#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:27:38 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179845 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/41/7014176.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_7014176
loop_
_publ_author_name
'Kingston, Melanie'
'Chen, Shan-Jia'
'Lork, Enno'
'Mews, Rüdiger'
_publ_section_title
;
 Anionic triazine systems.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1400
_journal_page_last               1404
_journal_paper_doi               10.1039/b402527j
_journal_year                    2004
_chemical_formula_moiety         'C6 H18 N3 S, C6 F10 N3'
_chemical_formula_sum            'C12 H18 F10 N6 S'
_chemical_formula_weight         468.38
_chemical_name_systematic
;
?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 95.110(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.1180(10)
_cell_length_b                   11.388(2)
_cell_length_c                   9.2320(10)
_cell_measurement_reflns_used    45
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      18.185
_cell_measurement_theta_min      3.579
_cell_volume                     954.8(2)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_molecular_graphics    Diamond
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_sigmaI/netI    0.0456
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5179
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.85
_diffrn_standards_decay_%        'random variation +/-2.0'
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.275
_exptl_absorpt_correction_T_max  0.9220
_exptl_absorpt_correction_T_min  0.8523
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.629
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.788
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       0.003(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2284
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.1109
_refine_ls_R_factor_gt           0.0813
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1444P)²+0.8904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2249
_refine_ls_wR_factor_ref         0.2504
_reflns_number_gt                1578
_reflns_number_total             2284
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            b402527j.txt
_cod_data_source_block           mk14
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7014176
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.1971(3) 0.1333(2) 0.1958(3) 0.0561(7) Uani 1 1 d . . .
N3 N -0.1711(5) 0.2500 0.1916(5) 0.0418(11) Uani 1 2 d S . .
N1 N 0.0314(5) 0.2500 0.3910(5) 0.0386(10) Uani 1 2 d S . .
F2 F -0.0020(3) 0.0440(2) 0.2321(4) 0.0743(10) Uani 1 1 d . . .
F3 F 0.0183(3) 0.1313(3) 0.0290(3) 0.0726(9) Uani 1 1 d . . .
C4 C -0.2530(6) 0.2500 0.2951(6) 0.0358(11) Uani 1 2 d S . .
C1 C -0.0143(5) 0.2500 0.2372(5) 0.0320(10) Uani 1 2 d S . .
C3 C -0.0753(7) 0.2500 0.4693(6) 0.0420(12) Uani 1 2 d S . .
N2 N -0.2209(5) 0.2500 0.4396(5) 0.0475(12) Uani 1 2 d S . .
F4 F -0.0340(5) 0.2500 0.6153(4) 0.0696(12) Uani 1 2 d S . .
C5 C -0.4113(6) 0.2500 0.2546(7) 0.0444(13) Uani 1 2 d S . .
C2 C 0.0505(5) 0.1393(3) 0.1723(5) 0.0441(9) Uani 1 1 d . . .
F5 F -0.4872(5) 0.1623(5) 0.3008(7) 0.137(2) Uani 1 1 d . . .
F6 F -0.4527(6) 0.2500 0.1100(7) 0.193(5) Uani 1 2 d S . .
S1 S 0.46098(16) 0.2500 0.65608(15) 0.0388(4) Uani 1 2 d S . .
N4 N 0.5824(5) 0.2500 0.8031(5) 0.0387(10) Uani 1 2 d S . .
N5 N 0.3745(4) 0.1293(3) 0.6864(4) 0.0508(9) Uani 1 1 d . . .
C6 C 0.6754(5) 0.1432(4) 0.8130(5) 0.0522(11) Uani 1 1 d . . .
H6A H 0.7372 0.1415 0.7315 0.074(6) Uiso 1 1 calc R . .
H6B H 0.6124 0.0733 0.8094 0.074(6) Uiso 1 1 calc R . .
H6C H 0.7383 0.1440 0.9049 0.074(6) Uiso 1 1 calc R . .
C7 C 0.3008(6) 0.0716(4) 0.5588(6) 0.0636(14) Uani 1 1 d . . .
H7A H 0.3072 -0.0137 0.5713 0.074(6) Uiso 1 1 calc R . .
H7B H 0.3486 0.0945 0.4721 0.074(6) Uiso 1 1 calc R . .
H7C H 0.1971 0.0954 0.5473 0.074(6) Uiso 1 1 calc R . .
C8 C 0.3109(6) 0.1040(5) 0.8221(6) 0.0704(15) Uani 1 1 d . . .
H8A H 0.2098 0.1339 0.8168 0.074(6) Uiso 1 1 calc R . .
H8B H 0.3698 0.1421 0.9028 0.074(6) Uiso 1 1 calc R . .
H8C H 0.3103 0.0189 0.8381 0.074(6) Uiso 1 1 calc R . .
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_
_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 N3 C1 114.4(4) . . ?
C3 N1 C1 113.2(4) . . ?
N3 C4 N2 131.4(5) . . ?
N3 C4 C5 116.4(5) . . ?
N2 C4 C5 112.3(5) . . ?
N1 C1 N3 118.3(4) . . ?
N1 C1 C2 107.2(3) . 4_565 ?
N3 C1 C2 106.8(3) . 4_565 ?
N1 C1 C2 107.2(3) . . ?
N3 C1 C2 106.8(3) . . ?
C2 C1 C2 110.3(4) 4_565 . ?
N1 C3 N2 133.4(5) . . ?
N1 C3 F4 114.0(5) . . ?
N2 C3 F4 112.6(5) . . ?
C3 N2 C4 109.3(5) . . ?
F5 C5 F5 99.5(6) . 4_565 ?
F5 C5 F6 102.2(5) . . ?
F5 C5 F6 102.2(5) 4_565 . ?
F5 C5 C4 117.2(4) . . ?
F5 C5 C4 117.2(4) 4_565 . ?
F6 C5 C4 115.8(5) . . ?
F2 C2 F3 107.6(3) . . ?
F2 C2 F1 106.4(3) . . ?
F3 C2 F1 106.6(4) . . ?
F2 C2 C1 110.1(3) . . ?
F3 C2 C1 112.6(3) . . ?
F1 C2 C1 113.1(3) . . ?
N5 S1 N5 115.9(3) . 4_565 ?
N5 S1 N4 99.02(16) . . ?
N5 S1 N4 99.02(16) 4_565 . ?
C6 N4 C6 110.4(5) 4_565 . ?
C6 N4 S1 112.6(3) 4_565 . ?
C6 N4 S1 112.6(3) . . ?
C8 N5 C7 114.5(4) . . ?
C8 N5 S1 123.7(3) . . ?
C7 N5 S1 116.0(3) . . ?
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
F1 C2 1.337(5) . ?
N3 C4 1.264(7) . ?
N3 C1 1.454(6) . ?
N1 C3 1.263(7) . ?
N1 C1 1.444(6) . ?
F2 C2 1.325(5) . ?
F3 C2 1.332(5) . ?
C4 N2 1.340(7) . ?
C4 C5 1.458(8) . ?
C1 C2 1.536(5) 4_565 ?
C1 C2 1.536(5) . ?
C3 N2 1.332(8) . ?
C3 F4 1.366(6) . ?
C5 F5 1.308(6) . ?
C5 F5 1.308(6) 4_565 ?
C5 F6 1.355(9) . ?
S1 N5 1.621(4) . ?
S1 N5 1.621(4) 4_565 ?
S1 N4 1.674(4) . ?
N4 C6 1.481(5) 4_565 ?
N4 C6 1.481(5) . ?
N5 C8 1.455(7) . ?
N5 C7 1.460(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
C1 N3 C4 N2 0.0 . . . . ?
C1 N3 C4 C5 180.0 . . . . ?
C3 N1 C1 N3 0.0 . . . . ?
C3 N1 C1 C2 120.8(3) . . . 4_565 ?
C3 N1 C1 C2 -120.8(3) . . . . ?
C4 N3 C1 N1 0.0 . . . . ?
C4 N3 C1 C2 -121.0(3) . . . 4_565 ?
C4 N3 C1 C2 121.0(3) . . . . ?
C1 N1 C3 N2 0.000(1) . . . . ?
C1 N1 C3 F4 180.0 . . . . ?
N1 C3 N2 C4 0.000(1) . . . . ?
F4 C3 N2 C4 180.0 . . . . ?
N3 C4 N2 C3 0.0 . . . . ?
C5 C4 N2 C3 180.0 . . . . ?
N3 C4 C5 F5 120.9(5) . . . . ?
N2 C4 C5 F5 -59.1(5) . . . . ?
N3 C4 C5 F5 -120.9(5) . . . 4_565 ?
N2 C4 C5 F5 59.1(5) . . . 4_565 ?
N3 C4 C5 F6 0.0 . . . . ?
N2 C4 C5 F6 180.0 . . . . ?
N1 C1 C2 F2 61.5(4) . . . . ?
N3 C1 C2 F2 -66.3(4) . . . . ?
C2 C1 C2 F2 177.9(2) 4_565 . . . ?
N1 C1 C2 F3 -178.4(4) . . . . ?
N3 C1 C2 F3 53.7(5) . . . . ?
C2 C1 C2 F3 -62.0(5) 4_565 . . . ?
N1 C1 C2 F1 -57.4(5) . . . . ?
N3 C1 C2 F1 174.7(4) . . . . ?
C2 C1 C2 F1 59.0(5) 4_565 . . . ?
N5 S1 N4 C6 -176.3(3) . . . 4_565 ?
N5 S1 N4 C6 -58.1(4) 4_565 . . 4_565 ?
N5 S1 N4 C6 58.1(4) . . . . ?
N5 S1 N4 C6 176.3(3) 4_565 . . . ?
N5 S1 N5 C8 -52.1(5) 4_565 . . . ?
N4 S1 N5 C8 52.6(4) . . . . ?
N5 S1 N5 C7 99.5(4) 4_565 . . . ?
N4 S1 N5 C7 -155.8(4) . . . . ?
