#------------------------------------------------------------------------------
#$Date: 2022-09-28 18:08:17 +0300 (Wed, 28 Sep 2022) $
#$Revision: 278247 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/68/2016893.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_2016893
loop_
_publ_author_name
'Van Meervelt, L.'
_publ_section_title
;
 Structure of 4-(9-phenanthryl)-N,N-dimethylaniline
;
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              593
_journal_page_last               595
_journal_paper_doi               10.1107/S0108270192010059
_journal_volume                  49
_journal_year                    1993
_chemical_formula_sum            'C22 H19 N'
_chemical_formula_weight         297.4
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                67.50(2)
_cell_angle_beta                 79.84(2)
_cell_angle_gamma                86.26(2)
_cell_formula_units_Z            2
_cell_length_a                   8.583(2)
_cell_length_b                   10.076(2)
_cell_length_c                   10.149(2)
_cell_measurement_reflns_used    29
_cell_measurement_temperature    289
_cell_measurement_theta_max      15
_cell_measurement_theta_min      5
_cell_volume                     798.2(3)
_diffrn_measurement_device       'Siemens P4-PC'
_diffrn_measurement_method       θ-2θ
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0096
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            1822
_diffrn_reflns_theta_max         50.45
_diffrn_standards_decay_%        1.5
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.509
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Transparent
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_description       Parallelepiped
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.14
_refine_diff_density_min         -0.13
_refine_ls_goodness_of_fit_obs   0.46
_refine_ls_hydrogen_treatment    refall_except_methyl_H_atoms
_refine_ls_number_parameters     266
_refine_ls_number_reflns         1367
_refine_ls_R_factor_obs          4.0%
_refine_ls_shift/esd_max         0.064
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      unit
_refine_ls_wR_factor_obs         3.5%
_reflns_number_observed          1367
_reflns_number_total             1678
_reflns_observed_criterion       F>4\s(F)
_cod_data_source_file            li1026.cif
_cod_data_source_block           li1026_structure_1_of_1
_cod_database_code               2016893
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
C(1) .6097(4) .0792(3) 1.0969(4) .056(2)
C(2) .7312(4) -.0148(4) 1.0860(4) .064(2)
C(3) .8314(4) -.0584(4) 1.1869(4) .066(2)
C(4) .8109(4) -.0097(3) 1.2982(4) .062(2)
C(5) .6887(3) .0855(3) 1.3131(3) .0470(10)
C(6) .6612(3) .1375(3) 1.4292(3) .0510(10)
C(7) .7629(4) .1016(4) 1.5347(3) .064(2)
C(8) .7335(5) .1514(4) 1.6446(4) .073(2)
C(9) .6045(5) .2402(4) 1.6550(4) .074(2)
C(10) .5051(4) .2769(4) 1.5555(3) .061(2)
C(11) .5324(3) .2269(3) 1.4414(3) .0540(10)
C(12) .4302(4) .2679(3) 1.3348(3) .0550(10)
C(13) .4546(3) .2265(3) 1.2204(3) .0490(10)
C(14) .5850(3) .1316(3) 1.2072(3) .0500(10)
C(15) .3447(3) .2778(3) 1.1111(3) .0470(10)
C(16) .3956(4) .3642(3) .9689(3) .052(2)
C(17) .2942(4) .4156(3) .8685(3) .054(2)
C(18) .1326(3) .3791(3) .9084(3) .0490(10)
C(19) .0805(4) .2946(3) 1.0520(3) .053(2)
C(20) .1840(4) .2455(3) 1.1504(4) .0530(10)
N(1) .0318(3) .4249(3) .8072(3) .0620(10)
C(21) .0814(5) .5286(5) .6659(4) .091(2)
C(22) -.1350(4) .3883(4) .8532(4) .071(2)
H(1) .541(3) .107(3) 1.030(3) .056(9)
H(2) .746(3) -.051(3) 1.005(3) .074(10)
H(3) .918(3) -.128(3) 1.192(3) .053(8)
H(4) .879(3) -.054(3) 1.381(3) .059(8)
H(7) .861(4) .031(3) 1.524(3) .088(11)
H(8) .808(4) .124(4) 1.719(4) .103(12)
H(9) .576(4) .275(3) 1.739(3) .082(10)
H(10) .405(4) .338(3) 1.553(3) .073(10)
H(12) .342(3) .330(2) 1.353(2) .027(6)
H(16) .502(3) .392(3) .936(3) .052(8)
H(17) .335(3) .480(3) .771(3) .049(8)
H(19) -.026(3) .267(3) 1.084(3) .059(9)
H(20) .141(3) .188(3) 1.249(3) .045(8)
H(21A) -.0033 .5474 .6108 .105(12)
H(21B) .1710 .4918 .6191 .130(18)
H(21C) .1107 .6160 .6722 .18(3)
H(22A) -.1890 .4274 .7714 .099(12)
H(22B) -.1795 .4276 .9241 .108(15)
H(22C) -.1470 .2857 .8946 .089(12)
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C(2) C(1) C(14) 121.9(3) yes
C(2) C(3) C(4) 120.6(3) yes
C(4) C(5) C(6) 123.5(3) yes
C(6) C(5) C(14) 118.8(3) yes
C(5) C(6) C(11) 120.5(3) yes
C(6) C(7) C(8) 121.0(3) yes
C(8) C(9) C(10) 119.8(4) yes
C(6) C(11) C(10) 120.4(3) yes
C(10) C(11) C(12) 120.8(3) yes
C(12) C(13) C(14) 119.3(3) yes
C(14) C(13) C(15) 121.1(3) yes
C(1) C(14) C(13) 121.5(3) yes
C(13) C(15) C(16) 122.1(3) yes
C(16) C(15) C(20) 116.5(3) yes
C(16) C(17) C(18) 120.5(3) yes
C(17) C(18) N(1) 120.9(2) yes
C(18) C(19) C(20) 121.2(3) yes
C(18) N(1) C(21) 121.1(3) yes
C(21) N(1) C(22) 118.5(3) yes
C(1) C(2) C(3) 119.5(4) yes
C(3) C(4) C(5) 121.6(3) yes
C(4) C(5) C(14) 117.7(3) yes
C(5) C(6) C(7) 122.1(3) yes
C(7) C(6) C(11) 117.5(3) yes
C(7) C(8) C(9) 120.7(4) yes
C(9) C(10) C(11) 120.6(3) yes
C(6) C(11) C(12) 118.8(3) yes
C(11) C(12) C(13) 122.9(3) yes
C(12) C(13) C(15) 119.6(3) yes
C(1) C(14) C(5) 118.7(3) yes
C(5) C(14) C(13) 119.7(3) yes
C(13) C(15) C(20) 121.3(2) yes
C(15) C(16) C(17) 122.5(3) yes
C(17) C(18) C(19) 117.1(3) yes
C(19) C(18) N(1) 122.0(3) yes
C(15) C(20) C(19) 122.1(3) yes
C(18) N(1) C(22) 119.3(2) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C(1) C(2) 1.381(5) yes
C(2) C(3) 1.378(6) yes
C(4) C(5) 1.402(4) yes
C(5) C(14) 1.437(4) yes
C(6) C(11) 1.399(4) yes
C(8) C(9) 1.393(6) yes
C(10) C(11) 1.409(5) yes
C(12) C(13) 1.356(5) yes
C(13) C(15) 1.501(4) yes
C(15) C(20) 1.391(4) yes
C(17) C(18) 1.406(4) yes
C(18) N(1) 1.384(4) yes
N(1) C(21) 1.424(4) yes
C(1) C(14) 1.390(5) yes
C(3) C(4) 1.375(6) yes
C(5) C(6) 1.442(5) yes
C(6) C(7) 1.425(5) yes
C(7) C(8) 1.368(6) yes
C(9) C(10) 1.365(6) yes
C(11) C(12) 1.434(5) yes
C(13) C(14) 1.446(4) yes
C(15) C(16) 1.377(4) yes
C(16) C(17) 1.383(5) yes
C(18) C(19) 1.385(4) yes
C(19) C(20) 1.381(5) yes
N(1) C(22) 1.451(4) yes
