#------------------------------------------------------------------------------
#$Date: 2020-12-06 16:54:22 +0200 (Sun, 06 Dec 2020) $
#$Revision: 259626 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/92/1559292.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_1559292
loop_
_publ_author_name
'Muhl, Christian'
'Zengerling, Lydia'
'Groß, Jonathan'
'Eckhardt, Paul'
'Opatz, Till'
'Besenius, Pol'
'Barz, Matthias'
_publ_section_title
;
 Insight into the synthesis of N-methylated polypeptides
;
_journal_issue                   43
_journal_name_full               'Polymer Chemistry'
_journal_page_first              6919
_journal_page_last               6927
_journal_paper_doi               10.1039/D0PY01055C
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C5 H7 N O3'
_chemical_formula_sum            'C5 H7 N O3'
_chemical_formula_weight         129.12
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-01-09 deposited with the CCDC.	2020-10-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.769(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.3429(9)
_cell_length_b                   6.9256(11)
_cell_length_c                   13.530(2)
_cell_measurement_reflns_used    2177
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.39
_cell_measurement_theta_min      3.31
_cell_volume                     585.73(15)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    SHELXT-2014
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      ' 154 frames, detector distance = 70 mm'
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9028
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.376
_diffrn_reflns_theta_min         3.315
_diffrn_source
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  0.9888
_exptl_absorpt_correction_T_min  0.9647
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_description       plate
_exptl_crystal_F_000             272
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.130
_refine_diff_density_max         0.520
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.145
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         9028
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.1750
_refine_ls_R_factor_gt           0.1170
_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)+(0.1540P)²+0.2898P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2821
_refine_ls_wR_factor_ref         0.3278
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5288
_reflns_number_total             9028
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0py01055c2.cif
_cod_data_source_block           nmala-nca
_cod_depositor_comments
'Adding full bibliography for 1559292--1559293.cif.'
_cod_original_cell_volume        585.71(16)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1559292
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.957
_shelx_estimated_absorpt_t_max   0.984
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3890(7) 0.0933(7) 0.2817(3) 0.0296(10) Uani 1 1 d . . . . .
O2 O 0.2958(5) 0.0871(5) 0.3684(3) 0.0329(9) Uani 1 1 d . . . . .
C3 C 0.4066(7) 0.2091(7) 0.4381(4) 0.0312(10) Uani 1 1 d . . . . .
C4 C 0.5836(7) 0.3038(7) 0.3948(3) 0.0301(10) Uani 1 1 d . . . . .
H4 H 0.553391 0.444837 0.385062 0.036 Uiso 1 1 calc R U . . .
N5 N 0.5593(6) 0.2085(6) 0.2982(3) 0.0295(9) Uani 1 1 d . . . . .
O6 O 0.3167(6) -0.0001(5) 0.2088(3) 0.0391(10) Uani 1 1 d . . . . .
O7 O 0.3593(6) 0.2260(6) 0.5198(3) 0.0416(10) Uani 1 1 d . . . . .
C8 C 0.8017(8) 0.2753(8) 0.4600(4) 0.0358(11) Uani 1 1 d . . . . .
H8A H 0.830911 0.136878 0.469079 0.054 Uiso 1 1 calc R U . . .
H8B H 0.802272 0.335737 0.525573 0.054 Uiso 1 1 calc R U . . .
H8C H 0.912168 0.334873 0.427483 0.054 Uiso 1 1 calc R U . . .
C9 C 0.6695(8) 0.2705(8) 0.2181(4) 0.0360(11) Uani 1 1 d . . . . .
H9A H 0.636616 0.181288 0.161339 0.054 Uiso 1 1 calc R U . . .
H9B H 0.824172 0.271120 0.242347 0.054 Uiso 1 1 calc R U . . .
H9C H 0.622327 0.400823 0.196519 0.054 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 1 0.1788
0 -1 0 0.1820
1 0 3 0.0982
-1 0 -3 0.0958
1 0 -2 0.0669
-1 0 2 0.0681
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 C1 N5 130.1(4) . . ?
O6 C1 O2 120.9(4) . . ?
N5 C1 O2 108.9(4) . . ?
C3 O2 C1 108.5(4) . . ?
O7 C3 O2 121.1(4) . . ?
O7 C3 C4 129.6(4) . . ?
O2 C3 C4 109.3(4) . . ?
N5 C4 C3 100.4(4) . . ?
N5 C4 C8 114.3(4) . . ?
C3 C4 C8 112.5(4) . . ?
N5 C4 H4 109.7 . . ?
C3 C4 H4 109.7 . . ?
C8 C4 H4 109.7 . . ?
C1 N5 C4 112.5(4) . . ?
C1 N5 C9 122.2(4) . . ?
C4 N5 C9 123.2(4) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 H9A 109.5 . . ?
N5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O6 1.203(6) . ?
C1 N5 1.331(6) . ?
C1 O2 1.400(5) . ?
O2 C3 1.369(6) . ?
C3 O7 1.199(6) . ?
C3 C4 1.503(6) . ?
C4 N5 1.448(6) . ?
C4 C8 1.522(6) . ?
C4 H4 1.0000 . ?
N5 C9 1.450(6) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O6 C1 O2 C3 -178.7(4) . . . . ?
N5 C1 O2 C3 2.9(5) . . . . ?
C1 O2 C3 O7 -178.6(4) . . . . ?
C1 O2 C3 C4 0.5(5) . . . . ?
O7 C3 C4 N5 175.7(5) . . . . ?
O2 C3 C4 N5 -3.3(5) . . . . ?
O7 C3 C4 C8 53.7(7) . . . . ?
O2 C3 C4 C8 -125.3(4) . . . . ?
O6 C1 N5 C4 176.5(5) . . . . ?
O2 C1 N5 C4 -5.3(5) . . . . ?
O6 C1 N5 C9 12.3(8) . . . . ?
O2 C1 N5 C9 -169.5(4) . . . . ?
C3 C4 N5 C1 5.2(5) . . . . ?
C8 C4 N5 C1 125.9(4) . . . . ?
C3 C4 N5 C9 169.2(4) . . . . ?
C8 C4 N5 C9 -70.1(6) . . . . ?
