Substituent effects in isoxazoles: identification of 4-substituted isoxazoles as Michael acceptors
Lee, Connie K. Y.; Easton, Christopher J.; Gebara-Coghlan, Mariana; Radom, Leo; Scott, Anthony P.; Simpson, Gregory W.; Willis, Anthony C.; Journal of the Chemical Society, Perkin Transactions 2  (2002) 2031–; doi:10.1039/b207808b

data_7204511
_publ_section_title
;
 Substituent effects in isoxazoles: identification of 4-substituted
 isoxazoles as Michael acceptors
;
_journal_issue                   12
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 2'
_journal_page_first              2031
_journal_paper_doi               10.1039/b207808b
_journal_year                    2002
_chemical_formula_moiety         'C11 H7 Cl2 N O3 '
_chemical_formula_sum            'C11 H7 Cl2 N O3'
_chemical_formula_weight         272.09
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      33
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_audit_creation_date             2000-08-02
_audit_creation_method           'by teXsan v1.8'
_audit_update_record
;
2000-08-02 - Report on C11 H7 Cl2 N O3
by Anthony C. Willis
for Connie K. Y. Lee and Christopher J. Easton
2000-08-02 - passes checkcif tests with minor warnings
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   14.7870(2)
_cell_length_b                   22.7233(3)
_cell_length_c                   14.1751(2)
_cell_measurement_reflns_used    52594
_cell_measurement_temperature    200.0
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      4.076
_cell_volume                     4762.97(11)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_publication_material  'teXsan (MSC, 1992-1997)'
_computing_structure_refinement  'teXsan (MSC, 1992-1997)'
_computing_structure_solution
;
SIR92 (Altomare, et. al. 1994)
;
_diffrn_ambient_temperature      200.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       ' omega scans with CCD '
_diffrn_orient_matrix_UB_11      0.00000
_diffrn_orient_matrix_UB_12      0.00000
_diffrn_orient_matrix_UB_13      0.00000
_diffrn_orient_matrix_UB_21      0.00000
_diffrn_orient_matrix_UB_22      0.00000
_diffrn_orient_matrix_UB_23      0.00000
_diffrn_orient_matrix_UB_31      0.00000
_diffrn_orient_matrix_UB_32      0.00000
_diffrn_orient_matrix_UB_33      0.00000
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.06514
_diffrn_reflns_av_sigmaI/netI    0.150
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            69227
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         4.08
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.538
_exptl_absorpt_correction_T_max  0.955
_exptl_absorpt_correction_T_min  0.895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements
Sortav (Blessing 1995) inplemented in maXus (1999)

1   0   0  0.2500
-1   0   0  0.2300
0   1   0  0.0600
0  -1   0  0.0300
0   0   1  0.0400
0   0  -1  0.0700

;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_meas      ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2208.00
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.41
_refine_ls_abs_structure_details
;
Although this crystal has a polar spacegroup, IT IS STILL RACEMIC.  The
absolute structure of the CRYSTAL has been determined by relative refinement
(this model gives R = 0.0379, wR = 0.0374, GOF = 0.97 -- whereas the model with
inverted coordinates gives R = 0.0386, wR = 0.0383, GOF = 0.99).  In addition,
comparison of Fobs of Friedel pairs with the largest Fcalc differences, show 70
in agreement with the present model and 12 in disagreement (the strongest 7 all
in agreement).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.934
_refine_ls_goodness_of_fit_ref   0.969
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     612
_refine_ls_number_reflns         3287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0379
_refine_ls_shift/su_max          0.0080
_refine_ls_shift/su_mean         0.0009
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
w = 1/[\s^2^(Fo)]
;
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.0495
_refine_ls_wR_factor_ref         0.0374
_reflns_number_gt                3287
_reflns_number_total             5676
_reflns_threshold_expression     I>2.00\s(I)
_cod_data_source_file            b207808b.txt
_cod_data_source_block           ckl8
_cod_original_cell_volume        4763.0(1)
_cod_original_sg_symbol_H-M      'P n a 21   '
_cod_original_formula_sum        'C11 H7 Cl2 N O3 '
_cod_database_code               7204511