Supplementary Material (ESI) for Journal of Materials Chemistry This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 1145 loop_ _publ_author_name 'De Caro,Dominique' 'M. Almeida' 'Helena Alves' 'Sylvain Caillieux' 'Mohamed Elgaddari' 'Christophe Faulmann' 'J. Fraxedas' 'Isabelle Malfant' 'F. Senocq' 'Lydie Valade' 'Antoine Zwick' _publ_contact_author_name 'Dr Dominique De Caro' _publ_contact_author_address ; Laboratoire de Chimie de Coordination (CNRS) 205, route de Narbonne Toulouse 31077 FRANCE ; _publ_contact_author_email decaro@lcc-toulouse.fr _publ_contact_author_phone 33-5-61-33-31-37 _publ_contact_author_fax 33-5-61-55-30-03 _publ_requested_journal 'Journal of Materials Chemistry' _publ_section_title ; Conducting oriented-[(n-C4H9)4N]2[Ni(dcbdt)2]5 and new (BEDT-TTF)[Ni(dcbdt)2] phases as thin films, electrodeposited on silicon substrates ; data_ET-Ni(dcbdt)2 _database_code_depnum_ccdc_archive 'CCDC 237448' _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ; bisethylenedithiotetrathiafulvalene [bis(4,5-dicyanobenzene-1,2-dithiolato)- nickelate(III)] ; _chemical_melting_point ? _chemical_formula_moiety 'C16 H4 N4 Ni S4, C10 H8 S8' _chemical_formula_sum 'C26 H12 N4 Ni S12' _chemical_formula_weight 823.83 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 '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 _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.9335(7) _cell_length_b 8.3487(11) _cell_length_c 13.6785(18) _cell_angle_alpha 101.919(11) _cell_angle_beta 103.247(10) _cell_angle_gamma 98.177(10) _cell_volume 739.02(16) _cell_formula_units_Z 1 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 1237 _cell_measurement_theta_min 2.6354 _cell_measurement_theta_max 32.0182 _exptl_crystal_description plate _exptl_crystal_colour black _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.851 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 _exptl_absorpt_coefficient_mu 1.534 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_probe ? _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'XCalibur Oxford Diffraction' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8328 _diffrn_reflns_av_R_equivalents 0.0692 _diffrn_reflns_av_sigmaI/netI 0.2084 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 32.09 _reflns_number_total 4707 _reflns_number_gt 1985 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++) (compiled Jun 6 2003,13:53:32) ; _computing_structure_solution 'SIR97 (Altomare, 2002)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997); Cameron (Watkin, 1996)' _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^)]' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4707 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1332 _refine_ls_R_factor_gt 0.0458 _refine_ls_wR_factor_ref 0.0732 _refine_ls_wR_factor_gt 0.0569 _refine_ls_goodness_of_fit_ref 0.684 _refine_ls_restrained_S_all 0.684 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_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_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 Ni1 Ni 0.0000 0.0000 0.0000 0.01552(18) Uani 1 2 d S . . S1 S -0.07141(14) 0.20120(12) 0.10300(8) 0.0186(2) Uani 1 1 d . . . S2 S 0.31923(15) 0.08687(13) 0.06795(8) 0.0189(2) Uani 1 1 d . . . C1 C 0.1597(5) 0.3070(4) 0.1860(3) 0.0167(9) Uani 1 1 d . . . C2 C 0.3357(5) 0.2547(5) 0.1678(3) 0.0147(8) Uani 1 1 d . . . C3 C 0.5250(6) 0.3434(5) 0.2346(3) 0.0186(9) Uani 1 1 d . . . H3 H 0.636(5) 0.320(4) 0.227(3) 0.016(11) Uiso 1 1 d . . . C4 C 0.5399(5) 0.4724(5) 0.3173(3) 0.0174(9) Uani 1 1 d . . . C5 C 0.3622(5) 0.5236(5) 0.3373(3) 0.0155(8) Uani 1 1 d . . . C6 C 0.1749(6) 0.4407(5) 0.2708(3) 0.0162(9) Uani 1 1 d . . . H6 H 0.060(4) 0.470(4) 0.288(2) 0.007(9) Uiso 1 1 d . . . C7 C 0.7352(6) 0.5574(5) 0.3840(3) 0.0204(9) Uani 1 1 d . . . C8 C 0.3807(5) 0.6556(5) 0.4273(3) 0.0219(9) Uani 1 1 d . . . N1 N 0.8873(5) 0.6270(4) 0.4366(3) 0.0316(9) Uani 1 1 d . . . N2 N 0.4041(5) 0.7596(4) 0.4987(3) 0.0296(9) Uani 1 1 d . . . C11 C 0.5532(5) 0.5611(4) 0.0416(3) 0.0168(9) Uani 1 1 d . . . S11 S 0.44209(15) 0.69495(13) 0.11522(8) 0.0215(2) Uani 1 1 d . . . S12 S 0.81510(15) 0.60544(13) 0.08160(8) 0.0217(3) Uani 1 1 d . . . C12 C 0.8387(6) 0.7699(5) 0.1864(3) 0.0173(9) Uani 1 1 d . . . C13 C 0.6654(6) 0.8116(4) 0.2035(3) 0.0169(9) Uani 1 1 d . . . S13 S 0.63402(15) 0.96173(13) 0.30493(8) 0.0253(3) Uani 1 1 d . . . S14 S 1.08849(15) 0.86462(14) 0.25504(9) 0.0258(3) Uani 1 1 d . . . C14 C 1.0530(6) 0.9930(6) 0.3706(3) 0.0257(10) Uani 1 1 d . . . H141 H 1.202(5) 1.081(4) 0.409(2) 0.014(10) Uiso 1 1 d . . . H142 H 1.035(5) 0.928(4) 0.417(3) 0.014(10) Uiso 1 1 d . . . C15 C 0.8853(7) 1.0893(6) 0.3499(4) 0.0262(11) Uani 1 1 d . . . H151 H 0.908(6) 1.136(5) 0.303(3) 0.037(14) Uiso 1 1 d . . . H152 H 0.881(5) 1.163(4) 0.412(3) 0.019(11) 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 Ni1 0.0139(4) 0.0144(4) 0.0159(4) -0.0004(3) 0.0032(3) 0.0025(3) S1 0.0129(5) 0.0191(6) 0.0203(6) -0.0028(4) 0.0034(4) 0.0048(4) S2 0.0157(5) 0.0171(6) 0.0211(6) -0.0019(4) 0.0048(4) 0.0039(4) C1 0.017(2) 0.010(2) 0.020(2) -0.0008(17) 0.0043(17) -0.0014(16) C2 0.0141(19) 0.014(2) 0.016(2) 0.0039(16) 0.0031(16) 0.0030(16) C3 0.019(2) 0.017(2) 0.023(2) 0.0043(18) 0.0099(19) 0.0097(18) C4 0.014(2) 0.019(2) 0.016(2) 0.0027(17) 0.0023(16) 0.0013(16) C5 0.020(2) 0.014(2) 0.012(2) 0.0028(16) 0.0047(16) 0.0053(16) C6 0.0118(19) 0.022(2) 0.015(2) 0.0031(17) 0.0054(16) 0.0051(16) C7 0.021(2) 0.015(2) 0.022(2) -0.0029(17) 0.0043(18) 0.0041(17) C8 0.015(2) 0.027(2) 0.025(3) 0.006(2) 0.0077(18) 0.0051(18) N1 0.022(2) 0.025(2) 0.037(2) -0.0047(18) -0.0009(17) 0.0025(16) N2 0.031(2) 0.027(2) 0.025(2) -0.0075(17) 0.0126(18) 0.0018(17) C11 0.021(2) 0.015(2) 0.015(2) 0.0064(16) 0.0031(17) 0.0033(17) S11 0.0197(5) 0.0190(6) 0.0211(6) -0.0035(5) 0.0036(4) 0.0036(4) S12 0.0195(5) 0.0199(6) 0.0220(6) -0.0034(5) 0.0056(5) 0.0041(4) C12 0.023(2) 0.012(2) 0.013(2) -0.0033(16) 0.0040(17) 0.0000(16) C13 0.021(2) 0.012(2) 0.016(2) 0.0014(16) 0.0030(17) 0.0040(16) S13 0.0212(6) 0.0232(6) 0.0247(6) -0.0077(5) 0.0063(5) 0.0024(5) S14 0.0180(5) 0.0280(7) 0.0266(7) -0.0012(5) 0.0034(5) 0.0051(5) C14 0.025(2) 0.026(3) 0.021(3) 0.000(2) 0.006(2) 0.001(2) C15 0.026(3) 0.023(3) 0.027(3) 0.000(2) 0.010(2) 0.001(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 Ni1 S2 2.1473(10) . ? Ni1 S2 2.1473(10) 2 ? Ni1 S1 2.1518(10) 2 ? Ni1 S1 2.1518(10) . ? S1 C1 1.728(4) . ? S2 C2 1.713(4) . ? C1 C6 1.407(5) . ? C1 C2 1.410(5) . ? C2 C3 1.415(5) . ? C3 C4 1.365(5) . ? C3 H3 0.85(3) . ? C4 C5 1.425(5) . ? C4 C7 1.436(5) . ? C5 C6 1.391(5) . ? C5 C8 1.440(5) . ? C6 H6 0.93(3) . ? C7 N1 1.128(4) . ? C8 N2 1.127(5) . ? C11 C11 1.342(7) 2_665 ? C11 S11 1.730(4) . ? C11 S12 1.733(4) . ? S11 C13 1.741(4) . ? S12 C12 1.727(4) . ? C12 C13 1.355(5) . ? C12 S14 1.750(4) . ? C13 S13 1.744(4) . ? S13 C15 1.805(5) . ? S14 C14 1.806(4) . ? C14 C15 1.513(6) . ? C14 H141 1.12(3) . ? C14 H142 0.94(3) . ? C15 H151 0.85(4) . ? C15 H152 0.95(4) . ? 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 S2 Ni1 S2 180.0 . 2 ? S2 Ni1 S1 87.66(4) . 2 ? S2 Ni1 S1 92.34(4) 2 2 ? S2 Ni1 S1 92.34(4) . . ? S2 Ni1 S1 87.66(4) 2 . ? S1 Ni1 S1 180.00(6) 2 . ? C1 S1 Ni1 104.49(13) . . ? C2 S2 Ni1 104.07(13) . . ? C6 C1 C2 120.0(3) . . ? C6 C1 S1 121.7(3) . . ? C2 C1 S1 118.3(3) . . ? C1 C2 C3 118.3(3) . . ? C1 C2 S2 120.6(3) . . ? C3 C2 S2 121.1(3) . . ? C4 C3 C2 121.8(4) . . ? C4 C3 H3 115(2) . . ? C2 C3 H3 123(2) . . ? C3 C4 C5 120.1(3) . . ? C3 C4 C7 119.9(4) . . ? C5 C4 C7 120.0(4) . . ? C6 C5 C4 118.9(3) . . ? C6 C5 C8 121.8(3) . . ? C4 C5 C8 119.2(3) . . ? C5 C6 C1 120.9(3) . . ? C5 C6 H6 117(2) . . ? C1 C6 H6 121(2) . . ? N1 C7 C4 178.7(5) . . ? N2 C8 C5 177.0(4) . . ? C11 C11 S11 123.1(4) 2_665 . ? C11 C11 S12 123.1(4) 2_665 . ? S11 C11 S12 113.77(19) . . ? C11 S11 C13 96.61(18) . . ? C12 S12 C11 96.63(18) . . ? C13 C12 S12 116.9(3) . . ? C13 C12 S14 128.5(3) . . ? S12 C12 S14 114.5(2) . . ? C12 C13 S11 116.0(3) . . ? C12 C13 S13 128.8(3) . . ? S11 C13 S13 115.1(2) . . ? C13 S13 C15 100.0(2) . . ? C12 S14 C14 101.48(19) . . ? C15 C14 S14 114.0(3) . . ? C15 C14 H141 110.4(17) . . ? S14 C14 H141 105.2(17) . . ? C15 C14 H142 112(2) . . ? S14 C14 H142 110(2) . . ? H141 C14 H142 105(3) . . ? C14 C15 S13 114.4(3) . . ? C14 C15 H151 105(3) . . ? S13 C15 H151 109(3) . . ? C14 C15 H152 111(2) . . ? S13 C15 H152 103(2) . . ? H151 C15 H152 115(4) . . ? _diffrn_measured_fraction_theta_max 0.909 _diffrn_reflns_theta_full 32.09 _diffrn_measured_fraction_theta_full 0.909 _refine_diff_density_max 0.535 _refine_diff_density_min -0.523 _refine_diff_density_rms 0.117