#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/36/2003629.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_2003629
loop_
_publ_author_name
'Blake, A. J.'
'Grimditch, R. S.'
'Schröder, M.'
_publ_section_title
;
 5,5'-Di(anthracenecarboxylic) Anhydride
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1472
_journal_page_last               1474
_journal_paper_doi               10.1107/S0108270195004306
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
;
 Treatment of 5-anthracenecarboxylic acid with oxalyl chloride yields
 5-anthracenecarboxyl chloride, which reacts with residual acid to give
 5,5'-di(anthracenecarboxylic) anhydride (1). Crystals of (1) were grown
 by the slow concentration of a dichloromethane solution.
;
_chemical_formula_moiety         'C30 H18 O3'
_chemical_formula_sum            'C30 H18 O3'
_chemical_formula_weight         426.44
_chemical_name_common            'anthracenecarboxylic anhydride'
_chemical_name_systematic
;
  5,5'-di(anthracenecarboxylic) anhydride
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                112.51(2)
_cell_angle_beta                 89.56(2)
_cell_angle_gamma                107.24(2)
_cell_formula_units_Z            2
_cell_length_a                   9.834(5)
_cell_length_b                   10.973(6)
_cell_length_c                   11.510(6)
_cell_measurement_reflns_used    12
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      16
_cell_measurement_theta_min      15
_cell_volume                     1087.9(10)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1990a)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1990b)'
_computing_molecular_graphics    'SHELXTL/PC (Sheldrick, 1992)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measurement_device       'Stoe Stadi-4 four-circle diffractometer'
_diffrn_measurement_method
;
ω-2θ scans using on-line profile-fitting (Clegg, 1981)
;
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0242
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6230
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         2.51
_diffrn_standards_decay_%        2
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       Lath
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.82
_exptl_crystal_size_mid          0.39
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.169
_refine_ls_extinction_coef       0.0064(19)
_refine_ls_extinction_method     'SHELXL93 (Sheldrick, 1993)'
_refine_ls_goodness_of_fit_all   1.042
_refine_ls_goodness_of_fit_obs   1.070
_refine_ls_hydrogen_treatment
;
 H atoms included in calculated positions and allowed to ride on the
corresponding C atoms with U~iso~ = 1.2U~eq~(C)
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         6099
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.142
_refine_ls_restrained_S_obs      1.070
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_obs          0.0555
_refine_ls_shift/esd_max         0.017
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/[σ²(Fo²)+(0.0557P)²+0.3047P]
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1724
_refine_ls_wR_factor_obs         0.1285
_reflns_number_observed          4003
_reflns_number_total             6230
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ab1274.cif
_cod_data_source_block           n3coan
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0557P)^2^+0.3047P]' was changed to 'calc'. New
tag '_refine_ls_weighting_details' was created. The value of the new
tag was set to 'w=1/[\s^2^(Fo^2^)+(0.0557P)^2^+0.3047P]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2003629
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_type_symbol
C11 1 0.6365(2) 0.8355(2) 0.45459(14) 0.0446(4) Uani d . C
O11 1 0.52184(14) 0.8336(2) 0.42084(13) 0.0637(4) Uani d . O
O 1 0.66610(12) 0.82598(13) 0.56761(10) 0.0520(3) Uani d . O
C12 1 0.5608(2) 0.7589(2) 0.62373(14) 0.0429(3) Uani d . C
O12 1 0.45730(14) 0.66601(13) 0.56461(11) 0.0615(4) Uani d . O
C1 1 1.0130(2) 0.6592(2) 0.2274(2) 0.0693(6) Uani d . C
H1A 1 1.0972(2) 0.6721(2) 0.1850(2) 0.083 Uiso d R H
C2 1 0.9518(3) 0.5356(2) 0.2357(2) 0.0749(6) Uani d . C
H2A 1 0.9927(3) 0.4619(2) 0.1994(2) 0.090 Uiso d R H
C3 1 0.8282(2) 0.5145(2) 0.2974(2) 0.0660(5) Uani d . C
H3A 1 0.7859(2) 0.4265(2) 0.3031(2) 0.079 Uiso d R H
C4 1 0.7682(2) 0.6164(2) 0.3485(2) 0.0531(4) Uani d . C
H4A 1 0.6835(2) 0.5993(2) 0.3895(2) 0.064 Uiso d R H
C4A 1 0.8288(2) 0.7492(2) 0.34266(14) 0.0440(4) Uani d . C
C5 1 0.7691(2) 0.8574(2) 0.39180(14) 0.0425(3) Uani d . C
C5A 1 0.8297(2) 0.9861(2) 0.38296(15) 0.0455(4) Uani d . C
C6 1 0.7750(2) 1.1001(2) 0.4369(2) 0.0584(5) Uani d . C
H6A 1 0.6915(2) 1.0897(2) 0.4805(2) 0.070 Uiso d R H
C7 1 0.8397(2) 1.2230(2) 0.4273(2) 0.0735(6) Uani d . C
H7A 1 0.8021(2) 1.2988(2) 0.4652(2) 0.088 Uiso d R H
C8 1 0.9614(2) 1.2409(3) 0.3626(3) 0.0801(7) Uani d . C
H8A 1 1.0049(2) 1.3281(3) 0.3555(3) 0.096 Uiso d R H
C9 1 1.0170(2) 1.1365(2) 0.3106(2) 0.0703(6) Uani d . C
H9A 1 1.0995(2) 1.1502(2) 0.2663(2) 0.084 Uiso d R H
C9A 1 0.9558(2) 1.0058(2) 0.3202(2) 0.0522(4) Uani d . C
C10 1 1.0144(2) 0.8983(2) 0.2712(2) 0.0572(5) Uani d . C
H10A 1 1.0991(2) 0.9124(2) 0.2295(2) 0.069 Uiso d R H
C10A 1 0.9550(2) 0.7713(2) 0.2804(2) 0.0508(4) Uani d . C
C1' 1 0.6942(2) 1.1525(2) 1.0439(2) 0.0601(5) Uani d . C
H1'A 1 0.7333(2) 1.1916(2) 1.1313(2) 0.072 Uiso d R H
C2' 1 0.6544(2) 1.2326(2) 0.9959(2) 0.0642(5) Uani d . C
H2'A 1 0.6654(2) 1.3278(2) 1.0491(2) 0.077 Uiso d R H
C3' 1 0.5963(2) 1.1773(2) 0.8674(2) 0.0583(5) Uani d . C
H3'A 1 0.5673(2) 1.2351(2) 0.8344(2) 0.070 Uiso d R H
C4' 1 0.5812(2) 1.0433(2) 0.7901(2) 0.0480(4) Uani d . C
H4'A 1 0.5421(2) 1.0078(2) 0.7031(2) 0.058 Uiso d R H
C4A' 1 0.6228(2) 0.9548(2) 0.83671(14) 0.0410(3) Uani d . C
C5' 1 0.6082(2) 0.8151(2) 0.76153(13) 0.0399(3) Uani d . C
C5A' 1 0.6443(2) 0.7283(2) 0.81138(15) 0.0438(3) Uani d . C
C6' 1 0.6354(2) 0.5876(2) 0.7366(2) 0.0554(4) Uani d . C
H6'A 1 0.6012(2) 0.5474(2) 0.6480(2) 0.066 Uiso d R H
C7' 1 0.6747(3) 0.5099(2) 0.7889(2) 0.0722(6) Uani d . C
H7'A 1 0.6690(3) 0.4157(2) 0.7368(2) 0.087 Uiso d R H
C8' 1 0.7240(3) 0.5658(2) 0.9195(2) 0.0850(7) Uani d . C
H8'A 1 0.7495(3) 0.5088(2) 0.9555(2) 0.102 Uiso d R H
C9' 1 0.7353(3) 0.6984(2) 0.9934(2) 0.0725(6) Uani d . C
H9'A 1 0.7689(3) 0.7346(2) 1.0819(2) 0.087 Uiso d R H
C9A' 1 0.6985(2) 0.7862(2) 0.9428(2) 0.0516(4) Uani d . C
C10' 1 0.7155(2) 0.9249(2) 1.0165(2) 0.0554(4) Uani d . C
H10B 1 0.7536(2) 0.9629(2) 1.1041(2) 0.066 Uiso d R H
C0A' 1 0.6794(2) 1.0108(2) 0.96776(15) 0.0477(4) Uani d . C
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C C 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0033 0.001
H H 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0000 0.000
O O 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 0.0106 0.006
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O11 C11 O 122.47(15) y
O11 C11 C5 127.5(2) y
O C11 C5 109.94(13) y
C11 O C12 122.36(13) y
O12 C12 O 122.74(15) y
O12 C12 C5' 128.3(2) y
O C12 C5' 108.72(13) y
C2 C1 C10A 121.4(2) ?
C1 C2 C3 120.2(2) ?
C4 C3 C2 121.0(2) ?
C3 C4 C4A 121.1(2) ?
C5 C4A C4 123.4(2) ?
C5 C4A C10A 118.5(2) ?
C4 C4A C10A 118.1(2) ?
C5A C5 C4A 122.2(2) ?
C5A C5 C11 118.50(15) y
C4A C5 C11 119.31(15) y
C5 C5A C6 123.4(2) ?
C5 C5A C9A 118.4(2) ?
C6 C5A C9A 118.2(2) ?
C7 C6 C5A 120.8(2) ?
C6 C7 C8 120.9(2) ?
C9 C8 C7 120.4(2) ?
C8 C9 C9A 121.3(2) ?
C10 C9A C9 122.3(2) ?
C10 C9A C5A 119.3(2) ?
C9 C9A C5A 118.4(2) ?
C10A C10 C9A 122.3(2) ?
C10 C10A C1 122.5(2) ?
C10 C10A C4A 119.3(2) ?
C1 C10A C4A 118.2(2) ?
C2' C1' C0A' 121.4(2) ?
C1' C2' C3' 120.3(2) ?
C4' C3' C2' 120.8(2) ?
C3' C4' C4A' 120.8(2) ?
C5' C4A' C4' 123.29(15) ?
C5' C4A' C0A' 118.55(14) ?
C4' C4A' C0A' 118.14(15) ?
C4A' C5' C5A' 122.08(14) ?
C4A' C5' C12 119.09(14) y
C5A' C5' C12 118.74(14) y
C5' C5A' C6' 123.4(2) ?
C5' C5A' C9A' 118.2(2) ?
C6' C5A' C9A' 118.3(2) ?
C7' C6' C5A' 120.9(2) ?
C6' C7' C8' 120.7(2) ?
C9' C8' C7' 120.5(2) ?
C8' C9' C9A' 121.3(2) ?
C10' C9A' C9' 122.0(2) ?
C10' C9A' C5A' 119.7(2) ?
C9' C9A' C5A' 118.3(2) ?
C9A' C10' C0A' 122.3(2) ?
C10' C0A' C1' 122.3(2) ?
C10' C0A' C4A' 119.2(2) ?
C1' C0A' C4A' 118.5(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C11 O11 1.187(2) y
C11 O 1.384(2) y
C11 C5 1.488(2) y
O C12 1.390(2) y
C12 O12 1.184(2) y
C12 C5' 1.485(2) y
C1 C2 1.351(3) ?
C1 C10A 1.431(3) ?
C2 C3 1.408(3) ?
C3 C4 1.351(3) ?
C4 C4A 1.429(3) ?
C4A C5 1.403(2) y
C4A C10A 1.432(2) y
C5 C5A 1.403(2) y
C5A C6 1.428(3) ?
C5A C9A 1.433(2) y
C6 C7 1.356(3) ?
C7 C8 1.409(3) ?
C8 C9 1.346(3) ?
C9 C9A 1.428(3) ?
C9A C10 1.390(3) y
C10 C10A 1.387(3) y
C1' C2' 1.346(3) ?
C1' C0A' 1.425(3) ?
C2' C3' 1.416(3) ?
C3' C4' 1.358(3) ?
C4' C4A' 1.427(2) ?
C4A' C5' 1.406(2) y
C4A' C0A' 1.436(2) y
C5' C5A' 1.408(2) y
C5A' C6' 1.427(2) ?
C5A' C9A' 1.433(2) y
C6' C7' 1.353(3) ?
C7' C8' 1.414(3) ?
C8' C9' 1.345(3) ?
C9' C9A' 1.429(3) ?
C9A' C10' 1.387(3) y
C10' C0A' 1.392(3) y
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_publ_flag
O11 C11 O C12 27.0(3) y
C5 C11 O C12 -156.75(14) y
C11 O C12 O12 28.5(2) y
C11 O C12 C5' -156.46(14) y
C10A C1 C2 C3 0.0(4) ?
C1 C2 C3 C4 0.4(4) ?
C2 C3 C4 C4A -0.5(3) ?
C3 C4 C4A C5 178.6(2) ?
C3 C4 C4A C10A 0.2(3) ?
C4 C4A C5 C5A -178.99(15) ?
C10A C4A C5 C5A -0.7(2) ?
C4 C4A C5 C11 0.5(2) ?
C10A C4A C5 C11 178.83(14) ?
O11 C11 C5 C5A 64.2(2) y
O C11 C5 C5A -111.8(2) y
O11 C11 C5 C4A -115.3(2) y
O C11 C5 C4A 68.7(2) y
C4A C5 C5A C6 -177.13(15) ?
C11 C5 C5A C6 3.4(2) ?
C4A C5 C5A C9A 0.7(2) ?
C11 C5 C5A C9A -178.78(14) ?
C5 C5A C6 C7 178.8(2) ?
C9A C5A C6 C7 0.9(3) ?
C5A C6 C7 C8 0.8(3) ?
C6 C7 C8 C9 -1.0(4) ?
C7 C8 C9 C9A -0.5(3) ?
C8 C9 C9A C10 -177.7(2) ?
C8 C9 C9A C5A 2.2(3) ?
C5 C5A C9A C10 -0.5(2) ?
C6 C5A C9A C10 177.5(2) ?
C5 C5A C9A C9 179.7(2) ?
C6 C5A C9A C9 -2.3(2) ?
C9 C9A C10 C10A 180.0(2) ?
C5A C9A C10 C10A 0.2(3) ?
C9A C10 C10A C1 178.4(2) ?
C9A C10 C10A C4A -0.1(3) ?
C2 C1 C10A C10 -178.8(2) ?
C2 C1 C10A C4A -0.3(3) ?
C5 C4A C10A C10 0.3(2) ?
C4 C4A C10A C10 178.8(2) ?
C5 C4A C10A C1 -178.3(2) ?
C4 C4A C10A C1 0.2(2) ?
C0A' C1' C2' C3' 0.0(3) ?
C1' C2' C3' C4' -0.7(3) ?
C2' C3' C4' C4A' 0.3(3) ?
C3' C4' C4A' C5' 179.3(2) ?
C3' C4' C4A' C0A' 0.7(2) ?
C4' C4A' C5' C5A' -177.17(15) ?
C0A' C4A' C5' C5A' 1.4(2) ?
C4' C4A' C5' C12 6.2(2) ?
C0A' C4A' C5' C12 -175.22(14) ?
O12 C12 C5' C4A' -119.4(2) y
O C12 C5' C4A' 65.9(2) y
O12 C12 C5' C5A' 63.8(2) y
O C12 C5' C5A' -110.9(2) y
C4A' C5' C5A' C6' -177.8(2) ?
C12 C5' C5A' C6' -1.1(2) ?
C4A' C5' C5A' C9A' -0.5(2) ?
C12 C5' C5A' C9A' 176.17(15) ?
C5' C5A' C6' C7' 178.4(2) ?
C9A' C5A' C6' C7' 1.2(3) ?
C5A' C6' C7' C8' 0.7(3) ?
C6' C7' C8' C9' -1.3(4) ?
C7' C8' C9' C9A' -0.1(4) ?
C8' C9' C9A' C10' -177.1(2) ?
C8' C9' C9A' C5A' 2.0(3) ?
C5' C5A' C9A' C10' -0.8(3) ?
C6' C5A' C9A' C10' 176.6(2) ?
C5' C5A' C9A' C9' -179.9(2) ?
C6' C5A' C9A' C9' -2.5(3) ?
C9' C9A' C10' C0A' -179.8(2) ?
C5A' C9A' C10' C0A' 1.1(3) ?
C9A' C10' C0A' C1' 178.7(2) ?
C9A' C10' C0A' C4A' -0.2(3) ?
C2' C1' C0A' C10' -177.9(2) ?
C2' C1' C0A' C4A' 1.0(3) ?
C5' C4A' C0A' C10' -1.1(2) ?
C4' C4A' C0A' C10' 177.6(2) ?
C5' C4A' C0A' C1' 180.0(2) ?
C4' C4A' C0A' C1' -1.3(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21138891
