#------------------------------------------------------------------------------
#$Date: 2016-03-21 18:28:38 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178813 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/67/4106718.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_4106718
loop_
_publ_author_name
'Nathalie Busschaert'
'Marco Wenzel'
'Mark E. Light'
'Paulina Iglesias-Hernández'
'Ricardo Pérez-Tomás'
'Philip A. Gale'
_publ_contact_author_email       philip.gale@soton.ac.uk
_publ_contact_author_name        'Gale, Philip'
_publ_section_title
;
 Structure-Activity Relationships in Tripodal Transmembrane Anion
 Transporters: The Effect of Fluorination
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14136
_journal_page_last               14148
_journal_paper_doi               10.1021/ja205884y
_journal_volume                  133
_journal_year                    2011
_chemical_formula_moiety         '2(C27 H30 F3 N7 S3), 2(C16 H36 N), O4 P'
_chemical_formula_sum            'C86 H132 F6 N16 O4 P S6'
_chemical_formula_weight         1791.47
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                110.7120(10)
_cell_angle_beta                 109.2170(10)
_cell_angle_gamma                96.3840(10)
_cell_formula_units_Z            1
_cell_length_a                   13.3126(2)
_cell_length_b                   13.8595(2)
_cell_length_c                   16.0796(3)
_cell_measurement_reflns_used    36951
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     2531.92(8)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_publication_material  'WINGX (Farrugia, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker-Nonius CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans to fill the asymmetric unit'
_diffrn_radiation_monochromator  '10cm confocal mirrors'
_diffrn_radiation_source         'Bruker Nonius FR591 Rotating Anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0358
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8913
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.95
_exptl_absorpt_coefficient_mu    0.214
_exptl_absorpt_correction_T_max  0.9789
_exptl_absorpt_correction_T_min  0.9584
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS V2.10 (Sheldrick, G.M., 2003)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_description       fragment
_exptl_crystal_F_000             957
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.958
_refine_diff_density_min         -0.838
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     556
_refine_ls_number_reflns         8913
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0530
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0680P)²+2.3455P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1384
_refine_ls_wR_factor_ref         0.1470
_reflns_number_gt                7384
_reflns_number_total             8913
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ja205884y_si_001_12.cif
_cod_data_source_block           2011nb0010-mark
_cod_original_cell_volume        2531.91(7)
_cod_database_code               4106718
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
P1 P 0.5000 1.0000 0.0000 0.01757(18) Uani 1 2 d S
O1 O 0.5797(3) 1.1085(3) 0.0629(2) 0.0266(7) Uani 0.50 1 d P
O2 O 0.5706(3) 1.0004(3) 0.0947(2) 0.0338(8) Uani 0.50 1 d P
O3 O 0.4260(3) 0.9794(3) 0.0500(2) 0.0303(8) Uani 0.50 1 d P
O4 O 0.4413(3) 1.0843(3) 0.0149(2) 0.0285(7) Uani 0.50 1 d P
S1 S 0.99346(6) 1.06034(7) 0.18089(5) 0.0460(2) Uani 1 1 d .
S2 S 0.50763(6) 0.63286(6) 0.13271(6) 0.03964(19) Uani 1 1 d .
S3 S 0.48885(5) 0.62656(5) -0.35559(4) 0.02884(16) Uani 1 1 d .
F1 F 0.95022(14) 1.41292(14) 0.54411(11) 0.0476(4) Uani 1 1 d .
F2 F -0.04042(14) 0.58888(14) -0.08476(14) 0.0504(4) Uani 1 1 d .
F3 F 0.27137(17) 0.97934(16) -0.51044(15) 0.0664(6) Uani 1 1 d .
N1 N 0.72558(16) 0.73219(16) -0.01431(15) 0.0278(4) Uani 1 1 d .
N2 N 0.79388(17) 0.96428(17) 0.03845(15) 0.0308(5) Uani 1 1 d .
H2 H 0.7244 0.9640 0.0124 0.037 Uiso 1 1 calc R
N3 N 0.79770(17) 1.09237(17) 0.17524(16) 0.0332(5) Uani 1 1 d .
H3 H 0.7259 1.0753 0.1432 0.040 Uiso 1 1 calc R
N4 N 0.59429(18) 0.79615(17) 0.10671(15) 0.0311(5) Uani 1 1 d .
H4 H 0.5881 0.8517 0.0928 0.037 Uiso 1 1 calc R
N5 N 0.40907(18) 0.75954(16) 0.05506(15) 0.0305(5) Uani 1 1 d .
H5A H 0.4215 0.8179 0.0459 0.037 Uiso 1 1 calc R
N6 N 0.51080(18) 0.70643(16) -0.17187(15) 0.0307(5) Uani 1 1 d .
H6A H 0.5030 0.7555 -0.1234 0.037 Uiso 1 1 calc R
N7 N 0.45122(19) 0.80865(17) -0.25050(15) 0.0347(5) Uani 1 1 d .
H7 H 0.4596 0.8520 -0.1920 0.042 Uiso 1 1 calc R
C1 C 0.8378(2) 0.7916(2) 0.0102(2) 0.0336(6) Uani 1 1 d .
H1A H 0.8744 0.7429 -0.0238 0.040 Uiso 1 1 calc R
H1B H 0.8810 0.8185 0.0807 0.040 Uiso 1 1 calc R
C2 C 0.8356(2) 0.8854(2) -0.01868(19) 0.0330(6) Uani 1 1 d .
H2A H 0.9109 0.9187 -0.0085 0.040 Uiso 1 1 calc R
H2B H 0.7881 0.8593 -0.0883 0.040 Uiso 1 1 calc R
C3 C 0.8559(2) 1.03813(19) 0.12944(18) 0.0279(5) Uani 1 1 d .
C4 C 0.84224(19) 1.1748(2) 0.27077(18) 0.0283(5) Uani 1 1 d .
C5 C 0.8309(2) 1.2763(2) 0.28310(19) 0.0315(6) Uani 1 1 d .
H5 H 0.7978 1.2907 0.2282 0.038 Uiso 1 1 calc R
C6 C 0.8680(2) 1.3571(2) 0.3758(2) 0.0359(6) Uani 1 1 d .
H6 H 0.8608 1.4272 0.3850 0.043 Uiso 1 1 calc R
C7 C 0.9148(2) 1.3338(2) 0.45315(19) 0.0327(6) Uani 1 1 d .
C8 C 0.9270(2) 1.2336(2) 0.44355(19) 0.0327(6) Uani 1 1 d .
H8 H 0.9604 1.2199 0.4989 0.039 Uiso 1 1 calc R
C9 C 0.8892(2) 1.1533(2) 0.3510(2) 0.0323(6) Uani 1 1 d .
H9 H 0.8954 1.0831 0.3424 0.039 Uiso 1 1 calc R
C10 C 0.7211(2) 0.6933(2) 0.05880(19) 0.0331(6) Uani 1 1 d .
H10A H 0.7907 0.6748 0.0858 0.040 Uiso 1 1 calc R
H10B H 0.6601 0.6279 0.0280 0.040 Uiso 1 1 calc R
C11 C 0.7035(2) 0.7778(2) 0.13994(19) 0.0348(6) Uani 1 1 d .
H11A H 0.7127 0.7548 0.1931 0.042 Uiso 1 1 calc R
H11B H 0.7601 0.8455 0.1659 0.042 Uiso 1 1 calc R
C12 C 0.5023(2) 0.73282(19) 0.09619(17) 0.0281(5) Uani 1 1 d .
C13 C 0.2964(2) 0.71212(19) 0.02415(17) 0.0271(5) Uani 1 1 d .
C14 C 0.2528(2) 0.6260(2) 0.0388(2) 0.0366(6) Uani 1 1 d .
H14 H 0.3008 0.5951 0.0738 0.044 Uiso 1 1 calc R
C15 C 0.1403(2) 0.5857(2) 0.0027(2) 0.0404(7) Uani 1 1 d .
H15 H 0.1108 0.5271 0.0127 0.048 Uiso 1 1 calc R
C16 C 0.0710(2) 0.6307(2) -0.0478(2) 0.0372(6) Uani 1 1 d .
C17 C 0.1104(2) 0.7163(2) -0.06268(19) 0.0350(6) Uani 1 1 d .
H17 H 0.0616 0.7472 -0.0969 0.042 Uiso 1 1 calc R
C18 C 0.2230(2) 0.7561(2) -0.02656(18) 0.0301(5) Uani 1 1 d .
H18 H 0.2514 0.8152 -0.0365 0.036 Uiso 1 1 calc R
C19 C 0.6783(2) 0.6474(2) -0.11250(18) 0.0319(6) Uani 1 1 d .
H19A H 0.7030 0.5829 -0.1113 0.038 Uiso 1 1 calc R
H19B H 0.7056 0.6706 -0.1545 0.038 Uiso 1 1 calc R
C20 C 0.5534(2) 0.6196(2) -0.15492(19) 0.0324(6) Uani 1 1 d .
H20A H 0.5249 0.5552 -0.2169 0.039 Uiso 1 1 calc R
H20B H 0.5264 0.6024 -0.1100 0.039 Uiso 1 1 calc R
C21 C 0.48255(19) 0.71732(18) -0.25572(17) 0.0256(5) Uani 1 1 d .
C22 C 0.4076(2) 0.8465(2) -0.32221(18) 0.0299(5) Uani 1 1 d .
C23 C 0.3478(2) 0.7819(2) -0.41974(18) 0.0302(5) Uani 1 1 d .
H23 H 0.3376 0.7067 -0.4432 0.036 Uiso 1 1 calc R
C24 C 0.3029(2) 0.8274(2) -0.48299(19) 0.0364(6) Uani 1 1 d .
H24 H 0.2626 0.7840 -0.5501 0.044 Uiso 1 1 calc R
C25 C 0.3176(2) 0.9353(3) -0.4473(2) 0.0453(7) Uani 1 1 d .
C26 C 0.3748(3) 1.0004(3) -0.3520(3) 0.0611(10) Uani 1 1 d .
H26 H 0.3828 1.0753 -0.3291 0.073 Uiso 1 1 calc R
C27 C 0.4207(3) 0.9561(2) -0.2893(2) 0.0545(9) Uani 1 1 d .
H27 H 0.4620 1.0009 -0.2226 0.065 Uiso 1 1 calc R
N8 N 0.29614(16) 0.28795(15) 0.48747(13) 0.0213(4) Uani 1 1 d .
C28 C 0.42031(19) 0.31398(18) 0.54090(17) 0.0233(5) Uani 1 1 d .
H28A H 0.4462 0.3890 0.5897 0.028 Uiso 1 1 calc R
H28B H 0.4545 0.3089 0.4939 0.028 Uiso 1 1 calc R
C29 C 0.4617(2) 0.24365(19) 0.59196(18) 0.0274(5) Uani 1 1 d .
H29A H 0.4191 0.2374 0.6308 0.033 Uiso 1 1 calc R
H29B H 0.4513 0.1712 0.5434 0.033 Uiso 1 1 calc R
C30 C 0.5832(2) 0.2921(2) 0.65770(19) 0.0312(6) Uani 1 1 d .
H30A H 0.5917 0.3600 0.7114 0.037 Uiso 1 1 calc R
H30B H 0.6234 0.3087 0.6204 0.037 Uiso 1 1 calc R
C31 C 0.6338(2) 0.2177(2) 0.6997(2) 0.0423(7) Uani 1 1 d .
H31A H 0.7121 0.2515 0.7407 0.063 Uiso 1 1 calc R
H31B H 0.6259 0.1505 0.6468 0.063 Uiso 1 1 calc R
H31C H 0.5959 0.2031 0.7386 0.063 Uiso 1 1 calc R
C32 C 0.2504(2) 0.17266(18) 0.41327(17) 0.0253(5) Uani 1 1 d .
H32A H 0.1690 0.1565 0.3875 0.030 Uiso 1 1 calc R
H32B H 0.2729 0.1263 0.4470 0.030 Uiso 1 1 calc R
C33 C 0.2847(2) 0.14258(19) 0.32818(17) 0.0277(5) Uani 1 1 d .
H33A H 0.2417 0.1675 0.2804 0.033 Uiso 1 1 calc R
H33B H 0.3637 0.1768 0.3508 0.033 Uiso 1 1 calc R
C34 C 0.2639(3) 0.0220(2) 0.28160(19) 0.0404(7) Uani 1 1 d .
H34A H 0.3181 0.0000 0.3256 0.048 Uiso 1 1 calc R
H34B H 0.1897 -0.0111 0.2738 0.048 Uiso 1 1 calc R
C35 C 0.2716(3) -0.0202(3) 0.1837(2) 0.0494(8) Uani 1 1 d .
H35A H 0.2551 -0.0983 0.1569 0.074 Uiso 1 1 calc R
H35B H 0.3462 0.0088 0.1912 0.074 Uiso 1 1 calc R
H35C H 0.2185 0.0015 0.1396 0.074 Uiso 1 1 calc R
C36 C 0.27597(19) 0.36391(18) 0.43855(17) 0.0232(5) Uani 1 1 d .
H36A H 0.3106 0.3489 0.3911 0.028 Uiso 1 1 calc R
H36B H 0.3134 0.4378 0.4882 0.028 Uiso 1 1 calc R
C37 C 0.1556(2) 0.3584(2) 0.38654(18) 0.0282(5) Uani 1 1 d .
H37A H 0.1295 0.4046 0.4334 0.034 Uiso 1 1 calc R
H37B H 0.1108 0.2842 0.3595 0.034 Uiso 1 1 calc R
C38 C 0.1406(2) 0.3946(2) 0.3047(2) 0.0387(6) Uani 1 1 d .
H38A H 0.1543 0.3405 0.2528 0.046 Uiso 1 1 calc R
H38B H 0.0631 0.3971 0.2772 0.046 Uiso 1 1 calc R
C39 C 0.2145(3) 0.5019(2) 0.3345(2) 0.0459(7) Uani 1 1 d .
H39A H 0.2013 0.5180 0.2777 0.069 Uiso 1 1 calc R
H39B H 0.2916 0.5006 0.3620 0.069 Uiso 1 1 calc R
H39C H 0.1986 0.5570 0.3831 0.069 Uiso 1 1 calc R
C40 C 0.2387(2) 0.30090(19) 0.55651(17) 0.0242(5) Uani 1 1 d .
H40A H 0.2409 0.2403 0.5754 0.029 Uiso 1 1 calc R
H40B H 0.1603 0.2957 0.5211 0.029 Uiso 1 1 calc R
C41 C 0.2850(2) 0.40364(18) 0.64806(17) 0.0249(5) Uani 1 1 d .
H41A H 0.2919 0.4656 0.6313 0.030 Uiso 1 1 calc R
H41B H 0.3591 0.4050 0.6902 0.030 Uiso 1 1 calc R
C42 C 0.2083(2) 0.4108(2) 0.70164(18) 0.0292(5) Uani 1 1 d .
H42A H 0.1370 0.4172 0.6617 0.035 Uiso 1 1 calc R
H42B H 0.1943 0.3441 0.7104 0.035 Uiso 1 1 calc R
C43 C 0.2561(2) 0.5055(2) 0.80029(19) 0.0366(6) Uani 1 1 d .
H43A H 0.2038 0.5074 0.8314 0.055 Uiso 1 1 calc R
H43B H 0.2698 0.5717 0.7920 0.055 Uiso 1 1 calc R
H43C H 0.3254 0.4981 0.8409 0.055 Uiso 1 1 calc R
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'
P P 0.1023 0.0942 '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'
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
O4 P1 O4 180.000(1) 2_675 .
O4 P1 O2 111.1(2) 2_675 2_675
O4 P1 O2 68.9(2) . 2_675
O4 P1 O2 68.9(2) 2_675 .
O4 P1 O2 111.1(2) . .
O2 P1 O2 180.0(3) 2_675 .
O4 P1 O1 68.97(18) 2_675 2_675
O4 P1 O1 111.03(18) . 2_675
O2 P1 O1 71.15(18) 2_675 2_675
O2 P1 O1 108.85(18) . 2_675
O4 P1 O1 111.03(18) 2_675 .
O4 P1 O1 68.97(18) . .
O2 P1 O1 108.85(18) 2_675 .
O2 P1 O1 71.15(18) . .
O1 P1 O1 180.000(1) 2_675 .
O4 P1 O3 71.56(19) 2_675 2_675
O4 P1 O3 108.44(19) . 2_675
O2 P1 O3 71.55(19) 2_675 2_675
O2 P1 O3 108.45(19) . 2_675
O1 P1 O3 108.86(18) 2_675 2_675
O1 P1 O3 71.14(18) . 2_675
O4 P1 O3 108.44(19) 2_675 .
O4 P1 O3 71.56(19) . .
O2 P1 O3 108.45(19) 2_675 .
O2 P1 O3 71.55(19) . .
O1 P1 O3 71.14(18) 2_675 .
O1 P1 O3 108.86(18) . .
O3 P1 O3 180.000(1) 2_675 .
P1 O1 O4 54.46(15) . .
P1 O1 O2 54.25(15) . .
O4 O1 O2 91.0(2) . .
P1 O1 O3 54.83(15) . 2_675
O4 O1 O3 89.5(2) . 2_675
O2 O1 O3 88.6(2) . 2_675
P1 O2 O4 54.70(16) . 2_675
P1 O2 O1 54.60(16) . .
O4 O2 O1 91.4(2) 2_675 .
P1 O2 O3 54.80(16) . .
O4 O2 O3 89.5(2) 2_675 .
O1 O2 O3 89.0(2) . .
P1 O3 O4 52.82(15) . .
P1 O3 O1 54.03(15) . 2_675
O4 O3 O1 88.6(2) . 2_675
P1 O3 O2 53.65(15) . .
O4 O3 O2 88.3(2) . .
O1 O3 O2 87.8(2) 2_675 .
P1 O4 O2 56.44(17) . 2_675
P1 O4 O1 56.57(16) . .
O2 O4 O1 93.3(2) 2_675 .
P1 O4 O3 55.62(15) . .
O2 O4 O3 91.3(2) 2_675 .
O1 O4 O3 91.6(2) . .
C19 N1 C10 112.7(2) . .
C19 N1 C1 111.6(2) . .
C10 N1 C1 112.0(2) . .
C3 N2 C2 123.6(2) . .
C3 N3 C4 125.7(2) . .
C12 N4 C11 123.7(2) . .
C12 N5 C13 132.7(2) . .
C21 N6 C20 125.0(2) . .
C21 N7 C22 131.5(2) . .
N1 C1 C2 111.3(2) . .
N2 C2 C1 110.5(2) . .
N3 C3 N2 114.1(2) . .
N3 C3 S1 123.04(19) . .
N2 C3 S1 122.9(2) . .
C5 C4 C9 119.9(2) . .
C5 C4 N3 118.6(2) . .
C9 C4 N3 121.3(2) . .
C4 C5 C6 120.0(2) . .
C7 C6 C5 118.6(2) . .
F1 C7 C6 118.7(2) . .
F1 C7 C8 118.5(2) . .
C6 C7 C8 122.9(2) . .
C7 C8 C9 118.1(2) . .
C8 C9 C4 120.4(2) . .
N1 C10 C11 110.7(2) . .
N4 C11 C10 111.8(2) . .
N4 C12 N5 113.0(2) . .
N4 C12 S2 121.54(19) . .
N5 C12 S2 125.4(2) . .
C18 C13 C14 118.1(2) . .
C18 C13 N5 115.8(2) . .
C14 C13 N5 126.2(2) . .
C15 C14 C13 120.2(3) . .
C16 C15 C14 119.8(2) . .
F2 C16 C17 118.9(2) . .
F2 C16 C15 119.3(2) . .
C17 C16 C15 121.8(3) . .
C16 C17 C18 118.1(2) . .
C17 C18 C13 122.0(2) . .
N1 C19 C20 111.9(2) . .
N6 C20 C19 112.3(2) . .
N6 C21 N7 113.2(2) . .
N6 C21 S3 122.36(18) . .
N7 C21 S3 124.45(18) . .
C23 C22 C27 119.2(2) . .
C23 C22 N7 124.6(2) . .
C27 C22 N7 116.0(2) . .
C22 C23 C24 119.7(2) . .
C25 C24 C23 119.0(3) . .
C26 C25 C24 122.5(3) . .
C26 C25 F3 119.0(3) . .
C24 C25 F3 118.5(3) . .
C25 C26 C27 118.8(3) . .
C26 C27 C22 120.7(3) . .
C40 N8 C32 106.23(17) . .
C40 N8 C36 111.58(17) . .
C32 N8 C36 110.82(17) . .
C40 N8 C28 111.16(17) . .
C32 N8 C28 111.11(17) . .
C36 N8 C28 106.03(16) . .
N8 C28 C29 115.89(19) . .
C30 C29 C28 109.7(2) . .
C29 C30 C31 112.2(2) . .
N8 C32 C33 116.51(19) . .
C34 C33 C32 108.6(2) . .
C35 C34 C33 113.7(2) . .
N8 C36 C37 115.46(19) . .
C36 C37 C38 111.0(2) . .
C39 C38 C37 114.7(2) . .
N8 C40 C41 116.32(19) . .
C40 C41 C42 109.4(2) . .
C43 C42 C41 112.4(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 O4 1.470(3) 2_675
P1 O4 1.470(3) .
P1 O2 1.501(3) 2_675
P1 O2 1.501(3) .
P1 O1 1.508(3) 2_675
P1 O1 1.508(3) .
P1 O3 1.523(3) 2_675
P1 O3 1.523(3) .
O1 O4 1.686(5) .
O1 O2 1.750(5) .
O1 O3 1.763(5) 2_675
O2 O4 1.680(5) 2_675
O2 O3 1.768(5) .
O3 O4 1.750(5) .
O3 O1 1.763(5) 2_675
O4 O2 1.680(5) 2_675
S1 C3 1.682(3) .
S2 C12 1.685(2) .
S3 C21 1.689(2) .
F1 C7 1.364(3) .
F2 C16 1.368(3) .
F3 C25 1.376(3) .
N1 C19 1.463(3) .
N1 C10 1.471(3) .
N1 C1 1.474(3) .
N2 C3 1.352(3) .
N2 C2 1.452(3) .
N3 C3 1.350(3) .
N3 C4 1.423(3) .
N4 C12 1.348(3) .
N4 C11 1.460(3) .
N5 C12 1.360(3) .
N5 C13 1.410(3) .
N6 C21 1.343(3) .
N6 C20 1.459(3) .
N7 C21 1.360(3) .
N7 C22 1.413(3) .
C1 C2 1.527(4) .
C4 C5 1.382(4) .
C4 C9 1.388(4) .
C5 C6 1.390(4) .
C6 C7 1.364(4) .
C7 C8 1.376(4) .
C8 C9 1.384(4) .
C10 C11 1.519(4) .
C13 C18 1.396(4) .
C13 C14 1.397(4) .
C14 C15 1.380(4) .
C15 C16 1.375(4) .
C16 C17 1.374(4) .
C17 C18 1.380(4) .
C19 C20 1.517(4) .
C22 C23 1.386(4) .
C22 C27 1.389(4) .
C23 C24 1.389(4) .
C24 C25 1.363(4) .
C25 C26 1.358(5) .
C26 C27 1.373(4) .
N8 C40 1.516(3) .
N8 C32 1.518(3) .
N8 C36 1.519(3) .
N8 C28 1.521(3) .
C28 C29 1.522(3) .
C29 C30 1.521(4) .
C30 C31 1.524(4) .
C32 C33 1.518(3) .
C33 C34 1.518(3) .
C34 C35 1.517(4) .
C36 C37 1.522(3) .
C37 C38 1.529(4) .
C38 C39 1.507(4) .
C40 C41 1.516(3) .
C41 C42 1.528(3) .
C42 C43 1.523(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
N2 H2 O4 0.88 2.08 2.889(4) 152.2 2_675
N2 H2 O3 0.88 2.28 3.123(4) 159.6 2_675
N3 H3 O2 0.88 1.96 2.800(4) 158.7 .
N3 H3 O1 0.88 2.15 2.953(4) 150.8 .
N4 H4 O2 0.88 2.09 2.949(4) 165.0 .
N4 H4 O4 0.88 2.16 2.942(4) 148.1 2_675
N5 H5A O3 0.88 2.21 3.062(4) 163.3 .
N5 H5A O1 0.88 2.31 3.089(4) 147.2 2_675
N6 H6A O4 0.88 2.14 2.922(4) 148.3 2_675
N6 H6A O1 0.88 2.36 3.162(4) 151.2 2_675
N7 H7 O1 0.88 2.20 3.010(4) 152.1 2_675
N7 H7 O2 0.88 2.26 3.053(4) 149.1 2_675
N7 H7 O3 0.88 2.48 3.235(4) 144.4 2_675
N7 H7 O4 0.88 2.47 3.253(4) 148.0 2_675
