# Electronic Supplementary Material (ESI) for Green Chemistry.
# 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_lcy-10
_database_code_depnum_ccdc_archive 'CCDC 2181606'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2022-06-24 deposited with the CCDC.	2023-10-30 downloaded from the CCDC.
;
_audit_creation_date             2021-11-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C32 H28 Br O4 P'
_chemical_formula_sum            'C32 H28 Br O4 P'
_chemical_formula_weight         587.42
_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'
Br Br -0.6763 1.2805 '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           13
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   21.1054(10)
_cell_length_b                   11.2350(3)
_cell_length_c                   24.6803(12)
_cell_angle_alpha                90
_cell_angle_beta                 106.321(5)
_cell_angle_gamma                90
_cell_volume                     5616.3(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4999
_cell_measurement_temperature    240.00(10)
_cell_measurement_theta_max      73.0080
_cell_measurement_theta_min      2.4110
_shelx_estimated_absorpt_T_max   0.785
_shelx_estimated_absorpt_T_min   0.677
_exptl_absorpt_coefficient_mu    2.819
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59820
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2416
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            11000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.671
_diffrn_reflns_theta_min         2.440
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      240.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      1.00  27.00   1.00    1.00    --   41.11 -99.00  60.00   26
  2  ω     50.00 109.00   1.00    2.00    --  106.95 -95.00  30.00   59
  3  ω     61.00 140.00   1.00    2.00    --  106.95 -77.00  90.00   79
  4  ω     42.00 132.00   1.00    2.00    --  106.95 -45.00  30.00   90
  5  ω     80.00 178.00   1.00    2.00    --  106.95  30.00-150.00   98
  6  ω    147.00 172.00   1.00    2.00    --  106.95 100.00  -7.00   25
  7  ω     26.00  96.00   1.00    2.00    --  106.95 -95.00 -90.00   70
  8  ω    -89.00 -21.00   1.00    1.00    --  -41.11 -57.00  90.00   68
  9  ω   -115.00 -20.00   1.00    1.00    --  -41.11 -38.00-180.00   95
 10  ω    -93.00 -34.00   1.00    1.00    --  -41.11 125.00  90.00   59
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0546729000
_diffrn_orient_matrix_UB_12      0.0033369000
_diffrn_orient_matrix_UB_13      -0.0302622000
_diffrn_orient_matrix_UB_21      0.0487184000
_diffrn_orient_matrix_UB_22      0.0500367000
_diffrn_orient_matrix_UB_23      0.0538653000
_diffrn_orient_matrix_UB_31      0.0205459000
_diffrn_orient_matrix_UB_32      -0.1275993000
_diffrn_orient_matrix_UB_33      0.0203295000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7356
_reflns_number_total             11000
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.846
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     727
_refine_ls_number_reflns         11000
_refine_ls_number_restraints     33
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0807
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1233P)²+4.2337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2286
_refine_ls_wR_factor_ref         0.2568
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.756(4)
 0.244(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 O3-C30 \\sim O3-C0
 with sigma of 0.02
 C30-C31 \\sim C0-C34
 with sigma of 0.02
 O3-C31 \\sim O3-C34
 with sigma of 0.04
4. Rigid body (RIGU) restrains
 O00C, C020, C024
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O00C, C024, C32
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O3, C30, C31
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O3, C0, C34
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(C024)=Sof(H02C)=Sof(H02D)=Sof(H02E)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(C0)=
 Sof(H0A)=Sof(H0B)=Sof(C34)=Sof(H34A)=Sof(H34B)=Sof(H34C)=1-FVAR(1)
 Sof(C020)=Sof(H02A)=Sof(H02B)=Sof(C33)=Sof(H33A)=Sof(H33B)=Sof(H33C)=Sof(C30)=
 Sof(H30A)=Sof(H30B)=Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(H31C)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C00E(H00E), C00J(H00J), C00L(H00L), C13(H13), C14(H14), C15(H15)
6.b Secondary CH2 refined with riding coordinates:
 C013(H01C,H01D), C020(H02A,H02B), C32(H32A,H32B), C0(H0A,H0B), C22(H22A,H22B),
  C30(H30A,H30B)
6.c Aromatic/amide H refined with riding coordinates:
 C00S(H00S), C01A(H01A), C01B(H01B), C01H(H01H), C01I(H01I), C01K(H01K),
 C01N(H01N), C01Q(H01Q), C01S(H01S), C01W(H01W), C01X(H01X), C01Y(H01Y),
 C01Z(H01Z), C010(H010), C015(H015), C017(H017), C018(H018), C021(H021), C2(H2),
  C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C18(H18), C19(H19), C20(H20), C21(H21), C25(H25), C26(H26), C28(H28), C29(H29)
6.d Idealised Me refined as rotating group:
 C024(H02C,H02D,H02E), C33(H33A,H33B,H33C), C31(H31A,H31B,H31C), C34(H34A,H34B,
 H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br00 Br 0.36144(8) 0.87362(10) 0.30204(5) 0.1481(6) Uani 1 1 d . . . . .
P003 P 0.22033(6) 0.09334(9) 0.50385(5) 0.0407(3) Uani 1 1 d . . . . .
O00A O 0.3314(2) 0.2709(4) 0.31003(19) 0.0726(11) Uani 1 1 d . . . . .
O00C O 0.37056(18) 0.0970(4) 0.4330(2) 0.0746(12) Uani 1 1 d . . . . .
O006 O 0.21873(19) -0.0379(3) 0.49516(16) 0.0586(9) Uani 1 1 d . . . . .
O008 O 0.34148(18) 0.2848(3) 0.43972(18) 0.0628(10) Uani 1 1 d . . . . .
C00D C 0.2987(2) 0.1436(4) 0.54951(19) 0.0405(9) Uani 1 1 d . . . . .
C00E C 0.2242(2) 0.1794(4) 0.3440(2) 0.0477(10) Uani 1 1 d . . . . .
H00E H 0.238783 0.131040 0.316761 0.057 Uiso 1 1 calc R U . . .
C00I C 0.1419(2) 0.1574(4) 0.39343(19) 0.0407(9) Uani 1 1 d . . . . .
C00J C 0.2073(2) 0.1770(4) 0.43821(18) 0.0396(9) Uani 1 1 d . . . . .
H00J H 0.212950 0.262157 0.446881 0.048 Uiso 1 1 calc R U . . .
C00K C 0.3265(2) 0.1831(4) 0.4284(2) 0.0446(10) Uani 1 1 d . . . . .
C00L C 0.2577(2) 0.1375(4) 0.40562(19) 0.0414(9) Uani 1 1 d . . . . .
H00L H 0.259342 0.050289 0.405730 0.050 Uiso 1 1 calc R U . . .
C00N C 0.1527(2) 0.1548(4) 0.3403(2) 0.0474(10) Uani 1 1 d . . . . .
C00P C 0.1573(2) 0.1397(5) 0.53639(19) 0.0491(11) Uani 1 1 d . . . . .
C00S C 0.3435(3) 0.0559(5) 0.5756(2) 0.0557(12) Uani 1 1 d . . . . .
H00S H 0.333481 -0.024218 0.568460 0.067 Uiso 1 1 calc R U . . .
C01A C 0.0271(2) 0.1299(5) 0.3499(2) 0.0606(14) Uani 1 1 d . . . . .
H01A H -0.015666 0.122075 0.352891 0.073 Uiso 1 1 calc R U . . .
C01B C 0.2682(3) 0.5644(5) 0.3261(2) 0.0612(14) Uani 1 1 d . . . . .
H01B H 0.229598 0.543950 0.335035 0.073 Uiso 1 1 calc R U . . .
C01C C 0.3091(3) 0.4749(6) 0.3174(2) 0.0603(14) Uani 1 1 d . . . . .
C01H C 0.1009(3) 0.1382(6) 0.2920(2) 0.0618(14) Uani 1 1 d . . . . .
H01H H 0.108296 0.135845 0.256580 0.074 Uiso 1 1 calc R U . . .
C01I C 0.0374(3) 0.1253(6) 0.2976(2) 0.0646(15) Uani 1 1 d . . . . .
H01I H 0.001990 0.113495 0.265716 0.078 Uiso 1 1 calc R U . . .
C01K C 0.3752(3) 0.2933(5) 0.5965(3) 0.0679(15) Uani 1 1 d . . . . .
H01K H 0.386319 0.373148 0.603124 0.081 Uiso 1 1 calc R U . . .
C01N C 0.1150(3) 0.0505(7) 0.5449(3) 0.0731(18) Uani 1 1 d . . . . .
H01N H 0.120118 -0.028128 0.535133 0.088 Uiso 1 1 calc R U . . .
C01Q C 0.4038(3) 0.0899(6) 0.6127(3) 0.0731(17) Uani 1 1 d . . . . .
H01Q H 0.433976 0.031974 0.630453 0.088 Uiso 1 1 calc R U . . .
C01S C 0.4187(3) 0.2055(7) 0.6230(3) 0.0752(17) Uani 1 1 d . . . . .
H01S H 0.458775 0.226624 0.648336 0.090 Uiso 1 1 calc R U . . .
C01T C 0.3407(5) 0.7132(8) 0.3089(3) 0.093(2) Uani 1 1 d . . . . .
C01W C 0.0992(3) 0.2856(8) 0.5760(3) 0.089(2) Uani 1 1 d . . . . .
H01W H 0.094025 0.363784 0.586351 0.107 Uiso 1 1 calc R U . . .
C01X C 0.0639(3) 0.0838(10) 0.5687(3) 0.103(3) Uani 1 1 d . . . . .
H01X H 0.034171 0.026888 0.573892 0.123 Uiso 1 1 calc R U . . .
C01Y C 0.3676(3) 0.5064(7) 0.3044(3) 0.0762(18) Uani 1 1 d . . . . .
H01Y H 0.396071 0.447497 0.298750 0.091 Uiso 1 1 calc R U . . .
C01Z C 0.0581(4) 0.2000(11) 0.5844(3) 0.105(3) Uani 1 1 d . . . . .
H01Z H 0.025211 0.219887 0.601125 0.126 Uiso 1 1 calc R U . . .
C010 C 0.2826(4) 0.6825(6) 0.3220(3) 0.0777(18) Uani 1 1 d . . . . .
H010 H 0.254168 0.741243 0.327842 0.093 Uiso 1 1 calc R U . . .
C013 C 0.2320(2) 0.3118(5) 0.3339(2) 0.0517(11) Uani 1 1 d . . . . .
H01C H 0.195052 0.337073 0.302803 0.062 Uiso 1 1 calc R U . . .
H01D H 0.229465 0.355089 0.367205 0.062 Uiso 1 1 calc R U . . .
C014 C 0.2950(3) 0.3466(5) 0.3207(2) 0.0566(13) Uani 1 1 d . . . . .
C015 C 0.0790(2) 0.1461(5) 0.3988(2) 0.0503(11) Uani 1 1 d . . . . .
H015 H 0.071307 0.149050 0.434054 0.060 Uiso 1 1 calc R U . . .
C017 C 0.3151(2) 0.2619(4) 0.5602(2) 0.0509(11) Uani 1 1 d . . . . .
H017 H 0.285430 0.320798 0.542691 0.061 Uiso 1 1 calc R U . . .
C018 C 0.1496(3) 0.2566(6) 0.5515(2) 0.0602(13) Uani 1 1 d . . . . .
H018 H 0.177795 0.315554 0.545460 0.072 Uiso 1 1 calc R U . . .
C020 C 0.4369(12) 0.117(3) 0.4587(16) 0.072(6) Uani 0.41(3) 1 d . . P A 1
H02A H 0.459211 0.044718 0.474757 0.087 Uiso 0.41(3) 1 calc R U P A 1
H02B H 0.442895 0.176820 0.488238 0.087 Uiso 0.41(3) 1 calc R U P A 1
C021 C 0.3827(4) 0.6243(8) 0.3002(3) 0.095(3) Uani 1 1 d . . . . .
H021 H 0.421322 0.644989 0.291313 0.114 Uiso 1 1 calc R U . . .
C024 C 0.4763(7) 0.088(2) 0.4151(9) 0.111(6) Uani 0.59(3) 1 d . . P A 2
H02C H 0.455871 0.105737 0.375990 0.167 Uiso 0.59(3) 1 calc R U P A 2
H02D H 0.475632 0.003727 0.420930 0.167 Uiso 0.59(3) 1 calc R U P A 2
H02E H 0.521125 0.115751 0.425523 0.167 Uiso 0.59(3) 1 calc R U P A 2
C32 C 0.4421(9) 0.144(2) 0.4477(13) 0.093(7) Uani 0.59(3) 1 d . . P A 2
H32A H 0.441671 0.229487 0.441127 0.112 Uiso 0.59(3) 1 calc R U P A 2
H32B H 0.463972 0.130098 0.487359 0.112 Uiso 0.59(3) 1 calc R U P A 2
C33 C 0.4635(13) 0.164(3) 0.4083(12) 0.103(9) Uani 0.41(3) 1 d . . P A 1
H33A H 0.447908 0.112963 0.376176 0.154 Uiso 0.41(3) 1 calc R U P A 1
H33B H 0.510893 0.164199 0.419925 0.154 Uiso 0.41(3) 1 calc R U P A 1
H33C H 0.447742 0.243653 0.398392 0.154 Uiso 0.41(3) 1 calc R U P A 1
Br1 Br 0.35735(6) 1.37874(9) 0.75207(5) 0.1233(4) Uani 1 1 d . . . . .
P1 P 0.21828(6) 0.59345(9) 0.48211(5) 0.0427(3) Uani 1 1 d . . . . .
O1 O 0.21283(17) 0.4618(3) 0.48881(15) 0.0521(8) Uani 1 1 d . . . . .
O2 O 0.34325(19) 0.7841(3) 0.60185(17) 0.0609(9) Uani 1 1 d . . . . .
O3 O 0.37243(18) 0.5976(4) 0.6289(2) 0.0771(12) Uani 1 1 d D . . . .
O4 O 0.3333(2) 0.7750(4) 0.72904(16) 0.0679(10) Uani 1 1 d . . . . .
C0 C 0.4421(6) 0.624(2) 0.6318(10) 0.101(6) Uani 0.59(3) 1 d D . P A 2
H0A H 0.465021 0.553248 0.625256 0.122 Uiso 0.59(3) 1 calc R U P A 2
H0B H 0.444910 0.684576 0.604509 0.122 Uiso 0.59(3) 1 calc R U P A 2
C00R C 0.3283(2) 0.6831(4) 0.6086(2) 0.0474(10) Uani 1 1 d . . . . .
C1 C 0.1565(2) 0.6464(4) 0.41999(19) 0.0446(10) Uani 1 1 d . . . . .
C2 C 0.1469(3) 0.7651(5) 0.4055(2) 0.0576(12) Uani 1 1 d . . . . .
H2 H 0.172434 0.823003 0.428629 0.069 Uiso 1 1 calc R U . . .
C3 C 0.0992(3) 0.7982(6) 0.3565(2) 0.0647(14) Uani 1 1 d . . . . .
H3 H 0.092922 0.878343 0.347052 0.078 Uiso 1 1 calc R U . . .
C4 C 0.0616(3) 0.7143(6) 0.3222(2) 0.0665(15) Uani 1 1 d . . . . .
H4 H 0.030575 0.737140 0.288966 0.080 Uiso 1 1 calc R U . . .
C5 C 0.0695(3) 0.5949(6) 0.3367(2) 0.0685(16) Uani 1 1 d . . . . .
H5 H 0.042794 0.537948 0.313984 0.082 Uiso 1 1 calc R U . . .
C6 C 0.1173(2) 0.5605(5) 0.3853(2) 0.0551(12) Uani 1 1 d . . . . .
H6 H 0.123227 0.480365 0.394687 0.066 Uiso 1 1 calc R U . . .
C7 C 0.2981(2) 0.6372(4) 0.4748(2) 0.0458(10) Uani 1 1 d . . . . .
C8 C 0.3161(3) 0.7548(4) 0.4687(2) 0.0546(12) Uani 1 1 d . . . . .
H8 H 0.287504 0.816655 0.470669 0.066 Uiso 1 1 calc R U . . .
C9 C 0.3764(3) 0.7789(5) 0.4599(3) 0.0662(15) Uani 1 1 d . . . . .
H9 H 0.388476 0.857232 0.455758 0.079 Uiso 1 1 calc R U . . .
C10 C 0.4192(3) 0.6872(6) 0.4570(3) 0.0742(17) Uani 1 1 d . . . . .
H10 H 0.459392 0.703699 0.450121 0.089 Uiso 1 1 calc R U . . .
C11 C 0.4020(3) 0.5721(6) 0.4644(3) 0.0719(16) Uani 1 1 d . . . . .
H11 H 0.431189 0.510594 0.463543 0.086 Uiso 1 1 calc R U . . .
C12 C 0.3419(2) 0.5467(5) 0.4731(2) 0.0584(13) Uani 1 1 d . . . . .
H12 H 0.330688 0.468117 0.477978 0.070 Uiso 1 1 calc R U . . .
C13 C 0.2081(2) 0.6776(4) 0.54169(18) 0.0421(9) Uani 1 1 d . . . . .
H13 H 0.213302 0.762656 0.535304 0.051 Uiso 1 1 calc R U . . .
C14 C 0.2592(2) 0.6387(4) 0.59854(19) 0.0429(10) Uani 1 1 d . . . . .
H14 H 0.260739 0.551566 0.599298 0.051 Uiso 1 1 calc R U . . .
C15 C 0.2264(2) 0.6801(4) 0.6440(2) 0.0488(11) Uani 1 1 d . . . . .
H15 H 0.241851 0.632417 0.678458 0.059 Uiso 1 1 calc R U . . .
C16 C 0.1551(2) 0.6549(4) 0.6149(2) 0.0486(11) Uani 1 1 d . . . . .
C17 C 0.1433(2) 0.6570(4) 0.5564(2) 0.0437(10) Uani 1 1 d . . . . .
C18 C 0.0797(3) 0.6440(5) 0.5215(2) 0.0593(13) Uani 1 1 d . . . . .
H18 H 0.071149 0.647702 0.482463 0.071 Uiso 1 1 calc R U . . .
C19 C 0.0283(3) 0.6250(6) 0.5464(3) 0.0680(16) Uani 1 1 d . . . . .
H19 H -0.014648 0.614157 0.523708 0.082 Uiso 1 1 calc R U . . .
C20 C 0.0411(3) 0.6224(5) 0.6042(3) 0.0652(15) Uani 1 1 d . . . . .
H20 H 0.006607 0.609833 0.620100 0.078 Uiso 1 1 calc R U . . .
C21 C 0.1041(3) 0.6381(5) 0.6390(3) 0.0612(13) Uani 1 1 d . . . . .
H21 H 0.112123 0.637409 0.678062 0.073 Uiso 1 1 calc R U . . .
C22 C 0.2339(2) 0.8135(4) 0.6574(2) 0.0495(11) Uani 1 1 d . . . . .
H22A H 0.231533 0.855929 0.622657 0.059 Uiso 1 1 calc R U . . .
H22B H 0.196534 0.838865 0.670168 0.059 Uiso 1 1 calc R U . . .
C23 C 0.2963(2) 0.8504(5) 0.7010(2) 0.0516(11) Uani 1 1 d . . . . .
C24 C 0.3092(2) 0.9786(5) 0.71117(19) 0.0496(11) Uani 1 1 d . . . . .
C25 C 0.2681(2) 1.0678(5) 0.6817(2) 0.0510(11) Uani 1 1 d . . . . .
H25 H 0.230254 1.046660 0.653518 0.061 Uiso 1 1 calc R U . . .
C26 C 0.2819(3) 1.1870(5) 0.6931(2) 0.0640(14) Uani 1 1 d . . . . .
H26 H 0.253768 1.245357 0.672812 0.077 Uiso 1 1 calc R U . . .
C27 C 0.3382(3) 1.2180(6) 0.7351(3) 0.0732(17) Uani 1 1 d . . . . .
C28 C 0.3797(3) 1.1308(7) 0.7649(3) 0.0749(18) Uani 1 1 d . . . . .
H28 H 0.417736 1.152570 0.792729 0.090 Uiso 1 1 calc R U . . .
C29 C 0.3655(3) 1.0116(6) 0.7539(2) 0.0631(14) Uani 1 1 d . . . . .
H29 H 0.393279 0.953610 0.774912 0.076 Uiso 1 1 calc R U . . .
C30 C 0.4404(7) 0.641(2) 0.6549(10) 0.072(5) Uani 0.41(3) 1 d D . P A 1
H30A H 0.468676 0.614843 0.632259 0.086 Uiso 0.41(3) 1 calc R U P A 1
H30B H 0.440373 0.727230 0.655199 0.086 Uiso 0.41(3) 1 calc R U P A 1
C31 C 0.4662(8) 0.598(3) 0.7112(8) 0.095(7) Uani 0.41(3) 1 d D . P A 1
H31A H 0.481216 0.517508 0.710336 0.143 Uiso 0.41(3) 1 calc R U P A 1
H31B H 0.432208 0.600174 0.730196 0.143 Uiso 0.41(3) 1 calc R U P A 1
H31C H 0.502429 0.647211 0.731101 0.143 Uiso 0.41(3) 1 calc R U P A 1
C34 C 0.4689(9) 0.667(3) 0.6889(12) 0.149(10) Uani 0.59(3) 1 d D . P A 2
H34A H 0.506697 0.716217 0.690852 0.224 Uiso 0.59(3) 1 calc R U P A 2
H34B H 0.481750 0.600743 0.714051 0.224 Uiso 0.59(3) 1 calc R U P A 2
H34C H 0.435982 0.713016 0.699636 0.224 Uiso 0.59(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br00 C01T 1.874(7) . ?
P003 O006 1.489(3) . ?
P003 C00D 1.810(5) . ?
P003 C00J 1.826(4) . ?
P003 C00P 1.812(5) . ?
O00A C014 1.224(7) . ?
O00C C00K 1.324(6) . ?
O00C C020 1.38(2) . ?
O00C C32 1.546(17) . ?
O008 C00K 1.198(6) . ?
C00D C00S 1.393(6) . ?
C00D C017 1.380(6) . ?
C00E H00E 0.9800 . ?
C00E C00L 1.558(7) . ?
C00E C00N 1.510(7) . ?
C00E C013 1.525(7) . ?
C00I C00J 1.523(6) . ?
C00I C00N 1.394(6) . ?
C00I C015 1.376(6) . ?
C00J H00J 0.9800 . ?
C00J C00L 1.567(6) . ?
C00K C00L 1.493(6) . ?
C00L H00L 0.9800 . ?
C00N C01H 1.386(7) . ?
C00P C01N 1.397(8) . ?
C00P C018 1.388(8) . ?
C00S H00S 0.9300 . ?
C00S C01Q 1.395(8) . ?
C01A H01A 0.9300 . ?
C01A C01I 1.370(8) . ?
C01A C015 1.395(7) . ?
C01B H01B 0.9300 . ?
C01B C01C 1.382(8) . ?
C01B C010 1.372(8) . ?
C01C C01Y 1.405(7) . ?
C01C C014 1.479(8) . ?
C01H H01H 0.9300 . ?
C01H C01I 1.392(8) . ?
C01I H01I 0.9300 . ?
C01K H01K 0.9300 . ?
C01K C01S 1.382(9) . ?
C01K C017 1.377(7) . ?
C01N H01N 0.9300 . ?
C01N C01X 1.416(11) . ?
C01Q H01Q 0.9300 . ?
C01Q C01S 1.343(10) . ?
C01S H01S 0.9300 . ?
C01T C010 1.395(11) . ?
C01T C021 1.393(12) . ?
C01W H01W 0.9300 . ?
C01W C01Z 1.350(12) . ?
C01W C018 1.401(8) . ?
C01X H01X 0.9300 . ?
C01X C01Z 1.376(13) . ?
C01Y H01Y 0.9300 . ?
C01Y C021 1.374(10) . ?
C01Z H01Z 0.9300 . ?
C010 H010 0.9300 . ?
C013 H01C 0.9700 . ?
C013 H01D 0.9700 . ?
C013 C014 1.506(7) . ?
C015 H015 0.9300 . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C020 H02A 0.9700 . ?
C020 H02B 0.9700 . ?
C020 C33 1.59(5) . ?
C021 H021 0.9300 . ?
C024 H02C 0.9600 . ?
C024 H02D 0.9600 . ?
C024 H02E 0.9600 . ?
C024 C32 1.38(3) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
Br1 C27 1.871(7) . ?
P1 O1 1.496(3) . ?
P1 C1 1.811(5) . ?
P1 C7 1.811(5) . ?
P1 C13 1.811(5) . ?
O2 C00R 1.201(6) . ?
O3 C0 1.482(12) . ?
O3 C00R 1.334(6) . ?
O3 C30 1.479(14) . ?
O4 C23 1.225(6) . ?
C0 H0A 0.9700 . ?
C0 H0B 0.9700 . ?
C0 C34 1.44(2) . ?
C00R C14 1.494(7) . ?
C1 C2 1.381(7) . ?
C1 C6 1.397(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.389(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(9) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(9) . ?
C5 H5 0.9300 . ?
C5 C6 1.386(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.394(7) . ?
C7 C12 1.384(7) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.384(9) . ?
C10 H10 0.9300 . ?
C10 C11 1.369(10) . ?
C11 H11 0.9300 . ?
C11 C12 1.374(8) . ?
C12 H12 0.9300 . ?
C13 H13 0.9800 . ?
C13 C14 1.572(6) . ?
C13 C17 1.528(6) . ?
C14 H14 0.9800 . ?
C14 C15 1.546(7) . ?
C15 H15 0.9800 . ?
C15 C16 1.500(7) . ?
C15 C22 1.534(7) . ?
C16 C17 1.395(7) . ?
C16 C21 1.383(7) . ?
C17 C18 1.383(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.406(8) . ?
C19 H19 0.9300 . ?
C19 C20 1.376(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.375(8) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.507(7) . ?
C23 C24 1.474(8) . ?
C24 C25 1.390(7) . ?
C24 C29 1.400(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.382(8) . ?
C26 H26 0.9300 . ?
C26 C27 1.386(9) . ?
C27 C28 1.380(10) . ?
C28 H28 0.9300 . ?
C28 C29 1.383(9) . ?
C29 H29 0.9300 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.43(2) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O006 P003 C00D 112.2(2) . . ?
O006 P003 C00J 113.0(2) . . ?
O006 P003 C00P 111.0(2) . . ?
C00D P003 C00J 106.0(2) . . ?
C00D P003 C00P 106.9(2) . . ?
C00P P003 C00J 107.4(2) . . ?
C00K O00C C020 120.9(15) . . ?
C00K O00C C32 112.7(11) . . ?
C00S C00D P003 116.8(4) . . ?
C017 C00D P003 123.8(3) . . ?
C017 C00D C00S 119.4(4) . . ?
C00L C00E H00E 111.0 . . ?
C00N C00E H00E 111.0 . . ?
C00N C00E C00L 100.1(4) . . ?
C00N C00E C013 108.7(4) . . ?
C013 C00E H00E 111.0 . . ?
C013 C00E C00L 114.5(4) . . ?
C00N C00I C00J 109.3(4) . . ?
C015 C00I C00J 130.2(4) . . ?
C015 C00I C00N 120.4(4) . . ?
P003 C00J H00J 109.3 . . ?
C00I C00J P003 116.7(3) . . ?
C00I C00J H00J 109.3 . . ?
C00I C00J C00L 101.2(3) . . ?
C00L C00J P003 110.8(3) . . ?
C00L C00J H00J 109.3 . . ?
O00C C00K C00L 111.5(4) . . ?
O008 C00K O00C 122.9(4) . . ?
O008 C00K C00L 125.5(4) . . ?
C00E C00L C00J 103.1(3) . . ?
C00E C00L H00L 108.1 . . ?
C00J C00L H00L 108.1 . . ?
C00K C00L C00E 113.0(4) . . ?
C00K C00L C00J 116.0(4) . . ?
C00K C00L H00L 108.1 . . ?
C00I C00N C00E 111.3(4) . . ?
C01H C00N C00E 127.6(4) . . ?
C01H C00N C00I 120.9(4) . . ?
C01N C00P P003 116.1(5) . . ?
C018 C00P P003 123.2(4) . . ?
C018 C00P C01N 120.7(5) . . ?
C00D C00S H00S 120.5 . . ?
C00D C00S C01Q 119.0(5) . . ?
C01Q C00S H00S 120.5 . . ?
C01I C01A H01A 119.1 . . ?
C01I C01A C015 121.7(5) . . ?
C015 C01A H01A 119.1 . . ?
C01C C01B H01B 119.0 . . ?
C010 C01B H01B 119.0 . . ?
C010 C01B C01C 122.1(6) . . ?
C01B C01C C01Y 118.7(6) . . ?
C01B C01C C014 123.8(5) . . ?
C01Y C01C C014 117.5(6) . . ?
C00N C01H H01H 120.7 . . ?
C00N C01H C01I 118.5(5) . . ?
C01I C01H H01H 120.7 . . ?
C01A C01I C01H 120.2(5) . . ?
C01A C01I H01I 119.9 . . ?
C01H C01I H01I 119.9 . . ?
C01S C01K H01K 120.2 . . ?
C017 C01K H01K 120.2 . . ?
C017 C01K C01S 119.6(6) . . ?
C00P C01N H01N 121.1 . . ?
C00P C01N C01X 117.8(7) . . ?
C01X C01N H01N 121.1 . . ?
C00S C01Q H01Q 119.6 . . ?
C01S C01Q C00S 120.7(5) . . ?
C01S C01Q H01Q 119.6 . . ?
C01K C01S H01S 119.6 . . ?
C01Q C01S C01K 120.7(5) . . ?
C01Q C01S H01S 119.6 . . ?
C010 C01T Br00 120.1(8) . . ?
C021 C01T Br00 120.0(6) . . ?
C021 C01T C010 119.9(7) . . ?
C01Z C01W H01W 120.0 . . ?
C01Z C01W C018 119.9(8) . . ?
C018 C01W H01W 120.0 . . ?
C01N C01X H01X 119.8 . . ?
C01Z C01X C01N 120.4(7) . . ?
C01Z C01X H01X 119.8 . . ?
C01C C01Y H01Y 120.1 . . ?
C021 C01Y C01C 119.9(7) . . ?
C021 C01Y H01Y 120.1 . . ?
C01W C01Z C01X 121.4(7) . . ?
C01W C01Z H01Z 119.3 . . ?
C01X C01Z H01Z 119.3 . . ?
C01B C010 C01T 118.9(8) . . ?
C01B C010 H010 120.5 . . ?
C01T C010 H010 120.5 . . ?
C00E C013 H01C 108.4 . . ?
C00E C013 H01D 108.4 . . ?
H01C C013 H01D 107.4 . . ?
C014 C013 C00E 115.6(4) . . ?
C014 C013 H01C 108.4 . . ?
C014 C013 H01D 108.4 . . ?
O00A C014 C01C 121.1(5) . . ?
O00A C014 C013 120.8(5) . . ?
C01C C014 C013 118.0(5) . . ?
C00I C015 C01A 118.2(5) . . ?
C00I C015 H015 120.9 . . ?
C01A C015 H015 120.9 . . ?
C00D C017 H017 119.8 . . ?
C01K C017 C00D 120.5(5) . . ?
C01K C017 H017 119.8 . . ?
C00P C018 C01W 119.8(6) . . ?
C00P C018 H018 120.1 . . ?
C01W C018 H018 120.1 . . ?
O00C C020 H02A 111.1 . . ?
O00C C020 H02B 111.1 . . ?
O00C C020 C33 103(2) . . ?
H02A C020 H02B 109.1 . . ?
C33 C020 H02A 111.1 . . ?
C33 C020 H02B 111.1 . . ?
C01T C021 H021 119.7 . . ?
C01Y C021 C01T 120.5(7) . . ?
C01Y C021 H021 119.7 . . ?
H02C C024 H02D 109.5 . . ?
H02C C024 H02E 109.5 . . ?
H02D C024 H02E 109.5 . . ?
C32 C024 H02C 109.5 . . ?
C32 C024 H02D 109.5 . . ?
C32 C024 H02E 109.5 . . ?
O00C C32 H32A 109.7 . . ?
O00C C32 H32B 109.7 . . ?
C024 C32 O00C 110.0(18) . . ?
C024 C32 H32A 109.7 . . ?
C024 C32 H32B 109.7 . . ?
H32A C32 H32B 108.2 . . ?
C020 C33 H33A 109.5 . . ?
C020 C33 H33B 109.5 . . ?
C020 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O1 P1 C1 111.0(2) . . ?
O1 P1 C7 112.5(2) . . ?
O1 P1 C13 113.3(2) . . ?
C1 P1 C13 107.1(2) . . ?
C7 P1 C1 107.2(2) . . ?
C7 P1 C13 105.4(2) . . ?
C00R O3 C0 116.9(11) . . ?
C00R O3 C30 114.6(10) . . ?
O3 C0 H0A 111.1 . . ?
O3 C0 H0B 111.1 . . ?
H0A C0 H0B 109.1 . . ?
C34 C0 O3 103.1(14) . . ?
C34 C0 H0A 111.1 . . ?
C34 C0 H0B 111.1 . . ?
O2 C00R O3 123.3(5) . . ?
O2 C00R C14 125.0(4) . . ?
O3 C00R C14 111.6(4) . . ?
C2 C1 P1 123.6(4) . . ?
C2 C1 C6 119.4(5) . . ?
C6 C1 P1 117.0(4) . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.1(5) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(6) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.1(5) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 119.9(5) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 120.0(5) . . ?
C5 C6 H6 120.0 . . ?
C8 C7 P1 123.8(4) . . ?
C12 C7 P1 116.9(4) . . ?
C12 C7 C8 119.3(5) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.7(5) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 119.8 . . ?
C8 C9 C10 120.5(5) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.2 . . ?
C11 C10 C9 119.7(6) . . ?
C11 C10 H10 120.2 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.5(6) . . ?
C12 C11 H11 119.7 . . ?
C7 C12 H12 119.8 . . ?
C11 C12 C7 120.4(5) . . ?
C11 C12 H12 119.8 . . ?
P1 C13 H13 109.5 . . ?
C14 C13 P1 111.8(3) . . ?
C14 C13 H13 109.5 . . ?
C17 C13 P1 115.6(3) . . ?
C17 C13 H13 109.5 . . ?
C17 C13 C14 100.5(4) . . ?
C00R C14 C13 116.7(4) . . ?
C00R C14 H14 107.8 . . ?
C00R C14 C15 113.3(4) . . ?
C13 C14 H14 107.8 . . ?
C15 C14 C13 103.2(3) . . ?
C15 C14 H14 107.8 . . ?
C14 C15 H15 111.0 . . ?
C16 C15 C14 100.9(4) . . ?
C16 C15 H15 111.0 . . ?
C16 C15 C22 108.4(4) . . ?
C22 C15 C14 114.2(4) . . ?
C22 C15 H15 111.0 . . ?
C17 C16 C15 110.9(4) . . ?
C21 C16 C15 128.1(5) . . ?
C21 C16 C17 120.9(5) . . ?
C16 C17 C13 109.7(4) . . ?
C18 C17 C13 130.2(4) . . ?
C18 C17 C16 120.2(4) . . ?
C17 C18 H18 120.8 . . ?
C17 C18 C19 118.5(5) . . ?
C19 C18 H18 120.8 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.4(5) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.4 . . ?
C21 C20 C19 121.3(5) . . ?
C21 C20 H20 119.4 . . ?
C16 C21 H21 120.6 . . ?
C20 C21 C16 118.8(5) . . ?
C20 C21 H21 120.6 . . ?
C15 C22 H22A 108.3 . . ?
C15 C22 H22B 108.3 . . ?
H22A C22 H22B 107.4 . . ?
C23 C22 C15 116.1(4) . . ?
C23 C22 H22A 108.3 . . ?
C23 C22 H22B 108.3 . . ?
O4 C23 C22 120.2(5) . . ?
O4 C23 C24 121.4(5) . . ?
C24 C23 C22 118.3(4) . . ?
C25 C24 C23 123.8(4) . . ?
C25 C24 C29 118.5(5) . . ?
C29 C24 C23 117.7(5) . . ?
C24 C25 H25 119.1 . . ?
C26 C25 C24 121.8(5) . . ?
C26 C25 H25 119.1 . . ?
C25 C26 H26 120.5 . . ?
C25 C26 C27 118.9(6) . . ?
C27 C26 H26 120.5 . . ?
C26 C27 Br1 119.7(6) . . ?
C28 C27 Br1 120.1(5) . . ?
C28 C27 C26 120.2(6) . . ?
C27 C28 H28 119.6 . . ?
C27 C28 C29 120.9(5) . . ?
C29 C28 H28 119.6 . . ?
C24 C29 H29 120.1 . . ?
C28 C29 C24 119.7(6) . . ?
C28 C29 H29 120.1 . . ?
O3 C30 H30A 109.3 . . ?
O3 C30 H30B 109.3 . . ?
H30A C30 H30B 108.0 . . ?
C31 C30 O3 111.7(14) . . ?
C31 C30 H30A 109.3 . . ?
C31 C30 H30B 109.3 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C0 C34 H34A 109.5 . . ?
C0 C34 H34B 109.5 . . ?
C0 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br00 C01T C010 C01B 179.2(5) . . . . ?
Br00 C01T C021 C01Y -179.2(5) . . . . ?
P003 C00D C00S C01Q -177.9(4) . . . . ?
P003 C00D C017 C01K 178.5(4) . . . . ?
P003 C00J C00L C00E 159.8(3) . . . . ?
P003 C00J C00L C00K -76.2(4) . . . . ?
P003 C00P C01N C01X -178.3(4) . . . . ?
P003 C00P C018 C01W 179.3(4) . . . . ?
O00C C00K C00L C00E -108.8(5) . . . . ?
O00C C00K C00L C00J 132.4(4) . . . . ?
O006 P003 C00D C00S -7.3(5) . . . . ?
O006 P003 C00D C017 173.8(4) . . . . ?
O006 P003 C00J C00I 60.7(4) . . . . ?
O006 P003 C00J C00L -54.3(4) . . . . ?
O006 P003 C00P C01N -4.1(4) . . . . ?
O006 P003 C00P C018 177.1(4) . . . . ?
O008 C00K C00L C00E 68.9(6) . . . . ?
O008 C00K C00L C00J -49.9(7) . . . . ?
C00D P003 C00J C00I -176.0(3) . . . . ?
C00D P003 C00J C00L 69.0(3) . . . . ?
C00D P003 C00P C01N -126.7(4) . . . . ?
C00D P003 C00P C018 54.4(5) . . . . ?
C00D C00S C01Q C01S -0.3(9) . . . . ?
C00E C00N C01H C01I -175.2(5) . . . . ?
C00E C013 C014 O00A 11.3(7) . . . . ?
C00E C013 C014 C01C -172.6(4) . . . . ?
C00I C00J C00L C00E 35.4(4) . . . . ?
C00I C00J C00L C00K 159.4(4) . . . . ?
C00I C00N C01H C01I 0.5(9) . . . . ?
C00J P003 C00D C00S -131.1(4) . . . . ?
C00J P003 C00D C017 50.1(5) . . . . ?
C00J P003 C00P C01N 119.9(4) . . . . ?
C00J P003 C00P C018 -58.9(5) . . . . ?
C00J C00I C00N C00E -3.4(5) . . . . ?
C00J C00I C00N C01H -179.9(5) . . . . ?
C00J C00I C015 C01A 179.2(5) . . . . ?
C00K O00C C020 C33 -88(2) . . . . ?
C00K O00C C32 C024 -136(2) . . . . ?
C00L C00E C00N C00I 25.7(5) . . . . ?
C00L C00E C00N C01H -158.1(5) . . . . ?
C00L C00E C013 C014 84.7(5) . . . . ?
C00N C00E C00L C00J -36.9(4) . . . . ?
C00N C00E C00L C00K -162.9(4) . . . . ?
C00N C00E C013 C014 -164.3(4) . . . . ?
C00N C00I C00J P003 -140.6(3) . . . . ?
C00N C00I C00J C00L -20.4(5) . . . . ?
C00N C00I C015 C01A 1.1(7) . . . . ?
C00N C01H C01I C01A 0.5(9) . . . . ?
C00P P003 C00D C00S 114.6(4) . . . . ?
C00P P003 C00D C017 -64.2(5) . . . . ?
C00P P003 C00J C00I -62.1(4) . . . . ?
C00P P003 C00J C00L -177.1(3) . . . . ?
C00P C01N C01X C01Z -1.8(10) . . . . ?
C00S C00D C017 C01K -0.3(8) . . . . ?
C00S C01Q C01S C01K -1.1(11) . . . . ?
C01B C01C C01Y C021 -0.6(9) . . . . ?
C01B C01C C014 O00A 176.6(5) . . . . ?
C01B C01C C014 C013 0.4(8) . . . . ?
C01C C01B C010 C01T -0.4(9) . . . . ?
C01C C01Y C021 C01T 0.4(11) . . . . ?
C01I C01A C015 C00I 0.0(9) . . . . ?
C01N C00P C018 C01W 0.5(8) . . . . ?
C01N C01X C01Z C01W 2.0(12) . . . . ?
C01S C01K C017 C00D -1.0(9) . . . . ?
C01Y C01C C014 O00A -3.1(8) . . . . ?
C01Y C01C C014 C013 -179.3(5) . . . . ?
C01Z C01W C018 C00P -0.4(9) . . . . ?
C010 C01B C01C C01Y 0.5(8) . . . . ?
C010 C01B C01C C014 -179.2(5) . . . . ?
C010 C01T C021 C01Y -0.2(11) . . . . ?
C013 C00E C00L C00J 79.2(4) . . . . ?
C013 C00E C00L C00K -46.8(5) . . . . ?
C013 C00E C00N C00I -94.6(5) . . . . ?
C013 C00E C00N C01H 81.5(7) . . . . ?
C014 C01C C01Y C021 179.2(6) . . . . ?
C015 C00I C00J P003 41.1(6) . . . . ?
C015 C00I C00J C00L 161.3(5) . . . . ?
C015 C00I C00N C00E 175.1(4) . . . . ?
C015 C00I C00N C01H -1.4(8) . . . . ?
C015 C01A C01I C01H -0.8(10) . . . . ?
C017 C00D C00S C01Q 1.0(8) . . . . ?
C017 C01K C01S C01Q 1.7(10) . . . . ?
C018 C00P C01N C01X 0.6(8) . . . . ?
C018 C01W C01Z C01X -0.9(11) . . . . ?
C020 O00C C00K O008 9.1(19) . . . . ?
C020 O00C C00K C00L -173.2(17) . . . . ?
C021 C01T C010 C01B 0.2(10) . . . . ?
C32 O00C C00K O008 -6.5(14) . . . . ?
C32 O00C C00K C00L 171.2(13) . . . . ?
Br1 C27 C28 C29 178.4(5) . . . . ?
P1 C1 C2 C3 178.8(4) . . . . ?
P1 C1 C6 C5 -179.3(4) . . . . ?
P1 C7 C8 C9 -175.9(4) . . . . ?
P1 C7 C12 C11 176.3(5) . . . . ?
P1 C13 C14 C00R 76.7(4) . . . . ?
P1 C13 C14 C15 -158.4(3) . . . . ?
P1 C13 C17 C16 140.9(4) . . . . ?
P1 C13 C17 C18 -40.6(7) . . . . ?
O1 P1 C1 C2 175.3(4) . . . . ?
O1 P1 C1 C6 -5.2(4) . . . . ?
O1 P1 C7 C8 -179.1(4) . . . . ?
O1 P1 C7 C12 3.4(5) . . . . ?
O1 P1 C13 C14 57.0(4) . . . . ?
O1 P1 C13 C17 -57.2(4) . . . . ?
O2 C00R C14 C13 46.7(7) . . . . ?
O2 C00R C14 C15 -72.9(6) . . . . ?
O3 C00R C14 C13 -136.4(4) . . . . ?
O3 C00R C14 C15 104.0(5) . . . . ?
O4 C23 C24 C25 -178.3(5) . . . . ?
O4 C23 C24 C29 0.1(7) . . . . ?
C0 O3 C00R O2 -12.7(12) . . . . ?
C0 O3 C00R C14 170.3(10) . . . . ?
C00R O3 C0 C34 94.2(19) . . . . ?
C00R O3 C30 C31 125(2) . . . . ?
C00R C14 C15 C16 164.1(4) . . . . ?
C00R C14 C15 C22 48.0(5) . . . . ?
C1 P1 C7 C8 58.6(5) . . . . ?
C1 P1 C7 C12 -118.9(4) . . . . ?
C1 P1 C13 C14 179.7(3) . . . . ?
C1 P1 C13 C17 65.6(4) . . . . ?
C1 C2 C3 C4 -0.2(9) . . . . ?
C2 C1 C6 C5 0.2(8) . . . . ?
C2 C3 C4 C5 1.7(9) . . . . ?
C3 C4 C5 C6 -2.2(9) . . . . ?
C4 C5 C6 C1 1.3(8) . . . . ?
C6 C1 C2 C3 -0.7(8) . . . . ?
C7 P1 C1 C2 -61.5(5) . . . . ?
C7 P1 C1 C6 118.0(4) . . . . ?
C7 P1 C13 C14 -66.4(3) . . . . ?
C7 P1 C13 C17 179.4(3) . . . . ?
C7 C8 C9 C10 -0.1(9) . . . . ?
C8 C7 C12 C11 -1.4(8) . . . . ?
C8 C9 C10 C11 -1.6(10) . . . . ?
C9 C10 C11 C12 1.7(10) . . . . ?
C10 C11 C12 C7 -0.3(9) . . . . ?
C12 C7 C8 C9 1.6(8) . . . . ?
C13 P1 C1 C2 51.1(5) . . . . ?
C13 P1 C1 C6 -129.4(4) . . . . ?
C13 P1 C7 C8 -55.2(5) . . . . ?
C13 P1 C7 C12 127.3(4) . . . . ?
C13 C14 C15 C16 37.0(4) . . . . ?
C13 C14 C15 C22 -79.0(4) . . . . ?
C13 C17 C18 C19 179.6(5) . . . . ?
C14 C13 C17 C16 20.4(5) . . . . ?
C14 C13 C17 C18 -161.1(5) . . . . ?
C14 C15 C16 C17 -25.6(5) . . . . ?
C14 C15 C16 C21 158.1(5) . . . . ?
C14 C15 C22 C23 -85.9(5) . . . . ?
C15 C16 C17 C13 3.1(5) . . . . ?
C15 C16 C17 C18 -175.6(5) . . . . ?
C15 C16 C21 C20 176.5(5) . . . . ?
C15 C22 C23 O4 -9.8(7) . . . . ?
C15 C22 C23 C24 173.7(4) . . . . ?
C16 C15 C22 C23 162.5(4) . . . . ?
C16 C17 C18 C19 -2.0(8) . . . . ?
C17 C13 C14 C00R -160.1(4) . . . . ?
C17 C13 C14 C15 -35.2(4) . . . . ?
C17 C16 C21 C20 0.5(8) . . . . ?
C17 C18 C19 C20 1.5(9) . . . . ?
C18 C19 C20 C21 0.0(10) . . . . ?
C19 C20 C21 C16 -1.0(9) . . . . ?
C21 C16 C17 C13 179.7(5) . . . . ?
C21 C16 C17 C18 1.0(8) . . . . ?
C22 C15 C16 C17 94.7(5) . . . . ?
C22 C15 C16 C21 -81.7(6) . . . . ?
C22 C23 C24 C25 -1.8(7) . . . . ?
C22 C23 C24 C29 176.6(4) . . . . ?
C23 C24 C25 C26 179.3(5) . . . . ?
C23 C24 C29 C28 179.9(5) . . . . ?
C24 C25 C26 C27 -0.1(8) . . . . ?
C25 C24 C29 C28 -1.6(8) . . . . ?
C25 C26 C27 Br1 -179.1(4) . . . . ?
C25 C26 C27 C28 0.1(9) . . . . ?
C26 C27 C28 C29 -0.8(10) . . . . ?
C27 C28 C29 C24 1.6(9) . . . . ?
C29 C24 C25 C26 0.9(8) . . . . ?
C30 O3 C00R O2 13.5(13) . . . . ?
C30 O3 C00R C14 -163.5(11) . . . . ?

_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 1.499
_oxdiff_exptl_absorpt_empirical_full_min 0.583
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.756(4)
2 0.244(4)

####################################################################### 
# 
# 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_43_2
_database_code_depnum_ccdc_archive 'CCDC 2253542'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2023-04-03 deposited with the CCDC.	2023-10-30 downloaded from the CCDC.
;
_audit_creation_date             2022-04-25
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H23 Cl N O2 P'
_chemical_formula_sum            'C30 H23 Cl N O2 P'
_chemical_formula_weight         495.91
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   9.7322(16)
_cell_length_b                   10.0029(16)
_cell_length_c                   12.561(2)
_cell_angle_alpha                89.918(4)
_cell_angle_beta                 88.573(4)
_cell_angle_gamma                81.090(4)
_cell_volume                     1207.7(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3945
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      20.23
_cell_measurement_theta_min      2.62
_shelx_estimated_absorpt_T_max   0.973
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.254
_exptl_absorpt_correction_T_max  0.7393
_exptl_absorpt_correction_T_min  0.6908
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0842 before and 0.0767 after correction.
The Ratio of minimum to maximum transmission is 0.9344.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1030
_diffrn_reflns_av_unetI/netI     0.0924
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            25964
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.074
_diffrn_reflns_theta_max         25.074
_diffrn_reflns_theta_min         2.061
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2464
_reflns_number_total             4274
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1320
_refine_ls_R_factor_gt           0.0581
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0259P)²+0.8579P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0897
_refine_ls_wR_factor_ref         0.1155
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C26(H26),
  C27(H27), C29(H29), C30(H30)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.82892(10) 0.59522(11) 0.98332(9) 0.0665(3) Uani 1 1 d . . . . .
P1 P 0.19898(9) 0.76400(9) 0.58511(7) 0.0331(2) Uani 1 1 d . . . . .
O1 O 0.1868(3) 0.9355(3) 1.0210(2) 0.0695(8) Uani 1 1 d . . . . .
O2 O 0.3252(3) 1.0239(3) 0.7850(2) 0.0650(8) Uani 1 1 d . . . . .
N1 N 0.2176(3) 0.8551(3) 0.71602(19) 0.0329(7) Uani 1 1 d . . . . .
C1 C 0.0120(3) 0.8004(3) 0.6221(3) 0.0323(8) Uani 1 1 d . . . . .
C2 C -0.0198(3) 0.8409(3) 0.7268(3) 0.0331(8) Uani 1 1 d . . . . .
C3 C -0.1543(4) 0.8549(3) 0.7674(3) 0.0407(9) Uani 1 1 d . . . . .
H3 H -0.173558 0.879953 0.838111 0.049 Uiso 1 1 calc R U . . .
C4 C -0.2598(4) 0.8312(3) 0.7020(3) 0.0472(10) Uani 1 1 d . . . . .
H4 H -0.350788 0.840758 0.728798 0.057 Uiso 1 1 calc R U . . .
C5 C -0.2314(4) 0.7934(3) 0.5972(3) 0.0459(9) Uani 1 1 d . . . . .
H5 H -0.303348 0.779006 0.553406 0.055 Uiso 1 1 calc R U . . .
C6 C -0.0965(4) 0.7768(3) 0.5572(3) 0.0403(9) Uani 1 1 d . . . . .
H6 H -0.077724 0.749945 0.486808 0.048 Uiso 1 1 calc R U . . .
C7 C 0.2708(3) 0.5979(3) 0.6347(2) 0.0313(8) Uani 1 1 d . . . . .
C8 C 0.4124(4) 0.5510(4) 0.6294(3) 0.0436(9) Uani 1 1 d . . . . .
H8 H 0.472841 0.606646 0.601992 0.052 Uiso 1 1 calc R U . . .
C9 C 0.4648(4) 0.4230(4) 0.6643(3) 0.0509(10) Uani 1 1 d . . . . .
H9 H 0.560393 0.394029 0.661485 0.061 Uiso 1 1 calc R U . . .
C10 C 0.3780(4) 0.3381(4) 0.7030(3) 0.0505(10) Uani 1 1 d . . . . .
H10 H 0.413871 0.251222 0.725234 0.061 Uiso 1 1 calc R U . . .
C11 C 0.2377(4) 0.3825(4) 0.7086(3) 0.0538(11) Uani 1 1 d . . . . .
H11 H 0.177819 0.325615 0.734898 0.065 Uiso 1 1 calc R U . . .
C12 C 0.1845(4) 0.5120(3) 0.6751(3) 0.0468(10) Uani 1 1 d . . . . .
H12 H 0.089098 0.541300 0.679843 0.056 Uiso 1 1 calc R U . . .
C13 C 0.1713(3) 0.7154(3) 0.4429(3) 0.0353(8) Uani 1 1 d . . . . .
C14 C 0.1725(3) 0.5839(3) 0.4064(3) 0.0374(9) Uani 1 1 d . . . . .
H14 H 0.183559 0.512601 0.454653 0.045 Uiso 1 1 calc R U . . .
C15 C 0.1576(3) 0.5574(4) 0.2993(3) 0.0437(9) Uani 1 1 d . . . . .
H15 H 0.158961 0.468787 0.276404 0.052 Uiso 1 1 calc R U . . .
C16 C 0.1408(4) 0.6609(4) 0.2274(3) 0.0496(10) Uani 1 1 d . . . . .
H16 H 0.132791 0.642557 0.155429 0.059 Uiso 1 1 calc R U . . .
C17 C 0.1359(4) 0.7917(4) 0.2613(3) 0.0542(11) Uani 1 1 d . . . . .
H17 H 0.121633 0.862537 0.212886 0.065 Uiso 1 1 calc R U . . .
C18 C 0.1520(4) 0.8178(4) 0.3675(3) 0.0481(10) Uani 1 1 d . . . . .
H18 H 0.150019 0.906831 0.389457 0.058 Uiso 1 1 calc R U . . .
C19 C 0.3432(3) 0.8530(3) 0.5419(3) 0.0418(9) Uani 1 1 d . . . . .
H19 H 0.382738 0.842182 0.473679 0.050 Uiso 1 1 calc R U . . .
C20 C 0.3869(4) 0.9318(3) 0.6119(3) 0.0446(9) Uani 1 1 d . . . . .
H20 H 0.461937 0.977199 0.598313 0.054 Uiso 1 1 calc R U . . .
C21 C 0.3084(4) 0.9434(4) 0.7144(3) 0.0413(9) Uani 1 1 d . . . . .
C22 C 0.1015(3) 0.8724(3) 0.7910(2) 0.0360(8) Uani 1 1 d . . . . .
H22 H 0.082478 0.967769 0.812427 0.043 Uiso 1 1 calc R U . . .
C23 C 0.1258(4) 0.7853(4) 0.8919(3) 0.0454(9) Uani 1 1 d . . . . .
H23A H 0.038006 0.785411 0.930231 0.054 Uiso 1 1 calc R U . . .
H23B H 0.161940 0.692652 0.871848 0.054 Uiso 1 1 calc R U . . .
C24 C 0.2276(4) 0.8389(4) 0.9638(3) 0.0479(10) Uani 1 1 d . . . . .
C25 C 0.3761(4) 0.7764(4) 0.9639(3) 0.0403(9) Uani 1 1 d . . . . .
C26 C 0.4668(4) 0.8335(4) 1.0267(3) 0.0507(10) Uani 1 1 d . . . . .
H26 H 0.432897 0.910097 1.066865 0.061 Uiso 1 1 calc R U . . .
C27 C 0.6054(4) 0.7804(4) 1.0314(3) 0.0528(10) Uani 1 1 d . . . . .
H27 H 0.664925 0.821104 1.073051 0.063 Uiso 1 1 calc R U . . .
C28 C 0.6542(4) 0.6662(4) 0.9734(3) 0.0436(9) Uani 1 1 d . . . . .
C29 C 0.5692(4) 0.6068(4) 0.9095(3) 0.0527(10) Uani 1 1 d . . . . .
H29 H 0.604196 0.530107 0.869845 0.063 Uiso 1 1 calc R U . . .
C30 C 0.4305(4) 0.6624(4) 0.9048(3) 0.0492(10) Uani 1 1 d . . . . .
H30 H 0.372402 0.622757 0.861053 0.059 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
Cl1 C28 1.746(4) . ?
P1 N1 1.907(3) . ?
P1 C1 1.848(3) . ?
P1 C7 1.816(3) . ?
P1 C13 1.888(3) . ?
P1 C19 1.845(3) . ?
O1 C24 1.215(4) . ?
O2 C21 1.230(4) . ?
N1 C21 1.342(4) . ?
N1 C22 1.442(4) . ?
C1 C2 1.389(4) . ?
C1 C6 1.399(4) . ?
C2 C3 1.380(4) . ?
C2 C22 1.519(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.380(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.380(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.379(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.385(4) . ?
C7 C12 1.379(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.378(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.369(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.369(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.387(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.392(4) . ?
C13 C18 1.389(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.387(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.367(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.370(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.377(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.304(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.476(5) . ?
C22 H22 0.9800 . ?
C22 C23 1.540(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.514(5) . ?
C24 C25 1.483(5) . ?
C25 C26 1.386(5) . ?
C25 C30 1.388(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.373(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.370(5) . ?
C28 C29 1.367(5) . ?
C29 H29 0.9300 . ?
C29 C30 1.380(5) . ?
C30 H30 0.9300 . ?

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 N1 82.69(13) . . ?
C1 P1 C13 95.23(14) . . ?
C7 P1 N1 94.67(13) . . ?
C7 P1 C1 109.14(14) . . ?
C7 P1 C13 98.52(14) . . ?
C7 P1 C19 108.91(15) . . ?
C13 P1 N1 166.58(13) . . ?
C19 P1 N1 82.60(14) . . ?
C19 P1 C1 140.06(15) . . ?
C19 P1 C13 90.76(15) . . ?
C21 N1 P1 115.9(2) . . ?
C21 N1 C22 120.2(3) . . ?
C22 N1 P1 118.3(2) . . ?
C2 C1 P1 116.1(2) . . ?
C2 C1 C6 118.4(3) . . ?
C6 C1 P1 125.2(3) . . ?
C1 C2 C22 115.7(3) . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 C22 122.9(3) . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.3(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
C8 C7 P1 121.5(3) . . ?
C12 C7 P1 120.6(3) . . ?
C12 C7 C8 117.9(3) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 C7 120.8(3) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.8(3) . . ?
C10 C9 H9 119.6 . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.2(3) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C7 C12 C11 121.1(3) . . ?
C7 C12 H12 119.5 . . ?
C11 C12 H12 119.5 . . ?
C14 C13 P1 125.2(3) . . ?
C18 C13 P1 117.9(2) . . ?
C18 C13 C14 116.8(3) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.1(3) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.0 . . ?
C15 C16 C17 119.9(3) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.1 . . ?
C16 C17 C18 119.7(4) . . ?
C18 C17 H17 120.1 . . ?
C13 C18 H18 118.9 . . ?
C17 C18 C13 122.1(3) . . ?
C17 C18 H18 118.9 . . ?
P1 C19 H19 121.7 . . ?
C20 C19 P1 116.6(3) . . ?
C20 C19 H19 121.7 . . ?
C19 C20 H20 122.5 . . ?
C19 C20 C21 114.9(3) . . ?
C21 C20 H20 122.5 . . ?
O2 C21 N1 126.9(3) . . ?
O2 C21 C20 123.7(3) . . ?
N1 C21 C20 109.4(3) . . ?
N1 C22 C2 104.2(2) . . ?
N1 C22 H22 108.4 . . ?
N1 C22 C23 114.0(3) . . ?
C2 C22 H22 108.4 . . ?
C2 C22 C23 113.2(3) . . ?
C23 C22 H22 108.4 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 108.0 . . ?
C24 C23 C22 110.9(3) . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
O1 C24 C23 119.3(4) . . ?
O1 C24 C25 119.9(3) . . ?
C25 C24 C23 120.9(3) . . ?
C26 C25 C24 118.8(3) . . ?
C26 C25 C30 117.4(3) . . ?
C30 C25 C24 123.8(3) . . ?
C25 C26 H26 119.0 . . ?
C27 C26 C25 121.9(3) . . ?
C27 C26 H26 119.0 . . ?
C26 C27 H27 120.6 . . ?
C28 C27 C26 118.7(3) . . ?
C28 C27 H27 120.6 . . ?
C27 C28 Cl1 118.6(3) . . ?
C29 C28 Cl1 119.8(3) . . ?
C29 C28 C27 121.6(3) . . ?
C28 C29 H29 120.5 . . ?
C28 C29 C30 119.0(3) . . ?
C30 C29 H29 120.5 . . ?
C25 C30 H30 119.3 . . ?
C29 C30 C25 121.4(3) . . ?
C29 C30 H30 119.3 . . ?

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 C28 C29 C30 178.4(3) . . . . ?
P1 N1 C21 O2 170.9(3) . . . . ?
P1 N1 C21 C20 -8.2(4) . . . . ?
P1 N1 C22 C2 -14.3(3) . . . . ?
P1 N1 C22 C23 109.6(3) . . . . ?
P1 C1 C2 C3 -172.0(2) . . . . ?
P1 C1 C2 C22 9.8(4) . . . . ?
P1 C1 C6 C5 172.6(3) . . . . ?
P1 C7 C8 C9 -177.9(3) . . . . ?
P1 C7 C12 C11 176.9(3) . . . . ?
P1 C13 C14 C15 -177.0(2) . . . . ?
P1 C13 C18 C17 177.7(3) . . . . ?
P1 C19 C20 C21 -3.1(4) . . . . ?
O1 C24 C25 C26 -2.6(5) . . . . ?
O1 C24 C25 C30 177.1(4) . . . . ?
N1 P1 C1 C2 -14.0(2) . . . . ?
N1 P1 C1 C6 172.9(3) . . . . ?
N1 P1 C7 C8 -88.4(3) . . . . ?
N1 P1 C7 C12 94.3(3) . . . . ?
N1 P1 C13 C14 -175.5(5) . . . . ?
N1 P1 C13 C18 6.4(7) . . . . ?
N1 P1 C19 C20 -1.1(3) . . . . ?
N1 C22 C23 C24 72.4(4) . . . . ?
C1 P1 C7 C8 -172.3(3) . . . . ?
C1 P1 C7 C12 10.5(3) . . . . ?
C1 P1 C13 C14 -95.1(3) . . . . ?
C1 P1 C13 C18 86.8(3) . . . . ?
C1 P1 C19 C20 68.1(4) . . . . ?
C1 C2 C3 C4 -1.6(5) . . . . ?
C1 C2 C22 N1 2.8(4) . . . . ?
C1 C2 C22 C23 -121.6(3) . . . . ?
C2 C1 C6 C5 -0.3(5) . . . . ?
C2 C3 C4 C5 0.3(5) . . . . ?
C2 C22 C23 C24 -168.7(3) . . . . ?
C3 C2 C22 N1 -175.4(3) . . . . ?
C3 C2 C22 C23 60.2(4) . . . . ?
C3 C4 C5 C6 1.0(5) . . . . ?
C4 C5 C6 C1 -1.0(5) . . . . ?
C6 C1 C2 C3 1.6(5) . . . . ?
C6 C1 C2 C22 -176.7(3) . . . . ?
C7 P1 C1 C2 78.4(3) . . . . ?
C7 P1 C1 C6 -94.6(3) . . . . ?
C7 P1 C13 C14 15.2(3) . . . . ?
C7 P1 C13 C18 -162.9(3) . . . . ?
C7 P1 C19 C20 -93.5(3) . . . . ?
C7 C8 C9 C10 1.4(5) . . . . ?
C8 C7 C12 C11 -0.4(5) . . . . ?
C8 C9 C10 C11 -1.1(6) . . . . ?
C9 C10 C11 C12 0.2(6) . . . . ?
C10 C11 C12 C7 0.6(6) . . . . ?
C12 C7 C8 C9 -0.6(5) . . . . ?
C13 P1 C1 C2 179.3(2) . . . . ?
C13 P1 C1 C6 6.3(3) . . . . ?
C13 P1 C7 C8 89.1(3) . . . . ?
C13 P1 C7 C12 -88.1(3) . . . . ?
C13 P1 C19 C20 167.2(3) . . . . ?
C13 C14 C15 C16 -0.2(5) . . . . ?
C14 C13 C18 C17 -0.5(5) . . . . ?
C14 C15 C16 C17 -1.4(5) . . . . ?
C15 C16 C17 C18 2.0(6) . . . . ?
C16 C17 C18 C13 -1.1(6) . . . . ?
C18 C13 C14 C15 1.1(5) . . . . ?
C19 P1 C1 C2 -83.2(3) . . . . ?
C19 P1 C1 C6 103.7(3) . . . . ?
C19 P1 C7 C8 -4.7(3) . . . . ?
C19 P1 C7 C12 178.1(3) . . . . ?
C19 P1 C13 C14 124.4(3) . . . . ?
C19 P1 C13 C18 -53.6(3) . . . . ?
C19 C20 C21 O2 -171.9(3) . . . . ?
C19 C20 C21 N1 7.3(4) . . . . ?
C21 N1 C22 C2 138.3(3) . . . . ?
C21 N1 C22 C23 -97.8(3) . . . . ?
C22 N1 C21 O2 17.7(5) . . . . ?
C22 N1 C21 C20 -161.5(3) . . . . ?
C22 C2 C3 C4 176.5(3) . . . . ?
C22 C23 C24 O1 79.8(4) . . . . ?
C22 C23 C24 C25 -99.3(4) . . . . ?
C23 C24 C25 C26 176.6(3) . . . . ?
C23 C24 C25 C30 -3.8(5) . . . . ?
C24 C25 C26 C27 179.5(3) . . . . ?
C24 C25 C30 C29 -178.7(3) . . . . ?
C25 C26 C27 C28 -1.1(6) . . . . ?
C26 C25 C30 C29 1.0(5) . . . . ?
C26 C27 C28 Cl1 -177.6(3) . . . . ?
C26 C27 C28 C29 1.7(6) . . . . ?
C27 C28 C29 C30 -1.0(6) . . . . ?
C28 C29 C30 C25 -0.4(6) . . . . ?
C30 C25 C26 C27 -0.2(5) . . . . ?

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

data_lcy-64
_database_code_depnum_ccdc_archive 'CCDC 2194959'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2022-08-05 deposited with the CCDC.	2023-10-30 downloaded from the CCDC.
;
_audit_creation_date             2022-07-03
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H26 Cl O5 P'
_chemical_formula_sum            'C33 H26 Cl O5 P'
_chemical_formula_weight         568.96
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N P Cl'
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'
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                   14.9304(2)
_cell_length_b                   9.09920(10)
_cell_length_c                   21.2031(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.572(2)
_cell_angle_gamma                90
_cell_volume                     2760.89(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7992
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      71.3010
_cell_measurement_theta_min      3.0820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (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 yellow'
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13610
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.650
_diffrn_reflns_theta_min         3.088
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -47.00  60.00   0.50    0.50    --   42.30 -57.00 -30.00  214
  2  ω     80.00 105.00   0.50    0.50    --   42.30  77.00 120.00   50
  3  ω     15.00  86.00   0.50    0.50    --   42.30 -82.00 120.00  142
  4  ω    -26.00   9.00   0.50    0.50    --   42.30 -82.00 120.00   70
  5  ω     86.00 132.00   0.50    0.50    --   42.30  77.00  30.00   92
  6  ω     96.00 122.00   0.50    0.50    --   42.30  77.00-180.00   52
  7  ω     14.00  55.00   0.50    0.50    --  101.60 -38.00 -30.00   82
  8  ω     92.00 127.00   0.50    0.50    --  101.60 -82.00-120.00   70
  9  ω     58.00  97.00   0.50    0.50    --  101.60 -82.00 150.00   78
 10  ω     30.00 191.00   0.50    0.50    --  101.60  25.00 150.00  322
 11  ω     17.00 132.00   0.50    0.50    --  101.60 -63.00-150.00  230
 12  ω     42.00 142.00   0.50    0.50    --  101.60 -82.00-150.00  200
 13  ω     12.00 146.00   0.50    0.50    --  101.60 -25.00-180.00  268
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1062183000
_diffrn_orient_matrix_UB_12      0.0033419000
_diffrn_orient_matrix_UB_13      0.0330293000
_diffrn_orient_matrix_UB_21      0.0174581000
_diffrn_orient_matrix_UB_22      -0.0201478000
_diffrn_orient_matrix_UB_23      -0.0677353000
_diffrn_orient_matrix_UB_31      0.0000831000
_diffrn_orient_matrix_UB_32      0.1679071000
_diffrn_orient_matrix_UB_33      -0.0088286000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4775
_reflns_number_total             5251
_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 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.312
_refine_diff_density_min         -0.391
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     363
_refine_ls_number_reflns         5251
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+1.0773P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0987
_refine_ls_wR_factor_ref         0.1008
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C26(H26A,H26B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11),
 C12(H12), C14(H14), C15(H15), C16(H16), C17(H17), C29(H29), C30(H30), C32(H32),
  C33(H33)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C25(H25A,H25B,H25C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.60939(3) 0.84929(7) 0.58902(3) 0.05796(16) Uani 1 1 d . . . . .
P1 P 0.19422(2) 0.52270(4) 0.67276(2) 0.02203(11) Uani 1 1 d . . . . .
O1 O 0.23642(9) 0.25908(14) 0.75191(5) 0.0374(3) Uani 1 1 d . . . . .
O2 O 0.21903(11) 0.09473(14) 0.66994(6) 0.0478(3) Uani 1 1 d . . . . .
O3 O 0.35344(8) 0.18097(14) 0.59108(6) 0.0391(3) Uani 1 1 d . . . . .
O4 O 0.21318(7) 0.10334(12) 0.52910(5) 0.0313(3) Uani 1 1 d . . . . .
O5 O 0.21458(8) 0.59912(14) 0.38673(5) 0.0358(3) Uani 1 1 d . . . . .
C1 C 0.12542(10) 0.52442(17) 0.73027(7) 0.0257(3) Uani 1 1 d . . . . .
C2 C 0.04202(11) 0.4457(2) 0.71453(8) 0.0331(4) Uani 1 1 d . . . . .
H2 H 0.023855 0.391891 0.675667 0.040 Uiso 1 1 calc R U . . .
C3 C -0.01391(12) 0.4472(2) 0.75645(9) 0.0379(4) Uani 1 1 d . . . . .
H3 H -0.069489 0.394249 0.745769 0.046 Uiso 1 1 calc R U . . .
C4 C 0.01267(13) 0.5274(2) 0.81434(8) 0.0371(4) Uani 1 1 d . . . . .
H4 H -0.025464 0.529381 0.842190 0.044 Uiso 1 1 calc R U . . .
C5 C 0.09565(12) 0.6042(2) 0.83063(8) 0.0350(4) Uani 1 1 d . . . . .
H5 H 0.113771 0.656842 0.869830 0.042 Uiso 1 1 calc R U . . .
C6 C 0.15251(11) 0.60359(18) 0.78881(7) 0.0300(3) Uani 1 1 d . . . . .
H6 H 0.208361 0.655850 0.799936 0.036 Uiso 1 1 calc R U . . .
C7 C 0.29926(10) 0.62528(17) 0.71173(7) 0.0255(3) Uani 1 1 d . . . . .
C8 C 0.30406(12) 0.7756(2) 0.70287(9) 0.0371(4) Uani 1 1 d . . . . .
H8 H 0.254485 0.824991 0.674060 0.044 Uiso 1 1 calc R U . . .
C9 C 0.38341(13) 0.8520(2) 0.73730(11) 0.0483(5) Uani 1 1 d . . . . .
H9 H 0.387055 0.952811 0.731255 0.058 Uiso 1 1 calc R U . . .
C10 C 0.45682(12) 0.7796(2) 0.78037(10) 0.0443(4) Uani 1 1 d . . . . .
H10 H 0.509742 0.831665 0.803227 0.053 Uiso 1 1 calc R U . . .
C11 C 0.45194(11) 0.6307(2) 0.78959(9) 0.0397(4) Uani 1 1 d . . . . .
H11 H 0.501311 0.582372 0.819066 0.048 Uiso 1 1 calc R U . . .
C12 C 0.37381(11) 0.5525(2) 0.75517(8) 0.0338(4) Uani 1 1 d . . . . .
H12 H 0.371076 0.451481 0.761014 0.041 Uiso 1 1 calc R U . . .
C13 C 0.12844(10) 0.61302(16) 0.59921(7) 0.0234(3) Uani 1 1 d . . . . .
C14 C 0.06740(11) 0.72679(19) 0.60287(8) 0.0302(3) Uani 1 1 d . . . . .
H14 H 0.063699 0.758012 0.643821 0.036 Uiso 1 1 calc R U . . .
C15 C 0.01240(11) 0.79371(19) 0.54666(8) 0.0327(4) Uani 1 1 d . . . . .
H15 H -0.027832 0.869797 0.549551 0.039 Uiso 1 1 calc R U . . .
C16 C 0.01810(10) 0.74565(18) 0.48572(7) 0.0295(3) Uani 1 1 d . . . . .
H16 H -0.018850 0.789702 0.447568 0.035 Uiso 1 1 calc R U . . .
C17 C 0.07788(10) 0.63345(18) 0.48123(7) 0.0263(3) Uani 1 1 d . . . . .
H17 H 0.080585 0.603539 0.439873 0.032 Uiso 1 1 calc R U . . .
C18 C 0.13525(9) 0.56245(16) 0.53763(7) 0.0227(3) Uani 1 1 d . . . . .
C19 C 0.19209(10) 0.43618(17) 0.53100(7) 0.0244(3) Uani 1 1 d . . . . .
C20 C 0.22018(10) 0.33523(16) 0.58041(7) 0.0234(3) Uani 1 1 d . . . . .
C21 C 0.21143(10) 0.34893(17) 0.64605(7) 0.0252(3) Uani 1 1 d . . . . .
C22 C 0.22263(11) 0.22185(18) 0.68800(8) 0.0302(3) Uani 1 1 d . . . . .
C23 C 0.23115(17) 0.1413(2) 0.79572(9) 0.0530(5) Uani 1 1 d . . . . .
H23A H 0.184429 0.072072 0.773151 0.079 Uiso 1 1 calc R U . . .
H23B H 0.214847 0.180041 0.833095 0.079 Uiso 1 1 calc R U . . .
H23C H 0.290643 0.092887 0.810230 0.079 Uiso 1 1 calc R U . . .
C24 C 0.27069(10) 0.19902(17) 0.56876(7) 0.0264(3) Uani 1 1 d . . . . .
C25 C 0.25443(13) -0.0364(2) 0.52100(10) 0.0434(4) Uani 1 1 d . . . . .
H25A H 0.299223 -0.022478 0.496824 0.065 Uiso 1 1 calc R U . . .
H25B H 0.206429 -0.102433 0.497344 0.065 Uiso 1 1 calc R U . . .
H25C H 0.285056 -0.077051 0.563453 0.065 Uiso 1 1 calc R U . . .
C26 C 0.21385(11) 0.41464(18) 0.46584(7) 0.0293(3) Uani 1 1 d . . . . .
H26A H 0.156599 0.386869 0.432941 0.035 Uiso 1 1 calc R U . . .
H26B H 0.257142 0.333155 0.470530 0.035 Uiso 1 1 calc R U . . .
C27 C 0.25535(11) 0.54713(18) 0.44026(7) 0.0295(3) Uani 1 1 d . . . . .
C28 C 0.34647(11) 0.61221(19) 0.47870(8) 0.0312(3) Uani 1 1 d . . . . .
C29 C 0.39030(13) 0.5789(3) 0.54429(9) 0.0494(5) Uani 1 1 d . . . . .
H29 H 0.364957 0.507502 0.565519 0.059 Uiso 1 1 calc R U . . .
C30 C 0.47144(14) 0.6512(3) 0.57826(10) 0.0572(6) Uani 1 1 d . . . . .
H30 H 0.499587 0.630758 0.622466 0.069 Uiso 1 1 calc R U . . .
C31 C 0.50987(12) 0.7535(2) 0.54582(9) 0.0409(4) Uani 1 1 d . . . . .
C32 C 0.47045(13) 0.7843(2) 0.48030(10) 0.0438(4) Uani 1 1 d . . . . .
H32 H 0.498468 0.850958 0.458584 0.053 Uiso 1 1 calc R U . . .
C33 C 0.38843(12) 0.7143(2) 0.44736(9) 0.0393(4) Uani 1 1 d . . . . .
H33 H 0.360611 0.735812 0.403229 0.047 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
Cl1 C31 1.7408(19) . ?
P1 C1 1.8046(16) . ?
P1 C7 1.8095(15) . ?
P1 C13 1.7884(14) . ?
P1 C21 1.7233(16) . ?
O1 C22 1.354(2) . ?
O1 C23 1.435(2) . ?
O2 C22 1.215(2) . ?
O3 C24 1.2017(18) . ?
O4 C24 1.3381(18) . ?
O4 C25 1.444(2) . ?
O5 C27 1.2200(19) . ?
C1 C2 1.392(2) . ?
C1 C6 1.392(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.382(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.378(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.391(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.385(2) . ?
C7 C12 1.393(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.388(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.377(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.374(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.384(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.396(2) . ?
C13 C18 1.415(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.381(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.390(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.377(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.413(2) . ?
C18 C19 1.459(2) . ?
C19 C20 1.366(2) . ?
C19 C26 1.520(2) . ?
C20 C21 1.440(2) . ?
C20 C24 1.507(2) . ?
C21 C22 1.439(2) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.524(2) . ?
C27 C28 1.494(2) . ?
C28 C29 1.391(2) . ?
C28 C33 1.391(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.386(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.376(3) . ?
C31 C32 1.374(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.380(3) . ?
C33 H33 0.9300 . ?

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 C7 105.86(7) . . ?
C13 P1 C1 107.96(7) . . ?
C13 P1 C7 110.49(7) . . ?
C21 P1 C1 113.39(7) . . ?
C21 P1 C7 115.62(7) . . ?
C21 P1 C13 103.38(7) . . ?
C22 O1 C23 116.10(14) . . ?
C24 O4 C25 115.38(12) . . ?
C2 C1 P1 118.44(11) . . ?
C6 C1 P1 122.04(12) . . ?
C6 C1 C2 119.51(14) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.26(15) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.9 . . ?
C2 C3 C4 120.14(16) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 119.95(16) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.43(15) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 120.1 . . ?
C5 C6 C1 119.71(15) . . ?
C5 C6 H6 120.1 . . ?
C8 C7 P1 121.27(12) . . ?
C8 C7 C12 119.77(14) . . ?
C12 C7 P1 118.79(12) . . ?
C7 C8 H8 120.2 . . ?
C7 C8 C9 119.51(16) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.52(18) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.08(16) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 H11 119.9 . . ?
C10 C11 C12 120.22(16) . . ?
C12 C11 H11 119.9 . . ?
C7 C12 H12 120.0 . . ?
C11 C12 C7 119.90(16) . . ?
C11 C12 H12 120.0 . . ?
C14 C13 P1 119.82(11) . . ?
C14 C13 C18 120.81(13) . . ?
C18 C13 P1 119.28(11) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 C13 121.06(14) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 120.5 . . ?
C14 C15 C16 118.99(15) . . ?
C16 C15 H15 120.5 . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.69(14) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.0 . . ?
C16 C17 C18 121.92(14) . . ?
C18 C17 H17 119.0 . . ?
C13 C18 C19 122.81(12) . . ?
C17 C18 C13 116.52(13) . . ?
C17 C18 C19 120.49(13) . . ?
C18 C19 C26 118.06(13) . . ?
C20 C19 C18 121.03(13) . . ?
C20 C19 C26 120.80(14) . . ?
C19 C20 C21 126.18(14) . . ?
C19 C20 C24 119.06(13) . . ?
C21 C20 C24 114.66(13) . . ?
C20 C21 P1 117.40(11) . . ?
C22 C21 P1 122.41(12) . . ?
C22 C21 C20 120.08(14) . . ?
O1 C22 C21 112.03(14) . . ?
O2 C22 O1 122.28(15) . . ?
O2 C22 C21 125.68(15) . . ?
O1 C23 H23A 109.5 . . ?
O1 C23 H23B 109.5 . . ?
O1 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O3 C24 O4 124.19(14) . . ?
O3 C24 C20 123.65(14) . . ?
O4 C24 C20 112.13(12) . . ?
O4 C25 H25A 109.5 . . ?
O4 C25 H25B 109.5 . . ?
O4 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C19 C26 H26A 108.3 . . ?
C19 C26 H26B 108.3 . . ?
C19 C26 C27 115.83(13) . . ?
H26A C26 H26B 107.4 . . ?
C27 C26 H26A 108.3 . . ?
C27 C26 H26B 108.3 . . ?
O5 C27 C26 119.48(15) . . ?
O5 C27 C28 119.26(15) . . ?
C28 C27 C26 121.23(13) . . ?
C29 C28 C27 123.67(16) . . ?
C33 C28 C27 117.91(15) . . ?
C33 C28 C29 118.40(17) . . ?
C28 C29 H29 119.7 . . ?
C30 C29 C28 120.55(18) . . ?
C30 C29 H29 119.7 . . ?
C29 C30 H30 120.4 . . ?
C31 C30 C29 119.24(18) . . ?
C31 C30 H30 120.4 . . ?
C30 C31 Cl1 119.39(15) . . ?
C32 C31 Cl1 119.02(15) . . ?
C32 C31 C30 121.58(18) . . ?
C31 C32 H32 120.7 . . ?
C31 C32 C33 118.66(18) . . ?
C33 C32 H32 120.7 . . ?
C28 C33 H33 119.3 . . ?
C32 C33 C28 121.47(17) . . ?
C32 C33 H33 119.3 . . ?

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 C31 C32 C33 -176.17(15) . . . . ?
P1 C1 C2 C3 -178.36(14) . . . . ?
P1 C1 C6 C5 178.34(13) . . . . ?
P1 C7 C8 C9 175.40(15) . . . . ?
P1 C7 C12 C11 -174.84(13) . . . . ?
P1 C13 C14 C15 -176.85(13) . . . . ?
P1 C13 C18 C17 176.81(11) . . . . ?
P1 C13 C18 C19 1.7(2) . . . . ?
P1 C21 C22 O1 -12.17(19) . . . . ?
P1 C21 C22 O2 166.67(15) . . . . ?
O5 C27 C28 C29 168.40(18) . . . . ?
O5 C27 C28 C33 -10.1(2) . . . . ?
C1 P1 C7 C8 -90.19(15) . . . . ?
C1 P1 C7 C12 85.05(14) . . . . ?
C1 P1 C13 C14 31.49(14) . . . . ?
C1 P1 C13 C18 -145.03(12) . . . . ?
C1 P1 C21 C20 148.83(11) . . . . ?
C1 P1 C21 C22 -34.94(15) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C2 C1 C6 C5 -0.5(2) . . . . ?
C2 C3 C4 C5 -0.9(3) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C4 C5 C6 C1 -0.2(3) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
C7 P1 C1 C2 -176.45(13) . . . . ?
C7 P1 C1 C6 4.65(15) . . . . ?
C7 P1 C13 C14 -83.83(14) . . . . ?
C7 P1 C13 C18 99.65(13) . . . . ?
C7 P1 C21 C20 -88.66(12) . . . . ?
C7 P1 C21 C22 87.57(14) . . . . ?
C7 C8 C9 C10 -0.4(3) . . . . ?
C8 C7 C12 C11 0.5(3) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C12 0.7(3) . . . . ?
C10 C11 C12 C7 -0.9(3) . . . . ?
C12 C7 C8 C9 0.2(3) . . . . ?
C13 P1 C1 C2 65.22(14) . . . . ?
C13 P1 C1 C6 -113.68(13) . . . . ?
C13 P1 C7 C8 26.44(16) . . . . ?
C13 P1 C7 C12 -158.31(12) . . . . ?
C13 P1 C21 C20 32.20(13) . . . . ?
C13 P1 C21 C22 -151.57(13) . . . . ?
C13 C14 C15 C16 0.4(3) . . . . ?
C13 C18 C19 C20 19.0(2) . . . . ?
C13 C18 C19 C26 -164.95(14) . . . . ?
C14 C13 C18 C17 0.3(2) . . . . ?
C14 C13 C18 C19 -174.78(14) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C16 C17 C18 C13 -0.3(2) . . . . ?
C16 C17 C18 C19 174.97(14) . . . . ?
C17 C18 C19 C20 -155.93(14) . . . . ?
C17 C18 C19 C26 20.1(2) . . . . ?
C18 C13 C14 C15 -0.4(2) . . . . ?
C18 C19 C20 C21 -10.0(2) . . . . ?
C18 C19 C20 C24 174.05(13) . . . . ?
C18 C19 C26 C27 52.21(18) . . . . ?
C19 C20 C21 P1 -18.8(2) . . . . ?
C19 C20 C21 C22 164.90(15) . . . . ?
C19 C20 C24 O3 104.41(18) . . . . ?
C19 C20 C24 O4 -73.56(17) . . . . ?
C19 C26 C27 O5 -120.88(16) . . . . ?
C19 C26 C27 C28 60.80(19) . . . . ?
C20 C19 C26 C27 -131.72(15) . . . . ?
C20 C21 C22 O1 163.96(13) . . . . ?
C20 C21 C22 O2 -17.2(3) . . . . ?
C21 P1 C1 C2 -48.68(15) . . . . ?
C21 P1 C1 C6 132.42(13) . . . . ?
C21 P1 C7 C8 143.38(14) . . . . ?
C21 P1 C7 C12 -41.37(15) . . . . ?
C21 P1 C13 C14 151.89(13) . . . . ?
C21 P1 C13 C18 -24.63(13) . . . . ?
C21 C20 C24 O3 -72.0(2) . . . . ?
C21 C20 C24 O4 109.99(15) . . . . ?
C23 O1 C22 O2 -10.0(2) . . . . ?
C23 O1 C22 C21 168.91(16) . . . . ?
C24 C20 C21 P1 157.37(11) . . . . ?
C24 C20 C21 C22 -19.0(2) . . . . ?
C25 O4 C24 O3 8.2(2) . . . . ?
C25 O4 C24 C20 -173.88(14) . . . . ?
C26 C19 C20 C21 174.08(14) . . . . ?
C26 C19 C20 C24 -1.9(2) . . . . ?
C26 C27 C28 C29 -13.3(2) . . . . ?
C26 C27 C28 C33 168.25(15) . . . . ?
C27 C28 C29 C30 -175.4(2) . . . . ?
C27 C28 C33 C32 177.06(17) . . . . ?
C28 C29 C30 C31 -1.9(4) . . . . ?
C29 C28 C33 C32 -1.5(3) . . . . ?
C29 C30 C31 Cl1 177.70(18) . . . . ?
C29 C30 C31 C32 -0.9(4) . . . . ?
C30 C31 C32 C33 2.4(3) . . . . ?
C31 C32 C33 C28 -1.2(3) . . . . ?
C33 C28 C29 C30 3.1(3) . . . . ?

_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 2.216
_oxdiff_exptl_absorpt_empirical_full_min 0.586
####################################################################### 
# 
# 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_glj-p
_database_code_depnum_ccdc_archive 'CCDC 2303105'
loop_
_audit_author_name
_audit_author_address
'Qilin Wang'
;Henan University
China
;
_audit_update_record             
;
2023-10-24 deposited with the CCDC.	2023-10-30 downloaded from the CCDC.
;
_audit_creation_date             2021-11-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C54 H40 Br2 O2 P2'
_chemical_formula_sum            'C54 H40 Br2 O2 P2'
_chemical_formula_weight         942.62
_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'
Br Br -0.6763 1.2805 '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      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                   14.3800(5)
_cell_length_b                   15.4793(7)
_cell_length_c                   17.3460(6)
_cell_angle_alpha                101.507(3)
_cell_angle_beta                 108.532(3)
_cell_angle_gamma                108.298(4)
_cell_volume                     3278.1(2)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    7811
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      74.1800
_cell_measurement_theta_min      2.8590
_shelx_estimated_absorpt_T_max   0.708
_shelx_estimated_absorpt_T_min   0.650
_exptl_absorpt_coefficient_mu    3.372
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            23821
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.450
_diffrn_reflns_theta_min         2.849
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -65.00  34.00   1.00    1.00    --  -40.36  38.00  60.00   99
  2  ω    -60.00  32.00   1.00    1.00    --  -40.36  57.00 150.00   92
  3  ω    -88.00  -5.00   1.00    1.00    --  -40.36 125.00 150.00   83
  4  ω     57.00  91.00   1.00    1.00    --   40.36-125.00  30.00   34
  5  ω     38.00  67.00   1.00    2.00    --  108.83-125.00 -30.00   29
  6  ω     82.00 109.00   1.00    2.00    --  108.83-125.00 -30.00   27
  7  ω     49.00 120.00   1.00    2.00    --  108.83-125.00-150.00   71
  8  ω     47.00 120.00   1.00    2.00    --  108.83 -15.00 -60.00   73
  9  ω     80.00 113.00   1.00    2.00    --  108.83  61.00   0.00   33
 10  ω    145.00 173.00   1.00    2.00    --  108.83  61.00   0.00   28
 11  ω    146.00 175.00   1.00    2.00    --  108.83  77.00-120.00   29
 12  ω     98.00 125.00   1.00    2.00    --  108.83 125.00-120.00   27
 13  ω     94.00 140.00   1.00    2.00    --  108.83 125.00 -90.00   46
 14  ω     80.00 178.00   1.00    2.00    --  108.83  61.00 -30.00   98
 15  ω     89.00 172.00   1.00    2.00    --  108.83  45.00  90.00   83
 16  ω     77.00 122.00   1.00    2.00    --  108.83  77.00-120.00   45
 17  ω     36.00 131.00   1.00    2.00    --  108.83 -77.00  30.00   95
 18  ω     40.00 116.00   1.00    2.00    --  108.83-125.00  60.00   76
 19  ω     36.00 140.00   1.00    2.00    --  108.83 -77.00-150.00  104
 20  ω   -106.00 -16.00   1.00    1.00    --  -40.36 -38.00-120.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0247570000
_diffrn_orient_matrix_UB_12      0.1083484000
_diffrn_orient_matrix_UB_13      0.0313067000
_diffrn_orient_matrix_UB_21      0.1088964000
_diffrn_orient_matrix_UB_22      0.0243251000
_diffrn_orient_matrix_UB_23      -0.0068249000
_diffrn_orient_matrix_UB_31      -0.0530833000
_diffrn_orient_matrix_UB_32      -0.0047215000
_diffrn_orient_matrix_UB_33      -0.0940094000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9761
_reflns_number_total             12906
_reflns_odcompleteness_completeness 99.75
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.416
_refine_diff_density_min         -1.099
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     830
_refine_ls_number_reflns         12906
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0534
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0787P)²+2.4771P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1433
_refine_ls_wR_factor_ref         0.1573
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Others
 Sof(H47A)=Sof(C50)=Sof(H50)=Sof(C51)=Sof(H51)=1-FVAR(1)
 Sof(H47)=Sof(C48)=Sof(H48)=Sof(C49)=Sof(H49)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C31(H31), C71(H71), C72(H72)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16), C17(H17),
 C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26), C27(H27),
  C28(H28), C29(H29), C33(H33), C34(H34), C36(H36), C37(H37), C39(H39),
 C40(H40), C41(H41), C42(H42), C45(H45), C46(H46), C47(H47), C47(H47A),
 C48(H48), C49(H49), C50(H50), C51(H51), C53(H53), C54(H54), C55(H55), C56(H56),
  C57(H57), C60(H60), C61(H61), C62(H62), C63(H63), C64(H64), C66(H66),
 C67(H67), C68(H68), C69(H69), C70(H70), C75(H75), C76(H76), C78(H78), C79(H79),
  C82(H82), C83(H83), C84(H84), C85(H85)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.59785(5) 0.50351(5) 0.70727(3) 0.06593(18) Uani 1 1 d . . . . .
Br2 Br 1.42549(4) 0.83553(4) 0.32104(3) 0.05350(14) Uani 1 1 d . . . . .
P1 P 0.82610(8) 0.54370(7) 0.14910(6) 0.0337(2) Uani 1 1 d . . . . .
P2 P 0.99411(7) 0.83783(6) 0.60180(6) 0.02836(19) Uani 1 1 d . . . . .
O1 O 0.6604(2) 0.4246(2) 0.32879(18) 0.0425(6) Uani 1 1 d . . . . .
O2 O 1.0860(2) 0.61043(19) 0.48610(17) 0.0341(6) Uani 1 1 d . . . . .
C2 C 0.8997(3) 0.6459(2) 0.4529(2) 0.0242(6) Uani 1 1 d . . . . .
H2 H 0.951957 0.667036 0.512613 0.029 Uiso 1 1 calc R U . . .
C3 C 0.9541(3) 0.6433(2) 0.3875(2) 0.0253(6) Uani 1 1 d . . . . .
H3 H 0.952599 0.691386 0.358446 0.030 Uiso 1 1 calc R U . . .
C4 C 0.8628(3) 0.5386(2) 0.3318(2) 0.0263(7) Uani 1 1 d . . . . .
H4 H 0.802492 0.546301 0.292011 0.032 Uiso 1 1 calc R U . . .
C5 C 1.0640(3) 0.6421(2) 0.4267(2) 0.0260(7) Uani 1 1 d . . . . .
C6 C 1.1466(3) 0.6814(2) 0.3934(2) 0.0275(7) Uani 1 1 d . . . . .
C7 C 1.1240(3) 0.7084(3) 0.3199(2) 0.0328(7) Uani 1 1 d . . . . .
H7 H 1.053762 0.697259 0.286429 0.039 Uiso 1 1 calc R U . . .
C8 C 1.2065(3) 0.7522(3) 0.2965(3) 0.0409(9) Uani 1 1 d . . . . .
H8 H 1.192045 0.769964 0.247193 0.049 Uiso 1 1 calc R U . . .
C9 C 1.3099(3) 0.7687(3) 0.3479(3) 0.0368(8) Uani 1 1 d . . . . .
C10 C 1.3342(3) 0.7397(3) 0.4199(3) 0.0382(8) Uani 1 1 d . . . . .
H10 H 1.404226 0.749165 0.452208 0.046 Uiso 1 1 calc R U . . .
C11 C 1.2519(3) 0.6967(3) 0.4421(3) 0.0334(8) Uani 1 1 d . . . . .
H11 H 1.266784 0.677428 0.490438 0.040 Uiso 1 1 calc R U . . .
C12 C 0.8338(3) 0.7050(2) 0.4414(2) 0.0257(6) Uani 1 1 d . . . . .
C13 C 0.8765(3) 0.7994(2) 0.4999(2) 0.0269(7) Uani 1 1 d . . . . .
C14 C 0.8216(3) 0.8585(3) 0.4820(2) 0.0313(7) Uani 1 1 d . . . . .
H14 H 0.849524 0.921103 0.519732 0.038 Uiso 1 1 calc R U . . .
C15 C 0.7265(3) 0.8256(3) 0.4093(2) 0.0334(8) Uani 1 1 d . . . . .
H15 H 0.692853 0.866778 0.397691 0.040 Uiso 1 1 calc R U . . .
C16 C 0.6822(3) 0.7322(3) 0.3545(2) 0.0336(8) Uani 1 1 d . . . . .
H16 H 0.616946 0.709122 0.307171 0.040 Uiso 1 1 calc R U . . .
C17 C 0.7360(3) 0.6722(3) 0.3704(2) 0.0315(7) Uani 1 1 d . . . . .
H17 H 0.706044 0.609202 0.332999 0.038 Uiso 1 1 calc R U . . .
C18 C 1.1069(3) 0.8671(3) 0.5699(2) 0.0296(7) Uani 1 1 d . . . . .
C19 C 1.2019(3) 0.8661(3) 0.6245(2) 0.0392(9) Uani 1 1 d . . . . .
H19 H 1.203313 0.845871 0.671671 0.047 Uiso 1 1 calc R U . . .
C20 C 1.2941(3) 0.8949(3) 0.6090(3) 0.0448(10) Uani 1 1 d . . . . .
H20 H 1.357280 0.895498 0.646541 0.054 Uiso 1 1 calc R U . . .
C21 C 1.2915(3) 0.9226(3) 0.5377(3) 0.0408(9) Uani 1 1 d . . . . .
H21 H 1.353552 0.943302 0.527994 0.049 Uiso 1 1 calc R U . . .
C22 C 1.1973(3) 0.9198(3) 0.4808(3) 0.0354(8) Uani 1 1 d . . . . .
H22 H 1.195263 0.935819 0.431611 0.042 Uiso 1 1 calc R U . . .
C23 C 1.1055(3) 0.8930(2) 0.4972(2) 0.0299(7) Uani 1 1 d . . . . .
H23 H 1.042625 0.892239 0.459177 0.036 Uiso 1 1 calc R U . . .
C24 C 1.0082(3) 0.9580(3) 0.6585(2) 0.0293(7) Uani 1 1 d . . . . .
C25 C 1.0874(3) 1.0443(3) 0.6688(2) 0.0310(7) Uani 1 1 d . . . . .
H25 H 1.135501 1.043160 0.643729 0.037 Uiso 1 1 calc R U . . .
C26 C 1.0957(3) 1.1323(3) 0.7163(2) 0.0353(8) Uani 1 1 d . . . . .
H26 H 1.149444 1.189393 0.723025 0.042 Uiso 1 1 calc R U . . .
C27 C 1.0243(4) 1.1351(3) 0.7533(3) 0.0406(9) Uani 1 1 d . . . . .
H27 H 1.029959 1.194017 0.784987 0.049 Uiso 1 1 calc R U . . .
C28 C 0.9439(3) 1.0498(3) 0.7432(3) 0.0417(9) Uani 1 1 d . . . . .
H28 H 0.894891 1.051605 0.767230 0.050 Uiso 1 1 calc R U . . .
C29 C 0.9367(3) 0.9615(3) 0.6972(2) 0.0378(8) Uani 1 1 d . . . . .
H29 H 0.884156 0.904510 0.692024 0.045 Uiso 1 1 calc R U . . .
C30 C 0.7286(3) 0.4774(3) 0.4006(2) 0.0300(7) Uani 1 1 d . . . . .
C31 C 0.8416(3) 0.5329(2) 0.4127(2) 0.0250(6) Uani 1 1 d . . . . .
H31 H 0.887743 0.505544 0.444446 0.030 Uiso 1 1 calc R U . . .
C32 C 0.7010(3) 0.4861(3) 0.4775(2) 0.0312(7) Uani 1 1 d . . . . .
C33 C 0.7768(3) 0.5418(3) 0.5605(2) 0.0371(8) Uani 1 1 d . . . . .
H33 H 0.847592 0.576067 0.569935 0.045 Uiso 1 1 calc R U . . .
C34 C 0.7475(4) 0.5468(4) 0.6301(3) 0.0455(10) Uani 1 1 d . . . . .
H34 H 0.798152 0.584574 0.685728 0.055 Uiso 1 1 calc R U . . .
C35 C 0.6420(4) 0.4947(3) 0.6151(3) 0.0447(10) Uani 1 1 d . . . . .
C36 C 0.5662(3) 0.4373(3) 0.5328(3) 0.0392(9) Uani 1 1 d . . . . .
H36 H 0.495869 0.401923 0.523738 0.047 Uiso 1 1 calc R U . . .
C37 C 0.5955(3) 0.4326(3) 0.4642(3) 0.0343(8) Uani 1 1 d . . . . .
H37 H 0.544753 0.393661 0.408902 0.041 Uiso 1 1 calc R U . . .
C38 C 0.8857(3) 0.4643(2) 0.2800(2) 0.0253(6) Uani 1 1 d . . . . .
C39 C 0.9241(3) 0.4026(3) 0.3148(2) 0.0286(7) Uani 1 1 d . . . . .
H39 H 0.934377 0.406355 0.371273 0.034 Uiso 1 1 calc R U . . .
C40 C 0.9477(3) 0.3351(3) 0.2669(2) 0.0303(7) Uani 1 1 d . . . . .
H40 H 0.974623 0.295389 0.291827 0.036 Uiso 1 1 calc R U . . .
C41 C 0.9307(3) 0.3277(3) 0.1824(2) 0.0340(8) Uani 1 1 d . . . . .
H41 H 0.945826 0.282676 0.150025 0.041 Uiso 1 1 calc R U . . .
C42 C 0.8911(3) 0.3879(3) 0.1462(2) 0.0309(7) Uani 1 1 d . . . . .
H42 H 0.879618 0.382287 0.089174 0.037 Uiso 1 1 calc R U . . .
C43 C 0.8681(3) 0.4566(2) 0.1930(2) 0.0274(7) Uani 1 1 d . . . . .
C44 C 0.8147(3) 0.5066(3) 0.0379(3) 0.0395(9) Uani 1 1 d . . . . .
C45 C 0.7312(4) 0.4298(3) -0.0296(3) 0.0426(9) Uani 1 1 d . . . . .
H45 H 0.674924 0.391425 -0.019691 0.051 Uiso 1 1 calc R U . . .
C46 C 0.7280(4) 0.4076(3) -0.1122(3) 0.0470(10) Uani 1 1 d . . . . .
H46 H 0.670338 0.354807 -0.156408 0.056 Uiso 1 1 calc R U . . .
C47 C 0.8078(5) 0.4619(5) -0.1285(4) 0.0790(19) Uani 1 1 d . . . . .
H47 H 0.819391 0.439555 -0.176932 0.095 Uiso 0.565(14) 1 calc R U P A 1
H47A H 0.796771 0.470385 -0.181745 0.095 Uiso 0.435(14) 1 calc R U P A 2
C48 C 0.8756(8) 0.5590(8) -0.0651(5) 0.061(4) Uani 0.565(14) 1 d . . P A 1
H48 H 0.916224 0.607155 -0.080005 0.074 Uiso 0.565(14) 1 calc R U P A 1
C49 C 0.8782(7) 0.5778(7) 0.0168(5) 0.048(3) Uani 0.565(14) 1 d . . P A 1
H49 H 0.922655 0.638358 0.058079 0.057 Uiso 0.565(14) 1 calc R U P A 1
C50 C 0.9143(13) 0.5074(11) -0.0555(10) 0.070(5) Uani 0.435(14) 1 d . . P A 2
H50 H 0.976695 0.515873 -0.064125 0.085 Uiso 0.435(14) 1 calc R U P A 2
C51 C 0.9172(10) 0.5368(10) 0.0264(8) 0.052(3) Uani 0.435(14) 1 d . . P A 2
H51 H 0.982197 0.574839 0.073565 0.063 Uiso 0.435(14) 1 calc R U P A 2
C52 C 0.6853(3) 0.5058(3) 0.1327(2) 0.0320(7) Uani 1 1 d . . . . .
C53 C 0.6426(4) 0.5747(3) 0.1292(3) 0.0448(10) Uani 1 1 d . . . . .
H53 H 0.686091 0.636994 0.135858 0.054 Uiso 1 1 calc R U . . .
C54 C 0.5364(4) 0.5521(4) 0.1161(3) 0.0520(11) Uani 1 1 d . . . . .
H54 H 0.508349 0.598395 0.111947 0.062 Uiso 1 1 calc R U . . .
C55 C 0.4722(4) 0.4608(4) 0.1091(3) 0.0473(10) Uani 1 1 d . . . . .
H55 H 0.401114 0.445965 0.101003 0.057 Uiso 1 1 calc R U . . .
C56 C 0.5126(4) 0.3920(4) 0.1141(3) 0.0482(10) Uani 1 1 d . . . . .
H56 H 0.469233 0.330813 0.109896 0.058 Uiso 1 1 calc R U . . .
C57 C 0.6192(3) 0.4139(3) 0.1254(3) 0.0408(9) Uani 1 1 d . . . . .
H57 H 0.646171 0.366767 0.128148 0.049 Uiso 1 1 calc R U . . .
Br3 Br -0.47998(4) -0.18092(4) 0.15916(3) 0.05139(14) Uani 1 1 d . . . . .
P3 P 0.31527(7) 0.11706(7) 0.14265(6) 0.0323(2) Uani 1 1 d . . . . .
O3 O -0.0298(2) 0.1051(2) 0.13328(17) 0.0373(6) Uani 1 1 d . . . . .
C59 C 0.4494(3) 0.1371(3) 0.1469(3) 0.0339(8) Uani 1 1 d . . . . .
C60 C 0.4588(3) 0.1013(3) 0.0703(3) 0.0408(9) Uani 1 1 d . . . . .
H60 H 0.397632 0.060395 0.020817 0.049 Uiso 1 1 calc R U . . .
C61 C 0.5599(4) 0.1268(4) 0.0680(3) 0.0476(10) Uani 1 1 d . . . . .
H61 H 0.565905 0.103267 0.016927 0.057 Uiso 1 1 calc R U . . .
C62 C 0.6500(3) 0.1863(3) 0.1409(3) 0.0480(11) Uani 1 1 d . . . . .
H62 H 0.717113 0.202568 0.139281 0.058 Uiso 1 1 calc R U . . .
C63 C 0.6422(3) 0.2225(3) 0.2168(3) 0.0459(10) Uani 1 1 d . . . . .
H63 H 0.703850 0.263135 0.265960 0.055 Uiso 1 1 calc R U . . .
C64 C 0.5425(3) 0.1983(3) 0.2197(3) 0.0405(9) Uani 1 1 d . . . . .
H64 H 0.537665 0.223400 0.270931 0.049 Uiso 1 1 calc R U . . .
C65 C 0.3379(3) 0.1404(3) 0.2567(3) 0.0420(9) Uani 1 1 d . . . . .
C66 C 0.3169(4) 0.2159(4) 0.2957(3) 0.0573(13) Uani 1 1 d . . . . .
H66 H 0.294017 0.252813 0.263999 0.069 Uiso 1 1 calc R U . . .
C67 C 0.3292(4) 0.2361(5) 0.3786(4) 0.0745(19) Uani 1 1 d . . . . .
H67 H 0.312643 0.285223 0.403165 0.089 Uiso 1 1 calc R U . . .
C68 C 0.3671(5) 0.1828(6) 0.4277(3) 0.084(2) Uani 1 1 d . . . . .
H68 H 0.378582 0.198425 0.485546 0.101 Uiso 1 1 calc R U . . .
C69 C 0.3875(5) 0.1071(5) 0.3903(3) 0.0695(16) Uani 1 1 d . . . . .
H69 H 0.411485 0.070945 0.422402 0.083 Uiso 1 1 calc R U . . .
C70 C 0.3717(4) 0.0858(4) 0.3048(3) 0.0585(13) Uani 1 1 d . . . . .
H70 H 0.383900 0.034200 0.278955 0.070 Uiso 1 1 calc R U . . .
C71 C 0.0712(3) 0.0066(3) 0.0541(2) 0.0293(7) Uani 1 1 d . . . . .
H71 H 0.107227 0.065586 0.104432 0.035 Uiso 1 1 calc R U . . .
C72 C -0.0515(3) -0.0347(3) 0.0307(2) 0.0294(7) Uani 1 1 d . . . . .
H72 H -0.082453 -0.104630 0.018522 0.035 Uiso 1 1 calc R U . . .
C73 C -0.0823(3) 0.0187(3) 0.0944(2) 0.0302(7) Uani 1 1 d . . . . .
C74 C -0.1819(3) -0.0336(3) 0.1060(2) 0.0305(7) Uani 1 1 d . . . . .
C75 C -0.2198(3) 0.0216(3) 0.1513(2) 0.0356(8) Uani 1 1 d . . . . .
H75 H -0.184202 0.088496 0.172325 0.043 Uiso 1 1 calc R U . . .
C76 C -0.3103(3) -0.0224(3) 0.1651(2) 0.0392(9) Uani 1 1 d . . . . .
H76 H -0.337029 0.014370 0.193664 0.047 Uiso 1 1 calc R U . . .
C77 C -0.3597(3) -0.1214(3) 0.1358(2) 0.0360(8) Uani 1 1 d . . . . .
C78 C -0.3255(3) -0.1786(3) 0.0897(3) 0.0366(8) Uani 1 1 d . . . . .
H78 H -0.361738 -0.245428 0.068842 0.044 Uiso 1 1 calc R U . . .
C79 C -0.2355(3) -0.1337(3) 0.0755(2) 0.0345(8) Uani 1 1 d . . . . .
H79 H -0.210725 -0.170928 0.045073 0.041 Uiso 1 1 calc R U . . .
C80 C 0.1316(3) -0.0573(3) 0.0673(2) 0.0293(7) Uani 1 1 d . . . . .
C81 C 0.2446(3) -0.0160(3) 0.1014(2) 0.0298(7) Uani 1 1 d . . . . .
C82 C 0.3004(3) -0.0762(3) 0.1082(3) 0.0371(8) Uani 1 1 d . . . . .
H82 H 0.374958 -0.049228 0.129507 0.045 Uiso 1 1 calc R U . . .
C83 C 0.2455(3) -0.1753(3) 0.0833(3) 0.0392(9) Uani 1 1 d . . . . .
H83 H 0.283022 -0.214608 0.086660 0.047 Uiso 1 1 calc R U . . .
C84 C 0.1355(3) -0.2154(3) 0.0537(2) 0.0361(8) Uani 1 1 d . . . . .
H84 H 0.098919 -0.281408 0.040267 0.043 Uiso 1 1 calc R U . . .
C85 C 0.0792(3) -0.1574(3) 0.0438(2) 0.0337(8) Uani 1 1 d . . . . .
H85 H 0.004591 -0.185754 0.020910 0.040 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
Br1 C35 1.895(4) . ?
Br2 C9 1.912(4) . ?
P1 C43 1.842(3) . ?
P1 C44 1.837(4) . ?
P1 C52 1.828(4) . ?
P2 C13 1.841(4) . ?
P2 C18 1.831(4) . ?
P2 C24 1.838(4) . ?
O1 C30 1.223(5) . ?
O2 C5 1.223(4) . ?
C2 H2 0.9800 . ?
C2 C3 1.570(4) . ?
C2 C12 1.507(4) . ?
C2 C31 1.571(4) . ?
C3 H3 0.9800 . ?
C3 C4 1.586(5) . ?
C3 C5 1.517(4) . ?
C4 H4 0.9800 . ?
C4 C31 1.540(4) . ?
C4 C38 1.500(5) . ?
C5 C6 1.494(5) . ?
C6 C7 1.393(5) . ?
C6 C11 1.395(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.394(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.379(6) . ?
C9 C10 1.389(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.374(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.412(5) . ?
C12 C17 1.398(5) . ?
C13 C14 1.401(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.390(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.398(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.400(5) . ?
C18 C23 1.393(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.389(6) . ?
C20 H20 0.9300 . ?
C20 C21 1.381(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.380(6) . ?
C22 H22 0.9300 . ?
C22 C23 1.391(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.389(5) . ?
C24 C29 1.404(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.391(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.380(6) . ?
C27 H27 0.9300 . ?
C27 C28 1.390(6) . ?
C28 H28 0.9300 . ?
C28 C29 1.392(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.502(5) . ?
C30 C32 1.501(5) . ?
C31 H31 0.9800 . ?
C32 C33 1.387(5) . ?
C32 C37 1.399(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.394(5) . ?
C34 H34 0.9300 . ?
C34 C35 1.385(6) . ?
C35 C36 1.383(6) . ?
C36 H36 0.9300 . ?
C36 C37 1.377(5) . ?
C37 H37 0.9300 . ?
C38 C39 1.389(5) . ?
C38 C43 1.422(5) . ?
C39 H39 0.9300 . ?
C39 C40 1.396(5) . ?
C40 H40 0.9300 . ?
C40 C41 1.382(5) . ?
C41 H41 0.9300 . ?
C41 C42 1.388(5) . ?
C42 H42 0.9300 . ?
C42 C43 1.396(5) . ?
C44 C45 1.371(6) . ?
C44 C49 1.387(9) . ?
C44 C51 1.490(11) . ?
C45 H45 0.9300 . ?
C45 C46 1.387(6) . ?
C46 H46 0.9300 . ?
C46 C47 1.340(7) . ?
C47 H47 0.9300 . ?
C47 H47A 0.9300 . ?
C47 C48 1.468(12) . ?
C47 C50 1.476(18) . ?
C48 H48 0.9300 . ?
C48 C49 1.378(11) . ?
C49 H49 0.9300 . ?
C50 H50 0.9300 . ?
C50 C51 1.386(17) . ?
C51 H51 0.9300 . ?
C52 C53 1.390(5) . ?
C52 C57 1.396(6) . ?
C53 H53 0.9300 . ?
C53 C54 1.386(7) . ?
C54 H54 0.9300 . ?
C54 C55 1.381(7) . ?
C55 H55 0.9300 . ?
C55 C56 1.367(6) . ?
C56 H56 0.9300 . ?
C56 C57 1.400(6) . ?
C57 H57 0.9300 . ?
Br3 C77 1.897(4) . ?
P3 C59 1.830(4) . ?
P3 C65 1.839(4) . ?
P3 C81 1.850(4) . ?
O3 C73 1.222(5) . ?
C59 C60 1.399(6) . ?
C59 C64 1.391(6) . ?
C60 H60 0.9300 . ?
C60 C61 1.397(6) . ?
C61 H61 0.9300 . ?
C61 C62 1.368(7) . ?
C62 H62 0.9300 . ?
C62 C63 1.376(7) . ?
C63 H63 0.9300 . ?
C63 C64 1.383(6) . ?
C64 H64 0.9300 . ?
C65 C66 1.397(7) . ?
C65 C70 1.387(7) . ?
C66 H66 0.9300 . ?
C66 C67 1.350(7) . ?
C67 H67 0.9300 . ?
C67 C68 1.404(11) . ?
C68 H68 0.9300 . ?
C68 C69 1.383(10) . ?
C69 H69 0.9300 . ?
C69 C70 1.381(7) . ?
C70 H70 0.9300 . ?
C71 H71 0.9800 . ?
C71 C72 1.582(5) 2 ?
C71 C72 1.555(5) . ?
C71 C80 1.514(5) . ?
C72 H72 0.9800 . ?
C72 C73 1.509(5) . ?
C73 C74 1.506(5) . ?
C74 C75 1.394(5) . ?
C74 C79 1.391(6) . ?
C75 H75 0.9300 . ?
C75 C76 1.386(5) . ?
C76 H76 0.9300 . ?
C76 C77 1.374(6) . ?
C77 C78 1.380(5) . ?
C78 H78 0.9300 . ?
C78 C79 1.388(5) . ?
C79 H79 0.9300 . ?
C80 C81 1.408(5) . ?
C80 C85 1.397(5) . ?
C81 C82 1.408(5) . ?
C82 H82 0.9300 . ?
C82 C83 1.386(6) . ?
C83 H83 0.9300 . ?
C83 C84 1.375(6) . ?
C84 H84 0.9300 . ?
C84 C85 1.387(5) . ?
C85 H85 0.9300 . ?

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
C44 P1 C43 103.24(17) . . ?
C52 P1 C43 104.38(16) . . ?
C52 P1 C44 101.87(18) . . ?
C18 P2 C13 103.45(16) . . ?
C18 P2 C24 102.05(16) . . ?
C24 P2 C13 102.75(15) . . ?
C3 C2 H2 112.0 . . ?
C3 C2 C31 87.8(2) . . ?
C12 C2 H2 112.0 . . ?
C12 C2 C3 111.7(3) . . ?
C12 C2 C31 119.2(3) . . ?
C31 C2 H2 112.0 . . ?
C2 C3 H3 114.0 . . ?
C2 C3 C4 87.9(2) . . ?
C4 C3 H3 114.0 . . ?
C5 C3 C2 112.0(3) . . ?
C5 C3 H3 114.0 . . ?
C5 C3 C4 112.4(3) . . ?
C3 C4 H4 107.4 . . ?
C31 C4 C3 88.2(2) . . ?
C31 C4 H4 107.4 . . ?
C38 C4 C3 120.5(3) . . ?
C38 C4 H4 107.4 . . ?
C38 C4 C31 123.8(3) . . ?
O2 C5 C3 120.4(3) . . ?
O2 C5 C6 119.8(3) . . ?
C6 C5 C3 119.8(3) . . ?
C7 C6 C5 123.0(3) . . ?
C7 C6 C11 119.4(3) . . ?
C11 C6 C5 117.5(3) . . ?
C6 C7 H7 119.9 . . ?
C6 C7 C8 120.2(3) . . ?
C8 C7 H7 119.9 . . ?
C7 C8 H8 120.7 . . ?
C9 C8 C7 118.5(4) . . ?
C9 C8 H8 120.7 . . ?
C8 C9 Br2 119.4(3) . . ?
C8 C9 C10 122.5(4) . . ?
C10 C9 Br2 118.1(3) . . ?
C9 C10 H10 120.9 . . ?
C11 C10 C9 118.1(4) . . ?
C11 C10 H10 120.9 . . ?
C6 C11 H11 119.4 . . ?
C10 C11 C6 121.3(3) . . ?
C10 C11 H11 119.4 . . ?
C13 C12 C2 119.0(3) . . ?
C17 C12 C2 121.9(3) . . ?
C17 C12 C13 118.9(3) . . ?
C12 C13 P2 119.6(2) . . ?
C14 C13 P2 121.6(3) . . ?
C14 C13 C12 118.5(3) . . ?
C13 C14 H14 119.2 . . ?
C15 C14 C13 121.5(3) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.0(3) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.5(3) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C16 121.4(3) . . ?
C12 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C19 C18 P2 117.0(3) . . ?
C23 C18 P2 124.7(3) . . ?
C23 C18 C19 118.3(3) . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.9(4) . . ?
C20 C19 H19 119.6 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.7(4) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.4(4) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.0(4) . . ?
C23 C22 H22 120.0 . . ?
C18 C23 H23 119.7 . . ?
C22 C23 C18 120.6(3) . . ?
C22 C23 H23 119.7 . . ?
C25 C24 P2 124.5(3) . . ?
C25 C24 C29 118.5(3) . . ?
C29 C24 P2 116.9(3) . . ?
C24 C25 H25 119.6 . . ?
C24 C25 C26 120.9(4) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.2(4) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 119.9(4) . . ?
C28 C27 H27 120.0 . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0(4) . . ?
C29 C28 H28 120.0 . . ?
C24 C29 H29 119.8 . . ?
C28 C29 C24 120.5(4) . . ?
C28 C29 H29 119.8 . . ?
O1 C30 C31 120.0(3) . . ?
O1 C30 C32 120.5(3) . . ?
C32 C30 C31 119.4(3) . . ?
C2 C31 H31 108.2 . . ?
C4 C31 C2 89.5(2) . . ?
C4 C31 H31 108.2 . . ?
C30 C31 C2 122.9(3) . . ?
C30 C31 C4 118.2(3) . . ?
C30 C31 H31 108.2 . . ?
C33 C32 C30 122.5(3) . . ?
C33 C32 C37 119.4(3) . . ?
C37 C32 C30 118.1(3) . . ?
C32 C33 H33 119.8 . . ?
C32 C33 C34 120.4(4) . . ?
C34 C33 H33 119.8 . . ?
C33 C34 H34 120.5 . . ?
C35 C34 C33 119.1(4) . . ?
C35 C34 H34 120.5 . . ?
C34 C35 Br1 120.3(4) . . ?
C36 C35 Br1 118.6(3) . . ?
C36 C35 C34 121.1(4) . . ?
C35 C36 H36 120.2 . . ?
C37 C36 C35 119.7(4) . . ?
C37 C36 H36 120.2 . . ?
C32 C37 H37 119.8 . . ?
C36 C37 C32 120.4(4) . . ?
C36 C37 H37 119.8 . . ?
C39 C38 C4 121.8(3) . . ?
C39 C38 C43 118.8(3) . . ?
C43 C38 C4 119.4(3) . . ?
C38 C39 H39 119.2 . . ?
C38 C39 C40 121.5(3) . . ?
C40 C39 H39 119.2 . . ?
C39 C40 H40 120.1 . . ?
C41 C40 C39 119.7(3) . . ?
C41 C40 H40 120.1 . . ?
C40 C41 H41 120.2 . . ?
C40 C41 C42 119.6(3) . . ?
C42 C41 H41 120.2 . . ?
C41 C42 H42 119.1 . . ?
C41 C42 C43 121.7(3) . . ?
C43 C42 H42 119.1 . . ?
C38 C43 P1 118.8(3) . . ?
C42 C43 P1 122.3(3) . . ?
C42 C43 C38 118.7(3) . . ?
C45 C44 P1 125.7(3) . . ?
C45 C44 C49 116.6(5) . . ?
C45 C44 C51 114.0(6) . . ?
C49 C44 P1 114.7(4) . . ?
C51 C44 P1 116.3(5) . . ?
C44 C45 H45 119.0 . . ?
C44 C45 C46 122.1(4) . . ?
C46 C45 H45 119.0 . . ?
C45 C46 H46 119.9 . . ?
C47 C46 C45 120.3(5) . . ?
C47 C46 H46 119.9 . . ?
C46 C47 H47 122.1 . . ?
C46 C47 H47A 122.5 . . ?
C46 C47 C48 115.9(5) . . ?
C46 C47 C50 115.0(6) . . ?
C48 C47 H47 122.1 . . ?
C50 C47 H47A 122.5 . . ?
C47 C48 H48 120.4 . . ?
C49 C48 C47 119.2(7) . . ?
C49 C48 H48 120.4 . . ?
C44 C49 H49 119.9 . . ?
C48 C49 C44 120.1(8) . . ?
C48 C49 H49 119.9 . . ?
C47 C50 H50 121.4 . . ?
C51 C50 C47 117.1(10) . . ?
C51 C50 H50 121.4 . . ?
C44 C51 H51 120.5 . . ?
C50 C51 C44 119.0(10) . . ?
C50 C51 H51 120.5 . . ?
C53 C52 P1 117.1(3) . . ?
C53 C52 C57 118.1(4) . . ?
C57 C52 P1 124.7(3) . . ?
C52 C53 H53 119.5 . . ?
C54 C53 C52 121.1(4) . . ?
C54 C53 H53 119.5 . . ?
C53 C54 H54 120.0 . . ?
C55 C54 C53 120.0(4) . . ?
C55 C54 H54 120.0 . . ?
C54 C55 H55 119.9 . . ?
C56 C55 C54 120.3(4) . . ?
C56 C55 H55 119.9 . . ?
C55 C56 H56 120.0 . . ?
C55 C56 C57 120.0(4) . . ?
C57 C56 H56 120.0 . . ?
C52 C57 C56 120.6(4) . . ?
C52 C57 H57 119.7 . . ?
C56 C57 H57 119.7 . . ?
C59 P3 C65 102.22(18) . . ?
C59 P3 C81 103.13(17) . . ?
C65 P3 C81 99.92(18) . . ?
C60 C59 P3 118.3(3) . . ?
C64 C59 P3 122.5(3) . . ?
C64 C59 C60 118.4(4) . . ?
C59 C60 H60 119.9 . . ?
C61 C60 C59 120.2(4) . . ?
C61 C60 H60 119.9 . . ?
C60 C61 H61 120.0 . . ?
C62 C61 C60 120.0(4) . . ?
C62 C61 H61 120.0 . . ?
C61 C62 H62 119.7 . . ?
C61 C62 C63 120.7(4) . . ?
C63 C62 H62 119.7 . . ?
C62 C63 H63 120.0 . . ?
C62 C63 C64 119.9(4) . . ?
C64 C63 H63 120.0 . . ?
C59 C64 H64 119.6 . . ?
C63 C64 C59 120.9(4) . . ?
C63 C64 H64 119.6 . . ?
C66 C65 P3 117.5(4) . . ?
C70 C65 P3 123.7(4) . . ?
C70 C65 C66 118.8(5) . . ?
C65 C66 H66 119.5 . . ?
C67 C66 C65 121.0(6) . . ?
C67 C66 H66 119.5 . . ?
C66 C67 H67 120.1 . . ?
C66 C67 C68 119.8(6) . . ?
C68 C67 H67 120.1 . . ?
C67 C68 H68 119.9 . . ?
C69 C68 C67 120.2(5) . . ?
C69 C68 H68 119.9 . . ?
C68 C69 H69 120.4 . . ?
C70 C69 C68 119.2(6) . . ?
C70 C69 H69 120.4 . . ?
C65 C70 H70 119.5 . . ?
C69 C70 C65 120.9(6) . . ?
C69 C70 H70 119.5 . . ?
C72 C71 H71 109.2 2 . ?
C72 C71 H71 109.2 . . ?
C72 C71 C72 90.3(3) . 2 ?
C80 C71 H71 109.2 . . ?
C80 C71 C72 117.4(3) . 2 ?
C80 C71 C72 120.0(3) . . ?
C71 C72 C71 89.7(3) . 2 ?
C71 C72 H72 112.6 2 . ?
C71 C72 H72 112.6 . . ?
C73 C72 C71 113.7(3) . . ?
C73 C72 C71 113.9(3) . 2 ?
C73 C72 H72 112.6 . . ?
O3 C73 C72 120.3(3) . . ?
O3 C73 C74 120.1(3) . . ?
C74 C73 C72 119.6(3) . . ?
C75 C74 C73 117.7(3) . . ?
C79 C74 C73 123.1(3) . . ?
C79 C74 C75 119.1(3) . . ?
C74 C75 H75 119.8 . . ?
C76 C75 C74 120.4(4) . . ?
C76 C75 H75 119.8 . . ?
C75 C76 H76 120.6 . . ?
C77 C76 C75 118.8(4) . . ?
C77 C76 H76 120.6 . . ?
C76 C77 Br3 118.4(3) . . ?
C76 C77 C78 122.4(3) . . ?
C78 C77 Br3 119.2(3) . . ?
C77 C78 H78 120.9 . . ?
C77 C78 C79 118.2(4) . . ?
C79 C78 H78 120.9 . . ?
C74 C79 H79 119.5 . . ?
C78 C79 C74 120.9(3) . . ?
C78 C79 H79 119.5 . . ?
C81 C80 C71 119.5(3) . . ?
C85 C80 C71 122.3(3) . . ?
C85 C80 C81 118.1(3) . . ?
C80 C81 P3 118.5(3) . . ?
C82 C81 P3 121.9(3) . . ?
C82 C81 C80 119.5(3) . . ?
C81 C82 H82 119.7 . . ?
C83 C82 C81 120.7(4) . . ?
C83 C82 H82 119.7 . . ?
C82 C83 H83 120.0 . . ?
C84 C83 C82 119.9(3) . . ?
C84 C83 H83 120.0 . . ?
C83 C84 H84 120.0 . . ?
C83 C84 C85 120.0(4) . . ?
C85 C84 H84 120.0 . . ?
C80 C85 H85 119.2 . . ?
C84 C85 C80 121.7(3) . . ?
C84 C85 H85 119.2 . . ?

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
Br1 C35 C36 C37 177.5(3) . . . . ?
Br2 C9 C10 C11 176.3(3) . . . . ?
P1 C44 C45 C46 178.9(3) . . . . ?
P1 C44 C49 C48 -179.1(8) . . . . ?
P1 C44 C51 C50 177.2(10) . . . . ?
P1 C52 C53 C54 179.3(3) . . . . ?
P1 C52 C57 C56 179.1(3) . . . . ?
P2 C13 C14 C15 -173.2(3) . . . . ?
P2 C18 C19 C20 -174.8(3) . . . . ?
P2 C18 C23 C22 176.0(3) . . . . ?
P2 C24 C25 C26 -176.9(3) . . . . ?
P2 C24 C29 C28 178.4(3) . . . . ?
O1 C30 C31 C2 122.3(4) . . . . ?
O1 C30 C31 C4 12.8(5) . . . . ?
O1 C30 C32 C33 177.2(4) . . . . ?
O1 C30 C32 C37 -0.2(5) . . . . ?
O2 C5 C6 C7 172.4(3) . . . . ?
O2 C5 C6 C11 -11.6(5) . . . . ?
C2 C3 C4 C31 -19.4(2) . . . . ?
C2 C3 C4 C38 -148.3(3) . . . . ?
C2 C3 C5 O2 25.3(4) . . . . ?
C2 C3 C5 C6 -153.6(3) . . . . ?
C2 C12 C13 P2 -14.5(4) . . . . ?
C2 C12 C13 C14 171.3(3) . . . . ?
C2 C12 C17 C16 -171.7(3) . . . . ?
C3 C2 C12 C13 -102.0(3) . . . . ?
C3 C2 C12 C17 72.3(4) . . . . ?
C3 C2 C31 C4 -19.6(2) . . . . ?
C3 C2 C31 C30 -143.3(3) . . . . ?
C3 C4 C31 C2 19.4(2) . . . . ?
C3 C4 C31 C30 147.0(3) . . . . ?
C3 C4 C38 C39 88.9(4) . . . . ?
C3 C4 C38 C43 -90.8(4) . . . . ?
C3 C5 C6 C7 -8.6(5) . . . . ?
C3 C5 C6 C11 167.3(3) . . . . ?
C4 C3 C5 O2 -71.8(4) . . . . ?
C4 C3 C5 C6 109.2(3) . . . . ?
C4 C38 C39 C40 -178.4(3) . . . . ?
C4 C38 C43 P1 4.0(4) . . . . ?
C4 C38 C43 C42 179.1(3) . . . . ?
C5 C3 C4 C31 93.6(3) . . . . ?
C5 C3 C4 C38 -35.4(4) . . . . ?
C5 C6 C7 C8 174.5(3) . . . . ?
C5 C6 C11 C10 -174.7(3) . . . . ?
C6 C7 C8 C9 -0.6(6) . . . . ?
C7 C6 C11 C10 1.3(6) . . . . ?
C7 C8 C9 Br2 -176.3(3) . . . . ?
C7 C8 C9 C10 2.8(6) . . . . ?
C8 C9 C10 C11 -2.8(6) . . . . ?
C9 C10 C11 C6 0.7(6) . . . . ?
C11 C6 C7 C8 -1.4(6) . . . . ?
C12 C2 C3 C4 -101.6(3) . . . . ?
C12 C2 C3 C5 145.0(3) . . . . ?
C12 C2 C31 C4 94.1(3) . . . . ?
C12 C2 C31 C30 -29.7(4) . . . . ?
C12 C13 C14 C15 0.8(5) . . . . ?
C13 P2 C18 C19 -158.1(3) . . . . ?
C13 P2 C18 C23 23.9(3) . . . . ?
C13 P2 C24 C25 -106.0(3) . . . . ?
C13 P2 C24 C29 77.2(3) . . . . ?
C13 C12 C17 C16 2.7(5) . . . . ?
C13 C14 C15 C16 2.3(6) . . . . ?
C14 C15 C16 C17 -2.9(6) . . . . ?
C15 C16 C17 C12 0.4(6) . . . . ?
C17 C12 C13 P2 171.0(3) . . . . ?
C17 C12 C13 C14 -3.2(5) . . . . ?
C18 P2 C13 C12 80.0(3) . . . . ?
C18 P2 C13 C14 -106.0(3) . . . . ?
C18 P2 C24 C25 1.0(3) . . . . ?
C18 P2 C24 C29 -175.8(3) . . . . ?
C18 C19 C20 C21 -1.7(6) . . . . ?
C19 C18 C23 C22 -1.9(5) . . . . ?
C19 C20 C21 C22 -1.4(6) . . . . ?
C20 C21 C22 C23 2.8(6) . . . . ?
C21 C22 C23 C18 -1.1(5) . . . . ?
C23 C18 C19 C20 3.3(6) . . . . ?
C24 P2 C13 C12 -174.0(3) . . . . ?
C24 P2 C13 C14 0.0(3) . . . . ?
C24 P2 C18 C19 95.4(3) . . . . ?
C24 P2 C18 C23 -82.6(3) . . . . ?
C24 C25 C26 C27 -0.5(5) . . . . ?
C25 C24 C29 C28 1.4(5) . . . . ?
C25 C26 C27 C28 0.0(6) . . . . ?
C26 C27 C28 C29 1.2(6) . . . . ?
C27 C28 C29 C24 -1.9(6) . . . . ?
C29 C24 C25 C26 -0.2(5) . . . . ?
C30 C32 C33 C34 -179.3(4) . . . . ?
C30 C32 C37 C36 179.3(3) . . . . ?
C31 C2 C3 C4 19.0(2) . . . . ?
C31 C2 C3 C5 -94.4(3) . . . . ?
C31 C2 C12 C13 158.0(3) . . . . ?
C31 C2 C12 C17 -27.7(5) . . . . ?
C31 C4 C38 C39 -21.7(5) . . . . ?
C31 C4 C38 C43 158.5(3) . . . . ?
C31 C30 C32 C33 -1.9(5) . . . . ?
C31 C30 C32 C37 -179.3(3) . . . . ?
C32 C30 C31 C2 -58.7(4) . . . . ?
C32 C30 C31 C4 -168.1(3) . . . . ?
C32 C33 C34 C35 0.5(7) . . . . ?
C33 C32 C37 C36 1.8(5) . . . . ?
C33 C34 C35 Br1 -177.6(3) . . . . ?
C33 C34 C35 C36 0.9(7) . . . . ?
C34 C35 C36 C37 -1.0(6) . . . . ?
C35 C36 C37 C32 -0.4(6) . . . . ?
C37 C32 C33 C34 -1.9(6) . . . . ?
C38 C4 C31 C2 145.6(3) . . . . ?
C38 C4 C31 C30 -86.7(4) . . . . ?
C38 C39 C40 C41 -1.2(6) . . . . ?
C39 C38 C43 P1 -175.8(3) . . . . ?
C39 C38 C43 C42 -0.6(5) . . . . ?
C39 C40 C41 C42 0.4(6) . . . . ?
C40 C41 C42 C43 0.3(6) . . . . ?
C41 C42 C43 P1 174.8(3) . . . . ?
C41 C42 C43 C38 -0.2(5) . . . . ?
C43 P1 C44 C45 77.8(4) . . . . ?
C43 P1 C44 C49 -122.4(6) . . . . ?
C43 P1 C44 C51 -78.5(7) . . . . ?
C43 P1 C52 C53 157.9(3) . . . . ?
C43 P1 C52 C57 -20.5(4) . . . . ?
C43 C38 C39 C40 1.3(5) . . . . ?
C44 P1 C43 C38 179.6(3) . . . . ?
C44 P1 C43 C42 4.6(3) . . . . ?
C44 P1 C52 C53 -94.9(3) . . . . ?
C44 P1 C52 C57 86.7(4) . . . . ?
C44 C45 C46 C47 -0.3(8) . . . . ?
C45 C44 C49 C48 -17.4(13) . . . . ?
C45 C44 C51 C50 18.1(14) . . . . ?
C45 C46 C47 C48 -19.3(10) . . . . ?
C45 C46 C47 C50 30.4(11) . . . . ?
C46 C47 C48 C49 20.7(14) . . . . ?
C46 C47 C50 C51 -34.9(15) . . . . ?
C47 C48 C49 C44 -2.1(16) . . . . ?
C47 C50 C51 C44 10.4(18) . . . . ?
C49 C44 C45 C46 19.4(8) . . . . ?
C51 C44 C45 C46 -24.3(9) . . . . ?
C52 P1 C43 C38 -74.3(3) . . . . ?
C52 P1 C43 C42 110.7(3) . . . . ?
C52 P1 C44 C45 -30.3(4) . . . . ?
C52 P1 C44 C49 129.6(6) . . . . ?
C52 P1 C44 C51 173.4(7) . . . . ?
C52 C53 C54 C55 2.2(7) . . . . ?
C53 C52 C57 C56 0.7(6) . . . . ?
C53 C54 C55 C56 -0.8(7) . . . . ?
C54 C55 C56 C57 -0.6(7) . . . . ?
C55 C56 C57 C52 0.7(7) . . . . ?
C57 C52 C53 C54 -2.1(6) . . . . ?
Br3 C77 C78 C79 -178.2(3) . . . . ?
P3 C59 C60 C61 170.6(3) . . . . ?
P3 C59 C64 C63 -170.7(3) . . . . ?
P3 C65 C66 C67 178.5(4) . . . . ?
P3 C65 C70 C69 179.9(4) . . . . ?
P3 C81 C82 C83 174.6(3) . . . . ?
O3 C73 C74 C75 9.5(5) . . . . ?
O3 C73 C74 C79 -169.1(3) . . . . ?
C59 P3 C65 C66 118.8(3) . . . . ?
C59 P3 C65 C70 -63.0(4) . . . . ?
C59 P3 C81 C80 -162.5(3) . . . . ?
C59 P3 C81 C82 21.5(3) . . . . ?
C59 C60 C61 C62 0.5(6) . . . . ?
C60 C59 C64 C63 -0.7(6) . . . . ?
C60 C61 C62 C63 -0.7(6) . . . . ?
C61 C62 C63 C64 0.2(6) . . . . ?
C62 C63 C64 C59 0.5(6) . . . . ?
C64 C59 C60 C61 0.3(6) . . . . ?
C65 P3 C59 C60 163.1(3) . . . . ?
C65 P3 C59 C64 -27.0(4) . . . . ?
C65 P3 C81 C80 92.3(3) . . . . ?
C65 P3 C81 C82 -83.7(3) . . . . ?
C65 C66 C67 C68 2.1(8) . . . . ?
C66 C65 C70 C69 -1.9(7) . . . . ?
C66 C67 C68 C69 -2.7(9) . . . . ?
C67 C68 C69 C70 1.0(8) . . . . ?
C68 C69 C70 C65 1.3(8) . . . . ?
C70 C65 C66 C67 0.2(7) . . . . ?
C71 C72 C73 O3 31.2(4) . . . . ?
C71 C72 C73 O3 -69.6(4) 2 . . . ?
C71 C72 C73 C74 106.9(4) 2 . . . ?
C71 C72 C73 C74 -152.2(3) . . . . ?
C71 C80 C81 P3 8.2(4) . . . . ?
C71 C80 C81 C82 -175.7(3) . . . . ?
C71 C80 C85 C84 177.9(3) . . . . ?
C72 C71 C72 C71 0.003(1) 2 . . 2 ?
C72 C71 C72 C73 -116.1(3) 2 . . . ?
C72 C71 C80 C81 82.1(4) 2 . . . ?
C72 C71 C80 C81 -170.1(3) . . . . ?
C72 C71 C80 C85 12.3(5) . . . . ?
C72 C71 C80 C85 -95.5(4) 2 . . . ?
C72 C73 C74 C75 -167.1(3) . . . . ?
C72 C73 C74 C79 14.3(5) . . . . ?
C73 C74 C75 C76 -179.2(3) . . . . ?
C73 C74 C79 C78 178.4(3) . . . . ?
C74 C75 C76 C77 2.0(6) . . . . ?
C75 C74 C79 C78 -0.2(5) . . . . ?
C75 C76 C77 Br3 177.5(3) . . . . ?
C75 C76 C77 C78 -3.0(6) . . . . ?
C76 C77 C78 C79 2.3(6) . . . . ?
C77 C78 C79 C74 -0.6(6) . . . . ?
C79 C74 C75 C76 -0.5(5) . . . . ?
C80 C71 C72 C71 -122.3(4) . . . 2 ?
C80 C71 C72 C73 121.6(3) . . . . ?
C80 C81 C82 C83 -1.4(6) . . . . ?
C81 P3 C59 C60 59.7(3) . . . . ?
C81 P3 C59 C64 -130.4(3) . . . . ?
C81 P3 C65 C66 -135.3(3) . . . . ?
C81 P3 C65 C70 42.9(4) . . . . ?
C81 C80 C85 C84 0.3(5) . . . . ?
C81 C82 C83 C84 -1.6(6) . . . . ?
C82 C83 C84 C85 3.9(6) . . . . ?
C83 C84 C85 C80 -3.3(6) . . . . ?
C85 C80 C81 P3 -174.1(3) . . . . ?
C85 C80 C81 C82 2.0(5) . . . . ?

_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 0.199 0.287 0.123 40.2 6.5 ?
2 0.801 0.713 0.877 40.2 6.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_date_sample_data_collection 2021-11-23
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.727
_oxdiff_exptl_absorpt_empirical_full_min 0.444
