cis-2-Aminocyclohex-4-enecarboxylic acid as a new building block of helical foldamers
Kwon, Sunmi; Kang, Philjae; Choi, Moon-Gun; Choi, Soo Hyuk; New J. Chem. 39 (2015) 3221–; doi:10.1039/C4NJ02056A

data_7054623
_publ_section_title
;
 cis-2-Aminocyclohex-4-enecarboxylic acid as a new building block of
 helical foldamers
;
_journal_issue                   5
_journal_name_full               'New J. Chem.'
_journal_page_first              3221
_journal_paper_doi               10.1039/C4NJ02056A
_journal_volume                  39
_journal_year                    2015
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C39 H59 N7 O10'
_chemical_formula_sum            'C39 H59 N7 O10'
_chemical_formula_weight         785.93
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-12-20
_audit_creation_method
;
Olex2 1.2
(compiled 2014.11.28 svn.r3106 for OlexSys, GUI svn.r4959)
;
_audit_update_record
;
2014-12-23 deposited with the CCDC.
2015-01-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.848(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   31.232(8)
_cell_length_b                   8.842(2)
_cell_length_c                   18.831(5)
_cell_measurement_reflns_used    9833
_cell_measurement_temperature    103.5
_cell_measurement_theta_max      24.01
_cell_measurement_theta_min      2.42
_cell_volume                     5173(2)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       'APEX2 Ver. 2014.9-0 (Bruker-AXS, 2014)'
_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    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      103.5
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0952
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            82006
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.786
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6410
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1133 before and 0.0836 after correction.
The Ratio of minimum to maximum transmission is 0.8601.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.009
_exptl_crystal_description       block
_exptl_crystal_F_000             1688
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.337
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details
;
 Flack x determined using 2218 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     597
_refine_ls_number_reflns         8983
_refine_ls_number_restraints     709
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0767
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1591P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2191
_refine_ls_wR_factor_ref         0.2378
_reflns_Friedel_coverage         0.840
_reflns_Friedel_fraction_full    0.969
_reflns_Friedel_fraction_max     0.969
_reflns_number_gt                5896
_reflns_number_total             8983
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4nj02056a2.cif
_cod_data_source_block           7mer_Ala-ACHE_moon205
_cod_depositor_comments
'Adding full bibliography for 7054621--7054624.cif.'
_cod_database_code               7054623
_shelxl_version_number           2014/6
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.978
_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
 C41-C44 \\sim C43-C41 \\sim C63-C61 \\sim C61-C64
 with sigma of 0.02
 C41-C44 \\sim C61-C64 \\sim C63-C61 \\sim C41-C42 \\sim C61-C62 \\sim C43-C41
 with sigma of 0.02
 N38-C37 \\sim N58-C37
 with sigma of 0.02
 N38-C39 \\sim N58-C59
 with sigma of 0.02
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. 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(O40) \\sim Ueq: with sigma of 0.03 and sigma for terminal atoms of 0.01
Uanis(O57) \\sim Ueq: with sigma of 0.03 and sigma for terminal atoms of 0.01
Uanis(C39) \\sim Ueq, Uanis(C59) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.001
5. Others
 Sof(O60)=Sof(O65)=Sof(N58)=Sof(H58)=Sof(H37A)=Sof(C59)=Sof(C61)=Sof(C62)=
 Sof(H62A)=Sof(H62B)=Sof(H62C)=Sof(C63)=Sof(H63A)=Sof(H63B)=Sof(H63C)=Sof(C64)=
 Sof(H64A)=Sof(H64B)=Sof(H64C)=1-FVAR(1)
 Sof(O40)=Sof(O57)=Sof(N38)=Sof(H38)=Sof(H37)=Sof(C39)=Sof(C41)=Sof(C42)=
 Sof(H42A)=Sof(H42B)=Sof(H42C)=Sof(C43)=Sof(H43A)=Sof(H43B)=Sof(H43C)=Sof(C44)=
 Sof(H44A)=Sof(H44B)=Sof(H44C)=FVAR(1)
 Sof(O1)=1-FVAR(2)
 Sof(O55)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C4(H4), C7(H7), C12(H12), C15(H15), C18(H18), C23(H23), C26(H26), C29(H29),
 C34(H34), C37(H37), C37(H37A)
6.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C11(H11A,H11B), C19(H19A,H19B), C22(H22A,H22B), C30(H30A,H30B),
 C33(H33A,H33B)
6.c Aromatic/amide H refined with riding coordinates:
 N5(H5), N13(H13), N16(H16), N24(H24), N27(H27), N35(H35), N38(H38), N58(H58),
 C9(H9), C10(H10), C20(H20), C21(H21), C31(H31), C32(H32)
6.d Idealised Me refined with riding coordinates:
 C42(H42A,H42B,H42C), C44(H44A,H44B,H44C)
6.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C43(H43A,H43B,H43C), C47(H47A,H47B,H47C), C50(H50A,H50B,
 H50C), C53(H53A,H53B,H53C), C56(H56A,H56B,H56C), C62(H62A,H62B,H62C), C63(H63A,
 H63B,H63C), C64(H64A,H64B,H64C)
;
_shelx_res_checksum              1996
_olex2_submission_special_instructions 'No special instructions were received'