#------------------------------------------------------------------------------
#$Date: 2016-11-06 03:49:08 +0200 (Sun, 06 Nov 2016) $
#$Revision: 187929 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/52/4125263.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4125263
loop_
_publ_author_name
'Pfeifer, Lukas'
'Engle, Keary M.'
'Pidgeon, George W.'
'Sparkes, Hazel A.'
'Thompson, Amber L.'
'Brown, John M.'
'Gouverneur, Véronique'
_publ_section_title
;
 Hydrogen-Bonded Homoleptic Fluoride-Diarylurea Complexes: Structure,
 Reactivity, and Coordinating Power.
;
_journal_issue                   40
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13314
_journal_paper_doi               10.1021/jacs.6b07501
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C42 H56 F5 N5 O2'
_chemical_formula_sum            'C42 H56 F5 N5 O2'
_chemical_formula_weight         757.93
_chemical_melting_point          ?
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             2016-07-07
_audit_creation_method           CRYSTALS_ver_14.61_build_5555
_cell_angle_alpha                90
_cell_angle_beta                 96.2452(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.2102(3)
_cell_length_b                   14.7340(3)
_cell_length_c                   21.0702(5)
_cell_measurement_reflns_used    8069
_cell_measurement_temperature    150
_cell_measurement_theta_max      26
_cell_measurement_theta_min      5
_cell_volume                     4076.75(16)
_computing_cell_refinement       'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 2001).'
_computing_data_reduction        'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.056
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            28777
_diffrn_reflns_theta_full        25.290
_diffrn_reflns_theta_max         26.344
_diffrn_reflns_theta_min         5.135
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            clear_pale_colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.47
_refine_diff_density_min         -0.48
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9679
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         8232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0561
_refine_ls_shift/su_max          0.0003781
_refine_ls_shift/su_mean         0.0000391
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.04P)² + 0.97P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1181
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1181
_reflns_limit_h_max              16
_reflns_limit_h_min              -16
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                5043
_reflns_number_total             8232
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   2.94
_oxford_diffrn_Wilson_scale      19.80
_oxford_refine_ls_r_factor_ref   0.1065
_oxford_refine_ls_scale          0.24627(16)
_oxford_reflns_number_all        8232
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 019gwp12
_cod_data_source_file            ja6b07501_si_002.cif
_cod_data_source_block           2j
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 4125254--4125278.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_database_code               4125263
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
F1 F -0.07836(9) 0.08407(7) 0.50711(5) 0.0427 1.0000 Uani .
C1 C 0.09573(16) 0.04847(13) 0.64335(9) 0.0359 1.0000 Uani .
O1 O 0.14043(11) 0.07095(11) 0.69519(7) 0.0473 1.0000 Uani .
N11 N 0.14536(13) 0.02157(11) 0.59263(7) 0.0375 1.0000 Uani .
C12 C 0.25110(16) 0.02928(13) 0.59240(9) 0.0351 1.0000 Uani .
C13 C 0.30325(19) -0.03670(14) 0.56166(9) 0.0431 1.0000 Uani .
C14 C 0.4069(2) -0.02916(17) 0.55790(10) 0.0502 1.0000 Uani .
C15 C 0.45626(18) 0.04498(18) 0.58434(10) 0.0499 1.0000 Uani .
C16 C 0.40830(17) 0.11229(16) 0.61454(10) 0.0454 1.0000 Uani .
C17 C 0.30458(16) 0.10358(14) 0.61843(9) 0.0383 1.0000 Uani .
F18 F 0.55919(10) 0.05383(12) 0.58093(6) 0.0747 1.0000 Uani .
N21 N -0.00830(13) 0.04730(11) 0.62958(8) 0.0391 1.0000 Uani .
C22 C -0.08024(16) 0.05896(13) 0.67339(10) 0.0353 1.0000 Uani .
C23 C -0.18294(16) 0.06457(14) 0.64914(10) 0.0402 1.0000 Uani .
C24 C -0.25792(17) 0.07252(14) 0.68971(11) 0.0461 1.0000 Uani .
C25 C -0.23028(17) 0.07466(15) 0.75440(11) 0.0445 1.0000 Uani .
C26 C -0.13126(17) 0.06993(15) 0.78005(10) 0.0427 1.0000 Uani .
C27 C -0.05532(16) 0.06229(14) 0.73957(10) 0.0386 1.0000 Uani .
F28 F -0.30549(10) 0.08134(9) 0.79403(7) 0.0616 1.0000 Uani .
C2 C 0.01424(17) 0.29005(14) 0.52890(9) 0.0365 1.0000 Uani .
O2 O 0.04734(11) 0.36677(10) 0.54066(7) 0.0461 1.0000 Uani .
N31 N -0.08365(13) 0.26360(11) 0.53421(8) 0.0390 1.0000 Uani .
C32 C -0.16667(17) 0.31944(14) 0.54388(9) 0.0369 1.0000 Uani .
C33 C -0.26123(17) 0.27724(15) 0.54448(9) 0.0416 1.0000 Uani .
C34 C -0.34820(18) 0.32673(16) 0.55183(10) 0.0465 1.0000 Uani .
C35 C -0.33919(18) 0.41864(16) 0.55990(10) 0.0459 1.0000 Uani .
C36 C -0.24752(18) 0.46279(15) 0.56083(10) 0.0450 1.0000 Uani .
C37 C -0.16092(17) 0.41340(14) 0.55219(9) 0.0402 1.0000 Uani .
F38 F -0.42461(11) 0.46868(9) 0.56737(7) 0.0629 1.0000 Uani .
N41 N 0.07189(13) 0.21952(11) 0.50969(8) 0.0394 1.0000 Uani .
C42 C 0.16963(16) 0.22417(13) 0.48957(9) 0.0359 1.0000 Uani .
C43 C 0.20355(17) 0.14789(14) 0.45885(9) 0.0404 1.0000 Uani .
C44 C 0.29862(17) 0.14613(15) 0.43788(10) 0.0445 1.0000 Uani .
C45 C 0.35886(17) 0.22123(16) 0.44725(10) 0.0450 1.0000 Uani .
C46 C 0.32890(18) 0.29775(15) 0.47706(11) 0.0483 1.0000 Uani .
C47 C 0.23296(17) 0.29918(14) 0.49840(10) 0.0431 1.0000 Uani .
F48 F 0.45392(10) 0.22059(9) 0.42591(7) 0.0645 1.0000 Uani .
N51 N 0.09225(12) 0.37364(10) 0.73589(7) 0.0311 1.0000 Uani .
C52 C -0.01126(14) 0.33524(14) 0.71056(9) 0.0342 1.0000 Uani .
C53 C -0.09612(15) 0.35192(15) 0.75204(10) 0.0396 1.0000 Uani .
C54 C -0.19614(15) 0.31513(15) 0.71958(10) 0.0414 1.0000 Uani .
C55 C -0.27991(17) 0.31354(17) 0.76344(11) 0.0518 1.0000 Uani .
C56 C 0.12603(16) 0.33745(13) 0.80244(9) 0.0339 1.0000 Uani .
C57 C 0.13028(16) 0.23494(14) 0.80791(9) 0.0376 1.0000 Uani .
C58 C 0.18289(17) 0.20708(14) 0.87292(9) 0.0405 1.0000 Uani .
C59 C 0.18307(19) 0.10447(15) 0.88149(11) 0.0516 1.0000 Uani .
C60 C 0.16765(15) 0.34629(14) 0.68949(9) 0.0355 1.0000 Uani .
C61 C 0.27889(16) 0.36265(15) 0.71261(10) 0.0419 1.0000 Uani .
C62 C 0.34522(17) 0.35339(15) 0.65860(11) 0.0477 1.0000 Uani .
C63 C 0.45740(18) 0.34902(18) 0.68326(14) 0.0658 1.0000 Uani .
C64 C 0.08882(16) 0.47660(13) 0.74165(9) 0.0343 1.0000 Uani .
C65 C 0.04877(16) 0.52879(13) 0.68217(9) 0.0381 1.0000 Uani .
C66 C 0.05370(18) 0.63043(14) 0.69605(10) 0.0436 1.0000 Uani .
C67 C 0.0143(2) 0.68703(17) 0.63824(12) 0.0598 1.0000 Uani .
H211 H -0.0327 0.0488 0.5900 0.0467 1.0000 Uiso R
H231 H -0.2007 0.0625 0.6045 0.0470 1.0000 Uiso R
H241 H -0.3277 0.0764 0.6726 0.0543 1.0000 Uiso R
H261 H -0.1151 0.0716 0.8248 0.0507 1.0000 Uiso R
H271 H 0.0136 0.0593 0.7556 0.0453 1.0000 Uiso R
H111 H 0.1130 -0.0101 0.5630 0.0452 1.0000 Uiso R
H131 H 0.2653 -0.0873 0.5443 0.0515 1.0000 Uiso R
H141 H 0.4433 -0.0739 0.5381 0.0598 1.0000 Uiso R
H161 H 0.4462 0.1626 0.6325 0.0548 1.0000 Uiso R
H171 H 0.2695 0.1493 0.6383 0.0453 1.0000 Uiso R
H311 H -0.0955 0.2073 0.5267 0.0473 1.0000 Uiso R
H331 H -0.2667 0.2143 0.5402 0.0494 1.0000 Uiso R
H341 H -0.4125 0.2985 0.5515 0.0559 1.0000 Uiso R
H361 H -0.2428 0.5261 0.5678 0.0541 1.0000 Uiso R
H371 H -0.0981 0.4429 0.5517 0.0471 1.0000 Uiso R
H411 H 0.0393 0.1690 0.5040 0.0468 1.0000 Uiso R
H431 H 0.1605 0.0975 0.4518 0.0471 1.0000 Uiso R
H441 H 0.3228 0.0935 0.4173 0.0529 1.0000 Uiso R
H461 H 0.3748 0.3480 0.4835 0.0579 1.0000 Uiso R
H471 H 0.2088 0.3521 0.5181 0.0517 1.0000 Uiso R
H521 H -0.0289 0.3628 0.6686 0.0400 1.0000 Uiso R
H522 H -0.0015 0.2703 0.7061 0.0406 1.0000 Uiso R
H532 H -0.0814 0.3207 0.7937 0.0477 1.0000 Uiso R
H531 H -0.1025 0.4179 0.7600 0.0485 1.0000 Uiso R
H541 H -0.1846 0.2523 0.7035 0.0497 1.0000 Uiso R
H542 H -0.2168 0.3528 0.6824 0.0506 1.0000 Uiso R
H551 H -0.3414 0.2864 0.7423 0.0771 1.0000 Uiso R
H552 H -0.2572 0.2768 0.8011 0.0773 1.0000 Uiso R
H553 H -0.2947 0.3739 0.7778 0.0775 1.0000 Uiso R
H562 H 0.1926 0.3642 0.8150 0.0394 1.0000 Uiso R
H561 H 0.0772 0.3612 0.8297 0.0397 1.0000 Uiso R
H571 H 0.1676 0.2081 0.7746 0.0455 1.0000 Uiso R
H572 H 0.0593 0.2127 0.8040 0.0450 1.0000 Uiso R
H581 H 0.1484 0.2365 0.9066 0.0488 1.0000 Uiso R
H582 H 0.2537 0.2266 0.8765 0.0487 1.0000 Uiso R
H591 H 0.2123 0.0755 0.8457 0.0769 1.0000 Uiso R
H593 H 0.2236 0.0885 0.9219 0.0764 1.0000 Uiso R
H592 H 0.1134 0.0831 0.8836 0.0766 1.0000 Uiso R
H601 H 0.1468 0.3793 0.6509 0.0418 1.0000 Uiso R
H602 H 0.1554 0.2825 0.6810 0.0410 1.0000 Uiso R
H611 H 0.2889 0.4219 0.7313 0.0497 1.0000 Uiso R
H612 H 0.3015 0.3182 0.7450 0.0499 1.0000 Uiso R
H621 H 0.3331 0.4057 0.6302 0.0563 1.0000 Uiso R
H622 H 0.3244 0.2986 0.6333 0.0560 1.0000 Uiso R
H631 H 0.4993 0.3437 0.6480 0.0987 1.0000 Uiso R
H632 H 0.4710 0.2953 0.7118 0.0990 1.0000 Uiso R
H633 H 0.4769 0.4039 0.7075 0.0991 1.0000 Uiso R
H641 H 0.0446 0.4881 0.7751 0.0413 1.0000 Uiso R
H642 H 0.1585 0.4967 0.7566 0.0394 1.0000 Uiso R
H651 H -0.0216 0.5125 0.6702 0.0458 1.0000 Uiso R
H652 H 0.0907 0.5158 0.6471 0.0459 1.0000 Uiso R
H661 H 0.0129 0.6424 0.7317 0.0524 1.0000 Uiso R
H662 H 0.1245 0.6463 0.7103 0.0514 1.0000 Uiso R
H672 H -0.0576 0.6711 0.6251 0.0892 1.0000 Uiso R
H671 H 0.0191 0.7515 0.6493 0.0897 1.0000 Uiso R
H673 H 0.0551 0.6762 0.6027 0.0899 1.0000 Uiso R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
O1 C1 N11 123.09(19) yes
O1 C1 N21 124.34(18) yes
N11 C1 N21 112.57(17) yes
C1 N11 C12 122.69(17) yes
C1 N11 H111 118.9 no
C12 N11 H111 117.4 no
N11 C12 C13 119.27(19) yes
N11 C12 C17 121.92(18) yes
C13 C12 C17 118.7(2) yes
C12 C13 C14 120.9(2) yes
C12 C13 H131 117.5 no
C14 C13 H131 121.6 no
C13 C14 C15 118.3(2) yes
C13 C14 H141 121.7 no
C15 C14 H141 120.0 no
C14 C15 C16 123.1(2) yes
C14 C15 F18 119.2(2) yes
C16 C15 F18 117.7(2) yes
C15 C16 C17 118.0(2) yes
C15 C16 H161 119.9 no
C17 C16 H161 122.0 no
C16 C17 C12 120.98(19) yes
C16 C17 H171 119.9 no
C12 C17 H171 119.2 no
C1 N21 C22 126.31(17) yes
C1 N21 H211 117.7 no
C22 N21 H211 115.1 no
N21 C22 C23 117.74(18) yes
N21 C22 C27 123.82(19) yes
C23 C22 C27 118.41(19) yes
C22 C23 C24 120.7(2) yes
C22 C23 H231 119.2 no
C24 C23 H231 120.1 no
C23 C24 C25 119.0(2) yes
C23 C24 H241 120.0 no
C25 C24 H241 121.0 no
C24 C25 C26 122.2(2) yes
C24 C25 F28 118.4(2) yes
C26 C25 F28 119.4(2) yes
C25 C26 C27 119.1(2) yes
C25 C26 H261 119.9 no
C27 C26 H261 121.0 no
C22 C27 C26 120.5(2) yes
C22 C27 H271 118.2 no
C26 C27 H271 121.3 no
O2 C2 N31 124.44(19) yes
O2 C2 N41 124.0(2) yes
N31 C2 N41 111.58(18) yes
C2 N31 C32 127.29(18) yes
C2 N31 H311 114.6 no
C32 N31 H311 117.7 no
N31 C32 C33 117.01(19) yes
N31 C32 C37 124.5(2) yes
C33 C32 C37 118.5(2) yes
C32 C33 C34 121.4(2) yes
C32 C33 H331 120.0 no
C34 C33 H331 118.6 no
C33 C34 C35 118.3(2) yes
C33 C34 H341 121.6 no
C35 C34 H341 120.2 no
C34 C35 C36 122.4(2) yes
C34 C35 F38 119.0(2) yes
C36 C35 F38 118.6(2) yes
C35 C36 C37 119.3(2) yes
C35 C36 H361 120.8 no
C37 C36 H361 119.9 no
C32 C37 C36 120.2(2) yes
C32 C37 H371 119.6 no
C36 C37 H371 120.2 no
C2 N41 C42 127.52(17) yes
C2 N41 H411 114.1 no
C42 N41 H411 117.6 no
N41 C42 C43 116.95(18) yes
N41 C42 C47 124.04(18) yes
C43 C42 C47 119.01(19) yes
C42 C43 C44 121.0(2) yes
C42 C43 H431 119.5 no
C44 C43 H431 119.5 no
C43 C44 C45 118.5(2) yes
C43 C44 H441 121.3 no
C45 C44 H441 120.2 no
C44 C45 C46 122.7(2) yes
C44 C45 F48 119.0(2) yes
C46 C45 F48 118.3(2) yes
C45 C46 C47 118.7(2) yes
C45 C46 H461 119.5 no
C47 C46 H461 121.8 no
C46 C47 C42 120.2(2) yes
C46 C47 H471 120.8 no
C42 C47 H471 119.0 no
C52 N51 C56 110.81(14) yes
C52 N51 C60 107.56(14) yes
C56 N51 C60 110.61(15) yes
C52 N51 C64 111.40(15) yes
C56 N51 C64 106.51(14) yes
C60 N51 C64 109.98(15) yes
N51 C52 C53 115.50(15) yes
N51 C52 H521 106.2 no
C53 C52 H521 109.6 no
N51 C52 H522 106.1 no
C53 C52 H522 109.3 no
H521 C52 H522 110.0 no
C52 C53 C54 110.13(16) yes
C52 C53 H532 110.4 no
C54 C53 H532 108.1 no
C52 C53 H531 109.8 no
C54 C53 H531 109.9 no
H532 C53 H531 108.5 no
C53 C54 C55 112.78(18) yes
C53 C54 H541 108.9 no
C55 C54 H541 109.8 no
C53 C54 H542 108.2 no
C55 C54 H542 109.8 no
H541 C54 H542 107.1 no
C54 C55 H551 110.8 no
C54 C55 H552 108.8 no
H551 C55 H552 108.2 no
C54 C55 H553 111.3 no
H551 C55 H553 109.7 no
H552 C55 H553 108.0 no
N51 C56 C57 115.10(15) yes
N51 C56 H562 105.9 no
C57 C56 H562 111.0 no
N51 C56 H561 105.7 no
C57 C56 H561 109.5 no
H562 C56 H561 109.3 no
C56 C57 C58 110.26(16) yes
C56 C57 H571 111.3 no
C58 C57 H571 108.5 no
C56 C57 H572 107.3 no
C58 C57 H572 108.7 no
H571 C57 H572 110.7 no
C57 C58 C59 111.64(17) yes
C57 C58 H581 109.1 no
C59 C58 H581 110.3 no
C57 C58 H582 109.3 no
C59 C58 H582 107.1 no
H581 C58 H582 109.3 no
C58 C59 H591 109.7 no
C58 C59 H593 109.5 no
H591 C59 H593 109.8 no
C58 C59 H592 109.6 no
H591 C59 H592 110.2 no
H593 C59 H592 108.0 no
N51 C60 C61 115.48(16) yes
N51 C60 H601 105.2 no
C61 C60 H601 111.7 no
N51 C60 H602 105.6 no
C61 C60 H602 110.5 no
H601 C60 H602 107.9 no
C60 C61 C62 111.32(18) yes
C60 C61 H611 111.2 no
C62 C61 H611 109.0 no
C60 C61 H612 109.4 no
C62 C61 H612 108.0 no
H611 C61 H612 107.9 no
C61 C62 C63 111.7(2) yes
C61 C62 H621 108.6 no
C63 C62 H621 109.3 no
C61 C62 H622 109.2 no
C63 C62 H622 110.7 no
H621 C62 H622 107.2 no
C62 C63 H631 110.9 no
C62 C63 H632 110.2 no
H631 C63 H632 108.4 no
C62 C63 H633 109.6 no
H631 C63 H633 109.0 no
H632 C63 H633 108.7 no
N51 C64 C65 116.77(16) yes
N51 C64 H641 104.8 no
C65 C64 H641 109.0 no
N51 C64 H642 106.8 no
C65 C64 H642 110.0 no
H641 C64 H642 109.2 no
C64 C65 C66 109.61(16) yes
C64 C65 H651 109.3 no
C66 C65 H651 108.3 no
C64 C65 H652 110.3 no
C66 C65 H652 108.5 no
H651 C65 H652 110.9 no
C65 C66 C67 112.39(19) yes
C65 C66 H661 107.8 no
C67 C66 H661 110.2 no
C65 C66 H662 108.2 no
C67 C66 H662 110.3 no
H661 C66 H662 107.8 no
C66 C67 H672 109.2 no
C66 C67 H671 109.5 no
H672 C67 H671 109.4 no
C66 C67 H673 110.7 no
H672 C67 H673 109.8 no
H671 C67 H673 108.3 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O1 1.229(2) yes
C1 N11 1.372(2) yes
C1 N21 1.373(3) yes
N11 C12 1.402(3) yes
N11 H111 0.856 no
C12 C13 1.392(3) yes
C12 C17 1.384(3) yes
C13 C14 1.385(3) yes
C13 H131 0.950 no
C14 C15 1.360(3) yes
C14 H141 0.940 no
C15 C16 1.370(3) yes
C15 F18 1.376(3) yes
C16 C17 1.387(3) yes
C16 H161 0.950 no
C17 H171 0.941 no
N21 C22 1.406(2) yes
N21 H211 0.861 no
C22 C23 1.399(3) yes
C22 C27 1.398(3) yes
C23 C24 1.382(3) yes
C23 H231 0.944 no
C24 C25 1.373(3) yes
C24 H241 0.954 no
C25 C26 1.362(3) yes
C25 F28 1.369(2) yes
C26 C27 1.390(3) yes
C26 H261 0.945 no
C27 H271 0.937 no
C2 O2 1.227(2) yes
C2 N31 1.367(3) yes
C2 N41 1.375(2) yes
N31 C32 1.404(3) yes
N31 H311 0.856 no
C32 C33 1.397(3) yes
C32 C37 1.396(3) yes
C33 C34 1.384(3) yes
C33 H331 0.934 no
C34 C35 1.368(3) yes
C34 H341 0.946 no
C35 C36 1.373(3) yes
C35 F38 1.371(2) yes
C36 C37 1.385(3) yes
C36 H361 0.946 no
C37 H371 0.938 no
N41 C42 1.404(2) yes
N41 H411 0.862 no
C42 C43 1.395(3) yes
C42 C47 1.386(3) yes
C43 C44 1.376(3) yes
C43 H431 0.937 no
C44 C45 1.365(3) yes
C44 H441 0.960 no
C45 C46 1.370(3) yes
C45 F48 1.379(2) yes
C46 C47 1.390(3) yes
C46 H461 0.957 no
C47 H471 0.955 no
N51 C52 1.522(2) yes
N51 C56 1.521(2) yes
N51 C60 1.524(2) yes
N51 C64 1.523(2) yes
C52 C53 1.515(3) yes
C52 H521 0.978 no
C52 H522 0.971 no
C53 C54 1.520(3) yes
C53 H532 0.991 no
C53 H531 0.991 no
C54 C55 1.517(3) yes
C54 H541 1.003 no
C54 H542 0.975 no
C55 H551 0.969 no
C55 H552 0.981 no
C55 H553 0.967 no
C56 C57 1.515(3) yes
C56 H562 0.973 no
C56 H561 0.975 no
C57 C58 1.523(3) yes
C57 H571 0.983 no
C57 H572 0.988 no
C58 C59 1.523(3) yes
C58 H581 0.984 no
C58 H582 0.973 no
C59 H591 0.981 no
C59 H593 0.984 no
C59 H592 0.978 no
C60 C61 1.516(3) yes
C60 H601 0.962 no
C60 H602 0.967 no
C61 C62 1.516(3) yes
C61 H611 0.962 no
C61 H612 0.968 no
C62 C63 1.517(3) yes
C62 H621 0.979 no
C62 H622 0.990 no
C63 H631 0.977 no
C63 H632 0.998 no
C63 H633 0.975 no
C64 C65 1.516(3) yes
C64 H641 0.978 no
C64 H642 0.985 no
C65 C66 1.526(3) yes
C65 H651 0.967 no
C65 H652 0.989 no
C66 C67 1.521(3) yes
C66 H661 0.987 no
C66 H662 0.979 no
C67 H672 0.988 no
C67 H671 0.979 no
C67 H673 0.981 no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
C27 H271 O1 124 0.94 2.22 2.847(3) yes
C37 H371 O2 122 0.94 2.26 2.872(3) yes
C47 H471 O2 123 0.95 2.25 2.876(3) yes
C60 H601 O2 144 0.96 2.55 3.371(3) yes
