#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/51/7105143.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_7105143
loop_
_publ_author_name
'Uraguchi, Daisuke'
'Koshimoto, Kyohei'
'Ooi, Takashi'
_publ_section_title
;
 Flexible synthesis, structural determination, and synthetic
 application of a new C1-symmetric chiral ammonium betaine.
;
_journal_issue                   2
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              300
_journal_page_last               302
_journal_paper_doi               10.1039/b916627k
_journal_volume                  46
_journal_year                    2009
_chemical_formula_sum            'C38 H41 N O4'
_chemical_formula_weight         575.72
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_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                 109.875(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.552(5)
_cell_length_b                   9.827(5)
_cell_length_c                   14.569(7)
_cell_measurement_reflns_used    3331
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      2.55
_cell_volume                     1555.4(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_av_sigmaI/netI    0.0515
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11719
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         1.49
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_correction_T_min  0.9543
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.229
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -1.4(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         6478
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0496
_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)+(0.0622P)²+0.2247P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1157
_refine_ls_wR_factor_ref         0.1216
_reflns_number_gt                5585
_reflns_number_total             6478
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b916627k.txt
_cod_data_source_block           8702kos
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               7105143
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.51765(12) 0.59231(15) 0.68916(10) 0.0245(3) Uani 1 1 d . . .
C1 C 0.59908(18) 0.4179(2) 0.80795(14) 0.0203(4) Uani 1 1 d . . .
C4 C 0.36256(18) 0.3735(2) 0.81171(15) 0.0229(4) Uani 1 1 d . . .
H4 H 0.2815 0.3590 0.8124 0.028 Uiso 1 1 calc R . .
C11 C 0.72748(18) 0.4371(2) 0.80769(13) 0.0202(4) Uani 1 1 d . . .
C5 C 0.45937(18) 0.2964(2) 0.87544(14) 0.0226(4) Uani 1 1 d . . .
C10 C 0.58008(18) 0.3182(2) 0.87328(13) 0.0208(4) Uani 1 1 d . . .
C3 C 0.37983(18) 0.4688(2) 0.74865(14) 0.0215(4) Uani 1 1 d . . .
C6 C 0.43784(19) 0.1971(2) 0.93814(15) 0.0275(5) Uani 1 1 d . . .
H6 H 0.3563 0.1831 0.9378 0.033 Uiso 1 1 calc R . .
C9 C 0.6754(2) 0.2390(2) 0.93849(15) 0.0282(5) Uani 1 1 d . . .
H9 H 0.7577 0.2523 0.9407 0.034 Uiso 1 1 calc R . .
C19 C 0.7402(2) 0.6596(2) 0.89424(15) 0.0271(4) Uani 1 1 d . . .
H19 H 0.6570 0.6511 0.8910 0.033 Uiso 1 1 calc R . .
C20 C 0.79415(18) 0.5554(2) 0.85430(14) 0.0215(4) Uani 1 1 d . . .
C2 C 0.50225(18) 0.4975(2) 0.74767(14) 0.0208(4) Uani 1 1 d . . .
C13 C 0.91510(18) 0.3479(2) 0.78677(14) 0.0224(4) Uani 1 1 d . . .
C14 C 0.97671(18) 0.4644(2) 0.82786(15) 0.0241(4) Uani 1 1 d . . .
H14 H 1.0608 0.4737 0.8339 0.029 Uiso 1 1 calc R . .
C33 C 0.71626(19) 0.2155(2) 0.71737(14) 0.0239(4) Uani 1 1 d . . .
H33A H 0.6488 0.1950 0.7427 0.029 Uiso 1 1 calc R . .
H33B H 0.7728 0.1365 0.7326 0.029 Uiso 1 1 calc R . .
N1 N 0.66096(15) 0.23027(19) 0.60581(12) 0.0254(4) Uani 1 1 d . . .
C21 C 0.26876(18) 0.5346(2) 0.67933(14) 0.0226(4) Uani 1 1 d . . .
C7 C 0.5311(2) 0.1212(2) 0.99890(17) 0.0337(5) Uani 1 1 d . . .
H7 H 0.5154 0.0548 1.0406 0.040 Uiso 1 1 calc R . .
C12 C 0.78548(17) 0.3379(2) 0.77094(13) 0.0209(4) Uani 1 1 d . . .
C15 C 0.91925(18) 0.5705(2) 0.86140(14) 0.0234(4) Uani 1 1 d . . .
C8 C 0.6518(2) 0.1434(3) 0.99857(17) 0.0331(5) Uani 1 1 d . . .
H8 H 0.7178 0.0913 1.0407 0.040 Uiso 1 1 calc R . .
C27 C 0.98964(18) 0.2336(2) 0.76820(15) 0.0242(4) Uani 1 1 d . . .
C16 C 0.9845(2) 0.6885(2) 0.90616(16) 0.0299(5) Uani 1 1 d . . .
H16 H 1.0680 0.6992 0.9106 0.036 Uiso 1 1 calc R . .
C22 C 0.2097(2) 0.4747(2) 0.58904(15) 0.0290(5) Uani 1 1 d . . .
H22 H 0.2476 0.4003 0.5685 0.035 Uiso 1 1 calc R . .
C35 C 0.6227(2) 0.0912(3) 0.56383(18) 0.0350(5) Uani 1 1 d . . .
H35A H 0.6956 0.0331 0.5776 0.052 Uiso 1 1 calc R . .
H35B H 0.5816 0.0984 0.4931 0.052 Uiso 1 1 calc R . .
H35C H 0.5660 0.0513 0.5934 0.052 Uiso 1 1 calc R . .
C18 C 0.8064(2) 0.7719(3) 0.93729(17) 0.0333(5) Uani 1 1 d . . .
H18 H 0.7687 0.8403 0.9636 0.040 Uiso 1 1 calc R . .
C32 C 1.05664(19) 0.2513(2) 0.70537(16) 0.0288(5) Uani 1 1 d . . .
H32 H 1.0475 0.3326 0.6683 0.035 Uiso 1 1 calc R . .
C17 C 0.9296(2) 0.7873(3) 0.94306(17) 0.0337(5) Uani 1 1 d . . .
H17 H 0.9745 0.8661 0.9725 0.040 Uiso 1 1 calc R . .
C31 C 1.1368(2) 0.1504(3) 0.69693(18) 0.0379(6) Uani 1 1 d . . .
H31 H 1.1822 0.1632 0.6542 0.045 Uiso 1 1 calc R . .
C26 C 0.2124(2) 0.6440(3) 0.70675(19) 0.0411(6) Uani 1 1 d . . .
H26 H 0.2522 0.6878 0.7675 0.049 Uiso 1 1 calc R . .
C23 C 0.0966(2) 0.5219(3) 0.52857(16) 0.0355(5) Uani 1 1 d . . .
H23 H 0.0575 0.4801 0.4669 0.043 Uiso 1 1 calc R . .
C24 C 0.0403(2) 0.6294(3) 0.55761(19) 0.0392(6) Uani 1 1 d . . .
H24 H -0.0379 0.6609 0.5166 0.047 Uiso 1 1 calc R . .
C34 C 0.7516(2) 0.2865(3) 0.56262(16) 0.0349(5) Uani 1 1 d . . .
H34A H 0.7745 0.3792 0.5868 0.052 Uiso 1 1 calc R . .
H34B H 0.7144 0.2882 0.4913 0.052 Uiso 1 1 calc R . .
H34C H 0.8253 0.2290 0.5815 0.052 Uiso 1 1 calc R . .
C36 C 0.5503(2) 0.3204(3) 0.57727(16) 0.0340(5) Uani 1 1 d . . .
H36A H 0.5153 0.3259 0.5060 0.051 Uiso 1 1 calc R . .
H36B H 0.5741 0.4116 0.6043 0.051 Uiso 1 1 calc R . .
H36C H 0.4888 0.2828 0.6029 0.051 Uiso 1 1 calc R . .
C28 C 1.0037(2) 0.1127(3) 0.8211(2) 0.0375(6) Uani 1 1 d . . .
H28 H 0.9577 0.0983 0.8633 0.045 Uiso 1 1 calc R . .
C29 C 1.0845(3) 0.0137(3) 0.8122(3) 0.0535(8) Uani 1 1 d . . .
H29 H 1.0947 -0.0678 0.8492 0.064 Uiso 1 1 calc R . .
C30 C 1.1504(2) 0.0333(3) 0.7496(2) 0.0487(7) Uani 1 1 d . . .
H30 H 1.2053 -0.0352 0.7434 0.058 Uiso 1 1 calc R . .
C25 C 0.0984(3) 0.6906(3) 0.6464(2) 0.0505(7) Uani 1 1 d . . .
H25 H 0.0602 0.7650 0.6665 0.061 Uiso 1 1 calc R . .
O4 O 0.3243(2) 0.0915(2) 0.57671(16) 0.0583(6) Uani 1 1 d . . .
O3 O 0.4516(2) 0.85733(19) 0.67865(13) 0.0497(5) Uani 1 1 d . . .
H3 H 0.4658 0.7733 0.6818 0.075 Uiso 1 1 calc R . .
O2 O 0.6868(2) 0.6466(3) 0.61157(16) 0.0674(7) Uani 1 1 d . . .
H2 H 0.6410 0.6343 0.6449 0.101 Uiso 1 1 calc R . .
C38 C 0.7667(3) 0.7513(3) 0.6509(2) 0.0501(7) Uani 1 1 d . . .
H38A H 0.7892 0.7961 0.5993 0.075 Uiso 1 1 calc R . .
H38B H 0.8409 0.7154 0.7005 0.075 Uiso 1 1 calc R . .
H38C H 0.7270 0.8173 0.6810 0.075 Uiso 1 1 calc R . .
C37 C 0.4916(3) 0.9127(3) 0.7733(2) 0.0525(7) Uani 1 1 d . . .
H37A H 0.4580 0.8591 0.8151 0.079 Uiso 1 1 calc R . .
H37B H 0.4631 1.0070 0.7706 0.079 Uiso 1 1 calc R . .
H37C H 0.5817 0.9106 0.8001 0.079 Uiso 1 1 calc R . .
H39 H 0.329(4) 0.100(5) 0.514(3) 0.090(13) Uiso 1 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 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C10 121.82(18) . . ?
C2 C1 C11 120.58(18) . . ?
C10 C1 C11 117.58(17) . . ?
C3 C4 C5 123.03(18) . . ?
C12 C11 C20 120.02(17) . . ?
C12 C11 C1 121.41(18) . . ?
C20 C11 C1 118.34(17) . . ?
C4 C5 C6 121.50(18) . . ?
C4 C5 C10 118.01(18) . . ?
C6 C5 C10 120.46(18) . . ?
C9 C10 C5 116.55(18) . . ?
C9 C10 C1 124.10(18) . . ?
C5 C10 C1 119.35(17) . . ?
C4 C3 C2 120.29(18) . . ?
C4 C3 C21 117.63(18) . . ?
C2 C3 C21 122.01(18) . . ?
C7 C6 C5 121.57(19) . . ?
C8 C9 C10 121.7(2) . . ?
C18 C19 C20 120.9(2) . . ?
C15 C20 C19 118.10(18) . . ?
C15 C20 C11 119.29(18) . . ?
C19 C20 C11 122.61(18) . . ?
O1 C2 C1 123.10(18) . . ?
O1 C2 C3 119.51(17) . . ?
C1 C2 C3 117.36(18) . . ?
C14 C13 C12 118.96(18) . . ?
C14 C13 C27 117.41(18) . . ?
C12 C13 C27 123.45(18) . . ?
C13 C14 C15 122.17(18) . . ?
C12 C33 N1 115.38(17) . . ?
C36 N1 C34 108.59(19) . . ?
C36 N1 C35 108.72(17) . . ?
C34 N1 C35 108.40(18) . . ?
C36 N1 C33 111.03(16) . . ?
C34 N1 C33 112.34(16) . . ?
C35 N1 C33 107.67(17) . . ?
C26 C21 C22 118.4(2) . . ?
C26 C21 C3 121.64(19) . . ?
C22 C21 C3 119.4(2) . . ?
C6 C7 C8 118.5(2) . . ?
C11 C12 C13 120.14(18) . . ?
C11 C12 C33 121.27(17) . . ?
C13 C12 C33 118.54(17) . . ?
C14 C15 C16 121.72(19) . . ?
C14 C15 C20 118.96(18) . . ?
C16 C15 C20 119.25(19) . . ?
C9 C8 C7 121.2(2) . . ?
C28 C27 C32 118.8(2) . . ?
C28 C27 C13 120.41(19) . . ?
C32 C27 C13 120.4(2) . . ?
C17 C16 C15 121.1(2) . . ?
C23 C22 C21 120.9(2) . . ?
C19 C18 C17 120.8(2) . . ?
C31 C32 C27 120.2(2) . . ?
C16 C17 C18 119.8(2) . . ?
C30 C31 C32 120.4(2) . . ?
C21 C26 C25 120.7(2) . . ?
C24 C23 C22 120.2(2) . . ?
C25 C24 C23 119.6(2) . . ?
C29 C28 C27 120.2(2) . . ?
C28 C29 C30 120.2(3) . . ?
C31 C30 C29 120.2(2) . . ?
C24 C25 C26 120.3(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
O1 C2 1.315(2) . ?
C1 C2 1.402(3) . ?
C1 C10 1.434(3) . ?
C1 C11 1.496(3) . ?
C4 C3 1.373(3) . ?
C4 C5 1.408(3) . ?
C11 C12 1.389(3) . ?
C11 C20 1.432(3) . ?
C5 C6 1.415(3) . ?
C5 C10 1.422(3) . ?
C10 C9 1.418(3) . ?
C3 C2 1.447(3) . ?
C3 C21 1.484(3) . ?
C6 C7 1.361(3) . ?
C9 C8 1.373(3) . ?
C19 C18 1.368(3) . ?
C19 C20 1.422(3) . ?
C20 C15 1.421(3) . ?
C13 C14 1.373(3) . ?
C13 C12 1.439(3) . ?
C13 C27 1.496(3) . ?
C14 C15 1.410(3) . ?
C33 C12 1.507(3) . ?
C33 N1 1.538(3) . ?
N1 C36 1.494(3) . ?
N1 C34 1.499(3) . ?
N1 C35 1.501(3) . ?
C21 C26 1.384(3) . ?
C21 C22 1.390(3) . ?
C7 C8 1.413(3) . ?
C15 C16 1.416(3) . ?
C27 C28 1.395(3) . ?
C27 C32 1.396(3) . ?
C16 C17 1.366(3) . ?
C22 C23 1.385(3) . ?
C18 C17 1.404(3) . ?
C32 C31 1.390(3) . ?
C31 C30 1.362(4) . ?
C26 C25 1.389(4) . ?
C23 C24 1.380(4) . ?
C24 C25 1.377(4) . ?
C28 C29 1.384(4) . ?
C29 C30 1.387(4) . ?
O3 C37 1.406(3) . ?
O2 C38 1.371(4) . ?
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
O2 H2 O1 0.84 1.80 2.624(2) 166.2 .
O3 H3 O1 0.84 1.87 2.704(3) 172.6 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653171
