# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_exp_923
_database_code_depnum_ccdc_archive 'CCDC 1985770'
loop_
_audit_author_name
_audit_author_address
'Junliang Zhang'
;East China Normal University
China
;
_audit_update_record             
;
2020-02-23 deposited with the CCDC.	2020-09-02 downloaded from the CCDC.
;
_audit_creation_date             2019-06-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C22 H31 O P), 0.5(H2 O)'
_chemical_formula_sum            'C44 H63 O2.50 P2'
_chemical_formula_weight         693.88
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   11.20990(10)
_cell_length_b                   17.2004(2)
_cell_length_c                   21.3573(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.8380(10)
_cell_angle_gamma                90
_cell_volume                     4069.11(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    37495
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.2510
_cell_measurement_theta_min      4.7420
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.230
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.133
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1508
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0428
_diffrn_reflns_av_unetI/netI     0.0240
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            46113
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         4.190
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     42.00  75.00   1.00    1.00    --    0.00  19.00   0.00   33
  2  ω     25.00  70.00   1.00    1.00    --    0.00  57.00-180.00   45
  3  ω    -12.00  75.00   1.00    1.00    --    0.00  38.00   0.00   87
  4  ω    -23.00  24.00   1.00    1.00    --    0.00  57.00 -90.00   47
  5  ω    -23.00  30.00   1.00    1.00    --    0.00  19.00 120.00   53
  6  ω    -16.00  35.00   1.00    1.00    --    0.00  38.00 150.00   51
  7  ω     42.00  82.00   1.00    1.00    --    0.00  19.00 120.00   40
  8  ω    -23.00   9.00   1.00    1.00    --    0.00  57.00-150.00   32
  9  ω    -22.00  10.00   1.00    1.00    --    0.00  57.00-180.00   32
 10  ω     39.00  88.00   1.00    1.00    --    0.00  57.00 -90.00   49
 11  ω    -22.00  12.00   1.00    1.00    --    0.00  19.00   0.00   34
 12  ω     53.00  85.00   1.00    1.00    --    0.00  38.00 150.00   32
 13  ω     26.00  88.00   1.00    1.00    --    0.00  57.00-150.00   62
 14  ω    -30.00  69.00   1.00    1.00    --    0.00  77.00  30.00   99
 15  ω     81.00 128.00   1.00    1.00    --   95.80 -82.00 120.00   47
 16  ω      7.00 120.00   1.00    1.00    --   95.80 -61.00 -60.00  113
 17  ω     74.00 102.00   1.00    1.00    --   95.80  50.00 -37.62   28
 18  ω     65.00 108.00   1.00    1.00    --   95.80  77.00-149.40   43
 19  ω     68.00 144.00   1.00    1.00    --   95.80  68.00 152.98   76
 20  ω    117.00 171.00   1.00    1.00    --   95.80  77.00  54.03   54
 21  ω     75.00 101.00   1.00    1.00    --   95.80  47.00 127.10   26
 22  ω     63.00  89.00   1.00    1.00    --   95.80  82.00  90.00   26
 23  ω    130.00 156.00   1.00    1.00    --   95.80  82.00  90.00   26
 24  ω     72.00 153.00   1.00    1.00    --   95.80  61.00-180.00   81
 25  ω     63.00  90.00   1.00    1.00    --   95.80  82.00 -90.00   27
 26  ω     63.00  92.00   1.00    1.00    --   95.80  82.00  60.00   29
 27  ω    108.00 185.00   1.00    1.00    --   95.80  82.00  60.00   77
 28  ω     63.00  89.00   1.00    1.00    --   95.80  82.00 120.00   26
 29  ω      6.00 128.00   1.00    1.00    --   95.80 -82.00  60.00  122
 30  ω     69.00 168.00   1.00    1.00    --   95.80  65.00 -83.21   99
 31  ω     65.00  91.00   1.00    1.00    --   95.80  77.00-120.00   26
 32  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 120.00   25
 33  ω     66.00  91.00   1.00    1.00    --   95.80  76.00-159.91   25
 34  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  54.03   25
 35  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  30.00   25
 36  ω     75.00 182.00   1.00    1.00    --   95.80  45.00 150.00  107
 37  ω     65.00 185.00   1.00    1.00    --   95.80  77.00   0.00  120
 38  ω    124.00 150.00   1.00    1.00    --   95.80  77.00 -30.00   26
 39  ω     71.00  96.00   1.00    1.00    --   95.80  61.00 -30.00   25
 40  ω     71.00  97.00   1.00    1.00    --   95.80  61.00  60.00   26
 41  ω     14.00 120.00   1.00    1.00    --   95.80 -61.00  60.00  106
 42  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -60.00   25
 43  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 150.00   25
 44  ω     65.00  91.00   1.00    1.00    --   95.80  77.00  90.00   26
 45  ω     63.00  88.00   1.00    1.00    --   95.80  82.00   0.00   25
 46  ω     71.00 162.00   1.00    1.00    --   95.80  61.00-150.00   91
 47  ω     71.00 185.00   1.00    1.00    --   95.80  58.00-102.67  114
 48  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -90.00   26
 49  ω     76.00 148.00   1.00    1.00    --   95.80  45.00   0.00   72
 50  ω     75.00 107.00   1.00    1.00    --   95.80  45.00  60.00   32
 51  ω    112.00 150.00   1.00    1.00    --   95.80  45.00  60.00   38
 52  ω     75.00 105.00   1.00    1.00    --   95.80  45.00  90.00   30
 53  ω     76.00 102.00   1.00    1.00    --   95.80  45.00 120.00   26
 54  ω     69.00  94.00   1.00    1.00    --   95.80  66.00-176.69   25
 55  ω    145.00 170.00   1.00    1.00    --   95.80  82.00 -30.00   25
 56  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -30.00   25
 57  ω     65.00  95.00   1.00    1.00    --   95.80  77.00 -30.00   30
 58  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-120.00   26
 59  ω     63.00  89.00   1.00    1.00    --   95.80  82.00-150.00   26
 60  ω     66.00  91.00   1.00    1.00    --   95.80  77.00-180.00   25
 61  ω     60.00 122.00   1.00    1.00    --   95.80 -82.00 -60.00   62
 62  ω    120.00 185.00   1.00    1.00    --   95.80  50.00 -37.62   65
 63  ω    117.00 143.00   1.00    1.00    --   95.80  47.00 127.10   26
 64  ω    136.00 182.00   1.00    1.00    --   95.80  79.00 -12.10   46
 65  ω     96.00 122.00   1.00    1.00    --   95.80 -82.00-180.00   26
 66  ω     47.00 102.00   1.00    1.00    --   95.80 -82.00-120.00   55
 67  ω     64.00  90.00   1.00    1.00    --   95.80  79.00 -12.10   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1290706000
_diffrn_orient_matrix_UB_12      -0.0093952000
_diffrn_orient_matrix_UB_13      0.0153146000
_diffrn_orient_matrix_UB_21      0.0487450000
_diffrn_orient_matrix_UB_22      0.0063723000
_diffrn_orient_matrix_UB_23      0.0712636000
_diffrn_orient_matrix_UB_31      -0.0171526000
_diffrn_orient_matrix_UB_32      0.0889037000
_diffrn_orient_matrix_UB_33      -0.0034914000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.841
_reflns_Friedel_fraction_full    0.902
_reflns_Friedel_fraction_max     0.902
_reflns_number_gt                6895
_reflns_number_total             6942
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 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       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details 
;
 Flack x determined using 3109 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.020(5)
_refine_ls_extinction_coef       0.00030(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     466
_refine_ls_number_reflns         6942
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0267
_refine_ls_restrained_S_all      1.028
_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)+(0.0432P)²+1.6880P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0701
_refine_ls_wR_factor_ref         0.0702
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H3A(0.5) H3B(0.5)
3.a Free rotating group:
 O3(H3A,H3B)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C2(H2), C4(H4), C34(H34), C32(H32), C36(H36), C27(H27), C18(H18),
 C26(H26), C17(H17), C16(H16), C25(H25)
3.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C8(H8A,H8B,H8C), C21(H21A,H21B,H21C), C12(H12A,H12B,
 H12C), C13(H13A,H13B,H13C), C44(H44A,H44B,H44C), C9(H9A,H9B,H9C), C14(H14A,
 H14B,H14C), C42(H42A,H42B,H42C), C22(H22A,H22B,H22C), C38(H38A,H38B,H38C),
 C43(H43A,H43B,H43C), C39(H39A,H39B,H39C), C30(H30A,H30B,H30C), C29(H29A,H29B,
 H29C), C40(H40A,H40B,H40C)
;
_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 0.63698(4) 0.40464(3) 0.93240(2) 0.01440(12) Uani 1 1 d . . . . .
P2 P 0.31884(5) 0.52961(3) 0.40508(2) 0.01782(13) Uani 1 1 d . . . . .
O1 O 0.65190(13) 0.31904(9) 0.94054(7) 0.0212(3) Uani 1 1 d . . . . .
O2 O 0.29292(16) 0.44629(10) 0.39042(7) 0.0278(4) Uani 1 1 d . . . . .
C6 C 0.45304(18) 0.51184(12) 0.89961(9) 0.0161(4) Uani 1 1 d . . . . .
H6 H 0.514531 0.548657 0.904467 0.019 Uiso 1 1 calc R . . . .
C2 C 0.39126(18) 0.37693(13) 0.90038(9) 0.0161(4) Uani 1 1 d . . . . .
H2 H 0.411403 0.324655 0.905798 0.019 Uiso 1 1 calc R . . . .
C4 C 0.24452(18) 0.47848(12) 0.87750(9) 0.0150(4) Uani 1 1 d . . . . .
H4 H 0.164213 0.493516 0.867206 0.018 Uiso 1 1 calc R . . . .
C34 C 0.31175(18) 0.58813(13) 0.61253(9) 0.0168(4) Uani 1 1 d . . . . .
H34 H 0.308945 0.599709 0.654815 0.020 Uiso 1 1 calc R . . . .
C41 C 0.29337(19) 0.73535(13) 0.58654(10) 0.0191(4) Uani 1 1 d . . . . .
C15 C 0.71663(18) 0.42040(12) 0.81618(10) 0.0173(4) Uani 1 1 d . . . . .
C20 C 0.72678(17) 0.44947(12) 0.87860(9) 0.0144(4) Uani 1 1 d . . . . .
C1 C 0.48196(18) 0.43370(13) 0.90745(9) 0.0154(4) Uani 1 1 d . . . . .
C5 C 0.33300(17) 0.53630(12) 0.88451(9) 0.0147(4) Uani 1 1 d . . . . .
C7 C 0.16650(18) 0.33994(13) 0.87764(10) 0.0180(4) Uani 1 1 d . . . . .
C31 C 0.32035(19) 0.55398(13) 0.48751(10) 0.0191(4) Uani 1 1 d . . . . .
C19 C 0.80550(17) 0.51172(12) 0.89818(10) 0.0166(4) Uani 1 1 d . . . . .
C10 C 0.0988(2) 0.34362(14) 0.80947(11) 0.0247(5) Uani 1 1 d . . . . .
H10A H 0.153839 0.332496 0.780339 0.037 Uiso 1 1 calc GR . . . .
H10B H 0.065556 0.394681 0.801206 0.037 Uiso 1 1 calc GR . . . .
H10C H 0.034855 0.305975 0.804263 0.037 Uiso 1 1 calc GR . . . .
C8 C 0.2114(2) 0.25684(13) 0.89191(11) 0.0226(5) Uani 1 1 d . . . . .
H8A H 0.143816 0.221907 0.887135 0.034 Uiso 1 1 calc GR . . . .
H8B H 0.253360 0.254071 0.934557 0.034 Uiso 1 1 calc GR . . . .
H8C H 0.265194 0.242399 0.862973 0.034 Uiso 1 1 calc GR . . . .
C32 C 0.31603(19) 0.63081(13) 0.50630(10) 0.0190(4) Uani 1 1 d . . . . .
H32 H 0.317154 0.670242 0.476609 0.023 Uiso 1 1 calc R . . . .
C37 C 0.3185(2) 0.44195(14) 0.64154(10) 0.0225(5) Uani 1 1 d . . . . .
C11 C 0.30350(18) 0.62291(12) 0.87613(9) 0.0161(4) Uani 1 1 d . . . . .
C23 C 0.21480(19) 0.59628(13) 0.35965(9) 0.0177(4) Uani 1 1 d . . . . .
C21 C 0.6318(2) 0.35527(14) 0.79290(10) 0.0234(5) Uani 1 1 d . . . . .
H21A H 0.651274 0.310239 0.819036 0.035 Uiso 1 1 calc GR . . . .
H21B H 0.639713 0.343024 0.749878 0.035 Uiso 1 1 calc GR . . . .
H21C H 0.550321 0.370965 0.794938 0.035 Uiso 1 1 calc GR . . . .
C36 C 0.32057(19) 0.49392(13) 0.53095(10) 0.0188(4) Uani 1 1 d . . . . .
H36 H 0.322786 0.442589 0.517491 0.023 Uiso 1 1 calc R . . . .
C27 C 0.1647(2) 0.69193(15) 0.27721(11) 0.0303(5) Uani 1 1 d . . . . .
H27 H 0.187889 0.725610 0.247216 0.036 Uiso 1 1 calc R . . . .
C12 C 0.3465(2) 0.65204(14) 0.81511(10) 0.0234(5) Uani 1 1 d . . . . .
H12A H 0.431195 0.641696 0.817335 0.035 Uiso 1 1 calc GR . . . .
H12B H 0.332475 0.706980 0.810799 0.035 Uiso 1 1 calc GR . . . .
H12C H 0.302597 0.625605 0.779188 0.035 Uiso 1 1 calc GR . . . .
C28 C 0.2508(2) 0.64458(14) 0.31270(10) 0.0222(5) Uani 1 1 d . . . . .
C18 C 0.87304(18) 0.54340(13) 0.85469(10) 0.0202(4) Uani 1 1 d . . . . .
H18 H 0.924232 0.585122 0.866719 0.024 Uiso 1 1 calc R . . . .
C13 C 0.36884(19) 0.67038(13) 0.93223(10) 0.0198(4) Uani 1 1 d . . . . .
H13A H 0.348620 0.650075 0.971137 0.030 Uiso 1 1 calc GR . . . .
H13B H 0.344162 0.723790 0.927672 0.030 Uiso 1 1 calc GR . . . .
H13C H 0.454495 0.666892 0.932886 0.030 Uiso 1 1 calc GR . . . .
C44 C 0.2991(2) 0.74900(14) 0.65792(10) 0.0219(5) Uani 1 1 d . . . . .
H44A H 0.375485 0.731224 0.679808 0.033 Uiso 1 1 calc GR . . . .
H44B H 0.235135 0.720819 0.672857 0.033 Uiso 1 1 calc GR . . . .
H44C H 0.290378 0.803499 0.665780 0.033 Uiso 1 1 calc GR . . . .
C26 C 0.0452(2) 0.68936(15) 0.28614(12) 0.0324(6) Uani 1 1 d . . . . .
H26 H -0.011640 0.720422 0.261491 0.039 Uiso 1 1 calc R . . . .
C9 C 0.0780(2) 0.36021(15) 0.92377(11) 0.0260(5) Uani 1 1 d . . . . .
H9A H 0.045954 0.411416 0.914544 0.039 Uiso 1 1 calc GR . . . .
H9B H 0.119708 0.358625 0.966503 0.039 Uiso 1 1 calc GR . . . .
H9C H 0.013082 0.323204 0.918970 0.039 Uiso 1 1 calc GR . . . .
C14 C 0.16782(19) 0.63883(13) 0.87131(11) 0.0205(5) Uani 1 1 d . . . . .
H14A H 0.125876 0.615118 0.833540 0.031 Uiso 1 1 calc GR . . . .
H14B H 0.153851 0.693907 0.869723 0.031 Uiso 1 1 calc GR . . . .
H14C H 0.138787 0.617420 0.907653 0.031 Uiso 1 1 calc GR . . . .
C3 C 0.27018(17) 0.39925(13) 0.88513(9) 0.0158(4) Uani 1 1 d . . . . .
C24 C 0.0931(2) 0.59442(15) 0.36923(10) 0.0239(5) Uani 1 1 d . . . . .
C42 C 0.3924(2) 0.78572(14) 0.56431(11) 0.0262(5) Uani 1 1 d . . . . .
H42A H 0.379874 0.839205 0.574378 0.039 Uiso 1 1 calc GR . . . .
H42B H 0.388925 0.780239 0.519335 0.039 Uiso 1 1 calc GR . . . .
H42C H 0.470056 0.769113 0.585350 0.039 Uiso 1 1 calc GR . . . .
C33 C 0.31003(17) 0.64981(13) 0.56922(10) 0.0171(4) Uani 1 1 d . . . . .
C17 C 0.86504(19) 0.51372(13) 0.79395(10) 0.0221(5) Uani 1 1 d . . . . .
H17 H 0.912244 0.534676 0.765950 0.027 Uiso 1 1 calc R . . . .
C16 C 0.7873(2) 0.45322(14) 0.77484(10) 0.0217(5) Uani 1 1 d . . . . .
H16 H 0.782042 0.434028 0.733796 0.026 Uiso 1 1 calc R . . . .
C22 C 0.8221(2) 0.54675(14) 0.96372(11) 0.0253(5) Uani 1 1 d . . . . .
H22A H 0.745336 0.563569 0.973400 0.038 Uiso 1 1 calc GR . . . .
H22B H 0.875723 0.590470 0.965327 0.038 Uiso 1 1 calc GR . . . .
H22C H 0.855795 0.508507 0.994114 0.038 Uiso 1 1 calc GR . . . .
C25 C 0.0098(2) 0.64107(16) 0.33131(12) 0.0300(6) Uani 1 1 d . . . . .
H25 H -0.071015 0.639576 0.336576 0.036 Uiso 1 1 calc R . . . .
C35 C 0.31748(18) 0.51018(13) 0.59483(10) 0.0186(4) Uani 1 1 d . . . . .
C38 C 0.3226(3) 0.46829(17) 0.70959(12) 0.0389(6) Uani 1 1 d . . . . .
H38A H 0.393271 0.499497 0.721962 0.058 Uiso 1 1 calc GR . . . .
H38B H 0.325244 0.423635 0.736731 0.058 Uiso 1 1 calc GR . . . .
H38C H 0.251842 0.498410 0.713148 0.058 Uiso 1 1 calc GR . . . .
C43 C 0.1692(2) 0.76273(14) 0.55270(11) 0.0247(5) Uani 1 1 d . . . . .
H43A H 0.107116 0.730715 0.565528 0.037 Uiso 1 1 calc GR . . . .
H43B H 0.166707 0.758696 0.507685 0.037 Uiso 1 1 calc GR . . . .
H43C H 0.156468 0.815841 0.563795 0.037 Uiso 1 1 calc GR . . . .
C39 C 0.4274(2) 0.38954(16) 0.63731(13) 0.0364(6) Uani 1 1 d . . . . .
H39A H 0.422942 0.370200 0.594845 0.055 Uiso 1 1 calc GR . . . .
H39B H 0.427141 0.346666 0.666063 0.055 Uiso 1 1 calc GR . . . .
H39C H 0.500438 0.418907 0.648357 0.055 Uiso 1 1 calc GR . . . .
C30 C 0.0494(2) 0.54470(19) 0.41904(13) 0.0377(6) Uani 1 1 d . . . . .
H30A H 0.074053 0.491852 0.414297 0.057 Uiso 1 1 calc GR . . . .
H30B H -0.037091 0.547167 0.414304 0.057 Uiso 1 1 calc GR . . . .
H30C H 0.083323 0.563344 0.460317 0.057 Uiso 1 1 calc GR . . . .
C29 C 0.3778(2) 0.64479(19) 0.29682(14) 0.0404(7) Uani 1 1 d . . . . .
H29A H 0.433187 0.661369 0.333178 0.061 Uiso 1 1 calc GR . . . .
H29B H 0.382049 0.679821 0.262243 0.061 Uiso 1 1 calc GR . . . .
H29C H 0.398731 0.593299 0.284977 0.061 Uiso 1 1 calc GR . . . .
C40 C 0.2038(2) 0.39188(18) 0.62284(14) 0.0397(7) Uani 1 1 d . . . . .
H40A H 0.133721 0.421888 0.627896 0.060 Uiso 1 1 calc GR . . . .
H40B H 0.207992 0.346795 0.649590 0.060 Uiso 1 1 calc GR . . . .
H40C H 0.198628 0.375890 0.579443 0.060 Uiso 1 1 calc GR . . . .
O3 O 0.500000 0.21303(14) 1.000000 0.0262(5) Uani 1 2 d S T P . .
H3A H 0.453501 0.246904 1.012313 0.039 Uiso 0.5 1 d G . . . .
H3B H 0.545812 0.238781 0.979435 0.039 Uiso 0.5 1 d G . . . .
H1 H 0.665(2) 0.4413(15) 0.9828(11) 0.017(6) Uiso 1 1 d . . . . .
H2A H 0.422(2) 0.5540(15) 0.3940(12) 0.018(6) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 O1 1.4890(16) . ?
P1 C20 1.812(2) . ?
P1 C1 1.808(2) . ?
P1 H1 1.25(2) . ?
P2 O2 1.4859(18) . ?
P2 C31 1.807(2) . ?
P2 C23 1.808(2) . ?
P2 H2A 1.29(2) . ?
C6 H6 0.9300 . ?
C6 C1 1.387(3) . ?
C6 C5 1.399(3) . ?
C2 H2 0.9300 . ?
C2 C1 1.401(3) . ?
C2 C3 1.400(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.396(3) . ?
C4 C3 1.397(3) . ?
C34 H34 0.9300 . ?
C34 C33 1.406(3) . ?
C34 C35 1.397(3) . ?
C41 C44 1.534(3) . ?
C41 C42 1.539(3) . ?
C41 C33 1.535(3) . ?
C41 C43 1.540(3) . ?
C15 C20 1.412(3) . ?
C15 C21 1.504(3) . ?
C15 C16 1.393(3) . ?
C20 C19 1.410(3) . ?
C5 C11 1.530(3) . ?
C7 C10 1.536(3) . ?
C7 C8 1.530(3) . ?
C7 C9 1.542(3) . ?
C7 C3 1.536(3) . ?
C31 C32 1.384(3) . ?
C31 C36 1.388(3) . ?
C19 C18 1.396(3) . ?
C19 C22 1.509(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C32 H32 0.9300 . ?
C32 C33 1.394(3) . ?
C37 C35 1.539(3) . ?
C37 C38 1.516(3) . ?
C37 C39 1.532(3) . ?
C37 C40 1.548(3) . ?
C11 C12 1.541(3) . ?
C11 C13 1.539(3) . ?
C11 C14 1.533(3) . ?
C23 C28 1.408(3) . ?
C23 C24 1.411(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C36 H36 0.9300 . ?
C36 C35 1.398(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.394(3) . ?
C27 C26 1.383(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C28 C29 1.514(3) . ?
C18 H18 0.9300 . ?
C18 C17 1.384(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C26 H26 0.9300 . ?
C26 C25 1.377(4) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C24 C25 1.392(3) . ?
C24 C30 1.504(4) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C17 H17 0.9300 . ?
C17 C16 1.378(3) . ?
C16 H16 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C25 H25 0.9300 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
O3 H3A 0.85(12) 2_657 ?
O3 H3A 0.8500 . ?
O3 H3B 0.85(9) 2_657 ?
O3 H3B 0.8498 . ?

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 C20 115.56(9) . . ?
O1 P1 C1 113.17(9) . . ?
O1 P1 H1 112.9(12) . . ?
C20 P1 H1 103.9(11) . . ?
C1 P1 C20 107.33(9) . . ?
C1 P1 H1 102.8(11) . . ?
O2 P2 C31 113.65(10) . . ?
O2 P2 C23 114.17(10) . . ?
O2 P2 H2A 115.3(12) . . ?
C31 P2 C23 106.52(10) . . ?
C31 P2 H2A 103.3(11) . . ?
C23 P2 H2A 102.6(11) . . ?
C1 C6 H6 119.4 . . ?
C1 C6 C5 121.19(19) . . ?
C5 C6 H6 119.4 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C3 C2 C1 119.7(2) . . ?
C5 C4 H4 118.2 . . ?
C5 C4 C3 123.52(18) . . ?
C3 C4 H4 118.2 . . ?
C33 C34 H34 118.6 . . ?
C35 C34 H34 118.6 . . ?
C35 C34 C33 122.87(19) . . ?
C44 C41 C42 107.34(18) . . ?
C44 C41 C33 113.46(18) . . ?
C44 C41 C43 108.46(18) . . ?
C42 C41 C43 108.99(19) . . ?
C33 C41 C42 110.17(18) . . ?
C33 C41 C43 108.33(17) . . ?
C20 C15 C21 122.08(18) . . ?
C16 C15 C20 118.9(2) . . ?
C16 C15 C21 119.00(19) . . ?
C15 C20 P1 118.42(16) . . ?
C19 C20 P1 121.24(15) . . ?
C19 C20 C15 120.33(18) . . ?
C6 C1 P1 119.99(15) . . ?
C6 C1 C2 120.68(19) . . ?
C2 C1 P1 119.19(16) . . ?
C6 C5 C11 120.16(18) . . ?
C4 C5 C6 116.91(19) . . ?
C4 C5 C11 122.93(18) . . ?
C10 C7 C9 108.88(18) . . ?
C10 C7 C3 109.07(17) . . ?
C8 C7 C10 109.06(18) . . ?
C8 C7 C9 107.96(18) . . ?
C8 C7 C3 112.28(17) . . ?
C3 C7 C9 109.53(18) . . ?
C32 C31 P2 120.57(16) . . ?
C32 C31 C36 120.9(2) . . ?
C36 C31 P2 118.50(17) . . ?
C20 C19 C22 124.11(18) . . ?
C18 C19 C20 118.56(19) . . ?
C18 C19 C22 117.33(19) . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C31 C32 H32 119.6 . . ?
C31 C32 C33 120.8(2) . . ?
C33 C32 H32 119.6 . . ?
C35 C37 C40 109.52(18) . . ?
C38 C37 C35 112.9(2) . . ?
C38 C37 C39 109.0(2) . . ?
C38 C37 C40 108.4(2) . . ?
C39 C37 C35 109.68(18) . . ?
C39 C37 C40 107.2(2) . . ?
C5 C11 C12 108.99(17) . . ?
C5 C11 C13 110.91(17) . . ?
C5 C11 C14 112.08(17) . . ?
C13 C11 C12 108.22(18) . . ?
C14 C11 C12 108.73(17) . . ?
C14 C11 C13 107.82(17) . . ?
C28 C23 P2 121.66(17) . . ?
C28 C23 C24 120.4(2) . . ?
C24 C23 P2 117.80(17) . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C31 C36 H36 119.8 . . ?
C31 C36 C35 120.4(2) . . ?
C35 C36 H36 119.8 . . ?
C28 C27 H27 119.6 . . ?
C26 C27 H27 119.6 . . ?
C26 C27 C28 120.7(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C23 C28 C29 122.9(2) . . ?
C27 C28 C23 118.8(2) . . ?
C27 C28 C29 118.2(2) . . ?
C19 C18 H18 119.5 . . ?
C17 C18 C19 121.1(2) . . ?
C17 C18 H18 119.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C27 C26 H26 119.8 . . ?
C25 C26 C27 120.4(2) . . ?
C25 C26 H26 119.8 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
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 . . ?
C2 C3 C7 122.2(2) . . ?
C4 C3 C2 118.00(19) . . ?
C4 C3 C7 119.79(18) . . ?
C23 C24 C30 122.9(2) . . ?
C25 C24 C23 118.7(2) . . ?
C25 C24 C30 118.5(2) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C34 C33 C41 123.67(19) . . ?
C32 C33 C34 117.3(2) . . ?
C32 C33 C41 118.85(19) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 C18 120.22(19) . . ?
C16 C17 H17 119.9 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 C15 120.9(2) . . ?
C17 C16 H16 119.6 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C26 C25 C24 121.0(2) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C34 C35 C37 123.53(19) . . ?
C34 C35 C36 117.71(19) . . ?
C36 C35 C37 118.7(2) . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C41 C43 H43A 109.5 . . ?
C41 C43 H43B 109.5 . . ?
C41 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C37 C39 H39A 109.5 . . ?
C37 C39 H39B 109.5 . . ?
C37 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C24 C30 H30A 109.5 . . ?
C24 C30 H30B 109.5 . . ?
C24 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C37 C40 H40A 109.5 . . ?
C37 C40 H40B 109.5 . . ?
C37 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
H3A O3 H3A 93.4 . 2_657 ?
H3A O3 H3B 104.5 2_657 2_657 ?
H3A O3 H3B 15.2 . 2_657 ?
H3A O3 H3B 104.5 . . ?
H3B O3 H3A 15.2 . 2_657 ?
H3B O3 H3B 117.2 . 2_657 ?

_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 0.024 0.420 0.311 16.1 0.4 ?
2 -0.024 0.420 0.689 16.1 0.4 ?
3 0.000 0.411 0.500 9.5 0.4 ?
4 0.476 0.920 0.689 16.1 0.4 ?
5 0.500 0.911 0.500 9.5 0.4 ?
6 0.524 0.920 0.311 16.1 0.4 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.663
_oxdiff_exptl_absorpt_empirical_full_min 0.602
