#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/88/2018813.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2018813
loop_
_publ_author_name
'Guasch, Judith'
'Fontrodona, Xavier'
'Ratera, Imma'
'Rovira, Concepció'
'Veciana, Jaume'
_publ_section_title
;
 The perchlorotriphenylmethyl (PTM) radical
;
_journal_coeditor_code           DT3016
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              255
_journal_page_last               257
_journal_paper_doi               10.1107/S0108270113002072
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C19 Cl15'
_chemical_formula_moiety         'C19 Cl15'
_chemical_formula_sum            'C19 Cl15'
_chemical_formula_weight         759.94
_chemical_name_common            SHELXL-97
_chemical_name_systematic
;
Perchlorotriphenylmethyl
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.134(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.718(10)
_cell_length_b                   11.542(8)
_cell_length_c                   17.946(13)
_cell_measurement_reflns_used    1294
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      21.48
_cell_measurement_theta_min      2.36
_cell_volume                     2700(3)
_computing_cell_refinement       'SMART (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.1376
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            3166
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.69
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    1.539
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.131627
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.869
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1476
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.729
_refine_diff_density_min         -0.702
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.957
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         3166
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.957
_refine_ls_R_factor_all          0.2132
_refine_ls_R_factor_gt           0.0925
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.1736P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2736
_refine_ls_wR_factor_ref         0.3455
_reflns_number_gt                1067
_reflns_number_total             3166
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dt3016.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2018813
_cod_database_fobs_code          2018813
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cl Cl1 0.1261(2) 0.48276(19) 0.14486(14) 0.0709(8) Uani d . 1 1
C C1 -0.0199(8) 0.3468(6) 0.1748(4) 0.057(2) Uani d . 1 1
Cl Cl2 0.0849(2) 0.3581(2) -0.01024(14) 0.0863(9) Uani d . 1 1
C C2 0.0335(7) 0.3752(6) 0.1229(4) 0.053(2) Uani d . 1 1
Cl Cl3 -0.0763(4) 0.1612(4) -0.0579(2) 0.1457(18) Uani d . 1 1
C C3 0.0152(7) 0.3183(7) 0.0510(4) 0.058(2) Uani d . 1 1
Cl Cl4 -0.2008(3) 0.0932(2) 0.05388(16) 0.0944(11) Uani d . 1 1
C C4 -0.0545(8) 0.2315(8) 0.0297(5) 0.066(2) Uani d . 1 1
Cl Cl5 -0.1620(2) 0.2166(2) 0.21151(14) 0.0839(10) Uani d . 1 1
C C5 -0.1078(7) 0.1996(7) 0.0809(5) 0.059(2) Uani d . 1 1
C C6 -0.0885(7) 0.2567(7) 0.1520(5) 0.061(2) Uani d . 1 1
Cl Cl6 0.1921(2) 0.5321(3) 0.35310(15) 0.0936(10) Uani d . 1 1
Cl Cl7 0.1899(3) 0.7931(3) 0.3556(2) 0.1274(15) Uani d . 1 1
C C7 0.0000 0.4106(9) 0.2500 0.091(6) Uani d S 1 2
C C8 0.0000 0.5391(9) 0.2500 0.047(3) Uani d S 1 2
Cl Cl8 0.0000 0.9306(5) 0.2500 0.260(6) Uani d S 1 2
C C9 0.0835(8) 0.6006(7) 0.2974(5) 0.059(2) Uani d . 1 1
C C10 0.0860(9) 0.7206(8) 0.2979(5) 0.077(3) Uani d . 1 1
C C11 0.0000 0.7797(10) 0.2500 0.087(5) Uani d S 1 2
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C6 C1 C2 . . 115.6(7)
C6 C1 C7 . . 124.0(7)
C2 C1 C7 . . 120.3(7)
C1 C2 C3 . . 121.7(8)
C1 C2 Cl1 . . 121.2(6)
C3 C2 Cl1 . . 117.0(6)
C4 C3 C2 . . 121.1(8)
C4 C3 Cl2 . . 119.9(6)
C2 C3 Cl2 . . 119.0(7)
C3 C4 C5 . . 118.6(7)
C3 C4 Cl3 . . 121.1(7)
C5 C4 Cl3 . . 120.3(8)
C6 C5 C4 . . 119.6(8)
C6 C5 Cl4 . . 120.6(7)
C4 C5 Cl4 . . 119.8(6)
C1 C6 C5 . . 123.4(7)
C1 C6 Cl5 . . 119.4(6)
C5 C6 Cl5 . . 117.1(7)
C8 C7 C1 . . 119.7(4)
C8 C7 C1 . 2 119.7(4)
C1 C7 C1 . 2 120.6(9)
C9 C8 C9 . 2 118.6(10)
C9 C8 C7 . . 120.7(5)
C9 C8 C7 2 . 120.7(5)
C10 C9 C8 . . 121.9(9)
C10 C9 Cl6 . . 116.3(8)
C8 C9 Cl6 . . 121.6(6)
C9 C10 C11 . . 117.9(10)
C9 C10 Cl7 . . 120.7(9)
C11 C10 Cl7 . . 121.3(7)
C10 C11 C10 2 . 121.7(11)
C10 C11 Cl8 2 . 119.1(6)
C10 C11 Cl8 . . 119.1(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cl1 C2 . 1.731(9)
C1 C6 . 1.376(12)
C1 C2 . 1.391(11)
C1 C7 . 1.486(9)
Cl2 C3 . 1.729(8)
C2 C3 . 1.400(11)
Cl3 C4 . 1.710(9)
C3 C4 . 1.355(13)
Cl4 C5 . 1.728(9)
C4 C5 . 1.390(13)
Cl5 C6 . 1.745(8)
C5 C6 . 1.387(11)
Cl6 C9 . 1.708(10)
Cl7 C10 . 1.699(11)
C7 C8 . 1.483(15)
C7 C1 2 1.486(9)
C8 C9 . 1.390(11)
C8 C9 2 1.390(11)
Cl8 C11 . 1.741(13)
C9 C10 . 1.385(11)
C10 C11 . 1.402(12)
C11 C10 2 1.402(12)
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
C6 C1 C2 C3 . . 2.4(13)
C7 C1 C2 C3 . . -178.8(8)
C6 C1 C2 Cl1 . . -177.4(6)
C7 C1 C2 Cl1 . . 1.4(11)
C1 C2 C3 C4 . . -1.2(14)
Cl1 C2 C3 C4 . . 178.7(7)
C1 C2 C3 Cl2 . . -179.8(7)
Cl1 C2 C3 Cl2 . . 0.0(10)
C2 C3 C4 C5 . . 0.0(14)
Cl2 C3 C4 C5 . . 178.6(7)
C2 C3 C4 Cl3 . . -179.6(7)
Cl2 C3 C4 Cl3 . . -0.9(12)
C3 C4 C5 C6 . . -0.2(14)
Cl3 C4 C5 C6 . . 179.3(7)
C3 C4 C5 Cl4 . . 177.4(7)
Cl3 C4 C5 Cl4 . . -3.0(12)
C2 C1 C6 C5 . . -2.7(13)
C7 C1 C6 C5 . . 178.6(8)
C2 C1 C6 Cl5 . . -178.3(6)
C7 C1 C6 Cl5 . . 3.0(12)
C4 C5 C6 C1 . . 1.6(14)
Cl4 C5 C6 C1 . . -176.0(7)
C4 C5 C6 Cl5 . . 177.4(7)
Cl4 C5 C6 Cl5 . . -0.3(10)
C6 C1 C7 C8 . . -131.7(7)
C2 C1 C7 C8 . . 49.6(9)
C6 C1 C7 C1 . 2 48.3(7)
C2 C1 C7 C1 . 2 -130.4(9)
C1 C7 C8 C9 . . -126.0(6)
C1 C7 C8 C9 2 . 54.0(6)
C1 C7 C8 C9 . 2 54.0(6)
C1 C7 C8 C9 2 2 -126.0(6)
C9 C8 C9 C10 2 . -0.7(6)
C7 C8 C9 C10 . . 179.3(6)
C9 C8 C9 Cl6 2 . -176.2(7)
C7 C8 C9 Cl6 . . 3.8(7)
C8 C9 C10 C11 . . 1.4(12)
Cl6 C9 C10 C11 . . 177.1(5)
C8 C9 C10 Cl7 . . -179.2(5)
Cl6 C9 C10 Cl7 . . -3.5(10)
C9 C10 C11 C10 . 2 -0.7(6)
Cl7 C10 C11 C10 . 2 179.9(8)
C9 C10 C11 Cl8 . . 179.3(6)
Cl7 C10 C11 Cl8 . . -0.1(8)
