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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/4/11/88/4118879.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_4118879
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                   8.169(7)
_cell_length_b                   8.169(7)
_cell_length_c                   13.411(3)
_cell_measurement_reflns_used    452
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.5
_cell_volume                     775.0(10)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(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  0.0829
_diffrn_reflns_av_sigmaI/netI    0.0344
_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       -15
_diffrn_reflns_number            6227
_diffrn_reflns_theta_full        24.49
_diffrn_reflns_theta_max         24.49
_diffrn_reflns_theta_min         2.88
_exptl_absorpt_coefficient_mu    11.251
_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    2.107
_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         1.444
_refine_diff_density_min         -0.666
_refine_diff_density_rms         0.184
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.82(3)
_refine_ls_extinction_coef       0.0267(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     28
_refine_ls_number_reflns         542
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0557
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.002
_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          0.1594
_refine_ls_wR_factor_ref         0.1632
_reflns_number_gt                499
_reflns_number_total             542
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja3073319_si_003.cif
_cod_data_source_block           1
_cod_original_cell_volume        775.1(9)
_cod_database_code               4118879
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 0.7783(8) 0.0606(13) Uani 1 6 d S
C1 C -0.1377(14) -0.4878(17) 0.7764(11) 0.0606(13) Uani 0.33 1 d P
H1A H -0.0895 -0.4747 0.8422 0.073 Uiso 0.35 1 d PR
H1B H -0.1450 -0.3781 0.7615 0.073 Uiso 0.35 1 d PR
C2 C 0.016(2) -0.4920(11) 0.7232(8) 0.0606(13) Uani 0.67 2 d SP
H2A H 0.1372 -0.3927 0.7281 0.091 Uiso 0.36 1 d PR
H2B H 0.0254 -0.6108 0.7387 0.091 Uiso 0.36 1 d PR
H2C H -0.0307 -0.5159 0.6572 0.091 Uiso 0.72 2 d SPR
C3 C -0.2748(7) -0.7252(7) 0.8618(7) 0.0606(13) Uani 0.67 2 d SP
H3A H -0.1414 -0.6729 0.8597 0.073 Uiso 0.35 1 d PR
H3B H -0.3298 -0.8613 0.8597 0.073 Uiso 0.35 1 d PR
C4 C -0.3333 -0.6667 0.9658(11) 0.081(3) Uani 1 6 d S
H4A H -0.2924 -0.7076 1.0219 0.121 Uiso 0.34 2 d SPR
H4B H -0.2772 -0.5544 0.9674 0.121 Uiso 0.34 2 d SPR
H4C H -0.4669 -0.7334 0.9674 0.121 Uiso 0.34 2 d SPR
Fe1 Fe 0.0000 0.0000 1.02286(7) 0.0309(3) Uani 1 6 d S
Br1 Br 0.0000 0.0000 1.19587(7) 0.0679(3) Uani 1 6 d S
Br2 Br 0.15539(4) -0.15539(4) 0.96742(7) 0.06330(15) 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 62.0(8) . 3_445
C3 N1 C3 62.0(8) . 5_545
C3 N1 C3 62.0(8) 3_445 5_545
C3 N1 C1 61.5(7) . 5_545
C3 N1 C1 123.3(9) 3_445 5_545
C3 N1 C1 88.1(7) 5_545 5_545
C3 N1 C1 61.5(7) . 12_545
C3 N1 C1 88.1(7) 3_445 12_545
C3 N1 C1 123.3(9) 5_545 12_545
C1 N1 C1 68.9(11) 5_545 12_545
C3 N1 C1 88.1(7) . 10_445
C3 N1 C1 123.3(9) 3_445 10_445
C3 N1 C1 61.5(7) 5_545 10_445
C1 N1 C1 51.1(11) 5_545 10_445
C1 N1 C1 119.97(4) 12_545 10_445
C3 N1 C1 88.1(7) . .
C3 N1 C1 61.5(7) 3_445 .
C3 N1 C1 123.3(9) 5_545 .
C1 N1 C1 119.97(4) 5_545 .
C1 N1 C1 51.1(11) 12_545 .
C1 N1 C1 170.9(12) 10_445 .
C3 N1 C1 123.3(9) . 3_445
C3 N1 C1 88.1(7) 3_445 3_445
C3 N1 C1 61.5(7) 5_545 3_445
C1 N1 C1 119.97(5) 5_545 3_445
C1 N1 C1 170.9(12) 12_545 3_445
C1 N1 C1 68.9(11) 10_445 3_445
C1 N1 C1 119.97(5) . 3_445
C3 N1 C1 123.3(9) . 8
C3 N1 C1 61.5(7) 3_445 8
C3 N1 C1 88.1(7) 5_545 8
C1 N1 C1 170.9(12) 5_545 8
C1 N1 C1 119.97(5) 12_545 8
C1 N1 C1 119.97(4) 10_445 8
C1 N1 C1 68.9(11) . 8
C1 N1 C1 51.1(11) 3_445 8
C1 C1 C2 63.0(6) 12_545 .
C1 C1 C3 92.1(6) 12_545 3_445
C2 C1 C3 150.5(12) . 3_445
C1 C1 N1 64.4(6) 12_545 .
C2 C1 N1 119.0(11) . .
C3 C1 N1 54.6(6) 3_445 .
C1 C1 C1 120.000(10) 12_545 8
C2 C1 C1 150.7(7) . 8
C3 C1 C1 54.7(6) 3_445 8
N1 C1 C1 55.6(6) . 8
C1 C1 H1A 84.5 12_545 .
C2 C1 H1A 98.3 . .
C3 C1 H1A 61.8 3_445 .
N1 C1 H1A 105.5 . .
C1 C1 H1A 111.0 8 .
C1 C1 H1B 167.4 12_545 .
C2 C1 H1B 112.4 . .
C3 C1 H1B 95.2 3_445 .
N1 C1 H1B 112.0 . .
C1 C1 H1B 57.6 8 .
H1A C1 H1B 108.0 . .
C1 C2 C1 54.0(12) 12_545 .
C1 C2 H2A 144.9 12_545 .
C1 C2 H2A 120.4 . .
C1 C2 H2B 60.4 12_545 .
C1 C2 H2B 113.1 . .
H2A C2 H2B 105.2 . .
C1 C2 H2C 101.3 12_545 .
C1 C2 H2C 101.5 . .
H2A C2 H2C 113.3 . .
H2B C2 H2C 101.9 . .
N1 C3 C3 59.0(4) . 5_545
N1 C3 C3 59.0(4) . 3_445
C3 C3 C3 60.000(3) 5_545 3_445
N1 C3 C1 63.9(6) . 5_545
C3 C3 C1 87.9(7) 5_545 5_545
C3 C3 C1 122.8(6) 3_445 5_545
N1 C3 C1 63.9(6) . 12_545
C3 C3 C1 122.8(6) 5_545 12_545
C3 C3 C1 87.9(7) 3_445 12_545
C1 C3 C1 70.6(12) 5_545 12_545
N1 C3 C4 112.8(7) . .
C3 C3 C4 63.7(4) 5_545 .
C3 C3 C4 63.7(4) 3_445 .
C1 C3 C4 143.5(6) 5_545 .
C1 C3 C4 143.5(6) 12_545 .
N1 C3 H3A 109.5 . .
C3 C3 H3A 157.0 5_545 .
C3 C3 H3A 97.1 3_445 .
C1 C3 H3A 105.2 5_545 .
C1 C3 H3A 48.8 12_545 .
C4 C3 H3A 109.5 . .
N1 C3 H3B 109.2 . .
C3 C3 H3B 96.3 5_545 .
C3 C3 H3B 156.2 3_445 .
C1 C3 H3B 48.7 5_545 .
C1 C3 H3B 105.7 12_545 .
C4 C3 H3B 109.1 . .
H3A C3 H3B 106.5 . .
C3 C4 C3 52.5(7) . 5_545
C3 C4 C3 52.5(7) . 3_445
C3 C4 C3 52.5(7) 5_545 3_445
C3 C4 H4A 111.7 . .
C3 C4 H4A 146.8 5_545 .
C3 C4 H4A 146.8 3_445 .
C3 C4 H4B 106.2 . .
C3 C4 H4B 106.2 5_545 .
C3 C4 H4B 60.9 3_445 .
H4A C4 H4B 106.4 . .
C3 C4 H4C 106.0 . .
C3 C4 H4C 60.7 5_545 .
C3 C4 H4C 106.0 3_445 .
H4A C4 H4C 106.6 . .
H4B C4 H4C 119.9 . .
Br1 Fe1 Br2 108.68(4) . 5
Br1 Fe1 Br2 108.68(4) . 3
Br2 Fe1 Br2 110.25(3) 5 3
Br1 Fe1 Br2 108.68(4) . .
Br2 Fe1 Br2 110.25(3) 5 .
Br2 Fe1 Br2 110.25(3) 3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C3 1.393(13) .
N1 C3 1.393(13) 3_445
N1 C3 1.393(13) 5_545
N1 C1 1.535(9) 5_545
N1 C1 1.535(9) 12_545
N1 C1 1.535(10) 10_445
N1 C1 1.535(10) .
N1 C1 1.535(9) 3_445
N1 C1 1.535(9) 8
C1 C1 1.32(3) 12_545
C1 C2 1.459(19) .
C1 C3 1.502(15) 3_445
C1 C1 1.74(3) 8
C1 H1A 0.9507 .
C1 H1B 0.9489 .
C2 C1 1.459(19) 12_545
C2 H2A 0.9160 .
C2 H2B 1.0323 .
C2 H2C 0.9451 .
C3 C3 1.435(16) 5_545
C3 C3 1.435(16) 3_445
C3 C1 1.502(15) 5_545
C3 C1 1.502(15) 12_545
C3 C4 1.622(15) .
C3 H3A 0.9513 .
C3 H3B 0.9688 .
C4 C3 1.622(16) 5_545
C4 C3 1.622(16) 3_445
C4 H4A 0.9502 .
C4 H4B 0.7948 .
C4 H4C 0.9449 .
Fe1 Br1 2.3202(14) .
Fe1 Br2 2.3209(18) 5
Fe1 Br2 2.3209(18) 3
Fe1 Br2 2.3209(18) .
