#------------------------------------------------------------------------------
#$Date: 2019-11-22 20:52:56 +0100 (vie 22 de nov de 2019) $
#$Revision: 231383 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/65/4516572.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_4516572
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                   9.3330(19)
_cell_length_b                   5.8480(12)
_cell_length_c                   3.7735(8)
_cell_measurement_reflns_used    752
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      5.83
_cell_volume                     205.96(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         620000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.339
_diffrn_measured_fraction_theta_max 0.339
_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  0.0476
_diffrn_reflns_av_sigmaI/netI    0.0204
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            752
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         5.83
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.48
_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    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             84
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.058
_refine_diff_density_min         -0.050
_refine_diff_density_rms         0.018
_refine_ls_extinction_coef       0.12(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.204
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     20
_refine_ls_number_reflns         86
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.204
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0346
_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)+(0.0558P)²+0.0099P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0960
_reflns_number_gt                71
_reflns_number_total             86
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b01475_si_002.cif
_cod_data_source_block           phaseIII_0.62GPa
_cod_database_code               4516572
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 0.1490(4) 0.0000 0.0000 0.066(3) Uani 1 2 d S
C2 C 0.0737(4) 0.1758(9) 0.1179(7) 0.059(3) Uani 1 1 d .
H2 H 0.126(3) 0.324(9) 0.229(9) 0.093(9) 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 0.044(3) 0.070(9) 0.083(2) 0.011(2) 0.000 0.000
C2 0.059(3) 0.049(9) 0.0689(17) 0.0046(19) -0.0057(10) -0.0021(18)
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 115.8(6) 2 .
N1 C2 C2 122.1(3) . 6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.323(4) 2
N1 C2 1.323(4) .
C2 C2 1.376(7) 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
3 1 0 164.93 160.39 2.90 o
5 1 0 19.15 17.59 0.46 o
4 2 0 23.81 22.57 0.52 o
6 2 0 101.44 101.13 1.26 o
8 2 0 15.82 16.44 0.32 o
7 3 0 86.79 97.77 2.08 o
9 3 0 0.31 0.44 0.18 o
1 0 1 1082.78 1065.88 19.03 o
3 0 1 126.94 140.91 0.54 o
1 1 1 334.78 331.78 4.48 o
2 1 1 0.08 0.08 0.02 o
3 1 1 0.25 0.23 0.03 o
4 1 1 104.90 101.58 1.02 o
5 1 1 31.13 30.86 0.40 o
6 1 1 4.26 3.97 0.13 o
7 1 1 15.48 15.13 0.64 o
3 2 1 109.67 114.89 1.10 o
4 2 1 1.06 0.91 0.05 o
5 2 1 8.30 7.41 0.13 o
6 2 1 14.67 13.79 0.16 o
7 2 1 44.04 43.25 0.74 o
8 2 1 5.36 4.85 0.19 o
9 2 1 0.33 0.46 0.18 o
6 3 1 56.43 55.09 1.65 o
7 3 1 0.72 0.60 0.10 o
8 3 1 10.78 11.08 0.23 o
9 3 1 0.05 0.37 0.12 o
10 3 1 2.26 2.63 0.37 o
0 0 2 75.07 84.59 0.26 o
2 0 2 3.91 4.01 0.10 o
4 0 2 23.74 24.21 0.72 o
0 1 2 178.87 186.57 4.87 o
1 1 2 35.78 33.39 0.53 o
2 1 2 44.92 45.09 0.48 o
3 1 2 45.22 45.60 0.52 o
4 1 2 6.83 6.88 0.15 o
5 1 2 0.56 0.44 0.08 o
6 1 2 24.80 26.22 0.62 o
7 1 2 7.71 7.89 0.34 o
2 2 2 3.38 3.11 0.15 o
3 2 2 1.07 1.00 0.13 o
4 2 2 14.89 16.57 0.30 o
5 2 2 12.82 14.30 0.19 o
6 2 2 7.61 7.24 0.20 o
7 2 2 10.79 11.80 0.33 o
8 2 2 0.59 0.39 0.15 o
9 2 2 1.33 1.03 0.65 o
5 3 2 0.44 0.30 0.24 o
6 3 2 0.86 1.38 0.31 o
7 3 2 4.82 4.74 0.37 o
8 3 2 0.30 0.23 0.17 o
9 3 2 0.70 0.85 0.34 o
10 3 2 0.00 0.37 0.18 o
1 0 3 2.87 2.59 0.18 o
3 0 3 12.43 12.84 0.26 o
0 1 3 2.85 2.89 0.19 o
1 1 3 14.18 15.50 0.31 o
2 1 3 3.43 3.36 0.19 o
3 1 3 0.29 0.22 0.07 o
4 1 3 3.33 2.95 0.20 o
5 1 3 4.00 3.72 0.31 o
6 1 3 4.77 5.23 0.38 o
2 2 3 3.51 2.99 0.23 o
3 2 3 3.08 3.04 0.21 o
4 2 3 1.60 1.28 0.16 o
5 2 3 0.83 0.78 0.13 o
6 2 3 3.24 3.12 0.25 o
7 2 3 0.07 0.34 0.19 o
8 2 3 0.91 0.42 0.35 o
6 3 3 0.14 0.18 0.23 o
7 3 3 0.15 0.34 0.20 o
8 3 3 0.42 0.98 0.43 o
0 0 4 2.37 2.68 0.27 o
2 0 4 3.72 1.42 1.02 o
4 0 4 0.07 0.51 0.29 o
0 1 4 0.20 0.36 0.15 o
1 1 4 0.18 0.31 0.09 o
2 1 4 0.01 0.43 0.18 o
3 1 4 1.26 0.86 0.24 o
4 1 4 0.10 0.53 0.37 o
5 1 4 0.28 0.33 0.22 o
6 1 4 0.06 0.20 0.22 o
2 2 4 0.33 0.29 0.40 o
3 2 4 0.04 0.28 0.15 o
4 2 4 0.86 0.63 0.18 o
5 2 4 0.12 0.33 0.30 o
