A Bis-calix[4]pyrrole Enzyme Mimic That Constrains Two Oxoanions in Close Proximity.
He, Qing; Kelliher, Michael; Bähring, Steffen; Lynch, Vincent M.; Sessler, Jonathan L.; Journal of the American Chemical Society 139 (2017) 7140–7143; doi:10.1021/jacs.7b02329

data_4131269
_publ_section_title
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 A Bis-calix[4]pyrrole Enzyme Mimic That Constrains Two Oxoanions in Close
 Proximity.
;
_journal_issue                   21
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7140
_journal_page_last               7143
_journal_paper_doi               10.1021/jacs.7b02329
_journal_volume                  139
_journal_year                    2017
_chemical_formula_moiety
'2(H2 O4 P), C74 H86 N14 O4, 2(C16 H36 N), H2 O, 3(C2 H3 N), C H3 O, C H4 O'
_chemical_formula_sum            'C114 H155 N19 O15 P2'
_chemical_formula_weight         2093.50
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2017-03-03
_audit_creation_method
;
Olex2 1.2
(compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320)
;
_cell_angle_alpha                90
_cell_angle_beta                 95.773(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   22.803(3)
_cell_length_b                   25.336(3)
_cell_length_c                   20.960(3)
_cell_measurement_reflns_used    8953
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.6740
_cell_measurement_theta_min      1.7010
_cell_volume                     12048(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+ CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1809
_diffrn_reflns_av_unetI/netI     0.2086
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            91439
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.007
_exptl_absorpt_coefficient_mu    0.103
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_description       block
_exptl_crystal_F_000             4488
_exptl_crystal_size_max          0.156
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.074
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1422
_refine_ls_number_reflns         21035
_refine_ls_number_restraints     2259
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.2960
_refine_ls_R_factor_gt           0.1384
_refine_ls_shift/su_max          0.070
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1413P)^2^+17.3434P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2848
_refine_ls_wR_factor_ref         0.3686
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7790
_reflns_number_total             21035
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b02329_si_004.cif
_cod_data_source_block           b
_cod_original_cell_volume        12048(2)
_cod_database_code               4131269
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
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1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O13-H13A = O13-H13B = O12-H12B
 0.8 with sigma of 0.01
 P2-H12B
 1.98 with sigma of 0.01
 H13A-H13B
 1.3 with sigma of 0.01
 N16-C91 \\sim N16-C95 \\sim N16-C99 \\sim N16-C103
 with sigma of 0.01
 C91-C92 \\sim C92-C93 \\sim C93-C94 \\sim C95-C96 \\sim C96-C97 \\sim C97-C98
\\sim C99-C100 \\sim C100-
 C101 \\sim C101-C102 \\sim C103-C104 \\sim C104-C105 \\sim C105-C106
 with sigma of 0.01
 N16-C92 \\sim N16-C96 \\sim N16-C100 \\sim N16-C104
 with sigma of 0.01
 C91-C93 \\sim C92-C94 \\sim C95-C97 \\sim C96-C98 \\sim C99-C101 \\sim
C100-C102 \\sim C103-C105 ~
 C104-C106
 with sigma of 0.01
 N15-C75 \\sim N15-C79 \\sim N15-C83 \\sim N15-C87
 with sigma of 0.01
 C75-C76 \\sim C76-C77 \\sim C77-C78 \\sim C79-C80 \\sim C80-C81 \\sim C81-C82
\\sim C83-C84 \\sim C84-C85
 \\sim C85-C86 \\sim C87-C88 \\sim C88-C89 \\sim C89-C90
 with sigma of 0.01
 C75-C77 \\sim C76-C78 \\sim C79-C81 \\sim C80-C82 \\sim C83-C85 \\sim C84-C86
\\sim C87-C89 \\sim C88-C90
 with sigma of 0.01
 N15-C76 \\sim N15-C80 \\sim N15-C84 \\sim N15-C88
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C104, C105, C106} sigma for 1-2: 0.02, 1-3: 0.04
as
{C14A, C15A, C16A}
{C83, C84, C85, C86} sigma for 1-2: 0.01, 1-3: 0.04
as
{C87, C88, C89, C90}
6. Others
 Fixed Sof: H10H(0.45) H10I(0.45) H10J(0.55) H10K(0.55) C104(0.45) H10L(0.45)
 H10M(0.45) C105(0.45) H10N(0.45) H10O(0.45) C106(0.45) H10P(0.45) H10Q(0.45)
 H10R(0.45) C14A(0.55) H14A(0.55) H14B(0.55) C15A(0.55) H15A(0.55) H15B(0.55)
 C16A(0.55) H16A(0.55) H16B(0.55) H16C(0.55)
7.a Riding coordinates:
 C103(H10H,H10I,H10J,H10K)
7.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C28(H28A,H28B), C36(H36A,H36B), C37(H37A,H37B), C64(H64A,
 H64B), C65(H65A,H65B), C73(H73A,H73B), C74(H74A,H74B), C91(H91A,H91B),
 C92(H92A,H92B), C93(H93A,H93B), C95(H95A,H95B), C96(H96A,H96B), C97(H97A,H97B),
  C99(H99A,H99B), C100(H10A,H10B), C101(H10C,H10D), C104(H10L,H10M), C105(H10N,
 H10O), C14A(H14A,H14B), C15A(H15A,H15B), C75(H75A,H75B), C76(H76A,H76B),
 C77(H77A,H77B), C79(H79A,H79B), C80(H80A,H80B), C81(H81A,H81B), C83(H83A,H83B),
  C84(H84A,H84B), C85(H85A,H85B), C87(H87A,H87B), C88(H88A,H88B), C89(H89A,H89B)
7.c Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), N5(H5), N7(H7), N8(H8), N9(H9), N10(H10),
 N11(H11), N12(H12), N14(H14), C2(H2A), C3(H3A), C7(H7A), C8(H8A), C12(H12A),
 C13(H13), C17(H17), C18(H18), C31(H31), C32(H32), C33(H33), C40(H40), C41(H41),
  C45(H45), C46(H46), C50(H50), C51(H51), C55(H55), C56(H56), C68(H68),
 C69(H69), C70(H70)
7.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C58(H58A,H58B,H58C), C59(H59A,
 H59B,H59C), C60(H60A,H60B,H60C), C61(H61A,H61B,H61C), C62(H62A,H62B,H62C),
 C63(H63A,H63B,H63C), C94(H94A,H94B,H94C), C98(H98A,H98B,H98C), C102(H10E,H10F,
 H10G), C106(H10P,H10Q,H10R), C16A(H16A,H16B,H16C), C78(H78A,H78B,H78C),
 C82(H82A,H82B,H82C), C86(H86A,H86B,H86C), C90(H90A,H90B,H90C), C107(H10S,H10T,
 H10U), C110(H11E,H11F,H11G), C5AA(H5AA,H5AB,H5AC), C112(H11B,H11C,H11D),
 C111(H11H,H11I,H11J)
7.e Idealised tetrahedral OH refined as rotating group:
 O7(H7B), O11(H11A), O14(H14C)
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_shelx_res_checksum              46947
_shelx_hkl_checksum              64880
_olex2_submission_special_instructions 'No special instructions were received'