Synthesis and Solid-State Dynamics of a Crystalline Steroid Molecular Rotor without the Alkyne Axle: Steroid Dimers Based on a 1,4-Di(1,3-dioxan-2-yl)benzene Moiety.
Vargas-Romero, Katherine; Martínez-Torres, Fátima C; Aguilar-Granda, Andrés; Pérez-Estrada, Salvador; Flores-Alamo, Marcos; Rodríguez-Molina, Braulio; Iglesias-Arteaga, Martín A; The Journal of organic chemistry 85 (2020) 8501–8509; doi:10.1021/acs.joc.0c00867

data_4038496
_publ_contact_author
;
      'Braulio Rodr\'iguez-Molina'
      Instituto de Q\'imica,
      Universidad Aut\'onoma de M\'exico,
      Circuito Exterior,
      Cuidad Universitaria.
      04510 Ciudad de M\'exico
      M\'exico  
      
;
_publ_section_title
;
 Synthesis and Solid-State Dynamics of a Crystalline Steroid Molecular
 Rotor without the Alkyne Axle: Steroid Dimers Based on a
 1,4-Di(1,3-dioxan-2-yl)benzene Moiety.
;
_journal_issue                   13
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              8501
_journal_page_last               8509
_journal_paper_doi               10.1021/acs.joc.0c00867
_journal_volume                  85
_journal_year                    2020
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C54 H78 O8'
_chemical_formula_sum            'C54 H78 O8'
_chemical_formula_weight         855.16
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_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
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_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 100.716(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.7565(7)
_cell_length_b                   10.3255(6)
_cell_length_c                   16.8608(7)
_cell_measurement_reflns_used    6642
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      76.691
_cell_measurement_theta_min      3.788
_cell_volume                     2353.2(2)
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        CrysAlisPro, Agilent Technologies,
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
;
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      130(2)
_diffrn_detector_area_resol_mean 10.4685
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0088098
_diffrn_orient_matrix_UB_12      0.0045772
_diffrn_orient_matrix_UB_13      0.0897323
_diffrn_orient_matrix_UB_21      -0.1132334
_diffrn_orient_matrix_UB_22      -0.0123987
_diffrn_orient_matrix_UB_23      -0.0240278
_diffrn_orient_matrix_UB_31      0.0091508
_diffrn_orient_matrix_UB_32      -0.148628
_diffrn_orient_matrix_UB_33      0.0047356
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1087
_diffrn_reflns_av_unetI/netI     0.153
_diffrn_reflns_Laue_measured_fraction_full 1
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_diffrn_reflns_limit_h_max       17
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_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            45982
_diffrn_reflns_point_group_measured_fraction_full 0.948
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.853
_diffrn_reflns_theta_min         3.817
_exptl_absorpt_coefficient_mu    0.624
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.858
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        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
        (compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_description       needle
_exptl_crystal_F_000             932
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.2
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.056
_refine_ls_abs_structure_details
;
 Flack x determined using 2309 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.13(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.04
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         9330
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.04
_refine_ls_R_factor_all          0.0869
_refine_ls_R_factor_gt           0.0563
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0518P)^2^+0.6031P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1199
_refine_ls_wR_factor_ref         0.1397
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_full    0.891
_reflns_Friedel_fraction_max     0.857
_reflns_number_gt                7010
_reflns_number_total             9330
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c00867_si_002.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 4038495--4038496.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4038496
_shelx_estimated_absorpt_t_min   0.802
_shelx_estimated_absorpt_t_max   0.964
_shelx_res_checksum              89848
_shelx_hkl_checksum              96915