# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_opo1
_database_code_depnum_ccdc_archive 'CCDC 1830953'
_audit_update_record             
;
2018-03-19 deposited with the CCDC.	2019-08-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C23 H34 N O2) 4(C2 F3 O2), (H2 O)'
_chemical_formula_sum            'C100 H136 F12 N4 O5'
_chemical_formula_weight         474.04
_chemical_absolute_configuration ad


loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   20.6626(8)
_cell_length_b                   10.3356(4)
_cell_length_c                   13.6724(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.325(2)
_cell_angle_gamma                90.00
_cell_volume                     2439.76(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    40520?
_cell_measurement_theta_min      4.593
_cell_measurement_theta_max      52.471

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.11
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_coefficient_mu    0.103
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9663
_exptl_absorpt_correction_T_max  0.9892
_exptl_absorpt_process_details   
;
 SADABS program multi-scan
 Blessing, Acta Cryst. (1995) A51 33-38
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            40491
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0205
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.78
_diffrn_reflns_theta_max         26.41
_reflns_number_total             5001
_reflns_number_gt                4772
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Apex2, Bruker Instrument Service v2010, 1-2'
_computing_cell_refinement       
'SAINT V7.68A (Bruker: Madison, 2009 ) in Apex2 suite.'
_computing_data_reduction        
'SAINT and XPREP Version 2008/2 (Sheldrick, Bruker AXS Inc.)'
_computing_structure_solution    
'XS Version 2008/1 (George M. Sheldrick, Acta Cryst. (2008). A64, 112-122) '
_computing_structure_refinement  
'XL Version 2008/4 (George M. Sheldrick, Acta Cryst. (2008). A64, 112-122)'
_computing_molecular_graphics    
'Bruker SHEXTL Version 2008/2 (Sheldrick, Bruker AXS Inc.)'
_computing_publication_material  
'Bruker SHEXTL Version 2008/2 (Sheldrick, Bruker AXS Inc.)'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0719P)²+1.3923P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.4(11)
_refine_ls_number_reflns         5001
_refine_ls_number_parameters     304
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0410
_refine_ls_wR_factor_ref         0.1181
_refine_ls_wR_factor_gt          0.1123
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.736
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.82313(11) 0.7439(2) 0.71829(17) 0.0172(4) Uani 1 1 d . . .
O2 O 0.91551(13) 0.6968(3) 0.90575(18) 0.0284(6) Uani 1 1 d . . .
O3 O 0.59077(15) 0.8605(3) 0.2327(3) 0.0364(6) Uani 1 1 d . . .
O4 O 0.47808(14) 0.8718(2) 0.2190(2) 0.0333(6) Uani 1 1 d . . .
N1 N 1.01731(14) 0.6132(2) 0.8494(2) 0.0177(5) Uani 1 1 d . . .
H1A H 1.0230 0.5323 0.8307 0.021 Uiso 1 1 calc R . .
H1B H 1.0210 0.6109 0.9181 0.021 Uiso 1 1 calc R . .
F1 F 0.46162(16) 0.6363(2) 0.1039(2) 0.0503(7) Uani 1 1 d D . .
F2 F 0.50574(19) 0.6177(3) 0.2828(2) 0.0600(8) Uani 1 1 d D . .
F3 F 0.58219(19) 0.6047(3) 0.2273(5) 0.1085(17) Uani 1 1 d D . .
C1 C 0.94062(16) 0.6691(3) 0.7547(2) 0.0174(6) Uani 1 1 d . . .
H1C H 0.9125 0.6070 0.6904 0.021 Uiso 1 1 calc R . .
C2 C 0.96500(18) 0.7872(3) 0.7139(3) 0.0222(6) Uani 1 1 d . . .
H2A H 0.9249 0.8532 0.6719 0.027 Uiso 1 1 calc R . .
C3 C 1.00145(19) 0.7350(4) 0.6484(3) 0.0287(7) Uani 1 1 d . . .
H3A H 1.0100 0.8042 0.6088 0.034 Uiso 1 1 calc R . .
H3B H 0.9688 0.6696 0.5915 0.034 Uiso 1 1 calc R . .
C4 C 1.07978(19) 0.6758(4) 0.7486(3) 0.0282(7) Uani 1 1 d . . .
H4A H 1.0822 0.5838 0.7371 0.034 Uiso 1 1 calc R . .
H4B H 1.1235 0.7183 0.7540 0.034 Uiso 1 1 calc R . .
C5 C 1.07801(17) 0.7022(3) 0.8570(3) 0.0213(6) Uani 1 1 d . . .
H5A H 1.1286 0.6983 0.9313 0.026 Uiso 1 1 calc R . .
C6 C 1.03750(18) 0.8320(3) 0.8306(3) 0.0246(7) Uani 1 1 d . . .
H6A H 1.0654 0.9007 0.8206 0.030 Uiso 1 1 calc R . .
H6B H 1.0262 0.8568 0.8882 0.030 Uiso 1 1 calc R . .
C7 C 0.89252(17) 0.7041(3) 0.8040(2) 0.0173(6) Uani 1 1 d . . .
C8 C 0.76772(16) 0.7837(3) 0.7493(2) 0.0168(6) Uani 1 1 d . . .
H8A H 0.7857 0.7521 0.8279 0.020 Uiso 1 1 calc R . .
C9 C 0.68905(16) 0.7237(3) 0.6602(2) 0.0175(6) Uani 1 1 d . . .
H9A H 0.6542 0.7538 0.6830 0.021 Uiso 1 1 calc R . .
C10 C 0.65666(18) 0.7818(3) 0.5382(3) 0.0224(6) Uani 1 1 d . . .
H10A H 0.6894 0.7566 0.5110 0.027 Uiso 1 1 calc R . .
H10B H 0.6052 0.7476 0.4836 0.027 Uiso 1 1 calc R . .
C11 C 0.65268(19) 0.9288(3) 0.5402(3) 0.0257(7) Uani 1 1 d . . .
H11A H 0.6169 0.9539 0.5617 0.031 Uiso 1 1 calc R . .
H11B H 0.6330 0.9623 0.4624 0.031 Uiso 1 1 calc R . .
C12 C 0.7319(2) 0.9884(3) 0.6266(3) 0.0231(7) Uani 1 1 d . . .
H12A H 0.7666 0.9654 0.6014 0.028 Uiso 1 1 calc R . .
C13 C 0.76496(17) 0.9309(3) 0.7479(3) 0.0206(6) Uani 1 1 d . . .
H13A H 0.7336 0.9592 0.7767 0.025 Uiso 1 1 calc R . .
H13B H 0.8170 0.9640 0.8008 0.025 Uiso 1 1 calc R . .
C14 C 0.68540(17) 0.5726(3) 0.6618(3) 0.0202(6) Uani 1 1 d . . .
C15 C 0.59951(19) 0.5314(4) 0.5945(3) 0.0295(8) Uani 1 1 d . . .
H15A H 0.5962 0.4387 0.5948 0.044 Uiso 1 1 calc R . .
H15B H 0.5733 0.5617 0.5152 0.044 Uiso 1 1 calc R . .
H15C H 0.5756 0.5681 0.6316 0.044 Uiso 1 1 calc R . .
C16 C 0.7198(2) 0.5081(3) 0.5988(3) 0.0261(7) Uani 1 1 d . . .
H16A H 0.7163 0.4158 0.6022 0.039 Uiso 1 1 calc R . .
H16B H 0.7731 0.5327 0.6364 0.039 Uiso 1 1 calc R . .
H16C H 0.6915 0.5355 0.5185 0.039 Uiso 1 1 calc R . .
C17 C 0.7271(2) 1.1358(3) 0.6279(3) 0.0307(7) Uani 1 1 d . . .
H17A H 0.7060 1.1688 0.5504 0.046 Uiso 1 1 calc R . .
H17B H 0.7780 1.1709 0.6801 0.046 Uiso 1 1 calc R . .
H17C H 0.6942 1.1605 0.6541 0.046 Uiso 1 1 calc R . .
C18 C 0.69675(18) 0.5678(3) 0.8568(3) 0.0217(6) Uani 1 1 d . . .
H18A H 0.6571 0.6285 0.8263 0.026 Uiso 1 1 calc R . .
C19 C 0.72843(19) 0.5214(3) 0.9696(3) 0.0241(7) Uani 1 1 d . . .
H19A H 0.7100 0.5518 1.0140 0.029 Uiso 1 1 calc R . .
C20 C 0.7872(2) 0.4303(4) 1.0166(3) 0.0272(7) Uani 1 1 d . . .
H20A H 0.8078 0.3986 1.0918 0.033 Uiso 1 1 calc R . .
C21 C 0.81497(19) 0.3870(3) 0.9505(3) 0.0270(7) Uani 1 1 d . . .
H21A H 0.8547 0.3264 0.9816 0.032 Uiso 1 1 calc R . .
C22 C 0.78337(18) 0.4342(3) 0.8370(3) 0.0225(6) Uani 1 1 d . . .
H22A H 0.8027 0.4047 0.7936 0.027 Uiso 1 1 calc R . .
C23 C 0.72370(17) 0.5243(3) 0.7881(3) 0.0194(6) Uani 1 1 d . . .
C24 C 0.5218(2) 0.6669(3) 0.2080(3) 0.0331(8) Uani 1 1 d . . .
C25 C 0.53279(19) 0.8125(3) 0.2223(3) 0.0261(7) Uani 1 1 d D . .
O1S O 0.0000 0.4518(10) 0.0000 0.060(3) Uani 0.50 2 d SP . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.324(4) . ?
O1 C8 1.481(3) . ?
O2 C7 1.201(4) . ?
O3 C25 1.231(4) . ?
O4 C25 1.265(4) . ?
N1 C1 1.505(4) . ?
N1 C5 1.512(4) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
F1 C24 1.314(4) . ?
F2 C24 1.336(5) . ?
F3 C24 1.296(4) . ?
C1 C7 1.519(4) . ?
C1 C2 1.538(4) . ?
C1 H1C 0.9800 . ?
C2 C6 1.542(4) . ?
C2 C3 1.550(4) . ?
C2 H2A 0.9800 . ?
C3 C4 1.560(5) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C5 1.527(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.516(4) . ?
C5 H5A 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 C13 1.523(4) . ?
C8 C9 1.528(4) . ?
C8 H8A 0.9800 . ?
C9 C10 1.538(4) . ?
C9 C14 1.564(4) . ?
C9 H9A 0.9800 . ?
C10 C11 1.522(5) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.526(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.525(4) . ?
C12 C17 1.528(4) . ?
C12 H12A 0.9800 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C16 1.538(5) . ?
C14 C23 1.535(4) . ?
C14 C15 1.544(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.388(4) . ?
C18 C23 1.403(4) . ?
C18 H18A 0.9300 . ?
C19 C20 1.384(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.384(5) . ?
C20 H20A 0.9300 . ?
C21 C22 1.400(4) . ?
C21 H21A 0.9300 . ?
C22 C23 1.389(5) . ?
C22 H22A 0.9300 . ?
C24 C25 1.519(5) . ?

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
C7 O1 C8 117.7(2) . . ?
C1 N1 C5 105.5(2) . . ?
C1 N1 H1A 110.6 . . ?
C5 N1 H1A 110.6 . . ?
C1 N1 H1B 110.6 . . ?
C5 N1 H1B 110.6 . . ?
H1A N1 H1B 108.8 . . ?
N1 C1 C7 110.3(2) . . ?
N1 C1 C2 102.5(2) . . ?
C7 C1 C2 113.3(2) . . ?
N1 C1 H1C 110.2 . . ?
C7 C1 H1C 110.2 . . ?
C2 C1 H1C 110.2 . . ?
C1 C2 C6 100.9(2) . . ?
C1 C2 C3 107.1(3) . . ?
C6 C2 C3 101.4(2) . . ?
C1 C2 H2A 115.2 . . ?
C6 C2 H2A 115.2 . . ?
C3 C2 H2A 115.2 . . ?
C2 C3 C4 103.2(3) . . ?
C2 C3 H3A 111.1 . . ?
C4 C3 H3A 111.1 . . ?
C2 C3 H3B 111.1 . . ?
C4 C3 H3B 111.1 . . ?
H3A C3 H3B 109.1 . . ?
C5 C4 C3 102.5(3) . . ?
C5 C4 H4A 111.3 . . ?
C3 C4 H4A 111.3 . . ?
C5 C4 H4B 111.3 . . ?
C3 C4 H4B 111.3 . . ?
H4A C4 H4B 109.2 . . ?
N1 C5 C6 101.1(2) . . ?
N1 C5 C4 106.6(2) . . ?
C6 C5 C4 103.4(3) . . ?
N1 C5 H5A 114.7 . . ?
C6 C5 H5A 114.7 . . ?
C4 C5 H5A 114.7 . . ?
C5 C6 C2 94.4(2) . . ?
C5 C6 H6A 112.9 . . ?
C2 C6 H6A 112.9 . . ?
C5 C6 H6B 112.9 . . ?
C2 C6 H6B 112.9 . . ?
H6A C6 H6B 110.3 . . ?
O2 C7 O1 126.3(3) . . ?
O2 C7 C1 124.1(3) . . ?
O1 C7 C1 109.6(2) . . ?
O1 C8 C13 107.7(2) . . ?
O1 C8 C9 108.1(2) . . ?
C13 C8 C9 112.3(2) . . ?
O1 C8 H8A 109.6 . . ?
C13 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
C8 C9 C10 110.2(2) . . ?
C8 C9 C14 115.6(2) . . ?
C10 C9 C14 114.2(2) . . ?
C8 C9 H9A 105.3 . . ?
C10 C9 H9A 105.3 . . ?
C14 C9 H9A 105.3 . . ?
C11 C10 C9 111.5(3) . . ?
C11 C10 H10A 109.3 . . ?
C9 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C9 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
C10 C11 C12 111.8(3) . . ?
C10 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
C10 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C13 C12 C17 111.6(3) . . ?
C13 C12 C11 109.5(3) . . ?
C17 C12 C11 111.2(3) . . ?
C13 C12 H12A 108.1 . . ?
C17 C12 H12A 108.1 . . ?
C11 C12 H12A 108.1 . . ?
C12 C13 C8 113.2(2) . . ?
C12 C13 H13A 108.9 . . ?
C8 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C8 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C16 C14 C23 112.2(3) . . ?
C16 C14 C15 106.3(3) . . ?
C23 C14 C15 107.1(2) . . ?
C16 C14 C9 112.6(2) . . ?
C23 C14 C9 110.0(2) . . ?
C15 C14 C9 108.4(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 C23 121.0(3) . . ?
C19 C18 H18A 119.5 . . ?
C23 C18 H18A 119.5 . . ?
C20 C19 C18 120.6(3) . . ?
C20 C19 H19A 119.7 . . ?
C18 C19 H19A 119.7 . . ?
C21 C20 C19 119.3(3) . . ?
C21 C20 H20A 120.3 . . ?
C19 C20 H20A 120.3 . . ?
C20 C21 C22 120.2(3) . . ?
C20 C21 H21A 119.9 . . ?
C22 C21 H21A 119.9 . . ?
C23 C22 C21 121.1(3) . . ?
C23 C22 H22A 119.4 . . ?
C21 C22 H22A 119.4 . . ?
C22 C23 C18 117.8(3) . . ?
C22 C23 C14 122.2(3) . . ?
C18 C23 C14 120.0(3) . . ?
F3 C24 F1 109.5(4) . . ?
F3 C24 F2 105.8(4) . . ?
F1 C24 F2 104.6(3) . . ?
F3 C24 C25 113.9(3) . . ?
F1 C24 C25 111.3(3) . . ?
F2 C24 C25 111.2(3) . . ?
O3 C25 O4 127.1(3) . . ?
O3 C25 C24 118.8(3) . . ?
O4 C25 C24 114.1(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C7 -120.0(3) . . . . ?
C5 N1 C1 C2 1.0(3) . . . . ?
N1 C1 C2 C6 -35.5(3) . . . . ?
C7 C1 C2 C6 83.3(3) . . . . ?
N1 C1 C2 C3 70.2(3) . . . . ?
C7 C1 C2 C3 -171.0(2) . . . . ?
C1 C2 C3 C4 -70.7(3) . . . . ?
C6 C2 C3 C4 34.6(3) . . . . ?
C2 C3 C4 C5 -0.2(3) . . . . ?
C1 N1 C5 C6 34.6(3) . . . . ?
C1 N1 C5 C4 -73.2(3) . . . . ?
C3 C4 C5 N1 71.0(3) . . . . ?
C3 C4 C5 C6 -35.2(3) . . . . ?
N1 C5 C6 C2 -54.6(3) . . . . ?
C4 C5 C6 C2 55.6(3) . . . . ?
C1 C2 C6 C5 55.5(3) . . . . ?
C3 C2 C6 C5 -54.6(3) . . . . ?
C8 O1 C7 O2 0.0(4) . . . . ?
C8 O1 C7 C1 -179.5(2) . . . . ?
N1 C1 C7 O2 5.2(4) . . . . ?
C2 C1 C7 O2 -109.1(3) . . . . ?
N1 C1 C7 O1 -175.3(2) . . . . ?
C2 C1 C7 O1 70.4(3) . . . . ?
C7 O1 C8 C13 103.4(3) . . . . ?
C7 O1 C8 C9 -135.1(2) . . . . ?
O1 C8 C9 C10 -65.9(3) . . . . ?
C13 C8 C9 C10 52.7(3) . . . . ?
O1 C8 C9 C14 65.5(3) . . . . ?
C13 C8 C9 C14 -175.9(2) . . . . ?
C8 C9 C10 C11 -55.0(3) . . . . ?
C14 C9 C10 C11 172.9(3) . . . . ?
C9 C10 C11 C12 57.8(4) . . . . ?
C10 C11 C12 C13 -56.1(3) . . . . ?
C10 C11 C12 C17 -179.9(3) . . . . ?
C17 C12 C13 C8 177.7(3) . . . . ?
C11 C12 C13 C8 54.1(3) . . . . ?
O1 C8 C13 C12 65.1(3) . . . . ?
C9 C8 C13 C12 -53.7(3) . . . . ?
C8 C9 C14 C16 -78.9(3) . . . . ?
C10 C9 C14 C16 50.5(3) . . . . ?
C8 C9 C14 C23 47.0(3) . . . . ?
C10 C9 C14 C23 176.4(2) . . . . ?
C8 C9 C14 C15 163.8(2) . . . . ?
C10 C9 C14 C15 -66.8(3) . . . . ?
C23 C18 C19 C20 -0.4(5) . . . . ?
C18 C19 C20 C21 0.9(5) . . . . ?
C19 C20 C21 C22 -0.5(5) . . . . ?
C20 C21 C22 C23 -0.3(5) . . . . ?
C21 C22 C23 C18 0.8(4) . . . . ?
C21 C22 C23 C14 -177.0(3) . . . . ?
C19 C18 C23 C22 -0.4(5) . . . . ?
C19 C18 C23 C14 177.4(3) . . . . ?
C16 C14 C23 C22 1.1(4) . . . . ?
C15 C14 C23 C22 117.3(3) . . . . ?
C9 C14 C23 C22 -125.1(3) . . . . ?
C16 C14 C23 C18 -176.6(3) . . . . ?
C15 C14 C23 C18 -60.4(4) . . . . ?
C9 C14 C23 C18 57.2(4) . . . . ?
F3 C24 C25 O3 10.6(6) . . . . ?
F1 C24 C25 O3 -113.7(4) . . . . ?
F2 C24 C25 O3 130.0(4) . . . . ?
F3 C24 C25 O4 -171.1(4) . . . . ?
F1 C24 C25 O4 64.6(4) . . . . ?
F2 C24 C25 O4 -51.7(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
N1 H1B O2 0.90 2.27 2.747(3) 112.6 .
N1 H1A O4 0.90 1.79 2.684(4) 173.1 4_646
N1 H1B O1S 0.90 2.16 2.822(7) 129.4 1_656
N1 H1B O2 0.90 2.20 2.963(3) 142.2 2_757

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        26.41
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.067
