#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:19:39 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178381 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/03/4020399.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_4020399
loop_
_publ_author_name
'Bang-Tun Zhao'
'María-Jesús Blesa'
'Nicolas Mercier'
'Franck Le Derf'
'Marc Sallé'
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6254
_journal_page_last               6257
_journal_paper_doi               10.1021/jo0505876
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C59 H75 N3 O4 S5'
_chemical_formula_sum            'C59 H75 N3 O4 S5'
_chemical_formula_weight         1050.52
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_cell_angle_alpha                90
_cell_angle_beta                 110.700(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.5015(8)
_cell_length_b                   35.409(2)
_cell_length_c                   14.2168(10)
_cell_measurement_temperature    200(2)
_cell_volume                     5887.1(7)
_exptl_crystal_density_diffrn    1.185
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               4020399
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_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_group
_atom_site_disorder_assembly
C29 C 1.5009(6) 0.39591(18) -0.1060(5) 0.0456(16) Uiso 1 d . . .
C32 C 1.5549(8) 0.4293(3) -0.1365(7) 0.086(3) Uiso 1 d . . .
H82A H 1.6031 0.4206 -0.1736 0.129 Uiso 1 calc R . .
H82B H 1.602 0.4431 -0.0763 0.129 Uiso 1 calc R . .
H82C H 1.4951 0.446 -0.1794 0.129 Uiso 1 calc R . .
C30 C 1.4379(9) 0.3719(3) -0.1980(7) 0.093(3) Uiso 1 d . . .
H83A H 1.4033 0.35 -0.1774 0.139 Uiso 1 calc R . .
H83B H 1.4921 0.3631 -0.2291 0.139 Uiso 1 calc R . .
H83C H 1.3779 0.387 -0.2465 0.139 Uiso 1 calc R . .
C31 C 1.5974(8) 0.3706(3) -0.0356(7) 0.090(3) Uiso 1 d . . .
H81A H 1.5636 0.3486 -0.0149 0.134 Uiso 1 calc R . .
H81B H 1.6425 0.385 0.024 0.134 Uiso 1 calc R . .
H81C H 1.6472 0.3621 -0.0714 0.134 Uiso 1 calc R . .
C50 C 1.4366(7) 0.3425(2) 0.2309(6) 0.066(2) Uiso 1 d . . .
H10A H 1.4806 0.3656 0.2562 0.099 Uiso 1 calc R . .
H10B H 1.3706 0.3417 0.2528 0.099 Uiso 1 calc R . .
H10C H 1.41 0.3423 0.1573 0.099 Uiso 1 calc R . .
C51 C 1.5066(8) 0.3106(2) 0.2690(6) 0.073(2) Uani 1 d . . .
C3 C 1.4610(16) 0.2361(5) 0.4755(13) 0.076(6) Uiso 0.509(16) d P 1 A
H3A H 1.503 0.2472 0.4356 0.114 Uiso 0.509(16) calc PR 1 A
H3B H 1.3842 0.2288 0.4309 0.114 Uiso 0.509(16) calc PR 1 A
H3C H 1.5019 0.2138 0.511 0.114 Uiso 0.509(16) calc PR 1 A
C2 C 1.5709(16) 0.2737(5) 0.6253(16) 0.083(6) Uiso 0.509(16) d P 1 A
H2A H 1.613 0.2866 0.588 0.124 Uiso 0.509(16) calc PR 1 A
H2B H 1.6073 0.2494 0.65 0.124 Uiso 0.509(16) calc PR 1 A
H2C H 1.5718 0.2894 0.6823 0.124 Uiso 0.509(16) calc PR 1 A
C1 C 1.3866(17) 0.2479(5) 0.6138(14) 0.081(6) Uiso 0.509(16) d P 1 A
H1A H 1.431 0.2262 0.6501 0.122 Uiso 0.509(16) calc PR 1 A
H1B H 1.313 0.2391 0.5664 0.122 Uiso 0.509(16) calc PR 1 A
H1C H 1.3736 0.2654 0.662 0.122 Uiso 0.509(16) calc PR 1 A
N1 N 1.5658(9) 0.2851(3) 0.3014(7) 0.115(3) Uiso 1 d . . .
N3 N 1.1138(8) 0.3322(2) -0.2667(6) 0.098(2) Uiso 1 d . . .
C52 C 1.2158(8) 0.6522(2) 0.2339(6) 0.073(2) Uiso 1 d . . .
N2 N 1.2871(8) 0.6315(2) 0.2691(6) 0.103(3) Uiso 1 d . . .
C54 C 1.1412(8) 0.3420(3) -0.3298(6) 0.078(3) Uani 1 d . . .
C55 C 1.1714(8) 0.3551(2) -0.4130(6) 0.078(2) Uiso 1 d . . .
H55A H 1.1087 0.3497 -0.4762 0.117 Uiso 1 calc R . .
H55B H 1.2408 0.3421 -0.4127 0.117 Uiso 1 calc R . .
H55C H 1.1852 0.3824 -0.4068 0.117 Uiso 1 calc R . .
C53 C 1.1267(10) 0.6792(3) 0.1927(8) 0.106(3) Uiso 1 d . . .
H56A H 1.0642 0.6739 0.2174 0.159 Uiso 1 calc R . .
H56B H 1.0981 0.6774 0.1192 0.159 Uiso 1 calc R . .
H56C H 1.1565 0.7046 0.2134 0.159 Uiso 1 calc R . .
C1B C 1.394(2) 0.2311(6) 0.5171(17) 0.106(8) Uiso 0.491(16) d P 2 A
H1B1 H 1.4384 0.2102 0.5575 0.159 Uiso 0.491(16) calc PR 2 A
H1B2 H 1.3899 0.2282 0.4473 0.159 Uiso 0.491(16) calc PR 2 A
H1B3 H 1.3169 0.231 0.5196 0.159 Uiso 0.491(16) calc PR 2 A
C2B C 1.449(2) 0.2710(6) 0.6684(16) 0.099(8) Uiso 0.491(16) d P 2 A
H2B1 H 1.4854 0.2948 0.6983 0.149 Uiso 0.491(16) calc PR 2 A
H2B2 H 1.4913 0.2498 0.7092 0.149 Uiso 0.491(16) calc PR 2 A
H2B3 H 1.37 0.2706 0.666 0.149 Uiso 0.491(16) calc PR 2 A
C3B C 1.5736(16) 0.2677(5) 0.5660(17) 0.080(6) Uiso 0.491(16) d P 2 A
H3B1 H 1.6087 0.2918 0.5949 0.12 Uiso 0.491(16) calc PR 2 A
H3B2 H 1.5781 0.2646 0.499 0.12 Uiso 0.491(16) calc PR 2 A
H3B3 H 1.6143 0.2469 0.6095 0.12 Uiso 0.491(16) calc PR 2 A
S1 S 0.85921(18) 0.49996(5) 0.03979(13) 0.0548(5) Uani 1 d . . B
S2 S 0.7486(2) 0.50603(5) 0.19250(18) 0.0768(7) Uani 1 d . . B
S3 S 1.0749(2) 0.55340(7) 0.21086(17) 0.0805(7) Uani 1 d . . .
S4 S 0.9307(2) 0.54664(7) 0.33854(17) 0.0844(8) Uani 1 d . . .
S5 S 0.7226(3) 0.52888(8) 0.3854(3) 0.1292(13) Uani 1 d . . .
O2 O 1.0593(4) 0.38572(10) 0.1397(3) 0.0394(10) Uani 1 d . . .
O1 O 1.2132(4) 0.39721(11) 0.3463(3) 0.0475(11) Uani 1 d . . .
H1 H 1.1658 0.3909 0.2901 0.071 Uiso 1 calc R . .
C35 C 1.1058(5) 0.35188(15) 0.1183(4) 0.0329(14) Uani 1 d . . .
O4 O 1.2386(4) 0.43472(12) 0.1370(3) 0.0443(11) Uani 1 d . . .
H4 H 1.1798 0.4211 0.1217 0.066 Uiso 1 calc R . .
O3 O 1.3532(4) 0.46139(12) 0.3376(3) 0.0527(12) Uani 1 d . . .
C9 C 1.3755(6) 0.37012(17) 0.4730(4) 0.0396(16) Uani 1 d . . .
C8 C 1.2695(6) 0.36600(17) 0.3952(5) 0.0395(16) Uani 1 d . . .
C12 C 1.5010(5) 0.41865(16) 0.4349(4) 0.0360(15) Uani 1 d . . .
C23 C 1.4032(6) 0.44244(16) 0.0945(4) 0.0431(16) Uani 1 d . . .
C5 C 1.3865(6) 0.30156(17) 0.4992(5) 0.0435(17) Uani 1 d . . A
C34 C 1.1357(5) 0.35070(16) 0.0319(4) 0.0359(14) Uani 1 d . . .
C33 C 1.1329(6) 0.38546(18) -0.0327(5) 0.0446(16) Uani 1 d . . .
H71A H 1.1024 0.3782 -0.1046 0.054 Uiso 1 calc R . .
H71B H 1.0807 0.4045 -0.0215 0.054 Uiso 1 calc R . .
C7 C 1.2209(6) 0.33022(17) 0.3703(4) 0.0390(15) Uani 1 d . . .
C14 C 1.5110(6) 0.44685(16) 0.2827(5) 0.0432(16) Uani 1 d . . .
C11 C 1.4334(6) 0.40868(17) 0.5023(4) 0.0418(16) Uani 1 d . . .
H70A H 1.3746 0.4283 0.4956 0.05 Uiso 1 calc R . .
H70B H 1.4855 0.4081 0.5734 0.05 Uiso 1 calc R . .
C22 C 1.4545(7) 0.46868(18) 0.1840(4) 0.056(2) Uani 1 d . . .
H78A H 1.3934 0.4851 0.1908 0.068 Uiso 1 calc R . .
H78B H 1.5122 0.4851 0.1717 0.068 Uiso 1 calc R . .
C26 C 1.3159(6) 0.39406(16) -0.0673(4) 0.0393(15) Uani 1 d . . .
H73 H 1.2842 0.3778 -0.1236 0.047 Uiso 1 calc R . .
C36 C 1.1233(5) 0.32138(16) 0.1833(4) 0.0350(14) Uani 1 d . . .
C10 C 1.4321(6) 0.33793(18) 0.5231(5) 0.0427(16) Uani 1 d . . .
H24 H 1.5042 0.3408 0.5754 0.051 Uiso 1 calc R . .
C28 C 1.4667(6) 0.43285(16) 0.0341(4) 0.0410(16) Uani 1 d . . .
H75 H 1.5406 0.4435 0.0489 0.049 Uiso 1 calc R . .
C27 C 1.4246(6) 0.40795(16) -0.0476(5) 0.0403(16) Uani 1 d . . .
C6 C 1.2809(6) 0.29866(17) 0.4232(5) 0.0433(17) Uani 1 d . . .
H22 H 1.2476 0.2743 0.406 0.052 Uiso 1 calc R . .
C16 C 1.6663(6) 0.40734(18) 0.3863(5) 0.0434(16) Uani 1 d . . .
C25 C 1.2497(6) 0.40262(16) -0.0085(4) 0.0377(15) Uani 1 d . . .
C39 C 1.1784(6) 0.31700(17) 0.0112(4) 0.0410(16) Uani 1 d . . .
H3 H 1.1984 0.3155 -0.0473 0.049 Uiso 1 calc R . .
C13 C 1.4554(6) 0.44230(17) 0.3526(5) 0.0433(16) Uani 1 d . . .
C40 C 1.1082(6) 0.32458(17) 0.2855(4) 0.0418(16) Uani 1 d . . .
H20A H 1.0571 0.3461 0.2839 0.05 Uiso 1 calc R . .
H20B H 1.0713 0.3013 0.298 0.05 Uiso 1 calc R . .
C15 C 1.6133(6) 0.42922(18) 0.3014(5) 0.0471(18) Uani 1 d . . .
H39 H 1.6504 0.432 0.2538 0.056 Uiso 1 calc R . .
C4 C 1.4511(7) 0.2674(2) 0.5579(6) 0.060(2) Uiso 1 d . . .
C37 C 1.1667(6) 0.28802(16) 0.1585(5) 0.0418(16) Uani 1 d . . .
H15 H 1.1779 0.2669 0.2022 0.05 Uiso 1 calc R . .
C38 C 1.1939(6) 0.28451(16) 0.0726(5) 0.0448(17) Uani 1 d . . .
C18 C 1.7849(7) 0.3909(2) 0.4050(5) 0.0587(19) Uiso 1 d . . .
C43 C 0.9430(7) 0.45661(18) 0.0683(6) 0.0551(19) Uani 1 d . . .
H42A H 0.9473 0.4465 0.0048 0.066 Uiso 1 calc R . .
H42B H 1.0218 0.463 0.1126 0.066 Uiso 1 calc R . .
C24 C 1.2981(6) 0.42625(17) 0.0754(5) 0.0406(16) Uani 1 d . . .
C41 C 0.9369(6) 0.38654(18) 0.0986(5) 0.0481(17) Uani 1 d . . .
H40A H 0.9049 0.3669 0.1306 0.058 Uiso 1 calc R . .
H40B H 0.9098 0.3816 0.0253 0.058 Uiso 1 calc R . .
C42 C 0.8985(6) 0.42538(17) 0.1188(5) 0.0479(17) Uani 1 d . . .
H41A H 0.9263 0.4299 0.1922 0.058 Uiso 1 calc R . .
H41B H 0.8139 0.4262 0.0937 0.058 Uiso 1 calc R . .
C48 C 0.8688(7) 0.51507(17) 0.1606(5) 0.0504(18) Uani 1 d . . .
C56 C 1.2384(7) 0.2482(2) 0.0405(5) 0.0581(19) Uiso 1 d . . .
C44 C 1.3690(8) 0.4990(2) 0.3819(6) 0.076(3) Uani 1 d . . .
C58 C 1.1518(7) 0.2349(2) -0.0608(6) 0.074(2) Uiso 1 d . . .
H8A H 1.18 0.2118 -0.082 0.111 Uiso 1 calc R . .
H8B H 1.1421 0.2546 -0.1115 0.111 Uiso 1 calc R . .
H8C H 1.0782 0.2298 -0.0534 0.111 Uiso 1 calc R . .
C47 C 0.9537(7) 0.5344(2) 0.2286(6) 0.058(2) Uani 1 d . . B
C49 C 0.7969(9) 0.5267(2) 0.3100(7) 0.084(3) Uani 1 d . . B
C21 C 1.8313(9) 0.3685(3) 0.5044(7) 0.089(3) Uiso 1 d . . .
H32A H 1.9069 0.3583 0.5126 0.133 Uiso 1 calc R . .
H32B H 1.779 0.3477 0.5028 0.133 Uiso 1 calc R . .
H32C H 1.8374 0.3853 0.5608 0.133 Uiso 1 calc R . .
C57 C 1.2548(8) 0.2170(3) 0.1176(7) 0.087(3) Uiso 1 d . . .
H10G H 1.2837 0.1942 0.0951 0.13 Uiso 1 calc R . .
H10H H 1.1815 0.2113 0.125 0.13 Uiso 1 calc R . .
H102 H 1.31 0.2252 0.1824 0.13 Uiso 1 calc R . .
C20 C 1.7809(8) 0.3643(2) 0.3162(6) 0.081(3) Uiso 1 d . . .
H33A H 1.857 0.3535 0.329 0.121 Uiso 1 calc R . .
H33B H 1.7572 0.3787 0.2534 0.121 Uiso 1 calc R . .
H33C H 1.7261 0.3438 0.3105 0.121 Uiso 1 calc R . .
C46A C 1.1948(16) 0.5233(4) 0.2459(13) 0.050(4) Uani 0.5 d P 1 B
H43A H 1.1733 0.4991 0.2093 0.061 Uiso 0.5 calc PR 1 B
H43B H 1.2556 0.535 0.226 0.061 Uiso 0.5 calc PR 1 B
C45A C 1.2412(19) 0.5157(4) 0.3587(13) 0.051(5) Uani 0.5 d P 1 B
H44A H 1.1928 0.497 0.3769 0.061 Uiso 0.5 calc PR 1 B
H44B H 1.2438 0.5392 0.3969 0.061 Uiso 0.5 calc PR 1 B
C45B C 1.2901(16) 0.5271(4) 0.3085(16) 0.063(4) Uani 0.5 d P 2 B
H44C H 1.3079 0.5533 0.3331 0.075 Uiso 0.5 calc PR 2 B
H44D H 1.2967 0.525 0.2413 0.075 Uiso 0.5 calc PR 2 B
C46B C 1.171(2) 0.5156(6) 0.305(2) 0.079(7) Uani 0.5 d P 2 B
H43C H 1.1641 0.5174 0.3717 0.094 Uiso 0.5 calc PR 2 B
H43D H 1.1519 0.4896 0.2783 0.094 Uiso 0.5 calc PR 2 B
C59 C 1.3543(8) 0.2555(3) 0.0284(7) 0.091(3) Uiso 1 d . . .
H9A H 1.3817 0.2322 0.0078 0.136 Uiso 1 calc R . .
H9B H 1.4099 0.2641 0.0927 0.136 Uiso 1 calc R . .
H9C H 1.3451 0.275 -0.0228 0.136 Uiso 1 calc R . .
C19 C 1.8700(8) 0.4224(2) 0.4095(7) 0.082(3) Uiso 1 d . . .
H30A H 1.9457 0.4114 0.4217 0.123 Uiso 1 calc R . .
H30B H 1.874 0.4398 0.4642 0.123 Uiso 1 calc R . .
H30C H 1.8448 0.4361 0.3455 0.123 Uiso 1 calc R . .
C17 C 1.6056(6) 0.40193(17) 0.4506(5) 0.0420(16) Uani 1 d . . .
H35 H 1.6375 0.3861 0.5076 0.05 Uiso 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C29 C32 1.499(10) . ?
C29 C30 1.525(11) . ?
C29 C27 1.529(9) . ?
C29 C31 1.553(11) . ?
C50 C51 1.413(11) . ?
C51 N1 1.156(11) . ?
C3 C4 1.648(18) . ?
C2 C4 1.483(19) . ?
C1 C4 1.488(18) . ?
N3 C54 1.122(10) . ?
C52 N2 1.126(11) . ?
C52 C53 1.425(13) . ?
C54 C55 1.440(11) . ?
C1B C4 1.48(2) . ?
C2B C4 1.58(2) . ?
C3B C4 1.49(2) . ?
S1 C48 1.762(7) . ?
S1 C43 1.821(7) . ?
S2 C49 1.725(9) . ?
S2 C48 1.747(7) . ?
S3 C47 1.755(8) . ?
S3 C46A 1.761(16) . ?
S3 C46B 1.97(2) . ?
S4 C49 1.727(10) . ?
S4 C47 1.741(7) . ?
S5 C49 1.649(8) . ?
O2 C35 1.412(6) . ?
O2 C41 1.433(8) . ?
O1 C8 1.361(7) . ?
C35 C36 1.388(8) . ?
C35 C34 1.405(8) . ?
O4 C24 1.368(7) . ?
O3 C13 1.393(8) . ?
O3 C44 1.458(8) . ?
C9 C10 1.396(9) . ?
C9 C8 1.402(9) . ?
C9 C11 1.532(8) . ?
C8 C7 1.396(8) . ?
C12 C17 1.380(9) . ?
C12 C13 1.387(9) . ?
C12 C11 1.526(8) . ?
C23 C24 1.370(9) . ?
C23 C28 1.402(9) . ?
C23 C22 1.522(9) . ?
C5 C6 1.383(9) . ?
C5 C10 1.400(9) . ?
C5 C4 1.527(10) . ?
C34 C39 1.381(8) . ?
C34 C33 1.528(8) . ?
C33 C25 1.505(9) . ?
C7 C6 1.407(9) . ?
C7 C40 1.509(9) . ?
C14 C15 1.363(9) . ?
C14 C13 1.409(9) . ?
C14 C22 1.538(9) . ?
C26 C27 1.377(9) . ?
C26 C25 1.401(8) . ?
C36 C37 1.396(8) . ?
C36 C40 1.534(8) . ?
C28 C27 1.404(8) . ?
C16 C15 1.389(9) . ?
C16 C17 1.393(8) . ?
C16 C18 1.526(10) . ?
C25 C24 1.407(9) . ?
C39 C38 1.416(9) . ?
C37 C38 1.384(8) . ?
C38 C56 1.533(9) . ?
C18 C19 1.527(11) . ?
C18 C21 1.542(11) . ?
C18 C20 1.563(10) . ?
C43 C42 1.526(9) . ?
C41 C42 1.517(8) . ?
C48 C47 1.343(10) . ?
C56 C57 1.520(11) . ?
C56 C58 1.538(11) . ?
C56 C59 1.540(12) . ?
C44 C45B 1.52(2) . ?
C44 C45A 1.62(2) . ?
C46A C45A 1.52(2) . ?
C45B C46B 1.52(3) . ?
