#------------------------------------------------------------------------------ #$Date: 2016-02-18 10:40:55 +0200 (Thu, 18 Feb 2016) $ #$Revision: 176722 $ #$URL: file:///home/coder/svn-repositories/cod/cif/3/50/00/3500001.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_3500001 loop_ _publ_author_name 'Miguel Quir\'os' 'Juan M. Salas' _journal_name_full 'Personal communication to COD' _journal_year 2011 _chemical_formula_moiety '2 (C9 H9 N4 O4 1+), Fe H12 O6 2+, 4 (H2 O)' _chemical_formula_sum 'C18 H38 Fe N8 O18' _chemical_formula_weight 710.41 _chemical_name_systematic ; ? ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 105.260(10) _cell_angle_beta 95.100(10) _cell_angle_gamma 115.580(10) _cell_formula_units_Z 1 _cell_length_a 8.1720(10) _cell_length_b 9.1441(6) _cell_length_c 11.945(2) _cell_measurement_temperature 293(2) _cell_volume 755.39(19) _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.975 _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.1513 _diffrn_reflns_av_sigmaI/netI 0.0806 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 5131 _diffrn_reflns_theta_full 28.50 _diffrn_reflns_theta_max 30.00 _diffrn_reflns_theta_min 1.82 _exptl_absorpt_coefficient_mu 0.591 _exptl_absorpt_correction_type none _exptl_crystal_density_diffrn 1.562 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 372 _refine_diff_density_max 0.464 _refine_diff_density_min -0.540 _refine_diff_density_rms 0.065 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.596 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 233 _refine_ls_number_reflns 4291 _refine_ls_number_restraints 12 _refine_ls_restrained_S_all 1.596 _refine_ls_R_factor_all 0.0425 _refine_ls_R_factor_gt 0.0391 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0600P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1296 _refine_ls_wR_factor_ref 0.1315 _reflns_number_gt 3985 _reflns_number_total 4291 _reflns_threshold_expression >2sigma(I) _cod_data_source_file feteof.cif _cod_data_source_block feteof _cod_original_cell_volume 755.39(16) _cod_database_code 3500001 _cod_database_fobs_code 3500001 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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 Fe Fe 0.5000 0.5000 0.5000 0.02431(10) Uani 1 2 d S . . N1 N 0.73401(17) 0.42422(16) -0.02050(10) 0.0314(2) Uani 1 1 d . . . C1 C 0.6160(3) 0.3920(3) -0.13346(15) 0.0463(4) Uani 1 1 d . . . H11 H 0.6593 0.4945 -0.1547 0.056 Uiso 1 1 d R . . H12 H 0.4882 0.3531 -0.1284 0.056 Uiso 1 1 d R . . H13 H 0.6260 0.3046 -0.1932 0.056 Uiso 1 1 d R . . C2 C 0.7440(2) 0.28227(18) -0.00516(12) 0.0309(3) Uani 1 1 d . . . O2 O 0.66388(19) 0.14034(15) -0.08471(11) 0.0429(3) Uani 1 1 d . . . N3 N 0.84736(19) 0.30621(16) 0.10092(11) 0.0322(3) Uani 1 1 d . . . C3 C 0.8573(3) 0.1587(2) 0.12225(17) 0.0482(4) Uani 1 1 d . . . H31 H 0.9235 0.1922 0.2028 0.058 Uiso 1 1 d R . . H32 H 0.9234 0.1233 0.0679 0.058 Uiso 1 1 d R . . H33 H 0.7346 0.0649 0.1084 0.058 Uiso 1 1 d R . . C4 C 0.93325(19) 0.46548(18) 0.18775(12) 0.0288(3) Uani 1 1 d . . . C5 C 0.92235(18) 0.60414(17) 0.17052(12) 0.0276(3) Uani 1 1 d . . . C6 C 0.82087(19) 0.59242(18) 0.06318(12) 0.0295(3) Uani 1 1 d . . . O6 O 0.80528(18) 0.71021(16) 0.04053(11) 0.0426(3) Uani 1 1 d . . . N7 N 1.02696(17) 0.74006(16) 0.27596(11) 0.0318(3) Uani 1 1 d . . . C8 C 1.0898(2) 0.6753(2) 0.34758(14) 0.0385(3) Uani 1 1 d . . . H8 H 1.1624 0.7403 0.4248 0.046 Uiso 1 1 d R . . N9 N 1.03804(19) 0.50833(18) 0.29749(12) 0.0368(3) Uani 1 1 d . . . C10 C 1.05022(19) 0.91340(18) 0.30915(14) 0.0332(3) Uani 1 1 d . . . H101 H 1.0681 0.9528 0.2411 0.040 Uiso 1 1 d R . . H102 H 1.1618 0.9890 0.3726 0.040 Uiso 1 1 d R . . C11 C 0.88411(18) 0.92668(17) 0.35088(11) 0.0266(2) Uani 1 1 d . . . O11 O 0.74345(16) 0.79233(14) 0.34253(12) 0.0401(3) Uani 1 1 d . . . O12 O 0.90365(16) 1.07577(14) 0.39032(12) 0.0394(3) Uani 1 1 d . . . O1W O 0.59466(19) 0.46223(15) 0.33969(10) 0.0423(3) Uani 1 1 d D . . H11W H 0.521(3) 0.382(2) 0.2752(17) 0.051 Uiso 1 1 d D . . H12W H 0.649(3) 0.5584(19) 0.330(2) 0.051 Uiso 1 1 d D . . O2W O 0.77898(15) 0.64065(15) 0.59844(12) 0.0417(3) Uani 1 1 d D . . H21W H 0.865(3) 0.727(2) 0.585(2) 0.050 Uiso 1 1 d D . . H22W H 0.831(3) 0.587(3) 0.625(2) 0.050 Uiso 1 1 d D . . O3W O 0.49819(17) 0.72419(14) 0.48317(11) 0.0367(2) Uani 1 1 d D . . H31W H 0.491(3) 0.798(3) 0.5403(15) 0.044 Uiso 1 1 d D . . H32W H 0.564(3) 0.759(3) 0.4397(16) 0.044 Uiso 1 1 d D . . O4W O 0.4035(3) 0.2110(2) 0.12145(15) 0.0754(6) Uani 1 1 d . . . H41W H 0.3365 0.1021 0.1066 0.091 Uiso 1 1 d R . . H42W H 0.3582 0.2439 0.0713 0.091 Uiso 1 1 d R . . O5W O 0.5374(2) 1.0373(2) 0.34452(15) 0.0624(4) Uani 1 1 d D . . H51W H 0.646(3) 1.045(4) 0.355(2) 0.075 Uiso 1 1 d D . . H52W H 0.484(3) 0.995(4) 0.2685(16) 0.075 Uiso 1 1 d 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 Fe 0.02535(15) 0.01984(15) 0.02568(15) 0.00687(10) 0.00312(10) 0.00989(11) N1 0.0335(6) 0.0334(6) 0.0256(5) 0.0071(4) 0.0011(4) 0.0170(5) C1 0.0515(9) 0.0518(10) 0.0321(7) 0.0092(7) -0.0058(7) 0.0271(8) C2 0.0324(6) 0.0292(6) 0.0273(6) 0.0049(5) 0.0032(5) 0.0146(5) O2 0.0507(7) 0.0326(6) 0.0328(5) -0.0010(4) -0.0054(5) 0.0184(5) N3 0.0377(6) 0.0264(5) 0.0291(5) 0.0045(4) -0.0003(4) 0.0167(5) C3 0.0660(11) 0.0319(8) 0.0419(8) 0.0084(6) -0.0050(8) 0.0245(8) C4 0.0291(6) 0.0288(6) 0.0265(6) 0.0051(5) 0.0020(5) 0.0153(5) C5 0.0273(6) 0.0257(6) 0.0283(6) 0.0056(5) 0.0033(5) 0.0137(5) C6 0.0299(6) 0.0312(6) 0.0290(6) 0.0101(5) 0.0063(5) 0.0159(5) O6 0.0535(7) 0.0375(6) 0.0414(6) 0.0147(5) 0.0030(5) 0.0262(6) N7 0.0304(5) 0.0281(6) 0.0324(6) 0.0024(4) 0.0013(4) 0.0155(5) C8 0.0392(7) 0.0381(8) 0.0318(7) 0.0011(6) -0.0041(6) 0.0211(6) N9 0.0405(7) 0.0363(7) 0.0309(6) 0.0046(5) -0.0040(5) 0.0220(6) C10 0.0278(6) 0.0232(6) 0.0408(7) 0.0046(5) 0.0074(5) 0.0088(5) C11 0.0276(6) 0.0222(5) 0.0266(5) 0.0071(4) 0.0039(4) 0.0099(5) O11 0.0329(5) 0.0263(5) 0.0568(7) 0.0140(5) 0.0166(5) 0.0091(4) O12 0.0366(5) 0.0228(5) 0.0546(7) 0.0081(4) 0.0110(5) 0.0133(4) O1W 0.0548(7) 0.0298(5) 0.0349(5) 0.0088(4) 0.0176(5) 0.0134(5) O2W 0.0280(5) 0.0292(5) 0.0596(7) 0.0202(5) -0.0059(5) 0.0064(4) O3W 0.0453(6) 0.0273(5) 0.0451(6) 0.0166(4) 0.0174(5) 0.0201(5) O4W 0.1152(15) 0.0419(8) 0.0508(8) -0.0040(6) -0.0255(9) 0.0409(9) O5W 0.0627(9) 0.0718(10) 0.0539(8) -0.0015(7) 0.0074(7) 0.0469(9) 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' 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 O2W Fe O2W 180.0 2_666 . ? O2W Fe O3W 92.15(5) 2_666 2_666 ? O2W Fe O3W 87.85(5) . 2_666 ? O2W Fe O3W 87.85(5) 2_666 . ? O2W Fe O3W 92.15(5) . . ? O3W Fe O3W 180.0 2_666 . ? O2W Fe O1W 89.48(6) 2_666 2_666 ? O2W Fe O1W 90.52(6) . 2_666 ? O3W Fe O1W 89.94(5) 2_666 2_666 ? O3W Fe O1W 90.06(5) . 2_666 ? O2W Fe O1W 90.52(6) 2_666 . ? O2W Fe O1W 89.48(6) . . ? O3W Fe O1W 90.06(5) 2_666 . ? O3W Fe O1W 89.94(5) . . ? O1W Fe O1W 180.0 2_666 . ? C2 N1 C6 126.30(12) . . ? C2 N1 C1 115.99(13) . . ? C6 N1 C1 117.67(13) . . ? N1 C1 H11 110.5 . . ? N1 C1 H12 111.1 . . ? H11 C1 H12 109.4 . . ? N1 C1 H13 106.8 . . ? H11 C1 H13 109.2 . . ? H12 C1 H13 109.8 . . ? O2 C2 N3 121.15(14) . . ? O2 C2 N1 121.26(13) . . ? N3 C2 N1 117.59(12) . . ? C2 N3 C4 119.57(12) . . ? C2 N3 C3 119.40(12) . . ? C4 N3 C3 120.97(13) . . ? N3 C3 H31 110.0 . . ? N3 C3 H32 107.6 . . ? H31 C3 H32 109.5 . . ? N3 C3 H33 110.9 . . ? H31 C3 H33 109.5 . . ? H32 C3 H33 109.4 . . ? N9 C4 N3 126.32(13) . . ? N9 C4 C5 111.79(12) . . ? N3 C4 C5 121.88(12) . . ? C4 C5 N7 104.96(12) . . ? C4 C5 C6 122.59(12) . . ? N7 C5 C6 132.45(13) . . ? O6 C6 N1 121.39(13) . . ? O6 C6 C5 126.56(14) . . ? N1 C6 C5 112.05(12) . . ? C8 N7 C5 106.15(12) . . ? C8 N7 C10 125.63(13) . . ? C5 N7 C10 127.95(13) . . ? N9 C8 N7 113.54(13) . . ? N9 C8 H8 123.2 . . ? N7 C8 H8 123.3 . . ? C8 N9 C4 103.56(13) . . ? N7 C10 C11 113.12(11) . . ? N7 C10 H101 108.9 . . ? C11 C10 H101 109.0 . . ? N7 C10 H102 108.9 . . ? C11 C10 H102 109.0 . . ? H101 C10 H102 107.8 . . ? O11 C11 O12 125.75(13) . . ? O11 C11 C10 118.54(12) . . ? O12 C11 C10 115.71(12) . . ? Fe O1W H11W 120.5(15) . . ? Fe O1W H12W 107.8(17) . . ? H11W O1W H12W 112.5(17) . . ? Fe O2W H21W 124.5(15) . . ? Fe O2W H22W 119.3(15) . . ? H21W O2W H22W 107.6(16) . . ? Fe O3W H31W 122.7(14) . . ? Fe O3W H32W 110.0(15) . . ? H31W O3W H32W 117.7(18) . . ? H41W O4W H42W 110.3 . . ? H51W O5W H52W 110(2) . . ? 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 Fe O2W 2.1046(11) 2_666 ? Fe O2W 2.1046(11) . ? Fe O3W 2.1179(11) 2_666 ? Fe O3W 2.1179(11) . ? Fe O1W 2.1284(12) 2_666 ? Fe O1W 2.1285(12) . ? N1 C2 1.392(2) . ? N1 C6 1.4108(18) . ? N1 C1 1.4669(19) . ? C1 H11 0.9600 . ? C1 H12 0.9602 . ? C1 H13 0.9600 . ? C2 O2 1.2338(17) . ? C2 N3 1.3680(18) . ? N3 C4 1.3719(18) . ? N3 C3 1.470(2) . ? C3 H31 0.9601 . ? C3 H32 0.9600 . ? C3 H33 0.9601 . ? C4 N9 1.3584(17) . ? C4 C5 1.3747(19) . ? C5 N7 1.3888(17) . ? C5 C6 1.4159(19) . ? C6 O6 1.2311(19) . ? N7 C8 1.340(2) . ? N7 C10 1.4496(18) . ? C8 N9 1.336(2) . ? C8 H8 0.9300 . ? C10 C11 1.5285(19) . ? C10 H101 0.9700 . ? C10 H102 0.9700 . ? C11 O11 1.2394(17) . ? C11 O12 1.2516(17) . ? O1W H11W 0.857(15) . ? O1W H12W 0.842(14) . ? O2W H21W 0.866(15) . ? O2W H22W 0.869(14) . ? O3W H31W 0.852(14) . ? O3W H32W 0.806(14) . ? O4W H41W 0.8615 . ? O4W H42W 0.8598 . ? O5W H51W 0.852(16) . ? O5W H52W 0.873(16) . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H11W O4W 0.857(15) 1.901(16) 2.7455(19) 168(2) . O1W H11W O4W 0.857(15) 1.901(16) 2.7455(19) 168(2) . O1W H11W O4W 0.857(15) 1.901(16) 2.7455(19) 168(2) . O1W H12W O11 0.842(14) 1.892(15) 2.7130(17) 165(2) . O2W H21W O12 0.866(15) 1.895(17) 2.7232(16) 160(2) 2_776 O2W H22W N9 0.869(14) 1.957(15) 2.8209(18) 173(2) 2_766 O3W H31W O5W 0.852(14) 1.865(15) 2.7148(18) 175(2) 2_676 O3W H32W O11 0.806(14) 1.922(14) 2.7016(17) 163(2) . O4W H41W O2 0.86 2.16 2.916(2) 146.1 2_655 O4W H42W O6 0.86 2.05 2.895(2) 167.2 2_665 O5W H52W O2 0.873(16) 2.150(17) 3.018(2) 173(3) 2_665 O5W H51W O12 0.852(16) 1.992(16) 2.842(2) 176(3) .