#------------------------------------------------------------------------------
#$Date: 2020-05-05 02:01:12 +0300 (Tue, 05 May 2020) $
#$Revision: 251507 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/48/4134882.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_4134882
loop_
_publ_author_name
'Song, Xian-Jiang'
'Zhang, Zhi-Xu'
'Chen, Xiao-Gang'
'Zhang, Han-Yue'
'Pan, Qiang'
'Yao, Jie'
'You, Yu-Meng'
'Xiong, Ren-Gen'
_publ_section_title
;
 Bistable State of Protons for Low-Voltage Memories.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c02924
_journal_year                    2020
_chemical_formula_moiety         'C2 F6 N O4 S2, C6 H12 D N2'
_chemical_formula_sum            'C8 H12 D F6 N3 O4 S2'
_chemical_formula_weight         394.34
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 113.037(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.542(4)
_cell_length_b                   16.952(6)
_cell_length_c                   15.994(5)
_cell_measurement_reflns_used    6437
_cell_measurement_temperature    243(2)
_cell_measurement_theta_max      27.5165
_cell_measurement_theta_min      1.8332
_cell_volume                     3129.3(18)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      243(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  d*Trek
_diffrn_measurement_method       CCD_Profile_fitting
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_av_sigmaI/netI    0.1781
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            28227
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.83
_exptl_absorpt_coefficient_mu    0.425
_exptl_absorpt_correction_T_max  0.9916
_exptl_absorpt_correction_T_min  0.9274
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.086
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.101
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.17(17)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.917
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     829
_refine_ls_number_reflns         10860
_refine_ls_number_restraints     1093
_refine_ls_restrained_S_all      0.891
_refine_ls_R_factor_all          0.1411
_refine_ls_R_factor_gt           0.0910
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1188P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2375
_refine_ls_wR_factor_ref         0.2689
_reflns_number_gt                4956
_reflns_number_total             10860
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0c02924_si_004.cif
_cod_data_source_block           D-DABCO-FS-243K
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        3129.2(18)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4134882
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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
C1 C 0.7989(11) 0.8956(7) 0.1526(7) 0.048(3) Uani 1 1 d U . .
H1A H 0.7171(11) 0.8846(7) 0.1161(7) 0.057 Uiso 1 1 d RU . .
H1B H 0.8227(11) 0.9413(7) 0.1265(7) 0.057 Uiso 1 1 d RU . .
C2 C 0.8737(9) 0.8239(6) 0.1545(7) 0.036(2) Uani 1 1 d U . .
H2A H 0.8242(9) 0.7817(6) 0.1174(7) 0.043 Uiso 1 1 d RU . .
H2B H 0.9293(9) 0.8382(6) 0.1278(7) 0.043 Uiso 1 1 d RU . .
C3 C 1.0172(8) 0.8532(6) 0.3041(7) 0.035(2) Uani 1 1 d U . .
H3A H 1.0756(8) 0.8670(6) 0.2800(7) 0.042 Uiso 1 1 d RU . .
H3B H 1.0567(8) 0.8317(6) 0.3655(7) 0.042 Uiso 1 1 d RU . .
C4 C 0.9417(8) 0.9298(6) 0.3061(7) 0.030(2) Uani 1 1 d U . .
H4A H 0.9553(8) 0.9432(6) 0.3691(7) 0.036 Uiso 1 1 d RU . .
H4B H 0.9649(8) 0.9749(6) 0.2788(7) 0.036 Uiso 1 1 d RU . .
C5 C 0.7852(8) 0.8469(7) 0.2934(7) 0.037(2) Uani 1 1 d U . .
H5A H 0.7020(8) 0.8379(7) 0.2605(7) 0.044 Uiso 1 1 d RU . .
H5B H 0.7985(8) 0.8593(7) 0.3565(7) 0.044 Uiso 1 1 d RU . .
C6 C 0.8517(10) 0.7685(6) 0.2919(8) 0.047(3) Uani 1 1 d U . .
H6A H 0.7982(10) 0.7274(6) 0.2563(8) 0.056 Uiso 1 1 d RU . .
H6B H 0.8954(10) 0.7488(6) 0.3535(8) 0.056 Uiso 1 1 d RU . .
C7 C 0.7170(9) 0.8820(7) 0.8443(8) 0.044(2) Uani 1 1 d U . .
H7A H 0.7058(9) 0.9245(7) 0.8816(8) 0.053 Uiso 1 1 d RU . .
H7B H 0.7984(9) 0.8656(7) 0.8716(8) 0.053 Uiso 1 1 d RU . .
C8 C 0.6398(9) 0.8125(7) 0.8433(6) 0.039(2) Uani 1 1 d U . .
H8A H 0.5909(9) 0.8262(7) 0.8762(6) 0.047 Uiso 1 1 d RU . .
H8B H 0.6877(9) 0.7670(7) 0.8735(6) 0.047 Uiso 1 1 d RU . .
C9 C 0.6318(9) 0.7804(6) 0.6952(7) 0.036(2) Uani 1 1 d U . .
H9A H 0.5809(9) 0.7664(6) 0.6328(7) 0.043 Uiso 1 1 d RU . .
H9B H 0.6804(9) 0.7341(6) 0.7212(7) 0.043 Uiso 1 1 d RU . .
C10 C 0.7126(9) 0.8464(6) 0.6891(9) 0.046(3) Uani 1 1 d U . .
H10A H 0.6899(9) 0.8655(6) 0.6267(9) 0.056 Uiso 1 1 d RU . .
H10B H 0.7937(9) 0.8293(6) 0.7127(9) 0.056 Uiso 1 1 d RU . .
C11 C 0.5604(10) 0.9294(6) 0.7109(7) 0.044(2) Uani 1 1 d U . .
H11A H 0.5438(10) 0.9706(6) 0.7471(7) 0.052 Uiso 1 1 d RU . .
H11B H 0.5405(10) 0.9503(6) 0.6495(7) 0.052 Uiso 1 1 d RU . .
C12 C 0.4903(9) 0.8647(7) 0.7059(8) 0.044(2) Uani 1 1 d U . .
H12A H 0.4381(9) 0.8559(7) 0.6425(8) 0.053 Uiso 1 1 d RU . .
H12B H 0.4428(9) 0.8755(7) 0.7409(8) 0.053 Uiso 1 1 d RU . .
C13 C 0.5028(9) 0.5934(7) 0.7913(7) 0.045(2) Uani 1 1 d U . .
H13A H 0.5553(9) 0.5800(7) 0.7615(7) 0.054 Uiso 1 1 d RU . .
H13B H 0.5505(9) 0.6080(7) 0.8542(7) 0.054 Uiso 1 1 d RU . .
C14 C 0.4366(8) 0.5239(7) 0.7924(8) 0.049(3) Uani 1 1 d U . .
H14A H 0.4516(8) 0.5086(7) 0.8551(8) 0.059 Uiso 1 1 d RU . .
H14B H 0.4581(8) 0.4798(7) 0.7626(8) 0.059 Uiso 1 1 d RU . .
C15 C 0.2746(10) 0.6140(6) 0.7871(8) 0.046(3) Uani 1 1 d U . .
H15A H 0.1937(10) 0.6287(6) 0.7519(8) 0.055 Uiso 1 1 d RU . .
H15B H 0.2832(10) 0.6002(6) 0.8489(8) 0.055 Uiso 1 1 d RU . .
C16 C 0.3546(8) 0.6811(6) 0.7889(7) 0.032(2) Uani 1 1 d U . .
H16A H 0.3077(8) 0.7271(6) 0.7591(7) 0.038 Uiso 1 1 d RU . .
H16B H 0.4004(8) 0.6955(6) 0.8522(7) 0.038 Uiso 1 1 d RU . .
C17 C 0.3563(10) 0.6415(7) 0.6471(7) 0.044(2) Uani 1 1 d U . .
H17A H 0.4036(10) 0.6317(7) 0.6118(7) 0.052 Uiso 1 1 d RU . .
H17B H 0.3019(10) 0.6843(7) 0.6180(7) 0.052 Uiso 1 1 d RU . .
C18 C 0.2879(9) 0.5637(6) 0.6521(7) 0.037(2) Uani 1 1 d U . .
H18A H 0.2046(9) 0.5722(6) 0.6188(7) 0.044 Uiso 1 1 d RU . .
H18B H 0.3116(9) 0.5200(6) 0.6231(7) 0.044 Uiso 1 1 d RU . .
C19 C 1.0197(8) 0.0978(6) 0.8082(7) 0.038(2) Uani 1 1 d U . .
H19A H 1.0626(8) 0.1134(6) 0.8716(7) 0.046 Uiso 1 1 d RU . .
H19B H 1.0754(8) 0.0871(6) 0.7804(7) 0.046 Uiso 1 1 d RU . .
C20 C 0.9410(9) 0.0202(6) 0.8026(8) 0.039(2) Uani 1 1 d U . .
H20A H 0.9588(9) -0.0216(6) 0.7678(8) 0.047 Uiso 1 1 d RU . .
H20B H 0.9562(9) 0.0003(6) 0.8638(8) 0.047 Uiso 1 1 d RU . .
C21 C 0.7975(9) 0.1037(7) 0.8075(8) 0.045(2) Uani 1 1 d U . .
H21A H 0.8185(9) 0.0860(7) 0.8702(8) 0.054 Uiso 1 1 d RU . .
H21B H 0.7138(9) 0.1134(7) 0.7812(8) 0.054 Uiso 1 1 d RU . .
C22 C 0.8619(10) 0.1830(7) 0.8084(8) 0.046(3) Uani 1 1 d U . .
H22A H 0.8071(10) 0.2250(7) 0.7770(8) 0.055 Uiso 1 1 d RU . .
H22B H 0.9086(10) 0.2000(7) 0.8706(8) 0.055 Uiso 1 1 d RU . .
C23 C 0.8715(10) 0.1373(7) 0.6650(7) 0.044(2) Uani 1 1 d U . .
H23A H 0.9241(10) 0.1237(7) 0.6353(7) 0.053 Uiso 1 1 d RU . .
H23B H 0.8224(10) 0.1811(7) 0.6314(7) 0.053 Uiso 1 1 d RU . .
C24 C 0.7991(10) 0.0691(7) 0.6630(7) 0.048(3) Uani 1 1 d U . .
H24A H 0.8164(10) 0.0256(7) 0.6300(7) 0.058 Uiso 1 1 d RU . .
H24B H 0.7171(10) 0.0830(7) 0.6316(7) 0.058 Uiso 1 1 d RU . .
C25 C 0.4062(17) 0.7697(11) 0.0574(14) 0.096(4) Uani 1 1 d U . .
C26 C 0.6010(14) 0.5092(11) 0.0956(10) 0.119(4) Uani 1 1 d DU . .
C27 C 0.3299(10) 1.0127(8) 0.4292(9) 0.057(3) Uani 1 1 d U . .
C28 C 0.5161(11) 0.7534(9) 0.3936(9) 0.064(3) Uani 1 1 d U . .
C29 C 0.1109(11) 0.9456(8) 0.6028(10) 0.065(3) Uani 1 1 d U . .
C30 C -0.1015(11) 0.6825(8) 0.5660(9) 0.055(3) Uani 1 1 d U . .
C31 C -0.0015(14) 0.1971(9) 0.1077(11) 0.101(4) Uani 1 1 d DU . .
C32 C 0.1505(18) -0.0605(14) 0.0666(16) 0.110(4) Uani 1 1 d U . .
N1 N 0.8182(7) 0.9123(5) 0.2550(5) 0.0349(19) Uani 1 1 d U . .
D1 D 0.7747 0.9554 0.2573 0.042 Uiso 1 1 d R . .
N2 N 0.9353(7) 0.7956(5) 0.2452(5) 0.0353(18) Uani 1 1 d U . .
N3 N 0.6906(8) 0.9112(6) 0.7529(6) 0.046(2) Uani 1 1 d U . .
D3 D 0.7327 0.9560 0.7547 0.055 Uiso 1 1 d R . .
N4 N 0.5623(8) 0.7911(6) 0.7429(6) 0.044(2) Uani 1 1 d U . .
N5 N 0.4330(7) 0.6633(6) 0.7447(6) 0.044(2) Uani 1 1 d U . .
D5 D 0.4797 0.7058 0.7467 0.053 Uiso 1 1 d R . .
N6 N 0.3101(7) 0.5441(5) 0.7421(5) 0.0325(17) Uani 1 1 d U . .
N7 N 0.9381(7) 0.1613(4) 0.7576(6) 0.0311(17) Uani 1 1 d U . .
D7 D 0.9809 0.2050 0.7563 0.037 Uiso 1 1 d R . .
N8 N 0.8227(7) 0.0441(5) 0.7587(6) 0.0365(19) Uani 1 1 d U . .
N9 N 0.4715(11) 0.6407(8) 0.0191(7) 0.078(3) Uani 1 1 d U . .
N10 N 0.4570(8) 0.8831(5) 0.4751(5) 0.037(2) Uani 1 1 d U . .
N11 N -0.0183(7) 0.8217(5) 0.5212(5) 0.0335(18) Uani 1 1 d U . .
N12 N 0.0411(10) 0.0837(7) 0.0267(6) 0.069(3) Uani 1 1 d U . .
O1 O 0.5905(11) 0.7142(9) 0.1537(7) 0.119(4) Uani 1 1 d U . .
O2 O 0.5655(10) 0.7539(9) 0.0035(9) 0.126(5) Uani 1 1 d U . .
O3 O 0.3895(9) 0.5118(6) 0.0035(7) 0.083(3) Uani 1 1 d U . .
O4 O 0.4586(9) 0.5701(8) 0.1549(6) 0.091(3) Uani 1 1 d U . .
O5 O 0.5564(7) 1.0058(5) 0.4916(6) 0.062(2) Uani 1 1 d U . .
O6 O 0.4437(9) 0.9608(6) 0.3373(5) 0.071(3) Uani 1 1 d U . .
O7 O 0.3063(7) 0.8154(5) 0.3341(6) 0.071(3) Uani 1 1 d U . .
O8 O 0.3870(8) 0.7473(5) 0.4881(6) 0.072(3) Uani 1 1 d U . .
O9 O -0.0376(9) 0.8851(5) 0.6602(6) 0.068(3) Uani 1 1 d U . .
O10 O -0.1095(8) 0.9533(6) 0.5126(7) 0.071(3) Uani 1 1 d U . .
O11 O 0.0701(8) 0.6928(5) 0.5121(7) 0.070(3) Uani 1 1 d U . .
O12 O 0.1058(7) 0.7441(5) 0.6652(5) 0.062(2) Uani 1 1 d U . .
O13 O 0.1974(9) 0.1406(7) 0.1641(6) 0.090(3) Uani 1 1 d U . .
O14 O 0.1246(9) 0.2044(6) 0.0216(7) 0.079(3) Uani 1 1 d U . .
O15 O -0.0628(9) -0.0474(7) 0.0095(7) 0.093(4) Uani 1 1 d U . .
O16 O 0.0473(9) -0.0009(8) 0.1677(7) 0.095(4) Uani 1 1 d U . .
S1 S 0.5280(4) 0.7187(3) 0.0665(3) 0.0832(12) Uani 1 1 d U . .
S2 S 0.4664(3) 0.5620(2) 0.0710(3) 0.0717(10) Uani 1 1 d U . .
S3 S 0.4630(2) 0.96345(18) 0.42999(18) 0.0434(7) Uani 1 1 d U . .
S4 S 0.3972(2) 0.80513(17) 0.42175(18) 0.0392(6) Uani 1 1 d U . .
S5 S -0.0294(2) 0.89850(17) 0.57380(18) 0.0405(7) Uani 1 1 d U . .
S6 S 0.0306(2) 0.74096(17) 0.56856(17) 0.0397(6) Uani 1 1 d U . .
S7 S 0.1035(4) 0.1542(3) 0.0825(3) 0.0819(12) Uani 1 1 d U . .
S8 S 0.0376(4) -0.0035(3) 0.0740(3) 0.0768(11) Uani 1 1 d U . .
F1 F 0.3443(9) 0.7438(8) 0.1032(8) 0.122(4) Uani 1 1 d U . .
F2 F 0.4405(12) 0.8397(7) 0.1035(10) 0.159(5) Uani 1 1 d U . .
F3 F 0.3283(9) 0.7880(7) -0.0183(9) 0.135(4) Uani 1 1 d U . .
F4 F 0.6959(10) 0.5538(8) 0.1564(9) 0.171(5) Uani 1 1 d DU . .
F5 F 0.6200(10) 0.4456(7) 0.1457(8) 0.137(4) Uani 1 1 d DU . .
F6 F 0.6335(11) 0.5050(9) 0.0298(8) 0.168(5) Uani 1 1 d DU . .
F7 F 0.3400(8) 1.0249(6) 0.5149(6) 0.092(3) Uani 1 1 d U . .
F8 F 0.3327(8) 1.0894(5) 0.3970(6) 0.097(3) Uani 1 1 d U . .
F9 F 0.2425(6) 0.9760(6) 0.3861(6) 0.092(3) Uani 1 1 d U . .
F10 F 0.5969(7) 0.7389(8) 0.4700(6) 0.122(4) Uani 1 1 d U . .
F11 F 0.4733(8) 0.6855(5) 0.3601(8) 0.102(3) Uani 1 1 d U . .
F12 F 0.5410(10) 0.7936(7) 0.3433(7) 0.119(4) Uani 1 1 d U . .
F13 F 0.1922(7) 0.9073(6) 0.6557(7) 0.104(3) Uani 1 1 d U . .
F14 F 0.1011(8) 1.0199(5) 0.6304(7) 0.102(3) Uani 1 1 d U . .
F15 F 0.1238(7) 0.9594(7) 0.5224(6) 0.099(3) Uani 1 1 d U . .
F16 F -0.1480(8) 0.7261(6) 0.6121(6) 0.085(2) Uani 1 1 d U . .
F17 F -0.0649(8) 0.6120(5) 0.6033(6) 0.094(3) Uani 1 1 d U . .
F18 F -0.1752(7) 0.6784(6) 0.4779(6) 0.085(2) Uani 1 1 d U . .
F19 F -0.0397(11) 0.1547(7) 0.1675(9) 0.141(4) Uani 1 1 d DU . .
F20 F 0.0224(12) 0.2657(7) 0.1528(8) 0.160(5) Uani 1 1 d DU . .
F21 F -0.1052(11) 0.2118(9) 0.0403(8) 0.155(4) Uani 1 1 d DU . .
F22 F 0.2649(8) -0.0268(8) 0.1239(7) 0.121(3) Uani 1 1 d U . .
F23 F 0.1619(13) -0.1279(7) 0.1101(10) 0.151(4) Uani 1 1 d U . .
F24 F 0.1559(10) -0.0644(7) -0.0110(8) 0.116(3) Uani 1 1 d U . .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
D D 0.0000 0.0000 'International Tables Vol C Tables 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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A C1 H1B 108.7 . . ?
H1A C1 C2 110.5(6) . . ?
H1B C1 C2 110.5(6) . . ?
H1A C1 N1 110.5(5) . . ?
H1B C1 N1 110.5(6) . . ?
C2 C1 N1 106.1(8) . . ?
H2A C2 H2B 107.9 . . ?
H2A C2 N2 109.3(5) . . ?
H2B C2 N2 109.3(6) . . ?
H2A C2 C1 109.3(6) . . ?
H2B C2 C1 109.3(6) . . ?
N2 C2 C1 111.7(8) . . ?
H3A C3 H3B 108.7 . . ?
H3A C3 N2 110.5(5) . . ?
H3B C3 N2 110.5(5) . . ?
H3A C3 C4 110.5(5) . . ?
H3B C3 C4 110.5(5) . . ?
N2 C3 C4 106.3(7) . . ?
H4B C4 H4A 108.3 . . ?
H4B C4 N1 109.9(5) . . ?
H4A C4 N1 109.9(5) . . ?
H4B C4 C3 109.9(5) . . ?
H4A C4 C3 109.9(5) . . ?
N1 C4 C3 109.0(8) . . ?
H5A C5 H5B 107.6 . . ?
H5A C5 N1 108.7(5) . . ?
H5B C5 N1 108.7(5) . . ?
H5A C5 C6 108.7(6) . . ?
H5B C5 C6 108.7(6) . . ?
N1 C5 C6 114.3(7) . . ?
H6B C6 H6A 109.2 . . ?
H6B C6 C5 111.3(6) . . ?
H6A C6 C5 111.3(6) . . ?
H6B C6 N2 111.3(5) . . ?
H6A C6 N2 111.3(5) . . ?
C5 C6 N2 102.5(7) . . ?
H7B C7 H7A 108.0 . . ?
H7B C7 N3 109.4(6) . . ?
H7A C7 N3 109.4(6) . . ?
H7B C7 C8 109.4(6) . . ?
H7A C7 C8 109.4(6) . . ?
N3 C7 C8 111.0(8) . . ?
H8A C8 H8B 108.3 . . ?
H8A C8 C7 109.8(7) . . ?
H8B C8 C7 109.8(6) . . ?
H8A C8 N4 109.8(5) . . ?
H8B C8 N4 109.8(6) . . ?
C7 C8 N4 109.2(8) . . ?
H9B C9 H9A 106.8 . . ?
H9B C9 N4 107.1(6) . . ?
H9A C9 N4 107.1(6) . . ?
H9B C9 C10 107.1(6) . . ?
H9A C9 C10 107.1(6) . . ?
N4 C9 C10 121.0(9) . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 C9 111.7(6) . . ?
H10B C10 C9 111.8(6) . . ?
H10A C10 N3 111.7(6) . . ?
H10B C10 N3 111.7(6) . . ?
C9 C10 N3 100.2(8) . . ?
H11A C11 H11B 107.6 . . ?
H11A C11 C12 108.7(7) . . ?
H11B C11 C12 108.8(7) . . ?
H11A C11 N3 108.7(5) . . ?
H11B C11 N3 108.8(5) . . ?
C12 C11 N3 114.0(9) . . ?
H12A C12 H12B 108.0 . . ?
H12A C12 C11 109.4(7) . . ?
H12B C12 C11 109.4(7) . . ?
H12A C12 N4 109.4(6) . . ?
H12B C12 N4 109.4(6) . . ?
C11 C12 N4 111.1(9) . . ?
H13B C13 H13A 107.5 . . ?
H13B C13 C14 108.4(6) . . ?
H13A C13 C14 108.4(7) . . ?
H13B C13 N5 108.4(5) . . ?
H13A C13 N5 108.4(6) . . ?
C14 C13 N5 115.3(9) . . ?
H14B C14 H14A 108.5 . . ?
H14B C14 C13 110.3(7) . . ?
H14A C14 C13 110.3(6) . . ?
H14B C14 N6 110.3(6) . . ?
H14A C14 N6 110.3(6) . . ?
C13 C14 N6 107.3(9) . . ?
H15A C15 H15B 108.7 . . ?
H15A C15 C16 110.5(6) . . ?
H15B C15 C16 110.5(6) . . ?
H15A C15 N6 110.5(6) . . ?
H15B C15 N6 110.5(5) . . ?
C16 C15 N6 106.1(8) . . ?
H16B C16 H16A 107.6 . . ?
H16B C16 N5 108.8(5) . . ?
H16A C16 N5 108.7(6) . . ?
H16B C16 C15 108.7(6) . . ?
H16A C16 C15 108.8(6) . . ?
N5 C16 C15 114.0(9) . . ?
H17B C17 H17A 108.6 . . ?
H17B C17 N5 110.4(6) . . ?
H17A C17 N5 110.4(5) . . ?
H17B C17 C18 110.4(6) . . ?
H17A C17 C18 110.4(6) . . ?
N5 C17 C18 106.6(8) . . ?
H18B C18 H18A 108.1 . . ?
H18B C18 N6 109.5(6) . . ?
H18A C18 N6 109.5(5) . . ?
H18B C18 C17 109.5(6) . . ?
H18A C18 C17 109.5(6) . . ?
N6 C18 C17 110.9(8) . . ?
H19B C19 H19A 108.6 . . ?
H19B C19 N7 110.5(5) . . ?
H19A C19 N7 110.5(5) . . ?
H19B C19 C20 110.5(5) . . ?
H19A C19 C20 110.5(6) . . ?
N7 C19 C20 106.4(7) . . ?
H20B C20 H20A 108.6 . . ?
H20B C20 N8 110.4(6) . . ?
H20A C20 N8 110.4(6) . . ?
H20B C20 C19 110.4(6) . . ?
H20A C20 C19 110.4(6) . . ?
N8 C20 C19 106.7(7) . . ?
H21A C21 H21B 107.7 . . ?
H21A C21 N8 108.9(6) . . ?
H21B C21 N8 108.8(6) . . ?
H21A C21 C22 108.9(6) . . ?
H21B C21 C22 108.8(6) . . ?
N8 C21 C22 113.6(8) . . ?
H22A C22 H22B 109.2 . . ?
H22A C22 N7 111.3(5) . . ?
H22B C22 N7 111.2(6) . . ?
H22A C22 C21 111.3(6) . . ?
H22B C22 C21 111.3(6) . . ?
N7 C22 C21 102.5(8) . . ?
H23B C23 H23A 108.1 . . ?
H23B C23 N7 109.6(6) . . ?
H23A C23 N7 109.6(5) . . ?
H23B C23 C24 109.6(6) . . ?
H23A C23 C24 109.6(6) . . ?
N7 C23 C24 110.4(9) . . ?
H24B C24 H24A 108.3 . . ?
H24B C24 C23 109.9(6) . . ?
H24A C24 C23 109.8(6) . . ?
H24B C24 N8 109.8(5) . . ?
H24A C24 N8 109.9(6) . . ?
C23 C24 N8 109.2(8) . . ?
F3 C25 F1 102.1(16) . . ?
F3 C25 F2 105.5(17) . . ?
F1 C25 F2 96.7(16) . . ?
F3 C25 S1 122.4(16) . . ?
F1 C25 S1 118.6(14) . . ?
F2 C25 S1 108.0(14) . . ?
F6 C26 F5 114.9(16) . . ?
F6 C26 F4 98.2(13) . . ?
F5 C26 F4 96.7(12) . . ?
F6 C26 S2 114.8(12) . . ?
F5 C26 S2 118.1(13) . . ?
F4 C26 S2 110.2(12) . . ?
F9 C27 F7 111.2(12) . . ?
F9 C27 F8 114.4(11) . . ?
F7 C27 F8 103.1(11) . . ?
F9 C27 S3 112.5(11) . . ?
F7 C27 S3 109.6(8) . . ?
F8 C27 S3 105.5(9) . . ?
F12 C28 F10 116.2(14) . . ?
F12 C28 F11 114.0(12) . . ?
F10 C28 F11 105.8(14) . . ?
F12 C28 S4 109.2(12) . . ?
F10 C28 S4 105.3(8) . . ?
F11 C28 S4 105.6(9) . . ?
F13 C29 F14 115.1(12) . . ?
F13 C29 F15 111.3(11) . . ?
F14 C29 F15 101.8(12) . . ?
F13 C29 S5 113.8(11) . . ?
F14 C29 S5 106.8(8) . . ?
F15 C29 S5 107.0(9) . . ?
F16 C30 F17 113.5(10) . . ?
F16 C30 F18 109.7(11) . . ?
F17 C30 F18 113.3(13) . . ?
F16 C30 S6 105.3(9) . . ?
F17 C30 S6 108.1(9) . . ?
F18 C30 S6 106.3(8) . . ?
F20 C31 F21 102.3(13) . . ?
F20 C31 F19 98.0(12) . . ?
F21 C31 F19 99.1(12) . . ?
F20 C31 S7 118.2(12) . . ?
F21 C31 S7 119.2(12) . . ?
F19 C31 S7 116.3(11) . . ?
F24 C32 F23 116(2) . . ?
F24 C32 F22 102.4(16) . . ?
F23 C32 F22 97.4(17) . . ?
F24 C32 S8 116.6(16) . . ?
F23 C32 S8 111.4(15) . . ?
F22 C32 S8 111.0(14) . . ?
C5 N1 C4 109.9(7) . . ?
C5 N1 C1 111.1(8) . . ?
C4 N1 C1 108.2(8) . . ?
C2 N2 C3 113.2(8) . . ?
C2 N2 C6 112.5(8) . . ?
C3 N2 C6 108.6(7) . . ?
C7 N3 C11 107.1(8) . . ?
C7 N3 C10 112.4(10) . . ?
C11 N3 C10 106.3(7) . . ?
C9 N4 C12 107.5(8) . . ?
C9 N4 C8 109.1(8) . . ?
C12 N4 C8 104.2(9) . . ?
C16 N5 C13 107.4(9) . . ?
C16 N5 C17 105.8(8) . . ?
C13 N5 C17 109.3(9) . . ?
C18 N6 C14 110.3(8) . . ?
C18 N6 C15 108.7(8) . . ?
C14 N6 C15 111.2(9) . . ?
C23 N7 C19 110.6(8) . . ?
C23 N7 C22 112.6(8) . . ?
C19 N7 C22 109.1(8) . . ?
C21 N8 C20 110.6(9) . . ?
C21 N8 C24 111.7(9) . . ?
C20 N8 C24 109.5(8) . . ?
S1 N9 S2 124.5(8) . . ?
S3 N10 S4 125.2(5) . . ?
S6 N11 S5 124.0(5) . . ?
S7 N12 S8 122.1(7) . . ?
O1 S1 O2 124.2(9) . . ?
O1 S1 N9 116.1(9) . . ?
O2 S1 N9 103.3(8) . . ?
O1 S1 C25 105.2(10) . . ?
O2 S1 C25 105.3(10) . . ?
N9 S1 C25 99.6(8) . . ?
O4 S2 O3 120.7(7) . . ?
O4 S2 N9 117.1(7) . . ?
O3 S2 N9 105.1(7) . . ?
O4 S2 C26 104.5(7) . . ?
O3 S2 C26 99.7(8) . . ?
N9 S2 C26 107.7(8) . . ?
O5 S3 O6 120.7(6) . . ?
O5 S3 N10 107.6(5) . . ?
O6 S3 N10 116.1(5) . . ?
O5 S3 C27 106.0(6) . . ?
O6 S3 C27 102.9(6) . . ?
N10 S3 C27 100.9(6) . . ?
O7 S4 O8 121.5(5) . . ?
O7 S4 N10 116.9(5) . . ?
O8 S4 N10 108.6(5) . . ?
O7 S4 C28 102.7(6) . . ?
O8 S4 C28 99.0(6) . . ?
N10 S4 C28 104.9(6) . . ?
O10 S5 O9 117.5(6) . . ?
O10 S5 N11 110.6(5) . . ?
O9 S5 N11 115.7(5) . . ?
O10 S5 C29 103.8(7) . . ?
O9 S5 C29 104.4(7) . . ?
N11 S5 C29 102.7(5) . . ?
O11 S6 O12 116.4(6) . . ?
O11 S6 N11 110.9(5) . . ?
O12 S6 N11 116.6(5) . . ?
O11 S6 C30 101.6(6) . . ?
O12 S6 C30 103.7(6) . . ?
N11 S6 C30 105.6(5) . . ?
O14 S7 O13 115.7(7) . . ?
O14 S7 N12 105.4(6) . . ?
O13 S7 N12 118.3(8) . . ?
O14 S7 C31 106.5(8) . . ?
O13 S7 C31 107.5(7) . . ?
N12 S7 C31 102.1(7) . . ?
O16 S8 O15 116.0(7) . . ?
O16 S8 N12 115.7(7) . . ?
O15 S8 N12 107.2(6) . . ?
O16 S8 C32 109.9(9) . . ?
O15 S8 C32 99.5(9) . . ?
N12 S8 C32 107.0(9) . . ?
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
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 C2 1.529(14) . ?
C1 N1 1.585(12) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 N2 1.434(12) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 N2 1.462(12) . ?
C3 C4 1.614(13) . ?
C4 H4B 0.9800 . ?
C4 H4A 0.9800 . ?
C4 N1 1.472(12) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 N1 1.406(14) . ?
C5 C6 1.574(16) . ?
C6 H6B 0.9800 . ?
C6 H6A 0.9800 . ?
C6 N2 1.575(14) . ?
C7 H7B 0.9800 . ?
C7 H7A 0.9800 . ?
C7 N3 1.453(14) . ?
C7 C8 1.522(14) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 N4 1.559(12) . ?
C9 H9B 0.9800 . ?
C9 H9A 0.9800 . ?
C9 N4 1.377(13) . ?
C9 C10 1.538(13) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 N3 1.595(13) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 C12 1.388(15) . ?
C11 N3 1.534(15) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 N4 1.519(14) . ?
C13 H13B 0.9800 . ?
C13 H13A 0.9800 . ?
C13 C14 1.446(15) . ?
C13 N5 1.489(14) . ?
C14 H14B 0.9800 . ?
C14 H14A 0.9800 . ?
C14 N6 1.511(12) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 C16 1.511(13) . ?
C15 N6 1.540(13) . ?
C16 H16B 0.9800 . ?
C16 H16A 0.9800 . ?
C16 N5 1.449(12) . ?
C17 H17B 0.9800 . ?
C17 H17A 0.9800 . ?
C17 N5 1.525(13) . ?
C17 C18 1.591(14) . ?
C18 H18B 0.9800 . ?
C18 H18A 0.9800 . ?
C18 N6 1.396(12) . ?
C19 H19B 0.9800 . ?
C19 H19A 0.9800 . ?
C19 N7 1.487(13) . ?
C19 C20 1.626(14) . ?
C20 H20B 0.9800 . ?
C20 H20A 0.9800 . ?
C20 N8 1.430(13) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 N8 1.387(14) . ?
C21 C22 1.565(17) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 N7 1.521(12) . ?
C23 H23B 0.9800 . ?
C23 H23A 0.9800 . ?
C23 N7 1.446(13) . ?
C23 C24 1.462(15) . ?
C24 H24B 0.9800 . ?
C24 H24A 0.9800 . ?
C24 N8 1.501(13) . ?
C25 F3 1.26(2) . ?
C25 F1 1.33(2) . ?
C25 F2 1.37(2) . ?
C25 S1 1.71(2) . ?
C26 F6 1.271(14) . ?
C26 F5 1.310(15) . ?
C26 F4 1.423(15) . ?
C26 S2 1.812(17) . ?
C27 F9 1.214(14) . ?
C27 F7 1.342(16) . ?
C27 F8 1.403(15) . ?
C27 S3 1.862(14) . ?
C28 F12 1.187(15) . ?
C28 F10 1.269(14) . ?
C28 F11 1.294(15) . ?
C28 S4 1.929(13) . ?
C29 F13 1.225(15) . ?
C29 F14 1.355(14) . ?
C29 F15 1.378(15) . ?
C29 S5 1.819(13) . ?
C30 F16 1.329(15) . ?
C30 F17 1.334(15) . ?
C30 F18 1.351(14) . ?
C30 S6 1.917(12) . ?
C31 F20 1.339(14) . ?
C31 F21 1.348(14) . ?
C31 F19 1.423(15) . ?
C31 S7 1.686(16) . ?
C32 F24 1.27(2) . ?
C32 F23 1.32(2) . ?
C32 F22 1.48(2) . ?
C32 S8 1.76(2) . ?
N9 S1 1.552(13) . ?
N9 S2 1.585(13) . ?
N10 S3 1.557(8) . ?
N10 S4 1.592(9) . ?
N11 S6 1.569(8) . ?
N11 S5 1.585(8) . ?
N12 S7 1.514(11) . ?
N12 S8 1.668(13) . ?
O1 S1 1.308(11) . ?
O2 S1 1.400(12) . ?
O3 S2 1.416(9) . ?
O4 S2 1.390(10) . ?
O5 S3 1.397(8) . ?
O6 S3 1.406(8) . ?
O7 S4 1.430(8) . ?
O8 S4 1.487(8) . ?
O9 S5 1.443(8) . ?
O10 S5 1.436(9) . ?
O11 S6 1.441(9) . ?
O12 S6 1.463(7) . ?
O13 S7 1.394(10) . ?
O14 S7 1.393(11) . ?
O15 S8 1.479(10) . ?
O16 S8 1.456(11) . ?
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 D1 N6 0.92 1.84 2.764(8) 177.3 2_656
N3 D3 N8 0.92 1.86 2.778(8) 177.8 1_565
N7 D7 N2 0.92 1.87 2.785(10) 178.2 2_746
N5 D5 N4 0.92 1.79 2.712(12) 175.7 .
