#------------------------------------------------------------------------------
#$Date: 2025-08-22 12:33:34 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301861 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/10/7151071.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_7151071
loop_
_publ_author_name
'Yan, Chao-Guo'
'Cai, Xi-Mei'
'Wang, Qi-Fang'
'Wang, Ting-Yu'
'Zheng, Ming'
_publ_section_title
;
 Microwave-assisted four-component, one-pot condensation reaction: an
 efficient synthesis of annulated pyridines.
;
_journal_issue                   6
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              945
_journal_page_last               951
_journal_paper_doi               10.1039/b617256c
_journal_volume                  5
_journal_year                    2007
_chemical_formula_sum            'C30 H27 N'
_chemical_formula_weight         401.53
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                81.470(2)
_cell_angle_beta                 89.328(2)
_cell_angle_gamma                69.720(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0240(17)
_cell_length_b                   10.7729(18)
_cell_length_c                   11.1615(19)
_cell_measurement_reflns_used    1588
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      23.860
_cell_measurement_theta_min      2.398
_cell_volume                     1117.1(3)
_computing_cell_refinement       SAINT
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_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  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5834
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.9946
_exptl_absorpt_correction_T_min  0.9785
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.181
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3867
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0761
_refine_ls_R_factor_gt           0.0487
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0689P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1207
_refine_ls_wR_factor_ref         0.1358
_reflns_number_gt                2628
_reflns_number_total             3867
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b617256c.txt
_cod_data_source_block           4f
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7151071
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.08434(19) -0.08736(17) 0.18092(15) 0.0397(4) Uani 1 1 d . . .
C2 C -0.0139(2) 0.01859(18) 0.22779(16) 0.0439(5) Uani 1 1 d . . .
H2 H -0.0731 0.0017 0.2879 0.053 Uiso 1 1 calc R . .
C3 C -0.02404(19) 0.14955(18) 0.18526(16) 0.0403(4) Uani 1 1 d . . .
C4 C 0.06889(19) 0.17143(17) 0.09704(16) 0.0394(4) Uani 1 1 d . . .
C5 C 0.16761(19) 0.05919(17) 0.05608(15) 0.0381(4) Uani 1 1 d . . .
C6 C 0.27200(19) 0.07441(17) -0.03464(16) 0.0397(4) Uani 1 1 d . . .
C7 C 0.3036(2) 0.20387(18) -0.04991(17) 0.0462(5) Uani 1 1 d . . .
H7A H 0.2745 0.2506 -0.1317 0.055 Uiso 1 1 calc R . .
H7B H 0.4056 0.1822 -0.0400 0.055 Uiso 1 1 calc R . .
C8 C 0.2294(2) 0.29683(18) 0.03931(18) 0.0493(5) Uani 1 1 d . . .
H8A H 0.2781 0.2630 0.1183 0.059 Uiso 1 1 calc R . .
H8B H 0.2343 0.3850 0.0126 0.059 Uiso 1 1 calc R . .
C9 C 0.0749(2) 0.30797(17) 0.04972(17) 0.0464(5) Uani 1 1 d . . .
H9A H 0.0286 0.3703 0.1046 0.056 Uiso 1 1 calc R . .
H9B H 0.0255 0.3412 -0.0291 0.056 Uiso 1 1 calc R . .
C10 C 0.32974(19) -0.02442(18) -0.10114(16) 0.0410(5) Uani 1 1 d . . .
H10 H 0.2985 -0.0965 -0.0821 0.049 Uiso 1 1 calc R . .
C11 C 0.43166(19) -0.04047(18) -0.19721(15) 0.0407(4) Uani 1 1 d . . .
C12 C 0.4490(2) -0.14467(18) -0.26360(17) 0.0484(5) Uani 1 1 d . . .
H12 H 0.3946 -0.1990 -0.2456 0.058 Uiso 1 1 calc R . .
C13 C 0.5445(2) -0.16997(19) -0.35539(17) 0.0530(5) Uani 1 1 d . . .
H13 H 0.5518 -0.2399 -0.3979 0.064 Uiso 1 1 calc R . .
C14 C 0.6293(2) -0.0932(2) -0.38500(17) 0.0490(5) Uani 1 1 d . . .
C15 C 0.6139(2) 0.0093(2) -0.31936(17) 0.0514(5) Uani 1 1 d . . .
H15 H 0.6699 0.0623 -0.3370 0.062 Uiso 1 1 calc R . .
C16 C 0.5184(2) 0.03592(19) -0.22842(17) 0.0473(5) Uani 1 1 d . . .
H16 H 0.5115 0.1064 -0.1868 0.057 Uiso 1 1 calc R . .
C17 C 0.7346(2) -0.1215(2) -0.48352(18) 0.0648(6) Uani 1 1 d . . .
H17A H 0.7742 -0.0516 -0.4983 0.097 Uiso 1 1 calc R . .
H17B H 0.6873 -0.1253 -0.5564 0.097 Uiso 1 1 calc R . .
H17C H 0.8095 -0.2057 -0.4586 0.097 Uiso 1 1 calc R . .
C18 C 0.0978(2) -0.22920(18) 0.22310(15) 0.0426(5) Uani 1 1 d . . .
C19 C 0.2214(2) -0.33221(19) 0.20258(18) 0.0537(5) Uani 1 1 d . . .
H19 H 0.2952 -0.3116 0.1635 0.064 Uiso 1 1 calc R . .
C20 C 0.2362(3) -0.4640(2) 0.2393(2) 0.0658(6) Uani 1 1 d . . .
H20 H 0.3194 -0.5316 0.2245 0.079 Uiso 1 1 calc R . .
C21 C 0.1283(3) -0.4964(2) 0.2978(2) 0.0688(7) Uani 1 1 d . . .
H21 H 0.1389 -0.5857 0.3231 0.083 Uiso 1 1 calc R . .
C22 C 0.0051(3) -0.3965(2) 0.3185(2) 0.0651(6) Uani 1 1 d . . .
H22 H -0.0684 -0.4180 0.3574 0.078 Uiso 1 1 calc R . .
C23 C -0.0101(2) -0.2637(2) 0.28146(17) 0.0541(5) Uani 1 1 d . . .
H23 H -0.0938 -0.1965 0.2960 0.065 Uiso 1 1 calc R . .
C24 C -0.13120(19) 0.26155(18) 0.23604(17) 0.0424(5) Uani 1 1 d . . .
C25 C -0.2296(2) 0.36810(19) 0.16196(18) 0.0495(5) Uani 1 1 d . . .
H25 H -0.2305 0.3692 0.0785 0.059 Uiso 1 1 calc R . .
C26 C -0.3262(2) 0.47269(19) 0.2105(2) 0.0535(5) Uani 1 1 d . . .
H26 H -0.3921 0.5422 0.1591 0.064 Uiso 1 1 calc R . .
C27 C -0.3270(2) 0.4761(2) 0.3334(2) 0.0531(5) Uani 1 1 d . . .
C28 C -0.2315(2) 0.3688(2) 0.4078(2) 0.0594(6) Uani 1 1 d . . .
H28 H -0.2316 0.3678 0.4913 0.071 Uiso 1 1 calc R . .
C29 C -0.1356(2) 0.2627(2) 0.36035(18) 0.0533(5) Uani 1 1 d . . .
H29 H -0.0731 0.1912 0.4125 0.064 Uiso 1 1 calc R . .
C30 C -0.4246(3) 0.5953(2) 0.3850(2) 0.0807(8) Uani 1 1 d . . .
H30A H -0.4182 0.5758 0.4719 0.121 Uiso 1 1 calc R . .
H30B H -0.5208 0.6144 0.3568 0.121 Uiso 1 1 calc R . .
H30C H -0.3969 0.6716 0.3591 0.121 Uiso 1 1 calc R . .
N1 N 0.17371(16) -0.06686(14) 0.09711(13) 0.0408(4) Uani 1 1 d . . .
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'
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
N1 C1 C2 121.34(16) . . ?
N1 C1 C18 116.58(16) . . ?
C2 C1 C18 122.06(17) . . ?
C3 C2 C1 120.32(17) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 118.47(16) . . ?
C2 C3 C24 119.33(16) . . ?
C4 C3 C24 122.20(16) . . ?
C3 C4 C5 117.98(15) . . ?
C3 C4 C9 123.45(16) . . ?
C5 C4 C9 118.45(16) . . ?
N1 C5 C4 122.48(16) . . ?
N1 C5 C6 116.53(15) . . ?
C4 C5 C6 120.99(15) . . ?
C10 C6 C5 118.61(16) . . ?
C10 C6 C7 123.90(16) . . ?
C5 C6 C7 117.45(15) . . ?
C6 C7 C8 113.67(15) . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7B 108.8 . . ?
C8 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C9 C8 C7 111.27(16) . . ?
C9 C8 H8A 109.4 . . ?
C7 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C4 C9 C8 108.86(15) . . ?
C4 C9 H9A 109.9 . . ?
C8 C9 H9A 109.9 . . ?
C4 C9 H9B 109.9 . . ?
C8 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
C6 C10 C11 132.61(17) . . ?
C6 C10 H10 113.7 . . ?
C11 C10 H10 113.7 . . ?
C12 C11 C16 115.58(17) . . ?
C12 C11 C10 117.65(17) . . ?
C16 C11 C10 126.74(17) . . ?
C13 C12 C11 122.31(18) . . ?
C13 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
C14 C13 C12 121.23(19) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C15 C14 C13 116.97(18) . . ?
C15 C14 C17 121.61(19) . . ?
C13 C14 C17 121.41(19) . . ?
C14 C15 C16 122.23(19) . . ?
C14 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C15 C16 C11 121.66(18) . . ?
C15 C16 H16 119.2 . . ?
C11 C16 H16 119.2 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C23 C18 C19 117.93(18) . . ?
C23 C18 C1 122.34(18) . . ?
C19 C18 C1 119.73(18) . . ?
C20 C19 C18 121.0(2) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C20 C21 120.3(2) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C22 C21 C20 119.7(2) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 120.1(2) . . ?
C21 C22 H22 120.0 . . ?
C23 C22 H22 120.0 . . ?
C22 C23 C18 121.0(2) . . ?
C22 C23 H23 119.5 . . ?
C18 C23 H23 119.5 . . ?
C25 C24 C29 117.55(18) . . ?
C25 C24 C3 121.74(17) . . ?
C29 C24 C3 120.71(17) . . ?
C26 C25 C24 120.93(19) . . ?
C26 C25 H25 119.5 . . ?
C24 C25 H25 119.5 . . ?
C27 C26 C25 121.4(2) . . ?
C27 C26 H26 119.3 . . ?
C25 C26 H26 119.3 . . ?
C26 C27 C28 117.86(19) . . ?
C26 C27 C30 121.2(2) . . ?
C28 C27 C30 120.9(2) . . ?
C27 C28 C29 121.2(2) . . ?
C27 C28 H28 119.4 . . ?
C29 C28 H28 119.4 . . ?
C28 C29 C24 121.0(2) . . ?
C28 C29 H29 119.5 . . ?
C24 C29 H29 119.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C1 N1 C5 119.39(15) . . ?
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 N1 1.335(2) . ?
C1 C2 1.390(2) . ?
C1 C18 1.490(2) . ?
C2 C3 1.389(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.398(2) . ?
C3 C24 1.490(2) . ?
C4 C5 1.405(2) . ?
C4 C9 1.509(2) . ?
C5 N1 1.348(2) . ?
C5 C6 1.481(2) . ?
C6 C10 1.348(2) . ?
C6 C7 1.520(2) . ?
C7 C8 1.520(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.516(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.460(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.396(3) . ?
C11 C16 1.399(3) . ?
C12 C13 1.385(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.384(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.378(3) . ?
C14 C17 1.505(3) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C23 1.386(3) . ?
C18 C19 1.391(3) . ?
C19 C20 1.374(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.377(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.373(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.384(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.388(3) . ?
C24 C29 1.390(3) . ?
C25 C26 1.384(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.377(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.382(3) . ?
C27 C30 1.508(3) . ?
C28 C29 1.384(3) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 17227006
2 PubChem 16067431
