Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_global #=========================================================================== _journal_coden_Cambridge 186 # 1. SUBMISSION DETAILS _publ_contact_author 'Dr. S. Schindler' _publ_contact_author_address ; Dr. S. Schindler Institut f\"ur Anorganische Chemie Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; _publ_contact_author_phone '049 9131 852-28383' _publ_contact_author_fax '049 9131 852-27387' _publ_contact_author_email 'SCHINDLER@CHEMIE.UNI-ERLANGEN.DE' _publ_requested_journal 'J. Chem. Soc. Dalton Trans.' _publ_requested_coeditor_name ? _publ_contact_letter ; ; #=========================================================================== # 2. TITLE AND AUTHOR LIST _publ_section_title ; Low Temperature Stopped-Flow Studies in Inorganic Chemistry ; loop_ _publ_author_name _publ_author_address 'Weitzer, M.' ; Institut f\"ur Anorganische Chemie Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; 'Schatz, M.' ; Institut f\"ur Anorganische Chemie Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; 'Hampel, F.' ; Institut f\"ur Organische Chemie Universit\"at Erlangen-N\"urnberg Henkestr. 42 D-91054 Erlangen Bundesrepublik Deutschland ; 'Heinemann, F. W.' ; Institut f\"ur Anorganische Chemie Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; 'Schindler, S.' ; Institut f\"ur Anorganische Chemie Universit\"at Erlangen-N\"urnberg Egerlandstr. 1 D-91058 Erlangen Bundesrepublik Deutschland ; #=========================================================================== #== # 3. TEXT _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_experimental ; source of material: see actual publication ; _publ_section_references ; ? ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; #=========================================================================== # 4. RESULTS data_fh9810 _database_code_CSD 173001 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C16 H22 Cl2 Cu N4 O4' _chemical_formula_weight 468.82 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 13.7230(10) _cell_length_b 19.224(2) _cell_length_c 7.776(1) _cell_angle_alpha 90.00 _cell_angle_beta 101.900(10) _cell_angle_gamma 90.00 _cell_volume 2007.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 48 _cell_measurement_theta_min 2.10 _cell_measurement_theta_max 15.35 _exptl_crystal_description fragment _exptl_crystal_colour blue _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.551 _exptl_crystal_density_method ? _exptl_crystal_F_000 964 _exptl_absorpt_coefficient_mu 1.383 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.2478 _exptl_absorpt_correction_T_max 0.3133 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method 'profile data from \w-scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 100 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 1.34 _diffrn_reflns_number 4486 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0336 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -4 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 29.00 _reflns_number_total 2756 _reflns_number_observed 1931 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'XSCAnS 2.20 (Siemens An. X-Ray Instr., 1996)' _computing_cell_refinement 'XSCAnS 2.20 (Siemens An. X-Ray Instr., 1996)' _computing_data_reduction 'XSCAnS 2.20 (Siemens An. X-Ray Instr., 1996)' _computing_structure_solution 'SHELXTL 5.03 (Siemens An. X-Ray Instr., 1995)' _computing_structure_refinement 'SHELXTL 5.03 (Siemens An. X-Ray Instr., 1995)' _computing_molecular_graphics 'SHELXTL 5.03 (Siemens An. X-Ray Instr., 1995)' _computing_publication_material 'SHELXTL 5.03 (Siemens An. X-Ray Instr., 1995)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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. Due to the situation of the molecule on the crystallographic mirror plane the ethyl bridge (C2-C3) is disordered and both possible positions are half-occupied. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0558P)^2^+1.9733P] 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 'riding on prceding C atom' _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0046(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2756 _refine_ls_number_parameters 141 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0752 _refine_ls_R_factor_obs 0.0478 _refine_ls_wR_factor_all 0.1288 _refine_ls_wR_factor_obs 0.1138 _refine_ls_goodness_of_fit_all 1.047 _refine_ls_goodness_of_fit_obs 1.115 _refine_ls_restrained_S_all 1.047 _refine_ls_restrained_S_obs 1.115 _refine_ls_shift/esd_max -0.002 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.64964(4) -0.5000 1.54887(6) 0.0491(2) Uani 1 d S . Cl1 Cl 0.56817(10) -0.5000 1.26612(13) 0.0737(4) Uani 1 d S . N1 N 0.8138(3) -0.5000 1.5158(4) 0.0546(9) Uani 1 d S . N2 N 0.7124(3) -0.5000 1.8131(4) 0.0513(8) Uani 1 d S . N3 N 0.6406(2) -0.39764(15) 1.5886(3) 0.0553(6) Uani 1 d . . C1 C 0.8390(4) -0.4386(3) 1.4260(8) 0.138(3) Uani 1 d . . H1A H 0.8312(38) -0.3980(4) 1.4939(34) 0.208 Uiso 1 calc R . H1B H 0.7956(26) -0.4352(15) 1.3125(28) 0.208 Uiso 1 calc R . H1C H 0.9068(13) -0.4418(13) 1.4123(64) 0.208 Uiso 1 calc R . C2 C 0.8641(4) -0.5198(3) 1.6941(7) 0.061(2) Uani 0.50 d P . H2A H 0.9347(4) -0.5098(3) 1.7100(7) 0.091 Uiso 0.50 calc PR . H2B H 0.8565(4) -0.5694(3) 1.7097(7) 0.091 Uiso 0.50 calc PR . C3 C 0.8220(4) -0.4813(3) 1.8296(7) 0.056(2) Uani 0.50 d P . H3A H 0.8285(4) -0.4316(3) 1.8134(7) 0.084 Uiso 0.50 calc PR . H3B H 0.8589(4) -0.4933(3) 1.9460(7) 0.084 Uiso 0.50 calc PR . C4 C 0.6781(3) -0.4362(2) 1.8888(4) 0.0652(9) Uani 1 d . . H4A H 0.7279(3) -0.4217(2) 1.9900(4) 0.098 Uiso 1 calc R . H4B H 0.6170(3) -0.4461(2) 1.9285(4) 0.098 Uiso 1 calc R . C5 C 0.6602(2) -0.3787(2) 1.7579(4) 0.0599(8) Uani 1 d . . C6 C 0.6618(3) -0.3092(2) 1.8080(6) 0.0805(11) Uani 1 d . . H6 H 0.6759(3) -0.2967(2) 1.9261(6) 0.121 Uiso 1 calc R . C7 C 0.6418(4) -0.2590(2) 1.6779(7) 0.0964(14) Uani 1 d . . H7 H 0.6414(4) -0.2122(2) 1.7081(7) 0.145 Uiso 1 calc R . C8 C 0.6228(3) -0.2781(2) 1.5060(7) 0.0832(12) Uani 1 d . . H8 H 0.6108(3) -0.2447(2) 1.4177(7) 0.125 Uiso 1 calc R . C9 C 0.6217(2) -0.3475(2) 1.4648(5) 0.0681(9) Uani 1 d . . H9 H 0.6073(2) -0.3605(2) 1.3471(5) 0.102 Uiso 1 calc R . Cl2 Cl 0.5000 -0.16738(8) 1.0000 0.0754(4) Uani 1 d S . O21 O 0.5702(4) -0.2065(3) 1.1014(7) 0.192(3) Uani 1 d . . O22 O 0.5446(4) -0.1259(2) 0.8907(6) 0.157(2) Uani 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 0.0431(3) 0.0683(4) 0.0349(3) 0.000 0.0055(2) 0.000 Cl1 0.0649(7) 0.1131(11) 0.0385(5) 0.000 0.0003(5) 0.000 N1 0.044(2) 0.074(2) 0.047(2) 0.000 0.0133(15) 0.000 N2 0.046(2) 0.073(2) 0.0348(15) 0.000 0.0089(13) 0.000 N3 0.0453(13) 0.067(2) 0.0546(13) 0.0045(12) 0.0114(11) 0.0001(12) C1 0.080(3) 0.148(5) 0.210(7) 0.093(5) 0.081(4) 0.022(3) C2 0.038(2) 0.080(7) 0.061(3) 0.004(3) 0.003(2) 0.004(3) C3 0.048(3) 0.072(6) 0.044(2) -0.002(2) -0.001(2) -0.002(3) C4 0.084(2) 0.068(2) 0.0439(15) -0.0098(14) 0.013(2) -0.014(2) C5 0.056(2) 0.066(2) 0.059(2) -0.002(2) 0.0133(14) -0.011(2) C6 0.090(3) 0.067(2) 0.085(3) -0.013(2) 0.021(2) -0.017(2) C7 0.095(3) 0.065(3) 0.133(4) 0.005(3) 0.033(3) -0.007(2) C8 0.070(2) 0.076(3) 0.105(3) 0.026(3) 0.024(2) 0.010(2) C9 0.053(2) 0.084(3) 0.069(2) 0.020(2) 0.017(2) 0.009(2) Cl2 0.0733(8) 0.0880(9) 0.0605(7) 0.000 0.0039(6) 0.000 O21 0.176(5) 0.247(6) 0.147(4) 0.070(4) 0.018(3) 0.116(4) O22 0.210(5) 0.144(4) 0.142(3) 0.030(3) 0.098(3) -0.011(3) _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 N3 2.000(3) . ? Cu1 N3 2.000(3) 6_545 ? Cu1 N2 2.058(3) . ? Cu1 Cl1 2.2518(11) . ? Cu1 N1 2.320(3) . ? N1 C1 1.449(5) 6_545 ? N1 C1 1.449(5) . ? N1 C2 1.466(6) 6_545 ? N1 C2 1.466(6) . ? N2 C4 1.479(4) 6_545 ? N2 C4 1.479(4) . ? N2 C3 1.526(6) . ? N2 C3 1.526(6) 6_545 ? N3 C5 1.339(4) . ? N3 C9 1.349(4) . ? C2 C3 1.497(8) . ? C4 C5 1.489(5) . ? C5 C6 1.390(5) . ? C6 C7 1.384(6) . ? C7 C8 1.358(7) . ? C8 C9 1.372(6) . ? Cl2 O21 1.343(4) 2_657 ? Cl2 O21 1.343(4) . ? Cl2 O22 1.395(4) . ? Cl2 O22 1.395(4) 2_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 N3 Cu1 N3 159.49(15) . 6_545 ? N3 Cu1 N2 82.67(7) . . ? N3 Cu1 N2 82.67(7) 6_545 . ? N3 Cu1 Cl1 96.69(7) . . ? N3 Cu1 Cl1 96.69(7) 6_545 . ? N2 Cu1 Cl1 175.12(10) . . ? N3 Cu1 N1 96.32(7) . . ? N3 Cu1 N1 96.32(7) 6_545 . ? N2 Cu1 N1 83.94(13) . . ? Cl1 Cu1 N1 100.94(9) . . ? C1 N1 C1 109.2(6) 6_545 . ? C1 N1 C2 123.7(4) 6_545 6_545 ? C1 N1 C2 97.6(4) . 6_545 ? C1 N1 C2 97.6(4) 6_545 . ? C1 N1 C2 123.7(4) . . ? C2 N1 C2 30.0(5) 6_545 . ? C1 N1 Cu1 112.7(2) 6_545 . ? C1 N1 Cu1 112.7(2) . . ? C2 N1 Cu1 100.0(3) 6_545 . ? C2 N1 Cu1 100.0(3) . . ? C4 N2 C4 112.1(3) 6_545 . ? C4 N2 C3 123.5(3) 6_545 . ? C4 N2 C3 99.2(3) . . ? C4 N2 C3 99.2(3) 6_545 6_545 ? C4 N2 C3 123.5(3) . 6_545 ? C3 N2 C3 27.3(5) . 6_545 ? C4 N2 Cu1 107.2(2) 6_545 . ? C4 N2 Cu1 107.2(2) . . ? C3 N2 Cu1 106.6(3) . . ? C3 N2 Cu1 106.6(3) 6_545 . ? C5 N3 C9 118.5(3) . . ? C5 N3 Cu1 114.4(2) . . ? C9 N3 Cu1 127.0(3) . . ? N1 C2 C3 111.3(4) . . ? C2 C3 N2 109.9(4) . . ? N2 C4 C5 111.4(3) . . ? N3 C5 C6 121.7(3) . . ? N3 C5 C4 116.2(3) . . ? C6 C5 C4 122.1(3) . . ? C7 C6 C5 118.4(4) . . ? C8 C7 C6 120.0(4) . . ? C7 C8 C9 118.9(4) . . ? N3 C9 C8 122.5(4) . . ? O21 Cl2 O21 111.9(6) 2_657 . ? O21 Cl2 O22 108.3(3) 2_657 . ? O21 Cl2 O22 109.0(3) . . ? O21 Cl2 O22 109.0(3) 2_657 2_657 ? O21 Cl2 O22 108.3(3) . 2_657 ? O22 Cl2 O22 110.3(4) . 2_657 ? _refine_diff_density_max 0.577 _refine_diff_density_min -0.322 _refine_diff_density_rms 0.061 data_ass04 _database_code_CSD 173002 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H25 Cl Cu N5 O4' _chemical_formula_weight 474.42 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.66920(10) _cell_length_b 11.1356(2) _cell_length_c 13.1908(2) _cell_angle_alpha 70.2800(10) _cell_angle_beta 78.0720(10) _cell_angle_gamma 85.0830(10) _cell_volume 1037.39(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4342 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description blocks _exptl_crystal_colour orange _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.519 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 492 _exptl_absorpt_coefficient_mu 1.216 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.6419 _exptl_absorpt_correction_T_max 0.7117 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean 9 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8224 _diffrn_reflns_av_R_equivalents 0.0174 _diffrn_reflns_av_sigmaI/netI 0.0338 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 27.47 _reflns_number_total 4737 _reflns_number_gt 4082 _reflns_threshold_expression >2sigma(I) _computing_data_collection Collect _computing_cell_refinement DENZO _computing_data_reduction DENZO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL NT 5.2' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0587P)^2^+0.0394P] 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 'free isotropic refined' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4737 _refine_ls_number_parameters 362 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0303 _refine_ls_wR_factor_ref 0.0924 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 1.085 _refine_ls_restrained_S_all 1.085 _refine_ls_shift/su_max 0.143 _refine_ls_shift/su_mean 0.006 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 0.30651(3) 0.596932(19) 0.753732(17) 0.02512(9) Uani 1 1 d . . . N1 N 0.35950(18) 0.81983(13) 0.64795(12) 0.0217(3) Uani 1 1 d . . . C1 C 0.4846(2) 0.85312(17) 0.70252(14) 0.0252(4) Uani 1 1 d . . . H1B H 0.494(3) 0.947(2) 0.6851(17) 0.031(5) Uiso 1 1 d . . . H1A H 0.603(3) 0.8260(19) 0.6748(16) 0.022(5) Uiso 1 1 d . . . C2 C 0.4376(3) 0.81909(17) 0.53775(14) 0.0255(4) Uani 1 1 d . . . H2B H 0.511(3) 0.893(2) 0.4959(18) 0.029(5) Uiso 1 1 d . . . H2A H 0.339(3) 0.8235(19) 0.5007(17) 0.026(5) Uiso 1 1 d . . . C3 C 0.1878(2) 0.88726(17) 0.65606(16) 0.0263(4) Uani 1 1 d . . . H3B H 0.169(3) 0.9041(19) 0.7245(18) 0.029(5) Uiso 1 1 d . . . H3A H 0.187(2) 0.9665(19) 0.5956(16) 0.022(5) Uiso 1 1 d . . . C4 C 0.0388(2) 0.80615(18) 0.65664(16) 0.0283(4) Uani 1 1 d . . . H4B H -0.069(3) 0.858(2) 0.6645(17) 0.030(5) Uiso 1 1 d . . . H4A H 0.063(3) 0.795(2) 0.5886(19) 0.032(5) Uiso 1 1 d . . . N5 N 0.02910(19) 0.68126(14) 0.74434(12) 0.0252(3) Uani 1 1 d . . . C11 C 0.4365(2) 0.79345(16) 0.82522(14) 0.0229(3) Uani 1 1 d . . . N12 N 0.38178(19) 0.67217(14) 0.86356(12) 0.0247(3) Uani 1 1 d . . . C13 C 0.3442(3) 0.6156(2) 0.97264(16) 0.0321(4) Uani 1 1 d . . . H13 H 0.310(3) 0.531(2) 0.9970(19) 0.037(6) Uiso 1 1 d . . . C14 C 0.3560(3) 0.6760(2) 1.04621(17) 0.0399(5) Uani 1 1 d . . . H14 H 0.324(3) 0.634(2) 1.117(2) 0.051(7) Uiso 1 1 d . . . C15 C 0.4101(3) 0.8003(2) 1.00667(18) 0.0412(5) Uani 1 1 d . . . H15 H 0.416(3) 0.841(2) 1.0567(18) 0.032(5) Uiso 1 1 d . . . C16 C 0.4515(3) 0.8602(2) 0.89472(16) 0.0320(4) Uani 1 1 d . . . H16 H 0.483(3) 0.947(2) 0.8650(18) 0.037(6) Uiso 1 1 d . . . C21 C 0.5505(2) 0.70012(16) 0.53870(13) 0.0209(3) Uani 1 1 d . . . N22 N 0.49933(18) 0.59189(13) 0.62070(11) 0.0209(3) Uani 1 1 d . . . C23 C 0.5924(2) 0.48392(17) 0.61845(15) 0.0240(4) Uani 1 1 d . . . H23 H 0.553(2) 0.4082(19) 0.6809(16) 0.019(4) Uiso 1 1 d . . . C24 C 0.7352(2) 0.48084(18) 0.53715(16) 0.0273(4) Uani 1 1 d . . . H24 H 0.791(3) 0.402(2) 0.5413(18) 0.036(6) Uiso 1 1 d . . . C25 C 0.7884(2) 0.59277(19) 0.45380(16) 0.0294(4) Uani 1 1 d . . . H25 H 0.877(3) 0.591(2) 0.4023(17) 0.026(5) Uiso 1 1 d . . . C26 C 0.6947(2) 0.70442(18) 0.45561(15) 0.0268(4) Uani 1 1 d . . . H26 H 0.726(3) 0.784(2) 0.4040(18) 0.032(5) Uiso 1 1 d . . . C51 C -0.0478(3) 0.6947(2) 0.85108(17) 0.0339(4) Uani 1 1 d . . . H51C H 0.018(3) 0.754(2) 0.8674(19) 0.042(6) Uiso 1 1 d . . . H51B H -0.171(3) 0.723(2) 0.8544(17) 0.032(5) Uiso 1 1 d . . . H51A H -0.048(3) 0.616(2) 0.909(2) 0.043(6) Uiso 1 1 d . . . C52 C -0.0814(3) 0.5951(2) 0.7225(2) 0.0370(5) Uani 1 1 d . . . H52C H -0.028(3) 0.591(2) 0.648(2) 0.046(7) Uiso 1 1 d . . . H52B H -0.073(3) 0.511(2) 0.7737(19) 0.037(6) Uiso 1 1 d . . . H52A H -0.217(4) 0.628(3) 0.732(2) 0.061(8) Uiso 1 1 d . . . N100 N 0.2360(2) 0.41221(16) 0.83738(15) 0.0360(4) Uani 1 1 d . . . C100 C 0.2072(3) 0.30613(19) 0.86953(16) 0.0323(4) Uani 1 1 d . . . C101 C 0.1719(4) 0.1707(2) 0.9092(3) 0.0514(6) Uani 1 1 d . . . H10C H 0.191(4) 0.135(3) 0.978(3) 0.066(9) Uiso 1 1 d . . . H10B H 0.048(5) 0.154(3) 0.912(3) 0.083(10) Uiso 1 1 d . . . H10A H 0.238(6) 0.127(4) 0.866(4) 0.117(15) Uiso 1 1 d . . . Cl1 Cl -0.18793(6) 0.13699(4) 0.73059(3) 0.02809(12) Uani 1 1 d . . . O11 O -0.1508(2) 0.02279(14) 0.81493(13) 0.0465(4) Uani 1 1 d . . . O12 O -0.1097(2) 0.12861(17) 0.62496(12) 0.0511(4) Uani 1 1 d . . . O13 O -0.37677(19) 0.15592(14) 0.73919(13) 0.0415(4) Uani 1 1 d . . . O14 O -0.1155(2) 0.24462(15) 0.74414(13) 0.0466(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02662(14) 0.02160(14) 0.02487(14) -0.00609(10) -0.00189(9) -0.00198(9) N1 0.0198(7) 0.0211(7) 0.0237(7) -0.0074(6) -0.0042(5) 0.0030(5) C1 0.0258(9) 0.0220(9) 0.0258(9) -0.0048(7) -0.0038(7) -0.0037(7) C2 0.0304(9) 0.0200(9) 0.0216(8) -0.0026(7) -0.0033(7) 0.0016(7) C3 0.0254(9) 0.0200(9) 0.0314(10) -0.0073(8) -0.0045(7) 0.0046(7) C4 0.0243(9) 0.0296(10) 0.0306(10) -0.0085(8) -0.0086(7) 0.0044(7) N5 0.0236(7) 0.0243(8) 0.0282(8) -0.0089(6) -0.0047(6) -0.0016(6) C11 0.0179(8) 0.0251(9) 0.0264(9) -0.0085(7) -0.0054(6) -0.0006(6) N12 0.0251(7) 0.0228(7) 0.0247(7) -0.0044(6) -0.0071(6) -0.0013(6) C13 0.0353(10) 0.0312(10) 0.0248(9) -0.0005(8) -0.0070(8) -0.0060(8) C14 0.0431(12) 0.0522(13) 0.0221(10) -0.0076(9) -0.0044(8) -0.0119(10) C15 0.0428(12) 0.0550(14) 0.0327(11) -0.0226(11) -0.0043(9) -0.0101(10) C16 0.0307(10) 0.0338(11) 0.0349(10) -0.0170(9) -0.0017(8) -0.0064(8) C21 0.0226(8) 0.0191(8) 0.0222(8) -0.0066(7) -0.0069(6) -0.0019(6) N22 0.0216(7) 0.0185(7) 0.0219(7) -0.0049(6) -0.0056(5) -0.0011(5) C23 0.0268(9) 0.0205(8) 0.0264(9) -0.0076(7) -0.0092(7) 0.0001(7) C24 0.0279(9) 0.0246(9) 0.0338(10) -0.0142(8) -0.0100(8) 0.0043(7) C25 0.0236(9) 0.0367(11) 0.0292(9) -0.0156(8) 0.0006(7) -0.0010(7) C26 0.0304(9) 0.0251(9) 0.0234(9) -0.0067(7) -0.0024(7) -0.0033(7) C51 0.0263(10) 0.0398(12) 0.0337(11) -0.0132(10) -0.0002(8) 0.0004(8) C52 0.0292(10) 0.0333(11) 0.0538(13) -0.0167(10) -0.0147(9) -0.0025(8) N100 0.0369(9) 0.0270(9) 0.0390(9) -0.0044(7) -0.0047(7) -0.0054(7) C100 0.0348(10) 0.0308(11) 0.0295(10) -0.0060(8) -0.0090(8) 0.0006(8) C101 0.0710(18) 0.0248(11) 0.0589(16) -0.0020(11) -0.0312(14) -0.0065(11) Cl1 0.0303(2) 0.0270(2) 0.0234(2) -0.00462(18) -0.00436(17) 0.00151(17) O11 0.0564(10) 0.0320(8) 0.0399(8) 0.0032(7) -0.0129(7) 0.0050(7) O12 0.0545(10) 0.0679(11) 0.0307(8) -0.0211(8) -0.0052(7) 0.0144(8) O13 0.0298(7) 0.0385(8) 0.0511(9) -0.0104(7) -0.0042(6) 0.0010(6) O14 0.0548(9) 0.0381(8) 0.0478(9) -0.0103(7) -0.0123(7) -0.0151(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N100 2.0380(17) . ? Cu1 N22 2.0613(14) . ? Cu1 N12 2.0932(15) . ? Cu1 N5 2.2608(15) . ? Cu1 N1 2.4236(14) . ? N1 C1 1.450(2) . ? N1 C2 1.456(2) . ? N1 C3 1.462(2) . ? C1 C11 1.506(2) . ? C2 C21 1.517(2) . ? C3 C4 1.513(3) . ? C4 N5 1.475(2) . ? N5 C51 1.461(2) . ? N5 C52 1.466(2) . ? C11 N12 1.343(2) . ? C11 C16 1.387(3) . ? N12 C13 1.341(2) . ? C13 C14 1.375(3) . ? C14 C15 1.372(3) . ? C15 C16 1.380(3) . ? C21 N22 1.343(2) . ? C21 C26 1.378(2) . ? N22 C23 1.351(2) . ? C23 C24 1.372(3) . ? C24 C25 1.381(3) . ? C25 C26 1.387(3) . ? N100 C100 1.137(3) . ? C100 C101 1.449(3) . ? Cl1 O12 1.4291(15) . ? Cl1 O13 1.4320(15) . ? Cl1 O11 1.4319(15) . ? Cl1 O14 1.4412(15) . ? 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 N100 Cu1 N22 105.86(6) . . ? N100 Cu1 N12 107.76(7) . . ? N22 Cu1 N12 116.46(6) . . ? N100 Cu1 N5 97.76(6) . . ? N22 Cu1 N5 124.98(5) . . ? N12 Cu1 N5 101.64(5) . . ? N100 Cu1 N1 173.79(6) . . ? N22 Cu1 N1 76.04(5) . . ? N12 Cu1 N1 76.10(5) . . ? N5 Cu1 N1 76.53(5) . . ? C1 N1 C2 113.42(14) . . ? C1 N1 C3 114.16(14) . . ? C2 N1 C3 114.17(14) . . ? C1 N1 Cu1 102.07(10) . . ? C2 N1 Cu1 104.28(10) . . ? C3 N1 Cu1 107.24(10) . . ? N1 C1 C11 111.66(14) . . ? N1 C2 C21 112.19(14) . . ? N1 C3 C4 111.14(14) . . ? N5 C4 C3 112.75(15) . . ? C51 N5 C52 108.87(16) . . ? C51 N5 C4 110.91(15) . . ? C52 N5 C4 109.86(15) . . ? C51 N5 Cu1 107.28(11) . . ? C52 N5 Cu1 110.14(12) . . ? C4 N5 Cu1 109.73(10) . . ? N12 C11 C16 121.99(17) . . ? N12 C11 C1 116.65(15) . . ? C16 C11 C1 121.34(16) . . ? C13 N12 C11 117.70(16) . . ? C13 N12 Cu1 122.85(13) . . ? C11 N12 Cu1 118.02(12) . . ? N12 C13 C14 123.37(19) . . ? C15 C14 C13 118.70(19) . . ? C14 C15 C16 119.02(19) . . ? C15 C16 C11 119.20(19) . . ? N22 C21 C26 122.48(15) . . ? N22 C21 C2 117.16(14) . . ? C26 C21 C2 120.31(15) . . ? C21 N22 C23 117.56(14) . . ? C21 N22 Cu1 120.28(11) . . ? C23 N22 Cu1 121.72(12) . . ? N22 C23 C24 123.03(17) . . ? C23 C24 C25 119.10(17) . . ? C24 C25 C26 118.41(17) . . ? C21 C26 C25 119.39(17) . . ? C100 N100 Cu1 169.68(18) . . ? N100 C100 C101 179.2(3) . . ? O12 Cl1 O13 109.86(10) . . ? O12 Cl1 O11 110.29(10) . . ? O13 Cl1 O11 109.59(10) . . ? O12 Cl1 O14 109.21(10) . . ? O13 Cl1 O14 108.43(9) . . ? O11 Cl1 O14 109.44(10) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.376 _refine_diff_density_min -0.498 _refine_diff_density_rms 0.083