#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/12/7151211.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_7151211
loop_
_publ_author_name
'Heaney, Frances'
'Lawless, Elaine'
'Mahon, Mary'
'McArdle, Patrick'
'Cunningham, Desmond'
_publ_section_title
;
 1,3-Dipolar character of 2-vinyl quinazoline 3-oxides; first and
 second generation cycloaddition products.
;
_journal_issue                   12
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              2408
_journal_page_last               2416
_journal_paper_doi               10.1039/b602423h
_journal_volume                  4
_journal_year                    2006
_chemical_formula_sum            'C19 H15 N O3'
_chemical_formula_weight         305.32
_chemical_name_systematic
;
?
;
_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                82.95(2)
_cell_angle_beta                 81.14(2)
_cell_angle_gamma                88.01(2)
_cell_formula_units_Z            4
_cell_length_a                   7.4430(10)
_cell_length_b                   10.892(2)
_cell_length_c                   19.212(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18
_cell_measurement_theta_min      12
_cell_volume                     1527.1(4)
_computing_cell_refinement       'XDS (W.Kabsch, 2000)'
_computing_data_collection       'Marresearch MarControl software'
_computing_data_reduction        'XDS (W.Kabsch, 2000)'
_computing_molecular_graphics    'ORTEX (P.McArdle, 1995)'
_computing_publication_material  'SHELXL-97/2 (Sheldrick,1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Marresearch image plate'
_diffrn_measurement_method       '180 mm image plate'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0109
_diffrn_reflns_av_sigmaI/netI    0.0574
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7081
_diffrn_reflns_theta_full        25.98
_diffrn_reflns_theta_max         25.98
_diffrn_reflns_theta_min         2.06
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         5982
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0410
_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)+(0.0781P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1190
_refine_ls_wR_factor_ref         0.1417
_reflns_number_gt                3370
_reflns_number_total             5982
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b602423h.txt
_cod_data_source_block           fhx
_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.

'_exptl_absorpt_correction_type' value 'None' changed to
'none' 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               7151211
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
O1 O 0.0812(3) 0.70287(19) 0.19176(10) 0.0769(6) Uani 1 1 d . . .
O2 O 0.2374(2) 0.67929(15) 0.08570(9) 0.0573(5) Uani 1 1 d . . .
O3 O 0.6212(2) 0.29857(15) 0.32405(8) 0.0536(4) Uani 1 1 d . . .
N1 N 0.4854(2) 0.45725(16) 0.26351(9) 0.0368(4) Uani 1 1 d . . .
C1 C 0.3340(3) 0.53022(19) 0.25242(11) 0.0391(5) Uani 1 1 d . . .
H1 H 0.2384 0.5460 0.2877 0.051 Uiso 1 1 calc R . .
C2 C 0.3444(3) 0.57510(19) 0.18360(11) 0.0389(5) Uani 1 1 d . . .
C3 C 0.5137(3) 0.53028(18) 0.14676(11) 0.0378(5) Uani 1 1 d . . .
C4 C 0.5994(3) 0.5468(2) 0.07678(12) 0.0472(6) Uani 1 1 d . . .
H4 H 0.5443 0.5942 0.0421 0.061 Uiso 1 1 calc R . .
C5 C 0.7665(4) 0.4919(2) 0.05976(13) 0.0551(7) Uani 1 1 d . . .
H5 H 0.8245 0.5018 0.0130 0.072 Uiso 1 1 calc R . .
C6 C 0.8503(4) 0.4217(2) 0.11164(13) 0.0559(7) Uani 1 1 d . . .
H6 H 0.9641 0.3862 0.0988 0.073 Uiso 1 1 calc R . .
C7 C 0.7692(3) 0.4033(2) 0.18150(12) 0.0467(6) Uani 1 1 d . . .
H7 H 0.8260 0.3567 0.2160 0.061 Uiso 1 1 calc R . .
C8 C 0.5996(3) 0.45729(19) 0.19802(11) 0.0366(5) Uani 1 1 d . . .
C9 C 0.5112(3) 0.3832(2) 0.32684(11) 0.0377(5) Uani 1 1 d . . .
C10 C 0.4044(3) 0.4156(2) 0.39254(11) 0.0398(5) Uani 1 1 d . . .
H10 H 0.3226 0.4821 0.3912 0.052 Uiso 1 1 calc R . .
C11 C 0.4235(3) 0.3511(2) 0.45370(11) 0.0394(5) Uani 1 1 d . . .
H11 H 0.5045 0.2843 0.4513 0.051 Uiso 1 1 calc R . .
C12 C 0.3344(3) 0.3706(2) 0.52454(11) 0.0375(5) Uani 1 1 d . . .
C13 C 0.2138(3) 0.4683(2) 0.53705(12) 0.0422(5) Uani 1 1 d . . .
H13 H 0.1867 0.5239 0.4992 0.055 Uiso 1 1 calc R . .
C14 C 0.1339(3) 0.4832(2) 0.60511(13) 0.0507(6) Uani 1 1 d . . .
H14 H 0.0532 0.5490 0.6129 0.066 Uiso 1 1 calc R . .
C15 C 0.1722(3) 0.4022(3) 0.66140(13) 0.0545(7) Uani 1 1 d . . .
H15 H 0.1181 0.4130 0.7072 0.071 Uiso 1 1 calc R . .
C16 C 0.2906(4) 0.3050(3) 0.65001(13) 0.0604(7) Uani 1 1 d . . .
H16 H 0.3165 0.2495 0.6881 0.079 Uiso 1 1 calc R . .
C17 C 0.3713(3) 0.2894(2) 0.58198(12) 0.0502(6) Uani 1 1 d . . .
H17 H 0.4516 0.2234 0.5746 0.065 Uiso 1 1 calc R . .
C18 C 0.2053(3) 0.6574(2) 0.15571(13) 0.0470(6) Uani 1 1 d . . .
C19 C 0.1116(4) 0.7626(3) 0.05270(16) 0.0762(9) Uani 1 1 d . . .
H19A H -0.0087 0.7295 0.0642 0.107 Uiso 1 1 calc R . .
H19B H 0.1473 0.7720 0.0022 0.107 Uiso 1 1 calc R . .
H19C H 0.1124 0.8418 0.0698 0.107 Uiso 1 1 calc R . .
O4 O -0.2137(2) -0.01895(17) 0.08278(9) 0.0600(5) Uani 1 1 d . . .
O5 O -0.3723(2) -0.05986(16) 0.19120(9) 0.0573(5) Uani 1 1 d . . .
O6 O 0.1325(2) 0.27270(15) 0.32371(8) 0.0502(4) Uani 1 1 d . . .
N2 N 0.0087(2) 0.14401(15) 0.26110(8) 0.0353(4) Uani 1 1 d . . .
C20 C -0.1347(3) 0.07635(19) 0.24794(11) 0.0372(5) Uani 1 1 d . . .
H20 H -0.2340 0.0502 0.2815 0.048 Uiso 1 1 calc R . .
C21 C -0.1092(3) 0.05412(19) 0.17951(11) 0.0375(5) Uani 1 1 d . . .
C22 C 0.0609(3) 0.10812(19) 0.14584(11) 0.0361(5) Uani 1 1 d . . .
C23 C 0.1581(3) 0.1115(2) 0.07749(11) 0.0437(6) Uani 1 1 d . . .
H23 H 0.1127 0.0751 0.0426 0.057 Uiso 1 1 calc R . .
C24 C 0.3232(4) 0.1702(2) 0.06303(13) 0.0542(7) Uani 1 1 d . . .
H24 H 0.3893 0.1742 0.0176 0.070 Uiso 1 1 calc R . .
C25 C 0.3922(4) 0.2235(2) 0.11521(13) 0.0569(7) Uani 1 1 d . . .
H25 H 0.5047 0.2614 0.1040 0.074 Uiso 1 1 calc R . .
C26 C 0.2993(3) 0.2218(2) 0.18282(12) 0.0479(6) Uani 1 1 d . . .
H26 H 0.3464 0.2577 0.2175 0.062 Uiso 1 1 calc R . .
C27 C 0.1319(3) 0.16414(19) 0.19725(11) 0.0360(5) Uani 1 1 d . . .
C28 C 0.0249(3) 0.19146(19) 0.32473(11) 0.0358(5) Uani 1 1 d . . .
C29 C -0.0875(3) 0.1360(2) 0.38950(11) 0.0371(5) Uani 1 1 d . . .
H29 H -0.1721 0.0764 0.3871 0.048 Uiso 1 1 calc R . .
C30 C -0.0686(3) 0.1708(2) 0.45135(11) 0.0375(5) Uani 1 1 d . . .
H30 H 0.0140 0.2335 0.4501 0.049 Uiso 1 1 calc R . .
C31 C -0.1610(3) 0.12318(19) 0.52139(11) 0.0361(5) Uani 1 1 d . . .
C32 C -0.1237(3) 0.1744(2) 0.58051(12) 0.0459(6) Uani 1 1 d . . .
H32 H -0.0418 0.2389 0.5743 0.060 Uiso 1 1 calc R . .
C33 C -0.2055(4) 0.1314(2) 0.64783(12) 0.0549(7) Uani 1 1 d . . .
H33 H -0.1791 0.1669 0.6866 0.071 Uiso 1 1 calc R . .
C34 C -0.3265(3) 0.0358(2) 0.65781(12) 0.0517(6) Uani 1 1 d . . .
H34 H -0.3821 0.0067 0.7033 0.067 Uiso 1 1 calc R . .
C35 C -0.3649(3) -0.0167(2) 0.60019(12) 0.0478(6) Uani 1 1 d . . .
H35 H -0.4463 -0.0814 0.6069 0.062 Uiso 1 1 calc R . .
C36 C -0.2835(3) 0.0263(2) 0.53279(12) 0.0411(5) Uani 1 1 d . . .
H36 H -0.3105 -0.0099 0.4943 0.053 Uiso 1 1 calc R . .
C37 C -0.2325(3) -0.0107(2) 0.14484(12) 0.0412(5) Uani 1 1 d . . .
C38 C -0.5011(4) -0.1250(3) 0.16070(16) 0.0776(9) Uani 1 1 d . . .
H38A H -0.5557 -0.0686 0.1273 0.109 Uiso 1 1 calc R . .
H38B H -0.5939 -0.1592 0.1976 0.109 Uiso 1 1 calc R . .
H38C H -0.4393 -0.1905 0.1369 0.109 Uiso 1 1 calc R . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C18 O2 C19 116.4(2) . . ?
C1 N1 C8 107.90(17) . . ?
C1 N1 C9 126.36(18) . . ?
C8 N1 C9 125.29(18) . . ?
C2 C1 N1 110.46(19) . . ?
C1 C2 C3 107.58(19) . . ?
C1 C2 C18 123.1(2) . . ?
C3 C2 C18 129.3(2) . . ?
C4 C3 C8 119.3(2) . . ?
C4 C3 C2 134.1(2) . . ?
C8 C3 C2 106.63(18) . . ?
C5 C4 C3 118.9(2) . . ?
C4 C5 C6 120.8(2) . . ?
C7 C6 C5 121.8(2) . . ?
C6 C7 C8 117.0(2) . . ?
C7 C8 N1 130.4(2) . . ?
C7 C8 C3 122.1(2) . . ?
N1 C8 C3 107.42(18) . . ?
O3 C9 N1 118.90(19) . . ?
O3 C9 C10 123.9(2) . . ?
N1 C9 C10 117.15(19) . . ?
C11 C10 C9 120.3(2) . . ?
C10 C11 C12 128.5(2) . . ?
C17 C12 C13 118.3(2) . . ?
C17 C12 C11 119.1(2) . . ?
C13 C12 C11 122.6(2) . . ?
C14 C13 C12 120.4(2) . . ?
C15 C14 C13 120.5(2) . . ?
C14 C15 C16 119.8(2) . . ?
C15 C16 C17 119.9(2) . . ?
C16 C17 C12 121.0(2) . . ?
O1 C18 O2 123.8(2) . . ?
O1 C18 C2 124.4(2) . . ?
O2 C18 C2 111.7(2) . . ?
C37 O5 C38 115.10(19) . . ?
C20 N2 C28 126.88(17) . . ?
C20 N2 C27 107.56(16) . . ?
C28 N2 C27 125.44(17) . . ?
C21 C20 N2 110.21(19) . . ?
C20 C21 C22 107.68(18) . . ?
C20 C21 C37 126.6(2) . . ?
C22 C21 C37 125.67(19) . . ?
C23 C22 C27 119.7(2) . . ?
C23 C22 C21 133.3(2) . . ?
C27 C22 C21 107.01(18) . . ?
C24 C23 C22 118.3(2) . . ?
C23 C24 C25 121.0(2) . . ?
C26 C25 C24 121.9(2) . . ?
C25 C26 C27 117.2(2) . . ?
C26 C27 C22 121.9(2) . . ?
C26 C27 N2 130.49(19) . . ?
C22 C27 N2 107.52(18) . . ?
O6 C28 N2 119.16(19) . . ?
O6 C28 C29 123.54(19) . . ?
N2 C28 C29 117.27(19) . . ?
C30 C29 C28 119.8(2) . . ?
C29 C30 C31 128.0(2) . . ?
C36 C31 C32 117.7(2) . . ?
C36 C31 C30 123.19(19) . . ?
C32 C31 C30 119.1(2) . . ?
C33 C32 C31 121.2(2) . . ?
C32 C33 C34 120.0(2) . . ?
C33 C34 C35 119.8(2) . . ?
C36 C35 C34 120.3(2) . . ?
C35 C36 C31 120.9(2) . . ?
O4 C37 O5 123.4(2) . . ?
O4 C37 C21 124.8(2) . . ?
O5 C37 C21 111.86(18) . . ?
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 C18 1.198(3) . ?
O2 C18 1.323(3) . ?
O2 C19 1.444(3) . ?
O3 C9 1.213(2) . ?
N1 C1 1.385(3) . ?
N1 C8 1.406(3) . ?
N1 C9 1.410(3) . ?
C1 C2 1.344(3) . ?
C2 C3 1.447(3) . ?
C2 C18 1.467(3) . ?
C3 C4 1.390(3) . ?
C3 C8 1.406(3) . ?
C4 C5 1.372(3) . ?
C5 C6 1.392(4) . ?
C6 C7 1.378(3) . ?
C7 C8 1.382(3) . ?
C9 C10 1.460(3) . ?
C10 C11 1.318(3) . ?
C11 C12 1.456(3) . ?
C12 C17 1.383(3) . ?
C12 C13 1.387(3) . ?
C13 C14 1.377(3) . ?
C14 C15 1.369(4) . ?
C15 C16 1.370(4) . ?
C16 C17 1.379(3) . ?
O4 C37 1.193(3) . ?
O5 C37 1.341(3) . ?
O5 C38 1.445(3) . ?
O6 C28 1.210(2) . ?
N2 C20 1.389(3) . ?
N2 C28 1.408(3) . ?
N2 C27 1.413(3) . ?
C20 C21 1.350(3) . ?
C21 C22 1.440(3) . ?
C21 C37 1.460(3) . ?
C22 C23 1.395(3) . ?
C22 C27 1.399(3) . ?
C23 C24 1.379(3) . ?
C24 C25 1.388(3) . ?
C25 C26 1.373(3) . ?
C26 C27 1.388(3) . ?
C28 C29 1.464(3) . ?
C29 C30 1.320(3) . ?
C30 C31 1.457(3) . ?
C31 C36 1.393(3) . ?
C31 C32 1.394(3) . ?
C32 C33 1.375(3) . ?
C33 C34 1.377(4) . ?
C34 C35 1.378(3) . ?
C35 C36 1.376(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4662864
