# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_ba_para_fluor
_database_code_depnum_ccdc_archive 'CCDC 2224633'
loop_
_audit_author_name
_audit_author_address
'Joachim Ballmann'
;University of Heidelberg
Germany
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-07-17 downloaded from the CCDC.
;
_audit_creation_date             2022-11-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
joachim.ballmann@uni-heidelberg.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H34 F2 P2, 4(C H4 O), 2(Cl)'
_chemical_formula_sum            'C30 H50 Cl2 F2 O4 P2'
_chemical_formula_weight         645.54
_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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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           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                   7.68726(3)
_cell_length_b                   16.93199(8)
_cell_length_c                   13.38321(7)
_cell_angle_alpha                90
_cell_angle_beta                 94.5657(4)
_cell_angle_gamma                90
_cell_volume                     1736.440(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    60640
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      70.9470
_cell_measurement_theta_min      4.2050
_shelx_estimated_absorpt_T_max   0.760
_shelx_estimated_absorpt_T_min   0.760
_exptl_absorpt_coefficient_mu    2.900
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.625
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             688
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -7 -7 0.0382
2 9 3 0.0428
5 3 0 0.0745
-4 -4 -1 0.0416
0 8 -6 0.0244
0 7 7 0.0382
4 -3 5 0.0557
3 -9 1 0.0624
-3 -1 -6 0.0419
3 7 5 0.0385
-1 -7 7 0.0201

_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0080
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            95360
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.133
_diffrn_reflns_theta_min         4.219
_diffrn_ambient_temperature      120(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  72.00   1.00    2.00    --    0.00  38.00 150.00   98
  2  ω    -30.00  70.00   1.00    2.00    --    0.00  77.00-120.00  100
  3  ω    -30.00  70.00   1.00    2.00    --    0.00  77.00  30.00  100
  4  ω    -37.00   1.00   1.00    2.00    --   18.00 122.00 137.93   38
  5  ω    -29.00   1.00   1.00    2.00    --   26.00 121.00 -93.11   30
  6  ω     -2.00  24.00   1.00    4.00    --   38.00  96.00  40.28   26
  7  ω      0.00  28.00   1.00    4.00    --   38.00  92.00 151.31   28
  8  ω      6.00  34.00   1.00    4.00    --   42.00  87.00-162.33   28
  9  ω      5.00  33.00   1.00    4.00    --   42.00  89.00  41.48   28
 10  ω     12.00  38.00   1.00    4.00    --   46.00  84.00-145.82   26
 11  ω     14.00  45.00   1.00    4.00    --   46.00  81.00  46.17   31
 12  ω     12.00  38.00   1.00    4.00    --   46.00  84.00 -45.14   26
 13  ω     18.00  45.00   1.00    4.00    --   50.00  81.00 -99.09   27
 14  ω     18.00  45.00   1.00    4.00    --   50.00  81.00 140.76   27
 15  ω     18.00  45.00   1.00    4.00    --   50.00  81.00 108.87   27
 16  ω     23.00 111.00   1.00    4.00    --   54.00-125.00  30.00   88
 17  ω    -15.00  75.00   1.00    4.00    --   54.00 -57.00  90.00   90
 18  ω     24.00 124.00   1.00    4.00    --   54.00  77.00 -30.00  100
 19  ω     23.00 111.00   1.00    4.00    --   54.00-125.00  60.00   88
 20  ω    -15.00  75.00   1.00    4.00    --   54.00 -57.00-150.00   90
 21  ω     24.00 124.00   1.00    4.00    --   54.00  77.00  30.00  100
 22  ω     24.00 124.00   1.00    4.00    --   54.00  77.00-150.00  100
 23  ω     24.00 124.00   1.00    4.00    --   54.00  77.00 -60.00  100
 24  ω     24.00 124.00   1.00    4.00    --   54.00  77.00   0.00  100
 25  ω     24.00 124.00   1.00    4.00    --   54.00  77.00  60.00  100
 26  ω     25.00 124.00   1.00    4.00    --   54.00  75.00  86.52   99
 27  ω     28.00 128.00   1.00    4.00    --   58.00  77.00   0.94  100
 28  ω     30.00 127.00   1.00    4.00    --   58.00  73.00  41.68   97
 29  ω     29.00 128.00   1.00    4.00    --   58.00  75.00 166.12   99
 30  ω     29.00 128.00   1.00    4.00    --   58.00  75.00 -89.51   99
 31  ω     32.00 127.00   1.00    4.00    --   58.00  70.00 112.52   95
 32  ω     34.00 131.00   1.00    4.00    --   62.00  73.00-140.93   97
 33  ω     34.00 132.00   1.00    4.00    --   62.00  74.00 -86.24   98
 34  ω     32.00 132.00   1.00    4.00    --   62.00  77.00 -60.02  100
 35  ω     33.00 132.00   1.00    4.00    --   62.00  75.00-163.18   99
 36  ω     37.00 136.00   1.00    4.00    --   66.00  76.00 105.44   99
 37  ω     37.00 136.00   1.00    4.00    --   66.00  76.00  77.91   99
 38  ω     36.00 136.00   1.00    4.00    --   66.00  77.00-123.17  100
 39  ω     38.00 135.00   1.00    4.00    --   66.00  73.00 129.59   97
 40  ω     43.00 133.00   1.00    4.00    --   66.00  64.00 -88.95   90
 41  ω     43.00 134.00   1.00    4.00    --   66.00  66.00  72.06   91
 42  ω     38.00 135.00   1.00    4.00    --   66.00  73.00 -24.55   97
 43  ω     41.00 140.00   1.00    4.00    --   70.00  76.00  61.18   99
 44  ω     42.00 140.00   1.00    4.00    --   70.00  74.00 -53.98   98
 45  ω     40.00 140.00   1.00    4.00    --   70.00  77.00-171.54  100
 46  ω     43.00 139.00   1.00    4.00    --   70.00  71.00  29.47   96
 47  ω     41.00 140.00   1.00    4.00    --   70.00  75.00-133.85   99
 48  ω     48.00 143.00   1.00    4.00    --   74.00  70.00 133.43   95
 49  ω     44.00 144.00   1.00    4.00    --   74.00  77.00  13.35  100
 50  ω     47.00 143.00   1.00    4.00    --   74.00  72.00 -19.16   96
 51  ω     45.00 144.00   1.00    4.00    --   74.00  76.00-161.41   99
 52  ω     57.00 147.00   1.00    4.00    --   78.00  54.00 -35.36   90
 53  ω     54.00 146.00   1.00    4.00    --   78.00  68.00  90.07   92
 54  ω     58.00 153.00   1.00    8.00    --   82.00  44.00-126.47   95
 55  ω     61.00 151.00   1.00    8.00    --   82.00  54.00 -29.44   90
 56  ω     52.00 152.00   1.00    8.00    --   82.00  77.00 -96.21  100
 57  ω     52.00 152.00   1.00    8.00    --   82.00  77.00  42.64  100
 58  ω     56.00 156.00   1.00    8.00    --   86.00  77.00 140.73  100
 59  ω     65.00 156.00   1.00    8.00    --   86.00  53.00-100.29   91
 60  ω     73.00 163.00   1.00    8.00    --   94.00  57.00 109.91   90
 61  ω     65.00 164.00   1.00    8.00    --   94.00  76.00-151.00   99
 62  ω     77.00 168.00   1.00    8.00    --   98.00  53.00 -74.25   91
 63  ω     69.00 168.00   1.00    8.00    --   98.00  76.00  14.67   99
 64  ω     69.00 168.00   1.00    8.00    --   98.00  75.00 100.96   99
 65  ω     74.00 172.00   1.00    8.00    --  102.00  74.00 -39.65   98
 66  ω     85.00 175.00   1.00    8.00    --  108.00  64.00 120.00   90
 67  ω    100.00 178.00   1.00    8.00    --  108.00 111.00 -90.00   78
 68  ω     83.00 176.00   1.00    8.00    --  108.00  69.00  46.00   93
 69  ω     36.00 113.00   1.00    8.00    --  108.00-111.00  30.00   77
 70  ω     36.00 109.00   1.00    8.00    --  108.00 -92.00 120.00   73
 71  ω     82.00 178.00   1.00    8.00    --  108.00  38.00  30.00   96
 72  ω     36.00 109.00   1.00    8.00    --  108.00 -92.00-150.00   73
 73  ω     85.00 175.00   1.00    8.00    --  108.00  64.00  60.00   90
 74  ω     36.00 109.00   1.00    8.00    --  108.00 -92.00  30.00   73
 75  ω     85.00 175.00   1.00    8.00    --  108.00  64.00 150.00   90
 76  ω     85.00 175.00   1.00    8.00    --  108.00  64.00 -90.00   90
 77  ω     85.00 175.00   1.00    8.00    --  108.00  64.00-180.00   90
 78  ω     85.00 175.00   1.00    8.00    --  108.00  64.00  90.00   90
 79  ω     85.00 175.00   1.00    8.00    --  108.00  64.00   0.00   90
 80  ω     78.00 178.00   1.00    8.00    --  108.00  77.00 -30.00  100
 81  ω     78.00 178.00   1.00    8.00    --  108.00  77.00 120.00  100
 82  ω     85.00 175.00   1.00    8.00    --  108.00  64.00 -60.00   90
 83  ω     78.00 178.00   1.00    8.00    --  108.00  77.00  30.00  100
 84  ω     36.00 113.00   1.00    8.00    --  108.00-111.00 -60.00   77
 85  ω     78.00 178.00   1.00    8.00    --  108.00  77.00-180.00  100
 86  ω     78.00 178.00   1.00    8.00    --  108.00  77.00-120.00  100
 87  ω     78.00 178.00   1.00    8.00    --  108.00  77.00 -60.00  100
 88  ω     78.00 178.00   1.00    8.00    --  108.00  77.00-150.00  100
 89  ω     78.00 178.00   1.00    8.00    --  108.00  77.00 150.00  100
 90  ω     78.00 178.00   1.00    8.00    --  108.00  77.00  60.00  100
 91  ω     78.00 178.00   1.00    8.00    --  108.00  77.00 -90.00  100
 92  ω     41.00 131.00   1.00    8.00    --  108.00 -64.00-150.00   90
 93  ω     36.00 113.00   1.00    8.00    --  108.00-111.00  90.00   77
 94  φ      0.00 120.00   1.00    2.00 -48.23   0.00 -40.00    --   120
 95  φ      0.00 120.00   1.00    2.00  -0.93   0.00  40.00    --   120
 96  φ      0.00 120.00   1.00    2.00  -0.70   0.00 -60.00    --   120
 97  φ      0.00 120.00   1.00    2.00 -46.10   0.00 -60.00    --   120
 98  φ      0.00 120.00   1.00    2.00  48.23   0.00  40.00    --   120
 99  φ      0.00 120.00   1.00    2.00   0.70   0.00  60.00    --   120
100  φ      0.00 120.00   1.00    2.00   0.93   0.00 -40.00    --   120
101  φ      0.00 120.00   1.00    4.00  54.70  54.00  60.00    --   120
102  φ    240.00 360.00   1.00    4.00   5.77  54.00 -40.00    --   120
103  φ      0.00 120.00   1.00    4.00   7.90  54.00 -60.00    --   120
104  φ    240.00 360.00   1.00    4.00  54.93  54.00 -40.00    --   120
105  φ      0.00 120.00   1.00    4.00  53.30  54.00 -60.00    --   120
106  φ    240.00 360.00   1.00    4.00   7.90  54.00 -60.00    --   120
107  φ      0.00 120.00   1.00    4.00 100.10  54.00  60.00    --   120
108  φ      0.00 120.00   1.00    4.00 102.23  54.00  40.00    --   120
109  ω     24.00 124.00   1.00    4.00    --   54.00  77.00  60.00  100
110  φ    120.00 240.00   1.00    4.00   7.90  54.00 -60.00    --   120
111  φ    120.00 240.00   1.00    4.00 102.23  54.00  40.00    --   120
112  ω     24.00 124.00   1.00    4.00    --   54.00  77.00  90.00  100
113  φ      0.00 120.00   1.00    4.00  53.07  54.00  40.00    --   120
114  φ    120.00 240.00   1.00    4.00  54.70  54.00  60.00    --   120
115  φ    120.00 240.00   1.00    4.00 100.10  54.00  60.00    --   120
116  φ    120.00 240.00   1.00    4.00  53.07  54.00  40.00    --   120
117  φ      0.00 120.00   1.00    4.00  54.93  54.00 -40.00    --   120
118  φ    240.00 360.00   1.00    4.00  53.07  54.00  40.00    --   120
119  φ    240.00 360.00   1.00    4.00 102.23  54.00  40.00    --   120
120  ω     24.00 124.00   1.00    4.00    --   54.00  77.00-120.00  100
121  φ    240.00 360.00   1.00    4.00  53.30  54.00 -60.00    --   120
122  φ    240.00 360.00   1.00    4.00  54.70  54.00  60.00    --   120
123  φ    240.00 360.00   1.00    4.00 100.10  54.00  60.00    --   120
124  φ    120.00 240.00   1.00    4.00  54.93  54.00 -40.00    --   120
125  ω     24.00 124.00   1.00    4.00    --   54.00  77.00-150.00  100
126  ω     24.00 124.00   1.00    4.00    --   54.00  77.00-180.00  100
127  ω     24.00 124.00   1.00    4.00    --   54.00  77.00 -90.00  100
128  ω     24.00 124.00   1.00    4.00    --   54.00  77.00 -60.00  100
129  ω     24.00 124.00   1.00    4.00    --   54.00  77.00 -30.00  100
130  ω     24.00 124.00   1.00    4.00    --   54.00  77.00   0.00  100
131  ω     24.00 124.00   1.00    4.00    --   54.00  77.00  30.00  100
132  φ    120.00 240.00   1.00    4.00   5.77  54.00 -40.00    --   120
133  φ      0.00 120.00   1.00    4.00   5.77  54.00 -40.00    --   120
134  ω     24.00 124.00   1.00    4.00    --   54.00  77.00 120.00  100
135  φ    120.00 240.00   1.00    4.00  53.30  54.00 -60.00    --   120
136  φ      0.00  26.00   1.00    8.00 108.93 108.00 -40.00    --    26
137  φ      0.00 120.00   1.00    8.00  59.77 108.00 -40.00    --   120
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0006821000
_diffrn_orient_matrix_UB_12      0.0670767000
_diffrn_orient_matrix_UB_13      -0.0777940000
_diffrn_orient_matrix_UB_21      0.1849662000
_diffrn_orient_matrix_UB_22      -0.0238713000
_diffrn_orient_matrix_UB_23      -0.0250369000
_diffrn_orient_matrix_UB_31      -0.0787950000
_diffrn_orient_matrix_UB_32      -0.0566143000
_diffrn_orient_matrix_UB_33      -0.0816221000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3239
_reflns_number_total             3356
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.042
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3356
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0269
_refine_ls_restrained_S_all      1.069
_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)+(0.0368P)²+0.8550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0736
_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) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11), C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6)
2.c Idealised Me refined as rotating group with stretchable bonds:
 C12(H12A,H12B,H12C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C13(H13A,H13B,
 H13C), C21(H21A,H21B,H21C), C31(H31A,H31B,H31C)
;
_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
Cl Cl 0.59549(4) 0.74341(2) 0.20711(2) 0.02519(10) Uani 1 1 d . . . . .
P P -0.02873(4) 0.88933(2) 0.07005(2) 0.01352(9) Uani 1 1 d . . . . .
F F -0.41327(11) 0.99301(5) 0.34583(6) 0.02893(19) Uani 1 1 d . . . . .
O21 O 0.35164(17) 0.71295(8) 0.01333(10) 0.0498(4) Uani 1 1 d . . . . .
H21 H 0.421(3) 0.7200(16) 0.063(2) 0.075 Uiso 1 1 d . U . . .
O31 O 0.83891(19) 0.59534(9) 0.22433(11) 0.0540(3) Uani 1 1 d . . . . .
H31 H 0.762(3) 0.6414(16) 0.215(2) 0.081 Uiso 1 1 d . U . . .
C1 C 0.03379(15) 0.96509(7) -0.01419(9) 0.0149(2) Uani 1 1 d . . . . .
C12 C 0.11075(18) 0.79449(9) 0.22257(11) 0.0275(3) Uani 1 1 d . . . . .
H12A H 0.0583(14) 0.8264(4) 0.2712(7) 0.041 Uiso 1 1 calc R U . . .
H12B H 0.2125(11) 0.7689(6) 0.2535(6) 0.041 Uiso 1 1 calc R U . . .
H12C H 0.0288(14) 0.7554(6) 0.1968(3) 0.041 Uiso 1 1 calc R U . . .
C11 C 0.16269(16) 0.84679(7) 0.13670(9) 0.0173(2) Uani 1 1 d . . . . .
H11 H 0.221546 0.812557 0.088678 0.021 Uiso 1 1 calc R U . . .
C7 C -0.14452(15) 0.95750(7) 0.14339(9) 0.0151(2) Uani 1 1 d . . . . .
C9 C -0.33645(17) 0.85982(8) -0.04156(10) 0.0249(3) Uani 1 1 d . . . . .
H9A H -0.3943(10) 0.8908(6) 0.0074(5) 0.037 Uiso 1 1 calc R U . . .
H9B H -0.4175(10) 0.8209(4) -0.0719(8) 0.037 Uiso 1 1 calc R U . . .
H9C H -0.2982(4) 0.8947(6) -0.0934(7) 0.037 Uiso 1 1 calc R U . . .
C2 C 0.13921(15) 0.96635(7) -0.10080(9) 0.0153(2) Uani 1 1 d . . . . .
C3 C 0.23159(16) 0.90499(7) -0.14057(9) 0.0182(2) Uani 1 1 d . . . . .
H3 H 0.231620 0.853940 -0.111119 0.022 Uiso 1 1 calc R U . . .
C8 C -0.17793(16) 0.81760(7) 0.01063(9) 0.0176(2) Uani 1 1 d . . . . .
H8 H -0.220781 0.783616 0.064648 0.021 Uiso 1 1 calc R U . . .
C10 C -0.08714(18) 0.76371(8) -0.06091(10) 0.0239(3) Uani 1 1 d . . . . .
H10A H -0.0526(13) 0.7944(3) -0.1172(7) 0.036 Uiso 1 1 calc R U . . .
H10B H -0.1668(9) 0.7222(6) -0.0851(7) 0.036 Uiso 1 1 calc R U . . .
H10C H 0.0155(13) 0.7403(5) -0.0257(4) 0.036 Uiso 1 1 calc R U . . .
C13 C 0.29083(17) 0.91189(8) 0.17248(11) 0.0248(3) Uani 1 1 d . . . . .
H13A H 0.3264(11) 0.9402(5) 0.1162(6) 0.037 Uiso 1 1 calc R U . . .
H13B H 0.3902(12) 0.8889(2) 0.2081(8) 0.037 Uiso 1 1 calc R U . . .
H13C H 0.2356(7) 0.9471(5) 0.2154(8) 0.037 Uiso 1 1 calc R U . . .
C4 C 0.32436(16) 0.91906(8) -0.22420(10) 0.0201(3) Uani 1 1 d . . . . .
H4 H 0.387258 0.877671 -0.252940 0.024 Uiso 1 1 calc R U . . .
C6 C -0.23768(16) 0.94211(7) 0.22578(9) 0.0177(2) Uani 1 1 d . . . . .
H6 H -0.242605 0.890784 0.254099 0.021 Uiso 1 1 calc R U . . .
C5 C -0.32332(16) 1.00599(8) 0.26449(9) 0.0200(3) Uani 1 1 d . . . . .
C21 C 0.4070(3) 0.64625(11) -0.03721(13) 0.0445(4) Uani 1 1 d . . . . .
H21A H 0.4896(17) 0.6614(2) -0.0819(10) 0.067 Uiso 1 1 calc R U . . .
H21B H 0.3105(13) 0.6226(6) -0.0733(10) 0.067 Uiso 1 1 calc R U . . .
H21C H 0.4582(18) 0.6099(6) 0.0096(6) 0.067 Uiso 1 1 calc R U . . .
C31 C 0.8731(3) 0.57312(13) 0.12713(16) 0.0584(5) Uani 1 1 d . . . . .
H31A H 0.7667(16) 0.5691(10) 0.0866(7) 0.088 Uiso 1 1 calc R U . . .
H31B H 0.931(2) 0.5236(9) 0.1292(2) 0.088 Uiso 1 1 calc R U . . .
H31C H 0.945(2) 0.6116(8) 0.0998(6) 0.088 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P C1 1.7984(12) . ?
P C11 1.8085(12) . ?
P C7 1.7964(12) . ?
P C8 1.8105(12) . ?
F C5 1.3532(14) . ?
O21 H21 0.83(3) . ?
O21 C21 1.400(2) . ?
O31 H31 0.98(3) . ?
O31 C31 1.399(3) . ?
C1 C1 1.358(2) 3_575 ?
C1 C2 1.4663(16) . ?
C12 H12A 0.959(10) . ?
C12 H12B 0.959(10) . ?
C12 H12C 0.959(10) . ?
C12 C11 1.5289(17) . ?
C11 H11 1.0000 . ?
C11 C13 1.5296(18) . ?
C7 C2 1.4118(17) 3_575 ?
C7 C6 1.3864(16) . ?
C9 H9A 0.974(10) . ?
C9 H9B 0.974(10) . ?
C9 H9C 0.974(10) . ?
C9 C8 1.5325(18) . ?
C2 C3 1.3882(17) . ?
C3 H3 0.9500 . ?
C3 C4 1.3948(17) . ?
C8 H8 1.0000 . ?
C8 C10 1.5305(17) . ?
C10 H10A 0.970(10) . ?
C10 H10B 0.970(10) . ?
C10 H10C 0.970(10) . ?
C13 H13A 0.951(10) . ?
C13 H13B 0.951(10) . ?
C13 H13C 0.951(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.3785(19) 3_575 ?
C6 H6 0.9500 . ?
C6 C5 1.3880(18) . ?
C21 H21A 0.942(12) . ?
C21 H21B 0.942(12) . ?
C21 H21C 0.942(12) . ?
C31 H31A 0.947(14) . ?
C31 H31B 0.947(14) . ?
C31 H31C 0.947(14) . ?

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 P C11 110.23(6) . . ?
C1 P C8 113.25(6) . . ?
C11 P C8 114.30(6) . . ?
C7 P C1 93.04(6) . . ?
C7 P C11 113.92(6) . . ?
C7 P C8 110.30(6) . . ?
C21 O21 H21 107.8(18) . . ?
C31 O31 H31 104.6(15) . . ?
C1 C1 P 108.56(11) 3_575 . ?
C1 C1 C2 117.16(13) 3_575 . ?
C2 C1 P 134.27(9) . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
P C11 H11 107.8 . . ?
C12 C11 P 110.52(9) . . ?
C12 C11 H11 107.8 . . ?
C12 C11 C13 112.48(11) . . ?
C13 C11 P 110.23(9) . . ?
C13 C11 H11 107.8 . . ?
C2 C7 P 109.55(9) 3_575 . ?
C6 C7 P 128.58(10) . . ?
C6 C7 C2 121.75(11) . 3_575 ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
C7 C2 C1 111.59(10) 3_575 . ?
C3 C2 C1 128.61(11) . . ?
C3 C2 C7 119.78(11) . 3_575 ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.32(11) . . ?
C4 C3 H3 120.3 . . ?
P C8 H8 107.6 . . ?
C9 C8 P 109.89(9) . . ?
C9 C8 H8 107.6 . . ?
C10 C8 P 111.73(9) . . ?
C10 C8 C9 112.24(11) . . ?
C10 C8 H8 107.6 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
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 . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.93(11) 3_575 . ?
C5 C4 H4 120.5 3_575 . ?
C7 C6 H6 121.9 . . ?
C7 C6 C5 116.15(11) . . ?
C5 C6 H6 121.9 . . ?
F C5 C4 118.47(11) . 3_575 ?
F C5 C6 117.49(11) . . ?
C4 C5 C6 124.02(11) 3_575 . ?
O21 C21 H21A 109.5 . . ?
O21 C21 H21B 109.5 . . ?
O21 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O31 C31 H31A 109.5 . . ?
O31 C31 H31B 109.5 . . ?
O31 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O21 H21 Cl 0.83(3) 2.29(3) 3.1195(13) 176(2) . yes
O31 H31 Cl 0.98(3) 2.15(3) 3.1259(14) 176(2) . yes
C11 H11 O21 1.00 2.24 3.2176(17) 165.1 . yes
C8 H8 Cl 1.00 2.55 3.5007(12) 157.9 1_455 yes
C10 H10C O21 0.97 2.64 3.5454(18) 156.1 . yes
C13 H13B Cl 0.95 2.93 3.6966(14) 139.0 . yes
C4 H4 Cl 0.95 2.68 3.6142(13) 167.4 4_575 yes
C6 H6 Cl 0.95 2.84 3.6020(13) 138.3 1_455 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
P C1 C2 C7 178.45(10) . . . 3_575 ?
P C1 C2 C3 -3.4(2) . . . . ?
P C7 C6 C5 -176.31(9) . . . . ?
C1 P C11 C12 168.81(9) . . . . ?
C1 P C11 C13 43.85(10) . . . . ?
C1 P C7 C2 2.36(9) . . . 3_575 ?
C1 P C7 C6 178.34(12) . . . . ?
C1 P C8 C9 -53.79(10) . . . . ?
C1 P C8 C10 71.48(10) . . . . ?
C1 C1 C2 C7 -2.86(18) 3_575 . . 3_575 ?
C1 C1 C2 C3 175.32(14) 3_575 . . . ?
C1 C2 C3 C4 -179.97(12) . . . . ?
C11 P C1 C1 -117.68(12) . . . 3_575 ?
C11 P C1 C2 61.09(13) . . . . ?
C11 P C7 C2 116.08(9) . . . 3_575 ?
C11 P C7 C6 -67.94(13) . . . . ?
C11 P C8 C9 178.84(8) . . . . ?
C11 P C8 C10 -55.89(11) . . . . ?
C7 P C1 C1 -0.79(12) . . . 3_575 ?
C7 P C1 C2 177.98(12) . . . . ?
C7 P C11 C12 65.79(11) . . . . ?
C7 P C11 C13 -59.17(10) . . . . ?
C7 P C8 C9 48.94(10) . . . . ?
C7 P C8 C10 174.22(9) . . . . ?
C7 C2 C3 C4 -1.92(18) 3_575 . . . ?
C7 C6 C5 F -179.06(11) . . . . ?
C7 C6 C5 C4 2.04(19) . . . 3_575 ?
C2 C7 C6 C5 -0.76(18) 3_575 . . . ?
C2 C3 C4 C5 0.73(19) . . . 3_575 ?
C8 P C1 C1 112.85(12) . . . 3_575 ?
C8 P C1 C2 -68.38(13) . . . . ?
C8 P C11 C12 -62.29(11) . . . . ?
C8 P C11 C13 172.75(9) . . . . ?
C8 P C7 C2 -113.82(9) . . . 3_575 ?
C8 P C7 C6 62.16(13) . . . . ?

_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 1.155
_oxdiff_exptl_absorpt_empirical_full_min 0.893
####################################################################### 
# 
# 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_ba_para_chloro
_database_code_depnum_ccdc_archive 'CCDC 2224634'
loop_
_audit_author_name
_audit_author_address
'Joachim Ballmann'
;University of Heidelberg
Germany
;
_audit_update_record             
;
2022-12-06 deposited with the CCDC.	2023-07-17 downloaded from the CCDC.
;
_audit_creation_date             2022-11-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
joachim.ballmann@uni-heidelberg.de
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C26 H34 Cl2 P2), 4(Cl), 3(H2 O)'
_chemical_formula_sum            'C52 H74 Cl8 O3 P4'
_chemical_formula_weight         1154.59
_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                   11.9371(8)
_cell_length_b                   15.3069(7)
_cell_length_c                   17.4558(6)
_cell_angle_alpha                78.259(4)
_cell_angle_beta                 76.680(4)
_cell_angle_gamma                69.650(5)
_cell_volume                     2883.3(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13246
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      32.2030
_cell_measurement_theta_min      2.6220
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.881
_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.51a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1212
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -3 -23 0.0318
-17 -8 -2 0.0442
-15 1 -7 0.0245
3 -5 22 0.0244
0 -20 -5 0.0899
2 2 -23 0.0182
-1 3 23 0.0318
1 17 -10 0.0998
-2 -2 23 0.0142
16 6 1 0.0403
3 -16 11 0.0675

_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.4657 -2.5964 -23.3547 -0.0236 0.9038 -0.4273
-16.6007 -8.2723 -1.9699 0.9708 -0.1438 0.1920
-15.4103 0.7989 -7.1303 0.9354 -0.1396 -0.3248
3.0071 -4.8424 22.2148 -0.2542 -0.5903 0.7661
-0.1625 -20.2266 -5.3660 -0.0189 0.6360 0.7715
1.5487 1.9428 -22.8593 -0.0200 0.7868 -0.6169
-1.4657 2.5964 23.3547 0.0236 -0.9038 0.4273
0.6263 17.0159 -10.4147 0.0309 -0.0052 -0.9995
-1.5522 -2.3287 22.7638 0.0197 -0.7749 0.6318
16.4564 6.4646 0.5437 -0.9620 0.2304 -0.1466
3.0978 -15.5622 10.5434 -0.2487 0.0574 0.9669

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0886
_diffrn_reflns_av_unetI/netI     0.0954
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            92290
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.155
_diffrn_reflns_theta_min         2.378
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00  45.00   0.50   30.00    --  -25.00  77.00 -90.00  200
  2  ω    -41.00  57.00   0.50   30.00    --   31.15 -38.00   0.00  196
  3  ω    -20.00  73.00   0.50   30.00    --   31.15 -99.00 150.00  186
  4  ω    -41.00  57.00   0.50   30.00    --   31.15 -38.00 150.00  196
  5  ω      1.00 101.00   0.50   30.00    --   31.15  77.00-120.00  200
  6  ω    -20.00  73.00   0.50   30.00    --   31.15 -99.00  60.00  186
  7  ω    -20.00  73.00   0.50   30.00    --   31.15 -99.00-180.00  186
  8  ω    -20.00  73.00   0.50   30.00    --   31.15 -99.00 -60.00  186
  9  ω     11.00 100.00   0.50   30.00    --   31.15  57.00   0.00  178
 10  ω      6.00 104.00   0.50   30.00    --   31.15  38.00 150.00  196
 11  ω    -20.00  73.00   0.50   30.00    --   31.15 -99.00   0.00  186
 12  ω      6.00 104.00   0.50   30.00    --   31.15  38.00 -60.00  196
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0592212000
_diffrn_orient_matrix_UB_12      0.0021915000
_diffrn_orient_matrix_UB_13      -0.0029506000
_diffrn_orient_matrix_UB_21      0.0239547000
_diffrn_orient_matrix_UB_22      -0.0224278000
_diffrn_orient_matrix_UB_23      -0.0347024000
_diffrn_orient_matrix_UB_31      0.0077914000
_diffrn_orient_matrix_UB_32      -0.0445011000
_diffrn_orient_matrix_UB_33      0.0237319000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                14083
_reflns_number_total             22576
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.51a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.51a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.51a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.692
_refine_diff_density_min         -0.482
_refine_diff_density_rms         0.098
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     644
_refine_ls_number_reflns         22576
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1079
_refine_ls_R_factor_gt           0.0571
_refine_ls_restrained_S_all      1.041
_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)+(0.0387P)²+0.1284P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1081
_refine_ls_wR_factor_ref         0.1304
_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
2. Restrained distances
 H63E-O63 \\sim O63-H63D
 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C15(H15), C18(H18), C21(H21), C24(H24), C38(H38), C41(H41), C58(H58), C61(H61)
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C11(H11), C13(H13), C14(H14), C34(H34), C36(H36),
 C37(H37), C54(H54), C56(H56), C57(H57)
3.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C25(H25A,H25B,H25C), C26(H26A,
 H26B,H26C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C), C42(H42A,H42B,H42C),
 C43(H43A,H43B,H43C), C59(H59A,H59B,H59C), C60(H60A,H60B,H60C), C62(H62A,H62B,
 H62C), C63(H63A,H63B,H63C)
;
_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
Cl1 Cl 0.89788(5) 0.93452(4) -0.20045(3) 0.02588(12) Uani 1 1 d . . . . .
Cl2 Cl 0.13430(5) 0.56453(4) 0.19815(3) 0.02712(12) Uani 1 1 d . . . . .
P1 P 0.67379(5) 0.72631(4) 0.04676(3) 0.01415(10) Uani 1 1 d . . . . .
P2 P 0.35730(5) 0.77572(4) -0.04929(3) 0.01417(10) Uani 1 1 d . . . . .
C1 C 0.52611(18) 0.72835(13) 0.03636(11) 0.0149(4) Uani 1 1 d . . . . .
C2 C 0.49883(18) 0.78051(14) -0.03425(11) 0.0159(4) Uani 1 1 d . . . . .
C3 C 0.58798(18) 0.82467(14) -0.08219(11) 0.0160(4) Uani 1 1 d . . . . .
C4 C 0.5819(2) 0.88139(14) -0.15512(11) 0.0187(4) Uani 1 1 d . . . . .
H4 H 0.513340 0.896393 -0.179985 0.022 Uiso 1 1 calc R U . . .
C5 C 0.6782(2) 0.91609(14) -0.19142(12) 0.0199(4) Uani 1 1 d . . . . .
H5 H 0.675407 0.955282 -0.241165 0.024 Uiso 1 1 calc R U . . .
C6 C 0.77716(19) 0.89305(14) -0.15455(12) 0.0178(4) Uani 1 1 d . . . . .
C7 C 0.78628(19) 0.83581(13) -0.08139(11) 0.0167(4) Uani 1 1 d . . . . .
H7 H 0.855625 0.820358 -0.057257 0.020 Uiso 1 1 calc R U . . .
C8 C 0.69019(18) 0.80264(13) -0.04564(11) 0.0150(4) Uani 1 1 d . . . . .
C9 C 0.43599(18) 0.68562(13) 0.08367(11) 0.0143(4) Uani 1 1 d . . . . .
C10 C 0.33645(19) 0.70332(13) 0.04510(11) 0.0149(4) Uani 1 1 d . . . . .
C11 C 0.24320(19) 0.66636(14) 0.07934(11) 0.0173(4) Uani 1 1 d . . . . .
H11 H 0.176998 0.677535 0.053194 0.021 Uiso 1 1 calc R U . . .
C12 C 0.24994(19) 0.61190(14) 0.15388(11) 0.0177(4) Uani 1 1 d . . . . .
C13 C 0.3452(2) 0.59490(14) 0.19329(12) 0.0191(4) Uani 1 1 d . . . . .
H13 H 0.346394 0.558105 0.244153 0.023 Uiso 1 1 calc R U . . .
C14 C 0.43932(19) 0.63178(14) 0.15828(11) 0.0179(4) Uani 1 1 d . . . . .
H14 H 0.505028 0.620366 0.184951 0.021 Uiso 1 1 calc R U . . .
C15 C 0.3902(2) 0.71720(15) -0.13687(11) 0.0196(4) Uani 1 1 d . . . . .
H15 H 0.447770 0.743981 -0.177724 0.024 Uiso 1 1 calc R U . . .
C16 C 0.2806(2) 0.7322(2) -0.17466(15) 0.0415(7) Uani 1 1 d . . . . .
H16A H 0.306836 0.699668 -0.221710 0.062 Uiso 1 1 calc R U . . .
H16B H 0.243013 0.799631 -0.190275 0.062 Uiso 1 1 calc R U . . .
H16C H 0.221624 0.707000 -0.136275 0.062 Uiso 1 1 calc R U . . .
C17 C 0.4568(3) 0.61342(19) -0.11611(17) 0.0574(10) Uani 1 1 d . . . . .
H17A H 0.403035 0.584328 -0.076320 0.086 Uiso 1 1 calc R U . . .
H17B H 0.528852 0.606447 -0.094586 0.086 Uiso 1 1 calc R U . . .
H17C H 0.481581 0.582512 -0.164015 0.086 Uiso 1 1 calc R U . . .
C18 C 0.24745(19) 0.89300(14) -0.05406(12) 0.0177(4) Uani 1 1 d . . . . .
H18 H 0.268422 0.928399 -0.107216 0.021 Uiso 1 1 calc R U . . .
C19 C 0.2559(2) 0.94502(16) 0.00955(14) 0.0292(5) Uani 1 1 d . . . . .
H19A H 0.239895 0.909846 0.062202 0.044 Uiso 1 1 calc R U . . .
H19B H 0.195842 1.007919 0.006754 0.044 Uiso 1 1 calc R U . . .
H19C H 0.337443 0.950594 0.000408 0.044 Uiso 1 1 calc R U . . .
C20 C 0.1168(2) 0.89179(17) -0.04549(15) 0.0317(5) Uani 1 1 d . . . . .
H20A H 0.114605 0.851343 -0.081666 0.048 Uiso 1 1 calc R U . . .
H20B H 0.063523 0.955844 -0.058706 0.048 Uiso 1 1 calc R U . . .
H20C H 0.088905 0.867428 0.009351 0.048 Uiso 1 1 calc R U . . .
C21 C 0.78546(19) 0.61104(14) 0.04170(12) 0.0193(4) Uani 1 1 d . . . . .
H21 H 0.867006 0.620225 0.029337 0.023 Uiso 1 1 calc R U . . .
C22 C 0.7803(2) 0.54557(16) 0.12055(14) 0.0337(6) Uani 1 1 d . . . . .
H22A H 0.787106 0.575997 0.162784 0.050 Uiso 1 1 calc R U . . .
H22B H 0.847519 0.486646 0.115806 0.050 Uiso 1 1 calc R U . . .
H22C H 0.703061 0.532172 0.133523 0.050 Uiso 1 1 calc R U . . .
C23 C 0.7758(2) 0.56802(16) -0.02713(13) 0.0288(5) Uani 1 1 d . . . . .
H23A H 0.698216 0.555329 -0.016194 0.043 Uiso 1 1 calc R U . . .
H23B H 0.842606 0.509092 -0.033149 0.043 Uiso 1 1 calc R U . . .
H23C H 0.780358 0.612022 -0.076233 0.043 Uiso 1 1 calc R U . . .
C24 C 0.66294(19) 0.78073(15) 0.13262(11) 0.0188(4) Uani 1 1 d . . . . .
H24 H 0.640859 0.738699 0.181395 0.023 Uiso 1 1 calc R U . . .
C25 C 0.7853(2) 0.79059(18) 0.13593(13) 0.0294(5) Uani 1 1 d . . . . .
H25A H 0.810539 0.829579 0.087647 0.044 Uiso 1 1 calc R U . . .
H25B H 0.846433 0.728206 0.139738 0.044 Uiso 1 1 calc R U . . .
H25C H 0.777148 0.820280 0.182519 0.044 Uiso 1 1 calc R U . . .
C26 C 0.5612(2) 0.87545(16) 0.13172(13) 0.0280(5) Uani 1 1 d . . . . .
H26A H 0.560522 0.907023 0.175440 0.042 Uiso 1 1 calc R U . . .
H26B H 0.483000 0.864906 0.138089 0.042 Uiso 1 1 calc R U . . .
H26C H 0.575208 0.914956 0.081041 0.042 Uiso 1 1 calc R U . . .
Cl31 Cl -0.04086(5) 1.17676(4) 0.80013(3) 0.02758(12) Uani 1 1 d . . . . .
P31 P 0.16333(5) 0.98207(3) 0.53930(3) 0.01224(10) Uani 1 1 d . . . . .
C31 C -0.05689(17) 1.02533(13) 0.51599(11) 0.0134(4) Uani 1 1 d . . . . .
C32 C -0.06868(17) 1.06937(13) 0.58569(11) 0.0124(3) Uani 1 1 d . . . . .
C33 C 0.04511(18) 1.05208(13) 0.60682(11) 0.0142(4) Uani 1 1 d . . . . .
C34 C 0.05548(18) 1.08492(13) 0.67267(11) 0.0157(4) Uani 1 1 d . . . . .
H34 H 0.132173 1.072527 0.687024 0.019 Uiso 1 1 calc R U . . .
C35 C -0.05108(19) 1.13663(14) 0.71656(11) 0.0161(4) Uani 1 1 d . . . . .
C36 C -0.16414(18) 1.15538(13) 0.69699(11) 0.0161(4) Uani 1 1 d . . . . .
H36 H -0.235014 1.191659 0.728046 0.019 Uiso 1 1 calc R U . . .
C37 C -0.17334(18) 1.12063(13) 0.63134(11) 0.0153(4) Uani 1 1 d . . . . .
H37 H -0.250515 1.132014 0.618108 0.018 Uiso 1 1 calc R U . . .
C38 C 0.26088(18) 1.04505(14) 0.47595(11) 0.0158(4) Uani 1 1 d . . . . .
H38 H 0.318909 1.002700 0.437549 0.019 Uiso 1 1 calc R U . . .
C39 C 0.3353(2) 1.06797(16) 0.52540(13) 0.0243(5) Uani 1 1 d . . . . .
H39A H 0.280684 1.110901 0.562655 0.036 Uiso 1 1 calc R U . . .
H39B H 0.392271 1.097857 0.490034 0.036 Uiso 1 1 calc R U . . .
H39C H 0.380601 1.009813 0.555125 0.036 Uiso 1 1 calc R U . . .
C40 C 0.1875(2) 1.13318(16) 0.42781(14) 0.0273(5) Uani 1 1 d . . . . .
H40A H 0.145619 1.114922 0.394633 0.041 Uiso 1 1 calc R U . . .
H40B H 0.242363 1.165982 0.393863 0.041 Uiso 1 1 calc R U . . .
H40C H 0.127712 1.174988 0.464143 0.041 Uiso 1 1 calc R U . . .
C41 C 0.24372(18) 0.87048(13) 0.59121(11) 0.0152(4) Uani 1 1 d . . . . .
H41 H 0.274685 0.884540 0.634359 0.018 Uiso 1 1 calc R U . . .
C42 C 0.35332(19) 0.81447(15) 0.53667(12) 0.0217(4) Uani 1 1 d . . . . .
H42A H 0.325745 0.797540 0.494683 0.033 Uiso 1 1 calc R U . . .
H42B H 0.397967 0.757143 0.567618 0.033 Uiso 1 1 calc R U . . .
H42C H 0.406604 0.852779 0.512693 0.033 Uiso 1 1 calc R U . . .
C43 C 0.1562(2) 0.81440(15) 0.63097(13) 0.0240(5) Uani 1 1 d . . . . .
H43A H 0.089795 0.851555 0.667541 0.036 Uiso 1 1 calc R U . . .
H43B H 0.199923 0.755453 0.660573 0.036 Uiso 1 1 calc R U . . .
H43C H 0.123051 0.800390 0.590192 0.036 Uiso 1 1 calc R U . . .
Cl51 Cl 1.01206(5) 0.32545(4) 0.20491(3) 0.02170(11) Uani 1 1 d . . . . .
P51 P 0.83158(5) 0.51674(4) 0.46822(3) 0.01301(10) Uani 1 1 d . . . . .
C51 C 1.05572(17) 0.47410(13) 0.48295(11) 0.0136(4) Uani 1 1 d . . . . .
C52 C 1.06106(18) 0.42855(13) 0.41516(11) 0.0138(4) Uani 1 1 d . . . . .
C53 C 0.94378(18) 0.44470(13) 0.39984(11) 0.0139(4) Uani 1 1 d . . . . .
C54 C 0.92663(18) 0.41296(13) 0.33549(11) 0.0158(4) Uani 1 1 d . . . . .
H54 H 0.847794 0.425050 0.324628 0.019 Uiso 1 1 calc R U . . .
C55 C 1.03087(19) 0.36234(13) 0.28739(11) 0.0156(4) Uani 1 1 d . . . . .
C56 C 1.14620(19) 0.34492(14) 0.30220(11) 0.0165(4) Uani 1 1 d . . . . .
H56 H 1.214822 0.309564 0.268876 0.020 Uiso 1 1 calc R U . . .
C57 C 1.16221(18) 0.37906(13) 0.36592(11) 0.0154(4) Uani 1 1 d . . . . .
H57 H 1.241428 0.368499 0.375385 0.019 Uiso 1 1 calc R U . . .
C58 C 0.73453(19) 0.45646(14) 0.53779(11) 0.0180(4) Uani 1 1 d . . . . .
H58 H 0.675498 0.502288 0.573075 0.022 Uiso 1 1 calc R U . . .
C59 C 0.8093(2) 0.37447(16) 0.59027(14) 0.0305(5) Uani 1 1 d . . . . .
H59A H 0.872972 0.331341 0.556686 0.046 Uiso 1 1 calc R U . . .
H59B H 0.756296 0.340868 0.625435 0.046 Uiso 1 1 calc R U . . .
H59C H 0.846505 0.398666 0.622306 0.046 Uiso 1 1 calc R U . . .
C60 C 0.6622(2) 0.42437(19) 0.49395(14) 0.0339(6) Uani 1 1 d . . . . .
H60A H 0.615910 0.478554 0.460864 0.051 Uiso 1 1 calc R U . . .
H60B H 0.606289 0.396239 0.532600 0.051 Uiso 1 1 calc R U . . .
H60C H 0.717972 0.377678 0.460215 0.051 Uiso 1 1 calc R U . . .
C61 C 0.75027(18) 0.62698(14) 0.41507(11) 0.0162(4) Uani 1 1 d . . . . .
H61 H 0.702757 0.612101 0.382035 0.019 Uiso 1 1 calc R U . . .
C62 C 0.6603(2) 0.69336(15) 0.47116(12) 0.0252(5) Uani 1 1 d . . . . .
H62A H 0.607530 0.660819 0.508008 0.038 Uiso 1 1 calc R U . . .
H62B H 0.610980 0.748331 0.440411 0.038 Uiso 1 1 calc R U . . .
H62C H 0.704470 0.713780 0.501275 0.038 Uiso 1 1 calc R U . . .
C63 C 0.8387(2) 0.67316(17) 0.35812(15) 0.0379(7) Uani 1 1 d . . . . .
H63A H 0.886040 0.689615 0.388726 0.057 Uiso 1 1 calc R U . . .
H63B H 0.793025 0.730211 0.327423 0.057 Uiso 1 1 calc R U . . .
H63C H 0.893690 0.629151 0.321817 0.057 Uiso 1 1 calc R U . . .
Cl61 Cl 1.03558(5) 0.68095(4) -0.02559(3) 0.02478(12) Uani 1 1 d . . . . .
Cl62 Cl 0.47475(5) 0.39011(4) 0.33091(3) 0.02411(11) Uani 1 1 d . . . . .
Cl63 Cl 0.47822(5) 0.72600(4) 0.31848(3) 0.02536(12) Uani 1 1 d . . . . .
Cl64 Cl 0.66512(5) 1.02676(4) 0.26260(3) 0.02447(12) Uani 1 1 d . . . . .
O61 O 0.4329(2) 0.19505(18) 0.33163(15) 0.0524(6) Uani 1 1 d . . . . .
H61A H 0.457(3) 0.238(2) 0.3270(18) 0.050(10) Uiso 1 1 d . . . . .
H61B H 0.496(3) 0.149(2) 0.316(2) 0.065(11) Uiso 1 1 d . . . . .
O62 O 0.64442(17) 0.51706(15) 0.30525(11) 0.0321(4) Uani 1 1 d . . . . .
H62D H 0.603(3) 0.4828(19) 0.3089(15) 0.036(8) Uiso 1 1 d . . . . .
H62E H 0.588(3) 0.572(2) 0.309(2) 0.069(12) Uiso 1 1 d . . . . .
O63 O 0.45636(18) 0.93055(14) 0.34478(11) 0.0335(4) Uani 1 1 d D . . . .
H63D H 0.470(3) 0.8814(14) 0.3348(17) 0.043(9) Uiso 1 1 d D . . . .
H63E H 0.511(2) 0.947(2) 0.3260(16) 0.041(9) Uiso 1 1 d 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
Cl1 C6 1.737(2) . ?
Cl2 C12 1.734(2) . ?
P1 C1 1.802(2) . ?
P1 C8 1.8031(19) . ?
P1 C21 1.809(2) . ?
P1 C24 1.817(2) . ?
P2 C2 1.796(2) . ?
P2 C10 1.8069(19) . ?
P2 C15 1.825(2) . ?
P2 C18 1.817(2) . ?
C1 C2 1.366(3) . ?
C1 C9 1.458(3) . ?
C2 C3 1.466(3) . ?
C3 C4 1.389(3) . ?
C3 C8 1.412(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.399(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(3) . ?
C6 C7 1.397(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.382(3) . ?
C9 C10 1.417(3) . ?
C9 C14 1.393(3) . ?
C10 C11 1.382(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.398(3) . ?
C12 C13 1.384(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.392(3) . ?
C14 H14 0.9500 . ?
C15 H15 1.0000 . ?
C15 C16 1.525(3) . ?
C15 C17 1.519(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 1.0000 . ?
C18 C19 1.531(3) . ?
C18 C20 1.539(3) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 1.0000 . ?
C21 C22 1.531(3) . ?
C21 C23 1.526(3) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24 1.0000 . ?
C24 C25 1.535(3) . ?
C24 C26 1.533(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
Cl31 C35 1.7376(19) . ?
P31 C31 1.8078(19) 2_576 ?
P31 C33 1.796(2) . ?
P31 C38 1.8061(19) . ?
P31 C41 1.8139(19) . ?
C31 C31 1.361(4) 2_576 ?
C31 C32 1.464(3) . ?
C32 C33 1.412(3) . ?
C32 C37 1.388(3) . ?
C33 C34 1.390(3) . ?
C34 H34 0.9500 . ?
C34 C35 1.389(3) . ?
C35 C36 1.387(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.398(3) . ?
C37 H37 0.9500 . ?
C38 H38 1.0000 . ?
C38 C39 1.533(3) . ?
C38 C40 1.533(3) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41 1.0000 . ?
C41 C42 1.527(3) . ?
C41 C43 1.535(3) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
Cl51 C55 1.7349(19) . ?
P51 C51 1.807(2) 2_766 ?
P51 C53 1.791(2) . ?
P51 C58 1.8186(19) . ?
P51 C61 1.814(2) . ?
C51 C51 1.359(4) 2_766 ?
C51 C52 1.470(3) . ?
C52 C53 1.413(3) . ?
C52 C57 1.386(3) . ?
C53 C54 1.392(3) . ?
C54 H54 0.9500 . ?
C54 C55 1.402(3) . ?
C55 C56 1.383(3) . ?
C56 H56 0.9500 . ?
C56 C57 1.397(3) . ?
C57 H57 0.9500 . ?
C58 H58 1.0000 . ?
C58 C59 1.530(3) . ?
C58 C60 1.525(3) . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 H61 1.0000 . ?
C61 C62 1.518(3) . ?
C61 C63 1.534(3) . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
O61 H61A 0.79(3) . ?
O61 H61B 0.87(4) . ?
O62 H62D 0.82(3) . ?
O62 H62E 0.88(4) . ?
O63 H63D 0.759(18) . ?
O63 H63E 0.764(18) . ?

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 P1 C8 92.40(9) . . ?
C1 P1 C21 112.51(9) . . ?
C1 P1 C24 110.64(10) . . ?
C8 P1 C21 111.17(9) . . ?
C8 P1 C24 112.75(9) . . ?
C21 P1 C24 115.21(10) . . ?
C2 P2 C10 92.38(9) . . ?
C2 P2 C15 107.06(10) . . ?
C2 P2 C18 109.73(9) . . ?
C10 P2 C15 115.44(9) . . ?
C10 P2 C18 113.76(9) . . ?
C18 P2 C15 115.57(9) . . ?
C2 C1 P1 109.12(14) . . ?
C2 C1 C9 115.97(17) . . ?
C9 C1 P1 134.86(14) . . ?
C1 C2 P2 109.76(14) . . ?
C1 C2 C3 116.66(17) . . ?
C3 C2 P2 133.54(14) . . ?
C4 C3 C2 128.15(19) . . ?
C4 C3 C8 120.17(18) . . ?
C8 C3 C2 111.68(16) . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 118.98(19) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.61(18) . . ?
C6 C5 H5 120.2 . . ?
C5 C6 Cl1 119.59(15) . . ?
C5 C6 C7 122.77(19) . . ?
C7 C6 Cl1 117.62(16) . . ?
C6 C7 H7 121.4 . . ?
C8 C7 C6 117.19(19) . . ?
C8 C7 H7 121.4 . . ?
C3 C8 P1 110.07(14) . . ?
C7 C8 P1 128.63(15) . . ?
C7 C8 C3 121.27(17) . . ?
C10 C9 C1 112.46(16) . . ?
C14 C9 C1 127.75(18) . . ?
C14 C9 C10 119.79(18) . . ?
C9 C10 P2 109.36(14) . . ?
C11 C10 P2 129.41(15) . . ?
C11 C10 C9 121.22(17) . . ?
C10 C11 H11 121.2 . . ?
C10 C11 C12 117.52(18) . . ?
C12 C11 H11 121.2 . . ?
C11 C12 Cl2 118.49(16) . . ?
C13 C12 Cl2 119.19(15) . . ?
C13 C12 C11 122.32(18) . . ?
C12 C13 H13 120.0 . . ?
C12 C13 C14 119.92(18) . . ?
C14 C13 H13 120.0 . . ?
C9 C14 H14 120.4 . . ?
C13 C14 C9 119.23(18) . . ?
C13 C14 H14 120.4 . . ?
P2 C15 H15 106.9 . . ?
C16 C15 P2 115.03(16) . . ?
C16 C15 H15 106.9 . . ?
C17 C15 P2 108.89(15) . . ?
C17 C15 H15 106.9 . . ?
C17 C15 C16 111.7(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
P2 C18 H18 107.9 . . ?
C19 C18 P2 110.17(15) . . ?
C19 C18 H18 107.9 . . ?
C19 C18 C20 110.22(19) . . ?
C20 C18 P2 112.60(14) . . ?
C20 C18 H18 107.9 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
P1 C21 H21 106.9 . . ?
C22 C21 P1 113.08(16) . . ?
C22 C21 H21 106.9 . . ?
C23 C21 P1 110.27(15) . . ?
C23 C21 H21 106.9 . . ?
C23 C21 C22 112.43(18) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
P1 C24 H24 107.9 . . ?
C25 C24 P1 110.97(15) . . ?
C25 C24 H24 107.9 . . ?
C26 C24 P1 109.83(14) . . ?
C26 C24 H24 107.9 . . ?
C26 C24 C25 112.16(18) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C31 P31 C41 114.26(9) 2_576 . ?
C33 P31 C31 92.70(9) . 2_576 ?
C33 P31 C38 113.38(9) . . ?
C33 P31 C41 110.99(9) . . ?
C38 P31 C31 109.54(9) . 2_576 ?
C38 P31 C41 114.15(9) . . ?
C31 C31 P31 108.57(19) 2_576 2_576 ?
C31 C31 C32 117.1(2) 2_576 . ?
C32 C31 P31 134.33(14) . 2_576 ?
C33 C32 C31 111.71(17) . . ?
C37 C32 C31 128.72(18) . . ?
C37 C32 C33 119.55(17) . . ?
C32 C33 P31 109.92(14) . . ?
C34 C33 P31 128.36(16) . . ?
C34 C33 C32 121.70(18) . . ?
C33 C34 H34 121.4 . . ?
C35 C34 C33 117.15(18) . . ?
C35 C34 H34 121.4 . . ?
C34 C35 Cl31 118.06(16) . . ?
C36 C35 Cl31 119.42(15) . . ?
C36 C35 C34 122.51(18) . . ?
C35 C36 H36 120.2 . . ?
C35 C36 C37 119.70(18) . . ?
C37 C36 H36 120.2 . . ?
C32 C37 C36 119.38(19) . . ?
C32 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
P31 C38 H38 107.8 . . ?
C39 C38 P31 110.15(14) . . ?
C39 C38 H38 107.8 . . ?
C40 C38 P31 111.00(14) . . ?
C40 C38 H38 107.8 . . ?
C40 C38 C39 112.24(17) . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C38 C40 H40A 109.5 . . ?
C38 C40 H40B 109.5 . . ?
C38 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
P31 C41 H41 107.4 . . ?
C42 C41 P31 111.82(13) . . ?
C42 C41 H41 107.4 . . ?
C42 C41 C43 112.24(17) . . ?
C43 C41 P31 110.23(14) . . ?
C43 C41 H41 107.4 . . ?
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 . . ?
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 . . ?
C51 P51 C58 109.88(9) 2_766 . ?
C51 P51 C61 113.95(9) 2_766 . ?
C53 P51 C51 92.71(9) . 2_766 ?
C53 P51 C58 113.99(9) . . ?
C53 P51 C61 110.10(9) . . ?
C61 P51 C58 114.36(10) . . ?
C51 C51 P51 108.70(19) 2_766 2_766 ?
C51 C51 C52 117.0(2) 2_766 . ?
C52 C51 P51 134.24(15) . 2_766 ?
C53 C52 C51 111.34(17) . . ?
C57 C52 C51 128.76(18) . . ?
C57 C52 C53 119.82(17) . . ?
C52 C53 P51 110.20(14) . . ?
C54 C53 P51 128.00(16) . . ?
C54 C53 C52 121.60(18) . . ?
C53 C54 H54 121.5 . . ?
C53 C54 C55 117.05(18) . . ?
C55 C54 H54 121.5 . . ?
C54 C55 Cl51 117.87(15) . . ?
C56 C55 Cl51 120.05(15) . . ?
C56 C55 C54 122.03(18) . . ?
C55 C56 H56 119.8 . . ?
C55 C56 C57 120.31(19) . . ?
C57 C56 H56 119.8 . . ?
C52 C57 C56 119.17(19) . . ?
C52 C57 H57 120.4 . . ?
C56 C57 H57 120.4 . . ?
P51 C58 H58 107.8 . . ?
C59 C58 P51 110.60(15) . . ?
C59 C58 H58 107.8 . . ?
C60 C58 P51 110.79(14) . . ?
C60 C58 H58 107.8 . . ?
C60 C58 C59 111.80(19) . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?
C58 C60 H60A 109.5 . . ?
C58 C60 H60B 109.5 . . ?
C58 C60 H60C 109.5 . . ?
H60A C60 H60B 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
P51 C61 H61 107.3 . . ?
C62 C61 P51 111.96(14) . . ?
C62 C61 H61 107.3 . . ?
C62 C61 C63 111.68(18) . . ?
C63 C61 P51 110.91(15) . . ?
C63 C61 H61 107.3 . . ?
C61 C62 H62A 109.5 . . ?
C61 C62 H62B 109.5 . . ?
C61 C62 H62C 109.5 . . ?
H62A C62 H62B 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
C61 C63 H63A 109.5 . . ?
C61 C63 H63B 109.5 . . ?
C61 C63 H63C 109.5 . . ?
H63A C63 H63B 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
H61A O61 H61B 105(3) . . ?
H62D O62 H62E 101(3) . . ?
H63D O63 H63E 108(3) . . ?

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
Cl1 C6 C7 C8 -179.54(15) . . . . ?
Cl2 C12 C13 C14 179.48(16) . . . . ?
P1 C1 C2 P2 175.49(10) . . . . ?
P1 C1 C2 C3 -2.5(2) . . . . ?
P1 C1 C9 C10 -174.88(17) . . . . ?
P1 C1 C9 C14 4.6(3) . . . . ?
P2 C2 C3 C4 3.3(3) . . . . ?
P2 C2 C3 C8 -176.21(16) . . . . ?
P2 C10 C11 C12 179.90(16) . . . . ?
C1 P1 C8 C3 -1.80(16) . . . . ?
C1 P1 C8 C7 -179.81(19) . . . . ?
C1 P1 C21 C22 -81.56(18) . . . . ?
C1 P1 C21 C23 45.27(17) . . . . ?
C1 P1 C24 C25 -172.83(15) . . . . ?
C1 P1 C24 C26 -48.24(17) . . . . ?
C1 C2 C3 C4 -179.3(2) . . . . ?
C1 C2 C3 C8 1.2(3) . . . . ?
C1 C9 C10 P2 -1.2(2) . . . . ?
C1 C9 C10 C11 178.05(18) . . . . ?
C1 C9 C14 C13 -178.43(19) . . . . ?
C2 P2 C10 C9 -0.15(15) . . . . ?
C2 P2 C10 C11 -179.3(2) . . . . ?
C2 P2 C15 C16 -162.09(17) . . . . ?
C2 P2 C15 C17 71.6(2) . . . . ?
C2 P2 C18 C19 -41.92(17) . . . . ?
C2 P2 C18 C20 -165.41(15) . . . . ?
C2 C1 C9 C10 2.5(3) . . . . ?
C2 C1 C9 C14 -178.0(2) . . . . ?
C2 C3 C4 C5 -179.5(2) . . . . ?
C2 C3 C8 P1 0.8(2) . . . . ?
C2 C3 C8 C7 178.94(18) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C3 C8 P1 -178.79(16) . . . . ?
C4 C3 C8 C7 -0.6(3) . . . . ?
C4 C5 C6 Cl1 178.90(16) . . . . ?
C4 C5 C6 C7 0.0(3) . . . . ?
C5 C6 C7 C8 -0.6(3) . . . . ?
C6 C7 C8 P1 178.70(16) . . . . ?
C6 C7 C8 C3 0.9(3) . . . . ?
C8 P1 C1 C2 2.41(16) . . . . ?
C8 P1 C1 C9 179.9(2) . . . . ?
C8 P1 C21 C22 176.36(16) . . . . ?
C8 P1 C21 C23 -56.81(17) . . . . ?
C8 P1 C24 C25 -70.90(17) . . . . ?
C8 P1 C24 C26 53.68(18) . . . . ?
C8 C3 C4 C5 0.0(3) . . . . ?
C9 C1 C2 P2 -2.6(2) . . . . ?
C9 C1 C2 C3 179.46(17) . . . . ?
C9 C10 C11 C12 0.8(3) . . . . ?
C10 P2 C2 C1 1.53(16) . . . . ?
C10 P2 C2 C3 179.0(2) . . . . ?
C10 P2 C15 C16 96.72(19) . . . . ?
C10 P2 C15 C17 -29.6(2) . . . . ?
C10 P2 C18 C19 59.97(17) . . . . ?
C10 P2 C18 C20 -63.51(18) . . . . ?
C10 C9 C14 C13 1.0(3) . . . . ?
C10 C11 C12 Cl2 -179.91(15) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C12 C13 C14 C9 0.0(3) . . . . ?
C14 C9 C10 P2 179.30(16) . . . . ?
C14 C9 C10 C11 -1.5(3) . . . . ?
C15 P2 C2 C1 -116.02(16) . . . . ?
C15 P2 C2 C3 61.5(2) . . . . ?
C15 P2 C10 C9 110.03(15) . . . . ?
C15 P2 C10 C11 -69.1(2) . . . . ?
C15 P2 C18 C19 -163.06(15) . . . . ?
C15 P2 C18 C20 73.45(18) . . . . ?
C18 P2 C2 C1 117.84(16) . . . . ?
C18 P2 C2 C3 -64.6(2) . . . . ?
C18 P2 C10 C9 -112.95(15) . . . . ?
C18 P2 C10 C11 67.9(2) . . . . ?
C18 P2 C15 C16 -39.5(2) . . . . ?
C18 P2 C15 C17 -165.82(19) . . . . ?
C21 P1 C1 C2 -111.71(16) . . . . ?
C21 P1 C1 C9 65.8(2) . . . . ?
C21 P1 C8 C3 113.48(15) . . . . ?
C21 P1 C8 C7 -64.5(2) . . . . ?
C21 P1 C24 C25 58.16(18) . . . . ?
C21 P1 C24 C26 -177.25(14) . . . . ?
C24 P1 C1 C2 117.84(15) . . . . ?
C24 P1 C1 C9 -64.6(2) . . . . ?
C24 P1 C8 C3 -115.39(15) . . . . ?
C24 P1 C8 C7 66.6(2) . . . . ?
C24 P1 C21 C22 46.52(19) . . . . ?
C24 P1 C21 C23 173.35(14) . . . . ?
Cl31 C35 C36 C37 -177.89(14) . . . . ?
P31 C31 C32 C33 178.53(15) 2_576 . . . ?
P31 C31 C32 C37 0.4(3) 2_576 . . . ?
P31 C33 C34 C35 -178.74(15) . . . . ?
C31 P31 C33 C32 -1.14(14) 2_576 . . . ?
C31 P31 C33 C34 177.08(18) 2_576 . . . ?
C31 P31 C38 C39 169.51(14) 2_576 . . . ?
C31 P31 C38 C40 44.57(18) 2_576 . . . ?
C31 P31 C41 C42 83.10(16) 2_576 . . . ?
C31 P31 C41 C43 -42.50(17) 2_576 . . . ?
C31 C31 C32 C33 1.2(3) 2_576 . . . ?
C31 C31 C32 C37 -176.9(2) 2_576 . . . ?
C31 C32 C33 P31 0.23(19) . . . . ?
C31 C32 C33 C34 -178.13(17) . . . . ?
C31 C32 C37 C36 178.82(18) . . . . ?
C32 C33 C34 C35 -0.7(3) . . . . ?
C33 P31 C38 C39 67.51(17) . . . . ?
C33 P31 C38 C40 -57.43(17) . . . . ?
C33 P31 C41 C42 -173.71(14) . . . . ?
C33 P31 C41 C43 60.70(16) . . . . ?
C33 C32 C37 C36 0.8(3) . . . . ?
C33 C34 C35 Cl31 178.91(14) . . . . ?
C33 C34 C35 C36 0.2(3) . . . . ?
C34 C35 C36 C37 0.8(3) . . . . ?
C35 C36 C37 C32 -1.3(3) . . . . ?
C37 C32 C33 P31 178.54(14) . . . . ?
C37 C32 C33 C34 0.2(3) . . . . ?
C38 P31 C33 C32 111.52(14) . . . . ?
C38 P31 C33 C34 -70.3(2) . . . . ?
C38 P31 C41 C42 -44.07(17) . . . . ?
C38 P31 C41 C43 -169.67(14) . . . . ?
C41 P31 C33 C32 -118.44(14) . . . . ?
C41 P31 C33 C34 59.8(2) . . . . ?
C41 P31 C38 C39 -60.93(17) . . . . ?
C41 P31 C38 C40 174.13(15) . . . . ?
Cl51 C55 C56 C57 176.37(14) . . . . ?
P51 C51 C52 C53 -178.75(15) 2_766 . . . ?
P51 C51 C52 C57 -2.1(3) 2_766 . . . ?
P51 C53 C54 C55 175.76(14) . . . . ?
C51 P51 C53 C52 0.53(14) 2_766 . . . ?
C51 P51 C53 C54 -174.37(18) 2_766 . . . ?
C51 P51 C58 C59 -40.14(18) 2_766 . . . ?
C51 P51 C58 C60 -164.68(16) 2_766 . . . ?
C51 P51 C61 C62 -73.27(17) 2_766 . . . ?
C51 P51 C61 C63 52.21(18) 2_766 . . . ?
C51 C51 C52 C53 -2.6(3) 2_766 . . . ?
C51 C51 C52 C57 174.0(2) 2_766 . . . ?
C51 C52 C53 P51 0.93(19) . . . . ?
C51 C52 C53 C54 176.21(17) . . . . ?
C51 C52 C57 C56 -177.12(18) . . . . ?
C52 C53 C54 C55 1.4(3) . . . . ?
C53 P51 C58 C59 62.34(18) . . . . ?
C53 P51 C58 C60 -62.20(19) . . . . ?
C53 P51 C61 C62 -175.85(15) . . . . ?
C53 P51 C61 C63 -50.36(18) . . . . ?
C53 C52 C57 C56 -0.7(3) . . . . ?
C53 C54 C55 Cl51 -177.89(14) . . . . ?
C53 C54 C55 C56 -0.5(3) . . . . ?
C54 C55 C56 C57 -0.9(3) . . . . ?
C55 C56 C57 C52 1.6(3) . . . . ?
C57 C52 C53 P51 -176.05(14) . . . . ?
C57 C52 C53 C54 -0.8(3) . . . . ?
C58 P51 C53 C52 -112.66(14) . . . . ?
C58 P51 C53 C54 72.44(19) . . . . ?
C58 P51 C61 C62 54.29(18) . . . . ?
C58 P51 C61 C63 179.77(16) . . . . ?
C61 P51 C53 C52 117.28(14) . . . . ?
C61 P51 C53 C54 -57.62(19) . . . . ?
C61 P51 C58 C59 -169.75(15) . . . . ?
C61 P51 C58 C60 65.72(19) . . . . ?

_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 1.366
_oxdiff_exptl_absorpt_empirical_full_min 0.736
