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_7225581
_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, 1.5(C4 H8 O2), I3, O, 3(Cl)'
_chemical_formula_sum            'C74 H116 Cl3 I3 N4 O12'
_chemical_formula_weight         1740.75
_chemical_name_systematic
;
 ?
;
_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   geom
_audit_creation_date             2014-11-19
_audit_creation_method
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_audit_update_record
;
2016-05-26 deposited with the CCDC.
2016-06-17 downloaded from the CCDC.
;
_cell_angle_alpha                102.364(3)
_cell_angle_beta                 93.086(5)
_cell_angle_gamma                90.337(4)
_cell_formula_units_Z            2
_cell_length_a                   12.0439(8)
_cell_length_b                   13.1940(5)
_cell_length_c                   25.6543(10)
_cell_measurement_reflns_used    6132
_cell_measurement_temperature    100.0(10)
_cell_measurement_theta_max      72.9440
_cell_measurement_theta_min      3.4960
_cell_volume                     3975.7(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1977
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega -119.00   -1.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  -19.0000   90.0000 118

  2 omega  -92.00  -43.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  125.0000   90.0000 49

  3 omega  -39.00  -12.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000   60.0000 27

  4 omega  -38.00   33.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000  -90.0000 71

  5 omega  -95.00  -21.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513  125.0000  -60.0000 74

  6 omega  -10.00   29.00   1.0000    7.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.6513   37.0000   60.0000 39

  7 omega   38.00   82.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000  -60.0000 44

  8 omega   30.00   91.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000   60.0000 61

  9 omega   53.00  139.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818   15.0000  120.0000 86

 10 omega   29.00   87.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000 -180.0000 58

 11 omega   22.00  104.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -94.0000   90.0000 82

 12 omega   96.00  124.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  125.0000  150.0000 28

 13 omega  136.00  174.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  125.0000  150.0000 38

 14 omega   29.00   75.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000 -120.0000 46

 15 omega   49.00   84.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -94.0000  150.0000 35

 16 omega   58.00  116.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818 -125.0000 -120.0000 58

 17 omega  141.00  177.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818   15.0000  120.0000 36

 18 omega  104.00  157.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818   45.0000  -30.0000 53

 19 omega   93.00  120.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818 -125.0000   30.0000 27

 20 omega   35.00   91.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -30.0000  120.0000 56

 21 omega   41.00  132.00   1.0000   35.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0818  -77.0000 -120.0000 91
;
_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      -0.0412270000
_diffrn_orient_matrix_UB_12      -0.0817035000
_diffrn_orient_matrix_UB_13      -0.0497402000
_diffrn_orient_matrix_UB_21      -0.0412711000
_diffrn_orient_matrix_UB_22      -0.0698063000
_diffrn_orient_matrix_UB_23      0.0362830000
_diffrn_orient_matrix_UB_31      -0.1140667000
_diffrn_orient_matrix_UB_32      0.0523905000
_diffrn_orient_matrix_UB_33      0.0009495000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0757
_diffrn_reflns_av_unetI/netI     0.1181
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            27119
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.750
_diffrn_reflns_theta_max         66.749
_diffrn_reflns_theta_min         3.430
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    10.659
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.986
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
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            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_description       plate
_exptl_crystal_F_000             1788
_exptl_crystal_size_max          0.1175
_exptl_crystal_size_mid          0.0574
_exptl_crystal_size_min          0.0311
_refine_diff_density_max         1.679
_refine_diff_density_min         -2.318
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     895
_refine_ls_number_reflns         14100
_refine_ls_number_restraints     47
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.0909
_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^)+(0.1115P)^2^+20.3582P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2347
_refine_ls_wR_factor_ref         0.2850
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8023
_reflns_number_total             14100
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ce01229a2.cif
_cod_data_source_block           1_Cl3_I3
_cod_depositor_comments
'Adding full bibliography for 7225581--7225584.cif.'
_cod_database_code               7225581
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C11 H10 N O'
_reflns_odcompleteness_completeness 99.87
_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
2. Restrained distances
 H5-O4
 1.86 with sigma of 0.02
 H4-Cl2
 2.29 with sigma of 0.02
 C59-C60 \\sim C60-C61 \\sim C61-C62 \\sim C62-C63 \\sim C63-C64 \\sim C64-C59
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C62 \\sim C63: within 1.7A with sigma of 0.02 and sigma for terminal atoms of
0.04
Uanis(C27) \\sim Ueq, Uanis(C44) \\sim Ueq, Uanis(C45) \\sim Ueq, Uanis(O12B)
\\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04
4. Others
 Fixed Sof: O12C(0.2) O12A(0.55) O12B(0.25)
5.a Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C25(H25), C31(H31), C42(H42), C48(H48), C59(H59), C65(H65)
5.b 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), C71(H71A,H71B),
  C72(H72A,H72B), C73(H73A,H73B), C74(H74A,H74B)
5.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C23(H23), C40(H40), C57(H57)
5.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C34(H34A,H34B,H34C), C51(H51A,H51B,H51C), C68(H68A,H68B,
 H68C)
5.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O3(H3), O4(H4), O5(H5), O6(H6A), O7(H7), O8(H8A)
;
_olex2_submission_special_instructions 'No special instructions were received'