#------------------------------------------------------------------------------
#$Date: 2020-04-01 08:49:56 +0300 (Wed, 01 Apr 2020) $
#$Revision: 249911 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/76/1557697.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_1557697
loop_
_publ_author_name
'Lesley, Melvin J. G.'
'Ozhan, Koray'
'Sung, Herman H.-Y.'
'Williams, Ian D.'
_publ_section_title
;
 Trimethyl 4,4',4''-(ethene-1,1,2-triyl)tribenzoate
;
_journal_coeditor_code           ZL4040
_journal_issue                   3
_journal_name_full               IUCrData
_journal_page_first              x200417
_journal_paper_doi               10.1107/S2414314620004174
_journal_volume                  5
_journal_year                    2020
_chemical_formula_iupac          'C26 H22 O6'
_chemical_formula_moiety         'C26 H22 O6'
_chemical_formula_sum            'C26 H22 O6'
_chemical_formula_weight         430.43
_chemical_name_common            1,1',2-tris(methylcarboxyphenyl)ethene
_chemical_name_systematic
;
Trimethyl 4,4',4''-(ethene-1,1,2-triyl)tribenzoate
;
_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     direct
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.8300(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.1631(6)
_cell_length_b                   19.253(2)
_cell_length_c                   18.0743(19)
_cell_measurement_reflns_used    6842
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.232
_cell_measurement_theta_min      2.269
_cell_volume                     2129.4(4)
_computing_cell_refinement
;
SAINT (Bruker, 2006)
;
_computing_data_collection
;
SMART (Bruker, 2006)
;
_computing_data_reduction
;
SAINT (Bruker, 2006)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
ShelXL (Sheldrick, 2015)
;
_computing_structure_solution
;
ShelXS (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            19788
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.306
_diffrn_reflns_theta_min         1.551
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.964292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2004)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.415
_refine_diff_density_min         -0.234
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         5132
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0480
_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)+(0.0603P)²+1.2194P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1185
_refine_ls_wR_factor_ref         0.1246
_reflns_number_gt                4358
_reflns_number_total             5132
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            zl4040sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        2129.5(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1557697
_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   0.963
_shelx_estimated_absorpt_t_max   0.994
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_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 1.4240(2) 0.76631(7) 0.24887(7) 0.0368(3) Uani d 1 . .
O O2 1.39707(17) 0.77704(6) 0.12488(6) 0.0271(2) Uani d 1 . .
O O3 0.73744(19) 0.41585(6) 0.52402(6) 0.0316(3) Uani d 1 . .
O O4 1.06230(17) 0.40164(6) 0.48215(6) 0.0276(2) Uani d 1 . .
O O5 -0.37892(18) 0.37535(6) 0.03473(6) 0.0307(3) Uani d 1 . .
O O6 -0.20613(18) 0.28543(6) 0.09445(6) 0.0286(3) Uani d 1 . .
C C1 0.5152(2) 0.52320(7) 0.18403(8) 0.0195(3) Uani d 1 . .
C C10 0.5799(2) 0.57397(7) 0.14079(8) 0.0209(3) Uani d 1 . .
H H10 0.4962 0.5785 0.0934 0.025 Uiso calc 1 . .
C C11 0.7611(2) 0.62360(7) 0.15587(8) 0.0204(3) Uani d 1 . .
C C12 0.8586(2) 0.64214(8) 0.22724(8) 0.0251(3) Uani d 1 . .
H H12 0.7998 0.6249 0.2699 0.030 Uiso calc 1 . .
C C13 1.0391(2) 0.68521(8) 0.23623(9) 0.0260(3) Uani d 1 . .
H H13 1.1035 0.6972 0.2849 0.031 Uiso calc 1 . .
C C14 1.1273(2) 0.71115(7) 0.17448(8) 0.0219(3) Uani d 1 . .
C C15 1.0257(2) 0.69628(7) 0.10334(8) 0.0216(3) Uani d 1 . .
H H15 1.0810 0.7155 0.0609 0.026 Uiso calc 1 . .
C C16 0.8438(2) 0.65346(7) 0.09441(8) 0.0215(3) Uani d 1 . .
H H16 0.7739 0.6442 0.0457 0.026 Uiso calc 1 . .
C C17 1.3300(2) 0.75414(8) 0.18812(9) 0.0236(3) Uani d 1 . .
C C18 1.5992(2) 0.81570(8) 0.13491(10) 0.0286(3) Uani d 1 . .
H H18A 1.5806 0.8571 0.1650 0.043 Uiso calc 1 . .
H H18B 1.6390 0.8297 0.0862 0.043 Uiso calc 1 . .
H H18C 1.7152 0.7865 0.1604 0.043 Uiso calc 1 . .
C C21 0.6187(2) 0.50418(7) 0.26047(8) 0.0189(3) Uani d 1 . .
C C22 0.4967(2) 0.51013(7) 0.32031(8) 0.0201(3) Uani d 1 . .
H H22 0.3573 0.5318 0.3132 0.024 Uiso calc 1 . .
C C23 0.5766(2) 0.48481(7) 0.39003(8) 0.0204(3) Uani d 1 . .
H H23 0.4915 0.4888 0.4303 0.024 Uiso calc 1 . .
C C24 0.7814(2) 0.45347(7) 0.40100(8) 0.0189(3) Uani d 1 . .
C C25 0.9079(2) 0.44951(8) 0.34232(8) 0.0212(3) Uani d 1 . .
H H25 1.0498 0.4296 0.3501 0.025 Uiso calc 1 . .
C C26 0.8270(2) 0.47469(8) 0.27240(8) 0.0220(3) Uani d 1 . .
H H26 0.9139 0.4718 0.2325 0.026 Uiso calc 1 . .
C C27 0.8533(2) 0.42235(7) 0.47540(8) 0.0216(3) Uani d 1 . .
C C28 1.1394(3) 0.36749(9) 0.55144(9) 0.0318(4) Uani d 1 . .
H H28A 1.0950 0.3944 0.5932 0.048 Uiso calc 1 . .
H H28B 1.2992 0.3642 0.5564 0.048 Uiso calc 1 . .
H H28C 1.0765 0.3208 0.5518 0.048 Uiso calc 1 . .
C C31 0.3270(2) 0.47814(7) 0.15514(8) 0.0188(3) Uani d 1 . .
C C32 0.3224(2) 0.40802(8) 0.17503(8) 0.0207(3) Uani d 1 . .
H H32 0.4409 0.3891 0.2072 0.025 Uiso calc 1 . .
C C33 0.1488(2) 0.36576(7) 0.14883(8) 0.0216(3) Uani d 1 . .
H H33 0.1491 0.3181 0.1626 0.026 Uiso calc 1 . .
C C34 -0.0268(2) 0.39329(7) 0.10213(8) 0.0200(3) Uani d 1 . .
C C35 -0.0243(2) 0.46303(8) 0.08209(8) 0.0210(3) Uani d 1 . .
H H35 -0.1436 0.4820 0.0504 0.025 Uiso calc 1 . .
C C36 0.1507(2) 0.50481(7) 0.10801(8) 0.0205(3) Uani d 1 . .
H H36 0.1510 0.5523 0.0936 0.025 Uiso calc 1 . .
C C37 -0.2229(2) 0.35197(8) 0.07316(8) 0.0220(3) Uani d 1 . .
C C38 -0.3997(3) 0.24411(9) 0.07264(10) 0.0312(4) Uani d 1 . .
H H38A -0.5224 0.2627 0.0964 0.047 Uiso calc 1 . .
H H38B -0.3724 0.1959 0.0884 0.047 Uiso calc 1 . .
H H38C -0.4353 0.2458 0.0184 0.047 Uiso calc 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'
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
C17 O2 C18 . . 114.39(12) ?
C27 O4 C28 . . 115.36(12) ?
C37 O6 C38 . . 114.49(12) ?
C10 C1 C21 . . 126.32(13) ?
C10 C1 C31 . . 119.49(13) ?
C31 C1 C21 . . 114.16(12) ?
C1 C10 H10 . . 115.2 ?
C1 C10 C11 . . 129.60(13) ?
C11 C10 H10 . . 115.2 ?
C12 C11 C10 . . 124.65(13) ?
C16 C11 C10 . . 117.39(13) ?
C16 C11 C12 . . 117.95(13) ?
C11 C12 H12 . . 119.6 ?
C13 C12 C11 . . 120.77(14) ?
C13 C12 H12 . . 119.6 ?
C12 C13 H13 . . 119.8 ?
C12 C13 C14 . . 120.47(14) ?
C14 C13 H13 . . 119.8 ?
C13 C14 C15 . . 119.48(13) ?
C13 C14 C17 . . 117.72(13) ?
C15 C14 C17 . . 122.80(13) ?
C14 C15 H15 . . 120.0 ?
C16 C15 C14 . . 119.93(13) ?
C16 C15 H15 . . 120.0 ?
C11 C16 H16 . . 119.4 ?
C15 C16 C11 . . 121.20(13) ?
C15 C16 H16 . . 119.4 ?
O1 C17 O2 . . 123.56(14) ?
O1 C17 C14 . . 124.15(14) ?
O2 C17 C14 . . 112.30(12) ?
O2 C18 H18A . . 109.5 ?
O2 C18 H18B . . 109.5 ?
O2 C18 H18C . . 109.5 ?
H18A C18 H18B . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C22 C21 C1 . . 119.09(12) ?
C22 C21 C26 . . 118.98(13) ?
C26 C21 C1 . . 121.67(12) ?
C21 C22 H22 . . 119.6 ?
C23 C22 C21 . . 120.73(13) ?
C23 C22 H22 . . 119.6 ?
C22 C23 H23 . . 120.0 ?
C22 C23 C24 . . 119.99(13) ?
C24 C23 H23 . . 120.0 ?
C23 C24 C27 . . 118.03(12) ?
C25 C24 C23 . . 119.75(13) ?
C25 C24 C27 . . 122.17(12) ?
C24 C25 H25 . . 120.0 ?
C26 C25 C24 . . 120.08(13) ?
C26 C25 H25 . . 120.0 ?
C21 C26 H26 . . 119.8 ?
C25 C26 C21 . . 120.40(13) ?
C25 C26 H26 . . 119.8 ?
O3 C27 O4 . . 123.37(13) ?
O3 C27 C24 . . 124.22(13) ?
O4 C27 C24 . . 112.41(12) ?
O4 C28 H28A . . 109.5 ?
O4 C28 H28B . . 109.5 ?
O4 C28 H28C . . 109.5 ?
H28A C28 H28B . . 109.5 ?
H28A C28 H28C . . 109.5 ?
H28B C28 H28C . . 109.5 ?
C32 C31 C1 . . 120.65(12) ?
C36 C31 C1 . . 121.06(13) ?
C36 C31 C32 . . 118.29(12) ?
C31 C32 H32 . . 119.4 ?
C33 C32 C31 . . 121.24(13) ?
C33 C32 H32 . . 119.4 ?
C32 C33 H33 . . 120.1 ?
C32 C33 C34 . . 119.78(13) ?
C34 C33 H33 . . 120.1 ?
C33 C34 C37 . . 123.26(13) ?
C35 C34 C33 . . 119.49(13) ?
C35 C34 C37 . . 117.24(13) ?
C34 C35 H35 . . 119.8 ?
C36 C35 C34 . . 120.39(13) ?
C36 C35 H35 . . 119.8 ?
C31 C36 H36 . . 119.6 ?
C35 C36 C31 . . 120.81(13) ?
C35 C36 H36 . . 119.6 ?
O5 C37 O6 . . 123.55(13) ?
O5 C37 C34 . . 124.19(14) ?
O6 C37 C34 . . 112.26(12) ?
O6 C38 H38A . . 109.5 ?
O6 C38 H38B . . 109.5 ?
O6 C38 H38C . . 109.5 ?
H38A C38 H38B . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
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 C17 . 1.2021(19) ?
O2 C17 . 1.3356(19) ?
O2 C18 . 1.4439(17) ?
O3 C27 . 1.2030(18) ?
O4 C27 . 1.3400(17) ?
O4 C28 . 1.4439(18) ?
O5 C37 . 1.2046(18) ?
O6 C37 . 1.3380(19) ?
O6 C38 . 1.4491(17) ?
C1 C10 . 1.341(2) ?
C1 C21 . 1.4968(19) ?
C1 C31 . 1.4922(19) ?
C10 H10 . 0.9500 ?
C10 C11 . 1.4704(19) ?
C11 C12 . 1.403(2) ?
C11 C16 . 1.399(2) ?
C12 H12 . 0.9500 ?
C12 C13 . 1.382(2) ?
C13 H13 . 0.9500 ?
C13 C14 . 1.391(2) ?
C14 C15 . 1.391(2) ?
C14 C17 . 1.495(2) ?
C15 H15 . 0.9500 ?
C15 C16 . 1.386(2) ?
C16 H16 . 0.9500 ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C21 C22 . 1.3934(19) ?
C21 C26 . 1.3967(19) ?
C22 H22 . 0.9500 ?
C22 C23 . 1.3857(19) ?
C23 H23 . 0.9500 ?
C23 C24 . 1.3921(19) ?
C24 C25 . 1.391(2) ?
C24 C27 . 1.4905(19) ?
C25 H25 . 0.9500 ?
C25 C26 . 1.390(2) ?
C26 H26 . 0.9500 ?
C28 H28A . 0.9800 ?
C28 H28B . 0.9800 ?
C28 H28C . 0.9800 ?
C31 C32 . 1.398(2) ?
C31 C36 . 1.3963(19) ?
C32 H32 . 0.9500 ?
C32 C33 . 1.382(2) ?
C33 H33 . 0.9500 ?
C33 C34 . 1.396(2) ?
C34 C35 . 1.391(2) ?
C34 C37 . 1.4891(19) ?
C35 H35 . 0.9500 ?
C35 C36 . 1.382(2) ?
C36 H36 . 0.9500 ?
C38 H38A . 0.9800 ?
C38 H38B . 0.9800 ?
C38 H38C . 0.9800 ?
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
C10 H10 O5 3_565 0.95 2.51 3.4082(18) 158.8
C18 H18B O4 2_855 0.98 2.72 3.5520(19) 143.6
C28 H28C O6 4_666 0.98 2.85 3.769(2) 156.2
C38 H38A O1 2_645 0.98 2.79 3.275(2) 111.1
C38 H38B O3 4_465 0.98 2.57 3.339(2) 134.8
C38 H38C O2 3_665 0.98 2.66 3.595(2) 158.8

_cod_database_fobs_code 1557697
