#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:04:08 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179438 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/35/4333542.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_4333542
loop_
_publ_author_name
'Nathalie Ségaud'
'Jean-Noël Rebilly'
'Katell Sénéchal-David'
'Régis Guillot'
'Laurianne Billon'
'Jean-Pierre Baltaze'
'Jonathan Farjon'
'Olivia Reinaud'
'Frédéric Banse'
_publ_contact_author_address
;Institut de Chimie Moléculaire et des Matériaux d'Orsay,
UMR CNRS 8182,
bât. 420,
Université Paris Sud-11,
91405 Orsay,
FRANCE.
;
_publ_contact_author_email       frederic.banse@u-psud.fr
_publ_contact_author_name        'Frédéric Banse'
_publ_section_title
;
 Iron Coordination Chemistry with New Ligands Containing Triazole and
 Pyridine Moieties. Comparison of the Coordination Ability of the N-Donors
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              691
_journal_page_last               700
_journal_paper_doi               10.1021/ic301834x
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C18 H22 Cl2 Fe N4, C H4 O'
_chemical_formula_sum            'C19 H26 Cl2 Fe N4 O'
_chemical_formula_weight         453.19
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.590(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.2397(7)
_cell_length_b                   17.2128(14)
_cell_length_c                   13.2490(10)
_cell_measurement_reflns_used    3562
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      29.23
_cell_measurement_theta_min      2.52
_cell_volume                     2083.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.912
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0739
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            19254
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         1.95
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'kappa X8 APEX II Bruker ICMMO'
_exptl_absorpt_coefficient_mu    0.997
_exptl_absorpt_correction_T_max  0.9724
_exptl_absorpt_correction_T_min  0.8493
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.516
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         5800
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0386
_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)+(0.0321P)²+0.4653P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0833
_reflns_number_gt                3783
_reflns_number_total             5800
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic301834x_si_002.cif
_cod_data_source_block           1211GuillotICMMO
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4333542
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C 0.8554(2) 0.73077(13) 0.62106(16) 0.0185(5) Uani 1 1 d .
H1A H 0.9247 0.6946 0.6578 0.022 Uiso 1 1 calc R
H1B H 0.8671 0.7805 0.6558 0.022 Uiso 1 1 calc R
C2 C 0.8875(2) 0.73991(12) 0.51287(15) 0.0178(5) Uani 1 1 d .
H2A H 0.9868 0.7587 0.5144 0.021 Uiso 1 1 calc R
H2B H 0.8799 0.6898 0.4791 0.021 Uiso 1 1 calc R
C3 C 0.6562(2) 0.71920(12) 0.72041(15) 0.0177(5) Uani 1 1 d .
H3A H 0.7335 0.7050 0.7751 0.021 Uiso 1 1 calc R
H3B H 0.5708 0.6881 0.7275 0.021 Uiso 1 1 calc R
C4 C 0.6195(2) 0.80371(12) 0.73022(15) 0.0154(5) Uani 1 1 d .
C5 C 0.6186(2) 0.83719(13) 0.82561(15) 0.0193(5) Uani 1 1 d .
H5 H 0.6452 0.8081 0.8847 0.023 Uiso 1 1 calc R
C6 C 0.5778(2) 0.91392(13) 0.83182(16) 0.0211(5) Uani 1 1 d .
H6 H 0.5750 0.9371 0.8949 0.025 Uiso 1 1 calc R
C7 C 0.5411(2) 0.95600(13) 0.74230(16) 0.0208(5) Uani 1 1 d .
H7 H 0.5141 1.0080 0.7443 0.025 Uiso 1 1 calc R
C8 C 0.5455(2) 0.91935(12) 0.65042(15) 0.0177(5) Uani 1 1 d .
H8 H 0.5217 0.9479 0.5906 0.021 Uiso 1 1 calc R
C9 C 0.7639(2) 0.77773(13) 0.34386(15) 0.0182(5) Uani 1 1 d .
H9A H 0.8591 0.7702 0.3228 0.022 Uiso 1 1 calc R
H9B H 0.7172 0.8215 0.3061 0.022 Uiso 1 1 calc R
C10 C 0.6720(2) 0.70585(12) 0.31875(15) 0.0164(5) Uani 1 1 d .
C11 C 0.6850(2) 0.66056(13) 0.23364(15) 0.0191(5) Uani 1 1 d .
H11 H 0.7548 0.6723 0.1922 0.023 Uiso 1 1 calc R
C12 C 0.5923(2) 0.59769(13) 0.21168(16) 0.0208(5) Uani 1 1 d .
H12 H 0.5989 0.5667 0.1551 0.025 Uiso 1 1 calc R
C13 C 0.4896(2) 0.58146(12) 0.27483(16) 0.0197(5) Uani 1 1 d .
H13 H 0.4261 0.5396 0.2613 0.024 Uiso 1 1 calc R
C14 C 0.4834(2) 0.62860(12) 0.35817(16) 0.0175(5) Uani 1 1 d .
H14 H 0.4148 0.6174 0.4008 0.021 Uiso 1 1 calc R
C15 C 0.6979(2) 0.61644(12) 0.60601(17) 0.0218(5) Uani 1 1 d .
H15A H 0.5979 0.5993 0.5987 0.033 Uiso 1 1 calc R
H15B H 0.7534 0.5912 0.6639 0.033 Uiso 1 1 calc R
H15C H 0.7384 0.6035 0.5455 0.033 Uiso 1 1 calc R
C16 C 0.8306(2) 0.87708(12) 0.47294(16) 0.0175(5) Uani 1 1 d .
H16A H 0.7584 0.9110 0.4348 0.021 Uiso 1 1 calc R
H16B H 0.8332 0.8886 0.5448 0.021 Uiso 1 1 calc R
C17 C 0.9756(3) 0.89479(13) 0.44418(16) 0.0207(5) Uani 1 1 d .
C18 C 1.0950(3) 0.90522(13) 0.42420(17) 0.0251(5) Uani 1 1 d .
H18 H 1.1887 0.9134 0.4085 0.030 Uiso 1 1 calc R
C19 C 0.2290(3) 0.53481(15) 0.6239(2) 0.0376(7) Uani 1 1 d .
H19A H 0.2961 0.5359 0.5751 0.056 Uiso 1 1 calc R
H19B H 0.1893 0.4835 0.6267 0.056 Uiso 1 1 calc R
H19C H 0.2796 0.5488 0.6900 0.056 Uiso 1 1 calc R
N1 N 0.70385(19) 0.70174(10) 0.62139(13) 0.0167(4) Uani 1 1 d .
N2 N 0.78327(18) 0.79530(10) 0.45430(13) 0.0147(4) Uani 1 1 d .
N3 N 0.58258(18) 0.84404(10) 0.64313(12) 0.0146(4) Uani 1 1 d .
N4 N 0.57252(19) 0.69020(10) 0.38056(12) 0.0161(4) Uani 1 1 d .
Cl1 Cl 0.33998(6) 0.71671(3) 0.55743(4) 0.01961(13) Uani 1 1 d .
Cl2 Cl 0.46017(6) 0.87467(3) 0.39388(4) 0.01763(12) Uani 1 1 d .
Fe Fe 0.56020(3) 0.773443(17) 0.50394(2) 0.01376(8) Uani 1 1 d .
O O 0.11468(17) 0.58795(10) 0.59429(14) 0.0311(4) Uani 1 1 d .
H1 H 0.1492 0.6305 0.5835 0.047 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0031 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'
Cl Cl 0.1485 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3464 0.8445 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0109 0.0061 '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
N1 C1 C2 110.80(16)
N2 C2 C1 110.92(17)
N1 C3 C4 112.03(17)
N3 C4 C5 122.0(2)
N3 C4 C3 117.15(18)
C5 C4 C3 120.78(18)
C6 C5 C4 119.3(2)
C5 C6 C7 118.9(2)
C8 C7 C6 118.7(2)
N3 C8 C7 123.04(19)
N2 C9 C10 111.52(17)
N4 C10 C11 122.0(2)
N4 C10 C9 116.27(18)
C11 C10 C9 121.6(2)
C12 C11 C10 118.9(2)
C11 C12 C13 119.3(2)
C14 C13 C12 118.7(2)
N4 C14 C13 122.8(2)
C17 C16 N2 114.13(18)
C18 C17 C16 176.1(2)
C3 N1 C15 108.30(17)
C3 N1 C1 109.90(16)
C15 N1 C1 110.38(17)
C3 N1 Fe 106.18(12)
C15 N1 Fe 116.18(12)
C1 N1 Fe 105.75(12)
C9 N2 C16 110.36(16)
C9 N2 C2 110.99(16)
C16 N2 C2 111.67(15)
C9 N2 Fe 105.66(12)
C16 N2 Fe 111.37(13)
C2 N2 Fe 106.59(13)
C4 N3 C8 117.97(18)
C4 N3 Fe 114.53(14)
C8 N3 Fe 126.89(13)
C10 N4 C14 118.26(18)
C10 N4 Fe 116.07(13)
C14 N4 Fe 125.52(15)
N4 Fe N3 169.08(6)
N4 Fe N1 93.79(6)
N3 Fe N1 75.60(6)
N4 Fe N2 75.12(6)
N3 Fe N2 100.08(6)
N1 Fe N2 79.96(6)
N4 Fe Cl2 94.63(5)
N3 Fe Cl2 95.12(5)
N1 Fe Cl2 164.17(5)
N2 Fe Cl2 89.28(4)
N4 Fe Cl1 95.33(5)
N3 Fe Cl1 87.47(5)
N1 Fe Cl1 90.62(5)
N2 Fe Cl1 165.97(5)
Cl2 Fe Cl1 101.90(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.487(3)
C1 C2 1.515(3)
C2 N2 1.488(2)
C3 N1 1.476(3)
C3 C4 1.504(3)
C4 N3 1.346(2)
C4 C5 1.390(3)
C5 C6 1.379(3)
C6 C7 1.388(3)
C7 C8 1.377(3)
C8 N3 1.348(3)
C9 N2 1.479(3)
C9 C10 1.509(3)
C10 N4 1.347(3)
C10 C11 1.391(3)
C11 C12 1.384(3)
C12 C13 1.384(3)
C13 C14 1.378(3)
C14 N4 1.348(3)
C15 N1 1.482(3)
C16 C17 1.478(3)
C16 N2 1.484(3)
C17 C18 1.186(3)
C19 O 1.408(3)
N1 Fe 2.2559(16)
N2 Fe 2.2863(18)
N3 Fe 2.1923(17)
N4 Fe 2.1895(17)
Cl1 Fe 2.4550(6)
Cl2 Fe 2.3693(6)
