#------------------------------------------------------------------------------
#$Date: 2019-11-22 20:52:56 +0100 (vie 22 de nov de 2019) $
#$Revision: 231383 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/65/4516576.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_4516576
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                 93.10(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.313(14)
_cell_length_b                   5.683(13)
_cell_length_c                   3.583(4)
_cell_measurement_reflns_used    773
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.86
_cell_measurement_theta_min      5.67
_cell_volume                     189.4(6)
_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         1160000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.279
_diffrn_measured_fraction_theta_max 0.279
_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  0.0634
_diffrn_reflns_av_sigmaI/netI    0.0337
_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            773
_diffrn_reflns_theta_full        26.86
_diffrn_reflns_theta_max         26.86
_diffrn_reflns_theta_min         5.67
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_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    1.405
_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          0.25
_refine_diff_density_max         0.087
_refine_diff_density_min         -0.106
_refine_diff_density_rms         0.028
_refine_ls_extinction_coef       0.20(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   1.220
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     29
_refine_ls_number_reflns         115
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.220
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0657
_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)+(0.0171P)²+0.2606P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1069
_reflns_number_gt                98
_reflns_number_total             115
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b01475_si_002.cif
_cod_data_source_block           phaseIV_1.16GPa
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4516576
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 -0.1469(11) -0.015(2) -0.0070(16) 0.048(5) Uani 1 1 d .
C2 C -0.0796(10) 0.173(3) 0.1170(17) 0.057(5) Uani 1 1 d .
H2 H -0.1336 0.2972 0.2024 0.069 Uiso 1 1 calc R
C3 C -0.0664(9) -0.194(3) -0.1272(15) 0.056(5) Uani 1 1 d .
H3 H -0.1102 -0.3319 -0.2165 0.067 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 0.059(7) 0.025(18) 0.060(4) 0.011(6) 0.001(3) 0.002(4)
C2 0.037(7) 0.08(2) 0.056(4) -0.008(6) 0.004(3) 0.004(4)
C3 0.047(7) 0.06(2) 0.057(5) -0.001(6) -0.011(4) 0.003(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_3
C2 N1 C3 117.5(16) .
N1 C2 C3 122.9(15) 3
N1 C3 C2 119.6(11) 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.303(16) .
N1 C3 1.348(14) .
C2 C3 1.364(13) 3
C3 C2 1.364(13) 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 0.84 1.61 0.13 o
3 1 0 164.20 161.13 0.84 o
4 1 0 1.34 1.51 0.23 o
5 1 0 22.12 25.39 1.37 o
6 1 0 4.49 3.64 0.56 o
3 2 0 2.86 2.71 0.40 o
4 2 0 27.01 28.85 0.65 o
5 2 0 1.38 1.81 0.26 o
6 2 0 104.44 107.97 1.69 o
7 2 0 5.46 5.61 0.69 o
8 2 0 24.07 21.49 1.56 o
6 3 0 2.99 1.87 0.78 o
7 3 0 81.41 76.37 2.46 o
8 3 0 1.11 1.98 0.67 o
9 3 0 1.01 1.53 0.82 o
10 3 0 0.26 3.20 2.61 o
-3 0 1 113.84 108.65 0.89 o
-1 0 1 1084.24 1065.70 1.53 o
1 0 1 1057.79 1081.24 2.00 o
-6 1 1 4.36 6.80 0.67 o
-5 1 1 40.41 38.11 2.11 o
-4 1 1 126.94 116.06 5.36 o
-3 1 1 0.74 0.45 0.16 o
-2 1 1 1.29 0.81 0.17 o
-1 1 1 333.10 344.70 1.58 o
1 1 1 361.72 345.72 1.58 o
2 1 1 0.51 0.59 0.18 o
3 1 1 0.98 0.46 0.13 o
4 1 1 79.93 72.91 4.06 o
5 1 1 30.12 29.18 2.50 o
-8 2 1 17.60 14.64 1.18 o
-7 2 1 40.56 48.48 6.32 o
-6 2 1 15.04 16.11 1.02 o
-5 2 1 1.14 1.64 0.35 o
-4 2 1 0.42 0.63 0.29 o
-3 2 1 146.81 151.37 7.43 o
3 2 1 90.25 93.01 1.54 o
4 2 1 6.46 6.48 0.44 o
5 2 1 21.11 21.57 1.75 o
6 2 1 11.34 12.34 1.05 o
7 2 1 59.40 61.23 1.90 o
8 2 1 0.61 0.81 0.79 o
-10 3 1 2.93 4.79 2.96 o
-9 3 1 0.03 1.43 0.71 o
-8 3 1 5.71 3.32 0.94 o
-7 3 1 1.07 2.75 0.69 o
-6 3 1 35.27 36.82 1.82 o
6 3 1 63.76 60.19 2.00 o
7 3 1 2.09 2.02 0.64 o
8 3 1 19.95 21.93 2.29 o
9 3 1 1.67 1.45 1.06 o
-2 0 2 7.13 14.53 1.39 o
0 0 2 69.53 79.10 0.56 o
2 0 2 5.27 5.11 1.08 o
-6 1 2 26.34 24.82 2.21 o
-5 1 2 1.66 10.20 2.57 o
-4 1 2 3.47 3.01 0.40 o
-3 1 2 61.25 69.11 1.12 o
-2 1 2 45.33 40.14 3.70 o
-1 1 2 32.29 32.54 1.59 o
0 1 2 189.97 203.36 13.95 o
1 1 2 31.35 26.40 1.57 o
2 1 2 47.82 47.59 1.13 o
3 1 2 36.45 37.76 1.09 o
4 1 2 14.77 14.85 0.97 o
5 1 2 0.30 1.28 0.54 o
-8 2 2 0.42 0.79 0.59 o
-7 2 2 10.71 14.69 1.01 o
-6 2 2 3.37 1.51 0.49 o
-5 2 2 5.94 7.92 0.80 o
-4 2 2 30.29 32.10 1.18 o
2 2 2 3.16 2.79 0.59 o
3 2 2 1.13 0.76 1.86 o
4 2 2 7.37 7.21 0.78 o
5 2 2 17.75 17.25 1.27 o
6 2 2 15.45 16.84 1.34 o
7 2 2 10.98 12.54 1.87 o
-9 3 2 2.55 2.54 0.93 o
-8 3 2 0.39 0.47 0.99 o
-7 3 2 1.46 1.97 0.89 o
6 3 2 1.53 0.62 1.43 o
7 3 2 10.84 10.92 1.31 o
8 3 2 2.35 5.50 1.16 o
-3 0 3 20.13 18.56 1.11 o
-1 0 3 3.79 3.37 0.58 o
1 0 3 4.30 5.70 0.89 o
-6 1 3 5.89 6.19 1.51 o
-5 1 3 1.95 1.99 0.80 o
-4 1 3 6.97 6.62 0.79 o
-3 1 3 0.37 1.14 0.49 o
-2 1 3 3.93 1.33 0.74 o
-1 1 3 12.85 11.30 1.34 o
0 1 3 4.31 2.28 0.68 o
1 1 3 16.36 13.18 1.77 o
2 1 3 4.39 4.20 0.92 o
3 1 3 0.01 1.13 0.50 o
4 1 3 2.79 3.89 0.96 o
-7 2 3 0.01 1.28 0.75 o
-6 2 3 1.04 2.67 0.83 o
-5 2 3 2.08 2.30 0.85 o
-4 2 3 1.41 2.55 2.61 o
2 2 3 4.91 4.05 1.36 o
3 2 3 4.21 2.84 1.27 o
4 2 3 2.29 2.61 0.64 o
5 2 3 0.41 1.14 0.57 o
6 2 3 5.23 5.09 1.09 o
7 3 3 1.20 1.71 0.91 o
-2 0 4 4.86 3.58 1.16 o
0 0 4 2.20 2.18 1.09 o
-5 1 4 0.09 0.44 1.15 o
-3 1 4 2.04 2.04 1.48 o
0 1 4 0.10 0.57 1.06 o
1 1 4 0.13 1.55 0.72 o
2 1 4 0.01 3.04 0.94 o
4 2 4 1.97 2.24 1.19 o
