Selective adsorption of trace morpholine impurities over <i>N</i>-ethyl morpholine by tetralactam solids.
Li, Shi-Yao; Yao, Huan; Hu, Hao; Chen, Wen-Jie; Yang, Liu-Pan; Wang, Li-Li; Chemical communications (Cambridge, England) 59 (2023) 7204–7207; doi:10.1039/d3cc01164j

data_7131662
_publ_section_title
;
 Selective adsorption of trace morpholine impurities over <i>N</i>-ethyl
 morpholine by tetralactam solids.
;
_journal_issue                   47
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7204
_journal_page_last               7207
_journal_paper_doi               10.1039/d3cc01164j
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         '4(H2 O), C48 H48 N4 O8, 2(C H4 O)'
_chemical_formula_sum            'C50 H64 N4 O14'
_chemical_formula_weight         945.05
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-04-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-04-25 deposited with the CCDC.	2023-05-16 downloaded from the CCDC.
;
_cell_angle_alpha                68.707(7)
_cell_angle_beta                 82.307(7)
_cell_angle_gamma                73.621(7)
_cell_formula_units_Z            1
_cell_length_a                   9.483(2)
_cell_length_b                   10.987(3)
_cell_length_c                   12.790(3)
_cell_measurement_reflns_used    6831
_cell_measurement_temperature    214.56
_cell_measurement_theta_max      27.601
_cell_measurement_theta_min      2.630
_cell_volume                     1190.5(5)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      214.56
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0467
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18603
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.630
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1488 before and 0.0748 after correction.
The Ratio of minimum to maximum transmission is 0.9132.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_description       plate
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.663
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         4061
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0566
_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^)+(0.0659P)^2^+0.8727P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1328
_refine_ls_wR_factor_ref         0.1482
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2891
_reflns_number_total             4061
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc01164j2.cif
_cod_data_source_block           p-1
_cod_depositor_comments
'Adding full bibliography for 7131662--7131663.cif.'
_cod_database_code               7131662
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O8-C26
 1.4 with sigma of 0.02
 O9-C27
 1.4 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C25) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C26) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C27) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O8) = Uanis(O6)
4. Others
 Fixed Sof: O6(0.75) H6(0.75) C25(0.75) H25A(0.75) H25B(0.75) H25C(0.75)
 O8(0.15) H8A(0.15) C26(0.15) H26A(0.15) H26B(0.15) H26C(0.15) O9(0.1) H9A(0.1)
 C27(0.1) H27A(0.1) H27B(0.1) H27C(0.1)
5.a Free rotating group:
 O5(H5A,H5B), O7(H7A,H7B)
5.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C1(H1A,H1B), C12(H12A,H12B), C14(H14A,H14B)
5.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N1(H1), C18(H18), C20(H20), C4(H4), C22(H22), C5(H5), C9(H9),
 C19(H19), C8(H8)
5.d Tetrahedral OH refined with riding coordinates:
 O8(H8A)
5.e Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C), C27(H27A,H27B,H27C)
5.f Idealised tetrahedral OH refined as rotating group:
 O6(H6), O9(H9A)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              38993
_shelx_hkl_checksum              80440
_olex2_submission_special_instructions 'No special instructions were received'