Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Dr Leone Spiccia' _publ_contact_author_address ; School of Chemistry Monash University Wellington Road Clayton Victoria 3800 AUSTRALIA ; _publ_contact_author_email LEONE.SPICCIA@SCI.MONASH.EDU.AU _publ_section_title ; The Synthesis, Structure and Properties of Copper(II) Complexes of Asymmetrically Functionalized Derivatives of 1,4,7-triazacyclononane ; _ccdc_temp_data_collection 123(2) _ccdc_ls_R_squared ? _ccdc_disorder ? _ccdc_comments ; ? ; loop_ _publ_author_name 'Leone Spiccia' 'John F. Boas' 'Milton T. W. Hearn' 'John Pilbrow' 'Andrew C. Warden' data_1a _database_code_depnum_ccdc_archive 'CCDC 256655' _audit_creation_date 2005-03-09T08:24:13-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_common ; Disodium-copper(ii)-1-propylamino-4-acetato-1,4,7- triazacyclononane triperchlorate ; _chemical_name_systematic ; ? ; _chemical_formula_sum 'C11 H23 Cl3 Cu N4 Na2 O14' _chemical_formula_weight 651.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.8481(11) _cell_length_b 17.153(2) _cell_length_c 14.901(2) _cell_angle_alpha 90 _cell_angle_beta 98.024(11) _cell_angle_gamma 90 _cell_volume 2239.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_diffrn 1.931 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1324 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.45 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.06 _diffrn_reflns_av_unetI/netI 0.0828 _diffrn_reflns_number 15078 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.53 _diffrn_reflns_theta_max 28.29 _diffrn_reflns_theta_full 27.5 _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.977 _reflns_number_total 5441 _reflns_number_gt 3630 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0542P)^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_number_reflns 5441 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.085 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.115 _refine_ls_wR_factor_gt 0.1 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.636 _refine_diff_density_min -0.632 _refine_diff_density_rms 0.105 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.40121(4) 0.25483(2) 0.91935(2) 0.01816(12) Uani 1 1 d . . . C1 C 0.2718(4) 0.32892(19) 1.0665(2) 0.0277(8) Uani 1 1 d . . . H1A H 0.3275 0.3769 1.0881 0.033 Uiso 1 1 calc R . . H1B H 0.2098 0.3121 1.1134 0.033 Uiso 1 1 calc R . . C2 C 0.1681(4) 0.3457(2) 0.9784(2) 0.0286(8) Uani 1 1 d . . . H2A H 0.0936 0.3027 0.9649 0.034 Uiso 1 1 calc R . . H2B H 0.1107 0.3946 0.9842 0.034 Uiso 1 1 calc R . . C3 C 0.3544(4) 0.42635(17) 0.9084(2) 0.0242(7) Uani 1 1 d . . . H3A H 0.354 0.4505 0.9688 0.029 Uiso 1 1 calc R . . H3B H 0.3064 0.4635 0.8621 0.029 Uiso 1 1 calc R . . C4 C 0.5185(4) 0.41131(18) 0.8932(2) 0.0256(8) Uani 1 1 d . . . H4A H 0.5215 0.4027 0.8278 0.031 Uiso 1 1 calc R . . H4B H 0.5811 0.4579 0.9119 0.031 Uiso 1 1 calc R . . C5 C 0.6060(4) 0.35423(19) 1.0446(2) 0.0274(8) Uani 1 1 d . . . H5A H 0.5525 0.4023 1.0592 0.033 Uiso 1 1 calc R . . H5B H 0.716 0.3607 1.0671 0.033 Uiso 1 1 calc R . . C6 C 0.5436(4) 0.28485(18) 1.0920(2) 0.0238(7) Uani 1 1 d . . . H6A H 0.6092 0.2388 1.0868 0.029 Uiso 1 1 calc R . . H6B H 0.5464 0.2968 1.1572 0.029 Uiso 1 1 calc R . . C7 C 0.7315(4) 0.3185(2) 0.9143(2) 0.0335(9) Uani 1 1 d . . . H7A H 0.7793 0.2779 0.9562 0.04 Uiso 1 1 calc R . . H7B H 0.8013 0.3638 0.9189 0.04 Uiso 1 1 calc R . . C8 C 0.7151(4) 0.2871(2) 0.8186(3) 0.0370(9) Uani 1 1 d . . . H8A H 0.8181 0.2748 0.8037 0.044 Uiso 1 1 calc R . . H8B H 0.6715 0.3286 0.7766 0.044 Uiso 1 1 calc R . . C9 C 0.6161(5) 0.2149(2) 0.8019(3) 0.0381(9) Uani 1 1 d . . . H9A H 0.6348 0.191 0.744 0.046 Uiso 1 1 calc R . . H9B H 0.6483 0.1768 0.8507 0.046 Uiso 1 1 calc R . . C10 C 0.3378(4) 0.18910(17) 1.0836(2) 0.0232(7) Uani 1 1 d . . . H10A H 0.2252 0.187 1.0796 0.028 Uiso 1 1 calc R . . H10B H 0.3817 0.182 1.1479 0.028 Uiso 1 1 calc R . . C11 C 0.3917(4) 0.12368(17) 1.0274(2) 0.0189(7) Uani 1 1 d . . . N12 N 0.3836(3) 0.26621(14) 1.05182(17) 0.0204(6) Uani 1 1 d . . . N13 N 0.2636(3) 0.35329(14) 0.90321(18) 0.0210(6) Uani 1 1 d . . . H13 H 0.201 0.3509 0.8477 0.025 Uiso 1 1 calc R . . N14 N 0.5849(3) 0.34288(15) 0.94472(18) 0.0232(6) Uani 1 1 d . . . N15 N 0.4496(4) 0.22901(16) 0.79796(18) 0.0297(7) Uani 1 1 d . . . H15A H 0.3965 0.1851 0.7766 0.036 Uiso 1 1 calc R . . H15B H 0.4204 0.2694 0.7588 0.036 Uiso 1 1 calc R . . O16 O 0.4342(3) 0.14255(12) 0.95189(14) 0.0207(5) Uani 1 1 d . . . O17 O 0.3878(2) 0.05520(12) 1.05441(14) 0.0211(5) Uani 1 1 d . . . O18 O 0.1057(3) 0.20120(13) 0.84343(19) 0.0404(7) Uani 1 1 d . . . O19 O 0.1879(3) 0.08901(15) 0.77583(18) 0.0426(7) Uani 1 1 d . . . O20 O 0.1002(3) 0.07936(17) 0.91566(17) 0.0461(7) Uani 1 1 d . . . O21 O -0.0742(3) 0.10638(15) 0.78641(18) 0.0396(7) Uani 1 1 d . . . O22 O 0.1961(3) -0.09640(17) 0.98314(19) 0.0530(8) Uani 1 1 d . . . O23 O 0.2048(3) -0.11209(17) 0.8299(2) 0.0522(8) Uani 1 1 d . . . O24 O -0.0295(3) -0.08778(14) 0.87981(18) 0.0365(6) Uani 1 1 d . . . O25 O 0.0892(3) -0.20799(13) 0.90823(18) 0.0379(6) Uani 1 1 d . . . O26 O 0.4780(4) -0.08066(17) 0.7280(2) 0.0581(9) Uani 1 1 d . . . O27 O 0.5132(4) 0.0155(2) 0.62215(19) 0.0676(10) Uani 1 1 d . . . O28 O 0.5274(4) 0.04733(15) 0.7768(2) 0.0617(10) Uani 1 1 d . . . O29 O 0.7150(3) -0.0253(2) 0.7276(2) 0.0653(9) Uani 1 1 d . . . Cl30 Cl 0.07948(10) 0.11941(4) 0.83028(6) 0.0272(2) Uani 1 1 d . . . Cl31 Cl 0.11409(9) -0.12603(4) 0.90090(5) 0.02406(19) Uani 1 1 d . . . Cl32 Cl 0.55623(10) -0.01045(5) 0.71164(6) 0.0298(2) Uani 1 1 d . . . Na33 Na 0.37533(15) 0.00847(7) 0.88949(9) 0.0250(3) Uani 1 1 d . . . Na34 Na 0.80596(15) 0.01648(7) 0.88606(9) 0.0269(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 Cu1 0.0219(2) 0.0156(2) 0.0174(2) 0.00131(15) 0.00418(15) -0.00003(15) C1 0.036(2) 0.0226(17) 0.0275(18) -0.0012(14) 0.0150(16) 0.0075(15) C2 0.026(2) 0.0265(18) 0.034(2) 0.0019(15) 0.0090(16) 0.0063(15) C3 0.0256(19) 0.0178(16) 0.0279(18) 0.0012(14) -0.0010(14) 0.0001(13) C4 0.0266(19) 0.0173(16) 0.0314(19) 0.0052(14) -0.0018(15) -0.0056(13) C5 0.028(2) 0.0259(17) 0.0260(18) 0.0026(15) -0.0045(15) -0.0064(14) C6 0.0282(19) 0.0218(16) 0.0196(16) -0.0005(13) -0.0033(14) -0.0038(14) C7 0.0212(19) 0.040(2) 0.039(2) 0.0159(17) 0.0037(16) 0.0008(16) C8 0.034(2) 0.040(2) 0.042(2) 0.0158(18) 0.0202(18) 0.0070(17) C9 0.048(3) 0.0307(19) 0.041(2) 0.0058(17) 0.0257(19) 0.0113(18) C10 0.0264(19) 0.0216(17) 0.0234(17) 0.0030(13) 0.0099(14) -0.0021(14) C11 0.0162(17) 0.0203(16) 0.0199(16) 0.0018(13) 0.0008(13) -0.0021(12) N12 0.0211(15) 0.0175(13) 0.0236(14) -0.0017(11) 0.0062(11) -0.0005(11) N13 0.0185(15) 0.0174(13) 0.0263(15) 0.0028(11) 0.0007(12) 0.0003(11) N14 0.0214(15) 0.0238(14) 0.0239(14) 0.0033(12) 0.0009(12) -0.0017(11) N15 0.046(2) 0.0211(14) 0.0236(15) 0.0030(12) 0.0090(14) -0.0035(13) O16 0.0260(13) 0.0170(11) 0.0200(11) 0.0003(9) 0.0065(9) 0.0010(9) O17 0.0235(13) 0.0171(11) 0.0227(11) 0.0030(9) 0.0028(9) -0.0013(9) O18 0.0350(16) 0.0212(12) 0.0631(19) -0.0011(13) -0.0001(13) -0.0049(11) O19 0.0378(17) 0.0450(15) 0.0456(16) -0.0094(13) 0.0083(13) 0.0013(13) O20 0.0451(18) 0.0548(17) 0.0350(15) 0.0201(13) -0.0068(13) -0.0139(14) O21 0.0272(15) 0.0412(14) 0.0463(16) 0.0080(13) -0.0092(12) -0.0133(12) O22 0.0387(17) 0.0576(18) 0.0552(18) -0.0363(15) -0.0197(14) 0.0104(14) O23 0.0476(19) 0.0586(19) 0.0565(19) 0.0162(15) 0.0285(15) 0.0049(14) O24 0.0222(14) 0.0292(13) 0.0555(17) -0.0017(12) -0.0036(12) 0.0056(10) O25 0.0422(16) 0.0199(12) 0.0481(16) 0.0070(11) -0.0060(13) -0.0058(11) O26 0.056(2) 0.0575(18) 0.0531(19) 0.0112(16) -0.0202(15) -0.0336(16) O27 0.083(3) 0.088(2) 0.0290(16) 0.0172(16) -0.0023(16) -0.033(2) O28 0.113(3) 0.0345(15) 0.0476(18) 0.0099(14) 0.0466(18) 0.0310(17) O29 0.0251(17) 0.084(2) 0.088(3) -0.026(2) 0.0106(16) -0.0028(16) Cl30 0.0255(5) 0.0229(4) 0.0318(4) 0.0048(3) -0.0012(4) -0.0050(3) Cl31 0.0214(4) 0.0209(4) 0.0293(4) -0.0036(3) 0.0013(3) 0.0001(3) Cl32 0.0253(5) 0.0364(5) 0.0280(4) -0.0060(4) 0.0048(4) -0.0026(4) Na33 0.0273(8) 0.0214(7) 0.0262(7) 0.0001(5) 0.0026(6) 0.0005(5) Na34 0.0296(8) 0.0210(6) 0.0314(7) -0.0021(5) 0.0086(6) -0.0031(5) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N15 1.967(3) . ? Cu1 O16 1.998(2) . ? Cu1 N12 2.011(3) . ? Cu1 N13 2.076(2) . ? Cu1 N14 2.213(3) . ? Cu1 O18 2.852(3) . ? C1 N12 1.498(4) . ? C1 C2 1.520(5) . ? C2 N13 1.501(4) . ? C3 N13 1.485(4) . ? C3 C4 1.523(5) . ? C4 N14 1.479(4) . ? C5 N14 1.487(4) . ? C5 C6 1.526(4) . ? C6 N12 1.492(4) . ? C7 N14 1.491(4) . ? C7 C8 1.513(5) . ? C8 C9 1.517(5) . ? C9 N15 1.486(5) . ? C10 N12 1.480(4) . ? C10 C11 1.516(4) . ? C11 O17 1.244(4) . ? C11 O16 1.277(4) . ? C11 Na33 2.840(3) . ? O16 Na33 2.508(2) . ? O17 Na34 2.380(2) 3_657 ? O17 Na33 2.407(2) 3_657 ? O17 Na33 2.573(2) . ? O18 Cl30 1.431(2) . ? O19 Cl30 1.438(3) . ? O19 Na33 2.597(3) . ? O20 Cl30 1.435(3) . ? O20 Na34 2.796(3) 1_455 ? O20 Na33 2.796(3) . ? O21 Cl30 1.441(2) . ? O21 Na34 2.480(3) 1_455 ? O22 Cl31 1.428(3) . ? O22 Na34 2.385(3) 3_657 ? O22 Na33 2.884(4) . ? O23 Cl31 1.434(3) . ? O23 Na33 2.640(3) . ? O24 Cl31 1.425(2) . ? O24 Na34 2.316(3) 1_455 ? O25 Cl31 1.430(2) . ? O26 Cl32 1.427(3) . ? O27 Cl32 1.407(3) . ? O28 Cl32 1.435(3) . ? O28 Na33 2.389(3) . ? O28 Na34 2.808(4) . ? O29 Cl32 1.415(3) . ? O29 Na34 2.492(4) . ? Cl30 Na34 3.1980(16) 1_455 ? Cl30 Na33 3.2569(15) . ? Cl31 Na33 3.2869(15) . ? Cl32 Na34 3.2012(17) . ? Cl32 Na33 3.2977(16) . ? Na33 O17 2.407(3) 3_657 ? Na34 O24 2.316(3) 1_655 ? Na34 O17 2.380(2) 3_657 ? Na34 O22 2.385(3) 3_657 ? Na34 O21 2.480(3) 1_655 ? Na34 O20 2.796(3) 1_655 ? Na34 Cl30 3.1980(16) 1_655 ? Na34 Na33 3.9294(19) 3_657 ? 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 N15 Cu1 O16 87.88(10) . . ? N15 Cu1 N12 168.89(11) . . ? O16 Cu1 N12 83.34(9) . . ? N15 Cu1 N13 106.03(11) . . ? O16 Cu1 N13 151.14(10) . . ? N12 Cu1 N13 84.85(10) . . ? N15 Cu1 N14 93.55(11) . . ? O16 Cu1 N14 122.53(10) . . ? N12 Cu1 N14 85.51(10) . . ? N13 Cu1 N14 82.51(10) . . ? N15 Cu1 O18 82.39(11) . . ? O16 Cu1 O18 83.11(8) . . ? N12 Cu1 O18 103.20(10) . . ? N13 Cu1 O18 74.10(9) . . ? N14 Cu1 O18 154.01(8) . . ? N12 C1 C2 110.0(3) . . ? N13 C2 C1 109.0(3) . . ? N13 C3 C4 111.7(2) . . ? N14 C4 C3 112.0(3) . . ? N14 C5 C6 111.0(3) . . ? N12 C6 C5 111.4(3) . . ? N14 C7 C8 114.4(3) . . ? C7 C8 C9 114.9(3) . . ? N15 C9 C8 114.9(3) . . ? N12 C10 C11 111.3(2) . . ? O17 C11 O16 123.3(3) . . ? O17 C11 C10 119.7(3) . . ? O16 C11 C10 116.9(3) . . ? O17 C11 Na33 64.92(16) . . ? O16 C11 Na33 61.99(15) . . ? C10 C11 Na33 157.9(2) . . ? C10 N12 C6 110.5(2) . . ? C10 N12 C1 112.3(2) . . ? C6 N12 C1 113.3(2) . . ? C10 N12 Cu1 106.80(18) . . ? C6 N12 Cu1 102.48(18) . . ? C1 N12 Cu1 110.86(19) . . ? C3 N13 C2 113.0(3) . . ? C3 N13 Cu1 112.09(19) . . ? C2 N13 Cu1 103.00(18) . . ? C4 N14 C5 113.6(3) . . ? C4 N14 C7 111.4(3) . . ? C5 N14 C7 110.4(3) . . ? C4 N14 Cu1 102.94(19) . . ? C5 N14 Cu1 104.28(19) . . ? C7 N14 Cu1 113.9(2) . . ? C9 N15 Cu1 110.0(2) . . ? C11 O16 Cu1 114.03(19) . . ? C11 O16 Na33 91.30(17) . . ? Cu1 O16 Na33 141.12(11) . . ? C11 O17 Na34 131.5(2) . 3_657 ? C11 O17 Na33 118.6(2) . 3_657 ? Na34 O17 Na33 105.89(9) 3_657 3_657 ? C11 O17 Na33 89.11(18) . . ? Na34 O17 Na33 104.95(9) 3_657 . ? Na33 O17 Na33 96.30(8) 3_657 . ? Cl30 O18 Cu1 119.52(14) . . ? Cl30 O19 Na33 103.92(14) . . ? Cl30 O20 Na34 92.50(13) . 1_455 ? Cl30 O20 Na33 95.20(14) . . ? Na34 O20 Na33 128.30(11) 1_455 . ? Cl30 O21 Na34 106.27(14) . 1_455 ? Cl31 O22 Na34 147.68(18) . 3_657 ? Cl31 O22 Na33 93.13(16) . . ? Na34 O22 Na33 95.99(10) 3_657 . ? Cl31 O23 Na33 103.59(16) . . ? Cl31 O24 Na34 153.18(16) . 1_455 ? Cl32 O28 Na33 116.97(17) . . ? Cl32 O28 Na34 92.17(16) . . ? Na33 O28 Na34 94.28(11) . . ? Cl32 O29 Na34 106.81(17) . . ? O18 Cl30 O20 110.47(17) . . ? O18 Cl30 O19 108.94(16) . . ? O20 Cl30 O19 108.29(17) . . ? O18 Cl30 O21 109.81(15) . . ? O20 Cl30 O21 108.89(16) . . ? O19 Cl30 O21 110.42(17) . . ? O18 Cl30 Na34 128.31(12) . 1_455 ? O20 Cl30 Na34 60.86(11) . 1_455 ? O19 Cl30 Na34 122.34(11) . 1_455 ? O21 Cl30 Na34 48.10(11) . 1_455 ? O18 Cl30 Na33 115.26(11) . . ? O20 Cl30 Na33 58.77(13) . . ? O19 Cl30 Na33 50.71(11) . . ? O21 Cl30 Na33 134.73(12) . . ? Na34 Cl30 Na33 102.46(4) 1_455 . ? O24 Cl31 O22 110.86(16) . . ? O24 Cl31 O25 109.13(15) . . ? O22 Cl31 O25 110.47(17) . . ? O24 Cl31 O23 109.50(17) . . ? O22 Cl31 O23 107.70(19) . . ? O25 Cl31 O23 109.15(17) . . ? O24 Cl31 Na33 106.08(11) . . ? O22 Cl31 Na33 61.16(14) . . ? O25 Cl31 Na33 144.19(12) . . ? O23 Cl31 Na33 51.32(13) . . ? O27 Cl32 O29 110.3(2) . . ? O27 Cl32 O26 110.82(18) . . ? O29 Cl32 O26 108.3(2) . . ? O27 Cl32 O28 111.9(2) . . ? O29 Cl32 O28 106.1(2) . . ? O26 Cl32 O28 109.37(19) . . ? O27 Cl32 Na34 142.05(14) . . ? O29 Cl32 Na34 48.16(14) . . ? O26 Cl32 Na34 106.23(12) . . ? O28 Cl32 Na34 61.23(15) . . ? O27 Cl32 Na33 129.27(16) . . ? O29 Cl32 Na33 117.71(15) . . ? O26 Cl32 Na33 69.19(14) . . ? O28 Cl32 Na33 40.22(12) . . ? Na34 Cl32 Na33 71.99(4) . . ? O28 Na33 O17 79.76(10) . 3_657 ? O28 Na33 O16 84.06(9) . . ? O17 Na33 O16 99.30(8) 3_657 . ? O28 Na33 O17 129.14(11) . . ? O17 Na33 O17 83.70(8) 3_657 . ? O16 Na33 O17 51.76(7) . . ? O28 Na33 O19 76.37(11) . . ? O17 Na33 O19 156.02(10) 3_657 . ? O16 Na33 O19 80.48(8) . . ? O17 Na33 O19 113.31(9) . . ? O28 Na33 O23 109.51(11) . . ? O17 Na33 O23 100.98(9) 3_657 . ? O16 Na33 O23 157.29(10) . . ? O17 Na33 O23 120.77(9) . . ? O19 Na33 O23 85.09(10) . . ? O28 Na33 O20 124.29(10) . . ? O17 Na33 O20 151.81(9) 3_657 . ? O16 Na33 O20 71.90(8) . . ? O17 Na33 O20 69.73(8) . . ? O19 Na33 O20 50.99(8) . . ? O23 Na33 O20 85.39(9) . . ? O28 Na33 C11 109.73(11) . . ? O17 Na33 C11 96.35(9) 3_657 . ? O16 Na33 C11 26.71(8) . . ? O17 Na33 C11 25.97(8) . . ? O19 Na33 C11 93.73(9) . . ? O23 Na33 C11 139.24(10) . . ? O20 Na33 C11 63.50(9) . . ? O28 Na33 O22 156.36(10) . . ? O17 Na33 O22 93.43(8) 3_657 . ? O16 Na33 O22 119.50(8) . . ? O17 Na33 O22 71.66(7) . . ? O19 Na33 O22 107.65(9) . . ? O23 Na33 O22 49.22(8) . . ? O20 Na33 O22 69.86(8) . . ? C11 Na33 O22 93.43(9) . . ? O28 Na33 Cl30 99.03(9) . . ? O17 Na33 Cl30 170.76(7) 3_657 . ? O16 Na33 Cl30 71.46(6) . . ? O17 Na33 Cl30 90.14(6) . . ? O19 Na33 Cl30 25.37(6) . . ? O23 Na33 Cl30 88.08(8) . . ? O20 Na33 Cl30 26.03(5) . . ? C11 Na33 Cl30 75.36(7) . . ? O22 Na33 Cl30 91.15(7) . . ? O28 Na33 Cl31 134.55(10) . . ? O17 Na33 Cl31 104.36(6) 3_657 . ? O16 Na33 Cl31 137.36(7) . . ? O17 Na33 Cl31 96.09(6) . . ? O19 Na33 Cl31 91.00(7) . . ? O23 Na33 Cl31 25.09(6) . . ? O20 Na33 Cl31 70.48(6) . . ? C11 Na33 Cl31 114.59(7) . . ? O22 Na33 Cl31 25.70(5) . . ? Cl30 Na33 Cl31 83.09(4) . . ? O28 Na33 Cl32 22.82(7) . . ? O17 Na33 Cl32 74.80(6) 3_657 . ? O16 Na33 Cl32 106.81(6) . . ? O17 Na33 Cl32 146.86(7) . . ? O19 Na33 Cl32 82.28(7) . . ? O23 Na33 Cl32 88.37(7) . . ? O20 Na33 Cl32 133.19(7) . . ? C11 Na33 Cl32 131.95(8) . . ? O22 Na33 Cl32 133.54(7) . . ? Cl30 Na33 Cl32 107.56(4) . . ? Cl31 Na33 Cl32 113.34(4) . . ? O24 Na34 O17 96.08(9) 1_655 3_657 ? O24 Na34 O22 123.59(11) 1_655 3_657 ? O17 Na34 O22 84.50(10) 3_657 3_657 ? O24 Na34 O21 97.60(10) 1_655 1_655 ? O17 Na34 O21 159.27(10) 3_657 1_655 ? O22 Na34 O21 100.64(11) 3_657 1_655 ? O24 Na34 O29 82.05(10) 1_655 . ? O17 Na34 O29 92.91(10) 3_657 . ? O22 Na34 O29 154.36(12) 3_657 . ? O21 Na34 O29 73.71(10) 1_655 . ? O24 Na34 O20 74.18(10) 1_655 1_655 ? O17 Na34 O20 147.58(9) 3_657 1_655 ? O22 Na34 O20 76.26(10) 3_657 1_655 ? O21 Na34 O20 52.24(8) 1_655 1_655 ? O29 Na34 O20 115.52(10) . 1_655 ? O24 Na34 O28 128.90(10) 1_655 . ? O17 Na34 O28 72.17(9) 3_657 . ? O22 Na34 O28 105.03(9) 3_657 . ? O21 Na34 O28 87.12(9) 1_655 . ? O29 Na34 O28 50.45(9) . . ? O20 Na34 O28 137.85(9) 1_655 . ? O24 Na34 Cl30 85.01(8) 1_655 1_655 ? O17 Na34 Cl30 173.18(8) 3_657 1_655 ? O22 Na34 Cl30 89.28(9) 3_657 1_655 ? O21 Na34 Cl30 25.63(6) 1_655 1_655 ? O29 Na34 Cl30 93.91(9) . 1_655 ? O20 Na34 Cl30 26.63(5) 1_655 1_655 ? O28 Na34 Cl30 112.33(7) . 1_655 ? O24 Na34 Cl32 102.85(8) 1_655 . ? O17 Na34 Cl32 77.08(6) 3_657 . ? O22 Na34 Cl32 131.55(8) 3_657 . ? O21 Na34 Cl32 84.72(7) 1_655 . ? O29 Na34 Cl32 25.03(7) . . ? O20 Na34 Cl32 134.90(7) 1_655 . ? O28 Na34 Cl32 26.61(6) . . ? Cl30 Na34 Cl32 109.28(4) 1_655 . ? O24 Na34 Na33 127.34(8) 1_655 . ? O17 Na34 Na33 37.30(6) 3_657 . ? O22 Na34 Na33 83.59(8) 3_657 . ? O21 Na34 Na33 122.77(8) 1_655 . ? O29 Na34 Na33 79.14(8) . . ? O20 Na34 Na33 156.99(8) 1_655 . ? O28 Na34 Na33 38.58(6) . . ? Cl30 Na34 Na33 144.66(5) 1_655 . ? Cl32 Na34 Na33 55.18(3) . . ? O24 Na34 Na33 106.49(8) 1_655 3_657 ? O17 Na34 Na33 39.24(6) 3_657 3_657 ? O22 Na34 Na33 46.87(9) 3_657 3_657 ? O21 Na34 Na33 146.83(8) 1_655 3_657 ? O29 Na34 Na33 131.25(9) . 3_657 ? O20 Na34 Na33 112.93(7) 1_655 3_657 ? O28 Na34 Na33 94.86(7) . 3_657 ? Cl30 Na34 Na33 134.03(5) 1_655 3_657 ? Cl32 Na34 Na33 110.97(4) . 3_657 ? Na33 Na34 Na33 57.20(4) . 3_657 ? 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 N13 H13 O26 0.93 2.16 2.917(4) 138 2_556 #==END data_2 _database_code_depnum_ccdc_archive 'CCDC 256656' _audit_creation_date 2005-02-19T08:41:12-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_common 'Copper(ii)-1-benzyl-4-acetato-1,4,7-triazacyclononane chloride' _chemical_name_systematic ; Copper(II)-1-benzyl-4-acetato-1,4,7-triazacyclononane chloride ; _chemical_formula_sum 'C15 H22 Cl Cu N3 O2' _chemical_formula_weight 375.35 _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 10.2604(2) _cell_length_b 11.4625(2) _cell_length_c 13.3845(2) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1574.15(5) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.13 _exptl_crystal_density_diffrn 1.584 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 780 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.567 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_unetI/netI 0.0447 _diffrn_reflns_number 14365 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 28.27 _diffrn_reflns_theta_full 27.5 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.989 _reflns_number_total 3841 _reflns_number_gt 3428 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0605P)^2^+1.1253P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3841 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0468 _refine_ls_R_factor_gt 0.0393 _refine_ls_wR_factor_ref 0.1059 _refine_ls_wR_factor_gt 0.1021 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.054(15) _refine_diff_density_max 0.893 _refine_diff_density_min -0.673 _refine_diff_density_rms 0.09 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.11022(3) 0.75785(3) 0.56436(3) 0.01638(11) Uani 1 1 d . . . C1 C -0.0563(3) 0.9523(3) 0.5748(2) 0.0188(6) Uani 1 1 d . . . H1A H -0.1124 0.9198 0.5215 0.023 Uiso 1 1 calc R . . H1B H -0.0761 1.0365 0.5815 0.023 Uiso 1 1 calc R . . C2 C -0.0840(3) 0.8898(3) 0.6738(2) 0.0194(7) Uani 1 1 d . . . H2A H -0.05 0.937 0.73 0.023 Uiso 1 1 calc R . . H2B H -0.1793 0.881 0.6828 0.023 Uiso 1 1 calc R . . C3 C 0.0500(3) 0.7444(3) 0.7679(2) 0.0214(6) Uani 1 1 d . . . H3A H 0.0729 0.6605 0.7685 0.026 Uiso 1 1 calc R . . H3B H -0.0079 0.7597 0.8256 0.026 Uiso 1 1 calc R . . C4 C 0.1745(3) 0.8172(3) 0.7786(2) 0.0203(7) Uani 1 1 d . . . H4A H 0.1511 0.8993 0.7933 0.024 Uiso 1 1 calc R . . H4B H 0.2268 0.7872 0.8352 0.024 Uiso 1 1 calc R . . C5 C 0.2922(3) 0.9284(3) 0.6475(3) 0.0188(6) Uani 1 1 d . . . H5A H 0.3506 0.9185 0.5892 0.023 Uiso 1 1 calc R . . H5B H 0.3408 0.9709 0.7 0.023 Uiso 1 1 calc R . . C6 C 0.1726(3) 0.9992(3) 0.6168(2) 0.0186(7) Uani 1 1 d . . . H6A H 0.1235 1.0213 0.6776 0.022 Uiso 1 1 calc R . . H6B H 0.2019 1.072 0.584 0.022 Uiso 1 1 calc R . . C7 C 0.1129(3) 0.9606(3) 0.4427(2) 0.0188(6) Uani 1 1 d . . . H7A H 0.1467 1.0411 0.4361 0.023 Uiso 1 1 calc R . . H7B H 0.032 0.9545 0.4027 0.023 Uiso 1 1 calc R . . C8 C 0.2144(3) 0.8738(3) 0.4030(2) 0.0203(7) Uani 1 1 d . . . C9 C 0.3620(3) 0.7274(3) 0.6913(2) 0.0205(6) Uani 1 1 d . . . H9A H 0.4087 0.7285 0.6266 0.025 Uiso 1 1 calc R . . H9B H 0.3249 0.6483 0.6998 0.025 Uiso 1 1 calc R . . C10 C 0.4598(3) 0.7476(3) 0.7735(2) 0.0204(6) Uani 1 1 d . . . C11 C 0.4565(3) 0.6796(3) 0.8607(3) 0.0240(7) Uani 1 1 d . . . H11 H 0.3926 0.62 0.8669 0.029 Uiso 1 1 calc R . . C12 C 0.5441(3) 0.6971(3) 0.9379(3) 0.0255(7) Uani 1 1 d . . . H12 H 0.5407 0.6499 0.9962 0.031 Uiso 1 1 calc R . . C13 C 0.6374(3) 0.7849(3) 0.9293(3) 0.0274(7) Uani 1 1 d . . . H13 H 0.6965 0.7988 0.9825 0.033 Uiso 1 1 calc R . . C14 C 0.6443(3) 0.8524(3) 0.8425(3) 0.0239(7) Uani 1 1 d . . . H14 H 0.7086 0.9115 0.8363 0.029 Uiso 1 1 calc R . . C15 C 0.5574(3) 0.8328(3) 0.7661(3) 0.0229(7) Uani 1 1 d . . . H15 H 0.5637 0.8781 0.7068 0.028 Uiso 1 1 calc R . . N16 N 0.0839(2) 0.9361(2) 0.5480(2) 0.0158(6) Uani 1 1 d . . . N17 N -0.0205(2) 0.7720(2) 0.6741(2) 0.0174(6) Uani 1 1 d . . . H17 H -0.0847 0.7158 0.6644 0.021 Uiso 1 1 calc R . . N18 N 0.2526(2) 0.8121(2) 0.6858(2) 0.0177(6) Uani 1 1 d . . . O19 O 0.2233(2) 0.77586(19) 0.44890(17) 0.0224(5) Uani 1 1 d . . . O20 O 0.2789(2) 0.9002(2) 0.32812(18) 0.0259(5) Uani 1 1 d . . . Cl21 Cl 0.10327(7) 0.55826(5) 0.55538(6) 0.01736(16) 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 0.01976(18) 0.01445(19) 0.01493(19) -0.00043(16) 0.00012(14) -0.00081(15) C1 0.0166(13) 0.0203(15) 0.0196(16) -0.0011(13) 0.0025(13) 0.0024(12) C2 0.0181(15) 0.0196(16) 0.0206(16) -0.0026(13) 0.0017(12) -0.0020(12) C3 0.0245(14) 0.0224(16) 0.0173(14) 0.0004(14) 0.0017(12) -0.0043(15) C4 0.0236(15) 0.0220(17) 0.0153(15) -0.0001(13) -0.0016(13) 0.0000(13) C5 0.0168(14) 0.0184(15) 0.0210(16) -0.0004(13) 0.0016(12) -0.0020(12) C6 0.0204(15) 0.0164(15) 0.0190(16) -0.0020(12) -0.0009(13) -0.0035(12) C7 0.0218(13) 0.0157(14) 0.0191(15) 0.0039(12) -0.0001(14) 0.0021(12) C8 0.0245(16) 0.0193(15) 0.0172(16) -0.0001(12) -0.0025(14) -0.0005(13) C9 0.0209(14) 0.0189(16) 0.0217(15) -0.0020(13) -0.0019(12) 0.0012(12) C10 0.0198(13) 0.0209(16) 0.0204(15) -0.0034(15) -0.0007(12) 0.0055(14) C11 0.0254(16) 0.0162(17) 0.0304(19) 0.0006(14) -0.0019(15) 0.0012(13) C12 0.0317(17) 0.0239(16) 0.0210(16) 0.0034(15) -0.0038(16) 0.0074(13) C13 0.0259(16) 0.0331(18) 0.0231(17) -0.0077(15) -0.0049(14) 0.0071(13) C14 0.0163(14) 0.0272(18) 0.0281(19) -0.0057(14) -0.0013(14) 0.0004(12) C15 0.0222(14) 0.0244(17) 0.0223(17) 0.0001(15) 0.0046(14) 0.0000(14) N16 0.0190(13) 0.0159(13) 0.0126(13) 0.0004(10) -0.0004(10) 0.0009(9) N17 0.0198(12) 0.0151(14) 0.0174(13) 0.0002(11) -0.0010(10) -0.0042(10) N18 0.0227(13) 0.0150(14) 0.0155(13) 0.0003(10) 0.0000(11) 0.0011(10) O19 0.0302(11) 0.0183(11) 0.0187(11) 0.0025(9) 0.0038(10) 0.0064(9) O20 0.0278(12) 0.0290(13) 0.0211(12) 0.0083(10) 0.0068(10) 0.0060(10) Cl21 0.0224(3) 0.0070(3) 0.0228(4) -0.0006(3) -0.0003(4) 0.0003(3) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O19 1.944(2) . ? Cu1 N17 1.996(3) . ? Cu1 N16 2.072(3) . ? Cu1 N18 2.272(3) . ? Cu1 Cl21 2.2921(7) . ? C1 N16 1.495(4) . ? C1 C2 1.532(4) . ? C2 N17 1.500(4) . ? C3 N17 1.483(4) . ? C3 C4 1.533(4) . ? C4 N18 1.480(4) . ? C5 N18 1.485(4) . ? C5 C6 1.527(4) . ? C6 N16 1.482(4) . ? C7 N16 1.468(4) . ? C7 C8 1.536(4) . ? C8 O20 1.238(4) . ? C8 O19 1.283(4) . ? C9 N18 1.487(4) . ? C9 C10 1.507(4) . ? C10 C15 1.402(5) . ? C10 C11 1.405(5) . ? C11 C12 1.385(5) . ? C12 C13 1.393(5) . ? C13 C14 1.397(5) . ? C14 C15 1.375(5) . ? 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 O19 Cu1 N17 167.93(10) . . ? O19 Cu1 N16 83.64(10) . . ? N17 Cu1 N16 84.85(10) . . ? O19 Cu1 N18 98.97(10) . . ? N17 Cu1 N18 83.30(10) . . ? N16 Cu1 N18 83.62(10) . . ? O19 Cu1 Cl21 94.75(7) . . ? N17 Cu1 Cl21 95.66(8) . . ? N16 Cu1 Cl21 167.03(8) . . ? N18 Cu1 Cl21 109.33(7) . . ? N16 C1 C2 109.1(3) . . ? N17 C2 C1 110.1(3) . . ? N17 C3 C4 111.7(3) . . ? N18 C4 C3 110.5(2) . . ? N18 C5 C6 110.5(3) . . ? N16 C6 C5 113.6(3) . . ? N16 C7 C8 110.2(2) . . ? O20 C8 O19 124.3(3) . . ? O20 C8 C7 119.0(3) . . ? O19 C8 C7 116.7(3) . . ? N18 C9 C10 116.0(3) . . ? C15 C10 C11 117.6(3) . . ? C15 C10 C9 122.1(3) . . ? C11 C10 C9 120.3(3) . . ? C12 C11 C10 121.6(3) . . ? C11 C12 C13 119.3(3) . . ? C12 C13 C14 120.3(3) . . ? C15 C14 C13 119.6(3) . . ? C14 C15 C10 121.6(3) . . ? C7 N16 C6 112.2(2) . . ? C7 N16 C1 113.7(3) . . ? C6 N16 C1 112.4(2) . . ? C7 N16 Cu1 105.28(18) . . ? C6 N16 Cu1 109.63(19) . . ? C1 N16 Cu1 102.86(18) . . ? C3 N17 C2 114.0(3) . . ? C3 N17 Cu1 106.11(18) . . ? C2 N17 Cu1 111.27(19) . . ? C4 N18 C5 113.8(2) . . ? C4 N18 C9 113.2(2) . . ? C5 N18 C9 113.4(2) . . ? C4 N18 Cu1 105.28(18) . . ? C5 N18 Cu1 100.07(18) . . ? C9 N18 Cu1 109.99(18) . . ? C8 O19 Cu1 115.5(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 N17 H17 O20 0.93 1.93 2.851(4) 168.9 3_466 N17 H17 O19 0.93 2.49 3.149(3) 128.2 3_466 #==END data_3 _database_code_depnum_ccdc_archive 'CCDC 256657' _audit_creation_date 2005-03-09T08:26:11-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_common ; bis-(copper(ii)-1-benzyl-4-propylamino-1,4,7- triazacyclononane) tetraperchlorate pentahydrate ; _chemical_name_systematic ; ? ; _chemical_formula_sum 'C32 H56 Cl4 Cu2 N8 O21' _chemical_formula_weight 1157.73 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# 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 20.7191(5) _cell_length_b 16.1383(4) _cell_length_c 14.7336(3) _cell_angle_alpha 90 _cell_angle_beta 106.19(3) _cell_angle_gamma 90 _cell_volume 4731.02(19) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2392 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.21 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.0831 _diffrn_reflns_av_unetI/netI 0.0881 _diffrn_reflns_number 42535 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 28.38 _diffrn_reflns_theta_full 27.5 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.973 _reflns_number_total 11530 _reflns_number_gt 7651 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0425P)^2^+20.2098P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 11530 _refine_ls_number_parameters 670 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1182 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.1706 _refine_ls_wR_factor_gt 0.1562 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 1.217 _refine_diff_density_min -1.065 _refine_diff_density_rms 0.106 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.13110(3) 0.55005(4) 0.29223(4) 0.02886(16) Uani 1 1 d . . . O1 O -0.04205(19) 0.3974(3) 0.0815(3) 0.0549(12) Uani 1 1 d . A . Cu2 Cu -0.28469(3) 0.55413(4) 0.17395(4) 0.02289(14) Uani 1 1 d . . . O5 O 0.2166(2) 0.3426(3) 0.4599(3) 0.0570(12) Uani 1 1 d . . . O6 O 0.1924(2) 0.2109(2) 0.5066(3) 0.0474(10) Uani 1 1 d . . . O7 O 0.1064(2) 0.2908(4) 0.4051(3) 0.0683(15) Uani 1 1 d . . . O8 O 0.1492(2) 0.3280(3) 0.5633(3) 0.0578(12) Uani 1 1 d . . . O11 O -0.1540(2) 0.4846(3) 0.3902(3) 0.0514(11) Uani 1 1 d . B . O12 O -0.1241(2) 0.4394(4) 0.2556(3) 0.0671(15) Uani 1 1 d . B . O15 O -0.4619(2) 0.5760(3) -0.2476(4) 0.0705(15) Uani 1 1 d . C . O16 O -0.3797(2) 0.4914(4) -0.2784(3) 0.086(2) Uani 1 1 d . C . Cl21 Cl 0.02911(6) 0.39681(8) 0.12149(9) 0.0322(3) Uani 1 1 d . . . Cl22 Cl 0.16514(6) 0.29181(9) 0.48232(9) 0.0347(3) Uani 1 1 d . . . Cl23 Cl -0.14832(6) 0.41487(8) 0.33169(9) 0.0331(3) Uani 1 1 d . . . Cl24 Cl -0.40550(6) 0.52672(10) -0.20918(9) 0.0397(3) Uani 1 1 d . . . C1A C 0.2460(3) 0.6710(4) 0.3050(4) 0.0439(15) Uani 1 1 d . . . H1A1 H 0.2949 0.6742 0.3364 0.053 Uiso 1 1 calc R A . H1A2 H 0.2301 0.7277 0.285 0.053 Uiso 1 1 calc R . . O2A O 0.0461(3) 0.3539(5) 0.2147(4) 0.0400(16) Uani 0.721(10) 1 d P A 1 C2A C 0.2352(4) 0.6186(5) 0.2205(5) 0.063(2) Uani 1 1 d . A . H2A1 H 0.2635 0.5684 0.2366 0.075 Uiso 1 1 calc R . . H2A2 H 0.2494 0.6492 0.1712 0.075 Uiso 1 1 calc R . . O3A O 0.0632(3) 0.3613(5) 0.0630(4) 0.053(2) Uani 0.721(10) 1 d P A 1 C3A C 0.1217(4) 0.6618(5) 0.1321(5) 0.066(2) Uani 1 1 d . . . H3A1 H 0.1467 0.7146 0.148 0.079 Uiso 1 1 calc R A . H3A2 H 0.1113 0.6532 0.063 0.079 Uiso 1 1 calc R . . O4A O 0.0475(3) 0.4833(4) 0.1420(4) 0.052(2) Uani 0.721(10) 1 d P A 1 C4A C 0.0596(3) 0.6657(5) 0.1600(5) 0.067(2) Uani 1 1 d . A . H4A1 H 0.028 0.6234 0.124 0.081 Uiso 1 1 calc R . . H4A2 H 0.0387 0.7207 0.1425 0.081 Uiso 1 1 calc R . . C5A C 0.1060(3) 0.7227(4) 0.3225(6) 0.062(2) Uani 1 1 d . . . H5A1 H 0.1183 0.7617 0.2782 0.074 Uiso 1 1 calc R A . H5A2 H 0.0745 0.7522 0.351 0.074 Uiso 1 1 calc R . . C6A C 0.1674(3) 0.7031(4) 0.3987(4) 0.0428(14) Uani 1 1 d . A . H6A1 H 0.1931 0.755 0.4181 0.051 Uiso 1 1 calc R . . H6A2 H 0.154 0.6823 0.454 0.051 Uiso 1 1 calc R . . C7A C 0.2580(3) 0.6011(3) 0.4563(4) 0.0342(12) Uani 1 1 d . . . H7A1 H 0.2776 0.5519 0.4337 0.041 Uiso 1 1 calc R A . H7A2 H 0.231 0.5807 0.4976 0.041 Uiso 1 1 calc R . . C8A C 0.3157(2) 0.6528(3) 0.5168(3) 0.0260(10) Uani 1 1 d . A . O9A O -0.0939(7) 0.3623(7) 0.3883(7) 0.047(3) Uani 0.65(5) 1 d P B 1 C9A C 0.3801(2) 0.6444(3) 0.5050(3) 0.0261(10) Uani 1 1 d . . . H9A H 0.3866 0.6102 0.4558 0.031 Uiso 1 1 calc R A . O10A O -0.2073(8) 0.3697(9) 0.3018(10) 0.034(3) Uani 0.65(5) 1 d P B 1 C10A C 0.4342(2) 0.6853(3) 0.5638(3) 0.0292(11) Uani 1 1 d . A . H10A H 0.4778 0.678 0.5559 0.035 Uiso 1 1 calc R . . C11A C 0.4253(2) 0.7371(3) 0.6342(4) 0.0299(11) Uani 1 1 d . . . H11A H 0.4625 0.7654 0.6745 0.036 Uiso 1 1 calc R A . C12A C 0.3618(2) 0.7471(3) 0.6455(3) 0.0301(11) Uani 1 1 d . A . H12A H 0.3554 0.7831 0.6933 0.036 Uiso 1 1 calc R . . O13A O -0.3548(3) 0.5584(6) -0.1326(4) 0.053(3) Uani 0.684(13) 1 d P C 1 C13A C 0.3073(2) 0.7049(3) 0.5875(3) 0.0301(11) Uani 1 1 d . . . H13A H 0.2639 0.7118 0.5963 0.036 Uiso 1 1 calc R A . O14A O -0.4342(4) 0.4500(5) -0.1747(5) 0.066(3) Uani 0.684(13) 1 d P C 1 C14A C 0.0013(3) 0.6382(4) 0.2838(5) 0.0512(17) Uani 1 1 d . . . H14A H -0.0263 0.6036 0.232 0.061 Uiso 1 1 calc R A . H14B H -0.0212 0.6927 0.2807 0.061 Uiso 1 1 calc R . . C15A C 0.0028(3) 0.5976(5) 0.3770(5) 0.0545(18) Uani 1 1 d . A . H15A H 0.0351 0.6277 0.4288 0.065 Uiso 1 1 calc R . . H15B H -0.0422 0.6025 0.3874 0.065 Uiso 1 1 calc R . . C16A C 0.0225(3) 0.5075(4) 0.3811(4) 0.0430(14) Uani 1 1 d . . . H16A H 0.0123 0.4812 0.4363 0.052 Uiso 1 1 calc R A . H16B H -0.0046 0.4791 0.3235 0.052 Uiso 1 1 calc R . . N17A N 0.21197(19) 0.6416(3) 0.3735(3) 0.0256(9) Uani 1 1 d . A . N18A N 0.1628(3) 0.5932(3) 0.1821(3) 0.0446(12) Uani 1 1 d . A . H18A H 0.1605 0.55 0.1395 0.054 Uiso 1 1 calc R . . N19A N 0.0693(2) 0.6515(3) 0.2665(4) 0.0452(12) Uani 1 1 d . A . N20A N 0.0951(2) 0.4966(3) 0.3887(3) 0.0353(10) Uani 1 1 d . A . H20A H 0.1034 0.4407 0.3877 0.042 Uiso 1 1 calc R . . H20B H 0.1192 0.5161 0.447 0.042 Uiso 1 1 calc R . . C1B C -0.4250(2) 0.6243(3) 0.1136(4) 0.0345(12) Uani 1 1 d . . . H1B1 H -0.4572 0.6491 0.0576 0.041 Uiso 1 1 calc R B . H1B2 H -0.4405 0.6381 0.1696 0.041 Uiso 1 1 calc R . . O2B O 0.0379(10) 0.3095(11) 0.0928(13) 0.064(6) Uani 0.279(10) 1 d P A 2 C2B C -0.4255(3) 0.5322(4) 0.1021(4) 0.0378(13) Uani 1 1 d . B . H2B1 H -0.4209 0.5189 0.0386 0.045 Uiso 1 1 calc R . . H2B2 H -0.4693 0.5104 0.1058 0.045 Uiso 1 1 calc R . . O3B O 0.0640(9) 0.4448(11) 0.0584(12) 0.065(6) Uani 0.279(10) 1 d P A 2 C3B C -0.3795(3) 0.4965(4) 0.2717(4) 0.0385(13) Uani 1 1 d . . . H3B1 H -0.4153 0.5373 0.2712 0.046 Uiso 1 1 calc R B . H3B2 H -0.3936 0.4422 0.2908 0.046 Uiso 1 1 calc R . . O4B O 0.0549(9) 0.4153(16) 0.2084(10) 0.061(6) Uani 0.279(10) 1 d P A 2 C4B C -0.3165(3) 0.5226(4) 0.3402(4) 0.0399(13) Uani 1 1 d . B . H4B1 H -0.2845 0.4756 0.3537 0.048 Uiso 1 1 calc R . . H4B2 H -0.3257 0.539 0.4002 0.048 Uiso 1 1 calc R . . C5B C -0.3213(3) 0.6734(4) 0.3003(4) 0.0393(14) Uani 1 1 d . . . H5B1 H -0.2937 0.7102 0.3499 0.047 Uiso 1 1 calc R B . H5B2 H -0.3642 0.6629 0.3155 0.047 Uiso 1 1 calc R . . C6B C -0.3360(3) 0.7170(3) 0.2067(4) 0.0367(12) Uani 1 1 d . B . H6B1 H -0.3714 0.7589 0.2035 0.044 Uiso 1 1 calc R . . H6B2 H -0.295 0.7466 0.2028 0.044 Uiso 1 1 calc R . . C7B C -0.3497(3) 0.6981(3) 0.0370(4) 0.0305(11) Uani 1 1 d . . . H7B1 H -0.3583 0.6543 -0.0119 0.037 Uiso 1 1 calc R B . H7B2 H -0.3023 0.7155 0.0489 0.037 Uiso 1 1 calc R . . C8B C -0.3938(2) 0.7712(3) -0.0027(3) 0.0255(10) Uani 1 1 d . B . O9B O -0.132(4) 0.3448(18) 0.3875(13) 0.076(16) Uani 0.35(5) 1 d P B 2 C9B C -0.3804(3) 0.8498(3) 0.0372(4) 0.0321(11) Uani 1 1 d . . . H9B H -0.3432 0.8573 0.0913 0.038 Uiso 1 1 calc R B . O10B O -0.2240(12) 0.402(3) 0.274(3) 0.059(8) Uani 0.35(5) 1 d P B 2 C10B C -0.4200(3) 0.9169(4) -0.0003(4) 0.0368(13) Uani 1 1 d . B . H10B H -0.4099 0.9699 0.0282 0.044 Uiso 1 1 calc R . . C11B C -0.4746(3) 0.9075(3) -0.0793(4) 0.0351(12) Uani 1 1 d . . . H11B H -0.5023 0.9536 -0.1045 0.042 Uiso 1 1 calc R B . C12B C -0.4882(3) 0.8303(4) -0.1211(4) 0.0356(13) Uani 1 1 d . B . H12B H -0.5246 0.8236 -0.1765 0.043 Uiso 1 1 calc R . . O13B O -0.3533(7) 0.6031(9) -0.1892(15) 0.057(5) Uani 0.316(13) 1 d P C 2 C13B C -0.4486(2) 0.7623(3) -0.0822(3) 0.0280(11) Uani 1 1 d . . . H13B H -0.4591 0.7092 -0.1103 0.034 Uiso 1 1 calc R B . O14B O -0.4017(9) 0.5008(13) -0.1201(10) 0.074(7) Uani 0.316(13) 1 d P C 2 C14B C -0.3689(3) 0.3998(3) 0.1513(4) 0.0373(13) Uani 1 1 d . . . H14C H -0.4137 0.3759 0.1463 0.045 Uiso 1 1 calc R B . H14D H -0.3363 0.3717 0.2044 0.045 Uiso 1 1 calc R . . C15B C -0.3501(4) 0.3799(4) 0.0593(4) 0.0522(17) Uani 1 1 d . B . H15C H -0.3543 0.3194 0.0486 0.063 Uiso 1 1 calc R . . H15D H -0.3833 0.4071 0.0061 0.063 Uiso 1 1 calc R . . C16B C -0.2820(4) 0.4056(4) 0.0567(4) 0.0497(16) Uani 1 1 d . . . H16C H -0.2482 0.3814 0.1115 0.06 Uiso 1 1 calc R B . H16D H -0.2732 0.3839 -0.0016 0.06 Uiso 1 1 calc R . . N17B N -0.35795(18) 0.6611(2) 0.1252(3) 0.0228(8) Uani 1 1 d . B . N18B N -0.3704(2) 0.4899(3) 0.1751(3) 0.0294(9) Uani 1 1 d . B . N19B N -0.28556(19) 0.5940(3) 0.3026(3) 0.0263(9) Uani 1 1 d . B . H19B H -0.2414 0.6004 0.3395 0.032 Uiso 1 1 calc R . . N20B N -0.2749(2) 0.4969(3) 0.0589(3) 0.0322(10) Uani 1 1 d . B . H20C H -0.3064 0.5183 0.0073 0.039 Uiso 1 1 calc R . . H20D H -0.2332 0.5097 0.0521 0.039 Uiso 1 1 calc R . . O1W O 0.19725(17) 0.4535(2) 0.3057(3) 0.0346(8) Uani 1 1 d . A . O2W O -0.19823(17) 0.6116(2) 0.1838(3) 0.0361(9) Uani 1 1 d . B . O3W O 0.2219(2) 0.4217(3) 0.1411(3) 0.0490(11) Uani 1 1 d . . . O4W O -0.1257(2) 0.5399(3) 0.0754(3) 0.0554(12) Uani 1 1 d . . . O5W O -0.1618(2) 0.7567(3) 0.2663(4) 0.0607(13) 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 0.0215(3) 0.0260(3) 0.0363(3) -0.0021(3) 0.0036(2) -0.0031(3) O1 0.027(2) 0.077(3) 0.055(3) -0.015(2) 0.0011(18) -0.003(2) Cu2 0.0224(3) 0.0220(3) 0.0228(3) -0.0008(2) 0.0038(2) 0.0012(2) O5 0.039(2) 0.059(3) 0.075(3) 0.023(2) 0.018(2) -0.005(2) O6 0.061(3) 0.030(2) 0.060(3) 0.0107(19) 0.032(2) 0.016(2) O7 0.033(2) 0.115(5) 0.045(3) 0.016(3) -0.0104(19) -0.009(3) O8 0.051(3) 0.056(3) 0.073(3) -0.029(2) 0.027(2) 0.002(2) O11 0.051(3) 0.040(3) 0.055(3) -0.019(2) 0.002(2) 0.001(2) O12 0.057(3) 0.101(4) 0.049(3) -0.001(3) 0.024(2) -0.025(3) O15 0.050(3) 0.066(3) 0.082(4) 0.007(3) -0.005(2) 0.027(2) O16 0.049(3) 0.156(6) 0.052(3) -0.041(3) 0.013(2) 0.011(3) Cl21 0.0252(6) 0.0289(7) 0.0394(7) -0.0013(5) 0.0036(5) 0.0001(5) Cl22 0.0290(6) 0.0367(7) 0.0359(7) 0.0074(5) 0.0051(5) 0.0023(5) Cl23 0.0356(7) 0.0324(7) 0.0313(6) -0.0023(5) 0.0090(5) 0.0012(5) Cl24 0.0299(7) 0.0596(10) 0.0267(6) -0.0007(6) 0.0030(5) 0.0096(6) C1A 0.029(3) 0.069(4) 0.032(3) 0.001(3) 0.006(2) -0.011(3) O2A 0.047(3) 0.044(4) 0.031(3) 0.010(3) 0.015(2) -0.001(3) C2A 0.073(5) 0.077(5) 0.045(4) -0.013(3) 0.027(3) -0.047(4) O3A 0.055(4) 0.069(6) 0.040(3) 0.003(3) 0.022(3) 0.015(4) C3A 0.072(5) 0.077(6) 0.040(4) -0.002(4) 0.001(3) 0.014(4) O4A 0.050(4) 0.030(3) 0.060(4) -0.002(3) -0.013(3) -0.005(3) C4A 0.035(3) 0.089(6) 0.062(4) 0.043(4) -0.013(3) -0.014(4) C5A 0.037(3) 0.046(4) 0.095(5) -0.015(4) 0.005(3) 0.005(3) C6A 0.030(3) 0.046(4) 0.044(3) -0.017(3) -0.003(2) 0.010(3) C7A 0.030(3) 0.026(3) 0.037(3) 0.005(2) -0.006(2) -0.008(2) C8A 0.024(2) 0.022(3) 0.027(2) 0.0072(19) -0.0012(18) -0.0024(19) O9A 0.030(6) 0.050(5) 0.050(4) 0.005(3) -0.010(3) 0.007(4) C9A 0.029(3) 0.022(3) 0.026(2) 0.0015(19) 0.0060(19) 0.004(2) O10A 0.023(5) 0.042(6) 0.041(5) -0.008(4) 0.015(4) -0.001(4) C10A 0.022(2) 0.036(3) 0.029(3) 0.004(2) 0.0054(19) -0.001(2) C11A 0.022(2) 0.033(3) 0.033(3) -0.002(2) 0.004(2) -0.007(2) C12A 0.028(3) 0.033(3) 0.030(3) -0.002(2) 0.009(2) -0.001(2) O13A 0.034(3) 0.088(7) 0.031(3) -0.017(4) -0.001(3) -0.009(4) C13A 0.022(2) 0.039(3) 0.028(3) 0.003(2) 0.0068(19) -0.002(2) O14A 0.070(5) 0.058(5) 0.062(5) 0.011(4) 0.007(4) -0.015(4) C14A 0.019(3) 0.055(4) 0.070(4) -0.017(3) -0.003(3) 0.006(3) C15A 0.033(3) 0.075(5) 0.053(4) -0.027(4) 0.009(3) 0.013(3) C16A 0.027(3) 0.058(4) 0.047(3) -0.010(3) 0.016(2) -0.005(3) N17A 0.022(2) 0.026(2) 0.025(2) 0.0026(17) 0.0009(16) -0.0008(17) N18A 0.060(3) 0.043(3) 0.023(2) -0.004(2) -0.002(2) -0.007(3) N19A 0.021(2) 0.040(3) 0.067(3) -0.005(2) -0.001(2) -0.002(2) N20A 0.027(2) 0.034(3) 0.049(3) -0.004(2) 0.017(2) -0.0020(19) C1B 0.018(2) 0.038(3) 0.045(3) 0.014(2) 0.003(2) 0.003(2) O2B 0.086(14) 0.029(10) 0.065(12) -0.010(8) 0.002(10) 0.028(9) C2B 0.026(3) 0.039(3) 0.042(3) 0.007(2) -0.001(2) -0.001(2) O3B 0.088(13) 0.059(13) 0.068(12) -0.022(9) 0.054(10) -0.040(10) C3B 0.041(3) 0.037(3) 0.044(3) 0.003(2) 0.022(3) -0.006(3) O4B 0.068(12) 0.100(19) 0.012(7) -0.013(9) 0.003(7) -0.023(11) C4B 0.037(3) 0.057(4) 0.025(3) 0.007(3) 0.007(2) -0.004(3) C5B 0.041(3) 0.042(3) 0.031(3) -0.011(2) 0.003(2) 0.017(3) C6B 0.048(3) 0.025(3) 0.034(3) -0.001(2) 0.006(2) 0.006(2) C7B 0.028(3) 0.029(3) 0.035(3) 0.008(2) 0.011(2) 0.006(2) C8B 0.022(2) 0.026(3) 0.032(3) 0.006(2) 0.0125(19) 0.004(2) O9B 0.13(4) 0.045(12) 0.042(9) 0.003(7) 0.014(13) 0.041(17) C9B 0.028(3) 0.034(3) 0.035(3) 0.001(2) 0.011(2) -0.006(2) O10B 0.022(9) 0.07(2) 0.074(14) -0.028(14) -0.001(9) -0.001(10) C10B 0.040(3) 0.028(3) 0.048(3) 0.004(2) 0.022(3) -0.001(2) C11B 0.045(3) 0.032(3) 0.035(3) 0.015(2) 0.021(2) 0.014(3) C12B 0.026(3) 0.056(4) 0.027(3) 0.010(2) 0.011(2) 0.011(2) O13B 0.048(9) 0.026(8) 0.100(15) 0.001(8) 0.028(8) -0.014(6) C13B 0.029(3) 0.032(3) 0.025(2) 0.002(2) 0.012(2) 0.003(2) O14B 0.076(12) 0.105(16) 0.034(9) 0.025(9) 0.008(8) -0.018(11) C14B 0.046(3) 0.026(3) 0.032(3) 0.004(2) -0.002(2) -0.008(2) C15B 0.086(5) 0.028(3) 0.035(3) -0.006(2) 0.004(3) -0.011(3) C16B 0.085(5) 0.030(3) 0.036(3) -0.009(3) 0.022(3) 0.001(3) N17B 0.0209(19) 0.025(2) 0.0215(19) 0.0016(16) 0.0039(15) -0.0024(16) N18B 0.025(2) 0.029(2) 0.031(2) 0.0052(18) 0.0014(17) 0.0017(18) N19B 0.021(2) 0.033(2) 0.023(2) 0.0018(17) 0.0022(15) -0.0009(17) N20B 0.043(3) 0.026(2) 0.029(2) -0.0022(18) 0.0107(19) 0.001(2) O1W 0.0295(19) 0.031(2) 0.047(2) -0.0047(17) 0.0160(16) -0.0024(16) O2W 0.0278(19) 0.041(2) 0.043(2) -0.0071(17) 0.0150(16) -0.0043(16) O3W 0.043(2) 0.061(3) 0.047(2) -0.011(2) 0.0180(19) -0.012(2) O4W 0.043(2) 0.078(4) 0.047(2) 0.002(2) 0.0153(19) 0.022(2) O5W 0.040(2) 0.046(3) 0.084(3) -0.020(2) -0.002(2) -0.006(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N20A 1.979(4) . ? Cu1 N18A 2.036(5) . ? Cu1 N19A 2.048(5) . ? Cu1 O1W 2.048(4) . ? Cu1 N17A 2.304(4) . ? Cu1 O4A 2.630(5) . ? O1 Cl21 1.427(4) . ? Cu2 O2W 1.987(3) . ? Cu2 N20B 1.990(4) . ? Cu2 N19B 2.006(4) . ? Cu2 N18B 2.060(4) . ? Cu2 N17B 2.279(4) . ? Cu2 O10B 2.96(6) . ? O5 Cl22 1.453(4) . ? O6 Cl22 1.427(4) . ? O7 Cl22 1.416(4) . ? O8 Cl22 1.447(4) . ? O11 Cl23 1.442(4) . ? O12 Cl23 1.407(4) . ? O15 Cl24 1.397(5) . ? O16 Cl24 1.398(5) . ? Cl21 O4B 1.278(13) . ? Cl21 O3A 1.382(6) . ? Cl21 O4A 1.456(6) . ? Cl21 O2A 1.490(6) . ? Cl21 O2B 1.497(15) . ? Cl21 O3B 1.537(15) . ? Cl23 O9B 1.384(19) . ? Cl23 O10A 1.385(11) . ? Cl23 O9A 1.470(9) . ? Cl23 O10B 1.57(2) . ? Cl24 O14B 1.358(13) . ? Cl24 O13A 1.405(6) . ? Cl24 O14A 1.520(7) . ? Cl24 O13B 1.612(13) . ? C1A N17A 1.463(7) . ? C1A C2A 1.469(9) . ? C2A N18A 1.505(8) . ? C3A C4A 1.459(10) . ? C3A N18A 1.464(9) . ? C4A N19A 1.543(8) . ? C5A C6A 1.479(8) . ? C5A N19A 1.493(8) . ? C6A N17A 1.471(7) . ? C7A N17A 1.476(6) . ? C7A C8A 1.525(7) . ? C8A C13A 1.386(7) . ? C8A C9A 1.399(7) . ? C9A C10A 1.379(7) . ? C10A C11A 1.383(7) . ? C11A C12A 1.380(7) . ? C12A C13A 1.390(7) . ? C14A N19A 1.514(7) . ? C14A C15A 1.514(10) . ? C15A C16A 1.508(9) . ? C16A N20A 1.487(6) . ? C1B N17B 1.478(6) . ? C1B C2B 1.495(8) . ? C2B N18B 1.498(6) . ? C3B C4B 1.472(8) . ? C3B N18B 1.491(7) . ? C4B N19B 1.497(7) . ? C5B N19B 1.475(7) . ? C5B C6B 1.502(7) . ? C6B N17B 1.470(6) . ? C7B N17B 1.481(6) . ? C7B C8B 1.508(7) . ? C8B C13B 1.392(7) . ? C8B C9B 1.393(7) . ? C9B C10B 1.378(8) . ? C10B C11B 1.386(8) . ? C11B C12B 1.384(8) . ? C12B C13B 1.393(7) . ? C14B N18B 1.498(7) . ? C14B C15B 1.545(8) . ? C15B C16B 1.481(9) . ? C16B N20B 1.480(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N20A Cu1 N18A 172.8(2) . . ? N20A Cu1 N19A 98.0(2) . . ? N18A Cu1 N19A 84.5(2) . . ? N20A Cu1 O1W 88.58(17) . . ? N18A Cu1 O1W 88.95(18) . . ? N19A Cu1 O1W 173.40(18) . . ? N20A Cu1 N17A 105.75(17) . . ? N18A Cu1 N17A 81.13(17) . . ? N19A Cu1 N17A 84.83(16) . . ? O1W Cu1 N17A 93.90(14) . . ? N20A Cu1 O4A 97.7(2) . . ? N18A Cu1 O4A 75.7(2) . . ? N19A Cu1 O4A 86.62(19) . . ? O1W Cu1 O4A 92.01(17) . . ? N17A Cu1 O4A 155.92(17) . . ? O2W Cu2 N20B 88.56(17) . . ? O2W Cu2 N19B 91.52(15) . . ? N20B Cu2 N19B 169.55(17) . . ? O2W Cu2 N18B 174.97(16) . . ? N20B Cu2 N18B 93.83(18) . . ? N19B Cu2 N18B 85.33(17) . . ? O2W Cu2 N17B 100.18(15) . . ? N20B Cu2 N17B 107.48(16) . . ? N19B Cu2 N17B 82.79(15) . . ? N18B Cu2 N17B 83.34(15) . . ? O2W Cu2 O10B 95.9(4) . . ? N20B Cu2 O10B 84.9(5) . . ? N19B Cu2 O10B 84.7(5) . . ? N18B Cu2 O10B 79.9(4) . . ? N17B Cu2 O10B 159.9(5) . . ? O4B Cl21 O3A 125.3(9) . . ? O4B Cl21 O1 120.4(9) . . ? O3A Cl21 O1 113.3(3) . . ? O4B Cl21 O4A 63.7(12) . . ? O3A Cl21 O4A 112.1(5) . . ? O1 Cl21 O4A 105.1(3) . . ? O4B Cl21 O2A 42.2(10) . . ? O3A Cl21 O2A 110.6(4) . . ? O1 Cl21 O2A 109.6(3) . . ? O4A Cl21 O2A 105.8(4) . . ? O4B Cl21 O2B 116.9(13) . . ? O3A Cl21 O2B 46.3(9) . . ? O1 Cl21 O2B 94.8(8) . . ? O4A Cl21 O2B 156.2(10) . . ? O2A Cl21 O2B 78.9(8) . . ? O4B Cl21 O3B 110.7(12) . . ? O3A Cl21 O3B 54.8(7) . . ? O1 Cl21 O3B 110.7(8) . . ? O4A Cl21 O3B 60.2(7) . . ? O2A Cl21 O3B 139.6(8) . . ? O2B Cl21 O3B 100.9(12) . . ? O7 Cl22 O6 112.5(3) . . ? O7 Cl22 O8 108.9(3) . . ? O6 Cl22 O8 109.1(3) . . ? O7 Cl22 O5 110.1(3) . . ? O6 Cl22 O5 108.0(3) . . ? O8 Cl22 O5 108.1(3) . . ? O9B Cl23 O10A 79(2) . . ? O9B Cl23 O12 128.7(19) . . ? O10A Cl23 O12 112.0(5) . . ? O9B Cl23 O11 109.2(7) . . ? O10A Cl23 O11 112.9(5) . . ? O12 Cl23 O11 111.3(3) . . ? O9B Cl23 O9A 34(2) . . ? O10A Cl23 O9A 110.2(5) . . ? O12 Cl23 O9A 103.1(7) . . ? O11 Cl23 O9A 106.8(4) . . ? O9B Cl23 O10B 104.2(15) . . ? O10A Cl23 O10B 25.8(14) . . ? O12 Cl23 O10B 97.7(15) . . ? O11 Cl23 O10B 101.0(12) . . ? O9A Cl23 O10B 135.8(16) . . ? O14B Cl24 O15 112.5(8) . . ? O14B Cl24 O16 130.4(9) . . ? O15 Cl24 O16 112.5(3) . . ? O14B Cl24 O13A 60.5(8) . . ? O15 Cl24 O13A 118.1(4) . . ? O16 Cl24 O13A 112.5(3) . . ? O14B Cl24 O14A 49.4(8) . . ? O15 Cl24 O14A 103.8(4) . . ? O16 Cl24 O14A 100.1(5) . . ? O13A Cl24 O14A 107.5(4) . . ? O14B Cl24 O13B 101.8(10) . . ? O15 Cl24 O13B 94.7(6) . . ? O16 Cl24 O13B 94.1(7) . . ? O13A Cl24 O13B 42.5(6) . . ? O14A Cl24 O13B 150.0(8) . . ? N17A C1A C2A 114.2(5) . . ? C1A C2A N18A 112.1(6) . . ? C4A C3A N18A 109.0(6) . . ? Cl21 O4A Cu1 129.8(3) . . ? C3A C4A N19A 113.9(5) . . ? C6A C5A N19A 116.9(6) . . ? N17A C6A C5A 114.9(5) . . ? N17A C7A C8A 117.4(4) . . ? C13A C8A C9A 118.4(4) . . ? C13A C8A C7A 122.0(5) . . ? C9A C8A C7A 119.5(5) . . ? C10A C9A C8A 120.8(5) . . ? C9A C10A C11A 120.3(4) . . ? C12A C11A C10A 119.5(5) . . ? C11A C12A C13A 120.4(5) . . ? C8A C13A C12A 120.6(5) . . ? N19A C14A C15A 115.4(5) . . ? C16A C15A C14A 113.0(5) . . ? N20A C16A C15A 111.9(5) . . ? C1A N17A C6A 114.4(5) . . ? C1A N17A C7A 112.9(4) . . ? C6A N17A C7A 113.4(4) . . ? C1A N17A Cu1 105.6(3) . . ? C6A N17A Cu1 98.5(3) . . ? C7A N17A Cu1 110.7(3) . . ? C3A N18A C2A 111.2(6) . . ? C3A N18A Cu1 112.9(4) . . ? C2A N18A Cu1 107.6(3) . . ? C5A N19A C14A 111.7(5) . . ? C5A N19A C4A 110.4(6) . . ? C14A N19A C4A 109.2(4) . . ? C5A N19A Cu1 108.5(3) . . ? C14A N19A Cu1 114.8(4) . . ? C4A N19A Cu1 101.8(4) . . ? C16A N20A Cu1 118.1(4) . . ? N17B C1B C2B 112.9(4) . . ? C1B C2B N18B 113.1(4) . . ? C4B C3B N18B 110.5(4) . . ? C3B C4B N19B 110.8(4) . . ? N19B C5B C6B 113.6(4) . . ? N17B C6B C5B 113.6(4) . . ? N17B C7B C8B 116.8(4) . . ? C13B C8B C9B 118.0(5) . . ? C13B C8B C7B 120.6(5) . . ? C9B C8B C7B 121.4(5) . . ? C10B C9B C8B 121.3(5) . . ? Cl23 O10B Cu2 112(2) . . ? C9B C10B C11B 120.4(5) . . ? C12B C11B C10B 119.3(5) . . ? C11B C12B C13B 120.2(5) . . ? C8B C13B C12B 120.8(5) . . ? N18B C14B C15B 115.7(4) . . ? C16B C15B C14B 116.1(5) . . ? N20B C16B C15B 111.6(5) . . ? C6B N17B C1B 114.1(4) . . ? C6B N17B C7B 112.6(4) . . ? C1B N17B C7B 113.3(4) . . ? C6B N17B Cu2 100.4(3) . . ? C1B N17B Cu2 104.7(3) . . ? C7B N17B Cu2 110.6(3) . . ? C3B N18B C2B 112.3(4) . . ? C3B N18B C14B 108.0(4) . . ? C2B N18B C14B 109.7(4) . . ? C3B N18B Cu2 108.1(3) . . ? C2B N18B Cu2 104.5(3) . . ? C14B N18B Cu2 114.3(3) . . ? C5B N19B C4B 114.4(4) . . ? C5B N19B Cu2 113.2(3) . . ? C4B N19B Cu2 102.8(3) . . ? C16B N20B Cu2 116.6(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 N18A H18A O3W 0.93 2.43 3.152(7) 134.9 . N20A H20B O11 0.92 2.3 3.158(6) 154.2 3_566 N19B H19B O8 0.93 2.35 3.219(6) 155.7 3_566 N19B H19B O11 0.93 2.56 3.202(6) 126.1 . N20B H20C O13A 0.92 2.13 3.014(8) 161.7 . N20B H20C O14B 0.92 2.33 3.163(17) 150.1 . N20B H20D O4W 0.92 2.21 3.111(6) 165.4 . C3A H3A1 O9B 0.99 2.17 2.98(3) 138.6 2 #==END data_c37b1 _database_code_depnum_ccdc_archive 'CCDC 256658' _audit_creation_date 2005-03-09T08:27:07-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_common ;Copper(ii)-1-formyl-4-acetato-1,4,7-triazacyclononane perchlorate ; _chemical_name_systematic ; ? ; _chemical_formula_sum 'C9 H16 Cl Cu N3 O7' _chemical_formula_weight 377.24 _chemical_absolute_configuration unk #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 19.301(4) _cell_length_b 8.0755(16) _cell_length_c 8.7552(18) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 1364.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.3 _exptl_crystal_density_diffrn 1.836 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 772 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.834 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_reflns_av_R_equivalents 0.059 _diffrn_reflns_av_unetI/netI 0.0444 _diffrn_reflns_number 12354 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.29 _diffrn_reflns_theta_max 28.31 _diffrn_reflns_theta_full 27.5 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.993 _reflns_number_total 3192 _reflns_number_gt 3001 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0347P)^2^+0.3834P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_number_reflns 3192 _refine_ls_number_parameters 190 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0328 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0718 _refine_ls_wR_factor_gt 0.0698 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.028(12) _refine_diff_density_max 0.402 _refine_diff_density_min -0.623 _refine_diff_density_rms 0.075 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.550791(13) 0.41293(3) 0.79378(4) 0.01390(9) Uani 1 1 d . . . C1 C 0.57648(13) 0.0735(3) 0.7901(4) 0.0213(5) Uani 1 1 d . . . H1A H 0.6024 -0.0262 0.7572 0.026 Uiso 1 1 calc R . . H1B H 0.5264 0.0476 0.7869 0.026 Uiso 1 1 calc R . . C2 C 0.59736(14) 0.1201(3) 0.9514(3) 0.0187(5) Uani 1 1 d . . . H2A H 0.574 0.0456 1.0249 0.022 Uiso 1 1 calc R . . H2B H 0.648 0.1059 0.9635 0.022 Uiso 1 1 calc R . . C3 C 0.63301(14) 0.3909(3) 1.0642(3) 0.0205(5) Uani 1 1 d . . . H3A H 0.6482 0.329 1.1558 0.025 Uiso 1 1 calc R . . H3B H 0.6138 0.4983 1.0986 0.025 Uiso 1 1 calc R . . C4 C 0.69535(16) 0.4226(4) 0.9616(3) 0.0219(6) Uani 1 1 d . . . H4A H 0.7279 0.4976 1.015 0.026 Uiso 1 1 calc R . . H4B H 0.7197 0.3165 0.9432 0.026 Uiso 1 1 calc R . . C5 C 0.67330(14) 0.6664(3) 0.8051(4) 0.0282(6) Uani 1 1 d . . . H5 H 0.6674 0.7159 0.7075 0.034 Uiso 1 1 calc R . . C6 C 0.69512(16) 0.4103(3) 0.6690(3) 0.0212(6) Uani 1 1 d . . . H6A H 0.7462 0.4095 0.658 0.025 Uiso 1 1 calc R . . H6B H 0.6757 0.4728 0.5816 0.025 Uiso 1 1 calc R . . C7 C 0.66848(14) 0.2329(3) 0.6633(3) 0.0211(5) Uani 1 1 d . . . H7A H 0.6814 0.1842 0.5634 0.025 Uiso 1 1 calc R . . H7B H 0.6923 0.1681 0.7437 0.025 Uiso 1 1 calc R . . C8 C 0.55449(14) 0.2063(3) 0.5369(3) 0.0190(5) Uani 1 1 d . . . H8A H 0.5167 0.1238 0.5445 0.023 Uiso 1 1 calc R . . H8B H 0.5867 0.1696 0.4557 0.023 Uiso 1 1 calc R . . C9 C 0.52424(13) 0.3740(3) 0.4946(3) 0.0157(5) Uani 1 1 d . . . N10 N 0.59197(11) 0.2148(3) 0.6844(2) 0.0172(4) Uani 1 1 d . . . N11 N 0.67644(11) 0.4965(3) 0.8135(3) 0.0204(5) Uani 1 1 d . . . N12 N 0.57812(12) 0.2959(3) 0.9856(2) 0.0169(4) Uani 1 1 d . . . H12 H 0.5396 0.2939 1.0495 0.02 Uiso 1 1 calc R . . O13 O 0.52936(9) 0.4905(2) 0.58885(19) 0.0163(3) Uani 1 1 d . . . O14 O 0.49416(10) 0.3841(2) 0.36718(19) 0.0197(4) Uani 1 1 d . . . O15 O 0.67766(13) 0.7577(3) 0.9171(3) 0.0385(5) Uani 1 1 d . . . O16 O 0.43415(10) 0.2648(3) 0.7493(2) 0.0329(5) Uani 1 1 d . . . O17 O 0.41356(12) 0.1718(2) 0.9994(2) 0.0299(5) Uani 1 1 d . . . O18 O 0.35583(10) 0.0464(2) 0.7926(3) 0.0280(4) Uani 1 1 d . . . O19 O 0.32719(10) 0.3206(2) 0.8644(3) 0.0310(5) Uani 1 1 d . . . Cl20 Cl 0.38230(3) 0.20081(8) 0.85191(7) 0.01894(13) 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 0.01656(15) 0.01381(15) 0.01133(13) -0.00003(14) -0.00018(12) 0.00269(10) C1 0.0270(12) 0.0164(11) 0.0206(11) 0.0029(12) -0.0067(16) 0.0015(9) C2 0.0234(13) 0.0150(12) 0.0177(12) 0.0019(10) -0.0048(10) 0.0017(10) C3 0.0235(14) 0.0220(13) 0.0159(12) -0.0012(10) -0.0053(10) 0.0018(11) C4 0.0214(14) 0.0234(15) 0.0210(14) -0.0001(10) -0.0042(11) -0.0012(10) C5 0.0299(14) 0.0214(12) 0.0333(15) 0.0048(15) -0.0072(13) -0.0022(10) C6 0.0165(13) 0.0284(16) 0.0186(13) 0.0016(10) -0.0003(10) 0.0029(10) C7 0.0201(13) 0.0253(13) 0.0179(12) -0.0013(11) -0.0010(9) 0.0084(11) C8 0.0271(14) 0.0154(13) 0.0145(12) -0.0025(10) -0.0026(9) 0.0040(9) C9 0.0160(12) 0.0163(12) 0.0147(11) 0.0009(10) 0.0002(9) 0.0014(10) N10 0.0206(11) 0.0159(11) 0.0150(10) 0.0001(8) -0.0031(8) 0.0035(8) N11 0.0206(10) 0.0219(10) 0.0186(12) -0.0023(9) -0.0016(8) -0.0008(8) N12 0.0176(11) 0.0180(11) 0.0151(10) 0.0002(8) -0.0005(8) 0.0039(8) O13 0.0220(9) 0.0137(9) 0.0134(7) -0.0005(7) -0.0007(7) 0.0020(7) O14 0.0261(9) 0.0181(8) 0.0150(9) -0.0020(7) -0.0048(7) 0.0063(7) O15 0.0563(15) 0.0237(11) 0.0353(12) -0.0046(10) -0.0128(11) -0.0029(10) O16 0.0215(10) 0.0453(13) 0.0319(12) 0.0175(9) 0.0052(8) -0.0024(9) O17 0.0495(14) 0.0229(10) 0.0173(9) 0.0023(8) -0.0094(9) -0.0050(9) O18 0.0353(10) 0.0200(8) 0.0287(8) -0.0062(11) -0.0062(11) -0.0017(8) O19 0.0253(10) 0.0213(10) 0.0465(12) -0.0020(9) 0.0047(10) 0.0043(8) Cl20 0.0200(3) 0.0178(3) 0.0190(3) 0.0025(2) 0.0011(2) -0.0011(2) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O13 1.9449(18) . ? Cu1 O14 1.9625(18) 2_665 ? Cu1 N12 1.998(2) . ? Cu1 N10 2.027(2) . ? Cu1 N11 2.523(2) . ? Cu1 O16 2.579(2) . ? C1 N10 1.499(4) . ? C1 C2 1.516(4) . ? C2 N12 1.498(3) . ? C3 N12 1.478(3) . ? C3 C4 1.523(4) . ? C4 N11 1.473(4) . ? C5 O15 1.230(4) . ? C5 N11 1.375(3) . ? C6 N11 1.489(4) . ? C6 C7 1.523(4) . ? C7 N10 1.495(3) . ? C8 N10 1.481(3) . ? C8 C9 1.520(4) . ? C9 O13 1.255(3) . ? C9 O14 1.260(3) . ? O14 Cu1 1.9625(18) 2_664 ? O16 Cl20 1.4406(19) . ? O17 Cl20 1.444(2) . ? O18 Cl20 1.4442(19) . ? O19 Cl20 1.442(2) . ? 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 O13 Cu1 O14 86.51(7) . 2_665 ? O13 Cu1 N12 169.73(8) . . ? O14 Cu1 N12 103.67(8) 2_665 . ? O13 Cu1 N10 84.36(8) . . ? O14 Cu1 N10 170.81(8) 2_665 . ? N12 Cu1 N10 85.44(9) . . ? O13 Cu1 N11 100.45(7) . . ? O14 Cu1 N11 100.31(8) 2_665 . ? N12 Cu1 N11 79.36(8) . . ? N10 Cu1 N11 82.34(8) . . ? O13 Cu1 O16 79.89(7) . . ? O14 Cu1 O16 92.91(8) 2_665 . ? N12 Cu1 O16 97.93(8) . . ? N10 Cu1 O16 84.54(8) . . ? N11 Cu1 O16 166.77(7) . . ? N10 C1 C2 109.5(2) . . ? N12 C2 C1 110.9(2) . . ? N12 C3 C4 112.3(2) . . ? N11 C4 C3 113.0(2) . . ? O15 C5 N11 123.5(3) . . ? N11 C6 C7 112.7(2) . . ? N10 C7 C6 114.9(2) . . ? N10 C8 C9 111.0(2) . . ? O13 C9 O14 124.7(2) . . ? O13 C9 C8 118.5(2) . . ? O14 C9 C8 116.8(2) . . ? C8 N10 C7 112.29(19) . . ? C8 N10 C1 113.9(2) . . ? C7 N10 C1 110.36(19) . . ? C8 N10 Cu1 104.87(15) . . ? C7 N10 Cu1 111.59(16) . . ? C1 N10 Cu1 103.34(17) . . ? C5 N11 C4 117.5(2) . . ? C5 N11 C6 115.6(2) . . ? C4 N11 C6 119.9(2) . . ? C5 N11 Cu1 102.76(15) . . ? C4 N11 Cu1 100.94(16) . . ? C6 N11 Cu1 92.83(15) . . ? C3 N12 C2 114.0(2) . . ? C3 N12 Cu1 109.57(16) . . ? C2 N12 Cu1 110.21(15) . . ? C9 O13 Cu1 112.44(16) . . ? C9 O14 Cu1 123.22(17) . 2_664 ? Cl20 O16 Cu1 132.76(13) . . ? O16 Cl20 O19 108.62(13) . . ? O16 Cl20 O18 109.36(15) . . ? O19 Cl20 O18 110.21(12) . . ? O16 Cl20 O17 108.98(13) . . ? O19 Cl20 O17 110.44(14) . . ? O18 Cl20 O17 109.21(13) . . ? 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 N12 H12 O13 0.93 2.22 2.845(3) 124 2_665 #==END