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#$Date: 2022-11-14 11:23:41 +0200 (Mon, 14 Nov 2022) $
#$Revision: 279251 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/60/8106077.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_8106077
loop_
_publ_author_name
'Lu, Xinhua'
'Hu, Jin'
'Zhu, Caixia'
_publ_section_title
;
 Crystal structure of tetramethyl
 5,5′-(buta-1,3-diyne-1,4-diyl)diisophthalate, C24H18O8
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              143
_journal_page_last               144
_journal_paper_doi               10.1515/ncrs-2017-0228
_journal_volume                  233
_journal_year                    2018
_chemical_formula_moiety         'C24 H18 O8'
_chemical_formula_sum            'C24 H18 O8'
_chemical_formula_weight         434.38
_chemical_name_systematic        Ester
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 98.136(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.9930(7)
_cell_length_b                   26.483(5)
_cell_length_c                   10.3307(19)
_cell_measurement_reflns_used    4325
_cell_measurement_temperature    293
_cell_measurement_theta_max      28.24
_cell_measurement_theta_min      2.30
_cell_volume                     1081.4(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)[2]'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)[2]'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)[4]'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)[3]'
_diffrn_ambient_temperature      292.89
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'CCD Area Detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9034
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.307
_diffrn_reflns_theta_min         1.538
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6290
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/2'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       needle
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2681
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0606
_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)+(0.1056P)²+0.2756P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1773
_refine_ls_wR_factor_ref         0.1986
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1989
_reflns_number_total             2681
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2017-0228_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        1081.5(3)
_cod_database_code               8106077
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C6(H6), C10(H10)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C3(H3A,H3B,H3C)
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.0968(5) 0.22627(7) 0.12699(19) 0.0717(5) Uani 1 1 d . . . . .
O4 O 0.1669(5) 0.20017(6) 0.33404(16) 0.0618(5) Uani 1 1 d . . . . .
O1 O 0.7794(5) 0.04450(7) -0.14377(16) 0.0723(6) Uani 1 1 d . . . . .
O2 O 0.5086(5) 0.11679(6) -0.19794(13) 0.0603(5) Uani 1 1 d . . . . .
C12 C 0.9297(5) 0.01420(8) 0.44788(19) 0.0481(5) Uani 1 1 d . . . . .
C11 C 0.8065(5) 0.03868(8) 0.35587(18) 0.0471(5) Uani 1 1 d . . . . .
C9 C 0.6645(5) 0.07051(7) 0.25061(17) 0.0401(4) Uani 1 1 d . . . . .
C8 C 0.4975(5) 0.11459(7) 0.27928(17) 0.0396(4) Uani 1 1 d . . . . .
H8 H 0.4735 0.1220 0.3655 0.048 Uiso 1 1 calc R . . . .
C7 C 0.3674(4) 0.14736(6) 0.18014(16) 0.0350(4) Uani 1 1 d . . . . .
C6 C 0.4046(4) 0.13654(6) 0.05148(16) 0.0351(4) Uani 1 1 d . . . . .
H6 H 0.3186 0.1586 -0.0152 0.042 Uiso 1 1 calc R . . . .
C5 C 0.5708(4) 0.09276(6) 0.02249(15) 0.0346(4) Uani 1 1 d . . . . .
C10 C 0.7004(5) 0.05963(7) 0.12121(17) 0.0379(4) Uani 1 1 d . . . . .
H10 H 0.8107 0.0303 0.1011 0.045 Uiso 1 1 calc R . . . .
C2 C 0.1960(5) 0.19550(7) 0.2078(2) 0.0434(4) Uani 1 1 d . . . . .
C4 C 0.6322(5) 0.08110(7) -0.11365(18) 0.0425(4) Uani 1 1 d . . . . .
C1 C 0.0156(8) 0.24672(11) 0.3716(3) 0.0817(9) Uani 1 1 d . . . . .
H1A H -0.2087 0.2499 0.3246 0.123 Uiso 1 1 calc GR . . . .
H1B H 0.1505 0.2749 0.3513 0.123 Uiso 1 1 calc GR . . . .
H1C H 0.0047 0.2462 0.4639 0.123 Uiso 1 1 calc GR . . . .
C3 C 0.5673(9) 0.10944(13) -0.3316(2) 0.0819(9) Uani 1 1 d . . . . .
H3A H 0.4425 0.1342 -0.3866 0.123 Uiso 1 1 calc GR . . . .
H3B H 0.4940 0.0762 -0.3601 0.123 Uiso 1 1 calc GR . . . .
H3C H 0.8043 0.1130 -0.3367 0.123 Uiso 1 1 calc GR . . . .
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
C2 O4 C1 116.0(2) . .
C4 O2 C3 115.70(19) . .
C11 C12 C12 179.4(3) . 3_756
C12 C11 C9 176.6(2) . .
C8 C9 C11 118.81(17) . .
C10 C9 C11 121.61(17) . .
C10 C9 C8 119.53(16) . .
C9 C8 H8 119.8 . .
C7 C8 C9 120.45(16) . .
C7 C8 H8 119.8 . .
C8 C7 C6 119.91(16) . .
C8 C7 C2 121.79(16) . .
C6 C7 C2 118.27(16) . .
C7 C6 H6 120.1 . .
C7 C6 C5 119.85(15) . .
C5 C6 H6 120.1 . .
C6 C5 C4 121.50(15) . .
C10 C5 C6 120.57(15) . .
C10 C5 C4 117.85(16) . .
C9 C10 H10 120.2 . .
C5 C10 C9 119.68(16) . .
C5 C10 H10 120.2 . .
O3 C2 O4 123.75(19) . .
O3 C2 C7 124.36(19) . .
O4 C2 C7 111.89(17) . .
O1 C4 O2 123.70(18) . .
O1 C4 C5 124.34(17) . .
O2 C4 C5 111.96(16) . .
O4 C1 H1A 109.5 . .
O4 C1 H1B 109.5 . .
O4 C1 H1C 109.5 . .
H1A C1 H1B 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
O2 C3 H3A 109.5 . .
O2 C3 H3B 109.5 . .
O2 C3 H3C 109.5 . .
H3A C3 H3B 109.5 . .
H3A C3 H3C 109.5 . .
H3B C3 H3C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O3 C2 1.194(3) .
O4 C2 1.331(2) .
O4 C1 1.450(3) .
O1 C4 1.197(2) .
O2 C4 1.332(2) .
O2 C3 1.446(2) .
C12 C12 1.367(4) 3_756
C12 C11 1.197(3) .
C11 C9 1.428(2) .
C9 C8 1.397(3) .
C9 C10 1.395(3) .
C8 H8 0.9300 .
C8 C7 1.386(2) .
C7 C6 1.388(2) .
C7 C2 1.494(3) .
C6 H6 0.9300 .
C6 C5 1.389(2) .
C5 C10 1.389(2) .
C5 C4 1.494(2) .
C10 H10 0.9300 .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C3 H3A 0.9600 .
C3 H3B 0.9600 .
C3 H3C 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
C11 C9 C8 C7 177.61(17) . . . .
C11 C9 C10 C5 -177.23(17) . . . .
C9 C8 C7 C6 -0.4(3) . . . .
C9 C8 C7 C2 -178.28(16) . . . .
C8 C9 C10 C5 0.2(3) . . . .
C8 C7 C6 C5 0.3(3) . . . .
C8 C7 C2 O3 175.6(2) . . . .
C8 C7 C2 O4 -4.3(3) . . . .
C7 C6 C5 C10 0.0(3) . . . .
C7 C6 C5 C4 -176.72(16) . . . .
C6 C7 C2 O3 -2.3(3) . . . .
C6 C7 C2 O4 177.79(16) . . . .
C6 C5 C10 C9 -0.2(3) . . . .
C6 C5 C4 O1 178.5(2) . . . .
C6 C5 C4 O2 -0.4(3) . . . .
C10 C9 C8 C7 0.2(3) . . . .
C10 C5 C4 O1 1.7(3) . . . .
C10 C5 C4 O2 -177.19(16) . . . .
C2 C7 C6 C5 178.29(15) . . . .
C4 C5 C10 C9 176.59(16) . . . .
C1 O4 C2 O3 -2.3(3) . . . .
C1 O4 C2 C7 177.62(19) . . . .
C3 O2 C4 O1 -1.0(3) . . . .
C3 O2 C4 C5 177.9(2) . . . .
