#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:39:22 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180348 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/17/7201774.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_7201774
loop_
_publ_author_name
'Howard, Judith A. K.'
'Sparkes, Hazel A.'
_publ_section_title
;
 Trans-4-(trifluoromethyl) cinnamic acid: Structural characterisation
 and crystallographic investigation into the temperature induced phase
 transition
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              502
_journal_paper_doi               10.1039/b715349j
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         'C10 H7 F3 O2'
_chemical_formula_sum            'C10 H7 F3 O2'
_chemical_formula_weight         216.16
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                94.028(12)
_cell_angle_beta                 90.878(11)
_cell_angle_gamma                94.675(14)
_cell_formula_units_Z            4
_cell_length_a                   7.693(3)
_cell_length_b                   7.816(4)
_cell_length_c                   15.076(7)
_cell_measurement_reflns_used    3407
_cell_measurement_temperature    145(2)
_cell_measurement_theta_max      30.216
_cell_measurement_theta_min      2.619
_cell_volume                     901.0(7)
_computing_cell_refinement       'SAINT version 6.45A (Bruker, 2003)'
_computing_data_collection       'SMART version 5.054 (Bruker, 1999)'
_computing_data_reduction        'SAINT version 6.45A (Bruker, 2003)'
_computing_molecular_graphics    'ORTEP3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      145(2)
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.908
_diffrn_measurement_device_type  'Bruker SMART 6K CCD Detector'
_diffrn_measurement_method       ω
_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  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8879
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         30.50
_diffrn_reflns_theta_min         1.35
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, (G. Sheldrick, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.348
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         4981
_refine_ls_number_restraints     138
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0711
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0891P)²+0.0305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1325
_refine_ls_wR_factor_ref         0.1512
_reflns_number_gt                3388
_reflns_number_total             4981
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b715349j.txt
_cod_data_source_block           07has003
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        901.1(7)
_cod_database_code               7201774
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
F1A F 0.6800(9) 0.0360(11) 0.2451(5) 0.049(3) Uani 0.39 1 d PU A 1
F2A F 0.6389(11) 0.191(2) 0.3715(14) 0.054(2) Uani 0.39 1 d PU A 1
F3C F 0.442(3) 0.0469(19) 0.3136(19) 0.050(2) Uani 0.30 1 d PU A 3
F4A F 0.8609(7) 0.8385(6) 0.4161(3) 0.0508(14) Uani 0.39 1 d PU B 1
F5A F 0.5904(7) 0.7974(6) 0.4489(3) 0.0591(13) Uani 0.39 1 d PU B 1
F6A F 0.7627(7) 0.9884(7) 0.5242(4) 0.0514(17) Uani 0.39 1 d PU B 1
O1 O 0.08541(15) 0.77401(13) -0.10493(7) 0.0459(3) Uani 1 1 d . . .
O2 O 0.25131(16) 0.94833(13) -0.00833(8) 0.0497(3) Uani 1 1 d . . .
H2 H 0.2134 1.0240 -0.0386 0.060 Uiso 1 1 calc R . .
O3 O 1.14066(16) 0.20445(13) 0.90837(7) 0.0459(3) Uani 1 1 d . . .
O4 O 0.97115(14) 0.03305(13) 0.81162(7) 0.0438(3) Uani 1 1 d . . .
H4 H 1.0010 -0.0428 0.8442 0.053 Uiso 1 1 calc R . .
C1 C 0.1870(2) 0.79632(18) -0.04037(10) 0.0391(3) Uani 1 1 d . . .
C2 C 0.2421(2) 0.64946(18) 0.00601(10) 0.0401(3) Uani 1 1 d . . .
H2A H 0.1984 0.5365 -0.0152 0.048 Uiso 1 1 calc R . .
C3 C 0.35007(19) 0.66801(18) 0.07611(10) 0.0388(3) Uani 1 1 d . . .
H3 H 0.3960 0.7818 0.0943 0.047 Uiso 1 1 calc R . .
C4 C 0.40545(19) 0.52929(17) 0.12837(10) 0.0367(3) Uani 1 1 d . . .
C5 C 0.5181(2) 0.56947(18) 0.20062(12) 0.0441(4) Uani 1 1 d . . .
H5 H 0.5597 0.6861 0.2150 0.053 Uiso 1 1 calc R . .
C6 C 0.5716(2) 0.44238(19) 0.25256(12) 0.0450(4) Uani 1 1 d . . .
H6 H 0.6496 0.4716 0.3017 0.054 Uiso 1 1 calc R . .
C7 C 0.50964(19) 0.27280(18) 0.23176(11) 0.0383(3) Uani 1 1 d . A .
C8 C 0.3969(2) 0.23034(18) 0.15981(11) 0.0415(3) Uani 1 1 d . . .
H8 H 0.3552 0.1136 0.1458 0.050 Uiso 1 1 calc R . .
C9 C 0.3446(2) 0.35707(18) 0.10823(10) 0.0408(3) Uani 1 1 d . . .
H9 H 0.2670 0.3271 0.0589 0.049 Uiso 1 1 calc R . .
C10 C 0.5646(2) 0.13260(19) 0.28599(12) 0.0432(4) Uani 1 1 d . . .
C11 C 1.04367(19) 0.18379(17) 0.84203(10) 0.0365(3) Uani 1 1 d . . .
C12 C 1.0032(2) 0.33065(18) 0.79184(10) 0.0383(3) Uani 1 1 d . . .
H12 H 1.0439 0.4434 0.8147 0.046 Uiso 1 1 calc R . .
C13 C 0.91211(19) 0.31178(17) 0.71595(10) 0.0365(3) Uani 1 1 d . . .
H13 H 0.8674 0.1980 0.6969 0.044 Uiso 1 1 calc R . .
C14 C 0.87303(19) 0.44773(17) 0.65828(10) 0.0360(3) Uani 1 1 d . . .
C15 C 0.7794(2) 0.40315(19) 0.58005(12) 0.0467(4) Uani 1 1 d . . .
H15 H 0.7412 0.2858 0.5653 0.056 Uiso 1 1 calc R . .
C16 C 0.7401(2) 0.5259(2) 0.52257(12) 0.0474(4) Uani 1 1 d . . .
H16 H 0.6753 0.4932 0.4691 0.057 Uiso 1 1 calc R . .
C17 C 0.79631(19) 0.69698(18) 0.54396(10) 0.0384(3) Uani 1 1 d . B .
C18 C 0.8904(2) 0.74423(18) 0.62154(10) 0.0410(3) Uani 1 1 d . . .
H18 H 0.9289 0.8617 0.6358 0.049 Uiso 1 1 calc R . .
C19 C 0.9291(2) 0.62108(18) 0.67886(10) 0.0396(3) Uani 1 1 d . . .
H19 H 0.9939 0.6543 0.7323 0.048 Uiso 1 1 calc R . .
C20 C 0.7529(2) 0.82933(19) 0.48177(11) 0.0427(4) Uani 1 1 d . . .
F6B F 0.6897(7) 0.9627(9) 0.5169(5) 0.0601(13) Uani 0.34 1 d PU B 2
F4B F 0.9012(9) 0.8906(8) 0.4379(5) 0.0606(14) Uani 0.34 1 d PU B 2
F5B F 0.6477(7) 0.7665(6) 0.4102(3) 0.0696(12) Uani 0.34 1 d PU B 2
F6C F 0.5833(10) 0.8485(9) 0.4821(4) 0.0552(14) Uani 0.27 1 d PU B 3
F5C F 0.7940(10) 0.7917(9) 0.4012(5) 0.0634(16) Uani 0.27 1 d PU B 3
F4C F 0.8233(11) 0.9896(12) 0.5077(6) 0.0621(16) Uani 0.27 1 d PU B 3
F2C F 0.6782(13) 0.1796(11) 0.3412(4) 0.0600(14) Uani 0.30 1 d PU A 3
F1B F 0.7141(17) 0.0725(14) 0.2635(8) 0.0546(18) Uani 0.31 1 d PU A 2
F2B F 0.5949(17) 0.195(3) 0.3707(18) 0.059(2) Uani 0.31 1 d PU A 2
F1C F 0.6380(15) 0.0098(17) 0.2234(8) 0.053(2) Uani 0.30 1 d PU A 3
F3B F 0.447(3) 0.007(4) 0.2916(16) 0.054(2) Uani 0.31 1 d PU A 2
F3A F 0.422(4) 0.013(3) 0.3054(12) 0.0467(18) Uani 0.39 1 d PU A 1
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
C1 O2 H2 109.5 . . ?
C11 O4 H4 109.5 . . ?
O1 C1 O2 123.17(13) . . ?
O1 C1 C2 120.97(14) . . ?
O2 C1 C2 115.87(14) . . ?
C3 C2 C1 122.84(14) . . ?
C3 C2 H2A 118.6 . . ?
C1 C2 H2A 118.6 . . ?
C2 C3 C4 126.24(14) . . ?
C2 C3 H3 116.9 . . ?
C4 C3 H3 116.9 . . ?
C5 C4 C9 118.72(13) . . ?
C5 C4 C3 119.45(13) . . ?
C9 C4 C3 121.82(15) . . ?
C4 C5 C6 121.25(14) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C7 C6 C5 119.21(15) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C8 C7 C6 120.31(14) . . ?
C8 C7 C10 118.98(13) . . ?
C6 C7 C10 120.70(15) . . ?
C9 C8 C7 120.25(13) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.9 . . ?
C8 C9 C4 120.26(15) . . ?
C8 C9 H9 119.9 . . ?
C4 C9 H9 119.9 . . ?
F3C C10 F2C 114.8(12) . . ?
F3B C10 F1B 109.8(11) . . ?
F3B C10 F2B 104.2(14) . . ?
F1B C10 F2B 103.0(8) . . ?
F1A C10 F3A 104.6(8) . . ?
F1A C10 F2A 106.9(6) . . ?
F3A C10 F2A 104.1(10) . . ?
F3C C10 F1C 101.8(13) . . ?
F2C C10 F1C 106.8(5) . . ?
F3C C10 C7 112.4(10) . . ?
F2C C10 C7 114.0(4) . . ?
F3B C10 C7 114.3(11) . . ?
F1B C10 C7 115.0(6) . . ?
F1A C10 C7 113.3(4) . . ?
F2B C10 C7 109.5(9) . . ?
F3A C10 C7 112.7(9) . . ?
F2A C10 C7 114.4(6) . . ?
F1C C10 C7 105.6(5) . . ?
O3 C11 O4 123.20(13) . . ?
O3 C11 C12 120.84(13) . . ?
O4 C11 C12 115.97(14) . . ?
C13 C12 C11 122.52(14) . . ?
C13 C12 H12 118.7 . . ?
C11 C12 H12 118.7 . . ?
C12 C13 C14 126.94(13) . . ?
C12 C13 H13 116.5 . . ?
C14 C13 H13 116.5 . . ?
C15 C14 C19 118.62(13) . . ?
C15 C14 C13 118.87(13) . . ?
C19 C14 C13 122.50(14) . . ?
C14 C15 C16 121.40(14) . . ?
C14 C15 H15 119.3 . . ?
C16 C15 H15 119.3 . . ?
C17 C16 C15 119.29(15) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C18 C17 C16 120.28(14) . . ?
C18 C17 C20 120.63(13) . . ?
C16 C17 C20 119.08(14) . . ?
C17 C18 C19 120.23(14) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 H18 119.9 . . ?
C18 C19 C14 120.19(14) . . ?
C18 C19 H19 119.9 . . ?
C14 C19 H19 119.9 . . ?
F5C C20 F6C 107.4(5) . . ?
F4A C20 F5A 109.1(3) . . ?
F5C C20 F4C 109.2(5) . . ?
F6C C20 F4C 102.5(5) . . ?
F4A C20 F6A 106.1(3) . . ?
F5A C20 F6A 106.9(3) . . ?
F6B C20 F5B 108.1(4) . . ?
F6B C20 F4B 105.3(4) . . ?
F5B C20 F4B 100.3(4) . . ?
F6B C20 C17 116.1(4) . . ?
F5C C20 C17 113.4(4) . . ?
F4A C20 C17 112.3(2) . . ?
F6C C20 C17 110.4(3) . . ?
F5A C20 C17 111.1(2) . . ?
F4C C20 C17 113.3(4) . . ?
F6A C20 C17 111.1(3) . . ?
F5B C20 C17 114.6(2) . . ?
F4B C20 C17 110.9(3) . . ?
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
F1A C10 1.341(8) . ?
F2A C10 1.432(19) . ?
F3C C10 1.21(3) . ?
F4A C20 1.305(5) . ?
F5A C20 1.335(5) . ?
F6A C20 1.353(6) . ?
O1 C1 1.233(2) . ?
O2 C1 1.3060(18) . ?
O2 H2 0.8400 . ?
O3 C11 1.2319(19) . ?
O4 C11 1.3110(18) . ?
O4 H4 0.8400 . ?
C1 C2 1.473(2) . ?
C2 C3 1.326(2) . ?
C2 H2A 0.9500 . ?
C3 C4 1.471(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(2) . ?
C4 C9 1.400(2) . ?
C5 C6 1.391(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.384(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.383(2) . ?
C7 C10 1.496(2) . ?
C8 C9 1.382(2) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 F2C 1.214(10) . ?
C10 F3B 1.29(3) . ?
C10 F1B 1.317(14) . ?
C10 F2B 1.35(3) . ?
C10 F3A 1.43(3) . ?
C10 F1C 1.452(13) . ?
C11 C12 1.470(2) . ?
C12 C13 1.325(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.466(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(2) . ?
C14 C19 1.400(2) . ?
C15 C16 1.385(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.385(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.378(2) . ?
C17 C20 1.498(2) . ?
C18 C19 1.385(2) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 F6B 1.272(7) . ?
C20 F5C 1.280(8) . ?
C20 F6C 1.326(8) . ?
C20 F4C 1.353(10) . ?
C20 F5B 1.377(5) . ?
C20 F4B 1.395(7) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O3 0.84 1.79 2.6280(17) 172.7 1_464
O4 H4 O1 0.84 1.83 2.6586(17) 168.5 1_646
