#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/52/7105277.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_7105277
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                97.721(3)
_cell_angle_beta                 90.851(3)
_cell_angle_gamma                105.319(3)
_cell_formula_units_Z            2
_cell_length_a                   6.2160(9)
_cell_length_b                   10.9301(16)
_cell_length_c                   16.315(2)
_cell_measurement_reflns_used    840
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      21.17
_cell_measurement_theta_min      2.52
_cell_volume                     1057.9(3)
_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 0.992
_diffrn_measured_fraction_theta_max 0.906
_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  0.0335
_diffrn_reflns_av_sigmaI/netI    0.0724
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8480
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.34
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.9783
_exptl_absorpt_correction_T_min  0.9547
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         4786
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.983
_refine_ls_R_factor_all          0.1335
_refine_ls_R_factor_gt           0.0663
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0718P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1441
_refine_ls_wR_factor_ref         0.1722
_reflns_number_gt                2499
_reflns_number_total             4786
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b923370a.txt
_cod_data_source_block           Ia
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7105277
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
O2 O 0.1800(3) 0.07780(16) 0.19134(11) 0.0505(5) Uani 1 1 d . . .
H2 H 0.1900 0.0099 0.2079 0.061 Uiso 1 1 calc R . .
C14 C -0.0322(4) 0.1002(2) 0.21242(14) 0.0355(6) Uani 1 1 d . . .
C22 C -0.4127(4) -0.2034(2) 0.31920(13) 0.0333(6) Uani 1 1 d . . .
C1 C -0.4114(4) -0.0737(2) 0.29360(14) 0.0353(6) Uani 1 1 d . . .
O1 O -0.6235(3) -0.04979(16) 0.31320(11) 0.0500(5) Uani 1 1 d . . .
H1 H -0.6056 0.0292 0.3271 0.060 Uiso 1 1 calc R . .
C2 C -0.3934(4) -0.0818(2) 0.20047(14) 0.0345(6) Uani 1 1 d . . .
C3 C -0.2182(4) -0.0044(2) 0.16408(14) 0.0344(6) Uani 1 1 d . . .
C15 C -0.0305(4) 0.2295(2) 0.18592(14) 0.0345(6) Uani 1 1 d . . .
C8 C -0.2241(4) 0.0302(2) 0.34246(14) 0.0356(6) Uani 1 1 d . . .
C13 C -0.0501(4) 0.1074(2) 0.30568(14) 0.0356(6) Uani 1 1 d . . .
C25 C -0.4101(4) -0.4403(2) 0.36403(16) 0.0460(7) Uani 1 1 d . . .
O4 O -0.4265(3) -0.55754(17) 0.38828(14) 0.0738(7) Uani 1 1 d . . .
C4 C -0.2143(4) -0.0208(2) 0.07763(15) 0.0449(7) Uani 1 1 d . . .
H4 H -0.0952 0.0317 0.0520 0.054 Uiso 1 1 calc R . .
O3 O -0.0022(3) 0.58278(17) 0.11225(14) 0.0710(7) Uani 1 1 d . . .
C20 C -0.2246(4) 0.2600(2) 0.16696(14) 0.0383(6) Uani 1 1 d . . .
H20 H -0.3637 0.1992 0.1709 0.046 Uiso 1 1 calc R . .
C7 C -0.5614(4) -0.1721(2) 0.15025(15) 0.0440(7) Uani 1 1 d . . .
H7 H -0.6825 -0.2247 0.1749 0.053 Uiso 1 1 calc R . .
C9 C -0.2279(5) 0.0447(2) 0.42851(15) 0.0472(7) Uani 1 1 d . . .
H9 H -0.3481 -0.0078 0.4537 0.057 Uiso 1 1 calc R . .
C18 C -0.0241(4) 0.4657(2) 0.13689(17) 0.0476(7) Uani 1 1 d . . .
C23 C -0.2315(4) -0.2520(2) 0.30705(15) 0.0426(6) Uani 1 1 d . . .
H23 H -0.1040 -0.2034 0.2833 0.051 Uiso 1 1 calc R . .
C10 C -0.0612(5) 0.1334(3) 0.47773(17) 0.0579(8) Uani 1 1 d . . .
H10 H -0.0667 0.1425 0.5363 0.069 Uiso 1 1 calc R . .
C19 C -0.2234(4) 0.3767(2) 0.14230(15) 0.0443(7) Uani 1 1 d . . .
H19 H -0.3601 0.3949 0.1292 0.053 Uiso 1 1 calc R . .
C12 C 0.1189(5) 0.1958(2) 0.35680(16) 0.0494(7) Uani 1 1 d . . .
H12 H 0.2407 0.2482 0.3323 0.059 Uiso 1 1 calc R . .
C24 C -0.2298(4) -0.3704(2) 0.32858(15) 0.0450(7) Uani 1 1 d . . .
H24 H -0.1034 -0.4027 0.3187 0.054 Uiso 1 1 calc R . .
C5 C -0.3777(5) -0.1106(2) 0.02945(16) 0.0529(7) Uani 1 1 d . . .
H5 H -0.3705 -0.1215 -0.0291 0.063 Uiso 1 1 calc R . .
C6 C -0.5533(5) -0.1857(2) 0.06596(17) 0.0525(7) Uani 1 1 d . . .
H6 H -0.6692 -0.2470 0.0324 0.063 Uiso 1 1 calc R . .
C27 C -0.5936(4) -0.2757(2) 0.35475(18) 0.0539(8) Uani 1 1 d . . .
H27 H -0.7215 -0.2446 0.3639 0.065 Uiso 1 1 calc R . .
C11 C 0.1129(5) 0.2086(3) 0.44132(18) 0.0597(8) Uani 1 1 d . . .
H11 H 0.2295 0.2696 0.4747 0.072 Uiso 1 1 calc R . .
C17 C 0.1714(4) 0.4384(3) 0.1576(2) 0.0654(9) Uani 1 1 d . . .
H17 H 0.3100 0.5007 0.1557 0.078 Uiso 1 1 calc R . .
C26 C -0.5915(5) -0.3929(3) 0.37723(19) 0.0641(9) Uani 1 1 d . . .
H26 H -0.7173 -0.4410 0.4021 0.077 Uiso 1 1 calc R . .
C16 C 0.1683(4) 0.3216(2) 0.18104(18) 0.0578(8) Uani 1 1 d . . .
H16 H 0.3054 0.3039 0.1941 0.069 Uiso 1 1 calc R . .
C28 C -0.2355(5) -0.6026(3) 0.38823(19) 0.0735(10) Uani 1 1 d . . .
H28A H -0.1797 -0.6075 0.3324 0.110 Uiso 1 1 calc R . .
H28B H -0.2731 -0.6880 0.4054 0.110 Uiso 1 1 calc R . .
H28C H -0.1201 -0.5438 0.4269 0.110 Uiso 1 1 calc R . .
C21 C -0.1940(5) 0.6123(3) 0.0839(2) 0.0782(10) Uani 1 1 d . . .
H21A H -0.2682 0.5473 0.0376 0.117 Uiso 1 1 calc R . .
H21B H -0.1516 0.6966 0.0653 0.117 Uiso 1 1 calc R . .
H21C H -0.2963 0.6135 0.1289 0.117 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
_geom_angle_publ_flag
C14 O2 H2 109.5 . . ?
O2 C14 C3 109.18(18) . . ?
O2 C14 C13 108.62(17) . . ?
C3 C14 C13 113.11(19) . . ?
O2 C14 C15 106.20(17) . . ?
C3 C14 C15 109.57(17) . . ?
C13 C14 C15 109.91(19) . . ?
C23 C22 C27 117.6(2) . . ?
C23 C22 C1 120.6(2) . . ?
C27 C22 C1 121.8(2) . . ?
O1 C1 C2 107.76(18) . . ?
O1 C1 C8 109.54(18) . . ?
C2 C1 C8 113.52(19) . . ?
O1 C1 C22 107.57(18) . . ?
C2 C1 C22 108.98(19) . . ?
C8 C1 C22 109.30(17) . . ?
C1 O1 H1 109.5 . . ?
C3 C2 C7 119.4(2) . . ?
C3 C2 C1 122.8(2) . . ?
C7 C2 C1 117.7(2) . . ?
C2 C3 C4 118.6(2) . . ?
C2 C3 C14 123.8(2) . . ?
C4 C3 C14 117.6(2) . . ?
C20 C15 C16 117.2(2) . . ?
C20 C15 C14 121.9(2) . . ?
C16 C15 C14 120.9(2) . . ?
C13 C8 C9 119.3(2) . . ?
C13 C8 C1 123.3(2) . . ?
C9 C8 C1 117.4(2) . . ?
C8 C13 C12 118.4(2) . . ?
C8 C13 C14 123.3(2) . . ?
C12 C13 C14 118.3(2) . . ?
C24 C25 C26 119.4(2) . . ?
C24 C25 O4 124.8(2) . . ?
C26 C25 O4 115.8(2) . . ?
C25 O4 C28 118.6(2) . . ?
C5 C4 C3 121.4(2) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C18 O3 C21 118.7(2) . . ?
C15 C20 C19 122.0(2) . . ?
C15 C20 H20 119.0 . . ?
C19 C20 H20 119.0 . . ?
C6 C7 C2 120.7(2) . . ?
C6 C7 H7 119.7 . . ?
C2 C7 H7 119.7 . . ?
C10 C9 C8 121.4(3) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
O3 C18 C19 124.8(2) . . ?
O3 C18 C17 115.9(2) . . ?
C19 C18 C17 119.3(2) . . ?
C22 C23 C24 121.7(2) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 H23 119.1 . . ?
C11 C10 C9 119.3(3) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C18 C19 C20 119.6(2) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 H19 120.2 . . ?
C11 C12 C13 121.6(3) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 H12 119.2 . . ?
C25 C24 C23 119.7(2) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C4 C5 C6 119.7(3) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C7 C6 C5 120.2(3) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C22 C27 C26 120.9(2) . . ?
C22 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C12 C11 C10 120.0(3) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C18 C17 C16 120.5(2) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C25 C26 C27 120.7(3) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 H26 119.7 . . ?
C17 C16 C15 121.3(2) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
O4 C28 H28A 109.5 . . ?
O4 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O4 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O3 C21 H21A 109.5 . . ?
O3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
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
O2 C14 1.442(2) . ?
O2 H2 0.8400 . ?
C14 C3 1.516(3) . ?
C14 C13 1.520(3) . ?
C14 C15 1.530(3) . ?
C22 C23 1.373(3) . ?
C22 C27 1.378(3) . ?
C22 C1 1.528(3) . ?
C1 O1 1.443(2) . ?
C1 C2 1.518(3) . ?
C1 C8 1.521(3) . ?
O1 H1 0.8400 . ?
C2 C3 1.386(3) . ?
C2 C7 1.396(3) . ?
C3 C4 1.399(3) . ?
C15 C20 1.375(3) . ?
C15 C16 1.383(3) . ?
C8 C13 1.384(3) . ?
C8 C9 1.393(3) . ?
C13 C12 1.397(3) . ?
C25 C24 1.364(3) . ?
C25 C26 1.368(3) . ?
C25 O4 1.371(3) . ?
O4 C28 1.400(3) . ?
C4 C5 1.362(3) . ?
C4 H4 0.9500 . ?
O3 C18 1.366(3) . ?
O3 C21 1.402(3) . ?
C20 C19 1.387(3) . ?
C20 H20 0.9500 . ?
C7 C6 1.366(3) . ?
C7 H7 0.9500 . ?
C9 C10 1.376(4) . ?
C9 H9 0.9500 . ?
C18 C19 1.370(3) . ?
C18 C17 1.373(3) . ?
C23 C24 1.388(3) . ?
C23 H23 0.9500 . ?
C10 C11 1.371(4) . ?
C10 H10 0.9500 . ?
C19 H19 0.9500 . ?
C12 C11 1.369(4) . ?
C12 H12 0.9500 . ?
C24 H24 0.9500 . ?
C5 C6 1.377(4) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C27 C26 1.382(3) . ?
C27 H27 0.9500 . ?
C11 H11 0.9500 . ?
C17 C16 1.376(3) . ?
C17 H17 0.9500 . ?
C26 H26 0.9500 . ?
C16 H16 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10000676
