# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_TMTTF_1_150K
_database_code_depnum_ccdc_archive 'CCDC 1471695'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2016-04-22 downloaded from the CCDC.
;

_audit_creation_date             2015-03-27T14:05:52-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        TMTTF_1
_chemical_formula_moiety         'C16 H10 N6 S4, C10 H12 S4'
_chemical_formula_sum            'C26 H22 N6 S8'
_chemical_formula_weight         674.98
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.2379(10)
_cell_length_b                   8.6275(12)
_cell_length_c                   12.664(2)
_cell_angle_alpha                102.003(8)
_cell_angle_beta                 100.361(8)
_cell_angle_gamma                91.428(9)
_cell_volume                     759.30(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1409
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      24.79
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       stick
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.805
_exptl_absorpt_correction_T_max  0.958


#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0584
_diffrn_reflns_av_unetI/netI     0.0818
_diffrn_reflns_number            7173
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.03
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_reflns_number_total             3446
_reflns_number_gt                2604
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
          WinGX publication routines (Farrugia, 2012),
          CRYSCALc (T. Roisnel, local program, 2014)
;

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0451P)²+0.9543P] 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_number_reflns         3446
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0813
_refine_ls_R_factor_gt           0.061
_refine_ls_wR_factor_ref         0.1464
_refine_ls_wR_factor_gt          0.1361
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.002
_refine_diff_density_max         1.082
_refine_diff_density_min         -0.52
_refine_diff_density_rms         0.085

# End of res file
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, 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 0 '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'


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
S1 S 0.39634(11) 0.30063(9) 0.35851(6) 0.0193(2) Uani 1 1 d . . .
S2 S 0.45380(14) 0.80538(10) 0.43982(7) 0.0301(2) Uani 1 1 d . . .
C1 C 0.4611(4) 0.4883(4) 0.4447(3) 0.0195(7) Uani 1 1 d . . .
C2 C 0.4193(4) 0.6135(4) 0.3853(3) 0.0204(7) Uani 1 1 d . . .
N3 N 0.3406(4) 0.5512(3) 0.2751(2) 0.0186(6) Uani 1 1 d . . .
C4 C 0.2973(5) 0.6562(4) 0.1959(3) 0.0231(7) Uani 1 1 d . . .
H4A H 0.2702 0.7624 0.2353 0.028 Uiso 1 1 calc R . .
H4B H 0.1841 0.6114 0.1403 0.028 Uiso 1 1 calc R . .
C5 C 0.4620(5) 0.6721(4) 0.1394(3) 0.0304(8) Uani 1 1 d . . .
H5A H 0.5754 0.7111 0.1948 0.046 Uiso 1 1 calc R . .
H5B H 0.435 0.7472 0.0911 0.046 Uiso 1 1 calc R . .
H5C H 0.4822 0.5682 0.0957 0.046 Uiso 1 1 calc R . .
C6 C 0.3190(4) 0.3902(4) 0.2470(3) 0.0185(6) Uani 1 1 d . . .
C7 C 0.2488(4) 0.2941(4) 0.1439(3) 0.0216(7) Uani 1 1 d . . .
C8 C 0.2323(5) 0.1263(4) 0.1355(3) 0.0279(8) Uani 1 1 d . . .
N9 N 0.2153(5) -0.0092(4) 0.1263(3) 0.0434(9) Uani 1 1 d . . .
C10 C 0.1927(4) 0.3422(4) 0.0419(3) 0.0223(7) Uani 1 1 d . . .
N11 N 0.1480(4) 0.3729(4) -0.0437(2) 0.0312(7) Uani 1 1 d . . .
S3 S -0.12275(14) 0.47153(15) 0.32545(9) 0.0481(3) Uani 1 1 d . . .
S4 S -0.02635(15) 0.23863(15) 0.46372(9) 0.0493(3) Uani 1 1 d . . .
C21 C -0.0322(5) 0.4390(5) 0.4559(3) 0.0443(11) Uani 1 1 d . . .
C22 C -0.1134(6) 0.1642(6) 0.3238(4) 0.0459(11) Uani 1 1 d . . .
C23 C -0.1596(5) 0.2671(6) 0.2612(3) 0.0423(11) Uani 1 1 d . . .
C24 C -0.1333(8) -0.0145(6) 0.2898(4) 0.0704(17) Uani 1 1 d . . .
H24A H -0.176 -0.0464 0.21 0.106 Uiso 1 1 calc R . .
H24B H -0.2254 -0.0556 0.3268 0.106 Uiso 1 1 calc R . .
H24C H -0.0113 -0.0576 0.3105 0.106 Uiso 1 1 calc R . .
C25 C -0.2399(6) 0.2347(7) 0.1399(4) 0.0573(14) Uani 1 1 d . . .
H25A H -0.2231 0.1242 0.1065 0.086 Uiso 1 1 calc R . .
H25B H -0.1745 0.3057 0.1055 0.086 Uiso 1 1 calc R . .
H25C H -0.3743 0.2533 0.1288 0.086 Uiso 1 1 calc R . .





#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
S1 C1 1.753(3) . ?
S1 C6 1.760(3) . ?
S2 C2 1.650(3) . ?
C1 C1 1.384(6) 2_666 ?
C1 C2 1.448(5) . ?
C2 N3 1.395(4) . ?
N3 C6 1.358(4) . ?
N3 C4 1.484(4) . ?
C4 C5 1.514(5) . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C5 H5A 0.98 . ?
C5 H5B 0.98 . ?
C5 H5C 0.98 . ?
C6 C7 1.392(4) . ?
C7 C8 1.430(5) . ?
C7 C10 1.431(5) . ?
C8 N9 1.151(5) . ?
C10 N11 1.161(4) . ?
S3 C21 1.747(5) . ?
S3 C23 1.774(5) . ?
S4 C22 1.747(5) . ?
S4 C21 1.753(5) . ?
C21 C21 1.368(8) 2_566 ?
C22 C23 1.319(7) . ?
C22 C24 1.508(7) . ?
C23 C25 1.506(6) . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?


loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C6 90.18(15) . . ?
C1 C1 C2 125.0(4) 2_666 . ?
C1 C1 S1 123.8(3) 2_666 . ?
C2 C1 S1 111.2(2) . . ?
N3 C2 C1 111.2(3) . . ?
N3 C2 S2 123.7(2) . . ?
C1 C2 S2 125.1(3) . . ?
C6 N3 C2 114.7(3) . . ?
C6 N3 C4 124.1(3) . . ?
C2 N3 C4 121.1(3) . . ?
N3 C4 C5 110.3(3) . . ?
N3 C4 H4A 109.6 . . ?
C5 C4 H4A 109.6 . . ?
N3 C4 H4B 109.6 . . ?
C5 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 C7 128.2(3) . . ?
N3 C6 S1 112.8(2) . . ?
C7 C6 S1 119.1(2) . . ?
C6 C7 C8 117.9(3) . . ?
C6 C7 C10 127.8(3) . . ?
C8 C7 C10 114.4(3) . . ?
N9 C8 C7 178.2(4) . . ?
N11 C10 C7 176.3(3) . . ?
C21 S3 C23 94.9(2) . . ?
C22 S4 C21 95.3(2) . . ?
C21 C21 S3 122.2(5) 2_566 . ?
C21 C21 S4 123.1(5) 2_566 . ?
S3 C21 S4 114.7(2) . . ?
C23 C22 C24 127.4(4) . . ?
C23 C22 S4 117.9(3) . . ?
C24 C22 S4 114.6(4) . . ?
C22 C23 C25 128.6(4) . . ?
C22 C23 S3 117.1(3) . . ?
C25 C23 S3 114.3(4) . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?


loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 S1 C1 C1 179.6(4) . . . 2_666 ?
C6 S1 C1 C2 0.6(2) . . . . ?
C1 C1 C2 N3 -179.7(4) 2_666 . . . ?
S1 C1 C2 N3 -0.6(3) . . . . ?
C1 C1 C2 S2 -1.2(6) 2_666 . . . ?
S1 C1 C2 S2 177.80(19) . . . . ?
C1 C2 N3 C6 0.3(4) . . . . ?
S2 C2 N3 C6 -178.2(2) . . . . ?
C1 C2 N3 C4 -176.0(3) . . . . ?
S2 C2 N3 C4 5.5(4) . . . . ?
C6 N3 C4 C5 -83.5(4) . . . . ?
C2 N3 C4 C5 92.4(3) . . . . ?
C2 N3 C6 C7 -178.6(3) . . . . ?
C4 N3 C6 C7 -2.4(5) . . . . ?
C2 N3 C6 S1 0.2(3) . . . . ?
C4 N3 C6 S1 176.3(2) . . . . ?
C1 S1 C6 N3 -0.4(2) . . . . ?
C1 S1 C6 C7 178.4(3) . . . . ?
N3 C6 C7 C8 -177.5(3) . . . . ?
S1 C6 C7 C8 3.9(4) . . . . ?
N3 C6 C7 C10 3.8(5) . . . . ?
S1 C6 C7 C10 -174.9(3) . . . . ?
C6 C7 C8 N9 155(13) . . . . ?
C10 C7 C8 N9 -26(13) . . . . ?
C6 C7 C10 N11 161(5) . . . . ?
C8 C7 C10 N11 -18(6) . . . . ?
C23 S3 C21 C21 177.1(4) . . . 2_566 ?
C23 S3 C21 S4 -1.7(2) . . . . ?
C22 S4 C21 C21 -176.5(5) . . . 2_566 ?
C22 S4 C21 S3 2.3(2) . . . . ?
C21 S4 C22 C23 -2.3(4) . . . . ?
C21 S4 C22 C24 179.8(3) . . . . ?
C24 C22 C23 C25 -1.3(7) . . . . ?
S4 C22 C23 C25 -178.9(3) . . . . ?
C24 C22 C23 S3 179.1(4) . . . . ?
S4 C22 C23 S3 1.5(5) . . . . ?
C21 S3 C23 C22 0.1(3) . . . . ?
C21 S3 C23 C25 -179.5(3) . . . . ?


#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR MR30                                                 #
#----------------------------------------------------------------------------#
_chemical_name_common            'neutral complex TMTTF_1'
####################################################################### 
# 
# 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_molecule4
_database_code_depnum_ccdc_archive 'CCDC 1471696'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2016-04-22 downloaded from the CCDC.
;

_audit_creation_date             2014-11-07T14:18:40-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H13 N5 S3'
_chemical_formula_sum            'C14 H13 N5 S3'
_chemical_formula_weight         347.47
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
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                   9.9664(7)
_cell_length_b                   9.6751(6)
_cell_length_c                   16.8053(13)
_cell_angle_alpha                90
_cell_angle_beta                 99.922(5)
_cell_angle_gamma                90
_cell_volume                     1596.23(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2368
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      27.01
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.21
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.467
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.807
_exptl_absorpt_correction_T_max  0.907


#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_number            8303
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.93
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_reflns_number_total             3611
_reflns_number_gt                2960
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
           WinGX publication routines (Farrugia, 2012),
           CRYSCALc (T. Roisnel, local program)
;

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0409P)²+0.2818P] 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_number_reflns         3611
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0423
_refine_ls_wR_factor_ref         0.106
_refine_ls_wR_factor_gt          0.099
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.072

# End of res file
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, 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 0 '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'


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
C1 C 0.16498(19) 0.15642(19) 0.71927(11) 0.0155(4) Uani 1 1 d . . .
C2 C 0.1817(2) 0.40495(19) 0.75665(12) 0.0171(4) Uani 1 1 d . . .
C3 C 0.1420(2) 0.38387(19) 0.67627(12) 0.0161(4) Uani 1 1 d . . .
C4 C 0.1747(2) 0.0106(2) 0.71941(12) 0.0201(4) Uani 1 1 d . . .
C5 C 0.1731(2) -0.0706(2) 0.64903(14) 0.0266(5) Uani 1 1 d . . .
C6 C 0.1970(2) -0.0587(2) 0.79527(13) 0.0218(4) Uani 1 1 d . . .
C7 C 0.0583(2) 0.1940(2) 0.57559(11) 0.0186(4) Uani 1 1 d . . .
H7A H -0.0137 0.2614 0.5542 0.022 Uiso 1 1 calc R . .
H7B H 0.0133 0.1045 0.5822 0.022 Uiso 1 1 calc R . .
C8 C 0.1524(2) 0.1762(2) 0.51394(13) 0.0300(5) Uani 1 1 d . . .
H8A H 0.1842 0.267 0.4993 0.045 Uiso 1 1 calc R . .
H8B H 0.1028 0.1307 0.4656 0.045 Uiso 1 1 calc R . .
H8C H 0.2307 0.1193 0.5373 0.045 Uiso 1 1 calc R . .
C9 C 0.2407(2) 0.5403(2) 0.55659(13) 0.0262(5) Uani 1 1 d . . .
H9A H 0.2625 0.4514 0.5326 0.031 Uiso 1 1 calc R . .
H9B H 0.2164 0.6074 0.5119 0.031 Uiso 1 1 calc R . .
C10 C 0.3671(2) 0.5919(2) 0.61228(13) 0.0275(5) Uani 1 1 d . . .
H10A H 0.3404 0.6574 0.6521 0.033 Uiso 1 1 calc R . .
H10B H 0.415 0.5131 0.6422 0.033 Uiso 1 1 calc R . .
C11 C 0.4587(2) 0.6614(2) 0.56490(15) 0.0316(5) Uani 1 1 d . . .
C12 C 0.3358(2) 0.5439(2) 0.88597(12) 0.0224(4) Uani 1 1 d . . .
H12A H 0.3354 0.6198 0.9254 0.027 Uiso 1 1 calc R . .
H12B H 0.3251 0.4559 0.9143 0.027 Uiso 1 1 calc R . .
C13 C 0.4735(2) 0.5428(2) 0.85770(13) 0.0260(5) Uani 1 1 d . . .
H13A H 0.5462 0.5248 0.9046 0.031 Uiso 1 1 calc R . .
H13B H 0.4748 0.4667 0.8185 0.031 Uiso 1 1 calc R . .
C14 C 0.5019(2) 0.6734(2) 0.81987(14) 0.0265(5) Uani 1 1 d . . .
N1 N 0.12781(17) 0.24178(15) 0.65579(10) 0.0160(3) Uani 1 1 d . . .
N2 N 0.1761(2) -0.1366(2) 0.59250(13) 0.0440(6) Uani 1 1 d . . .
N3 N 0.2134(2) -0.11427(18) 0.85696(12) 0.0319(5) Uani 1 1 d . . .
N4 N 0.5262(2) 0.7193(2) 0.52677(14) 0.0439(6) Uani 1 1 d . . .
N5 N 0.5218(2) 0.7757(2) 0.78975(13) 0.0369(5) Uani 1 1 d . . .
S1 S 0.20578(5) 0.24830(5) 0.80877(3) 0.01902(14) Uani 1 1 d . . .
S2 S 0.19068(5) 0.56538(5) 0.80515(3) 0.02144(14) Uani 1 1 d . . .
S3 S 0.09284(6) 0.51522(5) 0.60583(3) 0.02243(15) Uani 1 1 d . . .





#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
C1 N1 1.349(2) . ?
C1 C4 1.414(3) . ?
C1 S1 1.7340(19) . ?
C2 C3 1.356(3) . ?
C2 S1 1.7463(19) . ?
C2 S2 1.7483(19) . ?
C3 N1 1.418(2) . ?
C3 S3 1.7484(19) . ?
C4 C5 1.418(3) . ?
C4 C6 1.424(3) . ?
C5 N2 1.149(3) . ?
C6 N3 1.154(3) . ?
C7 N1 1.479(2) . ?
C7 C8 1.522(3) . ?
C7 H7A 0.99 . ?
C7 H7B 0.99 . ?
C8 H8A 0.98 . ?
C8 H8B 0.98 . ?
C8 H8C 0.98 . ?
C9 C10 1.518(3) . ?
C9 S3 1.826(2) . ?
C9 H9A 0.99 . ?
C9 H9B 0.99 . ?
C10 C11 1.473(3) . ?
C10 H10A 0.99 . ?
C10 H10B 0.99 . ?
C11 N4 1.151(3) . ?
C12 C13 1.527(3) . ?
C12 S2 1.817(2) . ?
C12 H12A 0.99 . ?
C12 H12B 0.99 . ?
C13 C14 1.464(3) . ?
C13 H13A 0.99 . ?
C13 H13B 0.99 . ?
C14 N5 1.144(3) . ?


loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C4 128.41(18) . . ?
N1 C1 S1 111.31(14) . . ?
C4 C1 S1 120.28(14) . . ?
C3 C2 S1 111.12(14) . . ?
C3 C2 S2 125.50(15) . . ?
S1 C2 S2 123.03(12) . . ?
C2 C3 N1 112.79(16) . . ?
C2 C3 S3 124.39(15) . . ?
N1 C3 S3 122.39(14) . . ?
C1 C4 C5 124.09(18) . . ?
C1 C4 C6 118.15(18) . . ?
C5 C4 C6 117.60(18) . . ?
N2 C5 C4 177.9(3) . . ?
N3 C6 C4 179.1(2) . . ?
N1 C7 C8 114.13(17) . . ?
N1 C7 H7A 108.7 . . ?
C8 C7 H7A 108.7 . . ?
N1 C7 H7B 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 S3 114.38(15) . . ?
C10 C9 H9A 108.7 . . ?
S3 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
S3 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C11 C10 C9 110.03(19) . . ?
C11 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
N4 C11 C10 177.3(3) . . ?
C13 C12 S2 114.22(14) . . ?
C13 C12 H12A 108.7 . . ?
S2 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
S2 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C14 C13 C12 112.40(18) . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C12 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
N5 C14 C13 178.8(3) . . ?
C1 N1 C3 113.52(16) . . ?
C1 N1 C7 123.43(16) . . ?
C3 N1 C7 122.36(16) . . ?
C1 S1 C2 91.06(9) . . ?
C2 S2 C12 102.53(10) . . ?
C3 S3 C9 104.45(10) . . ?


loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C2 C3 N1 1.2(2) . . . . ?
S2 C2 C3 N1 -172.24(14) . . . . ?
S1 C2 C3 S3 173.76(11) . . . . ?
S2 C2 C3 S3 0.3(3) . . . . ?
N1 C1 C4 C5 13.6(3) . . . . ?
S1 C1 C4 C5 -165.46(18) . . . . ?
N1 C1 C4 C6 -171.0(2) . . . . ?
S1 C1 C4 C6 9.9(3) . . . . ?
S3 C9 C10 C11 -157.03(16) . . . . ?
S2 C12 C13 C14 62.4(2) . . . . ?
C4 C1 N1 C3 -174.15(19) . . . . ?
S1 C1 N1 C3 5.0(2) . . . . ?
C4 C1 N1 C7 15.2(3) . . . . ?
S1 C1 N1 C7 -165.63(14) . . . . ?
C2 C3 N1 C1 -4.1(2) . . . . ?
S3 C3 N1 C1 -176.81(14) . . . . ?
C2 C3 N1 C7 166.69(18) . . . . ?
S3 C3 N1 C7 -6.1(3) . . . . ?
C8 C7 N1 C1 -99.5(2) . . . . ?
C8 C7 N1 C3 90.7(2) . . . . ?
N1 C1 S1 C2 -3.63(15) . . . . ?
C4 C1 S1 C2 175.60(16) . . . . ?
C3 C2 S1 C1 1.34(16) . . . . ?
S2 C2 S1 C1 174.95(13) . . . . ?
C3 C2 S2 C12 -146.07(18) . . . . ?
S1 C2 S2 C12 41.25(15) . . . . ?
C13 C12 S2 C2 72.79(16) . . . . ?
C2 C3 S3 C9 102.32(19) . . . . ?
N1 C3 S3 C9 -85.78(17) . . . . ?
C10 C9 S3 C3 -63.95(18) . . . . ?


#----------------------------------------------------------------------------#
# END OF CIF FILE FOR MR5                                                    #
#----------------------------------------------------------------------------#
####################################################################### 
# 
# 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_TMTTF1
_database_code_depnum_ccdc_archive 'CCDC 1471697'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2016-04-22 downloaded from the CCDC.
;

_audit_creation_date             2015-03-30T09:42:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H22 N6 S8'
_chemical_formula_sum            'C26 H22 N6 S8'
_chemical_formula_weight         674.98
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.2959(11)
_cell_length_b                   8.7231(12)
_cell_length_c                   12.7388(18)
_cell_angle_alpha                102.719(8)
_cell_angle_beta                 101.011(7)
_cell_angle_gamma                91.481(7)
_cell_volume                     774.33(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3999
_cell_measurement_theta_min      2.4
_cell_measurement_theta_max      25.16
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       stick
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             348
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_T_max  0.959


#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_number            12634
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_full        25
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.967
_reflns_number_total             3442
_reflns_number_gt                2363
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  
;
          WinGX publication routines (Farrugia, 2012),
          CRYSCALc (T. Roisnel, local program, 2014)
;

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.0468P)²+0.2141P] 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_number_reflns         3442
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0685
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.114
_refine_ls_wR_factor_gt          0.1016
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.047

# End of res file
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, 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 0 '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'


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
S1 S 0.39736(8) 0.30168(6) 0.35830(4) 0.04372(17) Uani 1 1 d . . .
S2 S 0.45649(11) 0.80105(7) 0.44063(5) 0.0636(2) Uani 1 1 d . . .
C1 C 0.4613(3) 0.4872(2) 0.44488(17) 0.0392(5) Uani 1 1 d . . .
C2 C 0.4208(3) 0.6115(2) 0.38604(17) 0.0416(5) Uani 1 1 d . . .
N3 N 0.3422(2) 0.5484(2) 0.27577(14) 0.0413(4) Uani 1 1 d . . .
C4 C 0.2984(4) 0.6513(3) 0.19786(19) 0.0526(6) Uani 1 1 d . . .
H4A H 0.2717 0.7566 0.2377 0.063 Uiso 1 1 calc R . .
H4B H 0.1853 0.6061 0.1418 0.063 Uiso 1 1 calc R . .
C5 C 0.4603(4) 0.6678(3) 0.1421(2) 0.0691(8) Uani 1 1 d . . .
H5A H 0.5737 0.7073 0.1978 0.104 Uiso 1 1 calc R . .
H5B H 0.4323 0.742 0.0945 0.104 Uiso 1 1 calc R . .
H5C H 0.48 0.5649 0.0978 0.104 Uiso 1 1 calc R . .
C6 C 0.3212(3) 0.3889(2) 0.24717(17) 0.0402(5) Uani 1 1 d . . .
C7 C 0.2524(3) 0.2924(3) 0.14435(18) 0.0461(5) Uani 1 1 d . . .
C8 C 0.2392(4) 0.1261(3) 0.13622(19) 0.0601(7) Uani 1 1 d . . .
N9 N 0.2247(5) -0.0065(3) 0.1270(2) 0.0943(9) Uani 1 1 d . . .
C10 C 0.1943(3) 0.3383(3) 0.0430(2) 0.0522(6) Uani 1 1 d . . .
N11 N 0.1474(3) 0.3651(3) -0.04188(19) 0.0730(7) Uani 1 1 d . . .
S3 S -0.12088(11) 0.47002(11) 0.32554(6) 0.0790(3) Uani 1 1 d . . .
S4 S -0.02642(12) 0.24174(10) 0.46281(7) 0.0828(3) Uani 1 1 d . . .
C21 C -0.0308(4) 0.4395(4) 0.4561(2) 0.0698(8) Uani 1 1 d . . .
C22 C -0.1172(5) 0.1671(4) 0.3224(3) 0.0845(10) Uani 1 1 d . . .
C23 C -0.1590(4) 0.2711(4) 0.2605(3) 0.0785(9) Uani 1 1 d . . .
C24 C -0.1379(7) -0.0121(5) 0.2887(4) 0.1367(19) Uani 1 1 d . . .
H24A H -0.1885 -0.0458 0.2096 0.205 Uiso 1 1 calc R . .
H24B H -0.2232 -0.0519 0.3289 0.205 Uiso 1 1 calc R . .
H24C H -0.0151 -0.0539 0.3059 0.205 Uiso 1 1 calc R . .
C25 C -0.2407(5) 0.2334(5) 0.1397(3) 0.1082(13) Uani 1 1 d . . .
H25A H -0.2494 0.119 0.1109 0.162 Uiso 1 1 calc R . .
H25B H -0.1602 0.284 0.1019 0.162 Uiso 1 1 calc R . .
H25C H -0.3659 0.2725 0.1273 0.162 Uiso 1 1 calc R . .





#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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
S1 C1 1.741(2) . ?
S1 C6 1.757(2) . ?
S2 C2 1.639(2) . ?
C1 C1 1.376(4) 2_666 ?
C1 C2 1.454(3) . ?
C2 N3 1.393(3) . ?
N3 C6 1.355(3) . ?
N3 C4 1.476(3) . ?
C4 C5 1.509(4) . ?
C4 H4A 0.99 . ?
C4 H4B 0.99 . ?
C5 H5A 0.98 . ?
C5 H5B 0.98 . ?
C5 H5C 0.98 . ?
C6 C7 1.385(3) . ?
C7 C10 1.426(3) . ?
C7 C8 1.430(4) . ?
C8 N9 1.137(3) . ?
C10 N11 1.147(3) . ?
S3 C23 1.741(4) . ?
S3 C21 1.748(3) . ?
S4 C21 1.747(3) . ?
S4 C22 1.753(4) . ?
C21 C21 1.353(5) 2_566 ?
C22 C23 1.332(5) . ?
C22 C24 1.523(5) . ?
C23 C25 1.499(4) . ?
C24 H24A 0.98 . ?
C24 H24B 0.98 . ?
C24 H24C 0.98 . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?


loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C6 90.23(10) . . ?
C1 C1 C2 124.4(2) 2_666 . ?
C1 C1 S1 124.3(2) 2_666 . ?
C2 C1 S1 111.36(15) . . ?
N3 C2 C1 110.84(18) . . ?
N3 C2 S2 123.67(17) . . ?
C1 C2 S2 125.47(17) . . ?
C6 N3 C2 114.63(18) . . ?
C6 N3 C4 124.38(18) . . ?
C2 N3 C4 120.88(18) . . ?
N3 C4 C5 110.6(2) . . ?
N3 C4 H4A 109.5 . . ?
C5 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 C7 128.3(2) . . ?
N3 C6 S1 112.93(15) . . ?
C7 C6 S1 118.78(17) . . ?
C6 C7 C10 127.7(2) . . ?
C6 C7 C8 117.5(2) . . ?
C10 C7 C8 114.8(2) . . ?
N9 C8 C7 178.0(3) . . ?
N11 C10 C7 175.5(3) . . ?
C23 S3 C21 95.52(16) . . ?
C21 S4 C22 95.14(17) . . ?
C21 C21 S4 123.4(3) 2_566 . ?
C21 C21 S3 122.1(4) 2_566 . ?
S4 C21 S3 114.54(15) . . ?
C23 C22 C24 129.0(3) . . ?
C23 C22 S4 117.4(3) . . ?
C24 C22 S4 113.7(3) . . ?
C22 C23 C25 126.2(4) . . ?
C22 C23 S3 117.4(2) . . ?
C25 C23 S3 116.4(3) . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?


loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 S1 C1 C1 179.9(3) . . . 2_666 ?
C6 S1 C1 C2 0.50(17) . . . . ?
C1 C1 C2 N3 -179.7(3) 2_666 . . . ?
S1 C1 C2 N3 -0.3(2) . . . . ?
C1 C1 C2 S2 -1.1(4) 2_666 . . . ?
S1 C1 C2 S2 178.32(13) . . . . ?
C1 C2 N3 C6 -0.2(3) . . . . ?
S2 C2 N3 C6 -178.85(16) . . . . ?
C1 C2 N3 C4 -176.62(18) . . . . ?
S2 C2 N3 C4 4.8(3) . . . . ?
C6 N3 C4 C5 -83.4(3) . . . . ?
C2 N3 C4 C5 92.6(2) . . . . ?
C2 N3 C6 C7 -178.2(2) . . . . ?
C4 N3 C6 C7 -2.0(3) . . . . ?
C2 N3 C6 S1 0.6(2) . . . . ?
C4 N3 C6 S1 176.87(17) . . . . ?
C1 S1 C6 N3 -0.65(16) . . . . ?
C1 S1 C6 C7 178.34(19) . . . . ?
N3 C6 C7 C10 2.8(4) . . . . ?
S1 C6 C7 C10 -176.00(19) . . . . ?
N3 C6 C7 C8 -178.2(2) . . . . ?
S1 C6 C7 C8 3.0(3) . . . . ?
C6 C7 C8 N9 158(9) . . . . ?
C10 C7 C8 N9 -23(9) . . . . ?
C6 C7 C10 N11 168(3) . . . . ?
C8 C7 C10 N11 -11(4) . . . . ?
C22 S4 C21 C21 -178.3(3) . . . 2_566 ?
C22 S4 C21 S3 1.47(18) . . . . ?
C23 S3 C21 C21 178.1(3) . . . 2_566 ?
C23 S3 C21 S4 -1.69(18) . . . . ?
C21 S4 C22 C23 -0.6(3) . . . . ?
C21 S4 C22 C24 179.6(3) . . . . ?
C24 C22 C23 C25 0.8(6) . . . . ?
S4 C22 C23 C25 -178.9(2) . . . . ?
C24 C22 C23 S3 179.2(3) . . . . ?
S4 C22 C23 S3 -0.5(3) . . . . ?
C21 S3 C23 C22 1.3(3) . . . . ?
C21 S3 C23 C25 179.9(2) . . . . ?


#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR MR30AMB                                              #
#----------------------------------------------------------------------------#
####################################################################### 
# 
# 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_acceptor_1
_database_code_depnum_ccdc_archive 'CCDC 1471698'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2016-04-22 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                              CHEMICAL_INFORMATION                          #
#----------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H10 N6 S4'
_chemical_formula_sum            'C16 H10 N6 S4'
_chemical_formula_weight         414.54
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                             UNIT CELL INFORMATION                          #
#----------------------------------------------------------------------------#


_space_group_crystal_system      Triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.3638(2)
_cell_length_b                   7.2562(3)
_cell_length_c                   12.7329(5)
_cell_angle_alpha                77.773(2)
_cell_angle_beta                 80.2040(10)
_cell_angle_gamma                69.1100(10)
_cell_volume                     450.06(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    4978
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      27.48
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                              CRYSTAL INFORMATION                           #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.110
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.529
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             212
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                             ABSORPTION CORRECTION                          #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.860
_exptl_absorpt_correction_T_max  0.942

#----------------------------------------------------------------------------#
#                                DATA COLLECTION                             #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_reflns_av_r_equivalents  0.0292
_diffrn_reflns_av_uneti/neti     0.0243
_diffrn_reflns_number            7308
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.046
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_reflns_number_total             2051
_reflns_number_gt                1872
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                             COMPUTER PROGRAMS USED                         #
#----------------------------------------------------------------------------#

_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_structure_solution    'SIR97 (ALtomare et al., 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 1999), Mercury (CSD, 2014)'
_computing_publication_material  'CRYSCALC (T. Roisnel, local program, 2016)'

#----------------------------------------------------------------------------#
#                             REFINEMENT INFORMATION                         #
#----------------------------------------------------------------------------#

_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     
'w=1/[σ²(Fo²)+(0.0357P)²+0.1161P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2051
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0261
_refine_ls_wR_factor_ref         0.0747
_refine_ls_wR_factor_gt          0.0711
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.042

#...............................................................................
# .RES SHELXL file: job.res
# .HKL SHELXL file: job.hkl
#...............................................................................



# ............... End of .HKL file .............................................
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                ATOMIC TYPES, 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
S1 S 0.69137(7) 0.56093(5) 0.18320(3) 0.04038(12) Uani 1 1 d . . . . .
S2 S 0.31709(6) 0.26206(5) 0.04142(3) 0.03381(11) Uani 1 1 d . . . . .
C1 C 0.4732(2) 0.43439(18) 0.04415(10) 0.0310(3) Uani 1 1 d . . . . .
C2 C 0.5413(2) 0.42140(18) 0.15196(10) 0.0317(3) Uani 1 1 d . . . . .
N3 N 0.4629(2) 0.27538(16) 0.22430(9) 0.0344(2) Uani 1 1 d . . . . .
C4 C 0.4958(3) 0.2435(2) 0.34035(11) 0.0433(3) Uani 1 1 d . . . . .
H4A H 0.6437 0.2845 0.3488 0.052 Uiso 1 1 calc R U . . .
H4B H 0.5392 0.1023 0.3696 0.052 Uiso 1 1 calc R U . . .
C5 C 0.2432(4) 0.3610(3) 0.40274(14) 0.0605(5) Uani 1 1 d . . . . .
H5A H 0.1949 0.5000 0.3716 0.091 Uiso 1 1 calc R U . . .
H5B H 0.2744 0.3446 0.4767 0.091 Uiso 1 1 calc R U . . .
H5C H 0.1001 0.3128 0.3995 0.091 Uiso 1 1 calc R U . . .
C6 C 0.3399(3) 0.17870(19) 0.18068(11) 0.0335(3) Uani 1 1 d . . . . .
C7 C 0.2355(3) 0.0301(2) 0.23184(12) 0.0381(3) Uani 1 1 d . . . . .
C8 C 0.0963(3) -0.0402(2) 0.17155(13) 0.0428(3) Uani 1 1 d . . . . .
N9 N -0.0208(3) -0.0978(2) 0.12775(14) 0.0642(4) Uani 1 1 d . . . . .
C10 C 0.2500(4) -0.0642(2) 0.34177(13) 0.0500(4) Uani 1 1 d . . . . .
N11 N 0.2543(4) -0.1487(3) 0.42810(13) 0.0762(5) Uani 1 1 d . . . . .



#----------------------------------------------------------------------------#
#                               MOLECULAR GEOMETRY                           #
#----------------------------------------------------------------------------#

_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
S1 C2 1.6407(13) . ?
S2 C1 1.7438(13) . ?
S2 C6 1.7583(14) . ?
C1 C1 1.373(3) 2_665 ?
C1 C2 1.4555(18) . ?
C2 N3 1.3859(16) . ?
N3 C6 1.3623(17) . ?
N3 C4 1.4775(17) . ?
C4 C5 1.513(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C7 1.3820(19) . ?
C7 C10 1.424(2) . ?
C7 C8 1.428(2) . ?
C8 N9 1.134(2) . ?
C10 N11 1.139(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S2 C6 90.00(6) . . ?
C1 C1 C2 123.98(15) 2_665 . ?
C1 C1 S2 124.49(13) 2_665 . ?
C2 C1 S2 111.53(9) . . ?
N3 C2 C1 110.89(11) . . ?
N3 C2 S1 124.72(10) . . ?
C1 C2 S1 124.40(10) . . ?
C6 N3 C2 114.67(11) . . ?
C6 N3 C4 124.49(11) . . ?
C2 N3 C4 120.68(11) . . ?
N3 C4 C5 111.36(13) . . ?
N3 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
N3 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 C7 128.34(13) . . ?
N3 C6 S2 112.91(9) . . ?
C7 C6 S2 118.75(11) . . ?
C6 C7 C10 126.63(14) . . ?
C6 C7 C8 118.85(13) . . ?
C10 C7 C8 114.52(13) . . ?
N9 C8 C7 177.00(17) . . ?
N11 C10 C7 175.25(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 S2 C1 C1 -179.64(16) . . . 2_665 ?
C6 S2 C1 C2 0.66(10) . . . . ?
C1 C1 C2 N3 -179.93(15) 2_665 . . . ?
S2 C1 C2 N3 -0.22(14) . . . . ?
C1 C1 C2 S1 0.0(2) 2_665 . . . ?
S2 C1 C2 S1 179.67(7) . . . . ?
C1 C2 N3 C6 -0.53(16) . . . . ?
S1 C2 N3 C6 179.58(9) . . . . ?
C1 C2 N3 C4 -176.12(11) . . . . ?
S1 C2 N3 C4 3.98(18) . . . . ?
C6 N3 C4 C5 -81.32(17) . . . . ?
C2 N3 C4 C5 93.83(16) . . . . ?
C2 N3 C6 C7 -178.68(13) . . . . ?
C4 N3 C6 C7 -3.3(2) . . . . ?
C2 N3 C6 S2 1.05(14) . . . . ?
C4 N3 C6 S2 176.45(10) . . . . ?
C1 S2 C6 N3 -0.97(10) . . . . ?
C1 S2 C6 C7 178.78(11) . . . . ?
N3 C6 C7 C10 -4.4(2) . . . . ?
S2 C6 C7 C10 175.85(12) . . . . ?
N3 C6 C7 C8 175.32(13) . . . . ?
S2 C6 C7 C8 -4.39(18) . . . . ?

#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR Y431                                                 #
#----------------------------------------------------------------------------#
####################################################################### 
# 
# 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_FeMe10Cp2_1
_database_code_depnum_ccdc_archive 'CCDC 1471699'
_audit_update_record             
;
2016-03-31 deposited with the CCDC.
2016-04-22 downloaded from the CCDC.
;


#----------------------------------------------------------------------------#
#                              CHEMICAL_INFORMATION                          #
#----------------------------------------------------------------------------#


_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C16 H10 N6 S4, C20 H30 Fe'
_chemical_formula_sum            'C36 H40 Fe N6 S4'
_chemical_formula_weight         740.83
_chemical_compound_source        'synthesis as described'

#----------------------------------------------------------------------------#
#                              UNIT CELL INFORMATION                         #
#----------------------------------------------------------------------------#


_space_group_crystal_system      Monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.6586(5)
_cell_length_b                   20.4937(12)
_cell_length_c                   10.9221(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.724(2)
_cell_angle_gamma                90
_cell_volume                     1824.38(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    7161
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      27.50
_cell_measurement_wavelength     0.71073

#----------------------------------------------------------------------------#
#                               CRYSTAL INFORMATION                          #
#----------------------------------------------------------------------------#

_exptl_crystal_description       stick
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.150
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             776
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                              ABSORPTION CORRECTION                         #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.677
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  0.903

#----------------------------------------------------------------------------#
#                                 DATA COLLECTION                            #
#----------------------------------------------------------------------------#

_diffrn_measurement_device_type  'D8 VENTURE Bruker AXS'
_diffrn_measurement_method       'rotation images'
_diffrn_detector                 '(CMOS) PHOTON 100'
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Incoatec microfocus sealed tube'
_diffrn_radiation_monochromator  'multilayer monochromator'
_diffrn_reflns_av_r_equivalents  0.0474
_diffrn_reflns_av_uneti/neti     0.0422
_diffrn_reflns_number            14104
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.194
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.986
_reflns_number_total             4121
_reflns_number_gt                3551
_reflns_threshold_expression     >2sigma(I)

#----------------------------------------------------------------------------#
#                             COMPUTER PROGRAMS USED                         #
#----------------------------------------------------------------------------#

_computing_data_collection       'SAINT (Bruker, 2014); XPREP (Sheldrick, 2014)'
_computing_cell_refinement       'APEX2 (Bruker, 2014); SAINT (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014); XPREP (Sheldrick, 2014)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'CRYSCALc (T. Roisnel, local program, 2015)'

#----------------------------------------------------------------------------#
#                             REFINEMENT INFORMATION                         #
#----------------------------------------------------------------------------#

_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     
'w=1/[σ²(Fo²)+(0.0634P)²+12.1109P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4121
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0937
_refine_ls_wR_factor_ref         0.2203
_refine_ls_wR_factor_gt          0.2136
_refine_ls_goodness_of_fit_ref   1.279
_refine_ls_restrained_S_all      1.279
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.781
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.136

__shelx_res_file                 
;
 .res SHELXL file: Y450.res
.................................................................

    Y450.res created by SHELXL-2014/7

TITL import_a.res in P2(1)/n
CELL  0.71073   8.6586  20.4937  10.9221   90.000  109.724   90.000
ZERR     2.00   0.0005   0.0012   0.0006    0.000    0.002    0.000
LATT   1
SYMM  1/2 - X, 1/2 + Y, 1/2 - Z
SFAC  C    H    S    N    FE
UNIT  72   80   8    12   2
MERG   2
FMAP   2
PLAN   20
SIZE     0.15   0.16   0.52
ACTA
BOND   $H
CONF
LIST   4
WPDB  -2
L.S.   4
TEMP  -123.00
WGHT    0.063400   12.110901
FVAR       0.40651
MOLE    1
FE1   5    0.000000    0.500000    0.500000    10.50000    0.00833    0.01196 =
         0.00633    0.00030    0.00307   -0.00046
C1    1    0.009280    0.554078    0.339897    11.00000    0.01679    0.02013 =
         0.01135    0.00164    0.00483   -0.00250
C2    1   -0.157843    0.537908    0.322851    11.00000    0.01662    0.02005 =
         0.01069   -0.00044    0.00266    0.00053
C3    1   -0.171257    0.468923    0.323284    11.00000    0.01226    0.02635 =
         0.00722   -0.00238    0.00338   -0.00556
C4    1   -0.012113    0.441465    0.339508    11.00000    0.01692    0.01780 =
         0.00719   -0.00067    0.00453    0.00049
C5    1    0.098268    0.494523    0.349647    11.00000    0.01449    0.02296 =
         0.00861    0.00282    0.00520    0.00129
C6    1    0.075302    0.621833    0.342878    11.00000    0.03591    0.02234 =
         0.01952    0.00509    0.00531   -0.00849
AFIX 137
H6A   2    0.190870    0.622735    0.398501    11.00000   -1.50000
H6B   2    0.012330    0.651907    0.377588    11.00000   -1.50000
H6C   2    0.065905    0.635190    0.254494    11.00000   -1.50000
AFIX   0
C7    1   -0.295103    0.585695    0.305463    11.00000    0.02094    0.04301 =
         0.01972    0.00434    0.00226    0.01891
AFIX 137
H7A   2   -0.353210    0.592642    0.212453    11.00000   -1.50000
H7B   2   -0.250084    0.627264    0.346469    11.00000   -1.50000
H7C   2   -0.371586    0.568365    0.346122    11.00000   -1.50000
AFIX   0
C8    1   -0.324842    0.430060    0.305104    11.00000    0.02343    0.04516 =
         0.01899   -0.00192    0.00510   -0.01826
AFIX 137
H8A   2   -0.389879    0.451327    0.351758    11.00000   -1.50000
H8B   2   -0.295290    0.385900    0.339444    11.00000   -1.50000
H8C   2   -0.389389    0.427641    0.212270    11.00000   -1.50000
AFIX   0
C9    1    0.029769    0.370379    0.342054    11.00000    0.03997    0.02132 =
         0.02101   -0.00455    0.00792    0.00248
AFIX 137
H9A   2   -0.041195    0.345448    0.378367    11.00000   -1.50000
H9B   2    0.144723    0.363882    0.396118    11.00000   -1.50000
H9C   2    0.013157    0.355343    0.253341    11.00000   -1.50000
AFIX   0
C10   1    0.276058    0.489998    0.363612    11.00000    0.01363    0.04401 =
         0.01887   -0.00056    0.00914    0.00053
AFIX 137
H10A  2    0.322471    0.449729    0.409825    11.00000   -1.50000
H10B  2    0.334933    0.527660    0.412926    11.00000   -1.50000
H10C  2    0.287101    0.489642    0.277222    11.00000   -1.50000
AFIX   0
MOLE    2
S1    3    0.339500    0.914334    0.486897    11.00000    0.01211    0.01663 =
         0.02039   -0.00062    0.00730   -0.00036
S2    3    0.833381    0.961500    0.527601    11.00000    0.01226    0.02200 =
         0.02299    0.00005    0.00694   -0.00001
N1    4    0.618906    0.862035    0.508052    11.00000    0.01214    0.02142 =
         0.01329   -0.00105    0.00227    0.00171
N2    4    0.532862    0.671338    0.518376    11.00000    0.03569    0.02188 =
         0.04851    0.00105    0.01505    0.00297
N3    4    0.092064    0.776166    0.471957    11.00000    0.03975    0.02831 =
         0.18040   -0.02026    0.06161   -0.00829
C11   1    0.479297    0.722411    0.509669    11.00000    0.02675    0.02263 =
         0.02487   -0.00221    0.01208    0.00053
C12   1    0.397950    0.783842    0.496862    11.00000    0.02116    0.01587 =
         0.04008   -0.00478    0.01524   -0.00037
C13   1    0.228267    0.780316    0.483078    11.00000    0.03382    0.01560 =
         0.08936   -0.01254    0.03359    0.00002
C14   1    0.464913    0.845797    0.497581    11.00000    0.02049    0.01910 =
         0.01364   -0.00341    0.00641   -0.00098
C15   1    0.752707    0.815081    0.521595    11.00000    0.02053    0.01890 =
         0.02803   -0.00423    0.01272    0.00218
AFIX  23
H15A  2    0.832478    0.834327    0.484901    11.00000   -1.20000
H15B  2    0.707124    0.775107    0.471544    11.00000   -1.20000
AFIX   0
C16   1    0.839760    0.797300    0.662303    11.00000    0.02421    0.02535 =
         0.03578    0.00034    0.00152    0.00417
AFIX 137
H16A  2    0.870936    0.837204    0.714271    11.00000   -1.50000
H16B  2    0.938418    0.771920    0.669655    11.00000   -1.50000
H16C  2    0.766415    0.771236    0.694288    11.00000   -1.50000
AFIX   0
C17   1    0.506795    0.965547    0.500460    11.00000    0.00866    0.01513 =
         0.01045    0.00244    0.00339   -0.00310
C18   1    0.649994    0.928756    0.512492    11.00000    0.00522    0.01914 =
         0.00658    0.00039    0.00408   -0.00314
HKLF    4

REM  import_a.res in P2(1)/n
REM R1 =  0.0937 for    3551 Fo > 4sig(Fo)  and  0.1067 for all    4121 data
REM    220 parameters refined using      0 restraints

END

WGHT      0.0635     12.0995

REM Highest difference peak  1.781,  deepest hole -0.692,  1-sigma level  0.136
Q1    1   0.8225  1.0390  0.4996  11.00000  0.05    1.78
Q2    1  -0.0436  0.4997  0.4665  11.00000  0.05    1.11
Q3    1   0.6461  0.9071  0.4845  11.00000  0.05    1.09
Q4    1   0.6772  0.9067  0.5319  11.00000  0.05    1.01
Q5    1   0.4060  0.8710  0.5181  11.00000  0.05    0.75
Q6    1   0.5006  0.5543  0.4672  11.00000  0.05    0.69
Q7    1   0.6182  0.7850  0.5213  11.00000  0.05    0.58
Q8    1   0.8714  0.7784  0.4420  11.00000  0.05    0.57
Q9    1   0.1796  0.7959  0.3802  11.00000  0.05    0.56
Q10   1   0.1749  0.6341  0.5137  11.00000  0.05    0.53
Q11   1   0.9348  0.7670  0.5412  11.00000  0.05    0.52
Q12   1   0.4440  0.6776  0.5169  11.00000  0.05    0.49
Q13   1   0.5640  0.7214  0.5212  11.00000  0.05    0.49
Q14   1   0.5530  0.8452  0.5364  11.00000  0.05    0.48
Q15   1   0.3426  0.8631  0.4653  11.00000  0.05    0.48
Q16   1   0.0797  0.5233  0.3601  11.00000  0.05    0.47
Q17   1   0.7261  0.7809  0.4425  11.00000  0.05    0.47
Q18   1   0.4861  0.6743  0.4452  11.00000  0.05    0.44
Q19   1   0.0417  0.4689  0.3383  11.00000  0.05    0.42
Q20   1   0.5000  1.0000  0.5000  10.50000  0.05    0.41
;


#
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
#                ATOMIC TYPES, 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'
S S 0.1246 0.1234 '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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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
Fe1 Fe 0.0000 0.5000 0.5000 0.0087(2) Uani 1 2 d S . P
C1 C 0.0093(6) 0.5541(3) 0.3399(5) 0.0161(10) Uani 1 1 d . . .
C2 C -0.1578(6) 0.5379(3) 0.3229(5) 0.0163(10) Uani 1 1 d . . .
C3 C -0.1713(6) 0.4689(3) 0.3233(5) 0.0153(10) Uani 1 1 d . . .
C4 C -0.0121(6) 0.4415(2) 0.3395(5) 0.0139(10) Uani 1 1 d . . .
C5 C 0.0983(6) 0.4945(3) 0.3496(5) 0.0150(10) Uani 1 1 d . . .
C6 C 0.0753(8) 0.6218(3) 0.3429(6) 0.0269(13) Uani 1 1 d . . .
H6A H 0.1909 0.6227 0.3985 0.040 Uiso 1 1 calc R U .
H6B H 0.0123 0.6519 0.3776 0.040 Uiso 1 1 calc R U .
H6C H 0.0659 0.6352 0.2545 0.040 Uiso 1 1 calc R U .
C7 C -0.2951(7) 0.5857(3) 0.3055(6) 0.0291(14) Uani 1 1 d . . .
H7A H -0.3532 0.5926 0.2125 0.044 Uiso 1 1 calc R U .
H7B H -0.2501 0.6273 0.3465 0.044 Uiso 1 1 calc R U .
H7C H -0.3716 0.5684 0.3461 0.044 Uiso 1 1 calc R U .
C8 C -0.3248(7) 0.4301(3) 0.3051(6) 0.0297(14) Uani 1 1 d . . .
H8A H -0.3899 0.4513 0.3518 0.045 Uiso 1 1 calc R U .
H8B H -0.2953 0.3859 0.3394 0.045 Uiso 1 1 calc R U .
H8C H -0.3894 0.4276 0.2123 0.045 Uiso 1 1 calc R U .
C9 C 0.0298(8) 0.3704(3) 0.3421(6) 0.0280(13) Uani 1 1 d . . .
H9A H -0.0412 0.3454 0.3784 0.042 Uiso 1 1 calc R U .
H9B H 0.1447 0.3639 0.3961 0.042 Uiso 1 1 calc R U .
H9C H 0.0132 0.3553 0.2533 0.042 Uiso 1 1 calc R U .
C10 C 0.2761(7) 0.4900(3) 0.3636(5) 0.0246(13) Uani 1 1 d . . .
H10A H 0.3225 0.4497 0.4098 0.037 Uiso 1 1 calc R U .
H10B H 0.3349 0.5277 0.4129 0.037 Uiso 1 1 calc R U .
H10C H 0.2871 0.4896 0.2772 0.037 Uiso 1 1 calc R U .
S1 S 0.33950(15) 0.91433(6) 0.48690(13) 0.0159(3) Uani 1 1 d . . .
S2 S 0.83338(16) 0.96150(7) 0.52760(13) 0.0188(3) Uani 1 1 d . . .
N1 N 0.6189(5) 0.8620(2) 0.5081(4) 0.0161(9) Uani 1 1 d . . .
N2 N 0.5329(7) 0.6713(3) 0.5184(6) 0.0351(13) Uani 1 1 d . . .
N3 N 0.0921(9) 0.7762(3) 0.4720(11) 0.077(3) Uani 1 1 d . . .
C11 C 0.4793(7) 0.7224(3) 0.5097(6) 0.0239(12) Uani 1 1 d . . .
C12 C 0.3980(7) 0.7838(3) 0.4969(6) 0.0245(12) Uani 1 1 d . . .
C13 C 0.2283(9) 0.7803(3) 0.4831(9) 0.0430(19) Uani 1 1 d . . .
C14 C 0.4649(6) 0.8458(3) 0.4976(5) 0.0176(11) Uani 1 1 d . . .
C15 C 0.7527(7) 0.8151(3) 0.5216(6) 0.0213(11) Uani 1 1 d . . .
H15A H 0.8325 0.8343 0.4849 0.026 Uiso 1 1 calc R U .
H15B H 0.7071 0.7751 0.4715 0.026 Uiso 1 1 calc R U .
C16 C 0.8398(8) 0.7973(3) 0.6623(6) 0.0306(14) Uani 1 1 d . . .
H16A H 0.8709 0.8372 0.7143 0.046 Uiso 1 1 calc R U .
H16B H 0.9384 0.7719 0.6697 0.046 Uiso 1 1 calc R U .
H16C H 0.7664 0.7712 0.6943 0.046 Uiso 1 1 calc R U .
C17 C 0.5068(6) 0.9655(2) 0.5005(5) 0.0114(9) Uani 1 1 d . . .
C18 C 0.6500(5) 0.9288(2) 0.5125(4) 0.0098(9) Uani 1 1 d . . .



#----------------------------------------------------------------------------#
#                               MOLECULAR GEOMETRY                           #
#----------------------------------------------------------------------------#

_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
Fe1 C5 2.092(5) 3_566 ?
Fe1 C5 2.092(5) . ?
Fe1 C1 2.095(5) 3_566 ?
Fe1 C1 2.095(5) . ?
Fe1 C3 2.097(5) 3_566 ?
Fe1 C3 2.097(5) . ?
Fe1 C4 2.097(5) 3_566 ?
Fe1 C4 2.097(5) . ?
Fe1 C2 2.105(5) . ?
Fe1 C2 2.105(5) 3_566 ?
C1 C5 1.428(7) . ?
C1 C2 1.434(7) . ?
C1 C6 1.498(7) . ?
C2 C3 1.419(7) . ?
C2 C7 1.502(7) . ?
C3 C4 1.443(7) . ?
C3 C8 1.505(7) . ?
C4 C5 1.427(7) . ?
C4 C9 1.499(7) . ?
C5 C10 1.498(7) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
S1 C17 1.754(5) . ?
S1 C14 1.755(5) . ?
S2 C18 1.680(4) . ?
N1 C14 1.341(7) . ?
N1 C18 1.391(6) . ?
N1 C15 1.475(7) . ?
N2 C11 1.136(8) . ?
N3 C13 1.147(9) . ?
C11 C12 1.426(8) . ?
C12 C14 1.395(8) . ?
C12 C13 1.427(8) . ?
C15 C16 1.510(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C17 1.417(9) 3_676 ?
C17 C18 1.419(6) . ?

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
C5 Fe1 C5 180.0 3_566 . ?
C5 Fe1 C1 39.9(2) 3_566 3_566 ?
C5 Fe1 C1 140.1(2) . 3_566 ?
C5 Fe1 C1 140.1(2) 3_566 . ?
C5 Fe1 C1 39.9(2) . . ?
C1 Fe1 C1 180.0 3_566 . ?
C5 Fe1 C3 67.03(19) 3_566 3_566 ?
C5 Fe1 C3 112.96(19) . 3_566 ?
C1 Fe1 C3 66.84(19) 3_566 3_566 ?
C1 Fe1 C3 113.2(2) . 3_566 ?
C5 Fe1 C3 112.97(19) 3_566 . ?
C5 Fe1 C3 67.03(19) . . ?
C1 Fe1 C3 113.2(2) 3_566 . ?
C1 Fe1 C3 66.84(19) . . ?
C3 Fe1 C3 180.0 3_566 . ?
C5 Fe1 C4 39.83(19) 3_566 3_566 ?
C5 Fe1 C4 140.17(19) . 3_566 ?
C1 Fe1 C4 67.05(19) 3_566 3_566 ?
C1 Fe1 C4 112.95(19) . 3_566 ?
C3 Fe1 C4 40.24(19) 3_566 3_566 ?
C3 Fe1 C4 139.76(19) . 3_566 ?
C5 Fe1 C4 140.17(19) 3_566 . ?
C5 Fe1 C4 39.83(19) . . ?
C1 Fe1 C4 113.0(2) 3_566 . ?
C1 Fe1 C4 67.05(19) . . ?
C3 Fe1 C4 139.76(19) 3_566 . ?
C3 Fe1 C4 40.24(19) . . ?
C4 Fe1 C4 180.0 3_566 . ?
C5 Fe1 C2 113.1(2) 3_566 . ?
C5 Fe1 C2 66.9(2) . . ?
C1 Fe1 C2 140.07(19) 3_566 . ?
C1 Fe1 C2 39.94(19) . . ?
C3 Fe1 C2 140.5(2) 3_566 . ?
C3 Fe1 C2 39.5(2) . . ?
C4 Fe1 C2 113.02(19) 3_566 . ?
C4 Fe1 C2 66.98(19) . . ?
C5 Fe1 C2 66.9(2) 3_566 3_566 ?
C5 Fe1 C2 113.1(2) . 3_566 ?
C1 Fe1 C2 39.93(19) 3_566 3_566 ?
C1 Fe1 C2 140.06(19) . 3_566 ?
C3 Fe1 C2 39.5(2) 3_566 3_566 ?
C3 Fe1 C2 140.5(2) . 3_566 ?
C4 Fe1 C2 66.98(19) 3_566 3_566 ?
C4 Fe1 C2 113.01(19) . 3_566 ?
C2 Fe1 C2 180.0 . 3_566 ?
C5 C1 C2 107.9(4) . . ?
C5 C1 C6 126.8(5) . . ?
C2 C1 C6 125.3(5) . . ?
C5 C1 Fe1 70.0(3) . . ?
C2 C1 Fe1 70.4(3) . . ?
C6 C1 Fe1 126.5(4) . . ?
C3 C2 C1 108.1(4) . . ?
C3 C2 C7 126.0(5) . . ?
C1 C2 C7 125.9(5) . . ?
C3 C2 Fe1 70.0(3) . . ?
C1 C2 Fe1 69.6(3) . . ?
C7 C2 Fe1 126.7(4) . . ?
C2 C3 C4 108.3(4) . . ?
C2 C3 C8 126.6(5) . . ?
C4 C3 C8 125.1(5) . . ?
C2 C3 Fe1 70.6(3) . . ?
C4 C3 Fe1 69.9(3) . . ?
C8 C3 Fe1 127.0(4) . . ?
C5 C4 C3 107.4(4) . . ?
C5 C4 C9 126.0(5) . . ?
C3 C4 C9 126.6(5) . . ?
C5 C4 Fe1 69.9(3) . . ?
C3 C4 Fe1 69.9(3) . . ?
C9 C4 Fe1 126.6(4) . . ?
C4 C5 C1 108.4(4) . . ?
C4 C5 C10 126.8(5) . . ?
C1 C5 C10 124.8(5) . . ?
C4 C5 Fe1 70.3(3) . . ?
C1 C5 Fe1 70.2(3) . . ?
C10 C5 Fe1 126.9(4) . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C17 S1 C14 89.9(2) . . ?
C14 N1 C18 115.0(4) . . ?
C14 N1 C15 124.9(5) . . ?
C18 N1 C15 120.1(4) . . ?
N2 C11 C12 174.8(7) . . ?
C14 C12 C11 127.8(5) . . ?
C14 C12 C13 117.2(5) . . ?
C11 C12 C13 115.0(5) . . ?
N3 C13 C12 178.7(7) . . ?
N1 C14 C12 128.7(5) . . ?
N1 C14 S1 112.5(4) . . ?
C12 C14 S1 118.8(4) . . ?
N1 C15 C16 111.4(5) . . ?
N1 C15 H15A 109.3 . . ?
C16 C15 H15A 109.3 . . ?
N1 C15 H15B 109.3 . . ?
C16 C15 H15B 109.3 . . ?
H15A C15 H15B 108.0 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C17 C17 C18 126.7(5) 3_676 . ?
C17 C17 S1 122.1(5) 3_676 . ?
C18 C17 S1 111.1(3) . . ?
N1 C18 C17 111.5(4) . . ?
N1 C18 S2 124.1(4) . . ?
C17 C18 S2 124.4(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.5(6) . . . . ?
C6 C1 C2 C3 178.9(5) . . . . ?
Fe1 C1 C2 C3 -59.7(4) . . . . ?
C5 C1 C2 C7 -178.6(5) . . . . ?
C6 C1 C2 C7 -0.2(8) . . . . ?
Fe1 C1 C2 C7 121.2(5) . . . . ?
C5 C1 C2 Fe1 60.2(3) . . . . ?
C6 C1 C2 Fe1 -121.4(5) . . . . ?
C1 C2 C3 C4 -0.5(6) . . . . ?
C7 C2 C3 C4 178.6(5) . . . . ?
Fe1 C2 C3 C4 -60.0(3) . . . . ?
C1 C2 C3 C8 -178.4(5) . . . . ?
C7 C2 C3 C8 0.7(8) . . . . ?
Fe1 C2 C3 C8 122.1(5) . . . . ?
C1 C2 C3 Fe1 59.5(3) . . . . ?
C7 C2 C3 Fe1 -121.4(5) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C8 C3 C4 C5 178.2(5) . . . . ?
Fe1 C3 C4 C5 -60.1(3) . . . . ?
C2 C3 C4 C9 -178.3(5) . . . . ?
C8 C3 C4 C9 -0.4(8) . . . . ?
Fe1 C3 C4 C9 121.3(5) . . . . ?
C2 C3 C4 Fe1 60.4(3) . . . . ?
C8 C3 C4 Fe1 -121.7(5) . . . . ?
C3 C4 C5 C1 0.0(5) . . . . ?
C9 C4 C5 C1 178.6(5) . . . . ?
Fe1 C4 C5 C1 -60.1(3) . . . . ?
C3 C4 C5 C10 -178.1(5) . . . . ?
C9 C4 C5 C10 0.5(8) . . . . ?
Fe1 C4 C5 C10 121.8(5) . . . . ?
C3 C4 C5 Fe1 60.1(3) . . . . ?
C9 C4 C5 Fe1 -121.3(5) . . . . ?
C2 C1 C5 C4 -0.3(5) . . . . ?
C6 C1 C5 C4 -178.7(5) . . . . ?
Fe1 C1 C5 C4 60.2(3) . . . . ?
C2 C1 C5 C10 177.8(5) . . . . ?
C6 C1 C5 C10 -0.6(8) . . . . ?
Fe1 C1 C5 C10 -121.7(5) . . . . ?
C2 C1 C5 Fe1 -60.5(3) . . . . ?
C6 C1 C5 Fe1 121.1(5) . . . . ?
C18 N1 C14 C12 -176.8(5) . . . . ?
C15 N1 C14 C12 -0.1(9) . . . . ?
C18 N1 C14 S1 1.9(6) . . . . ?
C15 N1 C14 S1 178.6(4) . . . . ?
C11 C12 C14 N1 1.3(11) . . . . ?
C13 C12 C14 N1 -179.4(6) . . . . ?
C11 C12 C14 S1 -177.3(5) . . . . ?
C13 C12 C14 S1 2.0(8) . . . . ?
C17 S1 C14 N1 -1.1(4) . . . . ?
C17 S1 C14 C12 177.8(5) . . . . ?
C14 N1 C15 C16 -86.9(6) . . . . ?
C18 N1 C15 C16 89.6(6) . . . . ?
C14 S1 C17 C17 -179.7(6) . . . 3_676 ?
C14 S1 C17 C18 0.0(4) . . . . ?
C14 N1 C18 C17 -1.9(6) . . . . ?
C15 N1 C18 C17 -178.8(4) . . . . ?
C14 N1 C18 S2 179.1(4) . . . . ?
C15 N1 C18 S2 2.2(6) . . . . ?
C17 C17 C18 N1 -179.3(6) 3_676 . . . ?
S1 C17 C18 N1 1.0(5) . . . . ?
C17 C17 C18 S2 -0.3(9) 3_676 . . . ?
S1 C17 C18 S2 -179.9(3) . . . . ?

#----------------------------------------------------------------------------#
#===END OF CIF FILE FOR Y450                                                 #
#----------------------------------------------------------------------------#
