#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200760.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_2200760
loop_
_publ_author_name
'Shaameri, Zurina'
'Shan, Ning'
'Jones, William'
_publ_section_title
;
Diphenic acid--acridine (1/1)
;
_journal_name_full               'Acta Crystallographica, Section E'
_journal_page_first              o1075
_journal_page_last               o1077
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety
;
 C14 H10 O4, C14 H9 O4 1-, C13 H9 N, C13 H10 N 1+
;
_chemical_formula_sum            'C54 H38 N2 O8'
_chemical_formula_weight         842.86
_chemical_name_common            'Diphenic acid--acridine(1/1)'
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 108.98(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.461(3)
_cell_length_b                   15.863(3)
_cell_length_c                   19.166(3)
_cell_measurement_temperature    295(2)
_cell_volume                     4157.5(13)
_diffrn_ambient_temperature      295(2)
_exptl_crystal_density_diffrn    1.347
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2200760
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
H01 .498(3) .470(5) .208(3) .15(4) Uiso d D 1 . . H
O1 .4420(3) .4601(2) .1793(2) .0636(10) Uani d D 1 . . O
O2 .3023(3) .5244(2) .1240(2) .0708(11) Uani d . 1 . . O
O3 .7697(2) .5046(2) .27410(16) .0540(9) Uani d . 1 . . O
O4 .6161(3) .4858(2) .26916(18) .0632(10) Uani d . 1 . . O
C8 .6443(3) .5338(3) .1611(2) .0427(11) Uani d . 1 . . C
C14 .6786(4) .5062(3) .2403(2) .0465(12) Uani d . 1 . . C
C2 .4360(3) .6095(3) .1934(2) .0444(11) Uani d . 1 . . C
C7 .5678(3) .5905(3) .1335(2) .0366(10) Uani d . 1 . . C
C1 .5214(3) .6365(3) .1817(2) .0406(11) Uani d . 1 . . C
C11 .5836(4) .5761(3) .0127(3) .0524(13) Uani d . 1 . . C
H11 .5621 .5897 -.0372 .063 Uiso calc R 1 . . H
C9 .6905(4) .5006(3) .1131(3) .0521(12) Uani d . 1 . . C
H9 .7435 .4643 .1312 .063 Uiso calc R 1 . . H
C12 .5395(3) .6116(3) .0589(2) .0475(12) Uani d . 1 . . C
H12 .4895 .6506 .0401 .057 Uiso calc R 1 . . H
C6 .5609(4) .7140(3) .2107(3) .0551(13) Uani d . 1 . . C
H6 .6170 .7340 .2027 .066 Uiso calc R 1 . . H
C10 .6582(4) .5213(3) .0397(3) .0542(13) Uani d . 1 . . C
H10 .6879 .4973 .0081 .065 Uiso calc R 1 . . H
C13 .3868(4) .5286(3) .1622(3) .0512(12) Uani d . 1 . . C
C3 .3930(4) .6585(3) .2339(3) .0603(14) Uani d . 1 . . C
H3 .3358 .6402 .2414 .072 Uiso calc R 1 . . H
C5 .5163(5) .7615(3) .2515(3) .0713(17) Uani d . 1 . . C
H5 .5432 .8130 .2712 .086 Uiso calc R 1 . . H
C4 .4339(5) .7334(4) .2630(3) .0742(17) Uani d . 1 . . C
H4 .4051 .7655 .2910 .089 Uiso calc R 1 . . H
H03 .861(3) .544(3) .242(3) .08(2) Uiso d D 1 . . H
O7 .9094(3) .5653(2) .2317(2) .0607(9) Uani d D 1 . . O
O5 1.1873(3) .5394(2) .2677(2) .0655(10) Uani d D 1 . . O
H02 1.228(5) .531(5) .310(2) .16(4) Uiso d D 1 . . H
O6A 1.2233(10) .4118(8) .2447(7) .104(4) Uani d P .50 A 1 O
O6B 1.1697(9) .4049(7) .2685(7) .101(5) Uani d P .50 A 2 O
C15 1.0219(3) .5484(3) .1355(2) .0458(12) Uani d . 1 . . C
C21 1.0477(3) .6347(3) .1661(2) .0439(11) Uani d . 1 . . C
C16 1.0725(3) .4755(3) .1634(2) .0441(11) Uani d . 1 . . C
C22 .9903(4) .6801(3) .1990(2) .0516(13) Uani d . 1 . . C
C26 1.1275(4) .6757(3) .1567(3) .0573(13) Uani d . 1 . . C
H26 1.1657 .6473 .1336 .069 Uiso calc R 1 . . H
C17 1.0415(4) .3984(3) .1276(3) .0598(14) Uani d . 1 . . C
H17 1.0752 .3493 .1469 .072 Uiso calc R 1 . . H
C28 .9010(4) .6449(4) .2125(3) .0604(14) Uani d . 1 . . C
C19 .9100(4) .4657(4) .0357(3) .0704(16) Uani d . 1 . . C
H19 .8558 .4630 -.0068 .084 Uiso calc R 1 . . H
C18 .9620(4) .3943(4) .0644(3) .0711(16) Uani d . 1 . . C
H18 .9433 .3428 .0409 .085 Uiso calc R 1 . . H
O8 .8293(3) .6857(3) .2072(3) .1088(17) Uani d . 1 . . O
C20 .9394(4) .5413(4) .0711(3) .0634(15) Uani d . 1 . . C
H20 .9038 .5896 .0519 .076 Uiso calc R 1 . . H
C27 1.1572(4) .4702(3) .2327(3) .0613(14) Uani d . 1 . . C
C23 1.0136(4) .7632(3) .2208(3) .0640(15) Uani d . 1 . . C
H23 .9739 .7933 .2415 .077 Uiso calc R 1 . . H
C24 1.0940(5) .8015(4) .2123(3) .0741(17) Uani d . 1 . . C
H24 1.1096 .8568 .2277 .089 Uiso calc R 1 . . H
C25 1.1517(4) .7566(4) .1804(3) .0732(17) Uani d . 1 . . C
H25 1.2073 .7815 .1750 .088 Uiso calc R 1 . . H
N1 .6889(3) .0480(2) .0941(2) .0447(10) Uani d . 1 . . N
C41 .6445(3) -.0175(3) .0507(2) .0432(11) Uani d . 1 . . C
C36 .6100(3) -.0109(3) -.0277(3) .0463(12) Uani d . 1 . . C
C29 .6962(3) .1226(3) .0616(3) .0447(11) Uani d . 1 . . C
C35 .6196(3) .0646(3) -.0587(3) .0537(13) Uani d . 1 . . C
H35 .5974 .0698 -.1098 .064 Uiso calc R 1 . . H
C34 .6616(3) .1340(3) -.0159(3) .0475(12) Uani d . 1 . . C
C40 .6353(3) -.0946(3) .0839(3) .0540(13) Uani d . 1 . . C
H40 .6583 -.0998 .1350 .065 Uiso calc R 1 . . H
C30 .7421(4) .1908(3) .1083(3) .0579(14) Uani d . 1 . . C
H30 .7648 .1844 .1593 .069 Uiso calc R 1 . . H
C37 .5678(4) -.0835(4) -.0693(3) .0618(14) Uani d . 1 . . C
H37 .5457 -.0810 -.1205 .074 Uiso calc R 1 . . H
C38 .5596(4) -.1562(4) -.0352(3) .0669(15) Uani d . 1 . . C
H38 .5314 -.2032 -.0630 .080 Uiso calc R 1 . . H
C33 .6719(4) .2141(4) -.0451(3) .0612(14) Uani d . 1 . . C
H33 .6485 .2227 -.0959 .073 Uiso calc R 1 . . H
C39 .5931(4) -.1610(3) .0414(3) .0671(15) Uani d . 1 . . C
H39 .5862 -.2114 .0640 .081 Uiso calc R 1 . . H
C32 .7150(4) .2776(3) -.0002(4) .0700(16) Uani d . 1 . . C
H32 .7205 .3301 -.0201 .084 Uiso calc R 1 . . H
C31 .7521(4) .2659(3) .0766(4) .0705(16) Uani d . 1 . . C
H31 .7840 .3102 .1065 .085 Uiso calc R 1 . . H
N2 .1773(3) .0562(2) .0821(2) .0458(10) Uani d . 1 . . N
H2 .1920 .0395 .1271 .055 Uiso calc R 1 . . H
C54 .1363(3) -.0001(3) .0277(2) .0421(11) Uani d . 1 . . C
C53 .1143(3) -.0815(3) .0456(3) .0523(12) Uani d . 1 . . C
H53 .1286 -.0978 .0945 .063 Uiso calc R 1 . . H
C42 .1963(3) .1374(3) .0695(3) .0489(12) Uani d . 1 . . C
C49 .1158(3) .0250(3) -.0458(3) .0488(12) Uani d . 1 . . C
C48 .1413(3) .1067(4) -.0602(3) .0606(15) Uani d . 1 . . C
H48 .1324 .1229 -.1086 .073 Uiso calc R 1 . . H
C47 .1795(3) .1635(3) -.0038(3) .0555(13) Uani d . 1 . . C
C52 .0718(4) -.1360(3) -.0098(4) .0656(15) Uani d . 1 . . C
H52 .0574 -.1905 .0014 .079 Uiso calc R 1 . . H
C50 .0706(4) -.0344(4) -.1013(3) .0692(16) Uani d . 1 . . C
H50 .0556 -.0192 -.1506 .083 Uiso calc R 1 . . H
C46 .2036(4) .2492(4) -.0146(4) .0782(18) Uani d . 1 . . C
H46 .1961 .2690 -.0618 .094 Uiso calc R 1 . . H
C45 .2375(4) .3014(4) .0446(5) .0816(19) Uani d . 1 . . C
H45 .2527 .3568 .0368 .098 Uiso calc R 1 . . H
C51 .0489(4) -.1116(5) -.0843(4) .0778(18) Uani d . 1 . . C
H51 .0186 -.1496 -.1217 .093 Uiso calc R 1 . . H
C43 .2324(4) .1936(3) .1302(3) .0612(14) Uani d . 1 . . C
H43 .2434 .1748 .1782 .073 Uiso calc R 1 . . H
C44 .2503(4) .2746(4) .1170(4) .0790(18) Uani d . 1 . . C
H44 .2711 .3127 .1559 .095 Uiso calc R 1 . . H
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 .067(3) .045(2) .078(3) -.007(2) .022(2) .0049(19)
O2 .044(2) .092(3) .066(2) -.005(2) .0034(19) -.008(2)
O3 .049(2) .071(2) .0386(18) .0099(18) .0089(16) .0062(16)
O4 .063(2) .077(3) .057(2) .0105(19) .0297(19) .0213(19)
C8 .050(3) .038(3) .038(3) -.003(2) .012(2) -.004(2)
C14 .060(3) .039(3) .041(3) .017(2) .017(3) .002(2)
C2 .050(3) .047(3) .035(2) .007(2) .012(2) -.003(2)
C7 .041(3) .035(2) .033(2) -.005(2) .011(2) .000(2)
C1 .045(3) .039(3) .033(2) .005(2) .006(2) .000(2)
C11 .054(3) .071(3) .031(3) -.016(3) .013(2) .002(2)
C9 .057(3) .051(3) .049(3) .002(2) .017(3) -.007(2)
C12 .049(3) .046(3) .045(3) -.006(2) .011(2) .004(2)
C6 .056(3) .050(3) .053(3) .004(3) .009(3) -.003(3)
C10 .052(3) .072(4) .043(3) -.015(3) .022(3) -.011(3)
C13 .058(3) .058(3) .045(3) .001(3) .028(3) .003(3)
C3 .058(3) .072(4) .046(3) .023(3) .010(3) -.006(3)
C5 .077(4) .052(3) .068(4) .007(3) .001(3) -.020(3)
C4 .069(4) .083(5) .060(4) .029(4) .006(3) -.021(3)
O7 .054(2) .069(3) .058(2) .006(2) .0176(19) .0089(19)
O5 .073(3) .054(2) .052(2) .010(2) -.004(2) -.004(2)
O6A .125(11) .067(8) .083(8) .037(8) -.017(7) -.015(6)
O6B .118(11) .047(6) .084(8) -.025(7) -.040(7) .035(6)
C15 .040(3) .063(3) .035(3) .001(2) .013(2) -.006(2)
C21 .043(3) .049(3) .034(2) .008(2) .005(2) .009(2)
C16 .043(3) .049(3) .039(3) -.002(2) .011(2) .004(2)
C22 .055(3) .049(3) .045(3) .008(3) .009(3) .008(2)
C26 .048(3) .060(4) .061(3) .007(3) .014(3) .011(3)
C17 .068(4) .053(3) .056(3) -.003(3) .015(3) -.006(3)
C28 .070(4) .064(4) .049(3) .016(3) .020(3) -.002(3)
C19 .048(3) .093(5) .062(4) .000(3) .007(3) -.025(4)
C18 .070(4) .077(4) .067(4) -.022(3) .023(3) -.029(3)
O8 .094(3) .081(3) .177(5) .035(3) .079(3) .014(3)
C20 .051(3) .076(4) .061(3) .016(3) .015(3) -.010(3)
C27 .082(4) .043(3) .049(3) .002(3) .007(3) -.003(3)
C23 .080(4) .047(3) .056(3) .009(3) .009(3) .006(3)
C24 .092(5) .045(3) .072(4) .004(3) .009(4) .007(3)
C25 .066(4) .062(4) .081(4) -.006(3) .010(3) .030(3)
N1 .041(2) .047(2) .045(2) -.0024(19) .0120(19) -.0049(19)
C41 .030(2) .052(3) .047(3) -.006(2) .011(2) -.005(2)
C36 .031(2) .055(3) .048(3) -.002(2) .006(2) -.006(3)
C29 .037(3) .046(3) .051(3) .003(2) .015(2) .000(2)
C35 .039(3) .069(4) .046(3) .004(3) .003(2) .001(3)
C34 .030(2) .055(3) .054(3) .009(2) .010(2) .007(3)
C40 .050(3) .058(3) .055(3) -.015(3) .018(3) -.003(3)
C30 .063(3) .051(3) .057(3) -.001(3) .016(3) -.003(3)
C37 .051(3) .076(4) .054(3) .000(3) .010(3) -.009(3)
C38 .052(3) .070(4) .075(4) -.019(3) .015(3) -.026(3)
C33 .053(3) .071(4) .058(3) .014(3) .015(3) .021(3)
C39 .055(3) .058(4) .083(4) -.016(3) .015(3) -.003(3)
C32 .068(4) .046(3) .096(5) .010(3) .027(4) .020(3)
C31 .073(4) .044(3) .092(5) .000(3) .024(4) -.003(3)
N2 .048(2) .048(2) .042(2) .0013(19) .0162(19) .0055(19)
C54 .032(2) .053(3) .039(3) .008(2) .008(2) .000(2)
C53 .046(3) .050(3) .057(3) .007(2) .011(3) .000(3)
C42 .037(3) .049(3) .061(3) .003(2) .016(2) .013(3)
C49 .031(2) .073(4) .043(3) .002(2) .012(2) -.005(3)
C48 .044(3) .093(4) .044(3) .013(3) .013(3) .027(3)
C47 .037(3) .061(3) .067(4) .008(3) .014(3) .018(3)
C52 .046(3) .053(3) .098(5) .000(3) .024(3) -.014(3)
C50 .049(3) .106(5) .055(3) .010(4) .019(3) -.014(4)
C46 .061(4) .079(4) .094(5) .014(4) .025(4) .038(4)
C45 .055(4) .059(4) .122(6) .001(3) .018(4) .023(4)
C51 .055(4) .096(5) .075(5) .002(4) .012(3) -.040(4)
C43 .057(3) .056(4) .065(4) -.004(3) .012(3) -.004(3)
C44 .064(4) .059(4) .102(5) .004(3) .010(4) -.002(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C13 . 1.325(6) yes
O1 H01 . .84(5) no
O2 C13 . 1.205(6) yes
O3 C14 . 1.265(5) yes
O4 C14 . 1.246(5) yes
C8 C7 . 1.391(6) no
C8 C9 . 1.404(6) no
C8 C14 . 1.500(6) no
C2 C3 . 1.381(6) no
C2 C1 . 1.393(6) no
C2 C13 . 1.495(6) no
C7 C12 . 1.393(6) no
C7 C1 . 1.497(6) no
C1 C6 . 1.393(6) no
C11 C10 . 1.351(7) no
C11 C12 . 1.369(6) no
C11 H11 . .9300 no
C9 C10 . 1.371(6) no
C9 H9 . .9300 no
C12 H12 . .9300 no
C6 C5 . 1.385(7) no
C6 H6 . .9300 no
C10 H10 . .9300 no
C3 C4 . 1.364(7) no
C3 H3 . .9300 no
C5 C4 . 1.356(8) no
C5 H5 . .9300 no
C4 H4 . .9300 no
O7 C28 . 1.308(6) yes
O7 H03 . .85(5) no
O5 C27 . 1.287(6) yes
O5 H02 . .84(5) no
O6A C27 . 1.297(12) yes
O6B C27 . 1.223(11) yes
C15 C16 . 1.381(6) no
C15 C20 . 1.415(6) no
C15 C21 . 1.489(6) no
C21 C26 . 1.385(6) no
C21 C22 . 1.394(6) no
C16 C17 . 1.402(6) no
C16 C27 . 1.487(7) no
C22 C23 . 1.392(7) no
C22 C28 . 1.505(7) no
C26 C25 . 1.369(7) no
C26 H26 . .9300 no
C17 C18 . 1.373(7) no
C17 H17 . .9300 no
C28 O8 . 1.199(6) yes
C19 C18 . 1.371(7) no
C19 C20 . 1.375(7) no
C19 H19 . .9300 no
C18 H18 . .9300 no
C20 H20 . .9300 no
C23 C24 . 1.367(7) no
C23 H23 . .9300 no
C24 C25 . 1.382(8) no
C24 H24 . .9300 no
C25 H25 . .9300 no
N1 C41 . 1.355(5) no
N1 C29 . 1.357(5) no
C41 C40 . 1.405(6) no
C41 C36 . 1.424(6) no
C36 C35 . 1.364(6) no
C36 C37 . 1.420(7) no
C29 C34 . 1.417(6) no
C29 C30 . 1.423(6) no
C35 C34 . 1.389(6) no
C35 H35 . .9300 no
C34 C33 . 1.415(7) no
C40 C39 . 1.350(7) no
C40 H40 . .9300 no
C30 C31 . 1.366(7) no
C30 H30 . .9300 no
C37 C38 . 1.349(7) no
C37 H37 . .9300 no
C38 C39 . 1.390(7) no
C38 H38 . .9300 no
C33 C32 . 1.340(7) no
C33 H33 . .9300 no
C39 H39 . .9300 no
C32 C31 . 1.406(7) no
C32 H32 . .9300 no
C31 H31 . .9300 no
N2 C54 . 1.354(5) no
N2 C42 . 1.355(6) no
N2 H2 . .8600 no
C54 C49 . 1.400(6) no
C54 C53 . 1.400(6) no
C53 C52 . 1.350(7) no
C53 H53 . .9300 no
C42 C47 . 1.408(7) no
C42 C43 . 1.423(7) no
C49 C48 . 1.399(7) no
C49 C50 . 1.411(7) no
C48 C47 . 1.377(7) no
C48 H48 . .9300 no
C47 C46 . 1.436(8) no
C52 C51 . 1.412(8) no
C52 H52 . .9300 no
C50 C51 . 1.330(8) no
C50 H50 . .9300 no
C46 C45 . 1.360(8) no
C46 H46 . .9300 no
C45 C44 . 1.406(8) no
C45 H45 . .9300 no
C51 H51 . .9300 no
C43 C44 . 1.352(7) no
C43 H43 . .9300 no
C44 H44 . .9300 no