#------------------------------------------------------------------------------
#$Date: 2025-08-21 02:19:08 +0200 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: svn://saulius.grazulis.lt/cod-secondary/cif/4/50/17/4501704.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_4501704
loop_
_publ_author_name
'Katrusiak, Andrzej'
'Podsiad\/lo, Marcin'
'Budzianowski, Armand'
_publ_section_title
;
 Association CH&#x00B7;&#x00B7;&#x00B7;\p and No van der Waals Contacts at
 the Lowest Limits of Crystalline Benzene I and II Stability
 Regions&#x2020;
;
_journal_issue                   8
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              3461
_journal_paper_doi               10.1021/cg1002594
_journal_volume                  10
_journal_year                    2010
_chemical_formula_moiety         'C6 H6'
_chemical_formula_sum            'C6 H6'
_chemical_formula_weight         78.11
_chemical_melting_point          279
_chemical_name_common            benzene
_chemical_name_systematic
; 
benzene 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 110.55(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.5220(11)
_cell_length_b                   5.4396(11)
_cell_length_c                   7.6726(15)
_cell_measurement_reflns_used    938
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.35
_cell_measurement_theta_min      3.94
_cell_volume                     215.80(9)
_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         970000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.253
_diffrn_measured_fraction_theta_max 0.253
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       '\f- and \w-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  0.0722
_diffrn_reflns_av_sigmaI/netI    0.0270
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -2
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            938
_diffrn_reflns_theta_full        28.35
_diffrn_reflns_theta_max         28.35
_diffrn_reflns_theta_min         3.94
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_type   numerical
_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 Pozna\'n; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.202
_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          0.40
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.141
_refine_diff_density_min         -0.109
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       1.0(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     29
_refine_ls_number_reflns         138
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.213
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0761
_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/[\s^2^(Fo^2^)+(0.0908P)^2^+0.1887P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2030
_refine_ls_wR_factor_ref         0.2089
_reflns_number_gt                122
_reflns_number_total             138
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg1002594_si_004.cif
_cod_data_source_block           benz2_0.97GPa
_cod_original_cell_volume        215.81(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4501704
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
C1 C -0.2568(12) -0.018(3) -0.1130(8) 0.075(9) Uani 1 1 d .
H1 H -0.4295 -0.0291 -0.1896 0.090 Uiso 1 1 calc R
C2 C -0.0797(11) -0.200(3) -0.1205(8) 0.063(7) Uani 1 1 d .
H2 H -0.1333 -0.3340 -0.2001 0.076 Uiso 1 1 calc R
C3 C -0.1738(11) 0.175(3) 0.0073(8) 0.083(9) Uani 1 1 d .
H3 H -0.2930 0.2929 0.0125 0.099 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
C1 0.052(4) 0.11(3) 0.054(5) 0.012(5) 0.010(3) -0.002(5)
C2 0.062(4) 0.06(2) 0.066(5) 0.002(4) 0.022(3) -0.005(5)
C3 0.057(4) 0.13(3) 0.060(6) 0.003(5) 0.022(4) 0.009(5)
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'
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
C3 C1 C2 119.7(7) . .
C3 C2 C1 118.3(10) 3 .
C1 C3 C2 122.0(11) . 3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C3 1.367(18) .
C1 C2 1.406(17) .
C2 C3 1.371(9) 3
C3 C2 1.371(9) 3
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
C3 C1 C2 C3 -1.0(15) 3
C2 C1 C3 C2 1.0(16) 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
1 0 0 574.30 578.14 6.84 o
2 0 0 185.40 205.88 3.37 o
3 0 0 35.07 26.52 0.29 o
4 0 0 1.09 0.34 0.12 o
2 1 0 7.97 8.08 0.98 o
3 1 0 45.59 48.69 1.97 o
4 1 0 34.98 39.50 1.10 o
5 1 0 8.14 7.88 1.43 o
4 2 0 20.82 24.40 1.91 o
5 2 0 0.08 0.18 0.10 o
6 2 0 0.75 1.02 0.73 o
-6 1 1 1.23 1.41 0.64 o
-5 1 1 4.30 6.49 0.45 o
-4 1 1 10.73 12.48 0.53 o
-3 1 1 24.43 25.27 2.76 o
-2 1 1 103.95 103.83 1.48 o
1 1 1 38.76 31.22 2.63 o
2 1 1 53.31 50.00 3.44 o
3 1 1 0.18 0.07 0.05 o
4 1 1 1.12 1.22 0.22 o
5 1 1 2.86 2.36 0.72 o
-5 2 1 5.80 1.97 1.75 o
3 2 1 3.15 1.50 0.46 o
4 2 1 8.19 7.64 2.68 o
5 2 1 0.82 0.36 0.17 o
6 2 1 0.53 1.16 0.29 o
-5 0 2 36.96 34.60 0.77 o
-4 0 2 19.15 19.66 2.04 o
-3 0 2 24.53 21.88 1.19 o
-2 0 2 4.65 5.01 0.15 o
-1 0 2 1018.68 1072.36 7.12 o
0 0 2 331.06 292.57 3.82 o
1 0 2 155.32 147.65 0.41 o
-6 1 2 1.31 0.87 0.21 o
-5 1 2 13.18 17.51 0.78 o
-4 1 2 24.46 28.70 1.69 o
-3 1 2 2.14 2.28 0.12 o
-1 1 2 692.86 661.19 1.95 o
0 1 2 317.32 327.60 2.02 o
1 1 2 0.30 0.62 0.04 o
2 1 2 5.94 4.53 0.12 o
3 1 2 0.25 0.27 0.06 o
4 1 2 1.91 1.34 0.27 o
2 2 2 22.93 22.45 0.27 o
3 2 2 58.24 59.71 0.54 o
4 2 2 4.63 4.24 0.80 o
5 2 2 1.22 2.75 0.78 o
6 2 2 0.02 0.48 0.21 o
-7 1 3 0.74 0.75 0.79 o
-6 1 3 1.90 2.03 0.62 o
-5 1 3 15.06 22.79 3.14 o
-4 1 3 0.22 0.26 0.09 o
-3 1 3 47.85 49.40 0.61 o
-2 1 3 4.88 4.05 0.40 o
-1 1 3 137.85 136.31 1.07 o
0 1 3 13.99 12.88 0.99 o
1 1 3 33.33 36.14 1.04 o
2 1 3 0.03 0.18 0.05 o
3 1 3 0.45 0.61 0.12 o
1 2 3 4.83 4.12 0.89 o
2 2 3 9.74 14.34 2.52 o
3 2 3 0.16 0.21 0.08 o
4 2 3 0.22 0.82 0.20 o
5 2 3 0.06 0.18 0.11 o
-6 0 4 18.68 15.00 0.70 o
-5 0 4 28.24 22.57 0.56 o
-4 0 4 3.11 3.68 0.27 o
-3 0 4 65.47 75.20 0.75 o
-2 0 4 6.78 5.73 0.13 o
-1 0 4 8.25 8.11 0.74 o
-7 1 4 0.13 0.28 0.18 o
-6 1 4 0.34 0.35 0.17 o
-5 1 4 0.01 0.17 0.08 o
-4 1 4 0.01 0.12 0.05 o
-3 1 4 8.47 6.87 0.83 o
-2 1 4 81.13 90.30 1.12 o
-1 1 4 121.79 137.93 0.71 o
0 1 4 1.19 1.45 0.16 o
1 1 4 41.63 42.65 3.01 o
2 1 4 26.99 30.01 0.55 o
3 1 4 2.94 2.04 0.33 o
0 2 4 10.92 8.87 1.49 o
1 2 4 0.28 0.14 0.08 o
2 2 4 23.35 34.17 3.63 o
3 2 4 3.01 4.89 0.61 o
4 2 4 1.84 2.39 0.59 o
-4 1 5 7.42 7.11 1.57 o
-3 1 5 2.14 2.11 0.32 o
-2 1 5 3.48 3.88 0.15 o
-1 1 5 10.65 13.81 0.54 o
0 1 5 11.49 13.52 0.31 o
1 1 5 3.72 3.45 0.26 o
2 1 5 5.16 3.57 0.28 o
-1 2 5 10.52 7.43 0.13 o
0 2 5 2.07 1.95 0.33 o
1 2 5 12.77 13.87 0.26 o
2 2 5 4.81 7.44 0.89 o
3 2 5 0.20 0.17 0.08 o
-6 0 6 3.56 6.57 1.93 o
-5 0 6 0.20 0.33 0.11 o
-4 0 6 13.83 20.00 1.79 o
-3 0 6 10.34 10.97 1.29 o
-5 1 6 0.22 0.21 0.09 o
-4 1 6 1.71 1.69 0.22 o
-3 1 6 1.07 1.81 0.17 o
-2 1 6 0.92 1.34 0.12 o
-1 1 6 0.47 0.84 0.11 o
0 1 6 4.50 6.32 0.90 o
1 1 6 12.01 6.24 0.31 o
-2 2 6 19.80 15.64 0.33 o
-1 2 6 1.57 1.15 0.22 o
0 2 6 4.40 4.22 0.58 o
1 2 6 0.35 0.45 0.15 o
2 2 6 0.00 0.35 0.17 o
3 2 6 1.90 1.15 0.95 o
-5 1 7 0.86 0.39 0.18 o
-4 1 7 0.19 0.22 0.13 o
-3 1 7 0.38 0.41 0.11 o
-2 1 7 3.06 4.73 0.18 o
-1 1 7 4.35 3.81 0.19 o
-3 2 7 0.72 0.29 0.12 o
-2 2 7 0.03 0.17 0.09 o
-1 2 7 0.05 0.20 0.12 o
0 2 7 0.66 1.09 0.27 o
1 2 7 0.53 0.96 0.26 o
-5 1 8 0.97 0.60 0.18 o
-4 1 8 4.62 3.96 0.35 o
-3 1 8 3.01 6.94 0.67 o
-2 1 8 0.25 0.32 0.13 o
-3 2 8 2.37 1.23 0.20 o
-2 2 8 0.54 0.25 0.15 o
-1 2 8 2.54 3.64 0.38 o
0 2 8 0.17 0.26 0.12 o
-5 1 9 0.02 0.18 0.09 o
-4 1 9 0.83 1.01 0.69 o
-3 2 9 0.37 0.36 0.17 o
-2 2 9 0.01 0.12 0.10 o
-1 2 9 0.19 0.39 0.25 o
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 241
