Hemisynthesis of 2,3,4-<sup>13</sup>C3-1,4-Androstadien-3,17-dione: A Key Precursor for the Synthesis of <sup>13</sup>C3-Androstanes and <sup>13</sup>C3-Estranes.
Berthonneau, Clément; Nun, Pierrick; Rivière, Matthieu; Pauvert, Mickael; Dénès, Fabrice; Lebreton, Jacques; The Journal of organic chemistry 83 (2018) 3727–3737; doi:10.1021/acs.joc.7b03216

data_4035507
_publ_section_title
;
 Hemisynthesis of 2,3,4-<sup>13</sup>C3-1,4-Androstadien-3,17-dione: A Key
 Precursor for the Synthesis of <sup>13</sup>C3-Androstanes and
 <sup>13</sup>C3-Estranes.
;
_journal_issue                   7
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              3727
_journal_page_last               3737
_journal_paper_doi               10.1021/acs.joc.7b03216
_journal_volume                  83
_journal_year                    2018
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C25 H30 O2 S1'
_chemical_formula_sum            'C25 H30 O2 S'
_chemical_formula_weight         394.6
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.2916(7)
_cell_length_b                   11.2924(17)
_cell_length_c                   29.789(6)
_cell_measurement_reflns_used    110
_cell_measurement_temperature    293
_cell_measurement_theta_max      21
_cell_measurement_theta_min      4
_cell_volume                     2116.4(6)
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.98
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Nonius CCD'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.076
_diffrn_reflns_av_unetI/netI     0.0785
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            21190
_diffrn_reflns_theta_full        27.95
_diffrn_reflns_theta_max         28.08
_diffrn_reflns_theta_min         6.41
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.9765
_exptl_absorpt_correction_T_min  0.9515
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   Jana2006
_exptl_crystal_density_diffrn    1.2383
_exptl_crystal_description       prisme
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.95
_refine_diff_density_min         -0.71
_refine_ls_abs_structure_details
'  2046 of Friedel pairs used in the refinement'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_gt    1.42
_refine_ls_goodness_of_fit_ref   1.21
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_constraints    120
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4955
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1118
_refine_ls_R_factor_gt           0.0531
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     w=1/(\s^2^(F)+0.000625F^2^)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0540
_refine_ls_wR_factor_ref         0.0576
_reflns_number_gt                3239
_reflns_number_total             4955
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            jo7b03216_si_001.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_absorpt_correction_type' value 'Gaussian' was
changed to 'gaussian' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_Hall     'P 2xab;2ybc;2zac'
_cod_original_formula_sum        'C25 H30 O2 S1'
_cod_database_code               4035507