#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:28:34 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179503 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/00/4340014.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_4340014
loop_
_publ_author_name
'Streitberger, Markus'
'Schmied, Andy'
'Hey-Hawkins, Evamarie'
_publ_section_title
;
 Selective formation of gold(i) bis-phospholane macrocycles, polymeric
 chains, and nanotubes.
;
_journal_issue                   13
_journal_name_full               'Inorganic chemistry'
_journal_page_first              6794
_journal_page_last               6804
_journal_paper_doi               10.1021/ic5006055
_journal_volume                  53
_journal_year                    2014
_chemical_formula_sum            'C18 H36 Au2 Cl2 P2'
_chemical_formula_weight         779.24
_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_date             2014-02-03T14:27:56-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 97.627(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.89920(10)
_cell_length_b                   19.9755(3)
_cell_length_c                   17.2317(3)
_cell_measurement_reflns_used    7304
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.1778
_cell_measurement_theta_min      2.9729
_cell_volume                     2353.78(6)
_computing_cell_refinement
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics    'ORTEP3 for Windows (L. J. Farrugia, 1997)'
_computing_publication_material  'WINGX  (L.J. Farrugia,1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Giacovazzo 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.356
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0854972
_diffrn_orient_matrix_UB_12      -0.019246
_diffrn_orient_matrix_UB_13      -0.0112633
_diffrn_orient_matrix_UB_21      -0.057679
_diffrn_orient_matrix_UB_22      0.0294372
_diffrn_orient_matrix_UB_23      -0.0007172
_diffrn_orient_matrix_UB_31      0.0108626
_diffrn_orient_matrix_UB_32      0.0049082
_diffrn_orient_matrix_UB_33      -0.0399708
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23839
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    12.814
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.67605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.199
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.729
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         4315
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0266
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0176P)²+4.6451P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0496
_refine_ls_wR_factor_ref         0.0558
_reflns_number_gt                3201
_reflns_number_total             4315
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic5006055_si_003.cif
_cod_data_source_block           x1711fin
_cod_depositor_comments
'Adding full bibliography for 4340012--4340022.cif.'
_cod_database_code               4340014
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
Au1 Au 0.07013(3) 0.778705(11) 0.234131(13) 0.04315(8) Uani 1 1 d .
Au2 Au 1.44417(3) 0.226825(10) 0.768161(14) 0.04445(8) Uani 1 1 d .
Cl1 Cl 0.0524(3) 0.72768(9) 0.11420(10) 0.0703(5) Uani 1 1 d .
Cl2 Cl 1.4792(3) 0.11252(8) 0.76201(11) 0.0653(5) Uani 1 1 d .
P1 P 0.0948(2) 0.82779(7) 0.35090(8) 0.0368(3) Uani 1 1 d .
P2 P 1.4053(2) 0.33778(7) 0.76809(9) 0.0413(4) Uani 1 1 d .
C1 C -0.1072(8) 0.8229(3) 0.4085(3) 0.0504(15) Uani 1 1 d .
H1A H -0.2228 0.805 0.3772 0.061 Uiso 1 1 calc R
H1B H -0.0734 0.7941 0.4536 0.061 Uiso 1 1 calc R
C2 C -0.1442(13) 0.8939(4) 0.4344(5) 0.098(2) Uani 1 1 d .
H2A H -0.2614 0.9111 0.4036 0.117 Uiso 1 1 calc R
H2B H -0.1661 0.8935 0.4889 0.117 Uiso 1 1 calc R
C3 C 0.0206(13) 0.9380(4) 0.4254(5) 0.104(2) Uani 1 1 d .
H3A H 0.1205 0.9337 0.4704 0.124 Uiso 1 1 calc R
H3B H -0.0228 0.9842 0.4218 0.124 Uiso 1 1 calc R
C4 C 0.1029(10) 0.9183(3) 0.3518(4) 0.0564(17) Uani 1 1 d .
H4A H 0.2361 0.9342 0.3532 0.068 Uiso 1 1 calc R
H4B H 0.0241 0.9365 0.3059 0.068 Uiso 1 1 calc R
C5 C 1.6170(9) 0.3873(3) 0.7531(4) 0.0558(17) Uani 1 1 d .
H5A H 1.7288 0.3585 0.7501 0.067 Uiso 1 1 calc R
H5B H 1.5911 0.4124 0.7047 0.067 Uiso 1 1 calc R
C6 C 1.6572(13) 0.4333(4) 0.8199(5) 0.098(2) Uani 1 1 d .
H6A H 1.7867 0.4238 0.847 0.117 Uiso 1 1 calc R
H6B H 1.6582 0.4787 0.8002 0.117 Uiso 1 1 calc R
C7 C 1.5233(14) 0.4294(4) 0.8736(5) 0.104(2) Uani 1 1 d .
H7A H 1.4568 0.4722 0.8738 0.124 Uiso 1 1 calc R
H7B H 1.5961 0.4233 0.9253 0.124 Uiso 1 1 calc R
C8 C 1.3733(11) 0.3766(3) 0.8615(4) 0.0650(19) Uani 1 1 d .
H8A H 1.2433 0.3956 0.8594 0.078 Uiso 1 1 calc R
H8B H 1.3922 0.3439 0.9035 0.078 Uiso 1 1 calc R
C9 C 0.3062(8) 0.8021(3) 0.4178(3) 0.0407(13) Uani 1 1 d .
H9A H 0.4233 0.8156 0.3964 0.049 Uiso 1 1 calc R
H9B H 0.3049 0.8255 0.467 0.049 Uiso 1 1 calc R
C10 C 0.3174(8) 0.7270(3) 0.4340(3) 0.0455(15) Uani 1 1 d .
H10A H 0.2021 0.7132 0.4566 0.055 Uiso 1 1 calc R
H10B H 0.3178 0.7031 0.385 0.055 Uiso 1 1 calc R
C11 C 0.4979(8) 0.7081(3) 0.4892(4) 0.0488(15) Uani 1 1 d .
H11A H 0.6115 0.7257 0.4685 0.059 Uiso 1 1 calc R
H11B H 0.4914 0.7297 0.5392 0.059 Uiso 1 1 calc R
C12 C 0.5277(8) 0.6340(3) 0.5033(4) 0.0487(15) Uani 1 1 d .
H12A H 0.425 0.6173 0.5315 0.058 Uiso 1 1 calc R
H12B H 0.5162 0.6112 0.4533 0.058 Uiso 1 1 calc R
C13 C 0.7227(8) 0.6175(3) 0.5490(3) 0.0475(15) Uani 1 1 d .
H13A H 0.7344 0.6409 0.5987 0.057 Uiso 1 1 calc R
H13B H 0.825 0.634 0.5205 0.057 Uiso 1 1 calc R
C14 C 0.7555(8) 0.5433(3) 0.5648(4) 0.0470(15) Uani 1 1 d .
H14A H 0.6499 0.5261 0.591 0.056 Uiso 1 1 calc R
H14B H 0.7511 0.52 0.5151 0.056 Uiso 1 1 calc R
C15 C 0.9485(9) 0.5280(3) 0.6144(4) 0.0555(17) Uani 1 1 d .
H15A H 1.0533 0.5474 0.5894 0.067 Uiso 1 1 calc R
H15B H 0.9497 0.5496 0.6649 0.067 Uiso 1 1 calc R
C16 C 0.9888(8) 0.4548(3) 0.6274(4) 0.0509(16) Uani 1 1 d .
H16A H 1.003 0.4342 0.5774 0.061 Uiso 1 1 calc R
H16B H 0.8765 0.4344 0.6464 0.061 Uiso 1 1 calc R
C17 C 1.1689(9) 0.4393(3) 0.6844(4) 0.0559(17) Uani 1 1 d .
H17A H 1.1545 0.4591 0.7347 0.067 Uiso 1 1 calc R
H17B H 1.2816 0.4598 0.6658 0.067 Uiso 1 1 calc R
C18 C 1.2058(8) 0.3649(3) 0.6951(4) 0.0469(15) Uani 1 1 d .
H18A H 1.2291 0.3466 0.645 0.056 Uiso 1 1 calc R
H18B H 1.0865 0.3446 0.7081 0.056 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 0 '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'
Au Au -2.0133 8.8022 '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_3
P1 Au1 Cl1 178.67(6) .
P1 Au1 Au2 93.92(4) 3_766
Cl1 Au1 Au2 84.77(5) 3_766
P2 Au2 Cl2 177.30(6) .
P2 Au2 Au1 98.79(4) 3_766
Cl2 Au2 Au1 81.70(5) 3_766
C4 P1 C9 104.9(3) .
C4 P1 C1 94.2(3) .
C9 P1 C1 104.4(3) .
C4 P1 Au1 116.6(2) .
C9 P1 Au1 114.17(19) .
C1 P1 Au1 119.9(2) .
C5 P2 C18 106.8(3) .
C5 P2 C8 95.0(3) .
C18 P2 C8 108.3(3) .
C5 P2 Au2 116.3(2) .
C18 P2 Au2 112.06(19) .
C8 P2 Au2 116.7(2) .
C2 C1 P1 106.3(5) .
C2 C1 H1A 110.5 .
P1 C1 H1A 110.5 .
C2 C1 H1B 110.5 .
P1 C1 H1B 110.5 .
H1A C1 H1B 108.7 .
C3 C2 C1 111.6(7) .
C3 C2 H2A 109.3 .
C1 C2 H2A 109.3 .
C3 C2 H2B 109.3 .
C1 C2 H2B 109.3 .
H2A C2 H2B 108 .
C2 C3 C4 108.5(6) .
C2 C3 H3A 110 .
C4 C3 H3A 110 .
C2 C3 H3B 110 .
C4 C3 H3B 110 .
H3A C3 H3B 108.4 .
C3 C4 P1 104.7(5) .
C3 C4 H4A 110.8 .
P1 C4 H4A 110.8 .
C3 C4 H4B 110.8 .
P1 C4 H4B 110.8 .
H4A C4 H4B 108.9 .
C6 C5 P2 107.5(5) .
C6 C5 H5A 110.2 .
P2 C5 H5A 110.2 .
C6 C5 H5B 110.2 .
P2 C5 H5B 110.2 .
H5A C5 H5B 108.5 .
C7 C6 C5 114.4(7) .
C7 C6 H6A 108.7 .
C5 C6 H6A 108.7 .
C7 C6 H6B 108.7 .
C5 C6 H6B 108.7 .
H6A C6 H6B 107.6 .
C6 C7 C8 117.4(7) .
C6 C7 H7A 108 .
C8 C7 H7A 108 .
C6 C7 H7B 108 .
C8 C7 H7B 108 .
H7A C7 H7B 107.2 .
C7 C8 P2 105.3(5) .
C7 C8 H8A 110.7 .
P2 C8 H8A 110.7 .
C7 C8 H8B 110.7 .
P2 C8 H8B 110.7 .
H8A C8 H8B 108.8 .
C10 C9 P1 114.4(4) .
C10 C9 H9A 108.7 .
P1 C9 H9A 108.7 .
C10 C9 H9B 108.7 .
P1 C9 H9B 108.7 .
H9A C9 H9B 107.6 .
C11 C10 C9 112.2(4) .
C11 C10 H10A 109.2 .
C9 C10 H10A 109.2 .
C11 C10 H10B 109.2 .
C9 C10 H10B 109.2 .
H10A C10 H10B 107.9 .
C12 C11 C10 115.4(5) .
C12 C11 H11A 108.4 .
C10 C11 H11A 108.4 .
C12 C11 H11B 108.4 .
C10 C11 H11B 108.4 .
H11A C11 H11B 107.5 .
C13 C12 C11 113.2(5) .
C13 C12 H12A 108.9 .
C11 C12 H12A 108.9 .
C13 C12 H12B 108.9 .
C11 C12 H12B 108.9 .
H12A C12 H12B 107.8 .
C12 C13 C14 114.2(5) .
C12 C13 H13A 108.7 .
C14 C13 H13A 108.7 .
C12 C13 H13B 108.7 .
C14 C13 H13B 108.7 .
H13A C13 H13B 107.6 .
C15 C14 C13 113.3(5) .
C15 C14 H14A 108.9 .
C13 C14 H14A 108.9 .
C15 C14 H14B 108.9 .
C13 C14 H14B 108.9 .
H14A C14 H14B 107.7 .
C16 C15 C14 114.3(5) .
C16 C15 H15A 108.7 .
C14 C15 H15A 108.7 .
C16 C15 H15B 108.7 .
C14 C15 H15B 108.7 .
H15A C15 H15B 107.6 .
C15 C16 C17 114.6(5) .
C15 C16 H16A 108.6 .
C17 C16 H16A 108.6 .
C15 C16 H16B 108.6 .
C17 C16 H16B 108.6 .
H16A C16 H16B 107.6 .
C16 C17 C18 112.9(5) .
C16 C17 H17A 109 .
C18 C17 H17A 109 .
C16 C17 H17B 109 .
C18 C17 H17B 109 .
H17A C17 H17B 107.8 .
C17 C18 P2 118.4(4) .
C17 C18 H18A 107.7 .
P2 C18 H18A 107.7 .
C17 C18 H18B 107.7 .
P2 C18 H18B 107.7 .
H18A C18 H18B 107.1 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Au1 P1 2.2245(14) .
Au1 Cl1 2.2930(16) .
Au1 Au2 3.3582(3) 3_766
Au2 P2 2.2326(15) .
Au2 Cl2 2.2999(15) .
Au2 Au1 3.3582(3) 3_766
P1 C4 1.808(6) .
P1 C9 1.809(5) .
P1 C1 1.818(6) .
P2 C5 1.811(6) .
P2 C18 1.818(5) .
P2 C8 1.826(6) .
C1 C2 1.518(9) .
C1 H1A 0.97 .
C1 H1B 0.97 .
C2 C3 1.463(11) .
C2 H2A 0.97 .
C2 H2B 0.97 .
C3 C4 1.509(10) .
C3 H3A 0.97 .
C3 H3B 0.97 .
C4 H4A 0.97 .
C4 H4B 0.97 .
C5 C6 1.470(10) .
C5 H5A 0.97 .
C5 H5B 0.97 .
C6 C7 1.393(11) .
C6 H6A 0.97 .
C6 H6B 0.97 .
C7 C8 1.474(10) .
C7 H7A 0.97 .
C7 H7B 0.97 .
C8 H8A 0.97 .
C8 H8B 0.97 .
C9 C10 1.526(7) .
C9 H9A 0.97 .
C9 H9B 0.97 .
C10 C11 1.511(7) .
C10 H10A 0.97 .
C10 H10B 0.97 .
C11 C12 1.508(7) .
C11 H11A 0.97 .
C11 H11B 0.97 .
C12 C13 1.503(7) .
C12 H12A 0.97 .
C12 H12B 0.97 .
C13 C14 1.518(7) .
C13 H13A 0.97 .
C13 H13B 0.97 .
C14 C15 1.515(7) .
C14 H14A 0.97 .
C14 H14B 0.97 .
C15 C16 1.501(7) .
C15 H15A 0.97 .
C15 H15B 0.97 .
C16 C17 1.510(7) .
C16 H16A 0.97 .
C16 H16B 0.97 .
C17 C18 1.517(7) .
C17 H17A 0.97 .
C17 H17B 0.97 .
C18 H18A 0.97 .
C18 H18B 0.97 .
