#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:23:37 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178897 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/26/4112603.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_4112603
loop_
_publ_author_name
'Joseph M. Keane'
'Mahendra D. Chordia'
'Christopher J. Mocella'
'Michal Sabat'
'Carl O. Trindle'
'W. Dean Harman'
_publ_section_title
;
 Transition Metal-Stabilized Arenium Cations: Protonation of Arenes
 Dihapto-Coordinated to π-Basic Metal Fragments
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6806
_journal_page_last               6815
_journal_paper_doi               10.1021/ja039824h
_journal_volume                  126
_journal_year                    2004
_chemical_formula_sum            'C19 H27 B N7 O2 P W'
_chemical_formula_weight         611.11
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.7150(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4950(5)
_cell_length_b                   15.2421(7)
_cell_length_c                   14.1054(6)
_cell_measurement_reflns_used    8489
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      32.501
_cell_measurement_theta_min      2.361
_cell_volume                     2248.75(18)
_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      153(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART APEX 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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30681
_diffrn_reflns_theta_full        32.52
_diffrn_reflns_theta_max         32.52
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    5.239
_exptl_absorpt_correction_T_max  0.801929
_exptl_absorpt_correction_T_min  0.599916
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.805
_exptl_crystal_density_meas      ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_refine_diff_density_max         2.221
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_hydrogen_treatment    allref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         8116
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.956
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0269
_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)+(0.0333P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0573
_refine_ls_wR_factor_ref         0.0594
_reflns_number_gt                6657
_reflns_number_total             8116
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja039824hsi20040325_025206.cif
_cod_data_source_block           C19H27BN7O2PW
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not meausred' 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_database_code               4112603
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
W W 0.740981(9) 0.077072(6) 0.277081(7) 0.01690(3) Uani 1 1 d
P P 0.72126(6) 0.14497(4) 0.43711(5) 0.01932(12) Uani 1 1 d
O1 O 1.00043(19) 0.24823(12) 0.38486(14) 0.0274(4) Uani 1 1 d
O2 O 0.6880(2) 0.24973(14) 0.18090(17) 0.0389(5) Uani 1 1 d
N1 N 0.6990(2) -0.00368(14) 0.14784(15) 0.0215(4) Uani 1 1 d
N2 N 0.6310(2) -0.08016(14) 0.15052(16) 0.0234(4) Uani 1 1 d
N3 N 0.7508(2) -0.05350(14) 0.35143(16) 0.0216(4) Uani 1 1 d
N4 N 0.6668(2) -0.11870(14) 0.32417(16) 0.0218(4) Uani 1 1 d
N5 N 0.5329(2) 0.05386(15) 0.27485(16) 0.0219(4) Uani 1 1 d
N6 N 0.4810(2) -0.02770(15) 0.26375(15) 0.0229(4) Uani 1 1 d
N7 N 0.7143(2) 0.17935(14) 0.21918(15) 0.0230(4) Uani 1 1 d
C1 C 0.9933(2) 0.19682(17) 0.3042(2) 0.0237(5) Uani 1 1 d
C2 C 1.0235(3) 0.22514(19) 0.2187(2) 0.0280(6) Uani 1 1 d
C3 C 1.0229(3) 0.1638(2) 0.1408(2) 0.0336(7) Uani 1 1 d
C4 C 0.9861(3) 0.0804(2) 0.1508(2) 0.0303(6) Uani 1 1 d
C5 C 0.9407(3) 0.04973(19) 0.2398(2) 0.0246(5) Uani 1 1 d
C6 C 0.9496(2) 0.10747(17) 0.32168(19) 0.0215(5) Uani 1 1 d
C7 C 1.0292(4) 0.3389(2) 0.3713(3) 0.0400(8) Uani 1 1 d
C8 C 0.5853(3) 0.1084(3) 0.4985(2) 0.0342(7) Uani 1 1 d
C9 C 0.7002(3) 0.26322(19) 0.4324(2) 0.0312(6) Uani 1 1 d
C10 C 0.8448(3) 0.1332(2) 0.5347(2) 0.0246(5) Uani 1 1 d
C11 C 0.6136(3) -0.1134(2) 0.0616(2) 0.0314(6) Uani 1 1 d
C12 C 0.6700(3) -0.0590(2) 0.0004(2) 0.0338(7) Uani 1 1 d
C13 C 0.7223(3) 0.0084(2) 0.0572(2) 0.0285(6) Uani 1 1 d
C14 C 0.6837(3) -0.18611(18) 0.3847(2) 0.0264(5) Uani 1 1 d
C15 C 0.7790(3) -0.16667(19) 0.4530(2) 0.0292(6) Uani 1 1 d
C16 C 0.8188(3) -0.08318(17) 0.4298(2) 0.0254(5) Uani 1 1 d
C17 C 0.3525(3) -0.0221(2) 0.2613(2) 0.0302(6) Uani 1 1 d
C18 C 0.3194(3) 0.0641(2) 0.2715(2) 0.0334(7) Uani 1 1 d
C19 C 0.4348(3) 0.1093(2) 0.2790(2) 0.0277(6) Uani 1 1 d
B B 0.5661(3) -0.1054(2) 0.2402(2) 0.0227(5) Uani 1 1 d
H1B H 0.513(3) -0.1636(18) 0.229(2) 0.020(7) Uiso 1 1 d
H2 H 1.056(3) 0.283(2) 0.209(2) 0.033(9) Uiso 1 1 d
H3 H 1.052(3) 0.186(2) 0.079(3) 0.046(10) Uiso 1 1 d
H4 H 0.985(3) 0.037(2) 0.100(2) 0.032(9) Uiso 1 1 d
H5 H 0.947(3) -0.0111(19) 0.250(2) 0.021(7) Uiso 1 1 d
H6 H 0.982(3) 0.0787(17) 0.387(2) 0.022(8) Uiso 1 1 d
H7A H 1.113(4) 0.337(2) 0.348(3) 0.041(10) Uiso 1 1 d
H7B H 0.963(3) 0.367(2) 0.326(3) 0.040(10) Uiso 1 1 d
H7C H 1.032(4) 0.363(3) 0.434(3) 0.061(13) Uiso 1 1 d
H8A H 0.586(4) 0.052(3) 0.506(3) 0.052(13) Uiso 1 1 d
H8B H 0.506(4) 0.119(3) 0.461(3) 0.053(12) Uiso 1 1 d
H8C H 0.584(3) 0.140(2) 0.558(3) 0.035(9) Uiso 1 1 d
H9A H 0.784(4) 0.294(3) 0.417(3) 0.052(11) Uiso 1 1 d
H9B H 0.618(4) 0.270(3) 0.389(3) 0.073(14) Uiso 1 1 d
H9C H 0.685(3) 0.284(2) 0.491(3) 0.039(10) Uiso 1 1 d
H10A H 0.847(3) 0.074(2) 0.549(3) 0.034(10) Uiso 1 1 d
H10B H 0.811(3) 0.162(2) 0.587(3) 0.042(10) Uiso 1 1 d
H10C H 0.913(4) 0.150(2) 0.516(3) 0.039(10) Uiso 1 1 d
H11 H 0.563(3) -0.159(2) 0.049(3) 0.040(10) Uiso 1 1 d
H12 H 0.676(3) -0.065(2) -0.062(3) 0.033(9) Uiso 1 1 d
H13 H 0.762(3) 0.052(2) 0.039(3) 0.034(9) Uiso 1 1 d
H14 H 0.636(3) -0.228(2) 0.383(2) 0.022(8) Uiso 1 1 d
H15 H 0.800(3) -0.199(2) 0.501(3) 0.036(9) Uiso 1 1 d
H16 H 0.887(3) -0.042(2) 0.463(2) 0.028(8) Uiso 1 1 d
H17 H 0.304(3) -0.0751(18) 0.255(2) 0.020(8) Uiso 1 1 d
H18 H 0.246(3) 0.088(2) 0.271(3) 0.043(12) Uiso 1 1 d
H19 H 0.445(3) 0.158(2) 0.288(2) 0.021(8) 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'
B B 0.0013 0.0007 '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'
O O 0.0106 0.0060 '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'
W W -0.8490 6.8722 '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
N7 W N5 90.90(10)
N7 W N1 95.53(9)
N5 W N1 76.69(8)
N7 W C5 99.84(10)
N5 W C5 155.34(10)
N1 W C5 80.21(9)
N7 W N3 173.51(9)
N5 W N3 82.65(8)
N1 W N3 83.70(8)
C5 W N3 86.40(9)
N7 W C6 93.46(10)
N5 W C6 164.54(9)
N1 W C6 117.56(9)
C5 W C6 37.41(10)
N3 W C6 92.60(9)
N7 W P 91.73(7)
N5 W P 85.66(6)
N1 W P 160.98(6)
C5 W P 115.85(8)
N3 W P 87.10(6)
C6 W P 79.39(7)
C8 P C9 102.93(17)
C8 P C10 98.53(15)
C9 P C10 101.67(15)
C8 P W 115.38(11)
C9 P W 113.30(11)
C10 P W 122.24(10)
C1 O1 C7 115.9(2)
C13 N1 N2 106.3(2)
C13 N1 W 132.31(19)
N2 N1 W 121.30(16)
C11 N2 N1 108.9(2)
C11 N2 B 129.5(2)
N1 N2 B 120.3(2)
C16 N3 N4 105.9(2)
C16 N3 W 133.04(18)
N4 N3 W 120.69(16)
C14 N4 N3 109.3(2)
C14 N4 B 129.8(2)
N3 N4 B 120.7(2)
C19 N5 N6 106.3(2)
C19 N5 W 131.4(2)
N6 N5 W 122.25(16)
C17 N6 N5 109.6(2)
C17 N6 B 129.9(2)
N5 N6 B 119.7(2)
O2 N7 W 175.9(2)
C2 C1 O1 123.9(2)
C2 C1 C6 123.4(3)
O1 C1 C6 112.7(2)
C1 C2 C3 119.3(3)
C4 C3 C2 121.2(3)
C3 C4 C5 120.9(3)
C6 C5 C4 119.2(3)
C6 C5 W 72.58(14)
C4 C5 W 121.4(2)
C5 C6 C1 115.6(2)
C5 C6 W 70.01(14)
C1 C6 W 116.75(17)
N2 C11 C12 109.1(3)
C11 C12 C13 104.8(3)
N1 C13 C12 110.9(3)
N4 C14 C15 109.6(2)
C14 C15 C16 104.5(3)
N3 C16 C15 110.7(3)
N6 C17 C18 108.6(3)
C17 C18 C19 104.9(3)
N5 C19 C18 110.7(3)
N2 B N4 110.2(2)
N2 B N6 106.8(2)
N4 B N6 108.1(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
W N7 1.772(2)
W N5 2.210(2)
W N1 2.214(2)
W C5 2.242(3)
W N3 2.248(2)
W C6 2.276(2)
W P 2.5072(7)
P C8 1.816(3)
P C9 1.817(3)
P C10 1.820(3)
O1 C1 1.378(3)
O1 C7 1.431(4)
O2 N7 1.222(3)
N1 C13 1.334(3)
N1 N2 1.369(3)
N2 C11 1.351(4)
N2 B 1.534(4)
N3 C16 1.344(3)
N3 N4 1.363(3)
N4 C14 1.338(3)
N4 B 1.534(4)
N5 C19 1.337(4)
N5 N6 1.361(3)
N6 C17 1.349(3)
N6 B 1.537(4)
C1 C2 1.343(4)
C1 C6 1.464(4)
C2 C3 1.443(4)
C3 C4 1.339(4)
C4 C5 1.456(4)
C5 C6 1.449(4)
C11 C12 1.367(5)
C12 C13 1.387(4)
C14 C15 1.363(4)
C15 C16 1.387(4)
C17 C18 1.370(4)
C18 C19 1.389(4)
