# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_2634
_database_code_depnum_ccdc_archive 'CCDC 1520085'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-02-09 downloaded from the CCDC.
;
_audit_creation_date             2017-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H24 Au N4 O2, F6 P'
_chemical_formula_sum            'C14 H24 Au F6 N4 O2 P'
_chemical_formula_weight         622.31
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9762(5)
_cell_length_b                   10.6031(5)
_cell_length_c                   12.2023(6)
_cell_angle_alpha                97.617(2)
_cell_angle_beta                 110.139(2)
_cell_angle_gamma                108.416(2)
_cell_volume                     995.83(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9868
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      30.236
_cell_measurement_theta_min      2.393
_shelx_estimated_absorpt_T_max   0.418
_shelx_estimated_absorpt_T_min   0.265
_exptl_absorpt_coefficient_mu    7.539
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.5589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) 
was 0.0928 before and 0.0546 after correction. The Ratio of minimum 
to maximum transmission is 0.7489. The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.075
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.14
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            44090
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.000
_diffrn_reflns_theta_min         2.925
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 9
_diffrn_detector_type            'area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4359
_reflns_number_total             4787
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V7.66A (?, 2016)'
_computing_data_collection       
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        'SAINT V7.66A (?, 2016)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'

_refine_diff_density_max         1.061
_refine_diff_density_min         -1.048
_refine_diff_density_rms         0.115
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4787
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0247
_refine_ls_R_factor_gt           0.0193
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0089P)²+1.7358P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0383
_refine_ls_wR_factor_ref         0.0400
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C2) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim
Ueq, Uanis(C7) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C11)
\\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq,
Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18) \\sim Ueq: with sigma of
0.02 and sigma for terminal atoms of 0.04
Uanis(N1) \\sim Ueq, Uanis(N3) \\sim Ueq, Uanis(N10) \\sim Ueq, Uanis(N12)
\\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
3. Others
 Fixed Sof: H1B(0.5) H1A(0.5) H2B(0.5) H2A(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C15(H15A,H15B), C16(H16A,H16B),
 C17(H17A,H17B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C13(H13), C14(H14)
4.c Tetrahedral OH refined as rotating group:
 O1(H1B), O1(H1A), O2(H2B), O2(H2A)
4.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.5419(4) 0.4939(3) 0.6571(2) 0.0197(5) Uani 1 1 d . U . . .
C4 C 0.3822(4) 0.2683(3) 0.5677(3) 0.0262(6) Uani 1 1 d . U . . .
H4 H 0.2887 0.1812 0.5387 0.031 Uiso 1 1 calc R . . . .
C5 C 0.5318(4) 0.2958(3) 0.5564(3) 0.0250(6) Uani 1 1 d . U . . .
H5 H 0.5646 0.2320 0.5179 0.030 Uiso 1 1 calc R . . . .
C6 C 0.8068(4) 0.5092(3) 0.6269(3) 0.0254(6) Uani 1 1 d . U . . .
H6A H 0.8177 0.5984 0.6071 0.031 Uiso 1 1 calc R . . . .
H6B H 0.8330 0.4539 0.5696 0.031 Uiso 1 1 calc R . . . .
C7 C 0.9381(4) 0.5364(3) 0.7574(3) 0.0282(7) Uani 1 1 d . U . . .
H7A H 1.0552 0.5891 0.7642 0.034 Uiso 1 1 calc R . . . .
H7B H 0.9136 0.5939 0.8143 0.034 Uiso 1 1 calc R . . . .
C8 C 0.9339(4) 0.4059(3) 0.7935(3) 0.0303(7) Uani 1 1 d . U . . .
H8A H 0.8140 0.3481 0.7778 0.036 Uiso 1 1 calc R . . . .
H8B H 0.9717 0.3534 0.7429 0.036 Uiso 1 1 calc R . . . .
C9 C 0.2548(4) 0.4057(4) 0.6637(3) 0.0330(7) Uani 1 1 d . U . . .
H9A H 0.2609 0.5004 0.6701 0.040 Uiso 1 1 calc GR . . . .
H9B H 0.2707 0.3856 0.7421 0.040 Uiso 1 1 calc GR . . . .
H9C H 0.1421 0.3411 0.6020 0.040 Uiso 1 1 calc GR . . . .
C11 C 0.7304(3) 0.8866(3) 0.8594(2) 0.0187(5) Uani 1 1 d . U . . .
C13 C 0.8663(4) 1.1155(3) 0.9387(3) 0.0234(6) Uani 1 1 d . U . . .
H13 H 0.9232 1.2103 0.9456 0.028 Uiso 1 1 calc R . . . .
C14 C 0.8334(4) 1.0617(3) 1.0258(3) 0.0231(6) Uani 1 1 d . U . . .
H14 H 0.8618 1.1111 1.1059 0.028 Uiso 1 1 calc R . . . .
C15 C 0.6861(3) 0.8210(3) 1.0376(3) 0.0208(6) Uani 1 1 d . U . . .
H15A H 0.7649 0.8525 1.1246 0.025 Uiso 1 1 calc R . . . .
H15B H 0.6844 0.7305 1.0028 0.025 Uiso 1 1 calc R . . . .
C16 C 0.5056(4) 0.8043(3) 1.0248(3) 0.0225(6) Uani 1 1 d . U . . .
H16A H 0.5102 0.8916 1.0693 0.027 Uiso 1 1 calc R . . . .
H16B H 0.4305 0.7855 0.9382 0.027 Uiso 1 1 calc R . . . .
C17 C 0.4289(4) 0.6883(3) 1.0734(3) 0.0263(6) Uani 1 1 d . U . . .
H17A H 0.5134 0.6981 1.1550 0.032 Uiso 1 1 calc R . . . .
H17B H 0.3253 0.6946 1.0815 0.032 Uiso 1 1 calc R . . . .
C18 C 0.8084(4) 1.0199(3) 0.7209(3) 0.0268(6) Uani 1 1 d . U . . .
H18A H 0.7131 1.0438 0.6743 0.032 Uiso 1 1 calc GR . . . .
H18B H 0.7985 0.9322 0.6752 0.032 Uiso 1 1 calc GR . . . .
H18C H 0.9181 1.0927 0.7354 0.032 Uiso 1 1 calc GR . . . .
N1 N 0.6291(3) 0.4353(2) 0.6117(2) 0.0205(5) Uani 1 1 d . U . . .
N3 N 0.3898(3) 0.3907(2) 0.6294(2) 0.0222(5) Uani 1 1 d . U . . .
N10 N 0.7503(3) 0.9207(2) 0.9758(2) 0.0191(5) Uani 1 1 d . U . . .
N12 N 0.8017(3) 1.0063(2) 0.8373(2) 0.0202(5) Uani 1 1 d . U . . .
O1 O 1.0419(3) 0.4319(3) 0.9186(2) 0.0385(6) Uani 1 1 d . . . . .
H1B H 1.1455 0.4697 0.9301 0.046 Uiso 0.5 1 calc GR . P A -1
H1A H 1.0252 0.4906 0.9611 0.013(16) Uiso 0.5 1 calc GR . P B -2
O2 O 0.3825(3) 0.5557(2) 0.9954(3) 0.0432(6) Uani 1 1 d . . . . .
H2B H 0.4719 0.5458 0.9958 0.052 Uiso 0.5 1 calc GR . P C -1
H2A H 0.2845 0.5027 0.9864 0.04(2) Uiso 0.5 1 calc GR . P D -2
F1 F 0.8353(3) 0.2792(2) 0.4287(2) 0.0511(6) Uani 1 1 d . . . . .
F2 F 0.7010(3) 0.1331(3) 0.24175(19) 0.0579(6) Uani 1 1 d . . . . .
F3 F 0.6237(3) 0.0729(3) 0.3906(3) 0.0642(7) Uani 1 1 d . . . . .
F4 F 0.8964(3) 0.1107(3) 0.50473(19) 0.0592(6) Uani 1 1 d . . . . .
F5 F 0.9737(3) 0.1706(2) 0.3567(2) 0.0527(6) Uani 1 1 d . . . . .
F6 F 0.7644(3) -0.03440(19) 0.31778(18) 0.0400(5) Uani 1 1 d . . . . .
P P 0.79813(10) 0.12184(8) 0.37334(7) 0.02213(15) Uani 1 1 d . . . . .
Au Au 0.63031(2) 0.69167(2) 0.75333(2) 0.01974(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
C2 N1 1.348(3) . ?
C2 N3 1.348(4) . ?
C2 Au 2.015(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.341(4) . ?
C4 N3 1.380(4) . ?
C5 H5 0.9500 . ?
C5 N1 1.385(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.542(4) . ?
C6 N1 1.470(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.501(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 O1 1.431(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C9 N3 1.457(4) . ?
C11 N10 1.353(3) . ?
C11 N12 1.337(4) . ?
C11 Au 2.018(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.347(4) . ?
C13 N12 1.381(4) . ?
C14 H14 0.9500 . ?
C14 N10 1.380(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.523(4) . ?
C15 N10 1.464(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.509(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 O2 1.435(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C18 N12 1.466(4) . ?
O1 H1B 0.8400 . ?
O1 H1A 0.8400 . ?
O2 H2B 0.8400 . ?
O2 H2A 0.8400 . ?
F1 P 1.596(2) . ?
F2 P 1.583(2) . ?
F3 P 1.583(2) . ?
F4 P 1.583(2) . ?
F5 P 1.589(2) . ?
F6 P 1.5936(19) . ?

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
N1 C2 Au 126.3(2) . . ?
N3 C2 N1 105.2(2) . . ?
N3 C2 Au 128.4(2) . . ?
C5 C4 H4 126.5 . . ?
C5 C4 N3 107.0(2) . . ?
N3 C4 H4 126.5 . . ?
C4 C5 H5 126.7 . . ?
C4 C5 N1 106.7(3) . . ?
N1 C5 H5 126.7 . . ?
H6A C6 H6B 107.9 . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
N1 C6 H6A 109.3 . . ?
N1 C6 H6B 109.3 . . ?
N1 C6 C7 111.8(2) . . ?
C6 C7 H7A 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
C8 C7 C6 112.7(3) . . ?
C8 C7 H7A 109.0 . . ?
C8 C7 H7B 109.0 . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
O1 C8 C7 112.4(3) . . ?
O1 C8 H8A 109.1 . . ?
O1 C8 H8B 109.1 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
N10 C11 Au 124.8(2) . . ?
N12 C11 N10 105.3(2) . . ?
N12 C11 Au 129.8(2) . . ?
C14 C13 H13 126.5 . . ?
C14 C13 N12 106.9(2) . . ?
N12 C13 H13 126.5 . . ?
C13 C14 H14 126.8 . . ?
C13 C14 N10 106.4(2) . . ?
N10 C14 H14 126.8 . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 H15A 109.3 . . ?
C16 C15 H15B 109.3 . . ?
N10 C15 H15A 109.3 . . ?
N10 C15 H15B 109.3 . . ?
N10 C15 C16 111.5(2) . . ?
C15 C16 H16A 109.2 . . ?
C15 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C17 C16 C15 111.8(2) . . ?
C17 C16 H16A 109.2 . . ?
C17 C16 H16B 109.2 . . ?
C16 C17 H17A 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 107.9 . . ?
O2 C17 C16 111.7(2) . . ?
O2 C17 H17A 109.3 . . ?
O2 C17 H17B 109.3 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N12 C18 H18A 109.5 . . ?
N12 C18 H18B 109.5 . . ?
N12 C18 H18C 109.5 . . ?
C2 N1 C5 110.5(2) . . ?
C2 N1 C6 123.9(2) . . ?
C5 N1 C6 125.5(2) . . ?
C2 N3 C4 110.6(2) . . ?
C2 N3 C9 124.5(2) . . ?
C4 N3 C9 124.8(3) . . ?
C11 N10 C14 110.7(2) . . ?
C11 N10 C15 124.1(2) . . ?
C14 N10 C15 125.2(2) . . ?
C11 N12 C13 110.8(2) . . ?
C11 N12 C18 124.6(2) . . ?
C13 N12 C18 124.6(2) . . ?
C8 O1 H1B 109.5 . . ?
C8 O1 H1A 109.5 . . ?
C17 O2 H2B 109.5 . . ?
C17 O2 H2A 109.5 . . ?
F2 P F1 89.95(13) . . ?
F2 P F3 90.78(15) . . ?
F2 P F5 89.57(14) . . ?
F2 P F6 90.07(12) . . ?
F3 P F1 90.59(13) . . ?
F3 P F5 179.63(16) . . ?
F3 P F6 90.49(12) . . ?
F4 P F1 90.12(13) . . ?
F4 P F2 179.62(15) . . ?
F4 P F3 89.59(15) . . ?
F4 P F5 90.06(14) . . ?
F4 P F6 89.85(12) . . ?
F5 P F1 89.53(12) . . ?
F5 P F6 89.39(11) . . ?
F6 P F1 178.92(12) . . ?
C2 Au C11 175.93(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1B O2 0.84 1.84 2.667(3) 165.6 1_655
O2 H2A O1 0.84 1.89 2.667(3) 154.3 1_455

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
C4 C5 N1 C2 0.2(3) . . . . ?
C4 C5 N1 C6 176.4(3) . . . . ?
C5 C4 N3 C2 -0.2(3) . . . . ?
C5 C4 N3 C9 -178.2(3) . . . . ?
C6 C7 C8 O1 -173.5(2) . . . . ?
C7 C6 N1 C2 73.3(3) . . . . ?
C7 C6 N1 C5 -102.5(3) . . . . ?
C13 C14 N10 C11 -0.4(3) . . . . ?
C13 C14 N10 C15 -178.3(2) . . . . ?
C14 C13 N12 C11 -0.2(3) . . . . ?
C14 C13 N12 C18 179.0(3) . . . . ?
C15 C16 C17 O2 -72.2(3) . . . . ?
C16 C15 N10 C11 -91.5(3) . . . . ?
C16 C15 N10 C14 86.1(3) . . . . ?
N1 C2 N3 C4 0.3(3) . . . . ?
N1 C2 N3 C9 178.3(3) . . . . ?
N1 C6 C7 C8 60.7(3) . . . . ?
N3 C2 N1 C5 -0.3(3) . . . . ?
N3 C2 N1 C6 -176.6(2) . . . . ?
N3 C4 C5 N1 0.0(3) . . . . ?
N10 C11 N12 C13 0.0(3) . . . . ?
N10 C11 N12 C18 -179.3(2) . . . . ?
N10 C15 C16 C17 172.3(2) . . . . ?
N12 C11 N10 C14 0.3(3) . . . . ?
N12 C11 N10 C15 178.1(2) . . . . ?
N12 C13 C14 N10 0.4(3) . . . . ?
Au C2 N1 C5 176.7(2) . . . . ?
Au C2 N1 C6 0.4(4) . . . . ?
Au C2 N3 C4 -176.6(2) . . . . ?
Au C2 N3 C9 1.4(4) . . . . ?
Au C11 N10 C14 175.73(19) . . . . ?
Au C11 N10 C15 -6.4(4) . . . . ?
Au C11 N12 C13 -175.2(2) . . . . ?
Au C11 N12 C18 5.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4256f
_database_code_depnum_ccdc_archive 'CCDC 1520089'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-02-09 downloaded from the CCDC.
;
_audit_creation_date             2015-11-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.21 svn.r3230 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        TD45
_chemical_formula_moiety         'C26 H42 Au N6 O8, F6 P'
_chemical_formula_sum            'C26 H42 Au F6 N6 O8 P'
_chemical_formula_weight         908.59
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Au Au -4.4197 7.2980 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.3278(6)
_cell_length_b                   9.1978(4)
_cell_length_c                   32.2351(14)
_cell_angle_alpha                90
_cell_angle_beta                 90.654(3)
_cell_angle_gamma                90
_cell_volume                     3654.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9987
_cell_measurement_temperature    100
_cell_measurement_theta_max      72.35
_cell_measurement_theta_min      4.49
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.712
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.3786
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1652 before and 0.0874 after correction.
The Ratio of minimum to maximum transmission is 0.5024.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1808
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1129
_diffrn_reflns_av_unetI/netI     0.0721
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            33756
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.750
_diffrn_reflns_theta_min         3.585
_diffrn_ambient_temperature      100.01
_diffrn_detector                 'Bruker Photon100 detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8-Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5887
_reflns_number_total             6473
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         3.807
_refine_diff_density_min         -8.124
_refine_diff_density_rms         0.261
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.242
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         6473
_refine_ls_number_restraints     158
_refine_ls_R_factor_all          0.1198
_refine_ls_R_factor_gt           0.1095
_refine_ls_restrained_S_all      1.230
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+217.9087P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2425
_refine_ls_wR_factor_ref         0.2480
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.837(3) 0.163(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N6-C20
 1.46 with sigma of 0.001
 C12-C9
 1.5 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C12 \\sim C11 \\sim C9 \\sim C10: within 2A with sigma of 0.003 and sigma for
terminal atoms of 0.006
F1 \\sim F5 \\sim F3 \\sim F6 \\sim F4 \\sim F2: within 2A with sigma of 0.003
and sigma for terminal atoms of 0.006
Uanis(C25) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C20) \\sim Ueq, Uanis(C18)
\\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq,
Uanis(C14) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(N4) \\sim Ueq, Uanis(C16)
\\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(F1) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F3) \\sim Ueq, Uanis(F6) \\sim
Ueq, Uanis(F4) \\sim Ueq, Uanis(F2) \\sim Ueq: with sigma of 0.002 and sigma
for terminal atoms of 0.004
Uanis(C3) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(N6) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C12) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C17) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(N1) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
5.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C17(H17A,H17B), C18(H18A,H18B),
 C20(H20A,H20B)
5.b Me refined with riding coordinates:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C23(H23A,H23B,
 H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
5.c Aromatic/amide H refined with riding coordinates:
 N3(H3), N6(H6), C2(H2), C3(H3A), C15(H15), C16(H16)
5.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au 0.23411(7) 0.53636(8) 0.44671(3) 0.0221(2) Uani 1 1 d . . . . .
O1 O 0.0786(11) 0.7668(15) 0.3643(4) 0.025(3) Uani 1 1 d . . . . .
O2 O 0.1432(13) 0.7663(18) 0.2350(5) 0.038(4) Uani 1 1 d . . . . .
O3 O 0.1934(13) 0.9331(16) 0.3894(5) 0.034(4) Uani 1 1 d . . . . .
O4 O 0.1628(14) 0.9480(17) 0.2828(5) 0.041(4) Uani 1 1 d . . . . .
O5 O 0.3324(12) 0.2367(15) 0.4010(5) 0.031(3) Uani 1 1 d . . . . .
O6 O 0.3321(17) 0.2930(17) 0.2383(5) 0.046(5) Uani 1 1 d . . . . .
O7 O 0.4000(14) 0.112(2) 0.3484(5) 0.044(4) Uani 1 1 d . . . . .
O8 O 0.3302(14) 0.4498(17) 0.2921(5) 0.043(4) Uani 1 1 d . . . . .
N1 N -0.0045(13) 0.6197(18) 0.4412(5) 0.023(3) Uani 1 1 d . U . . .
N2 N 0.0191(13) 0.3910(19) 0.4472(6) 0.027(4) Uani 1 1 d . . . . .
N3 N 0.2138(14) 0.722(2) 0.2980(5) 0.030(4) Uani 1 1 d . . . . .
H3 H 0.2139 0.6297 0.2907 0.036 Uiso 1 1 calc R . . . .
N4 N 0.4668(14) 0.4311(19) 0.4523(6) 0.029(4) Uani 1 1 d . U . . .
N5 N 0.4605(12) 0.6554(17) 0.4360(5) 0.019(3) Uani 1 1 d . . . . .
N6 N 0.2456(13) 0.2355(18) 0.2948(4) 0.026(4) Uani 1 1 d D U . . .
H6 H 0.2151 0.1653 0.2803 0.032 Uiso 1 1 calc R . . . .
C1 C 0.0699(13) 0.5135(18) 0.4449(6) 0.015(3) Uani 1 1 d . U . . .
C2 C -0.1062(17) 0.564(2) 0.4402(7) 0.030(5) Uani 1 1 d . U . . .
H2 H -0.1724 0.6159 0.4375 0.036 Uiso 1 1 calc R . . . .
C3 C -0.0935(18) 0.416(2) 0.4441(7) 0.033(5) Uani 1 1 d . U . . .
H3A H -0.1494 0.3447 0.4446 0.040 Uiso 1 1 calc R . . . .
C4 C 0.0119(16) 0.777(2) 0.4357(7) 0.027(5) Uani 1 1 d . . . . .
H4A H 0.0856 0.8028 0.4456 0.033 Uiso 1 1 calc R . . . .
H4B H -0.0409 0.8299 0.4530 0.033 Uiso 1 1 calc R . . . .
C5 C -0.0015(17) 0.823(2) 0.3916(7) 0.031(5) Uani 1 1 d . . . . .
H5A H -0.0739 0.7914 0.3815 0.037 Uiso 1 1 calc R . . . .
H5B H 0.0005 0.9304 0.3904 0.037 Uiso 1 1 calc R . . . .
C6 C 0.1762(18) 0.832(2) 0.3668(6) 0.024(4) Uani 1 1 d . . . . .
C7 C 0.2589(16) 0.769(2) 0.3378(6) 0.024(4) Uani 1 1 d . U . . .
H7A H 0.3157 0.8424 0.3328 0.028 Uiso 1 1 calc R . . . .
H7B H 0.2941 0.6842 0.3514 0.028 Uiso 1 1 calc R . . . .
C8 C 0.1721(18) 0.824(3) 0.2728(7) 0.034(5) Uani 1 1 d . . . . .
C9 C 0.106(2) 0.859(3) 0.2008(10) 0.062(4) Uani 1 1 d D U . . .
C10 C 0.008(3) 0.939(3) 0.2143(10) 0.063(5) Uani 1 1 d . U . . .
H10A H -0.0388 0.8738 0.2300 0.094 Uiso 1 1 calc R . . . .
H10B H -0.0313 0.9757 0.1899 0.094 Uiso 1 1 calc R . . . .
H10C H 0.0302 1.0211 0.2320 0.094 Uiso 1 1 calc R . . . .
C11 C 0.077(3) 0.747(4) 0.1680(10) 0.061(5) Uani 1 1 d . U . . .
H11A H 0.1368 0.7384 0.1483 0.092 Uiso 1 1 calc R . . . .
H11B H 0.0110 0.7769 0.1532 0.092 Uiso 1 1 calc R . . . .
H11C H 0.0649 0.6524 0.1813 0.092 Uiso 1 1 calc R . . . .
C12 C 0.198(2) 0.953(3) 0.1869(10) 0.064(5) Uani 1 1 d D U . . .
H12A H 0.2137 1.0265 0.2081 0.096 Uiso 1 1 calc GR . . . .
H12B H 0.1781 1.0011 0.1608 0.096 Uiso 1 1 calc GR . . . .
H12C H 0.2625 0.8926 0.1827 0.096 Uiso 1 1 calc GR . . . .
C13 C 0.0614(17) 0.247(2) 0.4502(7) 0.031(5) Uani 1 1 d . U . . .
H13A H 0.0739 0.2087 0.4223 0.047 Uiso 1 1 calc R . . . .
H13B H 0.0092 0.1849 0.4646 0.047 Uiso 1 1 calc R . . . .
H13C H 0.1300 0.2487 0.4659 0.047 Uiso 1 1 calc R . . . .
C14 C 0.4006(14) 0.548(2) 0.4461(6) 0.022(4) Uani 1 1 d . U . . .
C15 C 0.5718(18) 0.477(3) 0.4440(8) 0.038(5) Uani 1 1 d . . . . .
H15 H 0.6350 0.4183 0.4455 0.046 Uiso 1 1 calc R . . . .
C16 C 0.5693(19) 0.617(3) 0.4334(7) 0.035(5) Uani 1 1 d . U . . .
H16 H 0.6286 0.6770 0.4259 0.042 Uiso 1 1 calc R . . . .
C17 C 0.4319(17) 0.285(2) 0.4630(6) 0.025(4) Uani 1 1 d . U . . .
H17A H 0.3607 0.2913 0.4768 0.029 Uiso 1 1 calc R . . . .
H17B H 0.4844 0.2434 0.4831 0.029 Uiso 1 1 calc R . . . .
C18 C 0.4217(19) 0.184(3) 0.4266(7) 0.036(5) Uani 1 1 d . U . . .
H18A H 0.4897 0.1840 0.4106 0.043 Uiso 1 1 calc R . . . .
H18B H 0.4070 0.0842 0.4362 0.043 Uiso 1 1 calc R . . . .
C19 C 0.3308(17) 0.189(2) 0.3625(7) 0.028(5) Uani 1 1 d . . . . .
C20 C 0.2291(17) 0.243(2) 0.3396(4) 0.026(4) Uani 1 1 d D U . . .
H20A H 0.1662 0.1819 0.3472 0.032 Uiso 1 1 calc R . . . .
H20B H 0.2136 0.3443 0.3478 0.032 Uiso 1 1 calc R . . . .
C21 C 0.305(2) 0.331(2) 0.2763(8) 0.039(6) Uani 1 1 d . . . . .
C22 C 0.407(3) 0.378(3) 0.2113(9) 0.055(8) Uani 1 1 d . . . . .
C23 C 0.514(2) 0.407(3) 0.2344(10) 0.056(7) Uani 1 1 d . . . . .
H23A H 0.4996 0.4650 0.2593 0.084 Uiso 1 1 calc R . . . .
H23B H 0.5630 0.4604 0.2163 0.084 Uiso 1 1 calc R . . . .
H23C H 0.5469 0.3144 0.2425 0.084 Uiso 1 1 calc R . . . .
C24 C 0.347(3) 0.516(4) 0.2001(11) 0.066(8) Uani 1 1 d . U . . .
H24A H 0.2737 0.4910 0.1899 0.098 Uiso 1 1 calc R . . . .
H24B H 0.3859 0.5679 0.1785 0.098 Uiso 1 1 calc R . . . .
H24C H 0.3408 0.5776 0.2248 0.098 Uiso 1 1 calc R . . . .
C25 C 0.420(3) 0.288(4) 0.1758(11) 0.071(9) Uani 1 1 d . U . . .
H25A H 0.4623 0.2021 0.1834 0.107 Uiso 1 1 calc R . . . .
H25B H 0.4575 0.3426 0.1542 0.107 Uiso 1 1 calc R . . . .
H25C H 0.3483 0.2579 0.1654 0.107 Uiso 1 1 calc R . . . .
C26 C 0.4257(18) 0.805(2) 0.4310(7) 0.028(5) Uani 1 1 d . U . . .
H26A H 0.4099 0.8237 0.4016 0.042 Uiso 1 1 calc R . . . .
H26B H 0.4834 0.8699 0.4407 0.042 Uiso 1 1 calc R . . . .
H26C H 0.3602 0.8211 0.4473 0.042 Uiso 1 1 calc R . . . .
P P 0.2670(4) 0.9822(5) 0.54148(16) 0.0270(11) Uani 1 1 d . . . . .
F1 F 0.2932(16) 0.821(2) 0.5401(6) 0.079(6) Uani 1 1 d . U . . .
F2 F 0.3783(13) 1.0070(17) 0.5184(5) 0.056(4) Uani 1 1 d . U . . .
F3 F 0.2390(14) 1.1465(16) 0.5383(5) 0.062(4) Uani 1 1 d . U . . .
F4 F 0.1583(14) 0.9460(19) 0.5646(6) 0.069(5) Uani 1 1 d . U . . .
F5 F 0.332(2) 1.020(3) 0.5819(9) 0.120(9) Uani 1 1 d . U . . .
F6 F 0.198(3) 0.961(4) 0.5020(13) 0.170(13) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au C1 2.036(16) . ?
Au C14 2.056(17) . ?
O1 C5 1.43(3) . ?
O1 C6 1.34(2) . ?
O2 C8 1.37(3) . ?
O2 C9 1.46(3) . ?
O3 C6 1.20(2) . ?
O4 C8 1.19(3) . ?
O5 C18 1.45(3) . ?
O5 C19 1.32(3) . ?
O6 C21 1.32(3) . ?
O6 C22 1.50(3) . ?
O7 C19 1.20(3) . ?
O8 C21 1.24(3) . ?
N1 C1 1.34(2) . ?
N1 C2 1.36(3) . ?
N1 C4 1.47(2) . ?
N2 C1 1.29(2) . ?
N2 C3 1.41(3) . ?
N2 C13 1.43(3) . ?
N3 H3 0.8800 . ?
N3 C7 1.46(3) . ?
N3 C8 1.34(3) . ?
N4 C14 1.37(2) . ?
N4 C15 1.39(3) . ?
N4 C17 1.45(3) . ?
N5 C14 1.27(2) . ?
N5 C16 1.39(3) . ?
N5 C26 1.45(2) . ?
N6 H6 0.8800 . ?
N6 C20 1.4599(10) . ?
N6 C21 1.29(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.38(3) . ?
C3 H3A 0.9500 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.49(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.51(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.48(4) . ?
C9 C11 1.52(4) . ?
C9 C12 1.501(10) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 H15 0.9500 . ?
C15 C16 1.33(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.50(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.53(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C22 C23 1.53(4) . ?
C22 C24 1.51(4) . ?
C22 C25 1.42(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
P F1 1.517(19) . ?
P F2 1.586(17) . ?
P F3 1.553(16) . ?
P F4 1.576(18) . ?
P F5 1.56(3) . ?
P F6 1.53(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 Au C14 176.4(7) . . ?
C6 O1 C5 115.3(16) . . ?
C8 O2 C9 121(2) . . ?
C19 O5 C18 115.4(16) . . ?
C21 O6 C22 124.4(19) . . ?
C1 N1 C2 110.9(16) . . ?
C1 N1 C4 129.1(16) . . ?
C2 N1 C4 119.9(16) . . ?
C1 N2 C3 109.4(17) . . ?
C1 N2 C13 129.6(16) . . ?
C3 N2 C13 120.9(17) . . ?
C7 N3 H3 121.0 . . ?
C8 N3 H3 121.0 . . ?
C8 N3 C7 118.0(18) . . ?
C14 N4 C15 106.6(17) . . ?
C14 N4 C17 125.9(17) . . ?
C15 N4 C17 127.3(18) . . ?
C14 N5 C16 112.4(17) . . ?
C14 N5 C26 126.1(16) . . ?
C16 N5 C26 121.3(17) . . ?
C20 N6 H6 119.6 . . ?
C21 N6 H6 119.6 . . ?
C21 N6 C20 120.7(17) . . ?
N1 C1 Au 127.2(13) . . ?
N2 C1 Au 124.8(13) . . ?
N2 C1 N1 108.0(15) . . ?
N1 C2 H2 127.2 . . ?
N1 C2 C3 105.6(18) . . ?
C3 C2 H2 127.2 . . ?
N2 C3 H3A 126.9 . . ?
C2 C3 N2 106.1(19) . . ?
C2 C3 H3A 126.9 . . ?
N1 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
N1 C4 C5 112.4(18) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
O1 C5 C4 114.6(17) . . ?
O1 C5 H5A 108.6 . . ?
O1 C5 H5B 108.6 . . ?
C4 C5 H5A 108.6 . . ?
C4 C5 H5B 108.6 . . ?
H5A C5 H5B 107.6 . . ?
O1 C6 C7 113.8(16) . . ?
O3 C6 O1 122(2) . . ?
O3 C6 C7 124(2) . . ?
N3 C7 C6 113.9(17) . . ?
N3 C7 H7A 108.8 . . ?
N3 C7 H7B 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
O4 C8 O2 126(2) . . ?
O4 C8 N3 123(2) . . ?
N3 C8 O2 111.3(19) . . ?
O2 C9 C10 109(2) . . ?
O2 C9 C11 101(2) . . ?
O2 C9 C12 109(2) . . ?
C10 C9 C11 111(3) . . ?
C10 C9 C12 115(3) . . ?
C12 C9 C11 111(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C14 Au 123.4(14) . . ?
N5 C14 Au 128.7(14) . . ?
N5 C14 N4 107.5(15) . . ?
N4 C15 H15 125.5 . . ?
C16 C15 N4 109(2) . . ?
C16 C15 H15 125.5 . . ?
N5 C16 H16 127.8 . . ?
C15 C16 N5 104(2) . . ?
C15 C16 H16 127.8 . . ?
N4 C17 H17A 108.7 . . ?
N4 C17 H17B 108.7 . . ?
N4 C17 C18 114.2(18) . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
O5 C18 C17 107.3(18) . . ?
O5 C18 H18A 110.3 . . ?
O5 C18 H18B 110.3 . . ?
C17 C18 H18A 110.3 . . ?
C17 C18 H18B 110.3 . . ?
H18A C18 H18B 108.5 . . ?
O5 C19 C20 110.5(16) . . ?
O7 C19 O5 123(2) . . ?
O7 C19 C20 126(2) . . ?
N6 C20 C19 109.8(16) . . ?
N6 C20 H20A 109.7 . . ?
N6 C20 H20B 109.7 . . ?
C19 C20 H20A 109.7 . . ?
C19 C20 H20B 109.7 . . ?
H20A C20 H20B 108.2 . . ?
O8 C21 O6 123(2) . . ?
O8 C21 N6 123(2) . . ?
N6 C21 O6 113.6(19) . . ?
O6 C22 C23 110(2) . . ?
O6 C22 C24 106(2) . . ?
C24 C22 C23 113(3) . . ?
C25 C22 O6 104(2) . . ?
C25 C22 C23 113(3) . . ?
C25 C22 C24 111(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C22 C25 H25A 109.5 . . ?
C22 C25 H25B 109.5 . . ?
C22 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N5 C26 H26A 109.5 . . ?
N5 C26 H26B 109.5 . . ?
N5 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
F1 P F2 86.6(10) . . ?
F1 P F3 174.5(10) . . ?
F1 P F4 89.4(10) . . ?
F1 P F5 97.7(13) . . ?
F1 P F6 88.0(16) . . ?
F3 P F2 91.3(9) . . ?
F3 P F4 92.7(10) . . ?
F3 P F5 87.2(12) . . ?
F4 P F2 176.0(9) . . ?
F5 P F2 85.4(12) . . ?
F5 P F4 94.9(13) . . ?
F6 P F2 95.8(16) . . ?
F6 P F3 87.2(16) . . ?
F6 P F4 84.3(16) . . ?
F6 P F5 174.3(18) . . ?

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
O1 C6 C7 N3 36(2) . . . . ?
O3 C6 C7 N3 -142(2) . . . . ?
O5 C19 C20 N6 159.8(17) . . . . ?
O7 C19 C20 N6 -21(3) . . . . ?
N1 C2 C3 N2 0(2) . . . . ?
N1 C4 C5 O1 -66(2) . . . . ?
N4 C15 C16 N5 1(3) . . . . ?
N4 C17 C18 O5 -67(2) . . . . ?
C1 N1 C2 C3 1(2) . . . . ?
C1 N1 C4 C5 100(2) . . . . ?
C1 N2 C3 C2 -1(3) . . . . ?
C2 N1 C1 Au 178.8(15) . . . . ?
C2 N1 C1 N2 -1(2) . . . . ?
C2 N1 C4 C5 -76(2) . . . . ?
C3 N2 C1 Au -178.9(15) . . . . ?
C3 N2 C1 N1 1(2) . . . . ?
C4 N1 C1 Au 3(3) . . . . ?
C4 N1 C1 N2 -177.1(19) . . . . ?
C4 N1 C2 C3 177.1(19) . . . . ?
C5 O1 C6 O3 -3(3) . . . . ?
C5 O1 C6 C7 179.5(16) . . . . ?
C6 O1 C5 C4 -76(2) . . . . ?
C7 N3 C8 O2 173.7(17) . . . . ?
C7 N3 C8 O4 -6(3) . . . . ?
C8 O2 C9 C10 -59(3) . . . . ?
C8 O2 C9 C11 -176(2) . . . . ?
C8 O2 C9 C12 67(3) . . . . ?
C8 N3 C7 C6 65(2) . . . . ?
C9 O2 C8 O4 6(4) . . . . ?
C9 O2 C8 N3 -173.8(19) . . . . ?
C13 N2 C1 Au -2(3) . . . . ?
C13 N2 C1 N1 178(2) . . . . ?
C13 N2 C3 C2 -178(2) . . . . ?
C14 N4 C15 C16 0(3) . . . . ?
C14 N4 C17 C18 97(2) . . . . ?
C14 N5 C16 C15 -1(3) . . . . ?
C15 N4 C14 Au 171.9(16) . . . . ?
C15 N4 C14 N5 -1(2) . . . . ?
C15 N4 C17 C18 -79(3) . . . . ?
C16 N5 C14 Au -170.9(16) . . . . ?
C16 N5 C14 N4 2(2) . . . . ?
C17 N4 C14 Au -5(3) . . . . ?
C17 N4 C14 N5 -177.8(18) . . . . ?
C17 N4 C15 C16 177(2) . . . . ?
C18 O5 C19 O7 -3(3) . . . . ?
C18 O5 C19 C20 176.1(17) . . . . ?
C19 O5 C18 C17 161.2(18) . . . . ?
C20 N6 C21 O6 165.5(19) . . . . ?
C20 N6 C21 O8 -17(4) . . . . ?
C21 O6 C22 C23 54(3) . . . . ?
C21 O6 C22 C24 -69(3) . . . . ?
C21 O6 C22 C25 174(3) . . . . ?
C21 N6 C20 C19 -76(2) . . . . ?
C22 O6 C21 O8 7(4) . . . . ?
C22 O6 C21 N6 -175(2) . . . . ?
C26 N5 C14 Au 15(3) . . . . ?
C26 N5 C14 N4 -172.8(17) . . . . ?
C26 N5 C16 C15 173.3(19) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.837(3)
2 0.163(3)
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2586
_database_code_depnum_ccdc_archive 'CCDC 1520083'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-02-09 downloaded from the CCDC.
;
_audit_creation_date             2017-01-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H20 Au N4 O2, F6 P'
_chemical_formula_sum            'C12 H20 Au F6 N4 O2 P'
_chemical_formula_weight         594.26
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   16.423(4)
_cell_length_b                   12.458(2)
_cell_length_c                   10.897(2)
_cell_angle_alpha                90
_cell_angle_beta                 124.758(6)
_cell_angle_gamma                90
_cell_volume                     1831.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9905
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      28.86
_cell_measurement_theta_min      2.542
_shelx_estimated_absorpt_T_max   0.735
_shelx_estimated_absorpt_T_min   0.291
_exptl_absorpt_coefficient_mu    8.192
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.3926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1369 before and 0.1024 after correction.
 The Ratio of minimum to maximum transmission is 0.53.
 The λ/2 correction factor is Not present

Final HKLF 4 output contains 41088 reflections, Rint = 0.1196
 (22234 with I > 3sig(I), Rint = 0.0955)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.155
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0915
_diffrn_reflns_av_unetI/netI     0.1067
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_number            2078
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.993
_diffrn_reflns_theta_min         3.019
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 9
_diffrn_detector_type            'area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1620
_reflns_number_total             2078
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.256
_refine_diff_density_min         -2.036
_refine_diff_density_rms         0.262
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2078
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0638
_refine_ls_R_factor_gt           0.0407
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0913
_refine_ls_wR_factor_ref         0.0984
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H1B(0.5) H1A(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5)
3.c Tetrahedral OH refined as rotating group:
 O1(H1B), O1(H1A)
3.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au 0.37076(3) 0.5000 -0.00932(4) 0.01954(16) Uani 1 2 d S T P . .
O1 O 0.4784(4) 0.3867(4) 0.3574(6) 0.0273(13) Uani 1 1 d . . . . .
H1B H 0.4939 0.3993 0.4439 0.041 Uiso 0.5 1 calc GR . . A -1
H1A H 0.4953 0.4494 0.3529 0.041 Uiso 0.5 1 calc GR . . B -2
N1 N 0.4454(5) 0.2739(5) 0.0931(7) 0.0218(15) Uani 1 1 d . . . . .
N3 N 0.2980(5) 0.2718(5) -0.1072(7) 0.0281(16) Uani 1 1 d . . . . .
C2 C 0.3714(5) 0.3391(6) -0.0088(7) 0.0174(16) Uani 1 1 d . . . . .
C4 C 0.3283(7) 0.1654(6) -0.0688(10) 0.033(2) Uani 1 1 d . . . . .
H4 H 0.2908 0.1038 -0.1229 0.039 Uiso 1 1 calc R . . . .
C5 C 0.4199(7) 0.1654(6) 0.0581(10) 0.035(2) Uani 1 1 d . . . . .
H5 H 0.4592 0.1047 0.1125 0.042 Uiso 1 1 calc R . . . .
C6 C 0.5414(5) 0.3113(6) 0.2231(8) 0.0230(18) Uani 1 1 d . . . . .
H6A H 0.5541 0.3846 0.2028 0.028 Uiso 1 1 calc R . . . .
H6B H 0.5944 0.2639 0.2368 0.028 Uiso 1 1 calc R . . . .
C7 C 0.5464(6) 0.3128(6) 0.3649(8) 0.0262(18) Uani 1 1 d . . . . .
H7A H 0.5319 0.2400 0.3843 0.031 Uiso 1 1 calc R . . . .
H7B H 0.6144 0.3323 0.4492 0.031 Uiso 1 1 calc R . . . .
C8 C 0.2047(6) 0.3061(7) -0.2443(8) 0.036(2) Uani 1 1 d . . . . .
H8A H 0.1839 0.3747 -0.2268 0.053 Uiso 1 1 calc GR . . . .
H8B H 0.1535 0.2519 -0.2733 0.053 Uiso 1 1 calc GR . . . .
H8C H 0.2145 0.3144 -0.3245 0.053 Uiso 1 1 calc GR . . . .
P P 0.3003(2) 0.0000 0.5770(3) 0.0265(7) Uani 1 2 d S T P . .
F1 F 0.3007(4) 0.1277(3) 0.5775(5) 0.0449(14) Uani 1 1 d . . . . .
F3 F 0.2235(5) 0.0000 0.6226(7) 0.0376(17) Uani 1 2 d S T P . .
F4 F 0.3907(5) 0.0000 0.7513(7) 0.0447(19) Uani 1 2 d S T P . .
F5 F 0.3787(6) 0.0000 0.5346(10) 0.062(2) Uani 1 2 d S T P . .
F6 F 0.2109(5) 0.0000 0.4041(7) 0.0385(18) Uani 1 2 d S T P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au C2 2.004(7) . ?
Au C2 2.004(7) 6_565 ?
O1 H1B 0.8400 . ?
O1 H1A 0.8400 . ?
O1 C7 1.413(9) . ?
N1 C2 1.352(9) . ?
N1 C5 1.403(10) . ?
N1 C6 1.471(10) . ?
N3 C2 1.354(9) . ?
N3 C4 1.393(10) . ?
N3 C8 1.466(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.343(13) . ?
C5 H5 0.9500 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.500(10) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
P F1 1.591(4) . ?
P F1 1.591(4) 6 ?
P F3 1.598(8) . ?
P F4 1.611(7) . ?
P F5 1.597(9) . ?
P F6 1.598(7) . ?

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
C2 Au C2 179.5(4) . 6_565 ?
C7 O1 H1B 109.5 . . ?
C7 O1 H1A 109.5 . . ?
C2 N1 C5 111.5(6) . . ?
C2 N1 C6 124.7(6) . . ?
C5 N1 C6 123.8(7) . . ?
C2 N3 C4 110.3(7) . . ?
C2 N3 C8 124.6(7) . . ?
C4 N3 C8 124.7(7) . . ?
N1 C2 Au 127.1(5) . . ?
N1 C2 N3 104.8(6) . . ?
N3 C2 Au 128.0(5) . . ?
N3 C4 H4 126.0 . . ?
C5 C4 N3 108.0(7) . . ?
C5 C4 H4 126.0 . . ?
N1 C5 H5 127.3 . . ?
C4 C5 N1 105.3(7) . . ?
C4 C5 H5 127.3 . . ?
N1 C6 H6A 108.9 . . ?
N1 C6 H6B 108.9 . . ?
N1 C6 C7 113.3(6) . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
O1 C7 C6 111.7(6) . . ?
O1 C7 H7A 109.3 . . ?
O1 C7 H7B 109.3 . . ?
C6 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 107.9 . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8B 109.5 . . ?
N3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
F1 P F1 179.6(5) . 6 ?
F1 P F3 90.1(2) 6 . ?
F1 P F3 90.1(2) . . ?
F1 P F4 89.8(2) . . ?
F1 P F4 89.8(2) 6 . ?
F1 P F5 89.9(2) . . ?
F1 P F5 89.9(2) 6 . ?
F1 P F6 90.2(2) . . ?
F1 P F6 90.2(2) 6 . ?
F3 P F4 89.6(4) . . ?
F5 P F3 178.9(4) . . ?
F5 P F4 89.3(4) . . ?
F5 P F6 90.5(4) . . ?
F6 P F3 90.6(4) . . ?
F6 P F4 179.8(5) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3866f
_database_code_depnum_ccdc_archive 'CCDC 1520090'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-02-09 downloaded from the CCDC.
;
_audit_creation_date             2015-01-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.12.26 svn.r3119 for OlexSys, GUI svn.r4975)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        TD34
_chemical_formula_moiety         'C28 H46 Au N6 O8, Br'
_chemical_formula_sum            'C28 H46 Au Br N6 O8'
_chemical_formula_weight         871.58
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_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'

_cell_length_a                   12.0304(11)
_cell_length_b                   17.8122(17)
_cell_length_c                   16.3585(17)
_cell_angle_alpha                90
_cell_angle_beta                 98.112(3)
_cell_angle_gamma                90
_cell_volume                     3470.4(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4907
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.10
_cell_measurement_theta_min      2.534
_shelx_estimated_absorpt_T_max   0.812
_shelx_estimated_absorpt_T_min   0.612
_exptl_absorpt_coefficient_mu    5.444
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5287
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
SADABS-2014/4 (Bruker,2014/4) was used for absorption correction.
wR2(int) was 0.0943 before and 0.0589 after correction.
The Ratio of minimum to maximum transmission is 0.7087.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.668
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1736
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_av_unetI/netI     0.0748
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10330
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.180
_diffrn_reflns_theta_min         2.534
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker X8-KappaApexII'
_diffrn_measurement_method       'fine slicing ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4097
_reflns_number_total             5079
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2008)'
_refine_diff_density_max         4.847
_refine_diff_density_min         -7.696
_refine_diff_density_rms         0.262
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.332
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         5079
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1204
_refine_ls_R_factor_gt           0.0956
_refine_ls_restrained_S_all      1.334
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+138.1979P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2196
_refine_ls_wR_factor_ref         0.2370
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C13S) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Sof(C13S)=Sof(H13C)=Sof(H13D)=Sof(C14S)=Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B), C13(H13A,H13B), C13S(H13C,H13D)
4.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C3(H3A), C2(H2)
4.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C14S(H14D,H14E,H14F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au 1.0000 0.48565(4) 0.7500 0.0601(3) Uani 1 2 d S T P . .
Br Br 0.5000 0.71170(7) 0.7500 0.0219(3) Uani 1 2 d S T P . .
O1 O 0.7405(7) 0.3849(5) 0.5364(6) 0.0397(19) Uani 1 1 d . . . . .
O2 O 0.6283(9) 0.2851(5) 0.5457(7) 0.054(3) Uani 1 1 d . . . . .
O3 O 0.4197(9) 0.4171(6) 0.5603(7) 0.059(3) Uani 1 1 d . . . . .
N1 N 0.7586(7) 0.4337(5) 0.7040(6) 0.0281(18) Uani 1 1 d . . . . .
N2 N 0.7649(8) 0.5483(6) 0.7433(9) 0.049(3) Uani 1 1 d . U . . .
O4 O 0.2810(7) 0.3597(5) 0.4719(6) 0.049(2) Uani 1 1 d . . . . .
C4 C 0.7898(9) 0.3580(6) 0.6828(8) 0.037(2) Uani 1 1 d . . . . .
H4A H 0.7252 0.3240 0.6852 0.044 Uiso 1 1 calc R . . . .
H4B H 0.8525 0.3405 0.7241 0.044 Uiso 1 1 calc R . . . .
C1 C 0.8301(9) 0.4879(6) 0.7324(10) 0.044(3) Uani 1 1 d . . . . .
N3 N 0.4537(8) 0.3616(6) 0.4423(7) 0.044(3) Uani 1 1 d . . . . .
H3 H 0.4276 0.3325 0.4005 0.053 Uiso 1 1 calc R . . . .
C6 C 0.6467(10) 0.3449(8) 0.5160(9) 0.046(3) Uani 1 1 d . . . . .
C5 C 0.8242(10) 0.3536(8) 0.5991(10) 0.048(3) Uani 1 1 d . . . . .
H5A H 0.8957 0.3811 0.5991 0.058 Uiso 1 1 calc R . . . .
H5B H 0.8373 0.3004 0.5856 0.058 Uiso 1 1 calc R . . . .
C3 C 0.6534(9) 0.5310(7) 0.7231(9) 0.039(3) Uani 1 1 d . . . . .
H3A H 0.5915 0.5635 0.7262 0.047 Uiso 1 1 calc R . . . .
C2 C 0.6485(9) 0.4592(7) 0.6979(8) 0.035(2) Uani 1 1 d . . . . .
H2 H 0.5825 0.4312 0.6795 0.042 Uiso 1 1 calc R . . . .
C7 C 0.5683(11) 0.3864(8) 0.4520(8) 0.045(3) Uani 1 1 d . . . . .
H7A H 0.5703 0.4404 0.4667 0.054 Uiso 1 1 calc R . . . .
H7B H 0.5964 0.3816 0.3982 0.054 Uiso 1 1 calc R . . . .
C9 C 0.1919(13) 0.3720(8) 0.5252(10) 0.057(4) Uani 1 1 d . . . . .
C8 C 0.3871(10) 0.3823(7) 0.4964(8) 0.041(3) Uani 1 1 d . . . . .
C10 C 0.2177(17) 0.3291(10) 0.6034(12) 0.081(6) Uani 1 1 d . . . . .
H10A H 0.2303 0.2763 0.5909 0.121 Uiso 1 1 calc GR . . . .
H10B H 0.1544 0.3330 0.6350 0.121 Uiso 1 1 calc GR . . . .
H10C H 0.2853 0.3498 0.6361 0.121 Uiso 1 1 calc GR . . . .
C11 C 0.0887(14) 0.3403(10) 0.4703(12) 0.073(6) Uani 1 1 d . . . . .
H11A H 0.0716 0.3714 0.4207 0.110 Uiso 1 1 calc GR . . . .
H11B H 0.0243 0.3404 0.5009 0.110 Uiso 1 1 calc GR . . . .
H11C H 0.1042 0.2888 0.4542 0.110 Uiso 1 1 calc GR . . . .
C13 C 0.8022(18) 0.6232(11) 0.754(2) 0.037(7) Uani 0.53(3) 1 d . . . A 1
H13A H 0.8636 0.6331 0.7206 0.045 Uiso 0.53(3) 1 calc R . . A 1
H13B H 0.7400 0.6586 0.7362 0.045 Uiso 0.53(3) 1 calc R . . A 1
C12 C 0.1765(17) 0.4554(10) 0.5375(16) 0.090(8) Uani 1 1 d . . . . .
H12A H 0.2381 0.4744 0.5777 0.134 Uiso 1 1 calc GR . . . .
H12B H 0.1048 0.4643 0.5579 0.134 Uiso 1 1 calc GR . . . .
H12C H 0.1766 0.4815 0.4847 0.134 Uiso 1 1 calc GR . . . .
C14 C 0.840(3) 0.6304(18) 0.837(2) 0.055(9) Uani 0.53(3) 1 d . . . A 1
H14A H 0.8676 0.6816 0.8490 0.082 Uiso 0.53(3) 1 calc GR . . A 1
H14B H 0.9014 0.5947 0.8533 0.082 Uiso 0.53(3) 1 calc GR . . A 1
H14C H 0.7784 0.6199 0.8688 0.082 Uiso 0.53(3) 1 calc GR . . A 1
C13S C 0.811(3) 0.618(2) 0.805(2) 0.036(7) Uani 0.47(3) 1 d . U . A 2
H13C H 0.7485 0.6414 0.8294 0.043 Uiso 0.47(3) 1 calc R . . A 2
H13D H 0.8690 0.6005 0.8498 0.043 Uiso 0.47(3) 1 calc R . . A 2
C14S C 0.859(2) 0.6717(13) 0.747(2) 0.047(8) Uani 0.47(3) 1 d . . . A 2
H14D H 0.8063 0.6774 0.6958 0.070 Uiso 0.47(3) 1 calc GR . . A 2
H14E H 0.9305 0.6517 0.7334 0.070 Uiso 0.47(3) 1 calc GR . . A 2
H14F H 0.8725 0.7208 0.7735 0.070 Uiso 0.47(3) 1 calc GR . . A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au C1 2.024(10) . ?
Au C1 2.024(10) 2_756 ?
O1 C6 1.336(14) . ?
O1 C5 1.444(17) . ?
O2 C6 1.204(17) . ?
O3 C8 1.232(15) . ?
N1 C4 1.455(13) . ?
N1 C1 1.332(15) . ?
N1 C2 1.390(12) . ?
N2 C1 1.358(14) . ?
N2 C3 1.371(15) . ?
N2 C13 1.41(2) . ?
N2 C13S 1.64(4) . ?
O4 C9 1.490(14) . ?
O4 C8 1.344(14) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.487(19) . ?
N3 H3 0.8800 . ?
N3 C7 1.435(15) . ?
N3 C8 1.326(15) . ?
C6 C7 1.50(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C3 H3A 0.9500 . ?
C3 C2 1.342(17) . ?
C2 H2 0.9500 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C9 C10 1.49(3) . ?
C9 C11 1.53(2) . ?
C9 C12 1.51(2) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.39(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C13S H13C 0.9900 . ?
C13S H13D 0.9900 . ?
C13S C14S 1.53(5) . ?
C14S H14D 0.9800 . ?
C14S H14E 0.9800 . ?
C14S H14F 0.9800 . ?

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 Au C1 177.8(6) . 2_756 ?
C6 O1 C5 116.8(11) . . ?
C1 N1 C4 125.4(9) . . ?
C1 N1 C2 110.5(9) . . ?
C2 N1 C4 124.1(9) . . ?
C1 N2 C3 110.7(10) . . ?
C1 N2 C13 125.8(12) . . ?
C1 N2 C13S 121.9(15) . . ?
C3 N2 C13 121.7(12) . . ?
C3 N2 C13S 123.3(14) . . ?
C8 O4 C9 120.9(10) . . ?
N1 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
N1 C4 C5 112.5(10) . . ?
H4A C4 H4B 107.8 . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
N1 C1 Au 128.7(8) . . ?
N1 C1 N2 105.2(9) . . ?
N2 C1 Au 125.9(9) . . ?
C7 N3 H3 119.9 . . ?
C8 N3 H3 119.9 . . ?
C8 N3 C7 120.1(11) . . ?
O1 C6 C7 109.7(11) . . ?
O2 C6 O1 124.6(14) . . ?
O2 C6 C7 125.7(12) . . ?
O1 C5 C4 112.1(9) . . ?
O1 C5 H5A 109.2 . . ?
O1 C5 H5B 109.2 . . ?
C4 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
N2 C3 H3A 126.7 . . ?
C2 C3 N2 106.6(10) . . ?
C2 C3 H3A 126.7 . . ?
N1 C2 H2 126.6 . . ?
C3 C2 N1 106.8(10) . . ?
C3 C2 H2 126.6 . . ?
N3 C7 C6 115.1(11) . . ?
N3 C7 H7A 108.5 . . ?
N3 C7 H7B 108.5 . . ?
C6 C7 H7A 108.5 . . ?
C6 C7 H7B 108.5 . . ?
H7A C7 H7B 107.5 . . ?
O4 C9 C11 101.1(11) . . ?
O4 C9 C12 109.5(11) . . ?
C10 C9 O4 110.4(14) . . ?
C10 C9 C11 111.6(13) . . ?
C10 C9 C12 113.9(15) . . ?
C12 C9 C11 109.6(17) . . ?
O3 C8 O4 125.3(11) . . ?
O3 C8 N3 123.8(11) . . ?
N3 C8 O4 110.9(10) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C13 H13A 110.7 . . ?
N2 C13 H13B 110.7 . . ?
H13A C13 H13B 108.8 . . ?
C14 C13 N2 105(2) . . ?
C14 C13 H13A 110.7 . . ?
C14 C13 H13B 110.7 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C13S H13C 111.3 . . ?
N2 C13S H13D 111.3 . . ?
H13C C13S H13D 109.2 . . ?
C14S C13S N2 102(3) . . ?
C14S C13S H13C 111.3 . . ?
C14S C13S H13D 111.3 . . ?
C13S C14S H14D 109.5 . . ?
C13S C14S H14E 109.5 . . ?
C13S C14S H14F 109.5 . . ?
H14D C14S H14E 109.5 . . ?
H14D C14S H14F 109.5 . . ?
H14E C14S H14F 109.5 . . ?

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
O1 C6 C7 N3 -162.5(10) . . . . ?
O2 C6 C7 N3 16.7(19) . . . . ?
N1 C4 C5 O1 -53.4(14) . . . . ?
N2 C3 C2 N1 0.4(15) . . . . ?
C4 N1 C1 Au 3(2) . . . . ?
C4 N1 C1 N2 179.8(11) . . . . ?
C4 N1 C2 C3 179.7(11) . . . . ?
C1 N1 C4 C5 -81.4(15) . . . . ?
C1 N1 C2 C3 0.2(15) . . . . ?
C1 N2 C3 C2 -0.9(17) . . . . ?
C1 N2 C13 C14 -85(3) . . . . ?
C1 N2 C13S C14S 92(2) . . . . ?
C6 O1 C5 C4 -72.6(14) . . . . ?
C5 O1 C6 O2 -0.7(18) . . . . ?
C5 O1 C6 C7 178.6(10) . . . . ?
C3 N2 C1 Au 177.8(11) . . . . ?
C3 N2 C1 N1 1.0(17) . . . . ?
C3 N2 C13 C14 111(2) . . . . ?
C3 N2 C13S C14S -113(2) . . . . ?
C2 N1 C4 C5 99.2(13) . . . . ?
C2 N1 C1 Au -177.4(10) . . . . ?
C2 N1 C1 N2 -0.8(15) . . . . ?
C7 N3 C8 O3 -7(2) . . . . ?
C7 N3 C8 O4 173.7(12) . . . . ?
C9 O4 C8 O3 -4(2) . . . . ?
C9 O4 C8 N3 176.0(12) . . . . ?
C8 O4 C9 C10 -63.8(15) . . . . ?
C8 O4 C9 C11 178.0(13) . . . . ?
C8 O4 C9 C12 62(2) . . . . ?
C8 N3 C7 C6 78.1(17) . . . . ?
C13 N2 C1 Au 13(3) . . . . ?
C13 N2 C1 N1 -164(2) . . . . ?
C13 N2 C3 C2 165(2) . . . . ?
C13 N2 C13S C14S -16(2) . . . . ?
C13S N2 C1 Au -24(2) . . . . ?
C13S N2 C1 N1 159.1(18) . . . . ?
C13S N2 C3 C2 -158.7(19) . . . . ?
C13S N2 C13 C14 8(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
#END---------------------------------------------------------------------------

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3716
_database_code_depnum_ccdc_archive 'CCDC 1520087'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-02-09 downloaded from the CCDC.
;
_audit_creation_date             2014-10-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4862)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C22 H26 Au N4 O2, Br'
_chemical_formula_sum            'C22 H26 Au Br N4 O2'
_chemical_formula_weight         655.34
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.4734(10)
_cell_length_b                   14.2194(10)
_cell_length_c                   11.8904(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.142(6)
_cell_angle_gamma                90.00
_cell_volume                     2264.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5855
_cell_measurement_temperature    123
_cell_measurement_theta_max      29.26
_cell_measurement_theta_min      2.81
_exptl_absorpt_coefficient_mu    8.285
_exptl_absorpt_correction_T_max  0.5082
_exptl_absorpt_correction_T_min  0.2484
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            clear
_exptl_crystal_colour_lustre     clear
_exptl_crystal_density_diffrn    1.922
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plank
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1547
_diffrn_reflns_av_unetI/netI     0.0951
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11112
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.81
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_source_voltage           50
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2145
_reflns_number_total             2222
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         4.917
_refine_diff_density_min         -11.835
_refine_diff_density_rms         0.481
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.368
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2222
_refine_ls_number_restraints     55
_refine_ls_R_factor_all          0.1482
_refine_ls_R_factor_gt           0.1461
_refine_ls_restrained_S_all      1.354
_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)+(0.0001P)²+623.7133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3493
_refine_ls_wR_factor_ref         0.3503
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C10-C11
 1.5 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C5) \\sim
Ueq, Uanis(C6) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C11)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
4.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6)
4.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
4.d Idealised tetrahedral OH refined as rotating group:
 O(H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Au Au 0.0000 0.31519(12) 0.2500 0.0326(5) Uani 1 d . . 2 S T P
O O 0.135(2) 0.105(2) -0.042(2) 0.062(8) Uani 1 d . . 1 . . .
H H 0.1320 0.0709 0.0152 0.093 Uiso 1 calc . . 1 GR . .
N1 N -0.080(2) 0.2483(17) 0.016(2) 0.037(6) Uani 1 d . . 1 . . .
N2 N -0.1424(18) 0.3849(19) 0.056(2) 0.035(6) Uani 1 d . . 1 . U .
C1 C -0.079(2) 0.314(2) 0.094(2) 0.036(6) Uani 1 d . . 1 . . .
C2 C -0.143(3) 0.272(3) -0.079(3) 0.047(8) Uani 1 d . . 1 . U .
C3 C -0.183(2) 0.357(2) -0.059(3) 0.040(7) Uani 1 d . . 1 . U .
C4 C -0.166(3) 0.223(3) -0.182(3) 0.051(9) Uani 1 d . . 1 . U .
H4 H -0.1364 0.1645 -0.1992 0.061 Uiso 1 calc . . 1 R . .
C5 C -0.237(4) 0.271(3) -0.258(4) 0.070(12) Uani 1 d . . 1 . U .
H5 H -0.2565 0.2417 -0.3288 0.084 Uiso 1 calc . . 1 R . .
C6 C -0.281(4) 0.353(3) -0.237(4) 0.071(12) Uani 1 d . . 1 . U .
H6 H -0.3289 0.3791 -0.2926 0.085 Uiso 1 calc . . 1 R . .
C7 C -0.256(3) 0.400(3) -0.137(3) 0.049(8) Uani 1 d . . 1 . U .
C8 C -0.012(3) 0.165(2) 0.023(3) 0.060(13) Uani 1 d . . 1 . . .
H8A H -0.0461 0.1115 -0.0175 0.072 Uiso 1 calc . . 1 R . .
H8B H 0.0054 0.1471 0.1029 0.072 Uiso 1 calc . . 1 R . .
C9 C 0.081(2) 0.189(2) -0.030(3) 0.043(7) Uani 1 d . . 1 . U .
H9A H 0.0636 0.2189 -0.1048 0.051 Uiso 1 calc . . 1 R . .
H9B H 0.1222 0.2343 0.0187 0.051 Uiso 1 calc . . 1 R . .
C10 C -0.165(3) 0.469(2) 0.108(4) 0.054(10) Uani 1 d . . 1 D . .
H10A H -0.1653 0.4582 0.1898 0.065 Uiso 1 calc . . 1 R . .
H10B H -0.2332 0.4891 0.0773 0.065 Uiso 1 calc . . 1 R . .
C11 C -0.093(4) 0.547(3) 0.090(5) 0.082(14) Uani 1 d . . 1 D U .
H11A H -0.0253 0.5267 0.1166 0.123 Uiso 1 calc . . 1 GR . .
H11B H -0.1104 0.6027 0.1322 0.123 Uiso 1 calc . . 1 GR . .
H11C H -0.0972 0.5621 0.0091 0.123 Uiso 1 calc . . 1 GR . .
Br Br 0.0000 0.0185(4) -0.2500 0.078(2) Uani 1 d . . 2 S T P


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
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
Au C1 2.04(3) 2 ?
Au C1 2.04(3) . ?
O H 0.8400 . ?
O C9 1.42(4) . ?
N1 C1 1.31(4) . ?
N1 C2 1.39(4) . ?
N1 C8 1.49(4) . ?
N2 C1 1.37(4) . ?
N2 C3 1.47(4) . ?
N2 C10 1.40(5) . ?
C2 C3 1.36(5) . ?
C2 C4 1.42(5) . ?
C3 C7 1.41(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.42(6) . ?
C5 H5 0.9500 . ?
C5 C6 1.34(6) . ?
C6 H6 0.9500 . ?
C6 C7 1.37(6) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.50(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.499(10) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

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 Au C1 178.8(19) 2 . ?
C9 O H 109.5 . . ?
C1 N1 C2 111(3) . . ?
C1 N1 C8 125(3) . . ?
C2 N1 C8 124(3) . . ?
C1 N2 C3 106(2) . . ?
C1 N2 C10 130(3) . . ?
C10 N2 C3 124(3) . . ?
N1 C1 Au 128(2) . . ?
N1 C1 N2 110(3) . . ?
N2 C1 Au 123(2) . . ?
N1 C2 C4 130(3) . . ?
C3 C2 N1 107(3) . . ?
C3 C2 C4 123(3) . . ?
C2 C3 N2 107(3) . . ?
C2 C3 C7 122(3) . . ?
C7 C3 N2 131(3) . . ?
C2 C4 H4 123.8 . . ?
C5 C4 C2 112(4) . . ?
C5 C4 H4 123.8 . . ?
C4 C5 H5 117.2 . . ?
C6 C5 C4 126(5) . . ?
C6 C5 H5 117.2 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 121(4) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 C3 117(4) . . ?
N1 C8 H8A 109.8 . . ?
N1 C8 H8B 109.8 . . ?
N1 C8 C9 109(3) . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 H8A 109.8 . . ?
C9 C8 H8B 109.8 . . ?
O C9 C8 108(3) . . ?
O C9 H9A 110.1 . . ?
O C9 H9B 110.1 . . ?
C8 C9 H9A 110.1 . . ?
C8 C9 H9B 110.1 . . ?
H9A C9 H9B 108.4 . . ?
N2 C10 H10A 108.9 . . ?
N2 C10 H10B 108.9 . . ?
N2 C10 C11 113(3) . . ?
H10A C10 H10B 107.7 . . ?
C11 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

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
N1 C2 C3 N2 -1(4) . . . . ?
N1 C2 C3 C7 -177(3) . . . . ?
N1 C2 C4 C5 178(4) . . . . ?
N1 C8 C9 O -169(3) . . . . ?
N2 C3 C7 C6 -177(4) . . . . ?
C1 Au C1 N1 -27(3) 2 . . . ?
C1 Au C1 N2 152(2) 2 . . . ?
C1 N1 C2 C3 1(4) . . . . ?
C1 N1 C2 C4 179(4) . . . . ?
C1 N1 C8 C9 -90(4) . . . . ?
C1 N2 C3 C2 2(3) . . . . ?
C1 N2 C3 C7 176(4) . . . . ?
C1 N2 C10 C11 85(5) . . . . ?
C2 N1 C1 Au 180(2) . . . . ?
C2 N1 C1 N2 1(4) . . . . ?
C2 N1 C8 C9 82(4) . . . . ?
C2 C3 C7 C6 -3(5) . . . . ?
C2 C4 C5 C6 0(6) . . . . ?
C3 N2 C1 Au 180(2) . . . . ?
C3 N2 C1 N1 -1(3) . . . . ?
C3 N2 C10 C11 -92(4) . . . . ?
C3 C2 C4 C5 -3(5) . . . . ?
C4 C2 C3 N2 180(3) . . . . ?
C4 C2 C3 C7 5(5) . . . . ?
C4 C5 C6 C7 1(7) . . . . ?
C5 C6 C7 C3 0(6) . . . . ?
C8 N1 C1 Au -8(5) . . . . ?
C8 N1 C1 N2 173(3) . . . . ?
C8 N1 C2 C3 -172(3) . . . . ?
C8 N1 C2 C4 6(6) . . . . ?
C10 N2 C1 Au 2(4) . . . . ?
C10 N2 C1 N1 -179(3) . . . . ?
C10 N2 C3 C2 180(3) . . . . ?
C10 N2 C3 C7 -6(5) . . . . ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4859f
_database_code_depnum_ccdc_archive 'CCDC 1520086'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-02-09 downloaded from the CCDC.
;
_audit_creation_date             2017-01-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        TD43
_chemical_formula_moiety         'C16 H28 Au N4 O2, F6 P'
_chemical_formula_sum            'C16 H28 Au F6 N4 O2 P'
_chemical_formula_weight         650.36
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           70
_space_group_name_H-M_alt        'F d d d'
_space_group_name_Hall           '-F 2uv 2vw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'

_cell_length_a                   13.6194(6)
_cell_length_b                   17.9428(9)
_cell_length_c                   36.8915(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9015.2(7)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9941
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.610
_cell_measurement_theta_min      2.503
_shelx_estimated_absorpt_T_max   0.776
_shelx_estimated_absorpt_T_min   0.284
_exptl_absorpt_coefficient_mu    6.667
_exptl_absorpt_correction_T_max  0.7990
_exptl_absorpt_correction_T_min  0.3554
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 
0.0830 before and 0.0509 after correction. The Ratio of minimum to maximum 
transmission is 0.4448. The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.917
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             5056
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 0.00 1.00 0.020
0.00 0.00 -1.00 0.017
-1.00 1.00 0.00 0.059
1.00 -1.00 0.00 0.040
1.00 1.00 0.00 0.112
-1.00 -1.00 0.00 0.104
0.00 -2.00 -1.00 0.091

_exptl_crystal_size_max          0.252
_exptl_crystal_size_mid          0.145
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            31712
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_min         3.339
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'ApexII detector'
_diffrn_detector_area_resol_mean 8
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker X8-KappaApexII'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_type              ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2068
_reflns_number_total             2468
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         1.337
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2468
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0238
_refine_ls_restrained_S_all      1.169
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0244P)²+72.1746P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0546
_refine_ls_wR_factor_ref         0.0590
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid body (RIGU) restrains
 F2, F3, F2A, P1, F3A, F1, F4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(F2A)=Sof(F3A)=1-FVAR(1)
 Sof(F2)=Sof(F3)=FVAR(1)
 Fixed Sof: H1A(0.5) H1B(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C7(H7A,H7B)
4.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3)
4.c Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C)
4.d Idealised tetrahedral OH refined as rotating group:
 O1(H1A), O1(H1B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au 0.3750 0.3750 0.42094(2) 0.02681(8) Uani 1 2 d S T P . .
O1 O 0.6606(4) 0.2040(4) 0.50143(12) 0.0959(17) Uani 1 1 d . . . . .
H1A H 0.6521 0.1674 0.5153 0.144 Uiso 0.5 1 calc GR . . A 1
H1B H 0.7117 0.2278 0.5068 0.31(19) Uiso 0.5 1 calc GR . . A 2
N1 N 0.5797(3) 0.30717(19) 0.42792(8) 0.0303(7) Uani 1 1 d . . . . .
N2 N 0.5871(2) 0.4243(2) 0.41716(9) 0.0302(7) Uani 1 1 d . . . . .
C1 C 0.5237(3) 0.3675(2) 0.42196(9) 0.0265(8) Uani 1 1 d . . . . .
C2 C 0.6782(3) 0.3257(3) 0.42671(11) 0.0355(9) Uani 1 1 d . . . . .
H2 H 0.7321 0.2928 0.4301 0.043 Uiso 1 1 calc R . . . .
C3 C 0.6832(3) 0.3988(3) 0.41994(10) 0.0348(9) Uani 1 1 d . . . . .
H3 H 0.7412 0.4277 0.4175 0.042 Uiso 1 1 calc R . . . .
C4 C 0.5410(3) 0.2334(2) 0.43719(12) 0.0382(10) Uani 1 1 d . . . . .
H4A H 0.5934 0.1957 0.4342 0.046 Uiso 1 1 calc R . . . .
H4B H 0.4869 0.2206 0.4203 0.046 Uiso 1 1 calc R . . . .
C5 C 0.5030(3) 0.2308(3) 0.47593(12) 0.0442(11) Uani 1 1 d . . . . .
H5A H 0.4464 0.2651 0.4782 0.053 Uiso 1 1 calc R . . . .
H5B H 0.4793 0.1798 0.4812 0.053 Uiso 1 1 calc R . . . .
C6 C 0.5787(4) 0.2517(4) 0.50348(14) 0.0576(14) Uani 1 1 d . . . . .
H6A H 0.6000 0.3038 0.4993 0.069 Uiso 1 1 calc R . . . .
H6B H 0.5497 0.2488 0.5280 0.069 Uiso 1 1 calc R . . . .
C7 C 0.5579(3) 0.5020(2) 0.41232(12) 0.0378(10) Uani 1 1 d . . . . .
H7A H 0.4961 0.5040 0.3982 0.045 Uiso 1 1 calc R . . . .
H7B H 0.6092 0.5285 0.3983 0.045 Uiso 1 1 calc R . . . .
C8 C 0.5432(4) 0.5405(3) 0.44813(14) 0.0507(12) Uani 1 1 d . . . . .
H8A H 0.4933 0.5139 0.4622 0.076 Uiso 1 1 calc GR . . . .
H8B H 0.5215 0.5919 0.4439 0.076 Uiso 1 1 calc GR . . . .
H8C H 0.6053 0.5409 0.4616 0.076 Uiso 1 1 calc GR . . . .
P1 P 0.3750 0.67872(7) 0.3750 0.0283(3) Uani 1 2 d S TU P . .
F1 F 0.3750 0.76759(19) 0.3750 0.0647(12) Uani 1 2 d S TU P B .
F2 F 0.4285(19) 0.6881(10) 0.4105(6) 0.066(6) Uani 0.198(13) 1 d . U . B 1
F3 F 0.2735(14) 0.6801(8) 0.3949(7) 0.059(6) Uani 0.198(13) 1 d . U . B 1
F4 F 0.3750 0.58989(17) 0.3750 0.0403(8) Uani 1 2 d S TU P B .
F2A F 0.3572(7) 0.6770(3) 0.41720(11) 0.092(3) Uani 0.802(13) 1 d . U . B 2
F3A F 0.2604(3) 0.6777(2) 0.3689(2) 0.075(2) Uani 0.802(13) 1 d . U . B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au C1 2.030(4) 2 ?
Au C1 2.030(4) . ?
O1 H1A 0.8400 . ?
O1 H1B 0.8400 . ?
O1 C6 1.409(6) . ?
N1 C1 1.343(5) . ?
N1 C2 1.383(5) . ?
N1 C4 1.466(5) . ?
N2 C1 1.347(5) . ?
N2 C3 1.390(5) . ?
N2 C7 1.460(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.336(7) . ?
C3 H3 0.9500 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.521(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.496(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.505(7) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
P1 F1 1.595(4) . ?
P1 F2 1.509(17) . ?
P1 F2 1.509(17) 3 ?
P1 F3 1.565(15) . ?
P1 F3 1.565(15) 3 ?
P1 F4 1.594(3) . ?
P1 F2A 1.576(4) . ?
P1 F2A 1.576(4) 3 ?
P1 F3A 1.577(4) . ?
P1 F3A 1.577(4) 3 ?

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 Au C1 177.88(18) 2 . ?
C6 O1 H1A 109.5 . . ?
C6 O1 H1B 109.5 . . ?
C1 N1 C2 110.6(3) . . ?
C1 N1 C4 124.2(3) . . ?
C2 N1 C4 125.0(4) . . ?
C1 N2 C3 110.1(3) . . ?
C1 N2 C7 124.3(3) . . ?
C3 N2 C7 125.5(3) . . ?
N1 C1 Au 128.5(3) . . ?
N1 C1 N2 105.5(3) . . ?
N2 C1 Au 126.0(3) . . ?
N1 C2 H2 126.6 . . ?
C3 C2 N1 106.9(4) . . ?
C3 C2 H2 126.6 . . ?
N2 C3 H3 126.6 . . ?
C2 C3 N2 106.9(4) . . ?
C2 C3 H3 126.6 . . ?
N1 C4 H4A 109.3 . . ?
N1 C4 H4B 109.3 . . ?
N1 C4 C5 111.7(3) . . ?
H4A C4 H4B 107.9 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C4 C5 H5A 108.9 . . ?
C4 C5 H5B 108.9 . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 C4 113.4(4) . . ?
C6 C5 H5A 108.9 . . ?
C6 C5 H5B 108.9 . . ?
O1 C6 C5 110.9(5) . . ?
O1 C6 H6A 109.5 . . ?
O1 C6 H6B 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
N2 C7 H7A 109.3 . . ?
N2 C7 H7B 109.3 . . ?
N2 C7 C8 111.6(3) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
F2 P1 F1 83.6(7) 3 . ?
F2 P1 F1 83.6(7) . . ?
F2 P1 F2 167.1(14) . 3 ?
F2 P1 F3 91.0(12) 3 3 ?
F2 P1 F3 88.8(12) 3 . ?
F2 P1 F3 91.0(12) . . ?
F2 P1 F3 88.8(12) . 3 ?
F2 P1 F4 96.4(7) . . ?
F2 P1 F4 96.4(7) 3 . ?
F3 P1 F1 89.1(5) . . ?
F3 P1 F1 89.1(5) 3 . ?
F3 P1 F3 178.2(11) . 3 ?
F3 P1 F4 90.9(5) . . ?
F3 P1 F4 90.9(5) 3 . ?
F4 P1 F1 180.0 . . ?
F2A P1 F1 91.1(2) 3 . ?
F2A P1 F1 91.1(2) . . ?
F2A P1 F4 88.9(2) . . ?
F2A P1 F4 88.9(2) 3 . ?
F2A P1 F2A 177.7(4) 3 . ?
F2A P1 F3A 89.3(3) . . ?
F2A P1 F3A 90.7(3) 3 . ?
F2A P1 F3A 90.7(3) . 3 ?
F2A P1 F3A 89.3(3) 3 3 ?
F3A P1 F1 90.70(16) 3 . ?
F3A P1 F1 90.70(16) . . ?
F3A P1 F4 89.30(16) 3 . ?
F3A P1 F4 89.30(16) . . ?
F3A P1 F3A 178.6(3) . 3 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H3 F1 0.95 2.60 3.439(4) 148.0 14
C4 H4B F4 0.99 2.51 3.479(4) 165.9 2
C7 H7A F4 0.99 2.41 3.254(4) 142.2 .
C7 H7B F3 0.99 2.85 3.82(3) 166.4 16

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3835
_database_code_depnum_ccdc_archive 'CCDC 1520088'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-02-09 downloaded from the CCDC.
;
_audit_creation_date             2017-01-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        MTS57
_chemical_formula_moiety         'C22 H27 Au N4 O2, Br'
_chemical_formula_sum            'C22 H27 Au Br N4 O2'
_chemical_formula_weight         656.35
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8436(9)
_cell_length_b                   9.7838(11)
_cell_length_c                   11.9428(14)
_cell_angle_alpha                93.827(9)
_cell_angle_beta                 94.488(8)
_cell_angle_gamma                93.486(8)
_cell_volume                     1141.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2679
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      22.48
_cell_measurement_theta_min      2.58
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    8.219
_exptl_absorpt_correction_T_max  0.0674
_exptl_absorpt_correction_T_min  0.0147
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   
;
;
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
30 -3 -1 0.03463
30 26 -11 0.03516
28 30 29 0.03464
884 -794 999 0.04464
30 -26 1 0.03042
27 1 -30 0.04196
-10 30 -1 0.04456
-5 28 30 0.04254
-1 0 30 0.05148
203 -521 999 0.05698
-30 8 4 0.03757
-30 -24 4 0.04407
-30 -13 -27 0.03420
-30 19 -27 0.03704
-945 -10 999 0.03305
-29 -30 30 0.05086
-1 -30 1 0.03933
2 -26 -30 0.03907



_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             634
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1444
_diffrn_reflns_av_unetI/netI     0.2412
_diffrn_reflns_Laue_measured_fraction_full 0.911
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8462
_diffrn_reflns_point_group_measured_fraction_full 0.911
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_min         2.584
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.911
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS-2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.00
_diffrn_source_voltage           50
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1897
_reflns_number_total             4086
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         2.551
_refine_diff_density_min         -3.017
_refine_diff_density_rms         0.273
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.899
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4086
_refine_ls_number_restraints     231
_refine_ls_R_factor_all          0.1717
_refine_ls_R_factor_gt           0.0983
_refine_ls_restrained_S_all      0.877
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0999P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2178
_refine_ls_wR_factor_ref         0.2478
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C19(H19A,H19B), C20(H20A,H20B)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C15(H15), C16(H16), C17(H17), C18(H18),
 C21(H21)
3.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C22(H22A,H22B,H22C)
3.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Au Au 0.81276(12) 0.18099(12) 0.25689(10) 0.0566(4) Uani 1 1 d . U . . .
O1 O 0.462(2) 0.244(3) 0.540(2) 0.099(7) Uani 1 1 d . U . . .
H1 H 0.4312 0.2039 0.5939 0.149 Uiso 1 1 calc GR . . . .
O2 O 0.726(2) 0.5254(19) -0.0387(18) 0.080(5) Uani 1 1 d . U . . .
H2 H 0.6563 0.5267 -0.0840 0.120 Uiso 1 1 calc GR . . . .
N1 N 0.815(2) 0.329(2) 0.4876(17) 0.055(4) Uani 1 1 d . U . . .
N2 N 1.018(2) 0.269(2) 0.4540(18) 0.061(4) Uani 1 1 d . U . . .
N3 N 0.671(2) 0.162(2) 0.0241(17) 0.055(4) Uani 1 1 d . U . . .
N4 N 0.748(2) -0.035(2) 0.0620(19) 0.066(5) Uani 1 1 d . U . . .
C1 C 0.889(2) 0.264(3) 0.415(2) 0.054(5) Uani 1 1 d . U . . .
C2 C 0.902(3) 0.372(3) 0.588(2) 0.057(5) Uani 1 1 d . U . . .
C3 C 1.032(3) 0.341(3) 0.561(2) 0.064(6) Uani 1 1 d . U . . .
C4 C 0.876(3) 0.439(3) 0.685(2) 0.059(5) Uani 1 1 d . U . . .
H4 H 0.7863 0.4623 0.6984 0.071 Uiso 1 1 calc R . . . .
C5 C 0.988(3) 0.474(3) 0.765(3) 0.075(7) Uani 1 1 d . U . . .
H5 H 0.9762 0.5224 0.8346 0.090 Uiso 1 1 calc R . . . .
C6 C 1.118(3) 0.436(3) 0.737(2) 0.067(6) Uani 1 1 d . U . . .
H6 H 1.1929 0.4570 0.7921 0.081 Uiso 1 1 calc R . . . .
C7 C 1.143(3) 0.371(3) 0.637(2) 0.069(6) Uani 1 1 d . U . . .
H7 H 1.2324 0.3473 0.6209 0.082 Uiso 1 1 calc R . . . .
C8 C 0.669(2) 0.339(3) 0.484(2) 0.062(5) Uani 1 1 d . U . . .
H8A H 0.6321 0.3439 0.4051 0.075 Uiso 1 1 calc R . . . .
H8B H 0.6489 0.4245 0.5269 0.075 Uiso 1 1 calc R . . . .
C9 C 0.595(3) 0.217(3) 0.533(2) 0.063(6) Uani 1 1 d . U . . .
H9A H 0.6011 0.1324 0.4843 0.075 Uiso 1 1 calc R . . . .
H9B H 0.6381 0.2032 0.6090 0.075 Uiso 1 1 calc R . . . .
C10 C 1.131(3) 0.213(3) 0.396(2) 0.062(5) Uani 1 1 d . U . . .
H10A H 1.2159 0.2722 0.4178 0.074 Uiso 1 1 calc R . . . .
H10B H 1.1112 0.2137 0.3138 0.074 Uiso 1 1 calc R . . . .
C11 C 1.154(4) 0.065(3) 0.427(3) 0.095(11) Uani 1 1 d . U . . .
H11A H 1.2226 0.0264 0.3808 0.142 Uiso 1 1 calc GR . . . .
H11B H 1.0682 0.0086 0.4136 0.142 Uiso 1 1 calc GR . . . .
H11C H 1.1872 0.0660 0.5069 0.142 Uiso 1 1 calc GR . . . .
C12 C 0.742(3) 0.099(3) 0.102(2) 0.058(5) Uani 1 1 d . U . . .
C13 C 0.627(3) 0.072(3) -0.073(2) 0.065(6) Uani 1 1 d . U . . .
C14 C 0.683(3) -0.053(3) -0.048(2) 0.062(5) Uani 1 1 d . U . . .
C15 C 0.561(3) 0.089(3) -0.171(2) 0.070(6) Uani 1 1 d . U . . .
H15 H 0.5267 0.1750 -0.1864 0.085 Uiso 1 1 calc R . . . .
C16 C 0.544(3) -0.021(3) -0.253(2) 0.077(6) Uani 1 1 d . U . . .
H16 H 0.4979 -0.0128 -0.3248 0.092 Uiso 1 1 calc R . . . .
C17 C 0.601(4) -0.155(3) -0.222(3) 0.090(8) Uani 1 1 d . U . . .
H17 H 0.5882 -0.2328 -0.2743 0.108 Uiso 1 1 calc R . . . .
C18 C 0.665(3) -0.163(3) -0.127(3) 0.078(6) Uani 1 1 d . U . . .
H18 H 0.7019 -0.2476 -0.1092 0.094 Uiso 1 1 calc R . . . .
C19 C 0.648(2) 0.307(2) 0.030(2) 0.054(5) Uani 1 1 d . U . . .
H19A H 0.6485 0.3419 0.1094 0.065 Uiso 1 1 calc R . . . .
H19B H 0.5582 0.3209 -0.0089 0.065 Uiso 1 1 calc R . . . .
C20 C 0.758(3) 0.383(3) -0.025(2) 0.061(6) Uani 1 1 d . U . . .
H20A H 0.8456 0.3823 0.0216 0.073 Uiso 1 1 calc R . . . .
H20B H 0.7689 0.3371 -0.0997 0.073 Uiso 1 1 calc R . . . .
C21 C 0.809(3) -0.146(3) 0.121(2) 0.079(6) Uani 1 1 d . U . . .
H21 H 0.7640 -0.2098 0.1653 0.094 Uiso 1 1 calc R . . . .
C22 C 0.959(3) -0.139(4) 0.099(3) 0.093(9) Uani 1 1 d . U . . .
H22A H 0.9672 -0.1589 0.0180 0.140 Uiso 1 1 calc GR . . . .
H22B H 1.0064 -0.2070 0.1412 0.140 Uiso 1 1 calc GR . . . .
H22C H 1.0005 -0.0470 0.1221 0.140 Uiso 1 1 calc GR . . . .
Br Br 0.5045(3) 0.4644(3) 0.7517(3) 0.0805(9) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Au C1 2.07(2) . ?
Au C12 2.02(3) . ?
O1 H1 0.8400 . ?
O1 C9 1.36(3) . ?
O2 H2 0.8400 . ?
O2 C20 1.46(3) . ?
N1 C1 1.33(3) . ?
N1 C2 1.45(3) . ?
N1 C8 1.44(3) . ?
N2 C1 1.31(3) . ?
N2 C3 1.41(3) . ?
N2 C10 1.48(3) . ?
N3 C12 1.33(3) . ?
N3 C13 1.43(3) . ?
N3 C19 1.44(3) . ?
N4 C12 1.37(3) . ?
N4 C14 1.41(3) . ?
N4 C21 1.47(4) . ?
C2 C3 1.39(3) . ?
C2 C4 1.34(4) . ?
C3 C7 1.36(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.41(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.41(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.37(4) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.53(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.54(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C13 C14 1.41(4) . ?
C13 C15 1.33(4) . ?
C14 C18 1.37(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.40(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.51(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.27(4) . ?
C18 H18 0.9500 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.49(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21 0.9500 . ?
C21 C22 1.52(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?

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
C12 Au C1 178.8(11) . . ?
C9 O1 H1 109.5 . . ?
C20 O2 H2 109.5 . . ?
C1 N1 C2 108(2) . . ?
C1 N1 C8 130(2) . . ?
C8 N1 C2 121(2) . . ?
C1 N2 C3 109(2) . . ?
C1 N2 C10 127(2) . . ?
C3 N2 C10 124(2) . . ?
C12 N3 C13 112(2) . . ?
C12 N3 C19 126(2) . . ?
C13 N3 C19 123(2) . . ?
C12 N4 C14 109(2) . . ?
C12 N4 C21 127(2) . . ?
C14 N4 C21 124(2) . . ?
N1 C1 Au 123.7(17) . . ?
N2 C1 Au 125.0(19) . . ?
N2 C1 N1 111(2) . . ?
C3 C2 N1 105(2) . . ?
C4 C2 N1 131(2) . . ?
C4 C2 C3 124(2) . . ?
C2 C3 N2 107(2) . . ?
C7 C3 N2 132(3) . . ?
C7 C3 C2 121(3) . . ?
C2 C4 H4 121.5 . . ?
C2 C4 C5 117(3) . . ?
C5 C4 H4 121.5 . . ?
C4 C5 H5 121.1 . . ?
C4 C5 C6 118(3) . . ?
C6 C5 H5 121.1 . . ?
C5 C6 H6 117.8 . . ?
C7 C6 C5 124(3) . . ?
C7 C6 H6 117.8 . . ?
C3 C7 C6 116(3) . . ?
C3 C7 H7 122.1 . . ?
C6 C7 H7 122.1 . . ?
N1 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
N1 C8 C9 113(2) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
O1 C9 C8 109(2) . . ?
O1 C9 H9A 110.0 . . ?
O1 C9 H9B 110.0 . . ?
C8 C9 H9A 110.0 . . ?
C8 C9 H9B 110.0 . . ?
H9A C9 H9B 108.3 . . ?
N2 C10 H10A 109.4 . . ?
N2 C10 H10B 109.4 . . ?
N2 C10 C11 111(2) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 Au 125.8(19) . . ?
N3 C12 N4 108(2) . . ?
N4 C12 Au 126(2) . . ?
C14 C13 N3 104(2) . . ?
C15 C13 N3 133(3) . . ?
C15 C13 C14 122(3) . . ?
C13 C14 N4 107(2) . . ?
C18 C14 N4 133(3) . . ?
C18 C14 C13 120(3) . . ?
C13 C15 H15 120.6 . . ?
C13 C15 C16 119(3) . . ?
C16 C15 H15 120.6 . . ?
C15 C16 H16 121.4 . . ?
C15 C16 C17 117(3) . . ?
C17 C16 H16 121.4 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 121(3) . . ?
C18 C17 H17 119.7 . . ?
C14 C18 H18 119.3 . . ?
C17 C18 C14 121(3) . . ?
C17 C18 H18 119.3 . . ?
N3 C19 H19A 109.7 . . ?
N3 C19 H19B 109.7 . . ?
N3 C19 C20 110(2) . . ?
H19A C19 H19B 108.2 . . ?
C20 C19 H19A 109.7 . . ?
C20 C19 H19B 109.7 . . ?
O2 C20 C19 112(2) . . ?
O2 C20 H20A 109.3 . . ?
O2 C20 H20B 109.3 . . ?
C19 C20 H20A 109.3 . . ?
C19 C20 H20B 109.3 . . ?
H20A C20 H20B 108.0 . . ?
N4 C21 H21 126.9 . . ?
N4 C21 C22 106(3) . . ?
C22 C21 H21 126.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 Br 0.84 2.39 3.19(2) 158.0 1_554
C4 H4 Br 0.95 2.90 3.83(3) 166.3 .
C7 H7 Br 0.95 3.11 3.75(3) 126.0 1_655
C8 H8A Br 0.99 3.04 3.86(3) 141.9 2_666
C15 H15 Br 0.95 2.99 3.91(3) 162.7 1_554
C18 H18 O2 0.95 2.45 3.36(4) 161.6 1_545
C19 H19A Br 0.99 2.99 3.79(2) 138.5 2_666

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2597
_database_code_depnum_ccdc_archive 'CCDC 1520084'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-02-09 downloaded from the CCDC.
;
_audit_creation_date             2017-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        TDDA-20
_chemical_formula_moiety         '2(C14 H24 Au N4 O2), 2(F6 P), C4 H10 O'
_chemical_formula_sum            'C32 H58 Au2 F12 N8 O5 P2'
_chemical_formula_weight         1318.73
_chemical_melting_point          ?
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'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7388(9)
_cell_length_b                   11.2250(11)
_cell_length_c                   11.2485(8)
_cell_angle_alpha                74.396(5)
_cell_angle_beta                 77.892(5)
_cell_angle_gamma                79.474(4)
_cell_volume                     1147.54(18)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4359
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      29.13
_cell_measurement_theta_min      1.00
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.550
_exptl_absorpt_correction_T_max  0.5615
_exptl_absorpt_correction_T_min  0.3836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.908
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             642
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_av_unetI/netI     0.0880
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12655
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.993
_diffrn_reflns_theta_min         2.348
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3303
_reflns_number_total             4482
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.017
_refine_diff_density_min         -2.713
_refine_diff_density_rms         0.255
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4482
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0539
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0633P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1132
_refine_ls_wR_factor_ref         0.1227
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H19A,H19B,H19C} of C19, {H9A,H9B,H9C} of C9, All C(H,H)
  groups
 At 1.5 times of:
  All O(H) groups, {H20A,H20B,H20C} of C20, {H23A,H23B,H23C} of C23
2. Restrained distances
 C21-C20 = C23-C22
 1.54 with sigma of 0.02
 C22-O21 = O21-C21
 1.48 with sigma of 0.02
 C23-O21 = O21-C20 = C22-C21
 2.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C23) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(O21) \\sim Ueq, Uanis(C21)
\\sim Ueq, Uanis(C20) \\sim Ueq: with sigma of 0.02 and sigma for terminal
atoms of 0.01
4. Others
 Fixed Sof: O21(0.5) C20(0.5) H20A(0.5) H20B(0.5) H20C(0.5) C21(0.5) H21A(0.5)
 H21B(0.5) C22(0.5) H22A(0.5) H22B(0.5) C23(0.5) H23A(0.5) H23B(0.5) H23C(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B), C16(H16A,H16B), C17(H17A,H17B),
 C18(H18A,H18B), C21(H21A,H21B), C22(H22A,H22B)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C14(H14), C15(H15)
5.c Tetrahedral OH refined as rotating group:
 O10(H10), O20(H20)
5.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.3167(8) 0.3545(8) 0.1539(8) 0.037(2) Uani 1 1 d . . . . .
C4 C 0.3198(11) 0.2340(10) 0.3507(10) 0.056(3) Uani 1 1 d . . . . .
H4 H 0.3269 0.2091 0.4371 0.067 Uiso 1 1 calc R . . . .
C5 C 0.2960(10) 0.1629(10) 0.2799(10) 0.056(3) Uani 1 1 d . . . . .
H5 H 0.2829 0.0773 0.3071 0.067 Uiso 1 1 calc R . . . .
C6 C 0.2702(9) 0.1935(9) 0.0550(10) 0.052(3) Uani 1 1 d . . . . .
H6A H 0.3153 0.1060 0.0615 0.062 Uiso 1 1 calc R . . . .
H6B H 0.3165 0.2452 -0.0241 0.062 Uiso 1 1 calc R . . . .
C7 C 0.1157(11) 0.2013(10) 0.0501(12) 0.067(3) Uani 1 1 d . . . . .
H7A H 0.1076 0.1624 -0.0170 0.080 Uiso 1 1 calc R . . . .
H7B H 0.0701 0.1510 0.1304 0.080 Uiso 1 1 calc R . . . .
C8 C 0.3529(10) 0.4617(9) 0.3098(10) 0.052(3) Uani 1 1 d . . . . .
H8A H 0.4072 0.5164 0.2381 0.063 Uiso 1 1 calc R . . . .
H8B H 0.4092 0.4346 0.3785 0.063 Uiso 1 1 calc R . . . .
C9 C 0.2123(10) 0.5354(10) 0.3533(10) 0.069(3) Uani 1 1 d . . . . .
H9A H 0.1591 0.4820 0.4253 0.083 Uiso 1 1 calc GR . . . .
H9B H 0.1572 0.5637 0.2850 0.083 Uiso 1 1 calc GR . . . .
H9C H 0.2303 0.6079 0.3777 0.083 Uiso 1 1 calc GR . . . .
C12 C 0.3182(8) 0.6481(8) -0.1388(8) 0.041(2) Uani 1 1 d . . . . .
C14 C 0.3185(10) 0.8468(10) -0.2563(10) 0.054(3) Uani 1 1 d . . . . .
H14 H 0.3255 0.9336 -0.2798 0.065 Uiso 1 1 calc R . . . .
C15 C 0.2943(11) 0.7776(10) -0.3290(10) 0.059(3) Uani 1 1 d . . . . .
H15 H 0.2804 0.8063 -0.4137 0.071 Uiso 1 1 calc R . . . .
C16 C 0.2711(10) 0.5509(9) -0.2998(9) 0.050(2) Uani 1 1 d . . . . .
H16A H 0.3138 0.4729 -0.2474 0.060 Uiso 1 1 calc R . . . .
H16B H 0.3211 0.5576 -0.3872 0.060 Uiso 1 1 calc R . . . .
C17 C 0.1180(11) 0.5426(11) -0.2946(10) 0.064(3) Uani 1 1 d . . . . .
H17A H 0.0736 0.6231 -0.3416 0.077 Uiso 1 1 calc R . . . .
H17B H 0.1119 0.4775 -0.3370 0.077 Uiso 1 1 calc R . . . .
C18 C 0.3530(10) 0.8064(9) -0.0317(9) 0.050(2) Uani 1 1 d . . . . .
H18A H 0.4086 0.8776 -0.0611 0.061 Uiso 1 1 calc R . . . .
H18B H 0.4079 0.7368 0.0211 0.061 Uiso 1 1 calc R . . . .
C19 C 0.2114(10) 0.8450(10) 0.0463(10) 0.067(3) Uani 1 1 d . . . . .
H19A H 0.1559 0.7749 0.0745 0.081 Uiso 1 1 calc GR . . . .
H19B H 0.1589 0.9163 -0.0049 0.081 Uiso 1 1 calc GR . . . .
H19C H 0.2287 0.8683 0.1192 0.081 Uiso 1 1 calc GR . . . .
Au Au 0.32200(3) 0.50022(3) 0.00549(3) 0.04172(16) Uani 1 1 d . . . . .
F1 F 0.4787(9) 0.3154(6) 0.5816(6) 0.089(2) Uani 1 1 d . . . . .
F2 F 0.4772(9) 0.0819(6) 0.8148(5) 0.088(2) Uani 1 1 d . . . . .
F3 F 0.6424(7) 0.1652(7) 0.6590(7) 0.095(2) Uani 1 1 d . . . . .
F4 F 0.5019(6) 0.2836(5) 0.7824(5) 0.0578(15) Uani 1 1 d . . . . .
F5 F 0.3121(7) 0.2322(7) 0.7383(8) 0.099(2) Uani 1 1 d . . . . .
F6 F 0.4539(7) 0.1124(6) 0.6141(6) 0.0751(19) Uani 1 1 d . . . . .
N1 N 0.2940(7) 0.2364(7) 0.1621(7) 0.0436(19) Uani 1 1 d . . . . .
N3 N 0.3318(7) 0.3507(8) 0.2718(8) 0.049(2) Uani 1 1 d . . . . .
N11 N 0.2937(7) 0.6576(7) -0.2568(7) 0.047(2) Uani 1 1 d . . . . .
N13 N 0.3310(7) 0.7668(7) -0.1413(7) 0.0433(19) Uani 1 1 d . . . . .
O10 O 0.0424(9) 0.3175(9) 0.0296(11) 0.105(3) Uani 1 1 d . . . . .
H10 H 0.0993 0.3705 0.0063 0.158 Uiso 1 1 calc GR . . . .
O20 O 0.0444(11) 0.5157(11) -0.1783(9) 0.110(3) Uani 1 1 d . . . . .
H20 H 0.0712 0.5534 -0.1338 0.165 Uiso 1 1 calc GR . . . .
P P 0.4773(3) 0.1981(2) 0.6980(2) 0.0474(6) Uani 1 1 d . . . . .
O21 O 0.011(5) 0.978(2) -0.478(3) 0.133(10) Uani 0.5 1 d D U P A -1
C20 C 0.047(4) 1.113(3) -0.340(3) 0.113(12) Uani 0.5 1 d D U P A -1
H20A H 0.0229 1.1985 -0.3303 0.169 Uiso 0.5 1 calc GR . P A -1
H20B H 0.1503 1.0908 -0.3543 0.169 Uiso 0.5 1 calc GR . P A -1
H20C H 0.0053 1.0555 -0.2645 0.169 Uiso 0.5 1 calc GR . P A -1
C21 C -0.011(4) 1.102(2) -0.452(3) 0.129(13) Uani 0.5 1 d D U P A -1
H21A H -0.1142 1.1311 -0.4393 0.155 Uiso 0.5 1 calc R . P A -1
H21B H 0.0327 1.1605 -0.5278 0.155 Uiso 0.5 1 calc R . P A -1
C22 C -0.042(5) 0.960(3) -0.584(4) 0.153(17) Uani 0.5 1 d D U P A -1
H22A H 0.0053 1.0132 -0.6619 0.184 Uiso 0.5 1 calc R . P A -1
H22B H -0.1445 0.9916 -0.5753 0.184 Uiso 0.5 1 calc R . P A -1
C23 C -0.022(4) 0.828(3) -0.601(3) 0.127(13) Uani 0.5 1 d D U P A -1
H23A H 0.0700 0.8114 -0.6533 0.191 Uiso 0.5 1 calc GR . P A -1
H23B H -0.0977 0.8189 -0.6425 0.191 Uiso 0.5 1 calc GR . P A -1
H23C H -0.0262 0.7687 -0.5193 0.191 Uiso 0.5 1 calc GR . P A -1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
C2 Au 1.998(9) . ?
C2 N1 1.359(10) . ?
C2 N3 1.352(11) . ?
C4 C5 1.347(13) . ?
C4 N3 1.380(13) . ?
C5 N1 1.362(13) . ?
C6 C7 1.503(12) . ?
C6 N1 1.485(11) . ?
C7 O10 1.354(13) . ?
C8 C9 1.523(13) . ?
C8 N3 1.482(11) . ?
C12 Au 1.986(10) . ?
C12 N11 1.370(11) . ?
C12 N13 1.353(11) . ?
C14 C15 1.347(13) . ?
C14 N13 1.377(13) . ?
C15 N11 1.374(13) . ?
C16 C17 1.499(13) . ?
C16 N11 1.473(10) . ?
C17 O20 1.338(13) . ?
C18 C19 1.529(13) . ?
C18 N13 1.484(11) . ?
F1 P 1.588(7) . ?
F2 P 1.583(7) . ?
F3 P 1.578(7) . ?
F4 P 1.596(5) . ?
F5 P 1.582(7) . ?
F6 P 1.589(5) . ?
O21 C21 1.469(19) . ?
O21 C22 1.470(19) . ?
C20 C21 1.523(18) . ?
C22 C23 1.519(19) . ?

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
N1 C2 Au 128.7(6) . . ?
N3 C2 Au 128.1(6) . . ?
N3 C2 N1 103.2(8) . . ?
C5 C4 N3 105.7(9) . . ?
C4 C5 N1 107.3(9) . . ?
N1 C6 C7 112.8(7) . . ?
O10 C7 C6 115.8(9) . . ?
N3 C8 C9 111.7(7) . . ?
N11 C12 Au 129.2(6) . . ?
N13 C12 Au 127.7(6) . . ?
N13 C12 N11 103.0(8) . . ?
C15 C14 N13 106.5(9) . . ?
C14 C15 N11 106.6(10) . . ?
N11 C16 C17 113.6(7) . . ?
O20 C17 C16 113.9(10) . . ?
N13 C18 C19 111.0(7) . . ?
C12 Au C2 177.3(3) . . ?
C2 N1 C5 111.7(7) . . ?
C2 N1 C6 123.8(8) . . ?
C5 N1 C6 124.4(8) . . ?
C2 N3 C4 112.0(8) . . ?
C2 N3 C8 122.8(9) . . ?
C4 N3 C8 125.1(8) . . ?
C12 N11 C15 111.7(7) . . ?
C12 N11 C16 123.5(8) . . ?
C15 N11 C16 124.8(8) . . ?
C12 N13 C14 112.2(7) . . ?
C12 N13 C18 123.8(8) . . ?
C14 N13 C18 124.0(8) . . ?
F1 P F4 89.5(3) . . ?
F1 P F6 90.6(3) . . ?
F2 P F1 179.2(4) . . ?
F2 P F4 89.8(3) . . ?
F2 P F6 90.1(3) . . ?
F3 P F1 89.3(4) . . ?
F3 P F2 90.3(4) . . ?
F3 P F4 90.6(3) . . ?
F3 P F5 179.2(3) . . ?
F3 P F6 88.9(4) . . ?
F5 P F1 90.7(4) . . ?
F5 P F2 89.7(4) . . ?
F5 P F4 88.6(3) . . ?
F5 P F6 91.8(4) . . ?
F6 P F4 179.5(4) . . ?
C21 O21 C22 119.9(18) . . ?
O21 C21 C20 117(2) . . ?
O21 C22 C23 117(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O10 H10 O20 0.84 2.36 2.760(17) 109.6 .
O20 H20 O10 0.84 2.12 2.744(13) 131.2 2_565

_olex2_submission_special_instructions 'No special instructions were received'
