Electronic Supplementary Material for CrystEngComm This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 1350 loop_ _publ_author_name 'Ivan Bernal' 'Duane Choquesillo-Lazarte' 'Uday Mukhopadhyay' 'Juan Niclos-Gutierrez' _publ_contact_author_email ibernal@uh.edu _publ_requested_journal 'Cryst Eng. Comm.' _publ_section_title ; A critical look on the nature of the intra-molecular interligand eta, eta-stacking interaction in mixed-ligand copper(II) complexes of aromatic side-chain amino acidates and alpha,alpha'-diimines ; data_cubpyala _database_code_depnum_ccdc_archive 'CCDC 246568' # CIF produced by WinGX routine CIF_UPDATE # Created on 2004-07-16 at 16:06:24 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : cubpyala struct _audit_creation_date 2004-07-16T16:06:24-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C38 H40 Cl4 Cu2 N6 O7' _chemical_formula_sum 'C38 H40 Cl4 Cu2 N6 O7' _chemical_formula_weight 961.64 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/a' _symmetry_space_group_name_Hall '-P 2yab' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 11.766(3) _cell_length_b 24.480(5) _cell_length_c 14.315(4) _cell_angle_alpha 90 _cell_angle_beta 100.78(3) _cell_angle_gamma 90 _cell_volume 4050.4(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.5 _exptl_crystal_density_diffrn 1.577 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1968 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.371 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_reflns_av_R_equivalents 0.0699 _diffrn_reflns_av_unetI/netI 0.0819 _diffrn_reflns_number 8619 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.97 _diffrn_reflns_theta_full 25.97 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 7941 _reflns_number_gt 4232 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0469P)^2^+4.0138P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 7941 _refine_ls_number_parameters 674 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1322 _refine_ls_R_factor_gt 0.0499 _refine_ls_wR_factor_ref 0.1188 _refine_ls_wR_factor_gt 0.093 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.728 _refine_diff_density_min -0.739 _refine_diff_density_rms 0.073 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' O O 0.0106 0.006 '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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cu1 Cu 0.55767(4) 0.35944(2) 1.60091(4) 0.03585(15) Uani 1 1 d . . . Cu2 Cu 0.41270(4) 0.14352(2) 0.91984(4) 0.03723(15) Uani 1 1 d . . . Cl1 Cl 0.60496(11) 0.42166(5) 1.74205(8) 0.0497(3) Uani 1 1 d . . . Cl4 Cl 0.52244(12) 0.03910(6) 0.66418(10) 0.0627(4) Uani 1 1 d . . . Cl3 Cl 0.5135(2) 0.12925(8) 1.31095(12) 0.1076(7) Uani 1 1 d . . . Cl2 Cl 0.4600(4) 0.36420(10) 1.20801(14) 0.1858(15) Uani 1 1 d . . . O2 O 0.7240(3) 0.21822(14) 1.6495(2) 0.0530(9) Uani 1 1 d . . . O4 O 0.5547(3) 0.28494(14) 0.8748(2) 0.0526(9) Uani 1 1 d . . . O1 O 0.6877(2) 0.30697(13) 1.6323(2) 0.0442(8) Uani 1 1 d . . . O3 O 0.5258(2) 0.19585(13) 0.8894(2) 0.0439(8) Uani 1 1 d . . . N1 N 0.4215(3) 0.40119(15) 1.5311(2) 0.0376(9) Uani 1 1 d . . . N5 N 0.5353(3) 0.09664(15) 0.9927(3) 0.0397(9) Uani 1 1 d . . . N6 N 0.3027(3) 0.20257(16) 0.8655(3) 0.0376(9) Uani 1 1 d . . . N3 N 0.4768(4) 0.30064(16) 1.6609(3) 0.0382(9) Uani 1 1 d . . . N2 N 0.6369(3) 0.40159(15) 1.5128(3) 0.0385(9) Uani 1 1 d . . . OW2 O 0.7091(4) 0.1224(2) 0.7605(3) 0.0764(13) Uani 1 1 d . . . OW1 O 0.3735(4) 0.1003(2) 0.7830(3) 0.0715(13) Uani 1 1 d . . . C4 C 0.3558(4) 0.4606(2) 1.4004(3) 0.0461(12) Uani 1 1 d . . . N4 N 0.3163(3) 0.09921(15) 0.9922(3) 0.0392(9) Uani 1 1 d . . . C6 C 0.5661(4) 0.43218(18) 1.4477(3) 0.0390(11) Uani 1 1 d . . . C5 C 0.4433(4) 0.43175(18) 1.4581(3) 0.0374(10) Uani 1 1 d . . . C25 C 0.5024(4) 0.06578(18) 1.0610(3) 0.0391(11) Uani 1 1 d . . . C12 C 0.5302(4) 0.24789(19) 1.6438(4) 0.0383(11) Uani 1 1 d . . . C31 C 0.3648(4) 0.25528(19) 0.8844(3) 0.0385(11) Uani 1 1 d . . . C11 C 0.6573(4) 0.25782(19) 1.6426(3) 0.0383(11) Uani 1 1 d . . . OW3 O 0.4072(5) 0.4154(3) 1.8778(4) 0.0990(18) Uani 1 1 d . . . C33 C 0.3883(4) 0.2422(2) 1.0642(3) 0.0440(12) Uani 1 1 d . . . C24 C 0.3768(4) 0.06714(19) 1.0601(3) 0.0433(11) Uani 1 1 d . . . C20 C 0.2003(5) 0.1012(2) 0.9835(4) 0.0469(12) Uani 1 1 d . . . C7 C 0.6085(5) 0.4620(2) 1.3794(4) 0.0511(13) Uani 1 1 d . . . C1 C 0.3134(4) 0.4000(2) 1.5477(4) 0.0459(12) Uani 1 1 d . . . C23 C 0.3232(5) 0.0375(2) 1.1214(4) 0.0540(14) Uani 1 1 d . . . C26 C 0.5805(5) 0.0346(2) 1.1236(4) 0.0551(14) Uani 1 1 d . . . C32 C 0.3489(5) 0.2787(2) 0.9800(4) 0.0505(13) Uani 1 1 d . . . C3 C 0.2458(5) 0.4578(2) 1.4171(4) 0.0561(15) Uani 1 1 d . . . C36 C 0.4652(6) 0.1735(3) 1.2173(4) 0.0639(15) Uani 1 1 d . . . C21 C 0.1431(5) 0.0716(3) 1.0417(4) 0.0627(16) Uani 1 1 d . . . C38 C 0.3129(5) 0.2159(3) 1.1119(4) 0.0588(15) Uani 1 1 d . . . C14 C 0.4648(4) 0.2561(2) 1.4632(4) 0.0533(14) Uani 1 1 d . . . C2 C 0.2236(4) 0.4279(2) 1.4927(4) 0.0547(14) Uani 1 1 d . . . C8 C 0.7259(5) 0.4605(3) 1.3806(4) 0.0617(16) Uani 1 1 d . . . C29 C 0.6465(4) 0.0966(2) 0.9848(4) 0.0490(13) Uani 1 1 d . . . C10 C 0.7497(5) 0.4014(2) 1.5120(4) 0.0493(13) Uani 1 1 d . . . C27 C 0.6949(5) 0.0354(2) 1.1143(4) 0.0609(16) Uani 1 1 d . . . C30 C 0.4925(4) 0.2453(2) 0.8822(3) 0.0404(11) Uani 1 1 d . . . C28 C 0.7279(5) 0.0664(2) 1.0435(4) 0.0593(15) Uani 1 1 d . . . C13 C 0.4678(5) 0.2216(3) 1.5513(5) 0.0609(16) Uani 1 1 d . . . C37 C 0.3511(6) 0.1823(3) 1.1886(4) 0.0643(17) Uani 1 1 d . . . C34 C 0.5044(5) 0.2325(3) 1.0978(4) 0.0657(18) Uani 1 1 d . . . C22 C 0.2047(6) 0.0399(3) 1.1111(4) 0.0642(16) Uani 1 1 d . . . C9 C 0.7966(5) 0.4306(2) 1.4471(4) 0.0598(15) Uani 1 1 d . . . C15 C 0.5609(6) 0.2630(3) 1.4228(5) 0.074(2) Uani 1 1 d . . . C35 C 0.5417(6) 0.1985(3) 1.1723(4) 0.078(2) Uani 1 1 d . . . C19 C 0.3663(6) 0.2851(3) 1.4200(6) 0.081(2) Uani 1 1 d . . . C18 C 0.3645(9) 0.3165(4) 1.3419(7) 0.107(3) Uani 1 1 d . . . C17 C 0.4615(12) 0.3218(3) 1.3065(5) 0.105(3) Uani 1 1 d . . . C16 C 0.5577(10) 0.2957(4) 1.3448(5) 0.098(3) Uani 1 1 d . . . H3 H 0.339(3) 0.2809(15) 0.835(3) 0.019(9) Uiso 1 1 d . . . H7 H 0.304(3) 0.3799(16) 1.599(3) 0.024(10) Uiso 1 1 d . . . H5 H 0.755(4) 0.479(2) 1.338(3) 0.048(14) Uiso 1 1 d . . . H1 H 0.164(4) 0.118(2) 0.932(4) 0.062(17) Uiso 1 1 d . . . H6 H 0.884(4) 0.4282(19) 1.455(3) 0.054(14) Uiso 1 1 d . . . H4 H 0.271(4) 0.2883(19) 0.974(3) 0.048(14) Uiso 1 1 d . . . H2 H 0.664(4) 0.121(2) 0.937(4) 0.061(16) Uiso 1 1 d . . . H15 H 0.402(4) 0.2981(17) 1.648(3) 0.034(12) Uiso 1 1 d . . . H14 H 0.495(3) 0.3073(17) 1.717(3) 0.029(13) Uiso 1 1 d . . . H10 H 0.616(5) 0.201(2) 1.198(4) 0.09(2) Uiso 1 1 d . . . H11 H 0.786(3) 0.3847(17) 1.555(3) 0.022(12) Uiso 1 1 d . . . H8 H 0.362(4) 0.018(2) 1.162(3) 0.045(15) Uiso 1 1 d . . . H13 H 0.528(4) 0.2241(19) 1.693(3) 0.047(14) Uiso 1 1 d . . . H12 H 0.391(5) 0.212(2) 1.557(4) 0.067(17) Uiso 1 1 d . . . H9 H 0.549(4) 0.012(2) 1.171(4) 0.062(16) Uiso 1 1 d . . . H21 H 0.292(3) 0.1947(16) 0.808(3) 0.023(12) Uiso 1 1 d . . . H22 H 0.228(4) 0.207(2) 0.877(3) 0.059(16) Uiso 1 1 d . . . H19 H 0.375(3) 0.4810(17) 1.348(3) 0.034(11) Uiso 1 1 d . . . H23 H 0.237(5) 0.218(2) 1.088(4) 0.08(2) Uiso 1 1 d . . . H16 H 0.745(6) 0.016(3) 1.154(5) 0.10(2) Uiso 1 1 d . . . H17 H 0.799(4) 0.0663(19) 1.033(3) 0.045(14) Uiso 1 1 d . . . H18 H 0.065(4) 0.0706(19) 1.028(3) 0.051(14) Uiso 1 1 d . . . H20 H 0.144(5) 0.426(2) 1.512(4) 0.073(17) Uiso 1 1 d . . . H24 H 0.387(4) 0.3109(19) 0.989(3) 0.044(14) Uiso 1 1 d . . . H25 H 0.548(5) 0.250(2) 1.069(4) 0.08(2) Uiso 1 1 d . . . H26 H 0.172(5) 0.019(2) 1.150(4) 0.075(19) Uiso 1 1 d . . . H28' H 0.192(4) 0.475(2) 1.382(4) 0.059(16) Uiso 1 1 d . . . H27' H 0.560(5) 0.479(3) 1.335(4) 0.09(2) Uiso 1 1 d . . . H27 H 0.309(5) 0.166(2) 1.217(4) 0.08(2) Uiso 1 1 d . . . H29 H 0.287(7) 0.336(3) 1.315(6) 0.15(3) Uiso 1 1 d . . . H28 H 0.500(4) 0.192(2) 1.540(4) 0.054(16) Uiso 1 1 d . . . HW1 H 0.449(8) 0.444(4) 1.836(7) 0.18(4) Uiso 1 1 d . . . HW2 H 0.349(7) 0.401(3) 1.842(6) 0.12(3) Uiso 1 1 d . . . H30 H 0.612(8) 0.295(4) 1.325(7) 0.16(5) Uiso 1 1 d . . . HW6 H 0.665(5) 0.099(2) 0.733(4) 0.06(2) Uiso 1 1 d . . . HW5 H 0.693(5) 0.151(3) 0.720(5) 0.09(2) Uiso 1 1 d . . . H31 H 0.624(5) 0.245(2) 1.451(4) 0.08(2) Uiso 1 1 d . . . HW7 H 0.418(5) 0.087(2) 0.755(4) 0.07(2) Uiso 1 1 d . . . HW8 H 0.313(4) 0.089(2) 0.770(4) 0.043(17) Uiso 1 1 d . . . H32 H 0.310(5) 0.276(2) 1.449(4) 0.06(2) Uiso 1 1 d . . . 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 Cu1 0.0310(3) 0.0374(3) 0.0398(3) 0.0075(3) 0.0081(2) -0.0009(3) Cu2 0.0346(3) 0.0388(3) 0.0385(3) 0.0056(3) 0.0073(2) 0.0015(3) Cl1 0.0552(7) 0.0516(7) 0.0405(7) 0.0014(6) 0.0041(5) -0.0092(6) Cl4 0.0499(8) 0.0768(10) 0.0645(9) -0.0104(7) 0.0186(7) 0.0020(7) Cl3 0.1572(19) 0.1066(15) 0.0586(10) 0.0243(10) 0.0193(11) 0.0248(13) Cl2 0.380(5) 0.0962(17) 0.0537(11) -0.0013(11) -0.0290(18) -0.001(2) O2 0.0437(19) 0.043(2) 0.074(2) 0.0057(17) 0.0153(17) 0.0080(16) O4 0.0449(19) 0.050(2) 0.065(2) 0.0156(18) 0.0155(17) -0.0053(17) O1 0.0294(16) 0.042(2) 0.062(2) 0.0072(16) 0.0089(15) -0.0027(14) O3 0.0361(17) 0.043(2) 0.055(2) 0.0118(15) 0.0141(15) 0.0042(14) N1 0.037(2) 0.041(2) 0.035(2) 0.0037(17) 0.0076(17) 0.0016(17) N5 0.042(2) 0.033(2) 0.043(2) -0.0004(18) 0.0064(18) 0.0002(17) N6 0.029(2) 0.047(2) 0.036(2) 0.005(2) 0.0042(18) 0.0011(18) N3 0.034(2) 0.046(2) 0.036(2) -0.0011(19) 0.0096(19) -0.0018(18) N2 0.035(2) 0.039(2) 0.045(2) 0.0000(18) 0.0153(18) -0.0011(17) OW2 0.072(3) 0.076(3) 0.076(3) 0.010(3) 0.003(3) -0.006(3) OW1 0.049(3) 0.098(4) 0.067(3) -0.030(2) 0.010(2) 0.006(3) C4 0.056(3) 0.041(3) 0.038(3) 0.006(2) 0.000(2) 0.001(2) N4 0.042(2) 0.041(2) 0.034(2) -0.0030(17) 0.0057(17) -0.0010(18) C6 0.046(3) 0.032(2) 0.038(3) 0.001(2) 0.007(2) -0.006(2) C5 0.042(3) 0.031(2) 0.037(3) -0.002(2) 0.003(2) -0.002(2) C25 0.048(3) 0.035(3) 0.033(2) 0.000(2) 0.003(2) 0.003(2) C12 0.038(3) 0.031(3) 0.048(3) 0.001(2) 0.015(2) -0.005(2) C31 0.036(3) 0.037(3) 0.042(3) 0.011(2) 0.005(2) 0.006(2) C11 0.038(3) 0.042(3) 0.034(3) 0.001(2) 0.006(2) 0.000(2) OW3 0.071(3) 0.124(5) 0.105(4) -0.041(4) 0.024(3) 0.004(3) C33 0.045(3) 0.047(3) 0.042(3) -0.006(2) 0.014(2) 0.002(2) C24 0.056(3) 0.042(3) 0.031(2) -0.001(2) 0.005(2) -0.005(2) C20 0.046(3) 0.056(3) 0.040(3) 0.000(3) 0.010(2) -0.006(2) C7 0.064(4) 0.054(3) 0.036(3) 0.008(2) 0.012(3) -0.011(3) C1 0.042(3) 0.049(3) 0.049(3) 0.006(3) 0.014(2) 0.000(2) C23 0.068(4) 0.050(3) 0.042(3) 0.014(3) 0.006(3) -0.003(3) C26 0.066(4) 0.047(3) 0.050(3) 0.007(3) 0.004(3) 0.004(3) C32 0.044(3) 0.044(3) 0.064(4) -0.008(3) 0.010(3) 0.008(3) C3 0.044(3) 0.057(4) 0.060(4) 0.000(3) -0.008(3) 0.007(3) C36 0.075(4) 0.074(4) 0.045(3) -0.003(3) 0.017(3) 0.003(3) C21 0.045(3) 0.085(4) 0.059(4) 0.004(3) 0.012(3) -0.019(3) C38 0.044(3) 0.070(4) 0.066(4) -0.013(3) 0.019(3) -0.002(3) C14 0.040(3) 0.061(3) 0.054(3) -0.020(3) -0.003(2) 0.004(2) C2 0.038(3) 0.060(3) 0.063(4) 0.000(3) 0.002(3) 0.008(3) C8 0.075(4) 0.067(4) 0.050(3) 0.003(3) 0.030(3) -0.024(3) C29 0.042(3) 0.048(3) 0.056(3) 0.004(3) 0.007(3) 0.002(2) C10 0.045(3) 0.047(3) 0.059(4) 0.008(3) 0.016(3) 0.001(3) C27 0.066(4) 0.055(4) 0.055(4) 0.004(3) -0.007(3) 0.014(3) C30 0.041(3) 0.048(3) 0.032(2) 0.013(2) 0.007(2) 0.002(2) C28 0.045(3) 0.061(4) 0.069(4) -0.003(3) 0.004(3) 0.012(3) C13 0.046(3) 0.052(4) 0.088(5) -0.028(3) 0.020(3) -0.013(3) C37 0.081(5) 0.063(4) 0.057(4) -0.002(3) 0.036(4) -0.013(3) C34 0.043(3) 0.107(5) 0.047(3) 0.013(3) 0.007(3) -0.017(3) C22 0.073(4) 0.071(4) 0.055(4) 0.006(3) 0.026(3) -0.017(3) C9 0.054(4) 0.068(4) 0.064(4) -0.002(3) 0.029(3) -0.011(3) C15 0.055(4) 0.114(6) 0.055(4) 0.003(4) 0.013(3) 0.018(4) C35 0.053(4) 0.132(6) 0.044(3) 0.016(4) -0.004(3) 0.004(4) C19 0.046(4) 0.095(6) 0.096(6) -0.035(5) -0.005(4) 0.006(4) C18 0.117(7) 0.095(6) 0.082(6) -0.026(5) -0.051(6) 0.036(6) C17 0.182(10) 0.068(5) 0.048(4) -0.018(4) -0.020(6) 0.011(6) C16 0.115(7) 0.130(8) 0.051(4) 0.007(5) 0.022(5) 0.003(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Cu1 O1 1.984(3) . ? Cu1 N2 1.991(4) . ? Cu1 N1 2.003(4) . ? Cu1 N3 2.005(4) . ? Cu1 Cl1 2.5083(14) . ? Cu2 O3 1.954(3) . ? Cu2 N5 1.980(4) . ? Cu2 N4 1.994(4) . ? Cu2 N6 1.998(4) . ? Cu2 OW1 2.199(4) . ? Cl3 C36 1.734(6) . ? Cl2 C17 1.749(8) . ? O2 C11 1.239(5) . ? O4 C30 1.233(5) . ? O1 C11 1.272(5) . ? O3 C30 1.270(5) . ? N1 C1 1.337(6) . ? N1 C5 1.349(5) . ? N5 C29 1.335(6) . ? N5 C25 1.348(6) . ? N6 C31 1.483(6) . ? N3 C12 1.477(6) . ? N2 C10 1.330(6) . ? N2 C6 1.354(5) . ? C4 C3 1.361(7) . ? C4 C5 1.388(6) . ? N4 C24 1.345(6) . ? N4 C20 1.348(6) . ? C6 C7 1.385(6) . ? C6 C5 1.479(6) . ? C25 C26 1.387(7) . ? C25 C24 1.476(6) . ? C12 C11 1.518(6) . ? C12 C13 1.531(7) . ? C31 C30 1.527(6) . ? C31 C32 1.528(7) . ? C33 C38 1.377(7) . ? C33 C34 1.381(7) . ? C33 C32 1.503(7) . ? C24 C23 1.379(7) . ? C20 C21 1.371(7) . ? C7 C8 1.379(8) . ? C1 C2 1.376(7) . ? C23 C22 1.377(8) . ? C26 C27 1.378(8) . ? C3 C2 1.371(8) . ? C36 C37 1.347(8) . ? C36 C35 1.348(8) . ? C21 C22 1.357(8) . ? C38 C37 1.377(8) . ? C14 C15 1.373(8) . ? C14 C19 1.400(8) . ? C14 C13 1.512(8) . ? C8 C9 1.356(8) . ? C29 C28 1.366(7) . ? C10 C9 1.366(7) . ? C27 C28 1.378(8) . ? C34 C35 1.360(8) . ? C15 C16 1.369(10) . ? C19 C18 1.353(12) . ? C18 C17 1.339(12) . ? C17 C16 1.325(13) . ? 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 O1 Cu1 N2 92.67(14) . . ? O1 Cu1 N1 162.66(14) . . ? N2 Cu1 N1 81.07(15) . . ? O1 Cu1 N3 81.14(15) . . ? N2 Cu1 N3 163.58(16) . . ? N1 Cu1 N3 100.40(16) . . ? O1 Cu1 Cl1 99.51(10) . . ? N2 Cu1 Cl1 97.82(11) . . ? N1 Cu1 Cl1 97.36(11) . . ? N3 Cu1 Cl1 98.20(13) . . ? O3 Cu2 N5 92.18(14) . . ? O3 Cu2 N4 161.75(14) . . ? N5 Cu2 N4 80.80(15) . . ? O3 Cu2 N6 81.82(15) . . ? N5 Cu2 N6 168.25(16) . . ? N4 Cu2 N6 101.87(16) . . ? O3 Cu2 OW1 98.92(18) . . ? N5 Cu2 OW1 101.58(17) . . ? N4 Cu2 OW1 98.99(18) . . ? N6 Cu2 OW1 89.37(18) . . ? C11 O1 Cu1 114.6(3) . . ? C30 O3 Cu2 115.4(3) . . ? C1 N1 C5 118.4(4) . . ? C1 N1 Cu1 126.8(3) . . ? C5 N1 Cu1 114.8(3) . . ? C29 N5 C25 118.6(4) . . ? C29 N5 Cu2 125.8(3) . . ? C25 N5 Cu2 115.3(3) . . ? C31 N6 Cu2 107.3(3) . . ? C12 N3 Cu1 107.8(3) . . ? C10 N2 C6 118.8(4) . . ? C10 N2 Cu1 126.2(4) . . ? C6 N2 Cu1 115.0(3) . . ? C3 C4 C5 119.6(5) . . ? C24 N4 C20 118.5(4) . . ? C24 N4 Cu2 114.7(3) . . ? C20 N4 Cu2 126.7(3) . . ? N2 C6 C7 121.4(4) . . ? N2 C6 C5 114.4(4) . . ? C7 C6 C5 124.2(4) . . ? N1 C5 C4 121.1(4) . . ? N1 C5 C6 114.4(4) . . ? C4 C5 C6 124.5(4) . . ? N5 C25 C26 122.2(5) . . ? N5 C25 C24 113.8(4) . . ? C26 C25 C24 124.0(5) . . ? N3 C12 C11 108.2(4) . . ? N3 C12 C13 111.2(4) . . ? C11 C12 C13 111.9(4) . . ? N6 C31 C30 108.1(4) . . ? N6 C31 C32 110.5(4) . . ? C30 C31 C32 111.4(4) . . ? O2 C11 O1 124.1(4) . . ? O2 C11 C12 119.0(4) . . ? O1 C11 C12 116.9(4) . . ? C38 C33 C34 115.8(5) . . ? C38 C33 C32 123.0(5) . . ? C34 C33 C32 121.2(5) . . ? N4 C24 C23 121.6(5) . . ? N4 C24 C25 114.4(4) . . ? C23 C24 C25 124.0(5) . . ? N4 C20 C21 121.9(5) . . ? C8 C7 C6 118.0(5) . . ? N1 C1 C2 122.8(5) . . ? C22 C23 C24 118.9(5) . . ? C27 C26 C25 118.1(5) . . ? C33 C32 C31 115.1(4) . . ? C4 C3 C2 119.6(5) . . ? C37 C36 C35 119.9(6) . . ? C37 C36 Cl3 120.0(5) . . ? C35 C36 Cl3 120.1(5) . . ? C22 C21 C20 119.4(6) . . ? C33 C38 C37 122.0(6) . . ? C15 C14 C19 115.5(7) . . ? C15 C14 C13 121.8(5) . . ? C19 C14 C13 122.7(6) . . ? C3 C2 C1 118.5(5) . . ? C9 C8 C7 120.3(5) . . ? N5 C29 C28 122.3(5) . . ? N2 C10 C9 122.3(6) . . ? C26 C27 C28 119.6(5) . . ? O4 C30 O3 125.3(4) . . ? O4 C30 C31 118.5(4) . . ? O3 C30 C31 116.2(4) . . ? C29 C28 C27 119.2(6) . . ? C14 C13 C12 114.7(5) . . ? C36 C37 C38 119.9(6) . . ? C35 C34 C33 122.1(6) . . ? C21 C22 C23 119.6(6) . . ? C8 C9 C10 119.1(6) . . ? C16 C15 C14 121.0(8) . . ? C36 C35 C34 120.4(6) . . ? C18 C19 C14 122.5(8) . . ? C17 C18 C19 119.0(8) . . ? C16 C17 C18 121.3(9) . . ? C16 C17 Cl2 119.9(10) . . ? C18 C17 Cl2 118.8(9) . . ? C17 C16 C15 120.7(9) . . ? data_cubpygl _database_code_depnum_ccdc_archive 'CCDC 246569' # CIF produced by WinGX routine CIF_UPDATE # Created on 2004-06-30 at 10:40:15 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.2 # Request file : c:\wingx\files\archive.dat # CIF files read : cubpygl struct _audit_creation_date 2004-06-30T10:40:15-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C18 H17 Cl1 Cu1 N3 O4' _chemical_formula_sum 'C18 H18 Cl Cu N3 O4' _chemical_formula_weight 439.34 _chemical_compound_source 'synthesis as described' _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P 1' _symmetry_space_group_name_Hall 'P 1' _symmetry_Int_Tables_number 1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 5.688(2) _cell_length_b 7.570(2) _cell_length_c 21.550(4) _cell_angle_alpha 85.59(2) _cell_angle_beta 84.57(3) _cell_angle_gamma 79.43(2) _cell_volume 906.3(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 0 _cell_measurement_theta_min 0 _cell_measurement_theta_max 0 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.7 _exptl_crystal_size_mid 0.6 _exptl_crystal_size_min 0.6 _exptl_crystal_density_diffrn 1.61 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 450 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.383 _exptl_absorpt_correction_type none #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_reflns_av_unetI/netI 0.0115 _diffrn_reflns_number 1850 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.74 _diffrn_reflns_theta_max 19.98 _diffrn_reflns_theta_full 19.98 _diffrn_measured_fraction_theta_full 0.951 _diffrn_measured_fraction_theta_max 0.951 _reflns_number_total 1850 _reflns_number_gt 1795 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.0327P)^2^+0.0560P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 1850 _refine_ls_number_parameters 631 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0161 _refine_ls_R_factor_gt 0.0147 _refine_ls_wR_factor_ref 0.0383 _refine_ls_wR_factor_gt 0.0374 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.011(8) _refine_diff_density_max 0.135 _refine_diff_density_min -0.172 _refine_diff_density_rms 0.033 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' 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' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 Cu1 Cu 0.83483(7) 0.68775(5) 0.75853(2) 0.0324(2) Uani 1 1 d . . . Cu2 Cu 1.09456(7) 0.31518(5) 1.24198(2) 0.0337(2) Uani 1 1 d . . . Cl1 Cl 0.6551(2) 0.42114(14) 0.73038(5) 0.0405(3) Uani 1 1 d . . . Cl2 Cl 0.9273(2) 0.03924(15) 1.21984(6) 0.0457(3) Uani 1 1 d . . . N6 N 1.3653(11) 0.1546(7) 1.2827(2) 0.0359(13) Uani 1 1 d . . . N3 N 1.1121(11) 0.5190(7) 0.7924(2) 0.0338(12) Uani 1 1 d . . . O4 O 0.9518(6) 0.3327(4) 1.32686(16) 0.0398(9) Uani 1 1 d . . . N2 N 0.5645(8) 0.8800(5) 0.73562(19) 0.0316(11) Uani 1 1 d . . . O1 O 0.7284(6) 0.7005(5) 0.84688(15) 0.0428(10) Uani 1 1 d . . . N1 N 0.9558(8) 0.7482(5) 0.67046(18) 0.0325(11) Uani 1 1 d . . . C30 C 1.3206(9) 0.1480(6) 1.3518(2) 0.0295(12) Uani 1 1 d . . . C36 C 1.5760(10) -0.1089(7) 1.4102(2) 0.0309(13) Uani 1 1 d . . . C31 C 1.3733(9) -0.0455(6) 1.3791(2) 0.0253(11) Uani 1 1 d . . . C24 C 0.8842(9) 0.5624(6) 1.1490(2) 0.0323(12) Uani 1 1 d . . . N4 N 1.2474(8) 0.3533(5) 1.15652(18) 0.0319(10) Uani 1 1 d . . . N5 N 0.8459(9) 0.5125(6) 1.20924(19) 0.0340(11) Uani 1 1 d . . . C25 C 0.7140(14) 0.6855(7) 1.1188(4) 0.0455(17) Uani 1 1 d . . . C26 C 0.5080(14) 0.7552(8) 1.1499(4) 0.052(2) Uani 1 1 d . . . C28 C 0.6423(10) 0.5819(7) 1.2397(3) 0.0439(14) Uani 1 1 d . . . O5 O 0.9863(6) 0.2328(4) 1.42464(14) 0.0408(8) Uani 1 1 d . . . C29 C 1.0665(9) 0.2419(6) 1.3693(3) 0.0303(13) Uani 1 1 d . . . C34 C 1.4877(9) -0.4048(6) 1.41978(18) 0.0283(11) Uani 1 1 d . . . C35 C 1.6343(10) -0.2873(6) 1.4312(2) 0.0333(12) Uani 1 1 d . . . O6 O 1.5315(9) -0.5840(5) 1.43893(17) 0.0403(10) Uani 1 1 d . . . C19 C 1.4536(12) 0.2658(8) 1.1332(2) 0.0421(16) Uani 1 1 d . . . C23 C 1.1131(10) 0.4754(6) 1.1185(2) 0.0345(13) Uani 1 1 d . . . C22 C 1.1942(13) 0.5060(8) 1.0573(2) 0.0466(15) Uani 1 1 d . . . C27 C 0.4710(14) 0.7003(8) 1.2117(4) 0.0537(18) Uani 1 1 d . . . C5 C 0.8047(10) 0.8726(6) 0.6391(2) 0.0301(12) Uani 1 1 d . . . C6 C 0.5809(9) 0.9459(6) 0.6765(2) 0.0362(13) Uani 1 1 d . . . C32 C 1.2287(10) -0.1644(6) 1.3694(2) 0.0321(12) Uani 1 1 d . . . C7 C 0.3968(12) 1.0682(7) 0.6532(3) 0.0457(16) Uani 1 1 d . . . C20 C 1.5465(11) 0.2944(7) 1.0726(2) 0.0460(14) Uani 1 1 d . . . C33 C 1.2844(10) -0.3443(6) 1.3904(2) 0.0358(13) Uani 1 1 d . . . C2 C 1.2240(13) 0.7210(8) 0.5790(3) 0.0466(16) Uani 1 1 d . . . C8 C 0.1938(14) 1.1214(8) 0.6906(3) 0.0496(18) Uani 1 1 d . . . C1 C 1.1575(11) 0.6745(8) 0.6396(3) 0.0406(15) Uani 1 1 d . . . C3 C 1.0735(12) 0.8511(8) 0.5487(3) 0.0522(18) Uani 1 1 d . . . C21 C 1.4116(12) 0.4168(8) 1.0348(3) 0.0509(18) Uani 1 1 d . . . C4 C 0.8606(12) 0.9278(9) 0.5785(2) 0.0468(15) Uani 1 1 d . . . O2 O 0.8427(6) 0.6581(4) 0.94243(15) 0.0468(9) Uani 1 1 d . . . C18 C 1.4244(10) 0.2596(6) 0.8838(2) 0.0331(13) Uani 1 1 d . . . C11 C 0.8791(9) 0.6350(6) 0.8860(2) 0.0331(12) Uani 1 1 d . . . C13 C 1.1916(10) 0.3467(6) 0.8933(2) 0.0290(13) Uani 1 1 d . . . C12 C 1.1156(10) 0.5301(6) 0.8605(2) 0.0304(12) Uani 1 1 d . . . C14 C 1.0365(12) 0.2572(7) 0.9302(2) 0.0447(14) Uani 1 1 d . . . C15 C 1.1080(11) 0.0888(7) 0.9576(3) 0.0508(14) Uani 1 1 d . . . O3 O 1.4040(10) -0.1605(5) 0.9776(2) 0.0633(15) Uani 1 1 d . . . C17 C 1.5013(12) 0.0890(7) 0.9111(2) 0.0363(12) Uani 1 1 d . . . C16 C 1.3438(10) 0.0038(6) 0.9486(2) 0.0394(12) Uani 1 1 d . . . C10 C 0.3648(10) 0.9329(6) 0.7726(3) 0.0408(14) Uani 1 1 d . . . C9 C 0.1752(11) 1.0536(7) 0.7506(3) 0.0422(14) Uani 1 1 d . . . OW1 O 1.1956(10) 0.2903(7) 1.5322(2) 0.0739(14) Uani 1 1 d . . . OW2 O 1.7125(13) 0.4149(9) 0.5792(3) 0.0998(19) Uani 1 1 d . . . H1 H 1.251(9) 0.602(6) 0.658(2) 0.021(14) Uiso 1 1 d . . . H2 H 1.356(12) 0.696(8) 0.561(3) 0.07(2) Uiso 1 1 d . . . H8 H 0.365(8) 0.890(6) 0.816(2) 0.032(13) Uiso 1 1 d . . . H6 H 0.090(9) 1.187(6) 0.677(2) 0.018(14) Uiso 1 1 d . . . H11 H 1.226(8) 0.603(5) 0.8667(16) 0.021(11) Uiso 1 1 d . . . H14 H 1.654(11) 0.040(7) 0.903(2) 0.039(16) Uiso 1 1 d . . . H10 H 1.237(10) 0.503(6) 0.777(2) 0.022(17) Uiso 1 1 d . . . H13 H 0.999(8) 0.025(6) 0.9821(18) 0.036(13) Uiso 1 1 d . . . H15 H 1.556(10) 0.302(6) 0.857(2) 0.042(14) Uiso 1 1 d . . . H9 H 1.074(8) 0.422(6) 0.7860(19) 0.019(14) Uiso 1 1 d . . . H12 H 0.894(10) 0.304(7) 0.934(2) 0.043(17) Uiso 1 1 d . . . HW1 H 1.304(13) 0.349(8) 1.522(3) 0.08(2) Uiso 1 1 d . . . H4 H 0.777(9) 1.009(6) 0.561(2) 0.026(15) Uiso 1 1 d . . . HW3 H 1.847(16) 0.414(11) 0.561(4) 0.11(3) Uiso 1 1 d . . . H3 H 1.112(11) 0.877(7) 0.513(3) 0.06(2) Uiso 1 1 d . . . H17 H 1.702(11) 0.223(7) 1.060(2) 0.055(16) Uiso 1 1 d . . . H22 H 0.346(9) 0.736(6) 1.229(2) 0.016(15) Uiso 1 1 d . . . H18 H 1.456(8) 0.438(5) 1.002(2) 0.029(17) Uiso 1 1 d . . . H19 H 1.097(8) 0.595(6) 1.037(2) 0.032(13) Uiso 1 1 d . . . H23 H 0.623(10) 0.547(7) 1.285(3) 0.057(16) Uiso 1 1 d . . . H20 H 0.751(9) 0.717(6) 1.085(2) 0.026(17) Uiso 1 1 d . . . H16 H 1.523(9) 0.191(6) 1.156(2) 0.022(14) Uiso 1 1 d . . . H27 H 1.097(9) -0.124(5) 1.3492(19) 0.024(12) Uiso 1 1 d . . . H26 H 1.430(8) 0.224(5) 1.3693(18) 0.032(11) Uiso 1 1 d . . . H28 H 1.190(9) -0.427(6) 1.382(2) 0.042(15) Uiso 1 1 d . . . H29 H 1.768(8) -0.329(6) 1.455(2) 0.021(11) Uiso 1 1 d . . . H30 H 1.672(8) -0.046(5) 1.4183(18) 0.025(14) Uiso 1 1 d . . . H24 H 1.344(10) 0.047(8) 1.270(3) 0.06(2) Uiso 1 1 d . . . H25 H 1.488(9) 0.171(5) 1.2771(19) 0.011(17) Uiso 1 1 d . . . H7 H 0.047(10) 1.084(6) 0.776(2) 0.030(15) Uiso 1 1 d . . . HW4 H 1.704(14) 0.409(10) 0.616(3) 0.08(3) Uiso 1 1 d . . . HW2 H 1.135(12) 0.272(9) 1.500(3) 0.09(3) Uiso 1 1 d . . . H5 H 0.419(9) 1.104(6) 0.620(2) 0.010(15) Uiso 1 1 d . . . H31 H 1.514(10) -0.199(7) 0.969(2) 0.025(17) Uiso 1 1 d . . . H32 H 1.658(9) -0.614(6) 1.445(2) 0.016(16) Uiso 1 1 d . . . H21 H 0.402(13) 0.815(8) 1.136(3) 0.06(2) Uiso 1 1 d . . . 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 Cu1 0.0288(5) 0.0356(3) 0.0275(3) 0.0035(3) -0.0038(3) 0.0066(3) Cu2 0.0306(5) 0.0364(3) 0.0288(4) 0.0053(3) -0.0035(3) 0.0058(3) Cl1 0.0276(8) 0.0443(7) 0.0476(7) -0.0042(5) 0.0012(6) -0.0029(6) Cl2 0.0309(8) 0.0407(7) 0.0645(8) -0.0003(6) -0.0118(6) -0.0009(6) N6 0.021(4) 0.042(3) 0.039(3) 0.008(2) 0.002(2) 0.001(3) N3 0.019(3) 0.034(3) 0.041(3) 0.002(2) 0.003(2) 0.009(2) O4 0.029(2) 0.047(2) 0.032(2) 0.0040(17) -0.0007(17) 0.0196(18) N2 0.035(3) 0.028(2) 0.029(3) 0.003(2) -0.008(2) 0.003(2) O1 0.032(2) 0.054(2) 0.0316(19) -0.0004(17) -0.0053(18) 0.0213(19) N1 0.029(3) 0.031(2) 0.036(2) 0.001(2) -0.008(3) -0.002(2) C30 0.026(3) 0.032(3) 0.030(3) 0.005(2) -0.002(2) -0.006(3) C36 0.022(4) 0.037(3) 0.037(3) 0.004(2) -0.012(3) -0.011(3) C31 0.023(3) 0.026(3) 0.025(2) 0.002(2) 0.000(2) -0.001(3) C24 0.037(4) 0.025(2) 0.036(3) -0.002(2) -0.013(3) -0.002(3) N4 0.023(3) 0.036(2) 0.034(2) 0.000(2) -0.004(2) 0.000(2) N5 0.036(3) 0.034(2) 0.030(3) 0.001(2) -0.008(2) 0.000(2) C25 0.051(5) 0.040(4) 0.045(4) 0.007(4) -0.020(4) -0.003(4) C26 0.046(6) 0.033(3) 0.073(6) -0.007(4) -0.028(5) 0.014(4) C28 0.034(4) 0.040(3) 0.050(4) -0.002(3) -0.013(4) 0.020(3) O5 0.038(2) 0.050(2) 0.027(2) 0.0044(15) 0.0024(16) 0.0066(16) C29 0.031(4) 0.021(3) 0.038(4) 0.000(3) -0.006(3) -0.001(2) C34 0.026(4) 0.023(3) 0.030(2) 0.005(2) 0.003(2) 0.006(3) C35 0.020(3) 0.038(3) 0.040(3) 0.007(2) -0.008(2) -0.003(3) O6 0.028(3) 0.035(2) 0.054(2) 0.0092(16) -0.0032(19) 0.000(2) C19 0.049(5) 0.043(3) 0.033(4) 0.010(3) -0.011(3) -0.007(3) C23 0.040(4) 0.030(3) 0.036(3) 0.008(2) -0.013(3) -0.010(3) C22 0.063(5) 0.049(3) 0.028(4) 0.011(3) -0.016(3) -0.010(4) C27 0.040(5) 0.043(4) 0.077(6) -0.023(4) -0.007(4) 0.005(4) C5 0.031(4) 0.030(3) 0.029(3) 0.003(2) -0.008(3) -0.003(3) C6 0.038(4) 0.026(3) 0.046(4) 0.007(3) -0.021(3) -0.003(3) C32 0.025(3) 0.033(3) 0.036(3) 0.002(2) -0.009(2) 0.002(3) C7 0.056(5) 0.043(3) 0.037(4) 0.002(3) -0.012(4) -0.005(4) C20 0.042(4) 0.058(3) 0.033(4) -0.003(3) 0.002(3) 0.004(3) C33 0.028(4) 0.028(3) 0.053(3) -0.008(3) 0.001(3) -0.009(3) C2 0.053(5) 0.055(4) 0.029(4) 0.002(3) 0.013(4) -0.013(4) C8 0.048(5) 0.037(3) 0.062(5) 0.003(3) -0.032(5) 0.010(3) C1 0.023(4) 0.040(3) 0.057(5) 0.001(3) -0.011(3) 0.003(3) C3 0.074(5) 0.066(4) 0.016(3) 0.002(3) 0.003(4) -0.017(4) C21 0.061(5) 0.066(4) 0.024(4) -0.002(3) 0.005(4) -0.011(4) C4 0.054(5) 0.048(4) 0.034(4) 0.007(3) -0.010(3) 0.003(3) O2 0.058(2) 0.044(2) 0.028(2) -0.0004(14) -0.0092(16) 0.0186(17) C18 0.023(4) 0.037(3) 0.037(3) 0.000(3) 0.005(3) -0.004(3) C11 0.033(4) 0.025(3) 0.034(3) 0.005(2) 0.003(3) 0.007(2) C13 0.028(4) 0.028(3) 0.029(3) 0.001(2) -0.010(2) 0.002(3) C12 0.033(4) 0.030(3) 0.030(3) 0.000(2) -0.009(2) -0.005(3) C14 0.024(4) 0.040(3) 0.062(4) 0.016(3) 0.007(3) 0.002(3) C15 0.032(4) 0.038(3) 0.072(4) 0.021(3) 0.013(3) 0.003(3) O3 0.054(3) 0.039(3) 0.079(3) 0.021(2) 0.015(2) 0.018(2) C17 0.027(4) 0.033(3) 0.042(3) 0.000(2) -0.002(3) 0.010(3) C16 0.048(4) 0.023(3) 0.042(3) 0.010(2) -0.002(3) 0.003(3) C10 0.045(4) 0.035(3) 0.043(4) -0.004(3) -0.008(3) -0.005(3) C9 0.026(4) 0.033(3) 0.064(4) -0.014(3) -0.010(4) 0.010(3) OW1 0.082(4) 0.102(4) 0.044(3) 0.018(3) -0.006(3) -0.041(3) OW2 0.089(5) 0.134(5) 0.062(4) -0.009(3) -0.005(4) 0.019(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 Cu1 O1 1.947(3) . ? Cu1 N2 1.984(4) . ? Cu1 N3 1.997(5) . ? Cu1 N1 2.005(4) . ? Cu1 Cl1 2.5590(14) . ? Cu2 O4 1.934(3) . ? Cu2 N4 1.985(4) . ? Cu2 N5 1.995(4) . ? Cu2 N6 2.006(5) . ? Cu2 Cl2 2.5425(14) . ? N6 C30 1.485(6) . ? N3 C12 1.479(7) . ? O4 C29 1.259(6) . ? N2 C6 1.333(6) . ? N2 C10 1.340(7) . ? O1 C11 1.268(6) . ? N1 C1 1.322(7) . ? N1 C5 1.340(6) . ? C30 C29 1.516(7) . ? C30 C31 1.524(6) . ? C36 C31 1.378(7) . ? C36 C35 1.382(6) . ? C31 C32 1.365(7) . ? C24 N5 1.332(6) . ? C24 C25 1.388(8) . ? C24 C23 1.468(7) . ? N4 C19 1.312(7) . ? N4 C23 1.361(6) . ? N5 C28 1.317(7) . ? C25 C26 1.334(10) . ? C26 C27 1.373(9) . ? C28 C27 1.351(8) . ? O5 C29 1.238(6) . ? C34 C33 1.359(7) . ? C34 O6 1.372(6) . ? C34 C35 1.375(6) . ? C19 C20 1.378(8) . ? C23 C22 1.371(7) . ? C22 C21 1.360(8) . ? C5 C4 1.366(7) . ? C5 C6 1.481(7) . ? C6 C7 1.371(8) . ? C32 C33 1.391(7) . ? C7 C8 1.359(9) . ? C20 C21 1.361(8) . ? C2 C3 1.352(8) . ? C2 C1 1.363(8) . ? C8 C9 1.356(8) . ? C3 C4 1.367(8) . ? O2 C11 1.235(5) . ? C18 C13 1.371(7) . ? C18 C17 1.389(7) . ? C11 C12 1.509(7) . ? C13 C14 1.369(7) . ? C13 C12 1.518(6) . ? C14 C15 1.371(7) . ? C15 C16 1.380(7) . ? O3 C16 1.349(6) . ? C17 C16 1.367(7) . ? C10 C9 1.375(7) . ? 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 O1 Cu1 N2 91.45(16) . . ? O1 Cu1 N3 81.98(18) . . ? N2 Cu1 N3 170.9(2) . . ? O1 Cu1 N1 163.34(15) . . ? N2 Cu1 N1 81.12(18) . . ? N3 Cu1 N1 103.5(2) . . ? O1 Cu1 Cl1 101.27(12) . . ? N2 Cu1 Cl1 97.06(13) . . ? N3 Cu1 Cl1 90.40(19) . . ? N1 Cu1 Cl1 94.46(11) . . ? O4 Cu2 N4 167.36(16) . . ? O4 Cu2 N5 92.82(16) . . ? N4 Cu2 N5 80.90(18) . . ? O4 Cu2 N6 83.34(17) . . ? N4 Cu2 N6 100.80(19) . . ? N5 Cu2 N6 169.0(2) . . ? O4 Cu2 Cl2 96.02(11) . . ? N4 Cu2 Cl2 95.95(12) . . ? N5 Cu2 Cl2 101.04(13) . . ? N6 Cu2 Cl2 89.6(2) . . ? C30 N6 Cu2 111.1(3) . . ? C12 N3 Cu1 111.8(3) . . ? C29 O4 Cu2 117.5(3) . . ? C6 N2 C10 119.6(5) . . ? C6 N2 Cu1 114.9(4) . . ? C10 N2 Cu1 125.1(4) . . ? C11 O1 Cu1 117.7(3) . . ? C1 N1 C5 117.3(5) . . ? C1 N1 Cu1 128.0(4) . . ? C5 N1 Cu1 114.6(4) . . ? N6 C30 C29 109.2(4) . . ? N6 C30 C31 110.7(4) . . ? C29 C30 C31 113.1(4) . . ? C31 C36 C35 121.8(5) . . ? C32 C31 C36 118.1(4) . . ? C32 C31 C30 120.3(4) . . ? C36 C31 C30 121.4(5) . . ? N5 C24 C25 121.0(6) . . ? N5 C24 C23 115.0(4) . . ? C25 C24 C23 124.0(5) . . ? C19 N4 C23 118.5(5) . . ? C19 N4 Cu2 126.4(4) . . ? C23 N4 Cu2 114.9(4) . . ? C28 N5 C24 118.7(5) . . ? C28 N5 Cu2 125.9(4) . . ? C24 N5 Cu2 115.0(4) . . ? C26 C25 C24 120.0(7) . . ? C25 C26 C27 118.0(7) . . ? N5 C28 C27 122.0(6) . . ? O5 C29 O4 123.3(4) . . ? O5 C29 C30 118.7(4) . . ? O4 C29 C30 117.9(4) . . ? C33 C34 O6 116.8(4) . . ? C33 C34 C35 120.3(4) . . ? O6 C34 C35 122.8(4) . . ? C34 C35 C36 118.8(5) . . ? N4 C19 C20 123.7(6) . . ? N4 C23 C22 120.2(5) . . ? N4 C23 C24 113.9(4) . . ? C22 C23 C24 125.9(5) . . ? C21 C22 C23 120.0(6) . . ? C28 C27 C26 120.2(8) . . ? N1 C5 C4 121.7(6) . . ? N1 C5 C6 114.1(4) . . ? C4 C5 C6 124.2(5) . . ? N2 C6 C7 120.8(6) . . ? N2 C6 C5 115.1(4) . . ? C7 C6 C5 124.0(5) . . ? C31 C32 C33 120.8(5) . . ? C8 C7 C6 119.7(7) . . ? C21 C20 C19 117.5(6) . . ? C34 C33 C32 120.1(5) . . ? C3 C2 C1 117.6(7) . . ? C9 C8 C7 119.8(7) . . ? N1 C1 C2 124.3(6) . . ? C2 C3 C4 119.9(6) . . ? C22 C21 C20 120.0(6) . . ? C5 C4 C3 119.1(6) . . ? C13 C18 C17 121.7(5) . . ? O2 C11 O1 123.1(4) . . ? O2 C11 C12 119.9(4) . . ? O1 C11 C12 117.0(4) . . ? C14 C13 C18 117.1(5) . . ? C14 C13 C12 123.5(5) . . ? C18 C13 C12 119.4(5) . . ? N3 C12 C11 109.3(4) . . ? N3 C12 C13 112.0(4) . . ? C11 C12 C13 115.1(4) . . ? C13 C14 C15 122.3(6) . . ? C14 C15 C16 120.0(6) . . ? C16 C17 C18 120.1(5) . . ? O3 C16 C17 124.0(5) . . ? O3 C16 C15 117.3(5) . . ? C17 C16 C15 118.8(5) . . ? N2 C10 C9 121.1(6) . . ? C8 C9 C10 119.0(7) . . ?