Fluoride binding by an anionic receptor: tuning the acidity of amide NH groups for basic anion hydrogen bonding and recognition
Caltagirone, Claudia; Montis, Riccardo; Lippolis, Vito; Bencini, Andrea; Conti, Luca; Giorgi, Claudia; Horton, Peter; Coles, Simon; Mapp, Lucy K.; Gale, Philip A.; Fusaro, Luca; Chemical Communications  (2019) –; doi:10.1039/C8CC09962F

data_7122836
_publ_section_title
;
 Fluoride binding by an anionic receptor: tuning the acidity of amide NH
 groups for basic anion hydrogen bonding and recognition
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C8CC09962F
_journal_year                    2019
_chemical_absolute_configuration syn
_chemical_formula_moiety
'6(C16 H36 N), 3(C29 H23 N5 O6), 8.5(H2 O), 2(F H)'
_chemical_formula_sum            'C183 H304 F2 N21 O26.5'
_chemical_formula_weight         3260.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-07-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-07-09 deposited with the CCDC.
2019-01-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.612(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   19.7262(8)
_cell_length_b                   17.6337(6)
_cell_length_c                   28.3261(9)
_cell_measurement_reflns_used    17622
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.7040
_cell_measurement_theta_min      2.1250
_cell_volume                     9391.3(6)
_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
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_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      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega -107.00   73.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000    0.0000  -90.0000 180

  2 omega  -53.00   35.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000   54.0000 -120.0000 88

  3 omega -107.00  -86.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.0000    0.0000  -60.0000 21
;
_diffrn_measurement_device       'four-circle \k goniometer'
_diffrn_measurement_device_type
'Rigaku FRE+ equipped with HF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_UB_11      0.0204369000
_diffrn_orient_matrix_UB_12      0.0276287000
_diffrn_orient_matrix_UB_13      -0.0078099000
_diffrn_orient_matrix_UB_21      -0.0315620000
_diffrn_orient_matrix_UB_22      0.0200302000
_diffrn_orient_matrix_UB_23      -0.0124061000
_diffrn_orient_matrix_UB_31      0.0031528000
_diffrn_orient_matrix_UB_32      0.0212836000
_diffrn_orient_matrix_UB_33      0.0218072000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, HF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_unetI/netI     0.1186
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            54455
_diffrn_reflns_point_group_measured_fraction_full 0.795
_diffrn_reflns_point_group_measured_fraction_max 0.795
_diffrn_reflns_theta_full        25.028
_diffrn_reflns_theta_max         25.028
_diffrn_reflns_theta_min         1.568
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59263
_exptl_absorpt_correction_type   multi-scan
_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.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.153
_exptl_crystal_description       needle
_exptl_crystal_F_000             3558
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.867
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details
;
 Flack x determined using 3829 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2510
_refine_ls_number_reflns         26411
_refine_ls_number_restraints     4364
_refine_ls_restrained_S_all      0.951
_refine_ls_R_factor_all          0.1698
_refine_ls_R_factor_gt           0.0896
_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^)+(0.1354P)^2^+1.2638P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2068
_refine_ls_wR_factor_ref         0.2547
_reflns_Friedel_coverage         0.538
_reflns_Friedel_fraction_full    0.577
_reflns_Friedel_fraction_max     0.577
_reflns_number_gt                14476
_reflns_number_total             26411
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc09962f2.cif
_cod_data_source_block           TBA_HL1-HF
_cod_original_formula_sum        'C183 H304 F2 N21 O26.50'
_cod_database_code               7122836
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C29 H24 N5 O6 (C16H36N)2 F (H2O)2'
_shelx_estimated_absorpt_t_max   0.999
_shelx_estimated_absorpt_t_min   0.981
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.97
_olex2_refinement_description
;
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,H) groups, All F(H) groups
2. Restrained distances
 C394-C396 = C209-C401 = C413-C401
 -2.4 with sigma of 0.03
 C374-C376
 -2.4 with sigma of 0.03
 O32-H2B = H1-O2 = H10Y-O65 = H-O62 = H10X-F1
 2 with sigma of 0.04
 C332-C131 = C368-C367 = C168-C167
 1.54 with sigma of 0.03
 H0AA-O62
 2 with sigma of 0.02
 C390-C389
 1.54 with sigma of 0.03
 O6-H3AA = H10W-O5 = O103-H10 = O32-HB
 2 with sigma of 0.04
 HF-O4
 2 with sigma of 0.03
 C183-C182 \\sim C383-C382
 with sigma of 0.02
 C184-C183 \\sim C384-C383
 with sigma of 0.02
 C386-C385 \\sim C186-C185
 with sigma of 0.02
 C387-C386 \\sim C187-C186
 with sigma of 0.02
 C387-C388 \\sim C188-C187
 with sigma of 0.02
 C393-N381 \\sim C193-N181
 with sigma of 0.02
 C396-C395 \\sim C196-C195
 with sigma of 0.02
 C395-C394 \\sim C195-C194
 with sigma of 0.02
 C394-C393 \\sim C194-C193
 with sigma of 0.02
 C181-C189 \\sim C181-C193 \\sim C181-C185 \\sim C189-C193 \\sim C189-C185
\\sim C193-C185
 with sigma of 0.04
 N181-C181 \\sim N181-C189 \\sim N181-C193 \\sim N181-C185
 with sigma of 0.02
 N201-C209 \\sim N201-C401 \\sim N201-C201 \\sim N201-C205 \\sim N201-C405
\\sim N201-C213 \\sim N201-
 C413
 with sigma of 0.02
 C409-C413 \\sim C405-C401
 with sigma of 0.04
 N401-C409 \\sim N401-C413 \\sim N401-C405 \\sim N401-C401
 with sigma of 0.02
 C205-C209 \\sim C205-C213 \\sim C205-C201 \\sim C209-C213 \\sim C209-C201
\\sim C213-C201
 with sigma of 0.04
 N201-C205 \\sim N201-C209 \\sim N201-C213 \\sim N201-C201
 with sigma of 0.02
 C212-C211 \\sim C412-C411
 with sigma of 0.02
 C211-C210 \\sim C411-C410
 with sigma of 0.02
 C210-C209 \\sim C410-C409
 with sigma of 0.02
 C402-C401 \\sim C202-C201
 with sigma of 0.02
 C403-C402 \\sim C203-C202
 with sigma of 0.02
 C404-C403 \\sim C204-C203
 with sigma of 0.02
 C214-C213 \\sim C414-C413
 with sigma of 0.02
 C215-C214 \\sim C415-C414
 with sigma of 0.02
 C416-C415 \\sim C216-C215
 with sigma of 0.02
 C406-C405 \\sim C206-C205
 with sigma of 0.02
 C407-C406 \\sim C207-C206
 with sigma of 0.02
 C208-C207 \\sim C408-C407
 with sigma of 0.02
 C156-C155 \\sim C355-C356
 with sigma of 0.02
 C154-C153 \\sim C354-C153
 with sigma of 0.02
 C155-C154 \\sim C355-C354
 with sigma of 0.02
 C356-C355 \\sim C156-C155
 with sigma of 0.02
 C374-C173 \\sim C174-C173
 with sigma of 0.02
 C375-C374 \\sim C175-C174
 with sigma of 0.02
 C376-C375 \\sim C176-C175
 with sigma of 0.02
 C374-C373 \\sim C174-C173
 with sigma of 0.02
 N161-C173 \\sim N161-C373
 with sigma of 0.02
 C132-C131 \\sim C332-C331
 with sigma of 0.02
 C130-C331 \\sim C131-C130
 with sigma of 0.02
 C332-C331 \\sim C132-C131
 with sigma of 0.02
 C331-C130 \\sim C131-C130
 with sigma of 0.02
 N181-C189 \\sim N381-C389 \\sim N181-C181 \\sim N381-C381 \\sim N381-C385
\\sim N181-C185 \\sim N181-
 C193
 with sigma of 0.02
 C393-C389 \\sim C393-C381 \\sim C385-C389 \\sim C385-C381 \\sim C389-C381
 with sigma of 0.04
 N381-C393 \\sim N381-C385 \\sim N381-C389 \\sim N381-C381
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(C412) = Uanis(C212)
Uanis(C388) = Uanis(C188)
Uanis(C332) = Uanis(C132)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5. Others
 Sof(H13K)=Sof(H13L)=Sof(C336)=Sof(H33F)=Sof(H33G)=Sof(H33H)=1-FVAR(1)
 Sof(H13I)=Sof(H13J)=Sof(C136)=Sof(H13R)=Sof(H13S)=Sof(H13T)=FVAR(1)
 Sof(H15J)=Sof(H15K)=Sof(C354)=Sof(H35A)=Sof(H35B)=Sof(C355)=Sof(H35C)=
 Sof(H35D)=Sof(C356)=Sof(H35E)=Sof(H35F)=Sof(H35G)=1-FVAR(2)
 Sof(H15H)=Sof(H15I)=Sof(C154)=Sof(H15L)=Sof(H15M)=Sof(C155)=Sof(H15N)=
 Sof(H15O)=Sof(C156)=Sof(H15P)=Sof(H15Q)=Sof(H15R)=FVAR(2)
 Sof(H16N)=Sof(H16O)=Sof(C367)=Sof(H36A)=Sof(H36B)=Sof(C368)=Sof(H36C)=
 Sof(H36D)=Sof(H36E)=1-FVAR(3)
 Sof(H16L)=Sof(H16M)=Sof(C167)=Sof(H16R)=Sof(H16S)=Sof(C168)=Sof(H16T)=
 Sof(H16U)=Sof(H16V)=FVAR(3)
 Sof(N381)=Sof(C381)=Sof(H38A)=Sof(H38B)=Sof(C382)=Sof(H38C)=Sof(H38D)=
 Sof(C383)=Sof(H38E)=Sof(H38F)=Sof(C384)=Sof(H38G)=Sof(H38H)=Sof(H38I)=
 Sof(C385)=Sof(H38J)=Sof(H38K)=Sof(C386)=Sof(H38L)=Sof(H38M)=Sof(C387)=
 Sof(H38N)=Sof(H38O)=Sof(C388)=Sof(H38P)=Sof(H38Q)=Sof(H38R)=Sof(C389)=
 Sof(H38S)=Sof(H38T)=Sof(C390)=Sof(H39C)=Sof(H39D)=Sof(C391)=Sof(H39E)=
 Sof(H39F)=Sof(C392)=Sof(H39G)=Sof(H39H)=Sof(H39I)=Sof(C393)=Sof(H39J)=
 Sof(H39K)=Sof(C394)=Sof(H39L)=Sof(H39M)=Sof(C395)=Sof(H39N)=Sof(H39O)=
 Sof(C396)=Sof(H39P)=Sof(H39Q)=Sof(H39R)=1-FVAR(4)
 Sof(N181)=Sof(C181)=Sof(H18A)=Sof(H18B)=Sof(C182)=Sof(H18C)=Sof(H18D)=
 Sof(C183)=Sof(H18E)=Sof(H18F)=Sof(C184)=Sof(H18G)=Sof(H18H)=Sof(H18I)=
 Sof(C185)=Sof(H18J)=Sof(H18K)=Sof(C186)=Sof(H18L)=Sof(H18M)=Sof(C187)=
 Sof(H18N)=Sof(H18O)=Sof(C188)=Sof(H18P)=Sof(H18Q)=Sof(H18R)=Sof(C189)=
 Sof(H18S)=Sof(H18T)=Sof(C190)=Sof(H19A)=Sof(H19B)=Sof(C191)=Sof(H19C)=
 Sof(H19D)=Sof(C192)=Sof(H19E)=Sof(H19F)=Sof(H19G)=Sof(C193)=Sof(H19H)=
 Sof(H19I)=Sof(C194)=Sof(H19J)=Sof(H19K)=Sof(C195)=Sof(H19L)=Sof(H19M)=
 Sof(C196)=Sof(H19N)=Sof(H19O)=Sof(H19P)=FVAR(4)
 Sof(N401)=Sof(C401)=Sof(H40A)=Sof(H40B)=Sof(C402)=Sof(H40C)=Sof(H40D)=
 Sof(C403)=Sof(H40E)=Sof(H40F)=Sof(C404)=Sof(H40G)=Sof(H40H)=Sof(H40I)=
 Sof(C405)=Sof(H40J)=Sof(H40K)=Sof(C406)=Sof(H40L)=Sof(H40M)=Sof(C407)=
 Sof(H40N)=Sof(H40O)=Sof(C408)=Sof(H40P)=Sof(H40Q)=Sof(H40R)=Sof(C409)=
 Sof(H40S)=Sof(H40T)=Sof(C410)=Sof(H41A)=Sof(H41B)=Sof(C411)=Sof(H41C)=
 Sof(H41D)=Sof(C412)=Sof(H41E)=Sof(H41F)=Sof(H41G)=Sof(C413)=Sof(H41H)=
 Sof(H41I)=Sof(C414)=Sof(H41J)=Sof(H41K)=Sof(C415)=Sof(H41L)=Sof(H41M)=
 Sof(C416)=Sof(H41N)=Sof(H41O)=Sof(H41P)=1-FVAR(5)
 Sof(N201)=Sof(C201)=Sof(H20A)=Sof(H20B)=Sof(C202)=Sof(H20C)=Sof(H20D)=
 Sof(C203)=Sof(H20E)=Sof(H20F)=Sof(C204)=Sof(H20G)=Sof(H20H)=Sof(H20I)=
 Sof(C205)=Sof(H20J)=Sof(H20K)=Sof(C206)=Sof(H20L)=Sof(H20M)=Sof(C207)=
 Sof(H20N)=Sof(H20O)=Sof(C208)=Sof(H20P)=Sof(H20Q)=Sof(H20R)=Sof(C209)=
 Sof(H20S)=Sof(H20T)=Sof(C210)=Sof(H21C)=Sof(H21D)=Sof(C211)=Sof(H21E)=
 Sof(H21F)=Sof(C212)=Sof(H21G)=Sof(H21H)=Sof(H21I)=Sof(C213)=Sof(H21J)=
 Sof(H21K)=Sof(C214)=Sof(H21L)=Sof(H21M)=Sof(C215)=Sof(H21N)=Sof(H21O)=
 Sof(C216)=Sof(H21P)=Sof(H21Q)=Sof(H21R)=FVAR(5)
 Sof(H13C)=Sof(H13D)=Sof(C331)=Sof(H33A)=Sof(H33B)=Sof(C332)=Sof(H33C)=
 Sof(H33D)=Sof(H33E)=1-FVAR(6)
 Sof(H13A)=Sof(H13B)=Sof(C131)=Sof(H13M)=Sof(H13N)=Sof(C132)=Sof(H13O)=
 Sof(H13P)=Sof(H13Q)=FVAR(6)
 Sof(C373)=Sof(H37A)=Sof(H37B)=Sof(C374)=Sof(H37C)=Sof(H37D)=Sof(C375)=
 Sof(H37E)=Sof(H37F)=Sof(C376)=Sof(H37G)=Sof(H37H)=Sof(H37I)=1-FVAR(7)
 Sof(C173)=Sof(H17H)=Sof(H17I)=Sof(C174)=Sof(H17J)=Sof(H17K)=Sof(C175)=
 Sof(H17L)=Sof(H17M)=Sof(C176)=Sof(H17N)=Sof(H17O)=Sof(H17P)=FVAR(7)
 Fixed Sof: O109(0.5) H10Z(0.5) HA(0.5)
6.a Free rotating group:
 O102(H10U,H10V), O103(H10W,H10X), O101(H10Y,H), O109(H10Z,HA,O104,H10,HB,O108,
 H0AA,HC), O105(H1AA,HD), O106(H2AA,HE,O107,H3AA,HF), F2(H2B,F1,H1)
6.b Ternary CH refined with riding coordinates:
 C37(H37), C49(H49), C67(H67), C79(H79), C7(H7), C19(H19)
6.c Secondary CH2 refined with riding coordinates:
 C161(H16A,H16B), C162(H16C,H16D), C163(H16E,H16F), C165(H16J,H16K), C166(H16L,
 H16M), C166(H16N,H16O), C169(H16P,H16Q), C170(H17A,H17B), C171(H17C,H17D),
 C167(H16R,H16S), C173(H17H,H17I), C174(H17J,H17K), C175(H17L,H17M), C367(H36A,
 H36B), C373(H37A,H37B), C374(H37C,H37D), C375(H37E,H37F), C39(H39A,H39B),
 C51(H51A,H51B), C121(H12A,H12B), C122(H12C,H12D), C123(H12E,H12F), C125(H12J,
 H12K), C126(H12L,H12M), C127(H12N,H12O), C129(H12S,H12T), C130(H13A,H13B),
 C130(H13C,H13D), C133(H13E,H13F), C134(H13G,H13H), C135(H13I,H13J), C135(H13K,
 H13L), C131(H13M,H13N), C331(H33A,H33B), C141(H14A,H14B), C142(H14C,H14D),
 C143(H14E,H14F), C145(H14J,H14K), C146(H14L,H14M), C147(H14N,H14O), C149(H14S,
 H14T), C150(H15A,H15B), C151(H15C,H15D), C153(H15H,H15I), C153(H15J,H15K),
 C154(H15L,H15M), C155(H15N,H15O), C354(H35A,H35B), C355(H35C,H35D), C69(H69A,
 H69B), C81(H81A,H81B), C9(H9A,H9B), C21(H21A,H21B), C381(H38A,H38B), C382(H38C,
 H38D), C383(H38E,H38F), C385(H38J,H38K), C386(H38L,H38M), C387(H38N,H38O),
 C389(H38S,H38T), C390(H39C,H39D), C391(H39E,H39F), C393(H39J,H39K), C394(H39L,
 H39M), C395(H39N,H39O), C201(H20A,H20B), C202(H20C,H20D), C203(H20E,H20F),
 C205(H20J,H20K), C206(H20L,H20M), C207(H20N,H20O), C209(H20S,H20T), C210(H21C,
 H21D), C211(H21E,H21F), C213(H21J,H21K), C214(H21L,H21M), C215(H21N,H21O),
 C181(H18A,H18B), C182(H18C,H18D), C183(H18E,H18F), C185(H18J,H18K), C186(H18L,
 H18M), C187(H18N,H18O), C189(H18S,H18T), C190(H19A,H19B), C191(H19C,H19D),
 C193(H19H,H19I), C194(H19J,H19K), C195(H19L,H19M), C101(H10A,H10B), C102(H10C,
 H10D), C103(H10E,H10F), C105(H10J,H10K), C106(H10L,H10M), C107(H10N,H10O),
 C109(H10S,H10T), C110(H11A,H11B), C111(H11C,H11D), C113(H11H,H11I), C114(H11J,
 H11K), C115(H11L,H11M), C401(H40A,H40B), C402(H40C,H40D), C403(H40E,H40F),
 C405(H40J,H40K), C406(H40L,H40M), C407(H40N,H40O), C409(H40S,H40T), C410(H41A,
 H41B), C411(H41C,H41D), C413(H41H,H41I), C414(H41J,H41K), C415(H41L,H41M)
6.d Me refined with riding coordinates:
 C164(H16G,H16H,H16I), C172(H17E,H17F,H17G), C168(H16T,H16U,H16V), C176(H17N,
 H17O,H17P), C368(H36C,H36D,H36E), C376(H37G,H37H,H37I), C124(H12G,H12H,H12I),
 C128(H12P,H12Q,H12R), C132(H13O,H13P,H13Q), C136(H13R,H13S,H13T), C332(H33C,
 H33D,H33E), C336(H33F,H33G,H33H), C144(H14G,H14H,H14I), C148(H14P,H14Q,H14R),
 C152(H15E,H15F,H15G), C156(H15P,H15Q,H15R), C356(H35E,H35F,H35G), C384(H38G,
 H38H,H38I), C388(H38P,H38Q,H38R), C392(H39G,H39H,H39I), C396(H39P,H39Q,H39R),
 C204(H20G,H20H,H20I), C208(H20P,H20Q,H20R), C212(H21G,H21H,H21I), C216(H21P,
 H21Q,H21R), C184(H18G,H18H,H18I), C188(H18P,H18Q,H18R), C192(H19E,H19F,H19G),
 C196(H19N,H19O,H19P), C104(H10G,H10H,H10I), C108(H10P,H10Q,H10R), C112(H11E,
 H11F,H11G), C116(H11N,H11O,H11P), C404(H40G,H40H,H40I), C408(H40P,H40Q,H40R),
 C412(H41E,H41F,H41G), C416(H41N,H41O,H41P)
6.e Aromatic/amide H refined with riding coordinates:
 N32(H32), N33(H33), N34(H34), N35(H35), C32(H32A), C33(H33I), C34(H34A),
 C42(H42), C43(H43), C44(H44), C45(H45), C47(H47), C54(H54), C55(H55), C56(H56),
  C57(H57), C59(H59), N62(H62), N63(H63), N64(H64), N65(H65), C62(H62A),
 C63(H63A), C64(H64A), C72(H72), C73(H73), C74(H74), C75(H75), C77(H77),
 C84(H84), C85(H85), C86(H86), C87(H87), C89(H89), N2(H2), N3(H3), N4(H4),
 N5(H5), C2(H2A), C3(H3A), C4(H4A), C12(H12), C13(H13), C14(H14), C15(H15),
 C17(H17), C24(H24), C25(H25), C26(H26), C27(H27), C29(H29)
;
_shelx_res_checksum              13017
_shelx_hkl_checksum              56321
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'