# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_DMPzAuimnt
_database_code_depnum_ccdc_archive 'CCDC 1402123'
_audit_update_record             
;
2015-05-20 deposited with the CCDC.
2015-07-24 downloaded from the CCDC.
;
#===============================================================================
# 5. CHEMICAL DATA

_chemical_formula_sum            'C18 H18 Au2 N8 S4'
_chemical_formula_moiety         'C8 Au2 N4 S4, 2(C5 H9 N2)'
_chemical_formula_weight         868.58
#=============================================================
# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
loop_
_symmetry_equiv_pos_as_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                   17.112(4)
_cell_length_b                   12.896(4)
_cell_length_c                   11.447(3)
_cell_angle_alpha                90
_cell_angle_beta                 90.276(5)
_cell_angle_gamma                90
_cell_volume                     2526.2(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_cell_measurement_temperature    150(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            orange
_exptl_crystal_size_min          0.005
_exptl_crystal_size_mid          0.005
_exptl_crystal_size_max          0.021

_exptl_crystal_density_diffrn    2.284
_exptl_crystal_density_meas      ?
# Non-dispersive F(000): 
_exptl_crystal_F_000             1616
_exptl_absorpt_coefficient_mu    14.813
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   '(Sheldrich , 1996)'
_exptl_absorpt_correction_T_min  0.4465
_exptl_absorpt_correction_T_max  0.7462

#=============================================================================
# 7. EXPERIMENTAL DATA

_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.77490
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_radiation_monochromator  'Si-<111> channel cut crystal'
_diffrn_measurement_method       'ω scans'
_diffrn_ambient_temperature      150(2)
_diffrn_reflns_number            13873
_diffrn_reflns_av_R_equivalents  0.1138
_diffrn_reflns_theta_min         2.156
_diffrn_reflns_theta_max         28.966
_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.706
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14


#==========================================================================
# 8. REFINEMENT DATA


# The values actually used during refinement 
# The I/u(I) cutoff below was used for refinement as 
# well as the _gt R-factors: 
_reflns_number_total             2593
_reflns_number_gt                2275
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0612P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2593
_refine_ls_number_parameters     147
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1204
_refine_ls_wR_factor_gt          0.1149
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.173
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         2.747
_refine_diff_density_min         -4.116


#========================================================== 
# 9. General computing 

_computing_data_collection       'Bruker APEX2 v2013.6.2'
_computing_data_reduction        'Bruker SAINT v8.32B'
_computing_cell_refinement       'Bruker SAINT v8.32B'
_computing_structure_solution    
; 
 SHELXL-2013 (Sheldrick, 2013)
;

#===================================================================
# 10.  ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.00202 0.00197
'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'
H H 0.0000 0.0000 'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'
N N -0.00306 0.00403
'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'
S S 0.12060 0.14800
'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'
Au Au -3.50355 10.12326
'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'

#==============================================================================
# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

# Replace trailing . with the number of unfound
# hydrogen atoms attaced to relavent atom
# TODO check _oxford_atom_site_special_shape
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
Au1 Au 0.49055(2) 0.48591(3) 0.37950(2) 0.02176(16) Uani 1 1 d . U . . .
C1 C 0.5997(5) 0.3063(6) 0.5112(5) 0.0224(17) Uani 1 1 d . U . . .
S1 S 0.56195(14) 0.33599(17) 0.37578(14) 0.0284(5) Uani 1 1 d . U . . .
N1 N 0.8130(5) 0.1803(7) 0.8963(6) 0.043(2) Uani 1 1 d . . . . .
H1 H 0.7847 0.1483 0.8431 0.051 Uiso 1 1 calc R U . . .
N2 N 0.8507(5) 0.2676(6) 0.8812(6) 0.041(2) Uani 1 1 d . . . . .
H2 H 0.8504 0.3039 0.8161 0.049 Uiso 1 1 calc R U . . .
C2 C 0.6452(5) 0.2161(6) 0.5159(6) 0.0238(17) Uani 1 1 d . . . . .
S2 S 0.58622(16) 0.36989(19) 0.64003(15) 0.0383(6) Uani 1 1 d . U . . .
C4 C 0.6827(5) 0.1817(6) 0.6216(7) 0.0288(19) Uani 1 1 d . . . . .
N4 N 0.7131(5) 0.1530(6) 0.7049(5) 0.0378(19) Uani 1 1 d . . . . .
C3 C 0.6570(6) 0.1551(7) 0.4156(6) 0.030(2) Uani 1 1 d . . . . .
N3 N 0.6665(5) 0.1062(6) 0.3307(6) 0.044(2) Uani 1 1 d . . . . .
C5 C 0.8250(5) 0.1476(7) 1.0069(6) 0.0299(19) Uani 1 1 d . . . . .
C9 C 0.9374(7) 0.3896(9) 0.9864(12) 0.073(4) Uani 1 1 d . . . . .
H9A H 0.9039 0.4481 1.0080 0.109 Uiso 1 1 calc R U . . .
H9B H 0.9619 0.4037 0.9108 0.109 Uiso 1 1 calc R U . . .
H9C H 0.9780 0.3802 1.0461 0.109 Uiso 1 1 calc R U . . .
C8 C 0.8895(6) 0.2941(7) 0.9776(8) 0.036(2) Uani 1 1 d . . . . .
C7 C 0.8731(6) 0.2185(7) 1.0591(6) 0.033(2) Uani 1 1 d . . . . .
H7 H 0.8919 0.2162 1.1373 0.039 Uiso 1 1 calc R U . . .
C6 C 0.7888(6) 0.0524(8) 1.0528(10) 0.051(3) Uani 1 1 d . . . . .
H6A H 0.8278 -0.0032 1.0553 0.077 Uiso 1 1 calc R U . . .
H6B H 0.7453 0.0318 1.0018 0.077 Uiso 1 1 calc R U . . .
H6C H 0.7692 0.0654 1.1317 0.077 Uiso 1 1 calc R 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 S2 2.287(2) 5_666 ?
Au1 S1 2.288(2) . ?
Au1 Au1 2.7998(8) 5_666 ?
Au1 Au1 2.9840(9) 2_655 ?
C1 C2 1.401(11) . ?
C1 S2 1.705(7) . ?
C1 S1 1.719(7) . ?
N1 N2 1.309(11) . ?
N1 C5 1.349(9) . ?
N2 C8 1.330(12) . ?
C2 C3 1.407(10) . ?
C2 C4 1.436(10) . ?
S2 Au1 2.287(2) 5_666 ?
C4 N4 1.146(10) . ?
C3 N3 1.171(10) . ?
C5 C7 1.367(13) . ?
C5 C6 1.472(13) . ?
C9 C8 1.482(14) . ?
C8 C7 1.379(12) . ?

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
S2 Au1 S1 172.71(7) 5_666 . ?
S2 Au1 Au1 93.11(5) 5_666 5_666 ?
S1 Au1 Au1 93.95(4) . 5_666 ?
S2 Au1 Au1 88.15(5) 5_666 2_655 ?
S1 Au1 Au1 85.47(4) . 2_655 ?
Au1 Au1 Au1 165.12(3) 5_666 2_655 ?
C2 C1 S2 116.3(5) . . ?
C2 C1 S1 115.3(5) . . ?
S2 C1 S1 128.4(5) . . ?
C1 S1 Au1 111.7(3) . . ?
N2 N1 C5 108.7(8) . . ?
N1 N2 C8 110.8(7) . . ?
C1 C2 C3 120.9(7) . . ?
C1 C2 C4 122.4(7) . . ?
C3 C2 C4 116.7(7) . . ?
C1 S2 Au1 112.8(3) . 5_666 ?
N4 C4 C2 179.0(9) . . ?
N3 C3 C2 178.6(9) . . ?
N1 C5 C7 106.8(8) . . ?
N1 C5 C6 122.2(9) . . ?
C7 C5 C6 131.0(8) . . ?
N2 C8 C7 106.1(8) . . ?
N2 C8 C9 122.9(10) . . ?
C7 C8 C9 131.0(9) . . ?
C5 C7 C8 107.6(7) . . ?

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: water/acetone'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_PipHAuimnt
_database_code_depnum_ccdc_archive 'CCDC 1402127'
_audit_update_record             
;
2015-05-20 deposited with the CCDC.
2015-07-24 downloaded from the CCDC.
;
#===============================================================================
# 5. CHEMICAL DATA

_chemical_formula_sum            'C18 H24 Au2 N6 S4'
_chemical_formula_moiety         'C8 Au2 N4 S4, 2(C5 H12 N)'
_chemical_formula_weight         846.60
#=============================================================
# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

#------------------------------------------------
_cell_length_a                   9.6338(19)
_cell_length_b                   22.019(4)
_cell_length_c                   11.351(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.513(3)
_cell_angle_gamma                90
_cell_volume                     2407.1(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_cell_measurement_temperature    150(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_size_min          0.005
_exptl_crystal_size_mid          0.005
_exptl_crystal_size_max          0.017

_exptl_crystal_density_diffrn    2.336
_exptl_crystal_density_meas      ?
_exptl_crystal_F_000             1584
_exptl_absorpt_coefficient_mu    15.538
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   '(Sheldrich , 1996)'
_exptl_absorpt_correction_T_min  0.6267
_exptl_absorpt_correction_T_max  0.7462

#=============================================================================
# 7. EXPERIMENTAL DATA

_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.77490
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_radiation_monochromator  'Si-<111> channel cut crystal'
_diffrn_measurement_method       'ω scans'
_diffrn_ambient_temperature      150(2)
_diffrn_reflns_number            20162
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_theta_min         2.017
_diffrn_reflns_theta_max         28.963
_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.706
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14


#==========================================================================
# 8. REFINEMENT DATA


# The values actually used during refinement 
# The I/u(I) cutoff below was used for refinement as 
# well as the _gt R-factors: 
_reflns_number_total             4912
_reflns_number_gt                3858
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0501P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4912
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.1063
_refine_ls_wR_factor_gt          0.0798
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         1.634
_refine_diff_density_min         -1.941


#========================================================== 
# 9. General computing 

_computing_data_collection       'Bruker APEX2 v2013.2.0'
_computing_cell_refinement       'Bruker SAINT v8.27B'
_computing_data_reduction        'Bruker SAINT v8.27B'
_computing_structure_solution    
; 

 SHELXL-2013 (Sheldrick, 2013)
;

#===================================================================
# 10.  ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.00202 0.00197
'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'
H H 0.0000 0.0000 'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'
N N -0.00306 0.00403
'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'
S S 0.12060 0.14800
'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'
Au Au -3.50355 10.12326
'L. Kissel & R.H. Pratt, Acta Cryst A (1990), A46, 170-175.'

#==============================================================================
# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

# Replace trailing . with the number of unfound
# hydrogen atoms attaced to relavent atom
# TODO check _oxford_atom_site_special_shape
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
Au1 Au 0.89003(3) 0.75142(2) 0.51009(2) 0.01428(10) Uani 1 1 d . . . . .
S1 S 0.73022(16) 0.82859(6) 0.51336(12) 0.0198(3) Uani 1 1 d . . . . .
N1 N 0.6450(5) 0.9809(2) 0.5919(4) 0.0257(12) Uani 1 1 d . . . . .
C1 C 0.7349(5) 0.8706(2) 0.3850(4) 0.0133(11) Uani 1 1 d . . . . .
Au2 Au 0.86941(3) 0.74773(2) 0.26552(2) 0.01460(10) Uani 1 1 d . . . . .
S2 S 0.80394(16) 0.84847(6) 0.25328(12) 0.0201(3) Uani 1 1 d . . . . .
N2 N 0.6041(5) 0.9928(2) 0.2101(4) 0.0219(11) Uani 1 1 d . . . . .
C2 C 0.6759(6) 0.9287(2) 0.3916(5) 0.0166(12) Uani 1 1 d . . . . .
N3 N 1.2113(5) 0.5294(2) 0.5841(4) 0.0250(12) Uani 1 1 d . . . . .
S3 S 1.04925(15) 0.67386(6) 0.51687(12) 0.0199(3) Uani 1 1 d . . . . .
C3 C 0.6555(6) 0.9570(2) 0.5030(5) 0.0167(12) Uani 1 1 d . . . . .
C6 C 1.0802(6) 0.5697(2) 0.3999(5) 0.0154(12) Uani 1 1 d . . . . .
N6 N 0.8362(6) 1.0846(2) 0.6485(4) 0.0267(12) Uani 1 1 d . . . . .
H6A H 0.7639 1.0526 0.6501 0.032 Uiso 1 1 calc R U . . .
H6B H 0.9163 1.0706 0.6977 0.032 Uiso 1 1 calc R U . . .
C5 C 1.0222(5) 0.6278(2) 0.3958(5) 0.0126(11) Uani 1 1 d . . . . .
N5 N 0.3887(5) 1.0848(2) 0.1507(4) 0.0207(11) Uani 1 1 d . . . . .
H5A H 0.3020 1.0725 0.1891 0.025 Uiso 1 1 calc R U . . .
H5B H 0.4504 1.0489 0.1487 0.025 Uiso 1 1 calc R U . . .
N4 N 1.0516(5) 0.4973(2) 0.2243(5) 0.0269(12) Uani 1 1 d . . . . .
S4 S 0.93179(15) 0.64640(6) 0.26644(12) 0.0178(3) Uani 1 1 d . . . . .
C4 C 0.6390(6) 0.9638(2) 0.2900(5) 0.0165(12) Uani 1 1 d . . . . .
C9 C 0.4579(6) 1.1335(3) 0.2224(5) 0.0241(14) Uani 1 1 d . . . . .
H9A H 0.4823 1.1178 0.3020 0.029 Uiso 1 1 calc R U . . .
H9B H 0.3937 1.1683 0.2311 0.029 Uiso 1 1 calc R U . . .
C8 C 1.0656(6) 0.5298(2) 0.3032(5) 0.0191(12) Uani 1 1 d . . . . .
C7 C 1.1525(6) 0.5479(2) 0.5032(5) 0.0173(12) Uani 1 1 d . . . . .
C18 C 0.7800(7) 1.1414(3) 0.6997(6) 0.0329(16) Uani 1 1 d . . . . .
H18A H 0.8535 1.1728 0.7036 0.040 Uiso 1 1 calc R U . . .
H18B H 0.7492 1.1336 0.7808 0.040 Uiso 1 1 calc R U . . .
C17 C 0.6579(7) 1.1641(3) 0.6239(5) 0.0287(15) Uani 1 1 d . . . . .
H17A H 0.5813 1.1342 0.6260 0.034 Uiso 1 1 calc R U . . .
H17B H 0.6237 1.2029 0.6562 0.034 Uiso 1 1 calc R U . . .
C16 C 0.7003(7) 1.1735(3) 0.4975(6) 0.0303(15) Uani 1 1 d . . . . .
H16A H 0.6181 1.1857 0.4489 0.036 Uiso 1 1 calc R U . . .
H16B H 0.7695 1.2067 0.4944 0.036 Uiso 1 1 calc R U . . .
C15 C 0.7614(7) 1.1166(3) 0.4479(6) 0.0316(16) Uani 1 1 d . . . . .
H15A H 0.7941 1.1249 0.3676 0.038 Uiso 1 1 calc R U . . .
H15B H 0.6884 1.0850 0.4418 0.038 Uiso 1 1 calc R U . . .
C14 C 0.8817(7) 1.0929(3) 0.5238(6) 0.0312(16) Uani 1 1 d . . . . .
H14A H 0.9140 1.0536 0.4922 0.037 Uiso 1 1 calc R U . . .
H14B H 0.9600 1.1220 0.5222 0.037 Uiso 1 1 calc R U . . .
C13 C 0.3545(6) 1.1045(3) 0.0262(5) 0.0211(13) Uani 1 1 d . . . . .
H13A H 0.2862 1.1381 0.0268 0.025 Uiso 1 1 calc R U . . .
H13B H 0.3129 1.0702 -0.0187 0.025 Uiso 1 1 calc R U . . .
C12 C 0.4850(6) 1.1254(3) -0.0318(5) 0.0258(14) Uani 1 1 d . . . . .
H12A H 0.4618 1.1398 -0.1125 0.031 Uiso 1 1 calc R U . . .
H12B H 0.5498 1.0907 -0.0380 0.031 Uiso 1 1 calc R U . . .
C11 C 0.5549(7) 1.1758(3) 0.0372(5) 0.0287(15) Uani 1 1 d . . . . .
H11A H 0.4932 1.2118 0.0388 0.034 Uiso 1 1 calc R U . . .
H11B H 0.6420 1.1877 -0.0010 0.034 Uiso 1 1 calc R U . . .
C10 C 0.5869(6) 1.1542(3) 0.1628(5) 0.0257(14) Uani 1 1 d . . . . .
H10A H 0.6541 1.1202 0.1608 0.031 Uiso 1 1 calc R U . . .
H10B H 0.6302 1.1877 0.2087 0.031 Uiso 1 1 calc R 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 S1 2.2940(14) . ?
Au1 S3 2.2955(14) . ?
Au1 Au2 2.7792(6) . ?
Au1 Au2 2.9115(6) 4_576 ?
S1 C1 1.728(5) . ?
N1 C3 1.146(7) . ?
C1 C2 1.402(7) . ?
C1 S2 1.723(5) . ?
Au2 S2 2.3093(14) . ?
Au2 S4 2.3106(14) . ?
Au2 Au1 2.9116(6) 4_575 ?
N2 C4 1.152(7) . ?
C2 C4 1.426(8) . ?
C2 C3 1.428(8) . ?
N3 C7 1.143(7) . ?
S3 C5 1.722(5) . ?
C6 C5 1.397(7) . ?
C6 C8 1.409(8) . ?
C6 C7 1.429(7) . ?
N6 C18 1.489(8) . ?
N6 C14 1.504(8) . ?
C5 S4 1.737(5) . ?
N5 C9 1.494(7) . ?
N5 C13 1.506(7) . ?
N4 C8 1.152(7) . ?
C9 C10 1.501(8) . ?
C18 C17 1.523(9) . ?
C17 C16 1.517(9) . ?
C16 C15 1.500(8) . ?
C15 C14 1.519(8) . ?
C13 C12 1.506(8) . ?
C12 C11 1.508(8) . ?
C11 C10 1.526(8) . ?

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
S1 Au1 S3 177.14(5) . . ?
S1 Au1 Au2 90.43(4) . . ?
S3 Au1 Au2 92.40(4) . . ?
S1 Au1 Au2 85.16(4) . 4_576 ?
S3 Au1 Au2 91.98(4) . 4_576 ?
Au2 Au1 Au2 171.886(15) . 4_576 ?
C1 S1 Au1 110.52(19) . . ?
C2 C1 S2 118.1(4) . . ?
C2 C1 S1 115.1(4) . . ?
S2 C1 S1 126.8(3) . . ?
S2 Au2 S4 176.73(5) . . ?
S2 Au2 Au1 92.53(4) . . ?
S4 Au2 Au1 90.69(3) . . ?
S2 Au2 Au1 87.69(4) . 4_575 ?
S4 Au2 Au1 89.20(4) . 4_575 ?
Au1 Au2 Au1 171.735(15) . 4_575 ?
C1 S2 Au2 109.33(18) . . ?
C1 C2 C4 123.0(5) . . ?
C1 C2 C3 120.7(5) . . ?
C4 C2 C3 116.2(5) . . ?
C5 S3 Au1 108.95(18) . . ?
N1 C3 C2 176.8(6) . . ?
C5 C6 C8 120.8(5) . . ?
C5 C6 C7 121.3(5) . . ?
C8 C6 C7 117.8(5) . . ?
C18 N6 C14 112.6(5) . . ?
C6 C5 S3 117.4(4) . . ?
C6 C5 S4 115.8(4) . . ?
S3 C5 S4 126.7(3) . . ?
C9 N5 C13 112.8(4) . . ?
C5 S4 Au2 110.87(18) . . ?
N2 C4 C2 177.2(6) . . ?
N5 C9 C10 109.5(5) . . ?
N4 C8 C6 179.0(7) . . ?
N3 C7 C6 178.4(6) . . ?
N6 C18 C17 109.8(5) . . ?
C16 C17 C18 110.9(6) . . ?
C15 C16 C17 111.0(5) . . ?
C16 C15 C14 112.1(5) . . ?
N6 C14 C15 109.8(5) . . ?
N5 C13 C12 109.5(5) . . ?
C13 C12 C11 111.3(5) . . ?
C12 C11 C10 109.4(5) . . ?
C9 C10 C11 111.5(5) . . ?
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: water/acetone'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_PipHAuimnt(NH3)2(H2O)
_database_code_depnum_ccdc_archive 'CCDC 1402128'
_audit_update_record             
;
2015-05-20 deposited with the CCDC.
2015-07-24 downloaded from the CCDC.
;
#===============================================================================
# 5. CHEMICAL DATA

_chemical_formula_sum            'C18 H32 Au2 N8 O S4'
_chemical_formula_moiety         'C8 Au2 N4 S4, 2(C5 H12 N), H2 O, 2(H3 N)'
_chemical_formula_weight         898.74
#=============================================================
# 6. CRYSTAL DATA

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

#------------------------------------------------
_cell_length_a                   10.5756(14)
_cell_length_b                   23.180(3)
_cell_length_c                   11.6908(16)
_cell_angle_alpha                90
_cell_angle_beta                 99.794(2)
_cell_angle_gamma                90
_cell_volume                     2824.1(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6524
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      30.63
_cell_measurement_temperature    150(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_min          0.051
_exptl_crystal_size_mid          0.056
_exptl_crystal_size_max          0.475

_exptl_crystal_density_diffrn    2.114
_exptl_crystal_density_meas      ?
_exptl_crystal_F_000             1704
_exptl_absorpt_coefficient_mu    10.700
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   '(Sheldrich , 1996)'
_exptl_absorpt_correction_T_min  0.5389
_exptl_absorpt_correction_T_max  0.7461

#=============================================================================
# 7. EXPERIMENTAL DATA

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_method       ω/2θ
_diffrn_ambient_temperature      150(2)
_diffrn_reflns_number            22224
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_theta_min         1.757
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14


#==========================================================================
# 8. REFINEMENT DATA


# The values actually used during refinement 
# The I/u(I) cutoff below was used for refinement as 
# well as the _gt R-factors: 
_reflns_number_total             5755
_reflns_number_gt                4119
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0132P)²]
 where P=(Fo²+2Fc²)/3
;

_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details .




_refine_ls_number_reflns         12746
_refine_ls_number_parameters     632
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0531
_refine_ls_wR_factor_gt          0.0510
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000







_refine_diff_density_max         0.994
_refine_diff_density_min         -1.042


#========================================================== 
# 9. General computing 

_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_cell_refinement       'Bruker SAINT'
_computing_structure_solution    
; 

 SHELXL-2013 (Sheldrick, 2013)
;

#===================================================================
# 10.  ATOMIC COORDINATES AND THERMAL PARAMETERS

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'
S S 0.1246 0.1234 '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'

#==============================================================================
# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

# Replace trailing . with the number of unfound
# hydrogen atoms attaced to relavent atom
# TODO check _oxford_atom_site_special_shape
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
Au1 Au 0.79222(3) 0.75400(2) 0.27398(2) 0.01736(11) Uani 1 1 d . . . . .
Au2 Au 0.79142(3) 0.74347(2) 0.51468(2) 0.01697(11) Uani 1 1 d . . . . .
S1 S 0.9013(2) 0.66898(9) 0.26968(15) 0.0291(5) Uani 1 1 d . . . . .
S2 S 0.9528(2) 0.67576(9) 0.53839(16) 0.0310(5) Uani 1 1 d . . . . .
S3 S 0.6829(2) 0.83983(9) 0.26046(16) 0.0273(5) Uani 1 1 d . . . . .
S4 S 0.6263(2) 0.80878(9) 0.50554(16) 0.0254(5) Uani 1 1 d . . . . .
O1 O 0.8045(6) 0.9953(2) 0.4858(5) 0.0264(13) Uani 1 1 d D . . . .
N1 N 1.0860(9) 0.5409(3) 0.2288(6) 0.040(2) Uani 1 1 d . . . . .
N2 N 1.1429(9) 0.5412(4) 0.5954(6) 0.051(3) Uani 1 1 d . . . . .
N3 N 0.5048(9) 0.9708(3) 0.2071(6) 0.048(2) Uani 1 1 d . . . . .
N4 N 0.4296(7) 0.9299(3) 0.5541(6) 0.0306(17) Uani 1 1 d . . . . .
N5 N 0.5354(8) 0.8552(3) -0.0665(7) 0.049(2) Uani 1 1 d . . . . .
H5A H 0.5919 0.8881 -0.0388 0.058 Uiso 1 1 calc R U . . .
H5B H 0.5816 0.8193 -0.0389 0.058 Uiso 1 1 calc R U . . .
N6 N 0.9967(7) 0.9266(3) 0.4226(5) 0.0213(15) Uani 1 1 d . . . . .
H6A H 1.0656 0.9528 0.4597 0.026 Uiso 1 1 calc R U . . .
H6B H 0.9153 0.9486 0.4094 0.026 Uiso 1 1 calc R U . . .
N7 N 0.6866(10) 0.9468(4) 0.0148(7) 0.065(3) Uani 1 1 d . . . . .
H1 H 0.6532 0.9670 0.0694 0.15(4) Uiso 1 1 calc R . . . .
H2 H 0.6598 0.9629 -0.0563 0.15(4) Uiso 1 1 calc R . . . .
H3 H 0.7738 0.9479 0.0316 0.15(4) Uiso 1 1 calc R . . . .
N8 N 0.7295(7) 0.9612(3) 0.6850(6) 0.0287(18) Uani 1 1 d . . . . .
H6 H 0.756(7) 0.928(3) 0.705(6) 0.028(14) Uiso 1 1 d D . . . .
H7 H 0.756(7) 0.980(3) 0.745(6) 0.028(14) Uiso 1 1 d D . . . .
H8 H 0.656(7) 0.961(3) 0.677(7) 0.028(14) Uiso 1 1 d D . . . .
C1 C 0.9661(8) 0.6440(3) 0.4066(6) 0.0214(18) Uani 1 1 d . . . . .
C2 C 1.0380(9) 0.5936(3) 0.4104(6) 0.0244(19) Uani 1 1 d . . . . .
C3 C 1.0614(9) 0.5647(3) 0.3076(7) 0.030(2) Uani 1 1 d . . . . .
C4 C 1.0959(10) 0.5665(4) 0.5158(7) 0.036(2) Uani 1 1 d . . . . .
C5 C 0.6133(8) 0.8517(3) 0.3823(6) 0.0176(16) Uani 1 1 d . . . . .
C6 C 0.5403(8) 0.9008(3) 0.3810(6) 0.0226(18) Uani 1 1 d . . . . .
C7 C 0.5210(9) 0.9397(4) 0.2843(7) 0.029(2) Uani 1 1 d . . . . .
C8 C 0.4789(8) 0.9163(3) 0.4774(7) 0.0237(18) Uani 1 1 d . . . . .
C9 C 0.4164(10) 0.8592(4) -0.0141(8) 0.042(2) Uani 1 1 d . . . . .
H9A H 0.3727 0.8963 -0.0362 0.051 Uiso 1 1 calc R U . . .
H9B H 0.4392 0.8579 0.0716 0.051 Uiso 1 1 calc R U . . .
C10 C 0.3275(10) 0.8102(4) -0.0554(8) 0.046(3) Uani 1 1 d . . . . .
H10A H 0.2475 0.8139 -0.0227 0.055 Uiso 1 1 calc R U . . .
H10B H 0.3686 0.7731 -0.0287 0.055 Uiso 1 1 calc R U . . .
C11 C 0.2963(10) 0.8110(5) -0.1878(8) 0.047(3) Uani 1 1 d . . . . .
H11A H 0.2506 0.8472 -0.2139 0.057 Uiso 1 1 calc R U . . .
H11B H 0.2393 0.7782 -0.2153 0.057 Uiso 1 1 calc R U . . .
C12 C 0.4202(11) 0.8068(5) -0.2402(8) 0.050(3) Uani 1 1 d . . . . .
H12A H 0.4622 0.7692 -0.2198 0.060 Uiso 1 1 calc R U . . .
H12B H 0.3989 0.8094 -0.3259 0.060 Uiso 1 1 calc R U . . .
C13 C 0.5108(11) 0.8553(5) -0.1943(8) 0.050(3) Uani 1 1 d . . . . .
H13A H 0.5928 0.8505 -0.2234 0.060 Uiso 1 1 calc R U . . .
H13B H 0.4728 0.8927 -0.2228 0.060 Uiso 1 1 calc R U . . .
C14 C 1.0266(9) 0.9063(4) 0.3079(6) 0.028(2) Uani 1 1 d . . . . .
H14A H 1.0343 0.9399 0.2573 0.034 Uiso 1 1 calc R U . . .
H14B H 0.9561 0.8815 0.2687 0.034 Uiso 1 1 calc R U . . .
C15 C 1.1507(9) 0.8728(4) 0.3278(7) 0.037(2) Uani 1 1 d . . . . .
H15A H 1.2220 0.8991 0.3591 0.045 Uiso 1 1 calc R U . . .
H15B H 1.1674 0.8576 0.2527 0.045 Uiso 1 1 calc R U . . .
C16 C 1.1473(11) 0.8230(4) 0.4117(8) 0.051(3) Uani 1 1 d . . . . .
H16A H 1.0857 0.7935 0.3752 0.061 Uiso 1 1 calc R U . . .
H16B H 1.2332 0.8050 0.4293 0.061 Uiso 1 1 calc R U . . .
C17 C 1.1076(11) 0.8439(4) 0.5233(7) 0.043(3) Uani 1 1 d . . . . .
H17A H 1.0968 0.8103 0.5729 0.051 Uiso 1 1 calc R U . . .
H17B H 1.1766 0.8685 0.5659 0.051 Uiso 1 1 calc R U . . .
C18 C 0.9851(9) 0.8776(4) 0.5012(6) 0.030(2) Uani 1 1 d . . . . .
H18A H 0.9140 0.8521 0.4657 0.036 Uiso 1 1 calc R U . . .
H18B H 0.9651 0.8922 0.5756 0.036 Uiso 1 1 calc R U . . .
H4 H 0.731(5) 1.013(4) 0.446(7) 0.05(2) Uiso 1 1 d D . . . .
H5 H 0.769(9) 0.989(4) 0.553(5) 0.05(2) Uiso 1 1 d 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
Au1 S1 2.288(2) . ?
Au1 S3 2.293(2) . ?
Au1 Au2 2.8260(5) . ?
Au1 Au2 3.0305(5) 4_575 ?
Au2 S4 2.300(2) . ?
Au2 S2 2.301(2) . ?
Au2 Au1 3.0306(5) 4_576 ?
S1 C1 1.731(7) . ?
S2 C1 1.735(7) . ?
S3 C5 1.733(7) . ?
S4 C5 1.737(7) . ?
N1 C3 1.141(9) . ?
N2 C4 1.139(10) . ?
N3 C7 1.145(10) . ?
N4 C8 1.155(9) . ?
N5 C13 1.473(12) . ?
N5 C9 1.493(11) . ?
N6 C18 1.480(9) . ?
N6 C14 1.504(9) . ?
C1 C2 1.389(11) . ?
C2 C4 1.426(11) . ?
C2 C3 1.434(10) . ?
C5 C6 1.374(10) . ?
C6 C7 1.434(11) . ?
C6 C8 1.438(10) . ?
C9 C10 1.501(13) . ?
C10 C11 1.526(12) . ?
C11 C12 1.541(14) . ?
C12 C13 1.514(14) . ?
C14 C15 1.508(12) . ?
C15 C16 1.519(13) . ?
C16 C17 1.516(13) . ?
C17 C18 1.497(13) . ?

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
S1 Au1 S3 174.78(6) . . ?
S1 Au1 Au2 91.97(5) . . ?
S3 Au1 Au2 93.25(5) . . ?
S1 Au1 Au2 84.86(5) . 4_575 ?
S3 Au1 Au2 89.92(5) . 4_575 ?
Au2 Au1 Au2 176.141(11) . 4_575 ?
S4 Au2 S2 175.27(7) . . ?
S4 Au2 Au1 91.59(5) . . ?
S2 Au2 Au1 92.93(5) . . ?
S4 Au2 Au1 84.64(5) . 4_576 ?
S2 Au2 Au1 90.97(5) . 4_576 ?
Au1 Au2 Au1 173.927(11) . 4_576 ?
C1 S1 Au1 113.0(3) . . ?
C1 S2 Au2 110.7(3) . . ?
C5 S3 Au1 111.1(3) . . ?
C5 S4 Au2 111.6(3) . . ?
C13 N5 C9 113.6(8) . . ?
C18 N6 C14 111.4(6) . . ?
C2 C1 S1 116.1(5) . . ?
C2 C1 S2 117.1(5) . . ?
S1 C1 S2 126.9(5) . . ?
C1 C2 C4 123.4(7) . . ?
C1 C2 C3 122.5(7) . . ?
C4 C2 C3 114.1(7) . . ?
N1 C3 C2 176.5(10) . . ?
N2 C4 C2 175.0(9) . . ?
C6 C5 S3 116.0(5) . . ?
C6 C5 S4 116.6(5) . . ?
S3 C5 S4 127.3(4) . . ?
C5 C6 C7 122.2(7) . . ?
C5 C6 C8 121.7(7) . . ?
C7 C6 C8 116.0(7) . . ?
N3 C7 C6 179.5(10) . . ?
N4 C8 C6 178.5(9) . . ?
N5 C9 C10 110.3(8) . . ?
C9 C10 C11 109.4(8) . . ?
C10 C11 C12 110.6(8) . . ?
C13 C12 C11 110.0(8) . . ?
N5 C13 C12 110.6(8) . . ?
N6 C14 C15 109.4(7) . . ?
C14 C15 C16 112.0(8) . . ?
C17 C16 C15 110.7(7) . . ?
C18 C17 C16 112.1(7) . . ?
N6 C18 C17 110.3(7) . . ?

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
N5 H5A N7 0.99 1.74 2.730(12) 177.2 .
N6 H6A O1 0.99 1.86 2.842(9) 174.2 3_776
N6 H6B O1 0.99 1.92 2.778(9) 143.1 .
N6 H6B N1 0.99 2.68 3.222(10) 114.9 2_755
N7 H1 N3 0.91 2.43 3.245(12) 148.6 .
N8 H6 S1 0.84(7) 2.75(6) 3.573(8) 165(6) 4_576
N8 H7 N2 0.83(6) 2.44(6) 3.268(10) 172(7) 2_756
N8 H8 N4 0.77(7) 2.67(7) 3.358(11) 151(7) .
C14 H14A N1 0.99 2.68 3.340(12) 124.2 2_755
C14 H14A N2 0.99 2.41 3.195(10) 135.2 4_575
C14 H14B S2 0.99 3.00 3.650(8) 124.5 4_575
C18 H18B S1 0.99 2.85 3.571(7) 130.1 4_576
C18 H18B N1 0.99 2.54 3.291(10) 132.1 4_576
O1 H4 N4 0.93(2) 2.15(5) 2.993(9) 150(8) 3_676
O1 H5 N8 0.94(2) 1.79(3) 2.703(9) 164(9) .
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: aqueous ammonia'
_exptl_crystal_preparation       Luminescent
