#------------------------------------------------------------------------------
#$Date: 2024-12-06 22:07:27 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296621 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/29/1572972.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1572972
loop_
_publ_author_name
'Ahmad, Manzoor'
'Flerin, Martin'
'Tay, Hui Min'
'Thompson, Amber L.'
'Duarte, Fernanda'
'Langton, Matthew J.'
_publ_section_title
;
 Stimuli-responsive anion transport utilising caged hydrazone-based
 anionophores.
;
_journal_issue                   46
_journal_name_full               Nanoscale
_journal_page_first              21545
_journal_page_last               21553
_journal_paper_doi               10.1039/d4nr03220a
_journal_volume                  16
_journal_year                    2024
_chemical_formula_moiety         'C24 H16 F6 N4 O4, C16 H36 N, Cl'
_chemical_formula_sum            'C40 H52 Cl F6 N5 O4'
_chemical_formula_weight         816.32
_chemical_melting_point          ?
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     other
_audit_creation_date             2024-06-14
_audit_creation_method           'CRYSTALS_ver_build_c42b451 '
_audit_update_record
;
2024-07-19 deposited with the CCDC.	2024-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.415(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5597(4)
_cell_length_b                   10.1486(5)
_cell_length_c                   38.667(2)
_cell_measurement_reflns_used    9000
_cell_measurement_temperature    150
_cell_measurement_theta_max      72.24
_cell_measurement_theta_min      4.27
_cell_volume                     4140.1(3)
_computing_cell_refinement
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction
; 
 CrysAlisPro (Rigaku Oxford Diffraction, 2021) 
;
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'focussing mirrors'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.123
_diffrn_reflns_av_unetI/netI     0.163
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            64452
_diffrn_reflns_theta_full        58.932
_diffrn_reflns_theta_max         58.932
_diffrn_reflns_theta_min         4.297
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.443
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.95a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            clear_pale_colourless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             1720.000
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.71
_refine_diff_density_min         -0.69
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0307
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         5944
_refine_ls_number_restraints     456
_refine_ls_R_factor_all          0.1108
_refine_ls_R_factor_gt           0.0925
_refine_ls_shift/su_max          0.0138349
_refine_ls_shift/su_mean         0.0002188
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² +27.39P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2351
_refine_ls_wR_factor_gt          0.2235
_refine_ls_wR_factor_ref         0.2351
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              42
_reflns_limit_l_min              0
_reflns_number_gt                4545
_reflns_number_total             5946
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   3.23
_oxford_diffrn_Wilson_scale      0.47
_oxford_refine_ls_scale          1.478(12)
_oxford_structure_analysis_title 016hmt24
_cod_data_source_file            d4nr03220a2.cif
_cod_data_source_block           1a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1572971--1572972.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_database_code               1572972
_oxford_refine_reflns_threshold_expression I>-3.0\s(I)
_refine_ls_r_factor_ref          0.1108
_reflns_number_all               5944
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cl1 Cl 0.54663(14) 0.38339(16) 0.26714(4) 0.0468 1.0000 Uani . . . . . .
C1 C 0.6086(5) 0.0488(6) 0.26721(15) 0.0363 1.0000 Uani . . . . . .
C2 C 0.6071(5) -0.0147(6) 0.29900(15) 0.0353 1.0000 Uani . . . . . .
C3 C 0.6070(5) -0.1540(7) 0.29911(16) 0.0426 1.0000 Uani . . . . . .
C4 C 0.6105(5) -0.2250(6) 0.26859(16) 0.0399 1.0000 Uani . . . . . .
C5 C 0.6148(5) -0.1586(6) 0.23735(16) 0.0377 1.0000 Uani . . . . . .
C6 C 0.6100(5) -0.0202(6) 0.23621(15) 0.0329 1.0000 Uani . . . . . .
O7 O 0.6030(4) -0.2222(5) 0.32889(12) 0.0530 1.0000 Uani . . . . . .
O8 O 0.6208(4) -0.2315(4) 0.20810(11) 0.0462 1.0000 Uani . . . . . .
C9 C 0.6034(5) 0.0562(7) 0.33212(16) 0.0421 1.0000 Uani . . . . . .
O10 O 0.5941(4) -0.0022(5) 0.36012(11) 0.0522 1.0000 Uani . . . . . .
N11 N 0.6137(4) 0.1905(5) 0.33132(12) 0.0403 1.0000 Uani . . . . . .
N12 N 0.6201(4) 0.2582(6) 0.36231(13) 0.0422 1.0000 Uani . . . . . .
C13 C 0.6410(5) 0.3831(7) 0.36033(16) 0.0440 1.0000 Uani . . . . . .
C14 C 0.6484(5) 0.4590(6) 0.39180(15) 0.0394 1.0000 Uani . . . . . .
C15 C 0.6230(6) 0.4111(7) 0.42394(16) 0.0481 1.0000 Uani . . . . . .
C16 C 0.6274(6) 0.4860(8) 0.45332(17) 0.0536 1.0000 Uani . . . . . .
C17 C 0.6559(5) 0.6215(5) 0.45047(12) 0.0516 1.0000 Uani D . . . . .
C18 C 0.6835(6) 0.6732(7) 0.41891(18) 0.0528 1.0000 Uani . . . . . .
C19 C 0.6796(6) 0.5940(7) 0.38981(17) 0.0534 1.0000 Uani . . . . . .
C20 C 0.6545(3) 0.7056(3) 0.48262(8) 0.0697 1.0000 Uani D . . . . .
F21 F 0.7234(7) 0.6538(6) 0.50846(13) 0.1080 0.832(8) Uani D . P 1 1 .
F22 F 0.5385(4) 0.7209(6) 0.49371(14) 0.0808 0.832(8) Uani D . P 1 1 .
F23 F 0.6999(7) 0.8249(5) 0.47732(14) 0.1025 0.832(8) Uani D . P 1 1 .
C24 C 0.6021(5) 0.0467(7) 0.20238(16) 0.0396 1.0000 Uani . . . . . .
O25 O 0.6078(4) -0.0179(4) 0.17474(10) 0.0428 1.0000 Uani . . . . . .
N26 N 0.5864(4) 0.1793(5) 0.20180(13) 0.0382 1.0000 Uani . . . . . .
N27 N 0.5769(4) 0.2408(6) 0.17004(12) 0.0417 1.0000 Uani . . . . . .
C28 C 0.5785(5) 0.3668(6) 0.17030(16) 0.0374 1.0000 Uani . . . . . .
C29 C 0.5736(5) 0.4375(6) 0.13712(15) 0.0378 1.0000 Uani . . . . . .
C30 C 0.5448(7) 0.3699(7) 0.10611(16) 0.0505 1.0000 Uani . . . . . .
C31 C 0.5520(7) 0.4370(6) 0.07487(17) 0.0530 1.0000 Uani . . . . . .
C32 C 0.5891(5) 0.5663(5) 0.07420(11) 0.0490 1.0000 Uani D . . . . .
C33 C 0.6158(5) 0.6325(7) 0.10489(17) 0.0455 1.0000 Uani . . . . . .
C34 C 0.6075(5) 0.5683(6) 0.13628(16) 0.0393 1.0000 Uani . . . . . .
C35 C 0.5915(3) 0.6373(3) 0.03990(8) 0.0643 1.0000 Uani D . . . . .
F36 F 0.4848(10) 0.7035(19) 0.0329(3) 0.0622 0.46(4) Uani D . P 2 1 .
F37 F 0.6853(14) 0.7235(17) 0.0392(2) 0.0869 0.46(4) Uani D . P 2 1 .
F38 F 0.606(2) 0.5545(6) 0.01373(15) 0.0702 0.46(4) Uani D . P 2 1 .
N40 N 0.2726(4) 0.8470(5) 0.13374(13) 0.0372 1.0000 Uani . . . . . .
C41 C 0.3305(5) 0.7613(6) 0.16252(16) 0.0413 1.0000 Uani . . . . . .
C42 C 0.2391(5) 0.6908(7) 0.18540(16) 0.0464 1.0000 Uani . . . . . .
C43 C 0.3132(6) 0.6048(8) 0.21123(18) 0.0602 1.0000 Uani . . . . . .
C44 C 0.2295(6) 0.5243(8) 0.23399(18) 0.0604 1.0000 Uani . . . . . .
C45 C 0.1775(5) 0.7683(7) 0.11121(17) 0.0442 1.0000 Uani . . . . . .
C46 C 0.2279(6) 0.6454(7) 0.09450(18) 0.0521 1.0000 Uani . . . . . .
C47 C 0.1219(7) 0.5763(8) 0.07390(19) 0.0644 1.0000 Uani . . . . . .
C48 C 0.1685(9) 0.4513(9) 0.0564(2) 0.0851 1.0000 Uani . . . . . .
C49 C 0.3814(5) 0.8943(7) 0.11249(16) 0.0417 1.0000 Uani . . . . . .
C50 C 0.3471(6) 0.9918(7) 0.08399(17) 0.0511 1.0000 Uani . . . . . .
C51 C 0.4631(7) 1.0261(7) 0.06377(19) 0.0600 1.0000 Uani . . . . . .
C52 C 0.4316(9) 1.1189(8) 0.0339(2) 0.0771 1.0000 Uani . . . . . .
C53 C 0.2016(6) 0.9624(6) 0.14895(17) 0.0437 1.0000 Uani . . . . . .
C54 C 0.2837(6) 1.0560(6) 0.17071(18) 0.0482 1.0000 Uani . . . . . .
C55 C 0.2119(7) 1.1829(8) 0.1796(2) 0.0680 1.0000 Uani . . . . . .
C56 C 0.1946(8) 1.2757(9) 0.1494(2) 0.0797 1.0000 Uani . . . . . .
F121 F 0.7705(6) 0.730(2) 0.4956(4) 0.0698 0.168(8) Uani D . P 1 2 .
F122 F 0.592(2) 0.6488(12) 0.5075(3) 0.0767 0.168(8) Uani D . P 1 2 .
F123 F 0.600(2) 0.8216(12) 0.47651(19) 0.0863 0.168(8) Uani D . P 1 2 .
F136 F 0.4754(5) 0.6594(19) 0.0264(3) 0.0710 0.54(4) Uani D . P 2 2 .
F137 F 0.6486(18) 0.7538(10) 0.04282(16) 0.0712 0.54(4) Uani D . P 2 2 .
F138 F 0.6526(18) 0.5691(10) 0.0166(2) 0.0931 0.54(4) Uani D . P 2 2 .
H11 H 0.6079 0.1408 0.2666 0.0436 1.0000 Uiso R . . . . .
H41 H 0.6107 -0.3172 0.2690 0.0480 1.0000 Uiso R . . . . .
H131 H 0.6516 0.4237 0.3391 0.0538 1.0000 Uiso R . . . . .
H151 H 0.6026 0.3212 0.4257 0.0589 1.0000 Uiso R . . . . .
H161 H 0.6136 0.4491 0.4749 0.0628 1.0000 Uiso R . . . . .
H181 H 0.7047 0.7624 0.4172 0.0631 1.0000 Uiso R . . . . .
H191 H 0.6982 0.6312 0.3687 0.0649 1.0000 Uiso R . . . . .
H281 H 0.5829 0.4122 0.1911 0.0456 1.0000 Uiso R . . . . .
H301 H 0.5210 0.2809 0.1064 0.0623 1.0000 Uiso R . . . . .
H311 H 0.5319 0.3938 0.0544 0.0622 1.0000 Uiso R . . . . .
H331 H 0.6396 0.7214 0.1045 0.0537 1.0000 Uiso R . . . . .
H341 H 0.6252 0.6126 0.1569 0.0479 1.0000 Uiso R . . . . .
H411 H 0.3836 0.8192 0.1773 0.0499 1.0000 Uiso R . . . . .
H412 H 0.3832 0.6944 0.1518 0.0500 1.0000 Uiso R . . . . .
H422 H 0.1875 0.7542 0.1975 0.0549 1.0000 Uiso R . . . . .
H421 H 0.1838 0.6347 0.1709 0.0549 1.0000 Uiso R . . . . .
H432 H 0.3675 0.6607 0.2259 0.0719 1.0000 Uiso R . . . . .
H431 H 0.3653 0.5446 0.1985 0.0720 1.0000 Uiso R . . . . .
H441 H 0.2804 0.4708 0.2498 0.0910 1.0000 Uiso R . . . . .
H443 H 0.1778 0.5832 0.2469 0.0910 1.0000 Uiso R . . . . .
H442 H 0.1756 0.4677 0.2196 0.0909 1.0000 Uiso R . . . . .
H451 H 0.1461 0.8277 0.0928 0.0532 1.0000 Uiso R . . . . .
H452 H 0.1081 0.7446 0.1257 0.0529 1.0000 Uiso R . . . . .
H462 H 0.2952 0.6684 0.0791 0.0621 1.0000 Uiso R . . . . .
H461 H 0.2616 0.5854 0.1122 0.0619 1.0000 Uiso R . . . . .
H471 H 0.0883 0.6353 0.0561 0.0770 1.0000 Uiso R . . . . .
H472 H 0.0548 0.5535 0.0893 0.0769 1.0000 Uiso R . . . . .
H482 H 0.0982 0.4081 0.0447 0.1270 1.0000 Uiso R . . . . .
H481 H 0.2306 0.4747 0.0399 0.1270 1.0000 Uiso R . . . . .
H483 H 0.2062 0.3933 0.0736 0.1269 1.0000 Uiso R . . . . .
H492 H 0.4435 0.9344 0.1284 0.0502 1.0000 Uiso R . . . . .
H491 H 0.4188 0.8178 0.1020 0.0500 1.0000 Uiso R . . . . .
H502 H 0.3129 1.0712 0.0938 0.0620 1.0000 Uiso R . . . . .
H501 H 0.2839 0.9531 0.0682 0.0620 1.0000 Uiso R . . . . .
H511 H 0.5265 1.0659 0.0795 0.0718 1.0000 Uiso R . . . . .
H512 H 0.4966 0.9450 0.0548 0.0721 1.0000 Uiso R . . . . .
H522 H 0.5064 1.1374 0.0214 0.1150 1.0000 Uiso R . . . . .
H521 H 0.3976 1.1999 0.0426 0.1150 1.0000 Uiso R . . . . .
H523 H 0.3690 1.0781 0.0185 0.1149 1.0000 Uiso R . . . . .
H532 H 0.1633 1.0127 0.1297 0.0531 1.0000 Uiso R . . . . .
H531 H 0.1352 0.9273 0.1630 0.0529 1.0000 Uiso R . . . . .
H541 H 0.3578 1.0796 0.1581 0.0579 1.0000 Uiso R . . . . .
H542 H 0.3103 1.0133 0.1923 0.0580 1.0000 Uiso R . . . . .
H552 H 0.2580 1.2285 0.1985 0.0820 1.0000 Uiso R . . . . .
H551 H 0.1285 1.1567 0.1870 0.0820 1.0000 Uiso R . . . . .
H563 H 0.1562 1.3561 0.1570 0.1191 1.0000 Uiso R . . . . .
H562 H 0.2755 1.2960 0.1403 0.1190 1.0000 Uiso R . . . . .
H561 H 0.1411 1.2371 0.1314 0.1189 1.0000 Uiso R . . . . .
H71 H 0.6020 -0.1684 0.3450 0.0799 1.0000 Uiso R . . . . .
H81 H 0.6276 -0.1779 0.1924 0.0691 1.0000 Uiso R . . . . .
H111 H 0.6150 0.2323 0.3118 0.0500 1.0000 Uiso R . . . . .
H261 H 0.5842 0.2230 0.2207 0.0454 1.0000 Uiso R . . . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476 0.2776
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089 0.2508
'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.3639 0.7018 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.1700
0 0 -1 0.0100
0 0 1 0.0100
2 0 -1 0.0600
-2 0 1 0.0400
1 1 0 0.1400
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 122.1(6) yes
C2 . C1 . H11 . 119.1 no
C6 . C1 . H11 . 118.9 no
C1 . C2 . C3 . 117.8(6) yes
C1 . C2 . C9 . 123.1(6) yes
C3 . C2 . C9 . 119.1(6) yes
C2 . C3 . C4 . 121.2(6) yes
C2 . C3 . O7 . 121.1(6) yes
C4 . C3 . O7 . 117.7(6) yes
C3 . C4 . C5 . 119.5(6) yes
C3 . C4 . H41 . 120.3 no
C5 . C4 . H41 . 120.1 no
C4 . C5 . C6 . 120.7(6) yes
C4 . C5 . O8 . 117.8(6) yes
C6 . C5 . O8 . 121.5(6) yes
C5 . C6 . C1 . 118.6(6) yes
C5 . C6 . C24 . 119.3(6) yes
C1 . C6 . C24 . 122.1(6) yes
C3 . O7 . H71 . 107.8 no
C5 . O8 . H81 . 105.4 no
C2 . C9 . O10 . 122.2(6) yes
C2 . C9 . N11 . 117.5(6) yes
O10 . C9 . N11 . 120.3(6) yes
C9 . N11 . N12 . 118.5(5) yes
C9 . N11 . H111 . 120.8 no
N12 . N11 . H111 . 120.7 no
N11 . N12 . C13 . 116.1(5) yes
N12 . C13 . C14 . 118.6(6) yes
N12 . C13 . H131 . 121.0 no
C14 . C13 . H131 . 120.3 no
C13 . C14 . C15 . 124.8(6) yes
C13 . C14 . C19 . 118.5(6) yes
C15 . C14 . C19 . 116.6(6) yes
C14 . C15 . C16 . 123.7(7) yes
C14 . C15 . H151 . 117.6 no
C16 . C15 . H151 . 118.7 no
C15 . C16 . C17 . 118.5(6) yes
C15 . C16 . H161 . 121.3 no
C17 . C16 . H161 . 120.2 no
C16 . C17 . C18 . 119.7(5) yes
C16 . C17 . C20 . 118.5(4) yes
C18 . C17 . C20 . 121.8(4) yes
C17 . C18 . C19 . 120.1(6) yes
C17 . C18 . H181 . 119.6 no
C19 . C18 . H181 . 120.3 no
C14 . C19 . C18 . 121.3(6) yes
C14 . C19 . H191 . 120.1 no
C18 . C19 . H191 . 118.6 no
C17 . C20 . F21 . 111.98(5) yes
C17 . C20 . F22 . 111.97(5) yes
F21 . C20 . F22 . 106.84(5) yes
C17 . C20 . F23 . 112.00(5) yes
F21 . C20 . F23 . 106.88(5) yes
F22 . C20 . F23 . 106.82(5) yes
C17 . C20 . F121 . 111.96(5) yes
C17 . C20 . F122 . 111.99(5) yes
F121 . C20 . F122 . 106.85(5) yes
C17 . C20 . F123 . 111.98(5) yes
F121 . C20 . F123 . 106.84(5) yes
F122 . C20 . F123 . 106.86(5) yes
C6 . C24 . O25 . 120.7(6) yes
C6 . C24 . N26 . 118.4(5) yes
O25 . C24 . N26 . 120.9(6) yes
C24 . N26 . N27 . 118.0(5) yes
C24 . N26 . H261 . 120.6 no
N27 . N26 . H261 . 121.4 no
N26 . N27 . C28 . 116.5(5) yes
N27 . C28 . C29 . 118.8(6) yes
N27 . C28 . H281 . 120.3 no
C29 . C28 . H281 . 120.9 no
C28 . C29 . C30 . 120.4(6) yes
C28 . C29 . C34 . 119.5(6) yes
C30 . C29 . C34 . 119.9(6) yes
C29 . C30 . C31 . 119.0(6) yes
C29 . C30 . H301 . 120.5 no
C31 . C30 . H301 . 120.5 no
C30 . C31 . C32 . 120.8(6) yes
C30 . C31 . H311 . 119.6 no
C32 . C31 . H311 . 119.6 no
C31 . C32 . C33 . 119.8(5) yes
C31 . C32 . C35 . 119.3(4) yes
C33 . C32 . C35 . 120.8(4) yes
C32 . C33 . C34 . 120.4(6) yes
C32 . C33 . H331 . 119.8 no
C34 . C33 . H331 . 119.7 no
C33 . C34 . C29 . 120.1(6) yes
C33 . C34 . H341 . 120.6 no
C29 . C34 . H341 . 119.3 no
C32 . C35 . F36 . 111.98(5) yes
C32 . C35 . F37 . 111.98(5) yes
F36 . C35 . F37 . 106.86(5) yes
C32 . C35 . F38 . 111.97(5) yes
F36 . C35 . F38 . 106.84(5) yes
F37 . C35 . F38 . 106.86(5) yes
C32 . C35 . F136 . 111.98(5) yes
C32 . C35 . F137 . 111.97(5) yes
F136 . C35 . F137 . 106.84(5) yes
C32 . C35 . F138 . 111.98(5) yes
F136 . C35 . F138 . 106.86(5) yes
F137 . C35 . F138 . 106.85(5) yes
C41 . N40 . C45 . 110.7(5) yes
C41 . N40 . C49 . 106.7(4) yes
C45 . N40 . C49 . 110.6(5) yes
C41 . N40 . C53 . 110.3(5) yes
C45 . N40 . C53 . 107.4(4) yes
C49 . N40 . C53 . 111.3(5) yes
N40 . C41 . C42 . 116.8(5) yes
N40 . C41 . H411 . 106.6 no
C42 . C41 . H411 . 107.8 no
N40 . C41 . H412 . 107.7 no
C42 . C41 . H412 . 107.8 no
H411 . C41 . H412 . 110.0 no
C41 . C42 . C43 . 109.4(5) yes
C41 . C42 . H422 . 110.5 no
C43 . C42 . H422 . 110.2 no
C41 . C42 . H421 . 108.8 no
C43 . C42 . H421 . 108.7 no
H422 . C42 . H421 . 109.1 no
C42 . C43 . C44 . 113.3(5) yes
C42 . C43 . H432 . 108.9 no
C44 . C43 . H432 . 108.7 no
C42 . C43 . H431 . 108.4 no
C44 . C43 . H431 . 108.2 no
H432 . C43 . H431 . 109.2 no
C43 . C44 . H441 . 110.5 no
C43 . C44 . H443 . 108.9 no
H441 . C44 . H443 . 109.4 no
C43 . C44 . H442 . 109.3 no
H441 . C44 . H442 . 109.3 no
H443 . C44 . H442 . 109.5 no
N40 . C45 . C46 . 116.1(5) yes
N40 . C45 . H451 . 106.7 no
C46 . C45 . H451 . 108.2 no
N40 . C45 . H452 . 107.2 no
C46 . C45 . H452 . 109.2 no
H451 . C45 . H452 . 109.3 no
C45 . C46 . C47 . 109.9(6) yes
C45 . C46 . H462 . 110.0 no
C47 . C46 . H462 . 109.3 no
C45 . C46 . H461 . 109.9 no
C47 . C46 . H461 . 108.7 no
H462 . C46 . H461 . 109.0 no
C46 . C47 . C48 . 111.8(7) yes
C46 . C47 . H471 . 109.1 no
C48 . C47 . H471 . 108.3 no
C46 . C47 . H472 . 109.2 no
C48 . C47 . H472 . 109.2 no
H471 . C47 . H472 . 109.2 no
C47 . C48 . H482 . 109.3 no
C47 . C48 . H481 . 109.3 no
H482 . C48 . H481 . 109.4 no
C47 . C48 . H483 . 109.6 no
H482 . C48 . H483 . 109.6 no
H481 . C48 . H483 . 109.5 no
N40 . C49 . C50 . 115.9(5) yes
N40 . C49 . H492 . 107.2 no
C50 . C49 . H492 . 108.8 no
N40 . C49 . H491 . 107.8 no
C50 . C49 . H491 . 107.9 no
H492 . C49 . H491 . 109.0 no
C49 . C50 . C51 . 110.5(6) yes
C49 . C50 . H502 . 109.9 no
C51 . C50 . H502 . 109.4 no
C49 . C50 . H501 . 109.4 no
C51 . C50 . H501 . 108.4 no
H502 . C50 . H501 . 109.1 no
C50 . C51 . C52 . 112.2(7) yes
C50 . C51 . H511 . 108.8 no
C52 . C51 . H511 . 110.0 no
C50 . C51 . H512 . 107.7 no
C52 . C51 . H512 . 109.1 no
H511 . C51 . H512 . 109.0 no
C51 . C52 . H522 . 110.3 no
C51 . C52 . H521 . 109.7 no
H522 . C52 . H521 . 109.6 no
C51 . C52 . H523 . 109.1 no
H522 . C52 . H523 . 109.1 no
H521 . C52 . H523 . 109.0 no
N40 . C53 . C54 . 114.6(5) yes
N40 . C53 . H532 . 107.7 no
C54 . C53 . H532 . 107.7 no
N40 . C53 . H531 . 108.2 no
C54 . C53 . H531 . 109.2 no
H532 . C53 . H531 . 109.3 no
C53 . C54 . C55 . 111.8(6) yes
C53 . C54 . H541 . 109.2 no
C55 . C54 . H541 . 108.7 no
C53 . C54 . H542 . 109.6 no
C55 . C54 . H542 . 108.0 no
H541 . C54 . H542 . 109.4 no
C54 . C55 . C56 . 113.4(7) yes
C54 . C55 . H552 . 109.1 no
C56 . C55 . H552 . 108.9 no
C54 . C55 . H551 . 107.3 no
C56 . C55 . H551 . 108.6 no
H552 . C55 . H551 . 109.5 no
C55 . C56 . H563 . 109.6 no
C55 . C56 . H562 . 109.8 no
H563 . C56 . H562 . 108.8 no
C55 . C56 . H561 . 110.8 no
H563 . C56 . H561 . 108.9 no
H562 . C56 . H561 . 109.0 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.388(8) yes
C1 . C6 . 1.389(8) yes
C1 . H11 . 0.934 no
C2 . C3 . 1.413(9) yes
C2 . C9 . 1.471(9) yes
C3 . C4 . 1.385(9) yes
C3 . O7 . 1.346(7) yes
C4 . C5 . 1.386(8) yes
C4 . H41 . 0.936 no
C5 . C6 . 1.406(8) yes
C5 . O8 . 1.355(7) yes
C6 . C24 . 1.473(8) yes
O7 . H71 . 0.828 no
O8 . H81 . 0.822 no
C9 . O10 . 1.242(7) yes
C9 . N11 . 1.368(8) yes
N11 . N12 . 1.381(7) yes
N11 . H111 . 0.866 no
N12 . C13 . 1.290(9) yes
C13 . C14 . 1.440(9) yes
C13 . H131 . 0.930 no
C14 . C15 . 1.372(9) yes
C14 . C19 . 1.412(9) yes
C15 . C16 . 1.366(9) yes
C15 . H151 . 0.940 no
C16 . C17 . 1.413(9) yes
C16 . H161 . 0.931 no
C17 . C18 . 1.371(8) yes
C17 . C20 . 1.509(4) yes
C18 . C19 . 1.382(9) yes
C18 . H181 . 0.935 no
C19 . H191 . 0.929 no
C20 . F21 . 1.320(4) yes
C20 . F22 . 1.324(4) yes
C20 . F23 . 1.322(4) yes
C20 . F121 . 1.326(6) yes
C20 . F122 . 1.324(6) yes
C20 . F123 . 1.326(6) yes
C24 . O25 . 1.258(7) yes
C24 . N26 . 1.355(8) yes
N26 . N27 . 1.378(7) yes
N26 . H261 . 0.855 no
N27 . C28 . 1.278(8) yes
C28 . C29 . 1.469(8) yes
C28 . H281 . 0.927 no
C29 . C30 . 1.404(9) yes
C29 . C34 . 1.375(8) yes
C30 . C31 . 1.391(9) yes
C30 . H301 . 0.938 no
C31 . C32 . 1.370(8) yes
C31 . H311 . 0.922 no
C32 . C33 . 1.382(8) yes
C32 . C35 . 1.510(4) yes
C33 . C34 . 1.383(9) yes
C33 . H331 . 0.938 no
C34 . H341 . 0.928 no
C35 . F36 . 1.330(5) yes
C35 . F37 . 1.323(5) yes
C35 . F38 . 1.329(5) yes
C35 . F136 . 1.330(5) yes
C35 . F137 . 1.330(5) yes
C35 . F138 . 1.324(5) yes
N40 . C41 . 1.520(7) yes
N40 . C45 . 1.527(8) yes
N40 . C49 . 1.518(7) yes
N40 . C53 . 1.522(7) yes
C41 . C42 . 1.517(8) yes
C41 . H411 . 0.978 no
C41 . H412 . 0.981 no
C42 . C43 . 1.518(9) yes
C42 . H422 . 0.975 no
C42 . H421 . 0.974 no
C43 . C44 . 1.513(9) yes
C43 . H432 . 0.972 no
C43 . H431 . 0.971 no
C44 . H441 . 0.965 no
C44 . H443 . 0.964 no
C44 . H442 . 0.967 no
C45 . C46 . 1.512(9) yes
C45 . H451 . 0.979 no
C45 . H452 . 0.971 no
C46 . C47 . 1.518(9) yes
C46 . H462 . 0.974 no
C46 . H461 . 0.972 no
C47 . C48 . 1.528(11) yes
C47 . H471 . 0.969 no
C47 . H472 . 0.972 no
C48 . H482 . 0.961 no
C48 . H481 . 0.964 no
C48 . H483 . 0.960 no
C49 . C50 . 1.514(9) yes
C49 . H492 . 0.969 no
C49 . H491 . 0.968 no
C50 . C51 . 1.521(9) yes
C50 . H502 . 0.967 no
C50 . H501 . 0.969 no
C51 . C52 . 1.516(10) yes
C51 . H511 . 0.973 no
C51 . H512 . 0.966 no
C52 . H522 . 0.963 no
C52 . H521 . 0.964 no
C52 . H523 . 0.965 no
C53 . C54 . 1.517(9) yes
C53 . H532 . 0.975 no
C53 . H531 . 0.971 no
C54 . C55 . 1.540(9) yes
C54 . H541 . 0.970 no
C54 . H542 . 0.973 no
C55 . C56 . 1.502(11) yes
C55 . H552 . 0.978 no
C55 . H551 . 0.976 no
C56 . H563 . 0.963 no
C56 . H562 . 0.962 no
C56 . H561 . 0.962 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C19 . H191 . O7 1_565 138 0.93 2.34 3.086(9) yes
C34 . H341 . O8 1_565 165 0.93 2.54 3.439(9) yes
C45 . H452 . N12 4_555 149 0.97 2.48 3.347(9) yes
C49 . H492 . O25 1_565 166 0.97 2.49 3.438(9) yes
O7 . H71 . O10 . 150 0.83 1.79 2.542(9) yes
O8 . H81 . C24 . 121 0.82 2.33 2.839(9) yes
O8 . H81 . O25 . 152 0.82 1.77 2.523(9) yes
loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
-2 5 2 x .
2 5 0 x .
