.0906(4) 0.2611(3) 0.2283(3) 0.0313 1.0000 Uani . . . . . . C211 C 0.2183(4) 0.2729(3) 0.2533(3) 0.0257 1.0000 Uani . . . . . . N12 N 0.4003(3) 0.4089(2) 0.1502(2) 0.0205 1.0000 Uani . . . . . . C22 C 0.3611(4) 0.4785(3) 0.1907(3) 0.0243 1.0000 Uani . . . . . . C32 C 0.2790(4) 0.5334(2) 0.1438(3) 0.0212 1.0000 Uani . . . . . . C42 C 0.2265(4) 0.5174(2) 0.0469(3) 0.0197 1.0000 Uani . . . . . . C52 C 0.2702(4) 0.4452(3) 0.0041(3) 0.0309 1.0000 Uani . . . . . . C62 C 0.3535(4) 0.3949(3) 0.0559(3) 0.0322 1.0000 Uani . . . . . . N72 N 0.1405(3) 0.5667(2) -0.0013(2) 0.0238 1.0000 Uani . . . . . . C82 C 0.1091(4) 0.6462(3) 0.0403(3) 0.0325 1.0000 Uani D . . . . . C92 C 0.0920(4) 0.5475(3) -0.1032(3) 0.0295 1.0000 Uani D . . . . . H1 H 0.7117(13) 0.3066(17) 0.136(2) 0.034(7) 1.0000 Uiso D . . . . . H2 H 0.624(3) 0.3771(8) 0.083(2) 0.034(7) 1.0000 Uiso D . . . . . H3 H 0.592(3) 0.2820(14) 0.0610(18) 0.034(7) 1.0000 Uiso D . . . . . H821 H 0.042(2) 0.672(2) -0.004(2) 0.057(7) 1.0000 Uiso D . . . . . H822 H 0.185(2) 0.681(2) 0.046(3) 0.057(7) 1.0000 Uiso D . . . . . H823 H 0.078(3) 0.637(2) 0.1067(12) 0.057(7) 1.0000 Uiso D . . . . . H921 H 0.020(2) 0.5851(17) -0.118(3) 0.054(7) 1.0000 Uiso D . . . . . H922 H 0.157(3) 0.557(2) -0.151(2) 0.054(7) 1.0000 Uiso D . . . . . H923 H 0.062(3) 0.4903(8) -0.108(3) 0.054(7) 1.0000 Uiso D . . . . . H21 H 0.7647 0.2222 0.3967 0.0222 1.0000 Uiso . . . . . . H41 H 0.8561 0.3176 0.5280 0.0237 1.0000 Uiso . . . . . . H51 H 0.7802 0.4286 0.6368 0.0254 1.0000 Uiso . . . . . . H61 H 0.5522 0.4549 0.5840 0.0256 1.0000 Uiso . . . . . . H81 H 0.3807 0.3878 0.4748 0.0239 1.0000 Uiso . . . . . . H111 H 0.8473 0.1554 0.2882 0.0268 1.0000 Uiso . . . . . . H121 H 0.8792 0.0335 0.2040 0.0331 1.0000 Uiso . . . . . . H131 H 0.7141 -0.0274 0.1074 0.0325 1.0000 Uiso . . . . . . H141 H 0.5128 0.0328 0.0985 0.0339 1.0000 Uiso . . . . . . H151 H 0.4804 0.1542 0.1838 0.0274 1.0000 Uiso . . . . . . H171 H 0.1971 0.4016 0.4346 0.0344 1.0000 Uiso . . . . . . H181 H -0.0179 0.3797 0.3945 0.0405 1.0000 Uiso . . . . . . H191 H -0.0850 0.2929 0.2649 0.0357 1.0000 Uiso . . . . . . H201 H 0.0637 0.2258 0.1749 0.0372 1.0000 Uiso . . . . . . H211 H 0.2785 0.2448 0.2171 0.0307 1.0000 Uiso . . . . . . H22 H 0.3926 0.4907 0.2568 0.0290 1.0000 Uiso . . . . . . H32 H 0.2576 0.5822 0.1768 0.0255 1.0000 Uiso . . . . . . H52 H 0.2410 0.4313 -0.0619 0.0364 1.0000 Uiso . . . . . . H62 H 0.3804 0.3471 0.0237 0.0380 1.0000 Uiso . . . . . . 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 Pd1 0.01753(13) 0.01692(13) 0.01312(12) 0.00013(12) 0.00028(9) 0.00164(13) C1 0.032(2) 0.034(2) 0.0195(18) 0.0074(19) 0.0025(17) 0.003(2) N11 0.0172(15) 0.0147(15) 0.0150(14) -0.0006(12) 0.0024(12) 0.0019(12) C21 0.0167(18) 0.0199(19) 0.0190(17) 0.0053(15) 0.0033(15) 0.0014(15) C31 0.0203(17) 0.0189(18) 0.0143(15) 0.0037(15) -0.0009(14) 0.0002(16) C41 0.0205(19) 0.021(2) 0.0173(17) 0.0016(14) -0.0020(15) -0.0026(15) C51 0.027(2) 0.021(2) 0.0159(17) -0.0003(15) -0.0048(16) -0.0047(16) C61 0.024(2) 0.023(2) 0.0177(17) -0.0034(15) 0.0010(16) 0.0000(16) C71 0.0222(19) 0.0180(19) 0.0171(17) 0.0002(15) 0.0011(15) -0.0005(15) C81 0.0205(19) 0.0192(19) 0.0201(18) -0.0020(15) 0.0021(15) 0.0010(15) N91 0.0178(15) 0.0185(17) 0.0166(14) -0.0018(13) 0.0033(12) 0.0016(13) C101 0.0228(18) 0.0160(18) 0.0144(15) -0.0006(14) 0.0033(14) 0.0015(15) C111 0.0183(19) 0.025(2) 0.0241(19) -0.0022(16) 0.0039(16) -0.0019(16) C121 0.024(2) 0.026(2) 0.033(2) -0.0005(18) 0.0113(18) 0.0044(17) C131 0.040(2) 0.019(2) 0.0221(19) -0.0071(17) 0.0099(18) 0.0007(18) C141 0.034(2) 0.028(2) 0.023(2) -0.0064(17) -0.0032(18) 0.0019(19) C151 0.025(2) 0.024(2) 0.0198(18) -0.0029(16) -0.0036(16) 0.0048(17) C161 0.0199(18) 0.0210(18) 0.0189(17) 0.0028(17) 0.0026(14) -0.0005(17) C171 0.025(2) 0.027(2) 0.035(2) -0.0085(19) 0.0080(19) -0.0019(18) C181 0.022(2) 0.028(2) 0.050(3) 0.001(2) 0.012(2) 0.0014(18) C191 0.016(2) 0.026(2) 0.048(3) 0.010(2) -0.0045(19) -0.0027(16) C201 0.022(2) 0.031(2) 0.040(3) -0.004(2) -0.0045(19) -0.0031(18) C211 0.019(2) 0.030(2) 0.027(2) -0.0061(18) -0.0002(17) 0.0036(17) N12 0.0253(17) 0.0197(17) 0.0162(15) 0.0002(13) -0.0008(13) 0.0006(14) C22 0.032(2) 0.026(2) 0.0149(17) -0.0034(16) -0.0015(16) -0.0016(18) C32 0.027(2) 0.0180(19) 0.0191(18) -0.0020(15) 0.0023(16) 0.0013(16) C42 0.026(2) 0.0163(18) 0.0174(17) 0.0012(15) 0.0023(15) 0.0017(16) C52 0.045(3) 0.027(2) 0.0183(19) -0.0056(17) -0.0101(19) 0.009(2) C62 0.043(3) 0.025(2) 0.027(2) -0.0086(18) -0.008(2) 0.013(2) N72 0.0251(18) 0.0240(18) 0.0218(16) 0.0032(14) -0.0005(14) 0.0071(15) C82 0.036(3) 0.029(2) 0.032(2) 0.0018(19) 0.002(2) 0.014(2) C92 0.032(2) 0.030(2) 0.025(2) 0.0014(18) -0.0086(19) 0.0041(19) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.3374(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Pd1 . C1 . 2.022(4) yes Pd1 . N11 . 2.041(3) yes Pd1 . N91 . 2.160(3) yes Pd1 . N12 . 2.051(3) yes C1 . H1 . 0.986(7) no C1 . H2 . 0.985(7) no C1 . H3 . 0.988(7) no N11 . C21 . 1.305(4) yes N11 . C101 . 1.436(4) yes C21 . C31 . 1.417(5) yes C21 . H21 . 0.950 no C31 . C41 . 1.404(5) yes C31 . C71 . 1.449(5) yes C41 . C51 . 1.393(5) yes C41 . H41 . 0.950 no C51 . C61 . 1.397(5) yes C51 . H51 . 0.950 no C61 . C71 . 1.408(5) yes C61 . H61 . 0.950 no C71 . C81 . 1.416(5) yes C81 . N91 . 1.303(4) yes C81 . H81 . 0.950 no N91 . C161 . 1.430(5) yes C101 . C111 . 1.393(5) yes C101 . C151 . 1.383(5) yes C111 . C121 . 1.388(5) yes C111 . H111 . 0.950 no C121 . C131 . 1.380(6) yes C121 . H121 . 0.950 no C131 . C141 . 1.389(6) yes C131 . H131 . 0.950 no C141 . C151 . 1.389(5) yes C141 . H141 . 0.950 no C151 . H151 . 0.950 no C161 . C171 . 1.391(5) yes C161 . C211 . 1.388(5) yes C171 . C181 . 1.387(6) yes C171 . H171 . 0.950 no C181 . C191 . 1.378(6) yes C181 . H181 . 0.950 no C191 . C201 . 1.376(6) yes C191 . H191 . 0.950 no C201 . C211 . 1.385(5) yes C201 . H201 . 0.950 no C211 . H211 . 0.950 no N12 . C22 . 1.342(5) yes N12 . C62 . 1.351(5) yes C22 . C32 . 1.372(5) yes C22 . H22 . 0.950 no C32 . C42 . 1.408(5) yes C32 . H32 . 0.950 no C42 . C52 . 1.408(5) yes C42 . N72 . 1.348(5) yes C52 . C62 . 1.361(6) yes C52 . H52 . 0.950 no C62 . H62 . 0.950 no N72 . C82 . 1.463(5) yes N72 . C92 . 1.468(5) yes C82 . H821 . 0.987(7) no C82 . H822 . 0.988(7) no C82 . H823 . 0.987(7) no C92 . H921 . 0.986(7) no C92 . H922 . 0.987(7) no C92 . H923 . 0.987(7) no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C1 . Pd1 . N11 . 87.91(15) yes C1 . Pd1 . N91 . 177.38(16) yes N11 . Pd1 . N91 . 93.42(11) yes C1 . Pd1 . N12 . 88.95(15) yes N11 . Pd1 . N12 . 176.85(12) yes N91 . Pd1 . N12 . 89.70(12) yes Pd1 . C1 . H1 . 109.8(19) no Pd1 . C1 . H2 . 106.8(20) no H1 . C1 . H2 . 109.98(10) no Pd1 . C1 . H3 . 110(2) no H1 . C1 . H3 . 110.02(10) no H2 . C1 . H3 . 109.97(10) no Pd1 . N11 . C21 . 121.4(3) yes Pd1 . N11 . C101 . 119.5(2) yes C21 . N11 . C101 . 118.3(3) yes N11 . C21 . C31 . 129.7(3) yes N11 . C21 . H21 . 115.2 no C31 . C21 . H21 . 115.2 no C21 . C31 . C41 . 120.9(3) yes C21 . C31 . C71 . 132.0(3) yes C41 . C31 . C71 . 106.7(3) yes C31 . C41 . C51 . 110.0(3) yes C31 . C41 . H41 . 125.0 no C51 . C41 . H41 . 125.0 no C41 . C51 . C61 . 107.0(3) yes C41 . C51 . H51 . 126.5 no C61 . C51 . H51 . 126.5 no C51 . C61 . C71 . 110.1(3) yes C51 . C61 . H61 . 124.9 no C71 . C61 . H61 . 124.9 no C31 . C71 . C61 . 106.1(3) yes C31 . C71 . C81 . 132.0(3) yes C61 . C71 . C81 . 120.5(4) yes C71 . C81 . N91 . 127.4(4) yes C71 . C81 . H81 . 116.3 no N91 . C81 . H81 . 116.3 no Pd1 . N91 . C81 . 119.4(3) yes Pd1 . N91 . C161 . 118.2(2) yes C81 . N91 . C161 . 120.3(3) yes N11 . C101 . C111 . 124.0(3) yes N11 . C101 . C151 . 117.3(3) yes C111 . C101 . C151 . 118.7(3) yes C101 . C111 . C121 . 120.2(4) yes C101 . C111 . H111 . 119.9 no C121 . C111 . H111 . 119.9 no C111 . C121 . C131 . 120.9(4) yes C111 . C121 . H121 . 119.6 no C131 . C121 . H121 . 119.6 no C121 . C131 . C141 . 119.3(4) yes C121 . C131 . H131 . 120.3 no C141 . C131 . H131 . 120.4 no C131 . C141 . C151 . 119.8(4) yes C131 . C141 . H141 . 120.1 no C151 . C141 . H141 . 120.1 no C141 . C151 . C101 . 121.2(4) yes C141 . C151 . H151 . 119.4 no C101 . C151 . H151 . 119.4 no N91 . C161 . C171 . 124.4(4) yes N91 . C161 . C211 . 117.3(3) yes C171 . C161 . C211 . 118.3(4) yes C161 . C171 . C181 . 120.1(4) yes C161 . C171 . H171 . 119.9 no C181 . C171 . H171 . 120.0 no C171 . C181 . C191 . 120.8(4) yes C171 . C181 . H181 . 119.6 no C191 . C181 . H181 . 119.6 no C181 . C191 . C201 . 119.8(4) yes C181 . C191 . H191 . 120.1 no C201 . C191 . H191 . 120.1 no C191 . C201 . C211 . 119.5(4) yes C191 . C201 . H201 . 120.2 no C211 . C201 . H201 . 120.3 no C161 . C211 . C201 . 121.6(4) yes C161 . C211 . H211 . 119.2 no C201 . C211 . H211 . 119.2 no Pd1 . N12 . C22 . 123.5(3) yes Pd1 . N12 . C62 . 121.3(3) yes C22 . N12 . C62 . 115.1(3) yes N12 . C22 . C32 . 124.9(3) yes N12 . C22 . H22 . 117.6 no C32 . C22 . H22 . 117.6 no C22 . C32 . C42 . 120.1(4) yes C22 . C32 . H32 . 119.9 no C42 . C32 . H32 . 119.9 no C32 . C42 . C52 . 114.6(3) yes C32 . C42 . N72 . 123.0(4) yes C52 . C42 . N72 . 122.3(3) yes C42 . C52 . C62 . 121.1(4) yes C42 . C52 . H52 . 119.4 no C62 . C52 . H52 . 119.5 no C52 . C62 . N12 . 124.2(4) yes C52 . C62 . H62 . 117.9 no N12 . C62 . H62 . 117.9 no C42 . N72 . C82 . 120.7(3) yes C42 . N72 . C92 . 120.2(3) yes C82 . N72 . C92 . 118.4(3) yes N72 . C82 . H821 . 108(2) no N72 . C82 . H822 . 110(2) no H821 . C82 . H822 . 109.98(10) no N72 . C82 . H823 . 109(2) no H821 . C82 . H823 . 110.01(10) no H822 . C82 . H823 . 109.97(10) no N72 . C92 . H921 . 105(2) no N72 . C92 . H922 . 111(2) no H921 . C92 . H922 . 109.98(10) no N72 . C92 . H923 . 110(2) no H921 . C92 . H923 . 110.01(10) no H922 . C92 . H923 . 109.97(10) no data_pb6022 _database_code_depnum_ccdc_archive 'CCDC 741074' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H27 N3 Pd' _chemical_formula_sum 'C28 H27 N3 Pd' _chemical_formula_weight 511.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_int_tables_number 2 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.2909(6) _cell_length_b 13.9873(8) _cell_length_c 15.0483(8) _cell_angle_alpha 87.193(4) _cell_angle_beta 87.521(4) _cell_angle_gamma 76.180(4) _cell_volume 2303.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4730 _cell_measurement_theta_min 0.00 _cell_measurement_theta_max 0.00 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1048 _exptl_absorpt_coefficient_mu 0.826 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.43 _exptl_absorpt_correction_T_max 0.93 _exptl_absorpt_process_details 'TWINABS version 1.05' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_probe ? _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD' _diffrn_measurement_method sphere _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13456 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.2618 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.36 _diffrn_reflns_theta_max 28.83 _reflns_number_total 13456 _reflns_number_gt 5654 _reflns_threshold_expression >2sigma(I) _computing_data_collection Smart _computing_cell_refinement Saint _computing_data_reduction Saint _computing_structure_solution 'Shelxs Sheldrick' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Shelxp _computing_publication_material Platon _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. >>> The Following ALERTS were generated <<< #------------------------------------------ Format: alert-number_ALERT_alert-type_alert-level text 029_ALERT_3_A _diffrn_measured_fraction_theta_full Low ....... 0.88 912_ALERT_3_A # Missing FCF Reflections Above STH/L=0.6 ...... 1221 021_ALERT_1_B Ratio Unique / Expected Reflections too High ... 1.12 911_ALERT_3_B # Missing FCF Refl Between THmin & STh/l= 0.600 139 026_ALERT_3_C Ratio Observed / Unique Reflections too Low .... 42 Perc. 030_ALERT_1_C _diffrn_reflns_number .LE. _reflns_number_total ? The crystal was a twin and was treated as such at integration. Refinement was carried out with an HKLF5 format file and therefore MERG 0 was used. Also the data collection strategy used was to collect a sphere of data with 0.5 degree frame width. Some high angle data were collected in the process and these have been included in the refinement. Also a small number of lower angle data was missed. Please refer to the completeness statistics below #============================================================================== Resolution & Completeness Statistics (Cumulative and Friedel Pairs Averaged) #============================================================================== Theta sin(th)/Lambda Complete Expected Measured Missing #------------------------------------------------------------------------------ 20.82 0.500 0.998 4817 4805 12 23.01 0.550 0.992 6424 6371 53 25.24 0.600 0.983 8320 8181 139 #----------------------------------------------------------- ACTA Min. Res. --- 27.51 0.650 0.964 10602 10224 378 28.80 0.678 0.886 11974 10614 1360 061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.52 This is a Palladium compound with small organic ligands. It is likely that any disparity is caused by Pd absorption. However, Sadabs corrects for all systematic errors that lead to disparities in the intensities of symmetry-equivalent data. These may include absorption by the mount, crystal decay etc. The crystal was a rather irregular shape, being a fragment of a larger block; this precluded integration methods for correcting for absorption. 230_ALERT_2_B Hirshfeld Test Diff for N73 - C83 .. 8.78 su 220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.57 Ratio This carbon atom is in a position where it is likely to have high thermal motion is is not significantly different from its neighbours. 230_ALERT_2_C Hirshfeld Test Diff for C93 - C133 .. 5.28 su Atomic assignments verified correct. Possibly due to absorption effects. 795_ALERT_4_C C-Atom in CIF Coordinate List out of Sequence .. C52 797_ALERT_4_C N-Atom in CIF Coordinate List out of Sequence .. N82 Noted, atoms are arranged in numerical order within ligand order. No action ; _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^)+(0.0277P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13456 _refine_ls_number_parameters 578 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1122 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.0802 _refine_ls_wR_factor_gt 0.0750 _refine_ls_goodness_of_fit_ref 0.681 _refine_ls_restrained_S_all 0.681 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.23283(4) 0.71247(3) 0.23678(3) 0.02404(13) Uani 1 1 d . . . C11 C 0.2933(5) 0.5264(4) 0.3888(3) 0.0377(14) Uani 1 1 d . . . H11 H 0.3388 0.5343 0.3355 0.045 Uiso 1 1 calc R . . C21 C 0.3424(5) 0.4544(4) 0.4527(4) 0.0510(17) Uani 1 1 d . . . H21 H 0.4211 0.4126 0.4426 0.061 Uiso 1 1 calc R . . C31 C 0.2777(5) 0.4433(4) 0.5301(4) 0.0444(16) Uani 1 1 d . . . H31 H 0.3117 0.3942 0.5737 0.053 Uiso 1 1 calc R . . C41 C 0.1646(5) 0.5026(4) 0.5446(4) 0.0381(15) Uani 1 1 d . . . H41 H 0.1202 0.4945 0.5984 0.046 Uiso 1 1 calc R . . C51 C 0.1138(5) 0.5743(3) 0.4822(3) 0.0303(13) Uani 1 1 d . . . H51 H 0.0348 0.6154 0.4927 0.036 Uiso 1 1 calc R . . C61 C 0.1795(5) 0.5861(3) 0.4029(3) 0.0227(12) Uani 1 1 d . . . N71 N 0.1319(4) 0.6654(3) 0.3384(3) 0.0226(11) Uani 1 1 d . . . C81 C 0.0175(5) 0.7023(3) 0.3360(3) 0.0226(12) Uani 1 1 d . . . H81 H -0.0325 0.6641 0.3657 0.027 Uiso 1 1 calc R . . C91 C -0.0455(4) 0.7921(3) 0.2954(3) 0.0211(12) Uani 1 1 d . . . C101 C -0.1727(5) 0.8144(4) 0.2856(3) 0.0284(13) Uani 1 1 d . . . H101 H -0.2225 0.7688 0.2961 0.034 Uiso 1 1 calc R . . C111 C -0.2149(4) 0.9124(4) 0.2586(3) 0.0280(13) Uani 1 1 d . . . H111 H -0.2966 0.9445 0.2453 0.034 Uiso 1 1 calc R . . C121 C -0.1150(5) 0.9550(4) 0.2546(3) 0.0291(13) Uani 1 1 d . . . H121 H -0.1185 1.0223 0.2393 0.035 Uiso 1 1 calc R . . C131 C -0.0077(4) 0.8836(3) 0.2765(3) 0.0208(12) Uani 1 1 d . . . C141 C 0.1022(5) 0.9094(4) 0.2921(3) 0.0267(12) Uani 1 1 d . . . H141 H 0.0979 0.9776 0.2969 0.032 Uiso 1 1 calc R . . N151 N 0.2092(4) 0.8498(3) 0.3007(2) 0.0240(10) Uani 1 1 d . . . C161 C 0.3098(5) 0.8811(4) 0.3325(3) 0.0249(13) Uani 1 1 d . . . C171 C 0.4131(5) 0.8114(4) 0.3546(3) 0.0272(14) Uani 1 1 d . . . H171 H 0.4150 0.7439 0.3479 0.033 Uiso 1 1 calc R . . C181 C 0.5140(5) 0.8360(4) 0.3862(3) 0.0307(13) Uani 1 1 d . . . H181 H 0.5839 0.7858 0.4013 0.037 Uiso 1 1 calc R . . C191 C 0.5133(5) 0.9335(4) 0.3961(3) 0.0317(14) Uani 1 1 d . . . H191 H 0.5826 0.9509 0.4181 0.038 Uiso 1 1 calc R . . C201 C 0.4121(5) 1.0050(4) 0.3740(3) 0.0375(14) Uani 1 1 d . . . H201 H 0.4122 1.0724 0.3791 0.045 Uiso 1 1 calc R . . C211 C 0.3094(5) 0.9802(4) 0.3442(3) 0.0354(14) Uani 1 1 d . . . H211 H 0.2384 1.0304 0.3316 0.042 Uiso 1 1 calc R . . C52 C 0.3213(4) 0.5212(4) 0.0251(3) 0.0322(13) Uani 1 1 d . . . H52A H 0.3692 0.5222 -0.0283 0.039 Uiso 1 1 calc R . . C42 C 0.2595(5) 0.4475(4) 0.0423(3) 0.0357(15) Uani 1 1 d . . . H22 H 0.2665 0.3966 0.0014 0.043 Uiso 1 1 calc R . . C32 C 0.1879(4) 0.4481(3) 0.1187(3) 0.0308(13) Uani 1 1 d . . . H32 H 0.1446 0.3981 0.1299 0.037 Uiso 1 1 calc R . . C22 C 0.1783(4) 0.5216(4) 0.1799(3) 0.0305(13) Uani 1 1 d . . . H42 H 0.1283 0.5215 0.2323 0.037 Uiso 1 1 calc R . . C12 C 0.2413(4) 0.5945(3) 0.1645(3) 0.0236(12) Uani 1 1 d . . . C62 C 0.3129(4) 0.5933(3) 0.0861(3) 0.0281(12) Uani 1 1 d . . . C72 C 0.3791(4) 0.6740(3) 0.0706(3) 0.0283(13) Uani 1 1 d . . . H72A H 0.4635 0.6515 0.0917 0.034 Uiso 1 1 calc R . . H72B H 0.3833 0.6914 0.0062 0.034 Uiso 1 1 calc R . . N82 N 0.3129(4) 0.7614(3) 0.1198(3) 0.0257(11) Uani 1 1 d . . . C92 C 0.3942(5) 0.8280(4) 0.1289(3) 0.0348(14) Uani 1 1 d . . . H92A H 0.4660 0.7934 0.1618 0.052 Uiso 1 1 calc R . . H92B H 0.3507 0.8857 0.1614 0.052 Uiso 1 1 calc R . . H92C H 0.4201 0.8492 0.0697 0.052 Uiso 1 1 calc R . . C102 C 0.2057(4) 0.8159(3) 0.0690(3) 0.0356(15) Uani 1 1 d . . . H10A H 0.1498 0.7731 0.0623 0.053 Uiso 1 1 calc R . . H10B H 0.2333 0.8365 0.0101 0.053 Uiso 1 1 calc R . . H10C H 0.1634 0.8742 0.1012 0.053 Uiso 1 1 calc R . . Pd2 Pd 0.80786(4) 0.25259(3) 0.26486(3) 0.02456(13) Uani 1 1 d . . . C13 C 0.6263(5) 0.1447(4) 0.1462(3) 0.0316(15) Uani 1 1 d . . . H13 H 0.7130 0.1277 0.1450 0.038 Uiso 1 1 calc R . . C23 C 0.5633(5) 0.0786(4) 0.1167(3) 0.0316(14) Uani 1 1 d . . . H23 H 0.6074 0.0172 0.0947 0.038 Uiso 1 1 calc R . . C33 C 0.4366(5) 0.1016(4) 0.1192(3) 0.0417(16) Uani 1 1 d . . . H33 H 0.3936 0.0567 0.0988 0.050 Uiso 1 1 calc R . . C43 C 0.3748(5) 0.1899(4) 0.1515(4) 0.0530(18) Uani 1 1 d . . . H43 H 0.2881 0.2059 0.1542 0.064 Uiso 1 1 calc R . . C53 C 0.4359(5) 0.2561(4) 0.1801(4) 0.0408(15) Uani 1 1 d . . . H53 H 0.3909 0.3171 0.2022 0.049 Uiso 1 1 calc R . . C63 C 0.5635(4) 0.2349(3) 0.1773(3) 0.0208(12) Uani 1 1 d . . . N73 N 0.6345(3) 0.3007(3) 0.2040(3) 0.0253(10) Uani 1 1 d . . . C83 C 0.5841(5) 0.3934(4) 0.2090(3) 0.0319(13) Uani 1 1 d . . . H83 H 0.4980 0.4126 0.2043 0.038 Uiso 1 1 calc R . . C93 C 0.6451(4) 0.4698(3) 0.2209(3) 0.0217(12) Uani 1 1 d . . . C103 C 0.5762(5) 0.5653(4) 0.2402(3) 0.0309(13) Uani 1 1 d . . . H103 H 0.4908 0.5834 0.2532 0.037 Uiso 1 1 calc R . . C113 C 0.6562(5) 0.6290(4) 0.2367(3) 0.0333(14) Uani 1 1 d . . . H113 H 0.6345 0.6968 0.2498 0.040 Uiso 1 1 calc R . . C123 C 0.7718(4) 0.5760(3) 0.2110(3) 0.0276(12) Uani 1 1 d . . . H123 H 0.8418 0.6021 0.2013 0.033 Uiso 1 1 calc R . . C133 C 0.7679(4) 0.4774(3) 0.2019(3) 0.0235(12) Uani 1 1 d . . . C143 C 0.8662(4) 0.4114(4) 0.1604(3) 0.0285(13) Uani 1 1 d . . . H143 H 0.9251 0.4401 0.1296 0.034 Uiso 1 1 calc R . . N153 N 0.8866(4) 0.3148(3) 0.1590(3) 0.0222(11) Uani 1 1 d . . . C163 C 0.9723(4) 0.2622(4) 0.0984(3) 0.0248(12) Uani 1 1 d . . . C173 C 1.0228(4) 0.1628(4) 0.1154(3) 0.0324(13) Uani 1 1 d . . . H173 H 1.0018 0.1323 0.1697 0.039 Uiso 1 1 calc R . . C183 C 1.1031(5) 0.1072(4) 0.0553(4) 0.0442(16) Uani 1 1 d . . . H183 H 1.1362 0.0391 0.0681 0.053 Uiso 1 1 calc R . . C193 C 1.1355(5) 0.1514(4) -0.0241(4) 0.0432(15) Uani 1 1 d . . . H193 H 1.1916 0.1140 -0.0655 0.052 Uiso 1 1 calc R . . C203 C 1.0853(5) 0.2493(4) -0.0414(3) 0.0376(15) Uani 1 1 d . . . H203 H 1.1071 0.2797 -0.0955 0.045 Uiso 1 1 calc R . . C213 C 1.0045(4) 0.3043(4) 0.0174(3) 0.0314(13) Uani 1 1 d . . . H213 H 0.9697 0.3718 0.0032 0.038 Uiso 1 1 calc R . . C14 C 0.9597(4) 0.2255(3) 0.3345(3) 0.0287(13) Uani 1 1 d . . . C24 C 1.0616(5) 0.2639(4) 0.3186(3) 0.0354(14) Uani 1 1 d . . . H24 H 1.0685 0.3008 0.2648 0.042 Uiso 1 1 calc R . . C34 C 1.1541(5) 0.2495(4) 0.3798(3) 0.0415(15) Uani 1 1 d . . . H34 H 1.2227 0.2769 0.3675 0.050 Uiso 1 1 calc R . . C44 C 1.1461(5) 0.1954(4) 0.4585(4) 0.0436(16) Uani 1 1 d . . . H44 H 1.2088 0.1855 0.5005 0.052 Uiso 1 1 calc R . . C54 C 1.0466(5) 0.1563(4) 0.4750(3) 0.0368(14) Uani 1 1 d . . . H54 H 1.0418 0.1181 0.5284 0.044 Uiso 1 1 calc R . . C64 C 0.9526(5) 0.1712(3) 0.4156(3) 0.0278(12) Uani 1 1 d . . . C74 C 0.8410(4) 0.1337(4) 0.4303(3) 0.0333(14) Uani 1 1 d . . . H74A H 0.8212 0.1292 0.4949 0.040 Uiso 1 1 calc R . . H74B H 0.8547 0.0669 0.4068 0.040 Uiso 1 1 calc R . . N84 N 0.7371(4) 0.2021(3) 0.3840(3) 0.0256(11) Uani 1 1 d . . . C94 C 0.6377(4) 0.1519(4) 0.3779(3) 0.0377(15) Uani 1 1 d . . . H94A H 0.5693 0.1959 0.3476 0.056 Uiso 1 1 calc R . . H94B H 0.6108 0.1341 0.4379 0.056 Uiso 1 1 calc R . . H94C H 0.6668 0.0921 0.3442 0.056 Uiso 1 1 calc R . . C104 C 0.6915(4) 0.2916(3) 0.4361(3) 0.0326(14) Uani 1 1 d . . . H10D H 0.7571 0.3259 0.4409 0.049 Uiso 1 1 calc R . . H10E H 0.6646 0.2726 0.4958 0.049 Uiso 1 1 calc R . . H10F H 0.6227 0.3354 0.4060 0.049 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 Pd1 0.0308(3) 0.0243(3) 0.0192(3) -0.00079(19) 0.0013(2) -0.0110(2) C11 0.036(4) 0.040(4) 0.033(3) 0.006(3) -0.001(3) -0.001(3) C21 0.039(4) 0.054(4) 0.049(4) 0.007(3) 0.000(3) 0.007(3) C31 0.053(4) 0.038(4) 0.038(4) 0.017(3) -0.016(3) -0.003(3) C41 0.052(4) 0.038(4) 0.030(3) 0.002(3) 0.001(3) -0.025(3) C51 0.035(4) 0.030(3) 0.027(3) -0.003(3) -0.003(3) -0.011(3) C61 0.026(3) 0.023(3) 0.023(3) -0.003(2) -0.008(3) -0.013(3) N71 0.022(3) 0.021(2) 0.025(3) -0.008(2) 0.001(2) -0.004(2) C81 0.030(3) 0.023(3) 0.017(3) -0.009(2) 0.000(2) -0.009(3) C91 0.026(3) 0.027(3) 0.012(3) -0.003(2) -0.001(2) -0.008(3) C101 0.038(4) 0.035(3) 0.017(3) -0.007(2) 0.001(2) -0.016(3) C111 0.025(3) 0.034(3) 0.025(3) -0.003(2) 0.000(2) -0.006(3) C121 0.038(4) 0.030(3) 0.015(3) -0.002(2) 0.008(3) -0.001(3) C131 0.021(3) 0.035(3) 0.006(2) -0.004(2) 0.004(2) -0.006(3) C141 0.044(4) 0.021(3) 0.018(3) 0.001(2) 0.000(3) -0.015(3) N151 0.033(3) 0.023(2) 0.021(2) -0.0074(19) 0.006(2) -0.017(2) C161 0.030(3) 0.032(3) 0.015(3) 0.004(2) 0.004(2) -0.013(3) C171 0.038(4) 0.025(3) 0.020(3) -0.003(2) 0.002(3) -0.011(3) C181 0.031(4) 0.040(4) 0.021(3) 0.006(3) -0.002(3) -0.009(3) C191 0.029(4) 0.045(4) 0.025(3) -0.003(3) -0.004(3) -0.016(3) C201 0.041(4) 0.028(3) 0.049(4) -0.001(3) -0.004(3) -0.019(3) C211 0.034(4) 0.035(4) 0.041(3) 0.000(3) -0.005(3) -0.015(3) C52 0.042(4) 0.036(3) 0.017(3) -0.002(2) -0.001(2) -0.006(3) C42 0.054(4) 0.030(3) 0.022(3) -0.009(3) -0.005(3) -0.004(3) C32 0.033(3) 0.025(3) 0.038(3) -0.003(3) -0.003(3) -0.014(3) C22 0.035(3) 0.034(3) 0.022(3) -0.001(3) 0.001(2) -0.006(3) C12 0.031(3) 0.019(3) 0.023(3) -0.004(2) -0.004(2) -0.009(2) C62 0.029(3) 0.032(3) 0.022(3) -0.002(2) -0.008(2) -0.004(3) C72 0.034(3) 0.032(3) 0.018(3) 0.000(2) 0.000(2) -0.007(3) N82 0.028(3) 0.031(3) 0.021(3) -0.001(2) 0.002(2) -0.013(2) C92 0.043(4) 0.039(3) 0.027(3) 0.001(3) -0.001(3) -0.022(3) C102 0.050(4) 0.032(3) 0.025(3) 0.003(3) -0.006(3) -0.012(3) Pd2 0.0305(3) 0.0249(3) 0.0194(3) 0.0020(2) 0.0013(2) -0.0100(2) C13 0.035(4) 0.037(4) 0.023(3) -0.002(3) -0.005(3) -0.009(3) C23 0.047(4) 0.020(3) 0.028(3) 0.001(3) -0.006(3) -0.009(3) C33 0.051(4) 0.040(4) 0.041(4) 0.009(3) -0.013(3) -0.025(3) C43 0.037(4) 0.040(4) 0.085(5) -0.001(4) -0.014(4) -0.015(3) C53 0.033(4) 0.028(3) 0.061(4) -0.007(3) -0.006(3) -0.005(3) C63 0.017(3) 0.022(3) 0.022(3) 0.002(2) 0.001(2) -0.004(3) N73 0.029(3) 0.020(2) 0.027(3) 0.003(2) 0.001(2) -0.006(2) C83 0.037(4) 0.055(4) 0.012(3) 0.005(3) -0.008(3) -0.028(3) C93 0.012(3) 0.031(3) 0.023(3) 0.003(2) 0.002(2) -0.010(3) C103 0.025(3) 0.043(4) 0.021(3) -0.008(3) 0.000(2) -0.001(3) C113 0.048(4) 0.024(3) 0.032(3) -0.001(2) -0.004(3) -0.015(3) C123 0.030(3) 0.033(3) 0.022(3) 0.002(2) 0.001(2) -0.014(3) C133 0.032(3) 0.025(3) 0.013(3) 0.001(2) -0.002(2) -0.008(3) C143 0.037(4) 0.033(3) 0.018(3) 0.006(2) -0.002(3) -0.017(3) N153 0.024(3) 0.025(3) 0.019(3) 0.000(2) 0.001(2) -0.007(2) C163 0.022(3) 0.027(3) 0.028(3) -0.005(3) -0.002(3) -0.010(3) C173 0.039(4) 0.033(3) 0.025(3) 0.003(3) 0.000(3) -0.008(3) C183 0.057(4) 0.031(3) 0.041(4) -0.005(3) 0.015(3) -0.005(3) C193 0.041(4) 0.054(4) 0.036(4) -0.015(3) 0.011(3) -0.013(3) C203 0.047(4) 0.044(4) 0.026(3) -0.007(3) 0.009(3) -0.021(3) C213 0.036(4) 0.031(3) 0.028(3) 0.002(3) 0.004(3) -0.010(3) C14 0.031(3) 0.028(3) 0.026(3) -0.002(2) 0.003(3) -0.005(3) C24 0.036(4) 0.050(4) 0.022(3) -0.004(3) -0.007(3) -0.012(3) C34 0.036(4) 0.057(4) 0.033(3) -0.016(3) 0.003(3) -0.012(3) C44 0.044(4) 0.060(4) 0.023(4) -0.009(3) -0.008(3) -0.003(3) C54 0.044(4) 0.040(4) 0.022(3) 0.003(3) -0.003(3) -0.002(3) C64 0.032(3) 0.028(3) 0.021(3) -0.003(2) 0.001(3) -0.005(3) C74 0.049(4) 0.032(3) 0.019(3) 0.004(2) -0.003(3) -0.010(3) N84 0.030(3) 0.034(3) 0.019(3) -0.006(2) 0.009(2) -0.020(2) C94 0.045(4) 0.041(4) 0.030(4) 0.004(3) 0.003(3) -0.017(3) C104 0.038(3) 0.033(3) 0.030(3) -0.005(3) 0.005(3) -0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 C12 2.001(4) . ? Pd1 N71 2.045(4) . ? Pd1 N82 2.104(4) . ? Pd1 N151 2.145(4) . ? C11 C61 1.369(6) . ? C11 C21 1.389(6) . ? C11 H11 0.9500 . ? C21 C31 1.370(7) . ? C21 H21 0.9500 . ? C31 C41 1.361(7) . ? C31 H31 0.9500 . ? C41 C51 1.377(6) . ? C41 H41 0.9500 . ? C51 C61 1.401(6) . ? C51 H51 0.9500 . ? C61 N71 1.455(6) . ? N71 C81 1.272(5) . ? C81 C91 1.412(6) . ? C81 H81 0.9500 . ? C91 C101 1.407(6) . ? C91 C131 1.454(6) . ? C101 C111 1.386(6) . ? C101 H101 0.9500 . ? C111 C121 1.394(6) . ? C111 H111 0.9500 . ? C121 C131 1.414(6) . ? C121 H121 0.9500 . ? C131 C141 1.403(6) . ? C141 N151 1.301(5) . ? C141 H141 0.9500 . ? N151 C161 1.419(6) . ? C161 C171 1.371(6) . ? C161 C211 1.405(6) . ? C171 C181 1.376(6) . ? C171 H171 0.9500 . ? C181 C191 1.377(6) . ? C181 H181 0.9500 . ? C191 C201 1.368(6) . ? C191 H191 0.9500 . ? C201 C211 1.385(6) . ? C201 H201 0.9500 . ? C211 H211 0.9500 . ? C52 C62 1.382(6) . ? C52 C42 1.386(6) . ? C52 H52A 0.9500 . ? C42 C32 1.376(6) . ? C42 H22 0.9500 . ? C32 C22 1.395(6) . ? C32 H32 0.9500 . ? C22 C12 1.381(6) . ? C22 H42 0.9500 . ? C12 C62 1.399(6) . ? C62 C72 1.499(6) . ? C72 N82 1.485(5) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? N82 C92 1.470(5) . ? N82 C102 1.487(5) . ? C92 H92A 0.9800 . ? C92 H92B 0.9800 . ? C92 H92C 0.9800 . ? C102 H10A 0.9800 . ? C102 H10B 0.9800 . ? C102 H10C 0.9800 . ? Pd2 C14 1.997(5) . ? Pd2 N153 2.048(4) . ? Pd2 N84 2.091(4) . ? Pd2 N73 2.141(4) . ? C13 C63 1.384(6) . ? C13 C23 1.393(6) . ? C13 H13 0.9500 . ? C23 C33 1.389(7) . ? C23 H23 0.9500 . ? C33 C43 1.366(7) . ? C33 H33 0.9500 . ? C43 C53 1.375(7) . ? C43 H43 0.9500 . ? C53 C63 1.399(6) . ? C53 H53 0.9500 . ? C63 N73 1.438(6) . ? N73 C83 1.290(6) . ? C83 C93 1.424(6) . ? C83 H83 0.9500 . ? C93 C103 1.412(6) . ? C93 C133 1.432(6) . ? C103 C113 1.411(6) . ? C103 H103 0.9500 . ? C113 C123 1.387(6) . ? C113 H113 0.9500 . ? C123 C133 1.404(6) . ? C123 H123 0.9500 . ? C133 C143 1.407(6) . ? C143 N153 1.317(5) . ? C143 H143 0.9500 . ? N153 C163 1.400(6) . ? C163 C173 1.386(6) . ? C163 C213 1.398(6) . ? C173 C183 1.380(6) . ? C173 H173 0.9500 . ? C183 C193 1.393(6) . ? C183 H183 0.9500 . ? C193 C203 1.368(6) . ? C193 H193 0.9500 . ? C203 C213 1.368(6) . ? C203 H203 0.9500 . ? C213 H213 0.9500 . ? C14 C24 1.389(6) . ? C14 C64 1.415(6) . ? C24 C34 1.394(6) . ? C24 H24 0.9500 . ? C34 C44 1.386(7) . ? C34 H34 0.9500 . ? C44 C54 1.371(7) . ? C44 H44 0.9500 . ? C54 C64 1.387(6) . ? C54 H54 0.9500 . ? C64 C74 1.481(6) . ? C74 N84 1.499(5) . ? C74 H74A 0.9900 . ? C74 H74B 0.9900 . ? N84 C94 1.467(5) . ? N84 C104 1.483(5) . ? C94 H94A 0.9800 . ? C94 H94B 0.9800 . ? C94 H94C 0.9800 . ? C104 H10D 0.9800 . ? C104 H10E 0.9800 . ? C104 H10F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C12 Pd1 N71 93.92(17) . . ? C12 Pd1 N82 81.96(17) . . ? N71 Pd1 N82 170.91(16) . . ? C12 Pd1 N151 172.44(17) . . ? N71 Pd1 N151 89.01(14) . . ? N82 Pd1 N151 94.13(15) . . ? C61 C11 C21 119.9(5) . . ? C61 C11 H11 120.0 . . ? C21 C11 H11 120.0 . . ? C31 C21 C11 120.2(5) . . ? C31 C21 H21 119.9 . . ? C11 C21 H21 119.9 . . ? C41 C31 C21 120.1(5) . . ? C41 C31 H31 119.9 . . ? C21 C31 H31 119.9 . . ? C31 C41 C51 120.8(5) . . ? C31 C41 H41 119.6 . . ? C51 C41 H41 119.6 . . ? C41 C51 C61 119.4(5) . . ? C41 C51 H51 120.3 . . ? C61 C51 H51 120.3 . . ? C11 C61 C51 119.5(5) . . ? C11 C61 N71 119.6(4) . . ? C51 C61 N71 120.7(4) . . ? C81 N71 C61 119.9(4) . . ? C81 N71 Pd1 114.9(3) . . ? C61 N71 Pd1 124.7(3) . . ? N71 C81 C91 129.0(5) . . ? N71 C81 H81 115.5 . . ? C91 C81 H81 115.5 . . ? C101 C91 C81 121.7(4) . . ? C101 C91 C131 106.4(4) . . ? C81 C91 C131 130.4(4) . . ? C111 C101 C91 110.4(4) . . ? C111 C101 H101 124.8 . . ? C91 C101 H101 124.8 . . ? C101 C111 C121 107.2(4) . . ? C101 C111 H111 126.4 . . ? C121 C111 H111 126.4 . . ? C111 C121 C131 110.2(4) . . ? C111 C121 H121 124.9 . . ? C131 C121 H121 124.9 . . ? C141 C131 C121 122.1(5) . . ? C141 C131 C91 131.0(4) . . ? C121 C131 C91 105.8(4) . . ? N151 C141 C131 127.0(5) . . ? N151 C141 H141 116.5 . . ? C131 C141 H141 116.5 . . ? C141 N151 C161 122.2(4) . . ? C141 N151 Pd1 114.7(3) . . ? C161 N151 Pd1 121.7(3) . . ? C171 C161 C211 117.4(5) . . ? C171 C161 N151 118.9(5) . . ? C211 C161 N151 123.7(5) . . ? C161 C171 C181 122.2(5) . . ? C161 C171 H171 118.9 . . ? C181 C171 H171 118.9 . . ? C171 C181 C191 119.8(5) . . ? C171 C181 H181 120.1 . . ? C191 C181 H181 120.1 . . ? C201 C191 C181 119.5(5) . . ? C201 C191 H191 120.2 . . ? C181 C191 H191 120.2 . . ? C191 C201 C211 120.7(5) . . ? C191 C201 H201 119.7 . . ? C211 C201 H201 119.7 . . ? C201 C211 C161 120.3(5) . . ? C201 C211 H211 119.9 . . ? C161 C211 H211 119.9 . . ? C62 C52 C42 119.5(5) . . ? C62 C52 H52A 120.2 . . ? C42 C52 H52A 120.2 . . ? C32 C42 C52 119.8(5) . . ? C32 C42 H22 120.1 . . ? C52 C42 H22 120.1 . . ? C42 C32 C22 120.7(5) . . ? C42 C32 H32 119.7 . . ? C22 C32 H32 119.7 . . ? C12 C22 C32 120.2(5) . . ? C12 C22 H42 119.9 . . ? C32 C22 H42 119.9 . . ? C22 C12 C62 118.5(4) . . ? C22 C12 Pd1 127.7(4) . . ? C62 C12 Pd1 113.6(3) . . ? C52 C62 C12 121.3(5) . . ? C52 C62 C72 121.3(4) . . ? C12 C62 C72 117.4(4) . . ? N82 C72 C62 108.9(4) . . ? N82 C72 H72A 109.9 . . ? C62 C72 H72A 109.9 . . ? N82 C72 H72B 109.9 . . ? C62 C72 H72B 109.9 . . ? H72A C72 H72B 108.3 . . ? C92 N82 C72 109.3(4) . . ? C92 N82 C102 108.0(4) . . ? C72 N82 C102 109.9(4) . . ? C92 N82 Pd1 117.6(3) . . ? C72 N82 Pd1 108.6(3) . . ? C102 N82 Pd1 103.1(3) . . ? N82 C92 H92A 109.5 . . ? N82 C92 H92B 109.5 . . ? H92A C92 H92B 109.5 . . ? N82 C92 H92C 109.5 . . ? H92A C92 H92C 109.5 . . ? H92B C92 H92C 109.5 . . ? N82 C102 H10A 109.5 . . ? N82 C102 H10B 109.5 . . ? H10A C102 H10B 109.5 . . ? N82 C102 H10C 109.5 . . ? H10A C102 H10C 109.5 . . ? H10B C102 H10C 109.5 . . ? C14 Pd2 N153 92.85(18) . . ? C14 Pd2 N84 81.91(18) . . ? N153 Pd2 N84 171.93(16) . . ? C14 Pd2 N73 170.85(17) . . ? N153 Pd2 N73 89.37(15) . . ? N84 Pd2 N73 94.87(15) . . ? C63 C13 C23 120.5(5) . . ? C63 C13 H13 119.7 . . ? C23 C13 H13 119.7 . . ? C33 C23 C13 120.5(5) . . ? C33 C23 H23 119.8 . . ? C13 C23 H23 119.8 . . ? C43 C33 C23 119.0(5) . . ? C43 C33 H33 120.5 . . ? C23 C33 H33 120.5 . . ? C33 C43 C53 121.1(6) . . ? C33 C43 H43 119.5 . . ? C53 C43 H43 119.5 . . ? C43 C53 C63 120.9(5) . . ? C43 C53 H53 119.5 . . ? C63 C53 H53 119.5 . . ? C13 C63 C53 118.0(5) . . ? C13 C63 N73 117.4(4) . . ? C53 C63 N73 124.5(4) . . ? C83 N73 C63 119.4(4) . . ? C83 N73 Pd2 115.3(3) . . ? C63 N73 Pd2 123.8(3) . . ? N73 C83 C93 126.3(5) . . ? N73 C83 H83 116.8 . . ? C93 C83 H83 116.8 . . ? C103 C93 C83 119.6(5) . . ? C103 C93 C133 106.9(4) . . ? C83 C93 C133 132.5(5) . . ? C113 C103 C93 108.0(4) . . ? C113 C103 H103 126.0 . . ? C93 C103 H103 126.0 . . ? C123 C113 C103 108.6(4) . . ? C123 C113 H113 125.7 . . ? C103 C113 H113 125.7 . . ? C113 C123 C133 108.5(4) . . ? C113 C123 H123 125.7 . . ? C133 C123 H123 125.7 . . ? C123 C133 C143 120.4(5) . . ? C123 C133 C93 107.8(4) . . ? C143 C133 C93 130.1(4) . . ? N153 C143 C133 128.1(5) . . ? N153 C143 H143 115.9 . . ? C133 C143 H143 115.9 . . ? C143 N153 C163 120.5(4) . . ? C143 N153 Pd2 113.8(3) . . ? C163 N153 Pd2 124.8(3) . . ? C173 C163 C213 117.7(4) . . ? C173 C163 N153 119.7(4) . . ? C213 C163 N153 122.5(4) . . ? C183 C173 C163 121.4(5) . . ? C183 C173 H173 119.3 . . ? C163 C173 H173 119.3 . . ? C173 C183 C193 119.8(5) . . ? C173 C183 H183 120.1 . . ? C193 C183 H183 120.1 . . ? C203 C193 C183 119.0(5) . . ? C203 C193 H193 120.5 . . ? C183 C193 H193 120.5 . . ? C213 C203 C193 121.4(5) . . ? C213 C203 H203 119.3 . . ? C193 C203 H203 119.3 . . ? C203 C213 C163 120.7(5) . . ? C203 C213 H213 119.6 . . ? C163 C213 H213 119.6 . . ? C24 C14 C64 117.5(5) . . ? C24 C14 Pd2 127.8(4) . . ? C64 C14 Pd2 114.1(4) . . ? C14 C24 C34 121.6(5) . . ? C14 C24 H24 119.2 . . ? C34 C24 H24 119.2 . . ? C44 C34 C24 120.1(5) . . ? C44 C34 H34 120.0 . . ? C24 C34 H34 120.0 . . ? C54 C44 C34 119.1(5) . . ? C54 C44 H44 120.4 . . ? C34 C44 H44 120.4 . . ? C44 C54 C64 121.7(5) . . ? C44 C54 H54 119.2 . . ? C64 C54 H54 119.2 . . ? C54 C64 C14 120.0(5) . . ? C54 C64 C74 124.5(5) . . ? C14 C64 C74 115.5(4) . . ? C64 C74 N84 109.4(4) . . ? C64 C74 H74A 109.8 . . ? N84 C74 H74A 109.8 . . ? C64 C74 H74B 109.8 . . ? N84 C74 H74B 109.8 . . ? H74A C74 H74B 108.2 . . ? C94 N84 C104 108.5(4) . . ? C94 N84 C74 108.7(4) . . ? C104 N84 C74 109.9(4) . . ? C94 N84 Pd2 117.3(3) . . ? C104 N84 Pd2 104.9(3) . . ? C74 N84 Pd2 107.3(3) . . ? N84 C94 H94A 109.5 . . ? N84 C94 H94B 109.5 . . ? H94A C94 H94B 109.5 . . ? N84 C94 H94C 109.5 . . ? H94A C94 H94C 109.5 . . ? H94B C94 H94C 109.5 . . ? N84 C104 H10D 109.5 . . ? N84 C104 H10E 109.5 . . ? H10D C104 H10E 109.5 . . ? N84 C104 H10F 109.5 . . ? H10D C104 H10F 109.5 . . ? H10E C104 H10F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.880 _diffrn_reflns_theta_full 25.23 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.356 _refine_diff_density_min -1.070 _refine_diff_density_rms 0.108 _chemical_compound_source 'Peter Haack' _exptl_crystal_recrystallization_method 'Diffusion of hexane into DCM solution' data_PB7002 _database_code_depnum_ccdc_archive 'CCDC 741075' #compound 3 in paper _audit_creation_date 07-10-26 _audit_creation_method CRYSTALS_ver_12.85 _chemical_formula_moiety 'C38 H54 N4 Pd1' _chemical_compound_source 'Mohammed Mahmudun Rahman, MMR163' _exptl_crystal_recrystallization_method ; Slow evaporation of toluene and acetonitrile in ice bath under N~2~. ; _chemical_name_systematic ? _chemical_melting_point ? _publ_section_abstract # Text of the abstract # (a) The Abstract must be self-contained and comprehensible # without the rest of the paper. This means no references # to atom names or to compound numbers; compounds must be # identified as the title compound, or by name or by some other # means such as derivatives of each other (e.g. "the # corresponding ketone"). # (b) The chemical formula of "the title compound" must be given. # (c) Any crystallographic molecular symmetry should be # mentioned, and also the presence of more than one molecule # in the asymmetric unit (i.e. anything other than Z'=1). ; ? ; _publ_section_related_literature # Not in version 2.3.1 ############################################################### # Essential references (e.g. to the origin of the material studied, related # structural studies, and to information supporting the reported structure) # should be cited in this section, with appropriate very brief explanatory # text, for example `The synthesis of the complex is described by Jones # (2001). The anhydrous complex has essentially the same coordination # geometry (Smith, 2003).' In addition, all references included in the # supplementary materials, but not elsewhere in the published article, # should be given here. The simple text `For related literature, see:...' # may be used, but further details should be provided in the Comment # section, which forms part of the supplementary material. ############################################################### ; ? ; _publ_section_comment # Text of the paper # Note that atoms are referenced as N2, not N(2) or N~2~ # If text containing () occur within (), the outer ones should be [] # Figures should be referenced as Fig. ; The structure contains half a molecule per asymmetric unit. ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures - Start each caption on a new line after a blank line ; Fig. 1. The title compound with displacement ellipsoids drawn at the 50% probability level. H atoms are shown as spheres of arbitary radius. ; _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; In the absence of significant anomalous scattering, Friedel pairs were merged. The absolute configuration was arbitrarily assigned. The relatively large ratio of minimum to maximum corrections applied in the multiscan process (1:nnn) reflect changes in the illuminated volume of the crystal. Changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints. 061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.62 Sadabs corrects for all systematic errors that lead to disparities in the intensities of symmetry-equivalent data. These may include absorption by the mount, crystal decay, changes in the volume of the crystal illuminated, etc. 912_ALERT_3_B # Missing FCF Reflections Above STh/L= 0.600 157 The data collection strategy used aimed to achieve a complete data set to 2\q = 54 deg. Some higher angle data were collected in the process and these have been included in the refinement. #============================================================================== Resolution & Completeness Statistics (Cumulative and Friedel Pairs Averaged) #============================================================================== Theta sin(th)/Lambda Complete Expected Measured Missing #------------------------------------------------------------------------------ 20.82 0.500 1.000 1754 1754 0 23.01 0.550 1.000 2323 2323 0 25.24 0.600 1.000 3027 3027 0 #----------------------------------------------------------- ACTA Min. Res. --- 27.51 0.650 1.000 3840 3840 0 29.84 0.700 0.983 4795 4713 82 30.48 0.714 0.969 5075 4918 157 ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # Hand-made tables can be put in the cif. The number of columns # is set in the loop header. # The contants of each column can either be a piece of text # without any spaces (eg a number) or other text enclosed in " " # Remove the leading # in the following example #geom_extra_table_head_A #; #Table 2. #Molecular parameters deviating most from MOGUL averages #; # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 #_geom_extra_tableA_col_4 # #Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d" #N5-C6-C4 129 124 "7 (\%)" #C3-O10-C2 105 109 "2 (\%)" #C6-O7 1.25 1.22 ".02 (\%A)" # # End of 'script/refcif-b.dat' #end of refcif _cell_length_a 9.4867(2) _cell_length_b 16.9336(3) _cell_length_c 10.6112(2) _cell_angle_alpha 90 _cell_angle_beta 101.6900(10) _cell_angle_gamma 90 _cell_volume 1669.27(6) _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1 ' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,y+1/2,-z+1/2 x,-y+1/2,z+1/2 loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' Pd -0.9988 1.0072 19.3319 0.6987 15.5017 7.9893 5.2954 25.2052 0.6058 76.8986 5.2659 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 2 # Given Formula = C38 H54 N4 Pd1 # Dc = 1.34 Fooo = 712.00 Mu = 5.88 M = 336.64 # Found Formula = C38 H54 N4 Pd1 # Dc = 1.34 FOOO = 712.00 Mu = 5.88 M = 336.64 _chemical_formula_sum 'C38 H54 N4 Pd1' _chemical_formula_weight 673.27 _cell_measurement_reflns_used 8119 _cell_measurement_theta_min 2 _cell_measurement_theta_max 31 _cell_measurement_temperature 150 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_min 0.10 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_max 0.29 _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 712 _exptl_absorpt_coefficient_mu 0.588 # Sheldrick geometric approximatio 0.92 0.94 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.52 _exptl_absorpt_correction_T_max 0.94 _diffrn_measurement_device 'Bruker SMART' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method '\f & \w scans' # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 21684 _reflns_number_total 4918 _diffrn_reflns_av_R_equivalents 0.042 # Number of reflections with Friedels Law is 4918 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 5085 _diffrn_reflns_theta_min 2.192 _diffrn_reflns_theta_max 30.484 _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 28.655 _diffrn_measured_fraction_theta_full 0.995 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _reflns_limit_h_min -13 _reflns_limit_h_max 13 _reflns_limit_k_min 0 _reflns_limit_k_max 23 _reflns_limit_l_min 0 _reflns_limit_l_max 14 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.61 _refine_diff_density_max 0.72 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 4918 _refine_ls_number_restraints 0 _refine_ls_number_parameters 196 _oxford_refine_ls_R_factor_ref 0.0517 _refine_ls_wR_factor_ref 0.0794 _refine_ls_goodness_of_fit_ref 0.8712 _refine_ls_shift/su_max 0.000250 # The values computed from all data _oxford_reflns_number_all 4918 _refine_ls_R_factor_all 0.0517 _refine_ls_wR_factor_all 0.0794 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3757 _refine_ls_R_factor_gt 0.0346 _refine_ls_wR_factor_gt 0.0725 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.01P)^2^ + 0.00P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens Pd1 Pd 0.0000 0.5000 0.5000 0.0146 1.0000 Uani S . . . . . . N2 N 0.0397(2) 0.54170(11) 0.33058(17) 0.0172 1.0000 Uani . . . . . . . C3 C 0.1714(2) 0.51269(12) 0.2897(2) 0.0186 1.0000 Uani . . . . . . . C4 C 0.1648(3) 0.51182(15) 0.1445(2) 0.0271 1.0000 Uani . . . . . . . C5 C 0.3050(3) 0.47997(15) 0.1155(2) 0.0296 1.0000 Uani . . . . . . . C6 C 0.4309(3) 0.53040(16) 0.1801(3) 0.0330 1.0000 Uani . . . . . . . C7 C 0.4412(3) 0.53153(18) 0.3251(3) 0.0344 1.0000 Uani . . . . . . . C8 C 0.3004(3) 0.56062(16) 0.3584(3) 0.0307 1.0000 Uani . . . . . . . C9 C -0.0544(2) 0.58355(13) 0.2523(2) 0.0199 1.0000 Uani . . . . . . . C10 C -0.1723(2) 0.62732(12) 0.2783(2) 0.0186 1.0000 Uani . . . . . . . C11 C -0.1964(2) 0.66123(13) 0.3969(2) 0.0189 1.0000 Uani . . . . . . . C12 C -0.1105(2) 0.66069(13) 0.5229(2) 0.0191 1.0000 Uani . . . . . . . N13 N -0.01049(19) 0.61119(10) 0.57375(17) 0.0164 1.0000 Uani . . . . . . . C14 C 0.0804(2) 0.62859(13) 0.7026(2) 0.0178 1.0000 Uani . . . . . . . C15 C 0.2380(2) 0.62143(14) 0.6950(2) 0.0232 1.0000 Uani . . . . . . . C16 C 0.3365(3) 0.63442(15) 0.8269(2) 0.0286 1.0000 Uani . . . . . . . C17 C 0.3073(3) 0.71246(16) 0.8854(3) 0.0338 1.0000 Uani . . . . . . . C18 C 0.1495(3) 0.72005(16) 0.8921(2) 0.0299 1.0000 Uani . . . . . . . C19 C 0.0508(3) 0.70803(14) 0.7608(2) 0.0232 1.0000 Uani . . . . . . . C20 C -0.3119(3) 0.71497(14) 0.3625(2) 0.0239 1.0000 Uani . . . . . . . C21 C -0.3607(3) 0.71401(14) 0.2295(2) 0.0264 1.0000 Uani . . . . . . . C22 C -0.2747(3) 0.66204(14) 0.1774(2) 0.0233 1.0000 Uani . . . . . . . H31 H 0.1868 0.4573 0.3180 0.0207 1.0000 Uiso R . . . . . . H42 H 0.1514 0.5654 0.1109 0.0328 1.0000 Uiso R . . . . . . H41 H 0.0858 0.4776 0.1030 0.0328 1.0000 Uiso R . . . . . . H51 H 0.2975 0.4776 0.0249 0.0357 1.0000 Uiso R . . . . . . H52 H 0.3180 0.4263 0.1502 0.0358 1.0000 Uiso R . . . . . . H62 H 0.4170 0.5843 0.1508 0.0396 1.0000 Uiso R . . . . . . H61 H 0.5213 0.5097 0.1640 0.0391 1.0000 Uiso R . . . . . . H72 H 0.5205 0.5658 0.3614 0.0409 1.0000 Uiso R . . . . . . H71 H 0.4578 0.4778 0.3577 0.0415 1.0000 Uiso R . . . . . . H81 H 0.2841 0.6143 0.3262 0.0373 1.0000 Uiso R . . . . . . H82 H 0.3034 0.5555 0.4503 0.0370 1.0000 Uiso R . . . . . . H91 H -0.0443 0.5861 0.1680 0.0236 1.0000 Uiso R . . . . . . H121 H -0.1320 0.7025 0.5755 0.0220 1.0000 Uiso R . . . . . . H141 H 0.0592 0.5881 0.7627 0.0197 1.0000 Uiso R . . . . . . H152 H 0.2612 0.6599 0.6349 0.0272 1.0000 Uiso R . . . . . . H151 H 0.2545 0.5685 0.6649 0.0273 1.0000 Uiso R . . . . . . H161 H 0.4359 0.6328 0.8157 0.0297 1.0000 Uiso R . . . . . . H162 H 0.3234 0.5917 0.8852 0.0302 1.0000 Uiso R . . . . . . H172 H 0.3665 0.7154 0.9707 0.0358 1.0000 Uiso R . . . . . . H171 H 0.3354 0.7556 0.8333 0.0366 1.0000 Uiso R . . . . . . H182 H 0.1297 0.7726 0.9217 0.0322 1.0000 Uiso R . . . . . . H181 H 0.1253 0.6799 0.9510 0.0319 1.0000 Uiso R . . . . . . H191 H 0.0659 0.7503 0.7037 0.0266 1.0000 Uiso R . . . . . . H192 H -0.0499 0.7100 0.7697 0.0270 1.0000 Uiso R . . . . . . H201 H -0.3474 0.7463 0.4210 0.0259 1.0000 Uiso R . . . . . . H211 H -0.4361 0.7435 0.1849 0.0295 1.0000 Uiso R . . . . . . H221 H -0.2799 0.6507 0.0900 0.0256 1.0000 Uiso 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 Pd1 0.01807(10) 0.01148(10) 0.01386(10) 0.00012(9) 0.00246(7) 0.00018(10) N2 0.0215(9) 0.0144(9) 0.0158(8) -0.0012(7) 0.0040(7) 0.0001(7) C3 0.0225(10) 0.0154(11) 0.0183(10) 0.0010(8) 0.0056(8) 0.0008(8) C4 0.0298(12) 0.0315(14) 0.0205(11) -0.0013(10) 0.0066(9) 0.0020(10) C5 0.0375(14) 0.0289(13) 0.0262(12) -0.0028(10) 0.0158(11) 0.0009(10) C6 0.0339(14) 0.0256(13) 0.0451(16) -0.0012(12) 0.0215(13) -0.0007(11) C7 0.0232(12) 0.0391(15) 0.0416(16) -0.0111(13) 0.0082(11) -0.0039(11) C8 0.0235(12) 0.0372(15) 0.0320(14) -0.0127(11) 0.0069(10) -0.0033(11) C9 0.0262(11) 0.0165(10) 0.0173(10) 0.0018(8) 0.0048(9) -0.0031(9) C10 0.0216(11) 0.0131(9) 0.0198(11) 0.0004(8) 0.0014(8) -0.0009(8) C11 0.0187(10) 0.0171(10) 0.0199(10) 0.0007(8) 0.0016(8) -0.0007(8) C12 0.0213(11) 0.0147(10) 0.0217(11) -0.0015(8) 0.0051(9) -0.0024(8) N13 0.0194(9) 0.0139(8) 0.0155(8) -0.0014(7) 0.0023(7) -0.0011(7) C14 0.0232(11) 0.0138(10) 0.0154(10) -0.0013(8) 0.0011(8) -0.0007(8) C15 0.0225(11) 0.0234(12) 0.0225(11) -0.0025(9) 0.0014(9) 0.0032(9) C16 0.0248(12) 0.0291(13) 0.0281(13) -0.0035(10) -0.0036(10) 0.0048(10) C17 0.0289(13) 0.0287(13) 0.0377(15) -0.0104(12) -0.0074(11) 0.0025(11) C18 0.0344(14) 0.0270(13) 0.0255(12) -0.0103(10) -0.0006(10) 0.0024(11) C19 0.0241(11) 0.0198(11) 0.0244(12) -0.0053(9) 0.0018(9) 0.0034(9) C20 0.0241(11) 0.0211(11) 0.0250(12) -0.0032(9) 0.0011(9) 0.0035(9) C21 0.0240(12) 0.0224(12) 0.0281(12) -0.0007(10) -0.0060(10) 0.0049(9) C22 0.0281(12) 0.0193(11) 0.0198(11) -0.0003(9) -0.0016(9) 0.0001(9) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.4506(4) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Pd1 . N13 2_566 2.0491(17) yes Pd1 . N2 2_566 2.0364(18) yes Pd1 . N2 . 2.0364(18) yes Pd1 . N13 . 2.0491(17) yes N2 . C3 . 1.487(3) yes N2 . C9 . 1.300(3) yes C3 . C4 . 1.529(3) yes C3 . C8 . 1.525(3) yes C3 . H31 . 0.988 no C4 . C5 . 1.524(3) yes C4 . H42 . 0.974 no C4 . H41 . 0.979 no C5 . C6 . 1.514(4) yes C5 . H51 . 0.950 no C5 . H52 . 0.979 no C6 . C7 . 1.522(4) yes C6 . H62 . 0.965 no C6 . H61 . 0.973 no C7 . C8 . 1.531(3) yes C7 . H72 . 0.967 no C7 . H71 . 0.974 no C8 . H81 . 0.972 no C8 . H82 . 0.974 no C9 . C10 . 1.415(3) yes C9 . H91 . 0.920 no C10 . C11 . 1.442(3) yes C10 . C22 . 1.419(3) yes C11 . C12 . 1.418(3) yes C11 . C20 . 1.414(3) yes C12 . N13 . 1.299(3) yes C12 . H121 . 0.950 no N13 . C14 . 1.490(3) yes C14 . C15 . 1.517(3) yes C14 . C19 . 1.530(3) yes C14 . H141 . 0.984 no C15 . C16 . 1.533(3) yes C15 . H152 . 0.968 no C15 . H151 . 0.975 no C16 . C17 . 1.509(3) yes C16 . H161 . 0.975 no C16 . H162 . 0.975 no C17 . C18 . 1.519(4) yes C17 . H172 . 0.965 no C17 . H171 . 0.985 no C18 . C19 . 1.527(3) yes C18 . H182 . 0.975 no C18 . H181 . 0.982 no C19 . H191 . 0.967 no C19 . H192 . 0.980 no C20 . C21 . 1.394(3) yes C20 . H201 . 0.929 no C21 . C22 . 1.389(3) yes C21 . H211 . 0.921 no C22 . H221 . 0.938 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag N13 2_566 Pd1 . N2 2_566 92.90(7) yes N13 2_566 Pd1 . N2 . 87.10(7) yes N2 2_566 Pd1 . N2 . 179.994 yes N13 2_566 Pd1 . N13 . 179.994 yes N2 2_566 Pd1 . N13 . 87.10(7) yes N2 . Pd1 . N13 . 92.90(7) yes Pd1 . N2 . C3 . 117.38(13) yes Pd1 . N2 . C9 . 121.82(15) yes C3 . N2 . C9 . 120.19(18) yes N2 . C3 . C4 . 115.58(18) yes N2 . C3 . C8 . 108.97(18) yes C4 . C3 . C8 . 110.61(19) yes N2 . C3 . H31 . 107.8 no C4 . C3 . H31 . 105.7 no C8 . C3 . H31 . 107.8 no C3 . C4 . C5 . 110.3(2) yes C3 . C4 . H42 . 109.6 no C5 . C4 . H42 . 108.1 no C3 . C4 . H41 . 109.3 no C5 . C4 . H41 . 108.6 no H42 . C4 . H41 . 110.9 no C4 . C5 . C6 . 110.5(2) yes C4 . C5 . H51 . 109.2 no C6 . C5 . H51 . 111.9 no C4 . C5 . H52 . 107.5 no C6 . C5 . H52 . 109.0 no H51 . C5 . H52 . 108.6 no C5 . C6 . C7 . 110.4(2) yes C5 . C6 . H62 . 110.1 no C7 . C6 . H62 . 106.9 no C5 . C6 . H61 . 111.1 no C7 . C6 . H61 . 107.7 no H62 . C6 . H61 . 110.6 no C6 . C7 . C8 . 110.9(2) yes C6 . C7 . H72 . 107.2 no C8 . C7 . H72 . 111.1 no C6 . C7 . H71 . 108.6 no C8 . C7 . H71 . 107.8 no H72 . C7 . H71 . 111.2 no C7 . C8 . C3 . 111.8(2) yes C7 . C8 . H81 . 107.7 no C3 . C8 . H81 . 106.0 no C7 . C8 . H82 . 110.6 no C3 . C8 . H82 . 106.8 no H81 . C8 . H82 . 113.9 no N2 . C9 . C10 . 129.0(2) yes N2 . C9 . H91 . 117.0 no C10 . C9 . H91 . 114.0 no C9 . C10 . C11 . 130.5(2) yes C9 . C10 . C22 . 121.1(2) yes C11 . C10 . C22 . 106.7(2) yes C10 . C11 . C12 . 131.1(2) yes C10 . C11 . C20 . 106.44(19) yes C12 . C11 . C20 . 121.0(2) yes C11 . C12 . N13 . 128.9(2) yes C11 . C12 . H121 . 113.5 no N13 . C12 . H121 . 117.6 no C12 . N13 . Pd1 . 121.49(15) yes C12 . N13 . C14 . 119.46(18) yes Pd1 . N13 . C14 . 117.91(13) yes N13 . C14 . C15 . 109.22(17) yes N13 . C14 . C19 . 115.13(18) yes C15 . C14 . C19 . 110.78(19) yes N13 . C14 . H141 . 107.5 no C15 . C14 . H141 . 108.2 no C19 . C14 . H141 . 105.8 no C14 . C15 . C16 . 111.43(19) yes C14 . C15 . H152 . 109.8 no C16 . C15 . H152 . 109.1 no C14 . C15 . H151 . 108.5 no C16 . C15 . H151 . 108.8 no H152 . C15 . H151 . 109.2 no C15 . C16 . C17 . 111.8(2) yes C15 . C16 . H161 . 108.1 no C17 . C16 . H161 . 109.7 no C15 . C16 . H162 . 109.9 no C17 . C16 . H162 . 109.3 no H161 . C16 . H162 . 107.9 no C16 . C17 . C18 . 111.0(2) yes C16 . C17 . H172 . 108.1 no C18 . C17 . H172 . 110.0 no C16 . C17 . H171 . 109.0 no C18 . C17 . H171 . 110.2 no H172 . C17 . H171 . 108.4 no C17 . C18 . C19 . 111.9(2) yes C17 . C18 . H182 . 110.4 no C19 . C18 . H182 . 107.0 no C17 . C18 . H181 . 109.3 no C19 . C18 . H181 . 108.0 no H182 . C18 . H181 . 110.0 no C14 . C19 . C18 . 110.91(19) yes C14 . C19 . H191 . 109.6 no C18 . C19 . H191 . 109.4 no C14 . C19 . H192 . 109.3 no C18 . C19 . H192 . 109.7 no H191 . C19 . H192 . 107.9 no C11 . C20 . C21 . 109.6(2) yes C11 . C20 . H201 . 124.2 no C21 . C20 . H201 . 126.3 no C20 . C21 . C22 . 108.0(2) yes C20 . C21 . H211 . 125.3 no C22 . C21 . H211 . 126.7 no C10 . C22 . C21 . 109.2(2) yes C10 . C22 . H221 . 123.5 no C21 . C22 . H221 . 127.3 no data_PB8001 _database_code_depnum_ccdc_archive 'CCDC 741076' #compound 4 in paper _audit_creation_date 08-01-14 _audit_creation_method CRYSTALS_ver_12.85 _oxford_structure_analysis_title 'pb8001 in P-1' _chemical_name_systematic ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H40 N2' _chemical_compound_source 'Damian Smith, reaction number 081107' _exptl_crystal_recrystallization_method ; Freezing at -34\% in hexane. ; _publ_section_abstract # Text of the abstract # (a) The Abstract must be self-contained and comprehensible # without the rest of the paper. This means no references # to atom names or to compound numbers; compounds must be # identified as the title compound, or by name or by some other # means such as derivatives of each other (e.g. "the # corresponding ketone"). # (b) The chemical formula of "the title compound" must be given. # (c) Any crystallographic molecular symmetry should be # mentioned, and also the presence of more than one molecule # in the asymmetric unit (i.e. anything other than Z'=1). ; ? ; _publ_section_related_literature # Not in version 2.3.1 ############################################################### # Essential references (e.g. to the origin of the material studied, related # structural studies, and to information supporting the reported structure) # should be cited in this section, with appropriate very brief explanatory # text, for example `The synthesis of the complex is described by Jones # (2001). The anhydrous complex has essentially the same coordination # geometry (Smith, 2003).' In addition, all references included in the # supplementary materials, but not elsewhere in the published article, # should be given here. The simple text `For related literature, see:...' # may be used, but further details should be provided in the Comment # section, which forms part of the supplementary material. ############################################################### ; ? ; _publ_section_comment # Text of the paper # Note that atoms are referenced as N2, not N(2) or N~2~ # If text containing () occur within (), the outer ones should be [] # Figures should be referenced as Fig. ; The structure contains two molecules in the asymmetric unit. These are related by local symmetry (a pseudo a-glide) but the dimensions of the unit cell prevent the symmetry being raised. In one independent molecule, one of the iPr groups is disordered. The affected atoms have been modelled as two parts with a total occupancy set to be unity, but with the occupancy of the two groups refined within that constraint. ; _publ_section_acknowledgements # Acknowledgments ; ? ; _publ_section_figure_captions # Captions to figures - Start each caption on a new line after a blank line ; Fig. 1. The title compound with displacement ellipsoids drawn at the 50% probability level. H atoms are shown as spheres of arbitary radius. ; _publ_section_exptl_refinement # Some potentially useful phrases are donated by Bill Clegg: ; In the absence of significant anomalous scattering, Friedel pairs were merged. Changes in illuminated volume were kept to a minimum, and were taken into account (G\"orbitz, 1999) by the multi-scan inter-frame scaling (DENZO/SCALEPACK, Otwinowski & Minor, 1997). G\"orbitz, C. H. (1999). Acta Cryst. B55, 1090-1098. The H atoms were all located in a difference map, but those attached to carbon atoms were repositioned geometrically. The H atoms were initially refined with soft restraints on the bond lengths and angles to regularise their geometry (C---H in the range 0.93--0.98, N---H in the range 0.86--0.89 N---H to 0.86 O---H = 0.82 \%A) and U~iso~(H) (in the range 1.2-1.5 times U~eq~ of the parent atom), after which the positions were refined with riding constraints. 912_ALERT_3_A # Missing FCF Reflections Above STh/L= 0.600 1042 910_ALERT_3_C # Missing FCF Reflections Below Th(Min) ........ 5 911_ALERT_3_C # Missing FCF Refl Between THmin & STh/L= 0.600 2 The data are over 99% complete to d=0.8\%A. #============================================================================== Resolution & Completeness Statistics (Cumulative and Friedel Pairs Averaged) #============================================================================== Theta sin(th)/Lambda Complete Expected Measured Missing #------------------------------------------------------------------------------ 20.82 0.500 0.999 5655 5650 5 23.01 0.550 0.999 7507 7502 5 25.24 0.600 0.999 9749 9742 7 #----------------------------------------------------------- ACTA Min. Res. --- 27.51 0.650 0.998 12387 12363 24 29.84 0.700 0.965 15480 14937 543 30.61 0.716 0.937 16586 15537 1049 222_ALERT_3_B Large Non-Solvent H Ueq(max)/Ueq(min) ... 4.29 Ratio No action taken. 061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.87 Sadabs corrects for all systematic errors that lead to disparities in the intensities of symmetry-equivalent data. These may include absorption by the mount, crystal decay, changes in the volume of the crystal illuminated, etc. 154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 100 Deg. No action taken. 220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.04 Ratio 220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.40 Ratio 222_ALERT_3_C Large Non-Solvent H Ueq(max)/Ueq(min) ... 3.85 Ratio 242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C17 Checked. The attached atoms belong to the more mobile terminal methyl groups, which may be expected to have larger adps, particularly given that a corresponding iPr group is disordered. 301_ALERT_3_C Main Residue Disorder ......................... 3.00 Perc. Terminal methyl groups show a small amount of disorder. This does not result in any close atom-atom contacts. The disordered group was modelled as two 720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 47 The second crystallographically-independent molecule has been numbered in the same way as the first, with an offset of 100. 860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 13 The following least squares restraints were applied in Crystals: U(IJ)'S 0.0, 0.005000 = C(119) TO C(135) DISTANCE 1.600000 , 0.010000 = C(117) TO C(134) U(IJ)'S 0.0, 0.010000 = C(118) TO C(134) ; _publ_section_exptl_prep # Brief details or a reference. Include solvent if known ; ? ; # Hand-made tables can be put in the cif. The number of columns # is set in the loop header. # The contants of each column can either be a piece of text # without any spaces (eg a number) or other text enclosed in " " # Remove the leading # in the following example #geom_extra_table_head_A #; #Table 2. #Molecular parameters deviating most from MOGUL averages #; # #loop_ #_geom_extra_tableA_col_1 #_geom_extra_tableA_col_2 #_geom_extra_tableA_col_3 #_geom_extra_tableA_col_4 # #Parameter "Observed Value" "MOGUL Value" "MOGUL e.s.d" #N5-C6-C4 129 124 "7 (\%)" #C3-O10-C2 105 109 "2 (\%)" #C6-O7 1.25 1.22 ".02 (\%A)" # # End of 'script/refcif-b.dat' #end of refcif _cell_length_a 10.4988(2) _cell_length_b 13.5676(3) _cell_length_c 19.0281(4) _cell_angle_alpha 89.809(1) _cell_angle_beta 83.736(1) _cell_angle_gamma 87.957(1) _cell_volume 2692.53(10) _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z loop_ _atom_type_symbol _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_Cromer_Mann_a1 _atom_type_scat_Cromer_Mann_b1 _atom_type_scat_Cromer_Mann_a2 _atom_type_scat_Cromer_Mann_b2 _atom_type_scat_Cromer_Mann_a3 _atom_type_scat_Cromer_Mann_b3 _atom_type_scat_Cromer_Mann_a4 _atom_type_scat_Cromer_Mann_b4 _atom_type_scat_Cromer_Mann_c _atom_type_scat_source C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512 0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4' H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998 0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4' N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826 -11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4' _cell_formula_units_Z 4 # Given Formula = C31 H40 N2 # Dc = 1.09 Fooo = 960.00 Mu = 0.62 M = 881.34 # Found Formula = C31 H40 N2 # Dc = 1.09 FOOO = 960.00 Mu = 0.62 M = 881.34 _chemical_formula_sum 'C31 H40 N2' _chemical_formula_weight 440.67 _cell_measurement_reflns_used 9907 _cell_measurement_theta_min 3 _cell_measurement_theta_max 30 _cell_measurement_temperature 150 _exptl_crystal_description wedge _exptl_crystal_colour yellow _exptl_crystal_size_min 0.25 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_max 0.45 _exptl_crystal_density_diffrn 1.087 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' # Non-dispersive F(000): _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 0.062 # Sheldrick geometric approximatio 0.98 0.98 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Siemens, 1996)' _exptl_absorpt_correction_T_min 0.84 _exptl_absorpt_correction_T_max 0.98 _diffrn_measurement_device 'Bruker SMART' _diffrn_measurement_device_type Area _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_wavelength 0.71073 _diffrn_measurement_method \w # If a reference occurs more than once, delete the author # and date from subsequent references. _computing_data_collection 'SMART (Siemens, 1993)' _computing_cell_refinement 'SAINT (Siemens ,1995)' _computing_data_reduction 'SAINT (Siemens ,1995)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'CRYSTALS (Betteridge et al., 2003)' _computing_publication_material 'CRYSTALS (Betteridge et al., 2003)' _computing_molecular_graphics 'CAMERON (Watkin et al., 1996)' _diffrn_standards_interval_time . _diffrn_standards_interval_count . _diffrn_standards_number 0 _diffrn_standards_decay_% ? _diffrn_ambient_temperature 150 _diffrn_reflns_number 52192 _reflns_number_total 15537 _diffrn_reflns_av_R_equivalents 0.047 # Number of reflections with Friedels Law is 15537 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 16589 _diffrn_reflns_theta_min 2.125 _diffrn_reflns_theta_max 30.610 _diffrn_measured_fraction_theta_max 0.936 _diffrn_reflns_theta_full 28.161 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 25 _reflns_limit_h_min -14 _reflns_limit_h_max 14 _reflns_limit_k_min -18 _reflns_limit_k_max 19 _reflns_limit_l_min 0 _reflns_limit_l_max 27 _oxford_diffrn_Wilson_B_factor 0.00 _oxford_diffrn_Wilson_scale 0.00 _atom_sites_solution_primary direct #heavy,direct,difmap,geom # _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_diff_density_min -0.40 _refine_diff_density_max 0.52 # The current dictionary definitions do not cover the # situation where the reflections used for refinement were # selected by a user-defined sigma threshold # The values actually used during refinement _oxford_reflns_threshold_expression_ref I>-10.0\s(I) _refine_ls_number_reflns 15536 _refine_ls_number_restraints 13 _refine_ls_number_parameters 614 _oxford_refine_ls_R_factor_ref 0.1103 _refine_ls_wR_factor_ref 0.1784 _refine_ls_goodness_of_fit_ref 0.9432 _refine_ls_shift/su_max 0.000309 # The values computed from all data _oxford_reflns_number_all 15536 _refine_ls_R_factor_all 0.1103 _refine_ls_wR_factor_all 0.1784 # The values computed with a 2 sigma cutoff - a la SHELX _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 9712 _refine_ls_R_factor_gt 0.0693 _refine_ls_wR_factor_gt 0.1609 # choose from: rm (reference molecule of known chirality), # ad (anomolous dispersion - Flack), rmad (rm and ad), # syn (from synthesis), unk (unknown) or . (not applicable). _chemical_absolute_configuration . _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_hydrogen_treatment constr # none, undef, noref, refall, # refxyz, refU, constr or mixed _refine_ls_weighting_scheme calc _refine_ls_weighting_details ; Method= Modified Sheldrick w=1/[\s^2^(F^2^) + ( 0.08P)^2^ + 0.00P] ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 ; # Insert your own references if required - in alphabetical order _publ_section_references ; Altomare, A., Cascarano, G., Giacovazzo, G., Guagliardi, A., Burla, M.C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Betteridge, P.W., Carruthers, J.R., Cooper, R.I., Prout, K. & Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487. Siemens Industrial Automation, Inc (1993). SMART: Area-Detector Software Package; Madison, WI. Siemens Industrial Automation, Inc (1995). SAINT: Area-Detector Integration Software.; Madison, WI. Siemens Industrial Automation, Inc (1996). SADABS: Area-Detector Absorption Correction;: Madison, WI. Watkin, D.J., Prout, C.K. & Pearce, L.J. (1996). CAMERON, Chemical Crystallography Laboratory, Oxford, UK. ; # Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3 # Replace last . with number of unfound hydrogen atomsattached to an atom. # ..._refinement_flags_... # . no refinement constraints S special position constraint on site # G rigid group refinement of site R riding atom # D distance or angle restraint on site T thermal displacement constraints # U Uiso or Uij restraint (rigid bond) P partial occupancy constraint 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_occupancy _atom_site_adp_type _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _oxford_atom_site_special_shape _atom_site_attached_hydrogens C1 C 0.68024(17) -0.00554(12) 0.19264(9) 0.0249 1.0000 Uani . . . . . . . C2 C 0.68866(17) -0.00505(12) 0.26875(9) 0.0243 1.0000 Uani . . . . . . . C3 C 0.82046(17) -0.01003(13) 0.27751(10) 0.0292 1.0000 Uani . . . . . . . C4 C 0.89216(18) -0.01386(14) 0.21160(10) 0.0325 1.0000 Uani . . . . . . . C5 C 0.80687(18) -0.01078(14) 0.16038(10) 0.0320 1.0000 Uani . . . . . . . C6 C 0.57343(18) -0.00107(12) 0.15392(9) 0.0269 1.0000 Uani . . . . . . . N7 N 0.45351(14) 0.00284(10) 0.18006(7) 0.0256 1.0000 Uani . . . . . . . C8 C 0.35292(17) 0.00681(12) 0.13554(8) 0.0242 1.0000 Uani . . . . . . . C9 C 0.26308(17) 0.08617(13) 0.14556(9) 0.0270 1.0000 Uani . . . . . . . C10 C 0.16627(18) 0.09319(15) 0.10108(10) 0.0350 1.0000 Uani . . . . . . . C11 C 0.1583(2) 0.02295(17) 0.04939(10) 0.0408 1.0000 Uani . . . . . . . C12 C 0.2430(2) -0.05672(15) 0.04250(10) 0.0374 1.0000 Uani . . . . . . . C13 C 0.34248(19) -0.06806(13) 0.08586(9) 0.0296 1.0000 Uani . . . . . . . C14 C 0.27312(18) 0.16360(14) 0.20191(10) 0.0314 1.0000 Uani . . . . . . . C15 C 0.1448(2) 0.21482(19) 0.22854(14) 0.0548 1.0000 Uani . . . . . . . C16 C 0.3691(2) 0.24013(16) 0.17612(13) 0.0521 1.0000 Uani . . . . . . . C17 C 0.4274(2) -0.16115(14) 0.08013(10) 0.0379 1.0000 Uani . . . . . . . C18 C 0.3469(3) -0.25265(19) 0.09604(17) 0.0823 1.0000 Uani . . . . . . . C19 C 0.5041(3) -0.17178(18) 0.00820(12) 0.0561 1.0000 Uani . . . . . . . C20 C 0.59169(17) 0.00028(12) 0.32516(9) 0.0252 1.0000 Uani . . . . . . . N21 N 0.46896(13) 0.00781(10) 0.31964(7) 0.0241 1.0000 Uani . . . . . . . C22 C 0.37486(16) 0.01559(13) 0.37905(8) 0.0243 1.0000 Uani . . . . . . . C23 C 0.37512(17) 0.09380(13) 0.42700(9) 0.0278 1.0000 Uani . . . . . . . C24 C 0.28046(19) 0.09608(16) 0.48473(10) 0.0366 1.0000 Uani . . . . . . . C25 C 0.18723(19) 0.02597(16) 0.49297(10) 0.0393 1.0000 Uani . . . . . . . C26 C 0.18555(18) -0.04703(15) 0.44312(10) 0.0361 1.0000 Uani . . . . . . . C27 C 0.27848(17) -0.05441(13) 0.38525(9) 0.0283 1.0000 Uani . . . . . . . C28 C 0.46714(18) 0.17777(14) 0.41649(10) 0.0328 1.0000 Uani . . . . . . . C29 C 0.5427(2) 0.18952(18) 0.47976(13) 0.0520 1.0000 Uani . . . . . . . C30 C 0.3962(2) 0.27396(16) 0.40074(13) 0.0472 1.0000 Uani . . . . . . . C31 C 0.27456(19) -0.13469(15) 0.33035(10) 0.0347 1.0000 Uani . . . . . . . C32 C 0.1655(2) -0.11259(18) 0.28565(12) 0.0543 1.0000 Uani . . . . . . . C33 C 0.2642(2) -0.23775(17) 0.36241(13) 0.0532 1.0000 Uani . . . . . . . C101 C 1.19228(17) 0.50195(12) 0.19356(9) 0.0254 1.0000 Uani . . . . . . . C102 C 1.19337(17) 0.50465(12) 0.27032(9) 0.0246 1.0000 Uani . . . . . . . C103 C 1.32254(18) 0.51085(13) 0.28235(10) 0.0308 1.0000 Uani . . . . . . . C104 C 1.39959(18) 0.51233(14) 0.21801(10) 0.0329 1.0000 Uani . . . . . . . C105 C 1.32059(18) 0.50641(13) 0.16437(10) 0.0312 1.0000 Uani . . . . . . . C106 C 1.08947(18) 0.49762(12) 0.15238(9) 0.0271 1.0000 Uani . . . . . . . N107 N 0.96872(14) 0.49652(10) 0.17695(7) 0.0259 1.0000 Uani . . . . . . . C108 C 0.86776(17) 0.49674(13) 0.13275(9) 0.0262 1.0000 Uani . . . . . . . C109 C 0.77944(18) 0.42120(14) 0.14285(10) 0.0314 1.0000 Uani . . . . . . . C110 C 0.68032(19) 0.42075(18) 0.10066(11) 0.0428 1.0000 Uani . . . . . . . C111 C 0.6686(2) 0.4925(2) 0.04988(11) 0.0491 1.0000 Uani . . . . . . . C112 C 0.7531(2) 0.56788(17) 0.04212(10) 0.0416 1.0000 Uani . . . . . . . C113 C 0.85389(19) 0.57323(14) 0.08359(9) 0.0320 1.0000 Uani . . . . . . . C114 C 0.79025(18) 0.34171(14) 0.19874(11) 0.0356 1.0000 Uani . . . . . . . C115 C 0.7937(2) 0.23857(17) 0.16725(14) 0.0549 1.0000 Uani . . . . . . . C116 C 0.6823(2) 0.35315(17) 0.25857(11) 0.0449 1.0000 Uani . . . . . . . C117 C 0.9372(2) 0.66225(14) 0.07800(11) 0.0440 1.0000 Uani D . . . . . . C118 C 0.8500(4) 0.7567(2) 0.0990(2) 0.0730 0.792(4) Uani . U P 1 1 . . C119 C 1.0071(4) 0.6744(3) 0.00706(16) 0.0503 0.792(4) Uani . U P 1 1 . . C120 C 1.09156(17) 0.50303(12) 0.32476(9) 0.0267 1.0000 Uani . . . . . . . N121 N 0.97064(14) 0.49741(10) 0.31636(7) 0.0256 1.0000 Uani . . . . . . . C122 C 0.87256(16) 0.49401(12) 0.37371(8) 0.0241 1.0000 Uani . . . . . . . C123 C 0.87350(17) 0.41866(13) 0.42445(9) 0.0255 1.0000 Uani . . . . . . . C124 C 0.77419(18) 0.42085(14) 0.47957(9) 0.0310 1.0000 Uani . . . . . . . C125 C 0.67701(18) 0.49199(14) 0.48347(10) 0.0336 1.0000 Uani . . . . . . . C126 C 0.67494(18) 0.56329(14) 0.43125(10) 0.0312 1.0000 Uani . . . . . . . C127 C 0.77134(17) 0.56575(13) 0.37556(9) 0.0262 1.0000 Uani . . . . . . . C128 C 0.97211(18) 0.33346(13) 0.41979(9) 0.0291 1.0000 Uani . . . . . . . C129 C 1.0432(2) 0.32829(17) 0.48578(11) 0.0411 1.0000 Uani . . . . . . . C130 C 0.9104(2) 0.23572(15) 0.40768(12) 0.0438 1.0000 Uani . . . . . . . C131 C 0.77207(19) 0.64458(14) 0.31833(10) 0.0321 1.0000 Uani . . . . . . . C132 C 0.8669(2) 0.72396(15) 0.32966(12) 0.0454 1.0000 Uani . . . . . . . C133 C 0.6400(2) 0.69270(17) 0.31128(12) 0.0486 1.0000 Uani . . . . . . . C134 C 0.9391(15) 0.7285(8) 0.1411(5) 0.0629 0.208(4) Uani D U P 1 2 . . C135 C 0.9484(14) 0.7173(9) 0.0040(6) 0.0503 0.208(4) Uani . U P 1 2 . . H31 H 0.8534 -0.0117 0.3214 0.0340 1.0000 Uiso R . . . . . . H41 H 0.9818 -0.0195 0.2025 0.0366 1.0000 Uiso R . . . . . . H51 H 0.8298 -0.0131 0.1105 0.0366 1.0000 Uiso R . . . . . . H61 H 0.5879 -0.0001 0.1037 0.0303 1.0000 Uiso R . . . . . . H101 H 0.1074 0.1472 0.1072 0.0402 1.0000 Uiso R . . . . . . H111 H 0.0940 0.0314 0.0170 0.0491 1.0000 Uiso R . . . . . . H121 H 0.2352 -0.1085 0.0095 0.0441 1.0000 Uiso R . . . . . . H141 H 0.3040 0.1281 0.2420 0.0358 1.0000 Uiso R . . . . . . H152 H 0.1551 0.2569 0.2690 0.0791 1.0000 Uiso R . . . . . . H153 H 0.0862 0.1640 0.2436 0.0787 1.0000 Uiso R . . . . . . H151 H 0.1149 0.2517 0.1893 0.0790 1.0000 Uiso R . . . . . . H161 H 0.3748 0.2925 0.2110 0.0746 1.0000 Uiso R . . . . . . H163 H 0.4539 0.2070 0.1605 0.0754 1.0000 Uiso R . . . . . . H162 H 0.3373 0.2686 0.1351 0.0735 1.0000 Uiso R . . . . . . H171 H 0.4845 -0.1600 0.1159 0.0436 1.0000 Uiso R . . . . . . H181 H 0.4073 -0.3098 0.0949 0.1202 1.0000 Uiso R . . . . . . H182 H 0.3002 -0.2437 0.1444 0.1212 1.0000 Uiso R . . . . . . H183 H 0.2898 -0.2627 0.0597 0.1215 1.0000 Uiso R . . . . . . H192 H 0.5565 -0.2318 0.0057 0.0812 1.0000 Uiso R . . . . . . H193 H 0.5584 -0.1140 -0.0017 0.0808 1.0000 Uiso R . . . . . . H191 H 0.4467 -0.1755 -0.0292 0.0806 1.0000 Uiso R . . . . . . H201 H 0.6164 -0.0026 0.3710 0.0283 1.0000 Uiso R . . . . . . H241 H 0.2786 0.1455 0.5186 0.0412 1.0000 Uiso R . . . . . . H251 H 0.1258 0.0320 0.5320 0.0442 1.0000 Uiso R . . . . . . H261 H 0.1210 -0.0936 0.4462 0.0417 1.0000 Uiso R . . . . . . H281 H 0.5284 0.1629 0.3749 0.0386 1.0000 Uiso R . . . . . . H291 H 0.5998 0.2426 0.4713 0.0764 1.0000 Uiso R . . . . . . H292 H 0.4830 0.2052 0.5209 0.0756 1.0000 Uiso R . . . . . . H293 H 0.5919 0.1310 0.4884 0.0770 1.0000 Uiso R . . . . . . H303 H 0.4550 0.3259 0.3882 0.0681 1.0000 Uiso R . . . . . . H302 H 0.3357 0.2948 0.4407 0.0680 1.0000 Uiso R . . . . . . H301 H 0.3466 0.2642 0.3621 0.0679 1.0000 Uiso R . . . . . . H311 H 0.3549 -0.1340 0.2994 0.0402 1.0000 Uiso R . . . . . . H323 H 0.1645 -0.1639 0.2481 0.0800 1.0000 Uiso R . . . . . . H322 H 0.0851 -0.1217 0.3171 0.0782 1.0000 Uiso R . . . . . . H321 H 0.1699 -0.0463 0.2642 0.0800 1.0000 Uiso R . . . . . . H331 H 0.2616 -0.2873 0.3254 0.0761 1.0000 Uiso R . . . . . . H332 H 0.3358 -0.2536 0.3893 0.0763 1.0000 Uiso R . . . . . . H333 H 0.1824 -0.2418 0.3920 0.0767 1.0000 Uiso R . . . . . . H1031 H 1.3485 0.5137 0.3273 0.0363 1.0000 Uiso R . . . . . . H1041 H 1.4893 0.5176 0.2114 0.0368 1.0000 Uiso R . . . . . . H1051 H 1.3460 0.5039 0.1160 0.0354 1.0000 Uiso R . . . . . . H1061 H 1.1116 0.4952 0.1022 0.0318 1.0000 Uiso R . . . . . . H1101 H 0.6180 0.3704 0.1062 0.0491 1.0000 Uiso R . . . . . . H1111 H 0.6037 0.4900 0.0220 0.0571 1.0000 Uiso R . . . . . . H1121 H 0.7383 0.6175 0.0093 0.0471 1.0000 Uiso R . . . . . . H1141 H 0.8707 0.3502 0.2202 0.0415 1.0000 Uiso R . . . . . . H1153 H 0.8054 0.1898 0.2044 0.0777 1.0000 Uiso R . . . . . . H1151 H 0.8633 0.2287 0.1303 0.0776 1.0000 Uiso R . . . . . . H1152 H 0.7128 0.2265 0.1473 0.0779 1.0000 Uiso R . . . . . . H1163 H 0.6965 0.3045 0.2947 0.0646 1.0000 Uiso R . . . . . . H1162 H 0.6809 0.4192 0.2782 0.0642 1.0000 Uiso R . . . . . . H1161 H 0.6003 0.3413 0.2401 0.0645 1.0000 Uiso R . . . . . . H1241 H 0.7734 0.3731 0.5143 0.0356 1.0000 Uiso R . . . . . . H1251 H 0.6132 0.4916 0.5212 0.0379 1.0000 Uiso R . . . . . . H1261 H 0.6082 0.6106 0.4343 0.0341 1.0000 Uiso R . . . . . . H1281 H 1.0369 0.3460 0.3799 0.0326 1.0000 Uiso R . . . . . . H1292 H 1.1039 0.2715 0.4834 0.0592 1.0000 Uiso R . . . . . . H1291 H 1.0887 0.3897 0.4919 0.0584 1.0000 Uiso R . . . . . . H1293 H 0.9835 0.3192 0.5284 0.0581 1.0000 Uiso R . . . . . . H1303 H 0.9786 0.1840 0.4029 0.0615 1.0000 Uiso R . . . . . . H1302 H 0.8505 0.2191 0.4482 0.0622 1.0000 Uiso R . . . . . . H1301 H 0.8677 0.2363 0.3661 0.0630 1.0000 Uiso R . . . . . . H1311 H 0.8020 0.6094 0.2743 0.0360 1.0000 Uiso R . . . . . . H1321 H 0.8680 0.7728 0.2907 0.0656 1.0000 Uiso R . . . . . . H1322 H 0.8418 0.7582 0.3756 0.0657 1.0000 Uiso R . . . . . . H1323 H 0.9539 0.6951 0.3306 0.0657 1.0000 Uiso R . . . . . . H1333 H 0.6473 0.7348 0.2691 0.0694 1.0000 Uiso R . . . . . . H1331 H 0.6103 0.7310 0.3524 0.0689 1.0000 Uiso R . . . . . . H1332 H 0.5787 0.6396 0.3057 0.0696 1.0000 Uiso R . . . . . . H1201 H 1.1126 0.5053 0.3719 0.0307 1.0000 Uiso R . . . . . . H1211 H 0.9516 0.4978 0.2733 0.0333 1.0000 Uiso R . . . . . . H211 H 0.4442 0.0051 0.2771 0.0306 1.0000 Uiso R . . . . . . H1182 H 0.9028 0.8153 0.1020 0.1065 0.792(4) Uiso R . P 1 1 . . H1181 H 0.7962 0.7482 0.1436 0.1060 0.792(4) Uiso R . P 1 1 . . H1183 H 0.7940 0.7708 0.0610 0.1055 0.792(4) Uiso R . P 1 1 . . H1193 H 1.0551 0.7350 0.0058 0.0734 0.792(4) Uiso R . P 1 1 . . H1192 H 1.0669 0.6166 -0.0040 0.0729 0.792(4) Uiso R . P 1 1 . . H1191 H 0.9464 0.6789 -0.0294 0.0732 0.792(4) Uiso R . P 1 1 . . H1341 H 0.9911 0.7850 0.1306 0.1181 0.208(4) Uiso R . P 1 2 . . H1342 H 0.9616 0.6990 0.1840 0.1179 0.208(4) Uiso R . P 1 2 . . H1343 H 0.8493 0.7480 0.1461 0.1181 0.208(4) Uiso R . P 1 2 . . H1352 H 1.0175 0.7620 -0.0001 0.0720 0.208(4) Uiso R . P 1 2 . . H1351 H 0.9639 0.6674 -0.0326 0.0720 0.208(4) Uiso R . P 1 2 . . H1353 H 0.8707 0.7538 -0.0021 0.0721 0.208(4) Uiso R . P 1 2 . . H1171 H 1.0207 0.6364 0.0837 0.0514 0.208(4) Uiso R . P 1 2 . . H1172 H 0.9981 0.6552 0.1113 0.0514 0.792(4) Uiso R . P 1 1 . . 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 C1 0.0297(9) 0.0220(8) 0.0224(8) 0.0001(6) -0.0013(7) -0.0003(7) C2 0.0265(9) 0.0226(8) 0.0238(8) 0.0008(6) -0.0036(7) 0.0002(6) C3 0.0277(9) 0.0324(9) 0.0280(9) 0.0025(7) -0.0063(7) 0.0018(7) C4 0.0238(9) 0.0379(10) 0.0345(10) 0.0038(8) 0.0016(8) 0.0039(8) C5 0.0346(10) 0.0333(10) 0.0260(9) 0.0018(7) 0.0038(8) 0.0040(8) C6 0.0360(10) 0.0243(8) 0.0203(8) 0.0003(6) -0.0030(7) -0.0009(7) N7 0.0289(8) 0.0263(7) 0.0224(7) 0.0011(5) -0.0060(6) -0.0026(6) C8 0.0283(9) 0.0262(8) 0.0189(7) 0.0050(6) -0.0036(6) -0.0086(7) C9 0.0263(9) 0.0308(9) 0.0238(8) 0.0037(7) -0.0014(7) -0.0068(7) C10 0.0273(10) 0.0465(12) 0.0317(10) 0.0030(8) -0.0050(8) -0.0014(8) C11 0.0301(11) 0.0642(14) 0.0303(10) 0.0034(9) -0.0101(8) -0.0113(10) C12 0.0423(12) 0.0449(12) 0.0268(9) -0.0033(8) -0.0075(8) -0.0155(9) C13 0.0391(11) 0.0285(9) 0.0218(8) 0.0011(7) -0.0028(7) -0.0116(8) C14 0.0327(10) 0.0317(9) 0.0300(9) -0.0032(7) -0.0048(8) 0.0004(8) C15 0.0400(13) 0.0626(16) 0.0602(15) -0.0215(12) 0.0007(11) 0.0036(11) C16 0.0545(15) 0.0400(12) 0.0609(15) -0.0144(11) 0.0024(12) -0.0154(11) C17 0.0591(14) 0.0257(9) 0.0302(10) -0.0011(7) -0.0090(9) -0.0055(9) C18 0.118(3) 0.0344(14) 0.091(2) 0.0062(14) 0.009(2) -0.0184(15) C19 0.0760(18) 0.0488(14) 0.0416(13) -0.0024(10) -0.0027(12) 0.0149(13) C20 0.0296(9) 0.0256(8) 0.0207(8) 0.0012(6) -0.0042(7) -0.0005(7) N21 0.0247(7) 0.0298(7) 0.0179(6) 0.0015(5) -0.0021(5) -0.0038(6) C22 0.0215(8) 0.0330(9) 0.0184(7) 0.0053(6) -0.0026(6) -0.0006(7) C23 0.0243(9) 0.0350(10) 0.0239(8) 0.0012(7) -0.0038(7) 0.0038(7) C24 0.0325(11) 0.0487(12) 0.0270(9) -0.0023(8) 0.0011(8) 0.0079(9) C25 0.0288(10) 0.0564(13) 0.0301(10) 0.0104(9) 0.0063(8) 0.0049(9) C26 0.0267(10) 0.0466(12) 0.0346(10) 0.0140(9) -0.0008(8) -0.0041(8) C27 0.0237(9) 0.0352(10) 0.0266(8) 0.0096(7) -0.0051(7) -0.0027(7) C28 0.0289(10) 0.0361(10) 0.0331(10) -0.0081(8) -0.0011(8) -0.0015(8) C29 0.0444(14) 0.0591(15) 0.0559(14) -0.0089(11) -0.0198(11) -0.0057(11) C30 0.0471(13) 0.0390(12) 0.0551(14) 0.0022(10) -0.0044(11) -0.0024(10) C31 0.0313(10) 0.0403(11) 0.0334(10) 0.0039(8) -0.0037(8) -0.0141(8) C32 0.0613(16) 0.0594(15) 0.0476(13) 0.0103(11) -0.0260(12) -0.0156(12) C33 0.0629(16) 0.0409(13) 0.0576(15) 0.0056(11) -0.0140(13) -0.0056(11) C101 0.0287(9) 0.0222(8) 0.0253(8) 0.0024(6) -0.0016(7) -0.0035(7) C102 0.0268(9) 0.0244(8) 0.0231(8) 0.0025(6) -0.0040(7) -0.0024(7) C103 0.0331(10) 0.0304(9) 0.0298(9) 0.0009(7) -0.0074(8) -0.0029(8) C104 0.0244(9) 0.0313(10) 0.0424(11) 0.0013(8) 0.0003(8) -0.0048(7) C105 0.0348(10) 0.0285(9) 0.0292(9) 0.0026(7) 0.0028(8) -0.0056(8) C106 0.0368(10) 0.0215(8) 0.0226(8) 0.0020(6) -0.0010(7) -0.0032(7) N107 0.0289(8) 0.0260(7) 0.0237(7) 0.0027(5) -0.0066(6) -0.0028(6) C108 0.0280(9) 0.0295(9) 0.0211(8) -0.0020(6) -0.0045(7) 0.0061(7) C109 0.0252(9) 0.0381(10) 0.0310(9) -0.0001(8) -0.0051(7) 0.0021(8) C110 0.0259(10) 0.0626(14) 0.0410(11) 0.0014(10) -0.0071(9) -0.0050(9) C111 0.0297(11) 0.0865(18) 0.0324(11) 0.0052(11) -0.0122(9) 0.0057(11) C112 0.0423(12) 0.0556(13) 0.0266(9) 0.0086(9) -0.0071(9) 0.0135(10) C113 0.0419(11) 0.0312(9) 0.0221(8) -0.0012(7) -0.0033(8) 0.0095(8) C114 0.0266(10) 0.0357(10) 0.0460(11) 0.0084(9) -0.0089(9) -0.0062(8) C115 0.0534(15) 0.0413(13) 0.0689(17) 0.0039(11) -0.0021(13) 0.0005(11) C116 0.0427(13) 0.0537(14) 0.0391(11) 0.0110(10) -0.0076(10) -0.0061(10) C117 0.0732(16) 0.0277(10) 0.0331(10) 0.0054(8) -0.0159(10) 0.0009(10) C118 0.114(3) 0.0387(18) 0.063(2) -0.0091(15) 0.003(2) 0.0171(19) C119 0.069(2) 0.0421(18) 0.0390(15) 0.0061(13) -0.0006(15) -0.0111(15) C120 0.0330(10) 0.0251(8) 0.0224(8) 0.0009(6) -0.0038(7) -0.0027(7) N121 0.0286(8) 0.0298(8) 0.0183(6) 0.0013(5) -0.0021(6) -0.0015(6) C122 0.0239(9) 0.0281(9) 0.0204(8) -0.0024(6) -0.0020(6) -0.0039(7) C123 0.0262(9) 0.0290(9) 0.0219(8) -0.0001(6) -0.0035(7) -0.0032(7) C124 0.0304(10) 0.0359(10) 0.0266(9) 0.0064(7) -0.0014(7) -0.0060(8) C125 0.0278(10) 0.0416(11) 0.0299(9) -0.0028(8) 0.0048(8) -0.0037(8) C126 0.0260(9) 0.0357(10) 0.0316(9) -0.0027(7) -0.0028(7) 0.0017(8) C127 0.0273(9) 0.0286(9) 0.0232(8) -0.0019(6) -0.0049(7) -0.0018(7) C128 0.0281(9) 0.0323(9) 0.0262(8) 0.0042(7) 0.0010(7) -0.0014(7) C129 0.0331(11) 0.0541(13) 0.0368(11) 0.0053(9) -0.0098(9) 0.0053(9) C130 0.0489(13) 0.0334(11) 0.0500(13) 0.0015(9) -0.0101(10) -0.0014(9) C131 0.0381(11) 0.0328(10) 0.0253(9) 0.0018(7) -0.0043(8) 0.0041(8) C132 0.0582(15) 0.0321(11) 0.0472(12) 0.0102(9) -0.0101(11) -0.0073(10) C133 0.0478(14) 0.0535(14) 0.0446(12) 0.0071(10) -0.0101(10) 0.0118(11) C134 0.107(8) 0.035(5) 0.046(6) 0.002(4) -0.001(6) -0.006(5) C135 0.069(5) 0.041(4) 0.039(4) 0.022(4) -0.002(4) -0.002(4) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.4790(6) loop_ _geom_bond_atom_site_label_1 _geom_bond_site_symmetry_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag C1 . C2 . 1.461(2) yes C1 . C5 . 1.402(2) yes C1 . C6 . 1.407(2) yes C2 . C3 . 1.411(2) yes C2 . C20 . 1.397(2) yes C3 . C4 . 1.391(3) yes C3 . H31 . 0.939 no C4 . C5 . 1.393(3) yes C4 . H41 . 0.938 no C5 . H51 . 0.954 no C6 . N7 . 1.302(2) yes C6 . H61 . 0.951 no N7 . C8 . 1.424(2) yes C8 . C9 . 1.405(2) yes C8 . C13 . 1.405(2) yes C9 . C10 . 1.392(2) yes C9 . C14 . 1.518(2) yes C10 . C11 . 1.383(3) yes C10 . H101 . 0.940 no C11 . C12 . 1.372(3) yes C11 . H111 . 0.966 no C12 . C13 . 1.404(3) yes C12 . H121 . 0.955 no C13 . C17 . 1.517(3) yes C14 . C15 . 1.530(3) yes C14 . C16 . 1.516(3) yes C14 . H141 . 0.980 no C15 . H152 . 0.978 no C15 . H153 . 0.962 no C15 . H151 . 0.971 no C16 . H161 . 0.982 no C16 . H163 . 0.999 no C16 . H162 . 0.956 no C17 . C18 . 1.537(3) yes C17 . C19 . 1.515(3) yes C17 . H171 . 0.956 no C18 . H181 . 0.983 no C18 . H182 . 1.000 no C18 . H183 . 0.976 no C19 . H192 . 0.965 no C19 . H193 . 0.991 no C19 . H191 . 0.984 no C20 . N21 . 1.305(2) yes C20 . H201 . 0.936 no N21 . C22 . 1.419(2) yes N21 . H211 . 0.877 no C22 . C23 . 1.402(2) yes C22 . C27 . 1.408(2) yes C23 . C24 . 1.398(2) yes C23 . C28 . 1.519(3) yes C24 . C25 . 1.385(3) yes C24 . H241 . 0.930 no C25 . C26 . 1.376(3) yes C25 . H251 . 0.931 no C26 . C27 . 1.391(2) yes C26 . H261 . 0.940 no C27 . C31 . 1.516(3) yes C28 . C29 . 1.524(3) yes C28 . C30 . 1.524(3) yes C28 . H281 . 0.981 no C29 . H291 . 0.955 no C29 . H292 . 0.968 no C29 . H293 . 0.955 no C30 . H303 . 0.965 no C30 . H302 . 0.973 no C30 . H301 . 0.959 no C31 . C32 . 1.521(3) yes C31 . C33 . 1.526(3) yes C31 . H311 . 0.975 no C32 . H323 . 1.000 no C32 . H322 . 0.991 no C32 . H321 . 0.987 no C33 . H331 . 0.978 no C33 . H332 . 0.973 no C33 . H333 . 0.977 no C101 . C102 . 1.462(2) yes C101 . C105 . 1.403(2) yes C101 . C106 . 1.404(2) yes C102 . C103 . 1.405(2) yes C102 . C120 . 1.406(2) yes C103 . C104 . 1.392(3) yes C103 . H1031 . 0.926 no C104 . C105 . 1.388(3) yes C104 . H1041 . 0.942 no C105 . H1051 . 0.931 no C106 . N107 . 1.303(2) yes C106 . H1061 . 0.957 no N107 . C108 . 1.423(2) yes C108 . C109 . 1.405(3) yes C108 . C113 . 1.409(2) yes C109 . C110 . 1.382(3) yes C109 . C114 . 1.522(3) yes C110 . C111 . 1.381(3) yes C110 . H1101 . 0.960 no C111 . C112 . 1.375(3) yes C111 . H1111 . 0.910 no C112 . C113 . 1.391(3) yes C112 . H1121 . 0.937 no C113 . C117 . 1.513(3) yes C114 . C115 . 1.522(3) yes C114 . C116 . 1.520(3) yes C114 . H1141 . 0.987 no C115 . H1153 . 0.981 no C115 . H1151 . 0.963 no C115 . H1152 . 0.986 no C116 . H1163 . 0.971 no C116 . H1162 . 0.970 no C116 . H1161 . 0.983 no C117 . C118 . 1.575(4) yes C117 . C119 . 1.476(4) yes C117 . H1172 . 0.950 no C117 . C134 . 1.505(8) yes C117 . C135 . 1.587(10) yes C117 . H1171 . 0.950 no C118 . H1182 . 0.990 no C118 . H1181 . 0.975 no C118 . H1183 . 0.995 no C119 . H1193 . 0.979 no C119 . H1192 . 0.995 no C119 . H1191 . 0.992 no C120 . N121 . 1.302(2) yes C120 . H1201 . 0.947 no N121 . C122 . 1.418(2) yes N121 . H1211 . 0.865 no C122 . C123 . 1.404(2) yes C122 . C127 . 1.413(2) yes C123 . C124 . 1.395(2) yes C123 . C128 . 1.520(2) yes C124 . C125 . 1.375(3) yes C124 . H1241 . 0.924 no C125 . C126 . 1.386(3) yes C125 . H1251 . 0.927 no C126 . C127 . 1.384(2) yes C126 . H1261 . 0.930 no C127 . C131 . 1.523(2) yes C128 . C129 . 1.529(3) yes C128 . C130 . 1.526(3) yes C128 . H1281 . 0.980 no C129 . H1292 . 0.981 no C129 . H1291 . 0.988 no C129 . H1293 . 0.980 no C130 . H1303 . 0.982 no C130 . H1302 . 0.971 no C130 . H1301 . 0.951 no C131 . C132 . 1.524(3) yes C131 . C133 . 1.530(3) yes C131 . H1311 . 0.982 no C132 . H1321 . 0.991 no C132 . H1322 . 0.996 no C132 . H1323 . 0.982 no C133 . H1333 . 0.981 no C133 . H1331 . 0.958 no C133 . H1332 . 0.996 no C134 . H1341 . 0.964 no C134 . H1342 . 0.957 no C134 . H1343 . 0.965 no C135 . H1352 . 0.959 no C135 . H1351 . 0.969 no C135 . H1353 . 0.957 no loop_ _geom_angle_atom_site_label_1 _geom_angle_site_symmetry_1 _geom_angle_atom_site_label_2 _geom_angle_site_symmetry_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag C2 . C1 . C5 . 106.11(15) yes C2 . C1 . C6 . 131.06(16) yes C5 . C1 . C6 . 122.82(16) yes C1 . C2 . C3 . 106.44(15) yes C1 . C2 . C20 . 130.13(16) yes C3 . C2 . C20 . 123.43(16) yes C2 . C3 . C4 . 109.55(16) yes C2 . C3 . H31 . 124.5 no C4 . C3 . H31 . 125.9 no C3 . C4 . C5 . 107.77(16) yes C3 . C4 . H41 . 126.9 no C5 . C4 . H41 . 125.3 no C1 . C5 . C4 . 110.13(16) yes C1 . C5 . H51 . 124.1 no C4 . C5 . H51 . 125.8 no C1 . C6 . N7 . 126.30(16) yes C1 . C6 . H61 . 118.5 no N7 . C6 . H61 . 115.2 no C6 . N7 . C8 . 121.41(14) yes N7 . C8 . C9 . 117.13(15) yes N7 . C8 . C13 . 120.71(16) yes C9 . C8 . C13 . 122.11(16) yes C8 . C9 . C10 . 118.06(17) yes C8 . C9 . C14 . 121.08(16) yes C10 . C9 . C14 . 120.84(17) yes C9 . C10 . C11 . 120.60(19) yes C9 . C10 . H101 . 117.9 no C11 . C10 . H101 . 121.5 no C10 . C11 . C12 . 120.64(18) yes C10 . C11 . H111 . 119.4 no C12 . C11 . H111 . 120.0 no C11 . C12 . C13 . 121.41(18) yes C11 . C12 . H121 . 121.9 no C13 . C12 . H121 . 116.6 no C8 . C13 . C12 . 116.99(18) yes C8 . C13 . C17 . 123.44(17) yes C12 . C13 . C17 . 119.48(17) yes C9 . C14 . C15 . 113.76(16) yes C9 . C14 . C16 . 111.06(16) yes C15 . C14 . C16 . 109.67(18) yes C9 . C14 . H141 . 105.7 no C15 . C14 . H141 . 107.4 no C16 . C14 . H141 . 109.0 no C14 . C15 . H152 . 110.0 no C14 . C15 . H153 . 107.3 no H152 . C15 . H153 . 108.8 no C14 . C15 . H151 . 107.7 no H152 . C15 . H151 . 112.5 no H153 . C15 . H151 . 110.4 no C14 . C16 . H161 . 112.5 no C14 . C16 . H163 . 109.8 no H161 . C16 . H163 . 112.8 no C14 . C16 . H162 . 105.1 no H161 . C16 . H162 . 108.8 no H163 . C16 . H162 . 107.4 no C13 . C17 . C18 . 110.6(2) yes C13 . C17 . C19 . 112.28(16) yes C18 . C17 . C19 . 109.8(2) yes C13 . C17 . H171 . 108.9 no C18 . C17 . H171 . 105.5 no C19 . C17 . H171 . 109.6 no C17 . C18 . H181 . 106.9 no C17 . C18 . H182 . 107.2 no H181 . C18 . H182 . 110.6 no C17 . C18 . H183 . 111.3 no H181 . C18 . H183 . 107.6 no H182 . C18 . H183 . 113.1 no C17 . C19 . H192 . 110.7 no C17 . C19 . H193 . 110.2 no H192 . C19 . H193 . 110.2 no C17 . C19 . H191 . 110.7 no H192 . C19 . H191 . 107.1 no H193 . C19 . H191 . 108.0 no C2 . C20 . N21 . 125.59(16) yes C2 . C20 . H201 . 117.5 no N21 . C20 . H201 . 116.9 no C20 . N21 . C22 . 123.03(14) yes C20 . N21 . H211 . 117.7 no C22 . N21 . H211 . 119.2 no N21 . C22 . C23 . 120.49(15) yes N21 . C22 . C27 . 117.46(15) yes C23 . C22 . C27 . 121.95(16) yes C22 . C23 . C24 . 117.33(17) yes C22 . C23 . C28 . 123.16(16) yes C24 . C23 . C28 . 119.40(17) yes C23 . C24 . C25 . 121.44(19) yes C23 . C24 . H241 . 120.2 no C25 . C24 . H241 . 118.4 no C24 . C25 . C26 . 119.88(18) yes C24 . C25 . H251 . 117.6 no C26 . C25 . H251 . 122.5 no C25 . C26 . C27 . 121.42(18) yes C25 . C26 . H261 . 121.7 no C27 . C26 . H261 . 116.9 no C22 . C27 . C26 . 117.83(17) yes C22 . C27 . C31 . 121.37(16) yes C26 . C27 . C31 . 120.80(17) yes C23 . C28 . C29 . 111.80(17) yes C23 . C28 . C30 . 110.88(16) yes C29 . C28 . C30 . 110.91(17) yes C23 . C28 . H281 . 108.4 no C29 . C28 . H281 . 108.0 no C30 . C28 . H281 . 106.7 no C28 . C29 . H291 . 109.6 no C28 . C29 . H292 . 108.5 no H291 . C29 . H292 . 108.7 no C28 . C29 . H293 . 111.8 no H291 . C29 . H293 . 108.5 no H292 . C29 . H293 . 109.6 no C28 . C30 . H303 . 111.5 no C28 . C30 . H302 . 111.4 no H303 . C30 . H302 . 109.6 no C28 . C30 . H301 . 109.6 no H303 . C30 . H301 . 108.4 no H302 . C30 . H301 . 106.2 no C27 . C31 . C32 . 110.03(18) yes C27 . C31 . C33 . 113.12(16) yes C32 . C31 . C33 . 110.66(17) yes C27 . C31 . H311 . 107.6 no C32 . C31 . H311 . 108.0 no C33 . C31 . H311 . 107.2 no C31 . C32 . H323 . 110.4 no C31 . C32 . H322 . 106.2 no H323 . C32 . H322 . 104.5 no C31 . C32 . H321 . 112.4 no H323 . C32 . H321 . 110.2 no H322 . C32 . H321 . 112.8 no C31 . C33 . H331 . 110.6 no C31 . C33 . H332 . 111.1 no H331 . C33 . H332 . 109.3 no C31 . C33 . H333 . 109.2 no H331 . C33 . H333 . 105.3 no H332 . C33 . H333 . 111.1 no C102 . C101 . C105 . 106.35(15) yes C102 . C101 . C106 . 130.50(16) yes C105 . C101 . C106 . 123.14(16) yes C101 . C102 . C103 . 106.15(15) yes C101 . C102 . C120 . 130.30(16) yes C103 . C102 . C120 . 123.55(16) yes C102 . C103 . C104 . 109.73(16) yes C102 . C103 . H1031 . 122.8 no C104 . C103 . H1031 . 127.5 no C103 . C104 . C105 . 107.94(17) yes C103 . C104 . H1041 . 126.6 no C105 . C104 . H1041 . 125.4 no C101 . C105 . C104 . 109.82(16) yes C101 . C105 . H1051 . 123.2 no C104 . C105 . H1051 . 126.9 no C101 . C106 . N107 . 125.38(16) yes C101 . C106 . H1061 . 116.1 no N107 . C106 . H1061 . 118.5 no C106 . N107 . C108 . 123.12(15) yes N107 . C108 . C109 . 117.48(15) yes N107 . C108 . C113 . 120.70(16) yes C109 . C108 . C113 . 121.74(17) yes C108 . C109 . C110 . 118.19(18) yes C108 . C109 . C114 . 121.77(16) yes C110 . C109 . C114 . 120.04(18) yes C109 . C110 . C111 . 120.9(2) yes C109 . C110 . H1101 . 120.5 no C111 . C110 . H1101 . 118.6 no C110 . C111 . C112 . 120.37(19) yes C110 . C111 . H1111 . 119.4 no C112 . C111 . H1111 . 120.2 no C111 . C112 . C113 . 121.50(19) yes C111 . C112 . H1121 . 117.7 no C113 . C112 . H1121 . 120.8 no C108 . C113 . C112 . 117.21(18) yes C108 . C113 . C117 . 122.96(17) yes C112 . C113 . C117 . 119.69(17) yes C109 . C114 . C115 . 111.87(17) yes C109 . C114 . C116 . 111.23(16) yes C115 . C114 . C116 . 110.52(17) yes C109 . C114 . H1141 . 108.4 no C115 . C114 . H1141 . 108.4 no C116 . C114 . H1141 . 106.2 no C114 . C115 . H1153 . 109.3 no C114 . C115 . H1151 . 112.1 no H1153 . C115 . H1151 . 107.8 no C114 . C115 . H1152 . 110.4 no H1153 . C115 . H1152 . 109.0 no H1151 . C115 . H1152 . 108.2 no C114 . C116 . H1163 . 108.6 no C114 . C116 . H1162 . 109.8 no H1163 . C116 . H1162 . 110.2 no C114 . C116 . H1161 . 109.1 no H1163 . C116 . H1161 . 109.2 no H1162 . C116 . H1161 . 110.0 no C113 . C117 . C118 . 108.5(2) yes C113 . C117 . C119 . 113.18(19) yes C118 . C117 . C119 . 110.4(2) yes C113 . C117 . H1172 . 108.5 no C118 . C117 . H1172 . 107.8 no C119 . C117 . H1172 . 108.4 no C113 . C117 . C134 . 119.6(5) yes C113 . C117 . C135 . 115.7(5) yes C134 . C117 . C135 . 114.8(7) yes C113 . C117 . H1171 . 104.5 no C134 . C117 . H1171 . 90.9 no C135 . C117 . H1171 . 106.2 no C117 . C118 . H1182 . 110.8 no C117 . C118 . H1181 . 112.2 no H1182 . C118 . H1181 . 109.7 no C117 . C118 . H1183 . 108.8 no H1182 . C118 . H1183 . 106.3 no H1181 . C118 . H1183 . 108.9 no C117 . C119 . H1193 . 109.5 no C117 . C119 . H1192 . 109.6 no H1193 . C119 . H1192 . 110.0 no C117 . C119 . H1191 . 110.6 no H1193 . C119 . H1191 . 108.7 no H1192 . C119 . H1191 . 108.5 no C102 . C120 . N121 . 125.85(16) yes C102 . C120 . H1201 . 117.3 no N121 . C120 . H1201 . 116.8 no C120 . N121 . C122 . 123.08(14) yes C120 . N121 . H1211 . 116.5 no C122 . N121 . H1211 . 120.4 no N121 . C122 . C123 . 120.70(15) yes N121 . C122 . C127 . 117.55(15) yes C123 . C122 . C127 . 121.66(15) yes C122 . C123 . C124 . 117.26(16) yes C122 . C123 . C128 . 123.35(15) yes C124 . C123 . C128 . 119.30(15) yes C123 . C124 . C125 . 121.80(17) yes C123 . C124 . H1241 . 119.2 no C125 . C124 . H1241 . 119.0 no C124 . C125 . C126 . 120.02(17) yes C124 . C125 . H1251 . 119.4 no C126 . C125 . H1251 . 120.6 no C125 . C126 . C127 . 120.97(17) yes C125 . C126 . H1261 . 119.1 no C127 . C126 . H1261 . 119.9 no C122 . C127 . C126 . 118.16(16) yes C122 . C127 . C131 . 120.03(15) yes C126 . C127 . C131 . 121.79(16) yes C123 . C128 . C129 . 111.15(15) yes C123 . C128 . C130 . 111.27(15) yes C129 . C128 . C130 . 110.75(16) yes C123 . C128 . H1281 . 108.1 no C129 . C128 . H1281 . 106.3 no C130 . C128 . H1281 . 109.0 no C128 . C129 . H1292 . 110.8 no C128 . C129 . H1291 . 111.0 no H1292 . C129 . H1291 . 110.1 no C128 . C129 . H1293 . 111.0 no H1292 . C129 . H1293 . 106.3 no H1291 . C129 . H1293 . 107.5 no C128 . C130 . H1303 . 107.8 no C128 . C130 . H1302 . 110.6 no H1303 . C130 . H1302 . 107.6 no C128 . C130 . H1301 . 112.4 no H1303 . C130 . H1301 . 108.6 no H1302 . C130 . H1301 . 109.6 no C127 . C131 . C132 . 111.26(15) yes C127 . C131 . C133 . 113.85(17) yes C132 . C131 . C133 . 109.63(17) yes C127 . C131 . H1311 . 104.6 no C132 . C131 . H1311 . 108.5 no C133 . C131 . H1311 . 108.8 no C131 . C132 . H1321 . 109.6 no C131 . C132 . H1322 . 110.2 no H1321 . C132 . H1322 . 109.2 no C131 . C132 . H1323 . 110.9 no H1321 . C132 . H1323 . 108.8 no H1322 . C132 . H1323 . 108.1 no C131 . C133 . H1333 . 108.1 no C131 . C133 . H1331 . 110.8 no H1333 . C133 . H1331 . 110.4 no C131 . C133 . H1332 . 108.4 no H1333 . C133 . H1332 . 109.9 no H1331 . C133 . H1332 . 109.2 no C117 . C134 . H1341 . 112.3 no C117 . C134 . H1342 . 117.6 no H1341 . C134 . H1342 . 108.8 no C117 . C134 . H1343 . 97.1 no H1341 . C134 . H1343 . 110.5 no H1342 . C134 . H1343 . 110.0 no C117 . C135 . H1352 . 111.3 no C117 . C135 . H1351 . 107.5 no H1352 . C135 . H1351 . 109.6 no C117 . C135 . H1353 . 110.8 no H1352 . C135 . H1353 . 108.5 no H1351 . C135 . H1353 . 109.2 no