#------------------------------------------------------------------------------
#$Date: 2025-08-21 14:03:24 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301848 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/26/7022659.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_7022659
loop_
_publ_author_name
'Akhuli, Bidyut'
'Ghosh, Pradyut'
_publ_section_title
;
 Selective recognition of sulphate in a Cu(II) assisted 1D polymer of a
 simple pentafluorophenyl substituted pyridyl-urea via second sphere
 coordination.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5818
_journal_page_last               5825
_journal_paper_doi               10.1039/c3dt32710h
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C12 H6 F5 N3 O'
_chemical_formula_weight         303.20
_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                   12.7261(15)
_cell_length_b                   10.2498(12)
_cell_length_c                   18.184(2)
_cell_measurement_reflns_used    3645
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.22
_cell_measurement_theta_min      2.75
_cell_volume                     2371.9(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'MERCURY 2.3'
_computing_publication_material  'ORTEP 3v.2'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0336
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            18944
_diffrn_reflns_theta_full        27.31
_diffrn_reflns_theta_max         27.31
_diffrn_reflns_theta_min         2.24
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  0.9901
_exptl_absorpt_correction_T_min  0.9368
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            BLUE
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2654
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0407
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1558
_reflns_number_gt                1835
_reflns_number_total             2654
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt32710h.txt
_cod_data_source_block           arun_2
_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.

'_exptl_absorpt_correction_type' value 'MULTI-SCAN'
changed to 'multi-scan' 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 
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7022659
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
F1 F 0.46806(8) 0.04539(12) 0.66299(8) 0.0704(4) Uani 1 1 d .
F2 F 0.40839(9) -0.17538(13) 0.59702(8) 0.0848(5) Uani 1 1 d .
F3 F 0.53589(11) -0.29208(13) 0.49724(8) 0.0896(5) Uani 1 1 d .
F4 F 0.72398(12) -0.18219(15) 0.46451(8) 0.0935(5) Uani 1 1 d .
F5 F 0.78230(9) 0.04205(13) 0.52704(7) 0.0782(4) Uani 1 1 d .
N1 N 0.99603(12) 0.34855(15) 0.80839(10) 0.0563(4) Uani 1 1 d .
C12 C 0.97073(15) 0.45077(19) 0.84992(12) 0.0573(5) Uani 1 1 d .
H12 H 1.0212 0.4855 0.8813 0.069 Uiso 1 1 calc R
C11 C 0.87253(15) 0.50667(19) 0.84796(12) 0.0601(5) Uani 1 1 d .
H11 H 0.8571 0.5785 0.8772 0.072 Uiso 1 1 calc R
C10 C 0.79760(14) 0.45483(17) 0.80213(11) 0.0538(5) Uani 1 1 d .
H10 H 0.7303 0.4903 0.8009 0.065 Uiso 1 1 calc R
C8 C 0.82270(12) 0.34952(16) 0.75778(10) 0.0436(4) Uani 1 1 d .
C9 C 0.92375(12) 0.29939(18) 0.76271(10) 0.0495(4) Uani 1 1 d .
H9 H 0.9419 0.2289 0.7331 0.059 Uiso 1 1 calc R
N2 N 0.74509(10) 0.30155(14) 0.71014(9) 0.0521(4) Uani 1 1 d .
H2 H 0.6911 0.3507 0.7037 0.063 Uiso 1 1 calc R
C7 C 0.74512(12) 0.18613(17) 0.67278(10) 0.0465(4) Uani 1 1 d .
O1 O 0.81659(10) 0.10774(13) 0.67293(8) 0.0600(4) Uani 1 1 d .
N3 N 0.65299(11) 0.16820(14) 0.63396(9) 0.0518(4) Uani 1 1 d .
H3 H 0.6092 0.2318 0.6308 0.062 Uiso 1 1 calc R
C1 C 0.62856(13) 0.04945(16) 0.59954(9) 0.0467(4) Uani 1 1 d .
C2 C 0.53305(13) -0.01003(19) 0.61420(10) 0.0500(5) Uani 1 1 d .
C3 C 0.50174(15) -0.12302(19) 0.58055(12) 0.0570(5) Uani 1 1 d .
C6 C 0.69156(15) -0.0113(2) 0.54765(11) 0.0549(5) Uani 1 1 d .
C4 C 0.56614(17) -0.18243(19) 0.53048(12) 0.0605(5) Uani 1 1 d .
C5 C 0.66162(17) -0.1266(2) 0.51471(11) 0.0618(5) 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
C12 N1 C9 118.84(16)
N1 C12 C11 122.21(18)
N1 C12 H12 118.9
C11 C12 H12 118.9
C10 C11 C12 119.04(18)
C10 C11 H11 120.5
C12 C11 H11 120.5
C11 C10 C8 119.65(17)
C11 C10 H10 120.2
C8 C10 H10 120.2
C10 C8 C9 117.70(17)
C10 C8 N2 118.06(15)
C9 C8 N2 124.23(16)
N1 C9 C8 122.53(17)
N1 C9 H9 118.7
C8 C9 H9 118.7
C7 N2 C8 127.69(14)
C7 N2 H2 116.2
C8 N2 H2 116.2
O1 C7 N2 124.98(16)
O1 C7 N3 123.33(17)
N2 C7 N3 111.70(14)
C7 N3 C1 122.10(15)
C7 N3 H3 118.9
C1 N3 H3 118.9
C2 C1 C6 116.15(17)
C2 C1 N3 119.35(16)
C6 C1 N3 124.40(17)
F1 C2 C3 118.37(16)
F1 C2 C1 118.84(16)
C3 C2 C1 122.79(17)
F2 C3 C4 120.17(19)
F2 C3 C2 119.85(19)
C4 C3 C2 119.98(18)
F5 C6 C5 117.99(18)
F5 C6 C1 120.59(18)
C5 C6 C1 121.40(18)
F3 C4 C3 120.27(19)
F3 C4 C5 120.8(2)
C3 C4 C5 118.90(19)
F4 C5 C4 119.32(19)
F4 C5 C6 119.88(19)
C4 C5 C6 120.74(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
F1 C2 1.339(2)
F2 C3 1.338(2)
F3 C4 1.333(2)
F4 C5 1.337(2)
F5 C6 1.332(2)
N1 C12 1.331(3)
N1 C9 1.338(2)
C12 C11 1.375(3)
C12 H12 0.9300
C11 C10 1.373(3)
C11 H11 0.9300
C10 C8 1.385(3)
C10 H10 0.9300
C8 C9 1.388(2)
C8 N2 1.403(2)
C9 H9 0.9300
N2 C7 1.364(2)
N2 H2 0.8600
C7 O1 1.214(2)
C7 N3 1.381(2)
N3 C1 1.403(2)
N3 H3 0.8600
C1 C2 1.386(2)
C1 C6 1.386(3)
C2 C3 1.369(3)
C3 C4 1.368(3)
C6 C5 1.378(3)
C4 C5 1.374(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 48759600
