# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Prof Lijuan Li' _publ_contact_author_address ; Dept of Chemistry and Biochemistry California State University 1250 Bellflower Blvd. Long Beach CA 90840 UNITED STATES OF AMERICA ; _publ_contact_author_email LLI@CSULB.EDU _publ_section_title ; A Cyclic Tetra-Nuclear Dinitrosyl Iron Complex [Fe(NO)2(Imidazolate)]4: Synthesis, Structure and NO Release ; loop_ _publ_author_name 'Lijuan Li.' 'Peter Ford' 'Steve Herron' 'Katherine Kentadjeff' 'Mark D. Lim' 'Eric B. Sundberg' ; Xi-Meng Wang ; data_longbeam _database_code_depnum_ccdc_archive 'CCDC 249597' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H12 Fe4 N16 O8, C3 H6 O' _chemical_formula_sum 'C15 H18 Fe4 N16 O9' _chemical_formula_weight 789.85 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' O O 0.0106 0.0060 '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' _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 21.30(3) _cell_length_b 6.709(9) _cell_length_c 22.73(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.93(4) _cell_angle_gamma 90.00 _cell_volume 3153(7) _cell_formula_units_Z 4 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Needle _exptl_crystal_colour colourless _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584.0 _exptl_absorpt_coefficient_mu 1.871 _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 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD Area Detector' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13412 _diffrn_reflns_av_R_equivalents 0.0862 _diffrn_reflns_av_sigmaI/netI 0.0538 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 28.26 _reflns_number_total 3678 _reflns_number_gt 3085 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART/SAINT' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 (Farrugia L.J., 1997)' _computing_publication_material 'Platon (Spek A.L., 1990)' _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^)+(0.0167P)^2^+18.3183P] 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 3678 _refine_ls_number_parameters 201 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0706 _refine_ls_R_factor_gt 0.0597 _refine_ls_wR_factor_ref 0.1535 _refine_ls_wR_factor_gt 0.1475 _refine_ls_goodness_of_fit_ref 1.196 _refine_ls_restrained_S_all 1.196 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.003 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 C3 C 1.0462(7) 0.4129(16) 0.2274(7) 0.198(7) Uani 1 1 d . . . H3A H 1.0684 0.4987 0.2046 0.296 Uiso 1 1 calc R . . H3B H 1.0238 0.3079 0.2011 0.296 Uiso 1 1 calc R . . H3C H 1.0774 0.3542 0.2611 0.296 Uiso 1 1 calc R . . C2 C 1.0000 0.5284(11) 0.2500 0.0506(16) Uani 1 2 d S . . O1 O 1.0000 0.7057(8) 0.2500 0.0814(19) Uani 1 2 d S . . Fe1 Fe 1.10560(3) -0.02054(10) 0.10836(3) 0.0424(2) Uani 1 1 d . . . Fe2 Fe 1.17137(3) -0.02335(11) 0.37872(3) 0.0440(2) Uani 1 1 d . . . N4 N 1.1731(2) -0.2761(7) 0.3793(2) 0.0594(12) Uani 1 1 d . . . N5 N 1.1060(2) -0.2733(7) 0.1047(2) 0.0567(11) Uani 1 1 d . . . C6 C 1.1401(2) -0.0248(7) 0.2435(2) 0.0431(10) Uani 1 1 d . . . H6 H 1.1120 -0.1332 0.2430 0.052 Uiso 1 1 calc R . . N7 N 1.01326(19) 0.0642(6) 0.09357(19) 0.0483(10) Uani 1 1 d . . . C8 C 0.9678(2) -0.0237(8) 0.1160(2) 0.0480(11) Uani 1 1 d . . . H8 H 0.9752 -0.1398 0.1399 0.058 Uiso 1 1 calc R . . N10 N 1.15042(18) 0.0591(6) 0.19330(18) 0.0421(9) Uani 1 1 d . . . N12 N 1.17382(19) 0.0608(6) 0.29473(18) 0.0441(9) Uani 1 1 d . . . N13 N 1.08939(19) 0.0703(6) 0.39880(19) 0.0483(10) Uani 1 1 d . . . N14 N 1.2350(2) 0.0801(8) 0.4288(2) 0.0557(11) Uani 1 1 d . . . O15 O 1.1861(3) -0.4448(8) 0.3884(3) 0.110(2) Uani 1 1 d . . . C16 C 1.2087(3) 0.2096(8) 0.2754(2) 0.0536(12) Uani 1 1 d . . . H16 H 1.2376 0.2973 0.3006 0.064 Uiso 1 1 calc R . . O17 O 1.1116(3) -0.4406(7) 0.0936(3) 0.1033(19) Uani 1 1 d . . . N19 N 1.1417(2) 0.1020(7) 0.0606(2) 0.0542(11) Uani 1 1 d . . . O20 O 1.1692(3) 0.1544(9) 0.0250(2) 0.0957(17) Uani 1 1 d . . . C21 C 1.0799(2) 0.2287(9) 0.4335(3) 0.0573(13) Uani 1 1 d . . . H21 H 1.1113 0.3236 0.4512 0.069 Uiso 1 1 calc R . . O22 O 1.2821(2) 0.1070(9) 0.4664(2) 0.0973(17) Uani 1 1 d . . . C23 C 1.1944(2) 0.2081(8) 0.2142(3) 0.0537(13) Uani 1 1 d . . . H23 H 1.2118 0.2950 0.1898 0.064 Uiso 1 1 calc R . . C24 C 0.9825(2) 0.2256(9) 0.0617(3) 0.0579(14) Uani 1 1 d . . . H24 H 1.0015 0.3183 0.0403 0.069 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 C3 0.227(15) 0.104(8) 0.33(2) -0.024(10) 0.194(15) 0.038(9) C2 0.056(4) 0.048(4) 0.050(4) 0.000 0.017(3) 0.000 O1 0.096(5) 0.043(3) 0.116(6) 0.000 0.049(4) 0.000 Fe1 0.0364(3) 0.0465(4) 0.0467(4) -0.0034(3) 0.0145(3) -0.0004(3) Fe2 0.0364(3) 0.0520(4) 0.0449(4) -0.0008(3) 0.0122(3) -0.0007(3) N4 0.061(3) 0.058(3) 0.065(3) 0.003(2) 0.026(2) -0.004(2) N5 0.050(2) 0.052(3) 0.073(3) -0.010(2) 0.023(2) -0.006(2) C6 0.036(2) 0.042(2) 0.054(3) -0.002(2) 0.016(2) -0.0068(19) N7 0.040(2) 0.057(3) 0.050(2) 0.0061(19) 0.0138(18) -0.0009(18) C8 0.041(2) 0.052(3) 0.053(3) 0.010(2) 0.015(2) 0.006(2) N10 0.0354(18) 0.044(2) 0.049(2) -0.0003(17) 0.0146(17) -0.0028(16) N12 0.040(2) 0.046(2) 0.047(2) -0.0023(18) 0.0124(17) -0.0075(17) N13 0.038(2) 0.055(2) 0.051(2) -0.0050(19) 0.0088(18) 0.0003(18) N14 0.036(2) 0.080(3) 0.051(3) -0.007(2) 0.0103(19) -0.001(2) O15 0.158(6) 0.061(3) 0.124(5) 0.016(3) 0.057(4) 0.015(3) C16 0.047(3) 0.057(3) 0.056(3) -0.005(2) 0.011(2) -0.015(2) O17 0.113(4) 0.053(3) 0.160(6) -0.025(3) 0.064(4) -0.009(3) N19 0.049(2) 0.069(3) 0.048(2) -0.011(2) 0.018(2) -0.010(2) O20 0.110(4) 0.123(4) 0.070(3) -0.013(3) 0.053(3) -0.045(3) C21 0.040(3) 0.060(3) 0.069(4) -0.016(3) 0.008(2) -0.004(2) O22 0.049(2) 0.151(5) 0.083(3) -0.035(3) -0.003(2) -0.005(3) C23 0.045(3) 0.057(3) 0.062(3) 0.002(3) 0.019(2) -0.015(2) C24 0.044(3) 0.063(3) 0.067(3) 0.023(3) 0.013(3) -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 C3 C2 1.441(9) . ? C2 O1 1.190(9) . ? C2 C3 1.441(9) 2_755 ? Fe1 N19 1.687(5) . ? Fe1 N5 1.698(5) . ? Fe1 N7 1.997(5) . ? Fe1 N10 2.010(5) . ? Fe2 N4 1.696(6) . ? Fe2 N14 1.694(5) . ? Fe2 N12 2.004(5) . ? Fe2 N13 2.009(5) . ? N4 O15 1.172(7) . ? N5 O17 1.163(6) . ? C6 N10 1.338(6) . ? C6 N12 1.341(6) . ? N7 C8 1.336(6) . ? N7 C24 1.378(7) . ? C8 N13 1.341(6) 2_755 ? N10 C23 1.374(6) . ? N12 C16 1.378(6) . ? N13 C8 1.341(6) 2_755 ? N13 C21 1.368(7) . ? N14 O22 1.165(6) . ? C16 C23 1.351(8) . ? N19 O20 1.162(6) . ? C21 C24 1.360(7) 2_755 ? C24 C21 1.360(7) 2_755 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C2 C3 122.5(6) . . ? O1 C2 C3 122.5(6) . 2_755 ? C3 C2 C3 114.9(11) . 2_755 ? N19 Fe1 N5 116.5(2) . . ? N19 Fe1 N7 109.7(2) . . ? N5 Fe1 N7 107.0(2) . . ? N19 Fe1 N10 107.7(2) . . ? N5 Fe1 N10 107.8(2) . . ? N7 Fe1 N10 107.87(17) . . ? N4 Fe2 N14 113.1(2) . . ? N4 Fe2 N12 106.5(2) . . ? N14 Fe2 N12 109.0(2) . . ? N4 Fe2 N13 109.2(2) . . ? N14 Fe2 N13 108.5(2) . . ? N12 Fe2 N13 110.61(18) . . ? O15 N4 Fe2 166.1(6) . . ? O17 N5 Fe1 167.5(5) . . ? N10 C6 N12 113.4(4) . . ? C8 N7 C24 104.6(4) . . ? C8 N7 Fe1 125.8(4) . . ? C24 N7 Fe1 129.5(3) . . ? N7 C8 N13 113.2(5) . 2_755 ? C6 N10 C23 104.4(4) . . ? C6 N10 Fe1 124.8(3) . . ? C23 N10 Fe1 130.7(3) . . ? C6 N12 C16 104.6(4) . . ? C6 N12 Fe2 125.1(3) . . ? C16 N12 Fe2 130.3(3) . . ? C8 N13 C21 105.0(4) 2_755 . ? C8 N13 Fe2 125.6(4) 2_755 . ? C21 N13 Fe2 129.1(3) . . ? O22 N14 Fe2 164.7(5) . . ? C23 C16 N12 108.5(5) . . ? O20 N19 Fe1 168.4(5) . . ? N13 C21 C24 108.5(5) . 2_755 ? C16 C23 N10 109.1(4) . . ? C21 C24 N7 108.7(5) 2_755 . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.942 _refine_diff_density_max 0.626 _refine_diff_density_min -0.482 _refine_diff_density_rms 0.081