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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/7/04/90/7049097.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_7049097
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         'C33 H27 Cl'
_chemical_formula_sum            'C33 H27 Cl'
_chemical_formula_weight         458.99
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_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                   17.0701(18)
_cell_length_b                   24.879(2)
_cell_length_c                   5.8722(6)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      32.11
_cell_measurement_theta_min      2.52
_cell_volume                     2493.8(4)
_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-2013
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_source         'microfocus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            67901
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.000
_diffrn_reflns_theta_min         2.523
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.7464
_exptl_absorpt_correction_T_min  0.7105
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2014)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     161
_refine_ls_number_reflns         4399
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0467
_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)+(0.0436P)²+1.4711P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1144
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3691
_reflns_number_total             4399
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt00399a2.cif
_cod_data_source_block           jb_ms401_1
_cod_depositor_comments
'Adding full bibliography for 7049097--7049105.cif.'
_cod_database_code               7049097
_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   0.958
_shelx_estimated_absorpt_t_max   0.988
_shelxl_version_number           2013-4
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
Cl1 Cl 0.65932(3) 0.7500 0.69481(7) 0.02146(10) Uani 1 2 d S T P
C1 C 0.73917(9) 0.7500 0.5079(3) 0.0147(3) Uani 1 2 d S T P
C2 C 0.76872(6) 0.70051(4) 0.43331(18) 0.01450(19) Uani 1 1 d . . .
C3 C 0.83035(6) 0.70170(4) 0.2774(2) 0.0181(2) Uani 1 1 d . . .
H3 H 0.8516 0.6687 0.2244 0.022 Uiso 1 1 calc R U .
C4 C 0.86192(9) 0.7500 0.1967(3) 0.0201(3) Uani 1 2 d S T P
C5 C 0.72980(6) 0.64836(4) 0.50965(18) 0.0155(2) Uani 1 1 d . . .
H5 H 0.7181 0.6526 0.6755 0.019 Uiso 1 1 calc R U .
C6 C 0.65102(6) 0.64004(4) 0.3906(2) 0.0163(2) Uani 1 1 d . . .
C7 C 0.63344(7) 0.66344(5) 0.1819(2) 0.0218(2) Uani 1 1 d . . .
H7 H 0.6705 0.6865 0.1114 0.026 Uiso 1 1 calc R U .
C8 C 0.56166(8) 0.65338(5) 0.0742(2) 0.0284(3) Uani 1 1 d . . .
H8 H 0.5502 0.6698 -0.0680 0.034 Uiso 1 1 calc R U .
C9 C 0.50745(7) 0.61957(5) 0.1744(3) 0.0319(3) Uani 1 1 d . . .
H9 H 0.4590 0.6124 0.1010 0.038 Uiso 1 1 calc R U .
C10 C 0.52439(8) 0.59622(6) 0.3821(3) 0.0341(3) Uani 1 1 d . . .
H10 H 0.4873 0.5730 0.4515 0.041 Uiso 1 1 calc R U .
C11 C 0.59535(8) 0.60645(5) 0.4908(2) 0.0255(3) Uani 1 1 d . . .
H11 H 0.6059 0.5904 0.6343 0.031 Uiso 1 1 calc R U .
C12 C 0.78170(7) 0.59863(4) 0.48781(18) 0.0150(2) Uani 1 1 d . . .
C13 C 0.78080(7) 0.56657(4) 0.29260(19) 0.0177(2) Uani 1 1 d . . .
H13 H 0.7488 0.5765 0.1671 0.021 Uiso 1 1 calc R U .
C14 C 0.82636(7) 0.51999(4) 0.2795(2) 0.0203(2) Uani 1 1 d . . .
H14 H 0.8253 0.4986 0.1455 0.024 Uiso 1 1 calc R U .
C15 C 0.87307(7) 0.50493(4) 0.4620(2) 0.0217(2) Uani 1 1 d . . .
H15 H 0.9041 0.4733 0.4534 0.026 Uiso 1 1 calc R U .
C16 C 0.87423(8) 0.53640(5) 0.6571(2) 0.0238(2) Uani 1 1 d . . .
H16 H 0.9059 0.5261 0.7828 0.029 Uiso 1 1 calc R U .
C17 C 0.82907(7) 0.58310(4) 0.6697(2) 0.0206(2) Uani 1 1 d . . .
H17 H 0.8306 0.6045 0.8036 0.025 Uiso 1 1 calc R U .
C18 C 0.92738(12) 0.7500 0.0236(4) 0.0342(5) Uani 1 2 d S T P
H18A H 0.9085 0.7656 -0.1194 0.051 Uiso 0.5 1 calc R U P
H18B H 0.9448 0.7130 -0.0033 0.051 Uiso 0.5 1 calc R U P
H18C H 0.9713 0.7714 0.0813 0.051 Uiso 0.5 1 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'
Cl Cl 0.1484 0.1585 '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 123.02(14) . 7_575
C2 C1 Cl1 118.47(7) . .
C2 C1 Cl1 118.47(7) 7_575 .
C3 C2 C1 117.27(10) . .
C3 C2 C5 122.65(9) . .
C1 C2 C5 119.93(10) . .
C2 C3 C4 122.06(11) . .
C2 C3 H3 119.0 . .
C4 C3 H3 119.0 . .
C3 C4 C3 118.31(15) 7_575 .
C3 C4 C18 120.84(7) 7_575 .
C3 C4 C18 120.84(7) . .
C2 C5 C12 114.32(9) . .
C2 C5 C6 111.33(9) . .
C12 C5 C6 111.22(8) . .
C2 C5 H5 106.5 . .
C12 C5 H5 106.5 . .
C6 C5 H5 106.5 . .
C7 C6 C11 118.40(11) . .
C7 C6 C5 122.42(10) . .
C11 C6 C5 119.15(11) . .
C6 C7 C8 120.79(11) . .
C6 C7 H7 119.6 . .
C8 C7 H7 119.6 . .
C9 C8 C7 120.13(13) . .
C9 C8 H8 119.9 . .
C7 C8 H8 119.9 . .
C10 C9 C8 119.45(13) . .
C10 C9 H9 120.3 . .
C8 C9 H9 120.3 . .
C9 C10 C11 120.64(12) . .
C9 C10 H10 119.7 . .
C11 C10 H10 119.7 . .
C10 C11 C6 120.57(13) . .
C10 C11 H11 119.7 . .
C6 C11 H11 119.7 . .
C17 C12 C13 118.48(10) . .
C17 C12 C5 119.77(10) . .
C13 C12 C5 121.69(10) . .
C12 C13 C14 120.83(10) . .
C12 C13 H13 119.6 . .
C14 C13 H13 119.6 . .
C15 C14 C13 120.09(11) . .
C15 C14 H14 120.0 . .
C13 C14 H14 120.0 . .
C14 C15 C16 119.58(10) . .
C14 C15 H15 120.2 . .
C16 C15 H15 120.2 . .
C15 C16 C17 120.34(11) . .
C15 C16 H16 119.8 . .
C17 C16 H16 119.8 . .
C12 C17 C16 120.68(11) . .
C12 C17 H17 119.7 . .
C16 C17 H17 119.7 . .
C4 C18 H18A 109.5 . .
C4 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C4 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C1 1.7499(16) .
C1 C2 1.4009(12) .
C1 C2 1.4009(12) 7_575
C2 C3 1.3948(16) .
C2 C5 1.5250(14) .
C3 C4 1.3997(13) .
C3 H3 0.9500 .
C4 C3 1.3997(13) 7_575
C4 C18 1.511(2) .
C5 C12 1.5271(14) .
C5 C6 1.5297(16) .
C5 H5 1.0000 .
C6 C7 1.3896(16) .
C6 C11 1.3956(15) .
C7 C8 1.4016(17) .
C7 H7 0.9500 .
C8 C9 1.382(2) .
C8 H8 0.9500 .
C9 C10 1.382(2) .
C9 H9 0.9500 .
C10 C11 1.392(2) .
C10 H10 0.9500 .
C11 H11 0.9500 .
C12 C17 1.3944(16) .
C12 C13 1.3965(15) .
C13 C14 1.3976(15) .
C13 H13 0.9500 .
C14 C15 1.3870(17) .
C14 H14 0.9500 .
C15 C16 1.3881(17) .
C15 H15 0.9500 .
C16 C17 1.3962(16) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
