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#$Date: 2016-03-22 12:41:31 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178959 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/88/4118880.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_4118880
loop_
_publ_author_name
'Hong-Ling Cai'
'Yi Zhang'
'Da-Wei Fu'
'Wen Zhang'
'Tao Liu'
'Hirofumi Yoshikawa'
'Kunio Awaga'
'Ren-Gen Xiong'
_publ_section_title
;
 Above-Room-Temperature Magnetodielectric Coupling in a Possible
 Molecule-Based Multiferroic: Triethylmethylammonium
 Tetrabromoferrate(III)
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18487
_journal_page_last               18490
_journal_paper_doi               10.1021/ja3073319
_journal_volume                  134
_journal_year                    2012
_chemical_formula_sum            'C7 H18 Br4 Fe N'
_chemical_formula_weight         491.71
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           186
_symmetry_space_group_name_Hall  'P 6c -2c'
_symmetry_space_group_name_H-M   'P 63 m c'
_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                120.00
_cell_formula_units_Z            2
_cell_length_a                   8.267(2)
_cell_length_b                   8.267(2)
_cell_length_c                   13.524(2)
_cell_measurement_reflns_used    542
_cell_measurement_temperature    243(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.5
_cell_volume                     800.4(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      243(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0825
_diffrn_reflns_av_sigmaI/netI    0.0423
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4202
_diffrn_reflns_theta_full        24.45
_diffrn_reflns_theta_max         24.45
_diffrn_reflns_theta_min         2.85
_exptl_absorpt_coefficient_mu    10.895
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.9
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   crystalclear
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.040
_exptl_crystal_description       block
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.198
_refine_diff_density_min         -0.665
_refine_diff_density_rms         0.167
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.20(3)
_refine_ls_extinction_coef       0.0271(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     28
_refine_ls_number_reflns         527
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0612
_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)+(0.1174P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1639
_refine_ls_wR_factor_ref         0.1712
_reflns_number_gt                461
_reflns_number_total             527
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja3073319_si_004.cif
_cod_data_source_block           1
_cod_database_code               4118880
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x-y, x, z+1/2'
'-y, x-y, z'
'-x, -y, z+1/2'
'-x+y, -x, z'
'y, -x+y, z+1/2'
'y, x, z+1/2'
'-x+y, y, z'
'-x, -x+y, z+1/2'
'-y, -x, z'
'x-y, -y, z+1/2'
'x, 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
N1 N -0.3333 -0.6667 0.7778(9) 0.0776(16) Uani 1 6 d S
C1 C -0.1376(15) -0.4946(18) 0.7777(12) 0.0776(16) Uani 0.33 1 d P
H1A H -0.0894 -0.4815 0.8435 0.093 Uiso 0.35 1 d PR
H1B H -0.1449 -0.3848 0.7627 0.093 Uiso 0.35 1 d PR
C2 C 0.002(3) -0.4988(13) 0.7243(8) 0.0776(16) Uani 0.67 2 d SP
H2A H 0.1236 -0.3927 0.7292 0.116 Uiso 0.36 1 d PR
H2B H 0.0118 -0.6108 0.7398 0.116 Uiso 0.36 1 d PR
H2C H -0.0443 -0.5225 0.6582 0.116 Uiso 0.72 2 d SPR
C3 C -0.2768(8) -0.7232(8) 0.8618(7) 0.0776(16) Uani 0.67 2 d SP
H3A H -0.1434 -0.6729 0.8598 0.093 Uiso 0.35 1 d PR
H3B H -0.3318 -0.8613 0.8598 0.093 Uiso 0.35 1 d PR
C4 C -0.3333 -0.6667 0.9675(12) 0.095(4) Uani 1 6 d S
H4A H -0.2924 -0.7076 1.0237 0.142 Uiso 0.34 2 d SPR
H4B H -0.2772 -0.5544 0.9692 0.142 Uiso 0.34 2 d SPR
H4C H -0.4669 -0.7334 0.9692 0.142 Uiso 0.34 2 d SPR
Fe1 Fe 0.0000 0.0000 1.02303(8) 0.0450(3) Uani 1 6 d S
Br1 Br 0.0000 0.0000 1.19515(8) 0.0839(4) Uani 1 6 d S
Br2 Br 0.15430(4) -0.15430(4) 0.96800(7) 0.08191(18) Uani 1 2 d S
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'
Br Br -0.2901 2.4595 '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'
N N 0.0061 0.0033 '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'
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
C3 N1 C3 60.3(9) . 3_445
C3 N1 C3 60.3(9) . 5_545
C3 N1 C3 60.3(9) 3_445 5_545
C3 N1 C1 62.2(7) . 12_545
C3 N1 C1 86.4(7) 3_445 12_545
C3 N1 C1 122.2(11) 5_545 12_545
C3 N1 C1 62.2(7) . 5_545
C3 N1 C1 122.2(11) 3_445 5_545
C3 N1 C1 86.4(7) 5_545 5_545
C1 N1 C1 72.7(12) 12_545 5_545
C3 N1 C1 86.4(7) . 10_445
C3 N1 C1 122.2(11) 3_445 10_445
C3 N1 C1 62.2(8) 5_545 10_445
C1 N1 C1 120.000(9) 12_545 10_445
C1 N1 C1 47.3(12) 5_545 10_445
C3 N1 C1 86.4(7) . .
C3 N1 C1 62.2(8) 3_445 .
C3 N1 C1 122.2(11) 5_545 .
C1 N1 C1 47.3(12) 12_545 .
C1 N1 C1 120.000(9) 5_545 .
C1 N1 C1 167.3(12) 10_445 .
C3 N1 C1 122.2(11) . 3_445
C3 N1 C1 86.4(7) 3_445 3_445
C3 N1 C1 62.2(7) 5_545 3_445
C1 N1 C1 167.3(12) 12_545 3_445
C1 N1 C1 120.000(15) 5_545 3_445
C1 N1 C1 72.7(12) 10_445 3_445
C1 N1 C1 120.000(13) . 3_445
C3 N1 C1 122.2(11) . 8
C3 N1 C1 62.2(7) 3_445 8
C3 N1 C1 86.4(7) 5_545 8
C1 N1 C1 120.000(16) 12_545 8
C1 N1 C1 167.3(12) 5_545 8
C1 N1 C1 120.000(9) 10_445 8
C1 N1 C1 72.7(12) . 8
C1 N1 C1 47.3(12) 3_445 8
C1 C1 C2 63.6(7) 12_545 .
C1 C1 C3 93.3(7) 12_545 3_445
C2 C1 C3 153.7(13) . 3_445
C1 C1 N1 66.3(6) 12_545 .
C2 C1 N1 119.2(12) . .
C3 C1 N1 54.5(7) 3_445 .
C1 C1 C1 120.000(11) 12_545 8
C2 C1 C1 148.4(9) . 8
C3 C1 C1 53.3(6) 3_445 8
N1 C1 C1 53.7(6) . 8
C1 C1 C3 49.0(6) 12_545 .
C2 C1 C3 111.5(10) . .
C3 C1 C3 44.3(8) 3_445 .
N1 C1 C3 44.0(6) . .
C1 C1 C3 84.1(5) 8 .
C1 C1 H1A 84.5 12_545 .
C2 C1 H1A 100.5 . .
C3 C1 H1A 62.9 3_445 .
N1 C1 H1A 106.8 . .
C1 C1 H1A 111.1 8 .
C3 C1 H1A 65.7 . .
C1 C1 H1B 167.5 12_545 .
C2 C1 H1B 111.3 . .
C3 C1 H1B 93.8 3_445 .
N1 C1 H1B 110.0 . .
C1 C1 H1B 57.6 8 .
C3 C1 H1B 137.1 . .
H1A C1 H1B 107.9 . .
C1 C2 C1 52.8(13) 12_545 .
C1 C2 H2A 143.6 12_545 .
C1 C2 H2A 116.9 . .
C1 C2 H2B 60.3 12_545 .
C1 C2 H2B 111.8 . .
H2A C2 H2B 108.0 . .
C1 C2 H2C 103.5 12_545 .
C1 C2 H2C 103.7 . .
H2A C2 H2C 112.8 . .
H2B C2 H2C 102.7 . .
N1 C3 C3 59.8(4) . 5_545
N1 C3 C3 59.8(4) . 3_445
C3 C3 C3 60.000(5) 5_545 3_445
N1 C3 C1 63.3(7) . 5_545
C3 C3 C1 86.7(7) 5_545 5_545
C3 C3 C1 122.7(6) 3_445 5_545
N1 C3 C1 63.3(7) . 12_545
C3 C3 C1 122.7(6) 5_545 12_545
C3 C3 C1 86.7(7) 3_445 12_545
C1 C3 C1 73.5(13) 5_545 12_545
N1 C3 C4 115.0(8) . .
C3 C3 C4 64.7(4) 5_545 .
C3 C3 C4 64.7(4) 3_445 .
C1 C3 C4 142.3(7) 5_545 .
C1 C3 C4 142.3(7) 12_545 .
N1 C3 C1 49.6(5) . 10_445
C3 C3 C1 49.0(6) 5_545 10_445
C3 C3 C1 95.9(5) 3_445 10_445
C1 C3 C1 37.7(10) 5_545 10_445
C1 C3 C1 96.7(10) 12_545 10_445
C4 C3 C1 109.7(7) . 10_445
N1 C3 C1 49.6(5) . .
C3 C3 C1 95.9(5) 5_545 .
C3 C3 C1 49.0(6) 3_445 .
C1 C3 C1 96.7(10) 5_545 .
C1 C3 C1 37.7(10) 12_545 .
C4 C3 C1 109.7(7) . .
C1 C3 C1 98.7(9) 10_445 .
N1 C3 H3A 109.5 . .
C3 C3 H3A 158.0 5_545 .
C3 C3 H3A 98.1 3_445 .
C1 C3 H3A 106.1 5_545 .
C1 C3 H3A 48.3 12_545 .
C4 C3 H3A 109.2 . .
C1 C3 H3A 141.0 10_445 .
C1 C3 H3A 65.4 . .
N1 C3 H3B 108.9 . .
C3 C3 H3B 96.7 5_545 .
C3 C3 H3B 156.6 3_445 .
C1 C3 H3B 48.1 5_545 .
C1 C3 H3B 106.9 12_545 .
C4 C3 H3B 108.6 . .
C1 C3 H3B 64.3 10_445 .
C1 C3 H3B 141.5 . .
H3A C3 H3B 105.2 . .
C3 C4 C3 50.5(8) . 5_545
C3 C4 C3 50.5(8) . 3_445
C3 C4 C3 50.5(8) 5_545 3_445
C3 C4 H4A 112.8 . .
C3 C4 H4A 147.1 5_545 .
C3 C4 H4A 147.1 3_445 .
C3 C4 H4B 105.7 . .
C3 C4 H4B 105.7 5_545 .
C3 C4 H4B 62.1 3_445 .
H4A C4 H4B 106.4 . .
C3 C4 H4C 105.5 . .
C3 C4 H4C 61.8 5_545 .
C3 C4 H4C 105.5 3_445 .
H4A C4 H4C 106.6 . .
H4B C4 H4C 119.9 . .
Br1 Fe1 Br2 108.62(4) . 5
Br1 Fe1 Br2 108.62(4) . .
Br2 Fe1 Br2 110.31(4) 5 .
Br1 Fe1 Br2 108.62(4) . 3
Br2 Fe1 Br2 110.31(4) 5 3
Br2 Fe1 Br2 110.31(4) . 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C3 1.395(15) .
N1 C3 1.395(15) 3_445
N1 C3 1.395(15) 5_545
N1 C1 1.530(10) 12_545
N1 C1 1.530(10) 5_545
N1 C1 1.530(10) 10_445
N1 C1 1.530(10) .
N1 C1 1.530(10) 3_445
N1 C1 1.530(10) 8
C1 C1 1.23(3) 12_545
C1 C2 1.38(2) .
C1 C3 1.516(17) 3_445
C1 C1 1.81(3) 8
C1 C3 2.004(15) .
C1 H1A 0.9592 .
C1 H1B 0.9601 .
C2 C1 1.38(2) 12_545
C2 H2A 0.9478 .
C2 H2B 0.9898 .
C2 H2C 0.9534 .
C3 C3 1.402(19) 5_545
C3 C3 1.402(19) 3_445
C3 C1 1.516(17) 5_545
C3 C1 1.516(17) 12_545
C3 C4 1.642(17) .
C3 C1 2.004(15) 10_445
C3 H3A 0.9649 .
C3 H3B 0.9957 .
C4 C3 1.642(17) 5_545
C4 C3 1.642(17) 3_445
C4 H4A 0.9595 .
C4 H4B 0.8043 .
C4 H4C 0.9562 .
Fe1 Br1 2.3279(16) .
Fe1 Br2 2.3312(10) 5
Fe1 Br2 2.3312(10) .
Fe1 Br2 2.3312(10) 3
