# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_comp1 _database_code_depnum_ccdc_archive 'CCDC 880904' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H40 Cu N4, 2(C H Cl3), B F4' _chemical_formula_sum 'C58 H42 B Cl6 Cu F4 N4' _chemical_formula_weight 1158.01 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.2240(14) _cell_length_b 15.1903(4) _cell_length_c 20.1965(11) _cell_angle_alpha 90.00 _cell_angle_beta 137.614(11) _cell_angle_gamma 90.00 _cell_volume 5216.7(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 10868 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 29.45 _exptl_absorpt_correction_T_min 0.988 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.43 (release 21-10-2010 CrysAlis171 .NET) (compiled Oct 21 2010,17:48:23) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2360 _exptl_absorpt_coefficient_mu 0.785 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur E' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25397 _diffrn_reflns_av_R_equivalents 0.0262 _diffrn_reflns_av_sigmaI/netI 0.0192 _diffrn_reflns_limit_h_min -30 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 4.15 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4587 _reflns_number_gt 3970 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ; Ortep III for Windows (Farrugia, 1997), Mercury (Macrae et al., 2006) ; _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; The folowing restraints were used in the refinement process dfix 1.400 0.005 b1a f1a b1a f2a b1a f3a b1a f4a dfix 2.29 0.01 f1a f2a f2a f3a f3a f1a f1a f4a f2a f4a f3a f4a The use of restraints on the geometry of the CHCl3 molecule did not improve the refinement results. ; _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^)+(0.0880P)^2^+11.7290P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4587 _refine_ls_number_parameters 371 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0697 _refine_ls_R_factor_gt 0.0612 _refine_ls_wR_factor_ref 0.1709 _refine_ls_wR_factor_gt 0.1631 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.009 _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 B1A B -0.5017(4) 1.0004(5) -0.4879(5) 0.085(4) Uani 0.50 1 d PD . -1 F1A F -0.5409(6) 1.0807(4) -0.5262(7) 0.126(3) Uani 0.50 1 d PD . -1 F2A F -0.5569(5) 0.9339(5) -0.5302(5) 0.127(3) Uani 0.50 1 d PD . -1 F3A F -0.4525(5) 1.0005(5) -0.3874(4) 0.132(3) Uani 0.50 1 d PD . -1 F4A F -0.4586(8) 0.9877(12) -0.5052(11) 0.300(12) Uani 0.50 1 d PD . 1 Cu1 Cu 0.0000 0.90813(4) -0.2500 0.0451(2) Uani 1 2 d S . . N11 N 0.01641(15) 0.95823(18) -0.32902(18) 0.0420(6) Uani 1 1 d . A . N12 N -0.10518(14) 0.86463(17) -0.38350(18) 0.0398(6) Uani 1 1 d . A . C11 C 0.1307(2) 1.0760(2) -0.1464(3) 0.0536(9) Uani 1 1 d . A . H11 H 0.0836 1.0714 -0.1666 0.064 Uiso 1 1 calc R A . C21 C 0.1933(3) 1.1233(3) -0.0626(3) 0.0676(11) Uani 1 1 d . A . H21 H 0.1882 1.1506 -0.0263 0.081 Uiso 1 1 calc R A . C31 C 0.2632(3) 1.1300(3) -0.0327(3) 0.0760(12) Uani 1 1 d . A . H31 H 0.3049 1.1613 0.0241 0.091 Uiso 1 1 calc R A . C41 C 0.2724(2) 1.0914(3) -0.0855(3) 0.0697(12) Uani 1 1 d . A . H41 H 0.3196 1.0962 -0.0649 0.084 Uiso 1 1 calc R A . C51 C 0.2540(3) 0.9889(3) -0.2432(4) 0.0743(12) Uani 1 1 d . A . H51 H 0.3047 1.0112 -0.1931 0.089 Uiso 1 1 calc R A . C61 C 0.2306(3) 0.9429(4) -0.3202(4) 0.0864(15) Uani 1 1 d . A . H61 H 0.2658 0.9351 -0.3224 0.104 Uiso 1 1 calc R A . C71 C 0.1565(3) 0.9085(3) -0.3933(4) 0.0806(14) Uani 1 1 d . A . H71 H 0.1427 0.8775 -0.4441 0.097 Uiso 1 1 calc R A . C81 C 0.1010(3) 0.9189(3) -0.3940(3) 0.0631(10) Uani 1 1 d . A . H81 H 0.0509 0.8949 -0.4439 0.076 Uiso 1 1 calc R A . C91 C 0.08315(18) 0.9839(2) -0.2903(2) 0.0407(7) Uani 1 1 d . A . C101 C 0.13944(19) 1.0363(2) -0.1988(2) 0.0449(7) Uani 1 1 d . A . C111 C 0.2096(2) 1.0451(2) -0.1699(3) 0.0533(9) Uani 1 1 d . A . C121 C 0.2005(2) 1.0010(2) -0.2420(3) 0.0554(9) Uani 1 1 d . A . C131 C 0.1234(2) 0.9660(2) -0.3178(3) 0.0488(8) Uani 1 1 d . A . C141 C -0.03982(19) 0.9126(2) -0.4237(2) 0.0467(8) Uani 1 1 d . A . H14A H -0.0204 0.8542 -0.4163 0.056 Uiso 1 1 calc R A . H14B H -0.0464 0.9449 -0.4708 0.056 Uiso 1 1 calc R A . C12 C -0.0920(2) 0.7523(2) -0.2463(3) 0.0558(9) Uani 1 1 d . A . H12 H -0.0447 0.7509 -0.2257 0.067 Uiso 1 1 calc R A . C22 C -0.0997(3) 0.7097(3) -0.1931(4) 0.0757(12) Uani 1 1 d . A . H22 H -0.0572 0.6792 -0.1361 0.091 Uiso 1 1 calc R A . C32 C -0.1698(4) 0.7123(3) -0.2242(4) 0.0861(15) Uani 1 1 d . A . H32 H -0.1738 0.6841 -0.1871 0.103 Uiso 1 1 calc R A . C42 C -0.2343(3) 0.7555(3) -0.3087(4) 0.0785(14) Uani 1 1 d . A . H42 H -0.2813 0.7567 -0.3287 0.094 Uiso 1 1 calc R A . C52 C -0.3627(2) 0.8657(3) -0.5166(4) 0.0828(15) Uani 1 1 d . A . H52 H -0.3864 0.8495 -0.4987 0.099 Uiso 1 1 calc R A . C62 C -0.4039(3) 0.9108(4) -0.6009(5) 0.0985(19) Uani 1 1 d . A . H62 H -0.4559 0.9262 -0.6402 0.118 Uiso 1 1 calc R A . C72 C -0.3705(3) 0.9346(3) -0.6300(4) 0.0875(16) Uani 1 1 d . A . H72 H -0.4007 0.9641 -0.6891 0.105 Uiso 1 1 calc R A . C82 C -0.2919(2) 0.9145(3) -0.5713(3) 0.0641(10) Uani 1 1 d . A . H82 H -0.2690 0.9309 -0.5902 0.077 Uiso 1 1 calc R A . C92 C -0.16457(17) 0.8450(2) -0.4016(2) 0.0411(7) Uani 1 1 d . A . C102 C -0.1559(2) 0.7970(2) -0.3303(3) 0.0476(8) Uani 1 1 d . A . C112 C -0.2280(2) 0.7976(2) -0.3637(3) 0.0566(9) Uani 1 1 d . A . C122 C -0.2849(2) 0.8440(3) -0.4573(3) 0.0616(10) Uani 1 1 d . A . C132 C -0.24944(18) 0.8699(2) -0.4848(3) 0.0504(8) Uani 1 1 d . A . C142 C -0.11763(19) 0.9059(2) -0.4598(2) 0.0467(8) Uani 1 1 d . A . H14C H -0.1400 0.9642 -0.4747 0.056 Uiso 1 1 calc R A . H14D H -0.1541 0.8710 -0.5193 0.056 Uiso 1 1 calc R A . C1B C 0.0450(4) 0.7040(5) 0.1499(5) 0.113(2) Uani 1 1 d D B . H1B H 0.0331 0.6527 0.1103 0.136 Uiso 1 1 d RD B . Cl1 Cl 0.08078(17) 0.78894(19) 0.1285(3) 0.1387(12) Uani 0.769(5) 1 d P B . Cl2 Cl 0.1149(3) 0.6827(3) 0.2699(2) 0.239(3) Uani 0.769(5) 1 d P B . Cl3 Cl -0.03643(19) 0.7511(3) 0.1156(3) 0.1826(17) Uani 0.769(5) 1 d P B . Cl5 Cl 0.1279(9) 0.7443(10) 0.2156(12) 0.187(5) Uiso 0.231(5) 1 d P B 2 Cl6 Cl 0.0151(13) 0.6674(15) 0.1996(16) 0.269(9) Uiso 0.231(5) 1 d P B 2 Cl4 Cl -0.0320(19) 0.740(2) 0.060(2) 0.334(14) Uiso 0.231(5) 1 d P B 2 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 B1A 0.083(6) 0.110(8) 0.110(10) 0.012(7) 0.086(8) 0.015(6) F1A 0.170(8) 0.111(6) 0.164(7) 0.035(5) 0.144(7) 0.035(5) F2A 0.102(5) 0.123(6) 0.102(5) -0.012(4) 0.059(4) -0.020(5) F3A 0.125(6) 0.108(5) 0.103(5) -0.011(4) 0.066(5) -0.020(4) F4A 0.219(16) 0.45(4) 0.37(3) -0.02(3) 0.26(2) 0.06(2) Cu1 0.0302(3) 0.0694(4) 0.0342(3) 0.000 0.0233(3) 0.000 N11 0.0406(14) 0.0474(15) 0.0419(14) 0.0068(11) 0.0316(12) 0.0037(12) N12 0.0331(13) 0.0439(14) 0.0371(13) -0.0041(11) 0.0243(11) -0.0017(11) C11 0.056(2) 0.0453(19) 0.062(2) 0.0004(16) 0.0440(19) -0.0044(15) C21 0.074(3) 0.058(2) 0.070(3) -0.0103(19) 0.053(2) -0.015(2) C31 0.064(3) 0.067(3) 0.071(3) -0.008(2) 0.042(2) -0.024(2) C41 0.048(2) 0.066(3) 0.077(3) 0.004(2) 0.041(2) -0.0134(18) C51 0.062(2) 0.076(3) 0.108(3) 0.021(3) 0.070(3) 0.008(2) C61 0.096(4) 0.091(3) 0.134(4) 0.025(3) 0.104(4) 0.018(3) C71 0.103(4) 0.087(3) 0.107(4) 0.012(3) 0.095(4) 0.014(3) C81 0.071(3) 0.073(3) 0.073(3) 0.009(2) 0.062(2) 0.007(2) C91 0.0388(16) 0.0411(16) 0.0468(17) 0.0109(13) 0.0331(15) 0.0047(13) C101 0.0446(17) 0.0380(16) 0.0543(18) 0.0100(14) 0.0372(16) 0.0014(13) C111 0.0458(18) 0.0449(18) 0.064(2) 0.0142(16) 0.0386(18) 0.0015(15) C121 0.051(2) 0.050(2) 0.077(2) 0.0207(17) 0.051(2) 0.0093(16) C131 0.0516(19) 0.0485(19) 0.063(2) 0.0142(16) 0.0473(18) 0.0079(15) C141 0.0444(17) 0.060(2) 0.0398(16) 0.0012(14) 0.0324(15) 0.0017(15) C12 0.065(2) 0.0406(18) 0.067(2) -0.0024(16) 0.050(2) -0.0054(16) C22 0.100(3) 0.056(2) 0.084(3) -0.003(2) 0.073(3) -0.015(2) C32 0.123(4) 0.070(3) 0.104(4) -0.016(3) 0.096(4) -0.033(3) C42 0.090(3) 0.078(3) 0.112(4) -0.039(3) 0.088(3) -0.042(3) C52 0.043(2) 0.093(3) 0.098(4) -0.036(3) 0.048(3) -0.017(2) C62 0.034(2) 0.109(4) 0.101(4) -0.032(3) 0.034(3) -0.002(2) C72 0.040(2) 0.087(3) 0.065(3) -0.015(2) 0.018(2) 0.004(2) C82 0.0356(18) 0.066(2) 0.052(2) -0.0107(18) 0.0207(17) -0.0023(16) C92 0.0337(15) 0.0386(16) 0.0442(16) -0.0106(13) 0.0267(14) -0.0048(12) C102 0.0515(19) 0.0376(17) 0.062(2) -0.0146(15) 0.0444(18) -0.0132(14) C112 0.055(2) 0.050(2) 0.077(2) -0.0259(18) 0.053(2) -0.0218(16) C122 0.0436(19) 0.059(2) 0.080(3) -0.032(2) 0.045(2) -0.0176(17) C132 0.0328(16) 0.0485(18) 0.0511(19) -0.0186(15) 0.0253(16) -0.0081(14) C142 0.0387(17) 0.059(2) 0.0322(15) 0.0000(14) 0.0231(14) 0.0014(14) C1B 0.094(4) 0.122(5) 0.110(4) -0.025(4) 0.072(4) -0.001(4) Cl1 0.129(2) 0.133(2) 0.183(3) -0.0151(18) 0.124(2) -0.0109(16) Cl2 0.242(5) 0.306(5) 0.110(2) 0.063(3) 0.112(3) 0.173(4) Cl3 0.112(2) 0.230(4) 0.211(4) 0.047(3) 0.121(2) 0.043(2) _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 B1A F4A 1.379(5) . ? B1A F1A 1.389(5) . ? B1A F2A 1.390(5) . ? B1A F3A 1.393(5) . ? Cu1 N12 2.044(2) . ? Cu1 N11 2.067(2) . ? N11 C91 1.286(4) . ? N11 C141 1.463(4) . ? N12 C92 1.288(4) . ? N12 C142 1.467(4) . ? C11 C101 1.371(5) . ? C11 C21 1.388(5) . ? C11 H11 0.9300 . ? C21 C31 1.383(6) . ? C21 H21 0.9300 . ? C31 C41 1.377(7) . ? C31 H31 0.9300 . ? C41 C111 1.386(6) . ? C41 H41 0.9300 . ? C51 C61 1.377(7) . ? C51 C121 1.380(5) . ? C51 H51 0.9300 . ? C61 C71 1.366(8) . ? C61 H61 0.9300 . ? C71 C81 1.399(6) . ? C71 H71 0.9300 . ? C81 C131 1.385(5) . ? C81 H81 0.9300 . ? C91 C101 1.480(5) . ? C91 C131 1.498(4) . ? C101 C111 1.402(5) . ? C111 C121 1.457(5) . ? C121 C131 1.418(5) . ? C141 C142 1.510(5) . ? C141 H14A 0.9700 . ? C141 H14B 0.9700 . ? C12 C102 1.377(5) . ? C12 C22 1.386(6) . ? C12 H12 0.9300 . ? C22 C32 1.372(7) . ? C22 H22 0.9300 . ? C32 C42 1.374(7) . ? C32 H32 0.9300 . ? C42 C112 1.390(6) . ? C42 H42 0.9300 . ? C52 C62 1.355(8) . ? C52 C122 1.387(5) . ? C52 H52 0.9300 . ? C62 C72 1.384(8) . ? C62 H62 0.9300 . ? C72 C82 1.399(6) . ? C72 H72 0.9300 . ? C82 C132 1.376(6) . ? C82 H82 0.9300 . ? C92 C102 1.479(5) . ? C92 C132 1.495(4) . ? C102 C112 1.395(5) . ? C112 C122 1.457(6) . ? C122 C132 1.414(5) . ? C142 H14C 0.9700 . ? C142 H14D 0.9700 . ? C1B Cl4 1.47(3) . ? C1B Cl5 1.552(15) . ? C1B Cl2 1.666(8) . ? C1B Cl6 1.73(2) . ? C1B Cl3 1.763(7) . ? C1B Cl1 1.801(8) . ? C1B H1B 0.9904 . ? 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 F4A B1A F1A 110.6(6) . . ? F4A B1A F2A 111.3(7) . . ? F1A B1A F2A 108.5(6) . . ? F4A B1A F3A 110.3(6) . . ? F1A B1A F3A 108.1(6) . . ? F2A B1A F3A 107.8(5) . . ? N12 Cu1 N12 142.28(15) . 2_554 ? N12 Cu1 N11 109.42(10) 2_554 . ? N12 Cu1 N11 84.58(10) 2_554 2_554 ? N11 Cu1 N11 136.80(15) . 2_554 ? C91 N11 C141 120.5(3) . . ? C91 N11 Cu1 124.1(2) . . ? C141 N11 Cu1 106.30(19) . . ? C92 N12 C142 120.0(3) . . ? C92 N12 Cu1 123.6(2) . . ? C142 N12 Cu1 108.04(19) . . ? C101 C11 C21 118.8(4) . . ? C101 C11 H11 120.6 . . ? C21 C11 H11 120.6 . . ? C31 C21 C11 120.4(4) . . ? C31 C21 H21 119.8 . . ? C11 C21 H21 119.8 . . ? C41 C31 C21 121.3(4) . . ? C41 C31 H31 119.4 . . ? C21 C31 H31 119.4 . . ? C31 C41 C111 118.5(4) . . ? C31 C41 H41 120.8 . . ? C111 C41 H41 120.8 . . ? C61 C51 C121 118.6(4) . . ? C61 C51 H51 120.7 . . ? C121 C51 H51 120.7 . . ? C71 C61 C51 121.2(4) . . ? C71 C61 H61 119.4 . . ? C51 C61 H61 119.4 . . ? C61 C71 C81 121.7(5) . . ? C61 C71 H71 119.1 . . ? C81 C71 H71 119.1 . . ? C131 C81 C71 117.7(4) . . ? C131 C81 H81 121.2 . . ? C71 C81 H81 121.2 . . ? N11 C91 C101 122.7(3) . . ? N11 C91 C131 131.4(3) . . ? C101 C91 C131 105.8(3) . . ? C11 C101 C111 120.7(3) . . ? C11 C101 C91 130.4(3) . . ? C111 C101 C91 108.8(3) . . ? C41 C111 C101 120.3(4) . . ? C41 C111 C121 131.0(4) . . ? C101 C111 C121 108.7(3) . . ? C51 C121 C131 120.6(4) . . ? C51 C121 C111 130.1(4) . . ? C131 C121 C111 109.3(3) . . ? C81 C131 C121 120.1(3) . . ? C81 C131 C91 132.4(3) . . ? C121 C131 C91 107.2(3) . . ? N11 C141 C142 108.8(3) . . ? N11 C141 H14A 109.9 . . ? C142 C141 H14A 109.9 . . ? N11 C141 H14B 109.9 . . ? C142 C141 H14B 109.9 . . ? H14A C141 H14B 108.3 . . ? C102 C12 C22 118.6(4) . . ? C102 C12 H12 120.7 . . ? C22 C12 H12 120.7 . . ? C32 C22 C12 120.2(5) . . ? C32 C22 H22 119.9 . . ? C12 C22 H22 119.9 . . ? C22 C32 C42 121.7(4) . . ? C22 C32 H32 119.2 . . ? C42 C32 H32 119.2 . . ? C32 C42 C112 118.9(4) . . ? C32 C42 H42 120.5 . . ? C112 C42 H42 120.5 . . ? C62 C52 C122 119.2(5) . . ? C62 C52 H52 120.4 . . ? C122 C52 H52 120.4 . . ? C52 C62 C72 121.6(4) . . ? C52 C62 H62 119.2 . . ? C72 C62 H62 119.2 . . ? C62 C72 C82 120.7(5) . . ? C62 C72 H72 119.7 . . ? C82 C72 H72 119.7 . . ? C132 C82 C72 118.0(5) . . ? C132 C82 H82 121.0 . . ? C72 C82 H82 121.0 . . ? N12 C92 C102 122.2(3) . . ? N12 C92 C132 131.3(3) . . ? C102 C92 C132 106.2(3) . . ? C12 C102 C112 121.3(3) . . ? C12 C102 C92 129.7(3) . . ? C112 C102 C92 108.8(3) . . ? C42 C112 C102 119.2(4) . . ? C42 C112 C122 132.4(4) . . ? C102 C112 C122 108.3(3) . . ? C52 C122 C132 119.9(5) . . ? C52 C122 C112 130.2(4) . . ? C132 C122 C112 109.9(3) . . ? C82 C132 C122 120.7(3) . . ? C82 C132 C92 132.6(3) . . ? C122 C132 C92 106.5(3) . . ? N12 C142 C141 109.1(2) . . ? N12 C142 H14C 109.9 . . ? C141 C142 H14C 109.9 . . ? N12 C142 H14D 109.9 . . ? C141 C142 H14D 109.9 . . ? H14C C142 H14D 108.3 . . ? Cl4 C1B Cl5 128.7(15) . . ? Cl4 C1B Cl6 95.5(15) . . ? Cl5 C1B Cl6 121.3(10) . . ? Cl2 C1B Cl3 108.9(4) . . ? Cl2 C1B Cl1 108.0(4) . . ? Cl3 C1B Cl1 105.1(4) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.581 _refine_diff_density_min -0.487 _refine_diff_density_rms 0.060 data_comp2 _database_code_depnum_ccdc_archive 'CCDC 880905' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H40 Cu N4, Cu I2' _chemical_formula_sum 'C56 H40 Cu2 I2 N4' _chemical_formula_weight 1149.80 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P n n a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' '-x+1/2, y+1/2, -z+1/2' 'x, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' 'x-1/2, -y-1/2, z-1/2' '-x, y-1/2, z-1/2' _cell_length_a 13.848(4) _cell_length_b 17.564(5) _cell_length_c 19.573(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4761(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12681 _cell_measurement_theta_min 2.80 _cell_measurement_theta_max 28.38 _exptl_crystal_description prism _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.604 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2272 _exptl_absorpt_coefficient_mu 2.232 _exptl_absorpt_correction_T_min 0.504 _exptl_absorpt_correction_T_max 0.741 _exptl_absorpt_correction_type analytical _exptl_absorpt_process_details ; CrysAlisPro (Oxford Diffraction, 2010) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Xcalibur E ' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% . _diffrn_reflns_number 34157 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0163 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4209 _reflns_number_gt 3300 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_cell_refinement 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_data_reduction 'CrysAlisPro (Oxford Diffraction, 2010)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics ; Ortep III for Windows (Farrugia, 1997), Mercury (Macrae et al., 2006) ; _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+22.2607P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4209 _refine_ls_number_parameters 290 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0812 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.1531 _refine_ls_wR_factor_gt 0.1397 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu2 Cu 0.20004(11) 0.7500 0.2500 0.0933(5) Uani 1 2 d S . . I1 I 0.19998(6) 0.86962(4) 0.31136(3) 0.1184(3) Uani 1 1 d . . . Cu1 Cu 0.2500 0.5000 0.67038(4) 0.0444(3) Uani 1 2 d S . . N11 N 0.3607(3) 0.5394(2) 0.6085(2) 0.0385(9) Uani 1 1 d . . . N12 N 0.2850(3) 0.5937(3) 0.73009(19) 0.0420(10) Uani 1 1 d . . . C11 C 0.3493(4) 0.3723(3) 0.5641(3) 0.0494(13) Uani 1 1 d . . . H11 H 0.3498 0.3749 0.6115 0.059 Uiso 1 1 calc R . . C21 C 0.3394(4) 0.3029(4) 0.5305(4) 0.0628(16) Uani 1 1 d . . . H21 H 0.3339 0.2585 0.5560 0.075 Uiso 1 1 calc R . . C31 C 0.3377(4) 0.2988(4) 0.4602(4) 0.0663(18) Uani 1 1 d . . . H31 H 0.3285 0.2519 0.4391 0.080 Uiso 1 1 calc R . . C41 C 0.3494(4) 0.3637(4) 0.4206(3) 0.0612(17) Uani 1 1 d . . . H41 H 0.3495 0.3605 0.3732 0.073 Uiso 1 1 calc R . . C51 C 0.3807(4) 0.5359(4) 0.3592(3) 0.0633(17) Uani 1 1 d . . . H51 H 0.3729 0.5022 0.3230 0.076 Uiso 1 1 calc R . . C61 C 0.3957(5) 0.6135(5) 0.3473(3) 0.0692(19) Uani 1 1 d . . . H61 H 0.3974 0.6315 0.3027 0.083 Uiso 1 1 calc R . . C71 C 0.4080(5) 0.6639(4) 0.4012(3) 0.0643(17) Uani 1 1 d . . . H71 H 0.4189 0.7152 0.3922 0.077 Uiso 1 1 calc R . . C81 C 0.4040(4) 0.6385(3) 0.4688(3) 0.0517(14) Uani 1 1 d . . . H81 H 0.4119 0.6726 0.5047 0.062 Uiso 1 1 calc R . . C91 C 0.3717(3) 0.5179(3) 0.5460(2) 0.0384(11) Uani 1 1 d . . . C101 C 0.3583(3) 0.4371(3) 0.5249(3) 0.0409(12) Uani 1 1 d . . . C111 C 0.3610(3) 0.4336(3) 0.4530(3) 0.0464(13) Uani 1 1 d . . . C121 C 0.3777(3) 0.5104(4) 0.4263(3) 0.0485(14) Uani 1 1 d . . . C131 C 0.3882(3) 0.5617(3) 0.4815(3) 0.0420(12) Uani 1 1 d . . . C141 C 0.3823(4) 0.6187(3) 0.6289(3) 0.0433(12) Uani 1 1 d . . . H14A H 0.3355 0.6531 0.6088 0.052 Uiso 1 1 calc R . . H14B H 0.4460 0.6330 0.6128 0.052 Uiso 1 1 calc R . . C12 C 0.0828(4) 0.5557(3) 0.7835(3) 0.0520(14) Uani 1 1 d . . . H12 H 0.0827 0.5546 0.7360 0.062 Uiso 1 1 calc R . . C22 C 0.0007(5) 0.5364(4) 0.8199(3) 0.0648(17) Uani 1 1 d . . . H22 H -0.0550 0.5216 0.7969 0.078 Uiso 1 1 calc R . . C32 C 0.0014(5) 0.5392(4) 0.8910(4) 0.075(2) Uani 1 1 d . . . H32 H -0.0539 0.5253 0.9149 0.089 Uiso 1 1 calc R . . C42 C 0.0815(6) 0.5618(4) 0.9268(3) 0.0692(19) Uani 1 1 d . . . H42 H 0.0807 0.5638 0.9743 0.083 Uiso 1 1 calc R . . C52 C 0.2917(6) 0.6250(4) 0.9783(3) 0.073(2) Uani 1 1 d . . . H52 H 0.2536 0.6141 1.0162 0.087 Uiso 1 1 calc R . . C62 C 0.3822(7) 0.6545(4) 0.9863(4) 0.086(3) Uani 1 1 d . . . H62 H 0.4051 0.6647 1.0300 0.103 Uiso 1 1 calc R . . C72 C 0.4403(6) 0.6696(4) 0.9305(4) 0.085(2) Uani 1 1 d . . . H72 H 0.5015 0.6901 0.9370 0.102 Uiso 1 1 calc R . . C82 C 0.4074(5) 0.6541(3) 0.8637(3) 0.0643(17) Uani 1 1 d . . . H82 H 0.4472 0.6626 0.8262 0.077 Uiso 1 1 calc R . . C92 C 0.2601(4) 0.6004(3) 0.7933(2) 0.0426(12) Uani 1 1 d . . . C102 C 0.1646(4) 0.5766(3) 0.8187(2) 0.0434(12) Uani 1 1 d . . . C112 C 0.1638(5) 0.5816(3) 0.8905(3) 0.0520(14) Uani 1 1 d . . . C122 C 0.2574(5) 0.6113(3) 0.9127(3) 0.0559(15) Uani 1 1 d . . . C132 C 0.3160(4) 0.6265(3) 0.8552(3) 0.0496(14) Uani 1 1 d . . . C142 C 0.3782(4) 0.6239(3) 0.7063(3) 0.0466(13) Uani 1 1 d . . . H14C H 0.4307 0.5947 0.7262 0.056 Uiso 1 1 calc R . . H14D H 0.3852 0.6765 0.7205 0.056 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 Cu2 0.0941(10) 0.1064(11) 0.0793(9) 0.0344(8) 0.000 0.000 I1 0.1576(7) 0.1126(5) 0.0851(4) 0.0321(4) 0.0334(4) 0.0328(5) Cu1 0.0499(5) 0.0526(5) 0.0306(4) 0.000 0.000 -0.0166(4) N11 0.032(2) 0.047(2) 0.036(2) -0.0040(18) -0.0007(17) -0.0036(18) N12 0.045(2) 0.050(2) 0.031(2) -0.0030(18) -0.0017(18) -0.007(2) C11 0.040(3) 0.053(3) 0.055(3) -0.009(3) 0.001(2) -0.001(2) C21 0.047(3) 0.058(4) 0.083(5) -0.011(3) -0.003(3) 0.000(3) C31 0.054(4) 0.061(4) 0.084(5) -0.030(4) 0.002(3) -0.001(3) C41 0.044(3) 0.083(5) 0.056(4) -0.030(3) 0.000(3) -0.002(3) C51 0.055(4) 0.092(5) 0.042(3) -0.006(3) 0.005(3) 0.005(3) C61 0.061(4) 0.103(6) 0.044(3) 0.011(4) 0.007(3) 0.006(4) C71 0.060(4) 0.075(4) 0.058(4) 0.016(3) 0.009(3) -0.002(3) C81 0.043(3) 0.067(4) 0.045(3) 0.005(3) 0.005(2) -0.001(3) C91 0.024(2) 0.053(3) 0.039(3) -0.003(2) 0.001(2) -0.002(2) C101 0.025(2) 0.052(3) 0.046(3) -0.010(2) 0.003(2) 0.001(2) C111 0.029(2) 0.064(4) 0.046(3) -0.012(3) 0.002(2) 0.001(2) C121 0.029(2) 0.076(4) 0.041(3) -0.010(3) 0.005(2) 0.002(3) C131 0.027(2) 0.060(3) 0.039(3) 0.000(2) 0.004(2) 0.001(2) C141 0.041(3) 0.049(3) 0.040(3) -0.003(2) 0.002(2) -0.011(2) C12 0.055(3) 0.060(3) 0.042(3) 0.004(3) 0.005(3) 0.004(3) C22 0.061(4) 0.072(4) 0.061(4) 0.002(3) 0.014(3) 0.003(3) C32 0.070(5) 0.081(5) 0.073(4) 0.008(4) 0.032(4) 0.012(4) C42 0.096(5) 0.071(4) 0.041(3) 0.009(3) 0.023(4) 0.030(4) C52 0.118(6) 0.067(4) 0.033(3) -0.010(3) -0.016(3) 0.034(4) C62 0.138(8) 0.072(5) 0.048(4) -0.020(3) -0.040(5) 0.034(5) C72 0.101(6) 0.070(5) 0.084(5) -0.026(4) -0.048(5) 0.014(4) C82 0.079(5) 0.055(4) 0.059(4) -0.015(3) -0.020(3) 0.004(3) C92 0.057(3) 0.041(3) 0.029(2) -0.005(2) -0.005(2) 0.008(2) C102 0.054(3) 0.040(3) 0.036(3) 0.003(2) 0.008(2) 0.012(2) C112 0.074(4) 0.048(3) 0.034(3) 0.002(2) 0.004(3) 0.024(3) C122 0.087(4) 0.047(3) 0.034(3) -0.006(2) -0.006(3) 0.027(3) C132 0.065(4) 0.046(3) 0.038(3) -0.010(2) -0.011(3) 0.013(3) C142 0.051(3) 0.045(3) 0.044(3) -0.007(2) -0.001(2) -0.011(2) _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 Cu2 I1 2.4201(9) . ? Cu1 N11 2.072(4) . ? Cu1 N12 2.076(4) . ? N11 C91 1.290(6) . ? N11 C141 1.479(6) . ? N12 C92 1.289(6) . ? N12 C142 1.472(7) . ? C11 C101 1.378(8) . ? C11 C21 1.391(8) . ? C11 H11 0.9300 . ? C21 C31 1.377(9) . ? C21 H21 0.9300 . ? C31 C41 1.388(10) . ? C31 H31 0.9300 . ? C41 C111 1.391(8) . ? C41 H41 0.9300 . ? C51 C121 1.388(8) . ? C51 C61 1.398(10) . ? C51 H51 0.9300 . ? C61 C71 1.388(9) . ? C61 H61 0.9300 . ? C71 C81 1.397(8) . ? C71 H71 0.9300 . ? C81 C131 1.389(8) . ? C81 H81 0.9300 . ? C91 C101 1.489(7) . ? C91 C131 1.496(7) . ? C101 C111 1.408(7) . ? C111 C121 1.465(8) . ? C121 C131 1.415(7) . ? C141 C142 1.519(7) . ? C141 H14A 0.9700 . ? C141 H14B 0.9700 . ? C12 C102 1.376(8) . ? C12 C22 1.384(8) . ? C12 H12 0.9300 . ? C22 C32 1.393(9) . ? C22 H22 0.9300 . ? C32 C42 1.371(10) . ? C32 H32 0.9300 . ? C42 C112 1.388(9) . ? C42 H42 0.9300 . ? C52 C62 1.365(11) . ? C52 C122 1.390(8) . ? C52 H52 0.9300 . ? C62 C72 1.382(12) . ? C62 H62 0.9300 . ? C72 C82 1.410(9) . ? C72 H72 0.9300 . ? C82 C132 1.366(9) . ? C82 H82 0.9300 . ? C92 C102 1.474(8) . ? C92 C132 1.508(7) . ? C102 C112 1.407(7) . ? C112 C122 1.462(9) . ? C122 C132 1.413(8) . ? C142 H14C 0.9700 . ? C142 H14D 0.9700 . ? 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 I1 Cu2 I1 179.96(9) 4_565 . ? N11 Cu1 N11 108.5(2) 2_565 . ? N11 Cu1 N12 140.02(16) . 2_565 ? N11 Cu1 N12 83.77(16) . . ? N12 Cu1 N12 111.5(2) 2_565 . ? C91 N11 C141 120.5(4) . . ? C91 N11 Cu1 123.0(3) . . ? C141 N11 Cu1 107.9(3) . . ? C92 N12 C142 120.3(4) . . ? C92 N12 Cu1 123.4(4) . . ? C142 N12 Cu1 108.2(3) . . ? C101 C11 C21 118.0(6) . . ? C101 C11 H11 121.0 . . ? C21 C11 H11 121.0 . . ? C31 C21 C11 121.3(7) . . ? C31 C21 H21 119.3 . . ? C11 C21 H21 119.3 . . ? C21 C31 C41 120.8(6) . . ? C21 C31 H31 119.6 . . ? C41 C31 H31 119.6 . . ? C31 C41 C111 118.9(6) . . ? C31 C41 H41 120.5 . . ? C111 C41 H41 120.5 . . ? C121 C51 C61 118.5(6) . . ? C121 C51 H51 120.8 . . ? C61 C51 H51 120.8 . . ? C71 C61 C51 120.9(6) . . ? C71 C61 H61 119.5 . . ? C51 C61 H61 119.5 . . ? C61 C71 C81 120.7(6) . . ? C61 C71 H71 119.7 . . ? C81 C71 H71 119.7 . . ? C131 C81 C71 119.1(6) . . ? C131 C81 H81 120.4 . . ? C71 C81 H81 120.4 . . ? N11 C91 C101 121.8(5) . . ? N11 C91 C131 131.9(5) . . ? C101 C91 C131 106.0(4) . . ? C11 C101 C111 121.4(5) . . ? C11 C101 C91 130.1(5) . . ? C111 C101 C91 108.4(5) . . ? C41 C111 C101 119.4(6) . . ? C41 C111 C121 131.9(5) . . ? C101 C111 C121 108.6(5) . . ? C51 C121 C131 120.9(6) . . ? C51 C121 C111 129.8(5) . . ? C131 C121 C111 109.3(5) . . ? C81 C131 C121 119.9(5) . . ? C81 C131 C91 132.5(5) . . ? C121 C131 C91 107.5(5) . . ? N11 C141 C142 108.6(4) . . ? N11 C141 H14A 110.0 . . ? C142 C141 H14A 110.0 . . ? N11 C141 H14B 110.0 . . ? C142 C141 H14B 110.0 . . ? H14A C141 H14B 108.4 . . ? C102 C12 C22 118.9(5) . . ? C102 C12 H12 120.5 . . ? C22 C12 H12 120.5 . . ? C12 C22 C32 120.0(7) . . ? C12 C22 H22 120.0 . . ? C32 C22 H22 120.0 . . ? C42 C32 C22 121.8(6) . . ? C42 C32 H32 119.1 . . ? C22 C32 H32 119.1 . . ? C32 C42 C112 118.4(6) . . ? C32 C42 H42 120.8 . . ? C112 C42 H42 120.8 . . ? C62 C52 C122 119.1(7) . . ? C62 C52 H52 120.5 . . ? C122 C52 H52 120.5 . . ? C52 C62 C72 121.1(6) . . ? C52 C62 H62 119.5 . . ? C72 C62 H62 119.5 . . ? C62 C72 C82 120.5(8) . . ? C62 C72 H72 119.7 . . ? C82 C72 H72 119.7 . . ? C132 C82 C72 118.7(7) . . ? C132 C82 H82 120.6 . . ? C72 C82 H82 120.6 . . ? N12 C92 C102 122.5(5) . . ? N12 C92 C132 131.4(5) . . ? C102 C92 C132 106.0(4) . . ? C12 C102 C112 120.7(5) . . ? C12 C102 C92 130.2(5) . . ? C112 C102 C92 109.0(5) . . ? C42 C112 C102 120.1(6) . . ? C42 C112 C122 131.6(5) . . ? C102 C112 C122 108.2(5) . . ? C52 C122 C132 120.4(7) . . ? C52 C122 C112 129.7(6) . . ? C132 C122 C112 109.9(5) . . ? C82 C132 C122 120.1(5) . . ? C82 C132 C92 132.9(6) . . ? C122 C132 C92 106.7(5) . . ? N12 C142 C141 109.1(4) . . ? N12 C142 H14C 109.9 . . ? C141 C142 H14C 109.9 . . ? N12 C142 H14D 109.9 . . ? C141 C142 H14D 109.9 . . ? H14C C142 H14D 108.3 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.724 _refine_diff_density_min -1.863 _refine_diff_density_rms 0.082 #===END