#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:49:11 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180156 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/52/7105278.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_7105278
loop_
_publ_author_name
'Das, Dinabandhu'
'Engel, Emile'
'Barbour, Leonard J'
_publ_section_title
;
 Reversible single-crystal to single-crystal polymorphic phase
 transformation of an organic crystal.
;
_journal_issue                   10
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              1676
_journal_page_last               1678
_journal_paper_doi               10.1039/b923370a
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C28 H24 O4'
_chemical_formula_sum            'C28 H24 O4'
_chemical_formula_weight         424.47
_chemical_name_systematic
;
trans-9,10-dihydroxy-9,10-bis(4-methoxyphenyl)-9,10-dihydroanthracene
;
_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                95.273(8)
_cell_angle_beta                 105.204(8)
_cell_angle_gamma                106.321(8)
_cell_formula_units_Z            1
_cell_length_a                   6.305(3)
_cell_length_b                   8.330(4)
_cell_length_c                   11.095(6)
_cell_measurement_reflns_used    1158
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      24.69
_cell_measurement_theta_min      2.59
_cell_volume                     531.0(5)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'X-Seed (Barbour 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0373
_diffrn_reflns_av_sigmaI/netI    0.0578
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5410
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.9939
_exptl_absorpt_correction_T_min  0.9732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            needle
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.046
_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     193
_refine_ls_number_reflns         2402
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0554
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0809P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1380
_refine_ls_wR_factor_ref         0.1553
_reflns_number_gt                1532
_reflns_number_total             2402
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b923370a.txt
_cod_data_source_block           Ib
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7105278
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
C8 C 0.4643(3) 0.6788(2) 0.30909(17) 0.0313(4) Uani 1 1 d . . .
O1 O 0.2782(3) 0.73125(18) 0.46110(15) 0.0448(4) Uani 1 1 d . . .
C1 C 0.4156(3) 0.6311(2) 0.43086(17) 0.0319(4) Uani 1 1 d . . .
C6 C 0.6431(3) 0.6767(2) 0.53572(16) 0.0317(5) Uani 1 1 d . . .
O2 O 0.5869(3) 0.8003(2) -0.02746(14) 0.0601(5) Uani 1 1 d . . .
C2 C 0.2745(3) 0.4432(2) 0.40489(17) 0.0316(5) Uani 1 1 d . . .
C11 C 0.5569(4) 0.7566(2) 0.08396(18) 0.0391(5) Uani 1 1 d . . .
C3 C 0.0560(4) 0.3897(3) 0.31418(19) 0.0412(5) Uani 1 1 d . . .
C12 C 0.6655(4) 0.6585(3) 0.1530(2) 0.0445(5) Uani 1 1 d . . .
C10 C 0.4043(4) 0.8169(3) 0.1279(2) 0.0496(6) Uani 1 1 d . . .
C9 C 0.3581(4) 0.7794(3) 0.2391(2) 0.0427(5) Uani 1 1 d . . .
C13 C 0.6183(4) 0.6214(3) 0.26413(19) 0.0425(5) Uani 1 1 d . . .
C4 C -0.0791(4) 0.2224(3) 0.2843(2) 0.0494(6) Uani 1 1 d . . .
C5 C 0.0032(4) 0.1025(3) 0.3423(2) 0.0500(6) Uani 1 1 d . . .
C7 C 0.7820(4) 0.8477(3) 0.56967(19) 0.0429(5) Uani 1 1 d . . .
C14 C 0.7660(6) 0.7654(4) -0.0672(3) 0.0658(8) Uani 1 1 d . . .
H12 H 0.769(4) 0.618(3) 0.126(2) 0.054(6) Uiso 1 1 d . . .
H9 H 0.254(4) 0.818(3) 0.268(2) 0.048(6) Uiso 1 1 d . . .
H4 H -0.216(4) 0.184(3) 0.225(2) 0.053(6) Uiso 1 1 d . . .
H3 H 0.001(4) 0.474(3) 0.270(2) 0.061(7) Uiso 1 1 d . . .
H7 H 0.728(3) 0.932(3) 0.525(2) 0.046(6) Uiso 1 1 d . . .
H5 H -0.087(4) -0.011(3) 0.320(2) 0.064(7) Uiso 1 1 d . . .
H14C H 0.916(5) 0.827(3) 0.000(3) 0.079(9) Uiso 1 1 d . . .
H10 H 0.335(4) 0.887(3) 0.083(2) 0.072(8) Uiso 1 1 d . . .
H1 H 0.232(4) 0.706(3) 0.525(2) 0.058(7) Uiso 1 1 d . . .
H13 H 0.693(4) 0.553(3) 0.311(2) 0.056(7) Uiso 1 1 d . . .
H14B H 0.754(5) 0.817(3) -0.148(3) 0.087(9) Uiso 1 1 d . . .
H14A H 0.750(5) 0.643(4) -0.080(3) 0.109(11) Uiso 1 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 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
_geom_angle_publ_flag
C13 C8 C9 117.12(18) . . ?
C13 C8 C1 120.29(16) . . ?
C9 C8 C1 122.60(16) . . ?
C1 O1 H1 112.8(15) . . ?
O1 C1 C6 109.93(14) . . ?
O1 C1 C8 106.03(15) . . ?
C6 C1 C8 109.08(14) . . ?
O1 C1 C2 109.21(15) . . ?
C6 C1 C2 113.55(14) . . ?
C8 C1 C2 108.76(14) . . ?
C2 C6 C7 118.67(18) 2_666 . ?
C2 C6 C1 123.35(16) 2_666 . ?
C7 C6 C1 117.90(17) . . ?
C11 O2 C14 118.72(19) . . ?
C6 C2 C3 119.12(18) 2_666 . ?
C6 C2 C1 122.86(17) 2_666 . ?
C3 C2 C1 117.98(17) . . ?
O2 C11 C12 125.11(19) . . ?
O2 C11 C10 116.12(19) . . ?
C12 C11 C10 118.77(19) . . ?
C4 C3 C2 121.3(2) . . ?
C4 C3 H3 119.9(14) . . ?
C2 C3 H3 118.8(14) . . ?
C11 C12 C13 119.6(2) . . ?
C11 C12 H12 120.4(14) . . ?
C13 C12 H12 120.0(15) . . ?
C11 C10 C9 121.3(2) . . ?
C11 C10 H10 118.8(15) . . ?
C9 C10 H10 119.9(15) . . ?
C10 C9 C8 120.61(19) . . ?
C10 C9 H9 121.7(13) . . ?
C8 C9 H9 117.7(13) . . ?
C8 C13 C12 122.6(2) . . ?
C8 C13 H13 118.4(13) . . ?
C12 C13 H13 119.0(13) . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 123.2(15) . . ?
C5 C4 H4 116.9(15) . . ?
C7 C5 C4 119.7(2) 2_666 . ?
C7 C5 H5 120.8(15) 2_666 . ?
C4 C5 H5 119.5(15) . . ?
C5 C7 C6 121.4(2) 2_666 . ?
C5 C7 H7 119.5(12) 2_666 . ?
C6 C7 H7 119.0(12) . . ?
O2 C14 H14C 108.0(15) . . ?
O2 C14 H14B 101.5(16) . . ?
H14C C14 H14B 111(2) . . ?
O2 C14 H14A 113.2(19) . . ?
H14C C14 H14A 108(2) . . ?
H14B C14 H14A 115(2) . . ?
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
C8 C13 1.375(3) . ?
C8 C9 1.384(3) . ?
C8 C1 1.525(3) . ?
O1 C1 1.437(2) . ?
O1 H1 0.86(2) . ?
C1 C6 1.514(3) . ?
C1 C2 1.525(3) . ?
C6 C2 1.391(3) 2_666 ?
C6 C7 1.402(3) . ?
O2 C11 1.365(2) . ?
O2 C14 1.406(3) . ?
C2 C6 1.391(3) 2_666 ?
C2 C3 1.398(3) . ?
C11 C12 1.370(3) . ?
C11 C10 1.374(3) . ?
C3 C4 1.370(3) . ?
C3 H3 0.98(2) . ?
C12 C13 1.384(3) . ?
C12 H12 0.92(2) . ?
C10 C9 1.383(3) . ?
C10 H10 0.93(3) . ?
C9 H9 0.92(2) . ?
C13 H13 0.94(2) . ?
C4 C5 1.384(3) . ?
C4 H4 0.89(2) . ?
C5 C7 1.370(3) 2_666 ?
C5 H5 0.93(2) . ?
C7 C5 1.370(3) 2_666 ?
C7 H7 0.98(2) . ?
C14 H14C 1.00(3) . ?
C14 H14B 1.03(3) . ?
C14 H14A 0.99(3) . ?
