2-Methylresorcinarene: a very high packing coefficient in a mono-anion based dimeric capsule and the X-ray crystal structure of the tetra-anion.
Puttreddy, Rakesh; Beyeh, Ngong Kodiah; Kalenius, Elina; Ras, Robin H. A.; Rissanen, Kari; Chemical communications (Cambridge, England) 52 (2016) 8115–8118; doi:10.1039/c6cc03289c

data_7124662
_publ_section_title
;
 2-Methylresorcinarene: a very high packing coefficient in a mono-anion
 based dimeric capsule and the X-ray crystal structure of the tetra-anion.
;
_journal_issue                   52
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              8115
_journal_page_last               8118
_journal_paper_doi               10.1039/c6cc03289c
_journal_volume                  52
_journal_year                    2016
_chemical_formula_moiety         'C H4 O, H2 O, C40 H47 O8, C3 H8 N'
_chemical_formula_sum            'C44 H61 N O10'
_chemical_formula_weight         763.93
_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             2016-01-30
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-04-10 deposited with the CCDC.
2016-05-25 downloaded from the CCDC.
;
_cell_angle_alpha                106.375(6)
_cell_angle_beta                 96.145(5)
_cell_angle_gamma                108.074(6)
_cell_formula_units_Z            2
_cell_length_a                   12.0803(7)
_cell_length_b                   12.3966(9)
_cell_length_c                   14.4830(10)
_cell_measurement_reflns_used    2400
_cell_measurement_temperature    120
_cell_measurement_theta_max      28.0830
_cell_measurement_theta_min      3.4470
_cell_volume                     1932.7(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, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      120
_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    9.00   95.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408   37.0000   30.0000 86

  2 omega    6.00   65.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408  -99.0000   60.0000 59

  3 omega   -7.00   62.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408   77.0000  -60.0000 69

  4 omega  -14.00   64.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408  -99.0000 -180.0000 78

  5 omega   -3.00   77.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408   19.0000 -180.0000 80

  6 omega  -45.00    8.00   1.0000   75.0000
omega____ theta____ kappa____ phi______ frames
    -       23.0408  -37.0000 -150.0000 53
;
_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      -0.0020818000
_diffrn_orient_matrix_UB_12      0.0395973000
_diffrn_orient_matrix_UB_13      0.0453976000
_diffrn_orient_matrix_UB_21      -0.0199503000
_diffrn_orient_matrix_UB_22      -0.0492591000
_diffrn_orient_matrix_UB_23      0.0174134000
_diffrn_orient_matrix_UB_31      0.0599503000
_diffrn_orient_matrix_UB_32      0.0090062000
_diffrn_orient_matrix_UB_33      0.0191205000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_unetI/netI     0.1094
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13861
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.250
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_min         3.159
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84064
_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    1.313
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.0892
_exptl_crystal_size_min          0.0709
_refine_diff_density_max         0.395
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         6982
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1218
_refine_ls_R_factor_gt           0.0662
_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^)+(0.0604P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1666
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4156
_reflns_number_total             6982
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc03289c2.cif
_cod_data_source_block           1
_cod_original_cell_volume        1932.7(2)
_cod_database_code               7124662
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C26 H16 O2'
_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 N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2.a Riding coordinates:
 O1W(H1WA,H1WB)
2.b Ternary CH refined with riding coordinates:
 C2A(H2A), C7(H7), C14(H14), C21(H21), C28(H28)
2.c Secondary CH2 refined with riding coordinates:
 C1A(H1AD,H1AE), C3A(H3AA,H3AB), C29(H29A,H29B), C31(H31A,H31B), C33(H33A,
 H33B), C35(H35A,H35B)
2.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C9(H9), C16(H16), C23(H23)
2.e Idealised Me refined as rotating group:
 N1A(H1AA,H1AB,H1AC), C1S(H1SA,H1SB,H1SC), C30(H30A,H30B,H30C), C32(H32A,H32B,
 H32C), C34(H34A,H34B,H34C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C), C38(H38A,
 H38B,H38C), C39(H39A,H39B,H39C), C40(H40A,H40B,H40C)
2.f Idealised tetrahedral OH refined as rotating group:
 O1S(H1S), O11(H11), O13(H13), O18(H18), O25(H25)
;
_shelx_res_checksum              56310
_olex2_submission_special_instructions 'No special instructions were received'