# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Olivier Roubeau' _publ_contact_author_email roubeau@unizar.es loop_ _publ_author_name 'Olivier Roubeau' 'Marco Evangelisti' 'Eva Natividad' # Attachment '- Compound1RT-RT2.CIF' data_rt2 _database_code_depnum_ccdc_archive 'CCDC 883449' #TrackingRef '- Compound1RT-RT2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H24 Fe N24, 2(Br4 Fe)' _chemical_formula_sum 'C12 H24 Br8 Fe3 N24' _chemical_formula_weight 1311.38 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M P-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 12.94870(10) _cell_length_b 12.94870(10) _cell_length_c 6.95770(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1010.296(18) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5129 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 28.66 _exptl_crystal_description parallelepiped _exptl_crystal_colour red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.155 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 622 _exptl_absorpt_coefficient_mu 9.017 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.24 _exptl_absorpt_correction_T_max 0.53 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.19 Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 16.3990 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16943 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0426 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 26.34 _reflns_number_total 1383 _reflns_number_gt 903 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.19 ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.19 ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.19 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. All non-hydrogens were refined anisotropically. Hydrogens were found in a difference Fourier map, placed geometrically on their carrier atom (HFIX 43 for C1 and HFIX137 for C2) and refined with a riding model. ; _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^)+(0.0350P)^2^+0.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1383 _refine_ls_number_parameters 73 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0280 _refine_ls_wR_factor_ref 0.0608 _refine_ls_wR_factor_gt 0.0577 _refine_ls_goodness_of_fit_ref 0.859 _refine_ls_restrained_S_all 0.859 _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 Fe1 Fe 0.0000 0.0000 0.5000 0.0274(3) Uani 1 6 d S . . Fe2 Fe 0.6667 0.3333 0.46957(12) 0.0430(2) Uani 1 3 d S . . Br1 Br 0.6667 0.3333 0.13559(10) 0.0655(2) Uani 1 3 d S . . Br2 Br 0.66927(4) 0.16425(4) 0.58318(6) 0.06158(17) Uani 1 1 d . . . N1 N 0.1538(2) 0.1174(2) 0.3221(4) 0.0341(6) Uani 1 1 d . . . N2 N 0.2182(3) 0.0791(3) 0.2238(4) 0.0491(8) Uani 1 1 d . . . N3 N 0.3044(3) 0.1664(3) 0.1334(4) 0.0508(8) Uani 1 1 d . . . N4 N 0.2977(2) 0.2636(2) 0.1733(4) 0.0332(6) Uani 1 1 d . . . C1 C 0.2063(3) 0.2324(3) 0.2874(4) 0.0372(8) Uani 1 1 d . . . H1A H 0.1822 0.2839 0.3363 0.045 Uiso 1 1 calc R . . C2 C 0.3833(3) 0.3791(3) 0.0958(5) 0.0506(10) Uani 1 1 d . . . H2A H 0.3703 0.4394 0.1518 0.076 Uiso 1 1 calc R . . H2B H 0.3737 0.3787 -0.0411 0.076 Uiso 1 1 calc R . . H2C H 0.4626 0.3958 0.1253 0.076 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 Fe1 0.0254(4) 0.0254(4) 0.0313(6) 0.000 0.000 0.01272(19) Fe2 0.0429(3) 0.0429(3) 0.0432(5) 0.000 0.000 0.02146(17) Br1 0.0765(3) 0.0765(3) 0.0437(4) 0.000 0.000 0.03823(17) Br2 0.0694(3) 0.0570(3) 0.0673(3) 0.0116(2) 0.0074(2) 0.0382(2) N1 0.0295(15) 0.0314(16) 0.0400(17) 0.0039(13) 0.0039(13) 0.0142(13) N2 0.0477(19) 0.0353(18) 0.064(2) 0.0005(15) 0.0195(16) 0.0205(16) N3 0.0427(19) 0.0375(18) 0.064(2) -0.0002(15) 0.0229(16) 0.0141(16) N4 0.0286(15) 0.0290(15) 0.0346(15) 0.0031(12) 0.0038(12) 0.0090(13) C1 0.037(2) 0.0308(19) 0.046(2) 0.0001(16) 0.0021(17) 0.0189(17) C2 0.038(2) 0.039(2) 0.057(2) 0.0122(18) 0.0051(18) 0.0055(18) _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 Fe1 N1 2.187(2) 6_556 ? Fe1 N1 2.187(2) 3 ? Fe1 N1 2.187(2) 5_556 ? Fe1 N1 2.187(2) 4_556 ? Fe1 N1 2.187(2) 2 ? Fe1 N1 2.187(2) . ? Fe2 Br1 2.3237(11) . ? Fe2 Br2 2.3438(5) . ? Fe2 Br2 2.3438(5) 2_655 ? Fe2 Br2 2.3438(5) 3_665 ? N1 C1 1.314(4) . ? N1 N2 1.351(3) . ? N2 N3 1.287(4) . ? N3 N4 1.334(4) . ? N4 C1 1.310(4) . ? N4 C2 1.448(4) . ? C1 H1A 0.9300 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? 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 Fe1 N1 180 6_556 3 ? N1 Fe1 N1 91.11(9) 6_556 5_556 ? N1 Fe1 N1 88.89(9) 3 5_556 ? N1 Fe1 N1 91.11(9) 6_556 4_556 ? N1 Fe1 N1 88.89(9) 3 4_556 ? N1 Fe1 N1 91.11(9) 5_556 4_556 ? N1 Fe1 N1 88.89(9) 6_556 2 ? N1 Fe1 N1 91.11(9) 3 2 ? N1 Fe1 N1 180 5_556 2 ? N1 Fe1 N1 88.89(9) 4_556 2 ? N1 Fe1 N1 88.89(9) 6_556 . ? N1 Fe1 N1 91.11(9) 3 . ? N1 Fe1 N1 88.89(9) 5_556 . ? N1 Fe1 N1 180 4_556 . ? N1 Fe1 N1 91.11(9) 2 . ? Br1 Fe2 Br2 109.71(2) . . ? Br1 Fe2 Br2 109.71(2) . 2_655 ? Br2 Fe2 Br2 109.23(2) . 2_655 ? Br1 Fe2 Br2 109.71(2) . 3_665 ? Br2 Fe2 Br2 109.23(2) . 3_665 ? Br2 Fe2 Br2 109.23(2) 2_655 3_665 ? C1 N1 N2 105.0(3) . . ? C1 N1 Fe1 131.9(2) . . ? N2 N1 Fe1 123.1(2) . . ? N3 N2 N1 110.4(3) . . ? N2 N3 N4 106.9(3) . . ? C1 N4 N3 108.1(3) . . ? C1 N4 C2 130.6(3) . . ? N3 N4 C2 121.3(3) . . ? N4 C1 N1 109.7(3) . . ? N4 C1 H1A 125.2 . . ? N1 C1 H1A 125.2 . . ? N4 C2 H2A 109.5 . . ? N4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.34 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.629 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.072 data_orz89b _database_code_depnum_ccdc_archive 'CCDC 883450' #TrackingRef '- Compound1-ORZ89B.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H24 Fe N24, 2(Br4 Fe)' _chemical_formula_sum 'C12 H24 Br8 Fe3 N24' _chemical_formula_weight 1311.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C -0.0020 0.0018 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' H H 0.0000 0.0000 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' N N -0.0031 0.0036 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' Fe Fe 0.2141 0.9091 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' Br Br -0.5753 2.5931 'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M P-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 12.683(2) _cell_length_b 12.683(2) _cell_length_c 6.7980(14) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 947.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 104(2) _cell_measurement_reflns_used 26453 _cell_measurement_theta_min 1.89 _cell_measurement_theta_max 28.19 _exptl_crystal_description parallelepiped _exptl_crystal_colour red _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 622 _exptl_absorpt_coefficient_mu 10.523 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.32 _exptl_absorpt_correction_T_max 0.70 _exptl_absorpt_process_details 'HKL2000, Otwinoski, 2003' _exptl_special_details ; ? ; _diffrn_ambient_temperature 104(2) _diffrn_radiation_wavelength 0.73780 _diffrn_radiation_type synchrotron _diffrn_radiation_source 'ESRF BM16' _diffrn_radiation_monochromator 'silicon 111' _diffrn_measurement_device_type 'Single-axis HUBER diffractometer' _diffrn_measurement_method 'phi rotation at various kappa' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 1342 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0487 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 28.18 _reflns_number_total 1342 _reflns_number_gt 1339 _reflns_threshold_expression >2sigma(I) _computing_data_collection MxCube _computing_cell_refinement 'HKL-2000 (Otwinowski & Minor, 1997)' _computing_data_reduction 'HKL-2000 (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. All non-hydrogens were refined anisotropically. All hydrogens were found in a difference Fourier map, placed geometrically on their carrier atom and refined with a riding model. ; _vrf_PLAT029_orz89b ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.96 RESPONSE: The low completeness is likely due to geometrical limitations of the single-axis goniometer set-up on BM16, with a best resolution of 0.79 angstroms and important blind area. In the present case two full-sphere datasets were collected for two kappa positions of the crystal. ; _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^)+(0.0588P)^2^+1.8323P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1342 _refine_ls_number_parameters 73 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0359 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.0979 _refine_ls_wR_factor_gt 0.0978 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _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 Fe1 Fe 0.0000 0.0000 0.5000 0.0052(2) Uani 1 6 d S . . Fe2 Fe 0.6667 0.3333 0.46791(10) 0.0111(2) Uani 1 3 d S . . Br1 Br 0.6667 0.3333 0.12598(8) 0.01936(19) Uani 1 3 d S . . Br2 Br 0.66691(3) 0.50734(3) 0.58522(4) 0.01587(17) Uani 1 1 d . . . N1 N 0.1089(2) 0.1440(2) 0.6670(3) 0.0082(4) Uani 1 1 d . . . N2 N 0.0691(2) 0.2105(2) 0.7656(4) 0.0160(5) Uani 1 1 d . . . N3 N 0.1588(2) 0.2992(2) 0.8573(4) 0.0163(5) Uani 1 1 d . . . N4 N 0.2582(2) 0.2910(2) 0.8184(3) 0.0101(5) Uani 1 1 d . . . C1 C 0.2267(2) 0.1966(2) 0.7013(4) 0.0099(5) Uani 1 1 d . . . H1A H 0.2801 0.1711 0.6505 0.012 Uiso 1 1 calc R . . C2 C 0.3773(3) 0.3794(3) 0.8969(4) 0.0158(6) Uani 1 1 d . . . H2A H 0.4367 0.3543 0.8630 0.024 Uiso 1 1 calc R . . H2B H 0.3722 0.3835 1.0402 0.024 Uiso 1 1 calc R . . H2C H 0.4031 0.4597 0.8401 0.024 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 Fe1 0.0029(3) 0.0029(3) 0.0098(4) 0.000 0.000 0.00144(14) Fe2 0.0107(3) 0.0107(3) 0.0117(4) 0.000 0.000 0.00536(13) Br1 0.0229(2) 0.0229(2) 0.0123(3) 0.000 0.000 0.01144(12) Br2 0.0167(2) 0.0116(2) 0.0194(2) -0.00068(10) 0.00295(10) 0.00719(13) N1 0.0071(10) 0.0074(10) 0.0110(10) -0.0007(8) 0.0008(8) 0.0045(9) N2 0.0112(12) 0.0133(11) 0.0233(13) -0.0064(10) 0.0004(9) 0.0060(10) N3 0.0110(12) 0.0138(12) 0.0224(13) -0.0047(10) 0.0036(9) 0.0050(10) N4 0.0091(11) 0.0089(10) 0.0109(10) 0.0003(8) 0.0007(8) 0.0034(9) C1 0.0069(12) 0.0074(12) 0.0155(12) 0.0001(9) 0.0002(10) 0.0037(10) C2 0.0110(13) 0.0102(13) 0.0188(14) 0.0015(11) -0.0030(10) -0.0002(11) _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 Fe1 N1 2.003(2) . ? Fe1 N1 2.003(2) 4_556 ? Fe1 N1 2.003(2) 3 ? Fe1 N1 2.003(2) 6_556 ? Fe1 N1 2.003(2) 2 ? Fe1 N1 2.003(2) 5_556 ? Fe2 Br1 2.3244(10) . ? Fe2 Br2 2.3452(5) 3_665 ? Fe2 Br2 2.3452(5) 2_655 ? Fe2 Br2 2.3452(5) . ? N1 C1 1.317(4) . ? N1 N2 1.357(3) . ? N2 N3 1.291(4) . ? N3 N4 1.341(4) . ? N4 C1 1.323(4) . ? N4 C2 1.460(4) . ? C1 H1A 0.9500 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? 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 Fe1 N1 180 . 4_556 ? N1 Fe1 N1 91.03(9) . 3 ? N1 Fe1 N1 88.97(9) 4_556 3 ? N1 Fe1 N1 88.97(9) . 6_556 ? N1 Fe1 N1 91.03(9) 4_556 6_556 ? N1 Fe1 N1 180 3 6_556 ? N1 Fe1 N1 91.03(9) . 2 ? N1 Fe1 N1 88.97(9) 4_556 2 ? N1 Fe1 N1 91.03(9) 3 2 ? N1 Fe1 N1 88.97(9) 6_556 2 ? N1 Fe1 N1 88.97(9) . 5_556 ? N1 Fe1 N1 91.03(9) 4_556 5_556 ? N1 Fe1 N1 88.97(9) 3 5_556 ? N1 Fe1 N1 91.03(9) 6_556 5_556 ? N1 Fe1 N1 180 2 5_556 ? Br1 Fe2 Br2 109.879(18) . 3_665 ? Br1 Fe2 Br2 109.879(18) . 2_655 ? Br2 Fe2 Br2 109.060(18) 3_665 2_655 ? Br1 Fe2 Br2 109.879(18) . . ? Br2 Fe2 Br2 109.060(18) 3_665 . ? Br2 Fe2 Br2 109.060(18) 2_655 . ? C1 N1 N2 106.1(2) . . ? C1 N1 Fe1 130.78(19) . . ? N2 N1 Fe1 123.06(19) . . ? N3 N2 N1 109.9(2) . . ? N2 N3 N4 106.9(2) . . ? C1 N4 N3 108.6(2) . . ? C1 N4 C2 130.0(3) . . ? N3 N4 C2 121.4(2) . . ? N1 C1 N4 108.5(2) . . ? N1 C1 H1A 125.8 . . ? N4 C1 H1A 125.8 . . ? N4 C2 H2A 109.5 . . ? N4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 28.19 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.906 _refine_diff_density_min -0.836 _refine_diff_density_rms 0.154 # Attachment '- Compound2-ORZ108.CIF' data_orz108 _database_code_depnum_ccdc_archive 'CCDC 883451' #TrackingRef '- Compound2-ORZ108.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H24 N24 Zn, 2(Br4 Fe)' _chemical_formula_sum 'C12 H24 Br8 Fe2 N24 Zn' _chemical_formula_weight 1320.90 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M P-3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' _cell_length_a 12.9404(4) _cell_length_b 12.9404(4) _cell_length_c 6.9522(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1008.20(6) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 2456 _cell_measurement_theta_min 3.12 _cell_measurement_theta_max 28.63 _exptl_crystal_description parallelepiped _exptl_crystal_colour orange _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.176 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 626 _exptl_absorpt_coefficient_mu 9.270 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.09 _exptl_absorpt_correction_T_max 0.60 _exptl_absorpt_process_details ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.19 (release 28-02-2008 CrysAlis171 .NET) (compiled Feb 28 2008,12:10:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CCD _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean 16.3990 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6659 _diffrn_reflns_av_R_equivalents 0.0473 _diffrn_reflns_av_sigmaI/netI 0.0376 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 3.15 _diffrn_reflns_theta_max 26.36 _reflns_number_total 1382 _reflns_number_gt 1060 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlis CCD, Oxford Diffraction Ltd., Version 1.171.32.19 ; _computing_cell_refinement ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.19 ; _computing_data_reduction ; CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.19 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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. All non-hydrogens were refined anisotropically. Hydrogens were placed geometrically on their carrier atom and refined with a riding model. ; _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^)+(0.0362P)^2^+3.9966P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1382 _refine_ls_number_parameters 73 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0710 _refine_ls_R_factor_gt 0.0478 _refine_ls_wR_factor_ref 0.1072 _refine_ls_wR_factor_gt 0.0966 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 Zn1 Zn 0.0000 0.0000 0.5000 0.0366(4) Uani 1 6 d S . . Fe1 Fe 0.6667 0.3333 0.5302(2) 0.0393(4) Uani 1 3 d S . . Br1 Br 0.6667 0.3333 0.86432(16) 0.0626(4) Uani 1 3 d S . . Br2 Br 0.66934(7) 0.16412(6) 0.41675(10) 0.0580(3) Uani 1 1 d . . . N1 N 0.1537(4) 0.1174(4) 0.6769(6) 0.0298(10) Uani 1 1 d . . . N2 N 0.2171(4) 0.0787(4) 0.7758(7) 0.0458(13) Uani 1 1 d . . . N3 N 0.3035(5) 0.1660(5) 0.8659(7) 0.0490(13) Uani 1 1 d . . . N4 N 0.2974(4) 0.2633(4) 0.8259(6) 0.0305(10) Uani 1 1 d . . . C1 C 0.2060(5) 0.2325(5) 0.7115(8) 0.0336(12) Uani 1 1 d . . . H1A H 0.1820 0.2841 0.6626 0.040 Uiso 1 1 calc R . . C2 C 0.3834(6) 0.3794(5) 0.9035(9) 0.0498(16) Uani 1 1 d . . . H2A H 0.4615 0.4022 0.8559 0.075 Uiso 1 1 calc R . . H2B H 0.3832 0.3753 1.0413 0.075 Uiso 1 1 calc R . . H2C H 0.3620 0.4375 0.8643 0.075 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 Zn1 0.0343(6) 0.0343(6) 0.0413(9) 0.000 0.000 0.0171(3) Fe1 0.0388(5) 0.0388(5) 0.0403(8) 0.000 0.000 0.0194(3) Br1 0.0734(6) 0.0734(6) 0.0410(6) 0.000 0.000 0.0367(3) Br2 0.0651(5) 0.0527(5) 0.0645(5) -0.0112(3) -0.0074(3) 0.0357(4) N1 0.024(2) 0.026(2) 0.038(2) -0.0030(19) -0.0048(18) 0.0116(19) N2 0.040(3) 0.032(3) 0.063(3) 0.000(2) -0.018(2) 0.016(2) N3 0.044(3) 0.038(3) 0.061(3) -0.001(2) -0.020(3) 0.017(3) N4 0.027(2) 0.025(2) 0.032(2) -0.0025(18) -0.0023(18) 0.0074(19) C1 0.032(3) 0.027(3) 0.044(3) -0.002(2) -0.004(2) 0.016(2) C2 0.039(4) 0.034(3) 0.055(4) -0.011(3) -0.008(3) 0.002(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zn1 N1 2.181(4) 4_556 ? Zn1 N1 2.181(4) . ? Zn1 N1 2.181(4) 3 ? Zn1 N1 2.181(4) 2 ? Zn1 N1 2.181(4) 5_556 ? Zn1 N1 2.181(4) 6_556 ? Fe1 Br1 2.3226(18) . ? Fe1 Br2 2.3439(8) . ? Fe1 Br2 2.3439(8) 2_655 ? Fe1 Br2 2.3439(8) 3_665 ? N1 C1 1.314(7) . ? N1 N2 1.344(6) . ? N2 N3 1.286(7) . ? N3 N4 1.330(7) . ? N4 C1 1.311(7) . ? N4 C2 1.455(7) . ? C1 H1A 0.9300 . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? 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 Zn1 N1 180 4_556 . ? N1 Zn1 N1 88.69(16) 4_556 3 ? N1 Zn1 N1 91.31(16) . 3 ? N1 Zn1 N1 88.69(16) 4_556 2 ? N1 Zn1 N1 91.31(16) . 2 ? N1 Zn1 N1 91.31(16) 3 2 ? N1 Zn1 N1 91.31(16) 4_556 5_556 ? N1 Zn1 N1 88.69(16) . 5_556 ? N1 Zn1 N1 88.69(16) 3 5_556 ? N1 Zn1 N1 180 2 5_556 ? N1 Zn1 N1 91.31(16) 4_556 6_556 ? N1 Zn1 N1 88.69(16) . 6_556 ? N1 Zn1 N1 180 3 6_556 ? N1 Zn1 N1 88.69(16) 2 6_556 ? N1 Zn1 N1 91.31(16) 5_556 6_556 ? Br1 Fe1 Br2 109.67(4) . . ? Br1 Fe1 Br2 109.67(4) . 2_655 ? Br2 Fe1 Br2 109.27(4) . 2_655 ? Br1 Fe1 Br2 109.67(4) . 3_665 ? Br2 Fe1 Br2 109.27(4) . 3_665 ? Br2 Fe1 Br2 109.27(4) 2_655 3_665 ? C1 N1 N2 105.4(4) . . ? C1 N1 Zn1 131.8(4) . . ? N2 N1 Zn1 122.9(3) . . ? N3 N2 N1 110.3(5) . . ? N2 N3 N4 107.0(4) . . ? C1 N4 N3 108.1(4) . . ? C1 N4 C2 130.2(5) . . ? N3 N4 C2 121.6(5) . . ? N4 C1 N1 109.2(5) . . ? N4 C1 H1A 125.4 . . ? N1 C1 H1A 125.4 . . ? N4 C2 H2A 109.5 . . ? N4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.35 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.782 _refine_diff_density_min -1.409 _refine_diff_density_rms 0.126