# 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_2a_Li _database_code_depnum_ccdc_archive 'CCDC 912466' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2010-12-03T11:24:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C32 H43 Cl Cu Li N2 O5' _chemical_formula_moiety 'C29 H37 Cl Cu Li N2 O4, C3 H6 O' _chemical_formula_weight 641.62 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall -p_2yn _symmetry_Int_Tables_number 14 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.6132(6) _cell_length_b 8.3923(3) _cell_length_c 25.6743(9) _cell_angle_alpha 90 _cell_angle_beta 92.964(2) _cell_angle_gamma 90 _cell_volume 3359.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_theta_min 2.55 _cell_measurement_reflns_used 9999 _cell_measurement_theta_max 36.29 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.269 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1352 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.769 _exptl_absorpt_correction_T_min 0.837 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) (compiled Apr 21 2008,18:23:10) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.023 _diffrn_reflns_av_unetI/netI 0.0087 _diffrn_reflns_number 138293 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 6872 _reflns_number_gt 6388 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0391P)^2^+2.4882P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 6872 _refine_ls_number_parameters 392 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0893 _refine_ls_wR_factor_gt 0.0856 _refine_ls_goodness_of_fit_ref 1.157 _refine_ls_restrained_S_all 1.157 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.289 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.059 #----------------------------------------------------------------------------# # 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' O O 0.0106 0.006 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Li Li -0.0003 0.0001 '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' K K 0.2009 0.2494 '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 C1 C 0.45648(10) 0.86734(18) 0.83667(6) 0.0172(3) Uani 1 1 d . . . C2 C 0.29921(10) 0.84479(19) 0.83271(6) 0.0201(3) Uani 1 1 d . . . C3 C 0.29568(11) 0.9195(2) 0.78388(6) 0.0230(3) Uani 1 1 d . . . C4 C 0.37014(11) 0.9629(2) 0.75978(6) 0.0220(3) Uani 1 1 d . . . C5 C 0.20967(12) 0.9484(3) 0.75665(8) 0.0363(5) Uani 1 1 d . . . H5A H 0.2104 1.0486 0.7386 0.054 Uiso 1 1 calc R . . H5B H 0.1664 0.9509 0.7819 0.054 Uiso 1 1 calc R . . H5C H 0.1972 0.8644 0.7321 0.054 Uiso 1 1 calc R . . C21 C 0.38715(10) 0.7733(2) 0.91181(6) 0.0183(3) Uani 1 1 d . . . C22 C 0.38585(11) 0.6102(2) 0.92140(6) 0.0222(3) Uani 1 1 d . . . C23 C 0.39119(11) 0.5604(2) 0.97306(7) 0.0271(4) Uani 1 1 d . . . H23 H 0.3911 0.4518 0.9804 0.033 Uiso 1 1 calc R . . C24 C 0.39667(12) 0.6685(2) 1.01411(7) 0.0287(4) Uani 1 1 d . . . C25 C 0.39653(12) 0.8296(2) 1.00272(7) 0.0279(4) Uani 1 1 d . . . H25 H 0.3999 0.9027 1.03 0.034 Uiso 1 1 calc R . . C26 C 0.39155(11) 0.8854(2) 0.95169(7) 0.0225(3) Uani 1 1 d . . . C27 C 0.37723(13) 0.4924(2) 0.87745(7) 0.0316(4) Uani 1 1 d . . . H27A H 0.3218 0.5034 0.8599 0.047 Uiso 1 1 calc R . . H27B H 0.3835 0.3863 0.8911 0.047 Uiso 1 1 calc R . . H27C H 0.4209 0.5121 0.8533 0.047 Uiso 1 1 calc R . . C28 C 0.40228(15) 0.6113(3) 1.06992(7) 0.0444(5) Uani 1 1 d . . . H28A H 0.4606 0.584 1.0798 0.067 Uiso 1 1 calc R . . H28B H 0.3665 0.5193 1.0732 0.067 Uiso 1 1 calc R . . H28C H 0.3833 0.6944 1.0923 0.067 Uiso 1 1 calc R . . C29 C 0.38911(13) 1.0616(2) 0.94037(8) 0.0333(4) Uani 1 1 d . . . H29A H 0.3851 1.1194 0.9724 0.05 Uiso 1 1 calc R . . H29B H 0.3402 1.0853 0.9175 0.05 Uiso 1 1 calc R . . H29C H 0.4405 1.0921 0.924 0.05 Uiso 1 1 calc R . . C31 C 0.52848(10) 0.9541(2) 0.76208(6) 0.0204(3) Uani 1 1 d . . . C32 C 0.56567(11) 0.8250(2) 0.73796(7) 0.0244(4) Uani 1 1 d . . . C33 C 0.64311(12) 0.8505(2) 0.71474(7) 0.0292(4) Uani 1 1 d . . . H33 H 0.6696 0.7653 0.6988 0.035 Uiso 1 1 calc R . . C34 C 0.68202(12) 0.9992(2) 0.71464(7) 0.0298(4) Uani 1 1 d . . . C35 C 0.64184(12) 1.1251(2) 0.73863(7) 0.0289(4) Uani 1 1 d . . . H35 H 0.6674 1.2252 0.7386 0.035 Uiso 1 1 calc R . . C36 C 0.56459(11) 1.1061(2) 0.76265(6) 0.0230(3) Uani 1 1 d . . . C37 C 0.52434(14) 0.6632(2) 0.73785(9) 0.0352(4) Uani 1 1 d . . . H37A H 0.5567 0.591 0.7175 0.053 Uiso 1 1 calc R . . H37B H 0.4668 0.6708 0.723 0.053 Uiso 1 1 calc R . . H37C H 0.5231 0.6245 0.773 0.053 Uiso 1 1 calc R . . C38 C 0.76505(13) 1.0238(3) 0.68838(9) 0.0442(5) Uani 1 1 d . . . H38A H 0.7822 0.9256 0.6728 0.066 Uiso 1 1 calc R . . H38B H 0.8086 1.0576 0.7137 0.066 Uiso 1 1 calc R . . H38C H 0.7573 1.1039 0.6619 0.066 Uiso 1 1 calc R . . C39 C 0.52138(13) 1.2435(2) 0.78786(8) 0.0339(4) Uani 1 1 d . . . H39A H 0.4718 1.2749 0.7666 0.051 Uiso 1 1 calc R . . H39B H 0.5606 1.3314 0.7914 0.051 Uiso 1 1 calc R . . H39C H 0.5041 1.2121 0.8217 0.051 Uiso 1 1 calc R . . C100 C 0.34450(13) 0.8794(3) 0.57987(8) 0.0374(5) Uani 1 1 d . . . C101 C 0.32935(19) 0.8365(3) 0.52397(9) 0.0529(6) Uani 1 1 d . . . H10A H 0.3188 0.9315 0.5038 0.079 Uiso 1 1 calc R . . H10B H 0.2805 0.7672 0.5201 0.079 Uiso 1 1 calc R . . H10C H 0.379 0.7831 0.5119 0.079 Uiso 1 1 calc R . . C102 C 0.3575(3) 0.7461(4) 0.61764(12) 0.0823(11) Uani 1 1 d . . . H10D H 0.4138 0.7019 0.6147 0.123 Uiso 1 1 calc R . . H10E H 0.3153 0.665 0.6102 0.123 Uiso 1 1 calc R . . H10F H 0.3519 0.7852 0.6524 0.123 Uiso 1 1 calc R . . C200 C 0.52412(12) 1.2683(3) 0.62263(8) 0.0360(4) Uani 1 1 d . . . C201 C 0.57905(18) 1.4039(4) 0.60783(13) 0.0634(8) Uani 1 1 d . . . H20A H 0.5546 1.5019 0.6193 0.095 Uiso 1 1 calc R . . H20B H 0.5826 1.4062 0.5706 0.095 Uiso 1 1 calc R . . H20C H 0.6355 1.3911 0.624 0.095 Uiso 1 1 calc R . . C202 C 0.54994(15) 1.1066(3) 0.60563(10) 0.0486(6) Uani 1 1 d . . . H20D H 0.5278 1.0282 0.6286 0.073 Uiso 1 1 calc R . . H20E H 0.6114 1.0997 0.6066 0.073 Uiso 1 1 calc R . . H20F H 0.5273 1.0876 0.5707 0.073 Uiso 1 1 calc R . . C300 C 0.11729(15) 0.7924(3) 1.01894(10) 0.0456(5) Uani 1 1 d . . . C301 C 0.1572(2) 0.8759(4) 0.97583(11) 0.0639(8) Uani 1 1 d . . . H30A H 0.1886 0.8009 0.956 0.096 Uiso 1 1 calc R . . H30B H 0.1956 0.9564 0.9898 0.096 Uiso 1 1 calc R . . H30C H 0.1134 0.9248 0.9536 0.096 Uiso 1 1 calc R . . C302 C 0.17654(18) 0.7443(3) 1.06391(11) 0.0581(7) Uani 1 1 d . . . H30D H 0.1436 0.706 1.0919 0.087 Uiso 1 1 calc R . . H30E H 0.21 0.8347 1.0757 0.087 Uiso 1 1 calc R . . H30F H 0.2141 0.6615 1.053 0.087 Uiso 1 1 calc R . . O3 O 0.37462(8) 1.02677(17) 0.71624(5) 0.0304(3) Uani 1 1 d . . . O4 O 0.23746(7) 0.79210(16) 0.85608(5) 0.0260(3) Uani 1 1 d . . . O100 O 0.34631(10) 1.01673(18) 0.59381(6) 0.0412(3) Uani 1 1 d . . . O200 O 0.45999(9) 1.29031(19) 0.64646(6) 0.0377(3) Uani 1 1 d . . . O300 O 0.04150(12) 0.7619(3) 1.01819(9) 0.0787(6) Uani 1 1 d . . . Cu1 Cu 0.564597(12) 0.84658(2) 0.873025(8) 0.02203(7) Uani 1 1 d . . . Cl1 Cl 0.68465(3) 0.83368(7) 0.91406(2) 0.04156(14) Uani 1 1 d . . . N1 N 0.38240(9) 0.83040(16) 0.85830(5) 0.0178(3) Uani 1 1 d . . . N2 N 0.44924(8) 0.92778(16) 0.78794(5) 0.0190(3) Uani 1 1 d . . . Li Li 0.35839(19) 1.1551(4) 0.65627(11) 0.0265(6) Uani 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 C1 0.0181(7) 0.0160(7) 0.0176(7) -0.0001(6) 0.0018(6) 0.0003(6) C2 0.0188(8) 0.0221(8) 0.0193(7) -0.0016(6) -0.0016(6) -0.0007(6) C3 0.0203(8) 0.0281(9) 0.0201(8) 0.0039(7) -0.0033(6) -0.0005(7) C4 0.0229(8) 0.0233(8) 0.0194(8) 0.0022(6) -0.0031(6) 0.0007(6) C5 0.0233(9) 0.0539(13) 0.0308(10) 0.0151(9) -0.0069(7) -0.0008(9) C21 0.0168(7) 0.0236(8) 0.0145(7) 0.0023(6) -0.0003(6) -0.0003(6) C22 0.0221(8) 0.0227(8) 0.0216(8) 0.0009(7) -0.0011(6) -0.0003(6) C23 0.0286(9) 0.0270(9) 0.0257(9) 0.0081(7) 0.0005(7) 0.0003(7) C24 0.0247(9) 0.0435(11) 0.0178(8) 0.0062(7) 0.0009(7) 0.0038(8) C25 0.0282(9) 0.0372(10) 0.0181(8) -0.0059(7) -0.0009(7) 0.0024(7) C26 0.0205(8) 0.0250(8) 0.0220(8) -0.0014(7) -0.0004(6) 0.0009(6) C27 0.0434(11) 0.0236(9) 0.0275(9) -0.0025(7) -0.0028(8) 0.0009(8) C28 0.0456(12) 0.0668(15) 0.0208(9) 0.0132(10) 0.0012(8) 0.0097(11) C29 0.0417(11) 0.0245(9) 0.0333(10) -0.0046(8) -0.0023(8) 0.0006(8) C31 0.0187(8) 0.0254(8) 0.0173(7) 0.0040(6) 0.0010(6) -0.0008(6) C32 0.0264(9) 0.0256(9) 0.0211(8) 0.0033(7) -0.0002(7) 0.0013(7) C33 0.0283(9) 0.0340(10) 0.0255(9) 0.0016(7) 0.0049(7) 0.0068(7) C34 0.0226(8) 0.0427(11) 0.0242(8) 0.0072(8) 0.0031(7) 0.0011(8) C35 0.0274(9) 0.0301(9) 0.0293(9) 0.0074(7) 0.0015(7) -0.0060(7) C36 0.0230(8) 0.0243(8) 0.0216(8) 0.0026(7) -0.0003(6) -0.0014(7) C37 0.0379(11) 0.0260(9) 0.0422(11) -0.0031(8) 0.0070(9) -0.0011(8) C38 0.0300(10) 0.0605(14) 0.0433(12) 0.0084(11) 0.0133(9) -0.0025(10) C39 0.0330(10) 0.0251(9) 0.0440(11) -0.0054(8) 0.0054(8) -0.0042(8) C100 0.0319(10) 0.0432(12) 0.0369(11) -0.0059(9) -0.0011(8) 0.0037(9) C101 0.0636(16) 0.0554(15) 0.0394(12) -0.0127(11) -0.0008(11) 0.0008(12) C102 0.144(3) 0.0475(16) 0.0525(16) -0.0049(13) -0.0264(18) 0.0150(18) C200 0.0258(9) 0.0512(12) 0.0310(10) 0.0059(9) 0.0007(8) 0.0017(9) C201 0.0478(15) 0.0632(17) 0.082(2) 0.0000(15) 0.0297(14) -0.0124(13) C202 0.0378(12) 0.0579(14) 0.0500(13) -0.0005(11) 0.0013(10) 0.0125(11) C300 0.0420(12) 0.0416(12) 0.0531(13) -0.0066(10) 0.0011(10) -0.0033(10) C301 0.076(2) 0.0680(18) 0.0475(14) -0.0001(13) -0.0002(13) -0.0202(15) C302 0.0554(15) 0.0549(15) 0.0636(16) 0.0068(13) -0.0015(13) 0.0008(12) O3 0.0302(7) 0.0401(7) 0.0204(6) 0.0121(5) -0.0019(5) -0.0009(6) O4 0.0185(6) 0.0373(7) 0.0222(6) 0.0033(5) 0.0009(5) -0.0057(5) O100 0.0476(9) 0.0408(8) 0.0352(8) -0.0077(6) 0.0010(6) 0.0075(7) O200 0.0266(7) 0.0494(9) 0.0377(7) 0.0046(7) 0.0079(6) -0.0007(6) O300 0.0425(11) 0.1036(18) 0.0895(16) 0.0028(14) -0.0011(10) -0.0135(11) Cu1 0.01716(11) 0.02741(12) 0.02117(11) -0.00036(8) -0.00251(8) 0.00164(8) Cl1 0.0244(2) 0.0572(3) 0.0416(3) -0.0154(2) -0.01215(19) 0.0107(2) N1 0.0171(6) 0.0213(7) 0.0148(6) 0.0028(5) -0.0006(5) -0.0009(5) N2 0.0176(6) 0.0212(7) 0.0182(6) 0.0033(5) 0.0007(5) -0.0014(5) Li 0.0250(15) 0.0324(16) 0.0222(14) 0.0038(12) 0.0020(11) 0.0032(12) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.345(2) . ? C1 N2 1.350(2) . ? C1 Cu1 1.8942(16) . ? C2 O4 1.243(2) . ? C2 C3 1.400(2) . ? C2 N1 1.430(2) . ? C3 C4 1.393(2) . ? C3 C5 1.501(2) . ? C4 O3 1.245(2) . ? C4 N2 1.429(2) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C21 C26 1.390(2) . ? C21 C22 1.390(2) . ? C21 N1 1.4533(19) . ? C22 C23 1.389(2) . ? C22 C27 1.501(2) . ? C23 C24 1.390(3) . ? C23 H23 0.93 . ? C24 C25 1.384(3) . ? C24 C28 1.509(2) . ? C25 C26 1.390(2) . ? C25 H25 0.93 . ? C26 C29 1.506(3) . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C27 H27C 0.96 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C29 H29C 0.96 . ? C31 C32 1.390(2) . ? C31 C36 1.394(2) . ? C31 N2 1.451(2) . ? C32 C33 1.392(3) . ? C32 C37 1.503(3) . ? C33 C34 1.388(3) . ? C33 H33 0.93 . ? C34 C35 1.389(3) . ? C34 C38 1.506(3) . ? C35 C36 1.392(3) . ? C35 H35 0.93 . ? C36 C39 1.500(3) . ? C37 H37A 0.96 . ? C37 H37B 0.96 . ? C37 H37C 0.96 . ? C38 H38A 0.96 . ? C38 H38B 0.96 . ? C38 H38C 0.96 . ? C39 H39A 0.96 . ? C39 H39B 0.96 . ? C39 H39C 0.96 . ? C100 O100 1.207(3) . ? C100 C101 1.487(3) . ? C100 C102 1.488(4) . ? C101 H10A 0.96 . ? C101 H10B 0.96 . ? C101 H10C 0.96 . ? C102 H10D 0.96 . ? C102 H10E 0.96 . ? C102 H10F 0.96 . ? C200 O200 1.214(2) . ? C200 C201 1.486(3) . ? C200 C202 1.487(3) . ? C201 H20A 0.96 . ? C201 H20B 0.96 . ? C201 H20C 0.96 . ? C202 H20D 0.96 . ? C202 H20E 0.96 . ? C202 H20F 0.96 . ? C300 O300 1.210(3) . ? C300 C301 1.475(4) . ? C300 C302 1.497(4) . ? C301 H30A 0.96 . ? C301 H30B 0.96 . ? C301 H30C 0.96 . ? C302 H30D 0.96 . ? C302 H30E 0.96 . ? C302 H30F 0.96 . ? O3 Li 1.885(3) . ? O4 Li 1.901(3) 2_546 ? O100 Li 1.981(3) . ? O200 Li 1.977(3) . ? Cu1 Cl1 2.1049(5) . ? Li O4 1.901(3) 2_556 ? 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 N1 C1 N2 115.91(14) . . ? N1 C1 Cu1 122.61(11) . . ? N2 C1 Cu1 121.41(11) . . ? O4 C2 C3 126.57(15) . . ? O4 C2 N1 117.19(14) . . ? C3 C2 N1 116.23(14) . . ? C4 C3 C2 121.31(15) . . ? C4 C3 C5 119.84(15) . . ? C2 C3 C5 118.83(15) . . ? O3 C4 C3 126.75(15) . . ? O3 C4 N2 117.11(15) . . ? C3 C4 N2 116.13(14) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C26 C21 C22 122.46(15) . . ? C26 C21 N1 118.09(14) . . ? C22 C21 N1 119.44(14) . . ? C23 C22 C21 117.69(16) . . ? C23 C22 C27 121.19(16) . . ? C21 C22 C27 121.11(15) . . ? C22 C23 C24 121.72(17) . . ? C22 C23 H23 119.1 . . ? C24 C23 H23 119.1 . . ? C25 C24 C23 118.58(16) . . ? C25 C24 C28 120.70(18) . . ? C23 C24 C28 120.72(19) . . ? C24 C25 C26 121.88(16) . . ? C24 C25 H25 119.1 . . ? C26 C25 H25 119.1 . . ? C25 C26 C21 117.66(16) . . ? C25 C26 C29 120.82(16) . . ? C21 C26 C29 121.51(16) . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 C28 H28A 109.5 . . ? C24 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C24 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C26 C29 H29A 109.5 . . ? C26 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C26 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C32 C31 C36 122.65(15) . . ? C32 C31 N2 118.12(15) . . ? C36 C31 N2 119.23(15) . . ? C31 C32 C33 117.62(16) . . ? C31 C32 C37 121.03(16) . . ? C33 C32 C37 121.34(17) . . ? C34 C33 C32 121.91(17) . . ? C34 C33 H33 119 . . ? C32 C33 H33 119 . . ? C33 C34 C35 118.38(16) . . ? C33 C34 C38 120.74(19) . . ? C35 C34 C38 120.88(19) . . ? C34 C35 C36 122.08(17) . . ? C34 C35 H35 119 . . ? C36 C35 H35 119 . . ? C35 C36 C31 117.34(16) . . ? C35 C36 C39 121.51(17) . . ? C31 C36 C39 121.15(16) . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C34 C38 H38A 109.5 . . ? C34 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C34 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C36 C39 H39A 109.5 . . ? C36 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C36 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? O100 C100 C101 121.2(2) . . ? O100 C100 C102 121.6(2) . . ? C101 C100 C102 117.2(2) . . ? C100 C101 H10A 109.5 . . ? C100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C100 C102 H10D 109.5 . . ? C100 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? C100 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? O200 C200 C201 120.9(2) . . ? O200 C200 C202 122.0(2) . . ? C201 C200 C202 117.0(2) . . ? C200 C201 H20A 109.5 . . ? C200 C201 H20B 109.5 . . ? H20A C201 H20B 109.5 . . ? C200 C201 H20C 109.5 . . ? H20A C201 H20C 109.5 . . ? H20B C201 H20C 109.5 . . ? C200 C202 H20D 109.5 . . ? C200 C202 H20E 109.5 . . ? H20D C202 H20E 109.5 . . ? C200 C202 H20F 109.5 . . ? H20D C202 H20F 109.5 . . ? H20E C202 H20F 109.5 . . ? O300 C300 C301 122.7(3) . . ? O300 C300 C302 121.3(3) . . ? C301 C300 C302 116.0(2) . . ? C300 C301 H30A 109.5 . . ? C300 C301 H30B 109.5 . . ? H30A C301 H30B 109.5 . . ? C300 C301 H30C 109.5 . . ? H30A C301 H30C 109.5 . . ? H30B C301 H30C 109.5 . . ? C300 C302 H30D 109.5 . . ? C300 C302 H30E 109.5 . . ? H30D C302 H30E 109.5 . . ? C300 C302 H30F 109.5 . . ? H30D C302 H30F 109.5 . . ? H30E C302 H30F 109.5 . . ? C4 O3 Li 165.43(16) . . ? C2 O4 Li 139.32(14) . 2_546 ? C100 O100 Li 143.10(17) . . ? C200 O200 Li 131.65(18) . . ? C1 Cu1 Cl1 177.63(5) . . ? C1 N1 C2 124.81(13) . . ? C1 N1 C21 117.61(13) . . ? C2 N1 C21 117.57(13) . . ? C1 N2 C4 125.12(14) . . ? C1 N2 C31 116.67(13) . . ? C4 N2 C31 118.18(13) . . ? O3 Li O4 123.58(17) . 2_556 ? O3 Li O200 110.92(16) . . ? O4 Li O200 105.15(16) 2_556 . ? O3 Li O100 109.25(16) . . ? O4 Li O100 100.28(15) 2_556 . ? O200 Li O100 106.07(15) . . ? data_2b_Li _database_code_depnum_ccdc_archive 'CCDC 912467' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C111 H159 Cl3 Cu3 Li3 N6 O12' _chemical_formula_moiety 'C111 H159 Cl3 Cu3 Li3 N6 O12' _chemical_formula_weight 2087.23 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _space_group_crystal_system Orthorhombic _space_group_name_H-M_alt 'C 2 2 21' _symmetry_space_group_name_Hall 'C 2c 2' _symmetry_Int_Tables_number 20 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, 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' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1/2, -z+1/2' _cell_length_a 13.3879(4) _cell_length_b 34.4666(13) _cell_length_c 31.0242(10) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 14315.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_theta_min 2.09 _cell_measurement_reflns_used 9999 _cell_measurement_theta_max 36.29 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 0.968 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4440 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.544 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; 'SADABS, Sheldrick, Bruker, 2000' ; _exptl_absorpt_correction_T_min 0.836 _exptl_absorpt_correction_T_max 0.970 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_unetI/netI 0.0489 _diffrn_reflns_number 49831 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -43 _diffrn_reflns_limit_k_max 43 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 14491 _reflns_number_gt 11892 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.1529P)^2^+1.7268P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 14491 _refine_ls_number_parameters 648 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.043 _refine_ls_wR_factor_ref 0.1426 _refine_ls_wR_factor_gt 0.1308 _refine_ls_goodness_of_fit_ref 0.695 _refine_ls_restrained_S_all 0.695 _refine_ls_shift/su_max 0.002 _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 -0.004(9) _refine_diff_density_max 0.402 _refine_diff_density_min -0.253 _refine_diff_density_rms 0.056 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.403 0.000 -0.050 2042 735 ' ' 2 0.014 0.500 0.076 2042 735 ' ' _platon_squeeze_details ; After completing the initial structure solution, the cell packing revealed a porous structure with channels running along the a (x,0,0; x,1/2,0; x,1,0; x,0,1/2; x,1/2,1/2; x,1,1/2; x,0,1; x,1/2,1; x,1,1) and c (1/2,0,z; 0,1/2,z; 1,1/2,z; 1/2,1,z) axis of approximately 5.4, and 3.5 angstroms in diameter, respectively. Residual Fourier maps show these channels are likely to be filled with solvent(s), which, however, could not be properly modelled in terms of discrete molecule sites. The SQUEEZE procedure included in PLATON (PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands, A. L. Spek, 1998) procedure was applied to the data. ; #----------------------------------------------------------------------------# # 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' 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' Li Li -0.0003 0.0001 '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' 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 C1 C 0.32217(17) 0.80320(7) 0.87862(7) 0.0269(4) Uani 1 1 d . A 1 C2 C 0.47357(17) 0.76847(7) 0.85582(8) 0.0276(5) Uani 1 1 d . A 1 C3 C 0.49558(17) 0.79893(7) 0.82777(7) 0.0282(5) Uani 1 1 d . A 1 C4 C 0.43320(18) 0.83124(7) 0.82406(8) 0.0282(5) Uani 1 1 d . A 1 C5 C 0.58911(19) 0.79753(8) 0.80085(9) 0.0365(6) Uani 1 1 d . A 1 H5A H 0.5714 0.7966 0.7709 0.055 Uiso 1 1 calc R A 1 H5B H 0.627 0.7749 0.8082 0.055 Uiso 1 1 calc R A 1 H5C H 0.6285 0.8203 0.8063 0.055 Uiso 1 1 calc R A 1 C6 C 0.35987(18) 0.74252(7) 0.91149(8) 0.0316(5) Uani 1 1 d . A 1 C7 C 0.3894(2) 0.74761(9) 0.95484(9) 0.0402(6) Uani 1 1 d . A 1 C8 C 0.3635(2) 0.71766(11) 0.98319(11) 0.0529(8) Uani 1 1 d . A 1 H8 H 0.3822 0.7196 1.012 0.064 Uiso 1 1 calc R A 1 C9 C 0.3118(3) 0.68586(11) 0.96991(12) 0.0633(10) Uani 1 1 d . A 1 H9 H 0.2959 0.6664 0.9895 0.076 Uiso 1 1 calc R A 1 C10 C 0.2827(2) 0.68234(11) 0.92737(12) 0.0578(9) Uani 1 1 d . A 1 H10 H 0.2458 0.6608 0.919 0.069 Uiso 1 1 calc R A 1 C11 C 0.3073(2) 0.71019(8) 0.89690(10) 0.0416(6) Uani 1 1 d . A 1 C12 C 0.4471(3) 0.78327(10) 0.96944(10) 0.0493(7) Uani 1 1 d . A 1 H12 H 0.4311 0.8046 0.9497 0.059 Uiso 1 1 calc R A 1 C13 C 0.5596(3) 0.77653(13) 0.96774(15) 0.0749(12) Uani 1 1 d . A 1 H13A H 0.5769 0.7553 0.9864 0.112 Uiso 1 1 calc R A 1 H13B H 0.5937 0.7996 0.977 0.112 Uiso 1 1 calc R A 1 H13C H 0.579 0.7705 0.9387 0.112 Uiso 1 1 calc R A 1 C14 C 0.4182(4) 0.79584(15) 1.01486(12) 0.0820(13) Uani 1 1 d . A 1 H14A H 0.3467 0.7971 1.0171 0.123 Uiso 1 1 calc R A 1 H14B H 0.4461 0.8209 1.0208 0.123 Uiso 1 1 calc R A 1 H14C H 0.4434 0.7774 1.0353 0.123 Uiso 1 1 calc R A 1 C15 C 0.2750(2) 0.70561(9) 0.85068(11) 0.0469(7) Uani 1 1 d . A 1 H15 H 0.3027 0.7275 0.8344 0.056 Uiso 1 1 calc R A 1 C16 C 0.3138(3) 0.66896(12) 0.83034(13) 0.0652(9) Uani 1 1 d . A 1 H16A H 0.3855 0.6695 0.8301 0.098 Uiso 1 1 calc R A 1 H16B H 0.2895 0.667 0.8013 0.098 Uiso 1 1 calc R A 1 H16C H 0.2913 0.647 0.8466 0.098 Uiso 1 1 calc R A 1 C17 C 0.1611(3) 0.70735(15) 0.84617(17) 0.0793(13) Uani 1 1 d . A 1 H17A H 0.1431 0.7039 0.8165 0.119 Uiso 1 1 calc R A 1 H17B H 0.1375 0.7321 0.856 0.119 Uiso 1 1 calc R A 1 H17C H 0.1314 0.6871 0.8632 0.119 Uiso 1 1 calc R A 1 C18 C 0.2806(2) 0.86487(7) 0.84825(8) 0.0344(6) Uani 1 1 d . A 1 C19 C 0.2972(3) 0.89630(8) 0.87528(9) 0.0463(7) Uani 1 1 d . A 1 C20 C 0.2278(3) 0.92694(10) 0.87329(12) 0.0643(10) Uani 1 1 d . A 1 H20 H 0.2359 0.9482 0.8914 0.077 Uiso 1 1 calc R A 1 C21 C 0.1495(3) 0.92621(10) 0.84570(13) 0.0648(10) Uani 1 1 d . A 1 H21 H 0.1047 0.9468 0.845 0.078 Uiso 1 1 calc R A 1 C22 C 0.1364(3) 0.89490(11) 0.81872(12) 0.0585(9) Uani 1 1 d . A 1 H22 H 0.0826 0.8948 0.7998 0.07 Uiso 1 1 calc R A 1 C23 C 0.2009(2) 0.86350(8) 0.81890(9) 0.0396(6) Uani 1 1 d . A 1 C24 C 0.3859(3) 0.89814(9) 0.90534(12) 0.0574(8) Uani 1 1 d . A 1 H24 H 0.4334 0.8781 0.8962 0.069 Uiso 1 1 calc R A 1 C25 C 0.4406(4) 0.93705(14) 0.90431(17) 0.0904(14) Uani 1 1 d . A 1 H25A H 0.4581 0.9433 0.8751 0.136 Uiso 1 1 calc R A 1 H25B H 0.5001 0.9354 0.9215 0.136 Uiso 1 1 calc R A 1 H25C H 0.3978 0.9569 0.9157 0.136 Uiso 1 1 calc R A 1 C26 C 0.3547(5) 0.88890(13) 0.95202(13) 0.0827(13) Uani 1 1 d . A 1 H26A H 0.4132 0.8861 0.9696 0.124 Uiso 1 1 calc R A 1 H26B H 0.3171 0.8652 0.9525 0.124 Uiso 1 1 calc R A 1 H26C H 0.3142 0.9096 0.963 0.124 Uiso 1 1 calc R A 1 C27 C 0.1849(2) 0.83029(8) 0.78815(11) 0.0458(7) Uani 1 1 d . A 1 H27 H 0.2417 0.8126 0.7913 0.055 Uiso 1 1 calc R A 1 C28 C 0.1824(3) 0.84347(10) 0.74190(11) 0.0552(8) Uani 1 1 d . A 1 H28A H 0.1266 0.8605 0.7376 0.083 Uiso 1 1 calc R A 1 H28B H 0.176 0.8213 0.7234 0.083 Uiso 1 1 calc R A 1 H28C H 0.2432 0.857 0.7352 0.083 Uiso 1 1 calc R A 1 C29 C 0.0908(3) 0.80775(15) 0.79953(14) 0.0783(13) Uani 1 1 d . A 1 H29A H 0.0934 0.8001 0.8293 0.117 Uiso 1 1 calc R A 1 H29B H 0.0864 0.7851 0.7817 0.117 Uiso 1 1 calc R A 1 H29C H 0.0333 0.8239 0.7948 0.117 Uiso 1 1 calc R A 1 C30 C 0.5 0.57876(10) 0.75 0.0473(11) Uani 1 2 d S . 2 C31 C 0.5502(2) 0.64068(7) 0.78264(9) 0.0349(6) Uani 1 1 d . A 1 C32 C 0.5 0.66034(9) 0.75 0.0366(8) Uani 1 2 d S . 2 C33 C 0.5 0.70396(10) 0.75 0.0428(9) Uani 1 2 d S C 2 H33A H 0.4334 0.7132 0.7451 0.064 Uiso 0.5 1 calc PR C 2 H33B H 0.5432 0.7132 0.7276 0.064 Uiso 0.5 1 calc PR C 2 H33C H 0.5235 0.7132 0.7774 0.064 Uiso 0.5 1 calc PR C 2 C34 C 0.6134(3) 0.57759(8) 0.80976(10) 0.0517(9) Uani 1 1 d . A 1 C35 C 0.5668(3) 0.55958(9) 0.84434(12) 0.0624(10) Uani 1 1 d . A 1 C36 C 0.6289(4) 0.53783(11) 0.87233(15) 0.0834(16) Uani 1 1 d . A 1 H36 H 0.6011 0.5256 0.8962 0.1 Uiso 1 1 calc R A 1 C37 C 0.7290(4) 0.53451(11) 0.86487(17) 0.0851(16) Uani 1 1 d . A 1 H37 H 0.768 0.5194 0.8832 0.102 Uiso 1 1 calc R A 1 C38 C 0.7728(4) 0.55312(11) 0.83082(17) 0.0810(15) Uani 1 1 d . A 1 H38 H 0.8415 0.5511 0.8269 0.097 Uiso 1 1 calc R A 1 C39 C 0.7161(3) 0.57537(9) 0.80156(14) 0.0644(11) Uani 1 1 d . A 1 C40 C 0.4587(4) 0.56346(11) 0.85443(14) 0.0757(13) Uani 1 1 d . A 1 H40 H 0.4278 0.5769 0.83 0.091 Uiso 1 1 calc R A 1 C41 C 0.4400(4) 0.58848(14) 0.89434(16) 0.0868(13) Uani 1 1 d . A 1 H41A H 0.4705 0.5765 0.919 0.13 Uiso 1 1 calc R A 1 H41B H 0.3694 0.5909 0.8991 0.13 Uiso 1 1 calc R A 1 H41C H 0.4684 0.6138 0.89 0.13 Uiso 1 1 calc R A 1 C42 C 0.4045(5) 0.52440(15) 0.85917(18) 0.0996(18) Uani 1 1 d . A 1 H42A H 0.4057 0.5109 0.8321 0.149 Uiso 1 1 calc R A 1 H42B H 0.3365 0.5289 0.8677 0.149 Uiso 1 1 calc R A 1 H42C H 0.4374 0.509 0.8807 0.149 Uiso 1 1 calc R A 1 C43 C 0.7647(3) 0.59570(12) 0.76417(13) 0.0665(10) Uani 1 1 d . A 1 H43 H 0.7179 0.6157 0.7543 0.08 Uiso 1 1 calc R A 1 C44 C 0.8610(4) 0.61643(18) 0.7768(2) 0.1039(17) Uani 1 1 d . A 1 H44A H 0.9137 0.5978 0.78 0.156 Uiso 1 1 calc R A 1 H44B H 0.8512 0.6298 0.8037 0.156 Uiso 1 1 calc R A 1 H44C H 0.8787 0.6348 0.7548 0.156 Uiso 1 1 calc R A 1 C45 C 0.7847(6) 0.5695(2) 0.7263(2) 0.119(2) Uani 1 1 d . A 1 H45A H 0.8205 0.547 0.7359 0.179 Uiso 1 1 calc R A 1 H45B H 0.8239 0.5832 0.7053 0.179 Uiso 1 1 calc R A 1 H45C H 0.7224 0.5617 0.7137 0.179 Uiso 1 1 calc R A 1 C46 C 0.7204(3) 0.64081(11) 0.90383(11) 0.0581(8) Uani 1 1 d . A 1 H46A H 0.7857 0.6517 0.8976 0.07 Uiso 1 1 calc R A 1 H46B H 0.7037 0.6223 0.8814 0.07 Uiso 1 1 calc R A 1 C47 C 0.7206(4) 0.62160(12) 0.94660(13) 0.0824(14) Uani 1 1 d . A 1 H47A H 0.7802 0.6285 0.9626 0.099 Uiso 1 1 calc R A 1 H47B H 0.7188 0.5936 0.9433 0.099 Uiso 1 1 calc R A 1 C48 C 0.6298(4) 0.63540(13) 0.96962(14) 0.0821(13) Uani 1 1 d . A 1 H48A H 0.5744 0.6176 0.9655 0.099 Uiso 1 1 calc R A 1 H48B H 0.6425 0.6383 1.0002 0.099 Uiso 1 1 calc R A 1 C49 C 0.6090(4) 0.67356(12) 0.94915(12) 0.0708(10) Uani 1 1 d . A 1 H49A H 0.5378 0.6788 0.9489 0.085 Uiso 1 1 calc R A 1 H49B H 0.6424 0.6942 0.9647 0.085 Uiso 1 1 calc R A 1 C50 C 0.7987(3) 0.74163(12) 0.86819(13) 0.0665(10) Uani 1 1 d . A 1 H50A H 0.7807 0.7349 0.8976 0.08 Uiso 0.5 1 calc PR A 1 H50B H 0.7901 0.7693 0.864 0.08 Uiso 0.5 1 calc PR A 1 H50C H 0.809 0.7266 0.8943 0.08 Uiso 0.5 1 calc PR B 2 H50D H 0.7627 0.7652 0.8762 0.08 Uiso 0.5 1 calc PR B 2 C51A C 0.9045(9) 0.7288(4) 0.8575(5) 0.087(4) Uani 0.5 1 d P A 1 H51A H 0.9528 0.748 0.867 0.104 Uiso 0.5 1 calc PR A 1 H51B H 0.9198 0.7041 0.871 0.104 Uiso 0.5 1 calc PR A 1 C51B C 0.8944(9) 0.7518(4) 0.8493(4) 0.082(3) Uani 0.5 1 d P B 2 H51C H 0.9484 0.7475 0.8696 0.098 Uiso 0.5 1 calc PR B 2 H51D H 0.8954 0.7789 0.8405 0.098 Uiso 0.5 1 calc PR B 2 C52 C 0.9045(3) 0.72535(14) 0.81027(18) 0.0766(12) Uani 1 1 d . A 1 H52A H 0.9435 0.7031 0.8012 0.092 Uiso 0.5 1 calc PR A 1 H52B H 0.932 0.7485 0.7971 0.092 Uiso 0.5 1 calc PR A 1 H52C H 0.935 0.7006 0.818 0.092 Uiso 0.5 1 calc PR B 2 H52D H 0.9432 0.7372 0.7874 0.092 Uiso 0.5 1 calc PR B 2 C53 C 0.7952(3) 0.72025(11) 0.79796(12) 0.0580(8) Uani 1 1 d . A 1 H53A H 0.7729 0.7416 0.7799 0.07 Uiso 1 1 calc R A 1 H53B H 0.7855 0.6961 0.7824 0.07 Uiso 1 1 calc R A 1 C54 C 0.3477(4) 0.94240(14) 0.76063(15) 0.106(2) Uani 1 1 d D D 2 H54A H 0.324 0.9277 0.7853 0.127 Uiso 1 1 calc R D 2 H54B H 0.3931 0.9624 0.7707 0.127 Uiso 1 1 calc R D 2 C56 C 0.2989(8) 0.9598(2) 0.6918(3) 0.183(5) Uani 1 1 d D D 2 H56A H 0.3349 0.9835 0.6856 0.219 Uiso 1 1 calc R D 2 H56B H 0.2432 0.9577 0.672 0.219 Uiso 1 1 calc R D 2 C55 C 0.2626(7) 0.9600(3) 0.7370(2) 0.252(7) Uani 1 1 d D D 2 H55A H 0.2494 0.9862 0.7469 0.302 Uiso 1 1 calc R D 2 H55B H 0.2025 0.9445 0.7401 0.302 Uiso 1 1 calc R D 2 C57 C 0.3661(6) 0.9257(2) 0.68738(11) 0.144(3) Uani 1 1 d D D 2 H57A H 0.3309 0.9039 0.6749 0.173 Uiso 1 1 calc R D 2 H57B H 0.4232 0.9319 0.6694 0.173 Uiso 1 1 calc R D 2 O1 O 0.52123(13) 0.73783(5) 0.86081(6) 0.0343(4) Uani 1 1 d . A 1 O2 O 0.44587(14) 0.85982(5) 0.79992(6) 0.0357(4) Uani 1 1 d . A 1 O3 O 0.59630(16) 0.65498(5) 0.81347(7) 0.0417(5) Uani 1 1 d . A 1 O4 O 0.64667(17) 0.67093(7) 0.90595(7) 0.0529(5) Uani 1 1 d . A 1 O5 O 0.74184(15) 0.71977(6) 0.83761(7) 0.0474(5) Uani 1 1 d . A 1 O6 O 0.3965(3) 0.91737(9) 0.73051(8) 0.0896(11) Uani 1 1 d D D 2 Cl1 Cl 0.05712(6) 0.80200(3) 0.93683(3) 0.0648(2) Uani 1 1 d . A 1 Cl2 Cl 0.5 0.46304(3) 0.75 0.1219(9) Uani 1 2 d S E 2 Cu1 Cu 0.19860(2) 0.803690(9) 0.908520(10) 0.03593(10) Uani 1 1 d . A 1 Cu2 Cu 0.5 0.523604(14) 0.75 0.0717(2) Uani 1 2 d S E 2 Li1 Li 0.6117(3) 0.69734(12) 0.85240(14) 0.0346(9) Uani 1 1 d . A 1 Li2 Li 0.5 0.88310(16) 0.75 0.0413(15) Uani 1 2 d S . 2 N1 N 0.38438(15) 0.77309(6) 0.88108(7) 0.0286(4) Uani 1 1 d . A 1 N2 N 0.34667(15) 0.83163(6) 0.85067(7) 0.0282(4) Uani 1 1 d . A 1 N3 N 0.5521(2) 0.59896(6) 0.77926(8) 0.0435(6) Uani 1 1 d . A 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0329(12) 0.0251(10) 0.0226(10) 0.0016(9) 0.0018(8) 0.0013(9) C2 0.0273(12) 0.0302(11) 0.0253(12) 0.0006(9) -0.0012(9) 0.0005(9) C3 0.0252(11) 0.0308(11) 0.0288(11) -0.0019(9) 0.0006(9) -0.0007(10) C4 0.0308(12) 0.0271(11) 0.0266(12) -0.0005(9) 0.0045(10) -0.0032(9) C5 0.0315(12) 0.0345(13) 0.0434(14) 0.0014(11) 0.0100(11) -0.0001(10) C6 0.0301(12) 0.0334(12) 0.0313(12) 0.0120(10) 0.0013(10) 0.0035(9) C7 0.0356(14) 0.0503(16) 0.0348(14) 0.0135(12) 0.0026(11) 0.0101(12) C8 0.0510(18) 0.069(2) 0.0390(16) 0.0210(15) 0.0045(14) 0.0086(16) C9 0.056(2) 0.072(2) 0.062(2) 0.0347(18) 0.0132(17) 0.0015(17) C10 0.0468(18) 0.0579(19) 0.069(2) 0.0228(16) 0.0050(16) -0.0112(14) C11 0.0322(13) 0.0374(13) 0.0551(17) 0.0144(12) 0.0029(13) 0.0039(11) C12 0.067(2) 0.0503(17) 0.0304(14) -0.0003(13) -0.0053(14) 0.0077(15) C13 0.063(2) 0.083(3) 0.079(3) -0.017(2) -0.005(2) -0.025(2) C14 0.105(3) 0.095(3) 0.046(2) -0.020(2) 0.004(2) 0.010(3) C15 0.0436(16) 0.0380(15) 0.0590(18) 0.0102(13) -0.0101(13) -0.0133(11) C16 0.058(2) 0.068(2) 0.069(2) -0.0018(19) -0.0072(18) -0.0104(18) C17 0.057(2) 0.087(3) 0.093(3) -0.011(2) -0.029(2) 0.015(2) C18 0.0419(15) 0.0290(12) 0.0322(13) 0.0038(10) 0.0134(11) 0.0054(10) C19 0.0657(19) 0.0369(14) 0.0362(14) -0.0017(11) 0.0126(15) 0.0062(14) C20 0.096(3) 0.0432(17) 0.054(2) -0.0076(15) 0.018(2) 0.0179(17) C21 0.084(3) 0.0475(18) 0.063(2) 0.0066(16) 0.009(2) 0.0337(18) C22 0.0540(19) 0.0564(19) 0.065(2) 0.0111(16) 0.0042(16) 0.0296(16) C23 0.0364(13) 0.0333(12) 0.0492(15) 0.0077(11) 0.0072(13) 0.0091(11) C24 0.079(2) 0.0422(15) 0.0504(18) -0.0156(14) 0.0047(17) 0.0071(15) C25 0.112(4) 0.075(3) 0.084(3) -0.004(2) -0.006(3) -0.024(3) C26 0.135(4) 0.067(3) 0.046(2) 0.0011(18) -0.002(2) -0.001(3) C27 0.0404(16) 0.0357(13) 0.0615(19) 0.0006(13) -0.0128(14) 0.0043(12) C28 0.0488(19) 0.0585(18) 0.058(2) -0.0055(16) 0.0095(15) 0.0060(14) C29 0.062(2) 0.101(3) 0.072(2) 0.028(2) -0.0258(19) -0.038(2) C30 0.073(3) 0.0270(17) 0.042(2) 0 -0.037(2) 0 C31 0.0434(14) 0.0246(11) 0.0366(14) -0.0013(10) -0.0078(12) 0.0034(10) C32 0.044(2) 0.0209(15) 0.045(2) 0 -0.0074(17) 0 C33 0.063(2) 0.0233(16) 0.042(2) 0 -0.0193(19) 0 C34 0.081(2) 0.0267(13) 0.0472(17) 0.0002(12) -0.0327(17) 0.0082(14) C35 0.089(3) 0.0355(15) 0.063(2) 0.0051(15) -0.046(2) -0.0118(16) C36 0.132(4) 0.0378(17) 0.081(3) 0.0191(18) -0.052(3) -0.015(2) C37 0.108(4) 0.0362(18) 0.111(4) 0.013(2) -0.060(3) 0.0155(19) C38 0.104(3) 0.0375(17) 0.101(3) -0.010(2) -0.051(3) 0.0293(19) C39 0.078(3) 0.0364(15) 0.079(2) -0.0143(16) -0.037(2) 0.0208(16) C40 0.116(4) 0.0489(19) 0.062(2) 0.0235(17) -0.036(2) -0.026(2) C41 0.106(3) 0.069(3) 0.085(3) 0.013(2) -0.017(3) -0.011(2) C42 0.131(4) 0.079(3) 0.089(3) 0.023(3) -0.031(3) -0.053(3) C43 0.062(2) 0.065(2) 0.073(3) 0.0044(19) -0.0041(18) 0.0297(18) C44 0.090(4) 0.096(4) 0.125(5) 0.021(3) -0.011(3) -0.003(3) C45 0.136(5) 0.122(5) 0.100(4) -0.040(4) -0.013(4) 0.049(4) C46 0.069(2) 0.0572(18) 0.0484(18) 0.0036(15) -0.0128(16) 0.0268(16) C47 0.133(4) 0.060(2) 0.054(2) 0.0090(18) -0.017(2) 0.032(2) C48 0.123(4) 0.075(3) 0.048(2) 0.016(2) -0.007(2) -0.006(3) C49 0.094(3) 0.068(2) 0.051(2) -0.0032(18) 0.005(2) 0.016(2) C50 0.054(2) 0.077(2) 0.069(2) -0.0103(19) -0.0107(19) -0.0205(19) C51A 0.046(5) 0.105(9) 0.110(9) -0.001(8) -0.015(5) -0.024(6) C51B 0.053(5) 0.106(9) 0.086(7) -0.015(7) -0.003(5) -0.033(7) C52 0.0431(19) 0.085(3) 0.101(3) -0.010(2) 0.010(2) -0.0076(19) C53 0.0463(17) 0.068(2) 0.059(2) -0.0001(16) 0.0105(16) 0.0094(17) C54 0.131(4) 0.072(3) 0.116(4) 0.007(3) 0.050(4) 0.054(3) C56 0.244(11) 0.143(6) 0.161(8) 0.027(6) -0.026(8) 0.133(7) C55 0.327(15) 0.216(10) 0.211(11) 0.099(9) 0.109(11) 0.216(11) C57 0.154(6) 0.180(7) 0.098(4) 0.067(5) 0.007(4) 0.081(5) O1 0.0309(9) 0.0331(9) 0.0389(10) 0.0023(8) 0.0032(7) 0.0073(7) O2 0.0401(10) 0.0270(8) 0.0399(10) 0.0039(7) 0.0103(8) 0.0016(7) O3 0.0516(11) 0.0298(9) 0.0436(11) -0.0022(8) -0.0180(9) 0.0023(8) O4 0.0618(13) 0.0577(12) 0.0393(11) 0.0083(10) 0.0002(10) 0.0242(11) O5 0.0364(10) 0.0508(12) 0.0548(13) -0.0070(10) 0.0019(9) -0.0048(9) O6 0.114(2) 0.089(2) 0.0660(17) 0.0224(15) 0.0297(16) 0.0708(19) Cl1 0.0443(4) 0.1007(7) 0.0496(4) 0.0007(5) 0.0219(3) -0.0051(5) Cl2 0.210(2) 0.0231(5) 0.1328(15) 0 -0.1051(17) 0 Cu1 0.03308(16) 0.04220(17) 0.03250(16) 0.00448(13) 0.00946(13) 0.00383(14) Cu2 0.1181(6) 0.0206(2) 0.0764(4) 0 -0.0591(4) 0 Li1 0.035(2) 0.0261(18) 0.043(2) 0.0041(18) -0.0050(17) -0.0010(17) Li2 0.060(4) 0.019(2) 0.044(4) 0 0.020(3) 0 N1 0.0278(10) 0.0291(10) 0.0289(10) 0.0036(8) 0.0017(8) 0.0031(8) N2 0.0281(10) 0.0276(9) 0.0289(10) 0.0015(8) 0.0014(8) 0.0021(8) N3 0.0635(15) 0.0243(10) 0.0427(13) 0.0014(9) -0.0247(12) 0.0035(10) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C51B H51C 0.97 . ? C51B H51D 0.97 . ? C50 O5 1.431(4) . ? C50 C51A 1.520(14) . ? C50 H50A 0.97 . ? C50 H50B 0.97 . ? C53 O5 1.423(4) . ? C53 C52 1.522(6) . ? C53 H53A 0.97 . ? C53 H53B 0.97 . ? C52 C51A 1.470(16) . ? C52 H52A 0.97 . ? C52 H52B 0.97 . ? C51A H51A 0.97 . ? C51A H51B 0.97 . ? O5 Li1 1.961(5) . ? C1 N1 1.333(3) . ? C1 N2 1.349(3) . ? C1 Cu1 1.897(2) . ? C2 O1 1.244(3) . ? C2 C3 1.395(3) . ? C2 N1 1.437(3) . ? C3 C4 1.397(3) . ? C3 C5 1.506(3) . ? C4 O2 1.249(3) . ? C4 N2 1.423(3) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 C11 1.393(4) . ? C6 C7 1.413(4) . ? C6 N1 1.452(3) . ? C7 C8 1.400(4) . ? C7 C12 1.521(5) . ? C8 C9 1.360(5) . ? C8 H8 0.93 . ? C9 C10 1.381(6) . ? C9 H9 0.93 . ? C10 C11 1.387(4) . ? C10 H10 0.93 . ? C11 C15 1.506(5) . ? C12 C13 1.524(5) . ? C12 C14 1.524(5) . ? C12 H12 0.98 . ? C13 H13A 0.96 . ? C13 H13B 0.96 . ? C13 H13C 0.96 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 C16 1.505(5) . ? C15 C17 1.531(5) . ? C15 H15 0.98 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C18 C19 1.388(4) . ? C18 C23 1.403(4) . ? C18 N2 1.450(3) . ? C19 C20 1.408(5) . ? C19 C24 1.511(5) . ? C20 C21 1.353(6) . ? C20 H20 0.93 . ? C21 C22 1.377(6) . ? C21 H21 0.93 . ? C22 C23 1.384(4) . ? C22 H22 0.93 . ? C23 C27 1.505(4) . ? C24 C25 1.528(6) . ? C24 C26 1.541(5) . ? C24 H24 0.98 . ? C25 H25A 0.96 . ? C25 H25B 0.96 . ? C25 H25C 0.96 . ? C26 H26A 0.96 . ? C26 H26B 0.96 . ? C26 H26C 0.96 . ? C27 C28 1.505(5) . ? C27 C29 1.522(5) . ? C27 H27 0.98 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C29 H29C 0.96 . ? C30 N3 1.340(3) 4_656 ? C30 N3 1.340(3) . ? C30 Cu2 1.901(4) . ? C31 O3 1.241(3) . ? C31 C32 1.391(3) . ? C31 N3 1.442(3) . ? C32 C31 1.391(3) 4_656 ? C32 C33 1.504(4) . ? C33 H33A 0.96 . ? C33 H33B 0.96 . ? C33 H33C 0.96 . ? C34 C35 1.387(6) . ? C34 C39 1.401(6) . ? C34 N3 1.453(3) . ? C35 C36 1.417(5) . ? C35 C40 1.487(7) . ? C36 C37 1.365(8) . ? C36 H36 0.93 . ? C37 C38 1.368(8) . ? C37 H37 0.93 . ? C38 C39 1.410(5) . ? C38 H38 0.93 . ? C39 C43 1.503(6) . ? C40 C41 1.530(7) . ? C40 C42 1.536(5) . ? C40 H40 0.98 . ? C41 H41A 0.96 . ? C41 H41B 0.96 . ? C41 H41C 0.96 . ? C42 H42A 0.96 . ? C42 H42B 0.96 . ? C42 H42C 0.96 . ? C43 C45 1.504(6) . ? C43 C44 1.525(7) . ? C43 H43 0.98 . ? C44 H44A 0.96 . ? C44 H44B 0.96 . ? C44 H44C 0.96 . ? C45 H45A 0.96 . ? C45 H45B 0.96 . ? C45 H45C 0.96 . ? C46 O4 1.434(4) . ? C46 C47 1.483(5) . ? C46 H46A 0.97 . ? C46 H46B 0.97 . ? C47 C48 1.488(7) . ? C47 H47A 0.97 . ? C47 H47B 0.97 . ? C48 C49 1.487(6) . ? C48 H48A 0.97 . ? C48 H48B 0.97 . ? C49 O4 1.435(4) . ? C49 H49A 0.97 . ? C49 H49B 0.97 . ? C54 C55 1.4839(10) . ? C54 O6 1.4301(10) . ? C54 H54A 0.97 . ? C54 H54B 0.97 . ? C56 C55 1.4844(10) . ? C56 C57 1.4849(10) . ? C56 H56A 0.97 . ? C56 H56B 0.97 . ? C55 H55A 0.97 . ? C55 H55B 0.97 . ? C57 O6 1.4282(10) . ? C57 H57A 0.97 . ? C57 H57B 0.97 . ? O1 Li1 1.866(5) . ? O2 Li2 1.889(3) . ? O3 Li1 1.906(5) . ? O4 Li1 1.951(5) . ? O6 Li2 1.918(4) . ? Cl1 Cu1 2.0887(8) . ? Cl2 Cu2 2.0874(13) . ? Li2 O2 1.889(3) 4_656 ? Li2 O6 1.918(4) 4_656 ? 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 H51C C51B H51D 108.8 . . ? O5 C50 C51A 101.4(6) . . ? O5 C50 H50A 111.5 . . ? C51A C50 H50A 111.5 . . ? O5 C50 H50B 111.5 . . ? C51A C50 H50B 111.5 . . ? H50A C50 H50B 109.3 . . ? O5 C53 C52 105.5(3) . . ? O5 C53 H53A 110.6 . . ? C52 C53 H53A 110.6 . . ? O5 C53 H53B 110.6 . . ? C52 C53 H53B 110.6 . . ? H53A C53 H53B 108.8 . . ? C51A C52 C53 105.0(5) . . ? C51A C52 H52A 110.7 . . ? C53 C52 H52A 110.7 . . ? C51A C52 H52B 110.7 . . ? C53 C52 H52B 110.7 . . ? H52A C52 H52B 108.8 . . ? C52 C51A C50 104.0(8) . . ? C52 C51A H51A 111 . . ? C50 C51A H51A 111 . . ? C52 C51A H51B 111 . . ? C50 C51A H51B 111 . . ? H51A C51A H51B 109 . . ? C53 O5 C50 107.5(3) . . ? C53 O5 Li1 130.8(2) . . ? C50 O5 Li1 121.7(3) . . ? N1 C1 N2 116.8(2) . . ? N1 C1 Cu1 121.59(17) . . ? N2 C1 Cu1 121.33(17) . . ? O1 C2 C3 127.5(2) . . ? O1 C2 N1 116.9(2) . . ? C3 C2 N1 115.6(2) . . ? C2 C3 C4 121.7(2) . . ? C2 C3 C5 119.8(2) . . ? C4 C3 C5 118.5(2) . . ? O2 C4 C3 126.7(2) . . ? O2 C4 N2 116.8(2) . . ? C3 C4 N2 116.5(2) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 123.4(2) . . ? C11 C6 N1 118.9(2) . . ? C7 C6 N1 117.7(2) . . ? C8 C7 C6 115.9(3) . . ? C8 C7 C12 122.3(3) . . ? C6 C7 C12 121.7(2) . . ? C9 C8 C7 122.0(3) . . ? C9 C8 H8 119 . . ? C7 C8 H8 119 . . ? C8 C9 C10 120.2(3) . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C9 C10 C11 121.6(3) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C10 C11 C6 116.9(3) . . ? C10 C11 C15 120.5(3) . . ? C6 C11 C15 122.6(2) . . ? C13 C12 C7 111.6(3) . . ? C13 C12 C14 109.1(3) . . ? C7 C12 C14 112.1(3) . . ? C13 C12 H12 108 . . ? C7 C12 H12 108 . . ? C14 C12 H12 108 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C11 C15 C16 112.8(3) . . ? C11 C15 C17 111.6(3) . . ? C16 C15 C17 109.8(3) . . ? C11 C15 H15 107.4 . . ? C16 C15 H15 107.4 . . ? C17 C15 H15 107.4 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 122.7(3) . . ? C19 C18 N2 119.2(3) . . ? C23 C18 N2 118.1(2) . . ? C18 C19 C20 116.9(3) . . ? C18 C19 C24 122.1(3) . . ? C20 C19 C24 121.0(3) . . ? C21 C20 C19 121.7(3) . . ? C21 C20 H20 119.2 . . ? C19 C20 H20 119.2 . . ? C20 C21 C22 119.8(3) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C21 C22 C23 122.1(4) . . ? C21 C22 H22 119 . . ? C23 C22 H22 119 . . ? C22 C23 C18 116.8(3) . . ? C22 C23 C27 120.2(3) . . ? C18 C23 C27 123.0(2) . . ? C19 C24 C25 113.6(3) . . ? C19 C24 C26 111.0(4) . . ? C25 C24 C26 109.3(3) . . ? C19 C24 H24 107.6 . . ? C25 C24 H24 107.6 . . ? C26 C24 H24 107.6 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 C23 112.2(2) . . ? C28 C27 C29 110.9(3) . . ? C23 C27 C29 111.0(3) . . ? C28 C27 H27 107.5 . . ? C23 C27 H27 107.5 . . ? C29 C27 H27 107.5 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N3 C30 N3 117.4(3) 4_656 . ? N3 C30 Cu2 121.31(16) 4_656 . ? N3 C30 Cu2 121.31(16) . . ? O3 C31 C32 127.4(2) . . ? O3 C31 N3 116.3(2) . . ? C32 C31 N3 116.2(2) . . ? C31 C32 C31 121.7(3) . 4_656 ? C31 C32 C33 119.15(15) . . ? C31 C32 C33 119.15(15) 4_656 . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C35 C34 C39 123.9(3) . . ? C35 C34 N3 118.5(3) . . ? C39 C34 N3 117.6(3) . . ? C34 C35 C36 116.5(4) . . ? C34 C35 C40 124.1(3) . . ? C36 C35 C40 119.4(4) . . ? C37 C36 C35 121.1(5) . . ? C37 C36 H36 119.4 . . ? C35 C36 H36 119.4 . . ? C36 C37 C38 120.8(4) . . ? C36 C37 H37 119.6 . . ? C38 C37 H37 119.6 . . ? C37 C38 C39 121.4(5) . . ? C37 C38 H38 119.3 . . ? C39 C38 H38 119.3 . . ? C34 C39 C38 116.2(4) . . ? C34 C39 C43 122.7(3) . . ? C38 C39 C43 121.2(4) . . ? C35 C40 C41 112.3(4) . . ? C35 C40 C42 113.7(4) . . ? C41 C40 C42 109.8(4) . . ? C35 C40 H40 106.9 . . ? C41 C40 H40 106.9 . . ? C42 C40 H40 106.9 . . ? C40 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C40 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C40 C42 H42A 109.5 . . ? C40 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C40 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C45 C43 C39 113.5(4) . . ? C45 C43 C44 109.4(5) . . ? C39 C43 C44 112.6(4) . . ? C45 C43 H43 107 . . ? C39 C43 H43 107 . . ? C44 C43 H43 107 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C43 C45 H45A 109.5 . . ? C43 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C43 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? O4 C46 C47 106.4(3) . . ? O4 C46 H46A 110.4 . . ? C47 C46 H46A 110.4 . . ? O4 C46 H46B 110.4 . . ? C47 C46 H46B 110.4 . . ? H46A C46 H46B 108.6 . . ? C46 C47 C48 106.6(3) . . ? C46 C47 H47A 110.4 . . ? C48 C47 H47A 110.4 . . ? C46 C47 H47B 110.4 . . ? C48 C47 H47B 110.4 . . ? H47A C47 H47B 108.6 . . ? C49 C48 C47 103.3(4) . . ? C49 C48 H48A 111.1 . . ? C47 C48 H48A 111.1 . . ? C49 C48 H48B 111.1 . . ? C47 C48 H48B 111.1 . . ? H48A C48 H48B 109.1 . . ? O4 C49 C48 106.1(3) . . ? O4 C49 H49A 110.5 . . ? C48 C49 H49A 110.5 . . ? O4 C49 H49B 110.5 . . ? C48 C49 H49B 110.5 . . ? H49A C49 H49B 108.7 . . ? C55 C54 O6 106.0(4) . . ? C55 C54 H54A 110.5 . . ? O6 C54 H54A 110.5 . . ? C55 C54 H54B 110.5 . . ? O6 C54 H54B 110.5 . . ? H54A C54 H54B 108.7 . . ? C55 C56 C57 106.9(5) . . ? C55 C56 H56A 110.4 . . ? C57 C56 H56A 110.4 . . ? C55 C56 H56B 110.4 . . ? C57 C56 H56B 110.4 . . ? H56A C56 H56B 108.6 . . ? C54 C55 C56 102.3(5) . . ? C54 C55 H55A 111.3 . . ? C56 C55 H55A 111.3 . . ? C54 C55 H55B 111.3 . . ? C56 C55 H55B 111.3 . . ? H55A C55 H55B 109.2 . . ? O6 C57 C56 104.2(4) . . ? O6 C57 H57A 110.9 . . ? C56 C57 H57A 110.9 . . ? O6 C57 H57B 110.9 . . ? C56 C57 H57B 110.9 . . ? H57A C57 H57B 108.9 . . ? C2 O1 Li1 161.9(2) . . ? C4 O2 Li2 151.5(2) . . ? C31 O3 Li1 147.9(2) . . ? C46 O4 C49 109.3(3) . . ? C46 O4 Li1 117.6(2) . . ? C49 O4 Li1 133.0(2) . . ? C57 O6 C54 111.1(3) . . ? C57 O6 Li2 128.7(2) . . ? C54 O6 Li2 119.7(3) . . ? C1 Cu1 Cl1 175.12(8) . . ? C30 Cu2 Cl2 180.0000(10) . . ? O1 Li1 O3 126.2(2) . . ? O1 Li1 O4 112.7(2) . . ? O3 Li1 O4 102.0(2) . . ? O1 Li1 O5 108.3(2) . . ? O3 Li1 O5 104.5(2) . . ? O4 Li1 O5 99.8(2) . . ? O2 Li2 O2 129.7(3) . 4_656 ? O2 Li2 O6 106.27(10) . 4_656 ? O2 Li2 O6 104.07(11) 4_656 4_656 ? O2 Li2 O6 104.07(11) . . ? O2 Li2 O6 106.27(10) 4_656 . ? O6 Li2 O6 104.0(4) 4_656 . ? C1 N1 C2 125.05(19) . . ? C1 N1 C6 117.45(19) . . ? C2 N1 C6 117.50(19) . . ? C1 N2 C4 124.3(2) . . ? C1 N2 C18 117.3(2) . . ? C4 N2 C18 118.33(19) . . ? C30 N3 C31 123.9(2) . . ? C30 N3 C34 118.1(2) . . ? C31 N3 C34 117.9(2) . . ? _vrf_PLAT241_2b_Li ; PROBLEM: Check High Ueq as Compared to Neighbors for C55 RESPONSE: This problem is likely due to a disorder in the O6/C54/C55/C56/C57 THF molecule linked to Li2. All attempts to treat this disorder in splitting C55 and C56 atoms failed to give a satisfactory model. ; data_3aa _database_code_depnum_ccdc_archive 'CCDC 912468' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2012-11-19T14:15:10-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C28 H33 Cu N4 O2, C H2 Cl2' _chemical_formula_sum 'C29 H35 Cl2 Cu N4 O2' _chemical_formula_weight 606.05 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _space_group_crystal_system Orthorhombic _space_group_name_H-M_alt 'P b c a' _symmetry_space_group_name_Hall '-P 2ac 2ab' _symmetry_Int_Tables_number 61 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y-1/2, z-1/2' _cell_length_a 18.8363(3) _cell_length_b 15.4568(2) _cell_length_c 20.6527(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 6013.01(14) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 28687 _cell_measurement_theta_min 2.9214 _cell_measurement_theta_max 32.7499 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2528 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.936 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.90229 _exptl_absorpt_correction_T_max 1.00000 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 16.1978 _diffrn_orient_matrix_UB_11 0.0030956000 _diffrn_orient_matrix_UB_12 0.0066593000 _diffrn_orient_matrix_UB_13 0.0338726000 _diffrn_orient_matrix_UB_21 0.0259116000 _diffrn_orient_matrix_UB_22 0.0324426000 _diffrn_orient_matrix_UB_23 -0.0055318000 _diffrn_orient_matrix_UB_31 -0.0271366000 _diffrn_orient_matrix_UB_32 0.0317653000 _diffrn_orient_matrix_UB_33 -0.0014235000 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_unetI/netI 0.012 _diffrn_reflns_number 139136 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _reflns_number_total 6134 _reflns_number_gt 5083 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET) (compiled Jan 23 2012,18:06:46) ; #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0780P)^2^+12.9039P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 6134 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0651 _refine_ls_R_factor_gt 0.0525 _refine_ls_wR_factor_ref 0.1576 _refine_ls_wR_factor_gt 0.1425 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.04 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.669 _refine_diff_density_min -1.141 _refine_diff_density_rms 0.084 #----------------------------------------------------------------------------# # 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' Cu Cu 0.3201 1.2651 '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' 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 C1 C 0.37064(13) 0.05540(17) 0.16453(13) 0.0193(5) Uani 1 1 d . . . C2 C 0.37778(14) -0.09360(17) 0.20862(14) 0.0219(5) Uani 1 1 d . . . C3 C 0.37616(15) -0.05906(18) 0.27166(14) 0.0238(6) Uani 1 1 d . . . C4 C 0.37084(15) 0.03048(18) 0.28332(13) 0.0247(6) Uani 1 1 d . . . C5 C 0.38015(19) -0.1195(2) 0.32884(16) 0.0362(7) Uani 1 1 d . . . H5A H 0.4275 -0.1418 0.3327 0.054 Uiso 1 1 calc R . . H5B H 0.3475 -0.1665 0.3227 0.054 Uiso 1 1 calc R . . H5C H 0.3679 -0.0886 0.3676 0.054 Uiso 1 1 calc R . . C6 C 0.36903(15) -0.06325(18) 0.09093(13) 0.0240(6) Uani 1 1 d . . . C7 C 0.43172(19) -0.08218(19) 0.05845(15) 0.0339(7) Uani 1 1 d . . . C8 C 0.4259(2) -0.1107(2) -0.00563(17) 0.0476(10) Uani 1 1 d . . . H8 H 0.4671 -0.1236 -0.0285 0.057 Uiso 1 1 calc R . . C9 C 0.3613(3) -0.1204(2) -0.03585(18) 0.0536(12) Uani 1 1 d . . . C10 C 0.3000(2) -0.1014(2) -0.00157(16) 0.0456(9) Uani 1 1 d . . . H10 H 0.2562 -0.1077 -0.0218 0.055 Uiso 1 1 calc R . . C11 C 0.30232(18) -0.07282(19) 0.06262(15) 0.0318(7) Uani 1 1 d . . . C12 C 0.50265(19) -0.0737(3) 0.09069(19) 0.0474(9) Uani 1 1 d . . . H12A H 0.5051 -0.0194 0.1132 0.071 Uiso 1 1 calc R . . H12B H 0.5394 -0.0761 0.0586 0.071 Uiso 1 1 calc R . . H12C H 0.5089 -0.1202 0.121 0.071 Uiso 1 1 calc R . . C13 C 0.3557(4) -0.1517(3) -0.1052(2) 0.088(2) Uani 1 1 d . . . H13A H 0.3978 -0.1354 -0.1285 0.132 Uiso 1 1 calc R . . H13B H 0.315 -0.126 -0.1254 0.132 Uiso 1 1 calc R . . H13C H 0.351 -0.2135 -0.1056 0.132 Uiso 1 1 calc R . . C14 C 0.23504(18) -0.0561(3) 0.09948(18) 0.0453(9) Uani 1 1 d . . . H14A H 0.1952 -0.0609 0.0708 0.068 Uiso 1 1 calc R . . H14B H 0.2364 0.0012 0.1175 0.068 Uiso 1 1 calc R . . H14C H 0.2305 -0.0977 0.1337 0.068 Uiso 1 1 calc R . . C15 C 0.36935(14) 0.17745(17) 0.23612(12) 0.0215(5) Uani 1 1 d . . . C16 C 0.43364(16) 0.22040(19) 0.24317(14) 0.0293(6) Uani 1 1 d . . . C17 C 0.43185(18) 0.31011(19) 0.25162(15) 0.0326(7) Uani 1 1 d . . . H17 H 0.4743 0.3402 0.2564 0.039 Uiso 1 1 calc R . . C18 C 0.36815(18) 0.35526(19) 0.25297(15) 0.0319(7) Uani 1 1 d . . . C19 C 0.30496(17) 0.30940(18) 0.24712(14) 0.0309(6) Uani 1 1 d . . . H19 H 0.2621 0.3391 0.249 0.037 Uiso 1 1 calc R . . C20 C 0.30430(16) 0.21951(18) 0.23853(13) 0.0257(6) Uani 1 1 d . . . C21 C 0.50264(19) 0.1715(2) 0.2424(2) 0.0513(10) Uani 1 1 d . . . H21A H 0.5015 0.1271 0.275 0.077 Uiso 1 1 calc R . . H21B H 0.5411 0.2105 0.2512 0.077 Uiso 1 1 calc R . . H21C H 0.5094 0.1455 0.2007 0.077 Uiso 1 1 calc R . . C22 C 0.3672(2) 0.4530(2) 0.26041(19) 0.0479(10) Uani 1 1 d . . . H22A H 0.4061 0.4707 0.2874 0.072 Uiso 1 1 calc R . . H22B H 0.3233 0.4706 0.2799 0.072 Uiso 1 1 calc R . . H22C H 0.3717 0.4796 0.2186 0.072 Uiso 1 1 calc R . . C23 C 0.23548(17) 0.1703(2) 0.23280(18) 0.0395(8) Uani 1 1 d . . . H23A H 0.2338 0.1413 0.1917 0.059 Uiso 1 1 calc R . . H23B H 0.1964 0.2099 0.236 0.059 Uiso 1 1 calc R . . H23C H 0.2324 0.1285 0.267 0.059 Uiso 1 1 calc R . . C24 C 0.37306(15) 0.2085(2) 0.01928(14) 0.0279(6) Uani 1 1 d . . . C25 C 0.35930(18) 0.2688(2) -0.07956(16) 0.0389(8) Uani 1 1 d . . . H25 H 0.3456 0.2762 -0.1225 0.047 Uiso 1 1 calc R . . C26 C 0.39628(19) 0.3247(2) -0.04365(16) 0.0399(8) Uani 1 1 d . . . H26 H 0.4133 0.3785 -0.0567 0.048 Uiso 1 1 calc R . . C27 C 0.3067(2) 0.1216(2) -0.06266(18) 0.0452(9) Uani 1 1 d . . . H27A H 0.3089 0.0776 -0.0299 0.068 Uiso 1 1 calc R . . H27B H 0.3277 0.1003 -0.1019 0.068 Uiso 1 1 calc R . . H27C H 0.258 0.1367 -0.0706 0.068 Uiso 1 1 calc R . . C28 C 0.4438(2) 0.3258(2) 0.06975(19) 0.0480(9) Uani 1 1 d . . . H28A H 0.4263 0.3037 0.1101 0.072 Uiso 1 1 calc R . . H28B H 0.4379 0.3875 0.0687 0.072 Uiso 1 1 calc R . . H28C H 0.4932 0.3119 0.0655 0.072 Uiso 1 1 calc R . . N1 N 0.37276(11) -0.03085(14) 0.15690(11) 0.0197(5) Uani 1 1 d . . . N2 N 0.37030(12) 0.08410(14) 0.22618(11) 0.0201(5) Uani 1 1 d . . . N3 N 0.34523(15) 0.19780(18) -0.04090(12) 0.0324(6) Uani 1 1 d . . . N4 N 0.40444(14) 0.28716(17) 0.01677(13) 0.0329(6) Uani 1 1 d . . . O1 O 0.38251(11) -0.17078(12) 0.19313(10) 0.0295(5) Uani 1 1 d . . . O2 O 0.36718(14) 0.06682(14) 0.33623(10) 0.0389(6) Uani 1 1 d . . . Cu1 Cu 0.369667(18) 0.13197(2) 0.091594(16) 0.02407(14) Uani 1 1 d . . . Cl1 Cl 0.06544(11) 0.08186(11) 0.09179(15) 0.1489(11) Uani 1 1 d . . . Cl2 Cl 0.19010(14) 0.18671(12) 0.05723(12) 0.1503(11) Uani 1 1 d . . . C50 C 0.1011(3) 0.1853(3) 0.0844(3) 0.0770(16) Uani 1 1 d . . . H50A H 0.0987 0.2138 0.1262 0.092 Uiso 1 1 calc R . . H50B H 0.0722 0.2183 0.0544 0.092 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 C1 0.0214(12) 0.0190(12) 0.0174(12) -0.0014(10) -0.0005(9) 0.0006(10) C2 0.0232(13) 0.0185(13) 0.0241(13) 0.0028(11) 0.0012(10) 0.0010(10) C3 0.0314(14) 0.0205(13) 0.0197(13) 0.0041(11) -0.0014(10) 0.0001(10) C4 0.0338(15) 0.0239(14) 0.0165(13) 0.0022(11) -0.0013(11) -0.0001(11) C5 0.054(2) 0.0291(16) 0.0249(15) 0.0095(12) -0.0015(14) 0.0017(14) C6 0.0374(16) 0.0173(13) 0.0174(13) -0.0024(10) 0.0018(11) -0.0008(11) C7 0.0503(19) 0.0222(14) 0.0292(15) 0.0016(12) 0.0137(14) 0.0021(13) C8 0.079(3) 0.0304(17) 0.0334(18) -0.0044(14) 0.0253(19) 0.0030(17) C9 0.110(4) 0.0283(17) 0.0221(17) -0.0062(13) 0.0062(19) -0.0147(19) C10 0.076(3) 0.0334(17) 0.0275(17) -0.0022(14) -0.0140(17) -0.0180(17) C11 0.0438(17) 0.0260(14) 0.0258(15) -0.0010(12) -0.0038(13) -0.0083(13) C12 0.0371(18) 0.052(2) 0.053(2) 0.0069(17) 0.0164(16) 0.0097(16) C13 0.184(6) 0.057(3) 0.024(2) -0.016(2) 0.014(3) -0.022(3) C14 0.0336(17) 0.058(2) 0.044(2) 0.0005(17) -0.0093(15) -0.0066(16) C15 0.0340(14) 0.0157(12) 0.0148(12) -0.0016(9) -0.0006(10) 0.0007(10) C16 0.0351(16) 0.0251(14) 0.0276(14) -0.0052(12) 0.0000(12) -0.0024(12) C17 0.0432(17) 0.0257(14) 0.0288(15) -0.0037(12) 0.0003(13) -0.0094(13) C18 0.057(2) 0.0186(13) 0.0203(14) -0.0013(11) -0.0043(13) -0.0002(13) C19 0.0438(17) 0.0235(14) 0.0254(14) 0.0000(11) -0.0041(12) 0.0083(12) C20 0.0357(15) 0.0224(13) 0.0191(13) -0.0001(10) -0.0013(11) 0.0005(11) C21 0.0314(17) 0.040(2) 0.083(3) -0.016(2) -0.0038(18) -0.0033(15) C22 0.082(3) 0.0189(15) 0.043(2) -0.0022(14) -0.0133(18) -0.0011(16) C23 0.0328(17) 0.0316(17) 0.054(2) -0.0052(15) 0.0009(15) 0.0027(13) C24 0.0318(15) 0.0308(15) 0.0212(13) 0.0052(12) 0.0020(11) 0.0050(12) C25 0.0444(18) 0.049(2) 0.0231(15) 0.0156(14) 0.0023(13) 0.0079(15) C26 0.0437(18) 0.0411(19) 0.0347(17) 0.0204(15) 0.0053(14) 0.0031(15) C27 0.051(2) 0.052(2) 0.0326(18) -0.0001(15) -0.0078(15) -0.0047(17) C28 0.059(2) 0.0389(19) 0.046(2) 0.0027(16) -0.0090(18) -0.0081(17) N1 0.0265(11) 0.0169(10) 0.0158(11) -0.0010(8) -0.0003(8) 0.0011(8) N2 0.0305(12) 0.0153(11) 0.0144(10) -0.0009(8) -0.0014(8) 0.0005(8) N3 0.0370(14) 0.0390(15) 0.0210(12) 0.0072(10) 0.0013(10) 0.0034(11) N4 0.0379(14) 0.0315(13) 0.0294(13) 0.0093(11) 0.0011(11) -0.0008(11) O1 0.0425(12) 0.0155(9) 0.0306(11) 0.0001(8) 0.0011(9) 0.0013(8) O2 0.0748(17) 0.0271(11) 0.0149(10) -0.0019(8) -0.0012(10) -0.0002(11) Cu1 0.0345(2) 0.0216(2) 0.0161(2) 0.00418(12) -0.00017(13) 0.00100(13) Cl1 0.0950(12) 0.0637(9) 0.288(3) -0.0288(14) -0.0603(16) 0.0223(9) Cl2 0.213(2) 0.0788(11) 0.1586(19) 0.0431(12) 0.1198(18) 0.0474(13) C50 0.110(4) 0.049(3) 0.072(3) -0.016(2) -0.017(3) 0.024(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.343(3) . ? C1 N2 1.348(3) . ? C1 Cu1 1.916(3) . ? C2 O1 1.238(3) . ? C2 C3 1.408(4) . ? C2 N1 1.446(3) . ? C3 C4 1.408(4) . ? C3 C5 1.508(4) . ? C4 O2 1.231(4) . ? C4 N2 1.442(3) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 C7 1.389(4) . ? C6 C11 1.394(4) . ? C6 N1 1.453(3) . ? C7 C8 1.399(5) . ? C7 C12 1.499(5) . ? C8 C9 1.376(6) . ? C8 H8 0.93 . ? C9 C10 1.386(6) . ? C9 C13 1.515(5) . ? C10 C11 1.398(4) . ? C10 H10 0.93 . ? C11 C14 1.501(5) . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C13 H13A 0.96 . ? C13 H13B 0.96 . ? C13 H13C 0.96 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 C20 1.388(4) . ? C15 C16 1.389(4) . ? C15 N2 1.458(3) . ? C16 C17 1.398(4) . ? C16 C21 1.504(5) . ? C17 C18 1.388(4) . ? C17 H17 0.93 . ? C18 C19 1.391(4) . ? C18 C22 1.519(4) . ? C19 C20 1.401(4) . ? C19 H19 0.93 . ? C20 C23 1.507(4) . ? C21 H21A 0.96 . ? C21 H21B 0.96 . ? C21 H21C 0.96 . ? C22 H22A 0.96 . ? C22 H22B 0.96 . ? C22 H22C 0.96 . ? C23 H23A 0.96 . ? C23 H23B 0.96 . ? C23 H23C 0.96 . ? C24 N4 1.353(4) . ? C24 N3 1.359(4) . ? C24 Cu1 1.906(3) . ? C25 C26 1.335(5) . ? C25 N3 1.383(4) . ? C25 H25 0.93 . ? C26 N4 1.385(4) . ? C26 H26 0.93 . ? C27 N3 1.454(5) . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C27 H27C 0.96 . ? C28 N4 1.450(4) . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? Cl1 C50 1.741(6) . ? Cl2 C50 1.768(7) . ? C50 H50A 0.97 . ? C50 H50B 0.97 . ? 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 N1 C1 N2 115.9(2) . . ? N1 C1 Cu1 121.43(19) . . ? N2 C1 Cu1 122.63(19) . . ? O1 C2 C3 127.3(3) . . ? O1 C2 N1 117.4(2) . . ? C3 C2 N1 115.3(2) . . ? C2 C3 C4 122.2(2) . . ? C2 C3 C5 119.2(3) . . ? C4 C3 C5 118.6(3) . . ? O2 C4 C3 127.2(3) . . ? O2 C4 N2 117.6(2) . . ? C3 C4 N2 115.2(2) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C7 C6 C11 122.8(3) . . ? C7 C6 N1 119.0(3) . . ? C11 C6 N1 118.3(2) . . ? C6 C7 C8 117.2(3) . . ? C6 C7 C12 121.7(3) . . ? C8 C7 C12 121.2(3) . . ? C9 C8 C7 122.2(3) . . ? C9 C8 H8 118.9 . . ? C7 C8 H8 118.9 . . ? C8 C9 C10 118.8(3) . . ? C8 C9 C13 121.6(5) . . ? C10 C9 C13 119.5(5) . . ? C9 C10 C11 121.7(4) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C6 C11 C10 117.4(3) . . ? C6 C11 C14 122.0(3) . . ? C10 C11 C14 120.6(3) . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C20 C15 C16 122.8(3) . . ? C20 C15 N2 118.7(2) . . ? C16 C15 N2 118.5(2) . . ? C15 C16 C17 117.8(3) . . ? C15 C16 C21 120.8(3) . . ? C17 C16 C21 121.4(3) . . ? C18 C17 C16 121.5(3) . . ? C18 C17 H17 119.3 . . ? C16 C17 H17 119.3 . . ? C17 C18 C19 118.8(3) . . ? C17 C18 C22 120.8(3) . . ? C19 C18 C22 120.4(3) . . ? C18 C19 C20 121.6(3) . . ? C18 C19 H19 119.2 . . ? C20 C19 H19 119.2 . . ? C15 C20 C19 117.5(3) . . ? C15 C20 C23 121.3(3) . . ? C19 C20 C23 121.2(3) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N4 C24 N3 104.0(2) . . ? N4 C24 Cu1 127.0(2) . . ? N3 C24 Cu1 128.9(2) . . ? C26 C25 N3 107.0(3) . . ? C26 C25 H25 126.5 . . ? N3 C25 H25 126.5 . . ? C25 C26 N4 106.7(3) . . ? C25 C26 H26 126.7 . . ? N4 C26 H26 126.7 . . ? N3 C27 H27A 109.5 . . ? N3 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N3 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N4 C28 H28A 109.5 . . ? N4 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N4 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C1 N1 C2 125.5(2) . . ? C1 N1 C6 116.8(2) . . ? C2 N1 C6 117.7(2) . . ? C1 N2 C4 125.7(2) . . ? C1 N2 C15 117.3(2) . . ? C4 N2 C15 117.0(2) . . ? C24 N3 C25 111.0(3) . . ? C24 N3 C27 125.0(3) . . ? C25 N3 C27 124.0(3) . . ? C24 N4 C26 111.3(3) . . ? C24 N4 C28 124.4(3) . . ? C26 N4 C28 124.3(3) . . ? C24 Cu1 C1 177.52(12) . . ? Cl1 C50 Cl2 113.9(3) . . ? Cl1 C50 H50A 108.8 . . ? Cl2 C50 H50A 108.8 . . ? Cl1 C50 H50B 108.8 . . ? Cl2 C50 H50B 108.8 . . ? H50A C50 H50B 107.7 . . ? data_3ac _database_code_depnum_ccdc_archive 'CCDC 912469' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2010-10-20T11:24:28-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C39 H49 Cl2 Cu N4 O2' _chemical_formula_moiety 'C38 H47 Cu N4 O2, C H2 Cl2' _chemical_formula_weight 740.27 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _space_group_crystal_system Monoclinic _space_group_name_H-M_alt 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn ' _symmetry_Int_Tables_number 14 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.2094(2) _cell_length_b 20.2646(5) _cell_length_c 23.6229(6) _cell_angle_alpha 90 _cell_angle_beta 100.078(2) _cell_angle_gamma 90 _cell_volume 4340.60(18) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_theta_min 2.26 _cell_measurement_reflns_used 9999 _cell_measurement_theta_max 36.29 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description platelated _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.133 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1560 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.660 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; 'SADABS, Sheldrick, Bruker, 2000' ; _exptl_absorpt_correction_T_min 0.836 _exptl_absorpt_correction_T_max 0.970 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_unetI/netI 0.0163 _diffrn_reflns_number 124873 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _reflns_number_total 8847 _reflns_number_gt 7718 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0690P)^2^+4.0256P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 8847 _refine_ls_number_parameters 440 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0473 _refine_ls_wR_factor_ref 0.1323 _refine_ls_wR_factor_gt 0.1288 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.647 _refine_diff_density_min -0.533 _refine_diff_density_rms 0.066 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.403 0.000 -0.050 2042 735 ' ' 2 0.014 0.500 0.076 2042 735 ' ' _platon_squeeze_details ; After completing the initial structure solution, it was found that 14% of the total cell volume was filled with disordered solvent, which, however, could not be properly modelled in terms of discrete molecules sites. The SQUEEZE procedure included in PLATON (PLATON, A Multipurpose Crystallographic Tool, Utrecht University, Utrecht, The Netherlands, A. L. Spek, 1998) procedure was applied to the data. ; #----------------------------------------------------------------------------# # 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' Cu Cu 0.3201 1.2651 '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' 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 C1 C 0.4347(2) 0.09985(10) 0.74910(9) 0.0231(4) Uani 1 1 d . . . C2 C 0.1952(2) 0.14972(10) 0.70731(9) 0.0252(4) Uani 1 1 d . . . C3 C 0.2498(2) 0.21161(10) 0.72846(10) 0.0263(4) Uani 1 1 d . . . C4 C 0.3954(2) 0.21981(10) 0.75625(10) 0.0258(4) Uani 1 1 d . . . C5 C 0.1495(3) 0.27059(12) 0.71813(12) 0.0365(5) Uani 1 1 d . . . H5A H 0.0734 0.2624 0.6856 0.055 Uiso 1 1 calc R . . H5B H 0.2054 0.3086 0.7107 0.055 Uiso 1 1 calc R . . H5C H 0.1055 0.2784 0.7515 0.055 Uiso 1 1 calc R . . C6 C 0.6572(3) -0.05829(11) 0.77886(10) 0.0319(5) Uani 1 1 d . . . C7 C 0.7877(4) -0.14998(15) 0.76925(13) 0.0531(8) Uani 1 1 d . . . H7 H 0.8326 -0.1842 0.7525 0.064 Uiso 1 1 calc R . . C8 C 0.7922(4) -0.14029(16) 0.82512(13) 0.0616(10) Uani 1 1 d . . . H8 H 0.8411 -0.1664 0.8548 0.074 Uiso 1 1 calc R . . C11 C 0.2568(2) 0.03235(10) 0.69280(10) 0.0249(4) Uani 1 1 d . . . C12 C 0.1960(3) -0.01539(11) 0.72427(10) 0.0301(5) Uani 1 1 d . . . C13 C 0.1710(3) -0.07764(11) 0.69960(11) 0.0360(5) Uani 1 1 d . . . H13 H 0.1332 -0.1108 0.7201 0.043 Uiso 1 1 calc R . . C14 C 0.2010(3) -0.09163(12) 0.64529(11) 0.0358(5) Uani 1 1 d . . . C15 C 0.2563(3) -0.04201(12) 0.61502(11) 0.0345(5) Uani 1 1 d . . . H15 H 0.2739 -0.0507 0.5782 0.041 Uiso 1 1 calc R . . C16 C 0.2865(3) 0.02048(11) 0.63813(10) 0.0296(5) Uani 1 1 d . . . C17 C 0.1591(4) -0.00023(14) 0.78256(12) 0.0466(7) Uani 1 1 d . . . H17A H 0.2486 0.0047 0.81 0.07 Uiso 1 1 calc R . . H17B H 0.102 -0.0357 0.7943 0.07 Uiso 1 1 calc R . . H17C H 0.1033 0.04 0.7806 0.07 Uiso 1 1 calc R . . C18 C 0.1714(4) -0.15942(13) 0.61945(14) 0.0509(7) Uani 1 1 d . . . H18A H 0.0687 -0.1633 0.6031 0.076 Uiso 1 1 calc R . . H18B H 0.1969 -0.1922 0.6488 0.076 Uiso 1 1 calc R . . H18C H 0.2297 -0.1659 0.59 0.076 Uiso 1 1 calc R . . C19 C 0.3544(3) 0.07288(13) 0.60583(12) 0.0425(6) Uani 1 1 d . . . H19A H 0.4511 0.0834 0.6262 0.064 Uiso 1 1 calc R . . H19B H 0.2939 0.1117 0.6025 0.064 Uiso 1 1 calc R . . H19C H 0.3615 0.0569 0.5682 0.064 Uiso 1 1 calc R . . C21 C 0.6315(2) 0.16525(9) 0.79864(10) 0.0242(4) Uani 1 1 d . . . C22 C 0.6565(3) 0.16841(10) 0.85854(10) 0.0299(5) Uani 1 1 d . . . C23 C 0.8013(3) 0.17106(11) 0.88684(11) 0.0362(5) Uani 1 1 d . . . H23 H 0.8202 0.1737 0.9268 0.043 Uiso 1 1 calc R . . C24 C 0.9198(3) 0.16988(12) 0.85720(12) 0.0365(5) Uani 1 1 d . . . C25 C 0.8896(3) 0.16695(12) 0.79798(12) 0.0345(5) Uani 1 1 d . . . H25 H 0.9678 0.1661 0.7778 0.041 Uiso 1 1 calc R . . C26 C 0.7462(2) 0.16528(10) 0.76742(10) 0.0282(5) Uani 1 1 d . . . C27 C 0.5300(3) 0.16830(14) 0.89107(11) 0.0426(6) Uani 1 1 d . . . H27A H 0.4778 0.1272 0.8847 0.064 Uiso 1 1 calc R . . H27B H 0.4643 0.204 0.8779 0.064 Uiso 1 1 calc R . . H27C H 0.5672 0.1736 0.9314 0.064 Uiso 1 1 calc R . . C28 C 1.0770(3) 0.17204(17) 0.88837(15) 0.0570(8) Uani 1 1 d . . . H28A H 1.1267 0.1323 0.8807 0.086 Uiso 1 1 calc R . . H28B H 1.0782 0.1759 0.929 0.086 Uiso 1 1 calc R . . H28C H 1.1262 0.2094 0.8753 0.086 Uiso 1 1 calc R . . C29 C 0.7181(3) 0.16353(14) 0.70287(11) 0.0381(6) Uani 1 1 d . . . H29A H 0.8065 0.1756 0.6891 0.057 Uiso 1 1 calc R . . H29B H 0.6408 0.1941 0.6883 0.057 Uiso 1 1 calc R . . H29C H 0.6891 0.1198 0.69 0.057 Uiso 1 1 calc R . . C31 C 0.6674(3) -0.09205(12) 0.67800(11) 0.0375(5) Uani 1 1 d . . . C32 C 0.6072(4) -0.15549(15) 0.65021(12) 0.0496(7) Uani 1 1 d . . . H32A H 0.5164 -0.1666 0.6635 0.059 Uiso 1 1 calc R . . H32B H 0.6774 -0.1907 0.6618 0.059 Uiso 1 1 calc R . . C33 C 0.5772(4) -0.15065(17) 0.58524(13) 0.0573(8) Uani 1 1 d . . . H33A H 0.5432 -0.1931 0.5691 0.069 Uiso 1 1 calc R . . H33B H 0.4995 -0.1187 0.5734 0.069 Uiso 1 1 calc R . . C34 C 0.7095(5) -0.1309(2) 0.56254(16) 0.0727(10) Uani 1 1 d . . . H34A H 0.6851 -0.1266 0.5211 0.087 Uiso 1 1 calc R . . H34B H 0.7843 -0.1649 0.5713 0.087 Uiso 1 1 calc R . . C35 C 0.7696(6) -0.0669(3) 0.58792(19) 0.0946(15) Uani 1 1 d . . . H35A H 0.6989 -0.0319 0.576 0.114 Uiso 1 1 calc R . . H35B H 0.8598 -0.0563 0.5739 0.114 Uiso 1 1 calc R . . C36 C 0.8017(4) -0.0710(2) 0.65449(17) 0.0730(10) Uani 1 1 d . . . H36A H 0.8807 -0.1024 0.6664 0.088 Uiso 1 1 calc R . . H36B H 0.8342 -0.0282 0.6702 0.088 Uiso 1 1 calc R . . C41 C 0.6876(3) -0.05463(13) 0.88536(11) 0.0417(6) Uani 1 1 d . . . C42 C 0.6602(4) -0.10797(16) 0.92798(15) 0.0619(9) Uani 1 1 d . . . H42A H 0.7445 -0.1373 0.9356 0.074 Uiso 1 1 calc R . . H42B H 0.5745 -0.1338 0.9116 0.074 Uiso 1 1 calc R . . C43 C 0.6348(5) -0.07598(19) 0.98435(16) 0.0711(10) Uani 1 1 d . . . H43A H 0.5439 -0.0508 0.9772 0.085 Uiso 1 1 calc R . . H43B H 0.624 -0.1103 1.0119 0.085 Uiso 1 1 calc R . . C44 C 0.7579(5) -0.03180(17) 1.00918(14) 0.0657(10) Uani 1 1 d . . . H44A H 0.8457 -0.0581 1.0216 0.079 Uiso 1 1 calc R . . H44B H 0.7332 -0.0099 1.0427 0.079 Uiso 1 1 calc R . . C45 C 0.7899(4) 0.01920(15) 0.96710(13) 0.0572(8) Uani 1 1 d . . . H45A H 0.8759 0.0445 0.9842 0.069 Uiso 1 1 calc R . . H45B H 0.707 0.0493 0.9586 0.069 Uiso 1 1 calc R . . C46 C 0.8180(4) -0.01232(15) 0.91127(13) 0.0528(7) Uani 1 1 d . . . H46A H 0.8334 0.0219 0.8842 0.063 Uiso 1 1 calc R . . H46B H 0.9063 -0.0393 0.919 0.063 Uiso 1 1 calc R . . C100 C 0.1626(5) 0.7860(2) 0.8946(2) 0.0808(12) Uani 1 1 d . . . H10A H 0.244 0.7554 0.8956 0.097 Uiso 1 1 calc R . . H10B H 0.1128 0.7898 0.8551 0.097 Uiso 1 1 calc R . . N1 N 0.29758(19) 0.09613(8) 0.71880(8) 0.0232(4) Uani 1 1 d . . . N2 N 0.48118(19) 0.16011(8) 0.76785(8) 0.0223(4) Uani 1 1 d . . . N3 N 0.7040(2) -0.09971(10) 0.74078(9) 0.0358(5) Uani 1 1 d . . . N4 N 0.7109(3) -0.08442(11) 0.83094(9) 0.0421(5) Uani 1 1 d . . . O1 O 0.07073(18) 0.13709(8) 0.68068(8) 0.0356(4) Uani 1 1 d . . . O2 O 0.45859(18) 0.27217(7) 0.77202(9) 0.0391(4) Uani 1 1 d . . . Cu1 Cu 0.54855(3) 0.021063(12) 0.763376(11) 0.02629(10) Uani 1 1 d . . . Cl1 Cl 0.03907(12) 0.75427(6) 0.93640(5) 0.0788(3) Uani 1 1 d . . . Cl2 Cl 0.23136(18) 0.86232(7) 0.91833(7) 0.1142(5) Uani 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 C1 0.0257(10) 0.0197(9) 0.0250(10) 0.0012(8) 0.0074(8) 0.0002(8) C2 0.0247(11) 0.0244(10) 0.0277(11) 0.0040(8) 0.0084(9) 0.0055(8) C3 0.0262(11) 0.0204(10) 0.0341(11) 0.0050(8) 0.0100(9) 0.0048(8) C4 0.0283(11) 0.0178(9) 0.0349(12) 0.0047(8) 0.0152(9) 0.0030(8) C5 0.0349(13) 0.0262(11) 0.0499(15) 0.0038(10) 0.0116(11) 0.0099(9) C6 0.0362(12) 0.0256(11) 0.0319(12) -0.0036(9) 0.0001(9) 0.0073(9) C7 0.067(2) 0.0444(15) 0.0455(16) -0.0074(12) 0.0016(14) 0.0337(14) C8 0.084(2) 0.0540(18) 0.0410(16) -0.0011(13) -0.0042(15) 0.0507(17) C11 0.0216(10) 0.0206(9) 0.0309(11) -0.0010(8) 0.0007(8) -0.0001(8) C12 0.0309(12) 0.0258(11) 0.0327(12) 0.0021(9) 0.0030(9) -0.0036(9) C13 0.0357(13) 0.0254(11) 0.0448(14) 0.0044(10) 0.0009(11) -0.0061(9) C14 0.0346(13) 0.0262(11) 0.0430(14) -0.0059(10) -0.0026(10) -0.0015(9) C15 0.0349(13) 0.0335(12) 0.0341(12) -0.0070(10) 0.0031(10) 0.0005(10) C16 0.0281(11) 0.0281(11) 0.0313(11) -0.0003(9) 0.0017(9) -0.0003(9) C17 0.0649(19) 0.0383(13) 0.0401(14) 0.0025(11) 0.0187(13) -0.0140(13) C18 0.0581(18) 0.0320(13) 0.0594(18) -0.0136(12) 0.0015(14) -0.0075(12) C19 0.0529(16) 0.0391(13) 0.0383(14) 0.0006(11) 0.0156(12) -0.0063(12) C21 0.0238(10) 0.0157(9) 0.0328(11) 0.0003(8) 0.0042(8) -0.0004(7) C22 0.0375(12) 0.0208(10) 0.0321(12) 0.0035(8) 0.0082(10) -0.0002(9) C23 0.0446(14) 0.0274(11) 0.0333(12) 0.0041(9) -0.0022(10) -0.0039(10) C24 0.0304(12) 0.0277(11) 0.0474(15) 0.0070(10) -0.0044(11) -0.0032(9) C25 0.0243(11) 0.0298(11) 0.0506(15) 0.0010(10) 0.0094(10) -0.0015(9) C26 0.0266(11) 0.0218(10) 0.0367(12) -0.0016(9) 0.0073(9) -0.0004(8) C27 0.0474(15) 0.0491(15) 0.0342(13) 0.0065(11) 0.0156(11) 0.0040(12) C28 0.0389(16) 0.0593(19) 0.065(2) 0.0130(15) -0.0127(14) -0.0055(13) C29 0.0304(12) 0.0517(15) 0.0350(13) -0.0050(11) 0.0129(10) -0.0030(11) C31 0.0428(14) 0.0351(12) 0.0339(13) -0.0004(10) 0.0050(11) 0.0054(10) C32 0.0606(18) 0.0491(16) 0.0391(15) -0.0054(12) 0.0088(13) -0.0033(14) C33 0.070(2) 0.0591(19) 0.0412(16) -0.0056(14) 0.0059(15) 0.0087(16) C34 0.093(3) 0.084(3) 0.0456(18) 0.0014(18) 0.0220(18) 0.006(2) C35 0.116(4) 0.105(3) 0.074(3) 0.017(2) 0.048(3) -0.027(3) C36 0.068(2) 0.084(3) 0.071(2) -0.005(2) 0.0213(19) -0.026(2) C41 0.0540(16) 0.0388(13) 0.0300(12) -0.0050(10) 0.0010(11) 0.0200(12) C42 0.082(2) 0.0473(17) 0.064(2) -0.0096(15) 0.0316(18) -0.0091(16) C43 0.102(3) 0.062(2) 0.060(2) 0.0009(17) 0.042(2) -0.005(2) C44 0.106(3) 0.0556(19) 0.0359(16) 0.0027(14) 0.0135(17) 0.0124(19) C45 0.083(2) 0.0478(17) 0.0396(16) -0.0091(13) 0.0079(15) -0.0005(15) C46 0.072(2) 0.0427(15) 0.0452(16) -0.0039(12) 0.0131(15) 0.0011(14) C100 0.085(3) 0.075(3) 0.091(3) -0.033(2) 0.037(2) -0.015(2) N1 0.0230(9) 0.0188(8) 0.0280(9) 0.0011(7) 0.0051(7) 0.0008(7) N2 0.0219(9) 0.0159(8) 0.0301(9) 0.0014(7) 0.0072(7) 0.0003(6) N3 0.0449(12) 0.0268(10) 0.0337(11) -0.0038(8) 0.0013(9) 0.0133(9) N4 0.0540(14) 0.0356(11) 0.0335(11) -0.0047(9) -0.0006(10) 0.0248(10) O1 0.0250(8) 0.0361(9) 0.0431(10) -0.0034(7) -0.0012(7) 0.0059(7) O2 0.0305(9) 0.0161(7) 0.0707(13) -0.0007(7) 0.0089(8) -0.0014(6) Cu1 0.02885(16) 0.01716(14) 0.03133(16) -0.00124(10) 0.00107(11) 0.00532(10) Cl1 0.0791(6) 0.0845(7) 0.0748(6) 0.0236(5) 0.0192(5) 0.0071(5) Cl2 0.1371(12) 0.0847(8) 0.1301(11) -0.0557(8) 0.0488(9) -0.0435(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.340(3) . ? C1 N2 1.343(3) . ? C1 Cu1 1.907(2) . ? C2 O1 1.234(3) . ? C2 C3 1.410(3) . ? C2 N1 1.433(3) . ? C3 C4 1.396(3) . ? C3 C5 1.504(3) . ? C4 O2 1.236(3) . ? C4 N2 1.444(3) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 N4 1.351(3) . ? C6 N3 1.354(3) . ? C6 Cu1 1.896(2) . ? C7 C8 1.328(4) . ? C7 N3 1.380(3) . ? C7 H7 0.93 . ? C8 N4 1.377(3) . ? C8 H8 0.93 . ? C11 C16 1.387(3) . ? C11 C12 1.396(3) . ? C11 N1 1.452(3) . ? C12 C13 1.392(3) . ? C12 C17 1.506(4) . ? C13 C14 1.388(4) . ? C13 H13 0.93 . ? C14 C15 1.382(4) . ? C14 C18 1.509(3) . ? C15 C16 1.388(3) . ? C15 H15 0.93 . ? C16 C19 1.506(3) . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C21 C26 1.390(3) . ? C21 C22 1.395(3) . ? C21 N2 1.450(3) . ? C22 C23 1.384(4) . ? C22 C27 1.503(3) . ? C23 C24 1.396(4) . ? C23 H23 0.93 . ? C24 C25 1.379(4) . ? C24 C28 1.506(4) . ? C25 C26 1.390(3) . ? C25 H25 0.93 . ? C26 C29 1.502(3) . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C27 H27C 0.96 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C29 H29C 0.96 . ? C31 N3 1.470(3) . ? C31 C36 1.503(4) . ? C31 C32 1.505(4) . ? C32 C33 1.514(4) . ? C32 H32A 0.97 . ? C32 H32B 0.97 . ? C33 C34 1.470(5) . ? C33 H33A 0.97 . ? C33 H33B 0.97 . ? C34 C35 1.494(6) . ? C34 H34A 0.97 . ? C34 H34B 0.97 . ? C35 C36 1.551(6) . ? C35 H35A 0.97 . ? C35 H35B 0.97 . ? C36 H36A 0.97 . ? C36 H36B 0.97 . ? C41 N4 1.470(3) . ? C41 C46 1.514(4) . ? C41 C42 1.528(4) . ? C42 C43 1.535(5) . ? C42 H42A 0.97 . ? C42 H42B 0.97 . ? C43 C44 1.482(6) . ? C43 H43A 0.97 . ? C43 H43B 0.97 . ? C44 C45 1.499(5) . ? C44 H44A 0.97 . ? C44 H44B 0.97 . ? C45 C46 1.528(4) . ? C45 H45A 0.97 . ? C45 H45B 0.97 . ? C46 H46A 0.97 . ? C46 H46B 0.97 . ? C100 Cl2 1.726(4) . ? C100 Cl1 1.754(4) . ? C100 H10A 0.97 . ? C100 H10B 0.97 . ? 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 N1 C1 N2 116.31(18) . . ? N1 C1 Cu1 118.99(15) . . ? N2 C1 Cu1 124.69(15) . . ? O1 C2 C3 127.4(2) . . ? O1 C2 N1 117.47(19) . . ? C3 C2 N1 115.14(18) . . ? C4 C3 C2 121.76(19) . . ? C4 C3 C5 119.6(2) . . ? C2 C3 C5 118.6(2) . . ? O2 C4 C3 127.3(2) . . ? O2 C4 N2 116.69(19) . . ? C3 C4 N2 115.97(18) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N4 C6 N3 104.70(19) . . ? N4 C6 Cu1 127.21(17) . . ? N3 C6 Cu1 128.03(18) . . ? C8 C7 N3 107.0(2) . . ? C8 C7 H7 126.5 . . ? N3 C7 H7 126.5 . . ? C7 C8 N4 107.3(2) . . ? C7 C8 H8 126.3 . . ? N4 C8 H8 126.3 . . ? C16 C11 C12 122.6(2) . . ? C16 C11 N1 118.01(19) . . ? C12 C11 N1 119.33(19) . . ? C13 C12 C11 117.2(2) . . ? C13 C12 C17 121.4(2) . . ? C11 C12 C17 121.4(2) . . ? C14 C13 C12 121.8(2) . . ? C14 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? C15 C14 C13 118.7(2) . . ? C15 C14 C18 120.7(2) . . ? C13 C14 C18 120.6(2) . . ? C14 C15 C16 121.8(2) . . ? C14 C15 H15 119.1 . . ? C16 C15 H15 119.1 . . ? C11 C16 C15 117.8(2) . . ? C11 C16 C19 121.1(2) . . ? C15 C16 C19 121.1(2) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C26 C21 C22 122.2(2) . . ? C26 C21 N2 118.77(19) . . ? C22 C21 N2 119.04(19) . . ? C23 C22 C21 117.7(2) . . ? C23 C22 C27 121.3(2) . . ? C21 C22 C27 120.9(2) . . ? C22 C23 C24 121.9(2) . . ? C22 C23 H23 119 . . ? C24 C23 H23 119 . . ? C25 C24 C23 118.2(2) . . ? C25 C24 C28 120.2(3) . . ? C23 C24 C28 121.6(3) . . ? C24 C25 C26 122.2(2) . . ? C24 C25 H25 118.9 . . ? C26 C25 H25 118.9 . . ? C25 C26 C21 117.7(2) . . ? C25 C26 C29 120.5(2) . . ? C21 C26 C29 121.8(2) . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 C28 H28A 109.5 . . ? C24 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C24 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C26 C29 H29A 109.5 . . ? C26 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C26 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N3 C31 C36 110.2(2) . . ? N3 C31 C32 110.6(2) . . ? C36 C31 C32 110.2(3) . . ? C31 C32 C33 112.0(3) . . ? C31 C32 H32A 109.2 . . ? C33 C32 H32A 109.2 . . ? C31 C32 H32B 109.2 . . ? C33 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? C34 C33 C32 111.8(3) . . ? C34 C33 H33A 109.3 . . ? C32 C33 H33A 109.3 . . ? C34 C33 H33B 109.3 . . ? C32 C33 H33B 109.3 . . ? H33A C33 H33B 107.9 . . ? C33 C34 C35 111.3(3) . . ? C33 C34 H34A 109.4 . . ? C35 C34 H34A 109.4 . . ? C33 C34 H34B 109.4 . . ? C35 C34 H34B 109.4 . . ? H34A C34 H34B 108 . . ? C34 C35 C36 110.6(3) . . ? C34 C35 H35A 109.5 . . ? C36 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? C36 C35 H35B 109.5 . . ? H35A C35 H35B 108.1 . . ? C31 C36 C35 111.5(3) . . ? C31 C36 H36A 109.3 . . ? C35 C36 H36A 109.3 . . ? C31 C36 H36B 109.3 . . ? C35 C36 H36B 109.3 . . ? H36A C36 H36B 108 . . ? N4 C41 C46 111.1(2) . . ? N4 C41 C42 110.6(2) . . ? C46 C41 C42 110.2(2) . . ? C41 C42 C43 109.9(3) . . ? C41 C42 H42A 109.7 . . ? C43 C42 H42A 109.7 . . ? C41 C42 H42B 109.7 . . ? C43 C42 H42B 109.7 . . ? H42A C42 H42B 108.2 . . ? C44 C43 C42 112.1(3) . . ? C44 C43 H43A 109.2 . . ? C42 C43 H43A 109.2 . . ? C44 C43 H43B 109.2 . . ? C42 C43 H43B 109.2 . . ? H43A C43 H43B 107.9 . . ? C43 C44 C45 112.3(3) . . ? C43 C44 H44A 109.1 . . ? C45 C44 H44A 109.1 . . ? C43 C44 H44B 109.1 . . ? C45 C44 H44B 109.1 . . ? H44A C44 H44B 107.9 . . ? C44 C45 C46 111.5(3) . . ? C44 C45 H45A 109.3 . . ? C46 C45 H45A 109.3 . . ? C44 C45 H45B 109.3 . . ? C46 C45 H45B 109.3 . . ? H45A C45 H45B 108 . . ? C41 C46 C45 110.1(3) . . ? C41 C46 H46A 109.6 . . ? C45 C46 H46A 109.6 . . ? C41 C46 H46B 109.6 . . ? C45 C46 H46B 109.6 . . ? H46A C46 H46B 108.2 . . ? Cl2 C100 Cl1 112.5(2) . . ? Cl2 C100 H10A 109.1 . . ? Cl1 C100 H10A 109.1 . . ? Cl2 C100 H10B 109.1 . . ? Cl1 C100 H10B 109.1 . . ? H10A C100 H10B 107.8 . . ? C1 N1 C2 125.87(18) . . ? C1 N1 C11 115.21(17) . . ? C2 N1 C11 118.78(17) . . ? C1 N2 C4 124.53(18) . . ? C1 N2 C21 116.84(17) . . ? C4 N2 C21 118.50(16) . . ? C6 N3 C7 110.5(2) . . ? C6 N3 C31 124.14(19) . . ? C7 N3 C31 125.4(2) . . ? C6 N4 C8 110.5(2) . . ? C6 N4 C41 123.34(19) . . ? C8 N4 C41 126.1(2) . . ? C6 Cu1 C1 178.20(10) . . ? data_3ad _database_code_depnum_ccdc_archive 'CCDC 912470' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2009-12-15T10:44:57-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C40 H41 Cu N4 O2, C H2 Cl2' _chemical_formula_sum 'C41 H43 Cl2 Cu N4 O2' _chemical_formula_weight 758.23 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.5086(3) _cell_length_b 32.8087(11) _cell_length_c 12.2979(3) _cell_angle_alpha 90 _cell_angle_beta 93.798(3) _cell_angle_gamma 90 _cell_volume 3828.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_wavelength 0.71073 _cell_measurement_reflns_used 13656 _cell_measurement_theta_min 3.06 _cell_measurement_theta_max 32.07 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_diffrn 1.316 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.75 _exptl_absorpt_correction_T_min 0.75374 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET) (compiled May 29 2009,17:40:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device_type 'Xcalibur Oxford Diffraction' _diffrn_measurement_method \f _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_unetI/netI 0.0424 _diffrn_reflns_number 36189 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -46 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 30 _diffrn_reflns_theta_full 30 _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _reflns_number_total 11120 _reflns_number_gt 8128 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0537P)^2^+1.3999P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_number_reflns 11120 _refine_ls_number_parameters 460 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0701 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1191 _refine_ls_wR_factor_gt 0.1122 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.521 _refine_diff_density_min -0.601 _refine_diff_density_rms 0.058 #----------------------------------------------------------------------------# # 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' Cu Cu 0.3201 1.2651 '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' 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 C1 C 1.0379(2) 0.13136(6) 0.22565(14) 0.0231(4) Uani 1 1 d . . . C2 C 1.0569(2) 0.12258(6) 0.02916(14) 0.0280(4) Uani 1 1 d . . . C3 C 1.1847(2) 0.14336(7) 0.03798(14) 0.0285(4) Uani 1 1 d . . . C4 C 1.2402(2) 0.15997(6) 0.13654(14) 0.0264(4) Uani 1 1 d . . . C5 C 1.2628(2) 0.14872(8) -0.06232(16) 0.0399(5) Uani 1 1 d . . . H5A H 1.3003 0.1229 -0.0834 0.06 Uiso 1 1 calc R . . H5B H 1.3387 0.1677 -0.0479 0.06 Uiso 1 1 calc R . . H5C H 1.1998 0.159 -0.1201 0.06 Uiso 1 1 calc R . . C6 C 0.9333(2) 0.12591(6) 0.51414(14) 0.0241(3) Uani 1 1 d . . . C7 C 0.9679(2) 0.12386(7) 0.69770(14) 0.0308(4) Uani 1 1 d . . . H7 H 1.0034 0.1163 0.7671 0.037 Uiso 1 1 calc R . . C8 C 0.8718(2) 0.15237(6) 0.67327(15) 0.0311(4) Uani 1 1 d . . . H8 H 0.8272 0.1687 0.7224 0.037 Uiso 1 1 calc R . . C11 C 0.8505(2) 0.09860(6) 0.12230(14) 0.0261(4) Uani 1 1 d . . . C12 C 0.8420(2) 0.05661(7) 0.13228(16) 0.0341(4) Uani 1 1 d . . . C13 C 0.7091(3) 0.03941(7) 0.12656(18) 0.0414(5) Uani 1 1 d . . . H13 H 0.7009 0.0113 0.1324 0.05 Uiso 1 1 calc R . . C14 C 0.5878(3) 0.06268(8) 0.11249(18) 0.0400(5) Uani 1 1 d . . . C15 C 0.6016(2) 0.10432(7) 0.10342(17) 0.0363(5) Uani 1 1 d . . . H15 H 0.5209 0.1203 0.095 0.044 Uiso 1 1 calc R . . C16 C 0.7324(2) 0.12296(7) 0.10645(15) 0.0300(4) Uani 1 1 d . . . C17 C 0.9718(3) 0.03097(8) 0.1481(2) 0.0531(7) Uani 1 1 d . . . H17A H 1.0307 0.0354 0.0888 0.08 Uiso 1 1 calc R . . H17B H 0.9456 0.0027 0.1502 0.08 Uiso 1 1 calc R . . H17C H 1.0223 0.0383 0.2154 0.08 Uiso 1 1 calc R . . C18 C 0.4443(3) 0.04302(10) 0.1057(2) 0.0593(8) Uani 1 1 d . . . H18A H 0.3733 0.0635 0.0918 0.089 Uiso 1 1 calc R . . H18B H 0.4295 0.0296 0.1733 0.089 Uiso 1 1 calc R . . H18C H 0.4387 0.0234 0.0475 0.089 Uiso 1 1 calc R . . C19 C 0.7438(3) 0.16803(7) 0.0910(2) 0.0429(5) Uani 1 1 d . . . H19A H 0.79 0.18 0.155 0.064 Uiso 1 1 calc R . . H19B H 0.6511 0.1795 0.0789 0.064 Uiso 1 1 calc R . . H19C H 0.7974 0.1735 0.0292 0.064 Uiso 1 1 calc R . . C21 C 1.2106(2) 0.16634(6) 0.33479(14) 0.0237(4) Uani 1 1 d . . . C22 C 1.3007(2) 0.14157(6) 0.39842(15) 0.0265(4) Uani 1 1 d . . . C23 C 1.3379(2) 0.15406(7) 0.50384(15) 0.0321(4) Uani 1 1 d . . . H23 H 1.3982 0.1378 0.5479 0.038 Uiso 1 1 calc R . . C24 C 1.2883(2) 0.18975(7) 0.54547(16) 0.0357(5) Uani 1 1 d . . . C25 C 1.2003(3) 0.21387(7) 0.47924(17) 0.0368(5) Uani 1 1 d . . . H25 H 1.1673 0.2383 0.5065 0.044 Uiso 1 1 calc R . . C26 C 1.1597(2) 0.20270(6) 0.37307(16) 0.0309(4) Uani 1 1 d . . . C27 C 1.3561(3) 0.10268(7) 0.35517(19) 0.0386(5) Uani 1 1 d . . . H27A H 1.2789 0.0864 0.3252 0.058 Uiso 1 1 calc R . . H27B H 1.4059 0.088 0.4132 0.058 Uiso 1 1 calc R . . H27C H 1.4189 0.1086 0.2993 0.058 Uiso 1 1 calc R . . C28 C 1.3314(3) 0.20260(10) 0.66067(19) 0.0582(8) Uani 1 1 d . . . H28A H 1.2866 0.1852 0.7108 0.087 Uiso 1 1 calc R . . H28B H 1.3031 0.2303 0.6715 0.087 Uiso 1 1 calc R . . H28C H 1.4319 0.2004 0.673 0.087 Uiso 1 1 calc R . . C29 C 1.0621(3) 0.22915(8) 0.3040(2) 0.0466(6) Uani 1 1 d . . . H29A H 1.0977 0.2322 0.2332 0.07 Uiso 1 1 calc R . . H29B H 1.0554 0.2554 0.3376 0.07 Uiso 1 1 calc R . . H29C H 0.9704 0.2168 0.2969 0.07 Uiso 1 1 calc R . . C31 C 0.7584(2) 0.18086(6) 0.50179(15) 0.0267(4) Uani 1 1 d . . . C32 C 0.6818(2) 0.16746(6) 0.40931(16) 0.0294(4) Uani 1 1 d . . . H32 H 0.6888 0.1406 0.3862 0.035 Uiso 1 1 calc R . . C33 C 0.5943(2) 0.19477(7) 0.35144(17) 0.0351(5) Uani 1 1 d . . . H33 H 0.5442 0.1862 0.288 0.042 Uiso 1 1 calc R . . C34 C 0.5803(2) 0.23426(7) 0.38622(19) 0.0378(5) Uani 1 1 d . . . C35 C 0.6575(3) 0.24674(8) 0.4796(2) 0.0444(6) Uani 1 1 d . . . H35 H 0.6485 0.2734 0.5041 0.053 Uiso 1 1 calc R . . C36 C 0.7475(3) 0.22032(7) 0.53682(18) 0.0385(5) Uani 1 1 d . . . H36 H 0.8003 0.2292 0.5986 0.046 Uiso 1 1 calc R . . C37 C 0.4832(3) 0.26332(9) 0.3245(2) 0.0523(7) Uani 1 1 d . . . H37A H 0.5346 0.278 0.2725 0.079 Uiso 1 1 calc R . . H37B H 0.4449 0.2822 0.3744 0.079 Uiso 1 1 calc R . . H37C H 0.4079 0.2484 0.2871 0.079 Uiso 1 1 calc R . . C41 C 1.1045(2) 0.07554(6) 0.59112(15) 0.0273(4) Uani 1 1 d . . . C42 C 1.0886(2) 0.04781(7) 0.50771(17) 0.0362(5) Uani 1 1 d . . . H42 H 1.0152 0.0505 0.4544 0.043 Uiso 1 1 calc R . . C43 C 1.1823(3) 0.01591(8) 0.5035(2) 0.0448(6) Uani 1 1 d . . . H43 H 1.1721 -0.0026 0.4462 0.054 Uiso 1 1 calc R . . C44 C 1.2913(3) 0.01075(7) 0.5826(2) 0.0431(6) Uani 1 1 d . . . C45 C 1.3073(3) 0.03984(8) 0.6630(2) 0.0462(6) Uani 1 1 d . . . H45 H 1.3823 0.0376 0.7152 0.055 Uiso 1 1 calc R . . C46 C 1.2159(2) 0.07197(7) 0.66827(19) 0.0385(5) Uani 1 1 d . . . H46 H 1.2288 0.0912 0.7235 0.046 Uiso 1 1 calc R . . C47 C 1.3851(3) -0.02601(9) 0.5827(3) 0.0615(8) Uani 1 1 d . . . H47A H 1.4804 -0.0181 0.6029 0.092 Uiso 1 1 calc R . . H47B H 1.3803 -0.0379 0.5113 0.092 Uiso 1 1 calc R . . H47C H 1.3545 -0.0456 0.6342 0.092 Uiso 1 1 calc R . . C100 C 0.6994(3) 0.07735(9) 0.8434(2) 0.0512(7) Uani 1 1 d . . . H10A H 0.6631 0.0625 0.9037 0.061 Uiso 1 1 calc R . . H10B H 0.7861 0.0907 0.8698 0.061 Uiso 1 1 calc R . . N1 N 0.98723(17) 0.11787(5) 0.12803(12) 0.0246(3) Uani 1 1 d . . . N2 N 1.15934(17) 0.15182(5) 0.22811(11) 0.0236(3) Uani 1 1 d . . . N3 N 0.85047(17) 0.15325(5) 0.56119(12) 0.0252(3) Uani 1 1 d . . . N4 N 1.00475(17) 0.10753(5) 0.59992(12) 0.0245(3) Uani 1 1 d . . . O1 O 0.99844(17) 0.10793(6) -0.05453(11) 0.0406(4) Uani 1 1 d . . . O2 O 1.34879(15) 0.18003(5) 0.15235(11) 0.0358(3) Uani 1 1 d . . . Cu01 Cu 0.96587(3) 0.124374(7) 0.364581(17) 0.02496(7) Uani 1 1 d . . . Cl1 Cl 0.73574(10) 0.04286(3) 0.73978(7) 0.0724(2) Uani 1 1 d . . . Cl2 Cl 0.57761(9) 0.11397(3) 0.79765(8) 0.0809(3) Uani 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 C1 0.0281(9) 0.0256(9) 0.0155(7) 0.0003(6) -0.0011(6) 0.0020(7) C2 0.0320(10) 0.0390(11) 0.0130(7) -0.0009(7) 0.0009(7) 0.0002(8) C3 0.0292(10) 0.0413(11) 0.0149(8) 0.0003(7) 0.0015(7) 0.0007(8) C4 0.0248(9) 0.0364(10) 0.0180(8) 0.0028(7) 0.0004(7) 0.0017(8) C5 0.0340(11) 0.0655(16) 0.0206(9) -0.0019(9) 0.0054(8) -0.0062(11) C6 0.0266(9) 0.0293(9) 0.0161(7) 0.0000(7) -0.0003(6) -0.0024(8) C7 0.0416(11) 0.0365(10) 0.0140(7) -0.0008(7) -0.0011(7) -0.0047(9) C8 0.0423(12) 0.0366(11) 0.0144(8) -0.0033(7) 0.0025(8) -0.0015(9) C11 0.0299(10) 0.0334(10) 0.0150(7) -0.0021(7) 0.0006(7) -0.0055(8) C12 0.0428(12) 0.0346(11) 0.0249(9) -0.0020(8) 0.0024(8) -0.0029(9) C13 0.0547(15) 0.0368(12) 0.0330(11) -0.0033(9) 0.0058(10) -0.0134(11) C14 0.0415(12) 0.0510(14) 0.0280(10) -0.0097(9) 0.0071(9) -0.0153(11) C15 0.0324(11) 0.0481(13) 0.0285(10) -0.0051(9) 0.0022(8) -0.0041(10) C16 0.0324(10) 0.0382(11) 0.0192(8) -0.0017(8) 0.0006(7) -0.0022(9) C17 0.0596(17) 0.0363(13) 0.0627(17) 0.0012(12) -0.0031(13) 0.0062(12) C18 0.0475(15) 0.073(2) 0.0588(17) -0.0200(14) 0.0120(13) -0.0259(14) C19 0.0432(13) 0.0373(12) 0.0479(14) 0.0023(10) 0.0000(11) 0.0027(10) C21 0.0267(9) 0.0291(9) 0.0150(7) -0.0005(6) -0.0010(7) -0.0011(7) C22 0.0263(9) 0.0326(10) 0.0201(8) 0.0028(7) -0.0019(7) 0.0000(8) C23 0.0308(10) 0.0441(12) 0.0201(9) 0.0060(8) -0.0069(7) -0.0059(9) C24 0.0436(12) 0.0428(12) 0.0202(9) -0.0039(8) -0.0011(8) -0.0145(10) C25 0.0525(14) 0.0316(11) 0.0263(10) -0.0068(8) 0.0015(9) -0.0050(10) C26 0.0404(11) 0.0287(10) 0.0230(9) 0.0003(7) -0.0023(8) 0.0013(8) C27 0.0394(12) 0.0406(12) 0.0353(11) 0.0019(9) -0.0009(9) 0.0110(10) C28 0.0733(19) 0.075(2) 0.0246(11) -0.0118(11) -0.0101(12) -0.0185(16) C29 0.0639(16) 0.0373(13) 0.0373(12) 0.0007(10) -0.0054(11) 0.0188(12) C31 0.0270(9) 0.0325(10) 0.0203(8) 0.0000(7) 0.0003(7) 0.0002(8) C32 0.0295(10) 0.0326(10) 0.0253(9) -0.0034(8) -0.0028(8) -0.0034(8) C33 0.0277(10) 0.0465(13) 0.0300(10) 0.0020(9) -0.0056(8) -0.0036(9) C34 0.0348(11) 0.0412(12) 0.0368(11) 0.0088(9) -0.0015(9) 0.0013(9) C35 0.0580(15) 0.0340(12) 0.0399(12) -0.0024(9) -0.0060(11) 0.0081(11) C36 0.0505(14) 0.0345(11) 0.0292(10) -0.0063(8) -0.0084(9) 0.0048(10) C37 0.0474(15) 0.0517(16) 0.0564(16) 0.0149(12) -0.0085(12) 0.0072(12) C41 0.0315(10) 0.0284(9) 0.0221(8) 0.0051(7) 0.0016(7) -0.0016(8) C42 0.0416(12) 0.0408(12) 0.0257(10) -0.0017(8) -0.0013(9) 0.0049(10) C43 0.0584(16) 0.0404(13) 0.0359(12) -0.0030(10) 0.0065(11) 0.0109(11) C44 0.0456(14) 0.0380(12) 0.0468(13) 0.0123(10) 0.0113(11) 0.0100(10) C45 0.0419(13) 0.0462(14) 0.0490(14) 0.0131(11) -0.0098(11) 0.0047(11) C46 0.0430(13) 0.0355(11) 0.0355(11) 0.0021(9) -0.0097(9) -0.0014(10) C47 0.0685(19) 0.0498(16) 0.0674(19) 0.0161(14) 0.0143(15) 0.0250(14) C100 0.0448(14) 0.0761(19) 0.0328(12) -0.0103(12) 0.0028(10) -0.0104(13) N1 0.0276(8) 0.0324(9) 0.0134(6) -0.0012(6) -0.0005(6) -0.0027(6) N2 0.0264(8) 0.0311(8) 0.0130(6) 0.0000(6) -0.0023(6) 0.0010(6) N3 0.0293(8) 0.0308(8) 0.0154(7) -0.0016(6) -0.0002(6) -0.0006(7) N4 0.0298(8) 0.0293(8) 0.0143(6) 0.0009(6) 0.0002(6) -0.0019(7) O1 0.0433(9) 0.0642(11) 0.0142(6) -0.0061(6) -0.0003(6) -0.0134(8) O2 0.0292(7) 0.0550(10) 0.0231(7) 0.0009(6) 0.0000(6) -0.0100(7) Cu01 0.02992(12) 0.03246(12) 0.01236(9) -0.00035(9) 0.00025(8) 0.00039(10) Cl1 0.0826(6) 0.0726(5) 0.0639(5) -0.0249(4) 0.0191(4) -0.0158(4) Cl2 0.0464(4) 0.1082(8) 0.0886(6) -0.0088(5) 0.0091(4) 0.0110(4) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N2 1.334(2) . ? C1 N1 1.339(2) . ? C1 Cu01 1.8962(18) . ? C2 O1 1.234(2) . ? C2 C3 1.391(3) . ? C2 N1 1.431(2) . ? C3 C4 1.400(3) . ? C3 C5 1.492(3) . ? C4 O2 1.229(2) . ? C4 N2 1.430(2) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 N3 1.349(2) . ? C6 N4 1.358(2) . ? C6 Cu01 1.8860(17) . ? C7 C8 1.328(3) . ? C7 N4 1.383(2) . ? C7 H7 0.93 . ? C8 N3 1.380(2) . ? C8 H8 0.93 . ? C11 C16 1.381(3) . ? C11 C12 1.386(3) . ? C11 N1 1.443(2) . ? C12 C13 1.381(3) . ? C12 C17 1.496(3) . ? C13 C14 1.385(4) . ? C13 H13 0.93 . ? C14 C15 1.378(3) . ? C14 C18 1.506(3) . ? C15 C16 1.384(3) . ? C15 H15 0.93 . ? C16 C19 1.496(3) . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C21 C26 1.382(3) . ? C21 C22 1.385(3) . ? C21 N2 1.450(2) . ? C22 C23 1.383(3) . ? C22 C27 1.491(3) . ? C23 C24 1.374(3) . ? C23 H23 0.93 . ? C24 C25 1.378(3) . ? C24 C28 1.509(3) . ? C25 C26 1.386(3) . ? C25 H25 0.93 . ? C26 C29 1.494(3) . ? C27 H27A 0.96 . ? C27 H27B 0.96 . ? C27 H27C 0.96 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C29 H29C 0.96 . ? C31 C36 1.371(3) . ? C31 C32 1.381(3) . ? C31 N3 1.427(2) . ? C32 C33 1.387(3) . ? C32 H32 0.93 . ? C33 C34 1.374(3) . ? C33 H33 0.93 . ? C34 C35 1.383(3) . ? C34 C37 1.498(3) . ? C35 C36 1.378(3) . ? C35 H35 0.93 . ? C36 H36 0.93 . ? C37 H37A 0.96 . ? C37 H37B 0.96 . ? C37 H37C 0.96 . ? C41 C42 1.372(3) . ? C41 C46 1.379(3) . ? C41 N4 1.423(3) . ? C42 C43 1.378(3) . ? C42 H42 0.93 . ? C43 C44 1.383(4) . ? C43 H43 0.93 . ? C44 C45 1.375(4) . ? C44 C47 1.500(3) . ? C45 C46 1.371(3) . ? C45 H45 0.93 . ? C46 H46 0.93 . ? C47 H47A 0.96 . ? C47 H47B 0.96 . ? C47 H47C 0.96 . ? C100 Cl2 1.736(3) . ? C100 Cl1 1.755(3) . ? C100 H10A 0.97 . ? C100 H10B 0.97 . ? 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 N2 C1 N1 116.48(16) . . ? N2 C1 Cu01 113.84(12) . . ? N1 C1 Cu01 129.64(14) . . ? O1 C2 C3 126.76(18) . . ? O1 C2 N1 117.29(18) . . ? C3 C2 N1 115.95(16) . . ? C2 C3 C4 122.39(17) . . ? C2 C3 C5 118.27(17) . . ? C4 C3 C5 119.33(18) . . ? O2 C4 C3 127.61(18) . . ? O2 C4 N2 117.74(16) . . ? C3 C4 N2 114.64(17) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 N4 103.80(15) . . ? N3 C6 Cu01 125.05(14) . . ? N4 C6 Cu01 129.77(14) . . ? C8 C7 N4 106.65(16) . . ? C8 C7 H7 126.7 . . ? N4 C7 H7 126.7 . . ? C7 C8 N3 107.09(17) . . ? C7 C8 H8 126.5 . . ? N3 C8 H8 126.5 . . ? C16 C11 C12 122.40(19) . . ? C16 C11 N1 118.33(18) . . ? C12 C11 N1 119.26(18) . . ? C13 C12 C11 117.4(2) . . ? C13 C12 C17 121.4(2) . . ? C11 C12 C17 121.2(2) . . ? C12 C13 C14 122.2(2) . . ? C12 C13 H13 118.9 . . ? C14 C13 H13 118.9 . . ? C15 C14 C13 118.3(2) . . ? C15 C14 C18 120.7(2) . . ? C13 C14 C18 121.0(2) . . ? C14 C15 C16 121.7(2) . . ? C14 C15 H15 119.1 . . ? C16 C15 H15 119.1 . . ? C11 C16 C15 117.9(2) . . ? C11 C16 C19 121.68(19) . . ? C15 C16 C19 120.4(2) . . ? C12 C17 H17A 109.5 . . ? C12 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C12 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C18 H18A 109.5 . . ? C14 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C14 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C26 C21 C22 122.12(17) . . ? C26 C21 N2 119.20(16) . . ? C22 C21 N2 118.48(17) . . ? C23 C22 C21 117.76(19) . . ? C23 C22 C27 120.90(18) . . ? C21 C22 C27 121.34(17) . . ? C24 C23 C22 121.95(19) . . ? C24 C23 H23 119 . . ? C22 C23 H23 119 . . ? C23 C24 C25 118.62(18) . . ? C23 C24 C28 120.6(2) . . ? C25 C24 C28 120.7(2) . . ? C24 C25 C26 121.7(2) . . ? C24 C25 H25 119.2 . . ? C26 C25 H25 119.2 . . ? C21 C26 C25 117.85(19) . . ? C21 C26 C29 121.76(18) . . ? C25 C26 C29 120.4(2) . . ? C22 C27 H27A 109.5 . . ? C22 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C22 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 C28 H28A 109.5 . . ? C24 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C24 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C26 C29 H29A 109.5 . . ? C26 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C26 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C36 C31 C32 120.86(19) . . ? C36 C31 N3 119.68(17) . . ? C32 C31 N3 119.45(18) . . ? C31 C32 C33 118.8(2) . . ? C31 C32 H32 120.6 . . ? C33 C32 H32 120.6 . . ? C34 C33 C32 121.1(2) . . ? C34 C33 H33 119.4 . . ? C32 C33 H33 119.4 . . ? C33 C34 C35 118.7(2) . . ? C33 C34 C37 120.8(2) . . ? C35 C34 C37 120.5(2) . . ? C36 C35 C34 121.0(2) . . ? C36 C35 H35 119.5 . . ? C34 C35 H35 119.5 . . ? C31 C36 C35 119.4(2) . . ? C31 C36 H36 120.3 . . ? C35 C36 H36 120.3 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C42 C41 C46 120.0(2) . . ? C42 C41 N4 120.34(18) . . ? C46 C41 N4 119.69(18) . . ? C41 C42 C43 119.5(2) . . ? C41 C42 H42 120.3 . . ? C43 C42 H42 120.3 . . ? C42 C43 C44 121.5(2) . . ? C42 C43 H43 119.2 . . ? C44 C43 H43 119.2 . . ? C45 C44 C43 117.6(2) . . ? C45 C44 C47 121.3(2) . . ? C43 C44 C47 121.1(3) . . ? C46 C45 C44 121.8(2) . . ? C46 C45 H45 119.1 . . ? C44 C45 H45 119.1 . . ? C45 C46 C41 119.5(2) . . ? C45 C46 H46 120.2 . . ? C41 C46 H46 120.2 . . ? C44 C47 H47A 109.5 . . ? C44 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C44 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? Cl2 C100 Cl1 111.72(14) . . ? Cl2 C100 H10A 109.3 . . ? Cl1 C100 H10A 109.3 . . ? Cl2 C100 H10B 109.3 . . ? Cl1 C100 H10B 109.3 . . ? H10A C100 H10B 107.9 . . ? C1 N1 C2 124.54(16) . . ? C1 N1 C11 117.25(15) . . ? C2 N1 C11 118.16(14) . . ? C1 N2 C4 125.88(15) . . ? C1 N2 C21 115.12(15) . . ? C4 N2 C21 119.00(15) . . ? C6 N3 C8 111.30(16) . . ? C6 N3 C31 123.95(15) . . ? C8 N3 C31 124.68(16) . . ? C6 N4 C7 111.15(17) . . ? C6 N4 C41 124.76(15) . . ? C7 N4 C41 124.09(16) . . ? C6 Cu01 C1 165.45(8) . . ? data_3af _database_code_depnum_ccdc_archive 'CCDC 912471' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2012-07-16T13:47:23-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C50 H61 Cu N4 O2, C H2 Cl2' _chemical_formula_sum 'C51 H63 Cl2 Cu N4 O2' _chemical_formula_weight 898.49 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _space_group_crystal_system Monoclinic _space_group_name_H-M_alt 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.6769(4) _cell_length_b 21.3996(8) _cell_length_c 21.4688(8) _cell_angle_alpha 90 _cell_angle_beta 97.941(2) _cell_angle_gamma 90 _cell_volume 4858.2(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9717 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 29.57 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.25 _exptl_crystal_density_diffrn 1.228 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1904 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.601 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; 'SADABS, Sheldrick, Bruker, 2000' ; _exptl_absorpt_correction_T_min 0.705 _exptl_absorpt_correction_T_max 0.746 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_unetI/netI 0.0072 _diffrn_reflns_number 477535 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 9931 _reflns_number_gt 9130 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 2008)' _computing_publication_material 'WinGX publication routines (Farrugia, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0473P)^2^+5.1388P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 9931 _refine_ls_number_parameters 556 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.041 _refine_ls_wR_factor_ref 0.1072 _refine_ls_wR_factor_gt 0.1033 _refine_ls_goodness_of_fit_ref 1.04 _refine_ls_restrained_S_all 1.04 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.632 _refine_diff_density_min -0.597 _refine_diff_density_rms 0.055 #----------------------------------------------------------------------------# # 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' Cu Cu 0.3201 1.2651 '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' 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 C1 C 0.58379(16) -0.01514(8) 0.77447(8) 0.0205(3) Uani 1 1 d . . . C2 C 0.42955(17) 0.04510(9) 0.82725(9) 0.0264(4) Uani 1 1 d . . . C3 C 0.42744(18) 0.09143(9) 0.78071(10) 0.0271(4) Uani 1 1 d . . . C4 C 0.49389(18) 0.08465(8) 0.72977(9) 0.0253(4) Uani 1 1 d . . . C5 C 0.3480(2) 0.14873(10) 0.78504(12) 0.0382(5) Uani 1 1 d . . . H5A H 0.4004 0.1822 0.8062 0.057 Uiso 1 1 calc R . . H5B H 0.2789 0.1391 0.8091 0.057 Uiso 1 1 calc R . . H5C H 0.3128 0.1624 0.7427 0.057 Uiso 1 1 calc R . . C6 C 0.51936(17) -0.05316(9) 0.87104(9) 0.0251(4) Uani 1 1 d . . . C7 C 0.5899(2) -0.03947(10) 0.92915(9) 0.0325(4) Uani 1 1 d . . . C8 C 0.5804(2) -0.08070(12) 0.97851(10) 0.0434(6) Uani 1 1 d . . . H8 H 0.6268 -0.0723 1.0186 0.052 Uiso 1 1 calc R . . C9 C 0.5051(3) -0.13360(12) 0.97066(11) 0.0456(6) Uani 1 1 d . . . C10 C 0.4395(2) -0.14634(11) 0.91175(11) 0.0393(5) Uani 1 1 d . . . H10 H 0.3899 -0.1832 0.9059 0.047 Uiso 1 1 calc R . . C11 C 0.44459(18) -0.10638(9) 0.86097(10) 0.0293(4) Uani 1 1 d . . . C12 C 0.6711(2) 0.01773(12) 0.93859(11) 0.0431(5) Uani 1 1 d . . . H12A H 0.7126 0.0192 0.9822 0.065 Uiso 1 1 calc R . . H12B H 0.6185 0.055 0.9296 0.065 Uiso 1 1 calc R . . H12C H 0.7354 0.0163 0.9101 0.065 Uiso 1 1 calc R . . C13 C 0.4942(4) -0.17697(15) 1.02553(14) 0.0730(10) Uani 1 1 d . . . H13A H 0.5643 -0.1691 1.0591 0.109 Uiso 1 1 calc R . . H13B H 0.4975 -0.2205 1.0116 0.109 Uiso 1 1 calc R . . H13C H 0.4137 -0.1694 1.0414 0.109 Uiso 1 1 calc R . . C14 C 0.3688(2) -0.11970(10) 0.79814(11) 0.0363(5) Uani 1 1 d . . . H14A H 0.3215 -0.1587 0.8005 0.054 Uiso 1 1 calc R . . H14B H 0.4258 -0.1238 0.7663 0.054 Uiso 1 1 calc R . . H14C H 0.3095 -0.0853 0.7866 0.054 Uiso 1 1 calc R . . C15 C 0.64118(18) 0.02397(8) 0.67714(8) 0.0238(4) Uani 1 1 d . . . C16 C 0.75955(18) 0.05204(9) 0.68300(9) 0.0275(4) Uani 1 1 d . . . C17 C 0.8233(2) 0.05193(10) 0.63080(10) 0.0334(4) Uani 1 1 d . . . H17 H 0.9052 0.07 0.6341 0.04 Uiso 1 1 calc R . . C18 C 0.7704(2) 0.02606(10) 0.57412(10) 0.0361(5) Uani 1 1 d . . . C19 C 0.6527(2) -0.00201(10) 0.57036(10) 0.0359(5) Uani 1 1 d . . . H19 H 0.617 -0.0208 0.5319 0.043 Uiso 1 1 calc R . . C20 C 0.5851(2) -0.00344(9) 0.62138(9) 0.0297(4) Uani 1 1 d . . . C21 C 0.8125(2) 0.08459(11) 0.74282(11) 0.0371(5) Uani 1 1 d . . . H21A H 0.8976 0.1001 0.7392 0.056 Uiso 1 1 calc R . . H21B H 0.8168 0.0552 0.778 0.056 Uiso 1 1 calc R . . H21C H 0.7578 0.1198 0.7503 0.056 Uiso 1 1 calc R . . C22 C 0.8391(3) 0.03069(13) 0.51732(12) 0.0509(6) Uani 1 1 d . . . H22A H 0.8052 0.0659 0.491 0.076 Uiso 1 1 calc R . . H22B H 0.8271 -0.0081 0.4929 0.076 Uiso 1 1 calc R . . H22C H 0.9295 0.0373 0.5311 0.076 Uiso 1 1 calc R . . C23 C 0.4534(2) -0.03021(12) 0.61591(11) 0.0426(5) Uani 1 1 d . . . H23A H 0.4471 -0.058 0.6516 0.064 Uiso 1 1 calc R . . H23B H 0.4354 -0.0539 0.5766 0.064 Uiso 1 1 calc R . . H23C H 0.392 0.0039 0.6159 0.064 Uiso 1 1 calc R . . C24 C 0.82983(17) -0.14606(8) 0.77737(8) 0.0225(4) Uani 1 1 d . . . C25 C 0.92748(19) -0.24039(9) 0.79232(10) 0.0303(4) Uani 1 1 d . . . H25 H 0.9397 -0.2839 0.7995 0.036 Uiso 1 1 calc R . . C26 C 1.01618(19) -0.19819(9) 0.78441(10) 0.0300(4) Uani 1 1 d . . . H26 H 1.1039 -0.206 0.7849 0.036 Uiso 1 1 calc R . . C27 C 1.01851(17) -0.08595(8) 0.75519(9) 0.0242(4) Uani 1 1 d . . . C28 C 1.05146(17) -0.03698(9) 0.79760(9) 0.0269(4) Uani 1 1 d . . . C29 C 1.11585(19) 0.01320(10) 0.77567(10) 0.0319(4) Uani 1 1 d . . . H29 H 1.1394 0.0475 0.8029 0.038 Uiso 1 1 calc R . . C30 C 1.1464(2) 0.01422(10) 0.71513(10) 0.0346(5) Uani 1 1 d . . . H30 H 1.1903 0.0491 0.7014 0.041 Uiso 1 1 calc R . . C31 C 1.1135(2) -0.03493(10) 0.67457(10) 0.0332(4) Uani 1 1 d . . . H31 H 1.1351 -0.0336 0.6331 0.04 Uiso 1 1 calc R . . C32 C 1.04896(18) -0.08655(9) 0.69376(9) 0.0280(4) Uani 1 1 d . . . C33 C 1.02380(19) -0.03993(10) 0.86524(10) 0.0318(4) Uani 1 1 d . . . H33 H 0.937 -0.0576 0.8648 0.038 Uiso 1 1 calc R . . C34 C 1.0276(2) 0.02404(12) 0.89749(11) 0.0437(5) Uani 1 1 d . . . H34A H 1.1137 0.0409 0.9014 0.066 Uiso 1 1 calc R . . H34B H 1.0022 0.0195 0.9394 0.066 Uiso 1 1 calc R . . H34C H 0.9694 0.0526 0.8723 0.066 Uiso 1 1 calc R . . C35 C 1.1174(3) -0.08346(12) 0.90436(11) 0.0449(6) Uani 1 1 d . . . H35A H 1.1125 -0.1252 0.8854 0.067 Uiso 1 1 calc R . . H35B H 1.0964 -0.086 0.9473 0.067 Uiso 1 1 calc R . . H35C H 1.2034 -0.067 0.9054 0.067 Uiso 1 1 calc R . . C36 C 1.0174(2) -0.14141(10) 0.64911(10) 0.0352(5) Uani 1 1 d . . . H36 H 0.9731 -0.1737 0.6718 0.042 Uiso 1 1 calc R . . C37 C 0.9289(3) -0.12241(14) 0.59061(13) 0.0611(8) Uani 1 1 d . . . H37A H 0.8498 -0.1064 0.6028 0.092 Uiso 1 1 calc R . . H37B H 0.9108 -0.1588 0.5631 0.092 Uiso 1 1 calc R . . H37C H 0.9689 -0.0898 0.5682 0.092 Uiso 1 1 calc R . . C38 C 1.1383(3) -0.17108(14) 0.63172(15) 0.0582(7) Uani 1 1 d . . . H38A H 1.1163 -0.2072 0.6044 0.087 Uiso 1 1 calc R . . H38B H 1.192 -0.1847 0.6701 0.087 Uiso 1 1 calc R . . H38C H 1.184 -0.1404 0.6096 0.087 Uiso 1 1 calc R . . C39 C 0.69478(18) -0.23672(9) 0.79484(10) 0.0282(4) Uani 1 1 d . . . C40 C 0.6754(2) -0.25665(10) 0.85471(11) 0.0395(5) Uani 1 1 d . . . C41 C 0.5582(3) -0.28372(11) 0.85954(13) 0.0490(6) Uani 1 1 d . . . H41 H 0.5404 -0.2976 0.8994 0.059 Uiso 1 1 calc R . . C42 C 0.4681(2) -0.29060(12) 0.80788(15) 0.0514(7) Uani 1 1 d . . . H42 H 0.3885 -0.3084 0.8127 0.062 Uiso 1 1 calc R . . C43 C 0.4914(2) -0.27207(11) 0.74930(13) 0.0459(6) Uani 1 1 d . . . H43 H 0.4282 -0.2778 0.714 0.055 Uiso 1 1 calc R . . C44 C 0.6067(2) -0.24490(9) 0.74088(11) 0.0340(4) Uani 1 1 d . . . C45 C 0.7777(4) -0.25121(14) 0.91215(13) 0.0725(10) Uani 1 1 d . . . H45 H 0.8533 -0.2609 0.8911 0.087 Uiso 1 1 calc R . . C46 C 0.8108(3) -0.18586(13) 0.93203(14) 0.0551(7) Uani 1 1 d . . . H46A H 0.7335 -0.1629 0.9372 0.083 Uiso 1 1 calc R . . H46B H 0.8533 -0.1653 0.8999 0.083 Uiso 1 1 calc R . . H46C H 0.8673 -0.1864 0.9721 0.083 Uiso 1 1 calc R . . C47 C 0.7891(5) -0.29961(19) 0.9557(3) 0.132(2) Uani 1 1 d . . . H47A H 0.8597 -0.2909 0.9888 0.198 Uiso 1 1 calc R . . H47B H 0.8049 -0.3389 0.9347 0.198 Uiso 1 1 calc R . . H47C H 0.7107 -0.3032 0.9744 0.198 Uiso 1 1 calc R . . C48 C 0.6356(3) -0.22784(12) 0.67576(11) 0.0466(6) Uani 1 1 d . . . H48 H 0.6998 -0.1935 0.6814 0.056 Uiso 1 1 calc R . . C49 C 0.5240(5) -0.2030(3) 0.6336(2) 0.142(3) Uani 1 1 d . . . H49A H 0.5516 -0.1862 0.5953 0.214 Uiso 1 1 calc R . . H49B H 0.4843 -0.1696 0.6554 0.214 Uiso 1 1 calc R . . H49C H 0.4629 -0.2367 0.6226 0.214 Uiso 1 1 calc R . . C50 C 0.6936(7) -0.2801(2) 0.6454(2) 0.144(3) Uani 1 1 d . . . H50A H 0.7625 -0.2979 0.675 0.217 Uiso 1 1 calc R . . H50B H 0.7271 -0.2649 0.608 0.217 Uiso 1 1 calc R . . H50C H 0.6297 -0.3123 0.6332 0.217 Uiso 1 1 calc R . . C100 C 0.6625(3) -0.15087(14) 0.44210(14) 0.0590(7) Uani 1 1 d . . . H10A H 0.6464 -0.1314 0.4821 0.071 Uiso 1 1 calc R . . H10B H 0.5912 -0.1399 0.4094 0.071 Uiso 1 1 calc R . . N1 N 0.51384(14) -0.00698(7) 0.82135(7) 0.0224(3) Uani 1 1 d . . . N2 N 0.56907(14) 0.02893(7) 0.72922(7) 0.0221(3) Uani 1 1 d . . . N3 N 0.81436(15) -0.20808(7) 0.78805(8) 0.0255(3) Uani 1 1 d . . . N4 N 0.95592(14) -0.14063(7) 0.77529(7) 0.0241(3) Uani 1 1 d . . . O1 O 0.36861(14) 0.04469(7) 0.87196(7) 0.0354(3) Uani 1 1 d . . . O2 O 0.49547(14) 0.12142(6) 0.68493(7) 0.0328(3) Uani 1 1 d . . . Cu1 Cu 0.704292(19) -0.081877(10) 0.773654(10) 0.02045(7) Uani 1 1 d . . . Cl1 Cl 0.80331(8) -0.12072(4) 0.42069(4) 0.0721(2) Uani 1 1 d . . . Cl2 Cl 0.66886(11) -0.23228(5) 0.45129(5) 0.0920(3) Uani 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 C1 0.0204(8) 0.0193(8) 0.0214(8) -0.0005(6) 0.0015(6) -0.0012(6) C2 0.0217(9) 0.0272(9) 0.0293(9) -0.0058(7) 0.0001(7) 0.0043(7) C3 0.0243(9) 0.0209(9) 0.0354(10) -0.0039(7) 0.0010(8) 0.0037(7) C4 0.0241(9) 0.0175(8) 0.0325(10) -0.0005(7) -0.0025(7) -0.0006(7) C5 0.0370(11) 0.0266(10) 0.0510(13) -0.0017(9) 0.0058(10) 0.0102(9) C6 0.0240(9) 0.0287(9) 0.0239(9) 0.0041(7) 0.0079(7) 0.0079(7) C7 0.0318(10) 0.0391(11) 0.0270(10) 0.0003(8) 0.0053(8) 0.0118(9) C8 0.0537(14) 0.0532(15) 0.0236(10) 0.0058(9) 0.0062(9) 0.0208(11) C9 0.0618(15) 0.0430(13) 0.0366(12) 0.0160(10) 0.0233(11) 0.0216(12) C10 0.0428(12) 0.0316(11) 0.0477(13) 0.0106(9) 0.0209(10) 0.0085(9) C11 0.0268(9) 0.0290(10) 0.0341(10) 0.0046(8) 0.0111(8) 0.0065(8) C12 0.0381(12) 0.0533(14) 0.0351(11) -0.0081(10) -0.0046(9) 0.0021(10) C13 0.115(3) 0.0613(19) 0.0498(16) 0.0287(14) 0.0375(18) 0.0261(18) C14 0.0328(11) 0.0311(11) 0.0447(12) 0.0000(9) 0.0038(9) -0.0032(9) C15 0.0289(9) 0.0186(8) 0.0245(9) 0.0047(7) 0.0058(7) 0.0026(7) C16 0.0288(9) 0.0226(9) 0.0309(10) 0.0049(7) 0.0038(8) 0.0017(7) C17 0.0308(10) 0.0303(10) 0.0410(11) 0.0077(9) 0.0114(9) 0.0014(8) C18 0.0443(12) 0.0322(11) 0.0346(11) 0.0067(9) 0.0159(9) 0.0075(9) C19 0.0498(13) 0.0329(11) 0.0257(10) -0.0011(8) 0.0073(9) 0.0018(9) C20 0.0366(11) 0.0246(9) 0.0275(9) 0.0028(7) 0.0030(8) -0.0007(8) C21 0.0315(11) 0.0383(12) 0.0402(12) -0.0021(9) 0.0008(9) -0.0060(9) C22 0.0603(16) 0.0545(15) 0.0438(13) 0.0055(11) 0.0278(12) 0.0062(12) C23 0.0434(13) 0.0470(13) 0.0365(11) -0.0058(10) 0.0025(10) -0.0139(11) C24 0.0241(9) 0.0199(8) 0.0238(8) 0.0011(7) 0.0037(7) 0.0001(7) C25 0.0324(10) 0.0216(9) 0.0361(10) 0.0028(8) 0.0024(8) 0.0067(8) C26 0.0256(9) 0.0250(9) 0.0393(11) 0.0024(8) 0.0041(8) 0.0076(8) C27 0.0199(8) 0.0226(9) 0.0303(9) 0.0023(7) 0.0042(7) 0.0017(7) C28 0.0220(9) 0.0273(9) 0.0311(10) -0.0002(8) 0.0027(7) 0.0031(7) C29 0.0285(10) 0.0268(10) 0.0394(11) -0.0036(8) 0.0016(8) -0.0031(8) C30 0.0300(10) 0.0310(10) 0.0426(12) 0.0069(9) 0.0050(9) -0.0066(8) C31 0.0326(10) 0.0367(11) 0.0312(10) 0.0042(8) 0.0070(8) -0.0026(9) C32 0.0253(9) 0.0284(10) 0.0304(10) 0.0002(8) 0.0038(8) -0.0001(7) C33 0.0277(10) 0.0369(11) 0.0313(10) -0.0046(8) 0.0060(8) -0.0008(8) C34 0.0475(13) 0.0459(13) 0.0373(12) -0.0127(10) 0.0039(10) 0.0035(11) C35 0.0553(15) 0.0479(14) 0.0309(11) 0.0024(10) 0.0041(10) 0.0092(11) C36 0.0436(12) 0.0328(11) 0.0296(10) -0.0025(8) 0.0059(9) -0.0032(9) C37 0.081(2) 0.0498(16) 0.0451(14) -0.0027(12) -0.0178(14) -0.0052(14) C38 0.0658(18) 0.0502(15) 0.0624(17) -0.0194(13) 0.0223(14) 0.0031(13) C39 0.0285(10) 0.0189(9) 0.0375(10) 0.0002(8) 0.0062(8) -0.0017(7) C40 0.0537(14) 0.0282(11) 0.0384(12) -0.0029(9) 0.0130(10) -0.0136(10) C41 0.0630(16) 0.0343(12) 0.0560(15) -0.0045(11) 0.0309(13) -0.0149(11) C42 0.0356(12) 0.0365(12) 0.085(2) -0.0010(13) 0.0205(13) -0.0081(10) C43 0.0317(11) 0.0343(12) 0.0682(16) 0.0027(11) -0.0053(11) -0.0034(9) C44 0.0318(10) 0.0239(10) 0.0446(12) 0.0029(8) -0.0005(9) 0.0000(8) C45 0.121(3) 0.0547(17) 0.0364(13) 0.0076(12) -0.0084(15) -0.0438(18) C46 0.0545(16) 0.0508(15) 0.0579(16) -0.0151(13) 0.0005(13) -0.0042(12) C47 0.161(5) 0.058(2) 0.145(4) 0.020(2) -0.090(4) -0.033(3) C48 0.0566(15) 0.0408(13) 0.0383(12) 0.0077(10) -0.0073(11) -0.0093(11) C49 0.153(5) 0.205(6) 0.068(3) 0.057(3) 0.012(3) 0.107(5) C50 0.275(8) 0.101(3) 0.078(3) 0.040(2) 0.099(4) 0.087(4) C100 0.0651(18) 0.0636(18) 0.0465(15) 0.0032(13) 0.0014(13) 0.0139(14) N1 0.0216(7) 0.0234(8) 0.0223(7) 0.0006(6) 0.0035(6) 0.0033(6) N2 0.0241(7) 0.0186(7) 0.0236(7) 0.0012(6) 0.0032(6) 0.0008(6) N3 0.0259(8) 0.0193(7) 0.0313(8) 0.0017(6) 0.0042(6) 0.0006(6) N4 0.0222(7) 0.0207(7) 0.0293(8) 0.0016(6) 0.0039(6) 0.0020(6) O1 0.0332(8) 0.0444(9) 0.0303(7) -0.0025(6) 0.0098(6) 0.0124(6) O2 0.0392(8) 0.0202(6) 0.0382(8) 0.0070(6) 0.0023(6) 0.0022(6) Cu1 0.02049(12) 0.01770(12) 0.02364(12) 0.00186(8) 0.00471(8) 0.00189(8) Cl1 0.0730(5) 0.0827(6) 0.0604(4) -0.0059(4) 0.0080(4) -0.0035(4) Cl2 0.1115(8) 0.0622(5) 0.0961(7) 0.0097(5) -0.0071(6) 0.0036(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.345(2) . ? C1 N2 1.347(2) . ? C1 Cu1 1.9239(17) . ? C2 O1 1.232(2) . ? C2 C3 1.406(3) . ? C2 N1 1.449(2) . ? C3 C4 1.391(3) . ? C3 C5 1.501(3) . ? C4 O2 1.245(2) . ? C4 N2 1.438(2) . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C6 C11 1.390(3) . ? C6 C7 1.396(3) . ? C6 N1 1.449(2) . ? C7 C8 1.393(3) . ? C7 C12 1.498(3) . ? C8 C9 1.385(4) . ? C8 H8 0.95 . ? C9 C10 1.385(4) . ? C9 C13 1.517(3) . ? C10 C11 1.392(3) . ? C10 H10 0.95 . ? C11 C14 1.501(3) . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C13 H13A 0.98 . ? C13 H13B 0.98 . ? C13 H13C 0.98 . ? C14 H14A 0.98 . ? C14 H14B 0.98 . ? C14 H14C 0.98 . ? C15 C16 1.389(3) . ? C15 C20 1.392(3) . ? C15 N2 1.446(2) . ? C16 C17 1.389(3) . ? C16 C21 1.501(3) . ? C17 C18 1.384(3) . ? C17 H17 0.95 . ? C18 C19 1.385(3) . ? C18 C22 1.510(3) . ? C19 C20 1.393(3) . ? C19 H19 0.95 . ? C20 C23 1.508(3) . ? C21 H21A 0.98 . ? C21 H21B 0.98 . ? C21 H21C 0.98 . ? C22 H22A 0.98 . ? C22 H22B 0.98 . ? C22 H22C 0.98 . ? C23 H23A 0.98 . ? C23 H23B 0.98 . ? C23 H23C 0.98 . ? C24 N4 1.358(2) . ? C24 N3 1.361(2) . ? C24 Cu1 1.9131(18) . ? C25 C26 1.336(3) . ? C25 N3 1.384(2) . ? C25 H25 0.95 . ? C26 N4 1.391(2) . ? C26 H26 0.95 . ? C27 C28 1.401(3) . ? C27 C32 1.401(3) . ? C27 N4 1.443(2) . ? C28 C29 1.392(3) . ? C28 C33 1.523(3) . ? C29 C30 1.383(3) . ? C29 H29 0.95 . ? C30 C31 1.380(3) . ? C30 H30 0.95 . ? C31 C32 1.394(3) . ? C31 H31 0.95 . ? C32 C36 1.524(3) . ? C33 C35 1.530(3) . ? C33 C34 1.532(3) . ? C33 H33 1 . ? C34 H34A 0.98 . ? C34 H34B 0.98 . ? C34 H34C 0.98 . ? C35 H35A 0.98 . ? C35 H35B 0.98 . ? C35 H35C 0.98 . ? C36 C37 1.519(3) . ? C36 C38 1.530(3) . ? C36 H36 1 . ? C37 H37A 0.98 . ? C37 H37B 0.98 . ? C37 H37C 0.98 . ? C38 H38A 0.98 . ? C38 H38B 0.98 . ? C38 H38C 0.98 . ? C39 C40 1.396(3) . ? C39 C44 1.399(3) . ? C39 N3 1.442(2) . ? C40 C41 1.397(3) . ? C40 C45 1.535(4) . ? C41 C42 1.372(4) . ? C41 H41 0.95 . ? C42 C43 1.374(4) . ? C42 H42 0.95 . ? C43 C44 1.395(3) . ? C43 H43 0.95 . ? C44 C48 1.517(3) . ? C45 C47 1.390(5) . ? C45 C46 1.490(4) . ? C45 H45 1 . ? C46 H46A 0.98 . ? C46 H46B 0.98 . ? C46 H46C 0.98 . ? C47 H47A 0.98 . ? C47 H47B 0.98 . ? C47 H47C 0.98 . ? C48 C50 1.473(5) . ? C48 C49 1.491(5) . ? C48 H48 1 . ? C49 H49A 0.98 . ? C49 H49B 0.98 . ? C49 H49C 0.98 . ? C50 H50A 0.98 . ? C50 H50B 0.98 . ? C50 H50C 0.98 . ? C100 Cl2 1.754(3) . ? C100 Cl1 1.755(3) . ? C100 H10A 0.99 . ? C100 H10B 0.99 . ? 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 N1 C1 N2 115.29(15) . . ? N1 C1 Cu1 122.97(13) . . ? N2 C1 Cu1 121.64(13) . . ? O1 C2 C3 126.92(18) . . ? O1 C2 N1 117.64(17) . . ? C3 C2 N1 115.44(16) . . ? C4 C3 C2 121.71(17) . . ? C4 C3 C5 119.20(18) . . ? C2 C3 C5 119.06(18) . . ? O2 C4 C3 127.21(18) . . ? O2 C4 N2 116.77(17) . . ? C3 C4 N2 116.02(16) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 122.54(18) . . ? C11 C6 N1 118.68(17) . . ? C7 C6 N1 118.47(18) . . ? C8 C7 C6 117.4(2) . . ? C8 C7 C12 121.1(2) . . ? C6 C7 C12 121.54(19) . . ? C9 C8 C7 121.8(2) . . ? C9 C8 H8 119.1 . . ? C7 C8 H8 119.1 . . ? C8 C9 C10 118.9(2) . . ? C8 C9 C13 120.7(3) . . ? C10 C9 C13 120.3(3) . . ? C9 C10 C11 121.6(2) . . ? C9 C10 H10 119.2 . . ? C11 C10 H10 119.2 . . ? C6 C11 C10 117.7(2) . . ? C6 C11 C14 121.45(18) . . ? C10 C11 C14 120.8(2) . . ? C7 C12 H12A 109.5 . . ? C7 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C7 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C11 C14 H14A 109.5 . . ? C11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C16 C15 C20 122.54(18) . . ? C16 C15 N2 118.23(17) . . ? C20 C15 N2 118.96(17) . . ? C15 C16 C17 117.86(18) . . ? C15 C16 C21 120.57(18) . . ? C17 C16 C21 121.47(19) . . ? C18 C17 C16 121.6(2) . . ? C18 C17 H17 119.2 . . ? C16 C17 H17 119.2 . . ? C17 C18 C19 118.78(19) . . ? C17 C18 C22 119.9(2) . . ? C19 C18 C22 121.3(2) . . ? C18 C19 C20 121.9(2) . . ? C18 C19 H19 119.1 . . ? C20 C19 H19 119.1 . . ? C15 C20 C19 117.33(19) . . ? C15 C20 C23 120.84(18) . . ? C19 C20 C23 121.74(19) . . ? C16 C21 H21A 109.5 . . ? C16 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C16 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N4 C24 N3 103.47(15) . . ? N4 C24 Cu1 128.99(13) . . ? N3 C24 Cu1 127.34(13) . . ? C26 C25 N3 106.34(17) . . ? C26 C25 H25 126.8 . . ? N3 C25 H25 126.8 . . ? C25 C26 N4 107.11(17) . . ? C25 C26 H26 126.4 . . ? N4 C26 H26 126.4 . . ? C28 C27 C32 123.26(17) . . ? C28 C27 N4 119.82(17) . . ? C32 C27 N4 116.83(16) . . ? C29 C28 C27 116.66(18) . . ? C29 C28 C33 121.64(18) . . ? C27 C28 C33 121.63(17) . . ? C30 C29 C28 121.45(19) . . ? C30 C29 H29 119.3 . . ? C28 C29 H29 119.3 . . ? C31 C30 C29 120.57(19) . . ? C31 C30 H30 119.7 . . ? C29 C30 H30 119.7 . . ? C30 C31 C32 120.71(19) . . ? C30 C31 H31 119.6 . . ? C32 C31 H31 119.6 . . ? C31 C32 C27 117.34(18) . . ? C31 C32 C36 120.00(18) . . ? C27 C32 C36 122.63(18) . . ? C28 C33 C35 110.53(17) . . ? C28 C33 C34 113.41(18) . . ? C35 C33 C34 108.75(18) . . ? C28 C33 H33 108 . . ? C35 C33 H33 108 . . ? C34 C33 H33 108 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C33 C35 H35A 109.5 . . ? C33 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C33 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? C37 C36 C32 111.83(19) . . ? C37 C36 C38 111.0(2) . . ? C32 C36 C38 110.66(19) . . ? C37 C36 H36 107.7 . . ? C32 C36 H36 107.7 . . ? C38 C36 H36 107.7 . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C36 C38 H38A 109.5 . . ? C36 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C36 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C40 C39 C44 123.78(19) . . ? C40 C39 N3 117.94(18) . . ? C44 C39 N3 118.24(18) . . ? C39 C40 C41 116.3(2) . . ? C39 C40 C45 122.5(2) . . ? C41 C40 C45 121.2(2) . . ? C42 C41 C40 121.3(2) . . ? C42 C41 H41 119.3 . . ? C40 C41 H41 119.3 . . ? C41 C42 C43 120.9(2) . . ? C41 C42 H42 119.5 . . ? C43 C42 H42 119.5 . . ? C42 C43 C44 120.9(2) . . ? C42 C43 H43 119.6 . . ? C44 C43 H43 119.6 . . ? C43 C44 C39 116.7(2) . . ? C43 C44 C48 121.0(2) . . ? C39 C44 C48 122.3(2) . . ? C47 C45 C46 120.8(3) . . ? C47 C45 C40 118.1(3) . . ? C46 C45 C40 114.5(3) . . ? C47 C45 H45 98.6 . . ? C46 C45 H45 98.6 . . ? C40 C45 H45 98.6 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C45 C47 H47A 109.5 . . ? C45 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C45 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C50 C48 C49 110.6(4) . . ? C50 C48 C44 112.1(2) . . ? C49 C48 C44 113.4(3) . . ? C50 C48 H48 106.7 . . ? C49 C48 H48 106.7 . . ? C44 C48 H48 106.7 . . ? C48 C49 H49A 109.5 . . ? C48 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C48 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C48 C50 H50A 109.5 . . ? C48 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C48 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? Cl2 C100 Cl1 111.91(17) . . ? Cl2 C100 H10A 109.2 . . ? Cl1 C100 H10A 109.2 . . ? Cl2 C100 H10B 109.2 . . ? Cl1 C100 H10B 109.2 . . ? H10A C100 H10B 107.9 . . ? C1 N1 C2 125.52(15) . . ? C1 N1 C6 119.47(15) . . ? C2 N1 C6 115.01(14) . . ? C1 N2 C4 125.73(15) . . ? C1 N2 C15 118.98(15) . . ? C4 N2 C15 115.10(14) . . ? C24 N3 C25 111.92(16) . . ? C24 N3 C39 124.16(16) . . ? C25 N3 C39 123.92(16) . . ? C24 N4 C26 111.16(16) . . ? C24 N4 C27 125.55(15) . . ? C26 N4 C27 122.40(15) . . ? C24 Cu1 C1 176.49(8) . . ? data_3ba _database_code_depnum_ccdc_archive 'CCDC 912472' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2011-11-03T15:56:45-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_sum 'C34 H45 Cu N4 O2' _chemical_formula_moiety 'C34 H45 Cu N4 O2' _chemical_formula_weight 605.28 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.2368(6) _cell_length_b 11.1026(5) _cell_length_c 21.1498(7) _cell_angle_alpha 90 _cell_angle_beta 89.998(3) _cell_angle_gamma 90 _cell_volume 3343.1(2) _cell_formula_units_Z 4 _cell_measurement_temperature 253(2) _cell_measurement_reflns_used 8025 _cell_measurement_theta_min 2.8557 _cell_measurement_theta_max 29.3808 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.5 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.203 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1288 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.687 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET) (compiled May 29 2009,17:40:42) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_absorpt_correction_T_min 0.53066 _exptl_absorpt_correction_T_max 1.00000 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 253(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 16.1978 _diffrn_orient_matrix_UB_11 0.0274299000 _diffrn_orient_matrix_UB_12 0.0496584000 _diffrn_orient_matrix_UB_13 -0.0102160000 _diffrn_orient_matrix_UB_21 -0.0410094000 _diffrn_orient_matrix_UB_22 0.0282809000 _diffrn_orient_matrix_UB_23 -0.0119461000 _diffrn_orient_matrix_UB_31 -0.0070418000 _diffrn_orient_matrix_UB_32 0.0286733000 _diffrn_orient_matrix_UB_33 0.0295790000 _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_unetI/netI 0.0253 _diffrn_reflns_number 19290 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.967 _diffrn_measured_fraction_theta_max 0.967 _reflns_number_total 6615 _reflns_number_gt 5627 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0774P)^2^+1.5095P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 6615 _refine_ls_number_parameters 381 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.1385 _refine_ls_wR_factor_gt 0.1249 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.574 _refine_diff_density_min -0.522 _refine_diff_density_rms 0.064 #----------------------------------------------------------------------------# # 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' 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 C1 C 0.25112(14) 0.09471(19) 0.38347(9) 0.0294(4) Uani 1 1 d . . . C2 C 0.22277(16) -0.1229(2) 0.40233(12) 0.0418(5) Uani 1 1 d . . . C3 C 0.23235(16) -0.1018(2) 0.46725(11) 0.0434(6) Uani 1 1 d . . . C4 C 0.25107(17) 0.0109(2) 0.49165(11) 0.0447(6) Uani 1 1 d . . . C5 C 0.2235(2) -0.2066(3) 0.51195(16) 0.0670(9) Uani 1 1 d . . . H5A H 0.2841 -0.2257 0.5291 0.1 Uiso 1 1 calc R . . H5B H 0.1994 -0.2752 0.4896 0.1 Uiso 1 1 calc R . . H5C H 0.1814 -0.1859 0.5457 0.1 Uiso 1 1 calc R . . C6 C 0.27029(16) 0.3642(2) 0.27404(10) 0.0380(5) Uani 1 1 d . . . C7 C 0.26863(18) 0.4907(2) 0.19091(12) 0.0466(6) Uani 1 1 d . . . H7 H 0.268 0.5182 0.1494 0.056 Uiso 1 1 calc R . . C8 C 0.26841(19) 0.5577(2) 0.24261(12) 0.0515(6) Uani 1 1 d . . . H8 H 0.2671 0.6414 0.2444 0.062 Uiso 1 1 calc R . . C9 C 0.2678(2) 0.2682(3) 0.16856(13) 0.0569(7) Uani 1 1 d . . . H9A H 0.3162 0.2125 0.1806 0.085 Uiso 1 1 calc R . . H9B H 0.2781 0.2939 0.1258 0.085 Uiso 1 1 calc R . . H9C H 0.2077 0.2294 0.1717 0.085 Uiso 1 1 calc R . . C10 C 0.2754(4) 0.5169(3) 0.35930(14) 0.0873(13) Uani 1 1 d . . . H10A H 0.2709 0.4471 0.3859 0.131 Uiso 1 1 calc R . . H10B H 0.2245 0.5708 0.3686 0.131 Uiso 1 1 calc R . . H10C H 0.3341 0.557 0.367 0.131 Uiso 1 1 calc R . . C11 C 0.22460(16) -0.0367(2) 0.29576(10) 0.0372(5) Uani 1 1 d . . . C12 C 0.13493(18) -0.0302(2) 0.26963(12) 0.0486(6) Uani 1 1 d . . . C13 C 0.1268(2) -0.0561(3) 0.20548(13) 0.0657(8) Uani 1 1 d . . . H13 H 0.068 -0.0527 0.1864 0.079 Uiso 1 1 calc R . . C14 C 0.2030(3) -0.0864(3) 0.17032(14) 0.0721(9) Uani 1 1 d . . . H14 H 0.1955 -0.1049 0.1277 0.086 Uiso 1 1 calc R . . C15 C 0.2907(2) -0.0898(3) 0.19681(14) 0.0648(8) Uani 1 1 d . . . H15 H 0.3422 -0.1094 0.1718 0.078 Uiso 1 1 calc R . . C16 C 0.30389(18) -0.0644(2) 0.26091(12) 0.0472(6) Uani 1 1 d . . . C17 C 0.04907(19) 0.0006(3) 0.30867(15) 0.0643(8) Uani 1 1 d . . . H17 H 0.0693 0.0095 0.3527 0.077 Uiso 1 1 calc R . . C18 C -0.0239(3) -0.0971(4) 0.3066(2) 0.0915(12) Uani 1 1 d . . . H18A H -0.0504 -0.1013 0.2649 0.137 Uiso 1 1 calc R . . H18B H -0.0727 -0.0795 0.3366 0.137 Uiso 1 1 calc R . . H18C H 0.0046 -0.1729 0.317 0.137 Uiso 1 1 calc R . . C19 C 0.0063(3) 0.1204(4) 0.2878(3) 0.1167(17) Uani 1 1 d . . . H19A H -0.0144 0.114 0.2447 0.175 Uiso 1 1 calc R . . H19B H 0.0528 0.1828 0.2911 0.175 Uiso 1 1 calc R . . H19C H -0.0461 0.1395 0.3145 0.175 Uiso 1 1 calc R . . C20 C 0.40131(19) -0.0677(3) 0.29010(15) 0.0618(8) Uani 1 1 d . . . H20 H 0.3948 -0.0449 0.3346 0.074 Uiso 1 1 calc R . . C21 C 0.4449(3) -0.1899(4) 0.2884(3) 0.1051(15) Uani 1 1 d . . . H21A H 0.4065 -0.2454 0.3117 0.158 Uiso 1 1 calc R . . H21B H 0.5063 -0.1866 0.307 0.158 Uiso 1 1 calc R . . H21C H 0.45 -0.2165 0.2453 0.158 Uiso 1 1 calc R . . C22 C 0.4648(3) 0.0231(5) 0.2594(3) 0.141(2) Uani 1 1 d . . . H22A H 0.5183 0.0372 0.286 0.211 Uiso 1 1 calc R . . H22B H 0.4312 0.0973 0.2534 0.211 Uiso 1 1 calc R . . H22C H 0.4854 -0.007 0.2191 0.211 Uiso 1 1 calc R . . C23 C 0.27379(17) 0.2275(2) 0.47167(10) 0.0377(5) Uani 1 1 d . . . C24 C 0.19583(19) 0.2981(3) 0.48627(12) 0.0498(6) Uani 1 1 d . . . C25 C 0.2135(3) 0.4112(3) 0.51219(14) 0.0664(9) Uani 1 1 d . . . H25 H 0.1632 0.4611 0.5223 0.08 Uiso 1 1 calc R . . C26 C 0.3031(3) 0.4506(3) 0.52304(14) 0.0679(8) Uani 1 1 d . . . H26 H 0.313 0.5264 0.5405 0.081 Uiso 1 1 calc R . . C27 C 0.3778(2) 0.3795(3) 0.50839(13) 0.0599(7) Uani 1 1 d . . . H27 H 0.4383 0.4075 0.5159 0.072 Uiso 1 1 calc R . . C28 C 0.36529(18) 0.2655(2) 0.48232(12) 0.0440(6) Uani 1 1 d . . . C29 C 0.0960(2) 0.2542(3) 0.47492(17) 0.0682(8) Uani 1 1 d . . . H29 H 0.0996 0.1762 0.4534 0.082 Uiso 1 1 calc R . . C30 C 0.0403(3) 0.3387(5) 0.4335(2) 0.1072(15) Uani 1 1 d . . . H30A H 0.028 0.412 0.4561 0.161 Uiso 1 1 calc R . . H30B H -0.0181 0.3014 0.4221 0.161 Uiso 1 1 calc R . . H30C H 0.0756 0.3564 0.396 0.161 Uiso 1 1 calc R . . C31 C 0.0452(4) 0.2355(8) 0.5368(3) 0.192(4) Uani 1 1 d . . . H31A H 0.0313 0.3123 0.5554 0.288 Uiso 1 1 calc R . . H31B H 0.0842 0.1899 0.5649 0.288 Uiso 1 1 calc R . . H31C H -0.0123 0.1926 0.5293 0.288 Uiso 1 1 calc R . . C32 C 0.44982(18) 0.1882(3) 0.46703(15) 0.0573(7) Uani 1 1 d . . . H32 H 0.4265 0.1105 0.4516 0.069 Uiso 1 1 calc R . . C33 C 0.5085(3) 0.2446(4) 0.4141(2) 0.0909(12) Uani 1 1 d . . . H33A H 0.4692 0.2598 0.3781 0.136 Uiso 1 1 calc R . . H33B H 0.558 0.1904 0.4023 0.136 Uiso 1 1 calc R . . H33C H 0.5351 0.3191 0.4286 0.136 Uiso 1 1 calc R . . C34 C 0.5090(3) 0.1639(4) 0.52555(19) 0.0877(11) Uani 1 1 d . . . H34A H 0.5384 0.2373 0.5391 0.132 Uiso 1 1 calc R . . H34B H 0.5565 0.1053 0.5157 0.132 Uiso 1 1 calc R . . H34C H 0.4696 0.1337 0.5588 0.132 Uiso 1 1 calc R . . N1 N 0.23437(12) -0.01730(17) 0.36318(8) 0.0336(4) Uani 1 1 d . . . N2 N 0.25827(12) 0.10708(17) 0.44655(8) 0.0339(4) Uani 1 1 d . . . N3 N 0.27003(13) 0.37222(18) 0.21043(9) 0.0399(4) Uani 1 1 d . . . N4 N 0.27046(16) 0.48029(19) 0.29297(9) 0.0476(5) Uani 1 1 d . . . O1 O 0.20639(17) -0.21851(17) 0.37555(10) 0.0642(6) Uani 1 1 d . . . O2 O 0.26277(17) 0.0385(2) 0.54772(8) 0.0701(6) Uani 1 1 d . . . Cu1 Cu 0.263257(19) 0.22750(3) 0.327121(12) 0.03703(12) Uani 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 C1 0.0317(10) 0.0250(11) 0.0315(10) -0.0002(8) -0.0006(8) 0.0014(8) C2 0.0395(12) 0.0349(14) 0.0509(13) 0.0086(10) -0.0025(10) -0.0025(9) C3 0.0420(12) 0.0432(15) 0.0450(13) 0.0147(10) -0.0042(10) -0.0055(10) C4 0.0470(13) 0.0513(16) 0.0359(12) 0.0128(10) -0.0035(10) -0.0046(11) C5 0.0684(19) 0.060(2) 0.073(2) 0.0354(16) -0.0122(15) -0.0150(15) C6 0.0487(12) 0.0296(12) 0.0358(11) 0.0018(9) 0.0020(9) 0.0010(9) C7 0.0543(14) 0.0447(15) 0.0408(13) 0.0159(11) -0.0055(11) -0.0049(11) C8 0.0661(16) 0.0357(15) 0.0527(15) 0.0123(11) -0.0054(12) -0.0040(12) C9 0.0756(19) 0.0564(19) 0.0386(14) -0.0067(11) -0.0055(12) -0.0004(14) C10 0.178(4) 0.0413(18) 0.0428(16) -0.0087(13) 0.003(2) 0.001(2) C11 0.0468(12) 0.0296(12) 0.0351(11) -0.0030(8) -0.0004(9) -0.0056(9) C12 0.0524(14) 0.0473(16) 0.0461(13) -0.0019(11) -0.0080(11) -0.0059(11) C13 0.0736(19) 0.075(2) 0.0487(16) -0.0024(14) -0.0171(14) -0.0128(16) C14 0.100(2) 0.078(2) 0.0380(14) -0.0094(14) -0.0031(15) -0.026(2) C15 0.080(2) 0.065(2) 0.0493(16) -0.0153(14) 0.0223(15) -0.0122(16) C16 0.0509(14) 0.0407(15) 0.0501(14) -0.0099(11) 0.0082(11) -0.0085(11) C17 0.0426(14) 0.085(2) 0.0654(18) -0.0105(16) -0.0106(12) 0.0045(14) C18 0.066(2) 0.099(3) 0.110(3) 0.007(2) 0.012(2) -0.007(2) C19 0.081(3) 0.078(3) 0.191(5) -0.003(3) 0.009(3) 0.017(2) C20 0.0436(14) 0.068(2) 0.0735(19) -0.0225(15) 0.0122(13) -0.0007(13) C21 0.094(3) 0.075(3) 0.146(4) -0.009(3) -0.032(3) 0.014(2) C22 0.063(2) 0.105(4) 0.254(7) 0.046(4) -0.011(3) -0.033(2) C23 0.0493(13) 0.0384(14) 0.0253(10) -0.0008(8) 0.0019(9) 0.0031(10) C24 0.0565(15) 0.0553(17) 0.0374(13) -0.0001(11) 0.0034(11) 0.0112(12) C25 0.091(2) 0.060(2) 0.0476(15) -0.0144(13) 0.0034(15) 0.0274(17) C26 0.101(2) 0.0475(18) 0.0549(17) -0.0190(13) -0.0057(16) 0.0034(17) C27 0.0755(19) 0.0488(18) 0.0555(16) -0.0095(12) -0.0093(14) -0.0100(14) C28 0.0522(14) 0.0411(14) 0.0388(12) -0.0020(10) -0.0023(10) -0.0046(10) C29 0.0493(16) 0.087(2) 0.069(2) 0.0007(16) 0.0029(14) 0.0170(15) C30 0.082(3) 0.148(5) 0.092(3) 0.021(3) -0.020(2) 0.024(3) C31 0.072(3) 0.403(13) 0.101(4) 0.095(5) 0.005(3) -0.027(5) C32 0.0436(14) 0.0513(17) 0.0769(19) -0.0084(14) -0.0024(13) -0.0042(12) C33 0.066(2) 0.112(3) 0.094(3) -0.002(2) 0.023(2) -0.004(2) C34 0.068(2) 0.090(3) 0.105(3) 0.011(2) -0.0221(19) 0.0112(19) N1 0.0362(9) 0.0320(11) 0.0327(9) 0.0014(7) -0.0006(7) 0.0005(7) N2 0.0383(9) 0.0335(11) 0.0300(9) 0.0021(7) -0.0009(7) -0.0017(7) N3 0.0448(10) 0.0406(12) 0.0343(10) 0.0040(8) -0.0005(8) -0.0014(8) N4 0.0707(14) 0.0353(12) 0.0369(11) 0.0018(8) 0.0013(9) -0.0013(10) O1 0.0930(15) 0.0348(12) 0.0647(13) 0.0011(9) -0.0066(11) -0.0111(10) O2 0.1118(17) 0.0665(14) 0.0321(9) 0.0094(9) -0.0094(10) -0.0178(12) Cu1 0.0513(2) 0.0299(2) 0.02992(17) 0.00239(10) 0.00254(12) -0.00059(11) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N1 1.337(3) . ? C1 N2 1.345(3) . ? C1 Cu1 1.904(2) . ? C2 O1 1.226(3) . ? C2 C3 1.400(3) . ? C2 N1 1.445(3) . ? C3 C4 1.380(4) . ? C3 C5 1.505(3) . ? C4 O2 1.236(3) . ? C4 N2 1.435(3) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 N3 1.348(3) . ? C6 N4 1.349(3) . ? C6 Cu1 1.891(2) . ? C7 C8 1.322(4) . ? C7 N3 1.379(3) . ? C7 H7 0.93 . ? C8 N4 1.369(3) . ? C8 H8 0.93 . ? C9 N3 1.456(3) . ? C9 H9A 0.96 . ? C9 H9B 0.96 . ? C9 H9C 0.96 . ? C10 N4 1.462(4) . ? C10 H10A 0.96 . ? C10 H10B 0.96 . ? C10 H10C 0.96 . ? C11 C16 1.383(3) . ? C11 C12 1.393(3) . ? C11 N1 1.449(3) . ? C12 C13 1.392(4) . ? C12 C17 1.514(4) . ? C13 C14 1.358(5) . ? C13 H13 0.93 . ? C14 C15 1.369(5) . ? C14 H14 0.93 . ? C15 C16 1.398(4) . ? C15 H15 0.93 . ? C16 C20 1.519(4) . ? C17 C18 1.503(5) . ? C17 C19 1.527(5) . ? C17 H17 0.98 . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 C21 1.492(5) . ? C20 C22 1.502(5) . ? C20 H20 0.98 . ? C21 H21A 0.96 . ? C21 H21B 0.96 . ? C21 H21C 0.96 . ? C22 H22A 0.96 . ? C22 H22B 0.96 . ? C22 H22C 0.96 . ? C23 C28 1.388(3) . ? C23 C24 1.394(3) . ? C23 N2 1.455(3) . ? C24 C25 1.393(4) . ? C24 C29 1.522(4) . ? C25 C26 1.368(5) . ? C25 H25 0.93 . ? C26 C27 1.361(4) . ? C26 H26 0.93 . ? C27 C28 1.391(4) . ? C27 H27 0.93 . ? C28 C32 1.513(4) . ? C29 C30 1.508(5) . ? C29 C31 1.509(6) . ? C29 H29 0.98 . ? C30 H30A 0.96 . ? C30 H30B 0.96 . ? C30 H30C 0.96 . ? C31 H31A 0.96 . ? C31 H31B 0.96 . ? C31 H31C 0.96 . ? C32 C34 1.522(4) . ? C32 C33 1.531(5) . ? C32 H32 0.98 . ? C33 H33A 0.96 . ? C33 H33B 0.96 . ? C33 H33C 0.96 . ? C34 H34A 0.96 . ? C34 H34B 0.96 . ? C34 H34C 0.96 . ? 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 N1 C1 N2 115.27(18) . . ? N1 C1 Cu1 122.39(15) . . ? N2 C1 Cu1 122.34(15) . . ? O1 C2 C3 128.1(2) . . ? O1 C2 N1 117.4(2) . . ? C3 C2 N1 114.5(2) . . ? C4 C3 C2 122.5(2) . . ? C4 C3 C5 118.9(2) . . ? C2 C3 C5 118.6(2) . . ? O2 C4 C3 127.6(2) . . ? O2 C4 N2 116.3(2) . . ? C3 C4 N2 116.1(2) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N3 C6 N4 103.49(19) . . ? N3 C6 Cu1 130.18(17) . . ? N4 C6 Cu1 126.19(17) . . ? C8 C7 N3 106.8(2) . . ? C8 C7 H7 126.6 . . ? N3 C7 H7 126.6 . . ? C7 C8 N4 106.9(2) . . ? C7 C8 H8 126.6 . . ? N4 C8 H8 126.6 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 123.2(2) . . ? C16 C11 N1 118.6(2) . . ? C12 C11 N1 118.1(2) . . ? C13 C12 C11 116.9(3) . . ? C13 C12 C17 120.7(2) . . ? C11 C12 C17 122.4(2) . . ? C14 C13 C12 121.2(3) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C13 C14 C15 120.8(3) . . ? C13 C14 H14 119.6 . . ? C15 C14 H14 119.6 . . ? C14 C15 C16 120.9(3) . . ? C14 C15 H15 119.5 . . ? C16 C15 H15 119.5 . . ? C11 C16 C15 116.9(2) . . ? C11 C16 C20 122.3(2) . . ? C15 C16 C20 120.8(2) . . ? C18 C17 C12 112.3(3) . . ? C18 C17 C19 110.1(3) . . ? C12 C17 C19 111.1(3) . . ? C18 C17 H17 107.7 . . ? C12 C17 H17 107.7 . . ? C19 C17 H17 107.7 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 C22 110.5(3) . . ? C21 C20 C16 113.1(3) . . ? C22 C20 C16 110.9(3) . . ? C21 C20 H20 107.4 . . ? C22 C20 H20 107.4 . . ? C16 C20 H20 107.4 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C28 C23 C24 122.7(2) . . ? C28 C23 N2 118.8(2) . . ? C24 C23 N2 118.5(2) . . ? C23 C24 C25 116.8(3) . . ? C23 C24 C29 122.0(3) . . ? C25 C24 C29 121.3(3) . . ? C26 C25 C24 121.5(3) . . ? C26 C25 H25 119.3 . . ? C24 C25 H25 119.3 . . ? C27 C26 C25 120.4(3) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C26 C27 C28 121.2(3) . . ? C26 C27 H27 119.4 . . ? C28 C27 H27 119.4 . . ? C23 C28 C27 117.5(3) . . ? C23 C28 C32 122.6(2) . . ? C27 C28 C32 119.9(2) . . ? C30 C29 C31 109.7(4) . . ? C30 C29 C24 112.6(3) . . ? C31 C29 C24 110.8(3) . . ? C30 C29 H29 107.9 . . ? C31 C29 H29 107.9 . . ? C24 C29 H29 107.9 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C28 C32 C34 111.6(3) . . ? C28 C32 C33 111.0(3) . . ? C34 C32 C33 111.4(3) . . ? C28 C32 H32 107.5 . . ? C34 C32 H32 107.5 . . ? C33 C32 H32 107.5 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 H34A 109.5 . . ? C32 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C32 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C1 N1 C2 126.24(18) . . ? C1 N1 C11 118.13(18) . . ? C2 N1 C11 115.61(18) . . ? C1 N2 C4 125.30(19) . . ? C1 N2 C23 117.86(18) . . ? C4 N2 C23 116.84(18) . . ? C6 N3 C7 111.2(2) . . ? C6 N3 C9 123.7(2) . . ? C7 N3 C9 125.1(2) . . ? C6 N4 C8 111.6(2) . . ? C6 N4 C10 123.4(2) . . ? C8 N4 C10 124.9(2) . . ? C6 Cu1 C1 176.72(9) . . ? data_3bb _database_code_depnum_ccdc_archive 'CCDC 912473' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2012-11-23T17:35:43-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C38 H53 Cu N4 O2' _chemical_formula_sum 'C38 H53 Cu N4 O2' _chemical_formula_weight 661.39 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _space_group_crystal_system Orthorhombic _space_group_name_H-M_alt 'P n m a' _symmetry_space_group_name_Hall '-P 2ac 2n' _symmetry_Int_Tables_number 62 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z+1/2' '-x, y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' '-x-1/2, y-1/2, z-1/2' 'x, -y-1/2, z' _cell_length_a 22.1117(7) _cell_length_b 14.4986(5) _cell_length_c 11.2188(4) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 3596.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9751 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 44.17 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.221 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1416 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.644 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; 'SADABS, Sheldrick, Bruker, 2000' ; _exptl_absorpt_correction_T_min 0.691 _exptl_absorpt_correction_T_max 0.750 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_unetI/netI 0.0059 _diffrn_reflns_number 236091 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.3 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _reflns_number_total 3817 _reflns_number_gt 3711 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 2008)' _computing_publication_material 'WinGX publication routines (Farrugia, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0330P)^2^+2.6088P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 3817 _refine_ls_number_parameters 241 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0304 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.08 _refine_ls_wR_factor_gt 0.0791 _refine_ls_goodness_of_fit_ref 1.171 _refine_ls_restrained_S_all 1.171 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.577 _refine_diff_density_min -0.774 _refine_diff_density_rms 0.055 #----------------------------------------------------------------------------# # 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' 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 0.317903(10) 0.25 0.88181(2) 0.01254(8) Uani 1 2 d S . . O2 O 0.41278(7) 0.25 1.29723(13) 0.0241(3) Uani 1 2 d S . . N4 N 0.18973(7) 0.25 0.80911(15) 0.0155(3) Uani 1 2 d S . . O1 O 0.54699(7) 0.25 0.96994(14) 0.0297(4) Uani 1 2 d S . . N1 N 0.44400(7) 0.25 0.94607(14) 0.0140(3) Uani 1 2 d S . . N3 N 0.25014(7) 0.25 0.65929(15) 0.0164(3) Uani 1 2 d S . . N2 N 0.37924(7) 0.25 1.10401(14) 0.0115(3) Uani 1 2 d S . . C13 C 0.31809(8) 0.25 1.15000(17) 0.0129(4) Uani 1 2 d S . . C3 C 0.48581(9) 0.25 1.14342(18) 0.0190(4) Uani 1 2 d S . . C14 C 0.29024(6) 0.16533(10) 1.17174(12) 0.0185(3) Uani 1 1 d . . . C4 C 0.42732(9) 0.25 1.19084(17) 0.0160(4) Uani 1 2 d S . . C25 C 0.16696(9) 0.25 0.93320(18) 0.0184(4) Uani 1 2 d S . . H25 H 0.2028 0.25 0.9876 0.022 Uiso 1 2 calc SR . . C7 C 0.45662(6) 0.16521(11) 0.75876(13) 0.0210(3) Uani 1 1 d . . . C23 C 0.30644(9) 0.25 0.58820(18) 0.0181(4) Uani 1 2 d S . . H23 H 0.3413 0.25 0.6449 0.022 Uiso 1 2 calc SR . . C15 C 0.23141(7) 0.16745(13) 1.21703(14) 0.0280(4) Uani 1 1 d . . . H15 H 0.2109 0.1112 1.2326 0.034 Uiso 1 1 calc R . . C2 C 0.49729(9) 0.25 1.02016(18) 0.0188(4) Uani 1 2 d S . . C20 C 0.24926(9) 0.25 0.78006(17) 0.0151(4) Uani 1 2 d S . . C17 C 0.32150(8) 0.07450(11) 1.14567(15) 0.0258(3) Uani 1 1 d . . . H17 H 0.3658 0.0872 1.1381 0.031 Uiso 1 1 calc R . . C1 C 0.38653(8) 0.25 0.98516(16) 0.0115(3) Uani 1 2 d S . . C6 C 0.45303(8) 0.25 0.81781(17) 0.0165(4) Uani 1 2 d S . . C21 C 0.19194(10) 0.25 0.61405(18) 0.0197(4) Uani 1 2 d S . . H21 H 0.1809 0.25 0.5322 0.024 Uiso 1 2 calc SR . . C10 C 0.45367(7) 0.07380(11) 0.82402(14) 0.0267(3) Uani 1 1 d . . . H10 H 0.442 0.087 0.9084 0.032 Uiso 1 1 calc R . . C8 C 0.46344(7) 0.16741(13) 0.63498(14) 0.0272(4) Uani 1 1 d . . . H8 H 0.4661 0.111 0.5921 0.033 Uiso 1 1 calc R . . C24 C 0.31059(7) 0.16322(12) 0.51311(14) 0.0261(3) Uani 1 1 d . . . H24A H 0.3111 0.109 0.5653 0.039 Uiso 1 1 calc R . . H24B H 0.3478 0.1647 0.4657 0.039 Uiso 1 1 calc R . . H24C H 0.2756 0.1598 0.4598 0.039 Uiso 1 1 calc R . . C26 C 0.13073(7) 0.33695(12) 0.95820(14) 0.0261(3) Uani 1 1 d . . . H26A H 0.1164 0.336 1.0408 0.039 Uiso 1 1 calc R . . H26B H 0.096 0.3398 0.9041 0.039 Uiso 1 1 calc R . . H26C H 0.1564 0.3912 0.9458 0.039 Uiso 1 1 calc R . . C22 C 0.15386(9) 0.25 0.70785(18) 0.0192(4) Uani 1 2 d S . . H22 H 0.1109 0.25 0.7051 0.023 Uiso 1 2 calc SR . . C5 C 0.53798(10) 0.25 1.2287(2) 0.0363(6) Uani 1 2 d S . . H5A H 0.5228 0.25 1.3105 0.03 Uiso 1 2 d S . . H5B H 0.5628 0.3052 1.2153 0.03 Uiso 0.5 1 d P . . H5C H 0.5628 0.1948 1.2153 0.03 Uiso 0.5 1 d P . . C18 C 0.31339(12) 0.00380(13) 1.24417(18) 0.0462(5) Uani 1 1 d . . . H18A H 0.328 0.0295 1.3196 0.069 Uiso 1 1 calc R . . H18B H 0.3365 -0.0519 1.2248 0.069 Uiso 1 1 calc R . . H18C H 0.2704 -0.0118 1.2517 0.069 Uiso 1 1 calc R . . C11 C 0.51556(9) 0.02657(15) 0.8262(2) 0.0442(5) Uani 1 1 d . . . H11A H 0.5284 0.0132 0.7444 0.066 Uiso 1 1 calc R . . H11B H 0.5127 -0.0311 0.8713 0.066 Uiso 1 1 calc R . . H11C H 0.5451 0.0674 0.8642 0.066 Uiso 1 1 calc R . . C16 C 0.20285(10) 0.25 1.2394(2) 0.0326(6) Uani 1 2 d S . . H16 H 0.1629 0.25 1.2706 0.039 Uiso 1 2 calc SR . . C19 C 0.29981(11) 0.03458(13) 1.02682(16) 0.0421(5) Uani 1 1 d . . . H19A H 0.3214 -0.023 1.0104 0.063 Uiso 1 1 calc R . . H19B H 0.3078 0.0789 0.9628 0.063 Uiso 1 1 calc R . . H19C H 0.2563 0.0223 1.0312 0.063 Uiso 1 1 calc R . . C12 C 0.40538(9) 0.00996(14) 0.77108(19) 0.0404(4) Uani 1 1 d . . . H12A H 0.3665 0.0424 0.7684 0.061 Uiso 1 1 calc R . . H12B H 0.4015 -0.0453 0.8208 0.061 Uiso 1 1 calc R . . H12C H 0.4172 -0.008 0.6902 0.061 Uiso 1 1 calc R . . C9 C 0.46637(10) 0.25 0.57361(19) 0.0293(5) Uani 1 2 d S . . H9 H 0.4704 0.25 0.4893 0.035 Uiso 1 2 calc SR . . 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 0.00956(13) 0.01777(14) 0.01027(13) 0 -0.00182(8) 0 O2 0.0151(7) 0.0464(10) 0.0108(7) 0 -0.0009(5) 0 N4 0.0119(8) 0.0202(8) 0.0143(8) 0 -0.0031(6) 0 O1 0.0099(7) 0.0597(11) 0.0195(8) 0 0.0031(6) 0 N1 0.0099(7) 0.0219(8) 0.0102(8) 0 0.0002(6) 0 N3 0.0149(8) 0.0210(8) 0.0132(8) 0 -0.0033(6) 0 N2 0.0075(7) 0.0160(8) 0.0109(7) 0 0.0003(6) 0 C13 0.0091(9) 0.0210(10) 0.0085(8) 0 -0.0003(7) 0 C3 0.0099(9) 0.0326(11) 0.0144(9) 0 -0.0024(8) 0 C14 0.0167(7) 0.0248(8) 0.0139(6) 0.0016(6) -0.0023(5) -0.0050(6) C4 0.0133(9) 0.0214(10) 0.0132(9) 0 -0.0032(7) 0 C25 0.0135(9) 0.0269(11) 0.0150(10) 0 0.0005(8) 0 C7 0.0130(6) 0.0326(8) 0.0175(7) -0.0034(6) 0.0011(5) 0.0027(6) C23 0.0174(9) 0.0242(10) 0.0128(9) 0 0.0002(8) 0 C15 0.0170(7) 0.0457(10) 0.0213(7) 0.0061(7) -0.0004(6) -0.0133(7) C2 0.0107(9) 0.0287(11) 0.0169(10) 0 -0.0015(7) 0 C20 0.0146(9) 0.0168(9) 0.0139(9) 0 -0.0013(7) 0 C17 0.0313(8) 0.0179(7) 0.0282(8) 0.0012(7) 0.0001(7) -0.0064(6) C1 0.0113(8) 0.0107(8) 0.0126(9) 0 -0.0001(7) 0 C6 0.0093(8) 0.0297(11) 0.0106(9) 0 0.0010(7) 0 C21 0.0189(10) 0.0235(11) 0.0166(10) 0 -0.0077(8) 0 C10 0.0294(8) 0.0265(8) 0.0241(8) -0.0059(7) 0.0019(6) 0.0062(7) C8 0.0188(7) 0.0451(10) 0.0178(7) -0.0095(7) 0.0019(6) 0.0034(7) C24 0.0272(8) 0.0292(9) 0.0221(8) -0.0067(7) 0.0005(6) 0.0007(6) C26 0.0226(7) 0.0325(9) 0.0232(7) -0.0011(7) 0.0032(6) 0.0054(6) C22 0.0157(10) 0.0226(10) 0.0193(10) 0 -0.0073(8) 0 C5 0.0096(10) 0.079(2) 0.0200(11) 0 -0.0035(8) 0 C18 0.0869(17) 0.0250(9) 0.0267(9) 0.0042(8) -0.0015(10) 0.0027(10) C11 0.0372(10) 0.0439(11) 0.0516(12) 0.0011(10) -0.0013(9) 0.0165(9) C16 0.0099(10) 0.0677(18) 0.0200(11) 0 0.0028(8) 0 C19 0.0757(14) 0.0260(9) 0.0245(9) -0.0006(7) 0.0022(9) -0.0076(9) C12 0.0424(11) 0.0338(10) 0.0451(11) -0.0079(9) -0.0001(9) -0.0038(8) C9 0.0164(10) 0.0594(16) 0.0121(10) 0 0.0029(8) 0 #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C20 1.8991(19) . ? Cu1 C1 1.9098(19) . ? O2 C4 1.236(2) . ? N4 C20 1.356(3) . ? N4 C22 1.386(3) . ? N4 C25 1.480(3) . ? O1 C2 1.235(3) . ? N1 C1 1.344(2) . ? N1 C2 1.442(2) . ? N1 C6 1.453(2) . ? N3 C20 1.355(3) . ? N3 C21 1.383(3) . ? N3 C23 1.479(3) . ? N2 C1 1.343(2) . ? N2 C4 1.442(2) . ? N2 C13 1.447(2) . ? C13 C14 1.3949(17) 8_565 ? C13 C14 1.3949(17) . ? C3 C4 1.398(3) . ? C3 C2 1.406(3) . ? C3 C5 1.499(3) . ? C14 C15 1.397(2) . ? C14 C17 1.516(2) . ? C25 C26 1.5197(19) 8_565 ? C25 C26 1.5197(19) . ? C25 H25 1 . ? C7 C8 1.397(2) . ? C7 C6 1.3987(18) . ? C7 C10 1.515(2) . ? C23 C24 1.5170(19) . ? C23 C24 1.5170(19) 8_565 ? C23 H23 1 . ? C15 C16 1.376(2) . ? C15 H15 0.95 . ? C17 C18 1.518(2) . ? C17 C19 1.531(2) . ? C17 H17 1 . ? C6 C7 1.3987(18) 8_565 ? C21 C22 1.348(3) . ? C21 H21 0.95 . ? C10 C11 1.530(2) . ? C10 C12 1.533(2) . ? C10 H10 1 . ? C8 C9 1.383(2) . ? C8 H8 0.95 . ? C24 H24A 0.98 . ? C24 H24B 0.98 . ? C24 H24C 0.98 . ? C26 H26A 0.98 . ? C26 H26B 0.98 . ? C26 H26C 0.98 . ? C22 H22 0.95 . ? C5 H5A 0.98 . ? C5 H5B 0.98 . ? C5 H5C 0.98 . ? C18 H18A 0.98 . ? C18 H18B 0.98 . ? C18 H18C 0.98 . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C16 C15 1.376(2) 8_565 ? C16 H16 0.95 . ? C19 H19A 0.98 . ? C19 H19B 0.98 . ? C19 H19C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? C9 C8 1.383(2) 8_565 ? C9 H9 0.95 . ? 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 C20 Cu1 C1 179.56(8) . . ? C20 N4 C22 111.02(17) . . ? C20 N4 C25 123.79(16) . . ? C22 N4 C25 125.19(17) . . ? C1 N1 C2 125.76(16) . . ? C1 N1 C6 116.94(15) . . ? C2 N1 C6 117.29(15) . . ? C20 N3 C21 110.70(17) . . ? C20 N3 C23 123.46(16) . . ? C21 N3 C23 125.83(17) . . ? C1 N2 C4 125.60(16) . . ? C1 N2 C13 117.78(15) . . ? C4 N2 C13 116.62(15) . . ? C14 C13 C14 123.30(18) 8_565 . ? C14 C13 N2 118.35(9) 8_565 . ? C14 C13 N2 118.35(9) . . ? C4 C3 C2 122.77(18) . . ? C4 C3 C5 117.97(18) . . ? C2 C3 C5 119.26(18) . . ? C13 C14 C15 117.08(15) . . ? C13 C14 C17 121.97(13) . . ? C15 C14 C17 120.94(14) . . ? O2 C4 C3 127.44(18) . . ? O2 C4 N2 117.42(17) . . ? C3 C4 N2 115.14(17) . . ? N4 C25 C26 110.66(11) . 8_565 ? N4 C25 C26 110.66(11) . . ? C26 C25 C26 112.09(18) 8_565 . ? N4 C25 H25 107.7 . . ? C26 C25 H25 107.7 8_565 . ? C26 C25 H25 107.7 . . ? C8 C7 C6 117.18(15) . . ? C8 C7 C10 120.31(15) . . ? C6 C7 C10 122.51(13) . . ? N3 C23 C24 110.51(11) . . ? N3 C23 C24 110.51(11) . 8_565 ? C24 C23 C24 112.08(18) . 8_565 ? N3 C23 H23 107.9 . . ? C24 C23 H23 107.9 . . ? C24 C23 H23 107.9 8_565 . ? C16 C15 C14 120.85(16) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? O1 C2 C3 127.55(19) . . ? O1 C2 N1 117.66(18) . . ? C3 C2 N1 114.79(17) . . ? N3 C20 N4 104.73(16) . . ? N3 C20 Cu1 126.12(15) . . ? N4 C20 Cu1 129.15(15) . . ? C14 C17 C18 113.10(15) . . ? C14 C17 C19 110.71(14) . . ? C18 C17 C19 109.99(15) . . ? C14 C17 H17 107.6 . . ? C18 C17 H17 107.6 . . ? C19 C17 H17 107.6 . . ? N2 C1 N1 115.94(16) . . ? N2 C1 Cu1 120.49(14) . . ? N1 C1 Cu1 123.58(14) . . ? C7 C6 C7 123.03(19) . 8_565 ? C7 C6 N1 118.48(9) . . ? C7 C6 N1 118.48(9) 8_565 . ? C22 C21 N3 107.14(17) . . ? C22 C21 H21 126.4 . . ? N3 C21 H21 126.4 . . ? C7 C10 C11 111.13(15) . . ? C7 C10 C12 111.77(14) . . ? C11 C10 C12 111.03(16) . . ? C7 C10 H10 107.6 . . ? C11 C10 H10 107.6 . . ? C12 C10 H10 107.6 . . ? C9 C8 C7 121.31(16) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C21 C22 N4 106.41(18) . . ? C21 C22 H22 126.8 . . ? N4 C22 H22 126.8 . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C15 C16 C15 120.8(2) . 8_565 ? C15 C16 H16 119.6 . . ? C15 C16 H16 119.6 8_565 . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C8 C9 C8 120.0(2) . 8_565 ? C8 C9 H9 120 . . ? C8 C9 H9 120 8_565 . ? data_3bd _database_code_depnum_ccdc_archive 'CCDC 912474' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2012-08-28T15:35:14-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C46 H53 Cu N4 O2' _chemical_formula_sum 'C46 H53 Cu N4 O2' _chemical_formula_weight 757.46 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _space_group_crystal_system Monoclinic _space_group_name_H-M_alt 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 13.0420(4) _cell_length_b 18.7022(6) _cell_length_c 16.1826(6) _cell_angle_alpha 90 _cell_angle_beta 93.791(2) _cell_angle_gamma 90 _cell_volume 3938.5(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9975 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 26.47 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.277 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1608 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.598 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; 'SADABS, Sheldrick, Bruker, 2000' ; _exptl_absorpt_correction_T_min 0.690 _exptl_absorpt_correction_T_max 0.745 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_unetI/netI 0.0222 _diffrn_reflns_number 76100 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 1 _diffrn_measured_fraction_theta_max 1 _reflns_number_total 8052 _reflns_number_gt 6337 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 2008)' _computing_publication_material 'WinGX publication routines (Farrugia, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0391P)^2^+2.4375P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 8052 _refine_ls_number_parameters 489 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0323 _refine_ls_wR_factor_ref 0.0897 _refine_ls_wR_factor_gt 0.0807 _refine_ls_goodness_of_fit_ref 1.04 _refine_ls_restrained_S_all 1.04 _refine_ls_shift/su_max 0.008 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.304 _refine_diff_density_min -0.268 _refine_diff_density_rms 0.049 #----------------------------------------------------------------------------# # 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' 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 C1 C -0.00582(11) 0.25563(9) 0.23698(10) 0.0154(3) Uani 1 1 d . . . C2 C 0.06285(12) 0.37151(9) 0.19029(10) 0.0183(3) Uani 1 1 d . . . C3 C -0.00611(12) 0.40735(9) 0.23867(11) 0.0201(4) Uani 1 1 d . . . C4 C -0.07564(13) 0.37066(9) 0.28570(11) 0.0199(4) Uani 1 1 d . . . C5 C -0.00542(15) 0.48777(10) 0.24020(13) 0.0317(4) Uani 1 1 d . . . H5A H 0.057 0.505 0.219 0.048 Uiso 1 1 calc R . . H5B H -0.0096 0.5041 0.2961 0.048 Uiso 1 1 calc R . . H5C H -0.0632 0.5055 0.2065 0.048 Uiso 1 1 calc R . . C6 C 0.09914(12) 0.25611(8) 0.12185(10) 0.0168(3) Uani 1 1 d . . . C7 C 0.18358(12) 0.21146(9) 0.14193(11) 0.0204(4) Uani 1 1 d . . . C8 C 0.21972(13) 0.17040(9) 0.07802(12) 0.0254(4) Uani 1 1 d . . . H8 H 0.2736 0.1387 0.0898 0.03 Uiso 1 1 calc R . . C9 C 0.17753(14) 0.17573(9) -0.00205(12) 0.0261(4) Uani 1 1 d . . . H9 H 0.2033 0.148 -0.0437 0.031 Uiso 1 1 calc R . . C10 C 0.09694(13) 0.22219(9) -0.02048(11) 0.0238(4) Uani 1 1 d . . . H10 H 0.0697 0.226 -0.0749 0.029 Uiso 1 1 calc R . . C11 C 0.05572(12) 0.26354(9) 0.04088(10) 0.0195(4) Uani 1 1 d . . . C12 C 0.23961(14) 0.21132(10) 0.22744(11) 0.0267(4) Uani 1 1 d . . . H12 H 0.1928 0.231 0.2666 0.032 Uiso 1 1 calc R . . C13 C 0.33272(18) 0.26050(13) 0.22713(14) 0.0459(6) Uani 1 1 d . . . H13A H 0.3819 0.2407 0.1919 0.069 Uiso 1 1 calc R . . H13B H 0.3635 0.265 0.2825 0.069 Uiso 1 1 calc R . . H13C H 0.3115 0.3068 0.2069 0.069 Uiso 1 1 calc R . . C14 C 0.2715(2) 0.13718(12) 0.25738(17) 0.0539(7) Uani 1 1 d . . . H14A H 0.3242 0.1192 0.2242 0.081 Uiso 1 1 calc R . . H14B H 0.2132 0.1058 0.2526 0.081 Uiso 1 1 calc R . . H14C H 0.2974 0.1397 0.3142 0.081 Uiso 1 1 calc R . . C15 C -0.03244(13) 0.31484(10) 0.01893(11) 0.0241(4) Uani 1 1 d . . . H15 H -0.0465 0.3408 0.0696 0.029 Uiso 1 1 calc R . . C16 C -0.00384(16) 0.37017(12) -0.04487(14) 0.0407(5) Uani 1 1 d . . . H16A H 0.0569 0.3953 -0.0245 0.061 Uiso 1 1 calc R . . H16B H -0.0594 0.4035 -0.0544 0.061 Uiso 1 1 calc R . . H16C H 0.009 0.3465 -0.0958 0.061 Uiso 1 1 calc R . . C17 C -0.13030(15) 0.27528(12) -0.00975(15) 0.0412(5) Uani 1 1 d . . . H17A H -0.1192 0.2491 -0.0594 0.062 Uiso 1 1 calc R . . H17B H -0.1849 0.3091 -0.0206 0.062 Uiso 1 1 calc R . . H17C H -0.1485 0.2427 0.0327 0.062 Uiso 1 1 calc R . . C18 C -0.10970(12) 0.25437(8) 0.35286(10) 0.0179(3) Uani 1 1 d . . . C19 C -0.06514(12) 0.26213(9) 0.43339(11) 0.0204(4) Uani 1 1 d . . . C20 C -0.10482(14) 0.22070(9) 0.49534(11) 0.0242(4) Uani 1 1 d . . . H20 H -0.0767 0.2249 0.5495 0.029 Uiso 1 1 calc R . . C21 C -0.18484(14) 0.17358(9) 0.47818(12) 0.0270(4) Uani 1 1 d . . . H21 H -0.2096 0.146 0.5204 0.032 Uiso 1 1 calc R . . C22 C -0.22808(14) 0.16738(9) 0.39825(12) 0.0254(4) Uani 1 1 d . . . H22 H -0.2816 0.1352 0.3872 0.03 Uiso 1 1 calc R . . C23 C -0.19312(13) 0.20835(9) 0.33366(11) 0.0203(4) Uani 1 1 d . . . C24 C 0.02207(13) 0.31439(10) 0.45489(11) 0.0253(4) Uani 1 1 d . . . H24 H 0.0359 0.3402 0.4041 0.03 Uiso 1 1 calc R . . C25 C -0.00890(17) 0.36961(12) 0.51805(14) 0.0428(5) Uani 1 1 d . . . H25A H -0.0708 0.3933 0.4975 0.064 Uiso 1 1 calc R . . H25B H 0.0451 0.4042 0.527 0.064 Uiso 1 1 calc R . . H25C H -0.0205 0.3461 0.5693 0.064 Uiso 1 1 calc R . . C26 C 0.12036(15) 0.27591(12) 0.48452(15) 0.0423(5) Uani 1 1 d . . . H26A H 0.1095 0.2505 0.5347 0.063 Uiso 1 1 calc R . . H26B H 0.1745 0.3102 0.4947 0.063 Uiso 1 1 calc R . . H26C H 0.1391 0.2427 0.4428 0.063 Uiso 1 1 calc R . . C27 C -0.24803(14) 0.20689(9) 0.24775(11) 0.0246(4) Uani 1 1 d . . . H27 H -0.1964 0.2144 0.2073 0.03 Uiso 1 1 calc R . . C28 C -0.32396(17) 0.26916(11) 0.23979(13) 0.0391(5) Uani 1 1 d . . . H28A H -0.3771 0.2621 0.2773 0.059 Uiso 1 1 calc R . . H28B H -0.354 0.2714 0.1841 0.059 Uiso 1 1 calc R . . H28C H -0.2885 0.3131 0.253 0.059 Uiso 1 1 calc R . . C29 C -0.30249(17) 0.13651(11) 0.22679(15) 0.0415(5) Uani 1 1 d . . . H29A H -0.2556 0.0975 0.2377 0.062 Uiso 1 1 calc R . . H29B H -0.326 0.1363 0.1693 0.062 Uiso 1 1 calc R . . H29C H -0.3602 0.1313 0.2602 0.062 Uiso 1 1 calc R . . C30 C -0.01603(13) 0.05104(9) 0.23615(11) 0.0213(4) Uani 1 1 d . . . C31 C -0.06240(17) -0.06293(10) 0.20343(13) 0.0358(5) Uani 1 1 d . . . H31 H -0.0922 -0.1016 0.1749 0.043 Uiso 1 1 calc R . . C32 C -0.00656(16) -0.06525(10) 0.27553(13) 0.0356(5) Uani 1 1 d . . . H32 H 0.0103 -0.1059 0.3067 0.043 Uiso 1 1 calc R . . C33 C -0.11492(14) 0.03001(9) 0.10065(11) 0.0237(4) Uani 1 1 d . . . C34 C -0.06017(14) 0.07134(9) 0.04784(12) 0.0268(4) Uani 1 1 d . . . H34 H 0.0048 0.0886 0.0647 0.032 Uiso 1 1 calc R . . C35 C -0.10386(15) 0.08642(10) -0.03027(12) 0.0297(4) Uani 1 1 d . . . H35 H -0.0677 0.1146 -0.0657 0.036 Uiso 1 1 calc R . . C36 C -0.20023(15) 0.06079(10) -0.05745(12) 0.0311(4) Uani 1 1 d . . . C37 C -0.25385(15) 0.02077(10) -0.00229(13) 0.0314(4) Uani 1 1 d . . . H37 H -0.3192 0.004 -0.0188 0.038 Uiso 1 1 calc R . . C38 C -0.21253(14) 0.00521(9) 0.07657(12) 0.0296(4) Uani 1 1 d . . . H38 H -0.2496 -0.0215 0.1129 0.035 Uiso 1 1 calc R . . C39 C -0.24495(19) 0.07584(14) -0.14399(14) 0.0497(6) Uani 1 1 d . . . H39A H -0.2494 0.1266 -0.1525 0.075 Uiso 1 1 calc R . . H39B H -0.3124 0.0552 -0.1512 0.075 Uiso 1 1 calc R . . H39C H -0.2016 0.0553 -0.1834 0.075 Uiso 1 1 calc R . . C40 C 0.08148(14) 0.02320(9) 0.36977(11) 0.0240(4) Uani 1 1 d . . . C41 C 0.04155(14) 0.06934(10) 0.42647(12) 0.0277(4) Uani 1 1 d . . . H41 H -0.0222 0.0908 0.4152 0.033 Uiso 1 1 calc R . . C42 C 0.09818(15) 0.08288(10) 0.50001(12) 0.0317(4) Uani 1 1 d . . . H42 H 0.0719 0.114 0.5382 0.038 Uiso 1 1 calc R . . C43 C 0.19337(15) 0.05119(10) 0.51840(12) 0.0314(4) Uani 1 1 d . . . C44 C 0.23229(15) 0.00659(10) 0.45922(13) 0.0322(4) Uani 1 1 d . . . H44 H 0.2968 -0.0139 0.4696 0.039 Uiso 1 1 calc R . . C45 C 0.17702(14) -0.00778(10) 0.38541(12) 0.0293(4) Uani 1 1 d . . . H45 H 0.2038 -0.038 0.3466 0.035 Uiso 1 1 calc R . . C46 C 0.25244(18) 0.06403(13) 0.60039(15) 0.0482(6) Uani 1 1 d . . . H46A H 0.2494 0.1139 0.6142 0.072 Uiso 1 1 calc R . . H46B H 0.3228 0.0501 0.5965 0.072 Uiso 1 1 calc R . . H46C H 0.2227 0.0363 0.6426 0.072 Uiso 1 1 calc R . . N1 N 0.05097(10) 0.29454(7) 0.18679(8) 0.0165(3) Uani 1 1 d . . . N2 N -0.06335(10) 0.29351(7) 0.28746(9) 0.0172(3) Uani 1 1 d . . . N3 N -0.06754(12) 0.00807(7) 0.17926(9) 0.0254(3) Uani 1 1 d . . . N4 N 0.02159(12) 0.00450(7) 0.29515(10) 0.0251(3) Uani 1 1 d . . . O1 O 0.12989(9) 0.39781(6) 0.14887(8) 0.0270(3) Uani 1 1 d . . . O2 O -0.14291(10) 0.39602(6) 0.32753(8) 0.0289(3) Uani 1 1 d . . . Cu1 Cu -0.007126(15) 0.152725(10) 0.235895(13) 0.01902(7) Uani 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 C1 0.0131(8) 0.0175(8) 0.0157(8) 0.0011(6) 0.0018(6) 0.0006(6) C2 0.0217(9) 0.0145(8) 0.0185(9) 0.0025(6) -0.0009(7) -0.0033(6) C3 0.0243(9) 0.0136(8) 0.0225(9) 0.0008(7) 0.0013(7) 0.0008(7) C4 0.0228(9) 0.0163(8) 0.0206(9) -0.0004(7) 0.0012(7) 0.0041(7) C5 0.0396(11) 0.0157(9) 0.0400(12) 0.0004(8) 0.0046(9) 0.0007(8) C6 0.0170(8) 0.0161(8) 0.0182(9) -0.0007(6) 0.0071(6) -0.0036(6) C7 0.0193(8) 0.0197(9) 0.0231(10) 0.0029(7) 0.0079(7) -0.0014(7) C8 0.0212(9) 0.0224(9) 0.0336(11) 0.0006(7) 0.0105(8) 0.0030(7) C9 0.0279(10) 0.0231(9) 0.0287(11) -0.0079(7) 0.0132(8) -0.0047(7) C10 0.0254(9) 0.0268(9) 0.0197(9) -0.0027(7) 0.0048(7) -0.0074(7) C11 0.0175(8) 0.0212(9) 0.0205(9) -0.0002(7) 0.0055(7) -0.0051(7) C12 0.0241(9) 0.0332(10) 0.0232(10) 0.0050(8) 0.0047(7) 0.0065(8) C13 0.0561(14) 0.0523(14) 0.0281(12) 0.0012(10) -0.0074(10) -0.0204(11) C14 0.0569(15) 0.0422(13) 0.0591(17) 0.0197(12) -0.0221(13) -0.0016(11) C15 0.0208(9) 0.0293(10) 0.0219(10) -0.0008(7) 0.0004(7) 0.0003(7) C16 0.0340(11) 0.0408(12) 0.0478(14) 0.0160(10) 0.0058(10) 0.0057(9) C17 0.0246(10) 0.0412(12) 0.0568(15) 0.0000(10) -0.0042(10) -0.0021(9) C18 0.0186(8) 0.0152(8) 0.0208(9) 0.0019(6) 0.0097(7) 0.0043(6) C19 0.0192(8) 0.0202(9) 0.0226(10) -0.0003(7) 0.0064(7) 0.0060(7) C20 0.0278(9) 0.0266(9) 0.0190(9) 0.0035(7) 0.0070(7) 0.0072(7) C21 0.0324(10) 0.0210(9) 0.0293(11) 0.0079(7) 0.0159(8) 0.0056(8) C22 0.0246(9) 0.0194(9) 0.0336(11) 0.0002(7) 0.0135(8) -0.0015(7) C23 0.0209(9) 0.0168(8) 0.0241(10) -0.0023(7) 0.0081(7) 0.0030(7) C24 0.0222(9) 0.0302(10) 0.0234(10) 0.0017(8) 0.0014(7) 0.0003(7) C25 0.0385(12) 0.0421(12) 0.0488(14) -0.0163(10) 0.0112(10) -0.0094(10) C26 0.0271(11) 0.0444(13) 0.0544(15) 0.0039(11) -0.0053(10) 0.0029(9) C27 0.0236(9) 0.0259(9) 0.0248(10) -0.0041(7) 0.0063(7) -0.0024(7) C28 0.0461(12) 0.0370(12) 0.0331(12) 0.0006(9) -0.0054(9) 0.0086(10) C29 0.0423(12) 0.0353(12) 0.0459(14) -0.0095(10) -0.0039(10) -0.0074(9) C30 0.0233(9) 0.0169(8) 0.0246(9) 0.0001(7) 0.0079(7) 0.0015(7) C31 0.0620(14) 0.0147(9) 0.0311(12) -0.0003(8) 0.0068(10) -0.0068(9) C32 0.0598(14) 0.0127(9) 0.0349(12) 0.0027(8) 0.0091(10) -0.0002(8) C33 0.0316(10) 0.0156(8) 0.0245(10) -0.0024(7) 0.0071(7) -0.0025(7) C34 0.0269(10) 0.0247(9) 0.0290(11) -0.0012(8) 0.0042(8) -0.0058(7) C35 0.0333(10) 0.0286(10) 0.0279(11) 0.0035(8) 0.0074(8) -0.0050(8) C36 0.0352(11) 0.0271(10) 0.0307(11) -0.0035(8) 0.0008(8) 0.0013(8) C37 0.0265(10) 0.0262(10) 0.0416(12) -0.0072(8) 0.0024(8) -0.0043(8) C38 0.0338(10) 0.0198(9) 0.0366(12) -0.0041(8) 0.0136(8) -0.0066(8) C39 0.0528(14) 0.0570(15) 0.0378(14) 0.0024(11) -0.0088(11) -0.0026(12) C40 0.0311(10) 0.0166(8) 0.0250(10) 0.0050(7) 0.0060(7) 0.0008(7) C41 0.0276(10) 0.0255(9) 0.0305(11) 0.0007(8) 0.0042(8) 0.0078(8) C42 0.0370(11) 0.0283(10) 0.0305(11) -0.0035(8) 0.0061(8) 0.0052(8) C43 0.0333(11) 0.0286(10) 0.0323(11) 0.0052(8) 0.0016(8) -0.0014(8) C44 0.0272(10) 0.0276(10) 0.0422(12) 0.0093(9) 0.0057(9) 0.0056(8) C45 0.0349(11) 0.0209(9) 0.0333(11) 0.0039(8) 0.0112(8) 0.0084(8) C46 0.0476(14) 0.0546(14) 0.0410(14) 0.0001(11) -0.0084(11) 0.0009(11) N1 0.0178(7) 0.0153(7) 0.0167(7) -0.0003(5) 0.0049(5) 0.0000(5) N2 0.0189(7) 0.0150(7) 0.0185(8) 0.0006(5) 0.0062(5) 0.0011(5) N3 0.0371(9) 0.0147(7) 0.0252(9) -0.0001(6) 0.0073(7) -0.0035(6) N4 0.0359(9) 0.0144(7) 0.0257(8) 0.0006(6) 0.0072(6) 0.0026(6) O1 0.0295(7) 0.0212(6) 0.0313(8) 0.0025(5) 0.0096(6) -0.0082(5) O2 0.0323(7) 0.0212(6) 0.0347(8) -0.0018(5) 0.0134(6) 0.0079(5) Cu1 0.02233(12) 0.01225(11) 0.02295(12) 0.00035(8) 0.00500(8) 0.00026(8) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N2 1.347(2) . ? C1 N1 1.348(2) . ? C1 Cu1 1.9247(16) . ? C2 O1 1.238(2) . ? C2 C3 1.401(2) . ? C2 N1 1.449(2) . ? C3 C4 1.401(2) . ? C3 C5 1.504(2) . ? C4 O2 1.238(2) . ? C4 N2 1.452(2) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 C11 1.399(2) . ? C6 C7 1.403(2) . ? C6 N1 1.450(2) . ? C7 C8 1.395(2) . ? C7 C12 1.522(3) . ? C8 C9 1.377(3) . ? C8 H8 0.93 . ? C9 C10 1.381(3) . ? C9 H9 0.93 . ? C10 C11 1.394(2) . ? C10 H10 0.93 . ? C11 C15 1.521(2) . ? C12 C14 1.518(3) . ? C12 C13 1.524(3) . ? C12 H12 0.98 . ? C13 H13A 0.96 . ? C13 H13B 0.96 . ? C13 H13C 0.96 . ? C14 H14A 0.96 . ? C14 H14B 0.96 . ? C14 H14C 0.96 . ? C15 C17 1.521(3) . ? C15 C16 1.526(3) . ? C15 H15 0.98 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C18 C19 1.399(2) . ? C18 C23 1.406(2) . ? C18 N2 1.451(2) . ? C19 C20 1.393(2) . ? C19 C24 1.522(2) . ? C20 C21 1.380(3) . ? C20 H20 0.93 . ? C21 C22 1.381(3) . ? C21 H21 0.93 . ? C22 C23 1.397(2) . ? C22 H22 0.93 . ? C23 C27 1.521(3) . ? C24 C26 1.520(3) . ? C24 C25 1.526(3) . ? C24 H24 0.98 . ? C25 H25A 0.96 . ? C25 H25B 0.96 . ? C25 H25C 0.96 . ? C26 H26A 0.96 . ? C26 H26B 0.96 . ? C26 H26C 0.96 . ? C27 C29 1.523(3) . ? C27 C28 1.529(3) . ? C27 H27 0.98 . ? C28 H28A 0.96 . ? C28 H28B 0.96 . ? C28 H28C 0.96 . ? C29 H29A 0.96 . ? C29 H29B 0.96 . ? C29 H29C 0.96 . ? C30 N4 1.359(2) . ? C30 N3 1.365(2) . ? C30 Cu1 1.9053(17) . ? C31 C32 1.335(3) . ? C31 N3 1.385(2) . ? C31 H31 0.93 . ? C32 N4 1.386(2) . ? C32 H32 0.93 . ? C33 C34 1.385(2) . ? C33 C38 1.386(3) . ? C33 N3 1.437(2) . ? C34 C35 1.381(3) . ? C34 H34 0.93 . ? C35 C36 1.389(3) . ? C35 H35 0.93 . ? C36 C37 1.389(3) . ? C36 C39 1.507(3) . ? C37 C38 1.383(3) . ? C37 H37 0.93 . ? C38 H38 0.93 . ? C39 H39A 0.96 . ? C39 H39B 0.96 . ? C39 H39C 0.96 . ? C40 C45 1.382(3) . ? C40 C41 1.386(3) . ? C40 N4 1.437(2) . ? C41 C42 1.382(3) . ? C41 H41 0.93 . ? C42 C43 1.390(3) . ? C42 H42 0.93 . ? C43 C44 1.391(3) . ? C43 C46 1.509(3) . ? C44 C45 1.380(3) . ? C44 H44 0.93 . ? C45 H45 0.93 . ? C46 H46A 0.96 . ? C46 H46B 0.96 . ? C46 H46C 0.96 . ? 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 N2 C1 N1 115.59(14) . . ? N2 C1 Cu1 121.78(11) . . ? N1 C1 Cu1 122.63(11) . . ? O1 C2 C3 127.92(15) . . ? O1 C2 N1 116.82(15) . . ? C3 C2 N1 115.22(14) . . ? C4 C3 C2 122.10(15) . . ? C4 C3 C5 118.95(15) . . ? C2 C3 C5 118.95(15) . . ? O2 C4 C3 128.10(16) . . ? O2 C4 N2 116.84(15) . . ? C3 C4 N2 115.01(14) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C11 C6 C7 122.61(15) . . ? C11 C6 N1 117.47(14) . . ? C7 C6 N1 119.87(14) . . ? C8 C7 C6 117.03(16) . . ? C8 C7 C12 120.51(15) . . ? C6 C7 C12 122.29(15) . . ? C9 C8 C7 121.60(16) . . ? C9 C8 H8 119.2 . . ? C7 C8 H8 119.2 . . ? C8 C9 C10 119.98(16) . . ? C8 C9 H9 120 . . ? C10 C9 H9 120 . . ? C9 C10 C11 121.27(17) . . ? C9 C10 H10 119.4 . . ? C11 C10 H10 119.4 . . ? C10 C11 C6 117.41(15) . . ? C10 C11 C15 120.30(16) . . ? C6 C11 C15 122.28(15) . . ? C14 C12 C7 113.39(17) . . ? C14 C12 C13 110.53(17) . . ? C7 C12 C13 109.33(15) . . ? C14 C12 H12 107.8 . . ? C7 C12 H12 107.8 . . ? C13 C12 H12 107.8 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C17 C15 C11 111.75(15) . . ? C17 C15 C16 111.18(17) . . ? C11 C15 C16 111.78(15) . . ? C17 C15 H15 107.3 . . ? C11 C15 H15 107.3 . . ? C16 C15 H15 107.3 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 C23 122.49(15) . . ? C19 C18 N2 117.37(14) . . ? C23 C18 N2 120.08(15) . . ? C20 C19 C18 117.48(16) . . ? C20 C19 C24 119.99(16) . . ? C18 C19 C24 122.52(15) . . ? C21 C20 C19 121.48(17) . . ? C21 C20 H20 119.3 . . ? C19 C20 H20 119.3 . . ? C20 C21 C22 119.90(16) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C21 C22 C23 121.43(17) . . ? C21 C22 H22 119.3 . . ? C23 C22 H22 119.3 . . ? C22 C23 C18 117.18(16) . . ? C22 C23 C27 121.12(16) . . ? C18 C23 C27 121.57(15) . . ? C26 C24 C19 111.71(15) . . ? C26 C24 C25 111.36(17) . . ? C19 C24 C25 111.14(15) . . ? C26 C24 H24 107.5 . . ? C19 C24 H24 107.5 . . ? C25 C24 H24 107.5 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C23 C27 C29 113.79(16) . . ? C23 C27 C28 109.06(15) . . ? C29 C27 C28 110.46(17) . . ? C23 C27 H27 107.8 . . ? C29 C27 H27 107.8 . . ? C28 C27 H27 107.8 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C27 C29 H29A 109.5 . . ? C27 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C27 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N4 C30 N3 103.61(14) . . ? N4 C30 Cu1 128.42(13) . . ? N3 C30 Cu1 127.85(13) . . ? C32 C31 N3 106.95(16) . . ? C32 C31 H31 126.5 . . ? N3 C31 H31 126.5 . . ? C31 C32 N4 106.90(16) . . ? C31 C32 H32 126.6 . . ? N4 C32 H32 126.6 . . ? C34 C33 C38 120.96(18) . . ? C34 C33 N3 119.78(16) . . ? C38 C33 N3 119.11(16) . . ? C35 C34 C33 118.72(17) . . ? C35 C34 H34 120.6 . . ? C33 C34 H34 120.6 . . ? C34 C35 C36 121.95(17) . . ? C34 C35 H35 119 . . ? C36 C35 H35 119 . . ? C37 C36 C35 117.77(18) . . ? C37 C36 C39 121.16(18) . . ? C35 C36 C39 121.06(18) . . ? C38 C37 C36 121.63(18) . . ? C38 C37 H37 119.2 . . ? C36 C37 H37 119.2 . . ? C37 C38 C33 118.92(17) . . ? C37 C38 H38 120.5 . . ? C33 C38 H38 120.5 . . ? C36 C39 H39A 109.5 . . ? C36 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C36 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C45 C40 C41 120.89(17) . . ? C45 C40 N4 119.02(16) . . ? C41 C40 N4 120.04(16) . . ? C42 C41 C40 118.78(17) . . ? C42 C41 H41 120.6 . . ? C40 C41 H41 120.6 . . ? C41 C42 C43 121.68(18) . . ? C41 C42 H42 119.2 . . ? C43 C42 H42 119.2 . . ? C42 C43 C44 118.01(18) . . ? C42 C43 C46 121.16(19) . . ? C44 C43 C46 120.83(18) . . ? C45 C44 C43 121.27(17) . . ? C45 C44 H44 119.4 . . ? C43 C44 H44 119.4 . . ? C44 C45 C40 119.33(17) . . ? C44 C45 H45 120.3 . . ? C40 C45 H45 120.3 . . ? C43 C46 H46A 109.5 . . ? C43 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C43 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C1 N1 C2 125.07(13) . . ? C1 N1 C6 116.79(13) . . ? C2 N1 C6 118.06(13) . . ? C1 N2 C18 116.92(13) . . ? C1 N2 C4 125.18(13) . . ? C18 N2 C4 117.70(13) . . ? C30 N3 C31 111.20(16) . . ? C30 N3 C33 126.35(14) . . ? C31 N3 C33 122.27(15) . . ? C30 N4 C32 111.33(16) . . ? C30 N4 C40 125.81(15) . . ? C32 N4 C40 122.85(15) . . ? C30 Cu1 C1 176.90(7) . . ? data_3be _database_code_depnum_ccdc_archive 'CCDC 912475' #TrackingRef 'web_deposit_cif_file_0_NoelLugan_1353865896.cifs_final.cif' _audit_creation_date 2011-09-23T13:25:42-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C50 H61 Cu N4 O2' _chemical_formula_sum 'C50 H61 Cu N4 O2' _chemical_formula_weight 813.57 _chemical_compound_source 'synthesis as described' #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _space_group_crystal_system Monoclinic _space_group_name_H-M_alt 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc ' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.788(5) _cell_length_b 20.896(5) _cell_length_c 19.782(5) _cell_angle_alpha 90 _cell_angle_beta 102.379(5) _cell_angle_gamma 90 _cell_volume 4356(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_theta_min 2.22 _cell_measurement_reflns_used 9385 _cell_measurement_theta_max 29.75 _cell_measurement_wavelength 0.71073 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.1 _exptl_crystal_density_diffrn 1.241 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1736 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 0.545 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; 'SADABS, Sheldrick, Bruker, 2000' ; _exptl_absorpt_correction_T_min 0.6781 _exptl_absorpt_correction_T_max 0.7460 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_measurement_device_type 'Bruker APEX II' _diffrn_measurement_method 'phi and omega scans' _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_unetI/netI 0.024 _diffrn_reflns_number 62064 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.16 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _reflns_number_total 8843 _reflns_number_gt 7579 _reflns_threshold_expression >2\s(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom #----------------------------------------------------------------------------# # 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^ > 2\s(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^)+(0.0565P)^2^+6.1414P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_hydrogen_treatment riding _refine_ls_extinction_method none _refine_ls_number_reflns 8843 _refine_ls_number_parameters 529 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.1203 _refine_ls_wR_factor_gt 0.1135 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.878 _refine_diff_density_min -0.473 _refine_diff_density_rms 0.072 #----------------------------------------------------------------------------# # 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' 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 C1 C 0.2230(2) -0.02585(10) 0.26710(10) 0.0140(4) Uani 1 1 d . . . C2 C 0.1968(2) 0.09119(10) 0.28465(12) 0.0176(4) Uani 1 1 d . . . C3 C 0.0818(2) 0.07881(10) 0.30437(11) 0.0171(4) Uani 1 1 d . . . C4 C 0.0326(2) 0.01651(10) 0.30450(11) 0.0167(4) Uani 1 1 d . . . C5 C 0.0052(2) 0.13261(11) 0.32477(13) 0.0239(5) Uani 1 1 d . . . H5A H 0.0578 0.1699 0.3353 0.036 Uiso 1 1 calc R . . H5B H -0.0261 0.1204 0.3648 0.036 Uiso 1 1 calc R . . H5C H -0.065 0.142 0.2873 0.036 Uiso 1 1 calc R . . C6 C 0.3993(2) -0.16849(10) 0.20719(11) 0.0165(4) Uani 1 1 d . . . C7 C 0.5285(2) -0.25525(11) 0.21006(12) 0.0254(5) Uani 1 1 d . . . H7 H 0.5874 -0.287 0.2271 0.031 Uiso 1 1 calc R . . C8 C 0.4692(2) -0.24643(12) 0.14411(13) 0.0265(5) Uani 1 1 d . . . H8 H 0.4785 -0.2711 0.1064 0.032 Uiso 1 1 calc R . . C11 C 0.38466(19) 0.04625(10) 0.24826(12) 0.0160(4) Uani 1 1 d . . . C12 C 0.3809(2) 0.06577(11) 0.18057(12) 0.0201(5) Uani 1 1 d . . . C13 C 0.4962(2) 0.07430(12) 0.16042(14) 0.0274(5) Uani 1 1 d . . . H13 H 0.4966 0.0875 0.1156 0.033 Uiso 1 1 calc R . . C14 C 0.6095(2) 0.06330(13) 0.20663(15) 0.0310(6) Uani 1 1 d . . . H14 H 0.6856 0.0679 0.1922 0.037 Uiso 1 1 calc R . . C15 C 0.6114(2) 0.04567(12) 0.27378(14) 0.0283(5) Uani 1 1 d . . . H15 H 0.6889 0.039 0.3042 0.034 Uiso 1 1 calc R . . C16 C 0.4990(2) 0.03759(10) 0.29710(12) 0.0210(5) Uani 1 1 d . . . C21 C 0.05947(19) -0.09788(9) 0.28313(11) 0.0140(4) Uani 1 1 d . . . C22 C -0.0135(2) -0.12056(11) 0.22052(11) 0.0174(4) Uani 1 1 d . . . C23 C -0.0559(2) -0.18354(11) 0.21871(12) 0.0204(5) Uani 1 1 d . . . H23 H -0.1005 -0.2006 0.1772 0.024 Uiso 1 1 calc R . . C24 C -0.0329(2) -0.22141(11) 0.27793(13) 0.0233(5) Uani 1 1 d . . . H24 H -0.0618 -0.2634 0.276 0.028 Uiso 1 1 calc R . . C25 C 0.0336(2) -0.19594(11) 0.33981(13) 0.0240(5) Uani 1 1 d . . . H25 H 0.0471 -0.221 0.3795 0.029 Uiso 1 1 calc R . . C26 C 0.0806(2) -0.13372(10) 0.34400(12) 0.0189(4) Uani 1 1 d . . . C31 C 0.5329(2) -0.20254(10) 0.32167(11) 0.0168(4) Uani 1 1 d . . . C32 C 0.6452(2) -0.16838(11) 0.34487(12) 0.0204(5) Uani 1 1 d . . . C33 C 0.7009(2) -0.17240(12) 0.41482(13) 0.0245(5) Uani 1 1 d . . . H33 H 0.7757 -0.1501 0.4317 0.029 Uiso 1 1 calc R . . C34 C 0.6482(2) -0.20886(12) 0.46059(12) 0.0247(5) Uani 1 1 d . . . C35 C 0.5325(2) -0.23906(11) 0.43556(12) 0.0242(5) Uani 1 1 d . . . H35 H 0.4939 -0.2611 0.4663 0.029 Uiso 1 1 calc R . . C36 C 0.4731(2) -0.23718(10) 0.36588(12) 0.0196(4) Uani 1 1 d . . . C37 C 0.7020(2) -0.12911(13) 0.29550(14) 0.0292(5) Uani 1 1 d . . . H37A H 0.7798 -0.1101 0.3199 0.044 Uiso 1 1 calc R . . H37B H 0.6436 -0.096 0.2758 0.044 Uiso 1 1 calc R . . H37C H 0.719 -0.1561 0.2593 0.044 Uiso 1 1 calc R . . C38 C 0.7179(3) -0.21633(15) 0.53495(13) 0.0380(7) Uani 1 1 d . . . H38A H 0.7296 -0.175 0.5567 0.057 Uiso 1 1 calc R . . H38B H 0.7991 -0.2357 0.5364 0.057 Uiso 1 1 calc R . . H38C H 0.6692 -0.243 0.5591 0.057 Uiso 1 1 calc R . . C39 C 0.3495(2) -0.27081(12) 0.33853(13) 0.0293(5) Uani 1 1 d . . . H39A H 0.2858 -0.2399 0.3192 0.044 Uiso 1 1 calc R . . H39B H 0.3238 -0.2933 0.3756 0.044 Uiso 1 1 calc R . . H39C H 0.3598 -0.3007 0.3033 0.044 Uiso 1 1 calc R . . C41 C 0.3117(2) -0.17192(10) 0.07848(11) 0.0167(4) Uani 1 1 d . . . C42 C 0.3573(2) -0.12456(11) 0.04028(12) 0.0189(4) Uani 1 1 d . . . C43 C 0.2825(2) -0.10794(11) -0.02356(12) 0.0198(5) Uani 1 1 d . . . H43 H 0.3109 -0.0763 -0.0496 0.024 Uiso 1 1 calc R . . C44 C 0.1662(2) -0.13740(11) -0.04964(11) 0.0198(5) Uani 1 1 d . . . C45 C 0.1259(2) -0.18486(11) -0.01028(12) 0.0200(4) Uani 1 1 d . . . H45 H 0.049 -0.2052 -0.0275 0.024 Uiso 1 1 calc R . . C46 C 0.1968(2) -0.20312(10) 0.05421(11) 0.0194(4) Uani 1 1 d . . . C47 C 0.4841(2) -0.09342(13) 0.06706(14) 0.0297(6) Uani 1 1 d . . . H47A H 0.5014 -0.0636 0.0334 0.045 Uiso 1 1 calc R . . H47B H 0.5491 -0.1256 0.0755 0.045 Uiso 1 1 calc R . . H47C H 0.4827 -0.0712 0.1094 0.045 Uiso 1 1 calc R . . C48 C 0.0877(2) -0.11863(13) -0.11937(12) 0.0276(5) Uani 1 1 d . . . H48A H 0.064 -0.0744 -0.1185 0.041 Uiso 1 1 calc R . . H48B H 0.0126 -0.1446 -0.1299 0.041 Uiso 1 1 calc R . . H48C H 0.1364 -0.1249 -0.1541 0.041 Uiso 1 1 calc R . . C49 C 0.1503(3) -0.25419(12) 0.09638(13) 0.0275(5) Uani 1 1 d . . . H49A H 0.2079 -0.2898 0.1024 0.041 Uiso 1 1 calc R . . H49B H 0.0676 -0.2682 0.0728 0.041 Uiso 1 1 calc R . . H49C H 0.1457 -0.2371 0.1408 0.041 Uiso 1 1 calc R . . C121 C 0.2561(2) 0.07602(11) 0.12898(12) 0.0227(5) Uani 1 1 d . . . H121 H 0.1878 0.0747 0.1546 0.027 Uiso 1 1 calc R . . C122 C 0.2331(3) 0.02212(14) 0.07592(15) 0.0405(7) Uani 1 1 d . . . H12A H 0.2948 0.0245 0.0475 0.061 Uiso 1 1 calc R . . H12B H 0.1495 0.0262 0.0474 0.061 Uiso 1 1 calc R . . H12C H 0.2405 -0.0183 0.0994 0.061 Uiso 1 1 calc R . . C123 C 0.2509(3) 0.14114(13) 0.09357(15) 0.0354(6) Uani 1 1 d . . . H12D H 0.265 0.1743 0.128 0.053 Uiso 1 1 calc R . . H12E H 0.169 0.1469 0.0636 0.053 Uiso 1 1 calc R . . H12F H 0.3154 0.1433 0.0669 0.053 Uiso 1 1 calc R . . C161 C 0.4995(3) 0.02308(14) 0.37253(14) 0.0345(6) Uani 1 1 d . . . H161 H 0.4348 -0.0095 0.374 0.041 Uiso 1 1 calc R . . C162 C 0.6276(4) -0.00204(16) 0.41282(16) 0.0524(9) Uani 1 1 d . . . H16A H 0.6504 -0.0397 0.3906 0.079 Uiso 1 1 calc R . . H16B H 0.6214 -0.0123 0.4593 0.079 Uiso 1 1 calc R . . H16C H 0.6914 0.0302 0.4139 0.079 Uiso 1 1 calc R . . C163 C 0.4661(4) 0.0832(2) 0.40909(17) 0.0668(12) Uani 1 1 d . . . H16D H 0.5277 0.116 0.4072 0.1 Uiso 1 1 calc R . . H16E H 0.4664 0.0733 0.4565 0.1 Uiso 1 1 calc R . . H16F H 0.3834 0.098 0.3864 0.1 Uiso 1 1 calc R . . C221 C -0.0523(2) -0.07654(11) 0.15818(12) 0.0208(5) Uani 1 1 d . . . H221 H -0.0117 -0.0349 0.1703 0.025 Uiso 1 1 calc R . . C222 C -0.0074(3) -0.10200(15) 0.09573(14) 0.0388(7) Uani 1 1 d . . . H22A H 0.0827 -0.1088 0.1078 0.058 Uiso 1 1 calc R . . H22B H -0.027 -0.0715 0.0586 0.058 Uiso 1 1 calc R . . H22C H -0.0494 -0.1417 0.0813 0.058 Uiso 1 1 calc R . . C223 C -0.1949(3) -0.06623(15) 0.14109(17) 0.0416(7) Uani 1 1 d . . . H22D H -0.2171 -0.0374 0.1026 0.062 Uiso 1 1 calc R . . H22E H -0.221 -0.0483 0.1805 0.062 Uiso 1 1 calc R . . H22F H -0.237 -0.1065 0.1293 0.062 Uiso 1 1 calc R . . C261 C 0.1469(2) -0.10530(11) 0.41336(12) 0.0233(5) Uani 1 1 d . . . H261 H 0.1743 -0.0619 0.4047 0.028 Uiso 1 1 calc R . . C262 C 0.2640(3) -0.14318(14) 0.44628(15) 0.0364(6) Uani 1 1 d . . . H26A H 0.2407 -0.1868 0.4525 0.055 Uiso 1 1 calc R . . H26B H 0.3017 -0.1248 0.4904 0.055 Uiso 1 1 calc R . . H26C H 0.324 -0.1419 0.4168 0.055 Uiso 1 1 calc R . . C263 C 0.0534(3) -0.09985(14) 0.46251(14) 0.0344(6) Uani 1 1 d . . . H26D H -0.0175 -0.0737 0.4413 0.052 Uiso 1 1 calc R . . H26E H 0.0959 -0.0807 0.5054 0.052 Uiso 1 1 calc R . . H26F H 0.0239 -0.1417 0.4713 0.052 Uiso 1 1 calc R . . N1 N 0.26504(16) 0.03527(8) 0.26883(9) 0.0146(4) Uani 1 1 d . . . N2 N 0.11006(16) -0.03365(8) 0.28509(9) 0.0134(3) Uani 1 1 d . . . N3 N 0.48492(18) -0.20766(9) 0.24800(9) 0.0178(4) Uani 1 1 d . . . N4 N 0.39104(18) -0.19338(9) 0.14276(9) 0.0192(4) Uani 1 1 d . . . O1 O 0.24459(16) 0.14421(7) 0.27903(9) 0.0260(4) Uani 1 1 d . . . O2 O -0.06957(15) 0.00068(8) 0.31837(9) 0.0244(4) Uani 1 1 d . . . Cu1 Cu 0.31273(2) -0.097006(12) 0.237093(13) 0.01343(9) Uani 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 C1 0.0120(9) 0.0139(10) 0.0153(10) 0.0012(8) 0.0010(8) 0.0004(8) C2 0.0199(11) 0.0121(10) 0.0218(11) -0.0017(8) 0.0064(8) 0.0000(8) C3 0.0176(11) 0.0124(10) 0.0226(11) -0.0004(8) 0.0072(9) 0.0012(8) C4 0.0164(10) 0.0135(10) 0.0208(11) -0.0003(8) 0.0053(8) 0.0023(8) C5 0.0276(12) 0.0143(11) 0.0332(13) -0.0031(9) 0.0138(10) 0.0013(9) C6 0.0149(10) 0.0149(10) 0.0201(11) 0.0030(8) 0.0046(8) 0.0022(8) C7 0.0291(13) 0.0202(11) 0.0275(12) 0.0012(9) 0.0073(10) 0.0162(10) C8 0.0331(14) 0.0214(12) 0.0259(12) -0.0020(9) 0.0081(10) 0.0149(10) C11 0.0106(10) 0.0122(9) 0.0267(11) -0.0005(8) 0.0070(8) -0.0011(8) C12 0.0179(11) 0.0174(11) 0.0256(12) 0.0019(9) 0.0063(9) 0.0002(9) C13 0.0244(12) 0.0286(13) 0.0326(13) 0.0067(10) 0.0136(10) -0.0002(10) C14 0.0172(12) 0.0294(13) 0.0500(16) 0.0064(12) 0.0151(11) 0.0025(10) C15 0.0127(11) 0.0216(12) 0.0477(15) 0.0058(11) 0.0002(10) 0.0006(9) C16 0.0164(11) 0.0138(10) 0.0310(12) 0.0027(9) 0.0014(9) -0.0020(8) C21 0.0118(9) 0.0091(9) 0.0216(10) -0.0008(8) 0.0049(8) -0.0012(8) C22 0.0148(10) 0.0162(10) 0.0221(11) -0.0009(8) 0.0059(8) -0.0006(8) C23 0.0187(11) 0.0185(11) 0.0234(11) -0.0050(9) 0.0031(9) -0.0031(9) C24 0.0242(12) 0.0115(10) 0.0330(13) -0.0003(9) 0.0037(10) -0.0029(9) C25 0.0241(12) 0.0179(11) 0.0277(12) 0.0065(9) 0.0005(10) -0.0026(9) C26 0.0170(10) 0.0147(10) 0.0239(11) 0.0011(8) 0.0019(9) -0.0011(8) C31 0.0148(10) 0.0151(10) 0.0207(11) 0.0017(8) 0.0044(8) 0.0062(8) C32 0.0158(11) 0.0182(11) 0.0283(12) 0.0015(9) 0.0074(9) 0.0059(9) C33 0.0170(11) 0.0243(12) 0.0313(13) -0.0034(10) 0.0030(9) 0.0029(9) C34 0.0231(12) 0.0279(12) 0.0220(11) -0.0014(10) 0.0026(9) 0.0116(10) C35 0.0264(12) 0.0239(12) 0.0240(12) 0.0068(9) 0.0094(10) 0.0084(10) C36 0.0189(11) 0.0153(10) 0.0251(11) 0.0031(9) 0.0060(9) 0.0045(9) C37 0.0224(12) 0.0307(13) 0.0364(14) 0.0050(11) 0.0110(10) -0.0029(10) C38 0.0371(16) 0.0492(17) 0.0247(13) -0.0007(12) 0.0001(11) 0.0101(13) C39 0.0296(14) 0.0262(13) 0.0319(13) 0.0055(10) 0.0062(11) -0.0046(10) C41 0.0188(11) 0.0154(10) 0.0160(10) -0.0010(8) 0.0040(8) 0.0059(8) C42 0.0155(10) 0.0186(11) 0.0231(11) -0.0014(9) 0.0051(9) 0.0024(9) C43 0.0211(11) 0.0185(11) 0.0215(11) 0.0025(8) 0.0081(9) 0.0021(9) C44 0.0194(11) 0.0211(11) 0.0193(11) -0.0019(9) 0.0052(9) 0.0054(9) C45 0.0189(11) 0.0195(11) 0.0220(11) -0.0051(9) 0.0050(9) -0.0020(9) C46 0.0225(11) 0.0156(10) 0.0222(11) -0.0019(9) 0.0095(9) 0.0017(9) C47 0.0210(12) 0.0327(14) 0.0329(14) 0.0054(11) 0.0004(10) -0.0044(10) C48 0.0216(12) 0.0360(14) 0.0238(12) 0.0046(10) 0.0017(10) 0.0032(10) C49 0.0325(14) 0.0216(12) 0.0297(13) 0.0035(10) 0.0096(11) -0.0033(10) C121 0.0213(12) 0.0241(12) 0.0229(11) 0.0055(9) 0.0050(9) -0.0006(9) C122 0.0459(17) 0.0355(15) 0.0334(15) -0.0009(12) -0.0062(12) 0.0038(13) C123 0.0281(14) 0.0303(14) 0.0454(16) 0.0143(12) 0.0024(12) 0.0007(11) C161 0.0309(14) 0.0396(15) 0.0284(13) 0.0073(11) -0.0037(11) -0.0162(12) C162 0.076(2) 0.0358(16) 0.0351(16) -0.0001(13) -0.0111(16) 0.0215(16) C163 0.055(2) 0.105(3) 0.0330(17) -0.0161(19) -0.0073(15) 0.033(2) C221 0.0190(11) 0.0198(11) 0.0233(11) -0.0009(9) 0.0037(9) -0.0023(9) C222 0.0446(17) 0.0461(17) 0.0269(14) 0.0050(12) 0.0102(12) 0.0146(14) C223 0.0252(14) 0.0431(17) 0.0587(19) 0.0254(15) 0.0137(13) 0.0122(12) C261 0.0231(12) 0.0215(11) 0.0226(11) 0.0017(9) -0.0014(9) -0.0064(9) C262 0.0305(14) 0.0352(15) 0.0376(15) -0.0044(12) -0.0058(11) 0.0010(12) C263 0.0324(14) 0.0429(16) 0.0268(13) -0.0033(11) 0.0036(11) -0.0082(12) N1 0.0123(8) 0.0116(8) 0.0212(9) 0.0005(7) 0.0064(7) -0.0011(7) N2 0.0122(8) 0.0088(8) 0.0195(9) -0.0004(7) 0.0041(7) -0.0003(7) N3 0.0181(9) 0.0160(9) 0.0198(9) 0.0014(7) 0.0052(7) 0.0071(7) N4 0.0218(10) 0.0173(9) 0.0189(9) 0.0003(7) 0.0052(7) 0.0080(8) O1 0.0275(9) 0.0120(8) 0.0423(10) -0.0012(7) 0.0157(8) -0.0040(7) O2 0.0174(8) 0.0171(8) 0.0424(10) -0.0012(7) 0.0144(7) -0.0002(6) Cu1 0.01263(14) 0.01048(14) 0.01750(14) 0.00006(9) 0.00396(10) 0.00226(9) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C1 N2 1.350(3) . ? C1 N1 1.353(3) . ? C1 Cu1 1.936(2) . ? C2 O1 1.237(3) . ? C2 C3 1.403(3) . ? C2 N1 1.450(3) . ? C3 C4 1.406(3) . ? C3 C5 1.500(3) . ? C4 O2 1.237(3) . ? C4 N2 1.443(3) . ? C5 H5A 0.96 . ? C5 H5B 0.96 . ? C5 H5C 0.96 . ? C6 N4 1.362(3) . ? C6 N3 1.362(3) . ? C6 Cu1 1.921(2) . ? C7 C8 1.337(3) . ? C7 N3 1.387(3) . ? C7 H7 0.93 . ? C8 N4 1.390(3) . ? C8 H8 0.93 . ? C11 C12 1.392(3) . ? C11 C16 1.406(3) . ? C11 N1 1.452(3) . ? C12 C13 1.397(3) . ? C12 C121 1.520(3) . ? C13 C14 1.380(4) . ? C13 H13 0.93 . ? C14 C15 1.374(4) . ? C14 H14 0.93 . ? C15 C16 1.397(3) . ? C15 H15 0.93 . ? C16 C161 1.522(4) . ? C21 C26 1.395(3) . ? C21 C22 1.400(3) . ? C21 N2 1.446(3) . ? C22 C23 1.391(3) . ? C22 C221 1.523(3) . ? C23 C24 1.391(3) . ? C23 H23 0.93 . ? C24 C25 1.386(3) . ? C24 H24 0.93 . ? C25 C26 1.392(3) . ? C25 H25 0.93 . ? C26 C261 1.525(3) . ? C31 C36 1.395(3) . ? C31 C32 1.396(3) . ? C31 N3 1.442(3) . ? C32 C33 1.388(3) . ? C32 C37 1.503(3) . ? C33 C34 1.394(4) . ? C33 H33 0.93 . ? C34 C35 1.391(4) . ? C34 C38 1.510(3) . ? C35 C36 1.391(3) . ? C35 H35 0.93 . ? C36 C39 1.502(3) . ? C37 H37A 0.96 . ? C37 H37B 0.96 . ? C37 H37C 0.96 . ? C38 H38A 0.96 . ? C38 H38B 0.96 . ? C38 H38C 0.96 . ? C39 H39A 0.96 . ? C39 H39B 0.96 . ? C39 H39C 0.96 . ? C41 C46 1.392(3) . ? C41 C42 1.397(3) . ? C41 N4 1.443(3) . ? C42 C43 1.389(3) . ? C42 C47 1.504(3) . ? C43 C44 1.394(3) . ? C43 H43 0.93 . ? C44 C45 1.387(3) . ? C44 C48 1.508(3) . ? C45 C46 1.393(3) . ? C45 H45 0.93 . ? C46 C49 1.506(3) . ? C47 H47A 0.96 . ? C47 H47B 0.96 . ? C47 H47C 0.96 . ? C48 H48A 0.96 . ? C48 H48B 0.96 . ? C48 H48C 0.96 . ? C49 H49A 0.96 . ? C49 H49B 0.96 . ? C49 H49C 0.96 . ? C121 C122 1.523(4) . ? C121 C123 1.526(3) . ? C121 H121 0.98 . ? C122 H12A 0.96 . ? C122 H12B 0.96 . ? C122 H12C 0.96 . ? C123 H12D 0.96 . ? C123 H12E 0.96 . ? C123 H12F 0.96 . ? C161 C163 1.531(5) . ? C161 C162 1.533(4) . ? C161 H161 0.98 . ? C162 H16A 0.96 . ? C162 H16B 0.96 . ? C162 H16C 0.96 . ? C163 H16D 0.96 . ? C163 H16E 0.96 . ? C163 H16F 0.96 . ? C221 C222 1.517(3) . ? C221 C223 1.519(3) . ? C221 H221 0.98 . ? C222 H22A 0.96 . ? C222 H22B 0.96 . ? C222 H22C 0.96 . ? C223 H22D 0.96 . ? C223 H22E 0.96 . ? C223 H22F 0.96 . ? C261 C262 1.515(4) . ? C261 C263 1.548(4) . ? C261 H261 0.98 . ? C262 H26A 0.96 . ? C262 H26B 0.96 . ? C262 H26C 0.96 . ? C263 H26D 0.96 . ? C263 H26E 0.96 . ? C263 H26F 0.96 . ? 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 N2 C1 N1 115.06(18) . . ? N2 C1 Cu1 121.80(15) . . ? N1 C1 Cu1 123.08(15) . . ? O1 C2 C3 126.9(2) . . ? O1 C2 N1 117.52(19) . . ? C3 C2 N1 115.56(18) . . ? C2 C3 C4 121.85(19) . . ? C2 C3 C5 120.49(19) . . ? C4 C3 C5 117.65(19) . . ? O2 C4 C3 127.0(2) . . ? O2 C4 N2 117.33(19) . . ? C3 C4 N2 115.62(19) . . ? C3 C5 H5A 109.5 . . ? C3 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C3 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N4 C6 N3 103.01(18) . . ? N4 C6 Cu1 130.29(16) . . ? N3 C6 Cu1 126.69(16) . . ? C8 C7 N3 106.4(2) . . ? C8 C7 H7 126.8 . . ? N3 C7 H7 126.8 . . ? C7 C8 N4 106.9(2) . . ? C7 C8 H8 126.6 . . ? N4 C8 H8 126.6 . . ? C12 C11 C16 122.6(2) . . ? C12 C11 N1 118.12(19) . . ? C16 C11 N1 119.3(2) . . ? C11 C12 C13 117.9(2) . . ? C11 C12 C121 121.8(2) . . ? C13 C12 C121 120.3(2) . . ? C14 C13 C12 120.4(2) . . ? C14 C13 H13 119.8 . . ? C12 C13 H13 119.8 . . ? C15 C14 C13 120.8(2) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 121.2(2) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C11 117.0(2) . . ? C15 C16 C161 121.8(2) . . ? C11 C16 C161 121.2(2) . . ? C26 C21 C22 122.61(19) . . ? C26 C21 N2 118.96(18) . . ? C22 C21 N2 118.37(18) . . ? C23 C22 C21 117.5(2) . . ? C23 C22 C221 121.2(2) . . ? C21 C22 C221 121.10(19) . . ? C24 C23 C22 121.2(2) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C25 C24 C23 119.4(2) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C24 C25 C26 121.6(2) . . ? C24 C25 H25 119.2 . . ? C26 C25 H25 119.2 . . ? C25 C26 C21 117.4(2) . . ? C25 C26 C261 120.8(2) . . ? C21 C26 C261 121.74(19) . . ? C36 C31 C32 123.0(2) . . ? C36 C31 N3 118.8(2) . . ? C32 C31 N3 117.91(19) . . ? C33 C32 C31 117.2(2) . . ? C33 C32 C37 122.1(2) . . ? C31 C32 C37 120.8(2) . . ? C32 C33 C34 122.1(2) . . ? C32 C33 H33 119 . . ? C34 C33 H33 119 . . ? C35 C34 C33 118.4(2) . . ? C35 C34 C38 121.4(2) . . ? C33 C34 C38 120.1(2) . . ? C36 C35 C34 121.9(2) . . ? C36 C35 H35 119.1 . . ? C34 C35 H35 119.1 . . ? C35 C36 C31 117.3(2) . . ? C35 C36 C39 122.0(2) . . ? C31 C36 C39 120.7(2) . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C34 C38 H38A 109.5 . . ? C34 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C34 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C36 C39 H39A 109.5 . . ? C36 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C36 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C46 C41 C42 122.4(2) . . ? C46 C41 N4 118.3(2) . . ? C42 C41 N4 119.0(2) . . ? C43 C42 C41 117.7(2) . . ? C43 C42 C47 121.3(2) . . ? C41 C42 C47 121.0(2) . . ? C42 C43 C44 121.8(2) . . ? C42 C43 H43 119.1 . . ? C44 C43 H43 119.1 . . ? C45 C44 C43 118.3(2) . . ? C45 C44 C48 121.2(2) . . ? C43 C44 C48 120.6(2) . . ? C44 C45 C46 122.2(2) . . ? C44 C45 H45 118.9 . . ? C46 C45 H45 118.9 . . ? C41 C46 C45 117.5(2) . . ? C41 C46 C49 121.3(2) . . ? C45 C46 C49 121.3(2) . . ? C42 C47 H47A 109.5 . . ? C42 C47 H47B 109.5 . . ? H47A C47 H47B 109.5 . . ? C42 C47 H47C 109.5 . . ? H47A C47 H47C 109.5 . . ? H47B C47 H47C 109.5 . . ? C44 C48 H48A 109.5 . . ? C44 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C44 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C46 C49 H49A 109.5 . . ? C46 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C46 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C12 C121 C122 110.4(2) . . ? C12 C121 C123 112.0(2) . . ? C122 C121 C123 111.0(2) . . ? C12 C121 H121 107.8 . . ? C122 C121 H121 107.8 . . ? C123 C121 H121 107.8 . . ? C121 C122 H12A 109.5 . . ? C121 C122 H12B 109.5 . . ? H12A C122 H12B 109.5 . . ? C121 C122 H12C 109.5 . . ? H12A C122 H12C 109.5 . . ? H12B C122 H12C 109.5 . . ? C121 C123 H12D 109.5 . . ? C121 C123 H12E 109.5 . . ? H12D C123 H12E 109.5 . . ? C121 C123 H12F 109.5 . . ? H12D C123 H12F 109.5 . . ? H12E C123 H12F 109.5 . . ? C16 C161 C163 110.4(2) . . ? C16 C161 C162 113.0(2) . . ? C163 C161 C162 108.2(2) . . ? C16 C161 H161 108.4 . . ? C163 C161 H161 108.4 . . ? C162 C161 H161 108.4 . . ? C161 C162 H16A 109.5 . . ? C161 C162 H16B 109.5 . . ? H16A C162 H16B 109.5 . . ? C161 C162 H16C 109.5 . . ? H16A C162 H16C 109.5 . . ? H16B C162 H16C 109.5 . . ? C161 C163 H16D 109.5 . . ? C161 C163 H16E 109.5 . . ? H16D C163 H16E 109.5 . . ? C161 C163 H16F 109.5 . . ? H16D C163 H16F 109.5 . . ? H16E C163 H16F 109.5 . . ? C222 C221 C223 110.7(2) . . ? C222 C221 C22 111.5(2) . . ? C223 C221 C22 110.8(2) . . ? C222 C221 H221 107.9 . . ? C223 C221 H221 107.9 . . ? C22 C221 H221 107.9 . . ? C221 C222 H22A 109.5 . . ? C221 C222 H22B 109.5 . . ? H22A C222 H22B 109.5 . . ? C221 C222 H22C 109.5 . . ? H22A C222 H22C 109.5 . . ? H22B C222 H22C 109.5 . . ? C221 C223 H22D 109.5 . . ? C221 C223 H22E 109.5 . . ? H22D C223 H22E 109.5 . . ? C221 C223 H22F 109.5 . . ? H22D C223 H22F 109.5 . . ? H22E C223 H22F 109.5 . . ? C262 C261 C26 111.7(2) . . ? C262 C261 C263 111.4(2) . . ? C26 C261 C263 110.5(2) . . ? C262 C261 H261 107.7 . . ? C26 C261 H261 107.7 . . ? C263 C261 H261 107.7 . . ? C261 C262 H26A 109.5 . . ? C261 C262 H26B 109.5 . . ? H26A C262 H26B 109.5 . . ? C261 C262 H26C 109.5 . . ? H26A C262 H26C 109.5 . . ? H26B C262 H26C 109.5 . . ? C261 C263 H26D 109.5 . . ? C261 C263 H26E 109.5 . . ? H26D C263 H26E 109.5 . . ? C261 C263 H26F 109.5 . . ? H26D C263 H26F 109.5 . . ? H26E C263 H26F 109.5 . . ? C1 N1 C2 125.67(18) . . ? C1 N1 C11 117.07(17) . . ? C2 N1 C11 117.10(17) . . ? C1 N2 C4 126.08(18) . . ? C1 N2 C21 117.49(17) . . ? C4 N2 C21 116.41(17) . . ? C6 N3 C7 112.06(19) . . ? C6 N3 C31 127.24(18) . . ? C7 N3 C31 120.67(18) . . ? C6 N4 C8 111.66(18) . . ? C6 N4 C41 127.83(18) . . ? C8 N4 C41 120.50(18) . . ? C6 Cu1 C1 179.05(9) . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF