#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:59:39 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223672 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/20/7232039.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7232039
loop_
_publ_author_name
'Funnell, Nicholas P.'
'Bull, Craig L.'
'Ridley, Christopher J.'
'Capelli, Silvia'
_publ_section_title
;
 Structural behaviour of OP-ROY at extreme conditions
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              4473
_journal_paper_doi               10.1039/C8CE01946K
_journal_volume                  21
_journal_year                    2019
_chemical_compound_source        'TCI Chemicals'
_chemical_formula_moiety         'C12 H9 N3 O2 S1'
_chemical_formula_sum            'C12 H9 N3 O2 S'
_chemical_formula_weight         259.28
_chemical_name_common            ROY
_chemical_name_systematic
;
5-methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile
;
_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_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_audit_update_record
;
2018-11-13 deposited with the CCDC.
2018-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.253(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.8566(4)
_cell_length_b                   13.3005(15)
_cell_length_c                   11.6219(10)
_cell_measurement_pressure       0.152(4)
_cell_measurement_temperature    295
_cell_volume                     1177.07(18)
_diffrn_ambient_temperature      295
_diffrn_detector                 'ZnS scintillator'
_diffrn_detector_type            custom
_diffrn_measurement_device_type  'PEARL diffractometer'
_diffrn_radiation_monochromator  none
_diffrn_radiation_type           Neutron
_diffrn_source                   'Pulsed neutron source'
_diffrn_source_target            W
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
Calculated using MANTID routines.
;
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_recrystallization_method 'Used as supplied'
_pd_char_colour                  Orange
_pd_instr_dist_spec/detc         800
_pd_instr_dist_src/spec          12800
_pd_instr_location
'ISIS Neutron Facility, Rutherford Appleton Laboratory'
_pd_meas_2theta_fixed            90
_pd_meas_scan_method             Time-of-flight
_pd_proc_info_data_reduction
;
Custom ISIS software
;
_pd_proc_info_excluded_regions
;
?

;
_pd_proc_ls_background_function  'Chebychev polynomial'
_pd_proc_ls_pref_orient_corr
;
No requirement for preferred orientation correction
;
_pd_proc_ls_profile_function
;
Voigt function convoluted with a back-to-back double exponential.
;
_pd_proc_ls_prof_R_factor        2.231
_pd_proc_ls_prof_wR_factor       1.800
_pd_spec_mounting                'TiZr Capsule'
_pd_spec_mount_mode              transmission
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.870
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           sparse
_refine_ls_number_parameters     53
_refine_ls_number_restraints     4
_refine_ls_R_I_factor            1.331
_refine_ls_shift/su_max          <0.001
_refine_ls_weighting_scheme      sigma
_cod_data_source_file            c8ce01946k2.cif
_cod_data_source_block           ROY_OP_0p152GPa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7232030--7232048.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C12 H9 N3 O2 S1'
_cod_database_code               7232039
_pd_proc_ls_prof_r_expected      2.070
loop_
_symmetry_equiv_pos_as_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 '
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_symmetry_multiplicity
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_B_iso_or_equiv
N1 N 4 -0.0090(19) 0.6720(8) 0.6611(7) 1 1.09(9)
N2 N 4 -0.2345(13) 0.5042(7) 0.4204(7) 1 1.09(9)
N3 N 4 0.084(4) 0.5695(14) 0.8778(7) 1 1.09(9)
O1 O 4 0.161(5) 0.537(2) 0.9757(9) 1 1.09(9)
O2 O 4 0.070(4) 0.5198(13) 0.7866(9) 1 1.09(9)
S1 S 4 0.074(2) 0.8354(7) 0.5392(11) 1 1.09(9)
C1 C 4 -0.036(3) 0.7182(10) 0.7621(9) 1 1.09(9)
C2 C 4 -0.107(4) 0.8138(11) 0.7548(14) 1 1.09(9)
C3 C 4 -0.134(5) 0.8600(14) 0.8558(17) 1 1.09(9)
C4 C 4 -0.089(5) 0.8107(15) 0.9640(15) 1 1.09(9)
C5 C 4 -0.017(4) 0.7151(14) 0.9712(11) 1 1.09(9)
C6 C 4 0.010(3) 0.6689(12) 0.8703(8) 1 1.09(9)
C7 C 4 -0.0133(18) 0.7183(6) 0.5537(8) 1 1.09(9)
C8 C 4 -0.0869(15) 0.6779(6) 0.4453(7) 1 1.09(9)
C9 C 4 -0.0726(18) 0.7420(6) 0.3493(9) 1 1.09(9)
C10 C 4 0.011(2) 0.8300(6) 0.3861(11) 1 1.09(9)
C11 C 4 0.051(3) 0.9150(7) 0.3134(13) 1 1.09(9)
C12 C 4 -0.1690(13) 0.5813(6) 0.4314(7) 1 1.09(9)
H1 H 4 0.022(6) 0.5991(11) 0.6630(13) 1 1.31(11)
H2 H 4 -0.139(4) 0.8482(13) 0.6794(19) 1 1.31(11)
H3 H 4 -0.184(7) 0.9266(19) 0.851(2) 1 1.31(11)
H4 H 4 -0.107(6) 0.8429(17) 1.034(2) 1 1.31(11)
H5 H 4 0.015(5) 0.6807(17) 1.0466(15) 1 1.31(11)
H9 H 4 -0.118(2) 0.7246(7) 0.2668(15) 1 1.31(11)
H111 H 4 0.008(4) 0.9769(11) 0.339(2) 1 1.31(11)
H112 H 4 0.177(3) 0.9199(15) 0.323(2) 1 1.31(11)
H113 H 4 -0.005(4) 0.9034(13) 0.2308(18) 1 1.31(11)
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
C(7) S(1) C(10) 92.5(7) no
C(1) N(1) C(7) 126.2(10) no
O(1) N(3) O(2) 122(2) no
O(1) N(3) C(6) 118.6(16) no
O(2) N(3) C(6) 119.5(14) no
N(1) C(1) C(2) 119.9(11) no
N(1) C(1) C(6) 119.9(14) no
C(2) C(1) C(6) 120.2(14) no
C(1) C(2) C(3) 119.9(15) no
C(2) C(3) C(4) 120(2) no
C(3) C(4) C(5) 119.9(19) no
C(4) C(5) C(6) 120.1(14) no
N(3) C(6) C(1) 120.1(12) no
N(3) C(6) C(5) 120.0(11) no
C(1) C(6) C(5) 119.9(16) no
S(1) C(7) N(1) 124.6(9) no
S(1) C(7) C(8) 110.7(8) no
N(1) C(7) C(8) 124.7(9) no
C(7) C(8) C(9) 113.0(8) no
C(7) C(8) C(12) 122.4(8) no
C(9) C(8) C(12) 124.6(8) no
C(8) C(9) C(10) 113.1(9) no
S(1) C(10) C(9) 110.7(9) no
S(1) C(10) C(11) 120.4(9) no
C(9) C(10) C(11) 128.9(11) no
N(2) C(12) C(8) 180.0(14) no
C(1) N(1) H(1) 119.9(14) no
C(7) N(1) H(1) 113.8(15) no
C(1) C(2) H(2) 120(2) no
C(3) C(2) H(2) 120(2) no
C(2) C(3) H(3) 120(2) no
C(4) C(3) H(3) 120(3) no
C(3) C(4) H(4) 120(3) no
C(5) C(4) H(4) 120(2) no
C(4) C(5) H(5) 120(2) no
C(6) C(5) H(5) 120(2) no
C(8) C(9) H(9) 123.5(11) no
C(10) C(9) H(9) 123.4(12) no
C(10) C(11) H(111) 110(2) no
C(10) C(11) H(112) 109.7(18) no
C(10) C(11) H(113) 109.6(18) no
H(111) C(11) H(112) 109(3) no
H(111) C(11) H(113) 110(3) no
H(112) C(11) H(113) 109(3) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S(1) C(7) 1.727(14) no
S(1) C(10) 1.727(18) no
O(1) N(3) 1.23(2) no
O(2) N(3) 1.231(18) no
N(1) C(1) 1.387(16) no
N(1) C(7) 1.385(13) no
N(2) C(12) 1.140(13) no
N(3) C(6) 1.44(3) no
C(1) C(2) 1.38(2) no
C(1) C(6) 1.385(16) no
C(2) C(3) 1.39(3) no
C(3) C(4) 1.39(3) no
C(4) C(5) 1.39(3) no
C(5) C(6) 1.39(2) no
C(7) C(8) 1.360(12) no
C(8) C(9) 1.429(13) no
C(8) C(12) 1.430(12) no
C(9) C(10) 1.359(14) no
C(10) C(11) 1.491(17) no
N(1) H(1) 1.00(2) no
C(2) H(2) 0.97(3) no
C(3) H(3) 0.97(4) no
C(4) H(4) 0.96(3) no
C(5) H(5) 0.97(2) no
C(9) H(9) 0.965(19) no
C(11) H(111) 0.96(2) no
C(11) H(112) 0.97(3) no
C(11) H(113) 0.97(3) 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
C(10) S(1) C(7) N(1) -179.9(13) no
C(10) S(1) C(7) C(8) 0.0(13) no
C(7) S(1) C(10) C(9) -0.1(14) no
C(7) S(1) C(10) C(11) -179.9(14) no
C(7) N(1) C(1) C(2) 14(3) no
C(7) N(1) C(1) C(6) -165.6(18) no
C(1) N(1) C(7) S(1) 41(2) no
C(1) N(1) C(7) C(8) -139.4(17) no
O(1) N(3) C(6) C(1) 163(3) no
O(1) N(3) C(6) C(5) -18(4) no
O(2) N(3) C(6) C(1) -16(4) no
O(2) N(3) C(6) C(5) 163(3) no
N(1) C(1) C(2) C(3) 180(3) no
C(6) C(1) C(2) C(3) -1(4) no
N(1) C(1) C(6) N(3) -1(3) no
N(1) C(1) C(6) C(5) -180(2) no
C(2) C(1) C(6) N(3) -180(2) no
C(2) C(1) C(6) C(5) 1(4) no
C(1) C(2) C(3) C(4) 0(5) no
C(2) C(3) C(4) C(5) 0(5) no
C(3) C(4) C(5) C(6) 0(5) no
