#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:37:24 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179589 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/54/4505409.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_4505409
loop_
_publ_author_name
'Alshahateet, Solhe F.'
'Bishop, Roger'
'Craig, Donald C.'
'Scudder, Marcia L.'
_publ_section_title
;
 Role of Double C−H···N Weak Hydrogen Bonding
 Motifs inN-Heteroaromatic Inclusion Chemistry
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              837
_journal_paper_doi               10.1021/cg049927r
_journal_volume                  4
_journal_year                    2004
_chemical_formula_moiety         'C23 H18 N2'
_chemical_formula_sum            'C23 H18 N2'
_chemical_formula_weight         322.4
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_type_scat_source
'International Tables for X-ray Crystallography, Vol. IV'
_audit_creation_method           'RAELSPUB and manual entry'
_cell_angle_alpha                90
_cell_angle_beta                 92.47(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.182(7)
_cell_length_b                   5.675(2)
_cell_length_c                   12.504(4)
_cell_measurement_reflns_used    10
_cell_measurement_temperature    294
_cell_measurement_theta_max      11
_cell_measurement_theta_min      10
_cell_volume                     1643.5(9)
_computing_cell_refinement       'CAD4 Version 5.0, 1989'
_computing_data_collection       'CAD4 Version 5.0, 1989'
_computing_data_reduction        'Local program'
_computing_molecular_graphics    'ORTEP-II, (Johnson, 1976)'
_computing_publication_material  'Local programs'
_computing_structure_refinement  'RAELS, (Rae, 1989)'
_computing_structure_solution    'SIR92 (Altomare et al, 1994)'
_diffrn_measurement_device_type  'Nonius CAD-4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1523
_diffrn_reflns_theta_max         25
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  30min
_diffrn_standards_number         1
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.30
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680.0
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.15
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.42
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     115
_refine_ls_number_reflns         1018
_refine_ls_R_factor_gt           0.036
_refine_ls_shift/su_max          0.003
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F) + 0.0004F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.055
_reflns_number_gt                1018
_reflns_number_total             1445
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cg049927rsi20040518_065318.cif
_cod_data_source_block           DRB224_parent
_cod_original_cell_volume        1643(1)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4505409
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 x,-y,1/2+z
3 -x,-y,-z
4 -x,y,1/2-z
5 1/2+x,1/2+y,z
6 1/2+x,1/2-y,1/2+z
7 1/2-x,1/2-y,-z
8 1/2-x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_type_symbol
_atom_site_occupancy
N1 0.39915(5) 0.48145(26) 0.34339(10) 0.0503(4) Uani N 1.0
C1 0.52255(7) 0.88974(29) 0.34092(12) 0.0539(5) Uani C 1.0
C2 0.47028(7) 0.77543(32) 0.38950(12) 0.0561(5) Uani C 1.0
C3 0.43310(6) 0.64632(26) 0.30715(11) 0.0440(4) Uani C 1.0
C4 0.43614(6) 0.70324(26) 0.19680(11) 0.0426(4) Uani C 1.0
C5 0.5000 1.0463(4) 0.2500 0.0665(7) Uani C 1.0
C6 0.36559(6) 0.35574(27) 0.27127(12) 0.0481(4) Uani C 1.0
C7 0.33193(8) 0.16874(35) 0.30912(17) 0.0683(6) Uani C 1.0
C8 0.29982(8) 0.03446(35) 0.23933(22) 0.0800(6) Uani C 1.0
C9 0.29907(8) 0.07952(38) 0.12921(21) 0.0813(7) Uani C 1.0
C10 0.33086(8) 0.25848(36) 0.09006(15) 0.0679(6) Uani C 1.0
C11 0.36546(6) 0.39998(27) 0.16037(12) 0.0482(4) Uani C 1.0
C12 0.40166(6) 0.57981(29) 0.12565(11) 0.0484(4) Uani C 1.0
HC1 0.5430 0.9897 0.3965 0.054 Uani H 1.0
H1C2 0.4466 0.9009 0.4227 0.056 Uani H 1.0
H2C2 0.4840 0.6611 0.4459 0.056 Uani H 1.0
H1C5 0.5319 1.1481 0.2248 0.067 Uani H 0.5
H2C5 0.4681 1.1481 0.2752 0.067 Uani H 0.5
HC7 0.3317 0.1351 0.3876 0.068 Uani H 1.0
HC8 0.2764 -0.0985 0.2669 0.080 Uani H 1.0
HC9 0.2750 -0.0207 0.0790 0.081 Uani H 1.0
HC10 0.3298 0.2902 0.0113 0.068 Uani H 1.0
HC12 0.4022 0.6181 0.0476 0.048 Uani H 1.0
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N1 C6 118.4(1) 1_555 1_555 1_555 no
C2 C1 C4 110.5(1) 1_555 1_555 4_655 no
C2 C1 C5 107.1(1) 1_555 1_555 1_555 no
C4 C1 C5 112.2(1) 4_655 1_555 1_555 no
C1 C2 C3 112.1(1) 1_555 1_555 1_555 no
N1 C3 C2 116.4(1) 1_555 1_555 1_555 no
N1 C3 C4 123.4(1) 1_555 1_555 1_555 no
C2 C3 C4 120.2(1) 1_555 1_555 1_555 no
C1 C4 C3 121.3(1) 4_655 1_555 1_555 no
C1 C4 C12 121.1(1) 4_655 1_555 1_555 no
C3 C4 C12 117.7(1) 1_555 1_555 1_555 no
C1 C5 C1 108.3(2) 1_555 1_555 4_655 no
N1 C6 C7 118.6(2) 1_555 1_555 1_555 no
N1 C6 C11 122.2(1) 1_555 1_555 1_555 no
C7 C6 C11 119.1(2) 1_555 1_555 1_555 no
C6 C7 C8 120.2(2) 1_555 1_555 1_555 no
C7 C8 C9 120.9(2) 1_555 1_555 1_555 no
C8 C9 C10 120.5(2) 1_555 1_555 1_555 no
C9 C10 C11 120.2(2) 1_555 1_555 1_555 no
C6 C11 C10 119.2(2) 1_555 1_555 1_555 no
C6 C11 C12 117.3(1) 1_555 1_555 1_555 no
C10 C11 C12 123.5(2) 1_555 1_555 1_555 no
C4 C12 C11 120.9(1) 1_555 1_555 1_555 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C3 1.316(2) 1_555 1_555 no
N1 C6 1.366(2) 1_555 1_555 no
C1 C2 1.524(2) 1_555 1_555 no
C1 C4 1.516(2) 1_555 4_655 no
C1 C5 1.518(2) 1_555 1_555 no
C2 C3 1.505(2) 1_555 1_555 no
C3 C4 1.422(2) 1_555 1_555 no
C4 C1 1.516(2) 1_555 4_655 no
C4 C12 1.364(2) 1_555 1_555 no
C5 C1 1.518(2) 1_555 4_655 no
C6 C7 1.411(2) 1_555 1_555 no
C6 C11 1.409(2) 1_555 1_555 no
C7 C8 1.357(3) 1_555 1_555 no
C8 C9 1.400(3) 1_555 1_555 no
C9 C10 1.358(3) 1_555 1_555 no
C10 C11 1.414(2) 1_555 1_555 no
C11 C12 1.402(2) 1_555 1_555 no
