# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2131 data_gua _publ_contact_author_name 'Prof. G. Henkel' _publ_contact_author_address ; Gerhard-Mercator-Universit\"at Duisburg Institut f\"ur Synthesechemie Lotharstrasse 1 47048 Duisburg (Germany) ; _publ_contact_author_phone 'intl-code-49-203-3793186' _publ_contact_author_fax 'intl-code-49-203-3792110' _publ_contact_author_email 'biohenkel@uni-duisburg.de' _publ_contact_letter ; Please consider this CIF submission for publication in Dalton Trans.. ; _publ_requested_journal 'J. Chem. Soc., Dalton Trans' _publ_section_title ; 1,3-Bis(tetramethylguanidino)propane: Synthesis, characterization and bonding properties of the first bidentate, pentaalkylated guanidine ligand ; loop_ _publ_author_name _publ_author_address 'Siegfried Pohl' ; Carl von Ossietzky Universit\"at Oldenburg FB9 / Anorganische Chemie Carl von Ossietzky Str. 26111 Oldenburg (Germany) ; 'Michael Harmjanz' ; Department of Chemistry Inorganic Division PO Box 117200, Gainesville FL 32611-7200 (UNITED STATES) ; 'J\"org Schneider' ; Gerhard-Mercator-Universit\"at Duisburg Institut f\"ur Synthesechemie Lotharstrasse 1 47048 Duisburg (Germany) ; 'Wolfgang Saak' ; Carl von Ossietzky Universit\"at Oldenburg FB9 / Anorganische Chemie Carl von Ossietzky Str. 26111 Oldenburg (Germany) ; 'Gerald Henkel' ; Gerhard-Mercator-Universit\"at Duisburg Institut f\"ur Synthesechemie Lotharstrasse 1 47048 Duisburg (Germany) ; # --- Material relevant to the first compound --- data_(1b) _chemical_formula_sum 'C13 H32 Cl2 N6' _chemical_formula_weight 343.35 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' 'Cl' 'Cl' 0.1484 0.1585 '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 /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 30.892(19) _cell_length_b 7.897(4) _cell_length_c 19.834(11) _cell_angle_alpha 90.00 _cell_angle_beta 128.53(3) _cell_angle_gamma 90.00 _cell_volume 3785(4) _cell_formula_units_Z 8 _cell_measurement_temperature 150 _cell_measurement_reflns_used 18 _cell_measurement_theta_min 10 _cell_measurement_theta_max 20 _exptl_crystal_colour colourless _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.19 _exptl_crystal_density_diffrn 1.205 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 0.347 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.812 _exptl_absorpt_correction_T_max 0.889 _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus rotating anode tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4RA' _diffrn_measurement_method '\w scans' _diffrn_standards_number 1 _diffrn_standards_interval_count 99 _diffrn_reflns_number 4644 _diffrn_reflns_av_R_equivalents 0.0203 _diffrn_reflns_av_sigmaI/netI 0.0431 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4131 _reflns_number_gt 3152 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'P3 (Siemens, 1991)' _computing_cell_refinement 'P3 (Siemens, 1991)' _computing_data_reduction 'P3 (Siemens, 1991)' _computing_structure_solution 'SHELXS-90 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0340P)^2^+3.5931P] 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 0.00054(17) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4131 _refine_ls_number_parameters 194 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0640 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0933 _refine_ls_wR_factor_gt 0.0846 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Cl1 Cl 0.2500 0.2500 0.0000 0.03288(19) Uani 1 2 d S . . Cl2 Cl 0.38388(2) -0.06728(7) 0.34637(3) 0.02868(14) Uani 1 1 d . . . Cl3 Cl 0.5000 0.59936(9) 0.2500 0.03033(18) Uani 1 2 d S . . N1 N 0.32101(7) 0.6435(2) 0.20237(10) 0.0217(4) Uani 1 1 d . . . H1 H 0.3408 0.7278 0.2403 0.0326(11) Uiso 1 1 d R . . N2 N 0.41942(6) 0.9163(2) 0.15126(10) 0.0207(3) Uani 1 1 d . . . N3 N 0.35310(7) 0.4557(2) 0.31289(11) 0.0262(4) Uani 1 1 d . . . N4 N 0.26650(7) 0.4132(2) 0.18138(11) 0.0245(4) Uani 1 1 d . . . H4 H 0.4461 0.8368 0.1782 0.0326(11) Uiso 1 1 d R . . N5 N 0.45653(7) 1.0288(2) 0.09003(10) 0.0219(4) Uani 1 1 d . . . N6 N 0.40582(6) 1.2007(2) 0.11406(10) 0.0191(3) Uani 1 1 d . . . C1 C 0.29982(8) 0.6700(3) 0.11324(12) 0.0221(4) Uani 1 1 d . . . H1A H 0.2728 0.7591 0.0875 0.0326(11) Uiso 1 1 d R . . H1B H 0.2820 0.5681 0.0810 0.0326(11) Uiso 1 1 d R . . C2 C 0.34651(8) 0.7155(2) 0.11027(12) 0.0207(4) Uani 1 1 d . . . H2A H 0.3328 0.7118 0.0516 0.0326(11) Uiso 1 1 d R . . H2B H 0.3755 0.6328 0.1423 0.0326(11) Uiso 1 1 d R . . C3 C 0.37054(8) 0.8901(2) 0.14647(13) 0.0207(4) Uani 1 1 d . . . H3A H 0.3434 0.9753 0.1104 0.0326(11) Uiso 1 1 d R . . H3B H 0.3807 0.8995 0.2030 0.0326(11) Uiso 1 1 d R . . C4 C 0.31327(8) 0.5036(2) 0.23142(13) 0.0210(4) Uani 1 1 d . . . C5 C 0.41141(9) 0.4969(3) 0.35811(15) 0.0347(5) Uani 1 1 d . . . H5A H 0.4215 0.5953 0.3935 0.0326(11) Uiso 1 1 d R . . H5B H 0.4176 0.5158 0.3169 0.0326(11) Uiso 1 1 d R . . H5C H 0.4334 0.4014 0.3928 0.0326(11) Uiso 1 1 d R . . C6 C 0.34068(11) 0.3750(3) 0.36532(14) 0.0375(6) Uani 1 1 d . . . H6A H 0.3586 0.4332 0.4192 0.0326(11) Uiso 1 1 d R . . H6B H 0.3525 0.2590 0.3752 0.0326(11) Uiso 1 1 d R . . H6C H 0.3013 0.3758 0.3334 0.0326(11) Uiso 1 1 d R . . C7 C 0.21396(8) 0.4891(3) 0.11084(14) 0.0287(5) Uani 1 1 d . . . H7A H 0.2045 0.4472 0.0577 0.0326(11) Uiso 1 1 d R . . H7B H 0.2168 0.6101 0.1107 0.0326(11) Uiso 1 1 d R . . H7C H 0.1845 0.4592 0.1125 0.0326(11) Uiso 1 1 d R . . C8 C 0.26460(10) 0.2299(3) 0.19002(15) 0.0349(5) Uani 1 1 d . . . H8A H 0.3018 0.1873 0.2253 0.0326(11) Uiso 1 1 d R . . H8B H 0.2439 0.1750 0.1349 0.0326(11) Uiso 1 1 d R . . H8C H 0.2484 0.2026 0.2171 0.0326(11) Uiso 1 1 d R . . C9 C 0.42724(7) 1.0491(2) 0.11847(11) 0.0169(4) Uani 1 1 d . . . C10 C 0.46322(9) 0.8637(3) 0.06422(14) 0.0300(5) Uani 1 1 d . . . H10A H 0.4515 0.8731 0.0068 0.0326(11) Uiso 1 1 d R . . H10B H 0.4406 0.7798 0.0640 0.0326(11) Uiso 1 1 d R . . H10C H 0.5011 0.8272 0.1014 0.0326(11) Uiso 1 1 d R . . C11 C 0.48882(8) 1.1654(3) 0.09079(14) 0.0274(5) Uani 1 1 d . . . H11A H 0.5259 1.1278 0.1182 0.0326(11) Uiso 1 1 d R . . H11B H 0.4895 1.2612 0.1212 0.0326(11) Uiso 1 1 d R . . H11C H 0.4717 1.1996 0.0327 0.0326(11) Uiso 1 1 d R . . C12 C 0.40011(8) 1.2562(3) 0.17857(12) 0.0239(4) Uani 1 1 d . . . H12A H 0.4188 1.1768 0.2254 0.0326(11) Uiso 1 1 d R . . H12B H 0.3618 1.2629 0.1536 0.0326(11) Uiso 1 1 d R . . H12C H 0.4161 1.3667 0.1995 0.0326(11) Uiso 1 1 d R . . C13 C 0.38704(8) 1.3231(3) 0.04572(12) 0.0244(4) Uani 1 1 d . . . H13A H 0.3837 1.2677 -0.0004 0.0326(11) Uiso 1 1 d R . . H13B H 0.4130 1.4146 0.0671 0.0326(11) Uiso 1 1 d R . . H13C H 0.3517 1.3687 0.0242 0.0326(11) Uiso 1 1 d R . . 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 Cl1 0.0262(4) 0.0454(5) 0.0315(4) -0.0146(4) 0.0202(3) -0.0059(3) Cl2 0.0299(3) 0.0292(3) 0.0316(3) -0.0090(2) 0.0215(2) -0.0043(2) Cl3 0.0187(3) 0.0170(4) 0.0380(4) 0.000 0.0092(3) 0.000 N1 0.0278(8) 0.0167(8) 0.0210(8) -0.0036(7) 0.0154(7) -0.0074(7) N2 0.0198(8) 0.0165(8) 0.0272(9) 0.0065(7) 0.0154(7) 0.0030(7) N3 0.0369(10) 0.0198(9) 0.0232(9) 0.0000(7) 0.0194(8) -0.0021(7) N4 0.0338(9) 0.0183(9) 0.0288(9) -0.0057(7) 0.0232(8) -0.0084(7) N5 0.0237(8) 0.0219(9) 0.0246(8) 0.0014(7) 0.0172(7) -0.0015(7) N6 0.0220(8) 0.0154(8) 0.0191(8) 0.0021(6) 0.0124(7) -0.0008(6) C1 0.0224(10) 0.0220(10) 0.0217(10) 0.0005(8) 0.0136(8) -0.0041(8) C2 0.0237(9) 0.0183(10) 0.0224(10) 0.0006(8) 0.0155(8) -0.0009(8) C3 0.0245(10) 0.0173(10) 0.0282(10) 0.0015(8) 0.0203(9) -0.0010(8) C4 0.0319(10) 0.0155(9) 0.0241(10) -0.0031(8) 0.0215(9) -0.0008(8) C5 0.0322(11) 0.0322(13) 0.0297(12) -0.0002(10) 0.0143(10) 0.0081(10) C6 0.0649(16) 0.0259(12) 0.0282(11) 0.0022(10) 0.0322(12) -0.0001(11) C7 0.0266(10) 0.0284(12) 0.0390(12) -0.0088(10) 0.0243(10) -0.0071(9) C8 0.0541(14) 0.0208(11) 0.0370(12) -0.0073(10) 0.0319(12) -0.0134(10) C9 0.0144(8) 0.0181(9) 0.0144(8) 0.0000(7) 0.0071(7) -0.0027(7) C10 0.0375(12) 0.0283(12) 0.0350(12) -0.0030(9) 0.0278(11) 0.0014(9) C11 0.0212(10) 0.0316(12) 0.0322(11) 0.0042(9) 0.0181(9) -0.0039(9) C12 0.0305(10) 0.0176(10) 0.0246(10) -0.0025(8) 0.0177(9) -0.0014(8) C13 0.0256(10) 0.0197(10) 0.0232(10) 0.0065(8) 0.0128(9) -0.0001(8) 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 N1 C4 1.335(2) . ? N1 C1 1.468(2) . ? N2 C9 1.333(2) . ? N2 C3 1.467(2) . ? N3 C4 1.338(3) . ? N3 C6 1.460(3) . ? N3 C5 1.463(3) . ? N4 C4 1.340(3) . ? N4 C7 1.456(3) . ? N4 C8 1.463(3) . ? N5 C9 1.341(2) . ? N5 C10 1.461(3) . ? N5 C11 1.462(2) . ? N6 C9 1.344(2) . ? N6 C13 1.459(2) . ? N6 C12 1.463(2) . ? C1 C2 1.523(3) . ? C2 C3 1.518(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 C4 N1 C1 124.89(16) . . ? C9 N2 C3 124.82(15) . . ? C4 N3 C6 122.10(19) . . ? C4 N3 C5 122.14(17) . . ? C6 N3 C5 115.45(19) . . ? C4 N4 C7 122.33(18) . . ? C4 N4 C8 122.92(19) . . ? C7 N4 C8 114.67(18) . . ? C9 N5 C10 122.25(16) . . ? C9 N5 C11 122.81(17) . . ? C10 N5 C11 114.65(16) . . ? C9 N6 C13 123.04(16) . . ? C9 N6 C12 122.18(16) . . ? C13 N6 C12 114.78(16) . . ? N1 C1 C2 110.94(15) . . ? C3 C2 C1 113.07(16) . . ? N2 C3 C2 109.81(15) . . ? N1 C4 N3 118.55(18) . . ? N1 C4 N4 121.43(18) . . ? N3 C4 N4 120.01(18) . . ? N2 C9 N5 119.05(17) . . ? N2 C9 N6 120.09(16) . . ? N5 C9 N6 120.87(16) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.277 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.051 #===END # --- Material relevant to the second compound --- data_(2) _chemical_formula_sum 'C13 H30 Cu I N6' _chemical_formula_weight 460.87 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' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P21 /n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.839(2) _cell_length_b 9.864(4) _cell_length_c 25.026(8) _cell_angle_alpha 90.00 _cell_angle_beta 96.72(2) _cell_angle_gamma 90.00 _cell_volume 1921.8(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150 _cell_measurement_reflns_used 18 _cell_measurement_theta_min 10 _cell_measurement_theta_max 20 _exptl_crystal_colour 'slightly yellow' _exptl_crystal_size_max 0.71 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.21 _exptl_crystal_density_diffrn 1.593 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 2.747 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.681 _exptl_absorpt_correction_T_max 0.804 _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus rotating anode tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4RA' _diffrn_measurement_method '\w scans' _diffrn_standards_number 1 _diffrn_standards_interval_count 99 _diffrn_reflns_number 4479 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0495 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4172 _reflns_number_gt 3166 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'P3 (Siemens, 1991)' _computing_cell_refinement 'P3 (Siemens, 1991)' _computing_data_reduction 'P3 (Siemens, 1991)' _computing_structure_solution 'SHELXS-90 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0832P)^2^+7.8638P] 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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4172 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0724 _refine_ls_R_factor_gt 0.0463 _refine_ls_wR_factor_ref 0.1555 _refine_ls_wR_factor_gt 0.1246 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _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 I I 0.81777(6) 0.59629(5) 0.131054(19) 0.03264(16) Uani 1 1 d . . . Cu Cu 1.05043(9) 0.76651(8) 0.12663(3) 0.0234(2) Uani 1 1 d . . . C1 C 1.3442(8) 0.9130(8) 0.1835(2) 0.0292(15) Uani 1 1 d . . . H1A H 1.3827 0.9789 0.2105 0.044(4) Uiso 1 1 d R . . H1B H 1.4146 0.8337 0.1897 0.044(4) Uiso 1 1 d R . . C2 C 1.3648(9) 0.9685(7) 0.1283(2) 0.0276(14) Uani 1 1 d . . . H2A H 1.4709 1.0178 0.1301 0.044(4) Uiso 1 1 d R . . H2B H 1.2730 1.0315 0.1186 0.044(4) Uiso 1 1 d R . . C3 C 1.3608(8) 0.8607(7) 0.0834(3) 0.0261(13) Uani 1 1 d . . . H3A H 1.4298 0.7848 0.0967 0.044(4) Uiso 1 1 d R . . H3B H 1.4091 0.8975 0.0530 0.044(4) Uiso 1 1 d R . . C4 C 1.1076(8) 0.8833(7) 0.2346(3) 0.0262(14) Uani 1 1 d . . . C5 C 1.3509(9) 0.7837(9) 0.2930(3) 0.0377(17) Uani 1 1 d . . . H5A H 1.3695 0.7411 0.2597 0.044(4) Uiso 1 1 d R . . H5B H 1.4526 0.8320 0.3071 0.044(4) Uiso 1 1 d R . . H5C H 1.3251 0.7158 0.3183 0.044(4) Uiso 1 1 d R . . C6 C 1.1641(10) 0.9520(9) 0.3304(3) 0.0419(19) Uani 1 1 d . . . H6A H 1.0687 1.0109 0.3197 0.044(4) Uiso 1 1 d R . . H6B H 1.1331 0.8888 0.3568 0.044(4) Uiso 1 1 d R . . H6C H 1.2606 1.0050 0.3456 0.044(4) Uiso 1 1 d R . . C7 C 0.8295(9) 0.9651(8) 0.1937(3) 0.0346(16) Uani 1 1 d . . . H7A H 0.8993 1.0207 0.1735 0.044(4) Uiso 1 1 d R . . H7B H 0.7727 0.8972 0.1706 0.044(4) Uiso 1 1 d R . . H7C H 0.7452 1.0204 0.2082 0.044(4) Uiso 1 1 d R . . C8 C 0.8464(9) 0.8127(8) 0.2712(3) 0.0318(15) Uani 1 1 d . . . H8A H 0.9274 0.7743 0.2989 0.044(4) Uiso 1 1 d R . . H8B H 0.7626 0.8646 0.2875 0.044(4) Uiso 1 1 d R . . H8C H 0.7901 0.7413 0.2499 0.044(4) Uiso 1 1 d R . . C9 C 1.1429(8) 0.7831(6) 0.0159(3) 0.0242(13) Uani 1 1 d . . . C10 C 1.4018(10) 0.6600(9) -0.0044(4) 0.0429(19) Uani 1 1 d . . . H10A H 1.4068 0.6410 0.0334 0.044(4) Uiso 1 1 d R . . H10B H 1.3857 0.5769 -0.0243 0.044(4) Uiso 1 1 d R . . H10C H 1.5072 0.7020 -0.0116 0.044(4) Uiso 1 1 d R . . C11 C 1.2320(11) 0.7893(8) -0.0756(3) 0.0395(18) Uani 1 1 d . . . H11A H 1.1350 0.8491 -0.0816 0.044(4) Uiso 1 1 d R . . H11B H 1.3326 0.8350 -0.0849 0.044(4) Uiso 1 1 d R . . H11C H 1.2112 0.7099 -0.0976 0.044(4) Uiso 1 1 d R . . C12 C 0.8499(9) 0.8696(7) 0.0189(3) 0.0316(15) Uani 1 1 d . . . H12A H 0.9099 0.9412 0.0392 0.044(4) Uiso 1 1 d R . . H12B H 0.7685 0.9079 -0.0086 0.044(4) Uiso 1 1 d R . . H12C H 0.7906 0.8147 0.0424 0.044(4) Uiso 1 1 d R . . C13 C 0.8986(10) 0.6758(8) -0.0383(3) 0.0377(17) Uani 1 1 d . . . H13A H 0.9879 0.6266 -0.0530 0.044(4) Uiso 1 1 d R . . H13B H 0.8403 0.6166 -0.0160 0.044(4) Uiso 1 1 d R . . H13C H 0.8182 0.7098 -0.0671 0.044(4) Uiso 1 1 d R . . N1 N 1.1648(7) 0.8756(6) 0.1886(2) 0.0253(12) Uani 1 1 d . . . N2 N 1.1864(6) 0.8134(6) 0.0663(2) 0.0224(11) Uani 1 1 d . . . N3 N 1.2096(7) 0.8786(7) 0.2837(2) 0.0317(13) Uani 1 1 d . . . N4 N 0.9366(7) 0.9008(6) 0.2379(2) 0.0287(12) Uani 1 1 d . . . N5 N 1.2570(7) 0.7506(6) -0.0197(2) 0.0309(13) Uani 1 1 d . . . N6 N 0.9735(7) 0.7874(6) -0.0059(2) 0.0250(11) 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 I 0.0301(3) 0.0263(2) 0.0418(3) -0.00092(19) 0.00529(18) -0.00793(19) Cu 0.0189(4) 0.0287(4) 0.0224(4) 0.0008(3) 0.0013(3) -0.0032(3) C1 0.022(3) 0.046(4) 0.020(3) 0.007(3) 0.000(2) -0.012(3) C2 0.025(3) 0.033(4) 0.025(3) 0.004(3) 0.002(2) -0.010(3) C3 0.019(3) 0.035(4) 0.025(3) 0.004(3) 0.005(2) 0.002(3) C4 0.023(3) 0.028(3) 0.026(3) 0.000(3) -0.001(2) -0.003(3) C5 0.030(4) 0.051(5) 0.031(4) 0.017(3) 0.001(3) 0.004(3) C6 0.037(4) 0.059(5) 0.028(4) -0.009(4) -0.006(3) -0.008(4) C7 0.029(4) 0.033(4) 0.040(4) -0.003(3) -0.003(3) 0.004(3) C8 0.028(3) 0.045(4) 0.025(3) -0.007(3) 0.014(3) -0.011(3) C9 0.026(3) 0.019(3) 0.027(3) -0.002(2) 0.001(3) 0.001(2) C10 0.029(4) 0.044(5) 0.056(5) -0.016(4) 0.007(3) 0.005(3) C11 0.055(5) 0.036(4) 0.032(4) -0.004(3) 0.020(3) -0.005(4) C12 0.026(3) 0.028(3) 0.038(4) -0.001(3) -0.008(3) 0.008(3) C13 0.039(4) 0.034(4) 0.038(4) -0.008(3) -0.004(3) -0.002(3) N1 0.019(3) 0.036(3) 0.021(3) -0.002(2) 0.002(2) -0.004(2) N2 0.019(2) 0.026(3) 0.022(3) 0.003(2) 0.0012(19) -0.003(2) N3 0.024(3) 0.048(4) 0.023(3) -0.003(3) 0.001(2) -0.001(3) N4 0.019(3) 0.037(3) 0.029(3) 0.000(3) -0.001(2) 0.000(2) N5 0.032(3) 0.026(3) 0.034(3) -0.001(2) 0.004(2) 0.003(2) N6 0.025(3) 0.026(3) 0.023(3) -0.004(2) -0.001(2) -0.002(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 I Cu 2.4911(10) . ? Cu N2 2.002(5) . ? Cu N1 2.010(5) . ? C1 N1 1.474(8) . ? C1 C2 1.512(8) . ? C2 C3 1.545(10) . ? C3 N2 1.461(8) . ? C4 N1 1.287(8) . ? C4 N4 1.363(8) . ? C4 N3 1.387(8) . ? C5 N3 1.448(9) . ? C6 N3 1.454(10) . ? C7 N4 1.454(9) . ? C8 N4 1.445(9) . ? C9 N2 1.302(8) . ? C9 N6 1.376(8) . ? C9 N5 1.371(8) . ? C10 N5 1.460(9) . ? C11 N5 1.442(9) . ? C12 N6 1.457(9) . ? C13 N6 1.450(9) . ? 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 N2 Cu N1 103.3(2) . . ? N2 Cu I 130.27(16) . . ? N1 Cu I 126.12(16) . . ? N1 C1 C2 111.9(5) . . ? C1 C2 C3 114.8(6) . . ? N2 C3 C2 111.9(5) . . ? N1 C4 N4 120.7(6) . . ? N1 C4 N3 124.5(6) . . ? N4 C4 N3 114.8(6) . . ? N2 C9 N6 120.5(6) . . ? N2 C9 N5 124.4(6) . . ? N6 C9 N5 115.0(6) . . ? C4 N1 C1 119.8(5) . . ? C4 N1 Cu 123.5(4) . . ? C1 N1 Cu 114.4(4) . . ? C9 N2 C3 119.2(5) . . ? C9 N2 Cu 125.2(4) . . ? C3 N2 Cu 114.5(4) . . ? C4 N3 C5 121.0(6) . . ? C4 N3 C6 121.7(6) . . ? C5 N3 C6 116.6(6) . . ? C4 N4 C7 119.5(6) . . ? C4 N4 C8 120.7(6) . . ? C7 N4 C8 115.0(6) . . ? C9 N5 C10 121.3(6) . . ? C9 N5 C11 122.9(6) . . ? C10 N5 C11 115.5(6) . . ? C9 N6 C13 120.5(6) . . ? C9 N6 C12 120.5(5) . . ? C13 N6 C12 114.5(6) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.296 _refine_diff_density_min -0.706 _refine_diff_density_rms 0.214 #===END # --- Material relevant to the third compound --- data_(3) _chemical_formula_sum 'C13 H30 Cl2 Cu N6' _chemical_formula_weight 404.87 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' '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 orthorhombic _symmetry_space_group_name_H-M 'P b c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 19.0370(10) _cell_length_b 13.6460(10) _cell_length_c 30.587(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7945.9(9) _cell_formula_units_Z 16 _cell_measurement_temperature 296 _cell_measurement_reflns_used 18 _cell_measurement_theta_min 10 _cell_measurement_theta_max 20 _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.75 _exptl_crystal_size_mid 0.52 _exptl_crystal_size_min 0.52 _exptl_crystal_density_diffrn 1.354 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3408 _exptl_absorpt_coefficient_mu 1.374 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.4256 _exptl_absorpt_correction_T_max 0.5325 _diffrn_ambient_temperature 296 _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 'Siemens STOE-AED-2' _diffrn_measurement_method '\w scans' _diffrn_standards_number 1 _diffrn_standards_interval_count 99 _diffrn_reflns_number 5911 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0324 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 23.99 _reflns_number_total 5911 _reflns_number_gt 4432 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'P3 (Siemens, 1991)' _computing_cell_refinement 'P3 (Siemens, 1991)' _computing_data_reduction 'P3 (Siemens, 1991)' _computing_structure_solution 'SHELXS-90 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0538P)^2^+19.7537P] 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 0.00010(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5911 _refine_ls_number_parameters 400 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0601 _refine_ls_wR_factor_ref 0.1548 _refine_ls_wR_factor_gt 0.1338 _refine_ls_goodness_of_fit_ref 1.164 _refine_ls_restrained_S_all 1.164 _refine_ls_shift/su_max 0.001 _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 Cu1 Cu 0.12265(3) 0.21873(5) 0.51106(2) 0.0390(2) Uani 1 1 d . . . Cl1 Cl 0.00588(9) 0.23419(18) 0.51867(6) 0.0807(7) Uani 1 1 d . . . Cl2 Cl 0.12587(9) 0.18279(14) 0.43939(5) 0.0590(5) Uani 1 1 d . . . N1 N 0.1384(2) 0.1778(3) 0.57264(15) 0.0401(11) Uani 1 1 d . . . N2 N 0.2166(2) 0.2830(3) 0.51055(15) 0.0396(11) Uani 1 1 d . . . C1 C 0.1774(3) 0.2514(5) 0.5982(2) 0.0540(17) Uani 1 1 d . . . H1A H 0.1723 0.2379 0.6291 0.163(9) Uiso 1 1 calc R . . H1B H 0.1584 0.3161 0.5924 0.163(9) Uiso 1 1 calc R . . C2 C 0.2556(4) 0.2491(6) 0.5858(2) 0.0618(19) Uani 1 1 d . . . H2A H 0.2768 0.3111 0.5940 0.163(9) Uiso 1 1 calc R . . H2B H 0.2786 0.1979 0.6024 0.163(9) Uiso 1 1 calc R . . C3 C 0.2688(3) 0.2312(5) 0.5371(2) 0.0484(15) Uani 1 1 d . . . H3A H 0.3155 0.2539 0.5295 0.163(9) Uiso 1 1 calc R . . H3B H 0.2663 0.1615 0.5311 0.163(9) Uiso 1 1 calc R . . C4 C 0.0952(3) 0.1162(5) 0.59188(19) 0.0421(14) Uani 1 1 d . . . N3 N 0.0836(3) 0.0276(4) 0.57328(17) 0.0480(13) Uani 1 1 d . . . N4 N 0.0631(3) 0.1348(4) 0.63047(17) 0.0577(14) Uani 1 1 d . . . C5 C 0.1307(4) -0.0088(5) 0.5400(3) 0.071(2) Uani 1 1 d . . . H5A H 0.1152 -0.0722 0.5304 0.163(9) Uiso 1 1 calc R . . H5B H 0.1773 -0.0140 0.5518 0.163(9) Uiso 1 1 calc R . . H5C H 0.1310 0.0356 0.5156 0.163(9) Uiso 1 1 calc R . . C6 C 0.0131(4) -0.0160(6) 0.5726(3) 0.078(2) Uani 1 1 d . . . H6A H 0.0149 -0.0785 0.5583 0.163(9) Uiso 1 1 calc R . . H6B H -0.0184 0.0266 0.5571 0.163(9) Uiso 1 1 calc R . . H6C H -0.0033 -0.0244 0.6020 0.163(9) Uiso 1 1 calc R . . C7 C 0.0345(4) 0.2320(6) 0.6401(3) 0.082(2) Uani 1 1 d . . . H7A H 0.0139 0.2318 0.6688 0.163(9) Uiso 1 1 calc R . . H7B H -0.0007 0.2484 0.6189 0.163(9) Uiso 1 1 calc R . . H7C H 0.0716 0.2796 0.6391 0.163(9) Uiso 1 1 calc R . . C8 C 0.0466(4) 0.0602(7) 0.6631(3) 0.087(3) Uani 1 1 d . . . H8A H 0.0241 0.0905 0.6877 0.163(9) Uiso 1 1 calc R . . H8B H 0.0891 0.0288 0.6725 0.163(9) Uiso 1 1 calc R . . H8C H 0.0157 0.0123 0.6505 0.163(9) Uiso 1 1 calc R . . C9 C 0.2360(3) 0.3357(4) 0.47703(18) 0.0412(14) Uani 1 1 d . . . N5 N 0.1950(3) 0.4117(4) 0.46473(17) 0.0575(14) Uani 1 1 d . . . N6 N 0.2957(3) 0.3202(4) 0.45405(17) 0.0566(15) Uani 1 1 d . . . C10 C 0.1431(4) 0.4510(5) 0.4945(3) 0.081(2) Uani 1 1 d . . . H10A H 0.1188 0.5043 0.4807 0.163(9) Uiso 1 1 calc R . . H10B H 0.1660 0.4741 0.5205 0.163(9) Uiso 1 1 calc R . . H10C H 0.1101 0.4006 0.5020 0.163(9) Uiso 1 1 calc R . . C11 C 0.1808(5) 0.4306(6) 0.4185(2) 0.083(3) Uani 1 1 d . . . H11A H 0.1510 0.4870 0.4158 0.163(9) Uiso 1 1 calc R . . H11B H 0.1578 0.3747 0.4059 0.163(9) Uiso 1 1 calc R . . H11C H 0.2242 0.4424 0.4035 0.163(9) Uiso 1 1 calc R . . C12 C 0.3361(4) 0.3990(7) 0.4330(2) 0.091(3) Uani 1 1 d . . . H12A H 0.3764 0.3715 0.4186 0.163(9) Uiso 1 1 calc R . . H12B H 0.3513 0.4451 0.4547 0.163(9) Uiso 1 1 calc R . . H12C H 0.3071 0.4318 0.4119 0.163(9) Uiso 1 1 calc R . . C13 C 0.3210(4) 0.2214(6) 0.4444(3) 0.076(2) Uani 1 1 d . . . H13A H 0.3638 0.2254 0.4280 0.163(9) Uiso 1 1 calc R . . H13B H 0.2863 0.1869 0.4277 0.163(9) Uiso 1 1 calc R . . H13C H 0.3295 0.1871 0.4713 0.163(9) Uiso 1 1 calc R . . Cu2 Cu -0.13459(3) 0.04035(5) 0.76180(2) 0.0398(2) Uani 1 1 d . . . Cl3 Cl -0.14302(9) 0.09518(14) 0.69262(5) 0.0609(5) Uani 1 1 d . . . Cl4 Cl -0.01941(8) 0.00742(19) 0.76651(6) 0.0789(6) Uani 1 1 d . . . N7 N -0.2289(2) -0.0193(3) 0.76227(14) 0.0370(11) Uani 1 1 d . . . N8 N -0.1443(2) 0.0741(3) 0.82541(14) 0.0405(11) Uani 1 1 d . . . C14 C -0.2792(3) 0.0296(5) 0.7913(2) 0.0464(15) Uani 1 1 d . . . H14A H -0.3265 0.0079 0.7845 0.160(9) Uiso 1 1 calc R . . H14B H -0.2770 0.0999 0.7869 0.160(9) Uiso 1 1 calc R . . C15 C -0.2620(3) 0.0053(5) 0.83927(19) 0.0508(16) Uani 1 1 d . . . H15A H -0.2832 0.0548 0.8579 0.160(9) Uiso 1 1 calc R . . H15B H -0.2833 -0.0572 0.8466 0.160(9) Uiso 1 1 calc R . . C16 C -0.1833(3) 0.0001(5) 0.84943(19) 0.0486(15) Uani 1 1 d . . . H16A H -0.1761 0.0095 0.8805 0.160(9) Uiso 1 1 calc R . . H16B H -0.1657 -0.0644 0.8418 0.160(9) Uiso 1 1 calc R . . C17 C -0.2514(3) -0.0686(4) 0.72819(18) 0.0397(14) Uani 1 1 d . . . N9 N -0.2116(3) -0.1428(4) 0.71273(17) 0.0520(13) Uani 1 1 d . . . N10 N -0.3134(3) -0.0506(4) 0.70790(16) 0.0463(12) Uani 1 1 d . . . C18 C -0.1585(4) -0.1871(5) 0.7404(3) 0.075(2) Uani 1 1 d . . . H18A H -0.1352 -0.2386 0.7246 0.160(9) Uiso 1 1 calc R . . H18B H -0.1804 -0.2139 0.7660 0.160(9) Uiso 1 1 calc R . . H18C H -0.1248 -0.1384 0.7488 0.160(9) Uiso 1 1 calc R . . C19 C -0.2018(5) -0.1582(6) 0.6654(3) 0.082(3) Uani 1 1 d . . . H19A H -0.1722 -0.2141 0.6607 0.160(9) Uiso 1 1 calc R . . H19B H -0.1803 -0.1012 0.6528 0.160(9) Uiso 1 1 calc R . . H19C H -0.2467 -0.1692 0.6519 0.160(9) Uiso 1 1 calc R . . C20 C -0.3378(3) 0.0497(5) 0.7013(2) 0.0603(18) Uani 1 1 d . . . H20A H -0.3823 0.0487 0.6866 0.160(9) Uiso 1 1 calc R . . H20B H -0.3043 0.0848 0.6839 0.160(9) Uiso 1 1 calc R . . H20C H -0.3428 0.0814 0.7291 0.160(9) Uiso 1 1 calc R . . C21 C -0.3564(4) -0.1273(6) 0.6870(2) 0.067(2) Uani 1 1 d . . . H21A H -0.3979 -0.0983 0.6748 0.160(9) Uiso 1 1 calc R . . H21B H -0.3695 -0.1754 0.7084 0.160(9) Uiso 1 1 calc R . . H21C H -0.3297 -0.1582 0.6642 0.160(9) Uiso 1 1 calc R . . C22 C -0.0972(3) 0.1281(5) 0.8448(2) 0.0475(15) Uani 1 1 d . . . N11 N -0.0802(3) 0.2171(4) 0.8275(2) 0.0620(16) Uani 1 1 d . . . N12 N -0.0653(3) 0.1027(4) 0.88271(18) 0.0604(15) Uani 1 1 d . . . C23 C -0.1262(5) 0.2628(5) 0.7956(3) 0.085(3) Uani 1 1 d . . . H23A H -0.1068 0.3247 0.7869 0.160(9) Uiso 1 1 calc R . . H23B H -0.1717 0.2731 0.8084 0.160(9) Uiso 1 1 calc R . . H23C H -0.1306 0.2210 0.7705 0.160(9) Uiso 1 1 calc R . . C24 C -0.0066(5) 0.2488(7) 0.8257(3) 0.095(3) Uani 1 1 d . . . H24A H -0.0040 0.3127 0.8126 0.160(9) Uiso 1 1 calc R . . H24B H 0.0200 0.2033 0.8084 0.160(9) Uiso 1 1 calc R . . H24C H 0.0123 0.2513 0.8547 0.160(9) Uiso 1 1 calc R . . C25 C -0.0392(4) 0.0036(6) 0.8892(3) 0.074(2) Uani 1 1 d . . . H25A H -0.0182 -0.0015 0.9177 0.160(9) Uiso 1 1 calc R . . H25B H -0.0046 -0.0112 0.8673 0.160(9) Uiso 1 1 calc R . . H25C H -0.0774 -0.0420 0.8870 0.160(9) Uiso 1 1 calc R . . C26 C -0.0475(4) 0.1741(7) 0.9172(3) 0.092(3) Uani 1 1 d . . . H26A H -0.0254 0.1407 0.9411 0.160(9) Uiso 1 1 calc R . . H26B H -0.0897 0.2055 0.9273 0.160(9) Uiso 1 1 calc R . . H26C H -0.0160 0.2225 0.9056 0.160(9) Uiso 1 1 calc R . . 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 0.0358(4) 0.0451(4) 0.0362(4) 0.0071(3) -0.0004(3) -0.0056(3) Cl1 0.0384(9) 0.1324(18) 0.0713(12) 0.0390(12) 0.0042(8) 0.0105(10) Cl2 0.0595(10) 0.0769(12) 0.0406(8) -0.0050(8) -0.0024(7) -0.0207(9) N1 0.042(3) 0.041(3) 0.037(3) 0.004(2) 0.001(2) -0.007(2) N2 0.038(3) 0.047(3) 0.035(3) 0.003(2) -0.002(2) -0.009(2) C1 0.063(4) 0.058(4) 0.041(4) -0.008(3) -0.001(3) -0.017(3) C2 0.061(4) 0.073(5) 0.051(4) 0.011(4) -0.012(3) -0.026(4) C3 0.044(4) 0.051(4) 0.050(4) 0.010(3) -0.006(3) -0.009(3) C4 0.032(3) 0.055(4) 0.039(3) 0.013(3) -0.004(2) 0.002(3) N3 0.043(3) 0.041(3) 0.060(3) 0.011(3) -0.007(2) -0.012(2) N4 0.052(3) 0.072(4) 0.049(3) 0.016(3) 0.013(3) 0.003(3) C5 0.074(5) 0.049(4) 0.089(6) -0.010(4) 0.005(4) 0.000(4) C6 0.057(5) 0.072(5) 0.105(6) 0.027(5) -0.022(4) -0.026(4) C7 0.085(6) 0.094(6) 0.067(5) -0.009(5) 0.022(4) 0.016(5) C8 0.050(4) 0.142(8) 0.069(5) 0.047(5) 0.017(4) -0.001(5) C9 0.043(3) 0.047(4) 0.033(3) 0.001(3) 0.000(3) -0.017(3) N5 0.075(4) 0.051(3) 0.046(3) 0.014(3) 0.003(3) -0.010(3) N6 0.050(3) 0.076(4) 0.043(3) 0.002(3) 0.008(3) -0.024(3) C10 0.105(6) 0.049(4) 0.090(6) 0.014(4) 0.017(5) 0.017(4) C11 0.112(7) 0.076(6) 0.061(5) 0.032(4) -0.015(5) -0.010(5) C12 0.085(6) 0.138(8) 0.050(4) 0.018(5) 0.006(4) -0.060(6) C13 0.055(4) 0.102(7) 0.072(5) -0.025(5) 0.008(4) 0.004(4) Cu2 0.0349(4) 0.0485(4) 0.0360(4) -0.0010(3) 0.0037(3) -0.0049(3) Cl3 0.0630(10) 0.0776(12) 0.0420(9) 0.0130(8) 0.0018(7) -0.0137(9) Cl4 0.0380(9) 0.1385(19) 0.0604(11) 0.0015(12) 0.0046(7) 0.0085(10) N7 0.035(2) 0.042(3) 0.034(3) -0.010(2) 0.006(2) -0.003(2) N8 0.041(3) 0.048(3) 0.033(3) -0.005(2) 0.002(2) -0.009(2) C14 0.036(3) 0.054(4) 0.049(4) -0.014(3) 0.008(3) -0.002(3) C15 0.046(3) 0.072(4) 0.035(3) -0.008(3) 0.005(3) -0.014(3) C16 0.055(4) 0.054(4) 0.037(3) 0.001(3) 0.001(3) -0.016(3) C17 0.044(3) 0.039(3) 0.036(3) -0.003(3) 0.009(3) -0.005(3) N9 0.064(3) 0.041(3) 0.051(3) -0.010(2) 0.002(3) 0.004(3) N10 0.044(3) 0.047(3) 0.049(3) -0.006(2) -0.006(2) -0.008(2) C18 0.083(5) 0.053(5) 0.089(6) -0.014(4) -0.005(5) 0.022(4) C19 0.105(7) 0.077(6) 0.065(5) -0.030(4) 0.016(5) 0.012(5) C20 0.049(4) 0.066(5) 0.066(5) 0.007(4) -0.002(3) 0.005(3) C21 0.065(5) 0.081(5) 0.056(4) -0.012(4) -0.011(4) -0.024(4) C22 0.043(3) 0.052(4) 0.048(4) -0.011(3) 0.007(3) -0.009(3) N11 0.063(4) 0.050(4) 0.074(4) -0.008(3) 0.006(3) -0.022(3) N12 0.051(3) 0.076(4) 0.054(4) -0.012(3) -0.009(3) -0.012(3) C23 0.123(8) 0.037(4) 0.095(6) 0.005(4) -0.010(6) -0.006(4) C24 0.074(6) 0.087(6) 0.124(8) -0.009(6) 0.016(5) -0.035(5) C25 0.061(5) 0.090(6) 0.072(5) 0.008(4) -0.018(4) 0.003(4) C26 0.073(5) 0.135(8) 0.067(5) -0.039(5) -0.016(4) -0.023(5) _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 N1 1.988(5) . ? Cu1 N2 1.992(4) . ? Cu1 Cl1 2.2451(19) . ? Cu1 Cl2 2.2473(17) . ? N1 C4 1.315(7) . ? N1 C1 1.474(7) . ? N2 C9 1.306(7) . ? N2 C3 1.465(7) . ? C1 C2 1.535(9) . ? C2 C3 1.529(9) . ? C4 N4 1.353(8) . ? C4 N3 1.354(8) . ? N3 C5 1.445(9) . ? N3 C6 1.469(8) . ? N4 C8 1.459(9) . ? N4 C7 1.464(9) . ? C9 N5 1.351(8) . ? C9 N6 1.353(8) . ? N5 C10 1.446(9) . ? N5 C11 1.462(9) . ? N6 C13 1.461(9) . ? N6 C12 1.472(9) . ? Cu2 N7 1.972(4) . ? Cu2 N8 2.008(4) . ? Cu2 Cl4 2.2429(18) . ? Cu2 Cl3 2.2503(17) . ? N7 C17 1.312(7) . ? N7 C14 1.467(7) . ? N8 C22 1.304(7) . ? N8 C16 1.453(7) . ? C14 C15 1.539(8) . ? C15 C16 1.532(8) . ? C17 N9 1.350(7) . ? C17 N10 1.357(7) . ? N9 C18 1.450(9) . ? N9 C19 1.474(9) . ? N10 C20 1.459(8) . ? N10 C21 1.474(8) . ? C22 N12 1.353(8) . ? C22 N11 1.364(8) . ? N11 C23 1.452(10) . ? N11 C24 1.468(10) . ? N12 C25 1.455(9) . ? N12 C26 1.475(9) . ? 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 N1 Cu1 N2 89.73(18) . . ? N1 Cu1 Cl1 94.47(14) . . ? N2 Cu1 Cl1 148.06(16) . . ? N1 Cu1 Cl2 149.19(15) . . ? N2 Cu1 Cl2 93.67(14) . . ? Cl1 Cu1 Cl2 98.55(7) . . ? C4 N1 C1 120.9(5) . . ? C4 N1 Cu1 120.6(4) . . ? C1 N1 Cu1 112.7(4) . . ? C9 N2 C3 120.7(5) . . ? C9 N2 Cu1 120.2(4) . . ? C3 N2 Cu1 113.1(3) . . ? N1 C1 C2 110.1(5) . . ? C3 C2 C1 113.8(5) . . ? N2 C3 C2 110.6(5) . . ? N1 C4 N4 123.6(6) . . ? N1 C4 N3 119.0(5) . . ? N4 C4 N3 117.4(5) . . ? C4 N3 C5 120.1(5) . . ? C4 N3 C6 121.1(6) . . ? C5 N3 C6 114.7(6) . . ? C4 N4 C8 124.3(6) . . ? C4 N4 C7 120.9(6) . . ? C8 N4 C7 114.4(6) . . ? N2 C9 N5 118.6(5) . . ? N2 C9 N6 124.0(6) . . ? N5 C9 N6 117.4(5) . . ? C9 N5 C10 120.2(5) . . ? C9 N5 C11 120.7(6) . . ? C10 N5 C11 114.7(7) . . ? C9 N6 C13 121.7(5) . . ? C9 N6 C12 123.6(7) . . ? C13 N6 C12 114.4(6) . . ? N7 Cu2 N8 90.23(18) . . ? N7 Cu2 Cl4 143.81(16) . . ? N8 Cu2 Cl4 94.21(14) . . ? N7 Cu2 Cl3 94.55(14) . . ? N8 Cu2 Cl3 145.94(15) . . ? Cl4 Cu2 Cl3 101.35(7) . . ? C17 N7 C14 120.1(5) . . ? C17 N7 Cu2 120.2(4) . . ? C14 N7 Cu2 114.3(3) . . ? C22 N8 C16 120.9(5) . . ? C22 N8 Cu2 120.6(4) . . ? C16 N8 Cu2 112.2(4) . . ? N7 C14 C15 109.9(5) . . ? C16 C15 C14 114.3(5) . . ? N8 C16 C15 111.4(5) . . ? N7 C17 N9 118.7(5) . . ? N7 C17 N10 123.6(5) . . ? N9 C17 N10 117.7(5) . . ? C17 N9 C18 120.0(5) . . ? C17 N9 C19 121.4(6) . . ? C18 N9 C19 115.2(6) . . ? C17 N10 C20 120.7(5) . . ? C17 N10 C21 123.5(5) . . ? C20 N10 C21 115.5(5) . . ? N8 C22 N12 123.7(6) . . ? N8 C22 N11 119.3(6) . . ? N12 C22 N11 117.0(6) . . ? C22 N11 C23 120.1(6) . . ? C22 N11 C24 120.3(7) . . ? C23 N11 C24 115.0(7) . . ? C22 N12 C25 120.6(6) . . ? C22 N12 C26 123.1(7) . . ? C25 N12 C26 115.9(6) . . ? 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 N2 Cu1 N1 C4 -170.5(5) . . . . ? Cl1 Cu1 N1 C4 41.2(5) . . . . ? Cl2 Cu1 N1 C4 -73.8(6) . . . . ? N2 Cu1 N1 C1 35.9(4) . . . . ? Cl1 Cu1 N1 C1 -112.4(4) . . . . ? Cl2 Cu1 N1 C1 132.7(4) . . . . ? N1 Cu1 N2 C9 -173.2(5) . . . . ? Cl1 Cu1 N2 C9 -75.2(5) . . . . ? Cl2 Cu1 N2 C9 37.4(5) . . . . ? N1 Cu1 N2 C3 34.0(4) . . . . ? Cl1 Cu1 N2 C3 132.1(4) . . . . ? Cl2 Cu1 N2 C3 -115.3(4) . . . . ? C4 N1 C1 C2 130.9(6) . . . . ? Cu1 N1 C1 C2 -75.6(6) . . . . ? N1 C1 C2 C3 37.6(8) . . . . ? C9 N2 C3 C2 132.4(6) . . . . ? Cu1 N2 C3 C2 -75.0(5) . . . . ? C1 C2 C3 N2 38.4(7) . . . . ? C1 N1 C4 N4 25.2(9) . . . . ? Cu1 N1 C4 N4 -126.2(5) . . . . ? C1 N1 C4 N3 -152.3(5) . . . . ? Cu1 N1 C4 N3 56.2(7) . . . . ? N1 C4 N3 C5 16.1(8) . . . . ? N4 C4 N3 C5 -161.6(6) . . . . ? N1 C4 N3 C6 -140.0(6) . . . . ? N4 C4 N3 C6 42.3(8) . . . . ? N1 C4 N4 C8 -146.6(6) . . . . ? N3 C4 N4 C8 30.9(9) . . . . ? N1 C4 N4 C7 40.9(9) . . . . ? N3 C4 N4 C7 -141.6(6) . . . . ? C3 N2 C9 N5 -152.8(5) . . . . ? Cu1 N2 C9 N5 56.5(7) . . . . ? C3 N2 C9 N6 25.9(8) . . . . ? Cu1 N2 C9 N6 -124.8(5) . . . . ? N2 C9 N5 C10 17.5(9) . . . . ? N6 C9 N5 C10 -161.4(6) . . . . ? N2 C9 N5 C11 -137.8(6) . . . . ? N6 C9 N5 C11 43.3(8) . . . . ? N2 C9 N6 C13 38.6(9) . . . . ? N5 C9 N6 C13 -142.6(6) . . . . ? N2 C9 N6 C12 -148.0(6) . . . . ? N5 C9 N6 C12 30.8(9) . . . . ? N8 Cu2 N7 C17 -171.7(4) . . . . ? Cl4 Cu2 N7 C17 -74.2(5) . . . . ? Cl3 Cu2 N7 C17 42.1(4) . . . . ? N8 Cu2 N7 C14 34.3(4) . . . . ? Cl4 Cu2 N7 C14 131.8(4) . . . . ? Cl3 Cu2 N7 C14 -111.9(4) . . . . ? N7 Cu2 N8 C22 -172.6(5) . . . . ? Cl4 Cu2 N8 C22 43.3(5) . . . . ? Cl3 Cu2 N8 C22 -74.2(6) . . . . ? N7 Cu2 N8 C16 35.0(4) . . . . ? Cl4 Cu2 N8 C16 -109.0(4) . . . . ? Cl3 Cu2 N8 C16 133.5(4) . . . . ? C17 N7 C14 C15 132.1(5) . . . . ? Cu2 N7 C14 C15 -73.9(5) . . . . ? N7 C14 C15 C16 37.8(7) . . . . ? C22 N8 C16 C15 133.6(6) . . . . ? Cu2 N8 C16 C15 -74.2(5) . . . . ? C14 C15 C16 N8 37.5(7) . . . . ? C14 N7 C17 N9 -153.5(5) . . . . ? Cu2 N7 C17 N9 54.0(7) . . . . ? C14 N7 C17 N10 25.2(8) . . . . ? Cu2 N7 C17 N10 -127.3(5) . . . . ? N7 C17 N9 C18 19.6(9) . . . . ? N10 C17 N9 C18 -159.2(6) . . . . ? N7 C17 N9 C19 -138.6(6) . . . . ? N10 C17 N9 C19 42.6(8) . . . . ? N7 C17 N10 C20 39.8(8) . . . . ? N9 C17 N10 C20 -141.5(6) . . . . ? N7 C17 N10 C21 -147.2(6) . . . . ? N9 C17 N10 C21 31.5(9) . . . . ? C16 N8 C22 N12 21.3(9) . . . . ? Cu2 N8 C22 N12 -128.6(5) . . . . ? C16 N8 C22 N11 -156.3(6) . . . . ? Cu2 N8 C22 N11 53.8(7) . . . . ? N8 C22 N11 C23 16.8(9) . . . . ? N12 C22 N11 C23 -160.9(7) . . . . ? N8 C22 N11 C24 -137.9(7) . . . . ? N12 C22 N11 C24 44.4(9) . . . . ? N8 C22 N12 C25 44.5(9) . . . . ? N11 C22 N12 C25 -137.9(7) . . . . ? N8 C22 N12 C26 -142.7(7) . . . . ? N11 C22 N12 C26 35.0(9) . . . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 23.99 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 0.455 _refine_diff_density_min -0.362 _refine_diff_density_rms 0.078 #===END # --- Material relevant to the fourth compound --- data_(4) _chemical_formula_sum 'C13 H30 Fe I2 N6' _chemical_formula_weight 580.08 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' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'I' 'I' -0.4742 1.8119 '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 9.466(2) _cell_length_b 10.473(3) _cell_length_c 12.860(3) _cell_angle_alpha 69.30(2) _cell_angle_beta 87.65(2) _cell_angle_gamma 63.96(2) _cell_volume 1061.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150 _cell_measurement_reflns_used 18 _cell_measurement_theta_min 10 _cell_measurement_theta_max 20 _exptl_crystal_colour colourless _exptl_crystal_size_max 0.55 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.27 _exptl_crystal_density_diffrn 1.815 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 564 _exptl_absorpt_coefficient_mu 3.621 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.667 _exptl_absorpt_correction_T_max 0.918 _diffrn_ambient_temperature 150 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus rotating anode tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4RA' _diffrn_measurement_method '\w scans' _diffrn_standards_number 1 _diffrn_standards_interval_count 99 _diffrn_reflns_number 4844 _diffrn_reflns_av_R_equivalents 0.0191 _diffrn_reflns_av_sigmaI/netI 0.0163 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4634 _reflns_number_gt 4329 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'P3 (Siemens, 1991)' _computing_cell_refinement 'P3 (Siemens, 1991)' _computing_data_reduction 'P3 (Siemens, 1991)' _computing_structure_solution 'SHELXS-90 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0218P)^2^+3.0152P] 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 0.0023(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4634 _refine_ls_number_parameters 201 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0283 _refine_ls_R_factor_gt 0.0255 _refine_ls_wR_factor_ref 0.0698 _refine_ls_wR_factor_gt 0.0681 _refine_ls_goodness_of_fit_ref 1.233 _refine_ls_restrained_S_all 1.233 _refine_ls_shift/su_max 0.001 _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 I1 I 0.09745(3) 0.27638(3) 0.35844(2) 0.02478(8) Uani 1 1 d . . . I2 I 0.43601(3) 0.17665(3) 0.13224(2) 0.02596(8) Uani 1 1 d . . . Fe Fe 0.22904(6) 0.09540(5) 0.24095(4) 0.01636(11) Uani 1 1 d . . . N1 N 0.0342(3) 0.1081(3) 0.1674(2) 0.0174(6) Uani 1 1 d . . . N2 N 0.2996(3) -0.1236(3) 0.3518(2) 0.0185(6) Uani 1 1 d . . . N3 N -0.1919(3) 0.3092(3) 0.0401(2) 0.0201(6) Uani 1 1 d . . . N4 N 0.0497(4) 0.2037(3) -0.0224(2) 0.0207(6) Uani 1 1 d . . . N5 N 0.4918(4) -0.2909(4) 0.5114(2) 0.0218(6) Uani 1 1 d . . . N6 N 0.5631(3) -0.2597(4) 0.3327(3) 0.0209(6) Uani 1 1 d . . . C1 C -0.0611(4) 0.0563(4) 0.2500(3) 0.0202(7) Uani 1 1 d . . . H1A H -0.0971 0.1194 0.2939 0.037(2) Uiso 1 1 d R . . H1B H -0.1527 0.0679 0.2107 0.037(2) Uiso 1 1 d R . . C2 C 0.0357(4) -0.1111(4) 0.3279(3) 0.0226(7) Uani 1 1 d . . . H2A H 0.0822 -0.1709 0.2825 0.037(2) Uiso 1 1 d R . . H2B H -0.0354 -0.1463 0.3692 0.037(2) Uiso 1 1 d R . . C3 C 0.1683(4) -0.1418(4) 0.4107(3) 0.0206(7) Uani 1 1 d . . . H3A H 0.2070 -0.2436 0.4662 0.037(2) Uiso 1 1 d R . . H3B H 0.1270 -0.0707 0.4482 0.037(2) Uiso 1 1 d R . . C4 C -0.0358(4) 0.2051(4) 0.0653(3) 0.0177(6) Uani 1 1 d . . . C5 C -0.2716(4) 0.3845(4) 0.1164(3) 0.0259(8) Uani 1 1 d . . . H5A H -0.1997 0.3450 0.1832 0.037(2) Uiso 1 1 d R . . H5B H -0.3063 0.4926 0.0801 0.037(2) Uiso 1 1 d R . . H5C H -0.3618 0.3661 0.1359 0.037(2) Uiso 1 1 d R . . C6 C -0.2872(4) 0.3578(4) -0.0649(3) 0.0257(8) Uani 1 1 d . . . H6A H -0.2243 0.3013 -0.1087 0.037(2) Uiso 1 1 d R . . H6B H -0.3778 0.3387 -0.0499 0.037(2) Uiso 1 1 d R . . H6C H -0.3222 0.4653 -0.1057 0.037(2) Uiso 1 1 d R . . C7 C 0.0305(5) 0.3446(5) -0.1125(3) 0.0298(8) Uani 1 1 d . . . H7A H -0.0623 0.4289 -0.1062 0.037(2) Uiso 1 1 d R . . H7B H 0.1218 0.3609 -0.1072 0.037(2) Uiso 1 1 d R . . H7C H 0.0178 0.3374 -0.1836 0.037(2) Uiso 1 1 d R . . C8 C 0.1850(4) 0.0652(4) -0.0205(3) 0.0259(8) Uani 1 1 d . . . H8A H 0.1878 -0.0205 0.0419 0.037(2) Uiso 1 1 d R . . H8B H 0.1766 0.0502 -0.0890 0.037(2) Uiso 1 1 d R . . H8C H 0.2806 0.0737 -0.0126 0.037(2) Uiso 1 1 d R . . C9 C 0.4471(4) -0.2217(4) 0.3988(3) 0.0179(6) Uani 1 1 d . . . C10 C 0.6185(5) -0.4453(5) 0.5660(3) 0.0308(9) Uani 1 1 d . . . H10A H 0.6597 -0.4888 0.5104 0.037(2) Uiso 1 1 d R . . H10B H 0.7016 -0.4419 0.6035 0.037(2) Uiso 1 1 d R . . H10C H 0.5781 -0.5071 0.6196 0.037(2) Uiso 1 1 d R . . C11 C 0.4160(5) -0.2097(6) 0.5859(3) 0.0365(10) Uani 1 1 d . . . H11A H 0.3341 -0.1095 0.5423 0.037(2) Uiso 1 1 d R . . H11B H 0.3704 -0.2655 0.6401 0.037(2) Uiso 1 1 d R . . H11C H 0.4939 -0.2003 0.6240 0.037(2) Uiso 1 1 d R . . C12 C 0.7221(4) -0.2804(5) 0.3582(4) 0.0302(9) Uani 1 1 d . . . H12A H 0.7371 -0.2850 0.4330 0.037(2) Uiso 1 1 d R . . H12B H 0.7989 -0.3741 0.3520 0.037(2) Uiso 1 1 d R . . H12C H 0.7354 -0.1959 0.3058 0.037(2) Uiso 1 1 d R . . C13 C 0.5266(5) -0.2522(5) 0.2217(3) 0.0256(8) Uani 1 1 d . . . H13A H 0.4201 -0.2384 0.2125 0.037(2) Uiso 1 1 d R . . H13B H 0.5356 -0.1671 0.1664 0.037(2) Uiso 1 1 d R . . H13C H 0.5991 -0.3453 0.2126 0.037(2) Uiso 1 1 d R . . 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 I1 0.03187(14) 0.02413(13) 0.02417(13) -0.01309(10) 0.00515(9) -0.01461(11) I2 0.02894(14) 0.02954(14) 0.03008(14) -0.01320(10) 0.01187(10) -0.02135(11) Fe 0.0165(2) 0.0165(2) 0.0178(2) -0.00535(18) 0.00150(18) -0.00967(19) N1 0.0160(13) 0.0177(13) 0.0197(14) -0.0067(11) 0.0014(11) -0.0088(11) N2 0.0186(14) 0.0158(13) 0.0195(14) -0.0043(11) 0.0013(11) -0.0081(11) N3 0.0165(14) 0.0207(14) 0.0209(14) -0.0077(12) -0.0011(11) -0.0063(12) N4 0.0216(15) 0.0174(14) 0.0186(14) -0.0051(12) 0.0026(11) -0.0062(12) N5 0.0233(15) 0.0221(15) 0.0173(14) -0.0044(12) -0.0012(12) -0.0099(13) N6 0.0174(14) 0.0251(15) 0.0222(15) -0.0112(12) 0.0021(11) -0.0094(12) C1 0.0158(16) 0.0234(17) 0.0222(17) -0.0070(14) 0.0014(13) -0.0106(14) C2 0.0244(18) 0.0214(17) 0.0242(18) -0.0048(14) 0.0037(14) -0.0153(15) C3 0.0224(17) 0.0187(16) 0.0185(16) -0.0036(13) 0.0031(13) -0.0099(14) C4 0.0180(16) 0.0184(16) 0.0207(16) -0.0076(13) 0.0017(13) -0.0114(13) C5 0.0202(17) 0.0212(18) 0.031(2) -0.0117(15) 0.0029(15) -0.0029(14) C6 0.0206(17) 0.0251(18) 0.0261(19) -0.0055(15) -0.0050(14) -0.0084(15) C7 0.032(2) 0.030(2) 0.0247(19) -0.0053(16) 0.0065(16) -0.0165(17) C8 0.0236(18) 0.0266(19) 0.0269(19) -0.0154(16) 0.0040(15) -0.0067(15) C9 0.0215(17) 0.0159(15) 0.0197(16) -0.0074(13) 0.0005(13) -0.0105(13) C10 0.031(2) 0.0243(19) 0.029(2) -0.0008(16) -0.0096(16) -0.0116(17) C11 0.036(2) 0.047(3) 0.0223(19) -0.0153(18) 0.0000(17) -0.014(2) C12 0.0188(18) 0.041(2) 0.034(2) -0.0174(18) 0.0033(15) -0.0140(17) C13 0.0291(19) 0.0283(19) 0.0218(18) -0.0134(15) 0.0033(15) -0.0119(16) _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 I1 Fe 2.6878(7) . ? I2 Fe 2.6296(7) . ? Fe N1 2.038(3) . ? Fe N2 2.040(3) . ? N1 C4 1.317(4) . ? N1 C1 1.476(4) . ? N2 C9 1.320(4) . ? N2 C3 1.477(4) . ? N3 C4 1.361(4) . ? N3 C6 1.451(4) . ? N3 C5 1.456(5) . ? N4 C4 1.361(4) . ? N4 C8 1.447(5) . ? N4 C7 1.458(5) . ? N5 C9 1.357(4) . ? N5 C10 1.452(5) . ? N5 C11 1.463(5) . ? N6 C9 1.365(5) . ? N6 C13 1.450(5) . ? N6 C12 1.457(5) . ? C1 C2 1.530(5) . ? C2 C3 1.525(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 N1 Fe N2 93.98(12) . . ? N1 Fe I2 125.00(8) . . ? N2 Fe I2 120.49(8) . . ? N1 Fe I1 101.75(8) . . ? N2 Fe I1 106.04(9) . . ? I2 Fe I1 106.99(2) . . ? C4 N1 C1 118.9(3) . . ? C4 N1 Fe 123.0(2) . . ? C1 N1 Fe 112.7(2) . . ? C9 N2 C3 118.9(3) . . ? C9 N2 Fe 124.7(2) . . ? C3 N2 Fe 111.8(2) . . ? C4 N3 C6 123.1(3) . . ? C4 N3 C5 121.1(3) . . ? C6 N3 C5 115.7(3) . . ? C4 N4 C8 121.4(3) . . ? C4 N4 C7 122.0(3) . . ? C8 N4 C7 115.6(3) . . ? C9 N5 C10 123.5(3) . . ? C9 N5 C11 120.9(3) . . ? C10 N5 C11 115.6(3) . . ? C9 N6 C13 121.2(3) . . ? C9 N6 C12 122.7(3) . . ? C13 N6 C12 115.0(3) . . ? N1 C1 C2 111.2(3) . . ? C3 C2 C1 115.5(3) . . ? N2 C3 C2 110.7(3) . . ? N1 C4 N3 124.0(3) . . ? N1 C4 N4 119.6(3) . . ? N3 C4 N4 116.4(3) . . ? N2 C9 N5 123.5(3) . . ? N2 C9 N6 119.7(3) . . ? N5 C9 N6 116.8(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.882 _refine_diff_density_min -0.847 _refine_diff_density_rms 0.108 #===END