#------------------------------------------------------------------------------
#$Date: 2019-12-25 21:09:18 +0200 (Wed, 25 Dec 2019) $
#$Revision: 245742 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/31/12/2311266.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_2311266
loop_
_publ_author_name
'Parsons, Simon'
'Flack, Howard D.'
'Wagner, Trixie'
_publ_section_title
;
 Use of intensity quotients and differences in absolute structure
 refinement.
;
_journal_issue                   'Pt 3'
_journal_name_full
'Acta crystallographica Section B, Structural science, crystal engineering and materials'
_journal_page_first              249
_journal_page_last               259
_journal_paper_doi               10.1107/S2052519213010014
_journal_volume                  69
_journal_year                    2013
_chemical_formula_sum            'C19 H18 N2'
_chemical_formula_weight         274.35
_space_group_crystal_system      trigonal
_space_group_IT_number           144
_space_group_name_Hall           'P 31'
_space_group_name_H-M_alt        'P 31'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2012
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            3
_cell_length_a                   12.094(4)
_cell_length_b                   12.094(4)
_cell_length_c                   8.551(3)
_cell_measurement_temperature    100(2)
_cell_volume                     1083.1(6)
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0139
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            39617
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.151
_diffrn_reflns_theta_min         4.221
_exptl_absorpt_coefficient_mu    0.572
_exptl_crystal_density_diffrn    1.262
_exptl_crystal_F_000             438
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.210
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details
;
 Flack x determined using 1327 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.09(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         2658
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.100
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0319
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(Fo²)+(0.0485P)²+0.2757P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0830
_reflns_Friedel_coverage         1.001
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                2658
_reflns_number_total             2658
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            TWA17C_B.cif
_cod_data_source_block           TWA17C_B
_cod_original_cell_volume        1083.1(8)
_cod_database_code               2311266
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.838
_shelx_estimated_absorpt_t_max   0.889
_shelxl_version_number           2012-9
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.2472(2) 0.2331(2) 0.5969(3) 0.0249(5) Uani 1 1 d . .
H1A H 0.2938 0.2179 0.5138 0.037 Uiso 1 1 calc R U
H1B H 0.1890 0.2583 0.5504 0.037 Uiso 1 1 calc R U
H1C H 0.1980 0.1547 0.6579 0.037 Uiso 1 1 calc R U
N2 N 0.33791(18) 0.33503(17) 0.6993(2) 0.0182(4) Uani 1 1 d . .
C3 C 0.4119(2) 0.2888(2) 0.7859(3) 0.0210(5) Uani 1 1 d . .
H3A H 0.4647 0.2721 0.7117 0.025 Uiso 1 1 calc R U
H3B H 0.3527 0.2074 0.8386 0.025 Uiso 1 1 calc R U
C4 C 0.4966(2) 0.3841(2) 0.9054(3) 0.0196(5) Uani 1 1 d . .
C5 C 0.5228(2) 0.3424(2) 1.0457(3) 0.0241(5) Uani 1 1 d . .
H5 H 0.4937 0.2542 1.0605 0.029 Uiso 1 1 calc R U
C6 C 0.5907(2) 0.4286(2) 1.1632(3) 0.0242(5) Uani 1 1 d . .
H6 H 0.6082 0.3996 1.2583 0.029 Uiso 1 1 calc R U
C7 C 0.6330(2) 0.5573(2) 1.1416(3) 0.0243(5) Uani 1 1 d . .
H7 H 0.6785 0.6167 1.2226 0.029 Uiso 1 1 calc R U
C8 C 0.6089(2) 0.5993(2) 1.0017(3) 0.0208(5) Uani 1 1 d . .
H8 H 0.6379 0.6876 0.9882 0.025 Uiso 1 1 calc R U
C9 C 0.5426(2) 0.5143(2) 0.8803(3) 0.0185(4) Uani 1 1 d . .
C10 C 0.50837(19) 0.5597(2) 0.7326(2) 0.0171(4) Uani 1 1 d . .
H10 H 0.4489 0.5897 0.7678 0.021 Uiso 1 1 calc R U
C11 C 0.6153(2) 0.6735(2) 0.6459(3) 0.0176(4) Uani 1 1 d . .
C12 C 0.7394(2) 0.7600(2) 0.6893(2) 0.0190(4) Uani 1 1 d . .
H12 H 0.7740 0.7461 0.7820 0.023 Uiso 1 1 calc R U
C13 C 0.8151(2) 0.8691(2) 0.5964(3) 0.0208(5) Uani 1 1 d . .
H13 H 0.8996 0.9272 0.6299 0.025 Uiso 1 1 calc R U
C14 C 0.7720(2) 0.8952(2) 0.4591(3) 0.0216(5) Uani 1 1 d . .
H14 H 0.8230 0.9712 0.4013 0.026 Uiso 1 1 calc R U
C15 C 0.6498(2) 0.8044(2) 0.4099(2) 0.0200(5) Uani 1 1 d . .
N16 N 0.57834(19) 0.79446(19) 0.2794(2) 0.0213(4) Uani 1 1 d . .
C17 C 0.4626(2) 0.6819(2) 0.2892(3) 0.0204(4) Uani 1 1 d . .
H17 H 0.3970 0.6522 0.2126 0.024 Uiso 1 1 calc R U
C18 C 0.4563(2) 0.6197(2) 0.4252(2) 0.0185(5) Uani 1 1 d . .
C19 C 0.3613(2) 0.4929(2) 0.4946(2) 0.0196(4) Uani 1 1 d . .
H19A H 0.3222 0.4282 0.4107 0.024 Uiso 1 1 calc R U
H19B H 0.2925 0.5001 0.5479 0.024 Uiso 1 1 calc R U
C20 C 0.4300(2) 0.4514(2) 0.6128(2) 0.0184(5) Uani 1 1 d . .
H20 H 0.4900 0.4323 0.5541 0.022 Uiso 1 1 calc R U
C21 C 0.5743(2) 0.6963(2) 0.5026(3) 0.0182(5) Uani 1 1 d . .
H16 H 0.608(3) 0.856(3) 0.202(4) 0.036(8) Uiso 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 '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
C1 N2 C3 108.87(17)
C1 N2 C20 113.07(18)
C3 N2 C20 107.52(17)
N2 C3 C4 111.26(19)
C5 C4 C9 120.2(2)
C5 C4 C3 119.9(2)
C9 C4 C3 119.7(2)
C6 C5 C4 120.5(2)
C5 C6 C7 119.7(2)
C8 C7 C6 119.9(2)
C7 C8 C9 121.4(2)
C8 C9 C4 118.2(2)
C8 C9 C10 120.88(19)
C4 C9 C10 120.6(2)
C9 C10 C11 117.99(18)
C9 C10 C20 113.93(17)
C11 C10 C20 108.84(17)
C12 C11 C21 116.3(2)
C12 C11 C10 131.3(2)
C21 C11 C10 112.28(19)
C11 C12 C13 120.4(2)
C14 C13 C12 123.2(2)
C13 C14 C15 116.6(2)
N16 C15 C14 133.1(2)
N16 C15 C21 106.8(2)
C14 C15 C21 120.15(19)
C15 N16 C17 108.52(19)
C18 C17 N16 110.1(2)
C17 C18 C21 106.1(2)
C17 C18 C19 134.5(2)
C21 C18 C19 119.24(19)
C18 C19 C20 109.18(18)
N2 C20 C19 111.36(18)
N2 C20 C10 108.78(17)
C19 C20 C10 110.97(18)
C11 C21 C15 123.2(2)
C11 C21 C18 128.3(2)
C15 C21 C18 108.52(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N2 1.462(3)
N2 C3 1.471(3)
N2 C20 1.484(3)
C3 C4 1.497(3)
C4 C5 1.398(3)
C4 C9 1.400(3)
C5 C6 1.383(3)
C6 C7 1.387(3)
C7 C8 1.386(3)
C8 C9 1.398(3)
C9 C10 1.515(3)
C10 C11 1.528(3)
C10 C20 1.557(3)
C11 C12 1.384(3)
C11 C21 1.400(3)
C12 C13 1.415(3)
C13 C14 1.384(3)
C14 C15 1.395(3)
C15 N16 1.380(3)
C15 C21 1.405(3)
N16 C17 1.384(3)
C17 C18 1.366(3)
C18 C21 1.418(3)
C18 C19 1.504(3)
C19 C20 1.543(3)
