Supplementary Material (ESI) for Chemical Communications This journal is © The Royal Society of Chemistry 2001 data_ken91202 _database_code_CSD 156831 _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communicatirons' loop_ _publ_author_name 'Cano-Boquera, Joan' 'Chaudhuri, Nirmalendu Ray' 'Maji, Tapas Kumar' 'Mallah, Talal' 'Mostafa, Golam' 'Mukherjee, Partha Sarathi' _publ_contact_author_name 'Prof Nirmalendu Ray Chaudhuri' _publ_contact_author_address ; Prof Nirmalendu Ray Chaudhuri Department of Inorganic Chemistry Indian Association for the Cultivation of Science Calcutta 700 032 INDIA ; _publ_contact_author_email 'icnrc@mahendra.iacs.res.in' #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C13 H19 Cl Cu N6 O4' _chemical_formula_sum 'C13 H19 Cl Cu N6 O4' _chemical_formula_weight 422.34 _chemical_compound_source 'see text' loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'O' 'O' 0.0106 0.0060 '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' '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' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' '1/2-x,1/2+y,1/2-z' '-x,-y,-z' '1/2+x,1/2-y,1/2+z' _cell_length_a 20.685(4) _cell_length_b 7.337(2) _cell_length_c 11.692(2) _cell_angle_alpha 90 _cell_angle_beta 95.730(10) _cell_angle_gamma 90 _cell_volume 1765.6(7) _cell_formula_units_Z 4 _cell_measurement_temperature 296 _cell_measurement_reflns_used 16 _cell_measurement_theta_min 11.1 _cell_measurement_theta_max 13.3 _cell_special_details ; Least Squares Treatment of 25 SET4 setting angles. ; _exptl_crystal_description 'needle ' _exptl_crystal_colour 'blue ' _exptl_crystal_size_max 0.430 _exptl_crystal_size_mid 0.200 _exptl_crystal_size_min 0.100 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'Not Measured' _exptl_crystal_F_000 868 _exptl_absorpt_coefficient_mu 1.420 _exptl_absorpt_correction_type none #=============================================================================== # 7. EXPERIMENTAL DATA _exptl_special_details ; ? ; _diffrn_ambient_temperature ? _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device_type 'Rigaku AFC7S' _diffrn_measurement_method \w _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0.34 _diffrn_reflns_number 4566 _diffrn_reflns_av_R_equivalents 0.0280 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min ? _diffrn_reflns_theta_max 27.50 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_max 1.00 _diffrn_measured_fraction_theta_full 1.00 _diffrn_reflns_reduction_process ; ? ; _reflns_number_total 4052 _reflns_number_gt 1984 _reflns_threshold_expression f^2^>2.0\s(F^2^) _computing_data_collection 'WinAFC' _computing_cell_refinement 'WinAFC' _computing_data_reduction 'teXsan Ver. 1.10' _computing_structure_solution SIR92 _computing_structure_refinement 'teXsan Ver. 1.10' _computing_molecular_graphics 'teXsan Ver. 1.10' _computing_publication_material 'ZORTEP (Zsolnai, 1995)' #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type Full _refine_ls_weighting_scheme 'calc ' _refine_ls_weighting_details 'W = 1/[\S^2^(FO) + 0.00000|FO|^2^]' _refine_ls_hydrogen_treatment 'noref ' _refine_ls_extinction_method none _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack none _refine_ls_number_reflns 1807 _refine_ls_number_parameters 226 _refine_ls_number_restraints 0 _refine_ls_number_constraints ? _refine_ls_R_factor_all ? _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.0676 _refine_ls_wR_factor_gt ? _refine_ls_goodness_of_fit_ref 1.211 _refine_ls_restrained_S_all ? _refine_ls_shift/su_max 0.0002 _refine_ls_shift/su_mean ? _refine_diff_density_max 0.460 _refine_diff_density_min -0.380 _refine_diff_density_rms ? #=============================================================================== # 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS loop_ _atom_site_label _atom_site_type_symbol _atom_site_thermal_displace_type _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_occupancy _atom_site_U_iso_or_equiv Cu1 Cu Uani 0.69828(5) 0.21790(10) 0.57338(9) 1.000 0.0415(3) Cl1 Cl Uani 0.60710(10) 0.4321(3) 0.3253(2) 1.000 0.0538(6) O1 O Uani 0.5623(3) 0.4660(10) 0.4102(6) 1.000 0.086(3) O2 O Uani 0.5722(3) 0.4120(10) 0.2162(6) 1.000 0.087(3) O3 O Uani 0.6489(3) 0.5851(8) 0.3245(5) 1.000 0.067(2) O4 O Uani 0.6427(3) 0.2718(9) 0.3580(6) 1.000 0.079(3) N1 N Uani 0.6081(3) 0.1480(8) 0.6167(5) 1.000 0.0389(19) N2 N Uani 0.6939(3) -0.0336(8) 0.5197(5) 1.000 0.041(2) N3 N Uani 0.7880(3) 0.2138(9) 0.5074(5) 1.000 0.0449(19) N4 N Uani 0.6908(3) 0.4718(9) 0.6151(6) 1.000 0.045(2) N5 N Uani 0.7318(3) 0.5595(9) 0.6692(5) 1.000 0.042(2) N6 N Uani 0.7700(4) 0.6510(10) 0.7202(6) 1.000 0.061(3) C1 C Uani 0.5940(3) -0.0290(10) 0.5943(6) 1.000 0.040(3) C2 C Uani 0.5384(4) -0.1110(10) 0.6248(8) 1.000 0.055(3) C3 C Uani 0.4965(4) -0.0080(10) 0.6840(8) 1.000 0.063(4) C4 C Uani 0.5105(4) 0.1710(10) 0.7076(8) 1.000 0.059(3) C5 C Uani 0.5663(4) 0.2450(10) 0.6712(8) 1.000 0.053(3) C6 C Uani 0.6429(4) -0.1248(10) 0.5338(7) 1.000 0.045(3) C7 C Uani 0.7490(4) -0.0990(10) 0.4624(7) 1.000 0.052(3) C8 C Uani 0.7812(4) 0.0680(10) 0.4176(7) 1.000 0.050(3) C9 C Uani 0.8401(4) 0.1680(10) 0.6011(8) 1.000 0.066(4) C10 C Uani 0.9078(5) 0.170(2) 0.5628(9) 1.000 0.085(4) C11 C Uani 0.9227(5) 0.349(2) 0.5080(10) 1.000 0.104(5) C12 C Uani 0.8711(6) 0.396(2) 0.4119(10) 1.000 0.085(5) C13 C Uani 0.8039(4) 0.3910(10) 0.4543(8) 1.000 0.063(3) H1 H Uiso 0.52900 -0.23510 0.60590 1.000 0.0654 H2 H Uiso 0.45830 -0.06100 0.70810 1.000 0.0755 H3 H Uiso 0.48230 0.24340 0.74830 1.000 0.0711 H4 H Uiso 0.57530 0.37070 0.68570 1.000 0.0637 H5 H Uiso 0.63690 -0.24650 0.50700 1.000 0.0534 H6 H Uiso 0.77870 -0.16300 0.51530 1.000 0.0628 H7 H Uiso 0.73440 -0.17790 0.40060 1.000 0.0628 H8 H Uiso 0.75530 0.11310 0.35180 1.000 0.0595 H9 H Uiso 0.82300 0.03650 0.39710 1.000 0.0595 H10 H Uiso 0.83840 0.25430 0.66130 1.000 0.0797 H11 H Uiso 0.83170 0.04960 0.62910 1.000 0.0797 H12 H Uiso 0.93840 0.15020 0.62780 1.000 0.1035 H13 H Uiso 0.91130 0.07490 0.50860 1.000 0.1035 H14 H Uiso 0.92440 0.44180 0.56480 1.000 0.1259 H15 H Uiso 0.96360 0.33990 0.47800 1.000 0.1259 H16 H Uiso 0.87910 0.51490 0.38440 1.000 0.1018 H17 H Uiso 0.87270 0.31060 0.35110 1.000 0.1018 H18 H Uiso 0.77260 0.41320 0.39080 1.000 0.0753 H19 H Uiso 0.80160 0.48420 0.51000 1.000 0.0753 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 0.0368(5) 0.0323(4) 0.0568(6) -0.0046(6) 0.0110(4) -0.0032(5) Cl1 0.0490(10) 0.0520(10) 0.0590(10) 0.0120(10) -0.0020(10) -0.0080(10) O1 0.068(4) 0.096(6) 0.100(5) 0.019(5) 0.031(4) -0.001(4) O2 0.096(5) 0.094(5) 0.064(4) 0.012(4) -0.032(4) -0.027(4) O3 0.079(4) 0.062(4) 0.060(4) 0.000(3) 0.013(3) -0.025(4) O4 0.076(4) 0.054(4) 0.102(5) -0.001(4) -0.016(4) 0.011(4) N1 0.035(3) 0.031(3) 0.050(4) 0.000(3) 0.001(3) 0.001(3) N2 0.044(4) 0.032(3) 0.047(4) 0.001(3) 0.003(3) -0.001(3) N3 0.039(3) 0.045(3) 0.052(4) -0.003(4) 0.011(3) -0.007(3) N4 0.042(4) 0.035(4) 0.055(4) 0.000(3) -0.006(3) 0.003(3) N5 0.049(4) 0.041(4) 0.035(4) 0.004(3) 0.006(3) -0.002(3) N6 0.067(5) 0.062(5) 0.053(5) -0.018(4) -0.005(4) -0.012(4) C1 0.033(4) 0.040(4) 0.045(5) 0.009(4) -0.001(3) -0.005(3) C2 0.046(5) 0.046(5) 0.071(6) 0.008(4) 0.002(4) -0.013(4) C3 0.032(4) 0.079(7) 0.079(7) 0.012(6) 0.013(4) -0.010(5) C4 0.049(5) 0.064(6) 0.067(6) 0.016(5) 0.017(5) 0.014(5) C5 0.042(5) 0.038(6) 0.081(6) 0.002(4) 0.013(5) 0.008(4) C6 0.054(5) 0.026(4) 0.053(5) 0.004(4) -0.001(4) -0.004(4) C7 0.049(5) 0.045(5) 0.065(6) -0.008(4) 0.014(4) 0.008(4) C8 0.046(5) 0.052(5) 0.052(5) -0.010(4) 0.009(4) -0.006(4) C9 0.052(5) 0.095(8) 0.053(6) -0.015(5) 0.008(4) 0.001(5) C10 0.040(5) 0.140(10) 0.076(7) -0.019(8) 0.010(5) -0.001(7) C11 0.052(6) 0.160(10) 0.104(9) -0.051(10) 0.033(7) -0.049(8) C12 0.087(8) 0.083(8) 0.093(8) -0.015(6) 0.051(7) -0.041(7) C13 0.066(6) 0.045(5) 0.082(7) -0.003(5) 0.033(5) -0.016(5) #=============================================================================== # 10. MOLECULAR GEOMETRY _geom_special_details ; Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All esds are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O4 2.691(7) . . yes Cu1 N1 2.046(6) . . yes Cu1 N2 1.948(6) . . yes Cu1 N3 2.080(6) . . yes Cu1 N4 1.936(7) . . yes Cl1 O1 1.446(7) . . yes Cl1 O2 1.409(7) . . yes Cl1 O3 1.418(6) . . yes Cl1 O4 1.420(7) . . yes N1 C1 1.351(9) . . yes N1 C5 1.330(10) . . yes N2 C6 1.274(10) . . yes N2 C7 1.460(10) . . yes N3 C8 1.496(10) . . yes N3 C9 1.496(11) . . yes N3 C13 1.492(10) . . yes N4 N5 1.194(9) . . yes N5 N6 1.156(10) . . yes C1 C2 1.376(10) . . no C1 C6 1.470(10) . . no C2 C3 1.386(12) . . no C3 C4 1.367(11) . . no C4 C5 1.381(12) . . no C7 C8 1.513(11) . . no C9 C10 1.512(13) . . no C10 C11 1.51(2) . . no C11 C12 1.510(17) . . no C12 C13 1.522(15) . . no C2 H1 0.9524 . . no C3 H2 0.9484 . . no C4 H3 0.9509 . . no C5 H4 0.9527 . . no C6 H5 0.9503 . . no C7 H6 0.9511 . . no C7 H7 0.9512 . . no C8 H8 0.9519 . . no C8 H9 0.9486 . . no C9 H10 0.9500 . . no C9 H11 0.9505 . . no C10 H12 0.9504 . . no C10 H13 0.9502 . . no C11 H14 0.9493 . . no C11 H15 0.9500 . . no C12 H16 0.9500 . . no C12 H17 0.9507 . . no C13 H18 0.9492 . . no C13 H19 0.9488 . . no 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Cu1 N1 87.3(2) . . . yes O4 Cu1 N2 80.6(2) . . . yes O4 Cu1 N3 88.2(2) . . . yes O4 Cu1 N4 93.3(2) . . . yes N1 Cu1 N2 80.1(2) . . . yes N1 Cu1 N3 163.2(2) . . . yes N1 Cu1 N4 94.6(3) . . . yes N2 Cu1 N3 83.2(3) . . . yes N2 Cu1 N4 172.0(3) . . . yes N3 Cu1 N4 101.8(3) . . . yes O1 Cl1 O2 109.5(4) . . . yes O1 Cl1 O3 107.5(4) . . . yes O1 Cl1 O4 108.0(4) . . . yes O2 Cl1 O3 109.5(4) . . . yes O2 Cl1 O4 111.2(4) . . . yes O3 Cl1 O4 110.9(4) . . . yes Cu1 O4 Cl1 122.4(4) . . . yes Cu1 N1 C1 112.2(4) . . . yes Cu1 N1 C5 129.5(5) . . . yes C1 N1 C5 118.0(6) . . . yes Cu1 N2 C6 117.9(5) . . . yes Cu1 N2 C7 116.5(5) . . . yes C6 N2 C7 125.6(6) . . . yes Cu1 N3 C8 104.2(5) . . . yes Cu1 N3 C9 109.6(5) . . . yes Cu1 N3 C13 112.6(5) . . . yes C8 N3 C9 111.3(6) . . . yes C8 N3 C13 109.9(6) . . . yes C9 N3 C13 109.1(6) . . . yes Cu1 N4 N5 125.6(5) . . . yes N4 N5 N6 177.1(8) . . . yes Cu1 N6 N5 135.7(6) 2_656 . . yes N1 C1 C2 122.7(6) . . . yes N1 C1 C6 114.0(6) . . . yes C2 C1 C6 123.3(7) . . . no C1 C2 C3 118.1(7) . . . no C2 C3 C4 119.6(8) . . . no C3 C4 C5 118.8(8) . . . no N1 C5 C4 122.7(7) . . . yes N2 C6 C1 115.4(7) . . . yes N2 C7 C8 106.5(6) . . . yes N3 C8 C7 110.5(6) . . . yes N3 C9 C10 113.7(7) . . . yes C9 C10 C11 111.7(10) . . . no C10 C11 C12 110.9(10) . . . no C11 C12 C13 110.7(9) . . . no N3 C13 C12 113.8(8) . . . yes C1 C2 H1 120.96 . . . no C3 C2 H1 120.91 . . . no C2 C3 H2 120.39 . . . no C4 C3 H2 119.99 . . . no C3 C4 H3 120.63 . . . no C5 C4 H3 120.53 . . . no N1 C5 H4 118.57 . . . no C4 C5 H4 118.71 . . . no N2 C6 H5 122.24 . . . no C1 C6 H5 122.31 . . . no N2 C7 H6 110.31 . . . no N2 C7 H7 110.21 . . . no C8 C7 H6 110.30 . . . no C8 C7 H7 110.32 . . . no H6 C7 H7 109.21 . . . no N3 C8 H8 108.94 . . . no N3 C8 H9 109.11 . . . no C7 C8 H8 109.25 . . . no C7 C8 H9 109.51 . . . no H8 C8 H9 109.52 . . . no N3 C9 H10 108.39 . . . no N3 C9 H11 108.32 . . . no C10 C9 H10 108.47 . . . no C10 C9 H11 108.51 . . . no H10 C9 H11 109.42 . . . no C9 C10 H12 108.92 . . . no C9 C10 H13 108.96 . . . no C11 C10 H12 108.97 . . . no C11 C10 H13 108.91 . . . no H12 C10 H13 109.39 . . . no C10 C11 H14 108.82 . . . no C10 C11 H15 108.86 . . . no C12 C11 H14 109.31 . . . no C12 C11 H15 109.31 . . . no H14 C11 H15 109.67 . . . no C11 C12 H16 109.11 . . . no C11 C12 H17 109.33 . . . no C13 C12 H16 109.15 . . . no C13 C12 H17 109.19 . . . no H16 C12 H17 109.39 . . . no N3 C13 H18 108.28 . . . no N3 C13 H19 108.32 . . . no C12 C13 H18 108.35 . . . no C12 C13 H19 108.43 . . . no H18 C13 H19 109.64 . . . no 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 N1 Cu1 O4 Cl1 78.9(4) . . . . no N2 Cu1 O4 Cl1 159.3(5) . . . . no N3 Cu1 O4 Cl1 -117.3(4) . . . . no N4 Cu1 O4 Cl1 -15.6(5) . . . . no O4 Cu1 N1 C1 84.6(5) . . . . no O4 Cu1 N1 C5 -102.1(7) . . . . no N2 Cu1 N1 C1 3.8(5) . . . . no N2 Cu1 N1 C5 177.0(7) . . . . no N4 Cu1 N1 C1 177.7(5) . . . . no N4 Cu1 N1 C5 -9.1(7) . . . . no O4 Cu1 N2 C6 -89.6(6) . . . . no O4 Cu1 N2 C7 88.2(5) . . . . no N1 Cu1 N2 C6 -0.6(6) . . . . no N1 Cu1 N2 C7 177.1(5) . . . . no N3 Cu1 N2 C6 -178.9(6) . . . . no N3 Cu1 N2 C7 -1.1(5) . . . . no O4 Cu1 N3 C8 -55.7(4) . . . . no O4 Cu1 N3 C9 -175.0(5) . . . . no O4 Cu1 N3 C13 63.3(5) . . . . no N2 Cu1 N3 C8 25.0(4) . . . . no N2 Cu1 N3 C9 -94.3(5) . . . . no N2 Cu1 N3 C13 144.0(5) . . . . no N4 Cu1 N3 C8 -148.7(5) . . . . no N4 Cu1 N3 C9 92.0(5) . . . . no N4 Cu1 N3 C13 -29.6(6) . . . . no O4 Cu1 N4 N5 -137.4(7) . . . . no N1 Cu1 N4 N5 135.0(7) . . . . no N3 Cu1 N4 N5 -48.5(7) . . . . no O1 Cl1 O4 Cu1 -47.8(5) . . . . no O2 Cl1 O4 Cu1 -168.0(4) . . . . no O3 Cl1 O4 Cu1 69.8(5) . . . . no Cu1 N1 C1 C2 174.6(6) . . . . no Cu1 N1 C1 C6 -6.0(8) . . . . no C5 N1 C1 C2 0.5(11) . . . . no C5 N1 C1 C6 179.9(7) . . . . no Cu1 N1 C5 C4 -171.4(6) . . . . no C1 N1 C5 C4 1.5(12) . . . . no Cu1 N2 C6 C1 -2.5(9) . . . . no C7 N2 C6 C1 -180.0(7) . . . . no Cu1 N2 C7 C8 -23.0(8) . . . . no C6 N2 C7 C8 154.5(7) . . . . no Cu1 N3 C8 C7 -44.9(7) . . . . no C9 N3 C8 C7 73.2(8) . . . . no C13 N3 C8 C7 -165.8(6) . . . . no Cu1 N3 C9 C10 -177.4(7) . . . . no C8 N3 C9 C10 67.8(9) . . . . no C13 N3 C9 C10 -53.7(10) . . . . no Cu1 N3 C13 C12 176.4(7) . . . . no C8 N3 C13 C12 -67.9(9) . . . . no C9 N3 C13 C12 54.4(9) . . . . no N1 C1 C6 N2 5.7(10) . . . . no N1 C1 C2 C3 -2.0(12) . . . . no C6 C1 C2 C3 178.6(8) . . . . no C2 C1 C6 N2 -174.8(7) . . . . no C1 C2 C3 C4 1.6(13) . . . . no C2 C3 C4 C5 0.2(13) . . . . no C3 C4 C5 N1 -1.9(14) . . . . no N2 C7 C8 N3 45.1(8) . . . . no N3 C9 C10 C11 54.6(11) . . . . no C9 C10 C11 C12 -53.6(13) . . . . no C10 C11 C12 C13 53.7(13) . . . . no C11 C12 C13 N3 -55.7(13) . . . . no loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag Cu1 O1 3.714(7) . . no Cu1 O3 4.022(6) . . no Cu1 N6 3.839(8) . . no Cu1 N5 3.411(6) . 2_646 no Cu1 N6 2.486(7) . 2_646 no Cl1 H2 3.0480 . 3_656 no Cl1 H3 3.0840 . 3_666 no O1 Cu1 3.714(7) . . no O1 C2 3.335(10) . 3_656 no O1 C4 3.293(11) . 3_666 no O3 C8 3.307(10) . 2_655 no O3 C6 3.255(10) . 1_565 no O3 C7 3.405(10) . 1_565 no O3 Cu1 4.022(6) . . no O1 H5 2.7862 . 1_565 no O1 H1 2.5300 . 3_656 no O1 H3 2.9138 . 3_666 no O2 H2 2.8151 . 3_656 no O2 H3 2.8159 . 3_666 no O2 H9 2.8039 . 2_655 no O2 H12 2.8923 . 4_454 no O3 H7 2.5747 . 1_565 no O3 H18 2.8884 . . no O3 H5 2.4994 . 1_565 no O3 H9 2.7347 . 2_655 no O3 H17 2.6399 . 2_655 no O4 H8 2.6114 . . no O4 H18 2.8701 . . no O4 H2 2.6517 . 3_656 no N1 N6 3.006(10) . 2_646 no N4 C6 3.234(10) . 1_565 no N4 N6 3.097(10) . 2_646 no N5 N6 3.266(10) . 2_646 no N5 C9 3.295(11) . 2_656 no N5 C6 3.267(10) . 1_565 no N5 C13 3.288(11) . . no N6 N5 3.266(10) . 2_656 no N6 Cu1 3.839(8) . . no N4 H5 2.6136 . 1_565 no N4 H19 2.7080 . . no N4 H4 2.7080 . . no N5 H19 2.5281 . . no N5 H10 2.9417 . 2_656 no N5 H11 2.8126 . 2_656 no N5 H6 2.9450 . 1_565 no N6 H6 2.7785 . 1_565 no N6 H19 2.8785 . . no N6 H10 2.8534 . 2_656 no C1 C3 3.599(11) . 3_656 no C2 O1 3.335(10) . 3_656 no C2 C2 3.573(12) . 3_656 no C3 C1 3.599(11) . 3_656 no C4 O1 3.293(11) . 3_666 no C6 O3 3.255(10) . 1_545 no C6 N4 3.234(10) . 1_545 no C6 N5 3.267(10) . 1_545 no C7 O3 3.405(10) . 1_545 no C8 O3 3.307(10) . 2_645 no C9 N5 3.295(11) . 2_646 no C9 N6 3.243(12) . 2_646 no C13 N5 3.288(11) . . no C7 H11 2.6922 . . no C8 H13 2.7937 . . no C8 H17 2.7657 . . no C9 H6 2.8745 . . no C10 H9 2.6667 . . no C12 H9 2.8183 . . no H1 O1 2.5300 . 3_656 no H2 Cl1 3.0480 . 3_656 no H2 O2 2.8151 . 3_656 no H2 O4 2.6517 . 3_656 no H3 Cl1 3.0840 . 3_666 no H3 O1 2.9138 . 3_666 no H3 O2 2.8159 . 3_666 no H4 N4 2.7080 . . no H5 O1 2.7862 . 1_545 no H5 O3 2.4994 . 1_545 no H5 N4 2.6136 . 1_545 no H5 H7 2.5238 . . no H6 N5 2.9450 . 1_545 no H6 N6 2.7785 . 1_545 no H6 C9 2.8745 . . no H6 H11 2.2614 . . no H7 O3 2.5747 . 1_545 no H7 H5 2.5238 . . no H8 O4 2.6114 . . no H8 H18 2.2697 . . no H9 C10 2.6667 . . no H9 C12 2.8183 . . no H9 H13 2.1539 . . no H9 H17 2.3454 . . no H9 O2 2.8039 . 2_645 no H9 O3 2.7347 . 2_645 no H10 H14 2.5944 . . no H10 H19 2.5070 . . no H10 N5 2.9417 . 2_646 no H10 N6 2.8534 . 2_646 no H11 C7 2.6922 . . no H11 H6 2.2614 . . no H11 N5 2.8126 . 2_646 no H12 O2 2.8923 . 4_555 no H13 C8 2.7937 . . no H13 H9 2.1539 . . no H13 H17 2.5934 . . no H14 H10 2.5944 . . no H14 H19 2.5758 . . no H17 C8 2.7657 . . no H17 H9 2.3454 . . no H17 H13 2.5934 . . no H17 O3 2.6399 . 2_645 no H18 O3 2.8884 . . no H18 O4 2.8701 . . no H18 H8 2.2697 . . no H19 N4 2.7080 . . no H19 N5 2.5281 . . no H19 N6 2.8785 . . no H19 H10 2.5070 . . no H19 H14 2.5758 . . no 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 _geom_hbond_publ_flag # #D H A D - H H...A D...A D - H...A symm(A) # C2 H1 O1 0.9524 2.5300 3.335(10) 142.28 3_656 yes C6 H5 O3 0.9503 2.4994 3.255(10) 136.48 1_545 yes C6 H5 N4 0.9503 2.6136 3.234(10) 123.24 1_545 yes C7 H7 O3 0.9512 2.5747 3.405(10) 145.95 1_545 yes C13 H19 N5 0.9488 2.5281 3.288(11) 137.25 . yes # End of Crystallographic Information File