# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# 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 
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data_cxy3292
_database_code_depnum_ccdc_archive 'CCDC 2107074'
loop_
_audit_author_name
_audit_author_address
'Wei Shu' 'Southern University of Science and Technology'
_audit_update_record             
;
2021-09-16 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_audit_creation_date             2021-06-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H24 N, B F4'
_chemical_formula_sum            'C16 H24 B F4 N'
_chemical_formula_weight         317.17
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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           45
_space_group_name_H-M_alt        'I b a 2'
_space_group_name_Hall           'I 2 -2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x, y, z+1/2'
'x, -y, z+1/2'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1'
'x+1/2, -y+1/2, z+1'

_cell_length_a                   26.2135(15)
_cell_length_b                   48.489(3)
_cell_length_c                   7.7284(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9823.3(10)
_cell_formula_units_Z            24
_cell_measurement_reflns_used    9132
_cell_measurement_temperature    100
_cell_measurement_theta_max      69.20
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.894
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6121
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1309 before and 0.0863 after correction.
The Ratio of minimum to maximum transmission is 0.8128.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             4032
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_av_unetI/netI     0.0566
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       58
_diffrn_reflns_limit_k_min       -58
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            42810
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.194
_diffrn_reflns_theta_min         3.212
_diffrn_ambient_temperature      100
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.11
_diffrn_source_power             0.0555
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.987
_reflns_number_gt                8264
_reflns_number_total             8964
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.233
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.59(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         8964
_refine_ls_number_restraints     208
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.026
_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)+(0.1008P)²+7.1303P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1544
_refine_ls_wR_factor_ref         0.1580
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.41(15)
 0.59(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All N(H,H,H,H) groups
3. Restrained distances
 C34-C33 = C38A-C33A = C34A-C33A = C38-C33 = C35A-C34A = C38-C37 = C37-C36 =
 C36A-C35A = C36-C35 = C37A-C36A = C35-C34 = C38A-C37A
 1.54 with sigma of 0.02
 N3-C33 \\sim N3-C33A
 with sigma of 0.02
 C34-C33 \\sim C34A-C33A
 with sigma of 0.02
 C34-C35 \\sim C34A-C35A
 with sigma of 0.02
 C37-C36 \\sim C37A-C36A
 with sigma of 0.02
 C37-C38 \\sim C37A-C38A
 with sigma of 0.02
 C37-C33 \\sim C37A-C33A
 with sigma of 0.04
 C33-C38 \\sim C33A-C38A
 with sigma of 0.02
 C36-C38 \\sim C36A-C38A
 with sigma of 0.04
 C36-C35 \\sim C36A-C35A
 with sigma of 0.02
 C37-C35 \\sim C37A-C35A
 with sigma of 0.04
 C33-C35 \\sim C33A-C35A
 with sigma of 0.04
 N3-C34 \\sim N3-C34A
 with sigma of 0.04
 N3-C38 \\sim N3-C38A
 with sigma of 0.04
 C34-C36 \\sim C34A-C36A
 with sigma of 0.04
 C34-C38 \\sim C34A-C38A
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
C34 \\sim C37 \\sim C33 \\sim C36 \\sim C38 \\sim C35 \\sim C38A \\sim C37A
\\sim C36A \\sim C35A \\sim C34A \\sim C33A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
Uanis(C36A) = Uanis(C36)
Uanis(C34A) = Uanis(C38)
Uanis(C38A) = Uanis(C34)
Uanis(C33) = Uanis(C33A)
Uanis(C37) = Uanis(C35A)
Uanis(C35) = Uanis(C37A)
5. Others
 Sof(H3BC)=Sof(H3BD)=Sof(C33A)=Sof(H33A)=Sof(C38A)=Sof(H38C)=Sof(H38D)=
 Sof(C37A)=Sof(H37C)=Sof(H37D)=Sof(C36A)=Sof(H36C)=Sof(H36D)=Sof(C35A)=
 Sof(H35C)=Sof(H35D)=Sof(C34A)=Sof(H34C)=Sof(H34D)=1-FVAR(1)
 Sof(H3AA)=Sof(H3AB)=Sof(C34)=Sof(H34A)=Sof(H34B)=Sof(C37)=Sof(H37A)=Sof(H37B)=
 Sof(C33)=Sof(H33)=Sof(C36)=Sof(H36A)=Sof(H36B)=Sof(C38)=Sof(H38A)=Sof(H38B)=
 Sof(C35)=Sof(H35A)=Sof(H35B)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C1(H1), C17(H17), C33(H33), C33A(H33A)
6.b Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C7(H7A,H7B), C2(H2A,H2B), C10(H10A,H10B), C6(H6A,H6B), C3(H3A,
 H3B), C5(H5A,H5B), C4(H4A,H4B), N2(H2C,H2D), C18(H18A,H18B), C22(H22A,H22B),
 C23(H23A,H23B), C19(H19A,H19B), C20(H20A,H20B), C26(H26A,H26B), C21(H21A,H21B),
  N3(H3AA,H3AB), N3(H3BC,H3BD), C39(H39A,H39B), C42(H42A,H42B), C34(H34A,H34B),
 C37(H37A,H37B), C36(H36A,H36B), C38(H38A,H38B), C35(H35A,H35B), C38A(H38C,
 H38D), C37A(H37C,H37D), C36A(H36C,H36D), C35A(H35C,H35D), C34A(H34C,H34D)
6.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C8(H8), C9(H9), C13(H13), C16(H16), C14(H14), C15(H15), C24(H24),
 C28(H28), C25(H25), C32(H32), C29(H29), C30(H30), C31(H31), C40(H40), C41(H41),
  C44(H44), C48(H48), C46(H46), C45(H45), C47(H47)
;
_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
N1 N 0.43458(11) 0.15611(6) 0.9962(4) 0.0194(6) Uani 1 1 d . . . . .
H1A H 0.457841 0.151072 0.914701 0.023 Uiso 1 1 calc R U . . .
H1B H 0.450954 0.156687 1.099958 0.023 Uiso 1 1 calc R U . . .
C11 C 0.40598(15) 0.06305(8) 0.6602(5) 0.0232(8) Uani 1 1 d . . . . .
C12 C 0.43761(15) 0.07614(8) 0.5407(5) 0.0265(8) Uani 1 1 d . . . . .
H12 H 0.441594 0.095598 0.545631 0.032 Uiso 1 1 calc R U . . .
C1 C 0.41534(14) 0.18473(8) 0.9538(5) 0.0225(8) Uani 1 1 d . . . . .
H1 H 0.392020 0.183333 0.851798 0.027 Uiso 1 1 calc R U . . .
C8 C 0.41630(15) 0.10667(8) 1.0458(5) 0.0245(8) Uani 1 1 d . . . . .
H8 H 0.438131 0.105698 1.143764 0.029 Uiso 1 1 calc R U . . .
C9 C 0.40878(15) 0.08356(8) 0.9599(5) 0.0255(8) Uani 1 1 d . . . . .
H9 H 0.424763 0.067541 1.005483 0.031 Uiso 1 1 calc R U . . .
C13 C 0.46340(16) 0.06124(9) 0.4148(6) 0.0316(9) Uani 1 1 d . . . . .
H13 H 0.484297 0.070582 0.333218 0.038 Uiso 1 1 calc R U . . .
C16 C 0.40228(18) 0.03459(8) 0.6535(6) 0.0314(9) Uani 1 1 d . . . . .
H16 H 0.381493 0.025199 0.735141 0.038 Uiso 1 1 calc R U . . .
C7 C 0.39381(14) 0.13444(8) 1.0046(5) 0.0240(8) Uani 1 1 d . . . . .
H7A H 0.375787 0.133531 0.892182 0.029 Uiso 1 1 calc R U . . .
H7B H 0.368616 0.139472 1.094678 0.029 Uiso 1 1 calc R U . . .
C2 C 0.38527(17) 0.19674(8) 1.1044(5) 0.0292(9) Uani 1 1 d . . . . .
H2A H 0.407052 0.197415 1.208998 0.035 Uiso 1 1 calc R U . . .
H2B H 0.355452 0.184880 1.129816 0.035 Uiso 1 1 calc R U . . .
C10 C 0.37765(16) 0.07961(8) 0.7973(5) 0.0270(8) Uani 1 1 d . . . . .
H10A H 0.368660 0.097896 0.749215 0.032 Uiso 1 1 calc R U . . .
H10B H 0.345505 0.069982 0.826889 0.032 Uiso 1 1 calc R U . . .
C6 C 0.46015(16) 0.20302(8) 0.9041(6) 0.0296(9) Uani 1 1 d . . . . .
H6A H 0.478735 0.194708 0.805492 0.036 Uiso 1 1 calc R U . . .
H6B H 0.484047 0.204539 1.002820 0.036 Uiso 1 1 calc R U . . .
C14 C 0.45881(17) 0.03310(9) 0.4076(6) 0.0333(9) Uani 1 1 d . . . . .
H14 H 0.476135 0.022903 0.320627 0.040 Uiso 1 1 calc R U . . .
C15 C 0.42851(18) 0.01958(8) 0.5291(6) 0.0365(10) Uani 1 1 d . . . . .
H15 H 0.425795 0.000050 0.526742 0.044 Uiso 1 1 calc R U . . .
C3 C 0.36716(18) 0.22599(9) 1.0579(5) 0.0355(10) Uani 1 1 d . . . . .
H3A H 0.342042 0.224867 0.962489 0.043 Uiso 1 1 calc R U . . .
H3B H 0.349862 0.234239 1.159309 0.043 Uiso 1 1 calc R U . . .
C5 C 0.44079(18) 0.23175(8) 0.8537(6) 0.0333(9) Uani 1 1 d . . . . .
H5A H 0.470078 0.243725 0.823855 0.040 Uiso 1 1 calc R U . . .
H5B H 0.418507 0.230311 0.750693 0.040 Uiso 1 1 calc R U . . .
C4 C 0.41101(18) 0.24451(8) 1.0031(6) 0.0360(10) Uani 1 1 d . . . . .
H4A H 0.434163 0.247449 1.102635 0.043 Uiso 1 1 calc R U . . .
H4B H 0.397451 0.262685 0.967224 0.043 Uiso 1 1 calc R U . . .
N2 N 0.23446(11) 0.14187(6) 0.5146(4) 0.0175(6) Uani 1 1 d . . . . .
H2C H 0.212202 0.135877 0.432428 0.021 Uiso 1 1 calc R U . . .
H2D H 0.217454 0.142426 0.617167 0.021 Uiso 1 1 calc R U . . .
C27 C 0.28768(15) 0.05183(8) 0.1665(5) 0.0230(8) Uani 1 1 d . . . . .
C17 C 0.25143(14) 0.17064(7) 0.4689(4) 0.0196(7) Uani 1 1 d . . . . .
H17 H 0.273676 0.169394 0.364057 0.023 Uiso 1 1 calc R U . . .
C18 C 0.28250(15) 0.18405(7) 0.6131(5) 0.0225(8) Uani 1 1 d . . . . .
H18A H 0.312721 0.172555 0.639620 0.027 Uiso 1 1 calc R U . . .
H18B H 0.261515 0.185498 0.719190 0.027 Uiso 1 1 calc R U . . .
C24 C 0.25926(14) 0.09261(7) 0.5587(5) 0.0223(7) Uani 1 1 d . . . . .
H24 H 0.235710 0.089616 0.650193 0.027 Uiso 1 1 calc R U . . .
C22 C 0.20510(15) 0.18806(8) 0.4221(5) 0.0260(8) Uani 1 1 d . . . . .
H22A H 0.182497 0.189937 0.524015 0.031 Uiso 1 1 calc R U . . .
H22B H 0.185569 0.178968 0.328409 0.031 Uiso 1 1 calc R U . . .
C28 C 0.31528(16) 0.02921(8) 0.1112(5) 0.0258(8) Uani 1 1 d . . . . .
H28 H 0.347484 0.025444 0.162399 0.031 Uiso 1 1 calc R U . . .
C25 C 0.27363(15) 0.07087(8) 0.4658(5) 0.0245(8) Uani 1 1 d . . . . .
H25 H 0.260837 0.053511 0.502681 0.029 Uiso 1 1 calc R U . . .
C32 C 0.24109(16) 0.05711(9) 0.0890(5) 0.0290(9) Uani 1 1 d . . . . .
H32 H 0.221482 0.072517 0.125671 0.035 Uiso 1 1 calc R U . . .
C23 C 0.27754(13) 0.12136(7) 0.5291(5) 0.0221(7) Uani 1 1 d . . . . .
H23A H 0.297995 0.121873 0.421492 0.026 Uiso 1 1 calc R U . . .
H23B H 0.300065 0.126826 0.626038 0.026 Uiso 1 1 calc R U . . .
C19 C 0.29970(15) 0.21295(8) 0.5553(5) 0.0269(8) Uani 1 1 d . . . . .
H19A H 0.318363 0.221985 0.651184 0.032 Uiso 1 1 calc R U . . .
H19B H 0.323327 0.211214 0.456002 0.032 Uiso 1 1 calc R U . . .
C20 C 0.25418(15) 0.23089(8) 0.5030(6) 0.0289(8) Uani 1 1 d . . . . .
H20A H 0.232332 0.234299 0.605320 0.035 Uiso 1 1 calc R U . . .
H20B H 0.266567 0.248916 0.459976 0.035 Uiso 1 1 calc R U . . .
C29 C 0.29689(16) 0.01178(8) -0.0182(5) 0.0295(8) Uani 1 1 d . . . . .
H29 H 0.316164 -0.003873 -0.052770 0.035 Uiso 1 1 calc R U . . .
C26 C 0.30779(15) 0.07047(8) 0.3089(5) 0.0262(8) Uani 1 1 d . . . . .
H26A H 0.342175 0.064087 0.343642 0.031 Uiso 1 1 calc R U . . .
H26B H 0.311155 0.089464 0.263355 0.031 Uiso 1 1 calc R U . . .
C30 C 0.25071(17) 0.01734(9) -0.0955(5) 0.0334(9) Uani 1 1 d . . . . .
H30 H 0.238164 0.005690 -0.184717 0.040 Uiso 1 1 calc R U . . .
C21 C 0.22297(16) 0.21666(8) 0.3621(6) 0.0306(9) Uani 1 1 d . . . . .
H21A H 0.243995 0.214731 0.256421 0.037 Uiso 1 1 calc R U . . .
H21B H 0.192927 0.228143 0.333238 0.037 Uiso 1 1 calc R U . . .
C31 C 0.22255(17) 0.04009(10) -0.0425(6) 0.0358(10) Uani 1 1 d . . . . .
H31 H 0.190699 0.044066 -0.095593 0.043 Uiso 1 1 calc R U . . .
N3 N 0.10558(11) 0.13732(6) 1.0168(4) 0.0211(6) Uani 1 1 d D . . . .
H3AA H 0.116750 0.136287 0.905545 0.025 Uiso 0.569(4) 1 calc R U P A 1
H3AB H 0.132420 0.133113 1.086712 0.025 Uiso 0.569(4) 1 calc R U P A 1
H3BC H 0.123338 0.139075 1.117431 0.025 Uiso 0.431(4) 1 calc R U P A 2
H3BD H 0.127695 0.131087 0.934942 0.025 Uiso 0.431(4) 1 calc R U P A 2
C43 C 0.07074(16) 0.05187(8) 0.6308(5) 0.0263(8) Uani 1 1 d . . . . .
C40 C 0.08732(15) 0.08743(8) 1.0544(5) 0.0265(8) Uani 1 1 d . . . . .
H40 H 0.109396 0.083615 1.148921 0.032 Uiso 1 1 calc R U . . .
C41 C 0.07858(16) 0.06723(8) 0.9412(5) 0.0275(8) Uani 1 1 d . . . . .
H41 H 0.093644 0.049888 0.966962 0.033 Uiso 1 1 calc R U . . .
C44 C 0.04410(15) 0.03028(8) 0.5557(6) 0.0275(8) Uani 1 1 d . . . . .
H44 H 0.010802 0.025957 0.595859 0.033 Uiso 1 1 calc R U . . .
C39 C 0.06464(15) 0.11577(8) 1.0427(6) 0.0284(8) Uani 1 1 d . . . . .
H39A H 0.045540 0.119845 1.150259 0.034 Uiso 1 1 calc R U . . .
H39B H 0.040325 0.116471 0.944804 0.034 Uiso 1 1 calc R U . . .
C42 C 0.04761(16) 0.06864(9) 0.7770(5) 0.0282(8) Uani 1 1 d . . . . .
H42A H 0.044809 0.088135 0.740025 0.034 Uiso 1 1 calc R U . . .
H42B H 0.012734 0.061779 0.800658 0.034 Uiso 1 1 calc R U . . .
C48 C 0.11945(17) 0.05750(10) 0.5693(6) 0.0367(10) Uani 1 1 d . . . . .
H48 H 0.138408 0.072242 0.618602 0.044 Uiso 1 1 calc R U . . .
C46 C 0.11362(17) 0.02066(9) 0.3618(6) 0.0335(9) Uani 1 1 d . . . . .
H46 H 0.127927 0.010211 0.269874 0.040 Uiso 1 1 calc R U . . .
C45 C 0.06541(17) 0.01485(9) 0.4222(6) 0.0324(9) Uani 1 1 d . . . . .
H45 H 0.046495 0.000155 0.372306 0.039 Uiso 1 1 calc R U . . .
C47 C 0.14094(18) 0.04193(11) 0.4369(7) 0.0415(11) Uani 1 1 d . . . . .
H47 H 0.174509 0.045916 0.397855 0.050 Uiso 1 1 calc R U . . .
C34 C 0.1310(4) 0.18641(18) 0.9873(11) 0.0284(15) Uani 0.569(4) 1 d D U P A 1
H34A H 0.135816 0.183712 0.861419 0.034 Uiso 0.569(4) 1 calc R U P A 1
H34B H 0.163685 0.182236 1.045951 0.034 Uiso 0.569(4) 1 calc R U P A 1
C37 C 0.0228(3) 0.20274(17) 0.9995(11) 0.0276(14) Uani 0.569(4) 1 d D U P A 1
H37A H 0.016539 0.205186 1.124883 0.033 Uiso 0.569(4) 1 calc R U P A 1
H37B H -0.009285 0.206836 0.937219 0.033 Uiso 0.569(4) 1 calc R U P A 1
C33 C 0.0895(3) 0.16698(13) 1.0533(10) 0.0245(12) Uani 0.569(4) 1 d D U P A 1
H33 H 0.085528 0.169532 1.180925 0.029 Uiso 0.569(4) 1 calc R U P A 1
C36 C 0.0644(3) 0.22279(16) 0.9407(11) 0.0327(14) Uani 0.569(4) 1 d D U P A 1
H36A H 0.067811 0.221776 0.813255 0.039 Uiso 0.569(4) 1 calc R U P A 1
H36B H 0.054150 0.241828 0.971157 0.039 Uiso 0.569(4) 1 calc R U P A 1
C38 C 0.0386(2) 0.17303(14) 0.9642(9) 0.0262(10) Uani 0.569(4) 1 d D U P A 1
H38A H 0.042001 0.170083 0.838001 0.031 Uiso 0.569(4) 1 calc R U P A 1
H38B H 0.012128 0.160302 1.008399 0.031 Uiso 0.569(4) 1 calc R U P A 1
C35 C 0.1156(3) 0.21641(14) 1.0235(11) 0.0340(11) Uani 0.569(4) 1 d D U P A 1
H35A H 0.113419 0.219421 1.150017 0.041 Uiso 0.569(4) 1 calc R U P A 1
H35B H 0.141896 0.229008 0.976592 0.041 Uiso 0.569(4) 1 calc R U P A 1
F1 F 0.13005(9) 0.13314(5) 0.3720(3) 0.0314(5) Uani 1 1 d . . . . .
F2 F 0.08743(10) 0.16617(6) 0.5234(4) 0.0444(6) Uani 1 1 d . . . . .
F3 F 0.12355(10) 0.12968(7) 0.6619(3) 0.0435(7) Uani 1 1 d . . . . .
F4 F 0.05350(9) 0.12343(6) 0.4931(4) 0.0454(7) Uani 1 1 d . . . . .
B1 B 0.09773(17) 0.13825(10) 0.5128(6) 0.0273(9) Uani 1 1 d . . . . .
F5 F 0.26440(11) 0.16405(5) 0.0401(3) 0.0425(6) Uani 1 1 d . . . . .
F6 F 0.21619(9) 0.12976(5) 0.1572(3) 0.0300(5) Uani 1 1 d . . . . .
F7 F 0.21233(9) 0.13775(6) -0.1298(3) 0.0385(6) Uani 1 1 d . . . . .
F8 F 0.28418(9) 0.11940(6) -0.0165(4) 0.0412(6) Uani 1 1 d . . . . .
B2 B 0.24557(17) 0.13777(9) 0.0137(5) 0.0250(9) Uani 1 1 d . . . . .
F9 F 0.45197(12) 0.14627(6) 0.6398(3) 0.0415(7) Uani 1 1 d . . . . .
F10 F 0.38250(10) 0.14377(7) 0.4622(5) 0.0589(9) Uani 1 1 d . . . . .
F11 F 0.41882(9) 0.18508(5) 0.5199(3) 0.0322(5) Uani 1 1 d . . . . .
F12 F 0.46012(9) 0.15300(5) 0.3537(3) 0.0287(5) Uani 1 1 d . . . . .
B3 B 0.42680(17) 0.15724(9) 0.4943(6) 0.0247(9) Uani 1 1 d . . . . .
C33A C 0.0871(4) 0.16555(18) 0.9631(13) 0.0245(12) Uani 0.431(4) 1 d D U P A 2
H33A H 0.067067 0.163602 0.853611 0.029 Uiso 0.431(4) 1 calc R U P A 2
C38A C 0.1336(5) 0.1837(3) 0.9265(16) 0.0284(15) Uani 0.431(4) 1 d D U P A 2
H38C H 0.154359 0.185612 1.032840 0.034 Uiso 0.431(4) 1 calc R U P A 2
H38D H 0.155040 0.175021 0.836185 0.034 Uiso 0.431(4) 1 calc R U P A 2
C37A C 0.1159(4) 0.21198(19) 0.8658(14) 0.0340(11) Uani 0.431(4) 1 d D U P A 2
H37C H 0.145863 0.223942 0.844775 0.041 Uiso 0.431(4) 1 calc R U P A 2
H37D H 0.096855 0.210130 0.755818 0.041 Uiso 0.431(4) 1 calc R U P A 2
C36A C 0.0818(4) 0.2250(2) 1.0021(15) 0.0327(14) Uani 0.431(4) 1 d D U P A 2
H36C H 0.070008 0.243238 0.960295 0.039 Uiso 0.431(4) 1 calc R U P A 2
H36D H 0.101809 0.228020 1.109146 0.039 Uiso 0.431(4) 1 calc R U P A 2
C35A C 0.0351(4) 0.2069(2) 1.0439(15) 0.0276(14) Uani 0.431(4) 1 d D U P A 2
H35C H 0.014951 0.215526 1.137676 0.033 Uiso 0.431(4) 1 calc R U P A 2
H35D H 0.013089 0.205372 0.940310 0.033 Uiso 0.431(4) 1 calc R U P A 2
C34A C 0.0526(4) 0.17819(18) 1.1002(11) 0.0262(10) Uani 0.431(4) 1 d D U P A 2
H34C H 0.071256 0.179510 1.211170 0.031 Uiso 0.431(4) 1 calc R U P A 2
H34D H 0.022448 0.166210 1.118111 0.031 Uiso 0.431(4) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 C1 1.513(5) . ?
N1 C7 1.500(5) . ?
C11 C12 1.394(6) . ?
C11 C16 1.384(5) . ?
C11 C10 1.523(5) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(6) . ?
C1 H1 1.0000 . ?
C1 C2 1.522(5) . ?
C1 C6 1.521(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.317(6) . ?
C8 C7 1.504(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.511(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.371(6) . ?
C16 H16 0.9500 . ?
C16 C15 1.388(6) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.538(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C5 1.533(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.393(6) . ?
C15 H15 0.9500 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.519(7) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C4 1.525(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
N2 H2C 0.9100 . ?
N2 H2D 0.9100 . ?
N2 C17 1.506(4) . ?
N2 C23 1.509(4) . ?
C27 C28 1.382(6) . ?
C27 C32 1.384(6) . ?
C27 C26 1.518(5) . ?
C17 H17 1.0000 . ?
C17 C18 1.526(5) . ?
C17 C22 1.523(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19 1.538(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.330(5) . ?
C24 C23 1.492(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C21 1.536(5) . ?
C28 H28 0.9500 . ?
C28 C29 1.395(6) . ?
C25 H25 0.9500 . ?
C25 C26 1.507(5) . ?
C32 H32 0.9500 . ?
C32 C31 1.396(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.531(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.527(6) . ?
C29 H29 0.9500 . ?
C29 C30 1.377(6) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C30 H30 0.9500 . ?
C30 C31 1.389(7) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C31 H31 0.9500 . ?
N3 H3AA 0.9100 . ?
N3 H3AB 0.9100 . ?
N3 H3BC 0.9100 . ?
N3 H3BD 0.9100 . ?
N3 C39 1.511(5) . ?
N3 C33 1.524(7) . ?
N3 C33A 1.510(9) . ?
C43 C44 1.386(6) . ?
C43 C42 1.518(6) . ?
C43 C48 1.389(6) . ?
C40 H40 0.9500 . ?
C40 C41 1.334(6) . ?
C40 C39 1.500(6) . ?
C41 H41 0.9500 . ?
C41 C42 1.508(6) . ?
C44 H44 0.9500 . ?
C44 C45 1.391(6) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C48 H48 0.9500 . ?
C48 C47 1.391(7) . ?
C46 H46 0.9500 . ?
C46 C45 1.376(6) . ?
C46 C47 1.383(7) . ?
C45 H45 0.9500 . ?
C47 H47 0.9500 . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C33 1.526(10) . ?
C34 C35 1.535(10) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C36 1.529(11) . ?
C37 C38 1.523(10) . ?
C33 H33 1.0000 . ?
C33 C38 1.530(9) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C35 1.519(10) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
F1 B1 1.401(5) . ?
F2 B1 1.383(6) . ?
F3 B1 1.399(5) . ?
F4 B1 1.373(5) . ?
F5 B2 1.382(5) . ?
F6 B2 1.405(5) . ?
F7 B2 1.410(5) . ?
F8 B2 1.368(5) . ?
F9 B3 1.408(5) . ?
F10 B3 1.355(5) . ?
F11 B3 1.380(5) . ?
F12 B3 1.409(5) . ?
C33A H33A 1.0000 . ?
C33A C38A 1.530(13) . ?
C33A C34A 1.521(11) . ?
C38A H38C 0.9900 . ?
C38A H38D 0.9900 . ?
C38A C37A 1.522(13) . ?
C37A H37C 0.9900 . ?
C37A H37D 0.9900 . ?
C37A C36A 1.519(13) . ?
C36A H36C 0.9900 . ?
C36A H36D 0.9900 . ?
C36A C35A 1.541(13) . ?
C35A H35C 0.9900 . ?
C35A H35D 0.9900 . ?
C35A C34A 1.529(13) . ?
C34A H34C 0.9900 . ?
C34A H34D 0.9900 . ?

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
H1A N1 H1B 107.6 . . ?
C1 N1 H1A 108.6 . . ?
C1 N1 H1B 108.6 . . ?
C7 N1 H1A 108.6 . . ?
C7 N1 H1B 108.6 . . ?
C7 N1 C1 114.5(3) . . ?
C12 C11 C10 120.7(3) . . ?
C16 C11 C12 118.1(4) . . ?
C16 C11 C10 121.2(4) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.1(4) . . ?
C13 C12 H12 119.4 . . ?
N1 C1 H1 108.2 . . ?
N1 C1 C2 111.0(3) . . ?
N1 C1 C6 109.4(3) . . ?
C2 C1 H1 108.2 . . ?
C6 C1 H1 108.2 . . ?
C6 C1 C2 111.7(3) . . ?
C9 C8 H8 116.7 . . ?
C9 C8 C7 126.6(4) . . ?
C7 C8 H8 116.7 . . ?
C8 C9 H9 116.3 . . ?
C8 C9 C10 127.4(4) . . ?
C10 C9 H9 116.3 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 H13 119.9 . . ?
C11 C16 H16 119.5 . . ?
C11 C16 C15 120.9(4) . . ?
C15 C16 H16 119.5 . . ?
N1 C7 C8 110.9(3) . . ?
N1 C7 H7A 109.5 . . ?
N1 C7 H7B 109.5 . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 108.0 . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
C1 C2 C3 109.5(3) . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 H2A 109.8 . . ?
C3 C2 H2B 109.8 . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C9 C10 C11 112.5(3) . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C1 C6 H6A 109.7 . . ?
C1 C6 H6B 109.7 . . ?
C1 C6 C5 109.8(3) . . ?
H6A C6 H6B 108.2 . . ?
C5 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
C13 C14 H14 120.3 . . ?
C13 C14 C15 119.4(4) . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 C2 112.1(4) . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
H5A C5 H5B 108.1 . . ?
C4 C5 C6 110.2(4) . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
C3 C4 C5 111.0(3) . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
C5 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
H2C N2 H2D 107.6 . . ?
C17 N2 H2C 108.7 . . ?
C17 N2 H2D 108.7 . . ?
C17 N2 C23 114.0(3) . . ?
C23 N2 H2C 108.7 . . ?
C23 N2 H2D 108.7 . . ?
C28 C27 C32 118.4(4) . . ?
C28 C27 C26 121.0(4) . . ?
C32 C27 C26 120.7(4) . . ?
N2 C17 H17 107.8 . . ?
N2 C17 C18 112.4(3) . . ?
N2 C17 C22 109.5(3) . . ?
C18 C17 H17 107.8 . . ?
C22 C17 H17 107.8 . . ?
C22 C17 C18 111.3(3) . . ?
C17 C18 H18A 109.8 . . ?
C17 C18 H18B 109.8 . . ?
C17 C18 C19 109.4(3) . . ?
H18A C18 H18B 108.2 . . ?
C19 C18 H18A 109.8 . . ?
C19 C18 H18B 109.8 . . ?
C25 C24 H24 117.7 . . ?
C25 C24 C23 124.5(3) . . ?
C23 C24 H24 117.7 . . ?
C17 C22 H22A 109.8 . . ?
C17 C22 H22B 109.8 . . ?
C17 C22 C21 109.2(3) . . ?
H22A C22 H22B 108.3 . . ?
C21 C22 H22A 109.8 . . ?
C21 C22 H22B 109.8 . . ?
C27 C28 H28 119.3 . . ?
C27 C28 C29 121.4(4) . . ?
C29 C28 H28 119.3 . . ?
C24 C25 H25 116.1 . . ?
C24 C25 C26 127.8(3) . . ?
C26 C25 H25 116.1 . . ?
C27 C32 H32 119.6 . . ?
C27 C32 C31 120.8(4) . . ?
C31 C32 H32 119.6 . . ?
N2 C23 H23A 109.0 . . ?
N2 C23 H23B 109.0 . . ?
C24 C23 N2 112.8(3) . . ?
C24 C23 H23A 109.0 . . ?
C24 C23 H23B 109.0 . . ?
H23A C23 H23B 107.8 . . ?
C18 C19 H19A 109.3 . . ?
C18 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C20 C19 C18 111.5(3) . . ?
C20 C19 H19A 109.3 . . ?
C20 C19 H19B 109.3 . . ?
C19 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C21 C20 C19 110.4(3) . . ?
C21 C20 H20A 109.6 . . ?
C21 C20 H20B 109.6 . . ?
C28 C29 H29 120.1 . . ?
C30 C29 C28 119.7(4) . . ?
C30 C29 H29 120.1 . . ?
C27 C26 H26A 109.1 . . ?
C27 C26 H26B 109.1 . . ?
C25 C26 C27 112.6(3) . . ?
C25 C26 H26A 109.1 . . ?
C25 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C29 C30 H30 120.2 . . ?
C29 C30 C31 119.7(4) . . ?
C31 C30 H30 120.2 . . ?
C22 C21 H21A 109.5 . . ?
C22 C21 H21B 109.5 . . ?
C20 C21 C22 110.9(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 108.0 . . ?
C32 C31 H31 120.0 . . ?
C30 C31 C32 119.9(4) . . ?
C30 C31 H31 120.0 . . ?
H3AA N3 H3AB 107.4 . . ?
H3BC N3 H3BD 107.4 . . ?
C39 N3 H3AA 108.4 . . ?
C39 N3 H3AB 108.4 . . ?
C39 N3 H3BC 108.3 . . ?
C39 N3 H3BD 108.3 . . ?
C39 N3 C33 115.6(4) . . ?
C33 N3 H3AA 108.4 . . ?
C33 N3 H3AB 108.4 . . ?
C33A N3 H3BC 108.3 . . ?
C33A N3 H3BD 108.3 . . ?
C33A N3 C39 115.8(4) . . ?
C44 C43 C42 121.0(4) . . ?
C44 C43 C48 117.9(4) . . ?
C48 C43 C42 121.1(4) . . ?
C41 C40 H40 117.8 . . ?
C41 C40 C39 124.4(4) . . ?
C39 C40 H40 117.8 . . ?
C40 C41 H41 116.2 . . ?
C40 C41 C42 127.7(4) . . ?
C42 C41 H41 116.2 . . ?
C43 C44 H44 119.5 . . ?
C43 C44 C45 121.0(4) . . ?
C45 C44 H44 119.5 . . ?
N3 C39 H39A 109.4 . . ?
N3 C39 H39B 109.4 . . ?
C40 C39 N3 111.1(3) . . ?
C40 C39 H39A 109.4 . . ?
C40 C39 H39B 109.4 . . ?
H39A C39 H39B 108.0 . . ?
C43 C42 H42A 109.0 . . ?
C43 C42 H42B 109.0 . . ?
C41 C42 C43 112.7(3) . . ?
C41 C42 H42A 109.0 . . ?
C41 C42 H42B 109.0 . . ?
H42A C42 H42B 107.8 . . ?
C43 C48 H48 119.4 . . ?
C43 C48 C47 121.1(4) . . ?
C47 C48 H48 119.4 . . ?
C45 C46 H46 120.5 . . ?
C45 C46 C47 119.1(4) . . ?
C47 C46 H46 120.5 . . ?
C44 C45 H45 119.7 . . ?
C46 C45 C44 120.7(4) . . ?
C46 C45 H45 119.7 . . ?
C48 C47 H47 119.9 . . ?
C46 C47 C48 120.2(4) . . ?
C46 C47 H47 119.9 . . ?
H34A C34 H34B 108.2 . . ?
C33 C34 H34A 109.7 . . ?
C33 C34 H34B 109.7 . . ?
C33 C34 C35 109.7(7) . . ?
C35 C34 H34A 109.7 . . ?
C35 C34 H34B 109.7 . . ?
H37A C37 H37B 108.1 . . ?
C36 C37 H37A 109.5 . . ?
C36 C37 H37B 109.5 . . ?
C38 C37 H37A 109.5 . . ?
C38 C37 H37B 109.5 . . ?
C38 C37 C36 110.7(7) . . ?
N3 C33 C34 108.9(5) . . ?
N3 C33 H33 109.1 . . ?
N3 C33 C38 109.8(5) . . ?
C34 C33 H33 109.1 . . ?
C34 C33 C38 110.7(6) . . ?
C38 C33 H33 109.1 . . ?
C37 C36 H36A 109.2 . . ?
C37 C36 H36B 109.2 . . ?
H36A C36 H36B 107.9 . . ?
C35 C36 C37 112.0(6) . . ?
C35 C36 H36A 109.2 . . ?
C35 C36 H36B 109.2 . . ?
C37 C38 C33 109.8(6) . . ?
C37 C38 H38A 109.7 . . ?
C37 C38 H38B 109.7 . . ?
C33 C38 H38A 109.7 . . ?
C33 C38 H38B 109.7 . . ?
H38A C38 H38B 108.2 . . ?
C34 C35 H35A 109.6 . . ?
C34 C35 H35B 109.6 . . ?
C36 C35 C34 110.4(6) . . ?
C36 C35 H35A 109.6 . . ?
C36 C35 H35B 109.6 . . ?
H35A C35 H35B 108.1 . . ?
F2 B1 F1 109.7(3) . . ?
F2 B1 F3 109.6(4) . . ?
F3 B1 F1 107.1(3) . . ?
F4 B1 F1 109.4(4) . . ?
F4 B1 F2 110.7(4) . . ?
F4 B1 F3 110.1(4) . . ?
F5 B2 F6 109.5(3) . . ?
F5 B2 F7 109.7(3) . . ?
F6 B2 F7 106.4(3) . . ?
F8 B2 F5 111.2(3) . . ?
F8 B2 F6 111.1(4) . . ?
F8 B2 F7 108.8(3) . . ?
F9 B3 F12 105.7(3) . . ?
F10 B3 F9 111.4(4) . . ?
F10 B3 F11 111.6(4) . . ?
F10 B3 F12 108.6(3) . . ?
F11 B3 F9 109.0(3) . . ?
F11 B3 F12 110.3(3) . . ?
N3 C33A H33A 108.4 . . ?
N3 C33A C38A 108.4(7) . . ?
N3 C33A C34A 111.4(7) . . ?
C38A C33A H33A 108.4 . . ?
C34A C33A H33A 108.4 . . ?
C34A C33A C38A 111.8(8) . . ?
C33A C38A H38C 109.8 . . ?
C33A C38A H38D 109.8 . . ?
H38C C38A H38D 108.2 . . ?
C37A C38A C33A 109.4(10) . . ?
C37A C38A H38C 109.8 . . ?
C37A C38A H38D 109.8 . . ?
C38A C37A H37C 109.7 . . ?
C38A C37A H37D 109.7 . . ?
H37C C37A H37D 108.2 . . ?
C36A C37A C38A 109.9(9) . . ?
C36A C37A H37C 109.7 . . ?
C36A C37A H37D 109.7 . . ?
C37A C36A H36C 109.2 . . ?
C37A C36A H36D 109.2 . . ?
C37A C36A C35A 112.0(9) . . ?
H36C C36A H36D 107.9 . . ?
C35A C36A H36C 109.2 . . ?
C35A C36A H36D 109.2 . . ?
C36A C35A H35C 109.7 . . ?
C36A C35A H35D 109.7 . . ?
H35C C35A H35D 108.2 . . ?
C34A C35A C36A 110.0(9) . . ?
C34A C35A H35C 109.7 . . ?
C34A C35A H35D 109.7 . . ?
C33A C34A C35A 110.3(8) . . ?
C33A C34A H34C 109.6 . . ?
C33A C34A H34D 109.6 . . ?
C35A C34A H34C 109.6 . . ?
C35A C34A H34D 109.6 . . ?
H34C C34A H34D 108.1 . . ?

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
N1 C1 C2 C3 179.0(3) . . . . ?
N1 C1 C6 C5 177.7(3) . . . . ?
C11 C12 C13 C14 -1.1(6) . . . . ?
C11 C16 C15 C14 -0.5(7) . . . . ?
C12 C11 C16 C15 -1.3(6) . . . . ?
C12 C11 C10 C9 -88.3(4) . . . . ?
C12 C13 C14 C15 -0.7(7) . . . . ?
C1 N1 C7 C8 179.5(3) . . . . ?
C1 C2 C3 C4 -54.7(5) . . . . ?
C1 C6 C5 C4 58.1(5) . . . . ?
C8 C9 C10 C11 132.3(4) . . . . ?
C9 C8 C7 N1 -128.6(4) . . . . ?
C13 C14 C15 C16 1.5(7) . . . . ?
C16 C11 C12 C13 2.1(6) . . . . ?
C16 C11 C10 C9 89.8(5) . . . . ?
C7 N1 C1 C2 70.6(4) . . . . ?
C7 N1 C1 C6 -165.7(3) . . . . ?
C7 C8 C9 C10 2.4(7) . . . . ?
C2 C1 C6 C5 -59.0(4) . . . . ?
C2 C3 C4 C5 55.5(5) . . . . ?
C10 C11 C12 C13 -179.7(4) . . . . ?
C10 C11 C16 C15 -179.5(4) . . . . ?
C6 C1 C2 C3 56.6(5) . . . . ?
C6 C5 C4 C3 -56.6(5) . . . . ?
N2 C17 C18 C19 178.4(3) . . . . ?
N2 C17 C22 C21 -175.7(3) . . . . ?
C27 C28 C29 C30 1.2(6) . . . . ?
C27 C32 C31 C30 0.7(7) . . . . ?
C17 N2 C23 C24 -174.8(3) . . . . ?
C17 C18 C19 C20 56.2(4) . . . . ?
C17 C22 C21 C20 -58.3(4) . . . . ?
C18 C17 C22 C21 59.5(4) . . . . ?
C18 C19 C20 C21 -55.9(5) . . . . ?
C24 C25 C26 C27 -136.5(4) . . . . ?
C22 C17 C18 C19 -58.3(4) . . . . ?
C28 C27 C32 C31 -0.3(6) . . . . ?
C28 C27 C26 C25 -118.1(4) . . . . ?
C28 C29 C30 C31 -0.8(6) . . . . ?
C25 C24 C23 N2 128.7(4) . . . . ?
C32 C27 C28 C29 -0.6(6) . . . . ?
C32 C27 C26 C25 61.9(5) . . . . ?
C23 N2 C17 C18 -67.1(4) . . . . ?
C23 N2 C17 C22 168.6(3) . . . . ?
C23 C24 C25 C26 -3.9(6) . . . . ?
C19 C20 C21 C22 56.8(5) . . . . ?
C29 C30 C31 C32 -0.2(7) . . . . ?
C26 C27 C28 C29 179.3(3) . . . . ?
C26 C27 C32 C31 179.8(4) . . . . ?
N3 C33 C38 C37 -179.6(6) . . . . ?
N3 C33A C38A C37A 178.0(8) . . . . ?
N3 C33A C34A C35A 179.1(7) . . . . ?
C43 C44 C45 C46 0.1(6) . . . . ?
C43 C48 C47 C46 1.0(7) . . . . ?
C40 C41 C42 C43 142.2(4) . . . . ?
C41 C40 C39 N3 -116.2(4) . . . . ?
C44 C43 C42 C41 119.6(4) . . . . ?
C44 C43 C48 C47 -0.2(7) . . . . ?
C39 N3 C33 C34 -168.8(5) . . . . ?
C39 N3 C33 C38 -47.5(6) . . . . ?
C39 N3 C33A C38A -174.7(6) . . . . ?
C39 N3 C33A C34A 62.0(8) . . . . ?
C39 C40 C41 C42 3.6(7) . . . . ?
C42 C43 C44 C45 -179.7(4) . . . . ?
C42 C43 C48 C47 179.2(4) . . . . ?
C48 C43 C44 C45 -0.4(6) . . . . ?
C48 C43 C42 C41 -59.8(5) . . . . ?
C45 C46 C47 C48 -1.2(7) . . . . ?
C47 C46 C45 C44 0.7(7) . . . . ?
C34 C33 C38 C37 -59.3(8) . . . . ?
C37 C36 C35 C34 55.6(9) . . . . ?
C33 N3 C39 C40 -163.5(4) . . . . ?
C33 C34 C35 C36 -57.0(9) . . . . ?
C36 C37 C38 C33 56.5(8) . . . . ?
C38 C37 C36 C35 -55.6(9) . . . . ?
C35 C34 C33 N3 -179.8(6) . . . . ?
C35 C34 C33 C38 59.4(8) . . . . ?
C33A N3 C39 C40 166.7(5) . . . . ?
C33A C38A C37A C36A 57.9(11) . . . . ?
C38A C33A C34A C35A 57.6(11) . . . . ?
C38A C37A C36A C35A -57.8(12) . . . . ?
C37A C36A C35A C34A 56.1(12) . . . . ?
C36A C35A C34A C33A -54.9(11) . . . . ?
C34A C33A C38A C37A -58.9(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.41(15)
2 0.59(15)

####################################################################### 
# 
# 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_cxy3383_0m_4
_database_code_depnum_ccdc_archive 'CCDC 2110292'
loop_
_audit_author_name
_audit_author_address
'Wei Shu' 'Southern University of Science and Technology'
_audit_update_record             
;
2021-09-17 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_audit_creation_date             2021-09-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H24 O3'
_chemical_formula_sum            'C24 H24 O3'
_chemical_formula_weight         360.43
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   6.0869(3)
_cell_length_b                   17.6346(9)
_cell_length_c                   17.8806(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.230(3)
_cell_angle_gamma                90
_cell_volume                     1917.85(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9905
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      68.12
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_T_max  0.896
_exptl_absorpt_correction_T_min  0.745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1406 before and 0.1026 after correction.
 
For component 2:
 wR2(int) was 0.1518 before and 0.1023 after correction.
 The Ratio of minimum to maximum transmission is 0.74.

Final HKLF 4 output contains 49362 reflections, Rint = 0.0992
 (29844 with I > 3sig(I), Rint = 0.0868)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0868
_diffrn_reflns_av_unetI/netI     0.0677
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_number            7046
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.332
_diffrn_reflns_theta_min         2.473
_diffrn_ambient_temperature      150.0
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker CMOS area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.929
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.997
_reflns_number_gt                5883
_reflns_number_total             7046
_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  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 
;
 Flack x determined using 2481 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.11(16)
_refine_ls_extinction_coef       0.013(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     530
_refine_ls_number_reflns         7046
_refine_ls_number_restraints     39
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0680
_refine_ls_restrained_S_all      1.104
_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)+(0.1402P)²+0.0550P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1896
_refine_ls_wR_factor_ref         0.2070
_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
 C13-C14 \\sim C13A-C14A
 with sigma of 0.02
 C14-C21 \\sim C14A-C21A
 with sigma of 0.04
 C21-C22 \\sim C21A-C22A
 with sigma of 0.02
 C15-C16 \\sim C15A-C16A
 with sigma of 0.02
 C13-C15 \\sim C13A-C15A
 with sigma of 0.04
 C16-C21 \\sim C16A-C21A
 with sigma of 0.04
 C12-C13 \\sim C12A-C13A
 with sigma of 0.02
 C14-C15 \\sim C14A-C15A
 with sigma of 0.02
 C16-C17 \\sim C16A-C17A
 with sigma of 0.02
 C12-C14 \\sim C12A-C14A
 with sigma of 0.04
 C15-C17 \\sim C15A-C17A
 with sigma of 0.04
 C17-C22 \\sim C17A-C22A
 with sigma of 0.04
 C11-C12 \\sim C11-C12A
 with sigma of 0.02
 C14-C22 \\sim C14A-C22A
 with sigma of 0.02
 C17-C21 \\sim C17A-C21A
 with sigma of 0.02
 C11-C13 \\sim C11-C13A
 with sigma of 0.04
 C13-C22 \\sim C13A-C22A
 with sigma of 0.04
 C14-C16 \\sim C14A-C16A
 with sigma of 0.04
 C15-C22 \\sim C15A-C22A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C22A) = Uanis(C22)
Uanis(C12) = Uanis(C12A)
Uanis(C17A) = Uanis(C17)
Uanis(C14) = Uanis(C14A)
Uanis(C15A) = Uanis(C15)
Uanis(C13A) = Uanis(C13)
Uanis(C21A) = Uanis(C21)
Uanis(C16A) = Uanis(C16)
4. Others
 Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13C)=Sof(H13D)=Sof(C14A)=
 Sof(C22A)=Sof(H22A)=Sof(C21A)=Sof(H21A)=Sof(C17A)=Sof(H17A)=Sof(C16A)=
 Sof(H16A)=Sof(C15A)=Sof(H15A)=1-FVAR(1)
 Sof(H11)=Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(C14)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17)=Sof(C21)=Sof(H21)=Sof(C22)=
 Sof(H22)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C8(H8)
5.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C13(H13A,H13B), C13A(H13C,H13D)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C11(H11), C11(H11A), C12(H12), C15(H15), C16(H16),
 C17(H17), C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C12A(H12A),
 C22A(H22A), C21A(H21A), C17A(H17A), C16A(H16A), C15A(H15A)
5.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C20(H20A,H20B,H20C)
;
_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
O1 O 0.2757(6) 0.4508(2) -0.41130(19) 0.0646(9) Uani 1 1 d . . . . .
O2 O 0.9238(6) 0.2907(2) 0.03744(19) 0.0692(9) Uani 1 1 d . . . . .
O3 O 0.5872(7) 0.3324(3) 0.0618(3) 0.0879(13) Uani 1 1 d . . . . .
O4 O -0.3759(5) 0.6709(2) 0.54151(17) 0.0609(8) Uani 1 1 d . . . . .
O5 O 0.2410(6) 0.5416(2) 0.12101(18) 0.0658(9) Uani 1 1 d . . . . .
O6 O -0.0435(6) 0.6832(2) 0.59895(18) 0.0652(9) Uani 1 1 d . . . . .
C1 C 0.0861(9) 0.4970(3) -0.4048(3) 0.0683(12) Uani 1 1 d . . . . .
H1A H -0.040125 0.465005 -0.393579 0.102 Uiso 1 1 calc R U . . .
H1B H 0.055995 0.523965 -0.451972 0.102 Uiso 1 1 calc R U . . .
H1C H 0.111794 0.533748 -0.364301 0.102 Uiso 1 1 calc R U . . .
C2 C 0.3442(8) 0.4115(3) -0.3485(3) 0.0583(10) Uani 1 1 d . . . . .
C3 C 0.5471(8) 0.3729(3) -0.3568(3) 0.0600(11) Uani 1 1 d . . . . .
H3 H 0.618195 0.375145 -0.403078 0.072 Uiso 1 1 calc R U . . .
C4 C 0.6402(8) 0.3326(3) -0.2984(3) 0.0595(11) Uani 1 1 d . . . . .
H4 H 0.776415 0.307448 -0.304487 0.071 Uiso 1 1 calc R U . . .
C5 C 0.5362(8) 0.3278(2) -0.2289(3) 0.0552(10) Uani 1 1 d . . . . .
C6 C 0.6280(8) 0.2871(3) -0.1669(3) 0.0569(10) Uani 1 1 d . . . . .
H6 H 0.765507 0.262455 -0.171768 0.068 Uiso 1 1 calc R U . . .
C7 C 0.5265(8) 0.2820(3) -0.1005(3) 0.0585(11) Uani 1 1 d . . . . .
C8 C 0.6284(9) 0.2385(3) -0.0348(3) 0.0631(12) Uani 1 1 d . . . . .
H8 H 0.759155 0.210445 -0.052654 0.076 Uiso 1 1 calc R U . . .
C9 C 0.7064(9) 0.2919(3) 0.0266(3) 0.0623(11) Uani 1 1 d . . . . .
C10 C 1.0206(11) 0.3375(4) 0.0974(3) 0.0761(15) Uani 1 1 d . . . . .
H10A H 0.929347 0.383371 0.103708 0.091 Uiso 1 1 calc R U . . .
H10B H 1.169318 0.354029 0.083871 0.091 Uiso 1 1 calc R U . . .
C11 C 1.0359(10) 0.2949(4) 0.1690(3) 0.0712(13) Uani 1 1 d D . . . .
H11 H 1.066924 0.242103 0.167121 0.085 Uiso 0.568(7) 1 calc R U P A 1
H11A H 1.157907 0.261411 0.174361 0.085 Uiso 0.432(7) 1 calc R U P A 2
C12 C 1.0102(18) 0.3245(6) 0.2321(5) 0.066(2) Uani 0.568(7) 1 d D . P A 1
H12 H 1.027506 0.291927 0.274221 0.079 Uiso 0.568(7) 1 calc R U P A 1
C13 C 0.9550(17) 0.4062(6) 0.2483(5) 0.0680(18) Uani 0.568(7) 1 d D . P A 1
H13A H 1.090475 0.432644 0.266384 0.082 Uiso 0.568(7) 1 calc R U P A 1
H13B H 0.903418 0.430975 0.201123 0.082 Uiso 0.568(7) 1 calc R U P A 1
C14 C 0.782(2) 0.4157(7) 0.3054(5) 0.062(3) Uani 0.568(7) 1 d D . P A 1
C15 C 0.602(2) 0.3696(8) 0.3034(7) 0.071(3) Uani 0.568(7) 1 d D . P A 1
H15 H 0.580604 0.333539 0.264259 0.086 Uiso 0.568(7) 1 calc R U P A 1
C16 C 0.447(3) 0.3755(10) 0.3594(9) 0.078(4) Uani 0.568(7) 1 d D . P A 1
H16 H 0.326232 0.341538 0.360536 0.093 Uiso 0.568(7) 1 calc R U P A 1
C17 C 0.474(3) 0.4328(9) 0.4138(10) 0.071(4) Uani 0.568(7) 1 d D . P A 1
H17 H 0.364988 0.440104 0.449542 0.085 Uiso 0.568(7) 1 calc R U P A 1
C18 C 0.2395(8) 0.4072(3) -0.2829(3) 0.0577(10) Uani 1 1 d . . . . .
H18 H 0.103620 0.432858 -0.277969 0.069 Uiso 1 1 calc R U . . .
C19 C 0.3301(8) 0.3649(2) -0.2220(3) 0.0557(10) Uani 1 1 d . . . . .
C20 C 0.4708(11) 0.1805(3) -0.0021(3) 0.0761(14) Uani 1 1 d . . . . .
H20A H 0.336249 0.206232 0.012375 0.114 Uiso 1 1 calc R U . . .
H20B H 0.541563 0.156468 0.042003 0.114 Uiso 1 1 calc R U . . .
H20C H 0.433926 0.141711 -0.039784 0.114 Uiso 1 1 calc R U . . .
C21 C 0.653(4) 0.4772(11) 0.4156(8) 0.070(3) Uani 0.568(7) 1 d D . P A 1
H21 H 0.672836 0.514034 0.454050 0.084 Uiso 0.568(7) 1 calc R U P A 1
C22 C 0.813(2) 0.4695(6) 0.3604(7) 0.060(2) Uani 0.568(7) 1 d D . P A 1
H22 H 0.939745 0.501117 0.361495 0.072 Uiso 0.568(7) 1 calc R U P A 1
C23 C 0.3192(8) 0.3193(3) -0.0944(3) 0.0606(11) Uani 1 1 d . . . . .
H23 H 0.244778 0.316330 -0.048760 0.073 Uiso 1 1 calc R U . . .
C24 C 0.2273(8) 0.3589(3) -0.1527(3) 0.0589(11) Uani 1 1 d . . . . .
H24 H 0.089803 0.383184 -0.146815 0.071 Uiso 1 1 calc R U . . .
C25 C -0.1357(17) 0.5041(6) 0.9723(4) 0.073(2) Uani 0.735(7) 1 d D . P B 1
H25 H -0.120627 0.484170 1.021592 0.087 Uiso 0.735(7) 1 calc R U P B 1
C26 C -0.3169(15) 0.4877(4) 0.9289(5) 0.077(2) Uani 0.735(7) 1 d D . P B 1
H26 H -0.428983 0.456442 0.947829 0.093 Uiso 0.735(7) 1 calc R U P B 1
C27 C -0.3391(13) 0.5166(4) 0.8567(4) 0.0676(19) Uani 0.735(7) 1 d D . P B 1
H27 H -0.467132 0.504902 0.826806 0.081 Uiso 0.735(7) 1 calc R U P B 1
C28 C -0.1776(13) 0.5622(4) 0.8275(4) 0.060(2) Uani 0.735(7) 1 d D . P B 1
C29 C -0.1984(14) 0.5934(6) 0.7493(4) 0.079(2) Uani 0.735(7) 1 d D . P B 1
H29A H -0.195580 0.550590 0.713549 0.095 Uiso 0.735(7) 1 calc R U P B 1
H29B H -0.068715 0.625630 0.740553 0.095 Uiso 0.735(7) 1 calc R U P B 1
C30 C -0.4028(15) 0.6393(5) 0.7329(4) 0.070(2) Uani 0.735(7) 1 d D . P B 1
H30 H -0.467757 0.661643 0.775029 0.084 Uiso 0.735(7) 1 calc R U P B 1
C31 C -0.5035(9) 0.6525(3) 0.6678(3) 0.0657(12) Uani 1 1 d D . . . .
H31 H -0.623361 0.686994 0.665408 0.079 Uiso 0.735(7) 1 calc R U P B 1
H31A H -0.559209 0.702185 0.659304 0.079 Uiso 0.265(7) 1 calc R U P B 2
C32 C -0.4356(9) 0.6150(3) 0.5975(3) 0.0639(11) Uani 1 1 d . . . . .
H32A H -0.308417 0.581415 0.608907 0.077 Uiso 1 1 calc R U . . .
H32B H -0.558003 0.583338 0.577073 0.077 Uiso 1 1 calc R U . . .
C33 C -0.1726(8) 0.7003(3) 0.5490(2) 0.0536(10) Uani 1 1 d . . . . .
C34 C -0.1284(8) 0.7550(2) 0.4858(2) 0.0537(10) Uani 1 1 d . . . . .
H34 H -0.270895 0.777652 0.467241 0.064 Uiso 1 1 calc R U . . .
C35 C -0.0278(8) 0.7106(2) 0.4223(2) 0.0510(9) Uani 1 1 d . . . . .
C36 C -0.1304(8) 0.7053(2) 0.3527(2) 0.0517(9) Uani 1 1 d . . . . .
H36 H -0.269918 0.728456 0.343930 0.062 Uiso 1 1 calc R U . . .
C37 C -0.0308(7) 0.6654(2) 0.2935(2) 0.0507(9) Uani 1 1 d . . . . .
C38 C -0.1334(8) 0.6595(3) 0.2209(2) 0.0553(10) Uani 1 1 d . . . . .
H38 H -0.270844 0.683597 0.210643 0.066 Uiso 1 1 calc R U . . .
C39 C -0.0361(8) 0.6194(3) 0.1657(2) 0.0584(10) Uani 1 1 d . . . . .
H39 H -0.105176 0.616603 0.117206 0.070 Uiso 1 1 calc R U . . .
C40 C 0.1666(8) 0.5822(3) 0.1804(2) 0.0575(10) Uani 1 1 d . . . . .
C41 C 0.4310(10) 0.4958(3) 0.1346(3) 0.0696(13) Uani 1 1 d . . . . .
H41A H 0.555868 0.528152 0.149733 0.104 Uiso 1 1 calc R U . . .
H41B H 0.464683 0.468316 0.088812 0.104 Uiso 1 1 calc R U . . .
H41C H 0.403164 0.459454 0.174577 0.104 Uiso 1 1 calc R U . . .
C42 C 0.0255(18) 0.5493(8) 0.9452(6) 0.078(3) Uani 0.735(7) 1 d D . P B 1
H42 H 0.151882 0.561074 0.975863 0.093 Uiso 0.735(7) 1 calc R U P B 1
C43 C 0.0048(14) 0.5781(6) 0.8731(5) 0.0719(19) Uani 0.735(7) 1 d D . P B 1
H43 H 0.118085 0.609239 0.854747 0.086 Uiso 0.735(7) 1 calc R U P B 1
C44 C 0.1812(8) 0.6763(3) 0.4342(2) 0.0547(10) Uani 1 1 d . . . . .
H44 H 0.254530 0.680506 0.481863 0.066 Uiso 1 1 calc R U . . .
C45 C 0.2793(8) 0.6372(3) 0.3786(3) 0.0562(10) Uani 1 1 d . . . . .
H45 H 0.419196 0.614663 0.388424 0.067 Uiso 1 1 calc R U . . .
C46 C 0.1764(8) 0.6299(2) 0.3070(2) 0.0524(9) Uani 1 1 d . . . . .
C47 C 0.2720(8) 0.5876(3) 0.2491(3) 0.0565(10) Uani 1 1 d . . . . .
H47 H 0.409308 0.563053 0.258108 0.068 Uiso 1 1 calc R U . . .
C48 C 0.0236(10) 0.8184(3) 0.5139(3) 0.0661(12) Uani 1 1 d . . . . .
H48A H -0.047378 0.846844 0.553360 0.099 Uiso 1 1 calc R U . . .
H48B H 0.054356 0.852591 0.472362 0.099 Uiso 1 1 calc R U . . .
H48C H 0.161714 0.796549 0.533967 0.099 Uiso 1 1 calc R U . . .
C30A C -0.504(4) 0.6325(15) 0.7396(11) 0.070(2) Uani 0.265(7) 1 d D . P B 2
H30A H -0.543780 0.668856 0.775914 0.084 Uiso 0.265(7) 1 calc R U P B 2
C29A C -0.443(4) 0.5534(13) 0.7641(10) 0.079(2) Uani 0.265(7) 1 d D . P B 2
H29C H -0.390139 0.525342 0.720374 0.095 Uiso 0.265(7) 1 calc R U P B 2
H29D H -0.577603 0.527446 0.780388 0.095 Uiso 0.265(7) 1 calc R U P B 2
C28A C -0.270(3) 0.5487(12) 0.8267(9) 0.060(2) Uani 0.265(7) 1 d DG . P B 2
C27A C -0.304(3) 0.5096(11) 0.8928(11) 0.0676(19) Uani 0.265(7) 1 d DG . P B 2
H27A H -0.438357 0.483658 0.899294 0.081 Uiso 0.265(7) 1 calc R U P B 2
C26A C -0.140(4) 0.5085(15) 0.9493(10) 0.077(2) Uani 0.265(7) 1 d DG . P B 2
H26A H -0.163473 0.481767 0.994476 0.093 Uiso 0.265(7) 1 calc R U P B 2
C25A C 0.057(4) 0.5465(19) 0.9398(12) 0.073(2) Uani 0.265(7) 1 d DG . P B 2
H25A H 0.168218 0.545727 0.978451 0.087 Uiso 0.265(7) 1 calc R U P B 2
C42A C 0.090(3) 0.5856(15) 0.8737(12) 0.078(3) Uani 0.265(7) 1 d DG . P B 2
H42A H 0.225029 0.611579 0.867244 0.093 Uiso 0.265(7) 1 calc R U P B 2
C43A C -0.073(3) 0.5867(11) 0.8172(8) 0.0719(19) Uani 0.265(7) 1 d DG . P B 2
H43A H -0.049853 0.613470 0.772061 0.086 Uiso 0.265(7) 1 calc R U P B 2
C12A C 0.900(2) 0.2964(8) 0.2289(7) 0.066(2) Uani 0.432(7) 1 d D . P A 2
H12A H 0.944376 0.265992 0.270726 0.079 Uiso 0.432(7) 1 calc R U P A 2
C13A C 0.692(2) 0.3402(8) 0.2358(6) 0.0680(18) Uani 0.432(7) 1 d D . P A 2
H13C H 0.567925 0.303752 0.236248 0.082 Uiso 0.432(7) 1 calc R U P A 2
H13D H 0.669894 0.372165 0.190627 0.082 Uiso 0.432(7) 1 calc R U P A 2
C14A C 0.679(3) 0.3905(9) 0.3037(7) 0.062(3) Uani 0.432(7) 1 d D . P A 2
C22A C 0.832(3) 0.4457(9) 0.3191(9) 0.060(2) Uani 0.432(7) 1 d D . P A 2
H22A H 0.949032 0.453947 0.286533 0.072 Uiso 0.432(7) 1 calc R U P A 2
C21A C 0.812(4) 0.4906(10) 0.3845(8) 0.070(3) Uani 0.432(7) 1 d D . P A 2
H21A H 0.915816 0.529900 0.394517 0.084 Uiso 0.432(7) 1 calc R U P A 2
C17A C 0.652(5) 0.4790(16) 0.4326(12) 0.071(4) Uani 0.432(7) 1 d D . P A 2
H17A H 0.641334 0.510252 0.475644 0.085 Uiso 0.432(7) 1 calc R U P A 2
C16A C 0.498(5) 0.4198(15) 0.4187(15) 0.078(4) Uani 0.432(7) 1 d D . P A 2
H16A H 0.389673 0.407446 0.453392 0.093 Uiso 0.432(7) 1 calc R U P A 2
C15A C 0.515(3) 0.3809(13) 0.3517(12) 0.071(3) Uani 0.432(7) 1 d D . P A 2
H15A H 0.402880 0.345049 0.338698 0.086 Uiso 0.432(7) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.421(6) . ?
O1 C2 1.370(6) . ?
O2 C9 1.330(7) . ?
O2 C10 1.460(6) . ?
O3 C9 1.212(7) . ?
O4 C32 1.461(6) . ?
O4 C33 1.344(6) . ?
O5 C40 1.372(6) . ?
O5 C41 1.424(7) . ?
O6 C33 1.204(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.423(7) . ?
C2 C18 1.358(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.367(7) . ?
C4 H4 0.9500 . ?
C4 C5 1.420(7) . ?
C5 C6 1.418(7) . ?
C5 C19 1.424(7) . ?
C6 H6 0.9500 . ?
C6 C7 1.361(7) . ?
C7 C8 1.516(7) . ?
C7 C23 1.431(7) . ?
C8 H8 1.0000 . ?
C8 C9 1.509(7) . ?
C8 C20 1.533(8) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.484(8) . ?
C11 H11 0.9500 . ?
C11 H11A 0.9500 . ?
C11 C12 1.259(10) . ?
C11 C12A 1.378(13) . ?
C12 H12 0.9500 . ?
C12 C13 1.510(13) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.504(13) . ?
C14 C15 1.367(16) . ?
C14 C22 1.375(14) . ?
C15 H15 0.9500 . ?
C15 C16 1.403(17) . ?
C16 H16 0.9500 . ?
C16 C17 1.41(2) . ?
C17 H17 0.9500 . ?
C17 C21 1.34(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.414(7) . ?
C19 C24 1.414(7) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.420(18) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C23 C24 1.357(7) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.355(12) . ?
C25 C42 1.367(12) . ?
C26 H26 0.9500 . ?
C26 C27 1.389(10) . ?
C27 H27 0.9500 . ?
C27 C28 1.388(11) . ?
C28 C29 1.503(9) . ?
C28 C43 1.380(11) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.504(11) . ?
C30 H30 0.9500 . ?
C30 C31 1.315(9) . ?
C31 H31 0.9500 . ?
C31 H31A 0.9500 . ?
C31 C32 1.492(7) . ?
C31 C30A 1.331(19) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.518(6) . ?
C34 H34 1.0000 . ?
C34 C35 1.528(6) . ?
C34 C48 1.523(7) . ?
C35 C36 1.373(6) . ?
C35 C44 1.418(7) . ?
C36 H36 0.9500 . ?
C36 C37 1.426(6) . ?
C37 C38 1.423(6) . ?
C37 C46 1.420(6) . ?
C38 H38 0.9500 . ?
C38 C39 1.367(7) . ?
C39 H39 0.9500 . ?
C39 C40 1.413(7) . ?
C40 C47 1.367(7) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42 0.9500 . ?
C42 C43 1.387(11) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
C44 C45 1.365(7) . ?
C45 H45 0.9500 . ?
C45 C46 1.410(6) . ?
C46 C47 1.419(7) . ?
C47 H47 0.9500 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C30A H30A 0.9500 . ?
C30A C29A 1.51(2) . ?
C29A H29C 0.9900 . ?
C29A H29D 0.9900 . ?
C29A C28A 1.511(18) . ?
C28A C27A 1.3900 . ?
C28A C43A 1.3900 . ?
C27A H27A 0.9500 . ?
C27A C26A 1.3900 . ?
C26A H26A 0.9500 . ?
C26A C25A 1.3900 . ?
C25A H25A 0.9500 . ?
C25A C42A 1.3900 . ?
C42A H42A 0.9500 . ?
C42A C43A 1.3900 . ?
C43A H43A 0.9500 . ?
C12A H12A 0.9500 . ?
C12A C13A 1.496(16) . ?
C13A H13C 0.9900 . ?
C13A H13D 0.9900 . ?
C13A C14A 1.507(15) . ?
C14A C22A 1.367(18) . ?
C14A C15A 1.35(2) . ?
C22A H22A 0.9500 . ?
C22A C21A 1.422(18) . ?
C21A H21A 0.9500 . ?
C21A C17A 1.34(3) . ?
C17A H17A 0.9500 . ?
C17A C16A 1.42(3) . ?
C16A H16A 0.9500 . ?
C16A C15A 1.39(3) . ?
C15A H15A 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
C2 O1 C1 116.4(4) . . ?
C9 O2 C10 118.0(4) . . ?
C33 O4 C32 116.4(4) . . ?
C40 O5 C41 117.0(4) . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 113.2(4) . . ?
C18 C2 O1 126.7(4) . . ?
C18 C2 C3 120.1(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.9(5) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C19 118.2(4) . . ?
C6 C5 C4 122.6(4) . . ?
C6 C5 C19 119.1(4) . . ?
C5 C6 H6 118.8 . . ?
C7 C6 C5 122.5(4) . . ?
C7 C6 H6 118.8 . . ?
C6 C7 C8 121.6(5) . . ?
C6 C7 C23 117.9(5) . . ?
C23 C7 C8 120.6(4) . . ?
C7 C8 H8 108.0 . . ?
C7 C8 C20 113.0(5) . . ?
C9 C8 C7 110.9(4) . . ?
C9 C8 H8 108.0 . . ?
C9 C8 C20 108.8(4) . . ?
C20 C8 H8 108.0 . . ?
O2 C9 C8 112.3(4) . . ?
O3 C9 O2 123.1(5) . . ?
O3 C9 C8 124.6(5) . . ?
O2 C10 H10A 109.5 . . ?
O2 C10 H10B 109.5 . . ?
O2 C10 C11 110.9(5) . . ?
H10A C10 H10B 108.0 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C10 C11 H11 118.1 . . ?
C10 C11 H11A 115.1 . . ?
C12 C11 C10 123.8(7) . . ?
C12 C11 H11 118.1 . . ?
C12A C11 C10 129.9(7) . . ?
C12A C11 H11A 115.1 . . ?
C11 C12 H12 116.4 . . ?
C11 C12 C13 127.2(9) . . ?
C13 C12 H12 116.4 . . ?
C12 C13 H13A 108.8 . . ?
C12 C13 H13B 108.8 . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 C12 113.7(9) . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C15 C14 C13 120.0(10) . . ?
C15 C14 C22 121.2(11) . . ?
C22 C14 C13 118.8(13) . . ?
C14 C15 H15 120.1 . . ?
C14 C15 C16 119.8(12) . . ?
C16 C15 H15 120.1 . . ?
C15 C16 H16 120.6 . . ?
C15 C16 C17 118.8(16) . . ?
C17 C16 H16 120.6 . . ?
C16 C17 H17 119.7 . . ?
C21 C17 C16 120.7(18) . . ?
C21 C17 H17 119.7 . . ?
C2 C18 H18 119.6 . . ?
C2 C18 C19 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
C18 C19 C5 119.6(4) . . ?
C24 C19 C5 117.5(4) . . ?
C24 C19 C18 122.8(4) . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21 119.8 . . ?
C17 C21 C22 120.4(15) . . ?
C22 C21 H21 119.8 . . ?
C14 C22 C21 118.9(12) . . ?
C14 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C7 C23 H23 119.5 . . ?
C24 C23 C7 121.0(5) . . ?
C24 C23 H23 119.5 . . ?
C19 C24 H24 119.0 . . ?
C23 C24 C19 121.9(5) . . ?
C23 C24 H24 119.0 . . ?
C26 C25 H25 120.0 . . ?
C26 C25 C42 120.0(8) . . ?
C42 C25 H25 120.0 . . ?
C25 C26 H26 119.9 . . ?
C25 C26 C27 120.1(8) . . ?
C27 C26 H26 119.9 . . ?
C26 C27 H27 119.4 . . ?
C28 C27 C26 121.1(8) . . ?
C28 C27 H27 119.4 . . ?
C27 C28 C29 121.8(8) . . ?
C43 C28 C27 117.4(7) . . ?
C43 C28 C29 120.8(8) . . ?
C28 C29 H29A 108.6 . . ?
C28 C29 H29B 108.6 . . ?
C28 C29 C30 114.7(6) . . ?
H29A C29 H29B 107.6 . . ?
C30 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C29 C30 H30 115.8 . . ?
C31 C30 C29 128.4(7) . . ?
C31 C30 H30 115.8 . . ?
C30 C31 H31 118.9 . . ?
C30 C31 C32 122.2(6) . . ?
C32 C31 H31 118.9 . . ?
C32 C31 H31A 112.5 . . ?
C30A C31 H31A 112.5 . . ?
C30A C31 C32 135.0(12) . . ?
O4 C32 C31 111.3(4) . . ?
O4 C32 H32A 109.4 . . ?
O4 C32 H32B 109.4 . . ?
C31 C32 H32A 109.4 . . ?
C31 C32 H32B 109.4 . . ?
H32A C32 H32B 108.0 . . ?
O4 C33 C34 111.1(4) . . ?
O6 C33 O4 123.3(4) . . ?
O6 C33 C34 125.6(4) . . ?
C33 C34 H34 108.9 . . ?
C33 C34 C35 108.4(3) . . ?
C33 C34 C48 110.1(4) . . ?
C35 C34 H34 108.9 . . ?
C48 C34 H34 108.9 . . ?
C48 C34 C35 111.4(4) . . ?
C36 C35 C34 121.9(4) . . ?
C36 C35 C44 118.7(4) . . ?
C44 C35 C34 119.4(4) . . ?
C35 C36 H36 119.5 . . ?
C35 C36 C37 121.0(4) . . ?
C37 C36 H36 119.5 . . ?
C38 C37 C36 122.0(4) . . ?
C46 C37 C36 119.5(4) . . ?
C46 C37 C38 118.6(4) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 C37 120.6(4) . . ?
C39 C38 H38 119.7 . . ?
C38 C39 H39 119.8 . . ?
C38 C39 C40 120.4(4) . . ?
C40 C39 H39 119.8 . . ?
O5 C40 C39 114.3(4) . . ?
C47 C40 O5 125.1(5) . . ?
C47 C40 C39 120.7(4) . . ?
O5 C41 H41A 109.5 . . ?
O5 C41 H41B 109.5 . . ?
O5 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C25 C42 H42 119.9 . . ?
C25 C42 C43 120.1(8) . . ?
C43 C42 H42 119.9 . . ?
C28 C43 C42 121.1(8) . . ?
C28 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C35 C44 H44 119.3 . . ?
C45 C44 C35 121.4(4) . . ?
C45 C44 H44 119.3 . . ?
C44 C45 H45 119.5 . . ?
C44 C45 C46 121.0(4) . . ?
C46 C45 H45 119.5 . . ?
C45 C46 C37 118.3(4) . . ?
C45 C46 C47 122.1(4) . . ?
C47 C46 C37 119.6(4) . . ?
C40 C47 C46 120.1(5) . . ?
C40 C47 H47 120.0 . . ?
C46 C47 H47 120.0 . . ?
C34 C48 H48A 109.5 . . ?
C34 C48 H48B 109.5 . . ?
C34 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C31 C30A H30A 119.5 . . ?
C31 C30A C29A 121.0(19) . . ?
C29A C30A H30A 119.5 . . ?
C30A C29A H29C 108.5 . . ?
C30A C29A H29D 108.5 . . ?
C30A C29A C28A 115.0(19) . . ?
H29C C29A H29D 107.5 . . ?
C28A C29A H29C 108.5 . . ?
C28A C29A H29D 108.5 . . ?
C27A C28A C29A 122.3(15) . . ?
C27A C28A C43A 120.0 . . ?
C43A C28A C29A 117.7(15) . . ?
C28A C27A H27A 120.0 . . ?
C28A C27A C26A 120.0 . . ?
C26A C27A H27A 120.0 . . ?
C27A C26A H26A 120.0 . . ?
C25A C26A C27A 120.0 . . ?
C25A C26A H26A 120.0 . . ?
C26A C25A H25A 120.0 . . ?
C42A C25A C26A 120.0 . . ?
C42A C25A H25A 120.0 . . ?
C25A C42A H42A 120.0 . . ?
C25A C42A C43A 120.0 . . ?
C43A C42A H42A 120.0 . . ?
C28A C43A H43A 120.0 . . ?
C42A C43A C28A 120.0 . . ?
C42A C43A H43A 120.0 . . ?
C11 C12A H12A 116.2 . . ?
C11 C12A C13A 127.7(10) . . ?
C13A C12A H12A 116.2 . . ?
C12A C13A H13C 108.2 . . ?
C12A C13A H13D 108.2 . . ?
C12A C13A C14A 116.2(12) . . ?
H13C C13A H13D 107.4 . . ?
C14A C13A H13C 108.2 . . ?
C14A C13A H13D 108.2 . . ?
C22A C14A C13A 121.7(17) . . ?
C15A C14A C13A 120.0(18) . . ?
C15A C14A C22A 118.4(15) . . ?
C14A C22A H22A 120.5 . . ?
C14A C22A C21A 119.0(16) . . ?
C21A C22A H22A 120.5 . . ?
C22A C21A H21A 119.0 . . ?
C17A C21A C22A 122.0(18) . . ?
C17A C21A H21A 119.0 . . ?
C21A C17A H17A 120.3 . . ?
C21A C17A C16A 119(2) . . ?
C16A C17A H17A 120.3 . . ?
C17A C16A H16A 121.7 . . ?
C15A C16A C17A 117(2) . . ?
C15A C16A H16A 121.7 . . ?
C14A C15A C16A 124(2) . . ?
C14A C15A H15A 117.8 . . ?
C16A C15A H15A 117.8 . . ?

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 C2 C3 C4 178.4(4) . . . . ?
O1 C2 C18 C19 -179.4(4) . . . . ?
O2 C10 C11 C12 -144.8(8) . . . . ?
O2 C10 C11 C12A -99.3(10) . . . . ?
O4 C33 C34 C35 -90.5(5) . . . . ?
O4 C33 C34 C48 147.3(4) . . . . ?
O5 C40 C47 C46 -178.5(4) . . . . ?
O6 C33 C34 C35 87.9(6) . . . . ?
O6 C33 C34 C48 -34.3(7) . . . . ?
C1 O1 C2 C3 -173.8(4) . . . . ?
C1 O1 C2 C18 5.9(7) . . . . ?
C2 C3 C4 C5 0.6(7) . . . . ?
C2 C18 C19 C5 1.4(7) . . . . ?
C2 C18 C19 C24 179.9(4) . . . . ?
C3 C2 C18 C19 0.4(7) . . . . ?
C3 C4 C5 C6 -179.5(4) . . . . ?
C3 C4 C5 C19 1.2(7) . . . . ?
C4 C5 C6 C7 -179.3(4) . . . . ?
C4 C5 C19 C18 -2.1(6) . . . . ?
C4 C5 C19 C24 179.2(4) . . . . ?
C5 C6 C7 C8 -179.7(4) . . . . ?
C5 C6 C7 C23 0.2(7) . . . . ?
C5 C19 C24 C23 0.0(7) . . . . ?
C6 C5 C19 C18 178.5(4) . . . . ?
C6 C5 C19 C24 -0.1(6) . . . . ?
C6 C7 C8 C9 109.5(5) . . . . ?
C6 C7 C8 C20 -128.1(5) . . . . ?
C6 C7 C23 C24 -0.3(7) . . . . ?
C7 C8 C9 O2 -114.7(5) . . . . ?
C7 C8 C9 O3 64.4(7) . . . . ?
C7 C23 C24 C19 0.3(7) . . . . ?
C8 C7 C23 C24 179.5(5) . . . . ?
C9 O2 C10 C11 89.7(6) . . . . ?
C10 O2 C9 O3 3.3(8) . . . . ?
C10 O2 C9 C8 -177.5(4) . . . . ?
C10 C11 C12 C13 1.5(16) . . . . ?
C10 C11 C12A C13A 3(2) . . . . ?
C11 C12 C13 C14 136.1(12) . . . . ?
C11 C12A C13A C14A -126.1(15) . . . . ?
C12 C13 C14 C15 -42.0(14) . . . . ?
C12 C13 C14 C22 136.0(10) . . . . ?
C13 C14 C15 C16 176.2(12) . . . . ?
C13 C14 C22 C21 -178.3(11) . . . . ?
C14 C15 C16 C17 4(2) . . . . ?
C15 C14 C22 C21 -0.4(17) . . . . ?
C15 C16 C17 C21 -5(2) . . . . ?
C16 C17 C21 C22 3(2) . . . . ?
C17 C21 C22 C14 -0.3(19) . . . . ?
C18 C2 C3 C4 -1.4(7) . . . . ?
C18 C19 C24 C23 -178.6(4) . . . . ?
C19 C5 C6 C7 0.0(7) . . . . ?
C20 C8 C9 O2 120.5(5) . . . . ?
C20 C8 C9 O3 -60.4(7) . . . . ?
C22 C14 C15 C16 -2(2) . . . . ?
C23 C7 C8 C9 -70.4(6) . . . . ?
C23 C7 C8 C20 52.1(6) . . . . ?
C25 C26 C27 C28 0.3(13) . . . . ?
C25 C42 C43 C28 0.3(14) . . . . ?
C26 C25 C42 C43 -0.5(14) . . . . ?
C26 C27 C28 C29 179.6(8) . . . . ?
C26 C27 C28 C43 -0.4(12) . . . . ?
C27 C28 C29 C30 56.3(11) . . . . ?
C27 C28 C43 C42 0.2(13) . . . . ?
C28 C29 C30 C31 -155.6(9) . . . . ?
C29 C28 C43 C42 -179.8(9) . . . . ?
C29 C30 C31 C32 6.4(14) . . . . ?
C30 C31 C32 O4 -121.6(7) . . . . ?
C31 C30A C29A C28A 128(2) . . . . ?
C32 O4 C33 O6 -0.7(7) . . . . ?
C32 O4 C33 C34 177.8(4) . . . . ?
C32 C31 C30A C29A -6(3) . . . . ?
C33 O4 C32 C31 80.9(5) . . . . ?
C33 C34 C35 C36 117.8(5) . . . . ?
C33 C34 C35 C44 -64.6(5) . . . . ?
C34 C35 C36 C37 178.1(4) . . . . ?
C34 C35 C44 C45 -178.8(4) . . . . ?
C35 C36 C37 C38 -179.6(4) . . . . ?
C35 C36 C37 C46 0.8(6) . . . . ?
C35 C44 C45 C46 0.3(7) . . . . ?
C36 C35 C44 C45 -1.2(7) . . . . ?
C36 C37 C38 C39 -178.5(4) . . . . ?
C36 C37 C46 C45 -1.6(6) . . . . ?
C36 C37 C46 C47 177.5(4) . . . . ?
C37 C38 C39 C40 1.0(7) . . . . ?
C37 C46 C47 C40 1.1(7) . . . . ?
C38 C37 C46 C45 178.8(4) . . . . ?
C38 C37 C46 C47 -2.1(6) . . . . ?
C38 C39 C40 O5 177.4(4) . . . . ?
C38 C39 C40 C47 -2.1(7) . . . . ?
C39 C40 C47 C46 1.0(7) . . . . ?
C41 O5 C40 C39 -173.0(4) . . . . ?
C41 O5 C40 C47 6.5(7) . . . . ?
C42 C25 C26 C27 0.2(14) . . . . ?
C43 C28 C29 C30 -123.7(10) . . . . ?
C44 C35 C36 C37 0.6(6) . . . . ?
C44 C45 C46 C37 1.1(7) . . . . ?
C44 C45 C46 C47 -178.0(4) . . . . ?
C45 C46 C47 C40 -179.8(4) . . . . ?
C46 C37 C38 C39 1.1(7) . . . . ?
C48 C34 C35 C36 -120.8(5) . . . . ?
C48 C34 C35 C44 56.7(5) . . . . ?
C30A C31 C32 O4 -154.1(18) . . . . ?
C30A C29A C28A C27A 125.0(18) . . . . ?
C30A C29A C28A C43A -54(2) . . . . ?
C29A C28A C27A C26A -179(2) . . . . ?
C29A C28A C43A C42A 179(2) . . . . ?
C28A C27A C26A C25A 0.0 . . . . ?
C27A C28A C43A C42A 0.0 . . . . ?
C27A C26A C25A C42A 0.0 . . . . ?
C26A C25A C42A C43A 0.0 . . . . ?
C25A C42A C43A C28A 0.0 . . . . ?
C43A C28A C27A C26A 0.0 . . . . ?
C12A C13A C14A C22A 56.6(19) . . . . ?
C12A C13A C14A C15A -122.5(18) . . . . ?
C13A C14A C22A C21A -179.1(13) . . . . ?
C13A C14A C15A C16A 175(2) . . . . ?
C14A C22A C21A C17A 2(2) . . . . ?
C22A C14A C15A C16A -5(3) . . . . ?
C22A C21A C17A C16A 1(3) . . . . ?
C21A C17A C16A C15A -5(3) . . . . ?
C17A C16A C15A C14A 7(4) . . . . ?
C15A C14A C22A C21A 0(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_cxy3323_0m
_database_code_depnum_ccdc_archive 'CCDC 2110458'
loop_
_audit_author_name
_audit_author_address
'Wei Shu' 'Southern University of Science and Technology'
_audit_update_record             
;
2021-09-17 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_audit_creation_date             2021-07-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H20 S2, 2(C F3 O3 S)'
_chemical_formula_sum            'C24 H20 F6 O6 S4'
_chemical_formula_weight         646.64
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   9.1824(10)
_cell_length_b                   17.1893(15)
_cell_length_c                   16.2826(15)
_cell_angle_alpha                90
_cell_angle_beta                 99.542(4)
_cell_angle_gamma                90
_cell_volume                     2534.5(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9935
_cell_measurement_temperature    100
_cell_measurement_theta_max      68.29
_cell_measurement_theta_min      3.76
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    4.240
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1366 before and 0.0708 after correction.
The Ratio of minimum to maximum transmission is 0.6453.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0543
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            23136
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.446
_diffrn_reflns_theta_min         3.767
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker CMOS area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_type              'Incoatec I\ms'
_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                4387
_reflns_number_total             4623
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.914
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         4623
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0356
_refine_ls_restrained_S_all      1.047
_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)+(0.0441P)²+2.7134P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.0947
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C6(H6A,H6B), C7(H7A,H7B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14),
 C16(H16), C17(H17), C20(H20), C21(H21), C22(H22)
;
_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
S1 S 0.52811(5) 0.43727(3) 0.87208(3) 0.01507(13) Uani 1 1 d . . . . .
S2 S 0.72512(5) 0.33950(3) 0.77227(3) 0.01543(13) Uani 1 1 d . . . . .
S3 S 1.06305(5) 0.48697(3) 0.74515(3) 0.01748(13) Uani 1 1 d . . . . .
S4 S 0.91905(6) 0.15693(3) 0.59058(3) 0.01746(13) Uani 1 1 d . . . . .
F1 F 0.93605(16) 0.48209(8) 0.58877(8) 0.0327(3) Uani 1 1 d . . . . .
F2 F 1.09216(16) 0.57523(8) 0.61768(9) 0.0341(3) Uani 1 1 d . . . . .
F3 F 1.16930(18) 0.45770(9) 0.60833(10) 0.0394(4) Uani 1 1 d . . . . .
F4 F 0.87615(19) 0.27700(9) 0.49116(9) 0.0422(4) Uani 1 1 d . . . . .
F5 F 1.01124(19) 0.30057(8) 0.60861(10) 0.0397(4) Uani 1 1 d . . . . .
F6 F 1.09971(18) 0.23638(8) 0.51490(11) 0.0413(4) Uani 1 1 d . . . . .
O1 O 1.21386(18) 0.50115(9) 0.78321(11) 0.0291(4) Uani 1 1 d . . . . .
O2 O 1.01317(17) 0.40749(8) 0.74920(9) 0.0211(3) Uani 1 1 d . . . . .
O3 O 0.95743(17) 0.54427(9) 0.76297(9) 0.0228(3) Uani 1 1 d . . . . .
O4 O 0.88706(19) 0.10794(9) 0.51790(10) 0.0277(4) Uani 1 1 d . . . . .
O5 O 1.04570(18) 0.13252(10) 0.64916(10) 0.0263(4) Uani 1 1 d . . . . .
O6 O 0.79197(17) 0.17916(10) 0.62664(10) 0.0272(4) Uani 1 1 d . . . . .
C1 C 0.2595(2) 0.26172(12) 0.78125(14) 0.0217(5) Uani 1 1 d . . . . .
H1 H 0.158695 0.247956 0.778788 0.026 Uiso 1 1 calc R U . . .
C2 C 0.3135(2) 0.32819(12) 0.82488(13) 0.0192(4) Uani 1 1 d . . . . .
H2 H 0.252406 0.358512 0.854144 0.023 Uiso 1 1 calc R U . . .
C3 C 0.4583(2) 0.34856(11) 0.82425(12) 0.0151(4) Uani 1 1 d . . . . .
C4 C 0.5861(2) 0.48547(12) 0.78321(13) 0.0182(4) Uani 1 1 d . . . . .
H4A H 0.498396 0.510490 0.750146 0.022 Uiso 1 1 calc R U . . .
H4B H 0.656163 0.527417 0.804569 0.022 Uiso 1 1 calc R U . . .
C5 C 0.6589(2) 0.43461(11) 0.72473(13) 0.0170(4) Uani 1 1 d . . . . .
H5 H 0.746744 0.463382 0.711477 0.020 Uiso 1 1 calc R U . . .
C6 C 0.5556(2) 0.41957(12) 0.64303(13) 0.0193(4) Uani 1 1 d . . . . .
H6A H 0.531204 0.470040 0.614783 0.023 Uiso 1 1 calc R U . . .
H6B H 0.462452 0.397241 0.655785 0.023 Uiso 1 1 calc R U . . .
C7 C 0.6164(2) 0.36502(13) 0.58271(13) 0.0212(4) Uani 1 1 d . . . . .
H7A H 0.716433 0.382649 0.576010 0.025 Uiso 1 1 calc R U . . .
H7B H 0.625478 0.311962 0.606659 0.025 Uiso 1 1 calc R U . . .
C8 C 0.5195(2) 0.36221(12) 0.49836(13) 0.0201(4) Uani 1 1 d . . . . .
C9 C 0.3662(3) 0.35347(13) 0.48984(14) 0.0237(5) Uani 1 1 d . . . . .
H9 H 0.321206 0.348699 0.538120 0.028 Uiso 1 1 calc R U . . .
C10 C 0.2788(3) 0.35170(14) 0.41127(15) 0.0268(5) Uani 1 1 d . . . . .
H10 H 0.174674 0.346805 0.406335 0.032 Uiso 1 1 calc R U . . .
C11 C 0.3429(3) 0.35702(13) 0.34054(14) 0.0247(5) Uani 1 1 d . . . . .
H11 H 0.283320 0.355693 0.286975 0.030 Uiso 1 1 calc R U . . .
C12 C 0.8977(3) 0.40516(13) 1.03978(13) 0.0230(5) Uani 1 1 d . . . . .
H12 H 0.934885 0.418911 1.095848 0.028 Uiso 1 1 calc R U . . .
C13 C 0.9854(2) 0.36231(13) 0.99500(14) 0.0226(5) Uani 1 1 d . . . . .
H13 H 1.081527 0.346855 1.020785 0.027 Uiso 1 1 calc R U . . .
C14 C 0.9344(2) 0.34166(12) 0.91263(14) 0.0193(4) Uani 1 1 d . . . . .
H14 H 0.994151 0.312025 0.881893 0.023 Uiso 1 1 calc R U . . .
C15 C 0.7947(2) 0.36531(12) 0.87674(12) 0.0157(4) Uani 1 1 d . . . . .
C16 C 0.3491(2) 0.21534(12) 0.74148(14) 0.0214(4) Uani 1 1 d . . . . .
H16 H 0.310217 0.169292 0.713893 0.026 Uiso 1 1 calc R U . . .
C17 C 0.4960(2) 0.23565(12) 0.74156(13) 0.0196(4) Uani 1 1 d . . . . .
H17 H 0.558293 0.204162 0.714234 0.024 Uiso 1 1 calc R U . . .
C18 C 0.5484(2) 0.30293(12) 0.78257(12) 0.0154(4) Uani 1 1 d . . . . .
C19 C 0.7054(2) 0.40757(11) 0.92206(12) 0.0145(4) Uani 1 1 d . . . . .
C20 C 0.7561(2) 0.42847(12) 1.00419(13) 0.0196(4) Uani 1 1 d . . . . .
H20 H 0.696066 0.457738 1.035104 0.023 Uiso 1 1 calc R U . . .
C21 C 0.5815(2) 0.36772(12) 0.42652(13) 0.0203(4) Uani 1 1 d . . . . .
H21 H 0.685293 0.373955 0.430861 0.024 Uiso 1 1 calc R U . . .
C22 C 0.4942(3) 0.36427(12) 0.34822(14) 0.0235(5) Uani 1 1 d . . . . .
H22 H 0.538965 0.366930 0.299717 0.028 Uiso 1 1 calc R U . . .
C23 C 1.0656(3) 0.50105(13) 0.63423(14) 0.0238(5) Uani 1 1 d . . . . .
C24 C 0.9803(3) 0.24770(13) 0.54964(14) 0.0239(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
S1 C3 1.782(2) . ?
S1 C4 1.822(2) . ?
S1 C19 1.770(2) . ?
S2 C5 1.867(2) . ?
S2 C15 1.772(2) . ?
S2 C18 1.774(2) . ?
S3 O1 1.4411(17) . ?
S3 O2 1.4459(15) . ?
S3 O3 1.4451(15) . ?
S3 C23 1.826(2) . ?
S4 O4 1.4424(16) . ?
S4 O5 1.4390(16) . ?
S4 O6 1.4419(17) . ?
S4 C24 1.822(2) . ?
F1 C23 1.333(3) . ?
F2 C23 1.334(3) . ?
F3 C23 1.332(3) . ?
F4 C24 1.332(3) . ?
F5 C24 1.318(3) . ?
F6 C24 1.328(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.393(3) . ?
C1 C16 1.381(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.376(3) . ?
C3 C18 1.395(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.526(3) . ?
C5 H5 1.0000 . ?
C5 C6 1.523(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.529(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.508(3) . ?
C8 C9 1.400(3) . ?
C8 C21 1.386(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.393(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.381(3) . ?
C11 H11 0.9500 . ?
C11 C22 1.379(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.385(3) . ?
C12 C20 1.392(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.391(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.380(3) . ?
C15 C19 1.394(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.393(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(3) . ?
C19 C20 1.388(3) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.390(3) . ?
C22 H22 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 S1 C4 99.98(9) . . ?
C19 S1 C3 101.00(9) . . ?
C19 S1 C4 97.38(10) . . ?
C15 S2 C5 102.68(9) . . ?
C15 S2 C18 100.83(9) . . ?
C18 S2 C5 96.27(9) . . ?
O1 S3 O2 115.42(10) . . ?
O1 S3 O3 115.30(10) . . ?
O1 S3 C23 103.53(11) . . ?
O2 S3 C23 103.08(10) . . ?
O3 S3 O2 113.99(9) . . ?
O3 S3 C23 103.14(10) . . ?
O4 S4 C24 103.47(10) . . ?
O5 S4 O4 113.95(10) . . ?
O5 S4 O6 115.28(10) . . ?
O5 S4 C24 103.14(10) . . ?
O6 S4 O4 114.85(10) . . ?
O6 S4 C24 104.00(10) . . ?
C2 C1 H1 119.2 . . ?
C16 C1 H1 119.2 . . ?
C16 C1 C2 121.6(2) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 C1 117.9(2) . . ?
C3 C2 H2 121.1 . . ?
C2 C3 S1 119.49(16) . . ?
C2 C3 C18 120.80(19) . . ?
C18 C3 S1 119.62(16) . . ?
S1 C4 H4A 108.1 . . ?
S1 C4 H4B 108.1 . . ?
H4A C4 H4B 107.3 . . ?
C5 C4 S1 116.80(14) . . ?
C5 C4 H4A 108.1 . . ?
C5 C4 H4B 108.1 . . ?
S2 C5 H5 107.7 . . ?
C4 C5 S2 112.91(14) . . ?
C4 C5 H5 107.7 . . ?
C6 C5 S2 109.06(14) . . ?
C6 C5 C4 111.63(17) . . ?
C6 C5 H5 107.7 . . ?
C5 C6 H6A 108.5 . . ?
C5 C6 H6B 108.5 . . ?
C5 C6 C7 115.09(17) . . ?
H6A C6 H6B 107.5 . . ?
C7 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 C6 112.40(18) . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C9 C8 C7 121.7(2) . . ?
C21 C8 C7 120.2(2) . . ?
C21 C8 C9 118.1(2) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.6(2) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 119.9 . . ?
C11 C10 C9 120.3(2) . . ?
C11 C10 H10 119.9 . . ?
C10 C11 H11 120.2 . . ?
C22 C11 C10 119.5(2) . . ?
C22 C11 H11 120.2 . . ?
C13 C12 H12 119.4 . . ?
C13 C12 C20 121.2(2) . . ?
C20 C12 H12 119.4 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.7(2) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 120.8 . . ?
C15 C14 C13 118.3(2) . . ?
C15 C14 H14 120.8 . . ?
C14 C15 S2 119.65(16) . . ?
C14 C15 C19 121.08(19) . . ?
C19 C15 S2 119.24(16) . . ?
C1 C16 H16 119.8 . . ?
C1 C16 C17 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 121.0 . . ?
C18 C17 C16 118.0(2) . . ?
C18 C17 H17 121.0 . . ?
C3 C18 S2 118.18(15) . . ?
C17 C18 S2 120.11(16) . . ?
C17 C18 C3 121.25(19) . . ?
C15 C19 S1 118.91(15) . . ?
C20 C19 S1 120.28(16) . . ?
C20 C19 C15 120.77(19) . . ?
C12 C20 H20 121.1 . . ?
C19 C20 C12 117.9(2) . . ?
C19 C20 H20 121.1 . . ?
C8 C21 H21 119.5 . . ?
C8 C21 C22 121.1(2) . . ?
C22 C21 H21 119.5 . . ?
C11 C22 C21 120.4(2) . . ?
C11 C22 H22 119.8 . . ?
C21 C22 H22 119.8 . . ?
F1 C23 S3 111.12(15) . . ?
F1 C23 F2 107.32(19) . . ?
F2 C23 S3 111.05(16) . . ?
F3 C23 S3 111.47(16) . . ?
F3 C23 F1 107.85(19) . . ?
F3 C23 F2 107.84(18) . . ?
F4 C24 S4 110.88(16) . . ?
F5 C24 S4 111.47(16) . . ?
F5 C24 F4 107.61(18) . . ?
F5 C24 F6 108.5(2) . . ?
F6 C24 S4 110.92(15) . . ?
F6 C24 F4 107.25(19) . . ?

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
S1 C3 C18 S2 -4.8(2) . . . . ?
S1 C3 C18 C17 -177.04(16) . . . . ?
S1 C4 C5 S2 -17.3(2) . . . . ?
S1 C4 C5 C6 105.99(18) . . . . ?
S1 C19 C20 C12 -178.46(16) . . . . ?
S2 C5 C6 C7 -51.1(2) . . . . ?
S2 C15 C19 S1 -2.5(2) . . . . ?
S2 C15 C19 C20 179.70(15) . . . . ?
O1 S3 C23 F1 173.56(15) . . . . ?
O1 S3 C23 F2 -67.05(18) . . . . ?
O1 S3 C23 F3 53.23(18) . . . . ?
O2 S3 C23 F1 52.95(17) . . . . ?
O2 S3 C23 F2 172.34(15) . . . . ?
O2 S3 C23 F3 -67.39(18) . . . . ?
O3 S3 C23 F1 -65.93(17) . . . . ?
O3 S3 C23 F2 53.46(18) . . . . ?
O3 S3 C23 F3 173.74(15) . . . . ?
O4 S4 C24 F4 58.59(17) . . . . ?
O4 S4 C24 F5 178.47(16) . . . . ?
O4 S4 C24 F6 -60.46(19) . . . . ?
O5 S4 C24 F4 177.58(15) . . . . ?
O5 S4 C24 F5 -62.55(18) . . . . ?
O5 S4 C24 F6 58.53(19) . . . . ?
O6 S4 C24 F4 -61.74(17) . . . . ?
O6 S4 C24 F5 58.13(19) . . . . ?
O6 S4 C24 F6 179.20(16) . . . . ?
C1 C2 C3 S1 174.98(16) . . . . ?
C1 C2 C3 C18 -1.3(3) . . . . ?
C1 C16 C17 C18 0.2(3) . . . . ?
C2 C1 C16 C17 -2.3(3) . . . . ?
C2 C3 C18 S2 171.50(16) . . . . ?
C2 C3 C18 C17 -0.8(3) . . . . ?
C3 S1 C4 C5 -39.52(18) . . . . ?
C3 S1 C19 C15 48.57(18) . . . . ?
C3 S1 C19 C20 -133.63(17) . . . . ?
C4 S1 C3 C2 -121.37(17) . . . . ?
C4 S1 C3 C18 54.97(18) . . . . ?
C4 S1 C19 C15 -53.16(17) . . . . ?
C4 S1 C19 C20 124.64(17) . . . . ?
C4 C5 C6 C7 -176.54(17) . . . . ?
C5 S2 C15 C14 -129.66(17) . . . . ?
C5 S2 C15 C19 52.03(18) . . . . ?
C5 S2 C18 C3 -53.52(17) . . . . ?
C5 S2 C18 C17 118.82(17) . . . . ?
C5 C6 C7 C8 -171.22(18) . . . . ?
C6 C7 C8 C9 -46.7(3) . . . . ?
C6 C7 C8 C21 133.8(2) . . . . ?
C7 C8 C9 C10 179.5(2) . . . . ?
C7 C8 C21 C22 179.19(19) . . . . ?
C8 C9 C10 C11 1.3(3) . . . . ?
C8 C21 C22 C11 1.5(3) . . . . ?
C9 C8 C21 C22 -0.3(3) . . . . ?
C9 C10 C11 C22 -0.1(3) . . . . ?
C10 C11 C22 C21 -1.2(3) . . . . ?
C12 C13 C14 C15 0.3(3) . . . . ?
C13 C12 C20 C19 -0.2(3) . . . . ?
C13 C14 C15 S2 -179.49(16) . . . . ?
C13 C14 C15 C19 -1.2(3) . . . . ?
C14 C15 C19 S1 179.22(16) . . . . ?
C14 C15 C19 C20 1.4(3) . . . . ?
C15 S2 C5 C4 -38.55(17) . . . . ?
C15 S2 C5 C6 -163.26(14) . . . . ?
C15 S2 C18 C3 50.71(18) . . . . ?
C15 S2 C18 C17 -136.94(17) . . . . ?
C15 C19 C20 C12 -0.7(3) . . . . ?
C16 C1 C2 C3 2.8(3) . . . . ?
C16 C17 C18 S2 -170.78(16) . . . . ?
C16 C17 C18 C3 1.3(3) . . . . ?
C18 S2 C5 C4 64.07(16) . . . . ?
C18 S2 C5 C6 -60.65(15) . . . . ?
C18 S2 C15 C14 131.31(17) . . . . ?
C18 S2 C15 C19 -47.00(18) . . . . ?
C19 S1 C3 C2 139.01(17) . . . . ?
C19 S1 C3 C18 -44.65(18) . . . . ?
C19 S1 C4 C5 63.09(17) . . . . ?
C20 C12 C13 C14 0.3(3) . . . . ?
C21 C8 C9 C10 -1.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
