
###########################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
###########################################################################
#
#  This CIF contains data generated directly from one or more entries in
#  the Cambridge Structural Database and will include bibliographic, 
#  chemical, crystal, experimental, refinement, and atomic coordinate data,
#  as available.
#     
#  Copyright  2014  The Cambridge Crystallographic Data Centre
# 
#  This CIF is provided on the understanding that it is used for bona fide 
#  research purposes only.  It may contain copyright material of the CCDC
#  or of third parties, and may not be copied or further disseminated in 
#  any form, whether machine-readable or not, except for the purpose of 
#  generating routine backup copies on your local computer system.
# 
#  For further information about the CCDC, data deposition and data 
#  retrieval see <www.ccdc.cam.ac.uk>. Bona fide researchers may freely 
#  download  Mercury and enCIFer from this site to visualise CIF-encoded 
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###########################################################################

data_CSD_CIF_VAYMAK
_audit_creation_date 2006-02-21
_audit_creation_method CSD-ConQuest-V1
_database_code_CSD VAYMAK
_database_code_depnum_ccdc_archive 'CCDC 279126'
_chemical_formula_sum 'C127 H126 Cl4 N18 O20'
_chemical_formula_moiety
;
C120 H120 N18 O20,C1 H1 Cl3,C6 H5 Cl1
;
_journal_coden_Cambridge 40
_journal_volume 102
_journal_year 2005
_journal_page_first 16146
_journal_name_full 'Proc.Nat.Acad.Sci.USA '
loop_
_publ_author_name
"C.Dolain"
"J.-M.Leger"
"N.Delsuc"
"H.Gornitzka"
"I.Huc"
_chemical_name_systematic
;
1,3-bis(8-(8-(8-(4-Isobutoxy-8-nitroquinolin-2-ylcarbonylamino)-4-isobutoxyqui
nolin-2-ylcarbonylamino)-4-isobutoxyquinolin-2-ylcarbonylamino)-4-isobutoxyqui
nolin-2-ylcarbonylaminomethyl)benzene chloroform chlorobenzene solvate
;
_cell_volume  11800.699
_exptl_crystal_colour 'yellow'
_exptl_crystal_density_diffrn 1.332
_exptl_crystal_description 'prism'
_exptl_crystal_preparation 'chloroform/hexane'
_diffrn_ambient_temperature 100
#These two values have been output from a single CSD field.
_refine_ls_R_factor_gt 0.1878
_refine_ls_wR_factor_gt 0.1878
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21/c'
_symmetry_Int_Tables_number 14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,-1/2-y,-1/2+z
_cell_length_a 25.118(3)
_cell_length_b 18.677(2)
_cell_length_c 26.833(3)
_cell_angle_alpha 90
_cell_angle_beta 110.373(4)
_cell_angle_gamma 90
_cell_formula_units_Z 4
loop_
_atom_type_symbol
_atom_type_radius_bond
C 0.68
H 0.23
Cl 0.99
N 0.68
O 0.68
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O1 O 0.5536(5) -0.1250(8) 0.8098(5)
N1 N 0.5258(5) -0.1054(8) 0.7632(5)
O2 O 0.5302(4) -0.0469(7) 0.7443(5)
C1 C 0.4928(5) -0.1586(8) 0.7284(6)
C2 C 0.4968(5) -0.1607(9) 0.6776(6)
H1 H 0.51740 -0.12460 0.66710
C3 C 0.4696(5) -0.2177(7) 0.6409(6)
H2 H 0.47080 -0.21910 0.60590
C4 C 0.4422(5) -0.2697(8) 0.6589(6)
H3 H 0.42520 -0.30810 0.63560
C5 C 0.4373(4) -0.2697(7) 0.7105(6)
C6 C 0.4617(4) -0.2116(8) 0.7457(5)
C7 C 0.4105(4) -0.3206(8) 0.7294(6)
C8 C 0.4051(5) -0.3173(7) 0.7772(6)
H4 H 0.38680 -0.35400 0.78980
C9 C 0.4286(4) -0.2550(8) 0.8082(5)
N2 N 0.4556(4) -0.2054(6) 0.7920(5)
O3 O 0.3874(4) -0.3769(5) 0.6941(4)
C10 C 0.3630(6) -0.4347(8) 0.7102(7)
H5 H 0.33000 -0.41830 0.71930
H6 H 0.39090 -0.45650 0.74240
C11 C 0.3437(6) -0.4902(8) 0.6662(6)
H7 H 0.37870 -0.50940 0.66140
C12 C 0.3147(7) -0.5516(9) 0.6801(8)
H8 H 0.33950 -0.57290 0.71340
H9 H 0.30580 -0.58740 0.65170
H10 H 0.27940 -0.53520 0.68440
C13 C 0.3068(8) -0.4582(9) 0.6124(8)
H11 H 0.29610 -0.49600 0.58540
H12 H 0.32830 -0.42100 0.60190
H13 H 0.27240 -0.43710 0.61570
C14 C 0.4175(4) -0.2463(9) 0.8609(6)
O4 O 0.4062(3) -0.2946(6) 0.8834(4)
N3 N 0.4261(4) -0.1774(7) 0.8790(4)
H14 H 0.43780 -0.14680 0.86010
C15 C 0.4184(4) -0.1510(8) 0.9236(5)
C16 C 0.4265(5) -0.0724(9) 0.9259(6)
C17 C 0.4240(5) -0.0349(9) 0.9709(5)
C18 C 0.4121(6) -0.0780(11) 1.0149(6)
H15 H 0.41100 -0.05530 1.04620
C19 C 0.4035(6) -0.1479(10) 1.0076(6)
H16 H 0.39510 -0.17500 1.03390
C20 C 0.4062(5) -0.182(1) 0.9639(5)
H17 H 0.39890 -0.23210 0.96140
N4 N 0.4361(4) -0.0372(7) 0.8863(4)
C21 C 0.4448(5) 0.0292(8) 0.8894(5)
C22 C 0.4447(5) 0.0712(8) 0.9320(5)
H18 H 0.45380 0.12070 0.93300
C23 C 0.4309(5) 0.0394(10) 0.9745(6)
O5 O 0.4276(3) 0.0736(6) 1.0179(3)
C24 C 0.4266(6) 0.149(1) 1.0180(5)
H19 H 0.39640 0.16610 0.98540
H20 H 0.46340 0.16740 1.01760
C25 C 0.4162(7) 0.1775(11) 1.0647(6)
H21 H 0.44690 0.15840 1.09680
C26 C 0.4214(8) 0.2559(13) 1.0667(8)
H22 H 0.45990 0.26950 1.06930
H23 H 0.41370 0.27400 1.09790
H24 H 0.39390 0.27660 1.03440
C27 C 0.3595(5) 0.1475(11) 1.0662(6)
H25 H 0.36120 0.09500 1.06720
H26 H 0.32840 0.16290 1.03430
H27 H 0.35290 0.16530 1.09790
C28 C 0.4496(7) 0.0683(9) 0.8437(5)
O6 O 0.4690(5) 0.1294(7) 0.8453(4)
N5 N 0.4323(4) 0.0295(7) 0.7978(4)
H28 H 0.42050 -0.01400 0.80110
C29 C 0.4302(6) 0.0460(8) 0.7484(5)
C30 C 0.4559(6) 0.1033(8) 0.7337(5)
H29 H 0.47510 0.13800 0.75970
C31 C 0.4546(6) 0.1115(9) 0.6831(6)
H30 H 0.47160 0.15340 0.67530
C32 C 0.4306(5) 0.0642(8) 0.6423(6)
H31 H 0.43170 0.07160 0.60760
C33 C 0.4024(4) -0.0003(8) 0.6560(5)
C34 C 0.4019(4) -0.0062(7) 0.7080(5)
C35 C 0.3771(4) -0.0555(7) 0.6195(5)
C36 C 0.3484(4) -0.1087(6) 0.6369(5)
H32 H 0.32910 -0.14590 0.61350
C37 C 0.3482(4) -0.1067(6) 0.6880(5)
N6 N 0.3746(3) -0.0601(5) 0.7233(4)
O7 O 0.3793(3) -0.0439(5) 0.5710(3)
C38 C 0.3466(5) -0.0884(7) 0.5303(5)
H33 H 0.30690 -0.09010 0.52950
H34 H 0.36220 -0.13770 0.53530
C39 C 0.3493(5) -0.0541(8) 0.4756(5)
H35 H 0.39010 -0.04970 0.47900
C40 C 0.3237(8) 0.0213(9) 0.4697(7)
H36 H 0.34570 0.05060 0.50030
H37 H 0.28420 0.01830 0.46820
H38 H 0.32500 0.04320 0.43690
C41 C 0.3213(8) -0.1038(11) 0.4316(7)
H39 H 0.34210 -0.14930 0.43780
H40 H 0.32110 -0.08290 0.39810
H41 H 0.28220 -0.11240 0.42980
C42 C 0.3181(4) -0.1662(7) 0.7076(5)
O8 O 0.3029(3) -0.2209(4) 0.6816(3)
N7 N 0.3074(3) -0.1479(5) 0.7517(4)
H42 H 0.31630 -0.10320 0.76140
C43 C 0.2852(4) -0.1846(6) 0.7853(5)
C44 C 0.2803(4) -0.1428(6) 0.8282(5)
C45 C 0.2610(4) -0.1767(5) 0.8657(4)
C46 C 0.2494(4) -0.2511(6) 0.8608(6)
H43 H 0.23820 -0.27490 0.88690
C47 C 0.2540(4) -0.2889(5) 0.8193(6)
H44 H 0.24440 -0.33830 0.81600
C48 C 0.2729(4) -0.2563(6) 0.7808(5)
H45 H 0.27700 -0.28360 0.75250
N8 N 0.2921(3) -0.0718(4) 0.8303(3)
C49 C 0.2851(4) -0.0352(6) 0.8687(4)
C50 C 0.2695(4) -0.0629(6) 0.9101(5)
H46 H 0.26850 -0.03330 0.93850
C51 C 0.2558(4) -0.1342(6) 0.9084(5)
O9 O 0.2397(3) -0.1688(4) 0.9427(3)
C52 C 0.2366(6) -0.1296(7) 0.9881(6)
H47 H 0.20760 -0.09130 0.97630
H48 H 0.27370 -0.10740 1.00790
C53 C 0.2203(6) -0.1832(7) 1.0236(6)
H49 H 0.22100 -0.15670 1.05620
C54 C 0.2594(7) -0.2433(8) 1.0411(7)
H50 H 0.29770 -0.22530 1.06030
H51 H 0.25960 -0.27080 1.01000
H52 H 0.24720 -0.27420 1.06460
C55 C 0.1569(6) -0.2075(8) 0.9937(7)
H53 H 0.13250 -0.16510 0.98300
H54 H 0.14410 -0.23710 1.01750
H55 H 0.15470 -0.23530 0.96210
C56 C 0.2967(5) 0.0452(6) 0.8667(5)
O10 O 0.2909(5) 0.0857(4) 0.9023(4)
N9 N 0.3116(4) 0.0658(4) 0.8282(3)
H56 H 0.31640 0.03230 0.80700
C57 C 0.3217(6) 0.1419(6) 0.8154(4)
H57 H 0.29550 0.17410 0.82500
H58 H 0.36110 0.15600 0.83670
C58 C 0.3125(5) 0.1498(6) 0.7578(4)
C59 C 0.3369(6) 0.2121(7) 0.7425(5)
H59 H 0.35760 0.24670 0.76780
C60 C 0.3284(7) 0.2187(6) 0.6887(5)
H60 H 0.34480 0.25930 0.67830
C61 C 0.2994(6) 0.1738(6) 0.6503(5)
H61 H 0.29410 0.18290 0.61410
C62 C 0.2771(4) 0.1120(5) 0.6661(4)
C63 C 0.2837(5) 0.1017(7) 0.7186(5)
H62 H 0.26790 0.06010 0.72840
C64 C 0.2473(4) 0.0547(5) 0.6239(4)
H63 H 0.22310 0.07850 0.59070
H64 H 0.27620 0.02570 0.61560
N10 N 0.2124(3) 0.0082(4) 0.6438(3)
H65 H 0.19760 0.02630 0.66630
C65 C 0.2016(3) -0.0629(5) 0.6292(4)
O11 O 0.2144(2) -0.0899(3) 0.5932(3)
C66 C 0.1737(3) -0.1027(5) 0.6625(3)
N11 N 0.1639(3) -0.0670(4) 0.6995(3)
C67 C 0.1447(3) -0.1027(4) 0.7352(3)
C68 C 0.1332(3) -0.1782(5) 0.7298(4)
C69 C 0.1440(3) -0.2121(5) 0.6868(4)
C70 C 0.1642(3) -0.1748(5) 0.6531(3)
H66 H 0.17130 -0.19780 0.62450
O12 O 0.1335(2) -0.2851(3) 0.6842(3)
C71 C 0.1447(4) -0.3238(5) 0.6426(4)
H67 H 0.18390 -0.31450 0.64360
H68 H 0.11770 -0.30920 0.60740
C72 C 0.1369(5) -0.4029(5) 0.6529(4)
H69 H 0.09760 -0.40710 0.65390
C73 C 0.1375(7) -0.4470(7) 0.6071(6)
H70 H 0.11050 -0.42710 0.57420
H71 H 0.12650 -0.49620 0.61180
H72 H 0.17570 -0.44690 0.60520
C74 C 0.1746(5) -0.4300(5) 0.7039(5)
H73 H 0.16540 -0.48020 0.70780
H74 H 0.16970 -0.40170 0.73270
H75 H 0.21410 -0.42650 0.70550
C75 C 0.1370(3) -0.0644(5) 0.7777(3)
C76 C 0.1195(4) -0.1003(5) 0.8155(4)
H76 H 0.11460 -0.07550 0.84460
C77 C 0.1095(4) -0.1755(5) 0.8085(4)
H77 H 0.09800 -0.20060 0.83390
C78 C 0.1155(3) -0.2131(5) 0.7671(4)
H78 H 0.10770 -0.26290 0.76390
N12 N 0.1480(3) 0.0096(4) 0.7785(3)
H79 H 0.15510 0.02550 0.75060
C79 C 0.1495(4) 0.0588(5) 0.8139(4)
O13 O 0.1399(3) 0.0499(3) 0.8557(3)
C80 C 0.1624(5) 0.1343(5) 0.7964(4)
C81 C 0.1808(7) 0.1846(6) 0.8351(4)
H80 H 0.18240 0.17560 0.87050
C82 C 0.1973(8) 0.2511(7) 0.8201(5)
C83 C 0.1859(6) 0.2656(6) 0.7650(4)
C84 C 0.1629(4) 0.2081(5) 0.7289(4)
N13 N 0.1522(3) 0.1420(4) 0.7448(3)
O14 O 0.2228(7) 0.3044(5) 0.8544(3)
C85 C 0.2561(8) 0.2925(9) 0.9133(5)
H81 H 0.26200 0.24090 0.92180
H82 H 0.29340 0.31700 0.92430
C86 C 0.2193(8) 0.3242(12) 0.9382(5)
H83 H 0.22340 0.37670 0.93280
C87 C 0.2378(5) 0.3178(10) 0.9974(4)
H84 H 0.27850 0.32850 1.01320
H85 H 0.23080 0.26900 1.00690
H86 H 0.21640 0.35180 1.01090
C88 C 0.1591(9) 0.3111(12) 0.9081(8)
H87 H 0.13570 0.33970 0.92320
H88 H 0.15060 0.26020 0.91010
H89 H 0.15070 0.32470 0.87080
C89 C 0.1959(7) 0.3313(6) 0.7444(5)
H90 H 0.21010 0.37050 0.76780
C90 C 0.1858(6) 0.3399(5) 0.6919(4)
H91 H 0.19270 0.38530 0.67930
C91 C 0.1657(4) 0.2844(5) 0.6558(4)
H92 H 0.16160 0.29050 0.61950
C92 C 0.1518(4) 0.2199(5) 0.6739(4)
N14 N 0.1281(3) 0.1601(4) 0.6405(3)
H93 H 0.11690 0.12470 0.65610
C93 C 0.1204(4) 0.1495(5) 0.5893(4)
O15 O 0.1341(3) 0.1936(3) 0.5610(2)
C94 C 0.0955(3) 0.0789(4) 0.5683(3)
N15 N 0.0720(3) 0.0413(4) 0.5961(3)
C95 C 0.0520(3) -0.0247(4) 0.5793(3)
C96 C 0.0575(3) -0.0566(4) 0.5340(3)
C97 C 0.0836(3) -0.0125(4) 0.5027(3)
C98 C 0.1025(4) 0.0555(5) 0.5224(3)
H94 H 0.12020 0.08560 0.50420
O16 O 0.0889(2) -0.0452(3) 0.4597(2)
C99 C 0.1206(4) -0.0076(5) 0.4316(4)
H95 H 0.16030 0.00040 0.45530
H96 H 0.10290 0.03930 0.41850
C100 C 0.1188(5) -0.0557(5) 0.3853(4)
H97 H 0.07830 -0.06390 0.36230
C101 C 0.1504(5) -0.0178(6) 0.3525(4)
H98 H 0.15090 -0.04910 0.32330
H99 H 0.18940 -0.00730 0.37540
H100 H 0.13080 0.02700 0.33780
C102 C 0.1481(5) -0.1305(6) 0.4064(5)
H101 H 0.14790 -0.16010 0.37620
H102 H 0.12720 -0.15510 0.42610
H103 H 0.18740 -0.12250 0.42990
C103 C 0.0242(4) -0.0664(4) 0.6076(3)
C104 C 0.0052(4) -0.1352(5) 0.5920(3)
H104 H -0.01280 -0.16260 0.61150
C105 C 0.0133(4) -0.1639(5) 0.5458(4)
H105 H 0.00040 -0.21100 0.53450
C106 C 0.0390(3) -0.1256(4) 0.5179(3)
H106 H 0.04430 -0.14570 0.48740
N16 N 0.0174(3) -0.0323(4) 0.6516(3)
H107 H 0.03050 0.01170 0.65820
C107 C -0.0075(4) -0.0600(5) 0.6856(4)
O17 O -0.0295(3) -0.1192(3) 0.6804(2)
C108 C -0.0058(4) -0.0144(4) 0.7319(3)
N17 N 0.0053(3) 0.0566(4) 0.7290(3)
C109 C 0.0075(4) 0.0955(4) 0.7712(3)
C110 C 0.0028(4) 0.0674(5) 0.8193(3)
C111 C -0.0093(4) -0.0072(4) 0.8183(3)
C112 C -0.0155(3) -0.0465(5) 0.7747(3)
H108 H -0.02630 -0.09540 0.77310
C113 C 0.0163(4) 0.1729(4) 0.7716(4)
C114 C 0.0238(4) 0.2128(5) 0.8129(4)
H109 H 0.02920 0.26290 0.81090
C115 C 0.0241(4) 0.1815(5) 0.8622(4)
H110 H 0.03180 0.20970 0.89330
C116 C 0.0131(4) 0.1110(5) 0.8626(3)
H111 H 0.01250 0.09040 0.89470
O18 O -0.0133(3) -0.0326(3) 0.8638(2)
C117 C -0.0176(4) -0.1102(4) 0.8674(4)
H112 H 0.01380 -0.13350 0.85910
H113 H -0.05400 -0.12690 0.84130
C118 C -0.0144(11) -0.1302(6) 0.9221(5)
H114 H -0.05650 -0.13680 0.91020
C119 C -0.0146(12) -0.0907(8) 0.9607(7)
H115 H 0.00740 -0.11380 0.99440
H116 H -0.05370 -0.08360 0.95930
H117 H 0.00250 -0.04420 0.95830
C120 C -0.0042(9) -0.2109(6) 0.9294(5)
H118 H 0.00440 -0.23030 0.89910
H119 H -0.03840 -0.23410 0.93150
H120 H 0.02780 -0.21990 0.96230
N18 N 0.0119(4) 0.2070(4) 0.7206(4)
O19 O -0.0219(3) 0.1900(3) 0.6807(3)
O20 O 0.0461(3) 0.2581(3) 0.7249(3)
Cl1 Cl 0.11826(13) 0.01601(17) 0.97453(13)
Cl2 Cl 0.13366(16) 0.16675(18) 0.99725(15)
Cl3 Cl 0.22286(17) 0.0888(2) 0.9840(2)
C121 C 0.1538(5) 0.0937(6) 0.9681(5)
H121 H 0.13920 0.10450 0.92920
C122 C 0.5346(9) -0.0436(13) 0.5751(7)
H122 H 0.50260 -0.01660 0.55410
C123 C 0.5778(10) -0.0101(14) 0.6228(9)
H123 H 0.57420 0.03840 0.63190
C124 C 0.6226(10) -0.0508(16) 0.6528(9)
H124 H 0.64980 -0.03080 0.68370
C125 C 0.629(1) -0.1210(14) 0.6389(9)
H125 H 0.66020 -0.14990 0.65890
C126 C 0.5789(8) -0.1503(13) 0.5856(7)
H126 H 0.57930 -0.19770 0.57290
C127 C 0.5405(8) -0.1078(12) 0.5626(8)
Cl4 Cl 0.4978(3) -0.1484(4) 0.5106(3)
#END
