(2<i>RS</i>,4a<i>RS</i>,8a<i>RS</i>)-6-Oxoperhydronaphthalene-2-acetic acid: catemeric hydrogen bonding in a bicyclic keto acid
Desai, Janish; Lalancette, Roger A.; Thompson, Hugh W.; Acta Crystallographica Section E 63 (2007) o4009–o4009; doi:10.1107/S1600536807043206

data_2215585
_publ_section_title
;
 (2<i>RS</i>,4a<i>RS</i>,8a<i>RS</i>)-6-Oxoperhydronaphthalene-2-acetic
 acid: catemeric hydrogen bonding in a bicyclic keto acid
;
_journal_coeditor_code           LH2498
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o4009
_journal_page_last               o4009
_journal_paper_doi               10.1107/S1600536807043206
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C12 H18 O3'
_chemical_formula_moiety         'C12 H18 O3'
_chemical_formula_sum            'C12 H18 O3'
_chemical_formula_weight         210.26
_chemical_melting_point          405
_chemical_name_systematic
;
 (2RS,4aRS,8aRS)-6-Oxoperhydronaphthalene-2-acetic acid
;
_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                 113.841(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.1804(4)
_cell_length_b                   10.1644(2)
_cell_length_c                   11.3208(3)
_cell_measurement_reflns_used    11741
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      64.84
_cell_measurement_theta_min      4.56
_cell_volume                     2229.24(9)
_computing_cell_refinement       '<i>SAINT</i> (Bruker, 2005)'
_computing_data_collection       '<i>APEX2</i> (Bruker, 2006)'
_computing_data_reduction        '<i>SAINT</i> (Bruker, 2005)'
_computing_molecular_graphics    '<i>SHELXTL</i> (Sheldrick, 2004)'
_computing_publication_material  '<i>SHELXTL</i> (Sheldrick, 2004)'
_computing_structure_refinement  '<i>SHELXTL</i> (Sheldrick, 2004)'
_computing_structure_solution    '<i>SHELXTL</i> (Sheldrick, 2004)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker SMART CCD APEX II area-detector'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.057
_diffrn_reflns_av_sigmaI/netI    0.029
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11737
_diffrn_reflns_theta_full        64.84
_diffrn_reflns_theta_max         64.84
_diffrn_reflns_theta_min         4.56
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.719
_exptl_absorpt_correction_T_max  0.841
_exptl_absorpt_correction_T_min  0.767
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(<i>SADABS</i>; Sheldrick, 2001)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.253
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.31
_refine_diff_density_min         -0.15
_refine_ls_extinction_coef       none
_refine_ls_extinction_method     '<i>SHELXTL</i> (Sheldrick, 2004)'
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1848
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.04
_refine_ls_R_factor_all          0.047
_refine_ls_R_factor_gt           0.037
_refine_ls_shift/su_max          0.00
_refine_ls_shift/su_mean         0.00
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0533P)^2^+1.3738P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.095
_refine_ls_wR_factor_ref         0.102
_reflns_number_gt                1516
_reflns_number_total             1848
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            lh2498.cif
_cod_data_source_block           I
_cod_original_cell_volume        2229.24(8)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2215585
_cod_database_fobs_code          2215585