#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:00:38 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179648 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/01/4510119.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_4510119
loop_
_publ_author_name
'Pan, Fangfang'
'Englert, Ulli'
_publ_section_title
;
 N-(6-Methyl-2-pyridyl)mesitylenesulfonamide: An Efficient Template for
 Polyiodides
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1057
_journal_paper_doi               10.1021/cg4015477
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C15 H19 N2 O2 S1, C15 H18 N2 O2 S1, I5'
_chemical_formula_sum            'C30 H37 I5 N4 O4 S2'
_chemical_formula_weight         1216.26
_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                 101.571(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   26.487(3)
_cell_length_b                   5.8297(7)
_cell_length_c                   25.371(3)
_cell_measurement_reflns_used    973
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      19.4767
_cell_measurement_theta_min      2.4864
_cell_volume                     3838.0(8)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'multilayer optics'
_diffrn_radiation_source         'Incoatec microsource'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1337
_diffrn_reflns_av_sigmaI/netI    0.1006
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            24116
_diffrn_reflns_theta_full        28.00
_diffrn_reflns_theta_max         28.00
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    4.199
_exptl_absorpt_correction_T_max  0.9592
_exptl_absorpt_correction_T_min  0.4872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    2.105
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2296
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.906
_refine_diff_density_min         -0.902
_refine_diff_density_rms         0.184
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         4573
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.1155
_refine_ls_R_factor_gt           0.0496
_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)+(0.0291P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0835
_refine_ls_wR_factor_ref         0.1052
_reflns_number_gt                2589
_reflns_number_total             4573
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg4015477_si_001.cif
_cod_data_source_block           6_alfa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4510119
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 0.0000 0.64086(13) 0.2500 0.0433(2) Uani 1 2 d S
I2 I 0.033483(19) 1.00546(9) 0.18138(2) 0.03130(15) Uani 1 1 d .
I3 I 0.06572(2) 1.33685(10) 0.11345(2) 0.03910(17) Uani 1 1 d .
S1 S 0.28483(7) -0.0596(3) 0.07616(7) 0.0212(4) Uani 1 1 d .
O1 O 0.22986(18) -0.0955(8) 0.0599(2) 0.0274(12) Uani 1 1 d .
O2 O 0.31674(18) -0.2538(8) 0.07262(19) 0.0291(13) Uani 1 1 d .
N1 N 0.3523(2) 0.4037(11) 0.0093(2) 0.0243(15) Uani 1 1 d D
H1N H 0.3242(16) 0.446(11) -0.012(2) 0.029 Uiso 1 1 d D
N2 N 0.2974(2) 0.1467(10) 0.0374(2) 0.0231(14) Uani 1 1 d .
H2N H 0.2500 0.2500 0.0000 0.028 Uiso 1 2 d S
C1 C 0.3472(3) 0.2235(13) 0.0407(3) 0.0254(18) Uani 1 1 d .
C2 C 0.3976(3) 0.5092(14) 0.0075(3) 0.0302(19) Uani 1 1 d .
C3 C 0.4417(3) 0.4266(17) 0.0408(3) 0.044(2) Uani 1 1 d .
H3 H 0.4741 0.4977 0.0416 0.052 Uiso 1 1 calc R
C4 C 0.4377(3) 0.2414(16) 0.0724(3) 0.042(2) Uani 1 1 d .
H4 H 0.4682 0.1827 0.0945 0.050 Uiso 1 1 calc R
C5 C 0.3916(3) 0.1355(14) 0.0736(3) 0.033(2) Uani 1 1 d .
H5 H 0.3900 0.0067 0.0962 0.039 Uiso 1 1 calc R
C6 C 0.3947(3) 0.7041(13) -0.0311(3) 0.036(2) Uani 1 1 d .
H6A H 0.3899 0.6443 -0.0678 0.054 Uiso 1 1 calc R
H6B H 0.4267 0.7929 -0.0228 0.054 Uiso 1 1 calc R
H6C H 0.3655 0.8031 -0.0279 0.054 Uiso 1 1 calc R
C7 C 0.2977(3) 0.0510(12) 0.1432(3) 0.0215(16) Uani 1 1 d .
C8 C 0.2677(3) 0.2395(12) 0.1530(3) 0.0206(16) Uani 1 1 d .
C9 C 0.2770(3) 0.3258(13) 0.2050(3) 0.0240(17) Uani 1 1 d .
H9 H 0.2568 0.4517 0.2126 0.029 Uiso 1 1 calc R
C10 C 0.3143(3) 0.2370(13) 0.2466(3) 0.0251(18) Uani 1 1 d .
C11 C 0.3420(3) 0.0483(13) 0.2352(3) 0.0270(18) Uani 1 1 d .
H11 H 0.3671 -0.0162 0.2634 0.032 Uiso 1 1 calc R
C12 C 0.3348(3) -0.0525(12) 0.1837(3) 0.0228(17) Uani 1 1 d .
C13 C 0.2250(3) 0.3471(12) 0.1126(3) 0.0297(19) Uani 1 1 d .
H13A H 0.2159 0.4956 0.1262 0.045 Uiso 1 1 calc R
H13B H 0.1948 0.2461 0.1067 0.045 Uiso 1 1 calc R
H13C H 0.2364 0.3696 0.0786 0.045 Uiso 1 1 calc R
C14 C 0.3234(3) 0.3438(13) 0.3019(3) 0.0292(19) Uani 1 1 d .
H14A H 0.3375 0.4984 0.3004 0.044 Uiso 1 1 calc R
H14B H 0.3478 0.2496 0.3270 0.044 Uiso 1 1 calc R
H14C H 0.2907 0.3529 0.3143 0.044 Uiso 1 1 calc R
C15 C 0.3673(3) -0.2601(12) 0.1794(3) 0.0250(18) Uani 1 1 d .
H15A H 0.3455 -0.3834 0.1610 0.037 Uiso 1 1 calc R
H15B H 0.3839 -0.3113 0.2155 0.037 Uiso 1 1 calc R
H15C H 0.3937 -0.2210 0.1589 0.037 Uiso 1 1 calc R
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'
I I -0.4742 1.8119 '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'
S S 0.1246 0.1234 '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_3
I2 I1 I2 89.48(3) 2
I3 I2 I1 177.71(2) .
O1 S1 O2 116.3(3) .
O1 S1 N2 104.6(3) .
O2 S1 N2 110.6(3) .
O1 S1 C7 108.1(3) .
O2 S1 C7 110.1(3) .
N2 S1 C7 106.6(3) .
C1 N1 C2 124.8(7) .
C1 N1 H1N 115(5) .
C2 N1 H1N 120(5) .
C1 N2 S1 120.7(5) .
N1 C1 N2 115.2(6) .
N1 C1 C5 118.0(7) .
N2 C1 C5 126.7(7) .
N1 C2 C3 117.7(8) .
N1 C2 C6 116.0(7) .
C3 C2 C6 126.3(7) .
C4 C3 C2 118.7(8) .
C4 C3 H3 120.6 .
C2 C3 H3 120.6 .
C3 C4 C5 122.9(8) .
C3 C4 H4 118.5 .
C5 C4 H4 118.5 .
C4 C5 C1 117.8(8) .
C4 C5 H5 121.1 .
C1 C5 H5 121.1 .
C2 C6 H6A 109.5 .
C2 C6 H6B 109.5 .
H6A C6 H6B 109.5 .
C2 C6 H6C 109.5 .
H6A C6 H6C 109.5 .
H6B C6 H6C 109.5 .
C8 C7 C12 122.7(7) .
C8 C7 S1 116.4(5) .
C12 C7 S1 120.8(5) .
C9 C8 C7 117.1(7) .
C9 C8 C13 117.5(6) .
C7 C8 C13 125.3(6) .
C8 C9 C10 123.3(7) .
C8 C9 H9 118.4 .
C10 C9 H9 118.4 .
C11 C10 C9 117.5(7) .
C11 C10 C14 122.0(7) .
C9 C10 C14 120.5(7) .
C10 C11 C12 123.0(7) .
C10 C11 H11 118.5 .
C12 C11 H11 118.5 .
C7 C12 C11 116.4(7) .
C7 C12 C15 128.2(6) .
C11 C12 C15 115.5(6) .
C8 C13 H13A 109.5 .
C8 C13 H13B 109.5 .
H13A C13 H13B 109.5 .
C8 C13 H13C 109.5 .
H13A C13 H13C 109.5 .
H13B C13 H13C 109.5 .
C10 C14 H14A 109.5 .
C10 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
C10 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
C12 C15 H15A 109.5 .
C12 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
C12 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 I2 2.9924(8) .
I1 I2 2.9924(8) 2
I2 I3 2.8323(8) .
S1 O1 1.447(5) .
S1 O2 1.426(5) .
S1 N2 1.630(6) .
S1 C7 1.786(7) .
N1 C1 1.341(9) .
N1 C2 1.356(9) .
N1 H1N 0.87(2) .
N2 C1 1.380(8) .
C1 C5 1.396(10) .
C2 C3 1.384(11) .
C2 C6 1.491(10) .
C3 C4 1.361(12) .
C3 H3 0.9500 .
C4 C5 1.373(10) .
C4 H4 0.9500 .
C5 H5 0.9500 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.406(9) .
C7 C12 1.408(9) .
C8 C9 1.385(9) .
C8 C13 1.504(9) .
C9 C10 1.395(9) .
C9 H9 0.9500 .
C10 C11 1.385(10) .
C10 C14 1.509(9) .
C11 C12 1.410(9) .
C11 H11 0.9500 .
C12 C15 1.502(9) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
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
I2 I1 I2 I3 -170.0(6) 2
O1 S1 N2 C1 -178.3(5) .
O2 S1 N2 C1 -52.4(6) .
C7 S1 N2 C1 67.3(6) .
C2 N1 C1 N2 178.2(6) .
C2 N1 C1 C5 -0.7(11) .
S1 N2 C1 N1 -175.8(5) .
S1 N2 C1 C5 3.0(10) .
C1 N1 C2 C3 -0.6(11) .
C1 N1 C2 C6 178.9(7) .
N1 C2 C3 C4 1.7(12) .
C6 C2 C3 C4 -177.8(8) .
C2 C3 C4 C5 -1.5(13) .
C3 C4 C5 C1 0.2(12) .
N1 C1 C5 C4 1.0(11) .
N2 C1 C5 C4 -177.9(7) .
O1 S1 C7 C8 -50.1(6) .
O2 S1 C7 C8 -178.1(5) .
N2 S1 C7 C8 61.8(6) .
O1 S1 C7 C12 127.9(6) .
O2 S1 C7 C12 -0.1(7) .
N2 S1 C7 C12 -120.2(6) .
C12 C7 C8 C9 1.5(10) .
S1 C7 C8 C9 179.4(5) .
C12 C7 C8 C13 -175.4(7) .
S1 C7 C8 C13 2.6(10) .
C7 C8 C9 C10 0.9(11) .
C13 C8 C9 C10 178.0(6) .
C8 C9 C10 C11 -2.3(11) .
C8 C9 C10 C14 178.2(6) .
C9 C10 C11 C12 1.4(11) .
C14 C10 C11 C12 -179.1(6) .
C8 C7 C12 C11 -2.3(11) .
S1 C7 C12 C11 179.9(5) .
C8 C7 C12 C15 176.8(7) .
S1 C7 C12 C15 -1.1(11) .
C10 C11 C12 C7 0.8(11) .
C10 C11 C12 C15 -178.3(6) .
