#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:57:54 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179548 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/17/4501703.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_4501703
loop_
_publ_author_name
'Katrusiak, Andrzej'
'Podsiadło, Marcin'
'Budzianowski, Armand'
_publ_section_title
;
 Association CH···π and No van der Waals Contacts at
 the Lowest Limits of Crystalline Benzene I and II Stability
 Regions†
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & 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                 110.59(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.5146(11)
_cell_length_b                   5.4951(11)
_cell_length_c                   7.6536(15)
_cell_measurement_reflns_used    915
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.38
_cell_measurement_theta_min      3.95
_cell_volume                     217.11(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         910000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.250
_diffrn_measured_fraction_theta_max 0.250
_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  0.0604
_diffrn_reflns_av_sigmaI/netI    0.0205
_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            915
_diffrn_reflns_theta_full        28.38
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         3.95
_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 Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.195
_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         0.124
_refine_diff_density_min         -0.093
_refine_diff_density_rms         0.033
_refine_ls_extinction_coef       0.6(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.249
_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      1.249
_refine_ls_R_factor_all          0.0845
_refine_ls_R_factor_gt           0.0804
_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)+(0.1071P)²+0.1662P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2225
_refine_ls_wR_factor_ref         0.2266
_reflns_number_gt                124
_reflns_number_total             138
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg1002594_si_004.cif
_cod_data_source_block           benz2_0.91GPa
_cod_original_cell_volume        217.11(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4501703
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 -0.2557(12) -0.025(3) -0.1131(9) 0.081(9) Uani 1 1 d .
H1 H -0.4289 -0.0396 -0.1886 0.097 Uiso 1 1 calc R
C2 C -0.0805(11) -0.199(3) -0.1203(8) 0.066(7) Uani 1 1 d .
H2 H -0.1341 -0.3309 -0.2007 0.079 Uiso 1 1 calc R
C3 C -0.1754(12) 0.175(3) 0.0071(8) 0.080(9) Uani 1 1 d .
H3 H -0.2952 0.2925 0.0105 0.096 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 0.054(4) 0.13(3) 0.054(5) 0.007(5) 0.015(3) 0.000(5)
C2 0.061(4) 0.07(2) 0.061(4) 0.008(4) 0.019(3) -0.001(5)
C3 0.061(4) 0.12(3) 0.059(6) 0.003(5) 0.023(4) 0.012(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
C2 C1 C3 120.5(8) . .
C1 C2 C3 119.2(11) . 3
C2 C3 C1 120.3(11) 3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.375(17) .
C1 C3 1.40(2) .
C2 C3 1.378(9) 3
C3 C2 1.378(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 0.3(16) 3
C2 C1 C3 C2 -0.3(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 0 568.09 583.02 1.38 o
2 0 0 188.83 202.23 1.11 o
3 0 0 35.12 29.00 0.27 o
4 0 0 1.08 0.73 0.13 o
2 1 0 7.86 9.56 1.63 o
3 1 0 44.15 49.75 1.85 o
4 1 0 34.36 39.10 1.51 o
5 1 0 7.63 8.27 1.32 o
4 2 0 19.52 23.89 2.27 o
5 2 0 0.19 0.31 0.11 o
6 2 0 0.52 0.89 0.49 o
-6 1 1 1.12 1.76 0.70 o
-5 1 1 4.51 6.15 0.54 o
-4 1 1 10.86 11.52 0.76 o
-3 1 1 24.07 25.44 2.52 o
-2 1 1 99.52 92.72 1.17 o
1 1 1 34.48 30.35 2.68 o
2 1 1 52.81 49.52 2.76 o
3 1 1 0.07 0.11 0.05 o
4 1 1 1.14 1.52 0.16 o
5 1 1 2.29 2.25 0.75 o
-5 2 1 5.98 4.90 0.63 o
3 2 1 3.54 1.64 0.49 o
4 2 1 9.47 8.14 2.40 o
5 2 1 0.78 0.37 0.14 o
6 2 1 0.64 1.12 0.47 o
-5 0 2 36.26 34.11 0.65 o
-4 0 2 19.23 18.98 1.94 o
-3 0 2 24.73 22.04 1.18 o
-2 0 2 4.29 4.98 0.12 o
-1 0 2 1024.87 1073.55 1.78 o
0 0 2 334.33 320.04 2.32 o
1 0 2 159.30 144.74 0.45 o
-6 1 2 1.32 0.89 0.24 o
-5 1 2 13.10 18.10 0.78 o
-4 1 2 23.50 29.12 1.48 o
-3 1 2 2.25 2.22 0.16 o
-1 1 2 682.69 665.64 3.44 o
0 1 2 336.53 312.34 1.24 o
1 1 2 0.39 0.73 0.04 o
2 1 2 6.46 4.78 0.16 o
3 1 2 0.24 0.21 0.05 o
4 1 2 1.71 1.21 0.12 o
2 2 2 23.10 21.27 0.29 o
3 2 2 53.00 43.74 1.08 o
4 2 2 4.75 4.63 0.88 o
5 2 2 0.85 3.56 0.87 o
6 2 2 0.05 0.19 0.13 o
-7 1 3 0.75 1.29 1.14 o
-6 1 3 1.90 2.17 0.70 o
-5 1 3 15.20 12.86 0.21 o
-4 1 3 0.21 0.18 0.10 o
-3 1 3 45.99 38.39 0.30 o
-2 1 3 5.50 3.74 0.47 o
-1 1 3 136.75 135.91 1.36 o
0 1 3 12.59 14.14 0.74 o
1 1 3 32.99 31.81 0.14 o
2 1 3 0.04 0.11 0.04 o
3 1 3 0.20 0.47 0.10 o
1 2 3 4.94 3.76 0.86 o
2 2 3 10.04 14.25 2.38 o
3 2 3 0.04 0.15 0.06 o
4 2 3 0.28 0.69 0.23 o
5 2 3 0.15 0.18 0.09 o
-6 0 4 18.39 22.80 2.32 o
-5 0 4 28.33 21.66 0.66 o
-4 0 4 3.06 4.00 0.24 o
-3 0 4 61.89 69.80 0.33 o
-2 0 4 6.28 4.82 0.44 o
-1 0 4 8.58 8.62 0.69 o
-7 1 4 0.08 0.12 0.14 o
-6 1 4 0.25 0.17 0.17 o
-5 1 4 0.02 0.15 0.08 o
-4 1 4 0.03 0.09 0.04 o
-3 1 4 6.83 6.62 0.79 o
-2 1 4 77.32 85.86 0.40 o
-1 1 4 132.47 151.67 0.86 o
0 1 4 1.48 1.58 0.20 o
1 1 4 45.31 54.93 0.91 o
2 1 4 28.68 34.25 0.77 o
3 1 4 3.02 2.41 0.30 o
0 2 4 10.24 9.22 1.20 o
1 2 4 0.24 0.19 0.07 o
2 2 4 19.75 23.74 0.22 o
3 2 4 2.59 5.57 0.52 o
4 2 4 1.46 2.95 0.59 o
-4 1 5 7.22 7.40 1.58 o
-3 1 5 1.68 2.49 0.37 o
-2 1 5 3.27 4.13 0.12 o
-1 1 5 11.31 14.30 0.70 o
0 1 5 11.83 14.48 0.28 o
1 1 5 2.82 3.65 0.21 o
2 1 5 3.83 0.94 0.22 o
-1 2 5 14.72 16.77 0.18 o
0 2 5 1.68 2.12 0.39 o
1 2 5 14.86 15.60 0.17 o
2 2 5 5.30 7.61 1.02 o
3 2 5 0.17 0.14 0.06 o
-6 0 6 3.63 6.95 1.86 o
-5 0 6 0.26 0.46 0.10 o
-4 0 6 13.22 13.15 0.24 o
-3 0 6 9.83 11.92 1.33 o
-5 1 6 0.36 0.14 0.08 o
-4 1 6 1.87 1.95 0.21 o
-3 1 6 1.53 2.08 0.18 o
-2 1 6 1.14 1.27 0.11 o
-1 1 6 0.69 0.70 0.07 o
0 1 6 5.56 6.17 1.02 o
1 1 6 14.05 7.31 0.41 o
-2 2 6 19.62 17.03 0.25 o
-1 2 6 1.48 0.95 0.13 o
0 2 6 4.69 4.94 0.62 o
1 2 6 0.07 0.39 0.11 o
2 2 6 0.02 0.20 0.12 o
3 2 6 1.62 1.39 0.26 o
-5 1 7 0.99 0.40 0.13 o
-4 1 7 0.11 0.29 0.12 o
-3 1 7 0.38 0.80 0.11 o
-2 1 7 3.74 4.98 0.18 o
-1 1 7 4.76 4.07 0.44 o
-3 2 7 0.95 0.87 0.12 o
-2 2 7 0.15 0.18 0.08 o
-1 2 7 0.02 0.13 0.08 o
0 2 7 1.18 1.32 0.27 o
1 2 7 0.95 4.47 2.14 o
-5 1 8 0.93 0.30 0.13 o
-4 1 8 5.37 4.27 0.34 o
-3 1 8 3.44 7.14 0.72 o
-2 1 8 0.23 0.41 0.13 o
-3 2 8 2.37 1.39 0.17 o
-2 2 8 0.54 0.24 0.12 o
-1 2 8 2.64 4.43 0.44 o
0 2 8 0.37 0.22 0.11 o
-5 1 9 0.03 0.11 0.08 o
-4 1 9 0.98 1.10 0.31 o
-3 2 9 0.44 0.25 0.11 o
-2 2 9 0.01 0.16 0.10 o
-1 2 9 0.11 0.24 0.19 o
