#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:59:08 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223670 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/23/7232399.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_7232399
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      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_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                 90.103(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.8573(4)
_cell_length_b                   8.5876(4)
_cell_length_c                   9.533(5)
_cell_measurement_reflns_used    317
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      16.2030
_cell_measurement_theta_min      3.1220
_cell_volume                     643.2(3)
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT-2015 (Sheldrick, 2015)'
_diffrn_ambient_pressure         1375000
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 7
_diffrn_measured_fraction_theta_full 0.332
_diffrn_measured_fraction_theta_max 0.196
_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  0.0362
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_Laue_measured_fraction_full 0.332
_diffrn_reflns_Laue_measured_fraction_max 0.196
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            1296
_diffrn_reflns_point_group_measured_fraction_full 0.305
_diffrn_reflns_point_group_measured_fraction_max 0.166
_diffrn_reflns_theta_full        14.281
_diffrn_reflns_theta_max         19.695
_diffrn_reflns_theta_min         3.010
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.046
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56150
_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    1.612
_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         0.093
_refine_diff_density_min         -0.111
_refine_diff_density_rms         0.025
_refine_ls_abs_structure_details
;
 Flack x determined using 285 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -3.4(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         988
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0496
_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)+0.3171P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1211
_reflns_Friedel_coverage         0.614
_reflns_Friedel_fraction_full    0.273
_reflns_Friedel_fraction_max     0.134
_reflns_number_gt                831
_reflns_number_total             988
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce02154f1.cif
_cod_data_source_block           TCT_I_1_38_GPa
_cod_depositor_comments
'Adding full bibliography for 7232397--7232407.cif.'
_cod_database_code               7232399
_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 0.793
_oxdiff_exptl_absorpt_empirical_full_max 1.419
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_operation_xyz
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_adp
C1 C 0.5143(10) 0.7791(7) 0.818(2) 0.058(11) Uani 1 1 d .
C2 C 0.4838(11) 0.9135(7) 0.622(3) 0.055(13) Uani 1 1 d .
C3 C 0.2679(9) 0.8916(7) 0.766(2) 0.061(11) Uani 1 1 d .
C4 C 0.0925(9) 0.9287(7) 0.803(2) 0.068(13) Uani 1 1 d .
C5 C 0.6239(10) 0.6846(7) 0.905(3) 0.064(12) Uani 1 1 d .
C6 C 0.5563(13) 0.9842(11) 0.498(3) 0.071(16) Uani 1 1 d .
N1 N 0.3561(8) 0.8090(5) 0.861(2) 0.050(10) Uani 1 1 d .
N2 N 0.5868(8) 0.8267(6) 0.698(2) 0.046(11) Uani 1 1 d .
N3 N 0.3211(9) 0.9469(7) 0.644(2) 0.052(10) Uani 1 1 d .
N4 N -0.0484(10) 0.9604(9) 0.813(3) 0.072(14) Uani 1 1 d .
N5 N 0.7219(9) 0.6134(7) 0.966(2) 0.057(11) Uani 1 1 d .
N6 N 0.6148(13) 1.0507(13) 0.406(4) 0.103(19) Uani 1 1 d .
C7 C 1.0914(9) 1.0720(7) 0.346(2) 0.058(13) Uani 1 1 d .
C8 C 1.1859(10) 0.8651(7) 0.236(2) 0.045(11) Uani 1 1 d .
C9 C 0.9372(10) 0.9668(7) 0.176(2) 0.062(11) Uani 1 1 d .
C10 C 0.7770(11) 0.9643(8) 0.100(2) 0.050(10) Uani 1 1 d .
C11 C 1.1046(11) 1.1868(9) 0.465(3) 0.067(15) Uani 1 1 d .
C12 C 1.3230(11) 0.7532(7) 0.217(3) 0.054(13) Uani 1 1 d .
N7 N 0.9535(8) 1.0842(6) 0.2741(19) 0.061(10) Uani 1 1 d .
N8 N 1.2144(8) 0.9668(7) 0.339(2) 0.043(10) Uani 1 1 d .
N9 N 1.0499(9) 0.8546(5) 0.1552(19) 0.052(10) Uani 1 1 d .
N10 N 0.6476(11) 0.9597(8) 0.051(2) 0.088(14) Uani 1 1 d .
N11 N 1.1007(11) 1.2757(9) 0.552(3) 0.056(9) Uani 1 1 d U
N12 N 1.4346(10) 0.6695(7) 0.205(2) 0.055(12) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0001 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 127.1(14)
N1 C1 C5 118.9(16)
N2 C1 C5 114.0(9)
N2 C2 N3 128.9(17)
N2 C2 C6 116.3(10)
N3 C2 C6 114.8(15)
N3 C3 N1 128.4(8)
N3 C3 C4 115.9(14)
N1 C3 C4 115.7(17)
N4 C4 C3 171(3)
N5 C5 C1 173.9(15)
N6 C6 C2 175(2)
C1 N1 C3 111.6(15)
C2 N2 C1 112.2(9)
C3 N3 C2 111.5(14)
N7 C7 N8 129.8(14)
N7 C7 C11 114.0(8)
N8 C7 C11 115.9(14)
N9 C8 N8 127.6(8)
N9 C8 C12 118.9(14)
N8 C8 C12 113.5(13)
N9 C9 N7 125.1(13)
N9 C9 C10 119.5(13)
N7 C9 C10 115.3(8)
N10 C10 C9 175(2)
N11 C11 C7 174.2(12)
N12 C12 C8 177.3(16)
C7 N7 C9 112.3(8)
C7 N8 C8 111.3(12)
C8 N9 C9 113.7(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.337(11)
C1 N2 1.34(3)
C1 C5 1.45(2)
C2 N2 1.32(2)
C2 N3 1.327(11)
C2 C6 1.44(3)
C3 N3 1.32(3)
C3 N1 1.35(2)
C3 C4 1.460(12)
C4 N4 1.145(9)
C5 N5 1.14(2)
C6 N6 1.15(3)
C7 N7 1.288(18)
C7 N8 1.325(9)
C7 C11 1.51(3)
C8 N9 1.318(18)
C8 N8 1.33(2)
C8 C12 1.455(11)
C9 N9 1.325(10)
C9 N7 1.378(19)
C9 C10 1.451(19)
C10 N10 1.120(16)
C11 N11 1.12(3)
C12 N12 1.140(10)
