#------------------------------------------------------------------------------
#$Date: 2016-03-21 19:04:36 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178834 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/88/4108847.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_4108847
loop_
_publ_author_name
'Daniel P. Harrison'
'Kevin D. Welch'
'Adam C. Nichols-Nielander'
'Michal Sabat'
'William H. Myers'
'W. Dean Harman'
_publ_section_title
;
 Efficient Synthesis of an η2-Pyridine Complex and a Preliminary
 Investigation of the Bound Heterocycle's Reactivity
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              16844
_journal_page_last               16845
_journal_paper_doi               10.1021/ja807521d
_journal_volume                  130
_journal_year                    2008
_chemical_formula_sum            'C18 H28 B2 Cl3 N8 O P W'
_chemical_formula_weight         715.27
_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                 99.8490(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2830(6)
_cell_length_b                   10.4018(6)
_cell_length_c                   26.9845(15)
_cell_measurement_reflns_used    8545
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      31.833
_cell_measurement_theta_min      2.486
_cell_volume                     2843.8(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      273(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  '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  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0410
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            37033
_diffrn_reflns_theta_full        32.55
_diffrn_reflns_theta_max         32.55
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    4.427
_exptl_absorpt_correction_T_max  0.801925
_exptl_absorpt_correction_T_min  0.495379
_exptl_absorpt_correction_type   empiricl
_exptl_absorpt_process_details   'Bruker SADABS  '
_exptl_crystal_colour            needle
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_density_meas      0
_exptl_crystal_description       orange
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         2.327
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.131
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.916
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     393
_refine_ls_number_reflns         10249
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.916
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0398
_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)+(0.0527P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.0941
_reflns_number_gt                7235
_reflns_number_total             10249
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja807521d_si_002.cif
_cod_data_source_block           C18H28B2N8POCl3W
_cod_database_code               4108847
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
W W 0.541565(12) 0.905266(13) 0.141910(5) 0.03969(5) Uani 1 1 d .
P1 P 0.57911(13) 0.67364(11) 0.12076(5) 0.0669(3) Uani 1 1 d .
Cl1 Cl 0.7604(3) 0.7340(2) 0.89816(9) 0.1595(10) Uani 1 1 d .
Cl2 Cl 0.8863(3) 0.4960(2) 0.89578(11) 0.1698(10) Uani 1 1 d .
Cl3 Cl 0.8246(3) 0.5847(3) 0.98790(10) 0.1660(11) Uani 1 1 d .
O1 O 0.8309(3) 0.9476(4) 0.17301(14) 0.0805(10) Uani 1 1 d .
N1 N 0.7078(4) 1.1370(4) 0.06414(14) 0.0722(11) Uani 1 1 d .
N2 N 0.3235(3) 0.8733(3) 0.12606(12) 0.0510(7) Uani 1 1 d .
N3 N 0.2490(3) 0.9039(3) 0.16208(14) 0.0549(8) Uani 1 1 d .
N4 N 0.4882(3) 1.0751(3) 0.18376(12) 0.0468(7) Uani 1 1 d .
N5 N 0.3919(3) 1.0692(3) 0.21240(13) 0.0537(8) Uani 1 1 d .
N6 N 0.5262(3) 0.8255(3) 0.21531(11) 0.0514(7) Uani 1 1 d .
N7 N 0.4169(3) 0.8429(4) 0.23701(12) 0.0572(8) Uani 1 1 d .
N8 N 0.7135(3) 0.9306(3) 0.15919(11) 0.0464(7) Uani 1 1 d .
C2 C 0.5899(5) 1.1445(5) 0.07598(16) 0.0650(11) Uani 1 1 d .
C3 C 0.5029(4) 1.0413(4) 0.07742(15) 0.0552(9) Uani 1 1 d .
C4 C 0.5427(5) 0.9165(5) 0.05920(15) 0.0587(10) Uani 1 1 d .
C5 C 0.6695(5) 0.9160(6) 0.04305(18) 0.0703(13) Uani 1 1 d .
C6 C 0.7472(5) 1.0204(6) 0.04752(17) 0.0759(14) Uani 1 1 d .
H6 H 0.8309 1.0138 0.0391 0.091 Uiso 1 1 calc R
C7 C 0.1208(5) 0.8905(5) 0.1419(3) 0.0736(14) Uani 1 1 d .
C8 C 0.1105(5) 0.8518(7) 0.0936(3) 0.0842(17) Uani 1 1 d .
C9 C 0.2376(5) 0.8419(5) 0.08498(18) 0.0675(11) Uani 1 1 d .
C10 C 0.3988(5) 1.1756(5) 0.24165(18) 0.0675(12) Uani 1 1 d .
C11 C 0.4980(5) 1.2514(5) 0.23133(18) 0.0700(13) Uani 1 1 d .
C12 C 0.5528(5) 1.1861(4) 0.19515(16) 0.0574(10) Uani 1 1 d .
C13 C 0.4400(6) 0.7870(5) 0.28344(18) 0.0765(14) Uani 1 1 d .
C14 C 0.5617(7) 0.7348(6) 0.29211(19) 0.0902(17) Uani 1 1 d .
C15 C 0.6132(5) 0.7606(5) 0.24853(17) 0.0676(12) Uani 1 1 d .
C16 C 0.5195(9) 0.6106(7) 0.0579(3) 0.094(2) Uani 1 1 d .
C17 C 0.7520(6) 0.6327(6) 0.1301(3) 0.113(2) Uani 1 1 d .
H17A H 0.7622 0.5475 0.1176 0.170 Uiso 1 1 calc R
H17B H 0.7879 0.6359 0.1653 0.170 Uiso 1 1 calc R
H17C H 0.7979 0.6929 0.1123 0.170 Uiso 1 1 calc R
C18 C 0.5068(9) 0.5544(6) 0.1578(3) 0.127(3) Uani 1 1 d .
H18A H 0.4735 0.4835 0.1366 0.190 Uiso 1 1 calc R
H18B H 0.4358 0.5930 0.1714 0.190 Uiso 1 1 calc R
H18C H 0.5730 0.5242 0.1847 0.190 Uiso 1 1 calc R
C19 C 0.8737(7) 0.6306(7) 0.9325(3) 0.0935(18) Uani 1 1 d .
B1 B 0.7986(10) 1.2590(9) 0.0636(3) 0.106(3) Uani 1 1 d .
B2 B 0.3128(5) 0.9442(5) 0.21493(19) 0.0584(11) Uani 1 1 d .
H1B2 H 0.837(7) 1.263(6) 0.028(3) 0.14(2) Uiso 1 1 d .
H1B1 H 0.772(7) 1.345(9) 0.087(3) 0.16(3) Uiso 1 1 d .
H1B3 H 0.915(8) 1.214(7) 0.101(3) 0.17(3) Uiso 1 1 d .
H2 H 0.565(3) 1.222(3) 0.0868(11) 0.025(8) Uiso 1 1 d .
H2B H 0.241(4) 0.957(4) 0.2371(15) 0.061(11) Uiso 1 1 d .
H3 H 0.416(4) 1.058(4) 0.0744(13) 0.044(10) Uiso 1 1 d .
H4 H 0.475(5) 0.876(5) 0.0404(18) 0.079(15) Uiso 1 1 d .
H5 H 0.687(5) 0.840(6) 0.024(2) 0.098(18) Uiso 1 1 d .
H7 H 0.080(7) 0.906(5) 0.164(2) 0.09(2) Uiso 1 1 d .
H8 H 0.059(8) 0.841(8) 0.070(3) 0.14(3) Uiso 1 1 d .
H9 H 0.264(4) 0.814(4) 0.0556(16) 0.064(13) Uiso 1 1 d .
H10 H 0.338(5) 1.175(5) 0.2671(18) 0.086(15) Uiso 1 1 d .
H11 H 0.529(5) 1.314(5) 0.2500(17) 0.077(15) Uiso 1 1 d .
H12 H 0.631(4) 1.203(3) 0.1782(13) 0.044(10) Uiso 1 1 d .
H13 H 0.384(4) 0.799(4) 0.3071(16) 0.068(13) Uiso 1 1 d .
H14 H 0.613(5) 0.662(6) 0.3225(19) 0.099(16) Uiso 1 1 d .
H15 H 0.679(4) 0.743(4) 0.2378(16) 0.059(13) Uiso 1 1 d .
H16A H 0.430(6) 0.622(5) 0.053(2) 0.09(2) Uiso 1 1 d .
H16B H 0.539(5) 0.519(6) 0.0574(19) 0.097(18) Uiso 1 1 d .
H16C H 0.537(5) 0.667(5) 0.0295(19) 0.087(18) Uiso 1 1 d .
H19 H 0.941(6) 0.677(7) 0.933(2) 0.11(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'
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'
Cl Cl 0.1484 0.1585 '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
N8 W N6 92.39(13)
N8 W N4 94.04(13)
N6 W N4 77.13(11)
N8 W C3 98.52(15)
N6 W C3 157.27(15)
N4 W C3 82.24(14)
N8 W N2 175.81(12)
N6 W N2 83.73(12)
N4 W N2 83.58(12)
C3 W N2 84.59(14)
N8 W C4 94.58(15)
N6 W C4 160.20(15)
N4 W C4 120.72(14)
C3 W C4 38.48(16)
N2 W C4 89.60(15)
N8 W P1 90.98(10)
N6 W P1 83.09(9)
N4 W P1 159.76(8)
C3 W P1 116.39(12)
N2 W P1 90.12(9)
C4 W P1 78.28(12)
C16 P1 C17 102.2(4)
C16 P1 C18 99.2(4)
C17 P1 C18 104.3(4)
C16 P1 W 120.9(3)
C17 P1 W 112.3(2)
C18 P1 W 115.6(3)
C2 N1 C6 117.9(5)
C2 N1 B1 122.0(6)
C6 N1 B1 119.8(5)
C9 N2 N3 105.9(4)
C9 N2 W 134.1(3)
N3 N2 W 119.6(2)
C7 N3 N2 108.4(4)
C7 N3 B2 130.1(4)
N2 N3 B2 121.5(3)
C12 N4 N5 106.8(3)
C12 N4 W 130.3(3)
N5 N4 W 121.5(2)
C10 N5 N4 108.9(4)
C10 N5 B2 129.8(4)
N4 N5 B2 120.3(3)
C15 N6 N7 106.5(3)
C15 N6 W 131.2(3)
N7 N6 W 122.2(2)
C13 N7 N6 108.1(4)
C13 N7 B2 130.1(4)
N6 N7 B2 119.4(3)
O1 N8 W 177.4(3)
N1 C2 C3 125.7(5)
C2 C3 C4 116.9(4)
C2 C3 W 118.6(3)
C4 C3 W 71.2(2)
C5 C4 C3 114.9(4)
C5 C4 W 117.4(3)
C3 C4 W 70.3(2)
C6 C5 C4 121.6(5)
C5 C6 N1 122.6(5)
N3 C7 C8 109.4(5)
C7 C8 C9 105.4(5)
N2 C9 C8 110.9(5)
C11 C10 N5 108.8(4)
C10 C11 C12 105.7(4)
N4 C12 C11 109.8(4)
C14 C13 N7 110.0(4)
C13 C14 C15 104.6(4)
N6 C15 C14 110.8(5)
Cl3 C19 Cl1 111.5(4)
Cl3 C19 Cl2 109.5(4)
Cl1 C19 Cl2 107.7(4)
N3 B2 N5 109.7(4)
N3 B2 N7 109.4(4)
N5 B2 N7 104.9(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
W N8 1.769(3)
W N6 2.178(3)
W N4 2.216(3)
W C3 2.225(4)
W N2 2.234(3)
W C4 2.237(4)
W P1 2.5209(11)
P1 C16 1.824(6)
P1 C17 1.803(6)
P1 C18 1.828(7)
Cl1 C19 1.734(7)
Cl2 C19 1.734(7)
Cl3 C19 1.724(7)
O1 N8 1.215(4)
N1 C2 1.308(6)
N1 C6 1.378(7)
N1 B1 1.577(8)
N2 C9 1.335(5)
N2 N3 1.374(4)
N3 C7 1.344(6)
N3 B2 1.523(6)
N4 C12 1.341(5)
N4 N5 1.358(4)
N5 C10 1.354(5)
N5 B2 1.541(6)
N6 C15 1.336(5)
N6 N7 1.365(4)
N7 C13 1.364(6)
N7 B2 1.547(6)
C2 C3 1.402(7)
C3 C4 1.471(6)
C4 C5 1.444(7)
C5 C6 1.341(7)
C7 C8 1.352(9)
C8 C9 1.370(7)
C10 C11 1.355(7)
C11 C12 1.386(6)
C13 C14 1.347(8)
C14 C15 1.396(7)
