data_032328_zkkform1straignt2room_rb
_audit_creation_date              2020-01-03
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number      '2018/1'
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_id_orcid     ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common             ?
_chemical_name_systematic         ?
_chemical_formula_moiety          'C9 H6 O2'
_chemical_formula_sum             'C9 H6 O2'
_chemical_formula_weight          146.14
_chemical_absolute_configuration  ?
_chemical_melting_point           ?
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0181 0.0091 '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'
 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system       'orthorhombic'
_space_group_IT_number            29
_space_group_name_H-M_alt         'P c a 21'
_space_group_name_Hall            'P 2c -2ac'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, z+1/2'
 'x+1/2, -y, z'
 '-x+1/2, y, z+1/2'

_cell_length_a                    15.5205(9)
_cell_length_b                    5.6630(2)
_cell_length_c                    7.9163(5)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      695.78(6)
_cell_formula_units_Z             4
_cell_measurement_reflns_used     2807
_cell_measurement_temperature     293
_cell_measurement_theta_max       76.3420
_cell_measurement_theta_min       5.6620
_shelx_estimated_absorpt_T_max    ?
_shelx_estimated_absorpt_T_min    ?
_exptl_absorpt_coefficient_mu     0.817
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_correction_T_min   0.07896
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             colorless
_exptl_crystal_density_diffrn     1.395
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        plate
_exptl_crystal_F_000              304
_exptl_crystal_size_max           0.8
_exptl_crystal_size_mid           0.1
_exptl_crystal_size_min           0.05
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0867
_diffrn_reflns_av_unetI/netI      0.0660
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max        14
_diffrn_reflns_limit_h_min        -19
_diffrn_reflns_limit_k_max        7
_diffrn_reflns_limit_k_min        -7
_diffrn_reflns_limit_l_max        9
_diffrn_reflns_limit_l_min        -10
_diffrn_reflns_number             6063
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_theta_full         67.684
_diffrn_reflns_theta_max          76.865
_diffrn_reflns_theta_min          5.701
_diffrn_ambient_environment       N~2~
_diffrn_ambient_temperature       293
_diffrn_detector                  'CCD plate'
_diffrn_detector_area_resol_mean  ?
_diffrn_detector_type             HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -119.00 -56.00   0.50    0.05    --  -45.87-158.00 -70.00  126
  2  ω   -173.00 -86.00   0.50    0.06    -- -100.00-112.00 170.00  174
  3  ω   -139.00 -35.00   0.50    0.06    -- -100.00 158.00 -37.00  208
  4  ω     91.00 178.00   0.50    0.06    --  106.36  18.00  85.00  174
  5  ω    -94.00 -20.00   0.50    0.05    --  -45.87 125.00 -90.00  148
  6  ω     22.00 119.00   0.50    0.05    --   45.87  77.00-120.00  194
  7  ω   -124.00 -27.00   0.50    0.06    -- -100.00  77.00-180.00  194
  8  ω     33.00 121.00   0.50    0.06    --  106.36 -37.00-120.00  176
  9  ω     34.00 110.00   0.50    0.06    --  106.36 -99.00 120.00  152
 10  ω     92.00 178.00   0.50    0.06    --  106.36  37.00  90.00  172
 11  ω     73.00 119.00   0.50    0.05    --   45.87 125.00 -30.00   92
 12  ω     31.00 120.00   0.50    0.05    --   45.87  37.00  30.00  178
 13  ω     22.00 119.00   0.50    0.05    --   45.87  77.00 120.00  194
 14  ω   -174.00 -99.00   0.50    0.06    -- -100.00 -37.00-150.00  150
 15  ω     83.00 178.00   0.50    0.06    --  106.36  77.00   0.00  190
 16  ω     91.00 178.00   0.50    0.06    --  106.36  19.00 -60.00  174
;
_diffrn_measurement_device        'four-circle diffractometer'
_diffrn_measurement_device_type   'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method        'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11       -0.1517426000
_diffrn_orient_matrix_UB_12       0.0252830000
_diffrn_orient_matrix_UB_13       -0.1538207000
_diffrn_orient_matrix_UB_21       0.2224606000
_diffrn_orient_matrix_UB_22       0.0006022000
_diffrn_orient_matrix_UB_23       -0.1118019000
_diffrn_orient_matrix_UB_31       -0.0384268000
_diffrn_orient_matrix_UB_32       -0.0959839000
_diffrn_orient_matrix_UB_33       -0.0414648000
_diffrn_radiation_monochromator   mirror
_diffrn_radiation_probe           x-ray
_diffrn_radiation_type            CuK\a
_diffrn_radiation_wavelength      1.54184
_diffrn_source                    'Rotating-anode X-ray tube'
_diffrn_source_type               'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage          0.795
_reflns_Friedel_fraction_full     0.979
_reflns_Friedel_fraction_max      0.905
_reflns_number_gt                 1138
_reflns_number_total              1377
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric  1
_reflns_odcompleteness_theta      66.49
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression      'I > 2σ(I)'
_computing_cell_refinement        'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection        'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction         'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'ShelXL (Sheldrick, 2015)'
_computing_structure_solution     'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max          0.145
_refine_diff_density_min          -0.228
_refine_diff_density_rms          0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 443 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack    -0.3(3)
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.060
_refine_ls_hydrogen_treatment     constr
_refine_ls_matrix_type            full
_refine_ls_number_parameters      100
_refine_ls_number_reflns          1377
_refine_ls_number_restraints      1
_refine_ls_R_factor_all           0.0620
_refine_ls_R_factor_gt            0.0523
_refine_ls_restrained_S_all       1.059
_refine_ls_shift/su_max           0.004
_refine_ls_shift/su_mean          0.001
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0707P)²+0.0660P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1272
_refine_ls_wR_factor_ref          0.1393
_refine_special_details           ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C6(H6), C9(H9), C7(H7), C8(H8)
;
_atom_sites_solution_hydrogens    geom
_atom_sites_solution_primary      dual
_atom_sites_solution_secondary    ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 O2 O 0.65391(16) 0.4989(4) 0.5799(3) 0.0545(6) Uani 1 1 d . . . . .
 O1 O 0.78305(19) 0.4009(6) 0.6712(4) 0.0775(10) Uani 1 1 d . . . . .
 C4 C 0.6299(2) 0.8553(6) 0.4215(4) 0.0453(8) Uani 1 1 d . . . . .
 C5 C 0.5995(2) 0.6496(5) 0.4955(4) 0.0455(8) Uani 1 1 d . . . . .
 C1 C 0.7410(3) 0.5444(6) 0.5932(5) 0.0554(9) Uani 1 1 d . . . . .
 C3 C 0.7200(2) 0.9057(6) 0.4359(4) 0.0533(9) Uani 1 1 d . . . . .
 H3 H 0.742221 1.042743 0.388146 0.064 Uiso 1 1 calc R . . . .
 C2 C 0.7724(2) 0.7568(6) 0.5177(5) 0.0582(9) Uani 1 1 d . . . . .
 H2 H 0.830778 0.792570 0.525524 0.070 Uiso 1 1 calc R . . . .
 C6 C 0.5130(3) 0.5885(6) 0.4912(4) 0.0557(9) Uani 1 1 d . . . . .
 H6 H 0.493669 0.451358 0.543576 0.067 Uiso 1 1 calc R . . . .
 C9 C 0.5708(3) 0.9998(6) 0.3372(4) 0.0562(9) Uani 1 1 d . . . . .
 H9 H 0.589554 1.138164 0.285681 0.067 Uiso 1 1 calc R . . . .
 C7 C 0.4564(3) 0.7351(8) 0.4078(5) 0.0643(10) Uani 1 1 d . . . . .
 H7 H 0.398146 0.696775 0.403617 0.077 Uiso 1 1 calc R . . . .
 C8 C 0.4855(3) 0.9388(7) 0.3302(6) 0.0640(10) Uani 1 1 d . . . . .
 H8 H 0.446780 1.035093 0.272695 0.077 Uiso 1 1 calc R . . . .


_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_distance
  _geom_bond_site_symmetry_2
  _geom_bond_publ_flag
 O2 C5 1.374(4) . ?
 O2 C1 1.380(5) . ?
 O1 C1 1.211(4) . ?
 C4 C5 1.387(4) . ?
 C4 C3 1.432(5) . ?
 C4 C9 1.398(4) . ?
 C5 C6 1.387(5) . ?
 C1 C2 1.429(5) . ?
 C3 H3 0.9300 . ?
 C3 C2 1.339(5) . ?
 C2 H2 0.9300 . ?
 C6 H6 0.9300 . ?
 C6 C7 1.378(6) . ?
 C9 H9 0.9300 . ?
 C9 C8 1.370(5) . ?
 C7 H7 0.9300 . ?
 C7 C8 1.382(6) . ?
 C8 H8 0.9300 . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C5 O2 C1 121.5(3) . . ?
 C5 C4 C3 117.7(3) . . ?
 C5 C4 C9 118.1(3) . . ?
 C9 C4 C3 124.2(3) . . ?
 O2 C5 C4 121.3(3) . . ?
 O2 C5 C6 116.8(3) . . ?
 C4 C5 C6 121.9(3) . . ?
 O2 C1 C2 117.4(3) . . ?
 O1 C1 O2 116.2(3) . . ?
 O1 C1 C2 126.4(4) . . ?
 C4 C3 H3 119.8 . . ?
 C2 C3 C4 120.5(3) . . ?
 C2 C3 H3 119.8 . . ?
 C1 C2 H2 119.2 . . ?
 C3 C2 C1 121.6(3) . . ?
 C3 C2 H2 119.2 . . ?
 C5 C6 H6 120.7 . . ?
 C7 C6 C5 118.6(3) . . ?
 C7 C6 H6 120.7 . . ?
 C4 C9 H9 119.8 . . ?
 C8 C9 C4 120.4(3) . . ?
 C8 C9 H9 119.8 . . ?
 C6 C7 H7 119.8 . . ?
 C6 C7 C8 120.5(4) . . ?
 C8 C7 H7 119.8 . . ?
 C9 C8 C7 120.5(4) . . ?
 C9 C8 H8 119.7 . . ?
 C7 C8 H8 119.7 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 7.009
_oxdiff_exptl_absorpt_empirical_full_min 0.293
