1,2-HOIQO a Highly Versatile 1,2-HOPO Analogue
Michael Seitz; Michael D. Pluth; Kenneth N. Raymond; Inorganic Chemistry 46 (2007) 351–353; doi:10.1021/ic0614869

data_4307000
_publ_contact_author_address
;Department of Chemistry
University of California
Berkeley, CA 947020-1460
;
_publ_contact_author_email       raymond@sokrates.berkeley.edu
_publ_contact_author_fax         ++1-510-486-5283
_publ_contact_author_name        'Kenneth N. Raymond'
_publ_section_title
;
1,2-HOIQO a Highly Versatile 1,2-HOPO Analogue
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              351
_journal_page_last               353
_journal_paper_doi               10.1021/ic0614869
_journal_volume                  46
_journal_year                    2007
_chemical_formula_moiety         'C11 H7 N O6'
_chemical_formula_sum            'C11 H7 N O6'
_chemical_formula_weight         249.18
_chemical_melting_point          444
_chemical_name_systematic
;
 5-Nitro-isocoumarin-3-carboxylic acid methyl ester
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                73.012(5)
_cell_angle_beta                 69.945(5)
_cell_angle_gamma                68.208(4)
_cell_formula_units_Z            2
_cell_length_a                   7.473(2)
_cell_length_b                   7.939(3)
_cell_length_c                   10.195(3)
_cell_measurement_reflns_used    774
_cell_measurement_temperature    155(2)
_cell_measurement_theta_max      23.87
_cell_measurement_theta_min      2.81
_cell_volume                     518.1(3)
_computing_cell_refinement       'SAINT V7.07B (Bruker)'
_computing_data_collection       'SMART V5.059 (Bruker)'
_computing_data_reduction        'SAINT V7.07B (Bruker)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92 (Altomare, 1993)'
_diffrn_ambient_temperature      155(2)
_diffrn_detector_area_resol_mean 83.23
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       \w-scan
_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  0.0179
_diffrn_reflns_av_sigmaI/netI    0.0448
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3350
_diffrn_reflns_theta_full        26.31
_diffrn_reflns_theta_max         26.31
_diffrn_reflns_theta_min         2.17
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Bruker 2005)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             256
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.990
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2037
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.990
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0473
_refine_ls_shift/su_max          0.015
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0863P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1216
_refine_ls_wR_factor_ref         0.1321
_reflns_number_gt                1452
_reflns_number_total             2037
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0614869si20060807_072652_2.cif
_cod_data_source_block
5-Nitro-isocoumarin-3-carboxylic_acid_methyl_ester
_cod_database_code               4307000