#------------------------------------------------------------------------------
#$Date: 2021-01-07 06:54:08 +0200 (Thu, 07 Jan 2021) $
#$Revision: 260692 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/72/7127254.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_7127254
loop_
_publ_author_name
'Bhandary, Subhrajyoti'
'Thompson, Amy J.'
'McMurtrie, John C.'
'Clegg, Jack K.'
'Ghosh, Peuli'
'Mangalampalli, S. R. N. Kiran'
'Takamizawa, Satoshi'
'Chopra, Deepak'
_publ_section_title
;
 The mechanism of bending in a plastically flexible crystal.
;
_journal_issue                   84
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              12841
_journal_page_last               12844
_journal_paper_doi               10.1039/d0cc05904h
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C16 H9 N O F4'
_chemical_formula_sum            'C16 H9 F4 N O'
_chemical_formula_weight         307.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-07-28 deposited with the CCDC.	2020-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.43(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.232(5)
_cell_length_b                   5.0080(10)
_cell_length_c                   10.264(2)
_cell_measurement_reflns_used    1233
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.118
_cell_measurement_theta_min      1.555
_cell_volume                     1346.0(5)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'AS QEGUI'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'known structure'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.270
_diffrn_measured_fraction_theta_max 0.256
_diffrn_measurement_device_type  'Dectris Eiger X 16M'
_diffrn_measurement_method       'Omega Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_source         'MX2 Beamline Australian Synchrotron'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.710753083229
_diffrn_reflns_av_R_equivalents  0.0662
_diffrn_reflns_av_unetI/netI     0.1040
_diffrn_reflns_Laue_measured_fraction_full 0.270
_diffrn_reflns_Laue_measured_fraction_max 0.256
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            1233
_diffrn_reflns_point_group_measured_fraction_full 0.270
_diffrn_reflns_point_group_measured_fraction_max 0.256
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.118
_diffrn_reflns_theta_min         1.555
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    0.133
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_description       plate
_exptl_crystal_F_000             624
_exptl_crystal_size_max          2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     29
_refine_ls_number_reflns         925
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.1238
_refine_ls_R_factor_gt           0.1172
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1645P)²+2.5163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3095
_refine_ls_wR_factor_ref         0.3177
_reflns_Friedel_coverage         0.000
_reflns_number_gt                811
_reflns_number_total             925
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cc05904h4.cif
_cod_data_source_block           20
_cod_depositor_comments
'Adding full bibliography for 7127251--7127264.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7127254
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.350
_shelx_estimated_absorpt_t_max   0.993
_exptl_absorp_correction_type    none
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.19046(5) 0.5124(3) 0.1698(2) 0.0261(11) Uiso 1 1 d G . . . .
F4 F 0.34903(5) 0.8865(4) 0.6404(2) 0.0378(10) Uiso 1 1 d G . . . .
C10 C 0.35085(4) 0.6831(3) 0.5555(2) 0.0301(13) Uiso 1 1 d G . . . .
C9 C 0.30748(4) 0.6251(3) 0.4770(2) 0.0292(12) Uiso 1 1 d G . . . .
C11 C 0.39602(4) 0.5405(3) 0.5484(2) 0.0282(12) Uiso 1 1 d G . . . .
C12 C 0.39772(4) 0.3303(3) 0.4604(2) 0.0292(12) Uiso 1 1 d G . . . .
C14 C 0.44268(4) 0.6165(3) 0.6349(2) 0.0314(12) Uiso 1 1 d G . . . .
C8 C 0.30952(4) 0.4122(2) 0.3895(2) 0.0258(11) Uiso 1 1 d G . . . .
H9 H 0.277151 0.727255 0.482547 0.031 Uiso 1 1 d G U . . .
C13 C 0.35432(5) 0.2645(3) 0.3824(2) 0.0285(12) Uiso 1 1 d G . . . .
H12 H 0.428416 0.231863 0.453420 0.034 Uiso 1 1 d G U . . .
F1 F 0.43210(5) 0.6385(4) 0.7602(2) 0.0440(11) Uiso 1 1 d G . . . .
F3 F 0.46241(5) 0.8494(3) 0.5993(3) 0.0370(9) Uiso 1 1 d G . . . .
F2 F 0.47981(4) 0.4340(4) 0.6286(3) 0.0411(11) Uiso 1 1 d G . . . .
C7 C 0.26468(4) 0.3346(2) 0.2997(2) 0.0255(11) Uiso 1 1 d G . . . .
H13 H 0.355221 0.117706 0.323861 0.031 Uiso 1 1 d G U . . .
O1 O 0.25694(6) 0.1002(3) 0.2699(3) 0.0315(10) Uiso 1 1 d G . . . .
N1 N 0.23508(4) 0.5397(3) 0.2547(2) 0.0258(10) Uiso 1 1 d G . . . .
H1 H 0.244067 0.702014 0.279708 0.031 Uiso 1 1 d G U . . .
C2 C 0.14963(5) 0.6813(3) 0.1904(2) 0.0280(12) Uiso 1 1 d G . . . .
C6 C 0.18753(6) 0.3290(4) 0.0672(2) 0.0317(13) Uiso 1 1 d G . . . .
H2 H 0.152132 0.808102 0.259430 0.038 Uiso 1 1 d G U . . .
C3 C 0.10477(6) 0.6645(4) 0.1094(3) 0.0292(12) Uiso 1 1 d G . . . .
H6 H 0.215611 0.215176 0.052564 0.035 Uiso 1 1 d G U . . .
C5 C 0.14302(7) 0.3147(5) -0.0134(2) 0.0390(15) Uiso 1 1 d G . . . .
C4 C 0.10177(6) 0.4798(4) 0.0071(3) 0.0349(13) Uiso 1 1 d G . . . .
C15 C 0.06220(6) 0.8332(5) 0.1334(3) 0.0366(14) Uiso 1 1 d G . . . .
H5 H 0.140851 0.190141 -0.083426 0.044 Uiso 1 1 d G U . . .
H4 H 0.071512 0.467221 -0.048336 0.044 Uiso 1 1 d G U . . .
C16 C 0.02688(7) 0.9746(6) 0.1537(4) 0.0457(17) Uiso 1 1 d G . . . .
H16 H -0.001235 1.087124 0.169874 0.055 Uiso 1 1 d G U . . .
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
_geom_angle_publ_flag
C2 C1 C6 120.5 . . ?
C2 C1 N1 117.4 . . ?
C6 C1 N1 122.1 . . ?
F4 C10 C9 118.5 . . ?
F4 C10 C11 119.2 . . ?
C9 C10 C11 122.4 . . ?
C10 C9 C8 118.2 . . ?
C10 C9 H9 120.9 . . ?
C8 C9 H9 120.9 . . ?
C10 C11 C12 119.0 . . ?
C10 C11 C14 120.1 . . ?
C12 C11 C14 121.0 . . ?
C11 C12 C13 119.8 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
F3 C14 F1 107.3 . . ?
F3 C14 F2 106.7 . . ?
F1 C14 F2 107.2 . . ?
F3 C14 C11 111.8 . . ?
F1 C14 C11 112.2 . . ?
F2 C14 C11 111.3 . . ?
C13 C8 C9 120.2 . . ?
C13 C8 C7 117.5 . . ?
C9 C8 C7 122.2 . . ?
C12 C13 C8 120.5 . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.7 . . ?
O1 C7 N1 123.9 . . ?
O1 C7 C8 120.8 . . ?
N1 C7 C8 115.2 . . ?
C7 N1 C1 124.8 . . ?
C7 N1 H1 117.6 . . ?
C1 N1 H1 117.6 . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C5 C6 C1 119.3 . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
C4 C3 C2 119.5 . . ?
C4 C3 C15 120.7 . . ?
C2 C3 C15 119.8 . . ?
C4 C5 C6 120.9 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C4 C3 119.9 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.1 . . ?
C16 C15 C3 179.7 . . ?
C15 C16 H16 180.0 . . ?
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
C1 C2 1.3909 . ?
C1 C6 1.3956 . ?
C1 N1 1.4237 . ?
F4 C10 1.3431 . ?
C10 C9 1.3848 . ?
C10 C11 1.3893 . ?
C9 C8 1.3969 . ?
C9 H9 0.9506 . ?
C11 C12 1.3895 . ?
C11 C14 1.5170 . ?
C12 C13 1.3914 . ?
C12 H12 0.9504 . ?
C14 F3 1.3361 . ?
C14 F1 1.3363 . ?
C14 F2 1.3398 . ?
C8 C13 1.3942 . ?
C8 C7 1.5015 . ?
C13 H13 0.9507 . ?
C7 O1 1.2272 . ?
C7 N1 1.3523 . ?
N1 H1 0.8804 . ?
C2 C3 1.4024 . ?
C2 H2 0.9507 . ?
C6 C5 1.3918 . ?
C6 H6 0.9505 . ?
C3 C4 1.3976 . ?
C3 C15 1.4336 . ?
C5 C4 1.3880 . ?
C5 H5 0.9507 . ?
C4 H4 0.9505 . ?
C15 C16 1.1944 . ?
C16 H16 0.9505 . ?
