#------------------------------------------------------------------------------
#$Date: 2025-08-20 16:06:16 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301830 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/45/4074527.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_4074527
loop_
_publ_author_name
'Kelly, Bryte V.'
'Tanski, Joseph M.'
'Janak, Kevin E.'
'Parkin, Gerard'
_publ_section_title
;
 C−H versus O−H Bond Cleavage Reactions of
 Bis(2-hydroxyphenyl)phenylamine, PhN(o-C6H4OH)2:  Synthesis and
 Structural Characterization of Mononuclear and Dinuclear Tungsten
 Aryloxide Complexes Which Exhibit Bidentate, \Tridentate, and
 Tetradentate Coordination Modes
;
_journal_issue                   25
_journal_name_full               Organometallics
_journal_page_first              5839
_journal_paper_doi               10.1021/om060732l
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C48 H50 N2 O4 P2 W'
_chemical_formula_weight         964.69
_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                 105.791(12)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.027(7)
_cell_length_b                   12.188(8)
_cell_length_c                   17.573(13)
_cell_measurement_temperature    243(2)
_cell_volume                     2067(3)
_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      243(2)
_diffrn_measured_fraction_theta_full 0.938
_diffrn_measured_fraction_theta_max 0.938
_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  0.0891
_diffrn_reflns_av_sigmaI/netI    0.0735
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10502
_diffrn_reflns_theta_full        28.09
_diffrn_reflns_theta_max         28.09
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    2.920
_exptl_absorpt_correction_T_max  0.7589
_exptl_absorpt_correction_T_min  0.5928
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.550
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.701
_refine_diff_density_min         -9.060
_refine_diff_density_rms         0.333
_refine_ls_extinction_coef       0.0118(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         4716
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0723
_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)+(0.1250P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1724
_refine_ls_wR_factor_ref         0.1871
_reflns_number_gt                3342
_reflns_number_total             4716
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om060732lsi20060811_114609.cif
_cod_data_source_block           wbs10
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4074527
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 0.5000 0.5000 0.0000 0.0271(2) Uani 1 2 d S
P P 0.4249(2) 0.62448(15) 0.09671(10) 0.0316(4) Uani 1 1 d .
O1 O 0.3053(5) 0.4585(4) -0.0341(3) 0.0305(10) Uani 1 1 d .
O2 O 0.5287(5) 0.3923(4) 0.0847(3) 0.0335(11) Uani 1 1 d .
N N 0.2951(5) 0.2615(5) 0.0439(3) 0.0275(12) Uani 1 1 d .
C1 C 0.4733(9) 0.5734(7) 0.1963(4) 0.049(2) Uani 1 1 d .
H1A H 0.4421 0.6242 0.2303 0.073 Uiso 1 1 calc R
H1B H 0.5733 0.5662 0.2145 0.073 Uiso 1 1 calc R
H1C H 0.4308 0.5023 0.1979 0.073 Uiso 1 1 calc R
C2 C 0.4776(9) 0.7640(6) 0.1101(5) 0.0429(19) Uani 1 1 d .
H2A H 0.4387 0.7974 0.1493 0.064 Uiso 1 1 calc R
H2B H 0.4451 0.8029 0.0603 0.064 Uiso 1 1 calc R
H2C H 0.5780 0.7678 0.1279 0.064 Uiso 1 1 calc R
C3 C 0.2412(8) 0.6351(8) 0.0724(5) 0.048(2) Uani 1 1 d .
H3A H 0.2152 0.6830 0.1101 0.072 Uiso 1 1 calc R
H3B H 0.2015 0.5630 0.0744 0.072 Uiso 1 1 calc R
H3C H 0.2067 0.6653 0.0196 0.072 Uiso 1 1 calc R
C11 C 0.2477(6) 0.3717(6) -0.0752(4) 0.0278(13) Uani 1 1 d .
C12 C 0.2388(6) 0.2745(6) -0.0388(4) 0.0281(14) Uani 1 1 d .
C13 C 0.1783(7) 0.1859(6) -0.0826(4) 0.0358(16) Uani 1 1 d .
H13A H 0.1736 0.1185 -0.0575 0.043 Uiso 1 1 calc R
C14 C 0.1242(8) 0.1949(7) -0.1635(4) 0.046(2) Uani 1 1 d .
H14A H 0.0839 0.1339 -0.1938 0.055 Uiso 1 1 calc R
C15 C 0.1303(8) 0.2938(7) -0.1988(4) 0.0438(19) Uani 1 1 d .
H15A H 0.0922 0.3009 -0.2537 0.053 Uiso 1 1 calc R
C16 C 0.1902(7) 0.3819(7) -0.1560(4) 0.0361(16) Uani 1 1 d .
H16A H 0.1927 0.4497 -0.1811 0.043 Uiso 1 1 calc R
C21 C 0.5449(7) 0.2858(6) 0.0877(4) 0.0288(14) Uani 1 1 d .
C22 C 0.4304(7) 0.2176(6) 0.0703(4) 0.0298(15) Uani 1 1 d .
C23 C 0.4486(8) 0.1077(6) 0.0777(5) 0.0395(17) Uani 1 1 d .
H23A H 0.3710 0.0611 0.0673 0.047 Uiso 1 1 calc R
C24 C 0.5781(9) 0.0641(7) 0.1001(5) 0.0457(19) Uani 1 1 d .
H24A H 0.5893 -0.0124 0.1036 0.055 Uiso 1 1 calc R
C25 C 0.6898(7) 0.1289(7) 0.1171(4) 0.0405(17) Uani 1 1 d .
H25A H 0.7790 0.0979 0.1328 0.049 Uiso 1 1 calc R
C26 C 0.6746(7) 0.2395(6) 0.1116(4) 0.0340(15) Uani 1 1 d .
H26A H 0.7534 0.2849 0.1242 0.041 Uiso 1 1 calc R
C31 C 0.2290(7) 0.3087(5) 0.0947(4) 0.0285(14) Uani 1 1 d .
C32 C 0.2851(7) 0.3011(7) 0.1760(4) 0.0396(17) Uani 1 1 d .
H32A H 0.3696 0.2641 0.1965 0.048 Uiso 1 1 calc R
C33 C 0.2190(9) 0.3467(8) 0.2259(5) 0.052(2) Uani 1 1 d .
H33A H 0.2596 0.3425 0.2807 0.063 Uiso 1 1 calc R
C34 C 0.0956(9) 0.3982(8) 0.1983(5) 0.057(2) Uani 1 1 d .
H34A H 0.0510 0.4297 0.2336 0.068 Uiso 1 1 calc R
C35 C 0.0369(8) 0.4039(6) 0.1189(5) 0.0442(19) Uani 1 1 d .
H35A H -0.0491 0.4390 0.0992 0.053 Uiso 1 1 calc R
C36 C 0.1033(7) 0.3584(6) 0.0676(4) 0.0339(15) Uani 1 1 d .
H36A H 0.0612 0.3616 0.0129 0.041 Uiso 1 1 calc R
C41 C -0.1050(12) 0.0636(12) -0.0331(12) 0.087(4) Uani 1 1 d .
H41A H -0.1804 0.1093 -0.0568 0.104 Uiso 1 1 calc R
C42 C -0.0248(16) 0.0883(8) 0.0372(10) 0.079(4) Uani 1 1 d .
H42A H -0.0435 0.1515 0.0632 0.095 Uiso 1 1 calc R
C43 C 0.0805(17) 0.0264(16) 0.0716(9) 0.086(5) Uani 1 1 d .
H43A H 0.1379 0.0442 0.1219 0.103 Uiso 1 1 calc R
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O2 W O2 180.0(3) 3_665 .
O2 W O1 89.3(2) 3_665 3_665
O2 W O1 90.7(2) . 3_665
O2 W O1 90.7(2) 3_665 .
O2 W O1 89.3(2) . .
O1 W O1 180.0(3) 3_665 .
O2 W P 84.28(16) 3_665 3_665
O2 W P 95.72(16) . 3_665
O1 W P 84.64(16) 3_665 3_665
O1 W P 95.36(16) . 3_665
O2 W P 95.72(16) 3_665 .
O2 W P 84.28(16) . .
O1 W P 95.36(16) 3_665 .
O1 W P 84.64(16) . .
P W P 180.00(8) 3_665 .
C2 P C3 102.3(4) . .
C2 P C1 102.2(4) . .
C3 P C1 104.3(4) . .
C2 P W 121.9(3) . .
C3 P W 111.1(3) . .
C1 P W 113.2(3) . .
C11 O1 W 129.0(4) . .
C21 O2 W 133.7(4) . .
C31 N C22 122.2(5) . .
C31 N C12 119.4(5) . .
C22 N C12 117.3(5) . .
O1 C11 C12 121.0(6) . .
O1 C11 C16 119.1(6) . .
C12 C11 C16 119.8(6) . .
C11 C12 C13 119.8(6) . .
C11 C12 N 121.4(6) . .
C13 C12 N 118.7(6) . .
C12 C13 C14 120.5(7) . .
C15 C14 C13 119.0(7) . .
C16 C15 C14 121.1(7) . .
C15 C16 C11 119.8(7) . .
O2 C21 C26 121.1(6) . .
O2 C21 C22 120.1(6) . .
C26 C21 C22 118.7(6) . .
C23 C22 C21 119.5(6) . .
C23 C22 N 119.9(6) . .
C21 C22 N 120.7(6) . .
C22 C23 C24 120.5(7) . .
C25 C24 C23 120.8(7) . .
C24 C25 C26 120.0(7) . .
C25 C26 C21 120.6(6) . .
C36 C31 N 121.5(6) . .
C36 C31 C32 117.8(6) . .
N C31 C32 120.6(6) . .
C33 C32 C31 120.4(7) . .
C32 C33 C34 121.3(8) . .
C33 C34 C35 119.2(8) . .
C34 C35 C36 120.1(7) . .
C31 C36 C35 121.1(7) . .
C42 C41 C43 120.7(12) . 3
C43 C42 C41 121.0(13) . .
C42 C43 C41 118.3(14) . 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
W O2 1.946(4) 3_665
W O2 1.946(4) .
W O1 1.947(5) 3_665
W O1 1.947(5) .
W P 2.540(2) 3_665
W P 2.540(2) .
P C2 1.777(8) .
P C3 1.779(8) .
P C1 1.795(7) .
O1 C11 1.320(8) .
O2 C21 1.307(8) .
N C31 1.375(8) .
N C22 1.414(8) .
N C12 1.416(8) .
C11 C12 1.362(9) .
C11 C16 1.385(9) .
C12 C13 1.368(9) .
C13 C14 1.382(10) .
C14 C15 1.363(11) .
C15 C16 1.354(10) .
C21 C26 1.374(9) .
C21 C22 1.383(9) .
C22 C23 1.354(10) .
C23 C24 1.358(11) .
C24 C25 1.336(11) .
C25 C26 1.358(10) .
C31 C36 1.363(9) .
C31 C32 1.388(9) .
C32 C33 1.354(10) .
C33 C34 1.355(11) .
C34 C35 1.360(11) .
C35 C36 1.375(10) .
C41 C42 1.313(19) .
C41 C43 1.35(2) 3
C42 C43 1.305(19) .
C43 C41 1.35(2) 3
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168332172
