#------------------------------------------------------------------------------
#$Date: 2025-08-23 01:36:08 +0200 (Sat 23 de Aug de 2025) $
#$Revision: 301880 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/04/8100490.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_8100490
loop_
_publ_author_name
'Ziegler, Thomas'
'Àlvarez Micó, Xavier'
'Richter, Markus'
'Schwarz, Simon'
'Strähle, Joachim'
'Subramanian, Lakshminarayanapuram Ramaswamí'
_publ_section_title
;
Crystal structure of nonafluoro-{N-[(E)-2-(2-hydroxy-phenyl)diazenyl]-phenyl}-
1-butanesulfonamide, C₁₆H₁₀F₉N₃O₃S
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              549
_journal_page_last               550
_journal_volume                  218
_journal_year                    2003
_chemical_formula_structural     'C16 H10 F9 N3 O3 S'
_chemical_formula_sum            'C16 H10 F9 N3 O3 S'
_chemical_formula_weight         495.33
_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                 90.446(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.6549(3)
_cell_length_b                   12.2550(9)
_cell_length_c                   27.170(6)
_cell_measurement_temperature    213(2)
_cell_volume                     1882.9(5)
_diffrn_ambient_temperature      213(2)
_exptl_crystal_density_diffrn    1.747
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C16 H10 F9 N3 O3 S1'
_cod_database_code               8100490
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O -0.8946(6) -0.0445(3) 0.05049(14) 0.0599(10) Uani 1 d . . .
C21 C -0.7440(9) -0.0772(4) 0.08612(17) 0.0486(11) Uani 1 d . . .
C22 C -0.7995(11) -0.1683(4) 0.1138(2) 0.0572(13) Uani 1 d . . .
C23 C -0.6516(10) -0.2051(4) 0.1505(2) 0.0594(13) Uani 1 d . . .
C24 C -0.4399(11) -0.1506(5) 0.1609(2) 0.0610(14) Uani 1 d . . .
C25 C -0.3810(9) -0.0605(4) 0.13385(18) 0.0522(12) Uani 1 d . . .
C26 C -0.5293(8) -0.0226(4) 0.09610(16) 0.0451(10) Uani 1 d . . .
N2 N -0.5844(7) 0.1081(3) 0.03814(13) 0.0439(9) Uani 1 d . . .
N3 N -0.4498(7) 0.0716(3) 0.07190(13) 0.0435(9) Uani 1 d . . .
C11 C -0.3124(8) 0.2696(4) 0.02413(16) 0.0440(10) Uani 1 d . . .
C12 C -0.2734(10) 0.3617(4) -0.00401(19) 0.0547(12) Uani 1 d . . .
C13 C -0.4322(10) 0.3923(4) -0.0401(2) 0.0564(13) Uani 1 d . . .
C14 C -0.6318(10) 0.3313(4) -0.04932(19) 0.0546(13) Uani 1 d . . .
C15 C -0.6711(9) 0.2372(4) -0.02299(17) 0.0494(11) Uani 1 d . . .
C16 C -0.5146(8) 0.2053(3) 0.01411(15) 0.0427(10) Uani 1 d . . .
N1 N -0.1531(8) 0.2336(3) 0.06150(15) 0.0522(10) Uani 1 d . . .
C1 C -0.1490(16) 0.5696(6) 0.2545(2) 0.0831(19) Uani 1 d . . .
F11 F -0.3196(14) 0.6289(7) 0.2748(3) 0.185(3) Uani 1 d . . .
F12 F -0.0894(13) 0.5115(5) 0.29060(18) 0.148(2) Uani 1 d . . .
F13 F 0.0142(18) 0.6305(6) 0.2427(2) 0.216(5) Uani 1 d . . .
C2 C -0.2543(18) 0.5049(7) 0.2132(3) 0.100(2) Uani 1 d . . .
F21 F -0.4279(8) 0.4449(6) 0.22669(19) 0.132(2) Uani 1 d . . .
F22 F -0.3501(17) 0.5810(6) 0.1810(2) 0.198(4) Uani 1 d . . .
C3 C -0.0820(10) 0.4394(4) 0.18077(19) 0.0576(13) Uani 1 d . . .
F31 F 0.0546(11) 0.5106(5) 0.15978(17) 0.146(3) Uani 1 d . . .
F32 F 0.0464(11) 0.3795(4) 0.2112(2) 0.153(3) Uani 1 d . . .
C4 C -0.1952(9) 0.3632(4) 0.14262(18) 0.0529(12) Uani 1 d . . .
F41 F -0.3634(6) 0.4169(3) 0.11766(12) 0.0762(10) Uani 1 d . . .
F42 F -0.2985(7) 0.2798(3) 0.16552(12) 0.0792(11) Uani 1 d . . .
S1 S 0.0117(2) 0.30580(10) 0.09715(4) 0.0515(4) Uani 1 d . . .
O1 O 0.1050(7) 0.3965(3) 0.07172(14) 0.0681(11) Uani 1 d . . .
O2 O 0.1576(7) 0.2326(3) 0.12436(16) 0.0728(11) Uani 1 d . . .
H1 H -0.400(10) 0.452(5) -0.060(2) 0.066(16) Uiso 1 d . . .
H2 H -0.833(10) 0.194(4) -0.0261(19) 0.057(14) Uiso 1 d . . .
H3 H -0.694(10) -0.266(5) 0.170(2) 0.061(15) Uiso 1 d . . .
H4 H -0.130(11) 0.402(5) -0.004(2) 0.063(16) Uiso 1 d . . .
H5 H -0.226(12) -0.014(6) 0.144(2) 0.083(19) Uiso 1 d . . .
H6 H -0.867(12) 0.021(6) 0.040(2) 0.074(19) Uiso 1 d . . .
H7 H -0.364(9) -0.169(4) 0.186(2) 0.048(14) Uiso 1 d . . .
H8 H -0.923(13) -0.195(5) 0.102(2) 0.07(2) Uiso 1 d . . .
H9 H -0.180(10) 0.169(5) 0.074(2) 0.056(15) Uiso 1 d . . .
H10 H -0.721(12) 0.347(5) -0.069(2) 0.07(2) Uiso 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
O3 C21 1.346(6) . ?
C21 C22 1.385(7) . ?
C21 C26 1.410(7) . ?
C22 C23 1.372(8) . ?
C23 C24 1.397(8) . ?
C24 C25 1.368(8) . ?
C25 C26 1.400(7) . ?
C26 N3 1.404(6) . ?
N2 N3 1.269(5) . ?
N2 C16 1.416(6) . ?
C11 C12 1.382(7) . ?
C11 C16 1.413(6) . ?
C11 N1 1.422(6) . ?
C12 C13 1.377(8) . ?
C13 C14 1.375(8) . ?
C14 C15 1.376(7) . ?
C15 C16 1.392(7) . ?
N1 S1 1.605(4) . ?
C1 F13 1.231(9) . ?
C1 F12 1.257(8) . ?
C1 F11 1.331(10) . ?
C1 C2 1.494(10) . ?
C2 F21 1.283(10) . ?
C2 F22 1.385(9) . ?
C2 C3 1.543(10) . ?
C3 F31 1.300(7) . ?
C3 F32 1.319(7) . ?
C3 C4 1.532(7) . ?
C4 F42 1.334(6) . ?
C4 F41 1.337(6) . ?
C4 S1 1.847(5) . ?
S1 O1 1.413(4) . ?
S1 O2 1.422(4) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653814
2 PubChem 135454948
