#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:08:28 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201955 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/73/2007358.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_2007358
loop_
_publ_author_name
'Bolte, Michael'
'Scholtyssik, Maria'
_publ_section_title
;
 4-Benzoyl-4-(2-cyanoethyl)heptanedinitrile at 143K
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              852
_journal_page_last               854
_journal_paper_doi               10.1107/S010827019701723X
_journal_volume                  54
_journal_year                    1998
_chemical_formula_sum            'C17 H17 N3 O'
_chemical_formula_weight         279.34
_chemical_melting_point          402
_chemical_name_systematic
;
4-Benzoyl-4-(2-cyano-ethyl)-heptanedinitrile
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL
_cell_angle_alpha                104.1950(10)
_cell_angle_beta                 95.3840(10)
_cell_angle_gamma                91.6380(10)
_cell_formula_units_Z            4
_cell_length_a                   8.52870(10)
_cell_length_b                   9.85540(10)
_cell_length_c                   18.67190(10)
_cell_measurement_reflns_used    6961
_cell_measurement_temperature    143
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      1.00
_cell_volume                     1512.64(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SAINT (Siemens, 1995)'
_computing_molecular_graphics    'XP in SHELXTL-Plus (Sheldrick, 1991)'
_computing_structure_refinement  'SHELXL96 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS96 (Sheldrick, 1990)'
_diffrn_ambient_temperature      143(2)
_diffrn_measurement_device       'Siemens CCD three-circle diffractometer'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'highly oriented graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1223
_diffrn_reflns_av_sigmaI/netI    0.1172
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            21154
_diffrn_reflns_theta_max         26.49
_diffrn_reflns_theta_min         2.13
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  960
_diffrn_standards_number         149
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.295
_refine_ls_extinction_coef       0.018(2)
_refine_ls_extinction_method     SHELXL96_(Sheldrick,_1996)
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_hydrogen_treatment    'H atoms: see text beow'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         6096
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.919
_refine_ls_R_factor_all          0.1355
_refine_ls_R_factor_gt           0.0584
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0674P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1487
_reflns_number_gt                3170
_reflns_number_total             6096
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            na1313.cif
_cod_data_source_block           ms4
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 'Triclinic' changed to 'triclinic'
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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0674P)^2^] where P=(Fo^2^+2Fc^2^)/3' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/[\s^2^(Fo^2^)+(0.0674P)^2^]
where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1512.64(2)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2007358
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-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
_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
C1 .4425(3) .7576(2) .75870(13) .0279(6) Uani d . 1 . . C
O1 .4530(2) .63306(17) .73015(9) .0385(5) Uani d . 1 . . O
C11 .4114(3) .7991(2) .83901(12) .0288(6) Uani d . 1 . . C
C12 .4748(3) .7145(3) .88386(13) .0353(6) Uani d . 1 . . C
H12 .5348 .6376 .8629 .042 Uiso calc R 1 . . H
C13 .4513(3) .7416(3) .95760(14) .0426(7) Uani d . 1 . . C
H13 .4969 .6847 .9875 .051 Uiso calc R 1 . . H
C14 .3622(3) .8507(3) .98855(14) .0422(7) Uani d . 1 . . C
H14 .3447 .8683 1.0394 .051 Uiso calc R 1 . . H
C15 .2984(3) .9342(3) .94518(15) .0442(7) Uani d . 1 . . C
H15 .2361 1.0092 .9664 .053 Uiso calc R 1 . . H
C16 .3240(3) .9101(3) .87117(13) .0368(6) Uani d . 1 . . C
H16 .2815 .9699 .8422 .044 Uiso calc R 1 . . H
C2 .4734(3) .8659(2) .71310(12) .0269(5) Uani d . 1 . . C
C21 .5345(3) .7862(2) .63966(12) .0313(6) Uani d . 1 . . C
H21A .6372 .7484 .6519 .038 Uiso calc R 1 . . H
H21B .4599 .7054 .6161 .038 Uiso calc R 1 . . H
C22 .5564(3) .8725(3) .58215(12) .0331(6) Uani d . 1 . . C
H22A .5943 .9693 .6086 .040 Uiso calc R 1 . . H
H22B .6382 .8310 .5504 .040 Uiso calc R 1 . . H
C23 .4106(3) .8774(3) .53492(13) .0340(6) Uani d . 1 . . C
N23 .2956(3) .8766(2) .49833(11) .0467(6) Uani d . 1 . . N
C24 .5980(3) .9776(2) .75934(13) .0291(6) Uani d . 1 . . C
H24A .6295 1.0400 .7283 .035 Uiso calc R 1 . . H
H24B .5502 1.0355 .8021 .035 Uiso calc R 1 . . H
C25 .7458(3) .9137(3) .78833(15) .0394(7) Uani d . 1 . . C
H25A .7154 .8577 .8227 .047 Uiso calc R 1 . . H
H25B .7882 .8493 .7459 .047 Uiso calc R 1 . . H
C26 .8694(3) 1.0183(3) .82679(14) .0350(6) Uani d . 1 . . C
N26 .9666(3) 1.1002(2) .85688(12) .0483(6) Uani d . 1 . . N
C27 .3206(3) .9384(2) .69701(13) .0289(6) Uani d . 1 . . C
H27A .2939 1.0008 .7440 .035 Uiso calc R 1 . . H
H27B .3401 .9976 .6626 .035 Uiso calc R 1 . . H
C28 .1794(3) .8363(2) .66317(14) .0337(6) Uani d . 1 . . C
H28A .2040 .7754 .6154 .040 Uiso calc R 1 . . H
H28B .1602 .7757 .6969 .040 Uiso calc R 1 . . H
C29 .0371(3) .9093(3) .65051(14) .0363(6) Uani d . 1 . . C
N29 -.0734(3) .9702(2) .64340(14) .0534(7) Uani d . 1 . . N
C1A .0562(3) .4542(2) .23688(13) .0286(6) Uani d . 1 . . C
O1A .0399(2) .34464(16) .25592(9) .0394(5) Uani d . 1 . . O
C11A .0941(3) .4414(2) .15822(12) .0295(6) Uani d . 1 . . C
C12A .0419(3) .3161(3) .10700(14) .0405(7) Uani d . 1 . . C
H12A -.0143 .2462 .1230 .049 Uiso calc R 1 . . H
C13A .0702(3) .2920(3) .03392(15) .0516(8) Uani d . 1 . . C
H13A .0303 .2076 -.0005 .062 Uiso calc R 1 . . H
C14A .1559(4) .3896(4) .01067(16) .0546(8) Uani d . 1 . . C
H14A .1779 .3719 -.0396 .066 Uiso calc R 1 . . H
C15A .2105(3) .5142(3) .06051(16) .0492(8) Uani d . 1 . . C
H15A .2706 .5815 .0444 .059 Uiso calc R 1 . . H
C16A .1780(3) .5409(3) .13346(14) .0385(6) Uani d . 1 . . C
H16A .2131 .6278 .1670 .046 Uiso calc R 1 . . H
C2A .0265(3) .5941(2) .29076(12) .0254(5) Uani d . 1 . . C
C21A -.0434(3) .5584(2) .35749(12) .0312(6) Uani d . 1 . . C
H21C -.1479 .5091 .3398 .037 Uiso calc R 1 . . H
H21D .0255 .4922 .3758 .037 Uiso calc R 1 . . H
C22A -.0636(3) .6831(3) .42307(13) .0355(6) Uani d . 1 . . C
H22C .0408 .7284 .4451 .043 Uiso calc R 1 . . H
H22D -.1278 .7532 .4057 .043 Uiso calc R 1 . . H
C23A -.1422(3) .6326(3) .47908(15) .0423(7) Uani d . 1 . . C
N23A -.2025(3) .5888(3) .52094(13) .0629(8) Uani d . 1 . . N
C24A -.0892(3) .6773(2) .25069(12) .0289(6) Uani d . 1 . . C
H24C -.1179 .7614 .2873 .035 Uiso calc R 1 . . H
H24D -.0350 .7094 .2127 .035 Uiso calc R 1 . . H
C25A -.2401(3) .5909(2) .21318(13) .0339(6) Uani d . 1 . . C
H25C -.2114 .5064 .1768 .041 Uiso calc R 1 . . H
H25D -.2947 .5595 .2512 .041 Uiso calc R 1 . . H
C26A -.3484(3) .6691(3) .17500(13) .0331(6) Uani d . 1 . . C
N26A -.4330(3) .7284(2) .14388(12) .0465(6) Uani d . 1 . . N
C27A .1830(3) .6837(2) .31703(13) .0292(6) Uani d . 1 . . C
H27C .2187 .7153 .2745 .035 Uiso calc R 1 . . H
H27D .1626 .7683 .3556 .035 Uiso calc R 1 . . H
C28A .3153(3) .6073(2) .34853(14) .0334(6) Uani d . 1 . . C
H28C .2892 .5905 .3963 .040 Uiso calc R 1 . . H
H28D .3255 .5152 .3137 .040 Uiso calc R 1 . . H
C29A .4647(3) .6897(3) .36020(14) .0355(6) Uani d . 1 . . C
N29A .5786(3) .7565(2) .36622(12) .0459(6) Uani d . 1 . . N
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
_geom_angle_publ_flag
O1 C1 C11 117.8(2) ?
C2 C1 C11 122.9(2) yes
C2 C1 O1 119.1(2) yes
C16 C11 C12 118.2(2) ?
C16 C11 C1 125.8(2) ?
C12 C11 C1 115.9(2) ?
C13 C12 C11 120.7(2) ?
C12 C13 C14 120.4(2) ?
C13 C14 C15 119.5(2) ?
C14 C15 C16 120.7(3) ?
C15 C16 C11 120.3(2) ?
C24 C2 C27 108.96(18) ?
C24 C2 C21 110.98(19) ?
C27 C2 C21 110.55(18) ?
C24 C2 C1 108.16(17) ?
C27 C2 C1 110.56(18) ?
C21 C2 C1 107.60(18) ?
C22 C21 C2 116.00(19) ?
C23 C22 C21 112.7(2) ?
N23 C23 C22 177.6(3) ?
C25 C24 C2 112.95(19) ?
C26 C25 C24 113.3(2) ?
N26 C26 C25 179.8(3) ?
C28 C27 C2 113.83(19) ?
C29 C28 C27 111.9(2) ?
N29 C29 C28 177.2(3) ?
C2A C1A C11A 123.6(2) yes
C2A C1A O1A 119.6(2) yes
O1A C1A C11A 116.6(2) ?
C16A C11A C12A 118.1(2) ?
C16A C11A C1A 125.9(2) ?
C12A C11A C1A 115.9(2) ?
C13A C12A C11A 121.2(3) ?
C14A C13A C12A 120.0(3) ?
C13A C14A C15A 119.9(3) ?
C16A C15A C14A 120.3(3) ?
C15A C16A C11A 120.3(3) ?
C1A C2A C21A 106.97(17) ?
C1A C2A C27A 110.34(18) ?
C21A C2A C27A 110.17(18) ?
C1A C2A C24A 109.53(17) ?
C21A C2A C24A 111.32(18) ?
C27A C2A C24A 108.51(17) ?
C22A C21A C2A 115.94(19) ?
C23A C22A C21A 109.0(2) ?
N23A C23A C22A 177.5(3) ?
C25A C24A C2A 113.05(18) ?
C26A C25A C24A 112.99(19) ?
N26A C26A C25A 178.7(3) ?
C28A C27A C2A 114.17(18) ?
C29A C28A C27A 110.62(19) ?
N29A C29A C28A 176.5(3) ?
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
C1 O1 . 1.222(3) yes
C1 C11 . 1.506(3) ?
C1 C2 . 1.551(3) ?
C11 C16 . 1.386(3) ?
C11 C12 . 1.405(3) ?
C12 C13 . 1.372(3) ?
C13 C14 . 1.375(4) ?
C14 C15 . 1.378(3) ?
C15 C16 . 1.383(3) ?
C2 C24 . 1.543(3) ?
C2 C27 . 1.544(3) ?
C2 C21 . 1.549(3) ?
C21 C22 . 1.545(3) ?
C22 C23 . 1.465(3) ?
C23 N23 . 1.140(3) yes
C24 C25 . 1.537(3) ?
C25 C26 . 1.457(4) ?
C26 N26 . 1.143(3) yes
C27 C28 . 1.529(3) ?
C28 C29 . 1.458(3) ?
C29 N29 . 1.146(3) yes
C1A O1A . 1.225(2) yes
C1A C11A . 1.509(3) ?
C1A C2A . 1.538(3) ?
C11A C16A . 1.390(3) ?
C11A C12A . 1.395(3) ?
C12A C13A . 1.372(4) ?
C13A C14A . 1.368(4) ?
C14A C15A . 1.384(4) ?
C15A C16A . 1.379(3) ?
C2A C21A . 1.541(3) ?
C2A C27A . 1.549(3) ?
C2A C24A . 1.553(3) ?
C21A C22A . 1.534(3) ?
C22A C23A . 1.469(4) ?
C23A N23A . 1.136(3) yes
C24A C25A . 1.532(3) ?
C25A C26A . 1.463(3) ?
C26A N26A . 1.145(3) yes
C27A C28A . 1.526(3) ?
C28A C29A . 1.461(4) ?
C29A N29A . 1.138(3) yes
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
O1 C1 C11 C16 -146.7(2)
C2 C1 C11 C16 37.8(3)
O1 C1 C11 C12 31.9(3)
C2 C1 C11 C12 -143.6(2)
C16 C11 C12 C13 -0.3(4)
C1 C11 C12 C13 -178.9(2)
C11 C12 C13 C14 1.3(4)
C12 C13 C14 C15 -1.0(4)
C13 C14 C15 C16 -0.5(4)
C14 C15 C16 C11 1.6(4)
C12 C11 C16 C15 -1.2(4)
C1 C11 C16 C15 177.4(2)
O1 C1 C2 C24 -127.2(2)
C11 C1 C2 C24 48.3(3)
O1 C1 C2 C27 113.6(2)
C11 C1 C2 C27 -71.0(3)
O1 C1 C2 C21 -7.2(3)
C11 C1 C2 C21 168.2(2)
C24 C2 C21 C22 -67.9(2)
C27 C2 C21 C22 53.1(3)
C1 C2 C21 C22 173.90(19)
C2 C21 C22 C23 -85.1(3)
C21 C22 C23 N23 -33(6)
C27 C2 C24 C25 171.30(19)
C21 C2 C24 C25 -66.7(2)
C1 C2 C24 C25 51.1(3)
C2 C24 C25 C26 175.2(2)
C24 C25 C26 N26 -14E1(10)
C24 C2 C27 C28 -170.04(18)
C21 C2 C27 C28 67.7(2)
C1 C2 C27 C28 -51.3(3)
C2 C27 C28 C29 178.70(19)
C27 C28 C29 N29 -47(6)
O1A C1A C11A C16A -151.9(2)
C2A C1A C11A C16A 32.6(3)
O1A C1A C11A C12A 26.7(3)
C2A C1A C11A C12A -148.9(2)
C16A C11A C12A C13A -0.9(4)
C1A C11A C12A C13A -179.6(2)
C11A C12A C13A C14A 2.4(4)
C12A C13A C14A C15A -1.7(4)
C13A C14A C15A C16A -0.5(4)
C14A C15A C16A C11A 1.9(4)
C12A C11A C16A C15A -1.2(4)
C1A C11A C16A C15A 177.3(2)
O1A C1A C2A C21A -7.8(3)
C11A C1A C2A C21A 167.6(2)
O1A C1A C2A C27A 112.0(2)
C11A C1A C2A C27A -72.5(3)
O1A C1A C2A C24A -128.6(2)
C11A C1A C2A C24A 46.8(3)
C1A C2A C21A C22A 172.73(19)
C27A C2A C21A C22A 52.8(3)
C24A C2A C21A C22A -67.7(3)
C2A C21A C22A C23A 175.72(19)
C21A C22A C23A N23A 7(7)
C1A C2A C24A C25A 51.8(2)
C21A C2A C24A C25A -66.3(2)
C27A C2A C24A C25A 172.31(19)
C2A C24A C25A C26A -179.6(2)
C24A C25A C26A N26A 121(12)
C1A C2A C27A C28A -52.5(2)
C21A C2A C27A C28A 65.4(2)
C24A C2A C27A C28A -172.48(19)
C2A C27A C28A C29A 170.43(19)
C27A C28A C29A N29A -33(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 85538
