#------------------------------------------------------------------------------
#$Date: 2021-04-05 17:28:57 +0300 (Mon, 05 Apr 2021) $
#$Revision: 263710 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/02/1560250.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_1560250
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         'C37 H42 P2, C7 H8'
_chemical_formula_sum            'C44 H50 P2'
_chemical_formula_weight         640.78
_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
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2020-02-10 deposited with the CCDC.	2021-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                93.442(4)
_cell_angle_beta                 93.343(4)
_cell_angle_gamma                107.914(4)
_cell_formula_units_Z            2
_cell_length_a                   9.3576(5)
_cell_length_b                   13.3096(6)
_cell_length_c                   14.9346(8)
_cell_measurement_reflns_used    5288
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.1830
_cell_measurement_theta_min      4.3810
_cell_volume                     1760.89(16)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXL-2018/1 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4409
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14570
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.992
_diffrn_reflns_theta_min         4.406
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.334
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.664
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
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            orange
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.184
_exptl_crystal_size_mid          0.176
_exptl_crystal_size_min          0.153
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         7169
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0389
_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)+(0.0424P)²+0.5684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5955
_reflns_number_total             7169
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc00105a2.cif
_cod_data_source_block           CS029
_cod_depositor_comments
'Adding full bibliography for 1560241--1560250.cif.'
_cod_database_code               1560250
_shelx_shelxl_version_number     2018/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
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
C1 C 0.59143(17) 0.78524(12) 0.25691(10) 0.0161(3) Uani 1 1 d . . . . .
C2 C 0.65155(17) 0.75019(12) 0.33831(10) 0.0159(3) Uani 1 1 d . . . . .
C3 C 0.58288(18) 0.74386(13) 0.42061(11) 0.0195(3) Uani 1 1 d . . . . .
H3 H 0.494743 0.764561 0.424299 0.023 Uiso 1 1 calc R U . . .
C4 C 0.63971(19) 0.70851(14) 0.49605(11) 0.0228(3) Uani 1 1 d . . . . .
H4 H 0.589694 0.704906 0.549882 0.027 Uiso 1 1 calc R U . . .
C5 C 0.76930(19) 0.67822(14) 0.49378(11) 0.0221(3) Uani 1 1 d . . . . .
H5 H 0.809048 0.654744 0.545626 0.027 Uiso 1 1 calc R U . . .
C6 C 0.83879(18) 0.68315(14) 0.41417(11) 0.0212(3) Uani 1 1 d . . . . .
H6 H 0.926642 0.661962 0.411298 0.025 Uiso 1 1 calc R U . . .
C7 C 0.78243(18) 0.71849(13) 0.33842(11) 0.0183(3) Uani 1 1 d . . . . .
H7 H 0.833432 0.721452 0.284997 0.022 Uiso 1 1 calc R U . . .
C8 C 0.35186(17) 0.81296(13) 0.13647(11) 0.0177(3) Uani 1 1 d . . . . .
C9 C 0.35265(19) 0.91587(14) 0.12225(12) 0.0226(3) Uani 1 1 d . . . . .
H9 H 0.377369 0.968744 0.171243 0.027 Uiso 1 1 calc R U . . .
C10 C 0.3173(2) 0.94104(16) 0.03639(13) 0.0291(4) Uani 1 1 d . . . . .
H10 H 0.319020 1.011259 0.026600 0.035 Uiso 1 1 calc R U . . .
C11 C 0.2795(2) 0.86355(17) -0.03476(12) 0.0311(4) Uani 1 1 d . . . . .
H11 H 0.255357 0.880849 -0.093327 0.037 Uiso 1 1 calc R U . . .
C12 C 0.2768(2) 0.76080(16) -0.02103(12) 0.0284(4) Uani 1 1 d . . . . .
H12 H 0.249861 0.707815 -0.069978 0.034 Uiso 1 1 calc R U . . .
C13 C 0.31349(19) 0.73551(15) 0.06443(11) 0.0231(3) Uani 1 1 d . . . . .
H13 H 0.312420 0.665314 0.073760 0.028 Uiso 1 1 calc R U . . .
C14 C 0.34669(18) 0.86338(13) 0.32847(11) 0.0181(3) Uani 1 1 d . . . . .
C15 C 0.44418(19) 0.96552(14) 0.35017(11) 0.0214(3) Uani 1 1 d . . . . .
H15 H 0.536068 0.988552 0.322231 0.026 Uiso 1 1 calc R U . . .
C16 C 0.40841(19) 1.03431(14) 0.41242(12) 0.0236(4) Uani 1 1 d . . . . .
H16 H 0.475210 1.104184 0.426244 0.028 Uiso 1 1 calc R U . . .
C17 C 0.2755(2) 1.00095(15) 0.45425(11) 0.0233(4) Uani 1 1 d . . . . .
H17 H 0.250928 1.047887 0.496695 0.028 Uiso 1 1 calc R U . . .
C18 C 0.1788(2) 0.89949(15) 0.43412(12) 0.0250(4) Uani 1 1 d . . . . .
H18 H 0.088146 0.876473 0.463249 0.030 Uiso 1 1 calc R U . . .
C19 C 0.21328(19) 0.83046(14) 0.37135(12) 0.0227(3) Uani 1 1 d . . . . .
H19 H 0.145809 0.760779 0.357661 0.027 Uiso 1 1 calc R U . . .
C20 C 0.27314(18) 0.64588(13) 0.25417(10) 0.0177(3) Uani 1 1 d . . . . .
C21 C 0.11802(18) 0.62430(14) 0.23178(12) 0.0226(3) Uani 1 1 d . . . . .
H21 H 0.081274 0.678391 0.210714 0.027 Uiso 1 1 calc R U . . .
C22 C 0.0185(2) 0.52460(15) 0.24028(12) 0.0262(4) Uani 1 1 d . . . . .
H22 H -0.086444 0.511112 0.226592 0.031 Uiso 1 1 calc R U . . .
C23 C 0.0717(2) 0.44422(14) 0.26875(12) 0.0261(4) Uani 1 1 d . . . . .
H23 H 0.003203 0.376076 0.275108 0.031 Uiso 1 1 calc R U . . .
C24 C 0.2249(2) 0.46368(14) 0.28786(11) 0.0229(3) Uani 1 1 d . . . . .
H24 H 0.261581 0.408237 0.305789 0.027 Uiso 1 1 calc R U . . .
C25 C 0.32540(18) 0.56409(13) 0.28090(11) 0.0186(3) Uani 1 1 d . . . . .
H25 H 0.430264 0.576943 0.294454 0.022 Uiso 1 1 calc R U . . .
C26 C 0.77131(18) 0.74544(13) 0.10716(10) 0.0174(3) Uani 1 1 d . . . . .
H26 H 0.872611 0.749826 0.135744 0.021 Uiso 1 1 calc R U . . .
C27 C 0.66623(19) 0.63200(13) 0.10906(11) 0.0205(3) Uani 1 1 d . . . . .
H27A H 0.563814 0.627901 0.084523 0.025 Uiso 1 1 calc R U . . .
H27B H 0.660027 0.613115 0.172142 0.025 Uiso 1 1 calc R U . . .
C28 C 0.7216(2) 0.55226(14) 0.05391(11) 0.0234(3) Uani 1 1 d . . . . .
H28A H 0.819641 0.551326 0.081908 0.028 Uiso 1 1 calc R U . . .
H28B H 0.648685 0.480427 0.054593 0.028 Uiso 1 1 calc R U . . .
C29 C 0.7394(2) 0.58034(15) -0.04323(12) 0.0263(4) Uani 1 1 d . . . . .
H29A H 0.781937 0.530516 -0.075750 0.032 Uiso 1 1 calc R U . . .
H29B H 0.639334 0.572954 -0.073536 0.032 Uiso 1 1 calc R U . . .
C30 C 0.8428(2) 0.69343(15) -0.04695(12) 0.0276(4) Uani 1 1 d . . . . .
H30A H 0.845974 0.711690 -0.110254 0.033 Uiso 1 1 calc R U . . .
H30B H 0.946248 0.698342 -0.023852 0.033 Uiso 1 1 calc R U . . .
C31 C 0.7881(2) 0.77258(14) 0.00902(11) 0.0224(3) Uani 1 1 d . . . . .
H31A H 0.689707 0.773373 -0.018507 0.027 Uiso 1 1 calc R U . . .
H31B H 0.860699 0.844454 0.007901 0.027 Uiso 1 1 calc R U . . .
C32 C 0.88098(17) 0.93555(13) 0.22987(11) 0.0172(3) Uani 1 1 d . . . . .
H32 H 0.925785 0.891592 0.267687 0.021 Uiso 1 1 calc R U . . .
C33 C 0.99491(18) 0.98847(13) 0.16360(11) 0.0187(3) Uani 1 1 d . . . . .
H33A H 1.022991 0.933320 0.127905 0.022 Uiso 1 1 calc R U . . .
H33B H 0.947439 1.025756 0.121469 0.022 Uiso 1 1 calc R U . . .
C34 C 1.13681(18) 1.06742(14) 0.21226(11) 0.0218(3) Uani 1 1 d . . . . .
H34A H 1.205103 1.102304 0.167281 0.026 Uiso 1 1 calc R U . . .
H34B H 1.190035 1.028928 0.249582 0.026 Uiso 1 1 calc R U . . .
C35 C 1.0998(2) 1.15171(14) 0.27220(12) 0.0240(4) Uani 1 1 d . . . . .
H35A H 1.193475 1.199027 0.305189 0.029 Uiso 1 1 calc R U . . .
H35B H 1.056027 1.195214 0.234404 0.029 Uiso 1 1 calc R U . . .
C36 C 0.98843(19) 1.10004(13) 0.33918(11) 0.0214(3) Uani 1 1 d . . . . .
H36A H 0.960416 1.155517 0.374472 0.026 Uiso 1 1 calc R U . . .
H36B H 1.037129 1.063745 0.381559 0.026 Uiso 1 1 calc R U . . .
C37 C 0.84618(18) 1.01993(13) 0.29175(11) 0.0188(3) Uani 1 1 d . . . . .
H37A H 0.790557 1.057984 0.255672 0.023 Uiso 1 1 calc R U . . .
H37B H 0.780248 0.984548 0.337585 0.023 Uiso 1 1 calc R U . . .
P1_1 P 0.40436(4) 0.77808(3) 0.24605(3) 0.01498(9) Uani 1 1 d . . . . .
P2_1 P 0.70172(4) 0.84752(3) 0.16850(3) 0.01566(9) Uani 1 1 d . . . . .
C1_1 C 0.70439(19) 0.35093(15) 0.37368(12) 0.0248(4) Uani 1 1 d . . . . .
C2_1 C 0.6341(2) 0.41580(15) 0.33092(13) 0.0269(4) Uani 1 1 d . . . . .
H2_1 H 0.644418 0.484271 0.358182 0.032 Uiso 1 1 calc R U . . .
C3_1 C 0.5498(2) 0.38156(15) 0.24932(13) 0.0272(4) Uani 1 1 d . . . . .
H3_1 H 0.503584 0.426844 0.220695 0.033 Uiso 1 1 calc R U . . .
C4_1 C 0.5325(2) 0.28176(16) 0.20938(13) 0.0297(4) Uani 1 1 d . . . . .
H4_1 H 0.473742 0.257984 0.153688 0.036 Uiso 1 1 calc R U . . .
C5_1 C 0.6014(2) 0.21672(16) 0.25094(14) 0.0332(4) Uani 1 1 d . . . . .
H5_1 H 0.590220 0.148107 0.223683 0.040 Uiso 1 1 calc R U . . .
C6_1 C 0.6867(2) 0.25156(15) 0.33243(13) 0.0287(4) Uani 1 1 d . . . . .
H6_1 H 0.733760 0.206334 0.360374 0.034 Uiso 1 1 calc R U . . .
C7_1 C 0.7971(3) 0.38909(18) 0.46201(14) 0.0395(5) Uani 1 1 d . . . . .
H7AA_1 H 0.875177 0.456385 0.455704 0.059 Uiso 0.60(6) 1 calc R U P A 1
H7AB_1 H 0.844683 0.336306 0.479474 0.059 Uiso 0.60(6) 1 calc R U P A 1
H7AC_1 H 0.731861 0.399404 0.508361 0.059 Uiso 0.60(6) 1 calc R U P A 1
H7BA_1 H 0.778386 0.330865 0.501398 0.059 Uiso 0.40(6) 1 calc R U P A 2
H7BB_1 H 0.769084 0.447676 0.490789 0.059 Uiso 0.40(6) 1 calc R U P A 2
H7BC_1 H 0.904251 0.413555 0.451353 0.059 Uiso 0.40(6) 1 calc R U P A 2
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'
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
C2 C1 P1_1 119.35(11) . . ?
C2 C1 P2_1 125.30(11) . . ?
P1_1 C1 P2_1 115.12(9) . . ?
C7 C2 C3 115.40(14) . . ?
C7 C2 C1 121.35(14) . . ?
C3 C2 C1 123.24(14) . . ?
C4 C3 C2 122.30(15) . . ?
C3 C4 C5 120.71(15) . . ?
C6 C5 C4 118.37(15) . . ?
C5 C6 C7 121.18(15) . . ?
C6 C7 C2 122.03(15) . . ?
C13 C8 C9 119.58(15) . . ?
C13 C8 P1_1 118.88(13) . . ?
C9 C8 P1_1 121.52(13) . . ?
C10 C9 C8 120.07(17) . . ?
C11 C10 C9 119.89(18) . . ?
C10 C11 C12 120.42(17) . . ?
C11 C12 C13 119.91(18) . . ?
C12 C13 C8 120.13(17) . . ?
C15 C14 C19 118.80(15) . . ?
C15 C14 P1_1 117.45(12) . . ?
C19 C14 P1_1 123.73(13) . . ?
C14 C15 C16 120.64(16) . . ?
C17 C16 C15 120.04(17) . . ?
C18 C17 C16 119.84(16) . . ?
C17 C18 C19 120.45(16) . . ?
C18 C19 C14 120.21(16) . . ?
C25 C20 C21 118.85(15) . . ?
C25 C20 P1_1 120.54(12) . . ?
C21 C20 P1_1 120.60(13) . . ?
C22 C21 C20 120.35(16) . . ?
C21 C22 C23 120.21(16) . . ?
C24 C23 C22 119.85(16) . . ?
C23 C24 C25 120.28(16) . . ?
C24 C25 C20 120.39(15) . . ?
C27 C26 C31 109.31(13) . . ?
C27 C26 P2_1 113.25(11) . . ?
C31 C26 P2_1 108.32(11) . . ?
C26 C27 C28 111.70(13) . . ?
C29 C28 C27 111.48(14) . . ?
C30 C29 C28 110.93(15) . . ?
C29 C30 C31 111.27(15) . . ?
C30 C31 C26 112.40(14) . . ?
C37 C32 C33 110.29(13) . . ?
C37 C32 P2_1 109.39(10) . . ?
C33 C32 P2_1 110.98(11) . . ?
C34 C33 C32 111.71(13) . . ?
C33 C34 C35 111.72(14) . . ?
C36 C35 C34 110.50(14) . . ?
C35 C36 C37 111.61(14) . . ?
C36 C37 C32 112.56(13) . . ?
C1 P1_1 C8 111.48(7) . . ?
C1 P1_1 C20 114.41(8) . . ?
C8 P1_1 C20 103.89(8) . . ?
C1 P1_1 C14 115.66(8) . . ?
C8 P1_1 C14 105.92(7) . . ?
C20 P1_1 C14 104.41(7) . . ?
C1 P2_1 C32 103.92(7) . . ?
C1 P2_1 C26 108.17(7) . . ?
C32 P2_1 C26 101.05(7) . . ?
C6_1 C1_1 C2_1 118.15(17) . . ?
C6_1 C1_1 C7_1 121.32(17) . . ?
C2_1 C1_1 C7_1 120.53(18) . . ?
C3_1 C2_1 C1_1 120.83(17) . . ?
C4_1 C3_1 C2_1 120.21(17) . . ?
C3_1 C4_1 C5_1 119.58(18) . . ?
C4_1 C5_1 C6_1 120.06(18) . . ?
C1_1 C6_1 C5_1 121.17(17) . . ?
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
C1 C2 1.470(2) . ?
C1 P1_1 1.7211(15) . ?
C1 P2_1 1.8054(16) . ?
C2 C7 1.413(2) . ?
C2 C3 1.415(2) . ?
C3 C4 1.386(2) . ?
C4 C5 1.392(2) . ?
C5 C6 1.383(2) . ?
C6 C7 1.388(2) . ?
C8 C13 1.394(2) . ?
C8 C9 1.396(2) . ?
C8 P1_1 1.8090(16) . ?
C9 C10 1.391(2) . ?
C10 C11 1.385(3) . ?
C11 C12 1.388(3) . ?
C12 C13 1.390(2) . ?
C14 C15 1.391(2) . ?
C14 C19 1.397(2) . ?
C14 P1_1 1.8390(16) . ?
C15 C16 1.392(2) . ?
C16 C17 1.385(2) . ?
C17 C18 1.378(3) . ?
C18 C19 1.393(2) . ?
C20 C25 1.393(2) . ?
C20 C21 1.406(2) . ?
C20 P1_1 1.8255(17) . ?
C21 C22 1.385(2) . ?
C22 C23 1.390(3) . ?
C23 C24 1.385(3) . ?
C24 C25 1.391(2) . ?
C26 C27 1.530(2) . ?
C26 C31 1.536(2) . ?
C26 P2_1 1.8904(16) . ?
C27 C28 1.535(2) . ?
C28 C29 1.525(2) . ?
C29 C30 1.525(3) . ?
C30 C31 1.531(2) . ?
C32 C37 1.535(2) . ?
C32 C33 1.535(2) . ?
C32 P2_1 1.8733(16) . ?
C33 C34 1.527(2) . ?
C34 C35 1.528(2) . ?
C35 C36 1.524(2) . ?
C36 C37 1.529(2) . ?
C1_1 C6_1 1.383(3) . ?
C1_1 C2_1 1.397(3) . ?
C1_1 C7_1 1.505(3) . ?
C2_1 C3_1 1.384(3) . ?
C3_1 C4_1 1.381(3) . ?
C4_1 C5_1 1.382(3) . ?
C5_1 C6_1 1.387(3) . ?
