#------------------------------------------------------------------------------
#$Date: 2019-11-22 20:52:56 +0100 (vie 22 de nov de 2019) $
#$Revision: 231383 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/65/4516573.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_4516573
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                   9.312(13)
_cell_length_b                   5.835(9)
_cell_length_c                   3.743(6)
_cell_measurement_reflns_used    723
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      4.12
_cell_volume                     203.4(5)
_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         690000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.491
_diffrn_measured_fraction_theta_max 0.491
_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  0.0688
_diffrn_reflns_av_sigmaI/netI    0.0274
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       3
_diffrn_reflns_limit_l_min       -3
_diffrn_reflns_number            723
_diffrn_reflns_theta_full        26.05
_diffrn_reflns_theta_max         26.05
_diffrn_reflns_theta_min         4.12
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.92
_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    1.308
_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         0.107
_refine_diff_density_min         -0.088
_refine_diff_density_rms         0.026
_refine_ls_extinction_coef       0.10(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.342
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     20
_refine_ls_number_reflns         107
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.342
_refine_ls_R_factor_all          0.1027
_refine_ls_R_factor_gt           0.0790
_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+0.1174P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0818
_refine_ls_wR_factor_ref         0.0888
_reflns_number_gt                78
_reflns_number_total             107
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b01475_si_002.cif
_cod_data_source_block           phaseIII_0.69GPa
_cod_database_code               4516573
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 0.1511(6) 0.0000 0.0000 0.089(3) Uani 1 2 d S
C2 C 0.0806(7) 0.1678(14) 0.0974(18) 0.108(3) Uani 1 1 d .
H2 H 0.149(6) 0.316(14) 0.182(16) 0.17(3) 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 0.081(5) 0.098(6) 0.087(6) 0.013(4) 0.000 0.000
C2 0.109(5) 0.119(7) 0.096(8) 0.013(4) 0.007(3) 0.000(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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 115.7(11) 2 .
N1 C2 C2 122.2(5) . 6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.234(7) 2
N1 C2 1.234(7) .
C2 C2 1.501(13) 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 0 104.73 104.96 0.43 o
1 1 0 781.32 783.82 6.96 o
3 1 0 170.76 174.14 3.14 o
5 1 0 16.13 17.53 2.26 o
2 2 0 82.12 81.27 1.78 o
4 2 0 12.16 11.86 0.22 o
6 2 0 37.29 34.49 0.51 o
8 2 0 1.44 0.16 0.65 o
3 3 0 53.03 52.74 0.78 o
5 3 0 16.39 16.51 0.53 o
7 3 0 16.59 13.68 0.61 o
9 3 0 0.23 0.29 0.24 o
6 4 0 5.33 8.59 4.65 o
8 4 0 0.24 0.37 0.11 o
3 0 1 156.82 153.76 1.97 o
5 0 1 35.58 38.53 0.48 o
7 0 1 0.03 0.28 0.09 o
0 1 1 796.67 795.34 3.22 o
1 1 1 179.19 173.84 0.56 o
2 1 1 0.10 0.09 0.02 o
3 1 1 2.75 2.72 0.06 o
4 1 1 82.34 79.25 0.51 o
5 1 1 13.62 14.82 0.49 o
6 1 1 2.09 2.55 0.45 o
7 1 1 2.27 1.27 0.21 o
8 1 1 0.01 0.25 0.13 o
9 1 1 0.01 0.98 0.25 o
0 2 1 56.52 49.97 10.08 o
1 2 1 0.33 0.43 0.07 o
2 2 1 13.65 14.66 0.46 o
3 2 1 66.61 67.86 0.69 o
4 2 1 3.47 3.31 0.07 o
5 2 1 4.74 6.66 1.67 o
6 2 1 4.13 4.50 0.41 o
7 2 1 11.68 13.38 0.48 o
8 2 1 0.22 3.58 1.22 o
9 2 1 0.42 0.48 0.17 o
10 2 1 0.01 0.62 0.40 o
0 3 1 0.28 0.23 0.11 o
1 3 1 0.17 0.52 0.07 o
2 3 1 32.79 38.01 0.43 o
3 3 1 0.06 0.13 0.04 o
4 3 1 2.57 4.46 0.85 o
5 3 1 0.05 0.15 0.18 o
6 3 1 19.01 21.96 0.53 o
8 3 1 1.00 0.13 1.25 o
9 3 1 0.00 0.10 0.18 o
10 3 1 0.46 0.73 0.61 o
1 4 1 0.10 0.12 0.12 o
2 4 1 1.79 5.40 1.68 o
3 4 1 8.21 10.18 2.44 o
4 4 1 0.24 0.27 0.06 o
5 4 1 0.73 0.34 0.09 o
6 4 1 1.05 1.61 0.55 o
7 4 1 2.16 1.80 0.92 o
4 5 1 1.44 0.61 0.41 o
5 5 1 0.18 0.20 0.09 o
6 5 1 0.12 0.24 0.08 o
7 5 1 0.08 0.20 0.11 o
6 0 2 1.33 6.69 2.37 o
8 0 2 0.02 0.43 0.12 o
10 0 2 0.44 0.81 0.27 o
3 1 2 30.10 33.48 0.54 o
4 1 2 7.70 6.03 2.48 o
5 1 2 0.33 0.26 0.11 o
6 1 2 6.72 6.89 0.69 o
7 1 2 1.79 1.03 0.24 o
8 1 2 0.49 0.53 0.18 o
9 1 2 0.46 0.54 0.26 o
10 1 2 0.02 0.68 0.35 o
1 2 2 32.91 33.39 0.76 o
2 2 2 4.98 2.22 0.73 o
3 2 2 0.01 0.32 0.15 o
4 2 2 8.44 7.26 0.42 o
5 2 2 5.79 6.53 0.32 o
6 2 2 4.22 5.05 0.48 o
7 2 2 1.38 7.35 2.53 o
0 3 2 0.02 0.26 0.20 o
1 3 2 0.28 0.86 0.34 o
2 3 2 0.10 0.39 0.18 o
3 3 2 9.05 8.52 2.02 o
4 3 2 0.04 0.45 0.14 o
5 3 2 0.42 0.19 0.07 o
0 4 2 1.74 1.87 0.63 o
1 4 2 3.31 6.23 1.11 o
2 4 2 1.20 0.17 0.04 o
3 4 2 0.19 0.53 0.17 o
0 5 2 0.67 0.35 0.19 o
1 5 2 0.46 0.23 0.09 o
2 5 2 0.34 0.34 0.08 o
3 5 2 0.79 0.41 0.15 o
4 5 2 0.03 0.13 0.10 o
3 6 2 0.01 0.21 0.17 o
4 6 2 0.13 0.14 0.08 o
7 2 3 0.29 0.18 0.13 o
8 2 3 0.09 0.22 0.13 o
4 3 3 1.37 1.03 0.33 o
5 3 3 0.00 0.06 0.06 o
6 3 3 0.14 0.20 0.09 o
7 3 3 0.01 0.16 0.08 o
2 4 3 0.38 0.17 0.45 o
3 4 3 0.73 0.33 0.33 o
4 4 3 0.02 0.13 0.08 o
5 4 3 0.00 0.25 0.09 o
1 5 3 0.16 0.08 0.11 o
2 5 3 0.09 0.13 0.10 o
3 5 3 0.04 0.14 0.13 o
