#------------------------------------------------------------------------------
#$Date: 2016-03-25 22:08:34 +0100 (vie 25 de mar de 2016) $
#$Revision: 180027 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/21/7032153.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_7032153
loop_
_publ_author_name
'Holthausen, Michael H.'
'Mallov, Ian'
'Stephan, Douglas W.'
_publ_section_title
;
 Phosphinimine-substituted boranes and borenium ions.
;
_journal_issue                   40
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15201
_journal_page_last               15211
_journal_paper_doi               10.1039/c4dt02406k
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C14 H33 Cl N P Si'
_chemical_formula_sum            'C14 H33 Cl N P Si'
_chemical_formula_weight         309.92
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 101.454(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.9618(7)
_cell_length_b                   12.7168(10)
_cell_length_c                   14.8199(11)
_cell_measurement_reflns_used    6001
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      54.914
_cell_measurement_theta_min      4.541
_cell_volume                     1840.0(2)
_computing_cell_refinement
'Bruker SMART. Area-Detector Software Package. (Siemens Industrial Automation, 1993, Inc.: Madison, WI)'
_computing_data_collection
'Bruker SMART. Area-Detector Software Package. (Siemens Industrial Automation, 1993, Inc.: Madison, WI)'
_computing_data_reduction
'Bruker SAINT. Area-Detector Integration Software. (Siemens Industrial Automation, 1995, Inc.: Madison, WI)'
_computing_molecular_graphics
'Ortep for Windows (L. J. Farrugia, J. Appl. Cryst. 1997, 30, 565)'
_computing_publication_material
'WinGX v1.70.01 (L. J. Farrugia, J. Appl. Cryst. 1999, 32, 837)'
_computing_structure_refinement
'SHELX-97. Programs for Crystal Structure Analysis. (G. M. Sheldrick, 1997, Release 97-2, University of Gttingen, Germany)'
_computing_structure_solution
'SHELX-97. Programs for Crystal Structure Analysis. (G. M. Sheldrick, 1997, Release 97-2, University of Gttingen, Germany)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Apex II CCD 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  0.0497
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16773
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.13
_exptl_absorpt_coefficient_mu    0.348
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6400
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS. Area-Detector Integration Software. (Siemens Industrial Automation, 1995, Inc.: Madison, WI)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.671
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         4205
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0438
_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)+(0.0782P)²+0.2023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1206
_refine_ls_wR_factor_ref         0.1413
_reflns_number_gt                2842
_reflns_number_total             4205
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt02406k1.cif
_cod_data_source_block           5a
_cod_depositor_comments
'Adding full bibliography for 7032148--7032159.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7032153
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
C1 C 0.6419(3) 0.63121(17) 0.25614(16) 0.0380(6) Uani 1 1 d .
H1A H 0.6090 0.5705 0.2173 0.057 Uiso 1 1 calc R
H1B H 0.5905 0.6367 0.3058 0.057 Uiso 1 1 calc R
H1C H 0.7395 0.6223 0.2826 0.057 Uiso 1 1 calc R
C2 C 0.6577(2) 0.87072(17) 0.25969(15) 0.0356(5) Uani 1 1 d .
H2A H 0.7564 0.8732 0.2845 0.053 Uiso 1 1 calc R
H2B H 0.6082 0.8671 0.3105 0.053 Uiso 1 1 calc R
H2C H 0.6299 0.9341 0.2232 0.053 Uiso 1 1 calc R
C3 C 0.7093(2) 0.87590(15) -0.05620(14) 0.0263(4) Uani 1 1 d .
C4 C 0.5576(2) 0.87235(19) -0.10312(16) 0.0418(6) Uani 1 1 d .
H4A H 0.5292 0.9415 -0.1292 0.063 Uiso 1 1 calc R
H4B H 0.5023 0.8535 -0.0577 0.063 Uiso 1 1 calc R
H4C H 0.5442 0.8197 -0.1524 0.063 Uiso 1 1 calc R
C5 C 0.7219(2) 0.96828(17) 0.01247(16) 0.0403(6) Uani 1 1 d .
H5A H 0.6876 1.0327 -0.0205 0.060 Uiso 1 1 calc R
H5B H 0.8183 0.9778 0.0420 0.060 Uiso 1 1 calc R
H5C H 0.6680 0.9530 0.0595 0.060 Uiso 1 1 calc R
C6 C 0.7941(2) 0.90079(17) -0.12952(15) 0.0364(5) Uani 1 1 d .
H6A H 0.7878 0.8419 -0.1728 0.055 Uiso 1 1 calc R
H6B H 0.8900 0.9117 -0.0996 0.055 Uiso 1 1 calc R
H6C H 0.7585 0.9647 -0.1629 0.055 Uiso 1 1 calc R
C7 C 0.94832(19) 0.73954(14) 0.04648(14) 0.0232(4) Uani 1 1 d .
C8 C 0.9826(2) 0.65934(18) 0.12618(15) 0.0359(5) Uani 1 1 d .
H8A H 0.9522 0.5891 0.1036 0.054 Uiso 1 1 calc R
H8B H 0.9355 0.6795 0.1757 0.054 Uiso 1 1 calc R
H8C H 1.0817 0.6585 0.1498 0.054 Uiso 1 1 calc R
C9 C 1.0222(2) 0.70742(18) -0.03067(14) 0.0327(5) Uani 1 1 d .
H9A H 0.9964 0.7555 -0.0829 0.049 Uiso 1 1 calc R
H9B H 0.9961 0.6355 -0.0505 0.049 Uiso 1 1 calc R
H9C H 1.1215 0.7108 -0.0080 0.049 Uiso 1 1 calc R
C10 C 1.0070(2) 0.84457(18) 0.08698(15) 0.0362(5) Uani 1 1 d .
H10A H 1.1036 0.8354 0.1160 0.054 Uiso 1 1 calc R
H10B H 0.9557 0.8685 0.1332 0.054 Uiso 1 1 calc R
H10C H 0.9991 0.8970 0.0377 0.054 Uiso 1 1 calc R
C11 C 0.6877(2) 0.63321(16) -0.06422(14) 0.0273(5) Uani 1 1 d .
C12 C 0.7517(2) 0.53164(17) -0.01892(16) 0.0384(6) Uani 1 1 d .
H12A H 0.7407 0.5293 0.0453 0.058 Uiso 1 1 calc R
H12B H 0.8494 0.5300 -0.0210 0.058 Uiso 1 1 calc R
H12C H 0.7058 0.4708 -0.0521 0.058 Uiso 1 1 calc R
C13 C 0.7107(3) 0.63693(19) -0.16388(14) 0.0403(6) Uani 1 1 d .
H13A H 0.6737 0.5729 -0.1964 0.060 Uiso 1 1 calc R
H13B H 0.8090 0.6417 -0.1634 0.060 Uiso 1 1 calc R
H13C H 0.6640 0.6985 -0.1953 0.060 Uiso 1 1 calc R
C14 C 0.5329(2) 0.62425(19) -0.06606(17) 0.0435(6) Uani 1 1 d .
H14A H 0.4986 0.5574 -0.0947 0.065 Uiso 1 1 calc R
H14B H 0.4848 0.6827 -0.1017 0.065 Uiso 1 1 calc R
H14C H 0.5168 0.6269 -0.0030 0.065 Uiso 1 1 calc R
N1 N 0.69327(17) 0.75003(12) 0.09796(12) 0.0275(4) Uani 1 1 d .
P1 P 0.75571(5) 0.74972(3) 0.01016(3) 0.01740(15) Uani 1 1 d .
Si1 Si 0.61696(5) 0.75270(4) 0.18544(4) 0.01992(16) Uani 1 1 d .
Cl1 Cl 0.40188(6) 0.76098(5) 0.14058(5) 0.0468(2) 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'
N N 0.0061 0.0033 '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'
Si Si 0.0817 0.0704 '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
Si1 C1 H1A 109.5
Si1 C1 H1B 109.5
H1A C1 H1B 109.5
Si1 C1 H1C 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
Si1 C2 H2A 109.5
Si1 C2 H2B 109.5
H2A C2 H2B 109.5
Si1 C2 H2C 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
C4 C3 C6 108.44(17)
C4 C3 C5 105.39(17)
C6 C3 C5 108.99(17)
C4 C3 P1 109.15(14)
C6 C3 P1 115.52(13)
C5 C3 P1 108.88(14)
C3 C4 H4A 109.5
C3 C4 H4B 109.5
H4A C4 H4B 109.5
C3 C4 H4C 109.5
H4A C4 H4C 109.5
H4B C4 H4C 109.5
C3 C5 H5A 109.5
C3 C5 H5B 109.5
H5A C5 H5B 109.5
C3 C5 H5C 109.5
H5A C5 H5C 109.5
H5B C5 H5C 109.5
C3 C6 H6A 109.5
C3 C6 H6B 109.5
H6A C6 H6B 109.5
C3 C6 H6C 109.5
H6A C6 H6C 109.5
H6B C6 H6C 109.5
C10 C7 C9 108.80(16)
C10 C7 C8 105.47(17)
C9 C7 C8 109.16(16)
C10 C7 P1 109.77(13)
C9 C7 P1 114.59(14)
C8 C7 P1 108.66(13)
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C7 C9 H9A 109.5
C7 C9 H9B 109.5
H9A C9 H9B 109.5
C7 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C7 C10 H10A 109.5
C7 C10 H10B 109.5
H10A C10 H10B 109.5
C7 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
C12 C11 C13 108.52(17)
C12 C11 C14 105.83(17)
C13 C11 C14 108.91(18)
C12 C11 P1 109.57(14)
C13 C11 P1 115.53(14)
C14 C11 P1 108.05(14)
C11 C12 H12A 109.5
C11 C12 H12B 109.5
H12A C12 H12B 109.5
C11 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C11 C13 H13A 109.5
C11 C13 H13B 109.5
H13A C13 H13B 109.5
C11 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
C11 C14 H14A 109.5
C11 C14 H14B 109.5
H14A C14 H14B 109.5
C11 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
P1 N1 Si1 175.79(13)
N1 P1 C11 109.54(9)
N1 P1 C3 109.69(8)
C11 P1 C3 109.85(10)
N1 P1 C7 108.35(9)
C11 P1 C7 109.77(8)
C3 P1 C7 109.61(9)
N1 Si1 C1 113.63(9)
N1 Si1 C2 114.01(9)
C1 Si1 C2 110.43(11)
N1 Si1 Cl1 110.77(7)
C1 Si1 Cl1 103.46(8)
C2 Si1 Cl1 103.55(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 Si1 1.856(2)
C1 H1A 0.9800
C1 H1B 0.9800
C1 H1C 0.9800
C2 Si1 1.858(2)
C2 H2A 0.9800
C2 H2B 0.9800
C2 H2C 0.9800
C3 C4 1.534(3)
C3 C6 1.536(3)
C3 C5 1.543(3)
C3 P1 1.8908(19)
C4 H4A 0.9800
C4 H4B 0.9800
C4 H4C 0.9800
C5 H5A 0.9800
C5 H5B 0.9800
C5 H5C 0.9800
C6 H6A 0.9800
C6 H6B 0.9800
C6 H6C 0.9800
C7 C10 1.532(3)
C7 C9 1.533(3)
C7 C8 1.546(3)
C7 P1 1.8915(19)
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
C11 C12 1.535(3)
C11 C13 1.540(3)
C11 C14 1.541(3)
C11 P1 1.890(2)
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C13 H13C 0.9800
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
N1 P1 1.5498(16)
N1 Si1 1.6282(16)
Si1 Cl1 2.1161(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
Si1 N1 P1 C11 -70.6(16)
Si1 N1 P1 C3 50.0(16)
Si1 N1 P1 C7 169.7(16)
C12 C11 P1 N1 -71.89(16)
C13 C11 P1 N1 165.21(15)
C14 C11 P1 N1 42.97(17)
C12 C11 P1 C3 167.56(13)
C13 C11 P1 C3 44.65(18)
C14 C11 P1 C3 -77.59(16)
C12 C11 P1 C7 46.97(16)
C13 C11 P1 C7 -75.94(17)
C14 C11 P1 C7 161.82(15)
C4 C3 P1 N1 -73.44(16)
C6 C3 P1 N1 164.10(16)
C5 C3 P1 N1 41.12(17)
C4 C3 P1 C11 47.03(16)
C6 C3 P1 C11 -75.44(18)
C5 C3 P1 C11 161.59(14)
C4 C3 P1 C7 167.71(14)
C6 C3 P1 C7 45.25(18)
C5 C3 P1 C7 -77.73(15)
C10 C7 P1 N1 -73.59(15)
C9 C7 P1 N1 163.65(14)
C8 C7 P1 N1 41.27(16)
C10 C7 P1 C11 166.82(14)
C9 C7 P1 C11 44.07(17)
C8 C7 P1 C11 -78.31(16)
C10 C7 P1 C3 46.08(16)
C9 C7 P1 C3 -76.68(16)
C8 C7 P1 C3 160.95(14)
P1 N1 Si1 C1 127.7(16)
P1 N1 Si1 C2 -104.5(16)
P1 N1 Si1 Cl1 11.8(16)
