data_74-1
_audit_creation_date               2019-09-23
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2019.09.11 svn.r3662 for OlexSys, GUI svn.r5938)
;
_shelx_SHELXL_version_number       '2018/3'
_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           'C24 H27 O2 P'
_chemical_formula_sum              'C24 H27 O2 P'
_chemical_formula_weight           378.42
_chemical_absolute_configuration   ad
_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'
 '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        'orthorhombic'
_space_group_IT_number             19
_space_group_name_H-M_alt          'P 21 21 21'
_space_group_name_Hall             'P 2ac 2ab'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y, z+1/2'
 '-x, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'

_cell_length_a                     7.18064(10)
_cell_length_b                     15.0632(2)
_cell_length_c                     19.4179(3)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       2100.30(5)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      6097
_cell_measurement_temperature      100.00(10)
_cell_measurement_theta_max        73.5140
_cell_measurement_theta_min        3.6790
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      1.269
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.73494
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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      1.197
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               808
_exptl_crystal_size_max            0.14
_exptl_crystal_size_mid            0.13
_exptl_crystal_size_min            0.12
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0170
_diffrn_reflns_av_unetI/netI       0.0250
_diffrn_reflns_Laue_measured_fraction_full  0.998
_diffrn_reflns_Laue_measured_fraction_max  0.979
_diffrn_reflns_limit_h_max         3
_diffrn_reflns_limit_h_min         -8
_diffrn_reflns_limit_k_max         18
_diffrn_reflns_limit_k_min         -16
_diffrn_reflns_limit_l_max         24
_diffrn_reflns_limit_l_min         -22
_diffrn_reflns_number              7390
_diffrn_reflns_point_group_measured_fraction_full  0.998
_diffrn_reflns_point_group_measured_fraction_max  0.973
_diffrn_reflns_theta_full          67.684
_diffrn_reflns_theta_max           73.576
_diffrn_reflns_theta_min           3.714
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        100.00(10)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   5.2684
_diffrn_detector_type              AtlasS2
_diffrn_measured_fraction_theta_full  0.998
_diffrn_measured_fraction_theta_max  0.979
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -66.00  31.00   1.00    1.00    --  -40.98  57.00 150.00   97
  2  ω    -68.00  31.00   1.00    1.00    --  -40.98  57.00  60.00   99
  3  ω     61.00 108.00   1.00    1.00    --  106.95 -94.00 -60.00   47
  4  ω     35.00 121.00   1.00    1.00    --  106.95 -45.00-150.00   86
  5  ω     91.00 133.00   1.00    1.00    --  106.95  45.00  62.00   42
  6  ω    105.00 155.00   1.00    1.00    --  106.95 125.00 -60.00   50
  7  ω     25.00 105.00   1.00    1.00    --  106.95 -94.00-150.00   80
  8  ω     56.00 135.00   1.00    1.00    --  106.95 -61.00 -30.00   79
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        0.1152281000
_diffrn_orient_matrix_UB_12        0.0758517000
_diffrn_orient_matrix_UB_13        -0.0318531000
_diffrn_orient_matrix_UB_21        -0.0244506000
_diffrn_orient_matrix_UB_22        -0.0417542000
_diffrn_orient_matrix_UB_23        -0.0718598000
_diffrn_orient_matrix_UB_31        -0.1793295000
_diffrn_orient_matrix_UB_32        0.0544431000
_diffrn_orient_matrix_UB_33        -0.0107029000
_diffrn_radiation_monochromator    mirror
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             'Cu K\a'
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     'micro-focus sealed X-ray tube'
_diffrn_source_type                'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage           0.729
_reflns_Friedel_fraction_full      0.998
_reflns_Friedel_fraction_max       0.963
_reflns_number_gt                  4049
_reflns_number_total               4108
_reflns_odcompleteness_completeness  99.77
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection         'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction          'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics      'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution      'ShelXT n/a (Sheldrick, 2015)'
_refine_diff_density_max           0.800
_refine_diff_density_min           -0.375
_refine_diff_density_rms           0.056
_refine_ls_abs_structure_details
;
 Flack x determined using 1674 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     0.015(8)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.077
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       248
_refine_ls_number_reflns           4108
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0418
_refine_ls_R_factor_gt             0.0412
_refine_ls_restrained_S_all        1.077
_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)+(0.0613P)²+1.0701P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1095
_refine_ls_wR_factor_ref           0.1102
_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 Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C15(H15), C17(H17), C10(H10), C8(H8), C2(H2A), C16(H16), C9(H9),
 C5(H5), C4(H4), C3(H3)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C19(H19A,H19B,H19C), C23(H23A,H23B,H23C)
2.d Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_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
 P1 P 0.15474(9) 0.49507(4) 0.57272(3) 0.01874(17) Uani 1 1 d . . . . .
 O1 O 0.0073(3) 0.55711(13) 0.54663(10) 0.0229(4) Uani 1 1 d . . . . .
 O2 O 0.6946(3) 0.49331(13) 0.49229(11) 0.0260(4) Uani 1 1 d . . . . .
 H2 H 0.795111 0.513330 0.505009 0.039 Uiso 1 1 calc R U . . .
 C18 C 0.2915(4) 0.60464(19) 0.41795(13) 0.0211(6) Uani 1 1 d . . . . .
 C6 C 0.1725(5) 0.37393(19) 0.68373(15) 0.0271(6) Uani 1 1 d . . . . .
 H6 H 0.294411 0.361849 0.670571 0.033 Uiso 1 1 calc R U . . .
 C15 C 0.6477(4) 0.64827(18) 0.46780(14) 0.0226(5) Uani 1 1 d . . . . .
 H15 H 0.766942 0.662294 0.483025 0.027 Uiso 1 1 calc R U . . .
 C13 C 0.4074(4) 0.53837(18) 0.44472(14) 0.0197(5) Uani 1 1 d . . . . .
 C1 C 0.0628(4) 0.43134(18) 0.64390(14) 0.0205(5) Uani 1 1 d . . . . .
 C14 C 0.5864(4) 0.56065(19) 0.46763(14) 0.0212(6) Uani 1 1 d . . . . .
 C17 C 0.3531(4) 0.69293(18) 0.41942(14) 0.0243(6) Uani 1 1 d . . . . .
 H17 H 0.275506 0.737663 0.403083 0.029 Uiso 1 1 calc R U . . .
 C12 C 0.3435(4) 0.44436(17) 0.45145(14) 0.0203(5) Uani 1 1 d . . . . .
 C10 C 0.3273(5) 0.29480(19) 0.40669(16) 0.0274(6) Uani 1 1 d . . . . .
 H10 H 0.358168 0.253679 0.372836 0.033 Uiso 1 1 calc R U . . .
 C11 C 0.3914(4) 0.38220(19) 0.40059(15) 0.0236(6) Uani 1 1 d . . . . .
 C8 C 0.1739(5) 0.32880(19) 0.51265(16) 0.0270(6) Uani 1 1 d . . . . .
 H8 H 0.102540 0.310848 0.550119 0.032 Uiso 1 1 calc R U . . .
 C2 C -0.1205(4) 0.4469(2) 0.66381(15) 0.0260(6) Uani 1 1 d . . . . .
 H2A H -0.195430 0.484275 0.637581 0.031 Uiso 1 1 calc R U . . .
 C16 C 0.5279(4) 0.71469(19) 0.44485(15) 0.0242(6) Uani 1 1 d . . . . .
 H16 H 0.565112 0.773781 0.446568 0.029 Uiso 1 1 calc R U . . .
 C7 C 0.2348(4) 0.41703(18) 0.50803(14) 0.0216(6) Uani 1 1 d . . . . .
 C9 C 0.2195(5) 0.2682(2) 0.46172(17) 0.0302(7) Uani 1 1 d . . . . .
 H9 H 0.177627 0.209920 0.464614 0.036 Uiso 1 1 calc R U . . .
 C20 C 0.3529(4) 0.5533(2) 0.60852(15) 0.0273(6) Uani 1 1 d . . . . .
 H20A H 0.455715 0.511870 0.612460 0.033 Uiso 1 1 calc R U . . .
 H20B H 0.390262 0.599306 0.576368 0.033 Uiso 1 1 calc R U . . .
 C5 C 0.0996(5) 0.3350(2) 0.74285(16) 0.0317(7) Uani 1 1 d . . . . .
 H5 H 0.173131 0.297172 0.769228 0.038 Uiso 1 1 calc R U . . .
 C24 C 0.1068(4) 0.5819(2) 0.38547(15) 0.0255(6) Uani 1 1 d . . . . .
 H24A H 0.127253 0.557507 0.340420 0.038 Uiso 1 1 calc R U . . .
 H24B H 0.032323 0.634599 0.381762 0.038 Uiso 1 1 calc R U . . .
 H24C H 0.043224 0.539073 0.413549 0.038 Uiso 1 1 calc R U . . .
 C4 C -0.0828(5) 0.3524(2) 0.76254(16) 0.0339(7) Uani 1 1 d . . . . .
 H4 H -0.130843 0.327250 0.802506 0.041 Uiso 1 1 calc R U . . .
 C19 C 0.5129(5) 0.4091(2) 0.34092(16) 0.0301(7) Uani 1 1 d . . . . .
 H19A H 0.461119 0.460679 0.319082 0.045 Uiso 1 1 calc R U . . .
 H19B H 0.519185 0.361324 0.308287 0.045 Uiso 1 1 calc R U . . .
 H19C H 0.635843 0.422467 0.357351 0.045 Uiso 1 1 calc R U . . .
 C3 C -0.1922(5) 0.4071(2) 0.72258(16) 0.0325(7) Uani 1 1 d . . . . .
 H3 H -0.315333 0.417490 0.735114 0.039 Uiso 1 1 calc R U . . .
 C21 C 0.3211(6) 0.5957(3) 0.67815(17) 0.0426(9) Uani 1 1 d . . . . .
 H21A H 0.286801 0.550287 0.711219 0.051 Uiso 1 1 calc R U . . .
 H21B H 0.219036 0.637677 0.675000 0.051 Uiso 1 1 calc R U . . .
 C22 C 0.4990(7) 0.6445(3) 0.7035(2) 0.0596(13) Uani 1 1 d . . . . .
 H22A H 0.604548 0.604622 0.699780 0.072 Uiso 1 1 calc R U . . .
 H22B H 0.522514 0.695011 0.673765 0.072 Uiso 1 1 calc R U . . .
 C23 C 0.4842(6) 0.6760(3) 0.7758(2) 0.0513(10) Uani 1 1 d . . . . .
 H23A H 0.381755 0.716672 0.779725 0.077 Uiso 1 1 calc R U . . .
 H23B H 0.597474 0.705569 0.788679 0.077 Uiso 1 1 calc R U . . .
 H23C H 0.463855 0.626261 0.805748 0.077 Uiso 1 1 calc R U . . .


_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 1.500(2) . ?
 P1 C1 1.808(3) . ?
 P1 C7 1.814(3) . ?
 P1 C20 1.811(3) . ?
 O2 H2 0.8200 . ?
 O2 C14 1.364(3) . ?
 C18 C13 1.400(4) . ?
 C18 C17 1.402(4) . ?
 C18 C24 1.508(4) . ?
 C6 H6 0.9300 . ?
 C6 C1 1.402(4) . ?
 C6 C5 1.392(4) . ?
 C15 H15 0.9300 . ?
 C15 C14 1.391(4) . ?
 C15 C16 1.393(4) . ?
 C13 C14 1.401(4) . ?
 C13 C12 1.494(4) . ?
 C1 C2 1.392(4) . ?
 C17 H17 0.9300 . ?
 C17 C16 1.388(4) . ?
 C12 C11 1.404(4) . ?
 C12 C7 1.409(4) . ?
 C10 H10 0.9300 . ?
 C10 C11 1.400(4) . ?
 C10 C9 1.379(5) . ?
 C11 C19 1.506(4) . ?
 C8 H8 0.9300 . ?
 C8 C7 1.402(4) . ?
 C8 C9 1.385(4) . ?
 C2 H2A 0.9300 . ?
 C2 C3 1.388(4) . ?
 C16 H16 0.9300 . ?
 C9 H9 0.9300 . ?
 C20 H20A 0.9700 . ?
 C20 H20B 0.9700 . ?
 C20 C21 1.512(4) . ?
 C5 H5 0.9300 . ?
 C5 C4 1.390(5) . ?
 C24 H24A 0.9600 . ?
 C24 H24B 0.9600 . ?
 C24 H24C 0.9600 . ?
 C4 H4 0.9300 . ?
 C4 C3 1.378(5) . ?
 C19 H19A 0.9600 . ?
 C19 H19B 0.9600 . ?
 C19 H19C 0.9600 . ?
 C3 H3 0.9300 . ?
 C21 H21A 0.9700 . ?
 C21 H21B 0.9700 . ?
 C21 C22 1.554(5) . ?
 C22 H22A 0.9700 . ?
 C22 H22B 0.9700 . ?
 C22 C23 1.485(6) . ?
 C23 H23A 0.9600 . ?
 C23 H23B 0.9600 . ?
 C23 H23C 0.9600 . ?

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 109.34(12) . . ?
 O1 P1 C7 113.17(12) . . ?
 O1 P1 C20 112.48(13) . . ?
 C1 P1 C7 107.52(13) . . ?
 C1 P1 C20 104.53(13) . . ?
 C20 P1 C7 109.33(14) . . ?
 C14 O2 H2 109.5 . . ?
 C13 C18 C17 118.8(3) . . ?
 C13 C18 C24 121.1(3) . . ?
 C17 C18 C24 120.1(3) . . ?
 C1 C6 H6 119.9 . . ?
 C5 C6 H6 119.9 . . ?
 C5 C6 C1 120.3(3) . . ?
 C14 C15 H15 120.5 . . ?
 C14 C15 C16 119.0(3) . . ?
 C16 C15 H15 120.5 . . ?
 C18 C13 C14 119.5(3) . . ?
 C18 C13 C12 121.7(2) . . ?
 C14 C13 C12 118.7(2) . . ?
 C6 C1 P1 123.0(2) . . ?
 C2 C1 P1 117.9(2) . . ?
 C2 C1 C6 118.8(3) . . ?
 O2 C14 C15 121.6(3) . . ?
 O2 C14 C13 117.1(2) . . ?
 C15 C14 C13 121.2(3) . . ?
 C18 C17 H17 119.5 . . ?
 C16 C17 C18 121.1(3) . . ?
 C16 C17 H17 119.5 . . ?
 C11 C12 C13 119.7(2) . . ?
 C11 C12 C7 119.3(3) . . ?
 C7 C12 C13 121.0(2) . . ?
 C11 C10 H10 119.2 . . ?
 C9 C10 H10 119.2 . . ?
 C9 C10 C11 121.6(3) . . ?
 C12 C11 C19 120.2(3) . . ?
 C10 C11 C12 119.2(3) . . ?
 C10 C11 C19 120.6(3) . . ?
 C7 C8 H8 119.8 . . ?
 C9 C8 H8 119.8 . . ?
 C9 C8 C7 120.3(3) . . ?
 C1 C2 H2A 119.8 . . ?
 C3 C2 C1 120.4(3) . . ?
 C3 C2 H2A 119.8 . . ?
 C15 C16 H16 119.9 . . ?
 C17 C16 C15 120.2(3) . . ?
 C17 C16 H16 119.9 . . ?
 C12 C7 P1 121.7(2) . . ?
 C8 C7 P1 118.1(2) . . ?
 C8 C7 C12 120.0(3) . . ?
 C10 C9 C8 119.7(3) . . ?
 C10 C9 H9 120.2 . . ?
 C8 C9 H9 120.2 . . ?
 P1 C20 H20A 108.4 . . ?
 P1 C20 H20B 108.4 . . ?
 H20A C20 H20B 107.5 . . ?
 C21 C20 P1 115.4(2) . . ?
 C21 C20 H20A 108.4 . . ?
 C21 C20 H20B 108.4 . . ?
 C6 C5 H5 119.9 . . ?
 C4 C5 C6 120.1(3) . . ?
 C4 C5 H5 119.9 . . ?
 C18 C24 H24A 109.5 . . ?
 C18 C24 H24B 109.5 . . ?
 C18 C24 H24C 109.5 . . ?
 H24A C24 H24B 109.5 . . ?
 H24A C24 H24C 109.5 . . ?
 H24B C24 H24C 109.5 . . ?
 C5 C4 H4 120.1 . . ?
 C3 C4 C5 119.7(3) . . ?
 C3 C4 H4 120.1 . . ?
 C11 C19 H19A 109.5 . . ?
 C11 C19 H19B 109.5 . . ?
 C11 C19 H19C 109.5 . . ?
 H19A C19 H19B 109.5 . . ?
 H19A C19 H19C 109.5 . . ?
 H19B C19 H19C 109.5 . . ?
 C2 C3 H3 119.7 . . ?
 C4 C3 C2 120.6(3) . . ?
 C4 C3 H3 119.7 . . ?
 C20 C21 H21A 109.4 . . ?
 C20 C21 H21B 109.4 . . ?
 C20 C21 C22 111.0(3) . . ?
 H21A C21 H21B 108.0 . . ?
 C22 C21 H21A 109.4 . . ?
 C22 C21 H21B 109.4 . . ?
 C21 C22 H22A 109.0 . . ?
 C21 C22 H22B 109.0 . . ?
 H22A C22 H22B 107.8 . . ?
 C23 C22 C21 113.1(4) . . ?
 C23 C22 H22A 109.0 . . ?
 C23 C22 H22B 109.0 . . ?
 C22 C23 H23A 109.5 . . ?
 C22 C23 H23B 109.5 . . ?
 C22 C23 H23C 109.5 . . ?
 H23A C23 H23B 109.5 . . ?
 H23A C23 H23C 109.5 . . ?
 H23B C23 H23C 109.5 . . ?

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 -173.0(2) . . . . ?
 P1 C20 C21 C22 -179.4(3) . . . . ?
 O1 P1 C1 C6 -173.5(2) . . . . ?
 O1 P1 C1 C2 0.1(3) . . . . ?
 O1 P1 C7 C12 70.5(3) . . . . ?
 O1 P1 C7 C8 -104.8(2) . . . . ?
 O1 P1 C20 C21 73.9(3) . . . . ?
 C18 C13 C14 O2 -179.0(2) . . . . ?
 C18 C13 C14 C15 3.6(4) . . . . ?
 C18 C13 C12 C11 97.8(3) . . . . ?
 C18 C13 C12 C7 -81.9(4) . . . . ?
 C18 C17 C16 C15 1.7(4) . . . . ?
 C6 C1 C2 C3 0.8(4) . . . . ?
 C6 C5 C4 C3 1.2(5) . . . . ?
 C13 C18 C17 C16 2.0(4) . . . . ?
 C13 C12 C11 C10 -178.6(3) . . . . ?
 C13 C12 C11 C19 2.4(4) . . . . ?
 C13 C12 C7 P1 3.8(4) . . . . ?
 C13 C12 C7 C8 179.0(3) . . . . ?
 C1 P1 C7 C12 -168.6(2) . . . . ?
 C1 P1 C7 C8 16.1(3) . . . . ?
 C1 P1 C20 C21 -44.6(3) . . . . ?
 C1 C6 C5 C4 0.3(4) . . . . ?
 C1 C2 C3 C4 0.7(5) . . . . ?
 C14 C15 C16 C17 -2.8(4) . . . . ?
 C14 C13 C12 C11 -84.0(3) . . . . ?
 C14 C13 C12 C7 96.3(3) . . . . ?
 C17 C18 C13 C14 -4.6(4) . . . . ?
 C17 C18 C13 C12 173.7(2) . . . . ?
 C12 C13 C14 O2 2.7(4) . . . . ?
 C12 C13 C14 C15 -174.7(2) . . . . ?
 C11 C12 C7 P1 -175.9(2) . . . . ?
 C11 C12 C7 C8 -0.7(4) . . . . ?
 C11 C10 C9 C8 -0.5(5) . . . . ?
 C16 C15 C14 O2 -177.1(3) . . . . ?
 C16 C15 C14 C13 0.2(4) . . . . ?
 C7 P1 C1 C6 63.3(3) . . . . ?
 C7 P1 C1 C2 -123.1(2) . . . . ?
 C7 P1 C20 C21 -159.5(2) . . . . ?
 C7 C12 C11 C10 1.1(4) . . . . ?
 C7 C12 C11 C19 -177.9(3) . . . . ?
 C7 C8 C9 C10 0.8(5) . . . . ?
 C9 C10 C11 C12 -0.5(5) . . . . ?
 C9 C10 C11 C19 178.5(3) . . . . ?
 C9 C8 C7 P1 175.1(2) . . . . ?
 C9 C8 C7 C12 -0.2(4) . . . . ?
 C20 P1 C1 C6 -52.8(3) . . . . ?
 C20 P1 C1 C2 120.7(2) . . . . ?
 C20 P1 C7 C12 -55.7(3) . . . . ?
 C20 P1 C7 C8 129.0(2) . . . . ?
 C20 C21 C22 C23 -171.7(4) . . . . ?
 C5 C6 C1 P1 172.2(2) . . . . ?
 C5 C6 C1 C2 -1.3(4) . . . . ?
 C5 C4 C3 C2 -1.7(5) . . . . ?
 C24 C18 C13 C14 173.1(2) . . . . ?
 C24 C18 C13 C12 -8.7(4) . . . . ?
 C24 C18 C17 C16 -175.6(3) . . . . ?

_olex2_date_sample_data_collection  2019-09-23
_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  1.578
_oxdiff_exptl_absorpt_empirical_full_min  0.581
