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#$Date: 2019-11-08 00:37:22 +0100 (vie 08 de nov de 2019) $
#$Revision: 224530 $
#$URL: svn://www.crystallography.net/cod/cif/7/04/91/7049105.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_7049105
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 H33 I'
_chemical_formula_sum            'C36 H33 I'
_chemical_formula_weight         592.52
_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   geom
_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                   19.0070(19)
_cell_length_b                   24.840(2)
_cell_length_c                   5.9476(6)
_cell_measurement_reflns_used    9865
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      34.40
_cell_measurement_theta_min      3.28
_cell_volume                     2808.1(5)
_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  0.0380
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            62311
_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         32.500
_diffrn_reflns_theta_min         2.699
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    1.163
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.6540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_refine_diff_density_max         2.038
_refine_diff_density_min         -3.510
_refine_diff_density_rms         0.118
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.303
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         5162
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.303
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0470
_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)+(0.0255P)²+6.5144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0970
_refine_ls_wR_factor_ref         0.0982
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4899
_reflns_number_total             5162
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt00399a2.cif
_cod_data_source_block           is_ts033_0506
_cod_depositor_comments
'Adding full bibliography for 7049097--7049105.cif.'
_cod_database_code               7049105
_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   0.714
_shelx_estimated_absorpt_t_max   0.873
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -y-1/2, 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
I1 I 0.10985(2) 0.2500 1.21851(4) 0.01795(6) Uani 1 2 d S T P
C1 C 0.20185(16) 0.2500 1.0206(5) 0.0131(5) Uani 1 2 d S T P
C2 C 0.23168(11) 0.20064(8) 0.9576(4) 0.0127(4) Uani 1 1 d . . .
C3 C 0.29207(11) 0.20202(8) 0.8239(4) 0.0140(4) Uani 1 1 d . . .
H3 H 0.3129 0.1689 0.7797 0.017 Uiso 1 1 calc R U .
C4 C 0.32315(17) 0.2500 0.7523(5) 0.0138(5) Uani 1 2 d S T P
C7 C 0.20184(12) 0.14677(8) 1.0388(4) 0.0142(4) Uani 1 1 d . . .
H7 H 0.1891 0.1521 1.2005 0.017 Uiso 1 1 calc R U .
C8 C 0.13439(12) 0.12973(8) 0.9202(4) 0.0158(4) Uani 1 1 d . . .
C9 C 0.11609(13) 0.14792(10) 0.7077(5) 0.0210(4) Uani 1 1 d . . .
H9 H 0.1455 0.1731 0.6326 0.025 Uiso 1 1 calc R U .
C10 C 0.05501(15) 0.12970(11) 0.6033(6) 0.0287(6) Uani 1 1 d . . .
H10 H 0.0430 0.1425 0.4578 0.034 Uiso 1 1 calc R U .
C11 C 0.01155(14) 0.09292(11) 0.7108(7) 0.0354(7) Uani 1 1 d . . .
H11 H -0.0301 0.0804 0.6395 0.043 Uiso 1 1 calc R U .
C12 C 0.02948(14) 0.07481(11) 0.9226(7) 0.0345(7) Uani 1 1 d . . .
H12 H -0.0003 0.0500 0.9980 0.041 Uiso 1 1 calc R U .
C13 C 0.09061(13) 0.09251(10) 1.0267(5) 0.0247(5) Uani 1 1 d . . .
H13 H 0.1027 0.0792 1.1714 0.030 Uiso 1 1 calc R U .
C14 C 0.25589(12) 0.10137(8) 1.0340(4) 0.0139(4) Uani 1 1 d . . .
C15 C 0.26325(13) 0.06767(9) 0.8485(4) 0.0181(4) Uani 1 1 d . . .
H15 H 0.2343 0.0731 0.7203 0.022 Uiso 1 1 calc R U .
C16 C 0.31247(13) 0.02603(9) 0.8482(5) 0.0229(5) Uani 1 1 d . . .
H16 H 0.3171 0.0034 0.7203 0.027 Uiso 1 1 calc R U .
C17 C 0.35457(13) 0.01788(10) 1.0357(6) 0.0272(6) Uani 1 1 d . . .
H17 H 0.3881 -0.0105 1.0366 0.033 Uiso 1 1 calc R U .
C18 C 0.34775(14) 0.05091(12) 1.2209(5) 0.0285(6) Uani 1 1 d . . .
H18 H 0.3767 0.0453 1.3489 0.034 Uiso 1 1 calc R U .
C19 C 0.29848(13) 0.09246(10) 1.2205(4) 0.0212(4) Uani 1 1 d . . .
H19 H 0.2939 0.1149 1.3490 0.025 Uiso 1 1 calc R U .
C20 C 0.39375(17) 0.2500 0.6283(6) 0.0167(6) Uani 1 2 d S T P
C21 C 0.40227(15) 0.20038(11) 0.4782(5) 0.0274(6) Uani 1 1 d . . .
H21A H 0.3644 0.1996 0.3665 0.041 Uiso 1 1 calc R U .
H21B H 0.4001 0.1678 0.5707 0.041 Uiso 1 1 calc R U .
H21C H 0.4478 0.2020 0.4012 0.041 Uiso 1 1 calc R U .
C22 C 0.4516(2) 0.2500 0.8098(7) 0.0279(8) Uani 1 2 d S T P
H22A H 0.4462 0.2818 0.9060 0.042 Uiso 0.5 1 calc R U P
H22B H 0.4475 0.2174 0.9015 0.042 Uiso 0.5 1 calc R U P
H22C H 0.4979 0.2509 0.7375 0.042 Uiso 1 2 calc R U 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'
I I -0.4742 1.8119 '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 122.0(3) . 8_565
C2 C1 I1 119.00(14) . .
C2 C1 I1 119.00(14) 8_565 .
C3 C2 C1 117.6(2) . .
C3 C2 C7 120.35(18) . .
C1 C2 C7 122.0(2) . .
C4 C3 C2 122.8(2) . .
C4 C3 H3 118.6 . .
C2 C3 H3 118.6 . .
C3 C4 C3 117.1(3) . 8_565
C3 C4 C20 121.17(14) . .
C3 C4 C20 121.16(14) 8_565 .
C8 C7 C14 110.65(17) . .
C8 C7 C2 114.10(18) . .
C14 C7 C2 112.99(18) . .
C8 C7 H7 106.1 . .
C14 C7 H7 106.1 . .
C2 C7 H7 106.1 . .
C9 C8 C13 118.7(2) . .
C9 C8 C7 122.9(2) . .
C13 C8 C7 118.4(2) . .
C8 C9 C10 120.6(2) . .
C8 C9 H9 119.7 . .
C10 C9 H9 119.7 . .
C11 C10 C9 120.3(3) . .
C11 C10 H10 119.8 . .
C9 C10 H10 119.8 . .
C12 C11 C10 119.2(3) . .
C12 C11 H11 120.4 . .
C10 C11 H11 120.4 . .
C11 C12 C13 120.7(3) . .
C11 C12 H12 119.7 . .
C13 C12 H12 119.7 . .
C12 C13 C8 120.4(3) . .
C12 C13 H13 119.8 . .
C8 C13 H13 119.8 . .
C19 C14 C15 118.5(2) . .
C19 C14 C7 119.6(2) . .
C15 C14 C7 121.8(2) . .
C14 C15 C16 121.0(2) . .
C14 C15 H15 119.5 . .
C16 C15 H15 119.5 . .
C17 C16 C15 119.6(3) . .
C17 C16 H16 120.2 . .
C15 C16 H16 120.2 . .
C18 C17 C16 120.0(2) . .
C18 C17 H17 120.0 . .
C16 C17 H17 120.0 . .
C17 C18 C19 120.2(2) . .
C17 C18 H18 119.9 . .
C19 C18 H18 119.9 . .
C14 C19 C18 120.7(3) . .
C14 C19 H19 119.7 . .
C18 C19 H19 119.7 . .
C21 C20 C21 107.3(3) . 8_565
C21 C20 C4 111.94(18) . .
C21 C20 C4 111.94(18) 8_565 .
C21 C20 C22 109.5(2) . .
C21 C20 C22 109.5(2) 8_565 .
C4 C20 C22 106.7(3) . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C20 C22 H22A 109.5 . .
C20 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C20 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C1 2.108(3) .
C1 C2 1.402(3) .
C1 C2 1.402(3) 8_565
C2 C3 1.397(3) .
C2 C7 1.531(3) .
C3 C4 1.397(3) .
C3 H3 0.9500 .
C4 C3 1.397(3) 8_565
C4 C20 1.531(5) .
C7 C8 1.523(3) .
C7 C14 1.526(3) .
C7 H7 1.0000 .
C8 C9 1.387(4) .
C8 C13 1.396(3) .
C9 C10 1.392(4) .
C9 H9 0.9500 .
C10 C11 1.388(5) .
C10 H10 0.9500 .
C11 C12 1.380(5) .
C11 H11 0.9500 .
C12 C13 1.388(4) .
C12 H12 0.9500 .
C13 H13 0.9500 .
C14 C19 1.391(3) .
C14 C15 1.392(3) .
C15 C16 1.395(3) .
C15 H15 0.9500 .
C16 C17 1.388(4) .
C16 H16 0.9500 .
C17 C18 1.379(5) .
C17 H17 0.9500 .
C18 C19 1.393(4) .
C18 H18 0.9500 .
C19 H19 0.9500 .
C20 C21 1.531(3) .
C20 C21 1.531(3) 8_565
C20 C22 1.541(5) .
C21 H21A 0.9800 .
C21 H21B 0.9800 .
C21 H21C 0.9800 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
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 -1.4(4) 8_565 .
I1 C1 C2 C3 179.13(17) . .
C2 C1 C2 C7 176.03(18) 8_565 .
I1 C1 C2 C7 -3.5(3) . .
C1 C2 C3 C4 0.0(4) . .
C7 C2 C3 C4 -177.4(2) . .
C2 C3 C4 C3 1.3(4) . 8_565
C2 C3 C4 C20 173.1(3) . .
C3 C2 C7 C8 -106.9(2) . .
C1 C2 C7 C8 75.8(3) . .
C3 C2 C7 C14 20.7(3) . .
C1 C2 C7 C14 -156.7(2) . .
C14 C7 C8 C9 -104.8(2) . .
C2 C7 C8 C9 23.9(3) . .
C14 C7 C8 C13 72.5(3) . .
C2 C7 C8 C13 -158.7(2) . .
C13 C8 C9 C10 0.4(4) . .
C7 C8 C9 C10 177.8(2) . .
C8 C9 C10 C11 -0.1(4) . .
C9 C10 C11 C12 0.2(4) . .
C10 C11 C12 C13 -0.8(4) . .
C11 C12 C13 C8 1.1(4) . .
C9 C8 C13 C12 -1.0(4) . .
C7 C8 C13 C12 -178.4(2) . .
C8 C7 C14 C19 -141.9(2) . .
C2 C7 C14 C19 88.7(3) . .
C8 C7 C14 C15 37.0(3) . .
C2 C7 C14 C15 -92.4(3) . .
C19 C14 C15 C16 -0.4(3) . .
C7 C14 C15 C16 -179.3(2) . .
C14 C15 C16 C17 0.3(4) . .
C15 C16 C17 C18 -0.1(4) . .
C16 C17 C18 C19 0.2(4) . .
C15 C14 C19 C18 0.4(3) . .
C7 C14 C19 C18 179.4(2) . .
C17 C18 C19 C14 -0.3(4) . .
C3 C4 C20 C21 34.0(4) . .
C3 C4 C20 C21 -154.5(3) 8_565 .
C3 C4 C20 C21 154.5(3) . 8_565
C3 C4 C20 C21 -34.0(4) 8_565 8_565
C3 C4 C20 C22 -85.7(3) . .
C3 C4 C20 C22 85.7(3) 8_565 .
