N-Alkyl ammonium resorcinarene polyiodides
Pan, Fangfang; Beyeh, Ngong Kodiah; Ras, Robin H. A.; Rissanen, Kari; CrystEngComm 18 (2016) 5724–; doi:10.1039/C6CE01229A

data_7225582
_publ_section_title
;
 N-Alkyl ammonium resorcinarene polyiodides
;
_journal_issue                   30
_journal_name_full               CrystEngComm
_journal_page_first              5724
_journal_paper_doi               10.1039/C6CE01229A
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety
'C68 H104 N4 O8, C4 H7 O2, C2 H4 O, I3, 1.8(H2 O), 3(Br)'
_chemical_formula_sum            'C74 H118.6 Br3 I3 N4 O12.8'
_chemical_formula_weight         1889.55
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2016-05-19
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2016-05-26 deposited with the CCDC.
2016-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                77.8171(19)
_cell_angle_beta                 86.247(2)
_cell_angle_gamma                89.7322(18)
_cell_formula_units_Z            2
_cell_length_a                   12.2171(3)
_cell_length_b                   13.1621(3)
_cell_length_c                   25.6541(6)
_cell_measurement_reflns_used    11642
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      76.3360
_cell_measurement_theta_min      4.1140
_cell_volume                     4023.52(17)
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega   86.00  159.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  -90.0000 73

  2 omega  102.00  178.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   15.0000 -150.0000 76

  3 omega  106.00  145.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000    0.0000 39

  4 omega   63.00  116.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -114.0000  -87.0000 53

  5 omega   57.00  107.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000  -30.0000 50

  6 omega   48.00   88.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000    0.0000 40

  7 omega   42.00   72.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -90.0000 30

  8 omega   39.00   86.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -60.0000 47

  9 omega   40.00   91.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000 -150.0000 51

 10 omega   52.00  116.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000 -180.0000 64

 11 omega   36.00  130.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000 -180.0000 94

 12 omega   51.00   97.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.4013 -125.0000    0.0000 46

 13 omega   30.00  109.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000   60.0000 79

 14 omega   44.00   74.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  150.0000 30

 15 omega   36.00   82.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000   90.0000 46

 16 omega   45.00   72.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000    0.0000 27

 17 omega   88.00  178.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000  120.0000 90

 18 omega  -34.00   26.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013   37.0000  -90.0000 60

 19 omega  -49.00   10.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013   37.0000   60.0000 59

 20 omega  -49.00   32.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013   37.0000  120.0000 81

 21 omega  -85.00  -25.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013  -37.0000  -90.0000 60

 22 omega  -94.00   -2.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4013  125.0000  120.0000 92
;
_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      -0.0711870000
_diffrn_orient_matrix_UB_12      0.0541645000
_diffrn_orient_matrix_UB_13      -0.0449579000
_diffrn_orient_matrix_UB_21      -0.0993943000
_diffrn_orient_matrix_UB_22      -0.0058883000
_diffrn_orient_matrix_UB_23      0.0407380000
_diffrn_orient_matrix_UB_31      0.0320005000
_diffrn_orient_matrix_UB_32      0.1066344000
_diffrn_orient_matrix_UB_33      0.0104846000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            28250
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        66.747
_diffrn_reflns_theta_max         66.747
_diffrn_reflns_theta_min         3.435
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.374
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42038
_exptl_absorpt_correction_type   multi-scan
_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    1.560
_exptl_crystal_description       plate
_exptl_crystal_F_000             1914
_exptl_crystal_size_max          0.3704
_exptl_crystal_size_mid          0.1791
_exptl_crystal_size_min          0.0943
_refine_diff_density_max         3.046
_refine_diff_density_min         -1.679
_refine_diff_density_rms         0.218
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     894
_refine_ls_number_reflns         14287
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0946
_refine_ls_R_factor_gt           0.0831
_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^)+(0.1633P)^2^+8.3799P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2289
_refine_ls_wR_factor_ref         0.2472
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11675
_reflns_number_total             14287
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce01229a2.cif
_cod_data_source_block           1_br3_i3
_cod_depositor_comments
'Adding full bibliography for 7225581--7225584.cif.'
_cod_original_formula_sum        'C74 H118.60 Br3 I3 N4 O12.80'
_cod_database_code               7225582
_chemical_oxdiff_formula         'C40 H40 O8 N4 I3 Br3'
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O11-C74
 1.43 with sigma of 0.02
 O11-C74
 1.45 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O13) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
4. Others
 Fixed Sof: O12(0.8) H12C(0.8) H12D(0.8) Br3B(0.1) Br3(0.9)
5.a Riding coordinates:
 O5(H5), O12(H12C,H12D), O13(H13C,H13D)
5.b Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C25(H25), C31(H31), C42(H42), C48(H48), C59(H59), C65(H65)
5.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C15(H15A,H15B), C16(H16A,H16B), C24(H24A,H24B), C26(H26A,H26B),
  C27(H27A,H27B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C32(H32A,
 H32B), C33(H33A,H33B), C41(H41A,H41B), C43(H43A,H43B), C44(H44A,H44B),
 C45(H45A,H45B), C46(H46A,H46B), C47(H47A,H47B), C49(H49A,H49B), C50(H50A,H50B),
  C58(H58A,H58B), C60(H60A,H60B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,
 H63B), C64(H64A,H64B), C66(H66A,H66B), C67(H67A,H67B), N1(H1A,H1B), N2(H2A,
 H2B), N3(H3A,H3B), N4(H4A,H4B), C69(H69A,H69B), C70(H70A,H70B), C72(H72A,H72B),
  C73(H73A,H73B), C74(H74A,H74B)
5.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C23(H23), C40(H40), C57(H57), C71(H71)
5.e Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C34(H34A,H34B,H34C), C51(H51A,H51B,H51C), C68(H68A,H68B,
 H68C)
5.f Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O3(H3), O4(H4), O6(H6A), O7(H7), O8(H8A)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'