#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/37/2013777.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_2013777
loop_
_publ_author_name
'Nygren, Cara'
'Chen, Tianniu'
'Zhong, Sanbao'
'Kaczmarek, Conrad'
'Turner, John F. C.'
'Baker, David C.'
_publ_section_title
;
A pair of epimeric
13-hydroxy-2,3,6,7-tetramethoxy-8b,11,12,12a,13,13a-hexahydro-
9H-9a-azacyclopenta[b]triphenylene-10-ones
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o208
_journal_page_last               o210
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C24 H27 N O6 , C3 H6 O'
_chemical_formula_moiety         'C24 H27 N O6 , C3 H6 O'
_chemical_formula_sum            'C27 H33 N O7'
_chemical_formula_weight         483.54
_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
_cell_angle_beta                 110.488(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.5790(10)
_cell_length_b                   17.4011(15)
_cell_length_c                   13.0453(11)
_cell_measurement_temperature    295(2)
_cell_volume                     2462.2(4)
_diffrn_ambient_temperature      295(2)
_exptl_crystal_density_diffrn    1.304
_[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               2013777
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
C1 0.1543(2) -0.01425(14) 0.10333(19) 0.0604(7) Uani d . 1 . . C
H1A 0.0819 0.0165 0.0914 0.091 Uiso calc R 1 . . H
H1B 0.1309 -0.0630 0.0677 0.091 Uiso calc R 1 . . H
H1C 0.2089 0.0116 0.0738 0.091 Uiso calc R 1 . . H
C2 0.3529(2) -0.06856(13) 0.53935(19) 0.0512(6) Uani d . 1 . . C
H2A 0.4352 -0.0490 0.5721 0.077 Uiso calc R 1 . . H
H2B 0.3532 -0.1231 0.5501 0.077 Uiso calc R 1 . . H
H2C 0.3003 -0.0447 0.5729 0.077 Uiso calc R 1 . . H
C3 0.25460(19) 0.03781(12) 0.28201(17) 0.0406(5) Uani d . 1 . . C
C4 0.30507(19) 0.02331(12) 0.39474(18) 0.0405(5) Uani d . 1 . . C
C5 0.34822(19) 0.08446(12) 0.46480(18) 0.0400(5) Uani d . 1 . . C
H5A 0.3797 0.0754 0.5398 0.048 Uiso calc R 1 . . H
C6 0.34609(17) 0.15991(11) 0.42657(16) 0.0338(5) Uani d . 1 . . C
C7 0.40326(18) 0.22438(12) 0.50131(16) 0.0351(5) Uani d . 1 . . C
C8 0.49298(19) 0.21275(13) 0.60472(17) 0.0413(5) Uani d . 1 . . C
H8 0.5175 0.1629 0.6280 0.050 Uiso calc R 1 . . H
C9 0.54587(19) 0.27339(13) 0.67293(17) 0.0427(5) Uani d . 1 . . C
C10 0.6539(2) 0.19243(15) 0.8237(2) 0.0653(7) Uani d . 1 . . C
H10A 0.5795 0.1747 0.8328 0.098 Uiso calc R 1 . . H
H10B 0.7186 0.1952 0.8939 0.098 Uiso calc R 1 . . H
H10C 0.6771 0.1574 0.7775 0.098 Uiso calc R 1 . . H
C11 0.5103(2) 0.34864(13) 0.63814(18) 0.0438(6) Uani d . 1 . . C
C12 0.5331(3) 0.48237(14) 0.6793(2) 0.0772(9) Uani d . 1 . . C
H12A 0.5465 0.4939 0.6123 0.116 Uiso calc R 1 . . H
H12B 0.5812 0.5166 0.7358 0.116 Uiso calc R 1 . . H
H12C 0.4473 0.4886 0.6686 0.116 Uiso calc R 1 . . H
C13 0.42294(19) 0.36036(12) 0.53622(17) 0.0412(5) Uani d . 1 . . C
H13 0.3992 0.4104 0.5131 0.049 Uiso calc R 1 . . H
C14 0.36895(18) 0.29957(12) 0.46665(17) 0.0366(5) Uani d . 1 . . C
C15 0.27294(18) 0.31329(11) 0.35567(16) 0.0346(5) Uani d . 1 . . C
H15 0.2857 0.3651 0.3320 0.041 Uiso calc R 1 . . H
C16 0.28947(18) 0.25572(11) 0.27239(16) 0.0348(5) Uani d . 1 . . C
H16 0.3706 0.2657 0.2673 0.042 Uiso calc R 1 . . H
C17 0.29183(18) 0.17365(11) 0.31445(16) 0.0337(5) Uani d . 1 . . C
C18 0.24728(19) 0.11188(12) 0.24380(18) 0.0391(5) Uani d . 1 . . C
H18 0.2118 0.1210 0.1690 0.047 Uiso calc R 1 . . H
C19 0.14134(18) 0.30933(11) 0.35750(16) 0.0352(5) Uani d . 1 . . C
H19 0.1276 0.2586 0.3838 0.042 Uiso calc R 1 . . H
C20 0.04680(19) 0.32278(12) 0.24428(17) 0.0389(5) Uani d . 1 . . C
H20 0.0522 0.3762 0.2226 0.047 Uiso calc R 1 . . H
C21 0.19377(18) 0.27097(12) 0.15938(17) 0.0388(5) Uani d . 1 . . C
H21A 0.2101 0.3203 0.1325 0.047 Uiso calc R 1 . . H
H21B 0.1994 0.2315 0.1088 0.047 Uiso calc R 1 . . H
C22 -0.08685(19) 0.30454(14) 0.23165(19) 0.0503(6) Uani d . 1 . . C
H22A -0.0900 0.2715 0.2905 0.060 Uiso calc R 1 . . H
H22B -0.1322 0.3513 0.2320 0.060 Uiso calc R 1 . . H
C23 -0.1396(2) 0.26412(15) 0.1227(2) 0.0546(6) Uani d . 1 . . C
H23A -0.1898 0.2207 0.1279 0.066 Uiso calc R 1 . . H
H23B -0.1900 0.2990 0.0670 0.066 Uiso calc R 1 . . H
C24 -0.0301(2) 0.23760(13) 0.09567(18) 0.0412(5) Uani d . 1 . . C
C25 0.1146(5) 0.5531(2) 0.2920(4) 0.160(2) Uani d . 1 . . C
H25A 0.1791 0.5893 0.3264 0.240 Uiso calc R 1 . . H
H25B 0.1333 0.5050 0.3302 0.240 Uiso calc R 1 . . H
H25C 0.0378 0.5724 0.2940 0.240 Uiso calc R 1 . . H
C26 0.1050(3) 0.54174(18) 0.1774(4) 0.0904(11) Uani d . 1 . . C
C27 0.0418(5) 0.6002(2) 0.0957(4) 0.165(2) Uani d . 1 . . C
H27A 0.0305 0.5811 0.0238 0.248 Uiso calc R 1 . . H
H27B 0.0907 0.6461 0.1089 0.248 Uiso calc R 1 . . H
H27C -0.0370 0.6114 0.1010 0.248 Uiso calc R 1 . . H
N 0.07057(15) 0.27108(9) 0.16496(13) 0.0360(4) Uani d . 1 . . N
O1 0.21508(16) -0.02587(8) 0.21755(12) 0.0577(5) Uani d . 1 . . O
O2 0.30827(16) -0.05203(8) 0.42513(13) 0.0558(5) Uani d . 1 . . O
O3 0.63375(15) 0.26620(10) 0.77504(13) 0.0601(5) Uani d . 1 . . O
O4 0.56892(16) 0.40553(9) 0.71030(13) 0.0609(5) Uani d . 1 . . O
O5 0.12789(14) 0.36661(8) 0.43017(12) 0.0469(4) Uani d . 1 . . O
H5 0.0795 0.3515 0.4591 0.070 Uiso calc R 1 . . H
O6 -0.03307(14) 0.19344(10) 0.02046(13) 0.0567(5) Uani d . 1 . . O
O7 0.1535(2) 0.48566(13) 0.1545(2) 0.1023(8) Uani d . 1 . . O
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
C1 0.0808(18) 0.0475(15) 0.0347(14) -0.0087(13) -0.0026(13) -0.0083(12)
C2 0.0604(15) 0.0434(14) 0.0397(14) -0.0048(11) 0.0052(11) 0.0065(11)
C3 0.0467(12) 0.0346(12) 0.0330(13) -0.0027(10) 0.0046(10) -0.0061(10)
C4 0.0456(12) 0.0326(12) 0.0367(13) -0.0003(9) 0.0060(10) -0.0007(10)
C5 0.0449(12) 0.0408(13) 0.0286(12) -0.0009(10) 0.0057(10) -0.0001(10)
C6 0.0346(11) 0.0351(12) 0.0292(11) -0.0002(9) 0.0081(9) -0.0016(9)
C7 0.0368(11) 0.0372(12) 0.0297(12) -0.0037(9) 0.0095(9) -0.0042(9)
C8 0.0441(12) 0.0390(12) 0.0358(13) 0.0013(10) 0.0076(10) -0.0035(10)
C9 0.0423(12) 0.0489(14) 0.0311(13) -0.0043(10) 0.0055(10) -0.0044(11)
C10 0.0575(16) 0.0692(19) 0.0519(17) 0.0082(14) -0.0024(13) 0.0051(14)
C11 0.0489(13) 0.0421(14) 0.0350(13) -0.0129(10) 0.0079(11) -0.0098(11)
C12 0.107(2) 0.0448(16) 0.0533(18) -0.0236(16) -0.0050(16) -0.0075(14)
C13 0.0513(13) 0.0341(12) 0.0335(13) -0.0089(10) 0.0089(11) -0.0031(10)
C14 0.0391(11) 0.0369(12) 0.0322(12) -0.0068(9) 0.0106(9) -0.0027(10)
C15 0.0431(11) 0.0285(11) 0.0294(11) -0.0066(9) 0.0093(9) -0.0002(9)
C16 0.0373(11) 0.0370(12) 0.0304(12) -0.0054(9) 0.0119(9) -0.0020(9)
C17 0.0353(11) 0.0344(11) 0.0308(12) -0.0002(9) 0.0110(9) -0.0028(9)
C18 0.0449(12) 0.0377(13) 0.0294(12) -0.0004(10) 0.0063(10) -0.0016(10)
C19 0.0469(12) 0.0276(11) 0.0303(11) -0.0015(9) 0.0126(10) -0.0038(9)
C20 0.0499(13) 0.0302(11) 0.0331(12) 0.0036(10) 0.0101(10) -0.0008(9)
C21 0.0481(12) 0.0372(12) 0.0330(12) -0.0059(10) 0.0165(10) 0.0001(10)
C22 0.0441(13) 0.0568(15) 0.0456(15) 0.0105(11) 0.0101(11) -0.0059(12)
C23 0.0444(13) 0.0637(16) 0.0489(16) 0.0054(12) 0.0077(11) -0.0059(13)
C24 0.0449(12) 0.0409(13) 0.0323(12) -0.0007(10) 0.0068(10) -0.0003(10)
C25 0.259(7) 0.102(3) 0.179(5) 0.000(4) 0.153(5) -0.019(3)
C26 0.107(3) 0.0481(19) 0.142(4) -0.0124(18) 0.076(3) -0.006(2)
C27 0.202(5) 0.086(3) 0.188(5) 0.040(3) 0.045(4) 0.024(3)
N 0.0396(9) 0.0365(10) 0.0287(10) -0.0002(8) 0.0080(8) -0.0026(8)
O1 0.0873(12) 0.0353(9) 0.0343(9) -0.0065(8) 0.0007(9) -0.0053(7)
O2 0.0818(12) 0.0342(9) 0.0374(10) -0.0036(8) 0.0034(8) 0.0026(7)
O3 0.0640(10) 0.0525(11) 0.0411(10) -0.0007(8) -0.0100(8) -0.0071(8)
O4 0.0797(12) 0.0420(10) 0.0419(10) -0.0156(8) -0.0026(9) -0.0095(8)
O5 0.0600(10) 0.0427(9) 0.0401(10) 0.0009(7) 0.0201(8) -0.0106(7)
O6 0.0571(10) 0.0644(11) 0.0458(10) -0.0092(8) 0.0145(8) -0.0221(9)
O7 0.138(2) 0.0604(14) 0.139(2) 0.0010(14) 0.0865(18) 0.0021(14)
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
C1 O1 . 1.422(3) ?
C1 H1A . 0.9600 ?
C1 H1B . 0.9600 ?
C1 H1C . 0.9600 ?
C2 O2 . 1.425(3) ?
C2 H2A . 0.9600 ?
C2 H2B . 0.9600 ?
C2 H2C . 0.9600 ?
C3 O1 . 1.369(2) ?
C3 C18 . 1.374(3) ?
C3 C4 . 1.402(3) ?
C4 O2 . 1.366(2) ?
C4 C5 . 1.377(3) ?
C5 C6 . 1.402(3) ?
C5 H5A . 0.9300 ?
C6 C17 . 1.396(3) ?
C6 C7 . 1.482(3) ?
C7 C14 . 1.396(3) ?
C7 C8 . 1.400(3) ?
C8 C9 . 1.378(3) ?
C8 H8 . 0.9300 ?
C9 O3 . 1.370(2) ?
C9 C11 . 1.400(3) ?
C10 O3 . 1.415(3) ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 O4 . 1.371(2) ?
C11 C13 . 1.375(3) ?
C12 O4 . 1.416(3) ?
C12 H12A . 0.9600 ?
C12 H12B . 0.9600 ?
C12 H12C . 0.9600 ?
C13 C14 . 1.392(3) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.504(3) ?
C15 C19 . 1.534(3) yes
C15 C16 . 1.538(3) ?
C15 H15 . 0.9800 ?
C16 C21 . 1.526(3) ?
C16 C17 . 1.527(3) ?
C16 H16 . 0.9800 ?
C17 C18 . 1.392(3) ?
C18 H18 . 0.9300 ?
C19 O5 . 1.421(2) yes
C19 C20 . 1.517(3) yes
C19 H19 . 0.9800 ?
C20 N . 1.468(3) ?
C20 C22 . 1.531(3) ?
C20 H20 . 0.9800 ?
C21 N . 1.454(3) ?
C21 H21A . 0.9700 ?
C21 H21B . 0.9700 ?
C22 C23 . 1.510(3) ?
C22 H22A . 0.9700 ?
C22 H22B . 0.9700 ?
C23 C24 . 1.503(3) ?
C23 H23A . 0.9700 ?
C23 H23B . 0.9700 ?
C24 O6 . 1.237(2) ?
C24 N . 1.333(3) ?
C25 C26 . 1.473(5) ?
C25 H25A . 0.9600 ?
C25 H25B . 0.9600 ?
C25 H25C . 0.9600 ?
C26 O7 . 1.214(3) ?
C26 C27 . 1.469(5) ?
C27 H27A . 0.9600 ?
C27 H27B . 0.9600 ?
C27 H27C . 0.9600 ?
O5 H5 . 0.8200 ?