#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:12:27 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179831 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/27/7012775.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_7012775
loop_
_publ_author_name
'Soula, Brigitte'
'Galibert, Anne Marie'
'Donnadieu, Bruno'
'Fabre, Paul-Louis'
_publ_section_title
;
 Diversity of the coordination modes of Croconate Violet. Crystal
 structures, spectroscopic characterization and redox studies of mono-,
 di- and poly-nuclear iron(ii) complexesElectronic supplementary
 information (ESI) available: Table S1, hydrogen bonding interactions
 in the complexes. See http://www.rsc.org/suppdata/dt/b3/b300960m/
;
_journal_issue                   12
_journal_name_full               'Dalton Transactions'
_journal_page_first              2449
_journal_paper_doi               10.1039/b300960m
_journal_year                    2003
_chemical_formula_sum            'C11 H8 Fe N4 O7'
_chemical_formula_weight         364.06
_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                108.533(13)
_cell_angle_beta                 101.440(13)
_cell_angle_gamma                106.686(12)
_cell_formula_units_Z            2
_cell_length_a                   6.9599(8)
_cell_length_b                   10.9174(11)
_cell_length_c                   11.2349(12)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      2.05
_cell_volume                     734.85(18)
_computing_cell_refinement       'Stoe IPDS software (Stoe, 1996)'
_computing_data_collection       'Stoe IPDS software (Stoe, 1996)'
_computing_data_reduction        'XRED (Stoe, 1.08, 1996)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1992)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.924
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_device       'Stoe IPDS'
_diffrn_measurement_method       φ
_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  0.0322
_diffrn_reflns_av_sigmaI/netI    0.0281
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7260
_diffrn_reflns_theta_full        26.05
_diffrn_reflns_theta_max         26.05
_diffrn_reflns_theta_min         3.12
_diffrn_standards_decay_%        <0.1
_diffrn_standards_interval_time  'every frame'
_diffrn_standards_number         200
_exptl_absorpt_coefficient_mu    1.069
_exptl_absorpt_correction_T_max  0.79
_exptl_absorpt_correction_T_min  0.38
_exptl_absorpt_correction_type   semi-empirical
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.645
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.37
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2682
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0306
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0584P)²+0.0335P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0789
_refine_ls_wR_factor_ref         0.0813
_reflns_number_gt                2396
_reflns_number_total             2682
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b300960m.txt
_cod_data_source_block           (3)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        734.85(14)
_cod_database_code               7012775
#BEGIN Tags that were not found in dictionaries:
_computing_corr_abs              DIFABS
#END Tags that were not found in dictionaries
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
Fe1 Fe 0.78089(3) 1.08003(2) 0.27970(2) 0.01701(11) Uani 1 1 d . . .
O1 O 0.73646(18) 0.91473(13) 0.35718(12) 0.0191(3) Uani 1 1 d . . .
O2 O 0.51369(19) 0.90889(13) 0.11912(13) 0.0222(3) Uani 1 1 d . . .
O3 O 0.2911(2) 0.44514(13) 0.08591(14) 0.0264(3) Uani 1 1 d . . .
N1 N 0.9462(2) 0.78317(16) 0.55566(16) 0.0216(4) Uani 1 1 d . . .
N2 N 0.4871(3) 0.37138(18) 0.34777(17) 0.0278(4) Uani 1 1 d . . .
N3 N 0.2075(2) 0.77549(17) -0.19167(16) 0.0231(4) Uani 1 1 d . . .
N4 N -0.0171(2) 0.35538(17) -0.22127(17) 0.0256(4) Uani 1 1 d . . .
C1 C 0.6054(2) 0.80225(18) 0.26475(17) 0.0155(4) Uani 1 1 d . . .
C2 C 0.4899(2) 0.80124(18) 0.13975(17) 0.0169(4) Uani 1 1 d . . .
C3 C 0.3542(2) 0.65837(18) 0.05484(17) 0.0164(4) Uani 1 1 d . . .
C4 C 0.3826(2) 0.57248(18) 0.12819(17) 0.0172(4) Uani 1 1 d . . .
C5 C 0.5409(2) 0.66357(18) 0.25840(17) 0.0156(4) Uani 1 1 d . . .
C6 C 0.6174(2) 0.62038(18) 0.35489(17) 0.0166(4) Uani 1 1 d . . .
C7 C 0.7970(3) 0.71287(19) 0.46691(18) 0.0176(4) Uani 1 1 d . . .
C8 C 0.5386(3) 0.48069(19) 0.34564(17) 0.0186(4) Uani 1 1 d . . .
C9 C 0.2246(2) 0.61119(18) -0.07338(17) 0.0168(4) Uani 1 1 d . . .
C10 C 0.2162(2) 0.70359(19) -0.13677(18) 0.0181(4) Uani 1 1 d . . .
C11 C 0.0921(2) 0.46720(19) -0.15162(17) 0.0180(4) Uani 1 1 d . . .
O1W O 0.5798(2) 1.14280(17) 0.37749(15) 0.0253(3) Uani 1 1 d . . .
H11W H 0.546(4) 1.201(3) 0.368(3) 0.029(7) Uiso 1 1 d . . .
H12W H 0.482(5) 1.086(3) 0.377(3) 0.057(10) Uiso 1 1 d . . .
O2W O 0.9842(2) 1.00792(16) 0.19005(16) 0.0241(3) Uani 1 1 d . . .
H21W H 0.937(4) 0.954(3) 0.123(3) 0.032(7) Uiso 1 1 d . . .
H22W H 1.063(5) 0.990(3) 0.237(3) 0.056(9) Uiso 1 1 d . . .
O3W O 0.7722(2) 1.05536(16) 0.63080(15) 0.0243(3) Uani 1 1 d . . .
H31W H 0.815(4) 1.139(3) 0.653(3) 0.045(8) Uiso 1 1 d . . .
H32W H 0.773(5) 1.020(4) 0.550(4) 0.073(11) Uiso 1 1 d . . .
O4W O 0.1790(4) -0.8294(2) 0.05401(19) 0.0488(5) Uani 1 1 d . . .
H41W H 0.216(5) -0.748(4) 0.074(4) 0.063(10) Uiso 1 1 d . . .
H42W H 0.156(8) -0.840(6) 0.119(6) 0.13(2) 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1W Fe1 O2W 175.63(7) . . ?
O1W Fe1 N3 91.68(7) . 2_675 ?
O2W Fe1 N3 92.66(6) . 2_675 ?
O1W Fe1 N1 92.62(6) . 2_776 ?
O2W Fe1 N1 86.46(6) . 2_776 ?
N3 Fe1 N1 94.25(6) 2_675 2_776 ?
O1W Fe1 O2 91.20(6) . . ?
O2W Fe1 O2 88.99(6) . . ?
N3 Fe1 O2 95.59(6) 2_675 . ?
N1 Fe1 O2 169.33(6) 2_776 . ?
O1W Fe1 O1 87.04(6) . . ?
O2W Fe1 O1 88.71(6) . . ?
N3 Fe1 O1 174.16(5) 2_675 . ?
N1 Fe1 O1 91.50(6) 2_776 . ?
O2 Fe1 O1 78.75(5) . . ?
C1 O1 Fe1 107.75(11) . . ?
C2 O2 Fe1 108.56(11) . . ?
C7 N1 Fe1 177.80(15) . 2_776 ?
C10 N3 Fe1 174.73(14) . 2_675 ?
O1 C1 C5 130.05(16) . . ?
O1 C1 C2 120.80(16) . . ?
C5 C1 C2 109.15(14) . . ?
O2 C2 C3 129.78(16) . . ?
O2 C2 C1 122.70(15) . . ?
C3 C2 C1 107.51(16) . . ?
C9 C3 C2 126.17(18) . . ?
C9 C3 C4 126.14(16) . . ?
C2 C3 C4 107.68(15) . . ?
O3 C4 C3 125.33(16) . . ?
O3 C4 C5 126.45(17) . . ?
C3 C4 C5 108.22(15) . . ?
C6 C5 C1 126.84(15) . . ?
C6 C5 C4 125.70(16) . . ?
C1 C5 C4 107.42(15) . . ?
C5 C6 C7 120.85(16) . . ?
C5 C6 C8 124.24(15) . . ?
C7 C6 C8 114.67(16) . . ?
N1 C7 C6 176.88(19) . . ?
N2 C8 C6 174.51(18) . . ?
C3 C9 C10 121.29(16) . . ?
C3 C9 C11 123.07(18) . . ?
C10 C9 C11 115.64(15) . . ?
N3 C10 C9 178.05(18) . . ?
N4 C11 C9 175.1(2) . . ?
Fe1 O1W H11W 119(2) . . ?
Fe1 O1W H12W 118(2) . . ?
H11W O1W H12W 108(3) . . ?
Fe1 O2W H21W 117(2) . . ?
Fe1 O2W H22W 112(2) . . ?
H21W O2W H22W 112(3) . . ?
H31W O3W H32W 107(3) . . ?
H41W O4W H42W 104(5) . . ?
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 O1W 2.0781(15) . ?
Fe1 O2W 2.0826(15) . ?
Fe1 N3 2.1030(19) 2_675 ?
Fe1 N1 2.1167(16) 2_776 ?
Fe1 O2 2.1760(13) . ?
Fe1 O1 2.2125(14) . ?
O1 C1 1.260(2) . ?
O2 C2 1.241(2) . ?
O3 C4 1.231(2) . ?
N1 C7 1.143(2) . ?
N1 Fe1 2.1167(16) 2_776 ?
N2 C8 1.153(3) . ?
N3 C10 1.149(3) . ?
N3 Fe1 2.1030(19) 2_675 ?
N4 C11 1.142(2) . ?
C1 C5 1.424(3) . ?
C1 C2 1.468(2) . ?
C2 C3 1.444(2) . ?
C3 C9 1.378(2) . ?
C3 C4 1.460(3) . ?
C4 C5 1.466(2) . ?
C5 C6 1.386(3) . ?
C6 C7 1.418(2) . ?
C6 C8 1.426(3) . ?
C9 C10 1.415(3) . ?
C9 C11 1.436(2) . ?
O1W H11W 0.76(3) . ?
O1W H12W 0.77(3) . ?
O2W H21W 0.73(3) . ?
O2W H22W 0.80(4) . ?
O3W H31W 0.80(3) . ?
O3W H32W 0.87(4) . ?
O4W H41W 0.79(4) . ?
O4W H42W 0.81(6) . ?
