data_exp_3085
_audit_creation_date               2023-03-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2017/1'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_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           'C44 H26 O4'
_chemical_formula_sum              'C44 H26 O4'
_chemical_formula_weight           618.65
_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             60
_space_group_name_H-M_alt          'P b c n'
_space_group_name_Hall             '-P 2n 2ab'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y+1/2, z+1/2'
 '-x, y, -z+1/2'
 'x+1/2, -y+1/2, -z'
 '-x, -y, -z'
 'x-1/2, y-1/2, -z-1/2'
 'x, -y, z-1/2'
 '-x-1/2, y-1/2, z'

_cell_length_a                     7.7417(3)
_cell_length_b                     29.5787(8)
_cell_length_c                     13.1710(4)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       3016.02(17)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      4198
_cell_measurement_temperature      172.99(10)
_cell_measurement_theta_max        73.2220
_cell_measurement_theta_min        4.4630
_shelx_estimated_absorpt_T_max     0.886
_shelx_estimated_absorpt_T_min     0.841
_exptl_absorpt_coefficient_mu      0.688
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.31058
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              'clear light yellow'
_exptl_crystal_colour_lustre       clear
_exptl_crystal_colour_modifier     light
_exptl_crystal_colour_primary      yellow
_exptl_crystal_density_diffrn      1.362
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               1288
_exptl_crystal_size_max            0.26
_exptl_crystal_size_mid            0.22
_exptl_crystal_size_min            0.18
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0895
_diffrn_reflns_av_unetI/netI       0.0491
_diffrn_reflns_Laue_measured_fraction_full  0.999
_diffrn_reflns_Laue_measured_fraction_max  0.999
_diffrn_reflns_limit_h_max         9
_diffrn_reflns_limit_h_min         -9
_diffrn_reflns_limit_k_max         35
_diffrn_reflns_limit_k_min         -35
_diffrn_reflns_limit_l_max         8
_diffrn_reflns_limit_l_min         -15
_diffrn_reflns_number              30369
_diffrn_reflns_point_group_measured_fraction_full  0.999
_diffrn_reflns_point_group_measured_fraction_max  0.999
_diffrn_reflns_theta_full          67.079
_diffrn_reflns_theta_max           67.079
_diffrn_reflns_theta_min           2.988
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        172.99(10)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.999
_diffrn_measured_fraction_theta_max  0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -52.00   1.00   1.00    3.00    --    0.00 -37.00-120.00   53
  2  ω    -88.00 -54.00   1.00    3.00    --    0.00 -37.00  30.00   34
  3  ω    -48.00  19.00   1.00    3.00    --    0.00 -37.00  30.00   67
  4  ω    -52.00 -26.00   1.00    3.00    --    0.00 -37.00 -30.00   26
  5  ω    -19.00  89.00   1.00    3.00    --    0.00  37.00-120.00  108
  6  ω     -4.00  88.00   1.00    3.00    --    0.00  82.00  90.00   92
  7  ω      6.00 128.00   1.00    3.00    --   95.80 -82.00   0.00  122
  8  ω      6.00 104.00   1.00    3.00    --   95.80 -61.00 150.00   98
  9  ω     24.00  55.00   1.00    3.00    --   95.80 -77.00 -90.00   31
 10  ω     24.00 128.00   1.00    3.00    --   95.80 -82.00 150.00  104
 11  ω      6.00 120.00   1.00    3.00    --   95.80 -61.00-150.00  114
 12  ω      6.00 120.00   1.00    3.00    --   95.80 -61.00   0.00  114
 13  ω    110.00 185.00   1.00    3.00    --   95.80  30.00  60.00   75
 14  ω     91.00 116.00   1.00    3.00    --   95.80 -45.00   0.00   25
 15  ω     12.00  71.00   1.00    3.00    --   95.80 -30.00 -90.00   59
 16  ω     68.00 184.00   1.00    3.00    --   95.80  15.00 120.00  116
 17  ω     79.00 128.00   1.00    3.00    --   95.80 -82.00-150.00   49
 18  ω     72.00  97.00   1.00    3.00    --   95.80 -82.00  60.00   25
 19  ω     12.00  42.00   1.00    3.00    --   95.80 -82.00-150.00   30
 20  ω     72.00  99.00   1.00    3.00    --   95.80 -82.00 -60.00   27
 21  ω      6.00  56.00   1.00    3.00    --   95.80 -45.00   0.00   50
 22  ω     68.00  93.00   1.00    3.00    --   95.80 -30.00  90.00   25
 23  ω     72.00  97.00   1.00    3.00    --   95.80 -82.00 -30.00   25
 24  ω     87.00 112.00   1.00    3.00    --   95.80 -82.00  90.00   25
 25  ω     15.00  40.00   1.00    3.00    --   95.80 -30.00  90.00   25
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.1682077000
_diffrn_orient_matrix_UB_12        -0.0219560000
_diffrn_orient_matrix_UB_13        0.0382910000
_diffrn_orient_matrix_UB_21        -0.0886615000
_diffrn_orient_matrix_UB_22        0.0466351000
_diffrn_orient_matrix_UB_23        0.0002436000
_diffrn_orient_matrix_UB_31        -0.0586049000
_diffrn_orient_matrix_UB_32        -0.0075139000
_diffrn_orient_matrix_UB_33        -0.1105194000
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     'fine-focus sealed X-ray tube'
_diffrn_source_type                'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  2121
_reflns_number_total               2697
_reflns_odcompleteness_completeness  99.97
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       66.97
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection         'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction          'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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           0.356
_refine_diff_density_min           -0.210
_refine_diff_density_rms           0.041
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.045
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       221
_refine_ls_number_reflns           2697
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0616
_refine_ls_R_factor_gt             0.0465
_refine_ls_restrained_S_all        1.045
_refine_ls_shift/su_max            0.001
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.0586P)²+1.1200P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1240
_refine_ls_wR_factor_ref           0.1341
_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:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C11(H11), C12(H12), C13(H13),
 C18(H18), C19(H19), C20(H20), C23(H23), C25(H25), C26(H26)
;
_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
 O1 O 0.7420(3) 0.50172(5) 0.52033(12) 0.0649(5) Uani 1 1 d . . . . .
 O2 O 0.2215(2) 0.88261(5) 0.53277(11) 0.0472(4) Uani 1 1 d . . . . .
 C1 C 0.2195(2) 0.66555(6) 0.65832(13) 0.0333(4) Uani 1 1 d . . . . .
 H1 H 0.213987 0.697632 0.658897 0.040 Uiso 1 1 calc R . . . .
 C2 C 0.0908(3) 0.64172(6) 0.61319(15) 0.0393(5) Uani 1 1 d . . . . .
 H2 H -0.003145 0.657415 0.583011 0.047 Uiso 1 1 calc R . . . .
 C3 C 0.0943(3) 0.59395(6) 0.61037(15) 0.0390(5) Uani 1 1 d . . . . .
 H3 H 0.004261 0.577762 0.577474 0.047 Uiso 1 1 calc R . . . .
 C4 C 0.2258(3) 0.57147(6) 0.65455(14) 0.0334(4) Uani 1 1 d . . . . .
 H4 H 0.226604 0.539358 0.652878 0.040 Uiso 1 1 calc R . . . .
 C5 C 0.3638(2) 0.59474(6) 0.70374(13) 0.0282(4) Uani 1 1 d . . . . .
 C6 C 0.3622(2) 0.64360(6) 0.70465(12) 0.0276(4) Uani 1 1 d . . . . .
 C7 C 0.500000 0.66742(8) 0.750000 0.0269(5) Uani 1 2 d S T P . .
 C8 C 0.500000 0.71831(8) 0.750000 0.0275(5) Uani 1 2 d S T P . .
 C9 C 0.3860(2) 0.74216(6) 0.81400(13) 0.0285(4) Uani 1 1 d . . . . .
 C10 C 0.2708(3) 0.71994(6) 0.88217(13) 0.0332(4) Uani 1 1 d . . . . .
 H10 H 0.274309 0.687934 0.887734 0.040 Uiso 1 1 calc R . . . .
 C11 C 0.1563(3) 0.74355(6) 0.93916(14) 0.0378(5) Uani 1 1 d . . . . .
 H11 H 0.082578 0.727867 0.984779 0.045 Uiso 1 1 calc R . . . .
 C12 C 0.1449(3) 0.79121(6) 0.93186(15) 0.0376(5) Uani 1 1 d . . . . .
 H12 H 0.059318 0.807115 0.969220 0.045 Uiso 1 1 calc R . . . .
 C13 C 0.2566(3) 0.81408(6) 0.87132(14) 0.0349(5) Uani 1 1 d . . . . .
 H13 H 0.251471 0.846157 0.869013 0.042 Uiso 1 1 calc R . . . .
 C14 C 0.3817(2) 0.79090(6) 0.81101(13) 0.0282(4) Uani 1 1 d . . . . .
 C15 C 0.500000 0.81434(8) 0.750000 0.0291(6) Uani 1 2 d S T P . .
 C16 C 0.500000 0.86515(8) 0.750000 0.0283(6) Uani 1 2 d S T P . .
 C17 C 0.4080(2) 0.88923(6) 0.67600(13) 0.0301(4) Uani 1 1 d . . . . .
 C18 C 0.3012(3) 0.86506(6) 0.60069(14) 0.0357(5) Uani 1 1 d . . . . .
 H18 H 0.294878 0.833081 0.606232 0.043 Uiso 1 1 calc R . . . .
 C19 C 0.4120(2) 0.93667(6) 0.67543(14) 0.0334(4) Uani 1 1 d . . . . .
 H19 H 0.353768 0.952911 0.623456 0.040 Uiso 1 1 calc R . . . .
 C20 C 0.500000 0.95969(8) 0.750000 0.0347(6) Uani 1 2 d S T P . .
 H20 H 0.500001 0.991807 0.750001 0.042 Uiso 1 2 calc RS T P . .
 C21 C 0.500000 0.57127(8) 0.750000 0.0277(5) Uani 1 2 d S T P . .
 C22 C 0.500000 0.52048(8) 0.750000 0.0278(5) Uani 1 2 d S T P . .
 C23 C 0.6608(3) 0.52029(7) 0.58551(14) 0.0395(5) Uani 1 1 d . . . . .
 H23 H 0.650579 0.552273 0.582577 0.047 Uiso 1 1 calc R . . . .
 C24 C 0.5757(2) 0.49634(6) 0.67020(13) 0.0307(4) Uani 1 1 d . . . . .
 C25 C 0.5737(3) 0.44901(6) 0.67042(15) 0.0352(5) Uani 1 1 d . . . . .
 H25 H 0.623384 0.432849 0.615362 0.042 Uiso 1 1 calc R . . . .
 C26 C 0.500000 0.42573(9) 0.750000 0.0362(6) Uani 1 2 d S T P . .
 H26 H 0.499996 0.393611 0.750001 0.043 Uiso 1 2 calc RS T P . .


_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 C23 1.197(2) . ?
 O2 C18 1.205(2) . ?
 C1 C2 1.358(3) . ?
 C1 C6 1.419(3) . ?
 C2 C3 1.414(3) . ?
 C3 C4 1.348(3) . ?
 C4 C5 1.426(3) . ?
 C5 C6 1.445(2) . ?
 C5 C21 1.402(2) . ?
 C6 C7 1.411(2) . ?
 C7 C8 1.505(3) . ?
 C8 C9 1.410(2) . ?
 C8 C9 1.410(2) 3_656 ?
 C9 C10 1.426(2) . ?
 C9 C14 1.443(2) . ?
 C10 C11 1.355(3) . ?
 C11 C12 1.416(2) . ?
 C12 C13 1.357(3) . ?
 C13 C14 1.428(2) . ?
 C14 C15 1.402(2) . ?
 C15 C16 1.503(3) . ?
 C16 C17 1.402(2) . ?
 C16 C17 1.402(2) 3_656 ?
 C17 C18 1.476(3) . ?
 C17 C19 1.404(2) . ?
 C19 C20 1.376(2) . ?
 C21 C22 1.502(3) . ?
 C22 C24 1.400(2) . ?
 C22 C24 1.400(2) 3_656 ?
 C23 C24 1.476(3) . ?
 C24 C25 1.400(2) . ?
 C25 C26 1.378(2) . ?

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
 C2 C1 C6 121.47(17) . . ?
 C1 C2 C3 121.10(18) . . ?
 C4 C3 C2 119.73(18) . . ?
 C3 C4 C5 121.57(17) . . ?
 C4 C5 C6 118.68(16) . . ?
 C21 C5 C4 121.45(16) . . ?
 C21 C5 C6 119.87(17) . . ?
 C1 C6 C5 117.43(16) . . ?
 C7 C6 C1 122.81(16) . . ?
 C7 C6 C5 119.75(16) . . ?
 C6 C7 C6 120.1(2) 3_656 . ?
 C6 C7 C8 119.95(11) . . ?
 C6 C7 C8 119.95(11) 3_656 . ?
 C9 C8 C7 120.03(11) 3_656 . ?
 C9 C8 C7 120.03(11) . . ?
 C9 C8 C9 119.9(2) 3_656 . ?
 C8 C9 C10 122.50(16) . . ?
 C8 C9 C14 119.88(16) . . ?
 C10 C9 C14 117.61(16) . . ?
 C11 C10 C9 121.34(17) . . ?
 C10 C11 C12 121.10(17) . . ?
 C13 C12 C11 119.77(18) . . ?
 C12 C13 C14 121.31(17) . . ?
 C13 C14 C9 118.70(16) . . ?
 C15 C14 C9 119.67(16) . . ?
 C15 C14 C13 121.63(16) . . ?
 C14 C15 C14 120.7(2) 3_656 . ?
 C14 C15 C16 119.64(11) . . ?
 C14 C15 C16 119.64(11) 3_656 . ?
 C17 C16 C15 120.54(11) . . ?
 C17 C16 C15 120.54(11) 3_656 . ?
 C17 C16 C17 118.9(2) 3_656 . ?
 C16 C17 C18 120.38(16) . . ?
 C16 C17 C19 120.05(17) . . ?
 C19 C17 C18 119.53(16) . . ?
 O2 C18 C17 125.27(18) . . ?
 C20 C19 C17 120.12(18) . . ?
 C19 C20 C19 120.7(2) . 3_656 ?
 C5 C21 C5 120.6(2) . 3_656 ?
 C5 C21 C22 119.68(11) 3_656 . ?
 C5 C21 C22 119.68(11) . . ?
 C24 C22 C21 120.68(11) . . ?
 C24 C22 C21 120.69(11) 3_656 . ?
 C24 C22 C24 118.6(2) . 3_656 ?
 O1 C23 C24 123.75(19) . . ?
 C22 C24 C23 120.62(17) . . ?
 C22 C24 C25 120.26(17) . . ?
 C25 C24 C23 119.12(17) . . ?
 C26 C25 C24 120.41(18) . . ?
 C25 C26 C25 120.0(2) . 3_656 ?

_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  4.319
_oxdiff_exptl_absorpt_empirical_full_min  0.432
