Crystal structure and Hirshfeld analysis of 2-(5-bromothiophen-2-yl)acetonitrile
Pappenfus, Ted M.; Wood, Tiana L.; Morey, Joseph L.; Wilcox, Wyatt D.; Janzen, Daron E.; Acta Crystallographica Section E 74 (2018) 189–192; doi:10.1107/S2056989018000968

data_2242329
_publ_section_title
;
 Crystal structure and Hirshfeld analysis of
 2-(5-bromothiophen-2-yl)acetonitrile
;
_journal_coeditor_code           DX2004
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              189
_journal_page_last               192
_journal_paper_doi               10.1107/S2056989018000968
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C6 H4 Br N S'
_chemical_formula_moiety         'C6 H4 Br N S'
_chemical_formula_sum            'C6 H4 Br N S'
_chemical_formula_weight         202.07
_chemical_name_systematic
;
2-(5-Bromothiophen-2-yl)acetonitrile
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 110.933(8)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   9.775(4)
_cell_length_b                   7.278(3)
_cell_length_c                   10.698(4)
_cell_measurement_reflns_used    5750
_cell_measurement_temperature    173
_cell_measurement_theta_max      26.52
_cell_measurement_theta_min      3.46
_cell_volume                     710.8(5)
_computing_cell_refinement
;
<i>CrystalClear-SM Expert</i> (Rigaku, 2011)
;
_computing_data_collection
;
<i>CrystalClear-SM Expert</i> (Rigaku, 2011)
;
_computing_data_reduction
;
<i>CrystalClear-SM Expert</i> (Rigaku, 2011)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2008) and publCIF (Westrip,
2010)
;
_computing_publication_material
;
CrystalStructure (Rigaku, 2014)
;
_computing_structure_refinement
;
SHELXL2013 (Sheldrick, 2015)
;
_computing_structure_solution
;
SIR2004 (Burla <i>et al.</i>,  2005)
;
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 6.849
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku XtaLAB mini'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.048
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6585
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         3.463
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.995
_exptl_absorpt_correction_T_max  0.267
_exptl_absorpt_correction_T_min  0.141
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>REQAB</i>; Rigaku, 1998)
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.888
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             392.00
_exptl_crystal_size_max          0.510
_exptl_crystal_size_mid          0.440
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.55
_refine_diff_density_min         -0.82
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     82
_refine_ls_number_reflns         1444
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0476
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0495P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1120
_refine_ls_wR_factor_ref         0.1170
_reflns_number_gt                1198
_reflns_number_total             1444
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            dx2004sup1.cif
_cod_data_source_block           I
_cod_database_code               2242329
_cod_database_fobs_code          2242329
_shelx_hkl_checksum              48142
_shelx_res_checksum              26887
_shelxl_version_number           2.013