#------------------------------------------------------------------------------
#$Date: 2023-12-22 17:07:40 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288505 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/07/7210758.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_7210758
loop_
_publ_author_name
'Panini, Piyush'
'Chopra, Deepak'
_publ_section_title
;
 Quantitative insights into energy contributions of intermolecular
 interactions in fluorine and trifluoromethyl substituted isomeric
 N-phenylacetamides and N-methylbenzamides
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              3711
_journal_paper_doi               10.1039/c3ce40111a
_journal_volume                  15
_journal_year                    2013
_chemical_formula_moiety         'C9 H8 F3 N O'
_chemical_formula_sum            'C9 H8 F3 N O'
_chemical_formula_weight         203.16
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 92.3960(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.77620(10)
_cell_length_b                   13.3736(3)
_cell_length_c                   13.9528(3)
_cell_measurement_reflns_used    3529
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.41
_cell_measurement_theta_min      2.92
_cell_volume                     890.46(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7713
_diffrn_reflns_theta_full        27.51
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.9930
_exptl_absorpt_correction_T_min  0.9508
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     128
_refine_ls_number_reflns         2039
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0356
_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)+(0.0418P)²+0.3212P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0903
_reflns_number_gt                1750
_reflns_number_total             2039
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40111a.txt
_cod_data_source_block           AC-4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

data name '_iucr_refine_instruction_details' was replaced with
'_iucr_refine_instructions_details' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7210758
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
N1 N -0.0241(2) 0.87645(8) 0.12961(7) 0.0154(2) Uani 1 1 d .
H1 H -0.2020 0.8727 0.1432 0.018 Uiso 1 1 calc R
O1 O 0.41170(19) 0.92116(7) 0.18398(7) 0.0243(2) Uani 1 1 d .
F1 F -0.2188(2) 0.58150(6) 0.04090(7) 0.0388(3) Uani 1 1 d .
F2 F -0.00547(17) 0.65203(6) 0.16124(6) 0.0290(2) Uani 1 1 d .
F3 F -0.40025(16) 0.70894(6) 0.10808(6) 0.0258(2) Uani 1 1 d .
C1 C 0.0617(3) 0.83556(9) 0.04113(9) 0.0156(3) Uani 1 1 d .
C2 C 0.2166(3) 0.89445(10) -0.01947(9) 0.0190(3) Uani 1 1 d .
H2 H 0.2650 0.9609 -0.0012 0.023 Uiso 1 1 calc R
C3 C 0.3010(3) 0.85707(11) -0.10622(10) 0.0245(3) Uani 1 1 d .
H3 H 0.4089 0.8975 -0.1468 0.029 Uiso 1 1 calc R
C4 C 0.2279(3) 0.76082(11) -0.13385(10) 0.0271(3) Uani 1 1 d .
H4 H 0.2824 0.7357 -0.1940 0.033 Uiso 1 1 calc R
C5 C 0.0757(3) 0.70115(10) -0.07393(10) 0.0229(3) Uani 1 1 d .
H5 H 0.0276 0.6348 -0.0927 0.028 Uiso 1 1 calc R
C6 C -0.0071(3) 0.73795(10) 0.01370(9) 0.0176(3) Uani 1 1 d .
C7 C 0.1574(3) 0.92078(9) 0.19342(9) 0.0172(3) Uani 1 1 d .
C8 C 0.0301(3) 0.97037(11) 0.27791(9) 0.0221(3) Uani 1 1 d .
H8A H 0.0961 0.9369 0.3371 0.033 Uiso 1 1 calc R
H8B H -0.1746 0.9656 0.2714 0.033 Uiso 1 1 calc R
H8C H 0.0857 1.0409 0.2803 0.033 Uiso 1 1 calc R
C9 C -0.1582(3) 0.67040(10) 0.08011(9) 0.0199(3) Uani 1 1 d .
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'
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'
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
C7 N1 C1 122.57(10)
C7 N1 H1 118.7
C1 N1 H1 118.7
C2 C1 C6 119.21(11)
C2 C1 N1 119.25(11)
C6 C1 N1 121.54(11)
C3 C2 C1 120.56(12)
C3 C2 H2 119.7
C1 C2 H2 119.7
C4 C3 C2 120.00(12)
C4 C3 H3 120.0
C2 C3 H3 120.0
C5 C4 C3 120.04(12)
C5 C4 H4 120.0
C3 C4 H4 120.0
C4 C5 C6 120.20(13)
C4 C5 H5 119.9
C6 C5 H5 119.9
C5 C6 C1 119.98(12)
C5 C6 C9 119.45(12)
C1 C6 C9 120.50(11)
O1 C7 N1 122.74(11)
O1 C7 C8 121.12(12)
N1 C7 C8 116.13(11)
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
F1 C9 F3 106.68(11)
F1 C9 F2 106.45(11)
F3 C9 F2 105.66(10)
F1 C9 C6 112.62(11)
F3 C9 C6 113.06(11)
F2 C9 C6 111.86(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C7 1.3531(17)
N1 C1 1.4259(15)
N1 H1 0.8800
O1 C7 1.2273(16)
F1 C9 1.3356(16)
F2 C9 1.3435(16)
F3 C9 1.3387(15)
C1 C2 1.3910(17)
C1 C6 1.3958(18)
C2 C3 1.3849(18)
C2 H2 0.9500
C3 C4 1.384(2)
C3 H3 0.9500
C4 C5 1.3840(19)
C4 H4 0.9500
C5 C6 1.3907(18)
C5 H5 0.9500
C6 C9 1.5003(17)
C7 C8 1.5031(17)
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C7 N1 C1 C2 -51.92(17)
C7 N1 C1 C6 128.36(13)
C6 C1 C2 C3 0.26(19)
N1 C1 C2 C3 -179.46(12)
C1 C2 C3 C4 0.9(2)
C2 C3 C4 C5 -1.4(2)
C3 C4 C5 C6 0.7(2)
C4 C5 C6 C1 0.4(2)
C4 C5 C6 C9 -176.63(13)
C2 C1 C6 C5 -0.90(19)
N1 C1 C6 C5 178.82(12)
C2 C1 C6 C9 176.12(12)
N1 C1 C6 C9 -4.16(19)
C1 N1 C7 O1 -6.70(19)
C1 N1 C7 C8 173.32(11)
C5 C6 C9 F1 -5.85(19)
C1 C6 C9 F1 177.11(12)
C5 C6 C9 F3 -126.88(13)
C1 C6 C9 F3 56.08(17)
C5 C6 C9 F2 113.99(14)
C1 C6 C9 F2 -63.05(16)
