#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/62/7216290.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_7216290
loop_
_publ_author_name
'Grosshans, Philippe'
'Jouaiti, Abdelaziz'
'Bulach, V�ronique'
'Planeix, Jean-Marc'
'Hosseini, Mir Wais'
'Nicoud, Jean-Fran�ois'
_publ_section_title
;
 Molecular tectonics: design of enantiomerically pure single-stranded
 helical H-bonded molecular networks
;
_journal_issue                   73
_journal_name_full               CrystEngComm
_journal_page_first              414
_journal_paper_doi               10.1039/b312172k
_journal_volume                  5
_journal_year                    2003
_chemical_formula_moiety         'C12 H13 N O5'
_chemical_formula_sum            'C12 H13 N O5'
_chemical_formula_weight         251.24
_chemical_name_systematic        ' ?'
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.3603(1)
_cell_length_b                   7.8252(2)
_cell_length_c                   23.5330(5)
_cell_measurement_temperature    173
_cell_volume                     1171.25(4)
_computing_publication_material  CIFGEN_IN_OpenMoleN_(_1997)
_computing_structure_refinement  LSFM_OpenMoleN_(_1997)
_computing_structure_solution    Direct_methods_(SIR,_Burla_et_al.,_1989)
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
3364 reflections were collected using program Collect
("Collect" Data collection software, Nonius B.V., 1998)
The conditions were as follow : crystal to detector distance =  36. mm.
Scan angle =  1.3 deg 1 scans of   51 sec per frame.
Data collection was divided into  2 set(s)
with the following starting angles and number of frames :

Set 1 Theta =    8.80 Omega =    0.00 Kappa =    0.00  137 frames
Set 2 Theta =   -8.50 Kappa = -132.00 Phi   =    0.00   23 frames
Friedel pairs were averaged. Internal R = 0.04
;
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'π scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_av_sigmaI/netI    0.333
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            3364
_diffrn_reflns_theta_full        30.02
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_min         2.5
_diffrn_source                   xray_tube
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.112
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.42
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.354
_refine_ls_abs_structure_details 'Flack H D  (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(1)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.248
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2520
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.055
_refine_ls_R_factor_gt           0.038
_refine_ls_shift/esd_mean        0.002
_refine_ls_shift/su_max          0.014
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.064
_refine_ls_wR_factor_ref         0.056
_reflns_number_gt                2520
_reflns_number_total             3364
_reflns_threshold_expression     >3.0σ(I)
_cod_data_source_file            b312172k.txt
_cod_data_source_block           st1427
_cod_original_sg_symbol_Hall     ' P 2ac 2ab'
_cod_database_code               7216290
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,-y,1/2+z
-x,1/2+y,1/2-z
1/2+x,1/2-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_calc_attached_atom
_atom_site_type_symbol
C1 0.7284(3) 0.3258(2) 0.16762(6) 0.0258(7) Uani ? ? C
C2 0.9225(3) 0.4076(2) 0.17129(7) 0.0337(8) Uani ? ? C
C3 1.0077(3) 0.4365(3) 0.22398(8) 0.0429(9) Uani ? ? C
C4 0.8971(3) 0.3845(3) 0.27151(7) 0.0399(9) Uani ? ? C
N 0.7107(3) 0.3065(2) 0.26916(5) 0.0371(7) Uani ? ? N
C5 0.6303(3) 0.2768(2) 0.21785(6) 0.0309(8) Uani ? ? C
C6 0.6351(2) 0.2901(2) 0.11043(6) 0.0245(7) Uani ? ? C
O1 0.7090(2) 0.3424(2) 0.06651(4) 0.0306(5) Uani ? ? O
O2 0.4627(2) 0.1922(1) 0.11431(4) 0.0264(5) Uani ? ? O
C7 0.3661(3) 0.1418(2) 0.06123(6) 0.0257(7) Uani ? ? C
C8 0.1503(3) 0.0749(3) 0.07555(7) 0.0310(8) Uani ? ? C
O3 0.1841(2) -0.0970(2) 0.09368(4) 0.0301(5) Uani ? ? O
C9 0.3330(3) -0.1663(2) 0.05484(6) 0.0278(7) Uani ? ? C
C10 0.4763(2) -0.0174(2) 0.03675(6) 0.0243(7) Uani ? ? C
O4 0.6797(2) -0.0513(2) 0.06025(4) 0.0285(5) Uani ? ? O
C11 0.6546(3) -0.1746(2) 0.10447(7) 0.0311(8) Uani ? ? C
C12 0.4774(3) -0.2910(2) 0.08504(6) 0.0287(7) Uani ? ? C
O5 0.3831(2) -0.3875(2) 0.12878(5) 0.0353(6) Uani ? ? O
H01 0.3411 -0.3130 0.1568 0.0456 Uiso ? ? H
H1 0.9946 0.4428 0.1379 0.0443 Uiso calc C2 H
H2 1.1403 0.4913 0.2277 0.0560 Uiso calc C3 H
H3 0.9571 0.4053 0.3078 0.0532 Uiso calc C4 H
H4 0.4991 0.2191 0.2154 0.0405 Uiso calc C5 H
H5 0.3702 0.2363 0.0359 0.0334 Uiso calc C7 H
H6 0.0617 0.0778 0.0431 0.0413 Uiso calc C8 H
H7 0.0887 0.1405 0.1052 0.0413 Uiso calc C8 H
H8 0.2611 -0.2207 0.0244 0.0365 Uiso calc C9 H
H9 0.4965 -0.0020 -0.0029 0.0319 Uiso calc C10 H
H10 0.6184 -0.1199 0.1392 0.0407 Uiso calc C11 H
H11 0.7806 -0.2381 0.1095 0.0407 Uiso calc C11 H
H12 0.5230 -0.3815 0.0611 0.0377 Uiso calc C12 H
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1
H 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1
N 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1
O 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C2 C1 C5 118.1(2)
C2 C1 C6 119.5(2)
C5 C1 C6 122.3(2)
C1 C2 C3 118.8(2)
C2 C3 C4 118.8(2)
C3 C4 N 123.6(2)
C4 N C5 117.3(2)
C1 C5 N 123.4(2)
C1 C6 O1 123.5(2)
C1 C6 O2 111.7(1)
O1 C6 O2 124.8(1)
C6 O2 C7 116.4(1)
O2 C7 C8 106.8(1)
O2 C7 C10 110.5(1)
C8 C7 C10 102.5(1)
C7 C8 O3 104.9(1)
C8 O3 C9 105.5(1)
O3 C9 C10 106.4(1)
O3 C9 C12 110.3(1)
C10 C9 C12 104.9(1)
C7 C10 C9 103.9(1)
C7 C10 O4 114.6(1)
C9 C10 O4 106.7(1)
C10 O4 C11 107.8(1)
O4 C11 C12 105.6(1)
C9 C12 C11 101.8(1)
C9 C12 O5 115.4(2)
C11 C12 O5 114.6(1)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.394(3)
C1 C5 1.391(2)
C1 C6 1.497(2)
C2 C3 1.372(3)
C3 C4 1.383(3)
C4 N 1.335(3)
N C5 1.332(2)
C6 O1 1.207(2)
C6 O2 1.341(2)
O2 C7 1.447(2)
C7 C8 1.507(3)
C7 C10 1.541(2)
C8 O3 1.428(2)
O3 C9 1.423(2)
C9 C10 1.540(3)
C9 C12 1.517(3)
C10 O4 1.432(2)
O4 C11 1.428(2)
C11 C12 1.520(3)
C12 O5 1.411(2)
