#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:02:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180488 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/57/7215738.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_7215738
loop_
_publ_author_name
'Wang, Lei'
'Hu, Yanjing'
'Wang, Wenqiang'
'Liu, Faqian'
'Huang, Keke'
_publ_section_title
;
 Energetic multi-component molecular solids of tetrafluoroterephthalic
 acid with some aza compounds by strong hydrogen bonds and weak
 intermolecular interactions of C--H⋯F and C--H⋯O
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              4142
_journal_paper_doi               10.1039/c4ce00133h
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C13 H11 F4 N3 O6'
_chemical_formula_weight         381.25
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.195(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.1044(4)
_cell_length_b                   12.0203(6)
_cell_length_c                   20.6007(13)
_cell_measurement_temperature    293(2)
_cell_volume                     1499.71(16)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 'ACTA 50'
_diffrn_measured_fraction_theta_max 0.832
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_sigmaI/netI    0.0692
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            7007
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_reflns_theta_max         29.60
_diffrn_reflns_theta_min         2.62
_exptl_absorpt_coefficient_mu    0.164
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         3515
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0530
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0365P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.1035
_reflns_number_gt                2088
_reflns_number_total             3515
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00133h2.cif
_cod_data_source_block           compound7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7215738
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
F2 F 0.8111(2) 0.37827(11) 0.07321(7) 0.0507(4) Uani 1 1 d .
F1 F 0.8680(2) 0.42779(11) -0.04777(7) 0.0470(4) Uani 1 1 d .
O2 O 0.5220(3) 0.65953(13) -0.15105(8) 0.0492(5) Uani 1 1 d .
O1 O 0.6534(3) 0.49217(12) -0.16926(8) 0.0400(4) Uani 1 1 d .
C11 C 0.6828(3) 0.46427(17) -0.02567(11) 0.0311(5) Uani 1 1 d .
C12 C 0.5709(4) 0.56223(18) -0.13419(11) 0.0328(5) Uani 1 1 d .
C16 C 0.6524(4) 0.43796(16) 0.03756(12) 0.0319(5) Uani 1 1 d .
C18 C 0.5322(3) 0.52816(16) -0.06574(11) 0.0291(5) Uani 1 1 d .
N1 N 0.0752(3) 0.37821(13) 0.24739(9) 0.0293(4) Uani 1 1 d .
H1 H 0.1521 0.4093 0.2202 0.035 Uiso 1 1 calc R
O8 O -0.1105(2) 0.53893(12) 0.25430(8) 0.0413(4) Uani 1 1 d .
N2 N 0.0001(3) 0.22296(14) 0.30624(9) 0.0311(4) Uani 1 1 d .
H2 H 0.0319 0.1560 0.3188 0.037 Uiso 1 1 calc R
N3 N 0.2879(3) 0.22148(14) 0.24336(10) 0.0396(5) Uani 1 1 d .
H3A H 0.3204 0.1543 0.2553 0.048 Uiso 1 1 calc R
H3B H 0.3641 0.2552 0.2170 0.048 Uiso 1 1 calc R
O6 O -0.2782(3) 0.67333(15) 0.34753(11) 0.0615(6) Uani 1 1 d G
H6A H -0.1917 0.7286 0.3550 0.092 Uiso 1 1 d G
H6B H -0.2284 0.6300 0.3202 0.092 Uiso 1 1 d G
C14 C 0.1229(3) 0.27218(16) 0.26525(11) 0.0288(5) Uani 1 1 d .
C15 C -0.1762(3) 0.27566(17) 0.32919(11) 0.0305(5) Uani 1 1 d .
C17 C -0.0905(3) 0.43979(17) 0.27030(11) 0.0307(5) Uani 1 1 d .
C20 C -0.2229(4) 0.38114(17) 0.31130(11) 0.0333(5) Uani 1 1 d .
H20 H -0.3433 0.4165 0.3258 0.040 Uiso 1 1 calc R
C26 C -0.2986(4) 0.20905(18) 0.37416(12) 0.0405(6) Uani 1 1 d .
H26A H -0.3546 0.1424 0.3524 0.061 Uiso 1 1 calc R
H26B H -0.4193 0.2522 0.3864 0.061 Uiso 1 1 calc R
H26C H -0.2005 0.1897 0.4126 0.061 Uiso 1 1 calc R
F3 F 0.3047(2) 0.82803(10) 0.05511(7) 0.0528(4) Uani 1 1 d .
F4 F 0.6009(2) 0.78629(10) -0.02391(7) 0.0534(4) Uani 1 1 d .
O3 O 0.1756(3) 0.99341(17) 0.13927(10) 0.0653(6) Uani 1 1 d .
C21 C 0.4018(4) 0.91511(18) 0.02911(12) 0.0354(6) Uani 1 1 d .
C22 C 0.5565(4) 0.89339(17) -0.01219(11) 0.0352(6) Uani 1 1 d .
C24 C 0.3401(3) 1.02258(18) 0.04254(11) 0.0324(5) Uani 1 1 d .
C25 C 0.1752(4) 1.0444(2) 0.08937(13) 0.0412(6) Uani 1 1 d .
O4 O 0.0374(3) 1.12358(17) 0.06952(9) 0.0623(5) Uani 1 1 d .
H4 H -0.0473 1.1339 0.0968 0.093 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
F1 C11 C16 117.7(2) . .
F1 C11 C18 120.1(2) . .
C16 C11 C18 122.2(2) . .
O2 C12 O1 124.7(2) . .
O2 C12 C18 116.97(19) . .
O1 C12 C18 118.34(19) . .
F2 C16 C11 117.74(19) . .
F2 C16 C18 119.5(2) . 3_665
C11 C16 C18 122.7(2) . 3_665
C11 C18 C16 115.1(2) . 3_665
C11 C18 C12 122.30(19) . .
C16 C18 C12 122.5(2) 3_665 .
C14 N1 C17 123.72(18) . .
C14 N2 C15 122.40(18) . .
N3 C14 N2 122.02(19) . .
N3 C14 N1 119.8(2) . .
N2 C14 N1 118.17(19) . .
C20 C15 N2 119.2(2) . .
C20 C15 C26 124.9(2) . .
N2 C15 C26 115.95(18) . .
O8 C17 N1 118.42(19) . .
O8 C17 C20 126.1(2) . .
N1 C17 C20 115.49(18) . .
C15 C20 C17 120.9(2) . .
F3 C21 C22 118.0(2) . .
F3 C21 C24 120.2(2) . .
C22 C21 C24 121.8(2) . .
F4 C22 C21 117.6(2) . .
F4 C22 C24 120.4(2) . 3_675
C21 C22 C24 122.01(19) . 3_675
C22 C24 C21 116.2(2) 3_675 .
C22 C24 C25 122.9(2) 3_675 .
C21 C24 C25 120.8(2) . .
O3 C25 O4 125.2(2) . .
O3 C25 C24 122.2(2) . .
O4 C25 C24 112.6(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F2 C16 1.347(2) .
F1 C11 1.344(2) .
O2 C12 1.246(2) .
O1 C12 1.255(3) .
C11 C16 1.376(3) .
C11 C18 1.388(3) .
C12 C18 1.515(3) .
C16 C18 1.392(3) 3_665
C18 C16 1.392(3) 3_665
N1 C14 1.348(2) .
N1 C17 1.383(3) .
O8 C17 1.238(2) .
N2 C14 1.335(3) .
N2 C15 1.382(3) .
N3 C14 1.305(3) .
C15 C20 1.341(3) .
C15 C26 1.494(3) .
C17 C20 1.426(3) .
F3 C21 1.346(2) .
F4 C22 1.344(2) .
O3 C25 1.197(3) .
C21 C22 1.373(3) .
C21 C24 1.383(3) .
C22 C24 1.381(3) 3_675
C24 C22 1.381(3) 3_675
C24 C25 1.502(3) .
C25 O4 1.301(3) .
