One-Step Synthesis of <i>C</i><sub>2v</sub>-Symmetric Resorcin[4]arene Tetraethers.
Smith, Jordan N.; Brind, Thomasin K.; Petrie, Simon B.; Grant, Mikaela S.; Lucas, Nigel T.; The Journal of organic chemistry 85 (2020) 4574–4580; doi:10.1021/acs.joc.0c00128

data_4038013
_publ_section_title
;
 One-Step Synthesis of <i>C</i><sub>2v</sub>-Symmetric Resorcin[4]arene
 Tetraethers.
;
_journal_issue                   6
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              4574
_journal_page_last               4580
_journal_paper_doi               10.1021/acs.joc.0c00128
_journal_volume                  85
_journal_year                    2020
_chemical_formula_moiety         'C76 H118 Br2 O8, C1 H1 Cl3, C1 H2 Cl2'
_chemical_formula_sum            'C78 H121 Br2 Cl5 O8'
_chemical_formula_weight         1523.81
_chemical_name_systematic
;
2,4,6,8-Tetra(n-undecyl)-1^5^,5^5^-dibromo-3^4^,3^6^,7^4^,7^6^-tetramethoxy-
1,3,5,7(1,3)-tetrabenzenacyclooctaphane-1^4^,1^6^,5^4^,5^6^-tetrol
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_block_code                ntl1927
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                83.974(2)
_cell_angle_beta                 77.650(2)
_cell_angle_gamma                75.603(2)
_cell_formula_units_Z            2
_cell_length_a                   11.6050(2)
_cell_length_b                   17.8076(5)
_cell_length_c                   20.1570(5)
_cell_measurement_reflns_used    18227
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      72.946
_cell_measurement_theta_min      4.045
_cell_volume                     3935.50(17)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Mercury CSD 4.0 (CCDC, 2018)'
_computing_publication_material  'enCIFer 1.7.3 (CCDC, 2018)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector_area_resol_mean 5.1725
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            28351
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.000
_diffrn_reflns_theta_max         73.047
_diffrn_reflns_theta_min         3.503
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    3.269
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.302
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model. Empirical absorption correction using 
spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_description       needle
_exptl_crystal_F_000             1616
_exptl_crystal_preparation
; 
Crystals were grown by diffusion of methanol into a 
dichloromethane/chloroform solution at rt.  
;
_exptl_crystal_size_max          0.560
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.140
_refine_diff_density_max         1.260
_refine_diff_density_min         -1.406
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1130
_refine_ls_number_reflns         15186
_refine_ls_number_restraints     1079
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0731
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1580P)^2^+3.9311P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2174
_refine_ls_wR_factor_ref         0.2264
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13556
_reflns_number_total             15186
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c00128_si_002.cif
_cod_data_source_block           5m
_cod_depositor_comments
'Adding full bibliography for 4038011--4038014.cif.'
_cod_database_code               4038013
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.262
_shelx_estimated_absorpt_t_max   0.658
_shelx_res_checksum              92105
_shelx_hkl_checksum              64525