#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/11/7151144.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_7151144
loop_
_publ_author_name
'Beddow, James E.'
'Davies, Stephen G.'
'Ling, Kenneth B.'
'Roberts, Paul M.'
'Russell, Angela J.'
'Smith, Andrew D.'
'Thomson, James E.'
_publ_section_title
;
 Asymmetric synthesis of beta2-amino acids:
 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat
 derivatives.
;
_journal_issue                   17
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2812
_journal_page_last               2825
_journal_paper_doi               10.1039/b707689d
_journal_volume                  5
_journal_year                    2007
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C26 H34 N2 O3'
_chemical_formula_sum            'C26 H34 N2 O3'
_chemical_formula_weight         422.57
_chemical_melting_point          ?
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 108.4415(11)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.1180(3)
_cell_length_b                   6.1198(2)
_cell_length_c                   14.4072(4)
_cell_measurement_reflns_used    2362
_cell_measurement_temperature    190
_cell_measurement_theta_max      27
_cell_measurement_theta_min      5
_cell_volume                     1180.85(6)
_computing_cell_refinement
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_data_collection
;
COLLECT (Nonius BV, 1997)
;
_computing_data_reduction
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_molecular_graphics
;
CAMERON (Watkin et al 1996)
;
_computing_publication_material
;
CRYSTALS (Watkin et al 2001)
;
_computing_structure_refinement
;
CRYSTALS (Watkin et al 2001)
;
_computing_structure_solution
;
SIR92 (Altomare et al, 1994)
;
_diffrn_ambient_temperature      190
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type
;
Enraf Nonius Kappa CCD
;
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.01
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4697
_diffrn_reflns_theta_full        25.546
_diffrn_reflns_theta_max         27.469
_diffrn_reflns_theta_min         5.163
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_exptl_crystal_colour            ' colourless '
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_density_meas      ?
_exptl_crystal_description       ' block '
_exptl_crystal_F_000             456.000
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.23
_refine_diff_density_min         -0.14
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1739
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         2657
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0335
_refine_ls_shift/su_max          0.000468
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
Method = Prince modified Chebychev polynomial, (Watkin, 1994)
W = [weight] * [1-(deltaF/6*sigmaF)^2]^2

1.30 -0.462E-01 0.623
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0370
_refine_ls_wR_factor_gt          0.0354
_refine_ls_wR_factor_ref         0.0354
_reflns_limit_h_max              17
_reflns_limit_h_min              -18
_reflns_limit_k_max              7
_reflns_limit_k_min              0
_reflns_limit_l_max              18
_reflns_limit_l_min              0
_reflns_number_gt                2657
_reflns_number_total             2840
_reflns_threshold_expression     I>3.00u(I)
_cod_data_source_file            b707689d.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7151144
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y+1/2,-z
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_occupancy
_atom_site_adp_type
_atom_site_attached_hydrogens
N1 N -0.23471(9) -0.0713(2) -0.94356(9) 0.0259 1.0000 Uani .
C2 C -0.2767(1) -0.1489(3) -1.0452(1) 0.0249 1.0000 Uani .
C3 C -0.18363(11) -0.1263(3) -1.07850(12) 0.0344 1.0000 Uani .
O4 O -0.13143(8) 0.0595(2) -1.01872(9) 0.0395 1.0000 Uani .
C5 C -0.15436(11) 0.0686(3) -0.93496(11) 0.0318 1.0000 Uani .
O6 O -0.10969(9) 0.1806(2) -0.86714(9) 0.0424 1.0000 Uani .
C7 C -0.20086(15) -0.0661(4) -1.18471(14) 0.0501 1.0000 Uani .
C8 C -0.11687(14) -0.3250(4) -1.04923(18) 0.0549 1.0000 Uani .
C9 C -0.37058(11) -0.0193(3) -1.10247(11) 0.0310 1.0000 Uani .
C10 C -0.36050(15) 0.2286(3) -1.08953(14) 0.0430 1.0000 Uani .
C11 C -0.46203(13) -0.0998(4) -1.07711(17) 0.0513 1.0000 Uani .
C12 C -0.26478(11) -0.1619(3) -0.86783(11) 0.0285 1.0000 Uani .
C13 C -0.23213(11) -0.0514(3) -0.76832(11) 0.0281 1.0000 Uani .
C14 C -0.25863(12) -0.2042(3) -0.69573(11) 0.0299 1.0000 Uani .
N15 N -0.23779(9) -0.1056(2) -0.59842(9) 0.0292 1.0000 Uani .
C16 C -0.13098(12) -0.1190(3) -0.54309(12) 0.0333 1.0000 Uani .
C17 C -0.10141(11) 0.0223(3) -0.45240(12) 0.0309 1.0000 Uani .
C18 C -0.02664(12) -0.0451(3) -0.36819(12) 0.0358 1.0000 Uani .
C19 C 0.00365(13) 0.0877(4) -0.28605(13) 0.0412 1.0000 Uani .
C20 C -0.04087(14) 0.2898(3) -0.28652(13) 0.0413 1.0000 Uani .
C21 C -0.11537(13) 0.3586(3) -0.36955(14) 0.0405 1.0000 Uani .
C22 C -0.14506(13) 0.2261(3) -0.45205(13) 0.0374 1.0000 Uani .
C23 C -0.29751(12) -0.2126(3) -0.54453(11) 0.0317 1.0000 Uani .
C24 C -0.40842(11) -0.1653(3) -0.5868(1) 0.0291 1.0000 Uani .
C25 C -0.44275(12) 0.0402(3) -0.62400(12) 0.0338 1.0000 Uani .
C26 C -0.54480(13) 0.0834(3) -0.65994(13) 0.0392 1.0000 Uani .
C27 C -0.61319(13) -0.0778(4) -0.65841(13) 0.0412 1.0000 Uani .
C28 C -0.57968(13) -0.2823(4) -0.62055(13) 0.0409 1.0000 Uani .
C29 C -0.47788(13) -0.3252(3) -0.58553(11) 0.0352 1.0000 Uani .
C30 C -0.28467(16) 0.1698(3) -0.77621(13) 0.0424 1.0000 Uani .
O31 O -0.3188(1) -0.3204(2) -0.88602(9) 0.0456 1.0000 Uani .
H21 H -0.3053 -0.3022 -1.0545 0.0309 1.0000 Uiso .
H71 H -0.1378 -0.0519 -1.2001 0.0709 1.0000 Uiso .
H72 H -0.2451 -0.1786 -1.2294 0.0709 1.0000 Uiso .
H73 H -0.2384 0.0800 -1.2000 0.0709 1.0000 Uiso .
H81 H -0.0566 -0.3085 -1.0709 0.0688 1.0000 Uiso .
H82 H -0.1547 -0.4592 -1.0806 0.0688 1.0000 Uiso .
H83 H -0.0949 -0.3437 -0.9763 0.0688 1.0000 Uiso .
H91 H -0.3797 -0.0487 -1.1732 0.0388 1.0000 Uiso .
H101 H -0.4229 0.3022 -1.1289 0.0539 1.0000 Uiso .
H102 H -0.3033 0.2813 -1.1118 0.0539 1.0000 Uiso .
H103 H -0.3453 0.2670 -1.0187 0.0539 1.0000 Uiso .
H111 H -0.5225 -0.0146 -1.1141 0.0656 1.0000 Uiso .
H112 H -0.4738 -0.2589 -1.0929 0.0656 1.0000 Uiso .
H113 H -0.4505 -0.0796 -1.0046 0.0656 1.0000 Uiso .
H131 H -0.1584 -0.0242 -0.7446 0.0347 1.0000 Uiso .
H141 H -0.3315 -0.2401 -0.7222 0.0374 1.0000 Uiso .
H142 H -0.2189 -0.3421 -0.6898 0.0374 1.0000 Uiso .
H161 H -0.0908 -0.0722 -0.5858 0.0414 1.0000 Uiso .
H162 H -0.1133 -0.2743 -0.5218 0.0414 1.0000 Uiso .
H181 H 0.0061 -0.1927 -0.3677 0.0432 1.0000 Uiso .
H191 H 0.0579 0.0382 -0.2253 0.0498 1.0000 Uiso .
H201 H -0.0184 0.3861 -0.2270 0.0493 1.0000 Uiso .
H211 H -0.1498 0.5027 -0.3696 0.0506 1.0000 Uiso .
H221 H -0.1983 0.2780 -0.5127 0.0454 1.0000 Uiso .
H231 H -0.2865 -0.3747 -0.5445 0.0411 1.0000 Uiso .
H232 H -0.2733 -0.1596 -0.4744 0.0411 1.0000 Uiso .
H251 H -0.3927 0.1582 -0.6242 0.0434 1.0000 Uiso .
H261 H -0.5698 0.2315 -0.6892 0.0474 1.0000 Uiso .
H271 H -0.6873 -0.0446 -0.6821 0.0516 1.0000 Uiso .
H281 H -0.6293 -0.3992 -0.6198 0.0496 1.0000 Uiso .
H291 H -0.4543 -0.4723 -0.5578 0.0436 1.0000 Uiso .
H301 H -0.2646 0.2447 -0.7111 0.0571 1.0000 Uiso .
H302 H -0.2678 0.2650 -0.8251 0.0571 1.0000 Uiso .
H303 H -0.3596 0.1472 -0.7983 0.0571 1.0000 Uiso .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'N ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
'O ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . N1 . C5 . 110.26(12) yes
C2 . N1 . C12 . 121.30(12) yes
C5 . N1 . C12 . 127.63(13) yes
N1 . C2 . C3 . 99.53(11) yes
N1 . C2 . C9 . 111.95(13) yes
C3 . C2 . C9 . 117.47(13) yes
N1 . C2 . H21 . 116.552 no
C3 . C2 . H21 . 112.670 no
C9 . C2 . H21 . 99.605 no
C2 . C3 . O4 . 101.84(12) yes
C2 . C3 . C7 . 117.08(14) yes
O4 . C3 . C7 . 107.01(16) yes
C2 . C3 . C8 . 111.01(16) yes
O4 . C3 . C8 . 107.72(14) yes
C7 . C3 . C8 . 111.29(17) yes
C3 . O4 . C5 . 109.75(12) yes
N1 . C5 . O4 . 108.32(13) yes
N1 . C5 . O6 . 128.88(15) yes
O4 . C5 . O6 . 122.80(14) yes
C3 . C7 . H71 . 112.347 no
C3 . C7 . H72 . 110.281 no
H71 . C7 . H72 . 109.604 no
C3 . C7 . H73 . 109.590 no
H71 . C7 . H73 . 108.381 no
H72 . C7 . H73 . 106.446 no
C3 . C8 . H81 . 110.369 no
C3 . C8 . H82 . 109.600 no
H81 . C8 . H82 . 108.965 no
C3 . C8 . H83 . 110.002 no
H81 . C8 . H83 . 109.137 no
H82 . C8 . H83 . 108.736 no
C2 . C9 . C10 . 114.46(14) yes
C2 . C9 . C11 . 110.76(15) yes
C10 . C9 . C11 . 110.06(16) yes
C2 . C9 . H91 . 105.309 no
C10 . C9 . H91 . 106.186 no
C11 . C9 . H91 . 109.800 no
C9 . C10 . H101 . 110.394 no
C9 . C10 . H102 . 109.276 no
H101 . C10 . H102 . 109.152 no
C9 . C10 . H103 . 109.740 no
H101 . C10 . H103 . 109.916 no
H102 . C10 . H103 . 108.325 no
C9 . C11 . H111 . 110.373 no
C9 . C11 . H112 . 110.522 no
H111 . C11 . H112 . 109.464 no
C9 . C11 . H113 . 109.524 no
H111 . C11 . H113 . 108.595 no
H112 . C11 . H113 . 108.312 no
N1 . C12 . C13 . 118.80(13) yes
N1 . C12 . O31 . 118.22(14) yes
C13 . C12 . O31 . 122.92(14) yes
C12 . C13 . C14 . 107.77(13) yes
C12 . C13 . C30 . 109.17(13) yes
C14 . C13 . C30 . 111.89(13) yes
C12 . C13 . H131 . 111.605 no
C14 . C13 . H131 . 108.641 no
C30 . C13 . H131 . 107.802 no
C13 . C14 . N15 . 112.44(13) yes
C13 . C14 . H141 . 108.458 no
N15 . C14 . H141 . 108.931 no
C13 . C14 . H142 . 108.693 no
N15 . C14 . H142 . 109.119 no
H141 . C14 . H142 . 109.147 no
C14 . N15 . C16 . 110.90(12) yes
C14 . N15 . C23 . 110.29(13) yes
C16 . N15 . C23 . 110.55(12) yes
N15 . C16 . C17 . 113.14(13) yes
N15 . C16 . H161 . 109.538 no
C17 . C16 . H161 . 108.207 no
N15 . C16 . H162 . 109.362 no
C17 . C16 . H162 . 107.662 no
H161 . C16 . H162 . 108.833 no
C16 . C17 . C18 . 120.59(16) yes
C16 . C17 . C22 . 120.95(14) yes
C18 . C17 . C22 . 118.41(16) yes
C17 . C18 . C19 . 120.88(18) yes
C17 . C18 . H181 . 119.193 no
C19 . C18 . H181 . 119.928 no
C18 . C19 . C20 . 120.10(16) yes
C18 . C19 . H191 . 120.584 no
C20 . C19 . H191 . 119.316 no
C19 . C20 . C21 . 119.66(17) yes
C19 . C20 . H201 . 119.892 no
C21 . C20 . H201 . 120.439 no
C20 . C21 . C22 . 120.15(18) yes
C20 . C21 . H211 . 120.094 no
C22 . C21 . H211 . 119.726 no
C17 . C22 . C21 . 120.80(16) yes
C17 . C22 . H221 . 119.321 no
C21 . C22 . H221 . 119.881 no
N15 . C23 . C24 . 113.28(13) yes
N15 . C23 . H231 . 109.038 no
C24 . C23 . H231 . 109.185 no
N15 . C23 . H232 . 108.441 no
C24 . C23 . H232 . 108.571 no
H231 . C23 . H232 . 108.202 no
C23 . C24 . C25 . 121.05(15) yes
C23 . C24 . C29 . 120.22(15) yes
C25 . C24 . C29 . 118.68(15) yes
C24 . C25 . C26 . 120.47(17) yes
C24 . C25 . H251 . 119.187 no
C26 . C25 . H251 . 120.339 no
C25 . C26 . C27 . 120.20(18) yes
C25 . C26 . H261 . 120.405 no
C27 . C26 . H261 . 119.370 no
C26 . C27 . C28 . 119.73(16) yes
C26 . C27 . H271 . 120.178 no
C28 . C27 . H271 . 120.042 no
C27 . C28 . C29 . 119.90(17) yes
C27 . C28 . H281 . 119.658 no
C29 . C28 . H281 . 120.433 no
C24 . C29 . C28 . 121.01(17) yes
C24 . C29 . H291 . 119.546 no
C28 . C29 . H291 . 119.434 no
C13 . C30 . H301 . 110.381 no
C13 . C30 . H302 . 110.477 no
H301 . C30 . H302 . 109.510 no
C13 . C30 . H303 . 109.613 no
H301 . C30 . H303 . 108.316 no
H302 . C30 . H303 . 108.492 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 . C2 . 1.4741(19) yes
N1 . C5 . 1.3951(19) yes
N1 . C12 . 1.4040(19) yes
C2 . C3 . 1.541(2) yes
C2 . C9 . 1.541(2) yes
C2 . H21 . 1.013 no
C3 . O4 . 1.475(2) yes
C3 . C7 . 1.517(3) yes
C3 . C8 . 1.514(3) yes
O4 . C5 . 1.346(2) yes
C5 . O6 . 1.197(2) yes
C7 . H71 . 0.987 no
C7 . H72 . 1.012 no
C7 . H73 . 1.027 no
C8 . H81 . 1.001 no
C8 . H82 . 1.006 no
C8 . H83 . 1.004 no
C9 . C10 . 1.530(3) yes
C9 . C11 . 1.530(2) yes
C9 . H91 . 1.003 no
C10 . H101 . 0.992 no
C10 . H102 . 1.012 no
C10 . H103 . 1.003 no
C11 . H111 . 0.998 no
C11 . H112 . 1.002 no
C11 . H113 . 1.013 no
C12 . C13 . 1.519(2) yes
C12 . O31 . 1.211(2) yes
C13 . C14 . 1.535(2) yes
C13 . C30 . 1.530(2) yes
C13 . H131 . 1.001 no
C14 . N15 . 1.468(2) yes
C14 . H141 . 1.002 no
C14 . H142 . 1.002 no
N15 . C16 . 1.4682(19) yes
N15 . C23 . 1.468(2) yes
C16 . C17 . 1.511(2) yes
C16 . H161 . 1.002 no
C16 . H162 . 1.006 no
C17 . C18 . 1.395(2) yes
C17 . C22 . 1.392(2) yes
C18 . C19 . 1.387(3) yes
C18 . H181 . 1.014 no
C19 . C20 . 1.386(3) yes
C19 . H191 . 1.010 no
C20 . C21 . 1.385(3) yes
C20 . H201 . 1.005 no
C21 . C22 . 1.390(3) yes
C21 . H211 . 1.007 no
C22 . H221 . 1.007 no
C23 . C24 . 1.518(2) yes
C23 . H231 . 1.004 no
C23 . H232 . 1.012 no
C24 . C25 . 1.393(2) yes
C24 . C29 . 1.390(2) yes
C25 . C26 . 1.393(2) yes
C25 . H251 . 1.011 no
C26 . C27 . 1.385(3) yes
C26 . H261 . 1.014 no
C27 . C28 . 1.387(3) yes
C27 . H271 . 1.013 no
C28 . C29 . 1.389(3) yes
C28 . H281 . 1.005 no
C29 . H291 . 0.998 no
C30 . H301 . 1.001 no
C30 . H302 . 0.999 no
C30 . H303 . 1.014 no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21188737
2 PubChem 101367505
