#------------------------------------------------------------------------------
#$Date: 2021-05-11 03:59:34 +0300 (Tue, 11 May 2021) $
#$Revision: 265077 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/24/1562466.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1562466
loop_
_publ_author_name
'Davern, Carolynn M.'
'Lowe, Brandon D.'
'Rosfi, Adam'
'Ison, Elon A.'
'Proulx, Caroline'
_publ_section_title
;
 Submonomer Synthesis of Peptoids Containing trans-inducing N-imino- and
 N-alkylamino-glycines
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC00717C
_journal_year                    2021
_chemical_formula_moiety         'C17 H23 N3 O3'
_chemical_formula_sum            'C17 H23 N3 O3'
_chemical_formula_weight         317.38
_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   geom
_audit_update_record
;
2021-02-04 deposited with the CCDC.	2021-05-10 downloaded from the CCDC.
;
_cell_angle_alpha                101.7036(13)
_cell_angle_beta                 95.1179(12)
_cell_angle_gamma                98.2498(11)
_cell_formula_units_Z            2
_cell_length_a                   5.0802(2)
_cell_length_b                   11.6666(5)
_cell_length_c                   14.3550(6)
_cell_measurement_reflns_used    252
_cell_measurement_temperature    120.(2)
_cell_measurement_theta_max      68.7717
_cell_measurement_theta_min      5.5630
_cell_volume                     818.32(6)
_computing_cell_refinement       'APEX3 v2018.7-2 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2019.1.0.1'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 924)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120.(2)
_diffrn_detector_area_resol_mean 7.4074
_diffrn_measured_fraction_theta_full 0.943
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0248
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12430
_diffrn_reflns_theta_full        70.78
_diffrn_reflns_theta_max         70.78
_diffrn_reflns_theta_min         3.17
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.727
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.337
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.091
_refine_diff_density_max         0.178
_refine_diff_density_min         -0.267
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         2982
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0414
_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/[σ²(Fo²)+(0.0519P)²+0.3042P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1061
_refine_ls_wR_factor_ref         0.1091
_reflns_number_gt                2795
_reflns_number_total             2982
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc00717c3.cif
_cod_data_source_block           1011
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               1562466
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 1.13243(18) 0.53466(9) 0.12539(6) 0.0315(2) Uani d . . . 1 . .
O O2 0.0133(2) 0.19638(8) 0.55343(6) 0.0316(2) Uani d . . . 1 . .
N N3 0.7785(2) 0.42900(9) 0.17131(7) 0.0233(2) Uani d . . . 1 . .
N N4 0.6669(2) 0.39847(9) 0.24871(7) 0.0234(2) Uani d . . . 1 . .
C C5 0.4518(2) 0.32241(11) 0.23461(9) 0.0237(3) Uani d . . . 1 . .
H H5 0.369408 0.286816 0.171304 0.028 Uiso calc U . R 1 . .
C C6 0.3335(2) 0.29073(10) 0.31745(8) 0.0227(3) Uani d . . . 1 . .
O O7 0.8483(2) 0.21243(9) 0.07099(7) 0.0409(3) Uani d . . . 1 . .
C C8 0.1018(3) 0.22591(11) 0.47256(9) 0.0241(3) Uani d . . . 1 . .
C C9 0.4511(3) 0.34140(11) 0.41178(9) 0.0264(3) Uani d . . . 1 . .
H H9 0.61138 0.397856 0.423053 0.032 Uiso calc U . R 1 . .
N N10 0.5136(2) 0.20044(9) -0.04690(7) 0.0262(2) Uani d . . . 1 . .
C C11 0.3355(3) 0.30981(11) 0.48818(9) 0.0276(3) Uani d . . . 1 . .
H H11 0.41537 0.345336 0.551798 0.033 Uiso calc U . R 1 . .
C C12 -0.0212(3) 0.17753(11) 0.37997(9) 0.0254(3) Uani d . . . 1 . .
H H12 -0.183408 0.122285 0.369024 0.03 Uiso calc U . R 1 . .
C C13 1.0168(2) 0.50653(11) 0.19063(9) 0.0242(3) Uani d . . . 1 . .
C C14 0.6483(2) 0.38645(11) 0.07370(8) 0.0233(3) Uani d . . . 1 . .
H H14A 0.727651 0.437598 0.032732 0.028 Uiso calc U . R 1 . .
H H14B 0.455604 0.392383 0.072279 0.028 Uiso calc U . R 1 . .
C C15 0.0954(3) 0.21068(11) 0.30309(9) 0.0253(3) Uani d . . . 1 . .
H H15 0.010408 0.17795 0.239669 0.03 Uiso calc U . R 1 . .
C C16 0.5292(3) 0.07861(12) -0.09268(10) 0.0340(3) Uani d . . . 1 . .
H H16A 0.368472 0.025241 -0.083279 0.041 Uiso calc U . R 1 . .
H H16B 0.688791 0.054441 -0.062275 0.041 Uiso calc U . R 1 . .
C C18 0.6776(2) 0.25757(11) 0.03299(8) 0.0230(3) Uani d . . . 1 . .
C C19 1.1231(3) 0.55653(12) 0.29454(9) 0.0286(3) Uani d . . . 1 . .
H H19A 1.302833 0.602506 0.299157 0.043 Uiso calc U . R 1 . .
H H19B 1.131783 0.491384 0.327778 0.043 Uiso calc U . R 1 . .
H H19C 1.003685 0.608234 0.324266 0.043 Uiso calc U . R 1 . .
C C20 0.2913(4) 0.24653(15) -0.09104(12) 0.0499(5) Uani d . . . 1 . .
H H20A 0.298759 0.330911 -0.059624 0.06 Uiso calc U . R 1 . .
H H20B 0.119031 0.201734 -0.081134 0.06 Uiso calc U . R 1 . .
C C21 0.3039(4) 0.23596(14) -0.19676(13) 0.0500(5) Uani d . . . 1 . .
H H21A 0.464632 0.289165 -0.206341 0.06 Uiso calc U . R 1 . .
H H21B 0.144096 0.261821 -0.225391 0.06 Uiso calc U . R 1 . .
C C22 0.3152(3) 0.11057(14) -0.24701(9) 0.0322(3) Uani d . . . 1 . .
H H22A 0.339257 0.107864 -0.315065 0.039 Uiso calc U . R 1 . .
H H22B 0.144714 0.058634 -0.244863 0.039 Uiso calc U . R 1 . .
C C23 0.5468(3) 0.06615(18) -0.19865(11) 0.0495(5) Uani d . . . 1 . .
H H23A 0.544232 -0.018297 -0.228758 0.059 Uiso calc U . R 1 . .
H H23B 0.718372 0.112027 -0.208014 0.059 Uiso calc U . R 1 . .
C C1 -0.2227(3) 0.11033(13) 0.54191(10) 0.0333(3) Uani d . . . 1 . .
H H1A -0.197483 0.036628 0.499423 0.05 Uiso calc U . R 1 . .
H H1B -0.374625 0.140349 0.513824 0.05 Uiso calc U . R 1 . .
H H1C -0.258469 0.094741 0.604536 0.05 Uiso calc U . R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 O2 C1 . . 117.84(10) ?
C13 N3 N4 . . 116.87(10) ?
C13 N3 C14 . . 120.58(10) ?
N4 N3 C14 . . 122.49(10) ?
C5 N4 N3 . . 119.48(10) ?
N4 C5 C6 . . 119.15(11) ?
N4 C5 H5 . . 120.4 ?
C6 C5 H5 . . 120.4 ?
C15 C6 C9 . . 118.57(11) ?
C15 C6 C5 . . 119.66(11) ?
C9 C6 C5 . . 121.74(11) ?
O2 C8 C12 . . 124.77(11) ?
O2 C8 C11 . . 115.29(11) ?
C12 C8 C11 . . 119.93(11) ?
C11 C9 C6 . . 120.44(12) ?
C11 C9 H9 . . 119.8 ?
C6 C9 H9 . . 119.8 ?
C18 N10 C16 . . 121.08(11) ?
C18 N10 C20 . . 125.34(11) ?
C16 N10 C20 . . 113.34(10) ?
C9 C11 C8 . . 120.35(11) ?
C9 C11 H11 . . 119.8 ?
C8 C11 H11 . . 119.8 ?
C8 C12 C15 . . 119.38(12) ?
C8 C12 H12 . . 120.3 ?
C15 C12 H12 . . 120.3 ?
O1 C13 N3 . . 120.59(11) ?
O1 C13 C19 . . 122.27(11) ?
N3 C13 C19 . . 117.12(11) ?
N3 C14 C18 . . 111.99(10) ?
N3 C14 H14A . . 109.2 ?
C18 C14 H14A . . 109.2 ?
N3 C14 H14B . . 109.2 ?
C18 C14 H14B . . 109.2 ?
H14A C14 H14B . . 107.9 ?
C6 C15 C12 . . 121.25(11) ?
C6 C15 H15 . . 119.4 ?
C12 C15 H15 . . 119.4 ?
N10 C16 C23 . . 111.09(12) ?
N10 C16 H16A . . 109.4 ?
C23 C16 H16A . . 109.4 ?
N10 C16 H16B . . 109.4 ?
C23 C16 H16B . . 109.4 ?
H16A C16 H16B . . 108.0 ?
O7 C18 N10 . . 123.06(11) ?
O7 C18 C14 . . 120.25(11) ?
N10 C18 C14 . . 116.66(10) ?
C13 C19 H19A . . 109.5 ?
C13 C19 H19B . . 109.5 ?
H19A C19 H19B . . 109.5 ?
C13 C19 H19C . . 109.5 ?
H19A C19 H19C . . 109.5 ?
H19B C19 H19C . . 109.5 ?
N10 C20 C21 . . 111.20(14) ?
N10 C20 H20A . . 109.4 ?
C21 C20 H20A . . 109.4 ?
N10 C20 H20B . . 109.4 ?
C21 C20 H20B . . 109.4 ?
H20A C20 H20B . . 108.0 ?
C20 C21 C22 . . 111.66(12) ?
C20 C21 H21A . . 109.3 ?
C22 C21 H21A . . 109.3 ?
C20 C21 H21B . . 109.3 ?
C22 C21 H21B . . 109.3 ?
H21A C21 H21B . . 107.9 ?
C21 C22 C23 . . 109.89(12) ?
C21 C22 H22A . . 109.7 ?
C23 C22 H22A . . 109.7 ?
C21 C22 H22B . . 109.7 ?
C23 C22 H22B . . 109.7 ?
H22A C22 H22B . . 108.2 ?
C16 C23 C22 . . 111.17(12) ?
C16 C23 H23A . . 109.4 ?
C22 C23 H23A . . 109.4 ?
C16 C23 H23B . . 109.4 ?
C22 C23 H23B . . 109.4 ?
H23A C23 H23B . . 108.0 ?
O2 C1 H1A . . 109.5 ?
O2 C1 H1B . . 109.5 ?
H1A C1 H1B . . 109.5 ?
O2 C1 H1C . . 109.5 ?
H1A C1 H1C . . 109.5 ?
H1B C1 H1C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C13 . 1.2238(16) ?
O2 C8 . 1.3708(15) ?
O2 C1 . 1.4228(17) ?
N3 C13 . 1.3727(16) ?
N3 N4 . 1.3777(14) ?
N3 C14 . 1.4510(15) ?
N4 C5 . 1.2775(17) ?
C5 C6 . 1.4676(17) ?
C5 H5 . 0.95 ?
C6 C15 . 1.3897(18) ?
C6 C9 . 1.4034(17) ?
O7 C18 . 1.2208(16) ?
C8 C12 . 1.3863(17) ?
C8 C11 . 1.3959(18) ?
C9 C11 . 1.3784(18) ?
C9 H9 . 0.95 ?
N10 C18 . 1.3467(16) ?
N10 C16 . 1.4564(17) ?
N10 C20 . 1.4666(18) ?
C11 H11 . 0.95 ?
C12 C15 . 1.3936(18) ?
C12 H12 . 0.95 ?
C13 C19 . 1.5065(17) ?
C14 C18 . 1.5322(17) ?
C14 H14A . 0.99 ?
C14 H14B . 0.99 ?
C15 H15 . 0.95 ?
C16 C23 . 1.511(2) ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C19 H19A . 0.98 ?
C19 H19B . 0.98 ?
C19 H19C . 0.98 ?
C20 C21 . 1.505(3) ?
C20 H20A . 0.99 ?
C20 H20B . 0.99 ?
C21 C22 . 1.506(2) ?
C21 H21A . 0.99 ?
C21 H21B . 0.99 ?
C22 C23 . 1.520(2) ?
C22 H22A . 0.99 ?
C22 H22B . 0.99 ?
C23 H23A . 0.99 ?
C23 H23B . 0.99 ?
C1 H1A . 0.98 ?
C1 H1B . 0.98 ?
C1 H1C . 0.98 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C13 N3 N4 C5 . . . . -176.77(11) ?
C14 N3 N4 C5 . . . . 5.88(17) ?
N3 N4 C5 C6 . . . . -179.75(10) ?
N4 C5 C6 C15 . . . . 178.15(11) ?
N4 C5 C6 C9 . . . . -0.27(18) ?
C1 O2 C8 C12 . . . . -0.38(18) ?
C1 O2 C8 C11 . . . . -179.37(11) ?
C15 C6 C9 C11 . . . . 1.63(19) ?
C5 C6 C9 C11 . . . . -179.93(12) ?
C6 C9 C11 C8 . . . . 0.8(2) ?
O2 C8 C11 C9 . . . . 176.42(11) ?
C12 C8 C11 C9 . . . . -2.63(19) ?
O2 C8 C12 C15 . . . . -176.94(11) ?
C11 C8 C12 C15 . . . . 2.01(18) ?
N4 N3 C13 O1 . . . . 177.55(11) ?
C14 N3 C13 O1 . . . . -5.05(18) ?
N4 N3 C13 C19 . . . . -3.85(16) ?
C14 N3 C13 C19 . . . . 173.55(11) ?
C13 N3 C14 C18 . . . . 105.49(12) ?
N4 N3 C14 C18 . . . . -77.26(13) ?
C9 C6 C15 C12 . . . . -2.25(18) ?
C5 C6 C15 C12 . . . . 179.28(11) ?
C8 C12 C15 C6 . . . . 0.44(19) ?
C18 N10 C16 C23 . . . . -129.62(13) ?
C20 N10 C16 C23 . . . . 55.73(18) ?
C16 N10 C18 O7 . . . . 0.74(19) ?
C20 N10 C18 O7 . . . . 174.72(15) ?
C16 N10 C18 C14 . . . . 178.57(11) ?
C20 N10 C18 C14 . . . . -7.5(2) ?
N3 C14 C18 O7 . . . . -17.50(16) ?
N3 C14 C18 N10 . . . . 164.60(10) ?
C18 N10 C20 C21 . . . . 130.26(13) ?
C16 N10 C20 C21 . . . . -55.36(18) ?
N10 C20 C21 C22 . . . . 54.56(19) ?
C20 C21 C22 C23 . . . . -54.45(19) ?
N10 C16 C23 C22 . . . . -55.10(18) ?
C21 C22 C23 C16 . . . . 54.60(19) ?
