Crystal structures of two bicyclo[5.1.0]octanes: potassium <i>trans</i>-bicyclo[5.1.0]octane-4-carboxylate monohydrate and <i>cis</i>-bicyclo[5.1.0]octan-4-yl 4-bromobenzenesulfonate
Corfield, Peter W. R.; Kershaw, Richard A.; Acta Crystallographica Section E 73 (2017) 1357–1362; doi:10.1107/S2056989017011756

data_2242288
_publ_section_title
;
 Crystal structures of two bicyclo[5.1.0]octanes: potassium
 <i>trans</i>-bicyclo[5.1.0]octane-4-carboxylate monohydrate and
 <i>cis</i>-bicyclo[5.1.0]octan-4-yl 4-bromobenzenesulfonate
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1357
_journal_page_last               1362
_journal_paper_doi               10.1107/S2056989017011756
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C14 H17 Br O3 S'
_chemical_formula_moiety         'C14 H17 Br O3 S'
_chemical_formula_sum            'C14 H17 Br O3 S'
_chemical_formula_weight         345.24
_chemical_name_systematic
;
<i>cis</i>-Bicyclo[5.1.0]octan-4-yl 4-bromobenzenesulfonate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   vecmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 95.740(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.8290(10)
_cell_length_b                   9.7590(10)
_cell_length_c                   11.730(2)
_cell_measurement_reflns_used    16
_cell_measurement_temperature    297(2)
_cell_measurement_theta_min      30.0
_cell_volume                     1461.2(3)
_computing_cell_refinement
;
Corfield (1972)
;
_computing_data_collection
;
Corfield (1972)
;
_computing_data_reduction
;
Data reduction followed procedures in Corfield <i>et al.</i> (1973),
with <i>P</i> = 0.06
;
_computing_molecular_graphics
;
ORTEPIII (Burnett & Johnson, 1996)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
local superposition program (Corfield, 1972)
;
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Picker four-circle'
_diffrn_measurement_method       '\q/2\q scans'
_diffrn_radiation_monochromator  'oriented graphite 200 reflection'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2447
_diffrn_reflns_theta_full        63.4
_diffrn_reflns_theta_max         63.4
_diffrn_reflns_theta_min         3.459
_diffrn_standards_decay_%        2.4(8)
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    5.188
_exptl_absorpt_correction_T_max  0.456
_exptl_absorpt_correction_T_min  0.267
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
Busing & Levy (1957)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_density_meas      1.566
_exptl_crystal_density_method
' density gradient column made from potassium tartrate and iodide solutions'
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.313
_refine_ls_extinction_coef       0.0062(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2014 (Sheldrick, 2015)
;
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2381
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+0.4300P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0905
_reflns_number_gt                2154
_reflns_number_total             2381
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            pk2603sup1.cif
_cod_data_source_block           II
_cod_database_code               2242288
_cod_database_fobs_code          2242288
_shelx_hkl_checksum              29095
_shelx_res_checksum              87653