# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_exp_286_abs008
_database_code_depnum_ccdc_archive 'CCDC 997733'
_audit_update_record             
;
2014-04-16 deposited with the CCDC.
2014-12-03 downloaded from the CCDC.
;

_audit_creation_date             2012-07-06
_audit_creation_method           
;
  Olex2 1.2
  (compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C21 H16 Au Cl2 N2 P'
_chemical_formula_sum            'C21 H16 Au Cl2 N2 P'
_chemical_formula_weight         595.19
_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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Au Au -2.0133 8.8022 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.24804(17)
_cell_length_b                   10.08252(18)
_cell_length_c                   12.06452(19)
_cell_angle_alpha                111.2580(16)
_cell_angle_beta                 99.3817(14)
_cell_angle_gamma                98.2152(15)
_cell_volume                     1009.10(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8307
_cell_measurement_temperature    295.9
_cell_measurement_theta_max      30.1941
_cell_measurement_theta_min      2.2172
_exptl_absorpt_coefficient_mu    7.642
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09149
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.959
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16888
_diffrn_reflns_theta_full        28.02
_diffrn_reflns_theta_max         30.26
_diffrn_reflns_theta_min         2.22
_diffrn_ambient_temperature      295.9
_diffrn_detector_area_resol_mean 16.1274
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -38.00   -3.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6805  -77.0000  -60.0000 70

#__ type_ start__ end____ width___ exp.time_
  2 omega  -17.00    8.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6805  -77.0000   30.0000 50

#__ type_ start__ end____ width___ exp.time_
  3 omega    8.00   39.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6805 -131.0000   14.0000 62

#__ type_ start__ end____ width___ exp.time_
  4 omega -106.00  -67.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6805  179.0000   60.0000 78

#__ type_ start__ end____ width___ exp.time_
  5 omega  -88.00  -56.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6805  179.0000    0.0000 64

#__ type_ start__ end____ width___ exp.time_
  6 omega  -86.00  -24.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6805  -77.0000   30.0000 124

#__ type_ start__ end____ width___ exp.time_
  7 omega   -7.00   87.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805   38.0000  -30.0000 188

#__ type_ start__ end____ width___ exp.time_
  8 omega  -49.00   48.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805  -38.0000  150.0000 194

#__ type_ start__ end____ width___ exp.time_
  9 omega   34.00   63.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805  179.0000 -180.0000 58

#__ type_ start__ end____ width___ exp.time_
 10 omega  -97.00  -63.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6805  -77.0000  150.0000 68

#__ type_ start__ end____ width___ exp.time_
 11 omega   21.00   58.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805  -77.0000   60.0000 74

#__ type_ start__ end____ width___ exp.time_
 12 omega  -37.00   17.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805  -77.0000   60.0000 108

#__ type_ start__ end____ width___ exp.time_
 13 omega  -37.00   27.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805  -38.0000 -120.0000 128

#__ type_ start__ end____ width___ exp.time_
 14 omega   -8.00   95.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805   77.0000 -180.0000 206

#__ type_ start__ end____ width___ exp.time_
 15 omega   11.00   87.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805   77.0000   60.0000 152

#__ type_ start__ end____ width___ exp.time_
 16 omega    1.00   87.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       24.6805 -131.0000   14.0000 172
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0541090000
_diffrn_orient_matrix_UB_12      0.0309099000
_diffrn_orient_matrix_UB_13      -0.0251347000
_diffrn_orient_matrix_UB_21      0.0582128000
_diffrn_orient_matrix_UB_22      0.0562588000
_diffrn_orient_matrix_UB_23      0.0032057000
_diffrn_orient_matrix_UB_31      0.0057409000
_diffrn_orient_matrix_UB_32      -0.0432036000
_diffrn_orient_matrix_UB_33      -0.0597150000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        0.0(1)
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  ?
_diffrn_standards_number         2
_reflns_number_gt                4856
_reflns_number_total             5453
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_refine_diff_density_max         1.828
_refine_diff_density_min         -1.292
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         5453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0276
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0340P)²+0.0333P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0626
_refine_ls_wR_factor_ref         0.0653
_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. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Au1 Au 0.801490(14) 0.916750(13) 0.742837(11) 0.04200(6) Uani 1 1 d . . .
Cl1 Cl 0.94591(12) 1.28709(13) 0.48075(11) 0.0656(3) Uani 1 1 d . . .
Cl2 Cl 1.10573(10) 1.14955(12) 0.68746(9) 0.0549(2) Uani 1 1 d . . .
P1 P 0.75542(10) 0.76496(10) 0.83556(8) 0.03856(19) Uani 1 1 d . . .
N1 N 0.8101(3) 1.0438(3) 0.6445(3) 0.0433(7) Uani 1 1 d . . .
N2 N 0.7058(3) 1.1304(4) 0.5104(3) 0.0555(8) Uani 1 1 d . . .
C1 C 0.6823(4) 1.0489(5) 0.5731(4) 0.0541(10) Uani 1 1 d . . .
H1 H 0.5873 0.9995 0.5689 0.065 Uiso 1 1 calc R . .
C2 C 0.8566(4) 1.1794(4) 0.5428(3) 0.0416(7) Uani 1 1 d . . .
C3 C 0.9212(4) 1.1270(4) 0.6219(3) 0.0375(7) Uani 1 1 d . . .
C4 C 0.9149(4) 0.6929(4) 0.8770(3) 0.0421(7) Uani 1 1 d . . .
C5 C 0.9793(5) 0.6124(5) 0.7865(4) 0.0610(11) Uani 1 1 d . . .
H5 H 0.9386 0.5938 0.7052 0.073 Uiso 1 1 calc R . .
C6 C 1.1029(5) 0.5598(5) 0.8157(5) 0.0698(13) Uani 1 1 d . . .
H6 H 1.1442 0.5042 0.7541 0.084 Uiso 1 1 calc R . .
C7 C 1.1661(5) 0.5893(5) 0.9368(5) 0.0667(12) Uani 1 1 d . . .
H7 H 1.2504 0.5545 0.9565 0.080 Uiso 1 1 calc R . .
C8 C 1.1041(5) 0.6701(5) 1.0276(4) 0.0622(11) Uani 1 1 d . . .
H8 H 1.1462 0.6892 1.1087 0.075 Uiso 1 1 calc R . .
C9 C 0.9798(4) 0.7230(4) 0.9994(3) 0.0485(8) Uani 1 1 d . . .
H9 H 0.9391 0.7786 1.0615 0.058 Uiso 1 1 calc R . .
C10 C 0.6904(4) 0.8463(4) 0.9730(3) 0.0394(7) Uani 1 1 d . . .
C11 C 0.7428(5) 0.9914(4) 1.0458(4) 0.0590(10) Uani 1 1 d . . .
H11 H 0.8101 1.0484 1.0227 0.071 Uiso 1 1 calc R . .
C12 C 0.6975(6) 1.0551(5) 1.1535(4) 0.0730(13) Uani 1 1 d . . .
H12 H 0.7339 1.1540 1.2014 0.088 Uiso 1 1 calc R . .
C13 C 0.5996(5) 0.9731(5) 1.1893(4) 0.0601(11) Uani 1 1 d . . .
H13 H 0.5704 1.0150 1.2622 0.072 Uiso 1 1 calc R . .
C14 C 0.5453(5) 0.8293(6) 1.1168(4) 0.0699(13) Uani 1 1 d . . .
H14 H 0.4761 0.7738 1.1395 0.084 Uiso 1 1 calc R . .
C15 C 0.5910(5) 0.7635(5) 1.0095(4) 0.0624(12) Uani 1 1 d . . .
H15 H 0.5550 0.6643 0.9624 0.075 Uiso 1 1 calc R . .
C16 C 0.6067(4) 0.6093(4) 0.7360(3) 0.0397(7) Uani 1 1 d . . .
C17 C 0.6032(5) 0.4693(4) 0.7311(4) 0.0562(10) Uani 1 1 d . . .
H17 H 0.6828 0.4507 0.7769 0.067 Uiso 1 1 calc R . .
C18 C 0.4814(5) 0.3574(5) 0.6578(4) 0.0645(11) Uani 1 1 d . . .
H18 H 0.4801 0.2636 0.6545 0.077 Uiso 1 1 calc R . .
C19 C 0.3630(4) 0.3826(5) 0.5903(4) 0.0573(11) Uani 1 1 d . . .
H19 H 0.2809 0.3069 0.5426 0.069 Uiso 1 1 calc R . .
C20 C 0.3659(4) 0.5197(5) 0.5934(4) 0.0552(10) Uani 1 1 d . . .
H20 H 0.2855 0.5370 0.5472 0.066 Uiso 1 1 calc R . .
C21 C 0.4868(4) 0.6327(4) 0.6644(3) 0.0473(8) Uani 1 1 d . . .
H21 H 0.4885 0.7252 0.6645 0.057 Uiso 1 1 calc R . .


_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
Au1 P1 2.2328(9) . ?
Au1 N1 2.040(3) . ?
Cl1 C2 1.719(3) . ?
Cl2 C3 1.705(3) . ?
P1 C4 1.811(4) . ?
P1 C10 1.807(3) . ?
P1 C16 1.810(3) . ?
N1 C1 1.363(5) . ?
N1 C3 1.358(4) . ?
N2 C1 1.322(5) . ?
N2 C2 1.352(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.348(5) . ?
C4 C5 1.383(5) . ?
C4 C9 1.403(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.375(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.386(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.372(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.369(5) . ?
C10 C15 1.384(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.387(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.365(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.359(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.390(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.386(5) . ?
C16 C21 1.394(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.383(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.366(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.366(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.378(5) . ?
C21 H21 0.9300 . ?

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 Au1 P1 171.30(8) . . ?
C4 P1 Au1 114.22(11) . . ?
C10 P1 Au1 113.16(12) . . ?
C10 P1 C4 106.89(16) . . ?
C10 P1 C16 105.44(15) . . ?
C16 P1 Au1 110.06(12) . . ?
C16 P1 C4 106.50(17) . . ?
C1 N1 Au1 120.5(2) . . ?
C3 N1 Au1 135.4(2) . . ?
C3 N1 C1 103.9(3) . . ?
C1 N2 C2 103.3(3) . . ?
N1 C1 H1 123.1 . . ?
N2 C1 N1 113.9(3) . . ?
N2 C1 H1 123.1 . . ?
N2 C2 Cl1 121.6(3) . . ?
C3 C2 Cl1 127.1(3) . . ?
C3 C2 N2 111.1(3) . . ?
N1 C3 Cl2 121.7(3) . . ?
C2 C3 Cl2 130.6(3) . . ?
C2 C3 N1 107.8(3) . . ?
C5 C4 P1 119.3(3) . . ?
C5 C4 C9 119.0(4) . . ?
C9 C4 P1 121.6(3) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.6(4) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 H6 119.9 . . ?
C5 C6 C7 120.2(4) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 120.1 . . ?
C8 C7 C6 119.8(4) . . ?
C8 C7 H7 120.1 . . ?
C7 C8 H8 119.7 . . ?
C7 C8 C9 120.5(4) . . ?
C9 C8 H8 119.7 . . ?
C4 C9 H9 120.0 . . ?
C8 C9 C4 119.9(4) . . ?
C8 C9 H9 120.0 . . ?
C11 C10 P1 120.3(3) . . ?
C11 C10 C15 118.4(3) . . ?
C15 C10 P1 121.2(3) . . ?
C10 C11 H11 119.4 . . ?
C10 C11 C12 121.2(4) . . ?
C12 C11 H11 119.4 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.3(4) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 120.5 . . ?
C14 C13 C12 119.0(4) . . ?
C14 C13 H13 120.5 . . ?
C13 C14 H14 119.3 . . ?
C13 C14 C15 121.5(4) . . ?
C15 C14 H14 119.3 . . ?
C10 C15 C14 119.6(4) . . ?
C10 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C17 C16 P1 123.3(3) . . ?
C17 C16 C21 118.5(3) . . ?
C21 C16 P1 118.1(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0(4) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.5 . . ?
C19 C18 C17 120.9(4) . . ?
C19 C18 H18 119.5 . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.7(4) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.5(4) . . ?
C21 C20 H20 119.7 . . ?
C16 C21 H21 119.8 . . ?
C20 C21 C16 120.4(4) . . ?
C20 C21 H21 119.8 . . ?

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_exp_288_abs
_database_code_depnum_ccdc_archive 'CCDC 997734'
_audit_update_record             
;
2014-07-22 deposited with the CCDC.
2014-12-03 downloaded from the CCDC.
;

_audit_creation_date             2014-06-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.06.23 svn.r2946 for OlexSys, GUI svn.r4855)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C23 H16 Au N4 P'
_chemical_formula_sum            'C23 H16 Au N4 P'
_chemical_formula_weight         576.33
_chemical_absolute_configuration ad
_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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y+1/2, -z+1/2'

_cell_length_a                   6.68635(13)
_cell_length_b                   12.11760(16)
_cell_length_c                   26.3295(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2133.28(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11530
_cell_measurement_temperature    297.6
_cell_measurement_theta_max      28.8057
_cell_measurement_theta_min      2.2797
_exptl_absorpt_coefficient_mu    6.987
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.794
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            32150
_diffrn_reflns_theta_full        26.32
_diffrn_reflns_theta_max         28.87
_diffrn_reflns_theta_min         2.28
_diffrn_ambient_temperature      297.6
_diffrn_detector_area_resol_mean 16.1274
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -39.00   77.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2424    0.0000 -180.0000 232

#__ type_ start__ end____ width___ exp.time_
  2 omega   61.00   87.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2424  179.0000  120.0000 52

#__ type_ start__ end____ width___ exp.time_
  3 omega  -50.00   31.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.1642   77.0000  120.0000 162

#__ type_ start__ end____ width___ exp.time_
  4 omega  -91.00  -54.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.1642  179.0000 -150.0000 74

#__ type_ start__ end____ width___ exp.time_
  5 omega  -90.00   46.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -21.1642    0.0000  120.0000 272

#__ type_ start__ end____ width___ exp.time_
  6 omega  -12.00   94.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2424   77.0000  -30.0000 212

#__ type_ start__ end____ width___ exp.time_
  7 omega  -12.00   67.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2424   77.0000   90.0000 158

#__ type_ start__ end____ width___ exp.time_
  8 omega  -38.00   52.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2424  -77.0000 -150.0000 180

#__ type_ start__ end____ width___ exp.time_
  9 omega  -11.00   85.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2424   77.0000 -150.0000 192

#__ type_ start__ end____ width___ exp.time_
 10 omega   46.00   85.00   0.5000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       21.2424 -131.0000   63.0000 78
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0817476000
_diffrn_orient_matrix_UB_12      0.0201742000
_diffrn_orient_matrix_UB_13      -0.0144415000
_diffrn_orient_matrix_UB_21      -0.0676044000
_diffrn_orient_matrix_UB_22      0.0259977000
_diffrn_orient_matrix_UB_23      -0.0169726000
_diffrn_orient_matrix_UB_31      0.0022449000
_diffrn_orient_matrix_UB_32      0.0483927000
_diffrn_orient_matrix_UB_33      0.0151371000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_diffrn_standards_decay_%        0.0(1)
_diffrn_standards_interval_count 50
_diffrn_standards_interval_time  ?
_diffrn_standards_number         2
_reflns_number_gt                4681
_reflns_number_total             5182
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.766
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 
;
'Flack H D (1983), Acta Cryst. A39, 876-881, 2129 Friedel pairs''
;
_refine_ls_abs_structure_Flack   0.008(6)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         5182
_refine_ls_number_restraints     238
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0262
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0240P)²+0.7062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0522
_refine_ls_wR_factor_ref         0.0540
_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. 

 
 Refinement of hydrogen atoms description

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
4.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21)
;

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_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_refinement_flags_posn
_atom_site_refinement_flags_adp
Au1 Au 0.99463(3) 0.367158(10) 0.590374(5) 0.04588(5) Uani 1 d . . . U
P1 P 0.76962(15) 0.48599(8) 0.62084(4) 0.0369(2) Uani 1 d . . . U
N1 N 1.2034(5) 0.2486(3) 0.57093(12) 0.0472(8) Uani 1 d . . . U
N2 N 1.4759(6) 0.1639(3) 0.54045(14) 0.0635(9) Uani 1 d . . . U
N3 N 1.5216(9) -0.0882(4) 0.6041(2) 0.1085(17) Uani 1 d . . . U
N4 N 0.9767(10) 0.0833(4) 0.66382(18) 0.0977(18) Uani 1 d . . . U
C1 C 1.3565(7) 0.2523(4) 0.53857(17) 0.0578(11) Uani 1 d . . . U
H1 H 1.3783 0.3111 0.5166 0.069 Uiso 1 calc . . R .
C2 C 1.3889(6) 0.0996(4) 0.57714(16) 0.0515(10) Uani 1 d . . . U
C3 C 1.2199(6) 0.1507(3) 0.59592(14) 0.0461(9) Uani 1 d . . . U
C4 C 0.6218(6) 0.4217(3) 0.66996(14) 0.0406(8) Uani 1 d . . . U
C5 C 0.5823(7) 0.3096(3) 0.66598(16) 0.0522(10) Uani 1 d . . . U
H5 H 0.6340 0.2700 0.6388 0.063 Uiso 1 calc . . R .
C6 C 0.4668(8) 0.2561(4) 0.70203(18) 0.0715(14) Uani 1 d . . . U
H6 H 0.4408 0.1810 0.6991 0.086 Uiso 1 calc . . R .
C7 C 0.3910(8) 0.3152(5) 0.7423(2) 0.0742(15) Uani 1 d . . . U
H7 H 0.3114 0.2800 0.7663 0.089 Uiso 1 calc . . R .
C8 C 0.4321(8) 0.4261(5) 0.74733(18) 0.0748(16) Uani 1 d . . . U
H8 H 0.3829 0.4654 0.7750 0.090 Uiso 1 calc . . R .
C9 C 0.5468(7) 0.4782(4) 0.71106(15) 0.0577(12) Uani 1 d . . . U
H9 H 0.5740 0.5531 0.7144 0.069 Uiso 1 calc . . R .
C10 C 0.8856(6) 0.6051(3) 0.64983(14) 0.0391(8) Uani 1 d . . . U
C11 C 1.0169(8) 0.5887(3) 0.69003(16) 0.0585(10) Uani 1 d . . . U
H11 H 1.0382 0.5180 0.7026 0.070 Uiso 1 calc . . R .
C12 C 1.1166(7) 0.6782(5) 0.7115(2) 0.0720(14) Uani 1 d . . . U
H12 H 1.2015 0.6678 0.7391 0.086 Uiso 1 calc . . R .
C13 C 1.0884(8) 0.7823(4) 0.6916(2) 0.0682(13) Uani 1 d . . . U
H13 H 1.1599 0.8417 0.7047 0.082 Uiso 1 calc . . R .
C14 C 0.9582(8) 0.7986(3) 0.65335(18) 0.0677(14) Uani 1 d . . . U
H14 H 0.9378 0.8695 0.6409 0.081 Uiso 1 calc . . R .
C15 C 0.8545(7) 0.7112(3) 0.63238(15) 0.0501(10) Uani 1 d . . . U
H15 H 0.7632 0.7239 0.6064 0.060 Uiso 1 calc . . R .
C16 C 0.5962(6) 0.5388(3) 0.57402(14) 0.0402(9) Uani 1 d . . . U
C17 C 0.4138(7) 0.5808(6) 0.5866(2) 0.0794(18) Uani 1 d . . . U
H17 H 0.3727 0.5796 0.6203 0.095 Uiso 1 calc . . R .
C18 C 0.2898(8) 0.6249(6) 0.5504(2) 0.096(2) Uani 1 d . . . U
H18 H 0.1662 0.6535 0.5598 0.115 Uiso 1 calc . . R .
C19 C 0.3455(9) 0.6271(5) 0.5014(2) 0.0800(16) Uani 1 d . . . U
H19 H 0.2600 0.6561 0.4770 0.096 Uiso 1 calc . . R .
C20 C 0.5263(12) 0.5870(6) 0.48774(18) 0.106(2) Uani 1 d . . . U
H20 H 0.5654 0.5896 0.4539 0.128 Uiso 1 calc . . R .
C21 C 0.6553(9) 0.5416(5) 0.52404(16) 0.0779(17) Uani 1 d . . . U
H21 H 0.7792 0.5136 0.5145 0.093 Uiso 1 calc . . R .
C22 C 1.4643(7) -0.0049(4) 0.59198(17) 0.0651(12) Uani 1 d . . . U
C23 C 1.0853(8) 0.1146(4) 0.63374(19) 0.0620(12) Uani 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
Au1 P1 2.2317(9) . ?
Au1 N1 2.067(3) . ?
P1 C4 1.804(4) . ?
P1 C10 1.807(4) . ?
P1 C16 1.809(4) . ?
N1 C1 1.332(5) . ?
N1 C3 1.361(5) . ?
N2 C1 1.337(5) . ?
N2 C2 1.371(6) . ?
N3 C22 1.126(6) . ?
N4 C23 1.140(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.380(5) . ?
C2 C22 1.419(6) . ?
C3 C23 1.412(6) . ?
C4 C5 1.387(6) . ?
C4 C9 1.375(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(6) . ?
C6 H6 0.9300 . ?
C6 C7 1.376(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.378(9) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.389(6) . ?
C10 C15 1.382(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.393(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.379(7) . ?
C13 H13 0.9300 . ?
C13 C14 1.346(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.380(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.362(6) . ?
C16 C21 1.374(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.372(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.341(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.352(8) . ?
C20 H20 0.9300 . ?
C20 C21 1.400(7) . ?
C21 H21 0.9300 . ?

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 Au1 P1 172.99(9) . . ?
C4 P1 Au1 110.38(13) . . ?
C4 P1 C10 106.09(18) . . ?
C4 P1 C16 106.86(18) . . ?
C10 P1 Au1 112.20(13) . . ?
C10 P1 C16 106.27(18) . . ?
C16 P1 Au1 114.54(13) . . ?
C1 N1 Au1 130.8(3) . . ?
C1 N1 C3 106.0(3) . . ?
C3 N1 Au1 122.7(3) . . ?
C1 N2 C2 103.2(4) . . ?
N1 C1 N2 114.1(4) . . ?
N1 C1 H1 122.9 . . ?
N2 C1 H1 122.9 . . ?
N2 C2 C3 110.2(4) . . ?
N2 C2 C22 123.4(4) . . ?
C3 C2 C22 126.4(4) . . ?
N1 C3 C2 106.5(4) . . ?
N1 C3 C23 124.0(4) . . ?
C2 C3 C23 129.5(4) . . ?
C5 C4 P1 118.2(3) . . ?
C9 C4 P1 123.3(3) . . ?
C9 C4 C5 118.5(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.9(4) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 H6 120.3 . . ?
C7 C6 C5 119.3(5) . . ?
C7 C6 H6 120.3 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.5(5) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 120.3 . . ?
C9 C8 C7 119.4(5) . . ?
C9 C8 H8 120.3 . . ?
C4 C9 C8 121.3(5) . . ?
C4 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C11 C10 P1 118.6(3) . . ?
C15 C10 P1 122.6(3) . . ?
C15 C10 C11 118.8(4) . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.1(4) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 120.3 . . ?
C13 C12 C11 119.5(5) . . ?
C13 C12 H12 120.3 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.5(5) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.8(4) . . ?
C15 C14 H14 119.6 . . ?
C10 C15 H15 119.8 . . ?
C14 C15 C10 120.3(4) . . ?
C14 C15 H15 119.8 . . ?
C17 C16 P1 122.7(4) . . ?
C17 C16 C21 118.7(5) . . ?
C21 C16 P1 118.5(4) . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.2(5) . . ?
C18 C17 H17 119.4 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.5(5) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.8(5) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.7 . . ?
C19 C20 C21 120.7(5) . . ?
C21 C20 H20 119.7 . . ?
C16 C21 C20 119.1(5) . . ?
C16 C21 H21 120.5 . . ?
C20 C21 H21 120.5 . . ?
N3 C22 C2 179.0(7) . . ?
N4 C23 C3 178.5(5) . . ?

