#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:37:51 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180479 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/48/7214896.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_7214896
loop_
_publ_author_name
'Yufit, Dmitry S.'
'Zubatyuk, Roman'
'Shishkin, Oleg V.'
'Howard, Judith A. K.'
_publ_section_title
;
 Low-melting molecular complexes. Halogen bonds in molecular complexes of
 bromoform
;
_journal_issue                   23
_journal_name_full               CrystEngComm
_journal_page_first              8222
_journal_paper_doi               10.1039/c2ce26191j
_journal_volume                  14
_journal_year                    2012
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C2 H6 O S, C H Br3'
_chemical_formula_sum            'C3 H7 Br3 O S'
_chemical_formula_weight         330.88
_chemical_melting_point          237.0(10)
_chemical_name_systematic
;
molecular complex of bromoform with dimethylsulfoxide (1:1)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-07-16
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 94.923(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.9562(8)
_cell_length_b                   9.6768(9)
_cell_length_c                   12.0633(17)
_cell_measurement_reflns_used    2036
_cell_measurement_temperature    225
_cell_measurement_theta_max      33.0749
_cell_measurement_theta_min      3.3155
_cell_volume                     925.33(18)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
olex2.solve (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      225
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 16.1511
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
1 omega -63.00 32.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- -31.1216 77.0000 120.0000 190

2 omega -101.00 35.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- -31.1216 -19.0000 -30.0000 272

3 omega 71.00 103.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- 31.7466 179.0000 120.0000 64

4 omega -102.00 -7.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- -31.1216 -57.0000 -90.0000 190

5 omega -105.00 0.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- -31.1216 -38.0000 150.0000 210

6 omega -55.00 39.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- -31.1216 57.0000 0.0000 188

7 omega 56.00 112.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- 31.7466 179.0000 -60.0000 112

8 omega -1.00 104.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- 31.7466 77.0000 90.0000 210

9 omega 56.00 112.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- 31.7466 179.0000 0.0000 112

10 omega -111.00 -81.00 0.5000 15.0000
omega____ theta____ kappa____ phi______ frames
- -31.1216 -179.0000 -30.0000 60
;
_diffrn_measurement_device       '3-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0824365000
_diffrn_orient_matrix_UB_12      0.0219456000
_diffrn_orient_matrix_UB_13      0.0195218000
_diffrn_orient_matrix_UB_21      -0.0312668000
_diffrn_orient_matrix_UB_22      0.0672882000
_diffrn_orient_matrix_UB_23      0.0089208000
_diffrn_orient_matrix_UB_31      -0.0160243000
_diffrn_orient_matrix_UB_32      -0.0186913000
_diffrn_orient_matrix_UB_33      0.0549584000
_diffrn_radiation_collimation    monochromator
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_xray_symbol    Mo
_diffrn_reflns_av_R_equivalents  0.1023
_diffrn_reflns_av_unetI/netI     0.0979
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7041
_diffrn_reflns_theta_full        29.47
_diffrn_reflns_theta_max         29.47
_diffrn_reflns_theta_min         3.32
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_type              'sealed tube'
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    13.229
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.14125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug 3 2011,13:03:54)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dull light white'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    2.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylinder
_exptl_crystal_F_000             616
_exptl_crystal_recrystallization_method 'Grown in situ @228K'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.841
_refine_diff_density_min         -2.000
_refine_diff_density_rms         0.267
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.06(4)
_refine_ls_extinction_coef       0.0049(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     76
_refine_ls_number_reflns         2557
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_gt           0.0833
_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)+(0.1357P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2103
_refine_ls_wR_factor_ref         0.2358
_reflns_number_gt                1915
_reflns_number_total             2557
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce26191j.txt
_cod_data_source_block           II_bbs
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '236-238' was changed to '237.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_database_code               7214896
#BEGIN Tags that were not found in dictionaries:
_chemical_oxdiff_formula         'C3 H7 Br3 S1 O1'
_chemical_oxdiff_usercomment     'Grown in situ at 228K'
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.44
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 'x, -y, z+1/2'
3 'x+1/2, y+1/2, z'
4 '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
S1 S 0.8588(4) 0.5192(4) 0.8467(3) 0.0411(8) Uani 1 1 d .
O1 O 0.6850(12) 0.5758(13) 0.8576(9) 0.052(3) Uani 1 1 d .
C1 C 0.872(2) 0.3574(16) 0.9153(15) 0.048(4) Uani 1 1 d .
H1A H 0.7907 0.2951 0.8794 0.073 Uiso 1 1 calc R
H1B H 0.8496 0.3693 0.9916 0.073 Uiso 1 1 calc R
H1C H 0.9833 0.3199 0.9120 0.073 Uiso 1 1 calc R
C2 C 0.997(2) 0.6099(16) 0.9443(19) 0.065(5) Uani 1 1 d .
H2A H 0.9599 0.5989 1.0175 0.097 Uiso 1 1 calc R
H2B H 0.9969 0.7062 0.9253 0.097 Uiso 1 1 calc R
H2C H 1.1092 0.5737 0.9431 0.097 Uiso 1 1 calc R
Br1 Br 0.50479(14) 0.48018(14) 0.55461(12) 0.0433(4) Uani 1 1 d .
Br2 Br 0.27358(18) 0.35768(18) 0.73364(15) 0.0547(5) Uani 1 1 d .
Br3 Br 0.22470(18) 0.66779(16) 0.65021(14) 0.0512(5) Uani 1 1 d .
C1S C 0.3863(17) 0.5177(12) 0.6825(12) 0.040(3) Uani 1 1 d .
H1S H 0.4687 0.5484 0.7425 0.048 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0255(15) 0.049(2) 0.0474(18) 0.0060(14) -0.0060(12) -0.0027(13)
O1 0.024(4) 0.070(7) 0.059(6) 0.013(5) -0.009(4) 0.000(5)
C1 0.040(8) 0.035(7) 0.070(10) -0.006(6) 0.004(7) -0.004(6)
C2 0.027(7) 0.035(7) 0.127(16) -0.003(9) -0.025(8) 0.000(6)
Br1 0.0320(6) 0.0366(7) 0.0604(9) 0.0017(5) -0.0020(5) 0.0061(5)
Br2 0.0404(8) 0.0488(9) 0.0744(11) 0.0148(7) 0.0012(7) 0.0034(6)
Br3 0.0416(8) 0.0425(7) 0.0668(9) -0.0041(6) -0.0102(6) 0.0182(6)
C1S 0.032(6) 0.025(6) 0.060(8) -0.007(5) -0.009(6) 0.013(5)
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'
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'
Br Br -0.2901 2.4595 '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
O1 S1 C1 107.5(7)
O1 S1 C2 106.5(8)
C2 S1 C1 96.8(8)
S1 C1 H1A 109.5
S1 C1 H1B 109.5
S1 C1 H1C 109.5
H1A C1 H1B 109.5
H1A C1 H1C 109.5
H1B C1 H1C 109.5
S1 C2 H2A 109.5
S1 C2 H2B 109.5
S1 C2 H2C 109.5
H2A C2 H2B 109.5
H2A C2 H2C 109.5
H2B C2 H2C 109.5
Br1 C1S Br2 112.5(6)
Br1 C1S Br3 110.0(7)
Br1 C1S H1S 108.0
Br2 C1S Br3 110.2(7)
Br2 C1S H1S 108.0
Br3 C1S H1S 108.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O1 1.504(11)
S1 C1 1.770(16)
S1 C2 1.774(17)
C1 H1A 0.9600
C1 H1B 0.9600
C1 H1C 0.9600
C2 H2A 0.9600
C2 H2B 0.9600
C2 H2C 0.9600
Br1 C1S 1.910(14)
Br2 C1S 1.918(14)
Br3 C1S 1.957(12)
C1S H1S 0.9800
