Aromatic N-oxide templates open inclusion and dimeric capsular assemblies with methylresorcinarene
Beyeh, Ngong Kodiah; Puttreddy, Rakesh; Rissanen, Kari; RSC Advances 5 (2015) 30222–; doi:10.1039/C5RA03667D

data_7235902
_publ_section_title
;
 Aromatic N-oxide templates open inclusion and dimeric capsular assemblies
 with methylresorcinarene
;
_journal_issue                   38
_journal_name_full               'RSC Advances'
_journal_page_first              30222
_journal_paper_doi               10.1039/C5RA03667D
_journal_volume                  5
_journal_year                    2015
_chemical_formula_moiety
'2(C40 H48 O8), 2(C5 H5 N O), 2(C H4 O), 3(O), 2(C2.5 H2.5 N0.5 O0.35)'
_chemical_formula_sum            'C97 H119 N3 O23.7'
_chemical_formula_weight         1706.17
_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
_audit_creation_date             2015-02-26
_audit_creation_method
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_audit_update_record
;
2015-02-27 deposited with the CCDC.
2015-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                72.841(7)
_cell_angle_beta                 74.133(7)
_cell_angle_gamma                65.716(7)
_cell_formula_units_Z            1
_cell_length_a                   12.4900(9)
_cell_length_b                   12.5364(10)
_cell_length_c                   16.5875(13)
_cell_measurement_reflns_used    4258
_cell_measurement_temperature    170
_cell_measurement_theta_max      27.9510
_cell_measurement_theta_min      3.6350
_cell_volume                     2227.3(3)
_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, 2008)'
_diffrn_ambient_temperature      170
_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  -91.00    5.00   1.0000   62.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.1368  -37.0000   90.0000 96

  2 omega  -39.00   51.00   1.0000   62.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.1368   55.0000 -113.4701 90

  3 omega  -61.00  -35.00   1.0000   62.5000
omega____ theta____ kappa____ phi______ frames
    -      -18.1368 -178.0000  -30.0000 26

  4 omega  -17.00   25.00   1.0000   62.5000
omega____ theta____ kappa____ phi______ frames
    -       19.3868   90.0000  139.0000 42

  5 omega  -29.00   51.00   1.0000   62.5000
omega____ theta____ kappa____ phi______ frames
    -       19.3868  -90.0000   25.0000 80

  6 omega    1.00   62.00   1.0000   62.5000
omega____ theta____ kappa____ phi______ frames
    -       19.3868   57.0000  -30.0000 61
;
_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      -0.0607407000
_diffrn_orient_matrix_UB_12      0.0383147000
_diffrn_orient_matrix_UB_13      0.0057544000
_diffrn_orient_matrix_UB_21      0.0039553000
_diffrn_orient_matrix_UB_22      0.0024758000
_diffrn_orient_matrix_UB_23      0.0412181000
_diffrn_orient_matrix_UB_31      0.0172783000
_diffrn_orient_matrix_UB_32      0.0505306000
_diffrn_orient_matrix_UB_33      -0.0182699000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_unetI/netI     0.0650
_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       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            15198
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         3.001
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80077
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_description       plate
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.3161
_exptl_crystal_size_mid          0.1063
_exptl_crystal_size_min          0.0768
_refine_diff_density_max         0.588
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     627
_refine_ls_number_reflns         7818
_refine_ls_number_restraints     51
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0902
_refine_ls_R_factor_gt           0.0628
_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^)+(0.0826P)^2^+0.9930P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1564
_refine_ls_wR_factor_ref         0.1775
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5614
_reflns_number_total             7818
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ra03667d2.cif
_cod_data_source_block           2_3@1_2(CH3OH)2
_cod_original_formula_sum        'C97 H119 N3 O23.70'
_cod_database_code               7235902
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C20 H20 N1 O1 Cu1'
_reflns_odcompleteness_completeness 99.84
_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, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H7-O7
 0.85 with sigma of 0.02
 O6-H6
 0.85 with sigma of 0.02
 O5-H5
 0.85 with sigma of 0.02
 O4-H4
 0.85 with sigma of 0.02
 O3-H3
 0.85 with sigma of 0.02
 O2-H2
 0.85 with sigma of 0.02
 O8-H8
 0.85 with sigma of 0.02
 O1-H1
 0.85 with sigma of 0.02
 H7-O7
 0.85 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C50) \\sim Ueq, Uanis(O10) \\sim Ueq, Uanis(N2) \\sim Ueq, Uanis(C46)
\\sim Ueq, Uanis(C47) \\sim Ueq, Uanis(C1A) \\sim Ueq, Uanis(C48) \\sim Ueq, :
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O10) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O10) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C46) = Uanis(C50)
Uanis(C47) = Uanis(C1A)
Uanis(C48) = Uanis(N2)
4. Others
 Fixed Sof: H29A(0.8) H29B(0.8) H29C(0.2) H29D(0.2) C30(0.8) H30A(0.8)
 H30B(0.8) H30C(0.8) O13(0.37) O12(0.23) O14(0.9) C30A(0.2) H30D(0.2) H30E(0.2)
 H30F(0.2) N2(0.5) C46(0.5) H46(0.5) C47(0.5) H47(0.5) C48(0.5) H48(0.5)
 C1A(0.5) H1A(0.5) C50(0.5) H50(0.5)
5.a Ternary CH refined with riding coordinates:
 C8(H8A), C18(H18), C28(H28), C38(H38)
5.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C19(H19A,H19B), C29(H29A,H29B), C29(H29C,H29D), C39(H39A,H39B)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6A), C16(H16), C26(H26), C32(H32), C41(H41), C42(H42), C43(H43), C44(H44),
  C45(H45), C46(H46), C47(H47), C48(H48), C1A(H1A), C50(H50)
5.d Fitted hexagon refined as free rotating group:
 N2(C46,C47,C48,C1A,C50)
5.e Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C10(H10A,H10B,H10C), C17(H17A,H17B,H17C), C20(H20A,H20B,
 H20C), C27(H27A,H27B,H27C), C30(H30A,H30B,H30C), C37(H37A,H37B,H37C), C40(H40A,
 H40B,H40C), C49(H49A,H49B,H49C), C30A(H30D,H30E,H30F)
5.f Idealised tetrahedral OH refined as rotating group:
 O11(H11)
;
_shelx_res_checksum              79183
_shelx_hkl_checksum              34208
_olex2_submission_special_instructions 'No special instructions were received'