#------------------------------------------------------------------------------
#$Date: 2014-07-11 19:33:45 +0100 (Fri, 11 Jul 2014) $
#$Revision: 120075 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/55/4075516.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_4075516
loop_
_publ_author_name
'Todd, Michael A.'
'Grachan, Melissa L.'
'Sabat, Michal'
'Myers, William H.'
'Harman, W. Dean'
_publ_section_title
;
 Common Electrophilic Addition Reactions at the Phenol Ring:  The
 Chemistry of TpW(NO)(PMe3)(\h2-phenol)
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              3948
_journal_volume                  25
_journal_year                    2006
_chemical_formula_sum            'C20 H29 B N7 O2 P W'
_chemical_formula_weight         625.13
_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                 111.5000(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.6626(10)
_cell_length_b                   12.1938(7)
_cell_length_c                   13.3061(8)
_cell_measurement_reflns_used    6887
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      32.293
_cell_measurement_theta_min      3.023
_cell_volume                     2364.5(2)
_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      153(2)
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.950
_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  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0252
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            27854
_diffrn_reflns_theta_full        32.40
_diffrn_reflns_theta_max         32.40
_diffrn_reflns_theta_min         3.02
_exptl_absorpt_coefficient_mu    4.985
_exptl_absorpt_correction_T_max  0.801914
_exptl_absorpt_correction_T_min  0.593447
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            greenish
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.26
_refine_diff_density_max         2.390
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.142
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    refined
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         8063
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0325
_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/[\s^2^(Fo^2^)+(0.0420P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0760
_refine_ls_wR_factor_ref         0.0786
_reflns_number_gt                7067
_reflns_number_total             8063
_reflns_threshold_expression     >2sigma(I)
_[local]_cod_data_source_file    om060339fsi20060417_015257.cif
_[local]_cod_data_source_block   c20h29bn7o2pw
_[local]_cod_cif_authors_sg_H-M  P2(1)/c
_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_database_code               4075516
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 0.735415(7) 0.599041(9) 0.799203(9) 0.02138(4) Uani 1 1 d
P P 0.61491(6) 0.53024(7) 0.86433(7) 0.02914(16) Uani 1 1 d
O1 O 0.8845(4) 0.8656(4) 0.8119(6) 0.123(3) Uani 1 1 d
O2 O 0.59229(16) 0.7326(2) 0.63101(19) 0.0328(5) Uani 1 1 d
N1 N 0.69189(18) 0.4568(2) 0.6916(2) 0.0272(5) Uani 1 1 d
N2 N 0.7475(2) 0.3695(3) 0.6966(2) 0.0325(6) Uani 1 1 d
N3 N 0.83087(19) 0.4826(2) 0.9200(2) 0.0312(6) Uani 1 1 d
N4 N 0.8666(2) 0.3956(2) 0.8842(3) 0.0335(6) Uani 1 1 d
N5 N 0.84306(18) 0.5855(2) 0.7285(2) 0.0288(5) Uani 1 1 d
N6 N 0.88314(19) 0.4869(3) 0.7248(2) 0.0334(6) Uani 1 1 d
N7 N 0.65298(17) 0.6808(2) 0.7002(2) 0.0226(5) Uani 1 1 d
C1 C 0.8192(3) 0.8374(4) 0.8355(5) 0.0579(13) Uani 1 1 d
C2 C 0.7329(3) 0.9091(3) 0.8025(3) 0.0433(10) Uani 1 1 d
C3 C 0.6762(3) 0.8876(3) 0.8702(3) 0.0366(7) Uani 1 1 d
C4 C 0.6847(3) 0.7978(3) 0.9292(3) 0.0341(7) Uani 1 1 d
C5 C 0.7523(3) 0.7120(3) 0.9371(3) 0.0342(7) Uani 1 1 d
C6 C 0.8217(2) 0.7353(3) 0.8922(4) 0.0440(10) Uani 1 1 d
C7 C 0.7548(4) 1.0304(4) 0.7986(4) 0.0586(12) Uani 1 1 d
C8 C 0.8087(6) 1.0781(5) 0.9076(6) 0.0784(19) Uani 1 1 d
C9 C 0.7031(3) 0.2987(4) 0.6172(3) 0.0442(9) Uani 1 1 d
C10 C 0.6168(3) 0.3377(4) 0.5606(3) 0.0440(9) Uani 1 1 d
C11 C 0.6129(2) 0.4376(3) 0.6094(3) 0.0324(7) Uani 1 1 d
C12 C 0.9231(3) 0.3395(3) 0.9706(4) 0.0452(10) Uani 1 1 d
C13 C 0.9250(3) 0.3886(4) 1.0631(4) 0.0484(11) Uani 1 1 d
C14 C 0.8669(3) 0.4778(4) 1.0292(3) 0.0410(8) Uani 1 1 d
C15 C 0.9434(3) 0.4985(4) 0.6755(3) 0.0453(9) Uani 1 1 d
C16 C 0.9427(3) 0.6051(4) 0.6452(4) 0.0482(10) Uani 1 1 d
C17 C 0.8795(2) 0.6579(4) 0.6798(3) 0.0370(7) Uani 1 1 d
C18 C 0.5071(3) 0.6035(4) 0.8049(4) 0.0481(11) Uani 1 1 d
C19 C 0.6336(4) 0.5337(4) 1.0069(3) 0.0449(9) Uani 1 1 d
C20 C 0.5829(4) 0.3869(4) 0.8364(4) 0.0505(11) Uani 1 1 d
B B 0.8513(3) 0.3816(3) 0.7646(4) 0.0356(8) Uani 1 1 d
H1B H 0.889(3) 0.309(4) 0.751(4) 0.045(12) Uiso 1 1 d
H2 H 0.698(5) 0.888(5) 0.723(5) 0.075(19) Uiso 1 1 d
H3 H 0.627(3) 0.944(3) 0.866(3) 0.030(10) Uiso 1 1 d
H4 H 0.643(3) 0.788(3) 0.961(3) 0.028(10) Uiso 1 1 d
H5 H 0.770(3) 0.676(3) 1.004(3) 0.034(10) Uiso 1 1 d
H6 H 0.878(4) 0.703(4) 0.926(4) 0.054(14) Uiso 1 1 d
H7A H 0.691(5) 1.082(5) 0.777(6) 0.08(2) Uiso 1 1 d
H7B H 0.802(4) 1.036(5) 0.751(5) 0.070(16) Uiso 1 1 d
H8A H 0.828(4) 1.161(5) 0.903(4) 0.065(16) Uiso 1 1 d
H8B H 0.769(8) 1.061(9) 0.967(9) 0.18(4) Uiso 1 1 d
H8C H 0.876(6) 1.047(7) 0.943(6) 0.11(3) Uiso 1 1 d
H9 H 0.724(4) 0.243(4) 0.610(4) 0.056(15) Uiso 1 1 d
H10 H 0.570(4) 0.303(4) 0.504(4) 0.059(15) Uiso 1 1 d
H11 H 0.563(3) 0.492(4) 0.596(3) 0.042(12) Uiso 1 1 d
H12 H 0.948(4) 0.283(5) 0.954(5) 0.072(18) Uiso 1 1 d
H13 H 0.953(3) 0.371(4) 1.132(4) 0.044(12) Uiso 1 1 d
H14 H 0.850(3) 0.529(3) 1.073(3) 0.031(10) Uiso 1 1 d
H15 H 0.973(3) 0.439(4) 0.665(3) 0.035(11) Uiso 1 1 d
H16 H 0.974(4) 0.639(4) 0.614(4) 0.056(14) Uiso 1 1 d
H17 H 0.865(3) 0.737(4) 0.674(4) 0.048(13) Uiso 1 1 d
H18A H 0.487(4) 0.598(4) 0.721(5) 0.052(15) Uiso 1 1 d
H18B H 0.468(6) 0.573(6) 0.827(7) 0.12(3) Uiso 1 1 d
H18C H 0.516(4) 0.687(5) 0.834(4) 0.066(16) Uiso 1 1 d
H19A H 0.654(5) 0.588(5) 1.031(5) 0.07(2) Uiso 1 1 d
H19B H 0.584(4) 0.494(5) 1.025(4) 0.063(15) Uiso 1 1 d
H19C H 0.694(4) 0.501(5) 1.046(5) 0.072(17) Uiso 1 1 d
H20A H 0.562(4) 0.367(5) 0.758(5) 0.063(15) Uiso 1 1 d
H20B H 0.635(3) 0.343(4) 0.871(4) 0.039(12) Uiso 1 1 d
H20C H 0.535(3) 0.369(4) 0.862(4) 0.038(11) Uiso 1 1 d
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
W 0.01657(6) 0.02437(6) 0.02064(6) -0.00167(4) 0.00379(4) -0.00041(4)
P 0.0309(4) 0.0325(4) 0.0268(4) 0.0043(3) 0.0138(3) -0.0015(3)
O1 0.117(4) 0.066(3) 0.255(7) -0.054(4) 0.148(5) -0.053(3)
O2 0.0269(11) 0.0400(13) 0.0285(11) 0.0072(9) 0.0066(9) 0.0076(9)
N1 0.0237(12) 0.0265(12) 0.0273(12) -0.0048(10) 0.0045(10) -0.0003(9)
N2 0.0309(14) 0.0278(13) 0.0345(15) -0.0072(11) 0.0070(12) 0.0017(11)
N3 0.0252(12) 0.0333(14) 0.0288(13) 0.0017(11) 0.0025(10) 0.0046(10)
N4 0.0248(13) 0.0306(14) 0.0375(15) 0.0017(11) 0.0023(11) 0.0055(10)
N5 0.0200(11) 0.0338(14) 0.0306(13) 0.0019(10) 0.0069(10) 0.0025(10)
N6 0.0232(12) 0.0405(16) 0.0378(15) -0.0002(12) 0.0126(11) 0.0064(11)
N7 0.0197(10) 0.0252(12) 0.0244(11) -0.0008(9) 0.0099(9) -0.0021(9)
C1 0.054(3) 0.044(2) 0.091(4) -0.026(2) 0.044(3) -0.026(2)
C2 0.054(3) 0.0325(19) 0.046(2) -0.0023(15) 0.022(2) -0.0167(16)
C3 0.0398(19) 0.0290(17) 0.045(2) -0.0014(14) 0.0195(16) -0.0006(13)
C4 0.0403(18) 0.0315(16) 0.0349(16) -0.0048(13) 0.0189(15) -0.0029(14)
C5 0.0391(18) 0.0296(16) 0.0255(14) -0.0072(12) 0.0019(13) -0.0009(13)
C6 0.0207(15) 0.043(2) 0.058(2) -0.0243(18) 0.0028(15) -0.0073(14)
C7 0.062(3) 0.053(3) 0.057(3) 0.002(2) 0.016(2) -0.013(2)
C8 0.095(5) 0.053(3) 0.078(4) -0.012(3) 0.019(4) -0.030(3)
C9 0.053(2) 0.0341(19) 0.0409(19) -0.0159(16) 0.0111(17) -0.0036(17)
C10 0.045(2) 0.042(2) 0.0368(18) -0.0133(16) 0.0052(16) -0.0087(17)
C11 0.0299(16) 0.0367(17) 0.0263(14) -0.0059(13) 0.0052(12) -0.0047(13)
C12 0.0329(18) 0.0347(19) 0.052(2) 0.0069(17) -0.0027(17) 0.0072(15)
C13 0.038(2) 0.047(2) 0.042(2) 0.0116(17) -0.0071(17) 0.0056(16)
C14 0.0345(18) 0.048(2) 0.0299(16) 0.0029(15) -0.0005(14) 0.0039(16)
C15 0.0280(17) 0.066(3) 0.046(2) -0.006(2) 0.0179(16) 0.0078(18)
C16 0.035(2) 0.070(3) 0.046(2) 0.008(2) 0.0224(18) 0.0023(18)
C17 0.0306(17) 0.046(2) 0.0335(16) 0.0083(15) 0.0105(14) -0.0003(14)
C18 0.0304(19) 0.064(3) 0.057(3) 0.015(2) 0.0246(19) 0.0055(17)
C19 0.061(3) 0.047(2) 0.0335(18) 0.0053(17) 0.0260(19) -0.002(2)
C20 0.063(3) 0.043(2) 0.051(3) 0.0022(19) 0.028(2) -0.017(2)
B 0.0283(18) 0.0323(19) 0.042(2) -0.0023(16) 0.0080(16) 0.0073(14)
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 N1 89.54(11)
N7 W C6 97.04(15)
N1 W C6 160.00(13)
N7 W N5 100.73(11)
N1 W N5 76.51(10)
C6 W N5 83.70(13)
N7 W C5 95.66(12)
N1 W C5 160.07(13)
C6 W C5 37.99(15)
N5 W C5 121.03(13)
N7 W N3 174.78(11)
N1 W N3 86.17(10)
C6 W N3 87.99(15)
N5 W N3 81.18(11)
C5 W N3 87.41(12)
N7 W P 90.55(8)
N1 W P 82.35(8)
C6 W P 116.30(12)
N5 W P 155.85(7)
C5 W P 78.38(10)
N3 W P 85.92(8)
C19 P C18 102.2(2)
C19 P C20 99.4(2)
C18 P C20 104.0(3)
C19 P W 120.29(17)
C18 P W 112.63(15)
C20 P W 116.08(17)
C11 N1 N2 106.6(3)
C11 N1 W 130.2(2)
N2 N1 W 123.1(2)
C9 N2 N1 109.1(3)
C9 N2 B 130.6(3)
N1 N2 B 117.9(3)
C14 N3 N4 106.2(3)
C14 N3 W 134.4(3)
N4 N3 W 119.4(2)
C12 N4 N3 108.7(3)
C12 N4 B 129.3(3)
N3 N4 B 121.5(3)
C17 N5 N6 106.3(3)
C17 N5 W 132.9(2)
N6 N5 W 120.8(2)
C15 N6 N5 109.9(3)
C15 N6 B 129.2(3)
N5 N6 B 120.7(3)
O2 N7 W 176.3(2)
O1 C1 C6 120.6(5)
O1 C1 C2 119.9(5)
C6 C1 C2 119.5(4)
C3 C2 C7 112.3(4)
C3 C2 C1 112.4(4)
C7 C2 C1 112.2(4)
C4 C3 C2 123.1(4)
C3 C4 C5 123.1(3)
C6 C5 C4 117.6(3)
C6 C5 W 70.3(2)
C4 C5 W 121.1(2)
C5 C6 C1 120.2(4)
C5 C6 W 71.75(19)
C1 C6 W 117.4(3)
C8 C7 C2 113.4(5)
N2 C9 C10 109.4(4)
C9 C10 C11 104.5(3)
N1 C11 C10 110.4(3)
N4 C12 C13 109.7(4)
C12 C13 C14 104.9(4)
N3 C14 C13 110.4(4)
N6 C15 C16 108.4(4)
C15 C16 C17 105.9(4)
N5 C17 C16 109.6(4)
N4 B N6 108.5(3)
N4 B N2 110.4(3)
N6 B N2 106.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
W N7 1.775(3)
W N1 2.192(3)
W C6 2.212(3)
W N5 2.218(3)
W C5 2.232(3)
W N3 2.252(3)
W P 2.4932(8)
P C19 1.811(4)
P C18 1.816(4)
P C20 1.819(5)
O1 C1 1.225(5)
O2 N7 1.228(3)
N1 C11 1.338(4)
N1 N2 1.362(4)
N2 C9 1.344(5)
N2 B 1.551(5)
N3 C14 1.354(5)
N3 N4 1.364(4)
N4 C12 1.352(5)
N4 B 1.529(6)
N5 C17 1.340(5)
N5 N6 1.365(4)
N6 C15 1.340(5)
N6 B 1.540(6)
C1 C6 1.449(7)
C1 C2 1.532(7)
C2 C3 1.502(6)
C2 C7 1.524(6)
C3 C4 1.325(5)
C4 C5 1.465(5)
C5 C6 1.447(6)
C7 C8 1.502(8)
C9 C10 1.369(6)
C10 C11 1.393(5)
C12 C13 1.359(7)
C13 C14 1.384(6)
C15 C16 1.359(7)
C16 C17 1.392(6)
_journal_paper_doi 10.1021/om060339f