#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/14/7051474.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_7051474
loop_
_publ_author_name
'Alkorta, Ibon'
'Elguero, Jose'
'Donnadieu, Bruno'
'Jaffart, Joëlle'
'Schagen, David'
'Limbach, Hans-Heinrich'
_publ_section_title
;
The structure of 3,5-bis(trifluoromethyl)pyrazole in the gas phase and in 
the solid state
;
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1231
_journal_page_last               1237
_journal_paper_doi               10.1039/a904292j
_journal_volume                  23
_journal_year                    1999
_chemical_formula_sum            'C20 H8 F24 N8'
_chemical_formula_weight         816.34
_space_group_IT_number           2
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                90.192(11)
_cell_angle_beta                 94.987(11)
_cell_angle_gamma                106.811(11)
_cell_formula_units_Z            2
_cell_length_a                   8.8547(9)
_cell_length_b                   10.1535(10)
_cell_length_c                   17.8903(19)
_cell_measurement_temperature    120(2)
_cell_volume                     1533.2(3)
_diffrn_ambient_temperature      120(2)
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_density_meas      ?
_cod_depositor_comments
;
The following automatic conversions were performed:

'_cell_measurement_temperature' value '120(2)K' was changed to
'120(2)' - the value should be numeric and without a unit designator.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               7051474
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1a N 0.8027(6) 0.1528(4) 0.6762(2) 0.0402(11) Uani 1 d DU . .
N2a N 0.7980(5) 0.1558(4) 0.7508(2) 0.0388(11) Uani 1 d U . .
C4a C 0.7407(7) -0.0657(5) 0.7114(3) 0.0424(13) Uani 1 d U . .
H4a H 0.7143 -0.1633 0.7109 0.051 Uiso 1 calc R . .
C5a C 0.7691(6) 0.0211(5) 0.6508(3) 0.0377(12) Uani 1 d DU . .
C9a C 0.7669(7) -0.0108(5) 0.5696(3) 0.0522(13) Uani 1 d DU . .
C3a C 0.7599(6) 0.0234(5) 0.7722(3) 0.0375(12) Uani 1 d DU . .
C8a C 0.7444(8) -0.0080(5) 0.8519(3) 0.0530(14) Uani 1 d DU . .
F10a F 0.8574(12) 0.0890(10) 0.8973(5) 0.077(3) Uani 0.572(11) d PDU A 1
F11a F 0.6082(10) 0.0031(13) 0.8768(4) 0.085(2) Uani 0.572(11) d PDU A 1
F12a F 0.7544(18) -0.1280(9) 0.8717(6) 0.091(3) Uani 0.572(11) d PDU A 1
F10'a F 0.771(2) 0.1000(12) 0.8955(7) 0.085(3) Uani 0.428(11) d PDU A 2
F11'a F 0.6036(14) -0.0957(17) 0.8616(6) 0.100(3) Uani 0.428(11) d PDU A 2
F12'a F 0.8508(17) -0.0761(15) 0.8745(7) 0.082(4) Uani 0.428(11) d PDU A 2
F13a F 0.787(4) 0.1030(17) 0.5295(12) 0.085(5) Uani 0.40(4) d PDU B 1
F14a F 0.622(2) -0.091(3) 0.5427(17) 0.077(5) Uani 0.40(4) d PDU B 1
F15a F 0.869(3) -0.077(3) 0.5540(18) 0.071(5) Uani 0.40(4) d PDU B 1
F13'a F 0.862(3) 0.0959(13) 0.5347(8) 0.079(4) Uani 0.60(4) d PDU B 2
F14'a F 0.6240(15) -0.044(2) 0.5339(11) 0.081(4) Uani 0.60(4) d PDU B 2
F15'a F 0.824(3) -0.1165(17) 0.5586(12) 0.074(4) Uani 0.60(4) d PDU B 2
H1A H 0.829(9) 0.244(6) 0.652(4) 0.110 Uiso 1 d D C 2
N1b N 1.2058(6) 0.2685(4) 0.8225(2) 0.0400(11) Uani 1 d DU . .
N2b N 1.2111(5) 0.2699(4) 0.7476(2) 0.0368(10) Uani 1 d U . .
C3b C 1.2666(7) 0.1645(5) 0.7288(3) 0.0398(12) Uani 1 d DU . .
C4b C 1.2973(7) 0.0953(5) 0.7917(3) 0.0438(14) Uani 1 d U . .
H4b H 1.3370 0.0179 0.7946 0.053 Uiso 1 calc R . .
C5b C 1.2567(7) 0.1648(5) 0.8496(3) 0.0415(13) Uani 1 d DU . .
C8b C 1.2857(8) 0.1374(6) 0.6490(3) 0.0572(14) Uani 1 d DU . .
C9b C 1.2641(9) 0.1402(7) 0.9309(3) 0.0645(15) Uani 1 d DU . .
F10b F 1.2798(17) 0.2399(8) 0.6051(4) 0.096(3) Uani 0.780(16) d PDU D 1
F11b F 1.4295(7) 0.1153(10) 0.6428(4) 0.076(2) Uani 0.780(16) d PDU D 1
F12b F 1.1772(10) 0.0220(7) 0.6212(5) 0.077(2) Uani 0.780(16) d PDU D 1
F10'b F 1.182(4) 0.191(3) 0.6058(11) 0.084(5) Uani 0.220(16) d PDU D 2
F11'b F 1.427(2) 0.188(4) 0.6289(13) 0.096(4) Uani 0.220(16) d PDU D 2
F12'b F 1.232(4) 0.0038(16) 0.6295(18) 0.077(5) Uani 0.220(16) d PDU D 2
F13b F 1.278(4) 0.253(2) 0.9732(10) 0.098(4) Uani 0.32(2) d PDU E 1
F14b F 1.399(2) 0.107(3) 0.9526(14) 0.091(4) Uani 0.32(2) d PDU E 1
F15b F 1.149(3) 0.035(2) 0.951(2) 0.099(6) Uani 0.32(2) d PDU E 1
F13'b F 1.181(2) 0.2071(14) 0.9671(5) 0.092(3) Uani 0.68(2) d PDU E 2
F14'b F 1.4068(12) 0.1669(19) 0.9638(7) 0.110(3) Uani 0.68(2) d PDU E 2
F15'b F 1.1899(18) 0.0057(10) 0.9452(9) 0.100(3) Uani 0.68(2) d PU E 2
H1b H 1.167(11) 0.336(8) 0.851(5) 0.151 Uiso 1 d D F 2
N1c N 0.9013(6) 0.4193(4) 0.8331(2) 0.0392(11) Uani 1 d DU . .
N2c N 1.0502(5) 0.4557(4) 0.8668(2) 0.0406(11) Uani 1 d U . .
C3c C 1.0759(6) 0.5789(5) 0.9017(3) 0.0433(12) Uani 1 d DU . .
C4c C 0.9401(7) 0.6232(5) 0.8906(3) 0.0476(14) Uani 1 d U . .
H4c H 0.9249 0.7059 0.9089 0.057 Uiso 1 calc R . .
C5c C 0.8323(6) 0.5181(5) 0.8464(3) 0.0423(12) Uani 1 d DU . .
C8c C 1.2330(7) 0.6487(6) 0.9433(3) 0.0522(13) Uani 1 d DU . .
C9c C 0.6681(8) 0.5051(6) 0.8161(4) 0.0622(15) Uani 1 d DU . .
F10c F 1.3164(11) 0.5589(9) 0.9589(8) 0.088(3) Uani 0.75(2) d PDU G 1
F11c F 1.3228(13) 0.7523(12) 0.9077(5) 0.087(3) Uani 0.75(2) d PDU G 1
F12c F 1.2154(14) 0.6980(11) 1.0101(4) 0.067(2) Uani 0.75(2) d PDU G 1
F10'c F 1.350(2) 0.604(3) 0.9219(17) 0.080(4) Uani 0.25(2) d PDU G 2
F11'c F 1.277(3) 0.7847(17) 0.9221(18) 0.075(5) Uani 0.25(2) d PDU G 2
F12'c F 1.230(4) 0.656(4) 1.0158(8) 0.075(5) Uani 0.25(2) d PDU G 2
F13C F 0.5930(12) 0.3806(8) 0.7901(8) 0.102(3) Uani 0.593(8) d PDU H 1
F14C F 0.6755(10) 0.5898(9) 0.7560(5) 0.089(2) Uani 0.593(8) d PDU H 1
F15C F 0.5863(10) 0.5484(13) 0.8627(5) 0.100(3) Uani 0.593(8) d PDU H 1
F13'c F 0.6239(19) 0.4264(15) 0.7528(7) 0.093(3) Uani 0.407(8) d PDU H 2
F14'c F 0.6391(16) 0.6229(11) 0.8050(10) 0.100(3) Uani 0.407(8) d PDU H 2
F15'c F 0.5578(12) 0.4381(16) 0.8624(7) 0.097(3) Uani 0.407(8) d PDU H 2
H1c H 0.862(11) 0.329(6) 0.803(5) 0.146 Uiso 1 d D I 2
N1d N 1.0868(6) 0.4716(4) 0.6646(2) 0.0411(11) Uani 1 d DU . .
N2d N 0.9387(6) 0.4223(4) 0.6310(2) 0.0420(11) Uani 1 d U . .
C3d C 0.9005(7) 0.5285(5) 0.5969(3) 0.0446(13) Uani 1 d DU . .
C4d C 1.0291(7) 0.6487(6) 0.6082(3) 0.0490(15) Uani 1 d U . .
H4d H 1.0359 0.7380 0.5902 0.059 Uiso 1 calc R . .
C5d C 1.1431(7) 0.6076(5) 0.6515(3) 0.0458(13) Uani 1 d DU . .
C8d C 0.7426(8) 0.5057(6) 0.5553(3) 0.0591(14) Uani 1 d DU . .
C9d C 1.3065(8) 0.6899(6) 0.6811(4) 0.0634(15) Uani 1 d DU . .
F10d F 0.635(2) 0.3905(18) 0.5725(13) 0.093(4) Uani 0.41(2) d PDU J 1
F11d F 0.680(2) 0.6082(18) 0.5789(12) 0.076(4) Uani 0.41(2) d PDU J 1
F12d F 0.741(4) 0.520(3) 0.4827(8) 0.077(4) Uani 0.41(2) d PDU J 1
F10'd F 0.6744(15) 0.3690(8) 0.5363(9) 0.084(3) Uani 0.59(2) d PDU J 2
F11'd F 0.6402(16) 0.5484(18) 0.5890(8) 0.087(3) Uani 0.59(2) d PDU J 2
F12'd F 0.761(2) 0.5663(16) 0.4888(6) 0.073(3) Uani 0.59(2) d PDU J 2
F13D F 1.3448(12) 0.6312(12) 0.7520(6) 0.092(3) Uani 0.438(7) d PU K 1
F14D F 1.4218(14) 0.6783(15) 0.6476(7) 0.092(3) Uani 0.438(7) d PU K 1
F15D F 1.3256(17) 0.8126(12) 0.7022(10) 0.100(3) Uani 0.438(7) d PU K 1
F13'd F 1.4034(11) 0.6156(9) 0.6874(7) 0.100(3) Uani 0.562(7) d PDU K 2
F14'd F 1.3713(9) 0.7854(9) 0.6291(5) 0.097(3) Uani 0.562(7) d PDU K 2
F15'd F 1.3052(14) 0.7612(12) 0.7407(5) 0.105(3) Uani 0.562(7) d PDU K 2
H1d H 1.140(12) 0.407(9) 0.691(5) 0.158 Uiso 1 d 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
N1a N2a 1.338(6) . ?
N1a C5a 1.351(6) . ?
N2a C3a 1.353(6) . ?
C4a C3a 1.381(7) . ?
C4a C5a 1.393(7) . ?
C5a C9a 1.484(7) . ?
C9a F15a 1.315(14) . ?
C9a F14'a 1.317(11) . ?
C9a F15'a 1.333(10) . ?
C9a F13a 1.338(12) . ?
C9a F14a 1.354(13) . ?
C9a F13'a 1.358(10) . ?
C3a C8a 1.470(7) . ?
C8a F10'a 1.295(11) . ?
C8a F12a 1.296(8) . ?
C8a F11'a 1.332(10) . ?
C8a F11a 1.356(8) . ?
C8a F12'a 1.358(10) . ?
C8a F10a 1.383(9) . ?
N1b C5b 1.337(6) . ?
N1b N2b 1.344(6) . ?
N2b C3b 1.353(6) . ?
C3b C4b 1.378(7) . ?
C3b C8b 1.485(7) . ?
C4b C5b 1.380(7) . ?
C5b C9b 1.475(7) . ?
C8b F11'b 1.292(14) . ?
C8b F10b 1.316(7) . ?
C8b F12'b 1.335(14) . ?
C8b F12b 1.343(8) . ?
C8b F11b 1.369(8) . ?
C8b F10'b 1.380(14) . ?
C9b F14'b 1.299(10) . ?
C9b F15b 1.325(15) . ?
C9b F13b 1.337(13) . ?
C9b F13'b 1.337(9) . ?
C9b F14b 1.357(14) . ?
C9b F15'b 1.370(12) . ?
N1c C5c 1.348(6) . ?
N1c N2c 1.349(6) . ?
N2c C3c 1.347(6) . ?
C3c C4c 1.399(7) . ?
C3c C8c 1.495(7) . ?
C4c C5c 1.396(8) . ?
C5c C9c 1.475(8) . ?
C8c F12'c 1.302(14) . ?
C8c F11c 1.324(8) . ?
C8c F10'c 1.331(13) . ?
C8c F12c 1.334(8) . ?
C8c F10c 1.345(8) . ?
C8c F11'c 1.385(14) . ?
C9c F15c 1.305(9) . ?
C9c F14'c 1.306(10) . ?
C9c F13c 1.308(9) . ?
C9C F13'c 1.345(11) . ?
C9C F15'c 1.364(11) . ?
C9C F14c 1.374(8) . ?
N1d N2d 1.347(6) . ?
N1d C5d 1.355(7) . ?
N2d C3d 1.352(6) . ?
C3d C4d 1.408(8) . ?
C3d C8d 1.481(8) . ?
C4d C5d 1.378(7) . ?
C5d C9d 1.496(8) . ?
C8d F11'd 1.302(11) . ?
C8d F12d 1.307(13) . ?
C8d F10d 1.332(11) . ?
C8d F12'd 1.342(10) . ?
C8d F10'd 1.372(9) . ?
C8d F11 1.391(12) . ?
C9d F15d 1.260(13) . ?
C9d F14d 1.261(13) . ?
C9d F15'd 1.290(10) . ?
C9d F13'd 1.294(9) . ?
C9d F14'd 1.383(9) . ?
C9d F13d 1.457(11) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139175482
