#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:28:50 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179921 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/16/7021653.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_7021653
loop_
_publ_author_name
'Shuttleworth, Timothy A.'
'Huertos, Miguel A.'
'Pernik, Indrek'
'Young, Rowan D.'
'Weller, Andrew S.'
_publ_section_title
;
 Bis(phosphine)boronium salts. Synthesis, structures and coordination
 chemistry.
;
_journal_issue                   36
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              12917
_journal_page_last               12925
_journal_paper_doi               10.1039/c3dt50817j
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C16 H40 B Br P2'
_chemical_formula_weight         385.14
_chemical_melting_point          ?
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6330(3)
_cell_length_b                   11.8889(3)
_cell_length_c                   17.0844(7)
_cell_measurement_reflns_used    2684
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      5.097
_cell_volume                     2159.72(12)
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_molecular_graphics    'ORTEP3 (Farrugia, 1997)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_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  0.0000
_diffrn_reflns_av_unetI/netI     0.1193
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            4859
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         5.14
_exptl_absorpt_coefficient_mu    2.044
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Denzo/Scalepack (Otwinowski & Minor 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.584
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.022(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         4859
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.1030
_refine_ls_R_factor_gt           0.0489
_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)+(0.0256P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0762
_refine_ls_wR_factor_ref         0.0894
_reflns_number_gt                3263
_reflns_number_total             4859
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt50817j.txt
_cod_data_source_block           1a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P21 21 21'
_cod_database_code               7021653
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
Br01 Br 0.62675(4) -0.34686(3) 0.16360(3) 0.03638(14) Uani 1 1 d .
P2 P 0.60404(8) 0.13260(7) 0.14669(7) 0.0212(2) Uani 1 1 d .
P1 P 0.82642(8) -0.06603(8) 0.15124(7) 0.0210(2) Uani 1 1 d .
C15 C 1.0311(4) -0.0056(4) 0.2456(3) 0.0351(12) Uani 1 1 d .
H15A H 1.0856 -0.0503 0.2133 0.053 Uiso 1 1 calc R
H15B H 1.0657 -0.0002 0.2973 0.053 Uiso 1 1 calc R
H15C H 1.0233 0.0683 0.2235 0.053 Uiso 1 1 calc R
C7 C 0.4774(3) 0.3420(3) 0.1571(3) 0.0338(10) Uani 1 1 d .
H7A H 0.4324 0.3271 0.1095 0.051 Uiso 1 1 calc R
H7B H 0.4856 0.4218 0.1641 0.051 Uiso 1 1 calc R
H7C H 0.4322 0.3107 0.2006 0.051 Uiso 1 1 calc R
C9 C 0.9240(3) -0.1293(3) 0.0724(3) 0.0258(10) Uani 1 1 d .
C2 C 0.3478(3) 0.0977(3) 0.1125(3) 0.0349(11) Uani 1 1 d .
H2A H 0.3338 0.1774 0.1099 0.052 Uiso 1 1 calc R
H2B H 0.3395 0.0728 0.1657 0.052 Uiso 1 1 calc R
H2C H 0.2869 0.0598 0.0805 0.052 Uiso 1 1 calc R
C13 C 0.9006(4) -0.0612(3) 0.2496(3) 0.0272(10) Uani 1 1 d .
C1 C 0.4814(3) 0.0706(3) 0.0826(3) 0.0256(10) Uani 1 1 d .
B1 B 0.7720(4) 0.0817(4) 0.1181(3) 0.0247(12) Uani 1 1 d .
C10 C 0.8335(4) -0.1562(4) 0.0054(3) 0.0367(11) Uani 1 1 d .
H10A H 0.7932 -0.0883 -0.0117 0.055 Uiso 1 1 calc R
H10B H 0.7711 -0.2086 0.0233 0.055 Uiso 1 1 calc R
H10C H 0.8795 -0.1886 -0.0373 0.055 Uiso 1 1 calc R
C6 C 0.6798(4) 0.3368(4) 0.0828(3) 0.0453(13) Uani 1 1 d .
H6A H 0.7621 0.3037 0.0801 0.068 Uiso 1 1 calc R
H6B H 0.6876 0.4168 0.0887 0.068 Uiso 1 1 calc R
H6C H 0.6346 0.3205 0.0355 0.068 Uiso 1 1 calc R
C16 C 0.9086(4) -0.1799(3) 0.2849(3) 0.0346(12) Uani 1 1 d .
H16A H 0.8261 -0.2125 0.2869 0.052 Uiso 1 1 calc R
H16B H 0.9425 -0.1755 0.3369 0.052 Uiso 1 1 calc R
H16C H 0.9624 -0.2259 0.2531 0.052 Uiso 1 1 calc R
C4 C 0.5010(4) -0.0563(4) 0.0866(3) 0.0412(13) Uani 1 1 d .
H4A H 0.5835 -0.0745 0.0677 0.062 Uiso 1 1 calc R
H4B H 0.4391 -0.0931 0.0547 0.062 Uiso 1 1 calc R
H4C H 0.4926 -0.0810 0.1398 0.062 Uiso 1 1 calc R
C11 C 1.0224(4) -0.0448(4) 0.0429(3) 0.0412(13) Uani 1 1 d .
H11A H 0.9809 0.0228 0.0261 0.062 Uiso 1 1 calc R
H11B H 1.0676 -0.0769 -0.0003 0.062 Uiso 1 1 calc R
H11C H 1.0800 -0.0274 0.0844 0.062 Uiso 1 1 calc R
C14 C 0.8140(4) 0.0113(4) 0.3012(3) 0.0343(11) Uani 1 1 d .
H14A H 0.7324 -0.0229 0.3040 0.051 Uiso 1 1 calc R
H14B H 0.8067 0.0851 0.2789 0.051 Uiso 1 1 calc R
H14C H 0.8490 0.0168 0.3528 0.051 Uiso 1 1 calc R
C3 C 0.4969(4) 0.1124(4) -0.0018(3) 0.0438(13) Uani 1 1 d .
H3A H 0.4838 0.1923 -0.0035 0.066 Uiso 1 1 calc R
H3B H 0.4364 0.0758 -0.0348 0.066 Uiso 1 1 calc R
H3C H 0.5802 0.0954 -0.0199 0.066 Uiso 1 1 calc R
C8 C 0.6778(4) 0.3156(4) 0.2293(3) 0.0402(13) Uani 1 1 d .
H8A H 0.7604 0.2832 0.2280 0.060 Uiso 1 1 calc R
H8B H 0.6316 0.2849 0.2726 0.060 Uiso 1 1 calc R
H8C H 0.6844 0.3957 0.2352 0.060 Uiso 1 1 calc R
C5 C 0.6088(3) 0.2884(3) 0.1525(3) 0.0289(10) Uani 1 1 d .
C12 C 0.9880(4) -0.2379(3) 0.0982(3) 0.0377(12) Uani 1 1 d .
H12A H 1.0450 -0.2221 0.1403 0.057 Uiso 1 1 calc R
H12B H 1.0337 -0.2694 0.0550 0.057 Uiso 1 1 calc R
H12C H 0.9255 -0.2906 0.1156 0.057 Uiso 1 1 calc R
H1 H 0.736(2) -0.137(2) 0.161(2) 0.019(8) Uiso 1 1 d .
H3 H 0.837(4) 0.143(3) 0.146(3) 0.056(13) Uiso 1 1 d .
H2 H 0.560(3) 0.105(3) 0.215(3) 0.028(11) Uiso 1 1 d .
H4 H 0.773(3) 0.084(3) 0.055(3) 0.026(11) 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
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
B B 0.0013 0.0007 '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 P2 C5 116.55(18)
C1 P2 B1 111.9(2)
C5 P2 B1 107.40(18)
C1 P2 H2 100.2(16)
C5 P2 H2 102.1(16)
B1 P2 H2 118.7(15)
C13 P1 C9 115.54(19)
C13 P1 B1 111.4(2)
C9 P1 B1 108.8(2)
C13 P1 H1 102.4(17)
C9 P1 H1 104.5(15)
B1 P1 H1 114.1(13)
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C5 C7 H7A 109.5
C5 C7 H7B 109.5
H7A C7 H7B 109.5
C5 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C12 C9 C10 108.7(3)
C12 C9 C11 110.2(3)
C10 C9 C11 108.7(4)
C12 C9 P1 112.5(3)
C10 C9 P1 106.0(3)
C11 C9 P1 110.7(3)
C1 C2 H2A 109.5
C1 C2 H2B 109.5
H2A C2 H2B 109.5
C1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
C16 C13 C15 111.3(3)
C16 C13 C14 108.8(4)
C15 C13 C14 109.0(3)
C16 C13 P1 110.5(3)
C15 C13 P1 110.8(3)
C14 C13 P1 106.3(3)
C4 C1 C3 110.4(4)
C4 C1 C2 108.5(3)
C3 C1 C2 110.0(3)
C4 C1 P2 105.7(3)
C3 C1 P2 110.5(3)
C2 C1 P2 111.6(3)
P1 B1 P2 118.9(3)
P1 B1 H3 107(2)
P2 B1 H3 105(2)
P1 B1 H4 108.3(19)
P2 B1 H4 104(2)
H3 B1 H4 114(3)
C9 C10 H10A 109.5
C9 C10 H10B 109.5
H10A C10 H10B 109.5
C9 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C5 C6 H6A 109.5
C5 C6 H6B 109.5
H6A C6 H6B 109.5
C5 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C13 C16 H16A 109.5
C13 C16 H16B 109.5
H16A C16 H16B 109.5
C13 C16 H16C 109.5
H16A C16 H16C 109.5
H16B C16 H16C 109.5
C1 C4 H4A 109.5
C1 C4 H4B 109.5
H4A C4 H4B 109.5
C1 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C9 C11 H11A 109.5
C9 C11 H11B 109.5
H11A C11 H11B 109.5
C9 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C1 C3 H3A 109.5
C1 C3 H3B 109.5
H3A C3 H3B 109.5
C1 C3 H3C 109.5
H3A C3 H3C 109.5
H3B C3 H3C 109.5
C5 C8 H8A 109.5
C5 C8 H8B 109.5
H8A C8 H8B 109.5
C5 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C6 C5 C7 109.5(4)
C6 C5 C8 110.6(3)
C7 C5 C8 107.7(4)
C6 C5 P2 110.4(3)
C7 C5 P2 113.1(2)
C8 C5 P2 105.6(3)
C9 C12 H12A 109.5
C9 C12 H12B 109.5
H12A C12 H12B 109.5
C9 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P2 C1 1.856(4)
P2 C5 1.856(3)
P2 B1 1.948(5)
P2 H2 1.31(4)
P1 C13 1.858(4)
P1 C9 1.860(4)
P1 B1 1.934(5)
P1 H1 1.29(3)
C15 C13 1.538(6)
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 0.9600
C7 C5 1.537(5)
C7 H7A 0.9600
C7 H7B 0.9600
C7 H7C 0.9600
C9 C12 1.525(5)
C9 C10 1.528(6)
C9 C11 1.536(6)
C2 C1 1.544(5)
C2 H2A 0.9600
C2 H2B 0.9600
C2 H2C 0.9600
C13 C16 1.537(6)
C13 C14 1.538(6)
C1 C4 1.525(6)
C1 C3 1.533(7)
B1 H3 1.11(4)
B1 H4 1.07(4)
C10 H10A 0.9600
C10 H10B 0.9600
C10 H10C 0.9600
C6 C5 1.524(6)
C6 H6A 0.9600
C6 H6B 0.9600
C6 H6C 0.9600
C16 H16A 0.9600
C16 H16B 0.9600
C16 H16C 0.9600
C4 H4A 0.9600
C4 H4B 0.9600
C4 H4C 0.9600
C11 H11A 0.9600
C11 H11B 0.9600
C11 H11C 0.9600
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
C3 H3A 0.9600
C3 H3B 0.9600
C3 H3C 0.9600
C8 C5 1.537(6)
C8 H8A 0.9600
C8 H8B 0.9600
C8 H8C 0.9600
C12 H12A 0.9600
C12 H12B 0.9600
C12 H12C 0.9600
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
C13 P1 C9 C12 45.0(3)
B1 P1 C9 C12 171.0(3)
C13 P1 C9 C10 163.6(3)
B1 P1 C9 C10 -70.3(3)
C13 P1 C9 C11 -78.7(3)
B1 P1 C9 C11 47.3(3)
C9 P1 C13 C16 -71.4(3)
B1 P1 C13 C16 163.8(3)
C9 P1 C13 C15 52.4(3)
B1 P1 C13 C15 -72.4(3)
C9 P1 C13 C14 170.6(2)
B1 P1 C13 C14 45.9(3)
C5 P2 C1 C4 178.3(3)
B1 P2 C1 C4 54.2(4)
C5 P2 C1 C3 58.9(4)
B1 P2 C1 C3 -65.2(3)
C5 P2 C1 C2 -63.9(4)
B1 P2 C1 C2 172.0(3)
C13 P1 B1 P2 -88.4(3)
C9 P1 B1 P2 143.2(3)
C1 P2 B1 P1 -78.8(4)
C5 P2 B1 P1 152.1(3)
C1 P2 C5 C6 -81.8(3)
B1 P2 C5 C6 44.6(4)
C1 P2 C5 C7 41.2(4)
B1 P2 C5 C7 167.6(4)
C1 P2 C5 C8 158.7(3)
B1 P2 C5 C8 -75.0(3)
