#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/01/20/7012081.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_7012081
loop_
_publ_author_name
'Andrei S. Batsanov'
'Stéphanie M. Cornet'
'Keith B. Dillon'
'Andrés E. Goeta'
'Paul Hazendonk'
'Amber L. Thompson'
_publ_section_title
;
 New group 15 compounds containing the
 2,4,6-(CF3)3C6H2 (fluoromes = Ar),
 2,6-(CF3)2C6H3 (fluoroxyl = Ar') or
 2,4-(CF3)2C6H3 (Ar″) ligands
;
_journal_issue                   24
_journal_name_full               'J. Chem. Soc., Dalton Trans.'
_journal_page_first              4622
_journal_page_last               4628
_journal_paper_doi               10.1039/b207327g
_journal_year                    2002
_chemical_formula_sum            'C16 H6 As Cl F12'
_chemical_formula_weight         536.4
_chemical_name_systematic
;
2,4-fluoromethylbenzene-2,5-fluromethylbenzene arsenic 
chloride
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.98(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.436(3)
_cell_length_b                   9.055(1)
_cell_length_c                   14.644(3)
_cell_measurement_reflns_used    623
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.87
_cell_measurement_theta_min      11.93
_cell_volume                     1749.0(6)
_computing_cell_refinement       'SMART version 5.054 (Bruker, 1998)'
_computing_data_collection       'SMART version 5.054 (Bruker, 1998)'
_computing_data_reduction        'SAINT version 6.01 (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL version 5.10 (Bruker, 1997)'
_computing_publication_material  'SHELXTL version 5.10 (Bruker, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'SMART 1K CCD area detector'
_diffrn_measurement_method       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  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0188
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4335
_diffrn_reflns_theta_full        1.54
_diffrn_reflns_theta_max         28.3
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    2.219
_exptl_absorpt_correction_T_max  0.717
_exptl_absorpt_correction_T_min  0.471
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'XPREP (SHELXTL)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       prism
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.003
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4335
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0326
_refine_ls_R_factor_gt           0.0257
_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)+(0.0353P)²+1.1908P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0647
_refine_ls_wR_factor_ref         0.0687
_reflns_number_gt                3749
_reflns_number_total             4335
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            b207327g.txt
_cod_data_source_block           5
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7012081
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
As1 As 0.756983(13) 0.75080(2) 0.070713(12) 0.01763(6) Uani 1 1 d . . .
Cl1 Cl 0.81292(3) 0.96572(5) 0.13072(3) 0.02388(10) Uani 1 1 d . . .
F1 F 1.17919(9) 0.64522(17) -0.13245(9) 0.0396(3) Uani 1 1 d . . .
F2 F 1.07907(10) 0.48572(14) -0.21169(10) 0.0367(3) Uani 1 1 d . . .
F3 F 1.06843(11) 0.71503(16) -0.25040(10) 0.0384(3) Uani 1 1 d . . .
F4 F 0.76988(9) 0.36187(13) -0.11458(10) 0.0366(3) Uani 1 1 d . . .
F5 F 0.69977(9) 0.49930(13) -0.02399(8) 0.0278(3) Uani 1 1 d . . .
F6 F 0.68345(9) 0.55288(14) -0.16905(8) 0.0303(3) Uani 1 1 d . . .
F7 F 0.44207(8) 0.71042(14) 0.11700(8) 0.0268(2) Uani 1 1 d . . .
F8 F 0.59531(8) 0.77872(13) 0.17049(7) 0.0226(2) Uani 1 1 d . . .
F9 F 0.56603(9) 0.56610(12) 0.10257(8) 0.0274(2) Uani 1 1 d . . .
F10 F 0.69027(9) 1.06840(13) -0.20346(8) 0.0280(3) Uani 1 1 d . . .
F11 F 0.78926(9) 1.01724(13) -0.07380(8) 0.0262(2) Uani 1 1 d . . .
F12 F 0.76410(8) 0.85692(13) -0.18555(7) 0.0244(2) Uani 1 1 d . . .
C1 C 0.85701(13) 0.7123(2) -0.01053(12) 0.0188(3) Uani 1 1 d . . .
C2 C 0.94895(14) 0.7908(2) 0.00356(13) 0.0214(4) Uani 1 1 d . . .
H2 H 0.9612(16) 0.864(2) 0.0490(16) 0.022(5) Uiso 1 1 d . . .
C3 C 1.02347(14) 0.7594(2) -0.04816(14) 0.0223(4) Uani 1 1 d . . .
H3 H 1.0824(18) 0.814(3) -0.0369(16) 0.027(6) Uiso 1 1 d . . .
C4 C 1.00731(13) 0.6480(2) -0.11482(12) 0.0204(4) Uani 1 1 d . . .
C5 C 0.91951(14) 0.5638(2) -0.12694(13) 0.0200(3) Uani 1 1 d . . .
H5 H 0.9074(17) 0.488(3) -0.1688(17) 0.028(6) Uiso 1 1 d . . .
C6 C 0.84508(13) 0.5946(2) -0.07495(12) 0.0184(3) Uani 1 1 d . . .
C7 C 1.08356(14) 0.6226(2) -0.17696(14) 0.0243(4) Uani 1 1 d . . .
C8 C 0.75026(14) 0.5019(2) -0.09582(13) 0.0206(4) Uani 1 1 d . . .
C11 C 0.63402(13) 0.82213(19) -0.01992(12) 0.0164(3) Uani 1 1 d . . .
C12 C 0.54109(14) 0.78005(19) 0.00515(12) 0.0179(3) Uani 1 1 d . . .
C13 C 0.44789(14) 0.8022(2) -0.05424(13) 0.0215(4) Uani 1 1 d . . .
H13 H 0.3865(19) 0.773(3) -0.0345(18) 0.028(6) Uiso 1 1 d . . .
C14 C 0.44442(14) 0.8698(2) -0.13980(13) 0.0232(4) Uani 1 1 d . . .
H14 H 0.3835(17) 0.880(3) -0.1789(16) 0.024(6) Uiso 1 1 d . . .
C15 C 0.53353(14) 0.9201(2) -0.16390(12) 0.0210(4) Uani 1 1 d . . .
H15 H 0.5325(17) 0.972(3) -0.2184(16) 0.024(6) Uiso 1 1 d . . .
C16 C 0.62739(13) 0.89766(19) -0.10522(12) 0.0179(3) Uani 1 1 d . . .
C17 C 0.53602(14) 0.7088(2) 0.09839(13) 0.0200(3) Uani 1 1 d . . .
C18 C 0.71801(14) 0.9595(2) -0.14155(12) 0.0201(4) 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'
F F 0.0171 0.0103 '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'
As As 0.0499 2.0058 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 1.00 0.00 0.090
-1.00 -1.00 0.00 0.090
1.00 -1.00 0.00 0.100
-1.00 1.00 0.00 0.100
0.00 0.00 1.00 0.200
0.00 0.00 -1.00 0.200
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
_geom_angle_publ_flag
C1 As1 C11 102.98(7) . . ?
C1 As1 Cl1 100.08(6) . . ?
C11 As1 Cl1 98.84(5) . . ?
C2 C1 C6 117.67(17) . . ?
C2 C1 As1 119.93(14) . . ?
C6 C1 As1 121.89(13) . . ?
C3 C2 C1 121.27(18) . . ?
C3 C2 H2 119.0(13) . . ?
C1 C2 H2 119.7(13) . . ?
C4 C3 C2 119.74(18) . . ?
C4 C3 H3 122.0(15) . . ?
C2 C3 H3 118.3(15) . . ?
C5 C4 C3 120.24(17) . . ?
C5 C4 C7 119.75(17) . . ?
C3 C4 C7 119.97(17) . . ?
C4 C5 C6 120.02(17) . . ?
C4 C5 H5 122.5(15) . . ?
C6 C5 H5 117.5(15) . . ?
C5 C6 C1 120.89(16) . . ?
C5 C6 C8 116.34(16) . . ?
C1 C6 C8 122.67(16) . . ?
F2 C7 F1 107.22(16) . . ?
F2 C7 F3 106.45(16) . . ?
F1 C7 F3 106.14(16) . . ?
F2 C7 C4 112.56(16) . . ?
F1 C7 C4 112.37(16) . . ?
F3 C7 C4 111.67(15) . . ?
F4 C8 F6 106.89(15) . . ?
F4 C8 F5 106.89(15) . . ?
F6 C8 F5 105.57(14) . . ?
F4 C8 C6 112.24(15) . . ?
F6 C8 C6 112.42(15) . . ?
F5 C8 C6 112.38(15) . . ?
C16 C11 C12 116.65(15) . . ?
C16 C11 As1 129.99(13) . . ?
C12 C11 As1 113.23(12) . . ?
C13 C12 C11 121.96(17) . . ?
C13 C12 C17 115.54(16) . . ?
C11 C12 C17 122.51(16) . . ?
C14 C13 C12 119.84(17) . . ?
C14 C13 H13 120.6(15) . . ?
C12 C13 H13 119.5(15) . . ?
C13 C14 C15 119.49(17) . . ?
C13 C14 H14 119.1(14) . . ?
C15 C14 H14 121.5(14) . . ?
C14 C15 C16 121.10(17) . . ?
C14 C15 H15 121.0(14) . . ?
C16 C15 H15 117.9(14) . . ?
C15 C16 C11 120.75(16) . . ?
C15 C16 C18 114.74(16) . . ?
C11 C16 C18 124.50(16) . . ?
F7 C17 F9 106.60(15) . . ?
F7 C17 F8 105.86(14) . . ?
F9 C17 F8 106.62(15) . . ?
F7 C17 C12 112.45(15) . . ?
F9 C17 C12 112.45(15) . . ?
F8 C17 C12 112.39(15) . . ?
F10 C18 F11 106.24(14) . . ?
F10 C18 F12 106.09(14) . . ?
F11 C18 F12 107.05(15) . . ?
F10 C18 C16 111.58(15) . . ?
F11 C18 C16 112.86(15) . . ?
F12 C18 C16 112.56(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
As1 C1 1.9880(18) . ?
As1 C11 2.0182(17) . ?
As1 Cl1 2.2074(5) . ?
F1 C7 1.341(2) . ?
F2 C7 1.337(2) . ?
F3 C7 1.347(2) . ?
F4 C8 1.334(2) . ?
F5 C8 1.356(2) . ?
F6 C8 1.342(2) . ?
F7 C17 1.341(2) . ?
F8 C17 1.353(2) . ?
F9 C17 1.351(2) . ?
F10 C18 1.343(2) . ?
F11 C18 1.346(2) . ?
F12 C18 1.347(2) . ?
C1 C2 1.406(3) . ?
C1 C6 1.412(3) . ?
C2 C3 1.395(3) . ?
C2 H2 0.93(2) . ?
C3 C4 1.392(3) . ?
C3 H3 0.92(2) . ?
C4 C5 1.388(3) . ?
C4 C7 1.512(3) . ?
C5 C6 1.396(3) . ?
C5 H5 0.91(2) . ?
C6 C8 1.507(2) . ?
C11 C16 1.412(2) . ?
C11 C12 1.419(2) . ?
C12 C13 1.396(3) . ?
C12 C17 1.523(3) . ?
C13 C14 1.387(3) . ?
C13 H13 0.96(3) . ?
C14 C15 1.388(3) . ?
C14 H14 0.91(2) . ?
C15 C16 1.399(3) . ?
C15 H15 0.92(2) . ?
C16 C18 1.525(2) . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 As1 C1 C2 118.97(15) . . . . ?
Cl1 As1 C1 C2 17.37(16) . . . . ?
C11 As1 C1 C6 -69.40(16) . . . . ?
Cl1 As1 C1 C6 -171.01(14) . . . . ?
C6 C1 C2 C3 3.7(3) . . . . ?
As1 C1 C2 C3 175.69(15) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 -3.0(3) . . . . ?
C2 C3 C4 C7 174.56(18) . . . . ?
C3 C4 C5 C6 2.7(3) . . . . ?
C7 C4 C5 C6 -174.84(17) . . . . ?
C4 C5 C6 C1 0.9(3) . . . . ?
C4 C5 C6 C8 177.32(16) . . . . ?
C2 C1 C6 C5 -4.0(3) . . . . ?
As1 C1 C6 C5 -175.79(13) . . . . ?
C2 C1 C6 C8 179.78(17) . . . . ?
As1 C1 C6 C8 8.0(2) . . . . ?
C5 C4 C7 F2 -25.4(2) . . . . ?
C3 C4 C7 F2 157.11(17) . . . . ?
C5 C4 C7 F1 -146.53(18) . . . . ?
C3 C4 C7 F1 35.9(2) . . . . ?
C5 C4 C7 F3 94.3(2) . . . . ?
C3 C4 C7 F3 -83.2(2) . . . . ?
C5 C6 C8 F4 37.2(2) . . . . ?
C1 C6 C8 F4 -146.37(17) . . . . ?
C5 C6 C8 F6 -83.3(2) . . . . ?
C1 C6 C8 F6 93.1(2) . . . . ?
C5 C6 C8 F5 157.76(16) . . . . ?
C1 C6 C8 F5 -25.9(2) . . . . ?
C1 As1 C11 C16 -29.01(17) . . . . ?
Cl1 As1 C11 C16 73.56(16) . . . . ?
C1 As1 C11 C12 146.61(13) . . . . ?
Cl1 As1 C11 C12 -110.82(12) . . . . ?
C16 C11 C12 C13 4.5(3) . . . . ?
As1 C11 C12 C13 -171.70(15) . . . . ?
C16 C11 C12 C17 -175.11(16) . . . . ?
As1 C11 C12 C17 8.6(2) . . . . ?
C11 C12 C13 C14 -1.3(3) . . . . ?
C17 C12 C13 C14 178.37(17) . . . . ?
C12 C13 C14 C15 -2.5(3) . . . . ?
C13 C14 C15 C16 3.0(3) . . . . ?
C14 C15 C16 C11 0.4(3) . . . . ?
C14 C15 C16 C18 -179.95(17) . . . . ?
C12 C11 C16 C15 -4.1(2) . . . . ?
As1 C11 C16 C15 171.42(14) . . . . ?
C12 C11 C16 C18 176.35(16) . . . . ?
As1 C11 C16 C18 -8.2(3) . . . . ?
C13 C12 C17 F7 -14.7(2) . . . . ?
C11 C12 C17 F7 165.01(16) . . . . ?
C13 C12 C17 F9 105.68(19) . . . . ?
C11 C12 C17 F9 -74.6(2) . . . . ?
C13 C12 C17 F8 -134.00(17) . . . . ?
C11 C12 C17 F8 45.7(2) . . . . ?
C15 C16 C18 F10 23.1(2) . . . . ?
C11 C16 C18 F10 -157.31(16) . . . . ?
C15 C16 C18 F11 142.63(16) . . . . ?
C11 C16 C18 F11 -37.8(2) . . . . ?
C15 C16 C18 F12 -96.06(19) . . . . ?
C11 C16 C18 F12 83.5(2) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21146598
