#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:48:21 +0200 (vie 13 de oct de 2017) $
#$Revision: 201957 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/10/2011028.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_2011028
loop_
_publ_author_name
'Xu, An-Wu'
'Cai, Yue-Peng'
'Su, Cheng-Yong'
'Liu, Hong-Ke'
_publ_section_title
;
 Tris(2-cyanoethyl)amine
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              e262
_journal_page_last               e262
_journal_paper_doi               10.1107/S0108270100006156
_journal_volume                  56
_journal_year                    2000
_chemical_formula_sum            'C9 H12 N4'
_chemical_formula_weight         176.23
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1341(12)
_cell_length_b                   13.4171(19)
_cell_length_c                   9.2291(14)
_cell_measurement_reflns_used    474
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.14
_cell_measurement_theta_min      3.67
_cell_volume                     1007.2(3)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SHELXTL (Bruker, 1998)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full .996
_diffrn_measured_fraction_theta_max .996
_diffrn_measurement_device_type  'Bruker Smart 1K 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     .71073
_diffrn_reflns_av_R_equivalents  .021
_diffrn_reflns_av_sigmaI/netI    .0242
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5674
_diffrn_reflns_theta_full        27.06
_diffrn_reflns_theta_max         27.06
_diffrn_reflns_theta_min         2.68
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    .075
_exptl_absorpt_correction_T_max  .996
_exptl_absorpt_correction_T_min  .981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Blessing, 1995)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             376
_exptl_crystal_size_max          .25
_exptl_crystal_size_mid          .20
_exptl_crystal_size_min          .05
_refine_diff_density_max         .095
_refine_diff_density_min         -.088
_refine_ls_abs_structure_details 'Flack (1983); 1005 Friedel'
_refine_ls_abs_structure_Flack   0(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         2178
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      .995
_refine_ls_R_factor_all          .047
_refine_ls_R_factor_gt           .033
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0426P)²] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .081
_reflns_number_gt                1691
_reflns_number_total             2178
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            qa0267.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 'Orthorhombic' changed to
'orthorhombic' 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_database_code               2011028
_cod_database_fobs_code          2011028
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
N1 .22719(12) .96841(7) .23400(13) .0447(3) Uani d . 1 . . N
N2 .3196(2) .75500(12) -.0148(2) .1014(6) Uani d . 1 . . N
N3 .0109(2) 1.27562(12) .0459(2) .0923(5) Uani d . 1 . . N
N4 .68069(17) .96697(11) .2505(2) .0767(4) Uani d . 1 . . N
C1 .09911(15) .89195(9) .2309(2) .0538(3) Uani d . 1 . . C
H1A .0309 .9014 .1458 .065 Uiso calc R 1 . . H
H1B .0297 .8989 .3158 .065 Uiso calc R 1 . . H
C2 .17264(19) .78770(10) .2280(2) .0598(4) Uani d . 1 . . C
H2A .2500 .7806 .3073 .072 Uiso calc R 1 . . H
H2B .0860 .7389 .2413 .072 Uiso calc R 1 . . H
C3 .2559(2) .76889(11) .0924(2) .0660(5) Uani d . 1 . . C
C4 .18644(17) 1.05584(10) .14946(17) .0487(3) Uani d . 1 . . C
H4A .1631 1.0348 .0510 .058 Uiso calc R 1 . . H
H4B .2824 1.0987 .1459 .058 Uiso calc R 1 . . H
C5 .03997(17) 1.11792(10) .20426(17) .0550(4) Uani d . 1 . . C
H5A -.0596 1.0782 .1996 .066 Uiso calc R 1 . . H
H5B .0582 1.1365 .3046 .066 Uiso calc R 1 . . H
C6 .0200(2) 1.20680(12) .1174(2) .0633(4) Uani d . 1 . . C
C7 .28214(15) .98861(11) .38171(17) .0511(4) Uani d . 1 . . C
H7A .2988 .9257 .4314 .061 Uiso calc R 1 . . H
H7B .1961 1.0245 .4325 .061 Uiso calc R 1 . . H
C8 .43900(17) 1.04849(11) .38951(17) .0571(4) Uani d . 1 . . C
H8A .4190 1.1143 .3499 .068 Uiso calc R 1 . . H
H8B .4702 1.0564 .4903 .068 Uiso calc R 1 . . H
C9 .57433(19) 1.00265(12) .31120(18) .0540(4) Uani d . 1 . . C
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
N1 .0416(5) .0421(6) .0505(7) -.0019(4) .0003(6) -.0011(6)
N2 .1145(15) .0806(11) .1092(15) -.0149(10) .0361(12) -.0322(10)
N3 .1081(13) .0679(9) .1009(13) .0216(9) -.0027(10) .0182(10)
N4 .0545(8) .0909(10) .0846(11) .0023(8) .0007(8) -.0023(9)
C1 .0431(7) .0461(7) .0723(10) -.0011(6) .0031(8) -.0035(8)
C2 .0579(8) .0436(7) .0779(11) -.0024(6) .0067(9) -.0001(8)
C3 .0640(9) .0460(8) .0880(14) -.0039(7) .0071(10) -.0128(8)
C4 .0501(8) .0490(7) .0469(7) -.0019(6) .0013(6) .0014(6)
C5 .0609(8) .0463(7) .0578(10) .0019(6) .0012(7) -.0046(7)
C6 .0697(10) .0490(9) .0712(11) .0085(8) -.0066(9) -.0031(9)
C7 .0496(8) .0545(8) .0494(8) .0031(6) .0058(7) .0021(7)
C8 .0561(9) .0611(9) .0540(9) -.0013(7) -.0046(8) -.0110(7)
C9 .0458(8) .0608(9) .0555(9) -.0047(7) -.0061(7) .0001(7)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 '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
C4 N1 C7 115.03(11)
C4 N1 C1 113.25(10)
C7 N1 C1 111.51(12)
N1 C1 C2 111.41(11)
C3 C2 C1 111.09(14)
N2 C3 C2 179.0(2)
N1 C4 C5 116.02(12)
C6 C5 C4 110.55(13)
N3 C6 C5 176.85(19)
N1 C7 C8 113.71(11)
C9 C8 C7 113.03(12)
N4 C9 C8 179.66(19)
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
N1 C4 . 1.4473(18) ?
N1 C7 . 1.4600(19) ?
N1 C1 . 1.4624(15) ?
N2 C3 . 1.133(3) ?
N3 C6 . 1.137(2) ?
N4 C9 . 1.136(2) ?
C1 C2 . 1.5215(19) ?
C2 C3 . 1.445(3) ?
C4 C5 . 1.5391(19) ?
C5 C6 . 1.446(2) ?
C7 C8 . 1.509(2) ?
C8 C9 . 1.453(2) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 74031
