#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/11/61/4116122.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_4116122
loop_
_publ_author_name
'Leonard R. MacGillivray'
'Jennifer L. Reid'
'John A. Ripmeester'
_publ_section_title
;
 Supramolecular Control of Reactivity in the Solid State Using Linear
 Molecular Templates
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7817
_journal_page_last               7818
_journal_paper_doi               10.1021/ja001239i
_journal_volume                  122
_journal_year                    2000
_chemical_formula_sum            'C19 H18 N2 O3'
_chemical_formula_weight         322.35
_chemical_name_common            2(1b).2(2a)
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 94.3170(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.5735(6)
_cell_length_b                   11.3886(7)
_cell_length_c                   15.0387(9)
_cell_measurement_temperature    173(2)
_cell_volume                     1635.00(17)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            6915
_diffrn_reflns_theta_max         22.50
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    0.090
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.310
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.084
_refine_ls_goodness_of_fit_obs   1.125
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2066
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_restrained_S_obs      1.125
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_obs          0.0325
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0551P)²+0.1522P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0858
_refine_ls_wR_factor_obs         0.0824
_reflns_number_observed          1845
_reflns_number_total             2134
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja001239i_3.cif
_cod_data_source_block           sad
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0551P)^2^+0.1522P] where P=(Fo^2^+2Fc^2^)/3' 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^(Fo^2^)+(0.0551P)^2^+0.1522P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1635.0(2)
_cod_database_code               4116122
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
O1 O 0.32958(12) 0.14234(9) -0.08911(6) 0.0365(3) Uani 1 d .
H1O H 0.2954(16) 0.0746(6) -0.0952(2) 0.044 Uiso 1 calc R
O2 O 0.25472(11) 0.06106(8) 0.21636(6) 0.0327(3) Uani 1 d .
H2O H 0.2241(16) -0.0021(6) 0.19357(13) 0.039 Uiso 1 calc R
O3 O 0.42359(10) 0.43478(8) 0.12698(6) 0.0326(3) Uani 1 d .
N1 N 0.21233(13) -0.08332(11) -0.10725(7) 0.0303(3) Uani 1 d .
N2 N -0.15120(14) -0.85191(11) -0.14922(8) 0.0340(3) Uani 1 d .
C1 C 0.33212(15) 0.17479(12) -0.00179(9) 0.0277(4) Uani 1 d .
C2 C 0.29459(14) 0.09643(12) 0.06319(9) 0.0273(3) Uani 1 d .
H2 H 0.26837(14) 0.01825(12) 0.04748(9) 0.033 Uiso 1 calc R
C3 C 0.29574(14) 0.13329(12) 0.15101(9) 0.0264(4) Uani 1 d .
C4 C 0.33859(14) 0.24621(12) 0.17605(9) 0.0271(3) Uani 1 d .
H4 H 0.34116(14) 0.27062(12) 0.23655(9) 0.033 Uiso 1 calc R
C5 C 0.37737(14) 0.32190(12) 0.11001(9) 0.0268(4) Uani 1 d .
C6 C 0.37312(15) 0.28811(12) 0.02095(9) 0.0292(4) Uani 1 d .
H6 H 0.39793(15) 0.34189(12) -0.02351(9) 0.035 Uiso 1 calc R
C7 C 0.4266(2) 0.47460(13) 0.21712(10) 0.0378(4) Uani 1 d .
H7C H 0.4611(2) 0.55559(13) 0.22068(10) 0.045 Uiso 1 calc R
H7B H 0.4889(2) 0.42404(13) 0.25501(10) 0.045 Uiso 1 calc R
H7A H 0.3318(2) 0.47148(13) 0.23755(10) 0.045 Uiso 1 calc R
C8 C 0.0810(2) -0.11671(12) -0.09387(9) 0.0304(4) Uani 1 d .
H8 H 0.0152(2) -0.05742(12) -0.08191(9) 0.036 Uiso 1 calc R
C9 C 0.03597(15) -0.23117(12) -0.09641(9) 0.0293(4) Uani 1 d .
H9 H -0.05817(15) -0.24934(12) -0.08573(9) 0.035 Uiso 1 calc R
C10 C 0.12899(15) -0.32071(12) -0.11473(8) 0.0260(4) Uani 1 d .
C11 C 0.2654(2) -0.28658(13) -0.12761(9) 0.0310(4) Uani 1 d .
H11 H 0.3335(2) -0.34396(13) -0.13974(9) 0.037 Uiso 1 calc R
C12 C 0.3021(2) -0.16947(13) -0.12278(10) 0.0325(4) Uani 1 d .
H12 H 0.3965(2) -0.14892(13) -0.13095(10) 0.039 Uiso 1 calc R
C13 C 0.0912(2) -0.44515(12) -0.12186(9) 0.0290(4) Uani 1 d .
H13 H 0.1634(2) -0.49792(12) -0.13554(9) 0.035 Uiso 1 calc R
C14 C -0.0337(2) -0.49191(12) -0.11115(9) 0.0300(4) Uani 1 d .
H14 H -0.1054(2) -0.44030(12) -0.09484(9) 0.036 Uiso 1 calc R
C15 C -0.0701(2) -0.61656(12) -0.12239(9) 0.0287(4) Uani 1 d .
C16 C -0.2024(2) -0.65623(13) -0.10424(9) 0.0317(4) Uani 1 d .
H16 H -0.2681(2) -0.60332(13) -0.08198(9) 0.038 Uiso 1 calc R
C17 C -0.2383(2) -0.77234(13) -0.11856(10) 0.0346(4) Uani 1 d .
H17 H -0.3295(2) -0.79704(13) -0.10599(10) 0.042 Uiso 1 calc R
C18 C -0.0229(2) -0.81464(13) -0.16464(9) 0.0341(4) Uani 1 d .
H18 H 0.0413(2) -0.87028(13) -0.18512(9) 0.041 Uiso 1 calc R
C19 C 0.0219(2) -0.70039(13) -0.15262(9) 0.0328(4) Uani 1 d .
H19 H 0.1144(2) -0.67878(13) -0.16476(9) 0.039 Uiso 1 calc R
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
C5 O3 C7 117.10(11)
C12 N1 C8 116.10(13)
C18 N2 C17 116.73(13)
O1 C1 C6 118.36(12)
O1 C1 C2 121.10(12)
C6 C1 C2 120.55(13)
C3 C2 C1 119.45(13)
O2 C3 C2 121.53(12)
O2 C3 C4 117.23(12)
C2 C3 C4 121.23(13)
C5 C4 C3 118.01(13)
O3 C5 C4 123.18(12)
O3 C5 C6 114.98(12)
C4 C5 C6 121.84(13)
C1 C6 C5 118.88(13)
N1 C8 C9 124.08(14)
C8 C9 C10 119.73(14)
C11 C10 C9 116.34(13)
C11 C10 C13 119.33(13)
C9 C10 C13 124.33(13)
C12 C11 C10 120.07(14)
N1 C12 C11 123.66(14)
C14 C13 C10 126.74(14)
C13 C14 C15 125.55(14)
C16 C15 C19 116.57(13)
C16 C15 C14 120.24(13)
C19 C15 C14 123.18(13)
C17 C16 C15 120.03(14)
N2 C17 C16 123.34(14)
N2 C18 C19 123.95(14)
C18 C19 C15 119.34(14)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C1 1.363(2)
O2 C3 1.362(2)
O3 C5 1.377(2)
O3 C7 1.428(2)
N1 C12 1.337(2)
N1 C8 1.343(2)
N2 C18 1.336(2)
N2 C17 1.337(2)
C1 C6 1.384(2)
C1 C2 1.390(2)
C2 C3 1.385(2)
C3 C4 1.393(2)
C4 C5 1.387(2)
C5 C6 1.391(2)
C8 C9 1.373(2)
C9 C10 1.395(2)
C10 C11 1.390(2)
C10 C13 1.465(2)
C11 C12 1.380(2)
C13 C14 1.329(2)
C14 C15 1.469(2)
C15 C16 1.391(2)
C15 C19 1.398(2)
C16 C17 1.379(2)
C18 C19 1.378(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660564
