#------------------------------------------------------------------------------
#$Date: 2019-11-22 20:52:56 +0100 (vie 22 de nov de 2019) $
#$Revision: 231383 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/65/4516574.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_4516574
loop_
_publ_author_name
'Patyk, Ewa'
'Podsiadło, Marcin'
'Katrusiak, Andrzej'
_publ_section_title
;
 Discrete CH···N Bonded Patterns Modified by
 Temperature and Pressure in Four Pyrazine Polymorphs
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5670
_journal_paper_doi               10.1021/acs.cgd.5b01475
_journal_volume                  15
_journal_year                    2015
_chemical_formula_moiety         'C4 H4 N2'
_chemical_formula_sum            'C4 H4 N2'
_chemical_formula_weight         80.09
_chemical_melting_point          325
_chemical_name_common            pyrazine
_chemical_name_systematic
; 
pyrazine phase III
;
_space_group_IT_number           58
_space_group_name_Hall           '-P 2n 2'
_space_group_name_H-M_alt        'P m n n'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2'
_symmetry_space_group_name_H-M   'P m n n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.3010(19)
_cell_length_b                   5.7350(11)
_cell_length_c                   3.7120(7)
_cell_measurement_reflns_used    634
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      4.17
_cell_volume                     198.00(7)
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_data_reduction
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         860000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.309
_diffrn_measured_fraction_theta_max 0.309
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1032
_diffrn_reflns_av_sigmaI/netI    0.0365
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       1
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_number            634
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         4.17
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_correction_T_min  0.56
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             84
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.120
_refine_diff_density_min         -0.125
_refine_diff_density_rms         0.030
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.332
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     19
_refine_ls_number_reflns         81
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.332
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0619
_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)+(0.0000P)²+0.1396P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0847
_refine_ls_wR_factor_ref         0.0883
_reflns_number_gt                68
_reflns_number_total             81
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b01475_si_002.cif
_cod_data_source_block           phaseIII_0.86GPa
_cod_database_code               4516574
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x, -y, -z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'-x, y, z'
'x-1/2, y-1/2, -z-1/2'
'x-1/2, -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
N1 N 0.1506(5) 0.0000 0.0000 0.062(4) Uani 1 2 d S
C2 C 0.0729(3) 0.1784(7) 0.108(3) 0.072(5) Uani 1 1 d .
H2 H 0.156(3) 0.299(7) 0.202(17) 0.070(11) Uiso 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
N1 0.063(3) 0.068(3) 0.054(14) 0.009(5) 0.000 0.000
C2 0.061(3) 0.063(3) 0.092(18) 0.009(4) -0.003(3) 0.0004(19)
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'
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
C2 N1 C2 113.4(5) 2 .
N1 C2 C2 123.3(2) . 6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.315(6) 2
N1 C2 1.315(6) .
C2 C2 1.357(6) 6
loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
2 0 0 177.82 172.83 2.07 o
4 0 0 356.92 351.64 5.03 o
1 1 0 760.14 770.07 3.05 o
3 1 0 147.45 146.71 11.54 o
5 1 0 16.31 14.16 2.29 o
0 2 0 11.64 13.55 1.21 o
2 2 0 145.15 149.64 1.35 o
4 2 0 15.79 14.53 0.35 o
6 2 0 76.25 75.99 2.08 o
1 3 0 48.13 39.22 3.73 o
3 3 0 117.51 118.90 1.06 o
5 3 0 30.39 29.23 0.81 o
0 4 0 15.56 17.16 3.76 o
2 4 0 8.76 8.28 0.51 o
4 4 0 8.24 7.31 0.99 o
6 4 0 9.65 11.15 0.56 o
1 5 0 30.31 29.97 0.96 o
3 5 0 2.24 1.26 0.29 o
5 5 0 3.57 6.16 0.70 o
2 6 0 1.48 0.89 0.34 o
4 6 0 2.75 1.93 0.67 o
6 6 0 0.64 0.54 0.46 o
5 7 0 0.00 0.39 0.64 o
3 0 1 133.77 127.06 5.89 o
5 0 1 38.03 38.48 3.68 o
7 0 1 1.13 0.50 0.14 o
9 0 1 9.09 7.18 0.96 o
3 1 1 0.40 0.29 0.09 o
4 1 1 87.43 89.62 9.68 o
5 1 1 15.65 21.14 2.88 o
6 1 1 3.19 2.39 0.29 o
7 1 1 10.46 14.95 1.39 o
8 1 1 0.40 0.49 0.12 o
9 1 1 1.87 0.77 0.19 o
10 1 1 2.53 3.81 0.56 o
2 2 1 29.52 31.46 4.14 o
3 2 1 101.75 103.34 0.51 o
4 2 1 0.96 0.61 0.12 o
5 2 1 8.98 5.77 0.76 o
6 2 1 11.29 11.31 1.32 o
7 2 1 33.06 31.30 0.44 o
8 2 1 3.08 4.03 0.55 o
9 2 1 0.09 0.39 0.41 o
10 2 1 0.04 0.52 0.28 o
0 3 1 0.78 0.54 0.20 o
1 3 1 4.83 2.89 0.60 o
2 3 1 60.12 61.24 0.93 o
3 3 1 0.00 0.31 0.10 o
4 3 1 7.52 3.62 0.78 o
5 3 1 0.54 0.78 0.28 o
6 3 1 46.31 49.96 0.54 o
7 3 1 0.58 0.80 0.19 o
8 3 1 7.58 9.66 0.49 o
9 3 1 0.06 0.36 0.22 o
10 3 1 0.77 1.18 0.46 o
0 4 1 14.77 14.10 0.58 o
1 4 1 1.93 1.71 0.24 o
2 4 1 9.57 7.99 0.94 o
3 4 1 17.36 19.96 0.51 o
4 4 1 0.16 0.30 0.15 o
5 4 1 0.53 0.48 0.18 o
6 4 1 6.56 5.30 0.57 o
7 4 1 5.58 7.35 2.55 o
8 4 1 1.90 5.54 1.37 o
9 4 1 0.15 0.63 0.48 o
10 4 1 0.00 0.31 0.45 o
0 5 1 30.63 32.67 0.83 o
1 5 1 1.79 1.31 0.20 o
2 5 1 0.60 0.74 0.21 o
3 5 1 0.25 0.57 0.23 o
4 5 1 4.78 2.78 1.06 o
5 5 1 0.48 0.54 0.20 o
6 5 1 0.07 0.35 0.35 o
0 6 1 1.05 0.62 0.30 o
1 6 1 7.78 10.56 2.37 o
2 6 1 0.31 0.63 0.25 o
3 6 1 0.87 0.48 0.27 o
4 6 1 0.06 0.43 0.21 o
0 7 1 0.96 0.97 0.51 o
1 7 1 1.00 0.87 0.55 o
2 7 1 0.03 0.45 0.28 o
