#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/93/2019337.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_2019337
loop_
_publ_author_name
'McKinney, J. D.'
'Agarwal, S. C.'
'Padgett, W. T.'
'Lambert, G. R.'
'Singh, P.'
'Nesnow, S.'
_publ_section_title
;
 3,5-Dinitro-4-(4-trifluoromethylphenoxy)toluene, Conformationally Related
 to Thyroid Hormones
;
_journal_issue                   3
_journal_name_full
'Acta Crystallographica Section C Crystal Structure Communications'
_journal_page_first              428
_journal_paper_doi               10.1107/S0108270194005305
_journal_volume                  51
_journal_year                    1995
_chemical_formula_moiety         'C14 H9 F3 N2 O5'
_chemical_formula_sum            'C14 H9 F3 N2 O5'
_chemical_formula_weight         342.24
_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'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 109.8(3)
_cell_angle_gamma                90.
_cell_formula_units_Z            4
_cell_length_a                   12.397(5)
_cell_length_b                   8.277(4)
_cell_length_c                   15.169(6)
_cell_measurement_reflns_used    15
_cell_measurement_temperature    298
_cell_measurement_theta_max      10
_cell_measurement_theta_min      8
_cell_volume                     1464(3)
_diffrn_measurement_device       'Siemens R3m/μ'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.015
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4059
_diffrn_reflns_theta_max         29
_diffrn_standards_decay_%        1.6
_diffrn_standards_interval_count 48
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.14
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.55
_exptl_crystal_description       plates
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.24
_refine_ls_extinction_coef       3.1E-6(6)
_refine_ls_extinction_method     'Zachariasen (1963)'
_refine_ls_goodness_of_fit_obs   2.0
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     245
_refine_ls_number_reflns         1653
_refine_ls_R_factor_obs          0.054
_refine_ls_shift/esd_max         0.6
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.005F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.069
_reflns_number_observed          1653
_reflns_number_total             3893
_reflns_observed_criterion       F~o~>=6\s(F~o~)
_cod_data_source_file            cr1115sup1.cif
_cod_data_source_block           cr1115a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/[\s^2^(F) + 0.005F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w = 1/[\s^2^(F) +
0.005F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1464.0(10)
_cod_database_code               2019337
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
x,1/2-y,1/2+z
-x,-y,-z
-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .5635(3) .8982(4) .1293(2) .0520(10)
C(2) .5652(3) .7310(4) .1248(2) .0540(10)
C(3) .4719(3) .6381(4) .1233(2) .0490(10)
C(4) .3704(3) .7086(4) .1224(2) .0440(10)
C(5) .3695(3) .8754(4) .1255(2) .0460(10)
C(6) .4623(3) .9693(4) .1301(2) .0520(10)
C(7) .6661(3) .9976(5) .1346(3) .071(2)
N(1) .4853(3) .4623(4) .1236(2) .0610(10)
O(1) .5622(3) .4085(4) .0993(3) .110(2)
O(2) .4226(3) .3782(3) .1504(2) .0810(10)
N(2) .2619(3) .9574(4) .1221(2) .0600(10)
O(3) .2648(3) 1.0441(4) .1867(2) .093(2)
O(4) .1781(2) .9342(4) .0537(2) .0870(10)
O(5) .2745(2) .6259(3) .1250(2) .0530(10)
C(8) .2128(3) .5324(4) .0476(2) .0440(10)
C(9) .2121(3) .5646(4) -.0422(2) .0520(10)
C(10) .1500(3) .4689(4) -.1150(3) .0530(10)
C(11) .0875(3) .3394(4) -.0990(3) .0500(10)
C(12) .0872(3) .3095(4) -.0090(3) .056(2)
C(13) .1505(3) .4072(4) .0653(2) .0540(10)
C(14) .0190(3) .2368(5) -.1785(3) .065(2)
F(1) -.0881(2) .2800(4) -.2147(2) .1140(10)
F(2) .0166(3) .0830(4) -.1546(2) .1180(10)
F(3) .0589(2) .2343(4) -.2491(2) .1100(10)
H(7A) .6341 1.1003 .1097 .090
H(7B) .7143 .9591 .1011 .090
H(7C) .7107 1.0093 .1998 .090
H(2) .625(2) .688(3) .1270(17) .039(8)
H(6) .447(3) 1.079(4) .135(2) .068(10)
H(9) .244(3) .653(4) -.056(2) .059(10)
H(10) .156(2) .484(3) -.1760(19) .037(8)
H(12) .037(3) .229(4) .001(2) .047(9)
H(13) .161(3) .395(6) .1362(19) .055(9)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) C(1) C(6) 116.9(3) yes
C(6) C(1) C(7) 121.4(3) yes
C(2) C(3) C(4) 121.3(3) yes
C(4) C(3) N(1) 121.4(3) yes
C(3) C(4) O(5) 125.4(3) yes
C(4) C(5) C(6) 123.5(3) yes
C(6) C(5) N(2) 118.2(3) yes
C(3) N(1) O(1) 117.5(3) yes
O(1) N(1) O(2) 123.3(3) yes
C(5) N(2) O(4) 117.3(3) yes
C(4) O(5) C(8) 118.7(3) yes
O(5) C(8) C(13) 116.0(3) yes
C(8) C(9) C(10) 119.9(4) yes
C(10) C(11) C(12) 119.8(3) yes
C(12) C(11) C(14) 120.3(3) yes
C(8) C(13) C(12) 118.8(4) yes
C(11) C(14) F(2) 112.8(3) yes
C(11) C(14) F(3) 113.5(3) yes
F(2) C(14) F(3) 104.8(4) yes
C(2) C(1) C(7) 121.7(3) yes
C(1) C(2) C(3) 122.0(3) yes
C(2) C(3) N(1) 117.3(3) yes
C(3) C(4) C(5) 116.0(3) yes
C(5) C(4) O(5) 118.5(3) yes
C(4) C(5) N(2) 118.3(3) yes
C(1) C(6) C(5) 120.3(3) yes
C(3) N(1) O(2) 119.1(3) yes
C(5) N(2) O(3) 117.8(3) yes
O(3) N(2) O(4) 124.9(3) yes
O(5) C(8) C(9) 122.6(3) yes
C(9) C(8) C(13) 121.4(3) yes
C(9) C(10) C(11) 120.0(4) yes
C(10) C(11) C(14) 119.9(4) yes
C(11) C(12) C(13) 120.2(4) yes
C(11) C(14) F(1) 114.0(4) yes
F(1) C(14) F(2) 105.3(4) yes
F(1) C(14) F(3) 105.6(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.386(5) yes
C(1) C(7) 1.493(6) yes
C(3) C(4) 1.384(5) yes
C(4) C(5) 1.382(4) yes
C(5) C(6) 1.371(5) yes
N(1) O(1) 1.217(5) yes
N(2) O(3) 1.206(5) yes
O(5) C(8) 1.398(4) yes
C(8) C(13) 1.372(5) yes
C(10) C(11) 1.391(5) yes
C(11) C(14) 1.484(5) yes
C(14) F(1) 1.304(4) yes
C(14) F(3) 1.324(6) yes
C(1) C(6) 1.390(5) yes
C(2) C(3) 1.383(5) yes
C(3) N(1) 1.464(4) yes
C(4) O(5) 1.384(4) yes
C(5) N(2) 1.481(5) yes
N(1) O(2) 1.212(5) yes
N(2) O(4) 1.210(4) yes
C(8) C(9) 1.385(5) yes
C(9) C(10) 1.366(5) yes
C(11) C(12) 1.390(6) yes
C(12) C(13) 1.393(5) yes
C(14) F(2) 1.327(5) yes
