#------------------------------------------------------------------------------
#$Date: 2018-07-11 16:43:08 +0300 (Wed, 11 Jul 2018) $
#$Revision: 208975 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/30/2003078.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_2003078
loop_
_publ_author_name
'Krebs, Frederik C.'
'Laursen, Bo W.'
'Johannsen, Ib'
'Faldt, André'
'Bechgaard, Klaus'
'Jacobsen, Claus S.'
'Thorup, Niels'
'Boubekeur, Kamal'
_publ_section_title
;
 The geometry and structural properties of the
 4,8,12-trioxa-4,8,12,12c-tetrahydrodibenzo[cd,mn]pyrene system
 in the cationic state. Structures of a planar organic cation with
 various monovalent and divalent anions
;
_journal_coden_ASTM              ASBSDK
_journal_issue                   3
_journal_name_full
;
 Acta Crystallographica, Section B: Structural Science
;
_journal_page_first              410
_journal_page_last               423
_journal_paper_doi               10.1107/S0108768198016140
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C19 H9 O3, I'
_chemical_formula_sum            'C19 H9 I O3'
_chemical_formula_weight         412.16
_chemical_name_systematic
;
 4,8,12-trioxa-4,8,12,12c-tetrahydro-dibenzo[cd,mn]pyrenium iodide
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.934(3)
_cell_length_b                   14.748(3)
_cell_length_c                   15.858(3)
_cell_measurement_temperature    293(2)
_cell_volume                     3024.9(11)
_computing_cell_refinement       'SAINT Siemens'
_computing_data_collection       'SMART Siemens'
_computing_data_reduction        'SAINT Siemens'
_computing_molecular_graphics    'SHELXTL (Sheldrick)'
_computing_publication_material  'XCIF (Sheldrick)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       'omega scan, frame data integration'
_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  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0116
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29370
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.46
_exptl_absorpt_coefficient_mu    2.129
_exptl_absorpt_correction_T_max  0.603
_exptl_absorpt_correction_T_min  0.476
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.810
_exptl_crystal_description       cube
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.383
_refine_diff_density_min         -1.740
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3093
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.196
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0438
_refine_ls_shift/su_max          0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0552P)²+2.1435P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1104
_reflns_number_observed          2679
_reflns_number_total             3093
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            os0007.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0552P)^2^+2.1435P] where P=(Fo^2^+2Fc^2^)/3' 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^)+(0.0552P)^2^+2.1435P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3024.9(10)
_cod_database_code               2003078
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'
'-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_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_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
C1 0.8724(2) 0.6351(2) 0.7442(2) 0.0441(7) Uani d . 1 . C
C2 0.9012(3) 0.5494(2) 0.7160(2) 0.0465(7) Uani d . 1 . C
C3 0.9530(3) 0.5411(3) 0.6391(2) 0.0519(8) Uani d . 1 . C
C4 0.9804(4) 0.4568(3) 0.6105(2) 0.0644(10) Uani d . 1 . C
H4 1.0166 0.4498 0.5602 0.077 Uiso calc . 1 . H
C5 0.9525(4) 0.3824(3) 0.6584(3) 0.0641(10) Uani d . 1 . C
H5 0.9697 0.3251 0.6383 0.077 Uiso calc . 1 . H
C6 0.9011(3) 0.3884(3) 0.7338(3) 0.0587(9) Uani d . 1 . C
H6 0.8834 0.3364 0.7638 0.070 Uiso calc . 1 . H
C7 0.8763(2) 0.4731(3) 0.7639(2) 0.0512(8) Uani d . 1 . C
C8 0.8207(3) 0.6440(2) 0.8205(2) 0.0476(7) Uani d . 1 . C
C9 0.8002(3) 0.5673(3) 0.8695(2) 0.0541(9) Uani d . 1 . C
C10 0.7532(4) 0.5760(3) 0.9466(2) 0.0687(10) Uani d . 1 . C
H10 0.7396 0.5257 0.9802 0.082 Uiso calc . 1 . H
C11 0.7267(3) 0.6628(4) 0.9724(3) 0.0753(12) Uani d . 1 . C
H11 0.6949 0.6692 1.0247 0.090 Uiso calc . 1 . H
C12 0.7441(3) 0.7402(3) 0.9260(2) 0.0650(10) Uani d . 1 . C
H12 0.7242 0.7969 0.9459 0.078 Uiso calc . 1 . H
C13 0.7921(3) 0.7307(3) 0.8488(2) 0.0536(8) Uani d . 1 . C
C14 0.8935(2) 0.7111(2) 0.6959(2) 0.0469(7) Uani d . 1 . C
C15 0.8611(3) 0.7967(3) 0.7234(2) 0.0511(8) Uani d . 1 . C
C16 0.8791(3) 0.8723(2) 0.6752(3) 0.0617(10) Uani d . 1 . C
H16 0.8566 0.9293 0.6921 0.074 Uiso calc . 1 . H
C17 0.9324(4) 0.8600(3) 0.5997(3) 0.0645(10) Uani d . 1 . C
H17 0.9463 0.9109 0.5671 0.077 Uiso calc . 1 . H
C18 0.9660(3) 0.7764(3) 0.5701(2) 0.0626(10) Uani d . 1 . C
H18 1.0011 0.7713 0.5191 0.075 Uiso calc . 1 . H
C19 0.9454(3) 0.7018(3) 0.6186(2) 0.0531(8) Uani d . 1 . C
O1 0.9754(2) 0.6168(2) 0.5923(2) 0.0605(7) Uani d . 1 . O
O2 0.8272(2) 0.4824(2) 0.8404(2) 0.0581(6) Uani d . 1 . O
O3 0.8128(2) 0.8055(2) 0.8003(2) 0.0579(6) Uani d . 1 . O
I1 0.87640(2) 0.12899(2) 0.62911(2) 0.06149(14) Uani d . 1 . I
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'
I I -0.4742 1.8119 '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
C14 C1 C8 120.1(3)
C14 C1 C2 120.3(3)
C8 C1 C2 119.6(3)
C1 C2 C7 119.7(3)
C1 C2 C3 119.2(3)
C7 C2 C3 121.1(3)
C4 C3 O1 120.3(3)
C4 C3 C2 119.5(4)
O1 C3 C2 120.2(3)
C3 C4 C5 118.1(4)
C6 C5 C4 123.7(4)
C5 C6 C7 118.3(4)
O2 C7 C6 120.3(3)
O2 C7 C2 120.4(3)
C6 C7 C2 119.3(3)
C1 C8 C9 120.0(3)
C1 C8 C13 119.4(3)
C9 C8 C13 120.6(3)
C10 C9 O2 119.7(4)
C10 C9 C8 120.3(4)
O2 C9 C8 120.0(3)
C9 C10 C11 117.3(4)
C12 C11 C10 124.5(4)
C11 C12 C13 117.6(4)
O3 C13 C12 120.2(3)
O3 C13 C8 120.1(3)
C12 C13 C8 119.7(4)
C1 C14 C15 119.8(3)
C1 C14 C19 119.9(3)
C15 C14 C19 120.3(3)
C16 C15 O3 119.7(4)
C16 C15 C14 120.5(4)
O3 C15 C14 119.8(3)
C15 C16 C17 117.2(4)
C18 C17 C16 124.1(4)
C19 C18 C17 117.5(4)
C18 C19 O1 120.4(3)
C18 C19 C14 120.4(4)
O1 C19 C14 119.3(3)
C3 O1 C19 121.1(3)
C7 O2 C9 120.1(3)
C13 O3 C15 120.7(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C14 1.385(5)
C1 C8 1.388(5)
C1 C2 1.392(5)
C2 C7 1.396(5)
C2 C3 1.397(5)
C3 C4 1.371(5)
C3 O1 1.372(4)
C4 C5 1.382(6)
C5 C6 1.372(7)
C6 C7 1.376(5)
C7 O2 1.376(4)
C8 C9 1.398(5)
C8 C13 1.405(5)
C9 C10 1.371(5)
C9 O2 1.379(5)
C10 C11 1.387(7)
C11 C12 1.377(6)
C12 C13 1.379(5)
C13 O3 1.372(5)
C14 C15 1.400(5)
C14 C19 1.403(5)
C15 C16 1.371(5)
C15 O3 1.376(4)
C16 C17 1.393(7)
C17 C18 1.389(6)
C18 C19 1.368(5)
C19 O1 1.377(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652142
