#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008282.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_2008282
loop_
_publ_author_name
'Okuyama, K.'
'Rozhanskii, I.'
'Goto, K.'
_publ_contact_author
;
Prof. Kenji Okuyama
Faculty of Technology
Tokyo University of Agriculture and Technology
Koganei, Tokyo 184-8588
Japan
;
_publ_section_title
;
Bilayered structure of N,N'-diphenyl-4,4'-biphthalimide
;
_journal_issue 3
_journal_name_full 'Acta Crystallographica Section C'
_journal_page_first 424
_journal_page_last 425
_journal_volume 55
_journal_year 1999
_chemical_formula_moiety 'C28 H16 N2 O4 '
_chemical_formula_sum 'C28 H16 N2 O4'
_chemical_formula_weight 444.45
_chemical_melting_point 664.
_space_group_IT_number 14
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_audit_creation_method 'from TEXRAY.INF file'
_cell_angle_alpha 90
_cell_angle_beta 90.868(11)
_cell_angle_gamma 90
_cell_formula_units_Z 2
_cell_length_a 8.3987(15)
_cell_length_b 6.890(4)
_cell_length_c 17.8585(15)
_cell_measurement_reflns_used 25
_cell_measurement_temperature 296.2
_cell_measurement_theta_max 24.8
_cell_measurement_theta_min 21.9
_cell_volume 1033.3(6)
_computing_cell_refinement 'MSC/AFC Diffractometer Control Software'
_computing_data_collection
'MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1988)'
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1995)'
_computing_publication_material TEXSAN
_computing_structure_refinement TEXSAN
_computing_structure_solution 'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature 296.2
_diffrn_measurement_device 'Rigaku AFC5R'
_diffrn_measurement_method \w-2\q
_diffrn_radiation_monochromator graphite
_diffrn_radiation_source 'Rigaku rotating anode'
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.7107
_diffrn_reflns_av_R_equivalents 0.016
_diffrn_reflns_av_sigmaI/netI 0.000
_diffrn_reflns_limit_h_max 11
_diffrn_reflns_limit_h_min 0
_diffrn_reflns_limit_k_max 9
_diffrn_reflns_limit_k_min 0
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_number 3608
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max 30.0
_diffrn_reflns_theta_min 1.3
_diffrn_standards_decay_% 0.14
_diffrn_standards_interval_count 100
_diffrn_standards_number 3
_exptl_absorpt_coefficient_mu 0.097
_exptl_absorpt_correction_type none
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.428
_exptl_crystal_density_meas 1.425
_exptl_crystal_density_method 'flotation in aqueous KI'
_exptl_crystal_description prismatic
_exptl_crystal_F_000 460.00
_exptl_crystal_size_max 0.600
_exptl_crystal_size_mid 0.400
_exptl_crystal_size_min 0.300
_refine_diff_density_max 0.22
_refine_diff_density_min -0.28
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_obs 1.145
_refine_ls_hydrogen_treatment noref
_refine_ls_matrix_type full
_refine_ls_number_constraints 0
_refine_ls_number_parameters 154
_refine_ls_number_reflns 1833
_refine_ls_number_restraints 0
_refine_ls_R_factor_obs 0.0487
_refine_ls_shift/esd_max 0.0020
_refine_ls_shift/esd_mean 0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00090|Fo|^2^]'
_refine_ls_wR_factor_obs 0.0668
_reflns_number_observed 1833
_reflns_number_total 3273
_reflns_observed_criterion >2.0sigma(I)
_[local]_cod_data_source_file oa1075.cif
_[local]_cod_data_source_block I
_[local]_cod_cif_authors_sg_H-M 'P 21/c '
_[local]_cod_chemical_formula_sum_orig 'C28 H16 N2 O4 '
_cod_original_cell_volume 1033.3(7)
_cod_database_code 2008282
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,1/2-z
-x,-y,-z
x,1/2-y,1/2+z
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0461(9) 0.0473(9) 0.0950(10) -0.0027(7) -0.0014(9) 0.0315(9)
O2 0.0276(6) 0.0578(10) 0.0800(10) -0.0015(6) -0.0017(7) 0.0238(8)
N1 0.0288(7) 0.0361(8) 0.0475(9) 0.0033(7) -0.0032(6) 0.0062(7)
C1 0.0430(10) 0.0640(10) 0.0470(10) 0.0160(10) -0.0030(9) 0.0120(10)
C2 0.0550(10) 0.0470(10) 0.0540(10) 0.0220(10) 0.0000(10) -0.0010(10)
C3 0.0470(10) 0.0460(10) 0.0450(10) 0.0100(9) -0.0062(9) -0.0045(9)
C4 0.0296(8) 0.0382(10) 0.0399(9) 0.0060(7) -0.0002(7) 0.0048(8)
C5 0.0440(10) 0.0400(10) 0.0470(10) 0.0033(9) -0.0040(9) -0.0016(9)
C6 0.0440(10) 0.0590(10) 0.0450(10) 0.0000(10) -0.0109(9) 0.0030(10)
C7 0.0334(9) 0.0358(10) 0.0490(10) 0.0013(8) -0.0018(8) 0.0045(9)
C8 0.0289(8) 0.0352(9) 0.0396(9) 0.0013(7) -0.0010(7) 0.0036(8)
C9 0.0301(9) 0.0380(10) 0.0530(10) -0.0035(8) 0.0024(8) 0.0083(9)
C10 0.0260(8) 0.0420(10) 0.0490(10) 0.0022(8) 0.0012(7) 0.0042(9)
C11 0.0266(8) 0.0353(9) 0.0353(9) 0.0026(7) 0.0005(6) 0.0014(8)
C12 0.0262(8) 0.0393(10) 0.0440(10) 0.0010(7) 0.0007(7) 0.0063(8)
C13 0.0253(8) 0.0376(10) 0.0398(9) 0.0019(7) -0.0004(7) 0.0035(8)
C14 0.0281(8) 0.0394(10) 0.0440(10) 0.0026(8) -0.0019(7) 0.0073(8)
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_occupancy
O1 0.2860(2) 0.7108(2) 0.34130(10) 0.0629(5) Uani d 1.00
O2 -0.0448(2) 0.2487(2) 0.43640(10) 0.0552(5) Uani d 1.00
N1 0.0865(2) 0.5036(2) 0.37977(9) 0.0375(4) Uani d 1.00
C1 -0.3015(3) 0.7885(4) 0.28000(10) 0.0511(6) Uani d 1.00
C2 -0.2094(3) 0.8822(3) 0.33250(10) 0.0521(6) Uani d 1.00
C3 -0.0819(3) 0.7890(3) 0.36660(10) 0.0462(6) Uani d 1.00
C4 -0.0473(2) 0.6013(3) 0.34610(10) 0.0359(5) Uani d 1.00
C5 -0.1369(2) 0.5063(3) 0.29180(10) 0.0436(5) Uani d 1.00
C6 -0.2655(3) 0.6012(4) 0.25890(10) 0.0496(6) Uani d 1.00
C7 0.2454(2) 0.5655(3) 0.37220(10) 0.0394(5) Uani d 1.00
C8 0.3438(2) 0.4133(3) 0.40870(10) 0.0346(4) Uani d 1.00
C9 0.5065(2) 0.3957(3) 0.41640(10) 0.0405(5) Uani d 1.00
C10 0.5646(2) 0.2321(3) 0.45250(10) 0.0391(5) Uani d 1.00
C11 0.4657(2) 0.0868(3) 0.48089(10) 0.0324(4) Uani d 1.00
C12 0.3001(2) 0.1092(3) 0.47250(10) 0.0365(5) Uani d 1.00
C13 0.2438(2) 0.2722(3) 0.43680(10) 0.0343(4) Uani d 1.00
C14 0.0767(2) 0.3299(3) 0.41970(10) 0.0373(5) Uani d 1.00
H1 -0.3912 0.8521 0.2576 0.0599 Uiso calc 1.00
H2 -0.2341 1.0134 0.3461 0.0630 Uiso calc 1.00
H3 -0.0174 0.8559 0.4033 0.0551 Uiso calc 1.00
H4 -0.1107 0.3774 0.2762 0.0517 Uiso calc 1.00
H5 -0.3292 0.5373 0.2218 0.0580 Uiso calc 1.00
H6 0.5761 0.4930 0.3975 0.0476 Uiso calc 1.00
H7 0.6770 0.2177 0.4581 0.0462 Uiso calc 1.00
H8 0.2286 0.0128 0.4907 0.0436 Uiso calc 1.00
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O 0.011 0.006
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
5 0 0
1 3 0
0 2 8
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C4 N1 C7 1_555 1_555 1_555 123.7(2) yes
C4 N1 C14 1_555 1_555 1_555 124.4(2) yes
C7 N1 C14 1_555 1_555 1_555 111.80(10) yes
C2 C1 C6 1_555 1_555 1_555 120.3(2) yes
C2 C1 H1 1_555 1_555 1_555 120.3(2) no
C6 C1 H1 1_555 1_555 1_555 119.4(2) no
C1 C2 C3 1_555 1_555 1_555 120.6(2) yes
C1 C2 H2 1_555 1_555 1_555 119.7(2) no
C3 C2 H2 1_555 1_555 1_555 119.7(2) no
C2 C3 C4 1_555 1_555 1_555 119.0(2) yes
C2 C3 H3 1_555 1_555 1_555 120.1(2) no
C4 C3 H3 1_555 1_555 1_555 120.8(2) no
N1 C4 C3 1_555 1_555 1_555 119.8(2) yes
N1 C4 C5 1_555 1_555 1_555 119.1(2) yes
C3 C4 C5 1_555 1_555 1_555 121.1(2) yes
C4 C5 C6 1_555 1_555 1_555 119.1(2) yes
C4 C5 H4 1_555 1_555 1_555 121.1(2) no
C6 C5 H4 1_555 1_555 1_555 119.8(2) no
C1 C6 C5 1_555 1_555 1_555 119.9(2) yes
C1 C6 H5 1_555 1_555 1_555 119.9(2) no
C5 C6 H5 1_555 1_555 1_555 120.1(2) no
O1 C7 N1 1_555 1_555 1_555 125.0(2) yes
O1 C7 C8 1_555 1_555 1_555 129.5(2) yes
N1 C7 C8 1_555 1_555 1_555 105.5(2) yes
C7 C8 C9 1_555 1_555 1_555 130.8(2) yes
C7 C8 C13 1_555 1_555 1_555 108.7(2) yes
C9 C8 C13 1_555 1_555 1_555 120.6(2) yes
C8 C9 C10 1_555 1_555 1_555 117.4(2) yes
C8 C9 H6 1_555 1_555 1_555 121.0(2) no
C10 C9 H6 1_555 1_555 1_555 121.6(2) no
C9 C10 C11 1_555 1_555 1_555 123.0(2) yes
C9 C10 H7 1_555 1_555 1_555 118.4(2) no
C11 C10 H7 1_555 1_555 1_555 118.6(2) no
C10 C11 C11 1_555 1_555 3_656 120.9(2) yes
C10 C11 C12 1_555 1_555 1_555 118.3(2) yes
C11 C11 C12 3_656 1_555 1_555 120.9(2) yes
C11 C12 C13 1_555 1_555 1_555 118.3(2) yes
C11 C12 H8 1_555 1_555 1_555 120.9(2) no
C13 C12 H8 1_555 1_555 1_555 120.9(2) no
C8 C13 C12 1_555 1_555 1_555 122.5(2) yes
C8 C13 C14 1_555 1_555 1_555 108.3(2) yes
C12 C13 C14 1_555 1_555 1_555 129.2(2) yes
O2 C14 N1 1_555 1_555 1_555 125.5(2) yes
O2 C14 C13 1_555 1_555 1_555 128.7(2) yes
N1 C14 C13 1_555 1_555 1_555 105.8(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 1_555 1_555 1.196(2) yes
O2 C14 1_555 1_555 1.205(2) yes
N1 C4 1_555 1_555 1.434(2) yes
N1 C7 1_555 1_555 1.409(2) yes
N1 C14 1_555 1_555 1.396(3) yes
C1 C2 1_555 1_555 1.369(3) yes
C1 C6 1_555 1_555 1.378(3) yes
C2 C3 1_555 1_555 1.382(3) yes
C3 C4 1_555 1_555 1.376(3) yes
C4 C5 1_555 1_555 1.383(3) yes
C5 C6 1_555 1_555 1.385(3) yes
C7 C8 1_555 1_555 1.480(3) yes
C8 C9 1_555 1_555 1.377(2) yes
C8 C13 1_555 1_555 1.384(3) yes
C9 C10 1_555 1_555 1.384(3) yes
C10 C11 1_555 1_555 1.401(3) yes
C11 C11 1_555 3_656 1.488(3) yes
C11 C12 1_555 1_555 1.405(2) yes
C12 C13 1_555 1_555 1.371(3) yes
C13 C14 1_555 1_555 1.486(2) yes
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O1 C6 3.234(3) 1_555 2_555
O1 C5 3.357(3) 1_555 2_555
O2 C10 3.299(2) 1_555 1_455
O2 C2 3.413(3) 1_555 1_545
O2 C3 3.416(3) 1_555 1_545
C1 C7 3.360(3) 1_555 2_555
C1 C8 3.491(3) 1_555 2_555
C2 C12 3.577(3) 1_555 3_566
C3 C12 3.503(3) 1_555 3_566
C8 C10 3.556(3) 1_555 3_666
C8 C9 3.598(3) 1_555 3_666
C9 C9 3.316(4) 1_555 3_666
C9 C10 3.529(3) 1_555 3_666