#------------------------------------------------------------------------------
#$Date: 2024-02-05 14:09:55 +0200 (Mon, 05 Feb 2024) $
#$Revision: 289697 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/04/1570441.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_1570441
loop_
_publ_author_name
'Sacharczuk, Natalia'
'Olejniczak, Anna'
'Bujak, Maciej'
'Dziubek, Kamil Filip'
'Katrusiak, Andrzej'
'Podsiadło, Marcin'
_publ_section_title
;
 Conformation-aggregation interplay in the simplest aliphatic ethers
 probed under high pressure.
;
_journal_issue                   'Pt 1'
_journal_name_full               IUCrJ
_journal_page_first              57
_journal_page_last               61
_journal_paper_doi               10.1107/S2052252523009995
_journal_volume                  11
_journal_year                    2024
_chemical_formula_moiety         'C4 H10 O'
_chemical_formula_sum            'C4 H10 O'
_chemical_formula_weight         74.12
_chemical_name_systematic        'diethyl ether'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_cell_angle_alpha                90
_cell_angle_beta                 93.713(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.7759(3)
_cell_length_b                   8.0552(14)
_cell_length_c                   7.6873(2)
_cell_measurement_reflns_used    1419
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      26.2530
_cell_measurement_theta_min      4.6240
_cell_volume                     418.70(8)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         2450000
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.473
_diffrn_measured_fraction_theta_max 0.437
_diffrn_measurement_device_type  'KUMA KM4-CCD, Eos'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_Laue_measured_fraction_full 0.473
_diffrn_reflns_Laue_measured_fraction_max 0.437
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2154
_diffrn_reflns_point_group_measured_fraction_full 0.473
_diffrn_reflns_point_group_measured_fraction_max 0.437
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.446
_diffrn_reflns_theta_min         4.857
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.176
_exptl_crystal_description       disc
_exptl_crystal_F_000             168
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.120
_refine_diff_density_min         -0.115
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     48
_refine_ls_number_reflns         377
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.138
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0390
_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)+(0.0773P)²+0.0273P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1110
_reflns_Friedel_coverage         0.000
_reflns_number_gt                346
_reflns_number_total             377
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lq5055.cif
_cod_data_source_block           diethyl_ether_phase_beta_2_45GPa
_cod_depositor_comments
'Adding full bibliography for 1570433--1570452.cif.'
_cod_database_code               1570441
_shelx_shelxl_version_number     2018/3
_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.
;
_exptl_absorpt_special_details
;
Data were collected at room temperature (295(2) K) and pressure of 
2.45(2) GPa (2450000 kPa).
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H11,H12), C3(H31,H32)
2.b Idealised Me refined as rotating group:
 C2(H21,H23,H22), C4(H42,H41,H43)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.17681(14) 0.3159(3) 0.16662(13) 0.0312(12) Uani 1 1 d . . . . .
C1 C 0.0741(3) 0.4562(4) 0.23044(19) 0.0241(12) Uani 1 1 d . . . . .
H11 H 0.032470 0.529428 0.134822 0.029 Uiso 1 1 calc R U . . .
H12 H 0.160060 0.517948 0.312958 0.029 Uiso 1 1 calc R U . . .
C2 C -0.1030(2) 0.3927(4) 0.3180(2) 0.0326(11) Uani 1 1 d . . . . .
H21 H -0.184224 0.328073 0.236481 0.049 Uiso 1 1 calc R U . . .
H23 H -0.177930 0.484773 0.357653 0.049 Uiso 1 1 calc R U . . .
H22 H -0.059845 0.324591 0.415643 0.049 Uiso 1 1 calc R U . . .
C3 C 0.3452(2) 0.3678(5) 0.0805(2) 0.0333(12) Uani 1 1 d . . . . .
H31 H 0.425157 0.441993 0.155287 0.040 Uiso 1 1 calc R U . . .
H32 H 0.303905 0.427143 -0.025482 0.040 Uiso 1 1 calc R U . . .
C4 C 0.4639(3) 0.2183(4) 0.0373(2) 0.0313(13) Uani 1 1 d . . . . .
H42 H 0.385406 0.147174 -0.039892 0.047 Uiso 1 1 calc R U . . .
H41 H 0.502376 0.159088 0.142415 0.047 Uiso 1 1 calc R U . . .
H43 H 0.579839 0.252722 -0.018446 0.047 Uiso 1 1 calc R U . . .
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 C1 110.5(3) . . ?
O1 C1 H11 110.2 . . ?
O1 C1 H12 110.2 . . ?
O1 C1 C2 107.7(3) . . ?
H11 C1 H12 108.5 . . ?
C2 C1 H11 110.2 . . ?
C2 C1 H12 110.2 . . ?
C1 C2 H21 109.5 . . ?
C1 C2 H23 109.5 . . ?
C1 C2 H22 109.5 . . ?
H21 C2 H23 109.5 . . ?
H21 C2 H22 109.5 . . ?
H23 C2 H22 109.5 . . ?
O1 C3 H31 109.9 . . ?
O1 C3 H32 109.9 . . ?
O1 C3 C4 109.0(3) . . ?
H31 C3 H32 108.3 . . ?
C4 C3 H31 109.9 . . ?
C4 C3 H32 109.9 . . ?
C3 C4 H42 109.5 . . ?
C3 C4 H41 109.5 . . ?
C3 C4 H43 109.5 . . ?
H42 C4 H41 109.5 . . ?
H42 C4 H43 109.5 . . ?
H41 C4 H43 109.5 . . ?
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
O1 C1 1.431(3) . ?
O1 C3 1.419(2) . ?
C1 H11 0.9700 . ?
C1 H12 0.9700 . ?
C1 C2 1.503(3) . ?
C2 H21 0.9600 . ?
C2 H23 0.9600 . ?
C2 H22 0.9600 . ?
C3 H31 0.9700 . ?
C3 H32 0.9700 . ?
C3 C4 1.497(4) . ?
C4 H42 0.9600 . ?
C4 H41 0.9600 . ?
C4 H43 0.9600 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 O1 C3 C4 172.31(13) . . . . ?
C3 O1 C1 C2 179.37(10) . . . . ?
