data_global
_audit_creation_method                  'APEX3 v2017.3-0'

_publ_requested_journal                 ?

_publ_contact_author_name               ?
_publ_contact_author_address            
;
;
_publ_contact_author_email              ?
_publ_contact_author_fax                ?
_publ_contact_author_phone              ?

_publ_section_title                     
;
;
_publ_section_abstract                  
;
;
_publ_section_references                
;
;
_publ_section_comment                   
;
;

data_AA1010
_chemical_name_systematic               ?
_chemical_name_common                   furoxan
_chemical_formula_moiety                ?
_chemical_formula_sum                   'C10 H5 Cl N2 O2'
_chemical_formula_iupac                 ?
_chemical_formula_weight                220.61

_chemical_melting_point                 ?

_space_group_crystal_system             triclinic
_space_group_name_H-M_alt               'P -1'
_space_group_name_Hall                  '-P 1'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, -y, -z'

_cell_length_a                          6.6670(13)
_cell_length_b                          6.7899(14)
_cell_length_c                          11.050(2)
_cell_angle_alpha                       81.39(3)
_cell_angle_beta                        86.15(3)
_cell_angle_gamma                       75.78(3)
_cell_volume                            479.18(18)
_cell_formula_units_Z                   2
_cell_measurement_reflns_used           479
_cell_measurement_theta_min             3.14
_cell_measurement_theta_max             25.196
_cell_measurement_temperature           90.(2)

_exptl_crystal_description              block
_exptl_crystal_colour                   colourless
_exptl_crystal_size_max                 0.154
_exptl_crystal_size_mid                 0.028
_exptl_crystal_size_min                 0.028
_exptl_crystal_density_diffrn           1.529
_exptl_crystal_density_meas             ?
_exptl_crystal_density_method           'not measured'
_exptl_crystal_F_000                    224

_exptl_absorpt_coefficient_mu           0.376
_exptl_absorpt_correction_type          Multi-Scan
_exptl_absorpt_process_details          
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min         0.34
_exptl_absorpt_correction_T_max         0.99

_exptl_special_details                  
;
; 

_diffrn_ambient_temperature             90.(2)

_diffrn_source                          'rotating-anode X-ray tube'
_diffrn_source_type                     'Bruker Turbo X-ray Source'

_diffrn_radiation_type                  MoK\a
_diffrn_radiation_source                'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_wavelength            0.71073
_diffrn_radiation_monochromator         'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type         'Bruker APEXII CCD area detector'
_diffrn_measurement_method              'phi and omega scans'

_diffrn_detector_area_resol_mean        8.3333

_diffrn_reflns_number                   2171
_diffrn_reflns_av_R_equivalents         0.0458
_diffrn_reflns_av_unetI/netI            0.0888
_diffrn_reflns_theta_min                1.86
_diffrn_reflns_theta_max                24.40
_diffrn_reflns_theta_full               24.40
_diffrn_measured_fraction_theta_max     0.982
_diffrn_measured_fraction_theta_full    0.982
_diffrn_reflns_limit_h_min              -7
_diffrn_reflns_limit_h_max              4
_diffrn_reflns_limit_k_min              -7
_diffrn_reflns_limit_k_max              7
_diffrn_reflns_limit_l_min              -11
_diffrn_reflns_limit_l_max              12

_refine_special_details                 
;
;

_reflns_number_total                    1548
_reflns_number_gt                       969
_reflns_threshold_expression            'I > 2σ(I)'

_refine_ls_structure_factor_coef        Fsqd
_refine_ls_matrix_type                  full
_refine_ls_R_factor_all                 0.2031
_refine_ls_R_factor_gt                  0.1618
_refine_ls_wR_factor_gt                 0.3953
_refine_ls_wR_factor_ref                0.4356
_refine_ls_goodness_of_fit_ref          1.550
_refine_ls_restrained_S_all             1.579
_refine_ls_number_reflns                1548
_refine_ls_number_parameters            136
_refine_ls_number_restraints            186
_refine_ls_number_constraints           ?
_refine_ls_hydrogen_treatment           constr
_refine_ls_weighting_scheme             calc
_refine_ls_weighting_details            
    'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens          geom
_atom_sites_solution_primary            ?
_atom_sites_solution_secondary          ?

_refine_ls_shift/su_max                 4.284
_refine_ls_shift/su_mean                0.095
_refine_diff_density_max                2.454
_refine_diff_density_min                -1.035
_refine_ls_extinction_method            none
_refine_ls_extinction_coef              ?

loop_
    _atom_type_symbol
    _atom_type_description
    _atom_type_scat_dispersion_real
    _atom_type_scat_dispersion_imag
    _atom_type_scat_source
    C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    Cl Cl 0.1484 0.1585
     'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
    O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection              ?
_computing_cell_refinement              'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_reduction               'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution           'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement         'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics           'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material         ?

loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_refinement_flags_adp
    _atom_site_refinement_flags_occupancy
    _atom_site_refinement_flags_posn
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Cl Cl1 0.6053(4) 0.1504(5) 0.8591(2) 0.0461(12) Uani d U . . 1 . .
    C C1 0.3738(17) 0.2147(15) 0.8214(8) 0.031(2) Uani d U . . 1 . .
    O O1 0.0385(13) 0.2998(11) 0.8437(6) 0.043(2) Uani d U . . 1 . .
    N N1 0.0821(16) 0.3120(13) 0.7158(9) 0.043(2) Uani d U . . 1 . .
    O O2 -0.0526(8) 0.3636(7) 0.6376(4) 0.0050(13) Uani d U . . 1 . .
    C C2 0.3004(17) 0.2605(14) 0.7065(9) 0.033(2) Uani d U . . 1 . .
    N N2 0.2269(14) 0.2374(12) 0.9082(7) 0.033(2) Uani d U . . 1 . .
    C C5 0.6100(14) 0.2485(13) 0.3813(8) 0.021(2) Uani d U . . 1 . .
    C C4 0.5019(15) 0.2510(13) 0.4942(8) 0.023(2) Uani d U . . 1 . .
    C C3 0.4125(17) 0.2557(15) 0.5927(9) 0.032(2) Uani d U . . 1 . .
    C C8 0.8174(18) 0.2361(16) 0.1571(10) 0.040(3) Uani d U . . 1 . .
    H H8 0.88908 0.230661 0.079929 0.049 Uiso calc U . R 1 . .
    C C7 0.9241(17) 0.1907(18) 0.2585(11) 0.044(3) Uani d U . . 1 . .
    H H7 1.070962 0.152886 0.252237 0.052 Uiso calc U . R 1 . .
    C C6 0.8267(16) 0.1968(16) 0.3752(10) 0.035(2) Uani d U . . 1 . .
    H H6 0.905053 0.167044 0.447163 0.042 Uiso calc U . R 1 . .
    C C9 0.6073(18) 0.2902(16) 0.1616(9) 0.037(2) Uani d U . . 1 . .
    H H9 0.533422 0.32278 0.087769 0.045 Uiso calc U . R 1 . .
    C C10 0.5011(16) 0.2979(15) 0.2723(8) 0.030(2) Uani d U . . 1 . .
    H H10 0.354047 0.33674 0.275007 0.035 Uiso calc U . R 1 . .


_geom_special_details                   
;

All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
    _geom_bond_atom_site_label_1
    _geom_bond_atom_site_label_2
    _geom_bond_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    Cl1 C1 . 1.565(12) ?
    C1 N2 . 1.321(11) ?
    C1 C2 . 1.357(15) ?
    O1 N1 . 1.419(11) ?
    O1 N2 . 1.426(12) ?
    N1 O2 . 1.238(12) ?
    N1 C2 . 1.411(15) ?
    C2 C3 . 1.419(12) ?
    C5 C4 . 1.399(11) ?
    C5 C6 . 1.400(14) ?
    C5 C10 . 1.403(14) ?
    C4 C3 . 1.206(13) ?
    C8 C7 . 1.324(16) ?
    C8 C9 . 1.358(16) ?
    C8 H8 . 0.95 ?
    C7 C6 . 1.405(14) ?
    C7 H7 . 0.95 ?
    C6 H6 . 0.95 ?
    C9 C10 . 1.373(13) ?
    C9 H9 . 0.95 ?
    C10 H10 . 0.95 ?

loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    N2 C1 C2 . . 113.6(10) ?
    N2 C1 Cl1 . . 118.8(8) ?
    C2 C1 Cl1 . . 127.5(8) ?
    N1 O1 N2 . . 109.9(7) ?
    O2 N1 C2 . . 132.3(8) ?
    O2 N1 O1 . . 123.9(8) ?
    C2 N1 O1 . . 103.8(9) ?
    C1 C2 N1 . . 108.1(9) ?
    C1 C2 C3 . . 128.9(10) ?
    N1 C2 C3 . . 123.0(10) ?
    C1 N2 O1 . . 104.5(8) ?
    C4 C5 C6 . . 120.9(9) ?
    C4 C5 C10 . . 120.0(9) ?
    C6 C5 C10 . . 119.2(8) ?
    C3 C4 C5 . . 178.3(11) ?
    C4 C3 C2 . . 177.8(12) ?
    C7 C8 C9 . . 121.1(9) ?
    C7 C8 H8 . . 119.5 ?
    C9 C8 H8 . . 119.5 ?
    C8 C7 C6 . . 122.0(10) ?
    C8 C7 H7 . . 119.0 ?
    C6 C7 H7 . . 119.0 ?
    C5 C6 C7 . . 117.5(11) ?
    C5 C6 H6 . . 121.2 ?
    C7 C6 H6 . . 121.2 ?
    C8 C9 C10 . . 120.3(11) ?
    C8 C9 H9 . . 119.9 ?
    C10 C9 H9 . . 119.9 ?
    C9 C10 C5 . . 119.9(10) ?
    C9 C10 H10 . . 120.0 ?
    C5 C10 H10 . . 120.1 ?



