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#$Date: 2023-03-08 12:18:07 +0200 (Wed, 08 Mar 2023) $
#$Revision: 281746 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/68/8106889.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_8106889
loop_
_publ_author_name
'Li, Meng'
'Bai, XueFeng'
'Hou, YanJun'
_publ_section_title
;
 The crystal structure of 1-(4-(2-chloroethoxy)phenyl)ethanone
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              407
_journal_page_last               408
_journal_paper_doi               10.1515/ncrs-2015-0041
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C10 H11 Cl O2'
_chemical_formula_sum            'C10 H11 Cl O2'
_chemical_formula_weight         198.64
_chemical_name_systematic
; 
1-(4-(2-chloroethoxy)phenyl)ethanone
;
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                107.4340(10)
_cell_angle_beta                 106.3070(10)
_cell_angle_gamma                101.9710(10)
_cell_formula_units_Z            2
_cell_length_a                   7.8485(8)
_cell_length_b                   8.0420(8)
_cell_length_c                   8.8701(9)
_cell_measurement_reflns_used    2799
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.2786
_cell_measurement_theta_min      2.5878
_cell_volume                     485.98(9)
_computing_cell_refinement       SAINT
_computing_data_collection       APEX2
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXL97
_computing_structure_solution    SHELXS97
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0220
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4442
_diffrn_reflns_theta_full        28.29
_diffrn_reflns_theta_max         28.29
_diffrn_reflns_theta_min         2.59
_exptl_absorpt_coefficient_mu    0.356
_exptl_absorpt_correction_T_max  0.9194
_exptl_absorpt_correction_T_min  0.9069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.357
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             208
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       0.179(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         2339
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0571
_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
'calc w=1/[σ²(Fo²)+(0.0584P)²+0.2243P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1351
_refine_ls_wR_factor_ref         0.1405
_reflns_number_gt                2037
_reflns_number_total             2339
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2015-0041_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        485.97(8)
_cod_database_code               8106889
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7154(3) 0.8952(3) 0.8482(3) 0.0640(5) Uani 1 1 d . . .
H1A H 0.7969 0.9691 0.9637 0.096 Uiso 1 1 calc R . .
H1B H 0.7175 0.7710 0.8218 0.096 Uiso 1 1 calc R . .
H1C H 0.5901 0.8972 0.8339 0.096 Uiso 1 1 calc R . .
C2 C 0.7806(3) 0.9707(2) 0.7312(2) 0.0473(4) Uani 1 1 d . . .
C3 C 0.6742(2) 0.8808(2) 0.5443(2) 0.0402(4) Uani 1 1 d . . .
C4 C 0.5085(2) 0.7342(2) 0.4696(2) 0.0454(4) Uani 1 1 d . . .
H4 H 0.4616 0.6859 0.5381 0.055 Uiso 1 1 calc R . .
C5 C 0.4114(2) 0.6582(2) 0.2952(2) 0.0449(4) Uani 1 1 d . . .
H5 H 0.3007 0.5602 0.2477 0.054 Uiso 1 1 calc R . .
C6 C 0.4810(2) 0.7300(2) 0.1925(2) 0.0407(4) Uani 1 1 d . . .
C7 C 0.6472(2) 0.8757(2) 0.2650(2) 0.0465(4) Uani 1 1 d . . .
H7 H 0.6948 0.9229 0.1962 0.056 Uiso 1 1 calc R . .
C8 C 0.7413(2) 0.9501(2) 0.4378(2) 0.0448(4) Uani 1 1 d . . .
H8 H 0.8517 1.0484 0.4848 0.054 Uiso 1 1 calc R . .
C9 C 0.2206(3) 0.5291(3) -0.0600(2) 0.0502(4) Uani 1 1 d . . .
H9A H 0.1330 0.5685 -0.0106 0.060 Uiso 1 1 calc R . .
H9B H 0.2325 0.4177 -0.0431 0.060 Uiso 1 1 calc R . .
C10 C 0.1501(3) 0.4925(3) -0.2450(2) 0.0541(5) Uani 1 1 d . . .
H10A H 0.0436 0.3808 -0.3040 0.065 Uiso 1 1 calc R . .
H10B H 0.2474 0.4736 -0.2892 0.065 Uiso 1 1 calc R . .
Cl1 Cl 0.08210(11) 0.67773(8) -0.28509(8) 0.0884(3) Uani 1 1 d . . .
O1 O 0.9186(2) 1.1050(2) 0.78918(18) 0.0680(4) Uani 1 1 d . . .
O2 O 0.39800(17) 0.66882(18) 0.02015(15) 0.0509(3) Uani 1 1 d . . .
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'
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 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O1 C2 C3 120.41(16) . .
O1 C2 C1 119.94(17) . .
C3 C2 C1 119.65(16) . .
C4 C3 C8 117.80(15) . .
C4 C3 C2 123.67(15) . .
C8 C3 C2 118.52(15) . .
C5 C4 C3 121.67(15) . .
C5 C4 H4 119.2 . .
C3 C4 H4 119.2 . .
C4 C5 C6 119.30(15) . .
C4 C5 H5 120.4 . .
C6 C5 H5 120.3 . .
O2 C6 C5 124.93(15) . .
O2 C6 C7 115.28(14) . .
C5 C6 C7 119.79(15) . .
C8 C7 C6 120.25(15) . .
C8 C7 H7 119.9 . .
C6 C7 H7 119.9 . .
C7 C8 C3 121.19(15) . .
C7 C8 H8 119.4 . .
C3 C8 H8 119.4 . .
O2 C9 C10 108.90(15) . .
O2 C9 H9A 109.9 . .
C10 C9 H9A 109.9 . .
O2 C9 H9B 109.9 . .
C10 C9 H9B 109.9 . .
H9A C9 H9B 108.3 . .
C9 C10 Cl1 111.67(13) . .
C9 C10 H10A 109.3 . .
Cl1 C10 H10A 109.3 . .
C9 C10 H10B 109.3 . .
Cl1 C10 H10B 109.3 . .
H10A C10 H10B 107.9 . .
C6 O2 C9 117.84(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.501(3) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 O1 1.214(2) .
C2 C3 1.491(2) .
C3 C4 1.390(2) .
C3 C8 1.398(2) .
C4 C5 1.387(2) .
C4 H4 0.9300 .
C5 C6 1.388(2) .
C5 H5 0.9300 .
C6 O2 1.364(2) .
C6 C7 1.389(2) .
C7 C8 1.373(2) .
C7 H7 0.9300 .
C8 H8 0.9300 .
C9 O2 1.422(2) .
C9 C10 1.489(3) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 Cl1 1.781(2) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
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
O1 C2 C3 C4 -175.70(18) . . . .
C1 C2 C3 C4 3.7(3) . . . .
O1 C2 C3 C8 2.6(3) . . . .
C1 C2 C3 C8 -177.94(17) . . . .
C8 C3 C4 C5 -0.2(3) . . . .
C2 C3 C4 C5 178.15(16) . . . .
C3 C4 C5 C6 0.0(3) . . . .
C4 C5 C6 O2 -179.36(16) . . . .
C4 C5 C6 C7 0.5(3) . . . .
O2 C6 C7 C8 179.03(16) . . . .
C5 C6 C7 C8 -0.8(3) . . . .
C6 C7 C8 C3 0.7(3) . . . .
C4 C3 C8 C7 -0.2(3) . . . .
C2 C3 C8 C7 -178.59(16) . . . .
O2 C9 C10 Cl1 -71.06(19) . . . .
C5 C6 O2 C9 4.4(3) . . . .
C7 C6 O2 C9 -175.46(15) . . . .
C10 C9 O2 C6 176.08(15) . . . .
