#------------------------------------------------------------------------------
#$Date: 2023-12-22 17:07:40 +0200 (Fri, 22 Dec 2023) $
#$Revision: 288505 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/07/7210761.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_7210761
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         'C8 H9 N O'
_chemical_formula_sum            'C8 H9 N O'
_chemical_formula_weight         135.16
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.509(5)
_cell_length_b                   9.299(5)
_cell_length_c                   16.435(9)
_cell_measurement_reflns_used    1638
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.35
_cell_measurement_theta_min      3.28
_cell_volume                     1453.3(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.0493
_diffrn_reflns_av_sigmaI/netI    0.0486
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5308
_diffrn_reflns_theta_full        25.13
_diffrn_reflns_theta_max         25.13
_diffrn_reflns_theta_min         2.48
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.9959
_exptl_absorpt_correction_T_min  0.9781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       0.031(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1286
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0452
_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)+(0.0778P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1125
_refine_ls_wR_factor_ref         0.1502
_reflns_number_gt                873
_reflns_number_total             1286
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ce40111a.txt
_cod_data_source_block           BZ-0
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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_cell_volume        1453.3(13)
_cod_database_code               7210761
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -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
O1 O 0.21162(13) 0.16610(17) 0.52314(8) 0.0515(5) Uani 1 1 d .
N1 N 0.42983(17) 0.2555(2) 0.53098(9) 0.0450(6) Uani 1 1 d .
H1 H 0.5153 0.2575 0.5104 0.054 Uiso 1 1 calc R
C1 C 0.37389(18) 0.0896(2) 0.42147(11) 0.0395(6) Uani 1 1 d .
C2 C 0.2825(2) -0.0179(2) 0.39441(12) 0.0465(6) Uani 1 1 d .
H2 H 0.1988 -0.0371 0.4240 0.056 Uiso 1 1 calc R
C3 C 0.3120(2) -0.0967(3) 0.32533(13) 0.0521(7) Uani 1 1 d .
H3 H 0.2493 -0.1700 0.3079 0.063 Uiso 1 1 calc R
C4 C 0.4331(2) -0.0686(3) 0.28165(13) 0.0543(7) Uani 1 1 d .
H4 H 0.4533 -0.1214 0.2336 0.065 Uiso 1 1 calc R
C5 C 0.5248(2) 0.0369(3) 0.30836(12) 0.0543(7) Uani 1 1 d .
H5 H 0.6084 0.0556 0.2785 0.065 Uiso 1 1 calc R
C6 C 0.4965(2) 0.1152(2) 0.37774(12) 0.0459(6) Uani 1 1 d .
H6 H 0.5608 0.1867 0.3956 0.055 Uiso 1 1 calc R
C7 C 0.3331(2) 0.1736(2) 0.49569(13) 0.0405(6) Uani 1 1 d .
C8 C 0.3989(2) 0.3423(3) 0.60274(12) 0.0537(7) Uani 1 1 d .
H8A H 0.3393 0.4238 0.5872 0.081 Uiso 1 1 calc R
H8B H 0.4870 0.3782 0.6261 0.081 Uiso 1 1 calc R
H8C H 0.3497 0.2833 0.6431 0.081 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'
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
C7 N1 C8 122.08(17)
C7 N1 H1 119.0
C8 N1 H1 119.0
C6 C1 C2 118.64(19)
C6 C1 C7 123.24(19)
C2 C1 C7 118.11(17)
C3 C2 C1 121.03(19)
C3 C2 H2 119.5
C1 C2 H2 119.5
C2 C3 C4 119.8(2)
C2 C3 H3 120.1
C4 C3 H3 120.1
C3 C4 C5 119.6(2)
C3 C4 H4 120.2
C5 C4 H4 120.2
C6 C5 C4 120.9(2)
C6 C5 H5 119.6
C4 C5 H5 119.6
C5 C6 C1 120.1(2)
C5 C6 H6 120.0
C1 C6 H6 120.0
O1 C7 N1 121.18(19)
O1 C7 C1 120.43(19)
N1 C7 C1 118.39(17)
N1 C8 H8A 109.5
N1 C8 H8B 109.5
H8A C8 H8B 109.5
N1 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.243(2)
N1 C7 1.327(3)
N1 C8 1.459(3)
N1 H1 0.8800
C1 C6 1.390(3)
C1 C2 1.397(3)
C1 C7 1.499(3)
C2 C3 1.380(3)
C2 H2 0.9500
C3 C4 1.382(3)
C3 H3 0.9500
C4 C5 1.384(3)
C4 H4 0.9500
C5 C6 1.380(3)
C5 H5 0.9500
C6 H6 0.9500
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
C6 C1 C2 C3 -0.6(3)
C7 C1 C2 C3 178.35(18)
C1 C2 C3 C4 -0.5(3)
C2 C3 C4 C5 1.0(3)
C3 C4 C5 C6 -0.5(3)
C4 C5 C6 C1 -0.6(3)
C2 C1 C6 C5 1.1(3)
C7 C1 C6 C5 -177.79(18)
C8 N1 C7 O1 -0.9(3)
C8 N1 C7 C1 179.16(17)
C6 C1 C7 O1 165.98(19)
C2 C1 C7 O1 -12.9(3)
C6 C1 C7 N1 -14.0(3)
C2 C1 C7 N1 167.10(18)
