Twist-chair conformation of the tetraoxepane ring remains unchanged in tetraoxaspirododecane diamines
Khalilov, Leonard M.; Mescheryakova, Ekaterina S.; Bikmukhametov, Kamil Sh.; Makhmudiyarova, Natalia N.; Shangaraev, Kamil R.; Tulyabaev, Arthur R.; Acta Crystallographica, Section C: Structural Chemistry 76 (2020) 276–286; doi:10.1107/S2053229620001382

data_2022638
_publ_section_title
;
 Twist-chair conformation of the tetraoxepane ring remains unchanged in
 tetraoxaspirododecane diamines
;
_journal_coden_ASTM              ACSCGG
_journal_coeditor_code           VP3002
_journal_issue                   3
_journal_name_full
;
 Acta Crystallographica, Section C: Structural Chemistry
;
_journal_page_first              276
_journal_page_last               286
_journal_paper_doi               10.1107/S2053229620001382
_journal_volume                  76
_journal_year                    2020
_chemical_formula_moiety         'C20 H22 F2 N2 O4'
_chemical_formula_sum            'C20 H22 F2 N2 O4'
_chemical_formula_weight         392.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_contact_author_name
;
;
_audit_creation_date             2020-01-27
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;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 100.068(9)
_cell_angle_gamma                90
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_cell_length_b                   10.0294(8)
_cell_length_c                   14.5182(15)
_cell_measurement_reflns_used    2159
_cell_measurement_temperature    293(2)
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_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2014)
;
_computing_molecular_graphics
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>, 2009)
;
_computing_publication_material
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>, 2009)
;
_computing_structure_refinement
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SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1709
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.865
_diffrn_measurement_details
;
  1 omega  -16.00   51.00   1.0000   47.8550
omega____ theta____ kappa____ phi______ frames
    -      -16.2449   77.0000  120.0000 67

  2 omega  -58.00   42.00   1.0000   47.8550
omega____ theta____ kappa____ phi______ frames
    -      -16.2449    0.0000  -60.0000 100

  3 omega   23.00   56.00   1.0000   47.8550
omega____ theta____ kappa____ phi______ frames
    -       16.9480  -99.0000  -90.0000 33

  4 omega  -23.00   22.00   1.0000   47.8550
omega____ theta____ kappa____ phi______ frames
    -      -16.2449  -99.0000  120.0000 45
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_orient_matrix_UB_11      -0.0424594000
_diffrn_orient_matrix_UB_12      0.0077488000
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_diffrn_orient_matrix_UB_21      0.0356652000
_diffrn_orient_matrix_UB_22      0.0009987000
_diffrn_orient_matrix_UB_23      0.0430777000
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_diffrn_orient_matrix_UB_32      0.0701980000
_diffrn_orient_matrix_UB_33      -0.0032412000
_diffrn_radiation_monochromator  graphite
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_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_av_unetI/netI     0.0931
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.865
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9582
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.116
_diffrn_reflns_theta_min         2.317
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33232
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2014)
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_description       plank
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.672
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         4320
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.1544
_refine_ls_R_factor_gt           0.0849
_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^)+(0.0840P)^2^+1.1240P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1986
_refine_ls_wR_factor_ref         0.2350
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2239
_reflns_number_total             4320
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            vp3002sup1_compound_III.cif
_cod_data_source_block           compound_III
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2022638
_publcif_datablock.id            {4559c639-24e7-420e-98ab-1bed835639ce}
_shelx_shelxl_version_number     2018/3
_exptl_absorpt_special_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_reflns_odcompleteness_completeness 99.53
_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
2.a Ternary CH refined with riding coordinates:
 C9(H9), C10(H10)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B)
2.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C16(H16), C18(H18), C19(H19), C22(H22), C23(H23), C25(H25), C26(H26)
;
_olex2_date_sample_data_collection 2018-05-28
_olex2_submission_special_instructions 'No special instructions were received'
_publcif_info_exptl_table_max_cols 5
_publcif_info_exptl_table_use_headnotes y
_publcif_funding_html
;
<span class="funder">
<span class="fundref-name" data-id="">Russian Science Foundation</span>
<span class="fundref-subname" data-id=""></span> 
(<span class="fundref-grant-group"><span 
class="fundref-grant-type">grant</span> No. 
<span class="fundref-grant-id">18-73-00014</span></span>); 
</span>
<span class="funder">
<span class="fundref-name" data-id="501100003443">Ministry of Education
 and Science of the Russian Federation</span>
<span class="fundref-subname" data-id=""></span> 
(<span class="fundref-grant-group"><span 
class="fundref-grant-type">award</span> No. 
<span class="fundref-grant-id">2019-05-595-0001-058</span></span>).
</span>
;
_cod_database_fobs_code 2022638