#------------------------------------------------------------------------------
#$Date: 2019-11-24 04:19:38 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236672 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/65/4516586.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_4516586
loop_
_publ_author_name
'Bhattacharjee, Subham'
'Bhattacharya, Santanu'
_publ_section_title
;
 Remarkable Role of C-I···N Halogen Bonding in
 Thixotropic 'Halo'gel Formation.
;
_journal_issue                   17
_journal_name_full
'Langmuir : the ACS journal of surfaces and colloids'
_journal_page_first              4270
_journal_page_last               4277
_journal_paper_doi               10.1021/acs.langmuir.5b02597
_journal_volume                  32
_journal_year                    2016
_chemical_formula_sum            'C34 H32 F4 I2 N2 O2'
_chemical_formula_weight         830.42
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_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                 110.25(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.116(14)
_cell_length_b                   9.199(6)
_cell_length_c                   21.372(15)
_cell_measurement_reflns_used    27077
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.00
_cell_measurement_theta_min      3.49
_cell_volume                     3341(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0703
_diffrn_reflns_av_sigmaI/netI    0.0403
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            27077
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.49
_exptl_absorpt_coefficient_mu    1.937
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1632
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.879
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3283
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0373
_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)+(0.0595P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1049
_reflns_number_gt                2268
_reflns_number_total             3283
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            la5b02597_si_002.cif
_cod_data_source_block           ifb_0m
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      C2/C
_cod_database_code               4516586
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
I1 I 0.170646(15) 0.40357(3) 0.132716(13) 0.06068(16) Uani 1 1 d .
F1 F 0.11616(15) 0.6966(3) 0.04933(15) 0.0927(10) Uani 1 1 d .
F2 F 0.01356(17) 0.2278(3) 0.04813(15) 0.0965(10) Uani 1 1 d .
N1 N 0.3107(2) 0.3499(5) 0.2424(2) 0.0769(12) Uani 1 1 d .
O1 O 0.6940(2) 0.0286(5) 0.4109(2) 0.1104(16) Uani 1 1 d .
C1 C 0.3369(3) 0.4594(7) 0.2850(3) 0.097(2) Uani 1 1 d .
H1 H 0.3048 0.5405 0.2807 0.117 Uiso 1 1 calc R
C2 C 0.4094(3) 0.4585(7) 0.3351(3) 0.094(2) Uani 1 1 d .
H2 H 0.4244 0.5369 0.3643 0.113 Uiso 1 1 calc R
C3 C 0.4592(2) 0.3444(5) 0.3425(2) 0.0595(12) Uani 1 1 d .
C4 C 0.4315(2) 0.2326(5) 0.2974(2) 0.0684(13) Uani 1 1 d .
H4 H 0.4628 0.1513 0.2997 0.082 Uiso 1 1 calc R
C5 C 0.3579(3) 0.2401(5) 0.2492(2) 0.0682(13) Uani 1 1 d .
H5 H 0.3412 0.1625 0.2198 0.082 Uiso 1 1 calc R
C6 C 0.5376(3) 0.3487(6) 0.3935(3) 0.0705(14) Uani 1 1 d D
C7 C 0.5914(3) 0.2486(6) 0.4036(3) 0.0630(12) Uani 1 1 d D
C8 C 0.6728(2) 0.2515(5) 0.4541(2) 0.0585(12) Uani 1 1 d .
C9 C 0.7006(2) 0.3654(5) 0.4968(2) 0.0655(13) Uani 1 1 d .
H9 H 0.6679 0.4444 0.4951 0.079 Uiso 1 1 calc R
C10 C 0.7230(3) 0.1347(5) 0.4571(3) 0.0686(14) Uani 1 1 d .
C11 C 0.7388(4) -0.0996(7) 0.4155(4) 0.135(4) Uani 1 1 d D
H11A H 0.7471 -0.1481 0.4577 0.162 Uiso 1 1 calc R
H11B H 0.7896 -0.0766 0.4124 0.162 Uiso 1 1 calc R
C12 C 0.6919(6) -0.1967(11) 0.3576(5) 0.216(6) Uani 1 1 d D
H12A H 0.6822 -0.1456 0.3159 0.259 Uiso 1 1 calc R
H12B H 0.7220 -0.2836 0.3571 0.259 Uiso 1 1 calc R
C13 C 0.6182(10) -0.2370(16) 0.3641(9) 0.324(11) Uani 1 1 d D
H13A H 0.5826 -0.1549 0.3575 0.389 Uiso 1 1 calc R
H13B H 0.6252 -0.2827 0.4067 0.389 Uiso 1 1 calc R
C14 C 0.5923(12) -0.341(2) 0.3086(7) 0.387(12) Uiso 1 1 d D
H14A H 0.5420 -0.3801 0.3053 0.580 Uiso 1 1 calc R
H14B H 0.6300 -0.4181 0.3164 0.580 Uiso 1 1 calc R
H14C H 0.5880 -0.2919 0.2678 0.580 Uiso 1 1 calc R
C15 C 0.0688(2) 0.4604(5) 0.05263(19) 0.0502(10) Uani 1 1 d .
C16 C 0.0592(3) 0.5964(5) 0.0252(2) 0.0574(12) Uani 1 1 d .
C17 C 0.0077(3) 0.3650(5) 0.0254(2) 0.0597(12) Uani 1 1 d .
H6A H 0.542(5) 0.424(5) 0.418(3) 0.16(4) Uiso 1 1 d D
H7A H 0.581(3) 0.174(4) 0.378(2) 0.10(2) Uiso 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
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'
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'
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
C5 N1 C1 116.6(4) . .
C10 O1 C11 118.7(4) . .
N1 C1 C2 123.1(5) . .
C3 C2 C1 120.7(5) . .
C2 C3 C4 115.4(4) . .
C2 C3 C6 120.0(5) . .
C4 C3 C6 124.5(5) . .
C5 C4 C3 120.6(4) . .
N1 C5 C4 123.5(5) . .
C7 C6 C3 125.6(5) . .
C6 C7 C8 126.9(5) . .
C9 C8 C10 118.4(4) . .
C9 C8 C7 122.6(4) . .
C10 C8 C7 118.9(4) . .
C8 C9 C10 121.2(4) . 7_656
O1 C10 C9 123.6(4) . 7_656
O1 C10 C8 116.0(4) . .
C9 C10 C8 120.4(4) 7_656 .
O1 C11 C12 106.7(5) . .
C13 C12 C11 110.4(10) . .
C12 C13 C14 97.8(12) . .
C16 C15 C17 116.0(4) . .
C16 C15 I1 121.5(3) . .
C17 C15 I1 122.5(3) . .
F1 C16 C17 118.6(4) . 5_565
F1 C16 C15 119.7(4) . .
C17 C16 C15 121.7(4) 5_565 .
F2 C17 C16 118.0(4) . 5_565
F2 C17 C15 119.7(4) . .
C16 C17 C15 122.3(4) 5_565 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C15 2.102(4) .
F1 C16 1.346(5) .
F2 C17 1.344(5) .
N1 C5 1.300(6) .
N1 C1 1.330(7) .
O1 C10 1.358(6) .
O1 C11 1.415(7) .
C1 C2 1.378(7) .
C2 C3 1.357(7) .
C3 C4 1.379(7) .
C3 C6 1.462(6) .
C4 C5 1.376(6) .
C6 C7 1.304(7) .
C7 C8 1.496(6) .
C8 C9 1.366(6) .
C8 C10 1.395(6) .
C9 C10 1.393(6) 7_656
C10 C9 1.393(6) 7_656
C11 C12 1.524(8) .
C12 C13 1.438(9) .
C13 C14 1.468(9) .
C15 C16 1.366(6) .
C15 C17 1.375(6) .
C16 C17 1.363(6) 5_565
C17 C16 1.363(6) 5_565
