#------------------------------------------------------------------------------
#$Date: 2019-12-25 22:56:08 +0200 (Wed, 25 Dec 2019) $
#$Revision: 245972 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/15/2311547.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2311547
loop_
_publ_author_name
'Solomos, Marina A.'
'Bertke, Jeffery A.'
'Swift, Jennifer A.'
_publ_section_title
;
 Crystal structure of a di-aryl carbonate: 1,3-phenyl-ene bis-(phenyl
 carbonate).
;
_journal_coeditor_code           SU5407
_journal_issue                   'Pt 12'
_journal_name_full
'Acta crystallographica. Section E, Crystallographic communications'
_journal_page_first              1942
_journal_page_last               1945
_journal_paper_doi               10.1107/S2056989017016772
_journal_volume                  73
_journal_year                    2017
_chemical_formula_moiety         'C20 H14 O6'
_chemical_formula_sum            'C20 H14 O6'
_chemical_formula_weight         350.31
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.9597(12)
_cell_length_b                   31.548(3)
_cell_length_c                   3.8219(4)
_cell_measurement_reflns_used    6581
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.11
_cell_measurement_theta_min      2.58
_cell_volume                     1562.6(3)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014) and XPREP (Bruker, 2014)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008) and Mercury (Macrae et al.,
2008)
;
_computing_publication_material
;
XCIF (Bruker, 2014) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014/6 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/4 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Bruker D8 Quest/Photon 100'
_diffrn_measurement_method       'profile data from φ and ω scans'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0441
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            16409
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.582
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2014)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.278
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         1625
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.164
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0395
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0297P)²+1.0258P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0891
_refine_ls_wR_factor_ref         0.0925
_reflns_number_gt                1409
_reflns_number_total             1625
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            su5407sup1.cif
_cod_data_source_block           I
_cod_database_code               2311547
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
O O1 0.53843(8) 0.37983(3) 0.6378(3) 0.0182(3) Uani d 1
O O2 0.64043(8) 0.32686(3) 0.6752(3) 0.0176(3) Uani d 1
O O3 0.49910(8) 0.32050(3) 0.3282(3) 0.0205(3) Uani d 1
C C1 0.45214(11) 0.40226(5) 0.5132(4) 0.0149(3) Uani d 1
C C2 0.47199(12) 0.44105(5) 0.3612(4) 0.0166(3) Uani d 1
H H2 0.5410 0.4506 0.3305 0.020 Uiso calc 1
C C3 0.38982(12) 0.46595(5) 0.2539(4) 0.0185(3) Uani d 1
H H3 0.4022 0.4928 0.1494 0.022 Uiso calc 1
C C4 0.28937(12) 0.45171(5) 0.2990(4) 0.0175(3) Uani d 1
H H4 0.2331 0.4687 0.2238 0.021 Uiso calc 1
C C5 0.27117(12) 0.41276(5) 0.4532(4) 0.0178(3) Uani d 1
H H5 0.2023 0.4031 0.4839 0.021 Uiso calc 1
C C6 0.35262(12) 0.38772(5) 0.5632(4) 0.0159(3) Uani d 1
H H6 0.3404 0.3611 0.6710 0.019 Uiso calc 1
C C7 0.55226(11) 0.33988(5) 0.5243(4) 0.0144(3) Uani d 1
C C8 0.68026(11) 0.28716(5) 0.5719(4) 0.0141(3) Uani d 1
C C9 0.63026(16) 0.2500 0.6630(6) 0.0146(4) Uani d 1
H H9 0.5657 0.2500 0.7808 0.018 Uiso calc 1
C C10 0.77487(11) 0.28802(5) 0.4077(4) 0.0152(3) Uani d 1
H H10 0.8068 0.3143 0.3513 0.018 Uiso calc 1
C C11 0.82269(16) 0.2500 0.3264(6) 0.0159(5) Uani d 1
H H11 0.8882 0.2500 0.2149 0.019 Uiso calc 1
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C7 O1 C1 . . 117.93(12)
C7 O2 C8 . . 117.53(12)
C2 C1 C6 . . 121.79(14)
C2 C1 O1 . . 116.16(13)
C6 C1 O1 . . 121.89(14)
C1 C2 C3 . . 118.98(14)
C1 C2 H2 . . 120.5
C3 C2 H2 . . 120.5
C2 C3 C4 . . 120.04(15)
C2 C3 H3 . . 120.0
C4 C3 H3 . . 120.0
C5 C4 C3 . . 120.04(14)
C5 C4 H4 . . 120.0
C3 C4 H4 . . 120.0
C4 C5 C6 . . 120.43(14)
C4 C5 H5 . . 119.8
C6 C5 H5 . . 119.8
C1 C6 C5 . . 118.71(14)
C1 C6 H6 . . 120.6
C5 C6 H6 . . 120.6
O3 C7 O2 . . 127.33(14)
O3 C7 O1 . . 127.50(14)
O2 C7 O1 . . 105.16(12)
C10 C8 C9 . . 123.23(14)
C10 C8 O2 . . 115.82(13)
C9 C8 O2 . . 120.67(14)
C8 C9 C8 7_565 . 115.8(2)
C8 C9 H9 7_565 . 122.1
C8 C9 H9 . . 122.1
C8 C10 C11 . . 118.90(15)
C8 C10 H10 . . 120.5
C11 C10 H10 . . 120.5
C10 C11 C10 . 7_565 119.9(2)
C10 C11 H11 . . 120.0
C10 C11 H11 7_565 . 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C7 . 1.3446(18)
O1 C1 . 1.4064(18)
O2 C7 . 1.3442(18)
O2 C8 . 1.4109(18)
O3 C7 . 1.1878(18)
C1 C2 . 1.379(2)
C1 C6 . 1.382(2)
C2 C3 . 1.385(2)
C2 H2 . 0.9500
C3 C4 . 1.388(2)
C3 H3 . 0.9500
C4 C5 . 1.383(2)
C4 H4 . 0.9500
C5 C6 . 1.384(2)
C5 H5 . 0.9500
C6 H6 . 0.9500
C8 C10 . 1.377(2)
C8 C9 . 1.3842(19)
C9 C8 7_565 1.3841(19)
C9 H9 . 0.9500
C10 C11 . 1.3856(18)
C10 H10 . 0.9500
C11 C10 7_565 1.3856(18)
C11 H11 . 0.9500
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C10 H10 O3 6_656 0.95 2.592 3.2105(8) 123
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_site_symmetry_4
_geom_torsion
C7 O1 C1 C2 . -125.86(15)
C7 O1 C1 C6 . 58.7(2)
C6 C1 C2 C3 . -0.4(2)
O1 C1 C2 C3 . -175.82(14)
C1 C2 C3 C4 . -0.2(2)
C2 C3 C4 C5 . 0.4(2)
C3 C4 C5 C6 . -0.1(2)
C2 C1 C6 C5 . 0.8(2)
O1 C1 C6 C5 . 175.92(14)
C4 C5 C6 C1 . -0.5(2)
C8 O2 C7 O3 . 5.6(2)
C8 O2 C7 O1 . -173.24(12)
C1 O1 C7 O3 . -0.4(2)
C1 O1 C7 O2 . 178.35(12)
C7 O2 C8 C10 . 116.32(15)
C7 O2 C8 C9 . -69.5(2)
C10 C8 C9 C8 7_565 -1.4(3)
O2 C8 C9 C8 7_565 -175.11(11)
C9 C8 C10 C11 . 0.5(3)
O2 C8 C10 C11 . 174.47(15)
C8 C10 C11 C10 7_565 0.5(3)
