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#$Date: 2019-11-08 01:37:22 +0200 (Fri, 08 Nov 2019) $
#$Revision: 224530 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/91/7049104.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_7049104
loop_
_publ_author_name
'Bresien, Jonas'
'Goicoechea, Jose M.'
'Hinz, Alexander'
'Scharnhölz, Moritz T'
'Schulz, Axel'
'Suhrbier, Tim'
'Villinger, Alexander'
_publ_section_title
;
 Increasing steric demand through flexible bulk - primary phosphanes with
 2,6-bis(benzhydryl)phenyl backbones.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3786
_journal_page_last               3794
_journal_paper_doi               10.1039/c9dt00399a
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         'C36 H35 P'
_chemical_formula_sum            'C36 H35 P'
_chemical_formula_weight         498.61
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-01-28 deposited with the CCDC.    2019-02-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.868(4)
_cell_length_b                   24.821(5)
_cell_length_c                   5.9471(12)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      34.94
_cell_measurement_theta_min      2.31
_cell_volume                     2785.2(10)
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_collection       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Apex Kappa-II-CCD-diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            38890
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.998
_diffrn_reflns_theta_min         2.310
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.121
_exptl_absorpt_correction_T_max  0.7470
_exptl_absorpt_correction_T_min  0.6458
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.790
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.134
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         3777
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.134
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0532
_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)+(0.0640P)²+1.7774P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1368
_refine_ls_wR_factor_ref         0.1424
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3273
_reflns_number_total             3777
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt00399a2.cif
_cod_data_source_block           is_ts037
_cod_depositor_comments
'Adding full bibliography for 7049097--7049105.cif.'
_cod_original_cell_volume        2785.1(10)
_cod_database_code               7049104
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.910
_shelx_estimated_absorpt_t_max   0.984
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, 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
C1 C 0.70255(10) 0.2500 0.5017(3) 0.0153(4) Uani 1 2 d S T P
C2 C 0.73356(7) 0.29895(5) 0.5703(2) 0.0153(3) Uani 1 1 d . . .
C3 C 0.79336(7) 0.29803(5) 0.7082(2) 0.0168(3) Uani 1 1 d . . .
H3 H 0.8136 0.3312 0.7550 0.020 Uiso 1 1 calc R U .
C4 C 0.82453(10) 0.2500 0.7797(3) 0.0158(4) Uani 1 2 d S T P
C5 C 0.70258(7) 0.35284(5) 0.4905(2) 0.0162(3) Uani 1 1 d . . .
H5 H 0.6887 0.3476 0.3297 0.019 Uiso 1 1 calc R U .
C6 C 0.63520(7) 0.36928(5) 0.6152(3) 0.0182(3) Uani 1 1 d . . .
C7 C 0.61766(8) 0.34923(6) 0.8257(3) 0.0227(3) Uani 1 1 d . . .
H7 H 0.6478 0.3237 0.8963 0.027 Uiso 1 1 calc R U .
C8 C 0.55607(9) 0.36631(7) 0.9348(3) 0.0303(4) Uani 1 1 d . . .
H8 H 0.5447 0.3524 1.0792 0.036 Uiso 1 1 calc R U .
C9 C 0.51149(9) 0.40341(7) 0.8336(4) 0.0351(4) Uani 1 1 d . . .
H9 H 0.4695 0.4149 0.9077 0.042 Uiso 1 1 calc R U .
C10 C 0.52862(9) 0.42363(6) 0.6235(4) 0.0340(4) Uani 1 1 d . . .
H10 H 0.4982 0.4491 0.5533 0.041 Uiso 1 1 calc R U .
C11 C 0.58986(8) 0.40700(6) 0.5148(3) 0.0255(3) Uani 1 1 d . . .
H11 H 0.6012 0.4213 0.3710 0.031 Uiso 1 1 calc R U .
C12 C 0.75644(7) 0.39875(5) 0.4932(2) 0.0168(3) Uani 1 1 d . . .
C13 C 0.76383(8) 0.43260(6) 0.6778(3) 0.0205(3) Uani 1 1 d . . .
H13 H 0.7352 0.4270 0.8072 0.025 Uiso 1 1 calc R U .
C14 C 0.81286(8) 0.47469(6) 0.6752(3) 0.0253(3) Uani 1 1 d . . .
H14 H 0.8175 0.4975 0.8025 0.030 Uiso 1 1 calc R U .
C15 C 0.85479(8) 0.48320(6) 0.4871(3) 0.0291(4) Uani 1 1 d . . .
H15 H 0.8882 0.5118 0.4853 0.035 Uiso 1 1 calc R U .
C16 C 0.84772(9) 0.44983(7) 0.3019(3) 0.0299(4) Uani 1 1 d . . .
H16 H 0.8765 0.4555 0.1730 0.036 Uiso 1 1 calc R U .
C17 C 0.79850(8) 0.40793(6) 0.3040(3) 0.0232(3) Uani 1 1 d . . .
H17 H 0.7936 0.3855 0.1756 0.028 Uiso 1 1 calc R U .
C18 C 0.89516(11) 0.2500 0.9077(4) 0.0189(4) Uani 1 2 d S T P
C19 C 0.90357(10) 0.29969(7) 1.0579(3) 0.0339(4) Uani 1 1 d . . .
H19A H 0.9027 0.3323 0.9648 0.051 Uiso 1 1 calc R U .
H19B H 0.9488 0.2976 1.1383 0.051 Uiso 1 1 calc R U .
H19C H 0.8646 0.3010 1.1666 0.051 Uiso 1 1 calc R U .
C20 C 0.95361(13) 0.2500 0.7272(5) 0.0347(6) Uani 1 2 d S T P
H20A H 0.9481 0.2183 0.6306 0.052 Uiso 0.5 1 calc R U P
H20B H 1.0002 0.2490 0.8001 0.052 Uiso 1 2 calc R U P
H20C H 0.9497 0.2827 0.6358 0.052 Uiso 0.5 1 calc R U P
P1 P 0.62852(3) 0.2500 0.30086(10) 0.02399(16) Uani 1 2 d S T P
H1A H 0.588(3) 0.283(2) 0.426(9) 0.023(13) Uiso 0.5 1 d . . P
H2A H 0.590(3) 0.209(2) 0.362(9) 0.026(14) Uiso 0.5 1 d . . P
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
C2 C1 C2 119.17(17) . 7_565
C2 C1 P1 120.25(9) . .
C2 C1 P1 120.25(9) 7_565 .
C3 C2 C1 119.47(13) . .
C3 C2 C5 120.26(12) . .
C1 C2 C5 120.26(13) . .
C2 C3 C4 122.28(13) . .
C2 C3 H3 118.9 . .
C4 C3 H3 118.9 . .
C3 C4 C3 117.32(18) 7_565 .
C3 C4 C18 121.14(9) 7_565 .
C3 C4 C18 121.14(9) . .
C12 C5 C6 110.46(11) . .
C12 C5 C2 113.18(11) . .
C6 C5 C2 113.56(11) . .
C12 C5 H5 106.3 . .
C6 C5 H5 106.3 . .
C2 C5 H5 106.3 . .
C7 C6 C11 118.59(14) . .
C7 C6 C5 122.75(13) . .
C11 C6 C5 118.64(14) . .
C6 C7 C8 120.58(15) . .
C6 C7 H7 119.7 . .
C8 C7 H7 119.7 . .
C9 C8 C7 120.35(18) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
C10 C9 C8 119.43(16) . .
C10 C9 H9 120.3 . .
C8 C9 H9 120.3 . .
C9 C10 C11 120.47(16) . .
C9 C10 H10 119.8 . .
C11 C10 H10 119.8 . .
C10 C11 C6 120.57(17) . .
C10 C11 H11 119.7 . .
C6 C11 H11 119.7 . .
C13 C12 C17 118.77(13) . .
C13 C12 C5 121.75(13) . .
C17 C12 C5 119.47(13) . .
C12 C13 C14 120.70(14) . .
C12 C13 H13 119.7 . .
C14 C13 H13 119.7 . .
C15 C14 C13 120.08(15) . .
C15 C14 H14 120.0 . .
C13 C14 H14 120.0 . .
C16 C15 C14 119.72(15) . .
C16 C15 H15 120.1 . .
C14 C15 H15 120.1 . .
C15 C16 C17 120.23(15) . .
C15 C16 H16 119.9 . .
C17 C16 H16 119.9 . .
C16 C17 C12 120.50(15) . .
C16 C17 H17 119.8 . .
C12 C17 H17 119.8 . .
C19 C18 C19 107.3(2) . 7_565
C19 C18 C4 112.29(11) . .
C19 C18 C4 112.29(11) 7_565 .
C19 C18 C20 109.43(13) . .
C19 C18 C20 109.43(13) 7_565 .
C4 C18 C20 106.05(18) . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C1 P1 H1A 94(2) . .
C1 P1 H2A 104(2) . .
H1A P1 H2A 90(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.4088(16) .
C1 C2 1.4089(16) 7_565
C1 P1 1.838(2) .
C2 C3 1.3950(19) .
C2 C5 1.5350(18) .
C3 C4 1.3957(17) .
C3 H3 0.9500 .
C4 C3 1.3957(17) 7_565
C4 C18 1.535(3) .
C5 C12 1.5268(19) .
C5 C6 1.5274(19) .
C5 H5 1.0000 .
C6 C7 1.387(2) .
C6 C11 1.402(2) .
C7 C8 1.397(2) .
C7 H7 0.9500 .
C8 C9 1.385(3) .
C8 H8 0.9500 .
C9 C10 1.385(3) .
C9 H9 0.9500 .
C10 C11 1.387(2) .
C10 H10 0.9500 .
C11 H11 0.9500 .
C12 C13 1.390(2) .
C12 C17 1.396(2) .
C13 C14 1.395(2) .
C13 H13 0.9500 .
C14 C15 1.386(2) .
C14 H14 0.9500 .
C15 C16 1.385(3) .
C15 H15 0.9500 .
C16 C17 1.394(2) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C19 1.531(2) .
C18 C19 1.531(2) 7_565
C18 C20 1.539(3) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
P1 H1A 1.35(5) .
P1 H2A 1.31(5) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C2 C1 C2 C3 -1.3(3) 7_565 .
P1 C1 C2 C3 -174.76(12) . .
C2 C1 C2 C5 177.62(11) 7_565 .
P1 C1 C2 C5 4.2(2) . .
C1 C2 C3 C4 0.8(2) . .
C5 C2 C3 C4 -178.19(14) . .
C2 C3 C4 C3 -0.2(3) . 7_565
C2 C3 C4 C18 172.64(16) . .
C3 C2 C5 C12 23.06(18) . .
C1 C2 C5 C12 -155.88(14) . .
C3 C2 C5 C6 -103.92(15) . .
C1 C2 C5 C6 77.13(17) . .
C12 C5 C6 C7 -106.81(15) . .
C2 C5 C6 C7 21.58(19) . .
C12 C5 C6 C11 71.90(16) . .
C2 C5 C6 C11 -159.70(13) . .
C11 C6 C7 C8 0.1(2) . .
C5 C6 C7 C8 178.77(14) . .
C6 C7 C8 C9 0.2(2) . .
C7 C8 C9 C10 -0.2(3) . .
C8 C9 C10 C11 0.0(3) . .
C9 C10 C11 C6 0.3(2) . .
C7 C6 C11 C10 -0.3(2) . .
C5 C6 C11 C10 -179.09(14) . .
C6 C5 C12 C13 35.86(18) . .
C2 C5 C12 C13 -92.74(15) . .
C6 C5 C12 C17 -142.74(13) . .
C2 C5 C12 C17 88.66(16) . .
C17 C12 C13 C14 -0.6(2) . .
C5 C12 C13 C14 -179.23(13) . .
C12 C13 C14 C15 0.1(2) . .
C13 C14 C15 C16 0.1(2) . .
C14 C15 C16 C17 0.2(2) . .
C15 C16 C17 C12 -0.7(2) . .
C13 C12 C17 C16 0.9(2) . .
C5 C12 C17 C16 179.58(13) . .
C3 C4 C18 C19 -154.27(17) 7_565 .
C3 C4 C18 C19 33.2(3) . .
C3 C4 C18 C19 -33.2(3) 7_565 7_565
C3 C4 C18 C19 154.27(17) . 7_565
C3 C4 C18 C20 86.26(16) 7_565 .
C3 C4 C18 C20 -86.26(16) . .
