#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:52:30 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179601 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/65/4506574.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_4506574
loop_
_publ_author_name
'Nasser, Nasser'
'Puddephatt, Richard J.'
_publ_section_title
;
 A Diphosphine Ligand with Amide Functionality and Its Complexes with
 Gold(I) and Silver(I): Self-Assembly of Sheet Structures
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4275
_journal_paper_doi               10.1021/cg300798p
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C36 H34 N2 O4 P2, 4(C H Cl3)'
_chemical_formula_sum            'C40 H38 Cl12 N2 O4 P2'
_chemical_formula_weight         1098.06
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                109.464(4)
_cell_angle_beta                 101.095(4)
_cell_angle_gamma                105.262(3)
_cell_formula_units_Z            1
_cell_length_a                   8.5642(10)
_cell_length_b                   12.1117(15)
_cell_length_c                   14.031(2)
_cell_measurement_reflns_used    5076
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.37
_cell_measurement_theta_min      2.60
_cell_volume                     1259.5(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0467
_diffrn_reflns_av_sigmaI/netI    0.0578
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20018
_diffrn_reflns_theta_full        26.06
_diffrn_reflns_theta_max         26.06
_diffrn_reflns_theta_min         1.62
_exptl_absorpt_coefficient_mu    0.763
_exptl_absorpt_correction_T_max  0.9775
_exptl_absorpt_correction_T_min  0.7500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.448
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             558
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.827
_refine_diff_density_min         -1.840
_refine_diff_density_rms         0.120
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4734
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.1382
_refine_ls_R_factor_gt           0.0950
_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)+(0.0969P)²+8.2328P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2290
_refine_ls_wR_factor_ref         0.2587
_reflns_number_gt                3150
_reflns_number_total             4734
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg300798p_si_001.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4506574
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Cl6 Cl -0.0248(3) 0.4035(2) 0.31504(17) 0.0765(8) Uani 1 1 d .
Cl5 Cl -0.1103(5) 0.2470(5) 0.0958(3) 0.186(3) Uani 1 1 d .
Cl4 Cl 0.0165(5) 0.5208(5) 0.1770(4) 0.161(2) Uani 1 1 d .
Cl1 Cl 0.4527(3) 0.6498(2) 0.4009(2) 0.0598(6) Uani 1 1 d .
Cl2 Cl 0.7407(3) 0.6751(3) 0.3238(2) 0.0737(8) Uani 1 1 d .
Cl3 Cl 0.7122(4) 0.5588(3) 0.4670(2) 0.0875(9) Uani 1 1 d .
P1 P 0.44356(19) 0.00640(14) 0.21368(12) 0.0216(4) Uani 1 1 d .
O1 O 0.4567(5) -0.1074(4) 0.1329(3) 0.0288(10) Uani 1 1 d .
O2 O 0.3483(6) 0.3434(4) 0.1603(3) 0.0315(10) Uani 1 1 d .
N1 N 0.4134(7) 0.2026(5) 0.0363(4) 0.0257(11) Uani 1 1 d .
C2S C 0.0261(10) 0.3880(8) 0.1991(6) 0.050(2) Uani 1 1 d .
H2SA H 0.1454 0.3890 0.2103 0.060 Uiso 1 1 calc R
C3 C -0.1025(10) -0.0908(10) 0.2281(7) 0.059(2) Uani 1 1 d .
H3A H -0.2171 -0.1117 0.2288 0.070 Uiso 1 1 calc R
C4 C -0.0498(9) -0.1824(9) 0.1717(7) 0.052(2) Uani 1 1 d .
H4A H -0.1274 -0.2662 0.1340 0.062 Uiso 1 1 calc R
C5 C 0.1175(9) -0.1525(7) 0.1697(5) 0.0378(16) Uani 1 1 d .
H5A H 0.1548 -0.2161 0.1315 0.045 Uiso 1 1 calc R
C6 C 0.2308(7) -0.0289(6) 0.2239(4) 0.0248(13) Uani 1 1 d .
C13 C 0.4870(8) 0.1396(5) 0.1810(5) 0.0265(13) Uani 1 1 d .
H13A H 0.4748 0.2104 0.2361 0.032 Uiso 1 1 calc R
H13B H 0.6052 0.1655 0.1782 0.032 Uiso 1 1 calc R
C14 C 0.3627(8) 0.1058(5) 0.0736(5) 0.0258(13) Uani 1 1 d .
H14A H 0.3594 0.0256 0.0218 0.031 Uiso 1 1 calc R
H14B H 0.2471 0.0949 0.0801 0.031 Uiso 1 1 calc R
C15 C 0.4019(7) 0.3157(5) 0.0831(5) 0.0232(12) Uani 1 1 d .
C16 C 0.4556(7) 0.4092(5) 0.0386(5) 0.0240(12) Uani 1 1 d .
C18 C 0.5501(8) 0.3961(6) -0.0310(5) 0.0292(14) Uani 1 1 d .
H18A H 0.5833 0.3250 -0.0525 0.035 Uiso 1 1 calc R
C17 C 0.4045(8) 0.5139(6) 0.0684(5) 0.0300(14) Uani 1 1 d .
H17A H 0.3374 0.5217 0.1152 0.036 Uiso 1 1 calc R
C7 C 0.5886(7) 0.0583(6) 0.3435(4) 0.0250(13) Uani 1 1 d .
C8 C 0.5933(10) -0.0346(7) 0.3785(5) 0.0430(18) Uani 1 1 d .
H8A H 0.5213 -0.1191 0.3361 0.052 Uiso 1 1 calc R
C9 C 0.7051(11) -0.0021(8) 0.4764(6) 0.057(2) Uani 1 1 d .
H9A H 0.7085 -0.0652 0.5019 0.069 Uiso 1 1 calc R
C10 C 0.8128(10) 0.1202(8) 0.5387(6) 0.0487(19) Uani 1 1 d .
H10A H 0.8888 0.1391 0.6057 0.058 Uiso 1 1 calc R
C11 C 0.8119(9) 0.2141(7) 0.5056(6) 0.0440(18) Uani 1 1 d .
H11A H 0.8856 0.2980 0.5486 0.053 Uiso 1 1 calc R
C12 C 0.6996(8) 0.1826(6) 0.4072(5) 0.0340(15) Uani 1 1 d .
H12A H 0.6974 0.2461 0.3821 0.041 Uiso 1 1 calc R
C2 C 0.0100(11) 0.0330(10) 0.2847(7) 0.061(3) Uani 1 1 d .
H2A H -0.0286 0.0950 0.3240 0.073 Uiso 1 1 calc R
C1 C 0.1788(10) 0.0663(7) 0.2839(6) 0.0425(17) Uani 1 1 d .
H1C H 0.2561 0.1500 0.3223 0.051 Uiso 1 1 calc R
C1S C 0.5997(10) 0.5804(8) 0.3621(6) 0.0467(18) Uani 1 1 d .
H1SA H 0.5370 0.4973 0.3010 0.056 Uiso 1 1 calc R
H1A H 0.451(8) 0.186(6) -0.006(5) 0.014(17) 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'
N N 0.0061 0.0033 '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
O1 P1 C13 113.7(3) .
O1 P1 C7 112.9(3) .
C13 P1 C7 105.4(3) .
O1 P1 C6 109.8(3) .
C13 P1 C6 106.8(3) .
C7 P1 C6 107.9(3) .
C15 N1 C14 121.5(5) .
C15 N1 H1A 125(5) .
C14 N1 H1A 113(5) .
Cl6 C2S Cl5 110.3(4) .
Cl6 C2S Cl4 105.9(5) .
Cl5 C2S Cl4 113.9(5) .
Cl6 C2S H2SA 108.9 .
Cl5 C2S H2SA 108.9 .
Cl4 C2S H2SA 108.9 .
C4 C3 C2 121.0(7) .
C4 C3 H3A 119.5 .
C2 C3 H3A 119.5 .
C3 C4 C5 119.8(8) .
C3 C4 H4A 120.1 .
C5 C4 H4A 120.1 .
C4 C5 C6 120.0(7) .
C4 C5 H5A 120.0 .
C6 C5 H5A 120.0 .
C5 C6 C1 120.7(6) .
C5 C6 P1 118.3(5) .
C1 C6 P1 120.9(5) .
C14 C13 P1 109.0(4) .
C14 C13 H13A 109.9 .
P1 C13 H13A 109.9 .
C14 C13 H13B 109.9 .
P1 C13 H13B 109.9 .
H13A C13 H13B 108.3 .
N1 C14 C13 110.3(5) .
N1 C14 H14A 109.6 .
C13 C14 H14A 109.6 .
N1 C14 H14B 109.6 .
C13 C14 H14B 109.6 .
H14A C14 H14B 108.1 .
O2 C15 N1 122.8(5) .
O2 C15 C16 119.6(5) .
N1 C15 C16 117.6(5) .
C18 C16 C17 119.8(5) .
C18 C16 C15 122.6(5) .
C17 C16 C15 117.6(5) .
C17 C18 C16 119.3(6) 2_665
C17 C18 H18A 120.3 2_665
C16 C18 H18A 120.3 .
C18 C17 C16 120.8(6) 2_665
C18 C17 H17A 119.6 2_665
C16 C17 H17A 119.6 .
C8 C7 C12 119.6(6) .
C8 C7 P1 115.1(5) .
C12 C7 P1 125.2(5) .
C9 C8 C7 118.3(7) .
C9 C8 H8A 120.8 .
C7 C8 H8A 120.8 .
C8 C9 C10 121.7(7) .
C8 C9 H9A 119.2 .
C10 C9 H9A 119.2 .
C11 C10 C9 121.3(7) .
C11 C10 H10A 119.4 .
C9 C10 H10A 119.4 .
C10 C11 C12 117.6(7) .
C10 C11 H11A 121.2 .
C12 C11 H11A 121.2 .
C11 C12 C7 121.5(6) .
C11 C12 H12A 119.2 .
C7 C12 H12A 119.2 .
C1 C2 C3 120.5(8) .
C1 C2 H2A 119.7 .
C3 C2 H2A 119.7 .
C2 C1 C6 117.8(8) .
C2 C1 H1C 121.1 .
C6 C1 H1C 121.1 .
Cl2 C1S Cl3 109.2(4) .
Cl2 C1S Cl1 110.1(4) .
Cl3 C1S Cl1 109.9(4) .
Cl2 C1S H1SA 109.2 .
Cl3 C1S H1SA 109.2 .
Cl1 C1S H1SA 109.2 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl6 C2S 1.728(8) .
Cl5 C2S 1.740(8) .
Cl4 C2S 1.755(9) .
Cl1 C1S 1.762(8) .
Cl2 C1S 1.730(8) .
Cl3 C1S 1.733(8) .
P1 O1 1.512(4) .
P1 C13 1.787(6) .
P1 C7 1.792(6) .
P1 C6 1.805(6) .
O2 C15 1.235(7) .
N1 C15 1.347(8) .
N1 C14 1.438(7) .
N1 H1A 0.73(6) .
C2S H2SA 1.0000 .
C3 C4 1.370(13) .
C3 C2 1.400(13) .
C3 H3A 0.9500 .
C4 C5 1.390(10) .
C4 H4A 0.9500 .
C5 C6 1.398(9) .
C5 H5A 0.9500 .
C6 C1 1.415(9) .
C13 C14 1.521(8) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.481(8) .
C16 C18 1.378(8) .
C16 C17 1.409(8) .
C18 C17 1.361(8) 2_665
C18 H18A 0.9500 .
C17 C18 1.361(8) 2_665
C17 H17A 0.9500 .
C7 C8 1.376(9) .
C7 C12 1.411(9) .
C8 C9 1.376(10) .
C8 H8A 0.9500 .
C9 C10 1.384(11) .
C9 H9A 0.9500 .
C10 C11 1.365(11) .
C10 H10A 0.9500 .
C11 C12 1.386(9) .
C11 H11A 0.9500 .
C12 H12A 0.9500 .
C2 C1 1.398(11) .
C2 H2A 0.9500 .
C1 H1C 0.9500 .
C1S H1SA 1.0000 .
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_4
C2 C3 C4 C5 -0.4(12) .
C3 C4 C5 C6 -0.9(10) .
C4 C5 C6 C1 2.0(9) .
C4 C5 C6 P1 -177.1(5) .
O1 P1 C6 C5 7.2(5) .
C13 P1 C6 C5 130.9(5) .
C7 P1 C6 C5 -116.2(5) .
O1 P1 C6 C1 -171.8(5) .
C13 P1 C6 C1 -48.1(5) .
C7 P1 C6 C1 64.8(5) .
O1 P1 C13 C14 58.7(5) .
C7 P1 C13 C14 -177.1(4) .
C6 P1 C13 C14 -62.5(5) .
C15 N1 C14 C13 -70.0(7) .
P1 C13 C14 N1 -169.5(4) .
C14 N1 C15 O2 0.2(9) .
C14 N1 C15 C16 -179.4(5) .
O2 C15 C16 C18 165.4(6) .
N1 C15 C16 C18 -14.9(9) .
O2 C15 C16 C17 -15.5(8) .
N1 C15 C16 C17 164.2(6) .
C17 C16 C18 C17 1.2(10) 2_665
C15 C16 C18 C17 -179.7(6) 2_665
C18 C16 C17 C18 -1.2(11) 2_665
C15 C16 C17 C18 179.6(6) 2_665
O1 P1 C7 C8 -46.7(6) .
C13 P1 C7 C8 -171.4(5) .
C6 P1 C7 C8 74.8(6) .
O1 P1 C7 C12 130.1(5) .
C13 P1 C7 C12 5.4(6) .
C6 P1 C7 C12 -108.4(6) .
C12 C7 C8 C9 1.3(11) .
P1 C7 C8 C9 178.3(6) .
C7 C8 C9 C10 -0.9(13) .
C8 C9 C10 C11 0.4(14) .
C9 C10 C11 C12 -0.2(12) .
C10 C11 C12 C7 0.7(11) .
C8 C7 C12 C11 -1.3(10) .
P1 C7 C12 C11 -177.9(5) .
C4 C3 C2 C1 0.7(12) .
C3 C2 C1 C6 0.3(11) .
C5 C6 C1 C2 -1.6(9) .
P1 C6 C1 C2 177.4(5) .
