#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/10/7051029.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_7051029
loop_
_publ_author_name
'Marcial Moreno-Mañas'
'Rosa M. Sebastián'
'Adelina Vallribera'
'Juan F. Piniella'
'Angel Álvarez-Larena'
'María Luisa Jimeno'
'José Elguero'
_publ_section_title
;
 Structure of chiral pyrazoles in the solid state and in solution
;
_journal_issue                   2
_journal_name_full               'New J. Chem.'
_journal_page_first              329
_journal_page_last               335
_journal_paper_doi               10.1039/b005920j
_journal_volume                  25
_journal_year                    2001
_chemical_formula_sum            'C14 H21 N3 O2 S'
_chemical_formula_weight         295.40
_chemical_name_systematic
; 
(2R)-N-(5-methyl-3-pyrazolyl)bornane-10,2-sultam 
;
_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                 104.80(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.309(2)
_cell_length_b                   12.306(4)
_cell_length_c                   13.322(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.88
_cell_measurement_theta_min      11.40
_cell_volume                     1475.5(7)
_computing_cell_refinement       'CAD4 (Enraf-Nonius)'
_computing_data_collection       'CAD4 (Enraf-Nonius)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       'omega/2theta scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0173
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2726
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         1.58
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  1.000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       prism
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.04(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         2726
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0301
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0577P)²+0.1109P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0816
_refine_ls_wR_factor_ref         0.0823
_reflns_number_gt                2519
_reflns_number_total             2726
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b005920j.txt
_cod_data_source_block           4a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0577P)^2^+0.1109P] 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^)+(0.0577P)^2^+0.1109P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               7051029
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N101 N -0.0305(3) -0.2674(2) -0.44921(19) 0.0466(5) Uani 1 d . . .
H101 H 0.042(5) -0.308(4) -0.463(3) 0.093(14) Uiso 1 d . . .
N102 N -0.1374(2) -0.2264(2) -0.52906(17) 0.0446(5) Uani 1 d . . .
C103 C -0.2096(3) -0.1591(2) -0.48270(19) 0.0384(5) Uani 1 d . . .
C104 C -0.1535(4) -0.1602(3) -0.3757(2) 0.0641(9) Uani 1 d . . .
H104 H -0.1880 -0.1212 -0.3268 0.077 Uiso 1 calc R . .
C105 C -0.0371(4) -0.2307(3) -0.3578(2) 0.0575(8) Uani 1 d . . .
C106 C 0.0700(6) -0.2697(4) -0.2603(3) 0.1012(18) Uani 1 d . . .
H10A H 0.1380 -0.3206 -0.2777 0.152 Uiso 1 calc R . .
H10B H 0.0162 -0.3045 -0.2166 0.152 Uiso 1 calc R . .
H10C H 0.1243 -0.2090 -0.2242 0.152 Uiso 1 calc R . .
N107 N -0.3336(2) -0.10206(18) -0.54292(15) 0.0365(5) Uani 1 d . . .
S108 S -0.29873(7) 0.00086(6) -0.61365(5) 0.04357(18) Uani 1 d . . .
C109 C -0.4862(3) 0.0462(2) -0.6543(2) 0.0454(6) Uani 1 d . . .
H10D H -0.4913 0.1245 -0.6480 0.054 Uiso 1 calc R . .
H10E H -0.5298 0.0261 -0.7260 0.054 Uiso 1 calc R . .
C110 C -0.5678(3) -0.0096(2) -0.5828(2) 0.0380(5) Uani 1 d . . .
C111 C -0.4533(3) -0.0679(2) -0.49518(19) 0.0366(6) Uani 1 d . . .
H111 H -0.4148 -0.0186 -0.4367 0.044 Uiso 1 calc R . .
C112 C -0.5426(3) -0.1607(2) -0.4633(2) 0.0457(6) Uani 1 d . . .
H11A H -0.5102 -0.2309 -0.4823 0.055 Uiso 1 calc R . .
H11B H -0.5345 -0.1596 -0.3892 0.055 Uiso 1 calc R . .
C113 C -0.7014(3) -0.1347(3) -0.5260(2) 0.0502(7) Uani 1 d . . .
H113 H -0.7715 -0.1947 -0.5291 0.060 Uiso 1 calc R . .
C114 C -0.7497(4) -0.0288(3) -0.4846(3) 0.0620(9) Uani 1 d . . .
H11C H -0.7246 -0.0287 -0.4094 0.074 Uiso 1 calc R . .
H11D H -0.8559 -0.0175 -0.5108 0.074 Uiso 1 calc R . .
C115 C -0.6610(4) 0.0590(3) -0.5263(3) 0.0560(8) Uani 1 d . . .
H11E H -0.7266 0.1082 -0.5737 0.067 Uiso 1 calc R . .
H11F H -0.5982 0.1006 -0.4700 0.067 Uiso 1 calc R . .
C116 C -0.6783(3) -0.1024(2) -0.6324(2) 0.0459(6) Uani 1 d . . .
C117 C -0.8179(4) -0.0576(4) -0.7099(3) 0.0736(10) Uani 1 d . . .
H11G H -0.8602 -0.0006 -0.6774 0.110 Uiso 1 calc R . .
H11H H -0.8892 -0.1149 -0.7306 0.110 Uiso 1 calc R . .
H11I H -0.7911 -0.0293 -0.7698 0.110 Uiso 1 calc R . .
C118 C -0.6147(4) -0.1914(3) -0.6881(2) 0.0572(8) Uani 1 d . . .
H11J H -0.6039 -0.1642 -0.7533 0.086 Uiso 1 calc R . .
H11K H -0.6808 -0.2526 -0.7002 0.086 Uiso 1 calc R . .
H11L H -0.5194 -0.2134 -0.6459 0.086 Uiso 1 calc R . .
O119 O -0.2414(3) -0.0386(3) -0.69553(17) 0.0732(8) Uani 1 d . . .
O120 O -0.2128(3) 0.0832(2) -0.54830(19) 0.0722(7) Uani 1 d . . .
N201 N -0.7590(3) 0.1526(2) -1.2630(2) 0.0546(7) Uani 1 d . . .
H201 H -0.744(4) 0.199(3) -1.303(3) 0.068(12) Uiso 1 d . . .
N202 N -0.6264(3) 0.1098(2) -1.2092(2) 0.0555(6) Uani 1 d . . .
C203 C -0.6655(3) 0.0283(2) -1.15893(18) 0.0406(6) Uani 1 d . . .
C204 C -0.8201(3) 0.0186(3) -1.1787(2) 0.0542(8) Uani 1 d . . .
H204 H -0.8734 -0.0326 -1.1516 0.065 Uiso 1 calc R . .
C205 C -0.8755(3) 0.1009(3) -1.2466(2) 0.0507(7) Uani 1 d . . .
C206 C -1.0299(4) 0.1358(4) -1.2962(3) 0.0793(12) Uani 1 d . . .
H20A H -1.0280 0.1979 -1.3394 0.119 Uiso 1 calc R . .
H20B H -1.0792 0.1544 -1.2435 0.119 Uiso 1 calc R . .
H20C H -1.0824 0.0775 -1.3378 0.119 Uiso 1 calc R . .
N207 N -0.5576(2) -0.0384(2) -1.09510(17) 0.0423(5) Uani 1 d . . .
S208 S -0.59874(8) -0.09079(7) -0.99011(5) 0.0502(2) Uani 1 d . . .
C209 C -0.4184(3) -0.1423(3) -0.9345(2) 0.0550(8) Uani 1 d . . .
H20D H -0.3883 -0.1263 -0.8608 0.066 Uiso 1 calc R . .
H20E H -0.4164 -0.2204 -0.9437 0.066 Uiso 1 calc R . .
C210 C -0.3153(3) -0.0868(2) -0.99020(19) 0.0418(6) Uani 1 d . . .
C211 C -0.4027(3) 0.0007(2) -1.0646(2) 0.0423(6) Uani 1 d . . .
H211 H -0.3976 0.0704 -1.0284 0.051 Uiso 1 calc R . .
C212 C -0.3214(3) 0.0087(3) -1.1509(2) 0.0524(7) Uani 1 d . . .
H21A H -0.2954 0.0832 -1.1620 0.063 Uiso 1 calc R . .
H21B H -0.3805 -0.0212 -1.2156 0.063 Uiso 1 calc R . .
C213 C -0.1817(3) -0.0609(3) -1.1059(2) 0.0525(8) Uani 1 d . . .
H213 H -0.1250 -0.0797 -1.1561 0.063 Uiso 1 calc R . .
C214 C -0.0906(3) -0.0042(4) -1.0078(3) 0.0710(10) Uani 1 d . . .
H21C H -0.0840 0.0733 -1.0191 0.085 Uiso 1 calc R . .
H21D H 0.0090 -0.0341 -0.9863 0.085 Uiso 1 calc R . .
C215 C -0.1785(3) -0.0276(3) -0.9258(2) 0.0611(9) Uani 1 d . . .
H21E H -0.1220 -0.0732 -0.8702 0.073 Uiso 1 calc R . .
H21F H -0.2056 0.0391 -0.8965 0.073 Uiso 1 calc R . .
C216 C -0.2476(3) -0.1582(3) -1.0624(2) 0.0521(7) Uani 1 d . . .
C217 C -0.1296(5) -0.2389(4) -1.0023(3) 0.0852(13) Uani 1 d . . .
H21G H -0.1780 -0.2977 -0.9766 0.128 Uiso 1 calc R . .
H21H H -0.0640 -0.2022 -0.9450 0.128 Uiso 1 calc R . .
H21I H -0.0736 -0.2670 -1.0478 0.128 Uiso 1 calc R . .
C218 C -0.3595(5) -0.2249(3) -1.1426(3) 0.0720(10) Uani 1 d . . .
H21J H -0.3951 -0.2841 -1.1086 0.108 Uiso 1 calc R . .
H21K H -0.3122 -0.2532 -1.1933 0.108 Uiso 1 calc R . .
H21L H -0.4415 -0.1796 -1.1764 0.108 Uiso 1 calc R . .
O219 O -0.6308(3) -0.0072(3) -0.92466(18) 0.0829(8) Uani 1 d . . .
O220 O -0.7080(3) -0.1725(3) -1.0212(2) 0.0829(9) Uani 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'
S S 0.1246 0.1234 '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
C105 N101 N102 113.6(2) . . ?
C103 N102 N101 103.1(2) . . ?
N102 C103 C104 111.9(2) . . ?
N102 C103 N107 119.2(2) . . ?
C104 C103 N107 128.8(2) . . ?
C105 C104 C103 105.1(3) . . ?
N101 C105 C104 106.2(3) . . ?
N101 C105 C106 120.9(3) . . ?
C104 C105 C106 132.8(3) . . ?
C103 N107 C111 119.57(19) . . ?
C103 N107 S108 116.85(16) . . ?
C111 N107 S108 107.79(16) . . ?
O119 S108 O120 116.52(16) . . ?
O119 S108 N107 110.02(15) . . ?
O120 S108 N107 110.68(13) . . ?
O119 S108 C109 113.97(14) . . ?
O120 S108 C109 108.31(15) . . ?
N107 S108 C109 95.34(12) . . ?
C110 C109 S108 105.96(18) . . ?
C109 C110 C115 119.4(2) . . ?
C109 C110 C111 108.92(19) . . ?
C115 C110 C111 104.6(2) . . ?
C109 C110 C116 116.3(2) . . ?
C115 C110 C116 102.4(2) . . ?
C111 C110 C116 103.5(2) . . ?
N107 C111 C112 115.4(2) . . ?
N107 C111 C110 104.94(19) . . ?
C112 C111 C110 103.71(19) . . ?
C113 C112 C111 102.0(2) . . ?
C114 C113 C112 108.3(3) . . ?
C114 C113 C116 103.6(3) . . ?
C112 C113 C116 102.3(2) . . ?
C113 C114 C115 103.5(2) . . ?
C110 C115 C114 102.2(2) . . ?
C118 C116 C113 115.2(3) . . ?
C118 C116 C117 107.3(3) . . ?
C113 C116 C117 114.6(2) . . ?
C118 C116 C110 115.7(2) . . ?
C113 C116 C110 91.8(2) . . ?
C117 C116 C110 111.9(3) . . ?
C205 N201 N202 113.4(3) . . ?
C203 N202 N201 103.4(2) . . ?
N202 C203 C204 112.1(2) . . ?
N202 C203 N207 120.6(2) . . ?
C204 C203 N207 127.3(3) . . ?
C205 C204 C203 104.9(3) . . ?
N201 C205 C204 106.2(3) . . ?
N201 C205 C206 122.0(3) . . ?
C204 C205 C206 131.8(3) . . ?
C203 N207 C211 118.3(2) . . ?
C203 N207 S208 116.83(17) . . ?
C211 N207 S208 108.19(16) . . ?
O220 S208 O219 116.35(19) . . ?
O220 S208 N207 109.30(14) . . ?
O219 S208 N207 111.20(15) . . ?
O220 S208 C209 113.70(18) . . ?
O219 S208 C209 109.01(16) . . ?
N207 S208 C209 95.33(12) . . ?
C210 C209 S208 106.5(2) . . ?
C209 C210 C215 118.7(2) . . ?
C209 C210 C211 109.4(2) . . ?
C215 C210 C211 104.8(2) . . ?
C209 C210 C216 117.2(3) . . ?
C215 C210 C216 101.9(2) . . ?
C211 C210 C216 103.2(2) . . ?
N207 C211 C212 116.7(2) . . ?
N207 C211 C210 105.5(2) . . ?
C212 C211 C210 104.2(2) . . ?
C211 C212 C213 101.7(2) . . ?
C216 C213 C214 102.8(3) . . ?
C216 C213 C212 101.6(2) . . ?
C214 C213 C212 107.9(3) . . ?
C213 C214 C215 103.8(3) . . ?
C210 C215 C214 102.0(2) . . ?
C213 C216 C218 115.2(3) . . ?
C213 C216 C217 113.6(3) . . ?
C218 C216 C217 106.5(3) . . ?
C213 C216 C210 93.3(2) . . ?
C218 C216 C210 115.3(3) . . ?
C217 C216 C210 113.0(2) . . ?
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
N101 C105 1.315(4) . ?
N101 N102 1.355(3) . ?
N102 C103 1.315(3) . ?
C103 C104 1.387(4) . ?
C103 N107 1.413(3) . ?
C104 C105 1.360(4) . ?
C105 C106 1.500(4) . ?
N107 C111 1.478(3) . ?
N107 S108 1.659(2) . ?
S108 O119 1.417(2) . ?
S108 O120 1.438(2) . ?
S108 C109 1.780(3) . ?
C109 C110 1.524(4) . ?
C110 C115 1.539(4) . ?
C110 C111 1.542(3) . ?
C110 C116 1.566(4) . ?
C111 C112 1.535(4) . ?
C112 C113 1.534(4) . ?
C113 C114 1.526(4) . ?
C113 C116 1.539(4) . ?
C114 C115 1.547(5) . ?
C116 C118 1.525(4) . ?
C116 C117 1.540(4) . ?
N201 C205 1.322(4) . ?
N201 N202 1.365(3) . ?
N202 C203 1.307(4) . ?
C203 C204 1.400(4) . ?
C203 N207 1.404(3) . ?
C204 C205 1.368(4) . ?
C205 C206 1.484(4) . ?
N207 C211 1.475(3) . ?
N207 S208 1.671(2) . ?
S208 O220 1.415(3) . ?
S208 O219 1.428(3) . ?
S208 C209 1.770(3) . ?
C209 C210 1.518(4) . ?
C210 C215 1.526(4) . ?
C210 C211 1.547(4) . ?
C210 C216 1.550(4) . ?
C211 C212 1.533(4) . ?
C212 C213 1.544(4) . ?
C213 C216 1.526(5) . ?
C213 C214 1.533(5) . ?
C214 C215 1.550(4) . ?
C216 C218 1.527(5) . ?
C216 C217 1.545(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9110550
