#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/38/4503809.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_4503809
loop_
_publ_author_name
'Rohl, Andrew L.'
'Moret, Massimo'
'Kaminsky, Werner'
'Claborn, Kacey'
'McKinnon, Joshua J.'
'Kahr, Bart'
_publ_section_title
;
 Hirshfeld Surfaces Identify Inadequacies in Computations of
 Intermolecular Interactions in Crystals: Pentamorphic
 1,8-Dihydroxyanthraquinone
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4517
_journal_paper_doi               10.1021/cg8005212
_journal_volume                  8
_journal_year                    2008
_chemical_formula_moiety         'C14 H8 O4'
_chemical_formula_sum            'C14 H8 O4'
_chemical_formula_weight         240.20
_chemical_name_common            dihyanthraquin_P41_LT-Polymorph5
_chemical_name_systematic        dihyanthraquin_P41_LT-Polymorph5
_space_group_IT_number           76
_symmetry_cell_setting           tetragonal
_symmetry_Int_Tables_number      76
_symmetry_space_group_name_Hall  'P 4w'
_symmetry_space_group_name_H-M   'P 41'
_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                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.7140(16)
_cell_length_b                   5.7140(16)
_cell_length_c                   30.845(14)
_cell_measurement_reflns_used    193
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      20
_cell_measurement_theta_min      3
_cell_volume                     1007.1(6)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction        DENZO
_computing_molecular_graphics    'maXus, Zortep'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR97
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω 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  0.069
_diffrn_reflns_av_sigmaI/netI    0.1698
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            883
_diffrn_reflns_theta_full        20.80
_diffrn_reflns_theta_max         20.80
_diffrn_reflns_theta_min         3.57
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_T_max  0.9918
_exptl_absorpt_correction_T_min  0.9746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   HKL2000
_exptl_crystal_colour            orange
_exptl_crystal_colour_lustre     clear
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.183
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         883
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.153
_refine_ls_R_factor_all          0.1788
_refine_ls_R_factor_gt           0.1018
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2093
_refine_ls_wR_factor_ref         0.2408
_reflns_number_gt                442
_reflns_number_total             883
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg8005212_si_007.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               4503809
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'
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
C1 C 0.888(4) -0.345(5) 0.2599(12) 0.044(7) Uani 1 1 d U
C2 C 0.910(5) -0.174(5) 0.2279(13) 0.050(6) Uani 1 1 d .
C3 C 1.095(5) -0.175(5) 0.1989(11) 0.057(8) Uani 1 1 d .
C4 C 1.110(5) -0.003(5) 0.1670(12) 0.068(9) Uani 1 1 d .
H4 H 1.2364 -0.0067 0.1469 0.082 Uiso 1 1 calc R
C5 C 0.946(6) 0.170(5) 0.1643(14) 0.071(9) Uani 1 1 d .
H5 H 0.9610 0.2874 0.1426 0.085 Uiso 1 1 calc R
C6 C 0.759(5) 0.178(6) 0.1922(11) 0.068(10) Uani 1 1 d .
H6 H 0.6413 0.2942 0.1890 0.082 Uiso 1 1 calc R
C7 C 0.747(5) 0.009(5) 0.2261(12) 0.056(7) Uani 1 1 d .
C8 C 0.546(6) 0.039(5) 0.2557(10) 0.055(9) Uani 1 1 d .
C9 C 0.511(6) -0.147(5) 0.2905(11) 0.062(9) Uani 1 1 d .
C10 C 0.338(6) -0.138(6) 0.3197(11) 0.085(12) Uani 1 1 d .
H10 H 0.2262 -0.0146 0.3184 0.102 Uiso 1 1 calc R
C11 C 0.321(6) -0.308(6) 0.3521(13) 0.078(11) Uani 1 1 d .
H11 H 0.2010 -0.2972 0.3733 0.094 Uiso 1 1 calc R
C12 C 0.473(5) -0.487(5) 0.3531(11) 0.055(8) Uani 1 1 d .
H12 H 0.4572 -0.6040 0.3747 0.065 Uiso 1 1 calc R
C13 C 0.655(6) -0.504(6) 0.3231(14) 0.072(9) Uani 1 1 d .
C14 C 0.682(5) -0.325(5) 0.2912(10) 0.048(7) Uani 1 1 d .
O1 O 1.029(3) -0.513(3) 0.2631 0.060(6) Uani 1 1 d .
O2 O 0.404(3) 0.195(3) 0.2524(8) 0.068(7) Uani 1 1 d .
O3 O 1.264(3) -0.341(3) 0.2010 0.070(7) Uani 1 1 d .
H3 H 1.2072 -0.4651 0.2110 0.105 Uiso 1 1 calc R
O4 O 0.807(4) -0.684(3) 0.3271(7) 0.067(7) Uani 1 1 d .
H4A H 0.8905 -0.6929 0.3047 0.101 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.033(13) 0.051(14) 0.049(12) 0.001(12) 0.008(11) -0.032(11)
C2 0.04(2) 0.04(2) 0.065(19) -0.017(19) -0.003(18) 0.018(17)
C3 0.08(2) 0.06(2) 0.037(15) -0.008(18) -0.004(18) -0.033(17)
C4 0.10(3) 0.05(2) 0.059(19) 0.018(19) -0.01(2) 0.02(2)
C5 0.07(2) 0.07(3) 0.08(2) 0.01(2) -0.04(2) -0.012(18)
C6 0.05(2) 0.07(3) 0.08(3) -0.02(2) -0.02(2) -0.006(19)
C7 0.06(3) 0.03(2) 0.08(2) -0.001(18) 0.00(2) -0.020(17)
C8 0.07(3) 0.04(2) 0.05(2) -0.027(16) -0.002(16) -0.009(17)
C9 0.09(3) 0.04(2) 0.06(2) 0.016(17) -0.002(19) -0.05(2)
C10 0.06(2) 0.16(4) 0.030(16) -0.05(2) 0.009(16) -0.03(2)
C11 0.07(3) 0.10(3) 0.07(2) -0.01(2) 0.027(19) -0.01(2)
C12 0.062(19) 0.07(2) 0.034(16) -0.006(14) -0.003(17) 0.01(2)
C13 0.06(3) 0.08(3) 0.07(2) -0.03(2) -0.02(2) 0.01(2)
C14 0.07(2) 0.041(19) 0.035(16) -0.011(15) -0.004(16) -0.009(19)
O1 0.046(14) 0.056(14) 0.079(14) 0.003(13) -0.001(12) 0.002(10)
O2 0.082(17) 0.060(16) 0.064(13) -0.012(11) -0.014(11) 0.040(14)
O3 0.047(14) 0.061(14) 0.102(17) -0.017(15) -0.010(12) 0.022(11)
O4 0.060(18) 0.075(16) 0.066(15) -0.013(12) -0.006(12) 0.038(13)
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 1 2.5300
0 -1 -1 2.5300
0 0 -1 0.4550
0 0 1 0.4550
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 C1 C2 122(3)
O1 C1 C14 120(3)
C2 C1 C14 118(2)
C3 C2 C1 121(3)
C3 C2 C7 119(3)
C1 C2 C7 119(3)
O3 C3 C2 121(3)
O3 C3 C4 119(3)
C2 C3 C4 120(3)
C5 C4 C3 121(3)
C5 C4 H4 119.6
C3 C4 H4 119.9
C4 C5 C6 121(3)
C4 C5 H5 119.5
C6 C5 H5 119.0
C5 C6 C7 118(3)
C5 C6 H6 120.8
C7 C6 H6 120.8
C2 C7 C6 120(3)
C2 C7 C8 126(3)
C6 C7 C8 114(3)
O2 C8 C7 124(3)
O2 C8 C9 119(3)
C7 C8 C9 117(3)
C10 C9 C14 122(3)
C10 C9 C8 123(3)
C14 C9 C8 115(3)
C9 C10 C11 120(4)
C9 C10 H10 120.0
C11 C10 H10 119.6
C12 C11 C10 120(3)
C12 C11 H11 119.6
C10 C11 H11 120.4
C11 C12 C13 121(3)
C11 C12 H12 119.6
C13 C12 H12 118.9
O4 C13 C12 118(3)
O4 C13 C14 123(3)
C12 C13 C14 119(3)
C13 C14 C9 117(3)
C13 C14 C1 118(3)
C9 C14 C1 125(3)
C3 O3 H3 109.4
C13 O4 H4A 109.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.26(3)
C1 C2 1.40(4)
C1 C14 1.53(3)
C2 C3 1.38(3)
C2 C7 1.40(3)
C3 O3 1.36(3)
C3 C4 1.39(4)
C4 C5 1.37(3)
C4 H4 0.9500
C5 C6 1.37(4)
C5 H5 0.9500
C6 C7 1.43(4)
C6 H6 0.9500
C7 C8 1.48(4)
C8 O2 1.21(3)
C8 C9 1.52(4)
C9 C10 1.34(3)
C9 C14 1.41(4)
C10 C11 1.40(4)
C10 H10 0.9500
C11 C12 1.34(4)
C11 H11 0.9500
C12 C13 1.39(4)
C12 H12 0.9500
C13 O4 1.35(3)
C13 C14 1.43(4)
O3 H3 0.8400
O4 H4A 0.8400
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2845
