#------------------------------------------------------------------------------
#$Date: 2016-03-26 13:01:32 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180219 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/05/7110537.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7110537
loop_
_publ_author_name
'Tschinkl, Martin'
'Gabbaï, François P.'
'Bachman, Robert E.'
_publ_section_title
;
 1,2-Bis(chloromethylalumino)tetrafluorobenzene, an aluminium-based
 bifunctional Lewis acid with a perfluorinated backbone
;
_journal_issue                   15
_journal_name_full               'Chemical Communications'
_journal_page_first              1367
_journal_paper_doi               10.1039/a902127b
_journal_year                    1999
_chemical_formula_sum            'C16 H12 Al4 Cl4 F8'
_chemical_formula_weight         605.98
_chemical_name_systematic
; 

 ? 

;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.40(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.832(2)
_cell_length_b                   9.8549(16)
_cell_length_c                   25.692(6)
_cell_measurement_temperature    173(2)
_cell_volume                     2485.0(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0522
_diffrn_reflns_av_sigmaI/netI    0.0440
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            13194
_diffrn_reflns_theta_full        23.23
_diffrn_reflns_theta_max         23.23
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.681
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irreg. plat'
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.345
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3549
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0662
_refine_ls_R_factor_gt           0.0359
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0401P)²+0.8610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0870
_reflns_number_gt                2505
_reflns_number_total             3549
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            902127bsup1.cif
_cod_data_source_block           fg2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2484.9(9)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7110537
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
Al1 Al 0.27647(12) -0.01973(11) 0.32917(4) 0.0421(3) Uani 1 1 d .
Al2 Al 0.19767(11) 0.28821(11) 0.27129(4) 0.0393(3) Uani 1 1 d .
Al3 Al 0.22845(11) 0.14895(11) 0.46680(4) 0.0372(3) Uani 1 1 d .
Al4 Al 0.13106(10) 0.45269(10) 0.40723(4) 0.0352(3) Uani 1 1 d .
Cl12 Cl 0.08925(9) 0.09939(9) 0.29888(4) 0.0433(3) Uani 1 1 d .
Cl13 Cl 0.23870(10) -0.04042(9) 0.41556(4) 0.0473(3) Uani 1 1 d .
Cl24 Cl 0.09188(9) 0.44905(9) 0.31808(3) 0.0421(3) Uani 1 1 d .
Cl34 Cl 0.03811(8) 0.25100(9) 0.42909(4) 0.0391(2) Uani 1 1 d .
C1 C 0.2635(4) -0.2013(4) 0.30108(16) 0.0602(12) Uani 1 1 d .
H1A H 0.3551 -0.2398 0.2995 0.090 Uiso 1 1 calc R
H1B H 0.2192 -0.1983 0.2659 0.090 Uiso 1 1 calc R
H1C H 0.2096 -0.2578 0.3235 0.090 Uiso 1 1 calc R
C2 C 0.1493(4) 0.3147(4) 0.19819(14) 0.0561(11) Uani 1 1 d .
H2A H 0.1997 0.2500 0.1777 0.084 Uiso 1 1 calc R
H2B H 0.1725 0.4074 0.1882 0.084 Uiso 1 1 calc R
H2C H 0.0512 0.3000 0.1915 0.084 Uiso 1 1 calc R
C3 C 0.1906(4) 0.0811(4) 0.53451(14) 0.0520(11) Uani 1 1 d .
H3A H 0.1663 0.1568 0.5569 0.078 Uiso 1 1 calc R
H3B H 0.2715 0.0350 0.5500 0.078 Uiso 1 1 calc R
H3C H 0.1145 0.0168 0.5311 0.078 Uiso 1 1 calc R
C4 C 0.0218(4) 0.6013(4) 0.42860(15) 0.0489(10) Uani 1 1 d .
H4A H 0.0302 0.6094 0.4667 0.073 Uiso 1 1 calc R
H4B H -0.0737 0.5851 0.4172 0.073 Uiso 1 1 calc R
H4C H 0.0531 0.6854 0.4129 0.073 Uiso 1 1 calc R
C11 C 0.4142(4) 0.1214(4) 0.32298(13) 0.0399(9) Uani 1 1 d .
C12 C 0.3802(4) 0.2525(4) 0.30274(14) 0.0396(9) Uani 1 1 d .
C13 C 0.4820(4) 0.3480(4) 0.30277(16) 0.0531(11) Uani 1 1 d .
C14 C 0.6152(4) 0.3200(5) 0.32247(18) 0.0644(14) Uani 1 1 d .
C15 C 0.6457(4) 0.1932(6) 0.34055(18) 0.0656(13) Uani 1 1 d .
C16 C 0.5470(4) 0.0984(5) 0.34070(16) 0.0554(11) Uani 1 1 d .
C21 C 0.3626(3) 0.2863(3) 0.44954(13) 0.0355(9) Uani 1 1 d .
C22 C 0.3232(3) 0.4140(3) 0.42726(13) 0.0337(9) Uani 1 1 d .
C23 C 0.4222(4) 0.5097(4) 0.42117(14) 0.0417(10) Uani 1 1 d .
C24 C 0.5584(4) 0.4882(4) 0.43512(15) 0.0509(11) Uani 1 1 d .
C25 C 0.5976(4) 0.3661(5) 0.45608(16) 0.0509(11) Uani 1 1 d .
C26 C 0.5003(4) 0.2681(4) 0.46321(15) 0.0463(10) Uani 1 1 d .
F13 F 0.4527(3) 0.4748(2) 0.28429(10) 0.0779(8) Uani 1 1 d .
F14 F 0.7096(3) 0.4199(3) 0.32216(11) 0.1012(11) Uani 1 1 d .
F15 F 0.7756(2) 0.1668(3) 0.35791(11) 0.1058(11) Uani 1 1 d .
F16 F 0.5810(2) -0.0278(3) 0.35946(10) 0.0837(8) Uani 1 1 d .
F23 F 0.3873(2) 0.6338(2) 0.40108(9) 0.0625(7) Uani 1 1 d .
F24 F 0.6520(2) 0.5852(2) 0.42791(10) 0.0719(8) Uani 1 1 d .
F25 F 0.7295(2) 0.3424(3) 0.46978(10) 0.0793(8) Uani 1 1 d .
F26 F 0.5423(2) 0.1484(2) 0.48443(10) 0.0717(7) 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'
Al Al 0.0645 0.0514 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 Al1 C11 131.30(17)
C1 Al1 Cl12 108.38(14)
C11 Al1 Cl12 98.90(12)
C1 Al1 Cl13 105.66(13)
C11 Al1 Cl13 107.24(11)
Cl12 Al1 Cl13 101.73(6)
C2 Al2 C12 126.45(17)
C2 Al2 Cl24 109.04(13)
C12 Al2 Cl24 110.09(12)
C2 Al2 Cl12 108.71(13)
C12 Al2 Cl12 99.17(12)
Cl24 Al2 Cl12 99.63(6)
C3 Al3 C21 127.95(16)
C3 Al3 Cl34 109.80(13)
C21 Al3 Cl34 98.33(11)
C3 Al3 Cl13 104.74(13)
C21 Al3 Cl13 112.34(11)
Cl34 Al3 Cl13 100.23(5)
C4 Al4 C22 128.31(16)
C4 Al4 Cl34 110.94(13)
C22 Al4 Cl34 99.20(11)
C4 Al4 Cl24 103.52(12)
C22 Al4 Cl24 111.05(11)
Cl34 Al4 Cl24 100.75(5)
Al2 Cl12 Al1 98.25(5)
Al1 Cl13 Al3 120.12(6)
Al2 Cl24 Al4 118.79(5)
Al4 Cl34 Al3 99.11(5)
C16 C11 C12 117.9(4)
C16 C11 Al1 120.3(3)
C12 C11 Al1 121.8(3)
C13 C12 C11 117.7(4)
C13 C12 Al2 121.9(3)
C11 C12 Al2 120.2(3)
F13 C13 C12 119.3(4)
F13 C13 C14 118.7(4)
C12 C13 C14 122.0(4)
F14 C14 C15 122.2(5)
F14 C14 C13 118.7(5)
C15 C14 C13 119.1(4)
C16 C15 F15 122.1(5)
C16 C15 C14 119.6(4)
F15 C15 C14 118.3(5)
C15 C16 F16 118.1(4)
C15 C16 C11 123.6(4)
F16 C16 C11 118.3(4)
C26 C21 C22 116.9(3)
C26 C21 Al3 120.8(3)
C22 C21 Al3 122.0(2)
C23 C22 C21 118.4(3)
C23 C22 Al4 120.9(3)
C21 C22 Al4 120.7(3)
F23 C23 C22 119.8(3)
F23 C23 C24 117.0(3)
C22 C23 C24 123.2(4)
F24 C24 C25 120.1(4)
F24 C24 C23 121.0(4)
C25 C24 C23 119.0(4)
F25 C25 C24 120.1(4)
F25 C25 C26 120.7(4)
C24 C25 C26 119.2(3)
F26 C26 C25 117.8(3)
F26 C26 C21 118.9(4)
C25 C26 C21 123.3(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Al1 C1 1.930(4)
Al1 C11 1.954(4)
Al1 Cl12 2.2808(15)
Al1 Cl13 2.2812(16)
Al2 C2 1.927(4)
Al2 C12 1.955(4)
Al2 Cl24 2.2778(14)
Al2 Cl12 2.2784(14)
Al3 C3 1.921(4)
Al3 C21 1.959(4)
Al3 Cl34 2.2884(14)
Al3 Cl13 2.2894(14)
Al4 C4 1.915(4)
Al4 C22 1.966(3)
Al4 Cl34 2.2720(14)
Al4 Cl24 2.3003(15)
C11 C16 1.376(5)
C11 C12 1.425(5)
C12 C13 1.374(5)
C13 F13 1.362(5)
C13 C14 1.403(6)
C14 F14 1.354(5)
C14 C15 1.360(6)
C15 C16 1.348(6)
C15 F15 1.352(5)
C16 F16 1.368(5)
C21 C26 1.391(5)
C21 C22 1.426(5)
C22 C23 1.371(5)
C23 F23 1.363(4)
C23 C24 1.382(5)
C24 F24 1.347(4)
C24 C25 1.365(6)
C25 F25 1.344(4)
C25 C26 1.379(5)
C26 F26 1.353(4)
