#------------------------------------------------------------------------------
#$Date: 2023-11-06 09:44:31 +0200 (Mon, 06 Nov 2023) $
#$Revision: 287358 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/75/7247510.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_7247510
loop_
_publ_author_name
'Zhao, Tian-Tian'
'Zhang, Xu-Gang'
'He, Wen-Bo'
'Xu, Peng-Fei'
_publ_section_title
;
 A novel approach for synthesizing α-amino acids via formate mediated
 hydrogen transfer using a carbon source
;
_journal_issue                   21
_journal_name_full               'Green Chemistry'
_journal_page_first              8539
_journal_page_last               8543
_journal_paper_doi               10.1039/D3GC02955G
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C18 H21 N O5'
_chemical_formula_sum            'C18 H21 N O5'
_chemical_formula_weight         331.36
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-27
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2023-02-27 deposited with the CCDC.	2023-10-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.564(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.78002(17)
_cell_length_b                   18.6163(6)
_cell_length_c                   15.8540(5)
_cell_measurement_reflns_used    5538
_cell_measurement_temperature    300.88(10)
_cell_measurement_theta_max      75.5350
_cell_measurement_theta_min      4.7710
_cell_volume                     1697.89(9)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_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_environment      air
_diffrn_ambient_temperature      300.88(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.946
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     63.00  88.00   1.00    0.10    --   45.40 156.00-174.00   25
  2  ω     80.00 150.00   1.00    0.23    --  109.66 156.00-174.00   70
  3  ω     90.00 175.00   1.00    0.23    --  109.66  30.00-150.00   85
  4  ω    -54.00 -28.00   1.00    0.23    -- -100.00  45.00 150.00   26
  5  ω    -71.00 -26.00   1.00    0.23    -- -100.00  61.00  60.00   45
  6  ω    -73.00 -38.00   1.00    0.23    -- -100.00  61.00   0.00   35
  7  ω    -54.00 -26.00   1.00    0.23    -- -100.00  45.00 -90.00   28
  8  ω    -53.00 -25.00   1.00    0.23    -- -100.00  45.00-150.00   28
  9  ω    -51.00 -25.00   1.00    0.23    -- -100.00  45.00-180.00   26
 10  ω    -30.00  38.00   1.00    0.10    --   45.40 -37.00-180.00   68
 11  ω    -29.00  12.00   1.00    0.10    --   45.40 -19.00-150.00   41
 12  ω    -32.00  23.00   1.00    0.10    --   45.40 -19.00 -60.00   55
 13  ω     60.00  85.00   1.00    0.23    --  109.66-156.00 148.00   25
 14  ω     50.00 114.00   1.00    0.10    --   45.40-156.00 148.00   64
 15  ω     30.00  55.00   1.00    0.10    --   45.40-119.00 -55.00   25
 16  ω     69.00 109.00   1.00    0.23    --  109.66-119.00 -55.00   40
 17  ω     62.00 102.00   1.00    0.23    --  109.66 -77.00 -30.00   40
 18  ω     36.00  61.00   1.00    0.23    --  109.66 -61.00 -30.00   25
 19  ω     44.00  99.00   1.00    0.23    --  109.66 -77.00 -60.00   55
 20  ω     42.00  67.00   1.00    0.23    --  109.66 -61.00  90.00   25
 21  ω   -101.00 -63.00   1.00    0.10    --  -45.40-156.00 148.00   38
 22  ω   -154.00-129.00   1.00    0.23    -- -100.00-119.00 -55.00   25
 23  ω   -174.00-137.00   1.00    0.23    -- -100.00 -94.00-180.00   37
 24  ω   -125.00 -87.00   1.00    0.23    -- -100.00 -94.00-180.00   38
 25  ω   -104.00 -78.00   1.00    0.23    -- -100.00 119.00  29.00   26
 26  ω   -101.00 -76.00   1.00    0.10    --  -45.40 156.00-174.00   25
 27  ω    -79.00 -40.00   1.00    0.23    -- -100.00 156.00-174.00   39
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0229391000
_diffrn_orient_matrix_UB_12      0.0800260000
_diffrn_orient_matrix_UB_13      0.0241308000
_diffrn_orient_matrix_UB_21      -0.0506538000
_diffrn_orient_matrix_UB_22      -0.0182440000
_diffrn_orient_matrix_UB_23      0.0911918000
_diffrn_orient_matrix_UB_31      0.2619384000
_diffrn_orient_matrix_UB_32      -0.0105592000
_diffrn_orient_matrix_UB_33      0.0251858000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.946
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10981
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.414
_diffrn_reflns_theta_min         3.672
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.783
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81581
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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    1.296
_exptl_crystal_description       needle
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.184
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.0038(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3377
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.082
_refine_ls_R_factor_all          0.0544
_refine_ls_R_factor_gt           0.0440
_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)+(0.0533P)²+0.2084P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1198
_refine_ls_wR_factor_ref         0.1268
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2667
_reflns_number_total             3377
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3gc02955g2.cif
_cod_data_source_block           zhaott_1_0222
_cod_depositor_comments
'Adding full bibliography for 7247510--7247511.cif.'
_cod_database_code               7247510
_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_max   0.992
_shelx_estimated_absorpt_t_min   0.878
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C6(H6), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.985
_oxdiff_exptl_absorpt_empirical_full_min 0.495
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
O1 O 0.1393(2) 0.82940(7) 0.63894(8) 0.0569(3) Uani 1 1 d . . . . .
O2 O 0.4412(2) 0.91091(6) 0.56403(8) 0.0570(3) Uani 1 1 d . . . . .
O3 O 0.7041(2) 0.85610(6) 0.45082(9) 0.0606(4) Uani 1 1 d . . . . .
O4 O 0.18834(19) 0.64135(7) 0.35175(8) 0.0547(3) Uani 1 1 d . . . . .
O5 O -0.0109(2) 0.57247(7) 0.43364(8) 0.0641(4) Uani 1 1 d . . . . .
N1 N 0.3383(2) 0.56759(7) 0.55702(9) 0.0483(3) Uani 1 1 d . . . . .
H1 H 0.209239 0.544527 0.556522 0.058 Uiso 1 1 calc R . . . .
C1 C 0.3954(2) 0.69301(7) 0.50901(9) 0.0377(3) Uani 1 1 d . . . . .
C2 C 0.2549(2) 0.72221(8) 0.56561(10) 0.0416(3) Uani 1 1 d . . . . .
H2 H 0.152264 0.693147 0.591798 0.050 Uiso 1 1 calc R . . . .
C3 C 0.2675(2) 0.79533(8) 0.58334(10) 0.0428(4) Uani 1 1 d . . . . .
C4 C 0.4198(3) 0.83919(8) 0.54388(10) 0.0433(4) Uani 1 1 d . . . . .
C5 C 0.5597(3) 0.80924(8) 0.48643(10) 0.0436(4) Uani 1 1 d . . . . .
C6 C 0.5487(3) 0.73590(8) 0.46918(10) 0.0418(3) Uani 1 1 d . . . . .
H6 H 0.643290 0.715775 0.431248 0.050 Uiso 1 1 calc R . . . .
C7 C 0.3725(2) 0.61320(7) 0.48619(10) 0.0394(3) Uani 1 1 d . . . . .
H7 H 0.511885 0.597630 0.460661 0.047 Uiso 1 1 calc R . . . .
C8 C 0.1618(3) 0.60499(8) 0.42159(10) 0.0411(3) Uani 1 1 d . . . . .
C9 C -0.0062(3) 0.64300(11) 0.28792(12) 0.0583(5) Uani 1 1 d . . . . .
H9A H 0.001774 0.602497 0.250835 0.087 Uiso 1 1 calc GR . . . .
H9B H -0.001984 0.686589 0.255747 0.087 Uiso 1 1 calc GR . . . .
H9C H -0.148298 0.641017 0.314570 0.087 Uiso 1 1 calc GR . . . .
C10 C 0.5016(3) 0.55876(7) 0.62594(10) 0.0411(3) Uani 1 1 d . . . . .
C11 C 0.4491(3) 0.51462(9) 0.69270(12) 0.0512(4) Uani 1 1 d . . . . .
H11 H 0.306897 0.490911 0.689471 0.061 Uiso 1 1 calc R . . . .
C12 C 0.6045(3) 0.50578(11) 0.76300(12) 0.0613(5) Uani 1 1 d . . . . .
H12 H 0.566514 0.475961 0.806652 0.074 Uiso 1 1 calc R . . . .
C13 C 0.8166(3) 0.54050(12) 0.76986(13) 0.0644(5) Uani 1 1 d . . . . .
H13 H 0.920334 0.535057 0.818053 0.077 Uiso 1 1 calc R . . . .
C14 C 0.8710(3) 0.58321(11) 0.70407(13) 0.0619(5) Uani 1 1 d . . . . .
H14 H 1.014348 0.606281 0.707697 0.074 Uiso 1 1 calc R . . . .
C15 C 0.7175(3) 0.59267(9) 0.63257(12) 0.0517(4) Uani 1 1 d . . . . .
H15 H 0.758450 0.621764 0.588699 0.062 Uiso 1 1 calc R . . . .
C16 C -0.0241(3) 0.78849(13) 0.67930(14) 0.0719(6) Uani 1 1 d . . . . .
H16A H -0.138897 0.769440 0.637428 0.108 Uiso 1 1 calc GR . . . .
H16B H -0.098374 0.818565 0.717816 0.108 Uiso 1 1 calc GR . . . .
H16C H 0.054135 0.749679 0.710077 0.108 Uiso 1 1 calc GR . . . .
C17 C 0.2528(3) 0.95409(9) 0.52726(14) 0.0633(5) Uani 1 1 d . . . . .
H17A H 0.247578 0.951937 0.466608 0.095 Uiso 1 1 calc GR . . . .
H17B H 0.275309 1.002948 0.545616 0.095 Uiso 1 1 calc GR . . . .
H17C H 0.109168 0.936344 0.544902 0.095 Uiso 1 1 calc GR . . . .
C18 C 0.8423(4) 0.82915(11) 0.38885(13) 0.0657(5) Uani 1 1 d . . . . .
H18A H 0.743834 0.807359 0.343708 0.099 Uiso 1 1 calc GR . . . .
H18B H 0.948818 0.793969 0.414182 0.099 Uiso 1 1 calc GR . . . .
H18C H 0.927836 0.867874 0.366658 0.099 Uiso 1 1 calc GR . . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 O1 C16 118.11(14) . . ?
C4 O2 C17 113.77(13) . . ?
C5 O3 C18 117.93(13) . . ?
C8 O4 C9 117.06(13) . . ?
C10 N1 C7 123.56(12) . . ?
C2 C1 C6 120.72(13) . . ?
C2 C1 C7 119.56(12) . . ?
C6 C1 C7 119.63(13) . . ?
C1 C2 C3 119.68(13) . . ?
O1 C3 C2 124.46(14) . . ?
O1 C3 C4 115.15(14) . . ?
C2 C3 C4 120.39(14) . . ?
O2 C4 C3 120.73(14) . . ?
O2 C4 C5 119.74(14) . . ?
C5 C4 C3 119.46(13) . . ?
O3 C5 C4 115.56(13) . . ?
O3 C5 C6 124.25(14) . . ?
C4 C5 C6 120.19(13) . . ?
C1 C6 C5 119.56(14) . . ?
N1 C7 C1 113.83(13) . . ?
N1 C7 C8 107.76(12) . . ?
C8 C7 C1 107.56(11) . . ?
O4 C8 C7 111.28(12) . . ?
O5 C8 O4 124.00(15) . . ?
O5 C8 C7 124.64(14) . . ?
N1 C10 C11 119.15(14) . . ?
N1 C10 C15 122.93(14) . . ?
C15 C10 C11 117.92(15) . . ?
C12 C11 C10 120.87(16) . . ?
C11 C12 C13 120.95(18) . . ?
C14 C13 C12 118.60(17) . . ?
C13 C14 C15 121.42(17) . . ?
C14 C15 C10 120.23(16) . . ?
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
O1 C3 1.3619(19) . ?
O1 C16 1.413(2) . ?
O2 C4 1.3757(17) . ?
O2 C17 1.431(2) . ?
O3 C5 1.3666(18) . ?
O3 C18 1.417(2) . ?
O4 C8 1.3195(19) . ?
O4 C9 1.438(2) . ?
O5 C8 1.1985(18) . ?
N1 C7 1.4367(19) . ?
N1 C10 1.383(2) . ?
C1 C2 1.379(2) . ?
C1 C6 1.389(2) . ?
C1 C7 1.5317(19) . ?
C2 C3 1.390(2) . ?
C3 C4 1.393(2) . ?
C4 C5 1.392(2) . ?
C5 C6 1.393(2) . ?
C7 C8 1.521(2) . ?
C10 C11 1.396(2) . ?
C10 C15 1.394(2) . ?
C11 C12 1.372(3) . ?
C12 C13 1.381(3) . ?
C13 C14 1.372(3) . ?
C14 C15 1.381(3) . ?
