# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # 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_compound_HBTA _database_code_depnum_ccdc_archive 'CCDC 695878' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 H7 N3 O2' _chemical_formula_sum 'C8 H7 N3 O2' _chemical_formula_weight 177.17 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _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 13.2539(16) _cell_length_b 4.4978(5) _cell_length_c 15.1638(18) _cell_angle_alpha 90.00 _cell_angle_beta 113.097(1) _cell_angle_gamma 90.00 _cell_volume 831.51(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2050 _cell_measurement_theta_min 2.7373 _cell_measurement_theta_max 27.2963 _exptl_crystal_description prism _exptl_crystal_colour pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.415 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 368 _exptl_absorpt_coefficient_mu 0.106 _exptl_absorpt_correction_type none _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX diffractometer' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6783 _diffrn_reflns_av_R_equivalents 0.0267 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 27.50 _reflns_number_total 1900 _reflns_number_gt 1417 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0611P)^2^+0.1022P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1900 _refine_ls_number_parameters 122 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0581 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.1181 _refine_ls_wR_factor_gt 0.1062 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 O1 O 0.39230(10) 0.4724(3) 0.16481(7) 0.0545(3) Uani 1 1 d D . . H1 H 0.3646(16) 0.566(5) 0.1114(10) 0.093(7) Uiso 1 1 d D . . O2 O 0.26745(13) 0.7218(4) 0.19925(9) 0.0908(6) Uani 1 1 d . . . N1 N 0.34285(10) 0.4941(3) 0.38235(8) 0.0427(3) Uani 1 1 d . . . N2 N 0.38833(10) 0.6899(3) 0.45433(8) 0.0480(3) Uani 1 1 d . . . N3 N 0.32623(11) 0.7032(3) 0.50318(8) 0.0497(3) Uani 1 1 d . . . C1 C 0.34401(13) 0.5565(3) 0.22140(10) 0.0464(4) Uani 1 1 d . . . C2 C 0.39874(13) 0.4220(4) 0.31975(10) 0.0489(4) Uani 1 1 d . . . H2A H 0.4009 0.2076 0.3137 0.059 Uiso 1 1 calc R . . H2B H 0.4738 0.4928 0.3487 0.059 Uiso 1 1 calc R . . C3 C 0.24866(12) 0.3781(3) 0.38359(9) 0.0409(3) Uani 1 1 d . . . C4 C 0.17178(14) 0.1748(4) 0.32539(11) 0.0533(4) Uani 1 1 d . . . H4 H 0.1786 0.0857 0.2727 0.064 Uiso 1 1 calc R . . C5 C 0.08578(15) 0.1149(4) 0.35092(14) 0.0653(5) Uani 1 1 d . . . H5 H 0.0321 -0.0181 0.3140 0.078 Uiso 1 1 calc R . . C6 C 0.07566(16) 0.2477(5) 0.43113(14) 0.0685(5) Uani 1 1 d . . . H6 H 0.0156 0.1992 0.4455 0.082 Uiso 1 1 calc R . . C7 C 0.15080(15) 0.4446(4) 0.48826(12) 0.0591(4) Uani 1 1 d . . . H7 H 0.1440 0.5297 0.5416 0.071 Uiso 1 1 calc R . . C8 C 0.23900(13) 0.5128(3) 0.46273(10) 0.0445(4) 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 O1 0.0663(7) 0.0696(8) 0.0396(6) 0.0031(5) 0.0337(5) 0.0062(6) O2 0.1202(12) 0.1169(12) 0.0526(7) 0.0317(7) 0.0525(8) 0.0681(10) N1 0.0508(7) 0.0517(7) 0.0293(5) 0.0023(5) 0.0197(5) 0.0078(5) N2 0.0563(7) 0.0575(8) 0.0334(6) -0.0015(6) 0.0210(6) 0.0031(6) N3 0.0591(8) 0.0606(8) 0.0350(6) -0.0012(6) 0.0246(6) 0.0054(6) C1 0.0607(9) 0.0488(8) 0.0378(7) -0.0009(6) 0.0281(7) 0.0033(7) C2 0.0569(9) 0.0603(9) 0.0380(7) 0.0025(7) 0.0278(7) 0.0117(7) C3 0.0479(8) 0.0438(7) 0.0334(7) 0.0074(6) 0.0185(6) 0.0106(6) C4 0.0610(9) 0.0512(9) 0.0461(8) -0.0015(7) 0.0194(7) 0.0068(8) C5 0.0606(10) 0.0601(11) 0.0715(11) 0.0019(9) 0.0219(9) -0.0049(9) C6 0.0647(11) 0.0751(12) 0.0784(13) 0.0115(10) 0.0418(10) 0.0008(10) C7 0.0685(11) 0.0676(11) 0.0554(9) 0.0047(8) 0.0395(9) 0.0083(9) C8 0.0546(8) 0.0485(8) 0.0354(7) 0.0075(6) 0.0229(6) 0.0115(7) 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 O1 C1 1.3117(17) . ? O1 H1 0.857(10) . ? O2 C1 1.1950(19) . ? N1 N2 1.3470(17) . ? N1 C3 1.3599(18) . ? N1 C2 1.4514(17) . ? N2 N3 1.3069(16) . ? N3 C8 1.375(2) . ? C1 C2 1.506(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.3943(19) . ? C3 C4 1.396(2) . ? C4 C5 1.367(2) . ? C4 H4 0.9300 . ? C5 C6 1.408(3) . ? C5 H5 0.9300 . ? C6 C7 1.360(3) . ? C6 H6 0.9300 . ? C7 C8 1.402(2) . ? C7 H7 0.9300 . ? 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 C1 O1 H1 109.7(15) . . ? N2 N1 C3 111.16(11) . . ? N2 N1 C2 119.68(12) . . ? C3 N1 C2 129.06(13) . . ? N3 N2 N1 107.95(12) . . ? N2 N3 C8 108.96(11) . . ? O2 C1 O1 125.04(14) . . ? O2 C1 C2 123.67(13) . . ? O1 C1 C2 111.28(13) . . ? N1 C2 C1 112.75(12) . . ? N1 C2 H2A 109.0 . . ? C1 C2 H2A 109.0 . . ? N1 C2 H2B 109.0 . . ? C1 C2 H2B 109.0 . . ? H2A C2 H2B 107.8 . . ? N1 C3 C8 103.89(13) . . ? N1 C3 C4 133.56(13) . . ? C8 C3 C4 122.55(14) . . ? C5 C4 C3 115.67(15) . . ? C5 C4 H4 122.2 . . ? C3 C4 H4 122.2 . . ? C4 C5 C6 122.27(18) . . ? C4 C5 H5 118.9 . . ? C6 C5 H5 118.9 . . ? C7 C6 C5 122.17(16) . . ? C7 C6 H6 118.9 . . ? C5 C6 H6 118.9 . . ? C6 C7 C8 116.62(16) . . ? C6 C7 H7 121.7 . . ? C8 C7 H7 121.7 . . ? N3 C8 C3 108.04(12) . . ? N3 C8 C7 131.25(14) . . ? C3 C8 C7 120.71(15) . . ? 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 C3 N1 N2 N3 0.43(15) . . . . ? C2 N1 N2 N3 -176.28(12) . . . . ? N1 N2 N3 C8 0.16(15) . . . . ? N2 N1 C2 C1 -107.19(15) . . . . ? C3 N1 C2 C1 76.77(19) . . . . ? O2 C1 C2 N1 4.9(3) . . . . ? O1 C1 C2 N1 -176.06(13) . . . . ? N2 N1 C3 C8 -0.80(15) . . . . ? C2 N1 C3 C8 175.52(13) . . . . ? N2 N1 C3 C4 178.98(15) . . . . ? C2 N1 C3 C4 -4.7(3) . . . . ? N1 C3 C4 C5 -179.80(15) . . . . ? C8 C3 C4 C5 -0.1(2) . . . . ? C3 C4 C5 C6 -0.5(3) . . . . ? C4 C5 C6 C7 0.1(3) . . . . ? C5 C6 C7 C8 0.8(3) . . . . ? N2 N3 C8 C3 -0.66(16) . . . . ? N2 N3 C8 C7 179.47(16) . . . . ? N1 C3 C8 N3 0.87(15) . . . . ? C4 C3 C8 N3 -178.95(13) . . . . ? N1 C3 C8 C7 -179.24(14) . . . . ? C4 C3 C8 C7 0.9(2) . . . . ? C6 C7 C8 N3 178.60(16) . . . . ? C6 C7 C8 C3 -1.3(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 O1 H1 N3 0.86(1) 1.84(1) 2.687(2) 171(2) 4_575 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.182 _refine_diff_density_min -0.209 _refine_diff_density_rms 0.052 _iucr_refine_instructions_details ; TITL P21/c CELL 0.71073 13.2539 4.4978 15.1638 90.000 113.097 90.000 ZERR 4 0.0016 0.0005 0.0018 0.000 0.001 0.000 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H N O UNIT 32 28 12 8 ACTA OMIT -3 55 SIZE 0.3 0.3 0.2 L.S. 100 FMAP 2 PLAN -1 BOND $H CONF DFIX 0.84 0.01 O1 H1 WGHT 0.061100 0.102200 FVAR 0.94211 O1 4 0.392304 0.472377 0.164805 11.00000 0.06626 0.06958 = 0.03961 0.00306 0.03368 0.00620 H1 2 0.364570 0.566250 0.111422 11.00000 0.09255 O2 4 0.267451 0.721812 0.199254 11.00000 0.12020 0.11691 = 0.05257 0.03173 0.05247 0.06811 N1 3 0.342847 0.494076 0.382346 11.00000 0.05081 0.05174 = 0.02928 0.00228 0.01967 0.00778 N2 3 0.388326 0.689919 0.454329 11.00000 0.05629 0.05748 = 0.03340 -0.00153 0.02101 0.00313 N3 3 0.326230 0.703233 0.503182 11.00000 0.05910 0.06055 = 0.03502 -0.00120 0.02456 0.00535 C1 1 0.344013 0.556503 0.221404 11.00000 0.06072 0.04880 = 0.03782 -0.00094 0.02813 0.00328 C2 1 0.398739 0.421950 0.319751 11.00000 0.05692 0.06033 = 0.03795 0.00255 0.02780 0.01169 AFIX 23 H2A 2 0.400942 0.207602 0.313685 11.00000 -1.20000 H2B 2 0.473778 0.492810 0.348708 11.00000 -1.20000 AFIX 0 C3 1 0.248660 0.378104 0.383588 11.00000 0.04788 0.04379 = 0.03342 0.00744 0.01848 0.01064 C4 1 0.171778 0.174754 0.325394 11.00000 0.06104 0.05120 = 0.04609 -0.00148 0.01942 0.00679 AFIX 43 H4 2 0.178628 0.085746 0.272661 11.00000 -1.20000 AFIX 0 C5 1 0.085783 0.114917 0.350925 11.00000 0.06061 0.06014 = 0.07149 0.00189 0.02189 -0.00491 AFIX 43 H5 2 0.032098 -0.018125 0.314047 11.00000 -1.20000 AFIX 0 C6 1 0.075662 0.247739 0.431131 11.00000 0.06474 0.07508 = 0.07843 0.01151 0.04183 0.00079 AFIX 43 H6 2 0.015611 0.199248 0.445521 11.00000 -1.20000 AFIX 0 C7 1 0.150803 0.444614 0.488259 11.00000 0.06852 0.06764 = 0.05537 0.00469 0.03951 0.00832 AFIX 43 H7 2 0.144023 0.529721 0.541562 11.00000 -1.20000 AFIX 0 C8 1 0.239001 0.512768 0.462729 11.00000 0.05457 0.04845 = 0.03543 0.00746 0.02291 0.01148 eqiv $1 x,3/2-y,-1/2+z htab o1 n3_$1 HKLF 4 END ; ####################################################################### # # 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_compound_1 _database_code_depnum_ccdc_archive 'CCDC 717525' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Co (H2 O)4 (C8 H6 N3 O2)2, 6H2 O' _chemical_formula_sum 'C16 H32 Co N6 O14' _chemical_formula_weight 591.41 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5226(5) _cell_length_b 8.9711(6) _cell_length_c 9.9836(6) _cell_angle_alpha 108.789(1) _cell_angle_beta 96.883(1) _cell_angle_gamma 96.573(1) _cell_volume 624.80(7) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4799 _cell_measurement_theta_min 2.4305 _cell_measurement_theta_max 27.5738 _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 309 _exptl_absorpt_coefficient_mu 0.766 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8027 _exptl_absorpt_correction_T_max 0.8619 _exptl_absorpt_process_details SADABS _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\ scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 5373 _diffrn_reflns_av_R_equivalents 0.0238 _diffrn_reflns_av_sigmaI/netI 0.0327 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2802 _reflns_number_gt 2745 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc =1/[\s^2^(Fo^2^)+(0.0644P)^2^+0.2642P] here P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.073(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2802 _refine_ls_number_parameters 170 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0381 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.1139 _refine_ls_wR_factor_gt 0.1135 _refine_ls_goodness_of_fit_ref 1.236 _refine_ls_restrained_S_all 1.236 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 Co1 Co 0.5000 0.5000 0.5000 0.01172(15) Uani 1 2 d S . . O1 O 0.24150(19) 0.23804(15) -0.29467(13) 0.0195(3) Uani 1 1 d . . . O2 O 0.18723(19) 0.39622(16) -0.08430(14) 0.0207(3) Uani 1 1 d . . . O1w O 0.75522(17) 0.57365(15) 0.45234(13) 0.0158(3) Uani 1 1 d . . . H12 H 0.7962 0.4932 0.4049 0.024 Uiso 1 1 d R . . H11 H 0.7431 0.6343 0.4041 0.024 Uiso 1 1 d R . . O2w O 0.38480(18) 0.66336(15) 0.42348(13) 0.0183(3) Uani 1 1 d . . . H21 H 0.3121 0.6142 0.3469 0.027 Uiso 1 1 d R . . H22 H 0.3289 0.7175 0.4849 0.027 Uiso 1 1 d R . . O3w O 0.11698(18) 0.51174(16) 0.18758(14) 0.0203(3) Uani 1 1 d . . . H31 H 0.1587 0.4755 0.1112 0.030 Uiso 1 1 d R . . H32 H 0.0247 0.5510 0.1695 0.030 Uiso 1 1 d R . . O4w O -0.04491(19) 0.32726(16) 0.32745(15) 0.0217(3) Uani 1 1 d . . . H41 H 0.0316 0.3360 0.3993 0.032 Uiso 1 1 d R . . H42 H 0.0069 0.3672 0.2740 0.032 Uiso 1 1 d R . . O5w O -0.2481(3) 0.08908(19) 0.4044(2) 0.0399(4) Uani 1 1 d . . . H51 H -0.2351 -0.0059 0.3642 0.060 Uiso 1 1 d R . . H52 H -0.1819 0.1482 0.3736 0.060 Uiso 1 1 d R . . N1 N 0.4360(2) 0.32995(17) 0.28627(15) 0.0145(3) Uani 1 1 d . . . N2 N 0.4797(2) 0.37037(17) 0.17695(15) 0.0148(3) Uani 1 1 d . . . N3 N 0.4151(2) 0.24628(17) 0.05592(15) 0.0138(3) Uani 1 1 d . . . C1 C 0.2733(2) 0.2999(2) -0.16029(18) 0.0143(3) Uani 1 1 d . . . C2 C 0.4383(2) 0.2550(2) -0.08432(18) 0.0166(3) Uani 1 1 d . . . H2A H 0.4607 0.1524 -0.1446 0.020 Uiso 1 1 calc R . . H2B H 0.5442 0.3334 -0.0728 0.020 Uiso 1 1 calc R . . C3 C 0.3259(2) 0.1217(2) 0.08524(18) 0.0144(3) Uani 1 1 d . . . C4 C 0.2350(2) -0.0309(2) -0.00195(19) 0.0186(4) Uani 1 1 d . . . H4 H 0.2259 -0.0666 -0.1013 0.022 Uiso 1 1 calc R . . C5 C 0.1602(3) -0.1243(2) 0.0696(2) 0.0213(4) Uani 1 1 d . . . H5 H 0.0969 -0.2257 0.0165 0.026 Uiso 1 1 calc R . . C6 C 0.1761(3) -0.0713(2) 0.2209(2) 0.0205(4) Uani 1 1 d . . . H6 H 0.1236 -0.1390 0.2640 0.025 Uiso 1 1 calc R . . C7 C 0.2675(2) 0.0782(2) 0.30673(19) 0.0177(4) Uani 1 1 d . . . H7 H 0.2794 0.1121 0.4062 0.021 Uiso 1 1 calc R . . C8 C 0.3415(2) 0.1765(2) 0.23517(18) 0.0141(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 Co1 0.0138(2) 0.0104(2) 0.0101(2) 0.00239(13) 0.00169(12) 0.00235(12) O1 0.0278(7) 0.0174(6) 0.0128(6) 0.0053(5) 0.0016(5) 0.0036(5) O2 0.0217(6) 0.0251(7) 0.0173(6) 0.0069(5) 0.0050(5) 0.0112(5) O1w 0.0179(6) 0.0152(6) 0.0154(6) 0.0059(5) 0.0034(5) 0.0039(5) O2w 0.0222(6) 0.0158(6) 0.0154(6) 0.0033(5) 0.0003(5) 0.0058(5) O3w 0.0204(6) 0.0250(7) 0.0154(6) 0.0052(5) 0.0023(5) 0.0094(5) O4w 0.0225(7) 0.0218(7) 0.0205(6) 0.0068(5) 0.0026(5) 0.0054(5) O5w 0.0558(11) 0.0180(7) 0.0480(10) 0.0051(7) 0.0295(9) 0.0110(7) N1 0.0174(7) 0.0129(7) 0.0126(7) 0.0036(5) 0.0031(5) 0.0029(5) N2 0.0171(7) 0.0144(7) 0.0117(7) 0.0027(5) 0.0018(5) 0.0037(5) N3 0.0155(7) 0.0133(6) 0.0119(7) 0.0029(5) 0.0019(5) 0.0036(5) C1 0.0157(8) 0.0141(7) 0.0147(8) 0.0069(6) 0.0036(6) 0.0015(6) C2 0.0179(8) 0.0207(8) 0.0128(8) 0.0059(6) 0.0047(6) 0.0073(6) C3 0.0149(7) 0.0146(8) 0.0135(8) 0.0040(6) 0.0021(6) 0.0053(6) C4 0.0204(8) 0.0159(8) 0.0157(8) 0.0013(6) -0.0011(6) 0.0039(7) C5 0.0191(8) 0.0133(8) 0.0264(9) 0.0021(7) -0.0005(7) 0.0003(6) C6 0.0193(8) 0.0166(8) 0.0273(9) 0.0089(7) 0.0066(7) 0.0030(7) C7 0.0207(8) 0.0163(8) 0.0177(8) 0.0062(7) 0.0063(6) 0.0042(7) C8 0.0148(7) 0.0125(7) 0.0140(8) 0.0028(6) 0.0018(6) 0.0044(6) 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 Co1 O2w 2.0823(13) . ? Co1 O2w 2.0823(13) 2_666 ? Co1 O1w 2.1167(13) . ? Co1 O1w 2.1167(13) 2_666 ? Co1 N1 2.1450(14) . ? Co1 N1 2.1450(14) 2_666 ? O1 C1 1.256(2) . ? O2 C1 1.251(2) . ? O1w H12 0.8400 . ? O1w H11 0.8400 . ? O2w H21 0.8399 . ? O2w H22 0.8400 . ? O3w H31 0.8401 . ? O3w H32 0.8400 . ? O4w H41 0.8400 . ? O4w H42 0.8400 . ? O5w H51 0.8400 . ? O5w H52 0.8401 . ? N1 N2 1.321(2) . ? N1 C8 1.378(2) . ? N2 N3 1.3433(19) . ? N3 C3 1.368(2) . ? N3 C2 1.457(2) . ? C1 C2 1.537(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.402(2) . ? C3 C4 1.405(2) . ? C4 C5 1.379(3) . ? C4 H4 0.9300 . ? C5 C6 1.416(3) . ? C5 H5 0.9300 . ? C6 C7 1.383(2) . ? C6 H6 0.9300 . ? C7 C8 1.409(2) . ? C7 H7 0.9300 . ? 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 O2w Co1 O2w 180.00(6) . 2_666 ? O2w Co1 O1w 90.97(5) . . ? O2w Co1 O1w 89.03(5) 2_666 . ? O2w Co1 O1w 89.03(5) . 2_666 ? O2w Co1 O1w 90.97(5) 2_666 2_666 ? O1w Co1 O1w 180.00(3) . 2_666 ? O2w Co1 N1 88.63(5) . . ? O2w Co1 N1 91.37(5) 2_666 . ? O1w Co1 N1 88.25(5) . . ? O1w Co1 N1 91.75(5) 2_666 . ? O2w Co1 N1 91.37(5) . 2_666 ? O2w Co1 N1 88.63(5) 2_666 2_666 ? O1w Co1 N1 91.75(5) . 2_666 ? O1w Co1 N1 88.25(5) 2_666 2_666 ? N1 Co1 N1 180.000(1) . 2_666 ? Co1 O1w H12 109.5 . . ? Co1 O1w H11 109.5 . . ? H12 O1w H11 109.5 . . ? Co1 O2w H21 109.5 . . ? Co1 O2w H22 109.5 . . ? H21 O2w H22 109.5 . . ? H31 O3w H32 108.4 . . ? H41 O4w H42 108.4 . . ? H51 O5w H52 108.6 . . ? N2 N1 C8 108.99(14) . . ? N2 N1 Co1 120.29(11) . . ? C8 N1 Co1 130.59(12) . . ? N1 N2 N3 108.10(14) . . ? N2 N3 C3 111.02(14) . . ? N2 N3 C2 121.35(14) . . ? C3 N3 C2 127.61(14) . . ? O2 C1 O1 126.43(16) . . ? O2 C1 C2 117.75(15) . . ? O1 C1 C2 115.80(15) . . ? N3 C2 C1 113.37(14) . . ? N3 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N3 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? N3 C3 C8 104.23(14) . . ? N3 C3 C4 133.00(16) . . ? C8 C3 C4 122.78(16) . . ? C5 C4 C3 115.54(17) . . ? C5 C4 H4 122.2 . . ? C3 C4 H4 122.2 . . ? C4 C5 C6 122.37(17) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C7 C6 C5 122.02(17) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C8 116.35(16) . . ? C6 C7 H7 121.8 . . ? C8 C7 H7 121.8 . . ? N1 C8 C3 107.66(15) . . ? N1 C8 C7 131.42(16) . . ? C3 C8 C7 120.93(16) . . ? 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 O2w Co1 N1 N2 49.26(13) . . . . ? O2w Co1 N1 N2 -130.74(13) 2_666 . . . ? O1w Co1 N1 N2 -41.76(13) . . . . ? O1w Co1 N1 N2 138.24(13) 2_666 . . . ? O2w Co1 N1 C8 -126.31(15) . . . . ? O2w Co1 N1 C8 53.69(15) 2_666 . . . ? O1w Co1 N1 C8 142.68(15) . . . . ? O1w Co1 N1 C8 -37.32(15) 2_666 . . . ? C8 N1 N2 N3 0.12(18) . . . . ? Co1 N1 N2 N3 -176.32(10) . . . . ? N1 N2 N3 C3 0.38(18) . . . . ? N1 N2 N3 C2 178.75(14) . . . . ? N2 N3 C2 C1 -96.05(18) . . . . ? C3 N3 C2 C1 82.0(2) . . . . ? O2 C1 C2 N3 35.2(2) . . . . ? O1 C1 C2 N3 -146.51(15) . . . . ? N2 N3 C3 C8 -0.70(18) . . . . ? C2 N3 C3 C8 -178.94(16) . . . . ? N2 N3 C3 C4 179.42(18) . . . . ? C2 N3 C3 C4 1.2(3) . . . . ? N3 C3 C4 C5 -179.76(18) . . . . ? C8 C3 C4 C5 0.4(3) . . . . ? C3 C4 C5 C6 -1.0(3) . . . . ? C4 C5 C6 C7 0.3(3) . . . . ? C5 C6 C7 C8 1.1(3) . . . . ? N2 N1 C8 C3 -0.55(19) . . . . ? Co1 N1 C8 C3 175.40(11) . . . . ? N2 N1 C8 C7 179.08(17) . . . . ? Co1 N1 C8 C7 -5.0(3) . . . . ? N3 C3 C8 N1 0.75(18) . . . . ? C4 C3 C8 N1 -179.36(15) . . . . ? N3 C3 C8 C7 -178.93(15) . . . . ? C4 C3 C8 C7 1.0(3) . . . . ? C6 C7 C8 N1 178.77(18) . . . . ? C6 C7 C8 C3 -1.6(3) . . . . ? 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 O1w H11 O1 0.84 1.82 2.654(2) 170 2_665 O1w H12 O4w 0.84 2.03 2.852(2) 165 1_655 O2w H21 O3w 0.84 1.93 2.762(2) 171 . O2w H22 O5w 0.84 1.94 2.726(2) 155 2_566 O3w H31 O2 0.84 1.90 2.716(2) 164 . O3w H32 O2 0.84 1.90 2.720(2) 166 2_565 O4w H41 O1w 0.84 1.95 2.743(2) 158 2_666 O4w H42 O3w 0.84 1.94 2.758(2) 165 . O5w H51 O1 0.84 1.96 2.791(2) 168 2 O5w H52 O4w 0.84 2.02 2.843(2) 168 . _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.749 _refine_diff_density_min -0.740 _refine_diff_density_rms 0.112 _iucr_refine_instructions_details ; TITL P-1 CELL 0.71073 7.5226 8.9711 9.9836 108.789 96.883 96.573 ZERR 1 0.0005 0.0006 0.0006 0.001 0.001 0.001 LATT 1 SFAC C H N O Co UNIT 16 32 6 14 1 ACTA OMIT -3 55 OMIT 0 3 1 SIZE 0.3 0.2 0.2 L.S. 100 FMAP 2 PLAN -1 BOND $H CONF WGHT 0.064400 0.264200 EXTI 0.073402 FVAR 1.09668 CO1 5 0.500000 0.500000 0.500000 10.50000 0.01384 0.01042 = 0.01010 0.00239 0.00169 0.00235 O1 4 0.241499 0.238042 -0.294669 11.00000 0.02784 0.01736 = 0.01282 0.00531 0.00162 0.00360 O2 4 0.187234 0.396225 -0.084296 11.00000 0.02174 0.02507 = 0.01728 0.00686 0.00500 0.01119 O1W 4 0.755224 0.573650 0.452338 11.00000 0.01785 0.01521 = 0.01537 0.00587 0.00345 0.00387 AFIX 3 H12 2 0.796204 0.493240 0.404888 11.00000 -1.50000 H11 2 0.743124 0.634270 0.404088 11.00000 -1.50000 AFIX 0 O2W 4 0.384804 0.663365 0.423476 11.00000 0.02218 0.01583 = 0.01540 0.00329 0.00035 0.00581 AFIX 3 H21 2 0.312114 0.614224 0.346886 11.00000 -1.50000 H22 2 0.328854 0.717534 0.484856 11.00000 -1.50000 AFIX 0 O3W 4 0.116979 0.511744 0.187575 11.00000 0.02039 0.02498 = 0.01542 0.00521 0.00230 0.00935 AFIX 3 H31 2 0.158659 0.475484 0.111245 11.00000 -1.50000 H32 2 0.024659 0.550974 0.169485 11.00000 -1.50000 AFIX 0 O4W 4 -0.044909 0.327259 0.327455 11.00000 0.02249 0.02181 = 0.02051 0.00676 0.00257 0.00539 AFIX 3 H41 2 0.031581 0.336029 0.399265 11.00000 -1.50000 H42 2 0.006881 0.367189 0.274025 11.00000 -1.50000 AFIX 0 O5W 4 -0.248101 0.089078 0.404412 11.00000 0.05576 0.01803 = 0.04801 0.00515 0.02953 0.01102 AFIX 3 H51 2 -0.235061 -0.005932 0.364152 11.00000 -1.50000 H52 2 -0.181931 0.148248 0.373582 11.00000 -1.50000 AFIX 0 N1 3 0.436035 0.329948 0.286269 11.00000 0.01743 0.01295 = 0.01265 0.00359 0.00305 0.00287 N2 3 0.479715 0.370366 0.176948 11.00000 0.01711 0.01442 = 0.01170 0.00274 0.00175 0.00369 N3 3 0.415051 0.246275 0.055920 11.00000 0.01553 0.01329 = 0.01190 0.00288 0.00194 0.00360 C1 1 0.273331 0.299927 -0.160286 11.00000 0.01569 0.01405 = 0.01471 0.00694 0.00361 0.00154 C2 1 0.438255 0.255021 -0.084319 11.00000 0.01794 0.02074 = 0.01280 0.00587 0.00473 0.00726 AFIX 23 H2A 2 0.460657 0.152415 -0.144606 11.00000 -1.20000 H2B 2 0.544194 0.333448 -0.072799 11.00000 -1.20000 AFIX 0 C3 1 0.325920 0.121658 0.085242 11.00000 0.01491 0.01464 = 0.01355 0.00395 0.00213 0.00529 C4 1 0.235025 -0.030897 -0.001951 11.00000 0.02040 0.01589 = 0.01567 0.00134 -0.00106 0.00389 AFIX 43 H4 2 0.225941 -0.066560 -0.101286 11.00000 -1.20000 AFIX 0 C5 1 0.160153 -0.124253 0.069608 11.00000 0.01911 0.01333 = 0.02641 0.00214 -0.00049 0.00026 AFIX 43 H5 2 0.096906 -0.225670 0.016514 11.00000 -1.20000 AFIX 0 C6 1 0.176119 -0.071251 0.220946 11.00000 0.01930 0.01656 = 0.02730 0.00893 0.00657 0.00296 AFIX 43 H6 2 0.123567 -0.139041 0.263994 11.00000 -1.20000 AFIX 0 C7 1 0.267462 0.078237 0.306729 11.00000 0.02072 0.01626 = 0.01766 0.00625 0.00627 0.00423 AFIX 43 H7 2 0.279405 0.112086 0.406217 11.00000 -1.20000 AFIX 0 C8 1 0.341459 0.176478 0.235167 11.00000 0.01479 0.01248 = 0.01400 0.00276 0.00179 0.00436 eqiv $1 1-x,1-y,-z eqiv $2 1+x,y,z eqiv $3 -x,1-y,1-z eqiv $4 -x,1-y,-z eqiv $5 1-x,1-y,1-z eqiv $6 -x,-y,-z htab o1w o1_$1 htab o1w o4w_$2 htab o2w o3w htab o2w o5w_$3 htab o3w o2 htab o3w o2_$4 htab o4w o1w_$5 htab o4w o3w htab o5w o1_$6 htab o5w o4w HKLF 4 END ; _vrf_PLAT417_ALERT_2_B ; PROBLEM: Short Inter D-H..H-D H22 .. H52 .. 2.06 Ang. RESPONSE: The distance is more than 2 Ang., and is not short. The O--H distance was set to 0.84 Ang. ; ####################################################################### # # 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_compound_2 _database_code_depnum_ccdc_archive 'CCDC 717526' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Ni (H2 O)4 (C8 H6 N3 O2)2, 6H2 O' _chemical_formula_sum 'C16 H32 N6 Ni O14' _chemical_formula_weight 591.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6133(7) _cell_length_b 9.0446(9) _cell_length_c 9.8805(9) _cell_angle_alpha 109.0780(10) _cell_angle_beta 97.0100(10) _cell_angle_gamma 96.3880(10) _cell_volume 629.85(10) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2868 _cell_measurement_theta_min 2.2127 _cell_measurement_theta_max 27.6352 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.559 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 310 _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7848 _exptl_absorpt_correction_T_max 0.9199 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5508 _diffrn_reflns_av_R_equivalents 0.0181 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2830 _reflns_number_gt 2563 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0576P)^2^+0.2696P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2830 _refine_ls_number_parameters 169 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.1043 _refine_ls_wR_factor_gt 0.1003 _refine_ls_goodness_of_fit_ref 1.083 _refine_ls_restrained_S_all 1.083 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.5000 0.5000 0.5000 0.02456(12) Uani 1 2 d S . . O1 O 0.2426(3) 0.2352(2) -0.29803(17) 0.0457(4) Uani 1 1 d . . . O2 O 0.1829(2) 0.3871(2) -0.08763(18) 0.0442(4) Uani 1 1 d . . . O1W O 0.7490(2) 0.57009(17) 0.45325(15) 0.0317(3) Uani 1 1 d . . . H12 H 0.7900 0.4897 0.4058 0.048 Uiso 1 1 d R . . H11 H 0.7369 0.6307 0.4050 0.048 Uiso 1 1 d R . . O2W O 0.3903(2) 0.66288(17) 0.42289(16) 0.0348(3) Uani 1 1 d . . . H21 H 0.3176 0.6137 0.3463 0.052 Uiso 1 1 d R . . H22 H 0.3344 0.7171 0.4843 0.052 Uiso 1 1 d R . . O3W O 0.1168(2) 0.5149(2) 0.18866(17) 0.0423(4) Uani 1 1 d . . . H31 H 0.1585 0.4787 0.1123 0.063 Uiso 1 1 d R . . H32 H 0.0245 0.5541 0.1706 0.063 Uiso 1 1 d R . . O4W O -0.0522(3) 0.3304(2) 0.3265(2) 0.0559(5) Uani 1 1 d . . . H41 H 0.0242 0.3392 0.3983 0.084 Uiso 1 1 d R . . H42 H -0.0005 0.3704 0.2731 0.084 Uiso 1 1 d R . . O5W O -0.2423(5) 0.0923(3) 0.4056(3) 0.0969(10) Uani 1 1 d . . . H51 H -0.2292 -0.0027 0.3653 0.145 Uiso 1 1 d R . . H52 H -0.1761 0.1515 0.3748 0.145 Uiso 1 1 d R . . N1 N 0.4364(2) 0.3326(2) 0.28975(17) 0.0279(3) Uani 1 1 d . . . N2 N 0.4786(2) 0.3721(2) 0.17924(18) 0.0298(4) Uani 1 1 d . . . N3 N 0.4147(2) 0.2486(2) 0.05738(17) 0.0274(3) Uani 1 1 d . . . C1 C 0.2718(3) 0.2964(2) -0.1626(2) 0.0311(4) Uani 1 1 d . . . C2 C 0.4363(3) 0.2564(3) -0.0848(2) 0.0328(4) Uani 1 1 d . . . H2A H 0.4613 0.1551 -0.1452 0.039 Uiso 1 1 calc R . . H2B H 0.5390 0.3360 -0.0731 0.039 Uiso 1 1 calc R . . C3 C 0.3275(3) 0.1257(2) 0.0875(2) 0.0275(4) Uani 1 1 d . . . C4 C 0.2382(3) -0.0258(3) -0.0006(2) 0.0368(5) Uani 1 1 d . . . H4 H 0.2291 -0.0617 -0.1011 0.044 Uiso 1 1 calc R . . C5 C 0.1654(3) -0.1173(3) 0.0710(3) 0.0424(5) Uani 1 1 d . . . H5 H 0.1029 -0.2180 0.0170 0.051 Uiso 1 1 calc R . . C6 C 0.1813(3) -0.0647(3) 0.2238(3) 0.0405(5) Uani 1 1 d . . . H6 H 0.1299 -0.1319 0.2671 0.049 Uiso 1 1 calc R . . C7 C 0.2706(3) 0.0832(3) 0.3102(2) 0.0343(5) Uani 1 1 d . . . H7 H 0.2824 0.1171 0.4109 0.041 Uiso 1 1 calc R . . C8 C 0.3432(3) 0.1804(2) 0.2386(2) 0.0271(4) 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 Ni1 0.0299(2) 0.02275(19) 0.01863(18) 0.00563(13) 0.00091(13) 0.00247(13) O1 0.0710(12) 0.0418(9) 0.0249(8) 0.0125(7) 0.0020(8) 0.0148(8) O2 0.0453(9) 0.0594(11) 0.0340(8) 0.0178(8) 0.0088(7) 0.0255(8) O1W 0.0352(7) 0.0312(7) 0.0294(7) 0.0118(6) 0.0039(6) 0.0048(6) O2W 0.0430(8) 0.0314(7) 0.0286(7) 0.0092(6) 0.0004(6) 0.0107(6) O3W 0.0405(9) 0.0524(10) 0.0329(8) 0.0113(7) 0.0019(7) 0.0178(8) O4W 0.0663(12) 0.0514(11) 0.0481(10) 0.0158(9) 0.0067(9) 0.0094(9) O5W 0.147(3) 0.0473(13) 0.106(2) 0.0173(13) 0.074(2) 0.0256(15) N1 0.0339(9) 0.0265(8) 0.0211(8) 0.0073(6) 0.0018(6) 0.0023(7) N2 0.0349(9) 0.0296(8) 0.0226(8) 0.0075(7) 0.0019(7) 0.0041(7) N3 0.0327(8) 0.0286(8) 0.0209(8) 0.0078(6) 0.0028(6) 0.0083(7) C1 0.0390(11) 0.0314(10) 0.0247(9) 0.0129(8) 0.0044(8) 0.0044(8) C2 0.0367(11) 0.0413(11) 0.0232(9) 0.0114(8) 0.0080(8) 0.0142(9) C3 0.0275(9) 0.0276(9) 0.0257(9) 0.0071(7) 0.0012(7) 0.0079(7) C4 0.0403(12) 0.0318(11) 0.0298(10) 0.0023(8) -0.0032(9) 0.0060(9) C5 0.0414(12) 0.0277(11) 0.0469(13) 0.0040(9) -0.0041(10) -0.0002(9) C6 0.0418(12) 0.0312(11) 0.0479(13) 0.0143(10) 0.0075(10) 0.0018(9) C7 0.0411(11) 0.0312(10) 0.0322(11) 0.0128(9) 0.0069(9) 0.0060(9) C8 0.0300(9) 0.0247(9) 0.0242(9) 0.0060(7) 0.0012(7) 0.0059(7) _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 Ni1 O2W 2.0737(15) . ? Ni1 O2W 2.0737(15) 2_666 ? Ni1 N1 2.0923(16) . ? Ni1 N1 2.0923(16) 2_666 ? Ni1 O1W 2.0852(14) . ? Ni1 O1W 2.0852(14) 2_666 ? O1 C1 1.250(3) . ? O2 C1 1.236(3) . ? O1W H12 0.8422 . ? O1W H11 0.8413 . ? O2W H21 0.8365 . ? O2W H22 0.8394 . ? O3W H31 0.8348 . ? O3W H32 0.8474 . ? O4W H41 0.8372 . ? O4W H42 0.8416 . ? O5W H51 0.8436 . ? O5W H52 0.8468 . ? N1 N2 1.319(2) . ? N1 C8 1.376(2) . ? N2 N3 1.338(2) . ? N3 C3 1.365(3) . ? N3 C2 1.457(2) . ? C1 C2 1.529(3) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.396(3) . ? C3 C4 1.402(3) . ? C4 C5 1.367(4) . ? C4 H4 0.9300 . ? C5 C6 1.411(4) . ? C5 H5 0.9300 . ? C6 C7 1.375(3) . ? C6 H6 0.9300 . ? C7 C8 1.405(3) . ? C7 H7 0.9300 . ? 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 O2W Ni1 O2W 180.00(7) . 2_666 ? O2W Ni1 N1 89.19(6) . . ? O2W Ni1 N1 90.81(6) 2_666 . ? O2W Ni1 N1 90.81(6) . 2_666 ? O2W Ni1 N1 89.19(6) 2_666 2_666 ? N1 Ni1 N1 180.0 . 2_666 ? O2W Ni1 O1W 90.53(6) . . ? O2W Ni1 O1W 89.47(6) 2_666 . ? N1 Ni1 O1W 88.82(6) . . ? N1 Ni1 O1W 91.18(6) 2_666 . ? O2W Ni1 O1W 89.47(6) . 2_666 ? O2W Ni1 O1W 90.53(6) 2_666 2_666 ? N1 Ni1 O1W 91.18(6) . 2_666 ? N1 Ni1 O1W 88.82(6) 2_666 2_666 ? O1W Ni1 O1W 180.00(4) . 2_666 ? Ni1 O1W H12 109.7 . . ? Ni1 O1W H11 109.0 . . ? H12 O1W H11 110.4 . . ? Ni1 O2W H21 108.8 . . ? Ni1 O2W H22 109.6 . . ? H21 O2W H22 108.3 . . ? H31 O3W H32 109.2 . . ? H41 O4W H42 107.3 . . ? H51 O5W H52 109.1 . . ? N2 N1 C8 109.21(16) . . ? N2 N1 Ni1 119.64(13) . . ? C8 N1 Ni1 131.03(13) . . ? N1 N2 N3 107.90(16) . . ? N2 N3 C3 111.03(16) . . ? N2 N3 C2 121.25(17) . . ? C3 N3 C2 127.70(17) . . ? O1 C1 O2 126.3(2) . . ? O1 C1 C2 115.79(19) . . ? O2 C1 C2 117.94(18) . . ? N3 C2 C1 113.46(16) . . ? N3 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N3 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? N3 C3 C8 104.47(17) . . ? N3 C3 C4 132.85(19) . . ? C8 C3 C4 122.7(2) . . ? C5 C4 C3 115.7(2) . . ? C5 C4 H4 122.2 . . ? C3 C4 H4 122.2 . . ? C4 C5 C6 122.5(2) . . ? C4 C5 H5 118.7 . . ? C6 C5 H5 118.7 . . ? C7 C6 C5 121.8(2) . . ? C7 C6 H6 119.1 . . ? C5 C6 H6 119.1 . . ? C6 C7 C8 116.6(2) . . ? C6 C7 H7 121.7 . . ? C8 C7 H7 121.7 . . ? C3 C8 N1 107.38(17) . . ? C3 C8 C7 120.72(19) . . ? N1 C8 C7 131.89(18) . . ? 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 O2W Ni1 N1 N2 48.18(15) . . . . ? O2W Ni1 N1 N2 -131.82(15) 2_666 . . . ? N1 Ni1 N1 N2 -123(100) 2_666 . . . ? O1W Ni1 N1 N2 -42.37(15) . . . . ? O1W Ni1 N1 N2 137.63(15) 2_666 . . . ? O2W Ni1 N1 C8 -127.33(18) . . . . ? O2W Ni1 N1 C8 52.67(18) 2_666 . . . ? N1 Ni1 N1 C8 61(100) 2_666 . . . ? O1W Ni1 N1 C8 142.13(18) . . . . ? O1W Ni1 N1 C8 -37.87(18) 2_666 . . . ? C8 N1 N2 N3 0.0(2) . . . . ? Ni1 N1 N2 N3 -176.42(12) . . . . ? N1 N2 N3 C3 0.5(2) . . . . ? N1 N2 N3 C2 178.64(17) . . . . ? N2 N3 C2 C1 -97.3(2) . . . . ? C3 N3 C2 C1 80.6(3) . . . . ? O1 C1 C2 N3 -147.26(19) . . . . ? O2 C1 C2 N3 34.0(3) . . . . ? N2 N3 C3 C8 -0.7(2) . . . . ? C2 N3 C3 C8 -178.75(18) . . . . ? N2 N3 C3 C4 179.5(2) . . . . ? C2 N3 C3 C4 1.4(4) . . . . ? N3 C3 C4 C5 -179.7(2) . . . . ? C8 C3 C4 C5 0.5(3) . . . . ? C3 C4 C5 C6 -1.1(4) . . . . ? C4 C5 C6 C7 0.4(4) . . . . ? C5 C6 C7 C8 0.9(4) . . . . ? N3 C3 C8 N1 0.7(2) . . . . ? C4 C3 C8 N1 -179.47(19) . . . . ? N3 C3 C8 C7 -178.98(18) . . . . ? C4 C3 C8 C7 0.9(3) . . . . ? N2 N1 C8 C3 -0.4(2) . . . . ? Ni1 N1 C8 C3 175.42(14) . . . . ? N2 N1 C8 C7 179.2(2) . . . . ? Ni1 N1 C8 C7 -5.0(3) . . . . ? C6 C7 C8 C3 -1.5(3) . . . . ? C6 C7 C8 N1 178.9(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 O1W H11 O1 0.84 1.86 2.687(2) 168.9 2_665 O1W H12 O4W 0.84 2.00 2.824(2) 165.0 1_655 O2W H21 O3W 0.84 1.94 2.768(2) 169.8 . O2W H22 O5W 0.84 1.97 2.759(3) 156.5 2_566 O3W H31 O2 0.83 1.92 2.728(2) 163.4 . O3W H32 O2 0.85 1.90 2.731(2) 167.4 2_565 O4W H41 O1W 0.84 2.02 2.812(3) 157.3 2_666 O4W H42 O3W 0.84 1.96 2.780(3) 165.1 . O5W H51 O1 0.84 1.97 2.801(3) 166.3 2 O5W H52 O4W 0.85 2.00 2.833(3) 166.4 . _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.636 _refine_diff_density_min -0.424 _refine_diff_density_rms 0.060 _iucr_refine_instructions_details ; TITL P-1 CELL 0.71073 7.6133 9.0446 9.8805 109.078 97.010 96.388 ZERR 1 0.0007 0.0009 0.0009 0.001 0.001 0.001 SFAC C H N O Ni UNIT 16 32 6 14 1 ACTA OMIT -3 55 OMIT -2 1 1 OMIT -1 2 0 SIZE 0.3 0.2 0.1 L.S. 100 FMAP 2 PLAN -1 BOND $H CONF WGHT 0.057600 0.269600 FVAR 0.97691 NI1 5 0.500000 0.500000 0.500000 10.50000 0.02987 0.02275 = 0.01863 0.00563 0.00091 0.00247 O1 4 0.242637 0.235188 -0.298033 11.00000 0.07103 0.04178 = 0.02490 0.01249 0.00203 0.01481 O2 4 0.182867 0.387137 -0.087628 11.00000 0.04529 0.05945 = 0.03397 0.01777 0.00882 0.02552 O1W 4 0.749049 0.570091 0.453253 11.00000 0.03516 0.03115 = 0.02943 0.01184 0.00395 0.00482 AFIX 3 H12 2 0.790030 0.489681 0.405803 11.00000 -1.50000 H11 2 0.736950 0.630711 0.405003 11.00000 -1.50000 AFIX 0 O2W 4 0.390320 0.662883 0.422890 11.00000 0.04297 0.03142 = 0.02863 0.00919 0.00039 0.01071 AFIX 3 H21 2 0.317630 0.613742 0.346300 11.00000 -1.50000 H22 2 0.334370 0.717052 0.484270 11.00000 -1.50000 AFIX 0 O3W 4 0.116800 0.514915 0.188664 11.00000 0.04049 0.05237 = 0.03290 0.01125 0.00195 0.01782 AFIX 3 H31 2 0.158480 0.478655 0.112334 11.00000 -1.50000 H32 2 0.024480 0.554145 0.170574 11.00000 -1.50000 AFIX 0 O4W 4 -0.052248 0.330434 0.326495 11.00000 0.06633 0.05145 = 0.04813 0.01578 0.00672 0.00941 AFIX 3 H41 2 0.024242 0.339204 0.398305 11.00000 -1.50000 H42 2 -0.000458 0.370364 0.273065 11.00000 -1.50000 AFIX 0 O5W 4 -0.242286 0.092318 0.405608 11.00000 0.14696 0.04728 = 0.10607 0.01734 0.07413 0.02564 AFIX 3 H51 2 -0.229246 -0.002692 0.365348 11.00000 -1.50000 H52 2 -0.176116 0.151488 0.374778 11.00000 -1.50000 AFIX 0 N1 3 0.436379 0.332590 0.289755 11.00000 0.03394 0.02652 = 0.02113 0.00735 0.00179 0.00235 N2 3 0.478602 0.372099 0.179237 11.00000 0.03487 0.02958 = 0.02261 0.00748 0.00190 0.00414 N3 3 0.414689 0.248557 0.057378 11.00000 0.03266 0.02855 = 0.02092 0.00777 0.00278 0.00834 C1 1 0.271821 0.296444 -0.162577 11.00000 0.03904 0.03140 = 0.02466 0.01289 0.00440 0.00443 C2 1 0.436320 0.256386 -0.084788 11.00000 0.03674 0.04135 = 0.02318 0.01142 0.00801 0.01417 AFIX 23 H2A 2 0.461305 0.155073 -0.145168 11.00000 -1.20000 H2B 2 0.538983 0.335987 -0.073081 11.00000 -1.20000 AFIX 0 C3 1 0.327531 0.125666 0.087451 11.00000 0.02754 0.02765 = 0.02571 0.00705 0.00121 0.00788 C4 1 0.238226 -0.025777 -0.000551 11.00000 0.04030 0.03180 = 0.02979 0.00230 -0.00316 0.00595 AFIX 43 H4 2 0.229116 -0.061691 -0.101121 11.00000 -1.20000 AFIX 0 C5 1 0.165366 -0.117296 0.071037 11.00000 0.04138 0.02770 = 0.04687 0.00401 -0.00409 -0.00024 AFIX 43 H5 2 0.102934 -0.218044 0.017017 11.00000 -1.20000 AFIX 0 C6 1 0.181287 -0.064708 0.223761 11.00000 0.04180 0.03118 = 0.04793 0.01429 0.00746 0.00180 AFIX 43 H6 2 0.129915 -0.131942 0.267144 11.00000 -1.20000 AFIX 0 C7 1 0.270634 0.083157 0.310183 11.00000 0.04108 0.03121 = 0.03220 0.01281 0.00690 0.00595 AFIX 43 H7 2 0.282431 0.117075 0.410897 11.00000 -1.20000 AFIX 0 C8 1 0.343219 0.180425 0.238575 11.00000 0.03004 0.02475 = 0.02424 0.00605 0.00119 0.00595 eqiv $1 1-x,1-y,-z eqiv $2 1+x,y,z eqiv $3 -x,1-y,1-z eqiv $4 -x,1-y,-z eqiv $5 1-x,1-y,1-z eqiv $6 -x,-y,-z htab o1w o1_$1 htab o1w o4w_$2 htab o2w o3w htab o2w o5w_$3 htab o3w o2 htab o3w o2_$4 htab o4w o1w_$5 htab o4w o3w htab o5w o1_$6 htab o5w o4w REM P-1 REM R1 = 0.0368 for 2563 Fo > 4sig(Fo) and 0.0412 for all 2830 data REM 169 parameters refined using 0 restraints HKLF 4 END ; _vrf_PLAT417_ALERT_2_B ; PROBLEM: Short Inter D-H..H-D H22 .. H52 .. 2.08 Ang. RESPONSE: The distance is more than 2 Ang., and is not short. The O--H distance was set to 0.84 Ang. ; ####################################################################### # # 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_compound_3 _database_code_depnum_ccdc_archive 'CCDC 717524' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H40 Cu2 N18 O12, 2(H2 O)' _chemical_formula_sum 'C48 H44 Cu2 N18 O14' _chemical_formula_weight 1224.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.726(12) _cell_length_b 10.303(13) _cell_length_c 13.774(17) _cell_angle_alpha 82.146(18) _cell_angle_beta 71.384(18) _cell_angle_gamma 83.78(2) _cell_volume 1293(3) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description bar _exptl_crystal_colour pale-yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 0.909 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.804 _exptl_absorpt_correction_T_max 0.956 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9520 _diffrn_reflns_av_R_equivalents 0.0844 _diffrn_reflns_av_sigmaI/netI 0.1528 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4551 _reflns_number_gt 2259 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0150P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4551 _refine_ls_number_parameters 382 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.1468 _refine_ls_R_factor_gt 0.0571 _refine_ls_wR_factor_ref 0.1070 _refine_ls_wR_factor_gt 0.0846 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.00454(7) 0.55396(7) 0.62403(5) 0.0377(2) Uani 1 1 d . . . N1 N -0.1801(4) 0.9226(4) 0.6946(3) 0.0402(12) Uani 1 1 d . . . N2 N -0.1173(4) 0.8043(4) 0.7161(3) 0.0374(12) Uani 1 1 d . . . N3 N -0.0780(4) 0.7427(4) 0.6332(3) 0.0364(11) Uani 1 1 d . . . N4 N 0.0718(4) 0.3061(5) 0.8665(3) 0.0406(12) Uani 1 1 d . . . N5 N 0.0222(4) 0.3385(5) 0.7856(3) 0.0430(12) Uani 1 1 d . . . N6 N 0.0453(4) 0.4637(4) 0.7516(3) 0.0365(11) Uani 1 1 d . . . N7 N 0.2915(4) 0.5578(4) 0.3300(3) 0.0336(11) Uani 1 1 d . . . N8 N 0.1661(4) 0.5288(4) 0.4028(3) 0.0329(11) Uani 1 1 d . . . N9 N 0.1742(4) 0.5549(4) 0.4926(3) 0.0311(11) Uani 1 1 d . . . O1 O -0.4621(5) 1.0174(5) 0.7570(4) 0.0765(14) Uani 1 1 d D . . H1 H -0.547(3) 1.044(7) 0.786(5) 0.115 Uiso 1 1 d D . . O2 O -0.4161(5) 1.1663(4) 0.8432(3) 0.0845(16) Uani 1 1 d . . . O3 O 0.2194(4) 0.0002(4) 0.9569(3) 0.0821(15) Uani 1 1 d . . . O4 O 0.2871(4) 0.1178(4) 0.8061(3) 0.0823(15) Uani 1 1 d . . . O5 O 0.4056(5) 0.3712(4) 0.1146(3) 0.0601(12) Uani 1 1 d D . . H5 H 0.427(7) 0.295(2) 0.101(5) 0.090 Uiso 1 1 d D . . O6 O 0.4367(4) 0.3246(4) 0.2707(3) 0.0664(13) Uani 1 1 d . . . C1 C -0.3783(8) 1.0715(7) 0.7940(5) 0.062(2) Uani 1 1 d . . . C2 C -0.2259(6) 1.0168(6) 0.7699(4) 0.0569(18) Uani 1 1 d . . . H2A H -0.1631 1.0892 0.7452 0.068 Uiso 1 1 calc R . . H2B H -0.2104 0.9749 0.8334 0.068 Uiso 1 1 calc R . . C3 C -0.1812(5) 0.9395(5) 0.5946(4) 0.0370(14) Uani 1 1 d . . . C4 C -0.2340(6) 1.0413(5) 0.5371(5) 0.0497(16) Uani 1 1 d . . . H4A H -0.2791 1.1183 0.5646 0.060 Uiso 1 1 calc R . . C5 C -0.2162(6) 1.0226(6) 0.4385(5) 0.0527(17) Uani 1 1 d . . . H5A H -0.2486 1.0892 0.3965 0.063 Uiso 1 1 calc R . . C6 C -0.1499(6) 0.9054(6) 0.3974(4) 0.0485(16) Uani 1 1 d . . . H6A H -0.1412 0.8958 0.3294 0.058 Uiso 1 1 calc R . . C7 C -0.0980(5) 0.8053(5) 0.4549(4) 0.0419(15) Uani 1 1 d . . . H7A H -0.0529 0.7283 0.4274 0.050 Uiso 1 1 calc R . . C8 C -0.1156(5) 0.8235(5) 0.5567(4) 0.0339(13) Uani 1 1 d . . . C9 C 0.2024(6) 0.0895(6) 0.8944(5) 0.0523(17) Uani 1 1 d . . . C10 C 0.0623(6) 0.1758(5) 0.9213(4) 0.0498(16) Uani 1 1 d . . . H10A H -0.0121 0.1328 0.9072 0.060 Uiso 1 1 calc R . . H10B H 0.0313 0.1836 0.9947 0.060 Uiso 1 1 calc R . . C11 C 0.1292(5) 0.4112(6) 0.8862(4) 0.0392(14) Uani 1 1 d . . . C12 C 0.1955(6) 0.4288(7) 0.9592(4) 0.0513(17) Uani 1 1 d . . . H12A H 0.2099 0.3613 1.0079 0.062 Uiso 1 1 calc R . . C13 C 0.2376(6) 0.5523(7) 0.9539(4) 0.0573(18) Uani 1 1 d . . . H13A H 0.2840 0.5680 1.0002 0.069 Uiso 1 1 calc R . . C14 C 0.2153(6) 0.6563(6) 0.8835(5) 0.0514(17) Uani 1 1 d . . . H14A H 0.2453 0.7386 0.8847 0.062 Uiso 1 1 calc R . . C15 C 0.1491(5) 0.6382(6) 0.8119(4) 0.0399(15) Uani 1 1 d . . . H15A H 0.1322 0.7068 0.7648 0.048 Uiso 1 1 calc R . . C16 C 0.1088(5) 0.5114(6) 0.8140(4) 0.0338(14) Uani 1 1 d . . . C17 C 0.3950(5) 0.3946(6) 0.2077(5) 0.0429(16) Uani 1 1 d . . . C18 C 0.3187(5) 0.5293(5) 0.2255(4) 0.0400(15) Uani 1 1 d . . . H18A H 0.3783 0.5950 0.1783 0.048 Uiso 1 1 calc R . . H18B H 0.2271 0.5341 0.2108 0.048 Uiso 1 1 calc R . . C19 C 0.3838(5) 0.6041(5) 0.3715(4) 0.0301(13) Uani 1 1 d . . . C20 C 0.5221(6) 0.6482(5) 0.3282(4) 0.0411(15) Uani 1 1 d . . . H20A H 0.5714 0.6495 0.2581 0.049 Uiso 1 1 calc R . . C21 C 0.5814(6) 0.6894(5) 0.3950(5) 0.0458(16) Uani 1 1 d . . . H21A H 0.6737 0.7209 0.3694 0.055 Uiso 1 1 calc R . . C22 C 0.5076(6) 0.6861(5) 0.5012(4) 0.0424(15) Uani 1 1 d . . . H22A H 0.5529 0.7141 0.5440 0.051 Uiso 1 1 calc R . . C23 C 0.3720(5) 0.6429(5) 0.5429(4) 0.0354(14) Uani 1 1 d . . . H23A H 0.3237 0.6410 0.6132 0.042 Uiso 1 1 calc R . . C24 C 0.3072(5) 0.6010(5) 0.4756(4) 0.0291(13) Uani 1 1 d . . . O1W O 0.5341(7) 0.1632(6) 0.0446(4) 0.119(2) Uani 1 1 d D . . H1A H 0.581(8) 0.098(6) 0.064(5) 0.179 Uiso 1 1 d D . . H1B H 0.565(9) 0.185(8) -0.0184(16) 0.179 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 0.0413(4) 0.0410(5) 0.0315(4) -0.0045(3) -0.0131(3) 0.0007(3) N1 0.048(3) 0.035(3) 0.039(3) -0.011(3) -0.015(2) 0.004(2) N2 0.041(3) 0.035(3) 0.039(3) -0.006(2) -0.018(2) 0.002(2) N3 0.038(3) 0.038(3) 0.034(3) -0.007(3) -0.013(2) 0.004(2) N4 0.038(3) 0.044(3) 0.034(3) 0.005(3) -0.011(2) 0.005(2) N5 0.041(3) 0.049(4) 0.037(3) -0.001(3) -0.012(2) 0.003(3) N6 0.040(3) 0.039(3) 0.029(3) 0.002(2) -0.010(2) -0.001(2) N7 0.031(3) 0.048(3) 0.022(3) 0.000(2) -0.010(2) -0.001(2) N8 0.030(3) 0.041(3) 0.027(3) -0.004(2) -0.009(2) 0.003(2) N9 0.031(3) 0.036(3) 0.029(3) -0.002(2) -0.013(2) -0.004(2) O1 0.054(3) 0.085(4) 0.080(4) -0.018(3) -0.008(3) 0.013(3) O2 0.137(4) 0.061(3) 0.045(3) -0.021(3) -0.024(3) 0.042(3) O3 0.065(3) 0.076(4) 0.081(4) 0.035(3) -0.011(3) 0.012(3) O4 0.062(3) 0.102(4) 0.053(3) 0.018(3) 0.005(2) 0.022(3) O5 0.075(3) 0.072(3) 0.037(3) -0.022(3) -0.022(2) 0.009(3) O6 0.091(3) 0.068(3) 0.046(3) -0.010(2) -0.036(2) 0.021(3) C1 0.078(5) 0.063(5) 0.048(5) -0.017(4) -0.027(4) 0.019(4) C2 0.073(5) 0.054(4) 0.047(4) -0.026(3) -0.023(3) 0.019(4) C3 0.040(3) 0.034(4) 0.036(4) -0.002(3) -0.014(3) 0.007(3) C4 0.061(4) 0.038(4) 0.053(4) -0.012(3) -0.022(3) 0.010(3) C5 0.069(4) 0.043(4) 0.053(4) 0.002(4) -0.034(4) 0.003(3) C6 0.055(4) 0.053(5) 0.043(4) -0.008(3) -0.022(3) -0.004(3) C7 0.047(4) 0.040(4) 0.040(4) -0.009(3) -0.015(3) 0.004(3) C8 0.039(3) 0.026(4) 0.036(4) -0.002(3) -0.013(3) 0.002(3) C9 0.043(4) 0.051(5) 0.054(5) 0.013(4) -0.012(3) 0.001(3) C10 0.049(4) 0.048(4) 0.043(4) 0.014(3) -0.013(3) 0.002(3) C11 0.026(3) 0.054(4) 0.034(4) 0.003(3) -0.008(3) -0.001(3) C12 0.046(4) 0.074(5) 0.033(4) 0.004(4) -0.017(3) 0.002(4) C13 0.046(4) 0.094(6) 0.039(4) -0.015(4) -0.020(3) -0.010(4) C14 0.050(4) 0.061(5) 0.047(4) -0.012(4) -0.016(3) -0.009(3) C15 0.037(3) 0.046(4) 0.032(4) 0.002(3) -0.008(3) -0.001(3) C16 0.026(3) 0.048(4) 0.028(3) -0.003(3) -0.012(3) 0.002(3) C17 0.032(3) 0.064(5) 0.032(4) -0.011(4) -0.005(3) -0.005(3) C18 0.037(3) 0.063(4) 0.019(3) -0.003(3) -0.009(3) -0.002(3) C19 0.031(3) 0.033(4) 0.025(3) -0.002(3) -0.008(3) 0.001(3) C20 0.040(4) 0.048(4) 0.034(4) 0.001(3) -0.013(3) -0.003(3) C21 0.039(3) 0.052(4) 0.051(4) 0.006(3) -0.021(3) -0.015(3) C22 0.041(4) 0.042(4) 0.051(4) -0.002(3) -0.023(3) -0.007(3) C23 0.041(3) 0.036(4) 0.031(3) -0.002(3) -0.015(3) 0.000(3) C24 0.031(3) 0.024(3) 0.032(3) 0.000(3) -0.012(3) -0.002(3) O1W 0.192(6) 0.101(5) 0.079(4) -0.042(4) -0.072(4) 0.065(4) _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 N6 2.006(5) . ? Cu1 N9 2.023(4) . ? Cu1 N3 2.026(5) . ? Cu1 N8 2.098(5) 2_566 ? N1 N2 1.342(5) . ? N1 C3 1.368(6) . ? N1 C2 1.450(6) . ? N2 N3 1.312(5) . ? N3 C8 1.371(6) . ? N4 N5 1.339(5) . ? N4 C11 1.366(6) . ? N4 C10 1.444(6) . ? N5 N6 1.328(5) . ? N6 C16 1.372(6) . ? N7 N8 1.341(5) . ? N7 C19 1.362(6) . ? N7 C18 1.444(6) . ? N8 N9 1.329(5) . ? N8 Cu1 2.098(5) 2_566 ? N9 C24 1.365(6) . ? O1 C1 1.295(7) . ? O1 H1 0.828(10) . ? O2 C1 1.222(7) . ? O3 C9 1.208(6) . ? O4 C9 1.248(6) . ? O5 C17 1.306(6) . ? O5 H5 0.821(10) . ? O6 C17 1.195(6) . ? C1 C2 1.477(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.378(6) . ? C3 C4 1.381(7) . ? C4 C5 1.352(7) . ? C4 H4A 0.9300 . ? C5 C6 1.407(7) . ? C5 H5A 0.9300 . ? C6 C7 1.366(6) . ? C6 H6A 0.9300 . ? C7 C8 1.393(7) . ? C7 H7A 0.9300 . ? C9 C10 1.514(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C16 1.377(7) . ? C11 C12 1.396(7) . ? C12 C13 1.364(7) . ? C12 H12A 0.9300 . ? C13 C14 1.391(7) . ? C13 H13A 0.9300 . ? C14 C15 1.379(7) . ? C14 H14A 0.9300 . ? C15 C16 1.399(7) . ? C15 H15A 0.9300 . ? C17 C18 1.513(7) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.385(6) . ? C19 C24 1.386(6) . ? C20 C21 1.363(6) . ? C20 H20A 0.9300 . ? C21 C22 1.407(7) . ? C21 H21A 0.9300 . ? C22 C23 1.357(6) . ? C22 H22A 0.9300 . ? C23 C24 1.409(6) . ? C23 H23A 0.9300 . ? O1W H1A 0.831(10) . ? O1W H1B 0.831(10) . ? 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 N6 Cu1 N9 115.89(18) . . ? N6 Cu1 N3 115.07(19) . . ? N9 Cu1 N3 106.13(17) . . ? N6 Cu1 N8 111.16(18) . 2_566 ? N9 Cu1 N8 107.22(16) . 2_566 ? N3 Cu1 N8 99.92(17) . 2_566 ? N2 N1 C3 110.7(4) . . ? N2 N1 C2 120.8(5) . . ? C3 N1 C2 128.3(5) . . ? N3 N2 N1 108.3(4) . . ? N2 N3 C8 108.2(4) . . ? N2 N3 Cu1 125.9(3) . . ? C8 N3 Cu1 125.7(4) . . ? N5 N4 C11 110.5(5) . . ? N5 N4 C10 121.9(5) . . ? C11 N4 C10 127.6(5) . . ? N6 N5 N4 108.3(4) . . ? N5 N6 C16 107.8(4) . . ? N5 N6 Cu1 123.3(4) . . ? C16 N6 Cu1 128.7(4) . . ? N8 N7 C19 110.8(4) . . ? N8 N7 C18 120.6(4) . . ? C19 N7 C18 128.4(4) . . ? N9 N8 N7 108.2(4) . . ? N9 N8 Cu1 127.4(3) . 2_566 ? N7 N8 Cu1 124.3(3) . 2_566 ? N8 N9 C24 107.9(4) . . ? N8 N9 Cu1 124.4(3) . . ? C24 N9 Cu1 127.0(3) . . ? C1 O1 H1 108(5) . . ? C17 O5 H5 117(5) . . ? O2 C1 O1 124.3(7) . . ? O2 C1 C2 119.1(7) . . ? O1 C1 C2 116.6(6) . . ? N1 C2 C1 116.5(5) . . ? N1 C2 H2A 108.2 . . ? C1 C2 H2A 108.2 . . ? N1 C2 H2B 108.2 . . ? C1 C2 H2B 108.2 . . ? H2A C2 H2B 107.3 . . ? N1 C3 C8 103.9(5) . . ? N1 C3 C4 132.7(5) . . ? C8 C3 C4 123.5(5) . . ? C5 C4 C3 116.0(5) . . ? C5 C4 H4A 122.0 . . ? C3 C4 H4A 122.0 . . ? C4 C5 C6 121.9(5) . . ? C4 C5 H5A 119.0 . . ? C6 C5 H5A 119.0 . . ? C7 C6 C5 121.5(5) . . ? C7 C6 H6A 119.2 . . ? C5 C6 H6A 119.2 . . ? C6 C7 C8 117.0(5) . . ? C6 C7 H7A 121.5 . . ? C8 C7 H7A 121.5 . . ? N3 C8 C3 109.0(5) . . ? N3 C8 C7 131.0(5) . . ? C3 C8 C7 120.0(5) . . ? O3 C9 O4 127.0(6) . . ? O3 C9 C10 118.4(6) . . ? O4 C9 C10 114.5(5) . . ? N4 C10 C9 114.7(5) . . ? N4 C10 H10A 108.6 . . ? C9 C10 H10A 108.6 . . ? N4 C10 H10B 108.6 . . ? C9 C10 H10B 108.6 . . ? H10A C10 H10B 107.6 . . ? N4 C11 C16 104.6(5) . . ? N4 C11 C12 133.3(6) . . ? C16 C11 C12 122.2(6) . . ? C13 C12 C11 115.1(6) . . ? C13 C12 H12A 122.5 . . ? C11 C12 H12A 122.5 . . ? C12 C13 C14 124.1(6) . . ? C12 C13 H13A 118.0 . . ? C14 C13 H13A 118.0 . . ? C15 C14 C13 120.5(6) . . ? C15 C14 H14A 119.8 . . ? C13 C14 H14A 119.8 . . ? C14 C15 C16 116.5(5) . . ? C14 C15 H15A 121.8 . . ? C16 C15 H15A 121.8 . . ? N6 C16 C11 108.8(5) . . ? N6 C16 C15 129.5(5) . . ? C11 C16 C15 121.7(5) . . ? O6 C17 O5 127.7(6) . . ? O6 C17 C18 123.7(5) . . ? O5 C17 C18 108.6(5) . . ? N7 C18 C17 111.9(4) . . ? N7 C18 H18A 109.2 . . ? C17 C18 H18A 109.2 . . ? N7 C18 H18B 109.2 . . ? C17 C18 H18B 109.2 . . ? H18A C18 H18B 107.9 . . ? N7 C19 C20 132.2(5) . . ? N7 C19 C24 104.1(5) . . ? C20 C19 C24 123.7(5) . . ? C21 C20 C19 115.6(5) . . ? C21 C20 H20A 122.2 . . ? C19 C20 H20A 122.2 . . ? C20 C21 C22 122.2(5) . . ? C20 C21 H21A 118.9 . . ? C22 C21 H21A 118.9 . . ? C23 C22 C21 121.7(5) . . ? C23 C22 H22A 119.2 . . ? C21 C22 H22A 119.2 . . ? C22 C23 C24 117.4(5) . . ? C22 C23 H23A 121.3 . . ? C24 C23 H23A 121.3 . . ? N9 C24 C19 109.0(4) . . ? N9 C24 C23 131.6(5) . . ? C19 C24 C23 119.4(5) . . ? H1A O1W H1B 113(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 O1 H1 O4 0.828(10) 1.66(3) 2.464(6) 161(7) 1_465 O5 H5 O1W 0.821(10) 1.73(3) 2.510(6) 157(7) . O1W H1A O3 0.831(10) 2.05(5) 2.771(7) 146(8) 2_656 O1W H1B O2 0.831(10) 1.89(5) 2.656(7) 153(10) 1_644 _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.435 _refine_diff_density_min -0.551 _refine_diff_density_rms 0.086 _iucr_refine_instructions_details ; TITL CU in P-1 CELL 0.71073 9.7261 10.3026 13.7740 82.146 71.384 83.776 ZERR 1.00 0.0123 0.0127 0.0169 0.018 0.018 0.020 LATT 1 SFAC C H N O CU UNIT 48 44 18 14 2 MERG 2 L.S. 10 FMAP 2 PLAN 25 ACTA BOND $H HTAB eqiv $1 x-1, y+1, z eqiv $2 -x+1, -y, -z+1 eqiv $3 x+1, y-1, z-1 htab o1 o4_$1 htab o5 o1w htab o1w o3_$2 htab o1w o2_$3 shel 999 0.84 SIZE 0.3 0.2 0.05 DFIX 0.82 0.01 O1W H1A O1W H1B o1 h1 o5 h5 dang 1.39 0.01 h1a h1b temp 23 WGHT 0.015000 FVAR 0.67716 CU1 5 0.004543 0.553962 0.624027 11.00000 0.04127 0.04097 = 0.03154 -0.00454 -0.01312 0.00070 N1 3 -0.180064 0.922553 0.694579 11.00000 0.04801 0.03470 = 0.03916 -0.01086 -0.01474 0.00440 N2 3 -0.117309 0.804324 0.716106 11.00000 0.04093 0.03520 = 0.03943 -0.00599 -0.01796 0.00199 N3 3 -0.077993 0.742680 0.633203 11.00000 0.03804 0.03810 = 0.03383 -0.00717 -0.01293 0.00350 N4 3 0.071756 0.306099 0.866542 11.00000 0.03844 0.04422 = 0.03435 0.00539 -0.01093 0.00490 N5 3 0.022223 0.338519 0.785571 11.00000 0.04109 0.04851 = 0.03677 -0.00120 -0.01193 0.00347 N6 3 0.045331 0.463741 0.751558 11.00000 0.03976 0.03856 = 0.02858 0.00237 -0.01021 -0.00085 N7 3 0.291509 0.557793 0.329958 11.00000 0.03069 0.04792 = 0.02218 -0.00015 -0.01033 -0.00088 N8 3 0.166130 0.528772 0.402806 11.00000 0.02950 0.04053 = 0.02747 -0.00439 -0.00878 0.00308 N9 3 0.174177 0.554883 0.492592 11.00000 0.03142 0.03565 = 0.02867 -0.00193 -0.01291 -0.00410 O1 4 -0.462086 1.017364 0.757002 11.00000 0.05371 0.08511 = 0.08043 -0.01810 -0.00840 0.01346 H1 2 -0.547021 1.043561 0.786103 11.00000 -1.50000 O2 4 -0.416054 1.166314 0.843199 11.00000 0.13735 0.06083 = 0.04547 -0.02131 -0.02386 0.04215 O3 4 0.219389 0.000168 0.956940 11.00000 0.06491 0.07562 = 0.08058 0.03490 -0.01075 0.01228 O4 4 0.287112 0.117840 0.806063 11.00000 0.06183 0.10203 = 0.05271 0.01834 0.00482 0.02217 O5 4 0.405627 0.371182 0.114623 11.00000 0.07488 0.07249 = 0.03734 -0.02172 -0.02175 0.00904 H5 2 0.426818 0.295124 0.100749 11.00000 -1.50000 O6 4 0.436660 0.324603 0.270709 11.00000 0.09096 0.06786 = 0.04598 -0.00998 -0.03625 0.02133 C1 1 -0.378266 1.071480 0.793965 11.00000 0.07758 0.06333 = 0.04839 -0.01651 -0.02661 0.01935 C2 1 -0.225853 1.016794 0.769871 11.00000 0.07322 0.05425 = 0.04707 -0.02559 -0.02315 0.01893 AFIX 23 H2A 2 -0.163101 1.089163 0.745197 11.00000 -1.20000 H2B 2 -0.210429 0.974933 0.833402 11.00000 -1.20000 AFIX 0 C3 1 -0.181198 0.939455 0.594574 11.00000 0.03993 0.03412 = 0.03575 -0.00182 -0.01362 0.00658 C4 1 -0.233975 1.041329 0.537094 11.00000 0.06056 0.03766 = 0.05298 -0.01163 -0.02212 0.01014 AFIX 43 H4A 2 -0.279100 1.118253 0.564619 11.00000 -1.20000 AFIX 0 C5 1 -0.216151 1.022601 0.438463 11.00000 0.06893 0.04323 = 0.05284 0.00223 -0.03404 0.00340 AFIX 43 H5A 2 -0.248639 1.089158 0.396533 11.00000 -1.20000 AFIX 0 C6 1 -0.149882 0.905356 0.397357 11.00000 0.05473 0.05311 = 0.04308 -0.00753 -0.02178 -0.00364 AFIX 43 H6A 2 -0.141218 0.895801 0.329443 11.00000 -1.20000 AFIX 0 C7 1 -0.097991 0.805265 0.454906 11.00000 0.04678 0.03952 = 0.04009 -0.00864 -0.01490 0.00379 AFIX 43 H7A 2 -0.052881 0.728333 0.427388 11.00000 -1.20000 AFIX 0 C8 1 -0.115646 0.823547 0.556661 11.00000 0.03940 0.02609 = 0.03619 -0.00244 -0.01319 0.00189 C9 1 0.202397 0.089472 0.894360 11.00000 0.04342 0.05099 = 0.05373 0.01339 -0.01201 0.00098 C10 1 0.062256 0.175802 0.921329 11.00000 0.04942 0.04829 = 0.04343 0.01428 -0.01255 0.00220 AFIX 23 H10A 2 -0.012133 0.132761 0.907209 11.00000 -1.20000 H10B 2 0.031268 0.183575 0.994695 11.00000 -1.20000 AFIX 0 C11 1 0.129204 0.411162 0.886245 11.00000 0.02607 0.05355 = 0.03418 0.00348 -0.00796 -0.00095 C12 1 0.195484 0.428822 0.959235 11.00000 0.04562 0.07422 = 0.03297 0.00424 -0.01669 0.00210 AFIX 43 H12A 2 0.209889 0.361309 1.007944 11.00000 -1.20000 AFIX 0 C13 1 0.237579 0.552348 0.953891 11.00000 0.04646 0.09403 = 0.03947 -0.01477 -0.02007 -0.00952 AFIX 43 H13A 2 0.284037 0.568016 1.000192 11.00000 -1.20000 AFIX 0 C14 1 0.215328 0.656298 0.883499 11.00000 0.04979 0.06123 = 0.04683 -0.01169 -0.01587 -0.00884 AFIX 43 H14A 2 0.245301 0.738610 0.884696 11.00000 -1.20000 AFIX 0 C15 1 0.149140 0.638243 0.811919 11.00000 0.03681 0.04606 = 0.03240 0.00165 -0.00756 -0.00126 AFIX 43 H15A 2 0.132242 0.706772 0.764770 11.00000 -1.20000 AFIX 0 C16 1 0.108786 0.511422 0.814002 11.00000 0.02650 0.04833 = 0.02804 -0.00318 -0.01237 0.00170 C17 1 0.394972 0.394559 0.207688 11.00000 0.03173 0.06354 = 0.03194 -0.01092 -0.00489 -0.00471 C18 1 0.318742 0.529260 0.225452 11.00000 0.03694 0.06284 = 0.01943 -0.00314 -0.00862 -0.00183 AFIX 23 H18A 2 0.378275 0.595046 0.178325 11.00000 -1.20000 H18B 2 0.227088 0.534062 0.210763 11.00000 -1.20000 AFIX 0 C19 1 0.383766 0.604135 0.371501 11.00000 0.03062 0.03346 = 0.02475 -0.00228 -0.00796 0.00086 C20 1 0.522145 0.648189 0.328167 11.00000 0.04023 0.04832 = 0.03431 0.00072 -0.01269 -0.00350 AFIX 43 H20A 2 0.571423 0.649533 0.258050 11.00000 -1.20000 AFIX 0 C21 1 0.581358 0.689425 0.394970 11.00000 0.03865 0.05234 = 0.05061 0.00613 -0.02069 -0.01495 AFIX 43 H21A 2 0.673661 0.720866 0.369446 11.00000 -1.20000 AFIX 0 C22 1 0.507604 0.686055 0.501245 11.00000 0.04088 0.04178 = 0.05082 -0.00156 -0.02322 -0.00656 AFIX 43 H22A 2 0.552938 0.714146 0.543994 11.00000 -1.20000 AFIX 0 C23 1 0.372005 0.642853 0.542936 11.00000 0.04142 0.03628 = 0.03056 -0.00249 -0.01533 0.00011 AFIX 43 H23A 2 0.323696 0.640966 0.613226 11.00000 -1.20000 AFIX 0 C24 1 0.307237 0.600954 0.475562 11.00000 0.03133 0.02446 = 0.03185 0.00030 -0.01170 -0.00172 O1W 4 0.534137 0.163165 0.044640 11.00000 0.19202 0.10066 = 0.07864 -0.04166 -0.07172 0.06494 H1A 2 0.580675 0.098182 0.064394 11.00000 -1.50000 H1B 2 0.565216 0.184837 -0.018424 11.00000 -1.50000 HKLF 4 END ; ####################################################################### # # 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_compound_4 _database_code_depnum_ccdc_archive 'CCDC 695879' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Ag (H2 O) (C8 H6 N3 O2)' _chemical_formula_sum 'C8 H8 Ag N3 O3' _chemical_formula_weight 302.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.9803(1) _cell_length_b 8.0918(1) _cell_length_c 9.3207(1) _cell_angle_alpha 70.662(1) _cell_angle_beta 74.329(1) _cell_angle_gamma 74.113(1) _cell_volume 468.35(1) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5519 _cell_measurement_theta_min 2.3624 _cell_measurement_theta_max 36.8766 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.142 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 296 _exptl_absorpt_coefficient_mu 2.141 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5660 _exptl_absorpt_correction_T_max 0.9005 _exptl_absorpt_process_details SADABS _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 7992 _diffrn_reflns_av_R_equivalents 0.0180 _diffrn_reflns_av_sigmaI/netI 0.0195 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 30.00 _reflns_number_total 2713 _reflns_number_gt 2477 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0245P)^2^+0.3868P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2713 _refine_ls_number_parameters 144 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0272 _refine_ls_R_factor_gt 0.0245 _refine_ls_wR_factor_ref 0.0610 _refine_ls_wR_factor_gt 0.0590 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.051 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 Ag1 Ag 0.52787(3) 0.35123(2) 0.701429(18) 0.04621(7) Uani 1 1 d . . . O1 O 0.6944(3) 0.4009(2) -0.13545(17) 0.0416(3) Uani 1 1 d . . . O1w O 0.3009(2) 0.1920(2) 0.9292(2) 0.0411(3) Uani 1 1 d D . . O2 O 0.6031(3) 0.1734(2) 0.06441(18) 0.0415(3) Uani 1 1 d . . . H11 H 0.387(4) 0.183(4) 0.980(3) 0.051(8) Uiso 1 1 d D . . H12 H 0.320(5) 0.087(2) 0.924(4) 0.064(10) Uiso 1 1 d D . . N1 N 0.7737(2) 0.25403(19) 0.25707(17) 0.0244(3) Uani 1 1 d . . . N2 N 0.6753(2) 0.3520(2) 0.35644(18) 0.0274(3) Uani 1 1 d . . . N3 N 0.6475(2) 0.2445(2) 0.49768(18) 0.0289(3) Uani 1 1 d . . . C1 C 0.7276(3) 0.0724(2) 0.4908(2) 0.0255(3) Uani 1 1 d . . . C2 C 0.7321(3) -0.0904(3) 0.6077(2) 0.0339(4) Uani 1 1 d . . . H2 H 0.6765 -0.0946 0.7111 0.041 Uiso 1 1 calc R . . C3 C 0.8222(3) -0.2427(3) 0.5622(3) 0.0391(4) Uani 1 1 d . . . H3 H 0.8259 -0.3531 0.6363 0.047 Uiso 1 1 calc R . . C4 C 0.9097(3) -0.2365(3) 0.4056(3) 0.0395(4) Uani 1 1 d . . . H4 H 0.9711 -0.3432 0.3801 0.047 Uiso 1 1 calc R . . C5 C 0.9075(3) -0.0787(3) 0.2896(2) 0.0324(4) Uani 1 1 d . . . H5 H 0.9663 -0.0753 0.1868 0.039 Uiso 1 1 calc R . . C6 C 0.8111(3) 0.0772(2) 0.3357(2) 0.0244(3) Uani 1 1 d . . . C7 C 0.8180(3) 0.3409(2) 0.0914(2) 0.0268(3) Uani 1 1 d . . . H7A H 0.9611 0.3018 0.0512 0.032 Uiso 1 1 calc R . . H7B H 0.7925 0.4691 0.0752 0.032 Uiso 1 1 calc R . . C8 C 0.6918(3) 0.3013(2) -0.0003(2) 0.0266(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 Ag1 0.07109(14) 0.03701(10) 0.02353(8) -0.01146(6) -0.00630(7) 0.00093(8) O1 0.0613(10) 0.0428(8) 0.0203(6) -0.0004(6) -0.0114(6) -0.0170(7) O1w 0.0403(8) 0.0391(8) 0.0451(9) -0.0109(7) -0.0124(7) -0.0069(6) O2 0.0588(9) 0.0372(8) 0.0347(8) 0.0004(6) -0.0195(7) -0.0223(7) N1 0.0308(7) 0.0222(7) 0.0202(6) -0.0070(5) -0.0061(5) -0.0027(5) N2 0.0340(7) 0.0254(7) 0.0224(7) -0.0089(5) -0.0073(6) -0.0010(6) N3 0.0334(7) 0.0292(7) 0.0215(7) -0.0078(6) -0.0070(6) 0.0000(6) C1 0.0263(7) 0.0273(8) 0.0221(7) -0.0063(6) -0.0064(6) -0.0033(6) C2 0.0352(9) 0.0351(10) 0.0262(8) -0.0002(7) -0.0069(7) -0.0082(7) C3 0.0429(10) 0.0251(9) 0.0432(11) 0.0031(8) -0.0139(9) -0.0073(8) C4 0.0451(11) 0.0238(9) 0.0498(12) -0.0110(8) -0.0153(9) -0.0004(7) C5 0.0374(9) 0.0281(9) 0.0326(9) -0.0129(7) -0.0095(7) -0.0002(7) C6 0.0276(7) 0.0234(7) 0.0224(7) -0.0060(6) -0.0076(6) -0.0035(6) C7 0.0330(8) 0.0263(8) 0.0202(7) -0.0049(6) -0.0029(6) -0.0088(6) C8 0.0347(8) 0.0242(8) 0.0197(7) -0.0071(6) -0.0043(6) -0.0036(6) 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 Ag1 N3 2.2099(15) . ? Ag1 O1 2.3320(16) 1_556 ? Ag1 N2 2.4003(15) 2_666 ? Ag1 O1w 2.4835(18) . ? O1 C8 1.249(2) . ? O1 Ag1 2.3320(16) 1_554 ? O1w H11 0.838(10) . ? O1w H12 0.835(10) . ? O2 C8 1.246(2) . ? N1 N2 1.3423(19) . ? N1 C6 1.363(2) . ? N1 C7 1.455(2) . ? N2 N3 1.313(2) . ? N2 Ag1 2.4003(15) 2_666 ? N3 C1 1.368(2) . ? C1 C6 1.397(2) . ? C1 C2 1.403(3) . ? C2 C3 1.368(3) . ? C2 H2 0.9300 . ? C3 C4 1.411(3) . ? C3 H3 0.9300 . ? C4 C5 1.372(3) . ? C4 H4 0.9300 . ? C5 C6 1.402(2) . ? C5 H5 0.9300 . ? C7 C8 1.533(2) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ag1 O1 131.09(6) . 1_556 ? N3 Ag1 N2 113.32(5) . 2_666 ? O1 Ag1 N2 95.22(6) 1_556 2_666 ? N3 Ag1 O1w 119.10(6) . . ? O1 Ag1 O1w 90.64(5) 1_556 . ? N2 Ag1 O1w 101.59(5) 2_666 . ? C8 O1 Ag1 120.14(13) . 1_554 ? Ag1 O1w H11 86(2) . . ? Ag1 O1w H12 107(3) . . ? H11 O1w H12 102(3) . . ? N2 N1 C6 110.03(14) . . ? N2 N1 C7 120.01(14) . . ? C6 N1 C7 129.92(14) . . ? N3 N2 N1 108.92(14) . . ? N3 N2 Ag1 120.24(11) . 2_666 ? N1 N2 Ag1 127.45(11) . 2_666 ? N2 N3 C1 108.58(14) . . ? N2 N3 Ag1 121.09(12) . . ? C1 N3 Ag1 129.79(12) . . ? N3 C1 C6 107.87(15) . . ? N3 C1 C2 130.97(17) . . ? C6 C1 C2 121.15(17) . . ? C3 C2 C1 116.79(19) . . ? C3 C2 H2 121.6 . . ? C1 C2 H2 121.6 . . ? C2 C3 C4 121.69(19) . . ? C2 C3 H3 119.2 . . ? C4 C3 H3 119.2 . . ? C5 C4 C3 122.41(19) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 115.93(19) . . ? C4 C5 H5 122.0 . . ? C6 C5 H5 122.0 . . ? N1 C6 C1 104.60(15) . . ? N1 C6 C5 133.41(17) . . ? C1 C6 C5 122.00(17) . . ? N1 C7 C8 113.41(14) . . ? N1 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? N1 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? O2 C8 O1 127.14(18) . . ? O2 C8 C7 117.90(16) . . ? O1 C8 C7 114.94(16) . . ? 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 C6 N1 N2 N3 0.12(19) . . . . ? C7 N1 N2 N3 178.08(15) . . . . ? C6 N1 N2 Ag1 -158.78(12) . . . 2_666 ? C7 N1 N2 Ag1 19.2(2) . . . 2_666 ? N1 N2 N3 C1 -0.6(2) . . . . ? Ag1 N2 N3 C1 160.11(11) 2_666 . . . ? N1 N2 N3 Ag1 171.76(11) . . . . ? Ag1 N2 N3 Ag1 -27.56(18) 2_666 . . . ? O1 Ag1 N3 N2 -94.69(14) 1_556 . . . ? N2 Ag1 N3 N2 25.80(17) 2_666 . . . ? O1w Ag1 N3 N2 145.16(13) . . . . ? O1 Ag1 N3 C1 75.83(18) 1_556 . . . ? N2 Ag1 N3 C1 -163.67(15) 2_666 . . . ? O1w Ag1 N3 C1 -44.32(18) . . . . ? N2 N3 C1 C6 0.8(2) . . . . ? Ag1 N3 C1 C6 -170.65(12) . . . . ? N2 N3 C1 C2 -178.01(19) . . . . ? Ag1 N3 C1 C2 10.5(3) . . . . ? N3 C1 C2 C3 178.85(19) . . . . ? C6 C1 C2 C3 0.2(3) . . . . ? C1 C2 C3 C4 1.1(3) . . . . ? C2 C3 C4 C5 -0.9(3) . . . . ? C3 C4 C5 C6 -0.5(3) . . . . ? N2 N1 C6 C1 0.36(19) . . . . ? C7 N1 C6 C1 -177.34(16) . . . . ? N2 N1 C6 C5 -179.72(19) . . . . ? C7 N1 C6 C5 2.6(3) . . . . ? N3 C1 C6 N1 -0.70(19) . . . . ? C2 C1 C6 N1 178.25(16) . . . . ? N3 C1 C6 C5 179.38(16) . . . . ? C2 C1 C6 C5 -1.7(3) . . . . ? C4 C5 C6 N1 -178.11(19) . . . . ? C4 C5 C6 C1 1.8(3) . . . . ? N2 N1 C7 C8 -109.50(18) . . . . ? C6 N1 C7 C8 68.0(2) . . . . ? Ag1 O1 C8 O2 -1.8(3) 1_554 . . . ? Ag1 O1 C8 C7 176.30(11) 1_554 . . . ? N1 C7 C8 O2 -15.8(2) . . . . ? N1 C7 C8 O1 165.91(16) . . . . ? 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 O1w H11 O2 0.84(1) 1.85(1) 2.683(2) 172(3) 1_556 O1w H12 O2 0.84(1) 2.00(1) 2.832(2) 171(3) 2_656 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.932 _refine_diff_density_min -1.026 _refine_diff_density_rms 0.075 _iucr_refine_instructions_details ; TITL P-1 CELL 0.71073 6.9803 8.0918 9.3207 70.662 74.329 74.113 ZERR 2 0.0001 0.0001 0.0001 0.001 0.001 0.001 LATT 1 SFAC C H N O Ag UNIT 16 16 6 6 2 ACTA OMIT -3 60 SIZE 0.3 0.2 0.05 L.S. 100 FMAP 2 PLAN -1 BOND $H CONF DFIX 0.84 0.01 O1w H11 O1w H12 WGHT 0.024500 0.386800 FVAR 0.86221 AG1 5 0.527875 0.351231 0.701429 11.00000 0.07109 0.03701 = 0.02353 -0.01146 -0.00630 0.00093 O1 4 0.694353 0.400880 -0.135451 11.00000 0.06132 0.04278 = 0.02032 -0.00043 -0.01145 -0.01702 O1W 4 0.300858 0.192042 0.929247 11.00000 0.04025 0.03914 = 0.04505 -0.01093 -0.01240 -0.00692 O2 4 0.603102 0.173412 0.064406 11.00000 0.05876 0.03720 = 0.03470 0.00041 -0.01950 -0.02229 H11 2 0.387438 0.182895 0.980025 11.00000 0.05090 H12 2 0.320260 0.087454 0.924149 11.00000 0.06366 N1 3 0.773725 0.254028 0.257069 11.00000 0.03079 0.02225 = 0.02016 -0.00704 -0.00612 -0.00268 N2 3 0.675306 0.351951 0.356437 11.00000 0.03404 0.02541 = 0.02244 -0.00894 -0.00734 -0.00103 N3 3 0.647521 0.244523 0.497683 11.00000 0.03336 0.02923 = 0.02153 -0.00776 -0.00700 -0.00005 C1 1 0.727642 0.072403 0.490781 11.00000 0.02634 0.02728 = 0.02207 -0.00630 -0.00641 -0.00331 C2 1 0.732115 -0.090384 0.607687 11.00000 0.03518 0.03508 = 0.02618 -0.00015 -0.00690 -0.00824 AFIX 43 H2 2 0.676510 -0.094563 0.711134 11.00000 -1.20000 AFIX 0 C3 1 0.822216 -0.242673 0.562170 11.00000 0.04293 0.02508 = 0.04324 0.00311 -0.01390 -0.00730 AFIX 43 H3 2 0.825911 -0.353121 0.636306 11.00000 -1.20000 AFIX 0 C4 1 0.909707 -0.236463 0.405584 11.00000 0.04507 0.02375 = 0.04985 -0.01103 -0.01534 -0.00040 AFIX 43 H4 2 0.971109 -0.343228 0.380069 11.00000 -1.20000 AFIX 0 C5 1 0.907486 -0.078680 0.289630 11.00000 0.03738 0.02814 = 0.03262 -0.01286 -0.00950 -0.00018 AFIX 43 H5 2 0.966339 -0.075341 0.186764 11.00000 -1.20000 AFIX 0 C6 1 0.811113 0.077167 0.335655 11.00000 0.02762 0.02336 = 0.02240 -0.00596 -0.00762 -0.00348 C7 1 0.818014 0.340879 0.091365 11.00000 0.03305 0.02635 = 0.02019 -0.00489 -0.00291 -0.00877 AFIX 23 H7A 2 0.961055 0.301755 0.051179 11.00000 -1.20000 H7B 2 0.792474 0.469122 0.075156 11.00000 -1.20000 AFIX 0 C8 1 0.691793 0.301270 -0.000269 11.00000 0.03468 0.02416 = 0.01971 -0.00709 -0.00433 -0.00355 eqiv $1 x,y,1+z eqiv $2 1-x,-y,1-z htab o1w o2_$1 htab o1w o2_$2 HKLF 4 END ; ####################################################################### # # 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_compound_5 _database_code_depnum_ccdc_archive 'CCDC 974782' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Zn (H2 O) (C8 H6 N3 O2)2' _chemical_formula_sum 'C16 H14 N6 O5 Zn' _chemical_formula_weight 435.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.3029(10) _cell_length_b 15.8363(12) _cell_length_c 8.0520(6) _cell_angle_alpha 90.00 _cell_angle_beta 93.003(1) _cell_angle_gamma 90.00 _cell_volume 1694.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4359 _cell_measurement_theta_min 2.5723 _cell_measurement_theta_max 27.6149 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.708 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 1.495 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5861 _exptl_absorpt_correction_T_max 0.7541 _exptl_absorpt_process_details SADABS _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 7309 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 27.50 _reflns_number_total 1945 _reflns_number_gt 1830 _reflns_threshold_expression I2>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0381P)^2^+0.6964P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1945 _refine_ls_number_parameters 132 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0236 _refine_ls_R_factor_gt 0.0219 _refine_ls_wR_factor_ref 0.0625 _refine_ls_wR_factor_gt 0.0614 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 Zn1 Zn 0.5000 0.631060(13) 0.2500 0.02198(9) Uani 1 2 d S . . O1 O 0.59778(8) 0.69946(7) 0.39553(12) 0.0314(2) Uani 1 1 d . . . O2 O 0.62254(9) 0.58799(7) 0.56279(14) 0.0364(3) Uani 1 1 d . . . O1w O 0.5000 0.50595(10) 0.2500 0.0415(4) Uani 1 2 d SD . . H1 H 0.5332(14) 0.4785(12) 0.185(2) 0.056(6) Uiso 1 1 d D . . N1 N 0.66875(9) 0.68710(8) 0.83263(14) 0.0261(2) Uani 1 1 d . . . N2 N 0.58567(9) 0.67921(8) 0.91848(14) 0.0279(3) Uani 1 1 d . . . N3 N 0.60874(10) 0.63655(7) 1.05487(15) 0.0262(3) Uani 1 1 d . . . C1 C 0.62402(10) 0.66412(9) 0.53347(17) 0.0249(3) Uani 1 1 d . . . C2 C 0.66024(12) 0.72640(9) 0.66897(16) 0.0292(3) Uani 1 1 d . . . H2A H 0.7253 0.7488 0.6423 0.035 Uiso 1 1 calc R . . H2B H 0.6134 0.7733 0.6714 0.035 Uiso 1 1 calc R . . C3 C 0.74861(11) 0.64811(9) 0.91313(17) 0.0259(3) Uani 1 1 d . . . C4 C 0.85065(13) 0.64024(10) 0.8793(2) 0.0351(3) Uani 1 1 d . . . H4 H 0.8769 0.6629 0.7842 0.042 Uiso 1 1 calc R . . C5 C 0.90891(13) 0.59677(12) 0.9961(3) 0.0436(4) Uani 1 1 d . . . H5 H 0.9772 0.5905 0.9802 0.052 Uiso 1 1 calc R . . C6 C 0.86917(13) 0.56122(11) 1.1394(2) 0.0420(4) Uani 1 1 d . . . H6 H 0.9117 0.5309 1.2128 0.050 Uiso 1 1 calc R . . C7 C 0.76959(12) 0.56997(10) 1.17387(19) 0.0337(3) Uani 1 1 d . . . H7 H 0.7438 0.5471 1.2692 0.040 Uiso 1 1 calc R . . C8 C 0.70912(11) 0.61523(9) 1.05754(18) 0.0253(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 Zn1 0.02389(13) 0.02467(13) 0.01743(12) 0.000 0.00141(9) 0.000 O1 0.0351(6) 0.0420(6) 0.0170(4) 0.0025(4) -0.0001(4) -0.0131(4) O2 0.0428(7) 0.0322(6) 0.0343(6) -0.0013(4) 0.0035(5) -0.0018(5) O1w 0.0627(12) 0.0232(7) 0.0411(9) 0.000 0.0258(9) 0.000 N1 0.0271(6) 0.0352(6) 0.0160(5) 0.0003(4) 0.0018(4) -0.0052(5) N2 0.0261(6) 0.0384(6) 0.0193(5) 0.0015(5) 0.0019(5) -0.0029(5) N3 0.0262(6) 0.0341(6) 0.0182(5) 0.0009(4) 0.0014(5) -0.0026(5) C1 0.0207(6) 0.0357(7) 0.0187(6) -0.0003(5) 0.0048(5) -0.0057(5) C2 0.0364(8) 0.0346(7) 0.0167(6) 0.0031(5) 0.0012(5) -0.0103(6) C3 0.0279(7) 0.0287(6) 0.0211(6) -0.0040(5) 0.0027(6) -0.0037(5) C4 0.0297(8) 0.0397(8) 0.0367(8) -0.0032(6) 0.0098(7) -0.0040(6) C5 0.0263(8) 0.0472(10) 0.0576(11) -0.0013(8) 0.0044(8) 0.0035(7) C6 0.0351(9) 0.0434(9) 0.0466(10) 0.0061(7) -0.0054(8) 0.0057(7) C7 0.0361(8) 0.0341(8) 0.0306(8) 0.0054(6) -0.0017(6) -0.0014(6) C8 0.0264(7) 0.0280(6) 0.0216(6) -0.0026(5) 0.0020(5) -0.0036(5) _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 Zn1 O1w 1.9813(16) . ? Zn1 O1 2.0195(10) . ? Zn1 O1 2.0195(10) 2_655 ? Zn1 N3 2.1924(12) 2_656 ? Zn1 N3 2.1924(12) 1_554 ? O1 C1 1.2760(17) . ? O2 C1 1.2288(19) . ? O1w H1 0.829(9) . ? N1 N2 1.3398(17) . ? N1 C3 1.3631(19) . ? N1 C2 1.4564(17) . ? N2 N3 1.3120(16) . ? N3 C8 1.376(2) . ? N3 Zn1 2.1924(12) 1_556 ? C1 C2 1.5298(19) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.4011(19) . ? C3 C4 1.404(2) . ? C4 C5 1.372(3) . ? C4 H4 0.9300 . ? C5 C6 1.411(3) . ? C5 H5 0.9300 . ? C6 C7 1.375(2) . ? C6 H6 0.9300 . ? C7 C8 1.400(2) . ? C7 H7 0.9300 . ? 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 O1w Zn1 O1 122.44(3) . . ? O1w Zn1 O1 122.44(3) . 2_655 ? O1 Zn1 O1 115.13(6) . 2_655 ? O1w Zn1 N3 92.27(3) . 2_656 ? O1 Zn1 N3 89.54(4) . 2_656 ? O1 Zn1 N3 88.02(4) 2_655 2_656 ? O1w Zn1 N3 92.27(3) . 1_554 ? O1 Zn1 N3 88.02(4) . 1_554 ? O1 Zn1 N3 89.54(4) 2_655 1_554 ? N3 Zn1 N3 175.45(6) 2_656 1_554 ? C1 O1 Zn1 114.10(9) . . ? Zn1 O1w H1 121.6(15) . . ? N2 N1 C3 110.85(11) . . ? N2 N1 C2 118.66(12) . . ? C3 N1 C2 130.21(12) . . ? N3 N2 N1 108.47(12) . . ? N2 N3 C8 108.87(12) . . ? N2 N3 Zn1 119.09(10) . 1_556 ? C8 N3 Zn1 130.93(10) . 1_556 ? O2 C1 O1 126.23(13) . . ? O2 C1 C2 120.21(12) . . ? O1 C1 C2 113.56(12) . . ? N1 C2 C1 112.11(11) . . ? N1 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N1 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? N1 C3 C8 104.25(12) . . ? N1 C3 C4 133.26(14) . . ? C8 C3 C4 122.45(14) . . ? C5 C4 C3 115.37(15) . . ? C5 C4 H4 122.3 . . ? C3 C4 H4 122.3 . . ? C4 C5 C6 122.57(16) . . ? C4 C5 H5 118.7 . . ? C6 C5 H5 118.7 . . ? C7 C6 C5 122.09(16) . . ? C7 C6 H6 119.0 . . ? C5 C6 H6 119.0 . . ? C6 C7 C8 116.26(15) . . ? C6 C7 H7 121.9 . . ? C8 C7 H7 121.9 . . ? N3 C8 C3 107.55(13) . . ? N3 C8 C7 131.23(14) . . ? C3 C8 C7 121.22(14) . . ? 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 O1w Zn1 O1 C1 -31.40(11) . . . . ? O1 Zn1 O1 C1 148.60(11) 2_655 . . . ? N3 Zn1 O1 C1 61.01(10) 2_656 . . . ? N3 Zn1 O1 C1 -122.83(10) 1_554 . . . ? C3 N1 N2 N3 0.57(15) . . . . ? C2 N1 N2 N3 175.05(12) . . . . ? N1 N2 N3 C8 -0.64(15) . . . . ? N1 N2 N3 Zn1 168.60(8) . . . 1_556 ? Zn1 O1 C1 O2 24.03(18) . . . . ? Zn1 O1 C1 C2 -156.20(9) . . . . ? N2 N1 C2 C1 -82.22(16) . . . . ? C3 N1 C2 C1 91.02(17) . . . . ? O2 C1 C2 N1 -12.64(19) . . . . ? O1 C1 C2 N1 167.58(12) . . . . ? N2 N1 C3 C8 -0.27(15) . . . . ? C2 N1 C3 C8 -173.92(13) . . . . ? N2 N1 C3 C4 -177.83(15) . . . . ? C2 N1 C3 C4 8.5(3) . . . . ? N1 C3 C4 C5 178.28(16) . . . . ? C8 C3 C4 C5 1.1(2) . . . . ? C3 C4 C5 C6 0.9(3) . . . . ? C4 C5 C6 C7 -1.9(3) . . . . ? C5 C6 C7 C8 0.9(3) . . . . ? N2 N3 C8 C3 0.47(15) . . . . ? Zn1 N3 C8 C3 -167.06(9) 1_556 . . . ? N2 N3 C8 C7 -179.62(15) . . . . ? Zn1 N3 C8 C7 12.9(2) 1_556 . . . ? N1 C3 C8 N3 -0.12(15) . . . . ? C4 C3 C8 N3 177.77(13) . . . . ? N1 C3 C8 C7 179.96(13) . . . . ? C4 C3 C8 C7 -2.1(2) . . . . ? C6 C7 C8 N3 -178.81(15) . . . . ? C6 C7 C8 C3 1.1(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 O1w H1 O2 0.83(1) 1.90(1) 2.720(1) 171(2) 6_565 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.323 _refine_diff_density_min -0.174 _refine_diff_density_rms 0.050 _iucr_refine_instructions_details ; TITL C2/c CELL 0.71073 13.3029 15.8363 8.0520 90.000 93.003 90.000 ZERR 4 0.0010 0.0012 0.0006 0.000 0.001 0.000 LATT 7 SYMM -X,Y,0.5-Z SFAC C H N O Zn UNIT 64 56 24 20 4 ACTA OMIT -3 55 SIZE 0.4 0.3 0.2 L.S. 100 FMAP 2 PLAN -1 BOND $H CONF DFIX 0.84 0.01 O1w H1 WGHT 0.038100 0.696400 FVAR 0.37659 ZN1 5 0.500000 0.631060 0.250000 10.50000 0.02389 0.02467 = 0.01743 0.00000 0.00141 0.00000 O1 4 0.597777 0.699458 0.395527 11.00000 0.03507 0.04200 = 0.01696 0.00251 -0.00006 -0.01315 O2 4 0.622542 0.587992 0.562786 11.00000 0.04277 0.03223 = 0.03430 -0.00130 0.00353 -0.00179 O1W 4 0.500000 0.505949 0.250000 10.50000 0.06270 0.02323 = 0.04107 0.00000 0.02583 0.00000 H1 2 0.533239 0.478492 0.184558 11.00000 0.05610 N1 3 0.668748 0.687095 0.832626 11.00000 0.02709 0.03524 = 0.01601 0.00034 0.00185 -0.00520 N2 3 0.585671 0.679206 0.918480 11.00000 0.02607 0.03836 = 0.01934 0.00152 0.00186 -0.00288 N3 3 0.608736 0.636552 1.054873 11.00000 0.02616 0.03408 = 0.01824 0.00091 0.00140 -0.00257 C1 1 0.624023 0.664120 0.533473 11.00000 0.02066 0.03565 = 0.01874 -0.00032 0.00481 -0.00568 C2 1 0.660239 0.726403 0.668971 11.00000 0.03638 0.03462 = 0.01668 0.00311 0.00125 -0.01030 AFIX 23 H2A 2 0.725330 0.748760 0.642261 11.00000 -1.20000 H2B 2 0.613379 0.773262 0.671353 11.00000 -1.20000 AFIX 0 C3 1 0.748614 0.648109 0.913126 11.00000 0.02794 0.02872 = 0.02110 -0.00397 0.00269 -0.00369 C4 1 0.850649 0.640237 0.879261 11.00000 0.02967 0.03967 = 0.03671 -0.00317 0.00980 -0.00400 AFIX 43 H4 2 0.876937 0.662914 0.784222 11.00000 -1.20000 AFIX 0 C5 1 0.908906 0.596773 0.996087 11.00000 0.02625 0.04723 = 0.05755 -0.00126 0.00443 0.00348 AFIX 43 H5 2 0.977247 0.590499 0.980221 11.00000 -1.20000 AFIX 0 C6 1 0.869168 0.561224 1.139357 11.00000 0.03506 0.04338 = 0.04662 0.00607 -0.00538 0.00569 AFIX 43 H6 2 0.911696 0.530912 1.212771 11.00000 -1.20000 AFIX 0 C7 1 0.769588 0.569973 1.173867 11.00000 0.03611 0.03409 = 0.03059 0.00536 -0.00167 -0.00136 AFIX 43 H7 2 0.743839 0.547101 1.269167 11.00000 -1.20000 AFIX 0 C8 1 0.709120 0.615234 1.057537 11.00000 0.02644 0.02802 = 0.02155 -0.00258 0.00201 -0.00358 eqiv $1 x,1-y,-1/2+z htab o1w o2_$1 HKLF 4 END ; ####################################################################### # # 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_compound_6 _database_code_depnum_ccdc_archive 'CCDC 695880' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Cd (H2 O) (C8 H6 N3 O2)2' _chemical_formula_sum 'C16 H14 Cd N6 O5' _chemical_formula_weight 482.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 13.7012(9) _cell_length_b 16.2853(10) _cell_length_c 7.9527(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.641(1) _cell_angle_gamma 90.00 _cell_volume 1765.88(19) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5845 _cell_measurement_theta_min 2.5013 _cell_measurement_theta_max 27.5772 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.816 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 1.280 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7000 _exptl_absorpt_correction_T_max 0.7838 _exptl_absorpt_process_details SADABS _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% ? _diffrn_reflns_number 7575 _diffrn_reflns_av_R_equivalents 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0176 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2029 _reflns_number_gt 1937 _reflns_threshold_expression I>2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0313P)^2^+0.6980P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2029 _refine_ls_number_parameters 132 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0179 _refine_ls_R_factor_gt 0.0168 _refine_ls_wR_factor_ref 0.0470 _refine_ls_wR_factor_gt 0.0461 _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 Cd1 Cd 0.5000 0.375880(8) 0.7500 0.02516(6) Uani 1 2 d S . . O1 O 0.40416(10) 0.27668(9) 0.59926(14) 0.0477(3) Uani 1 1 d . . . O2 O 0.39020(10) 0.39408(8) 0.45864(18) 0.0420(3) Uani 1 1 d . . . O1w O 0.5000 0.51276(10) 0.7500 0.0548(5) Uani 1 2 d SD . . H1 H 0.5339(14) 0.5387(12) 0.687(2) 0.058(7) Uiso 1 1 d D . . N1 N 0.32558(9) 0.31439(8) 0.16040(15) 0.0286(2) Uani 1 1 d . . . N2 N 0.40551(9) 0.32377(8) 0.07804(16) 0.0319(3) Uani 1 1 d . . . N3 N 0.38260(11) 0.37001(7) -0.05435(18) 0.0315(3) Uani 1 1 d . . . C1 C 0.37949(11) 0.31877(11) 0.46918(19) 0.0331(3) Uani 1 1 d . . . C2 C 0.33400(12) 0.26878(10) 0.31858(18) 0.0342(3) Uani 1 1 d . . . H2A H 0.3738 0.2203 0.3060 0.041 Uiso 1 1 calc R . . H2B H 0.2693 0.2506 0.3417 0.041 Uiso 1 1 calc R . . C3 C 0.24742(11) 0.35494(9) 0.07946(19) 0.0284(3) Uani 1 1 d . . . C4 C 0.14826(14) 0.36120(11) 0.1079(3) 0.0394(4) Uani 1 1 d . . . H4 H 0.1230 0.3360 0.1992 0.047 Uiso 1 1 calc R . . C5 C 0.09107(13) 0.40703(13) -0.0079(3) 0.0492(4) Uani 1 1 d . . . H5 H 0.0245 0.4123 0.0042 0.059 Uiso 1 1 calc R . . C6 C 0.12960(14) 0.44651(12) -0.1450(3) 0.0510(5) Uani 1 1 d . . . H6 H 0.0880 0.4784 -0.2179 0.061 Uiso 1 1 calc R . . C7 C 0.22600(13) 0.43950(10) -0.1743(2) 0.0410(4) Uani 1 1 d . . . H7 H 0.2507 0.4652 -0.2656 0.049 Uiso 1 1 calc R . . C8 C 0.28546(12) 0.39152(9) -0.0595(2) 0.0293(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 Cd1 0.02697(9) 0.02697(9) 0.02220(9) 0.000 0.00569(6) 0.000 O1 0.0489(7) 0.0699(9) 0.0235(6) 0.0093(5) -0.0014(5) -0.0241(6) O2 0.0430(7) 0.0421(6) 0.0423(7) -0.0119(5) 0.0101(5) -0.0069(5) O1w 0.1010(17) 0.0243(8) 0.0442(11) 0.000 0.0331(11) 0.000 N1 0.0308(6) 0.0349(6) 0.0207(6) -0.0007(5) 0.0047(5) -0.0062(5) N2 0.0301(6) 0.0412(7) 0.0250(6) 0.0019(5) 0.0050(5) -0.0042(5) N3 0.0311(7) 0.0400(7) 0.0241(6) 0.0021(5) 0.0057(5) -0.0035(5) C1 0.0252(7) 0.0514(9) 0.0239(7) -0.0035(6) 0.0082(5) -0.0114(6) C2 0.0413(8) 0.0382(8) 0.0229(7) 0.0038(6) 0.0012(6) -0.0119(6) C3 0.0323(7) 0.0283(6) 0.0251(7) -0.0044(5) 0.0056(6) -0.0045(6) C4 0.0363(9) 0.0413(8) 0.0426(10) -0.0018(7) 0.0136(7) -0.0044(7) C5 0.0314(9) 0.0501(11) 0.0668(13) 0.0049(10) 0.0090(8) 0.0041(8) C6 0.0429(10) 0.0494(10) 0.0596(12) 0.0135(9) -0.0013(8) 0.0065(8) C7 0.0436(9) 0.0412(9) 0.0379(9) 0.0097(7) 0.0020(7) -0.0017(7) C8 0.0315(7) 0.0311(7) 0.0258(7) -0.0019(5) 0.0052(6) -0.0043(6) 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 Cd1 O1w 2.2291(17) . ? Cd1 O1 2.3370(12) . ? Cd1 O1 2.3370(12) 2_656 ? Cd1 N3 2.3472(14) 2_655 ? Cd1 N3 2.3472(14) 1_556 ? O1 C1 1.259(2) . ? O2 C1 1.239(2) . ? O1w H1 0.833(9) . ? N1 N2 1.3389(17) . ? N1 C3 1.3645(19) . ? N1 C2 1.4557(18) . ? N2 N3 1.3073(19) . ? N3 C8 1.373(2) . ? N3 Cd1 2.3472(14) 1_554 ? C1 C2 1.529(2) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.401(2) . ? C3 C4 1.403(2) . ? C4 C5 1.370(3) . ? C4 H4 0.9300 . ? C5 C6 1.412(3) . ? C5 H5 0.9300 . ? C6 C7 1.368(3) . ? C6 H6 0.9300 . ? C7 C8 1.401(2) . ? C7 H7 0.9300 . ? 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 O1w Cd1 O1 133.73(3) . . ? O1w Cd1 O1 133.73(3) . 2_656 ? O1 Cd1 O1 92.54(7) . 2_656 ? O1w Cd1 N3 92.34(3) . 2_655 ? O1 Cd1 N3 91.08(5) . 2_655 ? O1 Cd1 N3 85.69(5) 2_656 2_655 ? O1w Cd1 N3 92.34(3) . 1_556 ? O1 Cd1 N3 85.69(5) . 1_556 ? O1 Cd1 N3 91.08(5) 2_656 1_556 ? N3 Cd1 N3 175.33(6) 2_655 1_556 ? C1 O1 Cd1 97.88(10) . . ? Cd1 O1w H1 120.5(15) . . ? N2 N1 C3 110.84(12) . . ? N2 N1 C2 118.81(12) . . ? C3 N1 C2 130.27(13) . . ? N3 N2 N1 108.45(12) . . ? N2 N3 C8 109.05(13) . . ? N2 N3 Cd1 115.56(10) . 1_554 ? C8 N3 Cd1 134.04(11) . 1_554 ? O2 C1 O1 124.78(15) . . ? O2 C1 C2 121.05(15) . . ? O1 C1 C2 114.17(15) . . ? N1 C2 C1 113.37(13) . . ? N1 C2 H2A 108.9 . . ? C1 C2 H2A 108.9 . . ? N1 C2 H2B 108.9 . . ? C1 C2 H2B 108.9 . . ? H2A C2 H2B 107.7 . . ? N1 C3 C8 104.04(13) . . ? N1 C3 C4 133.38(15) . . ? C8 C3 C4 122.53(15) . . ? C5 C4 C3 115.47(17) . . ? C5 C4 H4 122.3 . . ? C3 C4 H4 122.3 . . ? C4 C5 C6 122.32(17) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C7 C6 C5 122.27(17) . . ? C7 C6 H6 118.9 . . ? C5 C6 H6 118.9 . . ? C6 C7 C8 116.42(16) . . ? C6 C7 H7 121.8 . . ? C8 C7 H7 121.8 . . ? N3 C8 C7 131.45(15) . . ? N3 C8 C3 107.61(14) . . ? C7 C8 C3 120.94(15) . . ? 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 O1w Cd1 O1 C1 26.76(12) . . . . ? O1 Cd1 O1 C1 -153.24(12) 2_656 . . . ? N3 Cd1 O1 C1 -67.51(11) 2_655 . . . ? N3 Cd1 O1 C1 115.87(11) 1_556 . . . ? C3 N1 N2 N3 0.54(16) . . . . ? C2 N1 N2 N3 -176.59(12) . . . . ? N1 N2 N3 C8 -0.06(16) . . . . ? N1 N2 N3 Cd1 -168.68(9) . . . 1_554 ? Cd1 O1 C1 O2 -13.22(18) . . . . ? Cd1 O1 C1 C2 166.50(11) . . . . ? N2 N1 C2 C1 78.61(18) . . . . ? C3 N1 C2 C1 -97.87(18) . . . . ? O2 C1 C2 N1 12.3(2) . . . . ? O1 C1 C2 N1 -167.42(14) . . . . ? N2 N1 C3 C8 -0.77(16) . . . . ? C2 N1 C3 C8 175.93(14) . . . . ? N2 N1 C3 C4 176.39(17) . . . . ? C2 N1 C3 C4 -6.9(3) . . . . ? N1 C3 C4 C5 -177.98(17) . . . . ? C8 C3 C4 C5 -1.2(3) . . . . ? C3 C4 C5 C6 -1.1(3) . . . . ? C4 C5 C6 C7 2.1(3) . . . . ? C5 C6 C7 C8 -0.7(3) . . . . ? N2 N3 C8 C7 -179.85(17) . . . . ? Cd1 N3 C8 C7 -14.2(3) 1_554 . . . ? N2 N3 C8 C3 -0.42(17) . . . . ? Cd1 N3 C8 C3 165.25(10) 1_554 . . . ? C6 C7 C8 N3 177.77(18) . . . . ? C6 C7 C8 C3 -1.6(2) . . . . ? N1 C3 C8 N3 0.71(16) . . . . ? C4 C3 C8 N3 -176.84(15) . . . . ? N1 C3 C8 C7 -179.79(14) . . . . ? C4 C3 C8 C7 2.7(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 O1w H1 O2 0.83(1) 1.96(1) 2.794(2) 177(2) 5_666 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.283 _refine_diff_density_min -0.386 _refine_diff_density_rms 0.063 _iucr_refine_instructions_details ; TITL C2/c CELL 0.71073 13.7012 16.2853 7.9527 90.000 95.641 90.000 ZERR 4 0.0009 0.0010 0.0005 0.000 0.001 0.000 LATT 7 SYMM -X,Y,0.5-Z SFAC C H N O Cd UNIT 64 56 24 20 4 ACTA OMIT -3 55 OMIT -2 0 8 SIZE 0.3 0.2 0.2 L.S. 100 FMAP 2 PLAN -1 BOND $H CONF DFIX 0.84 0.01 O1w H1 WGHT 0.031300 0.698000 FVAR 0.34876 CD1 5 0.500000 0.375880 0.750000 10.50000 0.02697 0.02697 = 0.02220 0.00000 0.00569 0.00000 O1 4 0.404162 0.276679 0.599262 11.00000 0.04893 0.06986 = 0.02347 0.00934 -0.00141 -0.02415 O2 4 0.390204 0.394081 0.458641 11.00000 0.04298 0.04206 = 0.04229 -0.01189 0.01013 -0.00685 O1W 4 0.500000 0.512759 0.750000 10.50000 0.10101 0.02435 = 0.04422 0.00000 0.03313 0.00000 H1 2 0.533929 0.538736 0.686684 11.00000 0.05763 N1 3 0.325584 0.314388 0.160396 11.00000 0.03079 0.03488 = 0.02069 -0.00067 0.00472 -0.00616 N2 3 0.405514 0.323774 0.078040 11.00000 0.03006 0.04118 = 0.02505 0.00191 0.00505 -0.00420 N3 3 0.382602 0.370007 -0.054354 11.00000 0.03106 0.04001 = 0.02409 0.00214 0.00573 -0.00349 C1 1 0.379490 0.318768 0.469180 11.00000 0.02525 0.05137 = 0.02391 -0.00347 0.00824 -0.01143 C2 1 0.333999 0.268777 0.318579 11.00000 0.04129 0.03816 = 0.02290 0.00381 0.00117 -0.01189 AFIX 23 H2A 2 0.373785 0.220306 0.306027 11.00000 -1.20000 H2B 2 0.269253 0.250571 0.341746 11.00000 -1.20000 AFIX 0 C3 1 0.247425 0.354943 0.079464 11.00000 0.03233 0.02831 = 0.02514 -0.00440 0.00563 -0.00452 C4 1 0.148261 0.361203 0.107905 11.00000 0.03632 0.04126 = 0.04257 -0.00178 0.01359 -0.00436 AFIX 43 H4 2 0.123039 0.335959 0.199200 11.00000 -1.20000 AFIX 0 C5 1 0.091072 0.407035 -0.007939 11.00000 0.03145 0.05011 = 0.06682 0.00489 0.00900 0.00409 AFIX 43 H5 2 0.024540 0.412327 0.004165 11.00000 -1.20000 AFIX 0 C6 1 0.129603 0.446508 -0.145039 11.00000 0.04290 0.04938 = 0.05960 0.01354 -0.00135 0.00653 AFIX 43 H6 2 0.088027 0.478369 -0.217938 11.00000 -1.20000 AFIX 0 C7 1 0.226001 0.439498 -0.174337 11.00000 0.04359 0.04116 = 0.03785 0.00970 0.00205 -0.00170 AFIX 43 H7 2 0.250713 0.465213 -0.265583 11.00000 -1.20000 AFIX 0 C8 1 0.285456 0.391518 -0.059536 11.00000 0.03152 0.03110 = 0.02576 -0.00189 0.00515 -0.00432 eqiv $1 1-x,1-y,1-z htab o1w o2_$1 HKLF 4 END ; ####################################################################### # # 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_compound_7 _database_code_depnum_ccdc_archive 'CCDC 695881' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H21 Cu2 N9 O8' _chemical_formula_weight 690.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4850(9) _cell_length_b 10.5635(10) _cell_length_c 15.7452(16) _cell_angle_alpha 98.015(1) _cell_angle_beta 91.021(1) _cell_angle_gamma 114.802(1) _cell_volume 1413.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4569 _cell_measurement_theta_min 2.3319 _cell_measurement_theta_max 27.0688 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.623 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 1.569 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7443 _exptl_absorpt_correction_T_max 0.8589 _exptl_absorpt_process_details SADABS _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12423 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 27.50 _reflns_number_total 6346 _reflns_number_gt 5024 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0848P)^2^+1.4500P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6346 _refine_ls_number_parameters 403 _refine_ls_number_restraints 78 _refine_ls_R_factor_all 0.0596 _refine_ls_R_factor_gt 0.0457 _refine_ls_wR_factor_ref 0.1465 _refine_ls_wR_factor_gt 0.1355 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.01 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 0.34697(5) 0.22237(4) 0.57203(3) 0.02645(14) Uani 1 1 d . . . Cu2 Cu 0.48095(5) 0.57042(4) 0.58480(3) 0.02508(13) Uani 1 1 d . . . O1 O 0.3954(4) 0.3316(3) 0.71480(18) 0.0477(8) Uani 1 1 d . . . O1W O 0.354(2) 0.0043(19) 1.0549(12) 0.187(7) Uani 0.50 1 d PU A 1 H11 H 0.3560 0.0706 1.0304 0.281 Uiso 0.50 1 d PR A 1 H12 H 0.3734 0.0312 1.1083 0.281 Uiso 0.50 1 d PR A 1 O1W' O 0.9127(19) 0.4896(16) 0.7636(10) 0.160(5) Uani 0.50 1 d PU B 2 H13 H 0.8638 0.4488 0.7154 0.240 Uiso 0.50 1 d PR B 2 H14 H 0.8512 0.4624 0.8018 0.240 Uiso 0.50 1 d PR B 2 O2 O 0.5258(4) 0.5603(3) 0.70348(17) 0.0398(7) Uani 1 1 d . . . O3 O 0.5001(3) 0.1491(3) 0.5891(2) 0.0378(6) Uani 1 1 d . . . O4 O 0.7276(3) 0.3422(3) 0.6081(2) 0.0456(7) Uani 1 1 d . . . O5 O 0.1741(3) 0.2490(3) 0.5241(2) 0.0428(7) Uani 1 1 d . . . O6 O 0.2201(3) 0.4758(3) 0.56294(19) 0.0384(6) Uani 1 1 d . . . O7 O 0.5022(3) 0.3975(2) 0.53687(15) 0.0244(5) Uani 1 1 d . . . H7 H 0.5903 0.4076 0.5557 0.037 Uiso 1 1 calc R . . N1 N 0.4282(12) 0.3978(9) 0.8926(5) 0.060(2) Uani 0.50 1 d PDU C 1 N2 N 0.4829(15) 0.3160(14) 0.9319(9) 0.082(2) Uani 0.50 1 d PDU C 1 N3 N 0.3785(13) 0.2420(12) 0.9769(7) 0.083(2) Uani 0.50 1 d PDU C 1 C2 C 0.5047(18) 0.5001(12) 0.8412(5) 0.054(4) Uani 0.50 1 d PDU C 1 H2A H 0.6158 0.5370 0.8564 0.064 Uiso 0.50 1 calc PR C 1 H2B H 0.4754 0.5775 0.8563 0.064 Uiso 0.50 1 calc PR C 1 C3 C 0.2850(8) 0.3704(7) 0.9141(4) 0.0504(19) Uani 0.50 1 d PGDU C 1 C4 C 0.1798(11) 0.4231(8) 0.8923(5) 0.101(4) Uani 0.50 1 d PGU C 1 H4 H 0.2059 0.4891 0.8550 0.121 Uiso 0.50 1 calc PR C 1 C5 C 0.0356(10) 0.3773(11) 0.9261(6) 0.109(4) Uani 0.50 1 d PGU C 1 H5 H -0.0348 0.4126 0.9115 0.131 Uiso 0.50 1 calc PR C 1 C6 C -0.0034(9) 0.2787(11) 0.9818(6) 0.104(4) Uani 0.50 1 d PGU C 1 H6 H -0.0999 0.2481 1.0044 0.125 Uiso 0.50 1 calc PR C 1 C7 C 0.1018(12) 0.2260(9) 1.0036(5) 0.088(3) Uani 0.50 1 d PGU C 1 H7A H 0.0757 0.1600 1.0408 0.105 Uiso 0.50 1 calc PR C 1 C8 C 0.2460(10) 0.2718(8) 0.9697(5) 0.073(3) Uani 0.50 1 d PGDU C 1 N1' N 0.5378(13) 0.4036(8) 0.8868(5) 0.060(2) Uani 0.50 1 d PD C 2 N2' N 0.6667(13) 0.3754(12) 0.8926(7) 0.082(2) Uani 0.50 1 d PD C 2 N3' N 0.6643(13) 0.2873(11) 0.9399(7) 0.083(2) Uani 0.50 1 d PD C 2 C2' C 0.5558(18) 0.5057(12) 0.8350(5) 0.054(4) Uani 0.50 1 d PD C 2 H2'A H 0.6666 0.5594 0.8312 0.064 Uiso 0.50 1 calc PR C 2 H2'B H 0.5175 0.5704 0.8645 0.064 Uiso 0.50 1 calc PR C 2 C3' C 0.4340(10) 0.3171(8) 0.9321(5) 0.0504(19) Uani 0.50 1 d PGD C 2 C4' C 0.2818(10) 0.2883(11) 0.9507(6) 0.101(4) Uani 0.50 1 d PG C 2 H4' H 0.2303 0.3357 0.9281 0.121 Uiso 0.50 1 calc PR C 2 C5' C 0.2067(9) 0.1886(11) 1.0032(7) 0.109(4) Uani 0.50 1 d PG C 2 H5' H 0.1049 0.1693 1.0156 0.131 Uiso 0.50 1 calc PR C 2 C6' C 0.2837(12) 0.1178(9) 1.0370(5) 0.104(4) Uani 0.50 1 d PG C 2 H6' H 0.2334 0.0511 1.0721 0.125 Uiso 0.50 1 calc PR C 2 C7' C 0.4358(12) 0.1466(8) 1.0184(5) 0.088(3) Uani 0.50 1 d PG C 2 H7' H 0.4873 0.0993 1.0410 0.105 Uiso 0.50 1 calc PR C 2 C8' C 0.5110(8) 0.2463(9) 0.9660(5) 0.073(3) Uani 0.50 1 d PGD C 2 N4 N 0.6096(4) -0.0111(3) 0.6546(2) 0.0323(7) Uani 1 1 d . . . N5 N 0.6114(4) -0.1240(3) 0.6049(2) 0.0322(7) Uani 1 1 d . . . N6 N 0.4990(4) -0.2370(3) 0.62742(19) 0.0294(6) Uani 1 1 d . . . N7 N -0.0632(4) 0.1869(3) 0.4153(2) 0.0388(8) Uani 1 1 d . . . N8 N -0.1737(4) 0.0798(3) 0.4469(2) 0.0356(7) Uani 1 1 d . . . N9 N -0.1900(4) -0.0382(3) 0.3992(2) 0.0335(7) Uani 1 1 d . . . C1 C 0.4764(5) 0.4556(4) 0.7431(2) 0.0358(9) Uani 1 1 d D . . C9 C 0.6433(4) 0.2160(4) 0.6113(3) 0.0322(8) Uani 1 1 d . . . C10 C 0.7210(5) 0.1309(4) 0.6455(3) 0.0394(9) Uani 1 1 d . . . H10A H 0.7967 0.1243 0.6066 0.047 Uiso 1 1 calc R . . H10B H 0.7765 0.1801 0.7011 0.047 Uiso 1 1 calc R . . C11 C 0.4937(5) -0.0502(4) 0.7091(2) 0.0346(8) Uani 1 1 d . . . C12 C 0.4392(7) 0.0253(5) 0.7697(3) 0.0517(12) Uani 1 1 d . . . H12A H 0.4850 0.1236 0.7810 0.062 Uiso 1 1 calc R . . C13 C 0.3152(7) -0.0536(6) 0.8112(3) 0.0606(14) Uani 1 1 d . . . H13A H 0.2760 -0.0074 0.8521 0.073 Uiso 1 1 calc R . . C14 C 0.2442(7) -0.2028(6) 0.7944(3) 0.0598(14) Uani 1 1 d . . . H14A H 0.1600 -0.2519 0.8244 0.072 Uiso 1 1 calc R . . C15 C 0.2971(6) -0.2770(5) 0.7344(3) 0.0485(11) Uani 1 1 d . . . H15 H 0.2509 -0.3753 0.7231 0.058 Uiso 1 1 calc R . . C16 C 0.4237(5) -0.1970(4) 0.6915(2) 0.0332(8) Uani 1 1 d . . . C17 C 0.1461(4) 0.3553(4) 0.5239(3) 0.0309(8) Uani 1 1 d . . . C18 C 0.0012(5) 0.3275(4) 0.4653(3) 0.0441(11) Uani 1 1 d . . . H18A H -0.0772 0.3386 0.5004 0.053 Uiso 1 1 calc R . . H18B H 0.0293 0.3967 0.4267 0.053 Uiso 1 1 calc R . . C19 C -0.0036(5) 0.1378(4) 0.3479(3) 0.0404(10) Uani 1 1 d . . . C20 C 0.1149(6) 0.2055(6) 0.2961(3) 0.0574(14) Uani 1 1 d . . . H20 H 0.1704 0.3032 0.3041 0.069 Uiso 1 1 calc R . . C21 C 0.1433(6) 0.1202(7) 0.2340(4) 0.0698(17) Uani 1 1 d . . . H21 H 0.2214 0.1609 0.1983 0.084 Uiso 1 1 calc R . . C22 C 0.0597(6) -0.0289(7) 0.2205(3) 0.0637(15) Uani 1 1 d . . . H22 H 0.0836 -0.0827 0.1761 0.076 Uiso 1 1 calc R . . C23 C -0.0556(5) -0.0955(5) 0.2715(3) 0.0488(11) Uani 1 1 d . . . H23 H -0.1105 -0.1934 0.2634 0.059 Uiso 1 1 calc R . . C24 C -0.0861(4) -0.0081(4) 0.3365(3) 0.0368(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 Cu1 0.0272(2) 0.0152(2) 0.0344(3) 0.00689(17) 0.00075(17) 0.00579(17) Cu2 0.0319(2) 0.0137(2) 0.0273(2) 0.00339(15) 0.00488(17) 0.00739(17) O1 0.068(2) 0.0227(14) 0.0317(14) 0.0032(11) 0.0038(14) 0.0001(14) O1W 0.217(11) 0.186(10) 0.190(10) 0.077(8) 0.017(8) 0.102(8) O1W' 0.168(9) 0.142(9) 0.132(8) 0.024(7) -0.049(7) 0.031(7) O2 0.0569(18) 0.0217(13) 0.0312(14) 0.0037(11) -0.0012(12) 0.0078(12) O3 0.0320(14) 0.0211(12) 0.0593(18) 0.0112(12) -0.0031(13) 0.0094(11) O4 0.0353(15) 0.0220(13) 0.077(2) 0.0157(14) -0.0013(14) 0.0080(12) O5 0.0397(16) 0.0241(13) 0.0613(19) 0.0050(12) -0.0129(14) 0.0118(12) O6 0.0312(14) 0.0230(13) 0.0551(17) -0.0029(12) 0.0017(12) 0.0086(11) O7 0.0282(12) 0.0153(11) 0.0296(12) 0.0061(9) 0.0037(10) 0.0084(9) N1 0.093(5) 0.034(2) 0.030(2) 0.004(2) -0.006(4) 0.006(4) N2 0.090(5) 0.073(5) 0.066(4) -0.003(4) -0.002(4) 0.022(4) N3 0.115(6) 0.065(4) 0.062(4) 0.015(3) 0.001(4) 0.030(4) C2 0.065(8) 0.041(3) 0.032(3) 0.007(2) 0.001(3) 0.001(4) C3 0.075(5) 0.030(3) 0.025(3) -0.001(2) 0.001(3) 0.003(3) C4 0.114(7) 0.086(7) 0.061(5) -0.018(5) 0.012(5) 0.012(5) C5 0.097(7) 0.110(7) 0.084(6) -0.035(5) 0.008(5) 0.023(6) C6 0.128(7) 0.077(6) 0.073(6) -0.006(5) 0.018(5) 0.016(5) C7 0.121(7) 0.068(5) 0.056(4) 0.006(4) 0.006(5) 0.024(5) C8 0.120(6) 0.045(4) 0.031(3) 0.016(3) -0.002(4) 0.012(4) N1' 0.093(5) 0.034(2) 0.030(2) 0.004(2) -0.006(4) 0.006(4) N2' 0.090(5) 0.073(5) 0.066(4) -0.003(4) -0.002(4) 0.022(4) N3' 0.115(6) 0.065(4) 0.062(4) 0.015(3) 0.001(4) 0.030(4) C2' 0.065(8) 0.041(3) 0.032(3) 0.007(2) 0.001(3) 0.001(4) C3' 0.075(5) 0.030(3) 0.025(3) -0.001(2) 0.001(3) 0.003(3) C4' 0.114(7) 0.086(7) 0.061(5) -0.018(5) 0.012(5) 0.012(5) C5' 0.097(7) 0.110(7) 0.084(6) -0.035(5) 0.008(5) 0.023(6) C6' 0.128(7) 0.077(6) 0.073(6) -0.006(5) 0.018(5) 0.016(5) C7' 0.121(7) 0.068(5) 0.056(4) 0.006(4) 0.006(5) 0.024(5) C8' 0.120(6) 0.045(4) 0.031(3) 0.016(3) -0.002(4) 0.012(4) N4 0.0395(18) 0.0180(14) 0.0391(17) 0.0022(12) -0.0031(14) 0.0130(13) N5 0.0373(17) 0.0208(14) 0.0402(17) 0.0061(13) 0.0051(14) 0.0137(13) N6 0.0367(17) 0.0169(13) 0.0323(16) 0.0029(11) 0.0057(13) 0.0095(12) N7 0.0302(17) 0.0212(15) 0.057(2) 0.0126(15) -0.0080(15) 0.0020(13) N8 0.0296(16) 0.0184(14) 0.052(2) 0.0057(13) -0.0035(14) 0.0038(12) N9 0.0306(16) 0.0237(15) 0.0430(18) 0.0093(13) 0.0013(14) 0.0074(13) C1 0.048(2) 0.0278(19) 0.0274(18) 0.0037(15) 0.0061(16) 0.0119(17) C9 0.034(2) 0.0222(17) 0.041(2) 0.0025(15) 0.0011(16) 0.0126(15) C10 0.035(2) 0.0199(17) 0.060(3) 0.0078(17) -0.0052(18) 0.0088(16) C11 0.049(2) 0.0308(19) 0.0277(18) 0.0008(15) -0.0005(16) 0.0223(18) C12 0.086(4) 0.039(2) 0.040(2) -0.0004(19) 0.005(2) 0.038(3) C13 0.090(4) 0.067(3) 0.043(3) 0.006(2) 0.023(3) 0.052(3) C14 0.077(4) 0.066(3) 0.050(3) 0.019(2) 0.029(3) 0.039(3) C15 0.062(3) 0.040(2) 0.048(3) 0.014(2) 0.020(2) 0.024(2) C16 0.048(2) 0.0260(18) 0.0298(18) 0.0056(14) 0.0066(16) 0.0190(17) C17 0.0258(18) 0.0212(17) 0.044(2) 0.0094(15) 0.0078(15) 0.0069(14) C18 0.033(2) 0.0189(18) 0.077(3) 0.0112(19) -0.009(2) 0.0067(16) C19 0.031(2) 0.035(2) 0.046(2) 0.0167(18) -0.0074(17) 0.0026(17) C20 0.040(3) 0.051(3) 0.059(3) 0.028(3) -0.003(2) -0.006(2) C21 0.045(3) 0.090(4) 0.055(3) 0.037(3) 0.008(2) 0.002(3) C22 0.050(3) 0.088(4) 0.045(3) 0.012(3) 0.009(2) 0.020(3) C23 0.044(2) 0.050(3) 0.044(2) 0.007(2) 0.002(2) 0.011(2) C24 0.030(2) 0.034(2) 0.039(2) 0.0125(16) -0.0013(16) 0.0054(16) 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 O5 1.934(3) . ? Cu1 O3 1.941(3) . ? Cu1 O7 1.981(2) . ? Cu1 N9 2.012(3) 2_556 ? Cu1 O1 2.322(3) . ? Cu2 O2 1.936(3) . ? Cu2 O7 1.969(2) . ? Cu2 N6 1.985(3) 1_565 ? Cu2 O7 1.989(2) 2_666 ? Cu2 O6 2.244(3) . ? Cu2 Cu2 2.9752(8) 2_666 ? O1 C1 1.219(5) . ? O1W H11 0.8401 . ? O1W H12 0.8400 . ? O1W' H13 0.8401 . ? O1W' H14 0.8399 . ? O2 C1 1.265(4) . ? O3 C9 1.255(5) . ? O4 C9 1.243(4) . ? O5 C17 1.258(4) . ? O6 C17 1.228(5) . ? O7 Cu2 1.989(2) 2_666 ? O7 H7 0.8400 . ? N1 C3 1.325(11) . ? N1 N2 1.383(13) . ? N1 C2 1.399(9) . ? N2 N3 1.274(12) . ? N3 C8 1.424(11) . ? C2 C1 1.534(8) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.3900 . ? C3 C8 1.3900 . ? C4 C5 1.3900 . ? C4 H4 0.9300 . ? C5 C6 1.3900 . ? C5 H5 0.9300 . ? C6 C7 1.3900 . ? C6 H6 0.9300 . ? C7 C8 1.3900 . ? C7 H7A 0.9300 . ? N1' C3' 1.329(10) . ? N1' N2' 1.380(12) . ? N1' C2' 1.397(9) . ? N2' N3' 1.264(11) . ? N3' C8' 1.419(11) . ? C2' C1 1.534(8) . ? C2' H2'A 0.9700 . ? C2' H2'B 0.9700 . ? C3' C4' 1.3900 . ? C3' C8' 1.3900 . ? C4' C5' 1.3900 . ? C4' H4' 0.9300 . ? C5' C6' 1.3900 . ? C5' H5' 0.9300 . ? C6' C7' 1.3900 . ? C6' H11 1.0022 . ? C6' H6' 0.9300 . ? C7' C8' 1.3900 . ? C7' H11 0.8894 . ? C7' H7' 0.9300 . ? N4 N5 1.339(4) . ? N4 C11 1.366(5) . ? N4 C10 1.456(5) . ? N5 N6 1.323(4) . ? N6 C16 1.367(5) . ? N6 Cu2 1.985(3) 1_545 ? N7 N8 1.344(4) . ? N7 C19 1.352(6) . ? N7 C18 1.448(5) . ? N8 N9 1.309(5) . ? N9 C24 1.381(5) . ? N9 Cu1 2.012(3) 2_556 ? C9 C10 1.522(5) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C16 1.390(5) . ? C11 C12 1.401(6) . ? C12 C13 1.364(7) . ? C12 H12A 0.9300 . ? C13 C14 1.412(8) . ? C13 H13A 0.9300 . ? C14 C15 1.378(7) . ? C14 H14A 0.9300 . ? C15 C16 1.396(6) . ? C15 H15 0.9300 . ? C17 C18 1.538(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C24 1.388(6) . ? C19 C20 1.400(6) . ? C20 C21 1.344(9) . ? C20 H20 0.9300 . ? C21 C22 1.417(8) . ? C21 H21 0.9300 . ? C22 C23 1.371(7) . ? C22 H22 0.9300 . ? C23 C24 1.397(7) . ? C23 H23 0.9300 . ? 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 O5 Cu1 O3 162.03(13) . . ? O5 Cu1 O7 92.36(11) . . ? O3 Cu1 O7 93.17(10) . . ? O5 Cu1 N9 87.64(12) . 2_556 ? O3 Cu1 N9 85.81(12) . 2_556 ? O7 Cu1 N9 176.52(12) . 2_556 ? O5 Cu1 O1 106.57(13) . . ? O3 Cu1 O1 90.46(13) . . ? O7 Cu1 O1 90.60(10) . . ? N9 Cu1 O1 92.74(12) 2_556 . ? O2 Cu2 O7 94.99(11) . . ? O2 Cu2 N6 86.65(12) . 1_565 ? O7 Cu2 N6 169.55(12) . 1_565 ? O2 Cu2 O7 164.35(12) . 2_666 ? O7 Cu2 O7 82.53(9) . 2_666 ? N6 Cu2 O7 93.10(11) 1_565 2_666 ? O2 Cu2 O6 105.76(12) . . ? O7 Cu2 O6 95.84(10) . . ? N6 Cu2 O6 93.64(12) 1_565 . ? O7 Cu2 O6 89.88(11) 2_666 . ? O2 Cu2 Cu2 134.53(9) . 2_666 ? O7 Cu2 Cu2 41.52(7) . 2_666 ? N6 Cu2 Cu2 133.39(9) 1_565 2_666 ? O7 Cu2 Cu2 41.01(6) 2_666 2_666 ? O6 Cu2 Cu2 93.78(8) . 2_666 ? C1 O1 Cu1 127.6(3) . . ? H11 O1W H12 110.2 . . ? H13 O1W' H14 108.2 . . ? C1 O2 Cu2 129.9(3) . . ? C9 O3 Cu1 128.8(2) . . ? C17 O5 Cu1 133.4(3) . . ? C17 O6 Cu2 121.2(2) . . ? Cu2 O7 Cu1 114.49(11) . . ? Cu2 O7 Cu2 97.47(9) . 2_666 ? Cu1 O7 Cu2 123.27(12) . 2_666 ? Cu2 O7 H7 106.8 . . ? Cu1 O7 H7 106.8 . . ? Cu2 O7 H7 106.8 2_666 . ? C3 N1 N2 109.0(8) . . ? C3 N1 C2 121.8(11) . . ? N2 N1 C2 129.1(13) . . ? N3 N2 N1 108.8(11) . . ? N2 N3 C8 109.5(10) . . ? N1 C2 C1 118.0(8) . . ? N1 C2 H2A 107.8 . . ? C1 C2 H2A 107.8 . . ? N1 C2 H2B 107.8 . . ? C1 C2 H2B 107.8 . . ? H2A C2 H2B 107.1 . . ? N1 C3 C4 131.9(7) . . ? N1 C3 C8 108.0(7) . . ? C4 C3 C8 120.0 . . ? C3 C4 C5 120.0 . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 120.0 . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C5 C6 C7 120.0 . . ? C5 C6 H6 120.0 . . ? C7 C6 H6 120.0 . . ? C6 C7 C8 120.0 . . ? C6 C7 H7A 120.0 . . ? C8 C7 H7A 120.0 . . ? C7 C8 C3 120.0 . . ? C7 C8 N3 135.4(7) . . ? C3 C8 N3 104.6(7) . . ? C3' N1' N2' 105.6(8) . . ? C3' N1' C2' 141.5(12) . . ? N2' N1' C2' 112.9(12) . . ? N3' N2' N1' 118.0(11) . . ? N2' N3' C8' 99.3(9) . . ? N1' C2' C1 118.1(8) . . ? N1' C2' H2'A 107.8 . . ? C1 C2' H2'A 107.8 . . ? N1' C2' H2'B 107.8 . . ? C1 C2' H2'B 107.8 . . ? H2'A C2' H2'B 107.1 . . ? N1' C3' C4' 135.6(8) . . ? N1' C3' C8' 104.4(8) . . ? C4' C3' C8' 120.0 . . ? C3' C4' C5' 120.0 . . ? C3' C4' H4' 120.0 . . ? C5' C4' H4' 120.0 . . ? C6' C5' C4' 120.0 . . ? C6' C5' H5' 120.0 . . ? C4' C5' H5' 120.0 . . ? C5' C6' C7' 120.0 . . ? C5' C6' H11 150.0 . . ? C5' C6' H6' 120.0 . . ? C7' C6' H6' 120.0 . . ? C6' C7' C8' 120.0 . . ? C6' C7' H7' 120.0 . . ? C8' C7' H7' 120.0 . . ? C7' C8' C3' 120.0 . . ? C7' C8' N3' 127.3(7) . . ? C3' C8' N3' 112.7(7) . . ? N5 N4 C11 111.2(3) . . ? N5 N4 C10 120.4(3) . . ? C11 N4 C10 128.4(3) . . ? N6 N5 N4 107.0(3) . . ? N5 N6 C16 109.9(3) . . ? N5 N6 Cu2 121.1(2) . 1_545 ? C16 N6 Cu2 128.1(2) . 1_545 ? N8 N7 C19 110.9(3) . . ? N8 N7 C18 119.4(4) . . ? C19 N7 C18 127.8(4) . . ? N9 N8 N7 107.6(3) . . ? N8 N9 C24 109.4(3) . . ? N8 N9 Cu1 118.8(3) . 2_556 ? C24 N9 Cu1 131.8(3) . 2_556 ? O1 C1 O2 128.8(4) . . ? O1 C1 C2' 122.7(5) . . ? O2 C1 C2' 108.0(5) . . ? O1 C1 C2 118.0(5) . . ? O2 C1 C2 112.5(5) . . ? O4 C9 O3 127.5(3) . . ? O4 C9 C10 117.1(3) . . ? O3 C9 C10 115.4(3) . . ? N4 C10 C9 112.6(3) . . ? N4 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? N4 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? N4 C11 C16 104.6(3) . . ? N4 C11 C12 133.6(4) . . ? C16 C11 C12 121.8(4) . . ? C13 C12 C11 116.1(4) . . ? C13 C12 H12A 121.9 . . ? C11 C12 H12A 121.9 . . ? C12 C13 C14 122.5(4) . . ? C12 C13 H13A 118.7 . . ? C14 C13 H13A 118.7 . . ? C15 C14 C13 121.3(5) . . ? C15 C14 H14A 119.3 . . ? C13 C14 H14A 119.3 . . ? C14 C15 C16 116.5(4) . . ? C14 C15 H15 121.8 . . ? C16 C15 H15 121.8 . . ? N6 C16 C11 107.3(3) . . ? N6 C16 C15 131.0(4) . . ? C11 C16 C15 121.7(4) . . ? O6 C17 O5 128.4(4) . . ? O6 C17 C18 117.4(3) . . ? O5 C17 C18 114.2(3) . . ? N7 C18 C17 111.5(3) . . ? N7 C18 H18A 109.3 . . ? C17 C18 H18A 109.3 . . ? N7 C18 H18B 109.3 . . ? C17 C18 H18B 109.3 . . ? H18A C18 H18B 108.0 . . ? N7 C19 C24 105.1(3) . . ? N7 C19 C20 132.6(4) . . ? C24 C19 C20 122.3(5) . . ? C21 C20 C19 115.8(5) . . ? C21 C20 H20 122.1 . . ? C19 C20 H20 122.1 . . ? C20 C21 C22 123.0(5) . . ? C20 C21 H21 118.5 . . ? C22 C21 H21 118.5 . . ? C23 C22 C21 121.3(6) . . ? C23 C22 H22 119.3 . . ? C21 C22 H22 119.3 . . ? C22 C23 C24 116.2(5) . . ? C22 C23 H23 121.9 . . ? C24 C23 H23 121.9 . . ? N9 C24 C19 106.8(4) . . ? N9 C24 C23 131.8(4) . . ? C19 C24 C23 121.3(4) . . ? 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 O5 Cu1 O1 C1 -85.7(4) . . . . ? O3 Cu1 O1 C1 100.1(4) . . . . ? O7 Cu1 O1 C1 7.0(4) . . . . ? N9 Cu1 O1 C1 -174.0(4) 2_556 . . . ? O7 Cu2 O2 C1 -44.3(4) . . . . ? N6 Cu2 O2 C1 146.0(4) 1_565 . . . ? O7 Cu2 O2 C1 -124.4(4) 2_666 . . . ? O6 Cu2 O2 C1 53.2(4) . . . . ? Cu2 Cu2 O2 C1 -58.8(4) 2_666 . . . ? O5 Cu1 O3 C9 137.6(4) . . . . ? O7 Cu1 O3 C9 29.9(3) . . . . ? N9 Cu1 O3 C9 -153.4(4) 2_556 . . . ? O1 Cu1 O3 C9 -60.7(3) . . . . ? O3 Cu1 O5 C17 -149.3(4) . . . . ? O7 Cu1 O5 C17 -41.5(4) . . . . ? N9 Cu1 O5 C17 142.0(4) 2_556 . . . ? O1 Cu1 O5 C17 49.8(4) . . . . ? O2 Cu2 O6 C17 -102.7(3) . . . . ? O7 Cu2 O6 C17 -5.8(3) . . . . ? N6 Cu2 O6 C17 169.7(3) 1_565 . . . ? O7 Cu2 O6 C17 76.6(3) 2_666 . . . ? Cu2 Cu2 O6 C17 35.8(3) 2_666 . . . ? O2 Cu2 O7 Cu1 63.66(14) . . . . ? N6 Cu2 O7 Cu1 162.3(6) 1_565 . . . ? O7 Cu2 O7 Cu1 -131.88(17) 2_666 . . . ? O6 Cu2 O7 Cu1 -42.78(14) . . . . ? Cu2 Cu2 O7 Cu1 -131.88(17) 2_666 . . . ? O2 Cu2 O7 Cu2 -164.46(12) . . . 2_666 ? N6 Cu2 O7 Cu2 -65.8(6) 1_565 . . 2_666 ? O7 Cu2 O7 Cu2 0.0 2_666 . . 2_666 ? O6 Cu2 O7 Cu2 89.11(11) . . . 2_666 ? O5 Cu1 O7 Cu2 58.65(15) . . . . ? O3 Cu1 O7 Cu2 -138.46(14) . . . . ? O1 Cu1 O7 Cu2 -47.97(14) . . . . ? O5 Cu1 O7 Cu2 -59.36(16) . . . 2_666 ? O3 Cu1 O7 Cu2 103.53(15) . . . 2_666 ? O1 Cu1 O7 Cu2 -165.97(15) . . . 2_666 ? C3 N1 N2 N3 -0.8(14) . . . . ? C2 N1 N2 N3 176.3(10) . . . . ? N1 N2 N3 C8 -0.1(15) . . . . ? C3 N1 C2 C1 -86.1(16) . . . . ? N2 N1 C2 C1 97.2(16) . . . . ? N2 N1 C3 C4 -180.0(8) . . . . ? C2 N1 C3 C4 2.7(13) . . . . ? N2 N1 C3 C8 1.3(10) . . . . ? C2 N1 C3 C8 -175.9(7) . . . . ? N1 C3 C4 C5 -178.5(9) . . . . ? C8 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C4 C5 C6 C7 0.0 . . . . ? C5 C6 C7 C8 0.0 . . . . ? C6 C7 C8 C3 0.0 . . . . ? C6 C7 C8 N3 -179.7(11) . . . . ? N1 C3 C8 C7 178.9(7) . . . . ? C4 C3 C8 C7 0.0 . . . . ? N1 C3 C8 N3 -1.4(8) . . . . ? C4 C3 C8 N3 179.8(8) . . . . ? N2 N3 C8 C7 -179.4(8) . . . . ? N2 N3 C8 C3 0.9(12) . . . . ? C3' N1' N2' N3' -4.0(13) . . . . ? C2' N1' N2' N3' 178.0(10) . . . . ? N1' N2' N3' C8' 3.0(13) . . . . ? C3' N1' C2' C1 -75(2) . . . . ? N2' N1' C2' C1 101.8(14) . . . . ? N2' N1' C3' C4' -178.0(8) . . . . ? C2' N1' C3' C4' -0.9(19) . . . . ? N2' N1' C3' C8' 2.7(9) . . . . ? C2' N1' C3' C8' 179.8(12) . . . . ? N1' C3' C4' C5' -179.3(11) . . . . ? C8' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C4' C5' C6' C7' 0.0 . . . . ? C5' C6' C7' C8' 0.0 . . . . ? C6' C7' C8' C3' 0.0 . . . . ? C6' C7' C8' N3' -179.3(10) . . . . ? N1' C3' C8' C7' 179.5(8) . . . . ? C4' C3' C8' C7' 0.0 . . . . ? N1' C3' C8' N3' -1.2(8) . . . . ? C4' C3' C8' N3' 179.4(8) . . . . ? N2' N3' C8' C7' 178.3(8) . . . . ? N2' N3' C8' C3' -1.0(10) . . . . ? C11 N4 N5 N6 -0.9(4) . . . . ? C10 N4 N5 N6 179.8(3) . . . . ? N4 N5 N6 C16 0.3(4) . . . . ? N4 N5 N6 Cu2 -169.5(2) . . . 1_545 ? C19 N7 N8 N9 -1.9(4) . . . . ? C18 N7 N8 N9 -167.7(3) . . . . ? N7 N8 N9 C24 1.4(4) . . . . ? N7 N8 N9 Cu1 179.9(2) . . . 2_556 ? Cu1 O1 C1 O2 17.1(7) . . . . ? Cu1 O1 C1 C2' -153.6(9) . . . . ? Cu1 O1 C1 C2 -173.6(9) . . . . ? Cu2 O2 C1 O1 5.4(7) . . . . ? Cu2 O2 C1 C2' 177.2(8) . . . . ? Cu2 O2 C1 C2 -164.4(8) . . . . ? N1' C2' C1 O1 2.1(18) . . . . ? N1' C2' C1 O2 -170.3(12) . . . . ? N1' C2' C1 C2 82(2) . . . . ? N1 C2 C1 O1 -3.9(18) . . . . ? N1 C2 C1 O2 167.1(11) . . . . ? N1 C2 C1 C2' -114(4) . . . . ? Cu1 O3 C9 O4 -18.5(6) . . . . ? Cu1 O3 C9 C10 161.9(3) . . . . ? N5 N4 C10 C9 113.4(4) . . . . ? C11 N4 C10 C9 -65.7(5) . . . . ? O4 C9 C10 N4 174.3(4) . . . . ? O3 C9 C10 N4 -6.0(5) . . . . ? N5 N4 C11 C16 1.1(4) . . . . ? C10 N4 C11 C16 -179.7(3) . . . . ? N5 N4 C11 C12 -176.7(4) . . . . ? C10 N4 C11 C12 2.5(7) . . . . ? N4 C11 C12 C13 178.4(4) . . . . ? C16 C11 C12 C13 0.9(7) . . . . ? C11 C12 C13 C14 -0.3(8) . . . . ? C12 C13 C14 C15 -0.1(9) . . . . ? C13 C14 C15 C16 0.0(8) . . . . ? N5 N6 C16 C11 0.4(4) . . . . ? Cu2 N6 C16 C11 169.3(3) 1_545 . . . ? N5 N6 C16 C15 178.5(4) . . . . ? Cu2 N6 C16 C15 -12.5(6) 1_545 . . . ? N4 C11 C16 N6 -0.9(4) . . . . ? C12 C11 C16 N6 177.2(4) . . . . ? N4 C11 C16 C15 -179.3(4) . . . . ? C12 C11 C16 C15 -1.1(6) . . . . ? C14 C15 C16 N6 -177.3(4) . . . . ? C14 C15 C16 C11 0.6(7) . . . . ? Cu2 O6 C17 O5 35.0(6) . . . . ? Cu2 O6 C17 C18 -143.8(3) . . . . ? Cu1 O5 C17 O6 -7.3(7) . . . . ? Cu1 O5 C17 C18 171.5(3) . . . . ? N8 N7 C18 C17 91.0(4) . . . . ? C19 N7 C18 C17 -72.1(5) . . . . ? O6 C17 C18 N7 172.8(4) . . . . ? O5 C17 C18 N7 -6.2(5) . . . . ? N8 N7 C19 C24 1.6(4) . . . . ? C18 N7 C19 C24 165.9(4) . . . . ? N8 N7 C19 C20 -177.6(4) . . . . ? C18 N7 C19 C20 -13.3(7) . . . . ? N7 C19 C20 C21 179.6(5) . . . . ? C24 C19 C20 C21 0.4(7) . . . . ? C19 C20 C21 C22 0.2(8) . . . . ? C20 C21 C22 C23 -0.7(9) . . . . ? C21 C22 C23 C24 0.5(7) . . . . ? N8 N9 C24 C19 -0.4(4) . . . . ? Cu1 N9 C24 C19 -178.6(3) 2_556 . . . ? N8 N9 C24 C23 178.7(4) . . . . ? Cu1 N9 C24 C23 0.4(7) 2_556 . . . ? N7 C19 C24 N9 -0.8(4) . . . . ? C20 C19 C24 N9 178.6(4) . . . . ? N7 C19 C24 C23 -180.0(4) . . . . ? C20 C19 C24 C23 -0.6(6) . . . . ? C22 C23 C24 N9 -178.9(4) . . . . ? C22 C23 C24 C19 0.1(6) . . . . ? 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 O1w' H13 O4 0.84 1.99 2.828(14) 173.8 . O1w' H14 N2' 0.84 2.25 3.08(2) 173.8 . _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 1.389 _refine_diff_density_min -0.680 _refine_diff_density_rms 0.104 _iucr_refine_instructions_details ; TITL P-1 CELL 0.71073 9.4850 10.5635 15.7452 98.015 91.021 114.802 ZERR 2 0.0009 0.0010 0.0016 0.001 0.001 0.001 LATT 1 SFAC C H N O Cu UNIT 48 42 18 16 4 ACTA OMIT -3 55 OMIT 0 -1 1 OMIT 0 2 0 OMIT -5 2 15 OMIT -1 0 1 OMIT 0 1 1 SIZE 0.2 0.2 0.1 L.S. 100 BOND $H CONF FMAP 2 PLAN -1 SADI 0.01 C1 C2 C1 C2' SADI 0.01 C2 N1 C2' N1' SADI 0.01 N1 C3 N1' C3' SADI 0.01 N1 N2 N1' N2' SADI 0.01 N2 N3 N2' N3' SADI 0.01 N3 C8 N3' C8' EADP N1 N1' EADP N2 N2' EADP N3 N3' EADP C2 C2' EADP C3 C3' EADP C4 C4' EADP C5 C5' EADP C6 C6' EADP C7 C7' EADP C8 C8' ISOR 0.01 N1 N2 N3 C2 C3 C4 C5 C6 C7 C8 ISOR 0.01 O1w O1w' WGHT 0.084800 1.450000 FVAR 0.48075 CU1 5 0.346972 0.222372 0.572029 11.00000 0.02721 0.01521 = 0.03439 0.00689 0.00075 0.00579 CU2 5 0.480955 0.570422 0.584795 11.00000 0.03192 0.01374 = 0.02728 0.00339 0.00488 0.00739 O1 4 0.395382 0.331638 0.714798 11.00000 0.06820 0.02274 = 0.03166 0.00324 0.00383 0.00006 PART 1 O1W 4 0.354417 0.004347 1.054854 10.50000 0.21677 0.18572 = 0.18997 0.07658 0.01672 0.10159 AFIX 3 H11 2 0.355957 0.070597 1.030354 10.50000 -1.50000 H12 2 0.373417 0.031217 1.108274 10.50000 -1.50000 AFIX 0 PART 2 O1W' 4 0.912706 0.489574 0.763600 10.50000 0.16841 0.14171 = 0.13180 0.02410 -0.04902 0.03123 AFIX 3 H13 2 0.863757 0.448804 0.715389 10.50000 -1.50000 H14 2 0.851176 0.462404 0.801830 10.50000 -1.50000 AFIX 0 PART 0 O2 4 0.525773 0.560346 0.703475 11.00000 0.05692 0.02171 = 0.03124 0.00375 -0.00118 0.00779 O3 4 0.500139 0.149119 0.589143 11.00000 0.03202 0.02114 = 0.05932 0.01117 -0.00306 0.00941 O4 4 0.727585 0.342164 0.608056 11.00000 0.03530 0.02197 = 0.07739 0.01569 -0.00132 0.00796 O5 4 0.174100 0.248957 0.524080 11.00000 0.03975 0.02413 = 0.06128 0.00496 -0.01291 0.01184 O6 4 0.220116 0.475827 0.562944 11.00000 0.03119 0.02298 = 0.05511 -0.00287 0.00175 0.00857 O7 4 0.502197 0.397478 0.536866 11.00000 0.02823 0.01534 = 0.02962 0.00606 0.00373 0.00837 AFIX 13 0.8400 H7 2 0.590311 0.407568 0.555722 11.00000 -1.50000 AFIX 0 PART 1 N1 3 0.428168 0.397824 0.892608 10.50000 0.09306 0.03408 = 0.03006 0.00423 -0.00550 0.00590 N2 3 0.482924 0.316046 0.931949 10.50000 0.09009 0.07282 = 0.06623 -0.00266 -0.00171 0.02223 N3 3 0.378549 0.242030 0.976944 10.50000 0.11478 0.06484 = 0.06243 0.01515 0.00148 0.03019 C2 1 0.504712 0.500144 0.841188 10.50000 0.06523 0.04129 = 0.03196 0.00672 0.00093 0.00076 AFIX 23 H2A 2 0.615841 0.537005 0.856440 10.50000 -1.20000 H2B 2 0.475372 0.577507 0.856310 10.50000 -1.20000 AFIX 66 C3 1 0.285040 0.370383 0.914075 10.50000 0.07485 0.03002 = 0.02506 -0.00069 0.00065 0.00342 C4 1 0.179818 0.423126 0.892265 10.50000 0.11353 0.08605 = 0.06112 -0.01820 0.01229 0.01177 AFIX 43 H4 2 0.205910 0.489075 0.855021 10.50000 -1.20000 AFIX 65 C5 1 0.035598 0.377302 0.926119 10.50000 0.09696 0.10958 = 0.08356 -0.03464 0.00764 0.02332 AFIX 43 H5 2 -0.034802 0.412591 0.911526 10.50000 -1.20000 AFIX 65 C6 1 -0.003401 0.278734 0.981785 10.50000 0.12842 0.07671 = 0.07318 -0.00623 0.01819 0.01553 AFIX 43 H6 2 -0.099894 0.248074 1.004436 10.50000 -1.20000 AFIX 65 C7 1 0.101821 0.225989 1.003597 10.50000 0.12053 0.06805 = 0.05578 0.00550 0.00552 0.02384 AFIX 43 H7A 2 0.075727 0.160041 1.040841 10.50000 -1.20000 AFIX 65 C8 1 0.246041 0.271812 0.969742 10.50000 0.12009 0.04482 = 0.03149 0.01631 -0.00169 0.01175 AFIX 0 PART 2 N1' 3 0.537761 0.403634 0.886761 10.50000 0.09306 0.03408 = 0.03006 0.00423 -0.00550 0.00590 N2' 3 0.666731 0.375358 0.892576 10.50000 0.09009 0.07282 = 0.06623 -0.00266 -0.00171 0.02223 N3' 3 0.664275 0.287297 0.939908 10.50000 0.11478 0.06484 = 0.06243 0.01515 0.00148 0.03019 C2' 1 0.555807 0.505712 0.835016 10.50000 0.06523 0.04129 = 0.03196 0.00672 0.00093 0.00076 AFIX 23 H2'A 2 0.666561 0.559392 0.831157 10.50000 -1.20000 H2'B 2 0.517468 0.570436 0.864465 10.50000 -1.20000 AFIX 66 C3' 1 0.433992 0.317149 0.932150 10.50000 0.07485 0.03002 = 0.02506 -0.00069 0.00065 0.00342 C4' 1 0.281846 0.288288 0.950748 10.50000 0.11353 0.08605 = 0.06112 -0.01820 0.01229 0.01177 AFIX 43 H4' 2 0.230343 0.335674 0.928113 10.50000 -1.20000 AFIX 65 C5' 1 0.206677 0.188604 1.003175 10.50000 0.09696 0.10958 = 0.08356 -0.03464 0.00764 0.02332 AFIX 43 H5' 2 0.104881 0.169295 1.015618 10.50000 -1.20000 AFIX 65 C6' 1 0.283654 0.117780 1.037005 10.50000 0.12842 0.07671 = 0.07318 -0.00623 0.01819 0.01553 AFIX 43 H6' 2 0.233360 0.051085 1.072082 10.50000 -1.20000 AFIX 65 C7' 1 0.435800 0.146640 1.018408 10.50000 0.12053 0.06805 = 0.05578 0.00550 0.00552 0.02384 AFIX 43 H7' 2 0.487302 0.099254 1.041043 10.50000 -1.20000 AFIX 65 C8' 1 0.510970 0.246324 0.965981 10.50000 0.12009 0.04482 = 0.03149 0.01631 -0.00169 0.01175 AFIX 0 PART 0 N4 3 0.609560 -0.011058 0.654602 11.00000 0.03949 0.01805 = 0.03915 0.00222 -0.00309 0.01299 N5 3 0.611364 -0.124030 0.604942 11.00000 0.03731 0.02076 = 0.04023 0.00611 0.00509 0.01370 N6 3 0.499014 -0.237008 0.627417 11.00000 0.03669 0.01694 = 0.03234 0.00287 0.00571 0.00955 N7 3 -0.063163 0.186910 0.415311 11.00000 0.03019 0.02119 = 0.05740 0.01260 -0.00802 0.00204 N8 3 -0.173659 0.079798 0.446920 11.00000 0.02957 0.01839 = 0.05200 0.00567 -0.00346 0.00377 N9 3 -0.190028 -0.038150 0.399215 11.00000 0.03062 0.02369 = 0.04299 0.00934 0.00129 0.00740 C1 1 0.476429 0.455627 0.743127 11.00000 0.04773 0.02781 = 0.02745 0.00371 0.00609 0.01187 C9 1 0.643313 0.216006 0.611341 11.00000 0.03352 0.02218 = 0.04080 0.00246 0.00110 0.01257 C10 1 0.720964 0.130872 0.645523 11.00000 0.03485 0.01990 = 0.06037 0.00779 -0.00524 0.00880 AFIX 23 H10A 2 0.796662 0.124345 0.606620 11.00000 -1.20000 H10B 2 0.776470 0.180138 0.701117 11.00000 -1.20000 AFIX 0 C11 1 0.493700 -0.050192 0.709106 11.00000 0.04945 0.03078 = 0.02766 0.00075 -0.00052 0.02234 C12 1 0.439243 0.025316 0.769685 11.00000 0.08610 0.03896 = 0.03970 -0.00035 0.00490 0.03792 AFIX 43 H12A 2 0.484981 0.123559 0.780965 11.00000 -1.20000 AFIX 0 C13 1 0.315242 -0.053632 0.811161 11.00000 0.09012 0.06695 = 0.04321 0.00624 0.02285 0.05151 AFIX 43 H13A 2 0.275995 -0.007405 0.852051 11.00000 -1.20000 AFIX 0 C14 1 0.244209 -0.202797 0.794400 11.00000 0.07664 0.06611 = 0.04959 0.01944 0.02941 0.03894 AFIX 43 H14A 2 0.160034 -0.251936 0.824444 11.00000 -1.20000 AFIX 0 C15 1 0.297085 -0.277014 0.734436 11.00000 0.06248 0.04019 = 0.04819 0.01382 0.02024 0.02449 AFIX 43 H15 2 0.250867 -0.375258 0.723119 11.00000 -1.20000 AFIX 0 C16 1 0.423702 -0.196989 0.691549 11.00000 0.04775 0.02603 = 0.02979 0.00563 0.00657 0.01902 C17 1 0.146095 0.355265 0.523896 11.00000 0.02580 0.02120 = 0.04393 0.00943 0.00781 0.00694 C18 1 0.001231 0.327548 0.465326 11.00000 0.03282 0.01893 = 0.07670 0.01120 -0.00938 0.00668 AFIX 23 H18A 2 -0.077188 0.338599 0.500373 11.00000 -1.20000 H18B 2 0.029281 0.396707 0.426703 11.00000 -1.20000 AFIX 0 C19 1 -0.003604 0.137832 0.347897 11.00000 0.03071 0.03527 = 0.04609 0.01675 -0.00744 0.00260 C20 1 0.114876 0.205458 0.296087 11.00000 0.04036 0.05129 = 0.05926 0.02755 -0.00347 -0.00645 AFIX 43 H20 2 0.170416 0.303226 0.304099 11.00000 -1.20000 AFIX 0 C21 1 0.143275 0.120151 0.234040 11.00000 0.04525 0.08952 = 0.05479 0.03665 0.00835 0.00192 AFIX 43 H21 2 0.221393 0.160879 0.198341 11.00000 -1.20000 AFIX 0 C22 1 0.059718 -0.028928 0.220508 11.00000 0.05028 0.08759 = 0.04459 0.01242 0.00855 0.02039 AFIX 43 H22 2 0.083556 -0.082707 0.176124 11.00000 -1.20000 AFIX 0 C23 1 -0.055622 -0.095540 0.271543 11.00000 0.04398 0.04965 = 0.04368 0.00705 0.00181 0.01144 AFIX 43 H23 2 -0.110464 -0.193384 0.263398 11.00000 -1.20000 AFIX 0 C24 1 -0.086103 -0.008137 0.336464 11.00000 0.03044 0.03388 = 0.03943 0.01248 -0.00127 0.00541 htab o1w' o4 htab o1w' n2' HKLF 4 END ; _vrf_PLAT420 ; PROBLEM: D-H Without Acceptor *O1W - *H12 ... Please Check RESPONSE: The O1w water molecule is disordered and is of 0.5 occupancy. ; ####################################################################### # # 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_compound_8 _database_code_depnum_ccdc_archive 'CCDC 717528' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'Mn (H2 O)2 (C8 H6 N3 O2)2' _chemical_formula_sum 'C16 H16 Mn N6 O6' _chemical_formula_weight 443.29 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Mn Mn 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c 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 16.2735(18) _cell_length_b 7.0113(8) _cell_length_c 7.9722(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.037(1) _cell_angle_gamma 90.00 _cell_volume 909.61(18) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2487 _cell_measurement_theta_min 2.5034 _cell_measurement_theta_max 24.576 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.618 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 454 _exptl_absorpt_coefficient_mu 0.775 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8007 _exptl_absorpt_correction_T_max 0.9265 _exptl_absorpt_process_details SADABS _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 8007 _diffrn_reflns_av_R_equivalents 0.0332 _diffrn_reflns_av_sigmaI/netI 0.0322 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 27.59 _reflns_number_total 2085 _reflns_number_gt 1786 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0388P)^2^+0.2737P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2085 _refine_ls_number_parameters 134 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0866 _refine_ls_wR_factor_gt 0.0752 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.105 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.001 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 Mn1 Mn 0.5000 0.5000 0.5000 0.02474(14) Uani 1 2 d S . . O1 O 0.58531(12) 0.5437(3) 0.7025(2) 0.0322(4) Uani 1 1 d . . . O2 O 0.51631(10) 0.7181(3) 0.8897(2) 0.0324(4) Uani 1 1 d . . . O1W O 0.39929(11) 0.6080(3) 0.6582(3) 0.0351(5) Uani 1 1 d . . . H1 H 0.3678 0.6762 0.6001 0.053 Uiso 1 1 d R . . H2 H 0.4189 0.6732 0.7371 0.053 Uiso 1 1 d R . . N1 N 0.72673(14) 0.5551(3) 0.8813(3) 0.0336(5) Uani 1 1 d . . . N2 N 0.73932(16) 0.3634(3) 0.8769(4) 0.0448(6) Uani 1 1 d . . . N3 N 0.80867(16) 0.3296(4) 0.7996(4) 0.0503(7) Uani 1 1 d . . . C1 C 0.57911(15) 0.6313(3) 0.8399(3) 0.0249(5) Uani 1 1 d . . . C2 C 0.65311(16) 0.6316(4) 0.9553(3) 0.0351(6) Uani 1 1 d . . . H2A H 0.6638 0.7616 0.9907 0.042 Uiso 1 1 calc R . . H2B H 0.6400 0.5579 1.0547 0.042 Uiso 1 1 calc R . . C3 C 0.78901(16) 0.6476(4) 0.8027(3) 0.0313(6) Uani 1 1 d . . . C4 C 0.80599(18) 0.8401(4) 0.7747(4) 0.0411(7) Uani 1 1 d . . . H4 H 0.7703 0.9362 0.8089 0.049 Uiso 1 1 calc R . . C5 C 0.8776(2) 0.8787(5) 0.6948(4) 0.0483(8) Uani 1 1 d . . . H5 H 0.8915 1.0054 0.6750 0.058 Uiso 1 1 calc R . . C6 C 0.9321(2) 0.7338(6) 0.6401(5) 0.0546(9) Uani 1 1 d . . . H6 H 0.9800 0.7669 0.5836 0.066 Uiso 1 1 calc R . . C7 C 0.9149(2) 0.5453(5) 0.6698(5) 0.0512(9) Uani 1 1 d . . . H7 H 0.9510 0.4495 0.6369 0.061 Uiso 1 1 calc R . . C8 C 0.84159(19) 0.5027(4) 0.7509(4) 0.0389(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 Mn1 0.0279(2) 0.0229(2) 0.0235(2) 0.0012(2) -0.0025(3) -0.0008(2) O1 0.0327(10) 0.0358(10) 0.0281(10) -0.0051(8) -0.0041(8) 0.0023(8) O2 0.0315(10) 0.0304(9) 0.0353(9) -0.0093(8) -0.0035(8) 0.0029(7) O1W 0.0346(10) 0.0357(11) 0.0352(10) -0.0076(8) 0.0002(9) 0.0015(8) N1 0.0331(12) 0.0289(11) 0.0387(13) -0.0042(10) -0.0062(10) 0.0029(9) N2 0.0427(14) 0.0331(13) 0.0586(17) -0.0020(12) -0.0025(13) 0.0028(11) N3 0.0466(16) 0.0338(15) 0.071(2) -0.0049(14) -0.0013(14) 0.0086(12) C1 0.0291(12) 0.0190(11) 0.0265(12) 0.0026(10) -0.0018(10) -0.0033(9) C2 0.0304(14) 0.0425(16) 0.0324(15) -0.0056(11) -0.0032(11) 0.0031(12) C3 0.0279(13) 0.0324(14) 0.0336(14) -0.0049(12) -0.0075(11) 0.0019(11) C4 0.0415(17) 0.0367(17) 0.0451(17) -0.0061(14) -0.0099(14) 0.0065(13) C5 0.0544(19) 0.0418(17) 0.049(2) 0.0011(15) -0.0024(16) -0.0069(14) C6 0.0422(16) 0.060(2) 0.061(2) -0.0034(18) 0.0050(17) -0.0056(16) C7 0.0393(17) 0.054(2) 0.060(2) -0.0107(17) 0.0036(16) 0.0088(14) C8 0.0382(16) 0.0362(16) 0.0421(17) -0.0074(13) -0.0031(12) 0.0070(12) 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 Mn1 O1 2.1507(19) . ? Mn1 O1 2.1507(19) 3_666 ? Mn1 O2 2.1798(18) 2_646 ? Mn1 O2 2.1799(18) 4_575 ? Mn1 O1W 2.2029(18) . ? Mn1 O1W 2.2029(18) 3_666 ? O1 C1 1.259(3) . ? O2 C1 1.254(3) . ? O2 Mn1 2.1799(18) 2_656 ? O1W H1 0.8400 . ? O1W H2 0.8400 . ? N1 C3 1.357(4) . ? N1 N2 1.360(3) . ? N1 C2 1.439(3) . ? N2 N3 1.308(4) . ? N3 C8 1.382(4) . ? C1 C2 1.515(3) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C8 1.391(4) . ? C3 C4 1.396(4) . ? C4 C5 1.356(4) . ? C4 H4 0.9300 . ? C5 C6 1.418(5) . ? C5 H5 0.9300 . ? C6 C7 1.372(5) . ? C6 H6 0.9300 . ? C7 C8 1.390(5) . ? C7 H7 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Mn1 O1 179.999(1) . 3_666 ? O1 Mn1 O2 84.56(7) . 2_646 ? O1 Mn1 O2 95.44(7) 3_666 2_646 ? O1 Mn1 O2 95.44(7) . 4_575 ? O1 Mn1 O2 84.56(7) 3_666 4_575 ? O2 Mn1 O2 180.0 2_646 4_575 ? O1 Mn1 O1W 90.07(7) . . ? O1 Mn1 O1W 89.93(7) 3_666 . ? O2 Mn1 O1W 89.42(7) 2_646 . ? O2 Mn1 O1W 90.59(7) 4_575 . ? O1 Mn1 O1W 89.93(7) . 3_666 ? O1 Mn1 O1W 90.07(7) 3_666 3_666 ? O2 Mn1 O1W 90.58(7) 2_646 3_666 ? O2 Mn1 O1W 89.41(7) 4_575 3_666 ? O1W Mn1 O1W 179.998(1) . 3_666 ? C1 O1 Mn1 132.08(17) . . ? C1 O2 Mn1 131.84(16) . 2_656 ? Mn1 O1W H1 109.5 . . ? Mn1 O1W H2 109.5 . . ? H1 O1W H2 109.5 . . ? C3 N1 N2 110.4(2) . . ? C3 N1 C2 129.3(2) . . ? N2 N1 C2 120.3(2) . . ? N3 N2 N1 108.7(2) . . ? N2 N3 C8 108.0(2) . . ? O2 C1 O1 125.3(2) . . ? O2 C1 C2 117.0(2) . . ? O1 C1 C2 117.7(2) . . ? N1 C2 C1 114.3(2) . . ? N1 C2 H2A 108.7 . . ? C1 C2 H2A 108.7 . . ? N1 C2 H2B 108.7 . . ? C1 C2 H2B 108.7 . . ? H2A C2 H2B 107.6 . . ? N1 C3 C8 104.4(2) . . ? N1 C3 C4 133.2(3) . . ? C8 C3 C4 122.5(3) . . ? C5 C4 C3 116.0(3) . . ? C5 C4 H4 122.0 . . ? C3 C4 H4 122.0 . . ? C4 C5 C6 122.7(3) . . ? C4 C5 H5 118.7 . . ? C6 C5 H5 118.7 . . ? C7 C6 C5 120.6(3) . . ? C7 C6 H6 119.7 . . ? C5 C6 H6 119.7 . . ? C6 C7 C8 117.6(3) . . ? C6 C7 H7 121.2 . . ? C8 C7 H7 121.2 . . ? N3 C8 C7 130.7(3) . . ? N3 C8 C3 108.6(3) . . ? C7 C8 C3 120.6(3) . . ? 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 O1w H1 N2 0.84 2.19 2.894(3) 141.3 2_656 O1w H2 O2 0.84 2.02 2.761(3) 146.3 . _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.59 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.351 _refine_diff_density_min -0.349 _refine_diff_density_rms 0.050 _iucr_refine_instructions_details ; TITL P21/c CELL 0.71073 16.2735 7.0113 7.9722 90.000 90.037 90.000 ZERR 2 0.0018 0.0008 0.0009 0.000 0.001 0.000 LATT 1 SYMM -X,1/2+Y,1/2-Z SFAC C H N O Mn UNIT 32 32 12 12 2 TWIN 1 0 0 0 -1 0 0 0 -1 ACTA L.S. 100 size 0.3 0.2 0.1 BOND $H FMAP 2 PLAN -1 WGHT 0.038800 0.273700 BASF 0.31092 FVAR 0.84459 MN1 5 0.500000 0.500000 0.500000 10.50000 0.02785 0.02287 = 0.02350 0.00119 -0.00249 -0.00082 O1 4 0.585308 0.543745 0.702530 11.00000 0.03267 0.03579 = 0.02815 -0.00514 -0.00412 0.00233 O2 4 0.516312 0.718050 0.889701 11.00000 0.03148 0.03042 = 0.03533 -0.00927 -0.00345 0.00291 O1W 4 0.399294 0.607960 0.658229 11.00000 0.03458 0.03567 = 0.03520 -0.00759 0.00016 0.00147 AFIX 3 H1 2 0.367836 0.676231 0.600107 11.00000 -1.50000 H2 2 0.418884 0.673193 0.737068 11.00000 -1.50000 AFIX 0 N1 3 0.726727 0.555062 0.881251 11.00000 0.03313 0.02892 = 0.03870 -0.00424 -0.00616 0.00291 N2 3 0.739323 0.363432 0.876885 11.00000 0.04272 0.03308 = 0.05863 -0.00201 -0.00248 0.00278 N3 3 0.808673 0.329648 0.799603 11.00000 0.04663 0.03376 = 0.07064 -0.00486 -0.00126 0.00860 C1 1 0.579109 0.631321 0.839867 11.00000 0.02912 0.01899 = 0.02651 0.00259 -0.00184 -0.00326 C2 1 0.653115 0.631579 0.955268 11.00000 0.03039 0.04253 = 0.03235 -0.00562 -0.00323 0.00310 AFIX 23 H2A 2 0.663815 0.761601 0.990652 11.00000 -1.20000 H2B 2 0.639992 0.557899 1.054688 11.00000 -1.20000 AFIX 0 C3 1 0.789006 0.647569 0.802728 11.00000 0.02792 0.03245 = 0.03362 -0.00487 -0.00754 0.00187 C4 1 0.805994 0.840119 0.774719 11.00000 0.04148 0.03669 = 0.04510 -0.00612 -0.00990 0.00653 AFIX 43 H4 2 0.770319 0.936176 0.808856 11.00000 -1.20000 AFIX 0 C5 1 0.877584 0.878732 0.694804 11.00000 0.05439 0.04178 = 0.04878 0.00111 -0.00237 -0.00690 AFIX 43 H5 2 0.891493 1.005404 0.675038 11.00000 -1.20000 AFIX 0 C6 1 0.932129 0.733810 0.640117 11.00000 0.04218 0.06049 = 0.06128 -0.00340 0.00500 -0.00555 AFIX 43 H6 2 0.980025 0.766887 0.583582 11.00000 -1.20000 AFIX 0 C7 1 0.914910 0.545285 0.669821 11.00000 0.03929 0.05443 = 0.05987 -0.01071 0.00360 0.00880 AFIX 43 H7 2 0.950988 0.449479 0.636921 11.00000 -1.20000 AFIX 0 C8 1 0.841595 0.502681 0.750862 11.00000 0.03823 0.03622 = 0.04215 -0.00741 -0.00315 0.00698 eqiv $1 1-x,1/2+y,3/2-z htab o1w n2_$1 htab o1w o2 HKLF 4 END ; #==END of File