Methyl (±)-(1α,2β,8α,9α,10β)-2-chloro-4-aza-3-oxatetracyclo[8.4.0.0^2,9^.0^4,8^]tetradecane-9-carboxylate oxalic acid monohydrate
Yufit, Dmitrii S.; Howard, Judith A. K.; Kozhushkov, Sergei I.; Masini, Silvia; Brandi, Alberto; de Meijere, Armin; Acta Crystallographica Section E 59 (2003) o572–o573; doi:10.1107/S1600536803004860

data_2201933
_publ_section_title
;Methyl
 (+-)-(1\a,2\b,8\a,9\a,10\b)-2-chloro-4-aza-3-oxatetracyclo[8.4.0.0^2,9^.0^4,8^]tetradecane-9-carboxylate
 oxalic acid monohydrate
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o572
_journal_page_last               o573
_journal_paper_doi               10.1107/S1600536803004860
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          'C14 H20 Cl N O3, C2 H2 O4, H2 O'
_chemical_formula_moiety         'C14 H20 Cl N O3, C2 H2 O4, H2 O'
_chemical_formula_sum            'C16 H24 Cl N O8'
_chemical_formula_weight         393.81
_chemical_name_systematic
;
Methyl (+-)-(1\a,2\b,8\a,9\a,10\b)-2-chloro-3-oxa-
4-azatetracyclo[8.4.0^2,9^0^4,8^]tetradecane-9-carboxylate
oxalic acid monohydrate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                77.7460(10)
_cell_angle_beta                 83.2110(10)
_cell_angle_gamma                80.1690(10)
_cell_formula_units_Z            2
_cell_length_a                   6.6133(2)
_cell_length_b                   8.0737(2)
_cell_length_c                   17.8848(5)
_cell_measurement_reflns_used    999
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      20.8
_cell_measurement_theta_min      10.25
_cell_volume                     916.14(4)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        'SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120.0(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART-CCD 1K'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0282
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            11202
_diffrn_reflns_theta_full        28.99
_diffrn_reflns_theta_max         28.99
_diffrn_reflns_theta_min         2.34
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.252
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.392
_refine_diff_density_min         -0.275
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     331
_refine_ls_number_reflns         4763
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0461
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.04P)^2^+0.3P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0850
_reflns_number_gt                3835
_reflns_number_total             4763
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            cv6174.cif
_cod_data_source_block           IV
_cod_database_code               2201933
_cod_database_fobs_code          2201933