#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/03/4020327.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_4020327
loop_
_publ_author_name
'Takanori Suzuki'
'Koji Ichioka'
'Hiroki Higuchi'
'Hidetoshi Kawai'
'Kenshu Fujiwara'
'Masakazu Ohkita'
'Takashi Tsuji'
'Yasutake Takahashi'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              5592
_journal_page_last               5598
_journal_paper_doi               10.1021/jo0505324
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C29 H17 N5 O'
_chemical_formula_weight         451.49
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                89
_cell_angle_beta                 89
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.346(2)
_cell_length_b                   9.489(2)
_cell_length_c                   36.686(7)
_cell_measurement_temperature    123.2
_cell_volume                     4645(1)
_exptl_crystal_density_diffrn    1.291
_cod_database_code               4020327
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.8287(2) 0.5186(2) -0.11739(5) 0.0319(6) Uani 1.00 d . . .
O2 O 0.8751(2) 1.0117(2) -0.16127(5) 0.0297(6) Uani 1.00 d . . .
N1 N 0.6090(2) 0.5361(3) -0.03022(7) 0.0373(8) Uani 1.00 d . . .
N2 N 0.6993(2) 0.6387(3) 0.07670(7) 0.0441(9) Uani 1.00 d . . .
N3 N 0.7677(2) -0.1785(3) -0.01628(7) 0.0414(9) Uani 1.00 d . . .
N4 N 0.8930(2) -0.1551(3) 0.08800(7) 0.0357(8) Uani 1.00 d . . .
N5 N 0.8487(2) 0.3167(2) -0.14918(6) 0.0317(7) Uani 1.00 d . . .
N6 N 1.0017(2) 0.7296(3) -0.03303(7) 0.0441(9) Uani 1.00 d . . .
N7 N 1.1266(2) 0.3229(3) -0.01971(7) 0.0442(9) Uani 1.00 d . . .
N8 N 1.3797(2) 0.8843(3) -0.18421(9) 0.0534(9) Uani 1.00 d . . .
N9 N 1.5087(2) 0.4793(3) -0.16619(7) 0.0400(8) Uani 1.00 d . . .
N10 N 0.8080(2) 0.8117(2) -0.13817(6) 0.0268(7) Uani 1.00 d . . .
C1 C 0.8296(2) 0.3852(3) -0.05133(8) 0.0233(8) Uani 1.00 d . . .
C2 C 0.8510(2) 0.3105(3) -0.08285(8) 0.0231(7) Uani 1.00 d . . .
C3 C 0.8843(2) 0.1710(3) -0.08017(8) 0.0253(8) Uani 1.00 d . . .
C4 C 0.8952(2) 0.1079(3) -0.04646(8) 0.0258(8) Uani 1.00 d . . .
C5 C 0.9820(2) 0.1830(3) 0.07879(8) 0.0280(8) Uani 1.00 d . . .
C6 C 1.0111(2) 0.2803(3) 0.10459(8) 0.0320(9) Uani 1.00 d . . .
C7 C 0.9794(2) 0.4184(3) 0.10182(8) 0.0333(9) Uani 1.00 d . . .
C8 C 0.9188(2) 0.4611(3) 0.07322(8) 0.0271(9) Uani 1.00 d . . .
C9 C 0.8203(2) 0.4006(3) 0.01668(7) 0.0225(8) Uani 1.00 d . . .
C10 C 0.8855(2) 0.1211(3) 0.02181(7) 0.0220(7) Uani 1.00 d . . .
C11 C 0.7436(2) 0.4949(3) 0.01936(8) 0.0238(8) Uani 1.00 d . . .
C12 C 0.8636(2) -0.0166(3) 0.02835(7) 0.0238(8) Uani 1.00 d . . .
C13 C 0.8389(2) 0.3226(3) -0.01733(8) 0.0211(7) Uani 1.00 d . . .
C14 C 0.8715(2) 0.1820(3) -0.01469(8) 0.0219(7) Uani 1.00 d . . .
C15 C 0.9195(2) 0.2211(3) 0.04997(8) 0.0236(8) Uani 1.00 d . . .
C16 C 0.8874(2) 0.3627(3) 0.04743(8) 0.0246(8) Uani 1.00 d . . .
C17 C 0.6707(2) 0.5171(3) -0.00915(8) 0.0275(9) Uani 1.00 d . . .
C18 C 0.7213(2) 0.5730(3) 0.05155(9) 0.0297(9) Uani 1.00 d . . .
C19 C 0.8124(2) -0.1053(3) 0.00240(8) 0.0285(9) Uani 1.00 d . . .
C20 C 0.8807(2) -0.0884(3) 0.06231(8) 0.0270(9) Uani 1.00 d . . .
C21 C 0.8418(2) 0.3900(3) -0.11825(8) 0.0238(7) Uani 1.00 d . . .
C22 C 0.8474(2) 0.3881(3) -0.18492(8) 0.0333(8) Uani 1.00 d . . .
C23 C 0.9497(2) 0.3877(3) -0.20256(8) 0.0296(8) Uani 1.00 d . . .
C24 C 0.9831(3) 0.5082(3) -0.22032(8) 0.0368(9) Uani 1.00 d . . .
C25 C 1.0736(3) 0.5082(4) -0.23884(9) 0.045(1) Uani 1.00 d . . .
C26 C 1.1321(3) 0.3911(4) -0.23967(8) 0.043(1) Uani 1.00 d . . .
C27 C 1.1012(3) 0.2709(4) -0.22132(9) 0.0408(10) Uani 1.00 d . . .
C28 C 1.0099(2) 0.2699(3) -0.20270(8) 0.0343(9) Uani 1.00 d . . .
C29 C 0.7677(2) 0.3230(4) -0.20895(9) 0.043(1) Uani 1.00 d . . .
C30 C 1.0059(2) 0.7126(3) -0.12528(8) 0.0249(8) Uani 1.00 d . . .
C31 C 0.9838(2) 0.8164(3) -0.15080(8) 0.0237(8) Uani 1.00 d . . .
C32 C 1.0538(2) 0.8476(3) -0.17773(8) 0.0263(8) Uani 1.00 d . . .
C33 C 1.1421(2) 0.7728(3) -0.17980(8) 0.0279(8) Uani 1.00 d . . .
C34 C 1.2866(2) 0.3170(3) -0.16347(9) 0.0353(9) Uani 1.00 d . . .
C35 C 1.2652(3) 0.1785(3) -0.15407(10) 0.0422(10) Uani 1.00 d . . .
C36 C 1.1938(3) 0.1504(3) -0.12789(9) 0.040(1) Uani 1.00 d . . .
C37 C 1.1452(2) 0.2592(3) -0.11011(8) 0.0343(9) Uani 1.00 d . . .
C38 C 1.1145(2) 0.5188(3) -0.10202(8) 0.0236(8) Uani 1.00 d . . .
C39 C 1.2535(2) 0.5753(3) -0.15742(8) 0.0252(8) Uani 1.00 d . . .
C40 C 1.0882(2) 0.5230(3) -0.06611(8) 0.0287(8) Uani 1.00 d . . .
C41 C 1.3449(2) 0.6251(3) -0.16757(8) 0.0295(8) Uani 1.00 d . . .
C42 C 1.0948(2) 0.6366(3) -0.12728(7) 0.0230(8) Uani 1.00 d . . .
C43 C 1.1635(2) 0.6655(3) -0.15497(8) 0.0242(8) Uani 1.00 d . . .
C44 C 1.2379(2) 0.4276(3) -0.14630(8) 0.0275(8) Uani 1.00 d . . .
C45 C 1.1670(2) 0.3989(3) -0.11884(8) 0.0273(8) Uani 1.00 d . . .
C46 C 1.0396(2) 0.6402(3) -0.04844(8) 0.0305(9) Uani 1.00 d . . .
C47 C 1.1106(2) 0.4090(3) -0.04097(8) 0.0326(9) Uani 1.00 d . . .
C48 C 1.3628(2) 0.7695(3) -0.17660(9) 0.0344(9) Uani 1.00 d . . .
C49 C 1.4356(2) 0.5423(3) -0.16671(8) 0.0315(9) Uani 1.00 d . . .
C50 C 0.8843(2) 0.8893(3) -0.15051(8) 0.0233(7) Uani 1.00 d . . .
C51 C 0.7039(2) 0.8620(3) -0.13786(8) 0.0306(8) Uani 1.00 d . . .
C52 C 0.6613(2) 0.8592(4) -0.17619(9) 0.0356(8) Uani 1.00 d . . .
C53 C 0.6285(2) 0.9836(4) -0.19255(10) 0.051(1) Uani 1.00 d . . .
C54 C 0.5878(3) 0.9791(5) -0.2273(1) 0.075(1) Uani 1.00 d . . .
C55 C 0.5780(3) 0.8540(6) -0.2454(1) 0.077(1) Uani 1.00 d . . .
C56 C 0.6121(3) 0.7293(5) -0.22996(10) 0.068(1) Uani 1.00 d . . .
C57 C 0.6533(2) 0.7330(4) -0.19511(9) 0.0441(10) Uani 1.00 d . . .
C58 C 0.6452(2) 0.7701(3) -0.11132(9) 0.039(1) Uani 1.00 d . . .
H1 H 0.8071 0.4814 -0.0532 0.0358 Uiso 1.00 calc . . .
H2 H 0.8997 0.1190 -0.1026 0.0419 Uiso 1.00 calc . . .
H3 H 0.9187 0.0125 -0.0442 0.0391 Uiso 1.00 calc . . .
H4 H 1.0072 0.0897 0.0803 0.0427 Uiso 1.00 calc . . .
H5 H 1.0523 0.2502 0.1250 0.0541 Uiso 1.00 calc . . .
H6 H 1.0036 0.4859 0.1192 0.0495 Uiso 1.00 calc . . .
H7 H 0.8927 0.5586 0.0713 0.0467 Uiso 1.00 calc . . .
H8 H 0.8480 0.2147 -0.1488 0.0517 Uiso 1.00 calc . . .
H9 H 0.8293 0.4847 -0.1810 0.0467 Uiso 1.00 calc . . .
H10 H 0.9374 0.5915 -0.2198 0.0605 Uiso 1.00 calc . . .
H11 H 1.0979 0.5938 -0.2510 0.0706 Uiso 1.00 calc . . .
H12 H 1.1938 0.3879 -0.2537 0.0635 Uiso 1.00 calc . . .
H13 H 1.1422 0.1843 -0.2205 0.0614 Uiso 1.00 calc . . .
H14 H 0.9877 0.1852 -0.1891 0.0479 Uiso 1.00 calc . . .
H15 H 0.7019 0.3322 -0.1980 0.0551 Uiso 1.00 calc . . .
H16 H 0.7643 0.3672 -0.2324 0.0551 Uiso 1.00 calc . . .
H17 H 0.7794 0.2246 -0.2126 0.0551 Uiso 1.00 calc . . .
H18 H 0.9580 0.6924 -0.1050 0.0390 Uiso 1.00 calc . . .
H19 H 1.0390 0.9242 -0.1946 0.0458 Uiso 1.00 calc . . .
H20 H 1.1912 0.7944 -0.1993 0.0444 Uiso 1.00 calc . . .
H21 H 1.3373 0.3379 -0.1833 0.0564 Uiso 1.00 calc . . .
H22 H 1.3032 0.0999 -0.1659 0.0635 Uiso 1.00 calc . . .
H23 H 1.1736 0.0501 -0.1231 0.0670 Uiso 1.00 calc . . .
H24 H 1.0979 0.2401 -0.0916 0.0551 Uiso 1.00 calc . . .
H25 H 0.8231 0.7154 -0.1292 0.0415 Uiso 1.00 calc . . .
H26 H 0.7035 0.9584 -0.1287 0.0530 Uiso 1.00 calc . . .
H27 H 0.6379 1.0769 -0.1786 0.0816 Uiso 1.00 calc . . .
H28 H 0.5628 1.0643 -0.2387 0.1041 Uiso 1.00 calc . . .
H29 H 0.5465 0.8509 -0.2698 0.1045 Uiso 1.00 calc . . .
H30 H 0.6074 0.6417 -0.2435 0.0951 Uiso 1.00 calc . . .
H31 H 0.6793 0.6427 -0.1832 0.0638 Uiso 1.00 calc . . .
H32 H 0.5763 0.8026 -0.1102 0.0522 Uiso 1.00 calc . . .
H33 H 0.6444 0.6759 -0.1199 0.0522 Uiso 1.00 calc . . .
H34 H 0.6722 0.7738 -0.0877 0.0522 Uiso 1.00 calc . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O(1) C(21) 1.233(3) . . yes
O(2) C(50) 1.233(3) . . yes
N(1) C(17) 1.143(3) . . yes
N(2) C(18) 1.151(3) . . yes
N(3) C(19) 1.144(3) . . yes
N(4) C(20) 1.147(3) . . yes
N(5) C(21) 1.334(3) . . yes
N(5) C(22) 1.476(3) . . yes
N(6) C(46) 1.138(3) . . yes
N(7) C(47) 1.149(3) . . yes
N(8) C(48) 1.147(3) . . yes
N(9) C(49) 1.144(3) . . yes
N(10) C(50) 1.335(3) . . yes
N(10) C(51) 1.469(3) . . yes
C(1) C(2) 1.386(3) . . yes
C(1) C(13) 1.387(3) . . yes
C(2) C(3) 1.400(3) . . yes
C(2) C(21) 1.507(3) . . yes
C(3) C(4) 1.381(3) . . yes
C(4) C(14) 1.397(3) . . yes
C(5) C(6) 1.378(3) . . yes
C(5) C(15) 1.395(3) . . yes
C(6) C(7) 1.381(4) . . yes
C(7) C(8) 1.385(4) . . yes
C(8) C(16) 1.393(3) . . yes
C(9) C(11) 1.364(3) . . yes
C(9) C(13) 1.472(3) . . yes
C(9) C(16) 1.485(3) . . yes
C(10) C(12) 1.360(3) . . yes
C(10) C(14) 1.470(3) . . yes
C(10) C(15) 1.475(3) . . yes
C(11) C(17) 1.444(4) . . yes
C(11) C(18) 1.425(4) . . yes
C(12) C(19) 1.442(3) . . yes
C(12) C(20) 1.438(3) . . yes
C(13) C(14) 1.406(3) . . yes
C(15) C(16) 1.413(3) . . yes
C(22) C(23) 1.511(4) . . yes
C(22) C(29) 1.513(4) . . yes
C(23) C(24) 1.389(4) . . yes
C(23) C(28) 1.378(4) . . yes
C(24) C(25) 1.385(4) . . yes
C(25) C(26) 1.359(4) . . yes
C(26) C(27) 1.388(4) . . yes
C(27) C(28) 1.397(4) . . yes
C(30) C(31) 1.390(3) . . yes
C(30) C(42) 1.390(3) . . yes
C(31) C(32) 1.391(3) . . yes
C(31) C(50) 1.497(3) . . yes
C(32) C(33) 1.378(3) . . yes
C(33) C(43) 1.396(3) . . yes
C(34) C(35) 1.389(4) . . yes
C(34) C(44) 1.386(4) . . yes
C(35) C(36) 1.380(4) . . yes
C(36) C(37) 1.383(4) . . yes
C(37) C(45) 1.395(4) . . yes
C(38) C(40) 1.364(3) . . yes
C(38) C(42) 1.476(3) . . yes
C(38) C(45) 1.471(4) . . yes
C(39) C(41) 1.360(4) . . yes
C(39) C(43) 1.477(4) . . yes
C(39) C(44) 1.474(3) . . yes
C(40) C(46) 1.442(4) . . yes
C(40) C(47) 1.453(4) . . yes
C(41) C(48) 1.430(4) . . yes
C(41) C(49) 1.444(4) . . yes
C(42) C(43) 1.396(3) . . yes
C(44) C(45) 1.409(4) . . yes
C(51) C(52) 1.517(4) . . yes
C(51) C(58) 1.524(4) . . yes
C(52) C(53) 1.395(4) . . yes
C(52) C(57) 1.388(4) . . yes
C(53) C(54) 1.388(4) . . yes
C(54) C(55) 1.365(6) . . yes
C(55) C(56) 1.387(5) . . yes
C(56) C(57) 1.392(4) . . yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9365278
