#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:33:27 +0100 (jue 24 de mar de 2016) $
#$Revision: 179585 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/50/4505018.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_4505018
loop_
_publ_author_name
'Fábián, László'
'Kálmán, Alajos'
'Argay, Gyula'
'Bernáth, Gábor'
'Gyarmati, Zsuzsanna Cs.'
_publ_section_title
;
 Crystal Engineering with Alicyclic β-Amino Acids:  Construction
 of Hydrogen-Bonded Bilayers
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              773
_journal_paper_doi               10.1021/cg0497997
_journal_volume                  5
_journal_year                    2005
_chemical_formula_moiety         'C8 H15 N O2'
_chemical_formula_sum            'C8 H15 N O2'
_chemical_formula_weight         157.21
_chemical_name_systematic
; 
 cis-2-aminocycloheptanecarboxylic acid
;
_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           SHELXL-97
_cell_angle_alpha                101.50(1)
_cell_angle_beta                 96.17(1)
_cell_angle_gamma                106.25(2)
_cell_formula_units_Z            2
_cell_length_a                   5.134(1)
_cell_length_b                   6.317(1)
_cell_length_c                   13.468(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.86
_cell_measurement_theta_min      24.97
_cell_volume                     404.68(12)
_computing_cell_refinement       'CAD4 Express'
_computing_data_collection       'CAD4 Express'
_computing_data_reduction        'XCAD4 (Harms 1996)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω--2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'CU k\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0259
_diffrn_reflns_av_sigmaI/netI    0.0390
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3778
_diffrn_reflns_theta_full        74.98
_diffrn_reflns_theta_max         74.98
_diffrn_reflns_theta_min         3.40
_diffrn_standards_decay_%        3
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_T_max  0.9315
_exptl_absorpt_correction_T_min  0.7812
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   'DATCOR (Reibenspies, 1989)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             172
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.423
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.262
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     101
_refine_ls_number_reflns         1654
_refine_ls_number_restraints     92
_refine_ls_restrained_S_all      1.227
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0581
_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)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1543
_refine_ls_wR_factor_ref         0.1595
_reflns_number_gt                1366
_reflns_number_total             1654
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg0497997si20040621_111010.cif
_cod_data_source_block           cmpd6
_cod_original_cell_volume        404.68(11)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4505018
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
N1 N 0.2313(3) 0.28023(19) 0.08005(9) 0.0317(3) Uani 1 1 d U
H1A H 0.1907 0.1365 0.0848 0.041 Uiso 1 1 calc R
H1B H 0.3675 0.3100 0.0442 0.041 Uiso 1 1 calc R
H1C H 0.0834 0.3024 0.0484 0.041 Uiso 1 1 calc R
O2 O 0.1524(3) 0.8789(2) 0.14172(10) 0.0449(4) Uani 1 1 d U
O3 O 0.2955(2) 0.69661(19) 0.01168(8) 0.0396(3) Uani 1 1 d U
C1 C 0.4722(3) 0.6780(2) 0.18018(10) 0.0301(3) Uani 1 1 d U
H1 H 0.6363 0.6716 0.1502 0.039 Uiso 1 1 calc R
C2 C 0.3192(3) 0.4342(2) 0.18537(10) 0.0274(3) Uani 1 1 d U
H2 H 0.4516 0.3806 0.2233 0.036 Uiso 1 1 calc R
C3 C 0.0714(3) 0.4087(3) 0.24066(11) 0.0338(4) Uani 1 1 d U
H3A H -0.0118 0.5254 0.2317 0.044 Uiso 1 1 calc R
H3B H -0.0646 0.2624 0.2092 0.044 Uiso 1 1 calc R
C4 C 0.1467(4) 0.4270(3) 0.35514(13) 0.0456(4) Uani 1 1 d U
H4A H -0.0220 0.3863 0.3830 0.059 Uiso 1 1 calc R
H4B H 0.2412 0.3169 0.3636 0.059 Uiso 1 1 calc R
C5 C 0.3276(4) 0.6602(4) 0.41779(13) 0.0524(5) Uani 1 1 d U
H5A H 0.2231 0.7663 0.4166 0.068 Uiso 1 1 calc R
H5B H 0.3683 0.6519 0.4887 0.068 Uiso 1 1 calc R
C6 C 0.5976(4) 0.7552(3) 0.38238(13) 0.0466(4) Uani 1 1 d U
H6A H 0.6845 0.6367 0.3695 0.061 Uiso 1 1 calc R
H6B H 0.7183 0.8772 0.4379 0.061 Uiso 1 1 calc R
C7 C 0.5736(5) 0.8455(3) 0.28625(14) 0.0545(5) Uani 1 1 d U
H7A H 0.7537 0.9466 0.2850 0.071 Uiso 1 1 calc R
H7B H 0.4509 0.9376 0.2943 0.071 Uiso 1 1 calc R
C8 C 0.2940(3) 0.7604(2) 0.10616(11) 0.0302(3) Uani 1 1 d U
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0416(7) 0.0265(6) 0.0309(6) 0.0112(4) 0.0104(5) 0.0120(5)
O2 0.0585(8) 0.0390(6) 0.0560(7) 0.0243(5) 0.0288(6) 0.0288(5)
O3 0.0458(7) 0.0456(6) 0.0353(6) 0.0175(5) 0.0131(5) 0.0192(5)
C1 0.0332(7) 0.0275(6) 0.0313(7) 0.0122(5) 0.0093(5) 0.0074(5)
C2 0.0322(7) 0.0268(6) 0.0287(7) 0.0126(5) 0.0102(5) 0.0117(5)
C3 0.0356(8) 0.0345(7) 0.0353(7) 0.0144(6) 0.0141(6) 0.0098(6)
C4 0.0545(10) 0.0524(10) 0.0372(8) 0.0198(7) 0.0235(7) 0.0159(8)
C5 0.0608(12) 0.0633(11) 0.0342(8) 0.0065(7) 0.0157(8) 0.0217(9)
C6 0.0503(10) 0.0506(9) 0.0345(8) 0.0054(7) 0.0035(7) 0.0137(8)
C7 0.0780(13) 0.0325(8) 0.0392(9) 0.0064(6) 0.0023(8) -0.0001(8)
C8 0.0346(7) 0.0229(6) 0.0382(7) 0.0157(5) 0.0132(6) 0.0082(5)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
C2 N1 H1A 109.5
C2 N1 H1B 109.5
H1A N1 H1B 109.5
C2 N1 H1C 109.5
H1A N1 H1C 109.5
H1B N1 H1C 109.5
C7 C1 C2 113.43(12)
C7 C1 C8 112.22(13)
C2 C1 C8 110.27(11)
C7 C1 H1 106.8
C2 C1 H1 106.8
C8 C1 H1 106.8
N1 C2 C3 109.24(11)
N1 C2 C1 110.54(11)
C3 C2 C1 115.65(11)
N1 C2 H2 107.0
C3 C2 H2 107.0
C1 C2 H2 107.0
C4 C3 C2 113.00(13)
C4 C3 H3A 109.0
C2 C3 H3A 109.0
C4 C3 H3B 109.0
C2 C3 H3B 109.0
H3A C3 H3B 107.8
C5 C4 C3 115.03(14)
C5 C4 H4A 108.5
C3 C4 H4A 108.5
C5 C4 H4B 108.5
C3 C4 H4B 108.5
H4A C4 H4B 107.5
C6 C5 C4 115.77(15)
C6 C5 H5A 108.3
C4 C5 H5A 108.3
C6 C5 H5B 108.3
C4 C5 H5B 108.3
H5A C5 H5B 107.4
C5 C6 C7 115.24(17)
C5 C6 H6A 108.5
C7 C6 H6A 108.5
C5 C6 H6B 108.5
C7 C6 H6B 108.5
H6A C6 H6B 107.5
C6 C7 C1 119.59(14)
C6 C7 H7A 107.4
C1 C7 H7A 107.4
C6 C7 H7B 107.4
C1 C7 H7B 107.4
H7A C7 H7B 107.0
O2 C8 O3 123.79(14)
O2 C8 C1 119.36(13)
O3 C8 C1 116.82(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
N1 C2 1.4927(17)
N1 H1A 0.8900
N1 H1B 0.8900
N1 H1C 0.8900
O2 C8 1.2469(18)
O3 C8 1.2573(17)
C1 C7 1.536(2)
C1 C2 1.5403(18)
C1 C8 1.5425(18)
C1 H1 0.9800
C2 C3 1.5282(19)
C2 H2 0.9800
C3 C4 1.522(2)
C3 H3A 0.9700
C3 H3B 0.9700
C4 C5 1.521(3)
C4 H4A 0.9700
C4 H4B 0.9700
C5 C6 1.516(3)
C5 H5A 0.9700
C5 H5B 0.9700
C6 C7 1.522(2)
C6 H6A 0.9700
C6 H6B 0.9700
C7 H7A 0.9700
C7 H7B 0.9700
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 H1A O2 0.89 1.90 2.7600(16) 160.8 1_545
N1 H1B O3 0.89 1.97 2.8227(18) 160.7 2_665
N1 H1C O3 0.89 2.03 2.9049(18) 168.6 2_565
N1 H1C O2 0.89 2.59 3.200(2) 126.3 2_565
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
C7 C1 C2 N1 -178.97(14)
C8 C1 C2 N1 54.20(15)
C7 C1 C2 C3 56.26(18)
C8 C1 C2 C3 -70.56(15)
N1 C2 C3 C4 143.95(12)
C1 C2 C3 C4 -90.62(15)
C2 C3 C4 C5 66.96(19)
C3 C4 C5 C6 -56.2(2)
C4 C5 C6 C7 75.6(2)
C5 C6 C7 C1 -77.0(2)
C2 C1 C7 C6 18.4(3)
C8 C1 C7 C6 144.22(18)
C7 C1 C8 O2 -30.60(18)
C2 C1 C8 O2 96.89(15)
C7 C1 C8 O3 151.39(14)
C2 C1 C8 O3 -81.11(15)
