Naloxegol hydrogen oxalate displaying an hydrogen-bonded layer structure
Gelbrich, Thomas; Langes, Christoph; Stefinovic, Marijan; Griesser, Ulrich J.; Acta Crystallographica Section E 74 (2018) 474–477; doi:10.1107/S2056989018003675

data_2242426
_publ_section_title
;
 Naloxegol hydrogen oxalate displaying an hydrogen-bonded layer structure
;
_journal_coeditor_code           FY2125
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              474
_journal_page_last               477
_journal_paper_doi               10.1107/S2056989018003675
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C34 H54 N O11 +, C2 H O4 -'
_chemical_formula_moiety         'C34 H54 N O11 +, C2 H O4 -'
_chemical_formula_sum            'C36 H55 N O15'
_chemical_formula_weight         741.81
_chemical_name_common            'Naloxegol hydrogen oxalate'
_chemical_name_systematic
;
(5\a,6\a)-6-[(2,5,8,11,14,17,20-Heptaoxadocosan-22-yl)oxy]-3,14-dihydroxy-17-\
(prop-2-en-1-yl)-4,5-epoxymorphinan-17-ium hydrogen oxalate
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/6
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.35810(10)
_cell_length_b                   13.40390(10)
_cell_length_c                   26.1689(2)
_cell_measurement_reflns_used    31215
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      67.5060
_cell_measurement_theta_min      3.3600
_cell_volume                     3633.26(5)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2015)
;
_computing_molecular_graphics
;
XP in SHELXTL (Sheldrick, 2008), Mercury (Macrae <i>et al.</i>,
2006) and
<i>TOPOS</i> (Blatov, 2006)
;
_computing_publication_material
;
PLATON (Spek, 2009), publCIF (Westrip, 2010) and <i>TOPOS</i>
(Blatov, 2006)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 10.3575
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Riguaku Oxford Diffraction Xcalibur Ruby Gemini Ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            58082
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.541
_diffrn_reflns_theta_min         3.378
_exptl_absorpt_coefficient_mu    0.881
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_description       plate
_exptl_crystal_F_000             1592
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.428
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 2777 quotients
[(<i>I</i>^+^)-(<i>I</i>^-^)]/[(<i>I</i>^+^)+(<i>I</i>^-^)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   0.00(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     488
_refine_ls_number_reflns         6563
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0476
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0807P)^2^+1.8400P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1262
_reflns_number_gt                6429
_reflns_number_total             6563
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            fy2125sup1.cif
_cod_data_source_block           I
_cod_database_code               2242426
_cod_database_fobs_code          2242426
_shelx_estimated_absorpt_t_min   0.810
_shelx_estimated_absorpt_t_max   0.957
_shelx_hkl_checksum              17715
_shelx_res_checksum              37661
_shelxl_version_number           2014/6