#------------------------------------------------------------------------------
#$Date: 2019-03-05 10:52:05 +0200 (Tue, 05 Mar 2019) $
#$Revision: 213973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/31/7203104.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7203104
loop_
_publ_author_name
'Deindörfer, Pia'
'Geiger, Thomas'
'Schollmeyer, Dieter'
'Ye, Jian Hui'
'Zentel, Rudolf'
_publ_section_title
;
 Semicarbazides as gel forming agents for common solvents and liquid
 crystals
;
_journal_issue                   4
_journal_name_full               'Journal of Materials Chemistry'
_journal_page_first              351
_journal_paper_doi               10.1039/b510474b
_journal_volume                  16
_journal_year                    2006
_chemical_formula_moiety         'C12 H25 N3 O3'
_chemical_formula_sum            'C12 H25 N3 O3'
_chemical_formula_weight         259.35
_chemical_name_common            octylsemicarbazid
_chemical_name_systematic
;
ethyl2-[(octylamino)carbonyl]hydrazinecarboxylate
;
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_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                   36.062(2)
_cell_length_b                   9.1053(3)
_cell_length_c                   4.6794(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      50
_cell_measurement_theta_min      40
_cell_volume                     1536.51(14)
_computing_cell_refinement       'Enraf Nonius Software V5.0'
_computing_data_collection       'Enraf Nonius Software V5.0'
_computing_data_reduction        'CORINC (Dager, 1971)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-92 (Altomare, 1994)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CAD4 Enraf Nonius'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_number            3185
_diffrn_reflns_theta_full        74.83
_diffrn_reflns_theta_max         74.83
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        1
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.658
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.121
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.90
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.03
_refine_diff_density_max         .253
_refine_diff_density_min         -.127
_refine_diff_density_rms         .035
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_extinction_coef       0.0024(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3126
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0487
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0754P)²+0.2093P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1284
_refine_ls_wR_factor_ref         0.1378
_reflns_number_gt                2620
_reflns_number_total             3126
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b510474b.txt
_cod_data_source_block           geig2
_cod_database_code               7203104
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.04205(12) 0.3376(6) 0.6003(16) 0.139(2) Uani 1 d . . .
H1A H -0.0561 0.3206 0.7715 0.30(3) Uiso 1 calc R . .
H1B H -0.0490 0.2669 0.4579 0.30(3) Uiso 1 calc R . .
H1C H -0.0470 0.4348 0.5306 0.30(3) Uiso 1 calc R . .
C2 C -0.00197(14) 0.3230(6) 0.6636(17) 0.142(2) Uani 1 d . . .
H2A H 0.0110 0.3999 0.5605 0.23(3) Uiso 1 calc R . .
H2B H 0.0015 0.3420 0.8658 0.23(3) Uiso 1 calc R . .
C3 C 0.01541(11) 0.1899(5) 0.6001(15) 0.1197(16) Uani 1 d . . .
H3A H 0.0117 0.1701 0.3985 0.25(3) Uiso 1 calc R . .
H3B H 0.0028 0.1131 0.7056 0.25(3) Uiso 1 calc R . .
C4 C 0.05650(11) 0.1772(5) 0.6619(12) 0.1094(14) Uani 1 d . . .
H4A H 0.0693 0.2539 0.5572 0.117(11) Uiso 1 calc R . .
H4B H 0.0604 0.1955 0.8639 0.117(11) Uiso 1 calc R . .
C5 C 0.07390(9) 0.0336(5) 0.5884(12) 0.1009(12) Uani 1 d . . .
H5A H 0.0718 0.0192 0.3836 0.27(3) Uiso 1 calc R . .
H5B H 0.0598 -0.0438 0.6803 0.27(3) Uiso 1 calc R . .
C6 C 0.11373(8) 0.0161(3) 0.6704(10) 0.0812(9) Uani 1 d . . .
H6A H 0.1159 0.0313 0.8749 0.097(8) Uiso 1 calc R . .
H6B H 0.1279 0.0928 0.5769 0.097(8) Uiso 1 calc R . .
C7 C 0.13100(8) -0.1294(3) 0.5982(8) 0.0728(8) Uani 1 d . . .
H7A H 0.1157 -0.2069 0.6776 0.088(7) Uiso 1 calc R . .
H7B H 0.1310 -0.1410 0.3921 0.088(7) Uiso 1 calc R . .
C8 C 0.16989(7) -0.1487(2) 0.7053(6) 0.0557(6) Uani 1 d . . .
H8A H 0.1698 -0.1423 0.9123 0.066(6) Uiso 1 calc R . .
H8B H 0.1786 -0.2460 0.6535 0.066(6) Uiso 1 calc R . .
N9 N 0.19535(5) -0.0406(2) 0.5923(4) 0.0480(4) Uani 1 d . . .
H9 H 0.19530(5) 0.045(3) 0.671(3) 0.056(7) Uiso 1 d R . .
C10 C 0.21915(6) -0.0715(2) 0.3833(5) 0.0405(4) Uani 1 d . . .
N11 N 0.24072(5) 0.04245(17) 0.2856(5) 0.0475(4) Uani 1 d . . .
H11 H 0.2529(5) 0.0400(2) 0.138(6) 0.049(7) Uiso 1 d R . .
N12 N 0.23163(5) 0.18648(18) 0.3520(4) 0.0479(5) Uani 1 d . . .
H12 H 0.2437(4) 0.2211(11) 0.507(5) 0.056(7) Uiso 1 d R . .
C13 C 0.20609(6) 0.2574(2) 0.1930(5) 0.0448(5) Uani 1 d . . .
O14 O 0.20296(5) 0.39634(16) 0.2887(4) 0.0557(4) Uani 1 d . . .
C15 C 0.17635(8) 0.4864(3) 0.1381(7) 0.0678(7) Uani 1 d . . .
H15A H 0.1774 0.4639 -0.0644 0.076(7) Uiso 1 calc R . .
H15B H 0.1828 0.5891 0.1624 0.076(7) Uiso 1 calc R . .
C16 C 0.13799(10) 0.4610(4) 0.2450(12) 0.1045(14) Uani 1 d . . .
H16A H 0.1377 0.4697 0.4494 0.153(11) Uiso 1 calc R . .
H16B H 0.1300 0.3644 0.1911 0.153(11) Uiso 1 calc R . .
H16C H 0.1216 0.5327 0.1633 0.153(11) Uiso 1 calc R . .
O18 O 0.18860(5) 0.20633(18) -0.0015(4) 0.0580(5) Uani 1 d . . .
O17 O 0.22345(4) -0.19519(15) 0.2828(4) 0.0533(4) Uani 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 .0181 .0091 '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 .0311 .0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0492 .0322 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C2 C1 118.2(5) . . ?
C2 C3 C4 117.7(5) . . ?
C5 C4 C3 115.8(4) . . ?
C4 C5 C6 116.0(4) . . ?
C5 C6 C7 115.8(3) . . ?
C8 C7 C6 114.6(3) . . ?
N9 C8 C7 113.0(2) . . ?
C10 N9 C8 122.26(19) . . ?
O17 C10 N9 123.8(2) . . ?
O17 C10 N11 119.51(19) . . ?
N9 C10 N11 116.68(18) . . ?
C10 N11 N12 120.36(19) . . ?
C13 N12 N11 119.38(18) . . ?
O18 C13 O14 124.9(2) . . ?
O18 C13 N12 126.2(2) . . ?
O14 C13 N12 108.87(18) . . ?
C13 O14 C15 115.21(19) . . ?
O14 C15 C16 111.4(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.482(7) . ?
C2 C3 1.396(6) . ?
C3 C4 1.514(6) . ?
C4 C5 1.491(6) . ?
C5 C6 1.495(4) . ?
C6 C7 1.502(4) . ?
C7 C8 1.500(4) . ?
C8 N9 1.447(3) . ?
N9 C10 1.331(3) . ?
C10 O17 1.230(2) . ?
C10 N11 1.375(3) . ?
N11 N12 1.387(2) . ?
N12 C13 1.349(3) . ?
C13 O18 1.201(3) . ?
C13 O14 1.347(2) . ?
O14 C15 1.446(3) . ?
C15 C16 1.489(5) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 179.1(6) . . . . ?
C2 C3 C4 C5 -179.5(6) . . . . ?
C3 C4 C5 C6 -175.3(5) . . . . ?
C4 C5 C6 C7 179.4(4) . . . . ?
C5 C6 C7 C8 -174.9(3) . . . . ?
C6 C7 C8 N9 -60.1(4) . . . . ?
C7 C8 N9 C10 -102.9(3) . . . . ?
C8 N9 C10 O17 -5.3(3) . . . . ?
C8 N9 C10 N11 177.1(2) . . . . ?
O17 C10 N11 N12 167.1(2) . . . . ?
N9 C10 N11 N12 -15.2(3) . . . . ?
C10 N11 N12 C13 -83.2(3) . . . . ?
N11 N12 C13 O18 3.0(3) . . . . ?
N11 N12 C13 O14 -177.46(19) . . . . ?
O18 C13 O14 C15 -0.3(3) . . . . ?
N12 C13 O14 C15 -179.9(2) . . . . ?
C13 O14 C15 C16 82.4(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21143256
