#------------------------------------------------------------------------------
#$Date: 2022-09-14 21:32:59 +0300 (Wed, 14 Sep 2022) $
#$Revision: 277840 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/02/05/4020525.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_4020525
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         'C19 H14 Cl2 O4, C2 H6 O, H2 O'
_chemical_formula_sum            'C21 H22 Cl2 O6'
_chemical_formula_weight         441.3
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                109.873(6)
_cell_angle_beta                 112.697(7)
_cell_angle_gamma                100.841(12)
_cell_formula_units_Z            2
_cell_length_a                   9.499(2)
_cell_length_b                   10.891(2)
_cell_length_c                   11.067(2)
_cell_measurement_temperature    100
_cell_volume                     923.7(3)
_diffrn_ambient_temperature      100
_exptl_crystal_density_diffrn    1.59
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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               4020525
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Cl1 Cl 0.7760(2) 0.8965(2) 0.8151(2) 0.0527(7) Uani 1 1 d . . .
Cl2 Cl -0.0026(3) 0.3076(2) 0.4283(2) 0.0548(7) Uani 1 1 d . . .
O1 O 0.5479(6) 1.0448(5) 0.8299(6) 0.0526(15) Uani 1 1 d . . .
H1O H 0.4707 1.0704 0.8329 0.079 Uiso 1 1 calc R . .
O2 O 0.1519(6) 0.7800(5) 0.3149(6) 0.0467(14) Uani 1 1 d . . .
H2O H 0.1131 0.8414 0.3399 0.070 Uiso 1 1 calc R . .
O3 O -0.2199(6) 0.1372(5) 0.1077(6) 0.0509(15) Uani 1 1 d . . .
H3O H -0.1886 0.0877 0.1484 0.076 Uiso 1 1 calc R . .
O4 O 0.0968(6) 0.4076(6) -0.0247(6) 0.0468(14) Uani 1 1 d . . .
H4O H 0.0142 0.3565 -0.1082 0.070 Uiso 1 1 calc R . .
C1 C 0.3213(8) 0.6016(7) 0.2607(8) 0.0341(18) Uani 1 1 d . . .
H1A H 0.2744 0.6375 0.1881 0.041 Uiso 1 1 calc R . .
C2 C 0.3896(8) 0.7238(7) 0.4120(7) 0.0313(17) Uani 1 1 d . . .
C3 C 0.5354(8) 0.7549(7) 0.5303(8) 0.0322(18) Uani 1 1 d . . .
H3 H 0.6014 0.7014 0.5175 0.039 Uiso 1 1 calc R . .
C4 C 0.5891(9) 0.8619(8) 0.6677(9) 0.042(2) Uani 1 1 d . . .
C5 C 0.4938(9) 0.9418(8) 0.6908(9) 0.043(2) Uani 1 1 d . . .
C6 C 0.3490(9) 0.9147(8) 0.5703(9) 0.043(2) Uani 1 1 d . . .
H6 H 0.2848 0.9704 0.5819 0.052 Uiso 1 1 calc R . .
C7 C 0.2975(9) 0.8073(7) 0.4340(8) 0.0375(19) Uani 1 1 d . . .
C8 C 0.1815(8) 0.4784(7) 0.2241(7) 0.0301(17) Uani 1 1 d . . .
C9 C 0.1559(8) 0.4524(7) 0.3308(8) 0.0336(18) Uani 1 1 d . . .
H9 H 0.2292 0.5148 0.4319 0.040 Uiso 1 1 calc R . .
C10 C 0.0255(9) 0.3370(7) 0.2921(8) 0.0350(18) Uani 1 1 d . . .
C11 C -0.0851(8) 0.2470(7) 0.1459(9) 0.0372(19) Uani 1 1 d . . .
C12 C -0.0614(8) 0.2700(7) 0.0400(8) 0.0346(18) Uani 1 1 d . . .
H12 H -0.1356 0.2072 -0.0608 0.041 Uiso 1 1 calc R . .
C13 C 0.0690(8) 0.3832(7) 0.0776(8) 0.0335(18) Uani 1 1 d . . .
C14 C 0.4565(8) 0.5583(7) 0.2372(7) 0.0334(18) Uani 1 1 d . . .
C15 C 0.4886(10) 0.4438(8) 0.2499(9) 0.045(2) Uani 1 1 d . . .
H15 H 0.4258 0.3893 0.2757 0.054 Uiso 1 1 calc R . .
C16 C 0.6102(10) 0.4063(9) 0.2260(9) 0.050(2) Uani 1 1 d . . .
H16 H 0.6296 0.3267 0.2354 0.060 Uiso 1 1 calc R . .
C17 C 0.7024(10) 0.4825(9) 0.1891(10) 0.053(2) Uani 1 1 d . . .
H17 H 0.7858 0.4565 0.1725 0.064 Uiso 1 1 calc R . .
C18 C 0.6732(13) 0.5974(11) 0.1762(13) 0.084(4) Uani 1 1 d . . .
H18 H 0.7359 0.6513 0.1499 0.101 Uiso 1 1 calc R . .
C19 C 0.5500(12) 0.6347(11) 0.2020(13) 0.075(3) Uani 1 1 d . . .
H19 H 0.5317 0.7153 0.1947 0.090 Uiso 1 1 calc R . .
O1W O 0.2981(8) 0.1062(7) 0.8707(7) 0.0703(19) Uani 1 1 d . . .
O1S O -0.0162(12) 0.0182(10) 0.6316(13) 0.132(4) Uani 1 1 d . . .
C1S C 0.068(3) 0.127(2) 0.624(2) 0.172(7) 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
Cl1 C4 1.747(8) . ?
Cl2 C10 1.747(7) . ?
O1 C5 1.375(9) . ?
O1 H1O 0.8400 . ?
O2 C7 1.382(8) . ?
O2 H2O 0.8400 . ?
O3 C11 1.382(8) . ?
O3 H3O 0.8400 . ?
O4 C13 1.354(8) . ?
O4 H4O 0.8400 . ?
C1 C8 1.508(9) . ?
C1 C2 1.522(10) . ?
C1 C14 1.530(10) . ?
C1 H1A 1.0000 . ?
C2 C3 1.367(9) . ?
C2 C7 1.401(10) . ?
C3 C4 1.380(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.402(11) . ?
C5 C6 1.385(10) . ?
C6 C7 1.378(10) . ?
C6 H6 0.9500 . ?
C8 C13 1.396(10) . ?
C8 C9 1.399(10) . ?
C9 C10 1.391(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.380(10) . ?
C11 C12 1.367(10) . ?
C12 C13 1.381(10) . ?
C12 H12 0.9500 . ?
C14 C19 1.357(11) . ?
C14 C15 1.377(10) . ?
C15 C16 1.382(11) . ?
C15 H15 0.9500 . ?
C16 C17 1.362(11) . ?
C16 H16 0.9500 . ?
C17 C18 1.373(11) . ?
C17 H17 0.9500 . ?
C18 C19 1.406(12) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
O1S C1S 1.35(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30658460
