# Electronic Supplementary Material (ESI) for RSC Medicinal Chemistry.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_Compound_15
_database_code_depnum_ccdc_archive 'CCDC 1910514'
loop_
_audit_author_name
_audit_author_address
'Yoann Rousselin'
;Universite de Bourgogne Franche Comte
France
;



_audit_update_record             
;
2019-04-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_publcif_datablock.id            {53378663-1ceb-4946-9d78-8a10e966723d}
_iucr_compatibility_tag          ?

# publcif _publ_body_element loop start

# publcif _publ_body_element loop end
_audit_creation_date             2018-10-10
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H17 F12 Mn N4 O, C2 H6 O'
_chemical_formula_sum            'C41 H23 F12 Mn N4 O2'
_chemical_formula_weight         886.57
_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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 '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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5565(3)
_cell_length_b                   17.8342(7)
_cell_length_c                   26.0523(10)
_cell_angle_alpha                95.3050(16)
_cell_angle_beta                 90.3264(16)
_cell_angle_gamma                97.8043(17)
_cell_volume                     3462.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9726
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      66.67
_cell_measurement_theta_min      3.17
_shelx_estimated_absorpt_T_max   0.735
_shelx_estimated_absorpt_T_min   0.233
_exptl_absorpt_coefficient_mu    4.109
_exptl_absorpt_correction_T_max  0.58
_exptl_absorpt_correction_T_min  0.40
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 46918 reflections, Rint = 0.0568
 (35482 with I > 3sig(I), Rint = 0.0531)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1784
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: mixture of ethanol and ethyl acetate'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            21719
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        66.680
_diffrn_reflns_theta_max         66.680
_diffrn_reflns_theta_min         2.900
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean '1024 x 1024'
_diffrn_detector_type            'Photon 100'
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture (Cu)'
_diffrn_measurement_method       "φ and ω scans'"
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'QUAZAR MX multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Cu
_diffrn_source_type              'high brilliance microfocus sealed tube, Cu'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                18498
_reflns_number_total             21719
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.489
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1090
_refine_ls_number_reflns         21719
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0523
_refine_ls_restrained_S_all      1.028
_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)+(0.0526P)²+3.3290P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1367
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7122(6)
 0.2878(6)
2. 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, All O(H) groups
3.a Secondary CH2 refined with riding coordinates:
 C39A(H39A,H39B), C39(H39C,H39D), C40A(H40A,H40B), C40(H40C,H40D)
3.b Aromatic/amide H refined with riding coordinates:
 C4A(H4A), C23(H23), C5A(H5A), C29(H29), C9(H9), C5(H5), C35A(H35A),
 C18A(H18A), C15A(H15A), C23A(H23A), C19(H19), C19A(H19A), C10A(H10A), C35(H35),
  C29A(H29A), C10(H10), C4(H4), C18(H18), C14(H14), C9A(H9A), C14A(H14A),
 C15(H15)
3.c Idealised Me refined as rotating group:
 C38A(H38A,H38B,H38C), C41(H41D,H41E,H41F), C41A(H41A,H41B,H41C), C38(H38D,
 H38E,H38F)
3.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O1A(H1A), O2A(H2A), O2(H2)
;
_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
Mn1A Mn 0.92735(7) 0.74527(3) 0.86229(2) 0.01949(14) Uani 1 1 d . . . . .
Mn1 Mn 0.43427(7) 0.78589(3) 0.64187(2) 0.02078(14) Uani 1 1 d . . . . .
F9A F 0.5727(3) 0.46717(12) 0.79213(8) 0.0273(5) Uani 1 1 d . . . . .
F5 F -0.0516(3) 0.81857(14) 0.48089(8) 0.0342(5) Uani 1 1 d . . . . .
F12 F 0.6489(3) 1.06085(12) 0.74056(9) 0.0305(5) Uani 1 1 d . . . . .
F8A F 1.0232(3) 0.65540(13) 1.03873(8) 0.0298(5) Uani 1 1 d . . . . .
F9 F 0.0365(3) 1.03190(11) 0.69101(8) 0.0253(4) Uani 1 1 d . . . . .
F1A F 0.5317(3) 0.99674(12) 0.89935(8) 0.0280(5) Uani 1 1 d . . . . .
F10 F 0.0087(3) 1.16623(12) 0.74158(9) 0.0315(5) Uani 1 1 d . . . . .
F4A F 1.1576(3) 1.03913(12) 0.87754(9) 0.0311(5) Uani 1 1 d . . . . .
F6A F 0.3667(3) 0.66970(13) 1.11891(8) 0.0316(5) Uani 1 1 d . . . . .
F12A F 1.2008(3) 0.48508(13) 0.77884(9) 0.0315(5) Uani 1 1 d . . . . .
F2 F 0.0238(3) 0.34715(13) 0.60455(10) 0.0396(6) Uani 1 1 d . . . . .
F2A F 0.5217(3) 1.14592(12) 0.89871(9) 0.0321(5) Uani 1 1 d . . . . .
F6 F -0.0927(3) 0.84149(14) 0.38152(9) 0.0349(5) Uani 1 1 d . . . . .
F7A F 0.9602(3) 0.61951(14) 1.13431(9) 0.0379(6) Uani 1 1 d . . . . .
F1 F 0.0654(3) 0.49843(13) 0.60735(9) 0.0337(5) Uani 1 1 d . . . . .
F11A F 1.1648(3) 0.34567(13) 0.73005(9) 0.0364(5) Uani 1 1 d . . . . .
F4 F 0.6899(3) 0.50463(13) 0.62862(10) 0.0350(5) Uani 1 1 d . . . . .
F8 F 0.5648(3) 0.81211(14) 0.45562(8) 0.0329(5) Uani 1 1 d . . . . .
F5A F 0.4287(3) 0.70719(12) 1.02290(8) 0.0285(5) Uani 1 1 d . . . . .
F3 F 0.6451(3) 0.35306(13) 0.62630(9) 0.0336(5) Uani 1 1 d . . . . .
F3A F 1.1450(3) 1.18727(12) 0.87737(9) 0.0316(5) Uani 1 1 d . . . . .
F7 F 0.5221(3) 0.83153(14) 0.35639(8) 0.0355(5) Uani 1 1 d . . . . .
F11 F 0.6180(3) 1.19561(12) 0.78980(9) 0.0338(5) Uani 1 1 d . . . . .
F10A F 0.5381(3) 0.32941(13) 0.74131(10) 0.0366(6) Uani 1 1 d . . . . .
O1 O 0.6919(3) 0.82683(15) 0.61352(11) 0.0312(6) Uani 1 1 d . . . . .
H1 H 0.765211 0.796407 0.605617 0.047 Uiso 1 1 calc GR . . . .
O1A O 1.1869(3) 0.76952(14) 0.89853(10) 0.0282(6) Uani 1 1 d . . . . .
H1A H 1.260731 0.738256 0.895344 0.042 Uiso 1 1 calc GR . . . .
O2A O 0.4247(4) 0.67453(16) 0.89043(11) 0.0333(6) Uani 1 1 d . . . . .
H2A H 0.506644 0.681643 0.912985 0.050 Uiso 1 1 calc GR . . . .
O2 O 0.9306(4) 0.73702(15) 0.58950(11) 0.0333(6) Uani 1 1 d . . . . .
H2 H 1.001608 0.750816 0.566399 0.050 Uiso 1 1 calc GR . . . .
N1A N 0.9403(4) 0.82894(16) 0.82119(11) 0.0229(6) Uani 1 1 d . . . . .
N3A N 0.8546(4) 0.64780(16) 0.88784(11) 0.0198(6) Uani 1 1 d . . . . .
N3 N 0.3289(4) 0.86748(17) 0.61524(11) 0.0221(6) Uani 1 1 d . . . . .
N4 N 0.4489(4) 0.84053(17) 0.70856(11) 0.0240(6) Uani 1 1 d . . . . .
N2A N 0.8180(4) 0.80444(16) 0.91624(11) 0.0206(6) Uani 1 1 d . . . . .
N2 N 0.3619(4) 0.71056(17) 0.58477(11) 0.0230(6) Uani 1 1 d . . . . .
N1 N 0.4718(4) 0.70503(17) 0.68263(11) 0.0244(6) Uani 1 1 d . . . . .
N4A N 0.9676(4) 0.69409(17) 0.79636(11) 0.0231(6) Uani 1 1 d . . . . .
C3 C 0.3594(5) 0.6323(2) 0.58201(14) 0.0230(7) Uani 1 1 d . . . . .
C21A C 0.6867(5) 1.0426(2) 0.89422(14) 0.0237(7) Uani 1 1 d . . . . .
C34A C 0.5302(5) 0.6656(2) 1.09941(14) 0.0257(8) Uani 1 1 d . . . . .
C13A C 0.9561(5) 0.6192(2) 0.77811(14) 0.0229(7) Uani 1 1 d . . . . .
C31A C 1.0343(5) 0.4481(2) 0.76917(14) 0.0234(7) Uani 1 1 d . . . . .
C32 C 0.2589(5) 0.81639(19) 0.47184(13) 0.0216(7) Uani 1 1 d . . . . .
C36A C 0.8250(5) 0.6391(2) 1.10666(14) 0.0270(8) Uani 1 1 d . . . . .
C37A C 0.8580(5) 0.6580(2) 1.05727(14) 0.0241(8) Uani 1 1 d . . . . .
C4A C 0.7631(5) 0.9042(2) 0.97202(14) 0.0232(7) Uani 1 1 d . . . . .
H4A H 0.748313 0.954146 0.985688 0.028 Uiso 1 1 calc R . . . .
C27A C 0.7221(5) 0.4385(2) 0.77677(14) 0.0225(7) Uani 1 1 d . . . . .
C7 C 0.2862(5) 0.8040(2) 0.52703(13) 0.0219(7) Uani 1 1 d . . . . .
C26A C 0.8882(5) 0.4820(2) 0.78648(13) 0.0202(7) Uani 1 1 d . . . . .
C33 C 0.0929(5) 0.8239(2) 0.45077(14) 0.0256(8) Uani 1 1 d . . . . .
C6 C 0.3121(5) 0.7298(2) 0.53726(13) 0.0230(7) Uani 1 1 d . . . . .
C24A C 0.9906(5) 1.1409(2) 0.88307(14) 0.0251(8) Uani 1 1 d . . . . .
C11 C 0.3227(5) 0.9402(2) 0.63937(14) 0.0225(7) Uani 1 1 d . . . . .
C23 C 0.3338(5) 0.3465(2) 0.61482(14) 0.0274(8) Uani 1 1 d . . . . .
H23 H 0.318530 0.292593 0.613910 0.033 Uiso 1 1 calc R . . . .
C8 C 0.2898(5) 0.8679(2) 0.56355(13) 0.0223(7) Uani 1 1 d . . . . .
C32A C 0.7271(5) 0.68151(19) 1.02697(13) 0.0210(7) Uani 1 1 d . . . . .
C5A C 0.7396(5) 0.8411(2) 0.99791(14) 0.0230(7) Uani 1 1 d . . . . .
H5A H 0.705904 0.839311 1.032907 0.028 Uiso 1 1 calc R . . . .
C17A C 0.9766(5) 0.8149(2) 0.76983(13) 0.0240(7) Uani 1 1 d . . . . .
C30A C 1.0161(5) 0.3760(2) 0.74399(14) 0.0268(8) Uani 1 1 d . . . . .
C16A C 0.9927(5) 0.7381(2) 0.75578(14) 0.0243(7) Uani 1 1 d . . . . .
C29 C 0.3120(5) 1.1840(2) 0.76702(14) 0.0262(8) Uani 1 1 d . . . . .
H29 H 0.301351 1.232244 0.784514 0.031 Uiso 1 1 calc R . . . .
C28A C 0.7037(5) 0.3673(2) 0.75080(15) 0.0266(8) Uani 1 1 d . . . . .
C27 C 0.1831(5) 1.0705(2) 0.71536(13) 0.0226(7) Uani 1 1 d . . . . .
C37 C 0.3999(5) 0.8198(2) 0.43834(14) 0.0249(8) Uani 1 1 d . . . . .
C9 C 0.2569(5) 0.9433(2) 0.55460(14) 0.0249(8) Uani 1 1 d . . . . .
H9 H 0.226775 0.959756 0.522427 0.030 Uiso 1 1 calc R . . . .
C3A C 0.8139(4) 0.88235(19) 0.92055(14) 0.0217(7) Uani 1 1 d . . . . .
C20 C 0.3790(5) 0.5074(2) 0.61750(14) 0.0237(8) Uani 1 1 d . . . . .
C25A C 0.9977(5) 1.0639(2) 0.88291(14) 0.0250(8) Uani 1 1 d . . . . .
C33A C 0.5632(5) 0.68519(19) 1.04971(14) 0.0234(7) Uani 1 1 d . . . . .
C28 C 0.1690(5) 1.1404(2) 0.74139(14) 0.0251(8) Uani 1 1 d . . . . .
C5 C 0.2820(5) 0.6617(2) 0.50294(14) 0.0251(8) Uani 1 1 d . . . . .
H5 H 0.249540 0.658267 0.467435 0.030 Uiso 1 1 calc R . . . .
C35A C 0.6610(5) 0.6420(2) 1.12867(14) 0.0269(8) Uani 1 1 d . . . . .
H35A H 0.638794 0.628389 1.162663 0.032 Uiso 1 1 calc R . . . .
C26 C 0.3427(5) 1.0395(2) 0.71526(13) 0.0236(7) Uani 1 1 d . . . . .
C16 C 0.4840(5) 0.8012(2) 0.74958(14) 0.0251(8) Uani 1 1 d . . . . .
C18A C 0.9685(5) 0.8829(2) 0.74617(14) 0.0263(8) Uani 1 1 d . . . . .
H18A H 0.987410 0.889886 0.710815 0.032 Uiso 1 1 calc R . . . .
C1A C 0.9081(5) 0.90205(19) 0.83125(14) 0.0227(7) Uani 1 1 d . . . . .
C21 C 0.2122(5) 0.4639(2) 0.61120(14) 0.0261(8) Uani 1 1 d . . . . .
C1 C 0.4539(5) 0.6279(2) 0.67291(14) 0.0238(7) Uani 1 1 d . . . . .
C11A C 0.8575(4) 0.57565(19) 0.86254(13) 0.0203(7) Uani 1 1 d . . . . .
C12 C 0.3611(5) 0.9615(2) 0.69210(14) 0.0235(7) Uani 1 1 d . . . . .
C36 C 0.3786(5) 0.8306(2) 0.38708(14) 0.0272(8) Uani 1 1 d . . . . .
C13 C 0.4140(5) 0.9114(2) 0.72625(14) 0.0236(7) Uani 1 1 d . . . . .
C2 C 0.4013(5) 0.5926(2) 0.62351(14) 0.0241(7) Uani 1 1 d . . . . .
C7A C 0.7676(4) 0.7011(2) 0.97339(13) 0.0215(7) Uani 1 1 d . . . . .
C12A C 0.9055(5) 0.5617(2) 0.81067(13) 0.0219(7) Uani 1 1 d . . . . .
C20A C 0.8450(5) 1.0122(2) 0.88770(13) 0.0220(7) Uani 1 1 d . . . . .
C34 C 0.0728(5) 0.8356(2) 0.39954(14) 0.0260(8) Uani 1 1 d . . . . .
C22 C 0.1905(5) 0.3858(2) 0.60996(15) 0.0279(8) Uani 1 1 d . . . . .
C31 C 0.4866(5) 1.0845(2) 0.74095(14) 0.0247(8) Uani 1 1 d . . . . .
C17 C 0.4980(5) 0.7242(2) 0.73492(14) 0.0264(8) Uani 1 1 d . . . . .
C15A C 1.0088(5) 0.6894(2) 0.71010(14) 0.0267(8) Uani 1 1 d . . . . .
H15A H 1.030789 0.704609 0.676450 0.032 Uiso 1 1 calc R . . . .
C22A C 0.6799(5) 1.1199(2) 0.89402(14) 0.0245(8) Uani 1 1 d . . . . .
C23A C 0.8326(5) 1.1703(2) 0.88854(14) 0.0262(8) Uani 1 1 d . . . . .
H23A H 0.828401 1.223317 0.888551 0.031 Uiso 1 1 calc R . . . .
C24 C 0.4996(5) 0.3888(2) 0.62104(14) 0.0271(8) Uani 1 1 d . . . . .
C8A C 0.7988(4) 0.6395(2) 0.93764(13) 0.0208(7) Uani 1 1 d . . . . .
C19 C 0.4817(5) 0.5975(2) 0.72060(15) 0.0273(8) Uani 1 1 d . . . . .
H19 H 0.481698 0.545267 0.725158 0.033 Uiso 1 1 calc R . . . .
C19A C 0.9280(5) 0.9368(2) 0.78395(14) 0.0242(8) Uani 1 1 d . . . . .
H19A H 0.915576 0.988091 0.779384 0.029 Uiso 1 1 calc R . . . .
C39A C 1.2778(5) 0.8433(2) 0.91829(15) 0.0291(8) Uani 1 1 d . . . . .
H39A H 1.233153 0.883080 0.899641 0.035 Uiso 1 1 calc R . . . .
H39B H 1.407385 0.845354 0.911949 0.035 Uiso 1 1 calc R . . . .
C10A C 0.8050(5) 0.5217(2) 0.89832(14) 0.0229(7) Uani 1 1 d . . . . .
H10A H 0.795638 0.467997 0.891500 0.027 Uiso 1 1 calc R . . . .
C35 C 0.2146(5) 0.8400(2) 0.36713(14) 0.0268(8) Uani 1 1 d . . . . .
H35 H 0.200633 0.849299 0.332103 0.032 Uiso 1 1 calc R . . . .
C6A C 0.7741(5) 0.7776(2) 0.96353(13) 0.0222(7) Uani 1 1 d . . . . .
C2A C 0.8549(5) 0.9290(2) 0.88031(14) 0.0226(7) Uani 1 1 d . . . . .
C39 C 0.7838(5) 0.9037(2) 0.61835(15) 0.0304(8) Uani 1 1 d . . . . .
H39C H 0.912811 0.902602 0.624397 0.036 Uiso 1 1 calc R . . . .
H39D H 0.738092 0.932421 0.648616 0.036 Uiso 1 1 calc R . . . .
C29A C 0.8504(5) 0.3344(2) 0.73405(15) 0.0282(8) Uani 1 1 d . . . . .
H29A H 0.837676 0.284948 0.716325 0.034 Uiso 1 1 calc R . . . .
C38A C 1.2493(5) 0.8592(2) 0.97485(15) 0.0338(9) Uani 1 1 d . . . . .
H38A H 1.121527 0.859190 0.981089 0.051 Uiso 1 1 calc GR . . . .
H38B H 1.314565 0.908998 0.987083 0.051 Uiso 1 1 calc GR . . . .
H38C H 1.293123 0.819826 0.993395 0.051 Uiso 1 1 calc GR . . . .
C10 C 0.2769(5) 0.9868(2) 0.60083(14) 0.0237(7) Uani 1 1 d . . . . .
H10 H 0.262880 1.039065 0.606389 0.028 Uiso 1 1 calc R . . . .
C4 C 0.3083(5) 0.6024(2) 0.53048(14) 0.0256(8) Uani 1 1 d . . . . .
H4 H 0.294854 0.550330 0.517588 0.031 Uiso 1 1 calc R . . . .
C18 C 0.5085(5) 0.6564(2) 0.75870(15) 0.0276(8) Uani 1 1 d . . . . .
H18 H 0.529920 0.652575 0.794272 0.033 Uiso 1 1 calc R . . . .
C30 C 0.4723(5) 1.1545(2) 0.76625(14) 0.0270(8) Uani 1 1 d . . . . .
C25 C 0.5225(5) 0.4668(2) 0.62229(14) 0.0260(8) Uani 1 1 d . . . . .
C41 C 0.7893(7) 0.6400(3) 0.52501(19) 0.0540(13) Uani 1 1 d . . . . .
H41D H 0.884265 0.651127 0.500255 0.081 Uiso 1 1 calc GR . . . .
H41E H 0.694356 0.671065 0.519901 0.081 Uiso 1 1 calc GR . . . .
H41F H 0.740201 0.586031 0.519692 0.081 Uiso 1 1 calc GR . . . .
C40A C 0.3504(6) 0.5957(2) 0.88492(16) 0.0348(9) Uani 1 1 d . . . . .
H40A H 0.444628 0.564845 0.873262 0.042 Uiso 1 1 calc R . . . .
H40B H 0.254796 0.587606 0.858056 0.042 Uiso 1 1 calc R . . . .
C14 C 0.4331(5) 0.9177(2) 0.78118(14) 0.0260(8) Uani 1 1 d . . . . .
H14 H 0.418400 0.961189 0.803898 0.031 Uiso 1 1 calc R . . . .
C41A C 0.2750(6) 0.5691(2) 0.93414(17) 0.0393(10) Uani 1 1 d . . . . .
H41A H 0.218170 0.516270 0.927869 0.059 Uiso 1 1 calc GR . . . .
H41B H 0.186075 0.601224 0.946828 0.059 Uiso 1 1 calc GR . . . .
H41C H 0.371334 0.572473 0.959932 0.059 Uiso 1 1 calc GR . . . .
C9A C 0.7703(5) 0.5602(2) 0.94432(14) 0.0235(7) Uani 1 1 d . . . . .
H9A H 0.733894 0.538112 0.975053 0.028 Uiso 1 1 calc R . . . .
C14A C 0.9865(5) 0.6162(2) 0.72400(14) 0.0255(8) Uani 1 1 d . . . . .
H14A H 0.990492 0.571460 0.701474 0.031 Uiso 1 1 calc R . . . .
C40 C 0.8644(6) 0.6579(2) 0.57879(16) 0.0354(9) Uani 1 1 d . . . . .
H40C H 0.770164 0.643295 0.603637 0.042 Uiso 1 1 calc R . . . .
H40D H 0.962662 0.627526 0.583472 0.042 Uiso 1 1 calc R . . . .
C38 C 0.7594(6) 0.9438(2) 0.57114(16) 0.0348(9) Uani 1 1 d . . . . .
H38D H 0.804933 0.915714 0.541092 0.052 Uiso 1 1 calc GR . . . .
H38E H 0.825176 0.995342 0.575834 0.052 Uiso 1 1 calc GR . . . .
H38F H 0.632110 0.946661 0.565704 0.052 Uiso 1 1 calc GR . . . .
C15 C 0.4764(5) 0.8501(2) 0.79542(14) 0.0267(8) Uani 1 1 d . . . . .
H15 H 0.497369 0.838268 0.829556 0.032 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1A O1A 2.144(3) . ?
Mn1A N1A 1.908(3) . ?
Mn1A N3A 1.930(3) . ?
Mn1A N2A 1.936(3) . ?
Mn1A N4A 1.915(3) . ?
Mn1 O1 2.145(3) . ?
Mn1 N3 1.931(3) . ?
Mn1 N4 1.907(3) . ?
Mn1 N2 1.934(3) . ?
Mn1 N1 1.918(3) . ?
F9A C27A 1.349(4) . ?
F5 C33 1.347(4) . ?
F12 C31 1.350(4) . ?
F8A C37A 1.346(4) . ?
F9 C27 1.345(4) . ?
F1A C21A 1.349(4) . ?
F10 C28 1.353(4) . ?
F4A C25A 1.346(4) . ?
F6A C34A 1.348(4) . ?
F12A C31A 1.350(4) . ?
F2 C22 1.351(4) . ?
F2A C22A 1.342(4) . ?
F6 C34 1.354(4) . ?
F7A C36A 1.350(4) . ?
F1 C21 1.347(4) . ?
F11A C30A 1.349(4) . ?
F4 C25 1.352(4) . ?
F8 C37 1.352(4) . ?
F5A C33A 1.351(4) . ?
F3 C24 1.357(4) . ?
F3A C24A 1.353(4) . ?
F7 C36 1.350(4) . ?
F11 C30 1.347(4) . ?
F10A C28A 1.349(4) . ?
O1 H1 0.8400 . ?
O1 C39 1.444(5) . ?
O1A H1A 0.8400 . ?
O1A C39A 1.447(4) . ?
O2A H2A 0.8400 . ?
O2A C40A 1.435(5) . ?
O2 H2 0.8400 . ?
O2 C40 1.433(5) . ?
N1A C17A 1.374(5) . ?
N1A C1A 1.361(5) . ?
N3A C11A 1.393(4) . ?
N3A C8A 1.381(4) . ?
N3 C11 1.395(4) . ?
N3 C8 1.378(5) . ?
N4 C16 1.375(5) . ?
N4 C13 1.364(5) . ?
N2A C3A 1.388(4) . ?
N2A C6A 1.388(5) . ?
N2 C3 1.388(5) . ?
N2 C6 1.379(5) . ?
N1 C1 1.363(5) . ?
N1 C17 1.380(5) . ?
N4A C13A 1.367(5) . ?
N4A C16A 1.373(5) . ?
C3 C2 1.403(5) . ?
C3 C4 1.429(5) . ?
C21A C20A 1.383(5) . ?
C21A C22A 1.387(5) . ?
C34A C33A 1.387(5) . ?
C34A C35A 1.377(6) . ?
C13A C12A 1.406(5) . ?
C13A C14A 1.427(5) . ?
C31A C26A 1.387(5) . ?
C31A C30A 1.378(5) . ?
C32 C7 1.492(5) . ?
C32 C33 1.394(5) . ?
C32 C37 1.379(5) . ?
C36A C37A 1.375(5) . ?
C36A C35A 1.373(6) . ?
C37A C32A 1.393(5) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.357(5) . ?
C4A C3A 1.431(5) . ?
C27A C26A 1.392(5) . ?
C27A C28A 1.372(5) . ?
C7 C6 1.413(5) . ?
C7 C8 1.412(5) . ?
C26A C12A 1.489(5) . ?
C33 C34 1.380(5) . ?
C6 C5 1.432(5) . ?
C24A C25A 1.380(5) . ?
C24A C23A 1.371(5) . ?
C11 C12 1.409(5) . ?
C11 C10 1.431(5) . ?
C23 H23 0.9500 . ?
C23 C22 1.380(6) . ?
C23 C24 1.372(6) . ?
C8 C9 1.439(5) . ?
C32A C33A 1.383(5) . ?
C32A C7A 1.493(5) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.431(5) . ?
C17A C16A 1.407(5) . ?
C17A C18A 1.418(5) . ?
C30A C29A 1.376(6) . ?
C16A C15A 1.422(5) . ?
C29 H29 0.9500 . ?
C29 C28 1.373(5) . ?
C29 C30 1.384(5) . ?
C28A C29A 1.378(6) . ?
C27 C28 1.381(5) . ?
C27 C26 1.394(5) . ?
C37 C36 1.379(5) . ?
C9 H9 0.9500 . ?
C9 C10 1.367(5) . ?
C3A C2A 1.408(5) . ?
C20 C21 1.387(5) . ?
C20 C2 1.499(5) . ?
C20 C25 1.394(5) . ?
C25A C20A 1.389(5) . ?
C5 H5 0.9500 . ?
C5 C4 1.366(5) . ?
C35A H35A 0.9500 . ?
C26 C12 1.488(5) . ?
C26 C31 1.389(5) . ?
C16 C17 1.408(5) . ?
C16 C15 1.418(5) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.377(5) . ?
C1A C19A 1.430(5) . ?
C1A C2A 1.404(5) . ?
C21 C22 1.378(5) . ?
C1 C2 1.410(5) . ?
C1 C19 1.426(5) . ?
C11A C12A 1.410(5) . ?
C11A C10A 1.421(5) . ?
C12 C13 1.411(5) . ?
C36 C35 1.378(6) . ?
C13 C14 1.430(5) . ?
C7A C8A 1.418(5) . ?
C7A C6A 1.407(5) . ?
C20A C2A 1.491(5) . ?
C34 C35 1.366(6) . ?
C31 C30 1.374(5) . ?
C17 C18 1.421(5) . ?
C15A H15A 0.9500 . ?
C15A C14A 1.376(5) . ?
C22A C23A 1.379(5) . ?
C23A H23A 0.9500 . ?
C24 C25 1.376(5) . ?
C8A C9A 1.430(5) . ?
C19 H19 0.9500 . ?
C19 C18 1.370(5) . ?
C19A H19A 0.9500 . ?
C39A H39A 0.9900 . ?
C39A H39B 0.9900 . ?
C39A C38A 1.497(5) . ?
C10A H10A 0.9500 . ?
C10A C9A 1.370(5) . ?
C35 H35 0.9500 . ?
C39 H39C 0.9900 . ?
C39 H39D 0.9900 . ?
C39 C38 1.502(6) . ?
C29A H29A 0.9500 . ?
C38A H38A 0.9800 . ?
C38A H38B 0.9800 . ?
C38A H38C 0.9800 . ?
C10 H10 0.9500 . ?
C4 H4 0.9500 . ?
C18 H18 0.9500 . ?
C41 H41D 0.9800 . ?
C41 H41E 0.9800 . ?
C41 H41F 0.9800 . ?
C41 C40 1.499(6) . ?
C40A H40A 0.9900 . ?
C40A H40B 0.9900 . ?
C40A C41A 1.497(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.375(5) . ?
C41A H41A 0.9800 . ?
C41A H41B 0.9800 . ?
C41A H41C 0.9800 . ?
C9A H9A 0.9500 . ?
C14A H14A 0.9500 . ?
C40 H40C 0.9900 . ?
C40 H40D 0.9900 . ?
C38 H38D 0.9800 . ?
C38 H38E 0.9800 . ?
C38 H38F 0.9800 . ?
C15 H15 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
N1A Mn1A O1A 99.19(12) . . ?
N1A Mn1A N3A 161.57(13) . . ?
N1A Mn1A N2A 89.27(12) . . ?
N1A Mn1A N4A 80.44(12) . . ?
N3A Mn1A O1A 98.13(11) . . ?
N3A Mn1A N2A 96.03(12) . . ?
N2A Mn1A O1A 93.16(11) . . ?
N4A Mn1A O1A 104.51(12) . . ?
N4A Mn1A N3A 89.17(12) . . ?
N4A Mn1A N2A 160.71(13) . . ?
N3 Mn1 O1 91.82(12) . . ?
N3 Mn1 N2 96.45(13) . . ?
N4 Mn1 O1 99.78(12) . . ?
N4 Mn1 N3 89.30(12) . . ?
N4 Mn1 N2 161.95(13) . . ?
N4 Mn1 N1 80.75(13) . . ?
N2 Mn1 O1 97.13(12) . . ?
N1 Mn1 O1 105.69(12) . . ?
N1 Mn1 N3 161.04(13) . . ?
N1 Mn1 N2 88.67(13) . . ?
Mn1 O1 H1 120.1 . . ?
C39 O1 Mn1 128.2(2) . . ?
C39 O1 H1 109.5 . . ?
Mn1A O1A H1A 121.5 . . ?
C39A O1A Mn1A 127.0(2) . . ?
C39A O1A H1A 109.5 . . ?
C40A O2A H2A 109.5 . . ?
C40 O2 H2 109.5 . . ?
C17A N1A Mn1A 117.1(2) . . ?
C1A N1A Mn1A 132.8(2) . . ?
C1A N1A C17A 109.9(3) . . ?
C11A N3A Mn1A 128.3(2) . . ?
C8A N3A Mn1A 123.3(2) . . ?
C8A N3A C11A 108.3(3) . . ?
C11 N3 Mn1 127.5(2) . . ?
C8 N3 Mn1 122.1(2) . . ?
C8 N3 C11 108.5(3) . . ?
C16 N4 Mn1 117.0(2) . . ?
C13 N4 Mn1 133.1(2) . . ?
C13 N4 C16 109.6(3) . . ?
C3A N2A Mn1A 127.1(2) . . ?
C3A N2A C6A 108.4(3) . . ?
C6A N2A Mn1A 122.5(2) . . ?
C3 N2 Mn1 128.8(2) . . ?
C6 N2 Mn1 122.4(2) . . ?
C6 N2 C3 108.7(3) . . ?
C1 N1 Mn1 133.6(3) . . ?
C1 N1 C17 109.1(3) . . ?
C17 N1 Mn1 116.5(2) . . ?
C13A N4A Mn1A 133.5(3) . . ?
C13A N4A C16A 109.1(3) . . ?
C16A N4A Mn1A 116.9(2) . . ?
N2 C3 C2 124.3(3) . . ?
N2 C3 C4 107.5(3) . . ?
C2 C3 C4 128.2(3) . . ?
F1A C21A C20A 120.3(3) . . ?
F1A C21A C22A 117.8(3) . . ?
C20A C21A C22A 121.9(3) . . ?
F6A C34A C33A 118.8(3) . . ?
F6A C34A C35A 120.0(3) . . ?
C35A C34A C33A 121.2(3) . . ?
N4A C13A C12A 120.6(3) . . ?
N4A C13A C14A 107.4(3) . . ?
C12A C13A C14A 131.7(3) . . ?
F12A C31A C26A 119.6(3) . . ?
F12A C31A C30A 118.2(3) . . ?
C30A C31A C26A 122.1(3) . . ?
C33 C32 C7 123.1(3) . . ?
C37 C32 C7 120.7(3) . . ?
C37 C32 C33 116.1(3) . . ?
F7A C36A C37A 118.4(3) . . ?
F7A C36A C35A 119.8(3) . . ?
C35A C36A C37A 121.8(4) . . ?
F8A C37A C36A 118.4(3) . . ?
F8A C37A C32A 119.8(3) . . ?
C36A C37A C32A 121.8(3) . . ?
C5A C4A H4A 125.9 . . ?
C5A C4A C3A 108.1(3) . . ?
C3A C4A H4A 125.9 . . ?
F9A C27A C26A 119.7(3) . . ?
F9A C27A C28A 118.2(3) . . ?
C28A C27A C26A 122.1(3) . . ?
C6 C7 C32 116.4(3) . . ?
C8 C7 C32 117.1(3) . . ?
C8 C7 C6 126.5(3) . . ?
C31A C26A C27A 115.7(3) . . ?
C31A C26A C12A 122.5(3) . . ?
C27A C26A C12A 121.6(3) . . ?
F5 C33 C32 119.3(3) . . ?
F5 C33 C34 119.2(3) . . ?
C34 C33 C32 121.5(3) . . ?
N2 C6 C7 124.2(3) . . ?
N2 C6 C5 107.9(3) . . ?
C7 C6 C5 127.8(3) . . ?
F3A C24A C25A 118.1(3) . . ?
F3A C24A C23A 120.2(3) . . ?
C23A C24A C25A 121.7(3) . . ?
N3 C11 C12 124.2(3) . . ?
N3 C11 C10 107.6(3) . . ?
C12 C11 C10 128.2(3) . . ?
C22 C23 H23 121.6 . . ?
C24 C23 H23 121.6 . . ?
C24 C23 C22 116.8(3) . . ?
N3 C8 C7 124.1(3) . . ?
N3 C8 C9 108.1(3) . . ?
C7 C8 C9 127.7(3) . . ?
C37A C32A C7A 120.2(3) . . ?
C33A C32A C37A 116.0(3) . . ?
C33A C32A C7A 123.8(3) . . ?
C4A C5A H5A 125.8 . . ?
C4A C5A C6A 108.4(3) . . ?
C6A C5A H5A 125.8 . . ?
N1A C17A C16A 112.7(3) . . ?
N1A C17A C18A 107.7(3) . . ?
C16A C17A C18A 139.2(3) . . ?
F11A C30A C31A 118.7(3) . . ?
F11A C30A C29A 120.0(3) . . ?
C29A C30A C31A 121.2(3) . . ?
N4A C16A C17A 112.8(3) . . ?
N4A C16A C15A 108.3(3) . . ?
C17A C16A C15A 138.4(4) . . ?
C28 C29 H29 121.4 . . ?
C28 C29 C30 117.1(3) . . ?
C30 C29 H29 121.4 . . ?
F10A C28A C27A 118.9(3) . . ?
F10A C28A C29A 119.8(3) . . ?
C27A C28A C29A 121.3(3) . . ?
F9 C27 C28 118.0(3) . . ?
F9 C27 C26 120.5(3) . . ?
C28 C27 C26 121.4(3) . . ?
F8 C37 C32 119.8(3) . . ?
F8 C37 C36 118.1(3) . . ?
C36 C37 C32 122.1(3) . . ?
C8 C9 H9 126.2 . . ?
C10 C9 C8 107.5(3) . . ?
C10 C9 H9 126.2 . . ?
N2A C3A C4A 107.6(3) . . ?
N2A C3A C2A 124.2(3) . . ?
C2A C3A C4A 128.1(3) . . ?
C21 C20 C2 122.0(3) . . ?
C21 C20 C25 115.6(3) . . ?
C25 C20 C2 122.1(3) . . ?
F4A C25A C24A 118.4(3) . . ?
F4A C25A C20A 119.9(3) . . ?
C24A C25A C20A 121.7(3) . . ?
F5A C33A C34A 118.2(3) . . ?
F5A C33A C32A 119.8(3) . . ?
C32A C33A C34A 122.0(3) . . ?
F10 C28 C29 119.4(3) . . ?
F10 C28 C27 118.6(3) . . ?
C29 C28 C27 122.0(3) . . ?
C6 C5 H5 126.2 . . ?
C4 C5 C6 107.7(3) . . ?
C4 C5 H5 126.2 . . ?
C34A C35A H35A 121.4 . . ?
C36A C35A C34A 117.2(3) . . ?
C36A C35A H35A 121.4 . . ?
C27 C26 C12 123.7(3) . . ?
C31 C26 C27 115.9(3) . . ?
C31 C26 C12 120.4(3) . . ?
N4 C16 C17 112.9(3) . . ?
N4 C16 C15 108.0(3) . . ?
C17 C16 C15 138.7(4) . . ?
C17A C18A H18A 126.4 . . ?
C19A C18A C17A 107.3(3) . . ?
C19A C18A H18A 126.4 . . ?
N1A C1A C19A 107.2(3) . . ?
N1A C1A C2A 121.0(3) . . ?
C2A C1A C19A 131.7(3) . . ?
F1 C21 C20 119.7(3) . . ?
F1 C21 C22 118.3(3) . . ?
C22 C21 C20 122.0(3) . . ?
N1 C1 C2 120.7(3) . . ?
N1 C1 C19 107.3(3) . . ?
C2 C1 C19 131.8(3) . . ?
N3A C11A C12A 124.4(3) . . ?
N3A C11A C10A 107.6(3) . . ?
C12A C11A C10A 128.0(3) . . ?
C11 C12 C26 120.7(3) . . ?
C11 C12 C13 123.3(3) . . ?
C13 C12 C26 116.0(3) . . ?
F7 C36 C37 118.7(3) . . ?
F7 C36 C35 120.2(3) . . ?
C35 C36 C37 121.1(4) . . ?
N4 C13 C12 121.0(3) . . ?
N4 C13 C14 107.1(3) . . ?
C12 C13 C14 131.8(3) . . ?
C3 C2 C20 119.8(3) . . ?
C3 C2 C1 123.7(3) . . ?
C1 C2 C20 116.4(3) . . ?
C8A C7A C32A 115.6(3) . . ?
C6A C7A C32A 117.7(3) . . ?
C6A C7A C8A 126.7(3) . . ?
C13A C12A C26A 116.4(3) . . ?
C13A C12A C11A 123.9(3) . . ?
C11A C12A C26A 119.5(3) . . ?
C21A C20A C25A 116.2(3) . . ?
C21A C20A C2A 123.6(3) . . ?
C25A C20A C2A 119.9(3) . . ?
F6 C34 C33 118.4(3) . . ?
F6 C34 C35 120.1(3) . . ?
C35 C34 C33 121.5(4) . . ?
F2 C22 C23 119.4(3) . . ?
F2 C22 C21 118.9(3) . . ?
C21 C22 C23 121.7(4) . . ?
F12 C31 C26 120.0(3) . . ?
F12 C31 C30 117.5(3) . . ?
C30 C31 C26 122.4(3) . . ?
N1 C17 C16 112.8(3) . . ?
N1 C17 C18 108.0(3) . . ?
C16 C17 C18 138.6(4) . . ?
C16A C15A H15A 126.6 . . ?
C14A C15A C16A 106.8(3) . . ?
C14A C15A H15A 126.6 . . ?
F2A C22A C21A 119.3(3) . . ?
F2A C22A C23A 119.5(3) . . ?
C23A C22A C21A 121.1(3) . . ?
C24A C23A C22A 117.3(3) . . ?
C24A C23A H23A 121.3 . . ?
C22A C23A H23A 121.3 . . ?
F3 C24 C23 119.3(3) . . ?
F3 C24 C25 118.9(3) . . ?
C23 C24 C25 121.8(3) . . ?
N3A C8A C7A 123.8(3) . . ?
N3A C8A C9A 108.1(3) . . ?
C7A C8A C9A 128.0(3) . . ?
C1 C19 H19 125.8 . . ?
C18 C19 C1 108.4(3) . . ?
C18 C19 H19 125.8 . . ?
C18A C19A C1A 107.9(3) . . ?
C18A C19A H19A 126.0 . . ?
C1A C19A H19A 126.0 . . ?
O1A C39A H39A 109.3 . . ?
O1A C39A H39B 109.3 . . ?
O1A C39A C38A 111.6(3) . . ?
H39A C39A H39B 108.0 . . ?
C38A C39A H39A 109.3 . . ?
C38A C39A H39B 109.3 . . ?
C11A C10A H10A 125.8 . . ?
C9A C10A C11A 108.4(3) . . ?
C9A C10A H10A 125.8 . . ?
C36 C35 H35 121.2 . . ?
C34 C35 C36 117.6(3) . . ?
C34 C35 H35 121.2 . . ?
N2A C6A C5A 107.5(3) . . ?
N2A C6A C7A 123.9(3) . . ?
C7A C6A C5A 128.6(3) . . ?
C3A C2A C20A 121.1(3) . . ?
C1A C2A C3A 123.6(3) . . ?
C1A C2A C20A 115.3(3) . . ?
O1 C39 H39C 109.2 . . ?
O1 C39 H39D 109.2 . . ?
O1 C39 C38 112.2(3) . . ?
H39C C39 H39D 107.9 . . ?
C38 C39 H39C 109.2 . . ?
C38 C39 H39D 109.2 . . ?
C30A C29A C28A 117.5(3) . . ?
C30A C29A H29A 121.3 . . ?
C28A C29A H29A 121.3 . . ?
C39A C38A H38A 109.5 . . ?
C39A C38A H38B 109.5 . . ?
C39A C38A H38C 109.5 . . ?
H38A C38A H38B 109.5 . . ?
H38A C38A H38C 109.5 . . ?
H38B C38A H38C 109.5 . . ?
C11 C10 H10 125.8 . . ?
C9 C10 C11 108.3(3) . . ?
C9 C10 H10 125.8 . . ?
C3 C4 H4 125.9 . . ?
C5 C4 C3 108.2(3) . . ?
C5 C4 H4 125.9 . . ?
C17 C18 H18 126.5 . . ?
C19 C18 C17 107.0(3) . . ?
C19 C18 H18 126.5 . . ?
F11 C30 C29 119.6(3) . . ?
F11 C30 C31 119.3(3) . . ?
C31 C30 C29 121.1(3) . . ?
F4 C25 C20 119.6(3) . . ?
F4 C25 C24 118.4(3) . . ?
C24 C25 C20 122.0(3) . . ?
H41D C41 H41E 109.5 . . ?
H41D C41 H41F 109.5 . . ?
H41E C41 H41F 109.5 . . ?
C40 C41 H41D 109.5 . . ?
C40 C41 H41E 109.5 . . ?
C40 C41 H41F 109.5 . . ?
O2A C40A H40A 109.1 . . ?
O2A C40A H40B 109.1 . . ?
O2A C40A C41A 112.5(3) . . ?
H40A C40A H40B 107.8 . . ?
C41A C40A H40A 109.1 . . ?
C41A C40A H40B 109.1 . . ?
C13 C14 H14 125.9 . . ?
C15 C14 C13 108.1(3) . . ?
C15 C14 H14 125.9 . . ?
C40A C41A H41A 109.5 . . ?
C40A C41A H41B 109.5 . . ?
C40A C41A H41C 109.5 . . ?
H41A C41A H41B 109.5 . . ?
H41A C41A H41C 109.5 . . ?
H41B C41A H41C 109.5 . . ?
C8A C9A H9A 126.2 . . ?
C10A C9A C8A 107.5(3) . . ?
C10A C9A H9A 126.2 . . ?
C13A C14A H14A 125.9 . . ?
C15A C14A C13A 108.1(3) . . ?
C15A C14A H14A 125.9 . . ?
O2 C40 C41 111.9(4) . . ?
O2 C40 H40C 109.2 . . ?
O2 C40 H40D 109.2 . . ?
C41 C40 H40C 109.2 . . ?
C41 C40 H40D 109.2 . . ?
H40C C40 H40D 107.9 . . ?
C39 C38 H38D 109.5 . . ?
C39 C38 H38E 109.5 . . ?
C39 C38 H38F 109.5 . . ?
H38D C38 H38E 109.5 . . ?
H38D C38 H38F 109.5 . . ?
H38E C38 H38F 109.5 . . ?
C16 C15 H15 126.4 . . ?
C14 C15 C16 107.2(3) . . ?
C14 C15 H15 126.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O2 0.84 1.77 2.612(4) 176.5 . yes
O1A H1A O2A 0.84 1.79 2.628(4) 177.5 1_655 yes

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
Mn1A O1A C39A C38A 95.2(3) . . . . ?
Mn1A N1A C17A C16A 2.0(4) . . . . ?
Mn1A N1A C17A C18A 176.3(2) . . . . ?
Mn1A N1A C1A C19A -175.9(3) . . . . ?
Mn1A N1A C1A C2A 0.5(5) . . . . ?
Mn1A N3A C11A C12A -4.5(5) . . . . ?
Mn1A N3A C11A C10A 175.3(2) . . . . ?
Mn1A N3A C8A C7A 8.1(5) . . . . ?
Mn1A N3A C8A C9A -175.1(2) . . . . ?
Mn1A N2A C3A C4A -164.9(2) . . . . ?
Mn1A N2A C3A C2A 14.7(5) . . . . ?
Mn1A N2A C6A C5A 165.7(2) . . . . ?
Mn1A N2A C6A C7A -14.2(5) . . . . ?
Mn1A N4A C13A C12A 0.0(5) . . . . ?
Mn1A N4A C13A C14A 174.7(3) . . . . ?
Mn1A N4A C16A C17A -2.6(4) . . . . ?
Mn1A N4A C16A C15A -176.3(2) . . . . ?
Mn1 O1 C39 C38 -97.2(4) . . . . ?
Mn1 N3 C11 C12 -13.7(5) . . . . ?
Mn1 N3 C11 C10 164.6(2) . . . . ?
Mn1 N3 C8 C7 13.8(5) . . . . ?
Mn1 N3 C8 C9 -165.5(2) . . . . ?
Mn1 N4 C16 C17 -1.9(4) . . . . ?
Mn1 N4 C16 C15 -175.8(2) . . . . ?
Mn1 N4 C13 C12 -2.7(5) . . . . ?
Mn1 N4 C13 C14 174.4(3) . . . . ?
Mn1 N2 C3 C2 4.2(5) . . . . ?
Mn1 N2 C3 C4 -175.6(2) . . . . ?
Mn1 N2 C6 C7 -8.6(5) . . . . ?
Mn1 N2 C6 C5 175.1(2) . . . . ?
Mn1 N1 C1 C2 1.8(5) . . . . ?
Mn1 N1 C1 C19 -173.3(3) . . . . ?
Mn1 N1 C17 C16 2.8(4) . . . . ?
Mn1 N1 C17 C18 175.3(2) . . . . ?
F9A C27A C26A C31A -179.8(3) . . . . ?
F9A C27A C26A C12A -3.8(5) . . . . ?
F9A C27A C28A F10A 0.6(5) . . . . ?
F9A C27A C28A C29A -179.9(3) . . . . ?
F5 C33 C34 F6 0.3(5) . . . . ?
F5 C33 C34 C35 -178.8(3) . . . . ?
F12 C31 C30 F11 -0.8(5) . . . . ?
F12 C31 C30 C29 177.9(3) . . . . ?
F8A C37A C32A C33A -177.7(3) . . . . ?
F8A C37A C32A C7A 2.2(5) . . . . ?
F9 C27 C28 F10 0.6(5) . . . . ?
F9 C27 C28 C29 -179.5(3) . . . . ?
F9 C27 C26 C12 -4.2(5) . . . . ?
F9 C27 C26 C31 179.1(3) . . . . ?
F1A C21A C20A C25A -179.8(3) . . . . ?
F1A C21A C20A C2A 6.7(5) . . . . ?
F1A C21A C22A F2A -0.2(5) . . . . ?
F1A C21A C22A C23A -179.5(3) . . . . ?
F4A C25A C20A C21A 178.6(3) . . . . ?
F4A C25A C20A C2A -7.6(5) . . . . ?
F6A C34A C33A F5A -0.4(5) . . . . ?
F6A C34A C33A C32A -179.2(3) . . . . ?
F6A C34A C35A C36A -179.9(3) . . . . ?
F12A C31A C26A C27A -177.3(3) . . . . ?
F12A C31A C26A C12A 6.8(5) . . . . ?
F12A C31A C30A F11A -0.1(5) . . . . ?
F12A C31A C30A C29A 178.4(3) . . . . ?
F2A C22A C23A C24A -179.0(3) . . . . ?
F6 C34 C35 C36 -177.5(3) . . . . ?
F7A C36A C37A F8A 0.6(5) . . . . ?
F7A C36A C37A C32A -177.7(3) . . . . ?
F7A C36A C35A C34A 177.3(3) . . . . ?
F1 C21 C22 F2 0.5(5) . . . . ?
F1 C21 C22 C23 -178.5(3) . . . . ?
F11A C30A C29A C28A 177.7(3) . . . . ?
F8 C37 C36 F7 1.3(5) . . . . ?
F8 C37 C36 C35 -179.0(3) . . . . ?
F3 C24 C25 F4 0.2(5) . . . . ?
F3 C24 C25 C20 -179.5(3) . . . . ?
F3A C24A C25A F4A 0.5(5) . . . . ?
F3A C24A C25A C20A -178.9(3) . . . . ?
F3A C24A C23A C22A 179.8(3) . . . . ?
F7 C36 C35 C34 177.4(3) . . . . ?
F10A C28A C29A C30A 179.0(3) . . . . ?
N1A C17A C16A N4A 0.4(5) . . . . ?
N1A C17A C16A C15A 171.4(4) . . . . ?
N1A C17A C18A C19A 0.3(4) . . . . ?
N1A C1A C19A C18A 1.2(4) . . . . ?
N1A C1A C2A C3A -6.5(5) . . . . ?
N1A C1A C2A C20A 173.1(3) . . . . ?
N3A C11A C12A C13A -0.1(6) . . . . ?
N3A C11A C12A C26A -174.7(3) . . . . ?
N3A C11A C10A C9A 0.2(4) . . . . ?
N3A C8A C9A C10A -1.4(4) . . . . ?
N3 C11 C12 C26 -177.0(3) . . . . ?
N3 C11 C12 C13 1.3(6) . . . . ?
N3 C11 C10 C9 -0.3(4) . . . . ?
N3 C8 C9 C10 0.1(4) . . . . ?
N4 C16 C17 N1 -0.6(5) . . . . ?
N4 C16 C17 C18 -169.8(4) . . . . ?
N4 C16 C15 C14 1.2(4) . . . . ?
N4 C13 C14 C15 -0.9(4) . . . . ?
N2A C3A C2A C1A -1.2(6) . . . . ?
N2A C3A C2A C20A 179.2(3) . . . . ?
N2 C3 C2 C20 174.7(3) . . . . ?
N2 C3 C2 C1 -1.1(6) . . . . ?
N2 C3 C4 C5 0.4(4) . . . . ?
N2 C6 C5 C4 1.9(4) . . . . ?
N1 C1 C2 C3 -1.8(6) . . . . ?
N1 C1 C2 C20 -177.8(3) . . . . ?
N1 C1 C19 C18 2.5(4) . . . . ?
N1 C17 C18 C19 -2.2(4) . . . . ?
N4A C13A C12A C26A 177.0(3) . . . . ?
N4A C13A C12A C11A 2.3(5) . . . . ?
N4A C13A C14A C15A -2.3(4) . . . . ?
N4A C16A C15A C14A 2.1(4) . . . . ?
C3 N2 C6 C7 174.7(3) . . . . ?
C3 N2 C6 C5 -1.6(4) . . . . ?
C21A C20A C2A C3A -68.5(5) . . . . ?
C21A C20A C2A C1A 111.9(4) . . . . ?
C21A C22A C23A C24A 0.3(6) . . . . ?
C13A N4A C16A C17A 170.2(3) . . . . ?
C13A N4A C16A C15A -3.6(4) . . . . ?
C31A C26A C12A C13A 68.8(5) . . . . ?
C31A C26A C12A C11A -116.2(4) . . . . ?
C31A C30A C29A C28A -0.8(6) . . . . ?
C32 C7 C6 N2 171.3(3) . . . . ?
C32 C7 C6 C5 -13.1(5) . . . . ?
C32 C7 C8 N3 -174.2(3) . . . . ?
C32 C7 C8 C9 5.1(5) . . . . ?
C32 C33 C34 F6 179.2(3) . . . . ?
C32 C33 C34 C35 0.2(6) . . . . ?
C32 C37 C36 F7 -178.4(3) . . . . ?
C32 C37 C36 C35 1.3(6) . . . . ?
C36A C37A C32A C33A 0.5(5) . . . . ?
C36A C37A C32A C7A -179.6(3) . . . . ?
C37A C36A C35A C34A -0.7(6) . . . . ?
C37A C32A C33A F5A -179.8(3) . . . . ?
C37A C32A C33A C34A -0.9(5) . . . . ?
C37A C32A C7A C8A 67.2(4) . . . . ?
C37A C32A C7A C6A -111.8(4) . . . . ?
C4A C5A C6A N2A -0.3(4) . . . . ?
C4A C5A C6A C7A 179.5(3) . . . . ?
C4A C3A C2A C1A 178.3(3) . . . . ?
C4A C3A C2A C20A -1.3(6) . . . . ?
C27A C26A C12A C13A -106.8(4) . . . . ?
C27A C26A C12A C11A 68.1(5) . . . . ?
C27A C28A C29A C30A -0.5(6) . . . . ?
C7 C32 C33 F5 -1.3(5) . . . . ?
C7 C32 C33 C34 179.8(3) . . . . ?
C7 C32 C37 F8 -0.1(5) . . . . ?
C7 C32 C37 C36 179.6(3) . . . . ?
C7 C6 C5 C4 -174.3(4) . . . . ?
C7 C8 C9 C10 -179.2(3) . . . . ?
C26A C31A C30A F11A -177.5(3) . . . . ?
C26A C31A C30A C29A 1.1(6) . . . . ?
C26A C27A C28A F10A -177.9(3) . . . . ?
C26A C27A C28A C29A 1.6(6) . . . . ?
C33 C32 C7 C6 105.2(4) . . . . ?
C33 C32 C7 C8 -76.9(5) . . . . ?
C33 C32 C37 F8 -179.2(3) . . . . ?
C33 C32 C37 C36 0.5(6) . . . . ?
C33 C34 C35 C36 1.6(6) . . . . ?
C6 N2 C3 C2 -179.4(3) . . . . ?
C6 N2 C3 C4 0.8(4) . . . . ?
C6 C7 C8 N3 3.4(6) . . . . ?
C6 C7 C8 C9 -177.3(4) . . . . ?
C6 C5 C4 C3 -1.4(4) . . . . ?
C24A C25A C20A C21A -1.9(5) . . . . ?
C24A C25A C20A C2A 171.8(3) . . . . ?
C11 N3 C8 C7 179.1(3) . . . . ?
C11 N3 C8 C9 -0.3(4) . . . . ?
C11 C12 C13 N4 6.9(6) . . . . ?
C11 C12 C13 C14 -169.4(4) . . . . ?
C23 C24 C25 F4 179.9(3) . . . . ?
C23 C24 C25 C20 0.2(6) . . . . ?
C8 N3 C11 C12 -177.9(3) . . . . ?
C8 N3 C11 C10 0.3(4) . . . . ?
C8 C7 C6 N2 -6.4(6) . . . . ?
C8 C7 C6 C5 169.3(4) . . . . ?
C8 C9 C10 C11 0.1(4) . . . . ?
C32A C7A C8A N3A -173.6(3) . . . . ?
C32A C7A C8A C9A 10.3(5) . . . . ?
C32A C7A C6A N2A 177.0(3) . . . . ?
C32A C7A C6A C5A -2.8(5) . . . . ?
C5A C4A C3A N2A 0.7(4) . . . . ?
C5A C4A C3A C2A -178.9(3) . . . . ?
C17A N1A C1A C19A -1.0(4) . . . . ?
C17A N1A C1A C2A 175.4(3) . . . . ?
C17A C16A C15A C14A -169.2(4) . . . . ?
C17A C18A C19A C1A -0.9(4) . . . . ?
C30A C31A C26A C27A 0.0(5) . . . . ?
C30A C31A C26A C12A -175.9(3) . . . . ?
C16A N4A C13A C12A -171.0(3) . . . . ?
C16A N4A C13A C14A 3.7(4) . . . . ?
C16A C17A C18A C19A 172.1(5) . . . . ?
C16A C15A C14A C13A 0.1(4) . . . . ?
C28A C27A C26A C31A -1.3(5) . . . . ?
C28A C27A C26A C12A 174.6(3) . . . . ?
C27 C26 C12 C11 59.5(5) . . . . ?
C27 C26 C12 C13 -119.0(4) . . . . ?
C27 C26 C31 F12 -176.5(3) . . . . ?
C27 C26 C31 C30 1.8(5) . . . . ?
C37 C32 C7 C6 -73.8(4) . . . . ?
C37 C32 C7 C8 104.1(4) . . . . ?
C37 C32 C33 F5 177.8(3) . . . . ?
C37 C32 C33 C34 -1.2(5) . . . . ?
C37 C36 C35 C34 -2.3(6) . . . . ?
C3A N2A C6A C5A 0.8(4) . . . . ?
C3A N2A C6A C7A -179.1(3) . . . . ?
C3A C4A C5A C6A -0.2(4) . . . . ?
C20 C21 C22 F2 178.9(3) . . . . ?
C20 C21 C22 C23 -0.2(6) . . . . ?
C25A C24A C23A C22A 0.1(6) . . . . ?
C25A C20A C2A C3A 118.3(4) . . . . ?
C25A C20A C2A C1A -61.4(5) . . . . ?
C33A C34A C35A C36A 0.2(5) . . . . ?
C33A C32A C7A C8A -112.9(4) . . . . ?
C33A C32A C7A C6A 68.1(5) . . . . ?
C28 C29 C30 F11 178.5(3) . . . . ?
C28 C29 C30 C31 -0.2(6) . . . . ?
C28 C27 C26 C12 174.1(3) . . . . ?
C28 C27 C26 C31 -2.6(5) . . . . ?
C35A C34A C33A F5A 179.4(3) . . . . ?
C35A C34A C33A C32A 0.6(6) . . . . ?
C35A C36A C37A F8A 178.6(3) . . . . ?
C35A C36A C37A C32A 0.3(6) . . . . ?
C26 C27 C28 F10 -177.7(3) . . . . ?
C26 C27 C28 C29 2.2(6) . . . . ?
C26 C12 C13 N4 -174.7(3) . . . . ?
C26 C12 C13 C14 9.0(6) . . . . ?
C26 C31 C30 F11 -179.1(3) . . . . ?
C26 C31 C30 C29 -0.4(6) . . . . ?
C16 N4 C13 C12 -175.4(3) . . . . ?
C16 N4 C13 C14 1.7(4) . . . . ?
C16 C17 C18 C19 167.4(5) . . . . ?
C18A C17A C16A N4A -171.2(4) . . . . ?
C18A C17A C16A C15A -0.2(9) . . . . ?
C1A N1A C17A C16A -173.8(3) . . . . ?
C1A N1A C17A C18A 0.5(4) . . . . ?
C21 C20 C2 C3 -67.3(5) . . . . ?
C21 C20 C2 C1 108.8(4) . . . . ?
C21 C20 C25 F4 -179.9(3) . . . . ?
C21 C20 C25 C24 -0.2(6) . . . . ?
C1 N1 C17 C16 -168.7(3) . . . . ?
C1 N1 C17 C18 3.9(4) . . . . ?
C1 C19 C18 C17 -0.2(4) . . . . ?
C11A N3A C8A C7A -175.2(3) . . . . ?
C11A N3A C8A C9A 1.6(4) . . . . ?
C11A C10A C9A C8A 0.7(4) . . . . ?
C12 C11 C10 C9 177.9(4) . . . . ?
C12 C26 C31 F12 6.7(5) . . . . ?
C12 C26 C31 C30 -175.0(3) . . . . ?
C12 C13 C14 C15 175.7(4) . . . . ?
C13 N4 C16 C17 172.1(3) . . . . ?
C13 N4 C16 C15 -1.9(4) . . . . ?
C13 C14 C15 C16 -0.2(4) . . . . ?
C2 C3 C4 C5 -179.4(4) . . . . ?
C2 C20 C21 F1 3.9(5) . . . . ?
C2 C20 C21 C22 -174.5(3) . . . . ?
C2 C20 C25 F4 -5.2(6) . . . . ?
C2 C20 C25 C24 174.5(3) . . . . ?
C2 C1 C19 C18 -171.8(4) . . . . ?
C7A C32A C33A F5A 0.3(5) . . . . ?
C7A C32A C33A C34A 179.1(3) . . . . ?
C7A C8A C9A C10A 175.2(3) . . . . ?
C12A C13A C14A C15A 171.5(4) . . . . ?
C12A C11A C10A C9A -180.0(3) . . . . ?
C20A C21A C22A F2A 177.7(3) . . . . ?
C20A C21A C22A C23A -1.6(6) . . . . ?
C22 C23 C24 F3 179.6(3) . . . . ?
C22 C23 C24 C25 -0.1(6) . . . . ?
C31 C26 C12 C11 -124.0(4) . . . . ?
C31 C26 C12 C13 57.5(5) . . . . ?
C17 N1 C1 C2 171.2(3) . . . . ?
C17 N1 C1 C19 -3.9(4) . . . . ?
C17 C16 C15 C14 -170.3(5) . . . . ?
C22A C21A C20A C25A 2.4(5) . . . . ?
C22A C21A C20A C2A -171.1(3) . . . . ?
C23A C24A C25A F4A -179.8(3) . . . . ?
C23A C24A C25A C20A 0.7(6) . . . . ?
C24 C23 C22 F2 -179.0(3) . . . . ?
C24 C23 C22 C21 0.1(6) . . . . ?
C8A N3A C11A C12A 179.1(3) . . . . ?
C8A N3A C11A C10A -1.1(4) . . . . ?
C8A C7A C6A N2A -1.8(6) . . . . ?
C8A C7A C6A C5A 178.3(3) . . . . ?
C19 C1 C2 C3 171.9(4) . . . . ?
C19 C1 C2 C20 -4.0(6) . . . . ?
C19A C1A C2A C3A 168.9(4) . . . . ?
C19A C1A C2A C20A -11.5(6) . . . . ?
C10A C11A C12A C13A -179.9(3) . . . . ?
C10A C11A C12A C26A 5.6(5) . . . . ?
C6A N2A C3A C4A -0.9(4) . . . . ?
C6A N2A C3A C2A 178.7(3) . . . . ?
C6A C7A C8A N3A 5.3(6) . . . . ?
C6A C7A C8A C9A -170.9(3) . . . . ?
C2A C1A C19A C18A -174.7(4) . . . . ?
C10 C11 C12 C26 5.1(6) . . . . ?
C10 C11 C12 C13 -176.6(4) . . . . ?
C4 C3 C2 C20 -5.5(6) . . . . ?
C4 C3 C2 C1 178.7(4) . . . . ?
C30 C29 C28 F10 179.1(3) . . . . ?
C30 C29 C28 C27 -0.7(6) . . . . ?
C25 C20 C21 F1 178.6(3) . . . . ?
C25 C20 C21 C22 0.2(6) . . . . ?
C25 C20 C2 C3 118.3(4) . . . . ?
C25 C20 C2 C1 -65.6(5) . . . . ?
C14A C13A C12A C26A 3.8(6) . . . . ?
C14A C13A C12A C11A -170.9(4) . . . . ?
C15 C16 C17 N1 170.7(4) . . . . ?
C15 C16 C17 C18 1.4(9) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7122(6)
2 0.2878(6)
####################################################################### 
# 
# 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_Compound_16
_database_code_depnum_ccdc_archive 'CCDC 1910515'
loop_
_audit_author_name
_audit_author_address
'Yoann Rousselin'
;Universite de Bourgogne Franche Comte
France
;
_audit_update_record             
;
2019-04-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_publcif_datablock.id            {c033bb44-a450-4844-aecf-c3eea158bb6e}

_audit_creation_date             2019-02-13
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H12 F14 N4, 2(C2 H6 O)'
_chemical_formula_sum            'C41 H24 F14 N4 O2'
_chemical_formula_weight         870.64
_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'
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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6090(3)
_cell_length_b                   18.3265(7)
_cell_length_c                   25.6198(10)
_cell_angle_alpha                94.1124(12)
_cell_angle_beta                 90.7528(12)
_cell_angle_gamma                96.7722(12)
_cell_volume                     3537.7(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      66.63
_cell_measurement_theta_min      3.09
_shelx_estimated_absorpt_T_max   0.825
_shelx_estimated_absorpt_T_min   0.512
_exptl_absorpt_coefficient_mu    1.354
_exptl_absorpt_correction_T_max  0.73
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 78110 reflections, Rint = 0.0353
 (64251 with I > 3sig(I), Rint = 0.0342)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1760
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_size_max          0.571
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.148
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            23668
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        66.685
_diffrn_reflns_theta_max         66.685
_diffrn_reflns_theta_min         2.881
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean '1024 x 1024'
_diffrn_detector_type            'Photon 100'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       "φ and ω scans'"
_diffrn_radiation_collimation    '0.6 mm'
_diffrn_radiation_monochromator  'TRIUMPH curved crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'X-ray tube'
_diffrn_source_target            Mo
_diffrn_source_type              'Siemens KFF Mo 2K-90C'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                21454
_reflns_number_total             23668
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.625
_refine_diff_density_min         -0.303
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1126
_refine_ls_number_reflns         23668
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0361
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0455P)²+1.1610P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0910
_refine_ls_wR_factor_ref         0.0945
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.6069(5)
 0.3931(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3.a Fixed occupancy and ADP/Uiso:
 H2, H3, H4, H1A, H3AA, H4A
3.b Secondary CH2 refined with riding coordinates:
 C39(H39A,H39B), C39A(H39C,H39D), C41(H41A,H41B), C41A(H41C,H41D)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3A), C7(H7), C8(H8), C12(H12), C13(H13), C16(H16), C17(H17),
 C35(H35), C2A(H2AA), C3A(H3AB), C7A(H7A), C8A(H8A), C12A(H12A), C13A(H13A),
 C16A(H16A), C17A(H17A), C35A(H35A)
3.d Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C38A(H38D,H38E,H38F), C40(H40A,H40B,H40C), C40A(H40D,
 H40E,H40F)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O1A(H1AA), O2(H2B), O2A(H2AB)
;
_atom_sites_solution_hydrogens   mixed
_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
F1 F 0.68296(14) 0.50912(6) 0.62938(5) 0.0315(3) Uani 1 1 d . . . . .
F2 F 0.64103(16) 0.36143(6) 0.62593(5) 0.0342(3) Uani 1 1 d . . . . .
F3 F 0.31193(19) 0.28562(6) 0.61404(5) 0.0422(3) Uani 1 1 d . . . . .
F4 F 0.02545(16) 0.35888(6) 0.60486(5) 0.0361(3) Uani 1 1 d . . . . .
F5 F 0.06384(14) 0.50650(6) 0.60820(4) 0.0272(2) Uani 1 1 d . . . . .
F6 F 0.55220(14) 0.81910(7) 0.46030(4) 0.0295(2) Uani 1 1 d . . . . .
F7 F 0.51502(15) 0.84521(6) 0.35936(4) 0.0297(2) Uani 1 1 d . . . . .
F8 F -0.09564(14) 0.85369(7) 0.38180(4) 0.0305(2) Uani 1 1 d . . . . .
F9 F -0.06114(14) 0.82226(7) 0.48200(4) 0.0299(2) Uani 1 1 d . . . . .
F10 F 0.04645(13) 1.02679(5) 0.69461(4) 0.0214(2) Uani 1 1 d . . . . .
F11 F 0.01541(14) 1.15868(6) 0.74312(4) 0.0274(2) Uani 1 1 d . . . . .
F12 F 0.29946(16) 1.24067(6) 0.79035(4) 0.0295(2) Uani 1 1 d . . . . .
F13 F 0.62033(15) 1.18821(6) 0.79047(4) 0.0285(2) Uani 1 1 d . . . . .
F14 F 0.65393(13) 1.05494(6) 0.74454(4) 0.0261(2) Uani 1 1 d . . . . .
N1 N 0.34131(18) 0.71316(8) 0.59026(5) 0.0182(3) Uani 1 1 d . . . . .
N2 N 0.30868(19) 0.86898(8) 0.61897(5) 0.0174(3) Uani 1 1 d . . . . .
H2 H 0.323(3) 0.8279(12) 0.6339(8) 0.021 Uiso 1 1 d . . . . .
N3 N 0.48802(19) 0.84467(8) 0.70994(6) 0.0178(3) Uani 1 1 d . . . . .
H3 H 0.550(3) 0.8420(11) 0.6820(9) 0.021 Uiso 1 1 d . . . . .
N4 N 0.48658(19) 0.70303(8) 0.68254(6) 0.0186(3) Uani 1 1 d . . . . .
H4 H 0.455(3) 0.7276(12) 0.6579(9) 0.022 Uiso 1 1 d . . . . .
C1 C 0.3440(2) 0.63769(9) 0.58500(7) 0.0187(3) Uani 1 1 d . . . . .
C2 C 0.2950(2) 0.61043(10) 0.53183(7) 0.0215(4) Uani 1 1 d . . . . .
H2A H 0.284063 0.560505 0.518124 0.026 Uiso 1 1 calc R . . . .
C3 C 0.2678(2) 0.66946(10) 0.50524(7) 0.0203(3) Uani 1 1 d . . . . .
H3A H 0.236464 0.668994 0.469189 0.024 Uiso 1 1 calc R . . . .
C4 C 0.2957(2) 0.73349(9) 0.54228(6) 0.0180(3) Uani 1 1 d . . . . .
C5 C 0.2716(2) 0.80629(9) 0.53065(6) 0.0176(3) Uani 1 1 d . . . . .
C6 C 0.2786(2) 0.86863(9) 0.56604(6) 0.0176(3) Uani 1 1 d . . . . .
C7 C 0.2639(2) 0.94363(9) 0.55613(7) 0.0194(3) Uani 1 1 d . . . . .
H7 H 0.240130 0.961021 0.523013 0.023 Uiso 1 1 calc R . . . .
C8 C 0.2897(2) 0.98586(9) 0.60223(7) 0.0194(3) Uani 1 1 d . . . . .
H8 H 0.285523 1.037535 0.606627 0.023 Uiso 1 1 calc R . . . .
C9 C 0.3239(2) 0.93958(9) 0.64279(7) 0.0182(3) Uani 1 1 d . . . . .
C10 C 0.3698(2) 0.95917(9) 0.69578(6) 0.0178(3) Uani 1 1 d . . . . .
C11 C 0.4294(2) 0.90894(9) 0.72957(6) 0.0176(3) Uani 1 1 d . . . . .
C12 C 0.4204(2) 0.90525(10) 0.78452(7) 0.0197(3) Uani 1 1 d . . . . .
H12 H 0.387271 0.942514 0.808850 0.024 Uiso 1 1 calc R . . . .
C13 C 0.4686(2) 0.83763(10) 0.79652(7) 0.0204(3) Uani 1 1 d . . . . .
H13 H 0.473946 0.820316 0.830514 0.024 Uiso 1 1 calc R . . . .
C14 C 0.5082(2) 0.79929(9) 0.74950(7) 0.0184(3) Uani 1 1 d . . . . .
C15 C 0.5188(2) 0.72446(10) 0.73411(6) 0.0189(3) Uani 1 1 d . . . . .
C16 C 0.5302(2) 0.65928(10) 0.76004(7) 0.0207(3) Uani 1 1 d . . . . .
H16 H 0.556588 0.656718 0.796166 0.025 Uiso 1 1 calc R . . . .
C17 C 0.4961(2) 0.60033(10) 0.72334(7) 0.0215(4) Uani 1 1 d . . . . .
H17 H 0.495329 0.549852 0.729677 0.026 Uiso 1 1 calc R . . . .
C18 C 0.4623(2) 0.62833(9) 0.67440(7) 0.0189(3) Uani 1 1 d . . . . .
C19 C 0.3964(2) 0.59584(9) 0.62548(7) 0.0191(3) Uani 1 1 d . . . . .
C20 C 0.3752(2) 0.51400(10) 0.61882(7) 0.0201(3) Uani 1 1 d . . . . .
C21 C 0.5184(2) 0.47385(10) 0.62309(7) 0.0230(4) Uani 1 1 d . . . . .
C22 C 0.4992(3) 0.39770(10) 0.62131(7) 0.0256(4) Uani 1 1 d . . . . .
C23 C 0.3331(3) 0.35878(10) 0.61483(7) 0.0279(4) Uani 1 1 d . . . . .
C24 C 0.1879(3) 0.39639(10) 0.60998(7) 0.0259(4) Uani 1 1 d . . . . .
C25 C 0.2101(2) 0.47251(10) 0.61181(7) 0.0217(4) Uani 1 1 d . . . . .
C26 C 0.3505(2) 1.03409(9) 0.71884(6) 0.0179(3) Uani 1 1 d . . . . .
C27 C 0.1915(2) 1.06452(9) 0.71840(6) 0.0186(3) Uani 1 1 d . . . . .
C28 C 0.1732(2) 1.13283(10) 0.74272(7) 0.0207(3) Uani 1 1 d . . . . .
C29 C 0.3174(3) 1.17470(9) 0.76741(7) 0.0222(4) Uani 1 1 d . . . . .
C30 C 0.4781(2) 1.14731(10) 0.76778(7) 0.0217(4) Uani 1 1 d . . . . .
C31 C 0.4922(2) 1.07819(10) 0.74424(7) 0.0200(3) Uani 1 1 d . . . . .
C32 C 0.2465(2) 0.82007(9) 0.47432(6) 0.0173(3) Uani 1 1 d . . . . .
C33 C 0.3905(2) 0.82629(9) 0.44139(7) 0.0200(3) Uani 1 1 d . . . . .
C34 C 0.3713(2) 0.84087(10) 0.38951(7) 0.0209(3) Uani 1 1 d . . . . .
C35 C 0.2091(2) 0.85118(9) 0.36865(7) 0.0218(4) Uani 1 1 d . . . . .
H35 H 0.196755 0.862408 0.333259 0.026 Uiso 1 1 calc R . . . .
C36 C 0.0660(2) 0.84470(9) 0.40069(7) 0.0211(4) Uani 1 1 d . . . . .
C37 C 0.0836(2) 0.82886(9) 0.45239(7) 0.0199(3) Uani 1 1 d . . . . .
F1A F 1.16096(13) 1.03077(6) 0.87158(4) 0.0272(2) Uani 1 1 d . . . . .
F2A F 1.14140(14) 1.17587(6) 0.87444(4) 0.0271(2) Uani 1 1 d . . . . .
F3A F 0.82571(16) 1.22874(6) 0.88751(5) 0.0320(3) Uani 1 1 d . . . . .
F4A F 0.52675(14) 1.13447(6) 0.89846(5) 0.0306(2) Uani 1 1 d . . . . .
F5A F 0.54345(13) 0.98913(6) 0.89740(4) 0.0252(2) Uani 1 1 d . . . . .
F6A F 1.03048(13) 0.65621(6) 1.03306(4) 0.0247(2) Uani 1 1 d . . . . .
F7A F 0.98910(15) 0.61880(6) 1.13150(4) 0.0296(2) Uani 1 1 d . . . . .
F8A F 0.39076(14) 0.65942(6) 1.12327(4) 0.0274(2) Uani 1 1 d . . . . .
F9A F 0.43174(13) 0.69957(6) 1.02467(4) 0.0257(2) Uani 1 1 d . . . . .
F10A F 0.56810(13) 0.46740(6) 0.79400(4) 0.0231(2) Uani 1 1 d . . . . .
F11A F 0.53705(15) 0.33424(6) 0.74263(5) 0.0330(3) Uani 1 1 d . . . . .
F12A F 0.82813(17) 0.27519(6) 0.70749(5) 0.0358(3) Uani 1 1 d . . . . .
F13A F 1.15499(15) 0.35221(6) 0.72466(4) 0.0313(3) Uani 1 1 d . . . . .
F14A F 1.18873(13) 0.48691(6) 0.77409(4) 0.0267(2) Uani 1 1 d . . . . .
N1A N 0.80128(18) 0.80210(8) 0.91414(6) 0.0171(3) Uani 1 1 d . . . . .
H1A H 0.816(3) 0.7732(12) 0.8867(9) 0.020 Uiso 1 1 d . . . . .
N2A N 0.83552(18) 0.64752(8) 0.88246(5) 0.0170(3) Uani 1 1 d . . . . .
N3A N 0.98323(19) 0.68705(8) 0.79497(6) 0.0180(3) Uani 1 1 d . . . . .
H3AA H 0.951(3) 0.6978(12) 0.8254(9) 0.022 Uiso 1 1 d . . . . .
N4A N 0.98019(19) 0.82777(8) 0.82213(6) 0.0175(3) Uani 1 1 d . . . . .
H4A H 1.046(3) 0.8102(11) 0.8483(8) 0.021 Uiso 1 1 d . . . . .
C1A C 0.8163(2) 0.87819(9) 0.91805(7) 0.0175(3) Uani 1 1 d . . . . .
C2A C 0.7780(2) 0.89800(9) 0.97144(7) 0.0193(3) Uani 1 1 d . . . . .
H2AA H 0.773490 0.946733 0.986299 0.023 Uiso 1 1 calc R . . . .
C3A C 0.7491(2) 0.83549(9) 0.99744(7) 0.0184(3) Uani 1 1 d . . . . .
H3AB H 0.721340 0.833405 1.033386 0.022 Uiso 1 1 calc R . . . .
C4A C 0.7674(2) 0.77365(9) 0.96154(6) 0.0168(3) Uani 1 1 d . . . . .
C5A C 0.7598(2) 0.69862(9) 0.97041(6) 0.0163(3) Uani 1 1 d . . . . .
C6A C 0.7866(2) 0.63996(9) 0.93305(6) 0.0164(3) Uani 1 1 d . . . . .
C7A C 0.7591(2) 0.56247(9) 0.94291(7) 0.0185(3) Uani 1 1 d . . . . .
H7A H 0.725349 0.542625 0.975042 0.022 Uiso 1 1 calc R . . . .
C8A C 0.7906(2) 0.52384(9) 0.89767(7) 0.0184(3) Uani 1 1 d . . . . .
H8A H 0.781285 0.471740 0.891837 0.022 Uiso 1 1 calc R . . . .
C9A C 0.8409(2) 0.57699(9) 0.85995(6) 0.0169(3) Uani 1 1 d . . . . .
C10A C 0.8966(2) 0.56060(9) 0.80845(6) 0.0168(3) Uani 1 1 d . . . . .
C11A C 0.9636(2) 0.61549(9) 0.77566(6) 0.0174(3) Uani 1 1 d . . . . .
C12A C 0.9997(2) 0.61638(10) 0.72128(7) 0.0204(3) Uani 1 1 d . . . . .
H12A H 1.001893 0.574405 0.697387 0.024 Uiso 1 1 calc R . . . .
C13A C 1.0308(2) 0.68883(10) 0.70946(7) 0.0207(3) Uani 1 1 d . . . . .
H13A H 1.057840 0.705766 0.675979 0.025 Uiso 1 1 calc R . . . .
C14A C 1.0151(2) 0.73371(9) 0.75637(6) 0.0184(3) Uani 1 1 d . . . . .
C15A C 1.0014(2) 0.80881(9) 0.76980(6) 0.0184(3) Uani 1 1 d . . . . .
C16A C 0.9629(2) 0.86852(10) 0.74207(7) 0.0198(3) Uani 1 1 d . . . . .
H16A H 0.968326 0.871386 0.705243 0.024 Uiso 1 1 calc R . . . .
C17A C 0.9155(2) 0.92256(9) 0.77803(7) 0.0200(3) Uani 1 1 d . . . . .
H17A H 0.883573 0.969200 0.770195 0.024 Uiso 1 1 calc R . . . .
C18A C 0.9232(2) 0.89608(9) 0.82843(7) 0.0176(3) Uani 1 1 d . . . . .
C19A C 0.8647(2) 0.92329(9) 0.87733(7) 0.0180(3) Uani 1 1 d . . . . .
C20A C 0.8522(2) 1.00365(9) 0.88362(6) 0.0187(3) Uani 1 1 d . . . . .
C21A C 1.0014(2) 1.05450(10) 0.87802(7) 0.0205(3) Uani 1 1 d . . . . .
C22A C 0.9937(2) 1.12937(10) 0.87943(7) 0.0212(4) Uani 1 1 d . . . . .
C23A C 0.8338(3) 1.15681(9) 0.88614(7) 0.0230(4) Uani 1 1 d . . . . .
C24A C 0.6833(2) 1.10839(10) 0.89211(7) 0.0221(4) Uani 1 1 d . . . . .
C25A C 0.6943(2) 1.03353(10) 0.89123(7) 0.0194(3) Uani 1 1 d . . . . .
C26A C 0.8794(2) 0.48347(9) 0.78512(6) 0.0167(3) Uani 1 1 d . . . . .
C27A C 0.7166(2) 0.44072(9) 0.77728(6) 0.0189(3) Uani 1 1 d . . . . .
C28A C 0.6980(2) 0.37153(10) 0.75122(7) 0.0226(4) Uani 1 1 d . . . . .
C29A C 0.8454(3) 0.34190(9) 0.73291(7) 0.0242(4) Uani 1 1 d . . . . .
C30A C 1.0100(2) 0.38161(10) 0.74102(7) 0.0226(4) Uani 1 1 d . . . . .
C31A C 1.0249(2) 0.45106(10) 0.76636(6) 0.0193(3) Uani 1 1 d . . . . .
C32A C 0.7323(2) 0.67886(9) 1.02552(6) 0.0164(3) Uani 1 1 d . . . . .
C33A C 0.8710(2) 0.65766(9) 1.05450(7) 0.0184(3) Uani 1 1 d . . . . .
C34A C 0.8490(2) 0.63798(9) 1.10536(7) 0.0205(3) Uani 1 1 d . . . . .
C35A C 0.6882(2) 0.63744(9) 1.12919(7) 0.0212(4) Uani 1 1 d . . . . .
H35A H 0.672990 0.622931 1.163862 0.025 Uiso 1 1 calc R . . . .
C36A C 0.5499(2) 0.65868(9) 1.10104(7) 0.0202(3) Uani 1 1 d . . . . .
C37A C 0.5714(2) 0.67942(9) 1.05054(7) 0.0187(3) Uani 1 1 d . . . . .
O1 O 0.69318(17) 0.84880(7) 0.62220(5) 0.0257(3) Uani 1 1 d . . . . .
H1 H 0.748096 0.814223 0.610415 0.039 Uiso 1 1 calc GR . . . .
C38 C 0.7643(3) 0.94915(11) 0.56542(8) 0.0298(4) Uani 1 1 d . . . . .
H38A H 0.788922 0.914101 0.536496 0.045 Uiso 1 1 calc GR . . . .
H38B H 0.841580 0.995500 0.563256 0.045 Uiso 1 1 calc GR . . . .
H38C H 0.640300 0.958437 0.563096 0.045 Uiso 1 1 calc GR . . . .
C39 C 0.7981(3) 0.91755(10) 0.61663(7) 0.0266(4) Uani 1 1 d . . . . .
H39A H 0.924839 0.910576 0.619454 0.032 Uiso 1 1 calc R . . . .
H39B H 0.772634 0.953167 0.645647 0.032 Uiso 1 1 calc R . . . .
O1A O 0.81208(17) 0.21467(7) 0.09941(5) 0.0249(3) Uani 1 1 d . . . . .
H1AA H 0.756238 0.251598 0.099859 0.037 Uiso 1 1 calc GR . . . .
C38A C 0.7354(3) 0.13940(15) 0.01887(9) 0.0447(6) Uani 1 1 d . . . . .
H38D H 0.705537 0.181743 0.000726 0.067 Uiso 1 1 calc GR . . . .
H38E H 0.661306 0.094798 0.004772 0.067 Uiso 1 1 calc GR . . . .
H38F H 0.860392 0.133369 0.013595 0.067 Uiso 1 1 calc GR . . . .
C39A C 0.7038(3) 0.15196(12) 0.07560(8) 0.0350(5) Uani 1 1 d . . . . .
H39C H 0.577822 0.158762 0.080589 0.042 Uiso 1 1 calc R . . . .
H39D H 0.727310 0.107748 0.093343 0.042 Uiso 1 1 calc R . . . .
O2 O 0.09539(18) 0.25371(8) 0.40911(6) 0.0311(3) Uani 1 1 d . . . . .
H2B H 0.017798 0.240025 0.430516 0.047 Uiso 1 1 calc GR . . . .
C40 C 0.2267(3) 0.34847(16) 0.47395(9) 0.0486(6) Uani 1 1 d . . . . .
H40A H 0.326919 0.320442 0.478893 0.073 Uiso 1 1 calc GR . . . .
H40B H 0.135437 0.335062 0.499343 0.073 Uiso 1 1 calc GR . . . .
H40C H 0.267106 0.401308 0.479184 0.073 Uiso 1 1 calc GR . . . .
C41 C 0.1510(3) 0.33095(11) 0.41939(8) 0.0304(4) Uani 1 1 d . . . . .
H41A H 0.048551 0.358684 0.414707 0.036 Uiso 1 1 calc R . . . .
H41B H 0.241481 0.347029 0.393857 0.036 Uiso 1 1 calc R . . . .
O2A O 0.40404(18) 0.67841(8) 0.89104(6) 0.0312(3) Uani 1 1 d . . . . .
H2AB H 0.484146 0.683015 0.914323 0.047 Uiso 1 1 calc GR . . . .
C40A C 0.2618(3) 0.56958(12) 0.92982(9) 0.0378(5) Uani 1 1 d . . . . .
H40D H 0.208751 0.518777 0.920916 0.057 Uiso 1 1 calc GR . . . .
H40E H 0.171140 0.598820 0.943943 0.057 Uiso 1 1 calc GR . . . .
H40F H 0.356723 0.569883 0.956103 0.057 Uiso 1 1 calc GR . . . .
C41A C 0.3367(3) 0.60210(11) 0.88162(8) 0.0314(4) Uani 1 1 d . . . . .
H41C H 0.433293 0.574241 0.868771 0.038 Uiso 1 1 calc R . . . .
H41D H 0.243140 0.596942 0.853924 0.038 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C21 1.342(2) . ?
F2 C22 1.341(2) . ?
F3 C23 1.330(2) . ?
F4 C24 1.341(2) . ?
F5 C25 1.343(2) . ?
F6 C33 1.341(2) . ?
F7 C34 1.345(2) . ?
F8 C36 1.348(2) . ?
F9 C37 1.344(2) . ?
F10 C27 1.345(2) . ?
F11 C28 1.341(2) . ?
F12 C29 1.329(2) . ?
F13 C30 1.342(2) . ?
F14 C31 1.349(2) . ?
N1 C1 1.383(2) . ?
N1 C4 1.362(2) . ?
N2 H2 0.89(2) . ?
N2 C6 1.372(2) . ?
N2 C9 1.382(2) . ?
N3 H3 0.86(2) . ?
N3 C11 1.372(2) . ?
N3 C14 1.374(2) . ?
N4 H4 0.85(2) . ?
N4 C15 1.362(2) . ?
N4 C18 1.360(2) . ?
C1 C2 1.445(2) . ?
C1 C19 1.414(2) . ?
C2 H2A 0.9500 . ?
C2 C3 1.354(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.449(2) . ?
C4 C5 1.420(2) . ?
C5 C6 1.402(2) . ?
C5 C32 1.496(2) . ?
C6 C7 1.432(2) . ?
C7 H7 0.9500 . ?
C7 C8 1.363(2) . ?
C8 H8 0.9500 . ?
C8 C9 1.428(2) . ?
C9 C10 1.408(2) . ?
C10 C11 1.416(2) . ?
C10 C26 1.479(2) . ?
C11 C12 1.416(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.387(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.405(2) . ?
C14 C15 1.411(2) . ?
C15 C16 1.419(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.379(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.420(2) . ?
C18 C19 1.408(2) . ?
C19 C20 1.487(2) . ?
C20 C21 1.392(3) . ?
C20 C25 1.392(3) . ?
C21 C22 1.383(3) . ?
C22 C23 1.378(3) . ?
C23 C24 1.378(3) . ?
C24 C25 1.383(3) . ?
C26 C27 1.391(3) . ?
C26 C31 1.393(2) . ?
C27 C28 1.381(2) . ?
C28 C29 1.381(3) . ?
C29 C30 1.375(3) . ?
C30 C31 1.380(3) . ?
C32 C33 1.390(2) . ?
C32 C37 1.386(2) . ?
C33 C34 1.384(2) . ?
C34 C35 1.377(3) . ?
C35 H35 0.9500 . ?
C35 C36 1.371(3) . ?
C36 C37 1.384(2) . ?
F1A C21A 1.345(2) . ?
F2A C22A 1.341(2) . ?
F3A C23A 1.325(2) . ?
F4A C24A 1.342(2) . ?
F5A C25A 1.345(2) . ?
F6A C33A 1.341(2) . ?
F7A C34A 1.346(2) . ?
F8A C36A 1.346(2) . ?
F9A C37A 1.347(2) . ?
F10A C27A 1.346(2) . ?
F11A C28A 1.337(2) . ?
F12A C29A 1.335(2) . ?
F13A C30A 1.343(2) . ?
F14A C31A 1.344(2) . ?
N1A H1A 0.87(2) . ?
N1A C1A 1.382(2) . ?
N1A C4A 1.371(2) . ?
N2A C6A 1.365(2) . ?
N2A C9A 1.383(2) . ?
N3A H3AA 0.84(2) . ?
N3A C11A 1.358(2) . ?
N3A C14A 1.359(2) . ?
N4A H4A 0.93(2) . ?
N4A C15A 1.377(2) . ?
N4A C18A 1.372(2) . ?
C1A C2A 1.432(2) . ?
C1A C19A 1.403(2) . ?
C2A H2AA 0.9500 . ?
C2A C3A 1.363(2) . ?
C3A H3AB 0.9500 . ?
C3A C4A 1.429(2) . ?
C4A C5A 1.404(2) . ?
C5A C6A 1.422(2) . ?
C5A C32A 1.494(2) . ?
C6A C7A 1.451(2) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.353(2) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.444(2) . ?
C9A C10A 1.414(2) . ?
C10A C11A 1.410(2) . ?
C10A C26A 1.485(2) . ?
C11A C12A 1.424(2) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.377(3) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.421(2) . ?
C14A C15A 1.411(2) . ?
C15A C16A 1.403(2) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.386(3) . ?
C17A H17A 0.9500 . ?
C17A C18A 1.414(2) . ?
C18A C19A 1.412(2) . ?
C19A C20A 1.484(2) . ?
C20A C21A 1.397(2) . ?
C20A C25A 1.388(3) . ?
C21A C22A 1.378(2) . ?
C22A C23A 1.379(3) . ?
C23A C24A 1.381(3) . ?
C24A C25A 1.383(2) . ?
C26A C27A 1.389(3) . ?
C26A C31A 1.392(2) . ?
C27A C28A 1.381(3) . ?
C28A C29A 1.377(3) . ?
C29A C30A 1.377(3) . ?
C30A C31A 1.378(3) . ?
C32A C33A 1.391(2) . ?
C32A C37A 1.390(2) . ?
C33A C34A 1.384(2) . ?
C34A C35A 1.374(3) . ?
C35A H35A 0.9500 . ?
C35A C36A 1.377(3) . ?
C36A C37A 1.381(2) . ?
O1 H1 0.8400 . ?
O1 C39 1.427(2) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C38 C39 1.503(3) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
O1A H1AA 0.8400 . ?
O1A C39A 1.426(2) . ?
C38A H38D 0.9800 . ?
C38A H38E 0.9800 . ?
C38A H38F 0.9800 . ?
C38A C39A 1.482(3) . ?
C39A H39C 0.9900 . ?
C39A H39D 0.9900 . ?
O2 H2B 0.8400 . ?
O2 C41 1.433(2) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C40 C41 1.503(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
O2A H2AB 0.8400 . ?
O2A C41A 1.434(2) . ?
C40A H40D 0.9800 . ?
C40A H40E 0.9800 . ?
C40A H40F 0.9800 . ?
C40A C41A 1.500(3) . ?
C41A H41C 0.9900 . ?
C41A H41D 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
C4 N1 C1 106.43(14) . . ?
C6 N2 H2 121.3(14) . . ?
C6 N2 C9 111.58(14) . . ?
C9 N2 H2 127.0(14) . . ?
C11 N3 H3 122.7(14) . . ?
C11 N3 C14 110.29(14) . . ?
C14 N3 H3 120.9(14) . . ?
C15 N4 H4 129.5(15) . . ?
C18 N4 H4 117.2(15) . . ?
C18 N4 C15 111.24(15) . . ?
N1 C1 C2 109.50(15) . . ?
N1 C1 C19 123.97(15) . . ?
C19 C1 C2 126.45(16) . . ?
C1 C2 H2A 126.5 . . ?
C3 C2 C1 107.07(15) . . ?
C3 C2 H2A 126.5 . . ?
C2 C3 H3A 126.6 . . ?
C2 C3 C4 106.86(15) . . ?
C4 C3 H3A 126.6 . . ?
N1 C4 C3 110.11(15) . . ?
N1 C4 C5 125.05(15) . . ?
C5 C4 C3 124.79(15) . . ?
C4 C5 C32 117.37(14) . . ?
C6 C5 C4 127.10(15) . . ?
C6 C5 C32 115.42(15) . . ?
N2 C6 C5 124.99(15) . . ?
N2 C6 C7 105.62(14) . . ?
C5 C6 C7 129.36(15) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 C6 108.52(15) . . ?
C8 C7 H7 125.7 . . ?
C7 C8 H8 125.6 . . ?
C7 C8 C9 108.74(15) . . ?
C9 C8 H8 125.6 . . ?
N2 C9 C8 105.41(14) . . ?
N2 C9 C10 125.46(15) . . ?
C10 C9 C8 129.10(16) . . ?
C9 C10 C11 122.71(15) . . ?
C9 C10 C26 120.08(15) . . ?
C11 C10 C26 117.17(14) . . ?
N3 C11 C10 120.98(15) . . ?
N3 C11 C12 106.65(15) . . ?
C10 C11 C12 131.75(16) . . ?
C11 C12 H12 126.0 . . ?
C13 C12 C11 107.93(15) . . ?
C13 C12 H12 126.0 . . ?
C12 C13 H13 126.1 . . ?
C12 C13 C14 107.87(15) . . ?
C14 C13 H13 126.1 . . ?
N3 C14 C13 107.18(15) . . ?
N3 C14 C15 116.38(15) . . ?
C13 C14 C15 134.22(16) . . ?
N4 C15 C14 116.67(15) . . ?
N4 C15 C16 106.58(15) . . ?
C14 C15 C16 135.98(16) . . ?
C15 C16 H16 126.2 . . ?
C17 C16 C15 107.62(15) . . ?
C17 C16 H16 126.2 . . ?
C16 C17 H17 126.0 . . ?
C16 C17 C18 107.99(15) . . ?
C18 C17 H17 126.0 . . ?
N4 C18 C17 106.32(15) . . ?
N4 C18 C19 119.35(15) . . ?
C19 C18 C17 133.94(16) . . ?
C1 C19 C20 120.63(15) . . ?
C18 C19 C1 122.58(16) . . ?
C18 C19 C20 116.73(15) . . ?
C21 C20 C19 121.91(16) . . ?
C25 C20 C19 122.25(16) . . ?
C25 C20 C21 115.68(16) . . ?
F1 C21 C20 119.90(16) . . ?
F1 C21 C22 117.49(16) . . ?
C22 C21 C20 122.61(17) . . ?
F2 C22 C21 120.46(18) . . ?
F2 C22 C23 119.71(16) . . ?
C23 C22 C21 119.83(17) . . ?
F3 C23 C22 120.57(18) . . ?
F3 C23 C24 120.01(18) . . ?
C22 C23 C24 119.41(17) . . ?
F4 C24 C23 119.68(17) . . ?
F4 C24 C25 120.49(17) . . ?
C23 C24 C25 119.81(18) . . ?
F5 C25 C20 119.92(15) . . ?
F5 C25 C24 117.40(16) . . ?
C24 C25 C20 122.65(17) . . ?
C27 C26 C10 123.28(15) . . ?
C27 C26 C31 115.41(15) . . ?
C31 C26 C10 121.28(15) . . ?
F10 C27 C26 120.33(15) . . ?
F10 C27 C28 117.09(15) . . ?
C28 C27 C26 122.57(16) . . ?
F11 C28 C27 120.50(16) . . ?
F11 C28 C29 119.50(15) . . ?
C27 C28 C29 119.99(16) . . ?
F12 C29 C28 119.77(17) . . ?
F12 C29 C30 120.95(16) . . ?
C30 C29 C28 119.28(16) . . ?
F13 C30 C29 119.87(16) . . ?
F13 C30 C31 120.46(16) . . ?
C29 C30 C31 119.67(16) . . ?
F14 C31 C26 119.77(15) . . ?
F14 C31 C30 117.13(15) . . ?
C30 C31 C26 123.05(16) . . ?
C33 C32 C5 120.41(15) . . ?
C37 C32 C5 123.03(15) . . ?
C37 C32 C33 116.54(15) . . ?
F6 C33 C32 119.54(15) . . ?
F6 C33 C34 119.00(15) . . ?
C34 C33 C32 121.46(16) . . ?
F7 C34 C33 118.75(16) . . ?
F7 C34 C35 120.00(15) . . ?
C35 C34 C33 121.25(16) . . ?
C34 C35 H35 121.1 . . ?
C36 C35 C34 117.77(16) . . ?
C36 C35 H35 121.1 . . ?
F8 C36 C35 119.80(15) . . ?
F8 C36 C37 118.91(16) . . ?
C35 C36 C37 121.29(16) . . ?
F9 C37 C32 119.37(15) . . ?
F9 C37 C36 118.98(15) . . ?
C36 C37 C32 121.65(16) . . ?
C1A N1A H1A 127.7(14) . . ?
C4A N1A H1A 120.3(14) . . ?
C4A N1A C1A 111.84(14) . . ?
C6A N2A C9A 106.27(14) . . ?
C11A N3A H3AA 119.6(15) . . ?
C11A N3A C14A 111.58(14) . . ?
C14A N3A H3AA 126.9(15) . . ?
C15A N4A H4A 122.3(13) . . ?
C18A N4A H4A 121.0(13) . . ?
C18A N4A C15A 110.00(14) . . ?
N1A C1A C2A 104.99(14) . . ?
N1A C1A C19A 125.21(15) . . ?
C19A C1A C2A 129.77(16) . . ?
C1A C2A H2AA 125.6 . . ?
C3A C2A C1A 108.85(15) . . ?
C3A C2A H2AA 125.6 . . ?
C2A C3A H3AB 125.7 . . ?
C2A C3A C4A 108.54(15) . . ?
C4A C3A H3AB 125.7 . . ?
N1A C4A C3A 105.66(14) . . ?
N1A C4A C5A 124.57(15) . . ?
C5A C4A C3A 129.75(15) . . ?
C4A C5A C6A 126.81(15) . . ?
C4A C5A C32A 116.66(14) . . ?
C6A C5A C32A 116.41(14) . . ?
N2A C6A C5A 125.54(15) . . ?
N2A C6A C7A 109.94(14) . . ?
C5A C6A C7A 124.48(15) . . ?
C6A C7A H7A 126.5 . . ?
C8A C7A C6A 107.05(15) . . ?
C8A C7A H7A 126.5 . . ?
C7A C8A H8A 126.6 . . ?
C7A C8A C9A 106.88(15) . . ?
C9A C8A H8A 126.6 . . ?
N2A C9A C8A 109.85(14) . . ?
N2A C9A C10A 124.32(15) . . ?
C10A C9A C8A 125.76(15) . . ?
C9A C10A C26A 120.91(15) . . ?
C11A C10A C9A 122.82(15) . . ?
C11A C10A C26A 116.22(14) . . ?
N3A C11A C10A 118.86(15) . . ?
N3A C11A C12A 106.15(15) . . ?
C10A C11A C12A 134.46(16) . . ?
C11A C12A H12A 126.0 . . ?
C13A C12A C11A 107.91(15) . . ?
C13A C12A H12A 126.0 . . ?
C12A C13A H13A 126.1 . . ?
C12A C13A C14A 107.70(15) . . ?
C14A C13A H13A 126.1 . . ?
N3A C14A C13A 106.43(15) . . ?
N3A C14A C15A 116.54(15) . . ?
C15A C14A C13A 136.34(16) . . ?
N4A C15A C14A 115.89(15) . . ?
N4A C15A C16A 107.34(15) . . ?
C16A C15A C14A 134.87(16) . . ?
C15A C16A H16A 126.1 . . ?
C17A C16A C15A 107.78(15) . . ?
C17A C16A H16A 126.1 . . ?
C16A C17A H17A 126.0 . . ?
C16A C17A C18A 108.01(15) . . ?
C18A C17A H17A 126.0 . . ?
N4A C18A C17A 106.80(14) . . ?
N4A C18A C19A 121.10(15) . . ?
C19A C18A C17A 131.56(16) . . ?
C1A C19A C18A 123.24(15) . . ?
C1A C19A C20A 120.53(15) . . ?
C18A C19A C20A 116.22(15) . . ?
C21A C20A C19A 120.63(15) . . ?
C25A C20A C19A 123.68(15) . . ?
C25A C20A C21A 115.51(15) . . ?
F1A C21A C20A 119.76(15) . . ?
F1A C21A C22A 117.52(15) . . ?
C22A C21A C20A 122.72(16) . . ?
F2A C22A C21A 120.30(16) . . ?
F2A C22A C23A 119.69(15) . . ?
C21A C22A C23A 120.01(16) . . ?
F3A C23A C22A 120.24(16) . . ?
F3A C23A C24A 120.69(17) . . ?
C22A C23A C24A 119.07(16) . . ?
F4A C24A C23A 119.57(16) . . ?
F4A C24A C25A 120.46(16) . . ?
C23A C24A C25A 119.97(16) . . ?
F5A C25A C20A 120.02(15) . . ?
F5A C25A C24A 117.27(15) . . ?
C24A C25A C20A 122.70(16) . . ?
C27A C26A C10A 122.45(15) . . ?
C27A C26A C31A 115.56(15) . . ?
C31A C26A C10A 121.85(15) . . ?
F10A C27A C26A 119.90(15) . . ?
F10A C27A C28A 117.32(15) . . ?
C28A C27A C26A 122.74(16) . . ?
F11A C28A C27A 120.19(16) . . ?
F11A C28A C29A 120.10(16) . . ?
C29A C28A C27A 119.70(16) . . ?
F12A C29A C28A 119.95(17) . . ?
F12A C29A C30A 120.57(17) . . ?
C28A C29A C30A 119.48(16) . . ?
F13A C30A C29A 119.85(16) . . ?
F13A C30A C31A 120.39(17) . . ?
C29A C30A C31A 119.75(16) . . ?
F14A C31A C26A 119.90(15) . . ?
F14A C31A C30A 117.34(15) . . ?
C30A C31A C26A 122.73(16) . . ?
C33A C32A C5A 120.17(15) . . ?
C37A C32A C5A 123.50(15) . . ?
C37A C32A C33A 116.32(15) . . ?
F6A C33A C32A 119.71(15) . . ?
F6A C33A C34A 118.74(15) . . ?
C34A C33A C32A 121.56(16) . . ?
F7A C34A C33A 118.64(16) . . ?
F7A C34A C35A 119.95(15) . . ?
C35A C34A C33A 121.41(16) . . ?
C34A C35A H35A 121.2 . . ?
C34A C35A C36A 117.65(16) . . ?
C36A C35A H35A 121.2 . . ?
F8A C36A C35A 119.32(15) . . ?
F8A C36A C37A 119.37(16) . . ?
C35A C36A C37A 121.31(16) . . ?
F9A C37A C32A 119.29(15) . . ?
F9A C37A C36A 118.96(15) . . ?
C36A C37A C32A 121.74(16) . . ?
C39 O1 H1 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C39 C38 H38A 109.5 . . ?
C39 C38 H38B 109.5 . . ?
C39 C38 H38C 109.5 . . ?
O1 C39 C38 112.84(16) . . ?
O1 C39 H39A 109.0 . . ?
O1 C39 H39B 109.0 . . ?
C38 C39 H39A 109.0 . . ?
C38 C39 H39B 109.0 . . ?
H39A C39 H39B 107.8 . . ?
C39A O1A H1AA 109.5 . . ?
H38D C38A H38E 109.5 . . ?
H38D C38A H38F 109.5 . . ?
H38E C38A H38F 109.5 . . ?
C39A C38A H38D 109.5 . . ?
C39A C38A H38E 109.5 . . ?
C39A C38A H38F 109.5 . . ?
O1A C39A C38A 112.81(18) . . ?
O1A C39A H39C 109.0 . . ?
O1A C39A H39D 109.0 . . ?
C38A C39A H39C 109.0 . . ?
C38A C39A H39D 109.0 . . ?
H39C C39A H39D 107.8 . . ?
C41 O2 H2B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C41 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
C41 C40 H40C 109.5 . . ?
O2 C41 C40 111.68(19) . . ?
O2 C41 H41A 109.3 . . ?
O2 C41 H41B 109.3 . . ?
C40 C41 H41A 109.3 . . ?
C40 C41 H41B 109.3 . . ?
H41A C41 H41B 107.9 . . ?
C41A O2A H2AB 109.5 . . ?
H40D C40A H40E 109.5 . . ?
H40D C40A H40F 109.5 . . ?
H40E C40A H40F 109.5 . . ?
C41A C40A H40D 109.5 . . ?
C41A C40A H40E 109.5 . . ?
C41A C40A H40F 109.5 . . ?
O2A C41A C40A 112.34(16) . . ?
O2A C41A H41C 109.1 . . ?
O2A C41A H41D 109.1 . . ?
C40A C41A H41C 109.1 . . ?
C40A C41A H41D 109.1 . . ?
H41C C41A H41D 107.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2 N1 0.89(2) 2.33(2) 2.937(2) 125.7(17) . yes
N3 H3 O1 0.86(2) 1.89(2) 2.7541(19) 173(2) . yes
N4 H4 N1 0.85(2) 1.91(2) 2.625(2) 140(2) . yes
N1A H1A N2A 0.87(2) 2.32(2) 2.933(2) 127.9(18) . yes
N3A H3AA N2A 0.84(2) 1.95(2) 2.631(2) 138(2) . yes
N4A H4A O1A 0.93(2) 1.82(2) 2.7522(19) 174.2(19) 2_766 yes
O1 H1 O2 0.84 1.87 2.7003(18) 169.8 2_666 yes
O1A H1AA O2A 0.84 1.88 2.7029(19) 167.7 2_666 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C21 C22 F2 0.2(3) . . . . ?
F1 C21 C22 C23 -179.90(16) . . . . ?
F2 C22 C23 F3 1.2(3) . . . . ?
F2 C22 C23 C24 -179.84(16) . . . . ?
F3 C23 C24 F4 0.5(3) . . . . ?
F3 C23 C24 C25 178.78(16) . . . . ?
F4 C24 C25 F5 -0.1(3) . . . . ?
F4 C24 C25 C20 177.81(16) . . . . ?
F6 C33 C34 F7 1.9(2) . . . . ?
F6 C33 C34 C35 -177.80(16) . . . . ?
F7 C34 C35 C36 178.68(15) . . . . ?
F8 C36 C37 F9 0.6(2) . . . . ?
F8 C36 C37 C32 -179.04(15) . . . . ?
F10 C27 C28 F11 1.4(2) . . . . ?
F10 C27 C28 C29 -179.36(15) . . . . ?
F11 C28 C29 F12 -1.4(2) . . . . ?
F11 C28 C29 C30 178.70(15) . . . . ?
F12 C29 C30 F13 -1.6(3) . . . . ?
F12 C29 C30 C31 179.13(15) . . . . ?
F13 C30 C31 F14 -1.0(2) . . . . ?
F13 C30 C31 C26 -178.17(15) . . . . ?
N1 C1 C2 C3 1.5(2) . . . . ?
N1 C1 C19 C18 -4.3(3) . . . . ?
N1 C1 C19 C20 172.66(15) . . . . ?
N1 C4 C5 C6 -4.4(3) . . . . ?
N1 C4 C5 C32 171.62(15) . . . . ?
N2 C6 C7 C8 1.55(19) . . . . ?
N2 C9 C10 C11 8.7(3) . . . . ?
N2 C9 C10 C26 -169.00(16) . . . . ?
N3 C11 C12 C13 -1.86(19) . . . . ?
N3 C14 C15 N4 -7.7(2) . . . . ?
N3 C14 C15 C16 -176.15(18) . . . . ?
N4 C15 C16 C17 -2.75(19) . . . . ?
N4 C18 C19 C1 -3.8(3) . . . . ?
N4 C18 C19 C20 179.15(15) . . . . ?
C1 N1 C4 C3 0.14(18) . . . . ?
C1 N1 C4 C5 177.73(16) . . . . ?
C1 C2 C3 C4 -1.37(19) . . . . ?
C1 C19 C20 C21 121.95(19) . . . . ?
C1 C19 C20 C25 -62.9(2) . . . . ?
C2 C1 C19 C18 172.11(17) . . . . ?
C2 C1 C19 C20 -11.0(3) . . . . ?
C2 C3 C4 N1 0.8(2) . . . . ?
C2 C3 C4 C5 -176.79(16) . . . . ?
C3 C4 C5 C6 172.83(16) . . . . ?
C3 C4 C5 C32 -11.1(2) . . . . ?
C4 N1 C1 C2 -0.99(18) . . . . ?
C4 N1 C1 C19 175.91(16) . . . . ?
C4 C5 C6 N2 -0.8(3) . . . . ?
C4 C5 C6 C7 176.66(17) . . . . ?
C4 C5 C32 C33 -77.0(2) . . . . ?
C4 C5 C32 C37 104.46(19) . . . . ?
C5 C6 C7 C8 -176.30(17) . . . . ?
C5 C32 C33 F6 0.7(2) . . . . ?
C5 C32 C33 C34 -178.35(16) . . . . ?
C5 C32 C37 F9 -2.5(2) . . . . ?
C5 C32 C37 C36 177.17(16) . . . . ?
C6 N2 C9 C8 3.83(19) . . . . ?
C6 N2 C9 C10 -174.22(16) . . . . ?
C6 C5 C32 C33 99.53(19) . . . . ?
C6 C5 C32 C37 -79.0(2) . . . . ?
C6 C7 C8 C9 0.7(2) . . . . ?
C7 C8 C9 N2 -2.74(19) . . . . ?
C7 C8 C9 C10 175.22(17) . . . . ?
C8 C9 C10 C11 -168.85(17) . . . . ?
C8 C9 C10 C26 13.4(3) . . . . ?
C9 N2 C6 C5 174.57(16) . . . . ?
C9 N2 C6 C7 -3.40(19) . . . . ?
C9 C10 C11 N3 16.6(3) . . . . ?
C9 C10 C11 C12 -153.08(18) . . . . ?
C9 C10 C26 C27 56.5(2) . . . . ?
C9 C10 C26 C31 -125.58(18) . . . . ?
C10 C11 C12 C13 168.95(18) . . . . ?
C10 C26 C27 F10 -2.4(2) . . . . ?
C10 C26 C27 C28 176.16(16) . . . . ?
C10 C26 C31 F14 5.2(2) . . . . ?
C10 C26 C31 C30 -177.73(16) . . . . ?
C11 N3 C14 C13 -2.76(19) . . . . ?
C11 N3 C14 C15 162.74(15) . . . . ?
C11 C10 C26 C27 -121.31(18) . . . . ?
C11 C10 C26 C31 56.6(2) . . . . ?
C11 C12 C13 C14 0.2(2) . . . . ?
C12 C13 C14 N3 1.52(19) . . . . ?
C12 C13 C14 C15 -160.25(19) . . . . ?
C13 C14 C15 N4 152.77(19) . . . . ?
C13 C14 C15 C16 -15.6(4) . . . . ?
C14 N3 C11 C10 -169.15(15) . . . . ?
C14 N3 C11 C12 2.87(19) . . . . ?
C14 C15 C16 C17 166.45(19) . . . . ?
C15 N4 C18 C17 -5.15(19) . . . . ?
C15 N4 C18 C19 168.64(15) . . . . ?
C15 C16 C17 C18 -0.3(2) . . . . ?
C16 C17 C18 N4 3.25(19) . . . . ?
C16 C17 C18 C19 -169.22(18) . . . . ?
C17 C18 C19 C1 167.89(18) . . . . ?
C17 C18 C19 C20 -9.1(3) . . . . ?
C18 N4 C15 C14 -166.65(15) . . . . ?
C18 N4 C15 C16 4.98(19) . . . . ?
C18 C19 C20 C21 -61.0(2) . . . . ?
C18 C19 C20 C25 114.18(19) . . . . ?
C19 C1 C2 C3 -175.29(17) . . . . ?
C19 C20 C21 F1 -5.2(3) . . . . ?
C19 C20 C21 C22 174.53(16) . . . . ?
C19 C20 C25 F5 3.4(3) . . . . ?
C19 C20 C25 C24 -174.43(16) . . . . ?
C20 C21 C22 F2 -179.57(16) . . . . ?
C20 C21 C22 C23 0.3(3) . . . . ?
C21 C20 C25 F5 178.86(15) . . . . ?
C21 C20 C25 C24 1.0(3) . . . . ?
C21 C22 C23 F3 -178.70(17) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C22 C23 C24 F4 -178.50(17) . . . . ?
C22 C23 C24 C25 -0.2(3) . . . . ?
C23 C24 C25 F5 -178.38(16) . . . . ?
C23 C24 C25 C20 -0.5(3) . . . . ?
C25 C20 C21 F1 179.30(16) . . . . ?
C25 C20 C21 C22 -0.9(3) . . . . ?
C26 C10 C11 N3 -165.56(15) . . . . ?
C26 C10 C11 C12 24.7(3) . . . . ?
C26 C27 C28 F11 -177.23(15) . . . . ?
C26 C27 C28 C29 2.0(3) . . . . ?
C27 C26 C31 F14 -176.79(14) . . . . ?
C27 C26 C31 C30 0.3(2) . . . . ?
C27 C28 C29 F12 179.40(15) . . . . ?
C27 C28 C29 C30 -0.5(3) . . . . ?
C28 C29 C30 F13 178.30(15) . . . . ?
C28 C29 C30 C31 -0.9(3) . . . . ?
C29 C30 C31 F14 178.23(15) . . . . ?
C29 C30 C31 C26 1.1(3) . . . . ?
C31 C26 C27 F10 179.57(14) . . . . ?
C31 C26 C27 C28 -1.8(2) . . . . ?
C32 C5 C6 N2 -176.91(15) . . . . ?
C32 C5 C6 C7 0.6(3) . . . . ?
C32 C33 C34 F7 -179.05(15) . . . . ?
C32 C33 C34 C35 1.2(3) . . . . ?
C33 C32 C37 F9 178.90(15) . . . . ?
C33 C32 C37 C36 -1.5(2) . . . . ?
C33 C34 C35 C36 -1.6(3) . . . . ?
C34 C35 C36 F8 -179.40(16) . . . . ?
C34 C35 C36 C37 0.5(3) . . . . ?
C35 C36 C37 F9 -179.25(16) . . . . ?
C35 C36 C37 C32 1.1(3) . . . . ?
C37 C32 C33 F6 179.34(16) . . . . ?
C37 C32 C33 C34 0.3(2) . . . . ?
F1A C21A C22A F2A 0.1(2) . . . . ?
F1A C21A C22A C23A -179.75(15) . . . . ?
F2A C22A C23A F3A 0.2(3) . . . . ?
F2A C22A C23A C24A -178.92(15) . . . . ?
F3A C23A C24A F4A 1.1(3) . . . . ?
F3A C23A C24A C25A -179.21(16) . . . . ?
F4A C24A C25A F5A -0.6(2) . . . . ?
F4A C24A C25A C20A 178.54(15) . . . . ?
F6A C33A C34A F7A 0.6(2) . . . . ?
F6A C33A C34A C35A -179.12(15) . . . . ?
F7A C34A C35A C36A 178.96(15) . . . . ?
F8A C36A C37A F9A -0.3(2) . . . . ?
F8A C36A C37A C32A -179.25(15) . . . . ?
F10A C27A C28A F11A 1.2(2) . . . . ?
F10A C27A C28A C29A 179.46(15) . . . . ?
F11A C28A C29A F12A -1.4(3) . . . . ?
F11A C28A C29A C30A 178.56(16) . . . . ?
F12A C29A C30A F13A -2.0(3) . . . . ?
F12A C29A C30A C31A 178.61(16) . . . . ?
F13A C30A C31A F14A -0.5(2) . . . . ?
F13A C30A C31A C26A -178.56(15) . . . . ?
N1A C1A C2A C3A 2.28(19) . . . . ?
N1A C1A C19A C18A -7.2(3) . . . . ?
N1A C1A C19A C20A 171.32(15) . . . . ?
N1A C4A C5A C6A 0.6(3) . . . . ?
N1A C4A C5A C32A 176.33(15) . . . . ?
N2A C6A C7A C8A -0.49(19) . . . . ?
N2A C9A C10A C11A 4.2(3) . . . . ?
N2A C9A C10A C26A -173.03(15) . . . . ?
N3A C11A C12A C13A -3.05(19) . . . . ?
N3A C14A C15A N4A 8.2(2) . . . . ?
N3A C14A C15A C16A -153.69(19) . . . . ?
N4A C15A C16A C17A -1.08(19) . . . . ?
N4A C18A C19A C1A -17.2(3) . . . . ?
N4A C18A C19A C20A 164.18(15) . . . . ?
C1A N1A C4A C3A 3.63(18) . . . . ?
C1A N1A C4A C5A -174.59(15) . . . . ?
C1A C2A C3A C4A -0.2(2) . . . . ?
C1A C19A C20A C21A 122.17(18) . . . . ?
C1A C19A C20A C25A -62.9(2) . . . . ?
C2A C1A C19A C18A 170.57(17) . . . . ?
C2A C1A C19A C20A -10.9(3) . . . . ?
C2A C3A C4A N1A -2.06(19) . . . . ?
C2A C3A C4A C5A 176.04(17) . . . . ?
C3A C4A C5A C6A -177.18(17) . . . . ?
C3A C4A C5A C32A -1.4(3) . . . . ?
C4A N1A C1A C2A -3.71(18) . . . . ?
C4A N1A C1A C19A 174.55(16) . . . . ?
C4A C5A C6A N2A 4.3(3) . . . . ?
C4A C5A C6A C7A -173.24(16) . . . . ?
C4A C5A C32A C33A -107.22(18) . . . . ?
C4A C5A C32A C37A 73.5(2) . . . . ?
C5A C6A C7A C8A 177.40(16) . . . . ?
C5A C32A C33A F6A 1.1(2) . . . . ?
C5A C32A C33A C34A -179.02(15) . . . . ?
C5A C32A C37A F9A -0.9(2) . . . . ?
C5A C32A C37A C36A 178.06(15) . . . . ?
C6A N2A C9A C8A 1.05(18) . . . . ?
C6A N2A C9A C10A -175.99(16) . . . . ?
C6A C5A C32A C33A 69.0(2) . . . . ?
C6A C5A C32A C37A -110.27(19) . . . . ?
C6A C7A C8A C9A 1.09(19) . . . . ?
C7A C8A C9A N2A -1.37(19) . . . . ?
C7A C8A C9A C10A 175.62(16) . . . . ?
C8A C9A C10A C11A -172.38(16) . . . . ?
C8A C9A C10A C26A 10.4(3) . . . . ?
C9A N2A C6A C5A -178.23(16) . . . . ?
C9A N2A C6A C7A -0.37(18) . . . . ?
C9A C10A C11A N3A 3.0(2) . . . . ?
C9A C10A C11A C12A -167.30(18) . . . . ?
C9A C10A C26A C27A 61.9(2) . . . . ?
C9A C10A C26A C31A -122.57(18) . . . . ?
C10A C11A C12A C13A 168.14(19) . . . . ?
C10A C26A C27A F10A -4.2(2) . . . . ?
C10A C26A C27A C28A 173.79(16) . . . . ?
C10A C26A C31A F14A 7.0(2) . . . . ?
C10A C26A C31A C30A -174.96(16) . . . . ?
C11A N3A C14A C13A -4.78(19) . . . . ?
C11A N3A C14A C15A 167.27(15) . . . . ?
C11A C10A C26A C27A -115.45(18) . . . . ?
C11A C10A C26A C31A 60.0(2) . . . . ?
C11A C12A C13A C14A 0.2(2) . . . . ?
C12A C13A C14A N3A 2.7(2) . . . . ?
C12A C13A C14A C15A -167.0(2) . . . . ?
C13A C14A C15A N4A 177.13(19) . . . . ?
C13A C14A C15A C16A 15.2(4) . . . . ?
C14A N3A C11A C10A -167.92(15) . . . . ?
C14A N3A C11A C12A 4.90(19) . . . . ?
C14A C15A C16A C17A 161.90(19) . . . . ?
C15A N4A C18A C17A -2.57(19) . . . . ?
C15A N4A C18A C19A 169.88(15) . . . . ?
C15A C16A C17A C18A -0.5(2) . . . . ?
C16A C17A C18A N4A 1.86(19) . . . . ?
C16A C17A C18A C19A -169.49(18) . . . . ?
C17A C18A C19A C1A 153.12(18) . . . . ?
C17A C18A C19A C20A -25.5(3) . . . . ?
C18A N4A C15A C14A -164.37(15) . . . . ?
C18A N4A C15A C16A 2.30(19) . . . . ?
C18A C19A C20A C21A -59.2(2) . . . . ?
C18A C19A C20A C25A 115.76(19) . . . . ?
C19A C1A C2A C3A -175.87(17) . . . . ?
C19A C20A C21A F1A -6.1(2) . . . . ?
C19A C20A C21A C22A 174.78(16) . . . . ?
C19A C20A C25A F5A 5.3(3) . . . . ?
C19A C20A C25A C24A -173.78(16) . . . . ?
C20A C21A C22A F2A 179.24(15) . . . . ?
C20A C21A C22A C23A -0.6(3) . . . . ?
C21A C20A C25A F5A -179.54(14) . . . . ?
C21A C20A C25A C24A 1.4(3) . . . . ?
C21A C22A C23A F3A -179.99(16) . . . . ?
C21A C22A C23A C24A 0.9(3) . . . . ?
C22A C23A C24A F4A -179.73(15) . . . . ?
C22A C23A C24A C25A -0.1(3) . . . . ?
C23A C24A C25A F5A 179.79(15) . . . . ?
C23A C24A C25A C20A -1.1(3) . . . . ?
C25A C20A C21A F1A 178.61(15) . . . . ?
C25A C20A C21A C22A -0.6(3) . . . . ?
C26A C10A C11A N3A -179.63(15) . . . . ?
C26A C10A C11A C12A 10.0(3) . . . . ?
C26A C27A C28A F11A -176.82(15) . . . . ?
C26A C27A C28A C29A 1.5(3) . . . . ?
C27A C26A C31A F14A -177.18(14) . . . . ?
C27A C26A C31A C30A 0.8(2) . . . . ?
C27A C28A C29A F12A -179.70(16) . . . . ?
C27A C28A C29A C30A 0.3(3) . . . . ?
C28A C29A C30A F13A 178.02(16) . . . . ?
C28A C29A C30A C31A -1.4(3) . . . . ?
C29A C30A C31A F14A 178.85(15) . . . . ?
C29A C30A C31A C26A 0.8(3) . . . . ?
C31A C26A C27A F10A -179.90(14) . . . . ?
C31A C26A C27A C28A -2.0(2) . . . . ?
C32A C5A C6A N2A -171.43(15) . . . . ?
C32A C5A C6A C7A 11.0(2) . . . . ?
C32A C33A C34A F7A -179.25(15) . . . . ?
C32A C33A C34A C35A 1.0(3) . . . . ?
C33A C32A C37A F9A 179.86(14) . . . . ?
C33A C32A C37A C36A -1.2(2) . . . . ?
C33A C34A C35A C36A -1.3(3) . . . . ?
C34A C35A C36A F8A -179.47(15) . . . . ?
C34A C35A C36A C37A 0.4(3) . . . . ?
C35A C36A C37A F9A 179.86(15) . . . . ?
C35A C36A C37A C32A 0.9(3) . . . . ?
C37A C32A C33A F6A -179.61(14) . . . . ?
C37A C32A C33A C34A 0.3(2) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6069(5)
2 0.3931(5)
####################################################################### 
# 
# 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_Compound_19
_database_code_depnum_ccdc_archive 'CCDC 1910517'
loop_
_audit_author_name
_audit_author_address
'Yoann Rousselin'
;Universite de Bourgogne Franche Comte
France
;
_audit_update_record             
;
2019-04-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_publcif_datablock.id            {5a668f7d-2a02-4715-8678-971e916e47b3}

_audit_creation_date             2019-02-14
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H24 F12 N6, C2 H6 O'
_chemical_formula_sum            'C43 H30 F12 N6 O'
_chemical_formula_weight         874.73
_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'
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'
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           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                   20.6155(9)
_cell_length_b                   7.3748(3)
_cell_length_c                   24.8188(11)
_cell_angle_alpha                90
_cell_angle_beta                 91.5372(16)
_cell_angle_gamma                90
_cell_volume                     3772.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9816
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      66.53
_cell_measurement_theta_min      2.75
_shelx_estimated_absorpt_T_max   0.815
_shelx_estimated_absorpt_T_min   0.549
_exptl_absorpt_coefficient_mu    1.188
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_correction_T_min  0.51
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 43010 reflections, Rint = 0.0431
 (33444 with I > 3sig(I), Rint = 0.0419)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1784
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Ethanol'
_exptl_crystal_size_max          0.574
_exptl_crystal_size_mid          0.372
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            11209
_diffrn_reflns_point_group_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        66.633
_diffrn_reflns_theta_max         66.633
_diffrn_reflns_theta_min         2.750
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean '1024 x 1024'
_diffrn_detector_type            'Photon 100'
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       "φ and ω scans'"
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'QUAZAR MX multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Cu
_diffrn_source_type              'high brilliance microfocus sealed tube, Cu'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10026
_reflns_number_total             11209
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     575
_refine_ls_number_reflns         11209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0491
_refine_ls_R_factor_gt           0.0439
_refine_ls_restrained_S_all      1.031
_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)+(0.0651P)²+1.6310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1210
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7088(8)
 0.2912(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3.a Fixed occupancy and ADP/Uiso:
 H1, H2, H3
3.b Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3A), C6(H6), C7(H7), C11(H11), C12(H12), C16(H16), C17(H17),
 C39(H39)
3.d Idealised Me refined as rotating group:
 C42(H42A,H42B,H42C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C34(H34A,H34B,
 H34C), C35(H35A,H35B,H35C)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_atom_sites_solution_hydrogens   mixed
_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
F1 F 0.49084(6) 0.33968(18) 0.24460(6) 0.0339(3) Uani 1 1 d . . . . .
F2 F 0.37352(6) 0.37952(19) 0.20203(5) 0.0326(3) Uani 1 1 d . . . . .
F3 F 0.37753(6) 1.00170(18) 0.24969(5) 0.0316(3) Uani 1 1 d . . . . .
F4 F 0.49256(6) 0.95633(17) 0.29706(5) 0.0273(3) Uani 1 1 d . . . . .
F5 F 0.64221(8) 1.04374(19) 0.52412(6) 0.0427(4) Uani 1 1 d . . . . .
F6 F 0.60877(8) 1.07136(19) 0.62653(6) 0.0416(4) Uani 1 1 d . . . . .
F7 F 0.63042(7) 0.43964(18) 0.64748(5) 0.0332(3) Uani 1 1 d . . . . .
F8 F 0.66216(7) 0.41038(17) 0.54400(5) 0.0324(3) Uani 1 1 d . . . . .
F9 F 0.93516(6) 0.97412(18) 0.41694(5) 0.0322(3) Uani 1 1 d . . . . .
F10 F 1.06059(7) 1.02280(19) 0.43619(6) 0.0393(3) Uani 1 1 d . . . . .
F11 F 1.09925(6) 0.40738(19) 0.39164(6) 0.0355(3) Uani 1 1 d . . . . .
F12 F 0.97503(6) 0.36225(19) 0.37087(6) 0.0353(3) Uani 1 1 d . . . . .
N1 N 0.79593(9) 0.5575(3) 0.31585(8) 0.0262(4) Uani 1 1 d . . . . .
H1 H 0.7708(14) 0.584(4) 0.3377(11) 0.031 Uiso 1 1 d . . . . .
C42 C 0.60049(14) 0.1973(4) 0.40253(12) 0.0436(6) Uani 1 1 d . . . . .
H42A H 0.588490 0.196518 0.364051 0.065 Uiso 1 1 calc GR . . . .
H42B H 0.586829 0.312088 0.418572 0.065 Uiso 1 1 calc GR . . . .
H42C H 0.579000 0.096308 0.420487 0.065 Uiso 1 1 calc GR . . . .
N2 N 0.67402(9) 0.5275(3) 0.28488(7) 0.0239(4) Uani 1 1 d . . . . .
H2 H 0.6790(13) 0.463(4) 0.3137(11) 0.029 Uiso 1 1 d . . . . .
N3 N 0.63036(9) 0.6720(3) 0.38039(7) 0.0236(4) Uani 1 1 d . . . . .
H3 H 0.6684(13) 0.676(3) 0.3662(10) 0.028 Uiso 1 1 d . . . . .
N4 N 0.76642(9) 0.6624(3) 0.41403(7) 0.0258(4) Uani 1 1 d . . . . .
N5 N 1.15187(9) 0.7564(3) 0.42369(9) 0.0366(5) Uani 1 1 d . . . . .
N6 N 0.30794(10) 0.7132(3) 0.20249(8) 0.0418(6) Uani 1 1 d . . . . .
C1 C 0.85971(10) 0.5855(3) 0.32824(9) 0.0247(4) Uani 1 1 d . . . . .
C2 C 0.89235(11) 0.5651(3) 0.27893(9) 0.0269(5) Uani 1 1 d . . . . .
H2A H 0.937841 0.573830 0.274324 0.032 Uiso 1 1 calc R . . . .
C3 C 0.84632(11) 0.5303(3) 0.23890(9) 0.0273(5) Uani 1 1 d . . . . .
H3A H 0.854627 0.510741 0.201886 0.033 Uiso 1 1 calc R . . . .
C4 C 0.78466(11) 0.5288(3) 0.26245(9) 0.0252(4) Uani 1 1 d . . . . .
C5 C 0.71890(11) 0.5235(3) 0.24472(9) 0.0250(4) Uani 1 1 d . . . . .
C6 C 0.68503(11) 0.5584(3) 0.19578(9) 0.0288(5) Uani 1 1 d . . . . .
H6 H 0.703163 0.561261 0.161001 0.035 Uiso 1 1 calc R . . . .
C7 C 0.62068(11) 0.5876(3) 0.20742(9) 0.0280(5) Uani 1 1 d . . . . .
H7 H 0.586792 0.613129 0.181856 0.034 Uiso 1 1 calc R . . . .
C8 C 0.61377(10) 0.5731(3) 0.26378(8) 0.0234(4) Uani 1 1 d . . . . .
C9 C 0.56271(10) 0.6215(3) 0.29766(8) 0.0249(4) Uani 1 1 d . . . . .
C10 C 0.57152(10) 0.6570(3) 0.35298(9) 0.0252(4) Uani 1 1 d . . . . .
C11 C 0.52345(11) 0.6781(3) 0.39280(9) 0.0277(5) Uani 1 1 d . . . . .
H11 H 0.477838 0.677714 0.386218 0.033 Uiso 1 1 calc R . . . .
C12 C 0.55392(10) 0.6988(3) 0.44194(9) 0.0266(5) Uani 1 1 d . . . . .
H12 H 0.533072 0.713649 0.475331 0.032 Uiso 1 1 calc R . . . .
C13 C 0.62249(10) 0.6945(3) 0.43470(8) 0.0239(4) Uani 1 1 d . . . . .
C14 C 0.67339(10) 0.7076(3) 0.47303(8) 0.0234(4) Uani 1 1 d . . . . .
C15 C 0.74040(10) 0.6988(3) 0.46311(8) 0.0241(4) Uani 1 1 d . . . . .
C16 C 0.79186(10) 0.7290(3) 0.50260(8) 0.0258(4) Uani 1 1 d . . . . .
H16 H 0.786748 0.755773 0.539689 0.031 Uiso 1 1 calc R . . . .
C17 C 0.84870(10) 0.7122(3) 0.47715(9) 0.0265(5) Uani 1 1 d . . . . .
H17 H 0.890904 0.725703 0.492955 0.032 Uiso 1 1 calc R . . . .
C18 C 0.83339(10) 0.6700(3) 0.42172(9) 0.0250(4) Uani 1 1 d . . . . .
C19 C 0.87855(10) 0.6378(3) 0.38083(9) 0.0249(4) Uani 1 1 d . . . . .
C20 C 0.94903(10) 0.6655(3) 0.39300(8) 0.0258(5) Uani 1 1 d . . . . .
C21 C 0.99454(11) 0.5293(3) 0.38627(9) 0.0276(5) Uani 1 1 d . . . . .
C22 C 1.06025(11) 0.5531(3) 0.39708(9) 0.0287(5) Uani 1 1 d . . . . .
C23 C 1.08605(11) 0.7183(3) 0.41462(9) 0.0303(5) Uani 1 1 d . . . . .
C24 C 1.04008(11) 0.8558(3) 0.42106(9) 0.0302(5) Uani 1 1 d . . . . .
C25 C 0.97446(11) 0.8306(3) 0.41090(9) 0.0271(5) Uani 1 1 d . . . . .
C26 C 1.19945(12) 0.6554(4) 0.39307(12) 0.0430(6) Uani 1 1 d . . . . .
H26A H 1.207785 0.538084 0.410445 0.064 Uiso 1 1 calc GR . . . .
H26B H 1.239960 0.724709 0.391959 0.064 Uiso 1 1 calc GR . . . .
H26C H 1.182536 0.635736 0.356252 0.064 Uiso 1 1 calc GR . . . .
C27 C 1.17257(13) 0.7920(4) 0.47948(12) 0.0464(7) Uani 1 1 d . . . . .
H27A H 1.139613 0.865217 0.497101 0.070 Uiso 1 1 calc GR . . . .
H27B H 1.213870 0.857870 0.480017 0.070 Uiso 1 1 calc GR . . . .
H27C H 1.178112 0.676781 0.498731 0.070 Uiso 1 1 calc GR . . . .
C28 C 0.49730(10) 0.6460(3) 0.27269(8) 0.0240(4) Uani 1 1 d . . . . .
C29 C 0.46437(11) 0.5071(3) 0.24560(8) 0.0256(5) Uani 1 1 d . . . . .
C30 C 0.40332(10) 0.5278(3) 0.22285(8) 0.0261(5) Uani 1 1 d . . . . .
C31 C 0.37006(10) 0.6925(3) 0.22392(8) 0.0262(5) Uani 1 1 d . . . . .
C32 C 0.40378(11) 0.8337(3) 0.24953(8) 0.0253(4) Uani 1 1 d . . . . .
C33 C 0.46415(10) 0.8103(3) 0.27359(8) 0.0247(4) Uani 1 1 d . . . . .
C34 C 0.28831(11) 0.6328(3) 0.15200(9) 0.0297(5) Uani 1 1 d . . . . .
H34A H 0.326673 0.588893 0.133502 0.045 Uiso 1 1 calc GR . . . .
H34B H 0.265855 0.723526 0.129495 0.045 Uiso 1 1 calc GR . . . .
H34C H 0.258994 0.530953 0.158512 0.045 Uiso 1 1 calc GR . . . .
C35 C 0.25933(11) 0.8152(4) 0.23031(10) 0.0330(5) Uani 1 1 d . . . . .
H35A H 0.275528 0.844738 0.266746 0.049 Uiso 1 1 calc GR . . . .
H35B H 0.219670 0.742620 0.232550 0.049 Uiso 1 1 calc GR . . . .
H35C H 0.249784 0.927487 0.210529 0.049 Uiso 1 1 calc GR . . . .
C36 C 0.65373(10) 0.7261(3) 0.53048(8) 0.0229(4) Uani 1 1 d . . . . .
C37 C 0.63865(11) 0.8911(3) 0.55343(9) 0.0273(5) Uani 1 1 d . . . . .
C38 C 0.62029(11) 0.9056(3) 0.60655(9) 0.0286(5) Uani 1 1 d . . . . .
C39 C 0.61613(10) 0.7555(3) 0.63890(8) 0.0264(5) Uani 1 1 d . . . . .
H39 H 0.602989 0.765103 0.675181 0.032 Uiso 1 1 calc R . . . .
C40 C 0.63164(10) 0.5910(3) 0.61694(8) 0.0245(4) Uani 1 1 d . . . . .
C41 C 0.64942(10) 0.5755(3) 0.56363(9) 0.0240(4) Uani 1 1 d . . . . .
O1 O 0.70712(9) 0.3045(2) 0.37754(7) 0.0367(4) Uani 1 1 d . . . . .
H1A H 0.732174 0.365924 0.397587 0.055 Uiso 1 1 calc GR . . . .
C43 C 0.67267(14) 0.1774(4) 0.40937(11) 0.0444(6) Uani 1 1 d . . . . .
H43A H 0.685160 0.194868 0.447814 0.053 Uiso 1 1 calc R . . . .
H43B H 0.685284 0.052921 0.399038 0.053 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C29 1.350(3) . ?
F2 C30 1.350(3) . ?
F3 C32 1.352(3) . ?
F4 C33 1.350(2) . ?
F5 C37 1.343(3) . ?
F6 C38 1.343(3) . ?
F7 C40 1.350(2) . ?
F8 C41 1.340(3) . ?
F9 C25 1.344(3) . ?
F10 C24 1.352(3) . ?
F11 C22 1.351(3) . ?
F12 C21 1.348(3) . ?
N1 H1 0.79(3) . ?
N1 C1 1.358(3) . ?
N1 C4 1.356(3) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C42 C43 1.500(4) . ?
N2 H2 0.86(3) . ?
N2 C5 1.378(3) . ?
N2 C8 1.376(3) . ?
N3 H3 0.87(3) . ?
N3 C10 1.379(3) . ?
N3 C13 1.372(3) . ?
N4 C15 1.371(3) . ?
N4 C18 1.390(3) . ?
N5 C23 1.398(3) . ?
N5 C26 1.461(3) . ?
N5 C27 1.462(4) . ?
N6 C31 1.382(3) . ?
N6 C34 1.435(3) . ?
N6 C35 1.444(3) . ?
C1 C2 1.420(3) . ?
C1 C19 1.406(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.379(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.413(3) . ?
C4 C5 1.415(3) . ?
C5 C6 1.408(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.382(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.414(3) . ?
C8 C9 1.411(3) . ?
C9 C10 1.405(3) . ?
C9 C28 1.480(3) . ?
C10 C11 1.427(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.366(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.430(3) . ?
C13 C14 1.401(3) . ?
C14 C15 1.411(3) . ?
C14 C36 1.499(3) . ?
C15 C16 1.442(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.352(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.437(3) . ?
C18 C19 1.416(3) . ?
C19 C20 1.490(3) . ?
C20 C21 1.388(3) . ?
C20 C25 1.393(3) . ?
C21 C22 1.385(3) . ?
C22 C23 1.394(3) . ?
C23 C24 1.400(3) . ?
C24 C25 1.382(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.392(3) . ?
C28 C33 1.392(3) . ?
C29 C30 1.374(3) . ?
C30 C31 1.395(3) . ?
C31 C32 1.396(3) . ?
C32 C33 1.377(3) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 C37 1.383(3) . ?
C36 C41 1.387(3) . ?
C37 C38 1.385(3) . ?
C38 C39 1.372(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.371(3) . ?
C40 C41 1.387(3) . ?
O1 H1A 0.8400 . ?
O1 C43 1.427(3) . ?
C43 H43A 0.9900 . ?
C43 H43B 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
C1 N1 H1 117(2) . . ?
C4 N1 H1 128(2) . . ?
C4 N1 C1 112.61(19) . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C43 C42 H42A 109.5 . . ?
C43 C42 H42B 109.5 . . ?
C43 C42 H42C 109.5 . . ?
C5 N2 H2 121.4(17) . . ?
C8 N2 H2 122.3(17) . . ?
C8 N2 C5 110.27(18) . . ?
C10 N3 H3 126.5(17) . . ?
C13 N3 H3 121.7(17) . . ?
C13 N3 C10 111.63(18) . . ?
C15 N4 C18 106.32(17) . . ?
C23 N5 C26 118.4(2) . . ?
C23 N5 C27 116.5(2) . . ?
C26 N5 C27 113.7(2) . . ?
C31 N6 C34 121.82(19) . . ?
C31 N6 C35 121.44(19) . . ?
C34 N6 C35 116.74(18) . . ?
N1 C1 C2 105.47(19) . . ?
N1 C1 C19 119.58(19) . . ?
C19 C1 C2 134.7(2) . . ?
C1 C2 H2A 126.0 . . ?
C3 C2 C1 107.9(2) . . ?
C3 C2 H2A 126.0 . . ?
C2 C3 H3A 125.9 . . ?
C2 C3 C4 108.21(19) . . ?
C4 C3 H3A 125.9 . . ?
N1 C4 C3 105.70(19) . . ?
N1 C4 C5 116.49(19) . . ?
C3 C4 C5 137.4(2) . . ?
N2 C5 C4 115.51(19) . . ?
N2 C5 C6 107.03(19) . . ?
C6 C5 C4 135.4(2) . . ?
C5 C6 H6 126.1 . . ?
C7 C6 C5 107.73(19) . . ?
C7 C6 H6 126.1 . . ?
C6 C7 H7 125.7 . . ?
C6 C7 C8 108.53(19) . . ?
C8 C7 H7 125.7 . . ?
N2 C8 C7 106.32(18) . . ?
N2 C8 C9 121.01(19) . . ?
C9 C8 C7 131.8(2) . . ?
C8 C9 C28 117.87(19) . . ?
C10 C9 C8 123.43(19) . . ?
C10 C9 C28 118.61(19) . . ?
N3 C10 C9 125.86(19) . . ?
N3 C10 C11 105.53(18) . . ?
C9 C10 C11 128.6(2) . . ?
C10 C11 H11 125.7 . . ?
C12 C11 C10 108.6(2) . . ?
C12 C11 H11 125.7 . . ?
C11 C12 H12 125.7 . . ?
C11 C12 C13 108.54(19) . . ?
C13 C12 H12 125.7 . . ?
N3 C13 C12 105.63(18) . . ?
N3 C13 C14 124.70(19) . . ?
C14 C13 C12 129.66(19) . . ?
C13 C14 C15 126.69(19) . . ?
C13 C14 C36 115.82(18) . . ?
C15 C14 C36 117.46(18) . . ?
N4 C15 C14 124.91(19) . . ?
N4 C15 C16 109.63(18) . . ?
C14 C15 C16 125.45(19) . . ?
C15 C16 H16 126.3 . . ?
C17 C16 C15 107.42(19) . . ?
C17 C16 H16 126.3 . . ?
C16 C17 H17 126.4 . . ?
C16 C17 C18 107.23(19) . . ?
C18 C17 H17 126.4 . . ?
N4 C18 C17 109.40(18) . . ?
N4 C18 C19 124.39(19) . . ?
C19 C18 C17 126.2(2) . . ?
C1 C19 C18 122.8(2) . . ?
C1 C19 C20 117.99(19) . . ?
C18 C19 C20 119.23(19) . . ?
C21 C20 C19 122.4(2) . . ?
C21 C20 C25 114.9(2) . . ?
C25 C20 C19 122.7(2) . . ?
F12 C21 C20 119.88(19) . . ?
F12 C21 C22 117.0(2) . . ?
C22 C21 C20 123.1(2) . . ?
F11 C22 C21 117.5(2) . . ?
F11 C22 C23 120.2(2) . . ?
C21 C22 C23 122.3(2) . . ?
N5 C23 C24 119.5(2) . . ?
C22 C23 N5 125.9(2) . . ?
C22 C23 C24 114.5(2) . . ?
F10 C24 C23 119.0(2) . . ?
F10 C24 C25 118.1(2) . . ?
C25 C24 C23 122.9(2) . . ?
F9 C25 C20 120.07(19) . . ?
F9 C25 C24 117.6(2) . . ?
C24 C25 C20 122.3(2) . . ?
N5 C26 H26A 109.5 . . ?
N5 C26 H26B 109.5 . . ?
N5 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N5 C27 H27A 109.5 . . ?
N5 C27 H27B 109.5 . . ?
N5 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C9 122.6(2) . . ?
C33 C28 C9 122.8(2) . . ?
C33 C28 C29 114.54(19) . . ?
F1 C29 C28 119.33(19) . . ?
F1 C29 C30 117.4(2) . . ?
C30 C29 C28 123.1(2) . . ?
F2 C30 C29 118.0(2) . . ?
F2 C30 C31 119.56(19) . . ?
C29 C30 C31 122.3(2) . . ?
N6 C31 C30 122.7(2) . . ?
N6 C31 C32 122.5(2) . . ?
C30 C31 C32 114.77(19) . . ?
F3 C32 C31 119.38(19) . . ?
F3 C32 C33 118.1(2) . . ?
C33 C32 C31 122.5(2) . . ?
F4 C33 C28 119.57(18) . . ?
F4 C33 C32 117.66(19) . . ?
C32 C33 C28 122.7(2) . . ?
N6 C34 H34A 109.5 . . ?
N6 C34 H34B 109.5 . . ?
N6 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N6 C35 H35A 109.5 . . ?
N6 C35 H35B 109.5 . . ?
N6 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 C14 122.80(19) . . ?
C37 C36 C41 116.24(19) . . ?
C41 C36 C14 120.96(19) . . ?
F5 C37 C36 119.88(19) . . ?
F5 C37 C38 118.1(2) . . ?
C36 C37 C38 122.0(2) . . ?
F6 C38 C37 118.5(2) . . ?
F6 C38 C39 120.28(19) . . ?
C39 C38 C37 121.2(2) . . ?
C38 C39 H39 121.2 . . ?
C40 C39 C38 117.56(19) . . ?
C40 C39 H39 121.2 . . ?
F7 C40 C39 120.03(18) . . ?
F7 C40 C41 118.48(19) . . ?
C39 C40 C41 121.5(2) . . ?
F8 C41 C36 119.73(18) . . ?
F8 C41 C40 118.75(19) . . ?
C36 C41 C40 121.5(2) . . ?
C43 O1 H1A 109.5 . . ?
C42 C43 H43A 109.1 . . ?
C42 C43 H43B 109.1 . . ?
O1 C43 C42 112.3(2) . . ?
O1 C43 H43A 109.1 . . ?
O1 C43 H43B 109.1 . . ?
H43A C43 H43B 107.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N4 0.79(3) 1.98(3) 2.643(3) 141(3) . yes
N2 H2 O1 0.86(3) 2.04(3) 2.894(3) 170(2) . yes
N3 H3 N4 0.87(3) 2.32(3) 2.906(3) 125(2) . yes
O1 H1A N4 0.84 2.33 3.037(3) 142.0 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C29 C30 F2 1.2(3) . . . . ?
F1 C29 C30 C31 176.84(19) . . . . ?
F2 C30 C31 N6 -2.6(3) . . . . ?
F2 C30 C31 C32 175.90(18) . . . . ?
F3 C32 C33 F4 1.7(3) . . . . ?
F3 C32 C33 C28 -175.80(19) . . . . ?
F5 C37 C38 F6 -1.9(3) . . . . ?
F5 C37 C38 C39 -179.5(2) . . . . ?
F6 C38 C39 C40 -176.8(2) . . . . ?
F7 C40 C41 F8 2.6(3) . . . . ?
F7 C40 C41 C36 -177.89(18) . . . . ?
F10 C24 C25 F9 -0.2(3) . . . . ?
F10 C24 C25 C20 177.3(2) . . . . ?
F11 C22 C23 N5 5.7(4) . . . . ?
F11 C22 C23 C24 -177.0(2) . . . . ?
F12 C21 C22 F11 -0.4(3) . . . . ?
F12 C21 C22 C23 -178.3(2) . . . . ?
N1 C1 C2 C3 1.5(3) . . . . ?
N1 C1 C19 C18 -2.5(3) . . . . ?
N1 C1 C19 C20 179.4(2) . . . . ?
N1 C4 C5 N2 -7.1(3) . . . . ?
N1 C4 C5 C6 154.0(3) . . . . ?
N2 C5 C6 C7 1.6(3) . . . . ?
N2 C8 C9 C10 11.2(3) . . . . ?
N2 C8 C9 C28 -172.4(2) . . . . ?
N3 C10 C11 C12 -1.8(3) . . . . ?
N3 C13 C14 C15 -0.5(4) . . . . ?
N3 C13 C14 C36 -178.19(19) . . . . ?
N4 C15 C16 C17 0.5(3) . . . . ?
N4 C18 C19 C1 -3.2(4) . . . . ?
N4 C18 C19 C20 174.8(2) . . . . ?
N5 C23 C24 F10 -0.3(3) . . . . ?
N5 C23 C24 C25 177.5(2) . . . . ?
N6 C31 C32 F3 -5.8(3) . . . . ?
N6 C31 C32 C33 176.2(2) . . . . ?
C1 N1 C4 C3 2.8(3) . . . . ?
C1 N1 C4 C5 -171.47(19) . . . . ?
C1 C2 C3 C4 0.1(3) . . . . ?
C1 C19 C20 C21 -58.4(3) . . . . ?
C1 C19 C20 C25 120.2(2) . . . . ?
C2 C1 C19 C18 171.3(2) . . . . ?
C2 C1 C19 C20 -6.8(4) . . . . ?
C2 C3 C4 N1 -1.7(3) . . . . ?
C2 C3 C4 C5 170.7(3) . . . . ?
C3 C4 C5 N2 -178.9(3) . . . . ?
C3 C4 C5 C6 -17.8(5) . . . . ?
C4 N1 C1 C2 -2.7(3) . . . . ?
C4 N1 C1 C19 172.7(2) . . . . ?
C4 C5 C6 C7 -160.7(3) . . . . ?
C5 N2 C8 C7 3.5(2) . . . . ?
C5 N2 C8 C9 -167.2(2) . . . . ?
C5 C6 C7 C8 0.6(3) . . . . ?
C6 C7 C8 N2 -2.5(3) . . . . ?
C6 C7 C8 C9 166.8(2) . . . . ?
C7 C8 C9 C10 -156.8(2) . . . . ?
C7 C8 C9 C28 19.6(4) . . . . ?
C8 N2 C5 C4 163.06(19) . . . . ?
C8 N2 C5 C6 -3.2(3) . . . . ?
C8 C9 C10 N3 8.5(4) . . . . ?
C8 C9 C10 C11 -168.9(2) . . . . ?
C8 C9 C28 C29 60.7(3) . . . . ?
C8 C9 C28 C33 -118.2(2) . . . . ?
C9 C10 C11 C12 175.9(2) . . . . ?
C9 C28 C29 F1 4.2(3) . . . . ?
C9 C28 C29 C30 179.2(2) . . . . ?
C9 C28 C33 F4 1.4(3) . . . . ?
C9 C28 C33 C32 178.8(2) . . . . ?
C10 N3 C13 C12 -1.6(2) . . . . ?
C10 N3 C13 C14 177.8(2) . . . . ?
C10 C9 C28 C29 -122.7(2) . . . . ?
C10 C9 C28 C33 58.4(3) . . . . ?
C10 C11 C12 C13 0.9(3) . . . . ?
C11 C12 C13 N3 0.4(2) . . . . ?
C11 C12 C13 C14 -179.0(2) . . . . ?
C12 C13 C14 C15 178.7(2) . . . . ?
C12 C13 C14 C36 1.0(3) . . . . ?
C13 N3 C10 C9 -175.7(2) . . . . ?
C13 N3 C10 C11 2.1(2) . . . . ?
C13 C14 C15 N4 -5.0(4) . . . . ?
C13 C14 C15 C16 174.0(2) . . . . ?
C13 C14 C36 C37 -84.8(3) . . . . ?
C13 C14 C36 C41 94.8(2) . . . . ?
C14 C15 C16 C17 -178.7(2) . . . . ?
C14 C36 C37 F5 -0.9(3) . . . . ?
C14 C36 C37 C38 179.7(2) . . . . ?
C14 C36 C41 F8 -0.9(3) . . . . ?
C14 C36 C41 C40 179.6(2) . . . . ?
C15 N4 C18 C17 0.0(2) . . . . ?
C15 N4 C18 C19 179.1(2) . . . . ?
C15 C14 C36 C37 97.3(3) . . . . ?
C15 C14 C36 C41 -83.1(3) . . . . ?
C15 C16 C17 C18 -0.4(3) . . . . ?
C16 C17 C18 N4 0.3(3) . . . . ?
C16 C17 C18 C19 -178.8(2) . . . . ?
C17 C18 C19 C1 175.7(2) . . . . ?
C17 C18 C19 C20 -6.3(3) . . . . ?
C18 N4 C15 C14 178.9(2) . . . . ?
C18 N4 C15 C16 -0.3(2) . . . . ?
C18 C19 C20 C21 123.4(2) . . . . ?
C18 C19 C20 C25 -57.9(3) . . . . ?
C19 C1 C2 C3 -172.9(3) . . . . ?
C19 C20 C21 F12 -3.5(3) . . . . ?
C19 C20 C21 C22 179.6(2) . . . . ?
C19 C20 C25 F9 -1.2(3) . . . . ?
C19 C20 C25 C24 -178.7(2) . . . . ?
C20 C21 C22 F11 176.6(2) . . . . ?
C20 C21 C22 C23 -1.4(4) . . . . ?
C21 C20 C25 F9 177.55(19) . . . . ?
C21 C20 C25 C24 0.0(3) . . . . ?
C21 C22 C23 N5 -176.4(2) . . . . ?
C21 C22 C23 C24 0.9(3) . . . . ?
C22 C23 C24 F10 -177.8(2) . . . . ?
C22 C23 C24 C25 0.0(3) . . . . ?
C23 C24 C25 F9 -178.0(2) . . . . ?
C23 C24 C25 C20 -0.5(4) . . . . ?
C25 C20 C21 F12 177.73(19) . . . . ?
C25 C20 C21 C22 0.9(3) . . . . ?
C26 N5 C23 C22 27.6(3) . . . . ?
C26 N5 C23 C24 -149.6(2) . . . . ?
C27 N5 C23 C22 -113.6(3) . . . . ?
C27 N5 C23 C24 69.2(3) . . . . ?
C28 C9 C10 N3 -167.9(2) . . . . ?
C28 C9 C10 C11 14.8(4) . . . . ?
C28 C29 C30 F2 -173.87(19) . . . . ?
C28 C29 C30 C31 1.8(3) . . . . ?
C29 C28 C33 F4 -177.58(17) . . . . ?
C29 C28 C33 C32 -0.2(3) . . . . ?
C29 C30 C31 N6 -178.1(2) . . . . ?
C29 C30 C31 C32 0.4(3) . . . . ?
C30 C31 C32 F3 175.77(18) . . . . ?
C30 C31 C32 C33 -2.3(3) . . . . ?
C31 C32 C33 F4 179.76(18) . . . . ?
C31 C32 C33 C28 2.3(3) . . . . ?
C33 C28 C29 F1 -176.80(18) . . . . ?
C33 C28 C29 C30 -1.8(3) . . . . ?
C34 N6 C31 C30 -41.8(4) . . . . ?
C34 N6 C31 C32 139.9(2) . . . . ?
C35 N6 C31 C30 137.4(2) . . . . ?
C35 N6 C31 C32 -40.9(4) . . . . ?
C36 C14 C15 N4 172.6(2) . . . . ?
C36 C14 C15 C16 -8.3(3) . . . . ?
C36 C37 C38 F6 177.5(2) . . . . ?
C36 C37 C38 C39 -0.1(4) . . . . ?
C37 C36 C41 F8 178.82(19) . . . . ?
C37 C36 C41 C40 -0.7(3) . . . . ?
C37 C38 C39 C40 0.8(3) . . . . ?
C38 C39 C40 F7 177.84(19) . . . . ?
C38 C39 C40 C41 -1.5(3) . . . . ?
C39 C40 C41 F8 -178.03(19) . . . . ?
C39 C40 C41 C36 1.5(3) . . . . ?
C41 C36 C37 F5 179.4(2) . . . . ?
C41 C36 C37 C38 0.0(3) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7088(8)
2 0.2912(8)
####################################################################### 
# 
# 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_Compound_17
_database_code_depnum_ccdc_archive 'CCDC 1910516'
loop_
_audit_author_name
_audit_author_address
'Yoann Rousselin'
;Universite de Bourgogne Franche Comte
France
;
_audit_update_record             
;
2019-04-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_publcif_datablock.id            {00ef8392-d53f-4ed8-b0da-70108f629f9b}

_audit_creation_date             2019-02-14
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H13 F13 N4, 2(C H4 O)'
_chemical_formula_sum            'C39 H21 F13 N4 O2'
_chemical_formula_weight         824.60
_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'
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'
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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.9471(7)
_cell_length_b                   7.3379(3)
_cell_length_c                   29.9200(12)
_cell_angle_alpha                90
_cell_angle_beta                 104.5867(14)
_cell_angle_gamma                90
_cell_volume                     3388.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9877
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      66.76
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   0.825
_shelx_estimated_absorpt_T_min   0.492
_exptl_absorpt_coefficient_mu    1.333
_exptl_absorpt_correction_T_max  0.70
_exptl_absorpt_correction_T_min  0.47
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 94043 reflections, Rint = 0.0595
 (69025 with I > 3sig(I), Rint = 0.0576)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1664
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            11273
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.762
_diffrn_reflns_theta_max         66.762
_diffrn_reflns_theta_min         2.863
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean '1024 x 1024'
_diffrn_detector_type            'Photon 100'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       "φ and ω scans'"
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'QUAZAR MX multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Cu
_diffrn_source_type              'high brilliance microfocus sealed tube, Cu'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10369
_reflns_number_total             11273
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     537
_refine_ls_number_reflns         11273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0525
_refine_ls_restrained_S_all      1.117
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0578P)²+2.3089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1431
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.8842(6)
 0.1158(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3.a Fixed occupancy and ADP/Uiso:
 H1, H2, H3
3.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C8(H8), C9(H9), C13(H13), C14(H14), C18(H18), C19(H19),
 C23(H23), C35(H35)
3.c Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C39(H39A,H39B,H39C)
3.d Idealised tetrahedral OH refined as rotating group:
 O1(H1A), O2(H2A)
;
_atom_sites_solution_hydrogens   mixed
_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
F1 F 0.84865(11) 0.0478(2) 0.25573(6) 0.0384(4) Uani 1 1 d . . . . .
F2 F 0.96175(14) -0.0029(3) 0.20554(7) 0.0606(6) Uani 1 1 d . . . . .
F3 F 0.91994(13) 0.6031(3) 0.15131(7) 0.0618(6) Uani 1 1 d . . . . .
F4 F 0.80896(12) 0.6594(3) 0.20337(6) 0.0447(4) Uani 1 1 d . . . . .
F5 F 0.85801(11) 0.5521(2) 0.47949(5) 0.0377(4) Uani 1 1 d . . . . .
F6 F 0.98289(11) 0.4892(2) 0.55695(6) 0.0402(4) Uani 1 1 d . . . . .
F7 F 1.02573(9) 0.1419(2) 0.58518(5) 0.0320(4) Uani 1 1 d . . . . .
F8 F 0.93824(10) -0.1414(2) 0.53689(5) 0.0316(3) Uani 1 1 d . . . . .
F9 F 0.81008(10) -0.0799(2) 0.46051(5) 0.0350(4) Uani 1 1 d . . . . .
F10 F 0.33886(11) 0.6740(2) 0.38668(6) 0.0398(4) Uani 1 1 d . . . . .
F11 F 0.19445(12) 0.6346(3) 0.41450(7) 0.0469(5) Uani 1 1 d . . . . .
F12 F 0.25522(12) 0.0104(2) 0.44185(6) 0.0453(4) Uani 1 1 d . . . . .
F13 F 0.39990(10) 0.0465(2) 0.41315(5) 0.0350(4) Uani 1 1 d . . . . .
N1 N 0.74414(14) 0.3305(3) 0.34040(7) 0.0248(4) Uani 1 1 d . . . . .
H1 H 0.688(2) 0.337(4) 0.3347(10) 0.030 Uiso 1 1 d . . . . .
N2 N 0.62494(14) 0.4947(3) 0.26865(7) 0.0253(5) Uani 1 1 d . . . . .
H2 H 0.643(2) 0.559(4) 0.2914(11) 0.030 Uiso 1 1 d . . . . .
N3 N 0.50286(14) 0.4759(3) 0.31380(7) 0.0261(5) Uani 1 1 d . . . . .
H3 H 0.552(2) 0.456(4) 0.3293(11) 0.031 Uiso 1 1 d . . . . .
N4 N 0.60803(14) 0.3376(3) 0.38942(7) 0.0259(5) Uani 1 1 d . . . . .
C1 C 0.79460(16) 0.3437(3) 0.30922(9) 0.0256(5) Uani 1 1 d . . . . .
C2 C 0.76473(16) 0.3877(4) 0.26195(9) 0.0262(5) Uani 1 1 d . . . . .
C3 C 0.67922(17) 0.4448(3) 0.24158(8) 0.0257(5) Uani 1 1 d . . . . .
C4 C 0.62701(17) 0.4335(4) 0.19588(9) 0.0292(6) Uani 1 1 d . . . . .
H4 H 0.646961 0.406539 0.169252 0.035 Uiso 1 1 calc R . . . .
C5 C 0.54240(17) 0.4679(4) 0.19638(9) 0.0289(6) Uani 1 1 d . . . . .
H5 H 0.493809 0.467670 0.170370 0.035 Uiso 1 1 calc R . . . .
C6 C 0.54087(16) 0.5038(3) 0.24262(8) 0.0249(5) Uani 1 1 d . . . . .
C7 C 0.47597(17) 0.5013(3) 0.26711(8) 0.0255(5) Uani 1 1 d . . . . .
C8 C 0.38444(17) 0.4926(4) 0.25553(9) 0.0287(6) Uani 1 1 d . . . . .
H8 H 0.347022 0.508394 0.225599 0.034 Uiso 1 1 calc R . . . .
C9 C 0.35923(17) 0.4571(4) 0.29554(9) 0.0292(6) Uani 1 1 d . . . . .
H9 H 0.301243 0.445411 0.298019 0.035 Uiso 1 1 calc R . . . .
C10 C 0.43515(16) 0.4409(4) 0.33243(9) 0.0269(5) Uani 1 1 d . . . . .
C11 C 0.45093(17) 0.3823(3) 0.37868(9) 0.0268(5) Uani 1 1 d . . . . .
C12 C 0.53446(17) 0.3406(3) 0.40581(9) 0.0265(5) Uani 1 1 d . . . . .
C13 C 0.55819(17) 0.3000(4) 0.45468(9) 0.0286(6) Uani 1 1 d . . . . .
H13 H 0.519818 0.292172 0.474288 0.034 Uiso 1 1 calc R . . . .
C14 C 0.64509(17) 0.2751(4) 0.46739(9) 0.0277(5) Uani 1 1 d . . . . .
H14 H 0.679293 0.248305 0.497545 0.033 Uiso 1 1 calc R . . . .
C15 C 0.67580(16) 0.2973(3) 0.42610(8) 0.0255(5) Uani 1 1 d . . . . .
C16 C 0.76247(16) 0.2758(3) 0.42350(8) 0.0249(5) Uani 1 1 d . . . . .
C17 C 0.79369(16) 0.2908(3) 0.38380(8) 0.0247(5) Uani 1 1 d . . . . .
C18 C 0.88040(16) 0.2736(3) 0.37983(9) 0.0266(5) Uani 1 1 d . . . . .
H18 H 0.929534 0.244832 0.404196 0.032 Uiso 1 1 calc R . . . .
C19 C 0.88075(17) 0.3057(4) 0.33483(9) 0.0275(5) Uani 1 1 d . . . . .
H19 H 0.930354 0.303092 0.322698 0.033 Uiso 1 1 calc R . . . .
C20 C 0.82505(17) 0.3570(4) 0.23206(9) 0.0299(6) Uani 1 1 d . . . . .
C21 C 0.84493(18) 0.4935(4) 0.20413(10) 0.0362(6) Uani 1 1 d . . . . .
C22 C 0.9031(2) 0.4644(5) 0.17746(10) 0.0455(8) Uani 1 1 d . . . . .
C23 C 0.9440(2) 0.2992(6) 0.17763(11) 0.0509(9) Uani 1 1 d . . . . .
H23 H 0.984556 0.280418 0.159643 0.061 Uiso 1 1 calc R . . . .
C24 C 0.9244(2) 0.1626(5) 0.20451(10) 0.0438(8) Uani 1 1 d . . . . .
C25 C 0.86579(18) 0.1897(4) 0.23103(9) 0.0342(6) Uani 1 1 d . . . . .
C26 C 0.82986(16) 0.2384(3) 0.46708(8) 0.0238(5) Uani 1 1 d . . . . .
C27 C 0.87615(17) 0.3794(3) 0.49292(9) 0.0278(5) Uani 1 1 d . . . . .
C28 C 0.94112(17) 0.3489(4) 0.53248(9) 0.0284(6) Uani 1 1 d . . . . .
C29 C 0.96217(16) 0.1738(4) 0.54715(8) 0.0257(5) Uani 1 1 d . . . . .
C30 C 0.91748(16) 0.0298(3) 0.52254(9) 0.0257(5) Uani 1 1 d . . . . .
C31 C 0.85207(16) 0.0634(4) 0.48331(8) 0.0264(5) Uani 1 1 d . . . . .
C32 C 0.37422(17) 0.3616(4) 0.39793(8) 0.0280(6) Uani 1 1 d . . . . .
C33 C 0.31925(18) 0.5071(4) 0.39933(9) 0.0315(6) Uani 1 1 d . . . . .
C34 C 0.24468(19) 0.4874(4) 0.41430(10) 0.0350(6) Uani 1 1 d . . . . .
C35 C 0.22159(19) 0.3209(4) 0.42871(10) 0.0369(6) Uani 1 1 d . . . . .
H35 H 0.169912 0.306894 0.438679 0.044 Uiso 1 1 calc R . . . .
C36 C 0.27547(19) 0.1761(4) 0.42822(9) 0.0343(6) Uani 1 1 d . . . . .
C37 C 0.35050(18) 0.1947(4) 0.41331(9) 0.0297(6) Uani 1 1 d . . . . .
O1 O 0.60762(15) 0.8809(3) 0.40548(7) 0.0444(5) Uani 1 1 d . . . . .
H1A H 0.611562 0.993712 0.410287 0.067 Uiso 1 1 calc GR . . . .
C38 C 0.5968(3) 0.7916(5) 0.44534(12) 0.0559(9) Uani 1 1 d . . . . .
H38A H 0.535262 0.791306 0.445199 0.084 Uiso 1 1 calc GR . . . .
H38B H 0.630015 0.855533 0.472884 0.084 Uiso 1 1 calc GR . . . .
H38C H 0.617526 0.665741 0.445658 0.084 Uiso 1 1 calc GR . . . .
O2 O 0.68405(13) 0.7394(3) 0.34101(7) 0.0382(5) Uani 1 1 d . . . . .
H2A H 0.663179 0.771070 0.362946 0.057 Uiso 1 1 calc GR . . . .
C39 C 0.7742(2) 0.7803(5) 0.35220(12) 0.0450(7) Uani 1 1 d . . . . .
H39A H 0.797096 0.757517 0.325228 0.068 Uiso 1 1 calc GR . . . .
H39B H 0.804660 0.702878 0.377877 0.068 Uiso 1 1 calc GR . . . .
H39C H 0.783038 0.908662 0.361212 0.068 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C25 1.344(3) . ?
F2 C24 1.349(4) . ?
F3 C22 1.352(4) . ?
F4 C21 1.343(4) . ?
F5 C27 1.338(3) . ?
F6 C28 1.339(3) . ?
F7 C29 1.340(3) . ?
F8 C30 1.341(3) . ?
F9 C31 1.338(3) . ?
F10 C33 1.341(3) . ?
F11 C34 1.346(3) . ?
F12 C36 1.347(3) . ?
F13 C37 1.344(3) . ?
N1 H1 0.87(3) . ?
N1 C1 1.381(3) . ?
N1 C17 1.371(3) . ?
N2 H2 0.82(3) . ?
N2 C3 1.376(3) . ?
N2 C6 1.372(3) . ?
N3 H3 0.82(3) . ?
N3 C7 1.367(3) . ?
N3 C10 1.359(3) . ?
N4 C12 1.381(3) . ?
N4 C15 1.365(3) . ?
C1 C2 1.411(4) . ?
C1 C19 1.422(4) . ?
C2 C3 1.410(4) . ?
C2 C20 1.486(4) . ?
C3 C4 1.413(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.415(4) . ?
C6 C7 1.411(4) . ?
C7 C8 1.414(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.423(4) . ?
C10 C11 1.410(4) . ?
C11 C12 1.408(4) . ?
C11 C32 1.485(4) . ?
C12 C13 1.446(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.354(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.448(4) . ?
C15 C16 1.413(4) . ?
C16 C17 1.403(4) . ?
C16 C26 1.492(3) . ?
C17 C18 1.423(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.368(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(4) . ?
C20 C25 1.393(4) . ?
C21 C22 1.384(4) . ?
C22 C23 1.376(5) . ?
C23 H23 0.9500 . ?
C23 C24 1.369(5) . ?
C24 C25 1.385(4) . ?
C26 C27 1.388(4) . ?
C26 C31 1.387(4) . ?
C27 C28 1.381(4) . ?
C28 C29 1.372(4) . ?
C29 C30 1.379(4) . ?
C30 C31 1.382(4) . ?
C32 C33 1.389(4) . ?
C32 C37 1.393(4) . ?
C33 C34 1.380(4) . ?
C34 C35 1.376(4) . ?
C35 H35 0.9500 . ?
C35 C36 1.369(4) . ?
C36 C37 1.385(4) . ?
O1 H1A 0.8400 . ?
O1 C38 1.409(4) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O2 H2A 0.8400 . ?
O2 C39 1.424(4) . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 H1 128(2) . . ?
C17 N1 H1 121(2) . . ?
C17 N1 C1 111.1(2) . . ?
C3 N2 H2 121(2) . . ?
C6 N2 H2 122(2) . . ?
C6 N2 C3 110.4(2) . . ?
C7 N3 H3 128(2) . . ?
C10 N3 H3 119(2) . . ?
C10 N3 C7 111.6(2) . . ?
C15 N4 C12 106.8(2) . . ?
N1 C1 C2 125.9(2) . . ?
N1 C1 C19 105.7(2) . . ?
C2 C1 C19 128.4(2) . . ?
C1 C2 C20 117.5(2) . . ?
C3 C2 C1 123.2(2) . . ?
C3 C2 C20 119.1(2) . . ?
N2 C3 C2 120.5(2) . . ?
N2 C3 C4 106.3(2) . . ?
C2 C3 C4 132.1(2) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 C3 108.6(2) . . ?
C5 C4 H4 125.7 . . ?
C4 C5 H5 126.2 . . ?
C4 C5 C6 107.7(2) . . ?
C6 C5 H5 126.2 . . ?
N2 C6 C5 106.9(2) . . ?
N2 C6 C7 116.4(2) . . ?
C7 C6 C5 134.5(2) . . ?
N3 C7 C6 116.8(2) . . ?
N3 C7 C8 106.4(2) . . ?
C6 C7 C8 136.1(2) . . ?
C7 C8 H8 126.1 . . ?
C9 C8 C7 107.7(2) . . ?
C9 C8 H8 126.1 . . ?
C8 C9 H9 125.9 . . ?
C8 C9 C10 108.2(2) . . ?
C10 C9 H9 125.9 . . ?
N3 C10 C9 105.9(2) . . ?
N3 C10 C11 119.8(2) . . ?
C11 C10 C9 133.9(2) . . ?
C10 C11 C32 116.8(2) . . ?
C12 C11 C10 122.8(2) . . ?
C12 C11 C32 120.4(2) . . ?
N4 C12 C11 124.3(2) . . ?
N4 C12 C13 109.1(2) . . ?
C11 C12 C13 126.6(2) . . ?
C12 C13 H13 126.3 . . ?
C14 C13 C12 107.5(2) . . ?
C14 C13 H13 126.3 . . ?
C13 C14 H14 126.6 . . ?
C13 C14 C15 106.7(2) . . ?
C15 C14 H14 126.6 . . ?
N4 C15 C14 109.9(2) . . ?
N4 C15 C16 124.6(2) . . ?
C16 C15 C14 125.5(2) . . ?
C15 C16 C26 118.2(2) . . ?
C17 C16 C15 126.8(2) . . ?
C17 C16 C26 115.0(2) . . ?
N1 C17 C16 125.2(2) . . ?
N1 C17 C18 106.3(2) . . ?
C16 C17 C18 128.6(2) . . ?
C17 C18 H18 125.9 . . ?
C19 C18 C17 108.2(2) . . ?
C19 C18 H18 125.9 . . ?
C1 C19 H19 125.6 . . ?
C18 C19 C1 108.7(2) . . ?
C18 C19 H19 125.6 . . ?
C21 C20 C2 122.2(3) . . ?
C21 C20 C25 116.3(3) . . ?
C25 C20 C2 121.5(2) . . ?
F4 C21 C20 120.1(2) . . ?
F4 C21 C22 118.4(3) . . ?
C22 C21 C20 121.5(3) . . ?
F3 C22 C21 118.5(3) . . ?
F3 C22 C23 120.2(3) . . ?
C23 C22 C21 121.3(3) . . ?
C22 C23 H23 121.0 . . ?
C24 C23 C22 118.0(3) . . ?
C24 C23 H23 121.0 . . ?
F2 C24 C23 120.5(3) . . ?
F2 C24 C25 118.3(3) . . ?
C23 C24 C25 121.2(3) . . ?
F1 C25 C20 120.7(2) . . ?
F1 C25 C24 117.7(3) . . ?
C24 C25 C20 121.7(3) . . ?
C27 C26 C16 121.0(2) . . ?
C31 C26 C16 122.7(2) . . ?
C31 C26 C27 116.3(2) . . ?
F5 C27 C26 119.6(2) . . ?
F5 C27 C28 118.0(2) . . ?
C28 C27 C26 122.4(2) . . ?
F6 C28 C27 120.4(2) . . ?
F6 C28 C29 119.8(2) . . ?
C29 C28 C27 119.8(2) . . ?
F7 C29 C28 120.5(2) . . ?
F7 C29 C30 119.9(2) . . ?
C28 C29 C30 119.7(2) . . ?
F8 C30 C29 119.6(2) . . ?
F8 C30 C31 120.8(2) . . ?
C29 C30 C31 119.6(2) . . ?
F9 C31 C26 119.9(2) . . ?
F9 C31 C30 117.8(2) . . ?
C30 C31 C26 122.3(2) . . ?
C33 C32 C11 121.4(2) . . ?
C33 C32 C37 116.1(2) . . ?
C37 C32 C11 122.5(2) . . ?
F10 C33 C32 120.0(2) . . ?
F10 C33 C34 117.9(2) . . ?
C34 C33 C32 122.1(3) . . ?
F11 C34 C33 118.7(3) . . ?
F11 C34 C35 120.3(3) . . ?
C35 C34 C33 121.0(3) . . ?
C34 C35 H35 121.1 . . ?
C36 C35 C34 117.9(3) . . ?
C36 C35 H35 121.1 . . ?
F12 C36 C35 119.9(3) . . ?
F12 C36 C37 118.6(3) . . ?
C35 C36 C37 121.5(3) . . ?
F13 C37 C32 120.1(2) . . ?
F13 C37 C36 118.4(2) . . ?
C36 C37 C32 121.4(3) . . ?
C38 O1 H1A 109.5 . . ?
O1 C38 H38A 109.5 . . ?
O1 C38 H38B 109.5 . . ?
O1 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C39 O2 H2A 109.5 . . ?
O2 C39 H39A 109.5 . . ?
O2 C39 H39B 109.5 . . ?
O2 C39 H39C 109.5 . . ?
H39A C39 H39B 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N4 0.87(3) 2.31(3) 2.910(3) 126(3) . yes
N2 H2 O2 0.82(3) 1.97(3) 2.788(3) 173(3) . yes
N3 H3 N4 0.82(3) 1.99(3) 2.655(3) 137(3) . yes
O1 H1A N4 0.84 2.60 3.386(3) 157.0 1_565 yes
O2 H2A O1 0.84 1.90 2.733(3) 169.3 . yes

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
F2 C24 C25 F1 -1.0(4) . . . . ?
F2 C24 C25 C20 179.5(3) . . . . ?
F3 C22 C23 C24 -179.7(3) . . . . ?
F4 C21 C22 F3 -1.1(4) . . . . ?
F4 C21 C22 C23 178.2(3) . . . . ?
F5 C27 C28 F6 1.5(4) . . . . ?
F5 C27 C28 C29 -179.4(2) . . . . ?
F6 C28 C29 F7 -1.7(4) . . . . ?
F6 C28 C29 C30 178.3(2) . . . . ?
F7 C29 C30 F8 -0.1(4) . . . . ?
F7 C29 C30 C31 -179.9(2) . . . . ?
F8 C30 C31 F9 0.5(4) . . . . ?
F8 C30 C31 C26 -178.9(2) . . . . ?
F10 C33 C34 F11 1.5(4) . . . . ?
F10 C33 C34 C35 -178.6(3) . . . . ?
F11 C34 C35 C36 -179.4(3) . . . . ?
F12 C36 C37 F13 -0.1(4) . . . . ?
F12 C36 C37 C32 178.7(2) . . . . ?
N1 C1 C2 C3 7.5(4) . . . . ?
N1 C1 C2 C20 -167.3(2) . . . . ?
N1 C1 C19 C18 -0.7(3) . . . . ?
N1 C17 C18 C19 0.9(3) . . . . ?
N2 C3 C4 C5 -2.7(3) . . . . ?
N2 C6 C7 N3 -4.9(3) . . . . ?
N2 C6 C7 C8 -173.6(3) . . . . ?
N3 C7 C8 C9 -1.7(3) . . . . ?
N3 C10 C11 C12 -6.4(4) . . . . ?
N3 C10 C11 C32 175.0(2) . . . . ?
N4 C12 C13 C14 0.7(3) . . . . ?
N4 C15 C16 C17 -0.2(4) . . . . ?
N4 C15 C16 C26 177.8(2) . . . . ?
C1 N1 C17 C16 177.3(2) . . . . ?
C1 N1 C17 C18 -1.4(3) . . . . ?
C1 C2 C3 N2 12.8(4) . . . . ?
C1 C2 C3 C4 -153.8(3) . . . . ?
C1 C2 C20 C21 -126.9(3) . . . . ?
C1 C2 C20 C25 52.3(4) . . . . ?
C2 C1 C19 C18 178.7(3) . . . . ?
C2 C3 C4 C5 165.3(3) . . . . ?
C2 C20 C21 F4 -0.3(4) . . . . ?
C2 C20 C21 C22 178.1(3) . . . . ?
C2 C20 C25 F1 2.9(4) . . . . ?
C2 C20 C25 C24 -177.6(3) . . . . ?
C3 N2 C6 C5 -3.3(3) . . . . ?
C3 N2 C6 C7 162.4(2) . . . . ?
C3 C2 C20 C21 58.1(4) . . . . ?
C3 C2 C20 C25 -122.8(3) . . . . ?
C3 C4 C5 C6 0.7(3) . . . . ?
C4 C5 C6 N2 1.5(3) . . . . ?
C4 C5 C6 C7 -160.4(3) . . . . ?
C5 C6 C7 N3 155.7(3) . . . . ?
C5 C6 C7 C8 -13.0(5) . . . . ?
C6 N2 C3 C2 -165.9(2) . . . . ?
C6 N2 C3 C4 3.7(3) . . . . ?
C6 C7 C8 C9 167.8(3) . . . . ?
C7 N3 C10 C9 -4.0(3) . . . . ?
C7 N3 C10 C11 169.9(2) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C8 C9 C10 N3 2.9(3) . . . . ?
C8 C9 C10 C11 -169.8(3) . . . . ?
C9 C10 C11 C12 165.5(3) . . . . ?
C9 C10 C11 C32 -13.1(4) . . . . ?
C10 N3 C7 C6 -168.2(2) . . . . ?
C10 N3 C7 C8 3.6(3) . . . . ?
C10 C11 C12 N4 -5.6(4) . . . . ?
C10 C11 C12 C13 172.4(3) . . . . ?
C10 C11 C32 C33 -58.6(3) . . . . ?
C10 C11 C32 C37 118.0(3) . . . . ?
C11 C12 C13 C14 -177.6(3) . . . . ?
C11 C32 C33 F10 -5.6(4) . . . . ?
C11 C32 C33 C34 175.7(3) . . . . ?
C11 C32 C37 F13 3.2(4) . . . . ?
C11 C32 C37 C36 -175.6(2) . . . . ?
C12 N4 C15 C14 -0.5(3) . . . . ?
C12 N4 C15 C16 177.9(2) . . . . ?
C12 C11 C32 C33 122.8(3) . . . . ?
C12 C11 C32 C37 -60.6(4) . . . . ?
C12 C13 C14 C15 -0.9(3) . . . . ?
C13 C14 C15 N4 0.9(3) . . . . ?
C13 C14 C15 C16 -177.5(3) . . . . ?
C14 C15 C16 C17 177.9(2) . . . . ?
C14 C15 C16 C26 -4.1(4) . . . . ?
C15 N4 C12 C11 178.2(2) . . . . ?
C15 N4 C12 C13 -0.1(3) . . . . ?
C15 C16 C17 N1 0.3(4) . . . . ?
C15 C16 C17 C18 178.7(3) . . . . ?
C15 C16 C26 C27 -92.5(3) . . . . ?
C15 C16 C26 C31 89.7(3) . . . . ?
C16 C17 C18 C19 -177.7(2) . . . . ?
C16 C26 C27 F5 2.4(4) . . . . ?
C16 C26 C27 C28 -177.6(2) . . . . ?
C16 C26 C31 F9 -2.6(4) . . . . ?
C16 C26 C31 C30 176.8(2) . . . . ?
C17 N1 C1 C2 -178.2(2) . . . . ?
C17 N1 C1 C19 1.3(3) . . . . ?
C17 C16 C26 C27 85.8(3) . . . . ?
C17 C16 C26 C31 -92.0(3) . . . . ?
C17 C18 C19 C1 -0.1(3) . . . . ?
C19 C1 C2 C3 -171.8(3) . . . . ?
C19 C1 C2 C20 13.3(4) . . . . ?
C20 C2 C3 N2 -172.4(2) . . . . ?
C20 C2 C3 C4 21.0(4) . . . . ?
C20 C21 C22 F3 -179.6(3) . . . . ?
C20 C21 C22 C23 -0.2(5) . . . . ?
C21 C20 C25 F1 -177.9(2) . . . . ?
C21 C20 C25 C24 1.5(4) . . . . ?
C21 C22 C23 C24 1.0(5) . . . . ?
C22 C23 C24 F2 179.2(3) . . . . ?
C22 C23 C24 C25 -0.5(5) . . . . ?
C23 C24 C25 F1 178.6(3) . . . . ?
C23 C24 C25 C20 -0.8(5) . . . . ?
C25 C20 C21 F4 -179.5(2) . . . . ?
C25 C20 C21 C22 -1.0(4) . . . . ?
C26 C16 C17 N1 -177.8(2) . . . . ?
C26 C16 C17 C18 0.6(4) . . . . ?
C26 C27 C28 F6 -178.5(2) . . . . ?
C26 C27 C28 C29 0.6(4) . . . . ?
C27 C26 C31 F9 179.6(2) . . . . ?
C27 C26 C31 C30 -1.0(4) . . . . ?
C27 C28 C29 F7 179.2(2) . . . . ?
C27 C28 C29 C30 -0.8(4) . . . . ?
C28 C29 C30 F8 179.9(2) . . . . ?
C28 C29 C30 C31 0.1(4) . . . . ?
C29 C30 C31 F9 -179.8(2) . . . . ?
C29 C30 C31 C26 0.8(4) . . . . ?
C31 C26 C27 F5 -179.7(2) . . . . ?
C31 C26 C27 C28 0.3(4) . . . . ?
C32 C11 C12 N4 173.0(2) . . . . ?
C32 C11 C12 C13 -9.0(4) . . . . ?
C32 C33 C34 F11 -179.7(2) . . . . ?
C32 C33 C34 C35 0.2(4) . . . . ?
C33 C32 C37 F13 180.0(2) . . . . ?
C33 C32 C37 C36 1.2(4) . . . . ?
C33 C34 C35 C36 0.7(4) . . . . ?
C34 C35 C36 F12 -179.7(3) . . . . ?
C34 C35 C36 C37 -0.6(4) . . . . ?
C35 C36 C37 F13 -179.1(2) . . . . ?
C35 C36 C37 C32 -0.3(4) . . . . ?
C37 C32 C33 F10 177.7(2) . . . . ?
C37 C32 C33 C34 -1.1(4) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.8842(6)
2 0.1158(6)
####################################################################### 
# 
# 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_Compound_21
_database_code_depnum_ccdc_archive 'CCDC 1910519'
loop_
_audit_author_name
_audit_author_address
'Yoann Rousselin'
;Universite de Bourgogne Franche Comte
France
;
_audit_update_record             
;
2019-04-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_publcif_datablock.id            {110c0db7-5f95-49a4-8439-f3cf99969a44}

_audit_creation_date             2019-02-13
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H16 F9 N5, 2(C H4 O)'
_chemical_formula_sum            'C38 H24 F9 N5 O2'
_chemical_formula_weight         753.62
_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'
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'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3448(2)
_cell_length_b                   15.9784(5)
_cell_length_c                   28.5025(9)
_cell_angle_alpha                104.448(2)
_cell_angle_beta                 91.342(2)
_cell_angle_gamma                93.085(2)
_cell_volume                     3232.17(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5136
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      66.487
_cell_measurement_theta_min      2.907
_shelx_estimated_absorpt_T_max   0.915
_shelx_estimated_absorpt_T_min   0.776
_exptl_absorpt_coefficient_mu    1.162
_exptl_absorpt_correction_T_max  0.86
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 43905 reflections, Rint = 0.0656
 (25067 with I > 3sig(I), Rint = 0.0505)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1536
_exptl_crystal_recrystallization_method 
'The material was recrystallised from a mixture of methanol and heptane  by slow evaporation'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.078
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0648
_diffrn_reflns_Laue_measured_fraction_full 0.945
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            17364
_diffrn_reflns_point_group_measured_fraction_full 0.945
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        66.718
_diffrn_reflns_theta_max         66.718
_diffrn_reflns_theta_min         2.861
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean '1024 x 1024'
_diffrn_detector_type            'Photon 100'
_diffrn_measured_fraction_theta_full 0.945
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       "φ and ω scans'"
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'QUAZAR MX multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Cu
_diffrn_source_type              'high brilliance microfocus sealed tube, Cu'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                13612
_reflns_number_total             17364
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.866
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1006
_refine_ls_number_reflns         17364
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0681
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0192P)²+5.5679P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1248
_refine_ls_wR_factor_ref         0.1357
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5483(8)
 0.4517(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Restrained planarity
 F1*, C28, C27, C26, C30, C29, N5, F1
 with sigma of 0.1
4. Rigid body (RIGU) restrains
 C26, C27, C28, N5, C29, C30, F1, F1*
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(F1*)=Sof(H29)=Sof(F1A*)=Sof(H29A)=1-FVAR(1)
 Sof(F1)=Sof(H28)=Sof(F1A)=Sof(H28A)=FVAR(1)
6.a Everything fixed:
 H3AA
6.b Fixed occupancy and ADP/Uiso:
 H2, H3, H4, H1A, H2AA
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3A), C7(H7), C8(H8), C11(H11), C12(H12), C16(H16), C17(H17),
 C23(H23), C27(H27), C28(H28), C29(H29), C30(H30), C34(H34), C2A(H2AB),
 C3A(H3AB), C7A(H7A), C8A(H8A), C11A(H11A), C12A(H12A), C16A(H16A), C17A(H17A),
 C23A(H23A), C27A(H27A), C28A(H28A), C29A(H29A), C30A(H30A), C34A(H34A)
6.d Idealised Me refined as rotating group:
 C37(H37D,H37E,H37F), C37A(H37G,H37H,H37I), C37B(H37J,H37K,H37L), C37C(H37A,
 H37B,H37C)
6.e Idealised tetrahedral OH refined as rotating group:
 O1C(H1C), O1(H1), O1A(H1AA), O1B(H1B)
;
_atom_sites_solution_hydrogens   mixed
_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
F1 F 1.1647(7) 0.6240(3) 0.54484(18) 0.0620(16) Uani 0.722(5) 1 d . U P A 1
F1* F 0.6451(19) 0.5959(7) 0.5865(5) 0.062(4) Uiso 0.278(5) 1 d . U P A 2
F2 F 0.8864(3) 1.00576(16) 0.41925(9) 0.0253(6) Uani 1 1 d . . . . .
F3 F 0.9281(4) 1.17709(17) 0.44703(10) 0.0390(7) Uani 1 1 d . . . . .
F4 F 0.3094(4) 1.19785(16) 0.40607(9) 0.0345(7) Uani 1 1 d . . . . .
F5 F 0.2624(4) 1.02632(16) 0.37999(9) 0.0291(6) Uani 1 1 d . . . . .
F6 F 0.2757(4) 0.38465(16) 0.20324(10) 0.0306(6) Uani 1 1 d . . . . .
F7 F 0.3094(4) 0.22596(16) 0.14783(10) 0.0392(7) Uani 1 1 d . . . . .
F8 F 0.9285(4) 0.23967(18) 0.19838(10) 0.0426(8) Uani 1 1 d . . . . .
F9 F 0.8990(4) 0.39938(16) 0.25322(9) 0.0290(6) Uani 1 1 d . . . . .
N1 N 0.6150(5) 0.7698(2) 0.39149(12) 0.0164(8) Uani 1 1 d . . . . .
N2 N 0.4593(5) 0.7940(2) 0.31188(12) 0.0178(8) Uani 1 1 d . . . . .
H2 H 0.498(6) 0.758(3) 0.3294(16) 0.021 Uiso 1 1 d . . . . .
N3 N 0.4513(5) 0.6284(2) 0.26657(12) 0.0162(8) Uani 1 1 d . . . . .
H3 H 0.379(6) 0.631(3) 0.2912(16) 0.019 Uiso 1 1 d . . . . .
N4 N 0.6320(5) 0.5868(2) 0.34234(12) 0.0185(8) Uani 1 1 d . . . . .
H4 H 0.625(6) 0.632(3) 0.3366(16) 0.022 Uiso 1 1 d . . . . .
N5 N 0.8877(7) 0.5932(3) 0.56021(14) 0.0408(10) Uani 1 1 d . U . . .
C1 C 0.6720(6) 0.7405(3) 0.43021(14) 0.0162(9) Uani 1 1 d . . . . .
C2 C 0.6966(6) 0.8124(3) 0.47288(15) 0.0192(9) Uani 1 1 d . . . . .
H2A H 0.734224 0.809534 0.504522 0.023 Uiso 1 1 calc R . . . .
C3 C 0.6557(6) 0.8844(3) 0.45904(15) 0.0205(10) Uani 1 1 d . . . . .
H3A H 0.659177 0.941634 0.479241 0.025 Uiso 1 1 calc R . . . .
C4 C 0.6061(6) 0.8585(3) 0.40812(14) 0.0166(9) Uani 1 1 d . . . . .
C5 C 0.5493(6) 0.9131(3) 0.37890(15) 0.0176(9) Uani 1 1 d . . . . .
C6 C 0.4829(6) 0.8809(2) 0.33069(14) 0.0161(9) Uani 1 1 d . . . . .
C7 C 0.4498(6) 0.9191(3) 0.29144(15) 0.0179(9) Uani 1 1 d . . . . .
H7 H 0.450809 0.979342 0.293417 0.021 Uiso 1 1 calc R . . . .
C8 C 0.4160(6) 0.8533(3) 0.25017(15) 0.0184(9) Uani 1 1 d . . . . .
H8 H 0.390076 0.860379 0.218611 0.022 Uiso 1 1 calc R . . . .
C9 C 0.4264(6) 0.7734(3) 0.26274(14) 0.0163(9) Uani 1 1 d . . . . .
C10 C 0.4334(6) 0.6861(3) 0.23803(15) 0.0170(9) Uani 1 1 d . . . . .
C11 C 0.4727(5) 0.6422(3) 0.19032(14) 0.0169(9) Uani 1 1 d . . . . .
H11 H 0.470945 0.665600 0.162763 0.020 Uiso 1 1 calc R . . . .
C12 C 0.5142(6) 0.5592(3) 0.19087(15) 0.0187(9) Uani 1 1 d . . . . .
H12 H 0.543490 0.515005 0.163507 0.022 Uiso 1 1 calc R . . . .
C13 C 0.5056(6) 0.5511(3) 0.23888(14) 0.0158(9) Uani 1 1 d . . . . .
C14 C 0.5657(6) 0.4871(3) 0.26121(15) 0.0169(9) Uani 1 1 d . . . . .
C15 C 0.6155(6) 0.5051(3) 0.31053(15) 0.0175(9) Uani 1 1 d . . . . .
C16 C 0.6571(6) 0.4470(3) 0.33921(16) 0.0211(10) Uani 1 1 d . . . . .
H16 H 0.655911 0.385758 0.327882 0.025 Uiso 1 1 calc R . . . .
C17 C 0.6989(6) 0.4932(3) 0.38547(15) 0.0227(10) Uani 1 1 d . . . . .
H17 H 0.734281 0.469516 0.411498 0.027 Uiso 1 1 calc R . . . .
C18 C 0.6810(6) 0.5826(3) 0.38865(15) 0.0186(9) Uani 1 1 d . . . . .
C19 C 0.7016(6) 0.6535(3) 0.42888(15) 0.0173(9) Uani 1 1 d . . . . .
C20 C 0.5728(6) 1.0090(3) 0.39813(14) 0.0179(9) Uani 1 1 d . . . . .
C21 C 0.4305(6) 1.0616(3) 0.39560(15) 0.0196(9) Uani 1 1 d . . . . .
C22 C 0.4536(7) 1.1507(3) 0.40991(16) 0.0250(11) Uani 1 1 d . . . . .
C23 C 0.6181(7) 1.1914(3) 0.42754(16) 0.0280(11) Uani 1 1 d . . . . .
H23 H 0.633370 1.252815 0.437332 0.034 Uiso 1 1 calc R . . . .
C24 C 0.7618(7) 1.1404(3) 0.43070(16) 0.0259(11) Uani 1 1 d . . . . .
C25 C 0.7393(6) 1.0514(3) 0.41634(15) 0.0206(10) Uani 1 1 d . . . . .
C26 C 0.7651(6) 0.6331(3) 0.47528(14) 0.0197(8) Uani 1 1 d . U . . .
C27 C 0.6441(8) 0.6088(4) 0.50663(19) 0.0447(13) Uani 1 1 d . U . . .
H27 H 0.516610 0.601963 0.499175 0.054 Uiso 1 1 calc R . . . .
C28 C 0.7143(10) 0.5950(4) 0.54872(19) 0.0557(16) Uani 1 1 d . U . . .
H28 H 0.629364 0.585916 0.571852 0.067 Uiso 0.722(5) 1 calc R . P A 1
C29 C 0.9954(8) 0.6151(3) 0.5293(2) 0.0434(12) Uani 1 1 d . U . . .
H29 H 1.122557 0.616459 0.536626 0.052 Uiso 0.278(5) 1 calc R . P A 2
C30 C 0.9462(7) 0.6366(3) 0.48721(19) 0.0378(12) Uani 1 1 d . U . . .
H30 H 1.035493 0.653207 0.467145 0.045 Uiso 1 1 calc R . . . .
C31 C 0.5850(6) 0.3985(3) 0.23049(15) 0.0194(10) Uani 1 1 d . . . . .
C32 C 0.4395(6) 0.3511(3) 0.20237(15) 0.0222(10) Uani 1 1 d . . . . .
C33 C 0.4562(7) 0.2683(3) 0.17420(16) 0.0285(11) Uani 1 1 d . . . . .
C34 C 0.6187(7) 0.2291(3) 0.17196(16) 0.0296(12) Uani 1 1 d . . . . .
H34 H 0.629809 0.172429 0.152055 0.036 Uiso 1 1 calc R . . . .
C35 C 0.7644(7) 0.2747(3) 0.19949(16) 0.0291(12) Uani 1 1 d . . . . .
C36 C 0.7482(7) 0.3576(3) 0.22818(16) 0.0234(10) Uani 1 1 d . . . . .
F1A F 0.6547(6) 0.8847(3) -0.04166(15) 0.0430(13) Uani 0.722(5) 1 d . . P A 1
F1A* F 0.129(2) 0.9434(10) -0.0726(6) 0.085(5) Uiso 0.278(5) 1 d . . P A 2
F2A F 0.4089(4) 0.50145(16) 0.07873(9) 0.0259(6) Uani 1 1 d . . . . .
F3A F 0.4534(4) 0.33242(18) 0.05098(10) 0.0391(7) Uani 1 1 d . . . . .
F4A F -0.1521(4) 0.27269(16) 0.08906(10) 0.0349(7) Uani 1 1 d . . . . .
F5A F -0.2032(3) 0.44049(16) 0.11468(9) 0.0288(6) Uani 1 1 d . . . . .
F6A F -0.2644(4) 1.07867(16) 0.28157(10) 0.0310(6) Uani 1 1 d . . . . .
F7A F -0.2510(4) 1.24116(17) 0.33538(10) 0.0394(8) Uani 1 1 d . . . . .
F8A F 0.3746(4) 1.27235(18) 0.30679(11) 0.0456(8) Uani 1 1 d . . . . .
F9A F 0.3671(3) 1.10901(16) 0.25501(10) 0.0303(6) Uani 1 1 d . . . . .
N1A N 0.1332(5) 0.7184(2) 0.10400(13) 0.0193(8) Uani 1 1 d . . . . .
H1A H 0.123(6) 0.745(3) 0.1317(17) 0.023 Uiso 1 1 d . . . . .
N2A N -0.0435(5) 0.6825(2) 0.18129(12) 0.0174(8) Uani 1 1 d . . . . .
H2AA H -0.102(6) 0.708(3) 0.1633(16) 0.021 Uiso 1 1 d . . . . .
N3A N -0.0451(5) 0.8474(2) 0.22771(11) 0.0175(8) Uani 1 1 d . . . . .
H3AA H -0.030800 0.831800 0.197400 0.021 Uiso 1 1 d . . . . .
O1C O 0.7028(9) 0.9125(4) 0.1181(2) 0.103(2) Uani 1 1 d . . . . .
H1C H 0.815598 0.924139 0.117755 0.154 Uiso 1 1 calc GR . . . .
N4A N 0.1088(5) 0.8993(2) 0.15604(12) 0.0183(8) Uani 1 1 d . . . . .
N5A N 0.3825(7) 0.9184(3) -0.05611(14) 0.0375(11) Uani 1 1 d . . . . .
C1A C 0.1829(6) 0.7559(3) 0.06733(14) 0.0178(9) Uani 1 1 d . . . . .
C2A C 0.2030(6) 0.6859(3) 0.02572(15) 0.0208(10) Uani 1 1 d . . . . .
H2AB H 0.236187 0.691351 -0.005447 0.025 Uiso 1 1 calc R . . . .
C3A C 0.1665(6) 0.6102(3) 0.03834(15) 0.0196(9) Uani 1 1 d . . . . .
H3AB H 0.170251 0.553880 0.017395 0.023 Uiso 1 1 calc R . . . .
C4A C 0.1221(6) 0.6292(3) 0.08792(15) 0.0178(9) Uani 1 1 d . . . . .
C5A C 0.0739(6) 0.5719(3) 0.11677(15) 0.0171(9) Uani 1 1 d . . . . .
C6A C 0.0111(6) 0.5998(3) 0.16411(14) 0.0156(9) Uani 1 1 d . . . . .
C7A C 0.0164(6) 0.5629(3) 0.20444(15) 0.0200(10) Uani 1 1 d . . . . .
H7A H 0.047179 0.505709 0.203846 0.024 Uiso 1 1 calc R . . . .
C8A C -0.0312(6) 0.6250(3) 0.24493(15) 0.0196(9) Uani 1 1 d . . . . .
H8A H -0.039165 0.617577 0.276888 0.023 Uiso 1 1 calc R . . . .
C9A C -0.0656(6) 0.7007(3) 0.23048(14) 0.0171(9) Uani 1 1 d . . . . .
C10A C -0.0740(6) 0.7891(3) 0.25465(15) 0.0175(9) Uani 1 1 d . . . . .
C11A C -0.0818(6) 0.8375(3) 0.30322(15) 0.0226(10) Uani 1 1 d . . . . .
H11A H -0.104120 0.814778 0.330458 0.027 Uiso 1 1 calc R . . . .
C12A C -0.0513(6) 0.9237(3) 0.30408(15) 0.0216(10) Uani 1 1 d . . . . .
H12A H -0.049323 0.970794 0.332066 0.026 Uiso 1 1 calc R . . . .
C13A C -0.0231(6) 0.9299(3) 0.25591(15) 0.0177(9) Uani 1 1 d . . . . .
C14A C 0.0407(6) 0.9964(3) 0.23537(14) 0.0161(9) Uani 1 1 d . . . . .
C15A C 0.0961(6) 0.9806(3) 0.18673(15) 0.0188(9) Uani 1 1 d . . . . .
C16A C 0.1449(6) 1.0452(3) 0.16124(15) 0.0208(10) Uani 1 1 d . . . . .
H16A H 0.146379 1.106178 0.173841 0.025 Uiso 1 1 calc R . . . .
C17A C 0.1882(6) 1.0030(3) 0.11608(15) 0.0228(10) Uani 1 1 d . . . . .
H17A H 0.227090 1.029018 0.091156 0.027 Uiso 1 1 calc R . . . .
C18A C 0.1649(6) 0.9115(3) 0.11251(14) 0.0176(9) Uani 1 1 d . . . . .
C19A C 0.2003(6) 0.8452(3) 0.07134(15) 0.0176(9) Uani 1 1 d . . . . .
C20A C 0.1012(6) 0.4783(3) 0.09833(14) 0.0172(9) Uani 1 1 d . . . . .
C21A C -0.0362(6) 0.4159(3) 0.10038(15) 0.0200(9) Uani 1 1 d . . . . .
C22A C -0.0111(7) 0.3288(3) 0.08631(15) 0.0236(10) Uani 1 1 d . . . . .
C23A C 0.1527(7) 0.2989(3) 0.06937(16) 0.0274(11) Uani 1 1 d . . . . .
H23A H 0.170534 0.238674 0.059872 0.033 Uiso 1 1 calc R . . . .
C24A C 0.2891(7) 0.3587(3) 0.06665(15) 0.0260(11) Uani 1 1 d . . . . .
C25A C 0.2659(6) 0.4468(3) 0.08132(15) 0.0198(9) Uani 1 1 d . . . . .
C26A C 0.2612(6) 0.8716(3) 0.02706(15) 0.0214(10) Uani 1 1 d . . . . .
C27A C 0.1433(8) 0.9038(3) -0.00167(17) 0.0320(12) Uani 1 1 d . . . . .
H27A H 0.019206 0.910663 0.006291 0.038 Uiso 1 1 calc R . . . .
C28A C 0.2098(9) 0.9257(3) -0.04217(18) 0.0416(15) Uani 1 1 d . . . . .
H28A H 0.127100 0.947523 -0.061628 0.050 Uiso 0.722(5) 1 calc R . P A 1
C29A C 0.4874(8) 0.8897(3) -0.02769(18) 0.0390(14) Uani 1 1 d . . . . .
H29A H 0.611686 0.885547 -0.036002 0.047 Uiso 0.278(5) 1 calc R . P A 2
C30A C 0.4402(7) 0.8641(3) 0.01362(17) 0.0298(11) Uani 1 1 d . . . . .
H30A H 0.527289 0.842328 0.031950 0.036 Uiso 1 1 calc R . . . .
C31A C 0.0508(6) 1.0876(3) 0.26594(14) 0.0175(9) Uani 1 1 d . . . . .
C32A C -0.1024(6) 1.1244(3) 0.28802(15) 0.0210(10) Uani 1 1 d . . . . .
C33A C -0.0954(7) 1.2093(3) 0.31557(16) 0.0280(11) Uani 1 1 d . . . . .
C34A C 0.0633(7) 1.2611(3) 0.32257(16) 0.0307(12) Uani 1 1 d . . . . .
H34A H 0.067871 1.319285 0.341471 0.037 Uiso 1 1 calc R . . . .
C35A C 0.2142(7) 1.2248(3) 0.30103(17) 0.0304(12) Uani 1 1 d . . . . .
C36A C 0.2094(6) 1.1399(3) 0.27373(15) 0.0219(10) Uani 1 1 d . . . . .
O1 O 0.2144(5) 0.6294(2) 0.34348(11) 0.0329(8) Uani 1 1 d . . . . .
H1 H 0.209907 0.668703 0.369157 0.049 Uiso 1 1 calc GR . . . .
C37 C 0.1795(8) 0.5475(4) 0.3536(2) 0.0445(14) Uani 1 1 d . . . . .
H37D H 0.183988 0.501648 0.323621 0.067 Uiso 1 1 calc GR . . . .
H37E H 0.058425 0.545062 0.367103 0.067 Uiso 1 1 calc GR . . . .
H37F H 0.272123 0.539337 0.377128 0.067 Uiso 1 1 calc GR . . . .
O1A O 0.2258(5) 0.7557(2) 0.43065(15) 0.0426(9) Uani 1 1 d . . . . .
H1AA H 0.339618 0.763501 0.429951 0.064 Uiso 1 1 calc GR . . . .
C37A C 0.1426(8) 0.8332(4) 0.4289(2) 0.0438(14) Uani 1 1 d . . . . .
H37G H 0.194744 0.855996 0.402901 0.066 Uiso 1 1 calc GR . . . .
H37H H 0.164793 0.876124 0.459970 0.066 Uiso 1 1 calc GR . . . .
H37I H 0.010918 0.820893 0.422531 0.066 Uiso 1 1 calc GR . . . .
O1B O 0.7137(6) 0.7447(3) 0.12061(14) 0.0586(12) Uani 1 1 d . . . . .
H1B H 0.680643 0.794530 0.121268 0.088 Uiso 1 1 calc GR . . . .
C37B C 0.6909(9) 0.6900(5) 0.0711(2) 0.069(2) Uani 1 1 d . . . . .
H37J H 0.772179 0.712967 0.049892 0.104 Uiso 1 1 calc GR . . . .
H37K H 0.564069 0.689529 0.059512 0.104 Uiso 1 1 calc GR . . . .
H37L H 0.721155 0.630865 0.070742 0.104 Uiso 1 1 calc GR . . . .
C37C C 0.6316(9) 0.9671(5) 0.1580(3) 0.069(2) Uani 1 1 d . . . . .
H37A H 0.498745 0.965991 0.153569 0.104 Uiso 1 1 calc GR . . . .
H37B H 0.683766 1.026269 0.161695 0.104 Uiso 1 1 calc GR . . . .
H37C H 0.662003 0.947827 0.187159 0.104 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C29 1.298(7) . ?
F1* C28 1.198(13) . ?
F2 C25 1.348(5) . ?
F3 C24 1.346(6) . ?
F4 C22 1.351(5) . ?
F5 C21 1.347(5) . ?
F6 C32 1.342(5) . ?
F7 C33 1.347(5) . ?
F8 C35 1.353(6) . ?
F9 C36 1.351(5) . ?
N1 C1 1.367(5) . ?
N1 C4 1.384(5) . ?
N2 H2 0.90(5) . ?
N2 C6 1.358(5) . ?
N2 C9 1.369(5) . ?
N3 H3 0.89(4) . ?
N3 C10 1.383(5) . ?
N3 C13 1.375(5) . ?
N4 H4 0.79(5) . ?
N4 C15 1.388(5) . ?
N4 C18 1.379(5) . ?
N5 C28 1.311(8) . ?
N5 C29 1.296(7) . ?
C1 C2 1.450(6) . ?
C1 C19 1.409(6) . ?
C2 H2A 0.9500 . ?
C2 C3 1.351(6) . ?
C3 H3A 0.9500 . ?
C3 C4 1.439(6) . ?
C4 C5 1.419(6) . ?
C5 C6 1.407(6) . ?
C5 C20 1.492(6) . ?
C6 C7 1.424(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.375(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.415(6) . ?
C9 C10 1.401(6) . ?
C10 C11 1.410(6) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(6) . ?
C12 H12 0.9500 . ?
C12 C13 1.409(6) . ?
C13 C14 1.416(6) . ?
C14 C15 1.398(6) . ?
C14 C31 1.484(6) . ?
C15 C16 1.422(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.359(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.422(6) . ?
C18 C19 1.396(6) . ?
C19 C26 1.509(6) . ?
C20 C21 1.387(6) . ?
C20 C25 1.389(6) . ?
C21 C22 1.379(6) . ?
C22 C23 1.363(7) . ?
C23 H23 0.9500 . ?
C23 C24 1.383(7) . ?
C24 C25 1.378(6) . ?
C26 C27 1.382(7) . ?
C26 C30 1.360(7) . ?
C27 H27 0.9500 . ?
C27 C28 1.367(7) . ?
C28 H28 0.9500 . ?
C29 H29 0.9500 . ?
C29 C30 1.374(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.388(6) . ?
C31 C36 1.391(6) . ?
C32 C33 1.379(6) . ?
C33 C34 1.373(7) . ?
C34 H34 0.9500 . ?
C34 C35 1.373(7) . ?
C35 C36 1.386(6) . ?
F1A C29A 1.301(7) . ?
F1A* C28A 1.142(17) . ?
F2A C25A 1.345(5) . ?
F3A C24A 1.348(5) . ?
F4A C22A 1.349(5) . ?
F5A C21A 1.349(5) . ?
F6A C32A 1.346(5) . ?
F7A C33A 1.354(5) . ?
F8A C35A 1.351(6) . ?
F9A C36A 1.352(5) . ?
N1A H1A 0.81(4) . ?
N1A C1A 1.376(5) . ?
N1A C4A 1.381(5) . ?
N2A H2AA 0.85(5) . ?
N2A C6A 1.375(5) . ?
N2A C9A 1.374(5) . ?
N3A H3AA 0.8479 . ?
N3A C10A 1.359(5) . ?
N3A C13A 1.361(5) . ?
O1C H1C 0.8400 . ?
O1C C37C 1.384(8) . ?
N4A C15A 1.383(5) . ?
N4A C18A 1.373(5) . ?
N5A C28A 1.340(7) . ?
N5A C29A 1.286(7) . ?
C1A C2A 1.429(6) . ?
C1A C19A 1.400(6) . ?
C2A H2AB 0.9500 . ?
C2A C3A 1.361(6) . ?
C3A H3AB 0.9500 . ?
C3A C4A 1.419(6) . ?
C4A C5A 1.412(6) . ?
C5A C6A 1.408(6) . ?
C5A C20A 1.482(6) . ?
C6A C7A 1.417(6) . ?
C7A H7A 0.9500 . ?
C7A C8A 1.386(6) . ?
C8A H8A 0.9500 . ?
C8A C9A 1.404(6) . ?
C9A C10A 1.414(6) . ?
C10A C11A 1.412(6) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.376(6) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.420(6) . ?
C13A C14A 1.401(6) . ?
C14A C15A 1.419(6) . ?
C14A C31A 1.496(6) . ?
C15A C16A 1.438(6) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.350(6) . ?
C17A H17A 0.9500 . ?
C17A C18A 1.441(6) . ?
C18A C19A 1.411(6) . ?
C19A C26A 1.498(5) . ?
C20A C21A 1.393(6) . ?
C20A C25A 1.387(6) . ?
C21A C22A 1.373(6) . ?
C22A C23A 1.372(7) . ?
C23A H23A 0.9500 . ?
C23A C24A 1.364(7) . ?
C24A C25A 1.385(6) . ?
C26A C27A 1.381(7) . ?
C26A C30A 1.381(7) . ?
C27A H27A 0.9500 . ?
C27A C28A 1.380(7) . ?
C28A H28A 0.9500 . ?
C29A H29A 0.9500 . ?
C29A C30A 1.385(6) . ?
C30A H30A 0.9500 . ?
C31A C32A 1.389(6) . ?
C31A C36A 1.376(6) . ?
C32A C33A 1.385(6) . ?
C33A C34A 1.373(7) . ?
C34A H34A 0.9500 . ?
C34A C35A 1.366(7) . ?
C35A C36A 1.383(6) . ?
O1 H1 0.8400 . ?
O1 C37 1.420(6) . ?
C37 H37D 0.9800 . ?
C37 H37E 0.9800 . ?
C37 H37F 0.9800 . ?
O1A H1AA 0.8400 . ?
O1A C37A 1.422(6) . ?
C37A H37G 0.9800 . ?
C37A H37H 0.9800 . ?
C37A H37I 0.9800 . ?
O1B H1B 0.8400 . ?
O1B C37B 1.463(7) . ?
C37B H37J 0.9800 . ?
C37B H37K 0.9800 . ?
C37B H37L 0.9800 . ?
C37C H37A 0.9800 . ?
C37C H37B 0.9800 . ?
C37C H37C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 C4 106.6(3) . . ?
C6 N2 H2 119(3) . . ?
C6 N2 C9 111.8(3) . . ?
C9 N2 H2 126(3) . . ?
C10 N3 H3 119(3) . . ?
C13 N3 H3 122(3) . . ?
C13 N3 C10 109.8(3) . . ?
C15 N4 H4 129(3) . . ?
C18 N4 H4 120(3) . . ?
C18 N4 C15 111.5(3) . . ?
C29 N5 C28 113.3(5) . . ?
N1 C1 C2 109.7(3) . . ?
N1 C1 C19 125.2(4) . . ?
C19 C1 C2 125.2(4) . . ?
C1 C2 H2A 126.6 . . ?
C3 C2 C1 106.9(4) . . ?
C3 C2 H2A 126.6 . . ?
C2 C3 H3A 126.2 . . ?
C2 C3 C4 107.5(4) . . ?
C4 C3 H3A 126.2 . . ?
N1 C4 C3 109.4(4) . . ?
N1 C4 C5 124.0(4) . . ?
C5 C4 C3 126.6(4) . . ?
C4 C5 C20 119.5(4) . . ?
C6 C5 C4 122.7(4) . . ?
C6 C5 C20 117.7(4) . . ?
N2 C6 C5 119.4(4) . . ?
N2 C6 C7 106.0(3) . . ?
C5 C6 C7 134.2(4) . . ?
C6 C7 H7 126.0 . . ?
C8 C7 C6 107.9(4) . . ?
C8 C7 H7 126.0 . . ?
C7 C8 H8 125.8 . . ?
C7 C8 C9 108.3(4) . . ?
C9 C8 H8 125.8 . . ?
N2 C9 C8 105.8(4) . . ?
N2 C9 C10 116.9(4) . . ?
C10 C9 C8 136.7(4) . . ?
N3 C10 C9 116.2(4) . . ?
N3 C10 C11 107.1(4) . . ?
C9 C10 C11 134.5(4) . . ?
C10 C11 H11 126.2 . . ?
C12 C11 C10 107.7(4) . . ?
C12 C11 H11 126.2 . . ?
C11 C12 H12 125.8 . . ?
C11 C12 C13 108.5(4) . . ?
C13 C12 H12 125.8 . . ?
N3 C13 C12 106.9(4) . . ?
N3 C13 C14 120.4(4) . . ?
C12 C13 C14 131.9(4) . . ?
C13 C14 C31 118.5(4) . . ?
C15 C14 C13 122.6(4) . . ?
C15 C14 C31 118.8(4) . . ?
N4 C15 C14 125.7(4) . . ?
N4 C15 C16 105.1(4) . . ?
C14 C15 C16 129.2(4) . . ?
C15 C16 H16 125.5 . . ?
C17 C16 C15 109.0(4) . . ?
C17 C16 H16 125.5 . . ?
C16 C17 H17 125.5 . . ?
C16 C17 C18 109.1(4) . . ?
C18 C17 H17 125.5 . . ?
N4 C18 C17 105.3(4) . . ?
N4 C18 C19 124.9(4) . . ?
C19 C18 C17 129.8(4) . . ?
C1 C19 C26 117.8(4) . . ?
C18 C19 C1 127.1(4) . . ?
C18 C19 C26 115.1(4) . . ?
C21 C20 C5 121.2(4) . . ?
C21 C20 C25 116.1(4) . . ?
C25 C20 C5 122.6(4) . . ?
F5 C21 C20 120.3(4) . . ?
F5 C21 C22 117.8(4) . . ?
C22 C21 C20 121.9(4) . . ?
F4 C22 C21 118.7(4) . . ?
F4 C22 C23 119.9(4) . . ?
C23 C22 C21 121.4(4) . . ?
C22 C23 H23 121.1 . . ?
C22 C23 C24 117.7(4) . . ?
C24 C23 H23 121.1 . . ?
F3 C24 C23 120.3(4) . . ?
F3 C24 C25 118.7(4) . . ?
C25 C24 C23 121.0(5) . . ?
F2 C25 C20 120.3(4) . . ?
F2 C25 C24 117.8(4) . . ?
C24 C25 C20 121.9(4) . . ?
C27 C26 C19 122.0(4) . . ?
C30 C26 C19 120.4(4) . . ?
C30 C26 C27 117.5(4) . . ?
C26 C27 H27 121.1 . . ?
C28 C27 C26 117.7(6) . . ?
C28 C27 H27 121.1 . . ?
F1* C28 N5 101.7(8) . . ?
F1* C28 C27 131.1(9) . . ?
N5 C28 C27 126.2(6) . . ?
N5 C28 H28 116.9 . . ?
C27 C28 H28 116.9 . . ?
F1 C29 C30 120.6(6) . . ?
N5 C29 F1 111.8(5) . . ?
N5 C29 H29 116.4 . . ?
N5 C29 C30 127.3(6) . . ?
C30 C29 H29 116.4 . . ?
C26 C30 C29 117.6(5) . . ?
C26 C30 H30 121.2 . . ?
C29 C30 H30 121.2 . . ?
C32 C31 C14 121.6(4) . . ?
C32 C31 C36 115.9(4) . . ?
C36 C31 C14 122.4(4) . . ?
F6 C32 C31 120.0(4) . . ?
F6 C32 C33 118.2(4) . . ?
C33 C32 C31 121.8(4) . . ?
F7 C33 C32 118.7(5) . . ?
F7 C33 C34 119.7(4) . . ?
C34 C33 C32 121.6(5) . . ?
C33 C34 H34 121.2 . . ?
C35 C34 C33 117.6(4) . . ?
C35 C34 H34 121.2 . . ?
F8 C35 C34 120.3(4) . . ?
F8 C35 C36 118.6(5) . . ?
C34 C35 C36 121.1(5) . . ?
F9 C36 C31 120.4(4) . . ?
F9 C36 C35 117.7(4) . . ?
C35 C36 C31 121.9(5) . . ?
C1A N1A H1A 124(3) . . ?
C1A N1A C4A 110.8(3) . . ?
C4A N1A H1A 125(3) . . ?
C6A N2A H2AA 122(3) . . ?
C9A N2A H2AA 122(3) . . ?
C9A N2A C6A 110.8(3) . . ?
C10A N3A H3AA 122.0 . . ?
C10A N3A C13A 111.8(3) . . ?
C13A N3A H3AA 125.8 . . ?
C37C O1C H1C 109.5 . . ?
C18A N4A C15A 106.8(3) . . ?
C29A N5A C28A 114.2(4) . . ?
N1A C1A C2A 105.9(4) . . ?
N1A C1A C19A 125.1(4) . . ?
C19A C1A C2A 129.0(4) . . ?
C1A C2A H2AB 125.8 . . ?
C3A C2A C1A 108.4(4) . . ?
C3A C2A H2AB 125.8 . . ?
C2A C3A H3AB 125.6 . . ?
C2A C3A C4A 108.8(4) . . ?
C4A C3A H3AB 125.6 . . ?
N1A C4A C3A 106.0(3) . . ?
N1A C4A C5A 124.7(4) . . ?
C5A C4A C3A 129.2(4) . . ?
C4A C5A C20A 119.3(4) . . ?
C6A C5A C4A 123.2(4) . . ?
C6A C5A C20A 117.4(4) . . ?
N2A C6A C5A 120.9(4) . . ?
N2A C6A C7A 106.2(4) . . ?
C5A C6A C7A 132.1(4) . . ?
C6A C7A H7A 125.9 . . ?
C8A C7A C6A 108.1(4) . . ?
C8A C7A H7A 125.9 . . ?
C7A C8A H8A 125.9 . . ?
C7A C8A C9A 108.1(4) . . ?
C9A C8A H8A 125.9 . . ?
N2A C9A C8A 106.8(4) . . ?
N2A C9A C10A 116.3(4) . . ?
C8A C9A C10A 135.0(4) . . ?
N3A C10A C9A 116.8(4) . . ?
N3A C10A C11A 106.4(4) . . ?
C11A C10A C9A 136.2(4) . . ?
C10A C11A H11A 126.1 . . ?
C12A C11A C10A 107.8(4) . . ?
C12A C11A H11A 126.1 . . ?
C11A C12A H12A 125.9 . . ?
C11A C12A C13A 108.2(4) . . ?
C13A C12A H12A 125.9 . . ?
N3A C13A C12A 105.6(4) . . ?
N3A C13A C14A 119.4(4) . . ?
C14A C13A C12A 134.3(4) . . ?
C13A C14A C15A 122.5(4) . . ?
C13A C14A C31A 118.6(4) . . ?
C15A C14A C31A 118.8(4) . . ?
N4A C15A C14A 124.6(4) . . ?
N4A C15A C16A 109.2(4) . . ?
C14A C15A C16A 126.2(4) . . ?
C15A C16A H16A 126.4 . . ?
C17A C16A C15A 107.2(4) . . ?
C17A C16A H16A 126.4 . . ?
C16A C17A H17A 126.2 . . ?
C16A C17A C18A 107.6(4) . . ?
C18A C17A H17A 126.2 . . ?
N4A C18A C17A 109.1(4) . . ?
N4A C18A C19A 125.5(4) . . ?
C19A C18A C17A 125.4(4) . . ?
C1A C19A C18A 126.5(4) . . ?
C1A C19A C26A 115.9(4) . . ?
C18A C19A C26A 117.6(4) . . ?
C21A C20A C5A 121.1(4) . . ?
C25A C20A C5A 123.2(4) . . ?
C25A C20A C21A 115.6(4) . . ?
F5A C21A C20A 119.8(4) . . ?
F5A C21A C22A 117.8(4) . . ?
C22A C21A C20A 122.4(4) . . ?
F4A C22A C21A 118.5(4) . . ?
F4A C22A C23A 120.4(4) . . ?
C23A C22A C21A 121.1(4) . . ?
C22A C23A H23A 121.1 . . ?
C24A C23A C22A 117.7(4) . . ?
C24A C23A H23A 121.1 . . ?
F3A C24A C23A 119.8(4) . . ?
F3A C24A C25A 118.5(4) . . ?
C23A C24A C25A 121.7(4) . . ?
F2A C25A C20A 120.5(4) . . ?
F2A C25A C24A 117.9(4) . . ?
C24A C25A C20A 121.6(4) . . ?
C27A C26A C19A 122.2(4) . . ?
C30A C26A C19A 120.1(4) . . ?
C30A C26A C27A 117.7(4) . . ?
C26A C27A H27A 120.7 . . ?
C28A C27A C26A 118.5(5) . . ?
C28A C27A H27A 120.7 . . ?
F1A* C28A N5A 106.9(10) . . ?
F1A* C28A C27A 127.7(11) . . ?
N5A C28A C27A 124.8(5) . . ?
N5A C28A H28A 117.6 . . ?
C27A C28A H28A 117.6 . . ?
F1A C29A C30A 119.6(6) . . ?
N5A C29A F1A 112.8(5) . . ?
N5A C29A H29A 116.2 . . ?
N5A C29A C30A 127.5(5) . . ?
C30A C29A H29A 116.2 . . ?
C26A C30A C29A 117.2(5) . . ?
C26A C30A H30A 121.4 . . ?
C29A C30A H30A 121.4 . . ?
C32A C31A C14A 121.1(4) . . ?
C36A C31A C14A 122.8(4) . . ?
C36A C31A C32A 116.1(4) . . ?
F6A C32A C31A 120.2(4) . . ?
F6A C32A C33A 118.2(4) . . ?
C33A C32A C31A 121.6(4) . . ?
F7A C33A C32A 118.2(4) . . ?
F7A C33A C34A 120.1(4) . . ?
C34A C33A C32A 121.7(5) . . ?
C33A C34A H34A 121.6 . . ?
C35A C34A C33A 116.8(4) . . ?
C35A C34A H34A 121.6 . . ?
F8A C35A C34A 119.5(4) . . ?
F8A C35A C36A 118.4(5) . . ?
C34A C35A C36A 122.1(5) . . ?
F9A C36A C31A 120.5(4) . . ?
F9A C36A C35A 117.8(4) . . ?
C31A C36A C35A 121.8(4) . . ?
C37 O1 H1 109.5 . . ?
O1 C37 H37D 109.5 . . ?
O1 C37 H37E 109.5 . . ?
O1 C37 H37F 109.5 . . ?
H37D C37 H37E 109.5 . . ?
H37D C37 H37F 109.5 . . ?
H37E C37 H37F 109.5 . . ?
C37A O1A H1AA 109.5 . . ?
O1A C37A H37G 109.5 . . ?
O1A C37A H37H 109.5 . . ?
O1A C37A H37I 109.5 . . ?
H37G C37A H37H 109.5 . . ?
H37G C37A H37I 109.5 . . ?
H37H C37A H37I 109.5 . . ?
C37B O1B H1B 109.5 . . ?
O1B C37B H37J 109.5 . . ?
O1B C37B H37K 109.5 . . ?
O1B C37B H37L 109.5 . . ?
H37J C37B H37K 109.5 . . ?
H37J C37B H37L 109.5 . . ?
H37K C37B H37L 109.5 . . ?
O1C C37C H37A 109.5 . . ?
O1C C37C H37B 109.5 . . ?
O1C C37C H37C 109.5 . . ?
H37A C37C H37B 109.5 . . ?
H37A C37C H37C 109.5 . . ?
H37B C37C H37C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2 N1 0.90(5) 1.91(5) 2.640(5) 136(4) . yes
N3 H3 O1 0.89(4) 1.94(4) 2.828(5) 177(4) . yes
N4 H4 N1 0.79(5) 2.36(5) 2.921(5) 129(4) . yes
N1A H1A N4A 0.81(4) 2.39(5) 2.918(5) 124(4) . yes
N2A H2AA O1B 0.85(5) 2.00(5) 2.840(5) 166(4) 1_455 yes
N3A H3AA N4A 0.85 2.04 2.644(5) 127.2 . yes
O1C H1C N4A 0.84 2.49 3.184(8) 141.1 1_655 yes
O1 H1 O1A 0.84 1.94 2.779(5) 173.5 . yes
O1A H1AA N1 0.84 2.33 3.110(5) 154.2 . yes
O1B H1B O1C 0.84 1.91 2.705(9) 157.8 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C29 C30 C26 -174.2(5) . . . . ?
F3 C24 C25 F2 -0.3(6) . . . . ?
F3 C24 C25 C20 -178.6(4) . . . . ?
F4 C22 C23 C24 -179.9(4) . . . . ?
F5 C21 C22 F4 -2.2(6) . . . . ?
F5 C21 C22 C23 178.0(4) . . . . ?
F6 C32 C33 F7 1.9(6) . . . . ?
F6 C32 C33 C34 -179.1(4) . . . . ?
F7 C33 C34 C35 -179.9(4) . . . . ?
F8 C35 C36 F9 0.6(6) . . . . ?
F8 C35 C36 C31 178.8(4) . . . . ?
N1 C1 C2 C3 -0.6(5) . . . . ?
N1 C1 C19 C18 0.8(7) . . . . ?
N1 C1 C19 C26 179.8(4) . . . . ?
N1 C4 C5 C6 5.0(7) . . . . ?
N1 C4 C5 C20 -170.3(4) . . . . ?
N2 C6 C7 C8 -2.8(5) . . . . ?
N2 C9 C10 N3 7.5(6) . . . . ?
N2 C9 C10 C11 -153.0(5) . . . . ?
N3 C10 C11 C12 -0.2(5) . . . . ?
N3 C13 C14 C15 -16.0(6) . . . . ?
N3 C13 C14 C31 167.1(4) . . . . ?
N4 C15 C16 C17 -1.0(5) . . . . ?
N4 C18 C19 C1 1.9(7) . . . . ?
N4 C18 C19 C26 -177.1(4) . . . . ?
N5 C29 C30 C26 -1.6(9) . . . . ?
C1 N1 C4 C3 -1.2(5) . . . . ?
C1 N1 C4 C5 -178.9(4) . . . . ?
C1 C2 C3 C4 -0.1(5) . . . . ?
C1 C19 C26 C27 92.7(5) . . . . ?
C1 C19 C26 C30 -88.6(5) . . . . ?
C2 C1 C19 C18 -179.5(4) . . . . ?
C2 C1 C19 C26 -0.4(6) . . . . ?
C2 C3 C4 N1 0.8(5) . . . . ?
C2 C3 C4 C5 178.5(4) . . . . ?
C3 C4 C5 C6 -172.4(4) . . . . ?
C3 C4 C5 C20 12.4(7) . . . . ?
C4 N1 C1 C2 1.1(5) . . . . ?
C4 N1 C1 C19 -179.1(4) . . . . ?
C4 C5 C6 N2 4.7(6) . . . . ?
C4 C5 C6 C7 -166.2(5) . . . . ?
C4 C5 C20 C21 -131.1(4) . . . . ?
C4 C5 C20 C25 53.5(6) . . . . ?
C5 C6 C7 C8 169.1(5) . . . . ?
C5 C20 C21 F5 6.6(6) . . . . ?
C5 C20 C21 C22 -175.1(4) . . . . ?
C5 C20 C25 F2 -3.0(6) . . . . ?
C5 C20 C25 C24 175.2(4) . . . . ?
C6 N2 C9 C8 -4.2(5) . . . . ?
C6 N2 C9 C10 168.5(4) . . . . ?
C6 C5 C20 C21 53.4(6) . . . . ?
C6 C5 C20 C25 -122.1(5) . . . . ?
C6 C7 C8 C9 0.3(5) . . . . ?
C7 C8 C9 N2 2.3(5) . . . . ?
C7 C8 C9 C10 -168.2(5) . . . . ?
C8 C9 C10 N3 177.2(5) . . . . ?
C8 C9 C10 C11 16.7(9) . . . . ?
C9 N2 C6 C5 -168.9(4) . . . . ?
C9 N2 C6 C7 4.4(5) . . . . ?
C9 C10 C11 C12 161.5(5) . . . . ?
C10 N3 C13 C12 -2.7(5) . . . . ?
C10 N3 C13 C14 168.3(4) . . . . ?
C10 C11 C12 C13 -1.4(5) . . . . ?
C11 C12 C13 N3 2.5(5) . . . . ?
C11 C12 C13 C14 -167.1(5) . . . . ?
C12 C13 C14 C15 152.4(5) . . . . ?
C12 C13 C14 C31 -24.5(7) . . . . ?
C13 N3 C10 C9 -163.7(4) . . . . ?
C13 N3 C10 C11 1.8(5) . . . . ?
C13 C14 C15 N4 -7.3(7) . . . . ?
C13 C14 C15 C16 171.7(4) . . . . ?
C13 C14 C31 C32 -57.1(6) . . . . ?
C13 C14 C31 C36 123.2(5) . . . . ?
C14 C15 C16 C17 179.9(4) . . . . ?
C14 C31 C32 F6 -1.3(6) . . . . ?
C14 C31 C32 C33 -179.2(4) . . . . ?
C14 C31 C36 F9 -2.1(6) . . . . ?
C14 C31 C36 C35 179.7(4) . . . . ?
C15 N4 C18 C17 0.9(5) . . . . ?
C15 N4 C18 C19 -177.6(4) . . . . ?
C15 C14 C31 C32 125.9(5) . . . . ?
C15 C14 C31 C36 -53.8(6) . . . . ?
C15 C16 C17 C18 1.5(5) . . . . ?
C16 C17 C18 N4 -1.5(5) . . . . ?
C16 C17 C18 C19 176.9(5) . . . . ?
C17 C18 C19 C1 -176.1(5) . . . . ?
C17 C18 C19 C26 4.8(7) . . . . ?
C18 N4 C15 C14 179.2(4) . . . . ?
C18 N4 C15 C16 0.0(5) . . . . ?
C18 C19 C26 C27 -88.2(5) . . . . ?
C18 C19 C26 C30 90.6(5) . . . . ?
C19 C1 C2 C3 179.6(4) . . . . ?
C19 C26 C27 C28 -177.4(4) . . . . ?
C19 C26 C30 C29 -178.4(4) . . . . ?
C20 C5 C6 N2 -179.9(4) . . . . ?
C20 C5 C6 C7 9.1(7) . . . . ?
C20 C21 C22 F4 179.5(4) . . . . ?
C20 C21 C22 C23 -0.4(7) . . . . ?
C21 C20 C25 F2 -178.7(4) . . . . ?
C21 C20 C25 C24 -0.4(6) . . . . ?
C21 C22 C23 C24 0.0(7) . . . . ?
C22 C23 C24 F3 178.8(4) . . . . ?
C22 C23 C24 C25 0.2(7) . . . . ?
C23 C24 C25 F2 178.3(4) . . . . ?
C23 C24 C25 C20 0.1(7) . . . . ?
C25 C20 C21 F5 -177.7(4) . . . . ?
C25 C20 C21 C22 0.6(6) . . . . ?
C26 C27 C28 F1* 158.1(9) . . . . ?
C26 C27 C28 N5 -8.1(9) . . . . ?
C27 C26 C30 C29 0.4(7) . . . . ?
C28 N5 C29 F1 171.4(5) . . . . ?
C28 N5 C29 C30 -1.9(8) . . . . ?
C29 N5 C28 F1* -162.5(7) . . . . ?
C29 N5 C28 C27 6.8(8) . . . . ?
C30 C26 C27 C28 3.8(7) . . . . ?
C31 C14 C15 N4 169.6(4) . . . . ?
C31 C14 C15 C16 -11.4(7) . . . . ?
C31 C32 C33 F7 179.9(4) . . . . ?
C31 C32 C33 C34 -1.1(7) . . . . ?
C32 C31 C36 F9 178.2(4) . . . . ?
C32 C31 C36 C35 0.0(6) . . . . ?
C32 C33 C34 C35 1.1(7) . . . . ?
C33 C34 C35 F8 -179.3(4) . . . . ?
C33 C34 C35 C36 -0.5(7) . . . . ?
C34 C35 C36 F9 -178.2(4) . . . . ?
C34 C35 C36 C31 0.0(7) . . . . ?
C36 C31 C32 F6 178.5(4) . . . . ?
C36 C31 C32 C33 0.5(6) . . . . ?
F1A C29A C30A C26A 179.4(4) . . . . ?
F3A C24A C25A F2A 0.6(6) . . . . ?
F3A C24A C25A C20A -179.3(4) . . . . ?
F4A C22A C23A C24A 178.9(4) . . . . ?
F5A C21A C22A F4A -2.2(6) . . . . ?
F5A C21A C22A C23A 177.2(4) . . . . ?
F6A C32A C33A F7A 1.3(6) . . . . ?
F6A C32A C33A C34A -177.9(4) . . . . ?
F7A C33A C34A C35A -179.3(4) . . . . ?
F8A C35A C36A F9A 1.1(6) . . . . ?
F8A C35A C36A C31A -179.5(4) . . . . ?
N1A C1A C2A C3A -0.3(5) . . . . ?
N1A C1A C19A C18A -2.2(7) . . . . ?
N1A C1A C19A C26A 178.4(4) . . . . ?
N1A C4A C5A C6A 7.6(7) . . . . ?
N1A C4A C5A C20A -168.2(4) . . . . ?
N2A C6A C7A C8A -1.3(5) . . . . ?
N2A C9A C10A N3A -5.1(6) . . . . ?
N2A C9A C10A C11A -174.4(5) . . . . ?
N3A C10A C11A C12A -1.9(5) . . . . ?
N3A C13A C14A C15A -4.5(6) . . . . ?
N3A C13A C14A C31A 175.5(4) . . . . ?
N4A C15A C16A C17A -0.7(5) . . . . ?
N4A C18A C19A C1A 0.8(7) . . . . ?
N4A C18A C19A C26A -179.8(4) . . . . ?
N5A C29A C30A C26A -1.6(8) . . . . ?
C1A N1A C4A C3A -0.3(5) . . . . ?
C1A N1A C4A C5A -179.9(4) . . . . ?
C1A C2A C3A C4A 0.1(5) . . . . ?
C1A C19A C26A C27A 106.7(5) . . . . ?
C1A C19A C26A C30A -73.2(6) . . . . ?
C2A C1A C19A C18A 174.6(5) . . . . ?
C2A C1A C19A C26A -4.8(7) . . . . ?
C2A C3A C4A N1A 0.1(5) . . . . ?
C2A C3A C4A C5A 179.7(4) . . . . ?
C3A C4A C5A C6A -171.9(4) . . . . ?
C3A C4A C5A C20A 12.3(7) . . . . ?
C4A N1A C1A C2A 0.3(5) . . . . ?
C4A N1A C1A C19A 177.8(4) . . . . ?
C4A C5A C6A N2A 13.9(6) . . . . ?
C4A C5A C6A C7A -154.3(5) . . . . ?
C4A C5A C20A C21A -132.4(4) . . . . ?
C4A C5A C20A C25A 52.3(6) . . . . ?
C5A C6A C7A C8A 168.2(4) . . . . ?
C5A C20A C21A F5A 6.9(6) . . . . ?
C5A C20A C21A C22A -176.0(4) . . . . ?
C5A C20A C25A F2A -3.1(6) . . . . ?
C5A C20A C25A C24A 176.7(4) . . . . ?
C6A N2A C9A C8A -2.6(5) . . . . ?
C6A N2A C9A C10A 163.9(4) . . . . ?
C6A C5A C20A C21A 51.6(6) . . . . ?
C6A C5A C20A C25A -123.8(4) . . . . ?
C6A C7A C8A C9A -0.3(5) . . . . ?
C7A C8A C9A N2A 1.7(5) . . . . ?
C7A C8A C9A C10A -161.0(5) . . . . ?
C8A C9A C10A N3A 156.5(5) . . . . ?
C8A C9A C10A C11A -12.9(9) . . . . ?
C9A N2A C6A C5A -168.5(4) . . . . ?
C9A N2A C6A C7A 2.4(5) . . . . ?
C9A C10A C11A C12A 168.2(5) . . . . ?
C10A N3A C13A C12A -3.7(5) . . . . ?
C10A N3A C13A C14A 168.4(4) . . . . ?
C10A C11A C12A C13A -0.3(5) . . . . ?
C11A C12A C13A N3A 2.3(5) . . . . ?
C11A C12A C13A C14A -168.0(5) . . . . ?
C12A C13A C14A C15A 164.8(5) . . . . ?
C12A C13A C14A C31A -15.2(7) . . . . ?
C13A N3A C10A C9A -168.8(4) . . . . ?
C13A N3A C10A C11A 3.5(5) . . . . ?
C13A C14A C15A N4A -5.9(7) . . . . ?
C13A C14A C15A C16A 173.1(4) . . . . ?
C13A C14A C31A C32A -56.6(6) . . . . ?
C13A C14A C31A C36A 123.9(5) . . . . ?
C14A C15A C16A C17A -179.8(4) . . . . ?
C14A C31A C32A F6A -1.0(6) . . . . ?
C14A C31A C32A C33A -178.6(4) . . . . ?
C14A C31A C36A F9A -2.5(6) . . . . ?
C14A C31A C36A C35A 178.1(4) . . . . ?
C15A N4A C18A C17A 0.1(5) . . . . ?
C15A N4A C18A C19A 178.0(4) . . . . ?
C15A C14A C31A C32A 123.4(4) . . . . ?
C15A C14A C31A C36A -56.1(6) . . . . ?
C15A C16A C17A C18A 0.7(5) . . . . ?
C16A C17A C18A N4A -0.5(5) . . . . ?
C16A C17A C18A C19A -178.5(4) . . . . ?
C17A C18A C19A C1A 178.4(5) . . . . ?
C17A C18A C19A C26A -2.2(7) . . . . ?
C18A N4A C15A C14A 179.5(4) . . . . ?
C18A N4A C15A C16A 0.3(5) . . . . ?
C18A C19A C26A C27A -72.8(6) . . . . ?
C18A C19A C26A C30A 107.3(5) . . . . ?
C19A C1A C2A C3A -177.6(5) . . . . ?
C19A C26A C27A C28A -179.2(4) . . . . ?
C19A C26A C30A C29A 180.0(4) . . . . ?
C20A C5A C6A N2A -170.2(4) . . . . ?
C20A C5A C6A C7A 21.6(7) . . . . ?
C20A C21A C22A F4A -179.4(4) . . . . ?
C20A C21A C22A C23A 0.0(7) . . . . ?
C21A C20A C25A F2A -178.7(4) . . . . ?
C21A C20A C25A C24A 1.1(6) . . . . ?
C21A C22A C23A C24A -0.5(7) . . . . ?
C22A C23A C24A F3A 178.9(4) . . . . ?
C22A C23A C24A C25A 1.3(7) . . . . ?
C23A C24A C25A F2A 178.1(4) . . . . ?
C23A C24A C25A C20A -1.7(7) . . . . ?
C25A C20A C21A F5A -177.4(4) . . . . ?
C25A C20A C21A C22A -0.3(6) . . . . ?
C26A C27A C28A F1A* 170.2(12) . . . . ?
C26A C27A C28A N5A -0.2(8) . . . . ?
C27A C26A C30A C29A 0.1(7) . . . . ?
C28A N5A C29A F1A -178.9(5) . . . . ?
C28A N5A C29A C30A 2.0(8) . . . . ?
C29A N5A C28A F1A* -173.1(10) . . . . ?
C29A N5A C28A C27A -1.1(8) . . . . ?
C30A C26A C27A C28A 0.6(7) . . . . ?
C31A C14A C15A N4A 174.0(4) . . . . ?
C31A C14A C15A C16A -7.0(7) . . . . ?
C31A C32A C33A F7A 179.1(4) . . . . ?
C31A C32A C33A C34A -0.2(7) . . . . ?
C32A C31A C36A F9A 178.0(4) . . . . ?
C32A C31A C36A C35A -1.4(6) . . . . ?
C32A C33A C34A C35A 0.0(7) . . . . ?
C33A C34A C35A F8A -179.7(4) . . . . ?
C33A C34A C35A C36A -0.5(7) . . . . ?
C34A C35A C36A F9A -178.1(4) . . . . ?
C34A C35A C36A C31A 1.3(7) . . . . ?
C36A C31A C32A F6A 178.6(4) . . . . ?
C36A C31A C32A C33A 0.9(6) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5483(8)
2 0.4517(8)





#======END

# start Validation Reply Form
_vrf_PLAT420_Compound_15         
;
PROBLEM: D-H Without Acceptor O2 --H2

RESPONSE: No acceptor was found.
;

_vrf_PLAT029_Compound_15         
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.974 Why?

RESPONSE: Due to both small crystal dimensions, the intensities were too low to
get data completeness.
;
_vrf_PLAT420_Compound_16         
;
PROBLEM: D-H Without Acceptor O2 --H2B

RESPONSE: No acceptor was found.
;


_vrf_PLAT094_Compound_16         
;
PROBLEM: Ratio of Maximum / Minimum Residual Density .... 2.06 Report

RESPONSE: The Minimum Residual Density (-0.3) and the Maximum Residual Density
(0.63) seem to be correct. This problem is due to the Fourier truncation
errors, the density was found close to ethanol solvent located naer to an
inversion center.
;
_vrf_PLAT243_Compound_20         
;
PROBLEM: High ?Solvent? Ueq as Compared to Neighbors of C41 Check
RESPONSE: The oxygen atom O1 of the solvent is
 involved in two intermolecular hydrogen bonds, for this reason it has a much
 lower thermal agitation factor than C41.
;
_vrf_DIFMX02_Compound_21         
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75

RESPONSE: The maximum density was located around methanol solvent.
;
_vrf_PLAT213_Compound_21         
;
PROBLEM: Atom F1 has ADP max/min Ratio ..... 3.2 prolat
RESPONSE: The disordered parts of fluorine display rather large
 ellipsoids with respect to the central core which result in an Alert C
;



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_Compound_20
_database_code_depnum_ccdc_archive 'CCDC 1910518'
loop_
_audit_author_name
_audit_author_address
'Yoann Rousselin'
;Universite de Bourgogne Franche Comte
France
;
_audit_update_record             
;
2019-04-16 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_publcif_datablock.id            {8d15e73d-91e9-4cec-b1e7-08e8dbcd78b3}

_audit_creation_date             2019-02-15
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C39 H19 F12 N5, C2 H6 O'
_chemical_formula_sum            'C41 H25 F12 N5 O'
_chemical_formula_weight         831.66
_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'
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'
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   36.020(2)
_cell_length_b                   7.8480(5)
_cell_length_c                   27.7092(17)
_cell_angle_alpha                90
_cell_angle_beta                 116.811(3)
_cell_angle_gamma                90
_cell_volume                     6990.8(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9845
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      66.79
_cell_measurement_theta_min      3.39
_shelx_estimated_absorpt_T_max   0.899
_shelx_estimated_absorpt_T_min   0.608
_exptl_absorpt_coefficient_mu    1.241
_exptl_absorpt_correction_T_max  0.8170
_exptl_absorpt_correction_T_min  0.6648
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016) was used for absorption correction.
wR2(int) was 0.0911 before and 0.0613 after correction.
The Ratio of minimum to maximum transmission is 0.8137.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             3376
_exptl_crystal_recrystallization_method 
'The material was recrystallised from ethanol by slow evaporation'
_exptl_crystal_size_max          0.445
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.088
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            28352
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.805
_diffrn_reflns_theta_max         66.805
_diffrn_reflns_theta_min         2.749
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 CMOS
_diffrn_detector_area_resol_mean '1024 x 1024'
_diffrn_detector_type            'Photon 100'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       "φ and ω scans'"
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  'QUAZAR MX multilayer optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Cu
_diffrn_source_type              'high brilliance microfocus sealed tube, Cu'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5377
_reflns_number_total             6198
_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 V8.38A (Bruker, 2016)'
_computing_data_collection       'APEX3 (Bruker, 2015)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     545
_refine_ls_number_reflns         6198
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0417
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0373P)²+13.0074P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0967
_refine_ls_wR_factor_ref         0.1008
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Fixed occupancy and ADP/Uiso:
 H1, H2, H3
2.b Secondary CH2 refined with riding coordinates:
 C41(H41A,H41B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2A), C3(H3A), C7(H7), C8(H8), C11(H11), C12(H12), C16(H16), C17(H17),
 C31(H31), C37(H37)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C40(H40A,H40B,H40C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1A)
;
_atom_sites_solution_hydrogens   mixed
_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
F1 F 0.40838(4) 1.08287(16) 0.43530(5) 0.0321(3) Uani 1 1 d . . . . .
F2 F 0.47259(4) 1.13248(16) 0.41562(5) 0.0314(3) Uani 1 1 d . . . . .
F3 F 0.48289(4) 0.53679(16) 0.39739(5) 0.0338(3) Uani 1 1 d . . . . .
F4 F 0.42101(4) 0.48885(15) 0.42262(5) 0.0308(3) Uani 1 1 d . . . . .
F5 F 0.42005(4) 0.73302(15) 0.68583(5) 0.0299(3) Uani 1 1 d . . . . .
F6 F 0.47250(4) 0.63962(16) 0.78621(5) 0.0331(3) Uani 1 1 d . . . . .
F7 F 0.43963(4) 0.06264(16) 0.73818(5) 0.0345(3) Uani 1 1 d . . . . .
F8 F 0.38767(4) 0.15445(15) 0.63852(5) 0.0284(3) Uani 1 1 d . . . . .
F9 F 0.17316(4) 0.43560(15) 0.28900(5) 0.0308(3) Uani 1 1 d . . . . .
F10 F 0.10413(4) 0.47561(17) 0.19795(5) 0.0326(3) Uani 1 1 d . . . . .
F11 F 0.13079(4) 1.06414(17) 0.20041(5) 0.0379(3) Uani 1 1 d . . . . .
F12 F 0.20178(4) 1.02522(15) 0.28993(5) 0.0271(3) Uani 1 1 d . . . . .
N1 N 0.30097(5) 0.7432(2) 0.40721(7) 0.0190(4) Uani 1 1 d . . . . .
H1 H 0.3010(7) 0.727(3) 0.4370(10) 0.023 Uiso 1 1 d . . . . .
C41 C 0.32340(8) 0.3133(5) 0.39145(13) 0.0609(9) Uani 1 1 d . . . . .
H41A H 0.341939 0.212625 0.402136 0.073 Uiso 1 1 calc R . . . .
H41B H 0.338481 0.408749 0.384797 0.073 Uiso 1 1 calc R . . . .
N2 N 0.24755(5) 0.5658(2) 0.43519(6) 0.0187(3) Uani 1 1 d . . . . .
H2 H 0.2675(7) 0.514(3) 0.4335(9) 0.022 Uiso 1 1 d . . . . .
N3 N 0.30229(5) 0.5045(2) 0.53337(7) 0.0209(4) Uani 1 1 d . . . . .
H3 H 0.3105(7) 0.564(3) 0.5135(10) 0.025 Uiso 1 1 d . . . . .
N4 N 0.36232(5) 0.6297(2) 0.51599(6) 0.0192(4) Uani 1 1 d . . . . .
N5 N 0.51313(5) 0.8500(2) 0.39038(7) 0.0273(4) Uani 1 1 d . . . . .
C1 C 0.33681(6) 0.7716(3) 0.40251(8) 0.0200(4) Uani 1 1 d . . . . .
C2 C 0.32358(6) 0.8064(3) 0.34652(8) 0.0223(4) Uani 1 1 d . . . . .
H2A H 0.341233 0.834446 0.330557 0.027 Uiso 1 1 calc R . . . .
C3 C 0.28137(6) 0.7927(3) 0.31990(8) 0.0222(4) Uani 1 1 d . . . . .
H3A H 0.264766 0.810038 0.282234 0.027 Uiso 1 1 calc R . . . .
C4 C 0.26608(6) 0.7481(3) 0.35750(8) 0.0194(4) Uani 1 1 d . . . . .
C5 C 0.22565(6) 0.7050(3) 0.34864(8) 0.0200(4) Uani 1 1 d . . . . .
C6 C 0.21655(6) 0.6332(3) 0.38885(8) 0.0191(4) Uani 1 1 d . . . . .
C7 C 0.17977(6) 0.6239(3) 0.39491(8) 0.0218(4) Uani 1 1 d . . . . .
H7 H 0.152956 0.659817 0.368975 0.026 Uiso 1 1 calc R . . . .
C8 C 0.18928(6) 0.5538(3) 0.44497(8) 0.0225(4) Uani 1 1 d . . . . .
H8 H 0.170260 0.533543 0.459429 0.027 Uiso 1 1 calc R . . . .
C9 C 0.23199(6) 0.5182(3) 0.47051(8) 0.0192(4) Uani 1 1 d . . . . .
C10 C 0.26233(6) 0.4708(3) 0.52261(8) 0.0199(4) Uani 1 1 d . . . . .
C11 C 0.26406(6) 0.3916(3) 0.56945(8) 0.0217(4) Uani 1 1 d . . . . .
H11 H 0.240961 0.352305 0.574165 0.026 Uiso 1 1 calc R . . . .
C12 C 0.30538(6) 0.3817(3) 0.60708(8) 0.0219(4) Uani 1 1 d . . . . .
H12 H 0.315742 0.333305 0.642188 0.026 Uiso 1 1 calc R . . . .
C13 C 0.32972(6) 0.4568(3) 0.58404(8) 0.0194(4) Uani 1 1 d . . . . .
C14 C 0.37200(6) 0.4958(3) 0.60194(8) 0.0200(4) Uani 1 1 d . . . . .
C15 C 0.38697(6) 0.5774(3) 0.56876(8) 0.0194(4) Uani 1 1 d . . . . .
C16 C 0.42996(6) 0.6080(3) 0.58242(8) 0.0223(4) Uani 1 1 d . . . . .
H16 H 0.453158 0.584684 0.616202 0.027 Uiso 1 1 calc R . . . .
C17 C 0.43134(6) 0.6759(3) 0.53856(8) 0.0224(4) Uani 1 1 d . . . . .
H17 H 0.455619 0.708220 0.535531 0.027 Uiso 1 1 calc R . . . .
C18 C 0.38892(6) 0.6900(3) 0.49709(8) 0.0195(4) Uani 1 1 d . . . . .
C19 C 0.37719(6) 0.7521(3) 0.44416(8) 0.0196(4) Uani 1 1 d . . . . .
C20 C 0.41210(6) 0.7841(3) 0.43005(7) 0.0196(4) Uani 1 1 d . . . . .
C21 C 0.42678(6) 0.9448(3) 0.42700(8) 0.0219(4) Uani 1 1 d . . . . .
C22 C 0.46031(6) 0.9701(3) 0.41616(8) 0.0228(4) Uani 1 1 d . . . . .
C23 C 0.48056(6) 0.8362(3) 0.40534(8) 0.0227(4) Uani 1 1 d . . . . .
C24 C 0.46575(6) 0.6747(3) 0.40843(8) 0.0235(4) Uani 1 1 d . . . . .
C25 C 0.43312(6) 0.6502(3) 0.42079(8) 0.0219(4) Uani 1 1 d . . . . .
C26 C 0.51258(7) 0.9987(3) 0.35804(9) 0.0329(5) Uani 1 1 d . . . . .
H26A H 0.483842 1.024124 0.331832 0.049 Uiso 1 1 calc GR . . . .
H26B H 0.529074 0.974385 0.338775 0.049 Uiso 1 1 calc GR . . . .
H26C H 0.524455 1.097094 0.381881 0.049 Uiso 1 1 calc GR . . . .
C27 C 0.55436(7) 0.8170(3) 0.43457(9) 0.0327(5) Uani 1 1 d . . . . .
H27A H 0.563376 0.915551 0.458913 0.049 Uiso 1 1 calc GR . . . .
H27B H 0.574121 0.797435 0.419815 0.049 Uiso 1 1 calc GR . . . .
H27C H 0.553247 0.715990 0.454660 0.049 Uiso 1 1 calc GR . . . .
C28 C 0.18964(6) 0.7302(3) 0.29456(8) 0.0204(4) Uani 1 1 d . . . . .
C29 C 0.17785(6) 0.8871(3) 0.26877(8) 0.0220(4) Uani 1 1 d . . . . .
C30 C 0.14130(6) 0.9072(3) 0.22183(8) 0.0256(5) Uani 1 1 d . . . . .
C31 C 0.11559(6) 0.7715(3) 0.19710(8) 0.0282(5) Uani 1 1 d . . . . .
H31 H 0.090557 0.785895 0.164668 0.034 Uiso 1 1 calc R . . . .
C32 C 0.12741(6) 0.6145(3) 0.22098(8) 0.0247(5) Uani 1 1 d . . . . .
C33 C 0.16341(6) 0.5933(3) 0.26840(8) 0.0230(4) Uani 1 1 d . . . . .
C34 C 0.40182(6) 0.4472(3) 0.65826(8) 0.0200(4) Uani 1 1 d . . . . .
C35 C 0.42448(6) 0.5659(3) 0.69784(8) 0.0213(4) Uani 1 1 d . . . . .
C36 C 0.45144(6) 0.5175(3) 0.74990(8) 0.0237(4) Uani 1 1 d . . . . .
C37 C 0.45717(6) 0.3488(3) 0.76531(8) 0.0252(5) Uani 1 1 d . . . . .
H37 H 0.475666 0.315950 0.801227 0.030 Uiso 1 1 calc R . . . .
C38 C 0.43498(7) 0.2299(3) 0.72648(8) 0.0243(4) Uani 1 1 d . . . . .
C39 C 0.40791(6) 0.2775(3) 0.67447(8) 0.0219(4) Uani 1 1 d . . . . .
O1 O 0.31408(5) 0.3579(2) 0.43460(6) 0.0313(4) Uani 1 1 d . . . . .
H1A H 0.334382 0.410088 0.458579 0.047 Uiso 1 1 calc GR . . . .
C40 C 0.28659(9) 0.2756(4) 0.34229(10) 0.0483(7) Uani 1 1 d . . . . .
H40A H 0.294466 0.246648 0.313738 0.072 Uiso 1 1 calc GR . . . .
H40B H 0.268282 0.375448 0.331279 0.072 Uiso 1 1 calc GR . . . .
H40C H 0.271967 0.179047 0.348375 0.072 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C21 1.343(2) . ?
F2 C22 1.351(2) . ?
F3 C24 1.347(2) . ?
F4 C25 1.348(2) . ?
F5 C35 1.345(2) . ?
F6 C36 1.348(2) . ?
F7 C38 1.344(2) . ?
F8 C39 1.342(2) . ?
F9 C33 1.342(2) . ?
F10 C32 1.347(2) . ?
F11 C30 1.345(2) . ?
F12 C29 1.344(2) . ?
N1 H1 0.83(2) . ?
N1 C1 1.373(3) . ?
N1 C4 1.384(2) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 O1 1.423(3) . ?
C41 C40 1.439(4) . ?
N2 H2 0.85(2) . ?
N2 C6 1.372(3) . ?
N2 C9 1.381(3) . ?
N3 H3 0.87(2) . ?
N3 C10 1.357(3) . ?
N3 C13 1.355(3) . ?
N4 C15 1.387(2) . ?
N4 C18 1.367(2) . ?
N5 C23 1.414(3) . ?
N5 C26 1.466(3) . ?
N5 C27 1.460(3) . ?
C1 C2 1.429(3) . ?
C1 C19 1.399(3) . ?
C2 H2A 0.9500 . ?
C2 C3 1.362(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.424(3) . ?
C4 C5 1.404(3) . ?
C5 C6 1.413(3) . ?
C5 C28 1.488(3) . ?
C6 C7 1.410(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.384(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.401(3) . ?
C9 C10 1.412(3) . ?
C10 C11 1.415(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.381(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.424(3) . ?
C13 C14 1.406(3) . ?
C14 C15 1.412(3) . ?
C14 C34 1.491(3) . ?
C15 C16 1.439(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.348(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.444(3) . ?
C18 C19 1.417(3) . ?
C19 C20 1.497(3) . ?
C20 C21 1.385(3) . ?
C20 C25 1.385(3) . ?
C21 C22 1.384(3) . ?
C22 C23 1.387(3) . ?
C23 C24 1.393(3) . ?
C24 C25 1.378(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C29 1.390(3) . ?
C28 C33 1.398(3) . ?
C29 C30 1.380(3) . ?
C30 C31 1.374(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.372(3) . ?
C32 C33 1.378(3) . ?
C34 C35 1.389(3) . ?
C34 C39 1.391(3) . ?
C35 C36 1.380(3) . ?
C36 C37 1.378(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.375(3) . ?
C38 C39 1.378(3) . ?
O1 H1A 0.8400 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 N1 H1 122.4(16) . . ?
C1 N1 C4 111.82(16) . . ?
C4 N1 H1 125.7(16) . . ?
H41A C41 H41B 107.9 . . ?
O1 C41 H41A 109.1 . . ?
O1 C41 H41B 109.1 . . ?
O1 C41 C40 112.3(2) . . ?
C40 C41 H41A 109.1 . . ?
C40 C41 H41B 109.1 . . ?
C6 N2 H2 119.2(15) . . ?
C6 N2 C9 110.40(16) . . ?
C9 N2 H2 122.3(16) . . ?
C10 N3 H3 126.5(15) . . ?
C13 N3 H3 120.5(15) . . ?
C13 N3 C10 112.28(17) . . ?
C18 N4 C15 106.30(15) . . ?
C23 N5 C26 117.13(18) . . ?
C23 N5 C27 113.90(16) . . ?
C27 N5 C26 112.47(17) . . ?
N1 C1 C2 105.45(16) . . ?
N1 C1 C19 125.19(18) . . ?
C19 C1 C2 129.08(18) . . ?
C1 C2 H2A 125.8 . . ?
C3 C2 C1 108.50(17) . . ?
C3 C2 H2A 125.8 . . ?
C2 C3 H3A 125.4 . . ?
C2 C3 C4 109.19(17) . . ?
C4 C3 H3A 125.4 . . ?
N1 C4 C3 104.92(16) . . ?
N1 C4 C5 124.87(18) . . ?
C5 C4 C3 130.07(18) . . ?
C4 C5 C6 123.32(17) . . ?
C4 C5 C28 120.55(17) . . ?
C6 C5 C28 116.12(17) . . ?
N2 C6 C5 120.76(17) . . ?
N2 C6 C7 106.29(17) . . ?
C7 C6 C5 132.76(18) . . ?
C6 C7 H7 125.7 . . ?
C8 C7 C6 108.59(17) . . ?
C8 C7 H7 125.7 . . ?
C7 C8 H8 126.1 . . ?
C7 C8 C9 107.73(17) . . ?
C9 C8 H8 126.1 . . ?
N2 C9 C8 106.98(17) . . ?
N2 C9 C10 114.92(17) . . ?
C8 C9 C10 137.41(18) . . ?
N3 C10 C9 115.37(17) . . ?
N3 C10 C11 106.29(17) . . ?
C9 C10 C11 138.32(18) . . ?
C10 C11 H11 126.2 . . ?
C12 C11 C10 107.68(17) . . ?
C12 C11 H11 126.2 . . ?
C11 C12 H12 126.0 . . ?
C11 C12 C13 108.05(17) . . ?
C13 C12 H12 126.0 . . ?
N3 C13 C12 105.67(17) . . ?
N3 C13 C14 118.22(18) . . ?
C14 C13 C12 136.02(18) . . ?
C13 C14 C15 122.67(18) . . ?
C13 C14 C34 117.88(17) . . ?
C15 C14 C34 119.44(17) . . ?
N4 C15 C14 124.76(17) . . ?
N4 C15 C16 109.20(17) . . ?
C14 C15 C16 125.89(18) . . ?
C15 C16 H16 126.2 . . ?
C17 C16 C15 107.57(17) . . ?
C17 C16 H16 126.2 . . ?
C16 C17 H17 126.5 . . ?
C16 C17 C18 106.98(17) . . ?
C18 C17 H17 126.5 . . ?
N4 C18 C17 109.96(17) . . ?
N4 C18 C19 125.62(17) . . ?
C19 C18 C17 124.39(17) . . ?
C1 C19 C18 127.24(18) . . ?
C1 C19 C20 116.72(17) . . ?
C18 C19 C20 115.76(16) . . ?
C21 C20 C19 123.88(18) . . ?
C21 C20 C25 115.10(17) . . ?
C25 C20 C19 120.98(18) . . ?
F1 C21 C20 119.53(17) . . ?
F1 C21 C22 117.88(18) . . ?
C22 C21 C20 122.58(19) . . ?
F2 C22 C21 117.38(19) . . ?
F2 C22 C23 120.36(18) . . ?
C21 C22 C23 122.25(19) . . ?
C22 C23 N5 126.31(19) . . ?
C22 C23 C24 115.04(18) . . ?
C24 C23 N5 118.62(19) . . ?
F3 C24 C23 119.32(17) . . ?
F3 C24 C25 118.30(18) . . ?
C25 C24 C23 122.35(19) . . ?
F4 C25 C20 119.51(17) . . ?
F4 C25 C24 117.86(18) . . ?
C24 C25 C20 122.61(19) . . ?
N5 C26 H26A 109.5 . . ?
N5 C26 H26B 109.5 . . ?
N5 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N5 C27 H27A 109.5 . . ?
N5 C27 H27B 109.5 . . ?
N5 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C5 124.09(18) . . ?
C29 C28 C33 115.84(18) . . ?
C33 C28 C5 119.89(19) . . ?
F12 C29 C28 120.22(17) . . ?
F12 C29 C30 118.03(19) . . ?
C30 C29 C28 121.74(19) . . ?
F11 C30 C29 118.7(2) . . ?
F11 C30 C31 119.81(18) . . ?
C31 C30 C29 121.5(2) . . ?
C30 C31 H31 121.2 . . ?
C32 C31 C30 117.56(19) . . ?
C32 C31 H31 121.2 . . ?
F10 C32 C31 120.44(18) . . ?
F10 C32 C33 118.08(19) . . ?
C31 C32 C33 121.5(2) . . ?
F9 C33 C28 120.15(17) . . ?
F9 C33 C32 118.06(19) . . ?
C32 C33 C28 121.8(2) . . ?
C35 C34 C14 122.97(18) . . ?
C35 C34 C39 115.87(18) . . ?
C39 C34 C14 121.15(18) . . ?
F5 C35 C34 119.80(17) . . ?
F5 C35 C36 118.43(18) . . ?
C36 C35 C34 121.77(19) . . ?
F6 C36 C35 118.57(19) . . ?
F6 C36 C37 119.78(18) . . ?
C37 C36 C35 121.65(19) . . ?
C36 C37 H37 121.4 . . ?
C38 C37 C36 117.17(19) . . ?
C38 C37 H37 121.4 . . ?
F7 C38 C37 120.57(18) . . ?
F7 C38 C39 117.99(19) . . ?
C37 C38 C39 121.4(2) . . ?
F8 C39 C34 119.70(17) . . ?
F8 C39 C38 118.18(19) . . ?
C38 C39 C34 122.10(19) . . ?
C41 O1 H1A 109.5 . . ?
C41 C40 H40A 109.5 . . ?
C41 C40 H40B 109.5 . . ?
C41 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 N4 0.83(2) 2.43(2) 2.959(2) 122.3(19) . yes
N2 H2 O1 0.85(2) 2.07(2) 2.905(2) 172(2) . yes
N3 H3 N4 0.87(2) 1.91(2) 2.610(2) 137(2) . yes
O1 H1A N4 0.84 2.25 3.020(2) 152.2 . yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C21 C22 F2 1.1(3) . . . . ?
F1 C21 C22 C23 -177.92(17) . . . . ?
F2 C22 C23 N5 -3.5(3) . . . . ?
F2 C22 C23 C24 178.45(17) . . . . ?
F3 C24 C25 F4 1.9(3) . . . . ?
F3 C24 C25 C20 -176.68(18) . . . . ?
F5 C35 C36 F6 -0.8(3) . . . . ?
F5 C35 C36 C37 179.20(18) . . . . ?
F6 C36 C37 C38 -179.73(18) . . . . ?
F7 C38 C39 F8 0.1(3) . . . . ?
F7 C38 C39 C34 -178.45(18) . . . . ?
F10 C32 C33 F9 -0.2(3) . . . . ?
F10 C32 C33 C28 179.13(17) . . . . ?
F11 C30 C31 C32 -179.06(18) . . . . ?
F12 C29 C30 F11 -1.9(3) . . . . ?
F12 C29 C30 C31 178.63(18) . . . . ?
N1 C1 C2 C3 -1.9(2) . . . . ?
N1 C1 C19 C18 4.4(3) . . . . ?
N1 C1 C19 C20 178.02(18) . . . . ?
N1 C4 C5 C6 -7.2(3) . . . . ?
N1 C4 C5 C28 174.22(19) . . . . ?
N2 C6 C7 C8 0.9(2) . . . . ?
N2 C9 C10 N3 10.1(3) . . . . ?
N2 C9 C10 C11 -168.3(2) . . . . ?
N3 C10 C11 C12 0.4(2) . . . . ?
N3 C13 C14 C15 -2.0(3) . . . . ?
N3 C13 C14 C34 178.34(18) . . . . ?
N4 C15 C16 C17 -0.7(2) . . . . ?
N4 C18 C19 C1 3.4(3) . . . . ?
N4 C18 C19 C20 -170.20(19) . . . . ?
N5 C23 C24 F3 0.3(3) . . . . ?
N5 C23 C24 C25 -177.61(18) . . . . ?
C1 N1 C4 C3 -3.6(2) . . . . ?
C1 N1 C4 C5 172.48(19) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C1 C19 C20 C21 80.9(2) . . . . ?
C1 C19 C20 C25 -101.3(2) . . . . ?
C2 C1 C19 C18 -168.6(2) . . . . ?
C2 C1 C19 C20 5.0(3) . . . . ?
C2 C3 C4 N1 2.3(2) . . . . ?
C2 C3 C4 C5 -173.5(2) . . . . ?
C3 C4 C5 C6 167.8(2) . . . . ?
C3 C4 C5 C28 -10.8(3) . . . . ?
C4 N1 C1 C2 3.4(2) . . . . ?
C4 N1 C1 C19 -170.96(19) . . . . ?
C4 C5 C6 N2 -14.9(3) . . . . ?
C4 C5 C6 C7 159.3(2) . . . . ?
C4 C5 C28 C29 -60.0(3) . . . . ?
C4 C5 C28 C33 124.9(2) . . . . ?
C5 C6 C7 C8 -174.0(2) . . . . ?
C5 C28 C29 F12 6.9(3) . . . . ?
C5 C28 C29 C30 -171.82(18) . . . . ?
C5 C28 C33 F9 -7.4(3) . . . . ?
C5 C28 C33 C32 173.30(18) . . . . ?
C6 N2 C9 C8 1.2(2) . . . . ?
C6 N2 C9 C10 -171.01(17) . . . . ?
C6 C5 C28 C29 121.3(2) . . . . ?
C6 C5 C28 C33 -53.8(3) . . . . ?
C6 C7 C8 C9 -0.2(2) . . . . ?
C7 C8 C9 N2 -0.6(2) . . . . ?
C7 C8 C9 C10 168.9(2) . . . . ?
C8 C9 C10 N3 -158.8(2) . . . . ?
C8 C9 C10 C11 22.8(4) . . . . ?
C9 N2 C6 C5 174.32(18) . . . . ?
C9 N2 C6 C7 -1.3(2) . . . . ?
C9 C10 C11 C12 178.9(2) . . . . ?
C10 N3 C13 C12 1.8(2) . . . . ?
C10 N3 C13 C14 -175.39(18) . . . . ?
C10 C11 C12 C13 0.7(2) . . . . ?
C11 C12 C13 N3 -1.5(2) . . . . ?
C11 C12 C13 C14 175.0(2) . . . . ?
C12 C13 C14 C15 -178.1(2) . . . . ?
C12 C13 C14 C34 2.2(4) . . . . ?
C13 N3 C10 C9 179.65(17) . . . . ?
C13 N3 C10 C11 -1.5(2) . . . . ?
C13 C14 C15 N4 0.8(3) . . . . ?
C13 C14 C15 C16 -174.2(2) . . . . ?
C13 C14 C34 C35 -116.2(2) . . . . ?
C13 C14 C34 C39 62.6(3) . . . . ?
C14 C15 C16 C17 175.1(2) . . . . ?
C14 C34 C35 F5 -0.3(3) . . . . ?
C14 C34 C35 C36 179.06(18) . . . . ?
C14 C34 C39 F8 2.1(3) . . . . ?
C14 C34 C39 C38 -179.31(18) . . . . ?
C15 N4 C18 C17 0.0(2) . . . . ?
C15 N4 C18 C19 177.98(19) . . . . ?
C15 C14 C34 C35 64.2(3) . . . . ?
C15 C14 C34 C39 -117.1(2) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C16 C17 C18 N4 -0.4(2) . . . . ?
C16 C17 C18 C19 -178.4(2) . . . . ?
C17 C18 C19 C1 -178.9(2) . . . . ?
C17 C18 C19 C20 7.5(3) . . . . ?
C18 N4 C15 C14 -175.41(19) . . . . ?
C18 N4 C15 C16 0.4(2) . . . . ?
C18 C19 C20 C21 -104.7(2) . . . . ?
C18 C19 C20 C25 73.0(2) . . . . ?
C19 C1 C2 C3 172.2(2) . . . . ?
C19 C20 C21 F1 -2.2(3) . . . . ?
C19 C20 C21 C22 177.11(18) . . . . ?
C19 C20 C25 F4 2.4(3) . . . . ?
C19 C20 C25 C24 -179.11(18) . . . . ?
C20 C21 C22 F2 -178.24(17) . . . . ?
C20 C21 C22 C23 2.7(3) . . . . ?
C21 C20 C25 F4 -179.69(17) . . . . ?
C21 C20 C25 C24 -1.2(3) . . . . ?
C21 C22 C23 N5 175.53(19) . . . . ?
C21 C22 C23 C24 -2.6(3) . . . . ?
C22 C23 C24 F3 178.54(18) . . . . ?
C22 C23 C24 C25 0.6(3) . . . . ?
C23 C24 C25 F4 179.79(18) . . . . ?
C23 C24 C25 C20 1.2(3) . . . . ?
C25 C20 C21 F1 179.91(17) . . . . ?
C25 C20 C21 C22 -0.8(3) . . . . ?
C26 N5 C23 C22 -32.6(3) . . . . ?
C26 N5 C23 C24 145.47(19) . . . . ?
C27 N5 C23 C22 101.6(2) . . . . ?
C27 N5 C23 C24 -80.4(2) . . . . ?
C28 C5 C6 N2 163.71(18) . . . . ?
C28 C5 C6 C7 -22.0(3) . . . . ?
C28 C29 C30 F11 176.82(18) . . . . ?
C28 C29 C30 C31 -2.7(3) . . . . ?
C29 C28 C33 F9 177.14(17) . . . . ?
C29 C28 C33 C32 -2.1(3) . . . . ?
C29 C30 C31 C32 0.4(3) . . . . ?
C30 C31 C32 F10 -178.19(18) . . . . ?
C30 C31 C32 C33 0.9(3) . . . . ?
C31 C32 C33 F9 -179.25(18) . . . . ?
C31 C32 C33 C28 0.1(3) . . . . ?
C33 C28 C29 F12 -177.91(16) . . . . ?
C33 C28 C29 C30 3.4(3) . . . . ?
C34 C14 C15 N4 -179.49(18) . . . . ?
C34 C14 C15 C16 5.4(3) . . . . ?
C34 C35 C36 F6 179.84(17) . . . . ?
C34 C35 C36 C37 -0.2(3) . . . . ?
C35 C34 C39 F8 -179.03(17) . . . . ?
C35 C34 C39 C38 -0.5(3) . . . . ?
C35 C36 C37 C38 0.3(3) . . . . ?
C36 C37 C38 F7 178.55(18) . . . . ?
C36 C37 C38 C39 -0.5(3) . . . . ?
C37 C38 C39 F8 179.21(18) . . . . ?
C37 C38 C39 C34 0.6(3) . . . . ?
C39 C34 C35 F5 -179.11(17) . . . . ?
C39 C34 C35 C36 0.2(3) . . . . ?


_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder oil'
_olex2_submission_special_instructions 'No special instructions were received'
