#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/15/4331580.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4331580
loop_
_publ_author_name
'Hayton, Trevor W.'
'Boncella, James M.'
'Scott, Brian L.'
'Abboud, Khalil A.'
'Mills, Ryan C.'
_publ_section_title
;
 Coupling of an Aldehyde or Ketone to Pyridine Mediated by a Tungsten
 Imido Complex
;
_journal_issue                   25
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9506
_journal_page_last               9517
_journal_paper_doi               10.1021/ic0511367
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C35.5 H58 N4 O2 Si2 W'
_chemical_formula_weight         812.89
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                103.360(1)
_cell_angle_beta                 93.943(1)
_cell_angle_gamma                115.795(1)
_cell_formula_units_Z            2
_cell_length_a                   10.1728(9)
_cell_length_b                   10.9145(1)
_cell_length_c                   20.648(2)
_cell_measurement_temperature    141(2)
_cell_volume                     1970.4(3)
_computing_cell_refinement       'SAINT+, v. 7.06 (Bruker AXS, 2001)'
_computing_data_collection       'APEX II, v. 1.08 (Bruker AXS, 2003)'
_computing_data_reduction        'SAINT+, v. 7.06 (Bruker AXS, 2001)'
_computing_molecular_graphics    'SHELXTL, v. 6.10, (Bruker AXS, 2000)'
_computing_publication_material  'SHELXTL, v. 6.10, (Bruker AXS, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      141(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'Bruker D8 with APEXII CCD'
_diffrn_measurement_method       'ω 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  0.0192
_diffrn_reflns_av_sigmaI/netI    0.0286
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            15806
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.03
_diffrn_standards_decay_%        '< 2'
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.026
_exptl_absorpt_correction_T_max  0.54
_exptl_absorpt_correction_T_min  0.30
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             834
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.831
_refine_diff_density_min         -1.408
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         8897
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0253
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0450P)²+1.9216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0676
_refine_ls_wR_factor_ref         0.0711
_reflns_number_gt                8431
_reflns_number_total             8897
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0511367sup1.cif
_cod_data_source_block           compound6
_cod_original_formula_sum        'C35.50 H58 N4 O2 Si2 W'
_cod_database_code               4331580
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
W1 W 0.046279(11) 0.276761(11) 0.239321(5) 0.01530(4) Uani 1 1 d .
Si2 Si 0.40708(9) 0.40913(9) 0.31307(4) 0.02023(16) Uani 1 1 d .
Si1 Si -0.02616(10) 0.47427(9) 0.14820(4) 0.02299(17) Uani 1 1 d .
N4 N 0.0165(3) 0.3862(3) 0.30687(12) 0.0192(5) Uani 1 1 d .
O1 O -0.1608(2) 0.1577(2) 0.19701(10) 0.0226(4) Uani 1 1 d .
N3 N 0.0304(3) 0.0933(3) 0.15108(12) 0.0192(5) Uani 1 1 d .
C24 C -0.2188(4) 0.0601(3) 0.13087(16) 0.0262(6) Uani 1 1 d .
H24 H -0.2303 0.1120 0.0999 0.031 Uiso 1 1 calc R
O2 O 0.0688(2) 0.1529(2) 0.28881(10) 0.0228(4) Uani 1 1 d .
C23 C -0.1043(4) 0.0124(3) 0.11004(16) 0.0260(6) Uani 1 1 d .
C29 C -0.0216(3) 0.1062(3) 0.33643(15) 0.0224(6) Uani 1 1 d .
C33 C 0.1582(4) 0.0534(5) 0.3994(2) 0.0418(9) Uani 1 1 d .
H33A H 0.2275 0.0862 0.3704 0.063 Uiso 1 1 calc R
H33B H 0.1693 -0.0193 0.4142 0.063 Uiso 1 1 calc R
H33C H 0.1775 0.1314 0.4382 0.063 Uiso 1 1 calc R
N2 N 0.2691(3) 0.3628(3) 0.24240(11) 0.0172(4) Uani 1 1 d .
C13 C -0.1373(4) 0.3932(4) 0.05889(17) 0.0348(8) Uani 1 1 d .
H13A H -0.0726 0.3897 0.0275 0.052 Uiso 1 1 calc R
H13B H -0.1824 0.4501 0.0496 0.052 Uiso 1 1 calc R
H13C H -0.2135 0.2986 0.0540 0.052 Uiso 1 1 calc R
N1 N 0.0728(3) 0.3860(3) 0.16683(12) 0.0175(4) Uani 1 1 d .
C32 C -0.1111(4) -0.0555(4) 0.40699(17) 0.0304(7) Uani 1 1 d .
H32A H -0.0865 0.0227 0.4465 0.046 Uiso 1 1 calc R
H32B H -0.1058 -0.1321 0.4204 0.046 Uiso 1 1 calc R
H32C H -0.2101 -0.0872 0.3834 0.046 Uiso 1 1 calc R
C30 C -0.0011(4) -0.0074(3) 0.36023(16) 0.0277(6) Uani 1 1 d .
C8 C 0.2364(3) 0.4453(3) 0.08171(14) 0.0215(6) Uani 1 1 d .
H8 H 0.1701 0.4611 0.0558 0.026 Uiso 1 1 calc R
C17 C 0.3380(4) 0.4376(4) 0.39364(15) 0.0286(7) Uani 1 1 d .
H17A H 0.3083 0.5109 0.3973 0.043 Uiso 1 1 calc R
H17B H 0.4157 0.4657 0.4314 0.043 Uiso 1 1 calc R
H17C H 0.2542 0.3509 0.3938 0.043 Uiso 1 1 calc R
C7 C 0.2027(3) 0.4088(3) 0.14153(13) 0.0159(5) Uani 1 1 d .
C10 C 0.4682(4) 0.4354(3) 0.09902(15) 0.0249(6) Uani 1 1 d .
H10 H 0.5550 0.4423 0.0844 0.030 Uiso 1 1 calc R
C9 C 0.3674(4) 0.4582(3) 0.06063(15) 0.0249(6) Uani 1 1 d .
H9 H 0.3879 0.4822 0.0208 0.030 Uiso 1 1 calc R
C11 C 0.4385(3) 0.4024(3) 0.15941(14) 0.0221(6) Uani 1 1 d .
H11 H 0.5058 0.3870 0.1849 0.027 Uiso 1 1 calc R
C12 C 0.3094(3) 0.3920(3) 0.18208(13) 0.0175(5) Uani 1 1 d .
C25 C -0.3764(4) -0.0568(4) 0.13026(18) 0.0321(7) Uani 1 1 d .
C2 C 0.0712(4) 0.6024(3) 0.39195(16) 0.0276(6) Uani 1 1 d .
H2 H 0.1571 0.6502 0.3760 0.033 Uiso 1 1 calc R
C15 C -0.1625(4) 0.4663(4) 0.20491(17) 0.0305(7) Uani 1 1 d .
H15A H -0.2282 0.3688 0.2013 0.046 Uiso 1 1 calc R
H15B H -0.2194 0.5104 0.1917 0.046 Uiso 1 1 calc R
H15C H -0.1103 0.5156 0.2510 0.046 Uiso 1 1 calc R
C3 C 0.0343(4) 0.6754(4) 0.44586(18) 0.0345(8) Uani 1 1 d .
H3 H 0.0949 0.7723 0.4658 0.041 Uiso 1 1 calc R
C14 C 0.1064(4) 0.6655(4) 0.1606(2) 0.0357(8) Uani 1 1 d .
H14A H 0.1672 0.7056 0.2052 0.053 Uiso 1 1 calc R
H14B H 0.0514 0.7165 0.1557 0.053 Uiso 1 1 calc R
H14C H 0.1685 0.6726 0.1272 0.053 Uiso 1 1 calc R
C18 C 0.4620(4) 0.2645(4) 0.30425(17) 0.0308(7) Uani 1 1 d .
H18A H 0.3743 0.1740 0.2914 0.046 Uiso 1 1 calc R
H18B H 0.5181 0.2772 0.3468 0.046 Uiso 1 1 calc R
H18C H 0.5217 0.2678 0.2700 0.046 Uiso 1 1 calc R
C16 C 0.5722(4) 0.5810(4) 0.31895(18) 0.0357(8) Uani 1 1 d .
H16A H 0.6255 0.5665 0.2838 0.054 Uiso 1 1 calc R
H16B H 0.6364 0.6157 0.3624 0.054 Uiso 1 1 calc R
H16C H 0.5398 0.6493 0.3137 0.054 Uiso 1 1 calc R
C1 C -0.0212(3) 0.4563(3) 0.36144(14) 0.0214(6) Uani 1 1 d .
C5 C -0.1842(4) 0.4596(4) 0.44039(17) 0.0346(8) Uani 1 1 d .
H5 H -0.2687 0.4118 0.4571 0.041 Uiso 1 1 calc R
C27 C -0.4637(4) -0.1442(5) 0.0578(2) 0.0476(10) Uani 1 1 d .
H27A H -0.4252 -0.2078 0.0386 0.071 Uiso 1 1 calc R
H27B H -0.4534 -0.0813 0.0306 0.071 Uiso 1 1 calc R
H27C H -0.5669 -0.1982 0.0588 0.071 Uiso 1 1 calc R
C22 C -0.1248(4) -0.0969(4) 0.05321(18) 0.0401(9) Uani 1 1 d .
H22 H -0.2164 -0.1492 0.0236 0.048 Uiso 1 1 calc R
C4 C -0.0938(4) 0.6036(4) 0.47017(17) 0.0361(8) Uani 1 1 d .
H4 H -0.1183 0.6526 0.5064 0.043 Uiso 1 1 calc R
C19 C 0.1415(4) 0.0612(3) 0.13906(15) 0.0236(6) Uani 1 1 d .
H19 H 0.2329 0.1155 0.1687 0.028 Uiso 1 1 calc R
C6 C -0.1497(4) 0.3861(4) 0.38582(16) 0.0280(7) Uani 1 1 d .
H6 H -0.2124 0.2898 0.3654 0.034 Uiso 1 1 calc R
C20 C 0.1265(4) -0.0482(4) 0.08501(17) 0.0309(7) Uani 1 1 d .
H20 H 0.2054 -0.0682 0.0785 0.037 Uiso 1 1 calc R
C21 C -0.0085(5) -0.1272(4) 0.0410(2) 0.0419(9) Uani 1 1 d .
H21 H -0.0216 -0.2002 0.0033 0.050 Uiso 1 1 calc R
C26 C -0.4628(4) 0.0193(5) 0.1630(2) 0.0459(10) Uani 1 1 d .
H26A H -0.5621 -0.0500 0.1625 0.069 Uiso 1 1 calc R
H26B H -0.4670 0.0818 0.1379 0.069 Uiso 1 1 calc R
H26C H -0.4132 0.0735 0.2090 0.069 Uiso 1 1 calc R
C28 C -0.3674(5) -0.1545(4) 0.1710(2) 0.0442(9) Uani 1 1 d .
H28A H -0.3157 -0.0989 0.2166 0.066 Uiso 1 1 calc R
H28B H -0.3148 -0.2029 0.1503 0.066 Uiso 1 1 calc R
H28C H -0.4661 -0.2231 0.1717 0.066 Uiso 1 1 calc R
C31 C -0.0329(6) -0.1333(4) 0.2993(2) 0.0449(10) Uani 1 1 d .
H31A H -0.1332 -0.1725 0.2754 0.067 Uiso 1 1 calc R
H31B H -0.0203 -0.2048 0.3147 0.067 Uiso 1 1 calc R
H31C H 0.0349 -0.1018 0.2695 0.067 Uiso 1 1 calc R
C36 C 0.4846(7) 0.9510(8) 0.4650(4) 0.096(3) Uani 1 1 d .
C35 C 0.5375(8) 1.0348(9) 0.4143(5) 0.098(3) Uani 1 1 d .
C34 C 0.4861(15) 0.9442(14) 0.3529(7) 0.074(3) Uani 0.50 1 d P
H29B H 0.001(4) 0.184(4) 0.3773(17) 0.019(8) Uiso 1 1 d .
H29A H -0.129(4) 0.066(4) 0.3172(18) 0.023(9) 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'
O O 0.0106 0.0060 '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'
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
_geom_angle_site_symmetry_1
N4 W1 O1 96.21(10) .
N4 W1 O2 96.80(10) .
O1 W1 O2 98.12(9) .
N4 W1 N2 107.47(10) .
O1 W1 N2 154.99(9) .
O2 W1 N2 87.21(9) .
N4 W1 N1 101.97(10) .
O1 W1 N1 89.64(9) .
O2 W1 N1 158.80(10) .
N2 W1 N1 77.86(9) .
N4 W1 N3 166.53(10) .
O1 W1 N3 71.95(9) .
O2 W1 N3 79.03(8) .
N2 W1 N3 85.26(9) .
N1 W1 N3 84.74(9) .
N2 Si2 C17 110.91(13) .
N2 Si2 C16 110.28(14) .
C17 Si2 C16 106.13(16) .
N2 Si2 C18 109.05(14) .
C17 Si2 C18 110.14(16) .
C16 Si2 C18 110.30(18) .
N1 Si1 C15 111.31(14) .
N1 Si1 C14 109.44(15) .
C15 Si1 C14 108.14(17) .
N1 Si1 C13 112.43(15) .
C15 Si1 C13 106.11(17) .
C14 Si1 C13 109.28(18) .
C1 N4 W1 172.4(2) .
C24 O1 W1 127.03(19) .
C19 N3 C23 119.1(3) .
C19 N3 W1 125.58(19) .
C23 N3 W1 115.3(2) .
O1 C24 C23 108.5(2) .
O1 C24 C25 108.4(3) .
C23 C24 C25 117.6(3) .
C29 O2 W1 122.03(19) .
N3 C23 C22 120.2(3) .
N3 C23 C24 112.9(3) .
C22 C23 C24 126.8(3) .
O2 C29 C30 112.6(3) .
C12 N2 Si2 120.33(19) .
C12 N2 W1 113.33(17) .
Si2 N2 W1 126.25(13) .
C7 N1 Si1 119.37(19) .
C7 N1 W1 112.17(17) .
Si1 N1 W1 127.32(13) .
C29 C30 C32 107.4(3) .
C29 C30 C31 109.9(3) .
C32 C30 C31 110.0(3) .
C29 C30 C33 110.4(3) .
C32 C30 C33 109.5(3) .
C31 C30 C33 109.5(3) .
C9 C8 C7 120.9(3) .
N1 C7 C8 126.9(3) .
N1 C7 C12 114.7(2) .
C8 C7 C12 118.4(3) .
C11 C10 C9 119.7(3) .
C8 C9 C10 120.3(3) .
C12 C11 C10 120.9(3) .
C11 C12 N2 126.1(3) .
C11 C12 C7 119.7(2) .
N2 C12 C7 114.2(2) .
C28 C25 C27 110.4(3) .
C28 C25 C26 109.5(3) .
C27 C25 C26 106.7(3) .
C28 C25 C24 110.9(3) .
C27 C25 C24 111.9(3) .
C26 C25 C24 107.3(3) .
C3 C2 C1 119.9(3) .
C2 C3 C4 120.1(3) .
N4 C1 C6 121.7(3) .
N4 C1 C2 118.9(3) .
C6 C1 C2 119.4(3) .
C4 C5 C6 120.5(3) .
C21 C22 C23 119.8(3) .
C5 C4 C3 120.0(3) .
N3 C19 C20 123.2(3) .
C5 C6 C1 120.1(3) .
C21 C20 C19 118.2(3) .
C20 C21 C22 119.4(3) .
C36 C36 C35 111.0(7) 2_676
C34 C35 C36 108.0(9) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
W1 N4 1.751(2) .
W1 O1 1.931(2) .
W1 O2 1.950(2) .
W1 N2 2.031(2) .
W1 N1 2.082(2) .
W1 N3 2.313(2) .
Si2 N2 1.765(2) .
Si2 C17 1.863(3) .
Si2 C16 1.866(4) .
Si2 C18 1.867(3) .
Si1 N1 1.747(3) .
Si1 C15 1.863(3) .
Si1 C14 1.870(4) .
Si1 C13 1.884(3) .
N4 C1 1.385(4) .
O1 C24 1.420(3) .
N3 C19 1.343(4) .
N3 C23 1.347(4) .
C24 C23 1.519(5) .
C24 C25 1.552(5) .
O2 C29 1.421(3) .
C23 C22 1.395(5) .
C29 C30 1.522(4) .
C33 C30 1.535(5) .
N2 C12 1.400(3) .
N1 C7 1.396(4) .
C32 C30 1.527(5) .
C30 C31 1.527(5) .
C8 C9 1.389(4) .
C8 C7 1.403(4) .
C7 C12 1.426(4) .
C10 C11 1.393(4) .
C10 C9 1.394(4) .
C11 C12 1.391(4) .
C25 C28 1.531(6) .
C25 C27 1.536(5) .
C25 C26 1.542(5) .
C2 C3 1.387(5) .
C2 C1 1.405(4) .
C3 C4 1.395(6) .
C1 C6 1.396(4) .
C5 C4 1.382(6) .
C5 C6 1.385(5) .
C22 C21 1.383(6) .
C19 C20 1.377(4) .
C20 C21 1.375(5) .
C36 C36 1.503(17) 2_676
C36 C35 1.522(9) .
C35 C34 1.317(15) .
