#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:28:57 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263710 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/02/1560241.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_1560241
loop_
_publ_author_name
'Handelmann, Jens'
'Babu, Chatla Naga'
'Steinert, Henning'
'Schwarz, Christopher'
'Scherpf, Thorsten'
'Kroll, Alexander'
'Gessner, Viktoria H.'
_publ_section_title
;
 Towards the rational design of ylide-substituted phosphines for
 gold(i)-catalysis: from inactive to ppm-level catalysis
;
_journal_issue                   12
_journal_name_full               'Chemical Science'
_journal_page_first              4329
_journal_page_last               4337
_journal_paper_doi               10.1039/D1SC00105A
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C38 H41 F3 P2'
_chemical_formula_sum            'C38 H41 F3 P2'
_chemical_formula_weight         616.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-02-10 deposited with the CCDC.	2021-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.1105(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.60831(8)
_cell_length_b                   33.8371(3)
_cell_length_c                   10.09764(10)
_cell_measurement_reflns_used    13101
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      77.0410
_cell_measurement_theta_min      2.6060
_cell_volume                     3241.50(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_molecular_graphics    'SHELXLE-2019 (Sheldrick, 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT-2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            26304
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.979
_diffrn_reflns_theta_min         2.612
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.567
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.20a (Rigaku Oxford Diffraction, 2018)
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_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_description       block
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.102
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.027
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         6600
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0364
_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)+(0.0536P)²+1.5099P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.0982
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5966
_reflns_number_total             6600
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc00105a2.cif
_cod_data_source_block           CS079
_cod_depositor_comments
'Adding full bibliography for 1560241--1560250.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1560241
_shelx_shelxl_version_number     2018/3
_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.25348(3) 0.40022(2) 0.49454(3) 0.01471(9) Uani 1 1 d . . . . .
P2 P 0.29338(3) 0.31971(2) 0.60345(3) 0.01513(9) Uani 1 1 d . . . . .
F1 F 0.86205(11) 0.47019(3) 0.95053(11) 0.0392(3) Uani 1 1 d . . . . .
F2 F 0.88148(11) 0.41628(4) 1.06583(9) 0.0406(3) Uani 1 1 d . . . . .
F3 F 0.97065(9) 0.42066(3) 0.88477(10) 0.0333(2) Uani 1 1 d . . . . .
C1 C 0.35311(14) 0.37046(4) 0.61203(13) 0.0164(3) Uani 1 1 d . . . . .
C2 C 0.47653(14) 0.38666(4) 0.69692(13) 0.0163(3) Uani 1 1 d . . . . .
C3 C 0.53918(14) 0.36717(4) 0.81578(14) 0.0182(3) Uani 1 1 d . . . . .
H3 H 0.496492 0.343757 0.842297 0.022 Uiso 1 1 calc R U . . .
C4 C 0.66028(15) 0.38104(4) 0.89454(14) 0.0196(3) Uani 1 1 d . . . . .
H4 H 0.701147 0.366551 0.971559 0.024 Uiso 1 1 calc R U . . .
C5 C 0.72274(14) 0.41611(4) 0.86166(14) 0.0199(3) Uani 1 1 d . . . . .
C6 C 0.66136(15) 0.43678(4) 0.74825(14) 0.0216(3) Uani 1 1 d . . . . .
H6 H 0.701242 0.461148 0.726308 0.026 Uiso 1 1 calc R U . . .
C7 C 0.54315(15) 0.42230(4) 0.66721(14) 0.0198(3) Uani 1 1 d . . . . .
H7 H 0.505123 0.436664 0.588962 0.024 Uiso 1 1 calc R U . . .
C8 C 0.85642(15) 0.43056(5) 0.94035(15) 0.0234(3) Uani 1 1 d . . . . .
C9 C 0.31707(14) 0.40923(4) 0.33617(14) 0.0180(3) Uani 1 1 d . . . . .
C10 C 0.45495(15) 0.39907(4) 0.32438(15) 0.0221(3) Uani 1 1 d . . . . .
H10 H 0.513786 0.386814 0.397337 0.027 Uiso 1 1 calc R U . . .
C11 C 0.50672(17) 0.40683(5) 0.20604(16) 0.0279(3) Uani 1 1 d . . . . .
H11 H 0.601346 0.400186 0.199034 0.034 Uiso 1 1 calc R U . . .
C12 C 0.42143(17) 0.42417(5) 0.09830(15) 0.0268(3) Uani 1 1 d . . . . .
H12 H 0.457393 0.429470 0.017731 0.032 Uiso 1 1 calc R U . . .
C13 C 0.28285(17) 0.43378(5) 0.10863(15) 0.0263(3) Uani 1 1 d . . . . .
H13 H 0.223676 0.445418 0.034601 0.032 Uiso 1 1 calc R U . . .
C14 C 0.23086(15) 0.42643(5) 0.22668(15) 0.0230(3) Uani 1 1 d . . . . .
H14 H 0.136173 0.433109 0.233289 0.028 Uiso 1 1 calc R U . . .
C15 C 0.22801(14) 0.44907(4) 0.56318(14) 0.0188(3) Uani 1 1 d . . . . .
C16 C 0.2274(2) 0.48331(5) 0.48751(17) 0.0324(4) Uani 1 1 d . . . . .
H16 H 0.244545 0.481832 0.397518 0.039 Uiso 1 1 calc R U . . .
C17 C 0.2020(2) 0.51973(5) 0.54236(19) 0.0413(5) Uani 1 1 d . . . . .
H17 H 0.202922 0.543015 0.489947 0.050 Uiso 1 1 calc R U . . .
C18 C 0.17553(19) 0.52235(5) 0.67244(18) 0.0329(4) Uani 1 1 d . . . . .
H18 H 0.156323 0.547236 0.709147 0.039 Uiso 1 1 calc R U . . .
C19 C 0.17719(19) 0.48833(5) 0.74896(16) 0.0305(3) Uani 1 1 d . . . . .
H19 H 0.159474 0.489958 0.838727 0.037 Uiso 1 1 calc R U . . .
C20 C 0.20453(17) 0.45192(4) 0.69556(15) 0.0246(3) Uani 1 1 d . . . . .
H20 H 0.207252 0.428822 0.749403 0.029 Uiso 1 1 calc R U . . .
C21 C 0.07775(14) 0.38015(4) 0.44351(14) 0.0172(3) Uani 1 1 d . . . . .
C22 C -0.02765(14) 0.38772(4) 0.52086(14) 0.0199(3) Uani 1 1 d . . . . .
H22 H -0.007617 0.403604 0.599140 0.024 Uiso 1 1 calc R U . . .
C23 C -0.16186(15) 0.37203(4) 0.48338(16) 0.0240(3) Uani 1 1 d . . . . .
H23 H -0.232913 0.376796 0.537015 0.029 Uiso 1 1 calc R U . . .
C24 C -0.19210(15) 0.34948(4) 0.36814(16) 0.0246(3) Uani 1 1 d . . . . .
H24 H -0.284412 0.339269 0.341669 0.030 Uiso 1 1 calc R U . . .
C25 C -0.08762(16) 0.34176(5) 0.29114(15) 0.0252(3) Uani 1 1 d . . . . .
H25 H -0.108468 0.326120 0.212373 0.030 Uiso 1 1 calc R U . . .
C26 C 0.04721(15) 0.35684(4) 0.32887(14) 0.0218(3) Uani 1 1 d . . . . .
H26 H 0.118701 0.351248 0.276485 0.026 Uiso 1 1 calc R U . . .
C27 C 0.22109(14) 0.30770(4) 0.76214(14) 0.0182(3) Uani 1 1 d . . . . .
H27 H 0.295135 0.292846 0.823185 0.022 Uiso 1 1 calc R U . . .
C28 C 0.17820(16) 0.34366(4) 0.83879(14) 0.0217(3) Uani 1 1 d . . . . .
H28A H 0.106280 0.359146 0.779439 0.026 Uiso 1 1 calc R U . . .
H28B H 0.261381 0.360831 0.865276 0.026 Uiso 1 1 calc R U . . .
C29 C 0.11850(17) 0.33099(5) 0.96447(15) 0.0262(3) Uani 1 1 d . . . . .
H29A H 0.193218 0.317641 1.027549 0.031 Uiso 1 1 calc R U . . .
H29B H 0.088167 0.354697 1.009776 0.031 Uiso 1 1 calc R U . . .
C30 C -0.00670(17) 0.30301(5) 0.92909(17) 0.0312(4) Uani 1 1 d . . . . .
H30A H -0.037895 0.293757 1.012664 0.037 Uiso 1 1 calc R U . . .
H30B H -0.086021 0.317496 0.875903 0.037 Uiso 1 1 calc R U . . .
C31 C 0.03076(16) 0.26735(5) 0.84906(16) 0.0278(3) Uani 1 1 d . . . . .
H31A H -0.054943 0.251332 0.820437 0.033 Uiso 1 1 calc R U . . .
H31B H 0.099987 0.250631 0.906848 0.033 Uiso 1 1 calc R U . . .
C32 C 0.09281(15) 0.28030(5) 0.72548(15) 0.0234(3) Uani 1 1 d . . . . .
H32A H 0.019416 0.294258 0.662740 0.028 Uiso 1 1 calc R U . . .
H32B H 0.121579 0.256610 0.679035 0.028 Uiso 1 1 calc R U . . .
C33 C 0.45619(14) 0.28870(4) 0.62984(13) 0.0168(3) Uani 1 1 d . . . . .
H33 H 0.509847 0.294562 0.720862 0.020 Uiso 1 1 calc R U . . .
C34 C 0.41384(15) 0.24495(4) 0.62472(16) 0.0229(3) Uani 1 1 d . . . . .
H34A H 0.359186 0.239344 0.697870 0.027 Uiso 1 1 calc R U . . .
H34B H 0.352313 0.239458 0.538430 0.027 Uiso 1 1 calc R U . . .
C35 C 0.54203(17) 0.21761(4) 0.63891(16) 0.0263(3) Uani 1 1 d . . . . .
H35A H 0.597640 0.220686 0.729603 0.032 Uiso 1 1 calc R U . . .
H35B H 0.509932 0.189817 0.628776 0.032 Uiso 1 1 calc R U . . .
C36 C 0.63489(16) 0.22690(5) 0.53407(15) 0.0250(3) Uani 1 1 d . . . . .
H36A H 0.719566 0.209814 0.548730 0.030 Uiso 1 1 calc R U . . .
H36B H 0.582507 0.221221 0.443549 0.030 Uiso 1 1 calc R U . . .
C37 C 0.67969(16) 0.27004(5) 0.54207(16) 0.0258(3) Uani 1 1 d . . . . .
H37A H 0.736743 0.275728 0.470820 0.031 Uiso 1 1 calc R U . . .
H37B H 0.739091 0.275126 0.629809 0.031 Uiso 1 1 calc R U . . .
C38 C 0.55103(15) 0.29751(4) 0.52554(15) 0.0226(3) Uani 1 1 d . . . . .
H38A H 0.583197 0.325316 0.534887 0.027 Uiso 1 1 calc R U . . .
H38B H 0.496409 0.294170 0.434527 0.027 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'
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
C1 P1 C21 111.49(6) . . ?
C1 P1 C15 111.15(6) . . ?
C21 P1 C15 105.78(6) . . ?
C1 P1 C9 118.26(6) . . ?
C21 P1 C9 103.82(6) . . ?
C15 P1 C9 105.37(6) . . ?
C1 P2 C33 105.93(6) . . ?
C1 P2 C27 108.67(6) . . ?
C33 P2 C27 99.81(6) . . ?
C2 C1 P1 119.78(10) . . ?
C2 C1 P2 127.47(10) . . ?
P1 C1 P2 112.57(7) . . ?
C3 C2 C7 115.40(12) . . ?
C3 C2 C1 121.38(12) . . ?
C7 C2 C1 123.22(12) . . ?
C4 C3 C2 122.34(13) . . ?
C3 C4 C5 120.44(13) . . ?
C6 C5 C4 118.82(13) . . ?
C6 C5 C8 119.60(13) . . ?
C4 C5 C8 121.50(13) . . ?
C7 C6 C5 120.76(13) . . ?
C6 C7 C2 122.18(13) . . ?
F2 C8 F1 106.73(12) . . ?
F2 C8 F3 105.47(12) . . ?
F1 C8 F3 104.67(12) . . ?
F2 C8 C5 113.46(13) . . ?
F1 C8 C5 113.00(12) . . ?
F3 C8 C5 112.79(12) . . ?
C10 C9 C14 119.18(13) . . ?
C10 C9 P1 119.26(11) . . ?
C14 C9 P1 121.55(11) . . ?
C11 C10 C9 120.13(14) . . ?
C12 C11 C10 120.50(14) . . ?
C11 C12 C13 119.66(14) . . ?
C14 C13 C12 120.15(14) . . ?
C13 C14 C9 120.36(14) . . ?
C16 C15 C20 118.91(13) . . ?
C16 C15 P1 122.46(11) . . ?
C20 C15 P1 118.61(11) . . ?
C15 C16 C17 120.47(15) . . ?
C18 C17 C16 120.49(15) . . ?
C17 C18 C19 119.35(15) . . ?
C18 C19 C20 120.51(15) . . ?
C19 C20 C15 120.25(14) . . ?
C26 C21 C22 119.50(13) . . ?
C26 C21 P1 120.75(11) . . ?
C22 C21 P1 119.75(11) . . ?
C23 C22 C21 120.06(13) . . ?
C24 C23 C22 120.12(14) . . ?
C23 C24 C25 120.04(13) . . ?
C26 C25 C24 120.22(14) . . ?
C25 C26 C21 120.04(14) . . ?
C28 C27 C32 109.29(11) . . ?
C28 C27 P2 114.96(10) . . ?
C32 C27 P2 108.26(9) . . ?
C27 C28 C29 111.18(12) . . ?
C30 C29 C28 111.31(13) . . ?
C31 C30 C29 111.75(13) . . ?
C30 C31 C32 111.13(13) . . ?
C31 C32 C27 112.14(12) . . ?
C38 C33 C34 110.45(11) . . ?
C38 C33 P2 111.69(9) . . ?
C34 C33 P2 109.01(9) . . ?
C35 C34 C33 112.04(12) . . ?
C36 C35 C34 111.24(12) . . ?
C37 C36 C35 110.72(12) . . ?
C36 C37 C38 111.06(12) . . ?
C33 C38 C37 111.41(12) . . ?
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 C1 1.7256(13) . ?
P1 C21 1.8172(14) . ?
P1 C15 1.8239(14) . ?
P1 C9 1.8257(14) . ?
P2 C1 1.8086(14) . ?
P2 C33 1.8674(13) . ?
P2 C27 1.8888(14) . ?
F1 C8 1.3453(18) . ?
F2 C8 1.3417(18) . ?
F3 C8 1.3516(17) . ?
C1 C2 1.4558(18) . ?
C2 C3 1.4174(19) . ?
C2 C7 1.4196(19) . ?
C3 C4 1.383(2) . ?
C4 C5 1.394(2) . ?
C5 C6 1.391(2) . ?
C5 C8 1.4823(19) . ?
C6 C7 1.380(2) . ?
C9 C10 1.392(2) . ?
C9 C14 1.399(2) . ?
C10 C11 1.390(2) . ?
C11 C12 1.385(2) . ?
C12 C13 1.391(2) . ?
C13 C14 1.386(2) . ?
C15 C16 1.387(2) . ?
C15 C20 1.394(2) . ?
C16 C17 1.388(2) . ?
C17 C18 1.380(2) . ?
C18 C19 1.385(2) . ?
C19 C20 1.387(2) . ?
C21 C26 1.393(2) . ?
C21 C22 1.3971(19) . ?
C22 C23 1.391(2) . ?
C23 C24 1.383(2) . ?
C24 C25 1.388(2) . ?
C25 C26 1.388(2) . ?
C27 C28 1.5330(19) . ?
C27 C32 1.5400(19) . ?
C28 C29 1.534(2) . ?
C29 C30 1.528(2) . ?
C30 C31 1.527(2) . ?
C31 C32 1.530(2) . ?
C33 C38 1.5273(19) . ?
C33 C34 1.5339(19) . ?
C34 C35 1.529(2) . ?
C35 C36 1.521(2) . ?
C36 C37 1.520(2) . ?
C37 C38 1.534(2) . ?
