Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_arc _database_code_CSD 172492 _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Chakravarty, Akhil' 'Nethaji, Munirathinam' 'Reddy, Pattubala A.N.' 'Santra, Bidyut K.' _publ_contact_author_name 'Prof Akhil Chakravarty' _publ_contact_author_address ; Department of Inorganic and Physical Chemistry Indian Institute of Science Bangalore 560012 INDIA ; _publ_contact_author_email 'ARC@IPC.IISC.ERNET.IN' _publ_section_title ; Structural Model for the CuB site of dopamine B-hydroxylase and peptidylglycine a-hydroxylating monooxygenase: crystal structure of a copper(II) complex showing a N3OS coorfinatyion and an azial sulphur ligation ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; (1,10-phenanthroline)(2-(methylthiophenyl)salicylaldiminato)copper(II) monoperchlorate ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H20 Cl Cu N3 O5 S' _chemical_formula_weight 585.50 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' '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' '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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.366(2) _cell_length_b 10.706(6) _cell_length_c 13.686(3) _cell_angle_alpha 100.20(3) _cell_angle_beta 105.568(17) _cell_angle_gamma 101.83(3) _cell_volume 1254.1(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 7.35 _cell_measurement_theta_max 12.25 _exptl_crystal_description rectangular _exptl_crystal_colour green _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn '1.551 mg m-3' _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 598 _exptl_absorpt_coefficient_mu 1.104 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.6603 _exptl_absorpt_correction_T_max 0.8431 _exptl_absorpt_process_details psi-scan ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius CAD4' _diffrn_measurement_method 'omega/2theta scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 400 _diffrn_standards_interval_time '3600 scans exposure time' _diffrn_standards_decay_% <10% _diffrn_reflns_number 4684 _diffrn_reflns_av_R_equivalents 0.0130 _diffrn_reflns_av_sigmaI/netI 0.0121 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.59 _diffrn_reflns_theta_max 24.97 _reflns_number_total 4386 _reflns_number_gt 3929 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 Package' _computing_cell_refinement 'CAD4 Package' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995) ' _computing_structure_solution 'XCAD4 (Harms & Wocadlo, 1995) ' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 ' _computing_publication_material 'Wingx publication routines (Farrugia, 1999) ' _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^)+(0.0969P)^2^+1.0991P] 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 SHELXL _refine_ls_extinction_coef not applied _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4386 _refine_ls_number_parameters 415 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0506 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.1572 _refine_ls_wR_factor_gt 0.1514 _refine_ls_goodness_of_fit_ref 1.126 _refine_ls_restrained_S_all 1.126 _refine_ls_shift/su_max 0.548 _refine_ls_shift/su_mean 0.002 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 0.61088(5) 0.58165(4) 0.75348(3) 0.0480(2) Uani 1 1 d . . . Cl1 Cl 0.32549(13) 0.99763(11) 0.72352(9) 0.0671(3) Uani 1 1 d . . . S1 S 0.92301(10) 0.67918(9) 0.85691(7) 0.0447(2) Uani 1 1 d . . . O1 O 0.4625(3) 0.4703(2) 0.7906(2) 0.0508(6) Uani 1 1 d . . . O11 O 0.4322(7) 1.0130(7) 0.6683(5) 0.145(2) Uani 1 1 d . . . O12 O 0.3400(8) 0.8983(10) 0.7685(10) 0.250(6) Uani 1 1 d . . . O13 O 0.3557(11) 1.0943(10) 0.8008(9) 0.277(7) Uani 1 1 d . . . O14 O 0.1773(6) 0.9551(10) 0.6563(5) 0.180(3) Uani 1 1 d . . . N1 N 0.6530(4) 0.4284(3) 0.6707(2) 0.0473(7) Uani 1 1 d . . . N2 N 0.6462(3) 0.6619(3) 0.6324(2) 0.0441(6) Uani 1 1 d . . . N3 N 0.6343(3) 0.7373(3) 0.8610(2) 0.0389(6) Uani 1 1 d . . . C1 C 0.6555(6) 0.3135(4) 0.6926(4) 0.0599(11) Uani 1 1 d . . . C2 C 0.7091(6) 0.2219(5) 0.6381(4) 0.0688(12) Uani 1 1 d . . . C3 C 0.7564(6) 0.2469(4) 0.5564(4) 0.0651(11) Uani 1 1 d . . . C4 C 0.7516(5) 0.3669(4) 0.5283(3) 0.0525(9) Uani 1 1 d . . . C5 C 0.7936(5) 0.4029(5) 0.4418(3) 0.0644(11) Uani 1 1 d . . . C6 C 0.7860(5) 0.5189(5) 0.4205(3) 0.0661(12) Uani 1 1 d . . . C7 C 0.7366(5) 0.6132(4) 0.4824(3) 0.0547(9) Uani 1 1 d . . . C8 C 0.7242(6) 0.7351(5) 0.4645(4) 0.0705(13) Uani 1 1 d . . . C9 C 0.6739(7) 0.8157(5) 0.5280(4) 0.0717(13) Uani 1 1 d . . . C10 C 0.6368(5) 0.7770(4) 0.6120(3) 0.0572(10) Uani 1 1 d . . . C11 C 0.6997(4) 0.4552(4) 0.5892(3) 0.0434(8) Uani 1 1 d . . . C12 C 0.6941(4) 0.5801(4) 0.5677(2) 0.0427(7) Uani 1 1 d . . . C13 C 0.3929(4) 0.5049(3) 0.8577(3) 0.0423(7) Uani 1 1 d . . . C14 C 0.2698(5) 0.4102(4) 0.8647(3) 0.0523(9) Uani 1 1 d . . . C15 C 0.1935(5) 0.4395(4) 0.9348(3) 0.0535(9) Uani 1 1 d . . . C16 C 0.2353(5) 0.5636(4) 1.0017(3) 0.0541(9) Uani 1 1 d . . . C17 C 0.3535(4) 0.6578(4) 0.9969(3) 0.0512(9) Uani 1 1 d . . . C18 C 0.4335(4) 0.6334(4) 0.9245(3) 0.0416(7) Uani 1 1 d . . . C19 C 0.5539(4) 0.7388(4) 0.9243(3) 0.0419(7) Uani 1 1 d . . . C20 C 0.7499(4) 0.8517(3) 0.8691(3) 0.0406(7) Uani 1 1 d . . . C21 C 0.7228(5) 0.9763(4) 0.8796(3) 0.0510(9) Uani 1 1 d . . . C22 C 0.8329(6) 1.0814(4) 0.8769(4) 0.0616(11) Uani 1 1 d . . . C23 C 0.9708(6) 1.0645(4) 0.8655(4) 0.0662(12) Uani 1 1 d . . . C24 C 1.0004(5) 0.9451(4) 0.8580(3) 0.0539(9) Uani 1 1 d . . . C25 C 0.8909(4) 0.8365(3) 0.8603(3) 0.0415(7) Uani 1 1 d . . . C26 C 1.0439(6) 0.6700(6) 0.7747(4) 0.0580(10) Uani 1 1 d . . . H1 H 0.626(6) 0.302(5) 0.735(4) 0.062(14) Uiso 1 1 d . . . H2 H 0.699(6) 0.129(6) 0.652(4) 0.078(15) Uiso 1 1 d . . . H3 H 0.801(6) 0.194(5) 0.518(4) 0.074(14) Uiso 1 1 d . . . H5 H 0.831(5) 0.339(5) 0.401(4) 0.063(12) Uiso 1 1 d . . . H6 H 0.815(7) 0.553(6) 0.365(5) 0.099(19) Uiso 1 1 d . . . H8 H 0.749(6) 0.762(5) 0.413(4) 0.069(14) Uiso 1 1 d . . . H9 H 0.663(6) 0.899(6) 0.521(4) 0.081(16) Uiso 1 1 d . . . H10 H 0.600(5) 0.827(4) 0.654(3) 0.052(11) Uiso 1 1 d . . . H14 H 0.236(5) 0.315(5) 0.820(4) 0.064(13) Uiso 1 1 d . . . H15 H 0.110(6) 0.377(5) 0.937(4) 0.069(13) Uiso 1 1 d . . . H16 H 0.185(6) 0.578(5) 1.046(4) 0.068(13) Uiso 1 1 d . . . H17 H 0.386(5) 0.747(5) 1.038(4) 0.065(13) Uiso 1 1 d . . . H19 H 0.581(5) 0.811(4) 0.973(4) 0.057(12) Uiso 1 1 d . . . H21 H 0.636(5) 0.990(4) 0.889(3) 0.050(11) Uiso 1 1 d . . . H22 H 0.809(6) 1.157(5) 0.882(4) 0.069(14) Uiso 1 1 d . . . H23 H 1.036(6) 1.127(6) 0.862(4) 0.081(16) Uiso 1 1 d . . . H24 H 1.088(5) 0.941(4) 0.848(3) 0.058(12) Uiso 1 1 d . . . H26A H 1.126(6) 0.719(4) 0.803(3) 0.048(12) Uiso 1 1 d . . . H26B H 1.054(7) 0.588(6) 0.769(5) 0.089(18) Uiso 1 1 d . . . H26C H 1.009(5) 0.703(4) 0.716(4) 0.055(12) Uiso 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 0.0649(3) 0.0374(3) 0.0499(3) 0.00625(19) 0.0371(2) 0.0101(2) Cl1 0.0670(7) 0.0670(7) 0.0687(7) 0.0192(5) 0.0279(5) 0.0102(5) S1 0.0436(5) 0.0505(5) 0.0487(5) 0.0159(4) 0.0239(4) 0.0157(4) O1 0.0638(16) 0.0411(13) 0.0534(14) 0.0048(11) 0.0371(13) 0.0076(11) O11 0.112(4) 0.207(6) 0.155(5) 0.075(5) 0.084(4) 0.041(4) O12 0.109(4) 0.268(10) 0.422(15) 0.273(11) 0.066(7) 0.021(5) O13 0.212(9) 0.234(10) 0.282(11) -0.169(9) 0.121(8) -0.021(7) O14 0.086(3) 0.335(10) 0.112(4) 0.031(5) 0.023(3) 0.070(5) N1 0.0585(18) 0.0439(16) 0.0428(15) 0.0054(12) 0.0263(14) 0.0115(13) N2 0.0494(16) 0.0431(15) 0.0369(14) 0.0073(12) 0.0139(12) 0.0077(12) N3 0.0384(14) 0.0381(14) 0.0416(14) 0.0057(11) 0.0178(12) 0.0096(11) C1 0.087(3) 0.044(2) 0.057(2) 0.0119(18) 0.040(2) 0.014(2) C2 0.098(3) 0.051(2) 0.065(3) 0.010(2) 0.035(3) 0.027(2) C3 0.082(3) 0.056(2) 0.062(3) 0.0015(19) 0.032(2) 0.027(2) C4 0.053(2) 0.060(2) 0.0420(19) -0.0003(16) 0.0212(16) 0.0123(17) C5 0.069(3) 0.081(3) 0.048(2) 0.004(2) 0.032(2) 0.021(2) C6 0.068(3) 0.093(3) 0.042(2) 0.014(2) 0.031(2) 0.015(2) C7 0.056(2) 0.067(2) 0.0367(18) 0.0130(17) 0.0168(16) 0.0054(18) C8 0.092(3) 0.073(3) 0.047(2) 0.024(2) 0.027(2) 0.008(2) C9 0.101(4) 0.058(3) 0.053(2) 0.021(2) 0.018(2) 0.015(2) C10 0.071(3) 0.048(2) 0.048(2) 0.0108(17) 0.0147(19) 0.0136(19) C11 0.0424(18) 0.0470(19) 0.0361(16) 0.0024(14) 0.0145(14) 0.0058(14) C12 0.0401(17) 0.0504(19) 0.0322(16) 0.0050(14) 0.0118(13) 0.0044(14) C13 0.0460(18) 0.0465(18) 0.0399(17) 0.0139(14) 0.0188(14) 0.0144(15) C14 0.060(2) 0.049(2) 0.054(2) 0.0163(17) 0.0277(18) 0.0108(17) C15 0.052(2) 0.056(2) 0.061(2) 0.0220(18) 0.0304(18) 0.0106(18) C16 0.054(2) 0.067(2) 0.057(2) 0.0188(19) 0.0351(19) 0.0213(19) C17 0.051(2) 0.057(2) 0.052(2) 0.0069(18) 0.0280(17) 0.0165(17) C18 0.0386(16) 0.0510(19) 0.0395(17) 0.0109(14) 0.0176(14) 0.0141(14) C19 0.0406(17) 0.0434(18) 0.0400(17) 0.0009(15) 0.0153(14) 0.0119(14) C20 0.0413(17) 0.0393(17) 0.0379(16) 0.0031(13) 0.0148(13) 0.0059(13) C21 0.053(2) 0.045(2) 0.053(2) 0.0046(16) 0.0183(17) 0.0131(16) C22 0.078(3) 0.037(2) 0.066(3) 0.0037(18) 0.026(2) 0.0111(19) C23 0.073(3) 0.045(2) 0.073(3) 0.0065(19) 0.032(2) -0.006(2) C24 0.047(2) 0.051(2) 0.059(2) 0.0060(17) 0.0247(18) 0.0012(16) C25 0.0414(17) 0.0443(18) 0.0373(16) 0.0065(13) 0.0155(14) 0.0072(14) C26 0.050(2) 0.071(3) 0.066(3) 0.019(2) 0.034(2) 0.023(2) _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 O1 1.877(3) . ? Cu1 N3 1.949(3) . ? Cu1 N1 1.995(3) . ? Cu1 N2 2.069(3) . ? Cu1 S1 2.7647(14) . ? Cl1 O13 1.265(6) . ? Cl1 O12 1.333(6) . ? Cl1 O14 1.374(6) . ? Cl1 O11 1.406(5) . ? S1 C25 1.765(4) . ? S1 C26 1.802(4) . ? O1 C13 1.306(4) . ? N1 C1 1.321(5) . ? N1 C11 1.357(5) . ? N2 C10 1.325(5) . ? N2 C12 1.360(5) . ? N3 C19 1.291(4) . ? N3 C20 1.424(4) . ? C1 C2 1.383(6) . ? C2 C3 1.357(7) . ? C3 C4 1.411(6) . ? C4 C11 1.397(5) . ? C4 C5 1.434(6) . ? C5 C6 1.336(7) . ? C6 C7 1.432(6) . ? C7 C8 1.392(7) . ? C7 C12 1.409(5) . ? C8 C9 1.358(7) . ? C9 C10 1.392(6) . ? C11 C12 1.427(5) . ? C13 C14 1.407(5) . ? C13 C18 1.424(5) . ? C14 C15 1.371(6) . ? C15 C16 1.386(6) . ? C16 C17 1.361(6) . ? C17 C18 1.414(5) . ? C18 C19 1.424(5) . ? C20 C25 1.398(5) . ? C20 C21 1.399(5) . ? C21 C22 1.375(6) . ? C22 C23 1.385(7) . ? C23 C24 1.355(6) . ? C24 C25 1.395(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 O1 Cu1 N3 95.25(11) . . ? O1 Cu1 N1 91.66(12) . . ? N3 Cu1 N1 162.28(13) . . ? O1 Cu1 N2 142.77(12) . . ? N3 Cu1 N2 102.23(12) . . ? N1 Cu1 N2 81.52(12) . . ? O1 Cu1 S1 128.65(9) . . ? N3 Cu1 S1 73.94(9) . . ? N1 Cu1 S1 89.01(10) . . ? N2 Cu1 S1 88.01(9) . . ? O13 Cl1 O12 102.9(9) . . ? O13 Cl1 O14 117.3(6) . . ? O12 Cl1 O14 103.3(6) . . ? O13 Cl1 O11 112.7(6) . . ? O12 Cl1 O11 108.3(5) . . ? O14 Cl1 O11 111.1(4) . . ? C25 S1 C26 103.1(2) . . ? C25 S1 Cu1 85.86(12) . . ? C26 S1 Cu1 115.13(19) . . ? C13 O1 Cu1 126.8(2) . . ? C1 N1 C11 118.5(3) . . ? C1 N1 Cu1 127.7(3) . . ? C11 N1 Cu1 113.4(2) . . ? C10 N2 C12 117.7(3) . . ? C10 N2 Cu1 131.4(3) . . ? C12 N2 Cu1 110.8(2) . . ? C19 N3 C20 120.4(3) . . ? C19 N3 Cu1 123.3(2) . . ? C20 N3 Cu1 116.3(2) . . ? N1 C1 C2 122.4(4) . . ? C3 C2 C1 119.9(4) . . ? C2 C3 C4 119.6(4) . . ? C11 C4 C3 116.8(4) . . ? C11 C4 C5 118.4(4) . . ? C3 C4 C5 124.9(4) . . ? C6 C5 C4 121.1(4) . . ? C5 C6 C7 122.1(4) . . ? C8 C7 C12 116.7(4) . . ? C8 C7 C6 125.4(4) . . ? C12 C7 C6 117.9(4) . . ? C9 C8 C7 120.1(4) . . ? C8 C9 C10 119.9(5) . . ? N2 C10 C9 122.5(4) . . ? N1 C11 C4 122.8(3) . . ? N1 C11 C12 116.7(3) . . ? C4 C11 C12 120.6(3) . . ? N2 C12 C7 123.2(3) . . ? N2 C12 C11 117.0(3) . . ? C7 C12 C11 119.8(3) . . ? O1 C13 C14 118.5(3) . . ? O1 C13 C18 123.9(3) . . ? C14 C13 C18 117.6(3) . . ? C15 C14 C13 121.4(4) . . ? C14 C15 C16 121.1(4) . . ? C17 C16 C15 119.1(4) . . ? C16 C17 C18 121.9(4) . . ? C17 C18 C13 118.8(3) . . ? C17 C18 C19 117.8(3) . . ? C13 C18 C19 123.4(3) . . ? N3 C19 C18 126.7(3) . . ? C25 C20 C21 119.6(3) . . ? C25 C20 N3 118.4(3) . . ? C21 C20 N3 121.9(3) . . ? C22 C21 C20 119.6(4) . . ? C21 C22 C23 120.3(4) . . ? C24 C23 C22 120.9(4) . . ? C23 C24 C25 120.2(4) . . ? C24 C25 C20 119.4(3) . . ? C24 C25 S1 123.3(3) . . ? C20 C25 S1 117.3(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.97 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.947 _refine_diff_density_min -0.463 _refine_diff_density_rms 0.075