#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:40:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180349 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/18/7201810.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_7201810
loop_
_publ_author_name
'Schollmeyer, Dieter'
'Shishkin, Oleg V.'
'Rühl, Thomas'
'Vysotsky, Myroslav O.'
_publ_section_title
;
 OH--π and halogen--π interactions as driving forces in the crystal
 organisations of tri-bromo and tri-iodo trityl alcohols
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              715
_journal_paper_doi               10.1039/b716442d
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C19 H13 I3 O, 0.5(C6 H6)'
_chemical_formula_sum            'C22 H16 I3 O'
_chemical_formula_weight         677.05
_chemical_name_systematic
;
?
;
_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                105.7630(10)
_cell_angle_beta                 100.9760(10)
_cell_angle_gamma                96.7710(10)
_cell_formula_units_Z            2
_cell_length_a                   6.4517(2)
_cell_length_b                   12.7694(3)
_cell_length_c                   13.9219(3)
_cell_measurement_reflns_used    7405
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      2.6
_cell_volume                     1066.01(5)
_computing_cell_refinement       'APEX2 V2.0 (Bruker, 2006)'
_computing_data_collection       'APEX2 V2.0 (Bruker, 2006)'
_computing_data_reduction        'APEX2 V2.0 (Bruker, 2006)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (Altomare, 1997)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SMART CCD'
_diffrn_measurement_method       'CCD scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13295
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         1.56
_diffrn_source                   'sealed Tube'
_exptl_absorpt_coefficient_mu    4.406
_exptl_absorpt_correction_T_max  0.5213
_exptl_absorpt_correction_T_min  0.2925
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Blessing
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.109
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             630
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.883
_refine_diff_density_min         -1.299
_refine_diff_density_rms         0.138
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         5101
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0278
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0360P)²+1.1365P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0691
_refine_ls_wR_factor_ref         0.0726
_reflns_number_gt                4399
_reflns_number_total             5101
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b716442d.txt
_cod_data_source_block           2D
_cod_database_code               7201810
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.92643(4) 0.416515(19) 0.154215(17) 0.03649(7) Uani 1 1 d . . .
I2 I 0.43763(5) -0.40751(2) 0.14591(2) 0.04635(8) Uani 1 1 d . . .
I3 I -0.07650(5) 0.21543(2) 0.626551(16) 0.04422(8) Uani 1 1 d . . .
C1 C 0.1628(5) 0.0666(3) 0.1871(2) 0.0228(6) Uani 1 1 d . . .
O20 O -0.0278(4) 0.05533(19) 0.10793(15) 0.0287(5) Uani 1 1 d . . .
H20 H -0.0230 0.1302 0.1102 0.043 Uiso 1 1 d R . .
C2 C 0.3376(5) 0.1545(3) 0.1789(2) 0.0236(6) Uani 1 1 d . . .
C3 C 0.4102(5) 0.2570(3) 0.2531(2) 0.0296(7) Uani 1 1 d . . .
H3 H 0.3494 0.2745 0.3113 0.036 Uiso 1 1 calc R . .
C4 C 0.5699(6) 0.3341(3) 0.2438(2) 0.0317(7) Uani 1 1 d . . .
H4 H 0.6181 0.4036 0.2952 0.038 Uiso 1 1 calc R . .
C5 C 0.6584(5) 0.3089(3) 0.1590(2) 0.0282(6) Uani 1 1 d . . .
C6 C 0.5820(5) 0.2091(3) 0.0813(2) 0.0285(7) Uani 1 1 d . . .
H6 H 0.6388 0.1931 0.0218 0.034 Uiso 1 1 calc R . .
C7 C 0.4216(5) 0.1333(3) 0.0918(2) 0.0262(6) Uani 1 1 d . . .
H7 H 0.3680 0.0654 0.0386 0.031 Uiso 1 1 calc R . .
C8 C 0.2287(5) -0.0469(2) 0.1707(2) 0.0226(6) Uani 1 1 d . . .
C13 C 0.4424(5) -0.0566(3) 0.2036(2) 0.0263(6) Uani 1 1 d . . .
H13 H 0.5500 0.0082 0.2305 0.032 Uiso 1 1 calc R . .
C12 C 0.5002(5) -0.1590(3) 0.1976(2) 0.0288(6) Uani 1 1 d . . .
H12 H 0.6457 -0.1644 0.2207 0.035 Uiso 1 1 calc R . .
C11 C 0.3427(5) -0.2537(3) 0.1574(2) 0.0281(6) Uani 1 1 d . . .
C10 C 0.1309(5) -0.2468(3) 0.1233(2) 0.0284(6) Uani 1 1 d . . .
H10 H 0.0246 -0.3120 0.0953 0.034 Uiso 1 1 calc R . .
C9 C 0.0740(5) -0.1432(3) 0.1303(2) 0.0256(6) Uani 1 1 d . . .
H9 H -0.0719 -0.1383 0.1072 0.031 Uiso 1 1 calc R . .
C14 C 0.1027(5) 0.1010(2) 0.2921(2) 0.0233(6) Uani 1 1 d . . .
C19 C 0.2315(6) 0.0867(3) 0.3786(2) 0.0366(8) Uani 1 1 d . . .
H19 H 0.3554 0.0544 0.3724 0.044 Uiso 1 1 calc R . .
C18 C 0.1805(6) 0.1194(3) 0.4742(2) 0.0376(8) Uani 1 1 d . . .
H18 H 0.2684 0.1086 0.5325 0.045 Uiso 1 1 calc R . .
C17 C 0.0019(5) 0.1673(3) 0.4834(2) 0.0280(6) Uani 1 1 d . . .
C16 C -0.1255(5) 0.1849(3) 0.3988(2) 0.0301(7) Uani 1 1 d . . .
H16 H -0.2468 0.2194 0.4055 0.036 Uiso 1 1 calc R . .
C15 C -0.0725(5) 0.1512(3) 0.3038(2) 0.0249(6) Uani 1 1 d . . .
H15 H -0.1591 0.1632 0.2459 0.030 Uiso 1 1 calc R . .
C1L C 0.3013(9) 0.4442(4) 0.4921(4) 0.0651(14) Uani 1 1 d . . .
H1L H 0.1626 0.4050 0.4864 0.078 Uiso 1 1 calc R . .
C2L C 0.3227(9) 0.5276(4) 0.4489(4) 0.0683(15) Uani 1 1 d . . .
H2L H 0.1994 0.5472 0.4135 0.082 Uiso 1 1 calc R . .
C3L C 0.5231(11) 0.5828(4) 0.4570(3) 0.0682(16) Uani 1 1 d . . .
H3L H 0.5390 0.6407 0.4267 0.082 Uiso 1 1 calc R . .
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
O20 C1 C8 107.7(2) . . ?
O20 C1 C2 108.3(2) . . ?
C8 C1 C2 112.6(2) . . ?
O20 C1 C14 108.0(2) . . ?
C8 C1 C14 108.7(2) . . ?
C2 C1 C14 111.5(2) . . ?
C3 C2 C7 118.1(3) . . ?
C3 C2 C1 122.7(3) . . ?
C7 C2 C1 119.1(3) . . ?
C4 C3 C2 121.2(3) . . ?
C5 C4 C3 119.6(3) . . ?
C4 C5 C6 120.5(3) . . ?
C4 C5 I1 119.4(2) . . ?
C6 C5 I1 119.9(2) . . ?
C7 C6 C5 119.1(3) . . ?
C6 C7 C2 121.4(3) . . ?
C9 C8 C13 118.3(3) . . ?
C9 C8 C1 120.5(3) . . ?
C13 C8 C1 120.9(3) . . ?
C12 C13 C8 121.2(3) . . ?
C13 C12 C11 119.3(3) . . ?
C10 C11 C12 120.8(3) . . ?
C10 C11 I2 121.0(2) . . ?
C12 C11 I2 118.2(2) . . ?
C11 C10 C9 119.5(3) . . ?
C8 C9 C10 120.9(3) . . ?
C15 C14 C19 118.4(3) . . ?
C15 C14 C1 121.0(2) . . ?
C19 C14 C1 120.5(3) . . ?
C14 C19 C18 120.9(3) . . ?
C17 C18 C19 119.5(3) . . ?
C18 C17 C16 120.5(3) . . ?
C18 C17 I3 119.7(2) . . ?
C16 C17 I3 119.8(2) . . ?
C17 C16 C15 119.0(3) . . ?
C14 C15 C16 121.5(3) . . ?
C3L C1L C2L 120.1(5) 2_666 . ?
C1L C2L C3L 119.4(5) . . ?
C1L C3L C2L 120.5(5) 2_666 . ?
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
I1 C5 2.101(3) . ?
I2 C11 2.100(3) . ?
I3 C17 2.096(3) . ?
C1 O20 1.450(3) . ?
C1 C8 1.528(4) . ?
C1 C2 1.538(4) . ?
C1 C14 1.546(4) . ?
C2 C3 1.391(4) . ?
C2 C7 1.393(4) . ?
C3 C4 1.389(5) . ?
C4 C5 1.383(4) . ?
C5 C6 1.392(4) . ?
C6 C7 1.390(5) . ?
C8 C9 1.396(4) . ?
C8 C13 1.399(4) . ?
C13 C12 1.388(5) . ?
C12 C11 1.390(5) . ?
C11 C10 1.380(5) . ?
C10 C9 1.397(5) . ?
C14 C15 1.378(4) . ?
C14 C19 1.395(4) . ?
C19 C18 1.397(4) . ?
C18 C17 1.378(5) . ?
C17 C16 1.391(4) . ?
C16 C15 1.396(4) . ?
C1L C3L 1.350(8) 2_666 ?
C1L C2L 1.365(8) . ?
C2L C3L 1.366(8) . ?
C3L C1L 1.350(8) 2_666 ?
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
O20 C1 C2 C3 111.5(3) . . . . ?
C8 C1 C2 C3 -129.6(3) . . . . ?
C14 C1 C2 C3 -7.1(4) . . . . ?
O20 C1 C2 C7 -65.8(3) . . . . ?
C8 C1 C2 C7 53.1(3) . . . . ?
C14 C1 C2 C7 175.5(3) . . . . ?
C7 C2 C3 C4 -3.3(5) . . . . ?
C1 C2 C3 C4 179.4(3) . . . . ?
C2 C3 C4 C5 0.2(5) . . . . ?
C3 C4 C5 C6 2.8(5) . . . . ?
C3 C4 C5 I1 -172.1(2) . . . . ?
C4 C5 C6 C7 -2.5(5) . . . . ?
I1 C5 C6 C7 172.3(2) . . . . ?
C5 C6 C7 C2 -0.7(5) . . . . ?
C3 C2 C7 C6 3.6(5) . . . . ?
C1 C2 C7 C6 -179.0(3) . . . . ?
O20 C1 C8 C9 -32.0(3) . . . . ?
C2 C1 C8 C9 -151.2(3) . . . . ?
C14 C1 C8 C9 84.7(3) . . . . ?
O20 C1 C8 C13 153.4(3) . . . . ?
C2 C1 C8 C13 34.2(3) . . . . ?
C14 C1 C8 C13 -89.9(3) . . . . ?
C9 C8 C13 C12 -0.8(4) . . . . ?
C1 C8 C13 C12 173.9(3) . . . . ?
C8 C13 C12 C11 0.5(4) . . . . ?
C13 C12 C11 C10 0.2(4) . . . . ?
C13 C12 C11 I2 178.4(2) . . . . ?
C12 C11 C10 C9 -0.6(4) . . . . ?
I2 C11 C10 C9 -178.7(2) . . . . ?
C13 C8 C9 C10 0.3(4) . . . . ?
C1 C8 C9 C10 -174.4(2) . . . . ?
C11 C10 C9 C8 0.4(4) . . . . ?
O20 C1 C14 C15 -22.2(4) . . . . ?
C8 C1 C14 C15 -138.7(3) . . . . ?
C2 C1 C14 C15 96.7(3) . . . . ?
O20 C1 C14 C19 161.1(3) . . . . ?
C8 C1 C14 C19 44.6(4) . . . . ?
C2 C1 C14 C19 -80.1(4) . . . . ?
C15 C14 C19 C18 2.0(5) . . . . ?
C1 C14 C19 C18 178.9(3) . . . . ?
C14 C19 C18 C17 -0.7(6) . . . . ?
C19 C18 C17 C16 -1.0(6) . . . . ?
C19 C18 C17 I3 179.6(3) . . . . ?
C18 C17 C16 C15 1.3(5) . . . . ?
I3 C17 C16 C15 -179.3(2) . . . . ?
C19 C14 C15 C16 -1.7(5) . . . . ?
C1 C14 C15 C16 -178.5(3) . . . . ?
C17 C16 C15 C14 0.0(5) . . . . ?
C3L C1L C2L C3L 0.4(8) 2_666 . . . ?
C1L C2L C3L C1L -0.5(8) . . . 2_666 ?
