3-[(Benzo-1,3-dioxol-5-yl)amino]-4-methoxycyclobut-3-ene-1,2-dione: polymorphism and twinning of a precursor to an antimycobacterial squaramide.
Palme, Paul R.; Goddard, Richard; Richter, Adrian; Imming, Peter; Seidel, Rüdiger W; Acta crystallographica. Section C, Structural chemistry 80 (2024) –; doi:10.1107/S2053229624006211

data_2312545
_publ_section_title
;
 3-[(Benzo-1,3-dioxol-5-yl)amino]-4-methoxycyclobut-3-ene-1,2-dione:
 polymorphism and twinning of a precursor to an antimycobacterial
 squaramide.
;
_journal_coeditor_code           VP3038
_journal_issue                   8
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_paper_doi               10.1107/S2053229624006211
_journal_volume                  80
_journal_year                    2024
_chemical_formula_iupac          'C12 H9 N O5'
_chemical_formula_moiety         'C12 H9 N O5'
_chemical_formula_sum            'C12 H9 N O5'
_chemical_formula_weight         247.209
_chemical_name_systematic
;
3-[(Benzo-1,3-dioxol-5-yl)amino]-4-methoxycyclobut-3-ene-1,2-dione
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_code                GOD-GB-171-01
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 115.354(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.0541(7)
_cell_length_b                   13.4304(7)
_cell_length_c                   13.1257(7)
_cell_measurement_reflns_used    9631
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.0086
_cell_measurement_theta_min      2.2908
_cell_volume                     2079.57(19)
_computing_cell_refinement
;
SAINT (Bruker, 2019)
;
_computing_data_collection
;
APEX5 (Bruker, 2022)
;
_computing_data_reduction
;
SAINT (Bruker, 2019)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg, 2018) and Mercury (Macrae <i>et al.</i>,
2020)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
olex2.refine (Bourhis <i>et al.</i>,  2015)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 7.391
_diffrn_measured_fraction_theta_full 0.9992
_diffrn_measured_fraction_theta_max 0.9924
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       '\f- and \w-scans'
_diffrn_radiation_monochromator  'Montel multilayer optics'
_diffrn_radiation_source         I\mS-Diamond
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1479
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            806109
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         30.66
_diffrn_reflns_theta_min         2.29
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_exptl_absorpt_coefficient_mu    0.125
_exptl_absorpt_correction_T_max  0.99702
_exptl_absorpt_correction_T_min  0.99207
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_description       block
_exptl_crystal_F_000             1024.847
_exptl_crystal_size_max          0.068
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.2351
_refine_diff_density_min         -0.2404
_refine_ls_goodness_of_fit_ref   1.1119
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     397
_refine_ls_number_reflns         6382
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.1119
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0303
_refine_ls_shift/su_max          -0.0002
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0302P)^2^+0.5221P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0801
_reflns_number_gt                5025
_reflns_number_total             6382
_reflns_threshold_expression     I>=2\s(I)
_cod_data_source_file            vp3038.cif
_cod_data_source_block           3-I
_cod_database_code               2312545