Crystal structures of dimethyl 5-iodoisophthalate and dimethyl 5-ethynylisophthalate
Hauptvogel, Ines; Seichter, Wilhelm; Weber, Edwin; Acta Crystallographica Section E 74 (2018) 1093–1096; doi:10.1107/S205698901800912X

data_2242564
_publ_section_title
;
 Crystal structures of dimethyl 5-iodoisophthalate and dimethyl
 5-ethynylisophthalate
;
_journal_coeditor_code           ZL2732
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1093
_journal_page_last               1096
_journal_paper_doi               10.1107/S205698901800912X
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C10 H9 I O4'
_chemical_formula_moiety         'C10 H9 I O4'
_chemical_formula_sum            'C10 H9 I O4'
_chemical_formula_weight         320.07
_chemical_name_common
;
Dimethyl 5-iodoisophthalate
;
_chemical_name_systematic
;
1,3-Dimethyl 1-iodocyclohexa-3,5-diene-1,3-dicarboxylate
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.7483(2)
_cell_length_b                   19.3451(6)
_cell_length_c                   7.2338(2)
_cell_measurement_reflns_used    5755
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      33.70
_cell_measurement_theta_min      3.01
_cell_volume                     1084.29(5)
_computing_cell_refinement
;
SAINT (Bruker, 2014)
;
_computing_data_collection
;
APEX2 (Bruker, 2014)
;
_computing_data_reduction
;
SAINT (Bruker, 2014)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008b)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      143(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0256
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            22794
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.100
_diffrn_reflns_theta_min         1.053
_exptl_absorpt_coefficient_mu    2.944
_exptl_absorpt_correction_T_max  0.6663
_exptl_absorpt_correction_T_min  0.4719
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 2008a)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.961
_exptl_crystal_description       irregular
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.443
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 1255 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack   -0.004(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2909
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0164
_refine_ls_R_factor_gt           0.0154
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0190P)^2^+0.3689P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0375
_refine_ls_wR_factor_ref         0.0379
_reflns_number_gt                2806
_reflns_number_total             2909
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            zl2732sup1.cif
_cod_data_source_block           I
_cod_database_code               2242564
_cod_database_fobs_code          2242564
_shelx_estimated_absorpt_t_min   0.472
_shelx_estimated_absorpt_t_max   0.666
_shelx_hkl_checksum              89773
_shelx_res_checksum              27866