#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:59:08 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223670 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/24/7232405.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_7232405
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                   6.6082(4)
_cell_length_b                   8.3753(4)
_cell_length_c                   10.595(6)
_cell_measurement_reflns_used    380
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16.8040
_cell_measurement_theta_min      2.5270
_cell_volume                     586.4(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_pressure         2780000
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 7
_diffrn_measured_fraction_theta_full 0.381
_diffrn_measured_fraction_theta_max 0.224
_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  0.0417
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 0.381
_diffrn_reflns_Laue_measured_fraction_max 0.224
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            1201
_diffrn_reflns_point_group_measured_fraction_full 0.355
_diffrn_reflns_point_group_measured_fraction_max 0.201
_diffrn_reflns_theta_full        14.281
_diffrn_reflns_theta_max         19.573
_diffrn_reflns_theta_min         2.814
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.050
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56223
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.768
_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         0.172
_refine_diff_density_min         -0.142
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 134 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   1.130
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         536
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0519
_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)+(0.0864P)²+0.0538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1398
_refine_ls_wR_factor_ref         0.1494
_reflns_Friedel_coverage         0.545
_reflns_Friedel_fraction_full    0.314
_reflns_Friedel_fraction_max     0.168
_reflns_number_gt                457
_reflns_number_total             536
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce02154f1.cif
_cod_data_source_block           TCT_II_2_78_GPa
_cod_depositor_comments
'Adding full bibliography for 7232397--7232407.cif.'
_cod_database_code               7232405
_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 0.700
_oxdiff_exptl_absorpt_empirical_full_max 1.814
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_shelx_res_file
;

    tct_015.res created by SHELXL-2014/7

TITL tct_015 in P2(1)2(1)2(1)
REM P2(1)2(1)2(1) (#19 in standard setting)
CELL 0.41112 6.6082 8.3753 10.595 90 90 90
ZERR 4 0.0004 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

L.S. 99
PLAN  5
ACTA

OMIT 0 3 2
OMIT 2 2 0
OMIT 1 1 0

WGHT    0.086400    0.053800
FVAR      15.73831
C1    1    1.109506    0.380833    1.006978    11.00000    0.04961    0.02923 =
         0.01434   -0.00375   -0.00353    0.00189
C2    1    1.024452    0.490820    0.821568    11.00000    0.04721    0.03489 =
         0.04944   -0.00582    0.00181    0.00303
C3    1    1.301291    0.566913    0.924544    11.00000    0.05147    0.02983 =
         0.05731   -0.01076   -0.00468   -0.00009
C4    1    1.495514    0.651890    0.921828    11.00000    0.06386    0.03178 =
         0.06245   -0.00085   -0.00364   -0.00620
C5    1    1.062168    0.267866    1.106041    11.00000    0.05073    0.03539 =
         0.04031   -0.01001    0.00286   -0.00035
C6    1    0.889787    0.506204    0.717566    11.00000    0.04464    0.05058 =
         0.02752    0.01127   -0.00217    0.00441
N1    2    1.270505    0.470575    1.021698    11.00000    0.05454    0.03101 =
         0.01992   -0.00670   -0.00039   -0.00082
N2    2    0.981926    0.380352    0.906463    11.00000    0.05034    0.03929 =
         0.01456    0.00038   -0.00010   -0.00018
N3    2    1.183652    0.589526    0.821544    11.00000    0.05207    0.03845 =
         0.04987    0.00599    0.00238    0.00219
N4    2    1.655496    0.702192    0.918795    11.00000    0.06970    0.04174 =
         0.06602   -0.00477   -0.01274   -0.01229
N6    2    0.778064    0.523435    0.636405    11.00000    0.06012    0.06316 =
         0.10443    0.00397    0.01351    0.01252
N5    2    1.017882    0.175384    1.177442    11.00000    0.05856    0.03800 =
         0.05656   -0.00262    0.00550   -0.00357
HKLF 4

REM  tct_015 in P2(1)2(1)2(1)
REM R1 =  0.0519 for     457 Fo > 4sig(Fo)  and  0.0572 for all     536 data
REM    109 parameters refined using      0 restraints

END

WGHT      0.0864      0.0568

REM Highest difference peak  0.172,  deepest hole -0.142,  1-sigma level  0.039
Q1    1   1.5831  0.7835  0.8921  11.00000  0.05    0.17
Q2    1   0.9494  0.2366  1.2014  11.00000  0.05    0.15
Q3    1   0.9986  0.5142  0.8404  11.00000  0.05    0.13
Q4    1   0.7852  0.5879  0.7637  11.00000  0.05    0.12
Q5    1   1.1468  0.1772  1.0894  11.00000  0.05    0.12
;
_shelx_res_checksum              35904
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
C1 C 1.1095(9) 0.3808(5) 1.0070(17) 0.031(7) Uani 1 1 d
C2 C 1.0245(8) 0.4908(6) 0.8216(18) 0.044(8) Uani 1 1 d
C3 C 1.3013(10) 0.5669(6) 0.9245(18) 0.046(8) Uani 1 1 d
C4 C 1.4955(9) 0.6519(6) 0.9218(17) 0.053(9) Uani 1 1 d
C5 C 1.0622(8) 0.2679(7) 1.1060(18) 0.042(9) Uani 1 1 d
C6 C 0.8898(10) 0.5062(7) 0.7176(18) 0.041(8) Uani 1 1 d
N1 N 1.2705(8) 0.4706(5) 1.0217(14) 0.035(8) Uani 1 1 d
N2 N 0.9819(8) 0.3804(5) 0.9065(15) 0.035(7) Uani 1 1 d
N3 N 1.1837(8) 0.5895(5) 0.8215(16) 0.047(7) Uani 1 1 d
N4 N 1.6555(9) 0.7022(5) 0.9188(16) 0.059(9) Uani 1 1 d
N6 N 0.7781(10) 0.5234(7) 0.636(2) 0.076(10) Uani 1 1 d
N5 N 1.0179(8) 0.1754(6) 1.1774(17) 0.051(8) 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 0.050(3) 0.029(2) 0.01(2) -0.004(4) -0.004(5) 0.0019(14)
C2 0.047(3) 0.035(3) 0.05(2) -0.006(5) 0.002(5) 0.0030(16)
C3 0.051(3) 0.030(2) 0.06(3) -0.011(5) -0.005(5) -0.0001(17)
C4 0.064(3) 0.032(2) 0.06(3) -0.001(4) -0.004(7) -0.0062(17)
C5 0.051(3) 0.035(3) 0.04(3) -0.010(5) 0.003(5) -0.0003(18)
C6 0.045(3) 0.051(3) 0.03(3) 0.011(5) -0.002(5) 0.0044(19)
N1 0.055(3) 0.031(2) 0.02(3) -0.007(3) 0.000(4) -0.0008(14)
N2 0.050(3) 0.039(2) 0.01(2) 0.000(4) 0.000(4) -0.0002(15)
N3 0.052(3) 0.038(2) 0.05(2) 0.006(4) 0.002(5) 0.0022(15)
N4 0.070(3) 0.042(2) 0.07(3) -0.005(4) -0.013(6) -0.0123(19)
N6 0.060(4) 0.063(3) 0.10(3) 0.004(5) 0.014(8) 0.013(2)
N5 0.059(3) 0.038(2) 0.06(3) -0.003(5) 0.005(6) -0.0036(16)
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 126.7(12)
N1 C1 C5 117.6(12)
N2 C1 C5 115.6(7)
N2 C2 N3 126.9(13)
N2 C2 C6 117.3(6)
N3 C2 C6 115.8(12)
N1 C3 N3 128.6(6)
N1 C3 C4 116.4(11)
N3 C3 C4 114.7(12)
N4 C4 C3 172.7(6)
N5 C5 C1 175.6(13)
N6 C6 C2 177.3(12)
C1 N1 C3 112.4(12)
C2 N2 C1 113.6(6)
C2 N3 C3 111.4(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.312(8)
C1 N2 1.358(19)
C1 C5 1.45(2)
C2 N2 1.321(17)
C2 N3 1.338(7)
C2 C6 1.42(2)
C3 N1 1.32(2)
C3 N3 1.353(19)
C3 C4 1.468(8)
C4 N4 1.139(8)
C5 N5 1.122(18)
C6 N6 1.14(2)
