# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # 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_1 _database_code_depnum_ccdc_archive 'CCDC 894177' _audit_creation_date 2012-06-11 _audit_creation_method ; Olex2 1.1 (compiled Nov 1 2011 20:42:30, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H10 Cu N4 O4' _chemical_formula_sum 'C16 H10 Cu N4 O4' _chemical_formula_weight 385.82 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system trigonal _space_group_IT_number 148 _space_group_name_H-M_alt 'R -3' _space_group_name_Hall '-R 3' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-y, x-y, z' 3 '-x+y, -x, z' 4 'x+2/3, y+1/3, z+1/3' 5 '-y+2/3, x-y+1/3, z+1/3' 6 '-x+y+2/3, -x+1/3, z+1/3' 7 'x+1/3, y+2/3, z+2/3' 8 '-y+1/3, x-y+2/3, z+2/3' 9 '-x+y+1/3, -x+2/3, z+2/3' 10 '-x, -y, -z' 11 'y, -x+y, -z' 12 'x-y, x, -z' 13 '-x+2/3, -y+1/3, -z+1/3' 14 'y+2/3, -x+y+1/3, -z+1/3' 15 'x-y+2/3, x+1/3, -z+1/3' 16 '-x+1/3, -y+2/3, -z+2/3' 17 'y+1/3, -x+y+2/3, -z+2/3' 18 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 33.6525(6) _cell_length_b 33.6525(6) _cell_length_c 4.80132(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4708.98(16) _cell_formula_units_Z 9 _cell_measurement_reflns_used 13201 _cell_measurement_temperature 120.0(1) _cell_measurement_theta_max 73.6719 _cell_measurement_theta_min 2.6238 _exptl_absorpt_coefficient_mu 1.686 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.80541 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour purple _exptl_crystal_density_diffrn 1.224 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description rod _exptl_crystal_F_000 1755 _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0274 _diffrn_reflns_av_unetI/netI 0.0091 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_k_max 39 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_number 26227 _diffrn_reflns_theta_full 67.50 _diffrn_reflns_theta_max 67.50 _diffrn_reflns_theta_min 4.55 _diffrn_ambient_temperature 120.0(1) _diffrn_detector_area_resol_mean 10.6501 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -95.00 -2.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - -39.9012 125.0000 -180.0000 93 #__ type_ start__ end____ width___ exp.time_ 2 omega -53.00 -15.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - -39.9012 -37.0000 60.0000 38 #__ type_ start__ end____ width___ exp.time_ 3 omega -114.00 -10.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - -39.9012 -57.0000 -180.0000 104 #__ type_ start__ end____ width___ exp.time_ 4 omega -116.00 -16.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - -39.9012 -37.0000 -90.0000 100 #__ type_ start__ end____ width___ exp.time_ 5 omega -107.00 -10.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - -39.9012 -57.0000 30.0000 97 #__ type_ start__ end____ width___ exp.time_ 6 omega 23.00 96.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 39.9012 -125.0000 60.0000 73 #__ type_ start__ end____ width___ exp.time_ 7 omega 2.00 27.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 40.0000 89.0000 -94.0000 25 #__ type_ start__ end____ width___ exp.time_ 8 omega 6.00 31.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 44.0000 90.0000 -27.0000 25 #__ type_ start__ end____ width___ exp.time_ 9 omega 12.00 37.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 48.0000 84.0000 -87.0000 25 #__ type_ start__ end____ width___ exp.time_ 10 omega 13.00 38.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 48.0000 83.0000 81.0000 25 #__ type_ start__ end____ width___ exp.time_ 11 omega 17.00 42.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 52.0000 82.0000 156.0000 25 #__ type_ start__ end____ width___ exp.time_ 12 omega 17.00 42.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 52.0000 82.0000 -48.0000 25 #__ type_ start__ end____ width___ exp.time_ 13 omega 18.00 43.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 52.0000 80.0000 104.0000 25 #__ type_ start__ end____ width___ exp.time_ 14 omega 30.00 56.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 64.0000 77.0000 1.0000 26 #__ type_ start__ end____ width___ exp.time_ 15 omega 34.00 60.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 68.0000 77.0000 71.0000 26 #__ type_ start__ end____ width___ exp.time_ 16 omega 103.00 129.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 68.0000 77.0000 176.0000 26 #__ type_ start__ end____ width___ exp.time_ 17 omega 36.00 62.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 68.0000 76.0000 135.0000 26 #__ type_ start__ end____ width___ exp.time_ 18 omega 100.00 146.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 68.0000 77.0000 113.0000 46 #__ type_ start__ end____ width___ exp.time_ 19 omega 34.00 60.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 68.0000 77.0000 113.0000 26 #__ type_ start__ end____ width___ exp.time_ 20 omega 34.00 66.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 68.0000 77.0000 16.0000 32 #__ type_ start__ end____ width___ exp.time_ 21 omega 81.00 145.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 68.0000 77.0000 71.0000 64 #__ type_ start__ end____ width___ exp.time_ 22 omega 34.00 60.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 68.0000 77.0000 176.0000 26 #__ type_ start__ end____ width___ exp.time_ 23 omega 119.00 151.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 77.0000 -102.0000 32 #__ type_ start__ end____ width___ exp.time_ 24 omega 38.00 66.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 77.0000 -102.0000 28 #__ type_ start__ end____ width___ exp.time_ 25 omega 82.00 147.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 77.0000 -140.0000 65 #__ type_ start__ end____ width___ exp.time_ 26 omega 38.00 69.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 77.0000 -140.0000 31 #__ type_ start__ end____ width___ exp.time_ 27 omega 39.00 64.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 76.0000 -171.0000 25 #__ type_ start__ end____ width___ exp.time_ 28 omega 38.00 72.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 77.0000 35.0000 34 #__ type_ start__ end____ width___ exp.time_ 29 omega 38.00 75.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 77.0000 -34.0000 37 #__ type_ start__ end____ width___ exp.time_ 30 omega 109.00 150.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 76.0000 -62.0000 41 #__ type_ start__ end____ width___ exp.time_ 31 omega 39.00 65.00 1.0000 3.5700 omega____ theta____ kappa____ phi______ frames - 72.0000 76.0000 -62.0000 26 #__ type_ start__ end____ width___ exp.time_ 32 omega 74.00 99.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 90.0000 25 #__ type_ start__ end____ width___ exp.time_ 33 omega 108.00 168.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 -60.0000 60 #__ type_ start__ end____ width___ exp.time_ 34 omega 74.00 100.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 -60.0000 26 #__ type_ start__ end____ width___ exp.time_ 35 omega 57.00 121.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 -125.0000 150.0000 64 #__ type_ start__ end____ width___ exp.time_ 36 omega 108.00 173.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 30.0000 65 #__ type_ start__ end____ width___ exp.time_ 37 omega 78.00 105.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 61.0000 30.0000 27 #__ type_ start__ end____ width___ exp.time_ 38 omega 74.00 100.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 30.0000 26 #__ type_ start__ end____ width___ exp.time_ 39 omega 33.00 121.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 -125.0000 0.0000 88 #__ type_ start__ end____ width___ exp.time_ 40 omega 80.00 137.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 61.0000 120.0000 57 #__ type_ start__ end____ width___ exp.time_ 41 omega 77.00 104.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 61.0000 90.0000 27 #__ type_ start__ end____ width___ exp.time_ 42 omega 40.00 141.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 -77.0000 150.0000 101 #__ type_ start__ end____ width___ exp.time_ 43 omega 74.00 177.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 150.0000 103 #__ type_ start__ end____ width___ exp.time_ 44 omega 74.00 163.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 -180.0000 89 #__ type_ start__ end____ width___ exp.time_ 45 omega 74.00 172.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 -30.0000 98 #__ type_ start__ end____ width___ exp.time_ 46 omega 74.00 166.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 -120.0000 92 #__ type_ start__ end____ width___ exp.time_ 47 omega 74.00 172.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 60.0000 98 #__ type_ start__ end____ width___ exp.time_ 48 omega 74.00 175.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 120.0000 101 #__ type_ start__ end____ width___ exp.time_ 49 omega 74.00 175.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 -150.0000 101 #__ type_ start__ end____ width___ exp.time_ 50 omega 74.00 170.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 -90.0000 96 #__ type_ start__ end____ width___ exp.time_ 51 omega 74.00 173.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 0.0000 99 #__ type_ start__ end____ width___ exp.time_ 52 omega 77.00 103.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 61.0000 -30.0000 26 #__ type_ start__ end____ width___ exp.time_ 53 omega 78.00 104.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 61.0000 60.0000 26 #__ type_ start__ end____ width___ exp.time_ 54 omega 78.00 103.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 61.0000 -180.0000 25 #__ type_ start__ end____ width___ exp.time_ 55 omega 77.00 141.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 -77.0000 -60.0000 64 #__ type_ start__ end____ width___ exp.time_ 56 omega 110.00 135.00 1.0000 13.0000 omega____ theta____ kappa____ phi______ frames - 107.7853 77.0000 90.0000 25 ; _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 0.0218953000 _diffrn_orient_matrix_UB_12 0.0236639000 _diffrn_orient_matrix_UB_13 -0.2780871000 _diffrn_orient_matrix_UB_21 0.0460687000 _diffrn_orient_matrix_UB_22 0.0049280000 _diffrn_orient_matrix_UB_23 0.0932315000 _diffrn_orient_matrix_UB_31 -0.0138348000 _diffrn_orient_matrix_UB_32 -0.0470036000 _diffrn_orient_matrix_UB_33 -0.1301409000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'SuperNova (Cu) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _reflns_number_gt 1765 _reflns_number_total 1883 _reflns_odcompleteness_completeness 99.95 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.478 _refine_diff_density_min -0.276 _refine_diff_density_rms 0.115 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.194 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 119 _refine_ls_number_reflns 1883 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0396 _refine_ls_R_factor_gt 0.0379 _refine_ls_restrained_S_all 1.193 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0824P)^2^+9.7373P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1331 _refine_ls_wR_factor_ref 0.1348 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.8333 0.1667 0.1667 0.0187(2) Uani 1 2 d S . . O12 O 0.80690(5) 0.10553(5) 0.3304(3) 0.0241(4) Uani 1 1 d . . . N2 N 0.89084(6) 0.18826(6) 0.3797(4) 0.0207(4) Uani 1 1 d . . . N3 N 0.89485(6) 0.16248(7) 0.5827(4) 0.0222(4) Uani 1 1 d D . . C10 C 0.93189(7) 0.22440(8) 0.3393(5) 0.0226(5) Uani 1 1 d . . . H10 H 0.9388 0.2481 0.2076 0.027 Uiso 1 1 calc R . . O13 O 0.84403(6) 0.09796(6) -0.0287(4) 0.0349(5) Uani 1 1 d . . . C7 C 0.79535(8) 0.03138(7) 0.2329(5) 0.0226(5) Uani 1 1 d . . . C5 C 0.79060(9) -0.04166(9) 0.1193(5) 0.0299(6) Uani 1 1 d . . . H5 H 0.8003 -0.0593 0.0152 0.036 Uiso 1 1 calc R . . C8 C 0.76167(8) 0.01184(8) 0.4344(5) 0.0218(5) Uani 1 1 d . . . H8 H 0.7524 0.0298 0.5390 0.026 Uiso 1 1 calc R . . C9 C 0.96414(7) 0.22269(7) 0.5212(5) 0.0199(5) Uani 1 1 d . . . C6 C 0.80915(8) 0.00449(9) 0.0780(5) 0.0295(6) Uani 1 1 d . . . H6 H 0.8322 0.0191 -0.0601 0.035 Uiso 1 1 calc R . . C4 C 0.93848(7) 0.18220(8) 0.6748(5) 0.0210(5) Uani 1 1 d . . . C11 C 0.81733(7) 0.08181(8) 0.1719(5) 0.0248(5) Uani 1 1 d . . . H3 H 0.8699(8) 0.1398(9) 0.646(7) 0.048(10) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0091(3) 0.0104(3) 0.0295(3) 0.00749(16) -0.00537(15) -0.00038(18) O12 0.0155(8) 0.0123(7) 0.0370(9) 0.0086(6) -0.0068(6) 0.0012(6) N2 0.0135(9) 0.0159(9) 0.0277(10) 0.0068(7) -0.0046(7) 0.0035(7) N3 0.0137(9) 0.0194(10) 0.0275(10) 0.0100(8) -0.0025(7) 0.0038(8) C10 0.0119(10) 0.0185(11) 0.0299(12) 0.0069(9) -0.0051(9) 0.0018(9) O13 0.0297(10) 0.0241(9) 0.0372(10) 0.0154(7) 0.0028(8) 0.0030(8) C7 0.0173(11) 0.0159(11) 0.0262(11) 0.0070(9) -0.0035(9) 0.0021(9) C5 0.0313(13) 0.0258(12) 0.0306(12) 0.0059(10) 0.0147(10) 0.0128(11) C8 0.0217(11) 0.0140(10) 0.0271(11) 0.0027(8) 0.0008(9) 0.0070(9) C9 0.0135(10) 0.0191(11) 0.0245(11) 0.0002(8) -0.0035(8) 0.0063(9) C6 0.0253(12) 0.0265(13) 0.0299(12) 0.0115(10) 0.0111(10) 0.0077(10) C4 0.0156(10) 0.0223(11) 0.0237(11) 0.0018(9) -0.0028(8) 0.0084(9) C11 0.0146(10) 0.0183(11) 0.0314(12) 0.0105(9) -0.0076(9) 0.0006(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O12 1.9525(15) . ? Cu1 O12 1.9526(15) 13_655 ? Cu1 N2 1.9781(18) . ? Cu1 N2 1.9781(18) 13_655 ? O12 C11 1.273(3) . ? N2 N3 1.356(3) . ? N2 C10 1.321(3) . ? N3 C4 1.348(3) . ? N3 H3 0.860(18) . ? C10 H10 0.9500 . ? C10 C9 1.417(3) . ? O13 C11 1.242(3) . ? C7 C8 1.381(3) . ? C7 C6 1.417(4) . ? C7 C11 1.502(3) . ? C5 H5 0.9500 . ? C5 C6 1.368(4) . ? C5 C4 1.409(3) 12_546 ? C8 H8 0.9500 . ? C8 C9 1.412(3) 12_546 ? C9 C8 1.412(3) 11_666 ? C9 C4 1.403(3) . ? C6 H6 0.9500 . ? C4 C5 1.409(3) 11_666 ? 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 O12 Cu1 O12 179.996(1) 13_655 . ? O12 Cu1 N2 91.47(7) . . ? O12 Cu1 N2 88.54(7) 13_655 . ? O12 Cu1 N2 91.46(7) 13_655 13_655 ? O12 Cu1 N2 88.53(7) . 13_655 ? N2 Cu1 N2 179.999(1) 13_655 . ? C11 O12 Cu1 107.28(14) . . ? N3 N2 Cu1 121.92(14) . . ? C10 N2 Cu1 130.01(15) . . ? C10 N2 N3 107.58(18) . . ? N2 N3 H3 117(2) . . ? C4 N3 N2 110.68(18) . . ? C4 N3 H3 131(2) . . ? N2 C10 H10 125.0 . . ? N2 C10 C9 109.98(19) . . ? C9 C10 H10 125.0 . . ? C8 C7 C6 121.1(2) . . ? C8 C7 C11 119.8(2) . . ? C6 C7 C11 119.0(2) . . ? C6 C5 H5 121.9 . . ? C6 C5 C4 116.2(2) . 12_546 ? C4 C5 H5 121.9 12_546 . ? C7 C8 H8 121.3 . . ? C7 C8 C9 117.5(2) . 12_546 ? C9 C8 H8 121.3 12_546 . ? C8 C9 C10 135.2(2) 11_666 . ? C4 C9 C10 104.57(18) . . ? C4 C9 C8 120.2(2) . 11_666 ? C7 C6 H6 118.7 . . ? C5 C6 C7 122.7(2) . . ? C5 C6 H6 118.7 . . ? N3 C4 C5 130.4(2) . 11_666 ? N3 C4 C9 107.20(19) . . ? C9 C4 C5 122.4(2) . 11_666 ? O12 C11 C7 117.2(2) . . ? O13 C11 O12 123.7(2) . . ? O13 C11 C7 119.0(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3 O13 0.860(18) 1.99(3) 2.721(2) 143(3) 1_556 _vrf_PLAT602_1 ; PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure ! RESPONSE: Electron density due to diffuse solvent molecules in channels was sufficiently small to not warrant explicit modelling ; data_2 _database_code_depnum_ccdc_archive 'CCDC 894178' #TrackingRef '12923_web_deposit_cif_file_0_PaulE.Kruger_1343598342.Kruger.cif' _audit_creation_date 2012-06-11 _audit_creation_method ; Olex2 1.1 (compiled Nov 1 2011 20:42:30, GUI svn.r3906) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C16 H10 Cu N4 O4' _chemical_formula_sum 'C16 H10 Cu N4 O4' _chemical_formula_weight 385.82 _chemical_melting_point ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system trigonal _space_group_IT_number 148 _space_group_name_H-M_alt 'R -3' _space_group_name_Hall '-R 3' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-y, x-y, z' 3 '-x+y, -x, z' 4 'x+2/3, y+1/3, z+1/3' 5 '-y+2/3, x-y+1/3, z+1/3' 6 '-x+y+2/3, -x+1/3, z+1/3' 7 'x+1/3, y+2/3, z+2/3' 8 '-y+1/3, x-y+2/3, z+2/3' 9 '-x+y+1/3, -x+2/3, z+2/3' 10 '-x, -y, -z' 11 'y, -x+y, -z' 12 'x-y, x, -z' 13 '-x+2/3, -y+1/3, -z+1/3' 14 'y+2/3, -x+y+1/3, -z+1/3' 15 'x-y+2/3, x+1/3, -z+1/3' 16 '-x+1/3, -y+2/3, -z+2/3' 17 'y+1/3, -x+y+2/3, -z+2/3' 18 'x-y+1/3, x+2/3, -z+2/3' _cell_length_a 33.6966(8) _cell_length_b 33.6966(8) _cell_length_c 4.78817(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4708.4(2) _cell_formula_units_Z 9 _cell_measurement_reflns_used 6002 _cell_measurement_temperature 120.0(1) _cell_measurement_theta_max 73.6333 _cell_measurement_theta_min 2.6204 _exptl_absorpt_coefficient_mu 1.686 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.87267 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour purple _exptl_crystal_density_diffrn 1.225 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description rod _exptl_crystal_F_000 1755 _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.08 _exptl_special_details ; ? ; _diffrn_reflns_av_R_equivalents 0.0221 _diffrn_reflns_av_unetI/netI 0.0150 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_k_min -41 _diffrn_reflns_limit_l_max 5 _diffrn_reflns_limit_l_min -5 _diffrn_reflns_number 9622 _diffrn_reflns_theta_full 73.80 _diffrn_reflns_theta_max 73.80 _diffrn_reflns_theta_min 2.62 _diffrn_ambient_temperature 120.0(1) _diffrn_detector_area_resol_mean 10.6501 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -113.00 -64.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - -40.0313 -149.0000 -77.0000 49 #__ type_ start__ end____ width___ exp.time_ 2 omega 17.00 112.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 40.0313 37.0000 -60.0000 95 #__ type_ start__ end____ width___ exp.time_ 3 omega 105.00 148.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 61.0000 90.0000 43 #__ type_ start__ end____ width___ exp.time_ 4 omega 33.00 97.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 -45.0000 30.0000 64 #__ type_ start__ end____ width___ exp.time_ 5 omega 65.00 92.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 -45.0000 -150.0000 27 #__ type_ start__ end____ width___ exp.time_ 6 omega 152.00 178.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 61.0000 90.0000 26 #__ type_ start__ end____ width___ exp.time_ 7 omega 26.00 106.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 -94.0000 60.0000 80 #__ type_ start__ end____ width___ exp.time_ 8 omega -114.00 -10.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - -40.0313 -57.0000 90.0000 104 #__ type_ start__ end____ width___ exp.time_ 9 omega -49.00 36.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - -40.0313 37.0000 -120.0000 85 #__ type_ start__ end____ width___ exp.time_ 10 omega 80.00 178.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 45.0000 -30.0000 98 #__ type_ start__ end____ width___ exp.time_ 11 omega 94.00 178.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 125.0000 0.0000 84 #__ type_ start__ end____ width___ exp.time_ 12 omega 77.00 178.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 30.0000 -90.0000 101 #__ type_ start__ end____ width___ exp.time_ 13 omega 77.00 178.00 1.0000 6.0000 omega____ theta____ kappa____ phi______ frames - 107.7801 30.0000 -180.0000 101 #__ type_ start__ end____ width___ exp.time_ 14 omega -114.00 -10.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - -40.0313 -57.0000 -180.0000 104 #__ type_ start__ end____ width___ exp.time_ 15 omega 1.00 4.00 1.0000 2.0000 omega____ theta____ kappa____ phi______ frames - 40.0313 -99.0000 -30.0000 3 ; _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0300942000 _diffrn_orient_matrix_UB_12 -0.0368139000 _diffrn_orient_matrix_UB_13 0.2154899000 _diffrn_orient_matrix_UB_21 0.0137413000 _diffrn_orient_matrix_UB_22 -0.0332648000 _diffrn_orient_matrix_UB_23 -0.1294016000 _diffrn_orient_matrix_UB_31 0.0411302000 _diffrn_orient_matrix_UB_32 0.0180305000 _diffrn_orient_matrix_UB_33 0.2008455000 _diffrn_radiation_monochromator mirror _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'SuperNova (Cu) X-ray Source' _diffrn_source_current n/a _diffrn_source_voltage n/a _reflns_number_gt 1969 _reflns_number_total 2092 _reflns_odcompleteness_completeness 99.95 _reflns_odcompleteness_iscentric 1 _reflns_odcompleteness_theta 66.97 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement ; XL, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _computing_structure_solution ; XS, G.M. Sheldrick, Acta Cryst. (2008). A64, 112-122 ; _refine_diff_density_max 0.467 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.052 _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 119 _refine_ls_number_reflns 2092 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0284 _refine_ls_R_factor_gt 0.0265 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0349P)^2^+8.2019P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0697 _refine_ls_wR_factor_ref 0.0711 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 0.5000 0.5000 1.0000 0.01367(10) Uani 1 2 d S . . O12 O 0.56096(3) 0.52652(3) 1.1660(2) 0.0173(2) Uani 1 1 d . . . N3 N 0.49565(4) 0.56175(4) 0.5852(2) 0.0169(2) Uani 1 1 d D . . N2 N 0.52159(4) 0.55767(4) 0.7876(2) 0.0161(2) Uani 1 1 d . . . O13 O 0.56851(4) 0.48910(4) 0.8057(2) 0.0253(2) Uani 1 1 d . . . C10 C 0.55780(5) 0.59865(4) 0.8284(3) 0.0176(3) Uani 1 1 d . . . H10 H 0.5815 0.6054 0.9598 0.021 Uiso 1 1 calc R . . C8 C 0.58349(5) 0.67857(5) 0.6029(3) 0.0168(3) Uani 1 1 d . . . H8 H 0.6107 0.6964 0.7072 0.020 Uiso 1 1 calc R . . C4 C 0.51537(5) 0.60549(5) 0.4936(3) 0.0160(3) Uani 1 1 d . . . C6 C 0.52843(5) 0.67167(5) 0.2481(3) 0.0209(3) Uani 1 1 d . . . H6 H 0.5199 0.6864 0.1109 0.025 Uiso 1 1 calc R . . C9 C 0.55609(5) 0.63100(5) 0.6472(3) 0.0158(3) Uani 1 1 d . . . C11 C 0.58474(5) 0.51574(4) 1.0065(3) 0.0180(3) Uani 1 1 d . . . C7 C 0.56931(5) 0.69828(4) 0.4025(3) 0.0170(3) Uani 1 1 d . . . C5 C 0.50081(5) 0.62553(5) 0.2897(3) 0.0210(3) Uani 1 1 d . . . H5 H 0.4733 0.6080 0.1866 0.025 Uiso 1 1 calc R . . H3 H 0.4721(6) 0.5387(6) 0.519(4) 0.031(5) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.00854(15) 0.00812(15) 0.02038(17) 0.00337(10) -0.00410(10) 0.00119(11) O12 0.0098(4) 0.0127(4) 0.0254(5) 0.0038(4) -0.0046(4) 0.0025(4) N3 0.0145(5) 0.0109(5) 0.0206(6) 0.0019(4) -0.0065(4) 0.0030(5) N2 0.0129(5) 0.0119(5) 0.0202(6) 0.0031(4) -0.0041(4) 0.0039(4) O13 0.0181(5) 0.0232(5) 0.0274(6) -0.0044(4) -0.0102(4) 0.0049(4) C10 0.0143(6) 0.0107(6) 0.0227(7) 0.0035(5) -0.0045(5) 0.0025(5) C8 0.0161(6) 0.0113(6) 0.0208(7) 0.0017(5) 0.0006(5) 0.0051(5) C4 0.0158(6) 0.0130(6) 0.0176(7) 0.0018(5) -0.0008(5) 0.0059(5) C6 0.0247(7) 0.0191(7) 0.0216(7) 0.0065(5) -0.0003(6) 0.0129(6) C9 0.0144(6) 0.0125(6) 0.0184(7) 0.0022(5) -0.0009(5) 0.0052(5) C11 0.0139(6) 0.0121(6) 0.0219(7) 0.0046(5) -0.0058(5) 0.0020(5) C7 0.0193(7) 0.0124(6) 0.0199(7) 0.0044(5) 0.0058(5) 0.0084(5) C5 0.0211(7) 0.0183(7) 0.0215(7) 0.0029(5) -0.0053(5) 0.0084(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O12 1.9531(9) 10_667 ? Cu1 O12 1.9531(9) . ? Cu1 N2 1.9815(11) . ? Cu1 N2 1.9816(11) 10_667 ? O12 C11 1.2839(19) . ? N3 N2 1.3570(16) . ? N3 C4 1.3517(17) . ? N3 H3 0.847(15) . ? N2 C10 1.3225(18) . ? O13 C11 1.2405(18) . ? C10 H10 0.9500 . ? C10 C9 1.4168(18) . ? C8 H8 0.9500 . ? C8 C9 1.4096(18) . ? C8 C7 1.3811(19) . ? C4 C9 1.4082(19) . ? C4 C5 1.4074(19) . ? C6 H6 0.9500 . ? C6 C7 1.419(2) . ? C6 C5 1.370(2) . ? C11 C7 1.5024(18) 8_655 ? C7 C11 1.5024(18) 6_564 ? C5 H5 0.9500 . ? 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 O12 Cu1 O12 180.0 10_667 . ? O12 Cu1 N2 88.50(4) . . ? O12 Cu1 N2 91.50(4) 10_667 . ? O12 Cu1 N2 91.50(4) . 10_667 ? O12 Cu1 N2 88.50(4) 10_667 10_667 ? N2 Cu1 N2 180.00(10) . 10_667 ? C11 O12 Cu1 106.90(8) . . ? N2 N3 H3 122.2(14) . . ? C4 N3 N2 110.60(11) . . ? C4 N3 H3 126.9(14) . . ? N3 N2 Cu1 121.77(9) . . ? C10 N2 Cu1 130.00(9) . . ? C10 N2 N3 107.73(11) . . ? N2 C10 H10 125.0 . . ? N2 C10 C9 109.98(12) . . ? C9 C10 H10 125.0 . . ? C9 C8 H8 121.2 . . ? C7 C8 H8 121.2 . . ? C7 C8 C9 117.65(13) . . ? N3 C4 C9 107.09(12) . . ? N3 C4 C5 130.47(13) . . ? C5 C4 C9 122.43(13) . . ? C7 C6 H6 118.8 . . ? C5 C6 H6 118.8 . . ? C5 C6 C7 122.38(13) . . ? C8 C9 C10 135.36(13) . . ? C4 C9 C10 104.61(12) . . ? C4 C9 C8 120.00(12) . . ? O12 C11 C7 116.88(12) . 8_655 ? O13 C11 O12 123.66(13) . . ? O13 C11 C7 119.46(13) . 8_655 ? C8 C7 C6 121.20(12) . . ? C8 C7 C11 120.25(13) . 6_564 ? C6 C7 C11 118.55(12) . 6_564 ? C4 C5 H5 121.8 . . ? C6 C5 C4 116.33(13) . . ? C6 C5 H5 121.8 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3 O13 0.847(15) 1.970(17) 2.7219(15) 147.3(18) 10_666 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag Cu1 O12 C11 O13 -7.20(16) . . . . ? Cu1 O12 C11 C7 171.86(9) . . . 8_655 ? Cu1 N2 C10 C9 -172.08(10) . . . . ? O12 Cu1 O12 C11 9(8) 10_667 . . . ? O12 Cu1 N2 N3 171.89(11) . . . . ? O12 Cu1 N2 N3 -8.11(11) 10_667 . . . ? O12 Cu1 N2 C10 162.74(13) 10_667 . . . ? O12 Cu1 N2 C10 -17.26(13) . . . . ? N3 N2 C10 C9 -0.24(17) . . . . ? N3 C4 C9 C10 0.28(16) . . . . ? N3 C4 C9 C8 -177.96(13) . . . . ? N3 C4 C5 C6 178.71(15) . . . . ? N2 Cu1 O12 C11 89.72(9) 10_667 . . . ? N2 Cu1 O12 C11 -90.28(9) . . . . ? N2 Cu1 N2 N3 -6(25) 10_667 . . . ? N2 Cu1 N2 C10 165(25) 10_667 . . . ? N2 N3 C4 C9 -0.45(16) . . . . ? N2 N3 C4 C5 -179.52(15) . . . . ? N2 C10 C9 C8 177.81(15) . . . . ? N2 C10 C9 C4 -0.03(17) . . . . ? C4 N3 N2 Cu1 173.09(9) . . . . ? C4 N3 N2 C10 0.43(16) . . . . ? C9 C8 C7 C6 0.5(2) . . . . ? C9 C8 C7 C11 -178.35(12) . . . 6_564 ? C9 C4 C5 C6 -0.2(2) . . . . ? C7 C8 C9 C10 -178.86(16) . . . . ? C7 C8 C9 C4 -1.3(2) . . . . ? C7 C6 C5 C4 -0.6(2) . . . . ? C5 C4 C9 C10 179.45(14) . . . . ? C5 C4 C9 C8 1.2(2) . . . . ? C5 C6 C7 C8 0.5(2) . . . . ? C5 C6 C7 C11 179.34(14) . . . 6_564 ? # end Validation Reply Form _vrf_PLAT602_1A ; PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure ! RESPONSE: Electron density due to diffuse solvent molecules in channels was sufficiently small to not warrant explicit modelling ;