# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_fa381
_database_code_depnum_ccdc_archive 'CCDC 2023784'
loop_
_audit_author_name
_audit_author_address
'Nattamai Bhuvanesh'
;Texas AM University
United States of America
;
_audit_update_record             
;
2020-08-17 deposited with the CCDC.	2021-09-30 downloaded from the CCDC.
;
# end Validation Reply Form
_audit_creation_date             2019-10-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C44 H34 O2 P2, C H2 Cl2'
_chemical_formula_sum            'C45 H36 Cl2 O2 P2'
_chemical_formula_weight         741.58
_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 0.0033 0.0016 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0759(5)
_cell_length_b                   11.4561(7)
_cell_length_c                   20.3379(12)
_cell_angle_alpha                86.205(3)
_cell_angle_beta                 86.487(3)
_cell_angle_gamma                72.612(3)
_cell_volume                     2011.7(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9866
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      26.713
_cell_measurement_theta_min      2.163
_shelx_estimated_absorpt_T_max   0.945
_shelx_estimated_absorpt_T_min   0.871
_exptl_absorpt_coefficient_mu    0.276
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6211
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1477 before and 0.0750 after correction. The Ratio of minimum to maximum transmission is 0.8330. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.514
_exptl_crystal_size_mid          0.367
_exptl_crystal_size_min          0.208
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0525
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            54613
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         4.328
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5696
_reflns_number_total             7046
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_computing_data_collection       ?
_computing_data_reduction        
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_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         0.456
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     495
_refine_ls_number_reflns         7046
_refine_ls_number_restraints     271
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0411
_refine_ls_restrained_S_all      1.010
_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)+(0.0390P)²+1.6252P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1067
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 Cl2T-C3T \\sim Cl2S-C3S \\sim Cl1T-C3T \\sim Cl1S-C3S
 with sigma of 0.02
 Cl1S-Cl2S \\sim Cl1T-Cl2T
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C33A \\sim C34A
\\sim C35A \\sim C36A \\sim C37A \\sim C38A: within 2A with sigma of 0.02 and
sigma for terminal atoms of 0.04
Uanis(C3S) = Uanis(C3T)
Uanis(Cl1S) = Uanis(Cl1T)
Uanis(Cl2S) = Uanis(Cl2T)
Uanis(C33) = Uanis(C33A)
4. Rigid body (RIGU) restrains
 C33, C34, C35, C36, C37, C38, C33A, C34A, C35A, C36A, C37A, C38A
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
5. Others
 Sof(Cl2T)=Sof(Cl1T)=Sof(C3T)=Sof(H3TA)=Sof(H3TB)=1-FVAR(1)
 Sof(Cl1S)=Sof(Cl2S)=Sof(C3S)=Sof(H3SA)=Sof(H3SB)=FVAR(1)
 Sof(C33A)=Sof(C34A)=Sof(H34A)=Sof(C35A)=Sof(H35A)=Sof(C36A)=Sof(H36A)=
 Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(H38A)=1-FVAR(2)
 Sof(C33)=Sof(C34)=Sof(H34)=Sof(C35)=Sof(H35)=Sof(C36)=Sof(H36)=Sof(C37)=
 Sof(H37)=Sof(C38)=Sof(H38)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C3(H3), C6(H6)
6.b Secondary CH2 refined with riding coordinates:
 C3S(H3SA,H3SB), C3T(H3TA,H3TB)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C8(H8), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C16(H16),
 C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25),
  C26(H26), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C34(H34),
 C35(H35), C36(H36), C37(H37), C38(H38), C34A(H34A), C35A(H35A), C36A(H36A),
 C37A(H37A), C38A(H38A), C40(H40), C41(H41), C42(H42), C43(H43), C44(H44)
6.d Fitted hexagon refined as free rotating group:
 C33(C34,C35,C36,C37,C38), C33A(C34A,C35A,C36A,C37A,C38A)
;
_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 0.24279(6) 0.69299(5) 0.35392(3) 0.02349(13) Uani 1 1 d . . . . .
P2 P 0.60108(7) 0.71071(5) 0.15003(3) 0.03100(15) Uani 1 1 d . . . . .
O1 O 0.34451(17) 0.60706(13) 0.40224(7) 0.0301(3) Uani 1 1 d . . . . .
O2 O 0.7157(2) 0.61473(17) 0.11181(9) 0.0513(5) Uani 1 1 d . . . . .
C1 C 0.1560(2) 0.62963(18) 0.29294(10) 0.0264(4) Uani 1 1 d . . . . .
C2 C 0.1934(2) 0.66790(19) 0.23245(10) 0.0279(5) Uani 1 1 d . . . . .
H2 H 0.147840 0.650240 0.194951 0.034 Uiso 1 1 calc R . . . .
C3 C 0.3078(2) 0.73886(18) 0.22467(9) 0.0244(4) Uani 1 1 d . . . . .
H3 H 0.278124 0.810896 0.192460 0.029 Uiso 1 1 calc R . . . .
C4 C 0.3478(2) 0.77084(17) 0.29332(9) 0.0216(4) Uani 1 1 d . . . . .
C5 C 0.4810(2) 0.65225(18) 0.21274(10) 0.0264(4) Uani 1 1 d . . . . .
C6 C 0.5221(2) 0.68917(18) 0.28072(9) 0.0235(4) Uani 1 1 d . . . . .
H6 H 0.556139 0.618465 0.313487 0.028 Uiso 1 1 calc R . . . .
C7 C 0.6795(2) 0.78589(18) 0.20734(10) 0.0252(4) Uani 1 1 d . . . . .
C8 C 0.6344(2) 0.76194(18) 0.26922(10) 0.0244(4) Uani 1 1 d . . . . .
H8 H 0.672964 0.790621 0.305338 0.029 Uiso 1 1 calc R . . . .
C9 C 0.0837(2) 0.80250(19) 0.39433(10) 0.0264(4) Uani 1 1 d . . . . .
C10 C -0.0351(3) 0.8832(2) 0.35871(11) 0.0324(5) Uani 1 1 d . . . . .
H10 H -0.029622 0.884533 0.311877 0.039 Uiso 1 1 calc R . . . .
C11 C -0.1608(3) 0.9611(2) 0.39143(12) 0.0379(5) Uani 1 1 d . . . . .
H11 H -0.240345 1.016904 0.367044 0.046 Uiso 1 1 calc R . . . .
C12 C -0.1704(3) 0.9576(2) 0.45972(12) 0.0391(6) Uani 1 1 d . . . . .
H12 H -0.257285 1.010543 0.482035 0.047 Uiso 1 1 calc R . . . .
C13 C -0.0546(3) 0.8779(2) 0.49551(11) 0.0378(6) Uani 1 1 d . . . . .
H13 H -0.062211 0.875854 0.542342 0.045 Uiso 1 1 calc R . . . .
C14 C 0.0729(3) 0.8006(2) 0.46327(10) 0.0312(5) Uani 1 1 d . . . . .
H14 H 0.153083 0.746421 0.488050 0.037 Uiso 1 1 calc R . . . .
C15 C 0.0587(2) 0.54814(19) 0.31027(12) 0.0313(5) Uani 1 1 d . . . . .
C16 C 0.0330(3) 0.5138(2) 0.37574(14) 0.0521(7) Uani 1 1 d . . . . .
H16 H 0.077265 0.543862 0.409605 0.062 Uiso 1 1 calc R . . . .
C17 C -0.0566(4) 0.4363(3) 0.39226(17) 0.0640(8) Uani 1 1 d . . . . .
H17 H -0.073842 0.414112 0.437279 0.077 Uiso 1 1 calc R . . . .
C18 C -0.1206(3) 0.3913(2) 0.34392(18) 0.0579(8) Uani 1 1 d . . . . .
H18 H -0.182056 0.338221 0.355320 0.069 Uiso 1 1 calc R . . . .
C19 C -0.0951(3) 0.4235(3) 0.27910(17) 0.0560(8) Uani 1 1 d . . . . .
H19 H -0.138773 0.392368 0.245488 0.067 Uiso 1 1 calc R . . . .
C20 C -0.0061(3) 0.5012(2) 0.26221(14) 0.0447(6) Uani 1 1 d . . . . .
H20 H 0.010772 0.522537 0.217044 0.054 Uiso 1 1 calc R . . . .
C21 C 0.3245(2) 0.90254(18) 0.30895(10) 0.0231(4) Uani 1 1 d . . . . .
C22 C 0.3926(2) 0.9271(2) 0.36408(10) 0.0292(5) Uani 1 1 d . . . . .
H22 H 0.452860 0.861380 0.391039 0.035 Uiso 1 1 calc R . . . .
C23 C 0.3728(3) 1.0473(2) 0.37969(12) 0.0377(6) Uani 1 1 d . . . . .
H23 H 0.420731 1.063158 0.416954 0.045 Uiso 1 1 calc R . . . .
C24 C 0.2838(3) 1.1440(2) 0.34138(13) 0.0443(6) Uani 1 1 d . . . . .
H24 H 0.270740 1.225989 0.352140 0.053 Uiso 1 1 calc R . . . .
C25 C 0.2143(3) 1.1203(2) 0.28749(13) 0.0430(6) Uani 1 1 d . . . . .
H25 H 0.152602 1.186362 0.261199 0.052 Uiso 1 1 calc R . . . .
C26 C 0.2338(3) 1.00027(19) 0.27126(11) 0.0316(5) Uani 1 1 d . . . . .
H26 H 0.184773 0.985076 0.234160 0.038 Uiso 1 1 calc R . . . .
C27 C 0.4886(3) 0.5204(2) 0.20314(11) 0.0323(5) Uani 1 1 d . . . . .
C28 C 0.5181(3) 0.4304(2) 0.25393(12) 0.0353(5) Uani 1 1 d . . . . .
H28 H 0.546308 0.448167 0.295511 0.042 Uiso 1 1 calc R . . . .
C29 C 0.5066(3) 0.3144(2) 0.24425(15) 0.0483(7) Uani 1 1 d . . . . .
H29 H 0.527640 0.253401 0.279234 0.058 Uiso 1 1 calc R . . . .
C30 C 0.4653(3) 0.2874(2) 0.18465(16) 0.0543(7) Uani 1 1 d . . . . .
H30 H 0.457533 0.208053 0.178471 0.065 Uiso 1 1 calc R . . . .
C31 C 0.4351(3) 0.3753(3) 0.13395(15) 0.0568(8) Uani 1 1 d . . . . .
H31 H 0.405801 0.356602 0.092788 0.068 Uiso 1 1 calc R . . . .
C32 C 0.4472(3) 0.4919(2) 0.14252(13) 0.0462(6) Uani 1 1 d . . . . .
H32 H 0.427307 0.551978 0.107054 0.055 Uiso 1 1 calc R . . . .
C33 C 0.4936(14) 0.8151(10) 0.0946(4) 0.0271(13) Uani 0.506(19) 1 d . U P A 1
C34 C 0.4584(12) 0.7762(11) 0.0358(4) 0.0375(17) Uani 0.506(19) 1 d G U P A 1
H34 H 0.499157 0.692653 0.025526 0.045 Uiso 0.506(19) 1 calc R . P A 1
C35 C 0.3638(9) 0.8596(13) -0.0079(3) 0.044(2) Uani 0.506(19) 1 d G U P A 1
H35 H 0.339771 0.833013 -0.048079 0.053 Uiso 0.506(19) 1 calc R . P A 1
C36 C 0.3042(9) 0.9819(12) 0.0072(4) 0.040(3) Uani 0.506(19) 1 d G U P A 1
H36 H 0.239486 1.038837 -0.022699 0.048 Uiso 0.506(19) 1 calc R . P A 1
C37 C 0.3393(11) 1.0207(10) 0.0660(5) 0.0380(19) Uani 0.506(19) 1 d G U P A 1
H37 H 0.298586 1.104302 0.076286 0.046 Uiso 0.506(19) 1 calc R . P A 1
C38 C 0.4340(13) 0.9374(11) 0.1097(4) 0.031(2) Uani 0.506(19) 1 d G U P A 1
H38 H 0.457972 0.963943 0.149892 0.037 Uiso 0.506(19) 1 calc R . P A 1
C33A C 0.4681(14) 0.8424(10) 0.0980(4) 0.0271(13) Uani 0.494(19) 1 d . U P A 2
C34A C 0.4283(12) 0.8190(10) 0.0364(4) 0.0350(16) Uani 0.494(19) 1 d G U P A 2
H34A H 0.464500 0.738418 0.020903 0.042 Uiso 0.494(19) 1 calc R . P A 2
C35A C 0.3354(10) 0.9133(11) -0.0027(3) 0.032(2) Uani 0.494(19) 1 d G U P A 2
H35A H 0.308156 0.897250 -0.044767 0.038 Uiso 0.494(19) 1 calc R . P A 2
C36A C 0.2824(9) 1.0311(10) 0.0200(4) 0.038(2) Uani 0.494(19) 1 d G U P A 2
H36A H 0.218884 1.095614 -0.006700 0.045 Uiso 0.494(19) 1 calc R . P A 2
C37A C 0.3222(12) 1.0546(9) 0.0816(5) 0.0313(16) Uani 0.494(19) 1 d G U P A 2
H37A H 0.285954 1.135147 0.097037 0.038 Uiso 0.494(19) 1 calc R . P A 2
C38A C 0.4151(14) 0.9603(10) 0.1206(4) 0.0283(17) Uani 0.494(19) 1 d G U P A 2
H38A H 0.442298 0.976316 0.162709 0.034 Uiso 0.494(19) 1 calc R . P A 2
C39 C 0.7780(2) 0.8657(2) 0.18596(10) 0.0281(5) Uani 1 1 d . . . . .
C40 C 0.8945(2) 0.8305(2) 0.13670(11) 0.0354(5) Uani 1 1 d . . . . .
H40 H 0.913847 0.753842 0.117371 0.042 Uiso 1 1 calc R . . . .
C41 C 0.9823(3) 0.9085(3) 0.11608(12) 0.0440(6) Uani 1 1 d . . . . .
H41 H 1.062297 0.884358 0.082944 0.053 Uiso 1 1 calc R . . . .
C42 C 0.9539(3) 1.0201(3) 0.14334(13) 0.0466(7) Uani 1 1 d . . . . .
H42 H 1.013896 1.072892 0.128838 0.056 Uiso 1 1 calc R . . . .
C43 C 0.8383(3) 1.0558(2) 0.19180(13) 0.0447(6) Uani 1 1 d . . . . .
H43 H 0.819108 1.132943 0.210580 0.054 Uiso 1 1 calc R . . . .
C44 C 0.7499(3) 0.9790(2) 0.21317(11) 0.0350(5) Uani 1 1 d . . . . .
H44 H 0.670257 1.003940 0.246385 0.042 Uiso 1 1 calc R . . . .
Cl1S Cl 0.43254(14) 0.72131(12) 0.56725(7) 0.0605(3) Uani 0.927(4) 1 d D . P B
1
Cl2S Cl 0.70237(10) 0.71138(12) 0.48110(8) 0.0564(4) Uani 0.927(4) 1 d D . P B
1
C3S C 0.5693(4) 0.6339(3) 0.51072(15) 0.0393(9) Uani 0.927(4) 1 d D . P B 1
H3SA H 0.625295 0.554497 0.532536 0.047 Uiso 0.927(4) 1 calc R . P B 1
H3SB H 0.515460 0.616944 0.473238 0.047 Uiso 0.927(4) 1 calc R . P B 1
Cl2T Cl 0.7156(13) 0.6716(15) 0.4531(9) 0.0564(4) Uani 0.073(4) 1 d D . P B 2
Cl1T Cl 0.460(2) 0.7359(18) 0.5494(9) 0.0605(3) Uani 0.073(4) 1 d D . P B 2
C3T C 0.563(5) 0.627(4) 0.493(3) 0.0393(9) Uani 0.073(4) 1 d D . P B 2
H3TA H 0.604016 0.546347 0.517064 0.047 Uiso 0.073(4) 1 calc R . P B 2
H3TB H 0.491537 0.617742 0.460200 0.047 Uiso 0.073(4) 1 calc R . P B 2


_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 1.4923(14) . ?
P1 C1 1.807(2) . ?
P1 C4 1.8548(19) . ?
P1 C9 1.801(2) . ?
P2 O2 1.4919(17) . ?
P2 C5 1.848(2) . ?
P2 C7 1.791(2) . ?
P2 C33 1.706(7) . ?
P2 C33A 1.926(8) . ?
C1 C2 1.337(3) . ?
C1 C15 1.479(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.494(3) . ?
C3 H3 1.0000 . ?
C3 C4 1.557(3) . ?
C3 C5 1.602(3) . ?
C4 C6 1.594(3) . ?
C4 C21 1.512(3) . ?
C5 C6 1.570(3) . ?
C5 C27 1.516(3) . ?
C6 H6 1.0000 . ?
C6 C8 1.497(3) . ?
C7 C8 1.336(3) . ?
C7 C39 1.488(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.397(3) . ?
C9 C14 1.399(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.385(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.378(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.387(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.389(3) . ?
C15 C20 1.386(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.386(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.373(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.370(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.384(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.397(3) . ?
C21 C26 1.390(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.389(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(4) . ?
C25 H25 0.9500 . ?
C25 C26 1.392(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.389(3) . ?
C27 C32 1.397(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.391(3) . ?
C29 H29 0.9500 . ?
C29 C30 1.371(4) . ?
C30 H30 0.9500 . ?
C30 C31 1.372(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.396(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.3900 . ?
C33 C38 1.3900 . ?
C34 H34 0.9500 . ?
C34 C35 1.3900 . ?
C35 H35 0.9500 . ?
C35 C36 1.3900 . ?
C36 H36 0.9500 . ?
C36 C37 1.3900 . ?
C37 H37 0.9500 . ?
C37 C38 1.3900 . ?
C38 H38 0.9500 . ?
C33A C34A 1.3900 . ?
C33A C38A 1.3900 . ?
C34A H34A 0.9500 . ?
C34A C35A 1.3900 . ?
C35A H35A 0.9500 . ?
C35A C36A 1.3900 . ?
C36A H36A 0.9500 . ?
C36A C37A 1.3900 . ?
C37A H37A 0.9500 . ?
C37A C38A 1.3900 . ?
C38A H38A 0.9500 . ?
C39 C40 1.398(3) . ?
C39 C44 1.391(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.394(3) . ?
C41 H41 0.9500 . ?
C41 C42 1.374(4) . ?
C42 H42 0.9500 . ?
C42 C43 1.382(4) . ?
C43 H43 0.9500 . ?
C43 C44 1.391(3) . ?
C44 H44 0.9500 . ?
Cl1S C3S 1.761(3) . ?
Cl2S C3S 1.758(3) . ?
C3S H3SA 0.9900 . ?
C3S H3SB 0.9900 . ?
Cl2T C3T 1.759(17) . ?
Cl1T C3T 1.759(17) . ?
C3T H3TA 0.9900 . ?
C3T H3TB 0.9900 . ?

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 118.43(9) . . ?
O1 P1 C4 113.82(9) . . ?
O1 P1 C9 111.89(9) . . ?
C1 P1 C4 95.34(9) . . ?
C9 P1 C1 105.09(10) . . ?
C9 P1 C4 110.95(9) . . ?
O2 P2 C5 114.98(10) . . ?
O2 P2 C7 115.91(10) . . ?
O2 P2 C33 107.5(4) . . ?
O2 P2 C33A 115.5(3) . . ?
C5 P2 C33A 108.7(4) . . ?
C7 P2 C5 95.02(9) . . ?
C7 P2 C33A 104.4(3) . . ?
C33 P2 C5 112.7(5) . . ?
C33 P2 C7 110.4(4) . . ?
C2 C1 P1 109.86(15) . . ?
C2 C1 C15 127.10(19) . . ?
C15 C1 P1 123.04(16) . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.03(18) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 113.8 . . ?
C2 C3 C4 110.42(16) . . ?
C2 C3 C5 112.20(16) . . ?
C4 C3 H3 113.8 . . ?
C4 C3 C5 90.85(15) . . ?
C5 C3 H3 113.8 . . ?
C3 C4 P1 104.88(12) . . ?
C3 C4 C6 89.57(14) . . ?
C6 C4 P1 111.23(12) . . ?
C21 C4 P1 112.11(13) . . ?
C21 C4 C3 120.54(16) . . ?
C21 C4 C6 116.24(16) . . ?
C3 C5 P2 115.68(13) . . ?
C6 C5 P2 105.43(13) . . ?
C6 C5 C3 88.85(14) . . ?
C27 C5 P2 112.32(14) . . ?
C27 C5 C3 112.84(17) . . ?
C27 C5 C6 119.85(17) . . ?
C4 C6 H6 113.6 . . ?
C5 C6 C4 90.65(15) . . ?
C5 C6 H6 113.6 . . ?
C8 C6 C4 113.81(15) . . ?
C8 C6 C5 109.44(16) . . ?
C8 C6 H6 113.6 . . ?
C8 C7 P2 110.86(15) . . ?
C8 C7 C39 126.61(19) . . ?
C39 C7 P2 122.51(15) . . ?
C6 C8 H8 120.5 . . ?
C7 C8 C6 118.93(18) . . ?
C7 C8 H8 120.5 . . ?
C10 C9 P1 121.57(16) . . ?
C10 C9 C14 119.2(2) . . ?
C14 C9 P1 119.11(17) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.2(2) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.0 . . ?
C10 C11 C12 120.0(2) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.4(2) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.1(2) . . ?
C14 C13 H13 119.9 . . ?
C9 C14 H14 120.0 . . ?
C13 C14 C9 120.1(2) . . ?
C13 C14 H14 120.0 . . ?
C16 C15 C1 120.5(2) . . ?
C20 C15 C1 121.5(2) . . ?
C20 C15 C16 117.9(2) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119.6 . . ?
C16 C17 H17 119.8 . . ?
C18 C17 C16 120.4(3) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.5(2) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C20 120.5(3) . . ?
C20 C19 H19 119.7 . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 120.9(3) . . ?
C19 C20 H20 119.5 . . ?
C22 C21 C4 119.10(18) . . ?
C26 C21 C4 122.16(18) . . ?
C26 C21 C22 118.71(19) . . ?
C21 C22 H22 119.8 . . ?
C23 C22 C21 120.3(2) . . ?
C23 C22 H22 119.8 . . ?
C22 C23 H23 119.7 . . ?
C24 C23 C22 120.5(2) . . ?
C24 C23 H23 119.7 . . ?
C23 C24 H24 120.3 . . ?
C25 C24 C23 119.5(2) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 119.7 . . ?
C24 C25 C26 120.5(2) . . ?
C26 C25 H25 119.7 . . ?
C21 C26 C25 120.5(2) . . ?
C21 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C28 C27 C5 122.9(2) . . ?
C28 C27 C32 118.6(2) . . ?
C32 C27 C5 118.1(2) . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.4(2) . . ?
C29 C28 H28 119.8 . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.6(3) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 120.0 . . ?
C29 C30 C31 119.9(2) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 119.8 . . ?
C30 C31 C32 120.4(3) . . ?
C32 C31 H31 119.8 . . ?
C27 C32 H32 119.9 . . ?
C31 C32 C27 120.1(3) . . ?
C31 C32 H32 119.9 . . ?
C34 C33 P2 119.7(5) . . ?
C34 C33 C38 120.0 . . ?
C38 C33 P2 120.2(5) . . ?
C33 C34 H34 120.0 . . ?
C33 C34 C35 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 120.0 . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 120.0 . . ?
C37 C36 H36 120.0 . . ?
C36 C37 H37 120.0 . . ?
C38 C37 C36 120.0 . . ?
C38 C37 H37 120.0 . . ?
C33 C38 H38 120.0 . . ?
C37 C38 C33 120.0 . . ?
C37 C38 H38 120.0 . . ?
C34A C33A P2 119.1(5) . . ?
C34A C33A C38A 120.0 . . ?
C38A C33A P2 120.9(5) . . ?
C33A C34A H34A 120.0 . . ?
C35A C34A C33A 120.0 . . ?
C35A C34A H34A 120.0 . . ?
C34A C35A H35A 120.0 . . ?
C36A C35A C34A 120.0 . . ?
C36A C35A H35A 120.0 . . ?
C35A C36A H36A 120.0 . . ?
C35A C36A C37A 120.0 . . ?
C37A C36A H36A 120.0 . . ?
C36A C37A H37A 120.0 . . ?
C38A C37A C36A 120.0 . . ?
C38A C37A H37A 120.0 . . ?
C33A C38A H38A 120.0 . . ?
C37A C38A C33A 120.0 . . ?
C37A C38A H38A 120.0 . . ?
C40 C39 C7 120.7(2) . . ?
C44 C39 C7 119.81(19) . . ?
C44 C39 C40 119.4(2) . . ?
C39 C40 H40 120.2 . . ?
C41 C40 C39 119.7(2) . . ?
C41 C40 H40 120.2 . . ?
C40 C41 H41 119.8 . . ?
C42 C41 C40 120.5(2) . . ?
C42 C41 H41 119.8 . . ?
C41 C42 H42 119.9 . . ?
C41 C42 C43 120.2(2) . . ?
C43 C42 H42 119.9 . . ?
C42 C43 H43 119.9 . . ?
C42 C43 C44 120.2(2) . . ?
C44 C43 H43 119.9 . . ?
C39 C44 H44 120.0 . . ?
C43 C44 C39 120.1(2) . . ?
C43 C44 H44 120.0 . . ?
Cl1S C3S H3SA 109.4 . . ?
Cl1S C3S H3SB 109.4 . . ?
Cl2S C3S Cl1S 111.07(17) . . ?
Cl2S C3S H3SA 109.4 . . ?
Cl2S C3S H3SB 109.4 . . ?
H3SA C3S H3SB 108.0 . . ?
Cl2T C3T Cl1T 110.5(15) . . ?
Cl2T C3T H3TA 109.5 . . ?
Cl2T C3T H3TB 109.5 . . ?
Cl1T C3T H3TA 109.5 . . ?
Cl1T C3T H3TB 109.5 . . ?
H3TA C3T H3TB 108.1 . . ?

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 7.0(2) . . . . ?
P1 C1 C15 C16 -1.7(3) . . . . ?
P1 C1 C15 C20 179.98(18) . . . . ?
P1 C4 C6 C5 103.64(14) . . . . ?
P1 C4 C6 C8 -144.72(14) . . . . ?
P1 C4 C21 C22 70.3(2) . . . . ?
P1 C4 C21 C26 -107.96(19) . . . . ?
P1 C9 C10 C11 175.97(17) . . . . ?
P1 C9 C14 C13 -175.15(16) . . . . ?
P2 C5 C6 C4 118.50(13) . . . . ?
P2 C5 C6 C8 2.89(19) . . . . ?
P2 C5 C27 C28 130.2(2) . . . . ?
P2 C5 C27 C32 -57.1(2) . . . . ?
P2 C7 C8 C6 -4.7(2) . . . . ?
P2 C7 C39 C40 -43.4(3) . . . . ?
P2 C7 C39 C44 133.89(19) . . . . ?
P2 C33 C34 C35 176.4(9) . . . . ?
P2 C33 C38 C37 -176.4(9) . . . . ?
P2 C33A C34A C35A -178.5(8) . . . . ?
P2 C33A C38A C37A 178.5(9) . . . . ?
O1 P1 C1 C2 -124.06(15) . . . . ?
O1 P1 C1 C15 56.1(2) . . . . ?
O1 P1 C4 C3 123.47(13) . . . . ?
O1 P1 C4 C6 28.02(16) . . . . ?
O1 P1 C4 C21 -104.04(15) . . . . ?
O1 P1 C9 C10 -173.02(16) . . . . ?
O1 P1 C9 C14 2.23(19) . . . . ?
O2 P2 C5 C3 -146.65(14) . . . . ?
O2 P2 C5 C6 117.06(14) . . . . ?
O2 P2 C5 C27 -15.12(19) . . . . ?
O2 P2 C7 C8 -115.47(16) . . . . ?
O2 P2 C7 C39 65.86(19) . . . . ?
O2 P2 C33 C34 34.7(7) . . . . ?
O2 P2 C33 C38 -148.9(4) . . . . ?
C1 P1 C4 C3 -0.85(14) . . . . ?
C1 P1 C4 C6 -96.31(14) . . . . ?
C1 P1 C4 C21 131.64(14) . . . . ?
C1 P1 C9 C10 -43.25(19) . . . . ?
C1 P1 C9 C14 131.99(16) . . . . ?
C1 C2 C3 C4 -7.8(3) . . . . ?
C1 C2 C3 C5 92.0(2) . . . . ?
C1 C15 C16 C17 -179.2(2) . . . . ?
C1 C15 C20 C19 179.0(2) . . . . ?
C2 C1 C15 C16 178.4(2) . . . . ?
C2 C1 C15 C20 0.1(3) . . . . ?
C2 C3 C4 P1 4.39(19) . . . . ?
C2 C3 C4 C6 116.27(17) . . . . ?
C2 C3 C4 C21 -123.13(19) . . . . ?
C2 C3 C5 P2 138.71(15) . . . . ?
C2 C3 C5 C6 -114.69(17) . . . . ?
C2 C3 C5 C27 7.4(2) . . . . ?
C3 C4 C6 C5 -2.19(14) . . . . ?
C3 C4 C6 C8 109.46(17) . . . . ?
C3 C4 C21 C22 -165.59(17) . . . . ?
C3 C4 C21 C26 16.2(3) . . . . ?
C3 C5 C6 C4 2.13(14) . . . . ?
C3 C5 C6 C8 -113.48(16) . . . . ?
C3 C5 C27 C28 -96.8(2) . . . . ?
C3 C5 C27 C32 75.8(2) . . . . ?
C4 P1 C1 C2 -3.27(17) . . . . ?
C4 P1 C1 C15 176.86(17) . . . . ?
C4 P1 C9 C10 58.67(19) . . . . ?
C4 P1 C9 C14 -126.09(16) . . . . ?
C4 C3 C5 P2 -108.77(14) . . . . ?
C4 C3 C5 C6 -2.18(14) . . . . ?
C4 C3 C5 C27 119.94(17) . . . . ?
C4 C6 C8 C7 -98.7(2) . . . . ?
C4 C21 C22 C23 -179.84(18) . . . . ?
C4 C21 C26 C25 179.58(19) . . . . ?
C5 P2 C7 C8 5.45(17) . . . . ?
C5 P2 C7 C39 -173.22(17) . . . . ?
C5 P2 C33 C34 -93.0(6) . . . . ?
C5 P2 C33 C38 83.4(6) . . . . ?
C5 C3 C4 P1 -109.74(13) . . . . ?
C5 C3 C4 C6 2.14(14) . . . . ?
C5 C3 C4 C21 122.74(18) . . . . ?
C5 C6 C8 C7 1.0(2) . . . . ?
C5 C27 C28 C29 172.7(2) . . . . ?
C5 C27 C32 C31 -172.5(2) . . . . ?
C6 C4 C21 C22 -59.3(2) . . . . ?
C6 C4 C21 C26 122.5(2) . . . . ?
C6 C5 C27 C28 5.7(3) . . . . ?
C6 C5 C27 C32 178.4(2) . . . . ?
C7 P2 C5 C3 91.70(15) . . . . ?
C7 P2 C5 C6 -4.59(14) . . . . ?
C7 P2 C5 C27 -136.77(16) . . . . ?
C7 P2 C33 C34 162.1(5) . . . . ?
C7 P2 C33 C38 -21.5(7) . . . . ?
C7 C39 C40 C41 178.07(19) . . . . ?
C7 C39 C44 C43 -177.9(2) . . . . ?
C8 C7 C39 C40 138.2(2) . . . . ?
C8 C7 C39 C44 -44.6(3) . . . . ?
C9 P1 C1 C2 110.13(16) . . . . ?
C9 P1 C1 C15 -69.74(18) . . . . ?
C9 P1 C4 C3 -109.26(14) . . . . ?
C9 P1 C4 C6 155.29(13) . . . . ?
C9 P1 C4 C21 23.23(17) . . . . ?
C9 C10 C11 C12 -1.2(3) . . . . ?
C10 C9 C14 C13 0.2(3) . . . . ?
C10 C11 C12 C13 0.7(3) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C13 C14 C9 -0.7(3) . . . . ?
C14 C9 C10 C11 0.7(3) . . . . ?
C15 C1 C2 C3 -173.17(19) . . . . ?
C15 C16 C17 C18 0.5(5) . . . . ?
C16 C15 C20 C19 0.7(4) . . . . ?
C16 C17 C18 C19 0.1(5) . . . . ?
C17 C18 C19 C20 -0.2(4) . . . . ?
C18 C19 C20 C15 -0.1(4) . . . . ?
C20 C15 C16 C17 -0.8(4) . . . . ?
C21 C4 C6 C5 -126.44(17) . . . . ?
C21 C4 C6 C8 -14.8(2) . . . . ?
C21 C22 C23 C24 0.8(3) . . . . ?
C22 C21 C26 C25 1.4(3) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C26 -0.4(4) . . . . ?
C24 C25 C26 C21 -0.4(3) . . . . ?
C26 C21 C22 C23 -1.6(3) . . . . ?
C27 C5 C6 C4 -113.72(19) . . . . ?
C27 C5 C6 C8 130.67(19) . . . . ?
C27 C28 C29 C30 -0.4(4) . . . . ?
C28 C27 C32 C31 0.5(4) . . . . ?
C28 C29 C30 C31 0.1(4) . . . . ?
C29 C30 C31 C32 0.4(4) . . . . ?
C30 C31 C32 C27 -0.7(4) . . . . ?
C32 C27 C28 C29 0.1(3) . . . . ?
C33 P2 C5 C3 -22.9(4) . . . . ?
C33 P2 C5 C6 -119.2(4) . . . . ?
C33 P2 C5 C27 108.6(4) . . . . ?
C33 P2 C7 C8 122.0(5) . . . . ?
C33 P2 C7 C39 -56.7(5) . . . . ?
C33 C34 C35 C36 0.0 . . . . ?
C34 C33 C38 C37 0.0 . . . . ?
C34 C35 C36 C37 0.0 . . . . ?
C35 C36 C37 C38 0.0 . . . . ?
C36 C37 C38 C33 0.0 . . . . ?
C38 C33 C34 C35 0.0 . . . . ?
C33A P2 C5 C3 -15.4(4) . . . . ?
C33A P2 C5 C6 -111.7(3) . . . . ?
C33A P2 C5 C27 116.2(4) . . . . ?
C33A P2 C7 C8 116.3(4) . . . . ?
C33A P2 C7 C39 -62.4(4) . . . . ?
C33A C34A C35A C36A 0.0 . . . . ?
C34A C33A C38A C37A 0.0 . . . . ?
C34A C35A C36A C37A 0.0 . . . . ?
C35A C36A C37A C38A 0.0 . . . . ?
C36A C37A C38A C33A 0.0 . . . . ?
C38A C33A C34A C35A 0.0 . . . . ?
C39 C7 C8 C6 173.95(18) . . . . ?
C39 C40 C41 C42 -0.7(3) . . . . ?
C40 C39 C44 C43 -0.6(3) . . . . ?
C40 C41 C42 C43 0.3(4) . . . . ?
C41 C42 C43 C44 -0.1(4) . . . . ?
C42 C43 C44 C39 0.2(3) . . . . ?
C44 C39 C40 C41 0.8(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.092 0.500 0.000 256.3 70.6 ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT910_fa381               
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         38 Note  
RESPONSE: The crystal used was a colorless columnar block which 
was mounted along the phi axis. No efforts were made to reorient
the crystal and collect data to obtain the missing reflections.
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ffe406a
_database_code_depnum_ccdc_archive 'CCDC 1980801'
loop_
_audit_author_name
_audit_author_address
'Nattamai Bhuvanesh'
;Texas AM University
United States of America
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2021-09-30 downloaded from the CCDC.
;
_audit_creation_date             2020-01-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H16 O4, H2 O'
_chemical_formula_sum            'C10 H18 O5'
_chemical_formula_weight         218.24
_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           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   10.5546(9)
_cell_length_b                   8.3898(7)
_cell_length_c                   23.5993(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2089.7(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9255
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      70.034
_cell_measurement_theta_min      3.746
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.864
_exptl_absorpt_coefficient_mu    0.931
_exptl_absorpt_correction_T_max  0.5220
_exptl_absorpt_correction_T_min  0.4283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0764 before and 0.0546 after correction. The Ratio of minimum to maximum transmission is 0.8205. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.162
_exptl_crystal_size_mid          0.158
_exptl_crystal_size_min          0.032
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            30771
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        62.465
_diffrn_reflns_theta_max         62.465
_diffrn_reflns_theta_min         3.746
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1568
_reflns_number_total             1676
_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       
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_computing_data_collection       ?
_computing_data_reduction        
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_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         0.389
_refine_diff_density_min         -0.215
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         1676
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0380
_refine_ls_restrained_S_all      1.083
_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)+(0.0543P)²+1.3767P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1042
_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 O(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O2(H2), O4(H4), O5(H5C,H5D)
2.b Ternary CH refined with riding coordinates:
 C2(H2A), C4(H4A), C6(H6), C8(H8)
2.c Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C7(H7B,H7A), C9(H9A,H9B), C10(H10A,H10B)
;
_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 0.54269(10) 0.14574(12) 0.59118(4) 0.0212(3) Uani 1 1 d . . . . .
O2 O 0.49271(11) 0.00212(13) 0.61868(5) 0.0268(3) Uani 1 1 d . . . . .
H2 H 0.450485 -0.040086 0.585427 0.040 Uiso 1 1 d R . . . .
O3 O 0.34155(10) 0.25742(13) 0.58448(4) 0.0214(3) Uani 1 1 d . . . . .
O4 O 0.34515(9) 0.25216(12) 0.52210(4) 0.0207(3) Uani 1 1 d . . . . .
H4 H 0.343637 0.143085 0.517267 0.031 Uiso 1 1 d R . . . .
C1 C 0.46640(13) 0.28069(17) 0.60512(6) 0.0169(3) Uani 1 1 d . . . . .
C2 C 0.53621(14) 0.42188(18) 0.57843(6) 0.0192(4) Uani 1 1 d . . . . .
H2A H 0.545072 0.404717 0.536687 0.023 Uiso 1 1 calc R . . . .
C3 C 0.45823(15) 0.57430(18) 0.58971(7) 0.0222(4) Uani 1 1 d . . . . .
H3A H 0.500683 0.666980 0.571997 0.027 Uiso 1 1 calc R . . . .
H3B H 0.373057 0.563295 0.572583 0.027 Uiso 1 1 calc R . . . .
C4 C 0.44556(16) 0.6018(2) 0.65342(7) 0.0261(4) Uani 1 1 d . . . . .
H4A H 0.396442 0.701830 0.660424 0.031 Uiso 1 1 calc R . . . .
C5 C 0.57713(15) 0.61628(19) 0.68030(7) 0.0246(4) Uani 1 1 d . . . . .
H5A H 0.568570 0.634136 0.721585 0.030 Uiso 1 1 calc R . . . .
H5B H 0.622391 0.708671 0.663824 0.030 Uiso 1 1 calc R . . . .
C6 C 0.65329(15) 0.46331(19) 0.66954(7) 0.0236(4) Uani 1 1 d . . . . .
H6 H 0.739013 0.473285 0.687236 0.028 Uiso 1 1 calc R . . . .
C7 C 0.58363(16) 0.3208(2) 0.69525(6) 0.0242(4) Uani 1 1 d . . . . .
H7B H 0.576371 0.334896 0.736775 0.029 Uiso 1 1 calc R . . . .
H7A H 0.632333 0.222003 0.687997 0.029 Uiso 1 1 calc R . . . .
C8 C 0.45008(15) 0.3058(2) 0.66899(6) 0.0232(4) Uani 1 1 d . . . . .
H8 H 0.404595 0.212757 0.685956 0.028 Uiso 1 1 calc R . . . .
C9 C 0.66745(14) 0.43963(18) 0.60541(6) 0.0206(4) Uani 1 1 d . . . . .
H9A H 0.711807 0.532325 0.588670 0.025 Uiso 1 1 calc R . . . .
H9B H 0.718590 0.343050 0.597804 0.025 Uiso 1 1 calc R . . . .
C10 C 0.37517(15) 0.4591(2) 0.67983(7) 0.0262(4) Uani 1 1 d . . . . .
H10A H 0.365408 0.475882 0.721122 0.031 Uiso 1 1 calc R . . . .
H10B H 0.289627 0.449839 0.662939 0.031 Uiso 1 1 calc R . . . .
O5 O 0.36753(10) -0.06335(12) 0.51630(4) 0.0216(3) Uani 1 1 d . . . . .
H5C H 0.302955 -0.122042 0.517364 0.032 Uiso 1 1 d R . . . .
H5D H 0.402365 -0.092342 0.485464 0.032 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
O1 O2 1.4668(15) . ?
O1 C1 1.4278(18) . ?
O2 H2 0.9694 . ?
O3 O4 1.4733(14) . ?
O3 C1 1.4184(18) . ?
O4 H4 0.9224 . ?
C1 C2 1.531(2) . ?
C1 C8 1.5315(19) . ?
C2 H2A 1.0000 . ?
C2 C3 1.544(2) . ?
C2 C9 1.532(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.527(2) . ?
C4 H4A 1.0000 . ?
C4 C5 1.531(2) . ?
C4 C10 1.541(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.535(2) . ?
C6 H6 1.0000 . ?
C6 C7 1.529(2) . ?
C6 C9 1.534(2) . ?
C7 H7B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 C8 1.545(2) . ?
C8 H8 1.0000 . ?
C8 C10 1.531(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
O5 H5C 0.8412 . ?
O5 H5D 0.8509 . ?

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
C1 O1 O2 110.27(10) . . ?
O1 O2 H2 96.2 . . ?
C1 O3 O4 108.87(10) . . ?
O3 O4 H4 98.8 . . ?
O1 C1 C2 104.32(11) . . ?
O1 C1 C8 113.54(12) . . ?
O3 C1 O1 109.61(11) . . ?
O3 C1 C2 114.35(12) . . ?
O3 C1 C8 104.62(11) . . ?
C2 C1 C8 110.65(12) . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 C3 108.26(12) . . ?
C1 C2 C9 109.85(12) . . ?
C3 C2 H2A 109.8 . . ?
C9 C2 H2A 109.8 . . ?
C9 C2 C3 109.27(12) . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 C2 109.98(12) . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C3 C4 H4A 109.6 . . ?
C3 C4 C5 109.90(13) . . ?
C3 C4 C10 108.84(13) . . ?
C5 C4 H4A 109.6 . . ?
C5 C4 C10 109.34(13) . . ?
C10 C4 H4A 109.6 . . ?
C4 C5 H5A 109.7 . . ?
C4 C5 H5B 109.7 . . ?
C4 C5 C6 109.88(12) . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
C5 C6 H6 109.6 . . ?
C7 C6 C5 109.66(13) . . ?
C7 C6 H6 109.6 . . ?
C7 C6 C9 109.70(12) . . ?
C9 C6 C5 108.81(12) . . ?
C9 C6 H6 109.6 . . ?
C6 C7 H7B 109.6 . . ?
C6 C7 H7A 109.6 . . ?
C6 C7 C8 110.06(12) . . ?
H7B C7 H7A 108.2 . . ?
C8 C7 H7B 109.6 . . ?
C8 C7 H7A 109.6 . . ?
C1 C8 C7 107.66(12) . . ?
C1 C8 H8 109.9 . . ?
C7 C8 H8 109.9 . . ?
C10 C8 C1 109.75(12) . . ?
C10 C8 C7 109.62(13) . . ?
C10 C8 H8 109.9 . . ?
C2 C9 C6 109.55(12) . . ?
C2 C9 H9A 109.8 . . ?
C2 C9 H9B 109.8 . . ?
C6 C9 H9A 109.8 . . ?
C6 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
C4 C10 H10A 109.7 . . ?
C4 C10 H10B 109.7 . . ?
C8 C10 C4 109.65(13) . . ?
C8 C10 H10A 109.7 . . ?
C8 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
H5C O5 H5D 102.0 . . ?

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
O2 H2 O5 0.97 1.86 2.8079(15) 164.5 . yes
O4 H4 O5 0.92 1.75 2.6612(14) 168.8 . yes
O5 H5C O3 0.84 2.42 3.1175(15) 140.8 8_655 yes
O5 H5C O4 0.84 1.89 2.7300(14) 177.5 8_655 yes
O5 H5D O1 0.85 1.95 2.7945(15) 170.7 5_656 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
O1 C1 C2 C3 178.27(11) . . . . ?
O1 C1 C2 C9 -62.48(14) . . . . ?
O1 C1 C8 C7 56.77(16) . . . . ?
O1 C1 C8 C10 176.02(12) . . . . ?
O2 O1 C1 O3 -62.24(13) . . . . ?
O2 O1 C1 C2 174.89(10) . . . . ?
O2 O1 C1 C8 54.34(15) . . . . ?
O3 C1 C2 C3 58.55(15) . . . . ?
O3 C1 C2 C9 177.80(11) . . . . ?
O3 C1 C8 C7 176.24(12) . . . . ?
O3 C1 C8 C10 -64.50(15) . . . . ?
O4 O3 C1 O1 -64.96(13) . . . . ?
O4 O3 C1 C2 51.74(14) . . . . ?
O4 O3 C1 C8 172.96(10) . . . . ?
C1 C2 C3 C4 60.65(16) . . . . ?
C1 C2 C9 C6 -58.26(16) . . . . ?
C1 C8 C10 C4 -58.81(16) . . . . ?
C2 C1 C8 C7 -60.13(16) . . . . ?
C2 C1 C8 C10 59.13(16) . . . . ?
C2 C3 C4 C5 58.42(17) . . . . ?
C2 C3 C4 C10 -61.29(16) . . . . ?
C3 C2 C9 C6 60.37(16) . . . . ?
C3 C4 C5 C6 -59.35(17) . . . . ?
C3 C4 C10 C8 60.02(16) . . . . ?
C4 C5 C6 C7 -59.62(16) . . . . ?
C4 C5 C6 C9 60.36(16) . . . . ?
C5 C4 C10 C8 -60.04(16) . . . . ?
C5 C6 C7 C8 58.76(16) . . . . ?
C5 C6 C9 C2 -61.08(16) . . . . ?
C6 C7 C8 C1 60.48(16) . . . . ?
C6 C7 C8 C10 -58.87(16) . . . . ?
C7 C6 C9 C2 58.88(16) . . . . ?
C7 C8 C10 C4 59.24(16) . . . . ?
C8 C1 C2 C3 -59.27(15) . . . . ?
C8 C1 C2 C9 59.97(15) . . . . ?
C9 C2 C3 C4 -58.96(16) . . . . ?
C9 C6 C7 C8 -60.67(16) . . . . ?
C10 C4 C5 C6 60.06(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ffe409
_database_code_depnum_ccdc_archive 'CCDC 1980804'
loop_
_audit_author_name
_audit_author_address
'Nattamai Bhuvanesh'
;Texas AM University
United States of America
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2021-09-30 downloaded from the CCDC.
;
_audit_creation_date             2019-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H33 O P, C10 H15 O4'
_chemical_formula_sum            'C28 H48 O5 P'
_chemical_formula_weight         495.63
_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 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6844(3)
_cell_length_b                   11.1339(4)
_cell_length_c                   13.0829(5)
_cell_angle_alpha                99.3060(10)
_cell_angle_beta                 96.0350(10)
_cell_angle_gamma                90.6870(10)
_cell_volume                     1383.78(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9176
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      27.436
_cell_measurement_theta_min      2.235
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.933
_exptl_absorpt_coefficient_mu    0.134
_exptl_absorpt_correction_T_max  0.4305
_exptl_absorpt_correction_T_min  0.4023
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1273 before and 0.0534 after correction. The Ratio of minimum to maximum transmission is 0.9345. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.190
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             542
_exptl_crystal_size_max          0.526
_exptl_crystal_size_mid          0.397
_exptl_crystal_size_min          0.322
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14566
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.234
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4456
_reflns_number_total             4842
_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       
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_computing_data_collection       ?
_computing_data_reduction        
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_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         0.381
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     410
_refine_ls_number_reflns         4842
_refine_ls_number_restraints     821
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0395
_refine_ls_restrained_S_all      0.984
_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)+(0.0435P)²+0.8664P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1015
_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 O(H) groups
2. Restrained distances
 O5-O4 \\sim O5A-O4A \\sim O3A-O2A \\sim O3-O2
 with sigma of 0.005
 O4-C19 \\sim O4A-C19A \\sim O2A-C19A \\sim O2-C19
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
O2 \\sim O3 \\sim O4 \\sim O5 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23
\\sim C24 \\sim C25 \\sim C26 \\sim C27 \\sim C28 \\sim O2A \\sim O3A \\sim O4A
\\sim O5A \\sim C19A \\sim C20A \\sim C21A \\sim C22A \\sim C23A \\sim C24A
\\sim C25A \\sim C26A \\sim C27A \\sim C28A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C19A) = Uanis(C19)
Uanis(O3) = Uanis(O3A)
Uanis(O5A) = Uanis(O5)
Uanis(C21A) = Uanis(C27)
4. Rigid body (RIGU) restrains
 O2, O3, O4, O5, C19, C20, C21, C22, C23, C24, C25, C26, C27, C28, O2A, O3A,
 O4A, O5A, C19A, C20A, C21A, C22A, C23A, C24A, C25A, C26A, C27A, C28A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Same fragment restrains
{O2, O3, O4, O5, C19, C20, C21, C22, C23, C24, C25, C26, C27, C28} sigma for
1-2: 0.01, 1-3: 0.04
as
{O2A, O3A, O4A, O5A, C19A, C20A, C21A, C22A, C23A, C24A, C25A, C26A, C27A, C28A}
6. Others
 Sof(O2A)=Sof(O3A)=Sof(H3AA)=Sof(O4A)=Sof(O5A)=Sof(H5AA)=Sof(C19A)=Sof(C20A)=
 Sof(H20A)=Sof(C21A)=Sof(H21C)=Sof(H21D)=Sof(C22A)=Sof(H22A)=Sof(C23A)=
 Sof(H23C)=Sof(H23D)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(H25C)=Sof(H25D)=
 Sof(C26A)=Sof(H26C)=Sof(H26D)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28A)=1-FVAR(1)
 Sof(O2)=Sof(O3)=Sof(H3)=Sof(O4)=Sof(O5)=Sof(H5)=Sof(C19)=Sof(C20)=Sof(H20)=
 Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23A)=Sof(H23B)=
 Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(C26)=Sof(H26A)=Sof(H26B)=
 Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28)=FVAR(1)
7.a Riding coordinates:
 O3(H3), O5(H5), O3A(H3AA), O5A(H5AA)
7.b Ternary CH refined with riding coordinates:
 C1(H1), C7(H7), C13(H13), C20(H20), C22(H22), C24(H24), C28(H28), C20A(H20A),
 C22A(H22A), C24A(H24A), C28A(H28A)
7.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B),
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C14(H14A,H14B),
 C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C21(H21A,H21B),
  C23(H23A,H23B), C25(H25A,H25B), C26(H26A,H26B), C21A(H21C,H21D), C23A(H23C,
 H23D), C25A(H25C,H25D), C26A(H26C,H26D)
7.d Aromatic/amide H refined with riding coordinates:
 C27(H27), C27A(H27A)
;
_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
P1 P 0.59185(4) 0.25376(3) 0.38786(3) 0.01679(11) Uani 1 1 d . . . . .
O1 O 0.59414(11) 0.27996(9) 0.50476(8) 0.0235(2) Uani 1 1 d . . . . .
C1 C 0.65722(15) 0.10296(13) 0.34614(12) 0.0208(3) Uani 1 1 d . . . . .
H1 H 0.577517 0.044375 0.344128 0.025 Uiso 1 1 calc R . . . .
C2 C 0.77178(17) 0.06730(14) 0.42540(14) 0.0293(4) Uani 1 1 d . . . . .
H2A H 0.854648 0.121546 0.429668 0.035 Uiso 1 1 calc R . . . .
H2B H 0.738531 0.077083 0.495208 0.035 Uiso 1 1 calc R . . . .
C3 C 0.8106(2) -0.06483(16) 0.39229(15) 0.0379(4) Uani 1 1 d . . . . .
H3A H 0.888087 -0.085261 0.441589 0.046 Uiso 1 1 calc R . . . .
H3B H 0.730162 -0.119194 0.395602 0.046 Uiso 1 1 calc R . . . .
C4 C 0.85367(19) -0.08704(15) 0.28276(16) 0.0375(4) Uani 1 1 d . . . . .
H4A H 0.872453 -0.174450 0.262896 0.045 Uiso 1 1 calc R . . . .
H4B H 0.940507 -0.039835 0.281249 0.045 Uiso 1 1 calc R . . . .
C5 C 0.74161(18) -0.05023(15) 0.20448(14) 0.0344(4) Uani 1 1 d . . . . .
H5A H 0.658021 -0.103659 0.200122 0.041 Uiso 1 1 calc R . . . .
H5B H 0.775178 -0.060946 0.134754 0.041 Uiso 1 1 calc R . . . .
C6 C 0.70341(17) 0.08223(14) 0.23606(13) 0.0274(4) Uani 1 1 d . . . . .
H6A H 0.627285 0.103057 0.185865 0.033 Uiso 1 1 calc R . . . .
H6B H 0.784714 0.136262 0.234152 0.033 Uiso 1 1 calc R . . . .
C7 C 0.41305(14) 0.25931(13) 0.33016(12) 0.0203(3) Uani 1 1 d . . . . .
H7 H 0.379015 0.340181 0.361028 0.024 Uiso 1 1 calc R . . . .
C8 C 0.32159(16) 0.16386(18) 0.36576(16) 0.0383(4) Uani 1 1 d . . . . .
H8A H 0.347025 0.081218 0.334415 0.046 Uiso 1 1 calc R . . . .
H8B H 0.337309 0.170441 0.442492 0.046 Uiso 1 1 calc R . . . .
C9 C 0.16851(17) 0.1834(2) 0.33281(17) 0.0454(5) Uani 1 1 d . . . . .
H9A H 0.110870 0.119225 0.353422 0.055 Uiso 1 1 calc R . . . .
H9B H 0.141338 0.263136 0.369380 0.055 Uiso 1 1 calc R . . . .
C10 C 0.14128(17) 0.18020(16) 0.21663(16) 0.0398(5) Uani 1 1 d . . . . .
H10A H 0.042656 0.197910 0.198344 0.048 Uiso 1 1 calc R . . . .
H10B H 0.158670 0.097617 0.180154 0.048 Uiso 1 1 calc R . . . .
C11 C 0.23406(17) 0.27295(17) 0.18034(15) 0.0357(4) Uani 1 1 d . . . . .
H11A H 0.209705 0.356153 0.211051 0.043 Uiso 1 1 calc R . . . .
H11B H 0.217725 0.265587 0.103573 0.043 Uiso 1 1 calc R . . . .
C12 C 0.38772(16) 0.25330(16) 0.21239(13) 0.0287(4) Uani 1 1 d . . . . .
H12A H 0.414562 0.172883 0.177028 0.034 Uiso 1 1 calc R . . . .
H12B H 0.445520 0.316752 0.190842 0.034 Uiso 1 1 calc R . . . .
C13 C 0.69200(14) 0.36865(12) 0.34122(11) 0.0187(3) Uani 1 1 d . . . . .
H13 H 0.686169 0.347662 0.263594 0.022 Uiso 1 1 calc R . . . .
C14 C 0.63044(16) 0.49486(13) 0.36816(14) 0.0273(4) Uani 1 1 d . . . . .
H14A H 0.533219 0.493109 0.335686 0.033 Uiso 1 1 calc R . . . .
H14B H 0.629829 0.515675 0.444595 0.033 Uiso 1 1 calc R . . . .
C15 C 0.71454(18) 0.59193(14) 0.32964(16) 0.0361(4) Uani 1 1 d . . . . .
H15A H 0.707632 0.575336 0.252590 0.043 Uiso 1 1 calc R . . . .
H15B H 0.675247 0.672716 0.350746 0.043 Uiso 1 1 calc R . . . .
C16 C 0.86660(17) 0.59414(14) 0.37370(15) 0.0322(4) Uani 1 1 d . . . . .
H16A H 0.919156 0.655486 0.345097 0.039 Uiso 1 1 calc R . . . .
H16B H 0.874433 0.617872 0.450394 0.039 Uiso 1 1 calc R . . . .
C17 C 0.92855(16) 0.46998(14) 0.34622(14) 0.0278(4) Uani 1 1 d . . . . .
H17A H 1.025969 0.472327 0.378364 0.033 Uiso 1 1 calc R . . . .
H17B H 0.928837 0.449893 0.269716 0.033 Uiso 1 1 calc R . . . .
C18 C 0.84606(15) 0.37140(13) 0.38433(13) 0.0236(3) Uani 1 1 d . . . . .
H18A H 0.854106 0.386820 0.461423 0.028 Uiso 1 1 calc R . . . .
H18B H 0.885785 0.291092 0.362007 0.028 Uiso 1 1 calc R . . . .
O2 O 0.66287(18) 0.38792(15) 0.73842(13) 0.0224(4) Uani 0.5989(14) 1 d D U P A
1
O3 O 0.7582(4) 0.4098(5) 0.6630(5) 0.0258(8) Uani 0.5989(14) 1 d D U P A 1
H3 H 0.702340 0.379593 0.610310 0.039 Uiso 0.5989(14) 1 d R . P A 1
O4 O 0.69124(17) 0.17748(15) 0.70625(13) 0.0219(4) Uani 0.5989(14) 1 d D U P A
1
O5 O 0.5461(3) 0.1562(5) 0.6599(4) 0.0333(8) Uani 0.5989(14) 1 d D U P A 1
H5 H 0.563446 0.179128 0.603568 0.050 Uiso 0.5989(14) 1 d R . P A 1
C19 C 0.7029(4) 0.2839(3) 0.7829(2) 0.0199(3) Uani 0.5989(14) 1 d D U P A 1
C20 C 0.8553(3) 0.2888(2) 0.82844(19) 0.0230(5) Uani 0.5989(14) 1 d D U P A 1
H20 H 0.916323 0.288435 0.771306 0.028 Uiso 0.5989(14) 1 calc R . P A 1
C21 C 0.8849(4) 0.1774(3) 0.8824(3) 0.0283(7) Uani 0.5989(14) 1 d D U P A 1
H21A H 0.868628 0.101765 0.830796 0.034 Uiso 0.5989(14) 1 calc R . P A 1
H21B H 0.983224 0.180605 0.912730 0.034 Uiso 0.5989(14) 1 calc R . P A 1
C22 C 0.7895(3) 0.1767(3) 0.9685(2) 0.0337(6) Uani 0.5989(14) 1 d D U P A 1
H22 H 0.808782 0.104128 1.003327 0.040 Uiso 0.5989(14) 1 calc R . P A 1
C23 C 0.6390(4) 0.1701(4) 0.9208(3) 0.0367(8) Uani 0.5989(14) 1 d D U P A 1
H23A H 0.576767 0.166799 0.975742 0.044 Uiso 0.5989(14) 1 calc R . P A 1
H23B H 0.621929 0.095168 0.868482 0.044 Uiso 0.5989(14) 1 calc R . P A 1
C24 C 0.6074(3) 0.2827(3) 0.8685(2) 0.0319(6) Uani 0.5989(14) 1 d D U P A 1
H24 H 0.507920 0.280023 0.838416 0.038 Uiso 0.5989(14) 1 calc R . P A 1
C25 C 0.8845(4) 0.4043(3) 0.9078(2) 0.0393(7) Uani 0.5989(14) 1 d D U P A 1
H25A H 0.866523 0.476473 0.873490 0.047 Uiso 0.5989(14) 1 calc R . P A 1
H25B H 0.983136 0.408347 0.937272 0.047 Uiso 0.5989(14) 1 calc R . P A 1
C26 C 0.8226(5) 0.2925(5) 1.0477(4) 0.0442(12) Uani 0.5989(14) 1 d D U P A 1
H26A H 0.921783 0.295038 1.075798 0.053 Uiso 0.5989(14) 1 calc R . P A 1
H26B H 0.765710 0.293323 1.106378 0.053 Uiso 0.5989(14) 1 calc R . P A 1
C27 C 0.6398(4) 0.3992(3) 0.9502(2) 0.0427(6) Uani 0.5989(14) 1 d D U P A 1
H27 H 0.574138 0.458965 0.969781 0.051 Uiso 0.5989(14) 1 calc R . P A 1
C28 C 0.7912(4) 0.4045(3) 0.9945(3) 0.0469(8) Uani 0.5989(14) 1 d D U P A 1
H28 H 0.810493 0.480353 1.046811 0.056 Uiso 0.5989(14) 1 calc R . P A 1
O2A O 0.7841(3) 0.3252(2) 0.7153(2) 0.0239(6) Uani 0.4011(14) 1 d D U P A 2
O3A O 0.7202(8) 0.4252(8) 0.6693(7) 0.0258(8) Uani 0.4011(14) 1 d D U P A 2
H3AA H 0.698672 0.379652 0.610932 0.039 Uiso 0.4011(14) 1 d R . P A 2
O4A O 0.5636(3) 0.2418(2) 0.7263(2) 0.0247(6) Uani 0.4011(14) 1 d D U P A 2
O5A O 0.5857(6) 0.1379(7) 0.6465(6) 0.0333(8) Uani 0.4011(14) 1 d D U P A 2
H5AA H 0.568380 0.182620 0.600162 0.050 Uiso 0.4011(14) 1 d R . P A 2
C19A C 0.6938(5) 0.2835(5) 0.7818(3) 0.0199(3) Uani 0.4011(14) 1 d D U P A 2
C20A C 0.6552(4) 0.3827(4) 0.8692(3) 0.0286(8) Uani 0.4011(14) 1 d D U P A 2
H20A H 0.604710 0.448475 0.838489 0.034 Uiso 0.4011(14) 1 calc R . P A 2
C21A C 0.5647(6) 0.3279(4) 0.9386(4) 0.0427(6) Uani 0.4011(14) 1 d D U P A 2
H21C H 0.476209 0.296031 0.897897 0.051 Uiso 0.4011(14) 1 calc R . P A 2
H21D H 0.542951 0.391480 0.996363 0.051 Uiso 0.4011(14) 1 calc R . P A 2
C22A C 0.6414(5) 0.2236(4) 0.9834(4) 0.0322(9) Uani 0.4011(14) 1 d D U P A 2
H22A H 0.580208 0.185943 1.027251 0.039 Uiso 0.4011(14) 1 calc R . P A 2
C23A C 0.6800(5) 0.1273(4) 0.8960(4) 0.0282(10) Uani 0.4011(14) 1 d D U P A 2
H23C H 0.594679 0.091696 0.852883 0.034 Uiso 0.4011(14) 1 calc R . P A 2
H23D H 0.728949 0.061177 0.925757 0.034 Uiso 0.4011(14) 1 calc R . P A 2
C24A C 0.7743(4) 0.1834(3) 0.8275(3) 0.0251(8) Uani 0.4011(14) 1 d D U P A 2
H24A H 0.799287 0.119445 0.770057 0.030 Uiso 0.4011(14) 1 calc R . P A 2
C25A C 0.7908(5) 0.4350(4) 0.9332(4) 0.0334(9) Uani 0.4011(14) 1 d D U P A 2
H25C H 0.850830 0.469035 0.887476 0.040 Uiso 0.4011(14) 1 calc R . P A 2
H25D H 0.769581 0.501808 0.988546 0.040 Uiso 0.4011(14) 1 calc R . P A 2
C26A C 0.7693(6) 0.2802(7) 1.0504(5) 0.0329(14) Uani 0.4011(14) 1 d D U P A 2
H26C H 0.818965 0.217567 1.084425 0.039 Uiso 0.4011(14) 1 calc R . P A 2
H26D H 0.742053 0.344557 1.105476 0.039 Uiso 0.4011(14) 1 calc R . P A 2
C27A C 0.9057(5) 0.2381(5) 0.8944(4) 0.0311(10) Uani 0.4011(14) 1 d D U P A 2
H27A H 0.997702 0.214797 0.883257 0.037 Uiso 0.4011(14) 1 calc R . P A 2
C28A C 0.8668(5) 0.3361(4) 0.9821(3) 0.0373(10) Uani 0.4011(14) 1 d D U P A 2
H28A H 0.952730 0.371705 1.026187 0.045 Uiso 0.4011(14) 1 calc R . P A 2


_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 1.5077(11) . ?
P1 C1 1.8219(14) . ?
P1 C7 1.8207(14) . ?
P1 C13 1.8156(14) . ?
C1 H1 1.0000 . ?
C1 C2 1.538(2) . ?
C1 C6 1.536(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.528(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.517(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.519(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.527(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 1.0000 . ?
C7 C8 1.535(2) . ?
C7 C12 1.525(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.528(2) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.510(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.525(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.531(2) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13 1.0000 . ?
C13 C14 1.5358(19) . ?
C13 C18 1.5366(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.525(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.522(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.518(2) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.527(2) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
O2 O3 1.467(3) . ?
O2 C19 1.418(3) . ?
O3 H3 0.8500 . ?
O4 O5 1.471(3) . ?
O4 C19 1.418(3) . ?
O5 H5 0.8501 . ?
C19 C20 1.529(4) . ?
C19 C24 1.527(4) . ?
C20 H20 1.0000 . ?
C20 C21 1.539(4) . ?
C20 C25 1.520(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.531(4) . ?
C22 H22 1.0000 . ?
C22 C23 1.520(4) . ?
C22 C26 1.525(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.542(4) . ?
C24 H24 1.0000 . ?
C24 C27 1.547(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C28 1.523(5) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C28 1.542(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.515(5) . ?
C28 H28 1.0000 . ?
O2A O3A 1.463(4) . ?
O2A C19A 1.420(3) . ?
O3A H3AA 0.8502 . ?
O4A O5A 1.462(4) . ?
O4A C19A 1.421(3) . ?
O5A H5AA 0.8499 . ?
C19A C20A 1.535(6) . ?
C19A C24A 1.532(6) . ?
C20A H20A 1.0000 . ?
C20A C21A 1.516(6) . ?
C20A C25A 1.535(5) . ?
C21A H21C 0.9900 . ?
C21A H21D 0.9900 . ?
C21A C22A 1.547(5) . ?
C22A H22A 1.0000 . ?
C22A C23A 1.516(5) . ?
C22A C26A 1.508(6) . ?
C23A H23C 0.9900 . ?
C23A H23D 0.9900 . ?
C23A C24A 1.538(5) . ?
C24A H24A 1.0000 . ?
C24A C27A 1.527(6) . ?
C25A H25C 0.9900 . ?
C25A H25D 0.9900 . ?
C25A C28A 1.521(6) . ?
C26A H26C 0.9900 . ?
C26A H26D 0.9900 . ?
C26A C28A 1.555(6) . ?
C27A H27A 0.9500 . ?
C27A C28A 1.532(6) . ?
C28A H28A 1.0000 . ?

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 110.72(6) . . ?
O1 P1 C7 108.44(6) . . ?
O1 P1 C13 111.08(6) . . ?
C7 P1 C1 108.85(7) . . ?
C13 P1 C1 110.29(7) . . ?
C13 P1 C7 107.35(7) . . ?
P1 C1 H1 106.0 . . ?
C2 C1 P1 112.44(11) . . ?
C2 C1 H1 106.0 . . ?
C6 C1 P1 114.90(10) . . ?
C6 C1 H1 106.0 . . ?
C6 C1 C2 110.70(12) . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 C1 109.96(14) . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 C2 111.97(14) . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C3 C4 H4A 109.3 . . ?
C3 C4 H4B 109.3 . . ?
C3 C4 C5 111.49(14) . . ?
H4A C4 H4B 108.0 . . ?
C5 C4 H4A 109.3 . . ?
C5 C4 H4B 109.3 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 C6 110.91(14) . . ?
H5A C5 H5B 108.0 . . ?
C6 C5 H5A 109.5 . . ?
C6 C5 H5B 109.5 . . ?
C1 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C5 C6 C1 110.64(13) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
P1 C7 H7 105.7 . . ?
C8 C7 P1 110.42(10) . . ?
C8 C7 H7 105.7 . . ?
C12 C7 P1 117.68(10) . . ?
C12 C7 H7 105.7 . . ?
C12 C7 C8 110.62(13) . . ?
C7 C8 H8A 109.6 . . ?
C7 C8 H8B 109.6 . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 C7 110.10(14) . . ?
C9 C8 H8A 109.6 . . ?
C9 C8 H8B 109.6 . . ?
C8 C9 H9A 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
C10 C9 C8 111.37(16) . . ?
C10 C9 H9A 109.4 . . ?
C10 C9 H9B 109.4 . . ?
C9 C10 H10A 109.4 . . ?
C9 C10 H10B 109.4 . . ?
C9 C10 C11 111.20(14) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.4 . . ?
C11 C10 H10B 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
C10 C11 C12 111.19(14) . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C7 C12 C11 109.88(13) . . ?
C7 C12 H12A 109.7 . . ?
C7 C12 H12B 109.7 . . ?
C11 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
P1 C13 H13 107.9 . . ?
C14 C13 P1 110.77(10) . . ?
C14 C13 H13 107.9 . . ?
C14 C13 C18 110.40(12) . . ?
C18 C13 P1 111.96(10) . . ?
C18 C13 H13 107.9 . . ?
C13 C14 H14A 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C15 C14 C13 111.03(13) . . ?
C15 C14 H14A 109.4 . . ?
C15 C14 H14B 109.4 . . ?
C14 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C16 C15 C14 111.37(14) . . ?
C16 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
C17 C16 C15 110.68(13) . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
C16 C17 H17A 109.4 . . ?
C16 C17 H17B 109.4 . . ?
C16 C17 C18 111.24(13) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
C13 C18 H18A 109.3 . . ?
C13 C18 H18B 109.3 . . ?
C17 C18 C13 111.44(12) . . ?
C17 C18 H18A 109.3 . . ?
C17 C18 H18B 109.3 . . ?
H18A C18 H18B 108.0 . . ?
C19 O2 O3 110.0(2) . . ?
O2 O3 H3 94.0 . . ?
C19 O4 O5 110.1(2) . . ?
O4 O5 H5 92.5 . . ?
O2 C19 C20 113.6(2) . . ?
O2 C19 C24 103.8(3) . . ?
O4 C19 O2 111.0(2) . . ?
O4 C19 C20 103.9(3) . . ?
O4 C19 C24 114.2(2) . . ?
C24 C19 C20 110.6(2) . . ?
C19 C20 H20 109.6 . . ?
C19 C20 C21 109.5(2) . . ?
C21 C20 H20 109.6 . . ?
C25 C20 C19 109.4(2) . . ?
C25 C20 H20 109.6 . . ?
C25 C20 C21 109.3(2) . . ?
C20 C21 H21A 109.8 . . ?
C20 C21 H21B 109.8 . . ?
H21A C21 H21B 108.2 . . ?
C22 C21 C20 109.5(2) . . ?
C22 C21 H21A 109.8 . . ?
C22 C21 H21B 109.8 . . ?
C21 C22 H22 109.4 . . ?
C23 C22 C21 109.3(3) . . ?
C23 C22 H22 109.4 . . ?
C23 C22 C26 111.9(3) . . ?
C26 C22 C21 107.6(3) . . ?
C26 C22 H22 109.4 . . ?
C22 C23 H23A 109.7 . . ?
C22 C23 H23B 109.7 . . ?
C22 C23 C24 109.8(3) . . ?
H23A C23 H23B 108.2 . . ?
C24 C23 H23A 109.7 . . ?
C24 C23 H23B 109.7 . . ?
C19 C24 C23 108.5(2) . . ?
C19 C24 H24 110.3 . . ?
C19 C24 C27 108.2(2) . . ?
C23 C24 H24 110.3 . . ?
C23 C24 C27 109.1(3) . . ?
C27 C24 H24 110.3 . . ?
C20 C25 H25A 109.8 . . ?
C20 C25 H25B 109.8 . . ?
C20 C25 C28 109.4(3) . . ?
H25A C25 H25B 108.3 . . ?
C28 C25 H25A 109.8 . . ?
C28 C25 H25B 109.8 . . ?
C22 C26 H26A 109.8 . . ?
C22 C26 H26B 109.8 . . ?
C22 C26 C28 109.4(3) . . ?
H26A C26 H26B 108.2 . . ?
C28 C26 H26A 109.8 . . ?
C28 C26 H26B 109.8 . . ?
C24 C27 H27 124.8 . . ?
C28 C27 C24 110.4(2) . . ?
C28 C27 H27 124.8 . . ?
C25 C28 C26 108.8(3) . . ?
C25 C28 H28 109.4 . . ?
C26 C28 H28 109.4 . . ?
C27 C28 C25 110.2(3) . . ?
C27 C28 C26 109.6(3) . . ?
C27 C28 H28 109.4 . . ?
C19A O2A O3A 109.5(4) . . ?
O2A O3A H3AA 92.2 . . ?
C19A O4A O5A 108.9(4) . . ?
O4A O5A H5AA 89.2 . . ?
O2A C19A O4A 111.4(3) . . ?
O2A C19A C20A 114.0(3) . . ?
O2A C19A C24A 104.2(4) . . ?
O4A C19A C20A 103.7(4) . . ?
O4A C19A C24A 113.2(3) . . ?
C24A C19A C20A 110.5(3) . . ?
C19A C20A H20A 109.9 . . ?
C19A C20A C25A 107.6(3) . . ?
C21A C20A C19A 110.0(3) . . ?
C21A C20A H20A 109.9 . . ?
C21A C20A C25A 109.6(4) . . ?
C25A C20A H20A 109.9 . . ?
C20A C21A H21C 109.7 . . ?
C20A C21A H21D 109.7 . . ?
C20A C21A C22A 109.8(4) . . ?
H21C C21A H21D 108.2 . . ?
C22A C21A H21C 109.7 . . ?
C22A C21A H21D 109.7 . . ?
C21A C22A H22A 109.5 . . ?
C23A C22A C21A 110.5(4) . . ?
C23A C22A H22A 109.5 . . ?
C26A C22A C21A 106.7(5) . . ?
C26A C22A H22A 109.5 . . ?
C26A C22A C23A 111.0(5) . . ?
C22A C23A H23C 109.6 . . ?
C22A C23A H23D 109.6 . . ?
C22A C23A C24A 110.3(4) . . ?
H23C C23A H23D 108.1 . . ?
C24A C23A H23C 109.6 . . ?
C24A C23A H23D 109.6 . . ?
C19A C24A C23A 107.8(3) . . ?
C19A C24A H24A 109.9 . . ?
C23A C24A H24A 109.9 . . ?
C27A C24A C19A 109.8(3) . . ?
C27A C24A C23A 109.4(3) . . ?
C27A C24A H24A 109.9 . . ?
C20A C25A H25C 109.6 . . ?
C20A C25A H25D 109.6 . . ?
H25C C25A H25D 108.1 . . ?
C28A C25A C20A 110.2(3) . . ?
C28A C25A H25C 109.6 . . ?
C28A C25A H25D 109.6 . . ?
C22A C26A H26C 109.7 . . ?
C22A C26A H26D 109.7 . . ?
C22A C26A C28A 109.8(4) . . ?
H26C C26A H26D 108.2 . . ?
C28A C26A H26C 109.7 . . ?
C28A C26A H26D 109.7 . . ?
C24A C27A H27A 125.2 . . ?
C24A C27A C28A 109.7(4) . . ?
C28A C27A H27A 125.2 . . ?
C25A C28A C26A 109.1(5) . . ?
C25A C28A C27A 108.3(4) . . ?
C25A C28A H28A 109.8 . . ?
C26A C28A H28A 109.8 . . ?
C27A C28A C26A 110.1(4) . . ?
C27A C28A H28A 109.8 . . ?

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
O3 H3 O1 0.85 1.85 2.680(7) 166.6 . yes
O5 H5 O1 0.85 1.89 2.706(7) 161.3 . yes
O3A H3AA O1 0.85 1.83 2.648(12) 159.7 . yes
O5A H5AA O1 0.85 1.81 2.632(11) 160.9 . 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
P1 C1 C2 C3 173.62(11) . . . . ?
P1 C1 C6 C5 -174.00(11) . . . . ?
P1 C7 C8 C9 170.21(14) . . . . ?
P1 C7 C12 C11 -173.94(11) . . . . ?
P1 C13 C14 C15 179.72(11) . . . . ?
P1 C13 C18 C17 -178.90(11) . . . . ?
O1 P1 C1 C2 -33.46(13) . . . . ?
O1 P1 C1 C6 -161.28(10) . . . . ?
O1 P1 C7 C8 -60.15(13) . . . . ?
O1 P1 C7 C12 171.55(11) . . . . ?
O1 P1 C13 C14 -61.51(12) . . . . ?
O1 P1 C13 C18 62.19(12) . . . . ?
C1 P1 C7 C8 60.38(13) . . . . ?
C1 P1 C7 C12 -67.93(13) . . . . ?
C1 P1 C13 C14 175.34(10) . . . . ?
C1 P1 C13 C18 -60.96(12) . . . . ?
C1 C2 C3 C4 55.67(19) . . . . ?
C2 C1 C6 C5 57.31(17) . . . . ?
C2 C3 C4 C5 -55.6(2) . . . . ?
C3 C4 C5 C6 55.58(19) . . . . ?
C4 C5 C6 C1 -56.54(18) . . . . ?
C6 C1 C2 C3 -56.37(17) . . . . ?
C7 P1 C1 C2 -152.57(11) . . . . ?
C7 P1 C1 C6 79.61(12) . . . . ?
C7 P1 C13 C14 56.89(12) . . . . ?
C7 P1 C13 C18 -179.42(10) . . . . ?
C7 C8 C9 C10 56.5(2) . . . . ?
C8 C7 C12 C11 57.86(17) . . . . ?
C8 C9 C10 C11 -55.8(2) . . . . ?
C9 C10 C11 C12 55.9(2) . . . . ?
C10 C11 C12 C7 -56.78(19) . . . . ?
C12 C7 C8 C9 -57.7(2) . . . . ?
C13 P1 C1 C2 89.90(12) . . . . ?
C13 P1 C1 C6 -37.92(13) . . . . ?
C13 P1 C7 C8 179.76(12) . . . . ?
C13 P1 C7 C12 51.46(13) . . . . ?
C13 C14 C15 C16 -56.51(19) . . . . ?
C14 C13 C18 C17 -55.00(17) . . . . ?
C14 C15 C16 C17 56.8(2) . . . . ?
C15 C16 C17 C18 -56.39(19) . . . . ?
C16 C17 C18 C13 55.99(18) . . . . ?
C18 C13 C14 C15 55.13(17) . . . . ?
O2 C19 C20 C21 175.4(2) . . . . ?
O2 C19 C20 C25 55.7(3) . . . . ?
O2 C19 C24 C23 178.4(2) . . . . ?
O2 C19 C24 C27 -63.3(3) . . . . ?
O3 O2 C19 O4 -64.0(4) . . . . ?
O3 O2 C19 C20 52.7(4) . . . . ?
O3 O2 C19 C24 172.9(4) . . . . ?
O4 C19 C20 C21 -63.9(3) . . . . ?
O4 C19 C20 C25 176.4(2) . . . . ?
O4 C19 C24 C23 57.4(4) . . . . ?
O4 C19 C24 C27 175.7(2) . . . . ?
O5 O4 C19 O2 -61.3(4) . . . . ?
O5 O4 C19 C20 176.2(3) . . . . ?
O5 O4 C19 C24 55.6(4) . . . . ?
C19 C20 C21 C22 -58.8(3) . . . . ?
C19 C20 C25 C28 59.8(3) . . . . ?
C19 C24 C27 C28 -58.3(3) . . . . ?
C20 C19 C24 C23 -59.4(3) . . . . ?
C20 C19 C24 C27 58.9(3) . . . . ?
C20 C21 C22 C23 60.1(3) . . . . ?
C20 C21 C22 C26 -61.5(3) . . . . ?
C20 C25 C28 C26 60.3(4) . . . . ?
C20 C25 C28 C27 -59.8(3) . . . . ?
C21 C20 C25 C28 -60.0(3) . . . . ?
C21 C22 C23 C24 -61.3(4) . . . . ?
C21 C22 C26 C28 62.1(4) . . . . ?
C22 C23 C24 C19 60.4(4) . . . . ?
C22 C23 C24 C27 -57.2(4) . . . . ?
C22 C26 C28 C25 -62.0(4) . . . . ?
C22 C26 C28 C27 58.6(4) . . . . ?
C23 C22 C26 C28 -57.9(4) . . . . ?
C23 C24 C27 C28 59.6(3) . . . . ?
C24 C19 C20 C21 59.1(3) . . . . ?
C24 C19 C20 C25 -60.6(3) . . . . ?
C24 C27 C28 C25 59.4(3) . . . . ?
C24 C27 C28 C26 -60.3(4) . . . . ?
C25 C20 C21 C22 61.0(3) . . . . ?
C26 C22 C23 C24 57.7(4) . . . . ?
O2A C19A C20A C21A -177.3(3) . . . . ?
O2A C19A C20A C25A -57.9(5) . . . . ?
O2A C19A C24A C23A -176.6(3) . . . . ?
O2A C19A C24A C27A 64.3(4) . . . . ?
O3A O2A C19A O4A 59.6(7) . . . . ?
O3A O2A C19A C20A -57.4(6) . . . . ?
O3A O2A C19A C24A -178.0(6) . . . . ?
O4A C19A C20A C21A 61.4(4) . . . . ?
O4A C19A C20A C25A -179.2(3) . . . . ?
O4A C19A C24A C23A -55.4(5) . . . . ?
O4A C19A C24A C27A -174.5(3) . . . . ?
O5A O4A C19A O2A 62.5(6) . . . . ?
O5A O4A C19A C20A -174.4(5) . . . . ?
O5A O4A C19A C24A -54.6(6) . . . . ?
C19A C20A C21A C22A 57.3(5) . . . . ?
C19A C20A C25A C28A -61.6(5) . . . . ?
C19A C24A C27A C28A 58.8(5) . . . . ?
C20A C19A C24A C23A 60.4(4) . . . . ?
C20A C19A C24A C27A -58.7(4) . . . . ?
C20A C21A C22A C23A -57.4(5) . . . . ?
C20A C21A C22A C26A 63.3(5) . . . . ?
C20A C25A C28A C26A -57.2(5) . . . . ?
C20A C25A C28A C27A 62.6(5) . . . . ?
C21A C20A C25A C28A 57.9(5) . . . . ?
C21A C22A C23A C24A 59.3(5) . . . . ?
C21A C22A C26A C28A -62.9(6) . . . . ?
C22A C23A C24A C19A -60.1(4) . . . . ?
C22A C23A C24A C27A 59.3(5) . . . . ?
C22A C26A C28A C25A 61.2(6) . . . . ?
C22A C26A C28A C27A -57.5(6) . . . . ?
C23A C22A C26A C28A 57.6(6) . . . . ?
C23A C24A C27A C28A -59.4(5) . . . . ?
C24A C19A C20A C21A -60.2(4) . . . . ?
C24A C19A C20A C25A 59.1(4) . . . . ?
C24A C27A C28A C25A -60.5(5) . . . . ?
C24A C27A C28A C26A 58.7(5) . . . . ?
C25A C20A C21A C22A -60.9(5) . . . . ?
C26A C22A C23A C24A -59.0(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ffe408a
_database_code_depnum_ccdc_archive 'CCDC 1980803'
loop_
_audit_author_name
_audit_author_address
'Nattamai Bhuvanesh'
;Texas AM University
United States of America
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2021-09-30 downloaded from the CCDC.
;
_audit_creation_date             2019-11-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H21 O P, C10 H16 O4'
_chemical_formula_sum            'C31 H37 O5 P'
_chemical_formula_weight         520.57
_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 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.0424(17)
_cell_length_b                   11.7362(12)
_cell_length_c                   14.7397(16)
_cell_angle_alpha                90
_cell_angle_beta                 106.362(3)
_cell_angle_gamma                90
_cell_volume                     2662.8(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9151
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      27.606
_cell_measurement_theta_min      2.255
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.5301
_exptl_absorpt_correction_T_min  0.3923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1317 before and 0.0984 after correction. The Ratio of minimum to maximum transmission is 0.7400. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.146
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0710
_diffrn_reflns_av_unetI/netI     0.0250
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            109510
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.606
_diffrn_reflns_theta_min         2.182
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5287
_reflns_number_total             6163
_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       
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_computing_data_collection       ?
_computing_data_reduction        
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_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         0.310
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         6163
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0392
_refine_ls_restrained_S_all      1.084
_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)+(0.0369P)²+1.5583P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0999
_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. Shared sites
{C22, C22A}
3. Restrained distances
 O3A-O2A \\sim O3-O2 \\sim O5A-O4A \\sim O5-O4
 with sigma of 0.005
 O2-C22 \\sim O2A-C22 \\sim O4-C22 \\sim O4A-C22
 with sigma of 0.005
4. Uiso/Uaniso restraints and constraints
Uanis(O2A) = Uanis(O2)
Uanis(O4A) = Uanis(O4)
Uanis(O5A) = Uanis(O5)
Uanis(O3A) = Uanis(O3)
Uanis(C22A) = Uanis(C22)
Uanis(C27) = Uanis(C23A)
Uanis(C23) = Uanis(C27A)
Uanis(C31A) = Uanis(C31)
Uanis(C25A) = Uanis(C26)
Uanis(C26) = Uanis(C26A)
Uanis(C28) = Uanis(C28A)
Uanis(C29) = Uanis(C29A)
Uanis(C30A) = Uanis(C24)
5. Others
 Sof(O2A)=Sof(O3A)=Sof(H3AA)=Sof(O4A)=Sof(O5A)=Sof(H5AA)=Sof(C22A)=Sof(C23A)=
 Sof(H23A)=Sof(C24A)=Sof(H24C)=Sof(H24D)=Sof(C25A)=Sof(H25A)=Sof(C26A)=
 Sof(H26C)=Sof(H26D)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28C)=Sof(H28D)=
 Sof(C29A)=Sof(H29C)=Sof(H29D)=Sof(C30A)=Sof(H30C)=Sof(H30D)=Sof(C31A)=
 Sof(H31A)=1-FVAR(1)
 Sof(O2)=Sof(O3)=Sof(H3A)=Sof(O4)=Sof(O5)=Sof(H5A)=Sof(C22)=Sof(C23)=Sof(H23)=
 Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26A)=Sof(H26B)=
 Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28A)=Sof(H28B)=Sof(C29)=Sof(H29A)=Sof(H29B)=
 Sof(C30)=Sof(H30A)=Sof(H30B)=Sof(C31)=Sof(H31)=FVAR(1)
6.a Riding coordinates:
 O3(H3A), O5(H5A), O3A(H3AA), O5A(H5AA)
6.b Ternary CH refined with riding coordinates:
 C23(H23), C25(H25), C27(H27), C31(H31), C23A(H23A), C25A(H25A), C27A(H27A),
 C31A(H31A)
6.c Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C26(H26A,H26B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,
 H30B), C24A(H24C,H24D), C26A(H26C,H26D), C28A(H28C,H28D), C29A(H29C,H29D),
 C30A(H30C,H30D)
6.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12), C13(H13),
 C17(H17), C18(H18), C19(H19), C20(H20)
6.e Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C14(H14A,H14B,H14C), C21(H21A,H21B,H21C)
;
_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
P1 P 0.32360(2) 0.17025(3) 0.44336(2) 0.01675(9) Uani 1 1 d . . . . .
O1 O 0.25659(6) 0.26284(8) 0.42372(7) 0.0223(2) Uani 1 1 d . . . . .
C1 C 0.32613(9) 0.09449(12) 0.55054(9) 0.0194(3) Uani 1 1 d . . . . .
C2 C 0.24834(10) 0.05394(12) 0.56541(10) 0.0230(3) Uani 1 1 d . . . . .
C3 C 0.25274(11) 0.00125(14) 0.65108(11) 0.0303(3) Uani 1 1 d . . . . .
H3 H 0.201009 -0.027294 0.662021 0.036 Uiso 1 1 calc R . . . .
C4 C 0.33060(12) -0.01063(14) 0.72076(11) 0.0335(4) Uani 1 1 d . . . . .
H4 H 0.331630 -0.045773 0.779122 0.040 Uiso 1 1 calc R . . . .
C5 C 0.40682(11) 0.02836(14) 0.70585(11) 0.0302(3) Uani 1 1 d . . . . .
H5 H 0.460318 0.019887 0.753669 0.036 Uiso 1 1 calc R . . . .
C6 C 0.40485(10) 0.08002(12) 0.62058(10) 0.0232(3) Uani 1 1 d . . . . .
H6 H 0.457364 0.105734 0.609723 0.028 Uiso 1 1 calc R . . . .
C7 C 0.16103(10) 0.06811(14) 0.49378(12) 0.0292(3) Uani 1 1 d . . . . .
H7A H 0.142859 0.147975 0.492263 0.044 Uiso 1 1 calc GR . . . .
H7B H 0.118217 0.019794 0.511341 0.044 Uiso 1 1 calc GR . . . .
H7C H 0.165239 0.045770 0.431159 0.044 Uiso 1 1 calc GR . . . .
C8 C 0.30635(8) 0.06392(12) 0.35140(9) 0.0178(3) Uani 1 1 d . . . . .
C9 C 0.27319(9) 0.09253(12) 0.25506(9) 0.0195(3) Uani 1 1 d . . . . .
C10 C 0.26234(10) 0.00501(13) 0.18898(10) 0.0249(3) Uani 1 1 d . . . . .
H10 H 0.238083 0.021928 0.123830 0.030 Uiso 1 1 calc R . . . .
C11 C 0.28600(10) -0.10593(13) 0.21588(11) 0.0269(3) Uani 1 1 d . . . . .
H11 H 0.277546 -0.163989 0.169262 0.032 Uiso 1 1 calc R . . . .
C12 C 0.32191(10) -0.13302(13) 0.31027(10) 0.0245(3) Uani 1 1 d . . . . .
H12 H 0.340088 -0.208710 0.328548 0.029 Uiso 1 1 calc R . . . .
C13 C 0.33094(9) -0.04821(12) 0.37759(10) 0.0213(3) Uani 1 1 d . . . . .
H13 H 0.354220 -0.066541 0.442607 0.026 Uiso 1 1 calc R . . . .
C14 C 0.25197(10) 0.21267(13) 0.22101(10) 0.0251(3) Uani 1 1 d . . . . .
H14A H 0.206523 0.242939 0.246914 0.038 Uiso 1 1 calc GR . . . .
H14B H 0.231391 0.213334 0.151787 0.038 Uiso 1 1 calc GR . . . .
H14C H 0.304164 0.260052 0.242135 0.038 Uiso 1 1 calc GR . . . .
C15 C 0.43078(9) 0.22738(11) 0.45575(9) 0.0185(3) Uani 1 1 d . . . . .
C16 C 0.46480(9) 0.31507(12) 0.52100(10) 0.0198(3) Uani 1 1 d . . . . .
C17 C 0.54518(9) 0.36060(12) 0.52180(10) 0.0232(3) Uani 1 1 d . . . . .
H17 H 0.568905 0.420326 0.564828 0.028 Uiso 1 1 calc R . . . .
C18 C 0.59146(9) 0.32160(13) 0.46195(11) 0.0257(3) Uani 1 1 d . . . . .
H18 H 0.646123 0.354457 0.464174 0.031 Uiso 1 1 calc R . . . .
C19 C 0.55816(10) 0.23470(13) 0.39881(11) 0.0260(3) Uani 1 1 d . . . . .
H19 H 0.589917 0.207143 0.357826 0.031 Uiso 1 1 calc R . . . .
C20 C 0.47821(9) 0.18826(12) 0.39583(10) 0.0219(3) Uani 1 1 d . . . . .
H20 H 0.455191 0.128748 0.352284 0.026 Uiso 1 1 calc R . . . .
C21 C 0.42052(10) 0.35931(13) 0.59137(10) 0.0247(3) Uani 1 1 d . . . . .
H21A H 0.359416 0.335869 0.572276 0.037 Uiso 1 1 calc GR . . . .
H21B H 0.424041 0.442668 0.593584 0.037 Uiso 1 1 calc GR . . . .
H21C H 0.449278 0.328184 0.654087 0.037 Uiso 1 1 calc GR . . . .
O2 O 0.20003(7) 0.52106(10) 0.35144(8) 0.0239(3) Uani 0.8900(11) 1 d D . P A 1
O3 O 0.27649(15) 0.4924(2) 0.4288(2) 0.0249(4) Uani 0.8900(11) 1 d D . P A 1
H3A H 0.274958 0.420049 0.428907 0.037 Uiso 0.8900(11) 1 d R . P A 1
O4 O 0.11265(7) 0.44871(9) 0.43967(8) 0.0222(2) Uani 0.8900(11) 1 d D . P A 1
O5 O 0.0889(2) 0.35094(16) 0.3769(3) 0.0290(6) Uani 0.8900(11) 1 d D . P A 1
H5A H 0.139031 0.322132 0.384608 0.043 Uiso 0.8900(11) 1 d R . P A 1
C22 C 0.12939(8) 0.54303(12) 0.38794(9) 0.0189(3) Uani 0.8900(11) 1 d D . P A 1
C23 C 0.14518(10) 0.64078(14) 0.46035(11) 0.0215(3) Uani 0.8900(11) 1 d . . P A
1
H23 H 0.194377 0.620257 0.516616 0.026 Uiso 0.8900(11) 1 calc R . P A 1
C24 C 0.06267(14) 0.6613(2) 0.49178(18) 0.0247(5) Uani 0.8900(11) 1 d . . P A 1
H24A H 0.048120 0.591800 0.522220 0.030 Uiso 0.8900(11) 1 calc R . P A 1
H24B H 0.072649 0.724274 0.538284 0.030 Uiso 0.8900(11) 1 calc R . P A 1
C25 C -0.01248(11) 0.69173(15) 0.40487(12) 0.0256(4) Uani 0.8900(11) 1 d . . P
A 1
H25 H -0.066569 0.703829 0.424620 0.031 Uiso 0.8900(11) 1 calc R . P A 1
C26 C -0.02717(14) 0.59514(18) 0.33258(15) 0.0282(4) Uani 0.8900(11) 1 d . . P
A 1
H26A H -0.076188 0.614725 0.276964 0.034 Uiso 0.8900(11) 1 calc R . P A 1
H26B H -0.042377 0.524425 0.360915 0.034 Uiso 0.8900(11) 1 calc R . P A 1
C27 C 0.05485(11) 0.57543(15) 0.30130(11) 0.0237(3) Uani 0.8900(11) 1 d . . P A
1
H27 H 0.044562 0.512482 0.253698 0.028 Uiso 0.8900(11) 1 calc R . P A 1
C28 C 0.16793(14) 0.7489(2) 0.41512(15) 0.0294(5) Uani 0.8900(11) 1 d . . P A 1
H28A H 0.220818 0.735968 0.394548 0.035 Uiso 0.8900(11) 1 calc R . P A 1
H28B H 0.179971 0.811618 0.461971 0.035 Uiso 0.8900(11) 1 calc R . P A 1
C29 C 0.00947(17) 0.80090(16) 0.35978(18) 0.0276(5) Uani 0.8900(11) 1 d . . P A
1
H29A H -0.039140 0.821223 0.303975 0.033 Uiso 0.8900(11) 1 calc R . P A 1
H29B H 0.018197 0.864406 0.405707 0.033 Uiso 0.8900(11) 1 calc R . P A 1
C30 C 0.07731(18) 0.6858(2) 0.25712(16) 0.0303(5) Uani 0.8900(11) 1 d . . P A 1
H30A H 0.130363 0.674217 0.236562 0.036 Uiso 0.8900(11) 1 calc R . P A 1
H30B H 0.029156 0.706262 0.200906 0.036 Uiso 0.8900(11) 1 calc R . P A 1
C31 C 0.09219(12) 0.78220(15) 0.32975(13) 0.0300(4) Uani 0.8900(11) 1 d . . P A
1
H31 H 0.107100 0.853774 0.300969 0.036 Uiso 0.8900(11) 1 calc R . P A 1
O2A O 0.2110(6) 0.5169(8) 0.4581(6) 0.0239(3) Uani 0.1100(11) 1 d D . P A 2
O3A O 0.2838(14) 0.507(2) 0.418(2) 0.0249(4) Uani 0.1100(11) 1 d D . P A 2
H3AA H 0.282303 0.435050 0.417876 0.037 Uiso 0.1100(11) 1 d R . P A 2
O4A O 0.1189(6) 0.4413(8) 0.3215(6) 0.0222(2) Uani 0.1100(11) 1 d D . P A 2
O5A O 0.100(2) 0.3403(16) 0.370(2) 0.0290(6) Uani 0.1100(11) 1 d D . P A 2
H5AA H 0.150029 0.311496 0.377405 0.043 Uiso 0.1100(11) 1 d R . P A 2
C22A C 0.12939(8) 0.54303(12) 0.38794(9) 0.0189(3) Uani 0.1100(11) 1 d . . P A
2
C23A C 0.1390(9) 0.6377(12) 0.3235(9) 0.0237(3) Uani 0.1100(11) 1 d . . P A 2
H23A H 0.187019 0.624174 0.293809 0.028 Uiso 0.1100(11) 1 calc R . P A 2
C24A C 0.0516(13) 0.6474(18) 0.2521(17) 0.033(5) Uani 0.1100(11) 1 d . . P A 2
H24C H 0.053884 0.710492 0.208296 0.040 Uiso 0.1100(11) 1 calc R . P A 2
H24D H 0.040337 0.576303 0.214571 0.040 Uiso 0.1100(11) 1 calc R . P A 2
C25A C -0.0224(9) 0.6679(13) 0.2912(10) 0.0282(4) Uani 0.1100(11) 1 d . . P A 2
H25A H -0.078174 0.681074 0.240891 0.034 Uiso 0.1100(11) 1 calc R . P A 2
C26A C -0.0268(15) 0.5643(18) 0.3547(16) 0.0282(4) Uani 0.1100(11) 1 d . . P A
2
H26C H -0.038365 0.493983 0.315965 0.034 Uiso 0.1100(11) 1 calc R . P A 2
H26D H -0.074672 0.574808 0.384020 0.034 Uiso 0.1100(11) 1 calc R . P A 2
C27A C 0.0611(8) 0.5528(11) 0.4330(9) 0.0215(3) Uani 0.1100(11) 1 d . . P A 2
H27A H 0.060680 0.486171 0.475105 0.026 Uiso 0.1100(11) 1 calc R . P A 2
C28A C 0.1516(15) 0.747(2) 0.3829(15) 0.0294(5) Uani 0.1100(11) 1 d . . P A 2
H28C H 0.209012 0.744489 0.430679 0.035 Uiso 0.1100(11) 1 calc R . P A 2
H28D H 0.151121 0.813400 0.341344 0.035 Uiso 0.1100(11) 1 calc R . P A 2
C29A C 0.0006(17) 0.7669(17) 0.3647(18) 0.0276(5) Uani 0.1100(11) 1 d . . P A 2
H29C H -0.003060 0.839469 0.329610 0.033 Uiso 0.1100(11) 1 calc R . P A 2
H29D H -0.044460 0.769247 0.398801 0.033 Uiso 0.1100(11) 1 calc R . P A 2
C30A C 0.0851(15) 0.656(2) 0.4865(19) 0.0247(5) Uani 0.1100(11) 1 d . . P A 2
H30C H 0.144890 0.646188 0.528389 0.030 Uiso 0.1100(11) 1 calc R . P A 2
H30D H 0.046236 0.664802 0.527642 0.030 Uiso 0.1100(11) 1 calc R . P A 2
C31A C 0.0821(10) 0.7623(12) 0.4322(11) 0.0300(4) Uani 0.1100(11) 1 d . . P A 2
H31A H 0.092958 0.830879 0.474179 0.036 Uiso 0.1100(11) 1 calc R . P A 2


_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 1.4984(10) . ?
P1 C1 1.8033(14) . ?
P1 C8 1.8055(14) . ?
P1 C15 1.8062(14) . ?
C1 C2 1.409(2) . ?
C1 C6 1.3982(19) . ?
C2 C3 1.390(2) . ?
C2 C7 1.507(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(2) . ?
C4 H4 0.9500 . ?
C4 C5 1.380(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(2) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.4094(18) . ?
C8 C13 1.397(2) . ?
C9 C10 1.392(2) . ?
C9 C14 1.503(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.383(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(2) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.4093(19) . ?
C15 C20 1.396(2) . ?
C16 C17 1.393(2) . ?
C16 C21 1.505(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.383(2) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O2 O3 1.459(3) . ?
O2 C22 1.4084(16) . ?
O3 H3A 0.8498 . ?
O4 O5 1.456(3) . ?
O4 C22 1.4121(16) . ?
O5 H5A 0.8500 . ?
C22 C23 1.539(2) . ?
C22 C27 1.531(2) . ?
C23 H23 1.0000 . ?
C23 C24 1.539(2) . ?
C23 C28 1.525(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.534(3) . ?
C25 H25 1.0000 . ?
C25 C26 1.528(3) . ?
C25 C29 1.529(2) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.529(3) . ?
C27 H27 1.0000 . ?
C27 C30 1.538(3) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C31 1.533(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C31 1.528(3) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.529(3) . ?
C31 H31 1.0000 . ?
O2A O3A 1.457(5) . ?
O2A C22A 1.454(9) . ?
O3A H3AA 0.8498 . ?
O4A O5A 1.457(5) . ?
O4A C22A 1.524(9) . ?
O5A H5AA 0.8500 . ?
C22A C23A 1.498(14) . ?
C22A C27A 1.436(13) . ?
C23A H23A 1.0000 . ?
C23A C24A 1.50(3) . ?
C23A C28A 1.53(3) . ?
C24A H24C 0.9900 . ?
C24A H24D 0.9900 . ?
C24A C25A 1.48(2) . ?
C25A H25A 1.0000 . ?
C25A C26A 1.55(2) . ?
C25A C29A 1.56(3) . ?
C26A H26C 0.9900 . ?
C26A H26D 0.9900 . ?
C26A C27A 1.56(2) . ?
C27A H27A 1.0000 . ?
C27A C30A 1.43(3) . ?
C28A H28C 0.9900 . ?
C28A H28D 0.9900 . ?
C28A C31A 1.50(3) . ?
C29A H29C 0.9900 . ?
C29A H29D 0.9900 . ?
C29A C31A 1.40(3) . ?
C30A H30C 0.9900 . ?
C30A H30D 0.9900 . ?
C30A C31A 1.48(3) . ?
C31A H31A 1.0000 . ?

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 111.39(6) . . ?
O1 P1 C8 113.97(6) . . ?
O1 P1 C15 111.17(6) . . ?
C1 P1 C8 106.13(6) . . ?
C1 P1 C15 107.98(6) . . ?
C8 P1 C15 105.83(6) . . ?
C2 C1 P1 120.03(11) . . ?
C6 C1 P1 119.96(11) . . ?
C6 C1 C2 119.96(13) . . ?
C1 C2 C7 122.87(13) . . ?
C3 C2 C1 118.10(14) . . ?
C3 C2 C7 119.01(14) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.59(15) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 119.9 . . ?
C5 C4 C3 120.26(14) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.60(15) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.48(15) . . ?
C5 C6 H6 119.8 . . ?
C2 C7 H7A 109.5 . . ?
C2 C7 H7B 109.5 . . ?
C2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 P1 121.75(11) . . ?
C13 C8 P1 118.17(10) . . ?
C13 C8 C9 120.00(13) . . ?
C8 C9 C14 123.06(13) . . ?
C10 C9 C8 117.80(13) . . ?
C10 C9 C14 119.11(12) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.60(13) . . ?
C11 C10 H10 119.2 . . ?
C10 C11 H11 119.8 . . ?
C10 C11 C12 120.49(14) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 H12 120.5 . . ?
C13 C12 C11 119.02(14) . . ?
C13 C12 H12 120.5 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.01(13) . . ?
C12 C13 H13 119.5 . . ?
C9 C14 H14A 109.5 . . ?
C9 C14 H14B 109.5 . . ?
C9 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 P1 120.97(11) . . ?
C20 C15 P1 119.14(10) . . ?
C20 C15 C16 119.78(13) . . ?
C15 C16 C21 123.71(13) . . ?
C17 C16 C15 117.74(13) . . ?
C17 C16 C21 118.52(13) . . ?
C16 C17 H17 119.0 . . ?
C18 C17 C16 122.04(13) . . ?
C18 C17 H17 119.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.93(14) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.42(14) . . ?
C20 C19 H19 120.3 . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 121.08(13) . . ?
C19 C20 H20 119.5 . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 O2 O3 109.46(12) . . ?
O2 O3 H3A 102.3 . . ?
C22 O4 O5 109.27(12) . . ?
O4 O5 H5A 99.2 . . ?
O2 C22 O4 111.02(11) . . ?
O2 C22 C23 114.12(12) . . ?
O2 C22 C27 104.49(11) . . ?
O4 C22 C23 103.24(11) . . ?
O4 C22 C27 114.98(12) . . ?
C27 C22 C23 109.30(12) . . ?
C22 C23 H23 109.4 . . ?
C22 C23 C24 109.75(15) . . ?
C24 C23 H23 109.4 . . ?
C28 C23 C22 109.28(14) . . ?
C28 C23 H23 109.4 . . ?
C28 C23 C24 109.47(17) . . ?
C23 C24 H24A 109.9 . . ?
C23 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
C25 C24 C23 108.99(17) . . ?
C25 C24 H24A 109.9 . . ?
C25 C24 H24B 109.9 . . ?
C24 C25 H25 109.4 . . ?
C26 C25 C24 109.89(16) . . ?
C26 C25 H25 109.4 . . ?
C26 C25 C29 109.12(16) . . ?
C29 C25 C24 109.57(17) . . ?
C29 C25 H25 109.4 . . ?
C25 C26 H26A 109.6 . . ?
C25 C26 H26B 109.6 . . ?
C25 C26 C27 110.23(16) . . ?
H26A C26 H26B 108.1 . . ?
C27 C26 H26A 109.6 . . ?
C27 C26 H26B 109.6 . . ?
C22 C27 H27 109.7 . . ?
C22 C27 C30 109.95(15) . . ?
C26 C27 C22 108.79(14) . . ?
C26 C27 H27 109.7 . . ?
C26 C27 C30 108.93(16) . . ?
C30 C27 H27 109.7 . . ?
C23 C28 H28A 109.7 . . ?
C23 C28 H28B 109.7 . . ?
C23 C28 C31 109.80(16) . . ?
H28A C28 H28B 108.2 . . ?
C31 C28 H28A 109.7 . . ?
C31 C28 H28B 109.7 . . ?
C25 C29 H29A 109.8 . . ?
C25 C29 H29B 109.8 . . ?
H29A C29 H29B 108.3 . . ?
C31 C29 C25 109.30(16) . . ?
C31 C29 H29A 109.8 . . ?
C31 C29 H29B 109.8 . . ?
C27 C30 H30A 109.7 . . ?
C27 C30 H30B 109.7 . . ?
H30A C30 H30B 108.2 . . ?
C31 C30 C27 109.62(17) . . ?
C31 C30 H30A 109.7 . . ?
C31 C30 H30B 109.7 . . ?
C28 C31 H31 109.5 . . ?
C29 C31 C28 110.54(17) . . ?
C29 C31 C30 109.38(18) . . ?
C29 C31 H31 109.5 . . ?
C30 C31 C28 108.52(16) . . ?
C30 C31 H31 109.5 . . ?
C22A O2A O3A 113.0(14) . . ?
O2A O3A H3AA 92.8 . . ?
O5A O4A C22A 108.9(15) . . ?
O4A O5A H5AA 94.0 . . ?
O2A C22A O4A 101.9(5) . . ?
O2A C22A C23A 112.0(6) . . ?
C23A C22A O4A 100.7(6) . . ?
C27A C22A O2A 109.8(6) . . ?
C27A C22A O4A 113.5(6) . . ?
C27A C22A C23A 117.5(7) . . ?
C22A C23A H23A 112.9 . . ?
C22A C23A C24A 105.0(12) . . ?
C22A C23A C28A 106.2(12) . . ?
C24A C23A H23A 112.9 . . ?
C24A C23A C28A 106.5(14) . . ?
C28A C23A H23A 112.9 . . ?
C23A C24A H24C 108.3 . . ?
C23A C24A H24D 108.3 . . ?
H24C C24A H24D 107.4 . . ?
C25A C24A C23A 115.7(17) . . ?
C25A C24A H24C 108.3 . . ?
C25A C24A H24D 108.3 . . ?
C24A C25A H25A 112.7 . . ?
C24A C25A C26A 106.6(16) . . ?
C24A C25A C29A 109.4(15) . . ?
C26A C25A H25A 112.7 . . ?
C26A C25A C29A 101.9(15) . . ?
C29A C25A H25A 112.7 . . ?
C25A C26A H26C 109.8 . . ?
C25A C26A H26D 109.8 . . ?
C25A C26A C27A 109.3(15) . . ?
H26C C26A H26D 108.3 . . ?
C27A C26A H26C 109.8 . . ?
C27A C26A H26D 109.8 . . ?
C22A C27A C26A 108.3(12) . . ?
C22A C27A H27A 111.4 . . ?
C26A C27A H27A 111.4 . . ?
C30A C27A C22A 101.6(12) . . ?
C30A C27A C26A 112.4(16) . . ?
C30A C27A H27A 111.4 . . ?
C23A C28A H28C 109.1 . . ?
C23A C28A H28D 109.1 . . ?
H28C C28A H28D 107.9 . . ?
C31A C28A C23A 112.3(17) . . ?
C31A C28A H28C 109.1 . . ?
C31A C28A H28D 109.1 . . ?
C25A C29A H29C 108.0 . . ?
C25A C29A H29D 108.0 . . ?
H29C C29A H29D 107.3 . . ?
C31A C29A C25A 117.0(18) . . ?
C31A C29A H29C 108.0 . . ?
C31A C29A H29D 108.0 . . ?
C27A C30A H30C 108.1 . . ?
C27A C30A H30D 108.1 . . ?
C27A C30A C31A 117(2) . . ?
H30C C30A H30D 107.3 . . ?
C31A C30A H30C 108.1 . . ?
C31A C30A H30D 108.1 . . ?
C28A C31A H31A 111.9 . . ?
C29A C31A C28A 109.4(16) . . ?
C29A C31A C30A 107.3(16) . . ?
C29A C31A H31A 111.9 . . ?
C30A C31A C28A 104.2(15) . . ?
C30A C31A H31A 111.9 . . ?

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
O3 H3A O1 0.85 1.87 2.712(3) 172.9 . yes
O5 H5A O1 0.85 1.94 2.781(4) 170.7 . yes
O3A H3AA O1 0.85 2.07 2.91(3) 169.3 . yes
O5A H5AA O1 0.85 1.75 2.58(4) 165.1 . 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
P1 C1 C2 C3 -176.71(11) . . . . ?
P1 C1 C2 C7 1.63(19) . . . . ?
P1 C1 C6 C5 175.83(11) . . . . ?
P1 C8 C9 C10 179.74(10) . . . . ?
P1 C8 C9 C14 1.69(19) . . . . ?
P1 C8 C13 C12 -178.00(11) . . . . ?
P1 C15 C16 C17 -175.40(10) . . . . ?
P1 C15 C16 C21 6.54(19) . . . . ?
P1 C15 C20 C19 175.90(11) . . . . ?
O1 P1 C1 C2 49.25(13) . . . . ?
O1 P1 C1 C6 -128.15(11) . . . . ?
O1 P1 C8 C9 36.09(13) . . . . ?
O1 P1 C8 C13 -147.11(11) . . . . ?
O1 P1 C15 C16 54.47(13) . . . . ?
O1 P1 C15 C20 -121.84(11) . . . . ?
C1 P1 C8 C9 159.05(11) . . . . ?
C1 P1 C8 C13 -24.15(13) . . . . ?
C1 P1 C15 C16 -68.00(12) . . . . ?
C1 P1 C15 C20 115.68(11) . . . . ?
C1 C2 C3 C4 0.7(2) . . . . ?
C2 C1 C6 C5 -1.6(2) . . . . ?
C2 C3 C4 C5 -1.1(2) . . . . ?
C3 C4 C5 C6 0.3(2) . . . . ?
C4 C5 C6 C1 1.1(2) . . . . ?
C6 C1 C2 C3 0.7(2) . . . . ?
C6 C1 C2 C7 179.03(13) . . . . ?
C7 C2 C3 C4 -177.75(15) . . . . ?
C8 P1 C1 C2 -75.32(12) . . . . ?
C8 P1 C1 C6 107.28(12) . . . . ?
C8 P1 C15 C16 178.70(11) . . . . ?
C8 P1 C15 C20 2.39(13) . . . . ?
C8 C9 C10 C11 -2.3(2) . . . . ?
C9 C8 C13 C12 -1.1(2) . . . . ?
C9 C10 C11 C12 -0.3(2) . . . . ?
C10 C11 C12 C13 2.3(2) . . . . ?
C11 C12 C13 C8 -1.5(2) . . . . ?
C13 C8 C9 C10 3.0(2) . . . . ?
C13 C8 C9 C14 -175.05(13) . . . . ?
C14 C9 C10 C11 175.83(14) . . . . ?
C15 P1 C1 C2 171.59(11) . . . . ?
C15 P1 C1 C6 -5.81(13) . . . . ?
C15 P1 C8 C9 -86.37(12) . . . . ?
C15 P1 C8 C13 90.43(12) . . . . ?
C15 C16 C17 C18 -0.7(2) . . . . ?
C16 C15 C20 C19 -0.5(2) . . . . ?
C16 C17 C18 C19 0.0(2) . . . . ?
C17 C18 C19 C20 0.5(2) . . . . ?
C18 C19 C20 C15 -0.2(2) . . . . ?
C20 C15 C16 C17 0.9(2) . . . . ?
C20 C15 C16 C21 -177.17(13) . . . . ?
C21 C16 C17 C18 177.51(14) . . . . ?
O2 C22 C23 C24 177.23(14) . . . . ?
O2 C22 C23 C28 57.18(17) . . . . ?
O2 C22 C27 C26 177.05(14) . . . . ?
O2 C22 C27 C30 -63.74(17) . . . . ?
O3 O2 C22 O4 -57.25(18) . . . . ?
O3 O2 C22 C23 58.91(18) . . . . ?
O3 O2 C22 C27 178.24(15) . . . . ?
O4 C22 C23 C24 -62.17(17) . . . . ?
O4 C22 C23 C28 177.78(13) . . . . ?
O4 C22 C27 C26 55.11(18) . . . . ?
O4 C22 C27 C30 174.32(15) . . . . ?
O5 O4 C22 O2 -62.21(19) . . . . ?
O5 O4 C22 C23 175.10(17) . . . . ?
O5 O4 C22 C27 56.1(2) . . . . ?
C22 C23 C24 C25 -59.4(2) . . . . ?
C22 C23 C28 C31 61.1(2) . . . . ?
C22 C27 C30 C31 -59.8(2) . . . . ?
C23 C22 C27 C26 -60.42(17) . . . . ?
C23 C22 C27 C30 58.79(18) . . . . ?
C23 C24 C25 C26 58.9(2) . . . . ?
C23 C24 C25 C29 -61.0(2) . . . . ?
C23 C28 C31 C29 58.5(2) . . . . ?
C23 C28 C31 C30 -61.4(2) . . . . ?
C24 C23 C28 C31 -59.1(2) . . . . ?
C24 C25 C26 C27 -59.96(19) . . . . ?
C24 C25 C29 C31 60.0(2) . . . . ?
C25 C26 C27 C22 60.35(18) . . . . ?
C25 C26 C27 C30 -59.51(19) . . . . ?
C25 C29 C31 C28 -58.7(2) . . . . ?
C25 C29 C31 C30 60.8(2) . . . . ?
C26 C25 C29 C31 -60.4(2) . . . . ?
C26 C27 C30 C31 59.4(2) . . . . ?
C27 C22 C23 C24 60.66(18) . . . . ?
C27 C22 C23 C28 -59.39(17) . . . . ?
C27 C30 C31 C28 60.3(2) . . . . ?
C27 C30 C31 C29 -60.4(2) . . . . ?
C28 C23 C24 C25 60.5(2) . . . . ?
C29 C25 C26 C27 60.2(2) . . . . ?
O2A C22A C23A C24A 176.0(10) . . . . ?
O2A C22A C23A C28A -71.5(13) . . . . ?
O2A C22A C27A C26A -172.4(11) . . . . ?
O2A C22A C27A C30A 69.0(14) . . . . ?
O3A O2A C22A O4A 60.3(15) . . . . ?
O3A O2A C22A C23A -46.6(16) . . . . ?
O3A O2A C22A C27A -179.1(15) . . . . ?
O4A C22A C23A C24A 68.3(12) . . . . ?
O4A C22A C23A C28A -179.2(11) . . . . ?
O4A C22A C27A C26A -59.0(12) . . . . ?
O4A C22A C27A C30A -177.6(12) . . . . ?
O5A O4A C22A O2A 70.0(17) . . . . ?
O5A O4A C22A C23A -174.5(17) . . . . ?
O5A O4A C22A C27A -48.0(18) . . . . ?
C22A C23A C24A C25A 56.8(18) . . . . ?
C22A C23A C28A C31A -52.0(17) . . . . ?
C22A C27A C30A C31A 65.6(18) . . . . ?
C23A C22A C27A C26A 58.0(13) . . . . ?
C23A C22A C27A C30A -60.5(14) . . . . ?
C23A C24A C25A C26A -61(2) . . . . ?
C23A C24A C25A C29A 48(2) . . . . ?
C23A C28A C31A C29A -59(2) . . . . ?
C23A C28A C31A C30A 55(2) . . . . ?
C24A C23A C28A C31A 59.4(19) . . . . ?
C24A C25A C26A C27A 58(2) . . . . ?
C24A C25A C29A C31A -47(2) . . . . ?
C25A C26A C27A C22A -56.8(18) . . . . ?
C25A C26A C27A C30A 55(2) . . . . ?
C25A C29A C31A C28A 52(2) . . . . ?
C25A C29A C31A C30A -60(2) . . . . ?
C26A C25A C29A C31A 66(2) . . . . ?
C26A C27A C30A C31A -50(2) . . . . ?
C27A C22A C23A C24A -55.5(13) . . . . ?
C27A C22A C23A C28A 57.0(13) . . . . ?
C27A C30A C31A C28A -66(2) . . . . ?
C27A C30A C31A C29A 50(2) . . . . ?
C28A C23A C24A C25A -55(2) . . . . ?
C29A C25A C26A C27A -57(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_ffe407a
_database_code_depnum_ccdc_archive 'CCDC 1980802'
loop_
_audit_author_name
_audit_author_address
'Nattamai Bhuvanesh'
;Texas AM University
United States of America
;
_audit_update_record             
;
2020-01-29 deposited with the CCDC.	2021-09-30 downloaded from the CCDC.
;
_audit_creation_date             2019-11-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H21 O P, 1(C10 H16 O4)'
_chemical_formula_sum            'C31 H37 O5 P'
_chemical_formula_weight         520.57
_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 0.0033 0.0016 '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 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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           61
_space_group_name_H-M_alt        'P b c a'
_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'
'-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                   21.0842(16)
_cell_length_b                   11.7871(9)
_cell_length_c                   21.7655(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5409.2(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9951
_cell_measurement_temperature    110.0
_cell_measurement_theta_max      26.745
_cell_measurement_theta_min      2.189
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.141
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1432 before and 0.0560 after correction. The Ratio of minimum to maximum transmission is 0.9285. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.278
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2224
_exptl_crystal_size_max          0.481
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.067
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            57147
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.871
_diffrn_ambient_temperature      110.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker PHOTON II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3905
_reflns_number_total             4759
_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       
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_computing_data_collection       ?
_computing_data_reduction        
'SAINT V8.38 Bruker AXS Inc., Madison, WI, USA.'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     446
_refine_ls_number_reflns         4759
_refine_ls_number_restraints     807
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      0.989
_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)+(0.0417P)²+2.3609P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0945
_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. Restrained distances
 O5A-O4A \\sim O5-O4 \\sim O3-O2 \\sim O3A-O2A
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O2 \\sim O3 \\sim O4 \\sim O5 \\sim C22 \\sim C23 \\sim C24 \\sim C25 \\sim C26
\\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim O2A \\sim O3A \\sim O4A
\\sim O5A \\sim C22A \\sim C23A \\sim C24A \\sim C25A \\sim C26A \\sim C27A
\\sim C28A \\sim C29A \\sim C30A \\sim C31A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C22) = Uanis(C22A)
Uanis(O5) = Uanis(O5A)
Uanis(O3A) = Uanis(O3)
4. Rigid body (RIGU) restrains
 O2, O3, O4, O5, C22, C23, C24, C25, C26, C27, C28, C29, C30, C31, O2A, O3A,
 O4A, O5A, C22A, C23A, C24A, C25A, C26A, C27A, C28A, C29A, C30A, C31A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Same fragment restrains
{O2, O3, O4, O5, C22, C23, C24, C25, C26, C27, C28, C29, C30, C31} sigma for
1-2: 0.01, 1-3: 0.04
as
{O2A, O3A, O4A, O5A, C22A, C23A, C24A, C25A, C26A, C27A, C28A, C29A, C30A, C31A}
6. Others
 Sof(O2A)=Sof(O3A)=Sof(H3Aa)=Sof(O4A)=Sof(O5A)=Sof(H5Aa)=Sof(C22A)=Sof(C23A)=
 Sof(H23A)=Sof(C24A)=Sof(H24c)=Sof(H24d)=Sof(C25A)=Sof(H25A)=Sof(C26A)=
 Sof(H26c)=Sof(H26d)=Sof(C27A)=Sof(H27A)=Sof(C28A)=Sof(H28c)=Sof(H28d)=
 Sof(C29A)=Sof(H29c)=Sof(H29d)=Sof(C30A)=Sof(H30c)=Sof(H30d)=Sof(C31A)=
 Sof(H31A)=1-FVAR(1)
 Sof(O2)=Sof(O3)=Sof(H3a)=Sof(O4)=Sof(O5)=Sof(H5a)=Sof(C22)=Sof(C23)=Sof(H23)=
 Sof(C24)=Sof(H24a)=Sof(H24b)=Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26a)=Sof(H26b)=
 Sof(C27)=Sof(H27)=Sof(C28)=Sof(H28a)=Sof(H28b)=Sof(C29)=Sof(H29a)=Sof(H29b)=
 Sof(C30)=Sof(H30a)=Sof(H30b)=Sof(C31)=Sof(H31)=FVAR(1)
7.a Riding coordinates:
 O3(H3a), O5(H5a), O3A(H3Aa), O5A(H5Aa)
7.b Ternary CH refined with riding coordinates:
 C23(H23), C25(H25), C27(H27), C31(H31), C23A(H23A), C25A(H25A), C27A(H27A),
 C31A(H31A)
7.c Secondary CH2 refined with riding coordinates:
 C24(H24a,H24b), C26(H26a,H26b), C28(H28a,H28b), C29(H29a,H29b), C30(H30a,
 H30b), C24A(H24c,H24d), C26A(H26c,H26d), C28A(H28c,H28d), C29A(H29c,H29d),
 C30A(H30c,H30d)
7.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13),
 C16(H16), C17(H17), C19(H19), C20(H20)
7.e Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C14(H14a,H14b,H14c), C21(H21a,H21b,H21c)
;
_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
P1 P 0.55838(2) 0.32595(3) 0.27350(2) 0.02595(12) Uani 1 1 d . . . . .
O1 O 0.58086(5) 0.24586(10) 0.32246(5) 0.0348(3) Uani 1 1 d . . . . .
C1 C 0.55854(7) 0.26746(13) 0.19718(8) 0.0277(4) Uani 1 1 d . . . . .
C2 C 0.50725(8) 0.20401(14) 0.17509(8) 0.0315(4) Uani 1 1 d . . . . .
H2 H 0.471117 0.192467 0.200412 0.038 Uiso 1 1 calc R . . . .
C3 C 0.50883(9) 0.15803(15) 0.11666(8) 0.0363(4) Uani 1 1 d . . . . .
H3 H 0.473748 0.114718 0.102509 0.044 Uiso 1 1 calc R . . . .
C4 C 0.56076(9) 0.17391(14) 0.07816(9) 0.0376(4) Uani 1 1 d . . . . .
C5 C 0.61215(9) 0.23386(15) 0.10094(9) 0.0405(5) Uani 1 1 d . . . . .
H5 H 0.648712 0.243271 0.075943 0.049 Uiso 1 1 calc R . . . .
C6 C 0.61138(8) 0.28030(14) 0.15927(9) 0.0346(4) Uani 1 1 d . . . . .
H6 H 0.647195 0.321344 0.173670 0.042 Uiso 1 1 calc R . . . .
C7 C 0.56171(12) 0.12851(19) 0.01308(10) 0.0558(6) Uani 1 1 d . . . . .
H7A H 0.589313 0.061713 0.011078 0.084 Uiso 1 1 calc GR . . . .
H7B H 0.577839 0.187165 -0.014746 0.084 Uiso 1 1 calc GR . . . .
H7C H 0.518604 0.107266 0.000790 0.084 Uiso 1 1 calc GR . . . .
C8 C 0.60751(7) 0.45070(13) 0.26951(7) 0.0258(3) Uani 1 1 d . . . . .
C9 C 0.60078(7) 0.53076(14) 0.22242(7) 0.0274(4) Uani 1 1 d . . . . .
H9 H 0.569140 0.520353 0.191860 0.033 Uiso 1 1 calc R . . . .
C10 C 0.63993(7) 0.62502(14) 0.22010(8) 0.0281(4) Uani 1 1 d . . . . .
H10 H 0.634699 0.678820 0.188000 0.034 Uiso 1 1 calc R . . . .
C11 C 0.68690(7) 0.64202(13) 0.26419(8) 0.0276(4) Uani 1 1 d . . . . .
C12 C 0.69248(8) 0.56397(14) 0.31157(8) 0.0321(4) Uani 1 1 d . . . . .
H12 H 0.723552 0.575450 0.342555 0.039 Uiso 1 1 calc R . . . .
C13 C 0.65320(8) 0.46887(14) 0.31445(8) 0.0308(4) Uani 1 1 d . . . . .
H13 H 0.657704 0.416339 0.347262 0.037 Uiso 1 1 calc R . . . .
C14 C 0.73175(8) 0.74130(15) 0.25941(8) 0.0370(4) Uani 1 1 d . . . . .
H14A H 0.735813 0.764077 0.216289 0.055 Uiso 1 1 calc GR . . . .
H14B H 0.773451 0.719360 0.275368 0.055 Uiso 1 1 calc GR . . . .
H14C H 0.715143 0.804981 0.283479 0.055 Uiso 1 1 calc GR . . . .
C15 C 0.47942(7) 0.37386(13) 0.29034(7) 0.0239(3) Uani 1 1 d . . . . .
C16 C 0.44226(7) 0.43014(13) 0.24706(8) 0.0266(4) Uani 1 1 d . . . . .
H16 H 0.457891 0.440893 0.206543 0.032 Uiso 1 1 calc R . . . .
C17 C 0.38288(8) 0.47044(14) 0.26261(8) 0.0290(4) Uani 1 1 d . . . . .
H17 H 0.358125 0.508867 0.232662 0.035 Uiso 1 1 calc R . . . .
C18 C 0.35882(8) 0.45542(14) 0.32170(8) 0.0295(4) Uani 1 1 d . . . . .
C19 C 0.39662(8) 0.40117(14) 0.36496(8) 0.0309(4) Uani 1 1 d . . . . .
H19 H 0.381274 0.391716 0.405678 0.037 Uiso 1 1 calc R . . . .
C20 C 0.45620(8) 0.36066(13) 0.34984(7) 0.0284(4) Uani 1 1 d . . . . .
H20 H 0.481324 0.323789 0.380073 0.034 Uiso 1 1 calc R . . . .
C21 C 0.29302(9) 0.49616(16) 0.33782(9) 0.0420(5) Uani 1 1 d . . . . .
H21A H 0.295198 0.574597 0.352604 0.063 Uiso 1 1 calc GR . . . .
H21B H 0.275193 0.447655 0.370056 0.063 Uiso 1 1 calc GR . . . .
H21C H 0.265943 0.492680 0.301272 0.063 Uiso 1 1 calc GR . . . .
O2 O 0.57124(9) 0.08344(16) 0.44220(8) 0.0275(5) Uani 0.5725(14) 1 d D U P A 1
O3 O 0.5312(3) 0.0668(7) 0.3874(3) 0.0342(11) Uani 0.5725(14) 1 d D U P A 1
H3A H 0.541613 0.119273 0.362608 0.051 Uiso 0.5725(14) 1 d R . P A 1
O4 O 0.66156(9) 0.06074(16) 0.38170(8) 0.0274(5) Uani 0.5725(14) 1 d D U P A 1
O5 O 0.6805(10) 0.1791(8) 0.3910(5) 0.0332(11) Uani 0.5725(14) 1 d D U P A 1
H5A H 0.648956 0.210517 0.373687 0.050 Uiso 0.5725(14) 1 d R . P A 1
C22 C 0.6288(2) 0.0220(9) 0.4348(6) 0.0238(5) Uani 0.5725(14) 1 d D U P A 1
C23 C 0.61980(13) -0.1059(2) 0.42429(13) 0.0282(6) Uani 0.5725(14) 1 d D U P A
1
H23 H 0.595385 -0.118881 0.385529 0.034 Uiso 0.5725(14) 1 calc R . P A 1
C24 C 0.5834(2) -0.1562(4) 0.47907(18) 0.0309(10) Uani 0.5725(14) 1 d D U P A 1
H24A H 0.576607 -0.238467 0.472549 0.037 Uiso 0.5725(14) 1 calc R . P A 1
H24B H 0.541345 -0.119312 0.482615 0.037 Uiso 0.5725(14) 1 calc R . P A 1
C25 C 0.62163(15) -0.1372(2) 0.53866(14) 0.0314(7) Uani 0.5725(14) 1 d D U P A
1
H25 H 0.598208 -0.170739 0.574228 0.038 Uiso 0.5725(14) 1 calc R . P A 1
C26 C 0.63001(17) -0.0105(3) 0.54875(14) 0.0302(7) Uani 0.5725(14) 1 d D U P A
1
H26A H 0.654058 0.002638 0.587159 0.036 Uiso 0.5725(14) 1 calc R . P A 1
H26B H 0.587926 0.025892 0.553055 0.036 Uiso 0.5725(14) 1 calc R . P A 1
C27 C 0.66574(13) 0.0426(2) 0.49435(12) 0.0268(6) Uani 0.5725(14) 1 d D U P A 1
H27 H 0.671136 0.125968 0.501237 0.032 Uiso 0.5725(14) 1 calc R . P A 1
C28 C 0.68537(18) -0.1621(3) 0.41933(17) 0.0344(8) Uani 0.5725(14) 1 d D U P A
1
H28A H 0.680261 -0.244558 0.412162 0.041 Uiso 0.5725(14) 1 calc R . P A 1
H28B H 0.708767 -0.129639 0.384030 0.041 Uiso 0.5725(14) 1 calc R . P A 1
C29 C 0.6871(4) -0.1931(5) 0.5332(3) 0.0365(14) Uani 0.5725(14) 1 d D U P A 1
H29A H 0.711495 -0.180415 0.571420 0.044 Uiso 0.5725(14) 1 calc R . P A 1
H29B H 0.682055 -0.275900 0.527354 0.044 Uiso 0.5725(14) 1 calc R . P A 1
C30 C 0.73115(14) -0.0145(3) 0.48799(15) 0.0330(7) Uani 0.5725(14) 1 d D U P A
1
H30A H 0.754115 0.018504 0.452563 0.040 Uiso 0.5725(14) 1 calc R . P A 1
H30B H 0.756534 -0.000321 0.525485 0.040 Uiso 0.5725(14) 1 calc R . P A 1
C31 C 0.72310(14) -0.1426(3) 0.47854(15) 0.0344(7) Uani 0.5725(14) 1 d D U P A
1
H31 H 0.765704 -0.179349 0.475010 0.041 Uiso 0.5725(14) 1 calc R . P A 1
O2A O 0.58433(11) 0.0068(2) 0.39022(11) 0.0274(6) Uani 0.4275(14) 1 d D U P A 2
O3A O 0.5315(4) 0.0816(10) 0.4056(4) 0.0342(11) Uani 0.4275(14) 1 d D U P A 2
H3AA H 0.538570 0.149994 0.395357 0.051 Uiso 0.4275(14) 1 d R . P A 2
O4A O 0.65493(12) 0.1295(2) 0.43939(11) 0.0266(6) Uani 0.4275(14) 1 d D U P A 2
O5A O 0.6822(13) 0.1651(11) 0.3807(7) 0.0332(11) Uani 0.4275(14) 1 d D U P A 2
H5AA H 0.653950 0.182358 0.354412 0.050 Uiso 0.4275(14) 1 d R . P A 2
C22A C 0.6330(3) 0.0156(11) 0.4350(8) 0.0238(5) Uani 0.4275(14) 1 d D U P A 2
C23A C 0.61255(18) -0.0137(3) 0.50088(17) 0.0283(8) Uani 0.4275(14) 1 d D U P A
2
H23A H 0.579748 0.041288 0.515503 0.034 Uiso 0.4275(14) 1 calc R . P A 2
C24A C 0.6712(2) -0.0094(4) 0.54288(18) 0.0334(9) Uani 0.4275(14) 1 d D U P A 2
H24C H 0.658787 -0.028331 0.585537 0.040 Uiso 0.4275(14) 1 calc R . P A 2
H24D H 0.689229 0.068141 0.542750 0.040 Uiso 0.4275(14) 1 calc R . P A 2
C25A C 0.72141(19) -0.0947(3) 0.52000(19) 0.0334(9) Uani 0.4275(14) 1 d D U P A
2
H25A H 0.759356 -0.091342 0.547496 0.040 Uiso 0.4275(14) 1 calc R . P A 2
C26A C 0.74101(18) -0.0632(4) 0.45492(18) 0.0295(9) Uani 0.4275(14) 1 d D U P A
2
H26C H 0.774125 -0.116203 0.440241 0.035 Uiso 0.4275(14) 1 calc R . P A 2
H26D H 0.758892 0.014491 0.454508 0.035 Uiso 0.4275(14) 1 calc R . P A 2
C27A C 0.68346(17) -0.0688(3) 0.41247(17) 0.0263(8) Uani 0.4275(14) 1 d D U P A
2
H27A H 0.696425 -0.049296 0.369559 0.032 Uiso 0.4275(14) 1 calc R . P A 2
C28A C 0.5857(3) -0.1350(5) 0.5016(3) 0.0324(13) Uani 0.4275(14) 1 d D U P A 2
H28C H 0.572287 -0.154716 0.543811 0.039 Uiso 0.4275(14) 1 calc R . P A 2
H28D H 0.548022 -0.138886 0.474574 0.039 Uiso 0.4275(14) 1 calc R . P A 2
C29A C 0.6941(5) -0.2141(6) 0.5211(4) 0.0359(16) Uani 0.4275(14) 1 d D U P A 2
H29C H 0.682263 -0.234733 0.563680 0.043 Uiso 0.4275(14) 1 calc R . P A 2
H29D H 0.726463 -0.268844 0.506630 0.043 Uiso 0.4275(14) 1 calc R . P A 2
C30A C 0.6559(2) -0.1898(4) 0.4141(2) 0.0295(10) Uani 0.4275(14) 1 d D U P A 2
H30C H 0.618904 -0.194562 0.386189 0.035 Uiso 0.4275(14) 1 calc R . P A 2
H30D H 0.688238 -0.244533 0.399703 0.035 Uiso 0.4275(14) 1 calc R . P A 2
C31A C 0.63542(19) -0.2203(3) 0.47951(17) 0.0353(9) Uani 0.4275(14) 1 d D U P A
2
H31A H 0.617323 -0.298695 0.480316 0.042 Uiso 0.4275(14) 1 calc R . P A 2


_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 1.5005(12) . ?
P1 C1 1.7986(18) . ?
P1 C8 1.8007(16) . ?
P1 C15 1.7958(16) . ?
C1 C2 1.400(2) . ?
C1 C6 1.395(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.391(3) . ?
C4 C5 1.385(3) . ?
C4 C7 1.514(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.400(2) . ?
C8 C13 1.389(2) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.393(2) . ?
C11 C12 1.387(2) . ?
C11 C14 1.508(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.395(2) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.393(2) . ?
C15 C20 1.393(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.381(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.394(2) . ?
C18 C19 1.390(2) . ?
C18 C21 1.509(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.384(2) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O2 O3 1.474(5) . ?
O2 C22 1.422(9) . ?
O3 H3A 0.8498 . ?
O4 O5 1.465(8) . ?
O4 C22 1.422(10) . ?
O5 H5A 0.8499 . ?
C22 C23 1.537(12) . ?
C22 C27 1.533(13) . ?
C23 H23 1.0000 . ?
C23 C24 1.537(5) . ?
C23 C28 1.537(4) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.544(4) . ?
C25 H25 1.0000 . ?
C25 C26 1.519(4) . ?
C25 C29 1.534(7) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.537(4) . ?
C27 H27 1.0000 . ?
C27 C30 1.541(4) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C31 1.532(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C31 1.531(7) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C30 C31 1.534(4) . ?
C31 H31 1.0000 . ?
O2A O3A 1.459(7) . ?
O2A C22A 1.420(12) . ?
O3A H3AA 0.8499 . ?
O4A O5A 1.462(8) . ?
O4A C22A 1.423(13) . ?
O5A H5AA 0.8503 . ?
C22A C23A 1.537(15) . ?
C22A C27A 1.537(16) . ?
C23A H23A 1.0000 . ?
C23A C24A 1.539(5) . ?
C23A C28A 1.537(6) . ?
C24A H24C 0.9900 . ?
C24A H24D 0.9900 . ?
C24A C25A 1.543(5) . ?
C25A H25A 1.0000 . ?
C25A C26A 1.522(5) . ?
C25A C29A 1.521(9) . ?
C26A H26C 0.9900 . ?
C26A H26D 0.9900 . ?
C26A C27A 1.527(5) . ?
C27A H27A 1.0000 . ?
C27A C30A 1.540(5) . ?
C28A H28C 0.9900 . ?
C28A H28D 0.9900 . ?
C28A C31A 1.529(7) . ?
C29A H29C 0.9900 . ?
C29A H29D 0.9900 . ?
C29A C31A 1.535(9) . ?
C30A H30C 0.9900 . ?
C30A H30D 0.9900 . ?
C30A C31A 1.530(5) . ?
C31A H31A 1.0000 . ?

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 114.47(7) . . ?
O1 P1 C8 111.49(7) . . ?
O1 P1 C15 110.23(7) . . ?
C1 P1 C8 105.51(7) . . ?
C15 P1 C1 108.11(7) . . ?
C15 P1 C8 106.64(7) . . ?
C2 C1 P1 121.36(13) . . ?
C6 C1 P1 120.42(13) . . ?
C6 C1 C2 118.16(16) . . ?
C1 C2 H2 119.8 . . ?
C3 C2 C1 120.43(16) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.33(17) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C7 121.74(18) . . ?
C5 C4 C3 117.95(17) . . ?
C5 C4 C7 120.31(18) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 C4 121.42(17) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 H6 119.7 . . ?
C5 C6 C1 120.64(16) . . ?
C5 C6 H6 119.7 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 P1 121.82(12) . . ?
C13 C8 P1 119.39(12) . . ?
C13 C8 C9 118.79(15) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.45(15) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 119.5 . . ?
C9 C10 C11 120.92(15) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 C14 120.65(15) . . ?
C12 C11 C10 118.49(15) . . ?
C12 C11 C14 120.85(15) . . ?
C11 C12 H12 119.5 . . ?
C11 C12 C13 121.07(15) . . ?
C13 C12 H12 119.5 . . ?
C8 C13 C12 120.25(15) . . ?
C8 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 P1 122.22(12) . . ?
C20 C15 P1 118.70(12) . . ?
C20 C15 C16 118.95(15) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.52(15) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.82(15) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C21 120.57(16) . . ?
C19 C18 C17 118.36(15) . . ?
C19 C18 C21 121.07(16) . . ?
C18 C19 H19 119.4 . . ?
C20 C19 C18 121.22(15) . . ?
C20 C19 H19 119.4 . . ?
C15 C20 H20 119.9 . . ?
C19 C20 C15 120.11(15) . . ?
C19 C20 H20 119.9 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C22 O2 O3 109.2(6) . . ?
O2 O3 H3A 105.6 . . ?
C22 O4 O5 109.1(7) . . ?
O4 O5 H5A 98.1 . . ?
O2 C22 C23 114.3(4) . . ?
O2 C22 C27 104.9(10) . . ?
O4 C22 O2 110.1(3) . . ?
O4 C22 C23 104.7(10) . . ?
O4 C22 C27 112.9(4) . . ?
C27 C22 C23 110.1(3) . . ?
C22 C23 H23 109.8 . . ?
C22 C23 C24 108.9(5) . . ?
C22 C23 C28 108.8(3) . . ?
C24 C23 H23 109.8 . . ?
C28 C23 H23 109.8 . . ?
C28 C23 C24 109.8(3) . . ?
C23 C24 H24A 109.8 . . ?
C23 C24 H24B 109.8 . . ?
C23 C24 C25 109.5(3) . . ?
H24A C24 H24B 108.2 . . ?
C25 C24 H24A 109.8 . . ?
C25 C24 H24B 109.8 . . ?
C24 C25 H25 109.5 . . ?
C26 C25 C24 109.0(3) . . ?
C26 C25 H25 109.5 . . ?
C26 C25 C29 109.2(4) . . ?
C29 C25 C24 110.0(3) . . ?
C29 C25 H25 109.5 . . ?
C25 C26 H26A 109.6 . . ?
C25 C26 H26B 109.6 . . ?
C25 C26 C27 110.3(2) . . ?
H26A C26 H26B 108.1 . . ?
C27 C26 H26A 109.6 . . ?
C27 C26 H26B 109.6 . . ?
C22 C27 C26 109.7(3) . . ?
C22 C27 H27 109.9 . . ?
C22 C27 C30 108.1(5) . . ?
C26 C27 H27 109.9 . . ?
C26 C27 C30 109.3(2) . . ?
C30 C27 H27 109.9 . . ?
C23 C28 H28A 109.6 . . ?
C23 C28 H28B 109.6 . . ?
H28A C28 H28B 108.2 . . ?
C31 C28 C23 110.1(3) . . ?
C31 C28 H28A 109.6 . . ?
C31 C28 H28B 109.6 . . ?
C25 C29 H29A 109.7 . . ?
C25 C29 H29B 109.7 . . ?
H29A C29 H29B 108.2 . . ?
C31 C29 C25 109.9(3) . . ?
C31 C29 H29A 109.7 . . ?
C31 C29 H29B 109.7 . . ?
C27 C30 H30A 109.6 . . ?
C27 C30 H30B 109.6 . . ?
H30A C30 H30B 108.2 . . ?
C31 C30 C27 110.1(2) . . ?
C31 C30 H30A 109.6 . . ?
C31 C30 H30B 109.6 . . ?
C28 C31 C30 108.5(3) . . ?
C28 C31 H31 109.7 . . ?
C29 C31 C28 109.7(4) . . ?
C29 C31 C30 109.5(3) . . ?
C29 C31 H31 109.7 . . ?
C30 C31 H31 109.7 . . ?
C22A O2A O3A 110.6(8) . . ?
O2A O3A H3AA 112.2 . . ?
C22A O4A O5A 109.9(9) . . ?
O4A O5A H5AA 112.4 . . ?
O2A C22A O4A 110.5(4) . . ?
O2A C22A C23A 114.9(5) . . ?
O2A C22A C27A 103.5(13) . . ?
O4A C22A C23A 103.9(13) . . ?
O4A C22A C27A 114.1(5) . . ?
C27A C22A C23A 110.3(4) . . ?
C22A C23A H23A 110.2 . . ?
C22A C23A C24A 108.7(4) . . ?
C24A C23A H23A 110.2 . . ?
C28A C23A C22A 108.8(7) . . ?
C28A C23A H23A 110.2 . . ?
C28A C23A C24A 108.7(4) . . ?
C23A C24A H24C 109.7 . . ?
C23A C24A H24D 109.7 . . ?
C23A C24A C25A 109.8(3) . . ?
H24C C24A H24D 108.2 . . ?
C25A C24A H24C 109.7 . . ?
C25A C24A H24D 109.7 . . ?
C24A C25A H25A 109.3 . . ?
C26A C25A C24A 109.1(3) . . ?
C26A C25A H25A 109.3 . . ?
C29A C25A C24A 109.8(5) . . ?
C29A C25A H25A 109.3 . . ?
C29A C25A C26A 110.1(5) . . ?
C25A C26A H26C 109.7 . . ?
C25A C26A H26D 109.7 . . ?
C25A C26A C27A 109.7(3) . . ?
H26C C26A H26D 108.2 . . ?
C27A C26A H26C 109.7 . . ?
C27A C26A H26D 109.7 . . ?
C22A C27A H27A 109.8 . . ?
C22A C27A C30A 109.3(4) . . ?
C26A C27A C22A 109.2(6) . . ?
C26A C27A H27A 109.8 . . ?
C26A C27A C30A 109.1(3) . . ?
C30A C27A H27A 109.8 . . ?
C23A C28A H28C 109.5 . . ?
C23A C28A H28D 109.5 . . ?
H28C C28A H28D 108.0 . . ?
C31A C28A C23A 110.9(4) . . ?
C31A C28A H28C 109.5 . . ?
C31A C28A H28D 109.5 . . ?
C25A C29A H29C 109.7 . . ?
C25A C29A H29D 109.7 . . ?
C25A C29A C31A 109.8(5) . . ?
H29C C29A H29D 108.2 . . ?
C31A C29A H29C 109.7 . . ?
C31A C29A H29D 109.7 . . ?
C27A C30A H30C 109.6 . . ?
C27A C30A H30D 109.6 . . ?
H30C C30A H30D 108.1 . . ?
C31A C30A C27A 110.2(3) . . ?
C31A C30A H30C 109.6 . . ?
C31A C30A H30D 109.6 . . ?
C28A C31A C29A 109.6(5) . . ?
C28A C31A C30A 109.3(4) . . ?
C28A C31A H31A 109.9 . . ?
C29A C31A H31A 109.9 . . ?
C30A C31A C29A 108.1(5) . . ?
C30A C31A H31A 109.9 . . ?

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
O3 H3A O1 0.85 1.92 2.748(10) 165.4 . yes
O5 H5A O1 0.85 1.86 2.69(2) 164.8 . yes
O3A H3AA O1 0.85 2.14 2.847(13) 140.1 . yes
O5A H5AA O1 0.85 1.85 2.66(3) 159.0 . 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
P1 C1 C2 C3 -178.81(13) . . . . ?
P1 C1 C6 C5 178.91(13) . . . . ?
P1 C8 C9 C10 -179.03(12) . . . . ?
P1 C8 C13 C12 178.86(13) . . . . ?
P1 C15 C16 C17 -176.93(12) . . . . ?
P1 C15 C20 C19 177.17(12) . . . . ?
O1 P1 C1 C2 85.30(14) . . . . ?
O1 P1 C1 C6 -91.92(14) . . . . ?
O1 P1 C8 C9 171.82(12) . . . . ?
O1 P1 C8 C13 -8.56(16) . . . . ?
O1 P1 C15 C16 -166.84(12) . . . . ?
O1 P1 C15 C20 17.36(15) . . . . ?
C1 P1 C8 C9 46.99(15) . . . . ?
C1 P1 C8 C13 -133.39(13) . . . . ?
C1 P1 C15 C16 -41.05(15) . . . . ?
C1 P1 C15 C20 143.16(12) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C2 C1 C6 C5 1.6(2) . . . . ?
C2 C3 C4 C5 2.4(3) . . . . ?
C2 C3 C4 C7 -177.15(17) . . . . ?
C3 C4 C5 C6 -2.3(3) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C6 C1 C2 C3 -1.5(2) . . . . ?
C7 C4 C5 C6 177.23(18) . . . . ?
C8 P1 C1 C2 -151.75(13) . . . . ?
C8 P1 C1 C6 31.03(15) . . . . ?
C8 P1 C15 C16 71.99(14) . . . . ?
C8 P1 C15 C20 -103.81(13) . . . . ?
C8 C9 C10 C11 0.3(2) . . . . ?
C9 C8 C13 C12 -1.5(2) . . . . ?
C9 C10 C11 C12 -1.8(2) . . . . ?
C9 C10 C11 C14 176.55(15) . . . . ?
C10 C11 C12 C13 1.6(2) . . . . ?
C11 C12 C13 C8 0.0(3) . . . . ?
C13 C8 C9 C10 1.4(2) . . . . ?
C14 C11 C12 C13 -176.70(16) . . . . ?
C15 P1 C1 C2 -37.97(15) . . . . ?
C15 P1 C1 C6 144.81(13) . . . . ?
C15 P1 C8 C9 -67.81(15) . . . . ?
C15 P1 C8 C13 111.81(14) . . . . ?
C15 C16 C17 C18 -0.2(2) . . . . ?
C16 C15 C20 C19 1.2(2) . . . . ?
C16 C17 C18 C19 1.4(2) . . . . ?
C16 C17 C18 C21 -177.93(15) . . . . ?
C17 C18 C19 C20 -1.3(2) . . . . ?
C18 C19 C20 C15 0.0(2) . . . . ?
C20 C15 C16 C17 -1.1(2) . . . . ?
C21 C18 C19 C20 178.02(16) . . . . ?
O2 C22 C23 C24 -58.4(9) . . . . ?
O2 C22 C23 C28 -178.0(6) . . . . ?
O2 C22 C27 C26 65.0(4) . . . . ?
O2 C22 C27 C30 -176.0(3) . . . . ?
O3 O2 C22 O4 59.6(9) . . . . ?
O3 O2 C22 C23 -58.0(9) . . . . ?
O3 O2 C22 C27 -178.7(5) . . . . ?
O4 C22 C23 C24 -179.0(3) . . . . ?
O4 C22 C23 C28 61.4(4) . . . . ?
O4 C22 C27 C26 -175.1(5) . . . . ?
O4 C22 C27 C30 -56.1(7) . . . . ?
O5 O4 C22 O2 64.6(12) . . . . ?
O5 O4 C22 C23 -172.0(10) . . . . ?
O5 O4 C22 C27 -52.2(12) . . . . ?
C22 C23 C24 C25 -60.4(4) . . . . ?
C22 C23 C28 C31 59.8(6) . . . . ?
C22 C27 C30 C31 -61.0(3) . . . . ?
C23 C22 C27 C26 -58.5(7) . . . . ?
C23 C22 C27 C30 60.6(6) . . . . ?
C23 C24 C25 C26 60.9(4) . . . . ?
C23 C24 C25 C29 -58.8(5) . . . . ?
C23 C28 C31 C29 59.5(4) . . . . ?
C23 C28 C31 C30 -60.1(4) . . . . ?
C24 C23 C28 C31 -59.3(4) . . . . ?
C24 C25 C26 C27 -60.0(4) . . . . ?
C24 C25 C29 C31 59.2(5) . . . . ?
C25 C26 C27 C22 59.0(6) . . . . ?
C25 C26 C27 C30 -59.3(3) . . . . ?
C25 C29 C31 C28 -59.3(5) . . . . ?
C25 C29 C31 C30 59.7(5) . . . . ?
C26 C25 C29 C31 -60.4(5) . . . . ?
C26 C27 C30 C31 58.3(3) . . . . ?
C27 C22 C23 C24 59.4(6) . . . . ?
C27 C22 C23 C28 -60.3(7) . . . . ?
C27 C30 C31 C28 60.9(3) . . . . ?
C27 C30 C31 C29 -58.8(4) . . . . ?
C28 C23 C24 C25 58.7(4) . . . . ?
C29 C25 C26 C27 60.2(4) . . . . ?
O2A C22A C23A C24A 175.6(8) . . . . ?
O2A C22A C23A C28A 57.4(11) . . . . ?
O2A C22A C27A C26A 176.8(3) . . . . ?
O2A C22A C27A C30A -64.0(5) . . . . ?
O3A O2A C22A O4A -58.4(12) . . . . ?
O3A O2A C22A C23A 58.8(11) . . . . ?
O3A O2A C22A C27A 179.1(6) . . . . ?
O4A C22A C23A C24A -63.6(6) . . . . ?
O4A C22A C23A C28A 178.2(4) . . . . ?
O4A C22A C27A C26A 56.7(10) . . . . ?
O4A C22A C27A C30A 175.9(7) . . . . ?
O5A O4A C22A O2A -62.0(17) . . . . ?
O5A O4A C22A C23A 174.2(13) . . . . ?
O5A O4A C22A C27A 54.1(16) . . . . ?
C22A C23A C24A C25A -59.2(7) . . . . ?
C22A C23A C28A C31A 59.3(6) . . . . ?
C22A C27A C30A C31A -59.2(7) . . . . ?
C23A C22A C27A C26A -59.8(7) . . . . ?
C23A C22A C27A C30A 59.4(9) . . . . ?
C23A C24A C25A C26A 60.5(4) . . . . ?
C23A C24A C25A C29A -60.2(5) . . . . ?
C23A C28A C31A C29A 58.9(6) . . . . ?
C23A C28A C31A C30A -59.4(5) . . . . ?
C24A C23A C28A C31A -59.0(5) . . . . ?
C24A C25A C26A C27A -61.0(4) . . . . ?
C24A C25A C29A C31A 59.7(7) . . . . ?
C25A C26A C27A C22A 60.5(5) . . . . ?
C25A C26A C27A C30A -58.9(4) . . . . ?
C25A C29A C31A C28A -58.8(7) . . . . ?
C25A C29A C31A C30A 60.2(6) . . . . ?
C26A C25A C29A C31A -60.5(7) . . . . ?
C26A C27A C30A C31A 60.1(4) . . . . ?
C27A C22A C23A C24A 59.1(9) . . . . ?
C27A C22A C23A C28A -59.1(8) . . . . ?
C27A C30A C31A C28A 58.9(5) . . . . ?
C27A C30A C31A C29A -60.3(5) . . . . ?
C28A C23A C24A C25A 59.0(5) . . . . ?
C29A C25A C26A C27A 59.6(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
