#------------------------------------------------------------------------------
#$Date: 2016-02-21 11:56:54 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176809 $
#$URL: svn://www.crystallography.net/cod/cif/2/30/04/2300465.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_2300465
loop_
_publ_author_name
'Tan, Seng Lim'
'Ng, Seik Weng'
_publ_section_title
;
 Does the size of a crystal matter in an X-ray crystal structure analysis
 of a small molecule?
;
_journal_coeditor_code           kk5175
_journal_issue                   4
_journal_name_full               'Journal of Applied Crystallography'
_journal_page_first              1443
_journal_page_last               1444
_journal_paper_doi               10.1107/S1600576714011297
_journal_volume                  47
_journal_year                    2014
_chemical_formula_moiety         'C7 H8 F N3 S'
_chemical_formula_sum            'C7 H8 F N3 S'
_chemical_formula_weight         185.22
_chemical_name_systematic
; 
  3-Amino-1-(4-fluorophenyl)thiourea
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.776(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.9359(7)
_cell_length_b                   5.5005(3)
_cell_length_c                   12.4375(7)
_cell_measurement_reflns_used    2330
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.4990
_cell_measurement_theta_min      3.6310
_cell_volume                     816.17(8)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2014)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2014)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2014)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4041
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Agilent Technologies SuperNova Dual diffractometer with Atlas detector'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  Mirror
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0425
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6384
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         3.65
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.357
_exptl_absorpt_correction_T_max  0.945
_exptl_absorpt_correction_T_min  0.910
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   'CrysAlis PRO (Agilent, 2014)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.322
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         1881
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0357
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0424P)²+0.3065P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0848
_refine_ls_wR_factor_ref         0.0968
_reflns_number_gt                1475
_reflns_number_total             1881
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            kk5175sup1.cif
_cod_data_source_block           S3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Gaussian' changed to
'gaussian' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/IUCr/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 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 2300463--2300482.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2300465
_cod_database_fobs_code          2300465
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
S1 S 0.09539(4) 0.49192(9) 0.35355(4) 0.02110(16) Uani 1 1 d .
F1 F 0.46549(9) 0.75452(19) 0.01941(8) 0.0215(3) Uani 1 1 d .
C1 C 0.14601(14) 0.7341(3) 0.42378(14) 0.0135(4) Uani 1 1 d .
C2 C 0.28890(14) 0.8393(3) 0.29363(13) 0.0137(4) Uani 1 1 d .
C3 C 0.27961(15) 1.0115(3) 0.21276(15) 0.0161(4) Uani 1 1 d .
H3A H 0.2321 1.1483 0.2212 0.019 Uiso 1 1 calc R
C4 C 0.33928(15) 0.9858(3) 0.11944(14) 0.0164(4) Uani 1 1 d .
H4 H 0.3341 1.1039 0.0638 0.020 Uiso 1 1 calc R
C5 C 0.40620(14) 0.7837(3) 0.11014(14) 0.0143(4) Uani 1 1 d .
C6 C 0.41718(14) 0.6091(3) 0.18898(14) 0.0149(4) Uani 1 1 d .
H6 H 0.4642 0.4718 0.1798 0.018 Uiso 1 1 calc R
C7 C 0.35781(14) 0.6384(3) 0.28227(14) 0.0147(4) Uani 1 1 d .
H7 H 0.3643 0.5212 0.3382 0.018 Uiso 1 1 calc R
N1 N 0.14459(13) 0.9984(3) 0.57568(12) 0.0162(3) Uani 1 1 d D
N2 N 0.09988(12) 0.7999(3) 0.51589(12) 0.0161(3) Uani 1 1 d D
N3 N 0.23006(12) 0.8745(3) 0.39019(12) 0.0152(3) Uani 1 1 d D
H11 H 0.0911(14) 1.109(3) 0.5819(17) 0.028(6) Uiso 1 1 d D
H12 H 0.1632(17) 0.948(3) 0.6407(10) 0.020(5) Uiso 1 1 d D
H2 H 0.0505(15) 0.707(3) 0.5464(16) 0.027(6) Uiso 1 1 d D
H3 H 0.2433(17) 1.007(3) 0.4270(15) 0.022(6) Uiso 1 1 d D
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
17 -1 -2 0.1273 17.0151 -0.9733 -2.0957 0.8189 -0.3256 0.5202
0 -1 -17 0.0860 0.0227 -0.9851 -17.0183 0.3450 -0.5825 -0.7070
-16 -1 4 0.1223 -16.0236 -1.0321 4.1047 -0.9205 0.1510 -0.3129
-15 0 -8 0.1178 -15.0013 -0.0158 -7.9242 -0.5403 -0.0813 -0.8519
-14 -4 4 0.1584 -14.0313 -4.0364 4.1111 -0.9788 -0.1991 -0.1176
12 5 0 0.1723 12.0266 5.0316 -0.0998 0.8402 0.4394 0.1846
-1 -8 2 0.1658 -1.0292 -8.0236 2.0567 -0.5089 -0.8184 0.3983
10 0 14 0.1374 9.9876 0.0017 13.9619 0.1579 0.2949 0.9502
-13 5 0 0.1780 -12.9959 4.9917 0.0455 -0.3715 0.6742 -0.6471
1 2 -17 0.1124 1.0331 2.0240 -17.0421 0.5486 -0.2607 -0.8024
0 -2 17 0.1246 -0.0322 -2.0224 17.0363 -0.5002 0.2513 0.8357
1 8 -1 0.1333 1.0277 8.0226 -1.0553 0.4856 0.8461 -0.3542
0 1 17 0.0836 -0.0227 0.9851 17.0183 -0.3450 0.5825 0.7070
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N2 C1 N3 116.29(15)
N2 C1 S1 120.33(13)
N3 C1 S1 123.35(13)
C3 C2 C7 120.39(16)
C3 C2 N3 119.31(16)
C7 C2 N3 120.26(16)
C2 C3 C4 120.42(16)
C2 C3 H3A 119.8
C4 C3 H3A 119.8
C5 C4 C3 117.86(17)
C5 C4 H4 121.1
C3 C4 H4 121.1
F1 C5 C4 118.93(16)
F1 C5 C6 117.91(15)
C4 C5 C6 123.15(16)
C5 C6 C7 118.35(16)
C5 C6 H6 120.8
C7 C6 H6 120.8
C2 C7 C6 119.82(16)
C2 C7 H7 120.1
C6 C7 H7 120.1
N2 N1 H11 108.3(15)
N2 N1 H12 108.6(14)
H11 N1 H12 107.5(19)
C1 N2 N1 120.01(14)
C1 N2 H2 121.0(14)
N1 N2 H2 118.0(14)
C1 N3 C2 125.26(15)
C1 N3 H3 116.2(14)
C2 N3 H3 118.1(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.6942(18)
F1 C5 1.3600(19)
C1 N2 1.336(2)
C1 N3 1.343(2)
C2 C3 1.384(2)
C2 C7 1.387(2)
C2 N3 1.423(2)
C3 C4 1.388(3)
C3 H3A 0.9500
C4 C5 1.376(2)
C4 H4 0.9500
C5 C6 1.376(2)
C6 C7 1.388(2)
C6 H6 0.9500
C7 H7 0.9500
N1 N2 1.416(2)
N1 H11 0.885(9)
N1 H12 0.879(9)
N2 H2 0.874(9)
N3 H3 0.870(9)
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
C7 C2 C3 C4 -0.1(3)
N3 C2 C3 C4 177.69(16)
C2 C3 C4 C5 0.7(3)
C3 C4 C5 F1 180.00(15)
C3 C4 C5 C6 -0.6(3)
F1 C5 C6 C7 179.43(15)
C4 C5 C6 C7 0.0(3)
C3 C2 C7 C6 -0.4(3)
N3 C2 C7 C6 -178.26(15)
C5 C6 C7 C2 0.5(3)
N3 C1 N2 N1 -3.9(2)
S1 C1 N2 N1 178.26(12)
N2 C1 N3 C2 -178.75(16)
S1 C1 N3 C2 -1.0(2)
C3 C2 N3 C1 114.3(2)
C7 C2 N3 C1 -67.8(2)
