#------------------------------------------------------------------------------
#$Date: 2022-03-29 10:03:59 +0300 (Tue, 29 Mar 2022) $
#$Revision: 274058 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/49/8104904.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_8104904
loop_
_publ_author_name
'Manana, Pholani'
'Hosten, Eric C.'
'Betz, Richard'
_publ_section_title
;
 Crystal structure of benzanthrone -- a redetermination for correct
 molecular geometry and localization of hydrogen atoms
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              139
_journal_page_last               141
_journal_paper_doi               10.1515/ncrs-2020-0389
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C17 H10 O'
_chemical_formula_sum            'C17 H10 O'
_chemical_formula_weight         230.25
_chemical_name_common            benzanthrone
_chemical_name_systematic        benzanthrone
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.0604(12)
_cell_length_b                   14.672(3)
_cell_length_c                   14.846(3)
_cell_measurement_reflns_used    2442
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.98
_cell_measurement_theta_min      2.74
_cell_volume                     1102.3(4)
_computing_cell_refinement       'SAINT (Bruker, 2010)'
_computing_data_collection       'APEX2 (Bruker, 2010)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
'ORTEP3 (Farrugia, 2012), Mercury (Macrae et al., 2008)'
_computing_publication_material  'SHELXL-97, PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2015)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_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  0.0344
_diffrn_reflns_av_sigmaI/netI    0.0363
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8990
_diffrn_reflns_theta_full        28.40
_diffrn_reflns_theta_max         28.40
_diffrn_reflns_theta_min         1.95
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8939
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;                                                              
SADABS (Bruker, 2008)                                          
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.449
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.052
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1620
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0432
_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)+(0.0513P)²+0.1548P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0923
_refine_ls_wR_factor_ref         0.1022
_reflns_number_gt                1181
_reflns_number_total             1620
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_j_ncrs-2020-0389_suppl.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the built-in table derived from
the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_cell_volume        1102.2(4)
_cod_original_sg_symbol_H-M      'P2(1)2(1)2(1) '
_cod_database_code               8104904
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
O1 O 0.4104(4) 0.61016(11) 0.42422(10) 0.0477(5) Uani 1 1 d . . .
C1 C 0.4282(5) 0.56471(15) 0.49358(14) 0.0319(5) Uani 1 1 d . . .
C2 C 0.6197(5) 0.48920(14) 0.50153(13) 0.0289(5) Uani 1 1 d . . .
C3 C 0.7967(5) 0.47345(16) 0.43227(14) 0.0347(5) Uani 1 1 d . . .
H3 H 0.7934 0.5114 0.3804 0.042 Uiso 1 1 calc R . .
C4 C 0.9805(5) 0.40242(17) 0.43752(15) 0.0398(6) Uani 1 1 d . . .
H4 H 1.1005 0.3923 0.3893 0.048 Uiso 1 1 calc R . .
C5 C 0.9877(5) 0.34754(16) 0.51192(15) 0.0388(6) Uani 1 1 d . . .
H5 H 1.1134 0.2995 0.5149 0.047 Uiso 1 1 calc R . .
C6 C 0.8109(5) 0.36103(16) 0.58468(14) 0.0319(5) Uani 1 1 d . . .
C7 C 0.6232(4) 0.43306(15) 0.58005(13) 0.0269(5) Uani 1 1 d . . .
C8 C 0.8182(5) 0.30526(17) 0.66258(16) 0.0414(6) Uani 1 1 d . . .
H8 H 0.9441 0.2574 0.6667 0.050 Uiso 1 1 calc R . .
C9 C 0.6457(5) 0.31979(18) 0.73170(16) 0.0436(6) Uani 1 1 d . . .
H9 H 0.6518 0.2817 0.7834 0.052 Uiso 1 1 calc R . .
C10 C 0.4588(5) 0.39063(16) 0.72723(14) 0.0353(6) Uani 1 1 d . . .
H10 H 0.3397 0.3994 0.7759 0.042 Uiso 1 1 calc R . .
C11 C 0.4449(4) 0.44801(14) 0.65308(13) 0.0274(5) Uani 1 1 d . . .
C12 C 0.2575(4) 0.52501(14) 0.64842(13) 0.0271(5) Uani 1 1 d . . .
C13 C 0.0774(5) 0.54382(16) 0.71803(13) 0.0326(5) Uani 1 1 d . . .
H13 H 0.0743 0.5059 0.7699 0.039 Uiso 1 1 calc R . .
C14 C -0.0946(5) 0.61629(16) 0.71222(14) 0.0363(6) Uani 1 1 d . . .
H14 H -0.2161 0.6272 0.7598 0.044 Uiso 1 1 calc R . .
C15 C -0.0930(5) 0.67382(16) 0.63775(15) 0.0380(6) Uani 1 1 d . . .
H15 H -0.2099 0.7244 0.6349 0.046 Uiso 1 1 calc R . .
C16 C 0.0800(5) 0.65659(15) 0.56824(15) 0.0361(5) Uani 1 1 d . . .
H16 H 0.0818 0.6955 0.5171 0.043 Uiso 1 1 calc R . .
C17 C 0.2529(5) 0.58257(14) 0.57199(13) 0.0287(5) Uani 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
O1 C1 C2 121.4(2) . .
O1 C1 C17 121.1(2) . .
C2 C1 C17 117.47(18) . .
C3 C2 C7 120.2(2) . .
C3 C2 C1 119.40(19) . .
C7 C2 C1 120.42(19) . .
C2 C3 C4 120.9(2) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
C5 C4 C3 120.1(2) . .
C5 C4 H4 120.0 . .
C3 C4 H4 120.0 . .
C4 C5 C6 121.1(2) . .
C4 C5 H5 119.4 . .
C6 C5 H5 119.4 . .
C5 C6 C8 121.7(2) . .
C5 C6 C7 119.2(2) . .
C8 C6 C7 119.1(2) . .
C6 C7 C2 118.46(19) . .
C6 C7 C11 119.96(18) . .
C2 C7 C11 121.58(19) . .
C9 C8 C6 120.5(2) . .
C9 C8 H8 119.8 . .
C6 C8 H8 119.8 . .
C8 C9 C10 120.7(2) . .
C8 C9 H9 119.7 . .
C10 C9 H9 119.7 . .
C11 C10 C9 121.3(2) . .
C11 C10 H10 119.3 . .
C9 C10 H10 119.3 . .
C10 C11 C7 118.5(2) . .
C10 C11 C12 122.27(19) . .
C7 C11 C12 119.20(17) . .
C13 C12 C17 117.5(2) . .
C13 C12 C11 122.16(19) . .
C17 C12 C11 120.33(18) . .
C14 C13 C12 121.0(2) . .
C14 C13 H13 119.5 . .
C12 C13 H13 119.5 . .
C13 C14 C15 121.0(2) . .
C13 C14 H14 119.5 . .
C15 C14 H14 119.5 . .
C16 C15 C14 119.2(2) . .
C16 C15 H15 120.4 . .
C14 C15 H15 120.4 . .
C15 C16 C17 120.8(2) . .
C15 C16 H16 119.6 . .
C17 C16 H16 119.6 . .
C16 C17 C12 120.5(2) . .
C16 C17 C1 118.68(19) . .
C12 C17 C1 120.85(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.230(2) .
C1 C2 1.477(3) .
C1 C17 1.487(3) .
C2 C3 1.383(3) .
C2 C7 1.427(3) .
C3 C4 1.399(3) .
C3 H3 0.9500 .
C4 C5 1.367(3) .
C4 H4 0.9500 .
C5 C6 1.417(3) .
C5 H5 0.9500 .
C6 C8 1.417(3) .
C6 C7 1.422(3) .
C7 C11 1.428(3) .
C8 C9 1.364(3) .
C8 H8 0.9500 .
C9 C10 1.407(3) .
C9 H9 0.9500 .
C10 C11 1.388(3) .
C10 H10 0.9500 .
C11 C12 1.477(3) .
C12 C13 1.405(3) .
C12 C17 1.415(3) .
C13 C14 1.377(3) .
C13 H13 0.9500 .
C14 C15 1.391(3) .
C14 H14 0.9500 .
C15 C16 1.377(3) .
C15 H15 0.9500 .
C16 C17 1.396(3) .
C16 H16 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C10 H10 O1 0.95 2.54 3.470(3) 165.3 2_565
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
O1 C1 C2 C3 5.0(3) . . . .
C17 C1 C2 C3 -176.4(2) . . . .
O1 C1 C2 C7 -175.3(2) . . . .
C17 C1 C2 C7 3.4(3) . . . .
C7 C2 C3 C4 0.3(3) . . . .
C1 C2 C3 C4 -179.90(19) . . . .
C2 C3 C4 C5 -0.2(3) . . . .
C3 C4 C5 C6 0.1(3) . . . .
C4 C5 C6 C8 -179.3(2) . . . .
C4 C5 C6 C7 -0.1(3) . . . .
C5 C6 C7 C2 0.2(3) . . . .
C8 C6 C7 C2 179.4(2) . . . .
C5 C6 C7 C11 -179.5(2) . . . .
C8 C6 C7 C11 -0.3(3) . . . .
C3 C2 C7 C6 -0.3(3) . . . .
C1 C2 C7 C6 179.89(19) . . . .
C3 C2 C7 C11 179.4(2) . . . .
C1 C2 C7 C11 -0.4(3) . . . .
C5 C6 C8 C9 180.0(2) . . . .
C7 C6 C8 C9 0.7(3) . . . .
C6 C8 C9 C10 -0.4(4) . . . .
C8 C9 C10 C11 -0.4(4) . . . .
C9 C10 C11 C7 0.8(3) . . . .
C9 C10 C11 C12 -177.5(2) . . . .
C6 C7 C11 C10 -0.4(3) . . . .
C2 C7 C11 C10 179.81(19) . . . .
C6 C7 C11 C12 177.96(18) . . . .
C2 C7 C11 C12 -1.8(3) . . . .
C10 C11 C12 C13 -1.4(3) . . . .
C7 C11 C12 C13 -179.8(2) . . . .
C10 C11 C12 C17 179.1(2) . . . .
C7 C11 C12 C17 0.7(3) . . . .
C17 C12 C13 C14 -0.8(3) . . . .
C11 C12 C13 C14 179.72(19) . . . .
C12 C13 C14 C15 -0.8(3) . . . .
C13 C14 C15 C16 1.3(4) . . . .
C14 C15 C16 C17 -0.2(3) . . . .
C15 C16 C17 C12 -1.5(3) . . . .
C15 C16 C17 C1 177.6(2) . . . .
C13 C12 C17 C16 1.9(3) . . . .
C11 C12 C17 C16 -178.59(19) . . . .
C13 C12 C17 C1 -177.1(2) . . . .
C11 C12 C17 C1 2.4(3) . . . .
O1 C1 C17 C16 -4.8(3) . . . .
C2 C1 C17 C16 176.55(19) . . . .
O1 C1 C17 C12 174.2(2) . . . .
C2 C1 C17 C12 -4.4(3) . . . .
