# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_gyp813_auto
_database_code_depnum_ccdc_archive 'CCDC 2299550'
loop_
_audit_author_name
_audit_author_address
'Yunpeng Gao'
;Hokkaido University
Japan
;
_audit_update_record             
;
2023-10-06 deposited with the CCDC.	2025-07-25 downloaded from the CCDC.
;
_audit_creation_date             2023-02-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        5-bromo-2-methoxy-1,1':4',1''-terphenyl
_chemical_formula_moiety         'C19 H15 Br O'
_chemical_formula_sum            'C19 H15 Br O'
_chemical_formula_weight         339.22
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O'
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'

_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           7
_space_group_name_H-M_alt        'P 1 n 1'
_space_group_name_Hall           'P -2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   9.70110(10)
_cell_length_b                   12.6871(2)
_cell_length_c                   12.0065(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.0300(10)
_cell_angle_gamma                90
_cell_volume                     1477.51(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5962
_cell_measurement_temperature    123
_cell_measurement_theta_max      76.9710
_cell_measurement_theta_min      3.6450
_shelx_estimated_absorpt_T_max   0.316
_shelx_estimated_absorpt_T_min   0.316
_exptl_absorpt_coefficient_mu    3.742
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37440
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7494
_diffrn_reflns_point_group_measured_fraction_full 0.709
_diffrn_reflns_point_group_measured_fraction_max 0.667
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.096
_diffrn_reflns_theta_min         3.484
_diffrn_ambient_temperature      123
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00  44.00   0.50    0.50    --  -45.39   0.00 -60.00  194
  2  ω    -92.00 -63.00   0.50    0.50    --  -45.39   0.00 -60.00   58
  3  ω   -136.00 -70.00   0.50    0.50    --  -46.81  28.00-150.00  132
  4  ω    -58.00  43.00   0.50    0.50    --  -46.81  28.00-150.00  202
  5  ω   -188.00 -84.00   0.50    0.50    -- -109.60  28.00-150.00  208
  6  ω   -166.00-133.00   0.50    0.50    -- -109.60   9.00  30.00   66
  7  ω   -197.00 -64.00   0.50    0.50    -- -109.60  46.00-150.00  266
  8  ω    -89.00 -53.00   0.50    0.50    -- -109.60   9.00  30.00   72
  9  ω   -180.00-155.00   0.50    0.50    -- -109.60  46.00-120.00   50
 10  ω   -196.00 -20.00   0.50    0.50    -- -109.60  18.00  90.00  352
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0688886000
_diffrn_orient_matrix_UB_12      0.0538577000
_diffrn_orient_matrix_UB_13      0.1017090000
_diffrn_orient_matrix_UB_21      -0.1322066000
_diffrn_orient_matrix_UB_22      -0.0167005000
_diffrn_orient_matrix_UB_23      0.0671267000
_diffrn_orient_matrix_UB_31      0.0546924000
_diffrn_orient_matrix_UB_32      -0.1074651000
_diffrn_orient_matrix_UB_33      0.0405354000
_diffrn_oxdiff_digest_frames     
;
0136e158af3e6af46bd6a992d6ccdf5c51000322c4e
;
_diffrn_oxdiff_digest_hkl        
;
012f7f831991f9db186b2b31e4bfd36c7a0943
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.390
_reflns_Friedel_fraction_full    0.425
_reflns_Friedel_fraction_max     0.376
_reflns_number_gt                4054
_reflns_number_total             4171
_reflns_odcompleteness_completeness 99.17
_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.
 
 _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 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.074
_refine_ls_abs_structure_details 
;
 Flack x determined using 1101 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.47(3)
_refine_ls_extinction_coef       0.0030(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     382
_refine_ls_number_reflns         4171
_refine_ls_number_restraints     83
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.106
_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)+(0.0514P)²+1.1512P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0895
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 C32, C31, C33
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C32, C31, C30, C33, C28, C29
 with sigma for 1-2 distances of 0.05 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C8 \\sim C9 \\sim C7: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.08
C32 \\sim C31 \\sim C33: within 1.7A with sigma of 0.01 and sigma for terminal
atoms of 0.08
4. Rigid body (RIGU) restrains
 C32, C31, C33
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C8, C9, C7
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C32, C31, C30, C29, C28, C33
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
5.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C35(H35), C29(H29), C38(H38), C6(H6), C18(H18), C16(H16), C3(H3),
 C11(H11), C32(H32), C9(H9), C30(H30), C39(H39), C33(H33), C4(H4), C23(H23),
 C17(H17), C15(H15), C36(H36), C25(H25), C8(H8), C37(H37), C26(H26), C14(H14)
5.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C42(H42A,H42B,H42C)
;
_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
Br19 Br 0.38939(4) 0.52373(6) 0.42703(3) 0.0300(2) Uani 1 1 d . . . . .
Br40 Br 0.60968(4) 0.97652(6) 0.57091(3) 0.0294(2) Uani 1 1 d . . . . .
O20 O 0.3899(6) 0.7483(4) 0.8708(5) 0.0247(12) Uani 1 1 d . . . . .
O41 O 0.6120(7) 0.7530(4) 0.1275(5) 0.0298(14) Uani 1 1 d . . . . .
C12 C 0.4976(7) 0.4569(6) 0.8912(6) 0.0186(13) Uani 1 1 d . . . . .
H12 H 0.569397 0.447931 0.839284 0.022 Uiso 1 1 calc R . . . .
C35 C 0.7282(8) 1.1885(6) -0.2263(7) 0.0277(19) Uani 1 1 d . . . . .
H35 H 0.814924 1.169083 -0.194639 0.033 Uiso 1 1 calc R . . . .
C28 C 0.6069(9) 0.9726(5) 0.1277(7) 0.0186(14) Uani 1 1 d . U . . .
C29 C 0.7087(9) 0.9612(6) 0.0555(7) 0.0235(14) Uani 1 1 d . U . . .
H29 H 0.781270 0.912909 0.071347 0.028 Uiso 1 1 calc R . . . .
C38 C 0.4768(8) 1.2387(6) -0.3209(7) 0.0250(16) Uani 1 1 d . . . . .
H38 H 0.390280 1.255436 -0.354805 0.030 Uiso 1 1 calc R . . . .
C10 C 0.3913(7) 0.4060(5) 1.0668(6) 0.0152(13) Uani 1 1 d . . . . .
C24 C 0.6104(8) 0.9025(6) 0.4352(7) 0.0219(16) Uani 1 1 d . . . . .
C6 C 0.4013(8) 0.5409(6) 0.6658(7) 0.0182(15) Uani 1 1 d . . . . .
H6 H 0.419129 0.467319 0.663926 0.022 Uiso 1 1 calc R . . . .
C18 C 0.5184(8) 0.3172(5) 1.2231(6) 0.0189(15) Uani 1 1 d . . . . .
H18 H 0.602982 0.338868 1.191660 0.023 Uiso 1 1 calc R . . . .
C16 C 0.4028(9) 0.2275(6) 1.3691(6) 0.0235(16) Uani 1 1 d . . . . .
H16 H 0.405242 0.188120 1.436442 0.028 Uiso 1 1 calc R . . . .
C3 C 0.3683(7) 0.7603(6) 0.6679(6) 0.0200(15) Uani 1 1 d . . . . .
H3 H 0.357981 0.834773 0.668777 0.024 Uiso 1 1 calc R . . . .
C11 C 0.4975(7) 0.3962(5) 0.9877(6) 0.0181(13) Uani 1 1 d . . . . .
H11 H 0.570066 0.347196 1.000960 0.022 Uiso 1 1 calc R . . . .
C34 C 0.6080(8) 1.1569(5) -0.1760(6) 0.0189(14) Uani 1 1 d . . . . .
C27 C 0.6151(8) 0.8005(6) 0.2300(7) 0.0180(15) Uani 1 1 d . . . . .
C31 C 0.6066(9) 1.0932(5) -0.0692(7) 0.0213(14) Uani 1 1 d . U . . .
C13 C 0.3948(7) 0.3459(5) 1.1706(6) 0.0196(14) Uani 1 1 d . . . . .
C32 C 0.5040(8) 1.1090(5) 0.0073(7) 0.0194(13) Uani 1 1 d . U . . .
H32 H 0.434329 1.159931 -0.007538 0.023 Uiso 1 1 calc R . . . .
C21 C 0.4008(9) 0.8566(5) 0.8788(10) 0.033(2) Uani 1 1 d . . . . .
H21A H 0.487967 0.879498 0.846712 0.050 Uiso 1 1 calc GR . . . .
H21B H 0.398486 0.877435 0.957375 0.050 Uiso 1 1 calc GR . . . .
H21C H 0.323682 0.889594 0.838182 0.050 Uiso 1 1 calc GR . . . .
C1 C 0.3933(7) 0.5918(5) 0.7635(7) 0.0169(14) Uani 1 1 d . . . . .
C9 C 0.2856(9) 0.4796(5) 1.0416(8) 0.0214(16) Uani 1 1 d . U . . .
H9 H 0.210753 0.486861 1.090916 0.026 Uiso 1 1 calc R . . . .
C30 C 0.7101(10) 1.0210(5) -0.0458(8) 0.0230(16) Uani 1 1 d . U . . .
H30 H 0.782312 1.010962 -0.097142 0.028 Uiso 1 1 calc R . . . .
C39 C 0.4803(8) 1.1816(6) -0.2263(7) 0.0217(16) Uani 1 1 d . . . . .
H39 H 0.397045 1.158302 -0.193824 0.026 Uiso 1 1 calc R . . . .
C22 C 0.6044(8) 0.9087(6) 0.2302(7) 0.0199(15) Uani 1 1 d . . . . .
C33 C 0.5011(8) 1.0512(5) 0.1062(7) 0.0195(13) Uani 1 1 d . U . . .
H33 H 0.430669 1.063184 0.158660 0.023 Uiso 1 1 calc R . . . .
C4 C 0.3687(9) 0.7039(6) 0.5640(7) 0.0238(15) Uani 1 1 d . . . . .
H4 H 0.359218 0.740287 0.495146 0.029 Uiso 1 1 calc R . . . .
C23 C 0.6022(9) 0.9590(6) 0.3371(8) 0.0214(17) Uani 1 1 d . . . . .
H23 H 0.594827 1.033559 0.340559 0.026 Uiso 1 1 calc R . . . .
C7 C 0.3984(8) 0.5277(5) 0.8701(7) 0.0193(15) Uani 1 1 d . U . . .
C2 C 0.3833(8) 0.7046(6) 0.7665(8) 0.0235(16) Uani 1 1 d . . . . .
C17 C 0.5213(9) 0.2560(6) 1.3228(6) 0.0224(15) Uani 1 1 d . . . . .
H17 H 0.606897 0.235581 1.355940 0.027 Uiso 1 1 calc R . . . .
C15 C 0.2728(9) 0.2549(6) 1.3201(7) 0.0272(17) Uani 1 1 d . . . . .
H15 H 0.189173 0.234289 1.353871 0.033 Uiso 1 1 calc R . . . .
C5 C 0.3828(8) 0.5980(6) 0.5665(7) 0.0225(16) Uani 1 1 d . . . . .
C36 C 0.7228(9) 1.2481(6) -0.3224(8) 0.0297(19) Uani 1 1 d . . . . .
H36 H 0.806280 1.271083 -0.354667 0.036 Uiso 1 1 calc R . . . .
C25 C 0.6316(8) 0.7929(6) 0.4287(7) 0.0260(17) Uani 1 1 d . . . . .
H25 H 0.647556 0.753204 0.494750 0.031 Uiso 1 1 calc R . . . .
C8 C 0.2891(8) 0.5386(5) 0.9504(7) 0.0209(14) Uani 1 1 d . U . . .
H8 H 0.218358 0.589088 0.937383 0.025 Uiso 1 1 calc R . . . .
C37 C 0.6012(9) 1.2746(6) -0.3715(7) 0.0261(18) Uani 1 1 d . . . . .
H37 H 0.598134 1.315813 -0.437531 0.031 Uiso 1 1 calc R . . . .
C26 C 0.6295(9) 0.7446(5) 0.3293(8) 0.0295(19) Uani 1 1 d . . . . .
H26 H 0.637955 0.670060 0.326569 0.035 Uiso 1 1 calc R . . . .
C14 C 0.2715(8) 0.3128(6) 1.2208(6) 0.0210(16) Uani 1 1 d . . . . .
H14 H 0.185587 0.330309 1.186395 0.025 Uiso 1 1 calc R . . . .
C42 C 0.5966(10) 0.6369(6) 0.1246(9) 0.034(2) Uani 1 1 d . . . . .
H42A H 0.569845 0.614611 0.049062 0.052 Uiso 1 1 calc GR . . . .
H42B H 0.525421 0.615348 0.176781 0.052 Uiso 1 1 calc GR . . . .
H42C H 0.684492 0.603765 0.145892 0.052 Uiso 1 1 calc GR . . . .


_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
Br19 C5 1.924(8) . ?
Br40 C24 1.881(8) . ?
O20 C21 1.381(8) . ?
O20 C2 1.369(10) . ?
O41 C27 1.370(10) . ?
O41 C42 1.481(8) . ?
C12 C11 1.392(11) . ?
C12 C7 1.337(10) . ?
C35 C34 1.382(12) . ?
C35 C36 1.379(12) . ?
C28 C29 1.335(13) . ?
C28 C22 1.473(11) . ?
C28 C33 1.451(10) . ?
C29 C30 1.433(10) . ?
C38 C39 1.347(11) . ?
C38 C37 1.435(11) . ?
C10 C11 1.420(10) . ?
C10 C13 1.460(11) . ?
C10 C9 1.415(11) . ?
C24 C23 1.379(12) . ?
C24 C25 1.408(11) . ?
C6 C1 1.342(11) . ?
C6 C5 1.404(12) . ?
C18 C13 1.394(10) . ?
C18 C17 1.427(10) . ?
C16 C17 1.336(13) . ?
C16 C15 1.425(12) . ?
C3 C4 1.438(11) . ?
C3 C2 1.384(12) . ?
C34 C31 1.516(11) . ?
C34 C39 1.404(11) . ?
C27 C22 1.378(11) . ?
C27 C26 1.391(11) . ?
C31 C32 1.381(12) . ?
C31 C30 1.385(12) . ?
C13 C14 1.413(11) . ?
C32 C33 1.395(11) . ?
C1 C7 1.515(11) . ?
C1 C2 1.436(10) . ?
C9 C8 1.327(11) . ?
C22 C23 1.434(11) . ?
C4 C5 1.351(11) . ?
C7 C8 1.453(12) . ?
C15 C14 1.400(9) . ?
C36 C37 1.352(13) . ?
C25 C26 1.342(13) . ?

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
C2 O20 C21 117.9(7) . . ?
C27 O41 C42 117.3(7) . . ?
C7 C12 C11 121.3(7) . . ?
C36 C35 C34 120.3(8) . . ?
C29 C28 C22 120.5(6) . . ?
C29 C28 C33 119.2(7) . . ?
C33 C28 C22 120.3(8) . . ?
C28 C29 C30 120.8(7) . . ?
C39 C38 C37 121.3(8) . . ?
C11 C10 C13 121.3(6) . . ?
C9 C10 C11 116.5(7) . . ?
C9 C10 C13 122.2(7) . . ?
C23 C24 Br40 118.7(6) . . ?
C23 C24 C25 118.2(8) . . ?
C25 C24 Br40 122.9(6) . . ?
C1 C6 C5 119.1(7) . . ?
C13 C18 C17 121.8(7) . . ?
C17 C16 C15 121.6(7) . . ?
C2 C3 C4 119.1(7) . . ?
C12 C11 C10 121.3(6) . . ?
C35 C34 C31 123.0(7) . . ?
C35 C34 C39 119.5(7) . . ?
C39 C34 C31 117.5(7) . . ?
O41 C27 C22 116.0(7) . . ?
O41 C27 C26 123.1(7) . . ?
C22 C27 C26 120.9(8) . . ?
C32 C31 C34 120.2(7) . . ?
C32 C31 C30 119.3(8) . . ?
C30 C31 C34 120.4(8) . . ?
C18 C13 C10 122.0(7) . . ?
C18 C13 C14 117.2(7) . . ?
C14 C13 C10 120.8(6) . . ?
C31 C32 C33 121.0(7) . . ?
C6 C1 C7 118.6(6) . . ?
C6 C1 C2 120.4(8) . . ?
C2 C1 C7 121.0(7) . . ?
C8 C9 C10 121.3(8) . . ?
C31 C30 C29 120.3(8) . . ?
C38 C39 C34 119.4(8) . . ?
C27 C22 C28 123.0(8) . . ?
C27 C22 C23 116.5(8) . . ?
C23 C22 C28 120.3(7) . . ?
C32 C33 C28 119.2(8) . . ?
C5 C4 C3 118.5(8) . . ?
C24 C23 C22 122.1(7) . . ?
C12 C7 C1 122.2(7) . . ?
C12 C7 C8 118.0(7) . . ?
C8 C7 C1 119.8(6) . . ?
O20 C2 C3 125.3(7) . . ?
O20 C2 C1 115.1(8) . . ?
C3 C2 C1 119.6(8) . . ?
C16 C17 C18 119.5(7) . . ?
C14 C15 C16 118.3(8) . . ?
C6 C5 Br19 118.8(6) . . ?
C4 C5 Br19 118.2(7) . . ?
C4 C5 C6 122.9(7) . . ?
C37 C36 C35 121.4(7) . . ?
C26 C25 C24 120.0(8) . . ?
C9 C8 C7 121.6(7) . . ?
C36 C37 C38 118.1(8) . . ?
C25 C26 C27 121.9(7) . . ?
C15 C14 C13 121.7(7) . . ?

_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 2.677
_oxdiff_exptl_absorpt_empirical_full_min 0.361
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane/DCM'
####################################################################### 
# 
# 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_gyp847_auto
_database_code_depnum_ccdc_archive 'CCDC 2299551'
loop_
_audit_author_name
_audit_author_address
'Yunpeng Gao'
;Hokkaido University
Japan
;
_audit_update_record             
;
2023-10-06 deposited with the CCDC.	2025-07-25 downloaded from the CCDC.
;
_audit_creation_date             2023-02-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        2-(5-bromo-2-methoxyphenyl)naphthalene
_chemical_formula_moiety         'C17 H13 Br O'
_chemical_formula_sum            'C17 H13 Br O'
_chemical_formula_weight         313.18
_chemical_absolute_configuration syn
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O Br'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.47480(10)
_cell_length_b                   9.6162(2)
_cell_length_c                   21.7688(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1355.39(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3415
_cell_measurement_temperature    123
_cell_measurement_theta_max      76.5130
_cell_measurement_theta_min      6.0200
_shelx_estimated_absorpt_T_max   0.296
_shelx_estimated_absorpt_T_min   0.296
_exptl_absorpt_coefficient_mu    4.026
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            4112
_diffrn_reflns_point_group_measured_fraction_full 0.886
_diffrn_reflns_point_group_measured_fraction_max 0.845
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.606
_diffrn_reflns_theta_min         5.028
_diffrn_ambient_temperature      123
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -84.00 -41.00   0.50    0.50    --    5.00   0.00-180.00   86
  2  ω    -89.00  34.00   0.50    0.50    --  -45.39   9.00  60.00  246
  3  ω   -137.00-102.00   0.50    0.50    -- -109.60   9.00   0.00   70
  4  ω    -63.00 -21.00   0.50    0.50    -- -109.60  46.00  90.00   84
  5  ω   -116.00 -75.00   0.50    0.50    -- -109.60  46.00  90.00   82
  6  ω    -83.00 -33.00   0.50    0.50    -- -109.60   9.00   0.00  100
  7  ω    -95.00 -26.00   0.50    0.50    -- -109.60  18.00 150.00  138
  8  ω   -197.00-106.00   0.50    0.50    -- -109.60  18.00 150.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0402363000
_diffrn_orient_matrix_UB_12      -0.0427090000
_diffrn_orient_matrix_UB_13      0.0672027000
_diffrn_orient_matrix_UB_21      -0.1456106000
_diffrn_orient_matrix_UB_22      0.1256634000
_diffrn_orient_matrix_UB_23      0.0079203000
_diffrn_orient_matrix_UB_31      -0.1837377000
_diffrn_orient_matrix_UB_32      -0.0897252000
_diffrn_orient_matrix_UB_33      -0.0207875000
_diffrn_oxdiff_digest_frames     
;
01fcd7773d9a6b9703700eca92fd2b2f10000321341
;
_diffrn_oxdiff_digest_hkl        
;
01a92cfefd9bdaa01c17277c30dd07c321f5b3
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.565
_reflns_Friedel_fraction_full    0.802
_reflns_Friedel_fraction_max     0.738
_reflns_number_gt                2399
_reflns_number_total             2413
_reflns_odcompleteness_completeness 94.56
_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.
 
 _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 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.00(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2413
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0281
_refine_ls_restrained_S_all      1.156
_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)+(0.0274P)²+2.1407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0807
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C003(H003), C004(H004), C00A(H00A), C00B(H00B), C00E(H00F), C00F(H00G),
 C00G(H00H), C00H(H00I), C00I(H00J), C00J(H00K)
2.b Idealised Me refined as rotating group:
 C00C(H00C,H00D,H00E)
;
_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
Br01 Br 0.17979(7) 0.79495(5) 0.63412(2) 0.02779(16) Uani 1 1 d . . . . .
O002 O 0.9606(5) 0.5276(3) 0.72855(13) 0.0247(7) Uani 1 1 d . . . . .
C003 C 0.6360(6) 0.2909(5) 0.62004(15) 0.0187(8) Uani 1 1 d . . . . .
H003 H 0.499523 0.292108 0.636060 0.022 Uiso 1 1 calc R . . . .
C004 C 0.4983(6) 0.5905(4) 0.63976(19) 0.0202(8) Uani 1 1 d . . . . .
H004 H 0.424094 0.548545 0.607005 0.024 Uiso 1 1 calc R . . . .
C005 C 0.7056(7) 0.1715(4) 0.58770(17) 0.0201(8) Uani 1 1 d . . . . .
C006 C 0.7601(6) 0.4041(4) 0.62872(18) 0.0181(8) Uani 1 1 d . . . . .
C007 C 0.9088(7) 0.1723(4) 0.56214(17) 0.0189(8) Uani 1 1 d . . . . .
C008 C 0.6795(7) 0.5310(4) 0.66017(17) 0.0189(7) Uani 1 1 d . . . . .
C009 C 0.7857(7) 0.5937(4) 0.71019(18) 0.0201(8) Uani 1 1 d . . . . .
C00A C 0.9652(7) 0.4032(5) 0.60414(19) 0.0220(9) Uani 1 1 d . . . . .
H00A H 1.053763 0.480489 0.610822 0.026 Uiso 1 1 calc R . . . .
C00B C 1.0340(6) 0.2914(6) 0.57104(17) 0.0235(8) Uani 1 1 d . . . . .
H00B H 1.168564 0.293693 0.553681 0.028 Uiso 1 1 calc R . . . .
C00C C 1.0670(8) 0.5856(5) 0.7798(2) 0.0286(10) Uani 1 1 d . . . . .
H00C H 1.109725 0.680846 0.770149 0.043 Uiso 1 1 calc GR . . . .
H00D H 1.189221 0.529152 0.788993 0.043 Uiso 1 1 calc GR . . . .
H00E H 0.975206 0.586550 0.815630 0.043 Uiso 1 1 calc GR . . . .
C00D C 0.4228(6) 0.7123(5) 0.66690(18) 0.0231(8) Uani 1 1 d . . . . .
C00E C 0.9774(8) 0.0534(5) 0.52943(19) 0.0267(10) Uani 1 1 d . . . . .
H00F H 1.111047 0.052732 0.511397 0.032 Uiso 1 1 calc R . . . .
C00F C 0.7067(7) 0.7144(5) 0.73675(17) 0.0223(8) Uani 1 1 d . . . . .
H00G H 0.777534 0.756039 0.770251 0.027 Uiso 1 1 calc R . . . .
C00G C 0.6527(9) -0.0611(5) 0.5496(2) 0.0328(11) Uani 1 1 d . . . . .
H00H H 0.567790 -0.141092 0.545439 0.039 Uiso 1 1 calc R . . . .
C00H C 0.5256(7) 0.7747(5) 0.71494(19) 0.0252(9) Uani 1 1 d . . . . .
H00I H 0.473701 0.857720 0.732899 0.030 Uiso 1 1 calc R . . . .
C00I C 0.8512(9) -0.0608(5) 0.5238(2) 0.0323(11) Uani 1 1 d . . . . .
H00J H 0.898792 -0.140339 0.502100 0.039 Uiso 1 1 calc R . . . .
C00J C 0.5797(8) 0.0523(5) 0.5807(2) 0.0267(10) Uani 1 1 d . . . . .
H00K H 0.444552 0.050997 0.597683 0.032 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br01 C00D 1.902(4) . ?
O002 C009 1.359(5) . ?
O002 C00C 1.425(5) . ?
C003 H003 0.9500 . ?
C003 C005 1.420(6) . ?
C003 C006 1.366(6) . ?
C004 H004 0.9500 . ?
C004 C008 1.379(6) . ?
C004 C00D 1.400(6) . ?
C005 C007 1.429(6) . ?
C005 C00J 1.414(6) . ?
C006 C008 1.494(6) . ?
C006 C00A 1.432(6) . ?
C007 C00B 1.416(6) . ?
C007 C00E 1.418(6) . ?
C008 C009 1.422(5) . ?
C009 C00F 1.394(6) . ?
C00A H00A 0.9500 . ?
C00A C00B 1.369(7) . ?
C00B H00B 0.9500 . ?
C00C H00C 0.9800 . ?
C00C H00D 0.9800 . ?
C00C H00E 0.9800 . ?
C00D C00H 1.377(6) . ?
C00E H00F 0.9500 . ?
C00E C00I 1.375(7) . ?
C00F H00G 0.9500 . ?
C00F C00H 1.392(6) . ?
C00G H00H 0.9500 . ?
C00G C00I 1.403(8) . ?
C00G C00J 1.368(7) . ?
C00H H00I 0.9500 . ?
C00I H00J 0.9500 . ?
C00J H00K 0.9500 . ?

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
C009 O002 C00C 116.8(3) . . ?
C005 C003 H003 119.1 . . ?
C006 C003 H003 119.1 . . ?
C006 C003 C005 121.8(4) . . ?
C008 C004 H004 119.7 . . ?
C008 C004 C00D 120.6(4) . . ?
C00D C004 H004 119.7 . . ?
C003 C005 C007 118.7(4) . . ?
C00J C005 C003 121.7(4) . . ?
C00J C005 C007 119.6(4) . . ?
C003 C006 C008 120.6(4) . . ?
C003 C006 C00A 119.3(4) . . ?
C00A C006 C008 120.0(4) . . ?
C00B C007 C005 118.6(4) . . ?
C00B C007 C00E 122.7(4) . . ?
C00E C007 C005 118.7(4) . . ?
C004 C008 C006 119.3(4) . . ?
C004 C008 C009 118.8(4) . . ?
C009 C008 C006 121.9(4) . . ?
O002 C009 C008 115.5(4) . . ?
O002 C009 C00F 125.0(4) . . ?
C00F C009 C008 119.6(4) . . ?
C006 C00A H00A 119.9 . . ?
C00B C00A C006 120.2(4) . . ?
C00B C00A H00A 119.9 . . ?
C007 C00B H00B 119.3 . . ?
C00A C00B C007 121.4(4) . . ?
C00A C00B H00B 119.3 . . ?
O002 C00C H00C 109.5 . . ?
O002 C00C H00D 109.5 . . ?
O002 C00C H00E 109.5 . . ?
H00C C00C H00D 109.5 . . ?
H00C C00C H00E 109.5 . . ?
H00D C00C H00E 109.5 . . ?
C004 C00D Br01 118.7(3) . . ?
C00H C00D Br01 120.2(4) . . ?
C00H C00D C004 121.1(4) . . ?
C007 C00E H00F 119.9 . . ?
C00I C00E C007 120.2(5) . . ?
C00I C00E H00F 119.9 . . ?
C009 C00F H00G 119.5 . . ?
C00H C00F C009 121.0(4) . . ?
C00H C00F H00G 119.5 . . ?
C00I C00G H00H 119.6 . . ?
C00J C00G H00H 119.6 . . ?
C00J C00G C00I 120.9(5) . . ?
C00D C00H C00F 119.0(4) . . ?
C00D C00H H00I 120.5 . . ?
C00F C00H H00I 120.5 . . ?
C00E C00I C00G 120.7(4) . . ?
C00E C00I H00J 119.7 . . ?
C00G C00I H00J 119.7 . . ?
C005 C00J H00K 120.0 . . ?
C00G C00J C005 120.0(5) . . ?
C00G C00J H00K 120.0 . . ?

_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 1.473
_oxdiff_exptl_absorpt_empirical_full_min 0.662
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane/DCM'
####################################################################### 
# 
# 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_gyp906_auto
_database_code_depnum_ccdc_archive 'CCDC 2299552'
loop_
_audit_author_name
_audit_author_address
'Yunpeng Gao'
;Hokkaido University
Japan
;
_audit_update_record             
;
2023-10-06 deposited with the CCDC.	2025-07-25 downloaded from the CCDC.
;
_audit_creation_date             2023-02-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        
"methyl 4'-methoxy-4''-methyl-[1,1':3',1''-terphenyl]-4-carboxylate"
_chemical_formula_moiety         'C22 H20 O3'
_chemical_formula_sum            'C22 H20 O3'
_chemical_formula_weight         332.38
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.2726(5)
_cell_length_b                   34.397(2)
_cell_length_c                   7.1925(5)
_cell_angle_alpha                90
_cell_angle_beta                 114.070(8)
_cell_angle_gamma                90
_cell_volume                     1642.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4566
_cell_measurement_temperature    123
_cell_measurement_theta_max      30.5840
_cell_measurement_theta_min      2.3740
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.754
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            9387
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.754
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.574
_diffrn_reflns_theta_min         2.368
_diffrn_ambient_temperature      123
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.754
_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 -39.00   0.50   17.74    --    5.00  38.00 167.00   52
  2  ω     49.00  81.00   0.50   17.74    --   -8.70  37.00   0.00   64
  3  ω    -98.00  37.00   0.50   17.74    --   -8.70  37.00   0.00  270
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1058424000
_diffrn_orient_matrix_UB_12      -0.0027569000
_diffrn_orient_matrix_UB_13      -0.0394780000
_diffrn_orient_matrix_UB_21      0.0122010000
_diffrn_orient_matrix_UB_22      -0.0123860000
_diffrn_orient_matrix_UB_23      0.0831538000
_diffrn_orient_matrix_UB_31      -0.0085669000
_diffrn_orient_matrix_UB_32      0.0162661000
_diffrn_orient_matrix_UB_33      0.0563175000
_diffrn_oxdiff_digest_frames     
;
015a2e9880f1eb92be2e118dfc08ae4f4c000255be2
;
_diffrn_oxdiff_digest_hkl        
;
014f148361e25a3d2fd4e0096e7959d3bac724
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3328
_reflns_number_total             3815
_reflns_odcompleteness_completeness 97.55
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     229
_refine_ls_number_reflns         3815
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0422
_refine_ls_restrained_S_all      1.009
_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)+(0.0708P)²+0.5436P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1170
_refine_ls_wR_factor_ref         0.1211
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C2(H2), C22(H22), C3(H3), C11(H11), C9(H9), C8(H8), C18(H18),
 C21(H21), C19(H19), C12(H12)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C15(H15A,H15B,H15C), 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
O14 O 0.13411(14) 0.40189(2) 0.01252(14) 0.0241(2) Uani 1 1 d . . . . .
O24 O 0.39593(13) 0.66756(2) 0.82183(13) 0.0221(2) Uani 1 1 d . . . . .
O16 O 0.24724(15) 0.43312(3) -0.19375(15) 0.0298(2) Uani 1 1 d . . . . .
C1 C 0.30600(16) 0.56829(3) 0.46026(17) 0.0167(2) Uani 1 1 d . . . . .
C6 C 0.42445(16) 0.59952(3) 0.44924(17) 0.0168(2) Uani 1 1 d . . . . .
H6 H 0.490544 0.597656 0.359692 0.020 Uiso 1 1 calc R . . . .
C7 C 0.27970(16) 0.53323(3) 0.33244(17) 0.0166(2) Uani 1 1 d . . . . .
C2 C 0.21188(17) 0.57176(4) 0.59417(18) 0.0192(2) Uani 1 1 d . . . . .
H2 H 0.127519 0.551328 0.602143 0.023 Uiso 1 1 calc R . . . .
C17 C 0.57276(17) 0.66573(3) 0.54176(16) 0.0163(2) Uani 1 1 d . . . . .
C5 C 0.44924(16) 0.63311(3) 0.56386(17) 0.0165(2) Uani 1 1 d . . . . .
C10 C 0.23057(16) 0.46708(3) 0.08842(17) 0.0176(2) Uani 1 1 d . . . . .
C22 C 0.76093(18) 0.65880(3) 0.54197(18) 0.0187(2) Uani 1 1 d . . . . .
H22 H 0.809972 0.632902 0.554549 0.022 Uiso 1 1 calc R . . . .
C4 C 0.35762(17) 0.63491(3) 0.70286(17) 0.0177(2) Uani 1 1 d . . . . .
C3 C 0.23872(17) 0.60432(4) 0.71563(18) 0.0198(2) Uani 1 1 d . . . . .
H3 H 0.175622 0.605738 0.807953 0.024 Uiso 1 1 calc R . . . .
C13 C 0.20698(17) 0.43317(3) -0.04644(18) 0.0193(2) Uani 1 1 d . . . . .
C11 C 0.20857(17) 0.46454(3) 0.27187(18) 0.0182(2) Uani 1 1 d . . . . .
H11 H 0.175841 0.440298 0.313985 0.022 Uiso 1 1 calc R . . . .
C9 C 0.27875(17) 0.50268(4) 0.02875(18) 0.0194(2) Uani 1 1 d . . . . .
H9 H 0.296055 0.504624 -0.094897 0.023 Uiso 1 1 calc R . . . .
C8 C 0.30161(17) 0.53527(3) 0.14842(18) 0.0191(2) Uani 1 1 d . . . . .
H8 H 0.332797 0.559508 0.104874 0.023 Uiso 1 1 calc R . . . .
C20 C 0.81151(19) 0.72730(3) 0.50413(18) 0.0205(3) Uani 1 1 d . . . . .
C18 C 0.50204(18) 0.70388(4) 0.51357(18) 0.0207(3) Uani 1 1 d . . . . .
H18 H 0.372076 0.709309 0.508703 0.025 Uiso 1 1 calc R . . . .
C21 C 0.87849(18) 0.68917(3) 0.52404(18) 0.0204(2) Uani 1 1 d . . . . .
H21 H 1.007099 0.683710 0.525453 0.024 Uiso 1 1 calc R . . . .
C19 C 0.61828(19) 0.73394(4) 0.49258(19) 0.0225(3) Uani 1 1 d . . . . .
H19 H 0.565372 0.759601 0.469848 0.027 Uiso 1 1 calc R . . . .
C12 C 0.23410(17) 0.49711(3) 0.39292(18) 0.0182(2) Uani 1 1 d . . . . .
H12 H 0.220543 0.494939 0.518405 0.022 Uiso 1 1 calc R . . . .
C23 C 0.9460(2) 0.76070(4) 0.5081(2) 0.0286(3) Uani 1 1 d . . . . .
H23A H 0.997249 0.773056 0.642558 0.043 Uiso 1 1 calc GR . . . .
H23B H 0.869297 0.779737 0.403964 0.043 Uiso 1 1 calc GR . . . .
H23C H 1.059264 0.751108 0.480485 0.043 Uiso 1 1 calc GR . . . .
C15 C 0.1111(2) 0.36781(4) -0.1115(2) 0.0275(3) Uani 1 1 d . . . . .
H15A H 0.008061 0.372646 -0.248710 0.041 Uiso 1 1 calc GR . . . .
H15B H 0.070043 0.345769 -0.050780 0.041 Uiso 1 1 calc GR . . . .
H15C H 0.239529 0.361819 -0.119201 0.041 Uiso 1 1 calc GR . . . .
C25 C 0.3310(2) 0.66732(4) 0.9843(2) 0.0291(3) Uani 1 1 d . . . . .
H25A H 0.183477 0.666970 0.927929 0.044 Uiso 1 1 calc GR . . . .
H25B H 0.380957 0.690671 1.067840 0.044 Uiso 1 1 calc GR . . . .
H25C H 0.383892 0.644150 1.068555 0.044 Uiso 1 1 calc GR . . . .


_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
O14 C13 1.3424(14) . ?
O14 C15 1.4407(15) . ?
O24 C4 1.3700(14) . ?
O24 C25 1.4278(14) . ?
O16 C13 1.2089(15) . ?
C1 C6 1.3994(16) . ?
C1 C7 1.4807(16) . ?
C1 C2 1.3958(15) . ?
C6 C5 1.3877(16) . ?
C7 C8 1.3979(16) . ?
C7 C12 1.4002(16) . ?
C2 C3 1.3842(17) . ?
C17 C5 1.4858(15) . ?
C17 C22 1.3885(16) . ?
C17 C18 1.3940(16) . ?
C5 C4 1.4109(16) . ?
C10 C13 1.4815(16) . ?
C10 C11 1.3952(16) . ?
C10 C9 1.3889(16) . ?
C22 C21 1.3888(16) . ?
C4 C3 1.3885(16) . ?
C11 C12 1.3842(16) . ?
C9 C8 1.3816(17) . ?
C20 C21 1.3860(17) . ?
C20 C19 1.3924(18) . ?
C20 C23 1.5016(17) . ?
C18 C19 1.3822(17) . ?

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
C13 O14 C15 114.71(9) . . ?
C4 O24 C25 117.09(9) . . ?
C6 C1 C7 121.11(10) . . ?
C2 C1 C6 117.37(11) . . ?
C2 C1 C7 121.51(10) . . ?
C5 C6 C1 122.64(10) . . ?
C8 C7 C1 120.75(10) . . ?
C8 C7 C12 118.14(10) . . ?
C12 C7 C1 121.11(10) . . ?
C3 C2 C1 121.48(11) . . ?
C22 C17 C5 120.59(10) . . ?
C22 C17 C18 117.82(11) . . ?
C18 C17 C5 121.56(10) . . ?
C6 C5 C17 120.19(10) . . ?
C6 C5 C4 118.23(10) . . ?
C4 C5 C17 121.57(10) . . ?
C11 C10 C13 122.86(10) . . ?
C9 C10 C13 117.92(10) . . ?
C9 C10 C11 119.22(11) . . ?
C17 C22 C21 120.97(11) . . ?
O24 C4 C5 116.36(10) . . ?
O24 C4 C3 123.60(10) . . ?
C3 C4 C5 120.03(11) . . ?
C2 C3 C4 120.17(10) . . ?
O14 C13 C10 112.30(10) . . ?
O16 C13 O14 122.93(11) . . ?
O16 C13 C10 124.77(11) . . ?
C12 C11 C10 120.43(11) . . ?
C8 C9 C10 120.29(11) . . ?
C9 C8 C7 121.20(11) . . ?
C21 C20 C19 117.71(11) . . ?
C21 C20 C23 121.56(12) . . ?
C19 C20 C23 120.62(11) . . ?
C19 C18 C17 120.96(11) . . ?
C20 C21 C22 121.18(11) . . ?
C18 C19 C20 121.20(11) . . ?
C11 C12 C7 120.72(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 2.465
_oxdiff_exptl_absorpt_empirical_full_min 0.472
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Hexane/DCM'
####################################################################### 
# 
# 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_gyp919
_database_code_depnum_ccdc_archive 'CCDC 2299553'
loop_
_audit_author_name
_audit_author_address
'Yunpeng Gao'
;Hokkaido University
Japan
;
_audit_update_record             
;
2023-10-06 deposited with the CCDC.	2025-07-25 downloaded from the CCDC.
;
_audit_creation_date             2023-02-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C46 H43 Br2 F12 O3 P Pd'
_chemical_formula_sum            'C46 H43 Br2 F12 O3 P Pd'
_chemical_formula_weight         1168.99
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O P Pd F Br'
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd 0.1215 3.9337 '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/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   13.15180(10)
_cell_length_b                   19.28590(10)
_cell_length_c                   18.4290(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.8490(10)
_cell_angle_gamma                90
_cell_volume                     4673.90(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19035
_cell_measurement_temperature    123
_cell_measurement_theta_max      77.1780
_cell_measurement_theta_min      2.2860
_shelx_estimated_absorpt_T_max   0.253
_shelx_estimated_absorpt_T_min   0.187
_exptl_absorpt_coefficient_mu    6.310
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35551
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2328
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_Laue_measured_fraction_full 0.908
_diffrn_reflns_Laue_measured_fraction_max 0.863
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            21110
_diffrn_reflns_point_group_measured_fraction_full 0.908
_diffrn_reflns_point_group_measured_fraction_max 0.863
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.313
_diffrn_reflns_theta_min         3.317
_diffrn_ambient_temperature      123
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.908
_diffrn_measured_fraction_theta_max 0.863
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -90.00   0.50    0.50    --  -46.97  28.00  11.00   52
  2  ω    -47.00  13.00   0.50    0.50    --  -46.97  28.00  11.00  120
  3  ω   -141.00 -95.00   0.50    1.36    -- -109.60  28.00  11.00   92
  4  ω    -65.00 -22.00   0.50    1.36    -- -109.60  28.00  11.00   86
  5  ω     13.00  39.00   0.50    0.50    --    5.00  28.00  11.00   52
  6  ω     60.00  86.00   0.50    0.50    --    5.00   9.00-150.00   52
  7  ω    -71.00 -45.00   0.50    0.50    --  -45.63  28.00  11.00   52
  8  ω   -136.00  -1.00   0.50    0.50    --  -46.97  18.00 150.00  270
  9  ω   -189.00-135.00   0.50    1.36    -- -109.60  28.00-180.00  108
 10  ω   -118.00 -20.00   0.50    1.36    -- -109.60  28.00-180.00  196
 11  ω   -189.00 -56.00   0.50    1.36    -- -109.60  46.00-180.00  266
 12  ω   -137.00-112.00   0.50    1.36    -- -109.60   0.00-180.00   50
 13  ω   -197.00-172.00   0.50    1.36    -- -109.60   0.00-180.00   50
 14  ω    -53.00 -28.00   0.50    1.36    -- -109.60  46.00-180.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0829593000
_diffrn_orient_matrix_UB_12      0.0559701000
_diffrn_orient_matrix_UB_13      -0.0069934000
_diffrn_orient_matrix_UB_21      -0.0693621000
_diffrn_orient_matrix_UB_22      0.0528195000
_diffrn_orient_matrix_UB_23      0.0378413000
_diffrn_orient_matrix_UB_31      0.0450940000
_diffrn_orient_matrix_UB_32      -0.0215037000
_diffrn_orient_matrix_UB_33      0.0741808000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Cu) X-ray DW Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8420
_reflns_number_total             8572
_reflns_odcompleteness_completeness 90.57
_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.
 
 _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 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.445
_refine_diff_density_min         -1.658
_refine_diff_density_rms         0.141
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     625
_refine_ls_number_reflns         8572
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0513
_refine_ls_restrained_S_all      1.066
_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)+(0.0985P)²+9.9825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1442
_refine_ls_wR_factor_ref         0.1488
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C22A, C23A, C01T, C01S, C23, C22
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(C22A)=Sof(H22D)=Sof(H22E)=Sof(H22F)=Sof(C01T)=Sof(H01Z)=Sof(C23A)=
 Sof(H23D)=Sof(H23E)=Sof(H23F)=1-FVAR(1)
 Sof(C01S)=Sof(H01Y)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(H23C)=Sof(C22)=Sof(H22A)=
 Sof(H22B)=Sof(H22C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C011(H011), C01I(H01I), C01S(H01Y), C01T(H01Z)
4.b Aromatic/amide H refined with riding coordinates:
 C20(H20), C00F(H00F), C00I(H00I), C00T(H00T), C00Y(H00Y), C012(H012),
 C014(H014), C015(H015), C016(H016), C017(H017), C018(H018), C01A(H01A),
 C01B(H01B)
4.c Idealised Me refined as rotating group:
 C01D(H01C,H01D,H01E), C01F(H01F,H01G,H01H), C01J(H01J,H01K,H01L), C01K(H01M,
 H01N,H01O), C01M(H01P,H01Q,H01R), C01P(H01S,H01T,H01U), C01Q(H01V,H01W,H01X),
 C23(H23A,H23B,H23C), C22(H22A,H22B,H22C), C22A(H22D,H22E,H22F), C23A(H23D,H23E,
 H23F)
;
_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
Pd01 Pd 0.38120(2) 0.54520(2) 0.29990(2) 0.01735(11) Uani 1 1 d . . . . .
Br02 Br 0.29704(4) 0.44729(2) 0.35928(3) 0.03777(15) Uani 1 1 d . . . . .
Br03 Br 0.71057(4) 0.34292(2) 0.30401(3) 0.04313(16) Uani 1 1 d . . . . .
P004 P 0.47936(6) 0.62009(4) 0.24156(5) 0.01573(19) Uani 1 1 d . . . . .
O005 O 0.1255(2) 0.71063(15) 0.18263(18) 0.0316(7) Uani 1 1 d . . . . .
O006 O 0.4950(2) 0.59027(16) 0.43191(15) 0.0310(6) Uani 1 1 d . . . . .
F007 F 0.4783(3) 0.41615(17) 0.0309(2) 0.0645(10) Uani 1 1 d . . . . .
O008 O 0.5380(2) 0.73028(14) 0.13535(16) 0.0266(6) Uani 1 1 d . . . . .
F009 F 0.8239(2) 0.62206(18) 0.4270(2) 0.0622(10) Uani 1 1 d . . . . .
F00A F 0.6329(3) 0.38163(17) 0.0290(2) 0.0695(12) Uani 1 1 d . . . . .
C21 C 0.5115(3) 0.50571(19) 0.3414(2) 0.0221(7) Uani 1 1 d . . . . .
F10 F 0.8821(3) 0.56023(19) 0.0594(3) 0.0719(13) Uani 1 1 d . . . . .
C20 C 0.5597(3) 0.44876(19) 0.3118(2) 0.0256(9) Uani 1 1 d . . . . .
H20 H 0.535020 0.429063 0.268992 0.031 Uiso 1 1 calc R . . . .
F00E F 0.8763(3) 0.72364(19) 0.4198(3) 0.0850(15) Uani 1 1 d . . . . .
C00F C 0.6589(3) 0.65474(19) 0.3193(2) 0.0218(8) Uani 1 1 d . . . . .
H00F H 0.682316 0.610776 0.307269 0.026 Uiso 1 1 calc R . . . .
F00G F 0.4741(3) 0.87553(19) 0.3453(3) 0.0841(15) Uani 1 1 d . . . . .
C00H C 0.5632(3) 0.67644(18) 0.29550(19) 0.0181(7) Uani 1 1 d . . . . .
C00I C 0.5342(3) 0.51522(18) 0.1470(2) 0.0205(7) Uani 1 1 d . . . . .
H00I H 0.471859 0.496203 0.159356 0.025 Uiso 1 1 calc R . . . .
F00J F 0.5431(4) 0.36661(17) 0.1214(2) 0.0759(13) Uani 1 1 d . . . . .
F00K F 0.6190(3) 0.90102(17) 0.3875(3) 0.0779(13) Uani 1 1 d . . . . .
C00L C 0.5647(3) 0.57865(18) 0.17673(19) 0.0186(7) Uani 1 1 d . . . . .
F00M F 0.8797(3) 0.6603(4) 0.3272(2) 0.106(2) Uani 1 1 d . . . . .
C00N C 0.6450(3) 0.4212(2) 0.3463(2) 0.0288(9) Uani 1 1 d . . . . .
C00O C 0.2930(3) 0.67285(17) 0.2035(2) 0.0182(7) Uani 1 1 d . . . . .
C00P C 0.3972(3) 0.67846(17) 0.19099(19) 0.0173(7) Uani 1 1 d . . . . .
C00Q C 0.2437(3) 0.61867(18) 0.2512(2) 0.0182(7) Uani 1 1 d . . . . .
C00R C 0.4337(3) 0.72762(18) 0.1417(2) 0.0206(7) Uani 1 1 d . . . . .
C00S C 0.2069(3) 0.6395(2) 0.3207(2) 0.0287(9) Uani 1 1 d . . . . .
C00T C 0.6578(3) 0.60734(19) 0.1564(2) 0.0223(7) Uani 1 1 d . . . . .
H00T H 0.677816 0.650260 0.174647 0.027 Uiso 1 1 calc R . . . .
C00U C 0.5641(3) 0.4118(2) 0.0693(3) 0.0316(9) Uani 1 1 d . . . . .
C00V C 0.7195(3) 0.6986(2) 0.3610(2) 0.0235(8) Uani 1 1 d . . . . .
C00W C 0.5971(3) 0.48033(19) 0.0989(2) 0.0242(8) Uani 1 1 d . . . . .
F00X F 0.5150(4) 0.8473(2) 0.4534(3) 0.0895(15) Uani 1 1 d . . . . .
C00Y C 0.3673(3) 0.7701(2) 0.1051(2) 0.0274(8) Uani 1 1 d . . . . .
H00Y H 0.391756 0.801638 0.071384 0.033 Uiso 1 1 calc R . . . .
C00Z C 0.2257(3) 0.71778(19) 0.1666(2) 0.0233(8) Uani 1 1 d . . . . .
C010 C 0.7196(3) 0.5720(2) 0.1095(2) 0.0245(8) Uani 1 1 d . . . . .
C011 C 0.2313(3) 0.5376(2) 0.1407(3) 0.0286(9) Uani 1 1 d . . . . .
H011 H 0.291336 0.564363 0.126935 0.034 Uiso 1 1 calc R . . . .
C012 C 0.6908(3) 0.5082(2) 0.0809(2) 0.0255(8) Uani 1 1 d . . . . .
H012 H 0.733814 0.484377 0.049955 0.031 Uiso 1 1 calc R . . . .
F11 F 0.8059(3) 0.6519(3) 0.0388(4) 0.126(3) Uani 1 1 d . . . . .
C014 C 0.5284(3) 0.74158(19) 0.3161(2) 0.0204(7) Uani 1 1 d . . . . .
H014 H 0.464804 0.756954 0.300389 0.025 Uiso 1 1 calc R . . . .
C015 C 0.1260(3) 0.5226(2) 0.2519(3) 0.0397(12) Uani 1 1 d . . . . .
H015 H 0.099966 0.482798 0.229977 0.048 Uiso 1 1 calc R . . . .
C016 C 0.2638(3) 0.7664(2) 0.1179(2) 0.0299(9) Uani 1 1 d . . . . .
H016 H 0.219480 0.796551 0.093989 0.036 Uiso 1 1 calc R . . . .
C017 C 0.6823(3) 0.4489(2) 0.4107(3) 0.0318(10) Uani 1 1 d . . . . .
H017 H 0.739230 0.429827 0.433512 0.038 Uiso 1 1 calc R . . . .
C018 C 0.1294(4) 0.6006(2) 0.3514(3) 0.0435(13) Uani 1 1 d . . . . .
H018 H 0.105013 0.613917 0.396423 0.052 Uiso 1 1 calc R . . . .
C019 C 0.5890(3) 0.7838(2) 0.3604(2) 0.0234(8) Uani 1 1 d . . . . .
C01A C 0.6855(3) 0.7630(2) 0.3824(2) 0.0268(8) Uani 1 1 d . . . . .
H01A H 0.726372 0.791860 0.410868 0.032 Uiso 1 1 calc R . . . .
C01B C 0.6335(3) 0.5057(2) 0.4406(2) 0.0298(9) Uani 1 1 d . . . . .
H01B H 0.657714 0.524709 0.483859 0.036 Uiso 1 1 calc R . . . .
C01C C 0.5488(3) 0.5342(2) 0.4064(2) 0.0264(8) Uani 1 1 d . . . . .
C01D C 0.5338(4) 0.6239(3) 0.4955(2) 0.0352(10) Uani 1 1 d . . . . .
H01C H 0.601343 0.640421 0.486699 0.053 Uiso 1 1 calc GR . . . .
H01D H 0.535350 0.591636 0.535116 0.053 Uiso 1 1 calc GR . . . .
H01E H 0.490699 0.662348 0.507351 0.053 Uiso 1 1 calc GR . . . .
C01E C 0.2025(3) 0.55923(19) 0.2173(2) 0.0242(8) Uani 1 1 d . . . . .
C01F C 0.0555(4) 0.7571(3) 0.1487(3) 0.0446(12) Uani 1 1 d . . . . .
H01F H 0.051240 0.747247 0.097729 0.067 Uiso 1 1 calc GR . . . .
H01G H 0.078365 0.803915 0.155849 0.067 Uiso 1 1 calc GR . . . .
H01H H -0.010325 0.751493 0.169786 0.067 Uiso 1 1 calc GR . . . .
C01G C 0.8248(3) 0.6754(2) 0.3832(3) 0.0352(10) Uani 1 1 d . . . . .
C01H C 0.5486(4) 0.8516(2) 0.3859(3) 0.0401(11) Uani 1 1 d . . . . .
C01I C 0.2444(4) 0.7048(3) 0.3577(3) 0.0395(11) Uani 1 1 d . . . . .
H01I H 0.301210 0.723203 0.329714 0.047 Uiso 1 1 calc R . . . .
C01J C 0.2586(3) 0.4604(2) 0.1360(3) 0.0348(11) Uani 1 1 d . . . . .
H01J H 0.307584 0.449177 0.173321 0.052 Uiso 1 1 calc GR . . . .
H01K H 0.286823 0.450695 0.089351 0.052 Uiso 1 1 calc GR . . . .
H01L H 0.198450 0.432993 0.142420 0.052 Uiso 1 1 calc GR . . . .
C01K C 0.5766(4) 0.7599(2) 0.0705(2) 0.0352(10) Uani 1 1 d . . . . .
H01M H 0.544150 0.738474 0.029249 0.053 Uiso 1 1 calc GR . . . .
H01N H 0.648629 0.752320 0.068669 0.053 Uiso 1 1 calc GR . . . .
H01O H 0.562906 0.808766 0.070016 0.053 Uiso 1 1 calc GR . . . .
F12 F 0.8640(4) 0.6353(4) 0.1403(3) 0.138(3) Uani 1 1 d . . . . .
C01M C 0.1606(5) 0.7608(2) 0.3599(3) 0.0474(13) Uani 1 1 d . . . . .
H01P H 0.137891 0.771130 0.311313 0.071 Uiso 1 1 calc GR . . . .
H01Q H 0.187295 0.802009 0.382185 0.071 Uiso 1 1 calc GR . . . .
H01R H 0.104369 0.743909 0.387460 0.071 Uiso 1 1 calc GR . . . .
C01N C 0.8189(3) 0.6035(2) 0.0877(3) 0.0345(10) Uani 1 1 d . . . . .
C01O C 0.0875(4) 0.5433(2) 0.3180(4) 0.0521(17) Uani 1 1 d . . . . .
C01P C 0.1455(4) 0.5563(3) 0.0888(3) 0.0507(14) Uani 1 1 d . . . . .
H01S H 0.083377 0.535985 0.105366 0.076 Uiso 1 1 calc GR . . . .
H01T H 0.160411 0.538894 0.041332 0.076 Uiso 1 1 calc GR . . . .
H01U H 0.138366 0.605758 0.086842 0.076 Uiso 1 1 calc GR . . . .
C01Q C 0.2829(6) 0.6892(4) 0.4336(4) 0.076(2) Uani 1 1 d . . . . .
H01V H 0.226457 0.678658 0.464132 0.114 Uiso 1 1 calc GR . . . .
H01W H 0.318642 0.728781 0.452548 0.114 Uiso 1 1 calc GR . . . .
H01X H 0.328127 0.650112 0.432336 0.114 Uiso 1 1 calc GR . . . .
C01S C -0.0167(7) 0.5080(5) 0.3349(7) 0.033(2) Uani 0.515(13) 1 d . U P A 1
H01Y H -0.042659 0.531635 0.377952 0.040 Uiso 0.515(13) 1 calc R . P A 1
C23 C -0.1035(7) 0.5086(5) 0.2790(6) 0.039(3) Uani 0.515(13) 1 d . U P A 1
H23A H -0.114304 0.555110 0.261970 0.059 Uiso 0.515(13) 1 calc GR . P A 1
H23B H -0.164425 0.491759 0.300959 0.059 Uiso 0.515(13) 1 calc GR . P A 1
H23C H -0.086282 0.479329 0.238875 0.059 Uiso 0.515(13) 1 calc GR . P A 1
C22 C 0.0067(11) 0.4340(7) 0.3585(12) 0.075(6) Uani 0.515(13) 1 d . U P A 1
H22A H 0.036866 0.409344 0.319061 0.112 Uiso 0.515(13) 1 calc GR . P A 1
H22B H -0.055187 0.411385 0.372096 0.112 Uiso 0.515(13) 1 calc GR . P A 1
H22C H 0.053046 0.434728 0.399215 0.112 Uiso 0.515(13) 1 calc GR . P A 1
C22A C -0.0425(16) 0.4528(11) 0.3280(11) 0.085(7) Uani 0.485(13) 1 d . U P A 2
H22D H -0.065415 0.474409 0.283782 0.127 Uiso 0.485(13) 1 calc GR . P A 2
H22E H -0.100219 0.437139 0.354815 0.127 Uiso 0.485(13) 1 calc GR . P A 2
H22F H 0.000082 0.413939 0.316836 0.127 Uiso 0.485(13) 1 calc GR . P A 2
C01T C 0.0163(10) 0.5038(6) 0.3724(9) 0.043(3) Uani 0.485(13) 1 d . U P A 2
H01Z H -0.033347 0.538172 0.388598 0.051 Uiso 0.485(13) 1 calc R . P A 2
C23A C 0.0596(11) 0.4711(7) 0.4410(8) 0.063(4) Uani 0.485(13) 1 d . U P A 2
H23D H 0.105365 0.434359 0.428382 0.095 Uiso 0.485(13) 1 calc GR . P A 2
H23E H 0.005193 0.452581 0.469313 0.095 Uiso 0.485(13) 1 calc GR . P A 2
H23F H 0.095659 0.505501 0.468843 0.095 Uiso 0.485(13) 1 calc GR . 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
Pd01 Br02 2.4544(5) . ?
Pd01 P004 2.2248(8) . ?
Pd01 C21 2.016(4) . ?
Pd01 C00Q 2.456(4) . ?
Br03 C00N 1.911(4) . ?
P004 C00H 1.831(4) . ?
P004 C00L 1.835(3) . ?
P004 C00P 1.809(4) . ?
O005 C00Z 1.362(5) . ?
O005 C01F 1.423(5) . ?
O006 C01C 1.380(5) . ?
O006 C01D 1.427(5) . ?
F007 C00U 1.326(6) . ?
O008 C00R 1.380(5) . ?
O008 C01K 1.424(5) . ?
F009 C01G 1.307(6) . ?
F00A C00U 1.315(5) . ?
C21 C20 1.384(5) . ?
C21 C01C 1.398(6) . ?
F10 C01N 1.293(5) . ?
C20 H20 0.9300 . ?
C20 C00N 1.387(6) . ?
F00E C01G 1.329(6) . ?
C00F H00F 0.9300 . ?
C00F C00H 1.392(5) . ?
C00F C00V 1.386(6) . ?
F00G C01H 1.309(7) . ?
C00H C014 1.392(5) . ?
C00I H00I 0.9300 . ?
C00I C00L 1.396(5) . ?
C00I C00W 1.394(5) . ?
F00J C00U 1.329(6) . ?
F00K C01H 1.329(6) . ?
C00L C00T 1.399(5) . ?
F00M C01G 1.301(6) . ?
C00N C017 1.384(7) . ?
C00O C00P 1.397(5) . ?
C00O C00Q 1.517(5) . ?
C00O C00Z 1.407(5) . ?
C00P C00R 1.403(5) . ?
C00Q C00S 1.434(5) . ?
C00Q C01E 1.410(5) . ?
C00R C00Y 1.368(6) . ?
C00S C018 1.391(6) . ?
C00S C01I 1.512(6) . ?
C00T H00T 0.9300 . ?
C00T C010 1.376(5) . ?
C00U C00W 1.492(6) . ?
C00V C01A 1.380(6) . ?
C00V C01G 1.507(6) . ?
C00W C012 1.389(5) . ?
F00X C01H 1.329(7) . ?
C00Y H00Y 0.9300 . ?
C00Y C016 1.388(6) . ?
C00Z C016 1.396(6) . ?
C010 C012 1.390(6) . ?
C010 C01N 1.500(5) . ?
C011 H011 0.9800 . ?
C011 C01E 1.526(6) . ?
C011 C01J 1.534(6) . ?
C011 C01P 1.511(7) . ?
C012 H012 0.9300 . ?
F11 C01N 1.307(7) . ?
C014 H014 0.9300 . ?
C014 C019 1.395(6) . ?
C015 H015 0.9300 . ?
C015 C01E 1.392(5) . ?
C015 C01O 1.385(8) . ?
C016 H016 0.9300 . ?
C017 H017 0.9300 . ?
C017 C01B 1.387(7) . ?
C018 H018 0.9300 . ?
C018 C01O 1.377(8) . ?
C019 C01A 1.385(6) . ?
C019 C01H 1.490(6) . ?
C01A H01A 0.9300 . ?
C01B H01B 0.9300 . ?
C01B C01C 1.386(6) . ?
C01D H01C 0.9600 . ?
C01D H01D 0.9600 . ?
C01D H01E 0.9600 . ?
C01F H01F 0.9600 . ?
C01F H01G 0.9600 . ?
C01F H01H 0.9600 . ?
C01I H01I 0.9800 . ?
C01I C01M 1.544(7) . ?
C01I C01Q 1.512(9) . ?
C01J H01J 0.9600 . ?
C01J H01K 0.9600 . ?
C01J H01L 0.9600 . ?
C01K H01M 0.9600 . ?
C01K H01N 0.9600 . ?
C01K H01O 0.9600 . ?
F12 C01N 1.286(7) . ?
C01M H01P 0.9600 . ?
C01M H01Q 0.9600 . ?
C01M H01R 0.9600 . ?
C01O C01S 1.565(10) . ?
C01O C01T 1.578(10) . ?
C01P H01S 0.9600 . ?
C01P H01T 0.9600 . ?
C01P H01U 0.9600 . ?
C01Q H01V 0.9600 . ?
C01Q H01W 0.9600 . ?
C01Q H01X 0.9600 . ?
C01S H01Y 0.9800 . ?
C01S C23 1.527(17) . ?
C01S C22 1.521(15) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C22A H22D 0.9600 . ?
C22A H22E 0.9600 . ?
C22A H22F 0.9600 . ?
C22A C01T 1.49(2) . ?
C01T H01Z 0.9800 . ?
C01T C23A 1.52(2) . ?
C23A H23D 0.9600 . ?
C23A H23E 0.9600 . ?
C23A H23F 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
Br02 Pd01 C00Q 105.81(8) . . ?
P004 Pd01 Br02 169.62(3) . . ?
P004 Pd01 C00Q 83.00(8) . . ?
C21 Pd01 Br02 85.78(10) . . ?
C21 Pd01 P004 86.14(10) . . ?
C21 Pd01 C00Q 166.81(13) . . ?
C00H P004 Pd01 118.17(11) . . ?
C00H P004 C00L 104.05(16) . . ?
C00L P004 Pd01 113.39(12) . . ?
C00P P004 Pd01 107.86(11) . . ?
C00P P004 C00H 105.10(16) . . ?
C00P P004 C00L 107.57(16) . . ?
C00Z O005 C01F 117.6(3) . . ?
C01C O006 C01D 117.3(4) . . ?
C00R O008 C01K 116.9(3) . . ?
C20 C21 Pd01 122.8(3) . . ?
C20 C21 C01C 119.5(4) . . ?
C01C C21 Pd01 117.5(3) . . ?
C21 C20 H20 120.2 . . ?
C21 C20 C00N 119.7(4) . . ?
C00N C20 H20 120.2 . . ?
C00H C00F H00F 120.0 . . ?
C00V C00F H00F 120.0 . . ?
C00V C00F C00H 120.1(3) . . ?
C00F C00H P004 121.8(3) . . ?
C00F C00H C014 119.0(3) . . ?
C014 C00H P004 119.1(3) . . ?
C00L C00I H00I 119.9 . . ?
C00W C00I H00I 119.9 . . ?
C00W C00I C00L 120.2(3) . . ?
C00I C00L P004 117.5(3) . . ?
C00I C00L C00T 119.2(3) . . ?
C00T C00L P004 123.2(3) . . ?
C20 C00N Br03 118.8(3) . . ?
C017 C00N Br03 119.9(3) . . ?
C017 C00N C20 121.3(4) . . ?
C00P C00O C00Q 125.3(3) . . ?
C00P C00O C00Z 119.0(3) . . ?
C00Z C00O C00Q 115.7(3) . . ?
C00O C00P P004 116.5(3) . . ?
C00O C00P C00R 120.3(3) . . ?
C00R C00P P004 123.2(3) . . ?
C00O C00Q Pd01 106.9(2) . . ?
C00S C00Q Pd01 95.3(3) . . ?
C00S C00Q C00O 118.6(3) . . ?
C01E C00Q Pd01 88.2(2) . . ?
C01E C00Q C00O 117.9(3) . . ?
C01E C00Q C00S 119.3(3) . . ?
O008 C00R C00P 115.5(3) . . ?
C00Y C00R O008 124.3(3) . . ?
C00Y C00R C00P 120.2(4) . . ?
C00Q C00S C01I 121.6(3) . . ?
C018 C00S C00Q 118.2(4) . . ?
C018 C00S C01I 120.1(4) . . ?
C00L C00T H00T 120.0 . . ?
C010 C00T C00L 120.0(4) . . ?
C010 C00T H00T 120.0 . . ?
F007 C00U F00J 104.0(4) . . ?
F007 C00U C00W 112.3(4) . . ?
F00A C00U F007 108.2(4) . . ?
F00A C00U F00J 105.7(4) . . ?
F00A C00U C00W 113.6(4) . . ?
F00J C00U C00W 112.3(4) . . ?
C00F C00V C01G 119.2(4) . . ?
C01A C00V C00F 121.5(4) . . ?
C01A C00V C01G 119.4(4) . . ?
C00I C00W C00U 119.2(3) . . ?
C012 C00W C00I 120.1(4) . . ?
C012 C00W C00U 120.6(3) . . ?
C00R C00Y H00Y 119.8 . . ?
C00R C00Y C016 120.4(4) . . ?
C016 C00Y H00Y 119.8 . . ?
O005 C00Z C00O 115.9(3) . . ?
O005 C00Z C016 124.4(4) . . ?
C016 C00Z C00O 119.7(4) . . ?
C00T C010 C012 121.1(4) . . ?
C00T C010 C01N 119.6(4) . . ?
C012 C010 C01N 119.3(3) . . ?
C01E C011 H011 107.9 . . ?
C01E C011 C01J 112.3(4) . . ?
C01J C011 H011 107.9 . . ?
C01P C011 H011 107.9 . . ?
C01P C011 C01E 109.1(4) . . ?
C01P C011 C01J 111.6(4) . . ?
C00W C012 C010 119.3(3) . . ?
C00W C012 H012 120.3 . . ?
C010 C012 H012 120.3 . . ?
C00H C014 H014 120.0 . . ?
C00H C014 C019 120.0(4) . . ?
C019 C014 H014 120.0 . . ?
C01E C015 H015 118.9 . . ?
C01O C015 H015 118.9 . . ?
C01O C015 C01E 122.2(4) . . ?
C00Y C016 C00Z 120.4(4) . . ?
C00Y C016 H016 119.8 . . ?
C00Z C016 H016 119.8 . . ?
C00N C017 H017 120.5 . . ?
C00N C017 C01B 119.0(4) . . ?
C01B C017 H017 120.5 . . ?
C00S C018 H018 118.6 . . ?
C01O C018 C00S 122.8(4) . . ?
C01O C018 H018 118.6 . . ?
C014 C019 C01H 119.5(4) . . ?
C01A C019 C014 121.0(4) . . ?
C01A C019 C01H 119.4(4) . . ?
C00V C01A C019 118.4(4) . . ?
C00V C01A H01A 120.8 . . ?
C019 C01A H01A 120.8 . . ?
C017 C01B H01B 119.8 . . ?
C01C C01B C017 120.4(4) . . ?
C01C C01B H01B 119.8 . . ?
O006 C01C C21 115.1(4) . . ?
O006 C01C C01B 124.6(4) . . ?
C01B C01C C21 120.2(4) . . ?
O006 C01D H01C 109.5 . . ?
O006 C01D H01D 109.5 . . ?
O006 C01D H01E 109.5 . . ?
H01C C01D H01D 109.5 . . ?
H01C C01D H01E 109.5 . . ?
H01D C01D H01E 109.5 . . ?
C00Q C01E C011 122.2(3) . . ?
C015 C01E C00Q 119.1(4) . . ?
C015 C01E C011 118.4(4) . . ?
O005 C01F H01F 109.5 . . ?
O005 C01F H01G 109.5 . . ?
O005 C01F H01H 109.5 . . ?
H01F C01F H01G 109.5 . . ?
H01F C01F H01H 109.5 . . ?
H01G C01F H01H 109.5 . . ?
F009 C01G F00E 104.2(4) . . ?
F009 C01G C00V 112.6(4) . . ?
F00E C01G C00V 112.9(4) . . ?
F00M C01G F009 108.9(5) . . ?
F00M C01G F00E 106.0(5) . . ?
F00M C01G C00V 111.7(4) . . ?
F00G C01H F00K 105.9(5) . . ?
F00G C01H F00X 107.5(5) . . ?
F00G C01H C019 113.4(4) . . ?
F00K C01H F00X 105.4(5) . . ?
F00K C01H C019 112.7(4) . . ?
F00X C01H C019 111.5(4) . . ?
C00S C01I H01I 108.1 . . ?
C00S C01I C01M 111.5(4) . . ?
C01M C01I H01I 108.1 . . ?
C01Q C01I C00S 110.7(5) . . ?
C01Q C01I H01I 108.1 . . ?
C01Q C01I C01M 110.2(4) . . ?
C011 C01J H01J 109.5 . . ?
C011 C01J H01K 109.5 . . ?
C011 C01J H01L 109.5 . . ?
H01J C01J H01K 109.5 . . ?
H01J C01J H01L 109.5 . . ?
H01K C01J H01L 109.5 . . ?
O008 C01K H01M 109.5 . . ?
O008 C01K H01N 109.5 . . ?
O008 C01K H01O 109.5 . . ?
H01M C01K H01N 109.5 . . ?
H01M C01K H01O 109.5 . . ?
H01N C01K H01O 109.5 . . ?
C01I C01M H01P 109.5 . . ?
C01I C01M H01Q 109.5 . . ?
C01I C01M H01R 109.5 . . ?
H01P C01M H01Q 109.5 . . ?
H01P C01M H01R 109.5 . . ?
H01Q C01M H01R 109.5 . . ?
F10 C01N C010 114.5(4) . . ?
F10 C01N F11 105.1(5) . . ?
F11 C01N C010 111.6(4) . . ?
F12 C01N F10 108.7(5) . . ?
F12 C01N C010 112.6(4) . . ?
F12 C01N F11 103.5(6) . . ?
C015 C01O C01S 112.5(7) . . ?
C015 C01O C01T 130.4(6) . . ?
C018 C01O C015 118.4(4) . . ?
C018 C01O C01S 127.3(6) . . ?
C018 C01O C01T 109.9(7) . . ?
C011 C01P H01S 109.5 . . ?
C011 C01P H01T 109.5 . . ?
C011 C01P H01U 109.5 . . ?
H01S C01P H01T 109.5 . . ?
H01S C01P H01U 109.5 . . ?
H01T C01P H01U 109.5 . . ?
C01I C01Q H01V 109.5 . . ?
C01I C01Q H01W 109.5 . . ?
C01I C01Q H01X 109.5 . . ?
H01V C01Q H01W 109.5 . . ?
H01V C01Q H01X 109.5 . . ?
H01W C01Q H01X 109.5 . . ?
C01O C01S H01Y 106.0 . . ?
C23 C01S C01O 120.6(9) . . ?
C23 C01S H01Y 106.0 . . ?
C22 C01S C01O 106.9(9) . . ?
C22 C01S H01Y 106.0 . . ?
C22 C01S C23 110.2(12) . . ?
C01S C23 H23A 109.5 . . ?
C01S C23 H23B 109.5 . . ?
C01S C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C01S C22 H22A 109.5 . . ?
C01S C22 H22B 109.5 . . ?
C01S C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
H22D C22A H22E 109.5 . . ?
H22D C22A H22F 109.5 . . ?
H22E C22A H22F 109.5 . . ?
C01T C22A H22D 109.5 . . ?
C01T C22A H22E 109.5 . . ?
C01T C22A H22F 109.5 . . ?
C01O C01T H01Z 105.7 . . ?
C22A C01T C01O 106.2(12) . . ?
C22A C01T H01Z 105.7 . . ?
C22A C01T C23A 111.6(14) . . ?
C23A C01T C01O 120.8(11) . . ?
C23A C01T H01Z 105.7 . . ?
C01T C23A H23D 109.5 . . ?
C01T C23A H23E 109.5 . . ?
C01T C23A H23F 109.5 . . ?
H23D C23A H23E 109.5 . . ?
H23D C23A H23F 109.5 . . ?
H23E C23A H23F 109.5 . . ?

_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 3.622
_oxdiff_exptl_absorpt_empirical_full_min 0.267
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Pentane/DCM'
_chemical_properties_physical    Moisture-sensitive
