#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:04:08 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179438 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/35/4333543.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_4333543
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         'C23 H25 Cl Fe N5, F6 P, 2(C H4 O)'
_chemical_formula_sum            'C25 H33 Cl F6 Fe N5 O2 P'
_chemical_formula_weight         671.83
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                94.089(2)
_cell_angle_beta                 106.403(2)
_cell_angle_gamma                107.687(2)
_cell_formula_units_Z            2
_cell_length_a                   8.5292(3)
_cell_length_b                   12.7218(5)
_cell_length_c                   14.5089(6)
_cell_measurement_reflns_used    8454
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      36.15
_cell_measurement_theta_min      2.72
_cell_volume                     1417.43(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.947
_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  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            42868
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         36.48
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.756
_exptl_absorpt_correction_T_max  0.9282
_exptl_absorpt_correction_T_min  0.9015
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.326
_refine_diff_density_min         -1.259
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         13172
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0515
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0712P)²+1.5091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1352
_refine_ls_wR_factor_ref         0.1507
_reflns_number_gt                10403
_reflns_number_total             13172
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic301834x_si_003.cif
_cod_data_source_block           1185GuillotICMMO
_cod_original_cell_volume        1417.43(9)
_cod_database_code               4333543
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
C1 C 1.0962(2) 0.72446(16) 0.11994(13) 0.0232(3) Uani 1 1 d .
H1A H 1.1411 0.6647 0.1095 0.028 Uiso 1 1 calc R
H1B H 1.1474 0.7854 0.0894 0.028 Uiso 1 1 calc R
C2 C 0.9009(2) 0.68221(14) 0.07399(12) 0.0210(3) Uani 1 1 d .
H2A H 0.8712 0.6602 0.0041 0.025 Uiso 1 1 calc R
H2B H 0.8508 0.6168 0.1002 0.025 Uiso 1 1 calc R
C3 C 1.3151(2) 0.85465(16) 0.26151(14) 0.0247(3) Uani 1 1 d .
H3A H 1.3913 0.8386 0.2283 0.030 Uiso 1 1 calc R
H3B H 1.3671 0.8572 0.3307 0.030 Uiso 1 1 calc R
C4 C 1.2991(2) 0.96700(15) 0.24471(12) 0.0210(3) Uani 1 1 d .
C5 C 1.4365(2) 1.05341(19) 0.23542(15) 0.0281(4) Uani 1 1 d .
H5 H 1.5375 1.0413 0.2330 0.034 Uiso 1 1 calc R
C6 C 1.4202(3) 1.15805(19) 0.22980(16) 0.0308(4) Uani 1 1 d .
H6 H 1.5107 1.2175 0.2242 0.037 Uiso 1 1 calc R
C7 C 1.2675(3) 1.17290(17) 0.23268(14) 0.0268(3) Uani 1 1 d .
H7 H 1.2548 1.2428 0.2304 0.032 Uiso 1 1 calc R
C8 C 1.1339(2) 1.08200(15) 0.23898(13) 0.0220(3) Uani 1 1 d .
H8 H 1.0297 1.0915 0.2384 0.026 Uiso 1 1 calc R
C9 C 0.6388(2) 0.71860(14) 0.07422(12) 0.0207(3) Uani 1 1 d .
H9A H 0.5868 0.6724 0.0100 0.025 Uiso 1 1 calc R
H9B H 0.5871 0.7767 0.0747 0.025 Uiso 1 1 calc R
C10 C 0.6008(2) 0.64783(13) 0.14929(12) 0.0189(3) Uani 1 1 d .
C11 C 0.4406(2) 0.56443(14) 0.12938(15) 0.0239(3) Uani 1 1 d .
H11 H 0.3563 0.5498 0.0687 0.029 Uiso 1 1 calc R
C12 C 0.4084(3) 0.50329(16) 0.20142(17) 0.0287(4) Uani 1 1 d .
H12 H 0.3015 0.4477 0.1900 0.034 Uiso 1 1 calc R
C13 C 0.5371(3) 0.52588(16) 0.29040(16) 0.0290(4) Uani 1 1 d .
H13 H 0.5192 0.4852 0.3395 0.035 Uiso 1 1 calc R
C14 C 0.6931(3) 0.61046(16) 0.30465(14) 0.0248(3) Uani 1 1 d .
H14 H 0.7795 0.6259 0.3647 0.030 Uiso 1 1 calc R
C15 C 1.1447(3) 0.67254(16) 0.28247(14) 0.0249(3) Uani 1 1 d .
H15A H 1.2471 0.6522 0.2868 0.030 Uiso 1 1 calc R
H15B H 1.0430 0.6073 0.2498 0.030 Uiso 1 1 calc R
C16 C 1.1439(2) 0.70864(16) 0.38383(13) 0.0243(3) Uani 1 1 d .
C17 C 1.2041(3) 0.6581(2) 0.46100(16) 0.0361(5) Uani 1 1 d .
H17 H 1.2481 0.6010 0.4520 0.043 Uiso 1 1 calc R
C18 C 1.1981(4) 0.6939(3) 0.55227(17) 0.0435(6) Uani 1 1 d .
H18 H 1.2353 0.6600 0.6050 0.052 Uiso 1 1 calc R
C19 C 1.1356(4) 0.7807(2) 0.56326(15) 0.0392(5) Uani 1 1 d .
H19 H 1.1337 0.8078 0.6240 0.047 Uiso 1 1 calc R
C20 C 1.0762(3) 0.82660(18) 0.48285(13) 0.0279(4) Uani 1 1 d .
H20 H 1.0326 0.8842 0.4904 0.034 Uiso 1 1 calc R
C21 C 0.8580(3) 0.85249(15) 0.02727(13) 0.0234(3) Uani 1 1 d .
H21A H 0.9820 0.8854 0.0394 0.028 Uiso 1 1 calc R
H21B H 0.8056 0.8135 -0.0397 0.028 Uiso 1 1 calc R
C22 C 0.7873(3) 0.94195(15) 0.03944(13) 0.0241(3) Uani 1 1 d .
C23 C 0.7297(3) 1.01510(16) 0.04725(16) 0.0296(4) Uani 1 1 d .
H23 H 0.6847 1.0723 0.0534 0.035 Uiso 1 1 calc R
C24 C 0.6382(5) 0.8916(3) 0.5124(2) 0.0583(9) Uani 1 1 d .
H24A H 0.7593 0.9179 0.5499 0.088 Uiso 1 1 calc R
H24B H 0.5699 0.8708 0.5549 0.088 Uiso 1 1 calc R
H24C H 0.6101 0.9501 0.4803 0.088 Uiso 1 1 calc R
C25 C 0.5706(4) 0.6220(4) 0.5382(3) 0.0639(10) Uani 1 1 d .
H25A H 0.5193 0.6201 0.5893 0.096 Uiso 1 1 calc R
H25B H 0.5040 0.5571 0.4886 0.096 Uiso 1 1 calc R
H25C H 0.5716 0.6883 0.5104 0.096 Uiso 1 1 calc R
N1 N 1.1446(2) 0.76403(13) 0.22577(11) 0.0206(2) Uani 1 1 d .
N2 N 0.82693(19) 0.77050(11) 0.09355(10) 0.0175(2) Uani 1 1 d .
N3 N 1.14937(18) 0.98072(12) 0.24582(11) 0.0194(2) Uani 1 1 d .
N4 N 0.72592(19) 0.67145(12) 0.23588(11) 0.0195(2) Uani 1 1 d .
N5 N 1.0789(2) 0.79100(14) 0.39383(11) 0.0219(3) Uani 1 1 d .
Cl Cl 0.79810(6) 0.93623(4) 0.31279(3) 0.02349(8) Uani 1 1 d .
Fe Fe 0.94692(3) 0.832400(19) 0.256329(16) 0.01567(5) Uani 1 1 d .
O1 O 0.6018(3) 0.79701(18) 0.44145(14) 0.0432(4) Uani 1 1 d .
H1 H 0.6580 0.8152 0.4042 0.065 Uiso 1 1 calc R
O2 O 0.7302(10) 0.6225(6) 0.5741(5) 0.176(3) Uani 1 1 d .
H2 H 0.7659 0.6088 0.5293 0.264 Uiso 1 1 calc R
F1 F 0.7263(3) 0.39384(18) 0.16983(18) 0.0705(6) Uani 1 1 d .
F2 F 0.7211(2) 0.27012(12) 0.04949(11) 0.0389(3) Uani 1 1 d .
F3 F 0.99324(19) 0.28463(14) 0.12707(13) 0.0444(4) Uani 1 1 d .
F4 F 0.7939(2) 0.23842(11) 0.20425(10) 0.0357(3) Uani 1 1 d .
F5 F 1.0005(3) 0.40908(17) 0.24962(13) 0.0758(8) Uani 1 1 d .
F6 F 0.9309(2) 0.44012(11) 0.09558(12) 0.0447(4) Uani 1 1 d .
P P 0.85997(6) 0.33987(4) 0.14989(3) 0.02127(9) Uani 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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
O O 0.0106 0.0060 '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 110.35(13)
N2 C2 C1 110.84(14)
N1 C3 C4 111.81(14)
N3 C4 C5 122.22(17)
N3 C4 C3 116.22(15)
C5 C4 C3 121.41(16)
C6 C5 C4 118.77(17)
C7 C6 C5 119.12(17)
C6 C7 C8 118.95(19)
N3 C8 C7 122.31(17)
N2 C9 C10 111.38(13)
N4 C10 C11 122.38(16)
N4 C10 C9 117.01(14)
C11 C10 C9 120.59(16)
C12 C11 C10 118.92(18)
C13 C12 C11 119.20(17)
C12 C13 C14 118.41(17)
N4 C14 C13 123.19(19)
N1 C15 C16 110.20(14)
N5 C16 C17 122.25(18)
N5 C16 C15 116.13(15)
C17 C16 C15 121.61(17)
C16 C17 C18 119.0(2)
C19 C18 C17 118.8(2)
C20 C19 C18 119.1(2)
N5 C20 C19 122.41(19)
C22 C21 N2 112.94(14)
C23 C22 C21 178.53(19)
C15 N1 C3 110.52(15)
C15 N1 C1 112.26(14)
C3 N1 C1 110.75(14)
C15 N1 Fe 105.21(10)
C3 N1 Fe 107.82(10)
C1 N1 Fe 110.04(11)
C9 N2 C21 109.30(14)
C9 N2 C2 109.33(13)
C21 N2 C2 108.55(12)
C9 N2 Fe 106.70(9)
C21 N2 Fe 118.19(11)
C2 N2 Fe 104.47(10)
C8 N3 C4 118.58(15)
C8 N3 Fe 125.13(11)
C4 N3 Fe 116.28(12)
C10 N4 C14 117.90(15)
C10 N4 Fe 113.68(10)
C14 N4 Fe 127.28(13)
C16 N5 C20 118.42(16)
C16 N5 Fe 114.40(11)
C20 N5 Fe 126.28(13)
N5 Fe N3 101.14(6)
N5 Fe N1 74.19(5)
N3 Fe N1 76.26(6)
N5 Fe N4 87.67(6)
N3 Fe N4 168.98(5)
N1 Fe N4 100.14(6)
N5 Fe N2 143.88(5)
N3 Fe N2 95.53(5)
N1 Fe N2 79.08(5)
N4 Fe N2 73.50(5)
N5 Fe Cl 99.55(4)
N3 Fe Cl 93.81(4)
N1 Fe Cl 166.68(4)
N4 Fe Cl 91.20(4)
N2 Fe Cl 111.13(4)
F1 P F5 90.21(15)
F1 P F2 90.52(12)
F5 P F2 179.24(13)
F1 P F6 90.39(10)
F5 P F6 89.57(10)
F2 P F6 90.24(9)
F1 P F4 91.29(10)
F5 P F4 90.07(9)
F2 P F4 90.10(8)
F6 P F4 178.29(9)
F1 P F3 178.70(12)
F5 P F3 90.98(14)
F2 P F3 88.29(9)
F6 P F3 89.09(8)
F4 P F3 89.25(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.479(2)
C1 C2 1.512(3)
C2 N2 1.492(2)
C3 N1 1.477(2)
C3 C4 1.507(3)
C4 N3 1.345(2)
C4 C5 1.388(3)
C5 C6 1.385(3)
C6 C7 1.383(3)
C7 C8 1.385(3)
C8 N3 1.342(2)
C9 N2 1.471(2)
C9 C10 1.505(2)
C10 N4 1.342(2)
C10 C11 1.389(2)
C11 C12 1.386(3)
C12 C13 1.382(3)
C13 C14 1.384(3)
C14 N4 1.346(2)
C15 N1 1.473(2)
C15 C16 1.512(3)
C16 N5 1.343(2)
C16 C17 1.381(3)
C17 C18 1.389(3)
C18 C19 1.382(4)
C19 C20 1.379(3)
C20 N5 1.347(2)
C21 C22 1.462(3)
C21 N2 1.484(2)
C22 C23 1.189(3)
C24 O1 1.422(4)
C25 O2 1.311(7)
N1 Fe 2.2482(14)
N2 Fe 2.2639(14)
N3 Fe 2.1852(14)
N4 Fe 2.2552(15)
N5 Fe 2.1832(15)
Cl Fe 2.3407(4)
F1 P 1.5776(17)
F2 P 1.5858(15)
F3 P 1.6001(14)
F4 P 1.5998(13)
F5 P 1.5820(17)
F6 P 1.5991(14)
