#------------------------------------------------------------------------------
#$Date: 2019-11-28 16:15:34 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244091 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/82/7238224.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_7238224
loop_
_publ_author_name
'Nayak, Susanta K.'
'Sathishkumar, Ranganathan'
'Row, T. N. Guru'
_publ_section_title
;
 Directing role of functional groups in selective generation of
 C--H⋯π interactions: In situ cryo-crystallographic studies on
 benzyl derivatives
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              3112
_journal_paper_doi               10.1039/c001190h
_journal_volume                  12
_journal_year                    2010
_chemical_compound_source        'see text'
_chemical_formula_moiety         'C7 H8'
_chemical_formula_sum            'C7 H8'
_chemical_formula_weight         92.13
_chemical_name_common            toluene
_chemical_name_systematic
;
toluene
;
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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
_cell_angle_alpha                90
_cell_angle_beta                 106.136(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.5889(11)
_cell_length_b                   5.8186(9)
_cell_length_c                   26.982(4)
_cell_measurement_reflns_used    500
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      0.98
_cell_volume                     1144.5(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics
'Ortep-3 for Windows (Farrugia, 1997) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXTL V6.14 (Bruker, 2000)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_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  0.0206
_diffrn_reflns_av_sigmaI/netI    0.0157
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            11155
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_T_max  0.9881
_exptl_absorpt_correction_T_min  0.9811
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, (Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.069
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.039
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2236
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0439
_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)+(0.0544P)²+0.3795P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1204
_reflns_number_gt                1990
_reflns_number_total             2236
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c001190h.txt
_cod_data_source_block           b
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7238224
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
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 0.25252(15) 0.5751(2) 0.34020(4) 0.0271(3) Uani 1 1 d .
C1' C 0.76924(15) 0.8880(2) 0.47034(4) 0.0272(3) Uani 1 1 d .
C6' C 0.67752(16) 1.0969(2) 0.46714(5) 0.0315(3) Uani 1 1 d .
H6' H 0.6409 1.1506 0.4960 0.038 Uiso 1 1 calc R
C2 C 0.13489(17) 0.3866(2) 0.33222(5) 0.0357(3) Uani 1 1 d .
H2 H 0.0602 0.3617 0.3547 0.043 Uiso 1 1 calc R
C6 C 0.35819(16) 0.6069(2) 0.30610(5) 0.0306(3) Uani 1 1 d .
H6 H 0.4385 0.7352 0.3104 0.037 Uiso 1 1 calc R
C2' C 0.82180(16) 0.8146(2) 0.42747(5) 0.0312(3) Uani 1 1 d .
H2' H 0.8843 0.6723 0.4287 0.037 Uiso 1 1 calc R
C7' C 0.81190(18) 0.7461(2) 0.51889(5) 0.0359(3) Uani 1 1 d .
H7'1 H 0.9409 0.7672 0.5381 0.054 Uiso 1 1 calc R
H7'2 H 0.7891 0.5835 0.5099 0.054 Uiso 1 1 calc R
H7'3 H 0.7334 0.7952 0.5403 0.054 Uiso 1 1 calc R
C4' C 0.69189(18) 1.1533(2) 0.38027(5) 0.0393(3) Uani 1 1 d .
H4' H 0.6653 1.2430 0.3497 0.047 Uiso 1 1 calc R
C5' C 0.63874(18) 1.2281(2) 0.42248(5) 0.0376(3) Uani 1 1 d .
H5' H 0.5754 1.3699 0.4209 0.045 Uiso 1 1 calc R
C3' C 0.78423(18) 0.9464(3) 0.38285(5) 0.0372(3) Uani 1 1 d .
H3' H 0.8220 0.8945 0.3540 0.045 Uiso 1 1 calc R
C7 C 0.26777(19) 0.7386(2) 0.38430(5) 0.0363(3) Uani 1 1 d .
H7A H 0.2081 0.8842 0.3711 0.054 Uiso 1 1 calc R
H7B H 0.3975 0.7664 0.4019 0.054 Uiso 1 1 calc R
H7C H 0.2077 0.6717 0.4087 0.054 Uiso 1 1 calc R
C4 C 0.23276(18) 0.2673(2) 0.25885(5) 0.0378(3) Uani 1 1 d .
H4 H 0.2273 0.1621 0.2315 0.045 Uiso 1 1 calc R
C5 C 0.34844(17) 0.4547(2) 0.26591(5) 0.0357(3) Uani 1 1 d .
H5 H 0.4219 0.4796 0.2431 0.043 Uiso 1 1 calc R
C3 C 0.12506(19) 0.2343(2) 0.29191(5) 0.0412(4) Uani 1 1 d .
H3 H 0.0438 0.1068 0.2871 0.049 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 0.0244(6) 0.0276(6) 0.0275(6) 0.0058(5) 0.0043(4) 0.0034(5)
C1' 0.0231(6) 0.0270(6) 0.0292(6) 0.0012(5) 0.0032(4) -0.0053(5)
C6' 0.0297(6) 0.0294(6) 0.0342(7) -0.0035(5) 0.0067(5) -0.0033(5)
C2 0.0315(7) 0.0388(7) 0.0350(7) 0.0109(6) 0.0063(5) -0.0054(5)
C6 0.0282(6) 0.0309(6) 0.0321(6) 0.0004(5) 0.0074(5) -0.0044(5)
C2' 0.0281(6) 0.0300(6) 0.0340(7) -0.0007(5) 0.0063(5) -0.0003(5)
C7' 0.0367(7) 0.0359(7) 0.0335(7) 0.0062(5) 0.0071(5) -0.0029(6)
C4' 0.0364(7) 0.0418(8) 0.0324(7) 0.0125(6) -0.0025(5) -0.0065(6)
C5' 0.0323(7) 0.0279(7) 0.0465(8) 0.0045(6) 0.0009(6) 0.0003(5)
C3' 0.0350(7) 0.0475(8) 0.0280(6) -0.0013(6) 0.0067(5) -0.0070(6)
C7 0.0407(7) 0.0360(7) 0.0339(7) 0.0019(5) 0.0134(6) 0.0042(6)
C4 0.0407(7) 0.0320(7) 0.0331(7) -0.0036(5) -0.0025(6) 0.0050(6)
C5 0.0310(7) 0.0437(8) 0.0318(7) -0.0025(6) 0.0077(5) 0.0022(6)
C3 0.0408(7) 0.0310(7) 0.0421(8) 0.0061(6) -0.0045(6) -0.0107(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cl Cl 0.1484 0.1585 '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'
C C 0.0033 0.0016 '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
C6 C1 C2 117.71(11)
C6 C1 C7 120.55(11)
C2 C1 C7 121.74(11)
C2' C1' C6' 118.07(11)
C2' C1' C7' 120.87(11)
C6' C1' C7' 121.06(11)
C5' C6' C1' 121.08(12)
C5' C6' H6' 119.5
C1' C6' H6' 119.5
C3 C2 C1 121.09(12)
C3 C2 H2 119.5
C1 C2 H2 119.5
C5 C6 C1 121.17(12)
C5 C6 H6 119.4
C1 C6 H6 119.4
C3' C2' C1' 120.95(12)
C3' C2' H2' 119.5
C1' C2' H2' 119.5
C1' C7' H7'1 109.5
C1' C7' H7'2 109.5
H7'1 C7' H7'2 109.5
C1' C7' H7'3 109.5
H7'1 C7' H7'3 109.5
H7'2 C7' H7'3 109.5
C5' C4' C3' 119.52(12)
C5' C4' H4' 120.2
C3' C4' H4' 120.2
C4' C5' C6' 120.20(12)
C4' C5' H5' 119.9
C6' C5' H5' 119.9
C4' C3' C2' 120.18(12)
C4' C3' H3' 119.9
C2' C3' H3' 119.9
C1 C7 H7A 109.5
C1 C7 H7B 109.5
H7A C7 H7B 109.5
C1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
C5 C4 C3 119.29(12)
C5 C4 H4 120.4
C3 C4 H4 120.4
C4 C5 C6 120.43(12)
C4 C5 H5 119.8
C6 C5 H5 119.8
C4 C3 C2 120.31(12)
C4 C3 H3 119.8
C2 C3 H3 119.8
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.3906(16)
C1 C2 1.3929(18)
C1 C7 1.5024(17)
C1' C2' 1.3912(17)
C1' C6' 1.3918(18)
C1' C7' 1.5056(16)
C6' C5' 1.3873(18)
C6' H6' 0.9500
C2 C3 1.389(2)
C2 H2 0.9500
C6 C5 1.3861(18)
C6 H6 0.9500
C2' C3' 1.3885(18)
C2' H2' 0.9500
C7' H7'1 0.9800
C7' H7'2 0.9800
C7' H7'3 0.9800
C4' C5' 1.380(2)
C4' C3' 1.385(2)
C4' H4' 0.9500
C5' H5' 0.9500
C3' H3' 0.9500
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C4 C5 1.3795(19)
C4 C3 1.380(2)
C4 H4 0.9500
C5 H5 0.9500
C3 H3 0.9500
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
C2' C1' C6' C5' 0.28(18)
C7' C1' C6' C5' 179.78(11)
C6 C1 C2 C3 0.67(18)
C7 C1 C2 C3 -178.65(12)
C2 C1 C6 C5 -0.74(18)
C7 C1 C6 C5 178.59(11)
C6' C1' C2' C3' 0.16(18)
C7' C1' C2' C3' -179.33(11)
C3' C4' C5' C6' 0.0(2)
C1' C6' C5' C4' -0.36(19)
C5' C4' C3' C2' 0.46(19)
C1' C2' C3' C4' -0.54(19)
C3 C4 C5 C6 0.76(19)
C1 C6 C5 C4 0.03(19)
C5 C4 C3 C2 -0.8(2)
C1 C2 C3 C4 0.1(2)
