#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:03:43 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180463 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/32/7213274.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7213274
loop_
_publ_author_name
'Dinger, Maarten B.'
'Scott, Michael J.'
_publ_section_title
;
 Hydroxy-substituted triarylcarbenium bromides. Synthesis, structure,
 derivatization and facile conversion to highly substituted
 xanthenes †
;
_journal_issue                   11
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              1741
_journal_paper_doi               10.1039/b001032o
_journal_year                    2000
_chemical_formula_sum            'C34 H46 O3'
_chemical_formula_weight         502.71
_space_group_IT_number           147
_symmetry_space_group_name_Hall  '-P 3'
_symmetry_space_group_name_H-M   'P -3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   22.3915(7)
_cell_length_b                   22.3915(7)
_cell_length_c                   10.4686(5)
_cell_measurement_temperature    173(2)
_cell_volume                     4545.5(3)
_computing_cell_refinement       'Bruker AXS SMART '
_computing_data_collection       'Bruker AXS SMART'
_computing_data_reduction        'Bruker AXS SMART '
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Siemens SMART CCD'
_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  0.0582
_diffrn_reflns_av_sigmaI/netI    0.0469
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            28036
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         1.05
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.82
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.102
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1644
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         6209
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0853
_refine_ls_R_factor_gt           0.0480
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0519P)²+1.7061P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1325
_reflns_number_gt                4116
_reflns_number_total             6209
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b001032osup1.cif
_cod_data_source_block           1a
_cod_database_code               7213274
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -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
O1A O 0.20561(7) 0.63082(7) 0.19351(13) 0.0344(3) Uani 1 1 d .
H1A H 0.2232(13) 0.6052(13) 0.182(2) 0.061(8) Uiso 1 1 d .
C1A C 0.3333 0.6667 0.0734(3) 0.0242(6) Uani 1 3 d S
H1AA H 0.3333 0.6667 0.1689 0.029 Uiso 1 3 calc SR
C2A C 0.29125(9) 0.70096(9) 0.03708(17) 0.0244(4) Uani 1 1 d .
C3A C 0.22908(9) 0.68131(9) 0.10119(17) 0.0262(4) Uani 1 1 d .
C4A C 0.19072(9) 0.71433(10) 0.08123(18) 0.0299(4) Uani 1 1 d .
C5A C 0.12061(10) 0.69002(11) 0.1474(2) 0.0384(5) Uani 1 1 d .
C6A C 0.12607(11) 0.68841(12) 0.2942(2) 0.0474(6) Uani 1 1 d .
H6AA H 0.1372 0.6529 0.3185 0.071 Uiso 1 1 calc R
H6AB H 0.0820 0.6779 0.3327 0.071 Uiso 1 1 calc R
H6AC H 0.1625 0.7335 0.3245 0.071 Uiso 1 1 calc R
C7A C 0.06875(11) 0.61767(12) 0.0986(2) 0.0494(6) Uani 1 1 d .
H7AA H 0.0603 0.6199 0.0074 0.074 Uiso 1 1 calc R
H7AB H 0.0253 0.6000 0.1457 0.074 Uiso 1 1 calc R
H7AC H 0.0874 0.5868 0.1117 0.074 Uiso 1 1 calc R
C8A C 0.09244(14) 0.73841(15) 0.1177(3) 0.0697(9) Uani 1 1 d .
H8AA H 0.0845 0.7382 0.0256 0.104 Uiso 1 1 calc R
H8AB H 0.1260 0.7853 0.1451 0.104 Uiso 1 1 calc R
H8AC H 0.0489 0.7227 0.1635 0.104 Uiso 1 1 calc R
C9A C 0.21839(10) 0.76888(10) -0.00508(19) 0.0335(5) Uani 1 1 d .
H9AA H 0.1945 0.7934 -0.0188 0.040 Uiso 1 1 calc R
C10A C 0.27900(10) 0.78932(10) -0.07223(19) 0.0341(4) Uani 1 1 d .
C11A C 0.30580(13) 0.84872(13) -0.1657(3) 0.0561(7) Uani 1 1 d .
H11D H 0.3554 0.8791 -0.1525 0.084 Uiso 1 1 calc R
H11E H 0.2819 0.8748 -0.1519 0.084 Uiso 1 1 calc R
H11F H 0.2975 0.8308 -0.2532 0.084 Uiso 1 1 calc R
C12A C 0.31450(9) 0.75420(9) -0.05102(18) 0.0288(4) Uani 1 1 d .
H12B H 0.3555 0.7669 -0.0977 0.035 Uiso 1 1 calc R
O1B O 0.23831(7) 0.54389(7) 0.33876(12) 0.0306(3) Uani 1 1 d .
H1B H 0.2828(15) 0.5578(14) 0.352(3) 0.074(9) Uiso 1 1 d .
C1B C 0.3333 0.6667 0.4665(3) 0.0251(7) Uani 1 3 d S
H1BA H 0.3333 0.6667 0.3710 0.030 Uiso 1 3 calc SR
C2B C 0.25780(9) 0.62509(9) 0.50697(17) 0.0254(4) Uani 1 1 d .
C3B C 0.21370(9) 0.56373(9) 0.44265(17) 0.0256(4) Uani 1 1 d .
C4B C 0.14420(9) 0.52227(9) 0.47642(18) 0.0274(4) Uani 1 1 d .
C5B C 0.09511(10) 0.45382(10) 0.40918(19) 0.0330(4) Uani 1 1 d .
C6B C 0.12738(11) 0.40794(11) 0.3960(2) 0.0483(6) Uani 1 1 d .
H6BA H 0.1624 0.4262 0.3286 0.072 Uiso 1 1 calc R
H6BB H 0.0915 0.3610 0.3739 0.072 Uiso 1 1 calc R
H6BC H 0.1489 0.4073 0.4771 0.072 Uiso 1 1 calc R
C7B C 0.02804(11) 0.41238(11) 0.4853(2) 0.0465(6) Uani 1 1 d .
H7BA H 0.0038 0.4386 0.4904 0.070 Uiso 1 1 calc R
H7BB H 0.0389 0.4039 0.5717 0.070 Uiso 1 1 calc R
H7BC H -0.0014 0.3683 0.4425 0.070 Uiso 1 1 calc R
C8B C 0.07632(12) 0.46829(12) 0.2768(2) 0.0532(6) Uani 1 1 d .
H8BA H 0.0553 0.4974 0.2852 0.080 Uiso 1 1 calc R
H8BB H 0.0435 0.4246 0.2358 0.080 Uiso 1 1 calc R
H8BC H 0.1181 0.4921 0.2244 0.080 Uiso 1 1 calc R
C9B C 0.12138(10) 0.54677(10) 0.57676(18) 0.0310(4) Uani 1 1 d .
H9BA H 0.0743 0.5204 0.6013 0.037 Uiso 1 1 calc R
C10B C 0.16321(10) 0.60743(10) 0.64302(18) 0.0308(4) Uani 1 1 d .
C11B C 0.13471(11) 0.62952(12) 0.7522(2) 0.0438(5) Uani 1 1 d .
H11A H 0.1008 0.5887 0.7993 0.066 Uiso 1 1 calc R
H11B H 0.1125 0.6544 0.7186 0.066 Uiso 1 1 calc R
H11C H 0.1724 0.6598 0.8097 0.066 Uiso 1 1 calc R
C12B C 0.23162(9) 0.64586(10) 0.60736(18) 0.0290(4) Uani 1 1 d .
H12A H 0.2613 0.6872 0.6521 0.035 Uiso 1 1 calc R
O1C O 0.03077(8) 0.12470(7) 0.57721(13) 0.0321(3) Uani 1 1 d .
H1C H -0.0091(14) 0.0930(14) 0.590(3) 0.069(9) Uiso 1 1 d .
C1C C 0.0000 0.0000 0.7009(3) 0.0239(6) Uani 1 3 d S
H1CA H 0.0000 0.0000 0.6054 0.029 Uiso 1 3 calc SR
C2C C 0.06231(9) 0.06897(9) 0.73910(16) 0.0237(4) Uani 1 1 d .
C3C C 0.07458(9) 0.12849(9) 0.67374(16) 0.0250(4) Uani 1 1 d .
C4C C 0.13226(9) 0.19329(9) 0.69973(17) 0.0271(4) Uani 1 1 d .
C5C C 0.14336(10) 0.25937(9) 0.63308(19) 0.0324(4) Uani 1 1 d .
C6C C 0.08429(11) 0.27194(11) 0.6716(2) 0.0391(5) Uani 1 1 d .
H6CA H 0.0853 0.2787 0.7643 0.059 Uiso 1 1 calc R
H6CB H 0.0401 0.2320 0.6472 0.059 Uiso 1 1 calc R
H6CC H 0.0899 0.3132 0.6280 0.059 Uiso 1 1 calc R
C7C C 0.21090(11) 0.32269(11) 0.6751(2) 0.0495(6) Uani 1 1 d .
H7CA H 0.2099 0.3289 0.7675 0.074 Uiso 1 1 calc R
H7CB H 0.2163 0.3637 0.6309 0.074 Uiso 1 1 calc R
H7CC H 0.2497 0.3160 0.6536 0.074 Uiso 1 1 calc R
C8C C 0.14595(14) 0.25380(11) 0.4871(2) 0.0480(6) Uani 1 1 d .
H8CA H 0.1806 0.2411 0.4643 0.072 Uiso 1 1 calc R
H8CB H 0.1583 0.2983 0.4482 0.072 Uiso 1 1 calc R
H8CC H 0.1006 0.2185 0.4557 0.072 Uiso 1 1 calc R
C9C C 0.17706(9) 0.19474(10) 0.79316(18) 0.0302(4) Uani 1 1 d .
H9CA H 0.2175 0.2375 0.8107 0.036 Uiso 1 1 calc R
C10C C 0.16590(9) 0.13705(10) 0.86236(18) 0.0307(4) Uani 1 1 d .
C11C C 0.21493(11) 0.14326(12) 0.9673(2) 0.0473(6) Uani 1 1 d .
H11G H 0.2604 0.1836 0.9513 0.071 Uiso 1 1 calc R
H11H H 0.2189 0.1016 0.9691 0.071 Uiso 1 1 calc R
H11I H 0.1974 0.1487 1.0496 0.071 Uiso 1 1 calc R
C12C C 0.10810(9) 0.07441(9) 0.83434(17) 0.0273(4) Uani 1 1 d .
H12C H 0.0995 0.0345 0.8809 0.033 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'
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
C2A C1A C2A 114.04(10) . 3_565
C2A C1A C2A 114.04(10) . 2_665
C2A C1A C2A 114.04(10) 3_565 2_665
C12A C2A C3A 118.36(16) . .
C12A C2A C1A 122.39(16) . .
C3A C2A C1A 119.11(16) . .
O1A C3A C4A 117.07(16) . .
O1A C3A C2A 120.33(16) . .
C4A C3A C2A 122.48(16) . .
C9A C4A C3A 116.02(17) . .
C9A C4A C5A 121.90(17) . .
C3A C4A C5A 122.04(17) . .
C8A C5A C7A 108.5(2) . .
C8A C5A C6A 106.46(19) . .
C7A C5A C6A 109.49(18) . .
C8A C5A C4A 111.41(17) . .
C7A C5A C4A 108.81(17) . .
C6A C5A C4A 112.09(17) . .
C10A C9A C4A 123.48(17) . .
C9A C10A C12A 118.37(17) . .
C9A C10A C11A 120.69(17) . .
C12A C10A C11A 120.94(18) . .
C2A C12A C10A 121.24(17) . .
C2B C1B C2B 112.62(11) 3_565 .
C2B C1B C2B 112.62(12) 3_565 2_665
C2B C1B C2B 112.62(11) . 2_665
C12B C2B C3B 118.87(16) . .
C12B C2B C1B 121.93(17) . .
C3B C2B C1B 119.19(16) . .
O1B C3B C2B 119.52(16) . .
O1B C3B C4B 118.19(16) . .
C2B C3B C4B 122.25(17) . .
C9B C4B C3B 115.68(17) . .
C9B C4B C5B 121.09(16) . .
C3B C4B C5B 123.23(17) . .
C6B C5B C8B 109.46(19) . .
C6B C5B C7B 106.77(17) . .
C8B C5B C7B 108.00(18) . .
C6B C5B C4B 111.60(16) . .
C8B C5B C4B 109.80(16) . .
C7B C5B C4B 111.11(17) . .
C10B C9B C4B 124.04(17) . .
C12B C10B C9B 118.01(18) . .
C12B C10B C11B 121.31(18) . .
C9B C10B C11B 120.66(17) . .
C10B C12B C2B 121.13(18) . .
C2C C1C C2C 113.42(11) . 3
C2C C1C C2C 113.42(11) . 2
C2C C1C C2C 113.42(11) 3 2
C12C C2C C3C 118.85(16) . .
C12C C2C C1C 122.42(16) . .
C3C C2C C1C 118.71(16) . .
O1C C3C C2C 120.30(16) . .
O1C C3C C4C 117.59(16) . .
C2C C3C C4C 122.07(16) . .
C9C C4C C3C 116.14(16) . .
C9C C4C C5C 121.92(16) . .
C3C C4C C5C 121.88(16) . .
C7C C5C C8C 107.49(18) . .
C7C C5C C6C 107.28(17) . .
C8C C5C C6C 110.28(18) . .
C7C C5C C4C 111.70(16) . .
C8C C5C C4C 111.54(15) . .
C6C C5C C4C 108.47(15) . .
C4C C9C C10C 123.55(17) . .
C12C C10C C9C 118.30(17) . .
C12C C10C C11C 121.09(18) . .
C9C C10C C11C 120.59(17) . .
C10C C12C C2C 121.04(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1A C3A 1.376(2) .
C1A C2A 1.5316(19) .
C1A C2A 1.5316(19) 3_565
C1A C2A 1.5316(19) 2_665
C2A C12A 1.386(2) .
C2A C3A 1.403(2) .
C3A C4A 1.401(3) .
C4A C9A 1.391(3) .
C4A C5A 1.545(3) .
C5A C8A 1.534(3) .
C5A C7A 1.534(3) .
C5A C6A 1.544(3) .
C9A C10A 1.387(3) .
C10A C12A 1.387(3) .
C10A C11A 1.512(3) .
O1B C3B 1.389(2) .
C1B C2B 1.5270(19) 3_565
C1B C2B 1.5270(19) .
C1B C2B 1.5270(19) 2_665
C2B C12B 1.392(3) .
C2B C3B 1.400(2) .
C3B C4B 1.401(3) .
C4B C9B 1.395(3) .
C4B C5B 1.539(3) .
C5B C6B 1.529(3) .
C5B C8B 1.529(3) .
C5B C7B 1.536(3) .
C9B C10B 1.390(3) .
C10B C12B 1.381(3) .
C10B C11B 1.508(3) .
O1C C3C 1.381(2) .
C1C C2C 1.5286(19) .
C1C C2C 1.5286(19) 3
C1C C2C 1.5286(19) 2
C2C C12C 1.391(2) .
C2C C3C 1.398(2) .
C3C C4C 1.405(3) .
C4C C9C 1.390(3) .
C4C C5C 1.540(3) .
C5C C7C 1.532(3) .
C5C C8C 1.537(3) .
C5C C6C 1.537(3) .
C9C C10C 1.390(3) .
C10C C12C 1.383(3) .
C10C C11C 1.509(3) .
