#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/36/2013689.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2013689
loop_
_publ_author_name
'Hörner, Manfredo'
'Casagrande, Ivan Carlos'
'Fenner, Herton'
'Daniels, Jörg'
'Beck, Johannes'
_publ_section_title
;
 [1,3-Bis(4-nitrophenyl)triazenido](triphenylphosphine)gold(I)
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m424
_journal_page_last               m426
_journal_paper_doi               10.1107/S0108270103018481
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          '[Au (C12 H8 N5 O4) (C18 H15 P)]'
_chemical_formula_moiety         'C30 H23 Au N5 O4 P'
_chemical_formula_sum            'C30 H23 Au N5 O4 P'
_chemical_formula_weight         745.47
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                93.987(2)
_cell_angle_beta                 102.148(2)
_cell_angle_gamma                103.930(2)
_cell_formula_units_Z            2
_cell_length_a                   10.2034(4)
_cell_length_b                   10.7550(2)
_cell_length_c                   14.0941(5)
_cell_measurement_reflns_used    11145
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      1.00
_cell_volume                     1455.73(8)
_computing_cell_refinement       'HKL SCALEPACK (Otwinowski & Minor 1997)'
_computing_data_collection       'COLLECT (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL DENZO (Otwinowski & Minor 1997) and SCALEPACK'
_computing_molecular_graphics
'ORTEP-3 for Windows (Farrugia, 1997) and DIAMOND (Brandenburg, 1996)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector'
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.034
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15644
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.28
_exptl_absorpt_coefficient_mu    5.152
_exptl_absorpt_correction_T_max  0.648
_exptl_absorpt_correction_T_min  0.438
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(Alcock, 1970)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.27
_refine_diff_density_min         -1.20
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         6639
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_gt           0.047
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0698P)²+3.1565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.133
_reflns_number_gt                5647
_reflns_number_total             6639
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sq1026.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               2013689
_cod_database_fobs_code          2013689
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Au 0.04392(3) 0.48136(2) 0.193131(19) 0.04855(11) Uani d . 1 . . Au
N1 -0.1232(5) 0.4729(5) 0.0738(4) 0.0362(10) Uani d . 1 . . N
N2 -0.1732(5) 0.5756(4) 0.0686(3) 0.0341(10) Uani d . 1 . . N
N3 -0.1045(5) 0.6639(4) 0.1404(4) 0.0357(10) Uani d . 1 . . N
C1A -0.1527(6) 0.7755(6) 0.1390(4) 0.0364(12) Uani d . 1 . . C
C2A -0.2665(7) 0.7906(6) 0.0718(5) 0.0486(15) Uani d . 1 . . C
H2A -0.3161 0.7236 0.0225 0.058 Uiso calc R 1 . . H
C3A -0.3077(7) 0.9047(6) 0.0771(5) 0.0496(15) Uani d . 1 . . C
H3A -0.3844 0.9145 0.0321 0.06 Uiso calc R 1 . . H
C4A -0.2315(8) 1.0034(6) 0.1509(5) 0.0460(14) Uani d . 1 . . C
C5A -0.1167(8) 0.9917(7) 0.2177(5) 0.0552(17) Uani d . 1 . . C
H5A -0.0665 1.0595 0.2662 0.066 Uiso calc R 1 . . H
C6A -0.0773(8) 0.8787(7) 0.2118(5) 0.0539(17) Uani d . 1 . . C
H6A 0.0003 0.8702 0.2566 0.065 Uiso calc R 1 . . H
N6 -0.2785(7) 1.1216(6) 0.1574(5) 0.0543(15) Uani d . 1 . . N
O1A -0.3852(6) 1.1250(5) 0.1018(4) 0.0644(14) Uani d . 1 . . O
O2A -0.2052(8) 1.2113(6) 0.2190(5) 0.0844(19) Uani d . 1 . . O
C1B -0.1939(6) 0.3699(5) 0.0015(4) 0.0364(12) Uani d . 1 . . C
C2B -0.3204(8) 0.3624(6) -0.0624(5) 0.0493(15) Uani d . 1 . . C
H2B -0.3613 0.4306 -0.059 0.059 Uiso calc R 1 . . H
C3B -0.3861(9) 0.2562(8) -0.1304(5) 0.063(2) Uani d . 1 . . C
H3B -0.4708 0.2519 -0.1728 0.076 Uiso calc R 1 . . H
C4B -0.3232(9) 0.1539(6) -0.1351(5) 0.0555(19) Uani d . 1 . . C
C5B -0.1975(8) 0.1594(6) -0.0746(5) 0.0538(17) Uani d . 1 . . C
H5B -0.1561 0.0918 -0.0796 0.065 Uiso calc R 1 . . H
C6B -0.1321(7) 0.2676(6) -0.0053(5) 0.0464(14) Uani d . 1 . . C
H6B -0.047 0.2718 0.0366 0.056 Uiso calc R 1 . . H
N5 -0.3935(11) 0.0416(8) -0.2090(5) 0.078(2) Uani d . 1 . . N
O1B -0.5043(9) 0.0394(7) -0.2598(5) 0.099(3) Uani d . 1 . . O
O2B -0.3348(10) -0.0426(7) -0.2164(6) 0.106(3) Uani d . 1 . . O
P 0.22000(14) 0.48593(12) 0.32131(10) 0.0300(3) Uani d . 1 . . P
C1C 0.2678(5) 0.6348(5) 0.4035(4) 0.0305(10) Uani d . 1 . . C
C2C 0.2551(6) 0.7473(5) 0.3632(4) 0.0369(12) Uani d . 1 . . C
H2C 0.2169 0.7432 0.2967 0.044 Uiso calc R 1 . . H
C3C 0.2998(8) 0.8659(6) 0.4223(5) 0.0473(15) Uani d . 1 . . C
H3C 0.2933 0.9411 0.395 0.057 Uiso calc R 1 . . H
C4C 0.3537(7) 0.8720(6) 0.5218(5) 0.0451(14) Uani d . 1 . . C
H4C 0.383 0.951 0.5614 0.054 Uiso calc R 1 . . H
C5C 0.3637(7) 0.7605(7) 0.5617(5) 0.0477(15) Uani d . 1 . . C
H5C 0.3989 0.7645 0.6286 0.057 Uiso calc R 1 . . H
C6C 0.3224(6) 0.6430(6) 0.5036(4) 0.0412(13) Uani d . 1 . . C
H6C 0.331 0.5686 0.5315 0.049 Uiso calc R 1 . . H
C1D 0.3771(6) 0.4734(5) 0.2846(4) 0.0320(11) Uani d . 1 . . C
C2D 0.5019(6) 0.5664(6) 0.3177(5) 0.0411(13) Uani d . 1 . . C
H2D 0.5085 0.6376 0.3615 0.049 Uiso calc R 1 . . H
C3D 0.6172(7) 0.5522(8) 0.2848(6) 0.0576(19) Uani d . 1 . . C
H3D 0.7006 0.6159 0.305 0.069 Uiso calc R 1 . . H
C4D 0.6096(8) 0.4451(8) 0.2227(6) 0.0567(18) Uani d . 1 . . C
H4D 0.6883 0.4351 0.203 0.068 Uiso calc R 1 . . H
C5D 0.4849(9) 0.3522(7) 0.1896(5) 0.0552(18) Uani d . 1 . . C
H5D 0.4796 0.28 0.1472 0.066 Uiso calc R 1 . . H
C6D 0.3683(7) 0.3665(6) 0.2193(5) 0.0456(14) Uani d . 1 . . C
H6D 0.2839 0.3049 0.1959 0.055 Uiso calc R 1 . . H
C1E 0.1837(6) 0.3591(5) 0.3976(4) 0.0360(11) Uani d . 1 . . C
C2E 0.2779(7) 0.2876(6) 0.4314(5) 0.0483(15) Uani d . 1 . . C
H2E 0.3626 0.3033 0.4137 0.058 Uiso calc R 1 . . H
C3E 0.2459(11) 0.1952(7) 0.4902(6) 0.069(2) Uani d . 1 . . C
H3E 0.3079 0.1467 0.512 0.083 Uiso calc R 1 . . H
C4E 0.1159(13) 0.1734(8) 0.5179(7) 0.084(3) Uani d . 1 . . C
H4E 0.0938 0.1116 0.559 0.101 Uiso calc R 1 . . H
C5E 0.0294(11) 0.2392(12) 0.4860(9) 0.093(3) Uani d . 1 . . C
H5E -0.0548 0.2234 0.5045 0.112 Uiso calc R 1 . . H
C6E 0.0580(8) 0.3334(9) 0.4247(7) 0.066(2) Uani d . 1 . . C
H6E -0.0068 0.3788 0.4022 0.079 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Au Au -2.0133 8.8022 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Au P . . 178.70(13) yes
N2 N1 C1B . . 114.8(5) ?
N2 N1 Au . . 116.8(4) ?
C1B N1 Au . . 128.3(4) ?
N3 N2 N1 . . 110.4(5) yes
N2 N3 C1A . . 113.1(5) ?
N2 N3 C6B . 2_565 85.1(3) ?
C1A N3 C6B . 2_565 101.1(3) ?
C2A C1A N3 . . 125.0(5) ?
C2A C1A C6A . . 118.9(5) ?
N3 C1A C6A . . 116.1(5) ?
C1A C2A C3A . . 120.9(6) ?
C1A C2A H2A . . 119.6 ?
C3A C2A H2A . . 119.6 ?
C4A C3A C2A . . 118.4(6) ?
C4A C3A H3A . . 120.8 ?
C2A C3A H3A . . 120.8 ?
C5A C4A C3A . . 121.9(6) ?
C5A C4A N6 . . 120.3(6) ?
C3A C4A N6 . . 117.8(6) ?
C6A C5A C4A . . 119.2(6) ?
C6A C5A H5A . . 120.4 ?
C4A C5A H5A . . 120.4 ?
C5A C6A C1A . . 120.8(6) ?
C5A C6A H6A . . 119.6 ?
C1A C6A H6A . . 119.6 ?
O1A N6 O2A . . 124.4(6) ?
O1A N6 C4A . . 118.4(6) ?
O2A N6 C4A . . 117.1(7) ?
O1A N6 C6B . 1_565 83.6(4) ?
O2A N6 C6B . 1_565 87.7(5) ?
C4A N6 C6B . 1_565 98.7(4) ?
N1 C1B C2B . . 124.4(6) ?
N1 C1B C6B . . 116.6(6) ?
C2B C1B C6B . . 119.0(6) ?
C3B C2B C1B . . 121.2(7) ?
C3B C2B H2B . . 119.4 ?
C1B C2B H2B . . 119.4 ?
C2B C3B C4B . . 118.8(7) ?
C2B C3B H3B . . 120.6 ?
C4B C3B H3B . . 120.6 ?
C5B C4B C3B . . 121.4(6) ?
C5B C4B N5 . . 120.3(8) ?
C3B C4B N5 . . 118.3(8) ?
C4B C5B C6B . . 119.2(7) ?
C4B C5B H5B . . 120.4 ?
C6B C5B H5B . . 120.4 ?
C5B C6B C1B . . 120.3(7) ?
C5B C6B H6B . . 119.8 ?
C1B C6B H6B . . 119.8 ?
O1B N5 O2B . . 123.7(8) ?
O1B N5 C4B . . 118.3(10) ?
O2B N5 C4B . . 117.9(10) ?
O1B N5 O1A . 2_465 75.9(5) ?
O2B N5 O1A . 2_465 94.1(5) ?
C4B N5 O1A . 2_465 101.8(4) ?
N5 O1B N6 . 2_465 104.7(5) ?
C1C P C1E . . 104.9(3) ?
C1C P C1D . . 106.0(2) ?
C1E P C1D . . 105.8(2) ?
C1C P Au . . 111.92(17) ?
C1E P Au . . 114.72(19) ?
C1D P Au . . 112.76(18) ?
C6C C1C C2C . . 118.9(5) ?
C6C C1C P . . 123.2(4) ?
C2C C1C P . . 117.9(4) ?
C3C C2C C1C . . 120.2(5) ?
C3C C2C H2C . . 119.9 ?
C1C C2C H2C . . 119.9 ?
C4C C3C C2C . . 120.1(5) ?
C4C C3C H3C . . 120 ?
C2C C3C H3C . . 120 ?
C5C C4C C3C . . 119.6(5) ?
C5C C4C O1B . 1_666 89.5(4) ?
C3C C4C O1B . 1_666 150.9(4) ?
C5C C4C H4C . . 120.2 ?
C3C C4C H4C . . 120.2 ?
O1B C4C H4C 1_666 . 30.7 ?
C4C C5C C6C . . 120.8(6) ?
C4C C5C H5C . . 119.6 ?
C6C C5C H5C . . 119.6 ?
C5C C6C C1C . . 120.5(5) ?
C5C C6C H6C . . 119.8 ?
C1C C6C H6C . . 119.8 ?
C2D C1D C6D . . 120.0(5) ?
C2D C1D P . . 122.3(4) ?
C6D C1D P . . 117.7(5) ?
C1D C2D C3D . . 119.3(6) ?
C1D C2D H2D . . 120.4 ?
C3D C2D H2D . . 120.4 ?
C4D C3D C2D . . 120.8(7) ?
C4D C3D H3D . . 119.6 ?
C2D C3D H3D . . 119.6 ?
C3D C4D C5D . . 119.9(6) ?
C3D C4D H4D . . 120 ?
C5D C4D H4D . . 120 ?
C6D C5D C4D . . 120.1(6) ?
C6D C5D O1A . 1_645 140.8(5) ?
C4D C5D O1A . 1_645 96.7(4) ?
C6D C5D H5D . . 120 ?
C4D C5D H5D . . 120 ?
O1A C5D H5D 1_645 . 26.7 ?
C5D C6D C1D . . 119.9(6) ?
C5D C6D H6D . . 120 ?
C1D C6D H6D . . 120 ?
C6E C1E C2E . . 118.8(6) ?
C6E C1E P . . 118.4(5) ?
C2E C1E P . . 122.8(5) ?
C3E C2E C1E . . 120.2(7) ?
C3E C2E H2E . . 119.9 ?
C1E C2E H2E . . 119.9 ?
C2E C3E C4E . . 119.2(8) ?
C2E C3E H3E . . 120.4 ?
C4E C3E H3E . . 120.4 ?
C5E C4E C3E . . 120.1(8) ?
C5E C4E H4E . . 119.9 ?
C3E C4E H4E . . 119.9 ?
C4E C5E C6E . . 122.1(9) ?
C4E C5E H5E . . 119 ?
C6E C5E H5E . . 119 ?
C1E C6E C5E . . 119.5(8) ?
C1E C6E H6E . . 120.2 ?
C5E C6E H6E . . 120.2 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Au N1 . 2.108(5) yes
Au P . 2.2524(13) yes
N1 N2 . 1.324(6) yes
N1 C1B . 1.390(8) yes
N2 N3 . 1.290(7) yes
N3 C1A . 1.402(7) yes
N3 C6B 2_565 3.357(8) ?
C1A C2A . 1.386(8) ?
C1A C6A . 1.406(9) ?
C2A C3A . 1.392(9) ?
C2A H2A . 0.93 ?
C3A C4A . 1.387(10) ?
C3A H3A . 0.93 ?
C4A C5A . 1.378(10) ?
C4A N6 . 1.466(8) yes
C5A C6A . 1.371(9) ?
C5A H5A . 0.93 ?
C6A H6A . 0.93 ?
N6 O1A . 1.211(9) yes
N6 O2A . 1.227(9) yes
N6 C6B 1_565 3.282(8) ?
C1B C2B . 1.391(9) ?
C1B C6B . 1.401(9) ?
C2B C3B . 1.372(10) ?
C2B H2B . 0.93 ?
C3B C4B . 1.405(12) ?
C3B H3B . 0.93 ?
C4B C5B . 1.368(12) ?
C4B N5 . 1.467(9) yes
C5B C6B . 1.395(9) ?
C5B H5B . 0.93 ?
C6B H6B . 0.93 ?
N5 O1B . 1.198(12) yes
N5 O2B . 1.209(12) yes
N5 O1A 2_465 3.234(9) ?
O1B N6 2_465 3.136(9) ?
P C1C . 1.809(5) yes
P C1E . 1.812(6) yes
P C1D . 1.816(5) yes
C1C C6C . 1.391(8) ?
C1C C2C . 1.394(7) ?
C2C C3C . 1.394(8) ?
C2C H2C . 0.93 ?
C3C C4C . 1.384(10) ?
C3C H3C . 0.93 ?
C4C C5C . 1.376(9) ?
C4C O1B 1_666 3.304(9) ?
C4C H4C . 0.93 ?
C5C C6C . 1.378(9) ?
C5C H5C . 0.93 ?
C6C H6C . 0.93 ?
C1D C2D . 1.382(9) ?
C1D C6D . 1.394(8) ?
C2D C3D . 1.389(9) ?
C2D H2D . 0.93 ?
C3D C4D . 1.374(11) ?
C3D H3D . 0.93 ?
C4D C5D . 1.380(12) ?
C4D H4D . 0.93 ?
C5D C6D . 1.380(9) ?
C5D O1A 1_645 3.330(8) ?
C5D H5D . 0.93 ?
C6D H6D . 0.93 ?
C1E C6E . 1.384(9) ?
C1E C2E . 1.398(8) ?
C2E C3E . 1.361(10) ?
C2E H2E . 0.93 ?
C3E C4E . 1.432(15) ?
C3E H3E . 0.93 ?
C4E C5E . 1.289(15) ?
C4E H4E . 0.93 ?
C5E C6E . 1.395(13) ?
C5E H5E . 0.93 ?
C6E H6E . 0.93 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C4C H4C O1B 1_666 0.93 2.55 3.304(9) 139 y
C5D H5D O1A 1_645 0.93 2.53 3.330(8) 144 y
