#------------------------------------------------------------------------------
#$Date: 2016-02-21 11:56:54 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176809 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/00/2240060.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2240060
loop_
_publ_author_name
'van Dijk, Tom'
'Zant, Dirk W.'
'Wolf, Robert'
'Lammertsma, Koop'
'Slootweg, J. Chris'
_publ_section_title
;
 Crystal structure of tert-butyl-N-phenylcarbonitrilium
 tetrachloridoaluminate
;
_journal_coeditor_code           KJ2242
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              331
_journal_page_last               333
_journal_paper_doi               10.1107/S1600536814022028
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          '(C11 H14 N) [Al Cl4]'
_chemical_formula_moiety         'C11 H14 N +, Al Cl4 -'
_chemical_formula_sum            'C11 H14 Al Cl4 N'
_chemical_formula_weight         329.03
_chemical_melting_point          411
_chemical_name_common
;
tert-Butyl-N-phenylcarbonitrilium tetrachloridoaluminate
;
_chemical_name_systematic
;
2,2-Dimethyl-N-phenylpropanenitrilium tetrachloridoaluminate
;
_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                 93.6360(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.4531(6)
_cell_length_b                   13.6967(13)
_cell_length_c                   17.9352(17)
_cell_measurement_reflns_used    5175
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      28.45
_cell_measurement_theta_min      2.28
_cell_volume                     1582.0(3)
_computing_cell_refinement
;
APEX2 (Bruker, 2007)
;
_computing_data_collection
;
APEX2 (Bruker, 2007)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2007)
;
_computing_molecular_graphics
;
PLATON (Spek, 2009)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and OLEX2 (Dolomanov et al., 2009)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      153.0(10)
_diffrn_detector_area_resol_mean 80
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'Omega and Phi scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0352
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16388
_diffrn_reflns_theta_full        28.65
_diffrn_reflns_theta_max         28.65
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    0.783
_exptl_absorpt_correction_T_max  0.9769
_exptl_absorpt_correction_T_min  0.8850
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2007)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.256
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         4063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0409
_refine_ls_R_factor_gt           0.0300
_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)+(0.0425P)²+0.1953P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0754
_refine_ls_wR_factor_ref         0.0808
_reflns_number_gt                3294
_reflns_number_total             4063
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            kj2242sup1.cf
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2240060
_cod_database_fobs_code          2240060
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Al Al1 0.96022(7) 0.22733(3) 0.35138(2) 0.02252(11) Uani d 1 1
C C1 0.5146(2) 0.96503(11) 0.27377(8) 0.0280(3) Uani d 1 1
C C2 0.5280(3) 0.91716(11) 0.34748(8) 0.0301(3) Uani d 1 1
C C3 0.6685(3) 0.82750(13) 0.34364(10) 0.0333(3) Uani d 1 1
C C4 0.6215(5) 0.99100(15) 0.40414(11) 0.0544(6) Uani d 1 1
C C5 0.3056(3) 0.88817(17) 0.36455(14) 0.0492(5) Uani d 1 1
C C6 0.4893(2) 1.04868(10) 0.14690(8) 0.0246(3) Uani d 1 1
C C7 0.6619(3) 1.09623(11) 0.12260(9) 0.0287(3) Uani d 1 1
C C8 0.6442(3) 1.13970(11) 0.05267(9) 0.0321(3) Uani d 1 1
C C9 0.4587(3) 1.13540(11) 0.00948(9) 0.0329(4) Uani d 1 1
C C10 0.2892(3) 1.08788(12) 0.03538(9) 0.0337(4) Uani d 1 1
C C11 0.3023(3) 1.04317(11) 0.10465(9) 0.0290(3) Uani d 1 1
Cl Cl1 1.07491(7) 0.12249(3) 0.27615(2) 0.03826(11) Uani d 1 1
Cl Cl2 0.63285(6) 0.24128(3) 0.33003(2) 0.03784(11) Uani d 1 1
Cl Cl3 1.03104(7) 0.17986(3) 0.46328(2) 0.03810(11) Uani d 1 1
Cl Cl4 1.09572(6) 0.36715(3) 0.33438(2) 0.03407(11) Uani d 1 1
N N1 0.5044(2) 1.00304(9) 0.21740(7) 0.0270(3) Uani d 1 1
H H5 0.678(3) 0.7947(13) 0.3913(11) 0.032(4) Uiso d 1 1
H H6 0.803(3) 0.8453(14) 0.3297(11) 0.042(5) Uiso d 1 1
H H12 0.449(3) 1.1638(13) -0.0347(10) 0.031(4) Uiso d 1 1
H H14 0.781(3) 1.0977(13) 0.1524(10) 0.037(5) Uiso d 1 1
H H10 0.189(3) 1.0117(13) 0.1246(10) 0.033(5) Uiso d 1 1
H H4 0.615(3) 0.7821(17) 0.3065(13) 0.059(6) Uiso d 1 1
H H13 0.760(3) 1.1708(14) 0.0343(10) 0.037(5) Uiso d 1 1
H H3 0.311(3) 0.8571(16) 0.4147(13) 0.059(6) Uiso d 1 1
H H8 0.635(4) 0.9609(17) 0.4530(14) 0.067(7) Uiso d 1 1
H H11 0.165(3) 1.0868(15) 0.0039(12) 0.054(6) Uiso d 1 1
H H7 0.539(3) 1.0444(18) 0.4074(12) 0.055(6) Uiso d 1 1
H H1 0.229(4) 0.9457(17) 0.3674(13) 0.061(7) Uiso d 1 1
H H2 0.243(4) 0.8431(19) 0.3264(15) 0.074(8) Uiso d 1 1
H H9 0.763(4) 1.0135(19) 0.3925(15) 0.080(8) Uiso d 1 1
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'
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
Cl3 Al1 Cl2 110.32(2)
Cl3 Al1 Cl1 109.13(3)
Cl2 Al1 Cl1 109.04(2)
Cl3 Al1 Cl4 110.05(2)
Cl2 Al1 Cl4 107.71(2)
Cl1 Al1 Cl4 110.58(3)
N1 C1 C2 179.13(17)
C1 C2 C4 107.46(14)
C1 C2 C3 108.54(13)
C4 C2 C3 110.50(17)
C1 C2 C5 106.91(15)
C4 C2 C5 111.84(18)
C3 C2 C5 111.39(15)
C7 C6 C11 122.93(14)
C7 C6 N1 118.70(14)
C11 C6 N1 118.36(13)
C6 C7 C8 117.71(15)
C9 C8 C7 120.42(16)
C10 C9 C8 120.51(15)
C9 C10 C11 120.48(16)
C10 C11 C6 117.95(15)
C1 N1 C6 178.87(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Al1 Cl3 2.1315(6)
Al1 Cl2 2.1316(6)
Al1 Cl1 2.1347(6)
Al1 Cl4 2.1351(6)
C1 N1 1.1353(19)
C1 C2 1.473(2)
C2 C4 1.530(3)
C2 C3 1.531(2)
C2 C5 1.539(3)
C6 C7 1.384(2)
C6 C11 1.386(2)
C6 N1 1.4084(18)
C7 C8 1.386(2)
C8 C9 1.385(2)
C9 C10 1.378(3)
C10 C11 1.383(2)
