Conformational changes in Cmethyl-resorcinarene pyridine N-oxide inclusion complexes in the solid state
Puttreddy, Rakesh; Beyeh, Ngong Kodiah; Rissanen, Kari; CrystEngComm 18 (2016) 4971–; doi:10.1039/C6CE00240D

data_7224406
_publ_section_title
;
 Conformational changes in Cmethyl-resorcinarene pyridine N-oxide
 inclusion complexes in the solid state
;
_journal_issue                   26
_journal_name_full               CrystEngComm
_journal_page_first              4971
_journal_paper_doi               10.1039/C6CE00240D
_journal_volume                  18
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety
'2(C6 H6 N2 O3), 4(C H4 O), 2(H2 O), C32 H32 O8'
_chemical_formula_sum            'C48 H64 N4 O20'
_chemical_formula_weight         1017.03
_chemical_name_systematic
;
 ?
;
_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_date             2016-01-25
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-01-28 deposited with the CCDC.
2016-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.111(6)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.8492(6)
_cell_length_b                   20.9713(8)
_cell_length_c                   11.4872(6)
_cell_measurement_reflns_used    5901
_cell_measurement_temperature    120
_cell_measurement_theta_max      28.6600
_cell_measurement_theta_min      3.4500
_cell_volume                     2497.9(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0053
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega   23.00   51.00   1.0000   57.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.1368   57.0000 -180.0000 28

  2 omega   16.00   51.00   1.0000   57.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.1368   57.0000   60.0000 35

  3 omega  -87.00   -2.00   1.0000   57.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.1368  -57.0000  -90.0000 85

  4 omega  -85.00   10.00   1.0000   57.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.1368  -77.0000   30.0000 95

  5 omega  -20.00   12.00   1.0000   57.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.1368   57.0000 -180.0000 32

  6 omega  -17.00    8.00   1.0000   57.5000
omega____ theta____ kappa____ phi______ frames
    -       19.3868   90.0000  -77.0000 25

  7 omega  -32.00   54.00   1.0000   57.5000
omega____ theta____ kappa____ phi______ frames
    -       19.3868  -90.0000  167.0000 86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0519229000
_diffrn_orient_matrix_UB_12      0.0220113000
_diffrn_orient_matrix_UB_13      -0.0159005000
_diffrn_orient_matrix_UB_21      0.0364569000
_diffrn_orient_matrix_UB_22      0.0216614000
_diffrn_orient_matrix_UB_23      0.0443044000
_diffrn_orient_matrix_UB_31      0.0256394000
_diffrn_orient_matrix_UB_32      0.0137687000
_diffrn_orient_matrix_UB_33      -0.0442788000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0478
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16891
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.250
_diffrn_reflns_theta_max         25.246
_diffrn_reflns_theta_min         2.988
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.1869
_exptl_crystal_size_mid          0.1451
_exptl_crystal_size_min          0.0828
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details
;
 Flack x determined using 2879 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.3(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     666
_refine_ls_number_reflns         8754
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0668
_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^)+(0.1093P)^2^+1.7773P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1763
_refine_ls_wR_factor_ref         0.1896
_reflns_Friedel_coverage         0.887
_reflns_Friedel_fraction_full    0.939
_reflns_Friedel_fraction_max     0.939
_reflns_number_gt                7249
_reflns_number_total             8754
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce00240d2.cif
_cod_data_source_block           2MeNPyNO_1
_cod_depositor_comments
'Adding full bibliography for 7224402--7224408.cif.'
_cod_database_code               7224406
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C20 H20 N2 O9'
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(O3B) \\sim Ueq, Uanis(N2B) \\sim Ueq, Uanis(O2B) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.01
3. Others
 Fixed Sof: O1W(0.5) H1WA(0.5) H1WB(0.5) O2W(0.5) H2WA(0.5) H2WB(0.5)
 Fixed U33: O3A(0.12544)
4.a Riding coordinates:
 O1W(H1WA,H1WB), O2S(H2S), O2W(H2WA,H2WB), O3W(H3WA,H3WB)
4.b Ternary CH refined with riding coordinates:
 C7(H7), C14(H14), C21(H21), C28(H28)
4.c Aromatic/amide H refined with riding coordinates:
 C4B(H4B), C2B(H2B), C1B(H1B), C1A(H1A), C2(H2), C2A(H2A), C4A(H4A), C5(H5),
 C9(H9), C12(H12), C16(H16), C19(H19), C23(H23), C26(H26)
4.d Fitted hexagon refined as free rotating group:
 N1B(C5B,C4B,C3B,C2B,C1B)
4.e Idealised Me refined as rotating group:
 C1S(H1SA,H1SB,H1SC), C2S(H2SA,H2SB,H2SC), C3S(H3SA,H3SB,H3SC), C4S(H4SA,H4SB,
 H4SC), C6A(H6AA,H6AB,H6AC), C6B(H6BA,H6BB,H6BC), C29(H29A,H29B,H29C), C30(H30A,
 H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C)
4.f Idealised tetrahedral OH refined as rotating group:
 O1S(H1S), O3S(H3S), O4(H4), O4S(H4S), O6(H6), O11(H11), O13(H13), O18(H18),
 O20(H20), O25(H25), O27(H27)
;
_shelx_res_checksum              4414
_olex2_submission_special_instructions 'No special instructions were received'