Crystal structure of naltrexone chloride solvates with ethanol, propan-2-ol, and 2-methylpropan-2-ol
Menze, Aveary R.; Sinnott, Jefferson P.; Nazarenko, Alexander Y.; Acta Crystallographica Section E 73 (2017) 1013–1020; doi:10.1107/S205698901700843X

data_2242134
_publ_section_title
;
 Crystal structure of naltrexone chloride solvates with ethanol,
 propan-2-ol, and 2-methylpropan-2-ol
;
_journal_coeditor_code           JJ2196
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1013
_journal_page_last               1020
_journal_paper_doi               10.1107/S205698901700843X
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C20 H24 N O4 +, Cl -, C2 H6 O'
_chemical_formula_moiety         'C20 H24 N O4 +, Cl -, C2 H6 O'
_chemical_formula_sum            'C22 H30 Cl N O5'
_chemical_formula_weight         423.92
_chemical_name_common            'Naltrexone chloride ethanol solvate'
_chemical_name_systematic
;
17-(Cyclopropylmethyl)-3,14-dihydroxy-4,5a-epoxymorphinan-6-one
hydrochloride ethanol monosolvate
;
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_cell_angle_alpha                90
_cell_angle_beta                 103.908(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.6885(7)
_cell_length_b                   7.9478(6)
_cell_length_c                   15.3417(10)
_cell_measurement_reflns_used    3107
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.36
_cell_measurement_theta_min      2.91
_cell_volume                     1028.35(13)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009) and Mercury (Macrae <i>et
al.</i>,  2006)
;
_computing_publication_material
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>,  2009) and PLATON (Spek,
2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker PHOTON-100 CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            33845
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.848
_diffrn_reflns_theta_min         2.905
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_description       needle
_exptl_crystal_F_000             452
_exptl_crystal_size_max          0.564
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.062
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.238
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 2015 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons et al., 2013)
;
_refine_ls_abs_structure_Flack   -0.017(18)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         5866
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0403P)^2^+0.1718P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0769
_refine_ls_wR_factor_ref         0.0824
_reflns_number_gt                5008
_reflns_number_total             5866
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jj2196sup1.cif
_cod_data_source_block           I
_cod_database_code               2242134
_cod_database_fobs_code          2242134
_shelx_hkl_checksum              47625
_shelx_res_checksum              50818