#------------------------------------------------------------------------------
#$Date: 2019-11-22 20:52:56 +0100 (vie 22 de nov de 2019) $
#$Revision: 231383 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/65/4516577.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_4516577
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 IV
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 94.91(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.267(14)
_cell_length_b                   5.516(9)
_cell_length_c                   3.544(4)
_cell_measurement_reflns_used    718
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.09
_cell_measurement_theta_min      5.76
_cell_volume                     180.5(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         1750000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.282
_diffrn_measured_fraction_theta_max 0.282
_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  0.0462
_diffrn_reflns_av_sigmaI/netI    0.0264
_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            718
_diffrn_reflns_theta_full        27.09
_diffrn_reflns_theta_max         27.09
_diffrn_reflns_theta_min         5.76
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.91
_exptl_absorpt_correction_T_min  0.50
_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    1.474
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             84
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.082
_refine_diff_density_min         -0.087
_refine_diff_density_rms         0.023
_refine_ls_extinction_coef       0.07(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.299
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     29
_refine_ls_number_reflns         113
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.299
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0396
_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)+(0.0396P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0836
_reflns_number_gt                94
_reflns_number_total             113
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b01475_si_002.cif
_cod_data_source_block           phaseIV_1.75GPa
_cod_original_cell_volume        180.5(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4516577
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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 -0.1502(4) -0.0226(9) -0.0197(7) 0.038(3) Uani 1 1 d .
C2 C -0.0826(5) 0.1736(13) 0.1175(8) 0.039(3) Uani 1 1 d .
H2 H -0.1378 0.2991 0.2050 0.047 Uiso 1 1 calc R
C3 C -0.0649(4) -0.2011(12) -0.1372(8) 0.036(3) Uani 1 1 d .
H3 H -0.1066 -0.3442 -0.2325 0.043 Uiso 1 1 calc R
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 0.037(3) 0.034(9) 0.044(2) 0.006(3) -0.0010(17) -0.0020(17)
C2 0.031(4) 0.049(10) 0.038(2) 0.003(3) 0.0054(14) 0.0103(18)
C3 0.038(4) 0.028(10) 0.041(2) -0.002(3) -0.0012(17) 0.000(2)
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_3
C2 N1 C3 116.0(6) .
N1 C2 C3 123.3(7) 3
N1 C3 C2 120.7(6) 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.322(8) .
N1 C3 1.351(7) .
C2 C3 1.371(6) 3
C3 C2 1.371(6) 3
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 1 0 2.13 2.23 0.15 o
3 1 0 198.93 188.79 3.63 o
4 1 0 2.71 2.52 0.19 o
5 1 0 14.46 14.25 0.63 o
6 1 0 8.91 8.96 0.71 o
4 2 0 23.68 22.69 0.46 o
5 2 0 3.27 2.84 0.35 o
6 2 0 147.36 147.69 3.77 o
7 2 0 12.23 12.99 0.70 o
8 2 0 30.91 30.34 1.45 o
6 3 0 7.91 9.36 1.27 o
7 3 0 104.45 109.89 1.94 o
8 3 0 2.68 3.33 0.82 o
9 3 0 0.10 1.48 0.63 o
10 3 0 0.43 1.34 0.80 o
-1 0 1 1136.75 1132.21 10.93 o
1 0 1 922.15 915.76 1.22 o
3 0 1 178.00 181.36 1.52 o
-6 1 1 11.39 11.04 0.76 o
-5 1 1 55.14 63.99 1.39 o
-4 1 1 154.09 166.25 3.51 o
-3 1 1 1.02 1.06 0.18 o
-2 1 1 1.29 1.34 0.16 o
-1 1 1 387.55 398.33 2.97 o
1 1 1 410.68 404.30 2.46 o
2 1 1 1.68 1.66 0.20 o
3 1 1 0.39 0.46 0.13 o
4 1 1 76.74 77.17 1.14 o
5 1 1 38.09 34.16 1.27 o
6 1 1 5.17 1.83 1.95 o
-8 2 1 30.85 30.64 1.40 o
-7 2 1 52.88 53.73 1.26 o
-6 2 1 19.19 17.02 0.77 o
-5 2 1 0.37 0.56 0.24 o
-4 2 1 1.30 1.49 0.36 o
-3 2 1 167.63 168.89 1.17 o
4 2 1 14.15 14.02 0.63 o
5 2 1 42.70 38.78 1.04 o
6 2 1 13.19 12.34 0.79 o
7 2 1 81.02 83.15 1.49 o
8 2 1 0.10 1.15 0.96 o
-10 3 1 6.62 8.18 2.39 o
-9 3 1 0.00 1.75 0.64 o
-8 3 1 4.45 3.96 0.66 o
-7 3 1 4.07 3.54 0.93 o
-6 3 1 41.94 43.63 1.41 o
7 3 1 5.96 4.97 1.35 o
8 3 1 21.71 20.48 1.41 o
9 3 1 6.02 4.73 1.40 o
10 3 1 3.55 6.12 1.35 o
-2 0 2 8.27 8.12 0.50 o
0 0 2 56.95 58.07 1.78 o
2 0 2 17.50 17.20 0.50 o
4 0 2 21.32 20.82 0.94 o
-5 1 2 2.97 2.97 0.94 o
-4 1 2 2.17 1.60 0.44 o
-3 1 2 74.39 74.66 1.56 o
-2 1 2 62.16 60.82 1.11 o
-1 1 2 47.81 46.96 0.95 o
0 1 2 230.68 238.62 5.60 o
1 1 2 22.61 18.73 2.16 o
2 1 2 51.60 51.30 0.88 o
3 1 2 47.62 48.13 0.78 o
4 1 2 24.96 25.63 0.87 o
5 1 2 0.61 1.16 0.45 o
6 1 2 46.66 45.82 1.61 o
-7 2 2 16.25 15.70 1.17 o
-6 2 2 0.94 0.70 0.77 o
-5 2 2 6.42 7.06 0.95 o
-4 2 2 49.45 50.44 1.15 o
-3 2 2 0.30 0.71 0.41 o
-2 2 2 0.49 0.67 0.51 o
4 2 2 5.11 4.83 0.89 o
5 2 2 31.01 33.29 1.18 o
6 2 2 26.39 26.35 1.33 o
7 2 2 10.38 15.38 1.72 o
8 2 2 0.62 1.84 0.82 o
-9 3 2 6.98 5.90 1.66 o
-8 3 2 1.35 2.14 1.16 o
-7 3 2 0.22 0.98 0.74 o
-6 3 2 8.41 7.28 1.45 o
-1 0 3 7.01 6.94 0.77 o
1 0 3 12.82 14.96 0.85 o
3 0 3 15.06 15.05 1.16 o
-4 1 3 13.52 12.07 1.73 o
-3 1 3 0.96 0.81 0.43 o
-2 1 3 3.44 3.37 0.67 o
-1 1 3 15.59 15.42 0.89 o
0 1 3 5.09 9.41 1.00 o
1 1 3 20.42 23.55 2.39 o
2 1 3 9.73 8.48 0.96 o
3 1 3 0.02 0.67 1.00 o
4 1 3 1.09 1.54 0.78 o
5 1 3 15.79 13.78 1.43 o
6 1 3 12.67 17.04 2.54 o
-6 2 3 0.92 1.18 0.67 o
-5 2 3 8.40 7.44 1.25 o
-4 2 3 1.80 1.84 0.85 o
-3 2 3 3.30 2.28 0.68 o
-2 2 3 0.39 1.02 0.83 o
6 2 3 8.40 8.01 1.90 o
7 2 3 0.03 1.00 1.50 o
-8 3 3 4.08 3.67 1.79 o
-7 3 3 0.94 1.88 1.21 o
0 0 4 5.47 4.87 1.19 o
2 0 4 10.88 7.91 2.06 o
-3 1 4 3.89 3.03 1.11 o
-2 1 4 0.82 1.61 0.84 o
-1 1 4 0.06 1.61 0.79 o
0 1 4 0.02 2.07 0.90 o
4 1 4 0.40 2.68 1.42 o
-5 2 4 0.02 2.21 1.67 o
-4 2 4 2.55 1.36 1.01 o
