#------------------------------------------------------------------------------
#$Date: 2018-06-17 17:45:41 +0200 (dom 17 de jun de 2018) $
#$Revision: 208466 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/35/2003526.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_2003526
loop_
_publ_author_name
'Brouillette, W. J.'
'Gray, G. M.'
'Saeed, A.'
_publ_section_title
;
 Conformationally Defined Cyclohexyl Carnitine Analogs
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1160
_journal_page_last               1164
_journal_paper_doi               10.1107/S0108270194010322
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source        'Prepared by authors'
_chemical_formula_sum            'C10 H20 Cl N O3'
_chemical_formula_weight         237.73
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_type_scat_source           'Cromer & Waber (1974)'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.123(2)
_cell_length_b                   11.237(2)
_cell_length_c                   14.989(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296
_cell_measurement_theta_max      35
_cell_measurement_theta_min      25
_cell_volume                     1199.7(4)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  none
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1468
_diffrn_reflns_theta_max         74
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.78
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.940
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       'Needle cut into block'
_exptl_crystal_size_max          0.73
_exptl_crystal_size_mid          0.67
_exptl_crystal_size_min          0.60
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.239
_refine_ls_extinction_coef       1.36(3)E-5
_refine_ls_extinction_method     'Zachariasen (1963)'
_refine_ls_goodness_of_fit_obs   '1.92 (or 2.97)'
_refine_ls_hydrogen_treatment    'refxyz (O-H 0.74-0.80; C-H 0.82-1.09\%A)'
_refine_ls_number_parameters     197
_refine_ls_number_reflns         1394
_refine_ls_R_factor_obs          '0.030 (or 0.045)'
_refine_ls_shift/esd_max         0.02
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/σ²(Fₒ)'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         '0.041 (or 0.063)'
_reflns_number_observed          1394
_reflns_number_total             1441
_reflns_observed_criterion       I>=3\s(I)
_cod_data_source_file            bk1049.cif
_cod_data_source_block           4
_cod_depositor_comments
;
 Updating space group information and adding the symmetry operation list.

 Antanas Vaitkus,
 2018-06-18


  Adding the _atom_site_type_symbol data item to prevent confusion
  between hydrogen and holmium.

  Andrius Merkys
  2013-10-15

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/\s^2^(F~o~)' was changed
to 'calc'. New tag '_refine_ls_weighting_details' was created. The
value of the new tag was set to 'w = 1/\s^2^(F~o~)'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_formula_sum        'C10 H20 Cl1 N1 O3'
_cod_database_code               2003526
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,-y,z+1/2
3 x+1/2,-y+1/2,-z
4 -x,y+1/2,-z+1/2
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
Cl Cl .58061(7) 1.00084(4) .84718(3) 3.532(9)
O O1 .5995(2) .7673(1) .9472(1) 4.18(3)
O O2 .7885(3) .6891(1) .8454(1) 5.13(4)
O O3 .8533(3) .3827(1) 1.0015(1) 4.55(3)
N N1 .8584(2) .3359(1) .7992(1) 2.61(3)
C C1 .7066(3) .5722(2) .9737(1) 2.72(3)
C C2 .8288(3) .4718(2) .9352(1) 2.74(3)
C C3 .7285(2) .4162(2) .8553(1) 2.39(3)
C C4 .5453(3) .3585(2) .8852(1) 3.28(4)
C C5 .4209(3) .4573(2) .9230(2) 3.87(4)
C C6 .5120(3) .5255(2) .9991(1) 3.57(4)
C C7 .7022(3) .6808(2) .9142(1) 2.75(3)
C C8 .7489(3) .2753(2) .7267(1) 3.97(4)
C C9 1.0040(4) .4123(2) .7548(2) 4.38(4)
C C10 .9558(3) .2406(2) .8516(2) 3.90(4)
H H1 .770(3) .600(2) 1.029(1) 3.5
H H2 .948(3) .508(2) .923(1) 3.6
H H3 .706(3) .485(2) .814(1) 3.1
H H4 .561(3) .298(2) .929(1) 4.3
H H4' .459(3) .327(2) .835(1) 4.3
H H5 .325(3) .424(2) .941(2) 5.0
H H5' .388(3) .512(2) .876(2) 5.0
H H6 .434(3) .596(2) 1.015(2) 4.6
H H6' .530(3) .468(2) 1.053(2) 4.6
H H8 .676(3) .212(2) .755(1) 5.2
H H8' .677(4) .334(2) .703(2) 5.2
H H8" .830(4) .236(3) .681(2) 5.2
H H9 .944(3) .471(2) .722(2) 5.7
H H9' 1.080(3) .449(2) .802(2) 5.7
H H9" 1.092(3) .358(2) .712(2) 5.7
H H10 1.051(3) .273(3) .903(2) 5.1
H H10' .856(4) .188(2) .874(2) 5.1
H H10" 1.050(3) .192(2) .808(2) 5.1
H HO1 .603(3) .819(2) .916(2) 5.4
H HO3 .928(3) .413(2) 1.035(2) 5.9
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C3 N1 C8 110.40(10) yes
C3 N1 C9 108.80(10) yes
C3 N1 C10 114.20(10) yes
C2 C1 C6 110.80(10) yes
C2 C1 C7 112.5(2) yes
C6 C1 C7 113.9(2) yes
O3 C2 C1 108.90(10) yes
O3 C2 C3 108.40(10) yes
C1 C2 C3 109.30(10) yes
N1 C3 C2 112.70(10) yes
N1 C3 C4 115.20(10) yes
O1 C7 O2 123.4(2) yes
O1 C7 C1 112.7(2) yes
O2 C7 C1 123.8(2) yes
C2 C3 C4 110.10(10) yes
C3 C4 C5 107.2(2) yes
C4 C5 C6 113.4(2) yes
C1 C6 C5 111.9(2) yes
C7 O1 HO1 109(2) no
C2 O3 HO3 102(2) no
C8 N1 C9 107.3(2) no
C8 N1 C10 107.20(10) no
C9 N1 C10 108.7(2) no
C2 C1 H1 107.0(10) no
C6 C1 H1 108.10(10) no
C7 C1 H1 104.0(10) no
O3 C2 H2 109.0(10) no
C1 C2 H2 105.0(10) no
C3 C2 H2 116.0(10) no
C5 C6 H6' 109.0(10) no
H6 C6 H6' 112(2) no
N1 C8 H8 107.0(10) no
N1 C8 H8' 105(2) no
N1 C8 H8" 113.0(10) no
H8 C8 H8' 113(2) no
H8 C8 H8" 106(2) no
H8' C8 H8" 112(2) no
N1 C9 H9 109.0(10) no
N1 C3 H3 102.0(10) no
C2 C3 H3 104.0(10) no
C4 C3 H3 112.0(10) no
C3 C4 H4 114.0(10) no
C3 C4 H4' 116.0(10) no
C5 C4 H4 110.0(10) no
C5 C4 H4' 100.0(10) no
H4 C4 H4' 109(2) no
C4 C5 H5 106(2) no
C4 C5 H5' 109(2) no
C6 C5 H5 109(2) no
C6 C5 H5' 109(2) no
H5 C5 H5' 109(2) no
C1 C6 H6 107.0(10) no
C1 C6 H6' 107.0(10) no
C5 C6 H6 110.0(10) no
N1 C9 H9' 108.0(10) no
N1 C9 H9" 110.0(10) no
H9 C9 H9' 110(2) no
H9 C9 H9" 110(2) no
H9' C9 H9" 110(2) no
N1 C10 H10 115.0(10) no
N1 C10 H10' 106(2) no
N1 C10 H10" 109.0(10) no
H10 C10 H10' 114(2) no
H10 C10 H10" 102(2) no
H10' C10 H10" 110(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C7 1.313(2) yes
O2 C7 1.204(3) yes
O3 C2 1.421(2) yes
N1 C3 1.542(2) yes
N1 C8 1.500(3) yes
N1 C9 1.502(3) yes
N1 C10 1.498(3) yes
C1 C2 1.537(3) yes
C1 C6 1.530(3) yes
C1 C7 1.513(3) yes
C2 C3 1.529(2) yes
C3 C4 1.524(3) yes
C4 C5 1.529(3) yes
C5 C6 1.520(3) yes
O1 HO1 0.74(3) no
O3 HO3 0.80(3) no
C1 H1 1.00(2) no
C2 H2 0.95(2) no
C3 H3 1.01(2) no
C4 H4 0.95(2) no
C4 H4' 1.04(2) no
C5 H5 0.82(2) no
C5 H5' 0.96(3) no
C6 H6 1.00(2) no
C6 H6' 1.05(2) no
C8 H8 0.98(3) no
C8 H8' 0.91(2) no
C8 H8" 1.00(3) no
C9 H9 0.93(3) no
C9 H9' 0.99(3) no
C9 H9" 1.08(2) no
C10 H10 1.09(2) no
C10 H10' 0.98(3) no
C10 H10" 1.09(2) no
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_publ_flag
C6 C1 C2 C3 56.6(2) yes
C7 C1 C2 O3 169.6(2) yes
C7 C1 C2 C3 -72.1(2) yes
C2 C1 C6 C5 -51.3(2) yes
C2 C1 C7 O2 -1.83(3) yes
O3 C2 C3 N1 -74.9(2) yes
C1 C2 C3 N1 166.40(10) yes
C1 C2 C3 C4 -63.4(2) yes
C2 C3 C4 C5 62.2(2) yes
C3 C4 C5 C6 -57.0(2) yes
C4 C5 C6 C1 52.7(2) yes
C8 N1 C3 C2 175.00(15) no
C8 N1 C3 C4 47.5(2) no
C9 N1 C3 C2 -67.55(19) no
C9 N1 C3 C4 164.96(17) no
C10 N1 C3 C2 54.09(19) no
C10 N1 C3 C4 -73.4(2) no
C6 C1 C2 O3 -61.7(2) no
C7 C1 C6 C5 76.7(2) no
C2 C1 C7 O1 -179.35(16) no
C6 C1 C7 O1 53.6(2) no
C6 C1 C7 O2 -128.9(2) no
O3 C2 C3 C4 55.19(19) no
N1 C3 C4 C5 -169.02(15) no
