#------------------------------------------------------------------------------
#$Date: 2019-11-22 21:52:56 +0200 (Fri, 22 Nov 2019) $
#$Revision: 231383 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/65/4516578.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_4516578
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                 96.15(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.265(11)
_cell_length_b                   5.433(7)
_cell_length_c                   3.479(4)
_cell_measurement_reflns_used    703
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.92
_cell_measurement_theta_min      5.81
_cell_volume                     174.1(4)
_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         2390000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.248
_diffrn_measured_fraction_theta_max 0.248
_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  0.0599
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_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            703
_diffrn_reflns_theta_full        27.92
_diffrn_reflns_theta_max         27.92
_diffrn_reflns_theta_min         5.81
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.63
_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    1.528
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             84
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.077
_refine_diff_density_min         -0.071
_refine_diff_density_rms         0.020
_refine_ls_extinction_coef       0.75(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.242
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     29
_refine_ls_number_reflns         104
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.205
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0293
_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+0.0680P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0445
_refine_ls_wR_factor_ref         0.0499
_reflns_number_gt                87
_reflns_number_total             104
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b01475_si_002.cif
_cod_data_source_block           phaseIV_2.39GPa
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4516578
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 -0.1501(4) -0.0295(10) -0.0253(8) 0.026(2) Uani 1 1 d U
C2 C -0.0858(4) 0.1740(13) 0.1177(8) 0.029(2) Uani 1 1 d .
H2 H -0.1425 0.2996 0.2036 0.034 Uiso 1 1 calc R
C3 C -0.0635(4) -0.2045(10) -0.1427(7) 0.027(2) Uani 1 1 d .
H3 H -0.1043 -0.3503 -0.2436 0.032 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 0.031(3) 0.016(7) 0.0324(18) 0.001(2) 0.0010(15) 0.0010(15)
C2 0.028(3) 0.030(9) 0.0280(18) 0.001(3) 0.0075(15) 0.0111(16)
C3 0.039(3) 0.014(8) 0.025(2) -0.002(2) -0.0040(17) -0.0031(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_3
C2 N1 C3 116.6(5) .
N1 C2 C3 121.9(6) 3
N1 C3 C2 121.6(5) 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.327(7) .
N1 C3 1.336(6) .
C2 C3 1.387(6) 3
C3 C2 1.387(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 3.02 3.02 0.17 o
3 1 0 218.22 218.11 7.17 o
4 1 0 3.11 3.84 0.22 o
5 1 0 15.99 15.19 0.46 o
6 1 0 14.85 14.35 0.84 o
3 2 0 6.56 5.96 0.37 o
4 2 0 26.31 24.70 0.49 o
5 2 0 6.64 6.37 0.42 o
6 2 0 158.19 157.98 2.95 o
7 2 0 21.29 20.62 0.95 o
8 2 0 34.14 35.03 1.57 o
6 3 0 14.40 13.59 0.74 o
7 3 0 116.99 122.56 2.10 o
8 3 0 4.15 3.21 0.84 o
9 3 0 0.14 1.54 0.61 o
-1 0 1 1144.28 1153.66 22.26 o
1 0 1 865.21 862.24 1.98 o
-6 1 1 14.90 13.87 0.72 o
-5 1 1 57.37 57.13 0.94 o
-4 1 1 187.32 180.24 4.31 o
-3 1 1 1.53 1.71 0.15 o
-2 1 1 1.39 1.45 0.15 o
-1 1 1 407.04 408.02 1.50 o
1 1 1 441.51 458.15 11.49 o
2 1 1 3.64 3.71 0.20 o
3 1 1 0.16 0.58 0.27 o
4 1 1 78.22 80.14 1.45 o
5 1 1 39.07 37.81 1.43 o
-8 2 1 40.49 41.08 1.24 o
-7 2 1 55.34 53.97 1.17 o
-6 2 1 20.99 19.75 0.78 o
-5 2 1 0.06 0.74 0.26 o
-4 2 1 2.78 3.12 0.29 o
-3 2 1 178.66 179.94 5.05 o
3 2 1 96.98 97.15 1.23 o
4 2 1 23.69 24.05 0.68 o
5 2 1 57.67 52.70 3.13 o
6 2 1 13.45 13.68 0.69 o
7 2 1 97.71 100.16 2.26 o
8 2 1 1.67 1.49 1.24 o
-9 3 1 0.01 1.94 1.16 o
-8 3 1 2.79 2.53 0.58 o
-7 3 1 4.99 4.92 0.64 o
-6 3 1 43.15 43.02 1.24 o
6 3 1 123.47 118.81 3.24 o
7 3 1 9.12 9.25 0.85 o
8 3 1 24.74 25.13 1.39 o
-2 0 2 10.30 11.05 0.37 o
0 0 2 49.47 54.40 0.74 o
2 0 2 26.84 26.04 0.53 o
-5 1 2 5.44 4.85 0.50 o
-4 1 2 1.15 0.97 0.27 o
-3 1 2 85.05 89.58 1.18 o
-2 1 2 67.62 64.11 5.28 o
-1 1 2 57.11 58.00 1.11 o
0 1 2 260.12 254.69 1.26 o
1 1 2 17.55 14.76 1.38 o
2 1 2 55.75 58.02 1.81 o
3 1 2 53.32 51.60 0.99 o
4 1 2 36.70 39.30 1.04 o
5 1 2 1.17 0.89 0.59 o
-8 2 2 0.00 2.18 1.25 o
-7 2 2 18.50 17.65 1.07 o
-6 2 2 0.14 1.11 0.41 o
-5 2 2 6.11 6.31 0.60 o
-4 2 2 63.94 66.84 1.02 o
-3 2 2 0.00 0.66 0.38 o
3 2 2 0.00 0.80 0.63 o
4 2 2 2.35 2.68 0.60 o
5 2 2 45.32 48.01 1.03 o
6 2 2 38.28 37.61 0.99 o
7 2 2 9.44 6.87 1.05 o
-9 3 2 11.74 13.40 1.26 o
-8 3 2 0.98 1.10 0.71 o
-7 3 2 0.00 1.27 0.72 o
7 3 2 20.32 23.70 1.81 o
8 3 2 16.65 14.90 1.58 o
-3 0 3 48.32 45.93 2.16 o
-1 0 3 10.56 9.65 0.96 o
1 0 3 23.81 30.28 2.47 o
-5 1 3 0.36 1.06 0.71 o
-4 1 3 19.87 18.39 1.29 o
-3 1 3 0.95 1.10 0.43 o
-2 1 3 2.85 1.20 0.77 o
-1 1 3 17.40 16.49 1.05 o
0 1 3 4.79 3.46 0.81 o
1 1 3 24.98 22.43 0.96 o
2 1 3 15.03 14.73 0.78 o
3 1 3 0.74 1.41 0.92 o
4 1 3 0.55 1.09 0.66 o
-7 2 3 1.05 1.72 1.23 o
-6 2 3 0.41 1.48 0.54 o
-5 2 3 15.09 15.03 1.83 o
-4 2 3 2.56 2.72 1.08 o
4 2 3 11.72 10.57 1.67 o
5 2 3 0.00 0.96 0.77 o
6 2 3 12.45 10.93 1.10 o
0 0 4 11.00 14.38 1.22 o
-4 1 4 0.07 2.66 1.73 o
-3 1 4 5.17 3.55 1.00 o
-2 1 4 2.74 4.03 1.48 o
2 1 4 0.11 0.92 0.81 o
3 1 4 3.73 3.55 1.67 o
-6 2 4 1.98 2.99 2.24 o
