#------------------------------------------------------------------------------
#$Date: 2025-08-18 23:52:38 +0100 (Mon, 18 Aug 2025) $
#$Revision: 301791 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/05/2000551.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2000551
loop_
_publ_author_name
'Chinnakali, K.'
'Sivakumar, K.'
'Natarajan, S.'
_publ_section_title
;
 Structure of 7-diethylamino-4-trifluoromethylcoumarin
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1859
_journal_page_last               1862
_journal_paper_doi               10.1107/S0108270192000623
_journal_volume                  48
_journal_year                    1992
_chemical_formula_sum            'C14 H14 F3 N O2'
_chemical_formula_weight         285.26
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_cell_angle_alpha                90.15(2)
_cell_angle_beta                 98.72(2)
_cell_angle_gamma                85.49(2)
_cell_formula_units_Z            8
_cell_length_a                   14.392(2)
_cell_length_b                   18.837(3)
_cell_length_c                   10.191(2)
_cell_volume                     2722.3(8)
_diffrn_radiation_type           Mo
_diffrn_radiation_wavelength     0.71069
_exptl_absorpt_coefficient_mu    1.14
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      1.405
_exptl_crystal_F_000             1184
_cod_data_source_file            mu0286.cif
_cod_data_source_block           mu0286a
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-14
;
_cod_original_formula_sum        'C14 H14 F3 N1 O2'
_cod_database_code               2000551
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
O(1)a .3707(2) .1715(2) -.0021(3)
C(2)a .3687(4) .1234(3) -.1036(5)
C(3)a .2752(4) .1076(3) -.1695(5)
C(4)a .1963(3) .1379(3) -.1339(5)
C(5)a .1240(3) .2220(3) .0246(5)
C(6)a .1358(3) .2694(2) .1275(5)
C(7)a .2264(3) .2854(2) .1872(5)
C(8)a .3041(3) .2507(2) .1386(5)
C(9)a .2887(3) .2030(2) .0365(5)
C(10)a .2004(3) .1872(2) -.0274(5)
O(11)a .4430(2) .0983(2) -.1307(4)
N(12)a .2372(3) .3327(2) .2889(4)
C(13)a .1553(4) .3730(3) .3323(5)
C(14)a .1153(4) .3343(3) .4374(6)
C(15)a .3298(4) .3530(3) .3494(5)
C(16)a .3652(4) .4117(3) .2775(5)
C(17)a .1036(4) .1217(3) -.2123(6)
F(18)a .0459(2) .0966(2) -.1340(3)
F(19)a .1119(2) .0729(2) -.3041(3)
F(20)a .0579(2) .1787(2) -.2707(3)
O(1)b .0986(2) .0698(2) .2288(3)
C(2)b .0932(4) .1187(3) .3326(6)
C(3)b .1806(4) .1366(3) .4065(5)
C(4)b .2640(4) .1101(3) .3759(5)
C(5)b .3511(3) .0324(3) .2238(5)
C(6)b .3467(3) -.0147(3) .1224(5)
C(7)b .2611(3) -.0371(2) .0557(5)
C(8)b .1786(3) -.0063(3) .0975(5)
C(9)b .1845(3) .0423(3) .1982(5)
C(10)b .2694(3) .0625(2) .2666(5)
O(11)b .0153(3) .1412(2) .3484(4)
N(12)b .2589(3) -.0855(2) -.0442(4)
C(13)b .3454(3) -.1234(3) -.0773(5)
C(14)b .3866(4) -.0866(3) -.1819(6)
C(15)b .1707(4) -.1107(3) -.1102(5)
C(16)b .1374(4) -.1711(3) -.0359(6)
C(17)b .3523(4) .1296(3) .4582(6)
F(18)b .4130(2) .1582(2) .3911(3)
F(19)b .3378(2) .1761(2) .5544(3)
F(20)b .4005(2) .0727(2) .5233(3)
O(1)c .1330(2) .6886(2) .7486(3)
C(2)c .1336(4) .6398(3) .8487(5)
C(3)c .2248(4) .6131(2) .9173(5)
C(4)c .3045(3) .6313(2) .8805(5)
C(5)c .3803(3) .7030(3) .7193(5)
C(6)c .3703(3) .7516(3) .6195(5)
C(7)c .2810(3) .7826(2) .5595(5)
C(8)c .2026(3) .7592(2) .6106(5)
C(9)c .2153(3) .7099(2) .7102(5)
C(10)c .3031(3) .6799(2) .7715(4)
O(11)c .0585(2) .6237(2) .8730(4)
N(12)c .2707(3) .8328(2) .4613(4)
C(13)c .3530(4) .8614(3) .4143(6)
C(14)c .3927(4) .8161(3) .3103(6)
C(15)c .1777(4) .8639(3) .4013(5)
C(16)c .1440(4) .9289(3) .4712(6)
C(17)c .3968(4) .6029(3) .9564(6)
F(18)c .4514(2) .5665(2) .8802(3)
F(19)c .3870(2) .5577(2) .0520(3)
F(20)c .4466(2) .6537(2) .0113(4)
O(1)d .3932(2) .5516(2) .5083(3)
C(2)d .3982(4) .6008(3) .4084(6)
C(3)d .3087(4) .6304(3) .3376(5)
C(4)d .2262(4) .6142(3) .3717(5)
C(5)d .1432(3) .5466(3) .5293(5)
C(6)d .1480(3) .4982(3) .6297(5)
C(7)d .2350(3) .4640(2) .6889(5)
C(8)d .3162(3) .4840(3) .6418(5)
C(9)d .3081(3) .5346(2) .5432(5)
C(10)d .2231(3) .5662(2) .4793(5)
O(11)d .4747(3) .6153(2) .3912(4)
N(12)d .2402(3) .4146(2) .7872(4)
C(13)d .1561(4) .3893(3) .8319(5)
C(14)d .1222(4) .4348(3) .9413(5)
C(15)d .3290(4) .3765(3) .8466(5)
C(16)d .3576(4) .3129(3) .7726(5)
C(17)d .1363(4) .6449(3) .2906(6)
F(18)d .0772(2) .6789(2) .3629(3)
F(19)d .1503(2) .6907(2) .1974(3)
F(20)d .0883(2) .5936(2) .2278(3)
H(C3)a .278(3) .079(2) -.239(4)
H(C5)a .064(3) .214(2) -.018(4)
H(C6)a .081(4) .288(3) .157(5)
H(C8)a .371(4) .259(3) .177(5)
H(C13)a .175(4) .420(3) .366(5)
H'(C13)a .104(3) .391(2) .243(5)
H(C14)a .084(4) .293(3) .395(5)
H'(C14)a .063(5) .361(3) .465(6)
H''(C14)a .162(6) .316(5) .521(9)
H(C15)a .324(3) .365(2) .435(5)
H'(C15)a .369(4) .306(3) .361(5)
H(C16)a .317(4) .458(3) .271(5)
H'(C16)a .421(5) .426(4) .333(7)
H''(C16)a .374(4) .404(3) .187(6)
H(C3)b .171(5) .169(4) .483(7)
H(C5)b .407(4) .049(3) .269(5)
H(C6)b .403(4) -.030(2) .103(5)
H(C8)b .122(4) -.014(3) .059(5)
H(C13)b .325(3) -.176(3) -.107(5)
H'(C13)b .393(4) -.134(3) .001(5)
H(C14)b .406(4) -.037(3) -.156(5)
H'(C14)b .442(4) -.111(3) -.197(6)
H''(C14)b .341(4) -.077(3) -.264(6)
H(C15)b .114(4) -.070(3) -.134(5)
H'(C15)b .176(3) -.125(3) -.192(5)
H(C16)b .188(5) -.214(4) -.023(7)
H'(C16)b .122(5) -.150(4) .054(8)
H''(C16)b .085(5) -.190(4) -.082(7)
H(C3)c .225(3) .578(2) .981(4)
H(C5)c .440(3) .679(2) .756(4)
H(C6)c .423(3) .766(2) .591(4)
H(C8)c .146(4) .776(3) .572(5)
H(C13)c .333(4) .917(4) .383(6)
H'(C13)c .389(4) .866(3) .481(6)
H(C14)c .424(5) .766(4) .347(7)
H'(C14)c .437(5) .842(4) .280(8)
H''(C14)c .337(6) .809(4) .228(8)
H(C15)c .187(3) .878(3) .318(5)
H'(C15)c .129(5) .823(4) .397(6)
H(C16)c .133(4) .920(3) .566(6)
H'(C16)c .188(4) .963(3) .483(5)
H''(C16)c .088(6) .957(4) .419(8)
H(C3)d .315(3) .665(2) .259(5)
H(C5)d .091(3) .566(2) .486(4)
H(C6)d .091(4) .487(3) .663(5)
H(C8)d .371(3) .463(2) .673(4)
H(C13)d .175(3) .338(3) .874(5)
H'(C13)d .109(4) .391(3) .758(5)
H(C14)d .099(3) .485(3) .904(5)
H'(C14)d .171(4) .438(3) 1.017(6)
H''(C14)d .066(4) .412(3) .971(5)
H(C15)d .375(4) .416(3) .858(5)
H'(C15)d .327(3) .370(3) .942(5)
H(C16)d .364(4) .322(3) .678(6)
H'(C16)d .421(4) .286(3) .811(6)
H''(C16)d .311(4) .279(3) .747(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O(1)a C(2)a 1.372(6)
O(1)a C(9)a 1.389(5)
C(2)a C(3)a 1.462(8)
C(2)a O(11)a 1.205(7)
C(3)a C(4)a 1.330(7)
C(4)a C(10)a 1.424(7)
C(4)a C(17)a 1.500(7)
C(5)a C(6)a 1.375(7)
C(5)a C(10)a 1.408(7)
C(6)a C(7)a 1.408(6)
C(7)a C(8)a 1.405(6)
C(7)a N(12)a 1.364(6)
C(8)a C(9)a 1.377(6)
C(9)a C(10)a 1.391(6)
N(12)a C(13)a 1.475(7)
N(12)a C(15)a 1.460(7)
C(13)a C(14)a 1.506(9)
C(15)a C(16)a 1.492(8)
C(17)a F(18)a 1.347(7)
C(17)a F(19)a 1.322(7)
C(17)a F(20)a 1.309(7)
O(1)b C(2)b 1.408(7)
O(1)b C(9)b 1.382(5)
C(2)b C(3)b 1.429(8)
C(2)b O(11)b 1.201(7)
C(3)b C(4)b 1.344(8)
C(4)b C(10)b 1.436(7)
C(4)b C(17)b 1.484(8)
C(5)b C(6)b 1.358(8)
C(5)b C(10)b 1.394(7)
C(6)b C(7)b 1.409(6)
C(7)b C(8)b 1.404(6)
C(7)b N(12)b 1.363(6)
C(8)b C(9)b 1.371(8)
C(9)b C(10)b 1.392(6)
N(12)b C(13)b 1.469(6)
N(12)b C(15)b 1.457(7)
C(13)b C(14)b 1.493(8)
C(15)b C(16)b 1.516(8)
C(17)b F(18)b 1.333(7)
C(17)b F(19)b 1.342(7)
C(17)b F(20)b 1.348(6)
O(1)c C(2)c 1.374(6)
O(1)c C(9)c 1.390(6)
C(2)c C(3)c 1.444(7)
C(2)c O(11)c 1.206(7)
C(3)c C(4)c 1.329(7)
C(4)c C(10)c 1.438(6)
C(4)c C(17)c 1.493(7)
C(5)c C(6)c 1.354(8)
C(5)c C(10)c 1.401(7)
C(6)c C(7)c 1.418(6)
C(7)c C(8)c 1.413(7)
C(7)c N(12)c 1.362(6)
C(8)c C(9)c 1.359(6)
C(9)c C(10)c 1.399(5)
N(12)c C(13)c 1.482(8)
N(12)c C(15)c 1.462(7)
C(13)c C(14)c 1.510(9)
C(15)c C(16)c 1.499(8)
C(17)c F(18)c 1.337(7)
C(17)c F(19)c 1.326(7)
C(17)c F(20)c 1.314(7)
O(1)d C(2)d 1.392(7)
O(1)d C(9)d 1.387(6)
C(2)d C(3)d 1.448(7)
C(2)d O(11)d 1.193(7)
C(3)d C(4)d 1.344(8)
C(4)d C(10)d 1.431(7)
C(4)d C(17)d 1.501(7)
C(5)d C(6)d 1.362(7)
C(5)d C(10)d 1.401(7)
C(6)d C(7)d 1.412(6)
C(7)d C(8)d 1.406(7)
C(7)d N(12)d 1.359(6)
C(8)d C(9)d 1.372(7)
C(9)d C(10)d 1.386(6)
N(12)d C(13)d 1.469(7)
N(12)d C(15)d 1.462(6)
C(13)d C(14)d 1.520(8)
C(15)d C(16)d 1.478(8)
C(17)d F(18)d 1.334(7)
C(17)d F(19)d 1.333(7)
C(17)d F(20)d 1.337(7)
C(3)a H(C3)a 89(4)
C(5)a H(C5)a 0.92(4)
C(6)a H(C6)a 0.93(5)
C(8)a H(C8)a 1.01(5)
C(13)a H(C13)a 1.00(5)
C(13)a H'(C13)a 1.12(5)
C(14)a H(C14)a 0.99(5)
C(14)a H'(C14)a 0.95(7)
C(14)a H''(C14)a 1.04(8)
C(15)a H(C15)a 0.92(5)
C(15)a H'(C15)a 1.01(5)
C(16)a H(C16)a 1.06(5)
C(16)a H'(C16)a 0.98(7)
C(16)a H''(C16)a 0.96(7)
C(3)b H(C3)b 1.01(7)
C(5)b H(C5)b 0.94(5)
C(6)b H(C6)b 0.88(5)
C(8)b H(C8)b 0.87(5)
C(13)b H(C13)b 1.09(5)
C(13)b H'(C13)b 0.98(5)
C(14)b H(C14)b 1.01(6)
C(14)b H'(C14)b 0.92(6)
C(14)b H''(C14)b 0.99(6)
C(15)b H(C15)b 1.07(5)
C(15)b H'(C15)b 0.89(5)
C(16)b H(C16)b 1.03(7)
C(16)b H'(C16)b 1.04(8)
C(16)b H''(C16)b 0.92(7)
C(3)c H(C3)c 0.92(4)
C(5)c H(C5)c 0.96(4)
C(6)c H(C6)c 0.91(5)
C(8)c H(C8)c 0.88(5)
C(13)c H(C13)c 1.10(7)
C(13)c H'(C13)c 0.79(5)
C(14)c H(C14)c 1.05(7)
C(14)c H'(C14)c 0.92(8)
C(14)c H''(C14)c 1.09(8)
C(15)c H(C15)c 0.92(5)
C(15)c H'(C15)c 1.08(7)
C(16)c H(C16)c 1.02(6)
C(16)c H'(C16)c 0.93(5)
C(16)c H''(C16)c 1.00(7)
C(3)d H(C3)d 1.05(5)
C(5)d H(C5)d 0.86(4)
C(6)d H(C6)d 0.97(6)
C(8)d H(C8)d 0.86(4)
C(13)d H(C13)d 1.05(5)
C(13)d H'(C13)d 0.93(5)
C(14)d H(C14)d 1.04(5)
C(14)d H'(C14)d 0.97(5)
C(14)d H''(C14)d 1.03(6)
C(15)d H(C15)d 1.02(6)
C(15)d H'(C15)d 0.98(5)
C(16)d H(C16)d 0.99(6)
C(16)d H'(C16)d 1.03(6)
C(16)d H''(C16)d 0.97(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139053391