#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:26:48 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180475 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/44/7214453.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_7214453
loop_
_publ_author_name
'Kamebuchi, Hajime'
'Okubo, Masashi'
'Okazawa, Atsushi'
'Enomoto, Masaya'
'Harada, Jun'
'Ogawa, Keiichiro'
'Maruta, Goro'
'Takeda, Sadamu'
'Kojima, Norimichi'
'Train, Cyrille'
'Verdaguer, Michel'
_publ_section_title
;
 A tricky water molecule coordinated to a verdazyl radical-iron(ii)
 complex: a multitechnique approach.
;
_journal_issue                   19
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              9086
_journal_page_last               9095
_journal_paper_doi               10.1039/c4cp00310a
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C10 H20 Fe N8 O10'
_chemical_formula_weight         468.19
_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   difmap
_atom_sites_solution_primary     direct
_audit_creation_method           SHELXL-97
_cell_angle_alpha                84.406(2)
_cell_angle_beta                 84.601(2)
_cell_angle_gamma                79.076(2)
_cell_formula_units_Z            2
_cell_length_a                   9.2092(8)
_cell_length_b                   9.2785(8)
_cell_length_c                   10.6971(10)
_cell_measurement_reflns_used    5203
_cell_measurement_temperature    90
_cell_measurement_theta_max      30.1
_cell_measurement_theta_min      2.2
_cell_volume                     890.53(14)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker SMART 1000 CCD diffractometer'
_diffrn_measurement_method       ω_scan
_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  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0289
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13431
_diffrn_reflns_theta_full        30.12
_diffrn_reflns_theta_max         30.12
_diffrn_reflns_theta_min         1.92
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.921
_exptl_absorpt_correction_T_max  0.8667
_exptl_absorpt_correction_T_min  0.7697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.248
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         5181
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0397
_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/[σ²(Fo²)+(0.0619P)²+0.4038P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1040
_refine_ls_wR_factor_ref         0.1132
_reflns_number_gt                3979
_reflns_number_total             5181
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4cp00310a4.cif
_cod_data_source_block           feh2o90k
_cod_database_code               7214453
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
Fe1 Fe 0.24620(3) 0.37394(3) 0.12910(2) 0.01619(9) Uani 1 1 d .
O1 O 0.24044(17) 0.21478(17) 0.27801(14) 0.0229(3) Uani 1 1 d .
H1A H 0.256(3) 0.234(3) 0.355(3) 0.050(9) Uiso 1 1 d .
H1B H 0.239(3) 0.129(4) 0.264(3) 0.045(9) Uiso 1 1 d .
O2 O 0.24936(17) 0.53099(17) -0.02884(15) 0.0233(3) Uani 1 1 d .
H2A H 0.274(5) 0.617(5) -0.023(4) 0.012(5) Uiso 0.54(3) 1 d P
H2B H 0.177(5) 0.548(4) -0.087(4) 0.012(5) Uiso 0.54(3) 1 d P
H2C H 0.168(6) 0.604(5) 0.003(5) 0.012(5) Uiso 0.46(3) 1 d P
H2D H 0.291(5) 0.511(5) -0.116(5) 0.012(5) Uiso 0.46(3) 1 d P
O3 O 0.01385(15) 0.44695(15) 0.16190(13) 0.0205(3) Uani 1 1 d .
O4 O -0.16295(16) 0.57560(19) 0.28557(16) 0.0315(4) Uani 1 1 d .
O5 O 0.39733(16) 0.71632(17) 0.47685(14) 0.0248(3) Uani 1 1 d .
O6 O 0.47739(15) 0.31245(16) 0.09390(13) 0.0223(3) Uani 1 1 d .
O7 O 0.66199(15) 0.20130(18) -0.03174(14) 0.0259(3) Uani 1 1 d .
O8 O 0.11394(16) 0.03216(18) -0.22717(14) 0.0270(3) Uani 1 1 d .
N1 N 0.22778(17) 0.53686(17) 0.26802(15) 0.0161(3) Uani 1 1 d .
N2 N 0.04389(17) 0.65895(19) 0.41359(16) 0.0204(3) Uani 1 1 d .
N3 N 0.15471(18) 0.70076(19) 0.46957(16) 0.0200(3) Uani 1 1 d .
N4 N 0.33396(17) 0.58762(17) 0.32488(15) 0.0169(3) Uani 1 1 d .
N5 N 0.27507(17) 0.20782(18) -0.01032(15) 0.0164(3) Uani 1 1 d .
N6 N 0.46336(17) 0.09447(19) -0.15630(15) 0.0195(3) Uani 1 1 d .
N7 N 0.35587(17) 0.05192(18) -0.21585(15) 0.0186(3) Uani 1 1 d .
N8 N 0.17354(17) 0.15113(18) -0.06708(15) 0.0178(3) Uani 1 1 d .
C1 C -0.0318(2) 0.5301(2) 0.25069(19) 0.0197(4) Uani 1 1 d .
C2 C 0.08823(19) 0.5793(2) 0.31674(18) 0.0159(3) Uani 1 1 d .
C3 C 0.1105(2) 0.7940(3) 0.5734(2) 0.0314(5) Uani 1 1 d .
H3A H 0.0065 0.7924 0.6021 0.047 Uiso 1 1 calc R
H3B H 0.1221 0.8951 0.5451 0.047 Uiso 1 1 calc R
H3C H 0.1732 0.7571 0.6430 0.047 Uiso 1 1 calc R
C4 C 0.3015(2) 0.6714(2) 0.42642(18) 0.0176(3) Uani 1 1 d .
C5 C 0.4898(2) 0.5437(2) 0.2767(2) 0.0262(4) Uani 1 1 d .
H5A H 0.5452 0.6212 0.2885 0.039 Uiso 1 1 calc R
H5B H 0.4942 0.5292 0.1868 0.039 Uiso 1 1 calc R
H5C H 0.5338 0.4517 0.3228 0.039 Uiso 1 1 calc R
C6 C 0.5289(2) 0.2324(2) 0.00590(18) 0.0178(4) Uani 1 1 d .
C7 C 0.41464(19) 0.1728(2) -0.05876(17) 0.0159(3) Uani 1 1 d .
C8 C 0.4064(2) -0.0315(2) -0.32593(19) 0.0239(4) Uani 1 1 d .
H8A H 0.5062 -0.0159 -0.3570 0.036 Uiso 1 1 calc R
H8B H 0.3383 0.0021 -0.3922 0.036 Uiso 1 1 calc R
H8C H 0.4086 -0.1365 -0.3022 0.036 Uiso 1 1 calc R
C9 C 0.2077(2) 0.0762(2) -0.17410(18) 0.0181(4) Uani 1 1 d .
C10 C 0.0194(2) 0.1889(3) -0.0159(2) 0.0271(4) Uani 1 1 d .
H10A H 0.0152 0.1776 0.0764 0.041 Uiso 1 1 calc R
H10B H -0.0393 0.1232 -0.0457 0.041 Uiso 1 1 calc R
H10C H -0.0211 0.2911 -0.0439 0.041 Uiso 1 1 calc R
O9 O 0.19734(17) 0.94196(17) 0.24941(15) 0.0234(3) Uani 1 1 d .
H9A H 0.110(4) 0.936(4) 0.239(3) 0.057(10) Uiso 1 1 d .
H9B H 0.250(3) 0.904(3) 0.190(3) 0.029(7) Uiso 1 1 d .
O10 O 0.30039(19) 0.2830(2) 0.50002(16) 0.0329(4) Uani 1 1 d .
H0A H 0.246(4) 0.314(4) 0.550(3) 0.049(10) Uiso 1 1 d .
H0B H 0.381(4) 0.292(4) 0.519(3) 0.060(11) Uiso 1 1 d .
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
O1 Fe1 O6 92.29(6)
O1 Fe1 O2 177.51(6)
O6 Fe1 O2 88.04(6)
O1 Fe1 O3 90.05(6)
O6 Fe1 O3 177.18(5)
O2 Fe1 O3 89.69(6)
O1 Fe1 N1 87.93(6)
O6 Fe1 N1 102.37(5)
O2 Fe1 N1 94.41(6)
O3 Fe1 N1 76.12(5)
O1 Fe1 N5 91.88(6)
O6 Fe1 N5 75.22(5)
O2 Fe1 N5 85.82(6)
O3 Fe1 N5 106.31(5)
N1 Fe1 N5 177.57(6)
Fe1 O1 H1A 120(2)
Fe1 O1 H1B 120(2)
H1A O1 H1B 119(3)
Fe1 O2 H2A 122(3)
Fe1 O2 H2B 123(2)
H2A O2 H2B 106(4)
Fe1 O2 H2C 97(3)
H2A O2 H2C 67(3)
H2B O2 H2C 72(3)
Fe1 O2 H2D 127(3)
H2A O2 H2D 100(4)
H2B O2 H2D 67(3)
H2C O2 H2D 132(4)
C1 O3 Fe1 118.07(11)
C6 O6 Fe1 119.69(12)
C2 N1 N4 114.82(15)
C2 N1 Fe1 113.05(12)
N4 N1 Fe1 131.51(12)
C2 N2 N3 115.04(15)
N2 N3 C4 123.87(16)
N2 N3 C3 116.93(15)
C4 N3 C3 118.92(16)
C4 N4 N1 123.06(15)
C4 N4 C5 119.31(15)
N1 N4 C5 117.59(15)
C7 N5 N8 114.92(15)
C7 N5 Fe1 113.09(11)
N8 N5 Fe1 131.29(12)
C7 N6 N7 115.10(15)
N6 N7 C9 123.83(15)
N6 N7 C8 116.20(15)
C9 N7 C8 119.87(15)
N5 N8 C9 123.49(15)
N5 N8 C10 115.87(15)
C9 N8 C10 120.30(15)
O4 C1 O3 125.89(18)
O4 C1 C2 118.13(17)
O3 C1 C2 115.97(16)
N2 C2 N1 127.47(17)
N2 C2 C1 117.03(16)
N1 C2 C1 115.50(16)
N3 C3 H3A 109.5
N3 C3 H3B 109.5
H3A C3 H3B 109.5
N3 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
O5 C4 N3 121.76(17)
O5 C4 N4 122.63(17)
N3 C4 N4 115.60(16)
N4 C5 H5A 109.5
N4 C5 H5B 109.5
H5A C5 H5B 109.5
N4 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
O7 C6 O6 125.40(17)
O7 C6 C7 119.12(17)
O6 C6 C7 115.48(16)
N6 C7 N5 127.35(16)
N6 C7 C6 117.39(16)
N5 C7 C6 115.26(16)
N7 C8 H8A 109.5
N7 C8 H8B 109.5
H8A C8 H8B 109.5
N7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
O8 C9 N8 122.63(17)
O8 C9 N7 122.45(17)
N8 C9 N7 114.90(15)
N8 C10 H10A 109.5
N8 C10 H10B 109.5
H10A C10 H10B 109.5
N8 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
H9A O9 H9B 107(3)
H0A O10 H0B 106(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 O1 2.0679(15)
Fe1 O6 2.1050(14)
Fe1 O2 2.1226(15)
Fe1 O3 2.1251(14)
Fe1 N1 2.1945(15)
Fe1 N5 2.2111(16)
O1 H1A 0.89(3)
O1 H1B 0.82(3)
O2 H2A 0.88(4)
O2 H2B 0.94(4)
O2 H2C 0.97(5)
O2 H2D 1.00(5)
O3 C1 1.272(2)
O4 C1 1.237(2)
O5 C4 1.231(2)
O6 C6 1.258(2)
O7 C6 1.242(2)
O8 C9 1.227(2)
N1 C2 1.342(2)
N1 N4 1.375(2)
N2 C2 1.320(2)
N2 N3 1.364(2)
N3 C4 1.372(2)
N3 C3 1.455(2)
N4 C4 1.375(2)
N4 C5 1.474(2)
N5 C7 1.332(2)
N5 N8 1.369(2)
N6 C7 1.324(2)
N6 N7 1.363(2)
N7 C9 1.378(2)
N7 C8 1.463(2)
N8 C9 1.377(2)
N8 C10 1.463(2)
C1 C2 1.527(2)
C3 H3A 0.9800
C3 H3B 0.9800
C3 H3C 0.9800
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 C7 1.524(2)
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
O9 H9A 0.84(4)
O9 H9B 0.82(3)
O10 H0A 0.74(3)
O10 H0B 0.81(4)
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
O1 H1A O10 0.89(3) 1.76(3) 2.649(2) 174(3) .
O2 H2A O6 0.88(4) 2.52(4) 3.128(2) 126(3) 2_665
O2 H2A O7 0.88(4) 2.04(4) 2.905(2) 167(4) 2_665
O2 H2B O3 0.94(4) 1.99(4) 2.889(2) 160(3) 2_565
O2 H2B O4 0.94(4) 2.53(4) 3.224(2) 131(3) 2_565
O10 H0A O4 0.74(3) 2.12(3) 2.827(2) 159(4) 2_566
O10 H0A N2 0.74(3) 2.63(3) 3.177(2) 132(3) 2_566
O10 H0B O5 0.81(4) 2.03(4) 2.819(2) 164(4) 2_666
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
O1 Fe1 O3 C1 79.51(14)
O6 Fe1 O3 C1 -66.3(11)
O2 Fe1 O3 C1 -102.96(14)
N1 Fe1 O3 C1 -8.34(14)
N5 Fe1 O3 C1 171.48(14)
O1 Fe1 O6 C6 100.34(15)
O2 Fe1 O6 C6 -77.19(15)
O3 Fe1 O6 C6 -113.9(11)
N1 Fe1 O6 C6 -171.28(14)
N5 Fe1 O6 C6 9.00(14)
O1 Fe1 N1 C2 -80.44(13)
O6 Fe1 N1 C2 -172.33(13)
O2 Fe1 N1 C2 98.71(13)
O3 Fe1 N1 C2 10.12(12)
N5 Fe1 N1 C2 -165.9(13)
O1 Fe1 N1 N4 89.89(16)
O6 Fe1 N1 N4 -2.00(17)
O2 Fe1 N1 N4 -90.96(16)
O3 Fe1 N1 N4 -179.55(17)
N5 Fe1 N1 N4 4.4(15)
C2 N2 N3 C4 3.7(3)
C2 N2 N3 C3 177.48(18)
C2 N1 N4 C4 2.0(3)
Fe1 N1 N4 C4 -168.17(14)
C2 N1 N4 C5 179.39(16)
Fe1 N1 N4 C5 9.2(2)
O1 Fe1 N5 C7 -101.74(13)
O6 Fe1 N5 C7 -9.87(13)
O2 Fe1 N5 C7 79.21(13)
O3 Fe1 N5 C7 167.66(12)
N1 Fe1 N5 C7 -16.4(15)
O1 Fe1 N5 N8 88.49(16)
O6 Fe1 N5 N8 -179.64(17)
O2 Fe1 N5 N8 -90.56(16)
O3 Fe1 N5 N8 -2.11(17)
N1 Fe1 N5 N8 173.9(13)
C7 N6 N7 C9 -5.2(3)
C7 N6 N7 C8 178.46(17)
C7 N5 N8 C9 -6.4(3)
Fe1 N5 N8 C9 163.19(14)
C7 N5 N8 C10 -179.67(17)
Fe1 N5 N8 C10 -10.1(2)
Fe1 O3 C1 O4 -176.18(17)
Fe1 O3 C1 C2 5.3(2)
N3 N2 C2 N1 -0.5(3)
N3 N2 C2 C1 -179.87(16)
N4 N1 C2 N2 -2.2(3)
Fe1 N1 C2 N2 169.81(16)
N4 N1 C2 C1 177.19(15)
Fe1 N1 C2 C1 -10.8(2)
O4 C1 C2 N2 4.9(3)
O3 C1 C2 N2 -176.40(17)
O4 C1 C2 N1 -174.54(18)
O3 C1 C2 N1 4.1(3)
N2 N3 C4 O5 177.04(18)
C3 N3 C4 O5 3.3(3)
N2 N3 C4 N4 -3.8(3)
C3 N3 C4 N4 -177.46(19)
N1 N4 C4 O5 179.93(18)
C5 N4 C4 O5 2.6(3)
N1 N4 C4 N3 0.7(3)
C5 N4 C4 N3 -176.60(17)
Fe1 O6 C6 O7 172.38(16)
Fe1 O6 C6 C7 -6.6(2)
N7 N6 C7 N5 3.3(3)
N7 N6 C7 C6 -175.90(16)
N8 N5 C7 N6 2.2(3)
Fe1 N5 C7 N6 -169.32(16)
N8 N5 C7 C6 -178.58(15)
Fe1 N5 C7 C6 9.9(2)
O7 C6 C7 N6 -2.5(3)
O6 C6 C7 N6 176.48(17)
O7 C6 C7 N5 178.17(17)
O6 C6 C7 N5 -2.8(3)
N5 N8 C9 O8 -176.46(19)
C10 N8 C9 O8 -3.5(3)
N5 N8 C9 N7 4.7(3)
C10 N8 C9 N7 177.65(18)
N6 N7 C9 O8 -177.40(19)
C8 N7 C9 O8 -1.2(3)
N6 N7 C9 N8 1.4(3)
C8 N7 C9 N8 177.68(17)
