# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name _publ_author_address 'Richeter, Sebastien' ; Institut Charles Gerhardt, UM2, CNRS, CC 007 Universit\'e Montpellier 2, Place E. Bataillon, 34095 Montpellier Cedex 05, France. ; 'Aurelie Hadj-Aissa' ; Institut Charles Gerhardt, UM2, CNRS, CC 007 Universit\'e Montpellier 2, Place E. Bataillon, 34095 Montpellier Cedex 05, France. ; 'Dominique Leclercq' ; Institut Charles Gerhardt, UM2, CNRS, CC 007 Universit\'e Montpellier 2, Place E. Bataillon, 34095 Montpellier Cedex 05, France. ; 'Celine Taffin' ; Institut Europ\'een des Membranes Universit\'e de Montpellier II cc 047 Montpellier FRANCE ; 'van der Lee, Arie' ; Institut Charles Gerhardt, UM2, CNRS, CC 007 Universit\'e Montpellier 2, Place E. Bataillon, 34095 Montpellier Cedex 05, France. ; _publ_contact_author_name 'Sebastien Richete' _publ_contact_author_address ; Universit\'e Montpellier 2 Place E. Bataillon, bat 17, CC007 Montpellier 34000 FRANCE ; _publ_contact_author_email SRICHETER@UNIV-MONTP2.FR _publ_section_title ; Synthesis and Structural Characterisation of the First N-Heterocyclic Carbene fused to a Porphyrin ; # Attachment 'CC_cif_file_Richeter.cif' data_CRYSTALS_cif _database_code_depnum_ccdc_archive 'CCDC 642150' _audit_creation_date 07-03-21 _audit_creation_method CRYSTALS_ver_12.84 #_oxford_structure_analysis_title 'sr33' _chemical_name_systematic ? _chemical_melting_point ? _cell_length_a 22.1838(7) _cell_length_b 9.9174(4) _cell_length_c 31.4826(13) _cell_angle_alpha 90 _cell_angle_beta 103.730(4) _cell_angle_gamma 90 _cell_volume 6728.4(5) _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' I -0.4742 1.8119 20.1472 4.3470 18.9949 0.3814 7.5138 27.7660 2.2735 66.8776 4.0712 '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' Ni 0.3393 1.1124 12.8376 3.8785 7.2920 0.2565 4.4438 12.1763 2.3800 66.3421 1.0341 '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' Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784 -9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4' O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508 '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' _cell_formula_units_Z 2 # Given Formula = H0.25 Cl0.25 O0.25 # Dc = 0.01 Fooo = 2816.00 Mu = 0.11 M = 13.12 # Found Formula = C65 H66 Cl6 I1 N6 Ni1 Pd0.50 # Dc = 1.36 FOOO = 2816.00 Mu = 11.57 M = 1382.81 _chemical_formula_sum 'C130 H132 Cl12 I2 N12 Ni2 Pd' _chemical_formula_moiety 'C126 H128 I2 N12 Ni2 Pd, 4(C H Cl3)' _chemical_compound_source ? _chemical_formula_weight 2765.48 _cell_measurement_theta_min 2.5994 _cell_measurement_theta_max 32.4001 _cell_measurement_reflns_used 7597 _cell_measurement_temperature 175 _exptl_crystal_description stick _exptl_crystal_colour red-purple _exptl_crystal_size_min 0.14 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_max 0.55 _exptl_crystal_density_diffrn 1.365 _exptl_crystal_density_meas ? # Non-dispersive F(000): _exptl_crystal_F_000 2816 _exptl_absorpt_coefficient_mu 1.157 # Sheldrick geometric approximatio 1.00 1.00 _exptl_absorpt_correction_T_min 0.71012 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type empirical _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _diffrn_detector_area_resol_mean 8.4205 _diffrn_reflns_av_sigmaI/netI 0.3075 _diffrn_measurement_device_type 'Oxford Diffraction XCALIBUR' _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 ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET) (compiled Oct 18 2006,16:28:17) ; _computing_structure_solution 'Superflip (Palatinus & Chapuis, 2006)' _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 'every 50 frames' _diffrn_standards_number '2 frames' _diffrn_standards_decay_% 0 _diffrn_orient_matrix_UB_11 -0.0020593581 _diffrn_orient_matrix_UB_12 0.0669046190 _diffrn_orient_matrix_UB_13 -0.0079646180 _diffrn_orient_matrix_UB_21 0.0190434265 _diffrn_orient_matrix_UB_22 0.0221160275 _diffrn_orient_matrix_UB_23 0.0201177432 _diffrn_orient_matrix_UB_31 0.0266433617 _diffrn_orient_matrix_UB_32 -0.0106853254 _diffrn_orient_matrix_UB_33 -0.0082136828 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -54.00 61.00 1.0000 28.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 30.0000 -79.0000 0.0000 0.0000 0.0000 115 #__ type_ start__ end____ width___ exp.time_ 2 omega -54.00 61.00 1.0000 28.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 30.0000 -79.0000 90.0000 0.0000 0.0000 115 #__ type_ start__ end____ width___ exp.time_ 3 omega -54.00 61.00 1.0000 28.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 30.0000 -79.0000 180.0000 0.0000 0.0000 115 #__ type_ start__ end____ width___ exp.time_ 4 omega -54.00 61.00 1.0000 28.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - 30.0000 -79.0000 270.0000 0.0000 0.0000 115 #__ type_ start__ end____ width___ exp.time_ 5 omega -50.00 10.00 1.0000 28.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -25.0000 -80.0000 100.0000 0.0000 0.0000 60 #__ type_ start__ end____ width___ exp.time_ 6 omega -116.00 71.00 1.0000 28.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -25.0000 -10.0000 180.0000 0.0000 0.0000 187 #__ type_ start__ end____ width___ exp.time_ 7 omega -50.00 12.00 1.0000 28.0000 omega____ theta____ kappa____ phi______ omega'___ theta'___ frames - -25.0000 -80.0000 0.0000 0.0000 0.0000 62 ; _diffrn_ambient_temperature 175 _diffrn_reflns_number 18567 _reflns_number_total 18567 _diffrn_reflns_av_R_equivalents 0.166 # Number of reflections with Friedels Law is 18567 # Number of reflections without Friedels Law is 0 # Theoretical number of reflections is about 20154 _diffrn_reflns_theta_min 2.607 _diffrn_reflns_theta_max 32.480 _diffrn_measured_fraction_theta_max 0.765 _diffrn_reflns_theta_full 25.010 _diffrn_measured_fraction_theta_full 0.943 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 46 _reflns_limit_h_min -21 _reflns_limit_h_max 21 _reflns_limit_k_min 0 _reflns_limit_k_max 14 _reflns_limit_l_min 0 _reflns_limit_l_max 46 _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 -1.07 _refine_diff_density_max 0.98 _refine_ls_number_reflns 3351 _refine_ls_number_restraints 3 _refine_ls_number_parameters 348 #_refine_ls_R_factor_ref 0.0764 _refine_ls_wR_factor_ref 0.0521 _refine_ls_goodness_of_fit_ref 1.1092 #_reflns_number_all 18567 _refine_ls_R_factor_all 0.2630 _refine_ls_wR_factor_all 0.0887 # The I/u(I) cutoff below was used for refinement as # well as the _gt R-factors: _reflns_threshold_expression I>2.0\s(I) _reflns_number_gt 3351 _refine_ls_R_factor_gt 0.0764 _refine_ls_wR_factor_gt 0.0521 _refine_ls_shift/su_max 0.000162 # 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 F _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, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax Method = Robust Weighting (Prince, 1982) W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ A~i~ are: 9.12 -10.8 4.16 ; _publ_section_exptl_refinement ; The H atoms were all (except one belonging to a chloroform molecule) 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. There were solvent molecules but they could not be modelled, so that Platon's squeeze option (following Crystals habits) was used. Only a small number of heavy atoms were refined anisotropically. One chloroform molecule was refined using soft restraints on the bond lengths and angles. The other solvent molecules -acetone - in the structure were found to be highly disordered and were modeled using the Squeeze procedure. ; _publ_section_references ; 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. North, A.C.T., Phillips, D.C. & Mathews, F.S., (1968). Acta Cryst, A24, 351-359. Oxford Diffraction, (2002). CrysAlis RED. Oxford Diffraction, (2002). Xcalibur User Manual. Prince, E. Mathematical Techniques in Crystallography and Materials Science Springer-Verlag, New York, 1982. P. v.d. Sluis & A.L. Spek, Acta Cryst. A46, (1990), 194. Sheldrick, G.M. (1986). SHELXS86. Program for the solution of crystal structures. Univ. of G\"ottingen, Federal Republic of Germany. Watkin D.J. (1994). Acta Cryst, A50, 411-437. 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 Ni1 Ni -0.31919(7) 0.7173(2) 0.05908(5) 0.0314 1.0000 Uani . . . . . . Pd2 Pd 0.0000 1.0000 0.0000 0.0338 1.0000 Uani S . . . . . I3 I 0.07160(5) 0.80925(15) 0.03954(4) 0.0639 1.0000 Uani . . . . . . Cl4 Cl -0.0331(3) 0.5368(7) 0.0522(2) 0.1225 1.0000 Uani . . . . . . Cl5 Cl -0.0401(3) 0.3524(7) 0.1188(2) 0.1311 1.0000 Uani . . . . . . Cl6 Cl -0.1510(3) 0.4571(8) 0.0643(2) 0.1318 1.0000 Uani . . . . . . C7 C -0.0753(6) 0.9099(15) 0.0143(4) 0.029(4) 1.0000 Uiso . . . . . . N8 N -0.1168(5) 0.8278(13) -0.0113(4) 0.039(3) 1.0000 Uiso . . . . . . C9 C -0.1116(7) 0.7961(18) -0.0555(4) 0.054(4) 1.0000 Uiso . . . . . . C10 C -0.0640(7) 1.0234(16) 0.0846(5) 0.048(5) 1.0000 Uiso . . . . . . C11 C -0.1449(6) 0.8458(15) 0.0513(4) 0.033(4) 1.0000 Uiso . . . . . . C12 C -0.1622(5) 0.7864(15) 0.0106(4) 0.027(3) 1.0000 Uiso . . . . . . C13 C -0.2215(5) 0.7255(14) 0.0072(4) 0.026(3) 1.0000 Uiso . . . . . . C14 C -0.1879(5) 0.8048(15) 0.0753(4) 0.028(3) 1.0000 Uiso . . . . . . N15 N -0.2372(4) 0.7441(11) 0.0472(3) 0.029(3) 1.0000 Uiso . . . . . . C16 C -0.2596(5) 0.6599(13) -0.0280(4) 0.023(3) 1.0000 Uiso . . . . . . C17 C -0.2353(6) 0.6221(15) -0.0679(4) 0.031(4) 1.0000 Uiso . . . . . . C18 C -0.2541(6) 0.6956(16) -0.1052(4) 0.034(4) 1.0000 Uiso . . . . . . C19 C -0.2344(6) 0.6709(16) -0.1423(5) 0.043(4) 1.0000 Uiso . . . . . . C20 C -0.1945(6) 0.5609(16) -0.1432(5) 0.042(4) 1.0000 Uiso . . . . . . C21 C -0.1777(7) 0.4851(18) -0.1046(5) 0.055(5) 1.0000 Uiso . . . . . . C22 C -0.1977(6) 0.5176(16) -0.0689(5) 0.043(4) 1.0000 Uiso . . . . . . C23 C -0.1689(8) 0.532(2) -0.1813(6) 0.072(6) 1.0000 Uiso . . . . . . C24 C -0.1321(13) 0.660(3) -0.1895(9) 0.177(12) 1.0000 Uiso . . . . . . C25 C -0.1111(8) 0.447(2) -0.1738(6) 0.092(7) 1.0000 Uiso . . . . . . C26 C -0.2102(13) 0.500(3) -0.2189(10) 0.186(13) 1.0000 Uiso . . . . . . C27 C -0.3224(6) 0.6371(14) -0.0307(4) 0.029(4) 1.0000 Uiso . . . . . . N28 N -0.3533(5) 0.6825(13) -0.0012(3) 0.035(3) 1.0000 Uiso . . . . . . C29 C -0.4156(6) 0.6751(16) -0.0224(4) 0.036(4) 1.0000 Uiso . . . . . . C30 C -0.4232(7) 0.6234(16) -0.0649(5) 0.050(5) 1.0000 Uiso . . . . . . C31 C -0.3637(6) 0.5907(15) -0.0688(4) 0.034(4) 1.0000 Uiso . . . . . . C32 C -0.4638(6) 0.7171(16) -0.0056(4) 0.034(4) 1.0000 Uiso . . . . . . C33 C -0.5264(6) 0.7406(15) -0.0352(4) 0.033(4) 1.0000 Uiso . . . . . . C34 C -0.5657(8) 0.6365(19) -0.0492(6) 0.073(6) 1.0000 Uiso . . . . . . C35 C -0.6244(7) 0.6541(18) -0.0803(5) 0.059(5) 1.0000 Uiso . . . . . . C36 C -0.6412(7) 0.7763(18) -0.0988(5) 0.044(4) 1.0000 Uiso . . . . . . C37 C -0.5981(8) 0.8824(19) -0.0856(5) 0.064(5) 1.0000 Uiso . . . . . . C38 C -0.5397(7) 0.8600(17) -0.0537(5) 0.051(5) 1.0000 Uiso . . . . . . C39 C -0.7025(7) 0.804(2) -0.1311(5) 0.052(4) 1.0000 Uiso . . . . . . C40 C -0.7498(9) 0.838(2) -0.1057(7) 0.111(8) 1.0000 Uiso . . . . . . C41 C -0.7211(12) 0.673(3) -0.1489(9) 0.150(10) 1.0000 Uiso . . . . . . C42 C -0.7013(9) 0.911(2) -0.1611(6) 0.084(6) 1.0000 Uiso . . . . . . C43 C -0.4567(6) 0.7381(15) 0.0377(5) 0.043(4) 1.0000 Uiso . . . . . . N44 N -0.4005(4) 0.7191(12) 0.0706(3) 0.026(3) 1.0000 Uiso . . . . . . C45 C -0.4170(6) 0.7152(15) 0.1085(4) 0.032(4) 1.0000 Uiso . . . . . . C46 C -0.4815(7) 0.7349(15) 0.1044(5) 0.050(4) 1.0000 Uiso . . . . . . C47 C -0.5069(6) 0.7489(14) 0.0603(4) 0.040(4) 1.0000 Uiso . . . . . . C48 C -0.3767(6) 0.6895(16) 0.1500(4) 0.035(4) 1.0000 Uiso . . . . . . C49 C -0.4018(6) 0.6696(16) 0.1893(5) 0.040(4) 1.0000 Uiso . . . . . . C50 C -0.3842(6) 0.7512(15) 0.2243(4) 0.038(4) 1.0000 Uiso . . . . . . C51 C -0.4091(7) 0.7352(17) 0.2619(5) 0.053(5) 1.0000 Uiso . . . . . . C52 C -0.4505(6) 0.6325(15) 0.2637(5) 0.037(4) 1.0000 Uiso . . . . . . C53 C -0.4634(7) 0.5472(19) 0.2287(6) 0.065(5) 1.0000 Uiso . . . . . . C54 C -0.4411(7) 0.5633(17) 0.1925(5) 0.050(5) 1.0000 Uiso . . . . . . C55 C -0.4784(7) 0.6126(19) 0.3030(5) 0.055(5) 1.0000 Uiso . . . . . . C56 C -0.4728(11) 0.469(2) 0.3166(8) 0.140(10) 1.0000 Uiso . . . . . . C57 C -0.4534(9) 0.708(2) 0.3381(6) 0.097(7) 1.0000 Uiso . . . . . . C58 C -0.5453(9) 0.627(2) 0.2889(8) 0.117(8) 1.0000 Uiso . . . . . . C59 C -0.3124(6) 0.6932(16) 0.1547(4) 0.032(3) 1.0000 Uiso . . . . . . C60 C -0.2666(6) 0.6802(16) 0.1936(4) 0.038(4) 1.0000 Uiso . . . . . . C61 C -0.2121(6) 0.7193(15) 0.1871(4) 0.036(4) 1.0000 Uiso . . . . . . C62 C -0.2228(6) 0.7501(14) 0.1410(4) 0.036(4) 1.0000 Uiso . . . . . . C63 C -0.1789(5) 0.8016(16) 0.1209(4) 0.031(3) 1.0000 Uiso . . . . . . C64 C -0.1172(6) 0.8368(14) 0.1493(4) 0.030(4) 1.0000 Uiso . . . . . . C65 C -0.1099(7) 0.9379(16) 0.1795(5) 0.045(4) 1.0000 Uiso . . . . . . C66 C -0.0562(7) 0.9764(19) 0.2053(5) 0.062(5) 1.0000 Uiso . . . . . . C67 C -0.0030(7) 0.9056(18) 0.2028(5) 0.051(5) 1.0000 Uiso . . . . . . C68 C -0.0075(7) 0.8105(19) 0.1745(5) 0.056(5) 1.0000 Uiso . . . . . . C69 C -0.0650(6) 0.7665(16) 0.1476(5) 0.049(4) 1.0000 Uiso . . . . . . C70 C 0.0611(9) 0.950(2) 0.2341(7) 0.084(6) 1.0000 Uiso . . . . . . C71 C 0.1081(12) 0.962(3) 0.2103(9) 0.174(12) 1.0000 Uiso . . . . . . C72 C 0.0853(13) 0.826(3) 0.2591(10) 0.185(13) 1.0000 Uiso . . . . . . C73 C 0.0634(13) 1.049(3) 0.2688(10) 0.187(13) 1.0000 Uiso . . . . . . C74 C -0.0763(9) 0.411(2) 0.0696(7) 0.094(7) 1.0000 Uiso . . . . . . Cl75 Cl 0.2277(6) 0.8963(12) 0.0202(4) 0.240(5) 1.0000 Uiso D . . . . . Cl76 Cl 0.3218(6) 0.7225(16) 0.0237(4) 0.268(6) 1.0000 Uiso D . . . . . Cl77 Cl 0.3483(6) 0.9902(16) 0.0512(5) 0.288(6) 1.0000 Uiso . . . . . . N78 N -0.2849(4) 0.7291(11) 0.1205(3) 0.028(3) 1.0000 Uiso . . . . . . N79 N -0.0915(5) 0.9221(12) 0.0525(3) 0.027(3) 1.0000 Uiso . . . . . . C80 C 0.3057(9) 0.8928(18) 0.0206(14) 0.231(18) 1.0000 Uiso D . . . . . H91 H -0.1506 0.8092 -0.0765 0.0585 1.0000 Uiso R . . . . . H92 H -0.0804 0.8556 -0.0622 0.0585 1.0000 Uiso R . . . . . H93 H -0.0985 0.7031 -0.0558 0.0585 1.0000 Uiso R . . . . . H101 H -0.0952 1.0572 0.0990 0.0600 1.0000 Uiso R . . . . . H102 H -0.0491 1.0968 0.0696 0.0600 1.0000 Uiso R . . . . . H103 H -0.0300 0.9844 0.1061 0.0600 1.0000 Uiso R . . . . . H181 H -0.2821 0.7655 -0.1057 0.0528 1.0000 Uiso R . . . . . H191 H -0.2462 0.7267 -0.1667 0.0455 1.0000 Uiso R . . . . . H211 H -0.1500 0.4140 -0.1034 0.0695 1.0000 Uiso R . . . . . H221 H -0.1856 0.4634 -0.0443 0.0550 1.0000 Uiso R . . . . . H241 H -0.1167 0.6433 -0.2151 0.1808 1.0000 Uiso R . . . . . H242 H -0.1579 0.7391 -0.1943 0.1808 1.0000 Uiso R . . . . . H243 H -0.0975 0.6750 -0.1651 0.1808 1.0000 Uiso R . . . . . H251 H -0.0918 0.4560 -0.1980 0.1201 1.0000 Uiso R . . . . . H252 H -0.0821 0.4744 -0.1475 0.1201 1.0000 Uiso R . . . . . H253 H -0.1230 0.3550 -0.1714 0.1201 1.0000 Uiso R . . . . . H261 H -0.1927 0.5073 -0.2439 0.1804 1.0000 Uiso R . . . . . H262 H -0.2439 0.5632 -0.2218 0.1804 1.0000 Uiso R . . . . . H263 H -0.2247 0.4097 -0.2164 0.1804 1.0000 Uiso R . . . . . H301 H -0.4603 0.6143 -0.0860 0.0609 1.0000 Uiso R . . . . . H311 H -0.3534 0.5452 -0.0919 0.0451 1.0000 Uiso R . . . . . H341 H -0.5538 0.5505 -0.0387 0.0811 1.0000 Uiso R . . . . . H351 H -0.6512 0.5811 -0.0876 0.0754 1.0000 Uiso R . . . . . H371 H -0.6079 0.9674 -0.0977 0.0711 1.0000 Uiso R . . . . . H381 H -0.5110 0.9298 -0.0477 0.0619 1.0000 Uiso R . . . . . H401 H -0.7859 0.8759 -0.1250 0.1291 1.0000 Uiso R . . . . . H402 H -0.7329 0.9021 -0.0831 0.1291 1.0000 Uiso R . . . . . H403 H -0.7608 0.7565 -0.0930 0.1291 1.0000 Uiso R . . . . . H411 H -0.7626 0.6823 -0.1667 0.1979 1.0000 Uiso R . . . . . H412 H -0.7212 0.6074 -0.1262 0.1979 1.0000 Uiso R . . . . . H413 H -0.6939 0.6436 -0.1669 0.1979 1.0000 Uiso R . . . . . H421 H -0.7382 0.9108 -0.1843 0.0920 1.0000 Uiso R . . . . . H422 H -0.6981 0.9952 -0.1460 0.0920 1.0000 Uiso R . . . . . H423 H -0.6660 0.8989 -0.1733 0.0920 1.0000 Uiso R . . . . . H461 H -0.5036 0.7375 0.1260 0.0548 1.0000 Uiso R . . . . . H471 H -0.5482 0.7672 0.0469 0.0544 1.0000 Uiso R . . . . . H501 H -0.3564 0.8207 0.2236 0.0516 1.0000 Uiso R . . . . . H511 H -0.3965 0.7925 0.2857 0.0536 1.0000 Uiso R . . . . . H531 H -0.4893 0.4743 0.2298 0.0669 1.0000 Uiso R . . . . . H541 H -0.4541 0.5063 0.1687 0.0595 1.0000 Uiso R . . . . . H561 H -0.5096 0.4368 0.3243 0.1610 1.0000 Uiso R . . . . . H562 H -0.4647 0.4148 0.2933 0.1610 1.0000 Uiso R . . . . . H563 H -0.4380 0.4635 0.3415 0.1610 1.0000 Uiso R . . . . . H571 H -0.4795 0.7121 0.3585 0.1061 1.0000 Uiso R . . . . . H572 H -0.4500 0.7964 0.3265 0.1061 1.0000 Uiso R . . . . . H573 H -0.4129 0.6750 0.3526 0.1061 1.0000 Uiso R . . . . . H581 H -0.5623 0.6161 0.3140 0.1262 1.0000 Uiso R . . . . . H582 H -0.5552 0.7148 0.2767 0.1262 1.0000 Uiso R . . . . . H583 H -0.5626 0.5592 0.2676 0.1262 1.0000 Uiso R . . . . . H601 H -0.2729 0.6502 0.2201 0.0505 1.0000 Uiso R . . . . . H611 H -0.1745 0.7261 0.2078 0.0457 1.0000 Uiso R . . . . . H651 H -0.1454 0.9838 0.1823 0.0514 1.0000 Uiso R . . . . . H661 H -0.0541 1.0483 0.2245 0.0669 1.0000 Uiso R . . . . . H681 H 0.0284 0.7697 0.1704 0.0712 1.0000 Uiso R . . . . . H691 H -0.0672 0.6911 0.1298 0.0529 1.0000 Uiso R . . . . . H711 H 0.1018 1.0392 0.1926 0.1768 1.0000 Uiso R . . . . . H712 H 0.1467 0.9680 0.2305 0.1768 1.0000 Uiso R . . . . . H713 H 0.1077 0.8850 0.1927 0.1768 1.0000 Uiso R . . . . . H721 H 0.1277 0.8395 0.2746 0.2190 1.0000 Uiso R . . . . . H722 H 0.0598 0.8164 0.2799 0.2190 1.0000 Uiso R . . . . . H723 H 0.0825 0.7460 0.2416 0.2190 1.0000 Uiso R . . . . . H741 H -0.0769 0.3347 0.0496 0.0944 1.0000 Uiso R . . . . . H742 H 0.3146 0.9332 -0.0058 0.2500 1.0000 Uiso DR . . . . . H731 H 0.1052 1.0643 0.2842 0.2049 1.0000 Uiso R . . . . . H732 H 0.0455 1.1317 0.2567 0.2049 1.0000 Uiso R . . . . . H733 H 0.0406 1.0146 0.2884 0.2049 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 Ni1 0.0190(10) 0.0487(15) 0.0263(10) 0.0049(11) 0.0048(8) -0.0044(10) Pd2 0.0245(9) 0.0529(14) 0.0255(10) 0.0015(11) 0.0087(7) -0.0094(10) I3 0.0444(7) 0.0766(10) 0.0686(9) 0.0181(9) 0.0091(6) 0.0015(8) Cl4 0.130(5) 0.133(6) 0.116(5) 0.007(5) 0.053(4) 0.007(5) Cl5 0.161(6) 0.103(6) 0.100(5) 0.005(4) -0.026(4) -0.001(5) Cl6 0.111(5) 0.152(7) 0.133(6) 0.020(5) 0.031(4) -0.014(5) _refine_ls_extinction_method None _oxford_refine_ls_scale 0.4656(9) 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 Ni1 . N15 . 1.960(10) yes Ni1 . N28 . 1.899(10) yes Ni1 . N44 . 1.924(9) yes Ni1 . N78 . 1.907(10) yes Pd2 . C7 2_575 2.035(13) yes Pd2 . I3 2_575 2.5910(13) yes Pd2 . I3 . 2.5910(13) yes Pd2 . C7 . 2.035(13) yes Cl4 . C74 . 1.74(2) yes Cl5 . C74 . 1.67(2) yes Cl6 . C74 . 1.69(2) yes C7 . N8 . 1.345(16) yes C7 . N79 . 1.342(15) yes N8 . C9 . 1.456(16) yes N8 . C12 . 1.411(15) yes C9 . H91 . 0.964 no C9 . H92 . 0.971 no C9 . H93 . 0.968 no C10 . N79 . 1.453(16) yes C10 . H101 . 0.971 no C10 . H102 . 0.969 no C10 . H103 . 0.967 no C11 . C12 . 1.378(17) yes C11 . C14 . 1.412(17) yes C11 . N79 . 1.397(16) yes C12 . C13 . 1.428(16) yes C13 . N15 . 1.399(14) yes C13 . C16 . 1.385(16) yes C14 . N15 . 1.372(15) yes C14 . C63 . 1.400(16) yes C16 . C17 . 1.528(17) yes C16 . C27 . 1.394(16) yes C17 . C18 . 1.362(17) yes C17 . C22 . 1.334(18) yes C18 . C19 . 1.363(17) yes C18 . H181 . 0.928 no C19 . C20 . 1.409(19) yes C19 . H191 . 0.931 no C20 . C21 . 1.400(19) yes C20 . C23 . 1.47(2) yes C21 . C22 . 1.345(18) yes C21 . H211 . 0.930 no C22 . H221 . 0.928 no C23 . C24 . 1.56(3) yes C23 . C25 . 1.50(2) yes C23 . C26 . 1.35(3) yes C24 . H241 . 0.961 no C24 . H242 . 0.961 no C24 . H243 . 0.960 no C25 . H251 . 0.962 no C25 . H252 . 0.958 no C25 . H253 . 0.963 no C26 . H261 . 0.958 no C26 . H262 . 0.961 no C26 . H263 . 0.964 no C27 . N28 . 1.356(15) yes C27 . C31 . 1.403(17) yes N28 . C29 . 1.387(15) yes C29 . C30 . 1.406(18) yes C29 . C32 . 1.366(16) yes C30 . C31 . 1.392(18) yes C30 . H301 . 0.930 no C31 . H311 . 0.931 no C32 . C33 . 1.496(17) yes C32 . C43 . 1.351(17) yes C33 . C34 . 1.356(19) yes C33 . C38 . 1.322(18) yes C34 . C35 . 1.44(2) yes C34 . H341 . 0.929 no C35 . C36 . 1.36(2) yes C35 . H351 . 0.931 no C36 . C37 . 1.42(2) yes C36 . C39 . 1.517(19) yes C37 . C38 . 1.46(2) yes C37 . H371 . 0.930 no C38 . H381 . 0.929 no C39 . C40 . 1.50(2) yes C39 . C41 . 1.44(3) yes C39 . C42 . 1.42(2) yes C40 . H401 . 0.959 no C40 . H402 . 0.961 no C40 . H403 . 0.961 no C41 . H411 . 0.963 no C41 . H412 . 0.965 no C41 . H413 . 0.967 no C42 . H421 . 0.958 no C42 . H422 . 0.957 no C42 . H423 . 0.958 no C43 . N44 . 1.431(16) yes C43 . C47 . 1.461(18) yes N44 . C45 . 1.328(14) yes C45 . C46 . 1.418(17) yes C45 . C48 . 1.419(16) yes C46 . C47 . 1.374(18) yes C46 . H461 . 0.930 no C47 . H471 . 0.930 no C48 . C49 . 1.486(18) yes C48 . C59 . 1.399(16) yes C49 . C50 . 1.348(17) yes C49 . C54 . 1.387(19) yes C50 . C51 . 1.431(18) yes C50 . H501 . 0.928 no C51 . C52 . 1.381(18) yes C51 . H511 . 0.929 no C52 . C53 . 1.37(2) yes C52 . C55 . 1.52(2) yes C53 . C54 . 1.36(2) yes C53 . H531 . 0.929 no C54 . H541 . 0.927 no C55 . C56 . 1.49(3) yes C55 . C57 . 1.46(2) yes C55 . C58 . 1.45(2) yes C56 . H561 . 0.959 no C56 . H562 . 0.959 no C56 . H563 . 0.962 no C57 . H571 . 0.961 no C57 . H572 . 0.960 no C57 . H573 . 0.964 no C58 . H581 . 0.960 no C58 . H582 . 0.961 no C58 . H583 . 0.960 no C59 . C60 . 1.399(17) yes C59 . N78 . 1.403(15) yes C60 . C61 . 1.330(16) yes C60 . H601 . 0.930 no C61 . C62 . 1.447(17) yes C61 . H611 . 0.932 no C62 . C63 . 1.381(17) yes C62 . N78 . 1.390(15) yes C63 . C64 . 1.488(16) yes C64 . C65 . 1.366(18) yes C64 . C69 . 1.364(17) yes C65 . C66 . 1.329(19) yes C65 . H651 . 0.930 no C66 . C67 . 1.39(2) yes C66 . H661 . 0.928 no C67 . C68 . 1.29(2) yes C67 . C70 . 1.59(2) yes C68 . C69 . 1.421(18) yes C68 . H681 . 0.929 no C69 . H691 . 0.928 no C70 . C71 . 1.43(3) yes C70 . C72 . 1.49(3) yes C70 . C73 . 1.46(3) yes C71 . H711 . 0.940 no C71 . H712 . 0.940 no C71 . H713 . 0.940 no C72 . H721 . 0.961 no C72 . H722 . 0.966 no C72 . H723 . 0.963 no C73 . H731 . 0.950 no C73 . H732 . 0.950 no C73 . H733 . 0.950 no C74 . H741 . 0.980 no Cl75 . C80 . 1.729(10) yes Cl76 . C80 . 1.724(7) yes Cl77 . C80 . 1.52(3) yes C80 . H742 . 0.981 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 N15 . Ni1 . N28 . 90.2(4) yes N15 . Ni1 . N44 . 171.7(5) yes N28 . Ni1 . N44 . 91.2(4) yes N15 . Ni1 . N78 . 91.1(4) yes N28 . Ni1 . N78 . 173.0(5) yes N44 . Ni1 . N78 . 88.5(4) yes C7 2_575 Pd2 . I3 2_575 90.9(4) yes C7 2_575 Pd2 . I3 . 89.1(4) yes I3 2_575 Pd2 . I3 . 179.996 yes C7 2_575 Pd2 . C7 . 179.994 yes I3 2_575 Pd2 . C7 . 89.1(4) yes I3 . Pd2 . C7 . 90.9(4) yes Pd2 . C7 . N8 . 127.9(10) yes Pd2 . C7 . N79 . 124.6(10) yes N8 . C7 . N79 . 107.5(11) yes C7 . N8 . C9 . 120.3(11) yes C7 . N8 . C12 . 110.4(11) yes C9 . N8 . C12 . 129.2(12) yes N8 . C9 . H91 . 111.3 no N8 . C9 . H92 . 107.4 no H91 . C9 . H92 . 109.8 no N8 . C9 . H93 . 107.9 no H91 . C9 . H93 . 110.1 no H92 . C9 . H93 . 110.2 no N79 . C10 . H101 . 109.6 no N79 . C10 . H102 . 108.3 no H101 . C10 . H102 . 109.4 no N79 . C10 . H103 . 109.8 no H101 . C10 . H103 . 109.7 no H102 . C10 . H103 . 110.0 no C12 . C11 . C14 . 107.5(12) yes C12 . C11 . N79 . 107.8(11) yes C14 . C11 . N79 . 144.7(13) yes N8 . C12 . C11 . 104.9(11) yes N8 . C12 . C13 . 146.9(12) yes C11 . C12 . C13 . 107.5(11) yes C12 . C13 . N15 . 107.4(11) yes C12 . C13 . C16 . 129.5(11) yes N15 . C13 . C16 . 123.1(11) yes C11 . C14 . N15 . 108.5(11) yes C11 . C14 . C63 . 127.3(12) yes N15 . C14 . C63 . 123.3(12) yes C13 . N15 . C14 . 107.9(10) yes C13 . N15 . Ni1 . 126.5(8) yes C14 . N15 . Ni1 . 124.8(8) yes C13 . C16 . C17 . 120.2(11) yes C13 . C16 . C27 . 122.5(11) yes C17 . C16 . C27 . 117.0(11) yes C16 . C17 . C18 . 118.9(13) yes C16 . C17 . C22 . 123.7(13) yes C18 . C17 . C22 . 117.4(13) yes C17 . C18 . C19 . 123.3(15) yes C17 . C18 . H181 . 118.8 no C19 . C18 . H181 . 117.9 no C18 . C19 . C20 . 119.1(15) yes C18 . C19 . H191 . 121.0 no C20 . C19 . H191 . 120.0 no C19 . C20 . C21 . 116.1(14) yes C19 . C20 . C23 . 122.0(15) yes C21 . C20 . C23 . 121.8(15) yes C20 . C21 . C22 . 121.5(17) yes C20 . C21 . H211 . 118.7 no C22 . C21 . H211 . 119.6 no C21 . C22 . C17 . 122.6(16) yes C21 . C22 . H221 . 118.1 no C17 . C22 . H221 . 119.4 no C20 . C23 . C24 . 107.3(17) yes C20 . C23 . C25 . 117.4(15) yes C24 . C23 . C25 . 91.2(16) yes C20 . C23 . C26 . 116.6(19) yes C24 . C23 . C26 . 108(2) yes C25 . C23 . C26 . 112(2) yes C23 . C24 . H241 . 107.6 no C23 . C24 . H242 . 111.9 no H241 . C24 . H242 . 109.1 no C23 . C24 . H243 . 110.0 no H241 . C24 . H243 . 108.8 no H242 . C24 . H243 . 109.4 no C23 . C25 . H251 . 110.5 no C23 . C25 . H252 . 110.6 no H251 . C25 . H252 . 108.9 no C23 . C25 . H253 . 107.8 no H251 . C25 . H253 . 109.3 no H252 . C25 . H253 . 109.7 no C23 . C26 . H261 . 112.3 no C23 . C26 . H262 . 106.3 no H261 . C26 . H262 . 109.6 no C23 . C26 . H263 . 108.4 no H261 . C26 . H263 . 110.0 no H262 . C26 . H263 . 110.2 no C16 . C27 . N28 . 124.4(12) yes C16 . C27 . C31 . 123.1(12) yes N28 . C27 . C31 . 111.2(11) yes C27 . N28 . Ni1 . 126.7(9) yes C27 . N28 . C29 . 105.1(10) yes Ni1 . N28 . C29 . 127.3(8) yes N28 . C29 . C30 . 111.0(12) yes N28 . C29 . C32 . 125.4(12) yes C30 . C29 . C32 . 123.5(13) yes C29 . C30 . C31 . 105.5(13) yes C29 . C30 . H301 . 126.9 no C31 . C30 . H301 . 127.7 no C27 . C31 . C30 . 106.8(13) yes C27 . C31 . H311 . 126.6 no C30 . C31 . H311 . 126.6 no C29 . C32 . C33 . 120.1(12) yes C29 . C32 . C43 . 121.6(12) yes C33 . C32 . C43 . 118.4(12) yes C32 . C33 . C34 . 120.9(15) yes C32 . C33 . C38 . 119.5(14) yes C34 . C33 . C38 . 118.7(15) yes C33 . C34 . C35 . 122.3(18) yes C33 . C34 . H341 . 118.5 no C35 . C34 . H341 . 119.1 no C34 . C35 . C36 . 120.8(17) yes C34 . C35 . H351 . 119.6 no C36 . C35 . H351 . 119.6 no C35 . C36 . C37 . 116.1(14) yes C35 . C36 . C39 . 124.1(16) yes C37 . C36 . C39 . 119.8(16) yes C36 . C37 . C38 . 121.2(17) yes C36 . C37 . H371 . 118.5 no C38 . C37 . H371 . 120.4 no C37 . C38 . C33 . 120.7(16) yes C37 . C38 . H381 . 118.9 no C33 . C38 . H381 . 120.4 no C36 . C39 . C40 . 108.1(13) yes C36 . C39 . C41 . 103.1(18) yes C40 . C39 . C41 . 103.9(17) yes C36 . C39 . C42 . 115.2(15) yes C40 . C39 . C42 . 108.1(17) yes C41 . C39 . C42 . 117.6(17) yes C39 . C40 . H401 . 109.6 no C39 . C40 . H402 . 110.3 no H401 . C40 . H402 . 109.5 no C39 . C40 . H403 . 108.0 no H401 . C40 . H403 . 109.6 no H402 . C40 . H403 . 109.9 no C39 . C41 . H411 . 106.5 no C39 . C41 . H412 . 111.7 no H411 . C41 . H412 . 109.2 no C39 . C41 . H413 . 109.7 no H411 . C41 . H413 . 109.4 no H412 . C41 . H413 . 110.3 no C39 . C42 . H421 . 111.0 no C39 . C42 . H422 . 109.4 no H421 . C42 . H422 . 109.1 no C39 . C42 . H423 . 108.7 no H421 . C42 . H423 . 109.1 no H422 . C42 . H423 . 109.5 no C32 . C43 . N44 . 125.7(13) yes C32 . C43 . C47 . 125.6(13) yes N44 . C43 . C47 . 106.9(11) yes C43 . N44 . Ni1 . 124.0(9) yes C43 . N44 . C45 . 106.0(10) yes Ni1 . N44 . C45 . 129.8(8) yes N44 . C45 . C46 . 113.6(12) yes N44 . C45 . C48 . 125.6(11) yes C46 . C45 . C48 . 120.7(12) yes C45 . C46 . C47 . 105.7(13) yes C45 . C46 . H461 . 129.2 no C47 . C46 . H461 . 125.1 no C43 . C47 . C46 . 107.8(12) yes C43 . C47 . H471 . 125.1 no C46 . C47 . H471 . 127.0 no C45 . C48 . C49 . 120.7(11) yes C45 . C48 . C59 . 119.8(12) yes C49 . C48 . C59 . 119.3(12) yes C48 . C49 . C50 . 120.6(14) yes C48 . C49 . C54 . 121.9(14) yes C50 . C49 . C54 . 117.5(14) yes C49 . C50 . C51 . 121.1(14) yes C49 . C50 . H501 . 119.5 no C51 . C50 . H501 . 119.4 no C50 . C51 . C52 . 120.4(15) yes C50 . C51 . H511 . 119.9 no C52 . C51 . H511 . 119.6 no C51 . C52 . C53 . 116.0(14) yes C51 . C52 . C55 . 122.1(14) yes C53 . C52 . C55 . 121.9(15) yes C52 . C53 . C54 . 123.9(17) yes C52 . C53 . H531 . 117.7 no C54 . C53 . H531 . 118.4 no C49 . C54 . C53 . 120.8(16) yes C49 . C54 . H541 . 119.0 no C53 . C54 . H541 . 120.0 no C52 . C55 . C56 . 109.6(16) yes C52 . C55 . C57 . 112.1(15) yes C56 . C55 . C57 . 114.5(17) yes C52 . C55 . C58 . 108.8(15) yes C56 . C55 . C58 . 100.9(17) yes C57 . C55 . C58 . 110.3(17) yes C55 . C56 . H561 . 111.7 no C55 . C56 . H562 . 109.5 no H561 . C56 . H562 . 109.6 no C55 . C56 . H563 . 106.3 no H561 . C56 . H563 . 110.2 no H562 . C56 . H563 . 109.5 no C55 . C57 . H571 . 110.7 no C55 . C57 . H572 . 110.8 no H571 . C57 . H572 . 109.2 no C55 . C57 . H573 . 106.5 no H571 . C57 . H573 . 109.7 no H572 . C57 . H573 . 109.9 no C55 . C58 . H581 . 108.1 no C55 . C58 . H582 . 109.2 no H581 . C58 . H582 . 109.4 no C55 . C58 . H583 . 111.0 no H581 . C58 . H583 . 109.3 no H582 . C58 . H583 . 109.8 no C48 . C59 . C60 . 127.0(12) yes C48 . C59 . N78 . 122.9(12) yes C60 . C59 . N78 . 109.6(11) yes C59 . C60 . C61 . 109.7(13) yes C59 . C60 . H601 . 125.7 no C61 . C60 . H601 . 124.6 no C60 . C61 . C62 . 106.0(12) yes C60 . C61 . H611 . 127.5 no C62 . C61 . H611 . 126.5 no C61 . C62 . C63 . 124.9(12) yes C61 . C62 . N78 . 110.0(11) yes C63 . C62 . N78 . 124.9(12) yes C14 . C63 . C62 . 122.2(12) yes C14 . C63 . C64 . 119.8(11) yes C62 . C63 . C64 . 117.4(11) yes C63 . C64 . C65 . 122.0(13) yes C63 . C64 . C69 . 121.7(13) yes C65 . C64 . C69 . 116.2(13) yes C64 . C65 . C66 . 125.2(16) yes C64 . C65 . H651 . 117.5 no C66 . C65 . H651 . 117.3 no C65 . C66 . C67 . 118.0(17) yes C65 . C66 . H661 . 121.2 no C67 . C66 . H661 . 120.8 no C66 . C67 . C68 . 118.9(16) yes C66 . C67 . C70 . 118.1(17) yes C68 . C67 . C70 . 123.0(16) yes C67 . C68 . C69 . 123.3(16) yes C67 . C68 . H681 . 119.2 no C69 . C68 . H681 . 117.5 no C68 . C69 . C64 . 118.0(15) yes C68 . C69 . H691 . 121.2 no C64 . C69 . H691 . 120.7 no C67 . C70 . C71 . 110.9(19) yes C67 . C70 . C72 . 105.0(19) yes C71 . C70 . C72 . 97(2) yes C67 . C70 . C73 . 121.2(20) yes C71 . C70 . C73 . 116(2) yes C72 . C70 . C73 . 102(2) yes C70 . C71 . H711 . 110.6 no C70 . C71 . H712 . 108.2 no H711 . C71 . H712 . 109.5 no C70 . C71 . H713 . 109.6 no H711 . C71 . H713 . 109.5 no H712 . C71 . H713 . 109.5 no C70 . C72 . H721 . 110.1 no C70 . C72 . H722 . 104.2 no H721 . C72 . H722 . 109.3 no C70 . C72 . H723 . 114.3 no H721 . C72 . H723 . 109.1 no H722 . C72 . H723 . 109.7 no C70 . C73 . H731 . 110.1 no C70 . C73 . H732 . 110.0 no H731 . C73 . H732 . 109.5 no C70 . C73 . H733 . 108.3 no H731 . C73 . H733 . 109.5 no H732 . C73 . H733 . 109.5 no Cl4 . C74 . Cl6 . 111.9(13) yes Cl4 . C74 . Cl5 . 111.2(12) yes Cl6 . C74 . Cl5 . 115.5(12) yes Cl4 . C74 . H741 . 105.8 no Cl6 . C74 . H741 . 106.5 no Cl5 . C74 . H741 . 105.3 no C59 . N78 . C62 . 104.2(10) yes C59 . N78 . Ni1 . 128.4(8) yes C62 . N78 . Ni1 . 126.3(8) yes C10 . N79 . C11 . 127.4(11) yes C10 . N79 . C7 . 121.9(12) yes C11 . N79 . C7 . 109.4(11) yes Cl75 . C80 . Cl76 . 102.3(11) yes Cl75 . C80 . Cl77 . 117.4(19) yes Cl76 . C80 . Cl77 . 120(2) yes Cl75 . C80 . H742 . 112.8 no Cl76 . C80 . H742 . 111.7 no Cl77 . C80 . H742 . 93.3 no