# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_hklf5
_database_code_depnum_ccdc_archive 'CCDC 1430534'
loop_
_audit_author_name
_audit_author_address
'Jeremy M. Rawson'
;University of Windsor
Canada
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT341_hklf5               
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0079 Ang.  
RESPONSE: This was a twinned structure with both merohedral and 
          non-merohedral twinning. Happiness!
;
_vrf_PLAT431_hklf5               
;
PROBLEM: Short Inter HL..A  Contact Cl11   ..  P11     ..       3.32 Ang.  
RESPONSE: This is a cation...anion contact in a formally charge-separated
          species.
;
_vrf_PLAT906_hklf5               
;
PROBLEM: Large K value in the Analysis of Variance ......      2.457 Check 
RESPONSE: Likely arises from twinning issues. See cif file for details on
          the twinning issue.
;
# end Validation Reply Form 

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 P S2, Cl4 Ga'
_chemical_formula_sum            'C7 H6 Cl4 Ga P S2'
_chemical_formula_weight         396.73

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.0083(16)
_cell_length_b                   9.2891(19)
_cell_length_c                   18.572(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.23(3)
_cell_angle_gamma                90
_cell_volume                     1373.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    3320
_cell_measurement_theta_min      2.206
_cell_measurement_theta_max      28.439

_exptl_crystal_description       cube
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.919
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    3.166
_shelx_estimated_absorpt_T_min   0.450
_shelx_estimated_absorpt_T_max   0.450
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6196
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   
;
sadabs, Bruker AXS, Madison WI USA
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX II with CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3320
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.206
_diffrn_reflns_theta_max         28.439
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3320
_reflns_number_gt                2792
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_structure_solution    'DIRDIF (PATTSY)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;Initial cell indexing afforded a monoclinic cell with a = 8.0083, 
b = 9.2891, c = 37.1382, beta = 96.153. Solution was difficult but a 
solution in P2(1) was achieved with DIRDIF and Z' = 4. 
Residual light atoms were located in subsequent different maps.
However refinement stalled at R1 = 18% with large Fo > Fc 
inidcative of twinning. TWINROTMAT within PLATON identified a twin
(TWIN -1 0 0 0 -1 0 1 0 1) and the R value plunged to 5%. However
the C atoms failed to refine anisotropically (many NPD) and further
examination using ADDSYM revealed a missing inversion centre
and smaller cell. 
Transformation to the smaller cell setting and
generation of an hklf5 format file (ackn. Dr A.D. Bond, U. 
Cambridge for doing this) provided a satisfactory solution with 
Z' = 1 which refined to R1 < 5%,Twin
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²+3.9377P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Patterson
_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         3320
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0464
_refine_ls_wR_factor_ref         0.1186
_refine_ls_wR_factor_gt          0.1087
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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_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
S11 S 0.78539(17) 0.36085(14) 0.07033(7) 0.0231(3) Uani 1 1 d . . . . .
S12 S 0.42848(17) 0.26129(15) 0.01519(7) 0.0237(3) Uani 1 1 d . . . . .
P11 P 0.66906(19) 0.22135(15) -0.00312(8) 0.0264(3) Uani 1 1 d . . . . .
C11 C 0.6178(7) 0.4355(5) 0.1092(3) 0.0195(10) Uani 1 1 d . . . . .
C12 C 0.6408(7) 0.5381(5) 0.1640(3) 0.0235(11) Uani 1 1 d . . . . .
H12A H 0.751081 0.568737 0.181287 0.028 Uiso 1 1 calc R U . . .
C13 C 0.5051(7) 0.5954(5) 0.1932(3) 0.0206(10) Uani 1 1 d . . . . .
C14 C 0.3406(7) 0.5493(6) 0.1672(3) 0.0257(11) Uani 1 1 d . . . . .
H14A H 0.246650 0.588660 0.187473 0.031 Uiso 1 1 calc R U . . .
C15 C 0.3154(7) 0.4479(6) 0.1126(3) 0.0260(11) Uani 1 1 d . . . . .
H15A H 0.205047 0.417943 0.094964 0.031 Uiso 1 1 calc R U . . .
C16 C 0.4538(7) 0.3905(5) 0.0840(3) 0.0208(10) Uani 1 1 d . . . . .
C17 C 0.5284(9) 0.7057(6) 0.2533(3) 0.0331(13) Uani 1 1 d . . . . .
H17A H 0.643514 0.742841 0.257261 0.050 Uiso 1 1 calc R U . . .
H17B H 0.507543 0.660569 0.299217 0.050 Uiso 1 1 calc R U . . .
H17C H 0.449096 0.785141 0.242489 0.050 Uiso 1 1 calc R U . . .
Ga1 Ga 0.05131(7) 0.39287(6) 0.36361(3) 0.02073(16) Uani 1 1 d . . . . .
Cl11 Cl 0.31412(17) 0.46478(15) 0.37794(7) 0.0288(3) Uani 1 1 d . . . . .
Cl12 Cl -0.1111(2) 0.56085(15) 0.39652(9) 0.0385(4) Uani 1 1 d . . . . .
Cl13 Cl -0.0125(2) 0.32671(18) 0.25191(7) 0.0376(4) Uani 1 1 d . . . . .
Cl14 Cl 0.02916(16) 0.20136(13) 0.43156(7) 0.0244(3) Uani 1 1 d . . . . .

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
S11 0.0202(6) 0.0210(6) 0.0293(7) -0.0039(5) 0.0084(5) -0.0010(5)
S12 0.0231(7) 0.0245(6) 0.0235(6) -0.0019(5) 0.0021(5) -0.0010(5)
P11 0.0266(7) 0.0226(7) 0.0318(7) -0.0075(6) 0.0110(6) -0.0017(6)
C11 0.022(3) 0.019(2) 0.018(2) 0.0068(19) 0.008(2) 0.003(2)
C12 0.029(3) 0.018(2) 0.023(2) 0.003(2) 0.000(2) -0.003(2)
C13 0.026(3) 0.021(2) 0.015(2) 0.0053(19) 0.004(2) 0.002(2)
C14 0.026(3) 0.028(3) 0.026(3) 0.004(2) 0.013(2) 0.006(2)
C15 0.022(3) 0.029(3) 0.026(3) 0.003(2) 0.002(2) 0.001(2)
C16 0.023(3) 0.021(2) 0.019(2) 0.002(2) 0.001(2) 0.001(2)
C17 0.046(4) 0.024(3) 0.031(3) -0.006(2) 0.013(3) -0.005(3)
Ga1 0.0217(3) 0.0202(3) 0.0209(3) 0.0008(2) 0.0052(2) 0.0010(2)
Cl11 0.0258(7) 0.0294(7) 0.0319(7) 0.0015(6) 0.0072(6) -0.0066(6)
Cl12 0.0423(9) 0.0269(7) 0.0496(9) 0.0050(6) 0.0198(7) 0.0119(6)
Cl13 0.0385(8) 0.0510(9) 0.0218(6) -0.0039(6) -0.0036(6) 0.0021(7)
Cl14 0.0230(6) 0.0212(6) 0.0300(6) 0.0041(5) 0.0075(5) -0.0009(5)

_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
S11 C11 1.736(5) . ?
S11 P11 2.033(2) . ?
S12 C16 1.749(5) . ?
S12 P11 2.027(2) . ?
C11 C12 1.392(7) . ?
C11 C16 1.409(7) . ?
C12 C13 1.374(7) . ?
C12 H12A 0.9500 . ?
C13 C14 1.419(8) . ?
C13 C17 1.511(7) . ?
C14 C15 1.383(7) . ?
C14 H14A 0.9500 . ?
C15 C16 1.386(7) . ?
C15 H15A 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
Ga1 Cl12 2.1613(16) . ?
Ga1 Cl13 2.1708(16) . ?
Ga1 Cl11 2.1966(15) . ?
Ga1 Cl14 2.1994(14) . ?

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
C11 S11 P11 102.41(19) . . ?
C16 S12 P11 102.21(19) . . ?
S12 P11 S11 98.37(8) . . ?
C12 C11 C16 119.4(5) . . ?
C12 C11 S11 122.0(4) . . ?
C16 C11 S11 118.6(4) . . ?
C13 C12 C11 120.4(5) . . ?
C13 C12 H12A 119.8 . . ?
C11 C12 H12A 119.8 . . ?
C12 C13 C14 119.6(5) . . ?
C12 C13 C17 121.0(5) . . ?
C14 C13 C17 119.5(5) . . ?
C15 C14 C13 120.8(5) . . ?
C15 C14 H14A 119.6 . . ?
C13 C14 H14A 119.6 . . ?
C14 C15 C16 118.9(5) . . ?
C14 C15 H15A 120.5 . . ?
C16 C15 H15A 120.5 . . ?
C15 C16 C11 120.9(5) . . ?
C15 C16 S12 120.6(4) . . ?
C11 C16 S12 118.4(4) . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Cl12 Ga1 Cl13 112.84(7) . . ?
Cl12 Ga1 Cl11 110.13(6) . . ?
Cl13 Ga1 Cl11 108.96(7) . . ?
Cl12 Ga1 Cl14 109.47(6) . . ?
Cl13 Ga1 Cl14 107.10(6) . . ?
Cl11 Ga1 Cl14 108.20(6) . . ?

_refine_diff_density_max         0.766
_refine_diff_density_min         -0.828
_refine_diff_density_rms         0.156

_shelx_res_file                  
;

TITL file  DDJOB.res = = DIRDIF outpu New: P21/c
    hklf5.res
    created by SHELXL-2017/1 at 08:49:05 on 31-Aug-2019
CELL 0.71073    8.0083    9.2891   18.5720    90.000    96.230    90.000
ZERR    4.00    0.0016    0.0019    0.0040     0.000     0.030     0.000
LATT   1
SYMM  -X,    0.50000 + Y ,    0.50000 - Z
SFAC  C  H Cl Ga  P  S
UNIT    28   24  16   4   4   8
L.S. 10
TEMP -120
SIZE 0.30 0.30 0.30
ACTA
LIST
FMAP 2
PLAN -10
BOND $H
WGHT    0.045700    3.937700
BASF   0.40859
FVAR       3.75369
S11   6    0.785392    0.360853    0.070330    11.00000    0.02021    0.02099 =
         0.02933   -0.00386    0.00843   -0.00104
S12   6    0.428478    0.261289    0.015193    11.00000    0.02314    0.02449 =
         0.02352   -0.00192    0.00215   -0.00097
P11   5    0.669058    0.221353   -0.003121    11.00000    0.02661    0.02258 =
         0.03185   -0.00750    0.01097   -0.00168
C11   1    0.617769    0.435513    0.109202    11.00000    0.02174    0.01945 =
         0.01841    0.00683    0.00781    0.00259
C12   1    0.640796    0.538122    0.163993    11.00000    0.02869    0.01837 =
         0.02262    0.00311   -0.00045   -0.00345
AFIX  43
H12A  2    0.751081    0.568737    0.181287    11.00000   -1.20000
AFIX   0
C13   1    0.505062    0.595427    0.193235    11.00000    0.02599    0.02141 =
         0.01492    0.00534    0.00406    0.00246
C14   1    0.340557    0.549339    0.167181    11.00000    0.02563    0.02760 =
         0.02625    0.00359    0.01318    0.00641
AFIX  43
H14A  2    0.246650    0.588660    0.187473    11.00000   -1.20000
AFIX   0
C15   1    0.315392    0.447852    0.112597    11.00000    0.02226    0.02929 =
         0.02628    0.00338    0.00173    0.00138
AFIX  43
H15A  2    0.205047    0.417943    0.094964    11.00000   -1.20000
AFIX   0
C16   1    0.453771    0.390494    0.084041    11.00000    0.02272    0.02053 =
         0.01866    0.00155    0.00071    0.00120
C17   1    0.528351    0.705686    0.253333    11.00000    0.04583    0.02406 =
         0.03130   -0.00646    0.01346   -0.00497
AFIX 137
H17A  2    0.643514    0.742841    0.257261    11.00000   -1.50000
H17B  2    0.507543    0.660569    0.299217    11.00000   -1.50000
H17C  2    0.449096    0.785141    0.242489    11.00000   -1.50000
AFIX   0
GA1   4    0.051311    0.392875    0.363610    11.00000    0.02171    0.02019 =
         0.02095    0.00084    0.00523    0.00104
CL11  3    0.314123    0.464783    0.377942    11.00000    0.02584    0.02944 =
         0.03192    0.00146    0.00723   -0.00659
CL12  3   -0.111054    0.560851    0.396518    11.00000    0.04233    0.02685 =
         0.04962    0.00503    0.01981    0.01189
CL13  3   -0.012486    0.326712    0.251907    11.00000    0.03853    0.05096 =
         0.02176   -0.00389   -0.00358    0.00208
CL14  3    0.029164    0.201358    0.431561    11.00000    0.02305    0.02122 =
         0.03002    0.00412    0.00749   -0.00090

HKLF 5




REM  file  DDJOB.res = = DIRDIF outpu New: P21/c
REM R1 =  0.0464 for    2792 Fo > 4sig(Fo)  and  0.0607 for all    3320 data
REM    138 parameters refined using      0 restraints

END

WGHT      0.0454      3.9385

REM Highest difference peak  0.766,  deepest hole -0.828,  1-sigma level  0.156
Q1    1   0.1992  0.4019  0.4081  11.00000  0.05    0.77
Q2    1   0.0201  0.3957  0.2862  11.00000  0.05    0.71
Q3    1   0.0443  0.2832  0.4172  11.00000  0.05    0.69
Q4    1   0.0319  0.5326  0.3921  11.00000  0.05    0.63
Q5    1   0.1046  0.3970  0.3413  11.00000  0.05    0.62
Q6    1  -0.1660  0.4936  0.3611  11.00000  0.05    0.61
Q7    1   0.0466  0.4615  0.3592  11.00000  0.05    0.61
Q8    1   0.0950  0.4065  0.4405  11.00000  0.05    0.58
Q9    1   0.5012  0.3869  0.3764  11.00000  0.05    0.57
Q10   1  -0.0516  0.5006  0.3391  11.00000  0.05    0.56
;
_shelx_res_checksum              16187
####################################################################### 
# 
# 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_rm1927
_database_code_depnum_ccdc_archive 'CCDC 1951127'
loop_
_audit_author_name
_audit_author_address
'Darren Ould'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_rm1927              
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).          8 Note  
RESPONSE: ...This can be explained by the reflection being behind the beam stop.
;
_vrf_PLAT978_rm1927              
;
PROBLEM: Number C-C Bonds with Positive Residual Density.          0 Info  
RESPONSE: ...
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 I P S2'
_chemical_formula_sum            'C6 H4 I P S2'
_chemical_formula_weight         298.08

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'
P P 0.1023 0.0942 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0077(6)
_cell_length_b                   9.3261(7)
_cell_length_c                   11.6087(7)
_cell_angle_alpha                69.446(6)
_cell_angle_beta                 77.324(5)
_cell_angle_gamma                79.406(6)
_cell_volume                     884.76(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    423(2)
_cell_measurement_reflns_used    2737
_cell_measurement_theta_min      3.7730
_cell_measurement_theta_max      29.0830

_exptl_crystal_description       Block
_exptl_crystal_colour            Orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.238
_exptl_crystal_F_000             560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.341
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.194
_exptl_absorpt_coefficient_mu    4.193
_shelx_estimated_absorpt_T_min   0.329
_shelx_estimated_absorpt_T_max   0.497
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      423(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed tube'
_diffrn_measurement_device_type  
'Agilent Supernova Dual Atlas with CCD Detector'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7548
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.468
_diffrn_reflns_theta_max         29.889
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.827
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.827
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.827
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4222
_reflns_number_gt                3330
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_structure_solution    ShelXS
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XShell and Mercury'
_computing_publication_material  Xcif

_refine_special_details          
;
Structure was solved by direct methods to reveal all non h atoms. Subsequent
non H atoms were revealed by difference map and refined anisotropically. H	
atoms were added at calculated positions using a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0272P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Direct
_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         4222
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0742
_refine_ls_wR_factor_gt          0.0652
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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_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
I2 I 0.23885(3) 0.67703(3) 0.26854(3) 0.03204(9) Uani 1 1 d . . . . .
I1 I 0.84974(3) 0.08817(3) 0.11275(3) 0.03373(10) Uani 1 1 d . . . . .
S2 S 0.52899(12) 0.31611(12) 0.24060(10) 0.0278(2) Uani 1 1 d . . . . .
S1 S 0.73550(13) 0.49504(12) 0.00023(9) 0.0297(2) Uani 1 1 d . . . . .
S3 S 0.46716(12) 0.88610(12) 0.35656(10) 0.0298(2) Uani 1 1 d . . . . .
P1 P 0.62705(13) 0.29429(13) 0.06555(10) 0.0283(3) Uani 1 1 d . . . . .
S4 S 0.29833(14) 1.07897(13) 0.13754(10) 0.0354(3) Uani 1 1 d . . . . .
P2 P 0.43434(13) 0.86756(14) 0.19034(10) 0.0326(3) Uani 1 1 d . . . . .
C1 C 0.7419(4) 0.5190(4) 0.1428(4) 0.0221(8) Uani 1 1 d . . . . .
C7 C 0.3013(5) 1.0105(4) 0.3847(3) 0.0235(9) Uani 1 1 d . . . . .
C6 C 0.6492(4) 0.4385(4) 0.2511(4) 0.0225(8) Uani 1 1 d . . . . .
C12 C 0.2268(5) 1.1001(4) 0.2862(3) 0.0231(9) Uani 1 1 d . . . . .
C2 C 0.8327(5) 0.6206(5) 0.1483(4) 0.0303(10) Uani 1 1 d . . . . .
H2 H 0.8972 0.6722 0.0771 0.036 Uiso 1 1 calc R U . . .
C8 C 0.2486(5) 1.0237(5) 0.5029(4) 0.0277(9) Uani 1 1 d . . . . .
H8 H 0.2965 0.9622 0.5701 0.033 Uiso 1 1 calc R U . . .
C4 C 0.7350(5) 0.5655(5) 0.3673(4) 0.0310(10) Uani 1 1 d . . . . .
H4 H 0.7326 0.5821 0.4422 0.037 Uiso 1 1 calc R U . . .
C3 C 0.8269(5) 0.6449(5) 0.2598(4) 0.0340(11) Uani 1 1 d . . . . .
H3 H 0.8854 0.7155 0.2627 0.041 Uiso 1 1 calc R U . . .
C5 C 0.6468(5) 0.4616(5) 0.3632(4) 0.0289(10) Uani 1 1 d . . . . .
H5 H 0.5858 0.4071 0.4355 0.035 Uiso 1 1 calc R U . . .
C9 C 0.1239(6) 1.1299(5) 0.5187(4) 0.0363(11) Uani 1 1 d . . . . .
H9 H 0.0876 1.1397 0.5973 0.044 Uiso 1 1 calc R U . . .
C11 C 0.1023(5) 1.2067(5) 0.3030(4) 0.0321(10) Uani 1 1 d . . . . .
H11 H 0.0532 1.2674 0.2363 0.039 Uiso 1 1 calc R U . . .
C10 C 0.0518(5) 1.2220(5) 0.4196(4) 0.0371(11) Uani 1 1 d . . . . .
H10 H -0.0308 1.2944 0.4316 0.045 Uiso 1 1 calc R U . . .

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
I2 0.02937(17) 0.03526(17) 0.03675(16) -0.01839(13) -0.00585(13) -0.00283(13)
I1 0.03431(18) 0.02459(16) 0.03511(16) -0.01017(12) 0.00470(13) 0.00250(13)
S2 0.0215(6) 0.0265(5) 0.0378(6) -0.0167(5) 0.0043(4) -0.0071(5)
S1 0.0354(6) 0.0245(5) 0.0258(5) -0.0053(4) -0.0031(5) -0.0034(5)
S3 0.0215(6) 0.0303(6) 0.0404(6) -0.0134(5) -0.0096(5) -0.0005(5)
P1 0.0252(6) 0.0303(6) 0.0342(6) -0.0167(5) -0.0044(5) -0.0035(5)
S4 0.0428(7) 0.0354(6) 0.0225(5) -0.0049(5) -0.0018(5) -0.0042(6)
P2 0.0264(6) 0.0391(6) 0.0327(6) -0.0172(5) 0.0039(5) -0.0041(5)
C1 0.019(2) 0.0162(18) 0.029(2) -0.0068(16) -0.0056(16) 0.0038(16)
C7 0.024(2) 0.022(2) 0.028(2) -0.0101(17) -0.0050(17) -0.0054(18)
C6 0.018(2) 0.0165(19) 0.031(2) -0.0077(17) -0.0039(17) 0.0022(16)
C12 0.025(2) 0.021(2) 0.0223(19) -0.0021(16) -0.0054(17) -0.0080(18)
C2 0.023(2) 0.019(2) 0.041(2) -0.0017(19) -0.0019(19) -0.0046(18)
C8 0.035(3) 0.026(2) 0.028(2) -0.0119(18) -0.0111(19) -0.005(2)
C4 0.036(3) 0.026(2) 0.034(2) -0.0132(19) -0.014(2) 0.005(2)
C3 0.030(3) 0.025(2) 0.053(3) -0.014(2) -0.017(2) -0.004(2)
C5 0.032(3) 0.021(2) 0.030(2) -0.0107(18) 0.0011(19) -0.0001(19)
C9 0.046(3) 0.036(3) 0.031(2) -0.020(2) 0.003(2) -0.008(2)
C11 0.035(3) 0.024(2) 0.039(2) -0.0074(19) -0.013(2) -0.002(2)
C10 0.034(3) 0.031(2) 0.051(3) -0.023(2) -0.005(2) -0.001(2)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 P2 2.5295(11) . ?
I1 P1 2.5188(13) . ?
S2 C6 1.761(4) . ?
S2 P1 2.0946(15) . ?
S1 C1 1.760(4) . ?
S1 P1 2.0941(13) . ?
S3 C7 1.760(4) . ?
S3 P2 2.0843(16) . ?
S4 C12 1.771(4) . ?
S4 P2 2.0873(18) . ?
C1 C2 1.386(5) . ?
C1 C6 1.396(5) . ?
C7 C12 1.384(6) . ?
C7 C8 1.392(5) . ?
C6 C5 1.387(5) . ?
C12 C11 1.383(6) . ?
C2 C3 1.378(6) . ?
C2 H2 0.9300 . ?
C8 C9 1.380(6) . ?
C8 H8 0.9300 . ?
C4 C5 1.380(5) . ?
C4 C3 1.384(6) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C5 H5 0.9300 . ?
C9 C10 1.382(7) . ?
C9 H9 0.9300 . ?
C11 C10 1.379(6) . ?
C11 H11 0.9300 . ?
C10 H10 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 S2 P1 100.31(13) . . ?
C1 S1 P1 100.21(12) . . ?
C7 S3 P2 99.40(14) . . ?
S1 P1 S2 95.58(6) . . ?
S1 P1 I1 101.53(5) . . ?
S2 P1 I1 103.22(6) . . ?
C12 S4 P2 99.61(15) . . ?
S3 P2 S4 95.22(6) . . ?
S3 P2 I2 101.64(5) . . ?
S4 P2 I2 102.44(6) . . ?
C2 C1 C6 119.7(4) . . ?
C2 C1 S1 121.1(3) . . ?
C6 C1 S1 119.2(3) . . ?
C12 C7 C8 120.1(4) . . ?
C12 C7 S3 119.0(3) . . ?
C8 C7 S3 120.8(3) . . ?
C5 C6 C1 120.1(3) . . ?
C5 C6 S2 121.0(3) . . ?
C1 C6 S2 118.8(3) . . ?
C11 C12 C7 120.7(4) . . ?
C11 C12 S4 120.9(3) . . ?
C7 C12 S4 118.4(3) . . ?
C3 C2 C1 119.7(4) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C9 C8 C7 118.7(4) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C5 C4 C3 119.8(4) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C4 C5 C6 119.9(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C8 C9 C10 121.2(4) . . ?
C8 C9 H9 119.4 . . ?
C10 C9 H9 119.4 . . ?
C10 C11 C12 119.3(4) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C11 C10 C9 120.1(5) . . ?
C11 C10 H10 119.9 . . ?
C9 C10 H10 119.9 . . ?

_refine_diff_density_max         0.660
_refine_diff_density_min         -1.199
_refine_diff_density_rms         0.149

_shelxl_version_number           2013-3

_shelx_res_file                  
;
TITL rm1927_a.res in P-1
CELL  0.71073   9.0077   9.3261  11.6087   69.446   77.324   79.406
ZERR    4.000   0.0006   0.0007   0.0007    0.006    0.005    0.006
LATT 1
SFAC C  H  P  S  I
UNIT 24  16  4  8  4
REM Old TITL rm1927 in P-1
REM SHELXT solution in P-1
REM R1 0.106,  Rweak 0.005,  Alpha 0.028,  Orientation as input
REM Formula found by SHELXT:  C12 P S5 I2
L.S. 10
BOND $H
LIST
ACTA
TEMP 150
SIZE 0.341 0.207 0.194
FMAP 2
PLAN 20
WGHT    0.027200
FVAR       0.37836
I2    5    0.238850    0.677027    0.268541    11.00000    0.02937    0.03526 =
         0.03675   -0.01839   -0.00585   -0.00283
I1    5    0.849742    0.088165    0.112745    11.00000    0.03431    0.02459 =
         0.03511   -0.01017    0.00470    0.00250
S2    4    0.528989    0.316108    0.240598    11.00000    0.02146    0.02648 =
         0.03777   -0.01668    0.00435   -0.00713
S1    4    0.735505    0.495043    0.000226    11.00000    0.03545    0.02453 =
         0.02581   -0.00527   -0.00311   -0.00336
S3    4    0.467156    0.886100    0.356557    11.00000    0.02153    0.03026 =
         0.04040   -0.01338   -0.00957   -0.00045
P1    3    0.627048    0.294288    0.065549    11.00000    0.02519    0.03028 =
         0.03423   -0.01673   -0.00441   -0.00346
S4    4    0.298330    1.078968    0.137538    11.00000    0.04283    0.03535 =
         0.02246   -0.00485   -0.00177   -0.00419
P2    3    0.434338    0.867559    0.190335    11.00000    0.02637    0.03906 =
         0.03272   -0.01717    0.00394   -0.00408
C1    1    0.741932    0.518981    0.142803    11.00000    0.01875    0.01624 =
         0.02913   -0.00680   -0.00555    0.00378
C7    1    0.301325    1.010535    0.384676    11.00000    0.02400    0.02192 =
         0.02765   -0.01014   -0.00501   -0.00537
C6    1    0.649198    0.438490    0.251071    11.00000    0.01832    0.01652 =
         0.03095   -0.00773   -0.00394    0.00220
C12   1    0.226765    1.100060    0.286190    11.00000    0.02520    0.02072 =
         0.02229   -0.00206   -0.00544   -0.00801
C2    1    0.832670    0.620607    0.148298    11.00000    0.02349    0.01945 =
         0.04051   -0.00167   -0.00190   -0.00463
AFIX  43
H2    2    0.897185    0.672185    0.077111    11.00000   -1.20000
AFIX   0
C8    1    0.248648    1.023715    0.502944    11.00000    0.03525    0.02574 =
         0.02792   -0.01186   -0.01111   -0.00461
AFIX  43
H8    2    0.296548    0.962189    0.570051    11.00000   -1.20000
AFIX   0
C4    1    0.734966    0.565512    0.367327    11.00000    0.03577    0.02637 =
         0.03380   -0.01315   -0.01375    0.00530
AFIX  43
H4    2    0.732640    0.582137    0.442177    11.00000   -1.20000
AFIX   0
C3    1    0.826855    0.644886    0.259766    11.00000    0.03017    0.02547 =
         0.05258   -0.01400   -0.01676   -0.00386
AFIX  43
H3    2    0.885430    0.715506    0.262720    11.00000   -1.20000
AFIX   0
C5    1    0.646773    0.461591    0.363196    11.00000    0.03237    0.02147 =
         0.03040   -0.01073    0.00108   -0.00013
AFIX  43
H5    2    0.585807    0.407135    0.435496    11.00000   -1.20000
AFIX   0
C9    1    0.123868    1.129942    0.518664    11.00000    0.04596    0.03612 =
         0.03123   -0.02043    0.00317   -0.00843
AFIX  43
H9    2    0.087635    1.139724    0.597298    11.00000   -1.20000
AFIX   0
C11   1    0.102307    1.206704    0.302954    11.00000    0.03462    0.02371 =
         0.03868   -0.00739   -0.01323   -0.00191
AFIX  43
H11   2    0.053220    1.267395    0.236319    11.00000   -1.20000
AFIX   0
C10   1    0.051849    1.222001    0.419606    11.00000    0.03445    0.03143 =
         0.05095   -0.02284   -0.00462   -0.00113
AFIX  43
H10   2   -0.030776    1.294388    0.431616    11.00000   -1.20000
AFIX   0
HKLF 4

REM  rm1927_a.res in P-1
REM R1 =  0.0340 for    3330 Fo > 4sig(Fo)  and  0.0499 for all    4222 data
REM    181 parameters refined using      0 restraints

END

WGHT      0.0241      0.0000

REM Highest difference peak  0.660,  deepest hole -1.199,  1-sigma level  0.149
Q1    1   0.7832  0.0137  0.1559  11.00000  0.05    0.66
Q2    1   0.2773  0.4050  0.2302  11.00000  0.05    0.64
Q3    1   0.1235  0.9989  0.2740  11.00000  0.05    0.60
Q4    1   0.3680  0.5000  0.2202  11.00000  0.05    0.54
Q5    1   0.3064  0.7597  0.2207  11.00000  0.05    0.53
Q6    1   0.9274  0.0290  0.1256  11.00000  0.05    0.52
Q7    1   0.3483  0.5994  0.3139  11.00000  0.05    0.52
Q8    1   0.4556  0.5677  0.2546  11.00000  0.05    0.50
Q9    1   0.0182  1.2105  0.2106  11.00000  0.05    0.50
Q10   1   0.7114  0.2056  0.2091  11.00000  0.05    0.49
Q11   1   0.3831  0.5463  0.3817  11.00000  0.05    0.49
Q12   1   1.0455 -0.0411  0.0988  11.00000  0.05    0.49
Q13   1   0.9494  0.6420  0.4129  11.00000  0.05    0.49
Q14   1  -0.1411  1.3811  0.4324  11.00000  0.05    0.48
Q15   1   0.4782  0.6025  0.1340  11.00000  0.05    0.47
Q16   1   0.7817  0.2910  0.1709  11.00000  0.05    0.47
Q17   1   0.2334  1.1070  0.6470  11.00000  0.05    0.47
Q18   1   0.4642  0.9205  0.6446  11.00000  0.05    0.47
Q19   1   0.7970  0.6600  0.4197  11.00000  0.05    0.46
Q20   1   0.6233  0.2552  0.2431  11.00000  0.05    0.46
;
_shelx_res_checksum              38306
####################################################################### 
# 
# 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_rm1844e
_database_code_depnum_ccdc_archive 'CCDC 1951114'
loop_
_audit_author_name
_audit_author_address
'Darren Ould'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 Br P S2'
_chemical_formula_sum            'C7 H6 Br P S2'
_chemical_formula_weight         265.12

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'
P P 0.1023 0.0942 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.1065(5)
_cell_length_b                   8.4575(5)
_cell_length_c                   13.4463(8)
_cell_angle_alpha                90
_cell_angle_beta                 93.273(6)
_cell_angle_gamma                90
_cell_volume                     920.39(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    423(2)
_cell_measurement_reflns_used    2146
_cell_measurement_theta_min      3.8430
_cell_measurement_theta_max      28.9120

_exptl_crystal_description       Plate
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.913
_exptl_crystal_F_000             520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.133
_exptl_crystal_size_min          0.055
_exptl_absorpt_coefficient_mu    5.023
_shelx_estimated_absorpt_T_min   0.302
_shelx_estimated_absorpt_T_max   0.770
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.762
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45b (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      423(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  
'Agilent Supernova Dual Atlas with CCD Detector'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean 10.5082
_diffrn_reflns_number            4305
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.484
_diffrn_reflns_theta_max         29.529
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.853
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.853
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2191
_reflns_number_gt                1803
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_structure_solution    ShelXS
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XShell and Mercury'
_computing_publication_material  Xcif

_refine_special_details          
;
Structure was solved by direct methods to reveal all non H atoms. Subsequent
non H atoms were revealed by difference map and refined anisotropically. H	
atoms were added at calculated positions using a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0432P)²+0.2328P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Direct
_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         2191
_refine_ls_number_parameters     101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0822
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_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_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
Br1 Br 0.34106(4) 0.20851(4) 0.71032(2) 0.03058(13) Uani 1 1 d . . . . .
S1 S 0.03601(10) -0.04309(9) 0.77824(6) 0.0257(2) Uani 1 1 d . . . . .
P1 P 0.28443(11) 0.00054(10) 0.81504(6) 0.0255(2) Uani 1 1 d . . . . .
S2 S 0.24789(10) 0.11365(9) 0.94982(6) 0.0244(2) Uani 1 1 d . . . . .
C1 C -0.0551(4) 0.1018(4) 0.8521(2) 0.0224(7) Uani 1 1 d . . . . .
C6 C 0.0394(4) 0.1708(4) 0.9304(2) 0.0207(6) Uani 1 1 d . . . . .
C5 C -0.0325(4) 0.2790(4) 0.9933(2) 0.0227(7) Uani 1 1 d . . . . .
H5 H 0.0308 0.3239 1.0458 0.027 Uiso 1 1 calc R U . . .
C3 C -0.2900(4) 0.2531(4) 0.8978(2) 0.0235(7) Uani 1 1 d . . . . .
H3 H -0.4001 0.2820 0.8862 0.028 Uiso 1 1 calc R U . . .
C4 C -0.1969(4) 0.3198(4) 0.9781(2) 0.0236(7) Uani 1 1 d . . . . .
C2 C -0.2201(4) 0.1447(4) 0.8356(2) 0.0243(7) Uani 1 1 d . . . . .
H2 H -0.2834 0.1005 0.7829 0.029 Uiso 1 1 calc R U . . .
C7 C -0.2777(4) 0.4342(4) 1.0469(3) 0.0302(8) Uani 1 1 d . . . . .
H7A H -0.1965 0.4735 1.0955 0.045 Uiso 1 1 calc R U . . .
H7B H -0.3635 0.3807 1.0800 0.045 Uiso 1 1 calc R U . . .
H7C H -0.3245 0.5209 1.0088 0.045 Uiso 1 1 calc R U . . .

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
Br1 0.0273(2) 0.0380(2) 0.0266(2) 0.00500(15) 0.00255(14) -0.00240(14)
S1 0.0282(4) 0.0236(4) 0.0251(4) -0.0050(3) 0.0007(3) -0.0022(3)
P1 0.0267(4) 0.0241(4) 0.0255(4) -0.0010(4) 0.0002(4) 0.0043(4)
S2 0.0256(4) 0.0272(4) 0.0201(4) 0.0002(3) -0.0023(3) 0.0015(3)
C1 0.0253(16) 0.0210(15) 0.0211(15) 0.0032(13) 0.0012(13) -0.0025(13)
C6 0.0242(16) 0.0201(14) 0.0176(14) 0.0034(13) 0.0008(13) -0.0019(13)
C5 0.0255(17) 0.0231(16) 0.0193(15) 0.0022(13) 0.0006(13) -0.0049(13)
C3 0.0216(16) 0.0257(15) 0.0232(15) 0.0032(14) 0.0013(13) -0.0027(13)
C4 0.0255(17) 0.0235(15) 0.0219(15) 0.0058(14) 0.0028(13) -0.0028(13)
C2 0.0279(17) 0.0240(15) 0.0206(15) 0.0025(14) -0.0013(13) -0.0054(14)
C7 0.0296(18) 0.0335(18) 0.0275(17) -0.0049(15) 0.0029(15) 0.0031(15)

_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
Br1 P1 2.3153(9) . ?
S1 C1 1.765(3) . ?
S1 P1 2.0791(12) . ?
P1 S2 2.0853(11) . ?
S2 C6 1.763(3) . ?
C1 C2 1.392(4) . ?
C1 C6 1.395(4) . ?
C6 C5 1.396(5) . ?
C5 C4 1.381(5) . ?
C5 H5 0.9300 . ?
C3 C2 1.384(5) . ?
C3 C4 1.400(5) . ?
C3 H3 0.9300 . ?
C4 C7 1.513(5) . ?
C2 H2 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
C1 S1 P1 99.99(11) . . ?
S1 P1 S2 96.00(5) . . ?
S1 P1 Br1 102.30(4) . . ?
S2 P1 Br1 102.88(4) . . ?
C6 S2 P1 100.36(11) . . ?
C2 C1 C6 119.5(3) . . ?
C2 C1 S1 121.4(2) . . ?
C6 C1 S1 119.1(2) . . ?
C1 C6 C5 120.1(3) . . ?
C1 C6 S2 118.5(2) . . ?
C5 C6 S2 121.3(2) . . ?
C4 C5 C6 120.5(3) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 C7 121.1(3) . . ?
C3 C4 C7 119.7(3) . . ?
C3 C2 C1 120.0(3) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_refine_diff_density_max         0.660
_refine_diff_density_min         -0.636
_refine_diff_density_rms         0.111

_shelxl_version_number           2013-3

_shelx_res_file                  
;
TITL rm1844e in P2(1)/c
CELL 0.71073   8.10651   8.45754  13.44629  90.0000  93.2732  90.0000
ZERR    4.00   0.00049   0.00051   0.00075   0.0000   0.0055   0.0000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C  H  P  S  Br
UNIT 28  24  4  8  4
L.S. 4
ACTA
BOND $H
FMAP 2
LIST
PLAN 20
SIZE  0.313  0.133   0.055
TEMP 150
WGHT    0.043200    0.232800
FVAR       0.37581
MOLE 1
BR1   5    0.341056    0.208505    0.710325    11.00000    0.02734    0.03795 =
         0.02657    0.00500    0.00255   -0.00240
S1    4    0.036011   -0.043086    0.778239    11.00000    0.02820    0.02357 =
         0.02508   -0.00499    0.00067   -0.00217
P1    3    0.284431    0.000541    0.815042    11.00000    0.02669    0.02410 =
         0.02546   -0.00103    0.00021    0.00427
S2    4    0.247893    0.113654    0.949816    11.00000    0.02564    0.02718 =
         0.02010    0.00024   -0.00233    0.00153
C1    1   -0.055056    0.101849    0.852055    11.00000    0.02531    0.02095 =
         0.02107    0.00324    0.00125   -0.00245
C6    1    0.039431    0.170787    0.930434    11.00000    0.02422    0.02012 =
         0.01759    0.00337    0.00080   -0.00189
C5    1   -0.032488    0.279012    0.993309    11.00000    0.02546    0.02310 =
         0.01932    0.00219    0.00056   -0.00489
AFIX  43
H5    2    0.030792    0.323936    1.045831    11.00000   -1.20000
AFIX   0
C3    1   -0.289983    0.253096    0.897814    11.00000    0.02161    0.02574 =
         0.02317    0.00316    0.00133   -0.00271
AFIX  43
H3    2   -0.400090    0.281963    0.886156    11.00000   -1.20000
AFIX   0
C4    1   -0.196903    0.319830    0.978072    11.00000    0.02555    0.02352 =
         0.02188    0.00576    0.00278   -0.00277
C2    1   -0.220126    0.144683    0.835610    11.00000    0.02789    0.02404 =
         0.02061    0.00254   -0.00127   -0.00535
AFIX  43
H2    2   -0.283443    0.100477    0.782852    11.00000   -1.20000
AFIX   0
C7    1   -0.277742    0.434184    1.046876    11.00000    0.02964    0.03350 =
         0.02751   -0.00495    0.00292    0.00309
AFIX 137
H7A   2   -0.196545    0.473465    1.095478    11.00000   -1.50000
H7B   2   -0.363493    0.380745    1.080028    11.00000   -1.50000
H7C   2   -0.324472    0.520886    1.008769    11.00000   -1.50000
AFIX   0
HKLF 4

REM  rm1844e in P2(1)/c
REM R1 =  0.0360 for    1803 Fo > 4sig(Fo)  and  0.0486 for all    2191 data
REM    101 parameters refined using      0 restraints

END

WGHT      0.0433      0.2217

REM Highest difference peak  0.660,  deepest hole -0.636,  1-sigma level  0.111
Q1    1   0.2248  0.2002  0.7071  11.00000  0.05    0.66
Q2    1   0.4715  0.2116  0.7044  11.00000  0.05    0.59
Q3    1   0.1251  0.1543  0.9437  11.00000  0.05    0.53
Q4    1   0.1477 -0.0519  0.7898  11.00000  0.05    0.52
Q5    1  -0.1265  0.2818  1.0020  11.00000  0.05    0.48
Q6    1   0.3705  0.1095  0.9411  11.00000  0.05    0.47
Q7    1  -0.4165  0.2217  0.7394  11.00000  0.05    0.43
Q8    1  -0.0030  0.1015  0.8975  11.00000  0.05    0.39
Q9    1   0.3012  0.3104  0.7443  11.00000  0.05    0.38
Q10   1  -0.1434  0.1040  0.8449  11.00000  0.05    0.37
Q11   1  -0.2343  0.3624  1.0016  11.00000  0.05    0.36
Q12   1   0.2631  0.0346  0.9039  11.00000  0.05    0.36
Q13   1   0.4024 -0.0322  0.8422  11.00000  0.05    0.35
Q14   1  -0.2350  0.2922  0.9451  11.00000  0.05    0.35
Q15   1  -0.0602  0.1807  0.9447  11.00000  0.05    0.34
Q16   1  -0.2344  0.2007  0.8593  11.00000  0.05    0.34
Q17   1   0.3591  0.2493  0.8587  11.00000  0.05    0.34
Q18   1   0.3202  0.1049  0.7446  11.00000  0.05    0.33
Q19   1  -0.0090  0.0394  0.8209  11.00000  0.05    0.33
Q20   1   0.0979  0.2808  1.1856  11.00000  0.05    0.33
;
_shelx_res_checksum              82050
####################################################################### 
# 
# 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_rm1923
_database_code_depnum_ccdc_archive 'CCDC 1951126'
loop_
_audit_author_name
_audit_author_address
'Darren Ould'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT790_rm1923              
;
PROBLEM: Centre of Gravity not Within Unit Cell: Resd.  #          1 Note  
RESPONSE: ...
;
_vrf_PLAT910_rm1923              
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).          7 Note  
RESPONSE: ...This can be explained by the reflection being behind
the beam stop.
;
_vrf_PLAT978_rm1923              
;
PROBLEM: Number C-C Bonds with Positive Residual Density.          0 Info  
RESPONSE: ...
;
# end Validation Reply Form
_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 Br P S2'
_chemical_formula_sum            'C6 H4 Br P S2'
_chemical_formula_weight         251.09

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'
P P 0.1023 0.0942 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9636(5)
_cell_length_b                   9.1854(7)
_cell_length_c                   11.3840(10)
_cell_angle_alpha                69.213(7)
_cell_angle_beta                 73.956(6)
_cell_angle_gamma                78.555(5)
_cell_volume                     836.88(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    423(2)
_cell_measurement_reflns_used    2720
_cell_measurement_theta_min      3.8650
_cell_measurement_theta_max      29.1500

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.993
_exptl_crystal_F_000             488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.225
_exptl_crystal_size_min          0.216
_exptl_absorpt_coefficient_mu    5.518
_shelx_estimated_absorpt_T_min   0.113
_shelx_estimated_absorpt_T_max   0.382
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.679
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      423(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed tube'
_diffrn_measurement_device_type  
'Agilent Supernova Dual Atlas with CCD Detector'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6707
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.409
_diffrn_reflns_theta_max         29.722
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.826
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.826
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.826
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3932
_reflns_number_gt                3164
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_structure_solution    ShelXS
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XShell and Mercury'
_computing_publication_material  Xcif

_refine_special_details          
;
Structure was solved by direct methods to reveal all non h atoms. Subsequent
non H atoms were revealed by difference map and refined anisotropically. H	
atoms were added at calculated positions using a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0167P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Direct
_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         3932
_refine_ls_number_parameters     181
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0595
_refine_ls_wR_factor_gt          0.0527
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.973
_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_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
Br1 Br 0.25362(3) -0.33910(3) 0.28451(3) 0.03263(9) Uani 1 1 d . . . . .
Br2 Br 0.84331(3) 0.09796(3) 0.10531(3) 0.03549(10) Uani 1 1 d . . . . .
S2 S 0.73183(8) 0.48737(8) -0.01514(7) 0.02662(18) Uani 1 1 d . . . . .
S1 S 0.53625(7) 0.30911(8) 0.25047(7) 0.02563(17) Uani 1 1 d . . . . .
S3 S 0.46925(8) -0.12459(8) 0.35326(8) 0.02873(18) Uani 1 1 d . . . . .
P1 P 0.62982(8) 0.27775(9) 0.07038(8) 0.02825(19) Uani 1 1 d . . . . .
P2 P 0.43058(9) -0.15769(10) 0.19309(8) 0.0328(2) Uani 1 1 d . . . . .
S4 S 0.28506(9) 0.05180(9) 0.14205(8) 0.0370(2) Uani 1 1 d . . . . .
C6 C 0.7500(3) 0.5182(3) 0.1243(3) 0.0213(6) Uani 1 1 d . . . . .
C1 C 0.6607(3) 0.4390(3) 0.2440(3) 0.0212(6) Uani 1 1 d . . . . .
C7 C 0.3011(3) 0.0043(3) 0.3889(3) 0.0212(6) Uani 1 1 d . . . . .
C8 C 0.2532(3) 0.0270(3) 0.5069(3) 0.0267(7) Uani 1 1 d . . . . .
H8 H 0.3062 -0.0296 0.5718 0.032 Uiso 1 1 calc R U . . .
C5 C 0.8482(3) 0.6232(3) 0.1150(3) 0.0274(7) Uani 1 1 d . . . . .
H5 H 0.9093 0.6740 0.0355 0.033 Uiso 1 1 calc R U . . .
C12 C 0.2202(3) 0.0855(3) 0.2914(3) 0.0241(6) Uani 1 1 d . . . . .
C4 C 0.8543(3) 0.6514(3) 0.2247(3) 0.0310(7) Uani 1 1 d . . . . .
H4 H 0.9193 0.7223 0.2188 0.037 Uiso 1 1 calc R U . . .
C2 C 0.6685(3) 0.4680(3) 0.3530(3) 0.0279(7) Uani 1 1 d . . . . .
H2 H 0.6093 0.4155 0.4329 0.033 Uiso 1 1 calc R U . . .
C3 C 0.7640(3) 0.5748(3) 0.3441(3) 0.0327(7) Uani 1 1 d . . . . .
H3 H 0.7677 0.5952 0.4176 0.039 Uiso 1 1 calc R U . . .
C11 C 0.0925(3) 0.1941(3) 0.3147(3) 0.0324(8) Uani 1 1 d . . . . .
H11 H 0.0379 0.2498 0.2507 0.039 Uiso 1 1 calc R U . . .
C9 C 0.1256(3) 0.1347(3) 0.5292(3) 0.0333(7) Uani 1 1 d . . . . .
H9 H 0.0923 0.1505 0.6092 0.040 Uiso 1 1 calc R U . . .
C10 C 0.0476(3) 0.2188(3) 0.4316(3) 0.0365(8) Uani 1 1 d . . . . .
H10 H -0.0364 0.2930 0.4460 0.044 Uiso 1 1 calc R U . . .

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
Br1 0.02824(16) 0.03802(18) 0.0385(2) -0.02090(14) -0.00724(14) -0.00320(13)
Br2 0.03377(17) 0.02494(16) 0.0403(2) -0.01168(13) 0.00350(14) -0.00090(13)
S2 0.0267(4) 0.0283(4) 0.0228(4) -0.0038(3) -0.0068(3) -0.0046(3)
S1 0.0202(3) 0.0248(4) 0.0306(4) -0.0097(3) 0.0007(3) -0.0070(3)
S3 0.0209(3) 0.0344(4) 0.0352(5) -0.0147(3) -0.0088(3) -0.0025(3)
P1 0.0262(4) 0.0327(4) 0.0314(5) -0.0148(3) -0.0057(3) -0.0081(3)
P2 0.0253(4) 0.0471(5) 0.0276(5) -0.0183(4) 0.0019(3) -0.0068(4)
S4 0.0457(5) 0.0421(5) 0.0189(4) -0.0032(3) -0.0077(4) -0.0073(4)
C6 0.0170(12) 0.0171(13) 0.0278(17) -0.0043(11) -0.0098(12) 0.0040(11)
C1 0.0195(13) 0.0164(13) 0.0265(17) -0.0063(11) -0.0064(12) 0.0014(11)
C7 0.0193(13) 0.0201(13) 0.0236(16) -0.0048(11) -0.0028(12) -0.0079(11)
C8 0.0294(15) 0.0279(15) 0.0273(18) -0.0098(12) -0.0089(13) -0.0080(12)
C5 0.0219(14) 0.0192(14) 0.0348(19) -0.0001(12) -0.0084(13) -0.0015(11)
C12 0.0250(14) 0.0246(14) 0.0207(16) -0.0032(12) -0.0031(12) -0.0090(12)
C4 0.0288(15) 0.0203(14) 0.050(2) -0.0118(14) -0.0201(15) 0.0012(12)
C2 0.0292(15) 0.0248(15) 0.0275(18) -0.0088(12) -0.0048(13) 0.0000(12)
C3 0.0396(17) 0.0289(16) 0.038(2) -0.0161(14) -0.0214(16) 0.0052(14)
C11 0.0310(16) 0.0287(16) 0.037(2) -0.0046(14) -0.0154(15) -0.0031(13)
C9 0.0378(17) 0.0326(16) 0.036(2) -0.0200(14) -0.0027(15) -0.0080(14)
C10 0.0322(16) 0.0288(16) 0.047(2) -0.0149(15) -0.0055(16) 0.0006(13)

_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
Br1 P2 2.2981(9) . ?
Br2 P1 2.2908(8) . ?
S2 C6 1.763(3) . ?
S2 P1 2.0899(10) . ?
S1 C1 1.759(3) . ?
S1 P1 2.0886(11) . ?
S3 C7 1.770(3) . ?
S3 P2 2.0790(12) . ?
P2 S4 2.0907(11) . ?
S4 C12 1.755(3) . ?
C6 C5 1.389(4) . ?
C6 C1 1.396(4) . ?
C1 C2 1.381(4) . ?
C7 C8 1.370(4) . ?
C7 C12 1.399(4) . ?
C8 C9 1.385(4) . ?
C8 H8 0.9300 . ?
C5 C4 1.379(4) . ?
C5 H5 0.9300 . ?
C12 C11 1.394(4) . ?
C4 C3 1.392(4) . ?
C4 H4 0.9300 . ?
C2 C3 1.386(4) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C11 C10 1.366(4) . ?
C11 H11 0.9300 . ?
C9 C10 1.388(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 S2 P1 99.48(9) . . ?
C1 S1 P1 99.90(10) . . ?
C7 S3 P2 100.27(10) . . ?
S1 P1 S2 95.67(4) . . ?
S1 P1 Br2 102.68(4) . . ?
S2 P1 Br2 101.54(4) . . ?
S3 P2 S4 95.32(5) . . ?
S3 P2 Br1 102.51(4) . . ?
S4 P2 Br1 101.80(4) . . ?
C12 S4 P2 100.08(9) . . ?
C5 C6 C1 120.4(3) . . ?
C5 C6 S2 120.5(2) . . ?
C1 C6 S2 119.1(2) . . ?
C2 C1 C6 119.5(3) . . ?
C2 C1 S1 121.8(2) . . ?
C6 C1 S1 118.7(2) . . ?
C8 C7 C12 120.8(2) . . ?
C8 C7 S3 121.4(2) . . ?
C12 C7 S3 117.8(2) . . ?
C7 C8 C9 119.8(3) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C4 C5 C6 119.5(3) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C11 C12 C7 118.9(3) . . ?
C11 C12 S4 121.9(2) . . ?
C7 C12 S4 119.2(2) . . ?
C5 C4 C3 120.6(3) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C1 C2 C3 120.4(3) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 H2 119.8 . . ?
C2 C3 C4 119.7(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C10 C11 C12 120.0(3) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C8 C9 C10 119.7(3) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C11 C10 C9 120.9(3) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?

_refine_diff_density_max         0.461
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.096

_shelxl_version_number           2013-3

_shelx_res_file                  
;
TITL rm1923_a.res in P-1
CELL  0.71073   8.9636   9.1854  11.3840   69.213   73.956   78.555
ZERR    4.000   0.0005   0.0007   0.0010    0.007    0.006    0.005
LATT 1
SFAC C  H  P  S  Br
UNIT 24  16  4  8  4
REM Old TITL rm1923 in P-1
REM SHELXT solution in P-1
REM R1 0.110,  Rweak 0.007,  Alpha 0.033,  Orientation as input
REM Formula found by SHELXT:  C12 P2 S4 Br2
L.S. 10
BOND $H
LIST
ACTA
TEMP 150
SIZE 0.700  0.225  0.216
FMAP 2
PLAN 20
WGHT    0.016700
FVAR       0.51577
BR1   5    0.253615   -0.339095    0.284509    11.00000    0.02824    0.03802 =
         0.03854   -0.02090   -0.00724   -0.00320
BR2   5    0.843308    0.097956    0.105309    11.00000    0.03377    0.02494 =
         0.04028   -0.01168    0.00350   -0.00090
S2    4    0.731832    0.487374   -0.015136    11.00000    0.02665    0.02829 =
         0.02277   -0.00382   -0.00680   -0.00463
S1    4    0.536250    0.309106    0.250467    11.00000    0.02024    0.02476 =
         0.03057   -0.00969    0.00072   -0.00704
S3    4    0.469251   -0.124591    0.353263    11.00000    0.02092    0.03442 =
         0.03521   -0.01467   -0.00882   -0.00252
P1    3    0.629823    0.277747    0.070381    11.00000    0.02618    0.03267 =
         0.03144   -0.01482   -0.00568   -0.00814
P2    3    0.430576   -0.157694    0.193093    11.00000    0.02533    0.04712 =
         0.02760   -0.01829    0.00191   -0.00678
S4    4    0.285058    0.051803    0.142054    11.00000    0.04567    0.04210 =
         0.01893   -0.00316   -0.00770   -0.00730
C6    1    0.749961    0.518213    0.124307    11.00000    0.01697    0.01715 =
         0.02778   -0.00429   -0.00983    0.00400
C1    1    0.660742    0.439040    0.243969    11.00000    0.01946    0.01641 =
         0.02649   -0.00633   -0.00638    0.00135
C7    1    0.301079    0.004313    0.388867    11.00000    0.01926    0.02014 =
         0.02359   -0.00476   -0.00282   -0.00795
C8    1    0.253175    0.027049    0.506898    11.00000    0.02940    0.02785 =
         0.02729   -0.00977   -0.00890   -0.00798
AFIX  43
H8    2    0.306150   -0.029569    0.571792    11.00000   -1.20000
AFIX   0
C5    1    0.848184    0.623165    0.115046    11.00000    0.02185    0.01919 =
         0.03484   -0.00009   -0.00843   -0.00149
AFIX  43
H5    2    0.909344    0.673971    0.035547    11.00000   -1.20000
AFIX   0
C12   1    0.220203    0.085513    0.291358    11.00000    0.02498    0.02460 =
         0.02073   -0.00323   -0.00306   -0.00898
C4    1    0.854281    0.651417    0.224665    11.00000    0.02880    0.02034 =
         0.04986   -0.01179   -0.02014    0.00123
AFIX  43
H4    2    0.919264    0.722258    0.218754    11.00000   -1.20000
AFIX   0
C2    1    0.668509    0.467989    0.353015    11.00000    0.02919    0.02484 =
         0.02752   -0.00880   -0.00476    0.00003
AFIX  43
H2    2    0.609306    0.415487    0.432913    11.00000   -1.20000
AFIX   0
C3    1    0.763982    0.574795    0.344140    11.00000    0.03961    0.02886 =
         0.03818   -0.01611   -0.02136    0.00516
AFIX  43
H3    2    0.767723    0.595192    0.417606    11.00000   -1.20000
AFIX   0
C11   1    0.092480    0.194141    0.314696    11.00000    0.03096    0.02874 =
         0.03734   -0.00459   -0.01545   -0.00307
AFIX  43
H11   2    0.037885    0.249788    0.250706    11.00000   -1.20000
AFIX   0
C9    1    0.125559    0.134669    0.529196    11.00000    0.03779    0.03256 =
         0.03552   -0.01999   -0.00266   -0.00801
AFIX  43
H9    2    0.092330    0.150453    0.609151    11.00000   -1.20000
AFIX   0
C10   1    0.047553    0.218810    0.431601    11.00000    0.03220    0.02881 =
         0.04705   -0.01494   -0.00555    0.00055
AFIX  43
H10   2   -0.036419    0.292970    0.445976    11.00000   -1.20000
AFIX   0
HKLF 4

REM  rm1923_a.res in P-1
REM R1 =  0.0324 for    3164 Fo > 4sig(Fo)  and  0.0468 for all    3932 data
REM    181 parameters refined using      0 restraints

END

WGHT      0.0137      0.0000

REM Highest difference peak  0.461,  deepest hole -0.479,  1-sigma level  0.096
Q1    1   0.2067 -0.2541  0.2478  11.00000  0.05    0.46
Q2    1   0.7409  0.5175  0.0531  11.00000  0.05    0.46
Q3    1   0.9193  0.0165  0.1419  11.00000  0.05    0.41
Q4    1   0.2626  0.1147  0.2280  11.00000  0.05    0.41
Q5    1   0.2383 -0.3062  0.3657  11.00000  0.05    0.40
Q6    1   0.8503  0.0730  0.0095  11.00000  0.05    0.39
Q7    1   0.3386 -0.4254  0.3251  11.00000  0.05    0.36
Q8    1   0.3550 -0.2885  0.2374  11.00000  0.05    0.36
Q9    1   0.6190  0.3779  0.2426  11.00000  0.05    0.36
Q10   1   0.4457 -0.1339  0.2776  11.00000  0.05    0.35
Q11   1   0.7589  0.0627  0.1152  11.00000  0.05    0.35
Q12   1   0.3952 -0.2603  0.3816  11.00000  0.05    0.35
Q13   1   0.5883  0.3137  0.1537  11.00000  0.05    0.34
Q14   1   0.0122  0.1604  0.2392  11.00000  0.05    0.34
Q15   1   0.0815  0.2653  0.6420  11.00000  0.05    0.34
Q16   1   0.7029  0.3833  0.0221  11.00000  0.05    0.33
Q17   1   0.1901 -0.3452  0.2037  11.00000  0.05    0.33
Q18   1   0.8436  0.1231  0.2238  11.00000  0.05    0.33
Q19   1   0.9432  0.0575 -0.0689  11.00000  0.05    0.33
Q20   1   0.6046  0.2230  0.2922  11.00000  0.05    0.33
;
_shelx_res_checksum              38008
####################################################################### 
# 
# 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_rm1830
_database_code_depnum_ccdc_archive 'CCDC 1951113'
loop_
_audit_author_name
_audit_author_address
'Darren Ould'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT431_rm1830              
;
PROBLEM: Short Inter HL..A Contact  Cl1      ..S1       .       3.43 Ang.  
RESPONSE: ... The packing of the compound in the unit cell in 
the solid-state is such that the Cl atom of one compound exhibits a 
close contact to the S atom (3.428 A).
;
# end Validation Reply Form 

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 Cl P S2'
_chemical_formula_sum            'C7 H6 Cl P S2'
_chemical_formula_weight         220.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.9254(2)
_cell_length_b                   14.9999(5)
_cell_length_c                   7.5269(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.739(3)
_cell_angle_gamma                90
_cell_volume                     894.38(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4972
_cell_measurement_theta_min      5.5700
_cell_measurement_theta_max      73.9450

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.133
_exptl_absorpt_coefficient_mu    9.255
_shelx_estimated_absorpt_T_min   0.197
_shelx_estimated_absorpt_T_max   0.372
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.734
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45b (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Sealed tube'
_diffrn_measurement_device_type  
'Agilent Supernova Dual Atlas with CCD Detector'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8622
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         5.584
_diffrn_reflns_theta_max         74.035
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1792
_reflns_number_gt                1641
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_structure_solution    ShelXS
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XShell and Mercury'
_computing_publication_material  Xcif

_refine_special_details          
;
Structure was solved by direct methods to reveal all non h atoms. Subsequent
non H atoms were revealed by difference map and refined anisotropically. H	
atoms were added at calculated positions using a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0627P)²+0.3568P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Direct
_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         1792
_refine_ls_number_parameters     101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0889
_refine_ls_wR_factor_gt          0.0856
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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_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 0.77658(6) 0.09693(3) 0.08231(6) 0.01911(16) Uani 1 1 d . . . . .
S2 S 0.58576(6) 0.18527(3) 0.38959(6) 0.01880(16) Uani 1 1 d . . . . .
Cl1 Cl 0.47280(6) -0.01544(3) 0.26056(6) 0.02032(16) Uani 1 1 d . . . . .
P1 P 0.52641(6) 0.11239(3) 0.15855(7) 0.01803(16) Uani 1 1 d . . . . .
C5 C 1.0480(3) 0.14280(13) 0.6181(3) 0.0180(4) Uani 1 1 d . . . . .
C2 C 0.8818(3) 0.11114(13) 0.2910(3) 0.0173(4) Uani 1 1 d . . . . .
C6 C 1.1315(3) 0.10173(14) 0.4791(3) 0.0197(4) Uani 1 1 d . . . . .
H6 H 1.2462 0.0846 0.4965 0.024 Uiso 1 1 calc R U . . .
C1 C 1.0506(3) 0.08547(14) 0.3163(3) 0.0200(4) Uani 1 1 d . . . . .
H1 H 1.1090 0.0573 0.2233 0.024 Uiso 1 1 calc R U . . .
C4 C 0.8792(3) 0.16580(13) 0.5926(3) 0.0177(4) Uani 1 1 d . . . . .
H4 H 0.8195 0.1919 0.6871 0.021 Uiso 1 1 calc R U . . .
C3 C 0.7973(2) 0.15080(13) 0.4295(3) 0.0162(4) Uani 1 1 d . . . . .
C10 C 1.1392(3) 0.16089(16) 0.7935(3) 0.0253(5) Uani 1 1 d . . . . .
H10A H 1.0715 0.2013 0.8647 0.038 Uiso 1 1 calc R U . . .
H10B H 1.2488 0.1885 0.7718 0.038 Uiso 1 1 calc R U . . .
H10C H 1.1566 0.1047 0.8577 0.038 Uiso 1 1 calc R U . . .

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
S1 0.0185(3) 0.0242(3) 0.0147(3) -0.00100(18) 0.00148(19) -0.00133(19)
S2 0.0161(3) 0.0183(3) 0.0220(3) -0.00412(18) -0.00013(19) 0.00243(17)
Cl1 0.0203(3) 0.0199(3) 0.0207(3) -0.00077(18) 0.00091(19) -0.00277(17)
P1 0.0167(3) 0.0192(3) 0.0181(3) 0.00012(18) -0.0023(2) 0.00084(18)
C5 0.0202(10) 0.0149(9) 0.0188(9) 0.0012(8) 0.0000(8) -0.0016(8)
C2 0.0186(10) 0.0175(10) 0.0160(9) 0.0011(7) 0.0012(8) -0.0007(7)
C6 0.0160(9) 0.0212(10) 0.0220(10) 0.0008(8) -0.0005(8) 0.0006(8)
C1 0.0183(10) 0.0210(10) 0.0211(10) -0.0007(8) 0.0047(8) 0.0008(8)
C4 0.0215(10) 0.0138(9) 0.0179(9) -0.0005(7) 0.0026(8) 0.0004(7)
C3 0.0153(9) 0.0127(9) 0.0206(9) 0.0009(7) 0.0014(8) 0.0000(7)
C10 0.0243(11) 0.0279(11) 0.0234(10) -0.0030(9) -0.0035(9) 0.0031(9)

_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 1.769(2) . ?
S1 P1 2.0935(7) . ?
S2 C3 1.772(2) . ?
S2 P1 2.0954(7) . ?
Cl1 P1 2.1134(7) . ?
C5 C4 1.389(3) . ?
C5 C6 1.398(3) . ?
C5 C10 1.510(3) . ?
C2 C3 1.390(3) . ?
C2 C1 1.399(3) . ?
C6 C1 1.387(3) . ?
C6 H6 0.9500 . ?
C1 H1 0.9500 . ?
C4 C3 1.389(3) . ?
C4 H4 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 S1 P1 99.69(7) . . ?
C3 S2 P1 100.13(7) . . ?
S1 P1 S2 95.43(3) . . ?
S1 P1 Cl1 101.63(3) . . ?
S2 P1 Cl1 102.38(3) . . ?
C4 C5 C6 118.79(19) . . ?
C4 C5 C10 120.64(18) . . ?
C6 C5 C10 120.57(19) . . ?
C3 C2 C1 119.72(19) . . ?
C3 C2 S1 119.52(16) . . ?
C1 C2 S1 120.74(16) . . ?
C1 C6 C5 121.47(19) . . ?
C1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C6 C1 C2 119.11(19) . . ?
C6 C1 H1 120.4 . . ?
C2 C1 H1 120.4 . . ?
C5 C4 C3 120.24(18) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C3 C2 120.64(18) . . ?
C4 C3 S2 121.11(15) . . ?
C2 C3 S2 118.21(16) . . ?
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 . . ?

_refine_diff_density_max         0.533
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.087

_shelxl_version_number           2013-3

_shelx_res_file                  
;
TITL rm1830b in P2(1)/c
CELL 1.54178   7.92540  14.99991   7.52686  90.0000  91.7390  90.0000
ZERR    4.00   0.00021   0.00045   0.00020   0.0000   0.0025   0.0000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C  H  P  S  Cl
UNIT 28  24  4  8  4
L.S. 4
ACTA
BOND $H
FMAP 2
PLAN 20
SIZE  0.260 0.150 0.133
TEMP -123
WGHT    0.062700    0.356800
FVAR       0.67714
MOLE 1
S1    4    0.776576    0.096933    0.082309    11.00000    0.01848    0.02419 =
         0.01471   -0.00100    0.00148   -0.00133
S2    4    0.585762    0.185268    0.389586    11.00000    0.01609    0.01832 =
         0.02195   -0.00412   -0.00013    0.00243
CL1   5    0.472796   -0.015441    0.260563    11.00000    0.02034    0.01993 =
         0.02070   -0.00077    0.00091   -0.00277
P1    3    0.526412    0.112385    0.158546    11.00000    0.01667    0.01915 =
         0.01809    0.00012   -0.00229    0.00084
C5    1    1.048027    0.142804    0.618129    11.00000    0.02019    0.01494 =
         0.01882    0.00123    0.00003   -0.00159
C2    1    0.881843    0.111142    0.290978    11.00000    0.01859    0.01746 =
         0.01602    0.00114    0.00124   -0.00071
C6    1    1.131504    0.101729    0.479073    11.00000    0.01599    0.02118 =
         0.02199    0.00078   -0.00054    0.00057
AFIX  43
H6    2    1.246205    0.084572    0.496452    11.00000   -1.20000
AFIX   0
C1    1    1.050596    0.085475    0.316340    11.00000    0.01825    0.02101 =
         0.02109   -0.00069    0.00470    0.00081
AFIX  43
H1    2    1.108963    0.057290    0.223327    11.00000   -1.20000
AFIX   0
C4    1    0.879192    0.165799    0.592635    11.00000    0.02152    0.01384 =
         0.01788   -0.00052    0.00263    0.00041
AFIX  43
H4    2    0.819499    0.191869    0.687081    11.00000   -1.20000
AFIX   0
C3    1    0.797347    0.150800    0.429502    11.00000    0.01529    0.01274 =
         0.02058    0.00092    0.00139    0.00005
C10   1    1.139230    0.160886    0.793455    11.00000    0.02435    0.02792 =
         0.02344   -0.00299   -0.00353    0.00308
AFIX 137
H10A  2    1.071456    0.201277    0.864672    11.00000   -1.50000
H10B  2    1.248798    0.188461    0.771764    11.00000   -1.50000
H10C  2    1.156634    0.104657    0.857727    11.00000   -1.50000
AFIX   0
HKLF 4

REM  rm1830b in P2(1)/c
REM R1 =  0.0329 for    1641 Fo > 4sig(Fo)  and  0.0360 for all    1792 data
REM    101 parameters refined using      0 restraints

END

WGHT      0.0629      0.3471

REM Highest difference peak  0.533,  deepest hole -0.337,  1-sigma level  0.087
Q1    1   0.6546  0.1003  0.1294  11.00000  0.05    0.53
Q2    1   0.9650  0.0956  0.3109  11.00000  0.05    0.43
Q3    1   0.6968  0.1614  0.3983  11.00000  0.05    0.41
Q4    1   0.5006  0.0551  0.2227  11.00000  0.05    0.38
Q5    1   0.3657  0.0036  0.2184  11.00000  0.05    0.30
Q6    1   0.4661  0.1790  0.4357  11.00000  0.05    0.30
Q7    1   0.4112  0.0023 -0.0052  11.00000  0.05    0.29
Q8    1   0.5930 -0.0039  0.2152  11.00000  0.05    0.29
Q9    1   0.8005  0.1058  0.3661  11.00000  0.05    0.29
Q10   1   0.3450  0.0205  0.3054  11.00000  0.05    0.28
Q11   1   0.4233  0.1242  0.1656  11.00000  0.05    0.28
Q12   1   0.6745  0.2622  0.6247  11.00000  0.05    0.27
Q13   1   1.2575  0.1281  0.8060  11.00000  0.05    0.26
Q14   1   0.9729  0.1727  0.5953  11.00000  0.05    0.26
Q15   1   0.7059  0.0557  0.3511  11.00000  0.05    0.25
Q16   1   1.0819  0.1396  0.5438  11.00000  0.05    0.24
Q17   1   0.7285  0.0187  0.1581  11.00000  0.05    0.24
Q18   1   0.3527 -0.0368  0.3143  11.00000  0.05    0.23
Q19   1   1.3951  0.1991  0.5947  11.00000  0.05    0.23
Q20   1   0.5216  0.1377  0.4439  11.00000  0.05    0.23
;
_shelx_res_checksum              1909
####################################################################### 
# 
# 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_twin5M
_database_code_depnum_ccdc_archive 'CCDC 824860'
loop_
_audit_author_name
_audit_author_address
'Jeremy M. Rawson'
;University of Windsor
Canada
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_twin5M              
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.008 Ang.  
RESPONSE: ...
;
_vrf_PLAT906_twin5M              
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.312 Check 
RESPONSE: This is a non-merohedral twinned structure.
;
_vrf_PLAT911_twin5M              
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600         11 Report
RESPONSE: A number of low angle reflections were omitted with I/s > 6
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H8 P2 S4'
_chemical_formula_sum            'C12 H8 P2 S4'
_chemical_formula_weight         342.36

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'
P P 0.1023 0.0942 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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                   7.2588(15)
_cell_length_b                   6.1271(12)
_cell_length_c                   15.846(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.17(3)
_cell_angle_gamma                90
_cell_volume                     683.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4465
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      27.79

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_F_000             348
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.905
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.599
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_process_details   twinabs
_exptl_absorpt_special_details   
;
twinabs, Bruker AXS, Madison WI, USA
;
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX with CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3308
_diffrn_reflns_av_unetI/netI     0.0612
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.580
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             3308
_reflns_number_gt                2652
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SAINTPLUS, v6.45a'
_computing_data_reduction        'Bruker SAINTPLUS, v 6.45a'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Mercury v2.3'
_computing_publication_material  'Bruker SHELXTL XCIF'
_refine_special_details          
;Crystal was twinned. The relative orientations of the two twin components 
 were identified using Cell_now. Data reduction undertaken in SAINTPLUS with
 unit cell determination based on 4465 reflections from both components. 
 Absorption correction made using TWINABS.
 
 Cell_now, G.M. Sheldrick, University of Goettingen,Twin
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0887P)²+1.2375P] 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         3308
_refine_ls_number_parameters     83
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0634
_refine_ls_wR_factor_ref         0.1747
_refine_ls_wR_factor_gt          0.1661
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_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_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
P1 P 0.8589(2) 0.4190(2) 0.49177(9) 0.0276(4) Uani 1 1 d . . . . .
S11 S 0.9422(2) 0.2036(2) 0.59738(10) 0.0302(4) Uani 1 1 d . . . . .
C11 C 0.9744(7) 0.3999(8) 0.6814(3) 0.0220(11) Uani 1 1 d . . . . .
S12 S 0.7376(2) 0.6544(2) 0.55866(9) 0.0289(4) Uani 1 1 d . . . . .
C12 C 1.0781(8) 0.3510(9) 0.7655(4) 0.0251(12) Uani 1 1 d . . . . .
H12 H 1.142267 0.215237 0.777675 0.030 Uiso 1 1 calc R U . . .
C13 C 1.0865(8) 0.5024(9) 0.8313(4) 0.0284(12) Uani 1 1 d . . . . .
H13 H 1.155156 0.468951 0.888960 0.034 Uiso 1 1 calc R U . . .
C14 C 0.9953(8) 0.7032(9) 0.8136(4) 0.0275(12) Uani 1 1 d . . . . .
H14 H 1.003356 0.806638 0.859051 0.033 Uiso 1 1 calc R U . . .
C15 C 0.8935(8) 0.7519(9) 0.7305(4) 0.0247(12) Uani 1 1 d . . . . .
H15 H 0.830575 0.888586 0.718728 0.030 Uiso 1 1 calc R U . . .
C16 C 0.8825(8) 0.6018(8) 0.6638(3) 0.0213(11) Uani 1 1 d . . . . .

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
P1 0.0347(9) 0.0264(8) 0.0219(7) -0.0047(6) 0.0071(6) -0.0068(6)
S11 0.0444(9) 0.0206(7) 0.0273(7) -0.0002(5) 0.0121(7) -0.0014(6)
C11 0.023(3) 0.023(3) 0.023(3) -0.005(2) 0.011(2) -0.003(2)
S12 0.0337(9) 0.0287(8) 0.0231(7) -0.0003(5) 0.0046(6) 0.0019(6)
C12 0.024(3) 0.024(3) 0.027(3) 0.006(2) 0.007(2) 0.001(2)
C13 0.028(3) 0.033(3) 0.024(3) 0.004(2) 0.006(2) -0.004(2)
C14 0.031(3) 0.031(3) 0.023(3) -0.003(2) 0.012(2) -0.005(2)
C15 0.027(3) 0.022(3) 0.028(3) -0.003(2) 0.012(2) -0.002(2)
C16 0.024(3) 0.021(3) 0.020(2) 0.003(2) 0.007(2) -0.004(2)

_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 S11 2.101(2) . ?
P1 S12 2.107(2) . ?
P1 P1 2.233(3) 3_766 ?
S11 C11 1.768(5) . ?
C11 C12 1.393(8) . ?
C11 C16 1.401(7) . ?
S12 C16 1.769(5) . ?
C12 C13 1.385(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.393(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.376(8) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(7) . ?
C15 H15 0.9500 . ?

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
S11 P1 S12 95.96(8) . . ?
S11 P1 P1 96.27(11) . 3_766 ?
S12 P1 P1 96.97(9) . 3_766 ?
C11 S11 P1 97.57(19) . . ?
C12 C11 C16 120.0(5) . . ?
C12 C11 S11 121.0(4) . . ?
C16 C11 S11 118.8(4) . . ?
C16 S12 P1 97.10(19) . . ?
C13 C12 C11 119.3(5) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 120.6(5) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 120.1(5) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 120.1(5) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C11 119.8(5) . . ?
C15 C16 S12 120.4(4) . . ?
C11 C16 S12 119.6(4) . . ?

_refine_diff_density_max         0.705
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.131

_shelx_res_file                  
;
TITL twin5M in P2(1)/n
    twin5M.res
    created by SHELXL-2017/1 at 18:00:00 on 01-Sep-2019
CELL 0.71073   7.2588   6.1271  15.8460  90.000 104.166  90.000
ZERR    2.00   0.0015   0.0012   0.0032   0.000   0.030   0.000
LATT  1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H P S
UNIT 24 16 4 8
SHEL 5.8 0
OMIT -3 55
OMIT -1 1 1
OMIT  -1 -1 8
OMIT -1 -1 1
OMIT -1 1 8
OMIT -1 -3 4
OMIT -1 3 4
OMIT -1 -1 7
OMIT -1 1 7
OMIT -1 4 1
OMIT 1 -1 5
OMIT -1 -4 1
OMIT 1 1 5
OMIT -1 -2 11
OMIT -1 2 11

TEMP -100
L.S. 9
FMAP 2
PLAN 5
ACTA
BOND $H
WGHT    0.088700    1.237500
BASF   0.22432
FVAR       0.67807
MOLE 1
MERG 0
P1    3    0.858905    0.418973    0.491773    11.00000    0.03472    0.02637 =
         0.02187   -0.00465    0.00711   -0.00679
S11   4    0.942249    0.203550    0.597376    11.00000    0.04436    0.02062 =
         0.02727   -0.00017    0.01212   -0.00137
C11   1    0.974441    0.399935    0.681435    11.00000    0.02308    0.02317 =
         0.02274   -0.00488    0.01116   -0.00285
S12   4    0.737551    0.654420    0.558665    11.00000    0.03368    0.02867 =
         0.02306   -0.00033    0.00459    0.00194
C12   1    1.078063    0.351026    0.765547    11.00000    0.02450    0.02430 =
         0.02681    0.00619    0.00703    0.00118
AFIX  43
H12   2    1.142267    0.215237    0.777675    11.00000   -1.20000
AFIX   0
C13   1    1.086506    0.502391    0.831291    11.00000    0.02841    0.03310 =
         0.02359    0.00437    0.00599   -0.00413
AFIX  43
H13   2    1.155156    0.468951    0.888960    11.00000   -1.20000
AFIX   0
C14   1    0.995289    0.703170    0.813640    11.00000    0.03086    0.03140 =
         0.02298   -0.00314    0.01183   -0.00450
AFIX  43
H14   2    1.003356    0.806638    0.859051    11.00000   -1.20000
AFIX   0
C15   1    0.893461    0.751938    0.730503    11.00000    0.02659    0.02193 =
         0.02846   -0.00304    0.01203   -0.00178
AFIX  43
H15   2    0.830575    0.888586    0.718728    11.00000   -1.20000
AFIX   0
C16   1    0.882463    0.601793    0.663798    11.00000    0.02388    0.02131 =
         0.01979    0.00318    0.00746   -0.00400
HKLF 5




REM  twin5M in P2(1)/n
REM R1 =  0.0634 for    2652 Fo > 4sig(Fo)  and  0.0810 for all    3308 data
REM     83 parameters refined using      0 restraints

END

WGHT      0.0917      1.0627

REM Highest difference peak  0.705,  deepest hole -0.472,  1-sigma level  0.131
Q1    1   0.8268  0.6445  0.6161  11.00000  0.05    0.71
Q2    1   1.0000  0.5000  0.5000  10.50000  0.05    0.51
Q3    1   1.0669  0.1958  0.5729  11.00000  0.05    0.46
Q4    1   0.6059  0.6673  0.5622  11.00000  0.05    0.46
Q5    1   0.8872  0.3587  0.5540  11.00000  0.05    0.45
;
_shelx_res_checksum              7332
####################################################################### 
# 
# 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_rm1922b
_database_code_depnum_ccdc_archive 'CCDC 1951125'
loop_
_audit_author_name
_audit_author_address
'Darren Ould'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT906_rm1922b             
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.146 Check 
RESPONSE: ... This can be explained by the detector slightly underestimating
the background, which has resulted in an overestimation in
F0 and the high value of F0/Fc = 2.146.
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 Cl P S2'
_chemical_formula_sum            'C6 H4 Cl P S2'
_chemical_formula_weight         206.63

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'
P P 0.1023 0.0942 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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                   5.9973(4)
_cell_length_b                   17.0236(15)
_cell_length_c                   7.9817(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.205(7)
_cell_angle_gamma                90
_cell_volume                     808.47(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    423(2)
_cell_measurement_reflns_used    1581
_cell_measurement_theta_min      3.9920
_cell_measurement_theta_max      29.1010

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.638
_exptl_crystal_size_mid          0.199
_exptl_crystal_size_min          0.103
_exptl_absorpt_coefficient_mu    1.100
_shelx_estimated_absorpt_T_min   0.540
_shelx_estimated_absorpt_T_max   0.895
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.858
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      423(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed tube'
_diffrn_measurement_device_type  
'Agilent Supernova Dual Atlas with CCD Detector'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4133
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.514
_diffrn_reflns_theta_max         29.530
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             1952
_reflns_number_gt                1538
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_structure_solution    ShelXS
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XShell and Mercury'
_computing_publication_material  Xcif

_refine_special_details          
;
Structure was solved by direct methods to reveal all non h atoms. Subsequent
non H atoms were revealed by difference map and refined anisotropically. H	
atoms were added at calculated positions using a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0305P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Direct
_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         1952
_refine_ls_number_parameters     91
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0653
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_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_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 0.06554(9) 0.16145(3) 0.19747(6) 0.02360(14) Uani 1 1 d . . . . .
S2 S 0.47698(9) 0.21285(3) 0.02783(7) 0.02437(15) Uani 1 1 d . . . . .
P1 P 0.39994(10) 0.19243(4) 0.27182(7) 0.02521(15) Uani 1 1 d . . . . .
Cl1 Cl 0.54832(9) 0.08180(4) 0.32533(7) 0.03585(17) Uani 1 1 d . . . . .
C4 C 0.0876(3) 0.12901(11) -0.0095(2) 0.0177(4) Uani 1 1 d . . . . .
C5 C 0.2739(3) 0.15169(12) -0.0861(2) 0.0190(4) Uani 1 1 d . . . . .
C6 C 0.2906(4) 0.13007(12) -0.2519(2) 0.0242(5) Uani 1 1 d . . . . .
H6 H 0.4158 0.1443 -0.3029 0.029 Uiso 1 1 calc R U . . .
C3 C -0.0826(4) 0.08478(12) -0.0984(3) 0.0220(5) Uani 1 1 d . . . . .
H3 H -0.2062 0.0690 -0.0472 0.026 Uiso 1 1 calc R U . . .
C2 C -0.0655(4) 0.06460(12) -0.2645(3) 0.0274(5) Uani 1 1 d . . . . .
H2 H -0.1794 0.0356 -0.3256 0.033 Uiso 1 1 calc R U . . .
C1 C 0.1192(4) 0.08719(12) -0.3400(3) 0.0279(5) Uani 1 1 d . . . . .
H1 H 0.1282 0.0733 -0.4516 0.033 Uiso 1 1 calc R U . . .

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
S1 0.0178(3) 0.0319(3) 0.0214(3) -0.0048(2) 0.0037(2) -0.0005(2)
S2 0.0233(3) 0.0265(3) 0.0233(3) 0.0015(2) 0.0029(2) -0.0077(2)
P1 0.0228(3) 0.0314(3) 0.0211(3) -0.0052(2) 0.0013(2) -0.0067(3)
Cl1 0.0223(3) 0.0448(4) 0.0388(3) 0.0162(3) -0.0024(2) 0.0003(3)
C4 0.0179(10) 0.0172(10) 0.0174(10) 0.0008(8) -0.0004(8) 0.0028(9)
C5 0.0203(11) 0.0162(10) 0.0197(10) 0.0026(8) -0.0003(8) 0.0032(9)
C6 0.0278(12) 0.0234(11) 0.0221(11) 0.0030(9) 0.0059(9) 0.0032(10)
C3 0.0179(11) 0.0202(11) 0.0273(11) 0.0023(9) 0.0002(9) 0.0009(9)
C2 0.0312(13) 0.0219(11) 0.0260(11) -0.0015(9) -0.0080(9) -0.0020(10)
C1 0.0414(14) 0.0237(11) 0.0176(11) -0.0021(9) 0.0002(9) 0.0049(11)

_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 C4 1.7622(19) . ?
S1 P1 2.0866(8) . ?
S2 C5 1.765(2) . ?
S2 P1 2.0863(8) . ?
P1 Cl1 2.1039(9) . ?
C4 C3 1.390(3) . ?
C4 C5 1.394(3) . ?
C5 C6 1.389(3) . ?
C6 C1 1.379(3) . ?
C6 H6 0.9300 . ?
C3 C2 1.386(3) . ?
C3 H3 0.9300 . ?
C2 C1 1.381(3) . ?
C2 H2 0.9300 . ?
C1 H1 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 S1 P1 99.40(7) . . ?
C5 S2 P1 99.41(7) . . ?
S2 P1 S1 95.40(3) . . ?
S2 P1 Cl1 101.60(3) . . ?
S1 P1 Cl1 101.45(3) . . ?
C3 C4 C5 120.25(18) . . ?
C3 C4 S1 120.79(15) . . ?
C5 C4 S1 118.88(15) . . ?
C6 C5 C4 120.14(19) . . ?
C6 C5 S2 121.30(16) . . ?
C4 C5 S2 118.45(15) . . ?
C1 C6 C5 119.2(2) . . ?
C1 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C2 C3 C4 119.0(2) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C1 C2 C3 120.6(2) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C6 C1 C2 120.8(2) . . ?
C6 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?

_refine_diff_density_max         0.385
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.070

_shelxl_version_number           2013-3

_shelx_res_file                  
;
TITL rm1922b in P2(1)/n
CELL 0.71073   5.99734  17.02360   7.98173  90.0000  97.2055  90.0000
ZERR    4.00   0.00043   0.00147   0.00052   0.0000   0.0067   0.0000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C  H  P  S  Cl
UNIT 24  16  4  8  4
L.S. 4
ACTA
BOND $H
FMAP 2
PLAN 20
SIZE  0.638 0.199 0.103
TEMP 150
WGHT    0.030500
FVAR       0.61251
MOLE 1
S1    4    0.065537    0.161453    0.197475    11.00000    0.01782    0.03192 =
         0.02137   -0.00477    0.00372   -0.00054
S2    4    0.476980    0.212853    0.027827    11.00000    0.02328    0.02648 =
         0.02335    0.00147    0.00288   -0.00775
P1    3    0.399942    0.192434    0.271816    11.00000    0.02278    0.03138 =
         0.02109   -0.00522    0.00130   -0.00667
CL1   5    0.548318    0.081798    0.325329    11.00000    0.02233    0.04479 =
         0.03885    0.01623   -0.00241    0.00030
C4    1    0.087578    0.129010   -0.009463    11.00000    0.01791    0.01723 =
         0.01740    0.00084   -0.00041    0.00277
C5    1    0.273934    0.151690   -0.086123    11.00000    0.02030    0.01618 =
         0.01971    0.00256   -0.00027    0.00320
C6    1    0.290639    0.130068   -0.251898    11.00000    0.02779    0.02340 =
         0.02210    0.00301    0.00593    0.00322
AFIX  43
H6    2    0.415846    0.144326   -0.302866    11.00000   -1.20000
AFIX   0
C3    1   -0.082624    0.084781   -0.098393    11.00000    0.01794    0.02016 =
         0.02729    0.00228    0.00020    0.00091
AFIX  43
H3    2   -0.206204    0.068957   -0.047188    11.00000   -1.20000
AFIX   0
C2    1   -0.065528    0.064600   -0.264466    11.00000    0.03123    0.02191 =
         0.02604   -0.00153   -0.00796   -0.00197
AFIX  43
H2    2   -0.179447    0.035597   -0.325581    11.00000   -1.20000
AFIX   0
C1    1    0.119221    0.087187   -0.339990    11.00000    0.04137    0.02371 =
         0.01762   -0.00212    0.00022    0.00491
AFIX  43
H1    2    0.128202    0.073318   -0.451643    11.00000   -1.20000
AFIX   0
HKLF 4

REM  rm1922b in P2(1)/n
REM R1 =  0.0342 for    1538 Fo > 4sig(Fo)  and  0.0517 for all    1952 data
REM     91 parameters refined using      0 restraints

END

WGHT      0.0305      0.0000

REM Highest difference peak  0.385,  deepest hole -0.304,  1-sigma level  0.070
Q1    1   0.3976  0.2587  0.0632  11.00000  0.05    0.39
Q2    1   0.0240  0.1142  0.2525  11.00000  0.05    0.34
Q3    1   0.3669  0.1736 -0.0464  11.00000  0.05    0.32
Q4    1   0.4859  0.1267  0.3313  11.00000  0.05    0.28
Q5    1   0.4991  0.1514  0.2406  11.00000  0.05    0.28
Q6    1   0.2085  0.1250 -0.0486  11.00000  0.05    0.28
Q7    1   0.4852  0.2014  0.1306  11.00000  0.05    0.27
Q8    1   0.5614  0.0643  0.2277  11.00000  0.05    0.27
Q9    1   0.4453  0.0513  0.3944  11.00000  0.05    0.26
Q10   1   0.2633  0.1520 -0.1754  11.00000  0.05    0.25
Q11   1   0.1429  0.1372  0.0908  11.00000  0.05    0.24
Q12   1   0.0245  0.0928 -0.3013  11.00000  0.05    0.24
Q13   1   0.4609  0.2532  0.3100  11.00000  0.05    0.24
Q14   1  -0.0196  0.2268  0.1282  11.00000  0.05    0.24
Q15   1   0.2330  0.1710  0.2412  11.00000  0.05    0.23
Q16   1   0.2880  0.3038  0.0146  11.00000  0.05    0.23
Q17   1  -0.0745  0.0979 -0.1922  11.00000  0.05    0.23
Q18   1   0.2648  0.1643  0.2781  11.00000  0.05    0.23
Q19   1  -0.1327  0.0640 -0.0630  11.00000  0.05    0.23
Q20   1   0.6589  0.1158  0.2785  11.00000  0.05    0.22
;
_shelx_res_checksum              39615
####################################################################### 
# 
# 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_rm1905d
_database_code_depnum_ccdc_archive 'CCDC 1951115'
loop_
_audit_author_name
_audit_author_address
'Darren Ould'
;Cardiff University
United Kingdom
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 I P S2'
_chemical_formula_sum            'C7 H6 I P S2'
_chemical_formula_weight         312.11

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'
P P 0.1023 0.0942 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.6874(7)
_cell_length_b                   12.2726(9)
_cell_length_c                   8.3795(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.702(8)
_cell_angle_gamma                90
_cell_volume                     971.85(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    423(2)
_cell_measurement_reflns_used    2169
_cell_measurement_theta_min      3.9560
_cell_measurement_theta_max      28.3430

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.133
_exptl_crystal_F_000             592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.186
_exptl_crystal_size_mid          0.127
_exptl_crystal_size_min          0.054
_exptl_absorpt_coefficient_mu    3.823
_shelx_estimated_absorpt_T_min   0.537
_shelx_estimated_absorpt_T_max   0.820
_exptl_absorpt_correction_type   Gaussian
_exptl_absorpt_correction_T_min  0.917
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   
;   
CrysAlisPro 1.171.39.45b (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      423(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed tube'
_diffrn_measurement_device_type  
'Agilent Supernova Dual Atlas with CCD Detector'
_diffrn_measurement_method       'Omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5189
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.320
_diffrn_reflns_theta_max         29.684
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.836
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.836
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.836
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2301
_reflns_number_gt                1900
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45b (Rigaku OD, 2018)'
_computing_structure_solution    ShelXS
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XShell and Mercury'
_computing_publication_material  Xcif

_refine_special_details          
;
Structure was solved by direct methods to reveal all non H atoms. Subsequent
non H atoms were revealed by difference map and refined anisotropically. H	
atoms were added at calculated positions using a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0238P)²+1.0629P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     Drect
_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         2301
_refine_ls_number_parameters     101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0446
_refine_ls_R_factor_gt           0.0327
_refine_ls_wR_factor_ref         0.0715
_refine_ls_wR_factor_gt          0.0641
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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_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
S2 S 0.80317(10) 0.48042(8) 0.07917(13) 0.0245(2) Uani 1 1 d . . . . .
P1 P 0.67883(11) 0.59772(8) -0.06655(13) 0.0256(2) Uani 1 1 d . . . . .
S1 S 0.84147(11) 0.71139(8) -0.05825(13) 0.0269(2) Uani 1 1 d . . . . .
C1 C 0.9685(4) 0.6627(3) 0.1103(5) 0.0212(8) Uani 1 1 d . . . . .
C6 C 0.9511(4) 0.5596(3) 0.1734(5) 0.0215(8) Uani 1 1 d . . . . .
C4 C 1.1770(4) 0.5766(3) 0.3647(5) 0.0253(9) Uani 1 1 d . . . . .
C3 C 1.1922(4) 0.6800(3) 0.3023(5) 0.0277(9) Uani 1 1 d . . . . .
H3 H 1.2727 0.7207 0.3456 0.033 Uiso 1 1 calc R U . . .
C2 C 1.0893(4) 0.7233(3) 0.1767(5) 0.0272(9) Uani 1 1 d . . . . .
H2 H 1.1008 0.7926 0.1368 0.033 Uiso 1 1 calc R U . . .
C5 C 1.0544(4) 0.5177(3) 0.3013(5) 0.0262(9) Uani 1 1 d . . . . .
H5 H 1.0413 0.4498 0.3447 0.031 Uiso 1 1 calc R U . . .
C7 C 1.2916(5) 0.5282(4) 0.4973(5) 0.0374(11) Uani 1 1 d . . . . .
H7A H 1.2998 0.5697 0.5961 0.056 Uiso 1 1 calc R U . . .
H7B H 1.3800 0.5299 0.4634 0.056 Uiso 1 1 calc R U . . .
H7C H 1.2680 0.4541 0.5168 0.056 Uiso 1 1 calc R U . . .
I1 I 0.53263(3) 0.67749(2) 0.12748(3) 0.03197(11) Uani 1 1 d . . . . .

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
S2 0.0257(5) 0.0207(5) 0.0286(6) -0.0007(4) 0.0092(4) -0.0008(4)
P1 0.0265(5) 0.0259(5) 0.0239(6) -0.0014(4) 0.0044(4) -0.0018(4)
S1 0.0293(5) 0.0243(5) 0.0279(6) 0.0054(4) 0.0082(4) 0.0009(4)
C1 0.0233(19) 0.0222(19) 0.020(2) 0.0003(15) 0.0082(16) 0.0035(15)
C6 0.0231(19) 0.0202(18) 0.025(2) -0.0011(16) 0.0127(16) 0.0001(15)
C4 0.025(2) 0.030(2) 0.022(2) -0.0042(17) 0.0103(17) 0.0027(16)
C3 0.025(2) 0.033(2) 0.026(2) -0.0083(18) 0.0076(18) 0.0007(17)
C2 0.033(2) 0.0216(19) 0.031(2) -0.0050(17) 0.0153(19) -0.0004(17)
C5 0.033(2) 0.026(2) 0.023(2) 0.0030(17) 0.0117(17) 0.0047(17)
C7 0.036(2) 0.042(3) 0.033(3) 0.004(2) 0.006(2) 0.002(2)
I1 0.02375(16) 0.03633(17) 0.03629(19) -0.00357(12) 0.00759(12) 0.00361(11)

_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
S2 C6 1.767(4) . ?
S2 P1 2.0898(14) . ?
P1 S1 2.0940(15) . ?
P1 I1 2.5730(12) . ?
S1 C1 1.762(4) . ?
C1 C2 1.394(6) . ?
C1 C6 1.396(5) . ?
C6 C5 1.393(5) . ?
C4 C5 1.391(5) . ?
C4 C3 1.393(6) . ?
C4 C7 1.510(5) . ?
C3 C2 1.386(6) . ?
C3 H3 0.9300 . ?
C2 H2 0.9300 . ?
C5 H5 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 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
C6 S2 P1 100.90(13) . . ?
S2 P1 S1 96.13(6) . . ?
S2 P1 I1 102.68(5) . . ?
S1 P1 I1 103.90(5) . . ?
C1 S1 P1 100.88(14) . . ?
C2 C1 C6 119.5(4) . . ?
C2 C1 S1 121.1(3) . . ?
C6 C1 S1 119.3(3) . . ?
C5 C6 C1 119.9(3) . . ?
C5 C6 S2 121.1(3) . . ?
C1 C6 S2 118.9(3) . . ?
C5 C4 C3 118.8(4) . . ?
C5 C4 C7 120.3(4) . . ?
C3 C4 C7 120.9(4) . . ?
C2 C3 C4 121.1(4) . . ?
C2 C3 H3 119.5 . . ?
C4 C3 H3 119.5 . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C5 C6 120.7(4) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

_refine_diff_density_max         1.536
_refine_diff_density_min         -1.097
_refine_diff_density_rms         0.132

_shelxl_version_number           2013-3

_shelx_res_file                  
;
TITL rm1905 in P2(1)/c
CELL 0.71073   9.68736  12.27261   8.37949  90.0000 102.7017  90.0000
ZERR    4.00   0.00069   0.00087   0.00066   0.0000   0.0075   0.0000
LATT 1
SYMM -X, 0.5+Y, 0.5-Z
SFAC C  H  P  S  I
UNIT 28  24  4  8  4
L.S. 4
ACTA
BOND $H
FMAP 2
PLAN 20
SIZE  0.186   0.127    0.054
TEMP 150
WGHT    0.023800    1.062900
FVAR       0.22852
MOLE 1
S2    4    0.803166    0.480420    0.079170    11.00000    0.02573    0.02067 =
         0.02860   -0.00067    0.00920   -0.00081
P1    3    0.678831    0.597721   -0.066553    11.00000    0.02646    0.02587 =
         0.02392   -0.00142    0.00436   -0.00177
S1    4    0.841469    0.711386   -0.058253    11.00000    0.02933    0.02434 =
         0.02793    0.00540    0.00820    0.00088
C1    1    0.968542    0.662720    0.110349    11.00000    0.02330    0.02218 =
         0.01964    0.00031    0.00815    0.00354
C6    1    0.951132    0.559565    0.173424    11.00000    0.02312    0.02020 =
         0.02460   -0.00107    0.01266    0.00007
C4    1    1.176979    0.576598    0.364679    11.00000    0.02540    0.03044 =
         0.02232   -0.00416    0.01030    0.00275
C3    1    1.192196    0.680016    0.302290    11.00000    0.02461    0.03303 =
         0.02636   -0.00835    0.00763    0.00071
AFIX  43
H3    2    1.272706    0.720710    0.345587    11.00000   -1.20000
AFIX   0
C2    1    1.089287    0.723289    0.176698    11.00000    0.03298    0.02160 =
         0.03086   -0.00498    0.01529   -0.00041
AFIX  43
H2    2    1.100780    0.792627    0.136760    11.00000   -1.20000
AFIX   0
C5    1    1.054439    0.517736    0.301305    11.00000    0.03256    0.02556 =
         0.02302    0.00305    0.01172    0.00465
AFIX  43
H5    2    1.041340    0.449760    0.344749    11.00000   -1.20000
AFIX   0
C7    1    1.291632    0.528158    0.497311    11.00000    0.03634    0.04243 =
         0.03271    0.00400    0.00601    0.00196
AFIX 137
H7A   2    1.299795    0.569670    0.596050    11.00000   -1.50000
H7B   2    1.380047    0.529894    0.463429    11.00000   -1.50000
H7C   2    1.267957    0.454107    0.516789    11.00000   -1.50000
AFIX   0
I1    5    0.532631    0.677490    0.127482    11.00000    0.02375    0.03633 =
         0.03629   -0.00357    0.00759    0.00361
HKLF 4

REM  rm1905 in P2(1)/c
REM R1 =  0.0327 for    1900 Fo > 4sig(Fo)  and  0.0446 for all    2301 data
REM    101 parameters refined using      0 restraints

END

WGHT      0.0223      1.0315

REM Highest difference peak  1.536,  deepest hole -1.097,  1-sigma level  0.132
Q1    1   0.5760  0.6405  0.2030  11.00000  0.05    1.54
Q2    1   1.4203  0.6771  0.6261  11.00000  0.05    0.59
Q3    1   0.4483  0.5370  0.1735  11.00000  0.05    0.52
Q4    1   1.4662  0.4652  0.3724  11.00000  0.05    0.52
Q5    1   1.3385  0.4473  0.4394  11.00000  0.05    0.48
Q6    1   0.6213  0.6682  0.0732  11.00000  0.05    0.47
Q7    1   1.2352  0.5063  0.5630  11.00000  0.05    0.47
Q8    1   0.5337  0.5774  0.1224  11.00000  0.05    0.47
Q9    1   1.1309  0.5231  0.3516  11.00000  0.05    0.46
Q10   1   0.5181  0.6758 -0.0232  11.00000  0.05    0.45
Q11   1   0.9815  0.5991  0.1095  11.00000  0.05    0.45
Q12   1   1.3860  0.6013  0.5922  11.00000  0.05    0.44
Q13   1   0.7354  0.4140  0.1864  11.00000  0.05    0.43
Q14   1   0.9374  0.6215  0.1927  11.00000  0.05    0.43
Q15   1   0.7401  0.6046 -0.2025  11.00000  0.05    0.43
Q16   1   0.5555  0.5355  0.2048  11.00000  0.05    0.43
Q17   1   1.3704  0.7425  0.5206  11.00000  0.05    0.43
Q18   1   0.6759  0.7131  0.3136  11.00000  0.05    0.42
Q19   1   0.4384  0.7298  0.0438  11.00000  0.05    0.41
Q20   1   1.0517  0.5034  0.0481  11.00000  0.05    0.39
;
_shelx_res_checksum              29400
####################################################################### 
# 
# 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_tt221_0m
_database_code_depnum_ccdc_archive 'CCDC 1951132'
loop_
_audit_author_name
_audit_author_address
'Jeremy M. Rawson'
;University of Windsor
Canada
;
_audit_update_record             
;
2019-09-03 deposited with the CCDC.	2019-09-25 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_tt221_0m            
;
PROBLEM: Hirshfeld Test Diff for    C13      --C14      .        8.2 s.u.  
RESPONSE: This was a twinned crystal. Details of refinement given in the cif.
          This data collection was the best of multiple data sets. While the
          structure is not perfect, the molecular connectivity is clear.
;
_vrf_PLAT601_tt221_0m            
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .        138 Ang**3
RESPONSE: Noted. There is no significant electron density associated with the
          void space.
;
# end Validation Reply Form 
_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H18 N P3 S6'
_chemical_formula_sum            'C21 H18 N P3 S6'
_chemical_formula_weight         569.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_H-M_alt        'P -3'
_space_group_name_Hall           '-P 3'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'

_cell_length_a                   12.134(2)
_cell_length_b                   12.134(2)
_cell_length_c                   11.246(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1434.0(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6447
_cell_measurement_theta_min      1.81
_cell_measurement_theta_max      27.53

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.655
_shelx_estimated_absorpt_T_min   0.914
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.686
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   
;
SADABS 2012/1 Bruker AXS Madison WI
;
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6447
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.811
_diffrn_reflns_theta_max         27.528
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2214
_reflns_number_gt                1920
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT, SADABS and XPREP'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;This was the best of multiple crystal examined which were persistently twinned.
 Structure initially solved in P-1 with one molecule in the asymmetric unit
 but large residuals. ADDSYM within PLATON identified the higher symmetry P-3 
 space group and refinement improved but stalled at R1 = 13%. TWINROTMAT identified
 an inversion twin and led to a further reduction in R1 by 4%. Although the
 residuals are still high the connectivity is clear and the refinement was stable
 and esd's on geometric parameters small.,Twin
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2175P)²+0.6400P] 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         2214
_refine_ls_number_parameters     96
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1047
_refine_ls_R_factor_gt           0.0984
_refine_ls_wR_factor_ref         0.2838
_refine_ls_wR_factor_gt          0.2682
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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_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
S11 S 1.11269(17) -0.11359(18) 0.13507(15) 0.0599(5) Uani 1 1 d . . . . .
S12 S 1.11376(11) -0.15432(11) 0.40744(13) 0.0404(4) Uani 1 1 d . . . . .
P1 P 1.13871(12) -0.00657(12) 0.29258(14) 0.0426(5) Uani 1 1 d . . . . .
N1 N 1.000000 0.000000 0.3065(7) 0.0421(16) Uani 1 3 d S T P . .
C11 C 1.0374(5) -0.2691(6) 0.1903(5) 0.0447(12) Uani 1 1 d . . . . .
C12 C 0.9788(7) -0.3768(8) 0.1168(7) 0.069(2) Uani 1 1 d . . . . .
H12 H 0.978569 -0.365120 0.033294 0.083 Uiso 1 1 calc R U . . .
C13 C 0.9235(7) -0.4948(8) 0.1598(7) 0.065(2) Uani 1 1 d . . . . .
H13 H 0.883019 -0.565434 0.107451 0.078 Uiso 1 1 calc R U . . .
C14 C 0.9251(5) -0.5138(5) 0.2775(8) 0.063(2) Uani 1 1 d . . . . .
C15 C 0.9790(5) -0.4091(5) 0.3564(6) 0.0485(13) Uani 1 1 d . . . . .
H15 H 0.975385 -0.422368 0.439893 0.058 Uiso 1 1 calc R U . . .
C16 C 1.0364(5) -0.2883(5) 0.3109(5) 0.0421(11) Uani 1 1 d . . . . .
C17 C 0.8619(9) -0.6459(7) 0.3224(9) 0.077(2) Uani 1 1 d . . . . .
H17A H 0.835877 -0.647448 0.405174 0.093 Uiso 1 1 calc R U . . .
H17B H 0.921048 -0.678552 0.318025 0.093 Uiso 1 1 calc R U . . .
H17C H 0.786656 -0.699230 0.273739 0.093 Uiso 1 1 calc R U . . .

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
S11 0.0642(10) 0.0693(10) 0.0542(8) 0.0092(7) 0.0157(7) 0.0395(8)
S12 0.0365(7) 0.0310(6) 0.0540(7) -0.0030(4) -0.0054(5) 0.0171(5)
P1 0.0293(6) 0.0315(7) 0.0675(9) 0.0060(5) 0.0051(5) 0.0156(5)
N1 0.033(2) 0.033(2) 0.061(4) 0.000 0.000 0.0164(10)
C11 0.041(2) 0.050(3) 0.056(3) -0.011(2) -0.003(2) 0.032(2)
C12 0.062(4) 0.085(5) 0.082(4) -0.039(4) -0.017(3) 0.054(4)
C13 0.068(4) 0.073(4) 0.079(4) -0.040(4) -0.027(3) 0.052(4)
C14 0.032(3) 0.032(2) 0.129(6) -0.015(3) -0.011(3) 0.020(2)
C15 0.033(2) 0.031(2) 0.082(4) -0.003(2) -0.006(2) 0.0167(19)
C16 0.036(2) 0.034(2) 0.060(3) -0.007(2) -0.005(2) 0.0203(19)
C17 0.079(5) 0.048(4) 0.097(5) -0.006(4) -0.013(4) 0.026(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
S11 C11 1.748(6) . ?
S11 P1 2.125(2) . ?
S12 C16 1.782(5) . ?
S12 P1 2.1051(18) . ?
P1 N1 1.7315(15) . ?
C11 C16 1.376(9) . ?
C11 C12 1.402(9) . ?
C12 C13 1.332(13) . ?
C12 H12 0.9500 . ?
C13 C14 1.346(12) . ?
C13 H13 0.9500 . ?
C14 C15 1.413(9) . ?
C14 C17 1.477(10) . ?
C15 C16 1.369(8) . ?
C15 H15 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 S11 P1 101.62(19) . . ?
C16 S12 P1 100.89(19) . . ?
N1 P1 S12 104.7(2) . . ?
N1 P1 S11 104.6(3) . . ?
S12 P1 S11 94.41(8) . . ?
P1 N1 P1 119.19(9) . 3_765 ?
P1 N1 P1 119.19(9) . 2_645 ?
P1 N1 P1 119.19(9) 3_765 2_645 ?
C16 C11 C12 117.8(6) . . ?
C16 C11 S11 119.3(4) . . ?
C12 C11 S11 123.0(5) . . ?
C13 C12 C11 122.4(7) . . ?
C13 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
C12 C13 C14 120.0(6) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C15 120.2(6) . . ?
C13 C14 C17 118.6(7) . . ?
C15 C14 C17 121.1(8) . . ?
C16 C15 C14 119.2(6) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C11 120.4(5) . . ?
C15 C16 S12 120.2(5) . . ?
C11 C16 S12 119.3(4) . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 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
S12 P1 N1 P1 -50.3(5) . . . 3_765 ?
S11 P1 N1 P1 48.4(5) . . . 3_765 ?
S12 P1 N1 P1 147.5(4) . . . 2_645 ?
S11 P1 N1 P1 -113.8(4) . . . 2_645 ?
P1 S11 C11 C16 -13.5(4) . . . . ?
P1 S11 C11 C12 167.6(4) . . . . ?
C16 C11 C12 C13 -0.1(9) . . . . ?
S11 C11 C12 C13 178.9(5) . . . . ?
C11 C12 C13 C14 -1.5(10) . . . . ?
C12 C13 C14 C15 3.6(10) . . . . ?
C12 C13 C14 C17 179.4(7) . . . . ?
C13 C14 C15 C16 -4.1(8) . . . . ?
C17 C14 C15 C16 -179.8(6) . . . . ?
C14 C15 C16 C11 2.5(8) . . . . ?
C14 C15 C16 S12 -176.1(4) . . . . ?
C12 C11 C16 C15 -0.5(8) . . . . ?
S11 C11 C16 C15 -179.5(4) . . . . ?
C12 C11 C16 S12 178.2(4) . . . . ?
S11 C11 C16 S12 -0.8(6) . . . . ?
P1 S12 C16 C15 -166.6(4) . . . . ?
P1 S12 C16 C11 14.8(4) . . . . ?

_refine_diff_density_max         1.375
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.186

_shelx_res_file                  
;
TITL tt221_0m  P 3          R = 0.10  New: P-3
    tt221_0m.res
    created by SHELXL-2017/1 at 13:09:14 on 31-Aug-2019
CELL  0.71073   12.1340   12.1340   11.2460    90.000    90.000   120.000
ZERR        2    0.0020    0.0020    0.0020     0.000     0.000     0.000
LATT   1
SYMM             - Y ,          X - Y ,              Z
SYMM         - X + Y ,            - X ,              Z
SFAC  C  H  N  P  S
UNIT    42   36   2   6  12
TEMP -123
OMIT -3
TWIN -1 0 0 0 -1 0 0 0 1
L.S. 30
FMAP 2
PLAN -20
ACTA
BOND $H
CONF
WGHT    0.217500    0.640000
BASF   0.06983
FVAR       0.99783
S11   5    1.112686   -0.113592    0.135073    11.00000    0.06425    0.06932 =
         0.05423    0.00917    0.01574    0.03947
S12   5    1.113765   -0.154317    0.407441    11.00000    0.03649    0.03099 =
         0.05397   -0.00300   -0.00537    0.01706
P1    4    1.138708   -0.006571    0.292580    11.00000    0.02933    0.03146 =
         0.06748    0.00603    0.00511    0.01560
N1    3    1.000000    0.000000    0.306535    10.33330    0.03281    0.03281 =
         0.06062    0.00000    0.00000    0.01641
C11   1    1.037389   -0.269071    0.190264    11.00000    0.04054    0.05041 =
         0.05581   -0.01112   -0.00338    0.03213
C12   1    0.978824   -0.376760    0.116808    11.00000    0.06244    0.08537 =
         0.08239   -0.03903   -0.01670    0.05405
AFIX  43
H12   2    0.978569   -0.365120    0.033294    11.00000   -1.20000
AFIX   0
C13   1    0.923543   -0.494763    0.159833    11.00000    0.06754    0.07288 =
         0.07892   -0.03952   -0.02666    0.05246
AFIX  43
H13   2    0.883019   -0.565434    0.107451    11.00000   -1.20000
AFIX   0
C14   1    0.925124   -0.513826    0.277540    11.00000    0.03173    0.03236 =
         0.12876   -0.01465   -0.01089    0.01971
C15   1    0.978991   -0.409102    0.356397    11.00000    0.03328    0.03077 =
         0.08247   -0.00277   -0.00634    0.01674
AFIX  43
H15   2    0.975385   -0.422368    0.439893    11.00000   -1.20000
AFIX   0
C16   1    1.036435   -0.288292    0.310906    11.00000    0.03594    0.03380 =
         0.06038   -0.00662   -0.00536    0.02027
C17   1    0.861855   -0.645868    0.322391    11.00000    0.07908    0.04787 =
         0.09685   -0.00623   -0.01257    0.02612
AFIX 137
H17A  2    0.835877   -0.647448    0.405174    11.00000   -1.20000
H17B  2    0.921048   -0.678552    0.318025    11.00000   -1.20000
H17C  2    0.786656   -0.699230    0.273739    11.00000   -1.20000
AFIX   0
HKLF 4




REM  tt221_0m  P 3          R = 0.10  New: P-3
REM R1 =  0.0984 for    1920 Fo > 4sig(Fo)  and  0.1047 for all    2214 data
REM     96 parameters refined using      0 restraints

END

WGHT      0.2000      0.0000

REM Highest difference peak  1.375,  deepest hole -0.484,  1-sigma level  0.186
Q1    1   1.1366 -0.0089  0.2160  11.00000  0.05    1.38
Q2    1   1.1130 -0.1560  0.0964  11.00000  0.05    1.32
Q3    1   1.1073 -0.1255  0.3589  11.00000  0.05    1.13
Q4    1   0.8531 -0.6364  0.1344  11.00000  0.05    1.00
Q5    1   0.9767 -0.4213  0.1639  11.00000  0.05    0.77
Q6    1   0.9212 -0.4951  0.3276  11.00000  0.05    0.67
Q7    1   0.9268 -0.5026  0.2324  11.00000  0.05    0.65
Q8    1   0.9948 -0.3434  0.3395  11.00000  0.05    0.64
Q9    1   1.1679 -0.0710  0.1528  11.00000  0.05    0.59
Q10   1   0.7792 -0.6948  0.0994  11.00000  0.05    0.55
Q11   1   1.0017 -0.3390  0.1198  11.00000  0.05    0.55
Q12   1   1.1139 -0.1275  0.4637  11.00000  0.05    0.51
Q13   1   1.0197 -0.2961  0.2464  11.00000  0.05    0.50
Q14   1   1.0857 -0.2970  0.2750  11.00000  0.05    0.48
Q15   1   1.0658 -0.2238  0.4130  11.00000  0.05    0.47
Q16   1   1.0000  0.0000  0.1989  10.33333  0.05    0.45
Q17   1   1.2127  0.0190  0.2934  11.00000  0.05    0.43
Q18   1   0.8758 -0.6389  0.0256  11.00000  0.05    0.36
Q19   1   0.7825 -0.6986  0.3867  11.00000  0.05    0.33
Q20   1   0.7114  0.2844  0.5964  11.00000  0.05    0.31
;
_shelx_res_checksum              74976
