# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2009

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Guo-Cong Guo'
_publ_contact_author_email       GCGUO@FJIRSM.AC.CN

_publ_section_title              
;
Molecular Design of Luminescent
Halogeno-thiocyano-d10 Metal Complexes with in situ Formation of
Thiocyanate Ligand
;
loop_
_publ_author_name
'Guo-Cong Guo'
'Kun-Lin Huang'
'Guo-Ming Liang'
'Xi Liu'
;
Ming-Sheng Wang
;

# Attachment 'Complexes.CIF'

# Authors: Xi Liu, Kun-Lin Huang, Guo-Ming Liang, Ming-Sheng Wang, Guo-Cong Guo
# Title: Molecular Design of Luminescent Halogeno-thiocyano-d10 Metal
# Complexes with Thiocyanate Ligand in situ Formation
# Pre-publication: CrystEngComm
# Name of author for correspondence: Xi Liu
# Address: College of Chemistry, Chongqing Normal University,
# Chongqing 400047, People's Republic of China
# E-mail: 'xliu@cqnu.edu.cn'
# Fax: '8602365362770'
# Phone: '8602365362777'

data_comp1
_database_code_depnum_ccdc_archive 'CCDC 714859'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H12 Br Cu N2 S'
_chemical_formula_weight         275.68

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'
Cu Cu 0.3201 1.2651 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/m

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   5.898(4)
_cell_length_b                   7.371(5)
_cell_length_c                   11.310(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.064(2)
_cell_angle_gamma                90.00
_cell_volume                     489.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1012
_cell_measurement_theta_min      3.3070
_cell_measurement_theta_max      27.4835

_exptl_crystal_description       Prism
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.2000
_exptl_crystal_size_mid          0.1000
_exptl_crystal_size_min          0.0400
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             272
_exptl_absorpt_coefficient_mu    6.469
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.5993
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sphere (Rigaku CrystalClear)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode generator'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3217
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0238
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         25.03
_reflns_number_total             935
_reflns_number_gt                806
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Corp., 2002)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2002)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2002)'
_computing_structure_solution    'Siemens SHELXTLTM 5'
_computing_structure_refinement  'Siemens SHELXTLTM 5'
_computing_molecular_graphics    'Siemens SHELXTLTM 5'
_computing_publication_material  'Siemens SHELXTLTM 5'

_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0420P)²+0.0900P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         935
_refine_ls_number_parameters     58
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0730
_refine_ls_wR_factor_gt          0.0693
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Cu1 Cu 0.94402(9) 0.2500 0.65190(5) 0.0453(2) Uani 1 2 d S . .
Br1 Br 1.08497(8) 0.2500 0.85625(4) 0.0467(2) Uani 1 2 d S . .
S1 S 0.1706(2) 0.2500 0.50641(12) 0.0733(5) Uani 1 2 d S . .
N1 N 0.6225(6) 0.2500 0.6062(4) 0.0500(11) Uani 1 2 d S . .
N11 N 0.5402(6) 0.2500 0.1877(3) 0.0324(8) Uani 1 2 d S . .
C1 C 0.4348(8) 0.2500 0.5683(4) 0.0417(11) Uani 1 2 d S . .
C11 C 0.3942(6) 0.0860(5) 0.1886(4) 0.0582(10) Uani 1 1 d . . .
H11A H 0.2848 0.0863 0.1194 0.087 Uiso 1 1 calc R . .
H11B H 0.3158 0.0864 0.2588 0.087 Uiso 1 1 calc R . .
H11D H 0.4875 -0.0206 0.1881 0.087 Uiso 1 1 calc R . .
C12 C 0.6602(9) 0.2500 0.0783(4) 0.0506(13) Uani 1 2 d S . .
H12C H 0.7528 0.3569 0.0771 0.076 Uiso 0.50 1 calc PR . .
H12D H 0.5500 0.2488 0.0095 0.076 Uiso 1 2 calc SR . .
H12A H 0.7551 0.1443 0.0778 0.076 Uiso 0.50 1 calc PR . .
C13 C 0.7122(10) 0.2500 0.2934(4) 0.0688(17) Uani 1 2 d S . .
H13D H 0.8047 0.3571 0.2926 0.103 Uiso 0.50 1 calc PR . .
H13B H 0.8071 0.1444 0.2916 0.103 Uiso 0.50 1 calc PR . .
H13A H 0.6362 0.2485 0.3644 0.103 Uiso 1 2 calc SR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0243(3) 0.0607(4) 0.0508(4) 0.000 0.0040(2) 0.000
Br1 0.0390(3) 0.0565(3) 0.0435(3) 0.000 -0.0004(2) 0.000
S1 0.0247(6) 0.1563(16) 0.0382(7) 0.000 0.0009(5) 0.000
N1 0.025(2) 0.081(3) 0.045(2) 0.000 0.0074(17) 0.000
N11 0.0302(19) 0.0334(19) 0.0332(19) 0.000 0.0019(15) 0.000
C1 0.032(3) 0.060(3) 0.036(2) 0.000 0.013(2) 0.000
C11 0.055(2) 0.045(2) 0.077(3) 0.004(2) 0.020(2) -0.0113(18)
C12 0.052(3) 0.060(3) 0.041(3) 0.000 0.012(2) 0.000
C13 0.063(4) 0.099(5) 0.040(3) 0.000 -0.014(3) 0.000

_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
Cu1 N1 1.912(4) . ?
Cu1 S1 2.2266(17) 1_655 ?
Cu1 Br1 2.3720(15) . ?
S1 C1 1.640(5) . ?
S1 Cu1 2.2266(17) 1_455 ?
N1 C1 1.144(6) . ?
N11 C13 1.484(6) . ?
N11 C11 1.485(4) . ?
N11 C11 1.485(4) 4_565 ?
N11 C12 1.489(6) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11D 0.9600 . ?
C12 H12C 0.9600 . ?
C12 H12D 0.9600 . ?
C12 H12A 0.9600 . ?
C13 H13D 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13A 0.9600 . ?

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 Cu1 S1 117.12(13) . 1_655 ?
N1 Cu1 Br1 119.91(12) . . ?
S1 Cu1 Br1 122.97(6) 1_655 . ?
C1 S1 Cu1 107.60(17) . 1_455 ?
C1 N1 Cu1 173.7(4) . . ?
C13 N11 C11 110.0(3) . . ?
C13 N11 C11 110.0(3) . 4_565 ?
C11 N11 C11 109.0(4) . 4_565 ?
C13 N11 C12 108.9(4) . . ?
C11 N11 C12 109.4(2) . . ?
C11 N11 C12 109.4(2) 4_565 . ?
N1 C1 S1 176.8(4) . . ?
N11 C11 H11A 109.5 . . ?
N11 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N11 C11 H11D 109.5 . . ?
H11A C11 H11D 109.5 . . ?
H11B C11 H11D 109.5 . . ?
N11 C12 H12C 109.5 . . ?
N11 C12 H12D 109.5 . . ?
H12C C12 H12D 109.5 . . ?
N11 C12 H12A 109.5 . . ?
H12C C12 H12A 109.5 . . ?
H12D C12 H12A 109.5 . . ?
N11 C13 H13D 109.5 . . ?
N11 C13 H13B 109.5 . . ?
H13D C13 H13B 109.5 . . ?
N11 C13 H13A 109.5 . . ?
H13D C13 H13A 109.5 . . ?
H13B C13 H13A 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.069

#===END

data_Comp2
_database_code_depnum_ccdc_archive 'CCDC 714860'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H12 Cu I N2 S'
_chemical_formula_weight         322.67

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.931(6)
_cell_length_b                   7.710(7)
_cell_length_c                   11.488(10)
_cell_angle_alpha                101.668(13)
_cell_angle_beta                 95.652(18)
_cell_angle_gamma                90.59(2)
_cell_volume                     511.7(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1464
_cell_measurement_theta_min      3.4529
_cell_measurement_theta_max      27.4835

_exptl_crystal_description       Prism
_exptl_crystal_colour            Orange
_exptl_crystal_size_max          0.5000
_exptl_crystal_size_mid          0.0800
_exptl_crystal_size_min          0.0800
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.094
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             308
_exptl_absorpt_coefficient_mu    5.294
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.4432
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sphere (Rigaku CrystalClear)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode generator'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3291
_diffrn_reflns_av_R_equivalents  0.0290
_diffrn_reflns_av_sigmaI/netI    0.0471
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.45
_diffrn_reflns_theta_max         25.03
_reflns_number_total             1781
_reflns_number_gt                1565
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Corp., 2002)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2002)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2002)'
_computing_structure_solution    'Siemens SHELXTLTM 5'
_computing_structure_refinement  'Siemens SHELXTLTM 5'
_computing_molecular_graphics    'Siemens SHELXTLTM 5'
_computing_publication_material  'Siemens SHELXTLTM 5'

_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0940P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1781
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1334
_refine_ls_wR_factor_gt          0.1299
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      1.000
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Cu1 Cu 0.09606(15) -0.13594(17) -0.11392(9) 0.0492(3) Uani 1 1 d . . .
I1 I -0.07629(7) -0.19539(6) -0.33380(4) 0.0360(2) Uani 1 1 d . . .
S1 S -0.1402(3) -0.2124(3) 0.02018(16) 0.0398(5) Uani 1 1 d . . .
N1 N -0.5907(10) -0.1992(9) -0.0774(6) 0.0413(15) Uani 1 1 d . . .
N11 N 0.4711(10) 0.6942(7) 0.3143(5) 0.0299(12) Uani 1 1 d . . .
C1 C -0.4047(11) -0.2029(9) -0.0400(6) 0.0312(15) Uani 1 1 d . . .
C11 C 0.6242(15) 0.5428(11) 0.3174(8) 0.050(2) Uani 1 1 d . . .
H11A H 0.7132 0.5283 0.2508 0.075 Uiso 1 1 calc R . .
H11B H 0.5352 0.4365 0.3127 0.075 Uiso 1 1 calc R . .
H11C H 0.7229 0.5661 0.3906 0.075 Uiso 1 1 calc R . .
C12 C 0.3132(16) 0.6581(14) 0.2018(7) 0.059(2) Uani 1 1 d . . .
H12A H 0.3993 0.6420 0.1341 0.089 Uiso 1 1 calc R . .
H12B H 0.2156 0.7564 0.2004 0.089 Uiso 1 1 calc R . .
H12C H 0.2232 0.5527 0.1985 0.089 Uiso 1 1 calc R . .
C13 C 0.3341(14) 0.7178(11) 0.4184(7) 0.0446(19) Uani 1 1 d . . .
H13A H 0.2441 0.6121 0.4141 0.067 Uiso 1 1 calc R . .
H13B H 0.2364 0.8160 0.4168 0.067 Uiso 1 1 calc R . .
H13C H 0.4337 0.7405 0.4913 0.067 Uiso 1 1 calc R . .
C14 C 0.6104(15) 0.8592(11) 0.3210(8) 0.047(2) Uani 1 1 d . . .
H14A H 0.7001 0.8437 0.2548 0.071 Uiso 1 1 calc R . .
H14B H 0.7083 0.8832 0.3945 0.071 Uiso 1 1 calc R . .
H14C H 0.5121 0.9568 0.3182 0.071 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0192(5) 0.0864(8) 0.0417(6) 0.0148(5) -0.0015(4) 0.0016(5)
I1 0.0326(3) 0.0408(3) 0.0325(3) 0.0066(2) -0.0047(2) -0.0031(2)
S1 0.0196(9) 0.0672(13) 0.0328(10) 0.0130(9) -0.0016(7) 0.0022(8)
N1 0.027(4) 0.047(4) 0.044(4) -0.003(3) 0.003(3) 0.000(3)
N11 0.031(3) 0.027(3) 0.030(3) 0.004(2) 0.001(2) 0.000(2)
C1 0.019(4) 0.041(4) 0.031(4) 0.001(3) 0.002(3) -0.003(3)
C11 0.048(5) 0.040(4) 0.059(5) 0.002(4) 0.003(4) 0.009(4)
C12 0.062(6) 0.073(6) 0.038(5) 0.012(4) -0.020(4) -0.014(5)
C13 0.049(5) 0.050(5) 0.035(4) 0.003(3) 0.015(4) 0.000(4)
C14 0.044(5) 0.039(4) 0.058(5) 0.006(4) 0.012(4) -0.009(4)

_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
Cu1 N1 1.953(7) 1_655 ?
Cu1 S1 2.337(3) . ?
Cu1 I1 2.579(2) . ?
Cu1 S1 2.684(3) 2 ?
S1 C1 1.659(7) . ?
S1 Cu1 2.684(3) 2 ?
N1 C1 1.147(8) . ?
N1 Cu1 1.953(7) 1_455 ?
N11 C11 1.490(9) . ?
N11 C13 1.493(9) . ?
N11 C14 1.494(10) . ?
N11 C12 1.496(9) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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 Cu1 S1 111.7(2) 1_655 . ?
N1 Cu1 I1 118.95(19) 1_655 . ?
S1 Cu1 I1 115.08(8) . . ?
N1 Cu1 S1 98.2(2) 1_655 2 ?
S1 Cu1 S1 97.79(9) . 2 ?
I1 Cu1 S1 111.57(6) . 2 ?
C1 S1 Cu1 106.8(3) . . ?
C1 S1 Cu1 94.8(3) . 2 ?
Cu1 S1 Cu1 82.21(9) . 2 ?
C1 N1 Cu1 165.8(6) . 1_455 ?
C11 N11 C13 109.5(6) . . ?
C11 N11 C14 109.3(6) . . ?
C13 N11 C14 109.4(6) . . ?
C11 N11 C12 110.0(6) . . ?
C13 N11 C12 108.7(6) . . ?
C14 N11 C12 110.0(7) . . ?
N1 C1 S1 176.9(7) . . ?
N11 C11 H11A 109.5 . . ?
N11 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N11 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N11 C12 H12A 109.5 . . ?
N11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N11 C13 H13A 109.5 . . ?
N11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N11 C14 H14A 109.5 . . ?
N11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         3.812
_refine_diff_density_min         -1.091
_refine_diff_density_rms         0.220

#===END

data_Comp3
_database_code_depnum_ccdc_archive 'CCDC 714861'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C6 H12 Ag2 Cl N3 O0 S2'
_chemical_formula_weight         441.50

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pmn2(1)

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y, z+1/2'
'-x, y, z'

_cell_length_a                   14.900(4)
_cell_length_b                   6.4724(13)
_cell_length_c                   6.4724(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     624.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1829
_cell_measurement_theta_min      3.1484
_cell_measurement_theta_max      27.4835

_exptl_crystal_description       Prism
_exptl_crystal_colour            Red
_exptl_crystal_size_max          0.5000
_exptl_crystal_size_mid          0.3000
_exptl_crystal_size_min          0.3000
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_absorpt_coefficient_mu    3.652
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6075
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'Sphere (Rigaku CrystalClear)'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating-anode generator'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3901
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_sigmaI/netI    0.0198
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         3.43
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1096
_reflns_number_gt                1066
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku Corp., 2002)'
_computing_cell_refinement       'CrystalClear (Rigaku Corp., 2002)'
_computing_data_reduction        'CrystalClear (Rigaku Corp., 2002)'
_computing_structure_solution    'Siemens SHELXTLTM 5'
_computing_structure_refinement  'Siemens SHELXTLTM 5'
_computing_molecular_graphics    'Siemens SHELXTLTM 5'
_computing_publication_material  'Siemens SHELXTLTM 5'

_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.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0458P)²+0.4000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0193(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(12)
_refine_ls_number_reflns         1096
_refine_ls_number_parameters     72
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0253
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0671
_refine_ls_wR_factor_gt          0.0664
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
Ag1 Ag 0.165595(10) 0.37425(2) 0.55508(5) 0.05451(6) Uani 1 1 d . . .
Cl1 Cl 0.0000 0.48249(10) 0.53915(15) 0.04145(17) Uani 1 2 d S . .
S1 S 0.22054(4) 0.34518(7) 0.97958(9) 0.03780(14) Uani 1 1 d . . .
N1 N 0.30986(13) -0.0357(2) 0.9969(3) 0.0397(5) Uani 1 1 d . . .
C1 C 0.27465(15) 0.1215(2) 0.9904(3) 0.0300(6) Uani 1 1 d . . .
N2 N 0.0000 0.8896(3) 0.0252(4) 0.0303(6) Uani 1 2 d S . .
C2 C 0.08118(14) 0.7573(4) 0.0401(7) 0.0624(7) Uani 1 1 d . . .
H2A H 0.0822 0.6621 -0.0736 0.094 Uiso 1 1 calc R . .
H2B H 0.0799 0.6818 0.1678 0.094 Uiso 1 1 calc R . .
H2C H 0.1339 0.8425 0.0359 0.094 Uiso 1 1 calc R . .
C3 C 0.0000 1.0399(6) 0.2008(6) 0.0534(10) Uani 1 2 d S . .
H3A H 0.0000 0.9657 0.3293 0.080 Uiso 1 2 calc SR . .
H3B H -0.0526 1.1251 0.1929 0.080 Uiso 0.50 1 calc PR . .
H3C H 0.0526 1.1251 0.1929 0.080 Uiso 0.50 1 calc PR . .
C4 C 0.0000 1.0026(7) -0.1746(6) 0.0642(13) Uani 1 2 d S . .
H4A H 0.0000 0.9052 -0.2865 0.096 Uiso 1 2 calc SR . .
H4B H 0.0526 1.0878 -0.1832 0.096 Uiso 0.50 1 calc PR . .
H4C H -0.0526 1.0878 -0.1832 0.096 Uiso 0.50 1 calc PR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ag1 0.03670(9) 0.02475(8) 0.10208(15) -0.00113(9) 0.00033(14) 0.00157(5)
Cl1 0.0259(3) 0.0376(3) 0.0609(4) -0.0012(4) 0.000 0.000
S1 0.0331(2) 0.02303(19) 0.0572(3) -0.0018(2) -0.0085(2) 0.00197(19)
N1 0.0480(9) 0.0200(7) 0.0511(12) 0.0004(8) 0.0032(8) 0.0059(7)
C1 0.0284(10) 0.0275(10) 0.0342(11) -0.0001(8) 0.0016(7) -0.0054(7)
N2 0.0211(9) 0.0319(10) 0.0378(15) -0.0003(10) 0.000 0.000
C2 0.0415(10) 0.0652(13) 0.0806(15) -0.0109(16) -0.0086(17) 0.0218(10)
C3 0.0514(19) 0.055(2) 0.054(2) -0.0168(18) 0.000 0.000
C4 0.085(3) 0.062(2) 0.046(2) 0.0208(19) 0.000 0.000

_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
Ag1 N1 2.2534(16) 2_554 ?
Ag1 S1 2.5328(7) 2_564 ?
Ag1 Cl1 2.5670(7) . ?
Ag1 S1 2.8731(8) . ?
Cl1 Ag1 2.5670(7) 4 ?
S1 C1 1.6588(18) . ?
S1 Ag1 2.5328(7) 2_565 ?
N1 C1 1.145(2) . ?
N1 Ag1 2.2534(16) 2 ?
N2 C2 1.485(3) 4 ?
N2 C2 1.485(3) . ?
N2 C4 1.486(5) . ?
N2 C3 1.496(4) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?

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 Ag1 S1 123.80(5) 2_554 2_564 ?
N1 Ag1 Cl1 114.50(5) 2_554 . ?
S1 Ag1 Cl1 116.13(3) 2_564 . ?
N1 Ag1 S1 92.86(4) 2_554 . ?
S1 Ag1 S1 92.326(17) 2_564 . ?
Cl1 Ag1 S1 109.28(3) . . ?
Ag1 Cl1 Ag1 147.98(3) . 4 ?
C1 S1 Ag1 106.98(8) . 2_565 ?
C1 S1 Ag1 103.66(7) . . ?
Ag1 S1 Ag1 109.17(2) 2_565 . ?
C1 N1 Ag1 160.76(17) . 2 ?
N1 C1 S1 178.1(2) . . ?
C2 N2 C2 109.1(2) 4 . ?
C2 N2 C4 109.9(2) 4 . ?
C2 N2 C4 109.9(2) . . ?
C2 N2 C3 109.0(2) 4 . ?
C2 N2 C3 109.0(2) . . ?
C4 N2 C3 110.0(3) . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.513
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.086


