# Supplementary Information (SI) for Journal of Materials Chemistry C.
# 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. 
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data_35FSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2gww6g
_database_code_depnum_ccdc_archive 'CCDC 2290906'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2023-08-26 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2023-08-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        3,5-2f
_chemical_formula_moiety         'C21 H25 F2 O, B F4'
_chemical_formula_sum            'C21 H25 B F6 O'
_chemical_formula_weight         418.22
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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/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                   7.4697(7)
_cell_length_b                   16.1911(16)
_cell_length_c                   17.1680(17)
_cell_angle_alpha                90
_cell_angle_beta                 90.376(4)
_cell_angle_gamma                90
_cell_volume                     2076.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9012
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      29.287
_cell_measurement_theta_min      2.686
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.117
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             872
_exptl_crystal_preparation       123
_exptl_crystal_recrystallization_method 123
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1199
_diffrn_reflns_av_unetI/netI     0.0756
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            54478
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.100
_diffrn_reflns_theta_min         2.686
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3158
_reflns_number_total             6091
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         6091
_refine_ls_number_restraints     147
_refine_ls_R_factor_all          0.1645
_refine_ls_R_factor_gt           0.0708
_refine_ls_restrained_S_all      0.999
_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)+(0.1014P)²+1.7224P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1712
_refine_ls_wR_factor_ref         0.2332
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8531(17)
 0.1469(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C8-C7A \\sim C8-C7
 with sigma of 0.02
 C7-C6 \\sim C7A-C6A
 with sigma of 0.02
 C6-C5 \\sim C6A-C5
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C7A) = Uanis(C7)
Uanis(C6A) = Uanis(C6)
Uanis(C13A) = Uanis(C13)
Uanis(C18A) = Uanis(C18)
Uanis(C17A) = Uanis(C17)
5. Rigid body (RIGU) restrains
 C8, C7A, C6A, C5
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
 C8, C7, C6, C5
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
 C14, C2, C13, C1, C3
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
 C13A, C2, C14A, C1A, C3
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
 C17A, C15, C18A, C16A, C12
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
 C18, C15, C17, C16, C12
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
6. Others
 Sof(C7A)=Sof(H7A)=Sof(C6A)=Sof(H6A)=1-FVAR(1)
 Sof(C6)=Sof(H6)=Sof(C7)=Sof(H7)=FVAR(1)
 Sof(C14A)=Sof(H14D)=Sof(H14E)=Sof(H14F)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=
 Sof(H1AC)=Sof(C13A)=Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(2)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=
 Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(2)
 Sof(C18A)=Sof(H18D)=Sof(H18E)=Sof(H18F)=Sof(C16A)=Sof(H16D)=Sof(H16E)=
 Sof(H16F)=Sof(C17A)=Sof(H17D)=Sof(H17E)=Sof(H17F)=1-FVAR(3)
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(3)
7.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C9(H9), C11(H11), C19(H19), C21(H21), C7A(H7A),
 C6A(H6A)
7.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C16(H16A,H16B,
 H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C14A(H14D,H14E,H14F),
 C1A(H1AA,H1AB,H1AC), C13A(H13D,H13E,H13F), C18A(H18D,H18E,H18F), C16A(H16D,
 H16E,H16F), C17A(H17D,H17E,H17F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
F1 F 0.3946(4) 0.25962(13) 0.53800(14) 0.0571(6) Uani 1 1 d . . . . .
O2 O 0.0129(3) 0.75135(12) 0.30750(12) 0.0318(5) Uani 1 1 d . . . . .
F3 F 0.5302(3) 0.44237(14) 0.74081(13) 0.0504(6) Uani 1 1 d . . . . .
F4 F 0.4175(5) 0.79167(15) 0.24177(15) 0.0765(9) Uani 1 1 d . . . . .
F5 F 0.4818(4) 0.82122(15) 0.11629(13) 0.0548(6) Uani 1 1 d . . . . .
F6 F 0.2830(3) 0.89894(15) 0.18253(15) 0.0593(7) Uani 1 1 d . . . . .
F7 F 0.5735(4) 0.9074(2) 0.2116(2) 0.0827(9) Uani 1 1 d . . . . .
C1 C 0.1834(15) 0.9000(5) 0.3763(7) 0.059(3) Uani 0.67(2) 1 d . . P A 1
H1A H 0.293881 0.876895 0.398402 0.089 Uiso 0.67(2) 1 calc R U P A 1
H1B H 0.173555 0.958317 0.390851 0.089 Uiso 0.67(2) 1 calc R U P A 1
H1C H 0.185988 0.895122 0.319416 0.089 Uiso 0.67(2) 1 calc R U P A 1
C2 C 0.0296(6) 0.8546(2) 0.4064(2) 0.0417(9) Uani 1 1 d . . . . .
C3 C 0.0449(5) 0.76491(19) 0.38423(18) 0.0321(7) Uani 1 1 d . . . . .
C4 C 0.0914(5) 0.7002(2) 0.4311(2) 0.0354(7) Uani 1 1 d . . . . .
H4 H 0.112915 0.709150 0.485023 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1078(5) 0.6199(2) 0.3994(2) 0.0368(7) Uani 1 1 d D . . . .
C6 C 0.1704(5) 0.5482(2) 0.4411(2) 0.0331(8) Uani 0.907(6) 1 d D . P B 1
H6 H 0.164696 0.496139 0.415756 0.040 Uiso 0.907(6) 1 calc R U P B 1
C7 C 0.2366(5) 0.5512(2) 0.5143(2) 0.0326(8) Uani 0.907(6) 1 d D . P B 1
H7 H 0.235336 0.602860 0.540442 0.039 Uiso 0.907(6) 1 calc R U P B 1
C8 C 0.3111(5) 0.4793(2) 0.5565(2) 0.0379(8) Uani 1 1 d D . . . .
C9 C 0.3160(5) 0.4001(2) 0.5247(2) 0.0372(7) Uani 1 1 d . . . . .
H9 H 0.269192 0.389791 0.474059 0.045 Uiso 1 1 calc R U . . .
C10 C 0.3907(5) 0.3366(2) 0.5685(2) 0.0383(8) Uani 1 1 d . . . . .
C11 C 0.0672(5) 0.6098(2) 0.3204(2) 0.0368(7) Uani 1 1 d . . . . .
H11 H 0.071259 0.556224 0.297891 0.044 Uiso 1 1 calc R U . . .
C12 C 0.0220(5) 0.6757(2) 0.2753(2) 0.0346(7) Uani 1 1 d . . . . .
C13 C -0.021(2) 0.8603(14) 0.4929(14) 0.048(3) Uani 0.67(2) 1 d . . P A 1
H13A H 0.068070 0.830458 0.524380 0.072 Uiso 0.67(2) 1 calc R U P A 1
H13B H -0.139176 0.835628 0.500659 0.072 Uiso 0.67(2) 1 calc R U P A 1
H13C H -0.023426 0.918373 0.508951 0.072 Uiso 0.67(2) 1 calc R U P A 1
C14 C -0.1522(15) 0.8907(4) 0.3681(5) 0.053(2) Uani 0.67(2) 1 d . . P A 1
H14A H -0.170801 0.947577 0.385804 0.079 Uiso 0.67(2) 1 calc R U P A 1
H14B H -0.253879 0.856486 0.383957 0.079 Uiso 0.67(2) 1 calc R U P A 1
H14C H -0.142389 0.889922 0.311187 0.079 Uiso 0.67(2) 1 calc R U P A 1
C15 C -0.0171(5) 0.6734(2) 0.1889(2) 0.0376(7) Uani 1 1 d . . . . .
C16 C 0.1474(8) 0.6432(4) 0.1457(3) 0.0494(13) Uani 0.851(6) 1 d . . P C 1
H16A H 0.250061 0.678290 0.158946 0.074 Uiso 0.851(6) 1 calc R U P C 1
H16B H 0.124956 0.645780 0.089405 0.074 Uiso 0.851(6) 1 calc R U P C 1
H16C H 0.173290 0.586039 0.160765 0.074 Uiso 0.851(6) 1 calc R U P C 1
C17 C -0.0656(7) 0.7607(3) 0.1558(2) 0.0442(11) Uani 0.851(6) 1 d . . P C 1
H17A H -0.172812 0.781547 0.181944 0.066 Uiso 0.851(6) 1 calc R U P C 1
H17B H -0.088868 0.756529 0.099730 0.066 Uiso 0.851(6) 1 calc R U P C 1
H17C H 0.034370 0.798688 0.165146 0.066 Uiso 0.851(6) 1 calc R U P C 1
C18 C -0.1754(9) 0.6161(4) 0.1731(3) 0.0672(18) Uani 0.851(6) 1 d . . P C 1
H18A H -0.150351 0.561587 0.195407 0.101 Uiso 0.851(6) 1 calc R U P C 1
H18B H -0.194261 0.610945 0.116813 0.101 Uiso 0.851(6) 1 calc R U P C 1
H18C H -0.283222 0.639092 0.197097 0.101 Uiso 0.851(6) 1 calc R U P C 1
C19 C 0.3843(5) 0.4927(2) 0.6298(2) 0.0396(8) Uani 1 1 d . . . . .
H19 H 0.383571 0.546428 0.652023 0.048 Uiso 1 1 calc R U . . .
C20 C 0.4580(5) 0.4276(2) 0.6699(2) 0.0375(8) Uani 1 1 d . . . . .
C21 C 0.4617(5) 0.3471(2) 0.6421(2) 0.0365(7) Uani 1 1 d . . . . .
H21 H 0.509603 0.302607 0.671638 0.044 Uiso 1 1 calc R U . . .
B22 B 0.4412(5) 0.8543(2) 0.1888(2) 0.0364(8) Uani 1 1 d . . . . .
C7A C 0.236(4) 0.4969(17) 0.4757(13) 0.0326(8) Uani 0.093(6) 1 d D . P B 2
H7A H 0.233063 0.458283 0.434034 0.039 Uiso 0.093(6) 1 calc R U P B 2
C6A C 0.172(5) 0.5758(18) 0.4712(16) 0.0331(8) Uani 0.093(6) 1 d D . P B 2
H6A H 0.167498 0.605997 0.518557 0.040 Uiso 0.093(6) 1 calc R U P B 2
C14A C -0.040(4) 0.9068(9) 0.3467(11) 0.063(7) Uani 0.33(2) 1 d . . P A 2
H14D H -0.039238 0.964245 0.364801 0.094 Uiso 0.33(2) 1 calc R U P A 2
H14E H -0.162765 0.890215 0.334013 0.094 Uiso 0.33(2) 1 calc R U P A 2
H14F H 0.034695 0.901986 0.300151 0.094 Uiso 0.33(2) 1 calc R U P A 2
C1A C 0.252(3) 0.8860(12) 0.4171(16) 0.063(6) Uani 0.33(2) 1 d . . P A 2
H1AA H 0.313513 0.880742 0.367053 0.095 Uiso 0.33(2) 1 calc R U P A 2
H1AB H 0.311984 0.851102 0.455973 0.095 Uiso 0.33(2) 1 calc R U P A 2
H1AC H 0.255845 0.943702 0.434224 0.095 Uiso 0.33(2) 1 calc R U P A 2
C13A C 0.029(5) 0.866(3) 0.492(3) 0.048(3) Uani 0.33(2) 1 d . . P A 2
H13D H 0.149852 0.856304 0.512525 0.072 Uiso 0.33(2) 1 calc R U P A 2
H13E H -0.054119 0.826254 0.515173 0.072 Uiso 0.33(2) 1 calc R U P A 2
H13F H -0.008908 0.922153 0.504237 0.072 Uiso 0.33(2) 1 calc R U P A 2
C18A C -0.054(6) 0.566(2) 0.1797(17) 0.0672(18) Uani 0.149(6) 1 d . . P C 2
H18D H 0.060855 0.537143 0.179458 0.101 Uiso 0.149(6) 1 calc R U P C 2
H18E H -0.118479 0.554976 0.130796 0.101 Uiso 0.149(6) 1 calc R U P C 2
H18F H -0.126043 0.546669 0.223603 0.101 Uiso 0.149(6) 1 calc R U P C 2
C16A C 0.153(5) 0.691(3) 0.162(2) 0.070(11) Uani 0.149(6) 1 d . . P C 2
H16D H 0.198425 0.741160 0.187754 0.105 Uiso 0.149(6) 1 calc R U P C 2
H16E H 0.148704 0.700347 0.105516 0.105 Uiso 0.149(6) 1 calc R U P C 2
H16F H 0.233529 0.644852 0.173492 0.105 Uiso 0.149(6) 1 calc R U P C 2
C17A C -0.175(4) 0.7167(17) 0.1735(14) 0.0442(11) Uani 0.149(6) 1 d . . P C 2
H17D H -0.275645 0.688133 0.197699 0.066 Uiso 0.149(6) 1 calc R U P C 2
H17E H -0.194219 0.719741 0.117028 0.066 Uiso 0.149(6) 1 calc R U P C 2
H17F H -0.164898 0.772675 0.194792 0.066 Uiso 0.149(6) 1 calc R U P C 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
F1 C10 1.352(4) . ?
O2 C3 1.355(4) . ?
O2 C12 1.345(4) . ?
F3 C20 1.350(4) . ?
F4 B22 1.374(4) . ?
F5 B22 1.391(5) . ?
F6 B22 1.389(4) . ?
F7 B22 1.365(5) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.461(9) . ?
C2 C3 1.507(5) . ?
C2 C13 1.54(2) . ?
C2 C14 1.615(9) . ?
C2 C14A 1.424(15) . ?
C2 C1A 1.75(2) . ?
C2 C13A 1.48(5) . ?
C3 C4 1.364(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.416(5) . ?
C5 C6 1.439(5) . ?
C5 C11 1.398(5) . ?
C5 C6A 1.499(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.348(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.477(5) . ?
C8 C9 1.395(5) . ?
C8 C19 1.385(5) . ?
C8 C7A 1.522(18) . ?
C9 H9 0.9500 . ?
C9 C10 1.389(5) . ?
C10 C21 1.378(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.360(5) . ?
C12 C15 1.511(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.521(6) . ?
C15 C17 1.564(5) . ?
C15 C18 1.525(6) . ?
C15 C18A 1.77(3) . ?
C15 C16A 1.39(3) . ?
C15 C17A 1.39(3) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19 0.9500 . ?
C19 C20 1.372(5) . ?
C20 C21 1.388(5) . ?
C21 H21 0.9500 . ?
C7A H7A 0.9500 . ?
C7A C6A 1.365(19) . ?
C6A H6A 0.9500 . ?
C14A H14D 0.9800 . ?
C14A H14E 0.9800 . ?
C14A H14F 0.9800 . ?
C1A H1AA 0.9800 . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C13A H13D 0.9800 . ?
C13A H13E 0.9800 . ?
C13A H13F 0.9800 . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?
C17A H17D 0.9800 . ?
C17A H17E 0.9800 . ?
C17A H17F 0.9800 . ?

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
C12 O2 C3 122.5(3) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 C3 109.5(4) . . ?
C1 C2 C13 120.7(9) . . ?
C1 C2 C14 109.6(5) . . ?
C3 C2 C13 108.7(9) . . ?
C3 C2 C14 108.1(4) . . ?
C3 C2 C1A 103.5(7) . . ?
C13 C2 C14 99.3(10) . . ?
C14A C2 C3 114.7(6) . . ?
C14A C2 C1A 104.2(11) . . ?
C14A C2 C13A 130(2) . . ?
C13A C2 C3 112(2) . . ?
C13A C2 C1A 82.5(17) . . ?
O2 C3 C2 112.9(3) . . ?
O2 C3 C4 119.4(3) . . ?
C4 C3 C2 127.6(3) . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.1(3) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 125.3(3) . . ?
C4 C5 C6A 98.6(13) . . ?
C11 C5 C4 117.4(3) . . ?
C11 C5 C6 117.2(3) . . ?
C11 C5 C6A 143.9(13) . . ?
C5 C6 H6 118.3 . . ?
C7 C6 C5 123.4(4) . . ?
C7 C6 H6 118.3 . . ?
C6 C7 H7 117.8 . . ?
C6 C7 C8 124.3(3) . . ?
C8 C7 H7 117.8 . . ?
C9 C8 C7 122.9(3) . . ?
C9 C8 C7A 80.0(11) . . ?
C19 C8 C7 117.9(3) . . ?
C19 C8 C9 119.2(3) . . ?
C19 C8 C7A 160.2(11) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 C8 118.8(3) . . ?
C10 C9 H9 120.6 . . ?
F1 C10 C9 118.9(3) . . ?
F1 C10 C21 117.4(3) . . ?
C21 C10 C9 123.7(3) . . ?
C5 C11 H11 119.6 . . ?
C12 C11 C5 120.8(3) . . ?
C12 C11 H11 119.6 . . ?
O2 C12 C11 119.6(3) . . ?
O2 C12 C15 114.5(3) . . ?
C11 C12 C15 125.8(3) . . ?
C2 C13 H13A 109.5 . . ?
C2 C13 H13B 109.5 . . ?
C2 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C2 C14 H14A 109.5 . . ?
C2 C14 H14B 109.5 . . ?
C2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 C16 109.6(3) . . ?
C12 C15 C17 112.1(3) . . ?
C12 C15 C18 109.5(3) . . ?
C12 C15 C18A 98.1(10) . . ?
C16 C15 C17 107.4(3) . . ?
C16 C15 C18 110.2(4) . . ?
C18 C15 C17 107.9(4) . . ?
C16A C15 C12 98.6(15) . . ?
C16A C15 C18A 109(2) . . ?
C16A C15 C17A 127(2) . . ?
C17A C15 C12 109.4(11) . . ?
C17A C15 C18A 110.2(19) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C8 C19 H19 120.3 . . ?
C20 C19 C8 119.3(3) . . ?
C20 C19 H19 120.3 . . ?
F3 C20 C19 118.2(3) . . ?
F3 C20 C21 117.9(3) . . ?
C19 C20 C21 123.9(3) . . ?
C10 C21 C20 115.1(3) . . ?
C10 C21 H21 122.5 . . ?
C20 C21 H21 122.5 . . ?
F4 B22 F5 109.8(3) . . ?
F4 B22 F6 108.8(3) . . ?
F6 B22 F5 108.7(3) . . ?
F7 B22 F4 111.8(3) . . ?
F7 B22 F5 109.7(3) . . ?
F7 B22 F6 107.9(3) . . ?
C8 C7A H7A 124.6 . . ?
C6A C7A C8 110.7(17) . . ?
C6A C7A H7A 124.6 . . ?
C5 C6A H6A 116.5 . . ?
C7A C6A C5 127(2) . . ?
C7A C6A H6A 116.5 . . ?
C2 C14A H14D 109.5 . . ?
C2 C14A H14E 109.5 . . ?
C2 C14A H14F 109.5 . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14E C14A H14F 109.5 . . ?
C2 C1A H1AA 109.5 . . ?
C2 C1A H1AB 109.5 . . ?
C2 C1A H1AC 109.5 . . ?
H1AA C1A H1AB 109.5 . . ?
H1AA C1A H1AC 109.5 . . ?
H1AB C1A H1AC 109.5 . . ?
C2 C13A H13D 109.5 . . ?
C2 C13A H13E 109.5 . . ?
C2 C13A H13F 109.5 . . ?
H13D C13A H13E 109.5 . . ?
H13D C13A H13F 109.5 . . ?
H13E C13A H13F 109.5 . . ?
C15 C18A H18D 109.5 . . ?
C15 C18A H18E 109.5 . . ?
C15 C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C15 C16A H16D 109.5 . . ?
C15 C16A H16E 109.5 . . ?
C15 C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C15 C17A H17D 109.5 . . ?
C15 C17A H17E 109.5 . . ?
C15 C17A H17F 109.5 . . ?
H17D C17A H17E 109.5 . . ?
H17D C17A H17F 109.5 . . ?
H17E C17A H17F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C10 C21 C20 178.6(3) . . . . ?
O2 C3 C4 C5 0.6(5) . . . . ?
O2 C12 C15 C16 117.6(4) . . . . ?
O2 C12 C15 C17 -1.6(4) . . . . ?
O2 C12 C15 C18 -121.4(4) . . . . ?
O2 C12 C15 C18A -163.9(15) . . . . ?
O2 C12 C15 C16A 86(2) . . . . ?
O2 C12 C15 C17A -49.0(14) . . . . ?
F3 C20 C21 C10 -178.2(3) . . . . ?
C1 C2 C3 O2 -72.6(7) . . . . ?
C1 C2 C3 C4 105.0(7) . . . . ?
C2 C3 C4 C5 -176.8(4) . . . . ?
C3 O2 C12 C11 -0.9(5) . . . . ?
C3 O2 C12 C15 -179.7(3) . . . . ?
C3 C4 C5 C6 174.5(4) . . . . ?
C3 C4 C5 C11 -2.7(5) . . . . ?
C3 C4 C5 C6A 176.1(16) . . . . ?
C4 C5 C6 C7 -6.2(6) . . . . ?
C4 C5 C11 C12 3.0(5) . . . . ?
C4 C5 C6A C7A -170(4) . . . . ?
C5 C6 C7 C8 -176.3(3) . . . . ?
C5 C11 C12 O2 -1.3(5) . . . . ?
C5 C11 C12 C15 177.3(3) . . . . ?
C6 C5 C11 C12 -174.4(3) . . . . ?
C6 C7 C8 C9 -1.6(6) . . . . ?
C6 C7 C8 C19 176.2(4) . . . . ?
C7 C8 C9 C10 179.2(3) . . . . ?
C7 C8 C19 C20 -178.7(3) . . . . ?
C8 C9 C10 F1 179.6(3) . . . . ?
C8 C9 C10 C21 -0.3(6) . . . . ?
C8 C19 C20 F3 179.3(3) . . . . ?
C8 C19 C20 C21 -1.1(6) . . . . ?
C8 C7A C6A C5 172(3) . . . . ?
C9 C8 C19 C20 -0.8(5) . . . . ?
C9 C8 C7A C6A 171(3) . . . . ?
C9 C10 C21 C20 -1.5(5) . . . . ?
C11 C5 C6 C7 170.9(4) . . . . ?
C11 C5 C6A C7A 8(6) . . . . ?
C11 C12 C15 C16 -61.1(5) . . . . ?
C11 C12 C15 C17 179.7(4) . . . . ?
C11 C12 C15 C18 60.0(5) . . . . ?
C11 C12 C15 C18A 17.5(15) . . . . ?
C11 C12 C15 C16A -93(2) . . . . ?
C11 C12 C15 C17A 132.3(14) . . . . ?
C12 O2 C3 C2 179.1(3) . . . . ?
C12 O2 C3 C4 1.3(5) . . . . ?
C13 C2 C3 O2 153.6(8) . . . . ?
C13 C2 C3 C4 -28.9(9) . . . . ?
C14 C2 C3 O2 46.7(6) . . . . ?
C14 C2 C3 C4 -135.7(6) . . . . ?
C19 C8 C9 C10 1.5(5) . . . . ?
C19 C8 C7A C6A -23(6) . . . . ?
C19 C20 C21 C10 2.3(5) . . . . ?
C7A C8 C9 C10 176.1(14) . . . . ?
C7A C8 C19 C20 -165(4) . . . . ?
C6A C5 C11 C12 -175(3) . . . . ?
C14A C2 C3 O2 8.6(14) . . . . ?
C14A C2 C3 C4 -173.8(14) . . . . ?
C1A C2 C3 O2 -104.2(10) . . . . ?
C1A C2 C3 C4 73.4(10) . . . . ?
C13A C2 C3 O2 168.6(16) . . . . ?
C13A C2 C3 C4 -13.8(17) . . . . ?

_olex2_exptl_crystal_mounting_method 123
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8531(17)
2 0.1469(17)

####################################################################### 
# 
# 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_SPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2lmnc8
_database_code_depnum_ccdc_archive 'CCDC 2402170'
loop_
_audit_author_name
_audit_author_address
'Jiang Bin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2024-11-12 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2024-11-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H27 O, B F4'
_chemical_formula_sum            'C21 H27 B F4 O'
_chemical_formula_weight         382.23
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   16.5173(7)
_cell_length_b                   6.9163(3)
_cell_length_c                   17.8513(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2039.31(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7447
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.45
_cell_measurement_theta_min      2.72
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.999
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.245
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             808
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            19784
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.717
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.919
_reflns_Friedel_fraction_full    0.987
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                2746
_reflns_number_total             3574
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.788
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 1088 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.6(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3574
_refine_ls_number_restraints     178
_refine_ls_R_factor_all          0.1259
_refine_ls_R_factor_gt           0.0978
_refine_ls_restrained_S_all      1.124
_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)+(0.1000P)²+5.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2396
_refine_ls_wR_factor_ref         0.2666
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C00M-C00O
 1.5 with sigma of 0.1
 C2-C1
 1.5 with sigma of 0.1
 C006-C00M \\sim C006-C1
 with sigma of 0.02
 C00C-C00O \\sim C00C-C2
 with sigma of 0.02
 C00N-C00O \\sim C00N-C2
 with sigma of 0.02
 C00M-C00O \\sim C1-C2
 with sigma of 0.02
 C006-C00O \\sim C006-C2
 with sigma of 0.04
 C00C-C00M \\sim C00C-C1
 with sigma of 0.04
 C00N-C00M \\sim C00N-C1
 with sigma of 0.04
 C00C-C00N \\sim C3-C4
 with sigma of 0.02
 C00C-C00I \\sim C3-C7
 with sigma of 0.02
 C00C-C00O \\sim C3-C00O
 with sigma of 0.02
 C00C-C2 \\sim C3-C2
 with sigma of 0.02
 C00N-C00R \\sim C4-C00S
 with sigma of 0.02
 C00R-C00D \\sim C00S-C5
 with sigma of 0.02
 C00D-C00B \\sim C5-C6
 with sigma of 0.02
 C00B-C00I \\sim C6-C7
 with sigma of 0.02
 C00C-C00R \\sim C3-C00S
 with sigma of 0.04
 C00C-C00B \\sim C3-C6
 with sigma of 0.04
 C00N-C00D \\sim C4-C5
 with sigma of 0.04
 C00N-C00I \\sim C4-C7
 with sigma of 0.04
 C00N-C00O \\sim C4-C00O
 with sigma of 0.04
 C00N-C2 \\sim C4-C2
 with sigma of 0.04
 C00R-C00B \\sim C00S-C6
 with sigma of 0.04
 C00D-C00I \\sim C5-C7
 with sigma of 0.04
 C00I-C00O \\sim C7-C00O
 with sigma of 0.04
 C00I-C2 \\sim C7-C2
 with sigma of 0.04
 B00K-F1 \\sim B00K-F1A
 with sigma of 0.02
 B00K-F4 \\sim B00K-F4A
 with sigma of 0.02
 B00K-F5A \\sim B00K-F5B
 with sigma of 0.02
 B00K-F2 \\sim B00K-F2A
 with sigma of 0.02
3. Rigid bond restraints
 C00M, C1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C2) \\sim Ueq, Uanis(C00O) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(C7) \\sim Ueq, Uanis(C00I) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C00S)
\\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C5) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C00M) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C009) \\sim Ueq, Uanis(C00P) \\sim Ueq, Uanis(C00J) \\sim Ueq,
Uanis(C00H) \\sim Ueq, Uanis(C00Q) \\sim Ueq, Uanis(C00E) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(F2) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F4) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(F5A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C00Q) \\sim Ueq, Uanis(C00H) \\sim Ueq, Uanis(C00E) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C009) \\sim Ueq, Uanis(C00P) \\sim Ueq, Uanis(C00J) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C5) \\sim Ueq, Uanis(C00S) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C7)
\\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C00I) \\sim Ueq,
Uanis(C00C) \\sim Ueq, Uanis(C00N) \\sim Ueq, Uanis(C00R) \\sim Ueq,
Uanis(C00D) \\sim Ueq, Uanis(C00B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C2) \\sim Ueq, Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C00O) \\sim Ueq, Uanis(C00M) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C1) = Uanis(C00M)
Uanis(C2) = Uanis(C00O)
Uanis(C00S) = Uanis(C00R)
Uanis(C7) = Uanis(C00I)
Uanis(C00M) = Uanis(C1)
Uanis(F1) = Uanis(F5B) = Uanis(F5A) = Uanis(F4A) = Uanis(F1A) = Uanis(F4) =
Uanis(F2)
Uanis(F2A) = Uanis(F2)
5. Others
 Sof(C1)=Sof(H1)=Sof(C2)=Sof(H2)=1-FVAR(1)
 Sof(C00M)=Sof(H00S)=Sof(C00O)=Sof(H00T)=FVAR(1)
 Sof(C7)=Sof(H7)=Sof(C3)=Sof(C4)=Sof(H4)=Sof(C00S)=Sof(H00Z)=Sof(C5)=Sof(H5)=
 Sof(C6)=Sof(H6)=1-FVAR(2)
 Sof(C00C)=Sof(C00N)=Sof(H00N)=Sof(C00R)=Sof(H00R)=Sof(C00D)=Sof(H00E)=
 Sof(C00B)=Sof(H00F)=Sof(C00I)=Sof(H00I)=FVAR(2)
 Sof(F5B)=Sof(F1A)=Sof(F4A)=1-FVAR(3)
 Sof(F1)=Sof(F4)=Sof(F5A)=FVAR(3)
 Sof(F2A)=1-FVAR(4)
 Sof(F2)=FVAR(4)
6.a Aromatic/amide H refined with riding coordinates:
 C002(H002), C00A(H00A), C00N(H00N), C00R(H00R), C00D(H00E), C00B(H00F),
 C00I(H00I), C00M(H00S), C00O(H00T), C1(H1), C2(H2), C7(H7), C4(H4), C00S(H00Z),
  C5(H5), C6(H6)
6.b Fitted hexagon refined as free rotating group:
 C008(O001,C003,C002,C006,C00A), C00C(C00N,C00R,C00D,C00B,C00I), C7(C3,C4,C00S,
 C5,C6)
6.c Idealised Me refined as rotating group:
 C009(H00B,H00C,H00D), C00E(H00G,H00H,H00J), C00H(H00K,H00L,H00M), C00J(H00O,
 H00P,H00Q), C00P(H00U,H00V,H00W), C00Q(H00X,H00Y,H)
;
_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
C005 C 0.4452(6) 0.1957(17) 0.4171(6) 0.045(3) Uani 1 1 d . . . . .
C008 C 0.4085(3) 0.3049(7) 0.6164(3) 0.029(2) Uani 1 1 d G . . . .
O001 O 0.43513(16) 0.2255(4) 0.5492(4) 0.0261(9) Uani 1 1 d G . . . .
C003 C 0.4076(3) 0.2999(7) 0.4815(3) 0.0260(18) Uani 1 1 d G . . . .
C002 C 0.3535(3) 0.4537(7) 0.4809(4) 0.032(2) Uani 1 1 d G . . . .
H002 H 0.334679 0.504523 0.434665 0.039 Uiso 1 1 calc R U . . .
C006 C 0.32682(19) 0.5331(4) 0.5481(5) 0.0358(14) Uani 1 1 d DG . . . .
C00A C 0.3543(3) 0.4588(7) 0.6158(4) 0.034(2) Uani 1 1 d G . . . .
H00A H 0.336100 0.513063 0.661678 0.041 Uiso 1 1 calc R U . . .
C009 C 0.5342(8) 0.270(2) 0.4130(7) 0.059(3) Uani 1 1 d . U . . .
H00B H 0.534157 0.411174 0.407166 0.089 Uiso 1 1 calc R U . . .
H00C H 0.561585 0.210939 0.370096 0.089 Uiso 1 1 calc R U . . .
H00D H 0.562743 0.235608 0.459227 0.089 Uiso 1 1 calc R U . . .
C00C C 0.2093(8) 1.0013(15) 0.5220(7) 0.022(4) Uani 0.490(15) 1 d DG U P A 1
C00N C 0.1891(8) 1.1008(18) 0.4570(6) 0.031(4) Uani 0.490(15) 1 d DG U P A 1
H00N H 0.202426 1.048102 0.409430 0.037 Uiso 0.490(15) 1 calc R U P A 1
C00R C 0.1493(9) 1.2776(18) 0.4616(7) 0.043(4) Uani 0.490(15) 1 d DG U P A 1
H00R H 0.135528 1.345667 0.417156 0.052 Uiso 0.490(15) 1 calc R U P A 1
C00D C 0.1298(10) 1.3548(17) 0.5312(8) 0.035(5) Uani 0.490(15) 1 d DG U P A 1
H00E H 0.102650 1.475590 0.534302 0.042 Uiso 0.490(15) 1 calc R U P A 1
C00B C 0.1500(9) 1.2552(18) 0.5962(6) 0.034(4) Uani 0.490(15) 1 d DG U P A 1
H00F H 0.136670 1.307949 0.643724 0.041 Uiso 0.490(15) 1 calc R U P A 1
C00I C 0.1898(9) 1.0784(17) 0.5916(6) 0.033(3) Uani 0.490(15) 1 d DG U P A 1
H00I H 0.203568 1.010383 0.636000 0.040 Uiso 0.490(15) 1 calc R U P A 1
C00E C 0.4467(10) -0.0199(19) 0.6675(7) 0.068(4) Uani 1 1 d . U . . .
H00G H 0.390862 -0.067434 0.669325 0.102 Uiso 1 1 calc R U . . .
H00H H 0.478807 -0.084188 0.706380 0.102 Uiso 1 1 calc R U . . .
H00J H 0.470039 -0.048020 0.618206 0.102 Uiso 1 1 calc R U . . .
C00G C 0.4474(7) 0.2004(14) 0.6810(5) 0.039(2) Uani 1 1 d . . . . .
C00H C 0.5327(9) 0.270(2) 0.6893(7) 0.061(3) Uani 1 1 d . U . . .
H00K H 0.560976 0.257431 0.641293 0.092 Uiso 1 1 calc R U . . .
H00L H 0.560527 0.191991 0.727280 0.092 Uiso 1 1 calc R U . . .
H00M H 0.532524 0.405802 0.704848 0.092 Uiso 1 1 calc R U . . .
C00J C 0.4481(10) -0.0226(19) 0.4330(7) 0.064(4) Uani 1 1 d . U . . .
H00O H 0.486345 -0.047912 0.473839 0.096 Uiso 1 1 calc R U . . .
H00P H 0.465708 -0.091284 0.387875 0.096 Uiso 1 1 calc R U . . .
H00Q H 0.394087 -0.067757 0.447558 0.096 Uiso 1 1 calc R U . . .
B00K B 0.2472(9) 0.7006(11) 0.2971(7) 0.041(2) Uani 1 1 d D . . . .
C00M C 0.2765(12) 0.704(2) 0.5676(10) 0.0238(19) Uani 0.476(14) 1 d D U P A 1
H00S H 0.262079 0.732075 0.617971 0.029 Uiso 0.476(14) 1 calc R U P A 1
C00O C 0.2526(10) 0.817(2) 0.5116(9) 0.0240(15) Uani 0.476(14) 1 d D U P A 1
H00T H 0.264101 0.775728 0.461861 0.029 Uiso 0.476(14) 1 calc R U P A 1
C00P C 0.4001(8) 0.242(2) 0.3457(6) 0.066(4) Uani 1 1 d . U . . .
H00U H 0.342571 0.211816 0.352174 0.099 Uiso 1 1 calc R U . . .
H00V H 0.422175 0.163670 0.304595 0.099 Uiso 1 1 calc R U . . .
H00W H 0.406486 0.379158 0.333847 0.099 Uiso 1 1 calc R U . . .
C00Q C 0.4001(11) 0.241(3) 0.7526(8) 0.086(5) Uani 1 1 d . U . . .
H00X H 0.404263 0.378179 0.765165 0.130 Uiso 1 1 calc R U . . .
H00Y H 0.422431 0.163083 0.793611 0.130 Uiso 1 1 calc R U . . .
H H 0.343077 0.206485 0.745001 0.130 Uiso 1 1 calc R U . . .
C1 C 0.2781(10) 0.707(2) 0.5291(9) 0.0238(19) Uani 0.524(14) 1 d D U P A 2
H1 H 0.264347 0.733393 0.478471 0.029 Uiso 0.524(14) 1 calc R U P A 2
C2 C 0.2537(9) 0.826(2) 0.5839(8) 0.0240(15) Uani 0.524(14) 1 d D U P A 2
H2 H 0.265886 0.787330 0.633658 0.029 Uiso 0.524(14) 1 calc R U P A 2
C7 C 0.1907(8) 1.1088(16) 0.6407(6) 0.033(3) Uani 0.510(15) 1 d DG U P A 2
H7 H 0.203993 1.056476 0.688359 0.040 Uiso 0.510(15) 1 calc R U P A 2
C3 C 0.2107(8) 1.0084(15) 0.5759(7) 0.032(5) Uani 0.510(15) 1 d DG U P A 2
C4 C 0.1912(8) 1.0849(18) 0.5062(6) 0.034(4) Uani 0.510(15) 1 d DG U P A 2
H4 H 0.204894 1.016323 0.461853 0.041 Uiso 0.510(15) 1 calc R U P A 2
C00S C 0.1516(9) 1.262(2) 0.5013(6) 0.043(4) Uani 0.510(15) 1 d DG U P A 2
H00Z H 0.138301 1.314201 0.453699 0.052 Uiso 0.510(15) 1 calc R U P A 2
C5 C 0.1316(10) 1.3623(17) 0.5662(8) 0.039(5) Uani 0.510(15) 1 d DG U P A 2
H5 H 0.104553 1.483221 0.562874 0.047 Uiso 0.510(15) 1 calc R U P A 2
C6 C 0.1511(9) 1.2857(17) 0.6359(7) 0.035(4) Uani 0.510(15) 1 d DG U P A 2
H6 H 0.137399 1.354361 0.680205 0.042 Uiso 0.510(15) 1 calc R U P A 2
F1 F 0.2191(7) 0.5728(18) 0.3559(6) 0.0645(11) Uani 0.617(6) 1 d D U P B 1
F2 F 0.2820(5) 0.5793(13) 0.2433(5) 0.0645(11) Uani 0.814(10) 1 d D U P B 1
F4 F 0.3270(6) 0.7460(17) 0.3366(6) 0.0645(11) Uani 0.617(6) 1 d D U P B 1
F5A F 0.2024(7) 0.8277(16) 0.2738(5) 0.0645(11) Uani 0.617(6) 1 d D U P B 1
F5B F 0.1740(10) 0.711(3) 0.2632(9) 0.0645(11) Uani 0.383(6) 1 d D . P B 2
F1A F 0.2422(10) 0.879(2) 0.3447(8) 0.0645(11) Uani 0.383(6) 1 d D . P B 2
F4A F 0.2734(9) 0.841(2) 0.2376(8) 0.0645(11) Uani 0.383(6) 1 d D . P B 2
F2A F 0.3170(16) 0.604(5) 0.3075(16) 0.0645(11) Uani 0.186(10) 1 d D . P B 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
C005 C003 1.492(12) . ?
C005 C009 1.560(15) . ?
C005 C00J 1.537(19) . ?
C005 C00P 1.510(16) . ?
C008 O001 1.3900 . ?
C008 C00A 1.3900 . ?
C008 C00G 1.506(9) . ?
O001 C003 1.3900 . ?
C003 C002 1.3900 . ?
C002 H002 0.9500 . ?
C002 C006 1.3900 . ?
C006 C00A 1.3900 . ?
C006 C00M 1.488(14) . ?
C006 C1 1.485(13) . ?
C00A H00A 0.9500 . ?
C009 H00B 0.9800 . ?
C009 H00C 0.9800 . ?
C009 H00D 0.9800 . ?
C00C C00N 1.3900 . ?
C00C C00I 1.3900 . ?
C00C C00O 1.476(19) . ?
C00N H00N 0.9500 . ?
C00N C00R 1.3900 . ?
C00R H00R 0.9500 . ?
C00R C00D 1.3900 . ?
C00D H00E 0.9500 . ?
C00D C00B 1.3900 . ?
C00B H00F 0.9500 . ?
C00B C00I 1.3900 . ?
C00I H00I 0.9500 . ?
C00E H00G 0.9800 . ?
C00E H00H 0.9800 . ?
C00E H00J 0.9800 . ?
C00E C00G 1.542(17) . ?
C00G C00H 1.496(17) . ?
C00G C00Q 1.524(17) . ?
C00H H00K 0.9800 . ?
C00H H00L 0.9800 . ?
C00H H00M 0.9800 . ?
C00J H00O 0.9800 . ?
C00J H00P 0.9800 . ?
C00J H00Q 0.9800 . ?
B00K F1 1.448(16) . ?
B00K F2 1.399(14) . ?
B00K F4 1.527(16) . ?
B00K F5A 1.223(13) . ?
B00K F5B 1.355(19) . ?
B00K F1A 1.500(17) . ?
B00K F4A 1.505(18) . ?
B00K F2A 1.35(2) . ?
C00M H00S 0.9500 . ?
C00M C00O 1.326(16) . ?
C00O H00T 0.9500 . ?
C00P H00U 0.9800 . ?
C00P H00V 0.9800 . ?
C00P H00W 0.9800 . ?
C00Q H00X 0.9800 . ?
C00Q H00Y 0.9800 . ?
C00Q H 0.9800 . ?
C1 H1 0.9500 . ?
C1 C2 1.343(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.452(17) . ?
C7 H7 0.9500 . ?
C7 C3 1.3900 . ?
C7 C6 1.3900 . ?
C3 C4 1.3900 . ?
C4 H4 0.9500 . ?
C4 C00S 1.3900 . ?
C00S H00Z 0.9500 . ?
C00S C5 1.3900 . ?
C5 H5 0.9500 . ?
C5 C6 1.3900 . ?
C6 H6 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
C003 C005 C009 105.5(8) . . ?
C003 C005 C00J 110.2(8) . . ?
C003 C005 C00P 110.2(9) . . ?
C00J C005 C009 107.7(11) . . ?
C00P C005 C009 110.8(10) . . ?
C00P C005 C00J 112.2(11) . . ?
O001 C008 C00A 120.0 . . ?
O001 C008 C00G 109.6(5) . . ?
C00A C008 C00G 130.4(5) . . ?
C008 O001 C003 120.0 . . ?
O001 C003 C005 110.8(5) . . ?
O001 C003 C002 120.0 . . ?
C002 C003 C005 129.1(5) . . ?
C003 C002 H002 120.0 . . ?
C006 C002 C003 120.0 . . ?
C006 C002 H002 120.0 . . ?
C002 C006 C00M 133.9(8) . . ?
C002 C006 C1 107.1(8) . . ?
C00A C006 C002 120.0 . . ?
C00A C006 C00M 105.9(8) . . ?
C00A C006 C1 132.4(7) . . ?
C008 C00A H00A 120.0 . . ?
C006 C00A C008 120.0 . . ?
C006 C00A H00A 120.0 . . ?
C005 C009 H00B 109.5 . . ?
C005 C009 H00C 109.5 . . ?
C005 C009 H00D 109.5 . . ?
H00B C009 H00C 109.5 . . ?
H00B C009 H00D 109.5 . . ?
H00C C009 H00D 109.5 . . ?
C00N C00C C00I 120.0 . . ?
C00N C00C C00O 116.1(10) . . ?
C00I C00C C00O 123.9(10) . . ?
C00C C00N H00N 120.0 . . ?
C00C C00N C00R 120.0 . . ?
C00R C00N H00N 120.0 . . ?
C00N C00R H00R 120.0 . . ?
C00N C00R C00D 120.0 . . ?
C00D C00R H00R 120.0 . . ?
C00R C00D H00E 120.0 . . ?
C00B C00D C00R 120.0 . . ?
C00B C00D H00E 120.0 . . ?
C00D C00B H00F 120.0 . . ?
C00D C00B C00I 120.0 . . ?
C00I C00B H00F 120.0 . . ?
C00C C00I H00I 120.0 . . ?
C00B C00I C00C 120.0 . . ?
C00B C00I H00I 120.0 . . ?
H00G C00E H00H 109.5 . . ?
H00G C00E H00J 109.5 . . ?
H00H C00E H00J 109.5 . . ?
C00G C00E H00G 109.5 . . ?
C00G C00E H00H 109.5 . . ?
C00G C00E H00J 109.5 . . ?
C008 C00G C00E 110.6(7) . . ?
C008 C00G C00Q 109.6(10) . . ?
C00H C00G C008 108.9(8) . . ?
C00H C00G C00E 109.9(11) . . ?
C00H C00G C00Q 110.0(11) . . ?
C00Q C00G C00E 107.9(11) . . ?
C00G C00H H00K 109.5 . . ?
C00G C00H H00L 109.5 . . ?
C00G C00H H00M 109.5 . . ?
H00K C00H H00L 109.5 . . ?
H00K C00H H00M 109.5 . . ?
H00L C00H H00M 109.5 . . ?
C005 C00J H00O 109.5 . . ?
C005 C00J H00P 109.5 . . ?
C005 C00J H00Q 109.5 . . ?
H00O C00J H00P 109.5 . . ?
H00O C00J H00Q 109.5 . . ?
H00P C00J H00Q 109.5 . . ?
F1 B00K F4 93.9(9) . . ?
F2 B00K F1 105.3(6) . . ?
F2 B00K F4 95.0(10) . . ?
F5A B00K F1 119.5(13) . . ?
F5A B00K F2 116.4(11) . . ?
F5A B00K F4 122.2(10) . . ?
F5B B00K F1A 99.3(12) . . ?
F5B B00K F4A 84.7(11) . . ?
F1A B00K F4A 83.3(9) . . ?
F2A B00K F5B 148.3(19) . . ?
F2A B00K F1A 112.3(18) . . ?
F2A B00K F4A 100.0(17) . . ?
C006 C00M H00S 121.5 . . ?
C00O C00M C006 117.1(15) . . ?
C00O C00M H00S 121.5 . . ?
C00C C00O H00T 118.1 . . ?
C00M C00O C00C 123.7(15) . . ?
C00M C00O H00T 118.1 . . ?
C005 C00P H00U 109.5 . . ?
C005 C00P H00V 109.5 . . ?
C005 C00P H00W 109.5 . . ?
H00U C00P H00V 109.5 . . ?
H00U C00P H00W 109.5 . . ?
H00V C00P H00W 109.5 . . ?
C00G C00Q H00X 109.5 . . ?
C00G C00Q H00Y 109.5 . . ?
C00G C00Q H 109.5 . . ?
H00X C00Q H00Y 109.5 . . ?
H00X C00Q H 109.5 . . ?
H00Y C00Q H 109.5 . . ?
C006 C1 H1 120.2 . . ?
C2 C1 C006 119.7(14) . . ?
C2 C1 H1 120.2 . . ?
C1 C2 H2 116.3 . . ?
C1 C2 C3 127.5(14) . . ?
C3 C2 H2 116.3 . . ?
C3 C7 H7 120.0 . . ?
C3 C7 C6 120.0 . . ?
C6 C7 H7 120.0 . . ?
C7 C3 C2 117.9(10) . . ?
C7 C3 C4 120.0 . . ?
C4 C3 C2 122.1(10) . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C00S 120.0 . . ?
C00S C4 H4 120.0 . . ?
C4 C00S H00Z 120.0 . . ?
C5 C00S C4 120.0 . . ?
C5 C00S H00Z 120.0 . . ?
C00S C5 H5 120.0 . . ?
C00S C5 C6 120.0 . . ?
C6 C5 H5 120.0 . . ?
C7 C6 H6 120.0 . . ?
C5 C6 C7 120.0 . . ?
C5 C6 H6 120.0 . . ?

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
C005 C003 C002 C006 -178.7(7) . . . . ?
C008 O001 C003 C005 178.9(6) . . . . ?
C008 O001 C003 C002 0.0 . . . . ?
O001 C008 C00A C006 0.0 . . . . ?
O001 C008 C00G C00E -43.4(10) . . . . ?
O001 C008 C00G C00H 77.4(9) . . . . ?
O001 C008 C00G C00Q -162.3(9) . . . . ?
O001 C003 C002 C006 0.0 . . . . ?
C003 C002 C006 C00A 0.0 . . . . ?
C003 C002 C006 C00M 173.5(12) . . . . ?
C003 C002 C006 C1 173.4(8) . . . . ?
C002 C006 C00A C008 0.0 . . . . ?
C002 C006 C00M C00O -3(2) . . . . ?
C002 C006 C1 C2 -171.3(13) . . . . ?
C006 C00M C00O C00C -173.9(14) . . . . ?
C006 C1 C2 C3 175.5(13) . . . . ?
C00A C008 O001 C003 0.0 . . . . ?
C00A C008 C00G C00E 137.1(9) . . . . ?
C00A C008 C00G C00H -102.1(9) . . . . ?
C00A C008 C00G C00Q 18.3(12) . . . . ?
C00A C006 C00M C00O 170.7(14) . . . . ?
C00A C006 C1 C2 1(2) . . . . ?
C009 C005 C003 O001 -74.5(9) . . . . ?
C009 C005 C003 C002 104.3(8) . . . . ?
C00C C00N C00R C00D 0.0 . . . . ?
C00N C00C C00I C00B 0.0 . . . . ?
C00N C00C C00O C00M 179.8(15) . . . . ?
C00N C00R C00D C00B 0.0 . . . . ?
C00R C00D C00B C00I 0.0 . . . . ?
C00D C00B C00I C00C 0.0 . . . . ?
C00I C00C C00N C00R 0.0 . . . . ?
C00I C00C C00O C00M 1(2) . . . . ?
C00G C008 O001 C003 -179.5(6) . . . . ?
C00G C008 C00A C006 179.4(7) . . . . ?
C00J C005 C003 O001 41.5(10) . . . . ?
C00J C005 C003 C002 -139.8(8) . . . . ?
C00M C006 C00A C008 -175.2(9) . . . . ?
C00O C00C C00N C00R -179.0(14) . . . . ?
C00O C00C C00I C00B 178.9(15) . . . . ?
C00P C005 C003 O001 165.8(8) . . . . ?
C00P C005 C003 C002 -15.4(11) . . . . ?
C1 C006 C00A C008 -171.5(10) . . . . ?
C1 C2 C3 C7 179.5(14) . . . . ?
C1 C2 C3 C4 -2(2) . . . . ?
C2 C3 C4 C00S -178.5(14) . . . . ?
C7 C3 C4 C00S 0.0 . . . . ?
C3 C7 C6 C5 0.0 . . . . ?
C3 C4 C00S C5 0.0 . . . . ?
C4 C00S C5 C6 0.0 . . . . ?
C00S C5 C6 C7 0.0 . . . . ?
C6 C7 C3 C2 178.6(14) . . . . ?
C6 C7 C3 C4 0.0 . . . . ?

_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT340_SPyL                
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01342 Ang.  
RESPONSE: This is attributed to disorder present in the structure.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_3ClSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2hdrh5
_database_code_depnum_ccdc_archive 'CCDC 2306167'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2023-11-07 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2023-11-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H26 Cl O, B F4'
_chemical_formula_sum            'C21 H26 B Cl F4 O'
_chemical_formula_weight         416.68
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   11.5695(15)
_cell_length_b                   18.589(2)
_cell_length_c                   9.9750(13)
_cell_angle_alpha                90
_cell_angle_beta                 90.750(5)
_cell_angle_gamma                90
_cell_volume                     2145.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9946
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.480
_cell_measurement_theta_min      2.812
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.998
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             872
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            43847
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.675
_diffrn_reflns_theta_min         2.811
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3569
_reflns_number_total             6037
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.292
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.239
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         6037
_refine_ls_number_restraints     28
_refine_ls_R_factor_all          0.1443
_refine_ls_R_factor_gt           0.0933
_refine_ls_restrained_S_all      1.238
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2653
_refine_ls_wR_factor_ref         0.3368
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl01-C00M \\sim Cl-C5
 with sigma of 0.02
 C00E-C00I \\sim C1-C00I
 with sigma of 0.02
 C00E-C00J \\sim C1-C2
 with sigma of 0.02
 C00E-C00P \\sim C1-C6
 with sigma of 0.02
 C00F-H00F \\sim C4-H4
 with sigma of 0.02
 C00F-C00M \\sim C4-C5
 with sigma of 0.02
 C00F-C00N \\sim C4-C3
 with sigma of 0.02
 C00J-H00J \\sim C2-H2
 with sigma of 0.02
 C00J-C00N \\sim C2-C3
 with sigma of 0.02
 C00M-C00P \\sim C5-C6
 with sigma of 0.02
 C00N-H00O \\sim C3-H3
 with sigma of 0.02
 Cl01-C00F \\sim Cl-C4
 with sigma of 0.04
 Cl01-C00P \\sim Cl-C6
 with sigma of 0.04
 C00E-H00J \\sim C1-H2
 with sigma of 0.04
 C00E-C00M \\sim C1-C5
 with sigma of 0.04
 C00E-C00N \\sim C1-C3
 with sigma of 0.04
 C00F-C00J \\sim C4-C2
 with sigma of 0.04
 C00F-H00O \\sim C4-H3
 with sigma of 0.04
 C00F-C00P \\sim C4-C6
 with sigma of 0.04
 H00F-C00M \\sim H4-C5
 with sigma of 0.04
 H00F-C00N \\sim H4-C3
 with sigma of 0.04
 C00I-C00J \\sim C00I-C2
 with sigma of 0.04
 C00I-C00P \\sim C00I-C6
 with sigma of 0.04
 C00J-H00O \\sim C2-H3
 with sigma of 0.04
 C00J-C00P \\sim C2-C6
 with sigma of 0.04
 H00J-C00N \\sim H2-C3
 with sigma of 0.04
 C00M-C00N \\sim C5-C3
 with sigma of 0.04
 C00A-C00H \\sim C00A-C7
 with sigma of 0.02
 C00E-C00I \\sim C00E-C8
 with sigma of 0.02
 C00H-C00I \\sim C7-C8
 with sigma of 0.02
 C00I-C1 \\sim C8-C1
 with sigma of 0.02
 C00I-C6 \\sim C8-C6
 with sigma of 0.02
 C00A-C00I \\sim C00A-C8
 with sigma of 0.04
 C00E-C00H \\sim C00E-C7
 with sigma of 0.04
 C00H-C1 \\sim C7-C1
 with sigma of 0.04
 C00H-C6 \\sim C7-C6
 with sigma of 0.04
 F006-B00R \\sim F0-B00R
 with sigma of 0.02
3. Others
 Sof(C1)=Sof(C2)=Sof(H2)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(C6)=
 Sof(H6)=Sof(Cl)=1-FVAR(1)
 Sof(Cl01)=Sof(C00E)=Sof(C00F)=Sof(H00F)=Sof(C00J)=Sof(H00J)=Sof(C00M)=
 Sof(C00N)=Sof(H00O)=Sof(C00P)=Sof(H00S)=FVAR(1)
 Sof(C7)=Sof(H7)=Sof(C8)=Sof(H8)=1-FVAR(2)
 Sof(C00H)=Sof(H00H)=Sof(C00I)=Sof(H00I)=FVAR(2)
 Sof(F0)=1-FVAR(3)
 Sof(F006)=FVAR(3)
4.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00C(H00C), C00F(H00F), C00H(H00H), C00I(H00I), C00J(H00J),
 C00N(H00O), C00P(H00S), C2(H2), C3(H3), C4(H4), C6(H6), C7(H7), C8(H8)
4.b Idealised Me refined as rotating group:
 C00G(H00A,H00B,H00D), C00K(H00E,H00G,H00K), C00L(H00L,H00M,H00N), C00O(H00P,
 H00Q,H00R), C00Q(H00T,H00U,H00V), C00S(H00W,H00X,H00Y)
;
_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
Cl01 Cl 0.2822(2) 0.76310(8) 0.0913(3) 0.0497(5) Uani 0.763(10) 1 d D . P A 1
O002 O 0.85721(15) 0.58060(9) 0.77575(19) 0.0397(5) Uani 1 1 d . . . . .
F003 F 0.76803(18) 0.86515(9) 0.7835(2) 0.0635(6) Uani 1 1 d . . . . .
F004 F 0.61747(16) 0.94183(10) 0.8153(2) 0.0616(5) Uani 1 1 d . . . . .
F006 F 0.7064(10) 0.9362(9) 0.6167(5) 0.076(3) Uani 0.75(4) 1 d D . P B 1
C007 C 0.8758(2) 0.65180(13) 0.7904(3) 0.0400(6) Uani 1 1 d . . . . .
C008 C 0.7736(2) 0.55523(14) 0.6927(3) 0.0419(6) Uani 1 1 d . . . . .
C009 C 0.8086(2) 0.70035(14) 0.7233(3) 0.0447(6) Uani 1 1 d . . . . .
H009 H 0.819738 0.750414 0.737623 0.054 Uiso 1 1 calc R U . . .
C00A C 0.7237(2) 0.67656(16) 0.6337(3) 0.0476(7) Uani 1 1 d D . . . .
C00B C 0.9769(2) 0.66703(15) 0.8842(3) 0.0472(7) Uani 1 1 d . . . . .
C00C C 0.7069(2) 0.60193(17) 0.6198(3) 0.0459(6) Uani 1 1 d . . . . .
H00C H 0.649251 0.584083 0.559850 0.055 Uiso 1 1 calc R U . . .
C00D C 0.7676(3) 0.47446(15) 0.6954(3) 0.0524(7) Uani 1 1 d . . . . .
C00E C 0.5199(4) 0.7734(3) 0.3874(5) 0.0371(11) Uani 0.763(10) 1 d D . P A 1
C00F C 0.3760(5) 0.8694(3) 0.2442(7) 0.0410(12) Uani 0.763(10) 1 d D . P A 1
H00F H 0.326527 0.901416 0.196332 0.049 Uiso 0.763(10) 1 calc DR U P A 1
C00G C 0.9531(3) 0.63442(19) 1.0208(3) 0.0570(8) Uani 1 1 d . . . . .
H00A H 0.885088 0.657533 1.059389 0.086 Uiso 1 1 calc R U . . .
H00B H 1.020191 0.641984 1.080123 0.086 Uiso 1 1 calc R U . . .
H00D H 0.938751 0.582726 1.010891 0.086 Uiso 1 1 calc R U . . .
C00H C 0.6602(3) 0.7349(2) 0.5644(4) 0.0386(9) Uani 0.778(9) 1 d D . P A 1
H00H H 0.670483 0.783219 0.593247 0.046 Uiso 0.778(9) 1 calc R U P A 1
C00I C 0.5879(3) 0.72053(17) 0.4607(4) 0.0387(10) Uani 0.778(9) 1 d D . P A 1
H00I H 0.580926 0.671739 0.433457 0.046 Uiso 0.778(9) 1 calc R U P A 1
C00J C 0.5224(3) 0.8473(3) 0.4149(5) 0.0438(10) Uani 0.763(10) 1 d D . P A 1
H00J H 0.573070 0.865265 0.482761 0.053 Uiso 0.763(10) 1 calc DR U P A 1
C00K C 0.7507(4) 0.44975(16) 0.8404(4) 0.0634(9) Uani 1 1 d . . . . .
H00E H 0.679156 0.470542 0.875030 0.095 Uiso 1 1 calc R U . . .
H00G H 0.816330 0.465768 0.895847 0.095 Uiso 1 1 calc R U . . .
H00K H 0.745654 0.397144 0.843137 0.095 Uiso 1 1 calc R U . . .
C00L C 1.0844(3) 0.6322(2) 0.8240(4) 0.0650(9) Uani 1 1 d . . . . .
H00L H 1.072139 0.580264 0.815423 0.097 Uiso 1 1 calc R U . . .
H00M H 1.151366 0.641236 0.882854 0.097 Uiso 1 1 calc R U . . .
H00N H 1.098513 0.652925 0.735397 0.097 Uiso 1 1 calc R U . . .
C00M C 0.3752(4) 0.7961(2) 0.2167(5) 0.0413(13) Uani 0.763(10) 1 d D . P A 1
C00N C 0.4510(4) 0.8948(3) 0.3434(6) 0.0471(12) Uani 0.763(10) 1 d D . P A 1
H00O H 0.453844 0.944819 0.362785 0.057 Uiso 0.763(10) 1 calc DR U P A 1
C00O C 0.6658(3) 0.44915(19) 0.6068(4) 0.0670(9) Uani 1 1 d . . . . .
H00P H 0.593672 0.469405 0.640801 0.101 Uiso 1 1 calc R U . . .
H00Q H 0.661503 0.396512 0.608688 0.101 Uiso 1 1 calc R U . . .
H00R H 0.677299 0.465409 0.514488 0.101 Uiso 1 1 calc R U . . .
C00P C 0.4464(4) 0.7479(2) 0.2849(5) 0.0392(11) Uani 0.763(10) 1 d D . P A 1
H00S H 0.445343 0.698226 0.262420 0.047 Uiso 0.763(10) 1 calc R U P A 1
C00Q C 0.8819(3) 0.44502(18) 0.6400(5) 0.0740(11) Uani 1 1 d . . . . .
H00T H 0.945504 0.457091 0.701884 0.111 Uiso 1 1 calc R U . . .
H00U H 0.896465 0.466586 0.552171 0.111 Uiso 1 1 calc R U . . .
H00V H 0.876567 0.392634 0.630702 0.111 Uiso 1 1 calc R U . . .
B00R B 0.7254(3) 0.93375(17) 0.7559(4) 0.0487(8) Uani 1 1 d D . . . .
C00S C 0.9946(4) 0.74830(19) 0.8995(5) 0.0752(11) Uani 1 1 d . . . . .
H00W H 1.056624 0.757438 0.965130 0.113 Uiso 1 1 calc R U . . .
H00X H 0.922821 0.770461 0.930385 0.113 Uiso 1 1 calc R U . . .
H00Y H 1.015592 0.768996 0.812814 0.113 Uiso 1 1 calc R U . . .
C1 C 0.5487(10) 0.8087(8) 0.4326(12) 0.035(3) Uani 0.237(10) 1 d D . P A 2
C2 C 0.5381(9) 0.8839(9) 0.4476(12) 0.042(3) Uani 0.237(10) 1 d D . P A 2
H2 H 0.584702 0.907894 0.512636 0.07(5) Uiso 0.237(10) 1 calc DR . P A 2
C3 C 0.4611(14) 0.9234(9) 0.3696(16) 0.048(4) Uani 0.237(10) 1 d D . P A 2
H3 H 0.451990 0.973750 0.382542 0.06(4) Uiso 0.237(10) 1 calc DR . P A 2
C4 C 0.3983(17) 0.8875(9) 0.273(2) 0.039(4) Uani 0.237(10) 1 d D . P A 2
H4 H 0.346528 0.913882 0.216978 0.10(6) Uiso 0.237(10) 1 calc DR . P A 2
C5 C 0.4081(13) 0.8143(8) 0.2542(16) 0.048(4) Uani 0.237(10) 1 d D . P A 2
C6 C 0.4844(13) 0.7736(8) 0.3349(15) 0.036(3) Uani 0.237(10) 1 d D . P A 2
H6 H 0.491470 0.723147 0.322605 0.043 Uiso 0.237(10) 1 calc R U P A 2
Cl Cl 0.3227(7) 0.7690(2) 0.1363(8) 0.0480(16) Uani 0.237(10) 1 d D . P A 2
C7 C 0.6375(9) 0.6997(8) 0.5306(12) 0.039(3) Uani 0.222(9) 1 d D . P A 2
H7 H 0.593219 0.667177 0.477324 0.046 Uiso 0.222(9) 1 calc R U P A 2
C8 C 0.6290(10) 0.7724(6) 0.5208(13) 0.041(4) Uani 0.222(9) 1 d D . P A 2
H8 H 0.679032 0.800859 0.575301 0.049 Uiso 0.222(9) 1 calc R U P A 2
F0 F 0.743(2) 0.9636(13) 0.636(2) 0.053(6) Uani 0.25(4) 1 d D . P B 2
F1 F 0.79767(19) 0.98390(11) 0.8074(3) 0.0909(9) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 C00M 1.750(6) . ?
O002 C007 1.348(3) . ?
O002 C008 1.350(3) . ?
F003 B00R 1.393(3) . ?
F004 B00R 1.397(4) . ?
F006 B00R 1.404(6) . ?
C007 C009 1.361(4) . ?
C007 C00B 1.515(4) . ?
C008 C00C 1.365(4) . ?
C008 C00D 1.503(4) . ?
C009 H009 0.9500 . ?
C009 C00A 1.392(4) . ?
C00A C00C 1.407(4) . ?
C00A C00H 1.476(4) . ?
C00A C7 1.486(11) . ?
C00B C00G 1.520(4) . ?
C00B C00L 1.531(4) . ?
C00B C00S 1.532(4) . ?
C00C H00C 0.9500 . ?
C00D C00K 1.533(5) . ?
C00D C00O 1.537(5) . ?
C00D C00Q 1.540(5) . ?
C00E C00I 1.450(5) . ?
C00E C00J 1.401(6) . ?
C00E C00P 1.404(7) . ?
C00F H00F 0.9500 . ?
C00F C00M 1.391(6) . ?
C00F C00N 1.390(7) . ?
C00G H00A 0.9800 . ?
C00G H00B 0.9800 . ?
C00G H00D 0.9800 . ?
C00H H00H 0.9500 . ?
C00H C00I 1.348(5) . ?
C00I H00I 0.9500 . ?
C00J H00J 0.9500 . ?
C00J C00N 1.399(6) . ?
C00K H00E 0.9800 . ?
C00K H00G 0.9800 . ?
C00K H00K 0.9800 . ?
C00L H00L 0.9800 . ?
C00L H00M 0.9800 . ?
C00L H00N 0.9800 . ?
C00M C00P 1.389(5) . ?
C00N H00O 0.9500 . ?
C00O H00P 0.9800 . ?
C00O H00Q 0.9800 . ?
C00O H00R 0.9800 . ?
C00P H00S 0.9500 . ?
C00Q H00T 0.9800 . ?
C00Q H00U 0.9800 . ?
C00Q H00V 0.9800 . ?
B00R F0 1.337(10) . ?
B00R F1 1.349(4) . ?
C00S H00W 0.9800 . ?
C00S H00X 0.9800 . ?
C00S H00Y 0.9800 . ?
C1 C2 1.410(14) . ?
C1 C6 1.382(14) . ?
C1 C8 1.440(16) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.373(13) . ?
C4 H4 0.9500 . ?
C4 C5 1.378(14) . ?
C5 C6 1.407(15) . ?
C5 Cl 1.743(13) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C7 C8 1.358(14) . ?
C8 H8 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
C007 O002 C008 121.4(2) . . ?
O002 C007 C009 120.6(2) . . ?
O002 C007 C00B 111.8(2) . . ?
C009 C007 C00B 127.6(2) . . ?
O002 C008 C00C 120.0(2) . . ?
O002 C008 C00D 111.8(2) . . ?
C00C C008 C00D 128.2(3) . . ?
C007 C009 H009 120.0 . . ?
C007 C009 C00A 119.9(3) . . ?
C00A C009 H009 120.0 . . ?
C009 C00A C00C 118.1(2) . . ?
C009 C00A C00H 114.2(3) . . ?
C009 C00A C7 144.5(6) . . ?
C00C C00A C00H 127.7(3) . . ?
C00C C00A C7 97.3(6) . . ?
C007 C00B C00G 109.4(2) . . ?
C007 C00B C00L 107.7(2) . . ?
C007 C00B C00S 110.3(3) . . ?
C00G C00B C00L 109.9(3) . . ?
C00G C00B C00S 109.2(3) . . ?
C00L C00B C00S 110.3(3) . . ?
C008 C00C C00A 119.9(3) . . ?
C008 C00C H00C 120.0 . . ?
C00A C00C H00C 120.0 . . ?
C008 C00D C00K 108.8(2) . . ?
C008 C00D C00O 109.3(3) . . ?
C008 C00D C00Q 108.0(2) . . ?
C00K C00D C00O 110.1(3) . . ?
C00K C00D C00Q 110.7(3) . . ?
C00O C00D C00Q 109.9(3) . . ?
C00J C00E C00I 123.7(5) . . ?
C00J C00E C00P 119.0(4) . . ?
C00P C00E C00I 117.3(4) . . ?
C00M C00F H00F 120.8 . . ?
C00N C00F H00F 120.8 . . ?
C00N C00F C00M 118.4(5) . . ?
C00B C00G H00A 109.5 . . ?
C00B C00G H00B 109.5 . . ?
C00B C00G H00D 109.5 . . ?
H00A C00G H00B 109.5 . . ?
H00A C00G H00D 109.5 . . ?
H00B C00G H00D 109.5 . . ?
C00A C00H H00H 119.6 . . ?
C00I C00H C00A 120.9(4) . . ?
C00I C00H H00H 119.6 . . ?
C00E C00I H00I 117.3 . . ?
C00H C00I C00E 125.4(4) . . ?
C00H C00I H00I 117.3 . . ?
C00E C00J H00J 119.7 . . ?
C00N C00J C00E 120.6(4) . . ?
C00N C00J H00J 119.7 . . ?
C00D C00K H00E 109.5 . . ?
C00D C00K H00G 109.5 . . ?
C00D C00K H00K 109.5 . . ?
H00E C00K H00G 109.5 . . ?
H00E C00K H00K 109.5 . . ?
H00G C00K H00K 109.5 . . ?
C00B C00L H00L 109.5 . . ?
C00B C00L H00M 109.5 . . ?
C00B C00L H00N 109.5 . . ?
H00L C00L H00M 109.5 . . ?
H00L C00L H00N 109.5 . . ?
H00M C00L H00N 109.5 . . ?
C00F C00M Cl01 119.1(3) . . ?
C00P C00M Cl01 118.6(3) . . ?
C00P C00M C00F 122.3(5) . . ?
C00F C00N C00J 120.5(5) . . ?
C00F C00N H00O 119.7 . . ?
C00J C00N H00O 119.7 . . ?
C00D C00O H00P 109.5 . . ?
C00D C00O H00Q 109.5 . . ?
C00D C00O H00R 109.5 . . ?
H00P C00O H00Q 109.5 . . ?
H00P C00O H00R 109.5 . . ?
H00Q C00O H00R 109.5 . . ?
C00E C00P H00S 120.4 . . ?
C00M C00P C00E 119.3(4) . . ?
C00M C00P H00S 120.4 . . ?
C00D C00Q H00T 109.5 . . ?
C00D C00Q H00U 109.5 . . ?
C00D C00Q H00V 109.5 . . ?
H00T C00Q H00U 109.5 . . ?
H00T C00Q H00V 109.5 . . ?
H00U C00Q H00V 109.5 . . ?
F003 B00R F004 109.3(2) . . ?
F003 B00R F006 106.0(6) . . ?
F004 B00R F006 106.7(4) . . ?
F0 B00R F003 119.9(7) . . ?
F0 B00R F004 118.9(9) . . ?
F0 B00R F1 87.3(17) . . ?
F1 B00R F003 109.9(3) . . ?
F1 B00R F004 108.5(3) . . ?
F1 B00R F006 116.2(8) . . ?
C00B C00S H00W 109.5 . . ?
C00B C00S H00X 109.5 . . ?
C00B C00S H00Y 109.5 . . ?
H00W C00S H00X 109.5 . . ?
H00W C00S H00Y 109.5 . . ?
H00X C00S H00Y 109.5 . . ?
C2 C1 C8 117.2(12) . . ?
C6 C1 C2 119.7(10) . . ?
C6 C1 C8 123.1(12) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 C1 121.5(11) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 H3 121.1 . . ?
C4 C3 C2 117.7(13) . . ?
C4 C3 H3 121.1 . . ?
C3 C4 H4 118.9 . . ?
C3 C4 C5 122.2(12) . . ?
C5 C4 H4 118.9 . . ?
C4 C5 C6 120.3(12) . . ?
C4 C5 Cl 121.4(10) . . ?
C6 C5 Cl 118.2(11) . . ?
C1 C6 C5 118.5(11) . . ?
C1 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
C00A C7 H7 123.7 . . ?
C8 C7 C00A 112.6(11) . . ?
C8 C7 H7 123.7 . . ?
C1 C8 H8 118.1 . . ?
C7 C8 C1 123.8(12) . . ?
C7 C8 H8 118.1 . . ?

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
Cl01 C00M C00P C00E -178.8(3) . . . . ?
O002 C007 C009 C00A -3.2(4) . . . . ?
O002 C007 C00B C00G -59.3(3) . . . . ?
O002 C007 C00B C00L 60.1(3) . . . . ?
O002 C007 C00B C00S -179.4(3) . . . . ?
O002 C008 C00C C00A -1.5(4) . . . . ?
O002 C008 C00D C00K 55.8(3) . . . . ?
O002 C008 C00D C00O 176.1(3) . . . . ?
O002 C008 C00D C00Q -64.4(3) . . . . ?
C007 O002 C008 C00C 1.0(4) . . . . ?
C007 O002 C008 C00D -178.7(2) . . . . ?
C007 C009 C00A C00C 2.7(4) . . . . ?
C007 C009 C00A C00H -177.9(3) . . . . ?
C007 C009 C00A C7 -172.6(8) . . . . ?
C008 O002 C007 C009 1.3(4) . . . . ?
C008 O002 C007 C00B -177.7(2) . . . . ?
C009 C007 C00B C00G 121.8(3) . . . . ?
C009 C007 C00B C00L -118.8(3) . . . . ?
C009 C007 C00B C00S 1.7(4) . . . . ?
C009 C00A C00C C008 -0.4(4) . . . . ?
C009 C00A C00H C00I 170.0(3) . . . . ?
C009 C00A C7 C8 -6.1(15) . . . . ?
C00A C00H C00I C00E 178.8(3) . . . . ?
C00A C7 C8 C1 -177.4(9) . . . . ?
C00B C007 C009 C00A 175.6(3) . . . . ?
C00C C008 C00D C00K -124.0(3) . . . . ?
C00C C008 C00D C00O -3.7(4) . . . . ?
C00C C008 C00D C00Q 115.9(4) . . . . ?
C00C C00A C00H C00I -10.7(5) . . . . ?
C00C C00A C7 C8 178.1(8) . . . . ?
C00D C008 C00C C00A 178.3(3) . . . . ?
C00E C00J C00N C00F 0.3(7) . . . . ?
C00F C00M C00P C00E 1.6(7) . . . . ?
C00H C00A C00C C008 -179.7(3) . . . . ?
C00I C00E C00J C00N -177.5(4) . . . . ?
C00I C00E C00P C00M 176.7(3) . . . . ?
C00J C00E C00I C00H 0.9(6) . . . . ?
C00J C00E C00P C00M -2.3(6) . . . . ?
C00M C00F C00N C00J -1.0(9) . . . . ?
C00N C00F C00M Cl01 -179.5(4) . . . . ?
C00N C00F C00M C00P 0.1(9) . . . . ?
C00P C00E C00I C00H -178.0(4) . . . . ?
C00P C00E C00J C00N 1.4(6) . . . . ?
C1 C2 C3 C4 -3(2) . . . . ?
C2 C1 C6 C5 -1.0(19) . . . . ?
C2 C1 C8 C7 170.9(11) . . . . ?
C2 C3 C4 C5 1(3) . . . . ?
C3 C4 C5 C6 0(3) . . . . ?
C3 C4 C5 Cl 176.9(16) . . . . ?
C4 C5 C6 C1 0(2) . . . . ?
C6 C1 C2 C3 2.4(19) . . . . ?
C6 C1 C8 C7 -10.0(18) . . . . ?
Cl C5 C6 C1 -177.2(11) . . . . ?
C7 C00A C00C C008 176.9(5) . . . . ?
C8 C1 C2 C3 -178.5(13) . . . . ?
C8 C1 C6 C5 179.9(12) . . . . ?

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

data_345FSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2h45jc
_database_code_depnum_ccdc_archive 'CCDC 2297922'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2023-09-28 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2023-09-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H24 F3 O, B F4'
_chemical_formula_sum            'C21 H24 B F7 O'
_chemical_formula_weight         436.21
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   10.9496(11)
_cell_length_b                   18.4711(16)
_cell_length_c                   12.0927(12)
_cell_angle_alpha                90
_cell_angle_beta                 112.412(4)
_cell_angle_gamma                90
_cell_volume                     2261.0(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9938
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.177
_cell_measurement_theta_min      2.861
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.986
_exptl_absorpt_coefficient_mu    0.116
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0398
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            67898
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.602
_diffrn_reflns_theta_min         2.861
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3554
_reflns_number_total             6331
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         6331
_refine_ls_number_restraints     127
_refine_ls_R_factor_all          0.1163
_refine_ls_R_factor_gt           0.0687
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1165P)²+0.5840P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1981
_refine_ls_wR_factor_ref         0.2510
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F00N-B \\sim F00M-B
 with sigma of 0.02
 F00P-B \\sim F00O-B \\sim F00L-B \\sim F1-B \\sim F0-B \\sim F007-B
 with sigma of 0.02
 C1-C00E \\sim C00T-C00E \\sim C00V-C00E \\sim C00U-C00E \\sim C2-C00E \\sim
C00S-C00E
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F00L, F007, F00M, F00O, B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F0, F00N, F00P, F1, B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C00T, C00S, C00E, C00U
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1, C2, C00V, C00E
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F0)=Sof(F1)=Sof(F00P)=Sof(F00N)=1-FVAR(1)
 Sof(F007)=Sof(F00L)=Sof(F00M)=Sof(F00O)=FVAR(1)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=
 Sof(C00V)=Sof(H00W)=Sof(H00X)=Sof(H00Y)=1-FVAR(2)
 Sof(C00S)=Sof(H00N)=Sof(H00O)=Sof(H00P)=Sof(C00T)=Sof(H00Q)=Sof(H00R)=
 Sof(H00S)=Sof(C00U)=Sof(H00T)=Sof(H00U)=Sof(H00V)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C008(H008), C00C(H00C), C00D(H00D), C00F(H00F), C00G(H00G)
5.b Idealised Me refined as rotating group:
 C00N(H00A,H00B,H00E), C00P(H00H,H00I,H00J), C00R(H00K,H00L,H00M), C00S(H00N,
 H00O,H00P), C00T(H00Q,H00R,H00S), C00U(H00T,H00U,H00V), C1(H1A,H1B,H1C),
 C2(H2A,H2B,H2C), C00V(H00W,H00X,H00Y)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O001 O 0.81978(13) 0.60986(7) 0.61004(12) 0.0578(4) Uani 1 1 d . . . . .
F002 F 0.14016(19) 0.62786(11) 1.04036(18) 0.1199(7) Uani 1 1 d . . . . .
F003 F 0.2065(2) 0.49494(11) 0.99087(19) 0.1199(7) Uani 1 1 d . . . . .
F004 F 0.2410(2) 0.74519(9) 0.97850(19) 0.1208(7) Uani 1 1 d . . . . .
C005 C 0.78455(19) 0.67792(10) 0.62241(16) 0.0553(4) Uani 1 1 d . . . . .
C006 C 0.6638(2) 0.56110(10) 0.67717(19) 0.0617(5) Uani 1 1 d . . . . .
H006 H 0.622819 0.520941 0.694311 0.074 Uiso 1 1 calc R U . . .
F007 F 0.4730(7) 0.5690(3) 0.2349(8) 0.131(3) Uani 0.559(14) 1 d D . P A 1
C008 C 0.6872(2) 0.68984(10) 0.66476(18) 0.0599(5) Uani 1 1 d . . . . .
H008 H 0.661780 0.736971 0.672741 0.072 Uiso 1 1 calc R U . . .
C009 C 0.7598(2) 0.55178(10) 0.63413(18) 0.0590(5) Uani 1 1 d . . . . .
C00A C 0.3893(2) 0.60552(11) 0.86020(18) 0.0615(5) Uani 1 1 d . . . . .
C00B C 0.6251(2) 0.63137(10) 0.69633(18) 0.0576(5) Uani 1 1 d . . . . .
C00C C 0.4791(2) 0.59466(11) 0.79783(19) 0.0627(5) Uani 1 1 d . . . . .
H00C H 0.503932 0.547183 0.791515 0.075 Uiso 1 1 calc R U . . .
C00D C 0.3383(2) 0.54478(13) 0.8950(2) 0.0702(6) Uani 1 1 d . . . . .
H00D H 0.360406 0.498648 0.877971 0.084 Uiso 1 1 calc R U . . .
C00E C 0.8686(2) 0.73375(11) 0.59383(19) 0.0674(5) Uani 1 1 d D . . . .
C00F C 0.5290(2) 0.64557(11) 0.7491(2) 0.0640(5) Uani 1 1 d . . . . .
H00F H 0.500382 0.692991 0.749001 0.077 Uiso 1 1 calc R U . . .
C00G C 0.3563(2) 0.67432(13) 0.8884(2) 0.0721(6) Uani 1 1 d . . . . .
H00G H 0.390393 0.715664 0.866841 0.087 Uiso 1 1 calc R U . . .
C00H C 0.2551(2) 0.55342(15) 0.9546(2) 0.0786(6) Uani 1 1 d . . . . .
C00I C 0.8170(3) 0.48170(12) 0.6111(2) 0.0778(7) Uani 1 1 d . . . . .
C00J C 0.2215(2) 0.62038(16) 0.9811(2) 0.0805(7) Uani 1 1 d . . . . .
C00K C 0.2730(3) 0.67969(14) 0.9483(2) 0.0790(7) Uani 1 1 d . . . . .
F00L F 0.6226(12) 0.6420(5) 0.2190(11) 0.181(4) Uani 0.559(14) 1 d D . P A 1
F00M F 0.5762(8) 0.6426(9) 0.3881(6) 0.175(4) Uani 0.559(14) 1 d D . P A 1
C00N C 0.7423(5) 0.41749(15) 0.6323(5) 0.154(2) Uani 1 1 d . . . . .
H00A H 0.746839 0.418591 0.713147 0.231 Uiso 1 1 calc R U . . .
H00B H 0.781164 0.373405 0.619088 0.231 Uiso 1 1 calc R U . . .
H00E H 0.651590 0.419826 0.578061 0.231 Uiso 1 1 calc R U . . .
F00O F 0.4587(11) 0.6828(4) 0.2193(8) 0.193(4) Uani 0.559(14) 1 d D . P A 1
C00P C 0.8096(4) 0.48146(18) 0.4826(3) 0.1203(12) Uani 1 1 d . . . . .
H00H H 0.719048 0.485325 0.428520 0.180 Uiso 1 1 calc R U . . .
H00I H 0.846417 0.437155 0.467493 0.180 Uiso 1 1 calc R U . . .
H00J H 0.858750 0.521755 0.470873 0.180 Uiso 1 1 calc R U . . .
B B 0.5418(3) 0.62927(14) 0.2748(3) 0.0808(8) Uani 1 1 d D . . . .
C00R C 0.9617(4) 0.4780(2) 0.6960(4) 0.1294(13) Uani 1 1 d . . . . .
H00K H 1.008512 0.518686 0.681910 0.194 Uiso 1 1 calc R U . . .
H00L H 1.000265 0.433961 0.682283 0.194 Uiso 1 1 calc R U . . .
H00M H 0.967511 0.479158 0.777222 0.194 Uiso 1 1 calc R U . . .
C00S C 0.8881(12) 0.7182(6) 0.4801(7) 0.110(3) Uani 0.531(16) 1 d D . P B 1
H00N H 0.924733 0.670603 0.483980 0.165 Uiso 0.531(16) 1 calc R U P B 1
H00O H 0.947481 0.753275 0.469528 0.165 Uiso 0.531(16) 1 calc R U P B 1
H00P H 0.804621 0.720774 0.413803 0.165 Uiso 0.531(16) 1 calc R U P B 1
C00T C 0.8162(11) 0.8109(3) 0.5895(14) 0.110(3) Uani 0.531(16) 1 d D . P B 1
H00Q H 0.729322 0.814190 0.528146 0.165 Uiso 0.531(16) 1 calc R U P B 1
H00R H 0.874056 0.844153 0.572351 0.165 Uiso 0.531(16) 1 calc R U P B 1
H00S H 0.812407 0.822810 0.665437 0.165 Uiso 0.531(16) 1 calc R U P B 1
C00U C 1.0073(8) 0.7319(6) 0.6950(9) 0.107(3) Uani 0.531(16) 1 d D . P B 1
H00T H 1.000947 0.745862 0.769058 0.161 Uiso 0.531(16) 1 calc R U P B 1
H00U H 1.064581 0.764895 0.676468 0.161 Uiso 0.531(16) 1 calc R U P B 1
H00V H 1.042675 0.683768 0.702283 0.161 Uiso 0.531(16) 1 calc R U P B 1
F0 F 0.4605(10) 0.5802(5) 0.2067(8) 0.149(4) Uani 0.441(14) 1 d D . P A 2
F1 F 0.6605(10) 0.6259(9) 0.2654(14) 0.186(5) Uani 0.441(14) 1 d D . P A 2
F00P F 0.4819(18) 0.6883(4) 0.2856(19) 0.211(6) Uani 0.441(14) 1 d D . P A 2
F00N F 0.5794(11) 0.5899(8) 0.3809(9) 0.154(4) Uani 0.441(14) 1 d D . P A 2
C1 C 0.7691(11) 0.7887(7) 0.5118(15) 0.125(4) Uani 0.469(16) 1 d D . P B 2
H1A H 0.704669 0.763653 0.445618 0.187 Uiso 0.469(16) 1 calc R U P B 2
H1B H 0.815077 0.823163 0.482324 0.187 Uiso 0.469(16) 1 calc R U P B 2
H1C H 0.725651 0.813534 0.556266 0.187 Uiso 0.469(16) 1 calc R U P B 2
C2 C 0.943(2) 0.6982(7) 0.527(2) 0.167(7) Uani 0.469(16) 1 d D . P B 2
H2A H 1.009527 0.667088 0.580006 0.250 Uiso 0.469(16) 1 calc R U P B 2
H2B H 0.983061 0.734595 0.495486 0.250 Uiso 0.469(16) 1 calc R U P B 2
H2C H 0.882403 0.670102 0.462220 0.250 Uiso 0.469(16) 1 calc R U P B 2
C00V C 0.9515(18) 0.7693(10) 0.7094(8) 0.140(6) Uani 0.469(16) 1 d D . P B 2
H00W H 0.896069 0.784799 0.750140 0.210 Uiso 0.469(16) 1 calc R U P B 2
H00X H 0.995758 0.810489 0.693437 0.210 Uiso 0.469(16) 1 calc R U P B 2
H00Y H 1.015804 0.735463 0.758591 0.210 Uiso 0.469(16) 1 calc R U P B 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
O001 C005 1.340(2) . ?
O001 C009 1.347(2) . ?
F002 C00J 1.346(3) . ?
F003 C00H 1.349(3) . ?
F004 C00K 1.348(3) . ?
C005 C008 1.365(3) . ?
C005 C00E 1.508(3) . ?
C006 H006 0.9300 . ?
C006 C009 1.350(3) . ?
C006 C00B 1.412(3) . ?
F007 B 1.327(5) . ?
C008 H008 0.9300 . ?
C008 C00B 1.404(3) . ?
C009 C00I 1.509(3) . ?
C00A C00C 1.463(3) . ?
C00A C00D 1.388(3) . ?
C00A C00G 1.399(3) . ?
C00B C00F 1.448(3) . ?
C00C H00C 0.9300 . ?
C00C C00F 1.332(3) . ?
C00D H00D 0.9300 . ?
C00D C00H 1.370(3) . ?
C00E C00S 1.498(7) . ?
C00E C00T 1.530(6) . ?
C00E C00U 1.545(7) . ?
C00E C1 1.542(8) . ?
C00E C2 1.497(8) . ?
C00E C00V 1.497(8) . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00G C00K 1.367(3) . ?
C00H C00J 1.363(4) . ?
C00I C00N 1.517(4) . ?
C00I C00P 1.525(4) . ?
C00I C00R 1.527(5) . ?
C00J C00K 1.359(4) . ?
F00L B 1.322(7) . ?
F00M B 1.298(6) . ?
C00N H00A 0.9600 . ?
C00N H00B 0.9600 . ?
C00N H00E 0.9600 . ?
F00O B 1.338(7) . ?
C00P H00H 0.9600 . ?
C00P H00I 0.9600 . ?
C00P H00J 0.9600 . ?
B F0 1.316(7) . ?
B F1 1.348(9) . ?
B F00P 1.304(8) . ?
B F00N 1.393(7) . ?
C00R H00K 0.9600 . ?
C00R H00L 0.9600 . ?
C00R H00M 0.9600 . ?
C00S H00N 0.9600 . ?
C00S H00O 0.9600 . ?
C00S H00P 0.9600 . ?
C00T H00Q 0.9600 . ?
C00T H00R 0.9600 . ?
C00T H00S 0.9600 . ?
C00U H00T 0.9600 . ?
C00U H00U 0.9600 . ?
C00U H00V 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C00V H00W 0.9600 . ?
C00V H00X 0.9600 . ?
C00V H00Y 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
C005 O001 C009 122.57(14) . . ?
O001 C005 C008 119.50(16) . . ?
O001 C005 C00E 112.90(16) . . ?
C008 C005 C00E 127.46(17) . . ?
C009 C006 H006 119.8 . . ?
C009 C006 C00B 120.45(17) . . ?
C00B C006 H006 119.8 . . ?
C005 C008 H008 119.8 . . ?
C005 C008 C00B 120.40(17) . . ?
C00B C008 H008 119.8 . . ?
O001 C009 C006 119.84(16) . . ?
O001 C009 C00I 111.87(16) . . ?
C006 C009 C00I 128.25(18) . . ?
C00D C00A C00C 118.20(19) . . ?
C00D C00A C00G 119.28(19) . . ?
C00G C00A C00C 122.50(19) . . ?
C006 C00B C00F 123.56(17) . . ?
C008 C00B C006 117.14(17) . . ?
C008 C00B C00F 119.28(17) . . ?
C00A C00C H00C 116.5 . . ?
C00F C00C C00A 126.91(19) . . ?
C00F C00C H00C 116.5 . . ?
C00A C00D H00D 120.3 . . ?
C00H C00D C00A 119.4(2) . . ?
C00H C00D H00D 120.3 . . ?
C005 C00E C00T 113.0(3) . . ?
C005 C00E C00U 107.8(4) . . ?
C005 C00E C1 104.7(4) . . ?
C00S C00E C005 113.1(4) . . ?
C00S C00E C00T 109.3(5) . . ?
C00S C00E C00U 106.4(6) . . ?
C00T C00E C00U 106.9(5) . . ?
C2 C00E C005 109.1(5) . . ?
C2 C00E C1 109.6(8) . . ?
C00V C00E C005 107.0(4) . . ?
C00V C00E C1 109.9(7) . . ?
C00V C00E C2 115.9(8) . . ?
C00B C00F H00F 118.1 . . ?
C00C C00F C00B 123.83(19) . . ?
C00C C00F H00F 118.1 . . ?
C00A C00G H00G 120.6 . . ?
C00K C00G C00A 118.8(2) . . ?
C00K C00G H00G 120.6 . . ?
F003 C00H C00D 120.1(2) . . ?
F003 C00H C00J 118.4(2) . . ?
C00J C00H C00D 121.5(2) . . ?
C009 C00I C00N 110.6(2) . . ?
C009 C00I C00P 109.0(2) . . ?
C009 C00I C00R 108.2(2) . . ?
C00N C00I C00P 110.3(3) . . ?
C00N C00I C00R 109.9(3) . . ?
C00P C00I C00R 108.8(3) . . ?
F002 C00J C00H 120.7(2) . . ?
F002 C00J C00K 120.3(2) . . ?
C00K C00J C00H 118.9(2) . . ?
F004 C00K C00G 120.2(2) . . ?
F004 C00K C00J 117.7(2) . . ?
C00J C00K C00G 122.1(2) . . ?
C00I C00N H00A 109.5 . . ?
C00I C00N H00B 109.5 . . ?
C00I C00N H00E 109.5 . . ?
H00A C00N H00B 109.5 . . ?
H00A C00N H00E 109.5 . . ?
H00B C00N H00E 109.5 . . ?
C00I C00P H00H 109.5 . . ?
C00I C00P H00I 109.5 . . ?
C00I C00P H00J 109.5 . . ?
H00H C00P H00I 109.5 . . ?
H00H C00P H00J 109.5 . . ?
H00I C00P H00J 109.5 . . ?
F007 B F00O 104.7(6) . . ?
F00L B F007 111.1(5) . . ?
F00L B F00O 94.2(9) . . ?
F00M B F007 116.1(6) . . ?
F00M B F00L 121.5(7) . . ?
F00M B F00O 104.9(6) . . ?
F0 B F1 111.1(9) . . ?
F0 B F00N 96.2(7) . . ?
F1 B F00N 95.6(8) . . ?
F00P B F0 113.1(10) . . ?
F00P B F1 125.8(8) . . ?
F00P B F00N 109.1(7) . . ?
C00I C00R H00K 109.5 . . ?
C00I C00R H00L 109.5 . . ?
C00I C00R H00M 109.5 . . ?
H00K C00R H00L 109.5 . . ?
H00K C00R H00M 109.5 . . ?
H00L C00R H00M 109.5 . . ?
C00E C00S H00N 109.5 . . ?
C00E C00S H00O 109.5 . . ?
C00E C00S H00P 109.5 . . ?
H00N C00S H00O 109.5 . . ?
H00N C00S H00P 109.5 . . ?
H00O C00S H00P 109.5 . . ?
C00E C00T H00Q 109.5 . . ?
C00E C00T H00R 109.5 . . ?
C00E C00T H00S 109.5 . . ?
H00Q C00T H00R 109.5 . . ?
H00Q C00T H00S 109.5 . . ?
H00R C00T H00S 109.5 . . ?
C00E C00U H00T 109.5 . . ?
C00E C00U H00U 109.5 . . ?
C00E C00U H00V 109.5 . . ?
H00T C00U H00U 109.5 . . ?
H00T C00U H00V 109.5 . . ?
H00U C00U H00V 109.5 . . ?
C00E C1 H1A 109.5 . . ?
C00E C1 H1B 109.5 . . ?
C00E C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C00E C2 H2A 109.5 . . ?
C00E C2 H2B 109.5 . . ?
C00E C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C00E C00V H00W 109.5 . . ?
C00E C00V H00X 109.5 . . ?
C00E C00V H00Y 109.5 . . ?
H00W C00V H00X 109.5 . . ?
H00W C00V H00Y 109.5 . . ?
H00X C00V H00Y 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O001 C005 C008 C00B 0.6(3) . . . . ?
O001 C005 C00E C00S 46.5(6) . . . . ?
O001 C005 C00E C00T 171.4(6) . . . . ?
O001 C005 C00E C00U -70.8(6) . . . . ?
O001 C005 C00E C1 133.2(8) . . . . ?
O001 C005 C00E C2 15.9(11) . . . . ?
O001 C005 C00E C00V -110.2(10) . . . . ?
O001 C009 C00I C00N -176.8(3) . . . . ?
O001 C009 C00I C00P -55.4(3) . . . . ?
O001 C009 C00I C00R 62.8(3) . . . . ?
F002 C00J C00K F004 0.8(4) . . . . ?
F002 C00J C00K C00G 179.8(2) . . . . ?
F003 C00H C00J F002 -1.0(4) . . . . ?
F003 C00H C00J C00K 178.0(2) . . . . ?
C005 O001 C009 C006 -2.8(3) . . . . ?
C005 O001 C009 C00I 179.17(18) . . . . ?
C005 C008 C00B C006 -2.8(3) . . . . ?
C005 C008 C00B C00F 175.55(19) . . . . ?
C006 C009 C00I C00N 5.4(4) . . . . ?
C006 C009 C00I C00P 126.8(3) . . . . ?
C006 C009 C00I C00R -115.0(3) . . . . ?
C006 C00B C00F C00C 8.3(3) . . . . ?
C008 C005 C00E C00S -137.9(6) . . . . ?
C008 C005 C00E C00T -13.0(7) . . . . ?
C008 C005 C00E C00U 104.8(6) . . . . ?
C008 C005 C00E C1 -51.2(8) . . . . ?
C008 C005 C00E C2 -168.5(11) . . . . ?
C008 C005 C00E C00V 65.4(10) . . . . ?
C008 C00B C00F C00C -169.9(2) . . . . ?
C009 O001 C005 C008 2.2(3) . . . . ?
C009 O001 C005 C00E 178.22(17) . . . . ?
C009 C006 C00B C008 2.2(3) . . . . ?
C009 C006 C00B C00F -176.0(2) . . . . ?
C00A C00C C00F C00B 175.3(2) . . . . ?
C00A C00D C00H F003 -178.9(2) . . . . ?
C00A C00D C00H C00J -0.3(4) . . . . ?
C00A C00G C00K F004 178.9(2) . . . . ?
C00A C00G C00K C00J 0.0(4) . . . . ?
C00B C006 C009 O001 0.5(3) . . . . ?
C00B C006 C009 C00I 178.1(2) . . . . ?
C00C C00A C00D C00H 179.3(2) . . . . ?
C00C C00A C00G C00K -179.1(2) . . . . ?
C00D C00A C00C C00F 174.0(2) . . . . ?
C00D C00A C00G C00K -0.9(3) . . . . ?
C00D C00H C00J F002 -179.6(2) . . . . ?
C00D C00H C00J C00K -0.6(4) . . . . ?
C00E C005 C008 C00B -174.70(19) . . . . ?
C00G C00A C00C C00F -7.7(4) . . . . ?
C00G C00A C00D C00H 1.0(3) . . . . ?
C00H C00J C00K F004 -178.2(2) . . . . ?
C00H C00J C00K C00G 0.7(4) . . . . ?

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

data_35ClSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2j17sm
_database_code_depnum_ccdc_archive 'CCDC 2324900'
loop_
_audit_author_name
_audit_author_address
'Jiang Bin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2025-01-07 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2024-01-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H25 Cl2 O, B F4'
_chemical_formula_sum            'C21 H25 B Cl2 F4 O'
_chemical_formula_weight         451.12
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   15.0310(9)
_cell_length_b                   9.8440(5)
_cell_length_c                   16.3516(10)
_cell_angle_alpha                90
_cell_angle_beta                 113.798(2)
_cell_angle_gamma                90
_cell_volume                     2213.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9482
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.561
_cell_measurement_theta_min      2.545
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.336
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic light colourless'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            56993
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.620
_diffrn_reflns_theta_min         2.477
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5079
_reflns_number_total             6226
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         6226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.056
_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)+(0.0347P)²+1.5748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0846
_refine_ls_wR_factor_ref         0.0960
_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:
 C009(H009), C00B(H00B), C00F(H00F), C00G(H00G), C00H(H00H), C00J(H00J),
 C00Q(H00R)
2.b Idealised Me refined as rotating group:
 C00K(H00A,H00C,H00D), C00L(H00E,H00I,H00K), C00M(H00L,H00M,H00N), C00O(H00O,
 H00P,H00Q), C00R(H00S,H00T,H00U), C00S(H00V,H00W,H00X)
;
_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
Cl01 Cl 0.03513(3) 0.85027(4) 0.39097(3) 0.03249(10) Uani 1 1 d . . . . .
Cl02 Cl 0.02921(3) 0.30574(4) 0.41779(3) 0.03210(10) Uani 1 1 d . . . . .
F003 F 0.50112(6) 0.73884(9) 0.41945(6) 0.02615(18) Uani 1 1 d . . . . .
F004 F 0.58820(7) 0.72846(9) 0.33361(6) 0.0298(2) Uani 1 1 d . . . . .
F005 F 0.66119(6) 0.79581(10) 0.47834(6) 0.0315(2) Uani 1 1 d . . . . .
O006 O 0.71150(6) 0.68948(9) 0.72496(6) 0.01529(17) Uani 1 1 d . . . . .
F007 F 0.55096(7) 0.93432(9) 0.37606(7) 0.0362(2) Uani 1 1 d . . . . .
C008 C 0.66719(9) 0.79986(12) 0.67741(8) 0.0146(2) Uani 1 1 d . . . . .
C009 C 0.57004(9) 0.79486(12) 0.62415(8) 0.0156(2) Uani 1 1 d . . . . .
H009 H 0.538153 0.872532 0.590654 0.019 Uiso 1 1 calc R U . . .
C00A C 0.73609(9) 0.91839(12) 0.69498(8) 0.0161(2) Uani 1 1 d . . . . .
C00B C 0.56693(9) 0.56227(12) 0.66994(8) 0.0164(2) Uani 1 1 d . . . . .
H00B H 0.533211 0.479730 0.667515 0.020 Uiso 1 1 calc R U . . .
C00C C 0.51734(9) 0.67524(13) 0.61887(8) 0.0154(2) Uani 1 1 d . . . . .
C00D C 0.66392(9) 0.57252(12) 0.72297(8) 0.0154(2) Uani 1 1 d . . . . .
C00E C 0.24681(9) 0.57649(13) 0.50216(8) 0.0170(2) Uani 1 1 d . . . . .
C00F C 0.19476(9) 0.45404(14) 0.48440(9) 0.0196(2) Uani 1 1 d . . . . .
H00F H 0.227670 0.370031 0.503771 0.024 Uiso 1 1 calc R U . . .
C00G C 0.19692(9) 0.69961(14) 0.47334(8) 0.0184(2) Uani 1 1 d . . . . .
H00G H 0.231372 0.783249 0.485752 0.022 Uiso 1 1 calc R U . . .
C00H C 0.35285(9) 0.57155(13) 0.55295(8) 0.0172(2) Uani 1 1 d . . . . .
H00H H 0.380465 0.487926 0.580558 0.021 Uiso 1 1 calc R U . . .
C00I C 0.73119(9) 0.46524(13) 0.78183(8) 0.0174(2) Uani 1 1 d . . . . .
C00J C 0.41343(9) 0.67635(13) 0.56317(8) 0.0177(2) Uani 1 1 d . . . . .
H00J H 0.386454 0.757656 0.531603 0.021 Uiso 1 1 calc R U . . .
C00K C 0.82785(9) 0.87277(14) 0.68292(9) 0.0207(3) Uani 1 1 d . . . . .
H00A H 0.858339 0.797126 0.723568 0.031 Uiso 1 1 calc R U . . .
H00C H 0.873679 0.948786 0.696456 0.031 Uiso 1 1 calc R U . . .
H00D H 0.810041 0.843313 0.621064 0.031 Uiso 1 1 calc R U . . .
C00L C 0.68754(10) 1.03592(13) 0.63109(9) 0.0217(3) Uani 1 1 d . . . . .
H00E H 0.668821 1.005654 0.569266 0.033 Uiso 1 1 calc R U . . .
H00I H 0.733243 1.111954 0.643632 0.033 Uiso 1 1 calc R U . . .
H00K H 0.629518 1.065338 0.639509 0.033 Uiso 1 1 calc R U . . .
C00M C 0.78880(10) 0.52365(14) 0.87597(9) 0.0217(3) Uani 1 1 d . . . . .
H00L H 0.824497 0.604649 0.871531 0.033 Uiso 1 1 calc R U . . .
H00M H 0.834844 0.455291 0.913022 0.033 Uiso 1 1 calc R U . . .
H00N H 0.743706 0.548155 0.903243 0.033 Uiso 1 1 calc R U . . .
C00N C 0.09687(10) 0.69787(14) 0.42658(9) 0.0216(3) Uani 1 1 d . . . . .
C00O C 0.76205(10) 0.96406(14) 0.79211(9) 0.0223(3) Uani 1 1 d . . . . .
H00O H 0.702694 0.991256 0.798932 0.033 Uiso 1 1 calc R U . . .
H00P H 0.806962 1.041237 0.806265 0.033 Uiso 1 1 calc R U . . .
H00Q H 0.792993 0.888723 0.832866 0.033 Uiso 1 1 calc R U . . .
C00P C 0.09433(10) 0.45736(15) 0.43806(9) 0.0215(3) Uani 1 1 d . . . . .
C00Q C 0.04382(10) 0.57760(15) 0.40841(9) 0.0235(3) Uani 1 1 d . . . . .
H00R H -0.024855 0.577973 0.376686 0.028 Uiso 1 1 calc R U . . .
C00R C 0.67269(11) 0.34173(13) 0.78837(9) 0.0238(3) Uani 1 1 d . . . . .
H00S H 0.625625 0.369811 0.812620 0.036 Uiso 1 1 calc R U . . .
H00T H 0.716871 0.273747 0.827912 0.036 Uiso 1 1 calc R U . . .
H00U H 0.638078 0.302481 0.728775 0.036 Uiso 1 1 calc R U . . .
C00S C 0.80229(12) 0.42405(16) 0.73975(10) 0.0286(3) Uani 1 1 d . . . . .
H00V H 0.765687 0.386841 0.679888 0.043 Uiso 1 1 calc R U . . .
H00W H 0.847427 0.355111 0.777194 0.043 Uiso 1 1 calc R U . . .
H00X H 0.838999 0.503993 0.735407 0.043 Uiso 1 1 calc R U . . .
B00T B 0.57488(11) 0.80033(15) 0.40134(10) 0.0203(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 C00N 1.7364(14) . ?
Cl02 C00P 1.7417(14) . ?
F003 B00T 1.3958(17) . ?
F004 B00T 1.3951(17) . ?
F005 B00T 1.3972(18) . ?
O006 C008 1.3457(14) . ?
O006 C00D 1.3488(15) . ?
F007 B00T 1.3855(17) . ?
C008 C009 1.3663(17) . ?
C008 C00A 1.5088(17) . ?
C009 H009 0.9500 . ?
C009 C00C 1.4022(17) . ?
C00A C00K 1.5370(18) . ?
C00A C00L 1.5320(18) . ?
C00A C00O 1.5416(18) . ?
C00B H00B 0.9500 . ?
C00B C00C 1.4098(17) . ?
C00B C00D 1.3665(18) . ?
C00C C00J 1.4564(17) . ?
C00D C00I 1.5095(17) . ?
C00E C00F 1.4022(18) . ?
C00E C00G 1.4029(18) . ?
C00E C00H 1.4712(17) . ?
C00F H00F 0.9500 . ?
C00F C00P 1.3895(18) . ?
C00G H00G 0.9500 . ?
C00G C00N 1.3851(18) . ?
C00H H00H 0.9500 . ?
C00H C00J 1.3411(18) . ?
C00I C00M 1.5410(18) . ?
C00I C00R 1.5293(18) . ?
C00I C00S 1.5406(19) . ?
C00J H00J 0.9500 . ?
C00K H00A 0.9800 . ?
C00K H00C 0.9800 . ?
C00K H00D 0.9800 . ?
C00L H00E 0.9800 . ?
C00L H00I 0.9800 . ?
C00L H00K 0.9800 . ?
C00M H00L 0.9800 . ?
C00M H00M 0.9800 . ?
C00M H00N 0.9800 . ?
C00N C00Q 1.391(2) . ?
C00O H00O 0.9800 . ?
C00O H00P 0.9800 . ?
C00O H00Q 0.9800 . ?
C00P C00Q 1.384(2) . ?
C00Q H00R 0.9500 . ?
C00R H00S 0.9800 . ?
C00R H00T 0.9800 . ?
C00R H00U 0.9800 . ?
C00S H00V 0.9800 . ?
C00S H00W 0.9800 . ?
C00S H00X 0.9800 . ?

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
C008 O006 C00D 122.77(10) . . ?
O006 C008 C009 119.45(11) . . ?
O006 C008 C00A 111.89(10) . . ?
C009 C008 C00A 128.62(11) . . ?
C008 C009 H009 120.0 . . ?
C008 C009 C00C 120.09(11) . . ?
C00C C009 H009 120.0 . . ?
C008 C00A C00K 109.40(10) . . ?
C008 C00A C00L 110.65(10) . . ?
C008 C00A C00O 106.90(10) . . ?
C00K C00A C00O 110.49(11) . . ?
C00L C00A C00K 109.77(11) . . ?
C00L C00A C00O 109.59(11) . . ?
C00C C00B H00B 120.3 . . ?
C00D C00B H00B 120.3 . . ?
C00D C00B C00C 119.43(11) . . ?
C009 C00C C00B 118.38(11) . . ?
C009 C00C C00J 117.96(11) . . ?
C00B C00C C00J 123.62(11) . . ?
O006 C00D C00B 119.86(11) . . ?
O006 C00D C00I 111.69(10) . . ?
C00B C00D C00I 128.43(11) . . ?
C00F C00E C00G 119.68(12) . . ?
C00F C00E C00H 118.39(12) . . ?
C00G C00E C00H 121.92(12) . . ?
C00E C00F H00F 120.5 . . ?
C00P C00F C00E 119.04(13) . . ?
C00P C00F H00F 120.5 . . ?
C00E C00G H00G 120.4 . . ?
C00N C00G C00E 119.27(12) . . ?
C00N C00G H00G 120.4 . . ?
C00E C00H H00H 117.6 . . ?
C00J C00H C00E 124.85(12) . . ?
C00J C00H H00H 117.6 . . ?
C00D C00I C00M 109.74(10) . . ?
C00D C00I C00R 110.17(11) . . ?
C00D C00I C00S 107.84(10) . . ?
C00R C00I C00M 109.51(11) . . ?
C00R C00I C00S 110.13(11) . . ?
C00S C00I C00M 109.44(11) . . ?
C00C C00J H00J 117.4 . . ?
C00H C00J C00C 125.10(12) . . ?
C00H C00J H00J 117.4 . . ?
C00A C00K H00A 109.5 . . ?
C00A C00K H00C 109.5 . . ?
C00A C00K H00D 109.5 . . ?
H00A C00K H00C 109.5 . . ?
H00A C00K H00D 109.5 . . ?
H00C C00K H00D 109.5 . . ?
C00A C00L H00E 109.5 . . ?
C00A C00L H00I 109.5 . . ?
C00A C00L H00K 109.5 . . ?
H00E C00L H00I 109.5 . . ?
H00E C00L H00K 109.5 . . ?
H00I C00L H00K 109.5 . . ?
C00I C00M H00L 109.5 . . ?
C00I C00M H00M 109.5 . . ?
C00I C00M H00N 109.5 . . ?
H00L C00M H00M 109.5 . . ?
H00L C00M H00N 109.5 . . ?
H00M C00M H00N 109.5 . . ?
C00G C00N Cl01 119.26(11) . . ?
C00G C00N C00Q 121.98(13) . . ?
C00Q C00N Cl01 118.76(10) . . ?
C00A C00O H00O 109.5 . . ?
C00A C00O H00P 109.5 . . ?
C00A C00O H00Q 109.5 . . ?
H00O C00O H00P 109.5 . . ?
H00O C00O H00Q 109.5 . . ?
H00P C00O H00Q 109.5 . . ?
C00F C00P Cl02 119.15(11) . . ?
C00Q C00P Cl02 118.65(10) . . ?
C00Q C00P C00F 122.20(13) . . ?
C00N C00Q H00R 121.1 . . ?
C00P C00Q C00N 117.84(12) . . ?
C00P C00Q H00R 121.1 . . ?
C00I C00R H00S 109.5 . . ?
C00I C00R H00T 109.5 . . ?
C00I C00R H00U 109.5 . . ?
H00S C00R H00T 109.5 . . ?
H00S C00R H00U 109.5 . . ?
H00T C00R H00U 109.5 . . ?
C00I C00S H00V 109.5 . . ?
C00I C00S H00W 109.5 . . ?
C00I C00S H00X 109.5 . . ?
H00V C00S H00W 109.5 . . ?
H00V C00S H00X 109.5 . . ?
H00W C00S H00X 109.5 . . ?
F003 B00T F005 108.85(12) . . ?
F004 B00T F003 109.22(12) . . ?
F004 B00T F005 108.71(12) . . ?
F007 B00T F003 110.08(12) . . ?
F007 B00T F004 110.43(12) . . ?
F007 B00T F005 109.51(12) . . ?

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
Cl01 C00N C00Q C00P -179.44(11) . . . . ?
Cl02 C00P C00Q C00N 178.90(11) . . . . ?
O006 C008 C009 C00C -0.38(18) . . . . ?
O006 C008 C00A C00K 51.39(13) . . . . ?
O006 C008 C00A C00L 172.46(10) . . . . ?
O006 C008 C00A C00O -68.27(13) . . . . ?
O006 C00D C00I C00M 51.36(14) . . . . ?
O006 C00D C00I C00R 172.00(10) . . . . ?
O006 C00D C00I C00S -67.78(13) . . . . ?
C008 O006 C00D C00B 1.05(17) . . . . ?
C008 O006 C00D C00I 179.53(10) . . . . ?
C008 C009 C00C C00B 0.39(18) . . . . ?
C008 C009 C00C C00J 178.27(11) . . . . ?
C009 C008 C00A C00K -131.06(13) . . . . ?
C009 C008 C00A C00L -9.99(18) . . . . ?
C009 C008 C00A C00O 109.28(14) . . . . ?
C009 C00C C00J C00H -178.32(12) . . . . ?
C00A C008 C009 C00C -177.77(12) . . . . ?
C00B C00C C00J C00H -0.6(2) . . . . ?
C00B C00D C00I C00M -130.33(14) . . . . ?
C00B C00D C00I C00R -9.68(18) . . . . ?
C00B C00D C00I C00S 110.53(15) . . . . ?
C00C C00B C00D O006 -0.99(18) . . . . ?
C00C C00B C00D C00I -179.19(12) . . . . ?
C00D O006 C008 C009 -0.35(17) . . . . ?
C00D O006 C008 C00A 177.46(10) . . . . ?
C00D C00B C00C C009 0.29(18) . . . . ?
C00D C00B C00C C00J -177.46(12) . . . . ?
C00E C00F C00P Cl02 -178.77(10) . . . . ?
C00E C00F C00P C00Q 0.3(2) . . . . ?
C00E C00G C00N Cl01 179.96(10) . . . . ?
C00E C00G C00N C00Q 1.0(2) . . . . ?
C00E C00H C00J C00C 175.05(12) . . . . ?
C00F C00E C00G C00N -0.90(19) . . . . ?
C00F C00E C00H C00J 169.33(13) . . . . ?
C00F C00P C00Q C00N -0.2(2) . . . . ?
C00G C00E C00F C00P 0.25(19) . . . . ?
C00G C00E C00H C00J -12.2(2) . . . . ?
C00G C00N C00Q C00P -0.5(2) . . . . ?
C00H C00E C00F C00P 178.72(12) . . . . ?
C00H C00E C00G C00N -179.30(12) . . . . ?

_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4ClSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2lmsgh
_database_code_depnum_ccdc_archive 'CCDC 2402297'
loop_
_audit_author_name
_audit_author_address
'Jiang Bin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2024-11-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H26 Cl O, B F4, 0.7[CH3COOH]'
_chemical_formula_sum            'C22.40 H28.80 B Cl F4 O2.40'
_chemical_formula_weight         458.71
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   31.7392(18)
_cell_length_b                   7.4931(4)
_cell_length_c                   24.0683(13)
_cell_angle_alpha                90
_cell_angle_beta                 126.419(2)
_cell_angle_gamma                90
_cell_volume                     4606.1(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9439
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      29.299
_cell_measurement_theta_min      2.575
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.216
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1923
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0901
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            48097
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_min         2.575
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3224
_reflns_number_total             4784
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.531
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         4784
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0967
_refine_ls_R_factor_gt           0.0646
_refine_ls_restrained_S_all      1.049
_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)+(0.0914P)²+9.6733P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1671
_refine_ls_wR_factor_ref         0.1951
_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:
 C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C17(H17), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.89337(3) -0.26911(11) 0.46281(5) 0.0410(2) Uani 1 1 d . . . . .
O1 O 0.59961(7) 0.2292(3) 0.52860(9) 0.0267(4) Uani 1 1 d . . . . .
F6 F 0.69103(8) 0.2040(3) 0.31309(12) 0.0604(6) Uani 1 1 d . . . . .
F3 F 0.61001(7) 0.2898(3) 0.22382(9) 0.0491(5) Uani 1 1 d . . . . .
F4 F 0.62985(10) 0.2574(4) 0.33051(13) 0.0723(8) Uani 1 1 d . . . . .
F5 F 0.66591(9) 0.4849(3) 0.31075(10) 0.0550(6) Uani 1 1 d . . . . .
C1 C 0.69882(18) 0.3693(7) 0.7018(2) 0.0756(15) Uani 1 1 d . . . . .
H1A H 0.730383 0.316373 0.710281 0.113 Uiso 1 1 calc R U . . .
H1B H 0.703104 0.378696 0.745552 0.113 Uiso 1 1 calc R U . . .
H1C H 0.693279 0.488465 0.681784 0.113 Uiso 1 1 calc R U . . .
C25 C 0.65158(12) 0.2514(4) 0.65181(14) 0.0307(7) Uani 1 1 d . . . . .
C3 C 0.64859(11) 0.2190(4) 0.58752(14) 0.0295(6) Uani 1 1 d . . . . .
C4 C 0.68879(12) 0.1736(4) 0.58503(15) 0.0321(7) Uani 1 1 d . . . . .
H4 H 0.723386 0.167416 0.626486 0.039 Uiso 1 1 calc R U . . .
C5 C 0.67960(12) 0.1356(4) 0.52166(16) 0.0332(7) Uani 1 1 d . . . . .
C6 C 0.72327(13) 0.0720(4) 0.52311(17) 0.0391(7) Uani 1 1 d . . . . .
H6 H 0.757077 0.074757 0.566013 0.047 Uiso 1 1 calc R U . . .
C7 C 0.71925(13) 0.0101(4) 0.46847(17) 0.0394(8) Uani 1 1 d . . . . .
H7 H 0.685522 0.010521 0.425419 0.047 Uiso 1 1 calc R U . . .
C8 C 0.76331(13) -0.0595(4) 0.46964(17) 0.0374(7) Uani 1 1 d . . . . .
C9 C 0.75305(13) -0.1244(4) 0.40914(17) 0.0390(7) Uani 1 1 d . . . . .
H9 H 0.718151 -0.122889 0.368174 0.047 Uiso 1 1 calc R U . . .
C10 C 0.79266(13) -0.1919(4) 0.40697(17) 0.0381(7) Uani 1 1 d . . . . .
H10 H 0.785057 -0.236541 0.364966 0.046 Uiso 1 1 calc R U . . .
C11 C 0.84349(13) -0.1936(4) 0.46674(17) 0.0336(7) Uani 1 1 d . . . . .
C12 C 0.58854(11) 0.2003(4) 0.46546(14) 0.0288(6) Uani 1 1 d . . . . .
C13 C 0.53112(11) 0.2252(4) 0.40818(14) 0.0307(6) Uani 1 1 d . . . . .
C14 C 0.50109(13) 0.0707(5) 0.41235(17) 0.0464(9) Uani 1 1 d . . . . .
H14A H 0.513044 -0.043096 0.406124 0.070 Uiso 1 1 calc R U . . .
H14B H 0.463505 0.084693 0.375990 0.070 Uiso 1 1 calc R U . . .
H14C H 0.507620 0.072049 0.457582 0.070 Uiso 1 1 calc R U . . .
C15 C 0.51228(13) 0.4053(5) 0.41684(17) 0.0453(8) Uani 1 1 d . . . . .
H15A H 0.518493 0.408705 0.461872 0.068 Uiso 1 1 calc R U . . .
H15B H 0.474760 0.419267 0.380130 0.068 Uiso 1 1 calc R U . . .
H15C H 0.531590 0.502551 0.414037 0.068 Uiso 1 1 calc R U . . .
C16 C 0.52144(13) 0.2203(5) 0.33792(15) 0.0400(8) Uani 1 1 d . . . . .
H16A H 0.541752 0.314938 0.335801 0.060 Uiso 1 1 calc R U . . .
H16B H 0.484098 0.238555 0.301272 0.060 Uiso 1 1 calc R U . . .
H16C H 0.532282 0.104078 0.331657 0.060 Uiso 1 1 calc R U . . .
C17 C 0.62801(12) 0.1538(4) 0.46115(15) 0.0312(6) Uani 1 1 d . . . . .
H17 H 0.620771 0.133600 0.417275 0.037 Uiso 1 1 calc R U . . .
C18 C 0.60216(15) 0.3422(5) 0.63472(18) 0.0528(10) Uani 1 1 d . . . . .
H18A H 0.605814 0.365108 0.677482 0.079 Uiso 1 1 calc R U . . .
H18B H 0.571913 0.264358 0.604647 0.079 Uiso 1 1 calc R U . . .
H18C H 0.596986 0.455422 0.611050 0.079 Uiso 1 1 calc R U . . .
C19 C 0.65748(16) 0.0708(5) 0.68525(19) 0.0506(9) Uani 1 1 d . . . . .
H19A H 0.689082 0.011034 0.696307 0.076 Uiso 1 1 calc R U . . .
H19B H 0.626792 -0.003323 0.653181 0.076 Uiso 1 1 calc R U . . .
H19C H 0.660359 0.088876 0.727714 0.076 Uiso 1 1 calc R U . . .
C20 C 0.81487(13) -0.0668(4) 0.52998(17) 0.0372(7) Uani 1 1 d . . . . .
H20 H 0.822338 -0.025305 0.572270 0.045 Uiso 1 1 calc R U . . .
C21 C 0.85548(13) -0.1342(4) 0.52887(17) 0.0369(7) Uani 1 1 d . . . . .
H21 H 0.890360 -0.139001 0.569799 0.044 Uiso 1 1 calc R U . . .
B22 B 0.64872(14) 0.3064(5) 0.29388(18) 0.0333(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C11 1.736(3) . ?
O1 C3 1.348(3) . ?
O1 C12 1.359(3) . ?
F6 B22 1.367(4) . ?
F3 B22 1.382(4) . ?
F4 B22 1.378(4) . ?
F5 B22 1.410(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C25 1.528(5) . ?
C25 C3 1.512(4) . ?
C25 C18 1.525(5) . ?
C25 C19 1.528(5) . ?
C3 C4 1.356(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.402(4) . ?
C5 C6 1.446(4) . ?
C5 C17 1.411(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.327(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.477(5) . ?
C8 C9 1.378(5) . ?
C8 C20 1.403(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.384(5) . ?
C11 C21 1.379(4) . ?
C12 C13 1.508(4) . ?
C12 C17 1.362(4) . ?
C13 C14 1.541(4) . ?
C13 C15 1.539(5) . ?
C13 C16 1.529(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20 0.9500 . ?
C20 C21 1.399(5) . ?
C21 H21 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
C3 O1 C12 122.6(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C25 C1 H1A 109.5 . . ?
C25 C1 H1B 109.5 . . ?
C25 C1 H1C 109.5 . . ?
C1 C25 C19 109.9(3) . . ?
C3 C25 C1 109.6(3) . . ?
C3 C25 C18 111.5(2) . . ?
C3 C25 C19 108.1(3) . . ?
C18 C25 C1 109.0(3) . . ?
C18 C25 C19 108.8(3) . . ?
O1 C3 C25 113.6(2) . . ?
O1 C3 C4 119.7(3) . . ?
C4 C3 C25 126.6(3) . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.4(3) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 C6 117.6(3) . . ?
C4 C5 C17 117.9(3) . . ?
C17 C5 C6 124.4(3) . . ?
C5 C6 H6 117.8 . . ?
C7 C6 C5 124.3(3) . . ?
C7 C6 H6 117.8 . . ?
C6 C7 H7 117.6 . . ?
C6 C7 C8 124.9(3) . . ?
C8 C7 H7 117.6 . . ?
C9 C8 C7 118.5(3) . . ?
C9 C8 C20 118.6(3) . . ?
C20 C8 C7 122.9(3) . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.2(3) . . ?
C10 C9 H9 119.4 . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.2(3) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 Cl1 119.0(2) . . ?
C21 C11 Cl1 119.4(3) . . ?
C21 C11 C10 121.7(3) . . ?
O1 C12 C13 111.9(2) . . ?
O1 C12 C17 119.2(3) . . ?
C17 C12 C13 129.0(3) . . ?
C12 C13 C14 107.8(3) . . ?
C12 C13 C15 109.9(2) . . ?
C12 C13 C16 110.4(2) . . ?
C15 C13 C14 110.2(3) . . ?
C16 C13 C14 109.1(3) . . ?
C16 C13 C15 109.4(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C5 C17 H17 119.9 . . ?
C12 C17 C5 120.2(3) . . ?
C12 C17 H17 119.9 . . ?
C25 C18 H18A 109.5 . . ?
C25 C18 H18B 109.5 . . ?
C25 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C25 C19 H19A 109.5 . . ?
C25 C19 H19B 109.5 . . ?
C25 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 H20 119.5 . . ?
C21 C20 C8 121.1(3) . . ?
C21 C20 H20 119.5 . . ?
C11 C21 C20 118.2(3) . . ?
C11 C21 H21 120.9 . . ?
C20 C21 H21 120.9 . . ?
F6 B22 F3 110.2(3) . . ?
F6 B22 F4 110.3(3) . . ?
F6 B22 F5 107.5(3) . . ?
F3 B22 F5 110.4(3) . . ?
F4 B22 F3 110.3(3) . . ?
F4 B22 F5 108.0(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C11 C21 C20 177.3(2) . . . . ?
O1 C3 C4 C5 -0.6(4) . . . . ?
O1 C12 C13 C14 -69.6(3) . . . . ?
O1 C12 C13 C15 50.5(3) . . . . ?
O1 C12 C13 C16 171.3(2) . . . . ?
O1 C12 C17 C5 0.2(4) . . . . ?
C1 C25 C3 O1 -138.0(3) . . . . ?
C1 C25 C3 C4 45.7(5) . . . . ?
C25 C3 C4 C5 175.6(3) . . . . ?
C3 O1 C12 C13 -178.3(2) . . . . ?
C3 O1 C12 C17 2.1(4) . . . . ?
C3 C4 C5 C6 -174.4(3) . . . . ?
C3 C4 C5 C17 2.7(4) . . . . ?
C4 C5 C6 C7 171.3(3) . . . . ?
C4 C5 C17 C12 -2.5(4) . . . . ?
C5 C6 C7 C8 -178.4(3) . . . . ?
C6 C5 C17 C12 174.4(3) . . . . ?
C6 C7 C8 C9 178.1(3) . . . . ?
C6 C7 C8 C20 -0.1(5) . . . . ?
C7 C8 C9 C10 -179.8(3) . . . . ?
C7 C8 C20 C21 179.8(3) . . . . ?
C8 C9 C10 C11 -0.1(5) . . . . ?
C8 C20 C21 C11 0.0(5) . . . . ?
C9 C8 C20 C21 1.6(5) . . . . ?
C9 C10 C11 Cl1 -177.2(2) . . . . ?
C9 C10 C11 C21 1.8(5) . . . . ?
C10 C11 C21 C20 -1.7(5) . . . . ?
C12 O1 C3 C25 -178.5(2) . . . . ?
C12 O1 C3 C4 -1.9(4) . . . . ?
C13 C12 C17 C5 -179.4(3) . . . . ?
C17 C5 C6 C7 -5.5(5) . . . . ?
C17 C12 C13 C14 110.0(4) . . . . ?
C17 C12 C13 C15 -129.9(3) . . . . ?
C17 C12 C13 C16 -9.2(4) . . . . ?
C18 C25 C3 O1 -17.3(4) . . . . ?
C18 C25 C3 C4 166.4(3) . . . . ?
C19 C25 C3 O1 102.2(3) . . . . ?
C19 C25 C3 C4 -74.1(4) . . . . ?
C20 C8 C9 C10 -1.5(5) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 184 electrons were 
found in a volume of 668Å³ in 1 void per unit cell. 
This is consistent with the presence of 
0.7[CH3COOH] per formula unit 
which account for 179 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.264 0.250 166.8 46.3 '1.4 CH3COOH'
2 0.000 -0.264 0.750 166.8 46.3 '1.4 CH3COOH'
3 0.500 0.236 0.750 166.8 46.3 '1.4 CH3COOH'
4 0.500 0.764 0.250 166.8 46.3 '1.4 CH3COOH'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2FSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2gww4d
_database_code_depnum_ccdc_archive 'CCDC 2290904'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2023-09-07 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2023-09-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        123
_chemical_formula_moiety         'B F3.985, C21 H26 F O'
_chemical_formula_sum            'C21 H26 B F5 O'
_chemical_formula_weight         400.23
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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/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                   10.0804(6)
_cell_length_b                   13.3301(6)
_cell_length_c                   15.6017(9)
_cell_angle_alpha                90
_cell_angle_beta                 101.264(2)
_cell_angle_gamma                90
_cell_volume                     2056.06(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9862
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      29.54
_cell_measurement_theta_min      2.66
_shelx_estimated_absorpt_T_max   0.989
_shelx_estimated_absorpt_T_min   0.979
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_preparation       123
_exptl_crystal_recrystallization_method 123
_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  0.0480
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            111177
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.595
_diffrn_reflns_theta_min         2.565
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4630
_reflns_number_total             5770
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.491
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         5770
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0507
_refine_ls_restrained_S_all      1.020
_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)+(0.0524P)²+1.7798P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1229
_refine_ls_wR_factor_ref         0.1353
_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. Others
 Sof(F3)=Sof(F4)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), C19(H19)
3.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,
 H18C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
F1 F 1.02984(10) 0.64884(7) 0.85331(7) 0.0327(2) Uani 1 1 d . . . . .
F2 F 0.82287(11) 0.68523(8) 0.77499(7) 0.0363(2) Uani 1 1 d . . . . .
F3 F 0.97794(13) 0.80894(8) 0.81101(9) 0.0462(4) Uani 0.993(3) 1 d . . P A 1
F4 F 0.88206(12) 0.73832(10) 0.91587(7) 0.0429(4) Uani 0.993(3) 1 d . . P A 1
F5 F 0.91547(12) 0.57941(7) 0.38499(7) 0.0373(3) Uani 1 1 d . . . . .
O6 O 0.52177(10) 0.71481(7) 0.71176(6) 0.0184(2) Uani 1 1 d . . . . .
C1 C 0.5721(2) 0.6164(2) 0.88680(12) 0.0518(6) Uani 1 1 d . . . . .
H1A H 0.646414 0.569797 0.884158 0.078 Uiso 1 1 calc R U . . .
H1B H 0.540408 0.606413 0.941707 0.078 Uiso 1 1 calc R U . . .
H1C H 0.603982 0.685499 0.883906 0.078 Uiso 1 1 calc R U . . .
C2 C 0.45584(15) 0.59668(11) 0.80978(9) 0.0205(3) Uani 1 1 d . . . . .
C3 C 0.50924(14) 0.61627(10) 0.72757(9) 0.0180(3) Uani 1 1 d . . . . .
C4 C 0.55022(14) 0.54703(10) 0.67320(9) 0.0186(3) Uani 1 1 d . . . . .
H4 H 0.538730 0.477471 0.682836 0.022 Uiso 1 1 calc R U . . .
C5 C 0.60927(14) 0.57866(10) 0.60311(9) 0.0183(3) Uani 1 1 d . . . . .
C6 C 0.66442(15) 0.50291(10) 0.55296(9) 0.0200(3) Uani 1 1 d . . . . .
H6 H 0.644944 0.434566 0.562583 0.024 Uiso 1 1 calc R U . . .
C7 C 0.74147(15) 0.52351(11) 0.49366(9) 0.0219(3) Uani 1 1 d . . . . .
H7 H 0.751657 0.591974 0.479310 0.026 Uiso 1 1 calc R U . . .
C8 C 0.81044(15) 0.44893(11) 0.44978(9) 0.0212(3) Uani 1 1 d . . . . .
C9 C 0.90059(16) 0.47940(11) 0.39698(10) 0.0242(3) Uani 1 1 d . . . . .
C10 C 0.97565(17) 0.41428(12) 0.35723(10) 0.0274(3) Uani 1 1 d . . . . .
H10 H 1.036126 0.438767 0.322419 0.033 Uiso 1 1 calc R U . . .
C11 C 0.96097(17) 0.31225(12) 0.36915(11) 0.0278(3) Uani 1 1 d . . . . .
H11 H 1.012233 0.265751 0.342838 0.033 Uiso 1 1 calc R U . . .
C12 C 0.79684(17) 0.34489(11) 0.45961(10) 0.0265(3) Uani 1 1 d . . . . .
H12 H 0.735997 0.320150 0.494060 0.032 Uiso 1 1 calc R U . . .
C13 C 0.87063(18) 0.27790(12) 0.41994(11) 0.0296(3) Uani 1 1 d . . . . .
H13 H 0.859717 0.207845 0.427329 0.036 Uiso 1 1 calc R U . . .
C14 C 0.57276(14) 0.74906(10) 0.64344(9) 0.0180(3) Uani 1 1 d . . . . .
C15 C 0.57257(15) 0.86220(10) 0.63988(9) 0.0200(3) Uani 1 1 d . . . . .
C16 C 0.64043(18) 0.89927(11) 0.56636(10) 0.0285(3) Uani 1 1 d . . . . .
H16A H 0.734700 0.876566 0.577085 0.043 Uiso 1 1 calc R U . . .
H16B H 0.637801 0.972733 0.564386 0.043 Uiso 1 1 calc R U . . .
H16C H 0.592330 0.872272 0.510442 0.043 Uiso 1 1 calc R U . . .
C17 C 0.64997(16) 0.90293(11) 0.72816(10) 0.0245(3) Uani 1 1 d . . . . .
H17A H 0.604720 0.880913 0.775076 0.037 Uiso 1 1 calc R U . . .
H17B H 0.651463 0.976401 0.726312 0.037 Uiso 1 1 calc R U . . .
H17C H 0.742896 0.877344 0.739167 0.037 Uiso 1 1 calc R U . . .
C18 C 0.42461(16) 0.89784(11) 0.62361(12) 0.0308(4) Uani 1 1 d . . . . .
H18A H 0.376410 0.871765 0.567365 0.046 Uiso 1 1 calc R U . . .
H18B H 0.422013 0.971331 0.622616 0.046 Uiso 1 1 calc R U . . .
H18C H 0.381154 0.873133 0.670488 0.046 Uiso 1 1 calc R U . . .
C19 C 0.61583(14) 0.68281(10) 0.58794(9) 0.0194(3) Uani 1 1 d . . . . .
H19 H 0.650141 0.706758 0.539202 0.023 Uiso 1 1 calc R U . . .
C20 C 0.4083(3) 0.48834(14) 0.81195(14) 0.0487(6) Uani 1 1 d . . . . .
H20A H 0.484191 0.442991 0.810005 0.073 Uiso 1 1 calc R U . . .
H20B H 0.335757 0.475712 0.761387 0.073 Uiso 1 1 calc R U . . .
H20C H 0.374465 0.476664 0.865867 0.073 Uiso 1 1 calc R U . . .
C21 C 0.3385(2) 0.66729(16) 0.81504(15) 0.0462(5) Uani 1 1 d . . . . .
H21A H 0.304234 0.653230 0.868419 0.069 Uiso 1 1 calc R U . . .
H21B H 0.265976 0.657051 0.763976 0.069 Uiso 1 1 calc R U . . .
H21C H 0.369978 0.736920 0.816111 0.069 Uiso 1 1 calc R U . . .
B1 B 0.92853(16) 0.72006(12) 0.83931(11) 0.0207(3) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.3800(18) . ?
F2 B1 1.3926(19) . ?
F3 B1 1.3903(19) . ?
F4 B1 1.3871(18) . ?
F5 C9 1.3586(17) . ?
O6 C3 1.3471(16) . ?
O6 C14 1.3501(16) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.528(2) . ?
C2 C3 1.5075(19) . ?
C2 C20 1.524(2) . ?
C2 C21 1.526(2) . ?
C3 C4 1.3709(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.4079(19) . ?
C5 C6 1.4529(19) . ?
C5 C19 1.4121(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.347(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.458(2) . ?
C8 C9 1.401(2) . ?
C8 C12 1.405(2) . ?
C9 C10 1.376(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(2) . ?
C11 H11 0.9500 . ?
C11 C13 1.396(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.383(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.5092(18) . ?
C14 C19 1.3657(19) . ?
C15 C16 1.528(2) . ?
C15 C17 1.543(2) . ?
C15 C18 1.538(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19 0.9500 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

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
C3 O6 C14 122.55(11) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 107.02(13) . . ?
C3 C2 C20 110.43(12) . . ?
C3 C2 C21 110.38(13) . . ?
C20 C2 C1 109.95(17) . . ?
C20 C2 C21 109.45(16) . . ?
C21 C2 C1 109.58(17) . . ?
O6 C3 C2 112.74(12) . . ?
O6 C3 C4 119.53(12) . . ?
C4 C3 C2 127.64(12) . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.22(12) . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 118.32(12) . . ?
C4 C5 C19 117.73(12) . . ?
C19 C5 C6 123.90(13) . . ?
C5 C6 H6 118.0 . . ?
C7 C6 C5 124.10(13) . . ?
C7 C6 H6 118.0 . . ?
C6 C7 H7 117.5 . . ?
C6 C7 C8 125.10(13) . . ?
C8 C7 H7 117.5 . . ?
C9 C8 C7 120.13(13) . . ?
C9 C8 C12 116.03(13) . . ?
C12 C8 C7 123.79(13) . . ?
F5 C9 C8 117.86(13) . . ?
F5 C9 C10 118.15(13) . . ?
C10 C9 C8 123.99(14) . . ?
C9 C10 H10 120.8 . . ?
C9 C10 C11 118.46(14) . . ?
C11 C10 H10 120.8 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C13 119.80(14) . . ?
C13 C11 H11 120.1 . . ?
C8 C12 H12 119.5 . . ?
C13 C12 C8 121.06(14) . . ?
C13 C12 H12 119.5 . . ?
C11 C13 H13 119.7 . . ?
C12 C13 C11 120.65(15) . . ?
C12 C13 H13 119.7 . . ?
O6 C14 C15 111.65(12) . . ?
O6 C14 C19 119.94(12) . . ?
C19 C14 C15 128.40(13) . . ?
C14 C15 C16 110.68(12) . . ?
C14 C15 C17 108.78(11) . . ?
C14 C15 C18 107.99(12) . . ?
C16 C15 C17 109.51(12) . . ?
C16 C15 C18 109.76(13) . . ?
C18 C15 C17 110.09(13) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C5 C19 H19 120.1 . . ?
C14 C19 C5 119.90(13) . . ?
C14 C19 H19 120.1 . . ?
C2 C20 H20A 109.5 . . ?
C2 C20 H20B 109.5 . . ?
C2 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C2 C21 H21A 109.5 . . ?
C2 C21 H21B 109.5 . . ?
C2 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
F1 B1 F2 108.84(13) . . ?
F1 B1 F3 109.67(13) . . ?
F1 B1 F4 110.39(13) . . ?
F3 B1 F2 109.04(13) . . ?
F4 B1 F2 109.85(13) . . ?
F4 B1 F3 109.03(14) . . ?

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
F5 C9 C10 C11 -179.98(15) . . . . ?
O6 C3 C4 C5 2.2(2) . . . . ?
O6 C14 C15 C16 175.69(12) . . . . ?
O6 C14 C15 C17 55.34(15) . . . . ?
O6 C14 C15 C18 -64.14(15) . . . . ?
O6 C14 C19 C5 -1.2(2) . . . . ?
C1 C2 C3 O6 -75.45(17) . . . . ?
C1 C2 C3 C4 101.11(19) . . . . ?
C2 C3 C4 C5 -174.17(13) . . . . ?
C3 O6 C14 C15 178.73(12) . . . . ?
C3 O6 C14 C19 -0.96(19) . . . . ?
C3 C4 C5 C6 173.46(13) . . . . ?
C3 C4 C5 C19 -4.2(2) . . . . ?
C4 C5 C6 C7 -169.32(14) . . . . ?
C4 C5 C19 C14 3.7(2) . . . . ?
C5 C6 C7 C8 172.71(14) . . . . ?
C6 C5 C19 C14 -173.82(13) . . . . ?
C6 C7 C8 C9 -172.51(15) . . . . ?
C6 C7 C8 C12 4.8(2) . . . . ?
C7 C8 C9 F5 -3.3(2) . . . . ?
C7 C8 C9 C10 176.17(15) . . . . ?
C7 C8 C12 C13 -176.46(15) . . . . ?
C8 C9 C10 C11 0.6(3) . . . . ?
C8 C12 C13 C11 0.2(3) . . . . ?
C9 C8 C12 C13 0.9(2) . . . . ?
C9 C10 C11 C13 0.6(3) . . . . ?
C10 C11 C13 C12 -0.9(3) . . . . ?
C12 C8 C9 F5 179.26(14) . . . . ?
C12 C8 C9 C10 -1.3(2) . . . . ?
C14 O6 C3 C2 177.34(12) . . . . ?
C14 O6 C3 C4 0.47(19) . . . . ?
C15 C14 C19 C5 179.17(14) . . . . ?
C19 C5 C6 C7 8.2(2) . . . . ?
C19 C14 C15 C16 -4.6(2) . . . . ?
C19 C14 C15 C17 -125.00(16) . . . . ?
C19 C14 C15 C18 115.53(17) . . . . ?
C20 C2 C3 O6 164.89(15) . . . . ?
C20 C2 C3 C4 -18.6(2) . . . . ?
C21 C2 C3 O6 43.73(18) . . . . ?
C21 C2 C3 C4 -139.71(17) . . . . ?

_olex2_exptl_crystal_mounting_method 123
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4BrSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2mcqlb
_database_code_depnum_ccdc_archive 'CCDC 2424342'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT341_4BrSPyL             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02222 Ang.
RESPONSE: It is due to the disorder around the criss-cross C-C double bonds.
;
# Added during the CSD deposition process: Monday 17 February 2025 07:20 AM
# end Validation Reply Form

_audit_creation_date             2025-02-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H26 Br O, B F4, 1[CH2Cl2]'
_chemical_formula_sum            'C22 H28 B Br Cl2 F4 O'
_chemical_formula_weight         546.06
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   30.226(3)
_cell_length_b                   8.3975(10)
_cell_length_c                   9.9918(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2536.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8908
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.640
_cell_measurement_theta_min      2.696
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.982
_exptl_absorpt_coefficient_mu    1.872
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1754
_diffrn_reflns_av_unetI/netI     0.1186
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            29028
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.021
_diffrn_reflns_theta_max         25.021
_diffrn_reflns_theta_min         2.517
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.877
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                2624
_reflns_number_total             4454
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.633
_refine_diff_density_rms         0.148
_refine_ls_abs_structure_details 
;
 Flack x determined using 757 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.496(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.294
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         4454
_refine_ls_number_restraints     188
_refine_ls_R_factor_all          0.1997
_refine_ls_R_factor_gt           0.1403
_refine_ls_restrained_S_all      1.290
_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)+25.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2660
_refine_ls_wR_factor_ref         0.2871
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C9-C00Q
 1.4 with sigma of 0.01
 C00Q-C5
 1.4 with sigma of 0.01
 C3-C00Q
 1.4 with sigma of 0.01
 C00L-C00H
 1.4 with sigma of 0.01
 C4-C00L
 1.4 with sigma of 0.01
 C00M-C00L
 1.4 with sigma of 0.01
 C00B-C00L
 1.6 with sigma of 0.01
 H3B-H5B
 2 with sigma of 0.01
 C2-C1
 1.4 with sigma of 0.01
 C6-C7
 1.4 with sigma of 0.01
 C00L-C00B
 1.6 with sigma of 0.01
 C00Q-C00C
 1.6 with sigma of 0.01
 F007-B00I \\sim F0-B00I
 with sigma of 0.02
 B00I-F00V \\sim B00I-F1
 with sigma of 0.02
3. Restrained planarity
 C00T, C00C, O002, C00B, C004, C00G
 with sigma of 0.1
4. Rigid bond restraints
 C006, C00U, C003, C11, C00T, C004, C00L, C00Q
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
Uanis(C003) \\sim Ueq, Uanis(C00O) \\sim Ueq, Uanis(C00C) \\sim Ueq,
Uanis(C00Q) \\sim Ueq, Uanis(C00B) \\sim Ueq, Uanis(C00H) \\sim Ueq,
Uanis(C00M) \\sim Ueq, Uanis(B00I) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(B00I) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C00C) \\sim Ueq, Uanis(C00G) \\sim Ueq, Uanis(C00B) \\sim Ueq,
Uanis(O002) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C008) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C9) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C3) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
Uanis(C00O) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F0) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F00N) \\sim Ueq, Uanis(F00V)
\\sim Ueq, Uanis(F007) \\sim Ueq, Uanis(F00W) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C11) \\sim Ueq, Uanis(C006) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C7) \\sim Ueq, Uanis(C6) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C6) \\sim Ueq, Uanis(C2) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C00L) \\sim Ueq, Uanis(C00Q) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O002) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C00T) = Uanis(C004)
Uanis(C00C) = Uanis(C00B)
Uanis(F00W) = Uanis(F00N)
Uanis(C00H) = Uanis(C4) = Uanis(C00M)
Uanis(C003) = Uanis(C00U)
Uanis(C11) = Uanis(C006)
Uanis(C5) = Uanis(C9) = Uanis(C3)
Uanis(C9) = Uanis(C00H)
Uanis(C5) = Uanis(C00M)
Uanis(C4) = Uanis(C3)
Uanis(F007) = Uanis(F00V) = Uanis(F00W) = Uanis(F00N)
Uanis(F00V) = Uanis(F1) = Uanis(F00N) = Uanis(F007) = Uanis(F0) = Uanis(F00W)
Uanis(C00L) = Uanis(C00Q)
Uanis(C1) = Uanis(C2)
Uanis(C7) = Uanis(C6)
Uanis(C7) = Uanis(C1)
Uanis(C6) = Uanis(C2)
6. Rigid body (RIGU) restrains
 C6, C7
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(F1)=Sof(F0)=1-FVAR(1)
 Sof(F007)=Sof(F00V)=FVAR(1)
 Fixed Sof: C6(0.25) H6(0.25) C2(0.75) H2(0.75) C7(0.25) H7(0.25) C1(0.75)
 H1(0.75)
8.a Aromatic/amide H refined with riding coordinates:
 C11(H11), C006(H006), C00U(H00U), C003(H003), C00T(H00T), C004(H004), C6(H6),
 C2(H2), C7(H7), C1(H1)
8.b Fitted hexagon refined as free rotating group:
 C11(C00O,C006,C00U,C008,C003), C00C(C00T,C00G,C004,C00B,O002)
8.c Idealised Me refined as rotating group:
 C00H(H00A,H00B,H00C), C00M(H00D,H00E,H00F), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C),
 C9(H9A,H9B,H9C), C3(H3A,H3B,H3C)
;
_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 0.45414(7) 0.4232(4) 0.5238(5) 0.0860(10) Uani 1 1 d . . . . .
F007 F 0.6905(9) 0.366(3) -0.099(2) 0.084(3) Uani 0.70(2) 1 d D U P A 1
C11 C 0.5820(4) 0.3826(17) 0.6578(10) 0.049(4) Uani 1 1 d G U . . .
H11 H 0.595268 0.371262 0.743518 0.058 Uiso 1 1 calc R U . . .
C00O C 0.6085(2) 0.3944(15) 0.5444(13) 0.037(4) Uani 1 1 d G U . . .
C006 C 0.5891(4) 0.4109(17) 0.4190(11) 0.049(4) Uani 1 1 d G U . . .
H006 H 0.607220 0.419049 0.341502 0.058 Uiso 1 1 calc R U . . .
C00U C 0.5433(4) 0.4156(17) 0.4069(12) 0.055(4) Uani 1 1 d G U . . .
H00U H 0.530125 0.426919 0.321188 0.066 Uiso 1 1 calc R U . . .
C008 C 0.5169(3) 0.4038(15) 0.5203(17) 0.039(4) Uani 1 1 d G U . . .
C003 C 0.5362(4) 0.3872(17) 0.6457(13) 0.055(4) Uani 1 1 d G U . . .
H003 H 0.518172 0.379133 0.723204 0.066 Uiso 1 1 calc R U . . .
C00C C 0.8031(3) 0.4009(15) 0.3881(7) 0.034(3) Uani 1 1 d DG U . . .
C00T C 0.7571(3) 0.4010(17) 0.3845(9) 0.048(4) Uani 1 1 d G . . . .
H00T H 0.742119 0.401424 0.300943 0.058 Uiso 1 1 calc R U . . .
C00G C 0.7331(2) 0.4005(14) 0.5031(13) 0.053(5) Uani 1 1 d G U . . .
C004 C 0.7551(3) 0.3999(17) 0.6254(9) 0.048(4) Uani 1 1 d G . . . .
H004 H 0.738660 0.399508 0.706436 0.058 Uiso 1 1 calc R U . . .
C00B C 0.8010(4) 0.3998(15) 0.6289(7) 0.034(3) Uani 1 1 d DG U . . .
O002 O 0.8251(2) 0.4003(10) 0.5103(9) 0.028(2) Uani 1 1 d G U . . .
C00H C 0.8626(10) 0.263(3) 0.731(3) 0.096(4) Uani 1 1 d D U . . .
H00A H 0.849428 0.165438 0.695856 0.144 Uiso 1 1 calc R U . . .
H00B H 0.880035 0.238635 0.811163 0.144 Uiso 1 1 calc R U . . .
H00C H 0.881932 0.310704 0.663004 0.144 Uiso 1 1 calc R U . . .
B00I B 0.6840(6) 0.402(2) 0.011(2) 0.029(4) Uani 1 1 d D U . . .
C00L C 0.8283(6) 0.374(3) 0.7650(14) 0.068(5) Uani 1 1 d D U . . .
C00M C 0.8454(11) 0.527(3) 0.793(3) 0.096(4) Uani 1 1 d D U . . .
H00D H 0.861012 0.567158 0.713793 0.144 Uiso 1 1 calc R U . . .
H00E H 0.866102 0.519951 0.868200 0.144 Uiso 1 1 calc R U . . .
H00F H 0.821139 0.598882 0.815740 0.144 Uiso 1 1 calc R U . . .
F00N F 0.6429(5) 0.4097(19) 0.0762(13) 0.084(3) Uani 1 1 d . U . . .
C00Q C 0.8433(6) 0.424(2) 0.2865(18) 0.068(5) Uani 1 1 d D U . . .
F00V F 0.7062(6) 0.274(3) 0.0783(19) 0.084(3) Uani 0.70(2) 1 d D U P A 1
F00W F 0.7089(5) 0.5413(18) -0.0270(13) 0.084(3) Uani 1 1 d . U . . .
C4 C 0.8040(10) 0.295(3) 0.866(2) 0.096(4) Uani 1 1 d D . . . .
H4A H 0.773269 0.332176 0.864988 0.144 Uiso 1 1 calc R U . . .
H4B H 0.817189 0.317733 0.953609 0.144 Uiso 1 1 calc R U . . .
H4C H 0.804650 0.179743 0.849858 0.144 Uiso 1 1 calc R U . . .
C5 C 0.8791(9) 0.518(3) 0.334(3) 0.096(4) Uani 1 1 d D U . . .
H5A H 0.867881 0.622413 0.363166 0.144 Uiso 1 1 calc R U . . .
H5B H 0.900787 0.533289 0.262502 0.144 Uiso 1 1 calc DR U . . .
H5C H 0.893203 0.464661 0.410148 0.144 Uiso 1 1 calc R U . . .
C9 C 0.8518(12) 0.262(2) 0.255(3) 0.096(4) Uani 1 1 d D U . . .
H9A H 0.862802 0.206632 0.334895 0.144 Uiso 1 1 calc R U . . .
H9B H 0.874100 0.255680 0.183947 0.144 Uiso 1 1 calc R U . . .
H9C H 0.824423 0.210901 0.224616 0.144 Uiso 1 1 calc R U . . .
C3 C 0.8267(10) 0.536(3) 0.195(3) 0.096(4) Uani 1 1 d D U . . .
H3A H 0.803281 0.486804 0.141644 0.144 Uiso 1 1 calc R U . . .
H3B H 0.850647 0.571725 0.136320 0.144 Uiso 1 1 calc DR U . . .
H3C H 0.814707 0.627181 0.244305 0.144 Uiso 1 1 calc R U . . .
F1 F 0.6911(19) 0.426(6) 0.150(3) 0.084(3) Uani 0.30(2) 1 d D U P A 2
F0 F 0.6695(17) 0.386(8) -0.096(3) 0.084(3) Uani 0.30(2) 1 d D U P A 2
C6 C 0.652(2) 0.392(9) 0.458(6) 0.027(4) Uani 0.25 1 d D U P B 2
H6 H 0.654067 0.394268 0.362783 0.033 Uiso 0.25 1 calc R U P B 2
C2 C 0.6595(8) 0.399(3) 0.5695(18) 0.027(4) Uani 0.75 1 d D U P B 1
H2 H 0.671188 0.391373 0.657494 0.033 Uiso 0.75 1 calc R U P B 1
C7 C 0.686(2) 0.384(9) 0.552(7) 0.027(4) Uani 0.25 1 d D U P B 2
H7 H 0.679692 0.369167 0.644343 0.033 Uiso 0.25 1 calc R U P B 2
C1 C 0.6869(7) 0.416(3) 0.461(2) 0.027(4) Uani 0.75 1 d D U P B 1
H1 H 0.677359 0.434008 0.371609 0.033 Uiso 0.75 1 calc R U P B 1


_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 C008 1.904(8) . ?
F007 B00I 1.15(3) . ?
C11 H11 0.9500 . ?
C11 C00O 1.3900 . ?
C11 C003 1.3900 . ?
C00O C006 1.3900 . ?
C00O C6 1.57(8) . ?
C00O C2 1.56(2) . ?
C006 H006 0.9500 . ?
C006 C00U 1.3900 . ?
C00U H00U 0.9500 . ?
C00U C008 1.3900 . ?
C008 C003 1.3900 . ?
C003 H003 0.9500 . ?
C00C C00T 1.3900 . ?
C00C O002 1.3900 . ?
C00C C00Q 1.596(12) . ?
C00T H00T 0.9500 . ?
C00T C00G 1.3900 . ?
C00G C004 1.3900 . ?
C00G C7 1.51(7) . ?
C00G C1 1.46(2) . ?
C004 H004 0.9500 . ?
C004 C00B 1.3900 . ?
C00B O002 1.3900 . ?
C00B C00L 1.604(9) . ?
C00H H00A 0.9800 . ?
C00H H00B 0.9800 . ?
C00H H00C 0.9800 . ?
C00H C00L 1.432(13) . ?
B00I F00N 1.41(2) . ?
B00I F00V 1.44(3) . ?
B00I F00W 1.44(2) . ?
B00I F1 1.42(3) . ?
B00I F0 1.16(3) . ?
C00L C00M 1.412(13) . ?
C00L C4 1.415(13) . ?
C00M H00D 0.9800 . ?
C00M H00E 0.9800 . ?
C00M H00F 0.9800 . ?
C00Q C5 1.423(13) . ?
C00Q C9 1.422(13) . ?
C00Q C3 1.401(13) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C6 H6 0.9500 . ?
C6 C7 1.403(14) . ?
C2 H2 0.9500 . ?
C2 C1 1.373(13) . ?
C7 H7 0.9500 . ?
C1 H1 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
C00O C11 H11 120.0 . . ?
C00O C11 C003 120.0 . . ?
C003 C11 H11 120.0 . . ?
C11 C00O C6 158(2) . . ?
C11 C00O C2 116.0(11) . . ?
C006 C00O C11 120.0 . . ?
C006 C00O C6 82(2) . . ?
C006 C00O C2 123.9(11) . . ?
C00O C006 H006 120.0 . . ?
C00O C006 C00U 120.0 . . ?
C00U C006 H006 120.0 . . ?
C006 C00U H00U 120.0 . . ?
C008 C00U C006 120.0 . . ?
C008 C00U H00U 120.0 . . ?
C00U C008 Br01 125.6(9) . . ?
C00U C008 C003 120.0 . . ?
C003 C008 Br01 114.3(9) . . ?
C11 C003 H003 120.0 . . ?
C008 C003 C11 120.0 . . ?
C008 C003 H003 120.0 . . ?
C00T C00C O002 120.0 . . ?
C00T C00C C00Q 138.2(10) . . ?
O002 C00C C00Q 101.3(10) . . ?
C00C C00T H00T 120.0 . . ?
C00G C00T C00C 120.0 . . ?
C00G C00T H00T 120.0 . . ?
C00T C00G C004 120.0 . . ?
C00T C00G C7 140(2) . . ?
C00T C00G C1 104.6(11) . . ?
C004 C00G C7 100(2) . . ?
C004 C00G C1 135.2(11) . . ?
C00G C004 H004 120.0 . . ?
C00B C004 C00G 120.0 . . ?
C00B C004 H004 120.0 . . ?
C004 C00B O002 120.0 . . ?
C004 C00B C00L 122.4(10) . . ?
O002 C00B C00L 117.1(10) . . ?
C00B O002 C00C 120.0 . . ?
H00A C00H H00B 109.5 . . ?
H00A C00H H00C 109.5 . . ?
H00B C00H H00C 109.5 . . ?
C00L C00H H00A 109.5 . . ?
C00L C00H H00B 109.5 . . ?
C00L C00H H00C 109.5 . . ?
F007 B00I F00N 127(2) . . ?
F007 B00I F00V 100(2) . . ?
F007 B00I F00W 82.8(19) . . ?
F00N B00I F00V 103.0(16) . . ?
F00N B00I F00W 123.3(16) . . ?
F00N B00I F1 71(3) . . ?
F00W B00I F00V 119.2(16) . . ?
F1 B00I F00W 94(3) . . ?
F0 B00I F00N 96(3) . . ?
F0 B00I F00W 93(3) . . ?
F0 B00I F1 167(4) . . ?
C00H C00L C00B 105.0(17) . . ?
C00M C00L C00B 103.4(17) . . ?
C00M C00L C00H 112(2) . . ?
C00M C00L C4 118(2) . . ?
C4 C00L C00B 113.7(17) . . ?
C4 C00L C00H 104(2) . . ?
C00L C00M H00D 109.5 . . ?
C00L C00M H00E 109.5 . . ?
C00L C00M H00F 109.5 . . ?
H00D C00M H00E 109.5 . . ?
H00D C00M H00F 109.5 . . ?
H00E C00M H00F 109.5 . . ?
C5 C00Q C00C 115.6(18) . . ?
C9 C00Q C00C 99.3(17) . . ?
C9 C00Q C5 118(2) . . ?
C3 C00Q C00C 102.8(16) . . ?
C3 C00Q C5 97(2) . . ?
C3 C00Q C9 124(2) . . ?
C00L C4 H4A 109.5 . . ?
C00L C4 H4B 109.5 . . ?
C00L C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C00Q C5 H5A 109.5 . . ?
C00Q C5 H5B 109.5 . . ?
C00Q C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C00Q C9 H9A 109.5 . . ?
C00Q C9 H9B 109.5 . . ?
C00Q C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C00Q C3 H3A 109.5 . . ?
C00Q C3 H3B 109.5 . . ?
C00Q C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C00O C6 H6 128.0 . . ?
C7 C6 C00O 104(5) . . ?
C7 C6 H6 128.0 . . ?
C00O C2 H2 120.9 . . ?
C1 C2 C00O 118.1(18) . . ?
C1 C2 H2 120.9 . . ?
C00G C7 H7 120.8 . . ?
C6 C7 C00G 118(6) . . ?
C6 C7 H7 120.8 . . ?
C00G C1 H1 125.1 . . ?
C2 C1 C00G 109.8(19) . . ?
C2 C1 H1 125.1 . . ?

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
Br01 C008 C003 C11 -175.7(9) . . . . ?
C11 C00O C006 C00U 0.0 . . . . ?
C11 C00O C6 C7 -11(11) . . . . ?
C11 C00O C2 C1 -178.2(18) . . . . ?
C00O C11 C003 C008 0.0 . . . . ?
C00O C006 C00U C008 0.0 . . . . ?
C00O C6 C7 C00G -172(5) . . . . ?
C00O C2 C1 C00G -173.9(17) . . . . ?
C006 C00O C6 C7 176(5) . . . . ?
C006 C00O C2 C1 -2(3) . . . . ?
C006 C00U C008 Br01 175.2(10) . . . . ?
C006 C00U C008 C003 0.0 . . . . ?
C00U C008 C003 C11 0.0 . . . . ?
C003 C11 C00O C006 0.0 . . . . ?
C003 C11 C00O C6 -171(8) . . . . ?
C003 C11 C00O C2 176.0(14) . . . . ?
C00C C00T C00G C004 0.0 . . . . ?
C00C C00T C00G C7 -172(4) . . . . ?
C00C C00T C00G C1 174.9(13) . . . . ?
C00T C00C O002 C00B 0.0 . . . . ?
C00T C00C C00Q C5 137.7(17) . . . . ?
C00T C00C C00Q C9 -94.7(19) . . . . ?
C00T C00C C00Q C3 34(2) . . . . ?
C00T C00G C004 C00B 0.0 . . . . ?
C00T C00G C7 C6 -12(9) . . . . ?
C00T C00G C1 C2 173.6(16) . . . . ?
C00G C004 C00B O002 0.0 . . . . ?
C00G C004 C00B C00L -171.0(14) . . . . ?
C004 C00G C7 C6 175(5) . . . . ?
C004 C00G C1 C2 -13(3) . . . . ?
C004 C00B O002 C00C 0.0 . . . . ?
C004 C00B C00L C00H 135.3(15) . . . . ?
C004 C00B C00L C00M -107.5(19) . . . . ?
C004 C00B C00L C4 22(2) . . . . ?
O002 C00C C00T C00G 0.0 . . . . ?
O002 C00C C00Q C5 -33(2) . . . . ?
O002 C00C C00Q C9 94.3(17) . . . . ?
O002 C00C C00Q C3 -137.2(17) . . . . ?
O002 C00B C00L C00H -36(2) . . . . ?
O002 C00B C00L C00M 81(2) . . . . ?
O002 C00B C00L C4 -149.0(17) . . . . ?
C00L C00B O002 C00C 171.5(14) . . . . ?
C00Q C00C C00T C00G -169.7(16) . . . . ?
C00Q C00C O002 C00B 173.0(11) . . . . ?
C6 C00O C006 C00U 177(3) . . . . ?
C2 C00O C006 C00U -175.7(16) . . . . ?
C7 C00G C004 C00B 175(3) . . . . ?
C1 C00G C004 C00B -173.0(17) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 -0.855 281.4 80.2 '2 CH2Cl2'
2 0.500 0.000 -0.463 281.4 80.2 '2 CH2Cl2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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#######################################################################

data_3FSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2h1v7n
_database_code_depnum_ccdc_archive 'CCDC 2295681'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2023-09-18 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2023-09-18
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'B F4, C21 H26 F O'
_chemical_formula_sum            'C21 H26 B F5 O'
_chemical_formula_weight         400.23
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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/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                   7.4074(4)
_cell_length_b                   16.1757(8)
_cell_length_c                   17.1380(7)
_cell_angle_alpha                90
_cell_angle_beta                 91.048(2)
_cell_angle_gamma                90
_cell_volume                     2053.13(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      29.576
_cell_measurement_theta_min      2.518
_shelx_estimated_absorpt_T_max   0.988
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.108
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             840
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0845
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            44923
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.993
_diffrn_reflns_theta_min         2.518
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2719
_reflns_number_total             4430
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4430
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.1408
_refine_ls_R_factor_gt           0.0860
_refine_ls_restrained_S_all      1.074
_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)+(0.0713P)²+3.4525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1855
_refine_ls_wR_factor_ref         0.2222
_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. Shared sites
{C2, C2A}
{C18, C18A}
3. Restrained distances
 C6A-C5A \\sim C6-C5
 with sigma of 0.02
 C7-C6 \\sim C7-C6A
 with sigma of 0.02
 C5A-C4 \\sim C5-C4
 with sigma of 0.02
 C11-C10 \\sim C11A-C10
 with sigma of 0.02
 C16-C10 \\sim C16A-C10
 with sigma of 0.02
 C15-C10 \\sim C15A-C10
 with sigma of 0.02
 C1AA-C13 \\sim C20-C13
 with sigma of 0.02
 C13-C12 \\sim C13-C0AA
 with sigma of 0.02
 C21-C13 \\sim C2AA-C13
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
C15A \\sim C15 \\sim C16A \\sim C16 \\sim C11A \\sim C11: within 2A with sigma
of 0.02 and sigma for terminal atoms of 0.04 within 2A
Uanis(C5A) = Uanis(C5)
Uanis(C6) = Uanis(C6A)
Uanis(C11A) = Uanis(C11)
Uanis(C16A) = Uanis(C15)
Uanis(C16) = Uanis(C15A)
Uanis(C0AA) = Uanis(C12)
Uanis(C1AA) = Uanis(C20)
Uanis(C2AA) = Uanis(C21)
Uanis(C2) = Uanis(C2A)
Uanis(C18) = Uanis(C18A)
Uanis(F4) = Uanis(F4A)
Uanis(C4) = Uanis(C19)
5. Others
 Sof(C0AA)=Sof(H0AA)=Sof(H0AB)=Sof(H0AC)=Sof(C1AA)=Sof(H1AA)=Sof(H1AB)=
 Sof(H1AC)=Sof(C2AA)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=Sof(C5A)=Sof(H5A)=Sof(C6A)=
 Sof(H6A)=1-FVAR(1)
 Sof(C5)=Sof(H5)=Sof(C6)=Sof(H6)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=
 Sof(C20)=Sof(H20A)=Sof(H20B)=Sof(H20C)=Sof(C21)=Sof(H21A)=Sof(H21B)=Sof(H21C)=
 FVAR(1)
 Sof(C11A)=Sof(H11D)=Sof(H11E)=Sof(H11F)=Sof(C15A)=Sof(H15D)=Sof(H15E)=
 Sof(H15F)=Sof(C16A)=Sof(H16D)=Sof(H16E)=Sof(H16F)=1-FVAR(2)
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=
 Sof(C16)=Sof(H16A)=Sof(H16B)=Sof(H16C)=FVAR(2)
 Sof(F5)=Sof(C2A)=Sof(H2A)=Sof(C18)=1-FVAR(3)
 Sof(F6)=Sof(C2)=Sof(C18A)=Sof(H18A)=FVAR(3)
 Sof(F4A)=1-FVAR(4)
 Sof(F4)=FVAR(4)
6.a Aromatic/amide H refined with riding coordinates:
 C2A(H2A), C5(H5), C5A(H5A), C6(H6), C6A(H6A), C8(H8), C17(H17), C18A(H18A)
6.b Idealised Me refined as rotating group:
 C0AA(H0AA,H0AB,H0AC), C1AA(H1AA,H1AB,H1AC), C2AA(H2AA,H2AB,H2AC), C11(H11A,
 H11B,H11C), C11A(H11D,H11E,H11F), C12(H12A,H12B,H12C), C15(H15A,H15B,H15C),
 C15A(H15D,H15E,H15F), C16(H16A,H16B,H16C), C16A(H16D,H16E,H16F), C20(H20A,H20B,
 H20C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
B1 B -0.0556(6) 0.8547(3) 0.1950(3) 0.0492(11) Uani 1 1 d . . . . .
F1 F -0.1022(4) 0.79096(17) 0.24326(15) 0.0906(10) Uani 1 1 d . . . . .
F2 F -0.0150(3) 0.82327(18) 0.12180(13) 0.0728(8) Uani 1 1 d . . . . .
F3 F -0.2052(3) 0.90523(17) 0.18844(16) 0.0798(9) Uani 1 1 d . . . . .
F4 F 0.0800(6) 0.9068(6) 0.2199(4) 0.098(2) Uani 0.764(15) 1 d . . P A 1
F4A F 0.099(2) 0.8601(17) 0.2371(14) 0.098(2) Uani 0.236(15) 1 d . . P A 2
O1 O 0.5159(3) 0.75376(12) 0.30575(11) 0.0325(5) Uani 1 1 d . . . . .
F5 F 0.8949(5) 0.25894(19) 0.53698(18) 0.0660(12) Uani 0.754(7) 1 d . . P B 2
F6 F 1.0354(13) 0.4421(7) 0.7400(5) 0.065(4) Uani 0.246(7) 1 d . . P B 1
C0AA C 0.421(5) 0.5797(14) 0.1848(17) 0.0701(17) Uani 0.147(4) 1 d D . P C 2
H0AA H 0.317109 0.571795 0.218513 0.105 Uiso 0.147(4) 1 calc R U P C 2
H0AB H 0.520863 0.544374 0.202901 0.105 Uiso 0.147(4) 1 calc R U P C 2
H0AC H 0.387334 0.564798 0.131005 0.105 Uiso 0.147(4) 1 calc R U P C 2
C1 C 0.9563(4) 0.3471(2) 0.64185(19) 0.0383(8) Uani 1 1 d . . . . .
H1 H 1.007(5) 0.298(2) 0.672(2) 0.046(10) Uiso 1 1 d . . . . .
C1AA C 0.316(3) 0.7230(15) 0.1726(13) 0.0466(10) Uani 0.147(4) 1 d D . P C 2
H1AA H 0.270776 0.711796 0.119494 0.070 Uiso 0.147(4) 1 calc R U P C 2
H1AB H 0.342829 0.782046 0.177974 0.070 Uiso 0.147(4) 1 calc R U P C 2
H1AC H 0.223947 0.707268 0.210184 0.070 Uiso 0.147(4) 1 calc R U P C 2
C2 C 0.9523(5) 0.4269(2) 0.6701(2) 0.0422(8) Uani 0.246(7) 1 d . . P B 1
C2A C 0.9523(5) 0.4269(2) 0.6701(2) 0.0422(8) Uani 0.754(7) 1 d . . P B 2
H2A H 1.001643 0.437592 0.720675 0.051 Uiso 0.754(7) 1 calc R U P B 2
C2AA C 0.671(3) 0.678(2) 0.1560(18) 0.0584(14) Uani 0.147(4) 1 d D . P C 2
H2AA H 0.743318 0.632573 0.177609 0.088 Uiso 0.147(4) 1 calc R U P C 2
H2AB H 0.727087 0.730978 0.170854 0.088 Uiso 0.147(4) 1 calc R U P C 2
H2AC H 0.665481 0.673721 0.099020 0.088 Uiso 0.147(4) 1 calc R U P C 2
C3 C 0.8798(5) 0.4914(2) 0.6281(2) 0.0443(8) Uani 1 1 d . . . . .
H3 H 0.879(5) 0.553(3) 0.652(2) 0.061(12) Uiso 1 1 d . . . . .
C4 C 0.8087(4) 0.4786(2) 0.5553(2) 0.0441(6) Uani 1 1 d D . . . .
C5 C 0.7348(5) 0.5525(2) 0.5130(2) 0.0335(8) Uani 0.853(4) 1 d D . P C 1
H5 H 0.735943 0.604160 0.539325 0.040 Uiso 0.853(4) 1 calc R U P C 1
C5A C 0.728(3) 0.5034(12) 0.4740(9) 0.0335(8) Uani 0.147(4) 1 d D . P C 2
H5A H 0.719167 0.468151 0.429726 0.040 Uiso 0.147(4) 1 calc R U P C 2
C6 C 0.6679(5) 0.5496(2) 0.4408(2) 0.0337(9) Uani 0.853(4) 1 d D . P C 1
H6 H 0.658811 0.497635 0.415298 0.040 Uiso 0.853(4) 1 calc R U P C 1
C6A C 0.671(3) 0.5840(12) 0.4763(11) 0.0337(9) Uani 0.147(4) 1 d D . P C 2
H6A H 0.670973 0.614209 0.523858 0.040 Uiso 0.147(4) 1 calc R U P C 2
C7 C 0.6081(4) 0.6231(2) 0.3995(2) 0.0406(8) Uani 1 1 d D . . . .
C8 C 0.5957(4) 0.7040(2) 0.42994(19) 0.0396(8) Uani 1 1 d . . . . .
H8 H 0.618137 0.713371 0.483963 0.047 Uiso 1 1 calc R U . . .
C9 C 0.5518(4) 0.76846(19) 0.38240(17) 0.0339(7) Uani 1 1 d . . . . .
C10 C 0.5453(5) 0.8582(2) 0.4046(2) 0.0472(9) Uani 1 1 d D . . . .
C11 C 0.4769(9) 0.9133(3) 0.3392(3) 0.0593(15) Uani 0.721(5) 1 d D U P D 1
H11A H 0.481036 0.971084 0.356178 0.089 Uiso 0.721(5) 1 calc R U P D 1
H11B H 0.352246 0.898155 0.325429 0.089 Uiso 0.721(5) 1 calc R U P D 1
H11C H 0.553208 0.906180 0.293549 0.089 Uiso 0.721(5) 1 calc R U P D 1
C11A C 0.3454(19) 0.8884(9) 0.3733(9) 0.0593(15) Uani 0.279(5) 1 d D U P D 2
H11D H 0.332481 0.947987 0.381938 0.089 Uiso 0.279(5) 1 calc R U P D 2
H11E H 0.251910 0.858790 0.401785 0.089 Uiso 0.279(5) 1 calc R U P D 2
H11F H 0.332476 0.876484 0.317401 0.089 Uiso 0.279(5) 1 calc R U P D 2
C12 C 0.3139(8) 0.6212(4) 0.1716(3) 0.0701(17) Uani 0.853(4) 1 d D . P C 1
H12A H 0.329105 0.566996 0.196470 0.105 Uiso 0.853(4) 1 calc R U P C 1
H12B H 0.297053 0.613853 0.115149 0.105 Uiso 0.853(4) 1 calc R U P C 1
H12C H 0.207828 0.648829 0.192822 0.105 Uiso 0.853(4) 1 calc R U P C 1
C13 C 0.4829(5) 0.6742(2) 0.18776(19) 0.0445(9) Uani 1 1 d D . . . .
C14 C 0.5218(4) 0.67735(19) 0.27505(18) 0.0347(7) Uani 1 1 d . . . . .
C15 C 0.7511(8) 0.8865(3) 0.4198(4) 0.0546(15) Uani 0.721(5) 1 d D U P D 1
H15A H 0.820603 0.877184 0.372530 0.082 Uiso 0.721(5) 1 calc R U P D 1
H15B H 0.803735 0.854153 0.462917 0.082 Uiso 0.721(5) 1 calc R U P D 1
H15C H 0.754315 0.945357 0.433315 0.082 Uiso 0.721(5) 1 calc R U P D 1
C15A C 0.682(2) 0.9064(10) 0.3677(11) 0.069(2) Uani 0.279(5) 1 d D U P D 2
H15D H 0.801233 0.886716 0.384575 0.103 Uiso 0.279(5) 1 calc R U P D 2
H15E H 0.668073 0.964621 0.382238 0.103 Uiso 0.279(5) 1 calc R U P D 2
H15F H 0.668967 0.900800 0.310893 0.103 Uiso 0.279(5) 1 calc R U P D 2
C16 C 0.4474(10) 0.8676(5) 0.4801(4) 0.069(2) Uani 0.721(5) 1 d D U P D 1
H16A H 0.505030 0.832714 0.520125 0.103 Uiso 0.721(5) 1 calc R U P D 1
H16B H 0.321202 0.850663 0.472608 0.103 Uiso 0.721(5) 1 calc R U P D 1
H16C H 0.451945 0.925503 0.496829 0.103 Uiso 0.721(5) 1 calc R U P D 1
C16A C 0.517(3) 0.8673(15) 0.4911(9) 0.0546(15) Uani 0.279(5) 1 d D U P D 2
H16D H 0.627331 0.851814 0.519611 0.082 Uiso 0.279(5) 1 calc R U P D 2
H16E H 0.417614 0.831067 0.506881 0.082 Uiso 0.279(5) 1 calc R U P D 2
H16F H 0.485960 0.924803 0.502956 0.082 Uiso 0.279(5) 1 calc R U P D 2
C17 C 0.5645(4) 0.6120(2) 0.3206(2) 0.0395(8) Uani 1 1 d . . . . .
H17 H 0.565022 0.558008 0.298781 0.047 Uiso 1 1 calc R U . . .
C18A C 0.8874(5) 0.3351(2) 0.5678(2) 0.0432(8) Uani 0.246(7) 1 d . . P B 1
H18A H 0.890341 0.281089 0.546129 0.052 Uiso 0.246(7) 1 calc R U P B 1
C18 C 0.8874(5) 0.3351(2) 0.5678(2) 0.0432(8) Uani 0.754(7) 1 d . . P B 2
C19 C 0.8129(4) 0.3995(2) 0.5230(2) 0.0441(6) Uani 1 1 d . . . . .
H19 H 0.776(6) 0.379(3) 0.472(3) 0.084(15) Uiso 1 1 d . . . . .
C20 C 0.4458(6) 0.7613(3) 0.1531(2) 0.0466(10) Uani 0.853(4) 1 d D . P C 1
H20A H 0.419558 0.756443 0.097048 0.070 Uiso 0.853(4) 1 calc R U P C 1
H20B H 0.552299 0.796359 0.161420 0.070 Uiso 0.853(4) 1 calc R U P C 1
H20C H 0.342047 0.786075 0.178991 0.070 Uiso 0.853(4) 1 calc R U P C 1
C21 C 0.6478(7) 0.6378(3) 0.1469(3) 0.0584(14) Uani 0.853(4) 1 d D . P C 1
H21A H 0.669331 0.581372 0.165753 0.088 Uiso 0.853(4) 1 calc R U P C 1
H21B H 0.754128 0.671990 0.158579 0.088 Uiso 0.853(4) 1 calc R U P C 1
H21C H 0.625135 0.636763 0.090427 0.088 Uiso 0.853(4) 1 calc R U P C 1


_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
B1 F1 1.370(5) . ?
B1 F2 1.392(5) . ?
B1 F3 1.380(5) . ?
B1 F4 1.373(7) . ?
B1 F4A 1.344(19) . ?
O1 C9 1.357(4) . ?
O1 C14 1.344(4) . ?
F5 C18 1.342(4) . ?
F6 C2 1.359(9) . ?
C0AA H0AA 0.9800 . ?
C0AA H0AB 0.9800 . ?
C0AA H0AC 0.9800 . ?
C0AA C13 1.597(18) . ?
C1 H1 1.01(4) . ?
C1 C2 1.379(5) . ?
C1 C2A 1.379(5) . ?
C1 C18A 1.372(5) . ?
C1 C18 1.372(5) . ?
C1AA H1AA 0.9800 . ?
C1AA H1AB 0.9800 . ?
C1AA H1AC 0.9800 . ?
C1AA C13 1.486(16) . ?
C2 C3 1.371(5) . ?
C2A H2A 0.9500 . ?
C2A C3 1.371(5) . ?
C2AA H2AA 0.9800 . ?
C2AA H2AB 0.9800 . ?
C2AA H2AC 0.9800 . ?
C2AA C13 1.507(17) . ?
C3 H3 1.08(4) . ?
C3 C4 1.361(5) . ?
C4 C5 1.495(5) . ?
C4 C5A 1.559(16) . ?
C4 C19 1.395(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.325(5) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.370(17) . ?
C6 H6 0.9500 . ?
C6 C7 1.449(5) . ?
C6A H6A 0.9500 . ?
C6A C7 1.527(16) . ?
C7 C8 1.412(5) . ?
C7 C17 1.397(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.359(5) . ?
C9 C10 1.502(5) . ?
C10 C11 1.512(6) . ?
C10 C11A 1.640(13) . ?
C10 C15 1.608(7) . ?
C10 C15A 1.433(12) . ?
C10 C16 1.502(7) . ?
C10 C16A 1.508(14) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11A H11D 0.9800 . ?
C11A H11E 0.9800 . ?
C11A H11F 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 C13 1.539(5) . ?
C13 C14 1.519(5) . ?
C13 C20 1.551(6) . ?
C13 C21 1.536(5) . ?
C14 C17 1.348(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?
C17 H17 0.9500 . ?
C18A H18A 0.9500 . ?
C18A C19 1.402(5) . ?
C18 C19 1.402(5) . ?
C19 H19 0.97(5) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

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
F1 B1 F2 109.3(4) . . ?
F1 B1 F3 106.5(3) . . ?
F1 B1 F4 117.7(5) . . ?
F3 B1 F2 109.2(3) . . ?
F4 B1 F2 109.6(4) . . ?
F4 B1 F3 104.1(5) . . ?
F4A B1 F1 86.9(12) . . ?
F4A B1 F2 108.2(10) . . ?
F4A B1 F3 132.8(12) . . ?
C14 O1 C9 122.2(2) . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 109.5 . . ?
C13 C0AA H0AA 109.5 . . ?
C13 C0AA H0AB 109.5 . . ?
C13 C0AA H0AC 109.5 . . ?
C2 C1 H1 124(2) . . ?
C2A C1 H1 124(2) . . ?
C18A C1 H1 119(2) . . ?
C18A C1 C2 116.5(3) . . ?
C18 C1 H1 119(2) . . ?
C18 C1 C2A 116.5(3) . . ?
H1AA C1AA H1AB 109.5 . . ?
H1AA C1AA H1AC 109.5 . . ?
H1AB C1AA H1AC 109.5 . . ?
C13 C1AA H1AA 109.5 . . ?
C13 C1AA H1AB 109.5 . . ?
C13 C1AA H1AC 109.5 . . ?
F6 C2 C1 117.8(6) . . ?
F6 C2 C3 119.4(6) . . ?
C3 C2 C1 122.6(3) . . ?
C1 C2A H2A 118.7 . . ?
C3 C2A C1 122.6(3) . . ?
C3 C2A H2A 118.7 . . ?
H2AA C2AA H2AB 109.5 . . ?
H2AA C2AA H2AC 109.5 . . ?
H2AB C2AA H2AC 109.5 . . ?
C13 C2AA H2AA 109.5 . . ?
C13 C2AA H2AB 109.5 . . ?
C13 C2AA H2AC 109.5 . . ?
C2 C3 H3 120(2) . . ?
C2A C3 H3 120(2) . . ?
C4 C3 C2 120.5(4) . . ?
C4 C3 C2A 120.5(4) . . ?
C4 C3 H3 119(2) . . ?
C3 C4 C5 117.1(3) . . ?
C3 C4 C5A 156.4(8) . . ?
C3 C4 C19 119.4(3) . . ?
C19 C4 C5 123.4(3) . . ?
C19 C4 C5A 83.8(8) . . ?
C4 C5 H5 118.2 . . ?
C6 C5 C4 123.5(3) . . ?
C6 C5 H5 118.2 . . ?
C4 C5A H5A 125.3 . . ?
C6A C5A C4 109.3(13) . . ?
C6A C5A H5A 125.3 . . ?
C5 C6 H6 118.9 . . ?
C5 C6 C7 122.3(4) . . ?
C7 C6 H6 118.9 . . ?
C5A C6A H6A 121.4 . . ?
C5A C6A C7 117.3(15) . . ?
C7 C6A H6A 121.4 . . ?
C8 C7 C6 126.9(3) . . ?
C8 C7 C6A 95.0(8) . . ?
C17 C7 C6 115.6(3) . . ?
C17 C7 C6A 147.5(8) . . ?
C17 C7 C8 117.5(3) . . ?
C7 C8 H8 119.8 . . ?
C9 C8 C7 120.4(3) . . ?
C9 C8 H8 119.8 . . ?
O1 C9 C8 119.1(3) . . ?
O1 C9 C10 114.1(3) . . ?
C8 C9 C10 126.7(3) . . ?
C9 C10 C11 113.1(3) . . ?
C9 C10 C11A 103.7(6) . . ?
C9 C10 C15 106.3(3) . . ?
C9 C10 C16A 110.4(10) . . ?
C11 C10 C15 104.9(4) . . ?
C15A C10 C9 112.8(7) . . ?
C15A C10 C11A 109.4(11) . . ?
C15A C10 C16A 119.7(10) . . ?
C16 C10 C9 109.5(4) . . ?
C16 C10 C11 114.8(5) . . ?
C16 C10 C15 107.7(4) . . ?
C16A C10 C11A 98.6(11) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C11A H11D 109.5 . . ?
C10 C11A H11E 109.5 . . ?
C10 C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
C1AA C13 C0AA 105.4(18) . . ?
C1AA C13 C2AA 133.4(16) . . ?
C1AA C13 C14 107.3(9) . . ?
C2AA C13 C0AA 107.2(18) . . ?
C2AA C13 C14 101.2(13) . . ?
C12 C13 C20 107.4(4) . . ?
C14 C13 C0AA 96.5(11) . . ?
C14 C13 C12 109.6(3) . . ?
C14 C13 C20 112.1(3) . . ?
C14 C13 C21 108.9(3) . . ?
C21 C13 C12 110.8(4) . . ?
C21 C13 C20 108.1(3) . . ?
O1 C14 C13 114.1(3) . . ?
O1 C14 C17 120.2(3) . . ?
C17 C14 C13 125.6(3) . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C10 C15A H15D 109.5 . . ?
C10 C15A H15E 109.5 . . ?
C10 C15A H15F 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
C10 C16 H16A 109.5 . . ?
C10 C16 H16B 109.5 . . ?
C10 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C10 C16A H16D 109.5 . . ?
C10 C16A H16E 109.5 . . ?
C10 C16A H16F 109.5 . . ?
H16D C16A H16E 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C7 C17 H17 119.8 . . ?
C14 C17 C7 120.5(3) . . ?
C14 C17 H17 119.8 . . ?
C1 C18A H18A 118.7 . . ?
C1 C18A C19 122.5(3) . . ?
C19 C18A H18A 118.7 . . ?
F5 C18 C1 118.4(3) . . ?
F5 C18 C19 119.0(3) . . ?
C1 C18 C19 122.5(3) . . ?
C4 C19 C18A 118.4(3) . . ?
C4 C19 C18 118.4(3) . . ?
C4 C19 H19 132(3) . . ?
C18A C19 H19 110(3) . . ?
C18 C19 H19 110(3) . . ?
C13 C20 H20A 109.5 . . ?
C13 C20 H20B 109.5 . . ?
C13 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C13 C21 H21A 109.5 . . ?
C13 C21 H21B 109.5 . . ?
C13 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C9 C10 C11 7.3(5) . . . . ?
O1 C9 C10 C11A 53.9(7) . . . . ?
O1 C9 C10 C15 -107.3(4) . . . . ?
O1 C9 C10 C15A -64.4(11) . . . . ?
O1 C9 C10 C16 136.7(5) . . . . ?
O1 C9 C10 C16A 158.8(9) . . . . ?
O1 C14 C17 C7 -1.8(5) . . . . ?
F5 C18 C19 C4 -178.9(3) . . . . ?
F6 C2 C3 C4 174.8(6) . . . . ?
C0AA C13 C14 O1 -157.1(15) . . . . ?
C0AA C13 C14 C17 24.7(15) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C1 C2A C3 C4 -0.4(5) . . . . ?
C1 C18A C19 C4 -0.1(5) . . . . ?
C1 C18 C19 C4 -0.1(5) . . . . ?
C1AA C13 C14 O1 -48.8(12) . . . . ?
C1AA C13 C14 C17 133.1(12) . . . . ?
C2 C1 C18A C19 -1.3(5) . . . . ?
C2 C3 C4 C5 -179.2(3) . . . . ?
C2 C3 C4 C19 -1.1(5) . . . . ?
C2A C1 C18 F5 177.5(3) . . . . ?
C2A C1 C18 C19 -1.3(5) . . . . ?
C2A C3 C4 C5A -170.4(18) . . . . ?
C2A C3 C4 C19 -1.1(5) . . . . ?
C2AA C13 C14 O1 93.8(13) . . . . ?
C2AA C13 C14 C17 -84.3(13) . . . . ?
C3 C4 C5 C6 177.4(3) . . . . ?
C3 C4 C5A C6A -17(3) . . . . ?
C3 C4 C19 C18A 1.3(5) . . . . ?
C3 C4 C19 C18 1.3(5) . . . . ?
C4 C5 C6 C7 -175.9(3) . . . . ?
C4 C5A C6A C7 172.9(13) . . . . ?
C5 C4 C19 C18A 179.3(3) . . . . ?
C5 C6 C7 C8 -6.2(6) . . . . ?
C5 C6 C7 C17 171.4(3) . . . . ?
C5A C4 C19 C18 177.1(8) . . . . ?
C5A C6A C7 C8 -171.0(17) . . . . ?
C5A C6A C7 C17 8(3) . . . . ?
C6 C7 C8 C9 174.3(3) . . . . ?
C6 C7 C17 C14 -174.5(3) . . . . ?
C6A C7 C8 C9 176.3(9) . . . . ?
C6A C7 C17 C14 -175.8(16) . . . . ?
C7 C8 C9 O1 1.6(5) . . . . ?
C7 C8 C9 C10 -175.6(3) . . . . ?
C8 C7 C17 C14 3.4(5) . . . . ?
C8 C9 C10 C11 -175.4(4) . . . . ?
C8 C9 C10 C11A -128.7(7) . . . . ?
C8 C9 C10 C15 70.0(4) . . . . ?
C8 C9 C10 C15A 112.9(10) . . . . ?
C8 C9 C10 C16 -46.0(6) . . . . ?
C8 C9 C10 C16A -23.9(10) . . . . ?
C9 O1 C14 C13 -178.2(3) . . . . ?
C9 O1 C14 C17 0.0(4) . . . . ?
C12 C13 C14 O1 -118.8(4) . . . . ?
C12 C13 C14 C17 63.1(5) . . . . ?
C13 C14 C17 C7 176.2(3) . . . . ?
C14 O1 C9 C8 0.1(4) . . . . ?
C14 O1 C9 C10 177.7(3) . . . . ?
C17 C7 C8 C9 -3.3(5) . . . . ?
C18A C1 C2 F6 -173.7(5) . . . . ?
C18A C1 C2 C3 1.5(5) . . . . ?
C18 C1 C2A C3 1.5(5) . . . . ?
C19 C4 C5 C6 -0.6(5) . . . . ?
C19 C4 C5A C6A 172.1(16) . . . . ?
C20 C13 C14 O1 0.4(4) . . . . ?
C20 C13 C14 C17 -177.7(3) . . . . ?
C21 C13 C14 O1 119.9(3) . . . . ?
C21 C13 C14 C17 -58.2(5) . . . . ?

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

data_24FSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2mcqc3
_database_code_depnum_ccdc_archive 'CCDC 2424335'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2025-02-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'B F4, C21 H25 F2 O, 0.3[CH2Cl2]'
_chemical_formula_sum            'C21.30 H25.60 B Cl0.60 F6 O'
_chemical_formula_weight         443.70
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.4265(13)
_cell_length_b                   8.1911(10)
_cell_length_c                   14.0917(17)
_cell_angle_alpha                90
_cell_angle_beta                 105.729(5)
_cell_angle_gamma                90
_cell_volume                     1158.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9902
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.654
_cell_measurement_theta_min      2.905
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.997
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             461
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20893
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.719
_diffrn_reflns_theta_min         2.905
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.844
_reflns_Friedel_fraction_full    0.955
_reflns_Friedel_fraction_max     0.941
_reflns_number_gt                4799
_reflns_number_total             6335
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.089
_refine_ls_abs_structure_details 
;
 Flack x determined using 1825 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         6335
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0857
_refine_ls_restrained_S_all      1.078
_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)+(0.1691P)²+0.3593P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2451
_refine_ls_wR_factor_ref         0.2648
_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:
 C00B(H00B), C00D(H00D), C00F(H00F), C00G(H00G), C00H(H00H), C00K(H00K),
 C00R(H00S)
2.b Idealised Me refined as rotating group:
 C00L(H00A,H00C,H00E), C00M(H00I,H00J,H00L), C00N(H00M,H00N,H00O), C00O(H00P,
 H00Q,H00R), C00S(H00T,H00U,H00V), C00T(H00W,H00X,H00Y)
;
_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
F001 F 0.3114(4) 0.6080(4) 0.5911(3) 0.0539(9) Uani 1 1 d . . . . .
O002 O 0.3309(3) 0.2513(3) 0.6533(2) 0.0273(6) Uani 1 1 d . . . . .
F003 F 0.2749(3) 0.2858(5) 0.1536(2) 0.0508(8) Uani 1 1 d . . . . .
F004 F 0.1575(3) 0.7891(6) 0.6071(3) 0.0627(11) Uani 1 1 d . . . . .
F005 F 0.3185(5) 0.7212(5) 0.7402(2) 0.0609(10) Uani 1 1 d . . . . .
F006 F 0.3631(5) 0.8750(5) 0.6187(3) 0.0687(13) Uani 1 1 d . . . . .
F007 F -0.0874(5) 0.2858(9) -0.1252(2) 0.0811(16) Uani 1 1 d . . . . .
C008 C 0.2604(4) 0.2505(4) 0.4510(3) 0.0270(7) Uani 1 1 d . . . . .
C009 C 0.4276(4) 0.2689(5) 0.6070(3) 0.0259(7) Uani 1 1 d . . . . .
C00A C 0.2016(4) 0.2336(4) 0.6048(3) 0.0249(7) Uani 1 1 d . . . . .
C00B C 0.1646(4) 0.2342(5) 0.5036(3) 0.0271(7) Uani 1 1 d . . . . .
H00B H 0.073159 0.223605 0.468915 0.033 Uiso 1 1 calc R U . . .
C00C C 0.0579(5) 0.2587(5) 0.1775(3) 0.0315(8) Uani 1 1 d . . . . .
C00D C 0.1027(5) 0.2513(5) 0.2849(3) 0.0301(8) Uani 1 1 d . . . . .
H00D H 0.034319 0.242051 0.317580 0.036 Uiso 1 1 calc R U . . .
C00E C 0.5627(4) 0.2846(5) 0.6773(3) 0.0305(8) Uani 1 1 d . . . . .
C00F C 0.3943(4) 0.2678(5) 0.5053(3) 0.0278(7) Uani 1 1 d . . . . .
H00F H 0.461754 0.278728 0.471962 0.033 Uiso 1 1 calc R U . . .
C00G C -0.0771(5) 0.2515(7) 0.1314(3) 0.0409(10) Uani 1 1 d . . . . .
H00G H -0.137572 0.240489 0.170726 0.049 Uiso 1 1 calc R U . . .
C00H C 0.2294(5) 0.2558(5) 0.3444(3) 0.0302(8) Uani 1 1 d . . . . .
H00H H 0.300850 0.262763 0.314728 0.036 Uiso 1 1 calc R U . . .
C00I C 0.1420(5) 0.2757(6) 0.1145(3) 0.0379(10) Uani 1 1 d . . . . .
C00J C 0.1130(5) 0.2223(5) 0.6724(3) 0.0310(8) Uani 1 1 d . . . . .
C00K C 0.0951(6) 0.2850(8) 0.0131(3) 0.0450(12) Uani 1 1 d . . . . .
H00K H 0.154149 0.297736 -0.027245 0.054 Uiso 1 1 calc R U . . .
C00L C -0.0132(5) 0.1293(7) 0.6225(4) 0.0391(10) Uani 1 1 d . . . . .
H00A H -0.068917 0.195980 0.569350 0.059 Uiso 1 1 calc R U . . .
H00C H -0.062495 0.104556 0.670898 0.059 Uiso 1 1 calc R U . . .
H00E H 0.010204 0.027183 0.594962 0.059 Uiso 1 1 calc R U . . .
C00M C 0.0778(7) 0.3961(6) 0.6929(5) 0.0520(15) Uani 1 1 d . . . . .
H00I H 0.159405 0.456096 0.724977 0.078 Uiso 1 1 calc R U . . .
H00J H 0.018663 0.394628 0.736413 0.078 Uiso 1 1 calc R U . . .
H00L H 0.032638 0.449940 0.630752 0.078 Uiso 1 1 calc R U . . .
C00N C 0.1852(6) 0.1329(7) 0.7685(4) 0.0437(11) Uani 1 1 d . . . . .
H00M H 0.221370 0.029303 0.752345 0.066 Uiso 1 1 calc R U . . .
H00N H 0.122039 0.111418 0.807351 0.066 Uiso 1 1 calc R U . . .
H00O H 0.258141 0.201270 0.806833 0.066 Uiso 1 1 calc R U . . .
C00O C 0.5636(6) 0.4257(8) 0.7495(5) 0.0526(14) Uani 1 1 d . . . . .
H00P H 0.534824 0.526455 0.712319 0.079 Uiso 1 1 calc R U . . .
H00Q H 0.654011 0.440180 0.792588 0.079 Uiso 1 1 calc R U . . .
H00R H 0.502683 0.400404 0.789566 0.079 Uiso 1 1 calc R U . . .
B00P B 0.2907(5) 0.7493(6) 0.6402(4) 0.0309(9) Uani 1 1 d . . . . .
C00Q C -0.0398(6) 0.2752(10) -0.0269(3) 0.0529(14) Uani 1 1 d . . . . .
C00R C -0.1273(6) 0.2597(9) 0.0298(4) 0.0506(13) Uani 1 1 d . . . . .
H00S H -0.220561 0.254631 -0.000063 0.061 Uiso 1 1 calc R U . . .
C00S C 0.6664(6) 0.3214(10) 0.6223(5) 0.0555(15) Uani 1 1 d . . . . .
H00T H 0.667582 0.232821 0.575849 0.083 Uiso 1 1 calc R U . . .
H00U H 0.754373 0.330942 0.669569 0.083 Uiso 1 1 calc R U . . .
H00V H 0.643869 0.424292 0.586093 0.083 Uiso 1 1 calc R U . . .
C00T C 0.5990(7) 0.1241(8) 0.7326(7) 0.068(2) Uani 1 1 d . . . . .
H00W H 0.551556 0.115408 0.783618 0.102 Uiso 1 1 calc R U . . .
H00X H 0.695295 0.120825 0.763383 0.102 Uiso 1 1 calc R U . . .
H00Y H 0.573612 0.032881 0.686311 0.102 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F001 B00P 1.395(6) . ?
O002 C009 1.349(5) . ?
O002 C00A 1.344(5) . ?
F003 C00I 1.348(6) . ?
F004 B00P 1.380(6) . ?
F005 B00P 1.379(6) . ?
F006 B00P 1.358(6) . ?
F007 C00Q 1.341(6) . ?
C008 C00B 1.403(6) . ?
C008 C00F 1.405(6) . ?
C008 C00H 1.449(5) . ?
C009 C00E 1.492(6) . ?
C009 C00F 1.381(5) . ?
C00A C00B 1.372(5) . ?
C00A C00J 1.498(5) . ?
C00B H00B 0.9500 . ?
C00C C00D 1.460(6) . ?
C00C C00G 1.382(7) . ?
C00C C00I 1.414(6) . ?
C00D H00D 0.9500 . ?
C00D C00H 1.360(6) . ?
C00E C00O 1.538(7) . ?
C00E C00S 1.521(7) . ?
C00E C00T 1.522(7) . ?
C00F H00F 0.9500 . ?
C00G H00G 0.9500 . ?
C00G C00R 1.387(7) . ?
C00H H00H 0.9500 . ?
C00I C00K 1.382(6) . ?
C00J C00L 1.519(7) . ?
C00J C00M 1.518(6) . ?
C00J C00N 1.545(7) . ?
C00K H00K 0.9500 . ?
C00K C00Q 1.368(8) . ?
C00L H00A 0.9800 . ?
C00L H00C 0.9800 . ?
C00L H00E 0.9800 . ?
C00M H00I 0.9800 . ?
C00M H00J 0.9800 . ?
C00M H00L 0.9800 . ?
C00N H00M 0.9800 . ?
C00N H00N 0.9800 . ?
C00N H00O 0.9800 . ?
C00O H00P 0.9800 . ?
C00O H00Q 0.9800 . ?
C00O H00R 0.9800 . ?
C00Q C00R 1.372(8) . ?
C00R H00S 0.9500 . ?
C00S H00T 0.9800 . ?
C00S H00U 0.9800 . ?
C00S H00V 0.9800 . ?
C00T H00W 0.9800 . ?
C00T H00X 0.9800 . ?
C00T H00Y 0.9800 . ?

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
C00A O002 C009 123.0(3) . . ?
C00B C008 C00F 117.8(3) . . ?
C00B C008 C00H 124.1(4) . . ?
C00F C008 C00H 118.1(4) . . ?
O002 C009 C00E 112.5(3) . . ?
O002 C009 C00F 119.4(3) . . ?
C00F C009 C00E 128.1(3) . . ?
O002 C00A C00B 119.3(3) . . ?
O002 C00A C00J 113.0(3) . . ?
C00B C00A C00J 127.7(4) . . ?
C008 C00B H00B 119.7 . . ?
C00A C00B C008 120.6(4) . . ?
C00A C00B H00B 119.7 . . ?
C00G C00C C00D 118.9(4) . . ?
C00G C00C C00I 115.8(4) . . ?
C00I C00C C00D 125.3(4) . . ?
C00C C00D H00D 115.8 . . ?
C00H C00D C00C 128.5(4) . . ?
C00H C00D H00D 115.8 . . ?
C009 C00E C00O 109.8(4) . . ?
C009 C00E C00S 110.6(4) . . ?
C009 C00E C00T 108.9(4) . . ?
C00S C00E C00O 108.1(5) . . ?
C00S C00E C00T 108.6(5) . . ?
C00T C00E C00O 110.8(5) . . ?
C008 C00F H00F 120.0 . . ?
C009 C00F C008 119.9(3) . . ?
C009 C00F H00F 120.0 . . ?
C00C C00G H00G 118.8 . . ?
C00C C00G C00R 122.3(4) . . ?
C00R C00G H00G 118.8 . . ?
C008 C00H H00H 118.5 . . ?
C00D C00H C008 123.0(4) . . ?
C00D C00H H00H 118.5 . . ?
F003 C00I C00C 119.6(4) . . ?
F003 C00I C00K 117.1(4) . . ?
C00K C00I C00C 123.3(4) . . ?
C00A C00J C00L 110.1(4) . . ?
C00A C00J C00M 106.6(3) . . ?
C00A C00J C00N 110.4(4) . . ?
C00L C00J C00N 108.9(4) . . ?
C00M C00J C00L 109.6(5) . . ?
C00M C00J C00N 111.3(5) . . ?
C00I C00K H00K 121.3 . . ?
C00Q C00K C00I 117.3(4) . . ?
C00Q C00K H00K 121.3 . . ?
C00J C00L H00A 109.5 . . ?
C00J C00L H00C 109.5 . . ?
C00J C00L H00E 109.5 . . ?
H00A C00L H00C 109.5 . . ?
H00A C00L H00E 109.5 . . ?
H00C C00L H00E 109.5 . . ?
C00J C00M H00I 109.5 . . ?
C00J C00M H00J 109.5 . . ?
C00J C00M H00L 109.5 . . ?
H00I C00M H00J 109.5 . . ?
H00I C00M H00L 109.5 . . ?
H00J C00M H00L 109.5 . . ?
C00J C00N H00M 109.5 . . ?
C00J C00N H00N 109.5 . . ?
C00J C00N H00O 109.5 . . ?
H00M C00N H00N 109.5 . . ?
H00M C00N H00O 109.5 . . ?
H00N C00N H00O 109.5 . . ?
C00E C00O H00P 109.5 . . ?
C00E C00O H00Q 109.5 . . ?
C00E C00O H00R 109.5 . . ?
H00P C00O H00Q 109.5 . . ?
H00P C00O H00R 109.5 . . ?
H00Q C00O H00R 109.5 . . ?
F004 B00P F001 107.8(4) . . ?
F005 B00P F001 110.5(4) . . ?
F005 B00P F004 107.3(4) . . ?
F006 B00P F001 110.4(4) . . ?
F006 B00P F004 108.3(5) . . ?
F006 B00P F005 112.3(4) . . ?
F007 C00Q C00K 118.3(5) . . ?
F007 C00Q C00R 119.2(5) . . ?
C00K C00Q C00R 122.5(4) . . ?
C00G C00R H00S 120.6 . . ?
C00Q C00R C00G 118.8(5) . . ?
C00Q C00R H00S 120.6 . . ?
C00E C00S H00T 109.5 . . ?
C00E C00S H00U 109.5 . . ?
C00E C00S H00V 109.5 . . ?
H00T C00S H00U 109.5 . . ?
H00T C00S H00V 109.5 . . ?
H00U C00S H00V 109.5 . . ?
C00E C00T H00W 109.5 . . ?
C00E C00T H00X 109.5 . . ?
C00E C00T H00Y 109.5 . . ?
H00W C00T H00X 109.5 . . ?
H00W C00T H00Y 109.5 . . ?
H00X C00T H00Y 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O002 C009 C00E C00O -55.0(5) . . . . ?
O002 C009 C00E C00S -174.2(4) . . . . ?
O002 C009 C00E C00T 66.5(6) . . . . ?
O002 C009 C00F C008 0.8(6) . . . . ?
O002 C00A C00B C008 1.1(5) . . . . ?
O002 C00A C00J C00L -154.4(4) . . . . ?
O002 C00A C00J C00M 86.8(5) . . . . ?
O002 C00A C00J C00N -34.2(5) . . . . ?
F003 C00I C00K C00Q -179.8(6) . . . . ?
F007 C00Q C00R C00G -179.0(7) . . . . ?
C009 O002 C00A C00B -0.5(5) . . . . ?
C009 O002 C00A C00J -177.9(3) . . . . ?
C00A O002 C009 C00E -179.4(3) . . . . ?
C00A O002 C009 C00F -0.4(5) . . . . ?
C00B C008 C00F C009 -0.2(5) . . . . ?
C00B C008 C00H C00D 2.4(6) . . . . ?
C00B C00A C00J C00L 28.4(6) . . . . ?
C00B C00A C00J C00M -90.4(5) . . . . ?
C00B C00A C00J C00N 148.6(4) . . . . ?
C00C C00D C00H C008 178.8(4) . . . . ?
C00C C00G C00R C00Q 0.1(10) . . . . ?
C00C C00I C00K C00Q -0.8(9) . . . . ?
C00D C00C C00G C00R 179.3(5) . . . . ?
C00D C00C C00I F003 0.2(7) . . . . ?
C00D C00C C00I C00K -178.9(5) . . . . ?
C00E C009 C00F C008 179.5(4) . . . . ?
C00F C008 C00B C00A -0.7(5) . . . . ?
C00F C008 C00H C00D -175.5(4) . . . . ?
C00F C009 C00E C00O 126.2(5) . . . . ?
C00F C009 C00E C00S 7.0(6) . . . . ?
C00F C009 C00E C00T -112.3(6) . . . . ?
C00G C00C C00D C00H 179.8(4) . . . . ?
C00G C00C C00I F003 179.1(4) . . . . ?
C00G C00C C00I C00K 0.1(7) . . . . ?
C00H C008 C00B C00A -178.6(3) . . . . ?
C00H C008 C00F C009 177.8(3) . . . . ?
C00I C00C C00D C00H -1.3(7) . . . . ?
C00I C00C C00G C00R 0.2(8) . . . . ?
C00I C00K C00Q F007 179.3(6) . . . . ?
C00I C00K C00Q C00R 1.2(11) . . . . ?
C00J C00A C00B C008 178.1(4) . . . . ?
C00K C00Q C00R C00G -0.9(11) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 -0.575 0.000 173.7 26.7 '0.6 CH2Cl2'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_35BrSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2gww7h
_database_code_depnum_ccdc_archive 'CCDC 2290907'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2023-08-26 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2023-08-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        123
_chemical_formula_moiety         'C21 H25 Br2 O, B F4'
_chemical_formula_sum            'C21 H25 B Br2 F4 O'
_chemical_formula_weight         540.04
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   15.3582(10)
_cell_length_b                   9.8242(6)
_cell_length_c                   16.3820(12)
_cell_angle_alpha                90
_cell_angle_beta                 114.786(2)
_cell_angle_gamma                90
_cell_volume                     2244.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9935
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.492
_cell_measurement_theta_min      2.739
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.930
_exptl_absorpt_coefficient_mu    3.654
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.598
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_preparation       123
_exptl_crystal_recrystallization_method 123
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1398
_diffrn_reflns_av_unetI/netI     0.0684
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            69809
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.611
_diffrn_reflns_theta_min         2.485
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4263
_reflns_number_total             6332
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.530
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.116
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         6332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0443
_refine_ls_restrained_S_all      1.038
_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)+(0.0152P)²+2.0913P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0612
_refine_ls_wR_factor_ref         0.0721
_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:
 C4(H4), C6(H6), C7(H7), C9(H9), C11(H11), C16(H16), C20(H20)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C12(H12A,H12B,H12C), C14(H14A,H14B,H14C), C17(H17A,H17B,
 H17C), C18(H18A,H18B,H18C), C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.97452(2) 0.70643(3) 0.58491(2) 0.02656(8) Uani 1 1 d . . . . .
Br2 Br 0.96911(2) 0.13446(3) 0.61842(2) 0.02604(8) Uani 1 1 d . . . . .
O1 O 0.29551(12) 0.31285(17) 0.27414(11) 0.0127(4) Uani 1 1 d . . . . .
F2 F 0.44727(13) 0.06628(17) 0.62108(13) 0.0342(5) Uani 1 1 d . . . . .
F3 F 0.33863(12) 0.20691(18) 0.51936(11) 0.0299(4) Uani 1 1 d . . . . .
F4 F 0.49676(11) 0.26151(17) 0.57902(10) 0.0237(4) Uani 1 1 d . . . . .
F5 F 0.41344(12) 0.27244(17) 0.66522(11) 0.0266(4) Uani 1 1 d . . . . .
C1 C 0.2161(2) 0.4800(3) 0.12400(17) 0.0201(6) Uani 1 1 d . . . . .
H1A H 0.258433 0.451353 0.096072 0.030 Uiso 1 1 calc R U . . .
H1B H 0.172139 0.550471 0.086960 0.030 Uiso 1 1 calc R U . . .
H1C H 0.179094 0.401561 0.128853 0.030 Uiso 1 1 calc R U . . .
C2 C 0.27669(19) 0.5372(3) 0.21829(18) 0.0143(6) Uani 1 1 d . . . . .
C3 C 0.34298(19) 0.4295(3) 0.27672(18) 0.0129(6) Uani 1 1 d . . . . .
C4 C 0.43830(18) 0.4375(3) 0.33077(17) 0.0126(5) Uani 1 1 d . . . . .
H4 H 0.472173 0.519632 0.333774 0.015 Uiso 1 1 calc R U . . .
C5 C 0.48685(18) 0.3242(3) 0.38228(17) 0.0130(6) Uani 1 1 d . . . . .
C6 C 0.58977(19) 0.3226(3) 0.43945(17) 0.0144(6) Uani 1 1 d . . . . .
H6 H 0.616244 0.240953 0.471284 0.017 Uiso 1 1 calc R U . . .
C7 C 0.64968(19) 0.4269(3) 0.45056(18) 0.0152(6) Uani 1 1 d . . . . .
H7 H 0.622438 0.510912 0.423000 0.018 Uiso 1 1 calc R U . . .
C8 C 0.75416(18) 0.4217(3) 0.50192(17) 0.0138(6) Uani 1 1 d . . . . .
C9 C 0.80379(19) 0.2989(3) 0.53181(17) 0.0156(6) Uani 1 1 d . . . . .
H9 H 0.770059 0.214897 0.520186 0.019 Uiso 1 1 calc R U . . .
C10 C 0.90221(19) 0.3015(3) 0.57831(18) 0.0166(6) Uani 1 1 d . . . . .
C11 C 0.95483(19) 0.4207(3) 0.59567(19) 0.0190(6) Uani 1 1 d . . . . .
H11 H 1.022694 0.420243 0.627490 0.023 Uiso 1 1 calc R U . . .
C12 C 0.2413(2) 0.0392(3) 0.20521(18) 0.0208(6) Uani 1 1 d . . . . .
H12A H 0.210829 0.115536 0.164757 0.031 Uiso 1 1 calc R U . . .
H12B H 0.196304 -0.037208 0.190666 0.031 Uiso 1 1 calc R U . . .
H12C H 0.298815 0.010967 0.197856 0.031 Uiso 1 1 calc R U . . .
C13 C 0.26964(18) 0.0838(3) 0.30319(18) 0.0149(6) Uani 1 1 d . . . . .
C14 C 0.18048(19) 0.1311(3) 0.31518(19) 0.0179(6) Uani 1 1 d . . . . .
H14A H 0.199113 0.159153 0.377668 0.027 Uiso 1 1 calc R U . . .
H14B H 0.134295 0.056089 0.300430 0.027 Uiso 1 1 calc R U . . .
H14C H 0.151078 0.208175 0.275079 0.027 Uiso 1 1 calc R U . . .
C15 C 0.33869(18) 0.2016(3) 0.32170(17) 0.0119(5) Uani 1 1 d . . . . .
C16 C 0.43455(18) 0.2055(3) 0.37612(17) 0.0129(5) Uani 1 1 d . . . . .
H16 H 0.465689 0.127297 0.409833 0.015 Uiso 1 1 calc R U . . .
C17 C 0.3345(2) 0.6597(3) 0.21040(19) 0.0201(6) Uani 1 1 d . . . . .
H17A H 0.371160 0.698688 0.270163 0.030 Uiso 1 1 calc R U . . .
H17B H 0.290627 0.728505 0.171243 0.030 Uiso 1 1 calc R U . . .
H17C H 0.378675 0.630121 0.184734 0.030 Uiso 1 1 calc R U . . .
C18 C 0.2112(2) 0.5824(3) 0.2630(2) 0.0244(7) Uani 1 1 d . . . . .
H18A H 0.173691 0.504354 0.267577 0.037 Uiso 1 1 calc R U . . .
H18B H 0.167605 0.653778 0.226630 0.037 Uiso 1 1 calc R U . . .
H18C H 0.250418 0.617768 0.323275 0.037 Uiso 1 1 calc R U . . .
C19 C 0.90439(19) 0.5407(3) 0.56469(18) 0.0169(6) Uani 1 1 d . . . . .
C20 C 0.80585(19) 0.5434(3) 0.51878(17) 0.0151(6) Uani 1 1 d . . . . .
H20 H 0.773318 0.627491 0.498739 0.018 Uiso 1 1 calc R U . . .
C21 C 0.3171(2) -0.0346(3) 0.36690(19) 0.0200(6) Uani 1 1 d . . . . .
H21A H 0.373882 -0.064487 0.358926 0.030 Uiso 1 1 calc R U . . .
H21B H 0.271584 -0.110262 0.353480 0.030 Uiso 1 1 calc R U . . .
H21C H 0.336154 -0.004894 0.429155 0.030 Uiso 1 1 calc R U . . .
B1 B 0.4246(2) 0.2009(3) 0.5965(2) 0.0194(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C19 1.903(3) . ?
Br2 C10 1.902(3) . ?
O1 C3 1.349(3) . ?
O1 C15 1.344(3) . ?
F2 B1 1.383(4) . ?
F3 B1 1.395(4) . ?
F4 B1 1.389(4) . ?
F5 B1 1.397(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.537(4) . ?
C2 C3 1.501(4) . ?
C2 C17 1.533(4) . ?
C2 C18 1.538(4) . ?
C3 C4 1.359(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.407(3) . ?
C5 C6 1.461(4) . ?
C5 C16 1.396(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.337(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.467(4) . ?
C8 C9 1.401(4) . ?
C8 C20 1.397(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(4) . ?
C10 C11 1.382(4) . ?
C11 H11 0.9500 . ?
C11 C19 1.385(4) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C12 C13 1.540(4) . ?
C13 C14 1.535(4) . ?
C13 C15 1.512(4) . ?
C13 C21 1.528(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.365(3) . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.379(4) . ?
C20 H20 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

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
C15 O1 C3 122.9(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 C18 110.0(2) . . ?
C3 C2 C1 110.2(2) . . ?
C3 C2 C17 110.2(2) . . ?
C3 C2 C18 107.7(2) . . ?
C17 C2 C1 109.3(2) . . ?
C17 C2 C18 109.4(2) . . ?
O1 C3 C2 111.4(2) . . ?
O1 C3 C4 119.3(2) . . ?
C4 C3 C2 129.2(2) . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 123.5(2) . . ?
C16 C5 C4 118.3(2) . . ?
C16 C5 C6 118.2(2) . . ?
C5 C6 H6 117.4 . . ?
C7 C6 C5 125.2(2) . . ?
C7 C6 H6 117.4 . . ?
C6 C7 H7 117.4 . . ?
C6 C7 C8 125.2(3) . . ?
C8 C7 H7 117.4 . . ?
C9 C8 C7 122.3(2) . . ?
C20 C8 C7 118.6(2) . . ?
C20 C8 C9 119.1(2) . . ?
C8 C9 H9 120.4 . . ?
C10 C9 C8 119.1(3) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 Br2 118.9(2) . . ?
C9 C10 C11 122.7(3) . . ?
C11 C10 Br2 118.4(2) . . ?
C10 C11 H11 121.4 . . ?
C10 C11 C19 117.2(2) . . ?
C19 C11 H11 121.4 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
C13 C12 H12C 109.5 . . ?
C14 C13 C12 110.0(2) . . ?
C15 C13 C12 107.1(2) . . ?
C15 C13 C14 109.3(2) . . ?
C15 C13 C21 110.6(2) . . ?
C21 C13 C12 109.9(2) . . ?
C21 C13 C14 109.8(2) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C15 C13 111.8(2) . . ?
O1 C15 C16 119.4(2) . . ?
C16 C15 C13 128.7(2) . . ?
C5 C16 H16 120.0 . . ?
C15 C16 C5 120.1(2) . . ?
C15 C16 H16 120.0 . . ?
C2 C17 H17A 109.5 . . ?
C2 C17 H17B 109.5 . . ?
C2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C2 C18 H18A 109.5 . . ?
C2 C18 H18B 109.5 . . ?
C2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C11 C19 Br1 118.4(2) . . ?
C20 C19 Br1 119.4(2) . . ?
C20 C19 C11 122.2(3) . . ?
C8 C20 H20 120.2 . . ?
C19 C20 C8 119.6(3) . . ?
C19 C20 H20 120.2 . . ?
C13 C21 H21A 109.5 . . ?
C13 C21 H21B 109.5 . . ?
C13 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
F2 B1 F3 109.3(3) . . ?
F2 B1 F4 110.2(2) . . ?
F2 B1 F5 110.3(2) . . ?
F3 B1 F5 108.6(2) . . ?
F4 B1 F3 109.2(2) . . ?
F4 B1 F5 109.2(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br1 C19 C20 C8 178.5(2) . . . . ?
Br2 C10 C11 C19 179.2(2) . . . . ?
O1 C3 C4 C5 1.0(4) . . . . ?
O1 C15 C16 C5 0.2(4) . . . . ?
C1 C2 C3 O1 -50.1(3) . . . . ?
C1 C2 C3 C4 132.4(3) . . . . ?
C2 C3 C4 C5 178.3(3) . . . . ?
C3 O1 C15 C13 -177.6(2) . . . . ?
C3 O1 C15 C16 0.7(4) . . . . ?
C3 C4 C5 C6 177.7(2) . . . . ?
C3 C4 C5 C16 -0.1(4) . . . . ?
C4 C5 C6 C7 0.6(4) . . . . ?
C4 C5 C16 C15 -0.5(4) . . . . ?
C5 C6 C7 C8 -174.6(2) . . . . ?
C6 C5 C16 C15 -178.4(2) . . . . ?
C6 C7 C8 C9 11.5(4) . . . . ?
C6 C7 C8 C20 -170.7(3) . . . . ?
C7 C8 C9 C10 178.8(2) . . . . ?
C7 C8 C20 C19 -178.2(2) . . . . ?
C8 C9 C10 Br2 -179.86(19) . . . . ?
C8 C9 C10 C11 -1.1(4) . . . . ?
C9 C8 C20 C19 -0.3(4) . . . . ?
C9 C10 C11 C19 0.4(4) . . . . ?
C10 C11 C19 Br1 -178.6(2) . . . . ?
C10 C11 C19 C20 0.3(4) . . . . ?
C11 C19 C20 C8 -0.4(4) . . . . ?
C12 C13 C15 O1 67.6(3) . . . . ?
C12 C13 C15 C16 -110.4(3) . . . . ?
C13 C15 C16 C5 178.1(3) . . . . ?
C14 C13 C15 O1 -51.5(3) . . . . ?
C14 C13 C15 C16 130.4(3) . . . . ?
C15 O1 C3 C2 -179.1(2) . . . . ?
C15 O1 C3 C4 -1.3(4) . . . . ?
C16 C5 C6 C7 178.4(3) . . . . ?
C17 C2 C3 O1 -170.8(2) . . . . ?
C17 C2 C3 C4 11.7(4) . . . . ?
C18 C2 C3 O1 70.0(3) . . . . ?
C18 C2 C3 C4 -107.5(3) . . . . ?
C20 C8 C9 C10 1.0(4) . . . . ?
C21 C13 C15 O1 -172.6(2) . . . . ?
C21 C13 C15 C16 9.4(4) . . . . ?

_olex2_exptl_crystal_mounting_method 123
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2BrSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2h9dx4
_database_code_depnum_ccdc_archive 'CCDC 2302956'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2023-11-27 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2023-11-27
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H26 Br O, B F4'
_chemical_formula_sum            'C21 H26 B Br F4 O'
_chemical_formula_weight         461.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   19.8733(16)
_cell_length_b                   7.7437(5)
_cell_length_c                   14.9358(11)
_cell_angle_alpha                90
_cell_angle_beta                 103.698(3)
_cell_angle_gamma                90
_cell_volume                     2233.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9967
_cell_measurement_temperature    98.00
_cell_measurement_theta_max      26.959
_cell_measurement_theta_min      2.756
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.981
_exptl_absorpt_coefficient_mu    1.881
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             944
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            68668
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.576
_diffrn_reflns_theta_min         2.755
_diffrn_ambient_temperature      98.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3534
_reflns_number_total             6272
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.895
_refine_diff_density_min         -1.003
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         6272
_refine_ls_number_restraints     70
_refine_ls_R_factor_all          0.1311
_refine_ls_R_factor_gt           0.0710
_refine_ls_restrained_S_all      1.015
_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)+(0.1278P)²+2.8548P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1933
_refine_ls_wR_factor_ref         0.2528
_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
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3.a Aromatic/amide H refined with riding coordinates:
 C005(H005), C006(H006), C008(H008), C009(H009), C00C(H00C), C00E(H00E),
 C00F(H00F), C00G(H00G)
3.b Idealised Me refined as rotating group:
 C00J(H00A,H00B,H00D), C00L(H00H,H00I,H00J), C00M(H00K,H00L,H00M), C00N(H00N,
 H00O,H00P), C00O(H00Q,H00R,H00S), C00R(H00T,H00U,H00V)
;
_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 0.53262(3) 0.85278(6) 0.58584(4) 0.0728(2) Uani 1 1 d . U . . .
O002 O 0.17152(13) 0.7477(4) 0.3382(2) 0.0507(6) Uani 1 1 d . U . . .
C003 C 0.4689(2) 0.5244(5) 0.5985(3) 0.0453(7) Uani 1 1 d . U . . .
C004 C 0.2336(2) 0.8149(5) 0.3385(3) 0.0467(7) Uani 1 1 d . U . . .
C005 C 0.3446(2) 0.5200(6) 0.5109(3) 0.0484(8) Uani 1 1 d . U . . .
H005 H 0.338152 0.410902 0.536637 0.058 Uiso 1 1 calc R U . . .
C006 C 0.2912(2) 0.7415(5) 0.3931(3) 0.0476(8) Uani 1 1 d . U . . .
H006 H 0.335565 0.787591 0.393459 0.057 Uiso 1 1 calc R U . . .
C007 C 0.2858(2) 0.5994(5) 0.4487(3) 0.0448(7) Uani 1 1 d . U . . .
C008 C 0.4075(2) 0.5914(6) 0.5341(3) 0.0495(8) Uani 1 1 d . U . . .
H008 H 0.412873 0.698219 0.505369 0.059 Uiso 1 1 calc R U . . .
C009 C 0.2195(2) 0.5323(5) 0.4434(3) 0.0488(7) Uani 1 1 d . U . . .
H009 H 0.213845 0.432737 0.478092 0.059 Uiso 1 1 calc R U . . .
C00A C 0.1632(2) 0.6098(6) 0.3886(3) 0.0510(8) Uani 1 1 d . U . . .
C00B C 0.5282(2) 0.6237(5) 0.6283(3) 0.0494(7) Uani 1 1 d . U . . .
C00C C 0.4706(2) 0.3556(5) 0.6338(3) 0.0520(8) Uani 1 1 d . U . . .
H00C H 0.431307 0.282896 0.614365 0.062 Uiso 1 1 calc R U . . .
C00D C 0.2298(2) 0.9721(6) 0.2787(3) 0.0586(8) Uani 1 1 d . U . . .
C00E C 0.5862(2) 0.5642(7) 0.6924(3) 0.0573(8) Uani 1 1 d . U . . .
H00E H 0.625536 0.636407 0.712352 0.069 Uiso 1 1 calc R U . . .
C00F C 0.5285(3) 0.2937(7) 0.6962(3) 0.0589(9) Uani 1 1 d . U . . .
H00F H 0.528932 0.178606 0.718456 0.071 Uiso 1 1 calc R U . . .
C00G C 0.5857(2) 0.3988(7) 0.7265(3) 0.0605(9) Uani 1 1 d . U . . .
H00G H 0.624775 0.356904 0.770853 0.073 Uiso 1 1 calc R U . . .
F00H F 0.2369(3) 1.0032(8) 0.6891(3) 0.1492(19) Uani 1 1 d . U . . .
C00I C 0.0869(2) 0.5644(8) 0.3749(4) 0.0715(10) Uani 1 1 d . U . . .
C00J C 0.2894(3) 0.9705(8) 0.2291(4) 0.0850(15) Uani 1 1 d . U . . .
H00A H 0.333803 0.975265 0.274868 0.128 Uiso 1 1 calc R U . . .
H00B H 0.285300 1.070840 0.188216 0.128 Uiso 1 1 calc R U . . .
H00D H 0.287141 0.864373 0.192814 0.128 Uiso 1 1 calc R U . . .
F00K F 0.2134(6) 0.9127(9) 0.5440(5) 0.226(4) Uani 1 1 d . U . . .
C00L C 0.0791(3) 0.3994(10) 0.4274(6) 0.107(2) Uani 1 1 d . U . . .
H00H H 0.103722 0.304809 0.405331 0.160 Uiso 1 1 calc R U . . .
H00I H 0.029879 0.369990 0.417079 0.160 Uiso 1 1 calc R U . . .
H00J H 0.098612 0.417277 0.493369 0.160 Uiso 1 1 calc R U . . .
C00M C 0.0514(3) 0.7136(11) 0.4122(6) 0.109(2) Uani 1 1 d . U . . .
H00K H 0.073495 0.731647 0.477430 0.163 Uiso 1 1 calc R U . . .
H00L H 0.002317 0.685989 0.405471 0.163 Uiso 1 1 calc R U . . .
H00M H 0.055508 0.818879 0.377452 0.163 Uiso 1 1 calc R U . . .
C00N C 0.0560(4) 0.5407(14) 0.2715(5) 0.116(2) Uani 1 1 d . U . . .
H00N H 0.053821 0.652708 0.240483 0.175 Uiso 1 1 calc R U . . .
H00O H 0.009275 0.492434 0.261934 0.175 Uiso 1 1 calc R U . . .
H00P H 0.085235 0.461644 0.246077 0.175 Uiso 1 1 calc R U . . .
C00O C 0.2408(6) 1.1304(7) 0.3416(6) 0.128(3) Uani 1 1 d . U . . .
H00Q H 0.200474 1.145971 0.367881 0.192 Uiso 1 1 calc R U . . .
H00R H 0.246699 1.233006 0.305808 0.192 Uiso 1 1 calc R U . . .
H00S H 0.282320 1.113664 0.391407 0.192 Uiso 1 1 calc R U . . .
F00P F 0.2119(8) 1.1764(8) 0.5741(5) 0.273(5) Uani 1 1 d . U . . .
B00Q B 0.2318(5) 1.0338(10) 0.6000(6) 0.0971(16) Uani 1 1 d . U . . .
C00R C 0.1629(4) 0.9754(14) 0.2031(7) 0.145(3) Uani 1 1 d . U . . .
H00T H 0.154695 0.860984 0.174570 0.217 Uiso 1 1 calc R U . . .
H00U H 0.167082 1.060797 0.156291 0.217 Uiso 1 1 calc R U . . .
H00V H 0.124107 1.006494 0.229937 0.217 Uiso 1 1 calc R U . . .
F00T F 0.2952(5) 1.071(2) 0.5924(7) 0.329(6) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br01 C00B 1.893(4) . ?
O002 C004 1.338(5) . ?
O002 C00A 1.340(5) . ?
C003 C008 1.458(5) . ?
C003 C00B 1.390(6) . ?
C003 C00C 1.406(6) . ?
C004 C006 1.362(5) . ?
C004 C00D 1.502(6) . ?
C005 H005 0.9500 . ?
C005 C007 1.446(5) . ?
C005 C008 1.334(6) . ?
C006 H006 0.9500 . ?
C006 C007 1.398(6) . ?
C007 C009 1.402(6) . ?
C008 H008 0.9500 . ?
C009 H009 0.9500 . ?
C009 C00A 1.359(6) . ?
C00A C00I 1.521(6) . ?
C00B C00E 1.390(6) . ?
C00C H00C 0.9500 . ?
C00C C00F 1.385(6) . ?
C00D C00J 1.539(7) . ?
C00D C00O 1.528(8) . ?
C00D C00R 1.526(8) . ?
C00E H00E 0.9500 . ?
C00E C00G 1.379(7) . ?
C00F H00F 0.9500 . ?
C00F C00G 1.385(7) . ?
C00G H00G 0.9500 . ?
F00H B00Q 1.331(9) . ?
C00I C00L 1.526(9) . ?
C00I C00M 1.526(10) . ?
C00I C00N 1.532(9) . ?
C00J H00A 0.9800 . ?
C00J H00B 0.9800 . ?
C00J H00D 0.9800 . ?
F00K B00Q 1.252(9) . ?
C00L H00H 0.9800 . ?
C00L H00I 0.9800 . ?
C00L H00J 0.9800 . ?
C00M H00K 0.9800 . ?
C00M H00L 0.9800 . ?
C00M H00M 0.9800 . ?
C00N H00N 0.9800 . ?
C00N H00O 0.9800 . ?
C00N H00P 0.9800 . ?
C00O H00Q 0.9800 . ?
C00O H00R 0.9800 . ?
C00O H00S 0.9800 . ?
F00P B00Q 1.206(9) . ?
B00Q F00T 1.325(13) . ?
C00R H00T 0.9800 . ?
C00R H00U 0.9800 . ?
C00R H00V 0.9800 . ?

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
C004 O002 C00A 123.0(3) . . ?
C00B C003 C008 121.9(4) . . ?
C00B C003 C00C 116.8(4) . . ?
C00C C003 C008 121.3(4) . . ?
O002 C004 C006 118.9(4) . . ?
O002 C004 C00D 113.3(3) . . ?
C006 C004 C00D 127.7(4) . . ?
C007 C005 H005 118.1 . . ?
C008 C005 H005 118.1 . . ?
C008 C005 C007 123.8(4) . . ?
C004 C006 H006 119.6 . . ?
C004 C006 C007 120.8(4) . . ?
C007 C006 H006 119.6 . . ?
C006 C007 C005 123.5(4) . . ?
C006 C007 C009 117.5(4) . . ?
C009 C007 C005 119.0(4) . . ?
C003 C008 H008 116.2 . . ?
C005 C008 C003 127.6(4) . . ?
C005 C008 H008 116.2 . . ?
C007 C009 H009 120.0 . . ?
C00A C009 C007 120.0(4) . . ?
C00A C009 H009 120.0 . . ?
O002 C00A C009 119.8(4) . . ?
O002 C00A C00I 111.1(4) . . ?
C009 C00A C00I 129.1(4) . . ?
C003 C00B Br01 120.9(3) . . ?
C003 C00B C00E 122.6(4) . . ?
C00E C00B Br01 116.4(3) . . ?
C003 C00C H00C 119.4 . . ?
C00F C00C C003 121.1(4) . . ?
C00F C00C H00C 119.4 . . ?
C004 C00D C00J 110.1(4) . . ?
C004 C00D C00O 107.7(4) . . ?
C004 C00D C00R 111.5(4) . . ?
C00O C00D C00J 106.7(6) . . ?
C00R C00D C00J 106.2(6) . . ?
C00R C00D C00O 114.5(7) . . ?
C00B C00E H00E 120.5 . . ?
C00G C00E C00B 119.0(4) . . ?
C00G C00E H00E 120.5 . . ?
C00C C00F H00F 119.9 . . ?
C00C C00F C00G 120.3(4) . . ?
C00G C00F H00F 119.9 . . ?
C00E C00G C00F 120.1(4) . . ?
C00E C00G H00G 119.9 . . ?
C00F C00G H00G 119.9 . . ?
C00A C00I C00L 110.1(4) . . ?
C00A C00I C00M 108.0(5) . . ?
C00A C00I C00N 108.2(5) . . ?
C00L C00I C00N 110.6(6) . . ?
C00M C00I C00L 109.5(6) . . ?
C00M C00I C00N 110.4(6) . . ?
C00D C00J H00A 109.5 . . ?
C00D C00J H00B 109.5 . . ?
C00D C00J H00D 109.5 . . ?
H00A C00J H00B 109.5 . . ?
H00A C00J H00D 109.5 . . ?
H00B C00J H00D 109.5 . . ?
C00I C00L H00H 109.5 . . ?
C00I C00L H00I 109.5 . . ?
C00I C00L H00J 109.5 . . ?
H00H C00L H00I 109.5 . . ?
H00H C00L H00J 109.5 . . ?
H00I C00L H00J 109.5 . . ?
C00I C00M H00K 109.5 . . ?
C00I C00M H00L 109.5 . . ?
C00I C00M H00M 109.5 . . ?
H00K C00M H00L 109.5 . . ?
H00K C00M H00M 109.5 . . ?
H00L C00M H00M 109.5 . . ?
C00I C00N H00N 109.5 . . ?
C00I C00N H00O 109.5 . . ?
C00I C00N H00P 109.5 . . ?
H00N C00N H00O 109.5 . . ?
H00N C00N H00P 109.5 . . ?
H00O C00N H00P 109.5 . . ?
C00D C00O H00Q 109.5 . . ?
C00D C00O H00R 109.5 . . ?
C00D C00O H00S 109.5 . . ?
H00Q C00O H00R 109.5 . . ?
H00Q C00O H00S 109.5 . . ?
H00R C00O H00S 109.5 . . ?
F00K B00Q F00H 118.4(8) . . ?
F00K B00Q F00T 103.9(11) . . ?
F00P B00Q F00H 115.2(8) . . ?
F00P B00Q F00K 116.7(9) . . ?
F00P B00Q F00T 91.1(11) . . ?
F00T B00Q F00H 106.0(8) . . ?
C00D C00R H00T 109.5 . . ?
C00D C00R H00U 109.5 . . ?
C00D C00R H00V 109.5 . . ?
H00T C00R H00U 109.5 . . ?
H00T C00R H00V 109.5 . . ?
H00U C00R H00V 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Br01 C00B C00E C00G 179.4(3) . . . . ?
O002 C004 C006 C007 -0.6(6) . . . . ?
O002 C004 C00D C00J -141.3(5) . . . . ?
O002 C004 C00D C00O 102.7(6) . . . . ?
O002 C004 C00D C00R -23.8(7) . . . . ?
O002 C00A C00I C00L 175.8(5) . . . . ?
O002 C00A C00I C00M -64.7(6) . . . . ?
O002 C00A C00I C00N 54.8(7) . . . . ?
C003 C00B C00E C00G 1.5(7) . . . . ?
C003 C00C C00F C00G 1.1(7) . . . . ?
C004 O002 C00A C009 0.1(6) . . . . ?
C004 O002 C00A C00I 179.4(4) . . . . ?
C004 C006 C007 C005 -177.4(4) . . . . ?
C004 C006 C007 C009 2.2(6) . . . . ?
C005 C007 C009 C00A 177.0(4) . . . . ?
C006 C004 C00D C00J 41.2(7) . . . . ?
C006 C004 C00D C00O -74.8(7) . . . . ?
C006 C004 C00D C00R 158.8(7) . . . . ?
C006 C007 C009 C00A -2.7(6) . . . . ?
C007 C005 C008 C003 177.5(4) . . . . ?
C007 C009 C00A O002 1.6(6) . . . . ?
C007 C009 C00A C00I -177.5(5) . . . . ?
C008 C003 C00B Br01 -0.4(6) . . . . ?
C008 C003 C00B C00E 177.5(4) . . . . ?
C008 C003 C00C C00F -178.8(4) . . . . ?
C008 C005 C007 C006 12.6(7) . . . . ?
C008 C005 C007 C009 -167.0(4) . . . . ?
C009 C00A C00I C00L -5.0(8) . . . . ?
C009 C00A C00I C00M 114.5(6) . . . . ?
C009 C00A C00I C00N -126.0(6) . . . . ?
C00A O002 C004 C006 -0.6(6) . . . . ?
C00A O002 C004 C00D -178.3(4) . . . . ?
C00B C003 C008 C005 -169.3(4) . . . . ?
C00B C003 C00C C00F 1.0(6) . . . . ?
C00B C00E C00G C00F 0.7(7) . . . . ?
C00C C003 C008 C005 10.4(7) . . . . ?
C00C C003 C00B Br01 179.9(3) . . . . ?
C00C C003 C00B C00E -2.3(6) . . . . ?
C00C C00F C00G C00E -2.0(7) . . . . ?
C00D C004 C006 C007 176.7(4) . . . . ?

_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2ClSPyL-10
_audit_block_doi                 10.5517/ccdc.csd.cc2hk8v6
_database_code_depnum_ccdc_archive 'CCDC 2310518'
loop_
_audit_author_name
_audit_author_address
'Jiang Bin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2024-12-30 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT910_2ClSPyL-10          
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         12 Note
RESPONSE: These were lost behind the beamstop.
;
# Added during the CSD deposition process: Monday 30 December 2024 03:17 AM
# end Validation Reply Form

_audit_creation_date             2024-12-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '1(C21 H26 Cl O), B F4'
_chemical_formula_sum            'C21 H26 B Cl F4 O'
_chemical_formula_weight         416.68
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   23.8119(16)
_cell_length_b                   13.2996(7)
_cell_length_c                   20.7673(14)
_cell_angle_alpha                90
_cell_angle_beta                 103.488(2)
_cell_angle_gamma                90
_cell_volume                     6395.4(7)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    9811
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      29.286
_cell_measurement_theta_min      2.700
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.222
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2616
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0729
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            189844
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.522
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7982
_reflns_number_total             11259
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.746
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.107
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     919
_refine_ls_number_reflns         11259
_refine_ls_number_restraints     329
_refine_ls_R_factor_all          0.1427
_refine_ls_R_factor_gt           0.1102
_refine_ls_restrained_S_all      1.086
_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)+(0.1000P)²+30.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2549
_refine_ls_wR_factor_ref         0.2854
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F01J-B02C \\sim F01I-B02C \\sim F00O-B02C \\sim F00N-B02C \\sim F0-B02C \\sim
F029-B02C
 with sigma of 0.02
 C1-C01M \\sim C4-C01Y
 with sigma of 0.02
 C2-C019 \\sim C3-C018
 with sigma of 0.02
 C3-C1 \\sim C4-C2 \\sim C1-C2 \\sim C3-C4
 with sigma of 0.02
 C7-C1 \\sim C11-C4
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C0 \\sim C6 \\sim C7 \\sim C8 \\sim C9 \\sim C11 \\sim C10 \\sim C12 \\sim C01{
\\sim C02C \\sim C13 \\sim Cl3A \\sim Cl2A: within 2A with sigma of 0.002 and
sigma for terminal atoms of 0.004 within 2A
Uanis(C3) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C4) \\sim
Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C4) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim
Ueq: with sigma of 0.2 and sigma for terminal atoms of 0.4
Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim
Ueq: with sigma of 0.2 and sigma for terminal atoms of 0.4
Uanis(C6) \\sim Ueq, Uanis(C0) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C8) \\sim
Ueq, Uanis(C7) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(Cl2A) \\sim Ueq,
Uanis(C11) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C02C)
\\sim Ueq, Uanis(C01{) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(Cl3A) \\sim Ueq:
with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C0) = Uanis(C9)
Uanis(F01J) = Uanis(F01I)
Uanis(C9) = Uanis(C01W)
Uanis(C020) = Uanis(C12)
4. Rigid body (RIGU) restrains
 F0, F01J, F00O, F00B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 F01I, F029, F00N, F00B
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 C1, C2, C3, C4
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
 C1, C7, C5, C6, C0, C9, C8, Cl2A
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
 C4, C11, C13, C02C, C01{, C12, C10, Cl3A
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
5. Others
 Sof(F00O)=Sof(F01J)=Sof(F0)=1-FVAR(1)
 Sof(F00N)=Sof(F01I)=Sof(F029)=FVAR(1)
 Sof(C1)=Sof(H1)=Sof(C2)=Sof(H2)=1-FVAR(2)
 Sof(C01C)=Sof(H01E)=Sof(C01P)=Sof(H01P)=FVAR(2)
 Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=1-FVAR(3)
 Sof(C01R)=Sof(H01R)=Sof(C01X)=Sof(H01Y)=FVAR(3)
 Fixed Sof: Cl2(0.9) Cl3(0.9) C01B(0.9) H01D(0.9) C01K(0.9) H01K(0.9)
 C01M(0.9) C01N(0.9) C01Q(0.9) C01W(0.9) H01X(0.9) C01Y(0.9) C01Z(0.9)
 H01Z(0.9) C020(0.9) H020(0.9) C021(0.9) H021(0.9) C028(0.9) H028(0.9)
 C02B(0.9) H02S(0.9) Cl2A(0.1) C7(0.1) C8(0.1) C9(0.1) H9(0.1) C0(0.1) H0(0.1)
 C6(0.1) H6(0.1) C5(0.1) H5(0.1) Cl3A(0.1) C10(0.1) C12(0.1) H12(0.1) C01{(0.1)
 H01{(0.1) C02C(0.1) H02T(0.1) C13(0.1) H13(0.1) C11(0.1)
6.a Ternary CH refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
6.b Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00K(H00K), C00L(H00L), C00T(H00T), C00V(H00V), C00X(H00X),
 C00Y(H00Y), C010(H010), C012(H012), C016(H016), C01B(H01D), C01C(H01E),
 C01D(H10), C01H(H11), C01K(H01K), C01P(H01P), C01R(H01R), C01W(H01X),
 C01X(H01Y), C01Z(H01Z), C020(H020), C021(H021), C028(H028), C02B(H02S), C9(H9),
  C0(H0), C6(H6), C5(H5), C12(H12), C01{(H01{), C02C(H02T), C13(H13)
6.c Fitted hexagon refined as free rotating group:
 C7(C8,C9,C0,C6,C5), C10(C12,C01{,C02C,C13,C11)
6.d Idealised Me refined as rotating group:
 C00O(H00A,H00B,H00C), C00S(H00D,H00E,H00F), C011(H01,H,HA), C015(H7,HB,HC),
 C017(H01A,H01B,H01C), C01A(H8,HD,HE), C01J(H01F,H01G,H01H), C01L(H14,HF,HG),
 C01O(H01I,H01J,H01L), C01S(H01M,H01N,H01O), C01U(H01Q,H01S,H01T), C01V(H01U,
 H01V,H01W), C022(H02A,H02B,H02C), C023(H02D,H02E,H02F), C024(H02G,H02H,H02I),
 C025(H02J,H02K,H02L), C026(H02M,H02N,H02O), C027(H02P,H02Q,H02R)
;
_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
Cl Cl 0.58488(7) 0.39263(9) 1.09377(6) 0.0468(4) Uani 1 1 d . . . . .
Cl2 Cl 0.71690(8) 0.88395(11) 0.56584(8) 0.0542(4) Uani 0.9 1 d . . P A 1
Cl3 Cl 0.92724(8) 1.10829(11) 1.03491(8) 0.0549(4) Uani 0.9 1 d . . P B 1
F004 F 0.54318(13) 0.8505(2) 0.76810(14) 0.0430(7) Uani 1 1 d . . . . .
F005 F 0.60580(14) 0.7217(2) 0.76472(15) 0.0478(8) Uani 1 1 d . . . . .
F006 F 0.57531(15) 0.7515(2) 0.85860(15) 0.0495(8) Uani 1 1 d . . . . .
O007 O 0.58984(14) 0.3017(2) 0.74635(15) 0.0297(7) Uani 1 1 d . . . . .
F008 F 0.63648(14) 0.8608(2) 0.82698(17) 0.0538(8) Uani 1 1 d . . . . .
F009 F 0.87113(16) 0.6396(2) 0.70392(18) 0.0605(9) Uani 1 1 d . . . . .
O00A O 0.75669(16) 0.7939(2) 0.91695(17) 0.0405(8) Uani 1 1 d . . . . .
F00B F 0.79273(18) 1.3597(3) 0.89903(18) 0.0678(10) Uani 1 1 d . . . . .
O1 O 0.91184(16) 1.2039(2) 0.68411(18) 0.0414(8) Uani 1 1 d . . . . .
F00D F 0.90455(18) 0.7394(3) 0.79392(17) 0.0678(10) Uani 1 1 d . . . . .
F00E F 0.96581(16) 0.6736(3) 0.7360(2) 0.0688(10) Uani 1 1 d . . . . .
F00F F 0.9035(2) 0.7965(3) 0.69162(19) 0.0824(13) Uani 1 1 d . . . . .
C00G C 0.5906(2) 0.4013(3) 0.7339(2) 0.0303(10) Uani 1 1 d . . . . .
C00H C 0.58869(19) 0.4685(3) 0.7832(2) 0.0312(10) Uani 1 1 d . . . . .
H00H H 0.591396 0.538411 0.775137 0.037 Uiso 1 1 calc R U . . .
C00I C 0.5828(2) 0.4356(3) 0.8456(2) 0.0306(10) Uani 1 1 d . . . . .
C00J C 0.5864(2) 0.2647(3) 0.8054(2) 0.0302(10) Uani 1 1 d . . . . .
C00K C 0.5824(2) 0.3300(3) 0.8556(2) 0.0320(10) Uani 1 1 d . . . . .
H00K H 0.579366 0.304144 0.897281 0.038 Uiso 1 1 calc R U . . .
C00L C 0.5782(2) 0.5079(3) 0.8954(2) 0.0318(10) Uani 1 1 d . . . . .
H00L H 0.578985 0.577254 0.884668 0.038 Uiso 1 1 calc R U . . .
C00M C 0.5863(2) 0.1518(3) 0.8066(2) 0.0331(10) Uani 1 1 d . . . . .
F00N F 0.7404(5) 1.2166(6) 0.9008(4) 0.105(4) Uani 0.731(8) 1 d D . P C 1
C00O C 0.6389(2) 0.1113(4) 0.7834(3) 0.0392(12) Uani 1 1 d . . . . .
H00A H 0.638108 0.137061 0.739031 0.059 Uiso 1 1 calc R U . . .
H00B H 0.637553 0.037652 0.782299 0.059 Uiso 1 1 calc R U . . .
H00C H 0.674434 0.133388 0.814262 0.059 Uiso 1 1 calc R U . . .
C00P C 0.9136(2) 1.1036(4) 0.6710(3) 0.0407(12) Uani 1 1 d . . . . .
C00Q C 0.5685(2) 0.5531(3) 1.0092(2) 0.0383(11) Uani 1 1 d . . . . .
C00R C 0.5950(2) 0.4226(4) 0.6638(2) 0.0356(11) Uani 1 1 d . . . . .
C00S C 0.5300(2) 0.1159(4) 0.7593(3) 0.0366(11) Uani 1 1 d . . . . .
H00D H 0.496807 0.143750 0.773547 0.055 Uiso 1 1 calc R U . . .
H00E H 0.528304 0.042323 0.759929 0.055 Uiso 1 1 calc R U . . .
H00F H 0.529197 0.138894 0.714207 0.055 Uiso 1 1 calc R U . . .
C00T C 0.7699(2) 0.8240(4) 0.8102(3) 0.0399(12) Uani 1 1 d . . . . .
H00T H 0.775933 0.798785 0.769509 0.048 Uiso 1 1 calc R U . . .
C00U C 0.7552(2) 0.8946(4) 0.9297(3) 0.0438(13) Uani 1 1 d . . . . .
C00V C 0.5728(2) 0.4832(4) 0.9565(2) 0.0385(12) Uani 1 1 d . . . . .
H00V H 0.571714 0.413527 0.966169 0.046 Uiso 1 1 calc R U . . .
C00W C 0.7646(2) 0.7583(4) 0.8595(3) 0.0381(11) Uani 1 1 d . . . . .
C00X C 0.7613(2) 0.9606(4) 0.8822(3) 0.0408(12) Uani 1 1 d . . . . .
H00X H 0.762102 1.030613 0.891545 0.049 Uiso 1 1 calc R U . . .
C00Y C 0.9038(2) 1.1718(4) 0.7919(3) 0.0408(12) Uani 1 1 d . . . . .
H00Y H 0.899638 1.196112 0.833563 0.049 Uiso 1 1 calc R U . . .
C00Z C 0.9069(2) 1.2386(4) 0.7433(3) 0.0392(12) Uani 1 1 d . . . . .
C010 C 0.9100(2) 1.0359(4) 0.7187(3) 0.0419(12) Uani 1 1 d . . . . .
H010 H 0.909879 0.966014 0.709075 0.050 Uiso 1 1 calc R U . . .
C011 C 0.5884(3) 0.1130(4) 0.8764(2) 0.0415(12) Uani 1 1 d . . . . .
H01 H 0.622753 0.139884 0.907104 0.062 Uiso 1 1 calc R U . . .
H H 0.590128 0.039418 0.876573 0.062 Uiso 1 1 calc R U . . .
HA H 0.553710 0.134982 0.890158 0.062 Uiso 1 1 calc R U . . .
C012 C 0.5642(3) 0.6872(4) 1.1124(3) 0.0456(13) Uani 1 1 d . . . . .
H012 H 0.562759 0.732981 1.147150 0.055 Uiso 1 1 calc R U . . .
C013 C 0.5747(2) 0.5200(4) 1.0750(3) 0.0408(12) Uani 1 1 d . . . . .
C014 C 0.7657(2) 0.6447(4) 0.8578(3) 0.0410(12) Uani 1 1 d . . . . .
C015 C 0.5977(3) 0.5353(4) 0.6530(3) 0.0431(13) Uani 1 1 d . . . . .
H7 H 0.600341 0.548454 0.607386 0.065 Uiso 1 1 calc R U . . .
HB H 0.631772 0.563028 0.683784 0.065 Uiso 1 1 calc R U . . .
HC H 0.562810 0.567059 0.660950 0.065 Uiso 1 1 calc R U . . .
C016 C 0.5607(3) 0.6570(4) 0.9972(3) 0.0440(13) Uani 1 1 d . . . . .
H016 H 0.557254 0.682638 0.953732 0.053 Uiso 1 1 calc R U . . .
C017 C 0.7134(3) 0.6036(4) 0.8801(3) 0.0460(13) Uani 1 1 d . . . . .
H01A H 0.715506 0.624234 0.925920 0.069 Uiso 1 1 calc R U . . .
H01B H 0.713137 0.530079 0.877375 0.069 Uiso 1 1 calc R U . . .
H01C H 0.677930 0.630310 0.851313 0.069 Uiso 1 1 calc R U . . .
C018 C 0.9065(2) 1.0676(4) 0.7820(3) 0.0395(12) Uani 1 1 d D . . . .
C019 C 0.7664(2) 0.9282(4) 0.8196(3) 0.0419(12) Uani 1 1 d D . . . .
C01A C 0.5409(3) 0.3791(4) 0.6163(2) 0.0436(13) Uani 1 1 d . . . . .
H8 H 0.506297 0.411965 0.624272 0.065 Uiso 1 1 calc R U . . .
HD H 0.538699 0.306617 0.623915 0.065 Uiso 1 1 calc R U . . .
HE H 0.543202 0.390964 0.570391 0.065 Uiso 1 1 calc R U . . .
C01B C 0.7516(3) 1.1514(4) 0.6556(3) 0.0359(13) Uani 0.9 1 d . . P A 1
H01D H 0.762972 1.178314 0.699035 0.043 Uiso 0.9 1 calc R U P A 1
C01C C 0.7647(2) 1.0011(4) 0.7668(3) 0.0338(14) Uani 0.889(9) 1 d . . P A 1
H01E H 0.772131 1.069609 0.778657 0.041 Uiso 0.889(9) 1 calc R U P A 1
C01D C 0.5725(2) 0.5851(4) 1.1260(3) 0.0434(12) Uani 1 1 d . . . . .
H10 H 0.576619 0.560555 1.169819 0.052 Uiso 1 1 calc R U . . .
C01E C 0.9217(2) 1.0845(4) 0.6023(3) 0.0423(12) Uani 1 1 d . . . . .
C01F C 0.9048(2) 1.3519(4) 0.7452(3) 0.0429(12) Uani 1 1 d . . . . .
C01G C 0.7439(2) 0.9141(4) 0.9968(3) 0.0432(12) Uani 1 1 d . . . . .
C01H C 0.5580(3) 0.7220(4) 1.0487(3) 0.0480(14) Uani 1 1 d . . . . .
H11 H 0.551758 0.791678 1.039855 0.058 Uiso 1 1 calc R U . . .
F01I F 0.7857(4) 1.2392(6) 0.8197(4) 0.100(3) Uani 0.731(8) 1 d D . P C 1
C01J C 0.9588(3) 1.3945(4) 0.7252(3) 0.0493(14) Uani 1 1 d . . . . .
H01F H 0.957586 1.468187 0.725950 0.074 Uiso 1 1 calc R U . . .
H01G H 0.959155 1.371609 0.680436 0.074 Uiso 1 1 calc R U . . .
H01H H 0.993676 1.370854 0.756425 0.074 Uiso 1 1 calc R U . . .
C01K C 0.7421(2) 1.2154(4) 0.6018(3) 0.0372(12) Uani 0.9 1 d . . P A 1
H01K H 0.747839 1.285610 0.609039 0.045 Uiso 0.9 1 calc R U P A 1
C01L C 0.6490(3) 0.3710(4) 0.6520(3) 0.0495(14) Uani 1 1 d . . . . .
H14 H 0.653136 0.386422 0.607225 0.074 Uiso 1 1 calc R U . . .
HF H 0.645473 0.298133 0.656832 0.074 Uiso 1 1 calc R U . . .
HG H 0.682980 0.395388 0.684474 0.074 Uiso 1 1 calc R U . . .
C01M C 0.7448(2) 1.0469(4) 0.6469(3) 0.0364(12) Uani 0.9 1 d . . P A 1
C01N C 0.7261(3) 1.0115(4) 0.5808(3) 0.0382(13) Uani 0.9 1 d . . P A 1
C01O C 0.6834(3) 0.8729(5) 0.9973(3) 0.0526(14) Uani 1 1 d . . . . .
H01I H 0.654083 0.911253 0.965970 0.079 Uiso 1 1 calc R U . . .
H01J H 0.676715 0.879316 1.041903 0.079 Uiso 1 1 calc R U . . .
H01L H 0.681132 0.801887 0.984303 0.079 Uiso 1 1 calc R U . . .
C01P C 0.7533(3) 0.9770(4) 0.7029(3) 0.0371(14) Uani 0.889(9) 1 d . . P A 1
H01P H 0.750393 0.907377 0.692453 0.044 Uiso 0.889(9) 1 calc R U P A 1
C01Q C 0.9321(3) 0.9800(5) 1.0190(3) 0.0427(15) Uani 0.9 1 d . . P B 1
C01R C 0.9089(3) 0.9928(4) 0.8344(3) 0.0372(15) Uani 0.892(9) 1 d . . P B 1
H01R H 0.907348 0.923724 0.822449 0.045 Uiso 0.892(9) 1 calc R U P B 1
C01S C 0.9042(3) 1.3890(4) 0.8149(3) 0.0515(14) Uani 1 1 d . . . . .
H01M H 0.939836 1.368036 0.846028 0.077 Uiso 1 1 calc R U . . .
H01N H 0.870871 1.360272 0.828484 0.077 Uiso 1 1 calc R U . . .
H01O H 0.901472 1.462578 0.814724 0.077 Uiso 1 1 calc R U . . .
B01T B 0.5904(2) 0.7967(4) 0.8047(3) 0.0310(11) Uani 1 1 d . . . . .
C01U C 0.7897(3) 0.8592(5) 1.0499(3) 0.0537(15) Uani 1 1 d . . . . .
H01Q H 0.790402 0.787840 1.038435 0.081 Uiso 1 1 calc R U . . .
H01S H 0.780105 0.866029 1.093120 0.081 Uiso 1 1 calc R U . . .
H01T H 0.827780 0.888898 1.052036 0.081 Uiso 1 1 calc R U . . .
C01V C 0.8500(2) 1.3872(4) 0.6962(3) 0.0517(15) Uani 1 1 d . . . . .
H01U H 0.848574 1.460831 0.695998 0.078 Uiso 1 1 calc R U . . .
H01V H 0.816081 1.360455 0.709525 0.078 Uiso 1 1 calc R U . . .
H01W H 0.850312 1.362871 0.651753 0.078 Uiso 1 1 calc R U . . .
C01W C 0.7170(3) 1.0761(5) 0.5277(3) 0.0465(9) Uani 0.9 1 d . . P A 1
H01X H 0.705695 1.049894 0.484039 0.056 Uiso 0.9 1 calc R U P A 1
C01X C 0.9131(3) 1.0161(4) 0.8980(3) 0.0405(15) Uani 0.892(9) 1 d . . P B 1
H01Y H 0.910399 1.085229 0.908249 0.049 Uiso 0.892(9) 1 calc R U P B 1
C01Y C 0.9214(3) 0.9452(4) 0.9530(3) 0.0411(13) Uani 0.9 1 d . . P B 1
C01Z C 0.9458(3) 0.8131(5) 1.0628(3) 0.0453(14) Uani 0.9 1 d . . P B 1
H01Z H 0.955274 0.768369 1.099387 0.054 Uiso 0.9 1 calc R U P B 1
C020 C 0.9436(3) 0.9158(5) 1.0731(3) 0.0468(14) Uani 0.9 1 d . . P B 1
H020 H 0.949977 0.941918 1.116742 0.056 Uiso 0.9 1 calc R U P B 1
C021 C 0.7241(3) 1.1796(5) 0.5371(3) 0.0414(13) Uani 0.9 1 d . . P A 1
H021 H 0.716897 1.224372 0.500465 0.050 Uiso 0.9 1 calc R U P A 1
C022 C 0.8217(3) 0.6089(4) 0.9047(4) 0.0608(17) Uani 1 1 d . . . . .
H02A H 0.854775 0.641557 0.892798 0.091 Uiso 1 1 calc R U . . .
H02B H 0.825113 0.535838 0.901011 0.091 Uiso 1 1 calc R U . . .
H02C H 0.821074 0.626534 0.950373 0.091 Uiso 1 1 calc R U . . .
C023 C 0.9805(3) 1.1284(5) 0.5970(3) 0.0579(16) Uani 1 1 d . . . . .
H02D H 0.980182 1.201532 0.602878 0.087 Uiso 1 1 calc R U . . .
H02E H 0.987181 1.112858 0.553247 0.087 Uiso 1 1 calc R U . . .
H02F H 1.011329 1.098821 0.631347 0.087 Uiso 1 1 calc R U . . .
C024 C 0.7643(3) 0.6073(4) 0.7876(3) 0.0562(16) Uani 1 1 d . . . . .
H02G H 0.728898 0.631030 0.757218 0.084 Uiso 1 1 calc R U . . .
H02H H 0.765076 0.533618 0.787371 0.084 Uiso 1 1 calc R U . . .
H02I H 0.797969 0.633316 0.773437 0.084 Uiso 1 1 calc R U . . .
C025 C 0.7472(3) 1.0267(4) 1.0117(3) 0.0572(16) Uani 1 1 d . . . . .
H02J H 0.784700 1.052713 1.007655 0.086 Uiso 1 1 calc R U . . .
H02K H 0.742628 1.038092 1.056819 0.086 Uiso 1 1 calc R U . . .
H02L H 0.716268 1.061476 0.980126 0.086 Uiso 1 1 calc R U . . .
C026 C 0.8735(3) 1.1363(5) 0.5512(3) 0.0566(16) Uani 1 1 d . . . . .
H02M H 0.836512 1.103802 0.550713 0.085 Uiso 1 1 calc R U . . .
H02N H 0.881749 1.130905 0.507195 0.085 Uiso 1 1 calc R U . . .
H02O H 0.871561 1.207421 0.562849 0.085 Uiso 1 1 calc R U . . .
C027 C 0.9205(3) 0.9716(4) 0.5879(3) 0.0577(16) Uani 1 1 d . . . . .
H02P H 0.950741 0.937951 0.621023 0.087 Uiso 1 1 calc R U . . .
H02Q H 0.927253 0.960340 0.543700 0.087 Uiso 1 1 calc R U . . .
H02R H 0.882716 0.944076 0.589788 0.087 Uiso 1 1 calc R U . . .
C028 C 0.9228(3) 0.8412(5) 0.9444(4) 0.0501(16) Uani 0.9 1 d . . P B 1
H028 H 0.916103 0.814481 0.900842 0.060 Uiso 0.9 1 calc R U P B 1
F029 F 0.7136(3) 1.3329(4) 0.8228(4) 0.106(3) Uani 0.731(8) 1 d D . P C 1
B02A B 0.9100(3) 0.7133(4) 0.7313(3) 0.0395(13) Uani 1 1 d . . . . .
C02B C 0.9338(3) 0.7757(5) 0.9981(3) 0.0539(17) Uani 0.9 1 d . . P B 1
H02S H 0.933266 0.705203 0.990799 0.065 Uiso 0.9 1 calc R U P B 1
B02C B 0.7604(3) 1.2860(4) 0.8641(3) 0.0445(15) Uani 1 1 d D . . . .
F00O F 0.7990(9) 1.2058(11) 0.8751(11) 0.110(8) Uani 0.269(8) 1 d D . P C 2
F01J F 0.7520(9) 1.2811(15) 0.7987(7) 0.100(3) Uani 0.269(8) 1 d D . P C 2
F0 F 0.7202(12) 1.247(3) 0.8931(14) 0.19(2) Uani 0.269(8) 1 d D . P C 2
C1 C 0.8156(14) 0.976(3) 0.7532(17) 0.036(9) Uani 0.111(9) 1 d D U P A 2
H1 H 0.811773 0.901242 0.746715 0.043 Uiso 0.111(9) 1 calc R U P A 2
C2 C 0.7998(17) 0.997(3) 0.8171(17) 0.039(9) Uani 0.111(9) 1 d D U P A 2
H2 H 0.776183 1.059810 0.810241 0.046 Uiso 0.111(9) 1 calc R U P A 2
C3 C 0.8771(17) 0.994(3) 0.7871(17) 0.034(9) Uani 0.108(9) 1 d D U P A 2
H3 H 0.900366 0.930740 0.794048 0.041 Uiso 0.108(9) 1 calc R U P B 2
C4 C 0.8605(15) 1.028(3) 0.8485(18) 0.039(9) Uani 0.108(9) 1 d D U P A 2
H4 H 0.864272 1.102451 0.854986 0.047 Uiso 0.108(9) 1 calc R U P B 2
Cl2A Cl 0.7733(8) 0.8460(13) 0.6235(8) 0.064(2) Uani 0.1 1 d . U P A 2
C7 C 0.7801(18) 1.024(3) 0.6874(13) 0.050(2) Uani 0.1 1 d DG U P A 2
C8 C 0.7689(19) 0.971(2) 0.6281(17) 0.0501(15) Uani 0.1 1 d G U P A 2
C9 C 0.7478(19) 1.021(3) 0.5686(13) 0.0465(9) Uani 0.1 1 d G U P A 2
H9 H 0.740178 0.984857 0.528017 0.056 Uiso 0.1 1 calc R U P A 2
C0 C 0.7380(19) 1.124(3) 0.5684(15) 0.0465(9) Uani 0.1 1 d G U P A 2
H0 H 0.723616 1.158303 0.527709 0.056 Uiso 0.1 1 calc R U P A 2
C6 C 0.749(2) 1.177(2) 0.628(2) 0.0463(16) Uani 0.1 1 d G U P A 2
H6 H 0.742511 1.247519 0.627567 0.056 Uiso 0.1 1 calc R U P A 2
C5 C 0.7703(18) 1.127(3) 0.6872(15) 0.047(13) Uani 0.1 1 d G U P A 2
H5 H 0.777969 1.163288 0.727732 0.056 Uiso 0.1 1 calc R U P A 2
Cl3A Cl 0.8742(7) 1.1351(12) 0.9845(7) 0.058(2) Uani 0.1 1 d . U P A 2
C10 C 0.8967(19) 1.017(2) 0.9722(18) 0.0487(17) Uani 0.1 1 d G U P A 2
C12 C 0.918(2) 0.966(3) 1.0312(14) 0.0468(14) Uani 0.1 1 d G U P A 2
H12 H 0.921841 0.999972 1.072305 0.056 Uiso 0.1 1 calc R U P A 2
C01{ C 0.9350(19) 0.866(3) 1.0301(16) 0.0472(18) Uani 0.1 1 d G U P A 2
H01{ H 0.949870 0.831563 1.070448 0.057 Uiso 0.1 1 calc R U P A 2
C02C C 0.9300(19) 0.817(2) 0.970(2) 0.047(2) Uani 0.1 1 d G U P A 2
H02T H 0.941395 0.748780 0.969206 0.057 Uiso 0.1 1 calc R U P A 2
C13 C 0.9083(19) 0.868(3) 0.9109(16) 0.048(2) Uani 0.1 1 d G U P A 2
H13 H 0.904890 0.834407 0.869820 0.058 Uiso 0.1 1 calc R U P A 2
C11 C 0.8917(18) 0.968(3) 0.9120(14) 0.0483(19) Uani 0.1 1 d DG U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl C013 1.742(5) . ?
Cl2 C01N 1.729(6) . ?
Cl3 C01Q 1.747(6) . ?
F004 B01T 1.398(6) . ?
F005 B01T 1.400(6) . ?
F006 B01T 1.389(6) . ?
O007 C00G 1.350(5) . ?
O007 C00J 1.341(5) . ?
F008 B01T 1.382(6) . ?
F009 B02A 1.376(7) . ?
O00A C00U 1.368(6) . ?
O00A C00W 1.336(6) . ?
F00B B02C 1.348(7) . ?
O1 C00P 1.365(6) . ?
O1 C00Z 1.344(6) . ?
F00D B02A 1.381(7) . ?
F00E B02A 1.412(7) . ?
F00F B02A 1.367(7) . ?
C00G C00H 1.368(6) . ?
C00G C00R 1.511(7) . ?
C00H H00H 0.9500 . ?
C00H C00I 1.405(7) . ?
C00I C00K 1.420(6) . ?
C00I C00L 1.436(6) . ?
C00J C00K 1.377(6) . ?
C00J C00M 1.502(6) . ?
C00K H00K 0.9500 . ?
C00L H00L 0.9500 . ?
C00L C00V 1.344(7) . ?
C00M C00O 1.539(7) . ?
C00M C00S 1.540(7) . ?
C00M C011 1.528(7) . ?
F00N B02C 1.353(8) . ?
C00O H00A 0.9800 . ?
C00O H00B 0.9800 . ?
C00O H00C 0.9800 . ?
C00P C010 1.356(7) . ?
C00P C01E 1.504(8) . ?
C00Q C00V 1.459(7) . ?
C00Q C013 1.409(7) . ?
C00Q C016 1.408(7) . ?
C00R C015 1.519(7) . ?
C00R C01A 1.541(7) . ?
C00R C01L 1.527(7) . ?
C00S H00D 0.9800 . ?
C00S H00E 0.9800 . ?
C00S H00F 0.9800 . ?
C00T H00T 0.9500 . ?
C00T C00W 1.375(7) . ?
C00T C019 1.405(7) . ?
C00U C00X 1.353(8) . ?
C00U C01G 1.502(8) . ?
C00V H00V 0.9500 . ?
C00W C014 1.512(7) . ?
C00X H00X 0.9500 . ?
C00X C019 1.403(8) . ?
C00Y H00Y 0.9500 . ?
C00Y C00Z 1.360(8) . ?
C00Y C018 1.404(7) . ?
C00Z C01F 1.508(7) . ?
C010 H010 0.9500 . ?
C010 C018 1.403(8) . ?
C011 H01 0.9800 . ?
C011 H 0.9800 . ?
C011 HA 0.9800 . ?
C012 H012 0.9500 . ?
C012 C01D 1.392(8) . ?
C012 C01H 1.376(7) . ?
C013 C01D 1.379(7) . ?
C014 C017 1.528(8) . ?
C014 C022 1.532(8) . ?
C014 C024 1.533(8) . ?
C015 H7 0.9800 . ?
C015 HB 0.9800 . ?
C015 HC 0.9800 . ?
C016 H016 0.9500 . ?
C016 C01H 1.389(7) . ?
C017 H01A 0.9800 . ?
C017 H01B 0.9800 . ?
C017 H01C 0.9800 . ?
C018 C01R 1.465(8) . ?
C018 C3 1.22(3) . ?
C019 C01C 1.457(8) . ?
C019 C2 1.22(3) . ?
C01A H8 0.9800 . ?
C01A HD 0.9800 . ?
C01A HE 0.9800 . ?
C01B H01D 0.9500 . ?
C01B C01K 1.380(8) . ?
C01B C01M 1.406(8) . ?
C01C H01E 0.9500 . ?
C01C C01P 1.330(8) . ?
C01D H10 0.9500 . ?
C01E C023 1.545(8) . ?
C01E C026 1.533(7) . ?
C01E C027 1.530(7) . ?
C01F C01J 1.546(8) . ?
C01F C01S 1.532(8) . ?
C01F C01V 1.529(8) . ?
C01G C01O 1.543(8) . ?
C01G C01U 1.542(7) . ?
C01G C025 1.527(7) . ?
C01H H11 0.9500 . ?
F01I B02C 1.364(8) . ?
C01J H01F 0.9800 . ?
C01J H01G 0.9800 . ?
C01J H01H 0.9800 . ?
C01K H01K 0.9500 . ?
C01K C021 1.396(8) . ?
C01L H14 0.9800 . ?
C01L HF 0.9800 . ?
C01L HG 0.9800 . ?
C01M C01N 1.420(8) . ?
C01M C01P 1.465(8) . ?
C01N C01W 1.374(8) . ?
C01O H01I 0.9800 . ?
C01O H01J 0.9800 . ?
C01O H01L 0.9800 . ?
C01P H01P 0.9500 . ?
C01Q C01Y 1.411(8) . ?
C01Q C020 1.387(9) . ?
C01R H01R 0.9500 . ?
C01R C01X 1.337(8) . ?
C01S H01M 0.9800 . ?
C01S H01N 0.9800 . ?
C01S H01O 0.9800 . ?
C01U H01Q 0.9800 . ?
C01U H01S 0.9800 . ?
C01U H01T 0.9800 . ?
C01V H01U 0.9800 . ?
C01V H01V 0.9800 . ?
C01V H01W 0.9800 . ?
C01W H01X 0.9500 . ?
C01W C021 1.395(9) . ?
C01X H01Y 0.9500 . ?
C01X C01Y 1.459(8) . ?
C01Y C028 1.397(9) . ?
C01Z H01Z 0.9500 . ?
C01Z C020 1.385(9) . ?
C01Z C02B 1.397(9) . ?
C020 H020 0.9500 . ?
C021 H021 0.9500 . ?
C022 H02A 0.9800 . ?
C022 H02B 0.9800 . ?
C022 H02C 0.9800 . ?
C023 H02D 0.9800 . ?
C023 H02E 0.9800 . ?
C023 H02F 0.9800 . ?
C024 H02G 0.9800 . ?
C024 H02H 0.9800 . ?
C024 H02I 0.9800 . ?
C025 H02J 0.9800 . ?
C025 H02K 0.9800 . ?
C025 H02L 0.9800 . ?
C026 H02M 0.9800 . ?
C026 H02N 0.9800 . ?
C026 H02O 0.9800 . ?
C027 H02P 0.9800 . ?
C027 H02Q 0.9800 . ?
C027 H02R 0.9800 . ?
C028 H028 0.9500 . ?
C028 C02B 1.391(9) . ?
F029 B02C 1.386(8) . ?
C02B H02S 0.9500 . ?
B02C F00O 1.392(13) . ?
B02C F01J 1.328(14) . ?
B02C F0 1.348(14) . ?
C1 H1 1.0000 . ?
C1 C2 1.49(3) . ?
C1 C3 1.49(3) . ?
C1 C7 1.57(4) . ?
C2 H2 1.0000 . ?
C2 C4 1.50(3) . ?
C3 H3 1.0000 . ?
C3 C4 1.49(3) . ?
C4 H4 1.0000 . ?
C4 C11 1.57(4) . ?
Cl2A C8 1.67(3) . ?
C7 C8 1.3900 . ?
C7 C5 1.3900 . ?
C8 C9 1.3900 . ?
C9 H9 0.9500 . ?
C9 C0 1.3900 . ?
C0 H0 0.9500 . ?
C0 C6 1.3900 . ?
C6 H6 0.9500 . ?
C6 C5 1.3900 . ?
C5 H5 0.9500 . ?
Cl3A C10 1.70(3) . ?
C10 C12 1.3900 . ?
C10 C11 1.3900 . ?
C12 H12 0.9500 . ?
C12 C01{ 1.3900 . ?
C01{ H01{ 0.9500 . ?
C01{ C02C 1.3900 . ?
C02C H02T 0.9500 . ?
C02C C13 1.3900 . ?
C13 H13 0.9500 . ?
C13 C11 1.3900 . ?

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
C00J O007 C00G 122.8(4) . . ?
C00W O00A C00U 122.3(4) . . ?
C00Z O1 C00P 122.1(4) . . ?
O007 C00G C00H 119.6(4) . . ?
O007 C00G C00R 112.1(4) . . ?
C00H C00G C00R 128.4(4) . . ?
C00G C00H H00H 119.5 . . ?
C00G C00H C00I 121.0(4) . . ?
C00I C00H H00H 119.5 . . ?
C00H C00I C00K 116.6(4) . . ?
C00H C00I C00L 119.8(4) . . ?
C00K C00I C00L 123.6(4) . . ?
O007 C00J C00K 119.3(4) . . ?
O007 C00J C00M 112.5(4) . . ?
C00K C00J C00M 128.1(4) . . ?
C00I C00K H00K 119.7 . . ?
C00J C00K C00I 120.6(4) . . ?
C00J C00K H00K 119.7 . . ?
C00I C00L H00L 118.1 . . ?
C00V C00L C00I 123.8(4) . . ?
C00V C00L H00L 118.1 . . ?
C00J C00M C00O 109.9(4) . . ?
C00J C00M C00S 107.7(4) . . ?
C00J C00M C011 110.7(4) . . ?
C00S C00M C00O 110.0(4) . . ?
C011 C00M C00O 109.2(4) . . ?
C011 C00M C00S 109.4(4) . . ?
C00M C00O H00A 109.5 . . ?
C00M C00O H00B 109.5 . . ?
C00M C00O H00C 109.5 . . ?
H00A C00O H00B 109.5 . . ?
H00A C00O H00C 109.5 . . ?
H00B C00O H00C 109.5 . . ?
O1 C00P C01E 111.8(4) . . ?
C010 C00P O1 119.6(5) . . ?
C010 C00P C01E 128.6(5) . . ?
C013 C00Q C00V 121.2(4) . . ?
C013 C00Q C016 117.3(4) . . ?
C016 C00Q C00V 121.4(4) . . ?
C00G C00R C015 110.0(4) . . ?
C00G C00R C01A 108.2(4) . . ?
C00G C00R C01L 108.6(4) . . ?
C015 C00R C01A 109.6(4) . . ?
C015 C00R C01L 110.7(4) . . ?
C01L C00R C01A 109.8(4) . . ?
C00M C00S H00D 109.5 . . ?
C00M C00S H00E 109.5 . . ?
C00M C00S H00F 109.5 . . ?
H00D C00S H00E 109.5 . . ?
H00D C00S H00F 109.5 . . ?
H00E C00S H00F 109.5 . . ?
C00W C00T H00T 119.9 . . ?
C00W C00T C019 120.3(5) . . ?
C019 C00T H00T 119.9 . . ?
O00A C00U C01G 111.6(5) . . ?
C00X C00U O00A 118.8(5) . . ?
C00X C00U C01G 129.6(5) . . ?
C00L C00V C00Q 126.2(5) . . ?
C00L C00V H00V 116.9 . . ?
C00Q C00V H00V 116.9 . . ?
O00A C00W C00T 119.8(4) . . ?
O00A C00W C014 112.4(5) . . ?
C00T C00W C014 127.7(5) . . ?
C00U C00X H00X 119.2 . . ?
C00U C00X C019 121.6(5) . . ?
C019 C00X H00X 119.2 . . ?
C00Z C00Y H00Y 119.2 . . ?
C00Z C00Y C018 121.6(5) . . ?
C018 C00Y H00Y 119.2 . . ?
O1 C00Z C00Y 119.0(5) . . ?
O1 C00Z C01F 112.2(5) . . ?
C00Y C00Z C01F 128.8(5) . . ?
C00P C010 H010 119.6 . . ?
C00P C010 C018 120.9(5) . . ?
C018 C010 H010 119.6 . . ?
C00M C011 H01 109.5 . . ?
C00M C011 H 109.5 . . ?
C00M C011 HA 109.5 . . ?
H01 C011 H 109.5 . . ?
H01 C011 HA 109.5 . . ?
H C011 HA 109.5 . . ?
C01D C012 H012 120.0 . . ?
C01H C012 H012 120.0 . . ?
C01H C012 C01D 120.0(5) . . ?
C00Q C013 Cl 119.9(4) . . ?
C01D C013 Cl 117.8(4) . . ?
C01D C013 C00Q 122.3(5) . . ?
C00W C014 C017 109.2(4) . . ?
C00W C014 C022 108.2(4) . . ?
C00W C014 C024 110.5(5) . . ?
C017 C014 C022 110.3(5) . . ?
C017 C014 C024 109.5(5) . . ?
C024 C014 C022 109.1(5) . . ?
C00R C015 H7 109.5 . . ?
C00R C015 HB 109.5 . . ?
C00R C015 HC 109.5 . . ?
H7 C015 HB 109.5 . . ?
H7 C015 HC 109.5 . . ?
HB C015 HC 109.5 . . ?
C00Q C016 H016 120.0 . . ?
C01H C016 C00Q 120.1(5) . . ?
C01H C016 H016 120.0 . . ?
C014 C017 H01A 109.5 . . ?
C014 C017 H01B 109.5 . . ?
C014 C017 H01C 109.5 . . ?
H01A C017 H01B 109.5 . . ?
H01A C017 H01C 109.5 . . ?
H01B C017 H01C 109.5 . . ?
C00Y C018 C01R 123.8(5) . . ?
C010 C018 C00Y 116.7(5) . . ?
C010 C018 C01R 119.4(5) . . ?
C3 C018 C00Y 137(2) . . ?
C3 C018 C010 90.0(16) . . ?
C00T C019 C01C 122.9(5) . . ?
C00X C019 C00T 117.0(5) . . ?
C00X C019 C01C 120.0(5) . . ?
C2 C019 C00T 132(2) . . ?
C2 C019 C00X 90.5(16) . . ?
C00R C01A H8 109.5 . . ?
C00R C01A HD 109.5 . . ?
C00R C01A HE 109.5 . . ?
H8 C01A HD 109.5 . . ?
H8 C01A HE 109.5 . . ?
HD C01A HE 109.5 . . ?
C01K C01B H01D 119.5 . . ?
C01K C01B C01M 120.9(6) . . ?
C01M C01B H01D 119.5 . . ?
C019 C01C H01E 118.2 . . ?
C01P C01C C019 123.7(5) . . ?
C01P C01C H01E 118.2 . . ?
C012 C01D H10 120.5 . . ?
C013 C01D C012 119.1(5) . . ?
C013 C01D H10 120.5 . . ?
C00P C01E C023 108.9(5) . . ?
C00P C01E C026 109.9(4) . . ?
C00P C01E C027 110.5(5) . . ?
C026 C01E C023 108.9(5) . . ?
C027 C01E C023 109.4(5) . . ?
C027 C01E C026 109.2(5) . . ?
C00Z C01F C01J 109.0(4) . . ?
C00Z C01F C01S 110.7(5) . . ?
C00Z C01F C01V 108.5(4) . . ?
C01S C01F C01J 109.1(5) . . ?
C01S C01F C01V 109.5(5) . . ?
C01V C01F C01J 110.0(5) . . ?
C00U C01G C01O 108.2(4) . . ?
C00U C01G C01U 109.4(5) . . ?
C00U C01G C025 110.2(5) . . ?
C01O C01G C01U 109.4(5) . . ?
C025 C01G C01O 110.5(5) . . ?
C025 C01G C01U 109.0(5) . . ?
C012 C01H C016 121.2(5) . . ?
C012 C01H H11 119.4 . . ?
C016 C01H H11 119.4 . . ?
C01F C01J H01F 109.5 . . ?
C01F C01J H01G 109.5 . . ?
C01F C01J H01H 109.5 . . ?
H01F C01J H01G 109.5 . . ?
H01F C01J H01H 109.5 . . ?
H01G C01J H01H 109.5 . . ?
C01B C01K H01K 119.2 . . ?
C01B C01K C021 121.6(5) . . ?
C021 C01K H01K 119.2 . . ?
C00R C01L H14 109.5 . . ?
C00R C01L HF 109.5 . . ?
C00R C01L HG 109.5 . . ?
H14 C01L HF 109.5 . . ?
H14 C01L HG 109.5 . . ?
HF C01L HG 109.5 . . ?
C01B C01M C01N 116.9(5) . . ?
C01B C01M C01P 122.3(5) . . ?
C01N C01M C01P 120.7(5) . . ?
C01M C01N Cl2 119.8(4) . . ?
C01W C01N Cl2 118.6(5) . . ?
C01W C01N C01M 121.5(5) . . ?
C01G C01O H01I 109.5 . . ?
C01G C01O H01J 109.5 . . ?
C01G C01O H01L 109.5 . . ?
H01I C01O H01J 109.5 . . ?
H01I C01O H01L 109.5 . . ?
H01J C01O H01L 109.5 . . ?
C01C C01P C01M 126.7(5) . . ?
C01C C01P H01P 116.7 . . ?
C01M C01P H01P 116.7 . . ?
C01Y C01Q Cl3 119.9(5) . . ?
C020 C01Q Cl3 117.2(5) . . ?
C020 C01Q C01Y 122.8(6) . . ?
C018 C01R H01R 118.1 . . ?
C01X C01R C018 123.8(5) . . ?
C01X C01R H01R 118.1 . . ?
C01F C01S H01M 109.5 . . ?
C01F C01S H01N 109.5 . . ?
C01F C01S H01O 109.5 . . ?
H01M C01S H01N 109.5 . . ?
H01M C01S H01O 109.5 . . ?
H01N C01S H01O 109.5 . . ?
F004 B01T F005 109.3(4) . . ?
F006 B01T F004 109.5(4) . . ?
F006 B01T F005 108.9(4) . . ?
F008 B01T F004 109.9(4) . . ?
F008 B01T F005 109.9(4) . . ?
F008 B01T F006 109.4(4) . . ?
C01G C01U H01Q 109.5 . . ?
C01G C01U H01S 109.5 . . ?
C01G C01U H01T 109.5 . . ?
H01Q C01U H01S 109.5 . . ?
H01Q C01U H01T 109.5 . . ?
H01S C01U H01T 109.5 . . ?
C01F C01V H01U 109.5 . . ?
C01F C01V H01V 109.5 . . ?
C01F C01V H01W 109.5 . . ?
H01U C01V H01V 109.5 . . ?
H01U C01V H01W 109.5 . . ?
H01V C01V H01W 109.5 . . ?
C01N C01W H01X 119.6 . . ?
C01N C01W C021 120.9(5) . . ?
C021 C01W H01X 119.6 . . ?
C01R C01X H01Y 116.9 . . ?
C01R C01X C01Y 126.1(5) . . ?
C01Y C01X H01Y 116.9 . . ?
C01Q C01Y C01X 120.7(5) . . ?
C028 C01Y C01Q 116.4(5) . . ?
C028 C01Y C01X 122.8(6) . . ?
C020 C01Z H01Z 120.3 . . ?
C020 C01Z C02B 119.5(6) . . ?
C02B C01Z H01Z 120.3 . . ?
C01Q C020 H020 120.3 . . ?
C01Z C020 C01Q 119.3(6) . . ?
C01Z C020 H020 120.3 . . ?
C01K C021 C01W 118.2(5) . . ?
C01K C021 H021 120.9 . . ?
C01W C021 H021 120.9 . . ?
C014 C022 H02A 109.5 . . ?
C014 C022 H02B 109.5 . . ?
C014 C022 H02C 109.5 . . ?
H02A C022 H02B 109.5 . . ?
H02A C022 H02C 109.5 . . ?
H02B C022 H02C 109.5 . . ?
C01E C023 H02D 109.5 . . ?
C01E C023 H02E 109.5 . . ?
C01E C023 H02F 109.5 . . ?
H02D C023 H02E 109.5 . . ?
H02D C023 H02F 109.5 . . ?
H02E C023 H02F 109.5 . . ?
C014 C024 H02G 109.5 . . ?
C014 C024 H02H 109.5 . . ?
C014 C024 H02I 109.5 . . ?
H02G C024 H02H 109.5 . . ?
H02G C024 H02I 109.5 . . ?
H02H C024 H02I 109.5 . . ?
C01G C025 H02J 109.5 . . ?
C01G C025 H02K 109.5 . . ?
C01G C025 H02L 109.5 . . ?
H02J C025 H02K 109.5 . . ?
H02J C025 H02L 109.5 . . ?
H02K C025 H02L 109.5 . . ?
C01E C026 H02M 109.5 . . ?
C01E C026 H02N 109.5 . . ?
C01E C026 H02O 109.5 . . ?
H02M C026 H02N 109.5 . . ?
H02M C026 H02O 109.5 . . ?
H02N C026 H02O 109.5 . . ?
C01E C027 H02P 109.5 . . ?
C01E C027 H02Q 109.5 . . ?
C01E C027 H02R 109.5 . . ?
H02P C027 H02Q 109.5 . . ?
H02P C027 H02R 109.5 . . ?
H02Q C027 H02R 109.5 . . ?
C01Y C028 H028 119.2 . . ?
C02B C028 C01Y 121.5(6) . . ?
C02B C028 H028 119.2 . . ?
F009 B02A F00D 111.5(5) . . ?
F009 B02A F00E 107.1(4) . . ?
F00D B02A F00E 108.8(5) . . ?
F00F B02A F009 110.9(5) . . ?
F00F B02A F00D 110.0(5) . . ?
F00F B02A F00E 108.4(5) . . ?
C01Z C02B H02S 119.8 . . ?
C028 C02B C01Z 120.4(6) . . ?
C028 C02B H02S 119.8 . . ?
F00B B02C F00N 115.2(6) . . ?
F00B B02C F01I 114.1(6) . . ?
F00B B02C F029 106.4(5) . . ?
F00B B02C F00O 101.4(11) . . ?
F00B B02C F0 114.6(14) . . ?
F00N B02C F01I 109.8(7) . . ?
F00N B02C F029 108.5(7) . . ?
F01I B02C F029 101.8(7) . . ?
F01J B02C F00B 121.1(10) . . ?
F01J B02C F00O 93.8(13) . . ?
F01J B02C F0 118.9(16) . . ?
F0 B02C F00O 98(2) . . ?
C2 C1 H1 105.9 . . ?
C2 C1 C3 89(3) . . ?
C2 C1 C7 120(3) . . ?
C3 C1 H1 105.9 . . ?
C3 C1 C7 128(4) . . ?
C7 C1 H1 105.9 . . ?
C019 C2 C1 101(3) . . ?
C019 C2 H2 106.4 . . ?
C019 C2 C4 139(4) . . ?
C1 C2 H2 106.4 . . ?
C1 C2 C4 91(3) . . ?
C4 C2 H2 106.4 . . ?
C018 C3 C1 128(4) . . ?
C018 C3 H3 112.3 . . ?
C018 C3 C4 96(3) . . ?
C1 C3 H3 112.3 . . ?
C1 C3 C4 91(3) . . ?
C4 C3 H3 112.3 . . ?
C2 C4 H4 112.3 . . ?
C2 C4 C11 116(4) . . ?
C3 C4 C2 88(3) . . ?
C3 C4 H4 112.3 . . ?
C3 C4 C11 113(3) . . ?
C11 C4 H4 112.3 . . ?
C8 C7 C1 121(3) . . ?
C8 C7 C5 120.0 . . ?
C5 C7 C1 118(3) . . ?
C7 C8 Cl2A 124(2) . . ?
C9 C8 Cl2A 116(2) . . ?
C9 C8 C7 120.0 . . ?
C8 C9 H9 120.0 . . ?
C8 C9 C0 120.0 . . ?
C0 C9 H9 120.0 . . ?
C9 C0 H0 120.0 . . ?
C9 C0 C6 120.0 . . ?
C6 C0 H0 120.0 . . ?
C0 C6 H6 120.0 . . ?
C5 C6 C0 120.0 . . ?
C5 C6 H6 120.0 . . ?
C7 C5 H5 120.0 . . ?
C6 C5 C7 120.0 . . ?
C6 C5 H5 120.0 . . ?
C12 C10 Cl3A 112(2) . . ?
C12 C10 C11 120.0 . . ?
C11 C10 Cl3A 127(2) . . ?
C10 C12 H12 120.0 . . ?
C10 C12 C01{ 120.0 . . ?
C01{ C12 H12 120.0 . . ?
C12 C01{ H01{ 120.0 . . ?
C02C C01{ C12 120.0 . . ?
C02C C01{ H01{ 120.0 . . ?
C01{ C02C H02T 120.0 . . ?
C01{ C02C C13 120.0 . . ?
C13 C02C H02T 120.0 . . ?
C02C C13 H13 120.0 . . ?
C11 C13 C02C 120.0 . . ?
C11 C13 H13 120.0 . . ?
C10 C11 C4 116(3) . . ?
C13 C11 C4 124(3) . . ?
C13 C11 C10 120.0 . . ?

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
Cl C013 C01D C012 -179.8(5) . . . . ?
Cl2 C01N C01W C021 -179.7(5) . . . . ?
Cl3 C01Q C01Y C01X 7.3(8) . . . . ?
Cl3 C01Q C01Y C028 -176.4(5) . . . . ?
Cl3 C01Q C020 C01Z 177.6(5) . . . . ?
O007 C00G C00H C00I -3.5(7) . . . . ?
O007 C00G C00R C015 -178.1(4) . . . . ?
O007 C00G C00R C01A 62.3(5) . . . . ?
O007 C00G C00R C01L -56.8(5) . . . . ?
O007 C00J C00K C00I -1.0(7) . . . . ?
O007 C00J C00M C00O 53.7(5) . . . . ?
O007 C00J C00M C00S -66.1(5) . . . . ?
O007 C00J C00M C011 174.4(4) . . . . ?
O00A C00U C00X C019 3.0(8) . . . . ?
O00A C00U C01G C01O -63.4(6) . . . . ?
O00A C00U C01G C01U 55.7(6) . . . . ?
O00A C00U C01G C025 175.6(5) . . . . ?
O00A C00W C014 C017 49.7(6) . . . . ?
O00A C00W C014 C022 -70.4(6) . . . . ?
O00A C00W C014 C024 170.2(4) . . . . ?
O1 C00P C010 C018 -2.1(8) . . . . ?
O1 C00P C01E C023 62.5(6) . . . . ?
O1 C00P C01E C026 -56.7(6) . . . . ?
O1 C00P C01E C027 -177.3(5) . . . . ?
O1 C00Z C01F C01J -55.3(6) . . . . ?
O1 C00Z C01F C01S -175.4(4) . . . . ?
O1 C00Z C01F C01V 64.4(6) . . . . ?
C00G O007 C00J C00K 1.3(7) . . . . ?
C00G O007 C00J C00M 180.0(4) . . . . ?
C00G C00H C00I C00K 3.6(7) . . . . ?
C00G C00H C00I C00L -177.1(4) . . . . ?
C00H C00G C00R C015 0.5(7) . . . . ?
C00H C00G C00R C01A -119.1(5) . . . . ?
C00H C00G C00R C01L 121.8(5) . . . . ?
C00H C00I C00K C00J -1.4(7) . . . . ?
C00H C00I C00L C00V -179.5(5) . . . . ?
C00I C00L C00V C00Q 179.4(5) . . . . ?
C00J O007 C00G C00H 1.0(7) . . . . ?
C00J O007 C00G C00R 179.7(4) . . . . ?
C00K C00I C00L C00V -0.3(8) . . . . ?
C00K C00J C00M C00O -127.7(5) . . . . ?
C00K C00J C00M C00S 112.5(5) . . . . ?
C00K C00J C00M C011 -7.1(7) . . . . ?
C00L C00I C00K C00J 179.4(4) . . . . ?
C00M C00J C00K C00I -179.5(5) . . . . ?
C00P O1 C00Z C00Y 0.4(7) . . . . ?
C00P O1 C00Z C01F -178.9(4) . . . . ?
C00P C010 C018 C00Y 3.3(7) . . . . ?
C00P C010 C018 C01R -173.6(5) . . . . ?
C00P C010 C018 C3 148(2) . . . . ?
C00Q C013 C01D C012 -0.3(9) . . . . ?
C00Q C016 C01H C012 1.5(9) . . . . ?
C00R C00G C00H C00I 178.0(5) . . . . ?
C00T C00W C014 C017 -129.5(6) . . . . ?
C00T C00W C014 C022 110.4(6) . . . . ?
C00T C00W C014 C024 -9.0(8) . . . . ?
C00T C019 C01C C01P 15.6(8) . . . . ?
C00T C019 C2 C1 48(4) . . . . ?
C00T C019 C2 C4 -57(5) . . . . ?
C00U O00A C00W C00T -1.8(7) . . . . ?
C00U O00A C00W C014 178.9(4) . . . . ?
C00U C00X C019 C00T -5.2(8) . . . . ?
C00U C00X C019 C01C 171.3(5) . . . . ?
C00U C00X C019 C2 -145(2) . . . . ?
C00V C00Q C013 Cl -2.5(8) . . . . ?
C00V C00Q C013 C01D 178.0(5) . . . . ?
C00V C00Q C016 C01H -178.6(5) . . . . ?
C00W O00A C00U C00X 0.7(7) . . . . ?
C00W O00A C00U C01G 178.2(4) . . . . ?
C00W C00T C019 C00X 4.1(8) . . . . ?
C00W C00T C019 C01C -172.3(5) . . . . ?
C00W C00T C019 C2 122(2) . . . . ?
C00X C00U C01G C01O 113.8(6) . . . . ?
C00X C00U C01G C01U -127.1(6) . . . . ?
C00X C00U C01G C025 -7.2(8) . . . . ?
C00X C019 C01C C01P -160.7(5) . . . . ?
C00X C019 C2 C1 177(3) . . . . ?
C00X C019 C2 C4 71(4) . . . . ?
C00Y C00Z C01F C01J 125.5(6) . . . . ?
C00Y C00Z C01F C01S 5.4(8) . . . . ?
C00Y C00Z C01F C01V -114.8(6) . . . . ?
C00Y C018 C01R C01X -5.3(9) . . . . ?
C00Y C018 C3 C1 58(4) . . . . ?
C00Y C018 C3 C4 -39(4) . . . . ?
C00Z O1 C00P C010 0.2(7) . . . . ?
C00Z O1 C00P C01E -177.7(4) . . . . ?
C00Z C00Y C018 C010 -2.8(8) . . . . ?
C00Z C00Y C018 C01R 174.0(5) . . . . ?
C00Z C00Y C018 C3 -125(2) . . . . ?
C010 C00P C01E C023 -115.1(6) . . . . ?
C010 C00P C01E C026 125.7(6) . . . . ?
C010 C00P C01E C027 5.1(8) . . . . ?
C010 C018 C01R C01X 171.4(6) . . . . ?
C010 C018 C3 C1 -74(3) . . . . ?
C010 C018 C3 C4 -170(2) . . . . ?
C013 C00Q C00V C00L -167.1(5) . . . . ?
C013 C00Q C016 C01H -1.4(9) . . . . ?
C016 C00Q C00V C00L 10.0(9) . . . . ?
C016 C00Q C013 Cl -179.7(4) . . . . ?
C016 C00Q C013 C01D 0.8(8) . . . . ?
C018 C00Y C00Z O1 1.0(8) . . . . ?
C018 C00Y C00Z C01F -179.8(5) . . . . ?
C018 C01R C01X C01Y -173.4(6) . . . . ?
C018 C3 C4 C2 135(3) . . . . ?
C018 C3 C4 C11 -107(4) . . . . ?
C019 C00T C00W O00A -0.7(8) . . . . ?
C019 C00T C00W C014 178.4(5) . . . . ?
C019 C01C C01P C01M 173.0(5) . . . . ?
C019 C2 C4 C3 103(5) . . . . ?
C019 C2 C4 C11 -12(6) . . . . ?
C01B C01K C021 C01W -1.2(9) . . . . ?
C01B C01M C01N Cl2 179.7(4) . . . . ?
C01B C01M C01N C01W 2.1(9) . . . . ?
C01B C01M C01P C01C 4.2(10) . . . . ?
C01D C012 C01H C016 -0.9(9) . . . . ?
C01E C00P C010 C018 175.4(5) . . . . ?
C01G C00U C00X C019 -174.1(5) . . . . ?
C01H C012 C01D C013 0.3(9) . . . . ?
C01K C01B C01M C01N -1.8(9) . . . . ?
C01K C01B C01M C01P -178.6(5) . . . . ?
C01M C01B C01K C021 1.4(9) . . . . ?
C01M C01N C01W C021 -2.0(10) . . . . ?
C01N C01M C01P C01C -172.5(6) . . . . ?
C01N C01W C021 C01K 1.5(9) . . . . ?
C01P C01M C01N Cl2 -3.4(8) . . . . ?
C01P C01M C01N C01W 179.0(6) . . . . ?
C01Q C01Y C028 C02B 0.4(10) . . . . ?
C01R C01X C01Y C01Q 172.4(6) . . . . ?
C01R C01X C01Y C028 -3.7(10) . . . . ?
C01X C01Y C028 C02B 176.6(7) . . . . ?
C01Y C01Q C020 C01Z 1.0(10) . . . . ?
C01Y C028 C02B C01Z -2.1(11) . . . . ?
C020 C01Q C01Y C01X -176.1(6) . . . . ?
C020 C01Q C01Y C028 0.2(10) . . . . ?
C020 C01Z C02B C028 3.3(10) . . . . ?
C02B C01Z C020 C01Q -2.7(10) . . . . ?
C1 C2 C4 C3 -7(3) . . . . ?
C1 C2 C4 C11 -122(3) . . . . ?
C1 C3 C4 C2 7(3) . . . . ?
C1 C3 C4 C11 125(3) . . . . ?
C1 C7 C8 Cl2A 19(4) . . . . ?
C1 C7 C8 C9 -167(4) . . . . ?
C1 C7 C5 C6 168(4) . . . . ?
C2 C1 C3 C018 -105(4) . . . . ?
C2 C1 C3 C4 -7(3) . . . . ?
C2 C1 C7 C8 -143(3) . . . . ?
C2 C1 C7 C5 50(5) . . . . ?
C2 C4 C11 C10 -104(3) . . . . ?
C2 C4 C11 C13 69(4) . . . . ?
C3 C1 C2 C019 -135(3) . . . . ?
C3 C1 C2 C4 7(3) . . . . ?
C3 C1 C7 C8 103(4) . . . . ?
C3 C1 C7 C5 -65(4) . . . . ?
C3 C4 C11 C10 156(3) . . . . ?
C3 C4 C11 C13 -31(5) . . . . ?
Cl2A C8 C9 C0 174(3) . . . . ?
C7 C1 C2 C019 91(4) . . . . ?
C7 C1 C2 C4 -127(4) . . . . ?
C7 C1 C3 C018 23(5) . . . . ?
C7 C1 C3 C4 121(4) . . . . ?
C7 C8 C9 C0 0.0 . . . . ?
C8 C7 C5 C6 0.0 . . . . ?
C8 C9 C0 C6 0.0 . . . . ?
C9 C0 C6 C5 0.0 . . . . ?
C0 C6 C5 C7 0.0 . . . . ?
C5 C7 C8 Cl2A -174(4) . . . . ?
C5 C7 C8 C9 0.0 . . . . ?
Cl3A C10 C12 C01{ 175(3) . . . . ?
Cl3A C10 C11 C4 -1(4) . . . . ?
Cl3A C10 C11 C13 -175(4) . . . . ?
C10 C12 C01{ C02C 0.0 . . . . ?
C12 C10 C11 C4 174(4) . . . . ?
C12 C10 C11 C13 0.0 . . . . ?
C12 C01{ C02C C13 0.0 . . . . ?
C01{ C02C C13 C11 0.0 . . . . ?
C02C C13 C11 C4 -173(4) . . . . ?
C02C C13 C11 C10 0.0 . . . . ?
C11 C10 C12 C01{ 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3BrSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2mcqk9
_database_code_depnum_ccdc_archive 'CCDC 2424341'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2025-02-17 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2025-02-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H26 Br O, B F4'
_chemical_formula_sum            'C21 H26 B Br F4 O'
_chemical_formula_weight         461.14
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.1741(8)
_cell_length_b                   11.2448(8)
_cell_length_c                   25.3113(16)
_cell_angle_alpha                90
_cell_angle_beta                 101.307(3)
_cell_angle_gamma                90
_cell_volume                     4235.0(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9857
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.604
_cell_measurement_theta_min      2.639
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    1.984
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1888
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0249
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            55178
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.640
_diffrn_reflns_theta_min         2.504
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5248
_reflns_number_total             5972
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.294
_refine_diff_density_min         -0.811
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         5972
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0305
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0342P)²+7.5113P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0746
_refine_ls_wR_factor_ref         0.0786
_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. Uiso/Uaniso restraints and constraints
Uanis(Br01) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00B(H00B), C00C(H00C), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00N(H00N)
3.b Idealised Me refined as rotating group:
 C00K(H00A,H00D,H00I), C00M(H00J,H00K,H00L), C00O(H00M,H00O,H00P), C00P(H00Q,
 H00R,H00S), C00Q(H00T,H00U,H00V), C00R(H00W,H00X,H00Y)
;
_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 0.51793(2) 0.20448(2) 0.89975(2) 0.02319(6) Uani 1 1 d . U . . .
O002 O 0.64517(7) 0.62084(9) 0.57906(4) 0.01442(19) Uani 1 1 d . . . . .
F003 F 0.65526(9) 0.70813(10) 0.78930(4) 0.0337(3) Uani 1 1 d . . . . .
F004 F 0.61244(9) 0.56042(10) 0.84032(5) 0.0382(3) Uani 1 1 d . . . . .
F005 F 0.74922(8) 0.64960(11) 0.86584(5) 0.0373(3) Uani 1 1 d . . . . .
F006 F 0.62335(10) 0.75182(12) 0.87080(5) 0.0475(3) Uani 1 1 d . . . . .
C007 C 0.57547(10) 0.16517(13) 0.84204(6) 0.0154(3) Uani 1 1 d . . . . .
C008 C 0.62703(10) 0.67608(13) 0.62320(6) 0.0148(3) Uani 1 1 d . . . . .
C009 C 0.59024(10) 0.25293(13) 0.80614(6) 0.0163(3) Uani 1 1 d . . . . .
H009 H 0.573001 0.332961 0.810587 0.020 Uiso 1 1 calc R U . . .
C00A C 0.63132(10) 0.22047(13) 0.76304(6) 0.0157(3) Uani 1 1 d . . . . .
C00B C 0.61881(10) 0.61106(13) 0.66752(6) 0.0166(3) Uani 1 1 d . . . . .
H00B H 0.604142 0.649578 0.698070 0.020 Uiso 1 1 calc R U . . .
C00C C 0.65182(10) 0.43408(13) 0.62108(6) 0.0163(3) Uani 1 1 d . . . . .
H00C H 0.661655 0.350741 0.620131 0.020 Uiso 1 1 calc R U . . .
C00D C 0.67661(10) 0.46050(13) 0.52371(6) 0.0159(3) Uani 1 1 d . . . . .
C00E C 0.64411(10) 0.30268(13) 0.72035(6) 0.0163(3) Uani 1 1 d . . . . .
H00E H 0.670335 0.269764 0.692496 0.020 Uiso 1 1 calc R U . . .
C00F C 0.59983(10) 0.04713(13) 0.83670(6) 0.0165(3) Uani 1 1 d . . . . .
H00F H 0.588116 -0.011358 0.861514 0.020 Uiso 1 1 calc R U . . .
C00G C 0.65751(10) 0.10229(14) 0.75815(6) 0.0183(3) Uani 1 1 d . . . . .
H00G H 0.686616 0.080676 0.729574 0.022 Uiso 1 1 calc R U . . .
C00H C 0.64158(11) 0.01622(14) 0.79444(6) 0.0189(3) Uani 1 1 d . . . . .
H00H H 0.659212 -0.063806 0.790406 0.023 Uiso 1 1 calc R U . . .
C00I C 0.65686(9) 0.50210(12) 0.57702(6) 0.0144(3) Uani 1 1 d . . . . .
C00J C 0.63202(10) 0.48708(13) 0.66811(6) 0.0159(3) Uani 1 1 d . . . . .
C00K C 0.77835(11) 0.47473(16) 0.52617(7) 0.0227(3) Uani 1 1 d . . . . .
H00A H 0.795560 0.557918 0.533752 0.034 Uiso 1 1 calc R U . . .
H00D H 0.792754 0.451372 0.491538 0.034 Uiso 1 1 calc R U . . .
H00I H 0.811443 0.423943 0.554795 0.034 Uiso 1 1 calc R U . . .
C00L C 0.61976(10) 0.80914(13) 0.61540(6) 0.0168(3) Uani 1 1 d . . . . .
C00M C 0.54303(11) 0.83712(15) 0.56759(7) 0.0213(3) Uani 1 1 d . . . . .
H00J H 0.556132 0.800801 0.534790 0.032 Uiso 1 1 calc R U . . .
H00K H 0.537562 0.923455 0.562760 0.032 Uiso 1 1 calc R U . . .
H00L H 0.486527 0.804923 0.574774 0.032 Uiso 1 1 calc R U . . .
C00N C 0.62332(10) 0.41931(13) 0.71560(6) 0.0176(3) Uani 1 1 d . . . . .
H00N H 0.602423 0.458147 0.744131 0.021 Uiso 1 1 calc R U . . .
C00O C 0.70893(12) 0.85519(15) 0.60300(9) 0.0286(4) Uani 1 1 d . . . . .
H00M H 0.758181 0.835215 0.632916 0.043 Uiso 1 1 calc R U . . .
H00O H 0.705684 0.941694 0.598330 0.043 Uiso 1 1 calc R U . . .
H00P H 0.719775 0.817990 0.569842 0.043 Uiso 1 1 calc R U . . .
C00P C 0.65019(12) 0.32927(15) 0.51486(7) 0.0244(3) Uani 1 1 d . . . . .
H00Q H 0.686576 0.280894 0.543210 0.037 Uiso 1 1 calc R U . . .
H00R H 0.660670 0.303470 0.479625 0.037 Uiso 1 1 calc R U . . .
H00S H 0.586432 0.319617 0.516082 0.037 Uiso 1 1 calc R U . . .
C00Q C 0.62419(12) 0.53546(16) 0.47728(6) 0.0249(3) Uani 1 1 d . . . . .
H00T H 0.559868 0.531830 0.477874 0.037 Uiso 1 1 calc R U . . .
H00U H 0.634611 0.504191 0.442886 0.037 Uiso 1 1 calc R U . . .
H00V H 0.644646 0.618212 0.481439 0.037 Uiso 1 1 calc R U . . .
C00R C 0.60149(14) 0.86858(15) 0.66632(7) 0.0284(4) Uani 1 1 d . . . . .
H00W H 0.546190 0.836022 0.675090 0.043 Uiso 1 1 calc R U . . .
H00X H 0.594629 0.954481 0.660360 0.043 Uiso 1 1 calc R U . . .
H00Y H 0.651897 0.853449 0.696239 0.043 Uiso 1 1 calc R U . . .
B00S B 0.65892(13) 0.66668(16) 0.84150(7) 0.0198(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br01 C007 1.8951(15) . ?
O002 C008 1.3529(17) . ?
O002 C00I 1.3493(17) . ?
F003 B00S 1.392(2) . ?
F004 B00S 1.385(2) . ?
F005 B00S 1.401(2) . ?
F006 B00S 1.384(2) . ?
C007 C009 1.389(2) . ?
C007 C00F 1.392(2) . ?
C008 C00B 1.365(2) . ?
C008 C00L 1.510(2) . ?
C009 H009 0.9500 . ?
C009 C00A 1.407(2) . ?
C00A C00E 1.463(2) . ?
C00A C00G 1.399(2) . ?
C00B H00B 0.9500 . ?
C00B C00J 1.408(2) . ?
C00C H00C 0.9500 . ?
C00C C00I 1.367(2) . ?
C00C C00J 1.415(2) . ?
C00D C00I 1.513(2) . ?
C00D C00K 1.541(2) . ?
C00D C00P 1.534(2) . ?
C00D C00Q 1.536(2) . ?
C00E H00E 0.9500 . ?
C00E C00N 1.349(2) . ?
C00F H00F 0.9500 . ?
C00F C00H 1.390(2) . ?
C00G H00G 0.9500 . ?
C00G C00H 1.388(2) . ?
C00H H00H 0.9500 . ?
C00J C00N 1.451(2) . ?
C00K H00A 0.9800 . ?
C00K H00D 0.9800 . ?
C00K H00I 0.9800 . ?
C00L C00M 1.538(2) . ?
C00L C00O 1.538(2) . ?
C00L C00R 1.525(2) . ?
C00M H00J 0.9800 . ?
C00M H00K 0.9800 . ?
C00M H00L 0.9800 . ?
C00N H00N 0.9500 . ?
C00O H00M 0.9800 . ?
C00O H00O 0.9800 . ?
C00O H00P 0.9800 . ?
C00P H00Q 0.9800 . ?
C00P H00R 0.9800 . ?
C00P H00S 0.9800 . ?
C00Q H00T 0.9800 . ?
C00Q H00U 0.9800 . ?
C00Q H00V 0.9800 . ?
C00R H00W 0.9800 . ?
C00R H00X 0.9800 . ?
C00R H00Y 0.9800 . ?

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
C00I O002 C008 122.37(12) . . ?
C009 C007 Br01 119.76(11) . . ?
C009 C007 C00F 122.28(14) . . ?
C00F C007 Br01 117.95(11) . . ?
O002 C008 C00B 119.93(13) . . ?
O002 C008 C00L 111.62(12) . . ?
C00B C008 C00L 128.45(13) . . ?
C007 C009 H009 120.8 . . ?
C007 C009 C00A 118.42(14) . . ?
C00A C009 H009 120.8 . . ?
C009 C00A C00E 123.49(14) . . ?
C00G C00A C009 119.45(13) . . ?
C00G C00A C00E 116.97(14) . . ?
C008 C00B H00B 119.9 . . ?
C008 C00B C00J 120.21(14) . . ?
C00J C00B H00B 119.9 . . ?
C00I C00C H00C 119.8 . . ?
C00I C00C C00J 120.38(13) . . ?
C00J C00C H00C 119.8 . . ?
C00I C00D C00K 107.70(12) . . ?
C00I C00D C00P 109.63(12) . . ?
C00I C00D C00Q 110.46(12) . . ?
C00P C00D C00K 109.69(13) . . ?
C00P C00D C00Q 109.56(13) . . ?
C00Q C00D C00K 109.78(13) . . ?
C00A C00E H00E 115.9 . . ?
C00N C00E C00A 128.13(14) . . ?
C00N C00E H00E 115.9 . . ?
C007 C00F H00F 120.6 . . ?
C00H C00F C007 118.89(14) . . ?
C00H C00F H00F 120.6 . . ?
C00A C00G H00G 119.5 . . ?
C00H C00G C00A 120.95(14) . . ?
C00H C00G H00G 119.5 . . ?
C00F C00H H00H 120.0 . . ?
C00G C00H C00F 119.98(14) . . ?
C00G C00H H00H 120.0 . . ?
O002 C00I C00C 119.59(13) . . ?
O002 C00I C00D 112.99(12) . . ?
C00C C00I C00D 127.40(13) . . ?
C00B C00J C00C 117.47(13) . . ?
C00B C00J C00N 119.53(14) . . ?
C00C C00J C00N 122.99(13) . . ?
C00D C00K H00A 109.5 . . ?
C00D C00K H00D 109.5 . . ?
C00D C00K H00I 109.5 . . ?
H00A C00K H00D 109.5 . . ?
H00A C00K H00I 109.5 . . ?
H00D C00K H00I 109.5 . . ?
C008 C00L C00M 109.27(12) . . ?
C008 C00L C00O 108.39(13) . . ?
C008 C00L C00R 110.16(13) . . ?
C00O C00L C00M 109.34(14) . . ?
C00R C00L C00M 109.90(13) . . ?
C00R C00L C00O 109.76(14) . . ?
C00L C00M H00J 109.5 . . ?
C00L C00M H00K 109.5 . . ?
C00L C00M H00L 109.5 . . ?
H00J C00M H00K 109.5 . . ?
H00J C00M H00L 109.5 . . ?
H00K C00M H00L 109.5 . . ?
C00E C00N C00J 121.79(14) . . ?
C00E C00N H00N 119.1 . . ?
C00J C00N H00N 119.1 . . ?
C00L C00O H00M 109.5 . . ?
C00L C00O H00O 109.5 . . ?
C00L C00O H00P 109.5 . . ?
H00M C00O H00O 109.5 . . ?
H00M C00O H00P 109.5 . . ?
H00O C00O H00P 109.5 . . ?
C00D C00P H00Q 109.5 . . ?
C00D C00P H00R 109.5 . . ?
C00D C00P H00S 109.5 . . ?
H00Q C00P H00R 109.5 . . ?
H00Q C00P H00S 109.5 . . ?
H00R C00P H00S 109.5 . . ?
C00D C00Q H00T 109.5 . . ?
C00D C00Q H00U 109.5 . . ?
C00D C00Q H00V 109.5 . . ?
H00T C00Q H00U 109.5 . . ?
H00T C00Q H00V 109.5 . . ?
H00U C00Q H00V 109.5 . . ?
C00L C00R H00W 109.5 . . ?
C00L C00R H00X 109.5 . . ?
C00L C00R H00Y 109.5 . . ?
H00W C00R H00X 109.5 . . ?
H00W C00R H00Y 109.5 . . ?
H00X C00R H00Y 109.5 . . ?
F003 B00S F005 108.48(14) . . ?
F004 B00S F003 110.07(15) . . ?
F004 B00S F005 109.96(14) . . ?
F006 B00S F003 109.26(14) . . ?
F006 B00S F004 110.97(15) . . ?
F006 B00S F005 108.05(15) . . ?

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
Br01 C007 C009 C00A -178.62(11) . . . . ?
Br01 C007 C00F C00H 179.59(11) . . . . ?
O002 C008 C00B C00J 2.0(2) . . . . ?
O002 C008 C00L C00M 60.50(16) . . . . ?
O002 C008 C00L C00O -58.57(17) . . . . ?
O002 C008 C00L C00R -178.68(13) . . . . ?
C007 C009 C00A C00E 175.12(14) . . . . ?
C007 C009 C00A C00G -1.2(2) . . . . ?
C007 C00F C00H C00G -0.6(2) . . . . ?
C008 O002 C00I C00C -1.1(2) . . . . ?
C008 O002 C00I C00D -179.89(12) . . . . ?
C008 C00B C00J C00C -1.3(2) . . . . ?
C008 C00B C00J C00N 179.80(14) . . . . ?
C009 C007 C00F C00H 1.0(2) . . . . ?
C009 C00A C00E C00N 2.6(3) . . . . ?
C009 C00A C00G C00H 1.6(2) . . . . ?
C00A C00E C00N C00J -173.92(14) . . . . ?
C00A C00G C00H C00F -0.6(2) . . . . ?
C00B C008 C00L C00M -120.38(17) . . . . ?
C00B C008 C00L C00O 120.55(18) . . . . ?
C00B C008 C00L C00R 0.4(2) . . . . ?
C00B C00J C00N C00E -173.18(15) . . . . ?
C00C C00J C00N C00E 8.0(2) . . . . ?
C00E C00A C00G C00H -175.01(14) . . . . ?
C00F C007 C009 C00A 0.0(2) . . . . ?
C00G C00A C00E C00N 179.06(15) . . . . ?
C00I O002 C008 C00B -0.9(2) . . . . ?
C00I O002 C008 C00L 178.35(12) . . . . ?
C00I C00C C00J C00B -0.5(2) . . . . ?
C00I C00C C00J C00N 178.27(14) . . . . ?
C00J C00C C00I O002 1.7(2) . . . . ?
C00J C00C C00I C00D -179.62(14) . . . . ?
C00K C00D C00I O002 84.45(15) . . . . ?
C00K C00D C00I C00C -94.28(18) . . . . ?
C00L C008 C00B C00J -177.01(14) . . . . ?
C00P C00D C00I O002 -156.26(13) . . . . ?
C00P C00D C00I C00C 25.0(2) . . . . ?
C00Q C00D C00I O002 -35.43(17) . . . . ?
C00Q C00D C00I C00C 145.85(16) . . . . ?

_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_35ClSPyL-1
_audit_block_doi                 10.5517/ccdc.csd.cc2j17tn
_database_code_depnum_ccdc_archive 'CCDC 2324901'
loop_
_audit_author_name
_audit_author_address
'Jiang Bin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2025-01-07 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2024-01-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H25 Cl2 O, B F4'
_chemical_formula_sum            'C21 H25 B Cl2 F4 O'
_chemical_formula_weight         451.12
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   15.0364(13)
_cell_length_b                   9.8485(7)
_cell_length_c                   16.3609(14)
_cell_angle_alpha                90
_cell_angle_beta                 113.743(3)
_cell_angle_gamma                90
_cell_volume                     2217.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9962
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      27.512
_cell_measurement_theta_min      2.475
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.335
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            57645
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.581
_diffrn_reflns_theta_min         2.475
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4486
_reflns_number_total             5110
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         5110
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      1.123
_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)+(0.0345P)²+6.0123P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1437
_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:
 C009(H009), C00B(H00B), C00F(H00F), C00G(H00G), C00I(H00I), C00J(H00J),
 C00Q(H00R)
2.b Idealised Me refined as rotating group:
 C00K(H00A,H00C,H00D), C00L(H00E,H00H,H00K), C00N(H00L,H00M,H00N), C00P(H00O,
 H00P,H00Q), C00R(H00S,H00T,H00U), C00S(H00V,H00W,H00X)
;
_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
Cl01 Cl 0.96487(5) 0.14969(7) 0.60905(5) 0.03235(18) Uani 1 1 d . . . . .
Cl02 Cl 0.97081(5) 0.69425(7) 0.58219(5) 0.03236(18) Uani 1 1 d . . . . .
F003 F 0.49885(11) 0.26118(16) 0.58053(10) 0.0259(3) Uani 1 1 d . . . . .
F004 F 0.41168(13) 0.27138(17) 0.66637(11) 0.0297(4) Uani 1 1 d . . . . .
F005 F 0.33882(12) 0.20433(18) 0.52170(11) 0.0312(4) Uani 1 1 d . . . . .
F006 F 0.44892(13) 0.06564(17) 0.62397(13) 0.0363(4) Uani 1 1 d . . . . .
O007 O 0.28839(12) 0.31060(16) 0.27502(11) 0.0152(3) Uani 1 1 d . . . . .
C008 C 0.33299(17) 0.2001(2) 0.32262(15) 0.0142(4) Uani 1 1 d . . . . .
C009 C 0.42986(16) 0.2053(2) 0.37569(15) 0.0148(4) Uani 1 1 d . . . . .
H009 H 0.461677 0.127549 0.409058 0.018 Uiso 1 1 calc R U . . .
C00A C 0.48269(17) 0.3247(2) 0.38124(15) 0.0151(4) Uani 1 1 d . . . . .
C00B C 0.43307(17) 0.4376(2) 0.32995(15) 0.0162(4) Uani 1 1 d . . . . .
H00B H 0.466827 0.520045 0.332258 0.019 Uiso 1 1 calc R U . . .
C00C C 0.33636(17) 0.4276(2) 0.27709(15) 0.0147(4) Uani 1 1 d . . . . .
C00D C 0.26412(17) 0.0814(2) 0.30497(16) 0.0161(4) Uani 1 1 d . . . . .
C00E C 0.75306(17) 0.4236(2) 0.49760(15) 0.0165(4) Uani 1 1 d . . . . .
C00F C 0.80534(18) 0.5456(3) 0.51562(16) 0.0191(5) Uani 1 1 d . . . . .
H00F H 0.772575 0.629692 0.496388 0.023 Uiso 1 1 calc R U . . .
C00G C 0.58659(17) 0.3236(2) 0.43691(16) 0.0179(5) Uani 1 1 d . . . . .
H00G H 0.613529 0.242340 0.468494 0.021 Uiso 1 1 calc R U . . .
C00H C 0.26884(17) 0.5348(2) 0.21827(16) 0.0171(5) Uani 1 1 d . . . . .
C00I C 0.64734(17) 0.4287(2) 0.44705(15) 0.0168(5) Uani 1 1 d . . . . .
H00I H 0.619783 0.512302 0.419479 0.020 Uiso 1 1 calc R U . . .
C00J C 0.80303(17) 0.3003(3) 0.52666(16) 0.0181(5) Uani 1 1 d . . . . .
H00J H 0.768599 0.216747 0.514480 0.022 Uiso 1 1 calc R U . . .
C00K C 0.17210(17) 0.1270(3) 0.31715(17) 0.0205(5) Uani 1 1 d . . . . .
H00A H 0.189835 0.155979 0.379047 0.031 Uiso 1 1 calc R U . . .
H00C H 0.126203 0.051126 0.303362 0.031 Uiso 1 1 calc R U . . .
H00D H 0.141782 0.202936 0.276799 0.031 Uiso 1 1 calc R U . . .
C00L C 0.23783(19) 0.0359(3) 0.20770(17) 0.0218(5) Uani 1 1 d . . . . .
H00E H 0.206898 0.111310 0.167102 0.033 Uiso 1 1 calc R U . . .
H00H H 0.192869 -0.041158 0.193614 0.033 Uiso 1 1 calc R U . . .
H00K H 0.297014 0.008629 0.200631 0.033 Uiso 1 1 calc R U . . .
C00M C 0.90303(18) 0.3021(3) 0.57325(17) 0.0215(5) Uani 1 1 d . . . . .
C00N C 0.21119(18) 0.4764(3) 0.12415(16) 0.0218(5) Uani 1 1 d . . . . .
H00L H 0.256070 0.453913 0.096269 0.033 Uiso 1 1 calc R U . . .
H00M H 0.164073 0.543882 0.087623 0.033 Uiso 1 1 calc R U . . .
H00N H 0.176787 0.394139 0.128773 0.033 Uiso 1 1 calc R U . . .
C00O C 0.90572(18) 0.5423(3) 0.56195(17) 0.0215(5) Uani 1 1 d . . . . .
C00P C 0.31239(19) -0.0360(2) 0.36867(17) 0.0216(5) Uani 1 1 d . . . . .
H00O H 0.370925 -0.064605 0.360894 0.032 Uiso 1 1 calc R U . . .
H00P H 0.266993 -0.112410 0.355525 0.032 Uiso 1 1 calc R U . . .
H00Q H 0.330178 -0.006164 0.430403 0.032 Uiso 1 1 calc R U . . .
C00Q C 0.95621(18) 0.4222(3) 0.59171(17) 0.0234(5) Uani 1 1 d . . . . .
H00R H 1.024793 0.421851 0.623634 0.028 Uiso 1 1 calc R U . . .
C00R C 0.32723(19) 0.6583(3) 0.21162(18) 0.0237(5) Uani 1 1 d . . . . .
H00S H 0.361367 0.698025 0.271053 0.036 Uiso 1 1 calc R U . . .
H00T H 0.283107 0.725856 0.171720 0.036 Uiso 1 1 calc R U . . .
H00U H 0.374634 0.630094 0.187809 0.036 Uiso 1 1 calc R U . . .
C00S C 0.1979(2) 0.5761(3) 0.26033(19) 0.0280(6) Uani 1 1 d . . . . .
H00V H 0.160447 0.496553 0.263865 0.042 Uiso 1 1 calc R U . . .
H00W H 0.153488 0.646060 0.223422 0.042 Uiso 1 1 calc R U . . .
H00X H 0.234557 0.611996 0.320472 0.042 Uiso 1 1 calc R U . . .
B00T B 0.4251(2) 0.1999(3) 0.5987(2) 0.0202(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl01 C00M 1.738(3) . ?
Cl02 C00O 1.745(3) . ?
F003 B00T 1.395(3) . ?
F004 B00T 1.394(3) . ?
F005 B00T 1.399(3) . ?
F006 B00T 1.389(3) . ?
O007 C008 1.349(3) . ?
O007 C00C 1.352(3) . ?
C008 C009 1.364(3) . ?
C008 C00D 1.511(3) . ?
C009 H009 0.9500 . ?
C009 C00A 1.401(3) . ?
C00A C00B 1.412(3) . ?
C00A C00G 1.458(3) . ?
C00B H00B 0.9500 . ?
C00B C00C 1.364(3) . ?
C00C C00H 1.512(3) . ?
C00D C00K 1.542(3) . ?
C00D C00L 1.544(3) . ?
C00D C00P 1.530(3) . ?
C00E C00F 1.401(3) . ?
C00E C00I 1.468(3) . ?
C00E C00J 1.406(3) . ?
C00F H00F 0.9500 . ?
C00F C00O 1.390(3) . ?
C00G H00G 0.9500 . ?
C00G C00I 1.346(3) . ?
C00H C00N 1.542(3) . ?
C00H C00R 1.529(3) . ?
C00H C00S 1.539(3) . ?
C00I H00I 0.9500 . ?
C00J H00J 0.9500 . ?
C00J C00M 1.385(3) . ?
C00K H00A 0.9800 . ?
C00K H00C 0.9800 . ?
C00K H00D 0.9800 . ?
C00L H00E 0.9800 . ?
C00L H00H 0.9800 . ?
C00L H00K 0.9800 . ?
C00M C00Q 1.392(4) . ?
C00N H00L 0.9800 . ?
C00N H00M 0.9800 . ?
C00N H00N 0.9800 . ?
C00O C00Q 1.383(4) . ?
C00P H00O 0.9800 . ?
C00P H00P 0.9800 . ?
C00P H00Q 0.9800 . ?
C00Q H00R 0.9500 . ?
C00R H00S 0.9800 . ?
C00R H00T 0.9800 . ?
C00R H00U 0.9800 . ?
C00S H00V 0.9800 . ?
C00S H00W 0.9800 . ?
C00S H00X 0.9800 . ?

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
C008 O007 C00C 122.45(18) . . ?
O007 C008 C009 119.5(2) . . ?
O007 C008 C00D 111.76(19) . . ?
C009 C008 C00D 128.7(2) . . ?
C008 C009 H009 119.8 . . ?
C008 C009 C00A 120.3(2) . . ?
C00A C009 H009 119.8 . . ?
C009 C00A C00B 118.2(2) . . ?
C009 C00A C00G 118.1(2) . . ?
C00B C00A C00G 123.6(2) . . ?
C00A C00B H00B 120.2 . . ?
C00C C00B C00A 119.5(2) . . ?
C00C C00B H00B 120.2 . . ?
O007 C00C C00B 120.0(2) . . ?
O007 C00C C00H 111.38(19) . . ?
C00B C00C C00H 128.6(2) . . ?
C008 C00D C00K 109.36(19) . . ?
C008 C00D C00L 107.05(19) . . ?
C008 C00D C00P 110.73(19) . . ?
C00K C00D C00L 110.3(2) . . ?
C00P C00D C00K 109.7(2) . . ?
C00P C00D C00L 109.7(2) . . ?
C00F C00E C00I 118.5(2) . . ?
C00F C00E C00J 119.4(2) . . ?
C00J C00E C00I 122.0(2) . . ?
C00E C00F H00F 120.4 . . ?
C00O C00F C00E 119.2(2) . . ?
C00O C00F H00F 120.4 . . ?
C00A C00G H00G 117.5 . . ?
C00I C00G C00A 125.1(2) . . ?
C00I C00G H00G 117.5 . . ?
C00C C00H C00N 109.77(19) . . ?
C00C C00H C00R 110.07(19) . . ?
C00C C00H C00S 108.0(2) . . ?
C00R C00H C00N 109.5(2) . . ?
C00R C00H C00S 110.1(2) . . ?
C00S C00H C00N 109.4(2) . . ?
C00E C00I H00I 117.6 . . ?
C00G C00I C00E 124.8(2) . . ?
C00G C00I H00I 117.6 . . ?
C00E C00J H00J 120.4 . . ?
C00M C00J C00E 119.3(2) . . ?
C00M C00J H00J 120.4 . . ?
C00D C00K H00A 109.5 . . ?
C00D C00K H00C 109.5 . . ?
C00D C00K H00D 109.5 . . ?
H00A C00K H00C 109.5 . . ?
H00A C00K H00D 109.5 . . ?
H00C C00K H00D 109.5 . . ?
C00D C00L H00E 109.5 . . ?
C00D C00L H00H 109.5 . . ?
C00D C00L H00K 109.5 . . ?
H00E C00L H00H 109.5 . . ?
H00E C00L H00K 109.5 . . ?
H00H C00L H00K 109.5 . . ?
C00J C00M Cl01 119.3(2) . . ?
C00J C00M C00Q 122.1(2) . . ?
C00Q C00M Cl01 118.58(19) . . ?
C00H C00N H00L 109.5 . . ?
C00H C00N H00M 109.5 . . ?
C00H C00N H00N 109.5 . . ?
H00L C00N H00M 109.5 . . ?
H00L C00N H00N 109.5 . . ?
H00M C00N H00N 109.5 . . ?
C00F C00O Cl02 119.1(2) . . ?
C00Q C00O Cl02 118.66(19) . . ?
C00Q C00O C00F 122.3(2) . . ?
C00D C00P H00O 109.5 . . ?
C00D C00P H00P 109.5 . . ?
C00D C00P H00Q 109.5 . . ?
H00O C00P H00P 109.5 . . ?
H00O C00P H00Q 109.5 . . ?
H00P C00P H00Q 109.5 . . ?
C00M C00Q H00R 121.2 . . ?
C00O C00Q C00M 117.7(2) . . ?
C00O C00Q H00R 121.2 . . ?
C00H C00R H00S 109.5 . . ?
C00H C00R H00T 109.5 . . ?
C00H C00R H00U 109.5 . . ?
H00S C00R H00T 109.5 . . ?
H00S C00R H00U 109.5 . . ?
H00T C00R H00U 109.5 . . ?
C00H C00S H00V 109.5 . . ?
C00H C00S H00W 109.5 . . ?
C00H C00S H00X 109.5 . . ?
H00V C00S H00W 109.5 . . ?
H00V C00S H00X 109.5 . . ?
H00W C00S H00X 109.5 . . ?
F003 B00T F005 108.9(2) . . ?
F004 B00T F003 109.4(2) . . ?
F004 B00T F005 108.7(2) . . ?
F006 B00T F003 110.1(2) . . ?
F006 B00T F004 110.3(2) . . ?
F006 B00T F005 109.4(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl01 C00M C00Q C00O 179.4(2) . . . . ?
Cl02 C00O C00Q C00M -178.7(2) . . . . ?
O007 C008 C009 C00A 0.4(3) . . . . ?
O007 C008 C00D C00K -51.4(3) . . . . ?
O007 C008 C00D C00L 68.1(2) . . . . ?
O007 C008 C00D C00P -172.35(19) . . . . ?
O007 C00C C00H C00N -51.5(3) . . . . ?
O007 C00C C00H C00R -172.06(19) . . . . ?
O007 C00C C00H C00S 67.8(3) . . . . ?
C008 O007 C00C C00B -1.2(3) . . . . ?
C008 O007 C00C C00H -179.54(19) . . . . ?
C008 C009 C00A C00B -0.6(3) . . . . ?
C008 C009 C00A C00G -178.3(2) . . . . ?
C009 C008 C00D C00K 131.0(2) . . . . ?
C009 C008 C00D C00L -109.4(3) . . . . ?
C009 C008 C00D C00P 10.1(3) . . . . ?
C009 C00A C00B C00C 0.0(3) . . . . ?
C009 C00A C00G C00I 178.1(2) . . . . ?
C00A C00B C00C O007 0.9(3) . . . . ?
C00A C00B C00C C00H 178.9(2) . . . . ?
C00A C00G C00I C00E -175.0(2) . . . . ?
C00B C00A C00G C00I 0.6(4) . . . . ?
C00B C00C C00H C00N 130.4(3) . . . . ?
C00B C00C C00H C00R 9.8(3) . . . . ?
C00B C00C C00H C00S -110.4(3) . . . . ?
C00C O007 C008 C009 0.5(3) . . . . ?
C00C O007 C008 C00D -177.26(19) . . . . ?
C00D C008 C009 C00A 177.8(2) . . . . ?
C00E C00F C00O Cl02 178.67(18) . . . . ?
C00E C00F C00O C00Q -0.5(4) . . . . ?
C00E C00J C00M Cl01 -179.91(18) . . . . ?
C00E C00J C00M C00Q -0.6(4) . . . . ?
C00F C00E C00I C00G -169.2(2) . . . . ?
C00F C00E C00J C00M 0.5(3) . . . . ?
C00F C00O C00Q C00M 0.4(4) . . . . ?
C00G C00A C00B C00C 177.5(2) . . . . ?
C00I C00E C00F C00O -178.8(2) . . . . ?
C00I C00E C00J C00M 179.3(2) . . . . ?
C00J C00E C00F C00O 0.0(3) . . . . ?
C00J C00E C00I C00G 12.1(4) . . . . ?
C00J C00M C00Q C00O 0.1(4) . . . . ?

_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2ClSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2llrpn
_database_code_depnum_ccdc_archive 'CCDC 2401312'
loop_
_audit_author_name
_audit_author_address
'Jiangbin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2024-11-08 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2024-11-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C21 H25.833 Cl O, B F4'
_chemical_formula_sum            'C21 H26 B Cl F4 O'
_chemical_formula_weight         416.68
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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                   24.306(11)
_cell_length_b                   13.401(6)
_cell_length_c                   21.057(10)
_cell_angle_alpha                90
_cell_angle_beta                 102.610(13)
_cell_angle_gamma                90
_cell_volume                     6693(5)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    3000
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      21.087
_cell_measurement_theta_min      2.398
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.996
_exptl_absorpt_coefficient_mu    0.212
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6042
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1235 before and 0.0681 after correction.
The Ratio of minimum to maximum transmission is 0.8108.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2616
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1439
_diffrn_reflns_av_unetI/netI     0.1121
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            93701
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.322
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4995
_reflns_number_total             11645
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.773
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.076
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.209
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     806
_refine_ls_number_reflns         11645
_refine_ls_number_restraints     113
_refine_ls_R_factor_all          0.2399
_refine_ls_R_factor_gt           0.1146
_refine_ls_restrained_S_all      1.206
_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)+(0.1000P)²+8.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2634
_refine_ls_wR_factor_ref         0.3238
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C010-C2 \\sim C010-C2A
 with sigma of 0.02
 C023-C2 \\sim C0-C2A
 with sigma of 0.02
 C025-C2 \\sim C3-C2A
 with sigma of 0.02
 C027-C2 \\sim C4-C2A
 with sigma of 0.02
 C010-C023 \\sim C010-C0
 with sigma of 0.04
 C010-C025 \\sim C010-C3
 with sigma of 0.04
 C010-C027 \\sim C010-C4
 with sigma of 0.04
 C023-C025 \\sim C0-C3
 with sigma of 0.04
 C023-C027 \\sim C0-C4
 with sigma of 0.04
 C025-C027 \\sim C3-C4
 with sigma of 0.04
 C01P-C1 \\sim C5-C1
 with sigma of 0.02
 C01W-C1 \\sim C7-C1
 with sigma of 0.02
 C029-C1 \\sim C6-C1
 with sigma of 0.02
 C00A-C1 \\sim C00A-C8
 with sigma of 0.02
 C01P-C1 \\sim C01P-C8
 with sigma of 0.02
 C01W-C1 \\sim C01W-C8
 with sigma of 0.02
 C029-C1 \\sim C029-C8
 with sigma of 0.02
3. Rigid bond restraints
 F02C, F024, F022, F01T
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(F024) \\sim Ueq, Uanis(F022) \\sim Ueq, Uanis(F02C) \\sim Ueq,
Uanis(F01T) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(F024) \\sim Ueq, Uanis(F02C) \\sim Ueq, Uanis(F026) \\sim Ueq,
Uanis(F01Z) \\sim Ueq: with sigma of 0.05 and sigma for terminal atoms of 0.1
Uanis(C7) \\sim Ueq, Uanis(C6) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(C4) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C0) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
Uanis(C5) \\sim Ueq: with sigma of 0.08 and sigma for terminal atoms of 0.16
Uanis(C2A) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C1) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C01P) = Uanis(C5)
Uanis(C7) = Uanis(C01W)
Uanis(C6) = Uanis(C029)
Uanis(C025) = Uanis(C3)
Uanis(C0) = Uanis(C023)
Uanis(C4) = Uanis(C027)
Uanis(C2A) = Uanis(C2)
Uanis(C1) = Uanis(C8)
5. Rigid body (RIGU) restrains
 C0, C3, C4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C023, C025, C027
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C01W, C029, C01P, C1, C2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C2A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C5, C7, C6
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C029, C01P, C01W
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C8
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(C0)=Sof(H0A)=Sof(H0B)=Sof(H0C)=Sof(C2A)=Sof(C3)=Sof(H3A)=Sof(H3B)=
 Sof(H3C)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H4C)=1-FVAR(1)
 Sof(C023)=Sof(H02A)=Sof(H02B)=Sof(H02C)=Sof(C025)=Sof(H02D)=Sof(H02E)=
 Sof(H02F)=Sof(C027)=Sof(H02G)=Sof(H02H)=Sof(H02I)=Sof(C2)=FVAR(1)
 Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(H6C)=Sof(C7)=Sof(H7A)=
 Sof(H7B)=Sof(H7C)=1-FVAR(2)
 Sof(C01P)=Sof(H01K)=Sof(H01L)=Sof(H01M)=Sof(C01W)=Sof(H01T)=Sof(H01U)=
 Sof(H01V)=Sof(C029)=Sof(H02J)=Sof(H02K)=Sof(H02L)=FVAR(2)
 Fixed Sof: C1(0.85) C8(0.15)
7.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00G(H00I), C00J(H00J), C00L(H00L), C00M(H00M),
 C00N(H00N), C00V(H00V), C00X(H00X), C00Y(H00Y), C00Z(H00Z), C011(H011),
 C012(H012), C016(H016), C01C(H01J), C01F(H01W), C01G(H01X), C01H(H01Y),
 C01O(H01O), C01R(H01R), C01S(H01S), C01X(H3), C020(H020), C021(H021)
7.b X=CH2 refined with riding coordinates:
 C5(H5A,H5B)
7.c Idealised Me refined as rotating group:
 C00P(H00A,H00B,H00C), C00Q(H00F,H00G,H00H), C00U(H00K,H00O,H00P), C017(H01A,
 H01B,H01C), C01E(H01D,H01E,H01F), C01J(H01Z,H,HA), C01K(H01,HB,HC), C01M(H01G,
 H01H,H01I), C01N(H1,HD,HE), C01P(H01K,H01L,H01M), C01Q(H2,HF,HG), C01V(H01N,
 H01P,H01Q), C01W(H01T,H01U,H01V), C023(H02A,H02B,H02C), C025(H02D,H02E,H02F),
 C027(H02G,H02H,H02I), C028(H02M,H02N,H02O), C029(H02J,H02K,H02L), C0(H0A,H0B,
 H0C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C)
;
_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
Cl01 Cl 0.41618(10) 0.59834(13) 0.41053(9) 0.0923(7) Uani 1 1 d . . . . .
Cl02 Cl 0.27963(12) 0.38309(15) 0.43252(10) 0.1145(8) Uani 1 1 d . . . . .
Cl03 Cl 0.07745(12) 0.60441(16) -0.02303(11) 0.1170(9) Uani 1 1 d . . . . .
O004 O 0.40816(16) 0.6955(3) 0.75279(19) 0.0544(10) Uani 1 1 d . . . . .
O005 O 0.24291(17) 0.2969(3) 0.0858(2) 0.0609(11) Uani 1 1 d . . . . .
O006 O 0.08810(16) 0.6998(3) 0.3230(2) 0.0586(11) Uani 1 1 d . . . . .
F007 F 0.54381(19) 0.6478(3) 0.7669(2) 0.1015(14) Uani 1 1 d . . . . .
F008 F 0.6334(2) 0.6378(4) 0.8190(3) 0.152(2) Uani 1 1 d . . . . .
F009 F 0.2046(3) 0.6429(4) 0.6071(3) 0.151(2) Uani 1 1 d . . . . .
C00A C 0.4082(2) 0.5963(4) 0.7667(3) 0.0514(15) Uani 1 1 d D . . . .
F00B F 0.6010(2) 0.7757(4) 0.7647(3) 0.1341(19) Uani 1 1 d . . . . .
F00C F -0.1213(3) 0.6404(4) 0.1989(3) 0.156(2) Uani 1 1 d . . . . .
C00D C 0.4233(2) 0.4893(4) 0.6072(3) 0.0537(15) Uani 1 1 d . . . . .
H00D H 0.424714 0.420906 0.619193 0.064 Uiso 1 1 calc R U . . .
C00E C 0.4120(2) 0.5299(4) 0.7184(3) 0.0495(15) Uani 1 1 d . . . . .
H00E H 0.410533 0.460441 0.726811 0.059 Uiso 1 1 calc R U . . .
C00F C 0.2551(3) 0.5447(4) 0.3541(3) 0.0612(17) Uani 1 1 d . . . . .
C00G C 0.2364(3) 0.5013(4) 0.2353(3) 0.0593(16) Uani 1 1 d . . . . .
H00I H 0.229283 0.569442 0.224029 0.071 Uiso 1 1 calc R U . . .
C00H C 0.4299(3) 0.4412(4) 0.4947(3) 0.0599(17) Uani 1 1 d . . . . .
C00I C 0.4131(2) 0.7315(4) 0.6940(3) 0.0495(15) Uani 1 1 d . . . . .
C00J C 0.2308(3) 0.3249(4) 0.1918(3) 0.0601(17) Uani 1 1 d . . . . .
H00J H 0.224840 0.299955 0.231956 0.072 Uiso 1 1 calc R U . . .
C00K C 0.0792(3) 0.4445(4) 0.0567(3) 0.0655(18) Uani 1 1 d . . . . .
C00L C 0.2495(3) 0.6489(5) 0.3461(4) 0.0700(18) Uani 1 1 d . . . . .
H00L H 0.239581 0.675860 0.303422 0.084 Uiso 1 1 calc R U . . .
C00M C 0.4265(3) 0.5116(4) 0.5462(3) 0.0563(16) Uani 1 1 d . . . . .
H00M H 0.426426 0.580403 0.535375 0.068 Uiso 1 1 calc R U . . .
C00N C 0.0903(3) 0.4933(4) 0.1729(3) 0.0629(17) Uani 1 1 d . . . . .
H00N H 0.091102 0.424697 0.184558 0.075 Uiso 1 1 calc R U . . .
C00O C 0.4180(2) 0.5621(4) 0.6562(3) 0.0466(14) Uani 1 1 d . . . . .
C00P C 0.3618(3) 0.8832(5) 0.7166(4) 0.080(2) Uani 1 1 d . . . . .
H00A H 0.363613 0.859375 0.760961 0.120 Uiso 1 1 calc R U . . .
H00B H 0.327231 0.858612 0.687791 0.120 Uiso 1 1 calc R U . . .
H00C H 0.361877 0.956318 0.716184 0.120 Uiso 1 1 calc R U . . .
C00Q C 0.4675(3) 0.8800(4) 0.7392(4) 0.077(2) Uani 1 1 d . . . . .
H00F H 0.468954 0.953071 0.738889 0.115 Uiso 1 1 calc R U . . .
H00G H 0.500335 0.853040 0.725028 0.115 Uiso 1 1 calc R U . . .
H00H H 0.467767 0.856573 0.783342 0.115 Uiso 1 1 calc R U . . .
C00T C 0.0928(2) 0.7363(4) 0.2641(3) 0.0559(16) Uani 1 1 d . . . . .
C00U C 0.3147(3) 0.3752(6) 0.0053(3) 0.087(2) Uani 1 1 d . . . . .
H00K H 0.343085 0.408185 0.038966 0.130 Uiso 1 1 calc R U . . .
H00O H 0.322761 0.388544 -0.037539 0.130 Uiso 1 1 calc R U . . .
H00P H 0.315730 0.303122 0.013206 0.130 Uiso 1 1 calc R U . . .
C00V C 0.2470(3) 0.4763(5) 0.2983(3) 0.0664(18) Uani 1 1 d . . . . .
H00V H 0.249590 0.406975 0.308037 0.080 Uiso 1 1 calc R U . . .
C00W C 0.2350(3) 0.2601(4) 0.1435(3) 0.0585(16) Uani 1 1 d . . . . .
C00X C 0.4175(2) 0.6661(4) 0.6458(3) 0.0542(15) Uani 1 1 d . . . . .
H00X H 0.420346 0.691062 0.604395 0.065 Uiso 1 1 calc R U . . .
C00Y C 0.4389(3) 0.3403(5) 0.5067(3) 0.078(2) Uani 1 1 d . . . . .
H00Y H 0.444040 0.316261 0.550031 0.094 Uiso 1 1 calc R U . . .
C00Z C 0.0871(3) 0.5161(5) 0.1105(3) 0.0684(18) Uani 1 1 d . . . . .
H00Z H 0.090275 0.584541 0.100174 0.082 Uiso 1 1 calc R U . . .
C010 C 0.0868(2) 0.6007(4) 0.3355(3) 0.0561(16) Uani 1 1 d D . . . .
C011 C 0.0953(3) 0.6708(4) 0.2154(3) 0.0594(16) Uani 1 1 d . . . . .
H011 H 0.098852 0.695791 0.174290 0.071 Uiso 1 1 calc R U . . .
C012 C 0.0758(3) 0.3430(5) 0.0652(3) 0.078(2) Uani 1 1 d . . . . .
H012 H 0.081116 0.317480 0.108192 0.093 Uiso 1 1 calc R U . . .
C013 C 0.2449(2) 0.3958(4) 0.0736(3) 0.0566(16) Uani 1 1 d . . . . .
C014 C 0.2351(2) 0.4291(4) 0.1831(3) 0.0527(15) Uani 1 1 d . . . . .
C015 C 0.0927(2) 0.5673(4) 0.2245(3) 0.0554(16) Uani 1 1 d . . . . .
C016 C 0.0894(2) 0.5342(4) 0.2868(3) 0.0542(15) Uani 1 1 d . . . . .
H016 H 0.088963 0.464599 0.295399 0.065 Uiso 1 1 calc R U . . .
C017 C 0.1488(3) 0.8841(5) 0.3082(4) 0.101(3) Uani 1 1 d . . . . .
H01A H 0.150386 0.957083 0.306955 0.151 Uiso 1 1 calc R U . . .
H01B H 0.181399 0.856202 0.293939 0.151 Uiso 1 1 calc R U . . .
H01C H 0.149453 0.862042 0.352727 0.151 Uiso 1 1 calc R U . . .
C018 C 0.4133(3) 0.8444(4) 0.6926(3) 0.0588(16) Uani 1 1 d . . . . .
C019 C 0.2563(3) 0.4155(5) 0.0072(3) 0.0660(18) Uani 1 1 d . . . . .
C01A C 0.2341(3) 0.1487(4) 0.1448(3) 0.0645(18) Uani 1 1 d . . . . .
F01B F 0.5764(3) 0.7417(5) 0.8535(3) 0.163(2) Uani 1 1 d . . . . .
C01C C 0.4278(3) 0.4069(5) 0.3809(3) 0.079(2) Uani 1 1 d . . . . .
H01J H 0.424078 0.430855 0.337732 0.095 Uiso 1 1 calc R U . . .
C01D C 0.0940(3) 0.8475(4) 0.2624(3) 0.0643(17) Uani 1 1 d . . . . .
C01E C 0.0436(3) 0.8890(5) 0.2874(4) 0.084(2) Uani 1 1 d . . . . .
H01D H 0.046470 0.961881 0.290531 0.125 Uiso 1 1 calc R U . . .
H01E H 0.043848 0.860992 0.330427 0.125 Uiso 1 1 calc R U . . .
H01F H 0.008438 0.870634 0.257104 0.125 Uiso 1 1 calc R U . . .
C01F C 0.2735(3) 0.6754(5) 0.4609(4) 0.083(2) Uani 1 1 d . . . . .
H01W H 0.279500 0.720048 0.496823 0.099 Uiso 1 1 calc R U . . .
C01G C 0.2406(2) 0.4623(4) 0.1215(3) 0.0528(15) Uani 1 1 d . . . . .
H01X H 0.241315 0.531849 0.112981 0.063 Uiso 1 1 calc R U . . .
C01H C 0.2803(3) 0.5735(6) 0.4712(4) 0.085(2) Uani 1 1 d . . . . .
H01Y H 0.291548 0.547651 0.514126 0.102 Uiso 1 1 calc R U . . .
C01I C 0.4256(3) 0.4728(5) 0.4303(3) 0.0669(18) Uani 1 1 d . . . . .
C01J C 0.2862(3) 0.1078(5) 0.1238(4) 0.084(2) Uani 1 1 d . . . . .
H01Z H 0.286974 0.132852 0.080332 0.126 Uiso 1 1 calc R U . . .
H H 0.284683 0.034721 0.122990 0.126 Uiso 1 1 calc R U . . .
HA H 0.320264 0.129628 0.154794 0.126 Uiso 1 1 calc R U . . .
C01K C 0.1811(4) 0.1138(6) 0.0979(5) 0.130(4) Uani 1 1 d . . . . .
H01 H 0.147949 0.135910 0.113441 0.195 Uiso 1 1 calc R U . . .
HB H 0.181205 0.040837 0.095140 0.195 Uiso 1 1 calc R U . . .
HC H 0.179948 0.142253 0.054718 0.195 Uiso 1 1 calc R U . . .
C01L C 0.0720(3) 0.4785(5) -0.0078(4) 0.0696(19) Uani 1 1 d . . . . .
C01M C 0.0921(4) 0.8853(5) 0.1930(4) 0.095(3) Uani 1 1 d . . . . .
H01G H 0.057602 0.861482 0.163790 0.143 Uiso 1 1 calc R U . . .
H01H H 0.125026 0.860045 0.178173 0.143 Uiso 1 1 calc R U . . .
H01I H 0.092637 0.958418 0.192937 0.143 Uiso 1 1 calc R U . . .
C01N C 0.2116(3) 0.3610(6) -0.0444(3) 0.091(2) Uani 1 1 d . . . . .
H1 H 0.220730 0.368477 -0.087258 0.137 Uiso 1 1 calc R U . . .
HD H 0.174382 0.390009 -0.045436 0.137 Uiso 1 1 calc R U . . .
HE H 0.211209 0.290044 -0.033359 0.137 Uiso 1 1 calc R U . . .
C01O C 0.0606(3) 0.4131(6) -0.0606(4) 0.086(2) Uani 1 1 d . . . . .
H01O H 0.055269 0.437625 -0.103848 0.103 Uiso 1 1 calc R U . . .
C01P C 0.3990(6) 0.4632(8) 0.8477(6) 0.099(4) Uani 0.833(10) 1 d . . P A 1
H01K H 0.434999 0.431910 0.845771 0.149 Uiso 0.833(10) 1 calc R U P A 1
H01L H 0.368814 0.433792 0.814390 0.149 Uiso 0.833(10) 1 calc R U P A 1
H01M H 0.390962 0.451927 0.890826 0.149 Uiso 0.833(10) 1 calc R U P A 1
C01Q C 0.2525(4) 0.5290(5) -0.0075(4) 0.108(3) Uani 1 1 d . . . . .
H2 H 0.282573 0.563864 0.022980 0.162 Uiso 1 1 calc R U . . .
HF H 0.215779 0.554146 -0.002601 0.162 Uiso 1 1 calc R U . . .
HG H 0.256657 0.540655 -0.052149 0.162 Uiso 1 1 calc R U . . .
C01R C 0.4405(4) 0.2727(5) 0.4560(4) 0.093(2) Uani 1 1 d . . . . .
H01R H 0.445230 0.203374 0.464905 0.112 Uiso 1 1 calc R U . . .
C01S C 0.4353(4) 0.3075(6) 0.3935(4) 0.093(2) Uani 1 1 d . . . . .
H01S H 0.436812 0.262322 0.359147 0.112 Uiso 1 1 calc R U . . .
F01T F 0.2582(4) 0.7781(6) 0.6027(3) 0.242(5) Uani 1 1 d . U . . .
C01U C 0.2704(3) 0.5107(5) 0.4186(4) 0.0695(18) Uani 1 1 d . . . . .
C01V C 0.4116(4) 0.8801(5) 0.6232(4) 0.098(3) Uani 1 1 d . . . . .
H01N H 0.378436 0.851976 0.593625 0.148 Uiso 1 1 calc R U . . .
H01P H 0.445810 0.858152 0.609813 0.148 Uiso 1 1 calc R U . . .
H01Q H 0.409445 0.953143 0.621707 0.148 Uiso 1 1 calc R U . . .
C01W C 0.3483(5) 0.6277(10) 0.8444(6) 0.123(5) Uani 0.833(10) 1 d . . P A 1
H01T H 0.340409 0.606183 0.886010 0.184 Uiso 0.833(10) 1 calc R U P A 1
H01U H 0.317127 0.607865 0.808819 0.184 Uiso 0.833(10) 1 calc R U P A 1
H01V H 0.352518 0.700466 0.844455 0.184 Uiso 0.833(10) 1 calc R U P A 1
C01X C 0.2580(3) 0.7117(5) 0.3979(4) 0.075(2) Uani 1 1 d . . . . .
H3 H 0.253140 0.781503 0.390854 0.089 Uiso 1 1 calc R U . . .
B01Y B 0.5892(4) 0.6971(5) 0.8013(4) 0.064(2) Uani 1 1 d . . . . .
F01Z F -0.0937(3) 0.7409(6) 0.2835(3) 0.205(4) Uani 1 1 d . U . . .
C020 C 0.0571(3) 0.3134(6) -0.0492(4) 0.087(2) Uani 1 1 d . . . . .
H020 H 0.049249 0.267947 -0.084677 0.105 Uiso 1 1 calc R U . . .
C021 C 0.0652(3) 0.2780(6) 0.0145(4) 0.091(2) Uani 1 1 d . . . . .
H021 H 0.063280 0.208463 0.022447 0.110 Uiso 1 1 calc R U . . .
F022 F -0.0847(5) 0.7882(5) 0.1916(3) 0.269(6) Uani 1 1 d . U . . .
C023 C 0.0835(7) 0.4679(7) 0.4175(5) 0.112(5) Uani 0.798(12) 1 d D . P B 1
H02A H 0.080904 0.455251 0.462575 0.168 Uiso 0.798(12) 1 calc R U P B 1
H02B H 0.119538 0.442382 0.410545 0.168 Uiso 0.798(12) 1 calc R U P B 1
H02C H 0.052428 0.434148 0.387821 0.168 Uiso 0.798(12) 1 calc R U P B 1
F024 F -0.0402(4) 0.6755(9) 0.2299(6) 0.293(6) Uani 1 1 d . U . . .
C025 C 0.1253(5) 0.6354(9) 0.4534(4) 0.091(4) Uani 0.798(12) 1 d D . P B 1
H02D H 0.127071 0.705069 0.439839 0.137 Uiso 0.798(12) 1 calc R U P B 1
H02E H 0.161869 0.603334 0.455511 0.137 Uiso 0.798(12) 1 calc R U P B 1
H02F H 0.115999 0.633052 0.496378 0.137 Uiso 0.798(12) 1 calc R U P B 1
F026 F 0.2227(4) 0.7579(7) 0.6834(5) 0.266(6) Uani 1 1 d . U . . .
C027 C 0.0216(5) 0.6215(11) 0.4101(5) 0.110(4) Uani 0.798(12) 1 d D . P B 1
H02G H 0.019552 0.693021 0.400269 0.165 Uiso 0.798(12) 1 calc R U P B 1
H02H H 0.016401 0.610780 0.454467 0.165 Uiso 0.798(12) 1 calc R U P B 1
H02I H -0.008190 0.586428 0.379215 0.165 Uiso 0.798(12) 1 calc R U P B 1
C028 C 0.2352(4) 0.1117(5) 0.2141(4) 0.111(3) Uani 1 1 d . . . . .
H02M H 0.266388 0.143626 0.244693 0.167 Uiso 1 1 calc R U . . .
H02N H 0.240305 0.039148 0.215941 0.167 Uiso 1 1 calc R U . . .
H02O H 0.199468 0.128747 0.225859 0.167 Uiso 1 1 calc R U . . .
C029 C 0.4532(5) 0.6240(8) 0.8826(4) 0.108(4) Uani 0.833(10) 1 d . . P A 1
H02J H 0.446655 0.622058 0.926864 0.161 Uiso 0.833(10) 1 calc R U P A 1
H02K H 0.458491 0.693371 0.870360 0.161 Uiso 0.833(10) 1 calc R U P A 1
H02L H 0.487058 0.585307 0.880853 0.161 Uiso 0.833(10) 1 calc R U P A 1
B02A B 0.2331(5) 0.7160(7) 0.6363(5) 0.093(3) Uani 1 1 d . . . . .
B02B B -0.0924(5) 0.7146(7) 0.2263(5) 0.087(3) Uani 1 1 d . . . . .
F02C F 0.2802(5) 0.6687(8) 0.6636(9) 0.360(9) Uani 1 1 d . U . . .
C1 C 0.4024(8) 0.5793(9) 0.8352(4) 0.061(3) Uani 0.85 1 d D U P A 1
C2 C 0.0800(4) 0.5805(7) 0.4043(4) 0.0673(18) Uani 0.798(12) 1 d D . P B 1
C0 C 0.1227(19) 0.497(3) 0.4333(18) 0.112(5) Uani 0.202(12) 1 d D U P B 2
H0A H 0.154894 0.528155 0.462491 0.168 Uiso 0.202(12) 1 calc R U P B 2
H0B H 0.135655 0.461332 0.398500 0.168 Uiso 0.202(12) 1 calc R U P B 2
H0C H 0.104845 0.449068 0.457897 0.168 Uiso 0.202(12) 1 calc R U P B 2
C2A C 0.0799(13) 0.577(2) 0.4035(9) 0.0673(18) Uani 0.202(12) 1 d D U P B 2
C3 C 0.090(2) 0.668(3) 0.4473(16) 0.091(4) Uani 0.202(12) 1 d D U P B 2
H3A H 0.087444 0.649077 0.491606 0.137 Uiso 0.202(12) 1 calc R U P B 2
H3B H 0.060726 0.718310 0.430753 0.137 Uiso 0.202(12) 1 calc R U P B 2
H3C H 0.127001 0.695947 0.447716 0.137 Uiso 0.202(12) 1 calc R U P B 2
C4 C 0.0186(14) 0.542(4) 0.3999(19) 0.110(4) Uani 0.202(12) 1 d D U P B 2
H4A H 0.008191 0.491640 0.365613 0.165 Uiso 0.202(12) 1 calc R U P B 2
H4B H -0.006928 0.599180 0.390126 0.165 Uiso 0.202(12) 1 calc R U P B 2
H4C H 0.015672 0.512923 0.441805 0.165 Uiso 0.202(12) 1 calc R U P B 2
C5 C 0.426(4) 0.493(4) 0.855(3) 0.099(4) Uani 0.167(10) 1 d . U P A 2
H5A H 0.411617 0.436207 0.873139 0.119 Uiso 0.167(10) 1 calc R U P A 2
H5B H 0.465325 0.498903 0.857448 0.119 Uiso 0.167(10) 1 calc R U P A 2
C6 C 0.400(3) 0.666(4) 0.872(2) 0.108(4) Uani 0.167(10) 1 d . U P A 2
H6A H 0.405057 0.650941 0.918337 0.161 Uiso 0.167(10) 1 calc R U P A 2
H6B H 0.365757 0.706236 0.857660 0.161 Uiso 0.167(10) 1 calc R U P A 2
H6C H 0.432657 0.704143 0.864769 0.161 Uiso 0.167(10) 1 calc R U P A 2
C7 C 0.334(3) 0.544(5) 0.825(3) 0.123(5) Uani 0.167(10) 1 d . U P A 2
H7A H 0.323390 0.474387 0.816106 0.184 Uiso 0.167(10) 1 calc R U P A 2
H7B H 0.312475 0.586188 0.789640 0.184 Uiso 0.167(10) 1 calc R U P A 2
H7C H 0.325356 0.564762 0.866231 0.184 Uiso 0.167(10) 1 calc R U P A 2
C8 C 0.394(5) 0.557(7) 0.828(3) 0.061(3) Uani 0.15 1 d D . 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
Cl01 C01I 1.736(6) . ?
Cl02 C01U 1.741(6) . ?
Cl03 C01L 1.728(7) . ?
O004 C00A 1.361(6) . ?
O004 C00I 1.358(6) . ?
O005 C00W 1.364(7) . ?
O005 C013 1.353(6) . ?
O006 C00T 1.361(7) . ?
O006 C010 1.356(6) . ?
F007 B01Y 1.353(9) . ?
F008 B01Y 1.323(8) . ?
F009 B02A 1.278(10) . ?
C00A C00E 1.370(7) . ?
C00A C1 1.497(9) . ?
C00A C8 1.50(2) . ?
F00B B01Y 1.371(9) . ?
F00C B02B 1.282(10) . ?
C00D H00D 0.9500 . ?
C00D C00M 1.337(8) . ?
C00D C00O 1.447(8) . ?
C00E H00E 0.9500 . ?
C00E C00O 1.416(7) . ?
C00F C00L 1.410(8) . ?
C00F C00V 1.469(9) . ?
C00F C01U 1.403(9) . ?
C00G H00I 0.9500 . ?
C00G C00V 1.338(8) . ?
C00G C014 1.460(8) . ?
C00H C00M 1.454(8) . ?
C00H C00Y 1.383(8) . ?
C00H C01I 1.401(8) . ?
C00I C00X 1.363(8) . ?
C00I C018 1.513(8) . ?
C00J H00J 0.9500 . ?
C00J C00W 1.357(8) . ?
C00J C014 1.415(8) . ?
C00K C00Z 1.466(9) . ?
C00K C012 1.377(9) . ?
C00K C01L 1.406(9) . ?
C00L H00L 0.9500 . ?
C00L C01X 1.357(9) . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9500 . ?
C00N C00Z 1.334(8) . ?
C00N C015 1.463(8) . ?
C00O C00X 1.411(7) . ?
C00P H00A 0.9800 . ?
C00P H00B 0.9800 . ?
C00P H00C 0.9800 . ?
C00P C018 1.537(9) . ?
C00Q H00F 0.9800 . ?
C00Q H00G 0.9800 . ?
C00Q H00H 0.9800 . ?
C00Q C018 1.537(8) . ?
C00T C011 1.361(8) . ?
C00T C01D 1.491(8) . ?
C00U H00K 0.9800 . ?
C00U H00O 0.9800 . ?
C00U H00P 0.9800 . ?
C00U C019 1.526(9) . ?
C00V H00V 0.9500 . ?
C00W C01A 1.494(8) . ?
C00X H00X 0.9500 . ?
C00Y H00Y 0.9500 . ?
C00Y C01R 1.407(9) . ?
C00Z H00Z 0.9500 . ?
C010 C016 1.370(8) . ?
C010 C2 1.517(9) . ?
C010 C2A 1.513(18) . ?
C011 H011 0.9500 . ?
C011 C015 1.404(8) . ?
C012 H012 0.9500 . ?
C012 C021 1.358(9) . ?
C013 C019 1.508(9) . ?
C013 C01G 1.366(8) . ?
C014 C01G 1.405(8) . ?
C015 C016 1.405(8) . ?
C016 H016 0.9500 . ?
C017 H01A 0.9800 . ?
C017 H01B 0.9800 . ?
C017 H01C 0.9800 . ?
C017 C01D 1.544(9) . ?
C018 C01V 1.530(9) . ?
C019 C01N 1.543(9) . ?
C019 C01Q 1.551(9) . ?
C01A C01J 1.529(9) . ?
C01A C01K 1.516(10) . ?
C01A C028 1.536(10) . ?
F01B B01Y 1.345(9) . ?
C01C H01J 0.9500 . ?
C01C C01I 1.375(9) . ?
C01C C01S 1.363(10) . ?
C01D C01E 1.538(9) . ?
C01D C01M 1.537(9) . ?
C01E H01D 0.9800 . ?
C01E H01E 0.9800 . ?
C01E H01F 0.9800 . ?
C01F H01W 0.9500 . ?
C01F C01H 1.387(10) . ?
C01F C01X 1.387(9) . ?
C01G H01X 0.9500 . ?
C01H H01Y 0.9500 . ?
C01H C01U 1.371(9) . ?
C01J H01Z 0.9800 . ?
C01J H 0.9800 . ?
C01J HA 0.9800 . ?
C01K H01 0.9800 . ?
C01K HB 0.9800 . ?
C01K HC 0.9800 . ?
C01L C01O 1.396(10) . ?
C01M H01G 0.9800 . ?
C01M H01H 0.9800 . ?
C01M H01I 0.9800 . ?
C01N H1 0.9800 . ?
C01N HD 0.9800 . ?
C01N HE 0.9800 . ?
C01O H01O 0.9500 . ?
C01O C020 1.363(10) . ?
C01P H01K 0.9800 . ?
C01P H01L 0.9800 . ?
C01P H01M 0.9800 . ?
C01P C1 1.584(16) . ?
C01Q H2 0.9800 . ?
C01Q HF 0.9800 . ?
C01Q HG 0.9800 . ?
C01R H01R 0.9500 . ?
C01R C01S 1.376(10) . ?
C01S H01S 0.9500 . ?
F01T B02A 1.324(11) . ?
C01V H01N 0.9800 . ?
C01V H01P 0.9800 . ?
C01V H01Q 0.9800 . ?
C01W H01T 0.9800 . ?
C01W H01U 0.9800 . ?
C01W H01V 0.9800 . ?
C01W C1 1.51(2) . ?
C01X H3 0.9500 . ?
F01Z B02B 1.261(10) . ?
C020 H020 0.9500 . ?
C020 C021 1.397(10) . ?
C021 H021 0.9500 . ?
F022 B02B 1.265(11) . ?
C023 H02A 0.9800 . ?
C023 H02B 0.9800 . ?
C023 H02C 0.9800 . ?
C023 C2 1.534(11) . ?
F024 B02B 1.359(12) . ?
C025 H02D 0.9800 . ?
C025 H02E 0.9800 . ?
C025 H02F 0.9800 . ?
C025 C2 1.525(11) . ?
F026 B02A 1.213(10) . ?
C027 H02G 0.9800 . ?
C027 H02H 0.9800 . ?
C027 H02I 0.9800 . ?
C027 C2 1.552(12) . ?
C028 H02M 0.9800 . ?
C028 H02N 0.9800 . ?
C028 H02O 0.9800 . ?
C029 H02J 0.9800 . ?
C029 H02K 0.9800 . ?
C029 H02L 0.9800 . ?
C029 C1 1.531(17) . ?
B02A F02C 1.325(14) . ?
C0 H0A 0.9800 . ?
C0 H0B 0.9800 . ?
C0 H0C 0.9800 . ?
C0 C2A 1.529(19) . ?
C2A C3 1.521(19) . ?
C2A C4 1.55(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9500 . ?
C5 H5B 0.9500 . ?
C5 C8 1.21(14) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 C8 1.73(10) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C7 C8 1.46(12) . ?

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
C00I O004 C00A 123.2(4) . . ?
C013 O005 C00W 122.7(5) . . ?
C010 O006 C00T 122.6(5) . . ?
O004 C00A C00E 118.1(5) . . ?
O004 C00A C1 111.1(6) . . ?
O004 C00A C8 123(4) . . ?
C00E C00A C1 130.8(6) . . ?
C00E C00A C8 118(4) . . ?
C00M C00D H00D 117.7 . . ?
C00M C00D C00O 124.7(5) . . ?
C00O C00D H00D 117.7 . . ?
C00A C00E H00E 119.1 . . ?
C00A C00E C00O 121.8(5) . . ?
C00O C00E H00E 119.1 . . ?
C00L C00F C00V 122.0(6) . . ?
C01U C00F C00L 115.8(6) . . ?
C01U C00F C00V 122.1(6) . . ?
C00V C00G H00I 118.4 . . ?
C00V C00G C014 123.3(6) . . ?
C014 C00G H00I 118.4 . . ?
C00Y C00H C00M 122.0(6) . . ?
C00Y C00H C01I 116.6(6) . . ?
C01I C00H C00M 121.3(6) . . ?
O004 C00I C00X 119.2(5) . . ?
O004 C00I C018 112.0(5) . . ?
C00X C00I C018 128.9(6) . . ?
C00W C00J H00J 119.5 . . ?
C00W C00J C014 121.0(6) . . ?
C014 C00J H00J 119.5 . . ?
C012 C00K C00Z 123.1(6) . . ?
C012 C00K C01L 116.6(6) . . ?
C01L C00K C00Z 120.2(6) . . ?
C00F C00L H00L 119.2 . . ?
C01X C00L C00F 121.7(7) . . ?
C01X C00L H00L 119.2 . . ?
C00D C00M C00H 126.7(5) . . ?
C00D C00M H00M 116.7 . . ?
C00H C00M H00M 116.7 . . ?
C00Z C00N H00N 118.0 . . ?
C00Z C00N C015 124.0(6) . . ?
C015 C00N H00N 118.0 . . ?
C00E C00O C00D 119.9(5) . . ?
C00X C00O C00D 123.6(5) . . ?
C00X C00O C00E 116.5(5) . . ?
H00A C00P H00B 109.5 . . ?
H00A C00P H00C 109.5 . . ?
H00B C00P H00C 109.5 . . ?
C018 C00P H00A 109.5 . . ?
C018 C00P H00B 109.5 . . ?
C018 C00P H00C 109.5 . . ?
H00F C00Q H00G 109.5 . . ?
H00F C00Q H00H 109.5 . . ?
H00G C00Q H00H 109.5 . . ?
C018 C00Q H00F 109.5 . . ?
C018 C00Q H00G 109.5 . . ?
C018 C00Q H00H 109.5 . . ?
O006 C00T C01D 112.8(5) . . ?
C011 C00T O006 118.8(5) . . ?
C011 C00T C01D 128.5(6) . . ?
H00K C00U H00O 109.5 . . ?
H00K C00U H00P 109.5 . . ?
H00O C00U H00P 109.5 . . ?
C019 C00U H00K 109.5 . . ?
C019 C00U H00O 109.5 . . ?
C019 C00U H00P 109.5 . . ?
C00F C00V H00V 116.6 . . ?
C00G C00V C00F 126.8(6) . . ?
C00G C00V H00V 116.6 . . ?
O005 C00W C01A 112.5(5) . . ?
C00J C00W O005 119.0(5) . . ?
C00J C00W C01A 128.5(6) . . ?
C00I C00X C00O 121.2(5) . . ?
C00I C00X H00X 119.4 . . ?
C00O C00X H00X 119.4 . . ?
C00H C00Y H00Y 119.4 . . ?
C00H C00Y C01R 121.3(7) . . ?
C01R C00Y H00Y 119.4 . . ?
C00K C00Z H00Z 117.2 . . ?
C00N C00Z C00K 125.6(6) . . ?
C00N C00Z H00Z 117.2 . . ?
O006 C010 C016 119.0(5) . . ?
O006 C010 C2 111.8(6) . . ?
O006 C010 C2A 113.9(12) . . ?
C016 C010 C2 129.1(6) . . ?
C016 C010 C2A 127.0(12) . . ?
C00T C011 H011 119.2 . . ?
C00T C011 C015 121.6(6) . . ?
C015 C011 H011 119.2 . . ?
C00K C012 H012 118.7 . . ?
C021 C012 C00K 122.5(7) . . ?
C021 C012 H012 118.7 . . ?
O005 C013 C019 111.6(5) . . ?
O005 C013 C01G 119.2(5) . . ?
C01G C013 C019 129.1(5) . . ?
C00J C014 C00G 123.1(6) . . ?
C01G C014 C00G 119.7(5) . . ?
C01G C014 C00J 117.1(5) . . ?
C011 C015 C00N 124.4(6) . . ?
C011 C015 C016 116.9(5) . . ?
C016 C015 C00N 118.6(5) . . ?
C010 C016 C015 121.0(5) . . ?
C010 C016 H016 119.5 . . ?
C015 C016 H016 119.5 . . ?
H01A C017 H01B 109.5 . . ?
H01A C017 H01C 109.5 . . ?
H01B C017 H01C 109.5 . . ?
C01D C017 H01A 109.5 . . ?
C01D C017 H01B 109.5 . . ?
C01D C017 H01C 109.5 . . ?
C00I C018 C00P 109.0(5) . . ?
C00I C018 C00Q 107.7(5) . . ?
C00I C018 C01V 109.4(5) . . ?
C00Q C018 C00P 109.3(5) . . ?
C01V C018 C00P 110.7(6) . . ?
C01V C018 C00Q 110.7(6) . . ?
C00U C019 C01N 109.3(6) . . ?
C00U C019 C01Q 110.9(6) . . ?
C013 C019 C00U 108.9(5) . . ?
C013 C019 C01N 109.1(5) . . ?
C013 C019 C01Q 109.9(5) . . ?
C01N C019 C01Q 108.7(6) . . ?
C00W C01A C01J 109.7(5) . . ?
C00W C01A C01K 108.0(5) . . ?
C00W C01A C028 110.0(5) . . ?
C01J C01A C028 108.4(6) . . ?
C01K C01A C01J 109.9(6) . . ?
C01K C01A C028 110.8(7) . . ?
C01I C01C H01J 119.8 . . ?
C01S C01C H01J 119.8 . . ?
C01S C01C C01I 120.5(7) . . ?
C00T C01D C017 108.7(5) . . ?
C00T C01D C01E 109.4(5) . . ?
C00T C01D C01M 110.8(5) . . ?
C01E C01D C017 108.4(6) . . ?
C01M C01D C017 109.3(6) . . ?
C01M C01D C01E 110.2(6) . . ?
C01D C01E H01D 109.5 . . ?
C01D C01E H01E 109.5 . . ?
C01D C01E H01F 109.5 . . ?
H01D C01E H01E 109.5 . . ?
H01D C01E H01F 109.5 . . ?
H01E C01E H01F 109.5 . . ?
C01H C01F H01W 120.2 . . ?
C01X C01F H01W 120.2 . . ?
C01X C01F C01H 119.6(7) . . ?
C013 C01G C014 120.9(5) . . ?
C013 C01G H01X 119.6 . . ?
C014 C01G H01X 119.6 . . ?
C01F C01H H01Y 120.5 . . ?
C01U C01H C01F 119.0(7) . . ?
C01U C01H H01Y 120.5 . . ?
C00H C01I Cl01 120.3(5) . . ?
C01C C01I Cl01 117.7(5) . . ?
C01C C01I C00H 122.0(6) . . ?
C01A C01J H01Z 109.5 . . ?
C01A C01J H 109.5 . . ?
C01A C01J HA 109.5 . . ?
H01Z C01J H 109.5 . . ?
H01Z C01J HA 109.5 . . ?
H C01J HA 109.5 . . ?
C01A C01K H01 109.5 . . ?
C01A C01K HB 109.5 . . ?
C01A C01K HC 109.5 . . ?
H01 C01K HB 109.5 . . ?
H01 C01K HC 109.5 . . ?
HB C01K HC 109.5 . . ?
C00K C01L Cl03 119.8(5) . . ?
C01O C01L Cl03 118.4(6) . . ?
C01O C01L C00K 121.8(6) . . ?
C01D C01M H01G 109.5 . . ?
C01D C01M H01H 109.5 . . ?
C01D C01M H01I 109.5 . . ?
H01G C01M H01H 109.5 . . ?
H01G C01M H01I 109.5 . . ?
H01H C01M H01I 109.5 . . ?
C019 C01N H1 109.5 . . ?
C019 C01N HD 109.5 . . ?
C019 C01N HE 109.5 . . ?
H1 C01N HD 109.5 . . ?
H1 C01N HE 109.5 . . ?
HD C01N HE 109.5 . . ?
C01L C01O H01O 120.5 . . ?
C020 C01O C01L 119.0(7) . . ?
C020 C01O H01O 120.5 . . ?
H01K C01P H01L 109.5 . . ?
H01K C01P H01M 109.5 . . ?
H01L C01P H01M 109.5 . . ?
C1 C01P H01K 109.5 . . ?
C1 C01P H01L 109.5 . . ?
C1 C01P H01M 109.5 . . ?
C019 C01Q H2 109.5 . . ?
C019 C01Q HF 109.5 . . ?
C019 C01Q HG 109.5 . . ?
H2 C01Q HF 109.5 . . ?
H2 C01Q HG 109.5 . . ?
HF C01Q HG 109.5 . . ?
C00Y C01R H01R 120.1 . . ?
C01S C01R C00Y 119.7(7) . . ?
C01S C01R H01R 120.1 . . ?
C01C C01S C01R 119.8(7) . . ?
C01C C01S H01S 120.1 . . ?
C01R C01S H01S 120.1 . . ?
C00F C01U Cl02 118.6(5) . . ?
C01H C01U Cl02 118.3(6) . . ?
C01H C01U C00F 123.0(6) . . ?
C018 C01V H01N 109.5 . . ?
C018 C01V H01P 109.5 . . ?
C018 C01V H01Q 109.5 . . ?
H01N C01V H01P 109.5 . . ?
H01N C01V H01Q 109.5 . . ?
H01P C01V H01Q 109.5 . . ?
H01T C01W H01U 109.5 . . ?
H01T C01W H01V 109.5 . . ?
H01U C01W H01V 109.5 . . ?
C1 C01W H01T 109.5 . . ?
C1 C01W H01U 109.5 . . ?
C1 C01W H01V 109.5 . . ?
C00L C01X C01F 120.9(7) . . ?
C00L C01X H3 119.6 . . ?
C01F C01X H3 119.6 . . ?
F007 B01Y F00B 108.7(6) . . ?
F008 B01Y F007 111.9(6) . . ?
F008 B01Y F00B 111.3(7) . . ?
F008 B01Y F01B 110.7(7) . . ?
F01B B01Y F007 110.5(7) . . ?
F01B B01Y F00B 103.4(6) . . ?
C01O C020 H020 120.0 . . ?
C01O C020 C021 120.0(7) . . ?
C021 C020 H020 120.0 . . ?
C012 C021 C020 120.0(7) . . ?
C012 C021 H021 120.0 . . ?
C020 C021 H021 120.0 . . ?
H02A C023 H02B 109.5 . . ?
H02A C023 H02C 109.5 . . ?
H02B C023 H02C 109.5 . . ?
C2 C023 H02A 109.5 . . ?
C2 C023 H02B 109.5 . . ?
C2 C023 H02C 109.5 . . ?
H02D C025 H02E 109.5 . . ?
H02D C025 H02F 109.5 . . ?
H02E C025 H02F 109.5 . . ?
C2 C025 H02D 109.5 . . ?
C2 C025 H02E 109.5 . . ?
C2 C025 H02F 109.5 . . ?
H02G C027 H02H 109.5 . . ?
H02G C027 H02I 109.5 . . ?
H02H C027 H02I 109.5 . . ?
C2 C027 H02G 109.5 . . ?
C2 C027 H02H 109.5 . . ?
C2 C027 H02I 109.5 . . ?
C01A C028 H02M 109.5 . . ?
C01A C028 H02N 109.5 . . ?
C01A C028 H02O 109.5 . . ?
H02M C028 H02N 109.5 . . ?
H02M C028 H02O 109.5 . . ?
H02N C028 H02O 109.5 . . ?
H02J C029 H02K 109.5 . . ?
H02J C029 H02L 109.5 . . ?
H02K C029 H02L 109.5 . . ?
C1 C029 H02J 109.5 . . ?
C1 C029 H02K 109.5 . . ?
C1 C029 H02L 109.5 . . ?
F009 B02A F01T 119.2(9) . . ?
F009 B02A F02C 99.7(9) . . ?
F01T B02A F02C 94.4(11) . . ?
F026 B02A F009 124.1(10) . . ?
F026 B02A F01T 110.4(9) . . ?
F026 B02A F02C 100.5(12) . . ?
F00C B02B F024 98.0(8) . . ?
F01Z B02B F00C 121.4(9) . . ?
F01Z B02B F022 111.8(8) . . ?
F01Z B02B F024 105.8(11) . . ?
F022 B02B F00C 118.7(10) . . ?
F022 B02B F024 94.5(10) . . ?
C00A C1 C01P 109.2(8) . . ?
C00A C1 C01W 109.0(12) . . ?
C00A C1 C029 109.6(9) . . ?
C01W C1 C01P 108.7(10) . . ?
C01W C1 C029 110.4(9) . . ?
C029 C1 C01P 109.9(13) . . ?
C010 C2 C023 109.6(7) . . ?
C010 C2 C025 110.4(7) . . ?
C010 C2 C027 107.7(7) . . ?
C023 C2 C027 110.5(9) . . ?
C025 C2 C023 110.3(9) . . ?
C025 C2 C027 108.3(9) . . ?
H0A C0 H0B 109.5 . . ?
H0A C0 H0C 109.5 . . ?
H0B C0 H0C 109.5 . . ?
C2A C0 H0A 109.5 . . ?
C2A C0 H0B 109.5 . . ?
C2A C0 H0C 109.5 . . ?
C010 C2A C0 109.4(19) . . ?
C010 C2A C3 112(2) . . ?
C010 C2A C4 108.8(19) . . ?
C0 C2A C4 112(2) . . ?
C3 C2A C0 108(2) . . ?
C3 C2A C4 107(2) . . ?
C2A C3 H3A 109.5 . . ?
C2A C3 H3B 109.5 . . ?
C2A C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2A C4 H4A 109.5 . . ?
C2A C4 H4B 109.5 . . ?
C2A C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
H5A C5 H5B 120.0 . . ?
C8 C5 H5A 120.0 . . ?
C8 C5 H5B 120.0 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C8 C6 H6A 109.5 . . ?
C8 C6 H6B 109.5 . . ?
C8 C6 H6C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
C00A C8 C6 99(4) . . ?
C5 C8 C00A 114(9) . . ?
C5 C8 C6 112(7) . . ?
C5 C8 C7 118(6) . . ?
C7 C8 C00A 115(7) . . ?
C7 C8 C6 95(7) . . ?

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
Cl03 C01L C01O C020 178.9(6) . . . . ?
O004 C00A C00E C00O 2.6(8) . . . . ?
O004 C00A C1 C01P 176.6(10) . . . . ?
O004 C00A C1 C01W 57.9(10) . . . . ?
O004 C00A C1 C029 -63.0(13) . . . . ?
O004 C00A C8 C5 -135(6) . . . . ?
O004 C00A C8 C6 -16(8) . . . . ?
O004 C00A C8 C7 84(7) . . . . ?
O004 C00I C00X C00O -1.1(8) . . . . ?
O004 C00I C018 C00P -51.9(7) . . . . ?
O004 C00I C018 C00Q 66.6(6) . . . . ?
O004 C00I C018 C01V -173.1(5) . . . . ?
O005 C00W C01A C01J 51.4(7) . . . . ?
O005 C00W C01A C01K -68.4(8) . . . . ?
O005 C00W C01A C028 170.5(6) . . . . ?
O005 C013 C019 C00U -63.8(7) . . . . ?
O005 C013 C019 C01N 55.4(7) . . . . ?
O005 C013 C019 C01Q 174.5(6) . . . . ?
O005 C013 C01G C014 1.1(9) . . . . ?
O006 C00T C011 C015 0.5(9) . . . . ?
O006 C00T C01D C017 66.6(7) . . . . ?
O006 C00T C01D C01E -51.5(7) . . . . ?
O006 C00T C01D C01M -173.2(5) . . . . ?
O006 C010 C016 C015 -0.8(9) . . . . ?
O006 C010 C2 C023 -175.4(9) . . . . ?
O006 C010 C2 C025 -53.7(10) . . . . ?
O006 C010 C2 C027 64.3(9) . . . . ?
O006 C010 C2A C0 -133(2) . . . . ?
O006 C010 C2A C3 -13(3) . . . . ?
O006 C010 C2A C4 105(2) . . . . ?
C00A O004 C00I C00X 1.0(8) . . . . ?
C00A O004 C00I C018 -178.5(5) . . . . ?
C00A C00E C00O C00D 178.3(5) . . . . ?
C00A C00E C00O C00X -2.6(8) . . . . ?
C00D C00O C00X C00I -179.1(5) . . . . ?
C00E C00A C1 C01P -1.6(19) . . . . ?
C00E C00A C1 C01W -120.3(10) . . . . ?
C00E C00A C1 C029 118.9(9) . . . . ?
C00E C00A C8 C5 56(8) . . . . ?
C00E C00A C8 C6 176(4) . . . . ?
C00E C00A C8 C7 -85(8) . . . . ?
C00E C00O C00X C00I 1.8(8) . . . . ?
C00F C00L C01X C01F 1.2(11) . . . . ?
C00G C014 C01G C013 173.8(6) . . . . ?
C00H C00Y C01R C01S 2.5(12) . . . . ?
C00I O004 C00A C00E -1.8(8) . . . . ?
C00I O004 C00A C1 179.8(9) . . . . ?
C00I O004 C00A C8 -170(5) . . . . ?
C00J C00W C01A C01J -126.5(7) . . . . ?
C00J C00W C01A C01K 113.7(8) . . . . ?
C00J C00W C01A C028 -7.3(10) . . . . ?
C00J C014 C01G C013 -3.8(8) . . . . ?
C00K C012 C021 C020 -0.1(12) . . . . ?
C00K C01L C01O C020 -1.0(11) . . . . ?
C00L C00F C00V C00G 3.2(10) . . . . ?
C00L C00F C01U Cl02 -178.7(5) . . . . ?
C00L C00F C01U C01H -0.8(10) . . . . ?
C00M C00D C00O C00E 176.6(6) . . . . ?
C00M C00D C00O C00X -2.4(9) . . . . ?
C00M C00H C00Y C01R 178.1(7) . . . . ?
C00M C00H C01I Cl01 0.3(9) . . . . ?
C00M C00H C01I C01C -178.8(6) . . . . ?
C00N C015 C016 C010 -174.6(5) . . . . ?
C00O C00D C00M C00H -177.8(6) . . . . ?
C00T O006 C010 C016 -1.0(8) . . . . ?
C00T O006 C010 C2 -178.7(6) . . . . ?
C00T O006 C010 C2A -178.6(13) . . . . ?
C00T C011 C015 C00N 174.5(6) . . . . ?
C00T C011 C015 C016 -2.1(9) . . . . ?
C00V C00F C00L C01X -178.9(6) . . . . ?
C00V C00F C01U Cl02 -0.4(9) . . . . ?
C00V C00F C01U C01H 177.5(7) . . . . ?
C00V C00G C014 C00J 16.4(10) . . . . ?
C00V C00G C014 C01G -161.0(6) . . . . ?
C00W O005 C013 C019 177.7(5) . . . . ?
C00W O005 C013 C01G 2.1(8) . . . . ?
C00W C00J C014 C00G -173.8(6) . . . . ?
C00W C00J C014 C01G 3.6(9) . . . . ?
C00X C00I C018 C00P 128.6(7) . . . . ?
C00X C00I C018 C00Q -112.9(7) . . . . ?
C00X C00I C018 C01V 7.4(9) . . . . ?
C00Y C00H C00M C00D -9.9(10) . . . . ?
C00Y C00H C01I Cl01 -178.3(5) . . . . ?
C00Y C00H C01I C01C 2.6(10) . . . . ?
C00Y C01R C01S C01C -0.8(13) . . . . ?
C00Z C00K C012 C021 176.1(7) . . . . ?
C00Z C00K C01L Cl03 4.5(9) . . . . ?
C00Z C00K C01L C01O -175.6(6) . . . . ?
C00Z C00N C015 C011 -3.9(10) . . . . ?
C00Z C00N C015 C016 172.7(6) . . . . ?
C010 O006 C00T C011 1.1(8) . . . . ?
C010 O006 C00T C01D -179.4(5) . . . . ?
C011 C00T C01D C017 -113.9(8) . . . . ?
C011 C00T C01D C01E 127.9(7) . . . . ?
C011 C00T C01D C01M 6.2(10) . . . . ?
C011 C015 C016 C010 2.3(9) . . . . ?
C012 C00K C00Z C00N -2.1(11) . . . . ?
C012 C00K C01L Cl03 -178.3(5) . . . . ?
C012 C00K C01L C01O 1.7(10) . . . . ?
C013 O005 C00W C00J -2.2(9) . . . . ?
C013 O005 C00W C01A 179.7(5) . . . . ?
C014 C00G C00V C00F 172.9(6) . . . . ?
C014 C00J C00W O005 -0.8(9) . . . . ?
C014 C00J C00W C01A 177.0(6) . . . . ?
C015 C00N C00Z C00K -173.8(6) . . . . ?
C016 C010 C2 C023 7.1(13) . . . . ?
C016 C010 C2 C025 128.9(9) . . . . ?
C016 C010 C2 C027 -113.1(9) . . . . ?
C016 C010 C2A C0 50(3) . . . . ?
C016 C010 C2A C3 169(2) . . . . ?
C016 C010 C2A C4 -73(3) . . . . ?
C018 C00I C00X C00O 178.4(6) . . . . ?
C019 C013 C01G C014 -173.8(6) . . . . ?
C01D C00T C011 C015 -178.9(6) . . . . ?
C01F C01H C01U Cl02 179.6(6) . . . . ?
C01F C01H C01U C00F 1.7(11) . . . . ?
C01G C013 C019 C00U 111.3(7) . . . . ?
C01G C013 C019 C01N -129.5(7) . . . . ?
C01G C013 C019 C01Q -10.4(10) . . . . ?
C01H C01F C01X C00L -0.3(11) . . . . ?
C01I C00H C00M C00D 171.5(6) . . . . ?
C01I C00H C00Y C01R -3.2(11) . . . . ?
C01I C01C C01S C01R 0.1(12) . . . . ?
C01L C00K C00Z C00N 175.0(6) . . . . ?
C01L C00K C012 C021 -1.1(11) . . . . ?
C01L C01O C020 C021 -0.2(12) . . . . ?
C01O C020 C021 C012 0.8(12) . . . . ?
C01S C01C C01I Cl01 179.8(6) . . . . ?
C01S C01C C01I C00H -1.1(11) . . . . ?
C01U C00F C00L C01X -0.7(10) . . . . ?
C01U C00F C00V C00G -174.9(7) . . . . ?
C01X C01F C01H C01U -1.1(11) . . . . ?
C1 C00A C00E C00O -179.4(11) . . . . ?
C2 C010 C016 C015 176.5(7) . . . . ?
C2A C010 C016 C015 176.4(15) . . . . ?
C8 C00A C00E C00O 172(6) . . . . ?

_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4FSPyL
_audit_block_doi                 10.5517/ccdc.csd.cc2hdrj6
_database_code_depnum_ccdc_archive 'CCDC 2306168'
loop_
_audit_author_name
_audit_author_address
'Jiang Bin Zhong'
;Jilin University
China
;
_audit_update_record             
;
2024-11-13 deposited with the CCDC.	2025-04-30 downloaded from the CCDC.
;
_audit_creation_date             2024-01-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         '2(B0.5 F2), C21 H26 F O'
_chemical_formula_sum            'C21 H26 B F5 O'
_chemical_formula_weight         400.23
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.8236(11)
_cell_length_b                   13.6056(10)
_cell_length_c                   16.7327(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4057.7(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9315
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.572
_cell_measurement_theta_min      2.689
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.999
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1680
_exptl_crystal_preparation       1
_exptl_crystal_recrystallization_method 1
_exptl_crystal_size_max          0.01
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            137265
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.632
_diffrn_reflns_theta_min         2.689
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4626
_reflns_number_total             5709
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.509
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         5709
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0478
_refine_ls_restrained_S_all      1.091
_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)+(0.0474P)²+2.9600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1153
_refine_ls_wR_factor_ref         0.1330
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C00K-C00Q \\sim C00K-C1
 with sigma of 0.02
 C00K-C00R \\sim C00K-C00S
 with sigma of 0.02
 C00K-C00T \\sim C00K-C00U
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F00P, F1, F3, F2
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C00S)=Sof(H00Z)=Sof(H)=Sof(HA)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=
 Sof(C00U)=Sof(H00)=Sof(HB)=Sof(HC)=1-FVAR(1)
 Sof(C00Q)=Sof(H00Q)=Sof(H00R)=Sof(H00S)=Sof(C00R)=Sof(H00T)=Sof(H00U)=
 Sof(H00V)=Sof(C00T)=Sof(H00W)=Sof(H00X)=Sof(H00Y)=FVAR(1)
 Fixed Sof: F00P(0.5) F1(0.5) F2(0.5) F3(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C008(H008), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00M(H00M)
5.b Idealised Me refined as rotating group:
 C00J(H00A,H00B,H00I), C00L(H00J,H00K,H00L), C00N(H00N,H00O,H00P), C00Q(H00Q,
 H00R,H00S), C00R(H00T,H00U,H00V), C00T(H00W,H00X,H00Y), C00S(H00Z,H,HA),
 C1(H1A,H1B,H1C), C00U(H00,HB,HC)
;
_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
F001 F -0.05726(5) 0.26832(7) 0.71900(6) 0.0333(2) Uani 1 1 d . . . . .
O002 O 0.24277(5) 0.11262(7) 0.56072(5) 0.01900(19) Uani 1 1 d . . . . .
F003 F 0.22090(6) 0.77067(7) 0.90074(7) 0.0418(3) Uani 1 1 d . . . . .
F004 F 0.02949(5) 0.38424(9) 0.68925(7) 0.0466(3) Uani 1 1 d . . . . .
C006 C 0.21533(7) 0.50625(10) 0.78224(8) 0.0206(2) Uani 1 1 d . . . . .
C007 C 0.31202(7) 0.14395(9) 0.58155(7) 0.0182(2) Uani 1 1 d . . . . .
C008 C 0.31955(7) 0.22175(10) 0.63253(8) 0.0210(2) Uani 1 1 d . . . . .
H008 H 0.368241 0.243065 0.647803 0.025 Uiso 1 1 calc R U . . .
C009 C 0.37363(7) 0.08765(10) 0.53998(8) 0.0204(2) Uani 1 1 d . . . . .
C00A C 0.25598(7) 0.27072(9) 0.66269(8) 0.0206(2) Uani 1 1 d . . . . .
C00B C 0.17997(7) 0.15547(10) 0.58926(8) 0.0210(3) Uani 1 1 d . . . . .
C00C C 0.26664(7) 0.35695(10) 0.71277(8) 0.0228(3) Uani 1 1 d . . . . .
H00C H 0.316259 0.374168 0.728069 0.027 Uiso 1 1 calc R U . . .
C00D C 0.18521(7) 0.23401(10) 0.63993(8) 0.0229(3) Uani 1 1 d . . . . .
H00D H 0.140884 0.263999 0.659904 0.027 Uiso 1 1 calc R U . . .
C00E C 0.14895(8) 0.55768(10) 0.79841(8) 0.0227(3) Uani 1 1 d . . . . .
H00E H 0.102195 0.530433 0.782532 0.027 Uiso 1 1 calc R U . . .
C00F C 0.28434(8) 0.54697(11) 0.80636(8) 0.0245(3) Uani 1 1 d . . . . .
H00F H 0.329724 0.512898 0.795465 0.029 Uiso 1 1 calc R U . . .
C00G C 0.20963(7) 0.41353(10) 0.73849(8) 0.0204(2) Uani 1 1 d . . . . .
H00G H 0.160408 0.390798 0.726997 0.025 Uiso 1 1 calc R U . . .
C00H C 0.15039(8) 0.64786(11) 0.83726(8) 0.0262(3) Uani 1 1 d . . . . .
H00H H 0.105525 0.683505 0.847258 0.031 Uiso 1 1 calc R U . . .
C00I C 0.21929(9) 0.68383(11) 0.86082(9) 0.0282(3) Uani 1 1 d . . . . .
C00J C 0.38330(8) 0.13220(12) 0.45588(8) 0.0276(3) Uani 1 1 d . . . . .
H00A H 0.336492 0.124706 0.425761 0.041 Uiso 1 1 calc R U . . .
H00B H 0.423921 0.098043 0.427827 0.041 Uiso 1 1 calc R U . . .
H00I H 0.395633 0.202149 0.460594 0.041 Uiso 1 1 calc R U . . .
C00K C 0.10830(7) 0.10813(11) 0.56127(9) 0.0259(3) Uani 1 1 d D . . . .
C00L C 0.35261(9) -0.02167(10) 0.53269(10) 0.0301(3) Uani 1 1 d . . . . .
H00J H 0.343724 -0.048961 0.586057 0.045 Uiso 1 1 calc R U . . .
H00K H 0.393735 -0.057481 0.506929 0.045 Uiso 1 1 calc R U . . .
H00L H 0.306988 -0.028201 0.500436 0.045 Uiso 1 1 calc R U . . .
C00M C 0.28648(8) 0.63666(11) 0.84601(9) 0.0290(3) Uani 1 1 d . . . . .
H00M H 0.332793 0.664705 0.862442 0.035 Uiso 1 1 calc R U . . .
C00N C 0.44725(8) 0.09814(12) 0.58666(9) 0.0287(3) Uani 1 1 d . . . . .
H00N H 0.462044 0.167485 0.588220 0.043 Uiso 1 1 calc R U . . .
H00O H 0.486603 0.059687 0.560291 0.043 Uiso 1 1 calc R U . . .
H00P H 0.440141 0.073946 0.641306 0.043 Uiso 1 1 calc R U . . .
B00O B 0.000000 0.32623(17) 0.750000 0.0227(4) Uani 1 2 d S T P . .
F00P F 0.47231(13) 0.3276(2) 0.66377(14) 0.0503(6) Uani 0.5 1 d . . P A -1
C00Q C 0.05748(11) 0.19044(15) 0.52548(13) 0.0314(5) Uani 0.796(4) 1 d D . P B
1
H00Q H 0.045604 0.238674 0.567095 0.047 Uiso 0.796(4) 1 calc R U P B 1
H00R H 0.010916 0.161265 0.505287 0.047 Uiso 0.796(4) 1 calc R U P B 1
H00S H 0.083983 0.223086 0.481566 0.047 Uiso 0.796(4) 1 calc R U P B 1
C00R C 0.07006(14) 0.06535(19) 0.63423(14) 0.0381(6) Uani 0.796(4) 1 d D . P B
1
H00T H 0.102187 0.014672 0.657912 0.057 Uiso 0.796(4) 1 calc R U P B 1
H00U H 0.022013 0.036124 0.618548 0.057 Uiso 0.796(4) 1 calc R U P B 1
H00V H 0.061235 0.117589 0.673448 0.057 Uiso 0.796(4) 1 calc R U P B 1
C00T C 0.12315(12) 0.03220(19) 0.49680(18) 0.0470(8) Uani 0.796(4) 1 d D . P B
1
H00W H 0.148331 0.063646 0.451446 0.070 Uiso 0.796(4) 1 calc R U P B 1
H00X H 0.075465 0.003834 0.478969 0.070 Uiso 0.796(4) 1 calc R U P B 1
H00Y H 0.155257 -0.019935 0.518334 0.070 Uiso 0.796(4) 1 calc R U P B 1
F1 F 0.51887(14) 0.2601(2) 0.7758(2) 0.0868(13) Uani 0.5 1 d . . P A -1
F2 F 0.4452(4) 0.3917(7) 0.7747(5) 0.079(3) Uani 0.5 1 d . . P A -1
F3 F 0.5628(3) 0.4070(5) 0.7243(3) 0.0340(8) Uani 0.5 1 d . . P A 1
B1 B 0.500000 0.3474(2) 0.750000 0.0411(7) Uani 1 2 d S T P . .
C00S C 0.0421(6) 0.1196(13) 0.6172(9) 0.071(4) Uani 0.204(4) 1 d D . P B 2
H00Z H 0.028224 0.189182 0.620782 0.106 Uiso 0.204(4) 1 calc R U P B 2
H H 0.055658 0.095262 0.670392 0.106 Uiso 0.204(4) 1 calc R U P B 2
HA H -0.000583 0.081805 0.596645 0.106 Uiso 0.204(4) 1 calc R U P B 2
C1 C 0.0935(7) 0.1256(11) 0.4763(7) 0.071(5) Uani 0.204(4) 1 d D . P B 2
H1A H 0.059181 0.075038 0.456153 0.107 Uiso 0.204(4) 1 calc R U P B 2
H1B H 0.140747 0.122749 0.446489 0.107 Uiso 0.204(4) 1 calc R U P B 2
H1C H 0.070634 0.190530 0.469554 0.107 Uiso 0.204(4) 1 calc R U P B 2
C00U C 0.1210(6) -0.0148(7) 0.5642(10) 0.066(4) Uani 0.204(4) 1 d D . P B 2
H00 H 0.166609 -0.032007 0.534703 0.099 Uiso 0.204(4) 1 calc R U P B 2
HB H 0.077731 -0.047538 0.539681 0.099 Uiso 0.204(4) 1 calc R U P B 2
HC H 0.125882 -0.036149 0.619873 0.099 Uiso 0.204(4) 1 calc R U P B 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
F001 B00O 1.3898(15) . ?
O002 C007 1.3515(15) . ?
O002 C00B 1.3494(15) . ?
F003 C00I 1.3575(16) . ?
F004 B00O 1.3901(16) . ?
C006 C00E 1.4010(19) . ?
C006 C00F 1.4081(18) . ?
C006 C00G 1.4620(18) . ?
C007 C008 1.3661(18) . ?
C007 C009 1.5088(17) . ?
C008 H008 0.9500 . ?
C008 C00A 1.4080(17) . ?
C009 C00J 1.5419(19) . ?
C009 C00L 1.5387(19) . ?
C009 C00N 1.5337(19) . ?
C00A C00C 1.4543(18) . ?
C00A C00D 1.4091(18) . ?
C00B C00D 1.3672(19) . ?
C00B C00K 1.5054(18) . ?
C00C H00C 0.9500 . ?
C00C C00G 1.3454(18) . ?
C00D H00D 0.9500 . ?
C00E H00E 0.9500 . ?
C00E C00H 1.3888(19) . ?
C00F H00F 0.9500 . ?
C00F C00M 1.390(2) . ?
C00G H00G 0.9500 . ?
C00H H00H 0.9500 . ?
C00H C00I 1.380(2) . ?
C00I C00M 1.381(2) . ?
C00J H00A 0.9800 . ?
C00J H00B 0.9800 . ?
C00J H00I 0.9800 . ?
C00K C00Q 1.560(2) . ?
C00K C00R 1.514(3) . ?
C00K C00T 1.517(2) . ?
C00K C00S 1.515(10) . ?
C00K C1 1.465(10) . ?
C00K C00U 1.688(10) . ?
C00L H00J 0.9800 . ?
C00L H00K 0.9800 . ?
C00L H00L 0.9800 . ?
C00M H00M 0.9500 . ?
C00N H00N 0.9800 . ?
C00N H00O 0.9800 . ?
C00N H00P 0.9800 . ?
F00P B1 1.549(2) . ?
C00Q H00Q 0.9800 . ?
C00Q H00R 0.9800 . ?
C00Q H00S 0.9800 . ?
C00R H00T 0.9800 . ?
C00R H00U 0.9800 . ?
C00R H00V 0.9800 . ?
C00T H00W 0.9800 . ?
C00T H00X 0.9800 . ?
C00T H00Y 0.9800 . ?
F1 B1 1.309(4) . ?
F2 B1 1.220(8) . ?
F3 B1 1.448(7) . ?
C00S H00Z 0.9800 . ?
C00S H 0.9800 . ?
C00S HA 0.9800 . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C00U H00 0.9800 . ?
C00U HB 0.9800 . ?
C00U HC 0.9800 . ?

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
C00B O002 C007 122.00(10) . . ?
C00E C006 C00F 119.06(12) . . ?
C00E C006 C00G 117.97(12) . . ?
C00F C006 C00G 122.94(12) . . ?
O002 C007 C008 119.68(11) . . ?
O002 C007 C009 112.68(11) . . ?
C008 C007 C009 127.57(11) . . ?
C007 C008 H008 119.6 . . ?
C007 C008 C00A 120.76(12) . . ?
C00A C008 H008 119.6 . . ?
C007 C009 C00J 107.61(11) . . ?
C007 C009 C00L 110.49(11) . . ?
C007 C009 C00N 109.92(11) . . ?
C00L C009 C00J 109.56(12) . . ?
C00N C009 C00J 109.43(11) . . ?
C00N C009 C00L 109.79(12) . . ?
C008 C00A C00C 118.89(12) . . ?
C008 C00A C00D 117.11(12) . . ?
C00D C00A C00C 123.97(12) . . ?
O002 C00B C00D 120.03(11) . . ?
O002 C00B C00K 114.14(11) . . ?
C00D C00B C00K 125.82(12) . . ?
C00A C00C H00C 118.4 . . ?
C00G C00C C00A 123.18(12) . . ?
C00G C00C H00C 118.4 . . ?
C00A C00D H00D 119.8 . . ?
C00B C00D C00A 120.38(12) . . ?
C00B C00D H00D 119.8 . . ?
C006 C00E H00E 119.5 . . ?
C00H C00E C006 121.07(13) . . ?
C00H C00E H00E 119.5 . . ?
C006 C00F H00F 119.8 . . ?
C00M C00F C006 120.43(13) . . ?
C00M C00F H00F 119.8 . . ?
C006 C00G H00G 116.5 . . ?
C00C C00G C006 126.97(12) . . ?
C00C C00G H00G 116.5 . . ?
C00E C00H H00H 121.2 . . ?
C00I C00H C00E 117.62(13) . . ?
C00I C00H H00H 121.2 . . ?
F003 C00I C00H 117.91(13) . . ?
F003 C00I C00M 118.32(13) . . ?
C00H C00I C00M 123.76(13) . . ?
C009 C00J H00A 109.5 . . ?
C009 C00J H00B 109.5 . . ?
C009 C00J H00I 109.5 . . ?
H00A C00J H00B 109.5 . . ?
H00A C00J H00I 109.5 . . ?
H00B C00J H00I 109.5 . . ?
C00B C00K C00Q 107.76(13) . . ?
C00B C00K C00R 107.19(13) . . ?
C00B C00K C00T 111.38(13) . . ?
C00B C00K C00S 115.2(5) . . ?
C00B C00K C00U 107.5(3) . . ?
C00R C00K C00Q 108.91(16) . . ?
C00R C00K C00T 112.96(18) . . ?
C00T C00K C00Q 108.49(17) . . ?
C00S C00K C00U 100.9(8) . . ?
C1 C00K C00B 112.7(4) . . ?
C1 C00K C00S 116.3(8) . . ?
C1 C00K C00U 102.3(8) . . ?
C009 C00L H00J 109.5 . . ?
C009 C00L H00K 109.5 . . ?
C009 C00L H00L 109.5 . . ?
H00J C00L H00K 109.5 . . ?
H00J C00L H00L 109.5 . . ?
H00K C00L H00L 109.5 . . ?
C00F C00M H00M 121.0 . . ?
C00I C00M C00F 118.03(13) . . ?
C00I C00M H00M 121.0 . . ?
C009 C00N H00N 109.5 . . ?
C009 C00N H00O 109.5 . . ?
C009 C00N H00P 109.5 . . ?
H00N C00N H00O 109.5 . . ?
H00N C00N H00P 109.5 . . ?
H00O C00N H00P 109.5 . . ?
F001 B00O F001 110.92(18) 3_556 . ?
F001 B00O F004 109.06(6) 3_556 3_556 ?
F001 B00O F004 108.49(6) . 3_556 ?
F001 B00O F004 108.49(6) 3_556 . ?
F001 B00O F004 109.06(6) . . ?
F004 B00O F004 110.82(19) . 3_556 ?
C00K C00Q H00Q 109.5 . . ?
C00K C00Q H00R 109.5 . . ?
C00K C00Q H00S 109.5 . . ?
H00Q C00Q H00R 109.5 . . ?
H00Q C00Q H00S 109.5 . . ?
H00R C00Q H00S 109.5 . . ?
C00K C00R H00T 109.5 . . ?
C00K C00R H00U 109.5 . . ?
C00K C00R H00V 109.5 . . ?
H00T C00R H00U 109.5 . . ?
H00T C00R H00V 109.5 . . ?
H00U C00R H00V 109.5 . . ?
C00K C00T H00W 109.5 . . ?
C00K C00T H00X 109.5 . . ?
C00K C00T H00Y 109.5 . . ?
H00W C00T H00X 109.5 . . ?
H00W C00T H00Y 109.5 . . ?
H00X C00T H00Y 109.5 . . ?
F1 B1 F00P 103.4(3) . . ?
F1 B1 F3 114.0(3) . . ?
F1 B1 F3 127.5(3) . 3_656 ?
F2 B1 F00P 98.5(4) . . ?
F2 B1 F1 122.8(5) . . ?
F2 B1 F3 4.8(7) . 3_656 ?
F2 B1 F3 116.4(3) . . ?
F3 B1 F00P 97.3(2) 3_656 . ?
F3 B1 F00P 93.9(2) . . ?
F3 B1 F3 111.9(6) . 3_656 ?
C00K C00S H00Z 109.5 . . ?
C00K C00S H 109.5 . . ?
C00K C00S HA 109.5 . . ?
H00Z C00S H 109.5 . . ?
H00Z C00S HA 109.5 . . ?
H C00S HA 109.5 . . ?
C00K C1 H1A 109.5 . . ?
C00K C1 H1B 109.5 . . ?
C00K C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C00K C00U H00 109.5 . . ?
C00K C00U HB 109.5 . . ?
C00K C00U HC 109.5 . . ?
H00 C00U HB 109.5 . . ?
H00 C00U HC 109.5 . . ?
HB C00U HC 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O002 C007 C008 C00A -0.99(19) . . . . ?
O002 C007 C009 C00J 81.76(13) . . . . ?
O002 C007 C009 C00L -37.82(15) . . . . ?
O002 C007 C009 C00N -159.15(11) . . . . ?
O002 C00B C00D C00A 0.0(2) . . . . ?
O002 C00B C00K C00Q -127.68(14) . . . . ?
O002 C00B C00K C00R 115.24(17) . . . . ?
O002 C00B C00K C00T -8.8(2) . . . . ?
O002 C00B C00K C00S 153.0(8) . . . . ?
O002 C00B C00K C1 -70.5(7) . . . . ?
O002 C00B C00K C00U 41.5(6) . . . . ?
F003 C00I C00M C00F 178.89(13) . . . . ?
C006 C00E C00H C00I -1.4(2) . . . . ?
C006 C00F C00M C00I 0.1(2) . . . . ?
C007 O002 C00B C00D 1.01(19) . . . . ?
C007 O002 C00B C00K -178.11(12) . . . . ?
C007 C008 C00A C00C -176.19(12) . . . . ?
C007 C008 C00A C00D 1.90(19) . . . . ?
C008 C007 C009 C00J -95.31(16) . . . . ?
C008 C007 C009 C00L 145.11(14) . . . . ?
C008 C007 C009 C00N 23.79(19) . . . . ?
C008 C00A C00C C00G 173.96(13) . . . . ?
C008 C00A C00D C00B -1.4(2) . . . . ?
C009 C007 C008 C00A 175.89(12) . . . . ?
C00A C00C C00G C006 -173.64(13) . . . . ?
C00B O002 C007 C008 -0.51(18) . . . . ?
C00B O002 C007 C009 -177.83(11) . . . . ?
C00C C00A C00D C00B 176.59(13) . . . . ?
C00D C00A C00C C00G -4.0(2) . . . . ?
C00D C00B C00K C00Q 53.3(2) . . . . ?
C00D C00B C00K C00R -63.8(2) . . . . ?
C00D C00B C00K C00T 172.15(18) . . . . ?
C00D C00B C00K C00S -26.1(8) . . . . ?
C00D C00B C00K C1 110.5(7) . . . . ?
C00D C00B C00K C00U -137.6(6) . . . . ?
C00E C006 C00F C00M 0.3(2) . . . . ?
C00E C006 C00G C00C 175.32(14) . . . . ?
C00E C00H C00I F003 -178.26(13) . . . . ?
C00E C00H C00I C00M 1.8(2) . . . . ?
C00F C006 C00E C00H 0.3(2) . . . . ?
C00F C006 C00G C00C -2.7(2) . . . . ?
C00G C006 C00E C00H -177.76(13) . . . . ?
C00G C006 C00F C00M 178.32(13) . . . . ?
C00H C00I C00M C00F -1.2(2) . . . . ?
C00K C00B C00D C00A 179.00(13) . . . . ?

_olex2_exptl_crystal_mounting_method 1
_olex2_submission_special_instructions 'No special instructions were received'
