#------------------------------------------------------------------------------
#$Date: 2025-08-21 02:19:08 +0200 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: svn://saulius.grazulis.lt/cod-secondary/cif/4/50/19/4501979.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_4501979
loop_
_publ_author_name
'Vasylyeva, Vera'
'Merz, Klaus'
_publ_section_title
;
 Fluorobenzonitriles: Influence of the Substitution Pattern on Melting and
 Crystallization Properties
;
_journal_issue                   10
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              4250
_journal_paper_doi               10.1021/cg100794s
_journal_volume                  10
_journal_year                    2010
_chemical_formula_sum            'C7 H4 F N'
_chemical_formula_weight         121.11
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_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                   11.094(7)
_cell_length_b                   7.803(3)
_cell_length_c                   14.174(9)
_cell_measurement_temperature    213(2)
_cell_volume                     1227.0(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.861
_diffrn_measured_fraction_theta_max 0.861
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0974
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            928
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.41
_exptl_absorpt_coefficient_mu    0.100
_exptl_absorpt_correction_T_max  0.9802
_exptl_absorpt_correction_T_min  0.9705
_exptl_absorpt_correction_type   empirical
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.249
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.021(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     83
_refine_ls_number_reflns         928
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1116
_refine_ls_R_factor_gt           0.0699
_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/[\s^2^(Fo^2^)+(0.0918P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1657
_refine_ls_wR_factor_ref         0.1895
_reflns_number_gt                544
_reflns_number_total             928
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg100794s_si_002.cif
_cod_data_source_block           ortho
_cod_original_cell_volume        1227.1(12)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4501979
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
C1 C 0.3580(3) 0.1572(4) 0.4218(2) 0.0451(10) Uani 1 1 d .
F1 F 0.51086(19) 0.2749(3) 0.51576(13) 0.0724(9) Uani 1 1 d .
C2 C 0.4585(3) 0.2597(5) 0.4295(2) 0.0469(10) Uani 1 1 d .
C4 C 0.4499(4) 0.3311(5) 0.2673(2) 0.0586(12) Uani 1 1 d .
H4A H 0.4813 0.3897 0.2149 0.070 Uiso 1 1 calc R
C6 C 0.3036(4) 0.1431(5) 0.3331(3) 0.0579(12) Uani 1 1 d .
H6A H 0.2353 0.0730 0.3257 0.069 Uiso 1 1 calc R
C7 C 0.3134(4) 0.0635(6) 0.5024(3) 0.0556(12) Uani 1 1 d .
C3 C 0.5058(3) 0.3467(5) 0.3543(2) 0.0563(12) Uani 1 1 d .
H3A H 0.5747 0.4156 0.3615 0.068 Uiso 1 1 calc R
N1 N 0.2798(3) -0.0129(5) 0.5658(3) 0.0774(13) Uani 1 1 d .
C5 C 0.3484(4) 0.2304(5) 0.2569(2) 0.0592(12) Uani 1 1 d .
H5A H 0.3104 0.2216 0.1978 0.071 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.047(2) 0.041(3) 0.047(2) -0.0087(16) 0.0064(16) 0.0035(17)
F1 0.0735(16) 0.096(2) 0.0478(14) -0.0055(11) -0.0126(10) -0.0072(13)
C2 0.049(2) 0.054(3) 0.0381(18) -0.0085(16) -0.0046(15) 0.0045(18)
C4 0.065(3) 0.064(3) 0.047(2) -0.0018(18) 0.0031(19) 0.001(2)
C6 0.062(3) 0.047(3) 0.064(3) -0.012(2) -0.0083(19) -0.0063(19)
C7 0.058(2) 0.048(3) 0.061(2) -0.005(2) 0.0086(19) 0.004(2)
C3 0.050(2) 0.063(3) 0.056(2) -0.0008(18) 0.0024(18) -0.0103(17)
N1 0.083(3) 0.073(3) 0.076(2) 0.012(2) 0.0242(19) 0.004(2)
C5 0.075(3) 0.057(3) 0.045(2) -0.0119(19) -0.0160(18) 0.004(2)
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'
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
C2 C1 C6 117.8(3)
C2 C1 C7 120.6(3)
C6 C1 C7 121.5(3)
F1 C2 C3 119.6(3)
F1 C2 C1 117.9(3)
C3 C2 C1 122.5(3)
C5 C4 C3 120.7(4)
C5 C6 C1 120.8(4)
N1 C7 C1 178.7(4)
C2 C3 C4 118.5(4)
C6 C5 C4 119.6(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.377(5)
C1 C6 1.399(5)
C1 C7 1.445(5)
F1 C2 1.359(4)
C2 C3 1.368(5)
C4 C5 1.380(6)
C4 C3 1.385(5)
C6 C5 1.371(5)
C7 N1 1.141(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 61172
2 PubChem 67855
