#------------------------------------------------------------------------------
#$Date: 2016-11-08 22:19:23 +0200 (Tue, 08 Nov 2016) $
#$Revision: 188300 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/52/7155255.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_7155255
loop_
_publ_author_name
'Janni, Manojkumar'
'Arora, Sahil'
'Peruncheralathan, S.'
_publ_section_title
;
 Double heteroannulation of S,N-acetals: a facile access to quinolone
 derivatives.
;
_journal_issue                   37
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              8781
_journal_page_last               8788
_journal_paper_doi               10.1039/c6ob01568a
_journal_volume                  14
_journal_year                    2016
_chemical_formula_sum            'C21 H13 N O2'
_chemical_formula_weight         311.32
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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
_audit_update_record
;
2016-07-11 deposited with the CCDC.
2016-08-19 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 99.154(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   5.2728(2)
_cell_length_b                   25.3300(7)
_cell_length_c                   11.4784(4)
_cell_measurement_reflns_used    3346
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.1
_cell_measurement_theta_min      1.6
_cell_volume                     1513.53(9)
_computing_cell_refinement       'SMART, SAINT'
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_molecular_graphics    'Diamond (Brandenburg, 1999)'
_computing_publication_material  'SHELXTLCIF-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_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  0.0378
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19781
_diffrn_reflns_theta_full        27.12
_diffrn_reflns_theta_max         27.12
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6902
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS Bruker, 2007)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       0.027(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3346
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0434
_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)+(0.0851P)²+0.0310P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1240
_refine_ls_wR_factor_ref         0.1494
_reflns_number_gt                2275
_reflns_number_total             3346
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ob01568a2.cif
_cod_data_source_block           8a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7155254--7155255.cif.

 Adding full bibliography for 7155254--7155255.cif.
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7155255
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
C1 C -0.3043(4) 0.51079(6) 0.25323(15) 0.0652(5) Uani 1 1 d .
H1 H -0.2336 0.5428 0.2817 0.078 Uiso 1 1 calc R
C2 C -0.5173(3) 0.41285(6) 0.16820(15) 0.0592(4) Uani 1 1 d .
H2 H -0.5890 0.3809 0.1398 0.071 Uiso 1 1 calc R
C3 C -0.6343(4) 0.46034(7) 0.13252(17) 0.0691(5) Uani 1 1 d .
H3 H -0.7871 0.4601 0.0794 0.083 Uiso 1 1 calc R
C4 C -0.5288(4) 0.50826(7) 0.17425(18) 0.0726(5) Uani 1 1 d .
H4 H -0.6122 0.5394 0.1481 0.087 Uiso 1 1 calc R
C5 C -0.0395(3) 0.15819(6) 0.46265(17) 0.0641(5) Uani 1 1 d .
H5 H -0.1374 0.1395 0.5093 0.077 Uiso 1 1 calc R
C6 C 0.2537(3) 0.15918(6) 0.32605(15) 0.0578(4) Uani 1 1 d .
H6 H 0.3562 0.1410 0.2806 0.069 Uiso 1 1 calc R
C7 C -0.1898(3) 0.46335(6) 0.28777(14) 0.0524(4) Uani 1 1 d .
C8 C 0.6675(3) 0.38422(7) 0.59719(15) 0.0603(4) Uani 1 1 d .
H8 H 0.8002 0.4032 0.6414 0.072 Uiso 1 1 calc R
C9 C 0.6601(3) 0.32964(7) 0.60609(14) 0.0579(4) Uani 1 1 d .
H9 H 0.7862 0.3123 0.6581 0.069 Uiso 1 1 calc R
C10 C -0.0442(3) 0.21273(6) 0.46248(16) 0.0587(4) Uani 1 1 d .
H10 H -0.1424 0.2309 0.5099 0.070 Uiso 1 1 calc R
C11 C 0.1090(3) 0.13153(6) 0.39422(14) 0.0568(4) Uani 1 1 d .
H11 H 0.1115 0.0948 0.3941 0.068 Uiso 1 1 calc R
C12 C 0.2494(3) 0.21368(6) 0.32399(14) 0.0515(4) Uani 1 1 d .
H12 H 0.3479 0.2323 0.2775 0.062 Uiso 1 1 calc R
C13 C -0.2896(3) 0.41443(6) 0.24765(13) 0.0484(4) Uani 1 1 d .
C14 C 0.0726(3) 0.40425(6) 0.37789(13) 0.0475(4) Uani 1 1 d .
C15 C 0.4790(3) 0.40988(6) 0.52326(14) 0.0560(4) Uani 1 1 d .
H15 H 0.4822 0.4465 0.5183 0.067 Uiso 1 1 calc R
C16 C 0.4687(3) 0.30068(6) 0.53915(13) 0.0508(4) Uani 1 1 d .
H16 H 0.4665 0.2641 0.5464 0.061 Uiso 1 1 calc R
C17 C -0.1135(3) 0.37654(6) 0.30849(12) 0.0456(4) Uani 1 1 d .
C18 C -0.1119(3) 0.31947(6) 0.30805(13) 0.0454(4) Uani 1 1 d .
C19 C 0.0977(2) 0.23997(5) 0.39154(12) 0.0442(4) Uani 1 1 d .
C20 C 0.2789(3) 0.32601(6) 0.46076(12) 0.0440(4) Uani 1 1 d .
C21 C 0.2809(3) 0.38162(6) 0.45484(12) 0.0464(4) Uani 1 1 d .
N1 N 0.0876(2) 0.29711(4) 0.38858(10) 0.0453(3) Uani 1 1 d .
O1 O -0.2670(2) 0.29179(4) 0.24447(10) 0.0593(3) Uani 1 1 d .
O2 O 0.0346(2) 0.45760(4) 0.36818(10) 0.0561(3) 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'
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
C4 C1 C7 116.26(16)
C3 C2 C13 117.89(16)
C2 C3 C4 121.50(18)
C1 C4 C3 121.64(16)
C11 C5 C10 120.20(15)
C11 C6 C12 120.79(14)
C1 C7 O2 124.92(15)
C1 C7 C13 123.76(17)
O2 C7 C13 111.31(13)
C15 C8 C9 119.60(15)
C16 C9 C8 121.06(16)
C19 C10 C5 119.40(14)
C6 C11 C5 119.75(15)
C19 C12 C6 119.02(14)
C2 C13 C7 118.94(14)
C2 C13 C17 136.44(14)
C7 C13 C17 104.60(13)
C17 C14 O2 112.35(13)
C17 C14 C21 124.98(14)
O2 C14 C21 122.65(13)
C8 C15 C21 120.68(15)
C9 C16 C20 120.18(15)
C14 C17 C13 106.90(13)
C14 C17 C18 121.01(13)
C13 C17 C18 132.06(13)
O1 C18 N1 121.31(13)
O1 C18 C17 124.78(13)
N1 C18 C17 113.91(12)
C12 C19 C10 120.81(14)
C12 C19 N1 119.62(12)
C10 C19 N1 119.57(12)
C16 C20 N1 121.08(13)
C16 C20 C21 118.79(13)
N1 C20 C21 120.13(13)
C15 C21 C20 119.61(14)
C15 C21 C14 125.34(14)
C20 C21 C14 115.05(12)
C18 N1 C20 124.77(12)
C18 N1 C19 116.07(11)
C20 N1 C19 119.10(11)
C14 O2 C7 104.84(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C4 1.373(3)
C1 C7 1.375(2)
C2 C3 1.384(2)
C2 C13 1.388(2)
C3 C4 1.388(3)
C5 C11 1.372(2)
C5 C10 1.382(2)
C6 C11 1.369(2)
C6 C12 1.381(2)
C7 O2 1.3874(19)
C7 C13 1.395(2)
C8 C15 1.365(2)
C8 C9 1.387(2)
C9 C16 1.378(2)
C10 C19 1.376(2)
C12 C19 1.3718(19)
C13 C17 1.4370(19)
C14 C17 1.357(2)
C14 O2 1.3680(17)
C14 C21 1.416(2)
C15 C21 1.400(2)
C16 C20 1.391(2)
C17 C18 1.445(2)
C18 O1 1.2259(16)
C18 N1 1.4044(17)
C19 N1 1.4485(17)
C20 N1 1.4052(17)
C20 C21 1.411(2)
