#------------------------------------------------------------------------------
#$Date: 2019-03-12 01:19:46 +0200 (Tue, 12 Mar 2019) $
#$Revision: 214074 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/07/1550735.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_1550735
loop_
_publ_author_name
'Zhou, Jiawang'
'Wu, Yilei'
'Roy, Indranil'
'Samanta, Avik'
'Stoddart, J. Fraser'
'Young, Ryan Michael'
'Wasielewski, Michael R.'
_publ_section_title
;
 Choosing Sides: Unusual Ultrafast Charge Transfer Pathways in an
 Asymmetric Electron-Accepting Cyclophane that Binds an Electron Donor
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/C8SC05514A
_journal_year                    2019
_chemical_formula_moiety
'4(F6 P), C46 H36 N6 S2, 2(C20 H12), 2(C2 H3 N)'
_chemical_formula_sum            'C90 H66 F24 N8 P4 S2'
_chemical_formula_weight         1903.50
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2017-10-19
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-10-09 deposited with the CCDC.    2019-03-07 downloaded from the CCDC.
;
_cell_angle_alpha                101.538(10)
_cell_angle_beta                 95.067(11)
_cell_angle_gamma                104.449(10)
_cell_formula_units_Z            1
_cell_length_a                   10.448(2)
_cell_length_b                   10.636(2)
_cell_length_c                   19.123(4)
_cell_measurement_reflns_used    6861
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      64.591
_cell_measurement_theta_min      2.384
_cell_volume                     1994.7(7)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'APEX2 V2014.11-0 (Bruker, 2014)'
_computing_data_reduction        'SAINT V8.38A (?, 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)'
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'MX optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_unetI/netI     0.0599
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16091
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        65.145
_diffrn_reflns_theta_max         65.145
_diffrn_reflns_theta_min         2.384
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    2.353
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.5931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0817 before and 0.0409 after correction. The Ratio of minimum to maximum transmission is 0.7881. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_description       plate
_exptl_crystal_F_000             970
_exptl_crystal_recrystallization_method
'The material was recrystallised from --- by as supplied'
_exptl_crystal_size_max          0.249
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.034
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     810
_refine_ls_number_reflns         6669
_refine_ls_number_restraints     887
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0961
_refine_ls_R_factor_gt           0.0760
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0465P)²+4.5400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1824
_refine_ls_wR_factor_ref         0.1943
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5063
_reflns_number_total             6669
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8sc05514a2.cif
_cod_data_source_block           cx1089
_cod_original_cell_volume        1994.8(7)
_cod_database_code               1550735
_shelx_shelxl_version_number     2017/1
_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.
;
_shelx_estimated_absorpt_t_max   0.924
_shelx_estimated_absorpt_t_min   0.592
_olex2_refinement_description
;
1. 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
2. Restrained distances
 C1-H1B = C1-H1A
 0.99 with sigma of 0.02
 C1A-H1AB
 0.99 with sigma of 0.02
 H1AB-H1AA
 1.6 with sigma of 0.02
 N1-C8 \\sim N1AA_$1-C8A_$1 \\sim N4A_$1-C1A_$1 \\sim N4-C1
 with sigma of 0.001
 N2-C14 \\sim N2-C15 \\sim N3-C17 \\sim N3-C16
 with sigma of 0.001
 S2-C14 \\sim S2-C17 \\sim S1-C15 \\sim S1-C16
 with sigma of 0.001
 N0AA-C17 \\sim N3-C17 \\sim N3-C16 \\sim N1A-C16 \\sim N1A-C15 \\sim N2-C15
\\sim N2-C14
 with sigma of 0.01
 S2A-C14 \\sim S2A-C15 \\sim S1-C15 \\sim S1-C16 \\sim S3A-C16 \\sim S3A-C17
\\sim S2-C14 \\sim S2-C17
 with sigma of 0.01
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(S2A)=Sof(N0AA)=Sof(N1A)=Sof(S3A)=0.5*(1-FVAR(2))
 Sof(S1)=Sof(S2)=Sof(N2)=Sof(N3)=0.5*FVAR(2)
 Fixed Sof: N1(0.5) N4(0.5) C16(0.5) C19(0.5) H19(0.5) C5(0.5) C4(0.5) H4(0.5)
 C3(0.5) H3(0.5) C2(0.5) C7(0.5) H7(0.5) C6(0.5) H6(0.5) C11(0.5) C22(0.5)
 H22(0.5) C10(0.5) H10(0.5) C14(0.5) C9(0.5) H9(0.5) C12(0.5) H12(0.5) C18(0.5)
 C20(0.5) H20(0.5) C13(0.5) H13(0.5) C15(0.5) C17(0.5) C8(0.5) H8A(0.5)
 H8B(0.5) C21(0.5) H21(0.5) C23(0.5) C28(0.5) H28(0.5) C27(0.5) H27(0.5)
 C26(0.5) C25(0.5) H25(0.5) C24(0.5) H24(0.5) C11A(0.5) C10A(0.5) H10A(0.5)
 C9A(0.5) H9A(0.5) N1AA(0.5) C13A(0.5) H13A(0.5) C12A(0.5) H12A(0.5) C8A(0.5)
 H8AA(0.5) H8AB(0.5) C5A(0.5) C4A(0.5) H4A(0.5) C3A(0.5) H3A(0.5) C2A(0.5)
 C7A(0.5) H7A(0.5) C6A(0.5) H6A(0.5) C18A(0.5) C22A(0.5) H22A(0.5) C21A(0.5)
 H21A(0.5) N4A(0.5) C20A(0.5) H20A(0.5) C19A(0.5) H19A(0.5) C1(0.5) C1A(0.5)
 H1A(0.5) H1B(0.5) H1AA(0.5) H1AB(0.5)
5.a Everything fixed:
 H1AA
5.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C8A(H8AA,H8AB)
5.c Aromatic/amide H refined with riding coordinates:
 C36(H36), C30(H30), C41(H41), C37(H37), C40(H40), C46(H46), C32(H32),
 C48(H48), C31(H31), C38(H38), C42(H42), C47(H47), C19(H19), C4(H4), C3(H3),
 C7(H7), C6(H6), C22(H22), C10(H10), C9(H9), C12(H12), C20(H20), C13(H13),
 C21(H21), C28(H28), C27(H27), C25(H25), C24(H24), C10A(H10A), C9A(H9A),
 C13A(H13A), C12A(H12A), C4A(H4A), C3A(H3A), C7A(H7A), C6A(H6A), C22A(H22A),
 C21A(H21A), C20A(H20A), C19A(H19A)
5.d Fitted hexagon refined as free rotating group:
 C5(C4,C3,C2,C7,C6), C23(C28,C27,C26,C25,C24), C11A(C10A,C9A,N1AA,C13A,C12A),
 C5A(C4A,C3A,C2A,C7A,C6A), C18A(C22A,C21A,N4A,C20A,C19A)
5.e Idealised Me refined as rotating group:
 C50(H50A,H50B,H50C)
;
_olex2_date_sample_data_collection 2017-10-18
_olex2_date_sample_submission    2017-10-17
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in Paratone oil'
_olex2_submission_original_sample_id cx1089
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_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
P1 P 0.67743(13) 0.00467(13) 0.89957(7) 0.0496(3) Uani 1 1 d . U . . .
P2 P 0.50299(13) 0.43977(17) 0.79262(7) 0.0599(4) Uani 1 1 d . U . . .
S1 S 1.1210(3) 0.2058(3) 0.56891(14) 0.0340(8) Uani 0.394(3) 1 d D U P A 1
S2 S 0.8026(4) 0.1071(4) 0.40644(16) 0.0413(9) Uani 0.394(3) 1 d D U P A 1
F4 F 0.6452(3) 0.0232(3) 0.98062(15) 0.0584(7) Uani 1 1 d . U . . .
F8 F 0.6151(2) 0.3702(3) 0.76720(15) 0.0568(7) Uani 1 1 d . U . . .
F3 F 0.8348(3) 0.0569(3) 0.92930(17) 0.0652(8) Uani 1 1 d . U . . .
F1 F 0.6753(3) 0.1541(3) 0.90016(18) 0.0659(8) Uani 1 1 d . U . . .
F5 F 0.5231(3) -0.0470(4) 0.86878(18) 0.0778(10) Uani 1 1 d . U . . .
F6 F 0.7155(3) -0.0105(3) 0.81879(16) 0.0710(9) Uani 1 1 d . U . . .
F2 F 0.6834(3) -0.1437(3) 0.89769(17) 0.0694(9) Uani 1 1 d . U . . .
F12 F 0.5684(3) 0.4679(4) 0.87446(15) 0.0791(10) Uani 1 1 d . U . . .
F7 F 0.3884(3) 0.5071(4) 0.81751(17) 0.0851(11) Uani 1 1 d . U . . .
F10 F 0.4357(3) 0.4100(4) 0.70976(16) 0.0856(12) Uani 1 1 d . U . . .
F11 F 0.5939(4) 0.5770(4) 0.78542(19) 0.0837(10) Uani 1 1 d . U . . .
F9 F 0.4098(3) 0.2972(4) 0.7979(2) 0.0901(11) Uani 1 1 d . U . . .
C33 C 0.8729(5) 0.4744(4) 0.5258(3) 0.0444(10) Uani 1 1 d . U . . .
C34 C 0.9927(5) 0.5163(4) 0.5756(2) 0.0421(10) Uani 1 1 d . U . . .
C35 C 1.1208(5) 0.5419(4) 0.5521(3) 0.0433(10) Uani 1 1 d . U . . .
C29 C 0.9853(5) 0.5327(5) 0.6517(3) 0.0506(11) Uani 1 1 d . U . . .
C43 C 0.5073(4) -0.0493(5) 0.4250(3) 0.0544(12) Uani 1 1 d . U . . .
C50 C 0.5093(5) 0.7090(5) -0.0005(3) 0.0546(13) Uani 1 1 d . U . . .
H50A H 0.506018 0.651712 -0.047982 0.082 Uiso 1 1 calc GR . . . .
H50B H 0.478191 0.786386 -0.006435 0.082 Uiso 1 1 calc GR . . . .
H50C H 0.451707 0.658540 0.027976 0.082 Uiso 1 1 calc GR . . . .
C44 C 0.4758(4) 0.0737(5) 0.4474(3) 0.0557(12) Uani 1 1 d . U . . .
N2 N 1.0625(11) 0.156(2) 0.4199(3) 0.037(3) Uani 0.394(3) 1 d D U P A 1
C39 C 0.4516(5) 0.1491(6) 0.3949(3) 0.0597(13) Uani 1 1 d . U . . .
C45 C 0.4662(4) 0.1245(5) 0.5213(3) 0.0552(13) Uani 1 1 d . U . . .
C36 C 1.2333(5) 0.5786(5) 0.6035(3) 0.0548(12) Uani 1 1 d . U . . .
H36 H 1.318786 0.593910 0.588216 0.066 Uiso 1 1 calc R . . . .
C49 C 0.6457(5) 0.7541(6) 0.0366(3) 0.0590(14) Uani 1 1 d . U . . .
C30 C 0.8581(6) 0.5057(5) 0.6747(3) 0.0587(13) Uani 1 1 d . U . . .
H30 H 0.852034 0.518424 0.724766 0.070 Uiso 1 1 calc R . . . .
N1 N 0.9555(10) 0.1124(10) 0.1489(5) 0.047(2) Uani 0.5 1 d D U P A 1
C41 C 0.4876(5) -0.0216(6) 0.3016(3) 0.0653(14) Uani 1 1 d . U . . .
H41 H 0.490270 -0.055706 0.252078 0.078 Uiso 1 1 calc R . . . .
C37 C 1.2253(6) 0.5939(5) 0.6773(3) 0.0606(13) Uani 1 1 d . U . . .
H37 H 1.304655 0.619469 0.711089 0.073 Uiso 1 1 calc R . . . .
N4 N 0.9805(9) 0.2826(10) 0.8292(5) 0.037(2) Uani 0.5 1 d D U P A 1
C40 C 0.4616(5) 0.0987(6) 0.3227(3) 0.0673(15) Uani 1 1 d . U . . .
H40 H 0.450070 0.148948 0.287885 0.081 Uiso 1 1 calc R . . . .
C46 C 0.4292(5) 0.2422(6) 0.5401(3) 0.0636(14) Uani 1 1 d . U . . .
H46 H 0.419876 0.275009 0.588826 0.076 Uiso 1 1 calc R . . . .
C32 C 0.7525(5) 0.4449(5) 0.5526(3) 0.0589(13) Uani 1 1 d . U . . .
H32 H 0.671981 0.411720 0.519495 0.071 Uiso 1 1 calc R . . . .
C16 C 0.9720(5) 0.1849(11) 0.6007(4) 0.034(2) Uani 0.5 1 d D U P A 1
C48 C 0.4171(5) 0.2686(6) 0.4175(4) 0.0690(15) Uani 1 1 d . U . . .
H48 H 0.401669 0.318932 0.383349 0.083 Uiso 1 1 calc R . . . .
C31 C 0.7449(6) 0.4619(6) 0.6260(3) 0.0655(14) Uani 1 1 d . U . . .
H31 H 0.660166 0.442796 0.642041 0.079 Uiso 1 1 calc R . . . .
C38 C 1.1045(6) 0.5724(5) 0.7006(3) 0.0583(13) Uani 1 1 d . U . . .
H38 H 1.100353 0.584316 0.750804 0.070 Uiso 1 1 calc R . . . .
N5 N 0.7521(5) 0.7906(6) 0.0645(3) 0.0859(17) Uani 1 1 d . U . . .
C42 C 0.5105(5) -0.0957(6) 0.3520(3) 0.0625(14) Uani 1 1 d . U . . .
H42 H 0.528511 -0.179194 0.335964 0.075 Uiso 1 1 calc R . . . .
C47 C 0.4056(5) 0.3133(6) 0.4885(4) 0.0697(15) Uani 1 1 d . U . . .
H47 H 0.381180 0.393831 0.502847 0.084 Uiso 1 1 calc R . . . .
N3 N 0.8590(11) 0.150(2) 0.5531(3) 0.040(3) Uani 0.394(3) 1 d D U P A 1
C19 C 1.0920(11) 0.2412(13) 0.7278(7) 0.036(2) Uani 0.5 1 d . U P A 1
H19 H 1.171847 0.235352 0.708844 0.043 Uiso 0.5 1 calc R . P A 1
C5 C 0.9734(11) 0.2843(8) 0.0799(6) 0.046(3) Uani 0.5 1 d . U P A 1
C4 C 1.0985(9) 0.3763(9) 0.0935(6) 0.040(3) Uani 0.5 1 d G U P A 1
H4 H 1.176813 0.346240 0.093164 0.049 Uiso 0.5 1 calc R . P A 1
C3 C 1.1089(8) 0.5121(8) 0.1077(6) 0.044(3) Uani 0.5 1 d G U P A 1
H3 H 1.194437 0.574910 0.117060 0.053 Uiso 0.5 1 calc R . P A 1
C2 C 0.9943(10) 0.5560(9) 0.1082(5) 0.034(3) Uani 0.5 1 d G U P A 1
C7 C 0.8692(9) 0.4641(12) 0.0946(7) 0.039(3) Uani 0.5 1 d G U P A 1
H7 H 0.790881 0.494124 0.094927 0.046 Uiso 0.5 1 calc R . P A 1
C6 C 0.8588(9) 0.3283(11) 0.0804(8) 0.042(3) Uani 0.5 1 d G U P A 1
H6 H 0.773253 0.265453 0.071031 0.051 Uiso 0.5 1 calc R . P A 1
C11 C 0.9530(12) 0.1153(13) 0.2932(6) 0.042(2) Uani 0.5 1 d . U P A 1
C22 C 0.8578(10) 0.2080(13) 0.7105(6) 0.035(3) Uani 0.5 1 d . U P A 1
H22 H 0.774308 0.179581 0.679932 0.043 Uiso 0.5 1 calc R . P A 1
C10 C 1.0702(11) 0.1404(13) 0.2652(7) 0.042(3) Uani 0.5 1 d . U P A 1
H10 H 1.152377 0.157440 0.295808 0.050 Uiso 0.5 1 calc R . P A 1
C14 C 0.9493(6) 0.1221(11) 0.3726(4) 0.038(2) Uani 0.5 1 d D U P A 1
C9 C 1.0709(14) 0.1413(17) 0.1931(6) 0.047(3) Uani 0.5 1 d . U P A 1
H9 H 1.153282 0.162473 0.174779 0.056 Uiso 0.5 1 calc R . P A 1
C12 C 0.8331(11) 0.0742(13) 0.2463(7) 0.043(3) Uani 0.5 1 d . U P A 1
H12 H 0.750192 0.044863 0.262963 0.052 Uiso 0.5 1 calc R . P A 1
C18 C 0.9726(9) 0.2121(11) 0.6816(5) 0.035(2) Uani 0.5 1 d . U P A 1
C20 C 1.0937(10) 0.2779(11) 0.7999(5) 0.038(2) Uani 0.5 1 d . U P A 1
H20 H 1.176304 0.300974 0.830954 0.046 Uiso 0.5 1 calc R . P A 1
C13 C 0.8385(12) 0.0776(11) 0.1742(6) 0.043(2) Uani 0.5 1 d . U P A 1
H13 H 0.757407 0.054821 0.141864 0.052 Uiso 0.5 1 calc R . P A 1
C15 C 1.0270(7) 0.1668(10) 0.4864(3) 0.0359(19) Uani 0.5 1 d D U P A 1
C17 C 0.8995(7) 0.1413(10) 0.4877(3) 0.041(2) Uani 0.5 1 d D U P A 1
C8 C 0.9594(13) 0.1388(13) 0.0752(5) 0.049(3) Uani 0.5 1 d D U P A 1
H8A H 0.876193 0.084479 0.043019 0.059 Uiso 0.5 1 calc R . P A 1
H8B H 1.035794 0.113789 0.054768 0.059 Uiso 0.5 1 calc R . P A 1
C21 C 0.8625(10) 0.2450(11) 0.7843(5) 0.038(2) Uani 0.5 1 d . U P A 1
H21 H 0.782055 0.244271 0.804053 0.046 Uiso 0.5 1 calc R . P A 1
C23 C 0.9534(7) 0.1330(10) 0.4089(3) 0.043(2) Uani 0.5 1 d . U P B 2
C28 C 0.8393(6) 0.1372(9) 0.4406(4) 0.051(3) Uani 0.5 1 d G U P B 2
H28 H 0.757362 0.127134 0.411441 0.061 Uiso 0.5 1 calc R . P B 2
C27 C 0.8452(5) 0.1562(8) 0.5150(4) 0.048(3) Uani 0.5 1 d G U P B 2
H27 H 0.767308 0.159076 0.536690 0.058 Uiso 0.5 1 calc R . P B 2
C26 C 0.9652(6) 0.1709(8) 0.5577(3) 0.041(2) Uani 0.5 1 d G U P B 2
C25 C 1.0792(5) 0.1667(9) 0.5261(4) 0.049(2) Uani 0.5 1 d G U P B 2
H25 H 1.161201 0.176782 0.555257 0.059 Uiso 0.5 1 calc R . P B 2
C24 C 1.0733(6) 0.1477(10) 0.4517(4) 0.050(3) Uani 0.5 1 d G U P B 2
H24 H 1.151258 0.144840 0.430009 0.060 Uiso 0.5 1 calc R . P B 2
C11A C 0.9514(6) 0.1117(7) 0.3272(4) 0.041(3) Uani 0.5 1 d . U P B 2
C10A C 1.0674(5) 0.1511(9) 0.2974(4) 0.049(3) Uani 0.5 1 d G U P B 2
H10A H 1.151697 0.181587 0.327360 0.059 Uiso 0.5 1 calc R . P B 2
C9A C 1.0601(6) 0.1459(9) 0.2239(4) 0.045(3) Uani 0.5 1 d G U P B 2
H9A H 1.139391 0.172799 0.203627 0.054 Uiso 0.5 1 calc R . P B 2
N1AA N 0.9367(6) 0.1012(7) 0.1802(4) 0.043(2) Uani 0.5 1 d DG U P B 2
C13A C 0.8207(6) 0.0618(8) 0.2099(4) 0.055(4) Uani 0.5 1 d G U P B 2
H13A H 0.736400 0.031321 0.179974 0.066 Uiso 0.5 1 calc R . P B 2
C12A C 0.8280(6) 0.0670(7) 0.2834(4) 0.052(3) Uani 0.5 1 d G U P B 2
H12A H 0.748703 0.040108 0.303708 0.063 Uiso 0.5 1 calc R . P B 2
C8A C 0.9332(13) 0.1013(12) 0.1019(7) 0.047(3) Uani 0.5 1 d D U P B 2
H8AA H 1.005887 0.066662 0.082802 0.056 Uiso 0.5 1 calc R . P B 2
H8AB H 0.846912 0.042828 0.074522 0.056 Uiso 0.5 1 calc R . P B 2
C5A C 0.9501(11) 0.2407(9) 0.0931(7) 0.043(3) Uani 0.5 1 d . U P B 2
C4A C 1.0781(10) 0.3198(9) 0.0936(6) 0.049(3) Uani 0.5 1 d G U P B 2
H4A H 1.152180 0.283360 0.096456 0.059 Uiso 0.5 1 calc R . P B 2
C3A C 1.0979(9) 0.4524(9) 0.0899(6) 0.041(3) Uani 0.5 1 d G U P B 2
H3A H 1.185450 0.506462 0.090204 0.050 Uiso 0.5 1 calc R . P B 2
C2A C 0.9896(12) 0.5057(8) 0.0856(5) 0.042(3) Uani 0.5 1 d G U P B 2
C7A C 0.8615(10) 0.4265(13) 0.0851(8) 0.048(4) Uani 0.5 1 d G U P B 2
H7A H 0.787480 0.462998 0.082226 0.058 Uiso 0.5 1 calc R . P B 2
C6A C 0.8417(9) 0.2940(13) 0.0888(9) 0.047(4) Uani 0.5 1 d G U P B 2
H6A H 0.754207 0.239896 0.088478 0.057 Uiso 0.5 1 calc R . P B 2
C18A C 0.9724(5) 0.1963(5) 0.6397(3) 0.033(2) Uani 0.5 1 d . U P B 2
C22A C 0.8553(4) 0.1763(7) 0.6704(3) 0.046(3) Uani 0.5 1 d G U P B 2
H22A H 0.771173 0.143592 0.640325 0.055 Uiso 0.5 1 calc R . P B 2
C21A C 0.8614(4) 0.2042(8) 0.7450(4) 0.039(3) Uani 0.5 1 d G U P B 2
H21A H 0.781384 0.190481 0.765899 0.047 Uiso 0.5 1 calc R . P B 2
N4A N 0.9846(5) 0.2520(6) 0.7889(3) 0.043(2) Uani 0.5 1 d DG U P B 2
C20A C 1.1017(4) 0.2720(7) 0.7583(4) 0.047(4) Uani 0.5 1 d G U P B 2
H20A H 1.185836 0.304757 0.788287 0.056 Uiso 0.5 1 calc R . P B 2
C19A C 1.0956(4) 0.2442(7) 0.6837(4) 0.048(2) Uani 0.5 1 d G U P B 2
H19A H 1.175628 0.257869 0.662713 0.057 Uiso 0.5 1 calc R . P B 2
C1 C 0.9892(12) 0.3479(13) 0.9069(5) 0.045(3) Uani 0.5 1 d D U P A 1
C1A C 0.9919(11) 0.2958(13) 0.8688(8) 0.045(3) Uani 0.5 1 d D U P B 2
H1A H 1.067(5) 0.331(8) 0.932(4) 0.023(19) Uiso 0.5 1 d D . P C 1
H1B H 0.908(4) 0.306(6) 0.927(3) 0.017(18) Uiso 0.5 1 d D . P D 1
H1AA H 0.904900 0.226100 0.870200 0.050 Uiso 0.5 1 d D . P E 2
H1AB H 1.065(2) 0.268(7) 0.891(5) 0.05(3) Uiso 0.5 1 d D . P F 2
S2A S 1.1094(11) 0.159(3) 0.4154(4) 0.041(3) Uani 0.106(3) 1 d D U P A 1
N0AA N 0.862(6) 0.101(6) 0.4155(7) 0.054(8) Uani 0.106(3) 1 d D U P A 1
N1A N 1.0685(18) 0.193(6) 0.5580(6) 0.041(10) Uani 0.106(3) 1 d D U P A 1
S3A S 0.8121(10) 0.142(3) 0.5564(5) 0.051(4) Uani 0.106(3) 1 d D U P A 1
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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
F4 P1 F3 90.01(17) . .
F4 P1 F6 177.88(19) . .
F3 P1 F6 87.98(18) . .
F1 P1 F4 90.36(17) . .
F1 P1 F3 89.51(17) . .
F1 P1 F6 88.96(17) . .
F5 P1 F4 91.08(18) . .
F5 P1 F3 178.91(19) . .
F5 P1 F1 90.43(19) . .
F5 P1 F6 90.93(18) . .
F5 P1 F2 90.7(2) . .
F2 P1 F4 90.97(17) . .
F2 P1 F3 89.36(18) . .
F2 P1 F1 178.25(18) . .
F2 P1 F6 89.67(18) . .
F8 P2 F7 179.0(2) . .
F8 P2 F10 89.72(16) . .
F8 P2 F9 89.77(18) . .
F12 P2 F8 90.34(16) . .
F12 P2 F7 90.18(17) . .
F12 P2 F10 179.5(3) . .
F12 P2 F9 90.7(2) . .
F7 P2 F10 89.75(17) . .
F7 P2 F9 89.3(2) . .
F10 P2 F9 88.8(2) . .
F11 P2 F8 89.42(18) . .
F11 P2 F12 90.5(2) . .
F11 P2 F7 91.5(2) . .
F11 P2 F10 90.0(2) . .
F11 P2 F9 178.5(2) . .
C15 S1 C16 84.8(4) . .
N1A S1 C16 42.4(7) . .
N1A S1 C15 42.4(7) . .
C17 S2 C14 84.7(4) . .
C34 C33 C35 119.9(4) . 2_766
C32 C33 C34 118.0(5) . .
C32 C33 C35 122.1(4) . 2_766
C33 C34 C35 121.5(4) . .
C33 C34 C29 119.4(4) . .
C35 C34 C29 119.1(4) . .
C34 C35 C33 118.6(4) . 2_766
C36 C35 C33 123.0(5) . 2_766
C36 C35 C34 118.3(5) . .
C30 C29 C34 118.9(5) . .
C38 C29 C34 119.0(5) . .
C38 C29 C30 122.1(5) . .
C44 C43 C45 119.7(5) . 2_656
C42 C43 C44 118.5(5) . .
C42 C43 C45 121.8(5) . 2_656
H50A C50 H50B 109.5 . .
H50A C50 H50C 109.5 . .
H50B C50 H50C 109.5 . .
C49 C50 H50A 109.5 . .
C49 C50 H50B 109.5 . .
C49 C50 H50C 109.5 . .
C43 C44 C39 119.8(5) . .
C43 C44 C45 121.2(5) . .
C45 C44 C39 119.0(5) . .
C15 N2 C14 107.2(9) . .
C40 C39 C44 118.6(5) . .
C40 C39 C48 122.1(6) . .
C48 C39 C44 119.3(5) . .
C44 C45 C43 119.1(5) . 2_656
C46 C45 C43 121.9(5) . 2_656
C46 C45 C44 119.0(5) . .
C35 C36 H36 118.9 . .
C35 C36 C37 122.2(5) . .
C37 C36 H36 118.9 . .
N5 C49 C50 178.8(7) . .
C29 C30 H30 119.6 . .
C31 C30 C29 120.7(5) . .
C31 C30 H30 119.6 . .
C9 N1 C13 120.1(10) . .
C9 N1 C8 118.6(10) . .
C13 N1 C8 120.7(9) . .
C40 C41 H41 119.5 . .
C40 C41 C42 121.0(6) . .
C42 C41 H41 119.5 . .
C36 C37 H37 119.9 . .
C38 C37 C36 120.2(5) . .
C38 C37 H37 119.9 . .
C20 N4 C1 120.2(9) . .
C21 N4 C20 118.5(9) . .
C21 N4 C1 120.6(9) . .
C39 C40 H40 119.6 . .
C41 C40 C39 120.8(6) . .
C41 C40 H40 119.6 . .
C45 C46 H46 119.4 . .
C45 C46 C47 121.1(6) . .
C47 C46 H46 119.4 . .
C33 C32 H32 118.6 . .
C33 C32 C31 122.7(5) . .
C31 C32 H32 118.6 . .
S1 C16 S3A 131.0(6) . .
N3 C16 S1 118.7(7) . .
N3 C16 C18 122.8(6) . .
N3 C16 N1A 103.1(11) . .
N3 C16 S3A 12.2(4) . .
C18 C16 S1 118.4(6) . .
C18 C16 S3A 110.6(5) . .
N1A C16 S1 15.7(6) . .
N1A C16 C18 134.1(9) . .
N1A C16 S3A 115.3(9) . .
C39 C48 H48 119.8 . .
C47 C48 C39 120.4(6) . .
C47 C48 H48 119.8 . .
C30 C31 C32 120.2(5) . .
C30 C31 H31 119.9 . .
C32 C31 H31 119.9 . .
C29 C38 H38 119.4 . .
C37 C38 C29 121.2(5) . .
C37 C38 H38 119.4 . .
C43 C42 C41 121.2(6) . .
C43 C42 H42 119.4 . .
C41 C42 H42 119.4 . .
C46 C47 H47 119.4 . .
C48 C47 C46 121.1(6) . .
C48 C47 H47 119.4 . .
C16 N3 C17 105.2(8) . .
C18 C19 H19 120.2 . .
C20 C19 H19 120.2 . .
C20 C19 C18 119.7(11) . .
C4 C5 C6 120.0 . .
C4 C5 C8 121.0(8) . .
C6 C5 C8 118.4(8) . .
C5 C4 H4 120.0 . .
C3 C4 C5 120.0 . .
C3 C4 H4 120.0 . .
C4 C3 H3 120.0 . .
C4 C3 C2 120.0 . .
C2 C3 H3 120.0 . .
C3 C2 N4 113.0(6) . 2_766
C3 C2 C7 120.0 . .
C7 C2 N4 119.3(6) . 2_766
C2 C7 H7 120.0 . .
C6 C7 C2 120.0 . .
C6 C7 H7 120.0 . .
C5 C6 H6 120.0 . .
C7 C6 C5 120.0 . .
C7 C6 H6 120.0 . .
C10 C11 C14 122.2(9) . .
C10 C11 C12 118.8(10) . .
C12 C11 C14 118.9(10) . .
C18 C22 H22 120.0 . .
C18 C22 C21 120.0(10) . .
C21 C22 H22 120.0 . .
C11 C10 H10 119.6 . .
C11 C10 C9 120.8(11) . .
C9 C10 H10 119.6 . .
S2 C14 S2A 130.5(6) . .
N2 C14 S2 117.6(7) . .
N2 C14 C11 121.3(7) . .
N2 C14 S2A 12.9(4) . .
C11 C14 S2 120.6(7) . .
C11 C14 S2A 108.7(6) . .
N0AA C14 S2 19.4(18) . .
N0AA C14 N2 100.1(17) . .
N0AA C14 C11 138.6(16) . .
N0AA C14 S2A 112.6(16) . .
N1 C9 C10 120.1(12) . .
N1 C9 H9 120.0 . .
C10 C9 H9 120.0 . .
C11 C12 H12 121.1 . .
C11 C12 C13 117.8(11) . .
C13 C12 H12 121.1 . .
C19 C18 C16 120.0(8) . .
C22 C18 C16 121.2(8) . .
C22 C18 C19 118.7(9) . .
N4 C20 H20 119.1 . .
C19 C20 N4 121.8(11) . .
C19 C20 H20 119.1 . .
N1 C13 C12 121.8(11) . .
N1 C13 H13 119.1 . .
C12 C13 H13 119.1 . .
N2 C15 S1 130.9(7) . .
N2 C15 S2A 14.6(4) . .
N2 C15 N1A 146.6(10) . .
C17 C15 S1 114.4(5) . .
C17 C15 N2 114.6(7) . .
C17 C15 S2A 129.1(7) . .
C17 C15 N1A 98.7(10) . .
S2A C15 S1 116.4(6) . .
N1A C15 S1 15.7(6) . .
N1A C15 S2A 132.1(9) . .
N3 C17 S2 127.4(7) . .
N3 C17 N0AA 146(3) . .
N3 C17 S3A 14.2(4) . .
C15 C17 S2 115.7(5) . .
C15 C17 N3 116.8(7) . .
C15 C17 N0AA 97(3) . .
C15 C17 S3A 131.0(7) . .
N0AA C17 S2 21(2) . .
N0AA C17 S3A 132(2) . .
S3A C17 S2 113.2(6) . .
N1 C8 C5 109.2(9) . .
N1 C8 H8A 109.8 . .
N1 C8 H8B 109.8 . .
C5 C8 H8A 109.8 . .
C5 C8 H8B 109.8 . .
H8A C8 H8B 108.3 . .
N4 C21 C22 120.9(10) . .
N4 C21 H21 119.5 . .
C22 C21 H21 119.5 . .
C28 C23 C24 120.0 . .
C28 C23 C11A 121.8(5) . .
C24 C23 C11A 118.2(5) . .
C23 C28 H28 120.0 . .
C23 C28 C27 120.0 . .
C27 C28 H28 120.0 . .
C28 C27 H27 120.0 . .
C26 C27 C28 120.0 . .
C26 C27 H27 120.0 . .
C27 C26 C18A 119.9(4) . .
C25 C26 C27 120.0 . .
C25 C26 C18A 120.1(4) . .
C26 C25 H25 120.0 . .
C24 C25 C26 120.0 . .
C24 C25 H25 120.0 . .
C23 C24 H24 120.0 . .
C25 C24 C23 120.0 . .
C25 C24 H24 120.0 . .
C10A C11A C23 121.4(4) . .
C10A C11A C12A 120.0 . .
C12A C11A C23 118.1(4) . .
C11A C10A H10A 120.0 . .
C9A C10A C11A 120.0 . .
C9A C10A H10A 120.0 . .
C10A C9A H9A 120.0 . .
N1AA C9A C10A 120.0 . .
N1AA C9A H9A 120.0 . .
C9A N1AA C13A 120.0 . .
C9A N1AA C8A 118.2(6) . .
C13A N1AA C8A 121.8(6) . .
N1AA C13A H13A 120.0 . .
C12A C13A N1AA 120.0 . .
C12A C13A H13A 120.0 . .
C11A C12A H12A 120.0 . .
C13A C12A C11A 120.0 . .
C13A C12A H12A 120.0 . .
N1AA C8A H8AA 109.9 . .
N1AA C8A H8AB 109.9 . .
H8AA C8A H8AB 108.3 . .
C5A C8A N1AA 109.0(9) . .
C5A C8A H8AA 109.9 . .
C5A C8A H8AB 109.9 . .
C4A C5A C8A 118.7(8) . .
C4A C5A C6A 120.0 . .
C6A C5A C8A 121.2(8) . .
C5A C4A H4A 120.0 . .
C3A C4A C5A 120.0 . .
C3A C4A H4A 120.0 . .
C4A C3A H3A 120.0 . .
C4A C3A C2A 120.0 . .
C2A C3A H3A 120.0 . .
C3A C2A C7A 120.0 . .
C2A C7A H7A 120.0 . .
C6A C7A C2A 120.0 . .
C6A C7A H7A 120.0 . .
C5A C6A H6A 120.0 . .
C7A C6A C5A 120.0 . .
C7A C6A H6A 120.0 . .
C22A C18A C26 119.8(4) . .
C22A C18A C19A 120.0 . .
C19A C18A C26 120.2(4) . .
C18A C22A H22A 120.0 . .
C18A C22A C21A 120.0 . .
C21A C22A H22A 120.0 . .
C22A C21A H21A 120.0 . .
N4A C21A C22A 120.0 . .
N4A C21A H21A 120.0 . .
C21A N4A C1A 120.3(5) . .
C20A N4A C21A 120.0 . .
C20A N4A C1A 119.4(5) . .
N4A C20A H20A 120.0 . .
C19A C20A N4A 120.0 . .
C19A C20A H20A 120.0 . .
C18A C19A H19A 120.0 . .
C20A C19A C18A 120.0 . .
C20A C19A H19A 120.0 . .
N4 C1 H1A 105(5) . .
N4 C1 H1B 110(4) . .
C2 C1 N4 89(2) 2_766 .
C2 C1 H1A 116(8) 2_766 .
C2 C1 H1B 124(7) 2_766 .
H1A C1 H1B 109(6) . .
N4A C1A H1AA 93.5 . .
N4A C1A H1AB 107(6) . .
H1AA C1A H1AB 107.3 . .
C15 S2A C14 79.8(5) . .
C14 N0AA C17 120(4) . .
S1 N1A C16 122.0(11) . .
S1 N1A C15 121.9(11) . .
C16 N1A C15 116.2(14) . .
C17 S3A C16 78.8(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 F4 1.599(3) .
P1 F3 1.609(3) .
P1 F1 1.593(3) .
P1 F5 1.584(3) .
P1 F6 1.616(3) .
P1 F2 1.588(3) .
P2 F8 1.595(3) .
P2 F12 1.590(3) .
P2 F7 1.602(3) .
P2 F10 1.612(3) .
P2 F11 1.569(4) .
P2 F9 1.613(4) .
S1 C16 1.699(4) .
S1 C15 1.699(4) .
S1 N1A 0.542(18) .
S2 C14 1.699(4) .
S2 C17 1.699(4) .
C33 C34 1.419(6) .
C33 C35 1.474(7) 2_766
C33 C32 1.388(7) .
C34 C35 1.429(7) .
C34 C29 1.441(6) .
C35 C36 1.383(7) .
C29 C30 1.416(7) .
C29 C38 1.406(7) .
C43 C44 1.421(7) .
C43 C45 1.469(8) 2_656
C43 C42 1.391(7) .
C50 H50A 0.9800 .
C50 H50B 0.9800 .
C50 H50C 0.9800 .
C50 C49 1.452(7) .
C44 C39 1.447(8) .
C44 C45 1.430(7) .
N2 C14 1.348(6) .
N2 C15 1.348(6) .
C39 C40 1.401(8) .
C39 C48 1.403(8) .
C45 C46 1.390(8) .
C36 H36 0.9500 .
C36 C37 1.400(7) .
C49 N5 1.126(7) .
C30 H30 0.9500 .
C30 C31 1.357(8) .
N1 C9 1.338(14) .
N1 C13 1.347(14) .
N1 C8 1.495(9) .
C41 H41 0.9500 .
C41 C40 1.364(8) .
C41 C42 1.400(8) .
C37 H37 0.9500 .
C37 C38 1.356(8) .
N4 C20 1.360(13) .
N4 C21 1.358(12) .
N4 C1 1.495(9) .
C40 H40 0.9500 .
C46 H46 0.9500 .
C46 C47 1.397(8) .
C32 H32 0.9500 .
C32 C31 1.390(8) .
C16 N3 1.348(6) .
C16 C18 1.516(12) .
C16 N1A 1.349(10) .
C16 S3A 1.712(8) .
C48 H48 0.9500 .
C48 C47 1.373(8) .
C31 H31 0.9500 .
C38 H38 0.9500 .
C42 H42 0.9500 .
C47 H47 0.9500 .
N3 C17 1.348(6) .
C19 H19 0.9500 .
C19 C18 1.391(15) .
C19 C20 1.352(16) .
C5 C4 1.3900 .
C5 C6 1.3900 .
C5 C8 1.502(14) .
C4 H4 0.9500 .
C4 C3 1.3900 .
C3 H3 0.9500 .
C3 C2 1.3900 .
C2 C7 1.3900 .
C7 H7 0.9500 .
C7 C6 1.3900 .
C6 H6 0.9500 .
C11 C10 1.366(15) .
C11 C14 1.510(12) .
C11 C12 1.392(15) .
C22 H22 0.9500 .
C22 C18 1.358(13) .
C22 C21 1.380(14) .
C10 H10 0.9500 .
C10 C9 1.383(15) .
C14 S2A 1.711(8) .
C14 N0AA 1.29(5) .
C9 H9 0.9500 .
C12 H12 0.9500 .
C12 C13 1.393(16) .
C20 H20 0.9500 .
C13 H13 0.9500 .
C15 C17 1.295(12) .
C15 S2A 1.670(8) .
C15 N1A 1.349(10) .
C17 N0AA 1.352(10) .
C17 S3A 1.663(8) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C21 H21 0.9500 .
C23 C28 1.3900 .
C23 C24 1.3900 .
C23 C11A 1.532(8) .
C28 H28 0.9500 .
C28 C27 1.3900 .
C27 H27 0.9500 .
C27 C26 1.3900 .
C26 C25 1.3900 .
C26 C18A 1.528(8) .
C25 H25 0.9500 .
C25 C24 1.3900 .
C24 H24 0.9500 .
C11A C10A 1.3900 .
C11A C12A 1.3900 .
C10A H10A 0.9500 .
C10A C9A 1.3900 .
C9A H9A 0.9500 .
C9A N1AA 1.3900 .
N1AA C13A 1.3900 .
N1AA C8A 1.495(13) .
C13A H13A 0.9500 .
C13A C12A 1.3900 .
C12A H12A 0.9500 .
C8A H8AA 0.9900 .
C8A H8AB 0.9900 .
C8A C5A 1.494(14) .
C5A C4A 1.3900 .
C5A C6A 1.3900 .
C4A H4A 0.9500 .
C4A C3A 1.3900 .
C3A H3A 0.9500 .
C3A C2A 1.3900 .
C2A C7A 1.3900 .
C7A H7A 0.9500 .
C7A C6A 1.3900 .
C6A H6A 0.9500 .
C18A C22A 1.3900 .
C18A C19A 1.3900 .
C22A H22A 0.9500 .
C22A C21A 1.3900 .
C21A H21A 0.9500 .
C21A N4A 1.3900 .
N4A C20A 1.3900 .
N4A C1A 1.495(14) .
C20A H20A 0.9500 .
C20A C19A 1.3900 .
C19A H19A 0.9500 .
C1 H1A 0.98(2) .
C1 H1B 1.00(2) .
C1A H1AA 1.0262 .
C1A H1AB 0.98(2) .
