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_7224402
_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_formula_moiety         '4(C6 H7 N O), C32 H32 O8'
_chemical_formula_sum            'C56 H60 N4 O12'
_chemical_formula_weight         981.08
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2016-01-06
_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                 106.239(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   28.1876(12)
_cell_length_b                   20.8706(7)
_cell_length_c                   17.9257(7)
_cell_measurement_reflns_used    3718
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      73.3900
_cell_measurement_theta_min      3.3460
_cell_volume                     10124.8(7)
_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)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3953
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
  1 omega   52.00   89.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      105.6154  -30.0000   90.0000 37

  2 omega   35.00  138.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      105.6154  -77.0000  120.0000 103

  3 omega   36.00   85.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.4926 -125.0000    0.0000 49

  4 omega   33.00   88.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      105.6154  -45.0000  -30.0000 55

  5 omega   77.00  170.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      105.6154   61.0000  -90.0000 93

  6 omega   79.00  162.00   1.0000   12.5000
omega____ theta____ kappa____ phi______ frames
    -      105.6154   61.0000 -150.0000 83

  7 omega  -80.00   -8.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.4926  125.0000   30.0000 72

  8 omega -115.00  -20.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.4926  -37.0000  -60.0000 95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0167890000
_diffrn_orient_matrix_UB_12      -0.0692889000
_diffrn_orient_matrix_UB_13      -0.0227266000
_diffrn_orient_matrix_UB_21      0.0512374000
_diffrn_orient_matrix_UB_22      -0.0155181000
_diffrn_orient_matrix_UB_23      -0.0104537000
_diffrn_orient_matrix_UB_31      0.0184221000
_diffrn_orient_matrix_UB_32      -0.0201756000
_diffrn_orient_matrix_UB_33      0.0858801000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0707
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            16567
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        66.750
_diffrn_reflns_theta_max         66.745
_diffrn_reflns_theta_min         3.376
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.744
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78414
_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            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_description       plate
_exptl_crystal_F_000             4160
_exptl_crystal_size_max          0.5439
_exptl_crystal_size_mid          0.0742
_exptl_crystal_size_min          0.0543
_refine_diff_density_max         1.018
_refine_diff_density_min         -0.313
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     814
_refine_ls_number_reflns         8895
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0940
_refine_ls_R_factor_gt           0.0651
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0898P)^2^+5.6263P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1663
_refine_ls_wR_factor_ref         0.1891
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6212
_reflns_number_total             8895
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce00240d2.cif
_cod_data_source_block           2MePyNO_1
_cod_depositor_comments
'Adding full bibliography for 7224402--7224408.cif.'
_cod_database_code               7224402
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C20 H20 N1 O9'
_reflns_odcompleteness_completeness 98.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2. Uiso/Uaniso restraints and constraints
Uanis(C4D) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C2B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Others
 Fixed Sof: O1A(0.75) O1B(0.25) O1C(0.4) O1D(0.6) N1A(0.75) N1B(0.25) N1C(0.4)
 N1D(0.6) C1A(0.75) H1A(0.75) C1B(0.25) H1B(0.25) C1C(0.4) H1C(0.4) C1D(0.6)
 H1D(0.6) C2A(0.75) H2A(0.75) C2B(0.25) H2B(0.25) C2C(0.4) H2C(0.4) C2D(0.6)
 H2D(0.6) C3A(0.75) H3A(0.75) C3B(0.25) H3B(0.25) C3C(0.4) H3C(0.4) C3D(0.6)
 H3D(0.6) C4A(0.75) H4A(0.75) C4B(0.25) H4B(0.25) C4C(0.4) H4C(0.4) C4D(0.6)
 H4D(0.6) C5A(0.75) C5B(0.25) C5C(0.4) C5D(0.6) C6A(0.75) H6AA(0.75) H6AB(0.75)
 H6AC(0.75) C6B(0.25) H6BA(0.25) H6BB(0.25) H6BC(0.25) C6C(0.4) H6CA(0.4)
 H6CB(0.4) H6CC(0.4) C6D(0.6) H6DA(0.6) H6DB(0.6) H6DC(0.6)
4.a Ternary CH refined with riding coordinates:
 C7(H7), C14(H14), C21(H21), C28(H28)
4.b Aromatic/amide H refined with riding coordinates:
 C1A(H1A), C1B(H1B), C1C(H1C), C1D(H1D), C1E(H1E), C1F(H1F), C2(H2), C2A(H2A),
 C2B(H2B), C2C(H2C), C2D(H2D), C2E(H2E), C2F(H2F), C3A(H3A), C3B(H3B), C3C(H3C),
  C3D(H3D), C3E(H3E), C3F(H3F), C4A(H4A), C4B(H4B), C4C(H4C), C4D(H4D),
 C4E(H4E), C4F(H4F), C5(H5), C9(H9), C12(H12), C16(H16), C19(H19), C23(H23),
 C26(H26)
4.c Idealised Me refined as rotating group:
 C6A(H6AA,H6AB,H6AC), C6B(H6BA,H6BB,H6BC), C6C(H6CA,H6CB,H6CC), C6D(H6DA,H6DB,
 H6DC), C6E(H6EA,H6EB,H6EC), C6F(H6FA,H6FB,H6FC), C29(H29A,H29B,H29C), C30(H30A,
 H30B,H30C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C)
4.d Idealised tetrahedral OH refined as rotating group:
 O4(H4), O11(H11), O13(H13), O18(H18), O20(H20), O25(H25), O27(H27)
;
_shelx_res_checksum              85800
_olex2_submission_special_instructions 'No special instructions were received'