Structures of three disubstituted [13]-macrodilactones reveal effects of substitution on macrocycle conformation
Rutledge, Kelli M.; Griesbach, Caleb; Mercado, Brandon Q.; Peczuh, Mark W.; Acta Crystallographica Section E 76 (2020) 1617–1623; doi:10.1107/S2056989020012037

data_2243667
_publ_section_title
;
 Structures of three disubstituted [13]-macrodilactones reveal effects of
 substitution on macrocycle conformation
;
_journal_coeditor_code           MW2168
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1617
_journal_page_last               1623
_journal_paper_doi               10.1107/S2056989020012037
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C18 H21 Br O4'
_chemical_formula_moiety         'C18 H21 Br O4'
_chemical_formula_sum            'C18 H21 Br O4'
_chemical_formula_weight         381.26
_chemical_name_common            II
_chemical_name_systematic
;
<i>cis</i>-4-(4-Bromophenyl)-13-methyl-1,10-dioxacyclotridec-5-ene-2,9-dione
;
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 95.7658(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_b                   5.55594(11)
_cell_length_c                   20.5689(4)
_cell_measurement_reflns_used    41470
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      66.5980
_cell_measurement_theta_min      2.1350
_cell_volume                     1741.09(6)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2015)
;
_computing_data_collection
;
<i>CrystalClear-SM Expert</i> (Rigaku, 2011)
;
_computing_data_reduction
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CrysAlisPro (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009)
;
_computing_publication_material
;
<i>SHELXL2013/2</i> (Sheldrick, 2015b)
;
_computing_structure_refinement
;
<i>SHELXL2014/7</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT2014/5</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      93(2)
_diffrn_detector_area_resol_mean 22.2
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Rigaku Saturn 944+ CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_source         'microfocus rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0398
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_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            59208
_diffrn_reflns_theta_full        66.830
_diffrn_reflns_theta_max         66.830
_diffrn_reflns_theta_min         3.438
_exptl_absorpt_coefficient_mu    3.365
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82281
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;
(CrysAlisPro; Rigaku OD, 2015)
;
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.100
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_refine_diff_density_min         -0.522
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         3075
_refine_ls_number_restraints     0
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_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0268
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0186P)^2^+2.0820P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_cod_original_sg_symbol_H-M      'P 21/n'
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_cod_database_fobs_code          2243667
_shelx_estimated_absorpt_t_min   0.553
_shelx_estimated_absorpt_t_max   0.730
_shelx_hkl_checksum              11937
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