data_jw2033_sq
_audit_creation_date              2018-03-14
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number      '2018/3'
_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. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.
;
_chemical_name_common             ?
_chemical_name_systematic         ?
_chemical_formula_moiety          '1(C20 H14 O6)'
_chemical_formula_sum             'C20 H14 O6'
_chemical_formula_weight          350.30
_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' 0.0140 0.0070 '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' 0.0390 0.0250 '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       'hexagonal'
_space_group_IT_number            190
_space_group_name_H-M_alt         'P -6 2 c'
_space_group_name_Hall            'P -6c -2c'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-y, x-y, z'
 '-x+y, -x, z'
 'x, y, -z+1/2'
 '-y, x-y, -z+1/2'
 '-x+y, -x, -z+1/2'
 'y, x, -z'
 'x-y, -y, -z'
 '-x, -x+y, -z'
 'y, x, z+1/2'
 'x-y, -y, z+1/2'
 '-x, -x+y, z+1/2'

_cell_length_a                    13.3732(7)
_cell_length_b                    13.3732(7)
_cell_length_c                    10.8212(7)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 120
_cell_volume                      1676.0(2)
_cell_formula_units_Z             2.00004
_cell_measurement_reflns_used     9799
_cell_measurement_temperature     150
_cell_measurement_theta_max       58.577
_cell_measurement_theta_min       3.321
_shelx_estimated_absorpt_T_max    0.986
_shelx_estimated_absorpt_T_min    0.973
_exptl_absorpt_coefficient_mu     0.276
_exptl_absorpt_correction_T_max   0.7515
_exptl_absorpt_correction_T_min   0.6707
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1247 before and 0.0794 after correction. The Ratio of minimum to maximum transmission is 0.8925. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             'clear light colourless'
_exptl_crystal_colour_lustre      clear
_exptl_crystal_colour_modifier    light
_exptl_crystal_colour_primary     colourless
_exptl_crystal_density_diffrn     0.694
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        Block
_exptl_crystal_F_000              364
_exptl_crystal_size_max           0.1
_exptl_crystal_size_mid           0.07
_exptl_crystal_size_min           0.05
_exptl_special_details
;
X-ray crystallographic data for I were collected from a single crystal
sample, which was mounted on a loop fiber. Data were collected using
a Bruker Venture diffractometer equipped with a Photon 100 CMOS Detector,
a Helios MX optics and a Kappa goniometer. The crystal-to-detector distance 
was 4.0 cm, and the data collection was carried out in 1024 x 1024 pixel mode.
;
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.0532
_diffrn_reflns_av_unetI/netI      0.0171
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max        16
_diffrn_reflns_limit_h_min        -16
_diffrn_reflns_limit_k_max        16
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_l_max        13
_diffrn_reflns_limit_l_min        -13
_diffrn_reflns_number             37342
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full         53.594
_diffrn_reflns_theta_max          58.686
_diffrn_reflns_theta_min          3.320
_diffrn_ambient_temperature       150
_diffrn_detector                  'CMOS Area detector'
_diffrn_detector_area_resol_mean  10.24
_diffrn_detector_type             'Bruker Photon 100 CMOS Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device        'k-geometry diffractometer'
_diffrn_measurement_device_type   'Bruker Venture Metaljet'
_diffrn_measurement_method        'ω and φ scans'
_diffrn_radiation_collimation     'Focusing mirrors'
_diffrn_radiation_monochromator   'Helios MX Mirror Optics'
_diffrn_radiation_probe           X-ray
_diffrn_radiation_type            GaK\a
_diffrn_radiation_wavelength      1.34139
_diffrn_source                    'Metal Jet'
_diffrn_source_current            2.65
_diffrn_source_target             Ga
_diffrn_source_type               'Gallium Liquid Metal Jet Source'
_diffrn_source_voltage            70
_reflns_Friedel_coverage          0.767
_reflns_Friedel_fraction_full     1.000
_reflns_Friedel_fraction_max      0.995
_reflns_number_gt                 1248
_reflns_number_total              1279
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression      'I > 2σ(I)'
_computing_cell_refinement
'SAINT (2013) V8.38A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_data_collection
;
APEX 2 (2013) Bruker AXS Inc., Madison, WI 53719-1173.
;
_computing_data_reduction
'SAINT (2013) V8.38A; Integration Software for Single Crystal Data. Bruker AXS Inc., Madison, WI 53719-1173.'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'XL (Sheldrick, 2008)'
_computing_structure_solution     'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max          0.205
_refine_diff_density_min          -0.291
_refine_diff_density_rms          0.049
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack    0.5(6)
_refine_ls_extinction_coef        0.017(5)
_refine_ls_extinction_expression  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_extinction_method      'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref    1.131
_refine_ls_hydrogen_treatment     constr
_refine_ls_matrix_type            full
_refine_ls_number_parameters      42
_refine_ls_number_reflns          1279
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0493
_refine_ls_R_factor_gt            0.0488
_refine_ls_restrained_S_all       1.131
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1233P)²+0.1277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1623
_refine_ls_wR_factor_ref          0.1635
_refine_special_details
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5(6)
 0.5(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All O(H,H) groups
3. Others
 Fixed Sof: H1B(0.5) H1A(0.5)
4.a Riding coordinates:
 O1(H1B,H1A)
4.b Ternary CH refined with riding coordinates:
 C1(H1)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3)
;
_atom_sites_solution_hydrogens    mixed
_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
 O1 O 0.71202(16) 0.72791(15) 0.62422(12) 0.0440(5) Uani 1 1 d . . . . .
 H1B H 0.712707 0.729428 0.548463 0.053 Uiso 0.5 1 d R . . A -1
 H1A H 0.718327 0.783248 0.663423 0.053 Uiso 0.5 1 d R . . B -2
 C1 C 0.666667 0.333333 0.6292(2) 0.0283(6) Uani 1 3 d S T P . .
 H1 H 0.666667 0.333334 0.536793 0.034 Uiso 1 3 calc RS T P . .
 C2 C 0.67859(17) 0.44406(16) 0.68454(14) 0.0296(4) Uani 1 1 d . . . . .
 C3 C 0.68953(18) 0.5382(2) 0.62113(15) 0.0338(5) Uani 1 1 d . . . . .
 H3 H 0.689661 0.538109 0.533339 0.041 Uiso 1 1 calc R . . . .
 C4 C 0.70040(17) 0.63342(17) 0.68498(17) 0.0352(5) Uani 1 1 d . . . . .


_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
 O1 H1B 0.8200 . ?
 O1 H1A 0.8199 . ?
 O1 C4 1.363(2) . ?
 C1 H1 1.0000 . ?
 C1 C2 1.5299(19) 3_665 ?
 C1 C2 1.5298(19) . ?
 C1 C2 1.5299(19) 2_655 ?
 C2 C2 1.417(3) 4_556 ?
 C2 C3 1.375(3) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.392(3) . ?
 C4 C4 1.407(4) 4_556 ?

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
 C4 O1 H1B 120.0 . . ?
 C4 O1 H1A 120.0 . . ?
 C2 C1 H1 113.0 2_655 . ?
 C2 C1 H1 113.0 3_665 . ?
 C2 C1 H1 113.0 . . ?
 C2 C1 C2 105.68(12) 3_665 2_655 ?
 C2 C1 C2 105.68(12) 3_665 . ?
 C2 C1 C2 105.68(12) 2_655 . ?
 C2 C2 C1 113.04(10) 4_556 . ?
 C3 C2 C1 127.03(15) . . ?
 C3 C2 C2 119.93(10) . 4_556 ?
 C2 C3 H3 119.8 . . ?
 C2 C3 C4 120.30(16) . . ?
 C4 C3 H3 119.8 . . ?
 O1 C4 C3 121.38(17) . . ?
 O1 C4 C4 118.84(10) . 4_556 ?
 C3 C4 C4 119.77(10) . 4_556 ?

loop_
  _geom_hbond_atom_site_label_D
  _geom_hbond_atom_site_label_H
  _geom_hbond_atom_site_label_A
  _geom_hbond_distance_DH
  _geom_hbond_distance_HA
  _geom_hbond_distance_DA
  _geom_hbond_angle_DHA
  _geom_hbond_site_symmetry_A
  _geom_hbond_publ_flag
 O1 H1B O1 0.82 1.91 2.714(3) 167.8 7_556 yes

loop_
  _geom_torsion_atom_site_label_1
  _geom_torsion_atom_site_label_2
  _geom_torsion_atom_site_label_3
  _geom_torsion_atom_site_label_4
  _geom_torsion
  _geom_torsion_site_symmetry_1
  _geom_torsion_site_symmetry_2
  _geom_torsion_site_symmetry_3
  _geom_torsion_site_symmetry_4
  _geom_torsion_publ_flag
 C1 C2 C3 C4 -179.58(16) . . . . ?
 C2 C1 C2 C2 -55.87(11) 3_665 . . 4_556 ?
 C2 C1 C2 C2 55.86(11) 2_655 . . 4_556 ?
 C2 C1 C2 C3 123.6(2) 3_665 . . . ?
 C2 C1 C2 C3 -124.6(2) 2_655 . . . ?
 C2 C2 C3 C4 -0.1(2) 4_556 . . . ?
 C2 C3 C4 O1 179.62(19) . . . . ?
 C2 C3 C4 C4 0.1(2) . . . 4_556 ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
  _twin_individual_id
  _twin_individual_mass_fraction_refined
 1 0.5(6)
 2 0.5(6)

