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#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/77/7107797.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_7107797
loop_
_publ_author_name
Gaosheng
Yang
'Yang Gaosheng'
'Chongrong Luo'
'Xiaolong Mu'
'Tingting Wang'
'Xin-Yuan Liu'
_publ_section_title
;
 Highly efficient enantioselective three-component synthesis of
 2-amino-4H-chromenes catalysed by chiral tertiary amine-thioureas
;
_journal_name_full               Chem.Commun.
_journal_page_first              5880
_journal_paper_doi               10.1039/c2cc30731f
_journal_volume                  48
_journal_year                    2012
_chemical_formula_sum            'C10 H6 N2 O'
_chemical_formula_weight         170.17
_chemical_name_systematic
;
2-Imino-2H-chromene-3-carbonitrile
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.842(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.833(4)
_cell_length_b                   9.268(3)
_cell_length_c                   7.280(2)
_cell_measurement_temperature    293(2)
_cell_volume                     794.2(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0190
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            5907
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.9839
_exptl_absorpt_correction_T_min  0.9811
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             352
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.396
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         1562
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1062P)²+0.1573P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1600
_refine_ls_wR_factor_ref         0.1717
_reflns_number_gt                1262
_reflns_number_total             1562
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc30731f.txt
_cod_data_source_block           110419a
_cod_original_sg_symbol_H-M      'P2(1)/c '
_cod_database_code               7107797
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.87138(10) 0.51709(15) 0.10058(18) 0.0556(4) Uani 1 1 d .
C7 C 0.65653(14) 0.5708(2) -0.0735(2) 0.0491(5) Uani 1 1 d .
H7 H 0.5848 0.5883 -0.1342 0.059 Uiso 1 1 calc R
N2 N 0.83688(14) 0.28329(16) 0.0967(3) 0.0617(5) Uani 1 1 d U
H2A H 0.8957 0.2883 0.1456 0.093 Uiso 1 1 calc R
C5 C 0.83643(15) 0.6580(2) 0.0691(2) 0.0475(5) Uani 1 1 d .
C1 C 0.69704(18) 0.8337(2) -0.0431(3) 0.0571(5) Uani 1 1 d .
H1 H 0.6254 0.8572 -0.0996 0.069 Uiso 1 1 calc R
C10 C 0.62307(16) 0.3117(2) -0.1006(3) 0.0567(5) Uani 1 1 d .
C6 C 0.72825(15) 0.6888(2) -0.0163(2) 0.0477(5) Uani 1 1 d .
C8 C 0.69121(15) 0.4338(2) -0.0408(2) 0.0487(5) Uani 1 1 d .
C9 C 0.80263(15) 0.4023(2) 0.0560(3) 0.0530(5) Uani 1 1 d U
C2 C 0.7728(2) 0.9412(2) 0.0144(3) 0.0647(6) Uani 1 1 d .
H2 H 0.7521 1.0373 -0.0036 0.078 Uiso 1 1 calc R
C3 C 0.87871(19) 0.9071(2) 0.0983(3) 0.0648(6) Uani 1 1 d .
H3 H 0.9287 0.9810 0.1369 0.078 Uiso 1 1 calc R
C4 C 0.91272(17) 0.7655(2) 0.1266(3) 0.0585(5) Uani 1 1 d .
H4 H 0.9848 0.7434 0.1827 0.070 Uiso 1 1 calc R
N1 N 0.56830(17) 0.2154(2) -0.1507(3) 0.0783(6) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0414(7) 0.0565(8) 0.0660(8) -0.0032(6) -0.0087(5) 0.0025(6)
C7 0.0414(9) 0.0557(11) 0.0484(9) 0.0032(7) -0.0038(7) 0.0009(8)
N2 0.0485(9) 0.0436(9) 0.0870(12) -0.0009(7) -0.0226(8) 0.0089(7)
C5 0.0459(9) 0.0506(10) 0.0458(9) -0.0022(7) 0.0033(7) -0.0028(7)
C1 0.0618(11) 0.0535(11) 0.0557(11) 0.0043(8) 0.0038(8) 0.0035(9)
C10 0.0505(10) 0.0580(11) 0.0595(11) -0.0016(8) -0.0050(8) -0.0028(9)
C6 0.0470(9) 0.0511(10) 0.0444(9) 0.0018(7) 0.0025(7) 0.0001(8)
C8 0.0442(9) 0.0511(10) 0.0493(9) 0.0003(7) -0.0023(7) -0.0008(7)
C9 0.0475(10) 0.0522(10) 0.0574(10) -0.0047(8) -0.0046(8) 0.0007(8)
C2 0.0853(15) 0.0483(11) 0.0616(12) -0.0001(8) 0.0124(10) -0.0051(10)
C3 0.0737(14) 0.0605(13) 0.0613(11) -0.0094(9) 0.0112(10) -0.0211(10)
C4 0.0502(10) 0.0675(12) 0.0569(10) -0.0057(9) 0.0012(8) -0.0104(9)
N1 0.0714(12) 0.0708(13) 0.0883(14) -0.0098(10) -0.0133(10) -0.0163(9)
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
C9 O1 C5 122.59(14)
C8 C7 C6 120.75(16)
C8 C7 H7 119.6
C6 C7 H7 119.6
C9 N2 H2A 109.5
C4 C5 O1 117.15(16)
C4 C5 C6 122.00(18)
O1 C5 C6 120.85(16)
C2 C1 C6 119.80(19)
C2 C1 H1 120.1
C6 C1 H1 120.1
N1 C10 C8 179.0(2)
C5 C6 C1 118.36(18)
C5 C6 C7 117.87(16)
C1 C6 C7 123.77(17)
C7 C8 C10 122.63(16)
C7 C8 C9 121.14(17)
C10 C8 C9 116.22(16)
N2 C9 O1 118.77(16)
N2 C9 C8 124.59(17)
O1 C9 C8 116.64(16)
C3 C2 C1 120.4(2)
C3 C2 H2 119.8
C1 C2 H2 119.8
C2 C3 C4 121.56(19)
C2 C3 H3 119.2
C4 C3 H3 119.2
C5 C4 C3 117.93(19)
C5 C4 H4 121.0
C3 C4 H4 121.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C9 1.358(2)
O1 C5 1.382(2)
C7 C8 1.348(3)
C7 C6 1.420(3)
C7 H7 0.9300
N2 C9 1.202(2)
N2 H2A 0.7500
C5 C4 1.381(3)
C5 C6 1.394(3)
C1 C2 1.376(3)
C1 C6 1.402(3)
C1 H1 0.9300
C10 N1 1.140(3)
C10 C8 1.432(3)
C8 C9 1.460(3)
C2 C3 1.374(3)
C2 H2 0.9300
C3 C4 1.381(3)
C3 H3 0.9300
C4 H4 0.9300
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 668091
