Crystal Structure and Intermolecular Energy for Some Nandrolone Esters.
Mare, Liviu; Muresan-Pop, Marieta; Purcea Lopes, Pompilia Mioara; Turza, Alexandru; Borodi, Gheorghe; Popescu, Violeta; Molecules (Basel, Switzerland) 28 (2023) 7179–; doi:10.3390/molecules28207179

data_1570279
_publ_section_title
;
 Crystal Structure and Intermolecular Energy for Some Nandrolone Esters.
;
_journal_issue                   20
_journal_name_full               'Molecules (Basel, Switzerland)'
_journal_page_first              7179
_journal_paper_doi               10.3390/molecules28207179
_journal_volume                  28
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C29 H46 O3'
_chemical_formula_sum            'C29 H46 O3'
_chemical_formula_weight         442.66
_chemical_name_common            Nandrolone_undecanoate
_chemical_name_systematic
19_nortestosterone_17&#x00CE;&#x00B2;_undecanoate
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 94.761(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.9889(6)
_cell_length_b                   8.2547(5)
_cell_length_c                   32.9847(14)
_cell_measurement_reflns_used    2096
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.9350
_cell_measurement_theta_min      3.2780
_cell_volume                     2710.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.16a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.16a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.16a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.4335
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.897
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w     61.00  86.50   1.70  145.35    --   18.52  57.00 -90.00   15
  2  \w    -14.00  60.80   1.70  145.35    --   18.52 -99.00  90.00   44
  3  \w    -49.00  37.70   1.70  145.35    --   18.52 -57.00   0.00   51
  4  \w    -50.00  38.40   1.70  145.35    --   18.52 -57.00 120.00   52
  5  \w      6.00  46.80   1.70  145.35    --   18.52  77.00 -30.00   24
  6  \w    -12.00  79.80   1.70  145.35    --   18.52  77.00-120.00   54
  7  \w     13.00  40.20   1.70  145.35    --   18.52  57.00 -90.00   16
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0086441000
_diffrn_orient_matrix_UB_12      0.0132123000
_diffrn_orient_matrix_UB_13      -0.0213104000
_diffrn_orient_matrix_UB_21      0.0629072000
_diffrn_orient_matrix_UB_22      -0.0373346000
_diffrn_orient_matrix_UB_23      -0.0022146000
_diffrn_orient_matrix_UB_31      -0.0322730000
_diffrn_orient_matrix_UB_32      -0.0762813000
_diffrn_orient_matrix_UB_33      -0.0025927000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_av_unetI/netI     0.1698
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.897
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            22788
_diffrn_reflns_point_group_measured_fraction_full 0.925
_diffrn_reflns_point_group_measured_fraction_max 0.799
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.775
_diffrn_reflns_theta_min         2.877
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.16a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.085
_exptl_crystal_description       plate
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.235
_refine_diff_density_min         -0.144
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details
;
 Flack x determined using 854 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     581
_refine_ls_number_reflns         11283
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.2801
_refine_ls_R_factor_gt           0.0865
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0549P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1462
_refine_ls_wR_factor_ref         0.2189
_reflns_Friedel_coverage         0.671
_reflns_Friedel_fraction_full    0.840
_reflns_Friedel_fraction_max     0.688
_reflns_number_gt                3608
_reflns_number_total             11283
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            NUnd.cif
_cod_data_source_block           NUnd
_cod_database_code               1570279
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'c20 h20 o2'
_reflns_odcompleteness_completeness 99.75
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C8B(H8B), C9B(H9B), C14B(H14B), C8A(H8A), C9A(H9A), C17B(H17B), C14A(H14A),
 C10B(H10B), C10A(H10A), C17A(H17A)
2.b Secondary CH2 refined with riding coordinates:
 C25B(H25A,H25B), C24B(H24A,H24B), C7A(H7AA,H7AB), C6B(H6BA,H6BB), C22B(H22A,
 H22B), C6A(H6AA,H6AB), C26B(H26A,H26B), C11B(H11A,H11B), C20A(H20C,H20D),
 C25A(H25C,H25D), C21A(H21C,H21D), C20B(H20A,H20B), C21B(H21A,H21B), C26A(H26C,
 H26D), C15B(H15A,H15B), C23A(H23C,H23D), C7B(H7BA,H7BB), C12B(H12A,H12B),
 C27B(H27A,H27B), C24A(H24C,H24D), C16B(H16A,H16B), C27A(H27C,H27D), C23B(H23A,
 H23B), C11A(H11C,H11D), C1A(H1AA,H1AB), C22A(H22C,H22D), C12A(H12C,H12D),
 C28B(H28A,H28B), C16A(H16C,H16D), C2B(H2BA,H2BB), C2A(H2AA,H2AB), C15A(H15C,
 H15D), C28A(H28C,H28D), C1B(H1BA,H1BB)
2.c Aromatic/amide H refined with riding coordinates:
 C4B(H4B), C4A(H4A)
2.d Idealised Me refined as rotating group:
 C18B(H18A,H18B,H18C), C18A(H18D,H18E,H18F), C29A(H29D,H29E,H29F), C29B(H29A,
 H29B,H29C)
;
_shelx_res_checksum              67012
_shelx_hkl_checksum              96573
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.574
_oxdiff_exptl_absorpt_empirical_full_min 0.827