#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/06/4020611.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_4020611
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 H28 N4 O2'
_chemical_formula_weight         476.56
_chemical_melting_point_gt       573.15
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 108.0070(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.9305(8)
_cell_length_b                   11.3566(7)
_cell_length_c                   16.3281(9)
_cell_measurement_temperature    183(2)
_cell_volume                     2456.6(2)
_diffrn_ambient_temperature      183(2)
_exptl_crystal_density_diffrn    1.289
_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/n'
_cod_database_code               4020611
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.36337(9) 0.07695(10) 0.91425(7) 0.0286(3) Uani 1 1 d . . .
C2 C 0.33255(9) -0.03619(11) 0.88330(8) 0.0337(3) Uani 1 1 d . . .
H2 H 0.3236 -0.0552 0.8247 0.040 Uiso 1 1 calc R . .
C3 C 0.31522(10) -0.12005(12) 0.93823(9) 0.0367(3) Uani 1 1 d . . .
H3 H 0.2953 -0.1972 0.9173 0.044 Uiso 1 1 calc R . .
C4 C 0.32660(9) -0.09313(11) 1.02380(9) 0.0339(3) Uani 1 1 d . . .
H4 H 0.3147 -0.1523 1.0607 0.041 Uiso 1 1 calc R . .
C5 C 0.35513(9) 0.01937(11) 1.05621(7) 0.0281(2) Uani 1 1 d . . .
C6 C 0.36092(9) 0.06040(11) 1.14654(7) 0.0297(3) Uani 1 1 d . . .
C7 C 0.45061(9) 0.14437(11) 1.17644(7) 0.0293(3) Uani 1 1 d . . .
C8 C 0.51528(10) 0.15447(12) 1.26076(8) 0.0374(3) Uani 1 1 d . . .
H8 H 0.5078 0.1032 1.3044 0.045 Uiso 1 1 calc R . .
C9 C 0.59019(11) 0.23928(13) 1.28056(9) 0.0423(3) Uani 1 1 d . . .
H9 H 0.6335 0.2457 1.3381 0.051 Uiso 1 1 calc R . .
C10 C 0.60362(10) 0.31501(12) 1.21861(9) 0.0387(3) Uani 1 1 d . . .
H10 H 0.6559 0.3722 1.2340 0.046 Uiso 1 1 calc R . .
C11 C 0.54061(9) 0.30774(11) 1.13353(8) 0.0321(3) Uani 1 1 d . . .
C12 C 0.46614(9) 0.22043(10) 1.11558(7) 0.0279(2) Uani 1 1 d . . .
C13 C 0.37489(8) 0.10215(10) 1.00054(7) 0.0268(2) Uani 1 1 d . . .
C14 C 0.36748(11) -0.04231(13) 1.20834(9) 0.0396(3) Uani 1 1 d . . .
H14A H 0.3068 -0.0911 1.1875 0.059 Uiso 1 1 calc R . .
H14B H 0.3727 -0.0118 1.2657 0.059 Uiso 1 1 calc R . .
H14C H 0.4272 -0.0900 1.2115 0.059 Uiso 1 1 calc R . .
C15 C 0.26430(10) 0.13206(12) 1.13932(8) 0.0364(3) Uani 1 1 d . . .
H15A H 0.2596 0.1982 1.0997 0.055 Uiso 1 1 calc R . .
H15B H 0.2670 0.1621 1.1963 0.055 Uiso 1 1 calc R . .
H15C H 0.2050 0.0812 1.1174 0.055 Uiso 1 1 calc R . .
C16 C 0.40630(9) 0.23194(10) 0.74106(7) 0.0277(2) Uani 1 1 d . . .
C17 C 0.44143(10) 0.34333(11) 0.77289(8) 0.0342(3) Uani 1 1 d . . .
H17 H 0.4427 0.3656 0.8293 0.041 Uiso 1 1 calc R . .
C18 C 0.47428(11) 0.42082(11) 0.72238(9) 0.0365(3) Uani 1 1 d . . .
H18 H 0.4969 0.4970 0.7438 0.044 Uiso 1 1 calc R . .
C19 C 0.47455(10) 0.38836(11) 0.64037(8) 0.0321(3) Uani 1 1 d . . .
H19 H 0.4980 0.4427 0.6066 0.039 Uiso 1 1 calc R . .
C20 C 0.44117(9) 0.27770(10) 0.60666(7) 0.0263(2) Uani 1 1 d . . .
C21 C 0.44669(9) 0.23276(10) 0.52029(7) 0.0278(2) Uani 1 1 d . . .
C22 C 0.35549(9) 0.15363(10) 0.48246(7) 0.0265(2) Uani 1 1 d . . .
C23 C 0.30548(10) 0.14067(12) 0.39474(8) 0.0339(3) Uani 1 1 d . . .
H23 H 0.3245 0.1877 0.3542 0.041 Uiso 1 1 calc R . .
C24 C 0.22823(10) 0.05954(14) 0.36662(8) 0.0394(3) Uani 1 1 d . . .
H24 H 0.1945 0.0518 0.3067 0.047 Uiso 1 1 calc R . .
C25 C 0.19904(10) -0.01073(12) 0.42409(8) 0.0355(3) Uani 1 1 d . . .
H25 H 0.1464 -0.0667 0.4033 0.043 Uiso 1 1 calc R . .
C26 C 0.24662(8) 0.00053(10) 0.51212(7) 0.0275(2) Uani 1 1 d . . .
C27 C 0.32344(8) 0.08425(10) 0.53884(7) 0.0251(2) Uani 1 1 d . . .
C28 C 0.40491(8) 0.20219(10) 0.65760(7) 0.0255(2) Uani 1 1 d . . .
C29 C 0.45246(12) 0.33322(12) 0.45991(8) 0.0391(3) Uani 1 1 d . . .
H29A H 0.4543 0.3007 0.4048 0.059 Uiso 1 1 calc R . .
H29B H 0.5137 0.3795 0.4859 0.059 Uiso 1 1 calc R . .
H29C H 0.3931 0.3840 0.4502 0.059 Uiso 1 1 calc R . .
C30 C 0.54258(10) 0.15637(12) 0.53696(9) 0.0371(3) Uani 1 1 d . . .
H30A H 0.5391 0.0902 0.5744 0.056 Uiso 1 1 calc R . .
H30B H 0.6023 0.2042 0.5649 0.056 Uiso 1 1 calc R . .
H30C H 0.5473 0.1263 0.4821 0.056 Uiso 1 1 calc R . .
N1 N 0.38991(8) 0.16812(9) 0.86579(6) 0.0323(2) Uani 1 1 d . . .
N2 N 0.37346(8) 0.14350(9) 0.78810(6) 0.0305(2) Uani 1 1 d . . .
N3 N 0.54652(9) 0.38332(10) 1.06952(8) 0.0412(3) Uani 1 1 d . . .
H3A H 0.5918 0.4400 1.0812 0.049 Uiso 1 1 calc R . .
H3B H 0.5050 0.3750 1.0169 0.049 Uiso 1 1 calc R . .
N4 N 0.21658(8) -0.06284(9) 0.57312(7) 0.0325(2) Uani 1 1 d . . .
H4A H 0.1656 -0.1123 0.5564 0.039 Uiso 1 1 calc R . .
H4B H 0.2486 -0.0534 0.6283 0.039 Uiso 1 1 calc R . .
O1 O 0.40658(6) 0.21410(7) 1.02947(5) 0.0293(2) Uani 1 1 d . . .
O2 O 0.36792(6) 0.09242(7) 0.62756(5) 0.0292(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 C13 1.3976(16) . ?
C1 C2 1.3987(17) . ?
C1 N1 1.4197(15) . ?
C2 C3 1.3796(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3906(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.3929(18) . ?
C4 H4 0.9500 . ?
C5 C13 1.3930(16) . ?
C5 C6 1.5250(16) . ?
C6 C14 1.5265(17) . ?
C6 C7 1.5270(17) . ?
C6 C15 1.5459(16) . ?
C7 C12 1.3832(16) . ?
C7 C8 1.3977(17) . ?
C8 C9 1.383(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.384(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.3976(18) . ?
C10 H10 0.9500 . ?
C11 N3 1.3744(17) . ?
C11 C12 1.3990(17) . ?
C12 O1 1.3961(13) . ?
C13 O1 1.3803(14) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C28 1.3983(16) . ?
C16 C17 1.3974(17) . ?
C16 N2 1.4231(15) . ?
C17 C18 1.3773(18) . ?
C17 H17 0.9500 . ?
C18 C19 1.3900(18) . ?
C18 H18 0.9500 . ?
C19 C20 1.3930(16) . ?
C19 H19 0.9500 . ?
C20 C28 1.3934(16) . ?
C20 C21 1.5239(15) . ?
C21 C22 1.5225(16) . ?
C21 C29 1.5262(16) . ?
C21 C30 1.5448(17) . ?
C22 C27 1.3861(16) . ?
C22 C23 1.3934(16) . ?
C23 C24 1.3829(19) . ?
C23 H23 0.9500 . ?
C24 C25 1.3852(19) . ?
C24 H24 0.9500 . ?
C25 C26 1.3902(16) . ?
C25 H25 0.9500 . ?
C26 N4 1.3938(15) . ?
C26 C27 1.3967(16) . ?
C27 O2 1.3915(13) . ?
C28 O2 1.3799(13) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
N1 N2 1.2491(14) . ?
N3 H3A 0.8800 . ?
N3 H3B 0.8800 . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9866158
