#------------------------------------------------------------------------------
#$Date: 2022-09-28 18:08:17 +0300 (Wed, 28 Sep 2022) $
#$Revision: 278247 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/16/2001644.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_2001644
loop_
_publ_author_name
'Brown, D. M.'
'Lin, P. K. T.'
'Van Meervelt, L.'
_publ_section_title
;
 Structure of 4-nitrobenzyl
 N-(4-nitrobenzyloxy)trifluoroacetimidate
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1209
_journal_page_last               1211
_journal_paper_doi               10.1107/S0108270192013271
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C16 H12 F3 N3 O6'
_chemical_formula_weight         399.3
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                95.680(10)
_cell_angle_beta                 103.20(2)
_cell_angle_gamma                107.62(2)
_cell_formula_units_Z            2
_cell_length_a                   7.3330(10)
_cell_length_b                   8.3390(10)
_cell_length_c                   15.616(4)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    289
_cell_measurement_theta_max      18
_cell_measurement_theta_min      7
_cell_volume                     871.4(3)
_diffrn_measurement_device       'Siemens P4-PC'
_diffrn_measurement_method       2θ/θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            2325
_diffrn_reflns_theta_max         50.25
_diffrn_standards_decay_%        6
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.175
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            White
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_description       Parallelepiped
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.50
_refine_diff_density_min         -0.29
_refine_ls_goodness_of_fit_obs   1.02
_refine_ls_hydrogen_treatment
;Riding model for H atoms: C-H 0.96 \%A,
fixed U~iso~ 0.08 \%A^2^
;
_refine_ls_number_parameters     253
_refine_ls_number_reflns         1485
_refine_ls_R_factor_obs          0.0709
_refine_ls_shift/esd_max         0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         0.0637
_reflns_number_observed          1485
_reflns_number_total             1790
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            li1038.cif
_cod_data_source_block           li1038_structure_1_of_1
_cod_original_cell_volume        871.4(4)
_cod_database_code               2001644
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
_atom_site_U_iso_or_equiv
C(1) .2936(10) .0744(7) .0574(4) .055(3)
O(2) .3297(7) .0876(5) .1519(3) .059(2)
N(3) .3842(8) .2617(6) .1864(3) .057(3)
C(4) .4144(9) .2916(7) .2695(4) .051(3)
O(5) .4159(7) .1947(5) .3330(3) .073(2)
C(6) .2740(10) .0232(7) .3144(4) .055(3)
C(7) .2576(8) -.1059(7) .0151(4) .046(3)
C(8) .1750(9) -.1517(8) -.0769(4) .055(3)
C(9) .1404(9) -.3136(8) -.1219(4) .056(3)
C(10) .1884(9) -.4308(7) -.0724(4) .050(3)
C(11) .2721(9) -.3905(8) .0192(4) .053(3)
C(12) .3057(9) -.2269(8) .0622(4) .053(3)
N(13) .1483(10) -.6048(7) -.1198(4) .068(3)
O(14) .0463(10) -.6459(6) -.1957(4) .116(3)
O(15) .2159(10) -.6988(7) -.0797(4) .108(3)
C(16) .4804(14) .4786(9) .3125(6) .077(4)
F(1) .3715(10) .5080(6) .3600(5) .177(4)
F(2) .6531(9) .5256(6) .3694(5) .162(4)
F(3) .4936(13) .5802(6) .2585(4) .204(5)
C(17) .2479(8) -.0230(7) .4035(4) .045(3)
C(18) .1667(9) -.1951(7) .4069(4) .056(3)
C(19) .1341(10) -.2434(8) .4844(4) .059(3)
C(20) .1834(9) -.1214(8) .5586(4) .047(3)
C(21) .2628(9) .0491(8) .5576(4) .056(3)
C(22) .2962(9) .0986(7) .4787(4) .051(3)
N(23) .1450(9) -.1723(9) .6429(4) .068(3)
O(24) .0574(10) -.3218(8) .6410(3) .112(3)
O(25) .2031(9) -.0636(7) .7094(3) .097(3)
H(1A) .1788 .1057 .0340 ?
H(1B) .4071 .1500 .0440 ?
H(6A) .1492 .0194 .2764 ?
H(6B) .3234 -.0554 .2856 ?
H(8A) .1414 -.0688 -.1100 ?
H(9A) .0847 -.3439 -.1856 ?
H(11A) .3059 -.4737 .0520 ?
H(12A) .3633 -.1965 .1258 ?
H(18A) .1333 -.2802 .3545 ?
H(19A) .0772 -.3623 .4868 ?
H(21A) .2947 .1329 .6104 ?
H(22A) .3531 .2176 .4766 ?
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
O(2) C(1) C(7) 109.8(5) yes
O(2) N(3) C(4) 112.8(5) yes
N(3) C(4) C(16) 116.0(6) yes
C(4) O(5) C(6) 119.7(4) yes
C(1) C(7) C(8) 117.4(6) yes
C(8) C(7) C(12) 118.7(6) yes
C(8) C(9) C(10) 117.8(5) yes
C(9) C(10) N(13) 118.1(5) yes
C(10) C(11) C(12) 118.1(6) yes
C(10) N(13) O(14) 118.1(6) yes
O(14) N(13) O(15) 123.7(6) yes
C(4) C(16) F(2) 111.3(7) yes
C(4) C(16) F(3) 114.4(7) yes
F(2) C(16) F(3) 106.1(7) yes
C(6) C(17) C(22) 122.5(5) yes
C(17) C(18) C(19) 120.2(5) yes
C(19) C(20) C(21) 122.1(6) yes
C(21) C(20) N(23) 118.1(5) yes
C(17) C(22) C(21) 119.9(5) yes
C(20) N(23) O(25) 118.6(6) yes
C(1) O(2) N(3) 105.9(4) yes
N(3) C(4) O(5) 134.1(5) yes
O(5) C(4) C(16) 109.7(6) yes
O(5) C(6) C(17) 107.1(4) yes
C(1) C(7) C(12) 123.8(5) yes
C(7) C(8) C(9) 121.5(6) yes
C(9) C(10) C(11) 122.6(6) yes
C(11) C(10) N(13) 119.3(6) yes
C(7) C(12) C(11) 121.2(5) yes
C(10) N(13) O(15) 118.1(5) yes
C(4) C(16) F(1) 112.8(7) yes
F(1) C(16) F(2) 102.7(7) yes
F(1) C(16) F(3) 108.8(9) yes
C(6) C(17) C(18) 117.7(5) yes
C(18) C(17) C(22) 119.8(6) yes
C(18) C(19) C(20) 119.4(6) yes
C(19) C(20) N(23) 119.8(6) yes
C(20) C(21) C(22) 118.6(5) yes
C(20) N(23) O(24) 117.6(6) yes
O(24) N(23) O(25) 123.7(7) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) O(2) 1.425(7) yes
O(2) N(3) 1.397(6) yes
C(4) O(5) 1.340(8) yes
O(5) C(6) 1.447(6) yes
C(7) C(8) 1.390(8) yes
C(8) C(9) 1.380(9) yes
C(10) C(11) 1.383(8) yes
C(11) C(12) 1.383(9) yes
N(13) O(15) 1.200(9) yes
C(16) F(2) 1.290(10) yes
C(17) C(18) 1.389(8) yes
C(18) C(19) 1.361(9) yes
C(20) C(21) 1.367(9) yes
C(21) C(22) 1.388(9) yes
N(23) O(25) 1.208(8) yes
C(1) C(7) 1.500(9) yes
N(3) C(4) 1.252(9) yes
C(4) C(16) 1.518(9) yes
C(6) C(17) 1.518(9) yes
C(7) C(12) 1.388(10) yes
C(9) C(10) 1.382(10) yes
C(10) N(13) 1.474(8) yes
N(13) O(14) 1.201(8) yes
C(16) F(1) 1.266(14) yes
C(16) F(3) 1.251(10) yes
C(17) C(22) 1.374(8) yes
C(19) C(20) 1.365(8) yes
C(20) N(23) 1.484(9) yes
N(23) O(24) 1.211(9) yes
