#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:51:47 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179543 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/12/4501208.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_4501208
loop_
_publ_author_name
'Viger-Gravel, Jasmine'
'Korobkov, Ilia'
'Bryce, David L.'
_publ_section_title
;
 Multinuclear Solid-State Magnetic Resonance and X-ray Diffraction Study
 of Some Thiocyanate and Selenocyanate Complexes Exhibiting Halogen
 Bonding
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              4984
_journal_paper_doi               10.1021/cg200889y
_journal_volume                  11
_journal_year                    2011
_chemical_formula_sum            'C17 H12 F8 I4 N2 S'
_chemical_formula_weight         935.95
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 94.268(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.2784(3)
_cell_length_b                   9.0581(3)
_cell_length_c                   23.5345(6)
_cell_measurement_reflns_used    6186
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.86
_cell_measurement_theta_min      2.80
_cell_volume                     2610.22(13)
_computing_cell_refinement       'APEX II, Bruker (2009)'
_computing_data_collection       'APEX II, Bruker (2009)'
_computing_data_reduction        'XPREP, Bruker (2009)'
_computing_molecular_graphics    'SHELXTL, Bruker (2004)'
_computing_publication_material  'SHELXTL, Bruker (2004)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            15607
_diffrn_reflns_theta_full        26.47
_diffrn_reflns_theta_max         26.47
_diffrn_reflns_theta_min         2.80
_exptl_absorpt_coefficient_mu    4.920
_exptl_absorpt_correction_T_max  0.5672
_exptl_absorpt_correction_T_min  0.3847
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker (2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.382
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1712
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.646
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         2681
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0289
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0449P)²+3.2305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0760
_refine_ls_wR_factor_ref         0.0826
_reflns_number_gt                2158
_reflns_number_total             2681
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg200889y_si_001.cif
_cod_data_source_block           db025
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4501208
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 1.0000 0.5270(6) 0.2500 0.0710(14) Uani 1 2 d S . .
I1 I 0.69034(3) 0.40733(4) 0.366128(14) 0.07591(13) Uani 1 1 d . . .
I2 I 0.33761(3) 0.42933(4) 0.380580(14) 0.07614(13) Uani 1 1 d . . .
F1 F 0.8827(2) 0.4610(3) 0.46275(13) 0.0832(8) Uani 1 1 d . . .
F2 F 0.5761(2) 0.1520(3) 0.43319(12) 0.0840(8) Uani 1 1 d . . .
F3 F 0.4560(2) 0.3560(3) 0.50334(13) 0.0846(8) Uani 1 1 d . . .
F4 F 0.1090(2) 0.2871(3) 0.40725(11) 0.0835(8) Uani 1 1 d . . .
C1 C 0.8157(3) 0.3569(4) 0.4809(2) 0.0610(10) Uani 1 1 d . . .
C2 C 0.7270(3) 0.3112(4) 0.44598(18) 0.0576(9) Uani 1 1 d . . .
C3 C 0.6624(3) 0.2031(4) 0.46607(19) 0.0604(10) Uani 1 1 d . . .
C4 C 0.3538(3) 0.3036(4) 0.50110(19) 0.0622(10) Uani 1 1 d . . .
C5 C 0.2853(3) 0.3251(4) 0.45237(18) 0.0596(9) Uani 1 1 d . . .
C6 C 0.1805(3) 0.2695(5) 0.45283(17) 0.0600(9) Uani 1 1 d . . .
C8 C 0.9163(14) 0.623(2) 0.2657(8) 0.326(12) Uani 1 1 d . . .
H8A H 0.8543 0.5659 0.2752 0.490 Uiso 1 1 calc R . .
H8B H 0.8953 0.6877 0.2345 0.490 Uiso 1 1 calc R . .
H8C H 0.9426 0.6804 0.2982 0.490 Uiso 1 1 calc R . .
C9 C 1.0345(17) 0.4444(15) 0.2971(5) 0.328(12) Uani 1 1 d . . .
H9A H 0.9756 0.3831 0.3079 0.491 Uiso 1 1 calc R . .
H9B H 1.0570 0.5091 0.3281 0.491 Uiso 1 1 calc R . .
H9C H 1.0949 0.3834 0.2883 0.491 Uiso 1 1 calc R . .
S1 S 0.6151(9) 0.5703(9) 0.2434(4) 0.0889(17) Uani 0.50 1 d P A -1
C7 C 0.497(7) 0.5456(14) 0.248(2) 0.088(5) Uani 0.50 1 d P A -1
N2 N 0.398(3) 0.525(3) 0.2525(12) 0.098(8) Uani 0.50 1 d P A -1
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'
S S 0.1246 0.1234 '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'
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
C8 N1 C8 104.3(18) . 2_755
C8 N1 C9 107.9(10) . .
C8 N1 C9 111.0(11) 2_755 .
C8 N1 C9 111.0(11) . 2_755
C8 N1 C9 107.9(10) 2_755 2_755
C9 N1 C9 114.2(12) . 2_755
F1 C1 C3 119.0(4) . 7_656
F1 C1 C2 119.9(4) . .
C3 C1 C2 121.1(4) 7_656 .
C3 C2 C1 117.5(4) . .
C3 C2 I1 121.2(3) . .
C1 C2 I1 121.2(3) . .
F2 C3 C2 120.0(4) . .
F2 C3 C1 118.7(4) . 7_656
C2 C3 C1 121.4(4) . 7_656
F3 C4 C6 119.0(4) . 7_556
F3 C4 C5 119.5(4) . .
C6 C4 C5 121.5(4) 7_556 .
C6 C5 C4 116.8(4) . .
C6 C5 I2 121.1(3) . .
C4 C5 I2 122.1(3) . .
F4 C6 C5 120.2(4) . .
F4 C6 C4 118.1(4) . 7_556
C5 C6 C4 121.7(4) . 7_556
N2 C7 S1 179(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C8 1.416(13) .
N1 C8 1.416(13) 2_755
N1 C9 1.378(11) .
N1 C9 1.378(11) 2_755
I1 C2 2.090(4) .
I2 C5 2.078(4) .
F1 C1 1.342(5) .
F2 C3 1.347(5) .
F3 C4 1.339(5) .
F4 C6 1.344(5) .
C1 C3 1.370(6) 7_656
C1 C2 1.378(6) .
C2 C3 1.366(6) .
C3 C1 1.370(6) 7_656
C4 C6 1.363(6) 7_556
C4 C5 1.385(6) .
C5 C6 1.383(6) .
C6 C4 1.363(6) 7_556
S1 C7 1.48(8) .
C7 N2 1.24(8) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
F1 C1 C2 C3 178.9(3) . .
C3 C1 C2 C3 -0.5(6) 7_656 .
F1 C1 C2 I1 -2.7(5) . .
C3 C1 C2 I1 177.9(3) 7_656 .
C1 C2 C3 F2 -178.5(3) . .
I1 C2 C3 F2 3.0(5) . .
C1 C2 C3 C1 0.5(6) . 7_656
I1 C2 C3 C1 -177.9(3) . 7_656
F3 C4 C5 C6 -179.5(4) . .
C6 C4 C5 C6 0.3(7) 7_556 .
F3 C4 C5 I2 2.6(5) . .
C6 C4 C5 I2 -177.7(3) 7_556 .
C4 C5 C6 F4 179.5(4) . .
I2 C5 C6 F4 -2.5(5) . .
C4 C5 C6 C4 -0.3(7) . 7_556
I2 C5 C6 C4 177.7(3) . 7_556
