#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/52/7105282.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_7105282
loop_
_publ_author_name
'Pan, Xiang-Qiang'
'Zou, Jian-Ping'
'Zhang, Guang-Liang'
'Zhang, Wei'
_publ_section_title
;
 Manganese(III)-mediated direct phosphonation of arylalkenes and
 arylalkynes.
;
_journal_issue                   10
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1721
_journal_page_last               1723
_journal_paper_doi               10.1039/b925951a
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C17 H15 O4 P, H2 O'
_chemical_formula_sum            'C17 H17 O5 P'
_chemical_formula_weight         332.28
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 103.992(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.723(4)
_cell_length_b                   7.421(2)
_cell_length_c                   10.609(4)
_cell_measurement_reflns_used    3174
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.3
_cell_measurement_theta_min      3.1
_cell_volume                     819.1(5)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0383
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7874
_diffrn_reflns_theta_full        25.34
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  0.910
_exptl_absorpt_correction_T_min  0.728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.165
_refine_diff_density_min         -0.175
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.16(12)
_refine_ls_extinction_coef       0.019(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2904
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0395P)²+0.1491P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0881
_refine_ls_wR_factor_ref         0.0935
_reflns_number_gt                2501
_reflns_number_total             2904
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b925951a.txt
_cod_data_source_block           shelxl2
_cod_original_sg_symbol_H-M      'P 21 '
_cod_database_code               7105282
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.77031(6) 0.33946(11) 0.07678(6) 0.0400(2) Uani 1 1 d . . .
O1 O 0.64200(18) 0.2593(3) 0.04007(19) 0.0487(5) Uani 1 1 d . . .
O2 O 0.7782(2) 0.5432(3) 0.04466(19) 0.0550(6) Uani 1 1 d . . .
O3 O 0.86744(19) 0.2556(3) 0.00446(19) 0.0523(6) Uani 1 1 d . . .
O4 O 1.06983(17) 0.3095(4) 0.24931(19) 0.0626(7) Uani 1 1 d . . .
O5 O 0.5973(3) 0.8986(5) 0.1212(4) 0.0927(11) Uani 1 1 d . . .
H5A H 0.607(4) 1.003(8) 0.102(5) 0.11(2) Uiso 1 1 d . . .
H5B H 0.537(4) 0.855(7) 0.068(4) 0.111(17) Uiso 1 1 d . . .
C1 C 0.7221(4) 0.6102(5) -0.0842(3) 0.0691(11) Uani 1 1 d . . .
H1A H 0.6479 0.5394 -0.1234 0.104 Uiso 1 1 calc R . .
H1B H 0.7840 0.6023 -0.1360 0.104 Uiso 1 1 calc R . .
H1C H 0.6970 0.7337 -0.0790 0.104 Uiso 1 1 calc R . .
C2 C 0.8784(4) 0.0627(5) -0.0040(4) 0.0748(11) Uani 1 1 d . . .
H2A H 0.8354 0.0063 0.0551 0.112 Uiso 1 1 calc R . .
H2B H 0.9675 0.0292 0.0181 0.112 Uiso 1 1 calc R . .
H2C H 0.8395 0.0242 -0.0910 0.112 Uiso 1 1 calc R . .
C3 C 0.8428(2) 0.3294(4) 0.2466(2) 0.0377(6) Uani 1 1 d . . .
C4 C 0.9843(2) 0.3142(4) 0.3051(3) 0.0433(7) Uani 1 1 d . . .
C5 C 0.9993(2) 0.3057(4) 0.4489(2) 0.0429(7) Uani 1 1 d . . .
C6 C 1.1071(3) 0.2983(4) 0.5481(3) 0.0518(8) Uani 1 1 d . . .
H6 H 1.1882 0.2936 0.5313 0.062 Uiso 1 1 calc R . .
C7 C 1.0931(3) 0.2980(5) 0.6752(3) 0.0579(9) Uani 1 1 d . . .
H7 H 1.1653 0.2941 0.7444 0.069 Uiso 1 1 calc R . .
C8 C 0.9724(3) 0.3034(5) 0.6981(3) 0.0599(9) Uani 1 1 d . . .
H8 H 0.9640 0.3006 0.7832 0.072 Uiso 1 1 calc R . .
C9 C 0.8619(3) 0.3129(5) 0.5961(3) 0.0528(8) Uani 1 1 d . . .
H9 H 0.7806 0.3187 0.6125 0.063 Uiso 1 1 calc R . .
C10 C 0.8768(2) 0.3134(4) 0.4713(2) 0.0406(7) Uani 1 1 d . . .
C11 C 0.7812(2) 0.3296(4) 0.3438(2) 0.0370(6) Uani 1 1 d . . .
C12 C 0.6433(2) 0.3523(5) 0.3366(2) 0.0412(6) Uani 1 1 d . . .
C13 C 0.5788(3) 0.5025(4) 0.2738(3) 0.0482(8) Uani 1 1 d . . .
H13 H 0.6218 0.5849 0.2334 0.058 Uiso 1 1 calc R . .
C14 C 0.4508(3) 0.5283(5) 0.2719(3) 0.0596(9) Uani 1 1 d . . .
H14 H 0.4075 0.6283 0.2298 0.072 Uiso 1 1 calc R . .
C15 C 0.3873(3) 0.4083(6) 0.3312(3) 0.0656(11) Uani 1 1 d . . .
H15 H 0.3011 0.4267 0.3295 0.079 Uiso 1 1 calc R . .
C16 C 0.4497(3) 0.2619(6) 0.3928(3) 0.0658(10) Uani 1 1 d . . .
H16 H 0.4055 0.1800 0.4322 0.079 Uiso 1 1 calc R . .
C17 C 0.5793(3) 0.2331(5) 0.3976(3) 0.0579(9) Uani 1 1 d . . .
H17 H 0.6220 0.1341 0.4417 0.069 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'
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'
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
_geom_angle_publ_flag
O1 P1 O2 115.72(12) . . ?
O1 P1 O3 113.73(13) . . ?
O2 P1 O3 101.62(13) . . ?
O1 P1 C3 113.85(12) . . ?
O2 P1 C3 103.20(13) . . ?
O3 P1 C3 107.44(12) . . ?
C1 O2 P1 120.7(2) . . ?
C2 O3 P1 120.0(2) . . ?
H5A O5 H5B 109(5) . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O3 C2 H2A 109.5 . . ?
O3 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O3 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C11 C3 C4 108.4(2) . . ?
C11 C3 P1 126.64(18) . . ?
C4 C3 P1 124.90(18) . . ?
O4 C4 C5 126.3(2) . . ?
O4 C4 C3 127.8(2) . . ?
C5 C4 C3 105.9(2) . . ?
C6 C5 C10 121.9(2) . . ?
C6 C5 C4 130.6(3) . . ?
C10 C5 C4 107.4(2) . . ?
C5 C6 C7 118.5(3) . . ?
C5 C6 H6 120.7 . . ?
C7 C6 H6 120.7 . . ?
C8 C7 C6 119.9(3) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C7 C8 C9 121.5(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 118.1(3) . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C9 C10 C5 120.0(2) . . ?
C9 C10 C11 131.4(2) . . ?
C5 C10 C11 108.6(2) . . ?
C3 C11 C12 129.1(2) . . ?
C3 C11 C10 109.6(2) . . ?
C12 C11 C10 121.2(2) . . ?
C17 C12 C13 119.6(3) . . ?
C17 C12 C11 120.8(3) . . ?
C13 C12 C11 119.5(3) . . ?
C14 C13 C12 119.6(3) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C15 C14 C13 120.5(3) . . ?
C15 C14 H14 119.8 . . ?
C13 C14 H14 119.8 . . ?
C16 C15 C14 120.1(3) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C17 120.7(3) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C12 C17 C16 119.4(3) . . ?
C12 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.463(2) . ?
P1 O2 1.557(2) . ?
P1 O3 1.564(2) . ?
P1 C3 1.783(2) . ?
O2 C1 1.443(4) . ?
O3 C2 1.440(4) . ?
O4 C4 1.206(3) . ?
O5 H5A 0.81(6) . ?
O5 H5B 0.82(5) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 C11 1.353(3) . ?
C3 C4 1.498(3) . ?
C4 C5 1.496(4) . ?
C5 C6 1.364(4) . ?
C5 C10 1.392(4) . ?
C6 C7 1.392(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.374(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.400(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.372(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.491(3) . ?
C11 C12 1.471(3) . ?
C12 C17 1.373(4) . ?
C12 C13 1.393(4) . ?
C13 C14 1.382(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.364(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.357(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.395(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O5 H5A O1 0.81(6) 2.08(6) 2.887(4) 174(5) 1_565
O5 H5B O1 0.82(5) 2.11(5) 2.908(4) 167(4) 2_655
C15 H15 O4 0.93 2.57 3.384(4) 146.2 1_455
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 P1 O2 C1 -51.4(3) . . . . ?
O3 P1 O2 C1 72.3(3) . . . . ?
C3 P1 O2 C1 -176.4(2) . . . . ?
O1 P1 O3 C2 -47.4(3) . . . . ?
O2 P1 O3 C2 -172.5(2) . . . . ?
C3 P1 O3 C2 79.5(3) . . . . ?
O1 P1 C3 C11 -29.5(3) . . . . ?
O2 P1 C3 C11 96.8(3) . . . . ?
O3 P1 C3 C11 -156.4(3) . . . . ?
O1 P1 C3 C4 148.8(3) . . . . ?
O2 P1 C3 C4 -85.0(3) . . . . ?
O3 P1 C3 C4 21.9(3) . . . . ?
C11 C3 C4 O4 179.9(4) . . . . ?
P1 C3 C4 O4 1.4(5) . . . . ?
C11 C3 C4 C5 -0.1(3) . . . . ?
P1 C3 C4 C5 -178.6(2) . . . . ?
O4 C4 C5 C6 2.8(6) . . . . ?
C3 C4 C5 C6 -177.2(3) . . . . ?
O4 C4 C5 C10 -179.4(3) . . . . ?
C3 C4 C5 C10 0.6(3) . . . . ?
C10 C5 C6 C7 0.2(5) . . . . ?
C4 C5 C6 C7 177.7(3) . . . . ?
C5 C6 C7 C8 0.6(5) . . . . ?
C6 C7 C8 C9 -1.3(5) . . . . ?
C7 C8 C9 C10 1.2(5) . . . . ?
C8 C9 C10 C5 -0.4(5) . . . . ?
C8 C9 C10 C11 -177.1(3) . . . . ?
C6 C5 C10 C9 -0.2(5) . . . . ?
C4 C5 C10 C9 -178.3(3) . . . . ?
C6 C5 C10 C11 177.2(3) . . . . ?
C4 C5 C10 C11 -0.9(3) . . . . ?
C4 C3 C11 C12 176.2(3) . . . . ?
P1 C3 C11 C12 -5.4(5) . . . . ?
C4 C3 C11 C10 -0.4(3) . . . . ?
P1 C3 C11 C10 178.1(2) . . . . ?
C9 C10 C11 C3 177.8(3) . . . . ?
C5 C10 C11 C3 0.8(4) . . . . ?
C9 C10 C11 C12 1.0(6) . . . . ?
C5 C10 C11 C12 -176.0(3) . . . . ?
C3 C11 C12 C17 129.9(4) . . . . ?
C10 C11 C12 C17 -53.9(4) . . . . ?
C3 C11 C12 C13 -54.0(5) . . . . ?
C10 C11 C12 C13 122.1(3) . . . . ?
C17 C12 C13 C14 -1.0(4) . . . . ?
C11 C12 C13 C14 -177.1(3) . . . . ?
C12 C13 C14 C15 0.2(5) . . . . ?
C13 C14 C15 C16 0.0(5) . . . . ?
C14 C15 C16 C17 0.7(5) . . . . ?
C13 C12 C17 C16 1.7(4) . . . . ?
C11 C12 C17 C16 177.7(3) . . . . ?
C15 C16 C17 C12 -1.5(5) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653183
