#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:08:12 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178886 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/15/4111596.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_4111596
loop_
_publ_author_name
'Dragoslav Vidovic'
'Jennifer A. Moore'
'Jamie N. Jones'
'Alan H. Cowley'
_publ_contact_author_address
;
   Department of Chemistry and Biochemistry
   University of Texas-Austin
   1 University Station, A5300
   Austin, TX 78701
   USA    
;
_publ_contact_author_email       cowley@mail.utexas.edu
_publ_contact_author_fax         512-471-6822
_publ_contact_author_name
;
Alan H. Cowley
;
_publ_contact_author_phone       512-471-6591
_publ_section_title
;
 Synthesis and Characterization of a Coordinated Oxoborane: Lewis Acid
 Stabilization of a Boron-Oxygen Double Bond
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4566
_journal_page_last               4567
_journal_paper_doi               10.1021/ja0507564
_journal_volume                  127
_journal_year                    2005
_chemical_formula_moiety         'C17 H7 Al Cl2 F10 N2'
_chemical_formula_sum            'C17 H7 Al Cl2 F10 N2'
_chemical_formula_weight         527.13
_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
;
manual editing of the .cif file 
created by SHELXTL Ver. 6.10 
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 103.275(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   11.224(5)
_cell_length_b                   14.411(5)
_cell_length_c                   12.659(5)
_cell_measurement_temperature    153(2)
_cell_volume                     1992.9(14)
_computing_cell_refinement       'Collect software, Nonius B.V. 1998'
_computing_data_collection       'Collect software, Nonius B.V. 1998'
_computing_data_reduction
;
DENZO and Scalepack (Otwinoski and Minor, 1997)
;
_computing_molecular_graphics    'XP SHELXTL/PC, Siemens Analytical'
_computing_structure_refinement  'XL SHELXTL/PC, Siemens Analytical'
_computing_structure_solution
;
SIR97 - Altomare A., Burla M.C., Camalli M., Cascarano G.L., Giacovazzo C., 
Guagliardi A., Moliterni A.G.G., Polidori G.,Spagna R.
;
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.08
_diffrn_reflns_av_unetI/netI     0.1403
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7904
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.1
_exptl_absorpt_coefficient_mu    0.469
_exptl_absorpt_correction_T_max  0.9558
_exptl_absorpt_correction_T_min  0.9404
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.757
_exptl_crystal_density_method    none
_exptl_crystal_description       block
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       0.0015(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4525
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.2094
_refine_ls_R_factor_gt           0.0778
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0751P)²+3.0598P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.159
_refine_ls_wR_factor_ref         0.2099
_reflns_number_gt                1956
_reflns_number_total             4525
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0507564si20050204_030954.cif
_cod_data_source_block           ccddv008
_cod_database_code               4111596
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
Al1 Al 0.07982(14) 0.15194(11) 0.62734(13) 0.0301(4) Uani 1 1 d
Cl2 Cl 0.16895(15) 0.07360(11) 0.52819(13) 0.0524(5) Uani 1 1 d
Cl1 Cl 0.00569(16) 0.06433(12) 0.72748(14) 0.0633(6) Uani 1 1 d
F13 F 0.1797(3) 0.1925(2) 0.9200(2) 0.0452(9) Uani 1 1 d
F15 F 0.5826(3) 0.0815(2) 0.9990(3) 0.0510(10) Uani 1 1 d
F17 F 0.4141(3) 0.2097(3) 0.6564(3) 0.0518(10) Uani 1 1 d
F11 F -0.0407(3) 0.1947(2) 0.3327(2) 0.0472(9) Uani 1 1 d
F10 F -0.2333(3) 0.1099(3) 0.2004(3) 0.0582(10) Uani 1 1 d
F14 F 0.3685(3) 0.1103(2) 1.0583(2) 0.0506(9) Uani 1 1 d
F7 F -0.2529(3) 0.1955(3) 0.6128(3) 0.0570(10) Uani 1 1 d
F16 F 0.6050(3) 0.1317(3) 0.7975(3) 0.0588(11) Uani 1 1 d
F9 F -0.4347(3) 0.0692(3) 0.2723(3) 0.0656(11) Uani 1 1 d
F8 F -0.4458(3) 0.1142(3) 0.4783(3) 0.0761(13) Uani 1 1 d
N1 N -0.0354(3) 0.2347(3) 0.5494(3) 0.0264(10) Uani 1 1 d
C2 C -0.0259(4) 0.3281(4) 0.5581(4) 0.0283(13) Uani 1 1 d
C4 C 0.1721(4) 0.3318(4) 0.6999(4) 0.0270(12) Uani 1 1 d
N2 N 0.1870(3) 0.2393(3) 0.7076(3) 0.0279(10) Uani 1 1 d
C12 C 0.2904(4) 0.2025(4) 0.7835(4) 0.0297(12) Uani 1 1 d
C17 C 0.4008(5) 0.1860(4) 0.7555(4) 0.0353(14) Uani 1 1 d
C16 C 0.4988(4) 0.1459(4) 0.8272(5) 0.0381(15) Uani 1 1 d
C11 C -0.1395(4) 0.1742(4) 0.3706(4) 0.0330(13) Uani 1 1 d
C3 C 0.0713(5) 0.3706(4) 0.6276(4) 0.0281(12) Uani 1 1 d
C6 C -0.1413(4) 0.1955(4) 0.4763(4) 0.0299(13) Uani 1 1 d
C14 C 0.3800(5) 0.1362(4) 0.9589(4) 0.0359(14) Uani 1 1 d
C13 C 0.2829(4) 0.1773(4) 0.8874(4) 0.0316(13) Uani 1 1 d
C10 C -0.2370(5) 0.1321(4) 0.3017(4) 0.0378(14) Uani 1 1 d
C7 C -0.2455(5) 0.1747(4) 0.5113(5) 0.0380(14) Uani 1 1 d
C15 C 0.4878(5) 0.1206(4) 0.9292(5) 0.0368(14) Uani 1 1 d
C1 C -0.1217(6) 0.3878(5) 0.4896(5) 0.0392(15) Uani 1 1 d
C5 C 0.2625(6) 0.3941(5) 0.7712(6) 0.0362(14) Uani 1 1 d
C9 C -0.3394(5) 0.1119(4) 0.3386(5) 0.0457(16) Uani 1 1 d
C8 C -0.3452(5) 0.1337(4) 0.4432(5) 0.0466(16) Uani 1 1 d
H7 H 0.066(3) 0.432(3) 0.630(3) 0.007(11) Uiso 1 1 d
H4 H 0.341(6) 0.378(5) 0.768(5) 0.08(2) Uiso 1 1 d
H2 H -0.116(4) 0.384(4) 0.415(5) 0.036(15) Uiso 1 1 d
H3 H -0.120(4) 0.450(4) 0.513(4) 0.032(16) Uiso 1 1 d
H5 H 0.247(4) 0.453(4) 0.757(4) 0.025(15) Uiso 1 1 d
H1 H -0.200(6) 0.371(4) 0.493(5) 0.06(2) Uiso 1 1 d
H6 H 0.259(6) 0.381(5) 0.838(6) 0.07(2) Uiso 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'
N N 0.0061 0.0033 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 Al1 N2 97.90(19)
N1 Al1 Cl1 112.48(15)
N2 Al1 Cl1 111.88(16)
N1 Al1 Cl2 113.23(15)
N2 Al1 Cl2 110.51(15)
Cl1 Al1 Cl2 110.32(10)
C2 N1 C6 118.6(4)
C2 N1 Al1 124.2(3)
C6 N1 Al1 117.2(3)
N1 C2 C3 122.0(5)
N1 C2 C1 119.7(5)
C3 C2 C1 118.3(5)
N2 C4 C3 120.8(5)
N2 C4 C5 119.8(5)
C3 C4 C5 119.5(5)
C4 N2 C12 119.0(4)
C4 N2 Al1 125.1(3)
C12 N2 Al1 115.9(3)
C13 C12 C17 116.8(5)
C13 C12 N2 121.3(4)
C17 C12 N2 121.9(5)
F17 C17 C16 118.6(4)
F17 C17 C12 119.6(5)
C16 C17 C12 121.8(5)
F16 C16 C15 119.9(5)
F16 C16 C17 120.2(5)
C15 C16 C17 119.9(5)
F11 C11 C10 118.3(5)
F11 C11 C6 119.8(5)
C10 C11 C6 121.8(5)
C2 C3 C4 130.1(5)
C2 C3 H7 115(3)
C4 C3 H7 115(3)
C7 C6 C11 117.9(5)
C7 C6 N1 121.0(5)
C11 C6 N1 121.1(4)
F14 C14 C15 119.5(5)
F14 C14 C13 120.0(5)
C15 C14 C13 120.4(5)
F13 C13 C14 118.6(5)
F13 C13 C12 119.8(5)
C14 C13 C12 121.6(5)
F10 C10 C9 119.5(5)
F10 C10 C11 121.4(5)
C9 C10 C11 119.1(5)
F7 C7 C6 120.3(5)
F7 C7 C8 118.4(5)
C6 C7 C8 121.3(5)
F15 C15 C14 120.4(5)
F15 C15 C16 120.2(5)
C14 C15 C16 119.4(5)
C2 C1 H2 110(3)
C2 C1 H3 114(3)
H2 C1 H3 111(5)
C2 C1 H1 113(4)
H2 C1 H1 108(5)
H3 C1 H1 101(5)
C4 C5 H4 110(4)
C4 C5 H5 112(3)
H4 C5 H5 112(5)
C4 C5 H6 106(4)
H4 C5 H6 104(6)
H5 C5 H6 111(6)
F9 C9 C10 119.5(6)
F9 C9 C8 119.9(5)
C10 C9 C8 120.6(5)
F8 C8 C9 120.2(5)
F8 C8 C7 120.6(5)
C9 C8 C7 119.3(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Al1 N1 1.866(4)
Al1 N2 1.872(4)
Al1 Cl1 2.092(2)
Al1 Cl2 2.104(2)
F13 C13 1.334(5)
F15 C15 1.342(6)
F17 C17 1.341(6)
F11 C11 1.338(6)
F10 C10 1.331(6)
F14 C14 1.347(6)
F7 C7 1.341(6)
F16 C16 1.345(6)
F9 C9 1.347(6)
F8 C8 1.336(6)
N1 C2 1.352(6)
N1 C6 1.444(6)
C2 C3 1.378(7)
C2 C1 1.490(7)
C4 N2 1.344(6)
C4 C3 1.398(7)
C4 C5 1.492(8)
N2 C12 1.428(6)
C12 C13 1.386(7)
C12 C17 1.386(7)
C17 C16 1.381(7)
C16 C15 1.374(7)
C11 C10 1.375(7)
C11 C6 1.377(7)
C3 H7 0.88(4)
C6 C7 1.376(7)
C14 C15 1.366(7)
C14 C13 1.380(7)
C10 C9 1.368(8)
C7 C8 1.379(8)
C1 H2 0.96(5)
C1 H3 0.93(5)
C1 H1 0.92(6)
C5 H4 0.92(7)
C5 H5 0.88(5)
C5 H6 0.87(7)
C9 C8 1.376(8)
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
N2 Al1 N1 C2 1.4(4)
Cl1 Al1 N1 C2 119.0(4)
Cl2 Al1 N1 C2 -115.0(4)
N2 Al1 N1 C6 -178.1(3)
Cl1 Al1 N1 C6 -60.4(4)
Cl2 Al1 N1 C6 65.5(3)
C6 N1 C2 C3 178.8(4)
Al1 N1 C2 C3 -0.6(7)
C6 N1 C2 C1 -2.3(7)
Al1 N1 C2 C1 178.3(4)
C3 C4 N2 C12 -179.2(4)
C5 C4 N2 C12 -0.6(7)
C3 C4 N2 Al1 -0.5(7)
C5 C4 N2 Al1 178.1(4)
N1 Al1 N2 C4 -0.8(4)
Cl1 Al1 N2 C4 -119.0(4)
Cl2 Al1 N2 C4 117.7(4)
N1 Al1 N2 C12 177.9(3)
Cl1 Al1 N2 C12 59.8(4)
Cl2 Al1 N2 C12 -63.6(4)
C4 N2 C12 C13 93.3(6)
Al1 N2 C12 C13 -85.6(5)
C4 N2 C12 C17 -90.0(6)
Al1 N2 C12 C17 91.2(5)
C13 C12 C17 F17 -179.3(5)
N2 C12 C17 F17 3.8(8)
C13 C12 C17 C16 0.3(8)
N2 C12 C17 C16 -176.6(5)
F17 C17 C16 F16 0.2(8)
C12 C17 C16 F16 -179.4(5)
F17 C17 C16 C15 -179.8(5)
C12 C17 C16 C15 0.6(9)
N1 C2 C3 C4 -1.3(8)
C1 C2 C3 C4 179.8(5)
N2 C4 C3 C2 1.9(8)
C5 C4 C3 C2 -176.7(5)
F11 C11 C6 C7 178.9(5)
C10 C11 C6 C7 -1.0(8)
F11 C11 C6 N1 -3.8(8)
C10 C11 C6 N1 176.2(5)
C2 N1 C6 C7 -90.1(6)
Al1 N1 C6 C7 89.4(5)
C2 N1 C6 C11 92.7(6)
Al1 N1 C6 C11 -87.8(5)
F14 C14 C13 F13 1.5(8)
C15 C14 C13 F13 -179.1(5)
F14 C14 C13 C12 -178.2(5)
C15 C14 C13 C12 1.1(9)
C17 C12 C13 F13 179.1(5)
N2 C12 C13 F13 -4.0(8)
C17 C12 C13 C14 -1.1(8)
N2 C12 C13 C14 175.8(5)
F11 C11 C10 F10 1.5(8)
C6 C11 C10 F10 -178.5(5)
F11 C11 C10 C9 -179.0(5)
C6 C11 C10 C9 0.9(8)
C11 C6 C7 F7 -178.8(5)
N1 C6 C7 F7 3.9(8)
C11 C6 C7 C8 0.0(9)
N1 C6 C7 C8 -177.3(5)
F14 C14 C15 F15 -1.3(8)
C13 C14 C15 F15 179.3(5)
F14 C14 C15 C16 179.2(5)
C13 C14 C15 C16 -0.2(9)
F16 C16 C15 F15 -0.1(9)
C17 C16 C15 F15 179.9(5)
F16 C16 C15 C14 179.4(5)
C17 C16 C15 C14 -0.6(9)
F10 C10 C9 F9 0.6(9)
C11 C10 C9 F9 -178.9(5)
F10 C10 C9 C8 179.7(6)
C11 C10 C9 C8 0.2(9)
F9 C9 C8 F8 -1.2(9)
C10 C9 C8 F8 179.7(6)
F9 C9 C8 C7 177.9(5)
C10 C9 C8 C7 -1.2(9)
F7 C7 C8 F8 -0.9(9)
C6 C7 C8 F8 -179.8(5)
F7 C7 C8 C9 179.9(5)
C6 C7 C8 C9 1.1(9)
