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_4131268
_publ_section_title
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 A Bis-calix[4]pyrrole Enzyme Mimic That Constrains Two Oxoanions in Close
 Proximity.
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_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
'C37 H43 N7 O2, C36 H43 N8 O2, 4(C4 H12 N), 2(O4 S), 4.5(H2 O)'
_chemical_formula_sum            'C89 H134 N19 O16.5 S2'
_chemical_formula_weight         1798.26
_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             2017-03-03
_audit_creation_method
;
Olex2 1.2
(compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320)
;
_audit_update_record
;
????
;
_cell_angle_alpha                82.347(3)
_cell_angle_beta                 87.749(3)
_cell_angle_gamma                88.425(4)
_cell_formula_units_Z            2
_cell_length_a                   14.6287(7)
_cell_length_b                   18.6066(8)
_cell_length_c                   20.5602(7)
_cell_measurement_reflns_used    12739
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      22.7560
_cell_measurement_theta_min      1.7410
_cell_volume                     5540.8(4)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku AFC-12 with Saturn 724+ CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0830
_diffrn_reflns_av_unetI/netI     0.0944
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            57644
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        22.720
_diffrn_reflns_theta_max         22.720
_diffrn_reflns_theta_min         1.744
_exptl_absorpt_coefficient_mu    0.111
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.078
_exptl_crystal_description       block
_exptl_crystal_F_000             1930
_exptl_crystal_size_max          0.171
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.063
_refine_diff_density_max         0.968
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1258
_refine_ls_number_reflns         14886
_refine_ls_number_restraints     2293
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1672
_refine_ls_R_factor_gt           0.1084
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1914P)^2^+7.2050P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2912
_refine_ls_wR_factor_ref         0.3339
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8600
_reflns_number_total             14886
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b02329_si_005.cif
_cod_data_source_block           diso4
_cod_original_formula_sum        'C89 H134 N19 O16.50 S2'
_cod_database_code               4131268
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Restrained distances
 S2-O7 \\sim S2-O8 \\sim S2-O9 \\sim S2-O10 \\sim S2A-O4 \\sim S2A-O5 \\sim
S2A-O6 \\sim S2A-O7
 with sigma of 0.01
 O7-O8 \\sim O7-O9 \\sim O7-O10 \\sim O8-O9 \\sim O8-O10 \\sim O9-O10 \\sim
O4-O5 \\sim O4-O6 \\sim O4-O7 \\sim O5-
 O6 \\sim O5-O7 \\sim O6-O7
 with sigma of 0.01
 N16-C80 \\sim N16-C81 \\sim N16-C82 \\sim N16-C83 \\sim N16-C81A \\sim
N16-C82A \\sim N16-C83A
 with sigma of 0.01
 C80-C81 \\sim C80-C82 \\sim C80-C83 \\sim C81-C82 \\sim C81-C83 \\sim C82-C83
\\sim C80-C81A \\sim C80-
 C82A \\sim C80-C83A \\sim C81A-C82A \\sim C81A-C83A \\sim C82A-C83A
 with sigma of 0.01
 N17-C76 \\sim N17-C77 \\sim N17-C78 \\sim N17-C79 \\sim N17-C78A \\sim
N17-C79A \\sim N17-C77A
 with sigma of 0.01
 C76-C77 \\sim C76-C78 \\sim C76-C79 \\sim C77-C78 \\sim C77-C79 \\sim C78-C79
\\sim C76-C77A \\sim C76-
 C78A \\sim C76-C79A \\sim C77A-C78A \\sim C77A-C79A \\sim C78A-C79A
 with sigma of 0.01
 N19-C1B \\sim N19-C1C \\sim N19-C75 \\sim N19-C73
 with sigma of 0.01
 C1B-C1C \\sim C1B-C73 \\sim C1B-C75 \\sim C1C-C73 \\sim C1C-C75 \\sim C73-C75
 with sigma of 0.01
 N18-C84 \\sim N18-C85 \\sim N18-C86 \\sim N18-C87
 with sigma of 0.01
 C84-C85 \\sim C84-C86 \\sim C84-C87 \\sim C85-C86 \\sim C85-C87 \\sim C86-C87
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O7 \\sim O8 \\sim O9 \\sim O10 \\sim O3 \\sim O4 \\sim O5 \\sim O6: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02
C81 \\sim C82 \\sim C83 \\sim C81A \\sim C82A \\sim C83A: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
C77 \\sim C78 \\sim C79 \\sim C77A \\sim C78A \\sim C79A: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
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. Others
 Fixed Sof: C81(0.76) H81A(0.76) H81B(0.76) H81C(0.76) C82(0.76) H82A(0.76)
 H82B(0.76) H82C(0.76) C83(0.76) H83A(0.76) H83B(0.76) H83C(0.76) C81A(0.24)
 H81D(0.24) H81E(0.24) H81F(0.24) C82A(0.24) H82D(0.24) H82E(0.24) H82F(0.24)
 C83A(0.24) H83D(0.24) H83E(0.24) H83F(0.24) C77(0.56) H77A(0.56) H77B(0.56)
 H77C(0.56) C78(0.56) H78A(0.56) H78B(0.56) H78C(0.56) C79(0.56) H79A(0.56)
 H79B(0.56) H79C(0.56) C77A(0.44) H77D(0.44) H77E(0.44) H77F(0.44) C78A(0.44)
 H78D(0.44) H78E(0.44) H78F(0.44) C79A(0.44) H79D(0.44) H79E(0.44) H79F(0.44)
 S2(0.5) O7(0.5) O8(0.5) O9(0.5) O10(0.5) S2A(0.5) O3(0.5) O4(0.5) O5(0.5)
 O6(0.5) O4W(0.5) H4WA(0.5) H4WB(0.5)
6.a Free rotating group:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB), O3W(H3WA,H3WB), O4W(H4WA,H4WB), O5W(H5WA,H5WB)
6.b Secondary CH2 refined with riding coordinates:
 C59(H59A,H59B), C58(H58A,H58B), C68(H68A,H68B), C21(H21A,H21B), C67(H67A,
 H67B), C30(H30A,H30B), C22(H22A,H22B), C31(H31A,H31B)
6.c Me refined with riding coordinates:
 C71(H71A,H71B,H71C), C70(H70A,H70B,H70C), C72(H72A,H72B,H72C), C32(H32A,H32B,
 H32C), C86(H86A,H86B,H86C), C34(H34A,H34B,H34C), C37(H37A,H37B,H37C), C84(H84A,
 H84B,H84C), C35(H35A,H35B,H35C), C74(H74A,H74B,H74C), C73(H73A,H73B,H73C),
 C87(H87A,H87B,H87C), C69(H69A,H69B,H69C), C33(H33A,H33B,H33C), C85(H85A,H85B,
 H85C), C1A(H1AA,H1AB,H1AC), C36(H36A,H36B,H36C), C75(H75A,H75B,H75C), C1B(H1BA,
 H1BB,H1BC), C1C(H1CA,H1CB,H1CC), C80(H80A,H80B,H80C), C81(H81A,H81B,H81C),
 C82(H82A,H82B,H82C), C83(H83A,H83B,H83C), C81A(H81D,H81E,H81F), C82A(H82D,H82E,
 H82F), C83A(H83D,H83E,H83F), C76(H76A,H76B,H76C), C77(H77A,H77B,H77C),
 C78(H78A,H78B,H78C), C79(H79A,H79B,H79C), C77A(H77D,H77E,H77F), C78A(H78D,H78E,
 H78F), C79A(H79D,H79E,H79F)
6.d Aromatic/amide H refined with riding coordinates:
 C65(H65), C14(H14A), C25(H25), C13(H13), C55(H55), C50(H50), C56(H56),
 C9(H9A), C18(H18), C4(H4), C3(H3), C46(H46), C8(H8A), C26(H26), C27(H27),
 C63(H63), C64(H64), C51(H51), C19(H19), C41(H41), C40(H40), C45(H45), N9(H9),
 N10(H10), N11(H11), N8(H8), N12(H12), N14(H14), N1(H1), N4(H4A), N3(H3A),
 N5(H5), N6(H6), N15(H15)
;
_shelx_res_checksum              2811
_shelx_hkl_checksum              92952
_shelx_fab_checksum              39421
_olex2_submission_special_instructions 'No special instructions were received'