#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/05/4020532.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_4020532
loop_
_publ_author_name
'Youjun Yang'
'Jorge O. Escobedo'
'Alexander Wong'
'Corin M. Schowalter'
'Michael C. Touchy'
'Lijuan Jiao'
'William E. Crowe'
'Frank R. Fronczek'
'Robert M. Strongin'
_publ_section_title
;
 A Convenient Preparation of Xanthene Dyes
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6907
_journal_page_last               6912
_journal_paper_doi               10.1021/jo051002a
_journal_volume                  70
_journal_year                    2005
_chemical_formula_moiety         'C23 H23 N O7'
_chemical_formula_sum            'C23 H23 N O7'
_chemical_formula_weight         425.42
_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                 91.634(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.314(2)
_cell_length_b                   18.175(5)
_cell_length_c                   14.129(4)
_cell_measurement_temperature    298
_cell_volume                     2134.1(10)
_diffrn_ambient_temperature      298
_exptl_crystal_density_diffrn    1.324
_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_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4020532
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
O1 O 0.1206(2) 0.55524(9) 0.37654(14) 0.0865(5) Uani 1 1 d . . .
O2 O 0.19447(16) 0.80876(7) 0.44008(10) 0.0621(4) Uani 1 1 d . . .
O3 O 0.76070(18) 0.86747(9) -0.04114(10) 0.0728(4) Uani 1 1 d . . .
O4 O 0.68964(15) 0.77080(8) 0.26551(10) 0.0607(4) Uani 1 1 d . . .
O5 O 0.25116(15) 0.88441(8) 0.27292(10) 0.0566(4) Uani 1 1 d . . .
H5O H 0.207(3) 0.8871(13) 0.3266(17) 0.085 Uiso 1 1 d . . .
O6 O 0.85822(19) 1.02723(9) 0.55829(11) 0.0765(5) Uani 1 1 d . . .
O7 O 0.8543(2) 0.92742(10) 0.63975(13) 0.1005(6) Uani 1 1 d . . .
N1 N 0.8122(2) 0.96411(11) 0.57136(13) 0.0626(5) Uani 1 1 d . . .
C1 C 0.3863(2) 0.83545(10) 0.28729(14) 0.0467(5) Uani 1 1 d . . .
C2 C 0.3224(2) 0.75830(10) 0.30923(14) 0.0481(5) Uani 1 1 d . . .
C3 C 0.3489(2) 0.69780(11) 0.25264(15) 0.0557(5) Uani 1 1 d . . .
H3 H 0.4126 0.7033 0.2001 0.067 Uiso 1 1 calc R . .
C4 C 0.2837(3) 0.62887(12) 0.27133(17) 0.0637(6) Uani 1 1 d . . .
H4 H 0.3031 0.5893 0.2316 0.076 Uiso 1 1 calc R . .
C5 C 0.1906(2) 0.62018(11) 0.34903(16) 0.0604(6) Uani 1 1 d . . .
C6 C 0.1608(2) 0.67913(11) 0.40727(15) 0.0567(5) Uani 1 1 d . . .
H6 H 0.0977 0.6729 0.4600 0.068 Uiso 1 1 calc R . .
C7 C 0.2243(2) 0.74722(10) 0.38766(14) 0.0510(5) Uani 1 1 d . . .
C8 C 0.4788(2) 0.83931(10) 0.19508(13) 0.0463(5) Uani 1 1 d . . .
C9 C 0.4183(2) 0.87669(11) 0.11688(14) 0.0530(5) Uani 1 1 d . . .
H9 H 0.3145 0.8956 0.1185 0.064 Uiso 1 1 calc R . .
C10 C 0.5060(2) 0.88724(11) 0.03583(14) 0.0584(5) Uani 1 1 d . . .
H10 H 0.4612 0.9126 -0.0157 0.070 Uiso 1 1 calc R . .
C11 C 0.6603(2) 0.85965(11) 0.03272(14) 0.0527(5) Uani 1 1 d . . .
C12 C 0.7237(2) 0.82064(10) 0.10933(14) 0.0512(5) Uani 1 1 d . . .
H12 H 0.8272 0.8015 0.1070 0.061 Uiso 1 1 calc R . .
C13 C 0.6345(2) 0.81007(10) 0.18895(13) 0.0471(5) Uani 1 1 d . . .
C14 C 0.4958(2) 0.86766(10) 0.36697(13) 0.0455(4) Uani 1 1 d . . .
C15 C 0.5405(2) 0.94097(10) 0.36033(14) 0.0534(5) Uani 1 1 d . . .
H15 H 0.4997 0.9692 0.3103 0.064 Uiso 1 1 calc R . .
C16 C 0.6440(2) 0.97278(11) 0.42631(14) 0.0567(5) Uani 1 1 d . . .
H16 H 0.6744 1.0218 0.4204 0.068 Uiso 1 1 calc R . .
C17 C 0.7014(2) 0.93111(10) 0.50074(13) 0.0494(5) Uani 1 1 d . . .
C18 C 0.6565(2) 0.85871(11) 0.51114(14) 0.0558(5) Uani 1 1 d . . .
H18 H 0.6940 0.8314 0.5629 0.067 Uiso 1 1 calc R . .
C19 C 0.5553(2) 0.82744(10) 0.44368(14) 0.0535(5) Uani 1 1 d . . .
H19 H 0.5261 0.7783 0.4497 0.064 Uiso 1 1 calc R . .
C20 C 0.1316(3) 0.49384(13) 0.3166(2) 0.1032(10) Uani 1 1 d . . .
H20A H 0.0888 0.5062 0.2548 0.155 Uiso 1 1 calc R . .
H20B H 0.0712 0.4538 0.3420 0.155 Uiso 1 1 calc R . .
H20C H 0.2423 0.4796 0.3120 0.155 Uiso 1 1 calc R . .
C21 C 0.1098(3) 0.80096(15) 0.52491(16) 0.0822(7) Uani 1 1 d . . .
H21A H 0.0015 0.7855 0.5103 0.123 Uiso 1 1 calc R . .
H21B H 0.1080 0.8473 0.5575 0.123 Uiso 1 1 calc R . .
H21C H 0.1623 0.7648 0.5645 0.123 Uiso 1 1 calc R . .
C22 C 0.7087(3) 0.91207(16) -0.11896(18) 0.0963(9) Uani 1 1 d . . .
H22A H 0.6154 0.8903 -0.1492 0.144 Uiso 1 1 calc R . .
H22B H 0.7933 0.9156 -0.1636 0.144 Uiso 1 1 calc R . .
H22C H 0.6823 0.9603 -0.0966 0.144 Uiso 1 1 calc R . .
C23 C 0.8563(3) 0.75666(16) 0.2755(2) 0.0900(8) Uani 1 1 d . . .
H23A H 0.8876 0.7222 0.2280 0.135 Uiso 1 1 calc R . .
H23B H 0.8798 0.7365 0.3371 0.135 Uiso 1 1 calc R . .
H23C H 0.9149 0.8017 0.2682 0.135 Uiso 1 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
O1 C5 1.377(3) . ?
O1 C20 1.406(3) . ?
O2 C7 1.368(2) . ?
O2 C21 1.415(2) . ?
O3 C11 1.362(2) . ?
O3 C22 1.423(3) . ?
O4 C13 1.364(2) . ?
O4 C23 1.413(3) . ?
O5 C1 1.443(2) . ?
O5 H5O 0.85(2) . ?
O6 N1 1.225(2) . ?
O7 N1 1.217(2) . ?
N1 C17 1.467(3) . ?
C1 C8 1.534(3) . ?
C1 C2 1.534(3) . ?
C1 C14 1.543(3) . ?
C2 C3 1.381(3) . ?
C2 C7 1.409(3) . ?
C3 C4 1.393(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.370(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.378(3) . ?
C6 C7 1.376(3) . ?
C6 H6 0.9300 . ?
C8 C9 1.380(3) . ?
C8 C13 1.404(2) . ?
C9 C10 1.388(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.380(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(3) . ?
C12 C13 1.379(3) . ?
C12 H12 0.9300 . ?
C14 C19 1.387(3) . ?
C14 C15 1.387(3) . ?
C15 C16 1.378(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.371(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(3) . ?
C18 C19 1.376(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9433839
