#------------------------------------------------------------------------------
#$Date: 2024-10-04 07:46:27 +0300 (Fri, 04 Oct 2024) $
#$Revision: 295034 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/13/38/7133819.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7133819
loop_
_publ_author_name
'Qin, Yunlong'
'Zhang, Jianing'
'Zhang, Congcong'
'Wang, Qilin'
_publ_section_title
;
 Substituent-dependent [4+2] or [2+2] cycloadditions of phenylallenyl
 phosphine oxides with arynes.
;
_journal_issue                   80
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              11343
_journal_page_last               11346
_journal_paper_doi               10.1039/d4cc03507k
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C27 H20 Br O P'
_chemical_formula_sum            'C27 H20 Br O P'
_chemical_formula_weight         471.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-07-06
_audit_creation_method
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-05-08 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.601(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9801(3)
_cell_length_b                   17.8286(8)
_cell_length_c                   15.0481(7)
_cell_measurement_reflns_used    4888
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.2750
_cell_measurement_theta_min      2.9620
_cell_volume                     2089.38(16)
_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 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_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 0.999
_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    -48.00  20.00   1.00    1.00    --  -40.73  77.00  90.00   68
  2  ω   -113.00 -14.00   1.00    1.00    --  -40.73 -57.00-180.00   99
  3  ω     38.00  83.00   1.00    1.00    --   40.73-125.00-150.00   45
  4  ω     57.00 132.00   1.00    1.35    --  106.95 -45.00-150.00   75
  5  ω     91.00 129.00   1.00    1.35    --  106.95 -77.00-150.00   38
  6  ω     81.00 171.00   1.00    1.35    --  106.95  30.00  30.00   90
  7  ω    115.00 178.00   1.00    1.35    --  106.95 125.00   0.00   63
  8  ω    102.00 175.00   1.00    1.35    --  106.95 125.00-150.00   73
  9  ω     50.00  87.00   1.00    1.35    --  106.95 -61.00  90.00   37
 10  ω     77.00 107.00   1.00    1.35    --  106.95 -95.00 120.00   30
 11  ω     28.00  56.00   1.00    1.35    --  106.95 -95.00 120.00   28
;
_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      0.0535037000
_diffrn_orient_matrix_UB_12      -0.0779770000
_diffrn_orient_matrix_UB_13      0.0404696000
_diffrn_orient_matrix_UB_21      0.0693662000
_diffrn_orient_matrix_UB_22      0.0361742000
_diffrn_orient_matrix_UB_23      0.0940572000
_diffrn_orient_matrix_UB_31      -0.1769866000
_diffrn_orient_matrix_UB_32      -0.0093544000
_diffrn_orient_matrix_UB_33      0.0234100000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7911
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.613
_diffrn_reflns_theta_min         3.900
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.527
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37665
_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_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4099
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0553
_refine_ls_R_factor_gt           0.0497
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0806P)²+0.6016P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1321
_refine_ls_wR_factor_ref         0.1378
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3570
_reflns_number_total             4099
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc03507k2.cif
_cod_data_source_block           qyl-a
_cod_database_code               7133819
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a 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), C15(H15), C16(H16), C18(H18), C24(H24), C25(H25), C26(H26), C27(H27)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C)
;
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.088
_oxdiff_exptl_absorpt_empirical_full_min 0.604
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.87509(5) 0.60182(2) 0.42002(2) 0.03655(15) Uani 1 1 d . . . . .
P1 P 0.46844(8) 0.64120(4) 0.80487(4) 0.01748(17) Uani 1 1 d . . . . .
O1 O 0.5971(3) 0.67429(12) 0.88097(13) 0.0246(4) Uani 1 1 d . . . . .
C1 C 0.3854(3) 0.70983(15) 0.71714(18) 0.0198(5) Uani 1 1 d . . . . .
C2 C 0.4474(4) 0.78260(16) 0.7312(2) 0.0244(6) Uani 1 1 d . . . . .
H2 H 0.526478 0.795180 0.786078 0.029 Uiso 1 1 calc R U . . .
C3 C 0.3938(4) 0.83684(17) 0.6653(2) 0.0294(6) Uani 1 1 d . . . . .
H3 H 0.436314 0.886629 0.674931 0.035 Uiso 1 1 calc R U . . .
C4 C 0.2786(4) 0.81865(17) 0.5854(2) 0.0277(6) Uani 1 1 d . . . . .
H4 H 0.244459 0.855685 0.539583 0.033 Uiso 1 1 calc R U . . .
C5 C 0.2127(4) 0.74665(18) 0.5719(2) 0.0270(6) Uani 1 1 d . . . . .
H5 H 0.131393 0.734614 0.517602 0.032 Uiso 1 1 calc R U . . .
C6 C 0.2660(4) 0.69207(17) 0.63788(19) 0.0242(6) Uani 1 1 d . . . . .
H6 H 0.220857 0.642661 0.628899 0.029 Uiso 1 1 calc R U . . .
C7 C 0.2751(4) 0.61164(15) 0.84031(19) 0.0211(6) Uani 1 1 d . . . . .
C8 C 0.2504(4) 0.64176(17) 0.9217(2) 0.0266(6) Uani 1 1 d . . . . .
H8 H 0.333914 0.674710 0.955707 0.032 Uiso 1 1 calc R U . . .
C9 C 0.1051(5) 0.6241(2) 0.9534(2) 0.0366(8) Uani 1 1 d . . . . .
H9 H 0.089578 0.644216 1.009515 0.044 Uiso 1 1 calc R U . . .
C10 C -0.0175(4) 0.5770(2) 0.9029(3) 0.0380(8) Uani 1 1 d . . . . .
H10 H -0.117853 0.565065 0.924254 0.046 Uiso 1 1 calc R U . . .
C11 C 0.0055(4) 0.54704(19) 0.8212(2) 0.0336(7) Uani 1 1 d . . . . .
H11 H -0.079019 0.514746 0.786800 0.040 Uiso 1 1 calc R U . . .
C12 C 0.1515(4) 0.56426(17) 0.7900(2) 0.0266(6) Uani 1 1 d . . . . .
H12 H 0.167377 0.543727 0.734168 0.032 Uiso 1 1 calc R U . . .
C13 C 0.5463(3) 0.56089(15) 0.75019(18) 0.0186(5) Uani 1 1 d . . . . .
C14 C 0.6199(3) 0.57147(15) 0.67041(18) 0.0185(5) Uani 1 1 d . . . . .
C15 C 0.6783(4) 0.64179(16) 0.6474(2) 0.0227(6) Uani 1 1 d . . . . .
H15 H 0.663925 0.684202 0.683192 0.027 Uiso 1 1 calc R U . . .
C16 C 0.7554(4) 0.65132(17) 0.5747(2) 0.0253(6) Uani 1 1 d . . . . .
H16 H 0.793436 0.699371 0.560182 0.030 Uiso 1 1 calc R U . . .
C17 C 0.7761(4) 0.58849(18) 0.5230(2) 0.0245(6) Uani 1 1 d . . . . .
C18 C 0.7277(4) 0.51867(17) 0.54462(19) 0.0239(6) Uani 1 1 d . . . . .
H18 H 0.745157 0.476891 0.508521 0.029 Uiso 1 1 calc R U . . .
C19 C 0.6517(3) 0.50782(15) 0.62008(19) 0.0204(5) Uani 1 1 d . . . . .
C20 C 0.6149(3) 0.43335(15) 0.6498(2) 0.0212(6) Uani 1 1 d . . . . .
C21 C 0.5692(3) 0.42490(16) 0.7348(2) 0.0223(6) Uani 1 1 d . . . . .
C22 C 0.5405(3) 0.49063(16) 0.78662(19) 0.0213(6) Uani 1 1 d . . . . .
C23 C 0.5115(4) 0.47814(18) 0.8813(2) 0.0268(6) Uani 1 1 d . . . . .
H23A H 0.397477 0.456257 0.877386 0.040 Uiso 1 1 calc R U . . .
H23B H 0.519004 0.526186 0.913584 0.040 Uiso 1 1 calc R U . . .
H23C H 0.599249 0.443853 0.914499 0.040 Uiso 1 1 calc R U . . .
C24 C 0.5410(4) 0.35188(17) 0.7649(2) 0.0286(6) Uani 1 1 d . . . . .
H24 H 0.512561 0.345613 0.822503 0.034 Uiso 1 1 calc R U . . .
C25 C 0.5537(4) 0.29005(17) 0.7132(2) 0.0326(7) Uani 1 1 d . . . . .
H25 H 0.531922 0.241553 0.734295 0.039 Uiso 1 1 calc R U . . .
C26 C 0.5990(4) 0.29857(17) 0.6289(2) 0.0315(7) Uani 1 1 d . . . . .
H26 H 0.608496 0.255691 0.592872 0.038 Uiso 1 1 calc R U . . .
C27 C 0.6300(4) 0.36893(17) 0.5981(2) 0.0272(6) Uani 1 1 d . . . . .
H27 H 0.661974 0.373997 0.541215 0.033 Uiso 1 1 calc R U . . .
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 P1 C1 112.00(13) . . ?
O1 P1 C7 112.20(13) . . ?
O1 P1 C13 114.40(12) . . ?
C1 P1 C7 102.14(13) . . ?
C1 P1 C13 107.86(12) . . ?
C7 P1 C13 107.40(13) . . ?
C2 C1 P1 117.2(2) . . ?
C2 C1 C6 119.9(3) . . ?
C6 C1 P1 122.9(2) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.9(3) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.9 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 119.9 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.8(3) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 H6 120.0 . . ?
C5 C6 C1 119.9(3) . . ?
C5 C6 H6 120.0 . . ?
C8 C7 P1 116.1(2) . . ?
C8 C7 C12 119.6(3) . . ?
C12 C7 P1 124.3(2) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.5(3) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 120.2 . . ?
C8 C9 C10 119.6(3) . . ?
C10 C9 H9 120.2 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.4(3) . . ?
C11 C10 H10 119.8 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.0(3) . . ?
C12 C11 H11 120.0 . . ?
C7 C12 H12 120.0 . . ?
C11 C12 C7 120.0(3) . . ?
C11 C12 H12 120.0 . . ?
C14 C13 P1 120.5(2) . . ?
C22 C13 P1 119.4(2) . . ?
C22 C13 C14 120.1(2) . . ?
C15 C14 C13 122.1(3) . . ?
C15 C14 C19 118.3(3) . . ?
C19 C14 C13 119.2(2) . . ?
C14 C15 H15 118.8 . . ?
C16 C15 C14 122.3(3) . . ?
C16 C15 H15 118.8 . . ?
C15 C16 H16 120.9 . . ?
C15 C16 C17 118.1(3) . . ?
C17 C16 H16 120.9 . . ?
C16 C17 Br1 118.4(2) . . ?
C18 C17 Br1 119.9(2) . . ?
C18 C17 C16 121.8(3) . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.7(3) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 C20 119.7(3) . . ?
C18 C19 C14 118.6(3) . . ?
C18 C19 C20 121.6(3) . . ?
C21 C20 C19 119.1(3) . . ?
C27 C20 C19 121.9(3) . . ?
C27 C20 C21 118.9(3) . . ?
C20 C21 C22 120.1(3) . . ?
C24 C21 C20 118.6(3) . . ?
C24 C21 C22 121.2(3) . . ?
C13 C22 C21 119.9(3) . . ?
C13 C22 C23 122.5(3) . . ?
C21 C22 C23 117.5(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24 119.1 . . ?
C25 C24 C21 121.7(3) . . ?
C25 C24 H24 119.1 . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.6(3) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.2(3) . . ?
C27 C26 H26 119.9 . . ?
C20 C27 H27 119.5 . . ?
C26 C27 C20 120.9(3) . . ?
C26 C27 H27 119.5 . . ?
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 C17 1.902(3) . ?
P1 O1 1.483(2) . ?
P1 C1 1.816(3) . ?
P1 C7 1.817(3) . ?
P1 C13 1.827(3) . ?
C1 C2 1.388(4) . ?
C1 C6 1.391(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.390(4) . ?
C7 C12 1.391(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.383(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.384(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.459(4) . ?
C13 C22 1.372(4) . ?
C14 C15 1.407(4) . ?
C14 C19 1.418(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.378(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.394(4) . ?
C17 C18 1.364(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.412(4) . ?
C19 C20 1.452(4) . ?
C20 C21 1.413(4) . ?
C20 C27 1.407(4) . ?
C21 C22 1.453(4) . ?
C21 C24 1.412(4) . ?
C22 C23 1.509(4) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24 0.9500 . ?
C24 C25 1.365(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.401(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.378(5) . ?
C27 H27 0.9500 . ?
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 C17 C18 C19 -179.1(2) . . . . ?
P1 C1 C2 C3 177.6(2) . . . . ?
P1 C1 C6 C5 -177.5(2) . . . . ?
P1 C7 C8 C9 178.5(2) . . . . ?
P1 C7 C12 C11 -177.7(2) . . . . ?
P1 C13 C14 C15 18.1(4) . . . . ?
P1 C13 C14 C19 -169.1(2) . . . . ?
P1 C13 C22 C21 167.7(2) . . . . ?
P1 C13 C22 C23 -14.6(4) . . . . ?
O1 P1 C1 C2 -0.8(3) . . . . ?
O1 P1 C1 C6 178.5(2) . . . . ?
O1 P1 C7 C8 17.7(3) . . . . ?
O1 P1 C7 C12 -164.8(2) . . . . ?
O1 P1 C13 C14 -92.9(2) . . . . ?
O1 P1 C13 C22 84.9(2) . . . . ?
C1 P1 C7 C8 -102.4(2) . . . . ?
C1 P1 C7 C12 75.1(3) . . . . ?
C1 P1 C13 C14 32.5(2) . . . . ?
C1 P1 C13 C22 -149.7(2) . . . . ?
C1 C2 C3 C4 0.0(5) . . . . ?
C2 C1 C6 C5 1.8(4) . . . . ?
C2 C3 C4 C5 1.7(5) . . . . ?
C3 C4 C5 C6 -1.6(5) . . . . ?
C4 C5 C6 C1 -0.2(5) . . . . ?
C6 C1 C2 C3 -1.8(4) . . . . ?
C7 P1 C1 C2 119.4(2) . . . . ?
C7 P1 C1 C6 -61.2(3) . . . . ?
C7 P1 C13 C14 141.9(2) . . . . ?
C7 P1 C13 C22 -40.3(2) . . . . ?
C7 C8 C9 C10 -1.0(5) . . . . ?
C8 C7 C12 C11 -0.4(4) . . . . ?
C8 C9 C10 C11 0.5(5) . . . . ?
C9 C10 C11 C12 0.0(5) . . . . ?
C10 C11 C12 C7 -0.1(5) . . . . ?
C12 C7 C8 C9 0.9(4) . . . . ?
C13 P1 C1 C2 -127.6(2) . . . . ?
C13 P1 C1 C6 51.8(3) . . . . ?
C13 P1 C7 C8 144.3(2) . . . . ?
C13 P1 C7 C12 -38.3(3) . . . . ?
C13 C14 C15 C16 176.8(3) . . . . ?
C13 C14 C19 C18 -178.2(2) . . . . ?
C13 C14 C19 C20 -1.6(4) . . . . ?
C14 C13 C22 C21 -14.5(4) . . . . ?
C14 C13 C22 C23 163.2(3) . . . . ?
C14 C15 C16 C17 -0.3(4) . . . . ?
C14 C19 C20 C21 -8.2(4) . . . . ?
C14 C19 C20 C27 174.4(3) . . . . ?
C15 C14 C19 C18 -5.1(4) . . . . ?
C15 C14 C19 C20 171.5(2) . . . . ?
C15 C16 C17 Br1 177.8(2) . . . . ?
C15 C16 C17 C18 -2.3(4) . . . . ?
C16 C17 C18 C19 1.0(4) . . . . ?
C17 C18 C19 C14 2.8(4) . . . . ?
C17 C18 C19 C20 -173.8(3) . . . . ?
C18 C19 C20 C21 168.3(2) . . . . ?
C18 C19 C20 C27 -9.1(4) . . . . ?
C19 C14 C15 C16 3.9(4) . . . . ?
C19 C20 C21 C22 7.0(4) . . . . ?
C19 C20 C21 C24 -177.2(3) . . . . ?
C19 C20 C27 C26 178.1(3) . . . . ?
C20 C21 C22 C13 4.5(4) . . . . ?
C20 C21 C22 C23 -173.3(3) . . . . ?
C20 C21 C24 C25 -1.3(4) . . . . ?
C21 C20 C27 C26 0.7(4) . . . . ?
C21 C24 C25 C26 1.3(5) . . . . ?
C22 C13 C14 C15 -159.7(3) . . . . ?
C22 C13 C14 C19 13.1(4) . . . . ?
C22 C21 C24 C25 174.5(3) . . . . ?
C24 C21 C22 C13 -171.2(3) . . . . ?
C24 C21 C22 C23 10.9(4) . . . . ?
C24 C25 C26 C27 -0.3(5) . . . . ?
C25 C26 C27 C20 -0.7(5) . . . . ?
C27 C20 C21 C22 -175.6(3) . . . . ?
C27 C20 C21 C24 0.3(4) . . . . ?
