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_2022636
_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 Cl2 N2 O4'
_chemical_formula_sum            'C20 H22 Cl2 N2 O4'
_chemical_formula_weight         425.30
_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
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 99.462(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.5362(9)
_cell_length_b                   9.4705(6)
_cell_length_c                   20.3165(17)
_cell_measurement_reflns_used    3198
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.7810
_cell_measurement_theta_min      2.3840
_cell_volume                     1999.7(3)
_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
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<i>OLEX2</i> (Dolomanov <i>et al.</i>, 2009)
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_computing_structure_refinement
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SHELXL2018 (Sheldrick, 2015b)
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_computing_structure_solution
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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 0.978
_diffrn_measured_fraction_theta_max 0.851
_diffrn_measurement_details
;
  1 omega   -1.00   76.00   1.0000   25.1900
omega____ theta____ kappa____ phi______ frames
    -       16.8699   38.0000  -30.0000 77

  2 omega   24.00   86.00   1.0000   25.1900
omega____ theta____ kappa____ phi______ frames
    -       16.8699    0.0000 -150.0000 62

  3 omega  -14.00   22.00   1.0000   25.1900
omega____ theta____ kappa____ phi______ frames
    -      -16.0886  -99.0000  -60.0000 36

  4 omega  -41.00  -14.00   1.0000   25.1900
omega____ theta____ kappa____ phi______ frames
    -       16.8699    0.0000 -150.0000 27

  5 omega  -43.00   50.00   1.0000   25.1900
omega____ theta____ kappa____ phi______ frames
    -      -16.0886   77.0000 -180.0000 93

  6 omega  -84.00  -69.00   1.0000   25.1900
omega____ theta____ kappa____ phi______ frames
    -      -16.0886  -77.0000   60.0000 15
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent Xcalibur Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0662341000
_diffrn_orient_matrix_UB_12      -0.0158695000
_diffrn_orient_matrix_UB_13      -0.0096882000
_diffrn_orient_matrix_UB_21      -0.0063124000
_diffrn_orient_matrix_UB_22      -0.0087330000
_diffrn_orient_matrix_UB_23      0.0339996000
_diffrn_orient_matrix_UB_31      -0.0152781000
_diffrn_orient_matrix_UB_32      0.0726195000
_diffrn_orient_matrix_UB_33      0.0019778000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0574
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.851
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13245
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.851
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.281
_diffrn_reflns_theta_min         2.032
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.354
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64675
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2014)
;
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_description       prizm
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.72
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         4644
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.970
_refine_ls_R_factor_all          0.1008
_refine_ls_R_factor_gt           0.0589
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1543
_refine_ls_wR_factor_ref         0.1883
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2780
_reflns_number_total             4644
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            vp3002sup1_compound_I.cif
_cod_data_source_block           compound_I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2022636
_publcif_datablock.id            {3f73d32d-5c09-4b56-ae73-93ade6e364b4}
_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 97.27
_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)
;
_cod_database_fobs_code 2022636