#------------------------------------------------------------------------------
#$Date: 2025-08-21 22:04:39 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301851 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/06/7050631.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_7050631
loop_
_publ_author_name
'Chu, Qianli'
'Wang, Zheming'
'Huang, Qichen'
'Yan, Chunhua'
'Zhu, Shizheng'
_publ_section_title
;
 Fluorine-containing donor-acceptor complexes: crystallographic study
 of the interactions between electronegative atoms (N, O, S) and
 halogen atoms (I, Br)
;
_journal_issue                   10
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1522
_journal_paper_doi               10.1039/b305312c
_journal_volume                  27
_journal_year                    2003
_chemical_formula_sum            'C7 H11 F4 I2 N O'
_chemical_formula_weight         454.97
_chemical_melting_point          316
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                77.793(3)
_cell_angle_beta                 81.707(3)
_cell_angle_gamma                77.341(3)
_cell_formula_units_Z            2
_cell_length_a                   6.8922(2)
_cell_length_b                   6.8945(3)
_cell_length_c                   14.5254(7)
_cell_measurement_reflns_used    3961
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      27.480
_cell_measurement_theta_min      3.535
_cell_volume                     654.74(5)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD (Nonius B. V., 1998)'
_computing_data_reduction
'HKL Denzo (Otwinowski & Minor, 1997) & maXus (Mackay et al., 1998)'
_computing_molecular_graphics    'Bruker SHELXTL V5.1 (Sheldrick, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'NONIUS KappaCCD Diffractometer'
_diffrn_measurement_method       CCD
_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  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            11693
_diffrn_reflns_theta_full        30.06
_diffrn_reflns_theta_max         30.06
_diffrn_reflns_theta_min         3.50
_exptl_absorpt_coefficient_mu    4.828
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.308
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.38
_refine_diff_density_max         1.471
_refine_diff_density_min         -1.208
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       0.0113(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3690
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0340
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0347P)²+1.7737P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0849
_refine_ls_wR_factor_ref         0.0896
_reflns_number_gt                3190
_reflns_number_total             3690
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b305312c.txt
_cod_data_source_block           Comp6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0347P)^2^+1.7737P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0347P)^2^+1.7737P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7050631
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.25664(3) 0.24964(4) 0.101780(16) 0.03201(10) Uani 1 d . . .
I2 I 0.83892(4) 0.30385(4) 0.411344(18) 0.03779(11) Uani 1 d . . .
O O 0.6766(4) 0.0330(5) 0.3335(2) 0.0407(6) Uani 1 d . . .
N N 0.4524(4) -0.1001(5) 0.2165(2) 0.0291(6) Uani 1 d . . .
F1 F 0.0876(6) 0.6780(4) 0.0421(3) 0.0745(11) Uani 1 d . . .
F2 F 0.2125(4) 0.5334(5) -0.0767(2) 0.0690(10) Uani 1 d . . .
F3 F 0.7652(4) 0.6576(5) 0.5002(2) 0.0544(7) Uani 1 d . . .
F4 F 1.0149(4) 0.6571(4) 0.38936(18) 0.0502(7) Uani 1 d . . .
C1 C 0.1035(6) 0.5091(6) 0.0078(3) 0.0353(8) Uani 1 d . . .
C2 C 0.9289(7) 0.5397(7) 0.4624(3) 0.0416(9) Uani 1 d . . .
C3 C 0.6700(6) -0.1182(7) 0.1985(3) 0.0362(8) Uani 1 d . . .
C4 C 0.7356(6) 0.0449(7) 0.2344(3) 0.0405(9) Uani 1 d . . .
C5 C 0.3910(6) -0.1040(6) 0.3176(3) 0.0329(7) Uani 1 d . . .
C6 C 0.4648(6) 0.0573(6) 0.3516(3) 0.0361(8) Uani 1 d . . .
C7 C 0.3871(7) -0.2602(7) 0.1856(3) 0.0425(9) Uani 1 d . . .
H3A H 0.711(10) -0.115(10) 0.137(5) 0.071(19) Uiso 1 d . . .
H3B H 0.745(7) -0.259(7) 0.223(3) 0.034(11) Uiso 1 d . . .
H4A H 0.887(9) 0.016(9) 0.233(4) 0.058(16) Uiso 1 d . . .
H4B H 0.672(7) 0.193(7) 0.198(3) 0.034(11) Uiso 1 d . . .
H5A H 0.457(8) -0.227(8) 0.352(4) 0.046(14) Uiso 1 d . . .
H5B H 0.244(8) -0.070(8) 0.327(4) 0.046(13) Uiso 1 d . . .
H6A H 0.406(7) 0.196(8) 0.321(3) 0.037(12) Uiso 1 d . . .
H6B H 0.426(7) 0.051(7) 0.423(4) 0.041(12) Uiso 1 d . . .
H7A H 0.421(11) -0.253(11) 0.108(5) 0.08(2) Uiso 1 d . . .
H7B H 0.241(8) -0.245(8) 0.201(4) 0.046(13) Uiso 1 d . . .
H7C H 0.444(8) -0.384(8) 0.225(4) 0.043(13) Uiso 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'
I I -0.4742 1.8119 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O C4 110.0(3) . . ?
C7 N C5 110.4(3) . . ?
C7 N C3 111.4(3) . . ?
C5 N C3 109.4(3) . . ?
F1 C1 F2 106.9(4) . . ?
F1 C1 C1 108.2(4) . 2_565 ?
F2 C1 C1 108.2(4) . 2_565 ?
F1 C1 I1 110.2(3) . . ?
F2 C1 I1 109.3(3) . . ?
C1 C1 I1 113.8(3) 2_565 . ?
F4 C2 F3 107.8(4) . . ?
F4 C2 C2 109.2(4) . 2_766 ?
F3 C2 C2 107.5(5) . 2_766 ?
F4 C2 I2 109.2(3) . . ?
F3 C2 I2 109.6(3) . . ?
C2 C2 I2 113.4(4) 2_766 . ?
N C3 C4 110.6(3) . . ?
N C3 H3A 111(4) . . ?
C4 C3 H3A 111(4) . . ?
N C3 H3B 113(3) . . ?
C4 C3 H3B 113(3) . . ?
H3A C3 H3B 97(5) . . ?
O C4 C3 110.7(3) . . ?
O C4 H4A 101(3) . . ?
C3 C4 H4A 110(3) . . ?
O C4 H4B 109(2) . . ?
C3 C4 H4B 111(2) . . ?
H4A C4 H4B 115(4) . . ?
N C5 C6 111.0(3) . . ?
N C5 H5A 109(3) . . ?
C6 C5 H5A 104(3) . . ?
N C5 H5B 108(3) . . ?
C6 C5 H5B 106(3) . . ?
H5A C5 H5B 119(4) . . ?
O C6 C5 110.9(3) . . ?
O C6 H6A 108(3) . . ?
C5 C6 H6A 113(3) . . ?
O C6 H6B 109(3) . . ?
C5 C6 H6B 111(3) . . ?
H6A C6 H6B 106(4) . . ?
N C7 H7A 112(4) . . ?
N C7 H7B 109(3) . . ?
H7A C7 H7B 108(5) . . ?
N C7 H7C 106(3) . . ?
H7A C7 H7C 116(5) . . ?
H7B C7 H7C 106(4) . . ?
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
I1 C1 2.175(4) . ?
I2 C2 2.159(4) . ?
O C6 1.424(5) . ?
O C4 1.428(5) . ?
N C7 1.451(5) . ?
N C5 1.466(5) . ?
N C3 1.467(5) . ?
F1 C1 1.338(5) . ?
F2 C1 1.343(5) . ?
F3 C2 1.358(5) . ?
F4 C2 1.341(5) . ?
C1 C1 1.512(7) 2_565 ?
C2 C2 1.509(9) 2_766 ?
C3 C4 1.509(6) . ?
C3 H3A 0.89(7) . ?
C3 H3B 1.01(5) . ?
C4 H4A 1.02(6) . ?
C4 H4B 1.08(5) . ?
C5 C6 1.513(5) . ?
C5 H5A 0.94(5) . ?
C5 H5B 0.98(5) . ?
C6 H6A 0.99(5) . ?
C6 H6B 1.02(5) . ?
C7 H7A 1.11(7) . ?
C7 H7B 0.98(5) . ?
C7 H7C 0.96(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139175196
