data_global 


_audit_creation_method            SHELXL-97 

 
# PROCESSING SUMMARY ( IUCr Office Use Only)
 
 
_journal_date_recd_electronic      2018-07-23
_journal_date_to_coeditor        ?
_journal_date_from_coeditor       ? 
_journal_date_accepted     2018-08-29
_journal_date_printers_first        ?
_journal_date_printers_final        ?
_journal_date_proofs_out        ?
_journal_date_proofs_in        ?
_journal_coeditor_name        ?
_journal_coeditor_code      XK5047SUP1
_journal_coeditor_notes
;

;
_journal_paper_category      FA
_journal_techeditor_code      B181229
_iucr_compatibility_tag          ACTA95
_journal_techeditor_notes
;

;
_journal_coden_ASTM        ?
_journal_name_full        ?
_journal_year        ?
_journal_volume        ?
_journal_issue        ?
_journal_page_first        ?
_journal_page_last        ?
_journal_suppl_publ_number        ?
_journal_suppl_publ_pages        ?

 
# SUBMISSION DETAILS 


_publ_contact_author_name         'Maciej Bujak' 
_publ_contact_author_address 
;    Maciej Bujak
     Faculty of Chemistry
     University of Opole
     Oleska 48 
     45-052 Opole
     Poland
     e-mail: mbujak@uni.opole.pl
;

_publ_contact_author_email     'mbujak@uni.opole.pl' 


_publ_contact_letter 
; 
  ? 
; 
_publ_requested_journal               ?
_publ_requested_category             'FO' 
_publ_requested_coeditor              ? 

 
# TITLE AND AUTHOR LIST
 
 
_publ_section_title 
;
Melting point, molecular symmetry and aggregation of tetrachlorobenzene isomers:
the role of halogen bonding
;  

loop_ 
_publ_author_name 
_publ_author_address 

 'Bujak, Maciej' 
; Faculty of Chemistry
  University of Opole
  Oleska 48 
  45-052 Opole
  Poland
;

 
 ########################################################################
 

data_1234TCB_270K 
_database_code_depnum_ccdc_archive 'CCDC 1857059'

# CHEMICAL DATA

  
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 1,2,3,4-Tetrachlorobenzene 
; 
_chemical_name_common             ? 
_chemical_melting_point           320.7 
_chemical_formula_moiety          'C6 H2 Cl4' 
_chemical_formula_sum 
 'C6 H2 Cl4' 
_chemical_formula_weight          215.88 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 

# CRYSTAL DATA

 
_space_group_crystal_system       'Monoclinic'
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc' 
 
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' 
 
_cell_length_a                    3.8682(3) 
_cell_length_b                    14.9766(9) 
_cell_length_c                    13.4758(9) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.378(6) 
_cell_angle_gamma                 90.00 
_cell_volume                      780.67(9) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     270.0(1) 
_cell_measurement_reflns_used     2263 
_cell_measurement_theta_min       3.30 
_cell_measurement_theta_max       28.44 
 
_exptl_crystal_description        'tabular'
_exptl_crystal_colour             'colourless'
_exptl_crystal_size_max           0.46 
_exptl_crystal_size_mid           0.35 
_exptl_crystal_size_min           0.26 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.837 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              424 
_exptl_absorpt_coefficient_mu     1.426 
_exptl_absorpt_correction_type    'multi-scan' 
_exptl_absorpt_correction_T_min   0.906 
_exptl_absorpt_correction_T_max   1.000
_exptl_absorpt_process_details    
;
CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
; 
 
_exptl_special_details 
; 
 ? 
; 


# EXPERIMENTAL DATA

 
_diffrn_ambient_temperature       270.(1) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Xcalibur' 
_diffrn_measurement_method        'ω--scan' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             5063 
_diffrn_reflns_av_R_equivalents   0.0269 
_diffrn_reflns_av_sigmaI/netI     0.0271 
_diffrn_reflns_limit_h_min        -4 
_diffrn_reflns_limit_h_max        4 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        18 
_diffrn_reflns_limit_l_min        -16 
_diffrn_reflns_limit_l_max        16 
_diffrn_reflns_theta_min          3.02 
_diffrn_reflns_theta_max          26.00 
_reflns_number_total              1520 
_reflns_number_gt                 1252 
_reflns_threshold_expression      >2sigma(I)

_computing_data_collection        
 'CrysAlis CCD ver. 1.171.33.57 (Oxford Diffraction Ltd., 2010)' 
_computing_cell_refinement  
 'CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)'      
_computing_data_reduction 
 'CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)'      
_computing_structure_solution     'SHELXS-97 (G.M.Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (G.M.Sheldrick, 2008, 2015)' 
_computing_molecular_graphics     'Mercury (C.F.Macrae at al., 2008)' 
_computing_publication_material   'SHELXL-97 (G.M.Sheldrick, 2008, 2015)'


# REFINEMENT DATA

 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0378P)²+3.6776P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap  
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.019(3) 
_refine_ls_extinction_expression 
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^' 
_refine_ls_number_reflns          1520 
_refine_ls_number_parameters      92 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0761 
_refine_ls_R_factor_gt            0.0651 
_refine_ls_wR_factor_ref          0.1595 
_refine_ls_wR_factor_gt           0.1556 
_refine_ls_goodness_of_fit_ref    1.089 
_refine_ls_restrained_S_all       1.089 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 


# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

 
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 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.1255(15) 0.2526(4) 0.1690(4) 0.0465(13) Uani 1 1 d . . . 
Cl1 Cl -0.0467(5) 0.17466(11) 0.08858(14) 0.0678(6) Uani 1 1 d . . . 
C2 C 0.1635(15) 0.3405(4) 0.1405(4) 0.0442(13) Uani 1 1 d . . . 
Cl2 Cl 0.0361(5) 0.37454(12) 0.02399(11) 0.0652(5) Uani 1 1 d . . . 
C3 C 0.3085(15) 0.4016(4) 0.2066(4) 0.0452(12) Uani 1 1 d . . . 
Cl3 Cl 0.3591(5) 0.51143(11) 0.17090(15) 0.0717(6) Uani 1 1 d . . . 
C4 C 0.4055(15) 0.3748(4) 0.3011(4) 0.0457(13) Uani 1 1 d . . . 
Cl4 Cl 0.5782(5) 0.45067(13) 0.38398(13) 0.0686(6) Uani 1 1 d . . . 
C5 C 0.3675(17) 0.2864(4) 0.3293(4) 0.0558(15) Uani 1 1 d . . . 
H5 H 0.4347 0.2679 0.3924 0.067 Uiso 1 1 calc R . . 
C6 C 0.2285(17) 0.2259(4) 0.2625(5) 0.0584(16) Uani 1 1 d . . . 
H6 H 0.2042 0.1664 0.2809 0.070 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 0.044(3) 0.043(3) 0.053(3) -0.006(2) 0.010(2) 0.004(2) 
Cl1 0.0696(11) 0.0536(9) 0.0803(12) -0.0189(8) -0.0022(9) -0.0056(8) 
C2 0.045(3) 0.048(3) 0.040(3) -0.001(2) 0.004(2) 0.004(2) 
Cl2 0.0831(12) 0.0678(11) 0.0448(8) 0.0051(7) -0.0101(8) 0.0067(9) 
C3 0.044(3) 0.043(3) 0.049(3) -0.001(2) 0.001(2) 0.004(2) 
Cl3 0.0909(13) 0.0417(9) 0.0825(12) 0.0090(8) -0.0106(10) -0.0050(8) 
C4 0.044(3) 0.051(3) 0.042(3) -0.005(2) 0.002(2) 0.004(3) 
Cl4 0.0689(11) 0.0777(12) 0.0591(10) -0.0215(8) -0.0092(8) 0.0033(9) 
C5 0.061(4) 0.065(4) 0.041(3) 0.012(3) -0.001(3) 0.007(3) 
C6 0.065(4) 0.042(3) 0.069(4) 0.017(3) 0.003(3) 0.001(3) 


# MOLECULAR GEOMETRY

 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
C1 C6 1.378(8) . ? 
C1 C2 1.380(8) . ? 
C1 Cl1 1.724(6) . ? 
C2 C3 1.393(8) . ? 
C2 Cl2 1.720(6) . ? 
C3 C4 1.384(8) . ? 
C3 Cl3 1.725(6) . ? 
C4 C5 1.387(8) . ? 
C4 Cl4 1.725(6) . ? 
C5 C6 1.384(9) . ? 
C5 H5 0.9300 . ? 
C6 H6 0.9300 . ? 
 
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 
 _geom_angle_publ_flag 
C6 C1 C2 120.1(5) . . ? 
C6 C1 Cl1 119.1(5) . . ? 
C2 C1 Cl1 120.8(5) . . ? 
C1 C2 C3 119.5(5) . . ? 
C1 C2 Cl2 120.4(4) . . ? 
C3 C2 Cl2 120.1(4) . . ? 
C4 C3 C2 120.2(5) . . ? 
C4 C3 Cl3 120.2(4) . . ? 
C2 C3 Cl3 119.6(4) . . ? 
C3 C4 C5 120.1(5) . . ? 
C3 C4 Cl4 120.4(5) . . ? 
C5 C4 Cl4 119.5(4) . . ? 
C6 C5 C4 119.2(5) . . ? 
C6 C5 H5 120.4 . . ? 
C4 C5 H5 120.4 . . ? 
C1 C6 C5 120.9(5) . . ? 
C1 C6 H6 119.6 . . ? 
C5 C6 H6 119.6 . . ? 
 
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_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
C6 C1 C2 C3 0.4(8) . . . . ? 
Cl1 C1 C2 C3 -179.0(4) . . . . ? 
C6 C1 C2 Cl2 180.0(5) . . . . ? 
Cl1 C1 C2 Cl2 0.6(7) . . . . ? 
C1 C2 C3 C4 -1.7(8) . . . . ? 
Cl2 C2 C3 C4 178.8(4) . . . . ? 
C1 C2 C3 Cl3 179.6(4) . . . . ? 
Cl2 C2 C3 Cl3 0.0(7) . . . . ? 
C2 C3 C4 C5 1.8(9) . . . . ? 
Cl3 C3 C4 C5 -179.4(5) . . . . ? 
C2 C3 C4 Cl4 -178.9(4) . . . . ? 
Cl3 C3 C4 Cl4 -0.1(7) . . . . ? 
C3 C4 C5 C6 -0.7(9) . . . . ? 
Cl4 C4 C5 C6 179.9(5) . . . . ? 
C2 C1 C6 C5 0.7(9) . . . . ? 
Cl1 C1 C6 C5 -179.9(5) . . . . ? 
C4 C5 C6 C1 -0.5(10) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.988 
_diffrn_reflns_theta_full              26.00 
_diffrn_measured_fraction_theta_full   0.988 
_refine_diff_density_max    0.575 
_refine_diff_density_min   -0.418 
_refine_diff_density_rms    0.088 


_vrf_PLAT340_1234TCB_270K
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00833 Ang.       
 
RESPONSE: It was checked.
; 


 ########################################################################


data_1234TCB_90K 
_database_code_depnum_ccdc_archive 'CCDC 1857060'

# CHEMICAL DATA

 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 1,2,3,4-Tetrachlorobenzene 
; 
_chemical_name_common             ? 
_chemical_melting_point           320.7 
_chemical_formula_moiety          'C6 H2 Cl4' 
_chemical_formula_sum 
 'C6 H2 Cl4' 
_chemical_formula_weight          215.88 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
 
# CRYSTAL DATA

 
_space_group_crystal_system       'Monoclinic'
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc' 
 
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' 
 
_cell_length_a                    3.79937(12) 
_cell_length_b                    14.8635(4) 
_cell_length_c                    13.3272(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  89.674(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      752.60(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     90.0(1) 
_cell_measurement_reflns_used     3724 
_cell_measurement_theta_min       3.13 
_cell_measurement_theta_max       29.41 
 
_exptl_crystal_description        'tabular'
_exptl_crystal_colour             'colourless'
_exptl_crystal_size_max           0.46 
_exptl_crystal_size_mid           0.35 
_exptl_crystal_size_min           0.26 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.905 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              424 
_exptl_absorpt_coefficient_mu     1.479 
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   0.953 
_exptl_absorpt_correction_T_max   1.000 
_exptl_absorpt_process_details    
;
CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
; 
 
_exptl_special_details 
; 
 ? 
; 


# EXPERIMENTAL DATA

 
_diffrn_ambient_temperature       90.0(1) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Xcalibur' 
_diffrn_measurement_method        'ω--scan' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             4993 
_diffrn_reflns_av_R_equivalents   0.0201 
_diffrn_reflns_av_sigmaI/netI     0.0214 
_diffrn_reflns_limit_h_min        -4 
_diffrn_reflns_limit_h_max        4 
_diffrn_reflns_limit_k_min        -15 
_diffrn_reflns_limit_k_max        18 
_diffrn_reflns_limit_l_min        -16 
_diffrn_reflns_limit_l_max        16 
_diffrn_reflns_theta_min          3.06 
_diffrn_reflns_theta_max          25.99 
_reflns_number_total              1469 
_reflns_number_gt                 1343 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        
 'CrysAlis CCD ver. 1.171.33.57 (Oxford Diffraction Ltd., 2010)' 
_computing_cell_refinement  
 'CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)'      
_computing_data_reduction 
 'CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)'      
_computing_structure_solution     'SHELXS-97 (G.M.Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (G.M.Sheldrick, 2008, 2015)' 
_computing_molecular_graphics     'Mercury (C.F.Macrae at al., 2008)' 
_computing_publication_material   'SHELXL-97 (G.M.Sheldrick, 2008, 2015)'


# REFINEMENT DATA


_refine_special_details 
; 
 Refinement of F\^2\^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F\^2\^, conventional R-factors R are based 
 on F, with F set to zero for negative F\^2\^. The threshold expression of 
 F\^2\^ > 2sigma(F\^2\^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F\^2\^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
;
 calc w=1/[σ\^2\^(Fo\^2\^)+(0.0000P)\^2\^+6.5793P] where
 P=(Fo\^2\^+2Fc\^2\^)/3
;
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap  
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0059(14) 
_refine_ls_extinction_expression 
 'Fc\^*\^=kFc[1+0.001xFc\^2\^λ\^3\^/sin(2θ)]\^-1/4\^' 
_refine_ls_number_reflns          1469 
_refine_ls_number_parameters      92 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0562 
_refine_ls_R_factor_gt            0.0524 
_refine_ls_wR_factor_ref          0.1312 
_refine_ls_wR_factor_gt           0.1302 
_refine_ls_goodness_of_fit_ref    1.362 
_refine_ls_restrained_S_all       1.362 
_refine_ls_shift/su_max           0.000 
_refine_ls_shift/su_mean          0.000 


# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

 
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 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.1177(14) 0.2518(4) 0.1684(4) 0.0151(11) Uani 1 1 d . . . 
Cl1 Cl -0.0570(4) 0.17365(9) 0.08651(11) 0.0204(4) Uani 1 1 d . . . 
C2 C 0.1575(15) 0.3414(4) 0.1394(4) 0.0153(11) Uani 1 1 d . . . 
Cl2 Cl 0.0294(4) 0.37671(10) 0.02238(10) 0.0195(4) Uani 1 1 d . . . 
C3 C 0.3025(15) 0.4025(4) 0.2074(4) 0.0160(11) Uani 1 1 d . . . 
Cl3 Cl 0.3591(4) 0.51373(9) 0.17186(11) 0.0215(4) Uani 1 1 d . . . 
C4 C 0.4009(14) 0.3745(4) 0.3023(4) 0.0138(11) Uani 1 1 d . . . 
Cl4 Cl 0.5782(4) 0.45046(10) 0.38660(11) 0.0203(4) Uani 1 1 d . . . 
C5 C 0.3590(15) 0.2846(4) 0.3309(4) 0.0177(12) Uani 1 1 d . . . 
H5 H 0.4260 0.2656 0.3945 0.021 Uiso 1 1 calc R . . 
C6 C 0.2162(15) 0.2241(4) 0.2632(4) 0.0180(12) Uani 1 1 d . . . 
H6 H 0.1864 0.1642 0.2817 0.022 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 0.011(3) 0.015(3) 0.019(3) -0.006(2) 0.003(2) -0.001(2) 
Cl1 0.0205(7) 0.0160(7) 0.0246(8) -0.0057(6) -0.0013(6) -0.0017(5) 
C2 0.013(3) 0.019(3) 0.013(3) -0.001(2) 0.000(2) 0.001(2) 
Cl2 0.0241(8) 0.0202(7) 0.0141(7) 0.0018(5) -0.0028(5) 0.0012(6) 
C3 0.013(3) 0.015(3) 0.020(3) 0.002(2) 0.002(2) 0.000(2) 
Cl3 0.0261(8) 0.0134(7) 0.0250(8) 0.0028(6) -0.0032(6) -0.0017(6) 
C4 0.011(3) 0.017(3) 0.014(3) -0.002(2) 0.000(2) 0.000(2) 
Cl4 0.0204(7) 0.0230(7) 0.0176(7) -0.0061(6) -0.0028(5) 0.0004(6) 
C5 0.015(3) 0.025(3) 0.013(3) 0.002(2) 0.000(2) 0.002(2) 
C6 0.018(3) 0.014(3) 0.022(3) 0.005(2) 0.003(2) 0.000(2) 


# MOLECULAR GEOMETRY

 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
C1 C6 1.382(8) . ? 
C1 C2 1.395(8) . ? 
C1 Cl1 1.729(6) . ? 
C2 C3 1.399(8) . ? 
C2 Cl2 1.718(6) . ? 
C3 C4 1.385(8) . ? 
C3 Cl3 1.732(6) . ? 
C4 C5 1.398(8) . ? 
C4 Cl4 1.732(6) . ? 
C5 C6 1.386(8) . ? 
C5 H5 0.9300 . ? 
C6 H6 0.9300 . ? 
 
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 
 _geom_angle_publ_flag 
C6 C1 C2 120.6(5) . . ? 
C6 C1 Cl1 118.9(4) . . ? 
C2 C1 Cl1 120.5(4) . . ? 
C1 C2 C3 118.8(5) . . ? 
C1 C2 Cl2 120.9(4) . . ? 
C3 C2 Cl2 120.3(4) . . ? 
C4 C3 C2 120.4(5) . . ? 
C4 C3 Cl3 120.2(4) . . ? 
C2 C3 Cl3 119.4(4) . . ? 
C3 C4 C5 120.3(5) . . ? 
C3 C4 Cl4 120.3(4) . . ? 
C5 C4 Cl4 119.4(4) . . ? 
C6 C5 C4 119.2(5) . . ? 
C6 C5 H5 120.4 . . ? 
C4 C5 H5 120.4 . . ? 
C1 C6 C5 120.7(5) . . ? 
C1 C6 H6 119.7 . . ? 
C5 C6 H6 119.7 . . ? 
 
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_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
C6 C1 C2 C3 0.7(8) . . . . ? 
Cl1 C1 C2 C3 -179.5(4) . . . . ? 
C6 C1 C2 Cl2 -179.0(4) . . . . ? 
Cl1 C1 C2 Cl2 0.8(7) . . . . ? 
C1 C2 C3 C4 -0.7(8) . . . . ? 
Cl2 C2 C3 C4 179.0(4) . . . . ? 
C1 C2 C3 Cl3 179.2(4) . . . . ? 
Cl2 C2 C3 Cl3 -1.1(7) . . . . ? 
C2 C3 C4 C5 0.5(8) . . . . ? 
Cl3 C3 C4 C5 -179.3(4) . . . . ? 
C2 C3 C4 Cl4 -179.7(4) . . . . ? 
Cl3 C3 C4 Cl4 0.5(7) . . . . ? 
C3 C4 C5 C6 -0.3(8) . . . . ? 
Cl4 C4 C5 C6 179.9(4) . . . . ? 
C2 C1 C6 C5 -0.5(8) . . . . ? 
Cl1 C1 C6 C5 179.7(4) . . . . ? 
C4 C5 C6 C1 0.3(8) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.991 
_diffrn_reflns_theta_full              25.99 
_diffrn_measured_fraction_theta_full   0.991 
_refine_diff_density_max    0.609 
_refine_diff_density_min   -0.506 
_refine_diff_density_rms    0.127 


_vrf_PLAT157_1234TCB_90K
;
PROBLEM: Non-standard Monoclinic Beta Angle less 90 Deg      89.67 Degree       
 
RESPONSE: The beta angle was chosen, to be smaller than 90.0 degrees, to show 
the direct relationship of this structure to that one determined at 270 K. 
; 

_vrf_PLAT340_1234TCB_90K
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.008 Ang.       
 
RESPONSE: It was checked.
; 



 ########################################################################


data_1235TCB_270K 
_database_code_depnum_ccdc_archive 'CCDC 1857061'

# CHEMICAL DATA

  
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 1,2,3,5-Tetrachlorobenzene 
; 
_chemical_name_common             ? 
_chemical_melting_point           327.7 
_chemical_formula_moiety          'C6 H2 Cl4' 
_chemical_formula_sum 
 'C6 H2 Cl4' 
_chemical_formula_weight          215.88 


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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 

 
# CRYSTAL DATA

 
_space_group_crystal_system       'Monoclinic'
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc' 
 
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' 
 
_cell_length_a                    3.83433(11) 
_cell_length_b                    23.9377(6) 
_cell_length_c                    17.2355(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  94.293(3) 
_cell_angle_gamma                 90.00 
_cell_volume                      1577.52(7) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     270.0(1) 
_cell_measurement_reflns_used     5103 
_cell_measurement_theta_min       3.40 
_cell_measurement_theta_max       28.75 
 
_exptl_crystal_description        'pillar'
_exptl_crystal_colour             'colourless'
_exptl_crystal_size_max           0.40 
_exptl_crystal_size_mid           0.26 
_exptl_crystal_size_min           0.25 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.818 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              848 
_exptl_absorpt_coefficient_mu     1.411 
_exptl_absorpt_correction_type    'multi-scan' 
_exptl_absorpt_correction_T_min   0.981 
_exptl_absorpt_correction_T_max   1.000
_exptl_absorpt_process_details    
;
CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
; 
 
_exptl_special_details 
; 
 ? 
; 


# EXPERIMENTAL DATA

 
_diffrn_ambient_temperature       270.0(1) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Xcalibur' 
_diffrn_measurement_method        'ω--scan' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             10692 
_diffrn_reflns_av_R_equivalents   0.0193 
_diffrn_reflns_av_sigmaI/netI     0.0231 
_diffrn_reflns_limit_h_min        -2 
_diffrn_reflns_limit_h_max        4 
_diffrn_reflns_limit_k_min        -29 
_diffrn_reflns_limit_k_max        29 
_diffrn_reflns_limit_l_min        -21 
_diffrn_reflns_limit_l_max        21 
_diffrn_reflns_theta_min          3.40 
_diffrn_reflns_theta_max          26.00 
_reflns_number_total              3097 
_reflns_number_gt                 2317 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        
 'CrysAlis CCD ver. 1.171.33.57 (Oxford Diffraction Ltd., 2010)' 
_computing_cell_refinement  
 'CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)'      
_computing_data_reduction 
 'CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)'      
_computing_structure_solution     'SHELXS-97 (G.M.Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (G.M.Sheldrick, 2008, 2015)' 
_computing_molecular_graphics     'Mercury (C.F.Macrae at al., 2008)' 
_computing_publication_material   'SHELXL-97 (G.M.Sheldrick, 2008, 2015)'


# REFINEMENT DATA

 
_refine_special_details 
; 
 Refinement of F\^2\^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F\^2\^, conventional R-factors R are based 
 on F, with F set to zero for negative F\^2\^. The threshold expression of 
 F\^2\^ > 2sigma(F\^2\^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F\^2\^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details
; 
 calc w=1/[σ\^2\^(Fo\^2\^)+(0.0320P)\^2\^+0.0000P] where
 P=(Fo\^2\^+2Fc\^2\^)/3
; 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap  
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          3097 
_refine_ls_number_parameters      181 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0381 
_refine_ls_R_factor_gt            0.0246 
_refine_ls_wR_factor_ref          0.0599 
_refine_ls_wR_factor_gt           0.0575 
_refine_ls_goodness_of_fit_ref    0.978 
_refine_ls_restrained_S_all       0.978 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 


# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

 
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 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.1928(4) -0.03197(7) 0.36377(10) 0.0391(4) Uani 1 1 d . . . 
Cl1 Cl 0.36535(14) -0.07516(2) 0.43755(3) 0.05800(15) Uani 1 1 d . . . 
C2 C 0.1674(4) -0.05067(7) 0.28738(10) 0.0358(4) Uani 1 1 d . . . 
Cl2 Cl 0.30717(13) -0.116412(18) 0.26445(3) 0.05096(14) Uani 1 1 d . . . 
C3 C 0.0261(4) -0.01461(7) 0.22987(10) 0.0378(4) Uani 1 1 d . . . 
Cl3 Cl -0.00755(15) -0.03547(2) 0.13382(3) 0.05990(16) Uani 1 1 d . . . 
C4 C -0.0867(4) 0.03816(7) 0.24784(10) 0.0393(4) Uani 1 1 d . . . 
H4 H -0.1807 0.0619 0.2090 0.047 Uiso 1 1 calc R . . 
C5 C -0.0577(4) 0.05504(7) 0.32425(10) 0.0409(4) Uani 1 1 d . . . 
Cl5 Cl -0.19961(14) 0.121523(19) 0.34728(3) 0.06024(15) Uani 1 1 d . . . 
C6 C 0.0818(5) 0.02079(7) 0.38276(11) 0.0439(4) Uani 1 1 d . . . 
H6 H 0.1010 0.0330 0.4341 0.053 Uiso 1 1 calc R . . 
C7 C 0.4340(5) 0.35148(7) 0.51498(10) 0.0391(4) Uani 1 1 d . . . 
Cl7 Cl 0.55033(15) 0.41901(2) 0.54078(3) 0.05906(15) Uani 1 1 d . . . 
C8 C 0.3166(5) 0.31475(7) 0.57000(10) 0.0404(4) Uani 1 1 d . . . 
Cl8 Cl 0.28425(16) 0.33537(2) 0.66451(3) 0.06430(17) Uani 1 1 d . . . 
C9 C 0.2287(5) 0.26081(7) 0.54648(11) 0.0428(4) Uani 1 1 d . . . 
Cl9 Cl 0.08067(14) 0.21350(2) 0.61234(3) 0.06384(16) Uani 1 1 d . . . 
C10 C 0.2565(5) 0.24360(7) 0.47127(12) 0.0478(5) Uani 1 1 d . . . 
H10 H 0.1979 0.2072 0.4564 0.057 Uiso 1 1 calc R . . 
C11 C 0.3731(5) 0.28108(8) 0.41788(10) 0.0452(5) Uani 1 1 d . . . 
Cl11 Cl 0.41105(19) 0.25968(2) 0.32310(3) 0.07385(19) Uani 1 1 d . . . 
C12 C 0.4624(5) 0.33506(7) 0.43896(10) 0.0410(4) Uani 1 1 d . . . 
H12 H 0.5403 0.3600 0.4026 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 0.0382(10) 0.0376(10) 0.0408(10) 0.0058(8) -0.0003(8) -0.0026(8) 
Cl1 0.0705(3) 0.0537(3) 0.0479(3) 0.0102(2) -0.0086(2) 0.0054(3) 
C2 0.0345(9) 0.0296(9) 0.0436(10) 0.0016(8) 0.0046(8) -0.0024(7) 
Cl2 0.0626(3) 0.0361(3) 0.0553(3) 0.0011(2) 0.0115(2) 0.0078(2) 
C3 0.0380(10) 0.0386(10) 0.0368(9) -0.0022(8) 0.0028(8) -0.0052(8) 
Cl3 0.0887(4) 0.0521(3) 0.0382(3) -0.0031(2) 0.0004(3) 0.0086(3) 
C4 0.0396(10) 0.0327(9) 0.0451(10) 0.0044(8) -0.0008(8) -0.0018(8) 
C5 0.0397(10) 0.0307(9) 0.0523(11) -0.0048(8) 0.0029(9) -0.0016(8) 
Cl5 0.0733(4) 0.0363(3) 0.0706(3) -0.0115(2) 0.0022(3) 0.0068(2) 
C6 0.0485(11) 0.0439(11) 0.0390(10) -0.0050(8) 0.0003(9) -0.0044(9) 
C7 0.0434(10) 0.0318(9) 0.0410(10) 0.0009(8) -0.0033(8) -0.0008(8) 
Cl7 0.0893(4) 0.0382(3) 0.0487(3) -0.0037(2) -0.0019(3) -0.0132(3) 
C8 0.0419(10) 0.0432(10) 0.0354(9) 0.0044(8) -0.0010(8) 0.0049(9) 
Cl8 0.0914(4) 0.0638(3) 0.0385(3) 0.0019(2) 0.0098(3) 0.0025(3) 
C9 0.0389(11) 0.0397(10) 0.0492(11) 0.0133(9) -0.0005(9) 0.0014(8) 
Cl9 0.0662(3) 0.0546(3) 0.0708(4) 0.0269(3) 0.0059(3) -0.0081(3) 
C10 0.0548(12) 0.0323(10) 0.0551(12) -0.0003(9) -0.0039(10) -0.0032(9) 
C11 0.0540(12) 0.0406(10) 0.0407(10) -0.0041(8) 0.0010(9) 0.0016(9) 
Cl11 0.1174(5) 0.0561(3) 0.0489(3) -0.0152(2) 0.0128(3) -0.0062(3) 
C12 0.0486(11) 0.0360(10) 0.0386(10) 0.0059(8) 0.0034(9) -0.0007(8)


# MOLECULAR GEOMETRY

 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
C1 C6 1.380(2) . ? 
C1 C2 1.387(2) . ? 
C1 Cl1 1.7314(17) . ? 
C2 C3 1.393(2) . ? 
C2 Cl2 1.7179(17) . ? 
C3 C4 1.378(2) . ? 
C3 Cl3 1.7248(17) . ? 
C4 C5 1.374(2) . ? 
C4 H4 0.9300 . ? 
C5 C6 1.376(2) . ? 
C5 Cl5 1.7374(18) . ? 
C6 H6 0.9300 . ? 
C7 C12 1.380(2) . ? 
C7 C8 1.393(2) . ? 
C7 Cl7 1.7263(17) . ? 
C8 C9 1.387(2) . ? 
C8 Cl8 1.7153(18) . ? 
C9 C10 1.372(3) . ? 
C9 Cl9 1.7291(18) . ? 
C10 C11 1.383(3) . ? 
C10 H10 0.9300 . ? 
C11 C12 1.378(2) . ? 
C11 Cl11 1.7286(18) . ? 
C12 H12 0.9300 . ? 
 
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 
 _geom_angle_publ_flag 
C6 C1 C2 121.30(16) . . ? 
C6 C1 Cl1 118.68(14) . . ? 
C2 C1 Cl1 120.02(13) . . ? 
C1 C2 C3 118.11(15) . . ? 
C1 C2 Cl2 120.87(13) . . ? 
C3 C2 Cl2 121.02(13) . . ? 
C4 C3 C2 121.34(16) . . ? 
C4 C3 Cl3 118.61(14) . . ? 
C2 C3 Cl3 120.05(13) . . ? 
C5 C4 C3 118.73(16) . . ? 
C5 C4 H4 120.6 . . ? 
C3 C4 H4 120.6 . . ? 
C4 C5 C6 121.74(16) . . ? 
C4 C5 Cl5 118.95(14) . . ? 
C6 C5 Cl5 119.31(14) . . ? 
C5 C6 C1 118.77(17) . . ? 
C5 C6 H6 120.6 . . ? 
C1 C6 H6 120.6 . . ? 
C12 C7 C8 121.28(16) . . ? 
C12 C7 Cl7 118.31(13) . . ? 
C8 C7 Cl7 120.41(14) . . ? 
C9 C8 C7 118.19(16) . . ? 
C9 C8 Cl8 120.81(14) . . ? 
C7 C8 Cl8 121.00(14) . . ? 
C10 C9 C8 121.42(17) . . ? 
C10 C9 Cl9 118.43(14) . . ? 
C8 C9 Cl9 120.15(15) . . ? 
C9 C10 C11 119.05(17) . . ? 
C9 C10 H10 120.5 . . ? 
C11 C10 H10 120.5 . . ? 
C12 C11 C10 121.26(17) . . ? 
C12 C11 Cl11 119.34(14) . . ? 
C10 C11 Cl11 119.39(14) . . ? 
C11 C12 C7 118.79(16) . . ? 
C11 C12 H12 120.6 . . ? 
C7 C12 H12 120.6 . . ? 
 
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_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
C6 C1 C2 C3 0.0(3) . . . . ? 
Cl1 C1 C2 C3 179.83(12) . . . . ? 
C6 C1 C2 Cl2 179.89(13) . . . . ? 
Cl1 C1 C2 Cl2 -0.3(2) . . . . ? 
C1 C2 C3 C4 -0.2(2) . . . . ? 
Cl2 C2 C3 C4 179.96(14) . . . . ? 
C1 C2 C3 Cl3 179.36(13) . . . . ? 
Cl2 C2 C3 Cl3 -0.5(2) . . . . ? 
C2 C3 C4 C5 0.0(3) . . . . ? 
Cl3 C3 C4 C5 -179.51(13) . . . . ? 
C3 C4 C5 C6 0.3(3) . . . . ? 
C3 C4 C5 Cl5 -179.99(13) . . . . ? 
C4 C5 C6 C1 -0.5(3) . . . . ? 
Cl5 C5 C6 C1 179.84(13) . . . . ? 
C2 C1 C6 C5 0.3(3) . . . . ? 
Cl1 C1 C6 C5 -179.54(13) . . . . ? 
C12 C7 C8 C9 0.1(3) . . . . ? 
Cl7 C7 C8 C9 -179.55(14) . . . . ? 
C12 C7 C8 Cl8 179.66(14) . . . . ? 
Cl7 C7 C8 Cl8 0.0(2) . . . . ? 
C7 C8 C9 C10 0.2(3) . . . . ? 
Cl8 C8 C9 C10 -179.35(15) . . . . ? 
C7 C8 C9 Cl9 -179.89(13) . . . . ? 
Cl8 C8 C9 Cl9 0.6(2) . . . . ? 
C8 C9 C10 C11 -0.4(3) . . . . ? 
Cl9 C9 C10 C11 179.71(15) . . . . ? 
C9 C10 C11 C12 0.2(3) . . . . ? 
C9 C10 C11 Cl11 179.69(15) . . . . ? 
C10 C11 C12 C7 0.0(3) . . . . ? 
Cl11 C11 C12 C7 -179.39(14) . . . . ? 
C8 C7 C12 C11 -0.2(3) . . . . ? 
Cl7 C7 C12 C11 179.45(14) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              26.00 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.202 
_refine_diff_density_min   -0.239 
_refine_diff_density_rms    0.040 


 ########################################################################


data_1235TCB_90K 

_database_code_depnum_ccdc_archive 'CCDC 1857062'
# CHEMICAL DATA

 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 1,2,3,5-Tetrachlorobenzene 
; 
_chemical_name_common             ? 
_chemical_melting_point           327.7  
_chemical_formula_moiety          'C6 H2 Cl4' 
_chemical_formula_sum 
 'C6 H2 Cl4' 
_chemical_formula_weight          215.88 
 
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' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
 
# CRYSTAL DATA


_space_group_crystal_system       'Monoclinic'
_space_group_name_H-M_alt         'P 21/c'
_space_group_name_Hall            '-P 2ybc' 

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' 
 
_cell_length_a                    3.76927(10) 
_cell_length_b                    23.6053(6) 
_cell_length_c                    17.1740(4) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  94.902(2) 
_cell_angle_gamma                 90.00 
_cell_volume                      1522.46(7) 
_cell_formula_units_Z             8 
_cell_measurement_temperature     90.0(1) 
_cell_measurement_reflns_used     7572 
_cell_measurement_theta_min       3.44 
_cell_measurement_theta_max       29.47 
 
_exptl_crystal_description        'pillar'
_exptl_crystal_colour             'colourless'
_exptl_crystal_size_max           0.40 
_exptl_crystal_size_mid           0.26 
_exptl_crystal_size_min           0.25 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.884 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              848 
_exptl_absorpt_coefficient_mu     1.462 
_exptl_absorpt_correction_type    'multi-scan' 
_exptl_absorpt_correction_T_min   0.970 
_exptl_absorpt_correction_T_max   1.000
_exptl_absorpt_process_details    
;
CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
; 
 
_exptl_special_details 
; 
 ? 
; 


# EXPERIMENTAL DATA

 
_diffrn_ambient_temperature       90.0(1) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Xcalibur' 
_diffrn_measurement_method        'ω--scan' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             10291 
_diffrn_reflns_av_R_equivalents   0.0193 
_diffrn_reflns_av_sigmaI/netI     0.0189 
_diffrn_reflns_limit_h_min        -2 
_diffrn_reflns_limit_h_max        4 
_diffrn_reflns_limit_k_min        -29 
_diffrn_reflns_limit_k_max        29 
_diffrn_reflns_limit_l_min        -21 
_diffrn_reflns_limit_l_max        21 
_diffrn_reflns_theta_min          3.45 
_diffrn_reflns_theta_max          26.00 
_reflns_number_total              2994 
_reflns_number_gt                 2634 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        
 'CrysAlis CCD ver. 1.171.33.57 (Oxford Diffraction Ltd., 2010)' 
_computing_cell_refinement  
 'CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)'      
_computing_data_reduction 
 'CrysAlisPro ver. 1.171.39.15e (Rigaku Oxford Diffraction, 2015)'      
_computing_structure_solution     'SHELXS-97 (G.M.Sheldrick, 2008)' 
_computing_structure_refinement   'SHELXL-97 (G.M.Sheldrick, 2008, 2015)' 
_computing_molecular_graphics     'Mercury (C.F.Macrae at al., 2008)' 
_computing_publication_material   'SHELXL-97 (G.M.Sheldrick, 2008, 2015)'


# REFINEMENT DATA

 
_refine_special_details 
; 
 Refinement of F\^2\^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F\^2\^, conventional R-factors R are based 
 on F, with F set to zero for negative F\^2\^. The threshold expression of 
 F\^2\^ > 2sigma(F\^2\^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F\^2\^ are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details
; 
 calc w=1/[σ\^2\^(Fo\^2\^)+(0.0266P)\^2\^+0.0934P] where
 P=(Fo\^2\^+2Fc\^2\^)/3
; 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap  
_refine_ls_hydrogen_treatment     constr 
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          2994 
_refine_ls_number_parameters      181 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0229 
_refine_ls_R_factor_gt            0.0184 
_refine_ls_wR_factor_ref          0.0472 
_refine_ls_wR_factor_gt           0.0462 
_refine_ls_goodness_of_fit_ref    1.060 
_refine_ls_restrained_S_all       1.060 
_refine_ls_shift/su_max           0.001 
_refine_ls_shift/su_mean          0.000 


# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

 
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 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
C1 C 0.1923(4) -0.03345(6) 0.36523(8) 0.0138(3) Uani 1 1 d . . . 
Cl1 Cl 0.36967(10) -0.077100(16) 0.44003(2) 0.01819(9) Uani 1 1 d . . . 
C2 C 0.1734(4) -0.05217(6) 0.28804(8) 0.0125(3) Uani 1 1 d . . . 
Cl2 Cl 0.32340(10) -0.118568(14) 0.26517(2) 0.01590(9) Uani 1 1 d . . . 
C3 C 0.0297(4) -0.01565(6) 0.22961(8) 0.0125(3) Uani 1 1 d . . . 
Cl3 Cl 0.00618(10) -0.036308(15) 0.13281(2) 0.01842(9) Uani 1 1 d . . . 
C4 C -0.0932(4) 0.03784(6) 0.24733(9) 0.0134(3) Uani 1 1 d . . . 
H4 H -0.1894 0.0618 0.2081 0.016 Uiso 1 1 calc R . . 
C5 C -0.0694(4) 0.05469(6) 0.32478(9) 0.0141(3) Uani 1 1 d . . . 
Cl5 Cl -0.22052(10) 0.121814(15) 0.34747(2) 0.01856(9) Uani 1 1 d . . . 
C6 C 0.0732(4) 0.01995(6) 0.38434(9) 0.0147(3) Uani 1 1 d . . . 
H6 H 0.0889 0.0321 0.4360 0.018 Uiso 1 1 calc R . . 
C7 C 0.4363(4) 0.35277(6) 0.51414(8) 0.0131(3) Uani 1 1 d . . . 
Cl7 Cl 0.56850(10) 0.420938(15) 0.53986(2) 0.01757(9) Uani 1 1 d . . . 
C8 C 0.3156(4) 0.31611(6) 0.57008(8) 0.0132(3) Uani 1 1 d . . . 
Cl8 Cl 0.29511(10) 0.337546(16) 0.66543(2) 0.01921(9) Uani 1 1 d . . . 
C9 C 0.2152(4) 0.26137(6) 0.54699(9) 0.0143(3) Uani 1 1 d . . . 
Cl9 Cl 0.06403(10) 0.214333(15) 0.61401(2) 0.01882(9) Uani 1 1 d . . . 
C10 C 0.2348(4) 0.24324(6) 0.47094(9) 0.0149(3) Uani 1 1 d . . . 
H10 H 0.1687 0.2065 0.4563 0.018 Uiso 1 1 calc R . . 
C11 C 0.3547(4) 0.28079(6) 0.41680(8) 0.0149(3) Uani 1 1 d . . . 
Cl11 Cl 0.38266(11) 0.258378(16) 0.32143(2) 0.02154(10) Uani 1 1 d . . . 
C12 C 0.4551(4) 0.33561(6) 0.43748(8) 0.0135(3) Uani 1 1 d . . . 
H12 H 0.5335 0.3604 0.4005 0.016 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 0.0118(7) 0.0136(7) 0.0158(8) 0.0034(6) 0.0000(6) -0.0008(6) 
Cl1 0.02215(19) 0.01674(19) 0.01499(18) 0.00325(14) -0.00248(15) 0.00191(15) 
C2 0.0108(7) 0.0096(7) 0.0173(7) -0.0003(6) 0.0016(6) -0.0002(6) 
Cl2 0.01909(19) 0.01119(18) 0.01773(19) 0.00040(14) 0.00335(15) 0.00284(14) 
C3 0.0119(7) 0.0145(7) 0.0112(7) -0.0017(6) 0.0013(6) -0.0028(6) 
Cl3 0.0266(2) 0.01678(19) 0.01175(18) -0.00115(14) 0.00066(15) 0.00343(15) 
C4 0.0124(7) 0.0123(7) 0.0154(7) 0.0023(6) -0.0002(6) -0.0012(6) 
C5 0.0123(7) 0.0097(7) 0.0203(8) -0.0023(6) 0.0024(6) -0.0006(6) 
Cl5 0.0224(2) 0.01135(18) 0.0217(2) -0.00351(14) 0.00063(15) 0.00232(14) 
C6 0.0152(7) 0.0158(8) 0.0130(7) -0.0025(6) 0.0005(6) -0.0026(6) 
C7 0.0125(7) 0.0102(7) 0.0162(7) -0.0008(6) -0.0010(6) -0.0009(6) 
Cl7 0.0252(2) 0.01169(18) 0.01561(18) -0.00117(14) 0.00036(15) -0.00436(15) 
C8 0.0117(7) 0.0153(7) 0.0123(7) 0.0003(6) -0.0003(6) 0.0023(6) 
Cl8 0.0268(2) 0.0190(2) 0.01208(18) -0.00027(14) 0.00295(15) -0.00095(16) 
C9 0.0115(7) 0.0146(8) 0.0168(8) 0.0050(6) 0.0003(6) 0.0005(6) 
Cl9 0.02011(19) 0.01587(19) 0.02052(19) 0.00699(15) 0.00195(15) -0.00263(15) 
C10 0.0154(8) 0.0096(7) 0.0191(8) -0.0004(6) -0.0019(6) -0.0007(6) 
C11 0.0150(7) 0.0173(8) 0.0124(7) -0.0022(6) 0.0001(6) 0.0028(6) 
Cl11 0.0324(2) 0.0175(2) 0.01504(19) -0.00473(15) 0.00424(16) -0.00236(16) 
C12 0.0132(7) 0.0136(7) 0.0137(7) 0.0031(6) 0.0005(6) -0.0003(6) 


# MOLECULAR GEOMETRY

 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
C1 C6 1.387(2) . ? 
C1 C2 1.393(2) . ? 
C1 Cl1 1.7355(14) . ? 
C2 C3 1.3967(19) . ? 
C2 Cl2 1.7229(14) . ? 
C3 C4 1.388(2) . ? 
C3 Cl3 1.7275(14) . ? 
C4 C5 1.384(2) . ? 
C4 H4 0.9300 . ? 
C5 C6 1.383(2) . ? 
C5 Cl5 1.7392(15) . ? 
C6 H6 0.9300 . ? 
C7 C12 1.385(2) . ? 
C7 C8 1.398(2) . ? 
C7 Cl7 1.7307(14) . ? 
C8 C9 1.394(2) . ? 
C8 Cl8 1.7219(15) . ? 
C9 C10 1.382(2) . ? 
C9 Cl9 1.7304(15) . ? 
C10 C11 1.388(2) . ? 
C10 H10 0.9300 . ? 
C11 C12 1.386(2) . ? 
C11 Cl11 1.7330(15) . ? 
C12 H12 0.9300 . ? 
 
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 
 _geom_angle_publ_flag 
C6 C1 C2 121.47(13) . . ? 
C6 C1 Cl1 118.46(11) . . ? 
C2 C1 Cl1 120.07(11) . . ? 
C1 C2 C3 118.23(13) . . ? 
C1 C2 Cl2 120.95(11) . . ? 
C3 C2 Cl2 120.82(11) . . ? 
C4 C3 C2 121.35(13) . . ? 
C4 C3 Cl3 118.51(11) . . ? 
C2 C3 Cl3 120.14(11) . . ? 
C5 C4 C3 118.48(13) . . ? 
C5 C4 H4 120.8 . . ? 
C3 C4 H4 120.8 . . ? 
C6 C5 C4 121.97(13) . . ? 
C6 C5 Cl5 119.24(11) . . ? 
C4 C5 Cl5 118.79(11) . . ? 
C5 C6 C1 118.50(13) . . ? 
C5 C6 H6 120.8 . . ? 
C1 C6 H6 120.8 . . ? 
C12 C7 C8 121.22(13) . . ? 
C12 C7 Cl7 118.53(11) . . ? 
C8 C7 Cl7 120.25(11) . . ? 
C9 C8 C7 118.34(13) . . ? 
C9 C8 Cl8 120.63(11) . . ? 
C7 C8 Cl8 121.03(11) . . ? 
C10 C9 C8 121.36(13) . . ? 
C10 C9 Cl9 118.49(11) . . ? 
C8 C9 Cl9 120.15(11) . . ? 
C9 C10 C11 118.81(13) . . ? 
C9 C10 H10 120.6 . . ? 
C11 C10 H10 120.6 . . ? 
C12 C11 C10 121.47(14) . . ? 
C12 C11 Cl11 119.33(11) . . ? 
C10 C11 Cl11 119.19(11) . . ? 
C7 C12 C11 118.79(13) . . ? 
C7 C12 H12 120.6 . . ? 
C11 C12 H12 120.6 . . ? 
 
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_1 
 _geom_torsion_site_symmetry_2 
 _geom_torsion_site_symmetry_3 
 _geom_torsion_site_symmetry_4 
 _geom_torsion_publ_flag 
C6 C1 C2 C3 -0.1(2) . . . . ? 
Cl1 C1 C2 C3 -179.83(11) . . . . ? 
C6 C1 C2 Cl2 179.85(11) . . . . ? 
Cl1 C1 C2 Cl2 0.16(17) . . . . ? 
C1 C2 C3 C4 -0.3(2) . . . . ? 
Cl2 C2 C3 C4 179.75(11) . . . . ? 
C1 C2 C3 Cl3 179.03(11) . . . . ? 
Cl2 C2 C3 Cl3 -0.96(17) . . . . ? 
C2 C3 C4 C5 0.3(2) . . . . ? 
Cl3 C3 C4 C5 -179.05(11) . . . . ? 
C3 C4 C5 C6 0.2(2) . . . . ? 
C3 C4 C5 Cl5 179.64(11) . . . . ? 
C4 C5 C6 C1 -0.6(2) . . . . ? 
Cl5 C5 C6 C1 179.97(11) . . . . ? 
C2 C1 C6 C5 0.5(2) . . . . ? 
Cl1 C1 C6 C5 -179.76(11) . . . . ? 
C12 C7 C8 C9 0.3(2) . . . . ? 
Cl7 C7 C8 C9 -179.36(11) . . . . ? 
C12 C7 C8 Cl8 179.65(11) . . . . ? 
Cl7 C7 C8 Cl8 0.00(17) . . . . ? 
C7 C8 C9 C10 0.3(2) . . . . ? 
Cl8 C8 C9 C10 -179.08(11) . . . . ? 
C7 C8 C9 Cl9 179.97(11) . . . . ? 
Cl8 C8 C9 Cl9 0.61(18) . . . . ? 
C8 C9 C10 C11 -0.5(2) . . . . ? 
Cl9 C9 C10 C11 179.81(11) . . . . ? 
C9 C10 C11 C12 0.1(2) . . . . ? 
C9 C10 C11 Cl11 179.65(11) . . . . ? 
C8 C7 C12 C11 -0.6(2) . . . . ? 
Cl7 C7 C12 C11 179.03(11) . . . . ? 
C10 C11 C12 C7 0.4(2) . . . . ? 
Cl11 C11 C12 C7 -179.10(11) . . . . ? 
 
_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              26.00 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.363 
_refine_diff_density_min   -0.201 
_refine_diff_density_rms    0.049 


 ########################################################################
 











