#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:18:54 +0100 (vie 25 de mar de 2016) $
#$Revision: 179784 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/80/7008003.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_7008003
loop_
_publ_author_name
'Reiter, Stephan A.'
'Nogai, Stefan D.'
'Schmidbaur, Hubert'
_publ_section_title
;
 Synthesis and auration of primary and di-primary
 heteroaryl-phosphines.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              247
_journal_page_last               255
_journal_paper_doi               10.1039/b415326j
_journal_year                    2005
_chemical_formula_moiety         'C4 H2 Cl4 O P2'
_chemical_formula_sum            'C4 H2 Cl4 O P2'
_chemical_formula_weight         269.80
_chemical_name_systematic
;
?
;
_space_group_IT_number           113
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P -4 2ab'
_symmetry_space_group_name_H-M   'P -4 21 m'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.0431(2)
_cell_length_b                   9.0431(2)
_cell_length_c                   6.2387(2)
_cell_measurement_reflns_used    13348
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      25.34
_cell_measurement_theta_min      3.97
_cell_volume                     510.19(2)
_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      193(2)
_diffrn_measured_fraction_theta_full 0.892
_diffrn_measured_fraction_theta_max 0.892
_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  0.035
_diffrn_reflns_av_sigmaI/netI    0.040
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            447
_diffrn_reflns_theta_full        25.34
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_min         3.97
_exptl_absorpt_coefficient_mu    1.416
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             264
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.198
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.6(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     32
_refine_ls_number_reflns         423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0358
_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)+(0.0419P)²+0.2320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.0955
_reflns_number_gt                417
_reflns_number_total             423
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b415326j.txt
_cod_data_source_block           reit23t
_cod_original_sg_symbol_H-M      P-42(1)m
_cod_database_code               7008003
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'-y+1/2, -x+1/2, z'
'y+1/2, x+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
Cl1 Cl 0.08188(12) 0.82678(10) 0.2766(2) 0.0659(4) Uani 1 1 d . . .
P1 P 0.21718(10) 0.71718(10) 0.0671(3) 0.0552(5) Uani 1 2 d S . .
O1 O 0.0000 0.5000 0.0935(6) 0.0394(9) Uani 1 4 d S . .
C2 C 0.0534(5) 0.5534(5) -0.2439(7) 0.0663(16) Uani 1 2 d S . .
H2 H 0.0969 0.5969 -0.3673 0.080 Uiso 1 2 calc SR . .
C1 C 0.0868(4) 0.5868(4) -0.0363(6) 0.0467(11) Uani 1 2 d S . .
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
Cl1 0.0633(6) 0.0457(5) 0.0888(8) -0.0111(4) 0.0087(5) 0.0071(4)
P1 0.0485(5) 0.0485(5) 0.0685(9) 0.0193(5) 0.0193(5) 0.0026(6)
O1 0.0423(13) 0.0423(13) 0.0334(19) 0.000 0.000 0.0036(18)
C2 0.083(2) 0.083(2) 0.034(2) 0.0138(16) 0.0138(16) 0.031(3)
C1 0.0498(15) 0.0498(15) 0.040(2) 0.0140(15) 0.0140(15) 0.017(2)
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'
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
C1 P1 Cl1 98.95(9) . 8_455 ?
C1 P1 Cl1 98.95(9) . . ?
Cl1 P1 Cl1 99.86(10) 8_455 . ?
C1 O1 C1 107.8(5) 2_565 . ?
C1 C2 C2 108.3(4) . 2_565 ?
C1 C2 H2 125.9 . . ?
C2 C2 H2 125.9 2_565 . ?
C2 C1 O1 107.8(5) . . ?
C2 C1 P1 129.4(4) . . ?
O1 C1 P1 122.7(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
Cl1 P1 2.0464(15) . ?
P1 C1 1.788(6) . ?
P1 Cl1 2.0464(15) 8_455 ?
O1 C1 1.374(5) 2_565 ?
O1 C1 1.374(5) . ?
C2 C1 1.364(6) . ?
C2 C2 1.366(13) 2_565 ?
C2 H2 0.9500 . ?
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
C2 C2 C1 O1 0.0 2_565 . . . ?
C2 C2 C1 P1 180.0 2_565 . . . ?
C1 O1 C1 C2 0.0 2_565 . . . ?
C1 O1 C1 P1 180.0 2_565 . . . ?
Cl1 P1 C1 C2 -129.23(5) 8_455 . . . ?
Cl1 P1 C1 C2 129.23(5) . . . . ?
Cl1 P1 C1 O1 50.77(5) 8_455 . . . ?
Cl1 P1 C1 O1 -50.77(5) . . . . ?
