#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/88/2218863.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_2218863
loop_
_publ_author_name
'Fun, Hoong-Kun'
'Jebas, Samuel Robinson'
_publ_section_title
;
 4-(Dimethylamino)phenyl phenyl ketone
;
_journal_coeditor_code           AT2585
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1466
_journal_paper_doi               10.1107/S1600536808020953
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C15 H15 N O'
_chemical_formula_moiety         'C15 H15 N O'
_chemical_formula_sum            'C15 H15 N O'
_chemical_formula_weight         225.28
_chemical_name_common            4-(Dimethylamino)benzophenone
_chemical_name_systematic
;
4-(Dimethylamino)phenyl phenyl ketone
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 111.7170(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.0575(3)
_cell_length_b                   7.7456(2)
_cell_length_c                   12.4931(3)
_cell_measurement_reflns_used    8685
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      38.66
_cell_measurement_theta_min      3.12
_cell_volume                     1173.85(5)
_computing_cell_refinement       'APEX2 (Bruker, 2005)'
_computing_data_collection       'APEX2 (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2003)
;
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0280
_diffrn_reflns_av_sigmaI/netI    0.0278
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22302
_diffrn_reflns_theta_full        35.00
_diffrn_reflns_theta_max         35.00
_diffrn_reflns_theta_min         3.12
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.9773
_exptl_absorpt_correction_T_min  0.9387
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2005)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.421
_refine_diff_density_min         -0.246
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         5156
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0467
_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)+(0.0744P)²+0.1876P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1383
_reflns_number_gt                4138
_reflns_number_total             5156
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2585.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2218863
_cod_database_fobs_code          2218863
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
O O1 0.26958(5) 0.42158(10) 0.20400(5) 0.02533(15) Uani d . 1
N N1 -0.10640(5) 0.34279(10) 0.40740(6) 0.01934(14) Uani d . 1
C C1 0.43352(6) 0.31796(11) 0.49440(7) 0.01861(15) Uani d . 1
H H1 0.3933 0.3765 0.5308 0.022 Uiso calc R 1
C C2 0.53797(7) 0.25436(12) 0.55889(7) 0.02153(16) Uani d . 1
H H2 0.5677 0.2714 0.6382 0.026 Uiso calc R 1
C C3 0.59761(7) 0.16567(12) 0.50493(8) 0.02318(17) Uani d . 1
H H3 0.6668 0.1215 0.5484 0.028 Uiso calc R 1
C C4 0.55457(7) 0.14235(12) 0.38612(8) 0.02373(17) Uani d . 1
H H4 0.5948 0.0833 0.3500 0.028 Uiso calc R 1
C C5 0.45115(7) 0.20786(11) 0.32186(7) 0.02078(16) Uani d . 1
H H5 0.4228 0.1942 0.2423 0.025 Uiso calc R 1
C C6 0.38907(6) 0.29412(10) 0.37532(7) 0.01685(14) Uani d . 1
C C7 0.27935(6) 0.36465(10) 0.29960(7) 0.01733(14) Uani d . 1
C C8 0.18415(6) 0.36068(10) 0.33575(6) 0.01575(14) Uani d . 1
C C9 0.08856(6) 0.44970(10) 0.26790(7) 0.01806(15) Uani d . 1
H H9 0.0897 0.5141 0.2055 0.022 Uiso calc R 1
C C10 -0.00688(6) 0.44473(11) 0.29074(7) 0.01847(15) Uani d . 1
H H10 -0.0687 0.5052 0.2436 0.022 Uiso calc R 1
C C11 -0.01199(6) 0.34866(10) 0.38509(6) 0.01540(14) Uani d . 1
C C12 0.08462(6) 0.25969(10) 0.45427(6) 0.01625(14) Uani d . 1
H H12 0.0843 0.1963 0.5174 0.019 Uiso calc R 1
C C13 0.17938(6) 0.26547(10) 0.42967(6) 0.01610(14) Uani d . 1
H H13 0.2414 0.2051 0.4763 0.019 Uiso calc R 1
C C14 -0.11461(7) 0.24089(12) 0.50120(7) 0.02242(16) Uani d . 1
H H14A -0.0465 0.2479 0.5664 0.034 Uiso calc R 1
H H14B -0.1292 0.1227 0.4773 0.034 Uiso calc R 1
H H14C -0.1735 0.2846 0.5220 0.034 Uiso calc R 1
C C15 -0.20773(7) 0.41652(14) 0.32699(8) 0.02666(19) Uani d . 1
H H15A -0.1986 0.5387 0.3213 0.040 Uiso calc R 1
H H15B -0.2666 0.3950 0.3538 0.040 Uiso calc R 1
H H15C -0.2250 0.3646 0.2526 0.040 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
C11 N1 C14 121.81(7)
C11 N1 C15 120.55(7)
C14 N1 C15 116.94(7)
C2 C1 C6 120.15(8)
C2 C1 H1 119.9
C6 C1 H1 119.9
C3 C2 C1 120.02(8)
C3 C2 H2 120.0
C1 C2 H2 120.0
C2 C3 C4 120.36(8)
C2 C3 H3 119.8
C4 C3 H3 119.8
C5 C4 C3 119.52(8)
C5 C4 H4 120.2
C3 C4 H4 120.2
C4 C5 C6 120.76(8)
C4 C5 H5 119.6
C6 C5 H5 119.6
C1 C6 C5 119.17(7)
C1 C6 C7 123.28(7)
C5 C6 C7 117.47(7)
O1 C7 C8 120.51(7)
O1 C7 C6 118.26(7)
C8 C7 C6 121.18(7)
C9 C8 C13 117.23(7)
C9 C8 C7 117.90(7)
C13 C8 C7 124.76(7)
C10 C9 C8 122.12(7)
C10 C9 H9 118.9
C8 C9 H9 118.9
C9 C10 C11 120.77(7)
C9 C10 H10 119.6
C11 C10 H10 119.6
N1 C11 C10 120.86(7)
N1 C11 C12 121.89(7)
C10 C11 C12 117.25(7)
C13 C12 C11 121.14(7)
C13 C12 H12 119.4
C11 C12 H12 119.4
C12 C13 C8 121.49(7)
C12 C13 H13 119.3
C8 C13 H13 119.3
N1 C14 H14A 109.5
N1 C14 H14B 109.5
H14A C14 H14B 109.5
N1 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
N1 C15 H15A 109.5
N1 C15 H15B 109.5
H15A C15 H15B 109.5
N1 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C7 1.2346(10)
N1 C11 1.3615(10)
N1 C14 1.4494(11)
N1 C15 1.4499(11)
C1 C2 1.3924(11)
C1 C6 1.3947(11)
C1 H1 0.9300
C2 C3 1.3862(12)
C2 H2 0.9300
C3 C4 1.3907(13)
C3 H3 0.9300
C4 C5 1.3868(12)
C4 H4 0.9300
C5 C6 1.3965(11)
C5 H5 0.9300
C6 C7 1.4976(11)
C7 C8 1.4716(11)
C8 C9 1.4031(10)
C8 C13 1.4066(11)
C9 C10 1.3781(11)
C9 H9 0.9300
C10 C11 1.4163(11)
C10 H10 0.9300
C11 C12 1.4165(10)
C12 C13 1.3816(11)
C12 H12 0.9300
C13 H13 0.9300
C14 H14A 0.9600
C14 H14B 0.9600
C14 H14C 0.9600
C15 H15A 0.9600
C15 H15B 0.9600
C15 H15C 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
C4 H4 O1 2_645 0.93 2.46 3.3730(12) 168
C10 H10 Cg2 2_555 0.93 2.98 3.6452(9) 130
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
C6 C1 C2 C3 -0.63(13)
C1 C2 C3 C4 1.18(13)
C2 C3 C4 C5 -0.29(14)
C3 C4 C5 C6 -1.15(13)
C2 C1 C6 C5 -0.79(12)
C2 C1 C6 C7 -177.50(7)
C4 C5 C6 C1 1.69(12)
C4 C5 C6 C7 178.59(8)
C1 C6 C7 O1 141.72(9)
C5 C6 C7 O1 -35.04(11)
C1 C6 C7 C8 -40.56(11)
C5 C6 C7 C8 142.68(8)
O1 C7 C8 C9 -10.84(12)
C6 C7 C8 C9 171.49(7)
O1 C7 C8 C13 165.13(8)
C6 C7 C8 C13 -12.54(12)
C13 C8 C9 C10 -0.33(12)
C7 C8 C9 C10 175.94(7)
C8 C9 C10 C11 0.20(12)
C14 N1 C11 C10 177.99(7)
C15 N1 C11 C10 7.82(12)
C14 N1 C11 C12 -1.90(12)
C15 N1 C11 C12 -172.07(8)
C9 C10 C11 N1 -179.62(7)
C9 C10 C11 C12 0.27(11)
N1 C11 C12 C13 179.28(7)
C10 C11 C12 C13 -0.61(11)
C11 C12 C13 C8 0.49(12)
C9 C8 C13 C12 -0.02(11)
C7 C8 C13 C12 -176.00(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 10284
