# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_os77 _database_code_depnum_ccdc_archive 'CCDC 904586' _audit_creation_date 2012-07-17T10:14:17-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common HguaCuW _chemical_formula_moiety 'C9 Cu H0 N11 W' _chemical_formula_sum 'C9 Cu H0 N11 W' _chemical_formula_weight 509.59 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 33.1260(5) _cell_length_b 7.0000(2) _cell_length_c 14.8090(11) _cell_angle_alpha 90 _cell_angle_beta 109.283(2) _cell_angle_gamma 90 _cell_volume 3241.3(3) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8431 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 2.089 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1872 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 0 -1 0.015 0 0 1 0.03 2 1 0 0.135 -2 -1 0 0.135 -2 1 0 0.146 2 -1 0 0.125 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 8.416 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_process_details '(DENZO-SMN; Otwinowski & Minor, 1997)' _exptl_absorpt_correction_T_min 0.1422 _exptl_absorpt_correction_T_max 0.6783 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type ; by Bruker AXS Collect from scalepack cell ; _diffrn_orient_matrix_ub_11 0.0385152 _diffrn_orient_matrix_ub_12 -0.002275 _diffrn_orient_matrix_ub_13 -0.0239365 _diffrn_orient_matrix_ub_21 -0.0454808 _diffrn_orient_matrix_ub_22 0.082322 _diffrn_orient_matrix_ub_23 -0.0175502 _diffrn_orient_matrix_ub_31 0.0328272 _diffrn_orient_matrix_ub_32 0.1167233 _diffrn_orient_matrix_ub_33 0.0119112 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_reflns_av_R_equivalents 0.0628 _diffrn_reflns_av_unetI/netI 0.0534 _diffrn_reflns_number 8446 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 42 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.918 _diffrn_measured_fraction_theta_max 0.918 _reflns_number_total 3410 _reflns_number_gt 2198 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'Collect (Bruker AXS BV, 1997-2004)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep (Johnson, 1976)' #----------------------------------------------------------------------------# # STRUCTURE SOLUTION #----------------------------------------------------------------------------# _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'no H-Atoms' #----------------------------------------------------------------------------# # 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^)+(0.0756P)^2^+83.2881P] where P=(Fo^2^+2Fc^2^)/3 ; _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_number_reflns 3410 _refine_ls_number_parameters 124 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0758 _refine_ls_R_factor_gt 0.0535 _refine_ls_wR_factor_ref 0.1588 _refine_ls_wR_factor_gt 0.1433 _refine_ls_goodness_of_fit_gt 135.661 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0 _refine_diff_density_max 3.235 _refine_diff_density_min -2.363 _refine_diff_density_rms 0.317 #----------------------------------------------------------------------------# # 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.849 6.8722 '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 W1 W 0.142954(10) 0.50028(6) 0.54543(2) 0.01362(16) Uani 1 1 d . . . Cu2 Cu 0.31654(4) 0.49983(18) 0.67451(7) 0.0142(2) Uani 1 1 d . . . C11 C 0.2124(3) 0.5038(18) 0.5973(7) 0.024(2) Uiso 1 1 d . A . N11 N 0.2489(3) 0.4923(15) 0.6250(7) 0.0282(19) Uiso 1 1 d . . . C12 C 0.1628(6) 0.292(3) 0.4617(13) 0.066(5) Uiso 1 1 d . A . N12 N 0.1731(5) 0.206(2) 0.4083(11) 0.066(4) Uiso 1 1 d . . . C13 C 0.1622(3) 0.6993(13) 0.4578(6) 0.0123(18) Uiso 1 1 d . A . N13 N 0.1719(3) 0.8113(14) 0.4126(7) 0.028(2) Uiso 1 1 d . . . C14 C 0.1628(6) 0.710(3) 0.6609(13) 0.058(4) Uiso 1 1 d . A . N14 N 0.1722(6) 0.798(3) 0.7304(12) 0.076(5) Uiso 1 1 d . . . C15 C 0.1616(3) 0.3049(14) 0.6627(7) 0.0148(19) Uiso 1 1 d . A . N15 N 0.1721(3) 0.1928(14) 0.7225(6) 0.0232(19) Uiso 1 1 d . . . C16A C 0.1012(6) 0.766(3) 0.5221(13) 0.012(4) Uiso 0.5 1 d P A 1 N16A N 0.0806(7) 0.892(3) 0.5041(15) 0.035(5) Uiso 0.5 1 d P A 1 C17A C 0.0904(9) 0.448(4) 0.4207(19) 0.035(6) Uiso 0.5 1 d P A 1 N17A N 0.0637(9) 0.427(4) 0.3442(19) 0.048(6) Uiso 0.5 1 d P A 1 C18A C 0.0897(9) 0.450(4) 0.5980(18) 0.031(5) Uiso 0.5 1 d P A 1 N18A N 0.0602(13) 0.404(6) 0.619(3) 0.086(10) Uiso 0.5 1 d P A 1 C16B C 0.1063(8) 0.251(3) 0.5099(16) 0.026(5) Uiso 0.5 1 d P A 2 N16B N 0.0852(8) 0.117(4) 0.4939(17) 0.046(6) Uiso 0.5 1 d P A 2 C17B C 0.0923(8) 0.551(4) 0.4101(16) 0.025(5) Uiso 0.5 1 d P A 2 N17B N 0.0648(11) 0.579(5) 0.337(2) 0.066(8) Uiso 0.5 1 d P A 2 C18B C 0.0904(7) 0.585(3) 0.5880(16) 0.023(5) Uiso 0.5 1 d P A 2 N18B N 0.0623(7) 0.615(3) 0.6096(15) 0.036(5) Uiso 0.5 1 d P A 2 C1 C 0.0220(6) 0.945(3) 0.6676(13) 0.060(4) Uiso 1 1 d . . . N2 N 0.0014(6) 1.074(3) 0.6167(12) 0.077(5) Uiso 1 1 d . . . N3 N 0.0609(6) 1.000(3) 0.7283(12) 0.071(4) Uiso 1 1 d . . . N4 N 0.0051(7) 0.775(3) 0.6679(14) 0.087(5) 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 W1 0.0175(2) 0.0126(2) 0.0108(2) 0.00402(15) 0.00480(15) -0.00108(19) Cu2 0.0215(6) 0.0110(5) 0.0110(5) -0.0010(5) 0.0068(4) -0.0008(6) #----------------------------------------------------------------------------# # 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 W1 C16B 2.09(3) . ? W1 C17A 2.11(3) . ? W1 C18B 2.12(2) . ? W1 C15 2.135(10) . ? W1 C13 2.140(9) . ? W1 C12 2.15(2) . ? W1 C11 2.172(11) . ? W1 C17B 2.18(2) . ? W1 C18A 2.18(3) . ? W1 C14 2.184(19) . ? W1 C16A 2.277(19) . ? Cu2 N14 1.943(18) 4_546 ? Cu2 N13 1.970(10) 7_566 ? Cu2 N15 1.979(9) 4_556 ? Cu2 N12 1.993(16) 7_556 ? Cu2 N11 2.115(10) . ? C11 N11 1.143(15) . ? C12 N12 1.13(2) . ? N12 Cu2 1.993(16) 7_556 ? C13 N13 1.144(13) . ? N13 Cu2 1.970(10) 7_566 ? C14 N14 1.15(2) . ? N14 Cu2 1.943(18) 4_556 ? C15 N15 1.148(13) . ? N15 Cu2 1.979(9) 4_546 ? C16A N16A 1.09(3) . ? C17A N17A 1.19(4) . ? C18A N18A 1.16(4) . ? C16B N16B 1.15(3) . ? C17B N17B 1.18(4) . ? C18B N18B 1.10(3) . ? C1 N2 1.23(2) . ? C1 N4 1.32(3) . ? C1 N3 1.36(3) . ? 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 C16B W1 C17A 52.6(11) . . ? C16B W1 C18B 81.0(9) . . ? C17A W1 C18B 77.7(10) . . ? C16B W1 C15 70.0(7) . . ? C17A W1 C15 122.2(9) . . ? C18B W1 C15 89.0(7) . . ? C16B W1 C13 130.9(7) . . ? C17A W1 C13 84.7(8) . . ? C18B W1 C13 115.9(7) . . ? C15 W1 C13 147.8(4) . . ? C16B W1 C12 63.3(8) . . ? C17A W1 C12 72.5(9) . . ? C18B W1 C12 142.8(8) . . ? C15 W1 C12 88.4(6) . . ? C13 W1 C12 83.3(5) . . ? C16B W1 C11 123.9(8) . . ? C17A W1 C11 141.5(8) . . ? C18B W1 C11 140.3(7) . . ? C15 W1 C11 74.5(4) . . ? C13 W1 C11 73.3(4) . . ? C12 W1 C11 73.9(6) . . ? C16B W1 C17B 72.4(10) . . ? C17A W1 C17B 19.9(8) . . ? C18B W1 C17B 76.7(9) . . ? C15 W1 C17B 141.3(7) . . ? C13 W1 C17B 68.3(7) . . ? C12 W1 C17B 82.5(8) . . ? C11 W1 C17B 136.8(7) . . ? C16B W1 C18A 58.9(9) . . ? C17A W1 C18A 75.7(10) . . ? C18B W1 C18A 25.8(9) . . ? C15 W1 C18A 69.9(7) . . ? C13 W1 C18A 139.6(7) . . ? C12 W1 C18A 122.1(9) . . ? C11 W1 C18A 139.8(7) . . ? C17B W1 C18A 83.5(9) . . ? C16B W1 C14 139.3(8) . . ? C17A W1 C14 138.6(9) . . ? C18B W1 C14 69.1(8) . . ? C15 W1 C14 82.1(5) . . ? C13 W1 C14 88.0(5) . . ? C12 W1 C14 146.7(7) . . ? C11 W1 C14 72.9(6) . . ? C17B W1 C14 123.6(8) . . ? C18A W1 C14 84.2(8) . . ? C16B W1 C16A 111.8(8) . . ? C17A W1 C16A 74.1(10) . . ? C18B W1 C16A 45.6(8) . . ? C15 W1 C16A 130.2(5) . . ? C13 W1 C16A 70.3(5) . . ? C12 W1 C16A 138.8(7) . . ? C11 W1 C16A 124.3(6) . . ? C17B W1 C16A 58.8(8) . . ? C18A W1 C16A 70.5(8) . . ? C14 W1 C16A 65.1(7) . . ? N14 Cu2 N13 158.5(6) 4_546 7_566 ? N14 Cu2 N15 89.8(6) 4_546 4_556 ? N13 Cu2 N15 91.0(4) 7_566 4_556 ? N14 Cu2 N12 83.7(7) 4_546 7_556 ? N13 Cu2 N12 88.4(5) 7_566 7_556 ? N15 Cu2 N12 160.1(6) 4_556 7_556 ? N14 Cu2 N11 99.2(6) 4_546 . ? N13 Cu2 N11 101.6(4) 7_566 . ? N15 Cu2 N11 101.2(4) 4_556 . ? N12 Cu2 N11 98.4(6) 7_556 . ? N11 C11 W1 175.3(11) . . ? C11 N11 Cu2 174.5(10) . . ? N12 C12 W1 169.1(18) . . ? C12 N12 Cu2 165.1(17) . 7_556 ? N13 C13 W1 177.3(9) . . ? C13 N13 Cu2 174.7(10) . 7_566 ? N14 C14 W1 169.4(17) . . ? C14 N14 Cu2 165.6(17) . 4_556 ? N15 C15 W1 176.3(9) . . ? C15 N15 Cu2 173.6(9) . 4_546 ? N16A C16A W1 174.8(18) . . ? N17A C17A W1 172(2) . . ? N18A C18A W1 172(3) . . ? N16B C16B W1 176(2) . . ? N17B C17B W1 180(3) . . ? N18B C18B W1 175(2) . . ? N2 C1 N4 121(2) . . ? N2 C1 N3 114.4(19) . . ? N4 C1 N3 124.1(19) . . ? # The following lines are used to test the character set of files sent by # network email or other means. They are not part of the CIF data set # abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789 # !@#$%^&*()_+{}:"~<>?|\-=[];'`,./ # END of CIF