#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/69/4336982.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_4336982
loop_
_publ_author_name
'Laleh Tahsini'
'Sarah E. Specht'
'June S. Lum'
'Joshua J. M. Nelson'
'Alexandra F. Long'
'James A. Golen'
'Arnold L. Rheingold'
'Linda H. Doerrer'
_publ_section_title
;
 Structural and Electronic Properties of Old and New A2[M(pinF)2]
 Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              14050
_journal_page_last               14063
_journal_paper_doi               10.1021/ic401837y
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C12 H15 F12 Fe0.5 N2 O2'
_chemical_formula_weight         475.18
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.629(3)
_cell_length_b                   8.4890(14)
_cell_length_c                   21.115(3)
_cell_measurement_reflns_used    2626
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.61
_cell_measurement_theta_min      2.79
_cell_volume                     3518.4(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0688
_diffrn_reflns_av_sigmaI/netI    0.0635
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            14398
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         26.38
_diffrn_reflns_theta_min         2.79
_exptl_absorpt_coefficient_mu    0.594
_exptl_absorpt_correction_T_max  0.8904
_exptl_absorpt_correction_T_min  0.8418
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.794
_exptl_crystal_description       block
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3598
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.006
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0398
_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)+(0.0350P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0949
_reflns_number_gt                2656
_reflns_number_total             3598
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic401837y_si_002_1.cif
_cod_data_source_block           lhd387_Compound_1
_cod_original_cell_volume        3518.5(9)
_cod_original_formula_sum        'C12 H15 F12 Fe0.50 N2 O2'
_cod_database_code               4336982
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -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
Fe1 Fe 0.5000 0.5000 0.0000 0.01470(14) Uani 1 2 d S
F1 F 0.52596(7) 0.34322(19) 0.13752(8) 0.0254(4) Uani 1 1 d .
F2 F 0.44444(7) 0.30784(19) 0.20516(6) 0.0238(4) Uani 1 1 d .
F3 F 0.45731(7) 0.15080(18) 0.12668(7) 0.0257(4) Uani 1 1 d .
F4 F 0.29484(6) 0.41293(19) 0.07151(7) 0.0228(4) Uani 1 1 d .
F5 F 0.33298(7) 0.19569(18) 0.10765(7) 0.0215(4) Uani 1 1 d .
F6 F 0.31491(7) 0.38925(18) 0.17132(7) 0.0227(4) Uani 1 1 d .
F7 F 0.31388(7) 0.69705(19) 0.12173(7) 0.0255(4) Uani 1 1 d .
F8 F 0.38824(7) 0.85271(18) 0.08181(7) 0.0262(4) Uani 1 1 d .
F9 F 0.35190(7) 0.66033(19) 0.02668(7) 0.0265(4) Uani 1 1 d .
F10 F 0.39372(7) 0.61278(19) 0.22136(6) 0.0233(4) Uani 1 1 d .
F11 F 0.50110(7) 0.5904(2) 0.20316(7) 0.0251(4) Uani 1 1 d .
F12 F 0.45086(7) 0.80716(18) 0.18375(7) 0.0230(4) Uani 1 1 d .
O1 O 0.42784(8) 0.3712(2) 0.03986(7) 0.0170(4) Uani 1 1 d .
O2 O 0.48542(8) 0.6319(2) 0.07633(8) 0.0175(4) Uani 1 1 d .
N1 N 0.63052(9) 0.9110(3) 0.08314(9) 0.0127(4) Uani 1 1 d .
N2 N 0.28865(12) -0.1874(3) 0.32265(13) 0.0376(7) Uani 1 1 d .
C1 C 0.41308(11) 0.4072(3) 0.10109(11) 0.0121(5) Uani 1 1 d .
C2 C 0.42930(11) 0.5967(3) 0.11098(11) 0.0122(5) Uani 1 1 d .
C3 C 0.46036(12) 0.3037(3) 0.14342(12) 0.0181(6) Uani 1 1 d .
C4 C 0.33850(12) 0.3528(3) 0.11360(11) 0.0160(6) Uani 1 1 d .
C5 C 0.36995(13) 0.7012(3) 0.08564(12) 0.0188(6) Uani 1 1 d .
C6 C 0.44347(12) 0.6502(3) 0.18034(11) 0.0165(6) Uani 1 1 d .
C7 C 0.69182(12) 0.9865(3) 0.05417(13) 0.0221(6) Uani 1 1 d .
H7A H 0.6993 0.9429 0.0118 0.033 Uiso 1 1 calc R
H7B H 0.7318 0.9656 0.0807 0.033 Uiso 1 1 calc R
H7C H 0.6845 1.1004 0.0511 0.033 Uiso 1 1 calc R
C8 C 0.61921(12) 0.9763(3) 0.14814(12) 0.0210(6) Uani 1 1 d .
H8A H 0.6589 0.9535 0.1747 0.031 Uiso 1 1 calc R
H8B H 0.5786 0.9277 0.1668 0.031 Uiso 1 1 calc R
H8C H 0.6127 1.0906 0.1455 0.031 Uiso 1 1 calc R
C9 C 0.56919(12) 0.9458(3) 0.04307(12) 0.0175(6) Uani 1 1 d .
H9A H 0.5761 0.9029 0.0005 0.026 Uiso 1 1 calc R
H9B H 0.5626 1.0600 0.0404 0.026 Uiso 1 1 calc R
H9C H 0.5288 0.8971 0.0622 0.026 Uiso 1 1 calc R
C10 C 0.64146(12) 0.7373(3) 0.08738(12) 0.0176(6) Uani 1 1 d .
H10A H 0.6490 0.6945 0.0449 0.026 Uiso 1 1 calc R
H10B H 0.6012 0.6877 0.1062 0.026 Uiso 1 1 calc R
H10C H 0.6814 0.7158 0.1139 0.026 Uiso 1 1 calc R
C11 C 0.30625(12) -0.0957(3) 0.28706(13) 0.0219(6) Uani 1 1 d .
C12 C 0.32766(14) 0.0228(3) 0.24114(13) 0.0270(7) Uani 1 1 d .
H12A H 0.3263 -0.0224 0.1984 0.040 Uiso 1 1 calc R
H12B H 0.3742 0.0569 0.2508 0.040 Uiso 1 1 calc R
H12C H 0.2969 0.1136 0.2433 0.040 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 0.0033 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'
F F 0.0171 0.0103 '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
O1 Fe1 O1 180.0 . 5_665
O1 Fe1 O2 97.87(7) . 5_665
O1 Fe1 O2 82.13(7) 5_665 5_665
O1 Fe1 O2 82.13(7) . .
O1 Fe1 O2 97.87(7) 5_665 .
O2 Fe1 O2 180.0 5_665 .
C1 O1 Fe1 115.64(14) . .
C2 O2 Fe1 115.55(14) . .
C10 N1 C7 109.42(19) . .
C10 N1 C8 109.42(19) . .
C7 N1 C8 109.62(19) . .
C10 N1 C9 110.10(18) . .
C7 N1 C9 109.31(19) . .
C8 N1 C9 108.96(18) . .
O1 C1 C4 107.14(19) . .
O1 C1 C3 106.96(19) . .
C4 C1 C3 107.2(2) . .
O1 C1 C2 107.34(19) . .
C4 C1 C2 116.61(19) . .
C3 C1 C2 111.16(19) . .
O2 C2 C6 107.33(18) . .
O2 C2 C5 107.2(2) . .
C6 C2 C5 106.9(2) . .
O2 C2 C1 107.63(18) . .
C6 C2 C1 115.9(2) . .
C5 C2 C1 111.50(18) . .
F1 C3 F2 108.0(2) . .
F1 C3 F3 105.08(19) . .
F2 C3 F3 105.6(2) . .
F1 C3 C1 112.3(2) . .
F2 C3 C1 113.83(19) . .
F3 C3 C1 111.5(2) . .
F4 C4 F6 107.17(19) . .
F4 C4 F5 105.39(19) . .
F6 C4 F5 106.64(19) . .
F4 C4 C1 112.14(19) . .
F6 C4 C1 114.2(2) . .
F5 C4 C1 110.7(2) . .
F8 C5 F7 106.3(2) . .
F8 C5 F9 105.3(2) . .
F7 C5 F9 107.7(2) . .
F8 C5 C2 111.6(2) . .
F7 C5 C2 113.8(2) . .
F9 C5 C2 111.7(2) . .
F11 C6 F12 105.52(19) . .
F11 C6 F10 107.1(2) . .
F12 C6 F10 106.18(19) . .
F11 C6 C2 112.4(2) . .
F12 C6 C2 111.0(2) . .
F10 C6 C2 114.04(19) . .
N2 C11 C12 179.0(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 1.9776(16) .
Fe1 O1 1.9777(16) 5_665
Fe1 O2 1.9834(17) 5_665
Fe1 O2 1.9834(17) .
F1 C3 1.336(3) .
F2 C3 1.341(3) .
F3 C3 1.347(3) .
F4 C4 1.336(3) .
F5 C4 1.344(3) .
F6 C4 1.340(3) .
F7 C5 1.339(3) .
F8 C5 1.338(3) .
F9 C5 1.340(3) .
F10 C6 1.344(3) .
F11 C6 1.330(3) .
F12 C6 1.342(3) .
O1 C1 1.360(3) .
O2 C2 1.356(3) .
N1 C10 1.492(3) .
N1 C7 1.494(3) .
N1 C8 1.497(3) .
N1 C9 1.501(3) .
N2 C11 1.136(3) .
C1 C4 1.558(3) .
C1 C3 1.559(3) .
C1 C2 1.653(4) .
C2 C6 1.558(3) .
C2 C5 1.559(3) .
C11 C12 1.459(4) .
