#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:59:08 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223670 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/24/7232403.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_7232403
loop_
_publ_author_name
'Fanetti, Samuele'
'Nobrega, Marcelo M.'
'Dziubek, Kamil'
'Citroni, Margherita'
'Sella, Andrea'
'McMillan, Paul F.'
'Hanfland, Michael'
'Bini, Roberto'
_publ_section_title
;
 Structure and reactivity of 2,4,6-tricyano-1,3,5-triazine under
 high-pressure conditions
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              4493
_journal_paper_doi               10.1039/C8CE02154F
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C6 N6'
_chemical_formula_sum            'C6 N6'
_chemical_formula_weight         156.12
_chemical_melting_point          393.15
_chemical_name_common            2,4,6-tricyano-1,3,5-triazine
_chemical_name_systematic        1,3,5-triazine-2,4,6-tricarbonitrile
_chemical_properties_physical    Moisture-sensitive
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_creation_method           'SHELXL-2016/6 (Sheldrick, 2016)'
_audit_update_record
;
2019-02-08 deposited with the CCDC.    2019-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.6822(5)
_cell_length_b                   8.4144(4)
_cell_length_c                   10.572(6)
_cell_measurement_reflns_used    311
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16.6560
_cell_measurement_theta_min      2.2510
_cell_volume                     594.4(3)
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2018)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2018)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT-2015 (Sheldrick, 2015)'
_diffrn_ambient_pressure         2510000
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 7
_diffrn_measured_fraction_theta_full 0.378
_diffrn_measured_fraction_theta_max 0.235
_diffrn_measurement_device_type  'ID15B beamline, ESRF'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.41112
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_Laue_measured_fraction_full 0.378
_diffrn_reflns_Laue_measured_fraction_max 0.235
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            1072
_diffrn_reflns_point_group_measured_fraction_full 0.350
_diffrn_reflns_point_group_measured_fraction_max 0.206
_diffrn_reflns_theta_full        14.281
_diffrn_reflns_theta_max         18.991
_diffrn_reflns_theta_min         2.251
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.050
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.00999
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.744
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_size_max          0.015
_exptl_crystal_size_mid          0.015
_exptl_crystal_size_min          0.015
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.141
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 72 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -10.0(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         507
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.175
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0670
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1284P)²+0.0045P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1892
_refine_ls_wR_factor_ref         0.2263
_reflns_Friedel_coverage         0.509
_reflns_Friedel_fraction_full    0.308
_reflns_Friedel_fraction_max     0.166
_reflns_number_gt                310
_reflns_number_total             507
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce02154f1.cif
_cod_data_source_block           TCT_II_2_51_GPa
_cod_depositor_comments
'Adding full bibliography for 7232397--7232407.cif.'
_cod_database_code               7232403
_shelx_shelxl_version_number     2016/6
_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.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.370
_oxdiff_exptl_absorpt_empirical_full_max 29.633
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_shelx_res_file
;

    tct_014.res created by SHELXL-2014/7

TITL tct_014 in P2(1)2(1)2(1)
CELL 0.41112 6.6822 8.4144 10.572 90 90 90
ZERR 4 0.0005 0.0004 0.006 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C N
DISP C -0.0001 0.0005 1.07
DISP N 0.0004 0.001 2.23
UNIT 24 24
FLAT C1 C2 C3 C4 C5 C6 N1 N2 N3 N4 N5 N6
ISOR 0.02 0.02 C6

L.S. 99
PLAN  5
ACTA

WGHT    0.128400    0.004500
FVAR       6.75538
C1    1    1.108543    0.380431    1.007202    11.00000    0.06365    0.04186 =
         0.07394   -0.01003    0.02660    0.00231
C2    1    1.025041    0.494116    0.827946    11.00000    0.07807    0.04944 =
         0.04042    0.00078    0.02635    0.00743
C3    1    1.305796    0.561545    0.916727    11.00000    0.04415    0.05564 =
         0.01741   -0.01985    0.00128    0.00033
C4    1    1.492490    0.647692    0.926520    11.00000    0.07252    0.04504 =
         0.14989   -0.00874   -0.00167   -0.01023
C5    1    1.063490    0.268312    1.110671    11.00000    0.07072    0.05471 =
         0.05583   -0.02399    0.00307    0.00285
C6    1    0.887165    0.512547    0.720372    11.00000    0.07296    0.05731 =
         0.04335   -0.00260   -0.00108    0.00029
N1    2    1.270120    0.466635    1.019830    11.00000    0.07484    0.04146 =
         0.13202    0.02342   -0.00326   -0.00571
N2    2    0.978720    0.382961    0.912371    11.00000    0.06148    0.05183 =
         0.10816    0.00662    0.00166    0.00288
N3    2    1.185313    0.588230    0.824316    11.00000    0.06110    0.04303 =
         0.11290   -0.00641    0.00494   -0.00249
N4    2    1.645432    0.701835    0.922285    11.00000    0.09749    0.05642 =
         0.05501   -0.00056   -0.00695   -0.00819
N6    2    0.778156    0.529234    0.639569    11.00000    0.07092    0.08386 =
         0.16746    0.01192    0.00043    0.00481
N5    2    1.018021    0.175456    1.184862    11.00000    0.08725    0.05228 =
         0.07261    0.00156   -0.00905   -0.00775
HKLF 4

REM  tct_014 in P2(1)2(1)2(1)
REM R1 =  0.0670 for     310 Fo > 4sig(Fo)  and  0.0998 for all     507 data
REM    109 parameters refined using     15 restraints

END

WGHT      0.1284      0.0045

REM Highest difference peak  0.141,  deepest hole -0.141,  1-sigma level  0.037
Q1    1   1.3509  0.3640  0.9268  11.00000  0.05    0.14
Q2    1   1.6759  0.6955  0.8562  11.00000  0.05    0.14
Q3    1   0.8676  0.0950  1.1951  11.00000  0.05    0.12
Q4    1   0.5429  0.4172  0.6225  11.00000  0.05    0.12
Q5    1   0.7311  0.1949  1.2239  11.00000  0.05    0.11
;
_shelx_res_checksum              16010
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_adp
C1 C 1.1085(18) 0.3804(10) 1.007(2) 0.060(16) Uani 1 1 d .
C2 C 1.0250(18) 0.4941(11) 0.828(2) 0.056(18) Uani 1 1 d .
C3 C 1.3058(13) 0.5615(11) 0.917(2) 0.039(12) Uani 1 1 d .
C4 C 1.4925(16) 0.6477(11) 0.927(3) 0.09(2) Uani 1 1 d .
C5 C 1.0635(16) 0.2683(14) 1.111(4) 0.060(18) Uani 1 1 d .
C6 C 0.887(2) 0.5125(13) 0.720(3) 0.058(10) Uani 1 1 d U
N1 N 1.2701(15) 0.4666(10) 1.020(3) 0.083(17) Uani 1 1 d .
N2 N 0.9787(13) 0.3830(10) 0.912(3) 0.074(17) Uani 1 1 d .
N3 N 1.1853(12) 0.5882(8) 0.824(3) 0.072(14) Uani 1 1 d .
N4 N 1.6454(18) 0.7018(9) 0.922(3) 0.070(18) Uani 1 1 d .
N6 N 0.778(2) 0.5292(13) 0.640(4) 0.107(19) Uani 1 1 d .
N5 N 1.0180(14) 0.1755(11) 1.185(3) 0.071(19) 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
C1 0.064(5) 0.042(4) 0.07(5) -0.010(9) 0.027(11) 0.002(3)
C2 0.078(7) 0.049(6) 0.04(6) 0.001(11) 0.026(13) 0.007(4)
C3 0.044(5) 0.056(5) 0.02(4) -0.020(8) 0.001(8) 0.000(3)
C4 0.073(6) 0.045(5) 0.15(6) -0.009(9) -0.002(15) -0.010(4)
C5 0.071(6) 0.055(6) 0.06(6) -0.024(11) 0.003(11) 0.003(4)
C6 0.073(8) 0.057(6) 0.04(3) -0.003(10) -0.001(12) 0.000(4)
N1 0.075(5) 0.041(4) 0.13(5) 0.023(8) -0.003(11) -0.006(3)
N2 0.061(5) 0.052(5) 0.11(5) 0.007(9) 0.002(11) 0.003(3)
N3 0.061(6) 0.043(4) 0.11(5) -0.006(8) 0.005(10) -0.002(3)
N4 0.097(7) 0.056(5) 0.06(6) -0.001(8) -0.007(13) -0.008(4)
N6 0.071(7) 0.084(7) 0.17(6) 0.012(12) 0.000(15) 0.005(5)
N5 0.087(7) 0.052(5) 0.07(6) 0.002(10) -0.009(13) -0.008(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 0.0005 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0004 0.0010 '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
N1 C1 N2 127.5(19)
N1 C1 C5 117(2)
N2 C1 C5 115.9(13)
N2 C2 N3 129(2)
N2 C2 C6 116.6(12)
N3 C2 C6 114.7(18)
N3 C3 N1 126.6(10)
N3 C3 C4 120.5(17)
N1 C3 C4 112.6(18)
N4 C4 C3 171(2)
N5 C5 C1 175(2)
N6 C6 C2 178(2)
C1 N1 C3 113(2)
C1 N2 C2 111.5(11)
C3 N3 C2 112.2(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.308(16)
C1 N2 1.33(3)
C1 C5 1.48(4)
C2 N2 1.33(3)
C2 N3 1.333(14)
C2 C6 1.47(4)
C3 N3 1.29(3)
C3 N1 1.37(3)
C3 C4 1.447(12)
C4 N4 1.120(14)
C5 N5 1.15(3)
C6 N6 1.13(4)
