#------------------------------------------------------------------------------
#$Date: 2021-12-24 04:59:26 +0200 (Fri, 24 Dec 2021) $
#$Revision: 271617 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/39/2243964.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2243964
loop_
_publ_author_name
'Kurup, Sudheer S.'
'Nasser, Sandra'
'Ward, Cassandra L.'
'Groysman, Stanislav'
_publ_section_title
;
 Synthesis and structure of a new bulky bis(alkoxide) ligand on a
 terphenyl platform
;
_journal_coeditor_code           JY2014
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              92
_journal_page_last               96
_journal_paper_doi               10.1107/S2056989021013438
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          'C36 H50 O2, C H2 Cl2'
_chemical_formula_moiety         'C36 H50 O2, C H2 Cl2'
_chemical_formula_sum            'C37 H52 Cl2 O2'
_chemical_formula_weight         599.68
_chemical_name_systematic
;
3,3'-([1,1':4',1''-Terphenyl]-2,2''-diyl)bis(2,2,4,4-tetramethylpentan-3-ol)
dichloromethane monosolvate
;
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_cell_angle_alpha                101.530(2)
_cell_angle_beta                 102.729(3)
_cell_angle_gamma                109.200(2)
_cell_formula_units_Z            1
_cell_length_a                   8.2449(4)
_cell_length_b                   9.1248(4)
_cell_length_c                   12.1825(6)
_cell_measurement_reflns_used    9980
_cell_measurement_temperature    100.10
_cell_measurement_theta_max      27.18
_cell_measurement_theta_min      2.47
_cell_volume                     806.53(7)
_computing_cell_refinement
;
SAINT (Bruker, 2016)
;
_computing_data_collection
;
APEX2 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT (Bruker, 2016)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018/2 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.10
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27197
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.224
_diffrn_reflns_theta_min         1.794
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.7215
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.235
_exptl_crystal_description       prism
_exptl_crystal_F_000             324
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.430
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3559
_refine_ls_number_restraints     27
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0698
_refine_ls_R_factor_gt           0.0513
_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)+(0.0594P)²+0.6108P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1357
_reflns_number_gt                2769
_reflns_number_total             3559
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jy2014sup1.cif
_cod_data_source_block           I
_cod_database_code               2243964
_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   0.966
_shelx_estimated_absorpt_t_max   0.991
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.55932(17) 0.63933(16) 0.10947(11) 0.0224(3) Uani d 1 . .
H H1A 0.556(6) 0.555(4) 0.050(3) 0.027 Uiso d 0.5 A -1
H H1B 0.594(6) 0.737(3) 0.088(4) 0.027 Uiso d 0.5 B -1
C C17 0.8826(2) 0.5620(2) 0.53594(15) 0.0176(4) Uani d 1 . .
H H17 0.801780 0.603330 0.562488 0.021 Uiso calc 1 . .
C C1 0.6733(2) 0.6559(2) 0.22428(15) 0.0174(4) Uani d 1 . .
C C15 0.6438(2) 0.4210(2) 0.33668(15) 0.0166(4) Uani d 1 . .
C C14 0.5253(2) 0.2805(2) 0.34915(16) 0.0200(4) Uani d 1 . .
H H14 0.571142 0.235101 0.406337 0.024 Uiso calc 1 . .
C C16 0.8316(2) 0.4698(2) 0.41871(15) 0.0168(4) Uani d 1 . .
C C18 1.0488(2) 0.5946(2) 0.61443(15) 0.0179(4) Uani d 1 . .
H H18 1.081840 0.662282 0.692598 0.021 Uiso calc 1 . .
C C10 0.5770(2) 0.4932(2) 0.25311(15) 0.0164(4) Uani d 1 . .
C C12 0.2780(2) 0.2706(2) 0.20251(16) 0.0218(4) Uani d 1 . .
H H12 0.154405 0.221280 0.156261 0.026 Uiso calc 1 . .
C C8 0.8541(3) 0.5146(2) 0.13697(16) 0.0228(4) Uani d 1 . .
H H8A 0.823600 0.436332 0.181305 0.034 Uiso calc 1 . .
H H8B 0.971115 0.526787 0.125134 0.034 Uiso calc 1 . .
H H8C 0.760907 0.475262 0.060292 0.034 Uiso calc 1 . .
C C13 0.3453(3) 0.2034(2) 0.28338(16) 0.0233(4) Uani d 1 . .
H H13 0.270041 0.106475 0.293847 0.028 Uiso calc 1 . .
C C2 0.6571(2) 0.8019(2) 0.31128(16) 0.0196(4) Uani d 1 . .
C C11 0.3922(2) 0.4115(2) 0.18886(16) 0.0201(4) Uani d 1 . .
H H11 0.342427 0.455795 0.132331 0.024 Uiso calc 1 . .
C C9 1.0251(2) 0.7558(2) 0.32004(16) 0.0230(4) Uani d 1 . .
H H9A 1.046663 0.870258 0.352693 0.034 Uiso calc 1 . .
H H9B 1.133028 0.748183 0.302648 0.034 Uiso calc 1 . .
H H9C 0.997886 0.697588 0.377407 0.034 Uiso calc 1 . .
C C6 0.8648(2) 0.6799(2) 0.20637(16) 0.0205(4) Uani d 1 . .
C C7 0.9138(3) 0.7914(2) 0.12807(17) 0.0242(4) Uani d 1 . .
H H7A 0.818087 0.748131 0.052235 0.036 Uiso calc 1 . .
H H7B 1.028136 0.795658 0.114886 0.036 Uiso calc 1 . .
H H7C 0.926383 0.901068 0.167499 0.036 Uiso calc 1 . .
C C5 0.7299(3) 0.8151(2) 0.44128(16) 0.0230(4) Uani d 1 . .
H H5A 0.660312 0.715436 0.456406 0.035 Uiso calc 1 . .
H H5B 0.718633 0.908189 0.490347 0.035 Uiso calc 1 . .
H H5C 0.857219 0.830149 0.460379 0.035 Uiso calc 1 . .
C C3 0.7517(3) 0.9677(2) 0.29460(18) 0.0263(4) Uani d 1 . .
H H3A 0.882351 0.996007 0.317126 0.039 Uiso calc 1 . .
H H3B 0.726025 1.050519 0.344213 0.039 Uiso calc 1 . .
H H3C 0.707206 0.962474 0.211807 0.039 Uiso calc 1 . .
C C4 0.4579(3) 0.7765(2) 0.29020(18) 0.0264(4) Uani d 1 . .
H H4A 0.403414 0.768737 0.208073 0.040 Uiso calc 1 . .
H H4B 0.449706 0.868637 0.342607 0.040 Uiso calc 1 . .
H H4C 0.393527 0.676084 0.306465 0.040 Uiso calc 1 . .
Cl Cl1 0.3212(4) -0.0907(3) -0.0033(2) 0.0621(10) Uani d 0.5 C -1
Cl Cl2 0.6911(5) 0.0667(4) -0.0006(3) 0.0715(11) Uani d 0.5 C -1
C C19 0.5047(6) 0.0957(5) 0.0345(3) 0.0311(10) Uani d 0.5 C -1
H H19A 0.539953 0.150232 0.119918 0.037 Uiso calc 0.5 C -1
H H19B 0.468532 0.166861 -0.008572 0.037 Uiso calc 0.5 C -1
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'
O O 0.0106 0.0060 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
H1A O1 H1B . . 109(4) ?
C1 O1 H1A . . 113(3) ?
C1 O1 H1B . . 112(3) ?
C16 C17 H17 . . 119.3 ?
C18 C17 H17 . . 119.3 ?
C18 C17 C16 . . 121.35(16) ?
O1 C1 C10 . . 104.99(13) ?
O1 C1 C2 . . 104.30(13) ?
O1 C1 C6 . . 104.28(13) ?
C10 C1 C2 . . 108.49(14) ?
C10 C1 C6 . . 115.07(14) ?
C6 C1 C2 . . 118.18(14) ?
C14 C15 C16 . . 110.28(15) ?
C14 C15 C10 . . 119.01(16) ?
C10 C15 C16 . . 130.70(15) ?
C15 C14 H14 . . 118.1 ?
C13 C14 C15 . . 123.88(17) ?
C13 C14 H14 . . 118.1 ?
C17 C16 C15 . . 121.05(15) ?
C18 C16 C17 2_766 . 117.09(16) ?
C18 C16 C15 2_766 . 121.23(15) ?
C17 C18 C16 . 2_766 121.49(16) ?
C17 C18 H18 . . 119.3 ?
C16 C18 H18 2_766 . 119.3 ?
C15 C10 C1 . . 130.84(15) ?
C11 C10 C1 . . 113.90(15) ?
C11 C10 C15 . . 115.18(15) ?
C13 C12 H12 . . 120.3 ?
C13 C12 C11 . . 119.34(17) ?
C11 C12 H12 . . 120.3 ?
H8A C8 H8B . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C6 C8 H8A . . 109.5 ?
C6 C8 H8B . . 109.5 ?
C6 C8 H8C . . 109.5 ?
C14 C13 H13 . . 120.9 ?
C12 C13 C14 . . 118.13(17) ?
C12 C13 H13 . . 120.9 ?
C5 C2 C1 . . 113.25(14) ?
C5 C2 C3 . . 107.88(15) ?
C5 C2 C4 . . 105.36(15) ?
C3 C2 C1 . . 113.32(15) ?
C3 C2 C4 . . 106.35(15) ?
C4 C2 C1 . . 110.16(15) ?
C10 C11 H11 . . 117.8 ?
C12 C11 C10 . . 124.45(17) ?
C12 C11 H11 . . 117.8 ?
H9A C9 H9B . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C6 C9 H9A . . 109.5 ?
C6 C9 H9B . . 109.5 ?
C6 C9 H9C . . 109.5 ?
C8 C6 C1 . . 108.22(14) ?
C8 C6 C7 . . 104.41(15) ?
C9 C6 C1 . . 115.03(15) ?
C9 C6 C8 . . 111.07(15) ?
C9 C6 C7 . . 104.92(15) ?
C7 C6 C1 . . 112.70(15) ?
C6 C7 H7A . . 109.5 ?
C6 C7 H7B . . 109.5 ?
C6 C7 H7C . . 109.5 ?
H7A C7 H7B . . 109.5 ?
H7A C7 H7C . . 109.5 ?
H7B C7 H7C . . 109.5 ?
C2 C5 H5A . . 109.5 ?
C2 C5 H5B . . 109.5 ?
C2 C5 H5C . . 109.5 ?
H5A C5 H5B . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3B . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C2 C4 H4A . . 109.5 ?
C2 C4 H4B . . 109.5 ?
C2 C4 H4C . . 109.5 ?
H4A C4 H4B . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
Cl1 C19 Cl2 . . 110.9(2) ?
Cl1 C19 H19A . . 109.5 ?
Cl1 C19 H19B . . 109.5 ?
Cl2 C19 H19A . . 109.5 ?
Cl2 C19 H19B . . 109.5 ?
H19A C19 H19B . . 108.1 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 H1A . 0.933(19) ?
O1 H1B . 0.944(19) ?
O1 C1 . 1.451(2) ?
C17 H17 . 0.9500 ?
C17 C16 . 1.395(2) ?
C17 C18 . 1.386(2) ?
C1 C10 . 1.586(2) ?
C1 C2 . 1.591(3) ?
C1 C6 . 1.591(3) ?
C15 C14 . 1.393(2) ?
C15 C16 . 1.511(2) ?
C15 C10 . 1.426(2) ?
C14 H14 . 0.9500 ?
C14 C13 . 1.380(3) ?
C16 C18 2_766 1.393(3) ?
C18 H18 . 0.9500 ?
C10 C11 . 1.408(2) ?
C12 H12 . 0.9500 ?
C12 C13 . 1.371(3) ?
C12 C11 . 1.387(3) ?
C8 H8A . 0.9800 ?
C8 H8B . 0.9800 ?
C8 H8C . 0.9800 ?
C8 C6 . 1.539(3) ?
C13 H13 . 0.9500 ?
C2 C5 . 1.530(2) ?
C2 C3 . 1.535(3) ?
C2 C4 . 1.535(3) ?
C11 H11 . 0.9500 ?
C9 H9A . 0.9800 ?
C9 H9B . 0.9800 ?
C9 H9C . 0.9800 ?
C9 C6 . 1.533(2) ?
C6 C7 . 1.548(2) ?
C7 H7A . 0.9800 ?
C7 H7B . 0.9800 ?
C7 H7C . 0.9800 ?
C5 H5A . 0.9800 ?
C5 H5B . 0.9800 ?
C5 H5C . 0.9800 ?
C3 H3A . 0.9800 ?
C3 H3B . 0.9800 ?
C3 H3C . 0.9800 ?
C4 H4A . 0.9800 ?
C4 H4B . 0.9800 ?
C4 H4C . 0.9800 ?
Cl1 C19 . 1.755(4) ?
Cl2 C19 . 1.768(4) ?
C19 H19A . 0.9900 ?
C19 H19B . 0.9900 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1A O1 2_665 0.93(4) 2.13(3) 3.0066(19) 157(4)
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C1 C10 C15 . . . . 162.41(17) ?
O1 C1 C10 C11 . . . . -21.10(19) ?
O1 C1 C2 C5 . . . . 166.21(14) ?
O1 C1 C2 C3 . . . . -70.49(18) ?
O1 C1 C2 C4 . . . . 48.51(18) ?
O1 C1 C6 C8 . . . . -74.63(16) ?
O1 C1 C6 C9 . . . . 160.53(15) ?
O1 C1 C6 C7 . . . . 40.31(19) ?
C1 C10 C11 C12 . . . . -177.15(17) ?
C15 C14 C13 C12 . . . . -1.3(3) ?
C15 C10 C11 C12 . . . . -0.1(3) ?
C14 C15 C16 C17 . . . . -84.3(2) ?
C14 C15 C16 C18 . . . 2_766 86.4(2) ?
C14 C15 C10 C1 . . . . 175.90(17) ?
C14 C15 C10 C11 . . . . -0.6(2) ?
C16 C17 C18 C16 . . . 2_766 -3.1(3) ?
C16 C15 C14 C13 . . . . -177.91(17) ?
C16 C15 C10 C1 . . . . -5.1(3) ?
C16 C15 C10 C11 . . . . 178.46(17) ?
C18 C17 C16 C15 . . . . 174.02(16) ?
C18 C17 C16 C18 . . . 2_766 3.0(3) ?
C10 C1 C2 C5 . . . . 54.70(19) ?
C10 C1 C2 C3 . . . . 178.00(14) ?
C10 C1 C2 C4 . . . . -63.00(18) ?
C10 C1 C6 C8 . . . . 39.81(19) ?
C10 C1 C6 C9 . . . . -85.03(19) ?
C10 C1 C6 C7 . . . . 154.74(15) ?
C10 C15 C14 C13 . . . . 1.3(3) ?
C10 C15 C16 C17 . . . . 96.7(2) ?
C10 C15 C16 C18 . . . 2_766 -92.7(2) ?
C13 C12 C11 C10 . . . . 0.1(3) ?
C2 C1 C10 C15 . . . . -86.5(2) ?
C2 C1 C10 C11 . . . . 89.94(17) ?
C2 C1 C6 C8 . . . . 170.19(14) ?
C2 C1 C6 C9 . . . . 45.3(2) ?
C2 C1 C6 C7 . . . . -74.88(19) ?
C11 C12 C13 C14 . . . . 0.6(3) ?
C6 C1 C10 C15 . . . . 48.4(2) ?
C6 C1 C10 C11 . . . . -135.13(16) ?
C6 C1 C2 C5 . . . . -78.62(19) ?
C6 C1 C2 C3 . . . . 44.7(2) ?
C6 C1 C2 C4 . . . . 163.68(15) ?

_cod_database_fobs_code 2243964
