#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:02:58 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180409 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/78/7207805.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_7207805
loop_
_publ_author_name
'Graus, Sara'
'Uriel, Santiago'
'Serrano, José Luis'
_publ_section_title
;
 Supramolecular hydrogen-bonding patterns in 4′-substituted
 cyclohexane-5-spirohydantoin
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              3759
_journal_paper_doi               10.1039/c2ce06560f
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C18 H24 N2 O4'
_chemical_formula_weight         332.39
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           'CrysAlis RED'
_cell_angle_alpha                89.21(4)
_cell_angle_beta                 85.91(3)
_cell_angle_gamma                66.67(4)
_cell_formula_units_Z            2
_cell_length_a                   6.047(2)
_cell_length_b                   6.272(3)
_cell_length_c                   26.102(8)
_cell_measurement_temperature    293(2)
_cell_volume                     906.6(7)
_computing_cell_refinement
'CrysAlis RED Oxford Diffraction Ltd.Version 1.171.29.10'
_computing_data_collection
'CrysAlis CCD Oxford Diffraction Ltd.Version 1.171.29.10'
_computing_data_reduction
'CrysAlis RED Oxford Diffraction Ltd.Version 1.171.29.10'
_computing_molecular_graphics    'BRUKER SHELXTL'
_computing_publication_material  'BRUKER SHELXTL'
_computing_structure_refinement  'BRUKER SHELXTL'
_computing_structure_solution    'BRUKER SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.3990
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.972
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0327
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            15453
_diffrn_reflns_theta_full        23.23
_diffrn_reflns_theta_max         23.23
_diffrn_reflns_theta_min         3.13
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             356
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.366
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         2525
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0594
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1271P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1783
_refine_ls_wR_factor_ref         0.1911
_reflns_number_gt                1737
_reflns_number_total             2525
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06560f.txt
_cod_data_source_block           rx006
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        906.7(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7207805
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O -0.2795(3) 0.6487(3) 0.53921(8) 0.0479(6) Uani 1 1 d .
C1 C -0.3811(5) 0.7029(5) 0.49808(13) 0.0397(7) Uani 1 1 d .
N1 N -0.2706(5) 0.6574(4) 0.45078(10) 0.0464(7) Uani 1 1 d .
HN1 H -0.109(6) 0.578(5) 0.4489(11) 0.046(8) Uiso 1 1 d .
N2 N -0.6498(4) 0.8285(4) 0.49284(10) 0.0399(7) Uani 1 1 d .
HN2 H -0.779(6) 0.891(5) 0.5168(12) 0.052(9) Uiso 1 1 d .
O2 O -0.9310(3) 0.9717(3) 0.42719(8) 0.0506(6) Uani 1 1 d .
C2 C -0.7119(5) 0.8648(4) 0.44257(12) 0.0392(7) Uani 1 1 d .
O3 O 0.0753(4) 0.5057(4) 0.27934(10) 0.0710(8) Uani 1 1 d .
C3 C -0.4570(5) 0.7455(5) 0.41003(11) 0.0395(8) Uani 1 1 d .
C4 C -0.4320(6) 0.9177(6) 0.37316(14) 0.0482(9) Uani 1 1 d .
H4B H -0.590(5) 1.009(5) 0.3520(11) 0.045(7) Uiso 1 1 d .
H4A H -0.448(5) 1.025(6) 0.3918(12) 0.046(9) Uiso 1 1 d .
C5 C -0.1842(6) 0.7997(6) 0.33952(14) 0.0532(9) Uani 1 1 d .
H5B H -0.024(7) 0.729(6) 0.3593(13) 0.068(10) Uiso 1 1 d .
H5A H -0.180(6) 0.923(6) 0.3129(13) 0.070(10) Uiso 1 1 d .
C6 C -0.1663(6) 0.6082(5) 0.30958(13) 0.0490(8) Uani 1 1 d .
H6 H -0.301(6) 0.680(5) 0.2888(12) 0.051(9) Uiso 1 1 d .
C7 C -0.1814(6) 0.4324(6) 0.34540(14) 0.0521(9) Uani 1 1 d .
H7B H -0.168(5) 0.303(6) 0.3248(12) 0.056(9) Uiso 1 1 d .
H7A H -0.024(6) 0.354(5) 0.3638(11) 0.049(8) Uiso 1 1 d .
C8 C -0.4327(6) 0.5498(6) 0.37848(14) 0.0488(9) Uani 1 1 d .
H8A H -0.577(6) 0.619(5) 0.3559(12) 0.056(9) Uiso 1 1 d .
H8B H -0.452(5) 0.440(5) 0.4002(11) 0.042(8) Uiso 1 1 d .
C9 C 0.1307(6) 0.3359(6) 0.24538(14) 0.0615(10) Uani 1 1 d .
C10 C -0.0499(9) 0.3135(8) 0.22166(18) 0.0855(14) Uani 1 1 d .
H10 H -0.211(8) 0.416(7) 0.2279(17) 0.097(14) Uiso 1 1 d .
C11 C 0.0281(10) 0.1321(9) 0.1881(2) 0.0974(16) Uani 1 1 d .
H11 H -0.089(8) 0.122(8) 0.1687(18) 0.103(15) Uiso 1 1 d .
C12 C 0.2898(9) -0.0261(7) 0.17830(18) 0.0871(14) Uani 1 1 d .
C13 C 0.4693(9) 0.0011(8) 0.20081(19) 0.0829(13) Uani 1 1 d .
H13 H 0.660(10) -0.117(9) 0.189(2) 0.142(18) Uiso 1 1 d .
C14 C 0.3926(8) 0.1783(7) 0.23405(17) 0.0722(11) Uani 1 1 d .
H14 H 0.508(7) 0.201(7) 0.2549(15) 0.085(13) Uiso 1 1 d .
O4 O 0.3861(7) -0.2114(6) 0.14681(14) 0.1284(14) Uani 1 1 d G
C15 C 0.2181(6) -0.2597(7) 0.1273(2) 0.149(3) Uani 1 1 d G
C16 C 0.3740(8) -0.4907(6) 0.09633(15) 0.161(3) Uani 1 1 d G
C18 C 0.3507(16) -0.7737(10) 0.0456(2) 0.276(7) Uani 1 1 d G
C17 C 0.2001(11) -0.5421(9) 0.0750(2) 0.230(5) Uani 1 1 d G
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
O1 C1 N1 125.8(3)
O1 C1 N2 126.3(3)
N1 C1 N2 108.0(3)
C1 N1 C3 110.4(3)
C2 N2 C1 113.9(3)
O2 C2 N2 126.4(3)
O2 C2 C3 130.4(3)
N2 C2 C3 103.2(2)
C9 O3 C6 122.9(2)
C8 C3 C4 104.6(3)
C8 C3 N1 107.8(2)
C4 C3 N1 117.2(2)
C8 C3 C2 115.0(2)
C4 C3 C2 108.1(2)
N1 C3 C2 104.6(2)
C3 C4 C5 108.7(3)
C6 C5 C4 114.5(3)
C5 C6 C7 106.7(3)
C5 C6 O3 110.9(3)
C7 C6 O3 107.7(3)
C6 C7 C8 106.5(3)
C3 C8 C7 115.3(3)
O3 C9 C10 118.3(3)
O3 C9 C14 118.7(3)
C10 C9 C14 123.0(4)
C9 C10 C11 113.0(5)
C10 C11 C12 123.1(5)
O4 C12 C13 108.2(4)
O4 C12 C11 128.1(5)
C13 C12 C11 123.7(4)
C14 C13 C12 113.2(4)
C13 C14 C9 124.0(4)
C15 O4 C12 111.1(3)
O4 C15 C16 101.2
C17 C16 C15 101.9
C16 C17 C18 102.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.251(3)
C1 N1 1.339(4)
C1 N2 1.515(4)
N1 C3 1.539(4)
N2 C2 1.382(4)
O2 C2 1.316(3)
C2 C3 1.604(4)
O3 C9 1.317(4)
O3 C6 1.509(4)
C3 C8 1.440(4)
C3 C4 1.482(4)
C4 C5 1.586(5)
C5 C6 1.406(4)
C6 C7 1.463(5)
C7 C8 1.594(5)
C9 C10 1.348(6)
C9 C14 1.509(5)
C10 C11 1.352(6)
C11 C12 1.504(7)
C12 O4 1.337(5)
C12 C13 1.339(6)
C13 C14 1.328(6)
O4 C15 1.3061
C15 C16 1.5751
C16 C17 1.3691
C18 C17 1.5535
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 HN1 O1 0.90(3) 2.26(3) 3.142(4) 168(3) 2_566
N2 HN2 O2 0.92(3) 2.10(4) 3.025(4) 179(3) 2_376
