# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_2_2MeCN
_database_code_depnum_ccdc_archive 'CCDC 2433034'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6

# start Validation Reply Form
_vrf_PLAT042_2_2MeCN             
;
PROBLEM: Calc. and Reported MoietyFormula Strings  Differ     Please Check 
RESPONSE: Checkcif views the 
acetonitrile solvate as part of 
the silver(I) complex, though 
the absence of deformation of 
the linear 2-coordinate 
geometry of the silver(I) 
complex would suggest that the 
interaction is only minimal, 
and therefore best treated as 
a separate solvate.
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 Ag N4 O2, F6 P, 2(C2 H3 N)'
_chemical_formula_sum            'C16 H18 Ag F6 N6 O2 P'
_chemical_formula_weight         579.20
_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 0.0181 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'
Ag Ag 0.1306 4.2820 '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'
O O 0.0492 0.0322 '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'

_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                   7.51700(10)
_cell_length_b                   12.2366(2)
_cell_length_c                   13.2587(2)
_cell_angle_alpha                115.091(2)
_cell_angle_beta                 103.4530(10)
_cell_angle_gamma                90.1780(10)
_cell_volume                     1066.98(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13454
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      76.1520
_cell_measurement_theta_min      4.0310
_shelx_estimated_absorpt_T_max   0.571
_shelx_estimated_absorpt_T_min   0.365
_exptl_absorpt_coefficient_mu    9.028
_exptl_absorpt_correction_T_max  0.664
_exptl_absorpt_correction_T_min  0.412
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.803
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             576
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -1 8 0.0324
1 0 -8 0.0468
-4 4 -3 0.0321
-3 3 5 0.0406
4 -4 -2 0.0279
0 8 -3 0.0574
0 -8 3 0.0495
-4 -5 2 0.0715
5 1 -1 0.0492
4 -5 0 0.0252
-2 -6 1 0.0617
0 7 -1 0.0564
-4 4 0 0.0372
1 -4 -5 0.0469
-4 1 -4 0.0436
-3 4 4 0.0376
3 -2 -5 0.0394
1 7 -7 0.0609
-4 -5 6 0.0675
0 3 -8 0.0515
1 6 2 0.0550
0 -6 -2 0.0480

_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.087
_exptl_crystal_size_min          0.068
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.7803 -1.3345 7.6173 -0.0235 -0.9674 -0.2520
0.8092 -0.0712 -7.7263 0.0251 0.9927 -0.1176
-3.9469 3.7456 -2.7646 0.0055 0.3249 0.9457
-3.3497 2.5510 5.1281 -0.0190 -0.6791 0.7338
4.2328 -3.6343 -1.5906 0.0085 0.2335 -0.9723
0.1258 7.8563 -2.5799 0.8857 -0.1168 0.4493
-0.0198 -7.8621 2.5565 -0.8757 0.1156 -0.4688
-3.8277 -4.7107 2.4435 -0.9065 0.1170 0.4056
4.8151 0.7881 -1.4063 0.5694 -0.0719 -0.8189
3.6849 -5.2058 0.4505 -0.2121 0.0778 -0.9741
-2.2623 -6.3539 1.0124 -0.9426 0.3324 0.0321
0.1708 7.4883 -1.0224 0.8585 -0.3041 0.4129
-4.2461 3.9299 -0.2399 0.0120 -0.0073 0.9999
1.1192 -3.8111 -5.0874 -0.3500 0.8450 -0.4044
-3.5101 0.9802 -4.1527 -0.2719 0.6492 0.7104
-2.6396 4.4800 3.7363 0.2627 -0.6372 0.7245
3.2694 -2.4651 -5.2992 0.0194 0.7003 -0.7136
0.7969 7.0706 -6.7779 0.8383 0.4554 0.2997
-3.7287 -4.5182 5.8742 -0.8529 -0.3533 0.3843
0.3828 3.0436 -8.4879 0.3295 0.9328 0.1456
0.9983 5.9972 1.9924 0.7929 -0.6543 0.1628
0.0012 -5.9971 -1.9930 -0.6914 0.6102 -0.3437

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15797
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.499
_diffrn_reflns_theta_min         4.016
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     82.00 116.00   0.50    0.25    --  101.94-131.00-122.00   68
  2  ω     56.00  97.00   0.50    0.10    --   52.65-131.00-122.00   82
  3  ω     44.00 111.00   0.50    0.25    --  101.94-125.00   0.00  134
  4  ω     89.00 122.00   0.50    0.25    --  101.94-139.00  62.00   66
  5  ω     36.00  88.00   0.50    0.25    --  101.94-125.00  30.00  104
  6  ω     36.00  69.00   0.50    0.25    --  101.94-125.00 120.00   66
  7  ω     39.00  64.00   0.50    0.25    --  101.94-125.00 150.00   50
  8  ω     47.00  72.00   0.50    0.10    --   52.65-139.00  62.00   50
  9  ω     48.00  79.00   0.50    0.25    --  101.94 -99.00 -60.00   62
 10  ω     46.00 104.00   0.50    0.25    --  101.94 -99.00 -90.00  116
 11  ω     47.00 106.00   0.50    0.25    --  101.94 -99.00-180.00  118
 12  ω     35.00  84.00   0.50    0.25    --  101.94 -99.00-120.00   98
 13  ω     60.00 105.00   0.50    0.25    --  101.94 -99.00  30.00   90
 14  ω     59.00 106.00   0.50    0.25    --  101.94 -99.00  90.00   94
 15  ω     37.00  79.00   0.50    0.25    --  101.94 -77.00  30.00   84
 16  ω     53.00  78.00   0.50    0.25    --  101.94 -57.00 120.00   50
 17  ω     46.00  79.00   0.50    0.25    --  101.94 -57.00  90.00   66
 18  ω     90.00 116.00   0.50    0.25    --  101.94 -77.00  30.00   52
 19  ω     26.00  51.00   0.50    0.25    --  101.94 -38.00  60.00   50
 20  ω     25.00  50.00   0.50    0.25    --  101.94 -38.00  90.00   50
 21  ω     25.00  50.00   0.50    0.25    --  101.94 -38.00   0.00   50
 22  ω     25.00  50.00   0.50    0.25    --  101.94 -38.00  30.00   50
 23  ω     26.00  51.00   0.50    0.25    --  101.94 -38.00 -60.00   50
 24  ω     30.00  55.00   0.50    0.25    --  101.94 -57.00 -90.00   50
 25  ω     25.00  50.00   0.50    0.25    --  101.94 -38.00 -90.00   50
 26  ω     72.00 172.00   0.50    0.25    --  101.94  19.00-150.00  200
 27  ω     72.00 172.00   0.50    0.25    --  101.94  19.00 -60.00  200
 28  ω    106.00 132.00   0.50    0.25    --  101.94 131.00 -51.00   52
 29  ω     73.00  98.00   0.50    0.10    --   52.65 139.00 122.00   50
 30  ω    107.00 140.00   0.50    0.25    --  101.94 139.00 122.00   66
 31  ω    123.00 164.00   0.50    0.25    --  101.94 125.00 -30.00   82
 32  ω     28.00 109.00   0.50    0.10    --   52.65  77.00 120.00  162
 33  ω    -54.00 -19.00   0.50    0.25    --  -87.73  57.00  90.00   70
 34  ω    -96.00 -71.00   0.50    0.25    --  -87.73 139.00 122.00   50
 35  ω    -93.00 -68.00   0.50    0.10    --  -54.15 139.00 122.00   50
 36  ω   -106.00 -56.00   0.50    0.25    --  -87.73 131.00 -51.00  100
 37  ω    -83.00 -55.00   0.50    0.10    --  -54.15 131.00 -51.00   56
 38  ω    -53.00 -27.00   0.50    0.25    --  -87.73  57.00 -60.00   52
 39  ω   -164.00 -66.00   0.50    0.25    --  -87.73 -19.00  60.00  196
 40  ω   -136.00-111.00   0.50    0.25    --  -87.73-139.00  62.00   50
 41  ω   -124.00 -72.00   0.50    0.10    --  -54.15-139.00  62.00  104
 42  ω   -125.00 -70.00   0.50    0.10    --  -54.15-131.00-122.00  110
 43  ω   -156.00 -91.00   0.50    0.25    --  -87.73-125.00-180.00  130
 44  ω   -103.00 -38.00   0.50    0.10    --  -54.15 -57.00-150.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1015757000
_diffrn_orient_matrix_UB_12      0.1131941000
_diffrn_orient_matrix_UB_13      0.0063456000
_diffrn_orient_matrix_UB_21      -0.0442028000
_diffrn_orient_matrix_UB_22      -0.0577021000
_diffrn_orient_matrix_UB_23      -0.1325865000
_diffrn_orient_matrix_UB_31      -0.1809281000
_diffrn_orient_matrix_UB_32      0.0586881000
_diffrn_orient_matrix_UB_33      -0.0042743000
_diffrn_oxdiff_digest_frames     
;
01ea38f49157bd3936107fb66ff7902bde03710535c
;
_diffrn_oxdiff_digest_hkl        
;
01d99e57b775230b879b807f5012e3896445bb
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4236
_reflns_number_total             4349
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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         0.564
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4349
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0226
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0314P)²+0.6009P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0584
_refine_ls_wR_factor_ref         0.0587
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N211) = Uanis(C212) = Uanis(C214)
3. Others
 Sof(C214)=Sof(C215)=Sof(H21D)=Sof(H21E)=Sof(H21F)=1-FVAR(1)
 Sof(C212)=Sof(C213)=Sof(H21A)=Sof(H21B)=Sof(H21C)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
4.b Idealised Me refined as rotating group:
 C203(H20A,H20B,H20C), C213(H21A,H21B,H21C), C215(H21D,H21E,H21F)
;
_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
Ag1 Ag 0.35299(2) 0.61276(2) 0.54921(2) 0.02550(6) Uani 1 1 d . . . . .
O8 O 0.72468(19) 0.99732(12) 0.56598(12) 0.0248(3) Uani 1 1 d . . . . .
O18 O -0.06823(19) 0.23165(12) 0.51499(11) 0.0243(3) Uani 1 1 d . . . . .
N1 N 0.4463(2) 0.65951(14) 0.42784(14) 0.0193(3) Uani 1 1 d . . . . .
N9 N 0.7667(2) 0.98161(16) 0.39753(16) 0.0245(3) Uani 1 1 d . . . . .
H9A H 0.814(3) 1.057(3) 0.429(2) 0.029 Uiso 1 1 d R . . . .
H9B H 0.751(3) 0.939(3) 0.330(3) 0.029 Uiso 1 1 d R . . . .
N11 N 0.2397(2) 0.56142(14) 0.66100(14) 0.0203(3) Uani 1 1 d . . . . .
N19 N -0.0690(2) 0.23235(16) 0.68542(15) 0.0216(3) Uani 1 1 d . . . . .
H19A H -0.122(3) 0.161(3) 0.651(2) 0.026 Uiso 1 1 d R . . . .
H19B H -0.031(3) 0.268(2) 0.756(2) 0.026 Uiso 1 1 d R . . . .
C2 C 0.5382(2) 0.76985(16) 0.46914(16) 0.0185(3) Uani 1 1 d . . . . .
H2 H 0.5635 0.8208 0.5495 0.022 Uiso 1 1 calc R . . . .
C3 C 0.5983(2) 0.81353(16) 0.40028(16) 0.0183(3) Uani 1 1 d . . . . .
C4 C 0.5583(3) 0.73926(17) 0.28243(16) 0.0213(4) Uani 1 1 d . . . . .
H4 H 0.5964 0.7662 0.2325 0.026 Uiso 1 1 calc R . . . .
C5 C 0.4618(3) 0.62508(18) 0.23886(17) 0.0227(4) Uani 1 1 d . . . . .
H5 H 0.4320 0.5731 0.1585 0.027 Uiso 1 1 calc R . . . .
C6 C 0.4094(2) 0.58801(17) 0.31382(17) 0.0206(4) Uani 1 1 d . . . . .
H6 H 0.3452 0.5093 0.2837 0.025 Uiso 1 1 calc R . . . .
C7 C 0.7025(2) 0.93857(16) 0.46072(16) 0.0195(3) Uani 1 1 d . . . . .
C12 C 0.1395(2) 0.45321(16) 0.61711(16) 0.0183(3) Uani 1 1 d . . . . .
H12 H 0.1146 0.4034 0.5365 0.022 Uiso 1 1 calc R . . . .
C13 C 0.0702(2) 0.41017(16) 0.68344(16) 0.0181(3) Uani 1 1 d . . . . .
C14 C 0.1011(3) 0.48500(18) 0.80064(17) 0.0231(4) Uani 1 1 d . . . . .
H14 H 0.0526 0.4596 0.8484 0.028 Uiso 1 1 calc R . . . .
C15 C 0.2036(3) 0.59698(18) 0.84649(17) 0.0267(4) Uani 1 1 d . . . . .
H15 H 0.2267 0.6496 0.9264 0.032 Uiso 1 1 calc R . . . .
C16 C 0.2724(3) 0.63185(17) 0.77496(17) 0.0238(4) Uani 1 1 d . . . . .
H16 H 0.3452 0.7082 0.8076 0.029 Uiso 1 1 calc R . . . .
C17 C -0.0291(2) 0.28377(16) 0.62171(16) 0.0184(3) Uani 1 1 d . . . . .
P101 P 0.80550(7) 0.76454(5) 0.02166(4) 0.02799(12) Uani 1 1 d . . . . .
F102 F 0.7850(3) 0.65788(16) -0.10289(13) 0.0602(5) Uani 1 1 d . . . . .
F103 F 0.6973(3) 0.67716(18) 0.05461(17) 0.0766(6) Uani 1 1 d . . . . .
F104 F 0.8240(2) 0.86945(13) 0.14897(12) 0.0477(4) Uani 1 1 d . . . . .
F105 F 0.9174(3) 0.85012(18) -0.00801(15) 0.0629(5) Uani 1 1 d . . . . .
F106 F 0.6191(2) 0.8076(2) -0.02326(15) 0.0692(6) Uani 1 1 d . . . . .
F107 F 0.9926(3) 0.71910(19) 0.06871(14) 0.0652(5) Uani 1 1 d . . . . .
N201 N 0.2298(3) 0.36450(17) 0.35642(16) 0.0321(4) Uani 1 1 d . . . . .
C202 C 0.1419(3) 0.27299(19) 0.31540(17) 0.0257(4) Uani 1 1 d . . . . .
C203 C 0.0305(3) 0.1560(2) 0.2651(2) 0.0323(4) Uani 1 1 d . . . . .
H20A H 0.0951 0.1025 0.2956 0.048 Uiso 1 1 calc GR . . . .
H20B H 0.0095 0.1190 0.1811 0.048 Uiso 1 1 calc GR . . . .
H20C H -0.0880 0.1677 0.2848 0.048 Uiso 1 1 calc GR . . . .
N211 N 0.4513(3) 0.85182(18) 0.73373(17) 0.0333(4) Uani 1 1 d . . . . .
C212 C 0.5388(12) 0.9376(8) 0.7896(10) 0.0333(4) Uani 0.59(5) 1 d . . P A 1
C213 C 0.6571(15) 1.0530(12) 0.8605(18) 0.058(4) Uani 0.59(5) 1 d . . P A 1
H21A H 0.7056 1.0792 0.8108 0.087 Uiso 0.59(5) 1 calc GR . P A 1
H21B H 0.7597 1.0423 0.9153 0.087 Uiso 0.59(5) 1 calc GR . P A 1
H21C H 0.5853 1.1147 0.9028 0.087 Uiso 0.59(5) 1 calc GR . P A 1
C214 C 0.5446(17) 0.9362(11) 0.8079(14) 0.0333(4) Uani 0.41(5) 1 d . . P A 2
C215 C 0.659(2) 1.0403(15) 0.906(3) 0.065(5) Uani 0.41(5) 1 d . . P A 2
H21D H 0.7178 1.0899 0.8784 0.097 Uiso 0.41(5) 1 calc GR . P A 2
H21E H 0.7541 1.0118 0.9506 0.097 Uiso 0.41(5) 1 calc GR . P A 2
H21F H 0.5824 1.0892 0.9551 0.097 Uiso 0.41(5) 1 calc GR . P A 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
Ag1 N1 2.1708(16) . ?
Ag1 N11 2.1655(16) . ?
O8 C7 1.238(2) . ?
O18 C17 1.239(2) . ?
N1 C2 1.338(2) . ?
N1 C6 1.345(2) . ?
N9 H9A 0.86(3) . ?
N9 H9B 0.80(3) . ?
N9 C7 1.331(3) . ?
N11 C12 1.340(2) . ?
N11 C16 1.344(3) . ?
N19 H19A 0.84(3) . ?
N19 H19B 0.82(3) . ?
N19 C17 1.329(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(3) . ?
C3 C4 1.390(3) . ?
C3 C7 1.503(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.388(3) . ?
C13 C14 1.390(3) . ?
C13 C17 1.502(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.385(3) . ?
C16 H16 0.9500 . ?
P101 F102 1.5832(15) . ?
P101 F103 1.5973(18) . ?
P101 F104 1.6026(14) . ?
P101 F105 1.5676(16) . ?
P101 F106 1.5740(17) . ?
P101 F107 1.6024(16) . ?
N201 C202 1.139(3) . ?
C202 C203 1.456(3) . ?
C203 H20A 0.9800 . ?
C203 H20B 0.9800 . ?
C203 H20C 0.9800 . ?
N211 C212 1.093(9) . ?
N211 C214 1.157(14) . ?
C212 C213 1.465(14) . ?
C213 H21A 0.9800 . ?
C213 H21B 0.9800 . ?
C213 H21C 0.9800 . ?
C214 C215 1.46(2) . ?
C215 H21D 0.9800 . ?
C215 H21E 0.9800 . ?
C215 H21F 0.9800 . ?

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
N11 Ag1 N1 175.68(6) . . ?
C2 N1 Ag1 117.23(12) . . ?
C2 N1 C6 118.20(16) . . ?
C6 N1 Ag1 124.47(13) . . ?
H9A N9 H9B 122(3) . . ?
C7 N9 H9A 119.1(18) . . ?
C7 N9 H9B 118(2) . . ?
C12 N11 Ag1 119.46(13) . . ?
C12 N11 C16 117.90(16) . . ?
C16 N11 Ag1 122.57(13) . . ?
H19A N19 H19B 122(3) . . ?
C17 N19 H19A 117.8(18) . . ?
C17 N19 H19B 119.6(18) . . ?
N1 C2 H2 118.4 . . ?
N1 C2 C3 123.24(17) . . ?
C3 C2 H2 118.4 . . ?
C2 C3 C4 118.10(17) . . ?
C2 C3 C7 116.47(16) . . ?
C4 C3 C7 125.44(17) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.97(17) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.16(18) . . ?
C6 C5 H5 120.4 . . ?
N1 C6 C5 122.32(17) . . ?
N1 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
O8 C7 N9 122.77(18) . . ?
O8 C7 C3 119.32(17) . . ?
N9 C7 C3 117.90(17) . . ?
N11 C12 H12 118.3 . . ?
N11 C12 C13 123.33(17) . . ?
C13 C12 H12 118.3 . . ?
C12 C13 C14 118.22(17) . . ?
C12 C13 C17 116.43(16) . . ?
C14 C13 C17 125.33(17) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.78(18) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 120.3 . . ?
C14 C15 C16 119.45(18) . . ?
C16 C15 H15 120.3 . . ?
N11 C16 C15 122.27(18) . . ?
N11 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
O18 C17 N19 123.00(17) . . ?
O18 C17 C13 119.28(16) . . ?
N19 C17 C13 117.71(17) . . ?
F102 P101 F103 90.19(10) . . ?
F102 P101 F104 178.18(10) . . ?
F102 P101 F107 89.93(10) . . ?
F103 P101 F104 88.03(9) . . ?
F103 P101 F107 88.04(13) . . ?
F105 P101 F102 90.42(10) . . ?
F105 P101 F103 178.17(12) . . ?
F105 P101 F104 91.36(10) . . ?
F105 P101 F106 91.16(11) . . ?
F105 P101 F107 90.24(11) . . ?
F106 P101 F102 90.32(10) . . ?
F106 P101 F103 90.56(13) . . ?
F106 P101 F104 90.05(9) . . ?
F106 P101 F107 178.58(12) . . ?
F107 P101 F104 89.65(9) . . ?
N201 C202 C203 178.9(2) . . ?
C202 C203 H20A 109.5 . . ?
C202 C203 H20B 109.5 . . ?
C202 C203 H20C 109.5 . . ?
H20A C203 H20B 109.5 . . ?
H20A C203 H20C 109.5 . . ?
H20B C203 H20C 109.5 . . ?
N211 C212 C213 177.8(6) . . ?
C212 C213 H21A 109.5 . . ?
C212 C213 H21B 109.5 . . ?
C212 C213 H21C 109.5 . . ?
H21A C213 H21B 109.5 . . ?
H21A C213 H21C 109.5 . . ?
H21B C213 H21C 109.5 . . ?
N211 C214 C215 176.6(11) . . ?
C214 C215 H21D 109.5 . . ?
C214 C215 H21E 109.5 . . ?
C214 C215 H21F 109.5 . . ?
H21D C215 H21E 109.5 . . ?
H21D C215 H21F 109.5 . . ?
H21E C215 H21F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.118
_oxdiff_exptl_absorpt_empirical_full_min 0.936
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/diethylether'
####################################################################### 
# 
# 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_2_3MeCN
_database_code_depnum_ccdc_archive 'CCDC 2433035'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-04-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 Ag N4 O2, F6 P, 3(C2 H3 N)'
_chemical_formula_sum            'C18 H21 Ag F6 N7 O2 P'
_chemical_formula_weight         620.26
_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 0.0181 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'
Ag Ag 0.1306 4.2820 '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'
O O 0.0492 0.0322 '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'

_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                   8.8771(2)
_cell_length_b                   10.4273(3)
_cell_length_c                   13.5713(4)
_cell_angle_alpha                83.660(2)
_cell_angle_beta                 72.550(2)
_cell_angle_gamma                84.305(2)
_cell_volume                     1188.18(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    11453
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      76.6940
_cell_measurement_theta_min      3.4140
_shelx_estimated_absorpt_T_max   0.401
_shelx_estimated_absorpt_T_min   0.207
_exptl_absorpt_coefficient_mu    8.167
_exptl_absorpt_correction_T_max  0.28098
_exptl_absorpt_correction_T_min  0.18728
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             620
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 4 -1 0.0787
0 0 8 0.0607
0 0 -8 0.0857
-6 -1 -4 0.0988
6 1 4 0.1110
4 5 3 0.1344
-4 -5 -5 0.1145
4 -4 2 0.0539
-5 2 -3 0.0851
3 6 5 0.1337
-3 -6 -3 0.1242
2 -6 2 0.0778
2 -3 7 0.0649
4 4 5 0.1272
-1 -1 -9 0.0935
2 7 1 0.1477
1 4 8 0.1121
-4 4 -3 0.0899
4 -5 2 0.0493

_exptl_crystal_size_max          0.281
_exptl_crystal_size_mid          0.146
_exptl_crystal_size_min          0.137
_exptl_crystal_size_rad          0.100
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.9932 4.3900 -1.3661 -0.0778 0.9877 -0.1356
-0.1296 0.0621 8.3196 -0.2667 0.1281 0.9552
0.1296 -0.0621 -8.3196 0.2667 -0.1281 -0.9552
-5.6106 -0.9280 -4.4787 -0.6969 0.5342 -0.4785
5.7177 0.8916 3.6456 0.7333 -0.5623 0.3823
3.9916 4.9986 2.9989 0.9087 0.1197 0.3155
-3.9917 -4.9978 -4.9965 -0.8474 -0.1447 -0.5447
4.0018 -3.9908 1.9981 0.0971 -0.9346 0.2077
-4.9988 1.9921 -2.9977 -0.3868 0.8147 -0.3147
2.9913 5.9953 4.9964 0.8078 0.3847 0.5500
-2.9912 -5.9961 -2.9988 -0.8691 -0.3596 -0.3209
2.0055 -5.9913 1.9970 -0.3565 -0.9178 0.2215
2.0024 -2.9967 6.9916 -0.2292 -0.5079 0.7921
3.9929 3.9990 4.9963 0.7538 0.0290 0.5454
-0.9987 -0.9966 -8.9897 0.0493 -0.1044 -1.0244
1.9907 6.9944 1.0010 0.8909 0.5744 0.0971
0.9952 3.9936 7.9916 0.2621 0.4391 0.9076
-4.0018 3.9912 -2.9969 -0.0664 0.9221 -0.3223
4.0029 -4.9896 1.9979 0.0035 -1.0503 0.2085

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16097
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.499
_diffrn_reflns_theta_min         3.426
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  27.00   0.50    0.20    --   52.72 -21.00-105.00   50
  2  ω     -8.00  40.00   0.50    0.20    --   53.07 -21.00-105.00   96
  3  ω     41.00  67.00   0.50    0.20    --   53.07 -21.00-105.00   52
  4  ω     65.00 123.00   0.50    0.20    --   53.07  21.00  60.00  116
  5  ω     85.00 172.00   0.50    0.40    --  101.90  21.00  60.00  174
  6  ω     41.00  99.00   0.50    0.40    --  101.90 -21.00-105.00  116
  7  ω     55.00  80.00   0.50    0.20    --   52.72  21.00  60.00   50
  8  ω      5.00  69.00   0.50    0.20    --   52.72 -77.00 -90.00  128
  9  ω     73.00  98.00   0.50    0.20    --   53.07-125.00 -60.00   50
 10  ω    -15.00  54.00   0.50    0.20    --   53.07 -57.00  60.00  138
 11  ω    -17.00  48.00   0.50    0.20    --   53.07 -37.00-180.00  130
 12  ω     49.00  89.00   0.50    0.20    --   53.07-125.00-120.00   80
 13  ω     37.00  75.00   0.50    0.20    --   53.07-125.00  30.00   76
 14  ω     35.00  80.00   0.50    0.20    --   53.07-125.00 150.00   90
 15  ω     44.00 101.00   0.50    0.20    --   53.07  57.00-180.00  114
 16  ω      9.00  34.00   0.50    0.20    --   53.07 -37.00-150.00   50
 17  ω     45.00 100.00   0.50    0.40    --  101.90 -99.00  60.00  110
 18  ω     75.00 115.00   0.50    0.40    --  101.90 -19.00  90.00   80
 19  ω     65.00 100.00   0.50    0.40    --  101.90 -57.00  30.00   70
 20  ω     42.00  77.00   0.50    0.40    --  101.90 -57.00-120.00   70
 21  ω     44.00 105.00   0.50    0.40    --  101.90 -99.00-180.00  122
 22  ω     32.00  65.00   0.50    0.40    --  101.90 -19.00  90.00   66
 23  ω     96.00 152.00   0.50    0.40    --  101.90 125.00  60.00  112
 24  ω     99.00 124.00   0.50    0.40    --  101.90  37.00 -90.00   50
 25  ω     50.00  81.00   0.50    0.40    --  101.90 -99.00  30.00   62
 26  ω     38.00 103.00   0.50    0.40    --  101.90 -37.00  30.00  130
 27  ω     81.00 106.00   0.50    0.40    --  101.90 -99.00  90.00   50
 28  ω    127.00 174.00   0.50    0.40    --  101.90  37.00 -90.00   94
 29  ω    107.00 132.00   0.50    0.40    --  101.90 125.00-150.00   50
 30  ω     57.00 106.00   0.50    0.40    --  101.90 -99.00 -90.00   98
 31  ω     39.00 109.00   0.50    0.40    --  101.90-125.00 -90.00  140
 32  ω     37.00  63.00   0.50    0.40    --  101.90 -57.00  30.00   52
 33  ω    108.00 142.00   0.50    0.40    --  101.90 125.00 150.00   68
 34  ω     43.00  78.00   0.50    0.40    --  101.90 -99.00-150.00   70
 35  ω     49.00 103.00   0.50    0.40    --  101.90 -99.00 -60.00  108
 36  ω     84.00 109.00   0.50    0.40    --  101.90 -57.00-120.00   50
 37  ω     61.00  86.00   0.50    0.40    --  101.90 -57.00-180.00   50
 38  ω     50.00 106.00   0.50    0.40    --  101.90 -99.00 150.00  112
 39  ω    145.00 172.00   0.50    0.40    --  101.90  37.00 -30.00   54
 40  ω     50.00 107.00   0.50    0.40    --  107.75-104.00  15.17  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1331797000
_diffrn_orient_matrix_UB_12      0.0938613000
_diffrn_orient_matrix_UB_13      -0.0306889000
_diffrn_orient_matrix_UB_21      -0.1244201000
_diffrn_orient_matrix_UB_22      0.1157368000
_diffrn_orient_matrix_UB_23      0.0126001000
_diffrn_orient_matrix_UB_31      -0.0061662000
_diffrn_orient_matrix_UB_32      -0.0007869000
_diffrn_orient_matrix_UB_33      0.1147246000
_diffrn_oxdiff_digest_frames     
;
014165e8018131604cdddb8bf19390b95903492c46d
;
_diffrn_oxdiff_digest_hkl        
;
01f1ec8754422a989f32b5d2ebc774343bdc19
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4370
_reflns_number_total             4842
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_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         0.656
_refine_diff_density_min         -0.867
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     395
_refine_ls_number_reflns         4842
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0338
_refine_ls_restrained_S_all      1.207
_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)+(0.0656P)²+0.4342P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1028
_refine_ls_wR_factor_ref         0.1051
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 P101, F102, F103, F104, F105, F106, F107
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.003
 P111, F112, F113, F114, F115, F116, F117
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.003
3. Others
 Sof(P111)=Sof(F112)=Sof(F113)=Sof(F114)=Sof(F115)=Sof(F116)=Sof(F117)=1-FVAR(1)
 Sof(P101)=Sof(F102)=Sof(F103)=Sof(F104)=Sof(F105)=Sof(F106)=Sof(F107)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
4.b Idealised Me refined as rotating group:
 C203(H20A,H20B,H20C), C213(H21A,H21B,H21C), C223(H22A,H22B,H22C)
;
_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
Ag1 Ag 0.50031(2) 0.25049(2) 0.49943(2) 0.02884(10) Uani 1 1 d . . . . .
O8 O 0.8646(2) 0.62795(19) 0.51898(14) 0.0301(4) Uani 1 1 d . . . . .
O18 O 0.1434(2) -0.12712(19) 0.47561(14) 0.0303(4) Uani 1 1 d . . . . .
N1 N 0.6765(3) 0.3679(2) 0.39570(16) 0.0243(4) Uani 1 1 d . . . . .
N9 N 1.0384(3) 0.6952(2) 0.36770(18) 0.0265(4) Uani 1 1 d . . . . .
H9A H 1.078(4) 0.744(4) 0.396(3) 0.032 Uiso 1 1 d R . . . .
H9B H 1.069(4) 0.684(4) 0.308(3) 0.032 Uiso 1 1 d R . . . .
N11 N 0.3248(3) 0.1334(2) 0.60374(16) 0.0244(4) Uani 1 1 d . . . . .
N19 N -0.0342(3) -0.1930(2) 0.62570(18) 0.0260(4) Uani 1 1 d . . . . .
H19A H -0.076(4) -0.238(4) 0.597(3) 0.031 Uiso 1 1 d R . . . .
H19B H -0.072(4) -0.181(4) 0.687(3) 0.031 Uiso 1 1 d R . . . .
C2 C 0.7430(3) 0.4544(2) 0.43258(18) 0.0242(5) Uani 1 1 d . . . . .
H2 H 0.7085 0.4633 0.5050 0.029 Uiso 1 1 calc R . . . .
C3 C 0.8598(3) 0.5316(2) 0.37031(18) 0.0229(5) Uani 1 1 d . . . . .
C4 C 0.9101(3) 0.5182(3) 0.26414(19) 0.0251(5) Uani 1 1 d . . . . .
H4 H 0.9889 0.5701 0.2190 0.030 Uiso 1 1 calc R . . . .
C5 C 0.8434(3) 0.4277(3) 0.2254(2) 0.0271(5) Uani 1 1 d . . . . .
H5 H 0.8768 0.4161 0.1534 0.033 Uiso 1 1 calc R . . . .
C6 C 0.7274(3) 0.3546(2) 0.2930(2) 0.0254(5) Uani 1 1 d . . . . .
H6 H 0.6820 0.2928 0.2661 0.030 Uiso 1 1 calc R . . . .
C7 C 0.9223(3) 0.6235(2) 0.42393(19) 0.0241(5) Uani 1 1 d . . . . .
C12 C 0.2583(3) 0.0491(2) 0.56503(18) 0.0244(5) Uani 1 1 d . . . . .
H12 H 0.2893 0.0452 0.4920 0.029 Uiso 1 1 calc R . . . .
C13 C 0.1459(3) -0.0332(2) 0.62639(19) 0.0230(5) Uani 1 1 d . . . . .
C14 C 0.1015(3) -0.0278(3) 0.73339(19) 0.0267(5) Uani 1 1 d . . . . .
H14 H 0.0264 -0.0834 0.7779 0.032 Uiso 1 1 calc R . . . .
C15 C 0.1692(3) 0.0603(3) 0.7737(2) 0.0294(5) Uani 1 1 d . . . . .
H15 H 0.1403 0.0663 0.8465 0.035 Uiso 1 1 calc R . . . .
C16 C 0.2791(3) 0.1394(2) 0.7072(2) 0.0259(5) Uani 1 1 d . . . . .
H16 H 0.3240 0.2000 0.7356 0.031 Uiso 1 1 calc R . . . .
C17 C 0.0836(3) -0.1226(2) 0.57052(19) 0.0242(5) Uani 1 1 d . . . . .
P101 P 0.7650(14) 0.2342(12) 0.9758(9) 0.0296(9) Uani 0.552(10) 1 d . U P A 1
F102 F 0.5975(6) 0.1783(8) 1.0015(7) 0.0757(19) Uani 0.552(10) 1 d . U P A 1
F103 F 0.7684(12) 0.2638(13) 0.8605(7) 0.0565(19) Uani 0.552(10) 1 d . U P A 1
F104 F 0.9355(7) 0.2832(8) 0.9512(5) 0.088(2) Uani 0.552(10) 1 d . U P A 1
F105 F 0.7612(11) 0.2065(7) 1.0956(5) 0.0703(18) Uani 0.552(10) 1 d . U P A 1
F106 F 0.8347(8) 0.0898(5) 0.9598(3) 0.0690(15) Uani 0.552(10) 1 d . U P A 1
F107 F 0.6934(12) 0.3753(5) 0.9968(5) 0.097(2) Uani 0.552(10) 1 d . U P A 1
P111 P 0.7592(19) 0.2446(16) 0.9841(12) 0.038(2) Uani 0.448(10) 1 d . U P A 2
F112 F 0.6455(14) 0.1383(10) 0.9904(7) 0.092(3) Uani 0.448(10) 1 d . U P A 2
F113 F 0.8129(16) 0.2478(15) 0.8554(9) 0.063(3) Uani 0.448(10) 1 d . U P A 2
F114 F 0.8758(9) 0.3583(8) 0.9698(4) 0.0696(19) Uani 0.448(10) 1 d . U P A 2
F115 F 0.7089(10) 0.2436(9) 1.1017(6) 0.0605(19) Uani 0.448(10) 1 d . U P A 2
F116 F 0.8945(9) 0.1406(9) 0.9791(6) 0.096(3) Uani 0.448(10) 1 d . U P A 2
F117 F 0.6256(8) 0.3582(8) 0.9815(7) 0.080(2) Uani 0.448(10) 1 d . U P A 2
N201 N 0.5327(3) 0.3619(2) 0.68862(19) 0.0348(5) Uani 1 1 d . . . . .
C202 C 0.5773(3) 0.4401(3) 0.7224(2) 0.0292(5) Uani 1 1 d . . . . .
C203 C 0.6356(4) 0.5417(3) 0.7650(2) 0.0374(6) Uani 1 1 d . . . . .
H20A H 0.6871 0.6042 0.7085 0.056 Uiso 1 1 calc GR . . . .
H20B H 0.7121 0.5029 0.8008 0.056 Uiso 1 1 calc GR . . . .
H20C H 0.5467 0.5858 0.8142 0.056 Uiso 1 1 calc GR . . . .
N211 N 0.4578(3) 0.1414(2) 0.32143(19) 0.0341(5) Uani 1 1 d . . . . .
C212 C 0.4263(3) 0.0697(3) 0.2750(2) 0.0314(6) Uani 1 1 d . . . . .
C213 C 0.3840(5) -0.0241(3) 0.2175(3) 0.0514(9) Uani 1 1 d . . . . .
H21A H 0.4676 -0.0335 0.1519 0.077 Uiso 1 1 calc GR . . . .
H21B H 0.2839 0.0060 0.2032 0.077 Uiso 1 1 calc GR . . . .
H21C H 0.3722 -0.1078 0.2586 0.077 Uiso 1 1 calc GR . . . .
N221 N 0.8113(3) 0.7579(3) -0.14354(19) 0.0384(5) Uani 1 1 d . . . . .
C222 C 0.7655(3) 0.7249(3) -0.0558(2) 0.0362(6) Uani 1 1 d . . . . .
C223 C 0.7092(4) 0.6790(4) 0.0509(2) 0.0579(8) Uani 1 1 d . . . . .
H22A H 0.6111 0.7292 0.0841 0.087 Uiso 1 1 calc GR . . . .
H22B H 0.7892 0.6888 0.0855 0.087 Uiso 1 1 calc GR . . . .
H22C H 0.6884 0.5875 0.0565 0.087 Uiso 1 1 calc GR . . . .


_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
Ag1 N1 2.146(2) . ?
Ag1 N11 2.143(2) . ?
O8 C7 1.241(3) . ?
O18 C17 1.242(3) . ?
N1 C2 1.339(3) . ?
N1 C6 1.348(3) . ?
N9 H9A 0.83(4) . ?
N9 H9B 0.79(4) . ?
N9 C7 1.326(4) . ?
N11 C12 1.337(3) . ?
N11 C16 1.347(3) . ?
N19 H19A 0.82(4) . ?
N19 H19B 0.82(4) . ?
N19 C17 1.324(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.389(4) . ?
C3 C4 1.393(3) . ?
C3 C7 1.502(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.387(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(4) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.393(4) . ?
C13 C14 1.392(3) . ?
C13 C17 1.503(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.383(4) . ?
C16 H16 0.9500 . ?
P101 F102 1.577(14) . ?
P101 F103 1.553(14) . ?
P101 F104 1.574(13) . ?
P101 F105 1.610(12) . ?
P101 F106 1.583(13) . ?
P101 F107 1.565(13) . ?
P111 F112 1.55(2) . ?
P111 F113 1.66(2) . ?
P111 F114 1.609(18) . ?
P111 F115 1.523(17) . ?
P111 F116 1.528(16) . ?
P111 F117 1.595(17) . ?
N201 C202 1.135(4) . ?
C202 C203 1.465(4) . ?
C203 H20A 0.9800 . ?
C203 H20B 0.9800 . ?
C203 H20C 0.9800 . ?
N211 C212 1.134(4) . ?
C212 C213 1.457(4) . ?
C213 H21A 0.9800 . ?
C213 H21B 0.9800 . ?
C213 H21C 0.9800 . ?
N221 C222 1.161(4) . ?
C222 C223 1.428(4) . ?
C223 H22A 0.9800 . ?
C223 H22B 0.9800 . ?
C223 H22C 0.9800 . ?

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
N11 Ag1 N1 179.68(5) . . ?
C2 N1 Ag1 120.22(16) . . ?
C2 N1 C6 118.1(2) . . ?
C6 N1 Ag1 121.69(17) . . ?
H9A N9 H9B 124(4) . . ?
C7 N9 H9A 120(2) . . ?
C7 N9 H9B 115(3) . . ?
C12 N11 Ag1 118.89(16) . . ?
C12 N11 C16 118.0(2) . . ?
C16 N11 Ag1 123.11(17) . . ?
H19A N19 H19B 121(4) . . ?
C17 N19 H19A 120(2) . . ?
C17 N19 H19B 118(3) . . ?
N1 C2 H2 118.3 . . ?
N1 C2 C3 123.3(2) . . ?
C3 C2 H2 118.3 . . ?
C2 C3 C4 118.1(2) . . ?
C2 C3 C7 116.7(2) . . ?
C4 C3 C7 125.2(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.9(2) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.2(2) . . ?
C6 C5 H5 120.4 . . ?
N1 C6 C5 122.4(2) . . ?
N1 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
O8 C7 N9 122.8(2) . . ?
O8 C7 C3 118.7(2) . . ?
N9 C7 C3 118.5(2) . . ?
N11 C12 H12 118.4 . . ?
N11 C12 C13 123.3(2) . . ?
C13 C12 H12 118.4 . . ?
C12 C13 C17 116.5(2) . . ?
C14 C13 C12 118.2(2) . . ?
C14 C13 C17 125.2(2) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 C13 118.6(2) . . ?
C15 C14 H14 120.7 . . ?
C14 C15 H15 120.3 . . ?
C16 C15 C14 119.5(2) . . ?
C16 C15 H15 120.3 . . ?
N11 C16 C15 122.4(2) . . ?
N11 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
O18 C17 N19 123.0(2) . . ?
O18 C17 C13 119.2(2) . . ?
N19 C17 C13 117.8(2) . . ?
F102 P101 F105 90.3(7) . . ?
F102 P101 F106 85.8(7) . . ?
F103 P101 F102 90.1(8) . . ?
F103 P101 F104 90.9(7) . . ?
F103 P101 F105 178.9(11) . . ?
F103 P101 F106 93.1(9) . . ?
F103 P101 F107 89.3(7) . . ?
F104 P101 F102 177.3(9) . . ?
F104 P101 F105 88.8(7) . . ?
F104 P101 F106 91.6(7) . . ?
F106 P101 F105 88.0(5) . . ?
F107 P101 F102 93.4(7) . . ?
F107 P101 F104 89.1(8) . . ?
F107 P101 F105 89.7(8) . . ?
F107 P101 F106 177.5(8) . . ?
F112 P111 F113 89.3(11) . . ?
F112 P111 F114 176.1(11) . . ?
F112 P111 F117 92.6(10) . . ?
F114 P111 F113 87.2(9) . . ?
F115 P111 F112 91.0(10) . . ?
F115 P111 F113 179.2(13) . . ?
F115 P111 F114 92.5(10) . . ?
F115 P111 F116 94.7(8) . . ?
F115 P111 F117 88.7(10) . . ?
F116 P111 F112 89.7(10) . . ?
F116 P111 F113 86.0(10) . . ?
F116 P111 F114 91.8(10) . . ?
F116 P111 F117 175.8(12) . . ?
F117 P111 F113 90.5(9) . . ?
F117 P111 F114 85.7(9) . . ?
N201 C202 C203 179.4(3) . . ?
C202 C203 H20A 109.5 . . ?
C202 C203 H20B 109.5 . . ?
C202 C203 H20C 109.5 . . ?
H20A C203 H20B 109.5 . . ?
H20A C203 H20C 109.5 . . ?
H20B C203 H20C 109.5 . . ?
N211 C212 C213 178.8(3) . . ?
C212 C213 H21A 109.5 . . ?
C212 C213 H21B 109.5 . . ?
C212 C213 H21C 109.5 . . ?
H21A C213 H21B 109.5 . . ?
H21A C213 H21C 109.5 . . ?
H21B C213 H21C 109.5 . . ?
N221 C222 C223 177.6(3) . . ?
C222 C223 H22A 109.5 . . ?
C222 C223 H22B 109.5 . . ?
C222 C223 H22C 109.5 . . ?
H22A C223 H22B 109.5 . . ?
H22A C223 H22C 109.5 . . ?
H22B C223 H22C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.520
_oxdiff_exptl_absorpt_empirical_full_min 0.745
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/diisopropylether'
####################################################################### 
# 
# 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_2_Acetone
_database_code_depnum_ccdc_archive 'CCDC 2433036'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6

# start Validation Reply Form
_vrf_PLAT042_2_Acetone           
;
PROBLEM: Calc. and Reported MoietyFormula Strings  Differ     Please Check 
RESPONSE: Checkcif views the 
acetone solvate as part of 
the silver(I) complex, though 
the absence of deformation of 
the linear 2-coordinate 
geometry of the silver(I) 
complex would suggest that the 
interaction is only minimal, 
and therefore best treated as 
a separate solvate.
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 Ag N4 O2, F6 P, C3 H6 O'
_chemical_formula_sum            'C15 H18 Ag F6 N4 O3 P'
_chemical_formula_weight         555.17
_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 0.0181 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'
Ag Ag 0.1306 4.2820 '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'
O O 0.0492 0.0322 '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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        P21/n
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.58960(10)
_cell_length_b                   23.3498(2)
_cell_length_c                   9.92860(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.5790(10)
_cell_angle_gamma                90
_cell_volume                     1969.05(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15699
_cell_measurement_temperature    119.95(16)
_cell_measurement_theta_max      78.2830
_cell_measurement_theta_min      3.8010
_shelx_estimated_absorpt_T_max   0.829
_shelx_estimated_absorpt_T_min   0.413
_exptl_absorpt_coefficient_mu    9.757
_exptl_absorpt_correction_T_max  0.864
_exptl_absorpt_correction_T_min  0.548
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.873
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1104
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -15 0 0.0155
0 15 0 0.0010
2 -4 -6 0.0404
-2 4 6 0.0404
-3 -8 -3 0.0187
3 8 3 0.0187
4 -7 3 0.0291
-4 3 -3 0.0227

_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.1319 -15.0976 0.4735 -0.7205 -0.4982 0.4824
-0.1319 15.0976 -0.4735 0.7205 0.4982 -0.4824
1.7068 -4.1169 -6.1071 -0.5131 0.7425 0.4307
-1.7068 4.1169 6.1071 0.5131 -0.7425 -0.4307
-3.2594 -8.2392 -3.2749 -0.0587 0.0804 0.9950
3.2594 8.2392 3.2749 0.0587 -0.0804 -0.9950
3.9974 -7.0033 2.9975 -0.7553 -0.4633 -0.5246
-3.9980 3.0060 -2.9982 0.5665 0.3468 0.6675

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            26148
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.496
_diffrn_reflns_theta_min         3.786
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.95(16)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     34.00  59.00   0.50    0.45    --  102.01-125.00 -60.00   50
  2  ω     75.00 101.00   0.50    0.45    --  102.01-125.00 -60.00   52
  3  ω     47.00 106.00   0.50    0.45    --  102.01 -99.00 -60.00  118
  4  ω     52.00 106.00   0.50    0.45    --  102.01 -99.00-120.00  108
  5  ω     39.00 104.00   0.50    0.45    --  102.01 -99.00 -30.00  130
  6  ω     80.00 106.00   0.50    0.45    --  102.01 -99.00   0.00   52
  7  ω     38.00  81.00   0.50    0.45    --  102.01 -99.00  30.00   86
  8  ω     53.00 106.00   0.50    0.45    --  102.01 -99.00  60.00  106
  9  ω     75.00 106.00   0.50    0.45    --  102.01 -99.00 120.00   62
 10  ω     41.00 106.00   0.50    0.45    --  107.25 -98.00 170.50  130
 11  ω     39.00  65.00   0.50    0.45    --  102.01 -99.00 120.00   52
 12  ω     -4.00  85.00   0.50    0.20    --   52.15 -99.00 -30.00  178
 13  ω     64.00 106.00   0.50    0.45    --  102.01 -99.00-150.00   84
 14  ω     37.00  92.00   0.50    0.45    --  102.01 -77.00  90.00  110
 15  ω     27.00  52.00   0.50    0.45    --  102.01 -38.00 150.00   50
 16  ω     45.00  71.00   0.50    0.45    --  102.01 -57.00  90.00   52
 17  ω     25.00  50.00   0.50    0.45    --  102.01 -38.00  90.00   50
 18  ω     48.00  74.00   0.50    0.45    --  102.01 -57.00  30.00   52
 19  ω     41.00  66.00   0.50    0.45    --  102.01 -57.00-120.00   50
 20  ω     37.00  63.00   0.50    0.45    --  102.01 -57.00-150.00   52
 21  ω     91.00 147.00   0.50    0.45    --  102.01  19.00-180.00  112
 22  ω    138.00 163.00   0.50    0.45    --  102.01  77.00-180.00   50
 23  ω     95.00 174.00   0.50    0.45    --  102.01  57.00-150.00  158
 24  ω     80.00 105.00   0.50    0.45    --  102.01  77.00-180.00   50
 25  ω     88.00 168.00   0.50    0.45    --  102.01  38.00   0.00  160
 26  ω     81.00 151.00   0.50    0.45    --  102.01  19.00 -30.00  140
 27  ω     89.00 125.00   0.50    0.45    --  102.01  38.00  60.00   72
 28  ω    133.00 158.00   0.50    0.45    --  102.01  38.00  60.00   50
 29  ω    101.00 137.00   0.50    0.45    --  102.01  19.00 120.00   72
 30  ω     29.00 119.00   0.50    0.20    --   52.15  77.00  60.00  180
 31  ω     -3.00  25.00   0.50    0.20    --  -51.53  19.00  60.00   56
 32  ω    -26.00  23.00   0.50    0.20    --  -51.53  38.00   0.00   98
 33  ω    -54.00 -26.00   0.50    0.45    --  -87.67  57.00 -60.00   56
 34  ω     -2.00  24.00   0.50    0.20    --  -51.53  19.00-150.00   52
 35  ω    -53.00 -25.00   0.50    0.45    --  -87.67  57.00-120.00   56
 36  ω    -49.00 -16.00   0.50    0.45    --  -87.67  57.00 -90.00   66
 37  ω   -101.00 -24.00   0.50    0.45    --  -87.67  77.00 150.00  154
 38  ω   -163.00-100.00   0.50    0.45    --  -87.67 -38.00 120.00  126
 39  ω   -155.00-129.00   0.50    0.45    --  -87.67 -77.00  30.00   52
 40  ω   -102.00 -73.00   0.50    0.45    --  -87.67 -77.00  30.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1201033000
_diffrn_orient_matrix_UB_12      0.0472535000
_diffrn_orient_matrix_UB_13      0.0185907000
_diffrn_orient_matrix_UB_21      0.0339734000
_diffrn_orient_matrix_UB_22      0.0291655000
_diffrn_orient_matrix_UB_23      -0.1317431000
_diffrn_orient_matrix_UB_31      -0.1314332000
_diffrn_orient_matrix_UB_32      -0.0357093000
_diffrn_orient_matrix_UB_33      -0.0831827000
_diffrn_oxdiff_digest_frames     
;
01ee3e7adf6def75cbb5a91a1d14ca4ac003442f00b
;
_diffrn_oxdiff_digest_hkl        
;
018dde8c7aaa4c9a1d873cba869e854738d908
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3815
_reflns_number_total             4034
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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         0.877
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4034
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0277
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0468P)²+1.5259P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0730
_refine_ls_wR_factor_ref         0.0741
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C203(H20A,H20B,H20C), C204(H20D,H20E,H20F)
;
_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
Ag1 Ag 0.62405(2) 0.52353(2) 0.62949(2) 0.02486(8) Uani 1 1 d . . . . .
O8 O 0.2300(2) 0.53412(7) 0.99232(18) 0.0283(4) Uani 1 1 d . . . . .
O18 O 1.0616(2) 0.52273(7) 0.2900(2) 0.0326(4) Uani 1 1 d . . . . .
N1 N 0.5026(2) 0.46192(8) 0.73596(19) 0.0215(4) Uani 1 1 d . . . . .
N9 N 0.1779(3) 0.45085(10) 1.0917(2) 0.0265(4) Uani 1 1 d . . . . .
H9A H 0.118(4) 0.4671(14) 1.143(3) 0.032 Uiso 1 1 d R . . . .
H9B H 0.187(4) 0.4170(15) 1.097(3) 0.032 Uiso 1 1 d R . . . .
N11 N 0.7578(2) 0.58486(8) 0.53218(19) 0.0226(4) Uani 1 1 d . . . . .
N19 N 1.0790(3) 0.60586(10) 0.1788(2) 0.0265(4) Uani 1 1 d . . . . .
H19A H 1.125(3) 0.5906(15) 0.124(3) 0.032 Uiso 1 1 d R . . . .
H19B H 1.051(4) 0.6386(15) 0.168(3) 0.032 Uiso 1 1 d R . . . .
C2 C 0.4143(3) 0.48368(10) 0.8247(2) 0.0212(4) Uani 1 1 d . . . . .
H2 H 0.4018 0.5241 0.8280 0.025 Uiso 1 1 calc R . . . .
C3 C 0.3406(2) 0.45021(9) 0.9114(2) 0.0204(4) Uani 1 1 d . . . . .
C4 C 0.3621(3) 0.39134(10) 0.9087(2) 0.0240(4) Uani 1 1 d . . . . .
H4 H 0.3152 0.3671 0.9683 0.029 Uiso 1 1 calc R . . . .
C5 C 0.4536(3) 0.36831(10) 0.8174(2) 0.0260(5) Uani 1 1 d . . . . .
H5 H 0.4697 0.3281 0.8134 0.031 Uiso 1 1 calc R . . . .
C6 C 0.5207(3) 0.40485(10) 0.7326(2) 0.0231(4) Uani 1 1 d . . . . .
H6 H 0.5818 0.3890 0.6696 0.028 Uiso 1 1 calc R . . . .
C7 C 0.2437(3) 0.48165(9) 1.0020(2) 0.0219(4) Uani 1 1 d . . . . .
C12 C 0.8514(3) 0.56588(9) 0.4448(2) 0.0212(4) Uani 1 1 d . . . . .
H12 H 0.8599 0.5258 0.4318 0.025 Uiso 1 1 calc R . . . .
C13 C 0.9361(3) 0.60247(9) 0.3726(2) 0.0204(4) Uani 1 1 d . . . . .
C14 C 0.9278(3) 0.66107(10) 0.3953(2) 0.0240(4) Uani 1 1 d . . . . .
H14 H 0.9841 0.6873 0.3475 0.029 Uiso 1 1 calc R . . . .
C15 C 0.8354(3) 0.68052(10) 0.4894(2) 0.0267(5) Uani 1 1 d . . . . .
H15 H 0.8299 0.7202 0.5090 0.032 Uiso 1 1 calc R . . . .
C16 C 0.7513(3) 0.64111(10) 0.5541(2) 0.0243(4) Uani 1 1 d . . . . .
H16 H 0.6863 0.6547 0.6167 0.029 Uiso 1 1 calc R . . . .
C17 C 1.0317(3) 0.57435(10) 0.2764(2) 0.0227(4) Uani 1 1 d . . . . .
P101 P 0.36254(7) 0.75649(3) 0.42803(6) 0.02746(14) Uani 1 1 d . . . . .
F102 F 0.3820(2) 0.69191(7) 0.4786(2) 0.0529(5) Uani 1 1 d . . . . .
F103 F 0.5108(2) 0.75075(8) 0.3525(3) 0.0628(6) Uani 1 1 d . . . . .
F104 F 0.3440(2) 0.82207(7) 0.37981(19) 0.0508(5) Uani 1 1 d . . . . .
F105 F 0.2117(2) 0.76214(8) 0.5036(2) 0.0562(5) Uani 1 1 d . . . . .
F106 F 0.4676(3) 0.77745(9) 0.5644(2) 0.0712(7) Uani 1 1 d . . . . .
F107 F 0.2538(3) 0.73604(10) 0.2944(2) 0.0632(6) Uani 1 1 d . . . . .
O201 O 0.4916(2) 0.61194(8) 0.7472(2) 0.0394(4) Uani 1 1 d . . . . .
C202 C 0.3622(3) 0.63361(11) 0.7477(3) 0.0309(5) Uani 1 1 d . . . . .
C203 C 0.3463(4) 0.68633(13) 0.8280(3) 0.0443(7) Uani 1 1 d . . . . .
H20A H 0.2807 0.6783 0.8985 0.066 Uiso 1 1 calc GR . . . .
H20B H 0.2970 0.7165 0.7675 0.066 Uiso 1 1 calc GR . . . .
H20C H 0.4507 0.6990 0.8709 0.066 Uiso 1 1 calc GR . . . .
C204 C 0.2168(5) 0.60776(15) 0.6744(4) 0.0591(10) Uani 1 1 d . . . . .
H20D H 0.2435 0.5821 0.6033 0.089 Uiso 1 1 calc GR . . . .
H20E H 0.1468 0.6381 0.6327 0.089 Uiso 1 1 calc GR . . . .
H20F H 0.1636 0.5860 0.7387 0.089 Uiso 1 1 calc GR . . . .


_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
Ag1 Ag1 3.2749(3) 3_666 ?
Ag1 N1 2.1457(19) . ?
Ag1 N11 2.1532(19) . ?
O8 C7 1.233(3) . ?
O18 C17 1.235(3) . ?
N1 C2 1.345(3) . ?
N1 C6 1.343(3) . ?
N9 H9A 0.86(3) . ?
N9 H9B 0.80(3) . ?
N9 C7 1.334(3) . ?
N11 C12 1.342(3) . ?
N11 C16 1.334(3) . ?
N19 H19A 0.80(3) . ?
N19 H19B 0.80(3) . ?
N19 C17 1.328(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.384(3) . ?
C3 C4 1.388(3) . ?
C3 C7 1.505(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.389(3) . ?
C13 C14 1.390(3) . ?
C13 C17 1.500(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.389(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(3) . ?
C16 H16 0.9500 . ?
P101 F102 1.5905(18) . ?
P101 F103 1.5771(18) . ?
P101 F104 1.6051(18) . ?
P101 F105 1.5966(18) . ?
P101 F106 1.5884(19) . ?
P101 F107 1.5780(19) . ?
O201 C202 1.221(3) . ?
C202 C203 1.484(4) . ?
C202 C204 1.478(4) . ?
C203 H20A 0.9800 . ?
C203 H20B 0.9800 . ?
C203 H20C 0.9800 . ?
C204 H20D 0.9800 . ?
C204 H20E 0.9800 . ?
C204 H20F 0.9800 . ?

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
N1 Ag1 Ag1 81.64(5) . 3_666 ?
N1 Ag1 N11 176.56(7) . . ?
N11 Ag1 Ag1 101.49(5) . 3_666 ?
C2 N1 Ag1 115.64(15) . . ?
C6 N1 Ag1 125.93(15) . . ?
C6 N1 C2 118.01(19) . . ?
H9A N9 H9B 118(3) . . ?
C7 N9 H9A 120(2) . . ?
C7 N9 H9B 122(2) . . ?
C12 N11 Ag1 118.77(15) . . ?
C16 N11 Ag1 122.90(15) . . ?
C16 N11 C12 118.33(19) . . ?
H19A N19 H19B 120(3) . . ?
C17 N19 H19A 119(2) . . ?
C17 N19 H19B 120(2) . . ?
N1 C2 H2 118.3 . . ?
N1 C2 C3 123.3(2) . . ?
C3 C2 H2 118.3 . . ?
C2 C3 C4 118.2(2) . . ?
C2 C3 C7 116.2(2) . . ?
C4 C3 C7 125.6(2) . . ?
C3 C4 H4 120.5 . . ?
C3 C4 C5 119.0(2) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 120.5 . . ?
C6 C5 C4 119.0(2) . . ?
C6 C5 H5 120.5 . . ?
N1 C6 C5 122.5(2) . . ?
N1 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
O8 C7 N9 122.8(2) . . ?
O8 C7 C3 119.5(2) . . ?
N9 C7 C3 117.6(2) . . ?
N11 C12 H12 118.6 . . ?
N11 C12 C13 122.7(2) . . ?
C13 C12 H12 118.6 . . ?
C12 C13 C14 118.5(2) . . ?
C12 C13 C17 115.99(19) . . ?
C14 C13 C17 125.5(2) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 C13 118.6(2) . . ?
C15 C14 H14 120.7 . . ?
C14 C15 H15 120.5 . . ?
C16 C15 C14 119.0(2) . . ?
C16 C15 H15 120.5 . . ?
N11 C16 C15 122.7(2) . . ?
N11 C16 H16 118.6 . . ?
C15 C16 H16 118.6 . . ?
O18 C17 N19 122.6(2) . . ?
O18 C17 C13 118.8(2) . . ?
N19 C17 C13 118.6(2) . . ?
F102 P101 F104 178.93(11) . . ?
F102 P101 F105 89.11(10) . . ?
F103 P101 F102 90.87(11) . . ?
F103 P101 F104 89.47(11) . . ?
F103 P101 F105 179.61(13) . . ?
F103 P101 F106 92.01(14) . . ?
F103 P101 F107 89.62(13) . . ?
F105 P101 F104 90.56(10) . . ?
F106 P101 F102 90.18(12) . . ?
F106 P101 F104 88.80(11) . . ?
F106 P101 F105 88.39(14) . . ?
F107 P101 F102 89.99(12) . . ?
F107 P101 F104 91.03(12) . . ?
F107 P101 F105 89.98(12) . . ?
F107 P101 F106 178.36(15) . . ?
O201 C202 C203 120.2(3) . . ?
O201 C202 C204 122.1(3) . . ?
C204 C202 C203 117.7(3) . . ?
C202 C203 H20A 109.5 . . ?
C202 C203 H20B 109.5 . . ?
C202 C203 H20C 109.5 . . ?
H20A C203 H20B 109.5 . . ?
H20A C203 H20C 109.5 . . ?
H20B C203 H20C 109.5 . . ?
C202 C204 H20D 109.5 . . ?
C202 C204 H20E 109.5 . . ?
C202 C204 H20F 109.5 . . ?
H20D C204 H20E 109.5 . . ?
H20D C204 H20F 109.5 . . ?
H20E C204 H20F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.353
_oxdiff_exptl_absorpt_empirical_full_min 0.812
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone/pentane'
####################################################################### 
# 
# 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_3_NS
_database_code_depnum_ccdc_archive 'CCDC 2433037'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-04-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 I N4 O2, F6 P'
_chemical_formula_sum            'C12 H12 F6 I N4 O2 P'
_chemical_formula_weight         516.13
_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 0.0181 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'
I I -0.3257 6.8362 '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'
O O 0.0492 0.0322 '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'

_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        P21/n
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.90190(10)
_cell_length_b                   12.7011(2)
_cell_length_c                   12.2951(2)
_cell_angle_alpha                90
_cell_angle_beta                 90.9350(10)
_cell_angle_gamma                90
_cell_volume                     1702.23(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9902
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      75.9350
_cell_measurement_theta_min      3.4700
_shelx_estimated_absorpt_T_max   0.265
_shelx_estimated_absorpt_T_min   0.146
_exptl_absorpt_coefficient_mu    16.438
_exptl_absorpt_correction_T_max  0.470
_exptl_absorpt_correction_T_min  0.158
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.014
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -6 6 0.0644
0 6 6 0.0640
0 -6 -6 0.0640
-7 0 -1 0.0856
7 0 1 0.0956
-6 3 3 0.0779
-3 -7 -2 0.0776
-3 7 4 0.0680
5 0 -6 0.0290
-1 7 4 0.0638
2 3 -7 0.0441
-2 -6 4 0.0710
1 -4 -7 0.0565
-3 -3 -6 0.0833
-4 5 -4 0.0746
-2 8 -1 0.0648
4 1 7 0.0861
3 -7 3 0.0860
4 -5 4 0.0834
-6 5 0 0.0731
-5 -3 5 0.0800
-4 1 6 0.0832
-2 -8 0 0.0756
0 -3 7 0.0632
0 3 7 0.0664
-2 7 -4 0.0594
-2 3 -7 0.0689
-1 -4 -7 0.0689
3 6 4 0.0836

_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.2361 -5.8995 5.5745 -0.1218 -0.9229 -0.3652
0.1203 5.6584 5.8075 -0.0489 -0.3778 0.9246
-0.1203 -5.6584 -5.8075 0.0489 0.3778 -0.9246
-7.0097 0.2918 -0.8668 -0.9713 0.2332 -0.0478
7.0097 -0.2918 0.8668 0.9713 -0.2332 0.0478
-5.9933 2.9954 3.0021 -0.8749 -0.0878 0.4552
-2.9959 -6.9919 -1.9938 -0.4092 -0.0720 -0.8898
-2.9970 6.9910 3.9975 -0.4589 -0.0524 0.9628
4.9913 0.0005 -5.9986 0.7816 0.5946 -0.2839
-0.9989 6.9913 3.9955 -0.1785 -0.0865 0.9728
1.9925 2.9962 -6.9953 0.3810 0.9088 -0.0197
-1.9934 -5.9927 3.9989 -0.3473 -0.7188 -0.4656
0.9959 -3.9952 -6.9930 0.2254 0.5761 -0.7965
-2.9999 -2.9971 -5.9904 -0.3467 0.5809 -0.6547
-4.0004 4.9929 -3.9930 -0.4961 0.7710 0.3253
-2.0015 7.9897 -0.9986 -0.2493 0.5469 0.8206
4.0003 0.9998 6.9889 0.4691 -0.8111 0.4907
3.0015 -6.9906 2.9954 0.3649 -0.7406 -0.6023
4.0004 -4.9929 3.9930 0.4961 -0.7710 -0.3253
-5.9959 4.9928 0.0048 -0.8302 0.3519 0.5213
-4.9909 -2.9968 5.0002 -0.7748 -0.6311 -0.0983
-3.9926 0.9984 5.9975 -0.6392 -0.5616 0.3992
-1.9952 -7.9904 0.0034 -0.2980 -0.3655 -0.8921
0.0056 -2.9959 6.9934 -0.1006 -0.9428 0.0297
0.0034 2.9966 6.9923 -0.0874 -0.6431 0.6912
-2.0031 6.9908 -3.9953 -0.2113 0.8368 0.5558
-2.0036 2.9956 -6.9915 -0.1798 0.9769 -0.0397
-1.0021 -3.9955 -6.9911 -0.0551 0.6102 -0.8065
2.9976 5.9932 3.9919 0.3801 -0.2045 0.8825

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            12982
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.501
_diffrn_reflns_theta_min         5.007
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00  47.00   0.50    0.30    --   52.72 -32.00-172.00   56
  2  ω     61.00  86.00   0.50    0.30    --   52.72  32.00 -13.00   50
  3  ω     62.00  87.00   0.50    0.30    --   53.07  32.00 -13.00   50
  4  ω     -4.00  21.00   0.50    0.30    --   53.07 -32.00-172.00   50
  5  ω    120.00 146.00   0.50    0.80    --  101.90  32.00 -13.00   52
  6  ω     44.00  69.00   0.50    0.80    --  101.90 -32.00-172.00   50
  7  ω     50.00 121.00   0.50    0.30    --   52.72  37.00-150.00  142
  8  ω     37.00  95.00   0.50    0.30    --   53.07-125.00-180.00  116
  9  ω     56.00  96.00   0.50    0.30    --   53.07-125.00  60.00   80
 10  ω    -16.00  48.00   0.50    0.30    --   53.07 -37.00  60.00  128
 11  ω    -17.00  57.00   0.50    0.30    --   53.07 -37.00 -90.00  148
 12  ω     41.00  66.00   0.50    0.30    --   53.07-125.00-120.00   50
 13  ω     66.00 104.00   0.50    0.80    --  101.90 -37.00-120.00   76
 14  ω     75.00 101.00   0.50    0.80    --  101.90 -99.00  30.00   52
 15  ω     44.00  95.00   0.50    0.80    --  101.90 -99.00-150.00  102
 16  ω     90.00 167.00   0.50    0.80    --  101.90  19.00 -60.00  154
 17  ω     59.00 101.00   0.50    0.80    --  101.90 -99.00 120.00   84
 18  ω     37.00  62.00   0.50    0.80    --  101.90 -37.00-120.00   50
 19  ω     43.00 101.00   0.50    0.80    --  101.90 -99.00-120.00  116
 20  ω     67.00  93.00   0.50    0.80    --  101.90 -99.00 -90.00   52
 21  ω     95.00 170.00   0.50    0.80    --  101.90  57.00   0.00  150
 22  ω     38.00  99.00   0.50    0.80    --  101.90 -37.00  60.00  122
 23  ω     39.00 106.00   0.50    0.80    --  101.90 -57.00   0.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1403267000
_diffrn_orient_matrix_UB_12      0.0022544000
_diffrn_orient_matrix_UB_13      -0.0135280000
_diffrn_orient_matrix_UB_21      -0.0171599000
_diffrn_orient_matrix_UB_22      0.0499830000
_diffrn_orient_matrix_UB_23      -0.1133887000
_diffrn_orient_matrix_UB_31      0.0050369000
_diffrn_orient_matrix_UB_32      0.1104052000
_diffrn_orient_matrix_UB_33      0.0515358000
_diffrn_oxdiff_digest_frames     
;
019e216d949873fc7b9082d3e97863fdda020642ebd
;
_diffrn_oxdiff_digest_hkl        
;
019b91102c7e702b5d6756b6f96eefcccbb606
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3389
_reflns_number_total             3479
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_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         0.877
_refine_diff_density_min         -1.242
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3479
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0305
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0382P)²+3.4736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0794
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
2.b X=CH2 refined with riding coordinates:
 N9(H9A,H9B), N19(H19A,H19B)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.31940(2) 0.05056(2) 0.45063(2) 0.02327(9) Uani 1 1 d . . . . .
O8 O 0.3988(3) 0.41817(19) 0.6723(2) 0.0298(5) Uani 1 1 d . . . . .
O18 O 0.1252(3) 0.23396(19) 0.0798(2) 0.0316(6) Uani 1 1 d . . . . .
N1 N 0.3653(3) 0.1032(2) 0.6228(2) 0.0231(6) Uani 1 1 d . . . . .
N9 N 0.4258(4) 0.4054(2) 0.8528(2) 0.0368(8) Uani 1 1 d . . . . .
H9A H 0.4332 0.4740 0.8603 0.044 Uiso 1 1 calc R . . . .
H9B H 0.4310 0.3642 0.9103 0.044 Uiso 1 1 calc R . . . .
N11 N 0.2698(3) 0.0062(2) 0.2783(2) 0.0226(6) Uani 1 1 d . . . . .
N19 N 0.0977(3) 0.1248(2) -0.0636(2) 0.0296(6) Uani 1 1 d . . . . .
H19A H 0.0647 0.1747 -0.1041 0.036 Uiso 1 1 calc R . . . .
H19B H 0.1062 0.0609 -0.0902 0.036 Uiso 1 1 calc R . . . .
C2 C 0.3769(3) 0.2061(3) 0.6417(3) 0.0227(6) Uani 1 1 d . . . . .
H2 H 0.3720 0.2536 0.5820 0.027 Uiso 1 1 calc R . . . .
C3 C 0.3958(3) 0.2462(3) 0.7459(3) 0.0226(6) Uani 1 1 d . . . . .
C4 C 0.4024(3) 0.1759(3) 0.8319(3) 0.0260(7) Uani 1 1 d . . . . .
H4 H 0.4135 0.2008 0.9043 0.031 Uiso 1 1 calc R . . . .
C5 C 0.3925(4) 0.0688(3) 0.8112(3) 0.0280(7) Uani 1 1 d . . . . .
H5 H 0.3987 0.0196 0.8692 0.034 Uiso 1 1 calc R . . . .
C6 C 0.3737(3) 0.0341(3) 0.7060(3) 0.0265(7) Uani 1 1 d . . . . .
H6 H 0.3665 -0.0392 0.6919 0.032 Uiso 1 1 calc R . . . .
C7 C 0.4067(3) 0.3637(3) 0.7545(3) 0.0244(7) Uani 1 1 d . . . . .
C12 C 0.2212(3) 0.0791(3) 0.2122(3) 0.0235(6) Uani 1 1 d . . . . .
H12 H 0.2076 0.1479 0.2396 0.028 Uiso 1 1 calc R . . . .
C13 C 0.1897(3) 0.0572(2) 0.1039(3) 0.0217(7) Uani 1 1 d . . . . .
C14 C 0.2138(4) -0.0434(3) 0.0654(3) 0.0259(7) Uani 1 1 d . . . . .
H14 H 0.1963 -0.0609 -0.0084 0.031 Uiso 1 1 calc R . . . .
C15 C 0.2636(3) -0.1182(3) 0.1354(3) 0.0285(7) Uani 1 1 d . . . . .
H15 H 0.2791 -0.1875 0.1100 0.034 Uiso 1 1 calc R . . . .
C16 C 0.2904(3) -0.0919(3) 0.2418(3) 0.0256(7) Uani 1 1 d . . . . .
H16 H 0.3238 -0.1434 0.2898 0.031 Uiso 1 1 calc R . . . .
C17 C 0.1350(3) 0.1460(3) 0.0388(3) 0.0247(7) Uani 1 1 d . . . . .
P101 P 0.47931(8) 0.74430(7) 0.85659(7) 0.02417(18) Uani 1 1 d . . . . .
F102 F 0.4164(3) 0.63825(17) 0.81263(19) 0.0439(6) Uani 1 1 d . . . . .
F103 F 0.4057(2) 0.7311(2) 0.9674(2) 0.0453(6) Uani 1 1 d . . . . .
F104 F 0.5403(2) 0.85001(19) 0.90209(19) 0.0420(6) Uani 1 1 d . . . . .
F105 F 0.5536(3) 0.7554(2) 0.74690(19) 0.0502(7) Uani 1 1 d . . . . .
F106 F 0.5886(2) 0.6782(2) 0.9105(2) 0.0525(7) Uani 1 1 d . . . . .
F107 F 0.3698(2) 0.8098(2) 0.8050(3) 0.0547(8) Uani 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
I1 N1 2.268(3) . ?
I1 N11 2.250(3) . ?
O8 C7 1.227(4) . ?
O18 C17 1.231(4) . ?
N1 C2 1.333(4) . ?
N1 C6 1.349(4) . ?
N9 H9A 0.8800 . ?
N9 H9B 0.8800 . ?
N9 C7 1.332(4) . ?
N11 C12 1.336(4) . ?
N11 C16 1.344(4) . ?
N19 H19A 0.8800 . ?
N19 H19B 0.8800 . ?
N19 C17 1.344(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(5) . ?
C3 C4 1.385(5) . ?
C3 C7 1.501(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.388(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.379(5) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.397(5) . ?
C13 C14 1.390(5) . ?
C13 C17 1.501(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(5) . ?
C15 H15 0.9500 . ?
C15 C16 1.378(5) . ?
C16 H16 0.9500 . ?
P101 F102 1.601(2) . ?
P101 F103 1.601(2) . ?
P101 F104 1.596(2) . ?
P101 F105 1.591(3) . ?
P101 F106 1.593(2) . ?
P101 F107 1.580(2) . ?

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
N11 I1 N1 177.18(10) . . ?
C2 N1 I1 118.0(2) . . ?
C2 N1 C6 120.0(3) . . ?
C6 N1 I1 121.8(2) . . ?
H9A N9 H9B 120.0 . . ?
C7 N9 H9A 120.0 . . ?
C7 N9 H9B 120.0 . . ?
C12 N11 I1 119.1(2) . . ?
C12 N11 C16 120.4(3) . . ?
C16 N11 I1 120.5(2) . . ?
H19A N19 H19B 120.0 . . ?
C17 N19 H19A 120.0 . . ?
C17 N19 H19B 120.0 . . ?
N1 C2 H2 119.0 . . ?
N1 C2 C3 122.1(3) . . ?
C3 C2 H2 119.0 . . ?
C2 C3 C7 116.1(3) . . ?
C4 C3 C2 118.2(3) . . ?
C4 C3 C7 125.7(3) . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.3(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 120.2 . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 H5 120.2 . . ?
N1 C6 C5 120.7(3) . . ?
N1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O8 C7 N9 122.1(3) . . ?
O8 C7 C3 119.9(3) . . ?
N9 C7 C3 118.0(3) . . ?
N11 C12 H12 119.0 . . ?
N11 C12 C13 122.1(3) . . ?
C13 C12 H12 119.0 . . ?
C12 C13 C17 116.6(3) . . ?
C14 C13 C12 117.6(3) . . ?
C14 C13 C17 125.8(3) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.5(3) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 120.1 . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 H15 120.1 . . ?
N11 C16 C15 120.5(3) . . ?
N11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
O18 C17 N19 122.6(3) . . ?
O18 C17 C13 120.0(3) . . ?
N19 C17 C13 117.4(3) . . ?
F103 P101 F102 88.96(13) . . ?
F104 P101 F102 179.00(14) . . ?
F104 P101 F103 90.06(13) . . ?
F105 P101 F102 90.53(14) . . ?
F105 P101 F103 178.96(16) . . ?
F105 P101 F104 90.45(14) . . ?
F105 P101 F106 90.67(16) . . ?
F106 P101 F102 90.59(15) . . ?
F106 P101 F103 88.43(15) . . ?
F106 P101 F104 89.60(15) . . ?
F107 P101 F102 89.46(14) . . ?
F107 P101 F103 90.61(16) . . ?
F107 P101 F104 90.33(14) . . ?
F107 P101 F105 90.30(16) . . ?
F107 P101 F106 179.04(17) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.205
_oxdiff_exptl_absorpt_empirical_full_min 0.860
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol/diethylether'
####################################################################### 
# 
# 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_3_3MeCN
_database_code_depnum_ccdc_archive 'CCDC 2433040'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6

# start Validation Reply Form
_vrf_PLAT112_3_3MeCN             
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem       b/2         93 %Fit  
RESPONSE: The presence of the 
disordered hexafluorophosphate 
anion breaks any potential 
higher symmetry.
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 I N4 O2, F6 P, 3(C2 H3 N)'
_chemical_formula_sum            'C18 H21 F6 I N7 O2 P'
_chemical_formula_weight         639.29
_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 0.0181 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'
I I -0.3257 6.8362 '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'
O O 0.0492 0.0322 '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'

_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                   9.5048(2)
_cell_length_b                   10.1625(2)
_cell_length_c                   13.6806(2)
_cell_angle_alpha                80.767(2)
_cell_angle_beta                 73.135(2)
_cell_angle_gamma                85.060(2)
_cell_volume                     1247.13(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13825
_cell_measurement_temperature    119.98(13)
_cell_measurement_theta_max      76.0570
_cell_measurement_theta_min      3.4160
_shelx_estimated_absorpt_T_max   0.646
_shelx_estimated_absorpt_T_min   0.444
_exptl_absorpt_coefficient_mu    11.389
_exptl_absorpt_correction_T_max  0.735
_exptl_absorpt_correction_T_min  0.475
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             632
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 8 0.0406
0 0 -8 0.0446
3 6 2 0.0211
0 -7 -1 0.0132
3 6 2 0.0204
-6 2 -2 0.0187
5 -3 1 0.0314
-3 -6 1 0.0195
-3 -6 -5 0.0190
-2 -5 -7 0.0222
3 -5 -4 0.0242
-5 -4 -3 0.0235

_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.042
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0722 -0.1142 8.4181 0.0797 -0.9963 -0.0325
-0.0722 0.1142 -8.4181 -0.0797 0.9963 0.0325
3.0998 5.9676 2.4087 -0.0003 -0.0309 0.9995
-0.3457 -6.5934 -1.2771 0.4536 0.0389 -0.8904
3.4970 5.7347 2.2784 0.0741 0.0030 0.9972
-5.6085 2.2189 -1.6615 -0.9919 -0.0790 -0.0995
4.9929 -3.3994 1.2305 0.9919 0.0796 -0.0986
-2.8875 -5.6453 0.6081 0.0274 -0.3107 -0.9501
-2.9631 -5.6239 -4.9646 -0.0251 0.3465 -0.9377
-2.4879 -4.6334 -7.0898 -0.0490 0.6388 -0.7678
3.0049 -4.9764 -4.0262 0.7905 0.5717 -0.4330
-5.0001 -3.9980 -3.0575 -0.4311 0.0317 -0.8724

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_av_unetI/netI     0.0189
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            25374
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.433
_diffrn_reflns_theta_min         3.410
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.98(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     28.00 115.00   0.50    0.10    --   52.15-141.00  64.00  174
  2  ω     31.00 123.00   0.50    0.25    --  102.01-141.00  64.00  184
  3  ω     34.00 111.00   0.50    0.25    --  102.01-125.00 -90.00  154
  4  ω     39.00 106.00   0.50    0.25    --  102.01 -99.00 -90.00  134
  5  ω     35.00  86.00   0.50    0.25    --  102.01-125.00-150.00  102
  6  ω     31.00 115.00   0.50    0.25    --  102.01-130.00-122.00  168
  7  ω     22.00 108.00   0.50    0.10    --   52.15-130.00-122.00  172
  8  ω     44.00  69.00   0.50    0.25    --  102.01 -99.00 -30.00   50
  9  ω     81.00 106.00   0.50    0.25    --  102.01 -99.00 -30.00   50
 10  ω     48.00 106.00   0.50    0.25    --  102.01 -99.00   0.00  116
 11  ω     35.00  99.00   0.50    0.25    --  102.01 -99.00  60.00  128
 12  ω     37.00 106.00   0.50    0.25    --  102.01 -99.00 120.00  138
 13  ω     35.00  69.00   0.50    0.25    --  102.01 -99.00 150.00   68
 14  ω     73.00 105.00   0.50    0.25    --  102.01 -99.00 150.00   64
 15  ω     37.00  77.00   0.50    0.25    --  102.01 -99.00  90.00   80
 16  ω     29.00  55.00   0.50    0.25    --  102.01 -57.00  30.00   52
 17  ω     25.00  50.00   0.50    0.25    --  102.01 -38.00 120.00   50
 18  ω     25.00  50.00   0.50    0.25    --  102.01 -38.00 -60.00   50
 19  ω     25.00  51.00   0.50    0.25    --  102.01 -38.00-120.00   52
 20  ω     69.00 172.00   0.50    0.25    --  102.01 141.00 122.00  206
 21  ω     80.00 129.00   0.50    0.25    --  102.01 125.00 150.00   98
 22  ω     91.00 126.00   0.50    0.25    --  102.01 125.00  60.00   70
 23  ω    135.00 166.00   0.50    0.25    --  102.01 125.00 150.00   62
 24  ω    145.00 172.00   0.50    0.25    --  102.01 125.00  60.00   54
 25  ω     77.00 173.00   0.50    0.25    --  102.01 130.00 -50.00  192
 26  ω     81.00 142.00   0.50    0.25    --  102.01 125.00 -60.00  122
 27  ω    143.00 169.00   0.50    0.25    --  102.01  38.00-150.00   52
 28  ω     93.00 173.00   0.50    0.25    --  102.01  57.00-120.00  160
 29  ω    113.00 150.00   0.50    0.25    --  102.01  77.00 -90.00   74
 30  ω     88.00 156.00   0.50    0.25    --  102.01  57.00 -60.00  136
 31  ω     42.00 130.00   0.50    0.10    --   62.00  76.00 119.22  176
 32  ω     29.00  83.00   0.50    0.10    --   52.15  77.00  90.00  108
 33  ω   -115.00 -22.00   0.50    0.10    --  -51.53 141.00 122.00  186
 34  ω   -124.00 -22.00   0.50    0.25    --  -87.67 141.00 122.00  204
 35  ω    -90.00 -65.00   0.50    0.25    --  -87.67 130.00 -50.00   50
 36  ω   -107.00 -16.00   0.50    0.10    --  -51.53 130.00 -50.00  182
 37  ω   -110.00 -20.00   0.50    0.25    --  -87.67  77.00 -30.00  180
 38  ω    -53.00 -15.00   0.50    0.25    --  -87.67  57.00-120.00   76
 39  ω     -3.00  24.00   0.50    0.10    --  -51.53  19.00 -60.00   54
 40  ω     -3.00  25.00   0.50    0.10    --  -51.53  19.00 -90.00   56
 41  ω     -2.00  25.00   0.50    0.10    --  -51.53  19.00-120.00   54
 42  ω   -122.00 -63.00   0.50    0.10    --  -51.53-141.00  64.00  118
 43  ω   -158.00 -63.00   0.50    0.25    --  -87.67-141.00  64.00  190
 44  ω   -140.00 -80.00   0.50    0.25    --  -95.50 -67.00  71.77  120
 45  ω   -123.00 -71.00   0.50    0.10    --  -51.53-130.00-122.00  104
 46  ω   -159.00 -71.00   0.50    0.25    --  -87.67-130.00-122.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1439789000
_diffrn_orient_matrix_UB_12      -0.0777296000
_diffrn_orient_matrix_UB_13      0.0071805000
_diffrn_orient_matrix_UB_21      0.0548467000
_diffrn_orient_matrix_UB_22      0.0142064000
_diffrn_orient_matrix_UB_23      -0.1186288000
_diffrn_orient_matrix_UB_31      0.0706917000
_diffrn_orient_matrix_UB_32      0.1318533000
_diffrn_orient_matrix_UB_33      -0.0026771000
_diffrn_oxdiff_digest_frames     
;
0178bae1135ea6225afeafe45a2ceb596d052461ddc
;
_diffrn_oxdiff_digest_hkl        
;
01cd84e26dd136f0f5b698da116874768cb15a
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4514
_reflns_number_total             5072
_reflns_odcompleteness_completeness 99.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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         1.837
_refine_diff_density_min         -1.766
_refine_diff_density_rms         0.156
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         5072
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.188
_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)+(0.0917P)²+3.5400P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1474
_refine_ls_wR_factor_ref         0.1525
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N221) = Uanis(C222) = Uanis(C223)
3. Rigid body (RIGU) restrains
 P101, F102, F103, F104, F105, F106, F107, F112, F113, F114, F115, F116, F117
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4. Others
 Sof(F112)=Sof(F113)=Sof(F114)=Sof(F115)=Sof(F116)=Sof(F117)=1-FVAR(1)
 Sof(F102)=Sof(F103)=Sof(F104)=Sof(F105)=Sof(F106)=Sof(F107)=FVAR(1)
5.a Free rotating group:
 P101(F102,F103,F104,F105,F106,F107)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
5.c X=CH2 refined with riding coordinates:
 N9(H9A,H9B), N19(H19A,H19B)
5.d Idealised Me refined as rotating group:
 C203(H20A,H20B,H20C), C213(H21A,H21B,H21C), C223(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 1.00228(2) 0.75225(2) 0.49594(2) 0.02554(14) Uani 1 1 d . . . . .
O8 O 0.6299(4) 0.3788(3) 0.4759(3) 0.0277(7) Uani 1 1 d . . . . .
O18 O 1.3782(4) 1.1231(3) 0.5152(3) 0.0277(7) Uani 1 1 d . . . . .
N1 N 0.8104(4) 0.6360(4) 0.6005(3) 0.0251(8) Uani 1 1 d . . . . .
N9 N 0.4622(5) 0.3068(4) 0.6254(3) 0.0272(8) Uani 1 1 d . . . . .
H9A H 0.4257 0.2519 0.5963 0.033 Uiso 1 1 calc R . . . .
H9B H 0.4251 0.3120 0.6916 0.033 Uiso 1 1 calc R . . . .
N11 N 1.1963(4) 0.8672(4) 0.3915(3) 0.0245(8) Uani 1 1 d . . . . .
N19 N 1.5458(5) 1.1948(4) 0.3662(3) 0.0290(8) Uani 1 1 d . . . . .
H19A H 1.5820 1.2500 0.3952 0.035 Uiso 1 1 calc R . . . .
H19B H 1.5831 1.1893 0.3001 0.035 Uiso 1 1 calc R . . . .
C2 C 0.7455(5) 0.5542(4) 0.5605(4) 0.0239(9) Uani 1 1 d . . . . .
H2 H 0.7762 0.5520 0.4882 0.029 Uiso 1 1 calc R . . . .
C3 C 0.6349(5) 0.4729(4) 0.6224(4) 0.0241(9) Uani 1 1 d . . . . .
C4 C 0.5911(6) 0.4778(5) 0.7277(4) 0.0307(10) Uani 1 1 d . . . . .
H4 H 0.5162 0.4222 0.7720 0.037 Uiso 1 1 calc R . . . .
C5 C 0.6580(7) 0.5651(6) 0.7685(4) 0.0353(11) Uani 1 1 d . . . . .
H5 H 0.6281 0.5711 0.8402 0.042 Uiso 1 1 calc R . . . .
C6 C 0.7682(6) 0.6419(5) 0.7020(4) 0.0311(10) Uani 1 1 d . . . . .
H6 H 0.8154 0.7006 0.7287 0.037 Uiso 1 1 calc R . . . .
C7 C 0.5735(5) 0.3820(4) 0.5692(4) 0.0235(9) Uani 1 1 d . . . . .
C12 C 1.2605(5) 0.9502(4) 0.4302(4) 0.0240(9) Uani 1 1 d . . . . .
H12 H 1.2266 0.9557 0.5020 0.029 Uiso 1 1 calc R . . . .
C13 C 1.3748(5) 1.0284(4) 0.3693(4) 0.0239(9) Uani 1 1 d . . . . .
C14 C 1.4231(6) 1.0176(5) 0.2647(4) 0.0291(10) Uani 1 1 d . . . . .
H14 H 1.5013 1.0697 0.2204 0.035 Uiso 1 1 calc R . . . .
C15 C 1.3564(6) 0.9300(5) 0.2249(4) 0.0321(10) Uani 1 1 d . . . . .
H15 H 1.3891 0.9212 0.1536 0.038 Uiso 1 1 calc R . . . .
C16 C 1.2426(6) 0.8568(5) 0.2901(4) 0.0290(10) Uani 1 1 d . . . . .
H16 H 1.1959 0.7978 0.2633 0.035 Uiso 1 1 calc R . . . .
C17 C 1.4348(5) 1.1197(4) 0.4223(4) 0.0246(9) Uani 1 1 d . . . . .
P101 P 0.7137(2) 0.25343(18) 0.01860(12) 0.0611(5) Uani 1 1 d . U . . .
F102 F 0.8856(3) 0.2917(8) -0.0143(4) 0.097(3) Uani 0.493(7) 1 d G U P A 1
F103 F 0.7641(9) 0.0997(3) 0.0013(5) 0.112(3) Uani 0.493(7) 1 d G U P A 1
F104 F 0.5419(3) 0.2152(8) 0.0515(4) 0.104(3) Uani 0.493(7) 1 d G U P A 1
F105 F 0.6634(9) 0.4072(3) 0.0359(5) 0.092(3) Uani 0.493(7) 1 d G U P A 1
F106 F 0.7155(7) 0.2177(6) 0.13856(18) 0.064(2) Uani 0.493(7) 1 d G U P A 1
F107 F 0.7121(7) 0.2892(6) -0.10140(18) 0.075(2) Uani 0.493(7) 1 d G U P A 1
F112 F 0.8644(14) 0.1924(15) 0.0160(10) 0.122(3) Uani 0.507(7) 1 d . U P A 2
F113 F 0.6445(12) 0.1135(9) 0.0317(6) 0.077(2) Uani 0.507(7) 1 d . U P A 2
F114 F 0.5648(16) 0.3286(14) 0.0147(11) 0.127(3) Uani 0.507(7) 1 d . U P A 2
F115 F 0.7829(16) 0.3911(12) 0.0003(8) 0.105(3) Uani 0.507(7) 1 d . U P A 2
F116 F 0.6585(17) 0.2599(14) 0.1381(9) 0.099(3) Uani 0.507(7) 1 d . U P A 2
F117 F 0.7801(16) 0.2515(14) -0.0958(9) 0.107(3) Uani 0.507(7) 1 d . U P A 2
N201 N 1.0024(8) 0.1139(7) 0.2707(6) 0.0602(16) Uani 1 1 d . . . . .
C202 C 0.9383(8) 0.0359(7) 0.2558(6) 0.0477(15) Uani 1 1 d . . . . .
C203 C 0.8589(10) -0.0652(8) 0.2328(8) 0.065(2) Uani 1 1 d . . . . .
H20A H 0.7611 -0.0720 0.2825 0.097 Uiso 1 1 calc GR . . . .
H20B H 0.9132 -0.1513 0.2375 0.097 Uiso 1 1 calc GR . . . .
H20C H 0.8487 -0.0405 0.1629 0.097 Uiso 1 1 calc GR . . . .
N211 N 0.9812(12) 0.6026(9) 0.2827(7) 0.092(3) Uani 1 1 d . . . . .
C212 C 0.9221(9) 0.5293(8) 0.2538(6) 0.0576(18) Uani 1 1 d . . . . .
C213 C 0.8516(14) 0.4393(11) 0.2242(10) 0.093(3) Uani 1 1 d . . . . .
H21A H 0.8647 0.4593 0.1497 0.140 Uiso 1 1 calc GR . . . .
H21B H 0.7465 0.4439 0.2608 0.140 Uiso 1 1 calc GR . . . .
H21C H 0.8926 0.3494 0.2406 0.140 Uiso 1 1 calc GR . . . .
N221 N 0.3174(9) 0.2679(9) 0.8520(6) 0.0797(13) Uani 1 1 d . . . . .
C222 C 0.2715(10) 0.2467(10) 0.9420(7) 0.0797(13) Uani 1 1 d . . . B 1
C223 C 0.2081(10) 0.2152(10) 1.0439(6) 0.0797(13) Uani 1 1 d . . . B 1
H22A H 0.1018 0.2349 1.0590 0.119 Uiso 1 1 calc GR . . B 1
H22B H 0.2498 0.2678 1.0820 0.119 Uiso 1 1 calc GR . . B 1
H22C H 0.2265 0.1200 1.0649 0.119 Uiso 1 1 calc GR . . B 1


_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
I1 N1 2.255(4) . ?
I1 N11 2.261(4) . ?
O8 C7 1.238(6) . ?
O18 C17 1.233(6) . ?
N1 C2 1.342(6) . ?
N1 C6 1.339(7) . ?
N9 H9A 0.8800 . ?
N9 H9B 0.8800 . ?
N9 C7 1.332(6) . ?
N11 C12 1.336(6) . ?
N11 C16 1.346(6) . ?
N19 H19A 0.8800 . ?
N19 H19B 0.8800 . ?
N19 C17 1.328(6) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(6) . ?
C3 C4 1.387(7) . ?
C3 C7 1.509(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.402(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(8) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.384(6) . ?
C13 C14 1.390(7) . ?
C13 C17 1.504(6) . ?
C14 H14 0.9500 . ?
C14 C15 1.394(7) . ?
C15 H15 0.9500 . ?
C15 C16 1.373(8) . ?
C16 H16 0.9500 . ?
P101 F102 1.6276 . ?
P101 F103 1.6274 . ?
P101 F104 1.6270 . ?
P101 F105 1.6276 . ?
P101 F106 1.6275 . ?
P101 F107 1.6278 . ?
P101 F112 1.504(14) . ?
P101 F113 1.581(8) . ?
P101 F114 1.561(14) . ?
P101 F115 1.550(10) . ?
P101 F116 1.575(11) . ?
P101 F117 1.511(11) . ?
N201 C202 1.117(9) . ?
C202 C203 1.449(10) . ?
C203 H20A 0.9800 . ?
C203 H20B 0.9800 . ?
C203 H20C 0.9800 . ?
N211 C212 1.150(12) . ?
C212 C213 1.354(13) . ?
C213 H21A 0.9800 . ?
C213 H21B 0.9800 . ?
C213 H21C 0.9800 . ?
N221 C222 1.173(11) . ?
C222 C223 1.346(11) . ?
C223 H22A 0.9800 . ?
C223 H22B 0.9800 . ?
C223 H22C 0.9800 . ?

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
N1 I1 N11 179.44(11) . . ?
C2 N1 I1 119.0(3) . . ?
C6 N1 I1 120.4(3) . . ?
C6 N1 C2 120.5(4) . . ?
H9A N9 H9B 120.0 . . ?
C7 N9 H9A 120.0 . . ?
C7 N9 H9B 120.0 . . ?
C12 N11 I1 119.5(3) . . ?
C12 N11 C16 120.1(4) . . ?
C16 N11 I1 120.3(3) . . ?
H19A N19 H19B 120.0 . . ?
C17 N19 H19A 120.0 . . ?
C17 N19 H19B 120.0 . . ?
N1 C2 H2 119.3 . . ?
N1 C2 C3 121.4(4) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 118.5(4) . . ?
C2 C3 C7 116.6(4) . . ?
C4 C3 C7 124.8(4) . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.6(5) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.8 . . ?
C6 C5 C4 118.4(5) . . ?
C6 C5 H5 120.8 . . ?
N1 C6 C5 121.6(4) . . ?
N1 C6 H6 119.2 . . ?
C5 C6 H6 119.2 . . ?
O8 C7 N9 122.8(4) . . ?
O8 C7 C3 118.8(4) . . ?
N9 C7 C3 118.4(4) . . ?
N11 C12 H12 118.9 . . ?
N11 C12 C13 122.2(4) . . ?
C13 C12 H12 118.9 . . ?
C12 C13 C14 117.8(4) . . ?
C12 C13 C17 116.8(4) . . ?
C14 C13 C17 125.4(4) . . ?
C13 C14 H14 120.2 . . ?
C13 C14 C15 119.7(5) . . ?
C15 C14 H14 120.2 . . ?
C14 C15 H15 120.5 . . ?
C16 C15 C14 119.1(5) . . ?
C16 C15 H15 120.5 . . ?
N11 C16 C15 121.1(4) . . ?
N11 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
O18 C17 N19 122.9(4) . . ?
O18 C17 C13 118.9(4) . . ?
N19 C17 C13 118.2(4) . . ?
F102 P101 F105 90.0 . . ?
F102 P101 F107 90.0 . . ?
F103 P101 F102 90.0 . . ?
F103 P101 F105 180.0 . . ?
F103 P101 F106 90.0 . . ?
F103 P101 F107 90.0 . . ?
F104 P101 F102 180.0 . . ?
F104 P101 F103 90.0 . . ?
F104 P101 F105 90.0 . . ?
F104 P101 F106 90.0 . . ?
F104 P101 F107 90.0 . . ?
F105 P101 F107 90.0 . . ?
F106 P101 F102 90.0 . . ?
F106 P101 F105 90.0 . . ?
F106 P101 F107 180.0 . . ?
F112 P101 F113 93.3(7) . . ?
F112 P101 F114 174.6(7) . . ?
F112 P101 F115 86.9(7) . . ?
F112 P101 F116 97.1(8) . . ?
F112 P101 F117 79.0(8) . . ?
F114 P101 F113 91.5(6) . . ?
F114 P101 F116 85.3(8) . . ?
F115 P101 F113 177.4(5) . . ?
F115 P101 F114 88.3(7) . . ?
F115 P101 F116 90.2(6) . . ?
F116 P101 F113 92.4(5) . . ?
F117 P101 F113 91.3(6) . . ?
F117 P101 F114 98.3(8) . . ?
F117 P101 F115 86.1(6) . . ?
F117 P101 F116 174.7(7) . . ?
N201 C202 C203 177.9(9) . . ?
C202 C203 H20A 109.5 . . ?
C202 C203 H20B 109.5 . . ?
C202 C203 H20C 109.5 . . ?
H20A C203 H20B 109.5 . . ?
H20A C203 H20C 109.5 . . ?
H20B C203 H20C 109.5 . . ?
N211 C212 C213 177.3(10) . . ?
C212 C213 H21A 109.5 . . ?
C212 C213 H21B 109.5 . . ?
C212 C213 H21C 109.5 . . ?
H21A C213 H21B 109.5 . . ?
H21A C213 H21C 109.5 . . ?
H21B C213 H21C 109.5 . . ?
N221 C222 C223 174.1(10) . . ?
C222 C223 H22A 109.5 . . ?
C222 C223 H22B 109.5 . . ?
C222 C223 H22C 109.5 . . ?
H22A C223 H22B 109.5 . . ?
H22A C223 H22C 109.5 . . ?
H22B C223 H22C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.753
_oxdiff_exptl_absorpt_empirical_full_min 0.760
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/diethylether'
####################################################################### 
# 
# 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_3_4nico
_database_code_depnum_ccdc_archive 'CCDC 2433043'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 I N4 O2, 4(C6 H6 N2 O), F6 P'
_chemical_formula_sum            'C36 H36 F6 I N12 O6 P'
_chemical_formula_weight         1004.64
_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 0.0181 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'
I I -0.3257 6.8362 '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'
O O 0.0492 0.0322 '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'

_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                   7.81850(10)
_cell_length_b                   8.91310(10)
_cell_length_c                   14.4394(3)
_cell_angle_alpha                91.1670(10)
_cell_angle_beta                 96.5660(10)
_cell_angle_gamma                99.1620(10)
_cell_volume                     986.12(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    17105
_cell_measurement_temperature    119.81(10)
_cell_measurement_theta_max      76.1660
_cell_measurement_theta_min      3.1090
_shelx_estimated_absorpt_T_max   0.810
_shelx_estimated_absorpt_T_min   0.471
_exptl_absorpt_coefficient_mu    7.578
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.485
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             506
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 9 0.0154
0 0 -9 0.0154
3 -4 5 0.0300
-4 4 -1 0.0492
-4 -3 0 0.0544
3 4 0 0.0568
-2 6 -1 0.0525
4 -4 1 0.0365
0 0 -9 0.0144
0 3 7 0.0359
0 0 9 0.0136
-2 2 9 0.0182
1 3 -8 0.0369
3 -3 -8 0.0363
-3 4 5 0.0375
-2 -3 7 0.0487

_exptl_crystal_size_max          0.117
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.029
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.1075 -0.4111 9.2825 -0.0780 0.9818 -0.1734
-0.1075 0.4111 -9.2825 0.0780 -0.9818 0.1734
2.9696 -3.5186 5.3407 -0.5473 0.5206 -0.6553
-3.6067 4.4991 -1.3899 0.6226 -0.0835 0.7781
-3.6117 -3.3194 0.1223 0.8060 -0.1034 -0.5828
3.2470 3.7792 -0.2638 -0.7432 0.0950 0.6623
-1.5584 5.6595 -1.3195 0.1823 -0.0266 0.9829
3.7666 -4.3217 1.3786 -0.6590 0.0881 -0.7470
-0.0281 -0.3096 -9.2638 0.0797 -0.9956 0.0496
-0.3471 3.4006 7.3829 -0.0674 0.8625 0.5016
0.0727 -0.0697 9.2910 -0.0795 0.9902 -0.1149
-1.6665 1.8831 8.6532 0.2258 0.9484 0.2227
0.9041 2.7905 -8.1685 -0.1919 -0.7967 0.5731
2.9958 -2.9979 -7.9964 -0.4698 -0.8896 -0.4176
-2.9967 3.9977 4.9987 0.4667 0.5930 0.6228
-1.9965 -2.9992 6.9960 0.4247 0.6549 -0.5992

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20176
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.475
_diffrn_reflns_theta_min         3.083
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.81(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    107.00 167.00   0.50    0.05    --  102.01  77.00 120.00  120
  2  ω    113.00 139.00   0.50    0.05    --  102.01  77.00  60.00   52
  3  ω     28.00 120.00   0.50    0.05    --   52.40  77.00 -60.00  184
  4  ω     42.00 133.00   0.50    0.05    --   66.00  77.00-140.98  182
  5  ω     63.00 167.00   0.50    0.05    --  102.01  19.00 -60.00  208
  6  ω     63.00 175.00   0.50    0.05    --  102.01  19.00-180.00  224
  7  ω     27.00  52.00   0.50    0.05    --  102.01 -38.00-180.00   50
  8  ω     52.00  77.00   0.50    0.05    --  102.01 -57.00 -60.00   50
  9  ω     57.00 127.00   0.50    0.05    --  102.01 -77.00  90.00  140
 10  ω     29.00  71.00   0.50    0.05    --  102.01 -57.00  90.00   84
 11  ω     26.00  51.00   0.50    0.05    --  102.01 -38.00   0.00   50
 12  ω     26.00  52.00   0.50    0.05    --  102.01 -38.00  30.00   52
 13  ω     25.00  50.00   0.50    0.05    --  102.01 -38.00 -60.00   50
 14  ω     32.00  58.00   0.50    0.05    --  102.01 -57.00-180.00   52
 15  ω     62.00 164.00   0.50    0.05    --  102.01 152.00 -64.00  204
 16  ω     82.00 173.00   0.50    0.05    --  102.01 122.00 134.00  182
 17  ω     26.00  51.00   0.50    0.05    --  102.01 -38.00 150.00   50
 18  ω     80.00 105.00   0.50    0.05    --  102.01 -99.00  30.00   50
 19  ω     17.00 103.00   0.50    0.05    --   52.40-122.00  53.00  172
 20  ω     50.00 107.00   0.50    0.05    --  102.01-125.00 -30.00  114
 21  ω     31.00 110.00   0.50    0.05    --  102.01-122.00  53.00  158
 22  ω     36.00  97.00   0.50    0.05    --  102.01 -99.00 -30.00  122
 23  ω     47.00  76.00   0.50    0.05    --  102.01 -99.00 -90.00   58
 24  ω     60.00 111.00   0.50    0.05    --  102.01-125.00 -90.00  102
 25  ω     34.00 130.00   0.50    0.05    --  102.01-152.00-107.00  192
 26  ω     39.00  68.00   0.50    0.05    --  102.01 -99.00-180.00   58
 27  ω     33.00 123.00   0.50    0.05    --   52.40-152.00-107.00  180
 28  ω     36.00  65.00   0.50    0.05    --  102.01 -99.00  30.00   58
 29  ω     52.00 106.00   0.50    0.05    --  102.01 -99.00  60.00  108
 30  ω     53.00 106.00   0.50    0.05    --  102.01 -99.00  90.00  106
 31  ω   -116.00 -80.00   0.50    0.05    --  -95.50 -68.00 -97.11   72
 32  ω   -158.00 -76.00   0.50    0.05    --  -87.67-122.00  53.00  164
 33  ω   -122.00 -76.00   0.50    0.05    --  -51.53-122.00  53.00   92
 34  ω   -120.00 -55.00   0.50    0.05    --  -51.53-152.00-107.00  130
 35  ω   -158.00 -74.00   0.50    0.05    --  -87.67-125.00-180.00  168
 36  ω   -164.00-128.00   0.50    0.05    --  -95.50 -68.00 -97.11   72
 37  ω    -54.00 -13.00   0.50    0.05    --  -87.67  57.00 120.00   82
 38  ω    -53.00 -13.00   0.50    0.05    --  -87.67  57.00 150.00   80
 39  ω    -47.00 -13.00   0.50    0.05    --  -87.67  57.00  90.00   68
 40  ω     -3.00  25.00   0.50    0.05    --  -51.53  19.00 150.00   56
 41  ω     -3.00  25.00   0.50    0.05    --  -51.53  19.00 -60.00   56
 42  ω   -122.00 -27.00   0.50    0.05    --  -51.53 152.00 -64.00  190
 43  ω   -130.00 -27.00   0.50    0.05    --  -87.67 152.00 -64.00  206
 44  ω   -102.00 -11.00   0.50    0.05    --  -51.53 122.00 134.00  182
 45  ω   -110.00 -17.00   0.50    0.05    --  -87.67 122.00 134.00  186
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2006984000
_diffrn_orient_matrix_UB_12      -0.0247234000
_diffrn_orient_matrix_UB_13      -0.0071720000
_diffrn_orient_matrix_UB_21      0.0109467000
_diffrn_orient_matrix_UB_22      0.0231750000
_diffrn_orient_matrix_UB_23      0.1066632000
_diffrn_orient_matrix_UB_31      0.0029845000
_diffrn_orient_matrix_UB_32      0.1719032000
_diffrn_orient_matrix_UB_33      -0.0111032000
_diffrn_oxdiff_digest_frames     
;
01674e6d7018a77eb360cef31db82f62e605216a2ec
;
_diffrn_oxdiff_digest_hkl        
;
01608d3beb255856f90595e94ab327400afd5a
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4006
_reflns_number_total             4006
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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         0.477
_refine_diff_density_min         -0.426
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4006
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0181
_refine_ls_restrained_S_all      1.044
_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)+(0.0244P)²+0.6284P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0482
_refine_ls_wR_factor_ref         0.0482
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C22(H22), C24(H24), C25(H25), C26(H26),
 C32(H32), C34(H34), C35(H35), C36(H36)
;
_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
I1 I 0.0000 0.5000 0.5000 0.01892(5) Uani 1 2 d S T P . .
N1 N -0.10835(18) 0.61394(15) 0.37344(9) 0.0195(3) Uani 1 1 d . . . . .
C2 C -0.0763(2) 0.56946(18) 0.28874(11) 0.0185(3) Uani 1 1 d . . . . .
H2 H -0.0126 0.4880 0.2834 0.022 Uiso 1 1 calc R . . . .
C3 C -0.1336(2) 0.63932(17) 0.20880(11) 0.0174(3) Uani 1 1 d . . . . .
C4 C -0.2292(2) 0.75664(18) 0.21803(12) 0.0201(3) Uani 1 1 d . . . . .
H4 H -0.2712 0.8063 0.1646 0.024 Uiso 1 1 calc R . . . .
C5 C -0.2626(2) 0.80028(19) 0.30612(12) 0.0226(3) Uani 1 1 d . . . . .
H5 H -0.3279 0.8801 0.3133 0.027 Uiso 1 1 calc R . . . .
C6 C -0.2006(2) 0.72750(19) 0.38300(12) 0.0221(3) Uani 1 1 d . . . . .
H6 H -0.2230 0.7577 0.4433 0.027 Uiso 1 1 calc R . . . .
C7 C -0.0870(2) 0.58029(18) 0.11805(11) 0.0191(3) Uani 1 1 d . . . . .
O8 O -0.0337(2) 0.45855(14) 0.11523(9) 0.0315(3) Uani 1 1 d . . . . .
N9 N -0.1026(2) 0.66542(19) 0.04428(11) 0.0312(4) Uani 1 1 d . . . . .
H9A H -0.066(3) 0.632(3) -0.0038(18) 0.037 Uiso 1 1 d R . . . .
H9B H -0.145(3) 0.743(3) 0.0470(17) 0.037 Uiso 1 1 d R . . . .
N21 N 0.3459(2) 0.59609(17) 0.24529(11) 0.0276(3) Uani 1 1 d . . . . .
C22 C 0.3980(2) 0.5040(2) 0.31063(12) 0.0240(3) Uani 1 1 d . . . . .
H22 H 0.3813 0.5260 0.3733 0.029 Uiso 1 1 calc R . . . .
C23 C 0.4752(2) 0.37785(18) 0.29278(12) 0.0207(3) Uani 1 1 d . . . . .
C24 C 0.4971(2) 0.3442(2) 0.20067(13) 0.0255(4) Uani 1 1 d . . . . .
H24 H 0.5490 0.2590 0.1853 0.031 Uiso 1 1 calc R . . . .
C25 C 0.4417(2) 0.4373(2) 0.13210(13) 0.0279(4) Uani 1 1 d . . . . .
H25 H 0.4543 0.4166 0.0686 0.033 Uiso 1 1 calc R . . . .
C26 C 0.3676(2) 0.5615(2) 0.15690(13) 0.0281(4) Uani 1 1 d . . . . .
H26 H 0.3305 0.6249 0.1091 0.034 Uiso 1 1 calc R . . . .
C27 C 0.5285(2) 0.28641(19) 0.37377(12) 0.0224(3) Uani 1 1 d . . . . .
O28 O 0.46874(17) 0.29952(15) 0.44844(9) 0.0309(3) Uani 1 1 d . . . . .
N29 N 0.6396(2) 0.19088(18) 0.36021(12) 0.0274(3) Uani 1 1 d . . . . .
H29A H 0.670(3) 0.140(3) 0.4052(18) 0.033 Uiso 1 1 d R . . . .
H29B H 0.707(3) 0.201(3) 0.3154(17) 0.033 Uiso 1 1 d R . . . .
N31 N 1.0486(2) -0.16009(17) 0.73105(11) 0.0286(3) Uani 1 1 d . . . . .
C32 C 0.9589(2) -0.09853(19) 0.66131(13) 0.0255(4) Uani 1 1 d . . . . .
H32 H 0.9797 -0.1204 0.5993 0.031 Uiso 1 1 calc R . . . .
C33 C 0.8368(2) -0.00430(18) 0.67423(12) 0.0209(3) Uani 1 1 d . . . . .
C34 C 0.8047(2) 0.0249(2) 0.76501(13) 0.0247(3) Uani 1 1 d . . . . .
H34 H 0.7211 0.0872 0.7769 0.030 Uiso 1 1 calc R . . . .
C35 C 0.8965(2) -0.0380(2) 0.83784(13) 0.0270(4) Uani 1 1 d . . . . .
H35 H 0.8773 -0.0191 0.9005 0.032 Uiso 1 1 calc R . . . .
C36 C 1.0165(2) -0.1289(2) 0.81813(13) 0.0267(4) Uani 1 1 d . . . . .
H36 H 1.0793 -0.1712 0.8686 0.032 Uiso 1 1 calc R . . . .
C37 C 0.7491(2) 0.06026(18) 0.59004(12) 0.0222(3) Uani 1 1 d . . . . .
O38 O 0.76378(19) 0.01254(15) 0.51080(9) 0.0319(3) Uani 1 1 d . . . . .
N39 N 0.6570(2) 0.17002(18) 0.60526(12) 0.0270(3) Uani 1 1 d . . . . .
H39A H 0.601(3) 0.205(3) 0.5574(17) 0.032 Uiso 1 1 d R . . . .
H39B H 0.666(3) 0.212(3) 0.6577(18) 0.032 Uiso 1 1 d R . . . .
P101 P 0.5000 0.0000 0.0000 0.02119(12) Uani 1 2 d S T P . .
F102 F 0.52037(18) 0.00113(14) 0.11127(7) 0.0397(3) Uani 1 1 d . . . . .
F103 F 0.6418(2) -0.11061(18) 0.00084(9) 0.0555(4) Uani 1 1 d . . . . .
F104 F 0.6490(2) 0.14230(18) 0.00306(12) 0.0686(5) Uani 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
I1 N1 2.2547(13) 2_566 ?
I1 N1 2.2548(13) . ?
N1 C2 1.341(2) . ?
N1 C6 1.346(2) . ?
C2 C3 1.386(2) . ?
C3 C4 1.391(2) . ?
C3 C7 1.507(2) . ?
C4 C5 1.387(2) . ?
C5 C6 1.376(2) . ?
C7 O8 1.224(2) . ?
C7 N9 1.326(2) . ?
N21 C22 1.334(2) . ?
N21 C26 1.343(2) . ?
C22 C23 1.391(2) . ?
C23 C24 1.393(2) . ?
C23 C27 1.497(2) . ?
C24 C25 1.381(3) . ?
C25 C26 1.387(3) . ?
C27 O28 1.234(2) . ?
C27 N29 1.336(2) . ?
N31 C32 1.338(2) . ?
N31 C36 1.342(2) . ?
C32 C33 1.394(2) . ?
C33 C34 1.390(2) . ?
C33 C37 1.497(2) . ?
C34 C35 1.384(3) . ?
C35 C36 1.383(3) . ?
C37 O38 1.236(2) . ?
C37 N39 1.333(2) . ?
P101 F102 1.5960(11) 2_655 ?
P101 F102 1.5960(11) . ?
P101 F103 1.5960(11) . ?
P101 F103 1.5960(11) 2_655 ?
P101 F104 1.5759(13) . ?
P101 F104 1.5759(13) 2_655 ?

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
N1 I1 N1 180.0 2_566 . ?
C2 N1 I1 119.10(11) . . ?
C2 N1 C6 120.46(14) . . ?
C6 N1 I1 120.42(11) . . ?
N1 C2 C3 121.66(14) . . ?
C2 C3 C4 118.24(15) . . ?
C2 C3 C7 116.53(14) . . ?
C4 C3 C7 125.23(14) . . ?
C5 C4 C3 119.32(15) . . ?
C6 C5 C4 119.72(15) . . ?
N1 C6 C5 120.58(15) . . ?
O8 C7 C3 119.53(14) . . ?
O8 C7 N9 122.63(15) . . ?
N9 C7 C3 117.83(14) . . ?
C22 N21 C26 117.03(15) . . ?
N21 C22 C23 124.13(16) . . ?
C22 C23 C24 117.94(16) . . ?
C22 C23 C27 117.88(15) . . ?
C24 C23 C27 124.18(15) . . ?
C25 C24 C23 118.58(16) . . ?
C24 C25 C26 119.26(17) . . ?
N21 C26 C25 123.05(17) . . ?
O28 C27 C23 120.19(15) . . ?
O28 C27 N29 122.85(17) . . ?
N29 C27 C23 116.96(16) . . ?
C32 N31 C36 117.21(15) . . ?
N31 C32 C33 123.90(17) . . ?
C32 C33 C37 118.34(15) . . ?
C34 C33 C32 117.72(16) . . ?
C34 C33 C37 123.93(15) . . ?
C35 C34 C33 118.99(16) . . ?
C36 C35 C34 119.07(17) . . ?
N31 C36 C35 123.09(17) . . ?
O38 C37 C33 120.50(15) . . ?
O38 C37 N39 122.66(16) . . ?
N39 C37 C33 116.83(15) . . ?
F102 P101 F102 180.0 2_655 . ?
F102 P101 F103 90.85(6) 2_655 . ?
F102 P101 F103 90.85(6) . 2_655 ?
F102 P101 F103 89.15(6) 2_655 2_655 ?
F103 P101 F102 89.15(6) . . ?
F103 P101 F103 180.0 . 2_655 ?
F104 P101 F102 89.52(8) 2_655 . ?
F104 P101 F102 89.52(8) . 2_655 ?
F104 P101 F102 90.48(8) . . ?
F104 P101 F102 90.48(8) 2_655 2_655 ?
F104 P101 F103 89.87(10) . 2_655 ?
F104 P101 F103 89.87(10) 2_655 . ?
F104 P101 F103 90.13(10) . . ?
F104 P101 F103 90.13(10) 2_655 2_655 ?
F104 P101 F104 180.0 . 2_655 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.132
_oxdiff_exptl_absorpt_empirical_full_min 0.929

#===END
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone/pentane'
####################################################################### 
# 
# 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_3_MeCN_H2O
_database_code_depnum_ccdc_archive 'CCDC 2433039'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 I N4 O2, F6 P, C2 H3 N'
_chemical_formula_sum            'C14 H15 F6 I N5 O2 P'
_chemical_formula_weight         557.18
_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 0.0181 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'
I I -0.3257 6.8362 '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'
O O 0.0492 0.0322 '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'

_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                   9.6283(3)
_cell_length_b                   10.63453(18)
_cell_length_c                   11.1454(2)
_cell_angle_alpha                70.4689(18)
_cell_angle_beta                 67.860(2)
_cell_angle_gamma                80.4421(18)
_cell_volume                     995.19(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10530
_cell_measurement_temperature    119.6(6)
_cell_measurement_theta_max      76.2090
_cell_measurement_theta_min      4.4070
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.398
_exptl_absorpt_coefficient_mu    14.130
_exptl_absorpt_correction_T_max  0.824
_exptl_absorpt_correction_T_min  0.472
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             544
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 -1 -1 0.0313
-3 -6 -3 0.0443
1 -6 -2 0.0415
3 7 3 0.0271
4 6 3 0.0252
5 -4 0 0.0396
0 0 6 0.0065
0 0 -6 0.0085
-3 5 1 0.0412
6 1 2 0.0420
0 -7 -2 0.0406

_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.015
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-6.1280 -0.5294 -1.3732 -0.9411 0.1218 -0.3155
-3.4946 -6.2675 -2.7605 -0.7315 0.0974 0.6748
1.0688 -6.4937 -1.9435 -0.0509 0.0096 0.9987
2.6167 6.6568 2.7179 0.6119 -0.0821 -0.7867
3.6991 6.1438 2.7595 0.7583 -0.1008 -0.6441
4.5160 -3.7581 -0.3630 0.5581 -0.0703 0.8268
0.4402 -0.3160 6.4468 0.0250 0.9996 -0.0092
-0.4402 0.3160 -6.4468 -0.0250 -0.9996 0.0092
-2.9809 5.3806 1.2009 -0.2736 0.0328 -0.9613
6.1530 0.9808 1.5277 0.9596 -0.1244 0.2524
0.1602 -6.7685 -2.2122 -0.1969 0.0286 0.9800

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13391
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.503
_diffrn_reflns_theta_min         4.416
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.6(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -142.00 -98.00   0.50    0.10    --  -87.67 -33.00-137.00   88
  2  ω   -120.00 -82.00   0.50    0.05    --  -51.53-125.00   0.00   76
  3  ω    -82.00 -34.00   0.50    0.05    --  -51.53 -33.00-137.00   96
  4  ω    -99.00 -60.00   0.50    0.05    --  -51.53 125.00-150.00   78
  5  ω    -21.00  26.00   0.50    0.05    --  -51.53  33.00  20.00   94
  6  ω    -54.00 -15.00   0.50    0.10    --  -87.67  57.00 120.00   78
  7  ω   -107.00 -20.00   0.50    0.10    --  -87.67  77.00  60.00  174
  8  ω    -53.00 -13.00   0.50    0.10    --  -87.67  57.00-150.00   80
  9  ω    -52.00 -15.00   0.50    0.10    --  -87.67  57.00-180.00   74
 10  ω     89.00 175.00   0.50    0.10    --  102.01  38.00 -60.00  172
 11  ω    127.00 176.00   0.50    0.10    --  102.01  38.00-120.00   98
 12  ω     46.00 122.00   0.50    0.05    --   52.15  33.00  20.00  152
 13  ω     90.00 116.00   0.50    0.10    --  102.01  38.00 120.00   52
 14  ω    128.00 171.00   0.50    0.10    --  102.01  38.00 120.00   86
 15  ω    102.00 175.00   0.50    0.10    --  102.01  33.00  20.00  146
 16  ω     83.00 151.00   0.50    0.10    --  102.01 125.00 120.00  136
 17  ω     46.00  78.00   0.50    0.10    --  102.01 -57.00 120.00   64
 18  ω     62.00  93.00   0.50    0.10    --  102.01 -77.00   0.00   62
 19  ω     35.00  74.00   0.50    0.10    --  102.01 -57.00  30.00   78
 20  ω     43.00  68.00   0.50    0.10    --  102.01 -57.00   0.00   50
 21  ω     26.00  51.00   0.50    0.10    --  102.01 -38.00  30.00   50
 22  ω     25.00  50.00   0.50    0.10    --  102.01 -38.00   0.00   50
 23  ω    -25.00  41.00   0.50    0.05    --   52.15 -33.00-137.00  132
 24  ω     26.00  52.00   0.50    0.10    --  102.01 -38.00 -60.00   52
 25  ω     38.00  81.00   0.50    0.10    --  102.01 -77.00-150.00   86
 26  ω     28.00  53.00   0.50    0.10    --  102.01 -57.00-150.00   50
 27  ω     52.00  94.00   0.50    0.05    --   52.15-125.00-180.00   84
 28  ω     57.00  90.00   0.50    0.10    --  102.01-125.00-150.00   66
 29  ω     41.00  71.00   0.50    0.10    --  102.01-125.00-120.00   60
 30  ω     77.00 103.00   0.50    0.10    --  102.01-125.00-120.00   52
 31  ω     76.00 111.00   0.50    0.10    --  102.01-125.00 -60.00   70
 32  ω     81.00 106.00   0.50    0.10    --  102.01 -99.00-150.00   50
 33  ω     39.00  71.00   0.50    0.10    --  102.01-125.00 -60.00   64
 34  ω     39.00  70.00   0.50    0.10    --  102.01 -99.00 -30.00   62
 35  ω     39.00 105.00   0.50    0.10    --  102.01 -99.00 -60.00  132
 36  ω     46.00 105.00   0.50    0.10    --  102.01 -99.00   0.00  118
 37  ω     78.00 106.00   0.50    0.10    --  102.01-125.00 120.00   56
 38  ω     32.00 111.00   0.50    0.10    --  102.01-125.00 150.00  158
 39  ω     39.00 104.00   0.50    0.10    --  102.01 -99.00 150.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1516900000
_diffrn_orient_matrix_UB_12      0.0342510000
_diffrn_orient_matrix_UB_13      -0.0048026000
_diffrn_orient_matrix_UB_21      -0.0499037000
_diffrn_orient_matrix_UB_22      -0.0562966000
_diffrn_orient_matrix_UB_23      0.1557077000
_diffrn_orient_matrix_UB_31      0.0663496000
_diffrn_orient_matrix_UB_32      -0.1390457000
_diffrn_orient_matrix_UB_33      -0.0127670000
_diffrn_oxdiff_digest_frames     
;
015528ed3ce83841097500d8a38d6c1ba303456ae9b
;
_diffrn_oxdiff_digest_hkl        
;
0191ccd0941d235de60b585ba9785409062759
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3940
_reflns_number_total             4065
_reflns_odcompleteness_completeness 99.73
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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         1.059
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         4065
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0198
_refine_ls_R_factor_gt           0.0191
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0286P)²+0.4576P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0505
_refine_ls_wR_factor_ref         0.0508
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
2.b X=CH2 refined with riding coordinates:
 N9(H9A,H9B), N19(H19A,H19B)
2.c Idealised Me refined as rotating group:
 C203(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.26818(2) 0.46560(2) 0.50244(2) 0.01986(5) Uani 1 1 d . . . . .
N1 N 0.0937(2) 0.60010(17) 0.60610(18) 0.0210(3) Uani 1 1 d . . . . .
C2 C -0.0347(2) 0.5478(2) 0.6993(2) 0.0212(4) Uani 1 1 d . . . . .
H2 H -0.0464 0.4546 0.7240 0.025 Uiso 1 1 calc R . . . .
C3 C -0.1510(2) 0.62667(19) 0.7607(2) 0.0193(4) Uani 1 1 d . . . . .
C4 C -0.1288(2) 0.7624(2) 0.7265(2) 0.0222(4) Uani 1 1 d . . . . .
H4 H -0.2055 0.8187 0.7684 0.027 Uiso 1 1 calc R . . . .
C5 C 0.0052(3) 0.8145(2) 0.6313(2) 0.0241(4) Uani 1 1 d . . . . .
H5 H 0.0218 0.9066 0.6081 0.029 Uiso 1 1 calc R . . . .
C6 C 0.1150(2) 0.7314(2) 0.5703(2) 0.0226(4) Uani 1 1 d . . . . .
H6 H 0.2060 0.7672 0.5026 0.027 Uiso 1 1 calc R . . . .
C7 C -0.2994(2) 0.5726(2) 0.8610(2) 0.0207(4) Uani 1 1 d . . . . .
O8 O -0.39450(17) 0.64714(15) 0.91703(17) 0.0272(3) Uani 1 1 d . . . . .
N9 N -0.3245(2) 0.44542(17) 0.88370(19) 0.0238(4) Uani 1 1 d . . . . .
H9A H -0.4115 0.4123 0.9404 0.029 Uiso 1 1 calc R . . . .
H9B H -0.2542 0.3948 0.8420 0.029 Uiso 1 1 calc R . . . .
N11 N 0.4406(2) 0.33423(17) 0.38887(18) 0.0212(3) Uani 1 1 d . . . . .
C12 C 0.5680(2) 0.3881(2) 0.2969(2) 0.0205(4) Uani 1 1 d . . . . .
H12 H 0.5830 0.4788 0.2827 0.025 Uiso 1 1 calc R . . . .
C13 C 0.6796(2) 0.3158(2) 0.2213(2) 0.0204(4) Uani 1 1 d . . . . .
C14 C 0.6544(2) 0.1835(2) 0.2431(2) 0.0245(4) Uani 1 1 d . . . . .
H14 H 0.7278 0.1312 0.1928 0.029 Uiso 1 1 calc R . . . .
C15 C 0.5214(3) 0.1289(2) 0.3386(2) 0.0271(4) Uani 1 1 d . . . . .
H15 H 0.5025 0.0389 0.3540 0.033 Uiso 1 1 calc R . . . .
C16 C 0.4164(2) 0.2062(2) 0.4114(2) 0.0245(4) Uani 1 1 d . . . . .
H16 H 0.3259 0.1683 0.4782 0.029 Uiso 1 1 calc R . . . .
C17 C 0.8175(2) 0.3894(2) 0.1237(2) 0.0212(4) Uani 1 1 d . . . . .
O18 O 0.82383(18) 0.50735(15) 0.11715(17) 0.0299(4) Uani 1 1 d . . . . .
N19 N 0.9279(2) 0.32597(18) 0.04857(19) 0.0253(4) Uani 1 1 d . . . . .
H19A H 1.0099 0.3675 -0.0090 0.030 Uiso 1 1 calc R . . . .
H19B H 0.9192 0.2423 0.0561 0.030 Uiso 1 1 calc R . . . .
P101 P 0.05707(6) 0.88061(5) 0.20965(6) 0.02444(12) Uani 1 1 d . . . . .
F102 F 0.11476(19) 0.73696(12) 0.28733(16) 0.0384(3) Uani 1 1 d . . . . .
F103 F 0.18515(18) 0.86995(14) 0.07029(15) 0.0406(4) Uani 1 1 d . . . . .
F104 F 0.00114(19) 1.02350(13) 0.13284(16) 0.0437(4) Uani 1 1 d . . . . .
F105 F -0.07101(17) 0.88902(14) 0.34934(15) 0.0370(3) Uani 1 1 d . . . . .
F106 F -0.05405(18) 0.80840(15) 0.18014(16) 0.0399(3) Uani 1 1 d . . . . .
F107 F 0.16931(16) 0.94993(14) 0.24055(17) 0.0391(3) Uani 1 1 d . . . . .
N201 N 0.5259(3) 0.1875(2) 0.6590(3) 0.0426(5) Uani 1 1 d . . . . .
C202 C 0.4529(3) 0.1823(2) 0.7679(3) 0.0340(5) Uani 1 1 d . . . . .
C203 C 0.3595(4) 0.1770(3) 0.9047(3) 0.0554(8) Uani 1 1 d . . . . .
H20A H 0.4197 0.1435 0.9639 0.083 Uiso 1 1 calc GR . . . .
H20B H 0.2777 0.1171 0.9354 0.083 Uiso 1 1 calc GR . . . .
H20C H 0.3175 0.2667 0.9080 0.083 Uiso 1 1 calc GR . . . .


_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
I1 N1 2.2464(17) . ?
I1 N11 2.2669(17) . ?
N1 C2 1.339(3) . ?
N1 C6 1.346(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.385(3) . ?
C3 C4 1.395(3) . ?
C3 C7 1.503(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.383(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(3) . ?
C6 H6 0.9500 . ?
C7 O8 1.231(3) . ?
C7 N9 1.336(3) . ?
N9 H9A 0.8800 . ?
N9 H9B 0.8800 . ?
N11 C12 1.332(3) . ?
N11 C16 1.344(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.390(3) . ?
C13 C14 1.392(3) . ?
C13 C17 1.498(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.384(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(3) . ?
C16 H16 0.9500 . ?
C17 O18 1.243(3) . ?
C17 N19 1.324(3) . ?
N19 H19A 0.8800 . ?
N19 H19B 0.8800 . ?
P101 F102 1.6088(14) . ?
P101 F103 1.6042(15) . ?
P101 F104 1.5931(14) . ?
P101 F105 1.6007(15) . ?
P101 F106 1.5968(15) . ?
P101 F107 1.5952(15) . ?
N201 C202 1.138(4) . ?
C202 C203 1.436(4) . ?
C203 H20A 0.9800 . ?
C203 H20B 0.9800 . ?
C203 H20C 0.9800 . ?

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
N1 I1 N11 177.19(6) . . ?
C2 N1 I1 118.40(13) . . ?
C2 N1 C6 120.86(17) . . ?
C6 N1 I1 120.65(14) . . ?
N1 C2 H2 119.3 . . ?
N1 C2 C3 121.46(18) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 118.09(19) . . ?
C2 C3 C7 122.91(18) . . ?
C4 C3 C7 119.00(18) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.72(19) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.37(19) . . ?
C6 C5 H5 120.3 . . ?
N1 C6 C5 120.43(19) . . ?
N1 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
O8 C7 C3 119.19(18) . . ?
O8 C7 N9 122.29(19) . . ?
N9 C7 C3 118.51(18) . . ?
C7 N9 H9A 120.0 . . ?
C7 N9 H9B 120.0 . . ?
H9A N9 H9B 120.0 . . ?
C12 N11 I1 117.95(13) . . ?
C12 N11 C16 120.28(18) . . ?
C16 N11 I1 121.77(14) . . ?
N11 C12 H12 118.9 . . ?
N11 C12 C13 122.11(18) . . ?
C13 C12 H12 118.9 . . ?
C12 C13 C14 117.88(19) . . ?
C12 C13 C17 115.90(18) . . ?
C14 C13 C17 126.22(18) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 C13 119.40(19) . . ?
C15 C14 H14 120.3 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.6(2) . . ?
C16 C15 H15 120.2 . . ?
N11 C16 C15 120.8(2) . . ?
N11 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
O18 C17 C13 118.53(18) . . ?
O18 C17 N19 122.70(19) . . ?
N19 C17 C13 118.77(18) . . ?
C17 N19 H19A 120.0 . . ?
C17 N19 H19B 120.0 . . ?
H19A N19 H19B 120.0 . . ?
F103 P101 F102 89.38(8) . . ?
F104 P101 F102 179.46(9) . . ?
F104 P101 F103 90.55(8) . . ?
F104 P101 F105 90.11(8) . . ?
F104 P101 F106 91.03(9) . . ?
F104 P101 F107 90.10(9) . . ?
F105 P101 F102 89.96(8) . . ?
F105 P101 F103 179.19(8) . . ?
F106 P101 F102 89.50(8) . . ?
F106 P101 F103 89.42(8) . . ?
F106 P101 F105 90.10(8) . . ?
F107 P101 F102 89.37(8) . . ?
F107 P101 F103 90.53(9) . . ?
F107 P101 F105 89.94(8) . . ?
F107 P101 F106 178.87(9) . . ?
N201 C202 C203 179.3(3) . . ?
C202 C203 H20A 109.5 . . ?
C202 C203 H20B 109.5 . . ?
C202 C203 H20C 109.5 . . ?
H20A C203 H20B 109.5 . . ?
H20A C203 H20C 109.5 . . ?
H20B C203 H20C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.190
_oxdiff_exptl_absorpt_empirical_full_min 0.863
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/water'
####################################################################### 
# 
# 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_3_H2O
_database_code_depnum_ccdc_archive 'CCDC 2433038'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 I N4 O2, F6 P'
_chemical_formula_sum            'C12 H12 F6 I N4 O2 P'
_chemical_formula_weight         516.13
_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 0.0181 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'
I I -0.3257 6.8362 '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'
O O 0.0492 0.0322 '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'

_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      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        C2/c
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   13.7177(2)
_cell_length_b                   11.8709(2)
_cell_length_c                   10.3823(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.410(2)
_cell_angle_gamma                90
_cell_volume                     1689.17(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7020
_cell_measurement_temperature    120.02(10)
_cell_measurement_theta_max      76.0350
_cell_measurement_theta_min      4.9100
_shelx_estimated_absorpt_T_max   0.766
_shelx_estimated_absorpt_T_min   0.362
_exptl_absorpt_coefficient_mu    16.565
_exptl_absorpt_correction_T_max  0.826
_exptl_absorpt_correction_T_min  0.497
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.030
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1000
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 1 7 0.0127
2 -1 -7 0.0163
4 0 -6 0.0153
-8 -3 -1 0.0429
8 3 1 0.0339
3 -6 -4 0.0084
-3 6 4 0.0084
-7 -2 4 0.0279
3 -6 3 0.0139
-3 6 -3 0.0185
1 7 1 0.0240
2 3 -6 0.0174
5 -6 0 0.0113
4 -5 -4 0.0084

_exptl_crystal_size_max          0.077
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.017
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9873 1.0447 6.6655 -0.0091 -0.0036 -1.0000
2.2753 -0.6159 -6.5647 0.1644 0.0160 0.9863
3.9414 -0.0069 -6.1676 0.3698 0.0323 0.9286
-8.0290 -2.8102 -1.3021 -0.9794 -0.0777 0.1864
8.2385 2.7380 0.6214 0.9933 0.0791 -0.0841
3.3470 -5.6168 -3.9530 0.0159 0.7134 0.7006
-3.3470 5.6168 3.9530 -0.0159 -0.7134 -0.7006
-7.3852 -1.5802 3.7351 -0.8204 -0.0672 -0.5678
2.9907 -5.9993 2.9982 -0.0048 0.9126 -0.3115
-2.9907 5.9993 -2.9982 0.0048 -0.9126 0.3115
1.0059 6.9957 0.9980 0.4880 -0.7445 -0.2637
2.0025 2.9953 -5.9957 0.3358 -0.4038 0.8369
4.9896 -6.0018 0.0006 0.1835 0.9320 0.1404
3.9924 -5.0022 -3.9962 0.1150 0.6707 0.7003

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9346
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.408
_diffrn_reflns_theta_min         4.929
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.02(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     58.00  84.00   0.50    0.10    --   52.15-125.00  90.00   52
  2  ω     23.00  49.00   0.50    0.10    --   52.15-125.00  90.00   52
  3  ω     47.00  96.00   0.50    0.25    --  102.01 -99.00 -30.00   98
  4  ω     82.00 111.00   0.50    0.25    --  102.01-125.00 -60.00   58
  5  ω     32.00  75.00   0.50    0.25    --  102.01-125.00 -60.00   86
  6  ω     49.00  74.00   0.50    0.25    --  102.01 -99.00   0.00   50
  7  ω     80.00 106.00   0.50    0.25    --  102.01 -99.00   0.00   52
  8  ω     41.00 105.00   0.50    0.25    --  102.01 -99.00-180.00  128
  9  ω     38.00 104.00   0.50    0.25    --  102.01 -99.00  60.00  132
 10  ω     53.00 104.00   0.50    0.25    --  102.01 -99.00  90.00  102
 11  ω     79.00 105.00   0.50    0.25    --  102.01 -99.00 120.00   52
 12  ω     37.00  70.00   0.50    0.25    --  102.01 -99.00 120.00   66
 13  ω     25.00  52.00   0.50    0.25    --  102.01 -38.00 150.00   54
 14  ω     39.00  75.00   0.50    0.25    --  102.01 -57.00  90.00   72
 15  ω     48.00  73.00   0.50    0.25    --  102.01 -57.00 -30.00   50
 16  ω     25.00  50.00   0.50    0.25    --  102.01 -38.00 -60.00   50
 17  ω     27.00  52.00   0.50    0.25    --  102.01 -38.00 -30.00   50
 18  ω     72.00 127.00   0.50    0.25    --  102.01 -77.00-180.00  110
 19  ω     49.00  75.00   0.50    0.25    --  102.01 -57.00-180.00   52
 20  ω     91.00 123.00   0.50    0.25    --  102.01 125.00 -30.00   64
 21  ω     86.00 139.00   0.50    0.25    --  102.01  57.00 -60.00  106
 22  ω    127.00 156.00   0.50    0.25    --  102.01  38.00 -90.00   58
 23  ω     85.00 171.00   0.50    0.25    --  102.01  57.00-150.00  172
 24  ω     89.00 115.00   0.50    0.25    --  102.01  38.00 -90.00   52
 25  ω    100.00 155.00   0.50    0.25    --  102.01  38.00  90.00  110
 26  ω     99.00 165.00   0.50    0.25    --  102.01  38.00 150.00  132
 27  ω    -54.00 -15.00   0.50    0.25    --  -87.67  57.00-180.00   78
 28  ω    -76.00  16.00   0.50    0.10    --  -51.53  77.00-150.00  184
 29  ω   -108.00 -54.00   0.50    0.25    --  -87.67 125.00-150.00  108
 30  ω    -47.00 -13.00   0.50    0.25    --  -87.67  57.00  30.00   68
 31  ω   -115.00 -39.00   0.50    0.10    --  -51.53 -77.00  90.00  152
 32  ω   -152.00-110.00   0.50    0.25    --  -87.67 -99.00 150.00   84
 33  ω   -117.00 -92.00   0.50    0.10    --  -51.53-125.00  60.00   50
 34  ω   -154.00 -89.00   0.50    0.25    --  -87.67-125.00-150.00  130
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1021179000
_diffrn_orient_matrix_UB_12      0.0543269000
_diffrn_orient_matrix_UB_13      0.0052463000
_diffrn_orient_matrix_UB_21      0.0465080000
_diffrn_orient_matrix_UB_22      -0.1166222000
_diffrn_orient_matrix_UB_23      0.0246198000
_diffrn_orient_matrix_UB_31      0.0067356000
_diffrn_orient_matrix_UB_32      -0.0178016000
_diffrn_orient_matrix_UB_33      -0.1462314000
_diffrn_oxdiff_digest_frames     
;
01db9113de25cdbfec50c2fb867451a6d602914c041
;
_diffrn_oxdiff_digest_hkl        
;
01fad784b9cbf878d8d714f5b6d8335ddca582
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1689
_reflns_number_total             1726
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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         0.474
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1726
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0174
_refine_ls_R_factor_gt           0.0170
_refine_ls_restrained_S_all      1.112
_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)+(0.0143P)²+3.5948P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0425
_refine_ls_wR_factor_ref         0.0426
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6)
;
_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
I1 I 0.5000 0.37053(2) 0.2500 0.02143(7) Uani 1 2 d S T P . .
N1 N 0.60179(13) 0.36956(15) 0.42665(17) 0.0214(4) Uani 1 1 d . . . . .
C2 C 0.69444(15) 0.40378(18) 0.4204(2) 0.0201(4) Uani 1 1 d . . . . .
H2 H 0.7177 0.4281 0.3401 0.024 Uiso 1 1 calc R . . . .
C3 C 0.75743(15) 0.40447(18) 0.52888(19) 0.0203(4) Uani 1 1 d . . . . .
C4 C 0.72245(16) 0.36561(19) 0.6442(2) 0.0238(4) Uani 1 1 d . . . . .
H4 H 0.7638 0.3646 0.7200 0.029 Uiso 1 1 calc R . . . .
C5 C 0.62693(17) 0.3283(2) 0.6483(2) 0.0289(5) Uani 1 1 d . . . . .
H5 H 0.6025 0.3006 0.7264 0.035 Uiso 1 1 calc R . . . .
C6 C 0.56775(16) 0.3318(2) 0.5379(2) 0.0261(5) Uani 1 1 d . . . . .
H6 H 0.5020 0.3072 0.5406 0.031 Uiso 1 1 calc R . . . .
C7 C 0.86031(15) 0.44276(18) 0.5125(2) 0.0204(4) Uani 1 1 d . . . . .
O8 O 0.89298(11) 0.44558(14) 0.40360(14) 0.0254(3) Uani 1 1 d . . . . .
N9 N 0.91243(15) 0.46905(18) 0.61937(19) 0.0263(4) Uani 1 1 d . . . . .
H9A H 0.970(2) 0.496(3) 0.610(3) 0.032 Uiso 1 1 d R . . . .
H9B H 0.887(2) 0.475(2) 0.686(3) 0.032 Uiso 1 1 d R . . . .
P101 P 0.7500 0.7500 0.5000 0.02125(16) Uani 1 2 d S T P . .
F102 F 0.76630(10) 0.67729(12) 0.62902(12) 0.0298(3) Uani 1 1 d . . . . .
F103 F 0.67561(10) 0.65614(12) 0.44291(13) 0.0316(3) Uani 1 1 d . . . . .
F104 F 0.83840(10) 0.68584(12) 0.43707(13) 0.0320(3) Uani 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
I1 N1 2.2580(17) . ?
I1 N1 2.2580(17) 2_655 ?
N1 C2 1.338(3) . ?
N1 C6 1.341(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.390(3) . ?
C3 C4 1.388(3) . ?
C3 C7 1.499(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.376(3) . ?
C6 H6 0.9500 . ?
C7 O8 1.234(3) . ?
C7 N9 1.332(3) . ?
N9 H9A 0.86(3) . ?
N9 H9B 0.80(3) . ?
P101 F102 1.6012(13) 7_666 ?
P101 F102 1.6012(12) . ?
P101 F103 1.6073(13) . ?
P101 F103 1.6072(13) 7_666 ?
P101 F104 1.5951(13) 7_666 ?
P101 F104 1.5950(13) . ?

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
N1 I1 N1 179.42(9) . 2_655 ?
C2 N1 I1 121.00(14) . . ?
C2 N1 C6 120.60(18) . . ?
C6 N1 I1 118.39(14) . . ?
N1 C2 H2 119.3 . . ?
N1 C2 C3 121.42(19) . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C7 117.74(18) . . ?
C4 C3 C2 118.14(19) . . ?
C4 C3 C7 124.07(19) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
N1 C6 C5 120.8(2) . . ?
N1 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
O8 C7 C3 119.50(18) . . ?
O8 C7 N9 123.7(2) . . ?
N9 C7 C3 116.82(19) . . ?
C7 N9 H9A 116.8(18) . . ?
C7 N9 H9B 121(2) . . ?
H9A N9 H9B 121(3) . . ?
F102 P101 F102 180.0 7_666 . ?
F102 P101 F103 90.06(7) . 7_666 ?
F102 P101 F103 89.94(7) 7_666 7_666 ?
F102 P101 F103 90.06(7) 7_666 . ?
F102 P101 F103 89.94(7) . . ?
F103 P101 F103 180.00(8) 7_666 . ?
F104 P101 F102 89.80(7) 7_666 . ?
F104 P101 F102 89.80(7) . 7_666 ?
F104 P101 F102 90.20(7) 7_666 7_666 ?
F104 P101 F102 90.20(7) . . ?
F104 P101 F103 90.01(7) 7_666 . ?
F104 P101 F103 89.99(7) 7_666 7_666 ?
F104 P101 F103 89.99(7) . . ?
F104 P101 F103 90.01(7) . 7_666 ?
F104 P101 F104 180.0 . 7_666 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.234
_oxdiff_exptl_absorpt_empirical_full_min 0.856
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol/water'
####################################################################### 
# 
# 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_3_Acetone
_database_code_depnum_ccdc_archive 'CCDC 2433041'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 I N4 O2, F6 P, C3 H6 O'
_chemical_formula_sum            'C15 H18 F6 I N4 O3 P'
_chemical_formula_weight         574.20
_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 0.0181 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'
I I -0.3257 6.8362 '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'
O O 0.0492 0.0322 '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'

_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                   9.4467(2)
_cell_length_b                   10.3832(2)
_cell_length_c                   11.1750(2)
_cell_angle_alpha                73.189(2)
_cell_angle_beta                 88.6400(10)
_cell_angle_gamma                88.125(2)
_cell_volume                     1048.60(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14261
_cell_measurement_temperature    119.99(13)
_cell_measurement_theta_max      76.4700
_cell_measurement_theta_min      4.1320
_shelx_estimated_absorpt_T_max   0.615
_shelx_estimated_absorpt_T_min   0.274
_exptl_absorpt_coefficient_mu    13.453
_exptl_absorpt_correction_T_max  0.660
_exptl_absorpt_correction_T_min  0.286
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.89a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.819
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             564
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -6 1 0.0304
0 6 -1 0.0304
6 1 2 0.0457
-4 -3 -5 0.0413
0 0 -7 0.0222
0 0 7 0.0172
0 1 7 0.0157
-5 3 2 0.0769
0 6 6 0.0317
4 5 1 0.0481
0 -5 -7 0.0296
-2 -4 4 0.0295
0 -6 0 0.0273
3 1 -6 0.0404

_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.3015 -5.9276 1.4228 -0.0250 -0.9996 0.0092
-0.3015 5.9276 -1.4228 0.0250 0.9996 -0.0092
5.9540 1.2194 1.7774 -0.9457 0.0227 0.3244
-4.3744 -3.1646 -4.8079 0.9729 -0.1274 0.1931
-0.1334 -0.2900 -7.0276 0.4960 0.4274 0.7559
0.1334 0.2900 7.0276 -0.4960 -0.4274 -0.7559
-0.0014 1.0030 6.9964 -0.4891 -0.3158 -0.7812
-4.9967 2.9993 1.9970 0.4835 0.3596 -0.7423
0.0005 5.9977 5.9952 -0.5158 0.5114 -0.7869
3.9991 4.9950 0.9987 -0.7005 0.6639 0.1434
0.0001 -4.9993 -6.9950 0.5642 -0.2925 0.8724
-2.0012 -3.9935 3.9990 0.0761 -0.8608 -0.5250
-0.0020 -5.9943 0.0020 0.1127 -0.9124 0.1369
3.0001 0.9950 -5.9969 -0.0202 0.5309 0.9015

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_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       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            21225
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.418
_diffrn_reflns_theta_min         4.133
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.99(13)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00 -13.00   0.50    0.05    --  -87.67  57.00 120.00   82
  2  ω    -54.00 -13.00   0.50    0.05    --  -87.67  57.00  60.00   82
  3  ω   -112.00 -17.00   0.50    0.05    --  -87.67 125.00 -60.00  190
  4  ω    -51.00 -13.00   0.50    0.05    --  -87.67  55.00 -63.00   76
  5  ω    -51.00  23.00   0.50    0.05    --  -51.53  55.00 -63.00  148
  6  ω     36.00 127.00   0.50    0.05    --   52.15  55.00 -63.00  182
  7  ω     88.00 176.00   0.50    0.05    --  102.01  38.00-120.00  176
  8  ω    116.00 175.00   0.50    0.05    --  102.01  38.00 -90.00  118
  9  ω     85.00 176.00   0.50    0.05    --  102.01  55.00 -63.00  182
 10  ω     63.00 176.00   0.50    0.05    --  102.01  19.00   0.00  226
 11  ω     36.00 106.00   0.50    0.05    --  102.01 -99.00 120.00  140
 12  ω     19.00 105.00   0.50    0.05    --   52.15-125.00 150.00  172
 13  ω     31.00 111.00   0.50    0.05    --  102.01-125.00 120.00  160
 14  ω     31.00 111.00   0.50    0.05    --  102.01-125.00  90.00  160
 15  ω     31.00 111.00   0.50    0.05    --  102.01-125.00  30.00  160
 16  ω     31.00 111.00   0.50    0.05    --  102.01-125.00 -30.00  160
 17  ω     31.00 111.00   0.50    0.05    --  102.01-125.00 -90.00  160
 18  ω     35.00 106.00   0.50    0.05    --  102.01 -99.00 -30.00  142
 19  ω     35.00 106.00   0.50    0.05    --  102.01 -99.00 -90.00  142
 20  ω     35.00 106.00   0.50    0.05    --  102.01 -99.00-120.00  142
 21  ω     35.00 106.00   0.50    0.05    --  102.01 -99.00-180.00  142
 22  ω     64.00 105.00   0.50    0.05    --  102.01 -99.00-150.00   82
 23  ω     50.00 105.00   0.50    0.05    --  102.01 -99.00  30.00  110
 24  ω     26.00  51.00   0.50    0.05    --  102.01 -38.00  30.00   50
 25  ω     28.00  79.00   0.50    0.05    --  102.01 -57.00  30.00  102
 26  ω     35.00 127.00   0.50    0.05    --  102.01 -77.00 120.00  184
 27  ω     25.00  52.00   0.50    0.05    --  102.01 -38.00  90.00   54
 28  ω     27.00  76.00   0.50    0.05    --  102.01 -55.00 153.00   98
 29  ω     25.00  52.00   0.50    0.05    --  102.01 -38.00 120.00   54
 30  ω     25.00  52.00   0.50    0.05    --  102.01 -38.00 150.00   54
 31  ω     80.00 173.00   0.50    0.05    --  102.01 125.00 150.00  186
 32  ω     25.00  52.00   0.50    0.05    --  102.01 -38.00 -60.00   54
 33  ω     25.00  52.00   0.50    0.05    --  102.01 -38.00 -30.00   54
 34  ω    -22.00  69.00   0.50    0.05    --   52.15 -55.00 153.00  182
 35  ω   -126.00 -35.00   0.50    0.05    --  -51.53 -55.00 153.00  182
 36  ω   -162.00 -71.00   0.50    0.05    --  -87.67 -55.00 153.00  182
 37  ω   -122.00 -74.00   0.50    0.05    --  -51.53-125.00 120.00   96
 38  ω   -155.00 -86.00   0.50    0.05    --  -87.67 -99.00 -90.00  138
 39  ω   -140.00 -50.00   0.50    0.05    --  -70.00 -69.00-150.40  180
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1349101000
_diffrn_orient_matrix_UB_12      -0.0187859000
_diffrn_orient_matrix_UB_13      -0.0672373000
_diffrn_orient_matrix_UB_21      -0.0073752000
_diffrn_orient_matrix_UB_22      0.1521959000
_diffrn_orient_matrix_UB_23      -0.0669594000
_diffrn_orient_matrix_UB_31      0.0915116000
_diffrn_orient_matrix_UB_32      -0.0228992000
_diffrn_orient_matrix_UB_33      -0.1083503000
_diffrn_oxdiff_digest_frames     
;
013f5a2d8f3965ef248832b6ec0d4b66f805184caba
;
_diffrn_oxdiff_digest_hkl        
;
01c4f7d03046b65a349653ace7dad35b85d950
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3931
_reflns_number_total             4267
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.89a (Rigaku OD, 2023)'
_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         1.156
_refine_diff_density_min         -0.656
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0234
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0360P)²+0.9744P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0620
_refine_ls_wR_factor_ref         0.0633
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
2.b Idealised Me refined as rotating group:
 C203(H20A,H20B,H20C), C204(H20D,H20E,H20F)
;
_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
I1 I 0.25006(2) 0.49645(2) 1.00106(2) 0.01529(6) Uani 1 1 d . . . . .
O8 O 0.75860(17) 0.60036(18) 0.56503(16) 0.0245(4) Uani 1 1 d . . . . .
O18 O -0.24726(18) 0.35127(18) 1.43538(16) 0.0267(4) Uani 1 1 d . . . . .
N1 N 0.4076(2) 0.4390(2) 0.86800(18) 0.0174(4) Uani 1 1 d . . . . .
N9 N 0.5416(2) 0.6975(2) 0.51626(19) 0.0222(4) Uani 1 1 d . . . . .
H9A H 0.577(3) 0.757(3) 0.451(3) 0.027 Uiso 1 1 d R . . . .
H9B H 0.454(4) 0.693(3) 0.528(3) 0.027 Uiso 1 1 d R . . . .
N11 N 0.0934(2) 0.5466(2) 1.13678(17) 0.0167(4) Uani 1 1 d . . . . .
N19 N -0.0260(2) 0.2639(2) 1.4792(2) 0.0260(5) Uani 1 1 d . . . . .
H19A H -0.055(3) 0.196(3) 1.539(3) 0.031 Uiso 1 1 d R . . . .
H19B H 0.059(4) 0.275(3) 1.469(3) 0.031 Uiso 1 1 d R . . . .
C2 C 0.4608(2) 0.5325(2) 0.7689(2) 0.0177(4) Uani 1 1 d . . . . .
H2 H 0.4255 0.6228 0.7502 0.021 Uiso 1 1 calc R . . . .
C3 C 0.5662(2) 0.4997(2) 0.6935(2) 0.0180(4) Uani 1 1 d . . . . .
C4 C 0.6181(3) 0.3673(2) 0.7223(2) 0.0210(5) Uani 1 1 d . . . . .
H4 H 0.6928 0.3432 0.6739 0.025 Uiso 1 1 calc R . . . .
C5 C 0.5589(3) 0.2712(2) 0.8229(2) 0.0237(5) Uani 1 1 d . . . . .
H5 H 0.5902 0.1797 0.8423 0.028 Uiso 1 1 calc R . . . .
C6 C 0.4539(3) 0.3103(2) 0.8942(2) 0.0214(5) Uani 1 1 d . . . . .
H6 H 0.4137 0.2448 0.9633 0.026 Uiso 1 1 calc R . . . .
C7 C 0.6301(2) 0.6050(2) 0.5849(2) 0.0189(4) Uani 1 1 d . . . . .
C12 C 0.0450(2) 0.4455(2) 1.2322(2) 0.0162(4) Uani 1 1 d . . . . .
H12 H 0.0829 0.3568 1.2444 0.019 Uiso 1 1 calc R . . . .
C13 C -0.0596(2) 0.4692(2) 1.3129(2) 0.0170(4) Uani 1 1 d . . . . .
C14 C -0.1156(3) 0.5990(2) 1.2933(2) 0.0209(5) Uani 1 1 d . . . . .
H14 H -0.1900 0.6166 1.3455 0.025 Uiso 1 1 calc R . . . .
C15 C -0.0613(3) 0.7027(2) 1.1964(2) 0.0239(5) Uani 1 1 d . . . . .
H15 H -0.0953 0.7927 1.1835 0.029 Uiso 1 1 calc R . . . .
C16 C 0.0431(3) 0.6727(2) 1.1192(2) 0.0210(5) Uani 1 1 d . . . . .
H16 H 0.0800 0.7430 1.0523 0.025 Uiso 1 1 calc R . . . .
C17 C -0.1189(2) 0.3551(2) 1.4161(2) 0.0186(4) Uani 1 1 d . . . . .
P101 P 0.79761(9) 0.95531(7) 0.76753(7) 0.03691(18) Uani 1 1 d . . . . .
F102 F 0.8900(2) 0.84048(18) 0.86228(19) 0.0550(5) Uani 1 1 d . . . . .
F103 F 0.9375(3) 0.9927(2) 0.6820(3) 0.0959(10) Uani 1 1 d . . . . .
F104 F 0.7070(3) 1.0702(2) 0.67300(18) 0.0738(8) Uani 1 1 d . . . . .
F105 F 0.6653(2) 0.9235(2) 0.85852(19) 0.0638(6) Uani 1 1 d . . . . .
F106 F 0.8415(3) 1.0614(2) 0.8382(3) 0.0771(7) Uani 1 1 d . . . . .
F107 F 0.7562(3) 0.8503(2) 0.7001(2) 0.0875(9) Uani 1 1 d . . . . .
O201 O 0.6827(2) 0.86731(17) 0.29250(17) 0.0329(4) Uani 1 1 d . . . . .
C202 C 0.6910(3) 0.9888(3) 0.2720(3) 0.0289(5) Uani 1 1 d . . . . .
C203 C 0.7330(4) 1.0762(3) 0.1466(3) 0.0534(9) Uani 1 1 d . . . . .
H20A H 0.8311 1.1031 0.1485 0.080 Uiso 1 1 calc GR . . . .
H20B H 0.6706 1.1565 0.1239 0.080 Uiso 1 1 calc GR . . . .
H20C H 0.7249 1.0265 0.0848 0.080 Uiso 1 1 calc GR . . . .
C204 C 0.6540(6) 1.0569(4) 0.3678(4) 0.0837(16) Uani 1 1 d . . . . .
H20D H 0.5583 1.0970 0.3530 0.125 Uiso 1 1 calc GR . . . .
H20E H 0.7218 1.1276 0.3633 0.125 Uiso 1 1 calc GR . . . .
H20F H 0.6572 0.9912 0.4509 0.125 Uiso 1 1 calc GR . . . .


_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
I1 N1 2.2653(19) . ?
I1 N11 2.2494(19) . ?
O8 C7 1.231(3) . ?
O18 C17 1.226(3) . ?
N1 C2 1.343(3) . ?
N1 C6 1.343(3) . ?
N9 H9A 0.88(3) . ?
N9 H9B 0.83(3) . ?
N9 C7 1.327(3) . ?
N11 C12 1.345(3) . ?
N11 C16 1.340(3) . ?
N19 H19A 0.86(3) . ?
N19 H19B 0.81(4) . ?
N19 C17 1.324(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(3) . ?
C3 C4 1.392(3) . ?
C3 C7 1.508(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.389(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.381(3) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.386(3) . ?
C13 C14 1.390(3) . ?
C13 C17 1.507(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.389(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(3) . ?
C16 H16 0.9500 . ?
P101 F102 1.597(2) . ?
P101 F103 1.603(2) . ?
P101 F104 1.587(2) . ?
P101 F105 1.574(2) . ?
P101 F106 1.600(2) . ?
P101 F107 1.558(2) . ?
O201 C202 1.220(3) . ?
C202 C203 1.485(4) . ?
C202 C204 1.474(4) . ?
C203 H20A 0.9800 . ?
C203 H20B 0.9800 . ?
C203 H20C 0.9800 . ?
C204 H20D 0.9800 . ?
C204 H20E 0.9800 . ?
C204 H20F 0.9800 . ?

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
N11 I1 N1 178.18(6) . . ?
C2 N1 I1 121.03(15) . . ?
C2 N1 C6 120.2(2) . . ?
C6 N1 I1 118.62(15) . . ?
H9A N9 H9B 121(3) . . ?
C7 N9 H9A 117.1(19) . . ?
C7 N9 H9B 121(2) . . ?
C12 N11 I1 118.36(15) . . ?
C16 N11 I1 120.97(15) . . ?
C16 N11 C12 120.6(2) . . ?
H19A N19 H19B 118(3) . . ?
C17 N19 H19A 120(2) . . ?
C17 N19 H19B 121(2) . . ?
N1 C2 H2 119.4 . . ?
N1 C2 C3 121.2(2) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 C4 119.0(2) . . ?
C2 C3 C7 121.5(2) . . ?
C4 C3 C7 119.5(2) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 119.0(2) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 120.4 . . ?
C6 C5 C4 119.1(2) . . ?
C6 C5 H5 120.4 . . ?
N1 C6 C5 121.4(2) . . ?
N1 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
O8 C7 N9 124.3(2) . . ?
O8 C7 C3 119.0(2) . . ?
N9 C7 C3 116.7(2) . . ?
N11 C12 H12 119.6 . . ?
N11 C12 C13 120.7(2) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C14 119.2(2) . . ?
C12 C13 C17 120.8(2) . . ?
C14 C13 C17 119.9(2) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.2(2) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.9(2) . . ?
C16 C15 H15 120.6 . . ?
N11 C16 C15 121.4(2) . . ?
N11 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
O18 C17 N19 124.5(2) . . ?
O18 C17 C13 119.2(2) . . ?
N19 C17 C13 116.3(2) . . ?
F102 P101 F103 87.78(13) . . ?
F102 P101 F106 90.19(13) . . ?
F104 P101 F102 179.49(14) . . ?
F104 P101 F103 91.77(14) . . ?
F104 P101 F106 89.56(14) . . ?
F105 P101 F102 90.98(11) . . ?
F105 P101 F103 175.75(17) . . ?
F105 P101 F104 89.45(13) . . ?
F105 P101 F106 87.58(13) . . ?
F106 P101 F103 88.36(16) . . ?
F107 P101 F102 88.95(11) . . ?
F107 P101 F103 91.59(17) . . ?
F107 P101 F104 91.30(12) . . ?
F107 P101 F105 92.45(16) . . ?
F107 P101 F106 179.14(14) . . ?
O201 C202 C203 121.2(3) . . ?
O201 C202 C204 122.0(3) . . ?
C204 C202 C203 116.7(3) . . ?
C202 C203 H20A 109.5 . . ?
C202 C203 H20B 109.5 . . ?
C202 C203 H20C 109.5 . . ?
H20A C203 H20B 109.5 . . ?
H20A C203 H20C 109.5 . . ?
H20B C203 H20C 109.5 . . ?
C202 C204 H20D 109.5 . . ?
C202 C204 H20E 109.5 . . ?
C202 C204 H20F 109.5 . . ?
H20D C204 H20E 109.5 . . ?
H20D C204 H20F 109.5 . . ?
H20E C204 H20F 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.178
_oxdiff_exptl_absorpt_empirical_full_min 0.860
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone/diethylether'
####################################################################### 
# 
# 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_3_MeOH
_database_code_depnum_ccdc_archive 'CCDC 2433042'
loop_
_audit_author_name
_audit_author_address
'Jas Ward'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2025-03-21 deposited with the CCDC.	2025-04-24 downloaded from the CCDC.
;
_audit_creation_date             2023-05-04
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014/6

# start Validation Reply Form
_vrf_PLAT420_3_MeOH              
;
PROBLEM: D-H Bond Without Acceptor  O201     --H201     .     Please Check 
RESPONSE: There was a channel of 
ill-defined electron density which 
could not be modelled and was 
accounted for using Platon Squeeze, 
with the recovered electron count 
(29 electrons) per unit cell 
matching well for one molecule of 
water and one molecule of methanol 
(28 electrons combined). The largest 
peak of residual electron density 
(Q1) prior to the use of Squeeze 
was 2.43 Angstroms from H201 
(the hydroxyl hydrogen atom of 
the methanol solvate), and this 
omitted unknown solvate was 
undoubtedly the hydrogen bond 
acceptor for atom H201.
;
_vrf_PLAT077_3_MeOH              
;
PROBLEM: Unitcell Contains Non-integer Number of Atoms ..     Please Check 
RESPONSE: There is a partial 
occupancy molecule of methanol 
(65%) present in the model.
;
# end Validation Reply Form

_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H12 I N4 O2, F6 P, 0.65(C H4 O)'
_chemical_formula_sum            'C12.65 H14.60 F6 I N4 O2.65 P'
_chemical_formula_weight         536.95
_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 0.0181 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'
I I -0.3257 6.8362 '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'
O O 0.0492 0.0322 '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'

_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                   7.1197(4)
_cell_length_b                   10.6071(5)
_cell_length_c                   14.9177(8)
_cell_angle_alpha                101.982(4)
_cell_angle_beta                 103.673(5)
_cell_angle_gamma                90.888(4)
_cell_volume                     1068.33(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5190
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      74.9700
_cell_measurement_theta_min      3.1240
_shelx_estimated_absorpt_T_max   0.848
_shelx_estimated_absorpt_T_min   0.401
_exptl_absorpt_coefficient_mu    13.144
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.521
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             523
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -7 -1 0.0066
0 7 1 0.0066
0 -2 9 0.0124
-4 0 0 0.0378
5 1 -4 0.0427
1 2 -10 0.0262
-1 2 -9 0.0217
-4 -1 7 0.0396
-5 -1 3 0.0385

_exptl_crystal_size_max          0.085
_exptl_crystal_size_mid          0.036
_exptl_crystal_size_min          0.013
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.3424 -6.6031 -0.7538 -0.0784 0.9969 -0.0090
-0.3424 6.6031 0.7538 0.0784 -0.9969 0.0090
0.3215 -1.8817 9.2116 -0.9969 -0.0784 -0.0090
-4.4494 0.1835 -0.3006 0.3198 0.0260 0.9471
4.5138 0.7137 -4.1206 0.1445 0.0105 -0.9895
1.1498 1.9312 -9.6543 0.9486 0.0744 -0.3077
-0.8466 1.8163 -8.8190 0.9893 0.0779 0.1235
-3.6818 -1.4129 7.4475 -0.5508 -0.0426 0.8335
-4.5176 -1.3473 2.6771 -0.0100 0.1379 0.9904

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14346
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.499
_diffrn_reflns_theta_min         3.124
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     43.00 109.00   0.50    6.00    --   52.75-140.00 170.00  132
  2  ω     37.00 101.00   0.50    6.00    --   52.75-129.00 -16.00  128
  3  ω     85.00 167.00   0.50   24.00    --  101.90 140.00-129.00  164
  4  ω     37.00 114.00   0.50   24.00    --  101.90-129.00 -16.00  154
  5  ω     43.00 123.00   0.50   24.00    --  101.90-140.00 170.00  160
  6  ω     93.00 167.00   0.50   24.00    --  101.90 129.00  56.00  148
  7  ω     -6.00  43.00   0.50    6.00    --   18.00  89.00  42.94   98
  8  ω      7.00  34.00   0.50    6.00    --   34.00  93.00 -19.44   54
  9  ω     49.00 124.00   0.50    6.00    --   52.75  37.00  90.00  150
 10  ω     -8.00  70.00   0.50    6.00    --   52.75 -77.00-150.00  156
 11  ω     42.00 119.00   0.50    6.00    --   54.00  68.00-165.30  154
 12  ω     50.00 126.00   0.50    6.00    --   62.00  70.00 131.10  152
 13  ω     69.00 145.00   0.50    6.00    --   74.00  42.00 -83.34  152
 14  ω     64.00 142.00   0.50    6.00    --   74.00  57.00  -2.53  156
 15  ω     95.00 166.00   0.50   24.00    --  101.90 125.00   0.00  142
 16  ω     41.00 119.00   0.50   24.00    --  101.90 -77.00-180.00  156
 17  ω     41.00 162.00   0.50   24.00    --  101.90   0.00 -90.00  242
 18  ω     95.00 166.00   0.50   24.00    --  101.90 125.00-150.00  142
 19  ω     32.00 120.00   0.50   24.00    --  101.90 -19.00  90.00  176
 20  ω     43.00 106.00   0.50   24.00    --  101.90 -99.00  60.00  126
 21  ω     43.00 106.00   0.50   24.00    --  101.90 -99.00  30.00  126
 22  ω     34.00 112.00   0.50   24.00    --  101.90 -57.00-180.00  156
 23  ω     38.00 111.00   0.50   24.00    --  101.90-125.00-180.00  146
 24  ω     95.00 166.00   0.50   24.00    --  101.90 125.00  90.00  142
 25  ω    106.00 132.00   0.50   24.00    --  101.90  37.00 -90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dualflex, HyPix-Arc 100'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0641694000
_diffrn_orient_matrix_UB_12      0.0201819000
_diffrn_orient_matrix_UB_13      -0.1018581000
_diffrn_orient_matrix_UB_21      -0.0093174000
_diffrn_orient_matrix_UB_22      -0.1470881000
_diffrn_orient_matrix_UB_23      -0.0382374000
_diffrn_orient_matrix_UB_31      -0.2135827000
_diffrn_orient_matrix_UB_32      -0.0102125000
_diffrn_orient_matrix_UB_33      0.0043934000
_diffrn_oxdiff_digest_frames     
;
01c9e7e70a27fae7bbba65f85033cc043a04384bfe1
;
_diffrn_oxdiff_digest_hkl        
;
01052452e8e9352b9011c4d367e9d5c4cb936d
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3728
_reflns_number_total             4242
_reflns_odcompleteness_completeness 97.45
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_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         2.725
_refine_diff_density_min         -2.006
_refine_diff_density_rms         0.165
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         4242
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0645
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1109P)²+2.1692P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1661
_refine_ls_wR_factor_ref         0.1719
_refine_special_details          SQUEEZE
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H19B-H201
 -2.15 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C202) = Uanis(O201)
4. Others
 Fixed Sof: O201(0.65) H201(0.65) C202(0.65) H20A(0.65) H20B(0.65) H20C(0.65)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C12(H12), C14(H14), C15(H15), C16(H16)
5.b X=CH2 refined with riding coordinates:
 N9(H9A,H9B), N19(H19A,H19B)
5.c Idealised Me refined as rotating group:
 C202(H20A,H20B,H20C)
5.d Idealised tetrahedral OH refined as rotating group:
 O201(H201)
;
_atom_sites_solution_hydrogens   geom
_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
I1 I 0.67313(6) 0.49958(4) 0.39968(3) 0.03389(18) Uani 1 1 d . . . . .
O8 O 1.0296(9) 0.3635(5) 0.8261(4) 0.0500(14) Uani 1 1 d . . . . .
O18 O 0.2421(10) 0.6567(6) -0.0144(5) 0.0612(18) Uani 1 1 d . . . . .
N1 N 0.7439(8) 0.3789(6) 0.5083(4) 0.0333(12) Uani 1 1 d . . . . .
N9 N 0.9975(11) 0.5606(6) 0.7942(5) 0.0474(17) Uani 1 1 d . . . . .
H9A H 1.0569 0.5991 0.8524 0.057 Uiso 1 1 calc R . . . .
H9B H 0.9546 0.6069 0.7519 0.057 Uiso 1 1 calc R . . . .
N11 N 0.5964(9) 0.6238(6) 0.2903(5) 0.0385(14) Uani 1 1 d . . . . .
N19 N 0.2583(10) 0.4572(7) 0.0158(5) 0.0479(16) Uani 1 1 d . . . . .
H19A H 0.1844 0.4209 -0.0401 0.057 Uiso 1 1 calc R . . . .
H19B H 0.3042 0.4095 0.0567 0.057 Uiso 1 1 calc DR . . . .
C2 C 0.8265(9) 0.4385(7) 0.5986(5) 0.0336(15) Uani 1 1 d . . . . .
H2 H 0.8536 0.5295 0.6137 0.040 Uiso 1 1 calc R . . . .
C3 C 0.8728(10) 0.3708(7) 0.6698(5) 0.0323(14) Uani 1 1 d . . . . .
C4 C 0.8313(11) 0.2381(7) 0.6464(6) 0.0396(17) Uani 1 1 d . . . . .
H4 H 0.8611 0.1890 0.6939 0.048 Uiso 1 1 calc R . . . .
C5 C 0.7468(12) 0.1779(7) 0.5542(7) 0.0459(19) Uani 1 1 d . . . . .
H5 H 0.7174 0.0871 0.5376 0.055 Uiso 1 1 calc R . . . .
C6 C 0.7047(11) 0.2507(7) 0.4854(6) 0.0388(16) Uani 1 1 d . . . . .
H6 H 0.6475 0.2093 0.4216 0.047 Uiso 1 1 calc R . . . .
C7 C 0.9727(10) 0.4326(7) 0.7701(5) 0.0346(15) Uani 1 1 d . . . . .
C12 C 0.4889(11) 0.5704(8) 0.2029(6) 0.0392(16) Uani 1 1 d . . . . .
H12 H 0.4563 0.4799 0.1867 0.047 Uiso 1 1 calc R . . . .
C13 C 0.4254(11) 0.6419(8) 0.1370(6) 0.0416(17) Uani 1 1 d . . . . .
C14 C 0.4782(13) 0.7729(9) 0.1604(7) 0.053(2) Uani 1 1 d . . . . .
H14 H 0.4374 0.8243 0.1152 0.063 Uiso 1 1 calc R . . . .
C15 C 0.5917(14) 0.8299(8) 0.2508(7) 0.054(2) Uani 1 1 d . . . . .
H15 H 0.6280 0.9198 0.2679 0.065 Uiso 1 1 calc R . . . .
C16 C 0.6492(12) 0.7511(8) 0.3144(6) 0.0435(17) Uani 1 1 d . . . . .
H16 H 0.7270 0.7874 0.3759 0.052 Uiso 1 1 calc R . . . .
C17 C 0.3002(12) 0.5835(8) 0.0384(6) 0.0435(18) Uani 1 1 d . . . . .
P101 P 0.1330(3) 0.14887(18) 0.34504(18) 0.0454(5) Uani 1 1 d . . . . .
F102 F 0.2279(12) 0.1480(7) 0.4506(5) 0.090(2) Uani 1 1 d . . . . .
F103 F -0.0235(8) 0.0399(5) 0.3408(6) 0.084(2) Uani 1 1 d . . . . .
F104 F 0.0480(14) 0.1536(8) 0.2367(6) 0.110(3) Uani 1 1 d . . . . .
F105 F 0.2906(8) 0.2613(5) 0.3492(5) 0.0700(17) Uani 1 1 d . . . . .
F106 F 0.2761(10) 0.0431(5) 0.3150(6) 0.082(2) Uani 1 1 d . . . . .
F107 F -0.0040(9) 0.2584(5) 0.3748(7) 0.095(3) Uani 1 1 d . . . . .
O201 O 0.3672(17) 0.2596(10) 0.1286(10) 0.076(3) Uani 0.65 1 d . . P A 1
H201 H 0.2880 0.2171 0.0803 0.114 Uiso 0.65 1 calc DGR . P A 1
C202 C 0.529(3) 0.1880(15) 0.1517(15) 0.076(3) Uani 0.65 1 d . . P A 1
H20A H 0.5163 0.1081 0.1034 0.114 Uiso 0.65 1 calc GR . P A 1
H20B H 0.5362 0.1669 0.2133 0.114 Uiso 0.65 1 calc GR . P A 1
H20C H 0.6467 0.2391 0.1545 0.114 Uiso 0.65 1 calc GR . P A 1


_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
I1 N1 2.239(6) . ?
I1 N11 2.278(6) . ?
O8 C7 1.226(9) . ?
O18 C17 1.227(10) . ?
N1 C2 1.350(9) . ?
N1 C6 1.339(9) . ?
N9 H9A 0.8800 . ?
N9 H9B 0.8800 . ?
N9 C7 1.328(9) . ?
N11 C12 1.348(10) . ?
N11 C16 1.345(10) . ?
N19 H19A 0.8800 . ?
N19 H19B 0.8800 . ?
N19 C17 1.323(10) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(10) . ?
C3 C4 1.387(10) . ?
C3 C7 1.500(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.377(12) . ?
C5 H5 0.9500 . ?
C5 C6 1.389(11) . ?
C6 H6 0.9500 . ?
C12 H12 0.9500 . ?
C12 C13 1.363(11) . ?
C13 C14 1.383(11) . ?
C13 C17 1.525(11) . ?
C14 H14 0.9500 . ?
C14 C15 1.402(13) . ?
C15 H15 0.9500 . ?
C15 C16 1.387(12) . ?
C16 H16 0.9500 . ?
P101 F102 1.562(7) . ?
P101 F103 1.574(5) . ?
P101 F104 1.598(8) . ?
P101 F105 1.606(5) . ?
P101 F106 1.594(6) . ?
P101 F107 1.589(6) . ?
O201 H201 0.8400 . ?
O201 C202 1.40(2) . ?
C202 H20A 0.9800 . ?
C202 H20B 0.9800 . ?
C202 H20C 0.9800 . ?

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
N1 I1 N11 178.9(2) . . ?
C2 N1 I1 118.4(4) . . ?
C6 N1 I1 121.5(5) . . ?
C6 N1 C2 120.1(6) . . ?
H9A N9 H9B 120.0 . . ?
C7 N9 H9A 120.0 . . ?
C7 N9 H9B 120.0 . . ?
C12 N11 I1 119.5(5) . . ?
C16 N11 I1 120.2(5) . . ?
C16 N11 C12 120.3(7) . . ?
H19A N19 H19B 120.0 . . ?
C17 N19 H19A 120.0 . . ?
C17 N19 H19B 120.0 . . ?
N1 C2 H2 119.1 . . ?
N1 C2 C3 121.7(6) . . ?
C3 C2 H2 119.1 . . ?
C2 C3 C4 118.3(7) . . ?
C2 C3 C7 123.3(6) . . ?
C4 C3 C7 118.3(6) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.7(7) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.5(7) . . ?
C6 C5 H5 120.2 . . ?
N1 C6 C5 120.6(7) . . ?
N1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
O8 C7 N9 122.7(7) . . ?
O8 C7 C3 119.1(6) . . ?
N9 C7 C3 118.3(6) . . ?
N11 C12 H12 119.0 . . ?
N11 C12 C13 122.1(7) . . ?
C13 C12 H12 119.0 . . ?
C12 C13 C14 118.5(8) . . ?
C12 C13 C17 122.8(7) . . ?
C14 C13 C17 118.7(7) . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.2(8) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 121.0 . . ?
C16 C15 C14 118.0(8) . . ?
C16 C15 H15 121.0 . . ?
N11 C16 C15 120.9(8) . . ?
N11 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
O18 C17 N19 124.0(8) . . ?
O18 C17 C13 118.0(7) . . ?
N19 C17 C13 117.9(7) . . ?
F102 P101 F103 90.6(4) . . ?
F102 P101 F104 176.6(5) . . ?
F102 P101 F105 89.7(4) . . ?
F102 P101 F106 88.6(4) . . ?
F102 P101 F107 91.6(5) . . ?
F103 P101 F104 92.6(4) . . ?
F103 P101 F105 179.3(3) . . ?
F103 P101 F106 90.9(3) . . ?
F103 P101 F107 91.3(3) . . ?
F104 P101 F105 87.1(4) . . ?
F106 P101 F104 90.1(5) . . ?
F106 P101 F105 89.8(3) . . ?
F107 P101 F104 89.6(5) . . ?
F107 P101 F105 88.0(3) . . ?
F107 P101 F106 177.8(3) . . ?
C202 O201 H201 109.5 . . ?
O201 C202 H20A 109.5 . . ?
O201 C202 H20B 109.5 . . ?
O201 C202 H20C 109.5 . . ?
H20A C202 H20B 109.5 . . ?
H20A C202 H20C 109.5 . . ?
H20B C202 H20C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.899
_oxdiff_exptl_absorpt_empirical_full_min 0.422
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: methanol/diethylether'
