Encapsulation of secondary and tertiary ammonium salts by resorcinarenes and pyrogallarenes: the effect of size and charge concentration
Beyeh, N. K.; Pan, F.; Valkonen, A.; Rissanen, K.; CrystEngComm 17 (2015) 1182–; doi:10.1039/C4CE01927J

data_7219022
_publ_section_title
;
 Encapsulation of secondary and tertiary ammonium salts by resorcinarenes
 and pyrogallarenes: the effect of size and charge concentration
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              1182
_journal_paper_doi               10.1039/C4CE01927J
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety
'2(C40 H48 O8), 4(C H4 O), 6(H2 O), Cl, C6 H16 N'
_chemical_formula_sum            'C90 H140 Cl N O26'
_chemical_formula_weight         1687.47
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           48
_space_group_name_Hall           '-P 2ab 2bc'
_space_group_name_H-M_alt        'P n n n'
_symmetry_space_group_name_Hall  '-P 2ab 2bc'
_symmetry_space_group_name_H-M   'P n n n :2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2014-05-27
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_audit_update_record
;
2014-11-07 deposited with the CCDC.
2014-12-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.6356(2)
_cell_length_b                   15.1060(2)
_cell_length_c                   23.0509(3)
_cell_measurement_reflns_used    7135
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      75.3540
_cell_measurement_theta_min      3.9790
_cell_volume                     4399.80(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector_area_resol_mean 10.3953
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0445112000
_diffrn_orient_matrix_UB_12      0.0901459000
_diffrn_orient_matrix_UB_13      -0.0195923000
_diffrn_orient_matrix_UB_21      -0.0625468000
_diffrn_orient_matrix_UB_22      0.0073556000
_diffrn_orient_matrix_UB_23      0.0571726000
_diffrn_orient_matrix_UB_31      0.0947146000
_diffrn_orient_matrix_UB_32      0.0471399000
_diffrn_orient_matrix_UB_33      0.0285220000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13394
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.987
_diffrn_reflns_theta_min         3.498
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.023
_exptl_absorpt_correction_T_max  0.822
_exptl_absorpt_correction_T_min  0.715
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.274
_exptl_crystal_description       brick
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.876
_refine_diff_density_min         -0.549
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         4163
_refine_ls_number_restraints     105
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0677
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1038P)^2^+4.2008P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1868
_refine_ls_wR_factor_ref         0.1921
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3752
_reflns_number_total             4163
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4ce01927j2.cif
_cod_data_source_block           5b@2
_cod_depositor_comments
'Adding full bibliography for 7219020--7219025.cif.'
_cod_original_cell_volume        4399.81(9)
_cod_database_code               7219022
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C46 H64 F6 N1 O8 P1'
_shelx_estimated_absorpt_t_max   0.806
_shelx_estimated_absorpt_t_min   0.685
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_olex2_refinement_description
;
1. Others
 Fixed Sof: H1B(0.5) H1A(0.5) H4B(0.5) H4A(0.5) O6(0.75) H6A(0.75) C29(0.75)
 H29A(0.75) H29B(0.75) H29C(0.75) O6B(0.25) H6B(0.25) C29B(0.25) H29D(0.25)
 H29E(0.25) H29F(0.25) H7A(0.5) H7B(0.5) Cl1(0.15) O9B(0.75) H9BA(0.75)
 H9BB(0.75) Cl1B(0.1) N1(0.25) H1(0.25) C31(0.25) H31A(0.25) H31B(0.25)
 C30(0.25) H30A(0.25) H30B(0.25) C32(0.25) H32A(0.25) H32B(0.25) H32C(0.25)
 C33(0.25) H33A(0.25) H33B(0.25) H33C(0.25) O10(0.25) H10D(0.25) H10E(0.25)
 C34(0.25) H34A(0.25) H34B(0.25) C35(0.25) H35A(0.25) H35B(0.25) H35C(0.25)
 Fixed U13: O7(0) Cl1(0) N1(0) O10(0)
 Fixed U23: O7(0) Cl1(0) N1(0) O10(0)
 Fixed Uiso: H1B(0.058) H1A(0.058) H2(0.065) H3(0.064) H4B(0.063) H4A(0.063)
 H6(0.032) H7(0.034) H8A(0.037) H8B(0.037) H9A(0.063) H9B(0.063) H9C(0.063)
 H10A(0.074) H10B(0.074) H10C(0.074) H16(0.032) H17(0.033) H18A(0.038)
 H18B(0.038) H19A(0.062) H19B(0.062) H19C(0.062) H20A(0.09) H20B(0.09)
 H20C(0.09) H6A(0.111) H29A(0.168) H29B(0.168) H29C(0.168) H6B(0.118)
 H29D(0.151) H29E(0.151) H29F(0.151) H7A(0.1) H7B(0.1) H9BA(0.141) H9BB(0.141)
 H1(0.089) H31A(0.078) H31B(0.078) H30A(0.088) H30B(0.088) H32A(0.098)
 H32B(0.098) H32C(0.098) H33A(0.11) H33B(0.11) H33C(0.11) H10D(0.063)
 H10E(0.063) H34A(0.153) H34B(0.153) H35A(0.131) H35B(0.131) H35C(0.131)
 Fixed X: H6(0.3933) H7(0.3797) H8A(0.4211) H8B(0.3192) H9A(0.2806)
 H9B(0.3101) H9C(0.2081) H10A(0.697) H10B(0.6524) H10C(0.5931) H16(0.1847) H17(-
 0.0906) H18A(-0.02) H18B(0.0528) H19A(-0.0993) H19B(-0.1734) H19C(-0.1008)
 H20A(0.0519) H20B(0.1466) H20C(0.0308) H6A(0.324) H29A(0.4871) H29B(0.3741)
 H29C(0.4489) H6B(0.347) H29D(0.4852) H29E(0.3721) H29F(0.4207) O7(0.25)
 Cl1(0.25) H9BA(0.2362) H9BB(0.1393) N1(0.25) H1(0.25) H31A(0.2181)
 H31B(0.1183) H30A(0.3763) H30B(0.3711) H32A(0.389) H32B(0.4448) H32C(0.4947)
 H33A(0.227) H33B(0.2811) H33C(0.1569) O10(0.25) H10D(0.2771) H10E(0.3011)
 H34A(0.2844) H34B(0.176) H35A(0.1311) H35B(0.0995) H35C(0.2059)
 Fixed Y: H6(0.299) H7(0.5285) H8A(0.4661) H8B(0.4035) H9A(0.5277) H9B(0.5926)
 H9C(0.5303) H10A(0.4198) H10B(0.3367) H10C(0.4301) H16(0.3662) H17(0.3611)
 H18A(0.4011) H18B(0.3145) H19A(0.2885) H19B(0.3111) H19C(0.2243) H20A(0.6263)
 H20B(0.5819) H20C(0.539) H6A(0.3966) H29A(0.2925) H29B(0.2591) H29C(0.3157)
 H6B(0.3334) H29D(0.3225) H29E(0.2952) H29F(0.2421) O7(0.75) Cl1(0.25)
 H9BA(0.4063) H9BB(0.3649) N1(0.25) H1(0.25) H31A(0.3558) H31B(0.3267)
 H30A(0.3392) H30B(0.2943) H32A(0.1497) H32B(0.2135) H32C(0.2019) H33A(0.4669)
 H33B(0.3989) H33C(0.4184) O10(0.25) H10D(0.2327) H10E(0.3007) H34A(0.1433)
 H34B(0.1922) H35A(0.0639) H35B(0.1529) H35C(0.1015)
 Fixed Z: H6(0.0227) H7(0.0591) H8A(-0.0323) H8B(-0.0282) H9A(-0.0864) H9B(-
 0.034) H9C(-0.0295) H10A(0.1849) H10B(0.2203) H10C(0.224) H16(0.0243)
 H17(0.0611) H18A(-0.0309) H18B(-0.0303) H19A(-0.0868) H19B(-0.0325) H19C(-
 0.0316) H20A(0.1859) H20B(0.2217) H20C(0.2235) H6A(-0.173) H29A(-0.196) H29B(-
 0.1735) H29C(-0.1315) H6B(-0.1196) H29D(-0.1989) H29E(-0.2246) H29F(-0.1708)
 H9BA(-0.1852) H9BB(-0.1697) H1(0.2683) H31A(0.1779) H31B(0.2158) H30A(0.24)
 H30B(0.1765) H32A(0.2358) H32B(0.282) H32C(0.2186) H33A(0.2369) H33B(0.2811)
 H33C(0.2852) H10D(0.3839) H10E(0.3433) H34A(0.1826) H34B(0.164) H35A(0.224)
 H35B(0.2574) H35C(0.2742)
;