Optimizing side chains for crystal growth from water: a case study of aromatic amide foldamers
Hu, Xiaobo; Dawson, Simon J.; Mandal, Pradeep K.; de Hatten, Xavier; Baptiste, Benoit; Huc, Ivan; Chem. Sci. 8 (2017) 3741–; doi:10.1039/C7SC00430C

data_1545535
_publ_section_title
;
 Optimizing side chains for crystal growth from water: a case study of
 aromatic amide foldamers
;
_journal_issue                   5
_journal_name_full               'Chem. Sci.'
_journal_page_first              3741
_journal_paper_doi               10.1039/C7SC00430C
_journal_volume                  8
_journal_year                    2017
_chemical_formula_moiety         'C103 H78 N16 O29, 9.5(H2 O)'
_chemical_formula_sum            'C103 H97 N16 O38.5'
_chemical_formula_weight         2174.98
_chemical_properties_physical    ', Air-sensitive'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-12-15
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_audit_update_record
;
2016-12-16 deposited with the CCDC.
2017-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.957(2)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   28.255(4)
_cell_length_b                   51.842(7)
_cell_length_c                   30.331(4)
_cell_measurement_reflns_used    7829
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      53.3
_cell_measurement_theta_min      13.3
_cell_volume                     41490(10)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.1 b32 (Rigaku, 2014)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.1 b32 (Rigaku, 2014)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.1 b32 (Rigaku, 2014)
;
_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    'SUPERFLIP (Palatinus, 2007)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Rigaku PILATUS 200K'
_diffrn_measurement_method       \w-scans
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_av_unetI/netI     0.0908
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            190232
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        55.477
_diffrn_reflns_theta_max         55.477
_diffrn_reflns_theta_min         1.704
_diffrn_source                   'Rigaku FRX'
_exptl_absorpt_coefficient_mu    0.848
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.914
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_description       needles
_exptl_crystal_F_000             16560
_exptl_crystal_recrystallization_method 'Hanging drop vapor diffusion'
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.270
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.125
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.688
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     4313
_refine_ls_number_reflns         51893
_refine_ls_number_restraints     3954
_refine_ls_restrained_S_all      1.650
_refine_ls_R_factor_all          0.2844
_refine_ls_R_factor_gt           0.1773
_refine_ls_shift/su_max          0.007
_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          0.4532
_refine_ls_wR_factor_ref         0.5229
_reflns_Friedel_coverage         0.000
_reflns_number_gt                23207
_reflns_number_total             51893
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7sc00430c2.cif
_cod_data_source_block           h187
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 1545533--1545536.cif.

2019-02-07
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C397 H230 N64 O135'
_cod_original_formula_weight         8056.44
_cod_original_formula_moiety
'38(O), C96 H50 N16 O20, C102 H67 N16 O27, C100 H59 N16 O26, C99 H54 N16 O24'
_cod_original_formula_units_Z            4
_cod_database_code               1545535
_exptl_absorpt_special_details   'CrystalClear-SM Expert 1.36 (Rigaku, 2012)'
_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
2. Restrained distances
 C63C-C6
 1.52 with sigma of 0.02
 O0AA-C3
 1.24 with sigma of 0.02
 O8G-C3
 1.35 with sigma of 0.02
 C4G-C3G
 1.52 with sigma of 0.02
 C72B-C15F
 1.52 with sigma of 0.02
 C14F-C13F
 1.52 with sigma of 0.02
 C9F-C45B
 1.52 with sigma of 0.02
 C3F-C18B
 1.52 with sigma of 0.02
 C6AA-C15G
 1.52 with sigma of 0.02
 C9D-C1H
 1.52 with sigma of 0.02
 C72A-C15E
 1.52 with sigma of 0.02
 C279-C15E
 1.52 with sigma of 0.02
 C9E-C11
 1.525 with sigma of 0.02
 C9F-C7AA
 1.525 with sigma of 0.02
 C8E-C7E
 1.525 with sigma of 0.02
 C2E-C1E
 1.525 with sigma of 0.02
 C12E-C11E
 1.525 with sigma of 0.02
 C4-C3F
 1.525 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(O0AA) \\sim Ueq, Uanis(O8G) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(O63) \\sim Ueq, Uanis(O64) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(O49) \\sim Ueq, Uanis(O2BA) \\sim Ueq, Uanis(C12H) \\sim Ueq: with sigma
of 0.1 and sigma for terminal atoms of 0.2
Uanis(C55C) \\sim Ueq, Uanis(C56C) \\sim Ueq, Uanis(C57C) \\sim Ueq,
Uanis(C58C) \\sim Ueq, Uanis(C59C) \\sim Ueq, Uanis(C60C) \\sim Ueq,
Uanis(N5AA) \\sim Ueq, Uanis(C61C) \\sim Ueq, Uanis(C62C) \\sim Ueq,
Uanis(C63C) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C7AA) \\sim Ueq, Uanis(C9F) \\sim Ueq, Uanis(C45B) \\sim Ueq, Uanis(C44B)
\\sim Ueq, Uanis(C43B) \\sim Ueq, Uanis(N5B) \\sim Ueq, Uanis(C42B) \\sim Ueq,
Uanis(C41B) \\sim Ueq, Uanis(C40B) \\sim Ueq, Uanis(C39B) \\sim Ueq,
Uanis(C38B) \\sim Ueq, Uanis(C37B) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
Uanis(O327) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(O6) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
Uanis(C1G) \\sim Ueq, Uanis(C9C) \\sim Ueq, Uanis(C27C) \\sim Ueq: with sigma
of 0.1 and sigma for terminal atoms of 0.2
Uanis(C4E) = Uanis(O93) = Uanis(C3E)
Uanis(O2I) = Uanis(C4I) = Uanis(C5I) = Uanis(O3I) = Uanis(C6I) = Uanis(C7I) =
Uanis(O4I)
Uanis(C82) = Uanis(C315) = Uanis(O89) = Uanis(C283)
Uanis(O2BA) = Uanis(C12H) = Uanis(O49) = Uanis(C11H) = Uanis(C54D)
Uanis(C8E) = Uanis(C7E) = Uanis(C36A)
Uanis(C4K) = Uanis(C5K) = Uanis(O3K) = Uanis(C6K) = Uanis(C7K)
Uanis(O16E) = Uanis(C279) = Uanis(C15E)
Uanis(C1G) = Uanis(C9C) = Uanis(C6C) = Uanis(N1C) = Uanis(C7C) = Uanis(C8C)
Uanis(C11) = Uanis(C9E) = Uanis(C45A)
4. Rigid body (RIGU) restrains
 C7AA, C9F, C45B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O3CA, C4, C3F, C18B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Secondary CH2 refined with riding coordinates:
 C3G(H3GA,H3GB), C5K(H5KA,H5KB), C6K(H6KA,H6KB), C9G(H9GA,H9GB), C11G(H11K,
 H11L), C1H(H1HA,H1HB), C2L(H2LA,H2LB), C3H(H3HA,H3HB), C4AA(H4AA,H4AB),
 C4L(H4LA,H4LB), C5L(H5LA,H5LB), C6L(H6LA,H6LB), C7H(H7HA,H7HB), C9H(H9HA,H9HB),
  C11H(H11A,H11B), C13H(H13A,H13B), C15H(H15A,H15B), C1E(H1EA,H1EB), C3E(H3EA,
 H3EB), C4I(H4IA,H4IB), C5E(H5EA,H5EB), C5I(H5IA,H5IB), C6I(H6IA,H6IB),
 C9E(H9EA,H9EB), C11E(H11E,H11F), C13E(H13E,H13F), C15E(H15C,H15D), C1F(H1FA,
 H1FB), C7F(H7FA,H7FB), C11F(H11H,H11I), C13F(H13H,H13I), C15F(H15E,H15F),
 C283(H28A,H28B), C315(H31C,H31E)
5.b Aromatic/amide H refined with riding coordinates:
 N1K(H1K), N2K(H2K), N3K(H3K), N4K(H4K), N5K(H5K), N6K(H6K), N7K(H7K),
 N8K(H8K), C2C(H2C), C3C(H3C), C4C(H4C), C8C(H8C), C11C(H11J), C12C(H12C),
 C13C(H13J), C17C(H17C), C20C(H20C), C21C(H21C), C22C(H22C), C26C(H26C),
 C29C(H29C), C30C(H30C), C31C(H31F), C35C(H35C), C38C(H38C), C39C(H39C),
 C40C(H40C), C44C(H44C), C47C(H47C), C48C(H48C), C49C(H49C), C53C(H53C),
 C56C(H56C), C57C(H57C), C58C(H58C), C62C(H62C), C65C(H65C), C66C(H66C),
 C67C(H67C), C71C(H71C), N1L(H1L), N2L(H2L), N3L(H3L), N4L(H4L), N5L(H5L),
 N6L(H6L), N7L(H7L), N8L(H8L), C2D(H2D), C3D(H3D), C4D(H4D), C8D(H8D),
 C11D(H11D), C12D(H12D), C13D(H13D), C17D(H17D), C20D(H20D), C21D(H21D),
 C22D(H22D), C26D(H26D), C29D(H29D), C30D(H30D), C31D(H31D), C35D(H35D),
 C38D(H38D), C39D(H39D), C40D(H40D), C44D(H44D), C47D(H47D), C48D(H48D),
 C49D(H49D), C53D(H53D), C56D(H56D), C57D(H57D), C58D(H58D), C62D(H62D),
 C65D(H65D), C66D(H66D), C67D(H67D), C71D(H71D), N1I(H1I), N2I(H2I), N3I(H3I),
 N4I(H4I), N5I(H5I), N6I(H6I), N7I(H7I), N8I(H8I), C2A(H2A), C3A(H3A), C4A(H4A),
  C8A(H8A), C11A(H11C), C12A(H12A), C13A(H13C), C17A(H17A), C20A(H20A),
 C21A(H21A), C22A(H22A), C26A(H26A), C29A(H29A), C30A(H30A), C31A(H31A),
 C35A(H35A), C38A(H38A), C39A(H39A), C40A(H40A), C44A(H44A), C47A(H47A),
 C48A(H48A), C49A(H49A), C53A(H53A), C56A(H56A), C57A(H57A), C58A(H58A),
 C62A(H62A), C65A(H65A), C66A(H66A), C67A(H67A), N0AA(H0AA), N10(H10), N27(H27),
  N29(H29), N32(H32), N35(H35), N41(H41), N46(H46), C2B(H2B), C3B(H3B),
 C4B(H4B), C8B(H8B), C11B(H11G), C12B(H12B), C13B(H13G), C17B(H17B), C20B(H20B),
  C21B(H21B), C22B(H22B), C26B(H26B), C29B(H29B), C30B(H30B), C31B(H31B),
 C35B(H35B), C38B(H38B), C39B(H39B), C40B(H40B), C44B(H44B), C47B(H47B),
 C48B(H48B), C49B(H49B), C53B(H53B), C56B(H56B), C57B(H57B), C58B(H58B),
 C62B(H62B), C65B(H65B), C66B(H66B), C67B(H67B), C71B(H71B)
5.c Naphthalene refined as free rotating group:
 C1C(C2C,C3C,C4C,C5C,C6C,N1C,C7C,C8C,C9C), C10C(C11C,C12C,C13C,C14C,C15C,N2C,
 C16C,C17C,C18C), C19C(C20C,C21C,C22C,C23C,C24C,N3C,C25C,C26C,C27C), C28C(C29C,
 C30C,C31C,C32C,C33C,N4C,C34C,C35C,C36C), C37C(C38C,C39C,C40C,C41C,C42C,N5C,
 C43C,C44C,C45C), C46C(C47C,C48C,C49C,C50C,C51C,N6C,C52C,C53C,C54C), C55C(C56C,
 C57C,C58C,C59C,C60C,N5AA,C61C,C62C,C63C), C64C(C65C,C66C,C67C,C68C,C69C,N8C,
 C70C,C71C,C72C), C1D(C2D,C3D,C4D,C5D,C6D,N1D,C7D,C8D,C9D), C10D(C11D,C12D,C13D,
 C14D,C15D,N2D,C16D,C17D,C18D), C19D(C20D,C21D,C22D,C23D,C24D,N3D,C25D,C26D,
 C27D), C28D(C29D,C30D,C31D,C32D,C33D,N4D,C34D,C35D,C36D), C37D(C38D,C39D,C40D,
 C41D,C42D,N5D,C43D,C44D,C45D), C46D(C47D,C48D,C49D,C50D,C51D,N6D,C52D,C53D,
 C54D), C55D(C56D,C57D,C58D,C59D,C60D,N7D,C61D,C62D,C63D), C64D(C65D,C66D,C67D,
 C68D,C69D,N8D,C70D,C71D,C72D), C1A(C2A,C3A,C4A,C5A,C6A,N1A,C7A,C8A,C9A),
 C10A(C11A,C12A,C13A,C14A,C15A,N2A,C16A,C17A,C18A), C19A(C20A,C21A,C22A,C23A,
 C24A,N3A,C25A,C26A,C27A), C28A(C29A,C30A,C31A,C32A,C33A,N4A,C34A,C35A,C36A),
 C37A(C38A,C39A,C40A,C41A,C42A,N5A,C43A,C44A,C45A), C46A(C47A,C48A,C49A,C50A,
 C51A,N6A,C52A,C53A,C54A), C55A(C56A,C57A,C58A,C59A,C60A,N7A,C61A,C62A,C63A),
 C64A(C65A,C66A,C67A,C68A,C69A,N8A,C70A,C71A,C72A), C1B(C2B,C3B,C4B,C5B,C6B,N1B,
 C7B,C8B,C9B), C10B(C11B,C12B,C13B,C14B,C15B,N2B,C16B,C17B,C18B), C19B(C20B,
 C21B,C22B,C23B,C24B,N3B,C25B,C26B,C27B), C28B(C29B,C30B,C31B,C32B,C33B,N4B,
 C34B,C35B,C36B), C37B(C38B,C39B,C40B,C41B,C42B,N5B,C43B,C44B,C45B), C46B(C47B,
 C48B,C49B,C50B,C51B,N6B,C52B,C53B,C54B), C55B(C56B,C57B,C58B,C59B,C60B,N7B,
 C61B,C62B,C63B), C64B(C65B,C66B,C67B,C68B,C69B,N8B,C70B,C71B,C72B)
5.d Idealised Me refined as rotating group:
 C3AA(H3AA,H3AB,H3AC)
;
_shelx_res_checksum              34407
_shelx_hkl_checksum              47107
_shelx_fab_checksum              78981
_shelx_shelxl_version_number     2016/4
_olex2_submission_special_instructions 'No special instructions were received'