#------------------------------------------------------------------------------
#$Date: 2022-10-03 17:40:12 +0300 (Mon, 03 Oct 2022) $
#$Revision: 278324 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/97/2009730.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2009730
loop_
_publ_author_name
'Rodier, N.'
'Cense, J.-M.'
'Robert, J.-M.'
'Robert-Piessard, S.'
'Courant, J.'
'Le Baut, G.'
_publ_section_title
;3-Sulfure de
 3-mercapto-5,7-diméthyl-2-phényl-3H-[1,4,2]diazaphospholo[1,5-a]pyridinium
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              810
_journal_page_last               813
_journal_paper_doi               10.1107/S0108270193010327
_journal_volume                  50
_journal_year                    1994
_chemical_formula_sum            'C14 H13 N2 P S2'
_chemical_formula_weight         304.38
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 98.71(2)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   8.492(2)
_cell_length_b                   14.067(2)
_cell_length_c                   12.273(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294
_cell_measurement_theta_max      25.98
_cell_measurement_theta_min      8.91
_cell_volume                     1449.2(5)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            2458
_diffrn_reflns_theta_max         65
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.24
_exptl_absorpt_correction_T_max  1.43
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            'Jaune orang\'e'
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_description       Parallélépipédique
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.26(6)
_refine_diff_density_min         -0.23(6)
_refine_ls_goodness_of_fit_obs   1.31
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_parameters     211
_refine_ls_number_reflns         1529
_refine_ls_R_factor_obs          0.046
_refine_ls_shift/esd_max         0.03
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(F)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.048
_reflns_number_observed          1529
_reflns_number_total             2458
_reflns_observed_criterion       I>=2\s(I)
_cod_data_source_file            pa1065.cif
_cod_data_source_block           pa1065_structure_1_of_1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F)' was changed to
'calc'. New tag '_refine_ls_weighting_details' was created. The value
of the new tag was set to 'w = 1/\s^2^(F)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1449.0(10)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2009730
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
S(1) .78200(10) .49864(9) .27535(9)
S(2) .7567(2) .25552(9) .25630(10)
P .69740(10) .37674(8) .31229(9)
N(1) .7147(4) .3692(3) .4616(3)
C(2) .5693(5) .3732(3) .4937(3)
C(3) .5529(5) .3696(3) .6037(3)
C(4) .6895(5) .3605(3) .6824(3)
C(5) .8369(5) .3571(3) .6460(4)
C(6) .8505(5) .3604(3) .5359(3)
N(7) .4378(4) .3805(3) .4089(3)
C(8) .4832(4) .3831(3) .3130(3)
C(9) .3674(5) .3901(3) .2115(3)
C(10) .2037(5) .3913(3) .2143(4)
C(11) .0962(5) .3948(4) .1190(4)
C(12) .1507(6) .3982(4) .0182(4)
C(13) .3112(6) .3980(4) .0134(4)
C(14) .4203(5) .3944(3) .1089(3)
C(15) .6781(6) .3543(4) .8021(4)
C(16) 1.0055(5) .3546(4) .4946(4)
H(3) 0.446(6) 0.372(4) 0.624(4)
H(5) 0.928(6) 0.350(4) 0.692(4)
H(10) 0.156(6) 0.391(4) 0.280(4)
H(11) -0.017(7) 0.402(4) 0.119(5)
H(12) 0.085(7) 0.401(4) -0.045(5)
H(13) 0.342(7) 0.405(4) -0.054(5)
H(14) 0.533(6) 0.395(4) 0.106(4)
H(15) 0.737(7) 0.299(4) 0.841(5)
H'(15) 0.567(6) 0.364(4) 0.813(4)
H"(15) 0.716(7) 0.406(4) 0.838(5)
H(16) 1.081(7) 0.332(4) 0.536(4)
H'(16) 1.020(7) 0.412(4) 0.446(5)
H"(16) 1.001(7) 0.312(4) 0.438(5)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
N(1) P C(8) 85.8(2) yes
P N(1) C(2) 110.6(2) yes
P N(1) C(6) 127.7(3) yes
C(2) N(1) C(6) 121.7(3) yes
N(1) C(2) C(3) 121.0(3) yes
N(1) C(2) N(7) 116.3(3) yes
C(3) C(2) N(7) 122.7(4) yes
C(2) C(3) C(4) 118.9(4) yes
C(3) C(4) C(5) 118.2(4) yes
C(3) C(4) C(15) 121.1(4) yes
C(5) C(4) C(15) 120.7(4) yes
C(4) C(5) C(6) 121.9(4) yes
N(1) C(6) C(5) 118.2(4) yes
N(1) C(6) C(16) 118.8(4) yes
C(5) C(6) C(16) 123.1(4) yes
C(2) N(7) C(8) 111.2(3) yes
P C(8) N(7) 116.0(3) yes
P C(8) C(9) 122.6(3) yes
N(7) C(8) C(9) 121.4(4) yes
C(8) C(9) C(10) 121.4(4) yes
C(8) C(9) C(14) 120.1(4) yes
C(10) C(9) C(14) 118.5(4) yes
C(9) C(10) C(11) 121.1(4) yes
C(10) C(11) C(12) 119.6(4) yes
C(11) C(12) C(13) 120.4(4) yes
C(12) C(13) C(14) 120.4(5) yes
C(9) C(14) C(13) 120.0(4) yes
S(1) P S(2) 124.82(8) yes
S(1) P N(1) 108.10(10) yes
S(1) P C(8) 111.30(10) yes
S(2) P N(1) 108.70(10) yes
S(2) P C(8) 111.00(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
P S(1) 1.940(2) yes
P S(2) 1.933(2) yes
P N(1) 1.819(3) yes
P C(8) 1.823(4) yes
N(1) C(2) 1.354(5) yes
N(1) C(6) 1.363(5) yes
C(2) C(3) 1.380(6) yes
C(2) N(7) 1.410(5) yes
C(3) C(4) 1.398(6) yes
C(4) C(5) 1.392(6) yes
C(4) C(15) 1.489(6) yes
C(5) C(6) 1.374(6) yes
C(6) C(16) 1.482(6) yes
N(7) C(8) 1.293(5) yes
C(8) C(9) 1.469(5) yes
C(9) C(10) 1.396(6) yes
C(9) C(14) 1.400(6) yes
C(10) C(11) 1.372(6) yes
C(11) C(12) 1.386(7) yes
C(12) C(13) 1.374(7) yes
C(13) C(14) 1.381(6) yes
C(3) H(3) 0.98(5) no
C(5) H(5) 0.89(5) no
C(10) H(10) 0.96(6) no
C(11) H(11) 0.97(6) no
C(12) H(12) 0.89(5) no
C(13) H(13) 0.90(6) no
C(14) H(14) 0.97(5) no
C(15) H(15) 1.01(6) no
C(15) H'(15) 0.98(6) no
C(15) H"(15) 0.89(6) no
C(16) H(16) 0.82(5) no
C(16) H'(16) 1.02(6) no
C(16) H"(16) 0.92(6) no
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_publ_flag
S(1) P N(1) C(2) 110.3(3) no
S(1) P N(1) C(6) -69.8(4) no
S(2) P N(1) C(2) -111.6(3) no
S(2) P N(1) C(6) 68.3(4) no
S(1) P C(8) N(7) -107.4(3) no
S(1) P C(8) C(9) 73.1(4) no
S(2) P C(8) N(7) 108.8(3) no
S(2) P C(8) C(9) -70.7(4) no
