#------------------------------------------------------------------------------
#$Date: 2022-01-06 00:51:01 +0200 (Thu, 06 Jan 2022) $
#$Revision: 271812 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/95/7129505.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_7129505
loop_
_publ_author_name
'Mollari, Leonardo'
'Valle-Amores, Miguel A.'
'Martínez-Gualda, Ana M.'
'Marzo, Leyre'
'Fraile, Alberto'
'Aleman, José'
_publ_section_title
;
 Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal
 [3 + 2] photocycloaddition
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC05867C
_journal_year                    2022
_chemical_absolute_configuration unk
_chemical_formula_sum            'C17 H21 N3 O'
_chemical_formula_weight         283.37
_chemical_name_common            'LM-no lo se_150K'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2021-09-21 deposited with the CCDC.	2021-12-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0084(5)
_cell_length_b                   11.0369(6)
_cell_length_c                   13.3690(7)
_cell_measurement_reflns_used    7322
_cell_measurement_temperature    150.(2)
_cell_measurement_theta_max      23.9497
_cell_measurement_theta_min      2.3928
_cell_volume                     1476.76(13)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            30419
_diffrn_reflns_theta_full        26.51
_diffrn_reflns_theta_max         26.51
_diffrn_reflns_theta_min         2.75
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.75
_exptl_absorpt_correction_T_min  0.70
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.178
_exptl_crystal_size_mid          0.062
_exptl_crystal_size_min          0.045
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.340
_refine_ls_abs_structure_details
;

Flack x determined using 1047 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         3055
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0447
_refine_ls_R_factor_gt           0.0357
_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)+(0.0472P)²+0.2699P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0858
_refine_ls_wR_factor_ref         0.0902
_reflns_number_gt                2691
_reflns_number_total             3055
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc05867c2.cif
_cod_data_source_block           03327_1
_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               7129505
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
C C1 0.4840(2) 0.5450(2) 0.44551(17) 0.0303(5) Uani d . . . 1 . .
H H1A 0.534202 0.474988 0.428199 0.036 Uiso calc U . R 1 . .
C C2 0.3869(3) 0.5371(2) 0.51856(18) 0.0351(6) Uani d . . . 1 . .
H H2 0.370125 0.461519 0.550143 0.042 Uiso calc U . R 1 . .
C C3 0.3137(2) 0.6379(2) 0.54635(17) 0.0326(6) Uani d . . . 1 . .
H H3 0.245497 0.63186 0.595543 0.039 Uiso calc U . R 1 . .
C C4 0.3416(2) 0.7469(2) 0.50127(18) 0.0300(5) Uani d . . . 1 . .
H H4 0.293688 0.817165 0.521212 0.036 Uiso calc U . R 1 . .
C C5 0.4383(2) 0.7568(2) 0.42729(16) 0.0272(5) Uani d . . . 1 . .
H H5 0.456225 0.833164 0.39743 0.033 Uiso calc U . R 1 . .
C C6 0.5093(2) 0.6544(2) 0.39678(16) 0.0237(5) Uani d . . . 1 . .
C C7 0.6061(2) 0.7456(2) 0.24198(16) 0.0249(5) Uani d . . . 1 . .
H H7 0.581524 0.82709 0.269047 0.03 Uiso calc U . R 1 . .
C C8 0.7444(2) 0.7519(2) 0.19067(19) 0.0312(5) Uani d . . . 1 . .
H H8A 0.772673 0.837314 0.182754 0.037 Uiso calc U . R 1 . .
H H8B 0.812061 0.709149 0.231579 0.037 Uiso calc U . R 1 . .
C C9 0.7311(2) 0.6912(2) 0.08811(17) 0.0312(5) Uani d . . . 1 . .
H H9A 0.734602 0.752469 0.034098 0.037 Uiso calc U . R 1 . .
H H9B 0.804075 0.632032 0.07761 0.037 Uiso calc U . R 1 . .
C C10 0.5963(2) 0.6276(2) 0.08868(17) 0.0277(5) Uani d . . . 1 . .
H H10 0.606361 0.548599 0.12455 0.033 Uiso calc U . R 1 . .
C C11 0.5118(2) 0.71187(19) 0.15329(16) 0.0234(5) Uani d . . . 1 . .
H H11 0.493431 0.787172 0.114029 0.028 Uiso calc U . R 1 . .
C C12 0.3810(2) 0.66067(18) 0.18718(16) 0.0230(5) Uani d . . . 1 . .
C C13 0.2805(2) 0.7478(2) 0.22286(15) 0.0221(5) Uani d . . . 1 . .
C C14 0.1823(2) 0.9118(2) 0.26355(18) 0.0307(5) Uani d . . . 1 . .
H H14 0.161414 0.995449 0.269991 0.037 Uiso calc U . R 1 . .
C C15 0.1085(2) 0.8204(2) 0.30234(17) 0.0300(5) Uani d . . . 1 . .
H H15 0.029171 0.828014 0.340893 0.036 Uiso calc U . R 1 . .
C C16 0.5390(3) 0.6028(3) -0.01422(18) 0.0422(6) Uani d . . . 1 . .
H H16A 0.452241 0.562375 -0.007407 0.063 Uiso calc U . R 1 . .
H H16B 0.600217 0.550447 -0.051682 0.063 Uiso calc U . R 1 . .
H H16C 0.527318 0.679486 -0.050103 0.063 Uiso calc U . R 1 . .
C C17 0.1281(3) 0.5953(2) 0.3081(2) 0.0362(6) Uani d . . . 1 . .
H H17A 0.046825 0.601776 0.348588 0.054 Uiso calc U . R 1 . .
H H17B 0.19945 0.558546 0.348049 0.054 Uiso calc U . R 1 . .
H H17C 0.110293 0.544682 0.249341 0.054 Uiso calc U . R 1 . .
N N1 0.60593(19) 0.65666(16) 0.32207(13) 0.0245(4) Uani d . . . 1 . .
H H1 0.669747 0.601833 0.323362 0.029 Uiso calc U . R 1 . .
N N2 0.29045(18) 0.86743(17) 0.21410(14) 0.0264(4) Uani d . . . 1 . .
N N3 0.16956(17) 0.71627(17) 0.27550(13) 0.0248(4) Uani d . . . 1 . .
O O1 0.35970(15) 0.55199(13) 0.18915(13) 0.0312(4) Uani d . . . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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_
_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
C2 C1 C6 . . 120.8(2) ?
C1 C2 C3 . . 120.8(2) ?
C4 C3 C2 . . 118.6(2) ?
C3 C4 C5 . . 121.5(2) ?
C4 C5 C6 . . 120.0(2) ?
N1 C6 C1 . . 118.50(19) ?
N1 C6 C5 . . 123.3(2) ?
C1 C6 C5 . . 118.2(2) ?
N1 C7 C8 . . 111.00(18) ?
N1 C7 C11 . . 113.44(17) ?
C8 C7 C11 . . 102.41(17) ?
C9 C8 C7 . . 107.42(18) ?
C10 C9 C8 . . 105.95(18) ?
C16 C10 C9 . . 114.5(2) ?
C16 C10 C11 . . 114.5(2) ?
C9 C10 C11 . . 102.30(18) ?
C12 C11 C10 . . 115.23(18) ?
C12 C11 C7 . . 112.90(17) ?
C10 C11 C7 . . 103.92(17) ?
O1 C12 C13 . . 121.1(2) ?
O1 C12 C11 . . 122.1(2) ?
C13 C12 C11 . . 116.72(18) ?
N2 C13 N3 . . 111.20(19) ?
N2 C13 C12 . . 124.70(19) ?
N3 C13 C12 . . 123.95(19) ?
C15 C14 N2 . . 110.6(2) ?
N3 C15 C14 . . 106.6(2) ?
C6 N1 C7 . . 122.85(18) ?
C13 N2 C14 . . 104.79(19) ?
C15 N3 C13 . . 106.80(18) ?
C15 N3 C17 . . 124.66(18) ?
C13 N3 C17 . . 128.24(19) ?
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
C1 C2 . 1.381(3) ?
C1 C6 . 1.395(3) ?
C2 C3 . 1.382(3) ?
C3 C4 . 1.375(4) ?
C4 C5 . 1.388(3) ?
C5 C6 . 1.395(3) ?
C6 N1 . 1.391(3) ?
C7 N1 . 1.453(3) ?
C7 C8 . 1.546(3) ?
C7 C11 . 1.561(3) ?
C8 C9 . 1.532(3) ?
C9 C10 . 1.520(3) ?
C10 C16 . 1.516(3) ?
C10 C11 . 1.525(3) ?
C11 C12 . 1.496(3) ?
C12 O1 . 1.219(2) ?
C12 C13 . 1.472(3) ?
C13 N2 . 1.329(3) ?
C13 N3 . 1.360(3) ?
C14 C15 . 1.354(3) ?
C14 N2 . 1.360(3) ?
C15 N3 . 1.350(3) ?
C17 N3 . 1.464(3) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 N2 3_645 0.88 2.67 3.391(3) 140.6 ?
C7 H7 O1 3_655 1.00 2.61 3.521(3) 151.2 ?
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
C6 C1 C2 C3 . . . . -1.0(4) ?
C1 C2 C3 C4 . . . . -1.5(4) ?
C2 C3 C4 C5 . . . . 1.8(3) ?
C3 C4 C5 C6 . . . . 0.3(3) ?
C2 C1 C6 N1 . . . . -178.5(2) ?
C2 C1 C6 C5 . . . . 3.1(3) ?
C4 C5 C6 N1 . . . . 178.9(2) ?
C4 C5 C6 C1 . . . . -2.7(3) ?
N1 C7 C8 C9 . . . . 106.7(2) ?
C11 C7 C8 C9 . . . . -14.6(2) ?
C7 C8 C9 C10 . . . . -11.5(3) ?
C8 C9 C10 C16 . . . . 157.9(2) ?
C8 C9 C10 C11 . . . . 33.5(2) ?
C16 C10 C11 C12 . . . . 68.5(3) ?
C9 C10 C11 C12 . . . . -167.02(18) ?
C16 C10 C11 C7 . . . . -167.4(2) ?
C9 C10 C11 C7 . . . . -43.0(2) ?
N1 C7 C11 C12 . . . . 41.3(2) ?
C8 C7 C11 C12 . . . . 161.04(18) ?
N1 C7 C11 C10 . . . . -84.2(2) ?
C8 C7 C11 C10 . . . . 35.5(2) ?
C10 C11 C12 O1 . . . . 20.5(3) ?
C7 C11 C12 O1 . . . . -98.7(2) ?
C10 C11 C12 C13 . . . . -162.29(19) ?
C7 C11 C12 C13 . . . . 78.5(2) ?
O1 C12 C13 N2 . . . . -173.0(2) ?
C11 C12 C13 N2 . . . . 9.8(3) ?
O1 C12 C13 N3 . . . . 11.9(3) ?
C11 C12 C13 N3 . . . . -165.32(19) ?
N2 C14 C15 N3 . . . . -1.1(3) ?
C1 C6 N1 C7 . . . . 155.3(2) ?
C5 C6 N1 C7 . . . . -26.3(3) ?
C8 C7 N1 C6 . . . . 162.42(18) ?
C11 C7 N1 C6 . . . . -82.9(2) ?
N3 C13 N2 C14 . . . . 0.3(2) ?
C12 C13 N2 C14 . . . . -175.3(2) ?
C15 C14 N2 C13 . . . . 0.5(3) ?
C14 C15 N3 C13 . . . . 1.2(2) ?
C14 C15 N3 C17 . . . . 175.3(2) ?
N2 C13 N3 C15 . . . . -1.0(2) ?
C12 C13 N3 C15 . . . . 174.7(2) ?
N2 C13 N3 C17 . . . . -174.8(2) ?
C12 C13 N3 C17 . . . . 0.9(3) ?
