A novel series of giant cobalt-calixarene macrocycles: ring-expansion and modulation of pore apertures through recrystallization.
Zhang, Kai; Du, Shao-Wu; Dalton transactions (Cambridge, England : 2003) 50 (2021) 6181–6187; doi:10.1039/d1dt00556a

data_7707115
_publ_section_title
;
 A novel series of giant cobalt-calixarene macrocycles: ring-expansion and
 modulation of pore apertures through recrystallization.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6181
_journal_page_last               6187
_journal_paper_doi               10.1039/d1dt00556a
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C313 H336 Co30 N24 O92 S24, 6[C2H8N]'
_chemical_formula_sum            'C325 H374 Co30 N30 O92 S24'
_chemical_formula_weight         8710.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2021-03-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-04-10 deposited with the CCDC.	2021-04-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.400(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   54.4788(9)
_cell_length_b                   30.7508(3)
_cell_length_c                   38.3160(8)
_cell_measurement_reflns_used    60114
_cell_measurement_temperature    120.00(14)
_cell_measurement_theta_max      60.4360
_cell_measurement_theta_min      2.3330
_cell_volume                     60163.7(19)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46c (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46c (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46c (Rigaku OD, 2018)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -55.00  11.88   0.38    1.49    --   -1.72 -18.00  -4.00  176
  2  \w     -3.00  22.08   0.38    5.97    --   72.03 -18.00  -4.00   66
  3  \w     -3.00  22.08   0.38    5.97    --   72.03 -19.00-120.00   66
  4  \w     -3.00  24.36   0.38    5.97    --   72.03 -19.00-150.00   72
  5  \w    -12.00  67.80   0.38    1.49    --   -1.72  38.00-180.00  210
  6  \w    -26.00  -0.92   0.38    5.97    --  -75.46  19.00 -60.00   66
  7  \w    -31.00  -5.92   0.38    5.97    --  -75.46  57.00 -60.00   66
  8  \w    -41.00 -12.88   0.38    5.97    --  -75.46  38.00-120.00   74
  9  \w    -43.00  -2.72   0.38    5.97    --  -75.46  38.00 -60.00  106
 10  \w    -53.00  -2.84   0.38    5.97    --  -75.46  57.00-120.00  132
 11  \w    -60.00 -31.88   0.38    5.97    --  -75.46  57.00 -60.00   74
 12  \w   -100.00 -28.94   0.38    5.97    --  -75.46 125.00 -90.00  187
 13  \w   -130.00 -63.12   0.38    5.97    --  -75.46 -18.00  -4.00  176
 14  \w   -131.00-100.22   0.38    5.97    --  -75.46 -99.00 -60.00   81
 15  \w    -26.00  -0.92   0.38    5.97    --  -75.46  18.00 163.00   66
 16  \w     25.00  51.22   0.38    1.49    --   -1.72  18.00 163.00   69
 17  \w     68.00 144.76   0.38    5.97    --   72.03  18.00 163.00  202
 18  \w     21.00 109.16   0.38    5.97    --   72.03-125.00  30.00  232
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0184179000
_diffrn_orient_matrix_UB_12      -0.0016951000
_diffrn_orient_matrix_UB_13      -0.0339517000
_diffrn_orient_matrix_UB_21      -0.0179331000
_diffrn_orient_matrix_UB_22      -0.0102876000
_diffrn_orient_matrix_UB_23      0.0152610000
_diffrn_orient_matrix_UB_31      -0.0051301000
_diffrn_orient_matrix_UB_32      0.0422896000
_diffrn_orient_matrix_UB_33      0.0023070000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.3405
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_av_unetI/netI     0.0978
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       70
_diffrn_reflns_limit_h_min       -70
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       49
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            231642
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        53.543
_diffrn_reflns_theta_max         61.012
_diffrn_reflns_theta_min         2.139
_diffrn_source                   'micro-focus metaljet'
_exptl_absorpt_coefficient_mu    5.183
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.18050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46c (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    0.961
_exptl_crystal_description       block
_exptl_crystal_F_000             17212
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;
A solvent mask was calculated and 11865 electrons were found in a volume of  30861\%A^3^ in 1 void per unit cell. This is consistent with the presence of 6[C2H8N], 58[C3H7NO], or 6[C2H8N], 108[CH4O] per Formula Unit which account for 11784 or 11880 electrons per unit cell, respectively.
;
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.129(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     4417
_refine_ls_number_reflns         103131
_refine_ls_number_restraints     12106
_refine_ls_restrained_S_all      1.177
_refine_ls_R_factor_all          0.1286
_refine_ls_R_factor_gt           0.0740
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1347P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1950
_refine_ls_wR_factor_ref         0.2245
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.960
_reflns_number_gt                56210
_reflns_number_total             103131
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt00556a2.cif
_cod_data_source_block           Co30-A
_cod_depositor_comments
'Adding full bibliography for 7707115--7707120.cif.'
_cod_database_code               7707115
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C H O N S Co'
_shelx_estimated_absorpt_t_max   0.782
_shelx_estimated_absorpt_t_min   0.782
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     56.82
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.871(3)
 0.129(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, H45 of O45
 At 1.5 times of:
  All C(H,H,H) groups, H85 of O85, H21 of O21, H30 of O30, H41 of O41, H61 of
  O61, H67 of O67, All O(H,H) groups
3. Restrained distances
 C295-C307 = C295-C289 = C295-C258
 1.54 with sigma of 0.01
 C269-C78
 1.54 with sigma of 0.01
 C290-C222 = C222-C194 = C274-C222
 1.54 with sigma of 0.01
 C77-C265 = C77-C120 = C77-C184
 1.54 with sigma of 0.01
 O21-H21
 0.85 with sigma of 0.01
 O30-H30
 0.85 with sigma of 0.01
 O41-H41
 0.85 with sigma of 0.01
 O61-H61
 0.85 with sigma of 0.01
 O67-H67
 0.85 with sigma of 0.01
 O85-H85
 0.85 with sigma of 0.01
 C293-C204
 1.43 with sigma of 0.01
 C191-C263
 1.54 with sigma of 0.001
 C180-C101
 1.4 with sigma of 0.001
 C280-C235
 1.54 with sigma of 0.01
 C282-C235 = C294-C235 = C280-C235
 1.54 with sigma of 0.01
 C224-H21
 1.911847 with sigma of 0.02
 Co9-H21
 2.650738 with sigma of 0.02
 C187-H30
 1.956452 with sigma of 0.02
 Co17-H30
 2.75104 with sigma of 0.02
 C260-H41
 1.872633 with sigma of 0.02
 Co4-H41
 2.660407 with sigma of 0.02
 C215-H61
 1.970662 with sigma of 0.02
 Co19-H61
 2.708369 with sigma of 0.02
 C284-H67
 1.956005 with sigma of 0.02
 Co24-H67
 2.729816 with sigma of 0.02
 C300-H85
 1.893446 with sigma of 0.02
 Co21-H85
 2.706734 with sigma of 0.02
 C282-C280 \\sim C280-C294 \\sim C294-C282
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\sim C25
\\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30 \\sim C31 \\sim C32 \\sim C33
\\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39 \\sim C40 \\sim C41
\\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim C49
\\sim C50 \\sim C51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim
C313 \\sim C57 \\sim C58 \\sim C59 \\sim C60 \\sim C61 \\sim C62 \\sim C63
\\sim C64 \\sim C65 \\sim C66 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71
\\sim C72 \\sim C73 \\sim C74 \\sim C75 \\sim C76 \\sim C77 \\sim C78 \\sim C79
\\sim C80 \\sim C81 \\sim C82 \\sim C83 \\sim C84 \\sim C85 \\sim C86 \\sim C87
\\sim C88 \\sim C89 \\sim C90 \\sim C91 \\sim C92 \\sim C93 \\sim C94 \\sim C95
\\sim C96 \\sim C97 \\sim C98 \\sim C99 \\sim C100 \\sim C101 \\sim C102 \\sim
C103 \\sim C104 \\sim C105 \\sim C106 \\sim C107 \\sim C108 \\sim C109 \\sim
C110 \\sim C111 \\sim C112 \\sim C113 \\sim C114 \\sim C115 \\sim C116 \\sim
C117 \\sim C118 \\sim C119 \\sim C120 \\sim C121 \\sim C122 \\sim C123 \\sim
C124 \\sim C125 \\sim C126 \\sim C127 \\sim C128 \\sim C129 \\sim C130 \\sim
C131 \\sim C132 \\sim C133 \\sim C134 \\sim C135 \\sim C136 \\sim C137 \\sim
C138 \\sim C139 \\sim C140 \\sim C141 \\sim C142 \\sim C143 \\sim C144 \\sim
C145 \\sim C146 \\sim C147 \\sim C148 \\sim C149 \\sim C150 \\sim C151 \\sim
C152 \\sim C153 \\sim C154 \\sim C155 \\sim C156 \\sim C157 \\sim C158 \\sim
C159 \\sim C160 \\sim C161 \\sim C162 \\sim C163 \\sim C164 \\sim C165 \\sim
C166 \\sim C167 \\sim C168 \\sim C169 \\sim C170 \\sim C171 \\sim C172 \\sim
C173 \\sim C174 \\sim C175 \\sim C176 \\sim C177 \\sim C178 \\sim C179 \\sim
C180 \\sim C181 \\sim C182 \\sim C183 \\sim C184 \\sim C185 \\sim C186 \\sim
C187 \\sim C188 \\sim C189 \\sim C190 \\sim C191 \\sim C192 \\sim C193 \\sim
C194 \\sim C195 \\sim C196 \\sim C197 \\sim C198 \\sim C199 \\sim C200 \\sim
C201 \\sim C202 \\sim C203 \\sim C204 \\sim C205 \\sim C206 \\sim C207 \\sim
C208 \\sim C209 \\sim C210 \\sim C211 \\sim C212 \\sim C213 \\sim C214 \\sim
C215 \\sim C216 \\sim C217 \\sim C218 \\sim C219 \\sim C220 \\sim C221 \\sim
C222 \\sim C223 \\sim C224 \\sim C225 \\sim C226 \\sim C227 \\sim C228 \\sim
C229 \\sim C230 \\sim C231 \\sim C232 \\sim C233 \\sim C234 \\sim C235 \\sim
C236 \\sim C237 \\sim C238 \\sim C239 \\sim C240 \\sim C241 \\sim C242 \\sim
C243 \\sim C244 \\sim C245 \\sim C246 \\sim C247 \\sim C248 \\sim C249 \\sim
C250 \\sim C251 \\sim C252 \\sim C253 \\sim C254 \\sim C255 \\sim C256 \\sim
C257 \\sim C258 \\sim C259 \\sim C260 \\sim C261 \\sim C262 \\sim C263 \\sim
C264 \\sim C265 \\sim C266 \\sim C267 \\sim C268 \\sim C269 \\sim C270 \\sim
C271 \\sim C272 \\sim C273 \\sim C274 \\sim C275 \\sim C276 \\sim C277 \\sim
C278 \\sim C279 \\sim C280 \\sim C281 \\sim C282 \\sim C283 \\sim C284 \\sim
C285 \\sim C286 \\sim C287 \\sim C288 \\sim C289 \\sim C290 \\sim C291 \\sim
C292 \\sim C293 \\sim C294 \\sim C295 \\sim C296 \\sim C297 \\sim C298 \\sim
C299 \\sim C300 \\sim C301 \\sim C302 \\sim C303 \\sim C304 \\sim C305 \\sim
C306 \\sim C307 \\sim C308 \\sim C309 \\sim C310 \\sim C311 \\sim C312 \\sim N1
\\sim N2 \\sim N3 \\sim N4 \\sim N5 \\sim N6 \\sim N7 \\sim N8 \\sim N9 \\sim
N10 \\sim N11 \\sim N12 \\sim N13 \\sim N14 \\sim N15 \\sim N16 \\sim N17 \\sim
N18 \\sim N19 \\sim N20 \\sim N22 \\sim N23 \\sim N24 \\sim N25 \\sim O1 \\sim
O2 \\sim O3 \\sim O4 \\sim O5 \\sim O6 \\sim O7 \\sim O8 \\sim O9 \\sim O10
\\sim O11 \\sim O12 \\sim O13 \\sim O14 \\sim O15 \\sim O16 \\sim O17 \\sim O18
\\sim O19 \\sim O20 \\sim O21 \\sim O22 \\sim O23 \\sim O24 \\sim O25 \\sim O26
\\sim O27 \\sim O28 \\sim O29 \\sim O30 \\sim O31 \\sim O32 \\sim O33 \\sim O34
\\sim O35 \\sim O36 \\sim O37 \\sim O38 \\sim O39 \\sim O40 \\sim O41 \\sim O42
\\sim O43 \\sim O44 \\sim O45 \\sim O46 \\sim O47 \\sim O48 \\sim O49 \\sim O50
\\sim O51 \\sim O52 \\sim O53 \\sim O54 \\sim O55 \\sim O56 \\sim O57 \\sim O58
\\sim O59 \\sim O60 \\sim O61 \\sim O62 \\sim O63 \\sim O64 \\sim O65 \\sim O66
\\sim O67 \\sim O68 \\sim O69 \\sim O70 \\sim O71 \\sim O72 \\sim O73 \\sim O74
\\sim O75 \\sim O76 \\sim O77 \\sim O78 \\sim O79 \\sim O80 \\sim O81 \\sim O82
\\sim O83 \\sim O84 \\sim O85 \\sim O86 \\sim O87 \\sim O88 \\sim O89 \\sim O90
\\sim O91 \\sim O92: within -3.8A with sigma of 0.01 and sigma for terminal
atoms of 0.02
5.a Riding coordinates:
 O4(H4A,H4B), O31(H31A,H31B), O37(H37A,H37B), O45(H45), O63(H63A,H63B),
 O72(H72A,H72B), C111(H111), C173(H173), C280(H28A,H28B,H28C), C282(H28G,H28H,
 H28I), C294(H29J,H29K,H29L), C308(H30Z,HD,HE)
5.b Rotating group:
 O39(H39A,H39B), O58(H58A,H58B)
5.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C11(H11), C21(H21A), C23(H23), C30(H30A), C33(H33), C36(H36),
 C37(H37), C40(H40), C52(H52), C53(H53), C54(H54), C58(H58), C62(H62), C63(H63),
  C67(H67A), C79(H79), C88(H88), C89(H89), C90(H90), C94(H94), C95(H95),
 C97(H97), C99(H99), C102(H102), C105(H105), C113(H113), C114(H114), C118(H118),
  C119(H119), C121(H121), C122(H122), C124(H124), C135(H135), C136(H136),
 C137(H137), C141(H141), C142(H142), C145(H145), C152(H152), C157(H157),
 C159(H159), C163(H163), C165(H165), C169(H169), C175(H175), C179(H179),
 C182(H182), C193(H193), C198(H198), C205(H205), C207(H207), C214(H214),
 C218(H218), C223(H223), C227(H227), C231(H231), C233(H233)
5.d Fitted pentagon refined as free rotating group:
 C203(N24,N25,C204,C205)
5.e Fitted hexagon refined as free rotating group:
 C155(C156,C157,C158,C159,C160), C228(C229,C230,C231,C232,C233)
5.f Idealised Me refined as rotating group:
 C84(H84A,H84B,H84C), C112(H11A,H11B,H11C), C120(H12A,H12B,H12C), C132(H13A,
 H13B,H13C), C176(H17A,H17B,H17C), C177(H17D,H17E,H17F), C183(H18A,H18B,H18C),
 C184(H18D,H18E,H18F), C185(H18G,H18H,H18I), C187(H18J,H18K,H18L), C188(H18M,
 H18N,H18O), C194(H19A,H19B,H19C), C197(H19D,H19E,H19F), C199(H19G,H19H,H19I),
 C201(H20A,H20B,H20C), C212(H21B,H21C,H21D), C213(H21E,H21F,H21G), C215(H21H,
 H21I,H21J), C216(H21K,H21L,H21M), C220(H22A,H22B,H22C), C224(H22D,H22E,H22F),
 C225(H22G,H22H,H22I), C226(H22J,H22K,H22L), C237(H23A,H23B,H23C), C238(H23D,
 H23E,H23F), C239(H23G,H23H,H23I), C241(H24A,H24B,H24C), C242(H24D,H24E,H24F),
 C243(H24G,H24H,H24I), C244(H24J,H24K,H24L), C247(H24M,H24N,H24O), C249(H24P,
 H24Q,H24R), C250(H25A,H25B,H25C), C251(H25D,H25E,H25F), C252(H25G,H25H,H25I),
 C254(H25J,H25K,H25L), C255(H25M,H25N,H25O), C258(H25P,H25Q,H25R), C259(H25S,
 H25T,H25U), C260(H26A,H26B,H26C), C263(H26D,H26E,H26F), C264(H26G,H26H,H26I),
 C265(H26J,H26K,H26L), C266(H26M,H26N,H26O), C267(H26P,H26Q,H26R), C268(H26S,
 H26T,H26U), C269(H26V,H26W,H26X), C270(H27A,H27B,H27C), C271(H27D,H27E,H27F),
 C272(H27G,H27H,H27I), C273(H27J,H27K,H27L), C274(H27M,H27N,H27O), C275(H27P,
 H27Q,H27R), C277(H27S,H27T,H27U), C278(H27V,H27W,H27X), C279(H27Y,H,HA),
 C281(H28D,H28E,H28F), C283(H28J,H28K,H28L), C284(H28M,H28N,H28O), C286(H28P,
 H28Q,H28R), C287(H28S,H28T,H28U), C288(H28V,H28W,H28X), C289(H28Y,HB,HC),
 C290(H29A,H29B,H29C), C291(H29D,H29E,H29F), C292(H29G,H29H,H29I), C296(H29M,
 H29N,H29O), C297(H29P,H29Q,H29R), C298(H29S,H29T,H29U), C299(H29V,H29W,H29X),
 C300(H30B,H30C,H30D), C301(H30E,H30F,H30G), C302(H30H,H30I,H30J), C303(H30K,
 H30L,H30M), C304(H30N,H30O,H30P), C305(H30Q,H30R,H30S), C306(H30T,H30U,H30V),
 C307(H30W,H30X,H30Y), C309(H0AA,HF,HG), C310(H31C,H31D,H31E), C311(H31F,H31G,
 H31H)
;
_shelx_res_checksum              81466
_shelx_hkl_checksum              32348
_shelx_fab_checksum              71249
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.701
_oxdiff_exptl_absorpt_empirical_full_min 0.504