Stacking Interactions Induced Selective Conformation of Discrete Aromatic Arrays and Borromean Rings.
Zhang, Long; Lin, Lin; Liu, Dong; Lin, Yue-Jian; Li, Zhen-Hua; Jin, Guo-Xin; Journal of the American Chemical Society 139 (2017) 1653–1660; doi:10.1021/jacs.6b11968

data_4125459
_publ_section_title
;
 Stacking Interactions Induced Selective Conformation of Discrete Aromatic
 Arrays and Borromean Rings.
;
_journal_issue                   4
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1653
_journal_page_last               1660
_journal_paper_doi               10.1021/jacs.6b11968
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety
'C104 H96 N12 O16 Rh4, 1.67(C F3 O3 S), 1.67(C O), 2.67(C H4 O), 0.33(C4 H10 O)'
_chemical_formula_sum            'C120.33 H147.33 F12 N12 O41.33 Rh4 S4'
_chemical_formula_weight         3191.04
_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             2016-11-19
_audit_creation_method
; 
Olex2 1.2-beta 
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998) 
;
_cell_angle_alpha                93.922(2)
_cell_angle_beta                 104.442(2)
_cell_angle_gamma                111.411(2)
_cell_formula_units_Z            6
_cell_length_a                   23.8258(9)
_cell_length_b                   27.4343(10)
_cell_length_c                   40.6296(16)
_cell_measurement_reflns_used    9596
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      68.29
_cell_measurement_theta_min      2.27
_cell_volume                     23565.8(16)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173.0
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_av_unetI/netI     0.0751
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            133733
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.499
_diffrn_reflns_theta_max         67.499
_diffrn_reflns_theta_min         2.282
_exptl_absorpt_coefficient_mu    4.598
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6131
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. 
wR2(int) was 0.1226 before and 0.0889 after correction. 
The Ratio of minimum to maximum transmission is 0.8141. 
The \l/2 correction factor is Not present. 
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_description       block
_exptl_crystal_F_000             9816
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_platon_squeeze_details
; 
 In asymmetric unit of this data, there were disordered 
 anions and solvents (seven triflate anions, sixteen 
 methanol, one diethyl ether and nine water molecules) which 
 could not be restrained properly. Therefore, SQUEEZE 
 algorithm was used to omit them. 
;
_refine_diff_density_max         4.384
_refine_diff_density_min         -3.102
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.488
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     3489
_refine_ls_number_reflns         82937
_refine_ls_number_restraints     536
_refine_ls_restrained_S_all      1.499
_refine_ls_R_factor_all          0.1647
_refine_ls_R_factor_gt           0.1310
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3683
_refine_ls_wR_factor_ref         0.4091
_reflns_Friedel_coverage         0.000
_reflns_number_gt                53940
_reflns_number_total             82937
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b11968_si_005.cif
_cod_data_source_block           6
_cod_depositor_comments
'Adding full bibliography for 4125454--4125461.cif.'
_cod_database_code               4125459
_shelx_estimated_absorpt_t_max   0.460
_shelx_estimated_absorpt_t_min   0.254
_olex2_refinement_description
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All C(H,H) groups, All N(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 
 H94-O91 
 2.02 with sigma of 0.1 
 C338-C339 
 1.52 with sigma of 0.03 
 C328-O88 = C329-O89 = C334-O94 = C335-O95 
 1.42 with sigma of 0.03 
 C315-O55 = C316-O58 
 2.5 with sigma of 0.03 
 O55-O56 = O55-O57 = O56-O57 
 2.4 with sigma of 0.03 
 S2-O54 = S3-O55 = S3-O56 = S3-O57 = S4-O58 
 1.42 with sigma of 0.02 
 C313-F3 = C315-F7 = C316-F11 
 1.35 with sigma of 0.02 
 C66-O14 
 1.27 with sigma of 0.02 
 N8-C65 = N8-C66 = N14-C117 = N14-C118 
 1.35 with sigma of 0.02 
 C293-C294 = C294-C295 
 1.4 with sigma of 0.02 
3. Rigid bond restraints 
 C97, C102, C148, C149, C150, C153, C296, C301 
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02 
 C33, C38, C44, C46, C49, C51, C96, C101 
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02 
 Rh6, C148 
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02 
4. Uiso/Uaniso restraints and constraints 
Uanis(F7) \\sim Ueq, Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F15) \\sim 
Ueq, Uanis(O56) \\sim Ueq, Uanis(C103) \\sim Ueq: with sigma of 0.01 and sigma 
for terminal atoms of 0.02 
Uanis(C325) \\sim Ueq, Uanis(O85) \\sim Ueq, Uanis(C334) \\sim Ueq, Uanis(O94) 
\\sim Ueq, Uanis(C337) \\sim Ueq, Uanis(O97) \\sim Ueq: with sigma of 0.02 and 
sigma for terminal atoms of 0.04 
Uanis(C326) \\sim Ueq, Uanis(O86) \\sim Ueq, Uanis(C328) \\sim Ueq, Uanis(O88) 
\\sim Ueq, Uanis(C329) \\sim Ueq, Uanis(O89) \\sim Ueq, Uanis(C330) \\sim Ueq, 
Uanis(O90) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04 
Uanis(C298) \\sim Ueq, Uanis(C299) \\sim Ueq, Uanis(C300) \\sim Ueq, 
Uanis(C301) \\sim Ueq, Uanis(C302) \\sim Ueq, Uanis(C313) \\sim Ueq, 
Uanis(C314) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04 
Uanis(C198) \\sim Ueq, Uanis(C206) \\sim Ueq, Uanis(C207) \\sim Ueq, 
Uanis(C208) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04 
Uanis(C150) \\sim Ueq, Uanis(C151) \\sim Ueq, Uanis(C152) \\sim Ueq, 
Uanis(C153) \\sim Ueq, Uanis(C154) \\sim Ueq, Uanis(C155) \\sim Ueq: with sigma 
of 0.02 and sigma for terminal atoms of 0.04 
Uanis(C126) \\sim Ueq, Uanis(C127) \\sim Ueq, Uanis(C12B) \\sim Ueq, 
Uanis(C12C) \\sim Ueq, Uanis(C141) \\sim Ueq, Uanis(C142) \\sim Ueq: with sigma 
of 0.02 and sigma for terminal atoms of 0.04 
Uanis(C90) \\sim Ueq, Uanis(C97) \\sim Ueq, Uanis(C98) \\sim Ueq, Uanis(C99) 
\\sim Ueq, Uanis(C100) \\sim Ueq, Uanis(C101) \\sim Ueq, Uanis(C102) \\sim Ueq, 
Uanis(C104) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04 
Uanis(C40) \\sim Ueq, Uanis(C41) \\sim Ueq, Uanis(C42) \\sim Ueq, Uanis(C48) 
\\sim Ueq, Uanis(C49) \\sim Ueq, Uanis(C50) \\sim Ueq, Uanis(C51) \\sim Ueq, 
Uanis(C52) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04 
Uanis(C33) \\sim Ueq, Uanis(C34) \\sim Ueq, Uanis(C36) \\sim Ueq, Uanis(C37) 
\\sim Ueq, Uanis(C38) \\sim Ueq, Uanis(C39) \\sim Ueq: with sigma of 0.02 and 
sigma for terminal atoms of 0.04 
Uanis(S4) \\sim Ueq, Uanis(F4) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F6) \\sim 
Ueq, Uanis(F10) \\sim Ueq, Uanis(F11) \\sim Ueq, Uanis(F12) \\sim Ueq, 
Uanis(F14) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.04 
Uanis(Rh4) \\sim Ueq, Uanis(Rh6) \\sim Ueq, Uanis(O13) \\sim Ueq, Uanis(O49) 
\\sim Ueq, Uanis(O55) \\sim Ueq, Uanis(O57) \\sim Ueq, Uanis(O58) \\sim Ueq, 
Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F3) \\sim Ueq: with sigma of 
0.02 and sigma for terminal atoms of 0.04 
Uanis(C125) = Uanis(C12A) 
Uanis(C128) = Uanis(C12D) 
5. Others 
 Sof(H16A)=Sof(H17A)=Sof(C12A)=Sof(C12B)=Sof(H12B)=Sof(C12C)=Sof(H12C)= 
 Sof(C12D)=Sof(C12E)=Sof(H12E)=Sof(C13A)=Sof(H13A)=1-FVAR(1) 
 Sof(H16)=Sof(H17)=Sof(C125)=Sof(C126)=Sof(H126)=Sof(C127)=Sof(H127)=Sof(C128)= 
 Sof(C129)=Sof(H129)=Sof(C130)=Sof(H130)=FVAR(1) 
6.a : 
 C33(C34,C35,C36,C37,C38,C39,C40,C41,C42,C53,C54,C55,C56,C57,C58,C59,C60,C61, 
 C62,C63,C64,C65,C66,C67,C68,C69,C70,C71,C72,C73,C74,C75,C76,C77,C78,C79,C80, 
 C81,C82,C83,C84,C85,C86,C87,C88,C89,C90,C91,C92,C93,C94), C43(C44,C45,C46,C47, 
 C48,C49,C50,C51,C52), C95(C96,C97,C98,C99,C100,C101,C102,C103,C104,C105,C106, 
 C107,C108,C109,C110,C111,C112,C113,C114,C115,C116,C117,C118,C119,C120,C121, 
 C122,C123,C124), C125(C126,C127,C128,C129,C130,C12A,C12B,C12C,C12D,C12E,C13A, 
 C131,C132,C133,C134,C135,C136,C137,C138,C139,C140,C141,C142,C143,C144,C145, 
 C146), C147(C148,C149,C150,C151,C152,C153,C154,C155,C156,C157,C158,C159,C160, 
 C161,C162,C163,C164,C165,C166,C167,C168,C169,C170,C171,C172,C173,C174,C175, 
 C176,C177,C178,C179,C180,C181,C182,C183,C184,C185,C186,C187,C188,C189,C190, 
 C191,C192,C193,C194,C195,C196,C197,C198,C199,C200,C201,C202,C203,C204,C205, 
 C206,C207,C208,C209,C210,C211,C212,C213,C214,C215,C216,C217,C218,C219,C220, 
 C221,C222,C223,C224,C225,C226,C227,C228,C229,C230,C231,C232,C233,C234,C235, 
 C236,C237,C238,C239,C240,C241,C242,C243,C244,C245,C246,C247,C248,C249,C250, 
 C251,C252,C253,C254,C255,C256,C257,C258,C259,C260,C261,C262,C263,C264,C265, 
 C266,C267,C268,C269,C270,C271,C272,C273,C274,C275,C276,C277,C278,C279,C280, 
 C281,C282,C283,C284,C285,C286,C287,C288,C289,C290,C291,C292,C293,C294,C295, 
 C296,C297,C298,C299,C300,C301,C302,C303,C304,C305,C306,C307,C308,C309,C310, 
 C311,C312,C313,C314,C315,C316,C317,C325,O85,C326,O86,C327,O87,C328,O88,C329, 
 O89,C330,O90,C331,O91,C332,O92,C333,O93,C337,C335,O95,C334,C338,C336,C339,C340, 
 C341,O98,O94,O96,O97) 
6.b Secondary CH2 refined with riding coordinates: 
 C339(H33D,H33E), C340(H34A,H34B) 
6.c Me refined with riding coordinates: 
 C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C48(H48A,H48B,H48C), C49(H49A,H49B, 
 H49C), C51(H51A,H51B,H51C), C101(H10E,H10F,H10G), C102(H10H,H10I,H10J), 
 C104(H10N,H10O,H10P), C145(H14J,H14K,H14L), C154(H15G,H15H,H15I), C155(H15J, 
 H15K,H15L), C299(H29E,H29F,H29G), C338(H33A,H33B,H33C) 
6.d Aromatic/amide H refined with riding coordinates: 
 N4(H4), N5(H5), N10(H10A), N11(H11), N16(H16), N16(H16A), N17(H17), N17(H17A), 
  N22(H22A), N23(H23A), N28(H28A), N29(H29A), N34(H34), N35(H35), C4(H4A), 
 C5(H5A), C9(H9), C10(H10), C15(H15), C16(H16B), C18(H18), C19(H19), C22(H22), 
 C23(H23), C25(H25), C26(H26), C28(H28), C29(H29), C31(H31), C32(H32), C56(H56), 
  C57(H57), C61(H61), C62(H62), C67(H67), C68(H68), C70(H70), C71(H71), 
 C74(H74), C75(H75), C77(H77), C78(H78), C80(H80), C81(H81), C83(H83), C84(H84), 
  C108(H108), C109(H109), C113(H113), C114(H114), C119(H119), C120(H120), 
 C122(H122), C123(H123), C126(H126), C127(H127), C129(H129), C130(H130), 
 C12B(H12B), C12C(H12C), C12E(H12E), C13A(H13A), C132(H132), C133(H133), 
 C135(H135), C136(H136), C160(H160), C161(H161), C165(H165), C166(H166), 
 C171(H171), C172(H172), C174(H174), C175(H175), C178(H178), C179(H179), 
 C181(H181), C182(H182), C184(H184), C185(H185), C187(H187), C188(H188), 
 C212(H212), C213(H213), C217(H217), C218(H218), C223(H223), C224(H224), 
 C226(H226), C227(H227), C230(H230), C231(H231), C233(H233), C234(H234), 
 C236(H236), C237(H237), C239(H239), C240(H240), C264(H264), C265(H265), 
 C269(H269), C270(H270), C275(H275), C276(H276), C278(H278), C279(H279), 
 C282(H282), C283(H283), C285(H285), C286(H286), C288(H288), C289(H289), 
 C291(H291), C292(H292) 
6.e Idealised Me refined as rotating group: 
 C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C90(H90A,H90B, 
 H90C), C91(H91A,H91B,H91C), C92(H92A,H92B,H92C), C93(H93A,H93B,H93C), C94(H94A, 
 H94B,H94C), C50(H50A,H50B,H50C), C52(H52A,H52B,H52C), C100(H10B,H10C,H10D), 
 C103(H10K,H10L,H10M), C142(H14A,H14B,H14C), C143(H14D,H14E,H14F), C144(H14G, 
 H14H,H14I), C146(H14M,H14N,H14O), C152(H15A,H15B,H15C), C153(H15D,H15E,H15F), 
 C156(H15M,H15N,H15O), C194(H19A,H19B,H19C), C195(H19D,H19E,H19F), C196(H19G, 
 H19H,H19I), C197(H19J,H19K,H19L), C198(H19M,H19N,H19O), C204(H20A,H20B,H20C), 
 C205(H20D,H20E,H20F), C206(H20G,H20H,H20I), C207(H20J,H20K,H20L), C208(H20M, 
 H20N,H20O), C246(H24A,H24B,H24C), C247(H24D,H24E,H24F), C248(H24G,H24H,H24I), 
 C249(H24J,H24K,H24L), C250(H25A,H25B,H25C), C256(H25D,H25E,H25F), C257(H25G, 
 H25H,H25I), C258(H25J,H25K,H25L), C259(H25M,H25N,H25O), C260(H26A,H26B,H26C), 
 C298(H29B,H29C,H29D), C300(H30A,H30B,H30C), C301(H30D,H30E,H30F), C302(H30G, 
 H30H,H30I), C308(H30J,H30K,H30L), C309(H30M,H30N,H30O), C310(H31A,H31B,H31C), 
 C311(H31D,H31E,H31F), C312(H31G,H31H,H31I), C326(H32A,H32B,H32C), C327(H32D, 
 H32E,H32F), C330(H33F,H33G,H33H), C332(H33I,H33J,H33K), C333(H33L,H33M,H33N), 
 C335(H33O,H33P,H33Q), C334(H33R,H33S,H33T), C336(H33U,H33V,H33W), C341(H34C, 
 H34D,H34E) 
6.f Idealised tetrahedral OH refined as rotating group: 
 O86(H86), O87(H87), O90(H90), O92(H92), O93(H93), O95(H95), O94(H94), O96(H96) 
;
_platon_squeeze_void_probe_radius 1.20
_shelx_res_checksum              5145
_shelx_hkl_checksum              76388
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'