#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:02:07 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180488 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/57/7215707.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_7215707
loop_
_publ_author_name
'Cheng, Nongyi'
'Yan, Qifan'
'Liu, Shuai'
'Zhao, Dahui'
_publ_section_title
;
 Probing the intermolecular interactions of aromatic amides containing
 N-heterocycles and triptycene
;
_journal_issue                   20
_journal_name_full               CrystEngComm
_journal_page_first              4265
_journal_paper_doi               10.1039/c4ce00089g
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C18 H14 N4 O2'
_chemical_formula_sum            'C18 H14 N4 O2'
_chemical_formula_weight         318.33
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 93.73(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.6482(11)
_cell_length_b                   15.050(3)
_cell_length_c                   8.6769(17)
_cell_measurement_reflns_used    2484
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.4581
_cell_measurement_theta_min      1.3530
_cell_volume                     736.0(3)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics
;
 Mercury: visualization and analysis of crystal structures, C. F. Macrae,
 P. R. Edgington, P. McCabe, E. Pidcock, G. P. Shields, R. Taylor,
 M. Towler and J. van de Streek, J. Appl. Cryst., 39, 453-457, 2006.
;
_computing_publication_material  'SHELX-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELX-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELX-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Saturn724+ CCD'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_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  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5270
_diffrn_reflns_theta_full        27.42
_diffrn_reflns_theta_max         27.42
_diffrn_reflns_theta_min         2.71
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6100
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             332
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.156
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1659
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.191
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0614
_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)+(0.0362P)²+0.3989P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1283
_refine_ls_wR_factor_ref         0.1313
_reflns_number_gt                1556
_reflns_number_total             1659
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ce00089g2.cif
_cod_data_source_block           a
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7215707
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.0982(2) 0.05966(10) 0.84865(15) 0.0362(4) Uani 1 1 d .
N1 N 0.4885(3) 0.07416(11) 0.79770(17) 0.0299(4) Uani 1 1 d .
H1 H 0.6264 0.0933 0.8376 0.036 Uiso 1 1 calc R
N2 N 0.5625(3) 0.17482(11) 1.05612(19) 0.0329(4) Uani 1 1 d .
C1 C 0.3556(3) 0.13143(12) 1.0372(2) 0.0268(4) Uani 1 1 d .
C2 C 0.1875(3) 0.13024(13) 1.1461(2) 0.0314(4) Uani 1 1 d .
H2 H 0.0439 0.0979 1.1282 0.038 Uiso 1 1 calc R
C3 C 0.2336(4) 0.17733(14) 1.2821(2) 0.0342(5) Uani 1 1 d .
H3 H 0.1229 0.1771 1.3600 0.041 Uiso 1 1 calc R
C4 C 0.4419(4) 0.22448(14) 1.3025(2) 0.0354(5) Uani 1 1 d .
H4 H 0.4764 0.2585 1.3935 0.043 Uiso 1 1 calc R
C5 C 0.6004(4) 0.22111(15) 1.1870(2) 0.0380(5) Uani 1 1 d .
H5 H 0.7443 0.2536 1.2018 0.046 Uiso 1 1 calc R
C6 C 0.3014(3) 0.08407(12) 0.8860(2) 0.0267(4) Uani 1 1 d .
C7 C 0.4870(3) 0.03629(12) 0.6479(2) 0.0282(4) Uani 1 1 d .
C8 C 0.3019(3) -0.01539(13) 0.5835(2) 0.0320(4) Uani 1 1 d .
H8 H 0.1659 -0.0261 0.6397 0.038 Uiso 1 1 calc R
C9 C 0.6840(3) 0.05122(13) 0.5627(2) 0.0312(4) Uani 1 1 d .
H9 H 0.8110 0.0866 0.6057 0.037 Uiso 1 1 calc R
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 0.0343(8) 0.0450(9) 0.0298(7) -0.0085(6) 0.0049(6) -0.0067(6)
N1 0.0299(8) 0.0359(9) 0.0241(8) -0.0059(7) 0.0030(6) -0.0017(7)
N2 0.0339(9) 0.0363(9) 0.0287(8) -0.0059(7) 0.0051(7) -0.0026(7)
C1 0.0318(9) 0.0246(9) 0.0240(9) 0.0012(7) 0.0020(7) 0.0013(7)
C2 0.0344(10) 0.0325(10) 0.0276(10) -0.0013(8) 0.0056(8) -0.0054(8)
C3 0.0377(11) 0.0388(11) 0.0270(10) -0.0026(8) 0.0096(8) 0.0000(9)
C4 0.0409(11) 0.0386(11) 0.0267(10) -0.0102(8) 0.0021(8) -0.0014(9)
C5 0.0355(11) 0.0423(12) 0.0365(11) -0.0114(9) 0.0052(8) -0.0069(9)
C6 0.0331(9) 0.0247(9) 0.0225(9) 0.0010(7) 0.0030(7) -0.0010(7)
C7 0.0322(10) 0.0287(9) 0.0239(9) -0.0019(7) 0.0020(7) 0.0028(8)
C8 0.0311(9) 0.0367(10) 0.0286(9) -0.0046(8) 0.0062(7) -0.0023(8)
C9 0.0291(9) 0.0361(10) 0.0285(9) -0.0055(8) 0.0027(7) -0.0022(8)
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
C6 N1 C7 127.21(16) .
C6 N1 H1 116.4 .
C7 N1 H1 116.4 .
C5 N2 C1 116.63(17) .
N2 C1 C2 123.70(17) .
N2 C1 C6 117.63(16) .
C2 C1 C6 118.63(16) .
C1 C2 C3 118.40(18) .
C1 C2 H2 120.8 .
C3 C2 H2 120.8 .
C4 C3 C2 119.03(18) .
C4 C3 H3 120.5 .
C2 C3 H3 120.5 .
C3 C4 C5 118.33(18) .
C3 C4 H4 120.8 .
C5 C4 H4 120.8 .
N2 C5 C4 123.87(19) .
N2 C5 H5 118.1 .
C4 C5 H5 118.1 .
O1 C6 N1 124.64(17) .
O1 C6 C1 120.30(17) .
N1 C6 C1 115.03(16) .
C8 C7 C9 118.84(17) .
C8 C7 N1 123.52(17) .
C9 C7 N1 117.64(17) .
C9 C8 C7 119.94(18) 3_656
C9 C8 H8 120.0 3_656
C7 C8 H8 120.0 .
C8 C9 C7 121.22(18) 3_656
C8 C9 H9 119.4 3_656
C7 C9 H9 119.4 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C6 1.229(2) .
N1 C6 1.353(2) .
N1 C7 1.419(2) .
N1 H1 0.8800 .
N2 C5 1.338(2) .
N2 C1 1.339(2) .
C1 C2 1.383(3) .
C1 C6 1.507(2) .
C2 C3 1.386(3) .
C2 H2 0.9500 .
C3 C4 1.376(3) .
C3 H3 0.9500 .
C4 C5 1.387(3) .
C4 H4 0.9500 .
C5 H5 0.9500 .
C7 C8 1.391(3) .
C7 C9 1.393(3) .
C8 C9 1.386(3) 3_656
C8 H8 0.9500 .
C9 C8 1.386(3) 3_656
C9 H9 0.9500 .
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
_geom_torsion_site_symmetry_4
C5 N2 C1 C2 -2.0(3) .
C5 N2 C1 C6 175.84(17) .
N2 C1 C2 C3 0.8(3) .
C6 C1 C2 C3 -177.06(17) .
C1 C2 C3 C4 1.1(3) .
C2 C3 C4 C5 -1.5(3) .
C1 N2 C5 C4 1.5(3) .
C3 C4 C5 N2 0.2(3) .
C7 N1 C6 O1 1.2(3) .
C7 N1 C6 C1 -176.78(16) .
N2 C1 C6 O1 -164.45(17) .
C2 C1 C6 O1 13.5(3) .
N2 C1 C6 N1 13.6(2) .
C2 C1 C6 N1 -168.41(17) .
C6 N1 C7 C8 -15.7(3) .
C6 N1 C7 C9 165.11(18) .
C9 C7 C8 C9 0.2(3) 3_656
N1 C7 C8 C9 -178.92(18) 3_656
C8 C7 C9 C8 -0.2(3) 3_656
N1 C7 C9 C8 178.97(17) 3_656
