#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:27:38 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179845 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/41/7014149.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_7014149
loop_
_publ_author_name
'Monkowius, Uwe V.'
'Nogai, Stefan'
'Schmidbaur, Hubert'
_publ_section_title
;
 Unsuccessful/successful attempts to produce
 penta(heteroaryl)-phosphoranes/-arsoranes R5E (E = P, As; R = 2-furyl,
 2-thienyl).
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1610
_journal_page_last               1617
_journal_paper_doi               10.1039/b401988a
_journal_year                    2004
_chemical_formula_sum            'C20 H15 As O5'
_chemical_formula_weight         410.24
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 114.7230(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.3740(2)
_cell_length_b                   8.64050(10)
_cell_length_c                   12.6277(2)
_cell_measurement_reflns_used    23736
_cell_measurement_temperature    143(2)
_cell_volume                     1721.91(4)
_computing_cell_refinement       DENZO
_computing_data_collection       XPRESS
_computing_data_reduction        SCALEPACK
_computing_molecular_graphics    SHELXTL-PLUS
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      143(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'NONIUS DIP 2020'
_diffrn_measurement_method       phi-rotation
_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  0.028
_diffrn_reflns_av_sigmaI/netI    0.0221
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            23736
_diffrn_reflns_theta_full        26.85
_diffrn_reflns_theta_max         26.85
_diffrn_reflns_theta_min         3.41
_exptl_absorpt_coefficient_mu    2.003
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.416
_refine_diff_density_min         -1.084
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         1790
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0353
_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)+(0.0692P)²+1.8622P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0912
_refine_ls_wR_factor_ref         0.0913
_reflns_number_gt                1780
_reflns_number_total             1790
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b401988a.txt
_cod_data_source_block           uwe35
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7014149
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
As1 As 0.0000 0.35470(3) 0.2500 0.02020(14) Uani 1 2 d S . .
C11 C 0.06062(12) 0.2494(2) 0.39706(16) 0.0227(4) Uani 1 1 d . . .
O12 O 0.14670(9) 0.2292(2) 0.43563(13) 0.0323(4) Uani 1 1 d . . .
C13 C 0.17326(16) 0.1520(3) 0.5396(2) 0.0300(5) Uani 1 1 d . . .
H13 H 0.235(2) 0.137(3) 0.576(3) 0.035(9) Uiso 1 1 d . . .
C14 C 0.10800(15) 0.1233(3) 0.56689(19) 0.0263(4) Uani 1 1 d . . .
H14 H 0.113(2) 0.073(4) 0.631(3) 0.045(8) Uiso 1 1 d . . .
C15 C 0.03463(13) 0.1871(3) 0.47524(18) 0.0255(4) Uani 1 1 d . . .
H15 H -0.018(2) 0.190(4) 0.473(3) 0.044(8) Uiso 1 1 d . . .
C31 C 0.0000 0.5789(3) 0.2500 0.0260(6) Uani 1 2 d S . .
O32 O -0.0619(7) 0.6692(12) 0.1706(8) 0.046(4) Uani 0.50 1 d P A 1
C32 C -0.0638(13) 0.6593(13) 0.1677(16) 0.046(6) Uani 0.50 1 d P A 2
H32A H -0.1131 0.6224 0.1043 0.055 Uiso 0.50 1 calc PR A 2
C33 C -0.0357(4) 0.8212(5) 0.2034(4) 0.092(2) Uani 1 1 d . . .
H33A H -0.0654 0.9111 0.1639 0.110 Uiso 1 1 calc R A 1
C41 C 0.10462(14) 0.3584(2) 0.2135(2) 0.0228(4) Uani 1 1 d . . .
O42 O 0.14696(9) 0.22167(18) 0.21579(13) 0.0268(3) Uani 1 1 d . A .
C43 C 0.20455(13) 0.2550(3) 0.17049(19) 0.0303(5) Uani 1 1 d . . .
H43 H 0.241(2) 0.171(4) 0.175(3) 0.041(8) Uiso 1 1 d . . .
C44 C 0.20008(15) 0.4043(3) 0.1404(2) 0.0346(5) Uani 1 1 d . A .
H44 H 0.234(2) 0.457(5) 0.111(3) 0.057(10) Uiso 1 1 d . . .
C45 C 0.13510(14) 0.4719(3) 0.16740(19) 0.0283(5) Uani 1 1 d . A .
H45 H 0.118(2) 0.573(4) 0.156(3) 0.039(8) 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'
As As 0.0499 2.0058 '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'
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
C11 As1 C11 123.94(12) 2 . ?
C11 As1 C31 118.03(6) 2 . ?
C11 As1 C31 118.03(6) . . ?
C11 As1 C41 88.26(8) 2 . ?
C11 As1 C41 92.59(8) . . ?
C31 As1 C41 89.10(5) . . ?
C11 As1 C41 92.59(8) 2 2 ?
C11 As1 C41 88.26(8) . 2 ?
C31 As1 C41 89.10(5) . 2 ?
C41 As1 C41 178.20(10) . 2 ?
C15 C11 O12 109.58(17) . . ?
C15 C11 As1 132.16(15) . . ?
O12 C11 As1 118.26(14) . . ?
C13 O12 C11 106.35(17) . . ?
C14 C13 O12 110.8(2) . . ?
C14 C13 H13 137.1(19) . . ?
O12 C13 H13 112.0(19) . . ?
C13 C14 C15 106.6(2) . . ?
C13 C14 H14 124(2) . . ?
C15 C14 H14 129(2) . . ?
C11 C15 C14 106.70(18) . . ?
C11 C15 H15 127(2) . . ?
C14 C15 H15 126(2) . . ?
C32 C31 C32 118.2(14) 2 . ?
C32 C31 O32 3.9(11) 2 2 ?
C32 C31 O32 114.3(5) . 2 ?
C32 C31 O32 114.3(5) 2 . ?
C32 C31 O32 3.9(11) . . ?
O32 C31 O32 110.4(10) 2 . ?
C32 C31 As1 120.9(7) 2 . ?
C32 C31 As1 120.9(7) . . ?
O32 C31 As1 124.8(5) 2 . ?
O32 C31 As1 124.8(5) . . ?
C31 O32 C33 105.1(8) . . ?
C31 C32 C33 101.0(13) . . ?
C31 C32 H32A 129.5 . . ?
C33 C32 H32A 129.5 . . ?
C33 C33 O32 109.7(4) 2 . ?
C33 C33 C32 109.9(8) 2 . ?
O32 C33 C32 0.4(10) . . ?
C33 C33 H33A 125.2 2 . ?
O32 C33 H33A 125.2 . . ?
C32 C33 H33A 124.9 . . ?
C45 C41 O42 109.03(19) . . ?
C45 C41 As1 130.47(16) . . ?
O42 C41 As1 119.59(13) . . ?
C43 O42 C41 106.55(17) . . ?
C44 C43 O42 110.76(19) . . ?
C44 C43 H43 136(2) . . ?
O42 C43 H43 113(2) . . ?
C43 C44 C45 106.5(2) . . ?
C43 C44 H44 127(2) . . ?
C45 C44 H44 126(2) . . ?
C41 C45 C44 107.2(2) . . ?
C41 C45 H45 127(2) . . ?
C44 C45 H45 126(2) . . ?
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
As1 C11 1.9364(19) 2 ?
As1 C11 1.9364(19) . ?
As1 C31 1.937(3) . ?
As1 C41 2.054(2) . ?
As1 C41 2.054(2) 2 ?
C11 C15 1.357(3) . ?
C11 O12 1.377(2) . ?
O12 C13 1.370(3) . ?
C13 C14 1.339(3) . ?
C13 H13 0.98(3) . ?
C14 C15 1.426(3) . ?
C14 H14 0.90(4) . ?
C15 H15 0.91(3) . ?
C31 C32 1.352(17) 2 ?
C31 C32 1.352(17) . ?
C31 O32 1.367(10) 2 ?
C31 O32 1.367(10) . ?
O32 C33 1.395(12) . ?
C32 C33 1.488(14) . ?
C32 H32A 0.9500 . ?
C33 C33 1.306(12) 2 ?
C33 H33A 0.9500 . ?
C41 C45 1.356(3) . ?
C41 O42 1.386(2) . ?
O42 C43 1.375(3) . ?
C43 C44 1.337(4) . ?
C43 H43 0.94(3) . ?
C44 C45 1.433(3) . ?
C44 H44 0.94(4) . ?
C45 H45 0.91(3) . ?
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
C11 As1 C11 C15 -82.9(2) 2 . . . ?
C31 As1 C11 C15 97.1(2) . . . . ?
C41 As1 C11 C15 -172.5(2) . . . . ?
C41 As1 C11 C15 9.1(2) 2 . . . ?
C11 As1 C11 O12 97.09(16) 2 . . . ?
C31 As1 C11 O12 -82.91(16) . . . . ?
C41 As1 C11 O12 7.45(17) . . . . ?
C41 As1 C11 O12 -170.96(17) 2 . . . ?
C15 C11 O12 C13 0.3(2) . . . . ?
As1 C11 O12 C13 -179.67(15) . . . . ?
C11 O12 C13 C14 0.2(3) . . . . ?
O12 C13 C14 C15 -0.5(3) . . . . ?
O12 C11 C15 C14 -0.6(3) . . . . ?
As1 C11 C15 C14 179.35(17) . . . . ?
C13 C14 C15 C11 0.7(3) . . . . ?
C11 As1 C31 C32 -153.8(9) 2 . . 2 ?
C11 As1 C31 C32 26.2(9) . . . 2 ?
C41 As1 C31 C32 -66.3(9) . . . 2 ?
C41 As1 C31 C32 113.7(9) 2 . . 2 ?
C11 As1 C31 C32 26.2(9) 2 . . . ?
C11 As1 C31 C32 -153.8(9) . . . . ?
C41 As1 C31 C32 113.7(9) . . . . ?
C41 As1 C31 C32 -66.3(9) 2 . . . ?
C11 As1 C31 O32 -153.5(5) 2 . . 2 ?
C11 As1 C31 O32 26.5(5) . . . 2 ?
C41 As1 C31 O32 -65.9(5) . . . 2 ?
C41 As1 C31 O32 114.1(5) 2 . . 2 ?
C11 As1 C31 O32 26.5(5) 2 . . . ?
C11 As1 C31 O32 -153.5(5) . . . . ?
C41 As1 C31 O32 114.1(5) . . . . ?
C41 As1 C31 O32 -65.9(5) 2 . . . ?
C32 C31 O32 C33 0.7(15) 2 . . . ?
C32 C31 O32 C33 -175(17) . . . . ?
O32 C31 O32 C33 0.4(3) 2 . . . ?
As1 C31 O32 C33 -179.6(3) . . . . ?
C32 C31 C32 C33 0.2(4) 2 . . . ?
O32 C31 C32 C33 -0.1(16) 2 . . . ?
O32 C31 C32 C33 4(16) . . . . ?
As1 C31 C32 C33 -179.8(4) . . . . ?
C31 O32 C33 C33 -1.0(8) . . . 2 ?
C31 O32 C33 C32 129(100) . . . . ?
C31 C32 C33 C33 -0.6(12) . . . 2 ?
C31 C32 C33 O32 -51(100) . . . . ?
C11 As1 C41 C45 97.6(2) 2 . . . ?
C11 As1 C41 C45 -138.5(2) . . . . ?
C31 As1 C41 C45 -20.4(2) . . . . ?
C41 As1 C41 C45 -20.4(2) 2 . . . ?
C11 As1 C41 O42 -70.18(17) 2 . . . ?
C11 As1 C41 O42 53.73(17) . . . . ?
C31 As1 C41 O42 171.75(16) . . . . ?
C41 As1 C41 O42 171.75(16) 2 . . . ?
C45 C41 O42 C43 0.4(2) . . . . ?
As1 C41 O42 C43 170.62(15) . . . . ?
C41 O42 C43 C44 0.0(2) . . . . ?
O42 C43 C44 C45 -0.3(3) . . . . ?
O42 C41 C45 C44 -0.6(3) . . . . ?
As1 C41 C45 C44 -169.39(17) . . . . ?
C43 C44 C45 C41 0.6(3) . . . . ?
