#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/11/4021181.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_4021181
loop_
_publ_author_name
'Srinivasan Selvi'
'Shih-Chieh Pu'
'Yi-Ming Cheng'
'Jim-Min Fang'
'Pi-Tai Chou'
_publ_section_title
;
 Highly Fluorescent Pyreno[2,1-b]pyrroles: First Syntheses,
 Crystal Structure, and Intriguing Photophysical Properties
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6674
_journal_page_last               6678
_journal_paper_doi               10.1021/jo049192x
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C23 H16 N O2'
_chemical_formula_weight         338.37
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                97.100(2)
_cell_angle_beta                 96.593(2)
_cell_angle_gamma                117.374(2)
_cell_formula_units_Z            2
_cell_length_a                   7.8320(3)
_cell_length_b                   7.9820(5)
_cell_length_c                   15.7750(9)
_cell_measurement_temperature    295(2)
_cell_volume                     852.39(8)
_diffrn_ambient_temperature      295(2)
_exptl_crystal_density_diffrn    1.318
_refine_ls_R_factor_obs          0.0646
_refine_ls_wR_factor_obs         0.1678
_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               4021181
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
O1 O 0.9138(2) 1.1074(3) 0.59097(12) 0.0858(6) Uani 1 d . .
O2 O 0.6431(2) 1.0207(2) 0.64599(11) 0.0712(5) Uani 1 d . .
N1 N 0.7126(3) 0.7974(3) 0.45181(12) 0.0685(5) Uani 1 d . .
H1A H 0.8352(3) 0.8616(3) 0.45061(12) 0.082 Uiso 1 calc R .
C1 C 0.5772(3) 0.6406(3) 0.39090(15) 0.0610(6) Uani 1 d . .
C2 C 0.6027(3) 0.5519(4) 0.3160(2) 0.0721(7) Uani 1 d . .
H2A H 0.7263(3) 0.5969(4) 0.3019(2) 0.087 Uiso 1 calc R .
C3 C 0.4423(3) 0.3961(3) 0.26276(14) 0.0633(6) Uani 1 d . .
C4 C 0.4551(4) 0.2970(4) 0.1830(2) 0.0795(7) Uani 1 d . .
H4A H 0.5769(4) 0.3400(4) 0.1672(2) 0.095 Uiso 1 calc R .
C5 C 0.3006(4) 0.1467(4) 0.1310(2) 0.0781(7) Uani 1 d . .
H5A H 0.3171(4) 0.0883(4) 0.0802(2) 0.094 Uiso 1 calc R .
C6 C 0.1090(3) 0.0732(3) 0.15191(15) 0.0645(6) Uani 1 d . .
C7 C -0.0528(4) -0.0866(4) 0.0993(2) 0.0765(7) Uani 1 d . .
H7A H -0.0385(4) -0.1473(4) 0.0485(2) 0.092 Uiso 1 calc R .
C8 C -0.2355(4) -0.1562(4) 0.1221(2) 0.0889(8) Uani 1 d . .
H8A H -0.3426(4) -0.2642(4) 0.0869(2) 0.107 Uiso 1 calc R .
C9 C -0.2592(4) -0.0670(4) 0.1961(2) 0.0916(9) Uani 1 d . .
H9A H -0.3831(4) -0.1147(4) 0.2101(2) 0.110 Uiso 1 calc R .
C10 C -0.1012(3) 0.0946(3) 0.2514(2) 0.0701(6) Uani 1 d . .
C11 C -0.1201(3) 0.1891(4) 0.3291(2) 0.0858(8) Uani 1 d . .
H11A H -0.2431(3) 0.1443(4) 0.3438(2) 0.103 Uiso 1 calc R .
C12 C 0.0350(3) 0.3422(4) 0.3822(2) 0.0763(7) Uani 1 d . .
H12A H 0.0165(3) 0.4006(4) 0.4325(2) 0.092 Uiso 1 calc R .
C13 C 0.2265(3) 0.4161(3) 0.36286(14) 0.0567(5) Uani 1 d . .
C14 C 0.2512(3) 0.3269(3) 0.28530(14) 0.0552(5) Uani 1 d . .
C15 C 0.0868(3) 0.1652(3) 0.22944(14) 0.0578(5) Uani 1 d . .
C16 C 0.3947(3) 0.5778(3) 0.41633(14) 0.0556(5) Uani 1 d . .
C17 C 0.4283(3) 0.7045(3) 0.49573(15) 0.0605(6) Uani 1 d . .
H17A H 0.3348(3) 0.6983(3) 0.52843(15) 0.073 Uiso 1 calc R .
C18 C 0.6230(3) 0.8367(3) 0.51509(14) 0.0584(5) Uani 1 d . .
C19 C 0.7410(3) 0.9994(3) 0.58647(15) 0.0614(6) Uani 1 d . .
C20 C 0.7557(4) 1.1811(4) 0.7192(2) 0.0819(8) Uani 1 d . .
H20A H 0.6716(4) 1.1839(4) 0.7585(2) 0.123 Uiso 1 calc R .
H20B H 0.8098(4) 1.2995(4) 0.6984(2) 0.123 Uiso 1 calc R .
H20C H 0.8600(4) 1.1660(4) 0.7492(2) 0.123 Uiso 1 calc R .
C21 C 0.8072(5) 0.3861(5) 0.0002(3) 0.1121(11) Uani 1 d . .
H21A H 0.6757(5) 0.3079(5) 0.0010(3) 0.134 Uiso 1 calc R .
C22 C 0.9506(7) 0.4098(6) 0.0674(2) 0.1107(11) Uani 1 d . .
H22A H 0.9152(7) 0.3471(6) 0.1135(2) 0.133 Uiso 1 calc R .
C23 C 0.8591(6) 0.4772(6) -0.0668(2) 0.1077(11) Uani 1 d . .
H23A H 0.7631(6) 0.4616(6) -0.1124(2) 0.129 Uiso 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 C19 1.212(2) . ?
O2 C19 1.320(3) . ?
O2 C20 1.454(3) . ?
N1 C1 1.365(3) . ?
N1 C18 1.369(3) . ?
C1 C2 1.384(3) . ?
C1 C16 1.406(3) . ?
C2 C3 1.376(3) . ?
C3 C4 1.440(3) . ?
C3 C14 1.443(3) . ?
C4 C5 1.331(3) . ?
C5 C6 1.434(3) . ?
C6 C7 1.390(3) . ?
C6 C15 1.418(3) . ?
C7 C8 1.386(3) . ?
C8 C9 1.367(4) . ?
C9 C10 1.400(3) . ?
C10 C11 1.417(4) . ?
C10 C15 1.417(3) . ?
C11 C12 1.349(3) . ?
C12 C13 1.423(3) . ?
C13 C14 1.417(3) . ?
C13 C16 1.423(3) . ?
C14 C15 1.425(3) . ?
C16 C17 1.424(3) . ?
C17 C18 1.366(3) . ?
C18 C19 1.451(3) . ?
C21 C23 1.353(5) . ?
C21 C22 1.379(5) . ?
C22 C23 1.344(5) 2_765 ?
C23 C22 1.344(5) 2_765 ?
