# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mcg1930
_database_code_depnum_ccdc_archive 'CCDC 2025376'
loop_
_audit_author_name
_audit_author_address
'Li C.'
;the University of Iowa
United States of America
;
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-01-21 downloaded from the CCDC.
;
_audit_creation_date             2020-12-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
changan-li@uiowa.edu
gonzalo-campillo-alvarado@uiowa.edu
dale-swenson@uiowa.edu
len-macgillivray@uiowa.edu
_chemical_name_common            ?
_chemical_name_systematic        'trans-4-stilbazole hexafluorophosphate'
_chemical_formula_moiety         
'F6 P, C4.59 H3.91 N0.51, C8.41 H7.09 N0.49, C9.58 H9.13 N0.84, C3.42 H2.87 N0.16'
_chemical_formula_sum            'C26 H23 F6 N2 P'
_chemical_formula_weight         508.43
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.8408(11)
_cell_length_b                   11.1512(11)
_cell_length_c                   11.3568(11)
_cell_angle_alpha                84.292(5)
_cell_angle_beta                 75.957(5)
_cell_angle_gamma                69.533(5)
_cell_volume                     1247.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3554
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.84
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.938
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0503 before and 0.0454 after correction.
The Ratio of minimum to maximum transmission is 0.9400.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0214
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_Laue_measured_fraction_full 0.943
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5701
_diffrn_reflns_point_group_measured_fraction_full 0.943
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        24.500
_diffrn_reflns_theta_max         24.500
_diffrn_reflns_theta_min         2.057
_diffrn_ambient_temperature      298.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Bruker Nonius APEX II Kappa'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2626
_reflns_number_total             3922
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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)'
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.025
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     436
_refine_ls_number_reflns         3922
_refine_ls_number_restraints     53
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0550
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0808P)²+0.1641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1465
_refine_ls_wR_factor_ref         0.1637
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C21-C20 \\sim C21-C20B
 with sigma of 0.02
 C16-C19 \\sim C16-C19B
 with sigma of 0.02
 C20-C19 \\sim C20B-C19B
 with sigma of 0.02
 C21-C19 \\sim C21-C19B
 with sigma of 0.04
 C16-C20 \\sim C16-C20B
 with sigma of 0.04
 P1-F3 \\sim P1-F4B
 with sigma of 0.02
 P1-F4 \\sim P1-F1B
 with sigma of 0.02
 P1-F6 \\sim P1-F3B
 with sigma of 0.02
 P1-F5 \\sim P1-F2B
 with sigma of 0.02
 C21-C26 \\sim C21B-C22B
 with sigma of 0.02
 C21-C22 \\sim C21B-C26B
 with sigma of 0.02
 C21-C20 \\sim C21B-C20
 with sigma of 0.02
 C21-C20B \\sim C21B-C20B
 with sigma of 0.02
 C24-C25 \\sim C24B-C23B
 with sigma of 0.02
 C24-C25B \\sim C24B-C25B
 with sigma of 0.02
 C26-C25 \\sim C22B-C23B
 with sigma of 0.02
 C22-C25B \\sim C26B-C25B
 with sigma of 0.02
 C21-C25 \\sim C21B-C23B
 with sigma of 0.04
 C21-C25B \\sim C21B-C25B
 with sigma of 0.04
 C24-C26 \\sim C24B-C22B
 with sigma of 0.04
 C26-C22 \\sim C22B-C26B
 with sigma of 0.04
 C26-C20 \\sim C22B-C20
 with sigma of 0.04
 C26-C20B \\sim C22B-C20B
 with sigma of 0.04
 C25-C25B \\sim C23B-C25B
 with sigma of 0.04
 C22-C20 \\sim C26B-C20
 with sigma of 0.04
 C22-C20B \\sim C26B-C20B
 with sigma of 0.04
 N1-C5 \\sim N1B-C5B
 with sigma of 0.02
 N1-C1 \\sim N1B-C1B
 with sigma of 0.02
 C5-C4 \\sim C5B-C4B
 with sigma of 0.02
 C1-C2 \\sim C1B-C2B
 with sigma of 0.02
 C2-C3 \\sim C2B-C3B
 with sigma of 0.02
 C4-C3 \\sim C4B-C3B
 with sigma of 0.02
 C3-C6 \\sim C3B-C6
 with sigma of 0.02
 C3-C6B \\sim C3B-C6B
 with sigma of 0.02
 N1-C2 \\sim N1B-C2B
 with sigma of 0.04
 N1-C4 \\sim N1B-C4B
 with sigma of 0.04
 C5-C1 \\sim C5B-C1B
 with sigma of 0.04
 C5-C3 \\sim C5B-C3B
 with sigma of 0.04
 C1-C3 \\sim C1B-C3B
 with sigma of 0.04
 C2-C4 \\sim C2B-C4B
 with sigma of 0.04
 C2-C6 \\sim C2B-C6
 with sigma of 0.04
 C2-C6B \\sim C2B-C6B
 with sigma of 0.04
 C4-C6 \\sim C4B-C6
 with sigma of 0.04
 C4-C6B \\sim C4B-C6B
 with sigma of 0.04
 C6B-C3B \\sim C6-C3
 with sigma of 0.02
 N2-C14 \\sim N2B-C18B
 with sigma of 0.02
 N2-C18 \\sim N2B-C14B
 with sigma of 0.02
 C14-C15 \\sim C18B-C17B
 with sigma of 0.02
 C18-C17 \\sim C14B-C15B
 with sigma of 0.02
 C15-C16 \\sim C17B-C16B
 with sigma of 0.02
 C16-C17 \\sim C16B-C15B
 with sigma of 0.02
 C16-C19 \\sim C16B-C19
 with sigma of 0.02
 C16-C19B \\sim C16B-C19B
 with sigma of 0.02
 N2-C15 \\sim N2B-C17B
 with sigma of 0.04
 N2-C17 \\sim N2B-C15B
 with sigma of 0.04
 C14-C18 \\sim C18B-C14B
 with sigma of 0.04
 C14-C16 \\sim C18B-C16B
 with sigma of 0.04
 C18-C16 \\sim C14B-C16B
 with sigma of 0.04
 C15-C17 \\sim C17B-C15B
 with sigma of 0.04
 C15-C19 \\sim C17B-C19
 with sigma of 0.04
 C15-C19B \\sim C17B-C19B
 with sigma of 0.04
 C17-C19 \\sim C15B-C19
 with sigma of 0.04
 C17-C19B \\sim C15B-C19B
 with sigma of 0.04
 C12-C13 \\sim C10B-C9B
 with sigma of 0.02
 C12-C11 \\sim C10B-C11B
 with sigma of 0.02
 C13-C8 \\sim C9B-C8B
 with sigma of 0.02
 C8-C9 \\sim C8B-C13B
 with sigma of 0.02
 C8-C7 \\sim C8B-C7
 with sigma of 0.02
 C8-C7B \\sim C8B-C7B
 with sigma of 0.02
 C9-C10 \\sim C13B-C12B
 with sigma of 0.02
 C10-C11 \\sim C12B-C11B
 with sigma of 0.02
 C12-C8 \\sim C10B-C8B
 with sigma of 0.04
 C12-C10 \\sim C10B-C12B
 with sigma of 0.04
 C13-C9 \\sim C9B-C13B
 with sigma of 0.04
 C13-C11 \\sim C9B-C11B
 with sigma of 0.04
 C13-C7 \\sim C9B-C7
 with sigma of 0.04
 C13-C7B \\sim C9B-C7B
 with sigma of 0.04
 C8-C10 \\sim C8B-C12B
 with sigma of 0.04
 C9-C11 \\sim C13B-C11B
 with sigma of 0.04
 C9-C7 \\sim C13B-C7
 with sigma of 0.04
 C9-C7B \\sim C13B-C7B
 with sigma of 0.04
 C7-C8 \\sim C7B-C8B
 with sigma of 0.02
3. Restrained planarity
 C3B, C2B, C1B, N1B, C5B, C4B
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C7) = Uanis(C7B)
Uanis(C6B) = Uanis(C6)
Uanis(C21) = Uanis(C21B)
Uanis(C22) = Uanis(C26B)
Uanis(C22B) = Uanis(C26)
Uanis(C23B) = Uanis(C25)
Uanis(C24B) = Uanis(C24)
Uanis(C23) = Uanis(C25B)
Uanis(C3) = Uanis(C3B)
Uanis(C2) = Uanis(C2B)
Uanis(C1) = Uanis(C1B)
Uanis(N1) = Uanis(N1B)
Uanis(C5) = Uanis(C5B)
Uanis(C4) = Uanis(C4B)
Uanis(C16) = Uanis(C16B)
Uanis(C15B) = Uanis(C17)
Uanis(C18) = Uanis(C14B)
Uanis(N2) = Uanis(N2B)
Uanis(C14) = Uanis(C18B)
Uanis(C15) = Uanis(C17B)
Uanis(C8B) = Uanis(C8)
Uanis(C9B) = Uanis(C13)
Uanis(C10B) = Uanis(C12)
Uanis(C11B) = Uanis(C11)
Uanis(C12B) = Uanis(C10)
Uanis(C13B) = Uanis(C9)
5. Others
 Sof(C20B)=Sof(H20B)=Sof(C19B)=Sof(H19B)=1-FVAR(1)
 Sof(C20)=Sof(H20)=Sof(C19)=Sof(H19)=FVAR(1)
 Sof(F4B)=Sof(F1B)=Sof(F3B)=Sof(F2B)=1-FVAR(2)
 Sof(F4)=Sof(F6)=Sof(F5)=Sof(F3)=FVAR(2)
 Sof(C6B)=Sof(H6B)=Sof(C7B)=Sof(H7B)=1-FVAR(3)
 Sof(C6)=Sof(H6)=Sof(C7)=Sof(H7)=FVAR(3)
 Sof(C21B)=Sof(C26B)=Sof(H26B)=Sof(C24B)=Sof(H24B)=Sof(C23B)=Sof(H23B)=
 Sof(C22B)=Sof(H22B)=1-FVAR(4)
 Sof(C21)=Sof(C22)=Sof(H22)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(H25)=Sof(C26)=
 Sof(H26)=FVAR(4)
 Sof(C25B)=Sof(H25B)=1-FVAR(5)
 Sof(C23)=Sof(H23)=FVAR(5)
 Sof(C3B)=Sof(C2B)=Sof(H2B)=Sof(C1B)=Sof(H1B)=Sof(N1B)=Sof(C5B)=Sof(H5B)=
 Sof(C4B)=Sof(H4B)=1-FVAR(6)
 Sof(N1)=Sof(C5)=Sof(H5)=Sof(C1)=Sof(H1A)=Sof(C2)=Sof(H2)=Sof(C4)=Sof(H4)=
 Sof(C3)=FVAR(6)
 Sof(C16B)=Sof(C17B)=Sof(H17B)=Sof(C18B)=Sof(H18B)=Sof(N2B)=Sof(C14B)=
 Sof(H14B)=Sof(C15B)=Sof(H15B)=1-FVAR(7)
 Sof(N2)=Sof(C14)=Sof(H14)=Sof(C18)=Sof(H18)=Sof(C15)=Sof(H15)=Sof(C16)=
 Sof(C17)=Sof(H17)=FVAR(7)
 Sof(C8B)=Sof(C9B)=Sof(H9B)=Sof(C10B)=Sof(H10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=
 Sof(H12B)=Sof(C13B)=Sof(H13B)=1-FVAR(8)
 Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13)=Sof(C8)=Sof(C9)=Sof(H9)=Sof(C10)=Sof(H10)=
 Sof(C11)=Sof(H11)=FVAR(8)
6.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C14(H14), C18(H18),
 C15(H15), C17(H17), C25B(H25B), C20(H20), C19(H19), C20B(H20B), C19B(H19B),
 C5(H5), C1(H1A), C2(H2), C12(H12), C13(H13), C9(H9), C10(H10), C11(H11),
 C4(H4), C6(H6), C7(H7), C6B(H6B), C7B(H7B), C26B(H26B), C24B(H24B), C23B(H23B),
  C22B(H22B), C2B(H2B), C1B(H1B), C5B(H5B), C4B(H4B), C17B(H17B), C18B(H18B),
 C14B(H14B), C15B(H15B), C9B(H9B), C10B(H10B), C11B(H11B), C12B(H12B),
 C13B(H13B)
6.b Fitted hexagon refined as free rotating group:
 C21(C22,C23,C24,C25,C26), C12(C13,C8,C9,C10,C11)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 -0.28854(8) 0.64769(8) 0.72200(6) 0.0972(3) Uani 1 1 d D . . . .
F1 F -0.2895(2) 0.59971(18) 0.59646(15) 0.1371(8) Uani 1 1 d . . . . .
F2 F -0.2893(3) 0.6964(2) 0.84792(18) 0.1690(9) Uani 1 1 d . . . . .
F4 F -0.4033(10) 0.6035(11) 0.7849(9) 0.246(6) Uani 0.623(12) 1 d D . P A 1
F6 F -0.1582(5) 0.6710(13) 0.6645(8) 0.240(5) Uani 0.623(12) 1 d D . P A 1
F5 F -0.2200(16) 0.5061(7) 0.7588(8) 0.236(5) Uani 0.623(12) 1 d D . P A 1
F3 F -0.3704(8) 0.7829(5) 0.6860(7) 0.129(2) Uani 0.623(12) 1 d D . P A 1
F4B F -0.1907(17) 0.7238(14) 0.6578(8) 0.196(7) Uani 0.377(12) 1 d D . P A 2
F1B F -0.415(2) 0.7591(18) 0.720(2) 0.248(10) Uani 0.377(12) 1 d D . P A 2
F3B F -0.1666(8) 0.5309(13) 0.7374(12) 0.191(6) Uani 0.377(12) 1 d D . P A 2
F2B F -0.4088(19) 0.606(2) 0.7825(8) 0.240(12) Uani 0.377(12) 1 d D . P A 2
N2 N 0.3979(19) 0.698(2) 0.4101(15) 0.080(3) Uani 0.513(8) 1 d D . P B 1
C21 C -0.143(2) 1.027(3) 0.810(3) 0.0970(9) Uani 0.17(2) 1 d D . P B 1
C22 C -0.254(3) 0.991(3) 0.811(3) 0.1242(18) Uani 0.17(2) 1 d DG . P B 1
H22 H -0.246747 0.929892 0.757496 0.149 Uiso 0.17(2) 1 calc R . P B 1
C23 C -0.375(2) 1.046(4) 0.893(3) 0.139(2) Uani 0.148(16) 1 d G . P B 1
H23 H -0.449646 1.022406 0.894010 0.167 Uiso 0.148(16) 1 calc R . P B 1
C24 C -0.386(3) 1.137(3) 0.973(3) 0.119(2) Uani 0.17(2) 1 d DG . P B 1
H24 H -0.467232 1.174510 1.028190 0.143 Uiso 0.17(2) 1 calc R . P B 1
C25 C -0.275(4) 1.173(2) 0.972(3) 0.1229(19) Uani 0.17(2) 1 d DG . P B 1
H25 H -0.281920 1.234102 1.025856 0.147 Uiso 0.17(2) 1 calc R . P B 1
C26 C -0.153(3) 1.118(3) 0.890(4) 0.113(2) Uani 0.17(2) 1 d DG . P B 1
H26 H -0.079019 1.141589 0.889343 0.136 Uiso 0.17(2) 1 calc R . P B 1
C14 C 0.278(2) 0.704(4) 0.392(3) 0.097(3) Uani 0.513(8) 1 d D . P B 1
H14 H 0.276675 0.661629 0.326292 0.117 Uiso 0.513(8) 1 calc R . P B 1
C18 C 0.3953(15) 0.738(4) 0.518(3) 0.097(2) Uani 0.513(8) 1 d D . P B 1
H18 H 0.475163 0.713731 0.545235 0.117 Uiso 0.513(8) 1 calc R . P B 1
C15 C 0.1570(15) 0.770(2) 0.4670(15) 0.093(2) Uani 0.513(8) 1 d D . P B 1
H15 H 0.076114 0.777370 0.447557 0.112 Uiso 0.513(8) 1 calc R . P B 1
C16 C 0.1555(10) 0.8253(10) 0.5704(10) 0.0704(17) Uani 0.513(8) 1 d D . P B 1
C17 C 0.2780(14) 0.814(2) 0.5906(16) 0.087(2) Uani 0.513(8) 1 d D . P B 1
H17 H 0.282168 0.858862 0.653754 0.104 Uiso 0.513(8) 1 calc R . P B 1
C25B C -0.3831(5) 1.1170(8) 0.8965(6) 0.139(2) Uani 0.852(16) 1 d D . P B 2
H25B H -0.471196 1.127605 0.893151 0.167 Uiso 0.852(16) 1 calc R . P B 2
C20 C 0.0012(12) 0.9586(7) 0.7416(7) 0.088(2) Uani 0.511(11) 1 d D . P B 1
H20 H 0.073885 0.962563 0.768908 0.105 Uiso 0.511(11) 1 calc R . P B 1
C19 C 0.0217(11) 0.8949(6) 0.6448(7) 0.090(2) Uani 0.511(11) 1 d D . P B 1
H19 H -0.053790 0.893091 0.620755 0.108 Uiso 0.511(11) 1 calc R . P B 1
C20B C -0.0533(7) 0.9431(8) 0.7128(9) 0.081(2) Uani 0.489(11) 1 d D . P B 2
H20B H -0.088794 0.908997 0.662969 0.097 Uiso 0.489(11) 1 calc R . P B 2
C19B C 0.0777(7) 0.9188(7) 0.6922(9) 0.081(2) Uani 0.489(11) 1 d D . P B 2
H19B H 0.105529 0.957440 0.744869 0.097 Uiso 0.489(11) 1 calc R . P B 2
N1 N 0.6360(7) 0.5544(8) 0.2704(6) 0.0861(14) Uani 0.84(3) 1 d D . P C 1
C5 C 0.7491(7) 0.5003(7) 0.3104(5) 0.0828(14) Uani 0.84(3) 1 d D . P C 1
H5 H 0.748684 0.511711 0.390478 0.099 Uiso 0.84(3) 1 calc R . P C 1
C1 C 0.6373(9) 0.5420(6) 0.1548(5) 0.0989(14) Uani 0.84(3) 1 d D . P C 1
H1A H 0.558124 0.581111 0.127298 0.119 Uiso 0.84(3) 1 calc R . P C 1
C2 C 0.7507(11) 0.4738(6) 0.0758(3) 0.0884(18) Uani 0.84(3) 1 d D . P C 1
H2 H 0.748625 0.467650 -0.004695 0.106 Uiso 0.84(3) 1 calc R . P C 1
C12 C 1.2553(10) 0.1718(9) -0.3708(6) 0.106(3) Uani 0.606(12) 1 d D . P C 1
H12 H 1.259562 0.182542 -0.453743 0.127 Uiso 0.606(12) 1 calc R . P C 1
C13 C 1.1446(10) 0.2487(12) -0.2892(9) 0.100(2) Uani 0.606(12) 1 d DG . P C 1
H13 H 1.074822 0.310913 -0.317633 0.120 Uiso 0.606(12) 1 calc R . P C 1
C8 C 1.1382(12) 0.2326(12) -0.1652(8) 0.0790(15) Uani 0.606(12) 1 d DG . P C 1
C9 C 1.2426(13) 0.1396(10) -0.1227(5) 0.0892(19) Uani 0.606(12) 1 d DG . P C 1
H9 H 1.238299 0.128847 -0.039731 0.107 Uiso 0.606(12) 1 calc R . P C 1
C10 C 1.3532(9) 0.0627(9) -0.2043(7) 0.1003(18) Uani 0.606(12) 1 d DG . P C 1
H10 H 1.423040 0.000475 -0.175839 0.120 Uiso 0.606(12) 1 calc R . P C 1
C11 C 1.3596(8) 0.0788(8) -0.3283(6) 0.101(2) Uani 0.606(12) 1 d DG . P C 1
H11 H 1.433673 0.027321 -0.382845 0.121 Uiso 0.606(12) 1 calc R . P C 1
C4 C 0.8657(6) 0.4283(6) 0.2360(7) 0.0762(11) Uani 0.84(3) 1 d D . P C 1
H4 H 0.942660 0.389232 0.266704 0.091 Uiso 0.84(3) 1 calc R . P C 1
C3 C 0.8705(8) 0.4128(5) 0.1150(5) 0.0663(15) Uani 0.84(3) 1 d D . P C 1
C6 C 0.9945(3) 0.3345(3) 0.0348(3) 0.0745(9) Uani 0.878(5) 1 d D . P C 1
H6 H 1.067280 0.289583 0.069561 0.089 Uiso 0.878(5) 1 calc R . P C 1
C7 C 1.0112(3) 0.3227(3) -0.0835(3) 0.0801(9) Uani 0.878(5) 1 d D . P C 1
H7 H 0.941139 0.372471 -0.119682 0.096 Uiso 0.878(5) 1 calc R . P C 1
C6B C 0.932(2) 0.380(2) -0.016(2) 0.0745(9) Uani 0.122(5) 1 d D . P C 2
H6B H 0.905128 0.410803 -0.087946 0.089 Uiso 0.122(5) 1 calc R . P C 2
C7B C 1.045(3) 0.300(3) -0.033(2) 0.0801(9) Uani 0.122(5) 1 d D . P C 2
H7B H 1.085986 0.265959 0.031072 0.096 Uiso 0.122(5) 1 calc R . P C 2
C21B C -0.1445(6) 1.0252(7) 0.8158(8) 0.0970(9) Uani 0.83(2) 1 d D . P B 2
C26B C -0.2776(7) 1.0427(9) 0.8137(5) 0.1242(18) Uani 0.83(2) 1 d D . P B 2
H26B H -0.294645 1.002610 0.754446 0.149 Uiso 0.83(2) 1 calc R . P B 2
C24B C -0.3603(7) 1.1759(8) 0.9841(6) 0.119(2) Uani 0.83(2) 1 d D . P B 2
H24B H -0.432697 1.228341 1.039350 0.143 Uiso 0.83(2) 1 calc R . P B 2
C23B C -0.2328(9) 1.1582(6) 0.9909(7) 0.1229(19) Uani 0.83(2) 1 d D . P B 2
H23B H -0.217168 1.196610 1.052232 0.147 Uiso 0.83(2) 1 calc R . P B 2
C22B C -0.1252(6) 1.0832(8) 0.9069(8) 0.113(2) Uani 0.83(2) 1 d D . P B 2
H22B H -0.037658 1.071865 0.912463 0.136 Uiso 0.83(2) 1 calc R . P B 2
C3B C 0.827(4) 0.439(3) 0.090(2) 0.0663(15) Uani 0.16(3) 1 d D . P C 2
C2B C 0.698(4) 0.501(3) 0.074(2) 0.0884(18) Uani 0.16(3) 1 d D . P C 2
H2B H 0.682394 0.507075 -0.003900 0.106 Uiso 0.16(3) 1 calc R . P C 2
C1B C 0.593(3) 0.552(3) 0.166(3) 0.0989(14) Uani 0.16(3) 1 d D . P C 2
H1B H 0.506573 0.592192 0.151343 0.119 Uiso 0.16(3) 1 calc R . P C 2
N1B N 0.612(4) 0.546(5) 0.279(3) 0.0861(14) Uani 0.16(3) 1 d D . P C 2
C5B C 0.735(4) 0.480(4) 0.298(3) 0.0828(14) Uani 0.16(3) 1 d D . P C 2
H5B H 0.745422 0.466343 0.377126 0.099 Uiso 0.16(3) 1 calc R . P C 2
C4B C 0.847(3) 0.432(3) 0.205(3) 0.0762(11) Uani 0.16(3) 1 d D . P C 2
H4B H 0.932431 0.395700 0.221040 0.091 Uiso 0.16(3) 1 calc R . P C 2
C16B C 0.1871(11) 0.8394(11) 0.5980(11) 0.0704(17) Uani 0.487(8) 1 d D . P B 2
C17B C 0.1644(17) 0.789(2) 0.5035(16) 0.093(2) Uani 0.487(8) 1 d D . P B 2
H17B H 0.076794 0.806651 0.494061 0.112 Uiso 0.487(8) 1 calc R . P B 2
C18B C 0.273(2) 0.711(4) 0.423(3) 0.097(3) Uani 0.487(8) 1 d D . P B 2
H18B H 0.256163 0.681881 0.355921 0.117 Uiso 0.487(8) 1 calc R . P B 2
N2B N 0.401(2) 0.674(2) 0.4350(17) 0.080(3) Uani 0.487(8) 1 d D . P B 2
C14B C 0.4202(16) 0.737(4) 0.519(3) 0.097(2) Uani 0.487(8) 1 d D . P B 2
H14B H 0.507203 0.736100 0.515401 0.117 Uiso 0.487(8) 1 calc R . P B 2
C15B C 0.3171(13) 0.804(2) 0.6090(17) 0.087(2) Uani 0.487(8) 1 d D . P B 2
H15B H 0.335964 0.825533 0.678179 0.104 Uiso 0.487(8) 1 calc R . P B 2
H1 H 0.546(4) 0.599(4) 0.325(3) 0.163(14) Uiso 1 1 d . . . D 1
C8B C 1.119(2) 0.257(2) -0.1653(13) 0.0790(15) Uani 0.394(12) 1 d D . P C 2
C9B C 1.1018(19) 0.2659(19) -0.2857(16) 0.100(2) Uani 0.394(12) 1 d D . P C 2
H9B H 1.019719 0.318723 -0.301939 0.120 Uiso 0.394(12) 1 calc R . P C 2
C10B C 1.1991(16) 0.2006(16) -0.3778(14) 0.106(3) Uani 0.394(12) 1 d D . P C 2
H10B H 1.185077 0.209530 -0.456281 0.127 Uiso 0.394(12) 1 calc R . P C 2
C11B C 1.3160(13) 0.1230(14) -0.3542(12) 0.101(2) Uani 0.394(12) 1 d D . P C 2
H11B H 1.385670 0.082570 -0.418366 0.121 Uiso 0.394(12) 1 calc R . P C 2
C12B C 1.3367(16) 0.1010(13) -0.2405(13) 0.1003(18) Uani 0.394(12) 1 d D . P C
2
H12B H 1.415872 0.039718 -0.226246 0.120 Uiso 0.394(12) 1 calc R . P C 2
C13B C 1.241(2) 0.1689(17) -0.1465(11) 0.0892(19) Uani 0.394(12) 1 d D . P C 2
H13B H 1.257771 0.156076 -0.068784 0.107 Uiso 0.394(12) 1 calc R . P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 F1 1.5755(17) . ?
P1 F2 1.5766(19) . ?
P1 F4 1.493(8) . ?
P1 F6 1.506(7) . ?
P1 F5 1.556(6) . ?
P1 F3 1.532(5) . ?
P1 F4B 1.584(7) . ?
P1 F1B 1.496(11) . ?
P1 F3B 1.529(8) . ?
P1 F2B 1.524(9) . ?
N2 C14 1.343(12) . ?
N2 C18 1.338(13) . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C21 C20 1.52(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.3900 . ?
C23 H23 0.9300 . ?
C23 C24 1.3900 . ?
C24 H24 0.9300 . ?
C24 C25 1.3900 . ?
C25 H25 0.9300 . ?
C25 C26 1.3900 . ?
C26 H26 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.376(11) . ?
C18 H18 0.9300 . ?
C18 C17 1.375(11) . ?
C15 H15 0.9300 . ?
C15 C16 1.373(9) . ?
C16 C17 1.364(9) . ?
C16 C19 1.473(14) . ?
C17 H17 0.9300 . ?
C25B H25B 0.9300 . ?
C25B C26B 1.361(8) . ?
C25B C24B 1.358(10) . ?
C20 H20 0.9300 . ?
C20 C19 1.300(11) . ?
C19 H19 0.9300 . ?
C20B H20B 0.9300 . ?
C20B C19B 1.314(11) . ?
C20B C21B 1.484(12) . ?
C19B H19B 0.9300 . ?
C19B C16B 1.474(14) . ?
N1 C5 1.331(5) . ?
N1 C1 1.330(5) . ?
N1 H1 1.01(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.364(4) . ?
C1 H1A 0.9300 . ?
C1 C2 1.357(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.396(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.3900 . ?
C12 C11 1.3900 . ?
C13 H13 0.9300 . ?
C13 C8 1.3900 . ?
C8 C9 1.3900 . ?
C8 C7 1.538(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.3900 . ?
C10 H10 0.9300 . ?
C10 C11 1.3900 . ?
C11 H11 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.388(5) . ?
C3 C6 1.464(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.325(6) . ?
C7 H7 0.9300 . ?
C6B H6B 0.9300 . ?
C6B C7B 1.22(4) . ?
C6B C3B 1.463(18) . ?
C7B H7B 0.9300 . ?
C7B C8B 1.553(18) . ?
C21B C26B 1.393(6) . ?
C21B C22B 1.365(5) . ?
C26B H26B 0.9300 . ?
C24B H24B 0.9300 . ?
C24B C23B 1.347(6) . ?
C23B H23B 0.9300 . ?
C23B C22B 1.381(6) . ?
C22B H22B 0.9300 . ?
C3B C2B 1.378(17) . ?
C3B C4B 1.366(17) . ?
C2B H2B 0.9300 . ?
C2B C1B 1.342(18) . ?
C1B H1B 0.9300 . ?
C1B N1B 1.342(17) . ?
N1B C5B 1.331(17) . ?
C5B H5B 0.9300 . ?
C5B C4B 1.376(17) . ?
C4B H4B 0.9300 . ?
C16B C17B 1.370(9) . ?
C16B C15B 1.358(10) . ?
C17B H17B 0.9300 . ?
C17B C18B 1.379(11) . ?
C18B H18B 0.9300 . ?
C18B N2B 1.340(12) . ?
N2B C14B 1.337(14) . ?
C14B H14B 0.9300 . ?
C14B C15B 1.367(11) . ?
C15B H15B 0.9300 . ?
C8B C9B 1.414(10) . ?
C8B C13B 1.398(9) . ?
C9B H9B 0.9300 . ?
C9B C10B 1.348(11) . ?
C10B H10B 0.9300 . ?
C10B C11B 1.334(13) . ?
C11B H11B 0.9300 . ?
C11B C12B 1.347(12) . ?
C12B H12B 0.9300 . ?
C12B C13B 1.364(10) . ?
C13B H13B 0.9300 . ?

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
F1 P1 F2 179.36(13) . . ?
F1 P1 F4B 91.7(3) . . ?
F2 P1 F4B 88.6(3) . . ?
F4 P1 F1 91.1(4) . . ?
F4 P1 F2 88.4(4) . . ?
F4 P1 F6 170.6(7) . . ?
F4 P1 F5 75.5(9) . . ?
F4 P1 F3 98.5(6) . . ?
F6 P1 F1 89.4(3) . . ?
F6 P1 F2 91.1(3) . . ?
F6 P1 F5 95.1(6) . . ?
F6 P1 F3 90.9(5) . . ?
F5 P1 F1 88.8(2) . . ?
F5 P1 F2 91.5(2) . . ?
F3 P1 F1 88.5(3) . . ?
F3 P1 F2 91.1(3) . . ?
F3 P1 F5 173.4(6) . . ?
F1B P1 F1 91.8(6) . . ?
F1B P1 F2 87.6(6) . . ?
F1B P1 F4B 94.5(10) . . ?
F1B P1 F3B 173.9(11) . . ?
F1B P1 F2B 71.8(13) . . ?
F3B P1 F1 92.2(5) . . ?
F3B P1 F2 88.4(5) . . ?
F3B P1 F4B 90.0(7) . . ?
F2B P1 F1 89.8(3) . . ?
F2B P1 F2 89.8(3) . . ?
F2B P1 F4B 166.3(10) . . ?
F2B P1 F3B 103.6(10) . . ?
C18 N2 C14 115.5(13) . . ?
C22 C21 C26 120.0 . . ?
C22 C21 C20 125(2) . . ?
C26 C21 C20 114(2) . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.0 . . ?
C26 C25 H25 120.0 . . ?
C21 C26 H26 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
N2 C14 H14 118.6 . . ?
N2 C14 C15 122.9(12) . . ?
C15 C14 H14 118.6 . . ?
N2 C18 H18 119.1 . . ?
N2 C18 C17 121.9(15) . . ?
C17 C18 H18 119.1 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.1(10) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 C19 116.5(11) . . ?
C17 C16 C15 116.5(10) . . ?
C17 C16 C19 126.9(10) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 C18 120.5(11) . . ?
C16 C17 H17 119.7 . . ?
C26B C25B H25B 119.9 . . ?
C24B C25B H25B 119.9 . . ?
C24B C25B C26B 120.2(5) . . ?
C21 C20 H20 120.3 . . ?
C19 C20 C21 119.4(19) . . ?
C19 C20 H20 120.3 . . ?
C16 C19 H19 117.6 . . ?
C20 C19 C16 124.9(12) . . ?
C20 C19 H19 117.6 . . ?
C19B C20B H20B 120.1 . . ?
C19B C20B C21B 119.9(12) . . ?
C21B C20B H20B 120.1 . . ?
C20B C19B H19B 115.2 . . ?
C20B C19B C16B 129.7(11) . . ?
C16B C19B H19B 115.2 . . ?
C5 N1 H1 123(2) . . ?
C1 N1 C5 119.6(4) . . ?
C1 N1 H1 117(2) . . ?
N1 C5 H5 119.4 . . ?
N1 C5 C4 121.2(4) . . ?
C4 C5 H5 119.4 . . ?
N1 C1 H1A 119.1 . . ?
N1 C1 C2 121.9(4) . . ?
C2 C1 H1A 119.1 . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.3(3) . . ?
C3 C2 H2 119.9 . . ?
C13 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 H13 120.0 . . ?
C8 C13 C12 120.0 . . ?
C8 C13 H13 120.0 . . ?
C13 C8 C9 120.0 . . ?
C13 C8 C7 115.5(7) . . ?
C9 C8 C7 124.5(7) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0 . . ?
C10 C9 H9 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 H11 120.0 . . ?
C10 C11 C12 120.0 . . ?
C10 C11 H11 120.0 . . ?
C5 C4 H4 119.7 . . ?
C5 C4 C3 120.7(3) . . ?
C3 C4 H4 119.7 . . ?
C2 C3 C6 122.5(7) . . ?
C4 C3 C2 116.3(3) . . ?
C4 C3 C6 121.1(6) . . ?
C3 C6 H6 117.5 . . ?
C7 C6 C3 125.1(5) . . ?
C7 C6 H6 117.5 . . ?
C8 C7 H7 117.7 . . ?
C6 C7 C8 124.6(6) . . ?
C6 C7 H7 117.7 . . ?
C7B C6B H6B 111.8 . . ?
C7B C6B C3B 136(3) . . ?
C3B C6B H6B 111.8 . . ?
C6B C7B H7B 120.5 . . ?
C6B C7B C8B 119(3) . . ?
C8B C7B H7B 120.5 . . ?
C26B C21B C20B 108.7(7) . . ?
C22B C21B C20B 134.5(7) . . ?
C22B C21B C26B 116.8(4) . . ?
C25B C26B C21B 121.4(5) . . ?
C25B C26B H26B 119.3 . . ?
C21B C26B H26B 119.3 . . ?
C25B C24B H24B 120.0 . . ?
C23B C24B C25B 120.0(4) . . ?
C23B C24B H24B 120.0 . . ?
C24B C23B H23B 120.0 . . ?
C24B C23B C22B 120.1(4) . . ?
C22B C23B H23B 120.0 . . ?
C21B C22B C23B 121.5(4) . . ?
C21B C22B H22B 119.3 . . ?
C23B C22B H22B 119.3 . . ?
C2B C3B C6B 118(3) . . ?
C4B C3B C6B 125(3) . . ?
C4B C3B C2B 117.4(17) . . ?
C3B C2B H2B 118.6 . . ?
C1B C2B C3B 122.8(19) . . ?
C1B C2B H2B 118.6 . . ?
C2B C1B H1B 120.1 . . ?
C2B C1B N1B 120(2) . . ?
N1B C1B H1B 120.1 . . ?
C5B N1B C1B 118(2) . . ?
N1B C5B H5B 118.2 . . ?
N1B C5B C4B 124(2) . . ?
C4B C5B H5B 118.2 . . ?
C3B C4B C5B 117.7(19) . . ?
C3B C4B H4B 121.2 . . ?
C5B C4B H4B 121.2 . . ?
C17B C16B C19B 123.3(11) . . ?
C15B C16B C19B 119.5(11) . . ?
C15B C16B C17B 116.9(10) . . ?
C16B C17B H17B 120.4 . . ?
C16B C17B C18B 119.3(11) . . ?
C18B C17B H17B 120.4 . . ?
C17B C18B H18B 118.2 . . ?
N2B C18B C17B 123.6(12) . . ?
N2B C18B H18B 118.2 . . ?
C14B N2B C18B 114.7(14) . . ?
N2B C14B H14B 118.8 . . ?
N2B C14B C15B 122.5(15) . . ?
C15B C14B H14B 118.8 . . ?
C16B C15B C14B 120.2(12) . . ?
C16B C15B H15B 119.9 . . ?
C14B C15B H15B 119.9 . . ?
C9B C8B C7B 143.4(18) . . ?
C13B C8B C7B 101.1(17) . . ?
C13B C8B C9B 115.1(7) . . ?
C8B C9B H9B 118.6 . . ?
C10B C9B C8B 122.8(11) . . ?
C10B C9B H9B 118.6 . . ?
C9B C10B H10B 120.7 . . ?
C11B C10B C9B 118.6(11) . . ?
C11B C10B H10B 120.7 . . ?
C10B C11B H11B 118.8 . . ?
C10B C11B C12B 122.3(10) . . ?
C12B C11B H11B 118.8 . . ?
C11B C12B H12B 120.1 . . ?
C11B C12B C13B 119.8(9) . . ?
C13B C12B H12B 120.1 . . ?
C8B C13B H13B 119.5 . . ?
C12B C13B C8B 120.9(9) . . ?
C12B C13B H13B 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C14 C15 C16 -5(6) . . . . ?
N2 C18 C17 C16 17(5) . . . . ?
C21 C22 C23 C24 0.0 . . . . ?
C21 C20 C19 C16 179.8(17) . . . . ?
C22 C21 C26 C25 0.0 . . . . ?
C22 C21 C20 C19 27(3) . . . . ?
C22 C23 C24 C25 0.0 . . . . ?
C23 C24 C25 C26 0.0 . . . . ?
C24 C25 C26 C21 0.0 . . . . ?
C26 C21 C22 C23 0.0 . . . . ?
C26 C21 C20 C19 -163.7(13) . . . . ?
C14 N2 C18 C17 -19(5) . . . . ?
C14 C15 C16 C17 2(4) . . . . ?
C14 C15 C16 C19 180(3) . . . . ?
C18 N2 C14 C15 13(6) . . . . ?
C15 C16 C17 C18 -8(4) . . . . ?
C15 C16 C19 C20 -176.1(14) . . . . ?
C17 C16 C19 C20 1(2) . . . . ?
C25B C24B C23B C22B 1.8(9) . . . . ?
C20 C21 C22 C23 169(3) . . . . ?
C20 C21 C26 C25 -170(3) . . . . ?
C19 C16 C17 C18 175(3) . . . . ?
C20B C19B C16B C17B 9(2) . . . . ?
C20B C19B C16B C15B -165.4(15) . . . . ?
C20B C21B C26B C25B -178.3(6) . . . . ?
C20B C21B C22B C23B 178.6(8) . . . . ?
C19B C20B C21B C26B 176.4(6) . . . . ?
C19B C20B C21B C22B -3.8(12) . . . . ?
C19B C16B C17B C18B -177(3) . . . . ?
C19B C16B C15B C14B -176(3) . . . . ?
N1 C5 C4 C3 2.0(9) . . . . ?
N1 C1 C2 C3 0.8(7) . . . . ?
C5 N1 C1 C2 0.9(9) . . . . ?
C5 C4 C3 C2 -0.3(7) . . . . ?
C5 C4 C3 C6 -179.3(5) . . . . ?
C1 N1 C5 C4 -2.3(10) . . . . ?
C1 C2 C3 C4 -1.0(5) . . . . ?
C1 C2 C3 C6 177.9(5) . . . . ?
C2 C3 C6 C7 6.8(5) . . . . ?
C12 C13 C8 C9 0.0 . . . . ?
C12 C13 C8 C7 -179.9(12) . . . . ?
C13 C12 C11 C10 0.0 . . . . ?
C13 C8 C9 C10 0.0 . . . . ?
C13 C8 C7 C6 -170.4(4) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C9 C8 C7 C6 9.7(13) . . . . ?
C9 C10 C11 C12 0.0 . . . . ?
C11 C12 C13 C8 0.0 . . . . ?
C4 C3 C6 C7 -174.4(4) . . . . ?
C3 C6 C7 C8 -175.3(8) . . . . ?
C7 C8 C9 C10 179.9(14) . . . . ?
C6B C7B C8B C9B -9(4) . . . . ?
C6B C7B C8B C13B 180(2) . . . . ?
C6B C3B C2B C1B 176(2) . . . . ?
C6B C3B C4B C5B -173(3) . . . . ?
C7B C6B C3B C2B -163(3) . . . . ?
C7B C6B C3B C4B 14(4) . . . . ?
C7B C8B C9B C10B -175(3) . . . . ?
C7B C8B C13B C12B 176(2) . . . . ?
C21B C20B C19B C16B 178.9(9) . . . . ?
C26B C25B C24B C23B -1.6(11) . . . . ?
C26B C21B C22B C23B -1.7(7) . . . . ?
C24B C25B C26B C21B -0.3(11) . . . . ?
C24B C23B C22B C21B -0.1(7) . . . . ?
C22B C21B C26B C25B 1.9(8) . . . . ?
C3B C6B C7B C8B 176(2) . . . . ?
C3B C2B C1B N1B 1(3) . . . . ?
C2B C3B C4B C5B 4(4) . . . . ?
C2B C1B N1B C5B -5(5) . . . . ?
C1B N1B C5B C4B 8(6) . . . . ?
N1B C5B C4B C3B -8(6) . . . . ?
C4B C3B C2B C1B -1(2) . . . . ?
C16B C17B C18B N2B 4(6) . . . . ?
C17B C16B C15B C14B 10(4) . . . . ?
C17B C18B N2B C14B -12(6) . . . . ?
C18B N2B C14B C15B 19(6) . . . . ?
N2B C14B C15B C16B -19(6) . . . . ?
C15B C16B C17B C18B -3(4) . . . . ?
C8B C9B C10B C11B 1.2(16) . . . . ?
C9B C8B C13B C12B 2.5(11) . . . . ?
C9B C10B C11B C12B 4.6(19) . . . . ?
C10B C11B C12B C13B -6.6(18) . . . . ?
C11B C12B C13B C8B 2.8(13) . . . . ?
C13B C8B C9B C10B -4.6(12) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT029_mcg1930             
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.943 Why?
RESPONSE: Multiple attempts have been made to obtain better crystals. However, 
the crystals still diffract extremely weakly at high angles at room temperature. 
When data was recollected at low temperature, this alert does not persist.
;
_vrf_PLAT911_mcg1930             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.583        235 Report
RESPONSE: Data was truncated to represent the most statistically significant 
reflections.These reflections were affected by weak diffractions and were omitted 
during initial data reduction.
;
_vrf_THETM01_mcg1930             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.590
            Calculated sin(theta_max)/wavelength =    0.5835
;
_vrf_PLAT088_mcg1930             
;
PROBLEM: Poor Data / Parameter Ratio ....................       9.00 Note
;
_vrf_PLAT234_mcg1930             
;
PROBLEM: Large Hirshfeld Difference P1       --F3B      .       0.17 Ang.
Large Hirshfeld Difference P1       --F4B      .       0.21 Ang.
;
_vrf_PLAT260_mcg1930             
; 
PROBLEM: Large Average Ueq of Residue Including        N2      0.101 Check
Large Average Ueq of Residue Including        P1      0.193 Check
;
_vrf_PLAT906_mcg1930             
; 
PROBLEM: Large K Value in the Analysis of Variance ......     11.973 Check
Large K Value in the Analysis of Variance ......      2.189 Check
;
_vrf_PLAT913_mcg1930             
; 
PROBLEM: Missing # of Very Strong Reflections in FCF ....         13 Note 
RESPONSE: The room temperature high angle data was pretty weak for a decent 
sized crystal. Multiple attempts including growing better crystals and 
recollecting data at a lower temperature were made to improve the quality 
of the crystallographic data (see mcg19_30lt). All results support the model 
reported here. Data was also truncated to represent the most statistically 
significant reflections. While refinement afforded better agreement of data 
(i.e. lower R-value) at the lower temperature, details of the room temperature 
structure are described here to be consistent with the conditions at which the 
photodimerization was conducted. 
;
# end Validation Reply Form
_chemical_properties_physical    Light-sensitive
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mcg1975
_database_code_depnum_ccdc_archive 'CCDC 2025377'
loop_
_audit_author_name
_audit_author_address
'Li C.'
;the University of Iowa
United States of America
;
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-01-21 downloaded from the CCDC.
;
_audit_creation_date             2020-12-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
changan-li@uiowa.edu
gonzalo-campillo-alvarado@uiowa.edu
dale-swenson@uiowa.edu
len-macgillivray@uiowa.edu
_chemical_name_common            ?
_chemical_name_systematic        
"trans-4-stilbazole, 1,3-bis(4'-pyridyl)-2,4-bis(phenyl)cyclobutane hexafluorophosphate"
_chemical_formula_moiety         'C13 H11 N, C13 H12 N, F6 P'
_chemical_formula_sum            'C26 H23 F6 N2 P'
_chemical_formula_weight         508.43
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.930(7)
_cell_length_b                   11.296(8)
_cell_length_c                   11.859(9)
_cell_angle_alpha                87.742(10)
_cell_angle_beta                 83.324(9)
_cell_angle_gamma                65.023(9)
_cell_volume                     1197.6(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1786
_cell_measurement_temperature    150.15
_cell_measurement_theta_max      20.27
_cell_measurement_theta_min      2.308
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.948
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  0.7269
_exptl_absorpt_correction_T_min  0.5899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0958 before and 0.0805 after correction.
The Ratio of minimum to maximum transmission is 0.8115.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1342
_diffrn_reflns_av_unetI/netI     0.1564
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10862
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        23.499
_diffrn_reflns_theta_max         23.499
_diffrn_reflns_theta_min         1.729
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Nonius APEX II Kappa'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1448
_reflns_number_total             3517
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.660
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.112
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.937
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         3517
_refine_ls_number_restraints     99
_refine_ls_R_factor_all          0.2288
_refine_ls_R_factor_gt           0.1069
_refine_ls_restrained_S_all      0.928
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1556P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2422
_refine_ls_wR_factor_ref         0.2896
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid body (RIGU) restrains
 F11A, F12A, P2A, F10A, F8A, F9A, F7A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 H1, N1, H14, C14, H18, C18, H17, C17, C16, C15, H15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Ternary CH refined with riding coordinates:
 C20(H20), C19(H19)
3.b Aromatic/amide H refined with riding coordinates:
 C26(H26), C25(H25), C1(H1A), C9(H9), C7(H7), C2(H2), C17(H17), C22(H22),
 C4(H4), C6(H6), C24(H24), C5(H5), C23(H23), C13(H13), C10(H10), C15(H15),
 C18(H18), C11(H11), C14(H14), C12(H12)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
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
N2 N 0.6920(7) 0.3213(7) 0.6070(5) 0.0607(18) Uani 1 1 d . . . . .
N1 N 0.5390(8) 0.5302(7) 0.2456(6) 0.0681(19) Uani 1 1 d . U . . .
C21 C 1.1001(9) 0.3283(9) -0.1440(7) 0.060(2) Uani 1 1 d . . . . .
C8 C 1.1549(10) -0.0384(7) 0.1816(7) 0.064(2) Uani 1 1 d . . . . .
C16 C 0.8139(9) 0.4543(8) 0.1167(6) 0.060(2) Uani 1 1 d . U . . .
C26 C 1.1042(9) 0.3444(9) -0.2595(7) 0.069(2) Uani 1 1 d . . . . .
H26 H 1.034279 0.422597 -0.289439 0.083 Uiso 1 1 calc R . . . .
C20 C 0.9886(8) 0.4440(8) -0.0697(6) 0.066(2) Uani 1 1 d . . . . .
H20 H 0.889265 0.477905 -0.099874 0.079 Uiso 1 1 calc R . . . .
C3 C 0.8664(9) 0.1462(8) 0.4339(6) 0.060(2) Uani 1 1 d . . . . .
C19 C 0.9653(9) 0.4345(8) 0.0579(6) 0.071(2) Uani 1 1 d . . . . .
H19 H 1.044408 0.351932 0.084179 0.085 Uiso 1 1 calc R . . . .
C25 C 1.2095(12) 0.2477(12) -0.3342(7) 0.085(3) Uani 1 1 d . . . . .
H25 H 1.210745 0.260428 -0.413951 0.101 Uiso 1 1 calc R . . . .
C1 C 0.8272(9) 0.3124(8) 0.5665(6) 0.065(2) Uani 1 1 d . . . . .
H1A H 0.863282 0.368078 0.597929 0.078 Uiso 1 1 calc R . . . .
C9 C 1.2950(10) -0.0500(7) 0.1389(8) 0.070(2) Uani 1 1 d . . . . .
H9 H 1.343356 -0.010414 0.178726 0.084 Uiso 1 1 calc R . . . .
C7 C 1.0832(9) 0.0391(8) 0.2839(7) 0.072(2) Uani 1 1 d . . . . .
H7 H 1.135928 0.079982 0.316532 0.086 Uiso 1 1 calc R . . . .
C2 C 0.9145(8) 0.2286(8) 0.4833(6) 0.057(2) Uani 1 1 d . . . . .
H2 H 1.010204 0.225692 0.458104 0.068 Uiso 1 1 calc R . . . .
C17 C 0.6787(9) 0.5342(8) 0.0725(6) 0.066(2) Uani 1 1 d . U . . .
H17 H 0.679134 0.564176 -0.003456 0.079 Uiso 1 1 calc R U . . .
C22 C 1.2058(10) 0.2130(10) -0.1045(7) 0.072(2) Uani 1 1 d . . . . .
H22 H 1.206383 0.199099 -0.024983 0.086 Uiso 1 1 calc R . . . .
C4 C 0.7259(9) 0.1542(8) 0.4783(7) 0.067(2) Uani 1 1 d . . . . .
H4 H 0.687403 0.098945 0.449353 0.080 Uiso 1 1 calc R . . . .
C6 C 0.9490(10) 0.0577(8) 0.3362(7) 0.071(2) Uani 1 1 d . . . . .
H6 H 0.901731 0.009206 0.307686 0.085 Uiso 1 1 calc R . . . .
C24 C 1.3134(10) 0.1318(9) -0.2903(11) 0.080(3) Uani 1 1 d . . . . .
H24 H 1.384675 0.064547 -0.339394 0.096 Uiso 1 1 calc R . . . .
C5 C 0.6438(9) 0.2421(10) 0.5637(7) 0.071(2) Uani 1 1 d . . . . .
H5 H 0.548703 0.246172 0.592900 0.085 Uiso 1 1 calc R . . . .
C23 C 1.3090(10) 0.1189(9) -0.1772(10) 0.081(3) Uani 1 1 d . . . . .
H23 H 1.380023 0.041903 -0.146625 0.097 Uiso 1 1 calc R . . . .
C13 C 1.0881(11) -0.1021(10) 0.1243(9) 0.095(3) Uani 1 1 d . . . . .
H13 H 0.993395 -0.098099 0.154581 0.114 Uiso 1 1 calc R . . . .
C10 C 1.3673(11) -0.1189(9) 0.0380(9) 0.091(3) Uani 1 1 d . . . . .
H10 H 1.463502 -0.125655 0.008670 0.109 Uiso 1 1 calc R . . . .
C15 C 0.8008(10) 0.4118(9) 0.2234(7) 0.083(3) Uani 1 1 d . U . . .
H15 H 0.888727 0.354187 0.254908 0.100 Uiso 1 1 calc R U . . .
C18 C 0.5475(9) 0.5675(8) 0.1407(7) 0.070(2) Uani 1 1 d . U . . .
H18 H 0.457139 0.620807 0.109949 0.085 Uiso 1 1 calc R U . . .
C11 C 1.2942(13) -0.1785(9) -0.0196(8) 0.090(3) Uani 1 1 d . . . . .
H11 H 1.340072 -0.224209 -0.089185 0.108 Uiso 1 1 calc R . . . .
C14 C 0.6693(11) 0.4474(10) 0.2866(8) 0.102(3) Uani 1 1 d . U . . .
H14 H 0.666017 0.414713 0.361467 0.122 Uiso 1 1 calc R U . . .
C12 C 1.1572(13) -0.1697(10) 0.0258(10) 0.107(3) Uani 1 1 d . . . . .
H12 H 1.109264 -0.211335 -0.011886 0.129 Uiso 1 1 calc R . . . .
H1 H 0.448(8) 0.560(7) 0.302(6) 0.07(2) Uiso 1 1 d . U . . .
F12A F 0.6545(6) 0.8345(4) -0.3729(4) 0.0989(17) Uani 1 1 d . U . . .
F11A F 0.5019(6) 0.7604(6) -0.2680(5) 0.131(2) Uani 1 1 d . U . . .
P2A P 0.6764(3) 0.7030(2) -0.30581(18) 0.0654(8) Uani 1 1 d . U . . .
F10A F 0.6984(10) 0.7610(6) -0.1960(5) 0.156(3) Uani 1 1 d . U . . .
F8A F 0.8454(5) 0.6457(5) -0.3475(6) 0.133(2) Uani 1 1 d . U . . .
F9A F 0.7023(5) 0.5701(4) -0.2391(3) 0.0779(14) Uani 1 1 d . U . . .
F7A F 0.6438(7) 0.6437(5) -0.4137(4) 0.1078(18) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N2 C1 1.336(9) . ?
N2 C5 1.322(10) . ?
N1 C18 1.303(9) . ?
N1 C14 1.369(10) . ?
N1 H1 1.00(7) . ?
C21 C26 1.373(10) . ?
C21 C20 1.534(10) . ?
C21 C22 1.389(11) . ?
C8 C9 1.377(11) . ?
C8 C7 1.450(11) . ?
C8 C13 1.402(12) . ?
C16 C19 1.511(10) . ?
C16 C17 1.412(10) . ?
C16 C15 1.347(10) . ?
C26 H26 0.9500 . ?
C26 C25 1.403(11) . ?
C20 H20 1.0000 . ?
C20 C19 1.634(11) 2_765 ?
C20 C19 1.510(9) . ?
C3 C2 1.386(10) . ?
C3 C4 1.400(10) . ?
C3 C6 1.481(11) . ?
C19 H19 1.0000 . ?
C25 H25 0.9500 . ?
C25 C24 1.407(13) . ?
C1 H1A 0.9500 . ?
C1 C2 1.342(9) . ?
C9 H9 0.9500 . ?
C9 C10 1.398(11) . ?
C7 H7 0.9500 . ?
C7 C6 1.336(10) . ?
C2 H2 0.9500 . ?
C17 H17 0.9500 . ?
C17 C18 1.363(10) . ?
C22 H22 0.9500 . ?
C22 C23 1.368(11) . ?
C4 H4 0.9500 . ?
C4 C5 1.370(11) . ?
C6 H6 0.9500 . ?
C24 H24 0.9500 . ?
C24 C23 1.340(12) . ?
C5 H5 0.9500 . ?
C23 H23 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.364(12) . ?
C10 H10 0.9500 . ?
C10 C11 1.419(12) . ?
C15 H15 0.9500 . ?
C15 C14 1.335(11) . ?
C18 H18 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.368(13) . ?
C14 H14 0.9500 . ?
C12 H12 0.9500 . ?
F12A P2A 1.601(5) . ?
F11A P2A 1.587(6) . ?
P2A F10A 1.558(5) . ?
P2A F8A 1.547(5) . ?
P2A F9A 1.605(5) . ?
P2A F7A 1.593(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 N2 C1 117.9(7) . . ?
C18 N1 C14 117.5(7) . . ?
C18 N1 H1 127(4) . . ?
C14 N1 H1 115(4) . . ?
C26 C21 C20 117.1(8) . . ?
C26 C21 C22 117.1(7) . . ?
C22 C21 C20 125.5(7) . . ?
C9 C8 C7 118.4(9) . . ?
C9 C8 C13 118.6(8) . . ?
C13 C8 C7 122.9(9) . . ?
C17 C16 C19 122.9(7) . . ?
C15 C16 C19 120.4(7) . . ?
C15 C16 C17 116.0(7) . . ?
C21 C26 H26 119.3 . . ?
C21 C26 C25 121.3(8) . . ?
C25 C26 H26 119.3 . . ?
C21 C20 H20 108.8 . . ?
C21 C20 C19 116.2(6) . 2_765 ?
C19 C20 C21 122.0(7) . . ?
C19 C20 H20 108.8 2_765 . ?
C19 C20 H20 108.8 . . ?
C19 C20 C19 90.9(6) . 2_765 ?
C2 C3 C4 115.9(7) . . ?
C2 C3 C6 124.8(7) . . ?
C4 C3 C6 119.2(8) . . ?
C16 C19 C20 115.4(6) . 2_765 ?
C16 C19 H19 110.1 . . ?
C20 C19 C16 120.3(7) . . ?
C20 C19 C20 89.1(6) . 2_765 ?
C20 C19 H19 110.1 . . ?
C20 C19 H19 110.1 2_765 . ?
C26 C25 H25 120.2 . . ?
C26 C25 C24 119.5(8) . . ?
C24 C25 H25 120.2 . . ?
N2 C1 H1A 118.5 . . ?
N2 C1 C2 123.1(8) . . ?
C2 C1 H1A 118.5 . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.1(9) . . ?
C10 C9 H9 119.5 . . ?
C8 C7 H7 117.3 . . ?
C6 C7 C8 125.4(9) . . ?
C6 C7 H7 117.3 . . ?
C3 C2 H2 119.6 . . ?
C1 C2 C3 120.7(7) . . ?
C1 C2 H2 119.6 . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.9(7) . . ?
C18 C17 H17 120.6 . . ?
C21 C22 H22 119.2 . . ?
C23 C22 C21 121.6(8) . . ?
C23 C22 H22 119.2 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.9(8) . . ?
C5 C4 H4 120.1 . . ?
C3 C6 H6 116.7 . . ?
C7 C6 C3 126.6(8) . . ?
C7 C6 H6 116.7 . . ?
C25 C24 H24 120.9 . . ?
C23 C24 C25 118.2(8) . . ?
C23 C24 H24 120.9 . . ?
N2 C5 C4 122.5(7) . . ?
N2 C5 H5 118.7 . . ?
C4 C5 H5 118.7 . . ?
C22 C23 H23 118.9 . . ?
C24 C23 C22 122.2(9) . . ?
C24 C23 H23 118.9 . . ?
C8 C13 H13 119.5 . . ?
C12 C13 C8 121.0(10) . . ?
C12 C13 H13 119.5 . . ?
C9 C10 H10 120.6 . . ?
C9 C10 C11 118.7(9) . . ?
C11 C10 H10 120.6 . . ?
C16 C15 H15 118.7 . . ?
C14 C15 C16 122.7(8) . . ?
C14 C15 H15 118.7 . . ?
N1 C18 C17 123.7(8) . . ?
N1 C18 H18 118.2 . . ?
C17 C18 H18 118.2 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.5(9) . . ?
C12 C11 H11 120.3 . . ?
N1 C14 H14 119.4 . . ?
C15 C14 N1 121.2(8) . . ?
C15 C14 H14 119.4 . . ?
C13 C12 C11 121.1(10) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 H12 119.4 . . ?
F12A P2A F9A 178.8(3) . . ?
F11A P2A F12A 90.2(3) . . ?
F11A P2A F9A 91.0(3) . . ?
F11A P2A F7A 86.6(3) . . ?
F10A P2A F12A 90.8(3) . . ?
F10A P2A F11A 89.9(4) . . ?
F10A P2A F9A 89.1(3) . . ?
F10A P2A F7A 176.1(4) . . ?
F8A P2A F12A 89.4(3) . . ?
F8A P2A F11A 177.6(4) . . ?
F8A P2A F10A 92.4(4) . . ?
F8A P2A F9A 89.4(3) . . ?
F8A P2A F7A 91.1(4) . . ?
F7A P2A F12A 90.9(3) . . ?
F7A P2A F9A 89.3(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 C1 C2 C3 0.6(12) . . . . ?
C21 C26 C25 C24 -0.1(12) . . . . ?
C21 C20 C19 C16 -118.8(8) . . . . ?
C21 C20 C19 C20 122.0(8) . . . 2_765 ?
C21 C22 C23 C24 -0.7(13) . . . . ?
C8 C9 C10 C11 -0.7(12) . . . . ?
C8 C7 C6 C3 -173.6(7) . . . . ?
C8 C13 C12 C11 0.6(16) . . . . ?
C16 C17 C18 N1 0.4(13) . . . . ?
C16 C15 C14 N1 0.0(16) . . . . ?
C26 C21 C20 C19 -75.8(9) . . . 2_765 ?
C26 C21 C20 C19 175.2(7) . . . . ?
C26 C21 C22 C23 -0.4(12) . . . . ?
C26 C25 C24 C23 -1.0(12) . . . . ?
C20 C21 C26 C25 175.5(7) . . . . ?
C20 C21 C22 C23 -174.6(8) . . . . ?
C3 C4 C5 N2 0.0(12) . . . . ?
C19 C16 C17 C18 -167.1(7) . . . . ?
C19 C16 C15 C14 167.2(9) . . . . ?
C19 C20 C19 C16 119.2(9) 2_765 . . . ?
C19 C20 C19 C20 -0.001(1) 2_765 . . 2_765 ?
C25 C24 C23 C22 1.3(13) . . . . ?
C1 N2 C5 C4 -1.3(11) . . . . ?
C9 C8 C7 C6 -179.0(8) . . . . ?
C9 C8 C13 C12 -2.7(14) . . . . ?
C9 C10 C11 C12 -1.4(13) . . . . ?
C7 C8 C9 C10 -177.3(7) . . . . ?
C7 C8 C13 C12 177.3(8) . . . . ?
C2 C3 C4 C5 1.4(11) . . . . ?
C2 C3 C6 C7 3.0(13) . . . . ?
C17 C16 C19 C20 76.4(9) . . . 2_765 ?
C17 C16 C19 C20 -28.6(12) . . . . ?
C17 C16 C15 C14 -3.2(14) . . . . ?
C22 C21 C26 C25 0.7(11) . . . . ?
C22 C21 C20 C19 98.4(9) . . . 2_765 ?
C22 C21 C20 C19 -10.6(12) . . . . ?
C4 C3 C2 C1 -1.8(11) . . . . ?
C4 C3 C6 C7 179.8(8) . . . . ?
C6 C3 C2 C1 175.1(7) . . . . ?
C6 C3 C4 C5 -175.6(7) . . . . ?
C5 N2 C1 C2 0.9(11) . . . . ?
C13 C8 C9 C10 2.7(12) . . . . ?
C13 C8 C7 C6 1.0(13) . . . . ?
C10 C11 C12 C13 1.4(15) . . . . ?
C15 C16 C19 C20 -93.3(9) . . . 2_765 ?
C15 C16 C19 C20 161.7(8) . . . . ?
C15 C16 C17 C18 3.1(12) . . . . ?
C18 N1 C14 C15 3.5(15) . . . . ?
C14 N1 C18 C17 -3.6(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_THETM01_mcg1975             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.575
            Calculated sin(theta_max)/wavelength =    0.5610
RESPONSE: Quality of data was largely compromised due to SCSC transformation. 
Some statistically insignificant weak high angle data were Omitted.
;
_vrf_PLAT340_mcg1975             
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.01356 Ang.  
RESPONSE: Crystals showed an extremely weak diffraction at high
angle due to SCSC transformation. Therefore, data was truncated to
represent the most statistically significant reflections, resulting in 
the precision of C-C bond being reduced. The model, however, is in agreement
with the transformation from the previous crystalline material.
;
_vrf_PLAT241_mcg1975             
;
PROBLEM: High 'MainMol' Ueq as Compared to Neighbors of        C14 Check
RESPONSE: This is due to the disorder of the pyridine ring arising from
SCSC transformation.
;
_vrf_PLAT242_mcg1975             
;
PROBLEM:Low 'MainMol' Ueq as Compared to Neighbors of         N1 Check 
RESPONSE:This is due to the disorder of the pyridine ring arising from
SCSC transformation.
;
# end Validation Reply Form

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mcg1930_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2052940'
loop_
_audit_author_name
_audit_author_address
'Li C.'
;the University of Iowa
United States of America
;
_audit_update_record             
;
2020-12-29 deposited with the CCDC.	2021-01-21 downloaded from the CCDC.
;
_audit_creation_date             2020-12-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
changan-li@uiowa.edu
gonzalo-campillo-alvarado@uiowa.edu
dale-swenson@uiowa.edu
len-macgillivray@uiowa.edu
_chemical_name_common            ?
_chemical_name_systematic        'trans-4-stilbazole hexafluorophosphate'
_chemical_formula_moiety         'F6 P, C13 H12 N, C13 H11 N'
_chemical_formula_sum            'C26 H23 F6 N2 P'
_chemical_formula_weight         508.43
_chemical_melting_point          ?
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'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.6906(11)
_cell_length_b                   11.0302(11)
_cell_length_c                   11.0850(11)
_cell_angle_alpha                84.721(5)
_cell_angle_beta                 76.416(5)
_cell_angle_gamma                70.095(2)
_cell_volume                     1194.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3554
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      23.84
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.935
_exptl_absorpt_coefficient_mu    0.179
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.7007
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0503 before and 0.0454 after correction.
The Ratio of minimum to maximum transmission is 0.9400.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             524
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.24
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15560
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.479
_diffrn_reflns_theta_min         1.890
_diffrn_ambient_temperature      125.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker Nonius APEX II Kappa'
_diffrn_measurement_method       ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3635
_reflns_number_total             4886
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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)'
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     327
_refine_ls_number_reflns         4886
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0488
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²+0.7915P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1089
_refine_ls_wR_factor_ref         0.1230
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C21-C20 \\sim C21-C20A
 with sigma of 0.02
 C16-C19 \\sim C16-C19A
 with sigma of 0.02
 C20-C19 \\sim C20A-C19A
 with sigma of 0.02
 C21-C19 \\sim C21-C19A
 with sigma of 0.04
 C16-C20 \\sim C16-C20A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C20A) = Uanis(C20)
Uanis(C19) = Uanis(C19A)
4. Others
 Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=1-FVAR(1)
 Sof(C20)=Sof(H20)=Sof(C19)=Sof(H19)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C10(H10), C8(H8), C11(H11), C7(H7), C13(H13), C5(H5), C2(H2),
 C12(H12), C1(H1A), C24(H24), C18(H18), C6(H6), C14(H14), C17(H17), C23(H23),
 C15(H15), C22(H22), C25(H25), C26(H26), C20(H20), C19(H19), C19A(H19A),
 C20A(H20A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
P001 P 0.71426(6) 0.65009(5) 0.72141(5) 0.02990(16) Uani 1 1 d . . . . .
F002 F 0.72207(14) 0.59716(12) 0.58984(12) 0.0432(4) Uani 1 1 d . . . . .
F003 F 0.59978(14) 0.77905(13) 0.69545(13) 0.0508(4) Uani 1 1 d . . . . .
F004 F 0.70544(16) 0.70272(15) 0.85346(13) 0.0545(4) Uani 1 1 d . . . . .
F005 F 0.83201(16) 0.52059(15) 0.74530(14) 0.0593(4) Uani 1 1 d . . . . .
F006 F 0.60403(16) 0.58441(16) 0.78467(14) 0.0623(5) Uani 1 1 d . . . . .
F007 F 0.82759(15) 0.71390(16) 0.65830(15) 0.0614(4) Uani 1 1 d . . . . .
N1 N 0.36718(19) 0.45228(17) 0.73543(17) 0.0319(4) Uani 1 1 d . . . . .
N2 N 0.60420(18) 0.32164(18) 0.58383(17) 0.0342(4) Uani 1 1 d . . . . .
C4 C -0.1480(2) 0.76658(19) 1.1672(2) 0.0300(5) Uani 1 1 d . . . . .
C9 C 0.1240(2) 0.58871(19) 0.88850(19) 0.0276(5) Uani 1 1 d . . . . .
C3 C -0.2541(2) 0.8605(2) 1.1238(2) 0.0318(5) Uani 1 1 d . . . . .
H3 H -0.250460 0.870758 1.037177 0.038 Uiso 1 1 calc R . . . .
C10 C 0.1349(2) 0.5751(2) 0.7628(2) 0.0297(5) Uani 1 1 d . . . . .
H10 H 0.057287 0.613687 0.727704 0.036 Uiso 1 1 calc R . . . .
C8 C -0.0055(2) 0.6687(2) 0.9649(2) 0.0299(5) Uani 1 1 d . . . . .
H8 H -0.078241 0.712425 0.924877 0.036 Uiso 1 1 calc R . . . .
C11 C 0.2558(2) 0.5072(2) 0.6893(2) 0.0312(5) Uani 1 1 d . . . . .
H11 H 0.261076 0.498637 0.603585 0.037 Uiso 1 1 calc R . . . .
C7 C -0.0268(2) 0.6834(2) 1.0862(2) 0.0317(5) Uani 1 1 d . . . . .
H7 H 0.045381 0.633878 1.124797 0.038 Uiso 1 1 calc R . . . .
C13 C 0.2411(2) 0.5275(2) 0.9347(2) 0.0345(5) Uani 1 1 d . . . . .
H13 H 0.237975 0.532091 1.020600 0.041 Uiso 1 1 calc R . . . .
C5 C -0.1570(3) 0.7554(2) 1.2954(2) 0.0385(6) Uani 1 1 d . . . . .
H5 H -0.085483 0.693401 1.327197 0.046 Uiso 1 1 calc R . . . .
C2 C -0.3642(2) 0.9387(2) 1.2063(2) 0.0383(6) Uani 1 1 d . . . . .
H2 H -0.435127 1.003140 1.175836 0.046 Uiso 1 1 calc R . . . .
C12 C 0.3604(2) 0.4610(2) 0.8570(2) 0.0374(5) Uani 1 1 d . . . . .
H12 H 0.439600 0.420348 0.889510 0.045 Uiso 1 1 calc R . . . .
C1 C -0.3716(3) 0.9238(2) 1.3318(2) 0.0431(6) Uani 1 1 d . . . . .
H1A H -0.448558 0.976449 1.388020 0.052 Uiso 1 1 calc R . . . .
C24 C 1.3571(2) -0.1875(2) 0.0111(2) 0.0424(6) Uani 1 1 d . . . . .
H24 H 1.428746 -0.241917 -0.048217 0.051 Uiso 1 1 calc R . . . .
C18 C 0.7321(2) 0.2955(2) 0.5970(2) 0.0402(6) Uani 1 1 d . . . . .
H18 H 0.747207 0.331006 0.664979 0.048 Uiso 1 1 calc R . . . .
C6 C -0.2683(3) 0.8332(2) 1.3761(2) 0.0449(6) Uani 1 1 d . . . . .
H6 H -0.273266 0.823956 1.463039 0.054 Uiso 1 1 calc R . . . .
C14 C 0.5878(2) 0.2711(2) 0.4866(2) 0.0405(6) Uani 1 1 d . . . . .
H14 H 0.497662 0.289224 0.475555 0.049 Uiso 1 1 calc R . . . .
C21 C 1.1484(3) -0.0314(2) 0.1884(2) 0.0471(7) Uani 1 1 d D . . . .
C16 C 0.8238(3) 0.1653(2) 0.4134(3) 0.0541(8) Uani 1 1 d D . . . .
C17 C 0.8431(2) 0.2180(3) 0.5143(3) 0.0540(8) Uani 1 1 d . . . . .
H17 H 0.932598 0.200708 0.526518 0.065 Uiso 1 1 calc R . . . .
C23 C 1.2245(3) -0.1653(2) 0.0072(3) 0.0485(7) Uani 1 1 d . . . . .
H23 H 1.203503 -0.202214 -0.056425 0.058 Uiso 1 1 calc R . . . .
C15 C 0.6926(3) 0.1949(2) 0.4021(2) 0.0510(7) Uani 1 1 d . . . . .
H15 H 0.674084 0.161996 0.334484 0.061 Uiso 1 1 calc R . . . .
C22 C 1.1206(3) -0.0887(2) 0.0961(3) 0.0537(7) Uani 1 1 d . . . . .
H22 H 1.028563 -0.075171 0.093827 0.064 Uiso 1 1 calc R . . . .
C25 C 1.3861(3) -0.1315(3) 0.1006(3) 0.0528(7) Uani 1 1 d . . . . .
H25 H 1.478452 -0.146581 0.102867 0.063 Uiso 1 1 calc R . . . .
C26 C 1.2834(3) -0.0530(3) 0.1879(3) 0.0551(7) Uani 1 1 d . . . . .
H26 H 1.305873 -0.013280 0.248528 0.066 Uiso 1 1 calc R . . . .
C20 C 1.0534(3) 0.0547(3) 0.2911(3) 0.0300(7) Uani 0.671(3) 1 d D . P A 1
H20 H 1.089069 0.092219 0.342995 0.036 Uiso 0.671(3) 1 calc R . P A 1
C19 C 0.9214(3) 0.0791(3) 0.3107(3) 0.0310(7) Uani 0.671(3) 1 d D . P A 1
H19 H 0.886499 0.041154 0.258408 0.037 Uiso 0.671(3) 1 calc R . P A 1
C19A C 0.9787(7) 0.0990(6) 0.3596(6) 0.0310(7) Uani 0.329(3) 1 d D . P A 2
H19A H 1.049541 0.102550 0.395839 0.037 Uiso 0.329(3) 1 calc R . P A 2
C20A C 0.9981(7) 0.0370(6) 0.2564(7) 0.0300(7) Uani 0.329(3) 1 d D . P A 2
H20A H 0.923580 0.034267 0.225161 0.036 Uiso 0.329(3) 1 calc R . P A 2
H1 H 0.455(3) 0.415(3) 0.680(3) 0.063(9) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P001 F002 1.5941(13) . ?
P001 F003 1.5839(14) . ?
P001 F004 1.5946(14) . ?
P001 F005 1.5993(15) . ?
P001 F006 1.5827(16) . ?
P001 F007 1.5951(16) . ?
N1 C11 1.335(3) . ?
N1 C12 1.343(3) . ?
N1 H1 0.97(3) . ?
N2 C18 1.338(3) . ?
N2 C14 1.330(3) . ?
C4 C3 1.398(3) . ?
C4 C7 1.457(3) . ?
C4 C5 1.399(3) . ?
C9 C10 1.388(3) . ?
C9 C8 1.472(3) . ?
C9 C13 1.396(3) . ?
C3 H3 0.9500 . ?
C3 C2 1.383(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.362(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.325(3) . ?
C11 H11 0.9500 . ?
C7 H7 0.9500 . ?
C13 H13 0.9500 . ?
C13 C12 1.367(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.378(3) . ?
C2 H2 0.9500 . ?
C2 C1 1.373(3) . ?
C12 H12 0.9500 . ?
C1 H1A 0.9500 . ?
C1 C6 1.369(4) . ?
C24 H24 0.9500 . ?
C24 C23 1.364(3) . ?
C24 C25 1.360(4) . ?
C18 H18 0.9500 . ?
C18 C17 1.386(4) . ?
C6 H6 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.360(3) . ?
C21 C22 1.387(4) . ?
C21 C26 1.379(4) . ?
C21 C20 1.492(4) . ?
C21 C20A 1.558(7) . ?
C16 C17 1.394(4) . ?
C16 C15 1.360(4) . ?
C16 C19 1.502(4) . ?
C16 C19A 1.557(7) . ?
C17 H17 0.9500 . ?
C23 H23 0.9500 . ?
C23 C22 1.385(4) . ?
C15 H15 0.9500 . ?
C22 H22 0.9500 . ?
C25 H25 0.9500 . ?
C25 C26 1.379(4) . ?
C26 H26 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.311(5) . ?
C19 H19 0.9500 . ?
C19A H19A 0.9500 . ?
C19A C20A 1.326(9) . ?
C20A H20A 0.9500 . ?

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
F002 P001 F004 179.56(9) . . ?
F002 P001 F005 89.70(8) . . ?
F002 P001 F007 89.91(9) . . ?
F003 P001 F002 89.80(7) . . ?
F003 P001 F004 90.13(8) . . ?
F003 P001 F005 178.83(10) . . ?
F003 P001 F007 89.50(9) . . ?
F004 P001 F005 90.38(8) . . ?
F004 P001 F007 90.53(9) . . ?
F006 P001 F002 90.17(8) . . ?
F006 P001 F003 91.60(9) . . ?
F006 P001 F004 89.40(9) . . ?
F006 P001 F005 89.46(10) . . ?
F006 P001 F007 178.90(10) . . ?
F007 P001 F005 89.45(9) . . ?
C11 N1 C12 119.98(19) . . ?
C11 N1 H1 120.2(16) . . ?
C12 N1 H1 119.5(16) . . ?
C14 N2 C18 117.1(2) . . ?
C3 C4 C7 123.7(2) . . ?
C3 C4 C5 117.89(19) . . ?
C5 C4 C7 118.4(2) . . ?
C10 C9 C8 119.88(19) . . ?
C10 C9 C13 116.76(19) . . ?
C13 C9 C8 123.32(19) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 C4 120.5(2) . . ?
C2 C3 H3 119.8 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.7(2) . . ?
C11 C10 H10 119.6 . . ?
C9 C8 H8 118.0 . . ?
C7 C8 C9 124.1(2) . . ?
C7 C8 H8 118.0 . . ?
N1 C11 C10 121.2(2) . . ?
N1 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C4 C7 H7 116.2 . . ?
C8 C7 C4 127.6(2) . . ?
C8 C7 H7 116.2 . . ?
C9 C13 H13 119.8 . . ?
C12 C13 C9 120.3(2) . . ?
C12 C13 H13 119.8 . . ?
C4 C5 H5 119.6 . . ?
C6 C5 C4 120.8(2) . . ?
C6 C5 H5 119.6 . . ?
C3 C2 H2 119.8 . . ?
C1 C2 C3 120.4(2) . . ?
C1 C2 H2 119.8 . . ?
N1 C12 C13 120.9(2) . . ?
N1 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C2 C1 H1A 119.9 . . ?
C6 C1 C2 120.1(2) . . ?
C6 C1 H1A 119.9 . . ?
C23 C24 H24 120.2 . . ?
C25 C24 H24 120.2 . . ?
C25 C24 C23 119.6(2) . . ?
N2 C18 H18 119.1 . . ?
N2 C18 C17 121.9(2) . . ?
C17 C18 H18 119.1 . . ?
C5 C6 H6 119.8 . . ?
C1 C6 C5 120.4(2) . . ?
C1 C6 H6 119.8 . . ?
N2 C14 H14 118.1 . . ?
N2 C14 C15 123.7(2) . . ?
C15 C14 H14 118.1 . . ?
C22 C21 C20 130.1(3) . . ?
C22 C21 C20A 97.5(3) . . ?
C26 C21 C22 117.4(2) . . ?
C26 C21 C20 112.5(3) . . ?
C26 C21 C20A 145.0(4) . . ?
C17 C16 C19 132.4(3) . . ?
C17 C16 C19A 94.6(3) . . ?
C15 C16 C17 116.3(2) . . ?
C15 C16 C19 111.3(3) . . ?
C15 C16 C19A 149.0(4) . . ?
C18 C17 C16 120.2(2) . . ?
C18 C17 H17 119.9 . . ?
C16 C17 H17 119.9 . . ?
C24 C23 H23 120.1 . . ?
C24 C23 C22 119.8(3) . . ?
C22 C23 H23 120.1 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.3(2) . . ?
C23 C22 H22 119.3 . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 121.0(3) . . ?
C26 C25 H25 119.5 . . ?
C21 C26 H26 119.6 . . ?
C25 C26 C21 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
C21 C20 H20 119.6 . . ?
C19 C20 C21 120.9(3) . . ?
C19 C20 H20 119.6 . . ?
C16 C19 H19 119.1 . . ?
C20 C19 C16 121.9(3) . . ?
C20 C19 H19 119.1 . . ?
C16 C19A H19A 124.7 . . ?
C20A C19A C16 110.7(6) . . ?
C20A C19A H19A 124.7 . . ?
C21 C20A H20A 121.4 . . ?
C19A C20A C21 117.1(6) . . ?
C19A C20A H20A 121.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT230_mcg1930             
;
PROBLEM: Hirshfeld Test Diff for    C16      --C17      .        9.0 s.u.
RESPONSE: The pedal motion of olefins caused severe disorders at the 
pyridine ring, several of the atoms were not ideally shaped, however, 
this does not indicate an incorrect atom-type assignment.
;
_vrf_PLAT906_mcg1930             
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.130 Check
RESPONSE: The high K value only happened in the lowest intensity groups (weak 
reflections with Fc/Fcmax lower than 0.011).
;
_vrf_PLAT911_mcg1930             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          3 Report
RESPONSE: Data completeness is 99.95% which is sufficient for a good refinement.
Data was also truncated to represent the most statistically significant reflections.
;
# end Validation Reply Form
_chemical_properties_physical    Light-sensitive
