#------------------------------------------------------------------------------
#$Date: 2018-11-16 05:33:15 +0200 (Fri, 16 Nov 2018) $
#$Revision: 212002 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/13/2021351.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_2021351
loop_
_publ_author_name
'Dwivedi, Bhavna'
'Das, Dinabandhu'
_publ_section_title
;
 Polymorphism in some new bis-hydrazone compounds
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229618014286
_journal_volume                  74
_journal_year                    2018
_chemical_formula_iupac          'C38 H46 N8'
_chemical_formula_moiety         'C38 H46 N8'
_chemical_formula_sum            'C38 H46 N8'
_chemical_formula_weight         614.83
_chemical_name_systematic
;
Butane-2,3-dione 2,3-bis((bis[4-(dimethylamino)phenyl]methylidene}hydrazone)
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                104.338(5)
_cell_angle_beta                 95.713(5)
_cell_angle_gamma                98.717(4)
_cell_formula_units_Z            1
_cell_length_a                   7.5278(8)
_cell_length_b                   10.1875(11)
_cell_length_c                   12.0834(13)
_cell_measurement_reflns_used    9590
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.65
_cell_measurement_theta_min      2.35
_cell_volume                     878.30(17)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX3 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
X-SEED (Barbour, 2001)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CMOS detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            33918
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.297
_diffrn_reflns_theta_min         2.099
_diffrn_source                   microfocus
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2012)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.162
_exptl_crystal_description       plate
_exptl_crystal_F_000             330
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.138
_refine_diff_density_min         -0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         4357
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0564
_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)+(0.0705P)²+0.1719P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1424
_refine_ls_wR_factor_ref         0.1684
_reflns_number_gt                2552
_reflns_number_total             4357
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            uk3160sup1.cif
_cod_data_source_block           4b
_cod_original_cell_volume        878.30(16)
_cod_database_code               2021351
_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   0.983
_shelx_estimated_absorpt_t_max   0.992
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_occupancy
N N1 0.3624(2) 0.34915(16) 0.41542(13) 0.0677(4) Uani d 1
N N2 0.1901(2) 0.27391(15) 0.40909(13) 0.0695(4) Uani d 1
N N3 -0.5783(2) -0.11689(19) 0.2999(2) 0.0966(6) Uani d 1
N N4 0.2609(3) 0.44009(19) -0.07106(15) 0.0835(5) Uani d 1
C C1 0.0876(2) 0.23702(16) 0.31039(15) 0.0586(4) Uani d 1
C C2 -0.0835(2) 0.13981(16) 0.30181(15) 0.0591(4) Uani d 1
C C3 -0.2354(3) 0.13202(19) 0.22461(18) 0.0728(5) Uani d 1
H H3 -0.227864 0.184637 0.171816 0.087 Uiso calc 1
C C4 -0.3975(3) 0.0486(2) 0.2237(2) 0.0805(6) Uani d 1
H H4 -0.497334 0.047242 0.171212 0.097 Uiso calc 1
C C5 -0.4154(2) -0.03368(18) 0.29941(18) 0.0706(5) Uani d 1
C C6 -0.2614(3) -0.0310(2) 0.37385(18) 0.0752(5) Uani d 1
H H6 -0.266482 -0.087965 0.423302 0.090 Uiso calc 1
C C7 -0.1016(3) 0.05496(19) 0.37520(17) 0.0727(5) Uani d 1
H H7 -0.001425 0.056309 0.427455 0.087 Uiso calc 1
C C8 -0.5944(3) -0.1985(2) 0.3812(2) 0.0982(8) Uani d 1
H H8A -0.522808 -0.269437 0.363751 0.147 Uiso calc 1
H H8B -0.719287 -0.239895 0.376199 0.147 Uiso calc 1
H H8C -0.551738 -0.140712 0.457863 0.147 Uiso calc 1
C C9 -0.7380(3) -0.1081(3) 0.2286(3) 0.1283(11) Uani d 1
H H9A -0.764742 -0.016979 0.252292 0.192 Uiso calc 1
H H9B -0.838511 -0.173876 0.236368 0.192 Uiso calc 1
H H9C -0.717532 -0.127724 0.149487 0.192 Uiso calc 1
C C10 0.1296(2) 0.28911(16) 0.21041(14) 0.0555(4) Uani d 1
C C11 0.1743(2) 0.42884(17) 0.22023(15) 0.0597(4) Uani d 1
H H11 0.177259 0.491068 0.291469 0.072 Uiso calc 1
C C12 0.2144(2) 0.47844(18) 0.12802(16) 0.0632(5) Uani d 1
H H12 0.242078 0.573136 0.138064 0.076 Uiso calc 1
C C13 0.2145(2) 0.39003(19) 0.02000(16) 0.0619(4) Uani d 1
C C14 0.1678(3) 0.2489(2) 0.00894(17) 0.0695(5) Uani d 1
H H14 0.165564 0.186292 -0.062016 0.083 Uiso calc 1
C C15 0.1251(3) 0.20148(18) 0.10177(16) 0.0670(5) Uani d 1
H H15 0.091955 0.107037 0.091356 0.080 Uiso calc 1
C C16 0.2513(4) 0.3500(3) -0.1837(2) 0.1117(9) Uani d 1
H H16A 0.305285 0.271916 -0.177900 0.168 Uiso calc 1
H H16B 0.315724 0.398318 -0.230697 0.168 Uiso calc 1
H H16C 0.126594 0.319105 -0.218060 0.168 Uiso calc 1
C C17 0.2971(3) 0.5863(2) -0.0596(2) 0.0918(7) Uani d 1
H H17A 0.188632 0.623014 -0.046366 0.138 Uiso calc 1
H H17B 0.335835 0.602632 -0.129087 0.138 Uiso calc 1
H H17C 0.390976 0.630482 0.004366 0.138 Uiso calc 1
C C18 0.4047(2) 0.46470(18) 0.49349(14) 0.0609(5) Uani d 1
C C19 0.2762(3) 0.5300(2) 0.56480(18) 0.0861(6) Uani d 1
H H19A 0.218233 0.586876 0.525626 0.129 Uiso calc 1
H H19B 0.341148 0.585589 0.637841 0.129 Uiso calc 1
H H19C 0.185862 0.459743 0.577117 0.129 Uiso calc 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C18 N1 N2 . . 116.40(16)
C1 N2 N1 . . 117.37(15)
C5 N3 C9 . . 119.31(19)
C5 N3 C8 . . 120.72(19)
C9 N3 C8 . . 119.49(18)
C13 N4 C16 . . 121.2(2)
C13 N4 C17 . . 120.79(18)
C16 N4 C17 . . 117.48(19)
N2 C1 C10 . . 124.01(14)
N2 C1 C2 . . 116.03(15)
C10 C1 C2 . . 119.94(14)
C3 C2 C7 . . 116.31(16)
C3 C2 C1 . . 122.56(15)
C7 C2 C1 . . 121.08(15)
C4 C3 C2 . . 121.79(17)
C4 C3 H3 . . 119.1
C2 C3 H3 . . 119.1
C3 C4 C5 . . 121.44(18)
C3 C4 H4 . . 119.3
C5 C4 H4 . . 119.3
N3 C5 C6 . . 121.01(19)
N3 C5 C4 . . 121.84(18)
C6 C5 C4 . . 117.14(16)
C7 C6 C5 . . 120.61(18)
C7 C6 H6 . . 119.7
C5 C6 H6 . . 119.7
C6 C7 C2 . . 122.61(17)
C6 C7 H7 . . 118.7
C2 C7 H7 . . 118.7
N3 C8 H8A . . 109.5
N3 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
N3 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
N3 C9 H9A . . 109.5
N3 C9 H9B . . 109.5
H9A C9 H9B . . 109.5
N3 C9 H9C . . 109.5
H9A C9 H9C . . 109.5
H9B C9 H9C . . 109.5
C11 C10 C15 . . 116.34(16)
C11 C10 C1 . . 121.53(15)
C15 C10 C1 . . 122.12(15)
C12 C11 C10 . . 122.05(17)
C12 C11 H11 . . 119.0
C10 C11 H11 . . 119.0
C11 C12 C13 . . 121.38(16)
C11 C12 H12 . . 119.3
C13 C12 H12 . . 119.3
N4 C13 C12 . . 121.15(17)
N4 C13 C14 . . 121.86(18)
C12 C13 C14 . . 116.98(17)
C15 C14 C13 . . 120.70(18)
C15 C14 H14 . . 119.6
C13 C14 H14 . . 119.6
C14 C15 C10 . . 122.51(16)
C14 C15 H15 . . 118.7
C10 C15 H15 . . 118.7
N4 C16 H16A . . 109.5
N4 C16 H16B . . 109.5
H16A C16 H16B . . 109.5
N4 C16 H16C . . 109.5
H16A C16 H16C . . 109.5
H16B C16 H16C . . 109.5
N4 C17 H17A . . 109.5
N4 C17 H17B . . 109.5
H17A C17 H17B . . 109.5
N4 C17 H17C . . 109.5
H17A C17 H17C . . 109.5
H17B C17 H17C . . 109.5
N1 C18 C18 . 2_666 115.1(2)
N1 C18 C19 . . 124.70(16)
C18 C18 C19 2_666 . 120.1(2)
C18 C19 H19A . . 109.5
C18 C19 H19B . . 109.5
H19A C19 H19B . . 109.5
C18 C19 H19C . . 109.5
H19A C19 H19C . . 109.5
H19B C19 H19C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
N1 C18 . 1.286(2)
N1 N2 . 1.3875(19)
N2 C1 . 1.291(2)
N3 C5 . 1.382(2)
N3 C9 . 1.435(3)
N3 C8 . 1.439(3)
N4 C13 . 1.376(2)
N4 C16 . 1.429(3)
N4 C17 . 1.442(3)
C1 C10 . 1.478(2)
C1 C2 . 1.479(2)
C2 C3 . 1.381(2)
C2 C7 . 1.386(2)
C3 C4 . 1.374(3)
C3 H3 . 0.9300
C4 C5 . 1.389(3)
C4 H4 . 0.9300
C5 C6 . 1.387(3)
C6 C7 . 1.373(2)
C6 H6 . 0.9300
C7 H7 . 0.9300
C8 H8A . 0.9600
C8 H8B . 0.9600
C8 H8C . 0.9600
C9 H9A . 0.9600
C9 H9B . 0.9600
C9 H9C . 0.9600
C10 C11 . 1.384(2)
C10 C15 . 1.387(2)
C11 C12 . 1.374(2)
C11 H11 . 0.9300
C12 C13 . 1.390(3)
C12 H12 . 0.9300
C13 C14 . 1.397(3)
C14 C15 . 1.374(3)
C14 H14 . 0.9300
C15 H15 . 0.9300
C16 H16A . 0.9600
C16 H16B . 0.9600
C16 H16C . 0.9600
C17 H17A . 0.9600
C17 H17B . 0.9600
C17 H17C . 0.9600
C18 C18 2_666 1.479(3)
C18 C19 . 1.483(3)
C19 H19A . 0.9600
C19 H19B . 0.9600
C19 H19C . 0.9600

_cod_database_fobs_code 2021351
