#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/48/7204851.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_7204851
loop_
_publ_author_name
'Li, Qi'
'Hu, Chunhua'
'Haerter, Roland'
'Englert, Ulli'
_publ_section_title
;
 Isosteric molecules in non-isomorphous structures: A new route to new
 structures. The example of 9,10-dihaloanthracene
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              83
_journal_paper_doi               10.1039/b401615g
_journal_volume                  6
_journal_year                    2004
_chemical_formula_sum            'C14 H8 Br0.5 Cl1.5'
_chemical_formula_weight         269.33
_chemical_name_common            dichloroanthracene:dibromoanthracene
_chemical_name_systematic
;
dichloroanthracene:dibromoanthracene
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.203(4)
_cell_angle_beta                 90.179(5)
_cell_angle_gamma                100.495(5)
_cell_formula_units_Z            2
_cell_length_a                   3.8629(9)
_cell_length_b                   8.743(2)
_cell_length_c                   16.515(4)
_cell_measurement_reflns_used    1018
_cell_measurement_temperature    120
_cell_measurement_theta_max      26.51
_cell_measurement_theta_min      3.04
_cell_volume                     528.5(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full .994
_diffrn_measured_fraction_theta_max .994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega 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  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7278
_diffrn_reflns_theta_full        28.37
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         2.45
_exptl_absorpt_coefficient_mu    2.340
_exptl_absorpt_correction_T_max  0.8533
_exptl_absorpt_correction_T_min  0.4546
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'fragment of needle'
_exptl_crystal_F_000             270
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_refine_diff_density_max         .465
_refine_diff_density_min         -.243
_refine_diff_density_rms         .081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2621
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0500P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0796
_refine_ls_wR_factor_ref         0.0834
_reflns_number_gt                2160
_reflns_number_total             2621
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b401615g.txt
_cod_data_source_block           3a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0500P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C14 H8 Br.50 Cl1.50'
_cod_database_code               7204851
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.31763(9) 0.28316(4) 0.15673(2) 0.02153(13) Uani 0.7102(11) d P . .
Br1 Br 0.33624(9) 0.29781(4) 0.16464(2) 0.02153(13) Uani 0.2898(11) d PR . .
C9 C 0.1407(5) 0.1254(2) 0.06956(11) 0.0177(4) Uani 1 d . . .
C9A C 0.2312(5) 0.1403(2) -0.01086(11) 0.0172(4) Uani 1 d . . .
C1 C 0.4628(5) 0.2782(2) -0.02445(12) 0.0201(4) Uani 1 d . . .
H1A H 0.5603 0.3627 0.0214 0.024 Uiso 1 calc R . .
C2 C 0.5421(5) 0.2875(2) -0.10368(13) 0.0230(4) Uani 1 d . . .
H2A H 0.6917 0.3781 -0.1114 0.028 Uiso 1 calc R . .
C3 C 0.3977(5) 0.1594(2) -0.17440(12) 0.0229(4) Uani 1 d . . .
H3A H 0.4551 0.1668 -0.2281 0.027 Uiso 1 calc R . .
C4 C 0.1763(5) 0.0259(2) -0.16485(12) 0.0212(4) Uani 1 d . . .
H4A H 0.0828 -0.0562 -0.2121 0.025 Uiso 1 calc R . .
C4A C 0.0851(5) 0.0104(2) -0.08279(11) 0.0166(4) Uani 1 d . . .
Cl2 Cl 0.42644(9) 0.83714(5) 0.61721(2) 0.02201(13) Uani 0.7926(11) d P . .
Br2 Br 0.42269(9) 0.85476(5) 0.62308(2) 0.02201(13) Uani 0.2074(11) d PR . .
C9B C 0.4659(5) 0.6496(2) 0.55162(11) 0.0162(4) Uani 1 d . . .
C9AB C 0.3406(4) 0.5115(2) 0.57895(11) 0.0152(3) Uani 1 d . . .
C1B C 0.1790(5) 0.5171(2) 0.65710(12) 0.0199(4) Uani 1 d . . .
H1B H 0.1534 0.6162 0.6921 0.024 Uiso 1 calc R . .
C2B C 0.0615(5) 0.3798(2) 0.68135(12) 0.0221(4) Uani 1 d . . .
H2BA H -0.0410 0.3864 0.7327 0.027 Uiso 1 calc R . .
C3B C 0.0949(5) 0.2271(2) 0.62852(12) 0.0217(4) Uani 1 d . . .
H3BA H 0.0121 0.1341 0.6454 0.026 Uiso 1 calc R . .
C4B C 0.2474(5) 0.2151(2) 0.55313(12) 0.0197(4) Uani 1 d . . .
H4BA H 0.2688 0.1141 0.5195 0.024 Uiso 1 calc R . .
C4AB C 0.3750(4) 0.3563(2) 0.52528(11) 0.0161(4) Uani 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl .1484 .1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -.2901 2.4595 '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
_geom_angle_publ_flag
C9A C9 C4A 123.01(16) . 2 ?
C9A C9 Cl1 118.30(14) . . ?
C4A C9 Cl1 118.70(13) 2 . ?
C9A C9 Br1 118.12(13) . . ?
C4A C9 Br1 118.87(13) 2 . ?
Cl1 C9 Br1 0.269(6) . . ?
C9 C9A C1 123.09(17) . . ?
C9 C9A C4A 118.34(16) . . ?
C1 C9A C4A 118.57(16) . . ?
C2 C1 C9A 120.98(18) . . ?
C2 C1 H1A 119.5 . . ?
C9A C1 H1A 119.5 . . ?
C1 C2 C3 120.33(18) . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 H2A 119.8 . . ?
C4 C3 C2 120.95(17) . . ?
C4 C3 H3A 119.5 . . ?
C2 C3 H3A 119.5 . . ?
C3 C4 C4A 120.85(18) . . ?
C3 C4 H4A 119.6 . . ?
C4A C4 H4A 119.6 . . ?
C9 C4A C4 123.02(17) 2 . ?
C9 C4A C9A 118.66(16) 2 . ?
C4 C4A C9A 118.32(16) . . ?
C9AB C9B C4AB 123.06(16) . 2_666 ?
C9AB C9B Cl2 118.15(14) . . ?
C4AB C9B Cl2 118.79(13) 2_666 . ?
C9AB C9B Br2 118.27(13) . . ?
C4AB C9B Br2 118.67(13) 2_666 . ?
Cl2 C9B Br2 0.135(6) . . ?
C9B C9AB C1B 123.22(16) . . ?
C9B C9AB C4AB 118.39(16) . . ?
C1B C9AB C4AB 118.39(16) . . ?
C2B C1B C9AB 121.32(17) . . ?
C2B C1B H1B 119.3 . . ?
C9AB C1B H1B 119.3 . . ?
C1B C2B C3B 120.29(18) . . ?
C1B C2B H2BA 119.9 . . ?
C3B C2B H2BA 119.9 . . ?
C4B C3B C2B 120.72(17) . . ?
C4B C3B H3BA 119.6 . . ?
C2B C3B H3BA 119.6 . . ?
C3B C4B C4AB 120.81(17) . . ?
C3B C4B H4BA 119.6 . . ?
C4AB C4B H4BA 119.6 . . ?
C9B C4AB C4B 122.98(16) 2_666 . ?
C9B C4AB C9AB 118.56(15) 2_666 . ?
C4B C4AB C9AB 118.47(16) . . ?
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
Cl1 C9 1.7466(18) . ?
Br1 C9 1.9090(18) . ?
C9 C9A 1.407(2) . ?
C9 C4A 1.407(3) 2 ?
C9A C1 1.433(3) . ?
C9A C4A 1.440(2) . ?
C1 C2 1.364(3) . ?
C1 H1A 0.9300 . ?
C2 C3 1.418(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.361(3) . ?
C3 H3A 0.9300 . ?
C4 C4A 1.436(3) . ?
C4 H4A 0.9300 . ?
C4A C9 1.407(3) 2 ?
Cl2 C9B 1.7450(18) . ?
Br2 C9B 1.9072(18) . ?
C9B C9AB 1.404(2) . ?
C9B C4AB 1.406(2) 2_666 ?
C9AB C1B 1.429(2) . ?
C9AB C4AB 1.442(2) . ?
C1B C2B 1.365(3) . ?
C1B H1B 0.9300 . ?
C2B C3B 1.419(3) . ?
C2B H2BA 0.9300 . ?
C3B C4B 1.366(3) . ?
C3B H3BA 0.9300 . ?
C4B C4AB 1.434(2) . ?
C4B H4BA 0.9300 . ?
C4AB C9B 1.406(2) 2_666 ?
