#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/46/2224652.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2224652
loop_
_publ_author_name
'Llovera, Ligia'
'González, Teresa'
'Anzenbacher, Jr, Pavel'
'López, Simón E.'
_publ_section_title
;
 8-Methoxy-4-(4-methoxyphenyl)quinoline
;
_journal_coeditor_code           HB5272
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o113
_journal_paper_doi               10.1107/S1600536809052623
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C17 H15 N O2'
_chemical_formula_moiety         'C17 H15 N O2'
_chemical_formula_sum            'C17 H15 N O2'
_chemical_formula_weight         265.30
_chemical_name_systematic
;
8-Methoxy-4-(4-methoxyphenyl)quinoline
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 101.556(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.362(2)
_cell_length_b                   10.355(2)
_cell_length_c                   14.276(4)
_cell_measurement_reflns_used    8153
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      55.7928
_cell_measurement_theta_min      4.4406
_cell_volume                     1355.9(5)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC, 2005))'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2005)'
_computing_molecular_graphics
;
SHELXLTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999)
;
_computing_publication_material
;
SHELXLTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
_computing_structure_refinement  'SHELXLTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXLTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.845
_diffrn_measurement_device       'Rigaku Mercury (2x2 bin mode)'
_diffrn_measurement_device_type  'Rigaku AFC-7S Mercury'
_diffrn_measurement_method       'ω '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0333
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15093
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.07
_diffrn_reflns_theta_min         56.14
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Jacobson, 1998)'
_exptl_crystal_colour            'Light brown'
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.143
_refine_diff_density_min         -0.229
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2785
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0572
_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)+(0.0538P)²+0.3325P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1446
_reflns_number_gt                1868
_reflns_number_total             2785
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5272.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Multi-scan' changed
to 'multi-scan' 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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 'Multi-scan'
changed to 'multi-scan' 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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2224652
_cod_database_fobs_code          2224652
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_type_symbol
_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.42442(15) 0.09277(15) 0.26653(10) 0.0576(4) Uani d . 1 . .
O O2 -0.41766(17) 0.34353(16) 0.58150(11) 0.0644(5) Uani d . 1 . .
N N1 0.22017(18) 0.27365(17) 0.23541(12) 0.0507(5) Uani d . 1 . .
C C1 0.1179(2) 0.3624(2) 0.22134(16) 0.0554(6) Uani d . 1 . .
H H1A 0.1163 0.4196 0.1709 0.066 Uiso calc R 1 . .
C C2 0.0111(2) 0.3774(2) 0.27655(15) 0.0522(5) Uani d . 1 . .
H H2A -0.0583 0.4424 0.2618 0.063 Uiso calc R 1 . .
C C3 0.0082(2) 0.29631(19) 0.35232(14) 0.0427(5) Uani d . 1 . .
C C4 0.1152(2) 0.19600(18) 0.36953(13) 0.0397(5) Uani d . 1 . .
C C5 0.1192(2) 0.10133(19) 0.44199(14) 0.0456(5) Uani d . 1 . .
H H5A 0.0515 0.1042 0.4815 0.055 Uiso calc R 1 . .
C C6 0.2215(2) 0.0066(2) 0.45375(15) 0.0493(5) Uani d . 1 . .
H H6A 0.2217 -0.0556 0.5007 0.059 Uiso calc R 1 . .
C C7 0.3275(2) 0.0006(2) 0.39636(15) 0.0495(5) Uani d . 1 . .
H H7A 0.3978 -0.0641 0.4066 0.059 Uiso calc R 1 . .
C C8 0.3271(2) 0.08987(19) 0.32555(14) 0.0441(5) Uani d . 1 . .
C C9 0.2189(2) 0.18964(19) 0.30946(13) 0.0414(5) Uani d . 1 . .
C C10 -0.1047(2) 0.31030(19) 0.41186(14) 0.0447(5) Uani d . 1 . .
C C11 -0.2518(2) 0.2989(2) 0.37074(15) 0.0504(5) Uani d . 1 . .
H H11A -0.2788 0.2841 0.3053 0.060 Uiso calc R 1 . .
C C12 -0.3598(2) 0.3091(2) 0.42425(15) 0.0512(5) Uani d . 1 . .
H H12A -0.4574 0.3001 0.3950 0.061 Uiso calc R 1 . .
C C13 -0.3213(2) 0.33263(19) 0.52103(16) 0.0491(5) Uani d . 1 . .
C C14 -0.1750(2) 0.3464(2) 0.56353(16) 0.0554(6) Uani d . 1 . .
H H14A -0.1487 0.3634 0.6287 0.066 Uiso calc R 1 . .
C C15 -0.0685(2) 0.3350(2) 0.50986(15) 0.0524(5) Uani d . 1 . .
H H15A 0.0289 0.3440 0.5394 0.063 Uiso calc R 1 . .
C C16 0.5389(2) -0.0015(2) 0.28179(17) 0.0632(7) Uani d . 1 . .
H H16A 0.5999 0.0110 0.2359 0.095 Uiso calc R 1 . .
H H16B 0.4973 -0.0865 0.2745 0.095 Uiso calc R 1 . .
H H16C 0.5962 0.0080 0.3452 0.095 Uiso calc R 1 . .
C C17 -0.5693(2) 0.3254(2) 0.54239(18) 0.0653(7) Uani d . 1 . .
H H17A -0.6242 0.3361 0.5919 0.098 Uiso calc R 1 . .
H H17B -0.5847 0.2401 0.5161 0.098 Uiso calc R 1 . .
H H17C -0.6007 0.3879 0.4929 0.098 Uiso calc R 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 O1 C16 . . 117.66(17) ?
C13 O2 C17 . . 118.02(17) ?
C1 N1 C9 . . 116.31(17) ?
N1 C1 C2 . . 124.90(19) ?
N1 C1 H1A . . 117.5 ?
C2 C1 H1A . . 117.5 ?
C3 C2 C1 . . 120.3(2) ?
C3 C2 H2A . . 119.9 ?
C1 C2 H2A . . 119.9 ?
C2 C3 C4 . . 117.12(18) ?
C2 C3 C10 . . 121.17(18) ?
C4 C3 C10 . . 121.69(17) ?
C9 C4 C5 . . 119.13(17) ?
C9 C4 C3 . . 118.05(17) ?
C5 C4 C3 . . 122.80(18) ?
C6 C5 C4 . . 120.22(19) ?
C6 C5 H5A . . 119.9 ?
C4 C5 H5A . . 119.9 ?
C5 C6 C7 . . 121.45(19) ?
C5 C6 H6A . . 119.3 ?
C7 C6 H6A . . 119.3 ?
C8 C7 C6 . . 120.08(19) ?
C8 C7 H7A . . 120.0 ?
C6 C7 H7A . . 120.0 ?
O1 C8 C7 . . 124.69(18) ?
O1 C8 C9 . . 115.14(17) ?
C7 C8 C9 . . 120.16(18) ?
N1 C9 C4 . . 123.31(18) ?
N1 C9 C8 . . 117.77(17) ?
C4 C9 C8 . . 118.92(17) ?
C11 C10 C15 . . 117.36(19) ?
C11 C10 C3 . . 120.48(18) ?
C15 C10 C3 . . 122.16(18) ?
C12 C11 C10 . . 122.1(2) ?
C12 C11 H11A . . 119.0 ?
C10 C11 H11A . . 119.0 ?
C13 C12 C11 . . 119.5(2) ?
C13 C12 H12A . . 120.3 ?
C11 C12 H12A . . 120.3 ?
O2 C13 C12 . . 124.90(19) ?
O2 C13 C14 . . 115.56(19) ?
C12 C13 C14 . . 119.5(2) ?
C15 C14 C13 . . 120.5(2) ?
C15 C14 H14A . . 119.7 ?
C13 C14 H14A . . 119.7 ?
C14 C15 C10 . . 121.0(2) ?
C14 C15 H15A . . 119.5 ?
C10 C15 H15A . . 119.5 ?
O1 C16 H16A . . 109.5 ?
O1 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
O1 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
O2 C17 H17A . . 109.5 ?
O2 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
O2 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C8 . 1.360(2) ?
O1 C16 . 1.434(3) ?
O2 C13 . 1.373(2) ?
O2 C17 . 1.429(3) ?
N1 C1 . 1.313(3) ?
N1 C9 . 1.371(2) ?
C1 C2 . 1.401(3) ?
C1 H1A . 0.9300 ?
C2 C3 . 1.374(3) ?
C2 H2A . 0.9300 ?
C3 C4 . 1.430(3) ?
C3 C10 . 1.490(3) ?
C4 C9 . 1.419(3) ?
C4 C5 . 1.420(3) ?
C5 C6 . 1.358(3) ?
C5 H5A . 0.9300 ?
C6 C7 . 1.409(3) ?
C6 H6A . 0.9300 ?
C7 C8 . 1.369(3) ?
C7 H7A . 0.9300 ?
C8 C9 . 1.433(3) ?
C10 C11 . 1.390(3) ?
C10 C15 . 1.396(3) ?
C11 C12 . 1.388(3) ?
C11 H11A . 0.9300 ?
C12 C13 . 1.378(3) ?
C12 H12A . 0.9300 ?
C13 C14 . 1.390(3) ?
C14 C15 . 1.379(3) ?
C14 H14A . 0.9300 ?
C15 H15A . 0.9300 ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
C17 H17A . 0.9600 ?
C17 H17B . 0.9600 ?
C17 H17C . 0.9600 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C17 H17A O1 4_466 0.96 2.55 3.322(3) 137
C2 H2A Cg2 2_555 0.93 2.81 3.622(2) 146
C6 H6A Cg3 3_556 0.93 2.80 3.592(2) 144
C17 H17B Cg2 1_455 0.96 2.78 3.580(3) 142
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24744093
