#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:22:01 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178384 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/06/4020609.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_4020609
loop_
_publ_author_name
'S. Anitha Nagamani'
'Yasuo Norikane'
'Nobuyuki Tamaoki'
_publ_section_title
;
 Photoinduced Hinge-Like Molecular Motion:
 Studies on Xanthene-Based Cyclic Azobenzene Dimers
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9304
_journal_page_last               9313
_journal_paper_doi               10.1021/jo0513616
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C30 H24 N4 O2'
_chemical_formula_weight         472.53
_chemical_melting_point_gt       573.15
_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                90.00
_cell_angle_beta                 99.3380(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8627(11)
_cell_length_b                   12.6794(10)
_cell_length_c                   14.6526(12)
_cell_measurement_temperature    223(2)
_cell_volume                     2358.0(3)
_diffrn_ambient_temperature      223(2)
_exptl_crystal_density_diffrn    1.331
_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 

The following automatic conversions were performed:

'_chemical_melting_point' tag was changed to
'_chemical_melting_point_gt' since the value was specified 'more
than' ('>') a certain temperature. The value '> 300deg' was changed
to '573.15' - it was converted from degrees Celsius(C) to Kelvins(K).

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4020609
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_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.34894(9) 0.64745(9) -0.00777(8) 0.0300(2) Uani 1 1 d . . .
C2 C 0.28758(10) 0.73287(10) 0.01100(8) 0.0325(3) Uani 1 1 d . . .
C3 C 0.33528(10) 0.81430(9) 0.08216(9) 0.0340(3) Uani 1 1 d . . .
C4 C 0.41819(9) 0.75960(9) 0.15282(8) 0.0300(2) Uani 1 1 d . . .
C5 C 0.44512(11) 0.79588(10) 0.24324(9) 0.0361(3) Uani 1 1 d . . .
H5 H 0.4088 0.8539 0.2627 0.043 Uiso 1 1 calc R . .
C6 C 0.52404(11) 0.74860(11) 0.30510(9) 0.0387(3) Uani 1 1 d . . .
H6 H 0.5403 0.7739 0.3660 0.046 Uiso 1 1 calc R . .
C7 C 0.57899(10) 0.66407(10) 0.27712(8) 0.0352(3) Uani 1 1 d . . .
H7 H 0.6323 0.6319 0.3195 0.042 Uiso 1 1 calc R . .
C8 C 0.55625(9) 0.62609(9) 0.18684(8) 0.0293(2) Uani 1 1 d . . .
C9 C 0.47379(9) 0.67360(9) 0.12567(8) 0.0277(2) Uani 1 1 d . . .
C10 C 0.18717(11) 0.74128(11) -0.04123(10) 0.0424(3) Uani 1 1 d . . .
H10 H 0.1429 0.7969 -0.0294 0.051 Uiso 1 1 calc R . .
C11 C 0.68569(10) 0.42576(9) 0.07715(8) 0.0322(3) Uani 1 1 d . . .
C12 C 0.78517(11) 0.41383(11) 0.12878(10) 0.0412(3) Uani 1 1 d . . .
H12 H 0.8096 0.4619 0.1763 0.049 Uiso 1 1 calc R . .
C13 C 0.84837(12) 0.33087(13) 0.11011(11) 0.0490(4) Uani 1 1 d . . .
H13 H 0.9162 0.3234 0.1446 0.059 Uiso 1 1 calc R . .
C14 C 0.39158(13) 0.89978(11) 0.03284(11) 0.0486(4) Uani 1 1 d . . .
H14A H 0.4445 0.8669 0.0021 0.073 Uiso 1 1 calc R . .
H14B H 0.4251 0.9503 0.0780 0.073 Uiso 1 1 calc R . .
H14C H 0.3404 0.9358 -0.0125 0.073 Uiso 1 1 calc R . .
C15 C 0.24978(12) 0.86694(12) 0.12844(11) 0.0491(4) Uani 1 1 d . . .
H15A H 0.1973 0.8988 0.0815 0.074 Uiso 1 1 calc R . .
H15B H 0.2815 0.9210 0.1709 0.074 Uiso 1 1 calc R . .
H15C H 0.2165 0.8144 0.1622 0.074 Uiso 1 1 calc R . .
C16 C 0.95959(10) 1.05298(9) 0.18662(8) 0.0295(2) Uani 1 1 d . . .
C17 C 0.89851(10) 1.04652(10) 0.25641(8) 0.0340(3) Uani 1 1 d . . .
C18 C 0.79575(10) 0.98501(10) 0.24434(9) 0.0353(3) Uani 1 1 d . . .
C19 C 0.78238(9) 0.92132(9) 0.15537(8) 0.0292(2) Uani 1 1 d . . .
C20 C 0.69877(10) 0.85119(10) 0.13280(9) 0.0354(3) Uani 1 1 d . . .
H20 H 0.6499 0.8434 0.1736 0.042 Uiso 1 1 calc R . .
C21 C 0.68566(10) 0.79278(11) 0.05207(9) 0.0374(3) Uani 1 1 d . . .
H21 H 0.6295 0.7447 0.0393 0.045 Uiso 1 1 calc R . .
C22 C 0.75504(9) 0.80503(10) -0.00986(8) 0.0326(3) Uani 1 1 d . . .
H22 H 0.7461 0.7654 -0.0648 0.039 Uiso 1 1 calc R . .
C23 C 0.83793(9) 0.87583(9) 0.00909(8) 0.0281(2) Uani 1 1 d . . .
C24 C 0.85180(9) 0.93204(9) 0.09250(8) 0.0279(2) Uani 1 1 d . . .
C25 C 0.93236(14) 1.10183(13) 0.33787(10) 0.0513(4) Uani 1 1 d . . .
H25 H 0.8914 1.0994 0.3855 0.062 Uiso 1 1 calc R . .
C26 C 0.94737(10) 0.88653(10) -0.19790(8) 0.0331(3) Uani 1 1 d . . .
C27 C 0.91520(13) 0.83557(12) -0.28137(10) 0.0475(4) Uani 1 1 d . . .
H27 H 0.8515 0.7977 -0.2908 0.057 Uiso 1 1 calc R . .
C28 C 0.97592(15) 0.83995(15) -0.35086(11) 0.0605(5) Uani 1 1 d . . .
H28 H 0.9548 0.8035 -0.4066 0.073 Uiso 1 1 calc R . .
C29 C 0.70475(14) 1.06432(16) 0.23869(14) 0.0679(5) Uani 1 1 d . . .
H29A H 0.7118 1.1044 0.2957 0.102 Uiso 1 1 calc R . .
H29B H 0.6382 1.0267 0.2296 0.102 Uiso 1 1 calc R . .
H29C H 0.7068 1.1120 0.1872 0.102 Uiso 1 1 calc R . .
C30 C 0.79540(17) 0.91093(15) 0.32717(10) 0.0631(5) Uani 1 1 d . . .
H30A H 0.8556 0.8639 0.3324 0.095 Uiso 1 1 calc R . .
H30B H 0.7310 0.8698 0.3181 0.095 Uiso 1 1 calc R . .
H30C H 0.7994 0.9523 0.3833 0.095 Uiso 1 1 calc R . .
N1 N 0.61987(8) 0.53884(8) 0.16939(7) 0.0323(2) Uani 1 1 d . . .
N2 N 0.61751(8) 0.51301(8) 0.08729(7) 0.0345(2) Uani 1 1 d . . .
N3 N 0.91420(8) 0.89053(8) -0.05036(7) 0.0317(2) Uani 1 1 d . . .
N4 N 0.87687(8) 0.87532(9) -0.13292(7) 0.0345(2) Uani 1 1 d . . .
O1 O 0.44990(7) 0.63230(7) 0.03858(6) 0.0332(2) Uani 1 1 d . . .
O2 O 0.93494(7) 1.00066(7) 0.10466(6) 0.0363(2) Uani 1 1 d . . .
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
C1 O1 1.3778(14) . ?
C1 C2 1.3935(17) . ?
C1 C11 1.3952(17) 3_665 ?
C2 C10 1.3945(18) . ?
C2 C3 1.5237(17) . ?
C3 C4 1.5271(17) . ?
C3 C15 1.5352(18) . ?
C3 C14 1.5464(19) . ?
C4 C5 1.3920(17) . ?
C4 C9 1.3968(16) . ?
C5 C6 1.3830(19) . ?
C5 H5 0.9400 . ?
C6 C7 1.3822(19) . ?
C6 H6 0.9400 . ?
C7 C8 1.3934(17) . ?
C7 H7 0.9400 . ?
C8 C9 1.4080(16) . ?
C8 N1 1.4237(15) . ?
C9 O1 1.3674(14) . ?
C10 C13 1.384(2) 3_665 ?
C10 H10 0.9400 . ?
C11 C12 1.3850(18) . ?
C11 C1 1.3952(17) 3_665 ?
C11 N2 1.4343(16) . ?
C12 C13 1.384(2) . ?
C12 H12 0.9400 . ?
C13 C10 1.384(2) 3_665 ?
C13 H13 0.9400 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 H15C 0.9700 . ?
C16 O2 1.3635(14) . ?
C16 C17 1.3894(16) . ?
C16 C26 1.4084(17) 3_775 ?
C17 C25 1.3920(18) . ?
C17 C18 1.5201(18) . ?
C18 C19 1.5194(17) . ?
C18 C29 1.535(2) . ?
C18 C30 1.535(2) . ?
C19 C24 1.3897(16) . ?
C19 C20 1.3933(17) . ?
C20 C21 1.3826(19) . ?
C20 H20 0.9400 . ?
C21 C22 1.3807(17) . ?
C21 H21 0.9400 . ?
C22 C23 1.3870(16) . ?
C22 H22 0.9400 . ?
C23 C24 1.4009(16) . ?
C23 N3 1.4259(15) . ?
C24 O2 1.3677(14) . ?
C25 C28 1.378(2) 3_775 ?
C25 H25 0.9400 . ?
C26 C27 1.3858(18) . ?
C26 C16 1.4084(17) 3_775 ?
C26 N4 1.4244(16) . ?
C27 C28 1.381(2) . ?
C27 H27 0.9400 . ?
C28 C25 1.378(2) 3_775 ?
C28 H28 0.9400 . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 H29C 0.9700 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 H30C 0.9700 . ?
N1 N2 1.2424(14) . ?
N3 N4 1.2421(14) . ?
