#------------------------------------------------------------------------------
#$Date: 2026-03-05 13:21:57 +0100 (Thu 05 de Mar de 2026) $
#$Revision: 304873 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/62/1576208.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1576208
loop_
_publ_author_name
'Escoudé, Emile'
'Pedrón, Manuel'
'Bourqui, Lilian'
'Gontard, Geoffrey'
'Vitale, Maxime R.'
'Ciofini, Ilaria'
'Lakhdar, Sami'
'Grimaud, Laurence'
_publ_section_title
;
 Photochemical activation of pincer-ligated phosphoranides: mechanistic
 insight for reduction of aryl halides.
;
_journal_issue                   1
_journal_name_full               'Chemical science'
_journal_page_first              579
_journal_page_last               584
_journal_paper_doi               10.1039/d5sc06960b
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C78 H95 F N2 O4 P2'
_chemical_formula_sum            'C78 H95 F N2 O4 P2'
_chemical_formula_weight         1205.49
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-10-01 deposited with the CCDC.	2025-11-03 downloaded from the CCDC.
;
_cell_angle_alpha                118.6470(10)
_cell_angle_beta                 101.0450(10)
_cell_angle_gamma                96.3220(10)
_cell_formula_units_Z            2
_cell_length_a                   14.5273(2)
_cell_length_b                   16.7003(2)
_cell_length_c                   17.1757(2)
_cell_measurement_reflns_used    9927
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      3.04
_cell_volume                     3489.12(9)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SXGRAPH (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      200(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker APEX-II'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker QUAZAR'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            44823
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.594
_diffrn_reflns_theta_min         3.054
_diffrn_source                   micro-source
_diffrn_source_type              'Incoatec I\uS'
_exptl_absorpt_coefficient_mu    0.968
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
; 
 SADABS : Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     845
_refine_ls_number_reflns         12321
_refine_ls_number_restraints     116
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0421
_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)+(0.0653P)²+1.0221P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1101
_refine_ls_wR_factor_ref         0.1164
_reflns_number_gt                10556
_reflns_number_total             12321
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc06960b3.cif
_cod_data_source_block           ee570
_cod_depositor_comments
'Adding full bibliography for 1576202--1576209.cif.'
_cod_original_cell_volume        3489.12(8)
_cod_database_code               1576208
_shelx_shelxl_version_number     2019/3
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
P1 P 0.50125(3) 0.51193(3) 0.81319(3) 0.02720(10) Uani 1 1 d . . . . .
P2 P 0.27894(3) 0.24952(3) 0.64342(2) 0.02370(10) Uani 1 1 d . . . . .
F1 F 0.44998(13) -0.00215(12) 0.36003(10) 0.0848(5) Uani 1 1 d . . . . .
O1 O 0.58241(7) 0.45358(8) 0.83853(8) 0.0316(2) Uani 1 1 d . . . . .
O2 O 0.43339(8) 0.58788(8) 0.80516(10) 0.0398(3) Uani 1 1 d . . . . .
O3 O 0.33297(7) 0.22328(7) 0.72428(7) 0.0255(2) Uani 1 1 d . . . . .
O4 O 0.21406(7) 0.28664(8) 0.57731(7) 0.0286(2) Uani 1 1 d . . . . .
N1 N 0.59840(9) 0.58698(9) 0.82244(10) 0.0297(3) Uani 1 1 d . . . . .
N2 N 0.17070(9) 0.19079(9) 0.63773(9) 0.0278(3) Uani 1 1 d . . . . .
C1 C 0.67364(11) 0.47934(11) 0.83524(11) 0.0289(3) Uani 1 1 d . . . . .
C2 C 0.74800(11) 0.43410(11) 0.83952(11) 0.0291(3) Uani 1 1 d . . . . .
C3 C 0.83526(11) 0.47463(12) 0.83574(11) 0.0317(3) Uani 1 1 d . . . . .
H3 H 0.888179 0.446649 0.839464 0.038 Uiso 1 1 calc R U . . .
C4 C 0.84966(11) 0.55342(12) 0.82685(11) 0.0318(3) Uani 1 1 d . . . . .
C5 C 0.77244(11) 0.59483(12) 0.82093(11) 0.0315(3) Uani 1 1 d . . . . .
H5 H 0.779289 0.647538 0.813074 0.038 Uiso 1 1 calc R U . . .
C6 C 0.68569(11) 0.55799(11) 0.82667(11) 0.0287(3) Uani 1 1 d . . . . .
C7 C 0.58066(11) 0.66872(11) 0.82359(11) 0.0293(3) Uani 1 1 d . . . . .
C8 C 0.64363(12) 0.74542(12) 0.83746(12) 0.0337(4) Uani 1 1 d . . . . .
H8 H 0.710721 0.747784 0.847009 0.040 Uiso 1 1 calc R U . . .
C9 C 0.60783(13) 0.81951(12) 0.83734(12) 0.0343(4) Uani 1 1 d . . . . .
C10 C 0.50979(12) 0.81434(12) 0.82521(12) 0.0347(4) Uani 1 1 d . . . . .
H10 H 0.485859 0.864808 0.824647 0.042 Uiso 1 1 calc R U . . .
C11 C 0.44394(12) 0.73895(12) 0.81374(12) 0.0334(4) Uani 1 1 d . . . . .
C12 C 0.48298(11) 0.66618(11) 0.81255(11) 0.0310(3) Uani 1 1 d . . . . .
C13 C 0.73478(11) 0.34721(12) 0.84908(12) 0.0326(3) Uani 1 1 d . . . . .
C14 C 0.65188(13) 0.26962(13) 0.76820(14) 0.0435(4) Uani 1 1 d . . . . .
H14A H 0.666620 0.253670 0.709837 0.065 Uiso 1 1 calc R U . . .
H14B H 0.643904 0.213899 0.774071 0.065 Uiso 1 1 calc R U . . .
H14C H 0.592097 0.291689 0.768968 0.065 Uiso 1 1 calc R U . . .
C15 C 0.71260(14) 0.37273(14) 0.94059(14) 0.0415(4) Uani 1 1 d . . . . .
H15A H 0.765901 0.422348 0.991943 0.062 Uiso 1 1 calc R U . . .
H15B H 0.652931 0.394991 0.941693 0.062 Uiso 1 1 calc R U . . .
H15C H 0.704738 0.317201 0.946797 0.062 Uiso 1 1 calc R U . . .
C16 C 0.82587(13) 0.30871(14) 0.84832(14) 0.0424(4) Uani 1 1 d . . . . .
H16A H 0.841705 0.291774 0.790218 0.064 Uiso 1 1 calc R U . . .
H16B H 0.879677 0.356765 0.900370 0.064 Uiso 1 1 calc R U . . .
H16C H 0.814465 0.252973 0.853886 0.064 Uiso 1 1 calc R U . . .
C17 C 0.94831(12) 0.59117(14) 0.82183(13) 0.0386(4) Uani 1 1 d . . . . .
C18 C 0.96603(16) 0.51931(17) 0.73142(16) 0.0540(5) Uani 1 1 d . . . . .
H18A H 0.962362 0.458981 0.728596 0.081 Uiso 1 1 calc R U . . .
H18B H 0.916899 0.511392 0.678835 0.081 Uiso 1 1 calc R U . . .
H18C H 1.030137 0.541620 0.729068 0.081 Uiso 1 1 calc R U . . .
C19 C 0.95427(14) 0.68503(16) 0.82520(16) 0.0486(5) Uani 1 1 d . . . . .
H19A H 0.943036 0.731486 0.882767 0.073 Uiso 1 1 calc R U . . .
H19B H 1.018409 0.706928 0.822604 0.073 Uiso 1 1 calc R U . . .
H19C H 0.905171 0.676700 0.772372 0.073 Uiso 1 1 calc R U . . .
C20 C 1.02774(13) 0.60748(18) 0.90447(16) 0.0534(5) Uani 1 1 d . . . . .
H20A H 1.025883 0.548575 0.904337 0.080 Uiso 1 1 calc R U . . .
H20B H 1.090801 0.629354 0.899899 0.080 Uiso 1 1 calc R U . . .
H20C H 1.017265 0.654931 0.961985 0.080 Uiso 1 1 calc R U . . .
C21A C 0.67841(14) 0.90469(13) 0.85255(15) 0.0445(4) Uani 0.8 1 d . . P A 1
C22A C 0.7479(3) 0.9551(2) 0.9502(2) 0.0700(9) Uani 0.8 1 d . . P A 1
H22A H 0.780019 0.910358 0.959261 0.105 Uiso 0.8 1 calc R U P A 1
H22B H 0.796354 1.006027 0.958001 0.105 Uiso 0.8 1 calc R U P A 1
H22C H 0.711668 0.981079 0.995798 0.105 Uiso 0.8 1 calc R U P A 1
C23A C 0.7382(3) 0.8696(3) 0.7823(3) 0.0651(10) Uani 0.8 1 d . . P A 1
H23A H 0.771464 0.824616 0.789578 0.098 Uiso 0.8 1 calc R U P A 1
H23B H 0.695170 0.838967 0.719434 0.098 Uiso 0.8 1 calc R U P A 1
H23C H 0.785828 0.922993 0.793471 0.098 Uiso 0.8 1 calc R U P A 1
C24A C 0.6290(2) 0.9733(2) 0.8385(3) 0.0651(9) Uani 0.8 1 d . . P A 1
H24A H 0.584617 0.941007 0.776113 0.098 Uiso 0.8 1 calc R U P A 1
H24B H 0.592750 0.999278 0.884098 0.098 Uiso 0.8 1 calc R U P A 1
H24C H 0.677437 1.024227 0.846301 0.098 Uiso 0.8 1 calc R U P A 1
C21B C 0.67841(14) 0.90469(13) 0.85255(15) 0.0445(4) Uani 0.2 1 d . . P A 2
C22B C 0.7725(13) 0.8927(14) 0.8457(19) 0.105(7) Uani 0.2 1 d . . P A 2
H22D H 0.811625 0.950619 0.856426 0.158 Uiso 0.2 1 calc R U P A 2
H22E H 0.802718 0.878177 0.892067 0.158 Uiso 0.2 1 calc R U P A 2
H22F H 0.768081 0.840983 0.783821 0.158 Uiso 0.2 1 calc R U P A 2
C23B C 0.6285(15) 0.9291(13) 0.7789(12) 0.108(7) Uani 0.2 1 d . . P A 2
H23D H 0.563809 0.937193 0.784412 0.162 Uiso 0.2 1 calc R U P A 2
H23E H 0.667233 0.987398 0.789936 0.162 Uiso 0.2 1 calc R U P A 2
H23F H 0.623555 0.877952 0.716575 0.162 Uiso 0.2 1 calc R U P A 2
C24B C 0.6775(12) 0.9877(9) 0.9474(10) 0.080(4) Uani 0.2 1 d . . P A 2
H24D H 0.610819 0.992034 0.947497 0.120 Uiso 0.2 1 calc R U P A 2
H24E H 0.706945 0.976936 0.996848 0.120 Uiso 0.2 1 calc R U P A 2
H24F H 0.714264 1.046363 0.957570 0.120 Uiso 0.2 1 calc R U P A 2
C25 C 0.33615(13) 0.73541(13) 0.80308(15) 0.0451(4) Uani 1 1 d . . . . .
C26 C 0.27853(17) 0.65113(18) 0.7097(2) 0.0804(9) Uani 1 1 d . . . . .
H26A H 0.293891 0.593706 0.705398 0.121 Uiso 1 1 calc R U . . .
H26B H 0.209428 0.647208 0.703244 0.121 Uiso 1 1 calc R U . . .
H26C H 0.295181 0.658193 0.660301 0.121 Uiso 1 1 calc R U . . .
C27 C 0.31068(16) 0.82375(17) 0.8077(2) 0.0639(6) Uani 1 1 d . . . . .
H27A H 0.347134 0.878917 0.867442 0.096 Uiso 1 1 calc R U . . .
H27B H 0.327163 0.829960 0.757801 0.096 Uiso 1 1 calc R U . . .
H27C H 0.241410 0.818975 0.800744 0.096 Uiso 1 1 calc R U . . .
C28 C 0.30786(16) 0.72793(19) 0.8815(2) 0.0657(6) Uani 1 1 d . . . . .
H28A H 0.345467 0.782593 0.941183 0.099 Uiso 1 1 calc R U . . .
H28B H 0.238943 0.725899 0.874529 0.099 Uiso 1 1 calc R U . . .
H28C H 0.321127 0.670542 0.878904 0.099 Uiso 1 1 calc R U . . .
C29 C 0.42885(10) 0.40933(11) 0.70282(11) 0.0267(3) Uani 1 1 d . . . . .
C30 C 0.35718(10) 0.36895(10) 0.72096(10) 0.0248(3) Uani 1 1 d . . . . .
C31 C 0.35257(11) 0.42099(11) 0.81950(11) 0.0265(3) Uani 1 1 d . . . . .
C32 C 0.42750(11) 0.49316(11) 0.87890(11) 0.0296(3) Uani 1 1 d . . . . .
H32 H 0.439733 0.528331 0.944167 0.035 Uiso 1 1 calc R U . . .
C33 C 0.45465(12) 0.38682(11) 0.61635(11) 0.0306(3) Uani 1 1 d . . . . .
C34 C 0.54284(17) 0.36785(19) 0.60461(16) 0.0579(6) Uani 1 1 d . . . . .
H34 H 0.587350 0.365712 0.651562 0.069 Uiso 1 1 calc R U . . .
C35 C 0.5669(2) 0.3519(2) 0.52498(19) 0.0741(8) Uani 1 1 d . . . . .
H35 H 0.627661 0.338679 0.517684 0.089 Uiso 1 1 calc R U . . .
C36 C 0.50366(18) 0.3551(2) 0.45638(16) 0.0644(6) Uani 1 1 d . . . . .
H36 H 0.519774 0.342778 0.401259 0.077 Uiso 1 1 calc R U . . .
C37 C 0.41780(17) 0.3760(2) 0.46846(17) 0.0693(7) Uani 1 1 d . . . . .
H37 H 0.374306 0.379966 0.422170 0.083 Uiso 1 1 calc R U . . .
C38 C 0.39330(14) 0.39165(18) 0.54786(15) 0.0538(5) Uani 1 1 d . . . . .
H38 H 0.332891 0.405994 0.555111 0.065 Uiso 1 1 calc R U . . .
C39 C 0.26481(11) 0.39687(11) 0.84343(11) 0.0279(3) Uani 1 1 d . . . . .
C40 C 0.17416(12) 0.38717(12) 0.78980(12) 0.0345(4) Uani 1 1 d . . . . .
H40 H 0.169462 0.397647 0.739632 0.041 Uiso 1 1 calc R U . . .
C41 C 0.09124(13) 0.36239(14) 0.80937(14) 0.0425(4) Uani 1 1 d . . . . .
H41 H 0.029870 0.355013 0.772020 0.051 Uiso 1 1 calc R U . . .
C42 C 0.09728(13) 0.34839(14) 0.88272(14) 0.0437(4) Uani 1 1 d . . . . .
H42 H 0.040104 0.330519 0.895338 0.052 Uiso 1 1 calc R U . . .
C43 C 0.18633(13) 0.36030(13) 0.93798(13) 0.0396(4) Uani 1 1 d . . . . .
H43 H 0.190500 0.351702 0.989253 0.048 Uiso 1 1 calc R U . . .
C44 C 0.26958(12) 0.38479(12) 0.91853(11) 0.0325(3) Uani 1 1 d . . . . .
H44 H 0.330710 0.393424 0.957063 0.039 Uiso 1 1 calc R U . . .
C45 C 0.33373(11) 0.17629(11) 0.55647(11) 0.0283(3) Uani 1 1 d . . . . .
C46 C 0.42497(13) 0.16390(13) 0.58154(12) 0.0392(4) Uani 1 1 d . . . . .
H46 H 0.460171 0.196036 0.644993 0.047 Uiso 1 1 calc R U . . .
C47 C 0.46569(15) 0.10537(15) 0.51552(15) 0.0492(5) Uani 1 1 d . . . . .
H47 H 0.529301 0.098672 0.532556 0.059 Uiso 1 1 calc R U . . .
C48 C 0.41182(18) 0.05731(15) 0.42489(14) 0.0528(5) Uani 1 1 d . . . . .
C49 C 0.32059(17) 0.06566(15) 0.39734(13) 0.0522(5) Uani 1 1 d . . . . .
H49 H 0.284313 0.029942 0.334142 0.063 Uiso 1 1 calc R U . . .
C50 C 0.28216(14) 0.12749(13) 0.46377(12) 0.0396(4) Uani 1 1 d . . . . .
H50 H 0.219988 0.136534 0.445671 0.047 Uiso 1 1 calc R U . . .
C51 C 0.27175(11) 0.17373(10) 0.74564(10) 0.0250(3) Uani 1 1 d . . . . .
C52 C 0.29836(11) 0.14577(10) 0.80969(10) 0.0264(3) Uani 1 1 d . . . . .
C53 C 0.22190(12) 0.10027(12) 0.82364(11) 0.0317(3) Uani 1 1 d . . . . .
H53 H 0.236649 0.081980 0.868260 0.038 Uiso 1 1 calc R U . . .
C54 C 0.12549(12) 0.08024(13) 0.77596(12) 0.0362(4) Uani 1 1 d . . . . .
C55A C 0.102(2) 0.102(2) 0.707(2) 0.0336(17) Uani 0.5 1 d . . P B 1
H55A H 0.037997 0.081607 0.668110 0.040 Uiso 0.5 1 calc R U P B 1
C55B C 0.104(2) 0.114(2) 0.715(2) 0.0336(17) Uani 0.5 1 d . . P B 2
H55B H 0.038741 0.107468 0.686843 0.040 Uiso 0.5 1 calc R U P B 2
C56 C 0.17610(11) 0.15470(11) 0.69726(11) 0.0281(3) Uani 1 1 d . . . . .
C57 C 0.08816(11) 0.19773(11) 0.58519(10) 0.0279(3) Uani 1 1 d . . . . .
C58A C -0.007(3) 0.156(2) 0.563(2) 0.0292(17) Uani 0.5 1 d . . P C 1
H58A H -0.025361 0.110746 0.578729 0.035 Uiso 0.5 1 calc R U P C 1
C58B C -0.010(3) 0.164(2) 0.572(2) 0.0292(17) Uani 0.5 1 d . . P C 2
H58B H -0.029512 0.131210 0.600473 0.035 Uiso 0.5 1 calc R U P C 2
C59 C -0.07802(11) 0.18182(12) 0.51652(11) 0.0313(3) Uani 1 1 d . . . . .
C60 C -0.04738(11) 0.23817(12) 0.48337(11) 0.0316(3) Uani 1 1 d . . . . .
H60 H -0.095068 0.251974 0.448391 0.038 Uiso 1 1 calc R U . . .
C61 C 0.04963(11) 0.27582(11) 0.49846(11) 0.0288(3) Uani 1 1 d . . . . .
C62 C 0.11589(11) 0.25384(11) 0.55088(10) 0.0275(3) Uani 1 1 d . . . . .
C63 C 0.40383(11) 0.15985(11) 0.85892(11) 0.0290(3) Uani 1 1 d . . . . .
C64 C 0.45687(13) 0.11037(14) 0.78622(13) 0.0422(4) Uani 1 1 d . . . . .
H64A H 0.424891 0.043503 0.747583 0.063 Uiso 1 1 calc R U . . .
H64B H 0.455690 0.138414 0.747422 0.063 Uiso 1 1 calc R U . . .
H64C H 0.523909 0.117608 0.817244 0.063 Uiso 1 1 calc R U . . .
C65 C 0.45368(13) 0.26415(12) 0.91922(13) 0.0408(4) Uani 1 1 d . . . . .
H65A H 0.448987 0.293049 0.881061 0.061 Uiso 1 1 calc R U . . .
H65B H 0.422262 0.294972 0.968012 0.061 Uiso 1 1 calc R U . . .
H65C H 0.521759 0.271307 0.947233 0.061 Uiso 1 1 calc R U . . .
C66 C 0.41301(13) 0.11784(14) 0.92137(13) 0.0411(4) Uani 1 1 d . . . . .
H66A H 0.381609 0.050769 0.884529 0.062 Uiso 1 1 calc R U . . .
H66B H 0.481399 0.126107 0.949372 0.062 Uiso 1 1 calc R U . . .
H66C H 0.381901 0.149772 0.970150 0.062 Uiso 1 1 calc R U . . .
C67 C 0.04620(14) 0.03085(17) 0.79638(15) 0.0500(5) Uani 1 1 d . . . . .
C68 C 0.07296(18) -0.05427(19) 0.79838(19) 0.0675(7) Uani 1 1 d . . . . .
H68A H 0.080267 -0.099014 0.738055 0.101 Uiso 1 1 calc R U . . .
H68B H 0.133878 -0.033887 0.846183 0.101 Uiso 1 1 calc R U . . .
H68C H 0.021905 -0.084474 0.812177 0.101 Uiso 1 1 calc R U . . .
C69 C 0.0351(2) 0.0992(2) 0.8894(2) 0.0860(9) Uani 1 1 d . . . . .
H69A H 0.017969 0.153968 0.888576 0.129 Uiso 1 1 calc R U . . .
H69B H -0.015856 0.068738 0.903043 0.129 Uiso 1 1 calc R U . . .
H69C H 0.096117 0.119325 0.937049 0.129 Uiso 1 1 calc R U . . .
C70 C -0.04867(17) -0.0089(3) 0.7196(2) 0.0923(11) Uani 1 1 d . . . . .
H70A H -0.038263 -0.052897 0.660546 0.138 Uiso 1 1 calc R U . . .
H70B H -0.097146 -0.041877 0.733524 0.138 Uiso 1 1 calc R U . . .
H70C H -0.071372 0.042461 0.715640 0.138 Uiso 1 1 calc R U . . .
C71A C -0.18621(12) 0.14873(13) 0.50089(13) 0.0371(4) Uani 0.85 1 d . . P C 1
C72A C -0.20703(18) 0.0795(3) 0.5326(3) 0.0678(9) Uani 0.85 1 d . . P C 1
H72A H -0.172121 0.108060 0.598022 0.102 Uiso 0.85 1 calc R U P C 1
H72B H -0.276461 0.063231 0.524588 0.102 Uiso 0.85 1 calc R U P C 1
H72C H -0.185901 0.022555 0.495777 0.102 Uiso 0.85 1 calc R U P C 1
C73A C -0.2230(2) 0.2358(2) 0.5578(2) 0.0592(7) Uani 0.85 1 d . . P C 1
H73A H -0.188076 0.265521 0.623317 0.089 Uiso 0.85 1 calc R U P C 1
H73B H -0.212291 0.280350 0.536875 0.089 Uiso 0.85 1 calc R U P C 1
H73C H -0.292146 0.216894 0.549477 0.089 Uiso 0.85 1 calc R U P C 1
C74A C -0.24061(18) 0.1035(2) 0.40000(18) 0.0582(7) Uani 0.85 1 d . . P C 1
H74A H -0.227773 0.147418 0.378735 0.087 Uiso 0.85 1 calc R U P C 1
H74B H -0.219384 0.046462 0.363538 0.087 Uiso 0.85 1 calc R U P C 1
H74C H -0.309944 0.087138 0.392349 0.087 Uiso 0.85 1 calc R U P C 1
C71B C -0.18621(12) 0.14873(13) 0.50089(13) 0.0371(4) Uani 0.15 1 d . . P C 2
C72B C -0.2106(11) 0.1948(17) 0.5912(12) 0.080(6) Uani 0.15 1 d . . P C 2
H72D H -0.195638 0.262991 0.618014 0.120 Uiso 0.15 1 calc R U P C 2
H72E H -0.279518 0.172111 0.580803 0.120 Uiso 0.15 1 calc R U P C 2
H72F H -0.172678 0.179397 0.633685 0.120 Uiso 0.15 1 calc R U P C 2
C73B C -0.2520(9) 0.1662(15) 0.4312(14) 0.062(4) Uani 0.15 1 d . . P C 2
H73D H -0.236001 0.136061 0.372229 0.093 Uiso 0.15 1 calc R U P C 2
H73E H -0.319587 0.139687 0.421665 0.093 Uiso 0.15 1 calc R U P C 2
H73F H -0.242041 0.233832 0.455554 0.093 Uiso 0.15 1 calc R U P C 2
C74B C -0.2102(11) 0.0436(10) 0.4614(13) 0.066(4) Uani 0.15 1 d . . P C 2
H74D H -0.194836 0.011962 0.402263 0.099 Uiso 0.15 1 calc R U P C 2
H74E H -0.172302 0.029065 0.504697 0.099 Uiso 0.15 1 calc R U P C 2
H74F H -0.279142 0.021778 0.451815 0.099 Uiso 0.15 1 calc R U P C 2
C75 C 0.08064(12) 0.33926(12) 0.46263(12) 0.0328(3) Uani 1 1 d . . . . .
C76 C 0.13537(14) 0.43622(13) 0.54497(13) 0.0410(4) Uani 1 1 d . . . . .
H76A H 0.155526 0.477358 0.522479 0.062 Uiso 1 1 calc R U . . .
H76B H 0.093211 0.463198 0.584220 0.062 Uiso 1 1 calc R U . . .
H76C H 0.192420 0.430168 0.580916 0.062 Uiso 1 1 calc R U . . .
C77 C 0.14507(13) 0.29596(14) 0.39984(12) 0.0392(4) Uani 1 1 d . . . . .
H77A H 0.164916 0.336767 0.376899 0.059 Uiso 1 1 calc R U . . .
H77B H 0.202362 0.289406 0.435004 0.059 Uiso 1 1 calc R U . . .
H77C H 0.109114 0.234042 0.347476 0.059 Uiso 1 1 calc R U . . .
C78 C -0.00588(14) 0.35212(16) 0.40659(15) 0.0468(5) Uani 1 1 d . . . . .
H78A H 0.017018 0.393140 0.384912 0.070 Uiso 1 1 calc R U . . .
H78B H -0.042252 0.290885 0.353342 0.070 Uiso 1 1 calc R U . . .
H78C H -0.047764 0.380550 0.445650 0.070 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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'
F F 0.0727 0.0534 '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'
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 P1 O2 86.73(6) . . ?
N1 P1 O1 86.90(6) . . ?
O2 P1 O1 169.84(6) . . ?
N1 P1 C32 142.86(7) . . ?
O2 P1 C32 88.23(7) . . ?
O1 P1 C32 92.08(6) . . ?
N1 P1 C29 123.02(7) . . ?
O2 P1 C29 94.71(6) . . ?
O1 P1 C29 95.39(6) . . ?
C32 P1 C29 94.05(7) . . ?
N2 P2 O4 87.56(6) . . ?
N2 P2 O3 87.40(5) . . ?
O4 P2 O3 169.49(6) . . ?
N2 P2 C45 113.21(7) . . ?
O4 P2 C45 95.76(6) . . ?
O3 P2 C45 94.70(6) . . ?
N2 P2 C30 135.43(7) . . ?
O4 P2 C30 90.72(6) . . ?
O3 P2 C30 86.42(6) . . ?
C45 P2 C30 111.27(7) . . ?
C1 O1 P1 114.76(10) . . ?
C12 O2 P1 115.87(10) . . ?
C51 O3 P2 115.44(9) . . ?
C62 O4 P2 115.23(9) . . ?
C6 N1 C7 128.52(13) . . ?
C6 N1 P1 115.34(11) . . ?
C7 N1 P1 116.13(10) . . ?
C57 N2 C56 128.56(13) . . ?
C57 N2 P2 115.39(10) . . ?
C56 N2 P2 115.28(10) . . ?
O1 C1 C6 112.01(13) . . ?
O1 C1 C2 125.91(14) . . ?
C6 C1 C2 122.08(14) . . ?
C1 C2 C3 115.08(15) . . ?
C1 C2 C13 122.13(14) . . ?
C3 C2 C13 122.79(14) . . ?
C4 C3 C2 124.26(15) . . ?
C5 C4 C3 118.39(15) . . ?
C5 C4 C17 121.72(15) . . ?
C3 C4 C17 119.88(14) . . ?
C6 C5 C4 118.93(15) . . ?
C5 C6 C1 121.23(14) . . ?
C5 C6 N1 129.44(15) . . ?
C1 C6 N1 109.31(13) . . ?
C8 C7 C12 120.59(15) . . ?
C8 C7 N1 130.33(15) . . ?
C12 C7 N1 109.00(14) . . ?
C7 C8 C9 119.32(15) . . ?
C10 C9 C8 118.60(15) . . ?
C10 C9 C21B 122.33(16) . . ?
C8 C9 C21B 119.06(16) . . ?
C10 C9 C21A 122.33(16) . . ?
C8 C9 C21A 119.06(16) . . ?
C9 C10 C11 123.78(15) . . ?
C12 C11 C10 115.31(15) . . ?
C12 C11 C25 121.47(15) . . ?
C10 C11 C25 123.22(15) . . ?
O2 C12 C7 112.19(14) . . ?
O2 C12 C11 125.39(15) . . ?
C7 C12 C11 122.36(15) . . ?
C15 C13 C14 109.96(15) . . ?
C15 C13 C2 109.63(14) . . ?
C14 C13 C2 109.55(14) . . ?
C15 C13 C16 107.83(14) . . ?
C14 C13 C16 108.00(15) . . ?
C2 C13 C16 111.84(14) . . ?
C19 C17 C18 108.83(16) . . ?
C19 C17 C20 107.41(17) . . ?
C18 C17 C20 109.79(17) . . ?
C19 C17 C4 112.13(14) . . ?
C18 C17 C4 109.03(16) . . ?
C20 C17 C4 109.62(14) . . ?
C24A C21A C22A 109.5(3) . . ?
C24A C21A C9 113.37(19) . . ?
C22A C21A C9 109.52(17) . . ?
C24A C21A C23A 107.3(2) . . ?
C22A C21A C23A 108.3(3) . . ?
C9 C21A C23A 108.7(2) . . ?
C22B C21B C9 115.9(7) . . ?
C22B C21B C24B 113.7(13) . . ?
C9 C21B C24B 105.2(5) . . ?
C22B C21B C23B 110.4(12) . . ?
C9 C21B C23B 106.0(6) . . ?
C24B C21B C23B 104.8(10) . . ?
C26 C25 C27 108.23(19) . . ?
C26 C25 C11 109.01(17) . . ?
C27 C25 C11 111.85(16) . . ?
C26 C25 C28 110.4(2) . . ?
C27 C25 C28 107.59(19) . . ?
C11 C25 C28 109.78(16) . . ?
C30 C29 C33 132.95(15) . . ?
C30 C29 P1 106.82(11) . . ?
C33 C29 P1 120.22(11) . . ?
C29 C30 C31 115.27(14) . . ?
C29 C30 P2 126.27(12) . . ?
C31 C30 P2 117.65(11) . . ?
C32 C31 C39 124.16(15) . . ?
C32 C31 C30 115.39(14) . . ?
C39 C31 C30 120.18(13) . . ?
C31 C32 P1 107.84(12) . . ?
C38 C33 C34 117.92(17) . . ?
C38 C33 C29 120.00(16) . . ?
C34 C33 C29 121.89(16) . . ?
C33 C34 C35 120.6(2) . . ?
C36 C35 C34 120.6(2) . . ?
C37 C36 C35 119.1(2) . . ?
C36 C37 C38 120.4(2) . . ?
C33 C38 C37 121.3(2) . . ?
C44 C39 C40 118.50(15) . . ?
C44 C39 C31 122.14(14) . . ?
C40 C39 C31 119.36(15) . . ?
C41 C40 C39 120.37(16) . . ?
C42 C41 C40 120.28(17) . . ?
C41 C42 C43 120.08(17) . . ?
C42 C43 C44 119.88(17) . . ?
C43 C44 C39 120.83(16) . . ?
C46 C45 C50 119.05(16) . . ?
C46 C45 P2 120.74(12) . . ?
C50 C45 P2 120.11(13) . . ?
C45 C46 C47 120.92(17) . . ?
C48 C47 C46 118.20(18) . . ?
F1 C48 C49 118.5(2) . . ?
F1 C48 C47 118.7(2) . . ?
C49 C48 C47 122.78(18) . . ?
C48 C49 C50 118.42(18) . . ?
C49 C50 C45 120.54(18) . . ?
O3 C51 C56 112.26(13) . . ?
O3 C51 C52 125.80(13) . . ?
C56 C51 C52 121.92(14) . . ?
C51 C52 C53 115.31(14) . . ?
C51 C52 C63 122.87(14) . . ?
C53 C52 C63 121.78(14) . . ?
C54 C53 C52 123.85(15) . . ?
C55A C54 C53 119.5(11) . . ?
C53 C54 C55B 117.5(11) . . ?
C55A C54 C67 120.2(11) . . ?
C53 C54 C67 120.31(15) . . ?
C55B C54 C67 122.0(11) . . ?
C54 C55A C56 118(3) . . ?
C56 C55B C54 120(3) . . ?
C55B C56 C51 120.8(19) . . ?
C51 C56 C55A 121.2(18) . . ?
C55B C56 N2 129.4(19) . . ?
C51 C56 N2 109.59(13) . . ?
C55A C56 N2 129.1(18) . . ?
C58A C57 C62 120.3(19) . . ?
C62 C57 C58B 120.5(19) . . ?
C58A C57 N2 130.3(19) . . ?
C62 C57 N2 109.39(13) . . ?
C58B C57 N2 129.8(19) . . ?
C57 C58A C59 119(3) . . ?
C59 C58B C57 118(3) . . ?
C60 C59 C58B 119.4(18) . . ?
C60 C59 C58A 117.9(18) . . ?
C60 C59 C71B 119.71(14) . . ?
C58B C59 C71B 120.5(18) . . ?
C60 C59 C71A 119.71(14) . . ?
C58A C59 C71A 122.4(18) . . ?
C59 C60 C61 123.82(14) . . ?
C62 C61 C60 115.34(14) . . ?
C62 C61 C75 122.25(14) . . ?
C60 C61 C75 122.38(14) . . ?
O4 C62 C57 112.41(13) . . ?
O4 C62 C61 124.99(14) . . ?
C57 C62 C61 122.57(14) . . ?
C65 C63 C66 107.57(14) . . ?
C65 C63 C52 110.95(13) . . ?
C66 C63 C52 112.21(13) . . ?
C65 C63 C64 109.50(15) . . ?
C66 C63 C64 107.49(14) . . ?
C52 C63 C64 109.03(13) . . ?
C69 C67 C68 109.1(2) . . ?
C69 C67 C70 112.2(2) . . ?
C68 C67 C70 105.0(2) . . ?
C69 C67 C54 108.60(19) . . ?
C68 C67 C54 110.62(18) . . ?
C70 C67 C54 111.38(16) . . ?
C74A C71A C72A 108.7(2) . . ?
C74A C71A C59 110.90(16) . . ?
C72A C71A C59 112.50(16) . . ?
C74A C71A C73A 109.0(2) . . ?
C72A C71A C73A 108.2(2) . . ?
C59 C71A C73A 107.44(16) . . ?
C72B C71B C74B 108.0(13) . . ?
C72B C71B C59 110.0(6) . . ?
C74B C71B C59 108.8(6) . . ?
C72B C71B C73B 109.5(12) . . ?
C74B C71B C73B 106.3(11) . . ?
C59 C71B C73B 114.0(6) . . ?
C61 C75 C76 109.01(14) . . ?
C61 C75 C78 112.02(14) . . ?
C76 C75 C78 107.85(15) . . ?
C61 C75 C77 109.57(14) . . ?
C76 C75 C77 110.38(15) . . ?
C78 C75 C77 108.00(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
P1 N1 1.7092(13) . ?
P1 O2 1.7293(11) . ?
P1 O1 1.7300(11) . ?
P1 C32 1.8025(17) . ?
P1 C29 1.8332(16) . ?
P2 N2 1.7187(13) . ?
P2 O4 1.7192(10) . ?
P2 O3 1.7260(10) . ?
P2 C45 1.8105(16) . ?
P2 C30 1.8486(15) . ?
F1 C48 1.353(2) . ?
O1 C1 1.3679(19) . ?
O2 C12 1.358(2) . ?
O3 C51 1.3654(18) . ?
O4 C62 1.3717(19) . ?
N1 C6 1.408(2) . ?
N1 C7 1.409(2) . ?
N2 C57 1.4078(19) . ?
N2 C56 1.409(2) . ?
C1 C6 1.386(2) . ?
C1 C2 1.395(2) . ?
C2 C3 1.398(2) . ?
C2 C13 1.533(2) . ?
C3 C4 1.394(2) . ?
C4 C5 1.394(2) . ?
C4 C17 1.536(2) . ?
C5 C6 1.383(2) . ?
C7 C8 1.378(2) . ?
C7 C12 1.388(2) . ?
C8 C9 1.395(2) . ?
C9 C10 1.386(2) . ?
C9 C21B 1.537(2) . ?
C9 C21A 1.537(2) . ?
C10 C11 1.401(2) . ?
C11 C12 1.390(2) . ?
C11 C25 1.532(2) . ?
C13 C15 1.529(2) . ?
C13 C14 1.533(2) . ?
C13 C16 1.533(2) . ?
C17 C19 1.533(3) . ?
C17 C18 1.534(3) . ?
C17 C20 1.534(3) . ?
C21A C24A 1.505(3) . ?
C21A C22A 1.533(4) . ?
C21A C23A 1.545(4) . ?
C21B C22B 1.422(17) . ?
C21B C24B 1.556(14) . ?
C21B C23B 1.582(16) . ?
C25 C26 1.522(3) . ?
C25 C27 1.529(3) . ?
C25 C28 1.537(3) . ?
C29 C30 1.344(2) . ?
C29 C33 1.482(2) . ?
C30 C31 1.507(2) . ?
C31 C32 1.336(2) . ?
C31 C39 1.484(2) . ?
C33 C38 1.375(3) . ?
C33 C34 1.382(3) . ?
C34 C35 1.385(3) . ?
C35 C36 1.375(4) . ?
C36 C37 1.359(4) . ?
C37 C38 1.386(3) . ?
C39 C44 1.388(2) . ?
C39 C40 1.398(2) . ?
C40 C41 1.383(3) . ?
C41 C42 1.376(3) . ?
C42 C43 1.381(3) . ?
C43 C44 1.385(2) . ?
C45 C46 1.383(2) . ?
C45 C50 1.388(2) . ?
C46 C47 1.383(3) . ?
C47 C48 1.370(3) . ?
C48 C49 1.365(3) . ?
C49 C50 1.386(3) . ?
C51 C56 1.389(2) . ?
C51 C52 1.395(2) . ?
C52 C53 1.400(2) . ?
C52 C63 1.533(2) . ?
C53 C54 1.393(2) . ?
C54 C55A 1.39(4) . ?
C54 C55B 1.40(4) . ?
C54 C67 1.534(2) . ?
C55A C56 1.40(2) . ?
C55B C56 1.35(2) . ?
C57 C58A 1.37(4) . ?
C57 C62 1.388(2) . ?
C57 C58B 1.41(4) . ?
C58A C59 1.41(4) . ?
C58B C59 1.39(4) . ?
C59 C60 1.388(2) . ?
C59 C71B 1.534(2) . ?
C59 C71A 1.534(2) . ?
C60 C61 1.399(2) . ?
C61 C62 1.391(2) . ?
C61 C75 1.527(2) . ?
C63 C65 1.528(2) . ?
C63 C66 1.532(2) . ?
C63 C64 1.535(2) . ?
C67 C69 1.507(4) . ?
C67 C68 1.528(3) . ?
C67 C70 1.530(3) . ?
C71A C74A 1.512(3) . ?
C71A C72A 1.522(3) . ?
C71A C73A 1.537(3) . ?
C71B C72B 1.500(17) . ?
C71B C74B 1.516(14) . ?
C71B C73B 1.545(15) . ?
C75 C76 1.531(3) . ?
C75 C78 1.532(2) . ?
C75 C77 1.533(2) . ?
