(<i>Z</i>,1<i>S</i>,10a<i>R</i>)-({-})-Menthyl 1-hydroxy-1,2,3,5,6,7,10,10a-octahydropyrrolo[1,2-<i>a</i>]azocine-10a-carboxylate
Muroni, Daniele; Napolitano, Emilio; Perez, Olivier; Culeddu, Nicola; Saba, Antonio; Acta Crystallographica Section E 68 (2012) o2224–o2225; doi:10.1107/S1600536812027900

data_2235350
_publ_section_title
;
 (<i>Z</i>,1<i>S</i>,10a<i>R</i>)-({-})-Menthyl
 1-hydroxy-1,2,3,5,6,7,10,10a-octahydropyrrolo[1,2-<i>a</i>]azocine-10a-carboxylate
;
_journal_coeditor_code           BH2433
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2224
_journal_page_last               o2225
_journal_paper_doi               10.1107/S1600536812027900
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C21 H35 N1 O3'
_chemical_formula_moiety         'C21 H35 N1 O3'
_chemical_formula_sum            'C21 H35 N O3'
_chemical_formula_weight         349.5
_chemical_melting_point          389
_chemical_name_systematic
;
(<i>Z</i>,1<i>S</i>,10a<i>R</i>)-(-)-Menthyl
1-hydroxy-1,2,3,5,6,7,10,10a-octahydropyrrolo[1,2-<i>a</i>]azocine-
10a-carboxylate
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7804(8)
_cell_length_b                   7.7938(7)
_cell_length_c                   23.8862(17)
_cell_measurement_reflns_used    192
_cell_measurement_temperature    120
_cell_measurement_theta_max      17.223
_cell_measurement_theta_min      3.745
_cell_volume                     2006.9(3)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics
'DIAMOND (Brandenburg & Putz, 2005) and ORTEP-3 (Farrugia, 1997)'
_computing_publication_material
'publCIF (Westrip, 2010) and PLATON (Spek, 2009)'
_computing_structure_refinement  'JANA2006 (Petricek <i>et al.</i>, 2006)'
_computing_structure_solution    'SIR2011 (Burla <i>et al.</i>, 2012)'
_diffrn_ambient_temperature      120
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_sigmaI/netI    0.042
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            21709
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         1.7
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.7164
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.1564
_exptl_crystal_description       prism
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.28
_refine_ls_extinction_coef       169E2(18)
_refine_ls_extinction_method     'B-C type 1 Gaussian isotropic'
_refine_ls_goodness_of_fit_ref   1.23
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_constraints    0
_refine_ls_number_parameters     230
_refine_ls_number_reflns         3281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0407
_refine_ls_shift/su_max          0.0155
_refine_ls_shift/su_mean         0.0008
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/(\s^2^(F)+0.0004F^2^)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0443
_refine_ls_wR_factor_ref         0.0474
_reflns_number_gt                2331
_reflns_number_total             3281
_reflns_threshold_expression     I>3\s(I)
_cod_data_source_file            bh2433.cif
_cod_data_source_block           I
_cod_original_formula_sum        'C21 H35 N1 O3'
_cod_database_code               2235350
_cod_database_fobs_code          2235350