#------------------------------------------------------------------------------
#$Date: 2016-03-26 23:04:24 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180528 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/97/7219718.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_7219718
loop_
_publ_author_name
'Koskinen, L.'
'Hirva, P.'
'Hasu, A.'
'Jääskeläinen, S.'
'Koivistoinen, J.'
'Pettersson, M.'
'Haukka, M.'
_publ_section_title
;
 Modification of the supramolecular structure of [(thione)IY] (Y = Cl, Br)
 systems by cooperation of strong halogen bonds and hydrogen bonds
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              2718
_journal_paper_doi               10.1039/C4CE02449D
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C8 H7 Cl I N S2'
_chemical_formula_sum            'C8 H7 Cl I N S2'
_chemical_formula_weight         343.62
_chemical_melting_point          408.0(10)
_chemical_name_common            '[(mbtt)ICl] '
_chemical_name_systematic        '[(N-methylbenzothiazole-2-thione)ICl] '
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2014-12-11 deposited with the CCDC.
2015-03-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0044(11)
_cell_length_b                   6.6957(8)
_cell_length_c                   17.835(2)
_cell_measurement_reflns_used    8578
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      33.12
_cell_measurement_theta_min      2.53
_cell_volume                     1075.3(2)
_computing_cell_refinement       'SAINT (Bruker AXS, 2009)'
_computing_data_collection       'APEX2 (Bruker AXS, 2010)'
_computing_data_reduction        'SAINT (Bruker AXS, 2009)'
_computing_molecular_graphics
'CrystaMaker (CrystalMaker Software ltd., 2014)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device
'62mm x 62mm CCD camera on three-circle goniostat'
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       'φ scans and ω scans'
_diffrn_radiation_monochromator  'flat graphite crystal'
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0163
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13611
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.175
_diffrn_reflns_theta_min         2.284
_exptl_absorpt_coefficient_mu    3.567
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6798
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2012)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.123
_exptl_crystal_description       block
_exptl_crystal_F_000             656
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane'
_exptl_crystal_size_max          0.063
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.048
_refine_diff_density_max         0.593
_refine_diff_density_min         -0.980
_refine_diff_density_rms         0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     84
_refine_ls_number_reflns         2209
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0195
_refine_ls_R_factor_gt           0.0163
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0177P)²+0.3639P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0364
_refine_ls_wR_factor_ref         0.0372
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2033
_reflns_number_total             2209
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ce02449d2.cif
_cod_data_source_block           X_ma
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '407-409' was changed to '408.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 3086 2015-02-26 13:12:21Z robertas 

 Adding full bibliography for 7219718--7219721.cif.
;
_cod_database_code               7219718
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.617
_shelx_estimated_absorpt_t_max   0.717
_shelxl_version_number           2014-3
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, z'
'x-1/2, y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
I1 I 0.82923(2) 0.2500 1.21141(2) 0.01574(3) Uani 1 2 d S T P
Cl1 Cl 0.74658(5) 0.2500 1.35214(3) 0.02318(9) Uani 1 2 d S T P
S2 S 0.56998(5) 0.2500 1.06839(2) 0.01410(7) Uani 1 2 d S T P
S1 S 0.90906(5) 0.2500 1.07432(2) 0.01843(8) Uani 1 2 d S T P
N1 N 0.73658(17) 0.2500 0.95209(8) 0.0151(3) Uani 1 2 d S T P
C4 C 0.2959(2) 0.2500 0.88702(10) 0.0189(3) Uani 1 2 d S T P
H4 H 0.1938 0.2500 0.8736 0.023 Uiso 1 2 calc R U P
C3 C 0.3349(2) 0.2500 0.96220(10) 0.0165(3) Uani 1 2 d S T P
H3 H 0.2613 0.2500 1.0003 0.020 Uiso 1 2 calc R U P
C2 C 0.4854(2) 0.2500 0.98002(9) 0.0139(3) Uani 1 2 d S T P
C1 C 0.7429(2) 0.2500 1.02731(9) 0.0147(3) Uani 1 2 d S T P
C5 C 0.4032(2) 0.2500 0.83072(10) 0.0219(3) Uani 1 2 d S T P
H5 H 0.3729 0.2500 0.7797 0.026 Uiso 1 2 calc R U P
C6 C 0.5529(2) 0.2500 0.84782(10) 0.0196(3) Uani 1 2 d S T P
H6 H 0.6261 0.2500 0.8095 0.023 Uiso 1 2 calc R U P
C7 C 0.5923(2) 0.2500 0.92338(9) 0.0151(3) Uani 1 2 d S T P
C8 C 0.8685(2) 0.2500 0.90335(11) 0.0216(3) Uani 1 2 d DS T P
H8A H 0.867(2) 0.3679(18) 0.8724(9) 0.032 Uiso 1 1 d D U .
H8B H 0.951(2) 0.2500 0.9355(12) 0.032 Uiso 1 2 d DS U P
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
S1 I1 Cl1 179.868(15)
C1 S2 C2 90.59(8)
C1 S1 I1 102.89(6)
C1 N1 C7 113.94(15)
C1 N1 C8 123.78(16)
C7 N1 C8 122.28(15)
C3 C4 C5 121.45(18)
C3 C4 H4 119.3
C5 C4 H4 119.3
C4 C3 C2 117.87(17)
C4 C3 H3 121.1
C2 C3 H3 121.1
C3 C2 C7 120.42(15)
C3 C2 S2 129.00(13)
C7 C2 S2 110.58(13)
N1 C1 S1 121.70(14)
N1 C1 S2 112.77(13)
S1 C1 S2 125.53(10)
C6 C5 C4 121.13(17)
C6 C5 H5 119.4
C4 C5 H5 119.4
C5 C6 C7 117.51(17)
C5 C6 H6 121.2
C7 C6 H6 121.2
C6 C7 C2 121.62(17)
C6 C7 N1 126.27(17)
C2 C7 N1 112.11(15)
N1 C8 H8A 109.0(11)
N1 C8 H8B 106.0(15)
H8A C8 H8B 111.2(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
I1 S1 2.5483(5)
I1 Cl1 2.6180(6)
S2 C1 1.7209(18)
S2 C2 1.7507(17)
S1 C1 1.7151(18)
N1 C1 1.343(2)
N1 C7 1.397(2)
N1 C8 1.472(2)
C4 C3 1.386(3)
C4 C5 1.393(3)
C4 H4 0.9500
C3 C2 1.392(2)
C3 H3 0.9500
C2 C7 1.395(2)
C5 C6 1.382(3)
C5 H5 0.9500
C6 C7 1.394(2)
C6 H6 0.9500
C8 H8A 0.963(12)
C8 H8B 0.937(16)
