data_201912346
_audit_creation_date               2020-01-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2014/7'
_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. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           '2(C22 H19 O2 P), H2 O'
_chemical_formula_sum              'C44 H40 O5 P2'
_chemical_formula_weight           710.70
_chemical_absolute_configuration   ad
_chemical_melting_point            ?
_chemical_oxdiff_formula           C40H40O2N1P1
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'
 'P' 'P' 0.2955 0.4335 '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        'monoclinic'
_space_group_IT_number             5
_space_group_name_H-M_alt          'C 1 2 1'
_space_group_name_Hall             'C 2y'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y, -z'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z'

_cell_length_a                     20.6268(12)
_cell_length_b                     8.2898(9)
_cell_length_c                     11.4377(6)
_cell_angle_alpha                  90
_cell_angle_beta                   101.734(5)
_cell_angle_gamma                  90
_cell_volume                       1914.9(3)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      1233
_cell_measurement_temperature      293(2)
_cell_measurement_theta_max        69.8310
_cell_measurement_theta_min        3.9430
_shelx_estimated_absorpt_T_max     0.874
_shelx_estimated_absorpt_T_min     0.799
_exptl_absorpt_coefficient_mu      1.385
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.88269
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.233
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               748
_exptl_crystal_size_max            0.17
_exptl_crystal_size_mid            0.14
_exptl_crystal_size_min            0.1
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0221
_diffrn_reflns_av_unetI/netI       0.0353
_diffrn_reflns_Laue_measured_fraction_full  0.996
_diffrn_reflns_Laue_measured_fraction_max  0.996
_diffrn_reflns_limit_h_max         24
_diffrn_reflns_limit_h_min         -22
_diffrn_reflns_limit_k_max         9
_diffrn_reflns_limit_k_min         -6
_diffrn_reflns_limit_l_max         12
_diffrn_reflns_limit_l_min         -13
_diffrn_reflns_number              3674
_diffrn_reflns_point_group_measured_fraction_full  0.735
_diffrn_reflns_point_group_measured_fraction_max  0.735
_diffrn_reflns_theta_full          67.064
_diffrn_reflns_theta_max           67.064
_diffrn_reflns_theta_min           3.947
_diffrn_ambient_temperature        293(2)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   16.2312
_diffrn_detector_type              Eos
_diffrn_measured_fraction_theta_full  0.996
_diffrn_measured_fraction_theta_max  0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω   -104.00 -11.00   1.00    1.25    --  -33.50 -37.00  90.00   93
  2  ω   -102.00 -15.00   1.00    1.25    --  -33.50 -57.00-150.00   87
  3  ω     14.00 107.00   1.00    1.25    --   36.47  37.00 -90.00   93
  4  ω    -33.00  65.00   1.00    1.25    --   36.47 -77.00 -60.00   98
  5  ω    -32.00  55.00   1.00    1.25    --   36.47 -57.00 -60.00   87
  6  ω     46.00  99.00   1.00    4.00    --  108.00 -94.00   0.00   53
  7  ω     87.00 178.00   1.00    4.00    --  108.00  30.00 -60.00   91
  8  ω     94.00 120.00   1.00    4.00    --  108.00  61.00 120.00   26
  9  ω     40.00  81.00   1.00    4.00    --  108.00 -94.00  60.00   41
 10  ω    141.00 176.00   1.00    4.00    --  108.00  61.00 120.00   35
 11  ω    102.00 128.00   1.00    4.00    --  108.00 -45.00 120.00   26
 12  ω     89.00 166.00   1.00    4.00    --  108.00  45.00-120.00   77
 13  ω     44.00  96.00   1.00    4.00    --  108.00 -45.00 120.00   52
 14  ω     88.00 118.00   1.00    4.00    --  108.00 -45.00 -90.00   30
 15  ω     38.00  68.00   1.00    4.00    --  108.00 -45.00 -90.00   30
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'Xcalibur, Eos, Gemini'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        0.0224212000
_diffrn_orient_matrix_UB_12        0.0657698000
_diffrn_orient_matrix_UB_13        0.1277945000
_diffrn_orient_matrix_UB_21        0.0726368000
_diffrn_orient_matrix_UB_22        -0.0345235000
_diffrn_orient_matrix_UB_23        -0.0058419000
_diffrn_orient_matrix_UB_31        0.0059524000
_diffrn_orient_matrix_UB_32        0.1704578000
_diffrn_orient_matrix_UB_33        -0.0505812000
_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           0.373
_reflns_Friedel_fraction_full      0.432
_reflns_Friedel_fraction_max       0.432
_reflns_number_gt                  2287
_reflns_number_total               2526
_reflns_odcompleteness_completeness  99.57
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection         'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction          'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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      'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max           0.252
_refine_diff_density_min           -0.209
_refine_diff_density_rms           0.039
_refine_ls_abs_structure_details
;
 Flack x determined using 582 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     0.04(4)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.074
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       232
_refine_ls_number_reflns           2526
_refine_ls_number_restraints       1
_refine_ls_R_factor_all            0.0500
_refine_ls_R_factor_gt             0.0452
_refine_ls_restrained_S_all        1.073
_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)+(0.0721P)²+0.2586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1218
_refine_ls_wR_factor_ref           0.1291
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 O3(H3A)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10),
 C15(H15), C17(H17), C18(H18), C20(H20), C21(H21)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       direct
_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
 P1 P 0.39205(5) 0.57753(17) 0.15949(8) 0.0614(3) Uani 1 1 d . . . . .
 O1 O 0.44970(17) 0.6747(6) 0.1409(3) 0.0879(13) Uani 1 1 d . . . . .
 O2 O 0.31995(19) 1.1472(5) 0.7124(4) 0.0911(13) Uani 1 1 d . . . . .
 C1 C 0.32923(18) 0.5642(6) 0.0254(3) 0.0564(10) Uani 1 1 d . . . . .
 C2 C 0.3401(2) 0.6340(6) -0.0792(4) 0.0656(13) Uani 1 1 d . . . . .
 H2 H 0.3805 0.6833 -0.0801 0.079 Uiso 1 1 calc R . . . .
 C3 C 0.2917(2) 0.6308(7) -0.1814(4) 0.0726(14) Uani 1 1 d . . . . .
 H3 H 0.2992 0.6790 -0.2509 0.087 Uiso 1 1 calc R . . . .
 C4 C 0.2323(2) 0.5568(7) -0.1812(4) 0.0699(12) Uani 1 1 d . . . . .
 H4 H 0.1998 0.5543 -0.2506 0.084 Uiso 1 1 calc R . . . .
 C5 C 0.2209(2) 0.4863(7) -0.0788(4) 0.0697(13) Uani 1 1 d . . . . .
 H5 H 0.1803 0.4379 -0.0786 0.084 Uiso 1 1 calc R . . . .
 C6 C 0.2693(2) 0.4869(7) 0.0237(4) 0.0652(12) Uani 1 1 d . . . . .
 H6 H 0.2618 0.4354 0.0920 0.078 Uiso 1 1 calc R . . . .
 C7 C 0.4183(2) 0.2397(7) 0.4105(5) 0.0731(13) Uani 1 1 d . . . . .
 H7 H 0.4139 0.2379 0.4898 0.088 Uiso 1 1 calc R . . . .
 C8 C 0.4385(3) 0.1035(8) 0.3593(6) 0.0889(18) Uani 1 1 d . . . . .
 H8 H 0.4478 0.0100 0.4045 0.107 Uiso 1 1 calc R . . . .
 C9 C 0.4452(2) 0.1039(9) 0.2415(6) 0.0901(19) Uani 1 1 d . . . . .
 H9 H 0.4590 0.0107 0.2084 0.108 Uiso 1 1 calc R . . . .
 C10 C 0.4316(2) 0.2398(9) 0.1729(5) 0.0846(18) Uani 1 1 d . . . . .
 H10 H 0.4360 0.2395 0.0936 0.101 Uiso 1 1 calc R . . . .
 C11 C 0.4109(2) 0.3805(7) 0.2243(4) 0.0641(12) Uani 1 1 d . . . . .
 C12 C 0.4045(2) 0.3809(6) 0.3434(4) 0.0604(11) Uani 1 1 d . . . . .
 C13 C 0.38316(18) 0.5375(5) 0.3855(3) 0.0537(10) Uani 1 1 d . . . . .
 C14 C 0.3545(2) 0.6463(6) 0.2809(3) 0.0562(10) Uani 1 1 d . . . . .
 H14A H 0.3657 0.7582 0.2999 0.067 Uiso 1 1 calc R . . . .
 H14B H 0.3067 0.6359 0.2600 0.067 Uiso 1 1 calc R . . . .
 C15 C 0.39279(17) 0.5799(7) 0.5001(3) 0.0554(9) Uani 1 1 d . . . . .
 H15 H 0.4144 0.5041 0.5543 0.067 Uiso 1 1 calc R . . . .
 C16 C 0.37387(19) 0.7298(6) 0.5523(3) 0.0520(9) Uani 1 1 d . . . . .
 C17 C 0.41206(19) 0.7843(6) 0.6597(4) 0.0566(10) Uani 1 1 d . . . . .
 H17 H 0.4493 0.7256 0.6952 0.068 Uiso 1 1 calc R . . . .
 C18 C 0.3964(2) 0.9228(6) 0.7151(4) 0.0593(11) Uani 1 1 d . . . . .
 H18 H 0.4230 0.9573 0.7863 0.071 Uiso 1 1 calc R . . . .
 C19 C 0.3411(2) 1.0091(6) 0.6636(4) 0.0623(11) Uani 1 1 d . . . . .
 C20 C 0.3013(2) 0.9560(7) 0.5577(4) 0.0665(12) Uani 1 1 d . . . . .
 H20 H 0.2635 1.0137 0.5237 0.080 Uiso 1 1 calc R . . . .
 C21 C 0.3175(2) 0.8191(6) 0.5034(3) 0.0579(11) Uani 1 1 d . . . . .
 H21 H 0.2905 0.7848 0.4325 0.069 Uiso 1 1 calc R . . . .
 C22 C 0.3602(4) 1.2065(10) 0.8199(6) 0.112(3) Uani 1 1 d . . . . .
 H22A H 0.3713 1.1194 0.8758 0.169 Uiso 1 1 calc GR . . . .
 H22B H 0.3364 1.2879 0.8536 0.169 Uiso 1 1 calc GR . . . .
 H22C H 0.4001 1.2521 0.8029 0.169 Uiso 1 1 calc GR . . . .
 O3 O 0.5000 0.8977(7) 1.0000 0.0837(15) Uani 1 2 d S T P . .
 H3A H 0.5289 0.8251 0.9657 0.126 Uiso 1 1 d 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
 P1 O1 1.487(4) . ?
 P1 C1 1.799(4) . ?
 P1 C11 1.803(6) . ?
 P1 C14 1.813(4) . ?
 O2 C19 1.382(6) . ?
 O2 C22 1.425(7) . ?
 C1 C2 1.387(6) . ?
 C1 C6 1.390(6) . ?
 C2 H2 0.9300 . ?
 C2 C3 1.375(6) . ?
 C3 H3 0.9300 . ?
 C3 C4 1.370(7) . ?
 C4 H4 0.9300 . ?
 C4 C5 1.372(7) . ?
 C5 H5 0.9300 . ?
 C5 C6 1.376(6) . ?
 C6 H6 0.9300 . ?
 C7 H7 0.9300 . ?
 C7 C8 1.375(8) . ?
 C7 C12 1.397(7) . ?
 C8 H8 0.9300 . ?
 C8 C9 1.382(8) . ?
 C9 H9 0.9300 . ?
 C9 C10 1.369(10) . ?
 C10 H10 0.9300 . ?
 C10 C11 1.411(7) . ?
 C11 C12 1.394(6) . ?
 C12 C13 1.482(6) . ?
 C13 C14 1.519(6) . ?
 C13 C15 1.333(5) . ?
 C14 H14A 0.9700 . ?
 C14 H14B 0.9700 . ?
 C15 H15 0.9300 . ?
 C15 C16 1.465(6) . ?
 C16 C17 1.393(5) . ?
 C16 C21 1.395(6) . ?
 C17 H17 0.9300 . ?
 C17 C18 1.381(7) . ?
 C18 H18 0.9300 . ?
 C18 C19 1.374(6) . ?
 C19 C20 1.389(6) . ?
 C20 H20 0.9300 . ?
 C20 C21 1.368(7) . ?
 C21 H21 0.9300 . ?
 C22 H22A 0.9600 . ?
 C22 H22B 0.9600 . ?
 C22 H22C 0.9600 . ?
 O3 H3A 0.9836 . ?

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
 O1 P1 C1 111.7(2) . . ?
 O1 P1 C11 116.0(2) . . ?
 O1 P1 C14 114.7(2) . . ?
 C1 P1 C11 110.6(2) . . ?
 C1 P1 C14 109.06(19) . . ?
 C11 P1 C14 93.4(2) . . ?
 C19 O2 C22 117.3(4) . . ?
 C2 C1 P1 119.7(3) . . ?
 C2 C1 C6 118.7(4) . . ?
 C6 C1 P1 121.6(3) . . ?
 C1 C2 H2 119.7 . . ?
 C3 C2 C1 120.6(4) . . ?
 C3 C2 H2 119.7 . . ?
 C2 C3 H3 119.9 . . ?
 C4 C3 C2 120.1(4) . . ?
 C4 C3 H3 119.9 . . ?
 C3 C4 H4 120.0 . . ?
 C3 C4 C5 120.1(4) . . ?
 C5 C4 H4 120.0 . . ?
 C4 C5 H5 119.8 . . ?
 C4 C5 C6 120.4(4) . . ?
 C6 C5 H5 119.8 . . ?
 C1 C6 H6 119.9 . . ?
 C5 C6 C1 120.1(4) . . ?
 C5 C6 H6 119.9 . . ?
 C8 C7 H7 120.0 . . ?
 C8 C7 C12 120.0(5) . . ?
 C12 C7 H7 120.0 . . ?
 C7 C8 H8 119.6 . . ?
 C7 C8 C9 120.8(6) . . ?
 C9 C8 H8 119.6 . . ?
 C8 C9 H9 119.6 . . ?
 C10 C9 C8 120.8(5) . . ?
 C10 C9 H9 119.6 . . ?
 C9 C10 H10 120.5 . . ?
 C9 C10 C11 119.0(5) . . ?
 C11 C10 H10 120.5 . . ?
 C10 C11 P1 129.4(4) . . ?
 C12 C11 P1 110.1(4) . . ?
 C12 C11 C10 120.4(5) . . ?
 C7 C12 C13 126.6(4) . . ?
 C11 C12 C7 119.0(5) . . ?
 C11 C12 C13 114.4(4) . . ?
 C12 C13 C14 111.0(3) . . ?
 C15 C13 C12 123.8(4) . . ?
 C15 C13 C14 125.1(4) . . ?
 P1 C14 H14A 110.8 . . ?
 P1 C14 H14B 110.8 . . ?
 C13 C14 P1 105.0(3) . . ?
 C13 C14 H14A 110.8 . . ?
 C13 C14 H14B 110.8 . . ?
 H14A C14 H14B 108.8 . . ?
 C13 C15 H15 115.6 . . ?
 C13 C15 C16 128.7(4) . . ?
 C16 C15 H15 115.6 . . ?
 C17 C16 C15 119.0(4) . . ?
 C17 C16 C21 117.2(4) . . ?
 C21 C16 C15 123.8(4) . . ?
 C16 C17 H17 118.9 . . ?
 C18 C17 C16 122.1(4) . . ?
 C18 C17 H17 118.9 . . ?
 C17 C18 H18 120.4 . . ?
 C19 C18 C17 119.2(4) . . ?
 C19 C18 H18 120.4 . . ?
 O2 C19 C20 115.8(4) . . ?
 C18 C19 O2 124.1(4) . . ?
 C18 C19 C20 120.1(4) . . ?
 C19 C20 H20 119.9 . . ?
 C21 C20 C19 120.2(4) . . ?
 C21 C20 H20 119.9 . . ?
 C16 C21 H21 119.4 . . ?
 C20 C21 C16 121.3(4) . . ?
 C20 C21 H21 119.4 . . ?
 O2 C22 H22A 109.5 . . ?
 O2 C22 H22B 109.5 . . ?
 O2 C22 H22C 109.5 . . ?
 H22A C22 H22B 109.5 . . ?
 H22A C22 H22C 109.5 . . ?
 H22B C22 H22C 109.5 . . ?

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
 O3 H3A O1 0.98 1.86 2.788(5) 156.4 2_656

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
 P1 C1 C2 C3 -177.4(4) . . . . ?
 P1 C1 C6 C5 176.6(4) . . . . ?
 P1 C11 C12 C7 -178.7(3) . . . . ?
 P1 C11 C12 C13 1.2(5) . . . . ?
 O1 P1 C1 C2 3.0(5) . . . . ?
 O1 P1 C1 C6 -176.3(4) . . . . ?
 O1 P1 C11 C10 -72.5(5) . . . . ?
 O1 P1 C11 C12 105.4(3) . . . . ?
 O1 P1 C14 C13 -98.7(3) . . . . ?
 O2 C19 C20 C21 -179.1(5) . . . . ?
 C1 P1 C11 C10 56.1(5) . . . . ?
 C1 P1 C11 C12 -126.1(3) . . . . ?
 C1 P1 C14 C13 135.3(3) . . . . ?
 C1 C2 C3 C4 -0.8(8) . . . . ?
 C2 C1 C6 C5 -2.8(8) . . . . ?
 C2 C3 C4 C5 0.4(9) . . . . ?
 C3 C4 C5 C6 -1.2(9) . . . . ?
 C4 C5 C6 C1 2.4(8) . . . . ?
 C6 C1 C2 C3 2.0(8) . . . . ?
 C7 C8 C9 C10 -0.2(8) . . . . ?
 C7 C12 C13 C14 -163.9(4) . . . . ?
 C7 C12 C13 C15 20.8(7) . . . . ?
 C8 C7 C12 C11 0.7(7) . . . . ?
 C8 C7 C12 C13 -179.2(4) . . . . ?
 C8 C9 C10 C11 0.2(8) . . . . ?
 C9 C10 C11 P1 177.9(4) . . . . ?
 C9 C10 C11 C12 0.2(7) . . . . ?
 C10 C11 C12 C7 -0.7(7) . . . . ?
 C10 C11 C12 C13 179.3(4) . . . . ?
 C11 P1 C1 C2 -127.8(4) . . . . ?
 C11 P1 C1 C6 52.9(5) . . . . ?
 C11 P1 C14 C13 22.0(3) . . . . ?
 C11 C12 C13 C14 16.2(5) . . . . ?
 C11 C12 C13 C15 -159.1(4) . . . . ?
 C12 C7 C8 C9 -0.3(8) . . . . ?
 C12 C13 C14 P1 -25.0(4) . . . . ?
 C12 C13 C15 C16 -179.8(4) . . . . ?
 C13 C15 C16 C17 -150.6(4) . . . . ?
 C13 C15 C16 C21 32.5(7) . . . . ?
 C14 P1 C1 C2 130.8(4) . . . . ?
 C14 P1 C1 C6 -48.5(5) . . . . ?
 C14 P1 C11 C10 167.9(4) . . . . ?
 C14 P1 C11 C12 -14.2(3) . . . . ?
 C14 C13 C15 C16 5.6(7) . . . . ?
 C15 C13 C14 P1 150.2(4) . . . . ?
 C15 C16 C17 C18 -178.7(4) . . . . ?
 C15 C16 C21 C20 178.2(4) . . . . ?
 C16 C17 C18 C19 0.7(7) . . . . ?
 C17 C16 C21 C20 1.2(7) . . . . ?
 C17 C18 C19 O2 178.6(4) . . . . ?
 C17 C18 C19 C20 0.5(7) . . . . ?
 C18 C19 C20 C21 -0.9(7) . . . . ?
 C19 C20 C21 C16 0.0(7) . . . . ?
 C21 C16 C17 C18 -1.6(6) . . . . ?
 C22 O2 C19 C18 2.9(8) . . . . ?
 C22 O2 C19 C20 -178.9(6) . . . . ?

_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  1.288
_oxdiff_exptl_absorpt_empirical_full_min  0.824
