#------------------------------------------------------------------------------
#$Date: 2011-03-31 14:48:06 +0300 (Thu, 31 Mar 2011) $
#$Revision: 17004 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012897.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_2012897
loop_
_publ_author_name
'Usman, Anwar'
'Razak, Ibrahim Abdul'
'Fun, Hoong-Kun'
'Chantrapromma, Suchada'
'Zhang, Yan'
'Xu, Jian-Hua'
_publ_section_title
;
11-Methyl-12a-phenyl-
9a,12a-dihydrophenanthro[9',10':5,6][1,4]dioxino[2,3-d]oxazole and
9a-(10-hydroxyphenanthren-9-yl)-11,12a-diphenyl-
9a,12a-dihydrophenanthro[9',10':5,6][1,4]dioxino[2,3-d]oxazole
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o477
_journal_page_last               o479
_journal_volume                  58
_journal_year                    2002
_chemical_formula_moiety         'C24 H17 N O3'
_chemical_formula_sum            'C24 H17 N O3'
_chemical_formula_weight         367.39
_chemical_melting_point          439.0(10)
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.7633(4)
_cell_length_b                   10.9896(4)
_cell_length_c                   16.6210(7)
_cell_measurement_temperature    213(2)
_cell_volume                     1783.35(12)
_diffrn_ambient_temperature      213(2)
_exptl_crystal_density_diffrn    1.368
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 

The following automatic conversions were performed:

'_chemical_melting_point' value '439(1)K' was changed to '439.0(10)'
- the value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2012897
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
O1 0.6729(3) 0.6238(2) 0.17570(14) 0.0370(7) Uani d . 1 . . O
O2 0.6269(3) 0.7719(2) 0.30598(15) 0.0369(8) Uani d . 1 . . O
O3 0.4103(3) 0.6924(3) 0.28999(16) 0.0454(8) Uani d . 1 . . O
N1 0.4359(4) 0.6013(3) 0.1691(2) 0.0395(9) Uani d . 1 . . N
C1 0.7268(4) 0.5947(3) 0.2501(2) 0.0265(9) Uani d . 1 . . C
C2 0.8128(4) 0.4914(3) 0.2546(2) 0.0267(9) Uani d . 1 . . C
C3 0.8365(4) 0.4169(3) 0.1876(3) 0.0360(10) Uani d . 1 . . C
H3 0.7943 0.4353 0.1389 0.043 Uiso calc R 1 . . H
C4 0.9200(4) 0.3181(4) 0.1925(3) 0.0476(12) Uani d . 1 . . C
H4 0.9359 0.2702 0.1474 0.057 Uiso calc R 1 . . H
C5 0.9812(5) 0.2895(4) 0.2652(4) 0.0546(14) Uani d . 1 . . C
H5 1.0363 0.2207 0.2693 0.066 Uiso calc R 1 . . H
C6 0.9611(4) 0.3618(4) 0.3311(3) 0.0502(13) Uani d . 1 . . C
H6 1.0032 0.3408 0.3794 0.060 Uiso calc R 1 . . H
C7 0.8803(4) 0.4652(4) 0.3285(2) 0.0317(10) Uani d . 1 . . C
C8 0.8631(4) 0.5488(4) 0.3955(2) 0.0358(11) Uani d . 1 . . C
C9 0.9335(5) 0.5347(5) 0.4698(3) 0.0477(12) Uani d . 1 . . C
H9 0.9899 0.4674 0.4773 0.057 Uiso calc R 1 . . H
C10 0.9200(5) 0.6177(5) 0.5301(3) 0.0589(15) Uani d . 1 . . C
H10 0.9675 0.6067 0.5781 0.071 Uiso calc R 1 . . H
C11 0.8364(5) 0.7180(5) 0.5206(3) 0.0564(14) Uani d . 1 . . C
H11 0.8289 0.7745 0.5620 0.068 Uiso calc R 1 . . H
C12 0.7649(5) 0.7349(4) 0.4512(2) 0.0417(11) Uani d . 1 . . C
H12 0.7077 0.8021 0.4456 0.050 Uiso calc R 1 . . H
C13 0.7776(4) 0.6506(4) 0.3879(2) 0.0303(9) Uani d . 1 . . C
C14 0.7072(4) 0.6687(3) 0.3130(2) 0.0301(10) Uani d . 1 . . C
C15 0.5178(4) 0.7603(4) 0.2525(3) 0.0346(10) Uani d . 1 . . C
H15 0.4834 0.8416 0.2392 0.041 Uiso calc R 1 . . H
C16 0.3698(5) 0.6071(4) 0.2343(3) 0.0413(11) Uani d . 1 . . C
C17 0.5460(4) 0.6908(3) 0.1740(2) 0.0302(9) Uani d . 1 . . C
C18 0.5520(4) 0.7733(4) 0.1017(2) 0.0288(9) Uani d . 1 . . C
C19 0.4348(5) 0.8356(4) 0.0793(2) 0.0473(13) Uani d . 1 . . C
H19 0.3533 0.8224 0.1069 0.057 Uiso calc R 1 . . H
C20 0.4385(6) 0.9175(4) 0.0158(3) 0.0550(14) Uani d . 1 . . C
H20 0.3594 0.9592 0.0013 0.066 Uiso calc R 1 . . H
C21 0.5564(5) 0.9374(4) -0.0253(3) 0.0487(13) Uani d . 1 . . C
H21 0.5585 0.9927 -0.0676 0.058 Uiso calc R 1 . . H
C22 0.6723(5) 0.8755(5) -0.0039(3) 0.0553(14) Uani d . 1 . . C
H22 0.7528 0.8879 -0.0326 0.066 Uiso calc R 1 . . H
C23 0.6715(4) 0.7942(4) 0.0602(2) 0.0429(11) Uani d . 1 . . C
H23 0.7515 0.7541 0.0749 0.052 Uiso calc R 1 . . H
C24 0.2524(5) 0.5318(4) 0.2599(3) 0.0618(15) Uani d . 1 . . C
H24A 0.1744 0.5830 0.2692 0.093 Uiso calc R 1 . . H
H24B 0.2754 0.4894 0.3086 0.093 Uiso calc R 1 . . H
H24C 0.2312 0.4738 0.2185 0.093 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 0.0383(17) 0.0472(16) 0.0254(14) 0.0200(15) -0.0043(14) -0.0010(13)
O2 0.0447(18) 0.0379(15) 0.0281(15) 0.0144(14) -0.0037(14) -0.0060(13)
O3 0.0397(18) 0.0591(19) 0.0374(16) 0.0076(16) 0.0132(15) -0.0066(15)
N1 0.042(2) 0.0354(19) 0.041(2) -0.0004(18) 0.005(2) -0.0009(17)
C1 0.024(2) 0.0299(19) 0.025(2) 0.0023(18) 0.0018(19) 0.0025(18)
C2 0.018(2) 0.029(2) 0.033(2) -0.0047(17) 0.0049(19) 0.0025(18)
C3 0.027(2) 0.034(2) 0.046(3) 0.002(2) 0.010(2) 0.004(2)
C4 0.035(3) 0.038(2) 0.070(3) 0.007(2) 0.009(3) -0.004(2)
C5 0.031(3) 0.038(3) 0.095(4) 0.014(2) 0.006(3) 0.009(3)
C6 0.027(3) 0.050(3) 0.073(3) 0.005(2) -0.003(3) 0.023(3)
C7 0.019(2) 0.036(2) 0.040(2) -0.0027(18) 0.001(2) 0.014(2)
C8 0.023(2) 0.048(2) 0.036(2) -0.007(2) 0.003(2) 0.013(2)
C9 0.031(3) 0.069(3) 0.043(3) -0.002(3) -0.008(2) 0.021(3)
C10 0.049(3) 0.093(4) 0.035(3) -0.015(3) -0.013(3) 0.014(3)
C11 0.054(3) 0.084(4) 0.031(3) -0.016(3) -0.005(3) -0.006(3)
C12 0.039(3) 0.054(3) 0.032(2) -0.007(2) -0.004(2) -0.001(2)
C13 0.023(2) 0.043(2) 0.025(2) -0.006(2) -0.0009(18) 0.0048(19)
C14 0.030(2) 0.028(2) 0.033(2) 0.0020(19) -0.003(2) 0.0040(19)
C15 0.038(3) 0.040(2) 0.0255(19) 0.010(2) 0.001(2) 0.001(2)
C16 0.039(3) 0.038(2) 0.047(3) 0.011(2) 0.012(2) 0.002(2)
C17 0.031(2) 0.031(2) 0.028(2) 0.009(2) -0.001(2) 0.0002(18)
C18 0.029(2) 0.037(2) 0.0200(19) 0.003(2) -0.0037(19) -0.0032(17)
C19 0.035(3) 0.068(3) 0.039(2) 0.018(3) 0.005(2) 0.009(2)
C20 0.052(3) 0.071(3) 0.042(3) 0.030(3) 0.003(3) 0.021(3)
C21 0.059(3) 0.049(3) 0.038(3) 0.011(3) 0.004(3) 0.011(2)
C22 0.043(3) 0.076(3) 0.047(3) -0.007(3) 0.008(3) 0.022(3)
C23 0.024(2) 0.066(3) 0.039(2) 0.005(2) -0.002(2) 0.008(2)
C24 0.054(3) 0.052(3) 0.079(4) 0.000(3) 0.027(3) 0.005(3)
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 C1 . 1.381(4) yes
O1 C17 . 1.441(4) yes
O2 C14 . 1.384(4) yes
O2 C15 . 1.393(5) yes
O3 C16 . 1.375(5) yes
O3 C15 . 1.431(5) yes
N1 C16 . 1.264(5) yes
N1 C17 . 1.459(5) yes
C1 C14 . 1.339(5) ?
C1 C2 . 1.414(5) ?
C2 C3 . 1.401(5) ?
C2 C7 . 1.423(5) ?
C3 C4 . 1.360(5) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.385(7) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.367(7) ?
C5 H5 . 0.9300 ?
C6 C7 . 1.384(6) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.454(6) ?
C8 C13 . 1.402(5) ?
C8 C9 . 1.420(6) ?
C9 C10 . 1.362(6) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.381(7) ?
C10 H10 . 0.9300 ?
C11 C12 . 1.361(6) ?
C11 H11 . 0.9300 ?
C12 C13 . 1.407(5) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.436(5) ?
C15 C17 . 1.537(6) ?
C15 H15 . 0.9800 ?
C16 C24 . 1.476(6) ?
C17 C18 . 1.507(5) ?
C18 C23 . 1.375(6) ?
C18 C19 . 1.384(6) ?
C19 C20 . 1.387(6) ?
C19 H19 . 0.9300 ?
C20 C21 . 1.356(6) ?
C20 H20 . 0.9300 ?
C21 C22 . 1.367(6) ?
C21 H21 . 0.9300 ?
C22 C23 . 1.389(6) ?
C22 H22 . 0.9300 ?
C23 H23 . 0.9300 ?
C24 H24A . 0.9600 ?
C24 H24B . 0.9600 ?
C24 H24C . 0.9600 ?