#------------------------------------------------------------------------------
#$Date: 2016-02-18 16:37:37 +0100 (jue 18 de feb de 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/60/1516058.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_1516058
loop_
_publ_author_name
'Mao, Yanli'
'Lim, Kelvin Meng Hui'
'Ganguly, Rakesh'
'Mathey, Francois'
_publ_section_title
;
 A new route to a 2-phosphanaphthalene.
;
_journal_issue                   18
_journal_name_full               'Organic letters'
_journal_page_first              4974
_journal_page_last               4975
_journal_paper_doi               10.1021/ol302278p
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C26 H16 Cl O6 P W'
_chemical_formula_sum            'C26 H16 Cl O6 P W'
_chemical_formula_weight         674.66
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.3130(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.4823(8)
_cell_length_b                   9.4251(3)
_cell_length_c                   15.2278(5)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      31.10
_cell_measurement_theta_min      2.42
_cell_volume                     2417.38(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      153(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            29270
_diffrn_reflns_theta_full        31.08
_diffrn_reflns_theta_max         31.08
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    4.996
_exptl_absorpt_correction_T_max  0.3157
_exptl_absorpt_correction_T_min  0.2399
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.854
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.108
_refine_diff_density_min         -2.134
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         7642
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0233
_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)+(0.0256P)²+1.3627P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0525
_refine_ls_wR_factor_ref         0.0540
_reflns_number_gt                6836
_reflns_number_total             7642
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            mat134s.cif
_cod_data_source_block           mat134s
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               1516058
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
_atom_site_refinement_flags
W1 W 0.590977(4) 0.789149(9) 0.361651(6) 0.01276(3) Uani 1 1 d .
C1 C 0.55074(14) 0.7271(3) 0.22027(18) 0.0202(5) Uani 1 1 d .
C2 C 0.47948(13) 0.8465(3) 0.33664(17) 0.0194(4) Uani 1 1 d .
C3 C 0.61330(12) 0.9863(3) 0.32402(16) 0.0182(4) Uani 1 1 d .
C4 C 0.62765(13) 0.8540(3) 0.50143(18) 0.0214(5) Uani 1 1 d .
C5 C 0.56239(13) 0.5916(3) 0.39291(17) 0.0234(5) Uani 1 1 d .
C6 C 0.74703(12) 0.5445(2) 0.34341(14) 0.0146(4) Uani 1 1 d .
H6A H 0.6978 0.4886 0.3110 0.018 Uiso 1 1 calc R
H6B H 0.7701 0.5649 0.2965 0.018 Uiso 1 1 calc R
C7 C 0.80736(11) 0.4639(2) 0.43242(14) 0.0118(4) Uani 1 1 d .
C8 C 0.85666(11) 0.3539(2) 0.41214(14) 0.0125(4) Uani 1 1 d .
C9 C 0.82413(14) 0.2680(3) 0.33088(17) 0.0188(5) Uani 1 1 d .
H9 H 0.7706 0.2817 0.2863 0.023 Uiso 1 1 calc R
C10 C 0.86949(14) 0.1620(3) 0.31460(18) 0.0229(5) Uani 1 1 d .
H10 H 0.8473 0.1046 0.2585 0.027 Uiso 1 1 calc R
C11 C 0.94722(14) 0.1403(3) 0.38028(18) 0.0225(5) Uani 1 1 d .
H11 H 0.9779 0.0667 0.3697 0.027 Uiso 1 1 calc R
C12 C 0.98022(15) 0.2254(3) 0.46097(19) 0.0242(5) Uani 1 1 d .
H12 H 1.0336 0.2108 0.5057 0.029 Uiso 1 1 calc R
C13 C 0.93504(13) 0.3327(3) 0.47665(16) 0.0196(5) Uani 1 1 d .
H13 H 0.9580 0.3918 0.5318 0.023 Uiso 1 1 calc R
C14 C 0.76285(12) 0.4162(2) 0.49182(14) 0.0134(4) Uani 1 1 d .
C15 C 0.72894(14) 0.2881(3) 0.49797(17) 0.0197(5) Uani 1 1 d .
H15 H 0.7327 0.2076 0.4626 0.024 Uiso 1 1 calc R
C16 C 0.68899(16) 0.2813(3) 0.55795(19) 0.0244(5) Uani 1 1 d .
H16 H 0.6657 0.1942 0.5643 0.029 Uiso 1 1 calc R
C17 C 0.68261(14) 0.3997(3) 0.60857(17) 0.0219(5) Uani 1 1 d .
H17 H 0.6546 0.3925 0.6486 0.026 Uiso 1 1 calc R
C18 C 0.71651(12) 0.5288(3) 0.60176(14) 0.0166(4) Uani 1 1 d .
H18 H 0.7118 0.6100 0.6360 0.020 Uiso 1 1 calc R
C19 C 0.75738(11) 0.5346(2) 0.54321(14) 0.0132(4) Uani 1 1 d .
C20 C 0.80109(11) 0.6533(2) 0.51883(14) 0.0117(4) Uani 1 1 d .
C21 C 0.84280(12) 0.7590(2) 0.59690(15) 0.0136(4) Uani 1 1 d .
C22 C 0.89918(14) 0.7066(3) 0.68356(16) 0.0192(5) Uani 1 1 d .
H22 H 0.9104 0.6078 0.6902 0.023 Uiso 1 1 calc R
C23 C 0.93919(15) 0.7971(3) 0.76049(17) 0.0245(5) Uani 1 1 d .
H23 H 0.9780 0.7606 0.8191 0.029 Uiso 1 1 calc R
C24 C 0.92207(14) 0.9408(3) 0.75112(18) 0.0269(6) Uani 1 1 d .
H24 H 0.9486 1.0028 0.8039 0.032 Uiso 1 1 calc R
C25 C 0.86677(15) 0.9941(3) 0.66568(19) 0.0272(5) Uani 1 1 d .
H25 H 0.8557 1.0929 0.6594 0.033 Uiso 1 1 calc R
C26 C 0.82699(13) 0.9036(3) 0.58837(17) 0.0217(5) Uani 1 1 d .
H26 H 0.7889 0.9410 0.5296 0.026 Uiso 1 1 calc R
Cl1 Cl 0.79306(3) 0.85137(7) 0.35464(4) 0.02182(12) Uani 1 1 d .
O1 O 0.52523(13) 0.6930(2) 0.14194(14) 0.0340(5) Uani 1 1 d .
O2 O 0.41595(10) 0.8759(2) 0.32303(14) 0.0297(4) Uani 1 1 d .
O3 O 0.62429(11) 1.0954(2) 0.30107(14) 0.0286(4) Uani 1 1 d .
O4 O 0.64799(12) 0.8924(2) 0.57855(14) 0.0343(5) Uani 1 1 d .
O5 O 0.54151(13) 0.4833(2) 0.40607(16) 0.0458(6) Uani 1 1 d .
O6 O 0.85717(8) 0.57573(16) 0.49315(10) 0.0118(3) Uani 1 1 d .
P1 P 0.72702(3) 0.71053(6) 0.39429(4) 0.01184(10) Uani 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'
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
C2 W1 C3 90.68(9)
C2 W1 C4 89.50(9)
C3 W1 C4 90.07(10)
C2 W1 C5 86.91(10)
C3 W1 C5 176.74(8)
C4 W1 C5 92.11(10)
C2 W1 C1 88.72(9)
C3 W1 C1 89.59(9)
C4 W1 C1 178.18(9)
C5 W1 C1 88.15(10)
C2 W1 P1 178.00(7)
C3 W1 P1 91.31(6)
C4 W1 P1 90.38(7)
C5 W1 P1 91.10(7)
C1 W1 P1 91.42(7)
O1 C1 W1 177.0(2)
O2 C2 W1 178.4(2)
O3 C3 W1 178.4(2)
O4 C4 W1 178.8(2)
O5 C5 W1 175.5(2)
C7 C6 P1 104.10(13)
C7 C6 H6A 110.9
P1 C6 H6A 110.9
C7 C6 H6B 110.9
P1 C6 H6B 110.9
H6A C6 H6B 109.0
O6 C7 C8 110.74(15)
O6 C7 C14 101.08(15)
C8 C7 C14 116.32(18)
O6 C7 C6 103.88(16)
C8 C7 C6 116.02(16)
C14 C7 C6 107.10(16)
C13 C8 C9 119.2(2)
C13 C8 C7 120.05(19)
C9 C8 C7 120.72(18)
C10 C9 C8 120.4(2)
C10 C9 H9 119.8
C8 C9 H9 119.8
C11 C10 C9 119.9(2)
C11 C10 H10 120.0
C9 C10 H10 120.0
C12 C11 C10 120.2(2)
C12 C11 H11 119.9
C10 C11 H11 119.9
C11 C12 C13 119.8(2)
C11 C12 H12 120.1
C13 C12 H12 120.1
C8 C13 C12 120.5(2)
C8 C13 H13 119.8
C12 C13 H13 119.8
C15 C14 C19 121.5(2)
C15 C14 C7 132.1(2)
C19 C14 C7 106.27(18)
C14 C15 C16 117.6(2)
C14 C15 H15 121.2
C16 C15 H15 121.2
C17 C16 C15 121.1(2)
C17 C16 H16 119.5
C15 C16 H16 119.5
C16 C17 C18 121.2(2)
C16 C17 H17 119.4
C18 C17 H17 119.4
C19 C18 C17 117.6(2)
C19 C18 H18 121.2
C17 C18 H18 121.2
C18 C19 C14 121.0(2)
C18 C19 C20 132.4(2)
C14 C19 C20 106.60(18)
O6 C20 C21 111.01(16)
O6 C20 C19 101.93(17)
C21 C20 C19 116.71(17)
O6 C20 P1 100.09(12)
C21 C20 P1 121.73(16)
C19 C20 P1 102.50(12)
C26 C21 C22 118.9(2)
C26 C21 C20 123.96(19)
C22 C21 C20 117.1(2)
C23 C22 C21 120.7(2)
C23 C22 H22 119.6
C21 C22 H22 119.6
C24 C23 C22 119.6(2)
C24 C23 H23 120.2
C22 C23 H23 120.2
C25 C24 C23 120.2(2)
C25 C24 H24 119.9
C23 C24 H24 119.9
C24 C25 C26 120.2(3)
C24 C25 H25 119.9
C26 C25 H25 119.9
C21 C26 C25 120.3(2)
C21 C26 H26 119.9
C25 C26 H26 119.9
C20 O6 C7 101.64(14)
C6 P1 C20 89.52(9)
C6 P1 Cl1 100.26(8)
C20 P1 Cl1 101.84(7)
C6 P1 W1 122.17(7)
C20 P1 W1 122.75(7)
Cl1 P1 W1 115.22(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
W1 C2 2.010(2)
W1 C3 2.036(3)
W1 C4 2.044(2)
W1 C5 2.045(3)
W1 C1 2.052(2)
W1 P1 2.4676(5)
C1 O1 1.133(3)
C2 O2 1.139(3)
C3 O3 1.131(3)
C4 O4 1.135(3)
C5 O5 1.138(3)
C6 C7 1.553(3)
C6 P1 1.850(2)
C6 H6A 0.9900
C6 H6B 0.9900
C7 O6 1.453(2)
C7 C8 1.494(3)
C7 C14 1.520(3)
C8 C13 1.390(3)
C8 C9 1.392(3)
C9 C10 1.390(3)
C9 H9 0.9500
C10 C11 1.387(3)
C10 H10 0.9500
C11 C12 1.381(4)
C11 H11 0.9500
C12 C13 1.393(3)
C12 H12 0.9500
C13 H13 0.9500
C14 C15 1.381(3)
C14 C19 1.390(3)
C15 C16 1.392(4)
C15 H15 0.9500
C16 C17 1.389(4)
C16 H16 0.9500
C17 C18 1.392(3)
C17 H17 0.9500
C18 C19 1.387(3)
C18 H18 0.9500
C19 C20 1.513(3)
C20 O6 1.448(2)
C20 C21 1.499(3)
C20 P1 1.9036(19)
C21 C26 1.389(3)
C21 C22 1.393(3)
C22 C23 1.391(3)
C22 H22 0.9500
C23 C24 1.384(4)
C23 H23 0.9500
C24 C25 1.377(4)
C24 H24 0.9500
C25 C26 1.393(3)
C25 H25 0.9500
C26 H26 0.9500
Cl1 P1 2.0551(8)
